Di­sulfonated azo dyes: metal coordination and ion-pair separation in twelve M^II compounds of Ponceau Xylidine and Crystal Scarlet

The structures of seven divalent metal cation compounds of Ponceau Xylidine {PX; systematic name of dication: 4-[2-(3,4-di­methyl­phen­yl)hydrazin-1-yl­idene]-3-oxo-3,4-di­hydro­naphthalene-2,7-di­sulfonate}, also known as Acid Red 26, CI 16150, and of five divalent metal cation compounds of Crystal Scarlet {CS; systematic name of dication: 8-[2-(naphthalen-1-yl)hydrazin-1-yl­idene]-7-oxo-7,8-di­hydro­naphthalene-1,3-di­­sulfonate}, also known as Acid Red 44, CI 16250, are presented. These are hexa­aqua­magnesium(II) PX di­methyl­formamide (DMF) monosolvate, [Mg(H₂O)₆](C₁₈H₁₄N₂O₇S₂)·C₃H₇NO, (I); hepta­aqua­calcium(II) PX 2.5-hydrate, [Ca(H₂O)₇](C₁₈H₁₄N₂O₇S₂)·2.5H₂O, (II); catena-poly[aqua­(μ-DMF)­tris­(DMF)­bis­(μ₃-PX)­di­strontium(II)], [Sr(C₁₈H₁₄N₂O₇S₂)(C₃H₇NO)₂(H₂O)_0.5]_n, (III); the transition-metal series hexa­aqua­metal(II) PX DMF monosolvate, [M(H₂O)₆](C₁₈H₁₄N₂O₇S₂)·C₃H₇NO, where M (metal) = Co, (IV), Ni, (V), Cu, (VI), and Zn, (VII); hepta­aqua­calcium(II) CS monohydrate, [Ca(H₂O)₇](C₂₀H₁₃N₂O₇S₂)·H₂O, (VIII); octa­aqua­strontium(II) CS monohydrate, [Sr(H₂O)₈](C₂₀H₁₃N₂O₇S₂)·H₂O, (IX); catena-poly[[tri­aqua­(DMF)­bar­ium(II)]-μ-CS], [Ba(C₂₀H₁₃N₂O₇S₂)(C₃H₇NO)(H₂O)₃]_n, (X); tetra­kis­(DMF)(CS)­cop­per(II) monohydrate, [Cu(C₂₀H₁₃N₂O₇S₂)(C₃H₇NO)₄]·H₂O, (XI); and catena-poly[[[aqua­tris­(DMF)­zinc(III)]-μ-CS] diethyl ether hemisolvate], {[Zn(C₂₀H₁₃N₂O₇S₂)(C₃H₇NO)₃(H₂O)]·0.5C₄H₁₀O}_n, (XII). In all cases, the structures obtained were solvates with di­methyl­formamide (DMF) and/or water present. The di­sulfonated naph­thalene-based azo anions adopt hydra­zone tautomeric forms. The structures of the Mg salt and of four transition-metal forms (M = Co, Ni, Cu and Zn) of PX are found to form an isostructural series. All have solvent-separated ion-pair (SSIP) type structures and the formula [M(H₂O)₆][PX]·DMF. The Ca salt of PX also has an SSIP structure, but has a higher hydration state, [Ca(H₂O)₇][PX]·2.5H₂O. In contrast, the Sr salt of PX, [Sr(PX)(DMF)₂(H₂O)_0.5]_n forms a one-dimensional coordination polymer. Both the Ca and the Sr salt of CS have an SSIP structure, namely [Ca(H₂O)₇][CS]·H₂O and [Sr(H₂O)₈][CS]·H₂O, whilst the heavier Ba analogue, [Ba(CS)(DMF)(H₂O)₃]_n, forms a one-di­mensional coordination polymer. Unlike PX, two CS structures containing transition metals are found to be coordination complexes, [Cu(CS)(DMF)₄]·H₂O and {[Zn(CS)(DMF)₃(H₂O)]·0.5Et₂O}_n. This suggests that CS is a better ligand than PX for transition metals. The Cu complex forms discrete mol­ecules with Cu in a square-pyramidal environment, whilst the Zn species is a one-dimensional coordination polymer based on octa­hedral Zn centres.

Computing details

Data collection: CrysAlis PRO (Agilent, 2014) for (I), (II), (III), (IV), (V), (VI), (VII), (XI), (XII); CrystalClear (Rigaku, 2015) for (VIII), (IX), (X). Cell refinement: CrysAlis PRO (Agilent, 2014) for (I), (II), (III), (IV), (V), (VI), (VII), (IX), (X), (XI), (XII); CrystalClear (Rigaku, 2015) for (VIII). Data reduction: CrysAlis PRO (Agilent, 2014) for (I), (II), (III), (IV), (V), (VI), (VII), (IX), (X), (XI), (XII); CrystalClear (Rigaku, 2015) for (VIII). Program(s) used to solve structure: SIR92 (Altomare et al., 1994) for (I), (II), (III), (IV), (VI), (VII), (VIII), (X), (XI); atom coordinates from isostructural Co structure for (V); SHELXT (Sheldrick, 2015a) for (IX), (XII). For all structures, program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: Mercury (Macrae et al., 2008) and ORTEP-3 (Farrugia, 2012); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015b).

Hexaaquamagnesium 4-[2-(3,4-dimethylphenyl)hydrazin-1-ylidene]-3-oxo-3,4-dihydronaphthalene-2,7-disulfonate dimethylformamide monosolvate (I)

Crystal data

[Mg(H2O)6](C18H14N2O7S2)·C3H7NO	F(000) = 1344
Mr = 639.93	Dx = 1.466 Mg m^−3
Monoclinic, I2/m	Mo Kα radiation, λ = 0.71073 Å
a = 13.7743 (8) Å	Cell parameters from 3921 reflections
b = 6.8224 (4) Å	θ = 2.3–27.4°
c = 31.094 (2) Å	µ = 0.28 mm^−1
β = 97.287 (5)°	T = 100 K
V = 2898.4 (3) Å^3	Needle, orange
Z = 4	0.23 × 0.04 × 0.02 mm

Data collection

Rigaku AFC12 diffractometer	2796 reflections with I > 2σ(I)
Radiation source: rotating anode	Rint = 0.058
ω scans	θmax = 27.5°, θmin = 2.3°
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015)	h = −17→12
Tmin = 0.466, Tmax = 1.000	k = −8→7
9999 measured reflections	l = −37→40
3593 independent reflections

Refinement

Refinement on F^2	49 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.049	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.137	w = 1/[σ^2(Fo^2) + (0.0744P)^2 + 2.1664P] where P = (Fo^2 + 2Fc^2)/3
S = 1.06	(Δ/σ)max = 0.001
3593 reflections	Δρmax = 0.77 e Å^−3
290 parameters	Δρmin = −0.61 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Mg1	0.79208 (8)	0.0000	0.43358 (3)	0.0205 (3)
S2	−0.10945 (5)	0.0000	0.15427 (2)	0.01625 (19)
S1	0.37239 (5)	0.0000	0.04409 (2)	0.01476 (19)
O5	0.03130 (16)	0.0000	0.23825 (7)	0.0230 (5)
O4	−0.13976 (11)	0.1783 (2)	0.17420 (5)	0.0224 (4)
O3	−0.13684 (15)	0.0000	0.10704 (6)	0.0203 (5)
O1	0.43150 (11)	0.1776 (2)	0.04514 (4)	0.0212 (3)
O2	0.29228 (16)	0.0000	0.00853 (6)	0.0196 (5)
O2W	0.88291 (15)	0.2155 (3)	0.41614 (7)	0.0471 (5)
H2W	0.9350 (14)	0.250 (4)	0.4325 (8)	0.057*
H3W	0.872 (2)	0.306 (4)	0.3967 (8)	0.057*
O1W	0.8705 (2)	0.0000	0.49442 (8)	0.0331 (6)
H1W	0.8923 (19)	−0.104 (3)	0.5085 (8)	0.040*
O4W	0.69997 (13)	0.2153 (2)	0.45297 (5)	0.0268 (4)
H5W	0.7264 (17)	0.297 (3)	0.4725 (6)	0.032*
H6W	0.6780 (18)	0.301 (3)	0.4329 (6)	0.032*
O3W	0.71362 (18)	0.0000	0.37266 (7)	0.0251 (5)
H4W	0.6900 (17)	0.106 (3)	0.3590 (7)	0.030*
N2	0.19980 (19)	0.0000	0.28144 (8)	0.0176 (5)
N1	0.23971 (19)	0.0000	0.24559 (8)	0.0165 (5)
C11	0.2583 (2)	0.0000	0.32225 (9)	0.0151 (6)
C12	0.2090 (2)	0.0000	0.35928 (9)	0.0187 (6)
C13	0.2672 (3)	0.0000	0.39943 (9)	0.0224 (7)
H13	0.2360	0.0000	0.4250	0.027*
C14	0.3689 (3)	0.0000	0.40365 (9)	0.0239 (7)
C15	0.4142 (2)	0.0000	0.36613 (10)	0.0221 (7)
H15	0.4837	0.0000	0.3684	0.027*
C16	0.3596 (2)	0.0000	0.32551 (9)	0.0191 (6)
H16	0.3913	0.0000	0.3001	0.023*
C1	0.1813 (2)	0.0000	0.20790 (9)	0.0162 (6)
C2	0.0743 (2)	0.0000	0.20479 (9)	0.0162 (6)
C3	0.0204 (2)	0.0000	0.16120 (9)	0.0151 (6)
C4	0.0677 (2)	0.0000	0.12573 (9)	0.0161 (6)
H4	0.0301	0.0000	0.0979	0.019*
C5	0.1719 (2)	0.0000	0.12829 (9)	0.0158 (6)
C6	0.2299 (2)	0.0000	0.16906 (9)	0.0155 (6)
C10	0.3322 (2)	0.0000	0.17044 (9)	0.0174 (6)
H10	0.3723	0.0000	0.1977	0.021*
C9	0.3751 (2)	0.0000	0.13263 (9)	0.0168 (6)
H9	0.4444	0.0000	0.1340	0.020*
C8	0.3169 (2)	0.0000	0.09219 (9)	0.0144 (6)
C7	0.2161 (2)	0.0000	0.08993 (9)	0.0155 (6)
H7	0.1768	0.0000	0.0625	0.019*
C17	0.4296 (3)	0.0000	0.44820 (11)	0.0381 (9)
H17A	0.3958	−0.0767	0.4684	0.057*	0.5
H17B	0.4381	0.1350	0.4588	0.057*	0.5
H17C	0.4938	−0.0583	0.4460	0.057*	0.5
C18	0.0994 (2)	0.0000	0.35612 (10)	0.0256 (7)
H18A	0.0742	0.1284	0.3459	0.038*	0.5
H18B	0.0797	−0.0270	0.3847	0.038*	0.5
H18C	0.0728	−0.1015	0.3356	0.038*	0.5
O1S	0.861 (5)	0.508 (6)	0.3548 (8)	0.039 (4)	0.25
C2S	0.9152 (10)	0.502 (12)	0.2463 (4)	0.053 (3)	0.25
H2S1	0.8614	0.5303	0.2234	0.080*	0.25
H2S2	0.9367	0.3663	0.2437	0.080*	0.25
H2S3	0.9700	0.5910	0.2435	0.080*	0.25
N1S	0.883 (2)	0.534 (2)	0.2886 (5)	0.043 (2)	0.25
C1S	0.8769 (19)	0.414 (3)	0.3220 (6)	0.0316 (18)	0.25
H1S	0.8836	0.2758	0.3210	0.038*	0.25
C3S	0.873 (3)	0.746 (2)	0.2874 (12)	0.037 (3)	0.25
H3S1	0.8173	0.7866	0.2663	0.056*	0.25
H3S2	0.9322	0.8141	0.2813	0.056*	0.25
H3S3	0.8587	0.7785	0.3168	0.056*	0.25
O2S	0.867 (5)	0.526 (7)	0.3583 (8)	0.039 (4)	0.25
N2S	0.871 (2)	0.454 (2)	0.2851 (5)	0.043 (2)	0.25
C4S	0.865 (2)	0.567 (3)	0.3191 (6)	0.0316 (18)	0.25
H4S	0.8574	0.7030	0.3126	0.038*	0.25
C5S	0.8733 (12)	0.564 (2)	0.2452 (5)	0.053 (3)	0.25
H5S1	0.9210	0.5041	0.2283	0.080*	0.25
H5S2	0.8922	0.6995	0.2522	0.080*	0.25
H5S3	0.8083	0.5612	0.2283	0.080*	0.25
C6S	0.862 (3)	0.244 (2)	0.2915 (12)	0.037 (3)	0.25
H6S1	0.9112	0.2008	0.3152	0.056*	0.25
H6S2	0.8725	0.1747	0.2648	0.056*	0.25
H6S3	0.7965	0.2138	0.2987	0.056*	0.25
H1N	0.1350 (9)	0.0000	0.2823 (13)	0.036 (11)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mg1	0.0240 (6)	0.0180 (6)	0.0185 (5)	0.000	−0.0010 (4)	0.000
S2	0.0181 (4)	0.0151 (4)	0.0157 (3)	0.000	0.0028 (3)	0.000
S1	0.0196 (4)	0.0154 (4)	0.0095 (3)	0.000	0.0029 (3)	0.000
O5	0.0240 (12)	0.0308 (13)	0.0151 (10)	0.000	0.0064 (8)	0.000
O4	0.0256 (8)	0.0190 (9)	0.0226 (7)	0.0045 (7)	0.0038 (6)	−0.0030 (6)
O3	0.0210 (11)	0.0237 (13)	0.0154 (10)	0.000	−0.0010 (8)	0.000
O1	0.0255 (8)	0.0215 (9)	0.0168 (7)	−0.0052 (7)	0.0041 (6)	0.0021 (6)
O2	0.0242 (11)	0.0230 (12)	0.0111 (9)	0.000	0.0004 (8)	0.000
O2W	0.0360 (11)	0.0548 (14)	0.0461 (12)	−0.0216 (10)	−0.0118 (9)	0.0209 (10)
O1W	0.0498 (17)	0.0169 (14)	0.0271 (13)	0.000	−0.0163 (11)	0.000
O4W	0.0405 (10)	0.0173 (9)	0.0202 (8)	0.0039 (7)	−0.0052 (7)	−0.0023 (6)
O3W	0.0370 (14)	0.0171 (13)	0.0191 (11)	0.000	−0.0052 (9)	0.000
N2	0.0201 (13)	0.0212 (15)	0.0121 (11)	0.000	0.0045 (10)	0.000
N1	0.0240 (14)	0.0144 (13)	0.0120 (11)	0.000	0.0062 (9)	0.000
C11	0.0218 (15)	0.0117 (15)	0.0118 (13)	0.000	0.0025 (11)	0.000
C12	0.0312 (18)	0.0098 (16)	0.0164 (14)	0.000	0.0075 (12)	0.000
C13	0.0384 (19)	0.0177 (17)	0.0123 (13)	0.000	0.0074 (12)	0.000
C14	0.040 (2)	0.0173 (18)	0.0137 (14)	0.000	0.0001 (13)	0.000
C15	0.0253 (17)	0.0212 (18)	0.0197 (14)	0.000	0.0022 (12)	0.000
C16	0.0269 (17)	0.0172 (17)	0.0139 (13)	0.000	0.0053 (12)	0.000
C1	0.0225 (16)	0.0131 (16)	0.0131 (13)	0.000	0.0024 (11)	0.000
C2	0.0220 (16)	0.0131 (16)	0.0140 (13)	0.000	0.0043 (11)	0.000
C3	0.0180 (14)	0.0100 (15)	0.0172 (13)	0.000	0.0015 (11)	0.000
C4	0.0227 (15)	0.0120 (15)	0.0135 (13)	0.000	0.0013 (11)	0.000
C5	0.0233 (16)	0.0112 (15)	0.0127 (13)	0.000	0.0019 (11)	0.000
C6	0.0237 (16)	0.0118 (15)	0.0113 (12)	0.000	0.0036 (11)	0.000
C10	0.0224 (16)	0.0177 (16)	0.0117 (12)	0.000	0.0008 (11)	0.000
C9	0.0179 (15)	0.0161 (16)	0.0166 (14)	0.000	0.0034 (11)	0.000
C8	0.0214 (15)	0.0114 (15)	0.0111 (12)	0.000	0.0054 (11)	0.000
C7	0.0197 (15)	0.0164 (16)	0.0101 (12)	0.000	0.0005 (10)	0.000
C17	0.046 (2)	0.049 (3)	0.0172 (16)	0.000	−0.0034 (15)	0.000
C18	0.0299 (18)	0.0257 (19)	0.0228 (15)	0.000	0.0102 (13)	0.000
O1S	0.039 (6)	0.054 (10)	0.023 (3)	−0.001 (6)	0.000 (5)	−0.015 (5)
C2S	0.084 (8)	0.049 (7)	0.029 (3)	0.003 (6)	0.020 (5)	0.004 (5)
N1S	0.062 (5)	0.047 (4)	0.020 (2)	−0.003 (6)	0.009 (3)	−0.003 (5)
C1S	0.038 (5)	0.037 (4)	0.019 (2)	−0.004 (5)	0.001 (3)	−0.016 (4)
C3S	0.050 (6)	0.038 (3)	0.028 (5)	−0.004 (7)	0.023 (4)	−0.003 (5)
O2S	0.039 (6)	0.054 (10)	0.023 (3)	−0.001 (6)	0.000 (5)	−0.015 (5)
N2S	0.062 (5)	0.047 (4)	0.020 (2)	−0.003 (6)	0.009 (3)	−0.003 (5)
C4S	0.038 (5)	0.037 (4)	0.019 (2)	−0.004 (5)	0.001 (3)	−0.016 (4)
C5S	0.084 (8)	0.049 (7)	0.029 (3)	0.003 (6)	0.020 (5)	0.004 (5)
C6S	0.050 (6)	0.038 (3)	0.028 (5)	−0.004 (7)	0.023 (4)	−0.003 (5)

Geometric parameters (Å, º)

Mg1—O2W	2.048 (2)	C4—C5	1.428 (4)
Mg1—O2W^i	2.048 (2)	C4—H4	0.9500
Mg1—O1W	2.056 (3)	C5—C7	1.407 (4)
Mg1—O3W	2.058 (2)	C5—C6	1.410 (4)
Mg1—O4W	2.0797 (18)	C6—C10	1.404 (4)
Mg1—O4W^i	2.0798 (18)	C10—C9	1.382 (4)
S2—O4	1.4502 (15)	C10—H10	0.9500
S2—O4^i	1.4502 (15)	C9—C8	1.403 (4)
S2—O3	1.469 (2)	C9—H9	0.9500
S2—C3	1.774 (3)	C8—C7	1.381 (4)
S1—O1^i	1.4580 (16)	C7—H7	0.9500
S1—O1	1.4580 (16)	C17—H17A	0.9800
S1—O2	1.460 (2)	C17—H17B	0.9800
S1—C8	1.764 (3)	C17—H17C	0.9800
O5—C2	1.261 (3)	C18—H18A	0.9800
O2W—H2W	0.859 (10)	C18—H18B	0.9800
O2W—H3W	0.862 (10)	C18—H18C	0.9800
O1W—H1W	0.867 (10)	O1S—C1S	1.246 (10)
O4W—H5W	0.871 (10)	C2S—N1S	1.454 (5)
O4W—H6W	0.879 (10)	C2S—H2S1	0.9800
O3W—H4W	0.877 (10)	C2S—H2S2	0.9800
N2—N1	1.304 (3)	C2S—H2S3	0.9800
N2—C11	1.414 (4)	N1S—C1S	1.334 (9)
N2—H1N	0.896 (10)	N1S—C3S	1.452 (5)
N1—C1	1.335 (4)	C1S—H1S	0.9500
C11—C16	1.385 (4)	C3S—H3S1	0.9801
C11—C12	1.409 (4)	C3S—H3S2	0.9827
C12—C13	1.395 (4)	C3S—H3S3	0.9830
C12—C18	1.500 (4)	O2S—C4S	1.247 (10)
C13—C14	1.389 (5)	N2S—C4S	1.324 (9)
C13—H13	0.9500	N2S—C6S	1.454 (5)
C14—C15	1.392 (4)	N2S—C5S	1.454 (5)
C14—C17	1.524 (4)	C4S—H4S	0.9500
C15—C16	1.386 (4)	C5S—H5S1	0.9800
C15—H15	0.9500	C5S—H5S2	0.9800
C16—H16	0.9500	C5S—H5S3	0.9800
C1—C6	1.454 (4)	C6S—H6S1	0.9800
C1—C2	1.464 (4)	C6S—H6S2	0.9800
C2—C3	1.461 (4)	C6S—H6S3	0.9800
C3—C4	1.350 (4)
O2W—Mg1—O2W^i	91.78 (15)	C5—C4—H4	118.6
O2W—Mg1—O1W	88.64 (9)	C7—C5—C6	120.3 (3)
O2W^i—Mg1—O1W	88.64 (9)	C7—C5—C4	119.6 (3)
O2W—Mg1—O3W	91.34 (8)	C6—C5—C4	120.1 (2)
O2W^i—Mg1—O3W	91.33 (8)	C10—C6—C5	118.7 (2)
O1W—Mg1—O3W	179.96 (12)	C10—C6—C1	122.8 (3)
O2W—Mg1—O4W	89.15 (9)	C5—C6—C1	118.6 (3)
O2W^i—Mg1—O4W	178.43 (10)	C9—C10—C6	120.7 (3)
O1W—Mg1—O4W	90.12 (8)	C9—C10—H10	119.7
O3W—Mg1—O4W	89.91 (8)	C6—C10—H10	119.7
O2W—Mg1—O4W^i	178.43 (10)	C10—C9—C8	120.3 (3)
O2W^i—Mg1—O4W^i	89.16 (9)	C10—C9—H9	119.8
O1W—Mg1—O4W^i	90.12 (8)	C8—C9—H9	119.8
O3W—Mg1—O4W^i	89.91 (8)	C7—C8—C9	120.2 (2)
O4W—Mg1—O4W^i	89.88 (10)	C7—C8—S1	119.8 (2)
O4—S2—O4^i	113.98 (13)	C9—C8—S1	120.0 (2)
O4—S2—O3	112.08 (8)	C8—C7—C5	119.8 (3)
O4^i—S2—O3	112.08 (8)	C8—C7—H7	120.1
O4—S2—C3	106.77 (8)	C5—C7—H7	120.1
O4^i—S2—C3	106.77 (8)	C14—C17—H17A	109.5
O3—S2—C3	104.39 (13)	C14—C17—H17B	109.5
O1^i—S1—O1	112.44 (13)	H17A—C17—H17B	109.5
O1^i—S1—O2	112.55 (7)	C14—C17—H17C	109.5
O1—S1—O2	112.55 (7)	H17A—C17—H17C	109.5
O1^i—S1—C8	106.35 (8)	H17B—C17—H17C	109.5
O1—S1—C8	106.35 (8)	C12—C18—H18A	109.5
O2—S1—C8	105.97 (13)	C12—C18—H18B	109.5
Mg1—O2W—H2W	122.3 (19)	H18A—C18—H18B	109.5
Mg1—O2W—H3W	130 (2)	C12—C18—H18C	109.5
H2W—O2W—H3W	106 (2)	H18A—C18—H18C	109.5
Mg1—O1W—H1W	125 (2)	H18B—C18—H18C	109.5
Mg1—O4W—H5W	116.1 (17)	N1S—C2S—H2S1	109.8
Mg1—O4W—H6W	115.6 (16)	N1S—C2S—H2S2	110.3
H5W—O4W—H6W	98.3 (17)	H2S1—C2S—H2S2	109.5
Mg1—O3W—H4W	124.3 (18)	N1S—C2S—H2S3	108.3
N1—N2—C11	120.9 (2)	H2S1—C2S—H2S3	109.5
N1—N2—H1N	124 (3)	H2S2—C2S—H2S3	109.5
C11—N2—H1N	115 (3)	C1S—N1S—C3S	128 (2)
N2—N1—C1	118.5 (3)	C1S—N1S—C2S	132 (3)
C16—C11—C12	121.7 (3)	C3S—N1S—C2S	100 (4)
C16—C11—N2	121.3 (2)	O1S—C1S—N1S	111 (3)
C12—C11—N2	117.0 (3)	O1S—C1S—H1S	124.5
C13—C12—C11	116.7 (3)	N1S—C1S—H1S	124.5
C13—C12—C18	121.2 (3)	N1S—C3S—H3S1	111.4
C11—C12—C18	122.1 (3)	N1S—C3S—H3S2	113.2
C14—C13—C12	122.8 (3)	H3S1—C3S—H3S2	109.5
C14—C13—H13	118.6	N1S—C3S—H3S3	103.4
C12—C13—H13	118.6	H3S1—C3S—H3S3	109.3
C13—C14—C15	118.4 (3)	H3S2—C3S—H3S3	109.7
C13—C14—C17	121.1 (3)	C4S—N2S—C6S	117 (2)
C15—C14—C17	120.6 (3)	C4S—N2S—C5S	112.9 (15)
C16—C15—C14	121.0 (3)	C6S—N2S—C5S	129.5 (18)
C16—C15—H15	119.5	O2S—C4S—N2S	131 (3)
C14—C15—H15	119.5	O2S—C4S—H4S	114.6
C11—C16—C15	119.5 (3)	N2S—C4S—H4S	114.6
C11—C16—H16	120.3	N2S—C5S—H5S1	109.5
C15—C16—H16	120.3	N2S—C5S—H5S2	109.5
N1—C1—C6	116.1 (3)	H5S1—C5S—H5S2	109.5
N1—C1—C2	123.2 (2)	N2S—C5S—H5S3	109.5
C6—C1—C2	120.7 (3)	H5S1—C5S—H5S3	109.5
O5—C2—C3	121.9 (3)	H5S2—C5S—H5S3	109.5
O5—C2—C1	121.3 (3)	N2S—C6S—H6S1	109.5
C3—C2—C1	116.8 (2)	N2S—C6S—H6S2	109.5
C4—C3—C2	121.1 (3)	H6S1—C6S—H6S2	109.5
C4—C3—S2	119.0 (2)	N2S—C6S—H6S3	109.5
C2—C3—S2	119.9 (2)	H6S1—C6S—H6S3	109.5
C3—C4—C5	122.7 (3)	H6S2—C6S—H6S3	109.5
C3—C4—H4	118.6
C11—N2—N1—C1	180.000 (1)	C2—C3—C4—C5	0.000 (1)
N1—N2—C11—C16	0.000 (1)	S2—C3—C4—C5	180.000 (1)
N1—N2—C11—C12	180.000 (1)	C3—C4—C5—C7	180.000 (1)
C16—C11—C12—C13	0.000 (1)	C3—C4—C5—C6	0.000 (1)
N2—C11—C12—C13	180.000 (1)	C7—C5—C6—C10	0.000 (1)
C16—C11—C12—C18	180.000 (1)	C4—C5—C6—C10	180.000 (1)
N2—C11—C12—C18	0.000 (1)	C7—C5—C6—C1	180.000 (1)
C11—C12—C13—C14	0.000 (1)	C4—C5—C6—C1	0.000 (1)
C18—C12—C13—C14	180.000 (1)	N1—C1—C6—C10	0.000 (1)
C12—C13—C14—C15	0.000 (1)	C2—C1—C6—C10	180.000 (1)
C12—C13—C14—C17	180.000 (1)	N1—C1—C6—C5	180.000 (1)
C13—C14—C15—C16	0.000 (1)	C2—C1—C6—C5	0.000 (1)
C17—C14—C15—C16	180.000 (1)	C5—C6—C10—C9	0.000 (1)
C12—C11—C16—C15	0.000 (1)	C1—C6—C10—C9	180.000 (1)
N2—C11—C16—C15	180.000 (1)	C6—C10—C9—C8	0.000 (1)
C14—C15—C16—C11	0.000 (1)	C10—C9—C8—C7	0.000 (1)
N2—N1—C1—C6	180.000 (1)	C10—C9—C8—S1	180.000 (1)
N2—N1—C1—C2	0.000 (1)	O1^i—S1—C8—C7	−119.98 (7)
N1—C1—C2—O5	0.000 (1)	O1—S1—C8—C7	119.98 (7)
C6—C1—C2—O5	180.000 (1)	O2—S1—C8—C7	0.000 (1)
N1—C1—C2—C3	180.000 (1)	O1^i—S1—C8—C9	60.02 (7)
C6—C1—C2—C3	0.000 (1)	O1—S1—C8—C9	−60.02 (7)
O5—C2—C3—C4	180.000 (1)	O2—S1—C8—C9	180.000 (1)
C1—C2—C3—C4	0.000 (1)	C9—C8—C7—C5	0.000 (1)
O5—C2—C3—S2	0.000 (1)	S1—C8—C7—C5	180.000 (1)
C1—C2—C3—S2	180.000 (1)	C6—C5—C7—C8	0.000 (1)
O4—S2—C3—C4	−118.85 (7)	C4—C5—C7—C8	180.000 (1)
O4^i—S2—C3—C4	118.86 (7)	C3S—N1S—C1S—O1S	−1 (6)
O3—S2—C3—C4	0.000 (1)	C2S—N1S—C1S—O1S	169 (5)
O4—S2—C3—C2	61.15 (7)	C6S—N2S—C4S—O2S	12 (7)
O4^i—S2—C3—C2	−61.14 (7)	C5S—N2S—C4S—O2S	−175 (5)
O3—S2—C3—C2	180.000 (1)

Symmetry code: (i) x, −y, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O2W—H2W···O1^ii	0.86 (1)	1.95 (1)	2.781 (2)	164 (3)
O2W—H3W···O1S	0.86 (1)	1.89 (4)	2.75 (4)	174 (4)
O2W—H3W···O1S^iii	0.86 (1)	1.81 (3)	2.67 (3)	174 (4)
O2W—H3W···O2S	0.86 (1)	1.92 (4)	2.77 (3)	170 (3)
O2W—H3W···O2S^iii	0.86 (1)	1.65 (4)	2.51 (4)	172 (4)
O1W—H1W···O1^iv	0.87 (1)	1.91 (1)	2.774 (2)	173 (3)
O4W—H5W···O2^v	0.87 (1)	1.93 (1)	2.796 (2)	171 (2)
O4W—H6W···O3^vi	0.88 (1)	1.88 (1)	2.757 (2)	175 (2)
O3W—H4W···O4^vi	0.88 (1)	1.88 (1)	2.757 (2)	176 (2)
N2—H1N···O5	0.90 (1)	1.85 (3)	2.530 (3)	131 (3)

Symmetry codes: (ii) −x+3/2, −y+1/2, −z+1/2; (iii) x, −y+1, z; (iv) x+1/2, y−1/2, z+1/2; (v) x+1/2, y+1/2, z+1/2; (vi) −x+1/2, −y+1/2, −z+1/2.

Heptaaquacalcium(II) 4-[2-(3,4-dimethylphenyl)hydrazin-1-ylidene]-3-oxo-3,4-dihydronaphthalene-2,7-disulfonate 2.5-hydrate (II)

Crystal data

[Ca(H2O)7](C18H14N2O7S2)·2.5H2O	Z = 2
Mr = 645.66	F(000) = 678
Triclinic, P1	Dx = 1.516 Mg m^−3
a = 8.1180 (1) Å	Mo Kα radiation, λ = 0.71073 Å
b = 12.5594 (2) Å	Cell parameters from 33438 reflections
c = 15.2110 (3) Å	θ = 2.6–29.5°
α = 108.352 (1)°	µ = 0.45 mm^−1
β = 103.149 (2)°	T = 100 K
γ = 94.477 (1)°	Lath, red
V = 1414.48 (4) Å^3	0.14 × 0.06 × 0.02 mm

Data collection

Enhance source with dtrek gonio diffractometer	5819 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.029
ω scans	θmax = 27.5°, θmin = 2.6°
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015)	h = −10→10
Tmin = 0.869, Tmax = 1.000	k = −16→16
49956 measured reflections	l = −19→19
6481 independent reflections

Refinement

Refinement on F^2	79 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.050	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.136	w = 1/[σ^2(Fo^2) + (0.0704P)^2 + 1.6221P] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max < 0.001
6481 reflections	Δρmax = 0.99 e Å^−3
462 parameters	Δρmin = −0.62 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ca1	0.20814 (6)	0.27822 (4)	−0.06334 (3)	0.02971 (13)
S1	0.3147 (9)	0.0550 (4)	0.1901 (4)	0.0283 (7)	0.438 (6)
S2	0.59609 (8)	0.39967 (4)	0.74678 (4)	0.02884 (14)
O1	0.1934 (17)	0.0909 (13)	0.1227 (11)	0.0297 (11)	0.438 (6)
O2	0.4292 (9)	−0.0042 (8)	0.1366 (6)	0.0266 (9)	0.438 (6)
O3	0.2232 (9)	−0.0199 (5)	0.2264 (5)	0.0328 (9)	0.438 (6)
O4	0.4837 (2)	0.29762 (14)	0.73522 (13)	0.0365 (4)
O5	0.7720 (2)	0.40337 (14)	0.79823 (12)	0.0351 (4)
O6	0.5326 (2)	0.50396 (14)	0.78812 (12)	0.0362 (4)
O7	0.7872 (2)	0.56799 (13)	0.68748 (11)	0.0285 (3)
O1W	0.2061 (4)	0.29166 (19)	0.09701 (14)	0.0609 (7)
H1W	0.262 (5)	0.344 (2)	0.1513 (15)	0.073*
H2W	0.182 (5)	0.237 (2)	0.118 (2)	0.073*
O2W	0.5014 (5)	0.3771 (3)	0.0242 (2)	0.0525 (9)	0.706 (3)
H3W	0.491 (7)	0.322 (2)	0.048 (3)	0.063*	0.7063
H4W	0.513 (5)	0.431 (2)	0.0808 (14)	0.063*
O2AW	0.4459 (12)	0.4208 (9)	0.0265 (7)	0.0525 (9)	0.294 (3)
H3AW	0.445 (13)	0.492 (2)	0.030 (5)	0.063*	0.2937
O3W	0.1888 (6)	0.4711 (3)	0.0015 (2)	0.0612 (10)	0.706 (3)
H5W	0.101 (7)	0.447 (8)	0.020 (5)	0.073*	0.7063
H6W	0.255 (6)	0.511 (4)	0.0596 (19)	0.073*	0.7063
O3AW	0.0908 (18)	0.4508 (10)	0.0207 (7)	0.0612 (10)	0.294 (3)
H5AW	0.053 (14)	0.499 (7)	−0.007 (7)	0.073*	0.2937
H6AW	0.127 (17)	0.499 (7)	0.080 (3)	0.073*	0.2937
O4W	0.1982 (2)	0.35597 (16)	−0.18766 (14)	0.0391 (4)
H7W	0.286 (3)	0.353 (2)	−0.212 (2)	0.047*
H8W	0.168 (4)	0.4211 (15)	−0.188 (2)	0.047*
O5W	−0.0969 (2)	0.24179 (13)	−0.13098 (12)	0.0317 (4)
H9W	−0.152 (3)	0.1759 (12)	−0.1715 (16)	0.038*
H10W	−0.141 (3)	0.2866 (17)	−0.1602 (18)	0.038*
O6W	0.3809 (3)	0.17698 (18)	−0.15690 (17)	0.0506 (5)
H11W	0.433 (4)	0.119 (2)	−0.155 (3)	0.061*
H12W	0.425 (4)	0.201 (3)	−0.196 (2)	0.061*
O7W	0.1277 (3)	0.08597 (14)	−0.07239 (14)	0.0406 (4)
H13W	0.031 (2)	0.039 (2)	−0.098 (2)	0.049*
H14W	0.185 (3)	0.046 (2)	−0.043 (2)	0.049*
O8W	0.1109 (3)	0.5531 (2)	−0.2040 (2)	0.0627 (6)
H15W	0.099 (5)	0.567 (4)	−0.1444 (12)	0.075*
H16W	−0.0009 (17)	0.544 (4)	−0.232 (2)	0.075*
O9W	0.3513 (4)	−0.0507 (3)	−0.0397 (2)	0.0331 (7)	0.5
H17W	0.410 (5)	−0.033 (5)	0.0204 (12)	0.040*	0.5
H18W	0.436 (4)	−0.053 (5)	−0.067 (3)	0.040*	0.5
O10W	0.2342 (4)	−0.2547 (3)	−0.0326 (2)	0.0528 (7)	0.706 (3)
H19W	0.259 (5)	−0.187 (2)	−0.036 (4)	0.063*	0.7063
H20W	0.334 (3)	−0.277 (3)	−0.036 (3)	0.063*
O11W	0.2357 (10)	−0.3280 (8)	−0.0253 (6)	0.0528 (7)	0.294 (3)
H21W	0.210 (12)	−0.264 (2)	0.011 (8)	0.063*	0.2937
N1	0.7976 (2)	0.54619 (14)	0.49648 (13)	0.0234 (3)
N2	0.8836 (2)	0.63748 (15)	0.56450 (14)	0.0238 (4)
C1	0.7088 (3)	0.46896 (17)	0.51964 (15)	0.0230 (4)
C2	0.7046 (3)	0.48191 (17)	0.61687 (16)	0.0245 (4)
C3	0.6001 (3)	0.39096 (17)	0.62907 (15)	0.0251 (4)
C4	0.5120 (3)	0.29921 (17)	0.55395 (16)	0.0255 (4)
H4	0.4449	0.2422	0.5654	0.031*
C5	0.5164 (3)	0.28493 (17)	0.45742 (16)	0.0239 (4)
C6	0.6155 (3)	0.36952 (16)	0.43949 (15)	0.0228 (4)
C7	0.4266 (3)	0.18698 (17)	0.38148 (16)	0.0261 (4)
H7	0.3597	0.1303	0.3935	0.031*
C8	0.4357 (3)	0.17326 (15)	0.28964 (15)	0.0263 (4)
C9	0.5324 (3)	0.25744 (17)	0.27092 (16)	0.0259 (4)
H9	0.5366	0.2474	0.2070	0.031*
C10	0.6205 (3)	0.35376 (17)	0.34446 (16)	0.0245 (4)
H10	0.6853	0.4103	0.3312	0.029*
C11	0.9744 (3)	0.72218 (17)	0.54322 (16)	0.0241 (4)
C12	1.0682 (3)	0.81687 (18)	0.62056 (16)	0.0251 (4)
C13	1.1579 (3)	0.90043 (18)	0.59915 (17)	0.0290 (4)
H13	1.2230	0.9657	0.6504	0.035*
C14	1.1555 (3)	0.89170 (19)	0.50557 (18)	0.0297 (5)
C15	1.0607 (3)	0.7958 (2)	0.43052 (18)	0.0318 (5)
H15	1.0585	0.7885	0.3662	0.038*
C16	0.9695 (3)	0.71105 (19)	0.44859 (16)	0.0282 (4)
H16	0.9043	0.6460	0.3971	0.034*
C17	1.2535 (3)	0.9845 (2)	0.4856 (2)	0.0394 (6)
H17A	1.2867	0.9520	0.4258	0.059*
H17B	1.3566	1.0201	0.5388	0.059*
H17C	1.1810	1.0419	0.4791	0.059*
C18	1.0742 (3)	0.8280 (2)	0.72255 (17)	0.0327 (5)
H18A	0.9602	0.8357	0.7328	0.049*
H18B	1.1563	0.8954	0.7665	0.049*
H18C	1.1099	0.7602	0.7349	0.049*
S1A	0.3414 (7)	0.0435 (3)	0.1979 (3)	0.0283 (7)	0.562 (6)
O1A	0.1967 (13)	0.0723 (9)	0.1376 (8)	0.0297 (11)	0.562 (6)
O2A	0.4819 (7)	0.0124 (6)	0.1546 (5)	0.0266 (9)	0.562 (6)
O3A	0.2915 (7)	−0.0322 (4)	0.2454 (3)	0.0328 (9)	0.562 (6)
H1N	0.883 (4)	0.644 (3)	0.620 (2)	0.046 (9)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ca1	0.0372 (3)	0.0217 (2)	0.0280 (2)	0.00103 (17)	0.00531 (18)	0.00873 (17)
S1	0.0503 (15)	0.0078 (7)	0.0341 (7)	0.0046 (8)	0.0256 (7)	0.0070 (6)
S2	0.0409 (3)	0.0216 (3)	0.0307 (3)	0.0048 (2)	0.0157 (2)	0.0138 (2)
O1	0.0412 (11)	0.017 (3)	0.029 (3)	−0.0068 (16)	0.0145 (16)	0.0052 (13)
O2	0.029 (3)	0.021 (2)	0.025 (2)	0.002 (2)	0.008 (2)	0.0021 (16)
O3	0.057 (3)	0.0152 (12)	0.0256 (19)	−0.0053 (18)	0.014 (2)	0.0077 (10)
O4	0.0475 (10)	0.0301 (8)	0.0389 (9)	−0.0009 (7)	0.0192 (8)	0.0176 (7)
O5	0.0487 (10)	0.0270 (8)	0.0341 (9)	0.0039 (7)	0.0125 (7)	0.0160 (7)
O6	0.0534 (11)	0.0292 (8)	0.0346 (9)	0.0123 (7)	0.0210 (8)	0.0149 (7)
O7	0.0361 (8)	0.0203 (7)	0.0300 (8)	−0.0004 (6)	0.0096 (6)	0.0106 (6)
O1W	0.0942 (18)	0.0434 (12)	0.0307 (10)	−0.0235 (11)	0.0119 (11)	0.0048 (9)
O2W	0.049 (2)	0.056 (2)	0.0350 (11)	−0.0080 (14)	0.0153 (14)	−0.0076 (15)
O2AW	0.049 (2)	0.056 (2)	0.0350 (11)	−0.0080 (14)	0.0153 (14)	−0.0076 (15)
O3W	0.115 (3)	0.0410 (16)	0.0429 (15)	0.0369 (18)	0.0376 (17)	0.0174 (12)
O3AW	0.115 (3)	0.0410 (16)	0.0429 (15)	0.0369 (18)	0.0376 (17)	0.0174 (12)
O4W	0.0423 (10)	0.0377 (10)	0.0461 (10)	0.0052 (8)	0.0144 (8)	0.0248 (8)
O5W	0.0401 (9)	0.0192 (7)	0.0345 (8)	0.0019 (6)	0.0059 (7)	0.0109 (6)
O6W	0.0647 (13)	0.0446 (11)	0.0773 (15)	0.0268 (10)	0.0474 (12)	0.0437 (11)
O7W	0.0578 (12)	0.0227 (8)	0.0456 (10)	0.0035 (8)	0.0199 (9)	0.0138 (7)
O8W	0.0439 (12)	0.0497 (13)	0.0883 (18)	0.0031 (10)	−0.0021 (12)	0.0300 (13)
O9W	0.0383 (18)	0.0390 (18)	0.0254 (15)	0.0072 (14)	0.0127 (13)	0.0127 (14)
O10W	0.0448 (14)	0.061 (2)	0.0555 (16)	−0.0017 (14)	0.0140 (13)	0.0265 (16)
O11W	0.0448 (14)	0.061 (2)	0.0555 (16)	−0.0017 (14)	0.0140 (13)	0.0265 (16)
N1	0.0244 (8)	0.0177 (8)	0.0314 (9)	0.0031 (6)	0.0093 (7)	0.0118 (7)
N2	0.0276 (9)	0.0183 (8)	0.0279 (9)	0.0005 (7)	0.0093 (7)	0.0107 (7)
C1	0.0251 (10)	0.0185 (9)	0.0307 (10)	0.0046 (7)	0.0106 (8)	0.0128 (8)
C2	0.0282 (10)	0.0184 (9)	0.0312 (10)	0.0045 (8)	0.0101 (8)	0.0125 (8)
C3	0.0315 (11)	0.0203 (9)	0.0298 (10)	0.0055 (8)	0.0135 (9)	0.0133 (8)
C4	0.0307 (11)	0.0176 (9)	0.0349 (11)	0.0035 (8)	0.0150 (9)	0.0139 (8)
C5	0.0278 (10)	0.0177 (9)	0.0329 (11)	0.0047 (7)	0.0141 (8)	0.0133 (8)
C6	0.0250 (10)	0.0165 (9)	0.0323 (10)	0.0050 (7)	0.0117 (8)	0.0123 (8)
C7	0.0337 (11)	0.0150 (9)	0.0357 (11)	0.0032 (8)	0.0179 (9)	0.0109 (8)
C8	0.0347 (11)	0.0141 (9)	0.0349 (11)	0.0039 (8)	0.0179 (9)	0.0089 (8)
C9	0.0327 (11)	0.0189 (9)	0.0328 (11)	0.0051 (8)	0.0160 (9)	0.0124 (8)
C10	0.0280 (10)	0.0193 (9)	0.0325 (11)	0.0033 (8)	0.0122 (8)	0.0146 (8)
C11	0.0240 (10)	0.0193 (9)	0.0323 (11)	0.0013 (7)	0.0086 (8)	0.0133 (8)
C12	0.0245 (10)	0.0203 (9)	0.0321 (11)	0.0037 (8)	0.0096 (8)	0.0095 (8)
C13	0.0242 (10)	0.0209 (10)	0.0408 (12)	0.0008 (8)	0.0085 (9)	0.0101 (9)
C14	0.0234 (10)	0.0266 (11)	0.0441 (13)	0.0010 (8)	0.0096 (9)	0.0195 (10)
C15	0.0312 (11)	0.0342 (12)	0.0354 (12)	−0.0003 (9)	0.0086 (9)	0.0207 (10)
C16	0.0303 (11)	0.0257 (10)	0.0290 (10)	−0.0021 (8)	0.0056 (8)	0.0131 (8)
C17	0.0346 (12)	0.0331 (12)	0.0578 (16)	−0.0023 (10)	0.0143 (11)	0.0260 (12)
C18	0.0367 (12)	0.0279 (11)	0.0318 (11)	0.0006 (9)	0.0148 (10)	0.0050 (9)
S1A	0.0503 (15)	0.0078 (7)	0.0341 (7)	0.0046 (8)	0.0256 (7)	0.0070 (6)
O1A	0.0412 (11)	0.017 (3)	0.029 (3)	−0.0068 (16)	0.0145 (16)	0.0052 (13)
O2A	0.029 (3)	0.021 (2)	0.025 (2)	0.002 (2)	0.008 (2)	0.0021 (16)
O3A	0.057 (3)	0.0152 (12)	0.0256 (19)	−0.0053 (18)	0.014 (2)	0.0077 (10)

Geometric parameters (Å, º)

Ca1—O3W	2.344 (3)	O10W—H20W	0.880 (10)
Ca1—O2AW	2.349 (9)	O11W—H21W	0.885 (10)
Ca1—O4W	2.3753 (18)	N1—N2	1.293 (3)
Ca1—O6W	2.378 (2)	N1—C1	1.344 (3)
Ca1—O1W	2.395 (2)	N2—C11	1.408 (3)
Ca1—O5W	2.4017 (18)	N2—H1N	0.82 (3)
Ca1—O7W	2.4040 (17)	C1—C2	1.445 (3)
Ca1—O2W	2.457 (3)	C1—C6	1.447 (3)
Ca1—O3AW	2.524 (11)	C2—C3	1.453 (3)
Ca1—H3W	2.43 (5)	C3—C4	1.347 (3)
Ca1—H5W	2.44 (9)	C4—C5	1.431 (3)
S1—O1	1.458 (7)	C4—H4	0.9500
S1—O3	1.464 (7)	C5—C7	1.400 (3)
S1—O2	1.467 (7)	C5—C6	1.414 (3)
S1—C8	1.773 (4)	C6—C10	1.406 (3)
S2—O4	1.4519 (17)	C7—C8	1.373 (3)
S2—O6	1.4529 (18)	C7—H7	0.9500
S2—O5	1.4534 (19)	C8—C9	1.406 (3)
S2—C3	1.767 (2)	C8—S1A	1.754 (4)
O7—C2	1.265 (3)	C9—C10	1.369 (3)
O1W—H1W	0.872 (10)	C9—H9	0.9500
O1W—H2W	0.873 (10)	C10—H10	0.9500
O2W—H3W	0.892 (10)	C11—C16	1.393 (3)
O2W—H4W	0.891 (10)	C11—C12	1.396 (3)
O2AW—H3AW	0.884 (10)	C12—C13	1.393 (3)
O3W—H5W	0.888 (10)	C12—C18	1.502 (3)
O3W—H6W	0.883 (10)	C13—C14	1.388 (3)
O3AW—H5AW	0.880 (10)	C13—H13	0.9500
O3AW—H6AW	0.881 (10)	C14—C15	1.392 (3)
O4W—H7W	0.870 (10)	C14—C17	1.508 (3)
O4W—H8W	0.873 (10)	C15—C16	1.382 (3)
O5W—H9W	0.872 (10)	C15—H15	0.9500
O5W—H10W	0.873 (10)	C16—H16	0.9500
O6W—H11W	0.873 (10)	C17—H17A	0.9800
O6W—H12W	0.870 (10)	C17—H17B	0.9800
O7W—H13W	0.877 (10)	C17—H17C	0.9800
O7W—H14W	0.873 (10)	C18—H18A	0.9800
O8W—H15W	0.895 (10)	C18—H18B	0.9800
O8W—H16W	0.892 (10)	C18—H18C	0.9800
O9W—H17W	0.876 (10)	S1A—O3A	1.448 (5)
O9W—H18W	0.874 (10)	S1A—O2A	1.462 (6)
O10W—H19W	0.881 (10)	S1A—O1A	1.462 (6)
O3W—Ca1—O4W	72.96 (9)	H11W—O6W—H12W	102 (2)
O2AW—Ca1—O4W	86.1 (3)	Ca1—O7W—H13W	132.3 (19)
O3W—Ca1—O6W	133.98 (12)	Ca1—O7W—H14W	128.8 (19)
O2AW—Ca1—O6W	89.8 (2)	H13W—O7W—H14W	98.3 (19)
O4W—Ca1—O6W	74.82 (7)	H15W—O8W—H16W	95.4 (19)
O3W—Ca1—O1W	79.74 (10)	H17W—O9W—H18W	100 (2)
O2AW—Ca1—O1W	79.1 (2)	H19W—O10W—H20W	97 (2)
O4W—Ca1—O1W	152.70 (8)	N2—N1—C1	118.56 (18)
O6W—Ca1—O1W	127.42 (9)	N1—N2—C11	120.48 (18)
O3W—Ca1—O5W	88.22 (12)	N1—N2—H1N	118 (2)
O2AW—Ca1—O5W	144.5 (3)	C11—N2—H1N	121 (2)
O4W—Ca1—O5W	81.49 (6)	N1—C1—C2	123.55 (19)
O6W—Ca1—O5W	118.36 (8)	N1—C1—C6	115.17 (18)
O1W—Ca1—O5W	97.36 (8)	C2—C1—C6	121.28 (18)
O3W—Ca1—O7W	148.29 (11)	O7—C2—C1	121.71 (18)
O2AW—Ca1—O7W	134.2 (3)	O7—C2—C3	121.87 (19)
O4W—Ca1—O7W	130.24 (7)	C1—C2—C3	116.42 (19)
O6W—Ca1—O7W	77.42 (7)	C4—C3—C2	121.97 (19)
O1W—Ca1—O7W	74.94 (7)	C4—C3—S2	119.53 (16)
O5W—Ca1—O7W	76.57 (6)	C2—C3—S2	118.46 (16)
O3W—Ca1—O2W	73.61 (15)	C3—C4—C5	122.13 (18)
O4W—Ca1—O2W	92.87 (11)	C3—C4—H4	118.9
O6W—Ca1—O2W	76.15 (10)	C5—C4—H4	118.9
O1W—Ca1—O2W	79.74 (10)	C7—C5—C6	120.13 (19)
O5W—Ca1—O2W	161.82 (11)	C7—C5—C4	120.46 (18)
O7W—Ca1—O2W	119.25 (12)	C6—C5—C4	119.39 (19)
O2AW—Ca1—O3AW	73.6 (4)	C10—C6—C5	118.84 (19)
O4W—Ca1—O3AW	86.4 (2)	C10—C6—C1	122.36 (18)
O6W—Ca1—O3AW	155.8 (2)	C5—C6—C1	118.81 (19)
O1W—Ca1—O3AW	67.5 (3)	C8—C7—C5	119.72 (18)
O5W—Ca1—O3AW	72.5 (3)	C8—C7—H7	120.1
O7W—Ca1—O3AW	126.8 (2)	C5—C7—H7	120.1
O3W—Ca1—H3W	87.1 (7)	C7—C8—C9	120.59 (18)
O4W—Ca1—H3W	112.6 (5)	C7—C8—S1A	118.8 (2)
O6W—Ca1—H3W	76.0 (10)	C9—C8—S1A	120.3 (2)
O1W—Ca1—H3W	65.7 (9)	C7—C8—S1	121.5 (3)
O5W—Ca1—H3W	163.0 (9)	C9—C8—S1	117.8 (3)
O7W—Ca1—H3W	99.3 (4)	C10—C9—C8	120.29 (19)
O2W—Ca1—H3W	21.0 (3)	C10—C9—H9	119.9
O3W—Ca1—H5W	21.3 (7)	C8—C9—H9	119.9
O4W—Ca1—H5W	86.5 (16)	C9—C10—C6	120.42 (18)
O6W—Ca1—H5W	155.1 (8)	C9—C10—H10	119.8
O1W—Ca1—H5W	67.3 (17)	C6—C10—H10	119.8
O5W—Ca1—H5W	73.7 (12)	C16—C11—C12	121.90 (19)
O7W—Ca1—H5W	127.5 (8)	C16—C11—N2	120.85 (19)
O2W—Ca1—H5W	88.8 (11)	C12—C11—N2	117.25 (19)
H3W—Ca1—H5W	96.9 (18)	C13—C12—C11	117.0 (2)
O1—S1—O3	110.2 (6)	C13—C12—C18	121.3 (2)
O1—S1—O2	106.2 (9)	C11—C12—C18	121.68 (19)
O3—S1—O2	111.3 (6)	C14—C13—C12	122.4 (2)
O1—S1—C8	111.2 (7)	C14—C13—H13	118.8
O3—S1—C8	108.2 (5)	C12—C13—H13	118.8
O2—S1—C8	109.7 (5)	C13—C14—C15	118.78 (19)
O4—S2—O6	113.51 (11)	C13—C14—C17	120.6 (2)
O4—S2—O5	112.75 (10)	C15—C14—C17	120.6 (2)
O6—S2—O5	111.44 (11)	C16—C15—C14	120.7 (2)
O4—S2—C3	105.32 (10)	C16—C15—H15	119.6
O6—S2—C3	106.94 (10)	C14—C15—H15	119.6
O5—S2—C3	106.24 (10)	C15—C16—C11	119.2 (2)
Ca1—O1W—H1W	129 (2)	C15—C16—H16	120.4
Ca1—O1W—H2W	128 (2)	C11—C16—H16	120.4
H1W—O1W—H2W	99 (2)	C14—C17—H17A	109.5
Ca1—O2W—H3W	78 (3)	C14—C17—H17B	109.5
Ca1—O2W—H4W	116 (2)	H17A—C17—H17B	109.5
H3W—O2W—H4W	92.2 (19)	C14—C17—H17C	109.5
Ca1—O2AW—H3AW	122 (6)	H17A—C17—H17C	109.5
Ca1—O3W—H5W	85 (6)	H17B—C17—H17C	109.5
Ca1—O3W—H6W	118 (4)	C12—C18—H18A	109.5
H5W—O3W—H6W	97 (2)	C12—C18—H18B	109.5
Ca1—O3AW—H5AW	123 (7)	H18A—C18—H18B	109.5
Ca1—O3AW—H6AW	130 (8)	C12—C18—H18C	109.5
H5AW—O3AW—H6AW	98 (2)	H18A—C18—H18C	109.5
Ca1—O4W—H7W	117 (2)	H18B—C18—H18C	109.5
Ca1—O4W—H8W	126 (2)	O3A—S1A—O2A	113.7 (5)
H7W—O4W—H8W	103.7 (19)	O3A—S1A—O1A	113.8 (5)
Ca1—O5W—H9W	122.7 (18)	O2A—S1A—O1A	115.5 (6)
Ca1—O5W—H10W	117.7 (18)	O3A—S1A—C8	105.8 (3)
H9W—O5W—H10W	100.4 (18)	O2A—S1A—C8	102.2 (4)
Ca1—O6W—H11W	133 (2)	O1A—S1A—C8	103.9 (5)
Ca1—O6W—H12W	124 (2)
C1—N1—N2—C11	−178.13 (18)	O1—S1—C8—C7	117.5 (8)
N2—N1—C1—C2	−0.4 (3)	O3—S1—C8—C7	−3.7 (6)
N2—N1—C1—C6	179.75 (17)	O2—S1—C8—C7	−125.3 (6)
N1—C1—C2—O7	−0.6 (3)	O1—S1—C8—C9	−58.0 (8)
C6—C1—C2—O7	179.26 (19)	O3—S1—C8—C9	−179.1 (4)
N1—C1—C2—C3	179.19 (19)	O2—S1—C8—C9	59.3 (7)
C6—C1—C2—C3	−0.9 (3)	C7—C8—C9—C10	0.8 (3)
O7—C2—C3—C4	180.0 (2)	S1A—C8—C9—C10	−173.3 (3)
C1—C2—C3—C4	0.2 (3)	S1—C8—C9—C10	176.2 (3)
O7—C2—C3—S2	−2.4 (3)	C8—C9—C10—C6	0.1 (3)
C1—C2—C3—S2	177.80 (15)	C5—C6—C10—C9	−0.8 (3)
O4—S2—C3—C4	−1.8 (2)	C1—C6—C10—C9	178.92 (19)
O6—S2—C3—C4	−122.84 (19)	N1—N2—C11—C16	1.9 (3)
O5—S2—C3—C4	118.04 (18)	N1—N2—C11—C12	−178.23 (18)
O4—S2—C3—C2	−179.48 (17)	C16—C11—C12—C13	−0.1 (3)
O6—S2—C3—C2	59.47 (19)	N2—C11—C12—C13	179.98 (19)
O5—S2—C3—C2	−59.65 (19)	C16—C11—C12—C18	−179.5 (2)
C2—C3—C4—C5	0.4 (3)	N2—C11—C12—C18	0.6 (3)
S2—C3—C4—C5	−177.20 (16)	C11—C12—C13—C14	0.1 (3)
C3—C4—C5—C7	178.3 (2)	C18—C12—C13—C14	179.5 (2)
C3—C4—C5—C6	−0.2 (3)	C12—C13—C14—C15	−0.2 (3)
C7—C5—C6—C10	0.6 (3)	C12—C13—C14—C17	179.6 (2)
C4—C5—C6—C10	179.18 (19)	C13—C14—C15—C16	0.4 (3)
C7—C5—C6—C1	−179.11 (19)	C17—C14—C15—C16	−179.4 (2)
C4—C5—C6—C1	−0.5 (3)	C14—C15—C16—C11	−0.4 (4)
N1—C1—C6—C10	1.3 (3)	C12—C11—C16—C15	0.3 (3)
C2—C1—C6—C10	−178.57 (19)	N2—C11—C16—C15	−179.8 (2)
N1—C1—C6—C5	−178.99 (18)	C7—C8—S1A—O3A	−8.4 (4)
C2—C1—C6—C5	1.1 (3)	C9—C8—S1A—O3A	165.7 (3)
C6—C5—C7—C8	0.2 (3)	C7—C8—S1A—O2A	−127.7 (4)
C4—C5—C7—C8	−178.3 (2)	C9—C8—S1A—O2A	46.4 (5)
C5—C7—C8—C9	−0.9 (3)	C7—C8—S1A—O1A	111.7 (5)
C5—C7—C8—S1A	173.2 (3)	C9—C8—S1A—O1A	−74.1 (5)
C5—C7—C8—S1	−176.2 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O6^i	0.87 (1)	2.23 (2)	2.963 (3)	141 (3)
O1W—H1W···O7^i	0.87 (1)	2.49 (3)	3.181 (3)	137 (3)
O1W—H2W···O1	0.87 (1)	1.86 (2)	2.668 (11)	152 (4)
O1W—H2W···O1A	0.87 (1)	2.19 (2)	3.006 (8)	156 (4)
O2W—H4W···O6^i	0.89 (1)	2.03 (2)	2.862 (4)	155 (3)
O2AW—H3AW···O2AW^ii	0.88 (1)	1.87 (9)	2.54 (2)	131 (10)
O3W—H6W···O5^i	0.88 (1)	2.16 (4)	2.885 (4)	139 (5)
O3W—H6W···O6^i	0.88 (1)	2.62 (4)	3.380 (4)	144 (5)
O3AW—H5AW···O3AW^iii	0.88 (1)	1.38 (8)	2.11 (3)	137 (11)
O3AW—H5AW···O11W^iv	0.88 (1)	2.65 (9)	3.269 (13)	128 (9)
O3AW—H6AW···O5^i	0.88 (1)	1.82 (2)	2.700 (11)	173 (14)
O4W—H7W···O4^v	0.87 (1)	2.03 (1)	2.872 (3)	162 (3)
O4W—H7W···O6^v	0.87 (1)	2.65 (2)	3.325 (2)	135 (2)
O4W—H8W···O8W	0.87 (1)	1.83 (1)	2.697 (3)	172 (3)
O5W—H9W···O3^vi	0.87 (1)	1.86 (1)	2.693 (6)	161 (2)
O5W—H9W···O3A^vi	0.87 (1)	1.91 (1)	2.769 (5)	171 (3)
O5W—H10W···O5^vii	0.87 (1)	1.89 (1)	2.757 (2)	170 (3)
O6W—H11W···O2^viii	0.87 (1)	1.95 (2)	2.812 (10)	172 (4)
O6W—H11W···O2A^viii	0.87 (1)	1.84 (1)	2.711 (8)	174 (3)
O6W—H12W···O4^v	0.87 (1)	1.94 (1)	2.771 (2)	160 (3)
O7W—H13W···O1^vi	0.88 (1)	2.22 (2)	3.071 (13)	163 (3)
O7W—H13W···O3^vi	0.88 (1)	2.43 (2)	3.108 (7)	134 (2)
O7W—H13W···O1A^vi	0.88 (1)	2.07 (2)	2.937 (10)	171 (3)
O7W—H14W···O1	0.87 (1)	2.38 (3)	2.873 (13)	116 (3)
O7W—H14W···O9W	0.87 (1)	1.88 (2)	2.664 (4)	148 (3)
O7W—H14W···O1A	0.87 (1)	2.63 (3)	3.177 (9)	121 (3)
O8W—H15W···O10W^iv	0.90 (1)	2.34 (4)	2.846 (4)	116 (3)
O8W—H15W···O11W^iv	0.90 (1)	1.90 (3)	2.569 (9)	130 (3)
O8W—H16W···O7^vii	0.89 (1)	1.98 (2)	2.822 (3)	157 (4)
O9W—H17W···O2	0.88 (1)	1.66 (2)	2.474 (10)	154 (5)
O9W—H18W···O2^viii	0.87 (1)	1.93 (3)	2.733 (10)	151 (5)
O10W—H19W···O9W	0.88 (1)	1.84 (1)	2.706 (5)	169 (4)
O10W—H20W···O2W^viii	0.88 (1)	1.93 (2)	2.740 (6)	153 (3)
O11W—H21W···O5W^vi	0.89 (1)	2.18 (6)	2.808 (8)	127 (6)
N2—H1N···O7	0.82 (3)	1.86 (3)	2.542 (2)	140 (3)

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y+1, −z; (iii) −x, −y+1, −z; (iv) x, y+1, z; (v) x, y, z−1; (vi) −x, −y, −z; (vii) x−1, y, z−1; (viii) −x+1, −y, −z.

catena-{Poly[aqua(µ-dimethylformamide)tris(dimethylformamide)bis{µ₃-4-[2-(3,4-dimethylphenyl)hydrazin-1-ylidene]-3-oxo-3,4-dihydronaphthalene-2,7-disulfonato}distrontium(II)] (III)

Crystal data

[Sr(C18H14N2O7S2)(C3H7NO)2(H2O)0.5]	F(000) = 2776
Mr = 677.25	Dx = 1.595 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 13.0262 (4) Å	Cell parameters from 15812 reflections
b = 29.3121 (10) Å	θ = 2.2–27.4°
c = 14.9087 (6) Å	µ = 2.12 mm^−1
β = 97.650 (3)°	T = 100 K
V = 5641.9 (3) Å^3	Needle, red
Z = 8	0.28 × 0.02 × 0.01 mm

Data collection

Rigaku HG Saturn724 diffractometer	7917 reflections with I > 2σ(I)
Radiation source: rotating anode	Rint = 0.094
ω scans	θmax = 27.5°, θmin = 2.3°
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015)	h = −16→16
Tmin = 0.671, Tmax = 1.000	k = −38→37
60839 measured reflections	l = −19→19
12896 independent reflections

Refinement

Refinement on F^2	88 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.064	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.153	w = 1/[σ^2(Fo^2) + (0.0609P)^2 + 11.1037P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.001
12896 reflections	Δρmax = 1.15 e Å^−3
790 parameters	Δρmin = −0.61 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Sr1	0.23677 (4)	0.42450 (2)	0.83016 (3)	0.02306 (13)
Sr2	0.44725 (4)	0.42959 (2)	0.66133 (3)	0.02010 (13)
S1	0.22774 (10)	0.38707 (4)	0.57045 (9)	0.0230 (3)
S2	0.04984 (10)	0.12983 (4)	0.47909 (10)	0.0267 (3)
S3	0.46259 (9)	0.37878 (4)	0.91087 (8)	0.0198 (3)
S4	0.62784 (9)	0.11977 (4)	0.99788 (8)	0.0205 (3)
O1	0.3056 (3)	0.40877 (11)	0.5223 (2)	0.0271 (8)
O2	0.2433 (2)	0.40256 (11)	0.6653 (2)	0.0236 (8)
O3	0.1225 (3)	0.39159 (12)	0.5272 (3)	0.0307 (9)
O4	−0.0410 (3)	0.15465 (12)	0.4409 (3)	0.0329 (9)
O5	0.0982 (3)	0.10532 (12)	0.4092 (3)	0.0341 (10)
O6	0.0344 (3)	0.10065 (13)	0.5544 (3)	0.0383 (10)
O7	0.4281 (2)	0.34283 (11)	0.6490 (2)	0.0211 (8)
O8	0.4509 (3)	0.39588 (11)	0.8180 (2)	0.0269 (8)
O9	0.3842 (2)	0.39984 (11)	0.9589 (2)	0.0242 (8)
O10	0.5665 (3)	0.38141 (12)	0.9572 (2)	0.0278 (8)
O11	0.7199 (3)	0.14406 (11)	1.0358 (2)	0.0274 (8)
O12	0.5791 (3)	0.09416 (11)	1.0653 (2)	0.0261 (8)
O13	0.6421 (3)	0.09003 (12)	0.9217 (2)	0.0268 (8)
O14	0.2616 (2)	0.33648 (11)	0.8262 (2)	0.0220 (8)
O15	0.2327 (3)	0.48873 (13)	0.9427 (3)	0.0435 (11)
O17	0.3473 (3)	0.48405 (11)	0.7554 (2)	0.0235 (8)
O18	0.598 (3)	0.4774 (10)	0.720 (3)	0.074 (4)	0.623 (6)
O1W	0.3979 (7)	0.4975 (4)	0.5506 (9)	0.038 (2)	0.5
H1W	0.4072 (10)	0.5263 (7)	0.567 (3)	0.046*
H2W	0.3300	0.4980	0.5399	0.046*	0.5
O2W	0.4508 (7)	0.5024 (4)	0.5695 (9)	0.038 (2)	0.5
H3W	0.424 (2)	0.4907 (18)	0.517 (2)	0.046*	0.5
N1	0.4657 (3)	0.24763 (14)	0.6712 (3)	0.0192 (9)
N2	0.5416 (3)	0.27399 (15)	0.7052 (3)	0.0200 (9)
N3	0.2176 (3)	0.24155 (14)	0.8045 (3)	0.0202 (9)
N4	0.1441 (3)	0.26896 (16)	0.7720 (3)	0.0217 (10)
N5	0.1679 (4)	0.52549 (18)	1.0575 (4)	0.0472 (14)
N6	0.0958 (5)	0.5378 (2)	0.6591 (5)	0.0603 (17)	0.873 (5)
N7	0.4197 (3)	0.54765 (14)	0.8233 (3)	0.0255 (10)
C1	0.3772 (3)	0.26564 (15)	0.6294 (3)	0.0163 (10)
C2	0.3582 (4)	0.31405 (16)	0.6195 (3)	0.0191 (11)
C3	0.2562 (4)	0.32786 (16)	0.5761 (3)	0.0197 (11)
C4	0.1843 (4)	0.29672 (16)	0.5429 (3)	0.0213 (11)
H4	0.1191	0.3073	0.5143	0.026*
C5	0.2026 (4)	0.24823 (16)	0.5491 (3)	0.0203 (11)
C6	0.2990 (4)	0.23261 (16)	0.5941 (3)	0.0189 (11)
C7	0.3146 (4)	0.18531 (17)	0.6026 (4)	0.0239 (12)
H7	0.3786	0.1742	0.6325	0.029*
C8	0.2388 (4)	0.15466 (18)	0.5682 (4)	0.0282 (13)
H8	0.2507	0.1228	0.5748	0.034*
C9	0.1441 (4)	0.17091 (17)	0.5236 (4)	0.0241 (12)
C10	0.1260 (4)	0.21650 (16)	0.5139 (3)	0.0211 (11)
H10	0.0617	0.2270	0.4834	0.025*
C11	0.6315 (3)	0.25520 (16)	0.7536 (3)	0.0179 (10)
C12	0.7114 (4)	0.28474 (17)	0.7896 (3)	0.0230 (11)
C13	0.7984 (4)	0.26448 (17)	0.8408 (3)	0.0232 (12)
H13	0.8531	0.2836	0.8671	0.028*
C14	0.8073 (4)	0.21782 (18)	0.8542 (3)	0.0229 (11)
C15	0.7268 (4)	0.18961 (17)	0.8164 (3)	0.0231 (11)
H15	0.7320	0.1575	0.8250	0.028*
C16	0.6391 (4)	0.20799 (17)	0.7664 (3)	0.0204 (11)
H16	0.5845	0.1886	0.7410	0.025*
C17	0.7053 (4)	0.33527 (17)	0.7757 (4)	0.0278 (12)
H17A	0.6975	0.3420	0.7107	0.042*
H17B	0.7689	0.3495	0.8055	0.042*
H17C	0.6457	0.3474	0.8017	0.042*
C18	0.9017 (4)	0.1975 (2)	0.9099 (4)	0.0329 (13)
H18A	0.9548	0.1913	0.8707	0.049*
H18B	0.8825	0.1690	0.9377	0.049*
H18C	0.9291	0.2191	0.9573	0.049*
C19	0.3081 (4)	0.25851 (17)	0.8462 (3)	0.0201 (11)
C20	0.3294 (4)	0.30691 (17)	0.8561 (3)	0.0208 (11)
C21	0.4307 (4)	0.31966 (16)	0.9011 (3)	0.0171 (10)
C22	0.5010 (4)	0.28813 (15)	0.9356 (3)	0.0167 (10)
H22	0.5658	0.2982	0.9658	0.020*
C23	0.4808 (4)	0.23963 (16)	0.9279 (3)	0.0174 (10)
C24	0.3852 (4)	0.22481 (16)	0.8814 (3)	0.0179 (10)
C25	0.3674 (4)	0.17760 (16)	0.8703 (3)	0.0219 (11)
H25	0.3036	0.1671	0.8387	0.026*
C26	0.4421 (4)	0.14653 (17)	0.9051 (3)	0.0236 (11)
H26	0.4301	0.1148	0.8961	0.028*
C27	0.5354 (4)	0.16156 (17)	0.9534 (3)	0.0202 (11)
C28	0.5549 (4)	0.20725 (16)	0.9643 (3)	0.0177 (10)
H28	0.6188	0.2172	0.9965	0.021*
C29	0.0506 (3)	0.25177 (18)	0.7242 (3)	0.0216 (11)
C30	−0.0242 (4)	0.28351 (18)	0.6875 (3)	0.0240 (12)
C31	−0.1138 (4)	0.26556 (19)	0.6376 (3)	0.0266 (12)
H31	−0.1654	0.2861	0.6109	0.032*
C32	−0.1304 (4)	0.21886 (19)	0.6255 (3)	0.0251 (12)
C33	−0.0547 (4)	0.18888 (19)	0.6644 (4)	0.0276 (12)
H33	−0.0652	0.1569	0.6572	0.033*
C34	0.0367 (4)	0.20494 (17)	0.7140 (3)	0.0234 (11)
H34	0.0884	0.1843	0.7402	0.028*
C35	−0.0117 (4)	0.33430 (19)	0.7008 (4)	0.0355 (14)
H35A	−0.0075	0.3415	0.7654	0.053*
H35B	−0.0713	0.3500	0.6675	0.053*
H35C	0.0519	0.3444	0.6783	0.053*
C36	−0.2271 (4)	0.2012 (2)	0.5700 (4)	0.0328 (13)
H36A	−0.2217	0.1681	0.5627	0.049*
H36B	−0.2356	0.2158	0.5104	0.049*
H36C	−0.2872	0.2082	0.6008	0.049*
C37	0.1744 (5)	0.4905 (2)	1.0013 (5)	0.0479 (17)
H37	0.1308	0.4650	1.0070	0.057*
C38	0.0962 (5)	0.5243 (3)	1.1255 (5)	0.058 (2)
H38A	0.0609	0.4947	1.1229	0.087*
H38B	0.0449	0.5487	1.1131	0.087*
H38C	0.1350	0.5287	1.1858	0.087*
C39	0.2317 (6)	0.5656 (3)	1.0535 (6)	0.075 (3)
H39A	0.2982	0.5610	1.0915	0.113*
H39B	0.1964	0.5921	1.0755	0.113*
H39C	0.2435	0.5709	0.9908	0.113*
C40	0.0975 (5)	0.4935 (3)	0.6722 (6)	0.0532 (18)	0.873 (5)
H40	0.0970	0.4744	0.6207	0.064*	0.873 (5)
C41	0.0986 (8)	0.5702 (3)	0.7337 (8)	0.089 (3)	0.873 (5)
H41A	0.0304	0.5844	0.7326	0.133*	0.873 (5)
H41B	0.1504	0.5938	0.7273	0.133*	0.873 (5)
H41C	0.1169	0.5541	0.7913	0.133*	0.873 (5)
C42	0.0957 (7)	0.5571 (3)	0.5668 (6)	0.086 (3)	0.873 (5)
H42A	0.1029	0.5323	0.5239	0.129*	0.873 (5)
H42B	0.1537	0.5784	0.5670	0.129*	0.873 (5)
H42C	0.0303	0.5732	0.5487	0.129*	0.873 (5)
C43	0.3615 (4)	0.52636 (18)	0.7577 (3)	0.0240 (12)
H43	0.3282	0.5441	0.7090	0.029*
C44	0.4714 (5)	0.5230 (2)	0.9004 (4)	0.0389 (15)
H44A	0.4209	0.5145	0.9406	0.058*
H44B	0.5250	0.5425	0.9333	0.058*
H44C	0.5035	0.4954	0.8796	0.058*
C45	0.4339 (5)	0.59715 (18)	0.8207 (4)	0.0432 (16)
H45A	0.3989	0.6092	0.7633	0.065*
H45B	0.5080	0.6042	0.8259	0.065*
H45C	0.4044	0.6112	0.8711	0.065*
N8	0.7314 (5)	0.5270 (2)	0.6979 (5)	0.0719 (18)	0.623 (6)
C46	0.6754 (10)	0.4885 (5)	0.6835 (9)	0.088 (4)	0.623 (6)
H46	0.6973	0.4674	0.6415	0.105*	0.623 (6)
C47	0.8219 (9)	0.5369 (5)	0.6518 (9)	0.080 (3)	0.623 (6)
H47A	0.8668	0.5590	0.6877	0.120*	0.623 (6)
H47B	0.7987	0.5498	0.5919	0.120*	0.623 (6)
H47C	0.8605	0.5087	0.6453	0.120*	0.623 (6)
C48	0.7152 (10)	0.5578 (4)	0.7709 (9)	0.068 (3)	0.623 (6)
H48A	0.6658	0.5442	0.8072	0.102*	0.623 (6)
H48B	0.6876	0.5868	0.7454	0.102*	0.623 (6)
H48C	0.7812	0.5632	0.8092	0.102*	0.623 (6)
O16	0.0996 (4)	0.47459 (19)	0.7481 (4)	0.0438 (14)	0.873 (5)
O18A	0.596 (5)	0.4833 (16)	0.733 (6)	0.074 (4)	0.377 (6)
N8A	0.7314 (5)	0.5270 (2)	0.6979 (5)	0.0719 (18)	0.377 (6)
C48A	0.7891 (15)	0.5698 (5)	0.7115 (15)	0.068 (3)	0.377 (6)
H48D	0.8630	0.5632	0.7275	0.102*	0.377 (6)
H48E	0.7642	0.5872	0.7606	0.102*	0.377 (6)
H48F	0.7786	0.5878	0.6557	0.102*	0.377 (6)
C47A	0.7571 (15)	0.4988 (6)	0.6220 (12)	0.080 (3)	0.377 (6)
H47D	0.6944	0.4935	0.5792	0.120*	0.377 (6)
H47E	0.7855	0.4695	0.6452	0.120*	0.377 (6)
H47F	0.8086	0.5147	0.5911	0.120*	0.377 (6)
C46A	0.6423 (17)	0.5209 (9)	0.7355 (15)	0.088 (4)	0.377 (6)
H46A	0.6144	0.5460	0.7645	0.105*	0.377 (6)
O16A	0.061 (3)	0.4716 (11)	0.738 (3)	0.0438 (14)	0.127 (5)
N6A	0.088 (3)	0.5426 (10)	0.797 (3)	0.0603 (17)	0.127 (5)
C41A	0.146 (4)	0.5720 (14)	0.866 (4)	0.089 (3)	0.127 (5)
H41D	0.2173	0.5606	0.8808	0.133*	0.127 (5)
H41E	0.1089	0.5684	0.9179	0.133*	0.127 (5)
H41F	0.1483	0.6043	0.8491	0.133*	0.127 (5)
C42A	−0.001 (4)	0.5620 (12)	0.740 (4)	0.086 (3)	0.127 (5)
H42D	−0.0034	0.5541	0.6757	0.129*	0.127 (5)
H42E	−0.0079	0.5951	0.7460	0.129*	0.127 (5)
H42F	−0.0586	0.5468	0.7643	0.129*	0.127 (5)
C40A	0.109 (3)	0.4984 (10)	0.794 (3)	0.0532 (18)	0.127 (5)
H40A	0.1628	0.4864	0.8366	0.064*	0.127 (5)
H1N	0.534 (4)	0.304 (2)	0.702 (4)	0.033 (17)*
H2N	0.152 (4)	0.297 (2)	0.774 (4)	0.034 (18)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sr1	0.0286 (3)	0.0159 (3)	0.0268 (3)	0.0010 (2)	0.0117 (2)	−0.0003 (2)
Sr2	0.0263 (2)	0.0138 (2)	0.0219 (3)	0.00015 (19)	0.00937 (19)	−0.0002 (2)
S1	0.0266 (7)	0.0165 (7)	0.0257 (7)	0.0043 (5)	0.0025 (6)	−0.0002 (5)
S2	0.0219 (6)	0.0213 (7)	0.0394 (8)	−0.0030 (5)	0.0126 (6)	−0.0050 (6)
S3	0.0235 (6)	0.0149 (6)	0.0219 (7)	−0.0027 (5)	0.0061 (5)	−0.0015 (5)
S4	0.0232 (6)	0.0167 (6)	0.0229 (7)	0.0010 (5)	0.0080 (5)	0.0017 (5)
O1	0.033 (2)	0.0200 (19)	0.030 (2)	0.0047 (16)	0.0092 (16)	0.0040 (16)
O2	0.0263 (19)	0.0182 (19)	0.026 (2)	0.0026 (15)	0.0033 (16)	−0.0019 (15)
O3	0.032 (2)	0.023 (2)	0.035 (2)	0.0066 (16)	−0.0026 (17)	−0.0012 (17)
O4	0.026 (2)	0.031 (2)	0.043 (2)	−0.0019 (16)	0.0067 (17)	−0.0058 (18)
O5	0.029 (2)	0.029 (2)	0.047 (3)	−0.0051 (16)	0.0169 (18)	−0.0114 (18)
O6	0.038 (2)	0.030 (2)	0.049 (3)	−0.0065 (18)	0.012 (2)	0.0046 (19)
O7	0.0207 (18)	0.0189 (19)	0.024 (2)	0.0008 (14)	0.0044 (15)	−0.0007 (15)
O8	0.039 (2)	0.021 (2)	0.021 (2)	−0.0019 (16)	0.0064 (16)	0.0043 (15)
O9	0.0252 (18)	0.0214 (19)	0.027 (2)	−0.0020 (15)	0.0088 (15)	−0.0065 (15)
O10	0.0249 (19)	0.024 (2)	0.034 (2)	−0.0054 (15)	0.0031 (16)	−0.0041 (16)
O11	0.0228 (19)	0.023 (2)	0.035 (2)	−0.0021 (15)	−0.0011 (16)	−0.0001 (17)
O12	0.030 (2)	0.0213 (19)	0.029 (2)	0.0042 (15)	0.0123 (16)	0.0075 (16)
O13	0.033 (2)	0.023 (2)	0.026 (2)	0.0009 (16)	0.0094 (16)	−0.0029 (16)
O14	0.0206 (18)	0.0167 (18)	0.028 (2)	0.0000 (14)	0.0026 (15)	−0.0013 (15)
O15	0.047 (3)	0.034 (2)	0.054 (3)	−0.0031 (19)	0.025 (2)	−0.015 (2)
O17	0.0308 (19)	0.0158 (19)	0.025 (2)	−0.0002 (15)	0.0074 (16)	−0.0027 (15)
O18	0.061 (3)	0.103 (7)	0.064 (13)	−0.050 (6)	0.034 (5)	−0.056 (6)
O1W	0.051 (6)	0.030 (4)	0.038 (5)	0.015 (6)	0.024 (6)	0.010 (3)
O2W	0.051 (6)	0.030 (4)	0.038 (5)	0.015 (6)	0.024 (6)	0.010 (3)
N1	0.020 (2)	0.020 (2)	0.019 (2)	0.0014 (17)	0.0065 (18)	−0.0010 (18)
N2	0.023 (2)	0.017 (2)	0.021 (2)	0.0033 (19)	0.0061 (18)	0.0002 (19)
N3	0.019 (2)	0.025 (2)	0.018 (2)	0.0007 (18)	0.0075 (17)	0.0005 (18)
N4	0.022 (2)	0.019 (3)	0.025 (3)	−0.0013 (19)	0.0073 (18)	0.000 (2)
N5	0.044 (3)	0.047 (3)	0.054 (4)	−0.001 (3)	0.018 (3)	−0.013 (3)
N6	0.033 (3)	0.039 (3)	0.109 (5)	0.006 (3)	0.010 (3)	0.013 (3)
N7	0.037 (3)	0.013 (2)	0.026 (3)	0.0004 (19)	0.003 (2)	−0.0012 (19)
C1	0.019 (2)	0.016 (3)	0.015 (2)	0.0006 (19)	0.007 (2)	0.001 (2)
C2	0.023 (3)	0.019 (3)	0.017 (3)	0.004 (2)	0.010 (2)	0.001 (2)
C3	0.027 (3)	0.016 (3)	0.017 (3)	0.004 (2)	0.006 (2)	−0.002 (2)
C4	0.025 (3)	0.018 (3)	0.021 (3)	0.005 (2)	0.003 (2)	−0.002 (2)
C5	0.025 (3)	0.020 (3)	0.018 (3)	0.001 (2)	0.009 (2)	0.000 (2)
C6	0.022 (3)	0.017 (3)	0.020 (3)	0.003 (2)	0.011 (2)	−0.001 (2)
C7	0.021 (3)	0.024 (3)	0.028 (3)	0.002 (2)	0.006 (2)	−0.001 (2)
C8	0.032 (3)	0.025 (3)	0.031 (3)	0.002 (2)	0.015 (2)	0.000 (2)
C9	0.027 (3)	0.021 (3)	0.027 (3)	−0.003 (2)	0.012 (2)	−0.002 (2)
C10	0.021 (2)	0.020 (3)	0.023 (3)	0.001 (2)	0.006 (2)	0.000 (2)
C11	0.019 (2)	0.020 (3)	0.016 (3)	0.0018 (19)	0.004 (2)	−0.001 (2)
C12	0.022 (3)	0.028 (3)	0.021 (3)	−0.001 (2)	0.010 (2)	−0.002 (2)
C13	0.021 (3)	0.028 (3)	0.022 (3)	−0.006 (2)	0.010 (2)	−0.005 (2)
C14	0.018 (2)	0.030 (3)	0.022 (3)	0.000 (2)	0.008 (2)	0.000 (2)
C15	0.026 (3)	0.017 (3)	0.027 (3)	0.004 (2)	0.010 (2)	0.001 (2)
C16	0.021 (3)	0.019 (3)	0.021 (3)	0.000 (2)	0.002 (2)	0.000 (2)
C17	0.031 (3)	0.023 (3)	0.032 (3)	−0.006 (2)	0.012 (2)	−0.004 (2)
C18	0.025 (3)	0.045 (4)	0.028 (3)	0.005 (3)	0.000 (2)	0.004 (3)
C19	0.020 (3)	0.023 (3)	0.018 (3)	−0.003 (2)	0.007 (2)	−0.003 (2)
C20	0.024 (3)	0.025 (3)	0.015 (3)	0.003 (2)	0.009 (2)	0.001 (2)
C21	0.021 (2)	0.017 (3)	0.015 (2)	−0.0056 (19)	0.006 (2)	−0.003 (2)
C22	0.018 (2)	0.015 (3)	0.018 (3)	−0.0020 (19)	0.0055 (19)	−0.002 (2)
C23	0.021 (2)	0.019 (3)	0.014 (2)	−0.001 (2)	0.008 (2)	0.001 (2)
C24	0.021 (2)	0.019 (3)	0.015 (2)	−0.003 (2)	0.007 (2)	−0.001 (2)
C25	0.023 (3)	0.021 (3)	0.021 (3)	−0.005 (2)	0.003 (2)	−0.001 (2)
C26	0.027 (3)	0.016 (3)	0.026 (3)	−0.002 (2)	0.001 (2)	−0.001 (2)
C27	0.021 (2)	0.023 (3)	0.018 (3)	−0.002 (2)	0.007 (2)	0.004 (2)
C28	0.017 (2)	0.020 (3)	0.017 (3)	−0.0012 (19)	0.0040 (19)	0.001 (2)
C29	0.014 (2)	0.033 (3)	0.018 (3)	−0.004 (2)	0.003 (2)	0.000 (2)
C30	0.024 (3)	0.032 (3)	0.017 (3)	0.001 (2)	0.006 (2)	0.002 (2)
C31	0.019 (3)	0.037 (3)	0.024 (3)	0.007 (2)	0.005 (2)	0.003 (2)
C32	0.018 (3)	0.042 (3)	0.016 (3)	−0.002 (2)	0.006 (2)	−0.003 (2)
C33	0.027 (3)	0.033 (3)	0.023 (3)	−0.002 (2)	0.007 (2)	−0.001 (2)
C34	0.022 (3)	0.028 (3)	0.021 (3)	0.003 (2)	0.003 (2)	0.006 (2)
C35	0.026 (3)	0.041 (4)	0.040 (4)	0.000 (3)	0.007 (3)	−0.002 (3)
C36	0.024 (3)	0.042 (4)	0.032 (3)	−0.004 (2)	0.001 (2)	−0.003 (3)
C37	0.051 (4)	0.037 (4)	0.058 (5)	0.006 (3)	0.013 (4)	−0.012 (3)
C38	0.057 (4)	0.065 (5)	0.056 (5)	0.019 (4)	0.022 (4)	0.000 (4)
C39	0.064 (5)	0.054 (5)	0.116 (8)	−0.023 (4)	0.042 (5)	−0.029 (5)
C40	0.033 (3)	0.042 (4)	0.082 (5)	0.011 (3)	0.002 (4)	0.006 (4)
C41	0.061 (5)	0.058 (5)	0.153 (7)	−0.002 (4)	0.035 (5)	−0.021 (5)
C42	0.045 (5)	0.080 (6)	0.129 (6)	0.002 (4)	−0.006 (5)	0.039 (5)
C43	0.025 (3)	0.026 (3)	0.021 (3)	0.002 (2)	0.005 (2)	−0.003 (2)
C44	0.050 (4)	0.031 (3)	0.033 (3)	0.001 (3)	−0.007 (3)	0.001 (3)
C45	0.070 (4)	0.020 (3)	0.038 (4)	−0.007 (3)	−0.001 (3)	0.002 (3)
N8	0.054 (4)	0.096 (5)	0.066 (4)	−0.026 (3)	0.009 (3)	0.002 (4)
C46	0.068 (7)	0.125 (8)	0.075 (8)	−0.054 (6)	0.028 (5)	−0.046 (6)
C47	0.051 (6)	0.119 (10)	0.070 (7)	−0.032 (6)	0.004 (5)	0.013 (7)
C48	0.066 (7)	0.046 (6)	0.089 (8)	−0.004 (5)	0.001 (5)	0.001 (5)
O16	0.027 (3)	0.050 (3)	0.056 (3)	0.015 (3)	0.010 (3)	0.005 (2)
O18A	0.061 (3)	0.103 (7)	0.064 (13)	−0.050 (6)	0.034 (5)	−0.056 (6)
N8A	0.054 (4)	0.096 (5)	0.066 (4)	−0.026 (3)	0.009 (3)	0.002 (4)
C48A	0.066 (7)	0.046 (6)	0.089 (8)	−0.004 (5)	0.001 (5)	0.001 (5)
C47A	0.051 (6)	0.119 (10)	0.070 (7)	−0.032 (6)	0.004 (5)	0.013 (7)
C46A	0.068 (7)	0.125 (8)	0.075 (8)	−0.054 (6)	0.028 (5)	−0.046 (6)
O16A	0.027 (3)	0.050 (3)	0.056 (3)	0.015 (3)	0.010 (3)	0.005 (2)
N6A	0.033 (3)	0.039 (3)	0.109 (5)	0.006 (3)	0.010 (3)	0.013 (3)
C41A	0.061 (5)	0.058 (5)	0.153 (7)	−0.002 (4)	0.035 (5)	−0.021 (5)
C42A	0.045 (5)	0.080 (6)	0.129 (6)	0.002 (4)	−0.006 (5)	0.039 (5)
C40A	0.033 (3)	0.042 (4)	0.082 (5)	0.011 (3)	0.002 (4)	0.006 (4)

Geometric parameters (Å, º)

Sr1—O5^i	2.445 (3)	C16—H16	0.9500
Sr1—O16	2.503 (5)	C17—H17A	0.9800
Sr1—O15	2.527 (4)	C17—H17B	0.9800
Sr1—O2	2.553 (3)	C17—H17C	0.9800
Sr1—O14	2.602 (3)	C18—H18A	0.9800
Sr1—O17	2.605 (3)	C18—H18B	0.9800
Sr1—O9	2.629 (4)	C18—H18C	0.9800
Sr1—C40A	2.74 (3)	C19—C20	1.449 (7)
Sr1—O16A	2.86 (4)	C19—C24	1.456 (7)
Sr1—O8	2.941 (4)	C20—C21	1.447 (7)
Sr1—S3	3.3097 (14)	C21—C22	1.354 (7)
Sr1—C37	3.386 (6)	C22—C23	1.447 (6)
Sr2—O18	2.47 (3)	C22—H22	0.9500
Sr2—O12^ii	2.478 (3)	C23—C28	1.409 (7)
Sr2—O8	2.531 (3)	C23—C24	1.411 (7)
Sr2—O2W	2.540 (13)	C24—C25	1.409 (7)
Sr2—O7	2.559 (3)	C25—C26	1.383 (7)
Sr2—O17	2.588 (3)	C25—H25	0.9500
Sr2—O1W	2.611 (13)	C26—C27	1.398 (7)
Sr2—O18A	2.61 (5)	C26—H26	0.9500
Sr2—O1	2.656 (4)	C27—C28	1.369 (7)
Sr2—O2	2.780 (3)	C28—H28	0.9500
Sr2—S1	3.2455 (14)	C29—C34	1.390 (7)
Sr2—H3W	2.79 (6)	C29—C30	1.404 (7)
S1—O3	1.442 (4)	C30—C31	1.400 (7)
S1—O1	1.464 (3)	C30—C35	1.508 (8)
S1—O2	1.473 (4)	C31—C32	1.394 (7)
S1—C3	1.775 (5)	C31—H31	0.9500
S2—O4	1.440 (4)	C32—C33	1.389 (7)
S2—O6	1.447 (4)	C32—C36	1.504 (7)
S2—O5	1.474 (4)	C33—C34	1.396 (7)
S2—C9	1.784 (5)	C33—H33	0.9500
S3—O10	1.437 (4)	C34—H34	0.9500
S3—O9	1.460 (3)	C35—H35A	0.9800
S3—O8	1.461 (4)	C35—H35B	0.9800
S3—C21	1.784 (5)	C35—H35C	0.9800
S4—O11	1.444 (4)	C36—H36A	0.9800
S4—O13	1.463 (3)	C36—H36B	0.9800
S4—O12	1.466 (3)	C36—H36C	0.9800
S4—C27	1.783 (5)	C37—H37	0.9500
O5—Sr1^ii	2.445 (3)	C38—H38A	0.9800
O7—C2	1.276 (6)	C38—H38B	0.9800
O12—Sr2^i	2.478 (3)	C38—H38C	0.9800
O14—C20	1.274 (6)	C39—H39A	0.9800
O15—C37	1.233 (7)	C39—H39B	0.9800
O17—C43	1.254 (6)	C39—H39C	0.9800
O18—C46	1.251 (10)	C40—O16	1.256 (7)
O1W—H1W	0.884 (10)	C40—H40	0.9500
O1W—H2W	0.8786	C41—H41A	0.9800
O1W—H3W	0.67 (3)	C41—H41B	0.9800
O2W—H1W	0.90 (2)	C41—H41C	0.9800
O2W—H3W	0.881 (10)	C42—H42A	0.9800
N1—N2	1.304 (6)	C42—H42B	0.9800
N1—C1	1.343 (6)	C42—H42C	0.9800
N2—C11	1.403 (6)	C43—H43	0.9500
N2—H1N	0.87 (6)	C44—H44A	0.9800
N3—N4	1.293 (6)	C44—H44B	0.9800
N3—C19	1.352 (6)	C44—H44C	0.9800
N4—C29	1.419 (6)	C45—H45A	0.9800
N4—H2N	0.83 (6)	C45—H45B	0.9800
N5—C37	1.333 (8)	C45—H45C	0.9800
N5—C39	1.445 (8)	N8—C46	1.347 (14)
N5—C38	1.468 (8)	N8—C48	1.451 (14)
N6—C40	1.312 (9)	N8—C47	1.470 (12)
N6—C41	1.459 (8)	C46—H46	0.9500
N6—C42	1.488 (8)	C47—H47A	0.9800
N7—C43	1.312 (6)	C47—H47B	0.9800
N7—C44	1.446 (7)	C47—H47C	0.9800
N7—C45	1.464 (7)	C48—H48A	0.9800
C1—C2	1.445 (7)	C48—H48B	0.9800
C1—C6	1.452 (7)	C48—H48C	0.9800
C2—C3	1.455 (7)	O18A—C46A	1.253 (10)
C3—C4	1.354 (7)	N8A—C46A	1.37 (2)
C4—C5	1.442 (7)	N8A—C48A	1.463 (9)
C4—H4	0.9500	N8A—C47A	1.476 (9)
C5—C10	1.413 (7)	C48A—H48D	0.9800
C5—C6	1.419 (7)	C48A—H48E	0.9800
C6—C7	1.405 (7)	C48A—H48F	0.9800
C7—C8	1.382 (7)	C47A—H47D	0.9800
C7—H7	0.9500	C47A—H47E	0.9800
C8—C9	1.404 (7)	C47A—H47F	0.9800
C8—H8	0.9500	C46A—H46A	0.9500
C9—C10	1.361 (7)	O16A—C40A	1.248 (9)
C10—H10	0.9500	N6A—C40A	1.328 (8)
C11—C16	1.399 (7)	N6A—C41A	1.465 (9)
C11—C12	1.404 (7)	N6A—C42A	1.465 (9)
C12—C13	1.410 (7)	C41A—H41D	0.9800
C12—C17	1.496 (7)	C41A—H41E	0.9800
C13—C14	1.385 (7)	C41A—H41F	0.9800
C13—H13	0.9500	C42A—H42D	0.9800
C14—C15	1.394 (7)	C42A—H42E	0.9800
C14—C18	1.511 (7)	C42A—H42F	0.9800
C15—C16	1.387 (7)	C40A—H40A	0.9500
C15—H15	0.9500
O5^i—Sr1—O16	85.46 (16)	C2—C3—S1	117.8 (4)
O5^i—Sr1—O15	82.20 (13)	C3—C4—C5	122.8 (5)
O16—Sr1—O15	79.10 (17)	C3—C4—H4	118.6
O5^i—Sr1—O2	119.71 (12)	C5—C4—H4	118.6
O16—Sr1—O2	77.89 (15)	C10—C5—C6	120.0 (4)
O15—Sr1—O2	146.42 (12)	C10—C5—C4	121.5 (5)
O5^i—Sr1—O14	76.03 (11)	C6—C5—C4	118.4 (4)
O16—Sr1—O14	130.81 (15)	C7—C6—C5	118.0 (4)
O15—Sr1—O14	140.13 (13)	C7—C6—C1	122.6 (4)
O2—Sr1—O14	73.03 (11)	C5—C6—C1	119.4 (4)
O5^i—Sr1—O17	158.61 (11)	C8—C7—C6	121.4 (5)
O16—Sr1—O17	78.28 (15)	C8—C7—H7	119.3
O15—Sr1—O17	81.16 (12)	C6—C7—H7	119.3
O2—Sr1—O17	70.48 (10)	C7—C8—C9	119.6 (5)
O14—Sr1—O17	125.25 (10)	C7—C8—H8	120.2
O5^i—Sr1—O9	93.68 (12)	C9—C8—H8	120.2
O16—Sr1—O9	157.33 (15)	C10—C9—C8	120.8 (5)
O15—Sr1—O9	78.34 (12)	C10—C9—S2	121.5 (4)
O2—Sr1—O9	121.24 (10)	C8—C9—S2	117.7 (4)
O14—Sr1—O9	70.30 (10)	C9—C10—C5	120.2 (5)
O17—Sr1—O9	96.02 (10)	C9—C10—H10	119.9
O5^i—Sr1—C40A	84.7 (11)	C5—C10—H10	119.9
O15—Sr1—C40A	58.4 (8)	C16—C11—N2	119.8 (4)
O2—Sr1—C40A	96.2 (10)	C16—C11—C12	121.5 (5)
O14—Sr1—C40A	148.5 (7)	N2—C11—C12	118.6 (4)
O17—Sr1—C40A	75.1 (11)	C11—C12—C13	116.6 (5)
O9—Sr1—C40A	136.6 (7)	C11—C12—C17	122.3 (5)
O5^i—Sr1—O16A	78.9 (10)	C13—C12—C17	121.0 (5)
O15—Sr1—O16A	82.7 (7)	C14—C13—C12	122.7 (5)
O2—Sr1—O16A	77.8 (9)	C14—C13—H13	118.7
O14—Sr1—O16A	124.1 (6)	C12—C13—H13	118.7
O17—Sr1—O16A	85.7 (9)	C13—C14—C15	118.9 (5)
O9—Sr1—O16A	160.4 (8)	C13—C14—C18	120.9 (5)
C40A—Sr1—O16A	25.6 (3)	C15—C14—C18	120.1 (5)
O5^i—Sr1—O8	134.01 (11)	C16—C15—C14	120.5 (5)
O16—Sr1—O8	139.31 (15)	C16—C15—H15	119.7
O15—Sr1—O8	110.92 (12)	C14—C15—H15	119.7
O2—Sr1—O8	73.46 (10)	C15—C16—C11	119.8 (5)
O14—Sr1—O8	66.04 (9)	C15—C16—H16	120.1
O17—Sr1—O8	65.30 (10)	C11—C16—H16	120.1
O9—Sr1—O8	50.21 (9)	C12—C17—H17A	109.5
C40A—Sr1—O8	140.4 (11)	C12—C17—H17B	109.5
O16A—Sr1—O8	144.4 (10)	H17A—C17—H17B	109.5
O5^i—Sr1—S3	110.94 (9)	C12—C17—H17C	109.5
O16—Sr1—S3	163.21 (13)	H17A—C17—H17C	109.5
O15—Sr1—S3	99.00 (10)	H17B—C17—H17C	109.5
O2—Sr1—S3	96.08 (8)	C14—C18—H18A	109.5
O14—Sr1—S3	59.97 (8)	C14—C18—H18B	109.5
O17—Sr1—S3	84.94 (8)	H18A—C18—H18B	109.5
O9—Sr1—S3	25.29 (7)	C14—C18—H18C	109.5
C40A—Sr1—S3	151.5 (7)	H18A—C18—H18C	109.5
O16A—Sr1—S3	170.1 (10)	H18B—C18—H18C	109.5
O8—Sr1—S3	26.19 (7)	N3—C19—C20	123.4 (4)
O5^i—Sr1—C37	64.81 (15)	N3—C19—C24	115.7 (4)
O16—Sr1—C37	78.82 (17)	C20—C19—C24	120.9 (4)
O15—Sr1—C37	17.38 (14)	O14—C20—C21	122.2 (4)
O2—Sr1—C37	155.72 (14)	O14—C20—C19	121.1 (5)
O14—Sr1—C37	128.81 (14)	C21—C20—C19	116.8 (4)
O17—Sr1—C37	98.11 (14)	C22—C21—C20	121.9 (4)
O9—Sr1—C37	80.33 (13)	C22—C21—S3	119.6 (4)
C40A—Sr1—C37	59.7 (10)	C20—C21—S3	118.5 (4)
O16A—Sr1—C37	80.1 (8)	C21—C22—C23	122.3 (4)
O8—Sr1—C37	122.26 (13)	C21—C22—H22	118.9
S3—Sr1—C37	104.36 (12)	C23—C22—H22	118.9
O18—Sr2—O12^ii	77.5 (5)	C28—C23—C24	119.7 (4)
O18—Sr2—O8	88.9 (11)	C28—C23—C22	121.6 (4)
O12^ii—Sr2—O8	119.63 (12)	C24—C23—C22	118.7 (4)
O12^ii—Sr2—O2W	82.0 (3)	C25—C24—C23	118.7 (4)
O8—Sr2—O2W	145.7 (3)	C25—C24—C19	121.9 (4)
O18—Sr2—O7	130.9 (11)	C23—C24—C19	119.3 (4)
O12^ii—Sr2—O7	75.40 (10)	C26—C25—C24	120.4 (5)
O8—Sr2—O7	70.61 (11)	C26—C25—H25	119.8
O2W—Sr2—O7	143.6 (3)	C24—C25—H25	119.8
O18—Sr2—O17	83.8 (5)	C25—C26—C27	120.4 (5)
O12^ii—Sr2—O17	157.51 (11)	C25—C26—H26	119.8
O8—Sr2—O17	71.90 (11)	C27—C26—H26	119.8
O2W—Sr2—O17	79.7 (3)	C28—C27—C26	120.3 (5)
O7—Sr2—O17	126.90 (10)	C28—C27—S4	121.5 (4)
O18—Sr2—O1W	84.6 (13)	C26—C27—S4	118.2 (4)
O12^ii—Sr2—O1W	88.9 (3)	C27—C28—C23	120.4 (5)
O8—Sr2—O1W	148.6 (3)	C27—C28—H28	119.8
O7—Sr2—O1W	134.3 (3)	C23—C28—H28	119.8
O17—Sr2—O1W	76.9 (3)	C34—C29—C30	122.5 (5)
O12^ii—Sr2—O18A	82.6 (8)	C34—C29—N4	119.7 (5)
O8—Sr2—O18A	86.3 (18)	C30—C29—N4	117.7 (5)
O2W—Sr2—O18A	69 (2)	C31—C30—C29	116.4 (5)
O7—Sr2—O18A	133.5 (18)	C31—C30—C35	120.6 (5)
O17—Sr2—O18A	78.8 (9)	C29—C30—C35	123.1 (5)
O18—Sr2—O1	147.2 (11)	C32—C31—C30	122.8 (5)
O12^ii—Sr2—O1	87.00 (11)	C32—C31—H31	118.6
O8—Sr2—O1	123.79 (11)	C30—C31—H31	118.6
O2W—Sr2—O1	80.4 (3)	C33—C32—C31	118.5 (5)
O7—Sr2—O1	70.42 (10)	C33—C32—C36	120.6 (5)
O17—Sr2—O1	102.56 (11)	C31—C32—C36	120.9 (5)
O1W—Sr2—O1	66.1 (3)	C32—C33—C34	121.0 (5)
O18A—Sr2—O1	149.1 (19)	C32—C33—H33	119.5
O18—Sr2—O2	150.4 (5)	C34—C33—H33	119.5
O12^ii—Sr2—O2	132.07 (11)	C29—C34—C33	118.7 (5)
O8—Sr2—O2	76.68 (11)	C29—C34—H34	120.7
O2W—Sr2—O2	109.7 (2)	C33—C34—H34	120.7
O7—Sr2—O2	68.53 (10)	C30—C35—H35A	109.5
O17—Sr2—O2	67.25 (10)	C30—C35—H35B	109.5
O1W—Sr2—O2	94.3 (2)	H35A—C35—H35B	109.5
O18A—Sr2—O2	145.3 (8)	C30—C35—H35C	109.5
O1—Sr2—O2	52.02 (10)	H35A—C35—H35C	109.5
O18—Sr2—S1	167.9 (12)	H35B—C35—H35C	109.5
O12^ii—Sr2—S1	106.92 (8)	C32—C36—H36A	109.5
O8—Sr2—S1	98.19 (8)	C32—C36—H36B	109.5
O2W—Sr2—S1	100.1 (2)	H36A—C36—H36B	109.5
O7—Sr2—S1	61.08 (8)	C32—C36—H36C	109.5
O17—Sr2—S1	89.10 (8)	H36A—C36—H36C	109.5
O1W—Sr2—S1	84.3 (2)	H36B—C36—H36C	109.5
O18A—Sr2—S1	165.1 (16)	O15—C37—N5	125.0 (6)
O1—Sr2—S1	26.38 (7)	O15—C37—Sr1	37.8 (3)
O2—Sr2—S1	26.90 (7)	N5—C37—Sr1	162.6 (5)
O18—Sr2—Sr1	112.4 (6)	O15—C37—H37	117.5
O12^ii—Sr2—Sr1	161.37 (8)	N5—C37—H37	117.5
O8—Sr2—Sr1	47.83 (8)	Sr1—C37—H37	79.8
O2W—Sr2—Sr1	116.0 (3)	N5—C38—H38A	109.5
O7—Sr2—Sr1	86.50 (7)	N5—C38—H38B	109.5
O17—Sr2—Sr1	40.41 (7)	H38A—C38—H38B	109.5
O1W—Sr2—Sr1	107.3 (2)	N5—C38—H38C	109.5
O18A—Sr2—Sr1	107.5 (9)	H38A—C38—H38C	109.5
O1—Sr2—Sr1	91.12 (7)	H38B—C38—H38C	109.5
O2—Sr2—Sr1	39.84 (7)	N5—C39—H39A	109.5
S1—Sr2—Sr1	66.75 (2)	N5—C39—H39B	109.5
O18—Sr2—H3W	84.6 (13)	H39A—C39—H39B	109.5
O12^ii—Sr2—H3W	75.3 (6)	N5—C39—H39C	109.5
O8—Sr2—H3W	162.0 (6)	H39A—C39—H39C	109.5
O2W—Sr2—H3W	18.3 (6)	H39B—C39—H39C	109.5
O7—Sr2—H3W	125.8 (5)	O16—C40—N6	124.6 (8)
O17—Sr2—H3W	90.6 (6)	O16—C40—H40	117.7
O1W—Sr2—H3W	13.8 (6)	N6—C40—H40	117.7
O18A—Sr2—H3W	86 (2)	N6—C41—H41A	109.5
O1—Sr2—H3W	63.4 (5)	N6—C41—H41B	109.5
O2—Sr2—H3W	101.2 (6)	H41A—C41—H41B	109.5
S1—Sr2—H3W	85.8 (5)	N6—C41—H41C	109.5
Sr1—Sr2—H3W	120.1 (6)	H41A—C41—H41C	109.5
O3—S1—O1	114.9 (2)	H41B—C41—H41C	109.5
O3—S1—O2	113.8 (2)	N6—C42—H42A	109.5
O1—S1—O2	108.7 (2)	N6—C42—H42B	109.5
O3—S1—C3	106.9 (2)	H42A—C42—H42B	109.5
O1—S1—C3	107.1 (2)	N6—C42—H42C	109.5
O2—S1—C3	104.8 (2)	H42A—C42—H42C	109.5
O3—S1—Sr2	152.15 (15)	H42B—C42—H42C	109.5
O1—S1—Sr2	53.73 (15)	O17—C43—N7	124.0 (5)
O2—S1—Sr2	58.65 (13)	O17—C43—H43	118.0
C3—S1—Sr2	100.88 (17)	N7—C43—H43	118.0
O4—S2—O6	114.4 (2)	N7—C44—H44A	109.5
O4—S2—O5	111.9 (2)	N7—C44—H44B	109.5
O6—S2—O5	112.1 (2)	H44A—C44—H44B	109.5
O4—S2—C9	107.1 (2)	N7—C44—H44C	109.5
O6—S2—C9	105.7 (2)	H44A—C44—H44C	109.5
O5—S2—C9	104.7 (2)	H44B—C44—H44C	109.5
O10—S3—O9	114.7 (2)	N7—C45—H45A	109.5
O10—S3—O8	114.2 (2)	N7—C45—H45B	109.5
O9—S3—O8	109.1 (2)	H45A—C45—H45B	109.5
O10—S3—C21	106.6 (2)	N7—C45—H45C	109.5
O9—S3—C21	106.3 (2)	H45A—C45—H45C	109.5
O8—S3—C21	105.2 (2)	H45B—C45—H45C	109.5
O10—S3—Sr1	152.56 (15)	C46—N8—C48	120.7 (9)
O9—S3—Sr1	50.30 (15)	C46—N8—C47	122.9 (10)
O8—S3—Sr1	62.66 (14)	C48—N8—C47	115.7 (9)
C21—S3—Sr1	100.22 (16)	O18—C46—N8	127.1 (14)
O11—S4—O13	114.4 (2)	O18—C46—H46	116.4
O11—S4—O12	113.4 (2)	N8—C46—H46	116.4
O13—S4—O12	109.8 (2)	N8—C47—H47A	109.5
O11—S4—C27	107.0 (2)	N8—C47—H47B	109.5
O13—S4—C27	105.7 (2)	H47A—C47—H47B	109.5
O12—S4—C27	106.0 (2)	N8—C47—H47C	109.5
S1—O1—Sr2	99.89 (18)	H47A—C47—H47C	109.5
S1—O2—Sr1	169.6 (2)	H47B—C47—H47C	109.5
S1—O2—Sr2	94.45 (15)	N8—C48—H48A	109.5
Sr1—O2—Sr2	95.92 (11)	N8—C48—H48B	109.5
S2—O5—Sr1^ii	158.0 (2)	H48A—C48—H48B	109.5
C2—O7—Sr2	137.7 (3)	N8—C48—H48C	109.5
S3—O8—Sr2	174.4 (2)	H48A—C48—H48C	109.5
S3—O8—Sr1	91.14 (15)	H48B—C48—H48C	109.5
Sr2—O8—Sr1	92.54 (11)	C40—O16—Sr1	128.9 (4)
S3—O9—Sr1	104.41 (18)	C46A—O18A—Sr2	150 (7)
S4—O12—Sr2^i	159.6 (2)	C46A—N8A—C48A	120.3 (14)
C20—O14—Sr1	138.5 (3)	C46A—N8A—C47A	122.2 (13)
C37—O15—Sr1	124.9 (4)	C48A—N8A—C47A	115.0 (10)
C43—O17—Sr2	122.8 (3)	N8A—C48A—H48D	109.5
C43—O17—Sr1	137.7 (3)	N8A—C48A—H48E	109.5
Sr2—O17—Sr1	99.50 (11)	H48D—C48A—H48E	109.5
C46—O18—Sr2	130 (2)	N8A—C48A—H48F	109.5
Sr2—O1W—H1W	122 (3)	H48D—C48A—H48F	109.5
Sr2—O1W—H2W	106.5	H48E—C48A—H48F	109.5
H1W—O1W—H2W	97.6	N8A—C47A—H47D	109.5
Sr2—O1W—H3W	98 (5)	N8A—C47A—H47E	109.5
H1W—O1W—H3W	115 (5)	H47D—C47A—H47E	109.5
H2W—O1W—H3W	118.0	N8A—C47A—H47F	109.5
Sr2—O2W—H1W	128 (3)	H47D—C47A—H47F	109.5
Sr2—O2W—H3W	97 (4)	H47E—C47A—H47F	109.5
H1W—O2W—H3W	96 (3)	O18A—C46A—N8A	122 (2)
N2—N1—C1	120.5 (4)	O18A—C46A—H46A	118.8
N1—N2—C11	120.4 (4)	N8A—C46A—H46A	118.8
N1—N2—H1N	119 (4)	C40A—O16A—Sr1	71.8 (14)
C11—N2—H1N	120 (4)	C40A—N6A—C41A	120.6 (10)
N4—N3—C19	120.0 (4)	C40A—N6A—C42A	120.4 (8)
N3—N4—C29	120.7 (5)	C41A—N6A—C42A	118.5 (11)
N3—N4—H2N	121 (4)	N6A—C41A—H41D	110.3
C29—N4—H2N	118 (4)	N6A—C41A—H41E	103.0
C37—N5—C39	121.0 (6)	H41D—C41A—H41E	109.5
C37—N5—C38	121.0 (6)	N6A—C41A—H41F	114.9
C39—N5—C38	118.0 (5)	H41D—C41A—H41F	109.5
C40—N6—C41	122.1 (8)	H41E—C41A—H41F	109.5
C40—N6—C42	120.8 (7)	N6A—C42A—H42D	113.3
C41—N6—C42	117.0 (8)	N6A—C42A—H42E	113.7
C43—N7—C44	121.1 (4)	H42D—C42A—H42E	109.5
C43—N7—C45	121.0 (5)	N6A—C42A—H42F	101.1
C44—N7—C45	117.9 (5)	H42D—C42A—H42F	109.5
N1—C1—C2	124.0 (4)	H42E—C42A—H42F	109.5
N1—C1—C6	115.0 (4)	O16A—C40A—N6A	123.6 (10)
C2—C1—C6	121.0 (4)	O16A—C40A—Sr1	82.5 (16)
O7—C2—C1	120.6 (4)	N6A—C40A—Sr1	152.3 (19)
O7—C2—C3	122.5 (4)	O16A—C40A—H40A	118.2
C1—C2—C3	116.9 (4)	N6A—C40A—H40A	118.2
C4—C3—C2	121.4 (4)	Sr1—C40A—H40A	36.9
C4—C3—S1	120.8 (4)
O3—S1—O1—Sr2	150.31 (18)	N4—N3—C19—C20	−0.8 (7)
O2—S1—O1—Sr2	21.6 (2)	N4—N3—C19—C24	179.3 (4)
C3—S1—O1—Sr2	−91.1 (2)	Sr1—O14—C20—C21	−6.7 (7)
O3—S1—O2—Sr1	31.8 (12)	Sr1—O14—C20—C19	173.4 (3)
O1—S1—O2—Sr1	161.1 (11)	N3—C19—C20—O14	0.9 (7)
C3—S1—O2—Sr1	−84.7 (12)	C24—C19—C20—O14	−179.2 (4)
O3—S1—O2—Sr2	−149.66 (18)	N3—C19—C20—C21	−179.1 (4)
O1—S1—O2—Sr2	−20.32 (19)	C24—C19—C20—C21	0.9 (6)
C3—S1—O2—Sr2	93.90 (19)	O14—C20—C21—C22	177.6 (4)
O4—S2—O5—Sr1^ii	139.7 (6)	C19—C20—C21—C22	−2.5 (6)
O6—S2—O5—Sr1^ii	−90.2 (7)	O14—C20—C21—S3	−2.5 (6)
C9—S2—O5—Sr1^ii	23.9 (7)	C19—C20—C21—S3	177.5 (3)
O10—S3—O8—Sr1	−149.65 (17)	O10—S3—C21—C22	0.4 (4)
O9—S3—O8—Sr1	−19.87 (19)	O9—S3—C21—C22	−122.3 (4)
C21—S3—O8—Sr1	93.82 (17)	O8—S3—C21—C22	122.0 (4)
O10—S3—O9—Sr1	152.64 (17)	Sr1—S3—C21—C22	−173.7 (3)
O8—S3—O9—Sr1	23.1 (2)	O10—S3—C21—C20	−179.6 (3)
C21—S3—O9—Sr1	−89.9 (2)	O9—S3—C21—C20	57.7 (4)
O11—S4—O12—Sr2^i	116.8 (6)	O8—S3—C21—C20	−58.0 (4)
O13—S4—O12—Sr2^i	−113.9 (6)	Sr1—S3—C21—C20	6.3 (4)
C27—S4—O12—Sr2^i	−0.3 (7)	C20—C21—C22—C23	1.5 (7)
C1—N1—N2—C11	176.2 (4)	S3—C21—C22—C23	−178.5 (3)
C19—N3—N4—C29	176.8 (4)	C21—C22—C23—C28	−180.0 (4)
N2—N1—C1—C2	−0.8 (6)	C21—C22—C23—C24	1.2 (6)
N2—N1—C1—C6	179.7 (4)	C28—C23—C24—C25	−1.7 (6)
Sr2—O7—C2—C1	−176.9 (3)	C22—C23—C24—C25	177.1 (4)
Sr2—O7—C2—C3	2.2 (7)	C28—C23—C24—C19	178.4 (4)
N1—C1—C2—O7	2.0 (7)	C22—C23—C24—C19	−2.8 (6)
C6—C1—C2—O7	−178.6 (4)	N3—C19—C24—C25	1.8 (6)
N1—C1—C2—C3	−177.2 (4)	C20—C19—C24—C25	−178.1 (4)
C6—C1—C2—C3	2.3 (6)	N3—C19—C24—C23	−178.3 (4)
O7—C2—C3—C4	178.0 (4)	C20—C19—C24—C23	1.7 (6)
C1—C2—C3—C4	−2.9 (6)	C23—C24—C25—C26	0.5 (7)
O7—C2—C3—S1	−3.5 (6)	C19—C24—C25—C26	−179.6 (4)
C1—C2—C3—S1	175.6 (3)	C24—C25—C26—C27	1.4 (7)
O3—S1—C3—C4	0.0 (5)	C25—C26—C27—C28	−2.0 (7)
O1—S1—C3—C4	−123.6 (4)	C25—C26—C27—S4	179.1 (4)
O2—S1—C3—C4	121.1 (4)	O11—S4—C27—C28	−4.7 (4)
Sr2—S1—C3—C4	−178.7 (4)	O13—S4—C27—C28	−127.0 (4)
O3—S1—C3—C2	−178.4 (3)	O12—S4—C27—C28	116.6 (4)
O1—S1—C3—C2	58.0 (4)	O11—S4—C27—C26	174.2 (4)
O2—S1—C3—C2	−57.4 (4)	O13—S4—C27—C26	51.9 (4)
Sr2—S1—C3—C2	2.8 (4)	O12—S4—C27—C26	−64.5 (4)
C2—C3—C4—C5	0.9 (7)	C26—C27—C28—C23	0.7 (7)
S1—C3—C4—C5	−177.6 (4)	S4—C27—C28—C23	179.6 (3)
C3—C4—C5—C10	179.9 (5)	C24—C23—C28—C27	1.1 (6)
C3—C4—C5—C6	1.8 (7)	C22—C23—C28—C27	−177.7 (4)
C10—C5—C6—C7	−0.3 (6)	N3—N4—C29—C34	1.5 (6)
C4—C5—C6—C7	177.8 (4)	N3—N4—C29—C30	−177.5 (4)
C10—C5—C6—C1	179.5 (4)	C34—C29—C30—C31	−1.5 (7)
C4—C5—C6—C1	−2.3 (6)	N4—C29—C30—C31	177.5 (4)
N1—C1—C6—C7	−0.4 (6)	C34—C29—C30—C35	177.8 (5)
C2—C1—C6—C7	−179.9 (4)	N4—C29—C30—C35	−3.3 (7)
N1—C1—C6—C5	179.8 (4)	C29—C30—C31—C32	1.1 (7)
C2—C1—C6—C5	0.3 (6)	C35—C30—C31—C32	−178.1 (5)
C5—C6—C7—C8	0.0 (7)	C30—C31—C32—C33	−0.1 (7)
C1—C6—C7—C8	−179.9 (4)	C30—C31—C32—C36	−179.0 (4)
C6—C7—C8—C9	0.3 (7)	C31—C32—C33—C34	−0.6 (7)
C7—C8—C9—C10	−0.1 (7)	C36—C32—C33—C34	178.2 (4)
C7—C8—C9—S2	179.1 (4)	C30—C29—C34—C33	0.8 (7)
O4—S2—C9—C10	−3.5 (5)	N4—C29—C34—C33	−178.2 (4)
O6—S2—C9—C10	−125.9 (4)	C32—C33—C34—C29	0.3 (7)
O5—S2—C9—C10	115.5 (4)	Sr1—O15—C37—N5	−176.0 (5)
O4—S2—C9—C8	177.3 (4)	C39—N5—C37—O15	−0.1 (11)
O6—S2—C9—C8	54.9 (4)	C38—N5—C37—O15	−179.7 (6)
O5—S2—C9—C8	−63.7 (4)	C39—N5—C37—Sr1	−8 (2)
C8—C9—C10—C5	−0.2 (7)	C38—N5—C37—Sr1	172.0 (13)
S2—C9—C10—C5	−179.4 (4)	C41—N6—C40—O16	1.3 (11)
C6—C5—C10—C9	0.4 (7)	C42—N6—C40—O16	178.6 (7)
C4—C5—C10—C9	−177.7 (4)	Sr2—O17—C43—N7	−99.3 (5)
N1—N2—C11—C16	−0.9 (6)	Sr1—O17—C43—N7	78.0 (6)
N1—N2—C11—C12	−179.6 (4)	C44—N7—C43—O17	−1.1 (7)
C16—C11—C12—C13	−1.2 (7)	C45—N7—C43—O17	179.1 (5)
N2—C11—C12—C13	177.5 (4)	Sr2—O18—C46—N8	150.5 (18)
C16—C11—C12—C17	179.2 (4)	C48—N8—C46—O18	10 (4)
N2—C11—C12—C17	−2.0 (7)	C47—N8—C46—O18	−180 (4)
C11—C12—C13—C14	1.2 (7)	N6—C40—O16—Sr1	−117.2 (7)
C17—C12—C13—C14	−179.2 (4)	Sr2—O18A—C46A—N8A	−100 (6)
C12—C13—C14—C15	−0.6 (7)	C48A—N8A—C46A—O18A	−173 (6)
C12—C13—C14—C18	−179.7 (4)	C47A—N8A—C46A—O18A	26 (6)
C13—C14—C15—C16	−0.2 (7)	Sr1—O16A—C40A—N6A	170 (6)
C18—C14—C15—C16	179.0 (4)	C41A—N6A—C40A—O16A	179 (6)
C14—C15—C16—C11	0.2 (7)	C42A—N6A—C40A—O16A	7 (9)
N2—C11—C16—C15	−178.1 (4)	C41A—N6A—C40A—Sr1	−22 (11)
C12—C11—C16—C15	0.6 (7)	C42A—N6A—C40A—Sr1	165 (6)

Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) x, −y+1/2, z−1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O13^iii	0.88 (1)	1.99 (2)	2.802 (13)	152 (2)
O2W—H1W···O13^iii	0.90 (2)	1.99 (2)	2.850 (13)	160 (2)
N2—H1N···O7	0.87 (6)	1.89 (6)	2.575 (5)	135 (5)
N4—H2N···O14	0.83 (6)	1.92 (6)	2.566 (6)	134 (5)

Symmetry code: (iii) −x+1, y+1/2, −z+3/2.

Hexaaquacobalt(II) 4-[2-(3,4-dimethylphenyl)hydrazin-1-ylidene]-3-oxo-3,4-dihydronaphthalene-2,7-disulfonate dimethylformamide monosolvate, (IV)

Crystal data

[Co(H2O)6](C18H14N2O7S2)·C3H7NO	F(000) = 1404
Mr = 674.55	Dx = 1.551 Mg m^−3
Monoclinic, I2/m	Mo Kα radiation, λ = 0.71073 Å
a = 13.7311 (5) Å	Cell parameters from 15461 reflections
b = 6.8328 (3) Å	θ = 3.3–30.1°
c = 31.0201 (14) Å	µ = 0.81 mm^−1
β = 97.021 (4)°	T = 100 K
V = 2888.5 (2) Å^3	Needle, red
Z = 4	0.10 × 0.01 × 0.01 mm

Data collection

XtaLAB AFC12 diffractometer	3299 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.040
ω scans	θmax = 27.5°, θmin = 3.0°
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015)	h = −17→17
Tmin = 0.726, Tmax = 1.000	k = −8→8
33372 measured reflections	l = −40→39
3576 independent reflections

Refinement

Refinement on F^2	48 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.035	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.081	w = 1/[σ^2(Fo^2) + (0.034P)^2 + 5.2279P] where P = (Fo^2 + 2Fc^2)/3
S = 1.07	(Δ/σ)max = 0.001
3576 reflections	Δρmax = 0.62 e Å^−3
291 parameters	Δρmin = −0.46 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Co1	0.79208 (2)	0.0000	0.43356 (2)	0.02010 (10)
S2	−0.11000 (4)	0.0000	0.15468 (2)	0.01358 (13)
S1	0.37354 (4)	0.0000	0.04324 (2)	0.01178 (12)
O5	0.03085 (12)	0.0000	0.23846 (5)	0.0188 (4)
O4	−0.14041 (8)	0.17825 (18)	0.17485 (4)	0.0198 (3)
O3	−0.13754 (12)	0.0000	0.10743 (5)	0.0172 (4)
O1	0.43275 (8)	0.17768 (18)	0.04418 (4)	0.0180 (3)
O2	0.29345 (12)	0.0000	0.00757 (5)	0.0155 (3)
O2W	0.88379 (11)	0.2157 (3)	0.41620 (6)	0.0490 (5)
H2W	0.9374 (12)	0.254 (4)	0.4307 (7)	0.059*
H3W	0.8706 (18)	0.304 (3)	0.3965 (7)	0.059*
O1W	0.8712 (2)	0.0000	0.49570 (9)	0.0543 (8)
H1W	0.8948 (19)	−0.104 (3)	0.5093 (8)	0.065*
O4W	0.69878 (10)	0.21631 (19)	0.45288 (4)	0.0247 (3)
H5W	0.7278 (14)	0.297 (3)	0.4722 (5)	0.030*
H6W	0.6781 (15)	0.297 (3)	0.4321 (5)	0.030*
O3W	0.71416 (15)	0.0000	0.37109 (6)	0.0256 (4)
H4W	0.6909 (15)	0.104 (2)	0.3572 (6)	0.031*
N2	0.19987 (15)	0.0000	0.28160 (6)	0.0151 (4)
N1	0.23986 (14)	0.0000	0.24546 (6)	0.0135 (4)
C11	0.25830 (17)	0.0000	0.32224 (7)	0.0149 (5)
C12	0.20928 (18)	0.0000	0.35948 (8)	0.0169 (5)
C13	0.2673 (2)	0.0000	0.39967 (8)	0.0212 (5)
H13	0.2358	0.0000	0.4253	0.025*
C14	0.3692 (2)	0.0000	0.40384 (8)	0.0218 (5)
C15	0.41520 (19)	0.0000	0.36598 (8)	0.0198 (5)
H15	0.4848	0.0000	0.3681	0.024*
C16	0.36027 (18)	0.0000	0.32534 (8)	0.0164 (5)
H16	0.3921	0.0000	0.2998	0.020*
C1	0.18091 (16)	0.0000	0.20776 (7)	0.0134 (4)
C2	0.07418 (16)	0.0000	0.20481 (7)	0.0136 (4)
C3	0.02014 (16)	0.0000	0.16127 (7)	0.0132 (4)
C4	0.06741 (16)	0.0000	0.12566 (7)	0.0136 (4)
H4	0.0295	0.0000	0.0979	0.016*
C5	0.17239 (16)	0.0000	0.12781 (7)	0.0130 (4)
C6	0.23019 (16)	0.0000	0.16876 (7)	0.0122 (4)
C10	0.33311 (16)	0.0000	0.16978 (7)	0.0139 (4)
H10	0.3734	0.0000	0.1970	0.017*
C9	0.37611 (16)	0.0000	0.13193 (7)	0.0135 (4)
H9	0.4456	0.0000	0.1331	0.016*
C8	0.31741 (16)	0.0000	0.09155 (7)	0.0121 (4)
C7	0.21689 (16)	0.0000	0.08952 (7)	0.0130 (4)
H7	0.1775	0.0000	0.0621	0.016*
C17	0.4294 (2)	0.0000	0.44799 (9)	0.0344 (7)
H17A	0.3944	−0.0729	0.4686	0.052*	0.5
H17B	0.4398	0.1351	0.4581	0.052*	0.5
H17C	0.4930	−0.0622	0.4459	0.052*	0.5
C18	0.09892 (19)	0.0000	0.35655 (9)	0.0225 (5)
H18A	0.0723	0.1050	0.3370	0.034*	0.5
H18B	0.0792	0.0212	0.3855	0.034*	0.5
H18C	0.0735	−0.1263	0.3452	0.034*	0.5
O1S	0.865 (6)	0.496 (5)	0.3558 (11)	0.037 (3)	0.25
C2S	0.9098 (9)	0.491 (6)	0.2453 (3)	0.051 (2)	0.25
H2S1	0.9338	0.3560	0.2470	0.077*	0.25
H2S2	0.9625	0.5786	0.2387	0.077*	0.25
H2S3	0.8542	0.5016	0.2224	0.077*	0.25
N1S	0.878 (2)	0.547 (3)	0.2868 (5)	0.0351 (18)	0.25
C1S	0.865 (2)	0.426 (4)	0.3188 (8)	0.0245 (13)	0.25
H1S	0.8568	0.2891	0.3137	0.029*	0.25
C3S	0.8639 (16)	0.758 (3)	0.2901 (6)	0.0262 (12)	0.25
H3S1	0.8086	0.7989	0.2690	0.039*	0.25
H3S2	0.9235	0.8264	0.2841	0.039*	0.25
H3S3	0.8500	0.7908	0.3195	0.039*	0.25
O2S	0.862 (6)	0.523 (5)	0.3590 (11)	0.037 (3)	0.25
N2S	0.875 (2)	0.479 (3)	0.2875 (4)	0.0351 (18)	0.25
C4S	0.8724 (19)	0.588 (4)	0.3223 (8)	0.0245 (13)	0.25
H4S	0.8787	0.7257	0.3192	0.029*	0.25
C5S	0.8687 (10)	0.568 (2)	0.2447 (3)	0.051 (2)	0.25
H5S1	0.8791	0.7099	0.2477	0.077*	0.25
H5S2	0.8037	0.5433	0.2288	0.077*	0.25
H5S3	0.9192	0.5120	0.2286	0.077*	0.25
C6S	0.8735 (16)	0.266 (3)	0.2911 (6)	0.0262 (12)	0.25
H6S1	0.9210	0.2243	0.3156	0.039*	0.25
H6S2	0.8909	0.2074	0.2642	0.039*	0.25
H6S3	0.8077	0.2224	0.2960	0.039*	0.25
H1N	0.136 (3)	0.0000	0.2787 (10)	0.032 (9)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.01824 (18)	0.01329 (18)	0.0260 (2)	0.000	−0.00860 (13)	0.000
S2	0.0106 (3)	0.0124 (3)	0.0177 (3)	0.000	0.0015 (2)	0.000
S1	0.0120 (3)	0.0131 (3)	0.0101 (3)	0.000	0.00111 (19)	0.000
O5	0.0165 (8)	0.0244 (9)	0.0162 (8)	0.000	0.0052 (6)	0.000
O4	0.0176 (6)	0.0170 (6)	0.0249 (6)	0.0046 (5)	0.0031 (5)	−0.0029 (5)
O3	0.0131 (8)	0.0188 (9)	0.0191 (9)	0.000	−0.0009 (6)	0.000
O1	0.0169 (6)	0.0203 (7)	0.0166 (6)	−0.0063 (5)	0.0016 (4)	0.0021 (5)
O2	0.0157 (8)	0.0177 (9)	0.0123 (8)	0.000	−0.0011 (6)	0.000
O2W	0.0284 (8)	0.0452 (11)	0.0670 (12)	−0.0193 (7)	−0.0194 (8)	0.0199 (9)
O1W	0.0777 (18)	0.0128 (11)	0.0576 (16)	0.000	−0.0515 (14)	0.000
O4W	0.0342 (7)	0.0157 (7)	0.0211 (7)	0.0012 (5)	−0.0091 (5)	−0.0012 (5)
O3W	0.0366 (11)	0.0159 (10)	0.0214 (10)	0.000	−0.0084 (8)	0.000
N2	0.0170 (10)	0.0156 (10)	0.0129 (9)	0.000	0.0026 (8)	0.000
N1	0.0172 (9)	0.0109 (9)	0.0124 (9)	0.000	0.0022 (7)	0.000
C11	0.0217 (12)	0.0100 (11)	0.0128 (11)	0.000	0.0015 (9)	0.000
C12	0.0258 (13)	0.0092 (11)	0.0165 (11)	0.000	0.0057 (9)	0.000
C13	0.0373 (15)	0.0141 (12)	0.0130 (11)	0.000	0.0066 (10)	0.000
C14	0.0345 (14)	0.0141 (12)	0.0156 (12)	0.000	−0.0023 (10)	0.000
C15	0.0241 (13)	0.0152 (12)	0.0190 (12)	0.000	−0.0024 (10)	0.000
C16	0.0223 (12)	0.0132 (12)	0.0140 (11)	0.000	0.0031 (9)	0.000
C1	0.0147 (11)	0.0108 (11)	0.0147 (11)	0.000	0.0011 (8)	0.000
C2	0.0155 (11)	0.0109 (11)	0.0147 (11)	0.000	0.0027 (8)	0.000
C3	0.0114 (10)	0.0101 (11)	0.0180 (11)	0.000	0.0020 (8)	0.000
C4	0.0132 (10)	0.0111 (11)	0.0160 (11)	0.000	−0.0001 (8)	0.000
C5	0.0136 (11)	0.0099 (11)	0.0154 (11)	0.000	0.0009 (8)	0.000
C6	0.0144 (11)	0.0094 (11)	0.0128 (10)	0.000	0.0018 (8)	0.000
C10	0.0143 (11)	0.0152 (11)	0.0116 (10)	0.000	−0.0016 (8)	0.000
C9	0.0114 (10)	0.0131 (11)	0.0156 (11)	0.000	−0.0003 (8)	0.000
C8	0.0143 (10)	0.0105 (11)	0.0120 (10)	0.000	0.0035 (8)	0.000
C7	0.0143 (11)	0.0123 (11)	0.0118 (10)	0.000	−0.0011 (8)	0.000
C17	0.0448 (18)	0.0403 (18)	0.0158 (13)	0.000	−0.0047 (12)	0.000
C18	0.0273 (13)	0.0201 (13)	0.0218 (13)	0.000	0.0102 (10)	0.000
O1S	0.028 (3)	0.064 (6)	0.019 (4)	0.022 (11)	0.002 (4)	−0.010 (6)
C2S	0.089 (8)	0.043 (5)	0.025 (2)	0.018 (5)	0.019 (4)	0.005 (4)
N1S	0.053 (2)	0.034 (5)	0.0186 (14)	0.014 (8)	0.0068 (13)	0.002 (6)
C1S	0.031 (3)	0.025 (3)	0.017 (3)	0.009 (5)	−0.002 (3)	0.001 (4)
C3S	0.031 (4)	0.021 (4)	0.028 (2)	−0.001 (4)	0.0106 (19)	−0.007 (4)
O2S	0.028 (3)	0.064 (6)	0.019 (4)	0.022 (11)	0.002 (4)	−0.010 (6)
N2S	0.053 (2)	0.034 (5)	0.0186 (14)	0.014 (8)	0.0068 (13)	0.002 (6)
C4S	0.031 (3)	0.025 (3)	0.017 (3)	0.009 (5)	−0.002 (3)	0.001 (4)
C5S	0.089 (8)	0.043 (5)	0.025 (2)	0.018 (5)	0.019 (4)	0.005 (4)
C6S	0.031 (4)	0.021 (4)	0.028 (2)	−0.001 (4)	0.0106 (19)	−0.007 (4)

Geometric parameters (Å, º)

Co1—O2W	2.0527 (16)	C4—C5	1.435 (3)
Co1—O2W^i	2.0527 (16)	C4—H4	0.9500
Co1—O4W^i	2.0911 (14)	C5—C7	1.401 (3)
Co1—O4W	2.0912 (14)	C5—C6	1.413 (3)
Co1—O1W	2.094 (2)	C6—C10	1.410 (3)
Co1—O3W	2.0957 (18)	C10—C9	1.377 (3)
S2—O4	1.4536 (12)	C10—H10	0.9500
S2—O4^i	1.4536 (12)	C9—C8	1.404 (3)
S2—O3	1.4683 (17)	C9—H9	0.9500
S2—C3	1.774 (2)	C8—C7	1.374 (3)
S1—O1^i	1.4594 (12)	C7—H7	0.9500
S1—O1	1.4594 (12)	C17—H17A	0.9800
S1—O2	1.4615 (16)	C17—H17B	0.9800
S1—C8	1.767 (2)	C17—H17C	0.9800
O5—C2	1.263 (3)	C18—H18A	0.9800
O2W—H2W	0.856 (10)	C18—H18B	0.9800
O2W—H3W	0.861 (10)	C18—H18C	0.9800
O1W—H1W	0.869 (10)	O1S—C1S	1.246 (10)
O4W—H5W	0.872 (9)	C2S—N1S	1.457 (9)
O4W—H6W	0.870 (9)	C2S—H2S1	0.9800
O3W—H4W	0.869 (10)	C2S—H2S2	0.9800
N2—N1	1.307 (3)	C2S—H2S3	0.9800
N2—C11	1.409 (3)	N1S—C1S	1.320 (9)
N2—H1N	0.87 (3)	N1S—C3S	1.464 (9)
N1—C1	1.339 (3)	C1S—H1S	0.9500
C11—C16	1.392 (3)	C3S—H3S1	0.9800
C11—C12	1.406 (3)	C3S—H3S2	0.9800
C12—C13	1.395 (3)	C3S—H3S3	0.9800
C12—C18	1.507 (4)	O2S—C4S	1.245 (10)
C13—C14	1.390 (4)	N2S—C4S	1.314 (9)
C13—H13	0.9500	N2S—C5S	1.455 (9)
C14—C15	1.400 (4)	N2S—C6S	1.464 (9)
C14—C17	1.510 (4)	C4S—H4S	0.9500
C15—C16	1.388 (3)	C5S—H5S1	0.9800
C15—H15	0.9500	C5S—H5S2	0.9800
C16—H16	0.9500	C5S—H5S3	0.9800
C1—C6	1.456 (3)	C6S—H6S1	0.9800
C1—C2	1.457 (3)	C6S—H6S2	0.9800
C2—C3	1.459 (3)	C6S—H6S3	0.9800
C3—C4	1.348 (3)
O2W—Co1—O2W^i	91.78 (12)	C5—C4—H4	118.5
O2W—Co1—O4W^i	178.47 (7)	C7—C5—C6	120.5 (2)
O2W^i—Co1—O4W^i	89.12 (7)	C7—C5—C4	120.0 (2)
O2W—Co1—O4W	89.12 (7)	C6—C5—C4	119.5 (2)
O2W^i—Co1—O4W	178.47 (7)	C10—C6—C5	118.1 (2)
O4W^i—Co1—O4W	89.95 (8)	C10—C6—C1	123.2 (2)
O2W—Co1—O1W	88.61 (8)	C5—C6—C1	118.7 (2)
O2W^i—Co1—O1W	88.61 (8)	C9—C10—C6	120.9 (2)
O4W^i—Co1—O1W	90.17 (8)	C9—C10—H10	119.5
O4W—Co1—O1W	90.17 (8)	C6—C10—H10	119.5
O2W—Co1—O3W	91.01 (6)	C10—C9—C8	120.1 (2)
O2W^i—Co1—O3W	91.01 (6)	C10—C9—H9	120.0
O4W^i—Co1—O3W	90.21 (5)	C8—C9—H9	120.0
O4W—Co1—O3W	90.21 (5)	C7—C8—C9	120.3 (2)
O1W—Co1—O3W	179.46 (11)	C7—C8—S1	120.08 (17)
O4—S2—O4^i	113.83 (10)	C9—C8—S1	119.62 (17)
O4—S2—O3	112.16 (6)	C8—C7—C5	120.1 (2)
O4^i—S2—O3	112.16 (6)	C8—C7—H7	120.0
O4—S2—C3	106.78 (6)	C5—C7—H7	120.0
O4^i—S2—C3	106.78 (6)	C14—C17—H17A	109.5
O3—S2—C3	104.36 (10)	C14—C17—H17B	109.5
O1^i—S1—O1	112.59 (10)	H17A—C17—H17B	109.5
O1^i—S1—O2	112.39 (6)	C14—C17—H17C	109.5
O1—S1—O2	112.39 (6)	H17A—C17—H17C	109.5
O1^i—S1—C8	106.42 (6)	H17B—C17—H17C	109.5
O1—S1—C8	106.42 (6)	C12—C18—H18A	109.5
O2—S1—C8	106.03 (10)	C12—C18—H18B	109.5
Co1—O2W—H2W	126.8 (17)	H18A—C18—H18B	109.5
Co1—O2W—H3W	127.2 (17)	C12—C18—H18C	109.5
H2W—O2W—H3W	104.5 (19)	H18A—C18—H18C	109.5
Co1—O1W—H1W	124.6 (19)	H18B—C18—H18C	109.5
Co1—O4W—H5W	113.4 (14)	N1S—C2S—H2S1	109.5
Co1—O4W—H6W	113.0 (14)	N1S—C2S—H2S2	109.5
H5W—O4W—H6W	101.0 (16)	H2S1—C2S—H2S2	109.5
Co1—O3W—H4W	125.0 (15)	N1S—C2S—H2S3	109.5
N1—N2—C11	121.0 (2)	H2S1—C2S—H2S3	109.5
N1—N2—H1N	116 (2)	H2S2—C2S—H2S3	109.5
C11—N2—H1N	123 (2)	C1S—N1S—C2S	126 (2)
N2—N1—C1	118.5 (2)	C1S—N1S—C3S	122.3 (18)
C16—C11—C12	121.4 (2)	C2S—N1S—C3S	112 (2)
C16—C11—N2	121.3 (2)	O1S—C1S—N1S	118 (3)
C12—C11—N2	117.2 (2)	O1S—C1S—H1S	121.1
C13—C12—C11	117.1 (2)	N1S—C1S—H1S	121.1
C13—C12—C18	120.9 (2)	N1S—C3S—H3S1	109.5
C11—C12—C18	122.0 (2)	N1S—C3S—H3S2	109.4
C14—C13—C12	122.8 (2)	H3S1—C3S—H3S2	109.5
C14—C13—H13	118.6	N1S—C3S—H3S3	109.5
C12—C13—H13	118.6	H3S1—C3S—H3S3	109.5
C13—C14—C15	118.3 (2)	H3S2—C3S—H3S3	109.5
C13—C14—C17	121.1 (2)	C4S—N2S—C5S	121 (2)
C15—C14—C17	120.5 (3)	C4S—N2S—C6S	120.0 (17)
C16—C15—C14	120.8 (2)	C5S—N2S—C6S	119.1 (15)
C16—C15—H15	119.6	O2S—C4S—N2S	125 (3)
C14—C15—H15	119.6	O2S—C4S—H4S	117.7
C15—C16—C11	119.6 (2)	N2S—C4S—H4S	117.7
C15—C16—H16	120.2	N2S—C5S—H5S1	109.5
C11—C16—H16	120.2	N2S—C5S—H5S2	109.5
N1—C1—C6	115.7 (2)	H5S1—C5S—H5S2	109.5
N1—C1—C2	123.4 (2)	N2S—C5S—H5S3	109.5
C6—C1—C2	120.9 (2)	H5S1—C5S—H5S3	109.5
O5—C2—C1	121.3 (2)	H5S2—C5S—H5S3	109.5
O5—C2—C3	121.8 (2)	N2S—C6S—H6S1	109.5
C1—C2—C3	116.9 (2)	N2S—C6S—H6S2	109.5
C4—C3—C2	121.1 (2)	H6S1—C6S—H6S2	109.5
C4—C3—S2	119.00 (17)	N2S—C6S—H6S3	109.5
C2—C3—S2	119.86 (17)	H6S1—C6S—H6S3	109.5
C3—C4—C5	122.9 (2)	H6S2—C6S—H6S3	109.5
C3—C4—H4	118.5
C11—N2—N1—C1	180.000 (1)	C2—C3—C4—C5	0.000 (1)
N1—N2—C11—C16	0.000 (1)	S2—C3—C4—C5	180.000 (1)
N1—N2—C11—C12	180.000 (1)	C3—C4—C5—C7	180.000 (1)
C16—C11—C12—C13	0.000 (1)	C3—C4—C5—C6	0.000 (1)
N2—C11—C12—C13	180.000 (1)	C7—C5—C6—C10	0.000 (1)
C16—C11—C12—C18	180.000 (1)	C4—C5—C6—C10	180.000 (1)
N2—C11—C12—C18	0.000 (1)	C7—C5—C6—C1	180.000 (1)
C11—C12—C13—C14	0.000 (1)	C4—C5—C6—C1	0.000 (1)
C18—C12—C13—C14	180.000 (1)	N1—C1—C6—C10	0.000 (1)
C12—C13—C14—C15	0.000 (1)	C2—C1—C6—C10	180.000 (1)
C12—C13—C14—C17	180.000 (1)	N1—C1—C6—C5	180.000 (1)
C13—C14—C15—C16	0.000 (1)	C2—C1—C6—C5	0.000 (1)
C17—C14—C15—C16	180.000 (1)	C5—C6—C10—C9	0.000 (1)
C14—C15—C16—C11	0.000 (1)	C1—C6—C10—C9	180.000 (1)
C12—C11—C16—C15	0.000 (1)	C6—C10—C9—C8	0.000 (1)
N2—C11—C16—C15	180.000 (1)	C10—C9—C8—C7	0.000 (1)
N2—N1—C1—C6	180.000 (1)	C10—C9—C8—S1	180.000 (1)
N2—N1—C1—C2	0.000 (1)	O1^i—S1—C8—C7	−119.86 (6)
N1—C1—C2—O5	0.000 (1)	O1—S1—C8—C7	119.86 (6)
C6—C1—C2—O5	180.000 (1)	O2—S1—C8—C7	0.000 (1)
N1—C1—C2—C3	180.000 (1)	O1^i—S1—C8—C9	60.14 (6)
C6—C1—C2—C3	0.000 (1)	O1—S1—C8—C9	−60.14 (6)
O5—C2—C3—C4	180.000 (1)	O2—S1—C8—C9	180.000 (1)
C1—C2—C3—C4	0.000 (1)	C9—C8—C7—C5	0.000 (1)
O5—C2—C3—S2	0.000 (1)	S1—C8—C7—C5	180.000 (1)
C1—C2—C3—S2	180.000 (1)	C6—C5—C7—C8	0.000 (1)
O4—S2—C3—C4	−118.94 (6)	C4—C5—C7—C8	180.000 (1)
O4^i—S2—C3—C4	118.94 (6)	C2S—N1S—C1S—O1S	161 (5)
O3—S2—C3—C4	0.000 (1)	C3S—N1S—C1S—O1S	−18 (6)
O4—S2—C3—C2	61.06 (6)	C5S—N2S—C4S—O2S	169 (5)
O4^i—S2—C3—C2	−61.06 (6)	C6S—N2S—C4S—O2S	−5 (6)
O3—S2—C3—C2	180.000 (1)

Symmetry code: (i) x, −y, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O2W—H2W···O1^ii	0.86 (1)	1.91 (1)	2.7623 (18)	171 (3)
O2W—H3W···O1S	0.86 (1)	1.82 (4)	2.67 (4)	170 (4)
O2W—H3W···O2S	0.86 (1)	1.89 (3)	2.74 (3)	169 (3)
O2W—H3W···O2S^iii	0.86 (1)	1.65 (3)	2.51 (3)	172 (4)
O1W—H1W···O1^iv	0.87 (1)	1.88 (1)	2.7415 (18)	172 (3)
O4W—H5W···O2^v	0.87 (1)	1.93 (1)	2.7903 (17)	171 (2)
O4W—H6W···O3^vi	0.87 (1)	1.89 (1)	2.7532 (17)	172 (2)
O3W—H4W···O4^vi	0.87 (1)	1.88 (1)	2.7453 (17)	178 (2)
N2—H1N···O5	0.87 (3)	1.79 (3)	2.533 (3)	142 (3)

Symmetry codes: (ii) −x+3/2, −y+1/2, −z+1/2; (iii) x, −y+1, z; (iv) x+1/2, y−1/2, z+1/2; (v) x+1/2, y+1/2, z+1/2; (vi) −x+1/2, −y+1/2, −z+1/2.

Hexaaquanickel(II) 4-[2-(3,4-dimethylphenyl)hydrazin-1-ylidene]-3-oxo-3,4-dihydronaphthalene-2,7-disulfonate dimethylformamide monosolvate (V)

Crystal data

[Ni(H2O)6](C18H14N2O7S2)·C3H7NO	F(000) = 1408
Mr = 674.33	Dx = 1.561 Mg m^−3
Monoclinic, I2/m	Mo Kα radiation, λ = 0.71073 Å
a = 13.7212 (15) Å	Cell parameters from 1850 reflections
b = 6.7937 (7) Å	θ = 3.4–26.6°
c = 31.012 (4) Å	µ = 0.89 mm^−1
β = 97.144 (11)°	T = 100 K
V = 2868.4 (6) Å^3	Needle, red
Z = 4	0.08 × 0.02 × 0.01 mm

Data collection

Enhance dtrek diffractometer	2577 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0
ω scans	θmax = 25.0°, θmin = 2.3°
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015)	h = −16→16
Tmin = 0.671, Tmax = 1.000	k = −8→7
4178 measured reflections	l = −36→36
4178 independent reflections

Refinement

Refinement on F^2	49 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.090	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.214	w = 1/[σ^2(Fo^2) + (0.0654P)^2 + 44.5931P] where P = (Fo^2 + 2Fc^2)/3
S = 1.07	(Δ/σ)max < 0.001
4178 reflections	Δρmax = 0.63 e Å^−3
292 parameters	Δρmin = −0.64 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ni1	0.79208 (12)	0.0000	0.43362 (5)	0.0251 (4)
S2	−0.1106 (2)	0.0000	0.15397 (8)	0.0183 (6)
S1	0.3738 (2)	0.0000	0.04307 (8)	0.0168 (6)
O5	0.0300 (6)	0.0000	0.2380 (2)	0.0232 (17)
O4	−0.1411 (4)	0.1791 (7)	0.17407 (15)	0.0245 (12)
O3	−0.1386 (6)	0.0000	0.1068 (2)	0.0227 (17)
O1	0.4330 (4)	0.1788 (7)	0.04406 (15)	0.0244 (12)
O2	0.2928 (5)	0.0000	0.0074 (2)	0.0202 (16)
O2W	0.8836 (6)	0.2122 (12)	0.4157 (3)	0.067 (2)
H2W	0.931 (6)	0.273 (13)	0.432 (3)	0.081*
H3W	0.868 (8)	0.304 (10)	0.396 (2)	0.081*
O1W	0.8709 (9)	0.0000	0.4945 (3)	0.061 (3)
H1W	0.900 (7)	−0.101 (10)	0.508 (3)	0.074*
O4W	0.6994 (5)	0.2110 (7)	0.45301 (17)	0.0309 (13)
H5W	0.731 (5)	0.292 (8)	0.4719 (17)	0.037*
H6W	0.672 (5)	0.296 (8)	0.4338 (17)	0.037*
O3W	0.7174 (7)	0.0000	0.3723 (2)	0.032 (2)
H4W	0.693 (6)	0.107 (8)	0.359 (2)	0.038*
N2	0.2009 (7)	0.0000	0.2814 (3)	0.019 (2)
N1	0.2402 (7)	0.0000	0.2453 (3)	0.0176 (19)
C11	0.2583 (8)	0.0000	0.3219 (3)	0.018 (2)
C12	0.2087 (8)	0.0000	0.3590 (3)	0.019 (2)
C13	0.2662 (9)	0.0000	0.3995 (3)	0.024 (3)
H13	0.2344	0.0000	0.4250	0.029*
C14	0.3699 (9)	0.0000	0.4040 (3)	0.023 (3)
C15	0.4149 (9)	0.0000	0.3662 (3)	0.024 (3)
H15	0.4846	0.0000	0.3684	0.028*
C16	0.3608 (8)	0.0000	0.3258 (3)	0.020 (2)
H16	0.3932	0.0000	0.3005	0.024*
C1	0.1815 (8)	0.0000	0.2075 (3)	0.018 (2)
C2	0.0731 (8)	0.0000	0.2040 (3)	0.016 (2)
C3	0.0193 (8)	0.0000	0.1608 (3)	0.016 (2)
C4	0.0669 (8)	0.0000	0.1246 (3)	0.018 (2)
H4	0.0294	0.0000	0.0967	0.021*
C5	0.1719 (8)	0.0000	0.1277 (3)	0.018 (2)
C6	0.2294 (8)	0.0000	0.1684 (3)	0.016 (2)
C10	0.3333 (8)	0.0000	0.1696 (3)	0.016 (2)
H10	0.3738	0.0000	0.1968	0.019*
C9	0.3751 (8)	0.0000	0.1317 (3)	0.016 (2)
H9	0.4446	0.0000	0.1328	0.020*
C8	0.3173 (8)	0.0000	0.0918 (3)	0.016 (2)
C7	0.2154 (8)	0.0000	0.0890 (3)	0.020 (2)
H7	0.1761	0.0000	0.0616	0.024*
C17	0.4287 (11)	0.0000	0.4484 (4)	0.042 (3)
H17A	0.3905	−0.0630	0.4693	0.062*	0.5
H17B	0.4439	0.1359	0.4575	0.062*	0.5
H17C	0.4900	−0.0728	0.4474	0.062*	0.5
C18	0.0988 (9)	0.0000	0.3559 (4)	0.030 (3)
H18A	0.0724	0.1098	0.3376	0.046*	0.5
H18B	0.0791	0.0146	0.3851	0.046*	0.5
H18C	0.0732	−0.1244	0.3432	0.046*	0.5
O1S	0.862 (6)	0.498 (12)	0.3537 (11)	0.039 (6)	0.25
C2S	0.914 (3)	0.50 (2)	0.2464 (9)	0.044 (6)	0.25
H2S1	0.9258	0.3600	0.2445	0.067*	0.25
H2S2	0.9754	0.5735	0.2461	0.067*	0.25
H2S3	0.8668	0.5427	0.2216	0.067*	0.25
N1S	0.873 (5)	0.545 (6)	0.2866 (12)	0.040 (4)	0.25
C1S	0.869 (6)	0.417 (6)	0.3182 (12)	0.035 (4)	0.25
H1S	0.8725	0.2789	0.3144	0.042*	0.25
C3S	0.866 (5)	0.758 (6)	0.288 (2)	0.038 (5)	0.25
H3S1	0.8104	0.7991	0.2671	0.058*	0.25
H3S2	0.9253	0.8266	0.2821	0.058*	0.25
H3S3	0.8517	0.7910	0.3176	0.058*	0.25
O2S	0.864 (6)	0.538 (7)	0.3619 (11)	0.039 (6)	0.25
N2S	0.880 (4)	0.481 (7)	0.2881 (10)	0.040 (4)	0.25
C4S	0.868 (6)	0.583 (7)	0.3230 (12)	0.035 (4)	0.25
H4S	0.8601	0.7201	0.3176	0.042*	0.25
C5S	0.867 (3)	0.563 (6)	0.2444 (10)	0.044 (6)	0.25
H5S1	0.8751	0.7057	0.2459	0.067*	0.25
H5S2	0.8006	0.5314	0.2303	0.067*	0.25
H5S3	0.9156	0.5056	0.2275	0.067*	0.25
C6S	0.874 (5)	0.268 (6)	0.293 (2)	0.038 (5)	0.25
H6S1	0.8933	0.2318	0.3233	0.058*	0.25
H6S2	0.9189	0.2048	0.2747	0.058*	0.25
H6S3	0.8069	0.2238	0.2836	0.058*	0.25
H1N	0.1347 (12)	0.0000	0.277 (3)	0.02 (3)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0191 (9)	0.0232 (8)	0.0299 (8)	0.000	−0.0089 (6)	0.000
S2	0.0132 (15)	0.0200 (13)	0.0214 (13)	0.000	0.0006 (11)	0.000
S1	0.0176 (16)	0.0187 (12)	0.0137 (12)	0.000	−0.0002 (11)	0.000
O5	0.019 (5)	0.030 (4)	0.021 (4)	0.000	0.007 (3)	0.000
O4	0.019 (3)	0.027 (3)	0.027 (3)	0.004 (2)	0.000 (2)	−0.003 (2)
O3	0.019 (5)	0.024 (4)	0.023 (4)	0.000	−0.003 (3)	0.000
O1	0.029 (3)	0.023 (3)	0.022 (3)	−0.002 (2)	0.004 (2)	0.004 (2)
O2	0.020 (4)	0.028 (4)	0.012 (3)	0.000	−0.003 (3)	0.000
O2W	0.040 (5)	0.083 (6)	0.071 (5)	−0.033 (4)	−0.024 (4)	0.029 (4)
O1W	0.079 (9)	0.025 (5)	0.065 (7)	0.000	−0.054 (6)	0.000
O4W	0.040 (4)	0.020 (3)	0.028 (3)	0.002 (3)	−0.014 (3)	−0.002 (2)
O3W	0.044 (6)	0.023 (4)	0.026 (4)	0.000	−0.006 (4)	0.000
N2	0.021 (6)	0.019 (4)	0.017 (4)	0.000	0.001 (4)	0.000
N1	0.026 (6)	0.015 (4)	0.011 (4)	0.000	0.000 (4)	0.000
C11	0.021 (7)	0.016 (5)	0.017 (5)	0.000	−0.001 (5)	0.000
C12	0.022 (7)	0.013 (5)	0.022 (5)	0.000	0.003 (5)	0.000
C13	0.036 (8)	0.016 (5)	0.020 (5)	0.000	0.001 (5)	0.000
C14	0.033 (8)	0.017 (5)	0.019 (5)	0.000	0.001 (5)	0.000
C15	0.024 (7)	0.022 (5)	0.025 (6)	0.000	0.004 (5)	0.000
C16	0.021 (7)	0.021 (5)	0.016 (5)	0.000	−0.002 (5)	0.000
C1	0.018 (7)	0.017 (5)	0.018 (5)	0.000	0.000 (5)	0.000
C2	0.019 (7)	0.019 (5)	0.010 (5)	0.000	0.001 (4)	0.000
C3	0.012 (6)	0.013 (5)	0.022 (5)	0.000	−0.004 (4)	0.000
C4	0.020 (7)	0.012 (5)	0.020 (5)	0.000	0.001 (5)	0.000
C5	0.022 (7)	0.019 (5)	0.015 (5)	0.000	0.005 (5)	0.000
C6	0.020 (6)	0.013 (5)	0.015 (5)	0.000	0.005 (4)	0.000
C10	0.020 (6)	0.013 (5)	0.013 (5)	0.000	−0.006 (4)	0.000
C9	0.012 (6)	0.018 (5)	0.020 (5)	0.000	0.004 (4)	0.000
C8	0.018 (6)	0.010 (5)	0.020 (5)	0.000	0.001 (4)	0.000
C7	0.022 (7)	0.014 (5)	0.025 (6)	0.000	0.002 (5)	0.000
C17	0.058 (10)	0.047 (8)	0.018 (6)	0.000	−0.003 (6)	0.000
C18	0.036 (8)	0.024 (6)	0.032 (6)	0.000	0.009 (6)	0.000
O1S	0.037 (6)	0.062 (14)	0.019 (10)	0.026 (14)	0.007 (12)	−0.013 (11)
C2S	0.056 (13)	0.050 (13)	0.028 (7)	0.019 (13)	0.013 (9)	0.002 (11)
N1S	0.046 (8)	0.052 (10)	0.021 (5)	0.026 (12)	0.005 (5)	−0.003 (10)
C1S	0.037 (8)	0.057 (9)	0.010 (7)	0.029 (13)	0.005 (7)	−0.008 (10)
C3S	0.039 (11)	0.053 (10)	0.024 (9)	0.028 (14)	0.004 (8)	−0.005 (11)
O2S	0.037 (6)	0.062 (14)	0.019 (10)	0.026 (14)	0.007 (12)	−0.013 (11)
N2S	0.046 (8)	0.052 (10)	0.021 (5)	0.026 (12)	0.005 (5)	−0.003 (10)
C4S	0.037 (8)	0.057 (9)	0.010 (7)	0.029 (13)	0.005 (7)	−0.008 (10)
C5S	0.056 (13)	0.050 (13)	0.028 (7)	0.019 (13)	0.013 (9)	0.002 (11)
C6S	0.039 (11)	0.053 (10)	0.024 (9)	0.028 (14)	0.004 (8)	−0.005 (11)

Geometric parameters (Å, º)

Ni1—O2W	2.034 (7)	C4—C5	1.431 (15)
Ni1—O2W^i	2.034 (7)	C4—H4	0.9500
Ni1—O3W	2.044 (8)	C5—C6	1.402 (14)
Ni1—O1W	2.055 (10)	C5—C7	1.405 (13)
Ni1—O4W^i	2.055 (6)	C6—C10	1.421 (15)
Ni1—O4W	2.055 (6)	C10—C9	1.371 (13)
S2—O4^i	1.452 (5)	C10—H10	0.9500
S2—O4	1.452 (5)	C9—C8	1.383 (14)
S2—O3	1.466 (7)	C9—H9	0.9500
S2—C3	1.768 (11)	C8—C7	1.390 (15)
S1—O1^i	1.460 (5)	C7—H7	0.9500
S1—O1	1.460 (5)	C17—H17A	0.9800
S1—O2	1.468 (7)	C17—H17B	0.9800
S1—C8	1.782 (10)	C17—H17C	0.9800
O5—C2	1.271 (11)	C18—H18A	0.9800
O2W—H2W	0.876 (13)	C18—H18B	0.9800
O2W—H3W	0.878 (13)	C18—H18C	0.9800
O1W—H1W	0.880 (13)	O1S—C1S	1.247 (13)
O4W—H5W	0.875 (13)	C2S—N1S	1.456 (13)
O4W—H6W	0.878 (13)	C2S—H2S1	0.9800
O3W—H4W	0.877 (13)	C2S—H2S2	0.9800
N2—N1	1.302 (11)	C2S—H2S3	0.9800
N2—C11	1.396 (13)	N1S—C1S	1.311 (12)
N2—H1N	0.902 (13)	N1S—C3S	1.457 (13)
N1—C1	1.336 (13)	C1S—H1S	0.9500
C11—C16	1.396 (16)	C3S—H3S1	0.9780
C11—C12	1.408 (14)	C3S—H3S2	0.9786
C12—C13	1.398 (15)	C3S—H3S3	0.9798
C12—C18	1.498 (17)	O2S—C4S	1.249 (13)
C13—C14	1.411 (17)	N2S—C4S	1.313 (12)
C13—H13	0.9500	N2S—C5S	1.455 (13)
C14—C15	1.391 (14)	N2S—C6S	1.457 (13)
C14—C17	1.509 (16)	C4S—H4S	0.9500
C15—C16	1.374 (15)	C5S—H5S1	0.9800
C15—H15	0.9500	C5S—H5S2	0.9800
C16—H16	0.9500	C5S—H5S3	0.9800
C1—C6	1.451 (13)	C6S—H6S1	0.9800
C1—C2	1.478 (15)	C6S—H6S2	0.9800
C2—C3	1.447 (14)	C6S—H6S3	0.9800
C3—C4	1.366 (13)
O2W—Ni1—O2W^i	90.3 (6)	C5—C4—H4	119.2
O2W—Ni1—O3W	90.1 (3)	C6—C5—C7	121.1 (10)
O2W^i—Ni1—O3W	90.1 (3)	C6—C5—C4	120.6 (9)
O2W—Ni1—O1W	88.7 (3)	C7—C5—C4	118.3 (10)
O2W^i—Ni1—O1W	88.7 (3)	C5—C6—C10	118.3 (9)
O3W—Ni1—O1W	178.3 (5)	C5—C6—C1	119.4 (10)
O2W—Ni1—O4W^i	178.7 (3)	C10—C6—C1	122.3 (10)
O2W^i—Ni1—O4W^i	90.6 (3)	C9—C10—C6	120.2 (10)
O3W—Ni1—O4W^i	90.9 (2)	C9—C10—H10	119.9
O1W—Ni1—O4W^i	90.3 (3)	C6—C10—H10	119.9
O2W—Ni1—O4W	90.6 (3)	C10—C9—C8	120.8 (10)
O2W^i—Ni1—O4W	178.7 (3)	C10—C9—H9	119.6
O3W—Ni1—O4W	90.9 (2)	C8—C9—H9	119.6
O1W—Ni1—O4W	90.3 (3)	C9—C8—C7	121.0 (9)
O4W^i—Ni1—O4W	88.5 (3)	C9—C8—S1	119.8 (8)
O4^i—S2—O4	113.8 (4)	C7—C8—S1	119.2 (8)
O4^i—S2—O3	112.0 (3)	C8—C7—C5	118.6 (10)
O4—S2—O3	112.0 (3)	C8—C7—H7	120.7
O4^i—S2—C3	106.8 (3)	C5—C7—H7	120.7
O4—S2—C3	106.8 (3)	C14—C17—H17A	109.5
O3—S2—C3	104.8 (5)	C14—C17—H17B	109.5
O1^i—S1—O1	112.7 (4)	H17A—C17—H17B	109.5
O1^i—S1—O2	112.5 (3)	C14—C17—H17C	109.5
O1—S1—O2	112.5 (3)	H17A—C17—H17C	109.5
O1^i—S1—C8	106.4 (3)	H17B—C17—H17C	109.5
O1—S1—C8	106.4 (3)	C12—C18—H18A	109.5
O2—S1—C8	105.8 (5)	C12—C18—H18B	109.5
Ni1—O2W—H2W	128 (7)	H18A—C18—H18B	109.5
Ni1—O2W—H3W	126 (7)	C12—C18—H18C	109.5
H2W—O2W—H3W	99 (3)	H18A—C18—H18C	109.5
Ni1—O1W—H1W	127 (7)	H18B—C18—H18C	109.5
Ni1—O4W—H5W	111 (5)	N1S—C2S—H2S1	109.5
Ni1—O4W—H6W	119 (5)	N1S—C2S—H2S2	109.5
H5W—O4W—H6W	100 (3)	H2S1—C2S—H2S2	109.5
Ni1—O3W—H4W	123 (6)	N1S—C2S—H2S3	109.5
N1—N2—C11	121.8 (10)	H2S1—C2S—H2S3	109.5
N1—N2—H1N	113 (7)	H2S2—C2S—H2S3	109.5
C11—N2—H1N	125 (7)	C1S—N1S—C2S	124 (5)
N2—N1—C1	119.1 (10)	C1S—N1S—C3S	128 (4)
N2—C11—C16	121.8 (9)	C2S—N1S—C3S	105 (7)
N2—C11—C12	117.3 (10)	O1S—C1S—N1S	113 (4)
C16—C11—C12	120.9 (10)	O1S—C1S—H1S	123.6
C13—C12—C11	117.2 (11)	N1S—C1S—H1S	123.6
C13—C12—C18	120.6 (9)	N1S—C3S—H3S1	108.1
C11—C12—C18	122.2 (10)	N1S—C3S—H3S2	113.7
C12—C13—C14	122.6 (10)	H3S1—C3S—H3S2	109.5
C12—C13—H13	118.7	N1S—C3S—H3S3	106.2
C14—C13—H13	118.7	H3S1—C3S—H3S3	109.5
C15—C14—C13	117.7 (10)	H3S2—C3S—H3S3	109.7
C15—C14—C17	121.8 (12)	C4S—N2S—C5S	124 (4)
C13—C14—C17	120.6 (10)	C4S—N2S—C6S	115 (4)
C16—C15—C14	121.4 (11)	C5S—N2S—C6S	118 (4)
C16—C15—H15	119.3	O2S—C4S—N2S	134 (4)
C14—C15—H15	119.3	O2S—C4S—H4S	113.2
C15—C16—C11	120.3 (10)	N2S—C4S—H4S	113.2
C15—C16—H16	119.9	N2S—C5S—H5S1	109.5
C11—C16—H16	119.9	N2S—C5S—H5S2	109.5
N1—C1—C6	116.6 (10)	H5S1—C5S—H5S2	109.5
N1—C1—C2	123.8 (9)	N2S—C5S—H5S3	109.5
C6—C1—C2	119.6 (9)	H5S1—C5S—H5S3	109.5
O5—C2—C3	122.1 (10)	H5S2—C5S—H5S3	109.5
O5—C2—C1	120.4 (9)	N2S—C6S—H6S1	109.5
C3—C2—C1	117.5 (8)	N2S—C6S—H6S2	109.5
C4—C3—C2	121.3 (10)	H6S1—C6S—H6S2	109.5
C4—C3—S2	118.6 (8)	N2S—C6S—H6S3	109.5
C2—C3—S2	120.1 (7)	H6S1—C6S—H6S3	109.5
C3—C4—C5	121.7 (10)	H6S2—C6S—H6S3	109.5
C3—C4—H4	119.2
C11—N2—N1—C1	180.000 (2)	C2—C3—C4—C5	0.000 (1)
N1—N2—C11—C16	0.000 (3)	S2—C3—C4—C5	180.000 (1)
N1—N2—C11—C12	180.000 (2)	C3—C4—C5—C6	0.000 (1)
N2—C11—C12—C13	180.000 (3)	C3—C4—C5—C7	180.000 (1)
C16—C11—C12—C13	0.000 (3)	C7—C5—C6—C10	0.000 (1)
N2—C11—C12—C18	0.000 (3)	C4—C5—C6—C10	180.000 (1)
C16—C11—C12—C18	180.000 (3)	C7—C5—C6—C1	180.000 (1)
C11—C12—C13—C14	0.000 (4)	C4—C5—C6—C1	0.000 (1)
C18—C12—C13—C14	180.000 (3)	N1—C1—C6—C5	180.000 (2)
C12—C13—C14—C15	0.000 (4)	C2—C1—C6—C5	0.000 (2)
C12—C13—C14—C17	180.000 (3)	N1—C1—C6—C10	0.000 (2)
C13—C14—C15—C16	0.000 (4)	C2—C1—C6—C10	180.000 (1)
C17—C14—C15—C16	180.000 (3)	C5—C6—C10—C9	0.000 (2)
C14—C15—C16—C11	0.000 (3)	C1—C6—C10—C9	180.000 (1)
N2—C11—C16—C15	180.000 (2)	C6—C10—C9—C8	0.000 (1)
C12—C11—C16—C15	0.000 (3)	C10—C9—C8—C7	0.000 (1)
N2—N1—C1—C6	180.000 (2)	C10—C9—C8—S1	180.000 (1)
N2—N1—C1—C2	0.000 (2)	O1^i—S1—C8—C9	60.2 (3)
N1—C1—C2—O5	0.000 (2)	O1—S1—C8—C9	−60.2 (3)
C6—C1—C2—O5	180.000 (1)	O2—S1—C8—C9	180.000 (1)
N1—C1—C2—C3	180.000 (2)	O1^i—S1—C8—C7	−119.8 (3)
C6—C1—C2—C3	0.000 (2)	O1—S1—C8—C7	119.8 (3)
O5—C2—C3—C4	180.000 (2)	O2—S1—C8—C7	0.000 (1)
C1—C2—C3—C4	0.000 (1)	C9—C8—C7—C5	0.000 (1)
O5—C2—C3—S2	0.000 (2)	S1—C8—C7—C5	180.000 (1)
C1—C2—C3—S2	180.000 (1)	C6—C5—C7—C8	0.000 (1)
O4^i—S2—C3—C4	119.0 (2)	C4—C5—C7—C8	180.000 (1)
O4—S2—C3—C4	−119.0 (2)	C2S—N1S—C1S—O1S	159 (7)
O3—S2—C3—C4	0.000 (1)	C3S—N1S—C1S—O1S	−2 (11)
O4^i—S2—C3—C2	−61.0 (2)	C5S—N2S—C4S—O2S	171 (8)
O4—S2—C3—C2	61.0 (2)	C6S—N2S—C4S—O2S	11 (12)
O3—S2—C3—C2	180.000 (1)

Symmetry code: (i) x, −y, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O2W—H2W···O1^ii	0.88 (1)	1.95 (5)	2.767 (9)	154 (11)
O2W—H3W···O1S	0.88 (1)	1.85 (7)	2.72 (6)	169 (11)
O2W—H3W···O2S	0.88 (1)	1.91 (6)	2.77 (5)	165 (9)
O2W—H3W···O2S^iii	0.88 (1)	1.51 (5)	2.37 (4)	168 (12)
O1W—H1W···O1^iv	0.88 (1)	1.88 (3)	2.743 (8)	166 (10)
O4W—H5W···O2^v	0.88 (1)	1.92 (2)	2.793 (7)	172 (6)
O4W—H6W···O3^vi	0.88 (1)	1.89 (2)	2.758 (7)	169 (7)
O3W—H4W···O4^vi	0.88 (1)	1.87 (2)	2.747 (7)	174 (8)
N2—H1N···O5	0.90 (1)	1.77 (6)	2.556 (13)	145 (9)

Symmetry codes: (ii) −x+3/2, −y+1/2, −z+1/2; (iii) x, −y+1, z; (iv) x+1/2, y−1/2, z+1/2; (v) x+1/2, y+1/2, z+1/2; (vi) −x+1/2, −y+1/2, −z+1/2.

Hexaaquacopper(II) 4-[2-(3,4-dimethylphenyl)hydrazin-1-ylidene]-3-oxo-3,4-dihydronaphthalene-2,7-disulfonate dimethylformamide monosolvate (VI)

Crystal data

[Cu(H2O)6](C18H14N2O7S2)·C3H7NO	F(000) = 1412
Mr = 679.16	Dx = 1.577 Mg m^−3
Monoclinic, I2/m	Mo Kα radiation, λ = 0.71073 Å
a = 13.7392 (8) Å	Cell parameters from 2841 reflections
b = 6.7872 (3) Å	θ = 3.1–27.0°
c = 30.9083 (18) Å	µ = 0.98 mm^−1
β = 97.008 (5)°	T = 100 K
V = 2860.7 (3) Å^3	Needle, red
Z = 4	0.06 × 0.01 × 0.01 mm

Data collection

XtaLab AFC12 diffractometer	2481 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.079
ω scans	θmax = 27.0°, θmin = 3.0°
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015)	h = −17→17
Tmin = 0.514, Tmax = 1.000	k = −8→8
13907 measured reflections	l = −39→39
3384 independent reflections

Refinement

Refinement on F^2	49 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.079	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.195	w = 1/[σ^2(Fo^2) + (0.0946P)^2 + 4.2727P] where P = (Fo^2 + 2Fc^2)/3
S = 1.12	(Δ/σ)max < 0.001
3384 reflections	Δρmax = 1.27 e Å^−3
290 parameters	Δρmin = −0.67 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cu1	0.79053 (6)	0.0000	0.43356 (3)	0.0260 (3)
S2	−0.10836 (12)	0.0000	0.15345 (5)	0.0227 (4)
S1	0.37836 (12)	0.0000	0.04321 (5)	0.0211 (4)
O5	0.0309 (3)	0.0000	0.23752 (15)	0.0264 (11)
O4	−0.1387 (2)	0.1785 (5)	0.17358 (11)	0.0310 (8)
O3	−0.1370 (3)	0.0000	0.10613 (15)	0.0285 (11)
O1	0.4369 (3)	0.1784 (5)	0.04456 (10)	0.0330 (9)
O2	0.2993 (4)	0.0000	0.00676 (14)	0.0279 (11)
O2W	0.8794 (4)	0.2156 (9)	0.41423 (17)	0.0713 (15)
H2W	0.9409 (18)	0.203 (9)	0.425 (2)	0.086*
H3W	0.875 (5)	0.344 (3)	0.418 (2)	0.086*
O1W	0.8725 (5)	0.0000	0.4951 (2)	0.0529 (16)
H1W	0.896 (4)	−0.107 (6)	0.5084 (18)	0.064*
O4W	0.7004 (3)	0.2131 (5)	0.45395 (12)	0.0393 (9)
H5W	0.726 (4)	0.298 (5)	0.4735 (11)	0.047*
H6W	0.674 (4)	0.296 (5)	0.4340 (11)	0.047*
O3W	0.7101 (5)	0.0000	0.3725 (2)	0.0525 (17)
H4W	0.680 (4)	0.098 (6)	0.3583 (17)	0.063*
N2	0.1998 (4)	0.0000	0.28108 (17)	0.0173 (11)
N1	0.2390 (4)	0.0000	0.24508 (16)	0.0177 (11)
C11	0.2567 (5)	0.0000	0.3223 (2)	0.0188 (13)
C12	0.2081 (5)	0.0000	0.3595 (2)	0.0201 (14)
C13	0.2638 (5)	0.0000	0.3997 (2)	0.0250 (15)
H13	0.2316	0.0000	0.4252	0.030*
C14	0.3668 (5)	0.0000	0.4041 (2)	0.0226 (14)
C15	0.4128 (5)	0.0000	0.3664 (2)	0.0231 (14)
H15	0.4824	0.0000	0.3688	0.028*
C16	0.3590 (5)	0.0000	0.3255 (2)	0.0197 (14)
H16	0.3912	0.0000	0.3000	0.024*
C1	0.1817 (5)	0.0000	0.20708 (19)	0.0174 (13)
C2	0.0748 (5)	0.0000	0.2036 (2)	0.0199 (14)
C3	0.0208 (5)	0.0000	0.1601 (2)	0.0188 (13)
C4	0.0696 (5)	0.0000	0.1246 (2)	0.0191 (13)
H4	0.0325	0.0000	0.0966	0.023*
C5	0.1741 (5)	0.0000	0.1272 (2)	0.0177 (13)
C6	0.2317 (4)	0.0000	0.1680 (2)	0.0150 (12)
C10	0.3331 (5)	0.0000	0.16936 (19)	0.0174 (13)
H10	0.3729	0.0000	0.1968	0.021*
C9	0.3767 (5)	0.0000	0.1319 (2)	0.0195 (13)
H9	0.4462	0.0000	0.1337	0.023*
C8	0.3207 (5)	0.0000	0.0913 (2)	0.0200 (14)
C7	0.2190 (5)	0.0000	0.0886 (2)	0.0205 (14)
H7	0.1802	0.0000	0.0610	0.025*
C17	0.4281 (6)	0.0000	0.4489 (2)	0.0397 (19)
H17A	0.3940	−0.0756	0.4695	0.060*	0.5
H17B	0.4375	0.1358	0.4593	0.060*	0.5
H17C	0.4921	−0.0603	0.4466	0.060*	0.5
C18	0.0976 (5)	0.0000	0.3559 (2)	0.0281 (16)
H18A	0.0770	0.0027	0.3852	0.042*	0.5
H18B	0.0721	−0.1192	0.3406	0.042*	0.5
H18C	0.0720	0.1165	0.3396	0.042*	0.5
O1S	0.860 (4)	0.541 (5)	0.3524 (8)	0.056 (5)	0.25
C2S	0.9230 (16)	0.509 (12)	0.2491 (5)	0.044 (4)	0.25
H2S1	0.9558	0.3814	0.2545	0.066*	0.25
H2S2	0.9720	0.6107	0.2456	0.066*	0.25
H2S3	0.8763	0.5010	0.2225	0.066*	0.25
N1S	0.871 (2)	0.558 (4)	0.2860 (7)	0.045 (3)	0.25
C1S	0.861 (2)	0.438 (4)	0.3188 (7)	0.034 (3)	0.25
H1S	0.8547	0.2987	0.3172	0.041*	0.25
C3S	0.855 (2)	0.770 (4)	0.2864 (11)	0.044 (4)	0.25
H3S1	0.7993	0.8103	0.2653	0.066*	0.25
H3S2	0.9142	0.8378	0.2803	0.066*	0.25
H3S3	0.8406	0.8022	0.3158	0.066*	0.25
O2S	0.865 (4)	0.538 (5)	0.3621 (8)	0.056 (5)	0.25
N2S	0.882 (2)	0.492 (4)	0.2903 (5)	0.045 (3)	0.25
C4S	0.877 (2)	0.604 (4)	0.3250 (6)	0.034 (3)	0.25
H4S	0.8833	0.7428	0.3217	0.041*	0.25
C5S	0.8763 (19)	0.567 (4)	0.2457 (6)	0.044 (4)	0.25
H5S1	0.8777	0.7109	0.2461	0.066*	0.25
H5S2	0.8152	0.5215	0.2289	0.066*	0.25
H5S3	0.9324	0.5170	0.2322	0.066*	0.25
C6S	0.876 (2)	0.278 (4)	0.2943 (11)	0.044 (4)	0.25
H6S1	0.8958	0.2402	0.3247	0.066*	0.25
H6S2	0.9192	0.2161	0.2755	0.066*	0.25
H6S3	0.8081	0.2354	0.2855	0.066*	0.25
H1N	0.1341 (10)	0.0000	0.280 (2)	0.04 (2)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0240 (5)	0.0247 (5)	0.0277 (5)	0.000	−0.0039 (4)	0.000
S2	0.0128 (8)	0.0239 (9)	0.0303 (9)	0.000	−0.0016 (7)	0.000
S1	0.0210 (9)	0.0241 (9)	0.0178 (8)	0.000	0.0012 (6)	0.000
O5	0.017 (2)	0.035 (3)	0.028 (3)	0.000	0.004 (2)	0.000
O4	0.0181 (18)	0.032 (2)	0.042 (2)	0.0047 (15)	−0.0013 (15)	−0.0060 (16)
O3	0.014 (2)	0.035 (3)	0.035 (3)	0.000	−0.005 (2)	0.000
O1	0.035 (2)	0.040 (2)	0.0251 (17)	−0.0130 (17)	0.0076 (16)	−0.0013 (15)
O2	0.030 (3)	0.033 (3)	0.019 (2)	0.000	−0.002 (2)	0.000
O2W	0.045 (3)	0.103 (4)	0.062 (3)	−0.036 (3)	−0.012 (2)	0.022 (3)
O1W	0.067 (5)	0.018 (3)	0.069 (4)	0.000	−0.011 (3)	0.000
O4W	0.047 (2)	0.034 (2)	0.031 (2)	−0.0091 (19)	−0.0209 (17)	0.0061 (16)
O3W	0.065 (5)	0.024 (3)	0.061 (4)	0.000	−0.022 (3)	0.000
N2	0.011 (3)	0.019 (3)	0.022 (3)	0.000	0.001 (2)	0.000
N1	0.015 (3)	0.016 (3)	0.022 (3)	0.000	0.002 (2)	0.000
C11	0.015 (3)	0.013 (3)	0.029 (3)	0.000	0.005 (3)	0.000
C12	0.023 (4)	0.012 (3)	0.026 (3)	0.000	0.009 (3)	0.000
C13	0.036 (4)	0.016 (3)	0.026 (3)	0.000	0.013 (3)	0.000
C14	0.024 (4)	0.020 (3)	0.023 (3)	0.000	−0.004 (3)	0.000
C15	0.023 (4)	0.015 (3)	0.031 (4)	0.000	0.001 (3)	0.000
C16	0.028 (4)	0.011 (3)	0.021 (3)	0.000	0.005 (3)	0.000
C1	0.016 (3)	0.013 (3)	0.022 (3)	0.000	0.000 (3)	0.000
C2	0.016 (3)	0.016 (3)	0.028 (3)	0.000	0.005 (3)	0.000
C3	0.015 (3)	0.013 (3)	0.028 (3)	0.000	0.000 (3)	0.000
C4	0.016 (3)	0.015 (3)	0.025 (3)	0.000	−0.003 (3)	0.000
C5	0.013 (3)	0.011 (3)	0.029 (3)	0.000	0.001 (3)	0.000
C6	0.013 (3)	0.007 (3)	0.025 (3)	0.000	0.004 (2)	0.000
C10	0.018 (3)	0.014 (3)	0.019 (3)	0.000	−0.002 (3)	0.000
C9	0.017 (3)	0.017 (3)	0.025 (3)	0.000	0.002 (3)	0.000
C8	0.022 (4)	0.017 (3)	0.022 (3)	0.000	0.003 (3)	0.000
C7	0.022 (4)	0.015 (3)	0.023 (3)	0.000	−0.006 (3)	0.000
C17	0.042 (5)	0.051 (5)	0.024 (4)	0.000	−0.006 (3)	0.000
C18	0.025 (4)	0.027 (4)	0.034 (4)	0.000	0.012 (3)	0.000
O1S	0.050 (6)	0.073 (12)	0.040 (8)	0.015 (5)	−0.008 (10)	−0.021 (6)
C2S	0.057 (10)	0.050 (10)	0.026 (5)	0.010 (8)	0.009 (6)	0.010 (7)
N1S	0.048 (6)	0.054 (9)	0.033 (4)	0.014 (7)	0.001 (4)	0.006 (6)
C1S	0.034 (6)	0.059 (9)	0.010 (5)	0.023 (6)	0.001 (5)	0.008 (5)
C3S	0.037 (9)	0.045 (10)	0.052 (8)	0.007 (7)	0.010 (7)	−0.003 (7)
O2S	0.050 (6)	0.073 (12)	0.040 (8)	0.015 (5)	−0.008 (10)	−0.021 (6)
N2S	0.048 (6)	0.054 (9)	0.033 (4)	0.014 (7)	0.001 (4)	0.006 (6)
C4S	0.034 (6)	0.059 (9)	0.010 (5)	0.023 (6)	0.001 (5)	0.008 (5)
C5S	0.057 (10)	0.050 (10)	0.026 (5)	0.010 (8)	0.009 (6)	0.010 (7)
C6S	0.037 (9)	0.045 (10)	0.052 (8)	0.007 (7)	0.010 (7)	−0.003 (7)

Geometric parameters (Å, º)

Cu1—O2W^i	2.041 (4)	C4—C5	1.428 (8)
Cu1—O2W	2.041 (5)	C4—H4	0.9500
Cu1—O4W^i	2.053 (4)	C5—C6	1.406 (9)
Cu1—O4W	2.053 (4)	C5—C7	1.408 (9)
Cu1—O3W	2.067 (6)	C6—C10	1.390 (8)
Cu1—O1W	2.088 (7)	C10—C9	1.366 (8)
S2—O4^i	1.446 (3)	C10—H10	0.9500
S2—O4	1.446 (3)	C9—C8	1.391 (9)
S2—O3	1.467 (5)	C9—H9	0.9500
S2—C3	1.761 (7)	C8—C7	1.389 (9)
S1—O1	1.451 (3)	C7—H7	0.9500
S1—O1^i	1.452 (3)	C17—H17A	0.9800
S1—O2	1.467 (5)	C17—H17B	0.9800
S1—C8	1.767 (6)	C17—H17C	0.9800
O5—C2	1.273 (7)	C18—H18A	0.9800
O2W—H2W	0.876 (10)	C18—H18B	0.9800
O2W—H3W	0.880 (10)	C18—H18C	0.9800
O1W—H1W	0.877 (10)	O1S—C1S	1.251 (10)
O4W—H5W	0.876 (10)	C2S—N1S	1.459 (10)
O4W—H6W	0.879 (10)	C2S—H2S1	0.9800
O3W—H4W	0.875 (10)	C2S—H2S2	0.9800
N2—N1	1.294 (7)	C2S—H2S3	0.9800
N2—C11	1.412 (8)	N1S—C1S	1.319 (10)
N2—H1N	0.898 (10)	N1S—C3S	1.453 (10)
N1—C1	1.332 (8)	C1S—H1S	0.9500
C11—C16	1.397 (9)	C3S—H3S1	0.9785
C11—C12	1.399 (8)	C3S—H3S2	0.9787
C12—C13	1.376 (9)	C3S—H3S3	0.9765
C12—C18	1.509 (9)	O2S—C4S	1.261 (10)
C13—C14	1.405 (10)	N2S—C4S	1.322 (10)
C13—H13	0.9500	N2S—C5S	1.459 (10)
C14—C15	1.391 (9)	N2S—C6S	1.461 (10)
C14—C17	1.531 (9)	C4S—H4S	0.9500
C15—C16	1.385 (9)	C5S—H5S1	0.9800
C15—H15	0.9500	C5S—H5S2	0.9800
C16—H16	0.9500	C5S—H5S3	0.9800
C1—C6	1.459 (8)	C6S—H6S1	0.9800
C1—C2	1.459 (9)	C6S—H6S2	0.9800
C2—C3	1.454 (9)	C6S—H6S3	0.9800
C3—C4	1.354 (8)
O2W^i—Cu1—O2W	91.6 (4)	C5—C4—H4	118.4
O2W^i—Cu1—O4W^i	89.4 (2)	C6—C5—C7	120.3 (6)
O2W—Cu1—O4W^i	178.8 (2)	C6—C5—C4	120.1 (6)
O2W^i—Cu1—O4W	178.8 (2)	C7—C5—C4	119.6 (6)
O2W—Cu1—O4W	89.4 (2)	C10—C6—C5	118.6 (5)
O4W^i—Cu1—O4W	89.6 (2)	C10—C6—C1	123.2 (6)
O2W^i—Cu1—O3W	90.3 (2)	C5—C6—C1	118.3 (5)
O2W—Cu1—O3W	90.3 (2)	C9—C10—C6	121.1 (6)
O4W^i—Cu1—O3W	90.28 (18)	C9—C10—H10	119.4
O4W—Cu1—O3W	90.28 (18)	C6—C10—H10	119.4
O2W^i—Cu1—O1W	89.5 (2)	C10—C9—C8	120.9 (6)
O2W—Cu1—O1W	89.5 (2)	C10—C9—H9	119.5
O4W^i—Cu1—O1W	89.94 (17)	C8—C9—H9	119.5
O4W—Cu1—O1W	89.94 (17)	C7—C8—C9	119.7 (6)
O3W—Cu1—O1W	179.7 (3)	C7—C8—S1	120.0 (5)
O4^i—S2—O4	113.8 (3)	C9—C8—S1	120.3 (5)
O4^i—S2—O3	111.86 (17)	C8—C7—C5	119.4 (6)
O4—S2—O3	111.86 (17)	C8—C7—H7	120.3
O4^i—S2—C3	106.81 (18)	C5—C7—H7	120.3
O4—S2—C3	106.81 (18)	C14—C17—H17A	109.5
O3—S2—C3	105.1 (3)	C14—C17—H17B	109.5
O1—S1—O1^i	113.1 (3)	H17A—C17—H17B	109.5
O1—S1—O2	112.22 (17)	C14—C17—H17C	109.5
O1^i—S1—O2	112.22 (17)	H17A—C17—H17C	109.5
O1—S1—C8	106.23 (18)	H17B—C17—H17C	109.5
O1^i—S1—C8	106.23 (18)	C12—C18—H18A	109.5
O2—S1—C8	106.2 (3)	C12—C18—H18B	109.5
Cu1—O2W—H2W	114 (5)	H18A—C18—H18B	109.5
Cu1—O2W—H3W	128 (5)	C12—C18—H18C	109.5
H2W—O2W—H3W	98 (2)	H18A—C18—H18C	109.5
Cu1—O1W—H1W	124 (4)	H18B—C18—H18C	109.5
Cu1—O4W—H5W	118 (4)	N1S—C2S—H2S1	109.3
Cu1—O4W—H6W	116 (3)	N1S—C2S—H2S2	109.7
H5W—O4W—H6W	99 (2)	H2S1—C2S—H2S2	109.5
Cu1—O3W—H4W	129 (4)	N1S—C2S—H2S3	109.4
N1—N2—C11	122.2 (5)	H2S1—C2S—H2S3	109.5
N1—N2—H1N	119 (5)	H2S2—C2S—H2S3	109.5
C11—N2—H1N	119 (5)	C1S—N1S—C3S	125 (2)
N2—N1—C1	119.6 (5)	C1S—N1S—C2S	124 (3)
C16—C11—C12	121.3 (6)	C3S—N1S—C2S	109 (4)
C16—C11—N2	120.4 (5)	O1S—C1S—N1S	108 (2)
C12—C11—N2	118.4 (6)	O1S—C1S—H1S	126.1
C13—C12—C11	118.2 (6)	N1S—C1S—H1S	126.1
C13—C12—C18	120.7 (6)	N1S—C3S—H3S1	112.3
C11—C12—C18	121.1 (6)	N1S—C3S—H3S2	109.6
C12—C13—C14	122.0 (6)	H3S1—C3S—H3S2	109.8
C12—C13—H13	119.0	N1S—C3S—H3S3	106.2
C14—C13—H13	119.0	H3S1—C3S—H3S3	109.4
C15—C14—C13	118.3 (6)	H3S2—C3S—H3S3	109.6
C15—C14—C17	120.1 (6)	C4S—N2S—C5S	124 (2)
C13—C14—C17	121.6 (6)	C4S—N2S—C6S	120 (2)
C16—C15—C14	121.2 (6)	C5S—N2S—C6S	115 (2)
C16—C15—H15	119.4	O2S—C4S—N2S	124 (3)
C14—C15—H15	119.4	O2S—C4S—H4S	118.0
C15—C16—C11	119.0 (6)	N2S—C4S—H4S	118.0
C15—C16—H16	120.5	N2S—C5S—H5S1	109.5
C11—C16—H16	120.5	N2S—C5S—H5S2	109.5
N1—C1—C6	116.3 (6)	H5S1—C5S—H5S2	109.5
N1—C1—C2	123.2 (6)	N2S—C5S—H5S3	109.5
C6—C1—C2	120.6 (6)	H5S1—C5S—H5S3	109.5
O5—C2—C3	121.5 (6)	H5S2—C5S—H5S3	109.5
O5—C2—C1	120.8 (6)	N2S—C6S—H6S1	109.5
C3—C2—C1	117.7 (5)	N2S—C6S—H6S2	109.5
C4—C3—C2	120.1 (6)	H6S1—C6S—H6S2	109.5
C4—C3—S2	119.8 (5)	N2S—C6S—H6S3	109.5
C2—C3—S2	120.1 (5)	H6S1—C6S—H6S3	109.5
C3—C4—C5	123.3 (6)	H6S2—C6S—H6S3	109.5
C3—C4—H4	118.4
C11—N2—N1—C1	180.000 (1)	C2—C3—C4—C5	0.000 (1)
N1—N2—C11—C16	0.000 (1)	S2—C3—C4—C5	180.000 (1)
N1—N2—C11—C12	180.000 (1)	C3—C4—C5—C6	0.000 (1)
C16—C11—C12—C13	0.000 (2)	C3—C4—C5—C7	180.000 (1)
N2—C11—C12—C13	180.000 (2)	C7—C5—C6—C10	0.000 (1)
C16—C11—C12—C18	180.000 (2)	C4—C5—C6—C10	180.000 (1)
N2—C11—C12—C18	0.000 (2)	C7—C5—C6—C1	180.000 (1)
C11—C12—C13—C14	0.000 (2)	C4—C5—C6—C1	0.000 (1)
C18—C12—C13—C14	180.000 (2)	N1—C1—C6—C10	0.000 (1)
C12—C13—C14—C15	0.000 (2)	C2—C1—C6—C10	180.000 (1)
C12—C13—C14—C17	180.000 (2)	N1—C1—C6—C5	180.000 (1)
C13—C14—C15—C16	0.000 (2)	C2—C1—C6—C5	0.000 (1)
C17—C14—C15—C16	180.000 (2)	C5—C6—C10—C9	0.000 (1)
C14—C15—C16—C11	0.000 (2)	C1—C6—C10—C9	180.000 (1)
C12—C11—C16—C15	0.000 (2)	C6—C10—C9—C8	0.000 (1)
N2—C11—C16—C15	180.000 (1)	C10—C9—C8—C7	0.000 (1)
N2—N1—C1—C6	180.000 (1)	C10—C9—C8—S1	180.000 (1)
N2—N1—C1—C2	0.000 (1)	O1—S1—C8—C7	119.67 (17)
N1—C1—C2—O5	0.000 (1)	O1^i—S1—C8—C7	−119.67 (17)
C6—C1—C2—O5	180.000 (1)	O2—S1—C8—C7	0.000 (1)
N1—C1—C2—C3	180.000 (1)	O1—S1—C8—C9	−60.33 (17)
C6—C1—C2—C3	0.000 (1)	O1^i—S1—C8—C9	60.33 (17)
O5—C2—C3—C4	180.000 (1)	O2—S1—C8—C9	180.000 (1)
C1—C2—C3—C4	0.000 (1)	C9—C8—C7—C5	0.000 (1)
O5—C2—C3—S2	0.000 (1)	S1—C8—C7—C5	180.000 (1)
C1—C2—C3—S2	180.000 (1)	C6—C5—C7—C8	0.000 (1)
O4^i—S2—C3—C4	118.96 (17)	C4—C5—C7—C8	180.000 (1)
O4—S2—C3—C4	−118.96 (17)	C3S—N1S—C1S—O1S	−17 (5)
O3—S2—C3—C4	0.000 (1)	C2S—N1S—C1S—O1S	147 (4)
O4^i—S2—C3—C2	−61.04 (17)	C5S—N2S—C4S—O2S	168 (4)
O4—S2—C3—C2	61.04 (17)	C6S—N2S—C4S—O2S	−2 (5)
O3—S2—C3—C2	180.000 (1)

Symmetry code: (i) x, −y, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O2W—H2W···O1^ii	0.88 (1)	1.99 (4)	2.780 (6)	149 (6)
O2W—H3W···O1S	0.88 (1)	2.41 (7)	2.91 (3)	116 (6)
O2W—H3W···O2S	0.88 (1)	2.16 (7)	2.71 (3)	120 (6)
O2W—H3W···O2S^iii	0.88 (1)	1.89 (8)	2.31 (3)	108 (6)
O1W—H1W···O1^iv	0.88 (1)	1.88 (1)	2.749 (5)	171 (6)
O4W—H5W···O2^v	0.88 (1)	1.92 (2)	2.786 (5)	167 (5)
O4W—H6W···O3^vi	0.88 (1)	1.89 (2)	2.758 (5)	171 (5)
O3W—H4W···O4^vi	0.88 (1)	1.86 (2)	2.723 (5)	170 (6)
N2—H1N···O5	0.90 (1)	1.81 (5)	2.536 (7)	137 (6)

Symmetry codes: (ii) −x+3/2, −y+1/2, −z+1/2; (iii) x, −y+1, z; (iv) x+1/2, y−1/2, z+1/2; (v) x+1/2, y+1/2, z+1/2; (vi) −x+1/2, −y+1/2, −z+1/2.

Hexaaquazinc(II) 4-[2-(3,4-dimethylphenyl)hydrazin-1-ylidene]-3-oxo-3,4-dihydronaphthalene-2,7-disulfonate dimethylformamide monosolvate (VII)

Crystal data

[Zn(H2O)6](C18H14N2O7S2)·C3H7NO	F(000) = 1416
Mr = 680.99	Dx = 1.580 Mg m^−3
Monoclinic, I2/m	Mo Kα radiation, λ = 0.71073 Å
a = 13.7509 (13) Å	Cell parameters from 3054 reflections
b = 6.7836 (5) Å	θ = 2.3–29.1°
c = 30.931 (2) Å	µ = 1.08 mm^−1
β = 97.095 (8)°	T = 100 K
V = 2863.2 (4) Å^3	Needle, red
Z = 4	0.07 × 0.01 × 0.01 mm

Data collection

Enhance dtrek diffractometer	1634 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.125
ω scans	θmax = 25.0°, θmin = 2.3°
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015)	h = −16→16
Tmin = 0.511, Tmax = 1.000	k = −8→8
12569 measured reflections	l = −25→36
2758 independent reflections

Refinement

Refinement on F^2	60 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.061	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.143	w = 1/[σ^2(Fo^2) + (0.0616P)^2 + 2.7249P] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max < 0.001
2758 reflections	Δρmax = 0.58 e Å^−3
290 parameters	Δρmin = −0.68 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Zn1	0.79010 (7)	0.0000	0.43328 (3)	0.0223 (3)
S2	−0.10804 (15)	0.0000	0.15385 (6)	0.0173 (5)
S1	0.37607 (14)	0.0000	0.04359 (6)	0.0152 (5)
O5	0.0316 (4)	0.0000	0.23746 (18)	0.0214 (13)
O4	−0.1386 (3)	0.1791 (5)	0.17406 (11)	0.0200 (10)
O3	−0.1356 (4)	0.0000	0.10682 (16)	0.0186 (13)
O1	0.4356 (3)	0.1785 (5)	0.04492 (11)	0.0188 (9)
O2	0.2971 (4)	0.0000	0.00763 (16)	0.0166 (13)
O2W	0.8816 (4)	0.2166 (9)	0.41455 (17)	0.0697 (19)
H2W	0.935 (3)	0.251 (9)	0.4311 (19)	0.084*
H3W	0.867 (5)	0.327 (5)	0.401 (2)	0.084*
O1W	0.8720 (5)	0.0000	0.4944 (2)	0.0391 (19)
H1W	0.897 (4)	−0.099 (6)	0.5102 (16)	0.047*
O4W	0.6986 (3)	0.2158 (5)	0.45416 (12)	0.0278 (11)
H5W	0.728 (4)	0.312 (5)	0.4694 (13)	0.033*
H6W	0.672 (4)	0.283 (6)	0.4315 (10)	0.033*
O3W	0.7108 (4)	0.0000	0.37222 (18)	0.0274 (15)
H4W	0.689 (4)	0.110 (5)	0.3595 (16)	0.033*
N2	0.1997 (5)	0.0000	0.2816 (2)	0.0175 (16)
N1	0.2399 (5)	0.0000	0.2456 (2)	0.0157 (16)
C11	0.2577 (6)	0.0000	0.3223 (2)	0.0137 (18)
C12	0.2082 (6)	0.0000	0.3588 (2)	0.0144 (18)
C13	0.2655 (6)	0.0000	0.3995 (2)	0.020 (2)
H13	0.2334	0.0000	0.4250	0.024*
C14	0.3673 (7)	0.0000	0.4041 (3)	0.0185 (19)
C15	0.4127 (6)	0.0000	0.3667 (3)	0.023 (2)
H15	0.4823	0.0000	0.3691	0.027*
C16	0.3590 (6)	0.0000	0.3260 (3)	0.0160 (18)
H16	0.3915	0.0000	0.3006	0.019*
C1	0.1820 (6)	0.0000	0.2074 (2)	0.0147 (18)
C2	0.0757 (6)	0.0000	0.2040 (3)	0.0153 (19)
C3	0.0201 (6)	0.0000	0.1603 (2)	0.0134 (18)
C4	0.0702 (6)	0.0000	0.1253 (2)	0.0119 (17)
H4	0.0336	0.0000	0.0972	0.014*
C5	0.1743 (5)	0.0000	0.1279 (2)	0.0118 (18)
C6	0.2305 (6)	0.0000	0.1687 (3)	0.0166 (19)
C10	0.3340 (6)	0.0000	0.1698 (3)	0.0178 (19)
H10	0.3741	0.0000	0.1971	0.021*
C9	0.3766 (6)	0.0000	0.1324 (2)	0.0146 (18)
H9	0.4461	0.0000	0.1341	0.018*
C8	0.3198 (6)	0.0000	0.0912 (2)	0.0127 (18)
C7	0.2193 (6)	0.0000	0.0893 (2)	0.018 (2)
H7	0.1800	0.0000	0.0618	0.022*
C17	0.4273 (7)	0.0000	0.4486 (3)	0.039 (3)
H17A	0.3900	−0.0645	0.4697	0.059*	0.5
H17B	0.4419	0.1361	0.4578	0.059*	0.5
H17C	0.4887	−0.0716	0.4472	0.059*	0.5
C18	0.0980 (6)	0.0000	0.3565 (3)	0.025 (2)
H18A	0.0706	0.1015	0.3360	0.037*	0.5
H18B	0.0792	0.0278	0.3855	0.037*	0.5
H18C	0.0725	−0.1294	0.3466	0.037*	0.5
O1S	0.854 (3)	0.545 (5)	0.3520 (10)	0.044 (5)	0.25
C2S	0.922 (2)	0.507 (15)	0.2488 (7)	0.045 (5)	0.25
H2S1	0.9524	0.3778	0.2550	0.067*	0.25
H2S2	0.9734	0.6042	0.2449	0.067*	0.25
H2S3	0.8758	0.5001	0.2222	0.067*	0.25
N1S	0.871 (3)	0.566 (4)	0.2852 (8)	0.038 (3)	0.25
C1S	0.863 (2)	0.449 (4)	0.3184 (9)	0.032 (4)	0.25
H1S	0.8645	0.3087	0.3169	0.038*	0.25
C3S	0.852 (3)	0.778 (4)	0.2843 (11)	0.037 (4)	0.25
H3S1	0.7972	0.8189	0.2632	0.055*	0.25
H3S2	0.9121	0.8463	0.2782	0.055*	0.25
H3S3	0.8386	0.8107	0.3137	0.055*	0.25
O2S	0.871 (3)	0.531 (6)	0.3593 (9)	0.044 (5)	0.25
N2S	0.881 (2)	0.483 (4)	0.2891 (6)	0.038 (3)	0.25
C4S	0.881 (2)	0.603 (4)	0.3227 (8)	0.032 (4)	0.25
H4S	0.8882	0.7413	0.3192	0.038*	0.25
C5S	0.878 (2)	0.559 (4)	0.2450 (7)	0.045 (5)	0.25
H5S1	0.8906	0.7008	0.2461	0.067*	0.25
H5S2	0.8127	0.5343	0.2290	0.067*	0.25
H5S3	0.9275	0.4922	0.2303	0.067*	0.25
C6S	0.870 (3)	0.270 (4)	0.2935 (11)	0.037 (4)	0.25
H6S1	0.8936	0.2302	0.3235	0.055*	0.25
H6S2	0.9089	0.2025	0.2734	0.055*	0.25
H6S3	0.8010	0.2333	0.2867	0.055*	0.25
H1N	0.128 (6)	0.0000	0.279 (2)	0.03 (2)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0244 (6)	0.0192 (5)	0.0205 (6)	0.000	−0.0086 (4)	0.000
S2	0.0175 (12)	0.0155 (10)	0.0175 (12)	0.000	−0.0042 (9)	0.000
S1	0.0205 (12)	0.0144 (10)	0.0094 (11)	0.000	−0.0030 (9)	0.000
O5	0.023 (3)	0.025 (3)	0.015 (3)	0.000	−0.003 (3)	0.000
O4	0.025 (2)	0.013 (2)	0.020 (2)	0.0049 (17)	−0.0033 (18)	−0.0001 (17)
O3	0.021 (3)	0.011 (3)	0.019 (3)	0.000	−0.015 (2)	0.000
O1	0.023 (2)	0.016 (2)	0.016 (2)	−0.0039 (17)	−0.0044 (17)	0.0033 (17)
O2	0.019 (3)	0.015 (3)	0.015 (3)	0.000	−0.002 (2)	0.000
O2W	0.049 (3)	0.105 (5)	0.048 (4)	−0.047 (3)	−0.024 (3)	0.034 (3)
O1W	0.061 (5)	0.014 (3)	0.033 (4)	0.000	−0.034 (3)	0.000
O4W	0.044 (3)	0.014 (2)	0.022 (2)	0.003 (2)	−0.011 (2)	−0.0037 (18)
O3W	0.044 (4)	0.011 (3)	0.024 (3)	0.000	−0.011 (3)	0.000
N2	0.022 (5)	0.019 (4)	0.010 (4)	0.000	−0.002 (3)	0.000
N1	0.025 (4)	0.010 (3)	0.011 (4)	0.000	−0.001 (3)	0.000
C11	0.032 (5)	0.004 (4)	0.006 (4)	0.000	0.004 (4)	0.000
C12	0.024 (5)	0.004 (4)	0.016 (5)	0.000	0.008 (4)	0.000
C13	0.037 (6)	0.016 (4)	0.009 (4)	0.000	0.008 (4)	0.000
C14	0.036 (6)	0.009 (4)	0.012 (4)	0.000	0.006 (4)	0.000
C15	0.030 (5)	0.014 (4)	0.020 (5)	0.000	−0.010 (4)	0.000
C16	0.024 (5)	0.010 (4)	0.015 (4)	0.000	0.008 (4)	0.000
C1	0.021 (5)	0.013 (4)	0.009 (4)	0.000	−0.001 (4)	0.000
C2	0.021 (5)	0.007 (4)	0.017 (5)	0.000	−0.001 (4)	0.000
C3	0.022 (5)	0.005 (4)	0.011 (4)	0.000	−0.007 (4)	0.000
C4	0.018 (5)	0.010 (4)	0.007 (4)	0.000	−0.001 (3)	0.000
C5	0.016 (5)	0.003 (4)	0.016 (4)	0.000	−0.001 (3)	0.000
C6	0.027 (5)	0.004 (4)	0.017 (5)	0.000	−0.005 (4)	0.000
C10	0.021 (5)	0.018 (4)	0.012 (5)	0.000	−0.006 (4)	0.000
C9	0.021 (5)	0.008 (4)	0.013 (4)	0.000	−0.007 (4)	0.000
C8	0.023 (5)	0.008 (4)	0.005 (4)	0.000	−0.004 (3)	0.000
C7	0.034 (5)	0.007 (4)	0.010 (4)	0.000	−0.010 (4)	0.000
C17	0.057 (7)	0.049 (6)	0.009 (5)	0.000	−0.005 (5)	0.000
C18	0.032 (6)	0.019 (4)	0.026 (5)	0.000	0.014 (4)	0.000
O1S	0.049 (10)	0.051 (11)	0.027 (7)	0.008 (7)	−0.011 (7)	−0.010 (6)
C2S	0.066 (11)	0.043 (11)	0.026 (6)	0.000 (10)	0.010 (7)	−0.003 (8)
N1S	0.057 (6)	0.041 (9)	0.016 (5)	−0.002 (7)	0.004 (5)	0.000 (7)
C1S	0.039 (6)	0.041 (7)	0.014 (5)	0.003 (5)	0.001 (5)	0.004 (5)
C3S	0.050 (9)	0.037 (9)	0.027 (9)	−0.010 (8)	0.017 (8)	−0.005 (8)
O2S	0.049 (10)	0.051 (11)	0.027 (7)	0.008 (7)	−0.011 (7)	−0.010 (6)
N2S	0.057 (6)	0.041 (9)	0.016 (5)	−0.002 (7)	0.004 (5)	0.000 (7)
C4S	0.039 (6)	0.041 (7)	0.014 (5)	0.003 (5)	0.001 (5)	0.004 (5)
C5S	0.066 (11)	0.043 (11)	0.026 (6)	0.000 (10)	0.010 (7)	−0.003 (8)
C6S	0.050 (9)	0.037 (9)	0.027 (9)	−0.010 (8)	0.017 (8)	−0.005 (8)

Geometric parameters (Å, º)

Zn1—O3W	2.061 (5)	C4—C5	1.424 (10)
Zn1—O2W^i	2.063 (5)	C4—H4	0.9500
Zn1—O2W	2.063 (5)	C5—C6	1.397 (10)
Zn1—O1W	2.079 (5)	C5—C7	1.411 (11)
Zn1—O4W^i	2.084 (4)	C6—C10	1.418 (11)
Zn1—O4W	2.084 (4)	C10—C9	1.360 (11)
S2—O4^i	1.452 (4)	C10—H10	0.9500
S2—O4	1.452 (4)	C9—C8	1.411 (9)
S2—O3	1.457 (5)	C9—H9	0.9500
S2—C3	1.749 (8)	C8—C7	1.375 (11)
S1—O2	1.455 (5)	C7—H7	0.9500
S1—O1^i	1.459 (3)	C17—H17A	0.9800
S1—O1	1.459 (3)	C17—H17B	0.9800
S1—C8	1.747 (8)	C17—H17C	0.9800
O5—C2	1.264 (9)	C18—H18A	0.9800
O2W—H2W	0.876 (11)	C18—H18B	0.9800
O2W—H3W	0.871 (10)	C18—H18C	0.9800
O1W—H1W	0.876 (10)	O1S—C1S	1.249 (10)
O4W—H5W	0.875 (10)	C2S—N1S	1.458 (10)
O4W—H6W	0.877 (10)	C2S—H2S1	0.9800
O3W—H4W	0.879 (10)	C2S—H2S2	0.9800
N2—N1	1.302 (9)	C2S—H2S3	0.9800
N2—C11	1.406 (9)	N1S—C1S	1.314 (10)
N2—H1N	0.98 (8)	N1S—C3S	1.457 (10)
N1—C1	1.341 (9)	C1S—H1S	0.9500
C11—C16	1.384 (11)	C3S—H3S1	0.9785
C11—C12	1.387 (11)	C3S—H3S2	0.9795
C12—C13	1.401 (10)	C3S—H3S3	0.9775
C12—C18	1.509 (11)	O2S—C4S	1.255 (10)
C13—C14	1.390 (11)	N2S—C4S	1.321 (10)
C13—H13	0.9500	N2S—C5S	1.454 (10)
C14—C15	1.379 (11)	N2S—C6S	1.460 (10)
C14—C17	1.516 (10)	C4S—H4S	0.9500
C15—C16	1.379 (10)	C5S—H5S1	0.9800
C15—H15	0.9500	C5S—H5S2	0.9800
C16—H16	0.9500	C5S—H5S3	0.9800
C1—C6	1.441 (11)	C6S—H6S1	0.9800
C1—C2	1.453 (11)	C6S—H6S2	0.9800
C2—C3	1.467 (10)	C6S—H6S3	0.9800
C3—C4	1.353 (11)
O3W—Zn1—O2W^i	90.83 (18)	C5—C4—H4	117.9
O3W—Zn1—O2W	90.83 (18)	C6—C5—C7	120.9 (7)
O2W^i—Zn1—O2W	90.8 (4)	C6—C5—C4	119.4 (7)
O3W—Zn1—O1W	179.1 (3)	C7—C5—C4	119.7 (7)
O2W^i—Zn1—O1W	88.5 (2)	C5—C6—C10	117.6 (7)
O2W—Zn1—O1W	88.5 (2)	C5—C6—C1	119.4 (7)
O3W—Zn1—O4W^i	90.74 (16)	C10—C6—C1	123.1 (7)
O2W^i—Zn1—O4W^i	90.0 (2)	C9—C10—C6	121.1 (7)
O2W—Zn1—O4W^i	178.25 (19)	C9—C10—H10	119.5
O1W—Zn1—O4W^i	89.89 (18)	C6—C10—H10	119.5
O3W—Zn1—O4W	90.74 (16)	C10—C9—C8	121.3 (8)
O2W^i—Zn1—O4W	178.25 (19)	C10—C9—H9	119.4
O2W—Zn1—O4W	90.0 (2)	C8—C9—H9	119.4
O1W—Zn1—O4W	89.89 (18)	C7—C8—C9	118.8 (7)
O4W^i—Zn1—O4W	89.2 (2)	C7—C8—S1	120.7 (6)
O4^i—S2—O4	113.6 (3)	C9—C8—S1	120.5 (6)
O4^i—S2—O3	112.09 (18)	C8—C7—C5	120.4 (7)
O4—S2—O3	112.09 (18)	C8—C7—H7	119.8
O4^i—S2—C3	107.0 (2)	C5—C7—H7	119.8
O4—S2—C3	107.0 (2)	C14—C17—H17A	109.5
O3—S2—C3	104.4 (3)	C14—C17—H17B	109.5
O2—S1—O1^i	112.62 (18)	H17A—C17—H17B	109.5
O2—S1—O1	112.61 (18)	C14—C17—H17C	109.5
O1^i—S1—O1	112.1 (3)	H17A—C17—H17C	109.5
O2—S1—C8	106.2 (3)	H17B—C17—H17C	109.5
O1^i—S1—C8	106.4 (2)	C12—C18—H18A	109.5
O1—S1—C8	106.4 (2)	C12—C18—H18B	109.5
Zn1—O2W—H2W	122 (4)	H18A—C18—H18B	109.5
Zn1—O2W—H3W	130 (5)	C12—C18—H18C	109.5
H2W—O2W—H3W	100 (2)	H18A—C18—H18C	109.5
Zn1—O1W—H1W	129 (4)	H18B—C18—H18C	109.5
Zn1—O4W—H5W	116 (4)	N1S—C2S—H2S1	109.4
Zn1—O4W—H6W	109 (4)	N1S—C2S—H2S2	109.6
H5W—O4W—H6W	99 (2)	H2S1—C2S—H2S2	109.5
Zn1—O3W—H4W	121 (4)	N1S—C2S—H2S3	109.4
N1—N2—C11	120.8 (7)	H2S1—C2S—H2S3	109.5
N1—N2—H1N	117 (5)	H2S2—C2S—H2S3	109.5
C11—N2—H1N	122 (5)	C1S—N1S—C3S	126 (2)
N2—N1—C1	118.9 (7)	C1S—N1S—C2S	122 (4)
C16—C11—C12	121.6 (7)	C3S—N1S—C2S	111 (5)
C16—C11—N2	121.9 (7)	O1S—C1S—N1S	111 (2)
C12—C11—N2	116.5 (7)	O1S—C1S—H1S	124.6
C11—C12—C13	116.9 (7)	N1S—C1S—H1S	124.6
C11—C12—C18	123.6 (7)	N1S—C3S—H3S1	114.2
C13—C12—C18	119.5 (7)	N1S—C3S—H3S2	108.8
C14—C13—C12	122.6 (8)	H3S1—C3S—H3S2	109.8
C14—C13—H13	118.7	N1S—C3S—H3S3	104.9
C12—C13—H13	118.7	H3S1—C3S—H3S3	109.3
C15—C14—C13	118.0 (7)	H3S2—C3S—H3S3	109.7
C15—C14—C17	120.6 (8)	C4S—N2S—C5S	121 (3)
C13—C14—C17	121.3 (8)	C4S—N2S—C6S	122 (2)
C14—C15—C16	121.2 (8)	C5S—N2S—C6S	116 (2)
C14—C15—H15	119.4	O2S—C4S—N2S	119 (3)
C16—C15—H15	119.4	O2S—C4S—H4S	120.7
C15—C16—C11	119.6 (8)	N2S—C4S—H4S	120.7
C15—C16—H16	120.2	N2S—C5S—H5S1	109.5
C11—C16—H16	120.2	N2S—C5S—H5S2	109.5
N1—C1—C6	116.5 (7)	H5S1—C5S—H5S2	109.5
N1—C1—C2	123.3 (7)	N2S—C5S—H5S3	109.5
C6—C1—C2	120.2 (7)	H5S1—C5S—H5S3	109.5
O5—C2—C1	121.3 (7)	H5S2—C5S—H5S3	109.5
O5—C2—C3	120.5 (7)	N2S—C6S—H6S1	109.5
C1—C2—C3	118.2 (8)	N2S—C6S—H6S2	109.5
C4—C3—C2	118.5 (7)	H6S1—C6S—H6S2	109.5
C4—C3—S2	121.0 (6)	N2S—C6S—H6S3	109.5
C2—C3—S2	120.5 (6)	H6S1—C6S—H6S3	109.5
C3—C4—C5	124.3 (7)	H6S2—C6S—H6S3	109.5
C3—C4—H4	117.9
C11—N2—N1—C1	180.000 (1)	C2—C3—C4—C5	0.000 (1)
N1—N2—C11—C16	0.000 (2)	S2—C3—C4—C5	180.000 (1)
N1—N2—C11—C12	180.000 (2)	C3—C4—C5—C6	0.000 (1)
C16—C11—C12—C13	0.000 (2)	C3—C4—C5—C7	180.000 (1)
N2—C11—C12—C13	180.000 (2)	C7—C5—C6—C10	0.000 (1)
C16—C11—C12—C18	180.000 (2)	C4—C5—C6—C10	180.000 (1)
N2—C11—C12—C18	0.000 (2)	C7—C5—C6—C1	180.000 (1)
C11—C12—C13—C14	0.000 (2)	C4—C5—C6—C1	0.000 (1)
C18—C12—C13—C14	180.000 (2)	N1—C1—C6—C5	180.000 (1)
C12—C13—C14—C15	0.000 (3)	C2—C1—C6—C5	0.000 (1)
C12—C13—C14—C17	180.000 (2)	N1—C1—C6—C10	0.000 (1)
C13—C14—C15—C16	0.000 (3)	C2—C1—C6—C10	180.000 (1)
C17—C14—C15—C16	180.000 (2)	C5—C6—C10—C9	0.000 (1)
C14—C15—C16—C11	0.000 (2)	C1—C6—C10—C9	180.000 (1)
C12—C11—C16—C15	0.000 (2)	C6—C10—C9—C8	0.000 (1)
N2—C11—C16—C15	180.000 (2)	C10—C9—C8—C7	0.000 (1)
N2—N1—C1—C6	180.000 (1)	C10—C9—C8—S1	180.000 (1)
N2—N1—C1—C2	0.000 (1)	O2—S1—C8—C7	0.000 (1)
N1—C1—C2—O5	0.000 (1)	O1^i—S1—C8—C7	−120.16 (17)
C6—C1—C2—O5	180.000 (1)	O1—S1—C8—C7	120.16 (17)
N1—C1—C2—C3	180.000 (1)	O2—S1—C8—C9	180.000 (1)
C6—C1—C2—C3	0.000 (1)	O1^i—S1—C8—C9	59.84 (17)
O5—C2—C3—C4	180.000 (1)	O1—S1—C8—C9	−59.84 (17)
C1—C2—C3—C4	0.000 (1)	C9—C8—C7—C5	0.000 (1)
O5—C2—C3—S2	0.000 (1)	S1—C8—C7—C5	180.000 (1)
C1—C2—C3—S2	180.000 (1)	C6—C5—C7—C8	0.000 (1)
O4^i—S2—C3—C4	118.96 (18)	C4—C5—C7—C8	180.000 (1)
O4—S2—C3—C4	−118.96 (18)	C3S—N1S—C1S—O1S	−11 (5)
O3—S2—C3—C4	0.000 (1)	C2S—N1S—C1S—O1S	153 (4)
O4^i—S2—C3—C2	−61.04 (18)	C5S—N2S—C4S—O2S	171 (3)
O4—S2—C3—C2	61.04 (18)	C6S—N2S—C4S—O2S	0 (5)
O3—S2—C3—C2	180.000 (1)

Symmetry code: (i) x, −y, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O2W—H2W···O1^ii	0.88 (1)	1.90 (2)	2.760 (6)	167 (7)
O2W—H3W···O1S	0.87 (1)	2.11 (4)	2.95 (3)	161 (8)
O2W—H3W···O2S	0.87 (1)	1.90 (5)	2.73 (3)	159 (8)
O2W—H3W···O2S^iii	0.87 (1)	1.61 (5)	2.41 (4)	150 (8)
O1W—H1W···O1^iv	0.88 (1)	1.89 (1)	2.761 (5)	174 (6)
O4W—H5W···O2^v	0.88 (1)	1.91 (1)	2.781 (5)	173 (4)
O4W—H6W···O3^vi	0.88 (1)	1.92 (2)	2.761 (5)	161 (4)
O3W—H4W···O4^vi	0.88 (1)	1.85 (1)	2.724 (5)	172 (5)
N2—H1N···O5	0.98 (8)	1.73 (8)	2.535 (8)	137 (7)

Symmetry codes: (ii) −x+3/2, −y+1/2, −z+1/2; (iii) x, −y+1, z; (iv) x+1/2, y−1/2, z+1/2; (v) x+1/2, y+1/2, z+1/2; (vi) −x+1/2, −y+1/2, −z+1/2.

Heptaaquacalcium(II) 8-[2-(naphthalen-1-yl)hydrazin-1-ylidene]-7-oxo-7,8-dihydronaphthalene-1,3-disulfonate monohydrate (VIII)

Crystal data

[Ca(H2O)7](C20H12N2O7S2)·H2O	Z = 8
Mr = 640.64	F(000) = 2672
Triclinic, P1	Dx = 1.608 Mg m^−3
a = 10.0215 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 19.4196 (5) Å	Cell parameters from 31451 reflections
c = 28.3709 (6) Å	θ = 2.1–27.6°
α = 82.529 (2)°	µ = 0.47 mm^−1
β = 83.005 (2)°	T = 100 K
γ = 76.190 (2)°	Lath, purple
V = 5292.6 (2) Å^3	0.28 × 0.07 × 0.01 mm

Data collection

Rigaku AFC12 diffractometer	14733 reflections with I > 2σ(I)
Radiation source: rotating anode	Rint = 0.062
ω scans	θmax = 27.0°, θmin = 2.9°
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015)	h = −12→12
Tmin = 0.789, Tmax = 1.000	k = −24→24
113814 measured reflections	l = −36→36
23071 independent reflections

Refinement

Refinement on F^2	96 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.060	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.167	w = 1/[σ^2(Fo^2) + (0.0803P)^2 + 4.7554P] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max = 0.001
23071 reflections	Δρmax = 0.75 e Å^−3
1643 parameters	Δρmin = −0.69 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Ca1	0.24648 (6)	0.24839 (3)	0.70254 (2)	0.01695 (15)
Ca2	1.27281 (6)	−0.26454 (4)	0.69645 (2)	0.01840 (15)
Ca3	0.74072 (6)	0.00069 (4)	0.79956 (2)	0.01749 (15)
Ca4	0.26858 (6)	0.48373 (3)	0.19832 (2)	0.01728 (15)
S1	0.76543 (8)	0.22793 (4)	0.65203 (3)	0.01594 (17)
S2	0.80339 (8)	0.46867 (4)	0.14720 (3)	0.01716 (17)
S3	0.41092 (8)	0.48207 (4)	0.65336 (3)	0.01769 (17)
S4	0.81116 (8)	−0.27448 (4)	0.64629 (3)	0.01762 (17)
S5	0.22711 (8)	0.01679 (4)	0.84725 (3)	0.01680 (17)
S6	0.44410 (9)	−0.02537 (4)	0.64653 (3)	0.01977 (18)
S7	0.43719 (8)	0.71902 (4)	0.15209 (3)	0.02062 (18)
S8	0.58667 (8)	−0.23493 (4)	0.85001 (3)	0.02022 (18)
O1	0.2755 (2)	0.06002 (12)	1.03493 (8)	0.0226 (5)
O2	0.1028 (2)	0.04292 (12)	0.87767 (8)	0.0205 (5)
O1W	0.2521 (3)	0.33000 (12)	0.63430 (8)	0.0222 (5)
H1W	0.255 (4)	0.3748 (8)	0.6341 (10)	0.027*
H2W	0.257 (4)	0.3265 (16)	0.6037 (4)	0.027*
O3	0.3025 (2)	0.07180 (12)	0.82753 (8)	0.0198 (5)
O2W	0.1272 (2)	0.18217 (13)	0.66542 (9)	0.0266 (5)
H3W	0.122 (4)	0.1405 (10)	0.6804 (11)	0.032*
H4W	0.065 (3)	0.1895 (17)	0.6455 (10)	0.032*
O4	0.2013 (2)	−0.02063 (12)	0.80907 (8)	0.0210 (5)
O3W	0.4223 (2)	0.16954 (13)	0.65642 (9)	0.0231 (5)
H5W	0.421 (3)	0.1314 (12)	0.6432 (12)	0.028*
H6W	0.5115 (12)	0.1630 (17)	0.6572 (12)	0.028*
O5	0.5944 (2)	−0.30326 (12)	0.87865 (8)	0.0243 (5)
O4W	0.4387 (3)	0.20191 (13)	0.74871 (10)	0.0313 (6)
H7W	0.472 (3)	0.2250 (16)	0.7671 (11)	0.038*
H8W	0.505 (3)	0.1636 (12)	0.7481 (13)	0.038*
O6	0.7208 (2)	−0.21587 (13)	0.84080 (9)	0.0292 (6)
O5W	0.1539 (2)	0.18626 (14)	0.76995 (9)	0.0287 (6)
H9W	0.190 (3)	0.1483 (13)	0.7887 (11)	0.034*
H10W	0.0672 (13)	0.1834 (18)	0.7744 (12)	0.034*
O7	0.5211 (3)	−0.22895 (13)	0.80595 (8)	0.0305 (6)
O6W	0.0152 (2)	0.32365 (13)	0.71872 (9)	0.0281 (6)
H11W	−0.059 (2)	0.3085 (18)	0.7169 (13)	0.034*
H12W	−0.015 (3)	0.3589 (13)	0.7364 (11)	0.034*
O8	0.7492 (2)	−0.31916 (12)	0.46070 (8)	0.0207 (5)
O7W	0.2841 (3)	0.34840 (13)	0.73867 (9)	0.0260 (5)
H13W	0.274 (4)	0.3926 (8)	0.7267 (11)	0.031*
H14W	0.347 (3)	0.3441 (17)	0.7580 (10)	0.031*
O9	0.3102 (2)	−0.04514 (12)	0.65846 (8)	0.0259 (5)
O8W	1.3429 (3)	−0.16863 (15)	0.72637 (9)	0.0386 (7)
H15W	1.330 (4)	−0.1238 (8)	0.7148 (12)	0.046*
H16W	1.380 (4)	−0.1678 (19)	0.7526 (8)	0.046*
O10	0.4333 (2)	0.04217 (12)	0.61758 (8)	0.0242 (5)
O9W	1.0457 (2)	−0.21273 (13)	0.73283 (8)	0.0236 (5)
H17W	0.978 (3)	−0.2143 (18)	0.7162 (10)	0.028*
H18W	1.028 (3)	−0.2434 (15)	0.7571 (8)	0.028*
O11	0.5149 (3)	−0.03122 (13)	0.68929 (9)	0.0310 (6)
O10W	1.3790 (3)	−0.30925 (15)	0.76843 (10)	0.0457 (8)
H19W	1.4593	−0.3013	0.7555	0.055*
H20W	1.4001	−0.3359	0.7948	0.055*
O12	0.8454 (2)	−0.23434 (12)	0.68113 (8)	0.0238 (5)
O11W	1.2088 (3)	−0.37465 (13)	0.73010 (9)	0.0292 (6)
H21W	1.214 (4)	−0.3975 (17)	0.7588 (6)	0.035*
H22W	1.154 (3)	−0.3956 (18)	0.7183 (11)	0.035*
O13	0.9304 (2)	−0.30393 (13)	0.61436 (8)	0.0235 (5)
O12W	1.4742 (2)	−0.33076 (13)	0.65633 (9)	0.0264 (5)
H23W	1.475 (3)	−0.3714 (11)	0.6465 (13)	0.032*
H24W	1.5613 (14)	−0.3333 (17)	0.6579 (13)	0.032*
O14	0.7403 (2)	−0.32939 (12)	0.66987 (8)	0.0223 (5)
O13W	1.1950 (2)	−0.31257 (13)	0.63314 (9)	0.0251 (5)
H25W	1.1096 (14)	−0.3118 (17)	0.6286 (12)	0.030*
H26W	1.235 (3)	−0.3557 (9)	0.6259 (12)	0.030*
O15	0.7056 (2)	0.19232 (12)	0.46370 (8)	0.0210 (5)
O14W	1.2539 (3)	−0.17318 (13)	0.63275 (8)	0.0250 (5)
H27W	1.270 (4)	−0.1306 (10)	0.6316 (11)	0.030*
H28W	1.270 (4)	−0.1798 (17)	0.6025 (5)	0.030*
O16	0.4083 (2)	0.55072 (12)	0.62537 (8)	0.0228 (5)
O15W	0.8632 (2)	0.06773 (13)	0.83359 (9)	0.0255 (5)
H29W	0.876 (3)	0.1070 (12)	0.8163 (10)	0.031*
H30W	0.930 (3)	0.0593 (17)	0.8524 (10)	0.031*
O17	0.4757 (3)	0.47320 (12)	0.69768 (8)	0.0275 (6)
O16W	0.5677 (2)	0.07974 (13)	0.84772 (9)	0.0234 (5)
H31W	0.4780 (12)	0.0872 (17)	0.8474 (13)	0.028*
H32W	0.573 (3)	0.1208 (10)	0.8559 (12)	0.028*
O18	0.2730 (2)	0.46609 (12)	0.66193 (8)	0.0241 (5)
O17W	0.5374 (2)	0.05036 (13)	0.75613 (9)	0.0259 (5)
H33W	0.526 (3)	0.0313 (19)	0.7310 (7)	0.031*
H34W	0.461 (2)	0.049 (2)	0.7742 (10)	0.031*
O19	0.7908 (2)	0.26357 (12)	0.69135 (8)	0.0208 (5)
O18W	0.8298 (2)	0.05580 (13)	0.72848 (9)	0.0267 (5)
H35W	0.793 (3)	0.0948 (12)	0.7113 (11)	0.032*
H36W	0.9171 (12)	0.0567 (18)	0.7228 (12)	0.032*
O20	0.6950 (2)	0.17052 (12)	0.67037 (8)	0.0198 (5)
O19W	0.7020 (3)	−0.09831 (13)	0.76324 (9)	0.0295 (6)
H37W	0.707 (4)	−0.1432 (8)	0.7734 (12)	0.035*
H38W	0.647 (3)	−0.0913 (17)	0.7408 (10)	0.035*
O21	0.8894 (2)	0.20560 (12)	0.62063 (8)	0.0192 (5)
O20W	0.7310 (2)	−0.07742 (12)	0.86960 (8)	0.0222 (5)
H39W	0.721 (4)	−0.0721 (16)	0.8998 (5)	0.027*
H40W	0.734 (4)	−0.1223 (7)	0.8688 (10)	0.027*
O22	0.7334 (2)	0.43376 (12)	−0.03975 (8)	0.0219 (5)
O21W	0.9718 (2)	−0.07596 (13)	0.78576 (9)	0.0261 (5)
H41W	1.000 (3)	−0.1094 (14)	0.7666 (10)	0.031*
H42W	1.048 (2)	−0.0636 (18)	0.7888 (12)	0.031*
O23	0.9233 (2)	0.44264 (12)	0.11447 (8)	0.0226 (5)
O22W	0.3144 (3)	0.58343 (13)	0.23393 (9)	0.0298 (6)
H43W	0.314 (4)	0.6266 (9)	0.2204 (11)	0.036*
H44W	0.359 (4)	0.5823 (18)	0.2587 (8)	0.036*
O24	0.8355 (2)	0.50567 (12)	0.18413 (8)	0.0241 (5)
O23W	0.2414 (3)	0.57750 (13)	0.13687 (8)	0.0240 (5)
H45W	0.257 (4)	0.6198 (10)	0.1362 (11)	0.029*
H46W	0.253 (4)	0.5716 (17)	0.1066 (5)	0.029*
O25	0.7343 (2)	0.41184 (12)	0.16850 (8)	0.0226 (5)
O24W	0.0394 (2)	0.53228 (13)	0.23462 (9)	0.0246 (5)
H47W	−0.023 (3)	0.5331 (18)	0.2155 (9)	0.030*
H48W	0.018 (3)	0.5024 (15)	0.2587 (8)	0.030*
O26	0.4366 (2)	0.78675 (12)	0.12438 (9)	0.0279 (6)
O25W	0.2136 (3)	0.37391 (13)	0.23305 (9)	0.0276 (6)
H49W	0.155 (3)	0.3526 (18)	0.2240 (11)	0.033*
H50W	0.225 (4)	0.3532 (17)	0.2622 (6)	0.033*
O27	0.5018 (3)	0.70831 (14)	0.19638 (9)	0.0332 (6)
O26W	0.1842 (2)	0.43649 (13)	0.13598 (8)	0.0233 (5)
H51W	0.1002 (15)	0.4412 (17)	0.1283 (12)	0.028*
H52W	0.223 (3)	0.3949 (10)	0.1259 (12)	0.028*
O28	0.2987 (2)	0.70386 (12)	0.16116 (8)	0.0250 (5)
O27W	0.4642 (2)	0.42167 (13)	0.15216 (9)	0.0251 (5)
H53W	0.466 (3)	0.3812 (11)	0.1415 (12)	0.030*
H54W	0.5527 (13)	0.4155 (17)	0.1549 (13)	0.030*
O28W	0.4195 (3)	0.43777 (15)	0.25827 (10)	0.0443 (8)
H55W	0.467 (4)	0.461 (2)	0.2717 (13)	0.053*
H56W	0.350 (3)	0.438 (2)	0.2801 (11)	0.053*
O29W	−0.1289 (2)	0.19746 (12)	0.78199 (8)	0.0236 (5)
H57W	−0.173 (3)	0.2300 (13)	0.8005 (9)	0.028*
H58W	−0.161 (3)	0.2150 (16)	0.7546 (6)	0.028*
O30W	0.0354 (2)	0.55949 (13)	0.68808 (8)	0.0268 (5)
H59W	0.096 (3)	0.5301 (14)	0.6712 (10)	0.032*
H60W	−0.011 (3)	0.5850 (15)	0.6652 (8)	0.032*
O31W	0.9621 (2)	−0.30396 (13)	0.80905 (9)	0.0267 (5)
H61W	0.895 (3)	−0.2780 (16)	0.8262 (10)	0.032*
H62W	1.011 (3)	−0.3284 (16)	0.8318 (9)	0.032*
O32W	0.1167 (2)	0.04700 (13)	0.71489 (9)	0.0266 (5)
H63W	0.165 (3)	0.0174 (14)	0.6950 (9)	0.032*
H64W	0.150 (3)	0.0281 (16)	0.7420 (6)	0.032*
N1	0.2799 (3)	0.07915 (14)	0.93365 (9)	0.0177 (6)
N2	0.2396 (3)	0.13481 (14)	0.95704 (10)	0.0178 (6)
N3	0.7428 (3)	−0.33779 (14)	0.56211 (9)	0.0170 (6)
N4	0.7801 (3)	−0.39398 (15)	0.53920 (10)	0.0182 (6)
N5	0.7116 (3)	0.16899 (14)	0.56474 (9)	0.0173 (6)
N6	0.7511 (3)	0.11472 (14)	0.53986 (10)	0.0168 (6)
N7	0.7368 (3)	0.40957 (14)	0.06127 (9)	0.0169 (6)
N8	0.7750 (3)	0.35568 (14)	0.03630 (10)	0.0175 (6)
C1	0.1803 (3)	0.25406 (18)	1.01284 (12)	0.0208 (7)
H1	0.2155	0.2082	1.0286	0.025*
C2	0.1444 (3)	0.31215 (19)	1.03828 (12)	0.0244 (8)
H2	0.1560	0.3061	1.0714	0.029*
C3	0.0905 (3)	0.38080 (19)	1.01600 (13)	0.0248 (8)
H3	0.0648	0.4205	1.0342	0.030*
C4	0.0755 (3)	0.39004 (19)	0.96837 (13)	0.0240 (8)
H4	0.0396	0.4364	0.9535	0.029*
C5	0.1128 (3)	0.33137 (18)	0.94045 (12)	0.0209 (7)
C6	0.0976 (3)	0.34087 (18)	0.89087 (12)	0.0239 (7)
H6	0.0612	0.3872	0.8759	0.029*
C7	0.1343 (4)	0.28467 (19)	0.86441 (13)	0.0270 (8)
H7	0.1255	0.2924	0.8311	0.032*
C8	0.1854 (3)	0.21518 (18)	0.88569 (12)	0.0227 (7)
H8	0.2106	0.1762	0.8669	0.027*
C9	0.1983 (3)	0.20429 (17)	0.93387 (12)	0.0189 (7)
C10	0.1654 (3)	0.26172 (17)	0.96293 (12)	0.0187 (7)
C11	0.3140 (3)	0.01498 (17)	0.95907 (11)	0.0169 (7)
C12	0.3197 (3)	0.00738 (18)	1.01060 (11)	0.0183 (7)
C13	0.3839 (3)	−0.06142 (18)	1.03309 (12)	0.0222 (7)
H13	0.3885	−0.0679	1.0667	0.027*
C14	0.4373 (3)	−0.11642 (18)	1.00726 (12)	0.0211 (7)
H14	0.4830	−0.1603	1.0231	0.025*
C15	0.4282 (3)	−0.11186 (17)	0.95674 (11)	0.0177 (7)
C16	0.4910 (3)	−0.17132 (17)	0.93231 (12)	0.0193 (7)
H16	0.5384	−0.2139	0.9492	0.023*
C17	0.4840 (3)	−0.16792 (17)	0.88386 (12)	0.0196 (7)
C18	0.4050 (3)	−0.10796 (17)	0.85983 (11)	0.0185 (7)
H18	0.3951	−0.1075	0.8269	0.022*
C19	0.3409 (3)	−0.04916 (17)	0.88330 (11)	0.0177 (7)
C20	0.3594 (3)	−0.04671 (17)	0.93207 (11)	0.0172 (7)
C21	0.8550 (4)	−0.54303 (19)	0.63463 (12)	0.0250 (8)
H21	0.8576	−0.5503	0.6683	0.030*
C22	0.8131 (3)	−0.47337 (18)	0.61190 (12)	0.0217 (7)
H22	0.7875	−0.4338	0.6302	0.026*
C23	0.8096 (3)	−0.46298 (17)	0.56316 (11)	0.0182 (7)
C24	0.8405 (3)	−0.52113 (17)	0.53500 (12)	0.0187 (7)
C25	0.8324 (3)	−0.51372 (18)	0.48480 (12)	0.0220 (7)
H25	0.8054	−0.4675	0.4683	0.026*
C26	0.8631 (3)	−0.57240 (19)	0.45978 (13)	0.0256 (8)
H26	0.8555	−0.5666	0.4264	0.031*
C27	0.9061 (3)	−0.64150 (18)	0.48368 (13)	0.0239 (8)
H27	0.9282	−0.6819	0.4661	0.029*
C28	0.9158 (3)	−0.65047 (18)	0.53142 (12)	0.0226 (7)
H28	0.9449	−0.6972	0.5469	0.027*
C29	0.8834 (3)	−0.59139 (18)	0.55884 (12)	0.0204 (7)
C30	0.8918 (3)	−0.59989 (19)	0.60860 (12)	0.0240 (7)
H30	0.9237	−0.6462	0.6243	0.029*
C31	0.7137 (3)	−0.27404 (17)	0.53628 (11)	0.0169 (7)
C32	0.7070 (3)	−0.26610 (18)	0.48469 (11)	0.0183 (7)
C33	0.6413 (3)	−0.19747 (18)	0.46241 (11)	0.0205 (7)
H33	0.6359	−0.1910	0.4289	0.025*
C34	0.5875 (3)	−0.14256 (18)	0.48823 (11)	0.0198 (7)
H34	0.5410	−0.0987	0.4726	0.024*
C35	0.5975 (3)	−0.14756 (17)	0.53880 (11)	0.0170 (7)
C36	0.5338 (3)	−0.08884 (17)	0.56394 (11)	0.0183 (7)
H36	0.4844	−0.0464	0.5475	0.022*
C37	0.5425 (3)	−0.09246 (17)	0.61220 (11)	0.0188 (7)
C38	0.6269 (3)	−0.15225 (17)	0.63536 (11)	0.0181 (7)
H38	0.6394	−0.1528	0.6681	0.022*
C39	0.6924 (3)	−0.21048 (16)	0.61137 (11)	0.0149 (6)
C40	0.6702 (3)	−0.21238 (17)	0.56313 (11)	0.0167 (7)
C41	0.6609 (3)	0.24393 (17)	0.48926 (11)	0.0176 (7)
C42	0.5931 (3)	0.31252 (17)	0.46823 (11)	0.0191 (7)
H42	0.5834	0.3196	0.4349	0.023*
C43	0.5429 (3)	0.36719 (18)	0.49505 (11)	0.0181 (7)
H43	0.4963	0.4117	0.4802	0.022*
C44	0.5577 (3)	0.36030 (17)	0.54539 (11)	0.0173 (7)
C45	0.4979 (3)	0.41926 (16)	0.57083 (11)	0.0168 (7)
H45	0.4507	0.4624	0.5546	0.020*
C46	0.5074 (3)	0.41503 (17)	0.61910 (11)	0.0168 (7)
C47	0.5867 (3)	0.35321 (17)	0.64189 (11)	0.0183 (7)
H47	0.5980	0.3515	0.6748	0.022*
C48	0.6492 (3)	0.29451 (16)	0.61779 (11)	0.0154 (6)
C49	0.6277 (3)	0.29455 (16)	0.56878 (11)	0.0154 (6)
C50	0.6721 (3)	0.23372 (17)	0.54073 (11)	0.0165 (7)
C51	0.7990 (3)	0.04494 (17)	0.56110 (12)	0.0191 (7)
C52	0.8156 (3)	0.03173 (18)	0.60891 (12)	0.0224 (7)
H52	0.7876	0.0693	0.6289	0.027*
C53	0.8748 (4)	−0.03818 (19)	0.62829 (12)	0.0260 (8)
H53	0.8852	−0.0477	0.6615	0.031*
C54	0.9171 (3)	−0.09190 (18)	0.59967 (12)	0.0246 (8)
H54	0.9602	−0.1381	0.6130	0.030*
C55	0.8981 (3)	−0.08024 (18)	0.55042 (12)	0.0215 (7)
C56	0.9405 (3)	−0.13555 (19)	0.52012 (13)	0.0251 (8)
H56	0.9829	−0.1820	0.5333	0.030*
C57	0.9223 (3)	−0.12420 (19)	0.47282 (13)	0.0264 (8)
H57	0.9528	−0.1622	0.4533	0.032*
C58	0.8577 (3)	−0.05550 (19)	0.45282 (13)	0.0253 (8)
H58	0.8422	−0.0478	0.4200	0.030*
C59	0.8174 (3)	0.00002 (18)	0.48055 (12)	0.0215 (7)
H59	0.7763	0.0461	0.4665	0.026*
C60	0.8363 (3)	−0.01036 (17)	0.53011 (12)	0.0180 (7)
C61	0.6567 (3)	0.53481 (17)	0.06541 (11)	0.0157 (6)
C62	0.7013 (3)	0.47443 (17)	0.03720 (11)	0.0173 (7)
C63	0.6888 (3)	0.48484 (18)	−0.01423 (11)	0.0183 (7)
C64	0.6166 (3)	0.55301 (18)	−0.03450 (11)	0.0195 (7)
H64	0.6055	0.5605	−0.0677	0.023*
C65	0.5644 (3)	0.60643 (18)	−0.00712 (11)	0.0190 (7)
H65	0.5143	0.6504	−0.0215	0.023*
C66	0.5811 (3)	0.59983 (17)	0.04316 (11)	0.0170 (7)
C67	0.5205 (3)	0.65693 (18)	0.06932 (12)	0.0192 (7)
H67	0.4701	0.6999	0.0538	0.023*
C68	0.5327 (3)	0.65176 (17)	0.11743 (11)	0.0176 (7)
C69	0.6168 (3)	0.59160 (17)	0.13918 (11)	0.0183 (7)
H69	0.6304	0.5897	0.1719	0.022*
C70	0.6812 (3)	0.53438 (17)	0.11403 (11)	0.0175 (7)
C71	0.8143 (3)	0.28525 (17)	0.05783 (12)	0.0196 (7)
C72	0.8283 (4)	0.27156 (19)	0.10597 (12)	0.0251 (8)
H72	0.8033	0.3093	0.1258	0.030*
C73	0.8795 (4)	0.2015 (2)	0.12560 (13)	0.0300 (8)
H73	0.8895	0.1920	0.1588	0.036*
C74	0.9154 (3)	0.14648 (18)	0.09743 (13)	0.0250 (8)
H74	0.9525	0.0995	0.1112	0.030*
C75	0.8979 (3)	0.15889 (18)	0.04787 (12)	0.0219 (7)
C76	0.9317 (3)	0.10248 (19)	0.01817 (14)	0.0264 (8)
H76	0.9676	0.0552	0.0316	0.032*
C77	0.9138 (3)	0.11505 (19)	−0.02908 (14)	0.0276 (8)
H77	0.9372	0.0766	−0.0483	0.033*
C78	0.8607 (4)	0.1846 (2)	−0.04975 (13)	0.0267 (8)
H78	0.8477	0.1928	−0.0828	0.032*
C79	0.8276 (3)	0.24074 (19)	−0.02255 (12)	0.0223 (7)
H79	0.7926	0.2875	−0.0370	0.027*
C80	0.8451 (3)	0.22966 (18)	0.02713 (12)	0.0210 (7)
H80	0.233 (4)	0.1245 (19)	0.9905 (13)	0.025 (10)*
H81	0.790 (4)	−0.3855 (19)	0.5081 (13)	0.027 (10)*
H82	0.749 (4)	0.129 (2)	0.5076 (14)	0.035 (11)*
H83	0.781 (4)	0.365 (2)	0.0043 (14)	0.036 (11)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ca1	0.0109 (3)	0.0195 (3)	0.0208 (3)	−0.0032 (3)	−0.0046 (2)	−0.0006 (3)
Ca2	0.0117 (3)	0.0231 (4)	0.0201 (3)	−0.0033 (3)	−0.0039 (3)	0.0000 (3)
Ca3	0.0113 (3)	0.0209 (3)	0.0207 (3)	−0.0040 (3)	−0.0050 (2)	0.0004 (3)
Ca4	0.0116 (3)	0.0200 (3)	0.0203 (3)	−0.0031 (3)	−0.0043 (2)	−0.0006 (3)
S1	0.0094 (4)	0.0187 (4)	0.0194 (4)	−0.0014 (3)	−0.0050 (3)	−0.0009 (3)
S2	0.0108 (4)	0.0213 (4)	0.0198 (4)	−0.0023 (3)	−0.0061 (3)	−0.0017 (3)
S3	0.0123 (4)	0.0170 (4)	0.0238 (4)	−0.0006 (3)	−0.0054 (3)	−0.0038 (3)
S4	0.0115 (4)	0.0206 (4)	0.0208 (4)	−0.0018 (3)	−0.0064 (3)	−0.0014 (3)
S5	0.0106 (4)	0.0209 (4)	0.0193 (4)	−0.0029 (3)	−0.0053 (3)	−0.0013 (3)
S6	0.0187 (4)	0.0184 (4)	0.0223 (4)	−0.0013 (3)	−0.0056 (3)	−0.0044 (3)
S7	0.0154 (4)	0.0206 (4)	0.0266 (4)	−0.0019 (3)	−0.0057 (3)	−0.0060 (3)
S8	0.0164 (4)	0.0181 (4)	0.0266 (4)	−0.0027 (3)	−0.0042 (3)	−0.0040 (3)
O1	0.0210 (12)	0.0246 (13)	0.0232 (12)	−0.0048 (10)	−0.0038 (10)	−0.0057 (10)
O2	0.0100 (11)	0.0252 (12)	0.0259 (12)	−0.0008 (9)	−0.0064 (9)	−0.0033 (10)
O1W	0.0270 (13)	0.0206 (12)	0.0205 (12)	−0.0068 (11)	−0.0061 (10)	−0.0013 (10)
O3	0.0140 (11)	0.0216 (12)	0.0229 (12)	−0.0028 (9)	−0.0047 (9)	0.0013 (9)
O2W	0.0163 (12)	0.0284 (14)	0.0377 (15)	−0.0053 (11)	−0.0134 (11)	−0.0027 (11)
O4	0.0148 (11)	0.0252 (13)	0.0229 (12)	−0.0011 (10)	−0.0077 (9)	−0.0026 (10)
O3W	0.0110 (11)	0.0255 (13)	0.0342 (14)	−0.0030 (10)	−0.0038 (10)	−0.0085 (11)
O5	0.0232 (13)	0.0182 (12)	0.0319 (13)	−0.0026 (10)	−0.0067 (10)	−0.0048 (10)
O4W	0.0249 (14)	0.0260 (14)	0.0452 (16)	0.0026 (11)	−0.0216 (12)	−0.0101 (12)
O6	0.0165 (12)	0.0249 (13)	0.0468 (15)	−0.0059 (10)	0.0039 (11)	−0.0095 (12)
O5W	0.0172 (12)	0.0341 (15)	0.0311 (14)	−0.0026 (11)	−0.0040 (11)	0.0062 (11)
O7	0.0351 (15)	0.0281 (14)	0.0270 (13)	0.0039 (12)	−0.0130 (11)	−0.0095 (11)
O6W	0.0151 (12)	0.0291 (14)	0.0397 (15)	−0.0030 (11)	−0.0027 (11)	−0.0056 (11)
O8	0.0201 (12)	0.0215 (12)	0.0206 (11)	−0.0035 (10)	−0.0036 (9)	−0.0038 (10)
O7W	0.0273 (14)	0.0225 (13)	0.0303 (14)	−0.0064 (11)	−0.0118 (11)	−0.0003 (11)
O9	0.0196 (12)	0.0235 (13)	0.0338 (13)	−0.0048 (10)	0.0039 (10)	−0.0061 (11)
O8W	0.0540 (19)	0.0363 (16)	0.0347 (15)	−0.0252 (15)	−0.0241 (14)	0.0089 (13)
O10	0.0257 (13)	0.0171 (12)	0.0293 (13)	−0.0024 (10)	−0.0043 (10)	−0.0034 (10)
O9W	0.0139 (12)	0.0278 (13)	0.0289 (13)	−0.0032 (10)	−0.0054 (10)	−0.0024 (11)
O11	0.0328 (15)	0.0297 (14)	0.0295 (13)	0.0036 (12)	−0.0123 (11)	−0.0107 (11)
O10W	0.054 (2)	0.0388 (17)	0.0470 (17)	−0.0067 (15)	−0.0323 (15)	0.0037 (13)
O12	0.0197 (12)	0.0278 (13)	0.0255 (12)	−0.0037 (10)	−0.0103 (10)	−0.0037 (10)
O11W	0.0321 (15)	0.0310 (14)	0.0252 (13)	−0.0089 (12)	−0.0047 (11)	0.0001 (11)
O13	0.0100 (11)	0.0326 (14)	0.0280 (12)	−0.0018 (10)	−0.0060 (9)	−0.0051 (11)
O12W	0.0136 (12)	0.0244 (13)	0.0415 (15)	−0.0043 (10)	0.0004 (11)	−0.0073 (11)
O14	0.0197 (12)	0.0235 (12)	0.0243 (12)	−0.0065 (10)	−0.0069 (10)	0.0025 (10)
O13W	0.0131 (11)	0.0306 (14)	0.0335 (13)	−0.0076 (10)	−0.0041 (10)	−0.0034 (11)
O15	0.0198 (12)	0.0230 (12)	0.0198 (11)	−0.0019 (10)	−0.0040 (9)	−0.0044 (10)
O14W	0.0337 (14)	0.0231 (13)	0.0190 (12)	−0.0051 (11)	−0.0075 (11)	−0.0024 (10)
O16	0.0203 (12)	0.0168 (12)	0.0303 (13)	−0.0008 (10)	−0.0042 (10)	−0.0038 (10)
O15W	0.0162 (12)	0.0257 (13)	0.0376 (14)	−0.0069 (10)	−0.0129 (10)	−0.0009 (11)
O17	0.0284 (14)	0.0247 (13)	0.0284 (13)	0.0043 (11)	−0.0127 (11)	−0.0085 (11)
O16W	0.0139 (11)	0.0251 (13)	0.0323 (13)	−0.0027 (10)	−0.0031 (10)	−0.0091 (11)
O18	0.0148 (12)	0.0224 (13)	0.0351 (13)	−0.0032 (10)	−0.0007 (10)	−0.0061 (10)
O17W	0.0193 (12)	0.0304 (14)	0.0287 (13)	−0.0010 (11)	−0.0109 (10)	−0.0065 (11)
O19	0.0144 (11)	0.0240 (12)	0.0235 (12)	−0.0012 (10)	−0.0075 (9)	−0.0013 (10)
O18W	0.0166 (12)	0.0299 (14)	0.0303 (13)	−0.0022 (11)	−0.0034 (10)	0.0042 (11)
O20	0.0140 (11)	0.0201 (12)	0.0243 (12)	−0.0026 (9)	−0.0044 (9)	0.0017 (9)
O19W	0.0319 (15)	0.0248 (13)	0.0341 (14)	−0.0071 (12)	−0.0139 (12)	0.0001 (11)
O21	0.0077 (10)	0.0241 (12)	0.0248 (12)	0.0000 (9)	−0.0042 (9)	−0.0028 (10)
O20W	0.0257 (13)	0.0220 (13)	0.0200 (12)	−0.0070 (11)	−0.0040 (10)	−0.0019 (10)
O22	0.0197 (12)	0.0249 (13)	0.0215 (12)	−0.0049 (10)	−0.0030 (10)	−0.0037 (10)
O21W	0.0137 (12)	0.0256 (13)	0.0392 (15)	−0.0011 (10)	−0.0058 (11)	−0.0066 (11)
O23	0.0097 (11)	0.0320 (14)	0.0259 (12)	−0.0016 (10)	−0.0035 (9)	−0.0065 (10)
O22W	0.0335 (15)	0.0263 (14)	0.0339 (14)	−0.0119 (12)	−0.0178 (12)	0.0039 (11)
O24	0.0193 (12)	0.0290 (13)	0.0247 (12)	−0.0013 (10)	−0.0107 (10)	−0.0055 (10)
O23W	0.0313 (14)	0.0210 (13)	0.0210 (12)	−0.0064 (11)	−0.0072 (11)	−0.0014 (10)
O25	0.0188 (12)	0.0228 (12)	0.0261 (12)	−0.0060 (10)	−0.0058 (10)	0.0030 (10)
O24W	0.0122 (11)	0.0319 (14)	0.0309 (13)	−0.0056 (10)	−0.0039 (10)	−0.0042 (11)
O26	0.0248 (13)	0.0221 (13)	0.0370 (14)	−0.0042 (11)	−0.0031 (11)	−0.0062 (11)
O25W	0.0293 (14)	0.0259 (14)	0.0287 (13)	−0.0097 (11)	−0.0061 (11)	0.0023 (11)
O27	0.0334 (15)	0.0327 (15)	0.0325 (14)	0.0065 (12)	−0.0153 (12)	−0.0142 (12)
O26W	0.0106 (11)	0.0307 (14)	0.0308 (13)	−0.0052 (10)	−0.0060 (10)	−0.0062 (11)
O28	0.0195 (12)	0.0249 (13)	0.0318 (13)	−0.0065 (10)	−0.0003 (10)	−0.0063 (11)
O27W	0.0120 (11)	0.0256 (13)	0.0389 (14)	−0.0039 (10)	−0.0014 (10)	−0.0087 (11)
O28W	0.055 (2)	0.0330 (16)	0.0498 (18)	−0.0042 (15)	−0.0372 (15)	−0.0051 (14)
O29W	0.0176 (12)	0.0259 (13)	0.0255 (12)	−0.0015 (10)	−0.0045 (10)	−0.0009 (10)
O30W	0.0163 (12)	0.0266 (14)	0.0340 (14)	0.0024 (10)	−0.0025 (10)	−0.0035 (11)
O31W	0.0173 (12)	0.0267 (14)	0.0338 (14)	−0.0006 (10)	−0.0027 (10)	−0.0032 (11)
O32W	0.0188 (12)	0.0278 (14)	0.0314 (13)	−0.0011 (10)	−0.0003 (11)	−0.0061 (11)
N1	0.0106 (13)	0.0202 (14)	0.0236 (14)	−0.0048 (11)	−0.0048 (11)	−0.0016 (12)
N2	0.0132 (13)	0.0180 (15)	0.0235 (15)	−0.0043 (11)	−0.0038 (11)	−0.0039 (12)
N3	0.0082 (12)	0.0196 (14)	0.0244 (14)	−0.0037 (11)	−0.0054 (11)	−0.0020 (12)
N4	0.0143 (13)	0.0210 (15)	0.0205 (15)	−0.0043 (11)	−0.0058 (11)	−0.0019 (12)
N5	0.0080 (12)	0.0209 (15)	0.0242 (14)	−0.0043 (11)	−0.0038 (11)	−0.0024 (12)
N6	0.0139 (13)	0.0172 (14)	0.0197 (14)	−0.0028 (11)	−0.0039 (11)	−0.0027 (12)
N7	0.0091 (12)	0.0199 (14)	0.0223 (14)	−0.0037 (11)	−0.0027 (10)	−0.0027 (12)
N8	0.0130 (13)	0.0206 (15)	0.0208 (15)	−0.0068 (11)	−0.0031 (11)	−0.0017 (12)
C1	0.0140 (16)	0.0224 (18)	0.0269 (18)	−0.0054 (14)	−0.0024 (13)	−0.0025 (14)
C2	0.0180 (17)	0.032 (2)	0.0260 (18)	−0.0091 (15)	0.0005 (14)	−0.0079 (15)
C3	0.0146 (16)	0.0245 (19)	0.037 (2)	−0.0063 (14)	0.0022 (15)	−0.0101 (16)
C4	0.0112 (15)	0.0226 (18)	0.039 (2)	−0.0062 (14)	−0.0016 (14)	−0.0038 (16)
C5	0.0134 (15)	0.0208 (17)	0.0305 (18)	−0.0080 (13)	−0.0024 (13)	−0.0021 (15)
C6	0.0192 (17)	0.0198 (18)	0.0328 (19)	−0.0048 (14)	−0.0061 (14)	0.0011 (15)
C7	0.030 (2)	0.0246 (19)	0.0262 (18)	−0.0041 (16)	−0.0098 (15)	0.0021 (15)
C8	0.0214 (17)	0.0232 (18)	0.0240 (17)	−0.0038 (15)	−0.0035 (14)	−0.0053 (14)
C9	0.0084 (14)	0.0187 (17)	0.0286 (18)	−0.0019 (13)	−0.0031 (13)	−0.0002 (14)
C10	0.0081 (14)	0.0200 (17)	0.0291 (18)	−0.0050 (13)	0.0001 (13)	−0.0055 (14)
C11	0.0105 (14)	0.0195 (17)	0.0220 (16)	−0.0032 (13)	−0.0058 (12)	−0.0029 (13)
C12	0.0099 (14)	0.0240 (18)	0.0222 (17)	−0.0050 (13)	−0.0059 (12)	−0.0003 (14)
C13	0.0202 (17)	0.0274 (19)	0.0208 (17)	−0.0077 (15)	−0.0077 (14)	0.0005 (15)
C14	0.0156 (16)	0.0217 (18)	0.0259 (18)	−0.0039 (14)	−0.0070 (13)	0.0025 (14)
C15	0.0109 (15)	0.0211 (17)	0.0223 (16)	−0.0053 (13)	−0.0046 (12)	−0.0004 (14)
C16	0.0105 (15)	0.0182 (17)	0.0299 (18)	−0.0031 (13)	−0.0070 (13)	−0.0007 (14)
C17	0.0119 (15)	0.0203 (17)	0.0284 (18)	−0.0051 (13)	−0.0024 (13)	−0.0056 (14)
C18	0.0114 (15)	0.0235 (17)	0.0215 (16)	−0.0034 (13)	−0.0041 (13)	−0.0043 (14)
C19	0.0079 (14)	0.0227 (17)	0.0236 (17)	−0.0059 (13)	−0.0018 (12)	−0.0011 (14)
C20	0.0073 (14)	0.0213 (17)	0.0238 (17)	−0.0052 (13)	−0.0048 (12)	0.0010 (14)
C21	0.0268 (19)	0.0248 (19)	0.0255 (18)	−0.0089 (15)	−0.0087 (15)	0.0012 (15)
C22	0.0212 (17)	0.0193 (17)	0.0255 (18)	−0.0038 (14)	−0.0057 (14)	−0.0038 (14)
C23	0.0103 (15)	0.0205 (17)	0.0247 (17)	−0.0045 (13)	−0.0049 (13)	−0.0003 (14)
C24	0.0086 (14)	0.0224 (18)	0.0269 (17)	−0.0049 (13)	−0.0060 (13)	−0.0028 (14)
C25	0.0179 (17)	0.0236 (18)	0.0260 (18)	−0.0074 (14)	−0.0028 (14)	−0.0029 (15)
C26	0.0180 (17)	0.032 (2)	0.0301 (19)	−0.0115 (15)	0.0009 (14)	−0.0074 (16)
C27	0.0164 (16)	0.0214 (18)	0.035 (2)	−0.0055 (14)	0.0026 (14)	−0.0094 (15)
C28	0.0114 (15)	0.0183 (17)	0.037 (2)	−0.0025 (13)	−0.0020 (14)	−0.0020 (15)
C29	0.0075 (14)	0.0215 (17)	0.0326 (19)	−0.0030 (13)	−0.0027 (13)	−0.0039 (15)
C30	0.0175 (17)	0.0231 (18)	0.0307 (19)	−0.0035 (14)	−0.0079 (14)	0.0030 (15)
C31	0.0095 (14)	0.0185 (16)	0.0228 (16)	−0.0036 (13)	−0.0030 (12)	−0.0003 (13)
C32	0.0116 (15)	0.0243 (18)	0.0208 (16)	−0.0067 (13)	−0.0028 (12)	−0.0022 (14)
C33	0.0202 (17)	0.0257 (18)	0.0170 (16)	−0.0072 (14)	−0.0077 (13)	0.0020 (14)
C34	0.0155 (16)	0.0218 (17)	0.0226 (17)	−0.0060 (14)	−0.0053 (13)	0.0018 (14)
C35	0.0112 (15)	0.0188 (16)	0.0225 (16)	−0.0054 (13)	−0.0041 (12)	−0.0018 (13)
C36	0.0143 (15)	0.0178 (16)	0.0233 (17)	−0.0041 (13)	−0.0054 (13)	0.0006 (14)
C37	0.0155 (16)	0.0185 (16)	0.0241 (17)	−0.0052 (13)	−0.0056 (13)	−0.0026 (14)
C38	0.0140 (15)	0.0221 (17)	0.0197 (16)	−0.0049 (13)	−0.0041 (12)	−0.0038 (13)
C39	0.0070 (14)	0.0171 (16)	0.0204 (16)	−0.0020 (12)	−0.0052 (12)	0.0009 (13)
C40	0.0106 (14)	0.0205 (17)	0.0199 (16)	−0.0044 (13)	−0.0025 (12)	−0.0021 (13)
C41	0.0135 (15)	0.0202 (17)	0.0219 (16)	−0.0069 (13)	−0.0057 (13)	−0.0026 (14)
C42	0.0129 (15)	0.0236 (18)	0.0206 (16)	−0.0043 (13)	−0.0036 (13)	0.0008 (14)
C43	0.0090 (14)	0.0225 (17)	0.0225 (16)	−0.0029 (13)	−0.0054 (12)	0.0018 (14)
C44	0.0093 (14)	0.0194 (17)	0.0248 (17)	−0.0061 (13)	−0.0039 (12)	−0.0005 (14)
C45	0.0096 (14)	0.0152 (16)	0.0249 (17)	−0.0014 (12)	−0.0058 (12)	0.0014 (13)
C46	0.0085 (14)	0.0173 (16)	0.0257 (17)	−0.0020 (12)	−0.0052 (12)	−0.0041 (13)
C47	0.0121 (15)	0.0220 (17)	0.0219 (16)	−0.0036 (13)	−0.0053 (13)	−0.0036 (14)
C48	0.0110 (14)	0.0151 (15)	0.0201 (16)	−0.0022 (12)	−0.0042 (12)	−0.0001 (13)
C49	0.0084 (14)	0.0179 (16)	0.0208 (16)	−0.0046 (12)	−0.0026 (12)	−0.0013 (13)
C50	0.0106 (14)	0.0193 (17)	0.0212 (16)	−0.0057 (13)	−0.0033 (12)	−0.0021 (13)
C51	0.0110 (15)	0.0203 (17)	0.0261 (17)	−0.0041 (13)	−0.0041 (13)	−0.0001 (14)
C52	0.0224 (18)	0.0206 (18)	0.0233 (17)	−0.0022 (14)	−0.0044 (14)	−0.0019 (14)
C53	0.0252 (19)	0.029 (2)	0.0248 (18)	−0.0060 (16)	−0.0081 (15)	0.0007 (15)
C54	0.0186 (17)	0.0207 (18)	0.0337 (19)	−0.0032 (14)	−0.0061 (15)	0.0013 (15)
C55	0.0098 (15)	0.0192 (17)	0.0352 (19)	−0.0020 (13)	−0.0022 (14)	−0.0043 (15)
C56	0.0131 (16)	0.0225 (18)	0.039 (2)	−0.0035 (14)	−0.0005 (15)	−0.0046 (16)
C57	0.0143 (16)	0.0280 (19)	0.039 (2)	−0.0057 (15)	0.0022 (15)	−0.0132 (16)
C58	0.0180 (17)	0.034 (2)	0.0266 (18)	−0.0075 (15)	−0.0014 (14)	−0.0092 (16)
C59	0.0159 (16)	0.0214 (18)	0.0283 (18)	−0.0057 (14)	−0.0024 (14)	−0.0036 (14)
C60	0.0090 (14)	0.0211 (17)	0.0254 (17)	−0.0046 (13)	−0.0015 (12)	−0.0057 (14)
C61	0.0073 (14)	0.0195 (16)	0.0207 (16)	−0.0033 (12)	−0.0027 (12)	−0.0021 (13)
C62	0.0104 (15)	0.0233 (17)	0.0205 (16)	−0.0073 (13)	−0.0041 (12)	−0.0014 (14)
C63	0.0096 (14)	0.0246 (18)	0.0219 (17)	−0.0062 (13)	−0.0017 (12)	−0.0024 (14)
C64	0.0157 (16)	0.0250 (18)	0.0191 (16)	−0.0075 (14)	−0.0050 (13)	0.0005 (14)
C65	0.0126 (15)	0.0217 (17)	0.0226 (17)	−0.0054 (13)	−0.0056 (13)	0.0045 (14)
C66	0.0108 (15)	0.0218 (17)	0.0189 (16)	−0.0049 (13)	−0.0046 (12)	0.0004 (13)
C67	0.0075 (14)	0.0208 (17)	0.0294 (18)	−0.0022 (13)	−0.0038 (13)	−0.0030 (14)
C68	0.0105 (15)	0.0183 (16)	0.0248 (17)	−0.0018 (13)	−0.0048 (13)	−0.0046 (14)
C69	0.0104 (15)	0.0249 (18)	0.0204 (16)	−0.0051 (13)	−0.0026 (12)	−0.0026 (14)
C70	0.0106 (15)	0.0209 (17)	0.0222 (16)	−0.0066 (13)	−0.0023 (12)	0.0004 (13)
C71	0.0104 (15)	0.0205 (17)	0.0297 (18)	−0.0060 (13)	−0.0052 (13)	−0.0017 (14)
C72	0.0242 (18)	0.0236 (19)	0.0288 (19)	−0.0062 (15)	−0.0074 (15)	−0.0016 (15)
C73	0.033 (2)	0.028 (2)	0.032 (2)	−0.0094 (17)	−0.0142 (16)	0.0011 (16)
C74	0.0177 (17)	0.0174 (17)	0.040 (2)	−0.0036 (14)	−0.0094 (15)	0.0032 (15)
C75	0.0097 (15)	0.0198 (17)	0.038 (2)	−0.0056 (13)	−0.0030 (14)	−0.0030 (15)
C76	0.0137 (16)	0.0191 (18)	0.047 (2)	−0.0028 (14)	−0.0025 (15)	−0.0069 (16)
C77	0.0163 (17)	0.0253 (19)	0.042 (2)	−0.0039 (15)	0.0026 (15)	−0.0145 (17)
C78	0.0185 (17)	0.033 (2)	0.0307 (19)	−0.0072 (16)	−0.0025 (15)	−0.0088 (16)
C79	0.0135 (16)	0.0225 (18)	0.0315 (19)	−0.0046 (14)	−0.0026 (14)	−0.0032 (15)
C80	0.0087 (15)	0.0254 (18)	0.0303 (18)	−0.0056 (13)	−0.0028 (13)	−0.0040 (15)

Geometric parameters (Å, º)

Ca1—O5W	2.340 (2)	N5—C50	1.344 (4)
Ca1—O1W	2.341 (2)	N6—C51	1.406 (4)
Ca1—O2W	2.363 (2)	N6—H82	0.92 (4)
Ca1—O4W	2.391 (2)	N7—N8	1.296 (4)
Ca1—O3W	2.415 (2)	N7—C62	1.342 (4)
Ca1—O7W	2.434 (2)	N8—C71	1.408 (4)
Ca1—O6W	2.453 (2)	N8—H83	0.90 (4)
Ca2—O14W	2.354 (2)	C1—C2	1.370 (5)
Ca2—O12W	2.367 (2)	C1—C10	1.427 (4)
Ca2—O10W	2.384 (3)	C1—H1	0.9500
Ca2—O13W	2.414 (2)	C2—C3	1.410 (5)
Ca2—O9W	2.421 (2)	C2—H2	0.9500
Ca2—O8W	2.422 (3)	C3—C4	1.362 (5)
Ca2—O11W	2.423 (2)	C3—H3	0.9500
Ca2—H19W	2.5733	C4—C5	1.423 (5)
Ca3—O18W	2.338 (2)	C4—H4	0.9500
Ca3—O20W	2.345 (2)	C5—C6	1.417 (5)
Ca3—O15W	2.348 (2)	C5—C10	1.425 (5)
Ca3—O19W	2.424 (2)	C6—C7	1.358 (5)
Ca3—O16W	2.435 (2)	C6—H6	0.9500
Ca3—O17W	2.442 (2)	C7—C8	1.407 (5)
Ca3—O21W	2.453 (2)	C7—H7	0.9500
Ca4—O23W	2.342 (2)	C8—C9	1.373 (4)
Ca4—O28W	2.359 (3)	C8—H8	0.9500
Ca4—O27W	2.381 (2)	C9—C10	1.425 (5)
Ca4—O25W	2.388 (2)	C11—C20	1.457 (4)
Ca4—O26W	2.417 (2)	C11—C12	1.457 (4)
Ca4—O24W	2.422 (2)	C12—C13	1.440 (5)
Ca4—O22W	2.455 (2)	C13—C14	1.341 (5)
Ca4—H56W	2.53 (4)	C13—H13	0.9500
S1—O21	1.449 (2)	C14—C15	1.437 (4)
S1—O19	1.464 (2)	C14—H14	0.9500
S1—O20	1.466 (2)	C15—C16	1.402 (5)
S1—C48	1.789 (3)	C15—C20	1.427 (4)
S2—O24	1.451 (2)	C16—C17	1.377 (4)
S2—O23	1.457 (2)	C16—H16	0.9500
S2—O25	1.467 (2)	C17—C18	1.390 (4)
S2—C70	1.799 (3)	C18—C19	1.379 (5)
S3—O17	1.456 (2)	C18—H18	0.9500
S3—O16	1.457 (2)	C19—C20	1.427 (4)
S3—O18	1.473 (2)	C21—C30	1.361 (5)
S3—C46	1.753 (3)	C21—C22	1.411 (5)
S4—O12	1.454 (2)	C21—H21	0.9500
S4—O13	1.456 (2)	C22—C23	1.375 (4)
S4—O14	1.466 (2)	C22—H22	0.9500
S4—C39	1.790 (3)	C23—C24	1.420 (5)
S5—O2	1.451 (2)	C24—C25	1.423 (4)
S5—O4	1.460 (2)	C24—C29	1.433 (5)
S5—O3	1.467 (2)	C25—C26	1.374 (5)
S5—C19	1.798 (3)	C25—H25	0.9500
S6—O10	1.442 (2)	C26—C27	1.416 (5)
S6—O11	1.458 (2)	C26—H26	0.9500
S6—O9	1.471 (2)	C27—C28	1.356 (5)
S6—C37	1.761 (3)	C27—H27	0.9500
S7—O26	1.441 (2)	C28—C29	1.421 (5)
S7—O27	1.452 (2)	C28—H28	0.9500
S7—O28	1.472 (2)	C29—C30	1.410 (5)
S7—C68	1.760 (3)	C30—H30	0.9500
S8—O5	1.454 (2)	C31—C40	1.453 (4)
S8—O7	1.461 (2)	C31—C32	1.460 (4)
S8—O6	1.463 (2)	C32—C33	1.440 (5)
S8—C17	1.766 (3)	C33—C34	1.340 (5)
O1—C12	1.269 (4)	C33—H33	0.9500
O1W—H1W	0.878 (10)	C34—C35	1.440 (4)
O1W—H2W	0.873 (10)	C34—H34	0.9500
O2W—H3W	0.873 (10)	C35—C36	1.404 (4)
O2W—H4W	0.866 (10)	C35—C40	1.432 (4)
O3W—H5W	0.876 (10)	C36—C37	1.374 (4)
O3W—H6W	0.875 (10)	C36—H36	0.9500
O4W—H7W	0.875 (10)	C37—C38	1.401 (4)
O4W—H8W	0.869 (10)	C38—C39	1.382 (4)
O5W—H9W	0.880 (10)	C38—H38	0.9500
O5W—H10W	0.876 (10)	C39—C40	1.419 (4)
O6W—H11W	0.876 (10)	C41—C42	1.432 (4)
O6W—H12W	0.876 (10)	C41—C50	1.462 (4)
O8—C32	1.268 (4)	C42—C43	1.349 (5)
O7W—H13W	0.868 (10)	C42—H42	0.9500
O7W—H14W	0.871 (10)	C43—C44	1.440 (4)
O8W—H15W	0.875 (10)	C43—H43	0.9500
O8W—H16W	0.874 (10)	C44—C45	1.404 (4)
O9W—H17W	0.880 (10)	C44—C49	1.424 (4)
O9W—H18W	0.880 (10)	C45—C46	1.375 (4)
O10W—H19W	0.8821	C45—H45	0.9500
O10W—H20W	0.8718	C46—C47	1.400 (4)
O11W—H21W	0.876 (10)	C47—C48	1.385 (4)
O11W—H22W	0.875 (10)	C47—H47	0.9500
O12W—H23W	0.869 (10)	C48—C49	1.433 (4)
O12W—H24W	0.868 (10)	C49—C50	1.461 (4)
O13W—H25W	0.877 (10)	C51—C52	1.370 (4)
O13W—H26W	0.877 (10)	C51—C60	1.428 (5)
O15—C41	1.275 (4)	C52—C53	1.414 (5)
O14W—H27W	0.877 (10)	C52—H52	0.9500
O14W—H28W	0.874 (10)	C53—C54	1.361 (5)
O15W—H29W	0.878 (10)	C53—H53	0.9500
O15W—H30W	0.877 (10)	C54—C55	1.415 (5)
O16W—H31W	0.877 (10)	C54—H54	0.9500
O16W—H32W	0.873 (10)	C55—C56	1.416 (5)
O17W—H33W	0.876 (10)	C55—C60	1.428 (5)
O17W—H34W	0.873 (10)	C56—C57	1.359 (5)
O18W—H35W	0.873 (10)	C56—H56	0.9500
O18W—H36W	0.873 (10)	C57—C58	1.415 (5)
O19W—H37W	0.875 (10)	C57—H57	0.9500
O19W—H38W	0.870 (10)	C58—C59	1.371 (5)
O20W—H39W	0.868 (10)	C58—H58	0.9500
O20W—H40W	0.869 (10)	C59—C60	1.424 (5)
O22—C63	1.267 (4)	C59—H59	0.9500
O21W—H41W	0.875 (10)	C61—C66	1.421 (4)
O21W—H42W	0.871 (10)	C61—C70	1.429 (4)
O22W—H43W	0.874 (10)	C61—C62	1.457 (4)
O22W—H44W	0.875 (10)	C62—C63	1.463 (4)
O23W—H45W	0.870 (10)	C63—C64	1.433 (5)
O23W—H46W	0.872 (10)	C64—C65	1.343 (5)
O24W—H47W	0.873 (10)	C64—H64	0.9500
O24W—H48W	0.877 (10)	C65—C66	1.442 (4)
O25W—H49W	0.872 (10)	C65—H65	0.9500
O25W—H50W	0.880 (10)	C66—C67	1.390 (5)
O26W—H51W	0.875 (10)	C67—C68	1.374 (4)
O26W—H52W	0.876 (10)	C67—H67	0.9500
O27W—H53W	0.873 (10)	C68—C69	1.387 (4)
O27W—H54W	0.877 (10)	C69—C70	1.383 (5)
O28W—H55W	0.879 (10)	C69—H69	0.9500
O28W—H56W	0.871 (10)	C71—C72	1.375 (5)
O29W—H57W	0.876 (10)	C71—C80	1.428 (5)
O29W—H58W	0.873 (10)	C72—C73	1.402 (5)
O30W—H59W	0.873 (10)	C72—H72	0.9500
O30W—H60W	0.875 (10)	C73—C74	1.370 (5)
O31W—H61W	0.873 (10)	C73—H73	0.9500
O31W—H62W	0.877 (10)	C74—C75	1.421 (5)
O32W—H63W	0.876 (10)	C74—H74	0.9500
O32W—H64W	0.875 (10)	C75—C76	1.421 (5)
N1—N2	1.298 (4)	C75—C80	1.426 (5)
N1—C11	1.346 (4)	C76—C77	1.357 (5)
N2—C9	1.412 (4)	C76—H76	0.9500
N2—H80	0.94 (4)	C77—C78	1.407 (5)
N3—N4	1.297 (4)	C77—H77	0.9500
N3—C31	1.341 (4)	C78—C79	1.370 (5)
N4—C23	1.403 (4)	C78—H78	0.9500
N4—H81	0.87 (4)	C79—C80	1.424 (5)
N5—N6	1.301 (4)	C79—H79	0.9500
O5W—Ca1—O1W	158.71 (9)	C51—N6—H82	126 (2)
O5W—Ca1—O2W	79.99 (9)	N8—N7—C62	117.1 (3)
O1W—Ca1—O2W	91.60 (8)	N7—N8—C71	121.9 (3)
O5W—Ca1—O4W	76.32 (9)	N7—N8—H83	117 (3)
O1W—Ca1—O4W	123.49 (9)	C71—N8—H83	121 (3)
O2W—Ca1—O4W	126.83 (9)	C2—C1—C10	120.7 (3)
O5W—Ca1—O3W	111.54 (9)	C2—C1—H1	119.7
O1W—Ca1—O3W	84.48 (9)	C10—C1—H1	119.7
O2W—Ca1—O3W	74.44 (8)	C1—C2—C3	121.0 (3)
O4W—Ca1—O3W	71.37 (9)	C1—C2—H2	119.5
O5W—Ca1—O7W	99.88 (9)	C3—C2—H2	119.5
O1W—Ca1—O7W	80.67 (8)	C4—C3—C2	119.8 (3)
O2W—Ca1—O7W	157.96 (9)	C4—C3—H3	120.1
O4W—Ca1—O7W	73.66 (9)	C2—C3—H3	120.1
O3W—Ca1—O7W	124.71 (8)	C3—C4—C5	121.1 (3)
O5W—Ca1—O6W	76.83 (9)	C3—C4—H4	119.4
O1W—Ca1—O6W	82.84 (9)	C5—C4—H4	119.4
O2W—Ca1—O6W	83.52 (9)	C6—C5—C4	121.2 (3)
O4W—Ca1—O6W	134.05 (9)	C6—C5—C10	119.5 (3)
O3W—Ca1—O6W	154.18 (9)	C4—C5—C10	119.3 (3)
O7W—Ca1—O6W	75.09 (8)	C7—C6—C5	120.9 (3)
O14W—Ca2—O12W	90.74 (9)	C7—C6—H6	119.6
O14W—Ca2—O10W	144.17 (9)	C5—C6—H6	119.6
O12W—Ca2—O10W	86.58 (10)	C6—C7—C8	120.9 (3)
O14W—Ca2—O13W	75.01 (8)	C6—C7—H7	119.5
O12W—Ca2—O13W	74.11 (9)	C8—C7—H7	119.5
O10W—Ca2—O13W	137.38 (9)	C9—C8—C7	119.4 (3)
O14W—Ca2—O9W	91.80 (9)	C9—C8—H8	120.3
O12W—Ca2—O9W	169.22 (8)	C7—C8—H8	120.3
O10W—Ca2—O9W	97.40 (10)	C8—C9—N2	120.9 (3)
O13W—Ca2—O9W	96.46 (8)	C8—C9—C10	121.9 (3)
O14W—Ca2—O8W	75.42 (9)	N2—C9—C10	117.1 (3)
O12W—Ca2—O8W	105.88 (10)	C9—C10—C5	117.4 (3)
O10W—Ca2—O8W	71.05 (9)	C9—C10—C1	124.5 (3)
O13W—Ca2—O8W	150.43 (9)	C5—C10—C1	118.1 (3)
O9W—Ca2—O8W	84.89 (10)	N1—C11—C20	116.7 (3)
O14W—Ca2—O11W	146.05 (9)	N1—C11—C12	122.2 (3)
O12W—Ca2—O11W	89.85 (9)	C20—C11—C12	120.8 (3)
O10W—Ca2—O11W	69.73 (9)	O1—C12—C13	120.5 (3)
O13W—Ca2—O11W	72.55 (8)	O1—C12—C11	121.6 (3)
O9W—Ca2—O11W	82.21 (9)	C13—C12—C11	117.8 (3)
O8W—Ca2—O11W	136.51 (9)	C14—C13—C12	120.9 (3)
O14W—Ca2—H19W	127.9	C14—C13—H13	119.6
O12W—Ca2—H19W	72.4	C12—C13—H13	119.6
O10W—Ca2—H19W	20.0	C13—C14—C15	122.9 (3)
O13W—Ca2—H19W	139.0	C13—C14—H14	118.6
O9W—Ca2—H19W	113.8	C15—C14—H14	118.6
O8W—Ca2—H19W	63.5	C16—C15—C20	121.1 (3)
O11W—Ca2—H19W	84.4	C16—C15—C14	119.0 (3)
O18W—Ca3—O20W	159.99 (9)	C20—C15—C14	119.8 (3)
O18W—Ca3—O15W	82.36 (9)	C17—C16—C15	119.9 (3)
O20W—Ca3—O15W	92.28 (8)	C17—C16—H16	120.0
O18W—Ca3—O19W	94.97 (9)	C15—C16—H16	120.0
O20W—Ca3—O19W	82.75 (8)	C16—C17—C18	120.2 (3)
O15W—Ca3—O19W	157.89 (9)	C16—C17—S8	121.2 (3)
O18W—Ca3—O16W	115.11 (9)	C18—C17—S8	118.4 (3)
O20W—Ca3—O16W	81.55 (9)	C19—C18—C17	120.7 (3)
O15W—Ca3—O16W	74.53 (8)	C19—C18—H18	119.7
O19W—Ca3—O16W	125.49 (9)	C17—C18—H18	119.7
O18W—Ca3—O17W	76.58 (8)	C18—C19—C20	121.1 (3)
O20W—Ca3—O17W	121.41 (9)	C18—C19—S5	112.6 (2)
O15W—Ca3—O17W	125.10 (9)	C20—C19—S5	126.1 (2)
O19W—Ca3—O17W	74.88 (9)	C19—C20—C15	116.1 (3)
O16W—Ca3—O17W	70.04 (8)	C19—C20—C11	126.7 (3)
O18W—Ca3—O21W	77.27 (9)	C15—C20—C11	117.2 (3)
O20W—Ca3—O21W	82.92 (9)	C30—C21—C22	120.4 (3)
O15W—Ca3—O21W	82.31 (8)	C30—C21—H21	119.8
O19W—Ca3—O21W	75.72 (9)	C22—C21—H21	119.8
O16W—Ca3—O21W	151.44 (8)	C23—C22—C21	119.7 (3)
O17W—Ca3—O21W	138.33 (9)	C23—C22—H22	120.1
O23W—Ca4—O28W	137.29 (10)	C21—C22—H22	120.1
O23W—Ca4—O27W	89.22 (9)	C22—C23—N4	120.8 (3)
O28W—Ca4—O27W	79.62 (10)	C22—C23—C24	121.6 (3)
O23W—Ca4—O25W	148.16 (9)	N4—C23—C24	117.5 (3)
O28W—Ca4—O25W	73.77 (10)	C23—C24—C25	124.0 (3)
O27W—Ca4—O25W	91.08 (9)	C23—C24—C29	117.6 (3)
O23W—Ca4—O26W	76.07 (8)	C25—C24—C29	118.4 (3)
O28W—Ca4—O26W	136.25 (9)	C26—C25—C24	121.0 (3)
O27W—Ca4—O26W	72.57 (8)	C26—C25—H25	119.5
O25W—Ca4—O26W	73.69 (8)	C24—C25—H25	119.5
O23W—Ca4—O24W	90.30 (9)	C25—C26—C27	120.1 (3)
O28W—Ca4—O24W	109.76 (10)	C25—C26—H26	119.9
O27W—Ca4—O24W	166.00 (8)	C27—C26—H26	119.9
O25W—Ca4—O24W	82.01 (9)	C28—C27—C26	120.4 (3)
O26W—Ca4—O24W	93.75 (8)	C28—C27—H27	119.8
O23W—Ca4—O22W	76.08 (8)	C26—C27—H27	119.8
O28W—Ca4—O22W	71.08 (9)	C27—C28—C29	121.4 (3)
O27W—Ca4—O22W	113.20 (9)	C27—C28—H28	119.3
O25W—Ca4—O22W	131.96 (9)	C29—C28—H28	119.3
O26W—Ca4—O22W	151.44 (9)	C30—C29—C28	122.0 (3)
O24W—Ca4—O22W	80.20 (9)	C30—C29—C24	119.3 (3)
O23W—Ca4—H56W	147.0 (9)	C28—C29—C24	118.7 (3)
O28W—Ca4—H56W	20.1 (4)	C21—C30—C29	121.3 (3)
O27W—Ca4—H56W	97.6 (6)	C21—C30—H30	119.4
O25W—Ca4—H56W	64.3 (8)	C29—C30—H30	119.4
O26W—Ca4—H56W	136.8 (9)	N3—C31—C40	116.2 (3)
O24W—Ca4—H56W	90.4 (5)	N3—C31—C32	122.8 (3)
O22W—Ca4—H56W	71.5 (9)	C40—C31—C32	120.5 (3)
O21—S1—O19	112.17 (13)	O8—C32—C33	120.9 (3)
O21—S1—O20	113.89 (13)	O8—C32—C31	121.0 (3)
O19—S1—O20	110.46 (13)	C33—C32—C31	118.0 (3)
O21—S1—C48	106.91 (14)	C34—C33—C32	121.1 (3)
O19—S1—C48	105.22 (14)	C34—C33—H33	119.5
O20—S1—C48	107.64 (13)	C32—C33—H33	119.5
O24—S2—O23	112.84 (13)	C33—C34—C35	122.5 (3)
O24—S2—O25	110.48 (13)	C33—C34—H34	118.8
O23—S2—O25	112.22 (14)	C35—C34—H34	118.8
O24—S2—C70	105.16 (15)	C36—C35—C40	120.6 (3)
O23—S2—C70	108.24 (14)	C36—C35—C34	119.4 (3)
O25—S2—C70	107.48 (13)	C40—C35—C34	120.0 (3)
O17—S3—O16	114.17 (14)	C37—C36—C35	120.3 (3)
O17—S3—O18	111.27 (14)	C37—C36—H36	119.9
O16—S3—O18	111.93 (14)	C35—C36—H36	119.9
O17—S3—C46	106.66 (14)	C36—C37—C38	119.6 (3)
O16—S3—C46	108.21 (14)	C36—C37—S6	121.6 (3)
O18—S3—C46	103.89 (14)	C38—C37—S6	118.7 (2)
O12—S4—O13	112.61 (14)	C39—C38—C37	121.1 (3)
O12—S4—O14	110.90 (13)	C39—C38—H38	119.5
O13—S4—O14	112.03 (14)	C37—C38—H38	119.5
O12—S4—C39	104.79 (14)	C38—C39—C40	120.5 (3)
O13—S4—C39	107.98 (14)	C38—C39—S4	112.4 (2)
O14—S4—C39	108.13 (13)	C40—C39—S4	127.0 (2)
O2—S5—O4	112.55 (13)	C39—C40—C35	116.9 (3)
O2—S5—O3	113.88 (14)	C39—C40—C31	126.1 (3)
O4—S5—O3	110.29 (13)	C35—C40—C31	117.0 (3)
O2—S5—C19	107.42 (14)	O15—C41—C42	120.3 (3)
O4—S5—C19	105.24 (14)	O15—C41—C50	121.0 (3)
O3—S5—C19	106.89 (13)	C42—C41—C50	118.7 (3)
O10—S6—O11	114.30 (15)	C43—C42—C41	120.9 (3)
O10—S6—O9	112.68 (15)	C43—C42—H42	119.5
O11—S6—O9	110.80 (15)	C41—C42—H42	119.5
O10—S6—C37	108.03 (14)	C42—C43—C44	122.2 (3)
O11—S6—C37	106.07 (15)	C42—C43—H43	118.9
O9—S6—C37	104.18 (14)	C44—C43—H43	118.9
O26—S7—O27	115.12 (15)	C45—C44—C49	121.2 (3)
O26—S7—O28	112.45 (15)	C45—C44—C43	118.3 (3)
O27—S7—O28	110.20 (15)	C49—C44—C43	120.5 (3)
O26—S7—C68	107.77 (15)	C46—C45—C44	120.5 (3)
O27—S7—C68	106.16 (15)	C46—C45—H45	119.8
O28—S7—C68	104.33 (14)	C44—C45—H45	119.8
O5—S8—O7	113.87 (14)	C45—C46—C47	119.1 (3)
O5—S8—O6	112.21 (15)	C45—C46—S3	121.3 (2)
O7—S8—O6	111.49 (16)	C47—C46—S3	119.4 (2)
O5—S8—C17	108.08 (15)	C48—C47—C46	121.8 (3)
O7—S8—C17	106.26 (15)	C48—C47—H47	119.1
O6—S8—C17	104.22 (14)	C46—C47—H47	119.1
Ca1—O1W—H1W	125 (2)	C47—C48—C49	120.0 (3)
Ca1—O1W—H2W	134 (2)	C47—C48—S1	113.2 (2)
H1W—O1W—H2W	100.9 (19)	C49—C48—S1	126.5 (2)
Ca1—O2W—H3W	115 (2)	C44—C49—C48	116.6 (3)
Ca1—O2W—H4W	139 (2)	C44—C49—C50	117.4 (3)
H3W—O2W—H4W	103 (2)	C48—C49—C50	126.0 (3)
Ca1—O3W—H5W	132 (2)	N5—C50—C49	117.2 (3)
Ca1—O3W—H6W	126 (2)	N5—C50—C41	122.6 (3)
H5W—O3W—H6W	99.0 (19)	C49—C50—C41	119.9 (3)
Ca1—O4W—H7W	127 (2)	C52—C51—N6	121.1 (3)
Ca1—O4W—H8W	133 (2)	C52—C51—C60	122.0 (3)
H7W—O4W—H8W	99 (2)	N6—C51—C60	116.9 (3)
Ca1—O5W—H9W	132 (2)	C51—C52—C53	119.5 (3)
Ca1—O5W—H10W	123 (2)	C51—C52—H52	120.3
H9W—O5W—H10W	100 (2)	C53—C52—H52	120.3
Ca1—O6W—H11W	122 (2)	C54—C53—C52	120.4 (3)
Ca1—O6W—H12W	132 (2)	C54—C53—H53	119.8
H11W—O6W—H12W	103 (2)	C52—C53—H53	119.8
Ca1—O7W—H13W	128 (2)	C53—C54—C55	121.3 (3)
Ca1—O7W—H14W	123 (2)	C53—C54—H54	119.4
H13W—O7W—H14W	102 (2)	C55—C54—H54	119.4
Ca2—O8W—H15W	129 (2)	C54—C55—C56	122.1 (3)
Ca2—O8W—H16W	130 (2)	C54—C55—C60	119.3 (3)
H15W—O8W—H16W	101 (2)	C56—C55—C60	118.5 (3)
Ca2—O9W—H17W	114 (2)	C57—C56—C55	122.0 (3)
Ca2—O9W—H18W	106 (2)	C57—C56—H56	119.0
H17W—O9W—H18W	97.5 (19)	C55—C56—H56	119.0
Ca2—O10W—H19W	92.2	C56—C57—C58	119.6 (3)
Ca2—O10W—H20W	160.3	C56—C57—H57	120.2
H19W—O10W—H20W	103.0	C58—C57—H57	120.2
Ca2—O11W—H21W	131 (2)	C59—C58—C57	120.4 (3)
Ca2—O11W—H22W	126 (2)	C59—C58—H58	119.8
H21W—O11W—H22W	101 (2)	C57—C58—H58	119.8
Ca2—O12W—H23W	121 (2)	C58—C59—C60	121.0 (3)
Ca2—O12W—H24W	132 (2)	C58—C59—H59	119.5
H23W—O12W—H24W	103 (2)	C60—C59—H59	119.5
Ca2—O13W—H25W	127 (2)	C59—C60—C55	118.4 (3)
Ca2—O13W—H26W	120 (2)	C59—C60—C51	124.3 (3)
H25W—O13W—H26W	99.7 (19)	C55—C60—C51	117.3 (3)
Ca2—O14W—H27W	129 (2)	C66—C61—C70	116.7 (3)
Ca2—O14W—H28W	125 (2)	C66—C61—C62	117.7 (3)
H27W—O14W—H28W	100.0 (19)	C70—C61—C62	125.6 (3)
Ca3—O15W—H29W	116 (2)	N7—C62—C61	116.9 (3)
Ca3—O15W—H30W	137 (2)	N7—C62—C63	122.6 (3)
H29W—O15W—H30W	102 (2)	C61—C62—C63	120.0 (3)
Ca3—O16W—H31W	126 (2)	O22—C63—C64	120.7 (3)
Ca3—O16W—H32W	127 (2)	O22—C63—C62	120.9 (3)
H31W—O16W—H32W	99.4 (19)	C64—C63—C62	118.3 (3)
Ca3—O17W—H33W	120 (2)	C65—C64—C63	120.8 (3)
Ca3—O17W—H34W	112 (2)	C65—C64—H64	119.6
H33W—O17W—H34W	102 (2)	C63—C64—H64	119.6
Ca3—O18W—H35W	130 (2)	C64—C65—C66	122.8 (3)
Ca3—O18W—H36W	122 (2)	C64—C65—H65	118.6
H35W—O18W—H36W	100 (2)	C66—C65—H65	118.6
Ca3—O19W—H37W	133 (2)	C67—C66—C61	121.0 (3)
Ca3—O19W—H38W	121 (2)	C67—C66—C65	119.3 (3)
H37W—O19W—H38W	102 (2)	C61—C66—C65	119.7 (3)
Ca3—O20W—H39W	134 (2)	C68—C67—C66	120.6 (3)
Ca3—O20W—H40W	122 (2)	C68—C67—H67	119.7
H39W—O20W—H40W	104 (2)	C66—C67—H67	119.7
Ca3—O21W—H41W	129 (2)	C67—C68—C69	119.6 (3)
Ca3—O21W—H42W	124 (2)	C67—C68—S7	120.6 (3)
H41W—O21W—H42W	102 (2)	C69—C68—S7	119.8 (2)
Ca4—O22W—H43W	128 (2)	C70—C69—C68	121.2 (3)
Ca4—O22W—H44W	129 (2)	C70—C69—H69	119.4
H43W—O22W—H44W	101 (2)	C68—C69—H69	119.4
Ca4—O23W—H45W	129 (2)	C69—C70—C61	120.2 (3)
Ca4—O23W—H46W	124 (2)	C69—C70—S2	112.8 (2)
H45W—O23W—H46W	101 (2)	C61—C70—S2	126.7 (2)
Ca4—O24W—H47W	111 (2)	C72—C71—N8	120.9 (3)
Ca4—O24W—H48W	109 (2)	C72—C71—C80	122.0 (3)
H47W—O24W—H48W	102 (2)	N8—C71—C80	117.0 (3)
Ca4—O25W—H49W	128 (2)	C71—C72—C73	119.5 (3)
Ca4—O25W—H50W	127 (2)	C71—C72—H72	120.2
H49W—O25W—H50W	102 (2)	C73—C72—H72	120.2
Ca4—O26W—H51W	131 (2)	C74—C73—C72	120.8 (3)
Ca4—O26W—H52W	123 (2)	C74—C73—H73	119.6
H51W—O26W—H52W	99.7 (19)	C72—C73—H73	119.6
Ca4—O27W—H53W	122 (2)	C73—C74—C75	120.7 (3)
Ca4—O27W—H54W	130 (2)	C73—C74—H74	119.6
H53W—O27W—H54W	98.8 (19)	C75—C74—H74	119.6
Ca4—O28W—H55W	127 (3)	C76—C75—C74	121.7 (3)
Ca4—O28W—H56W	91 (3)	C76—C75—C80	118.8 (3)
H55W—O28W—H56W	99 (2)	C74—C75—C80	119.5 (3)
H57W—O29W—H58W	102 (2)	C77—C76—C75	121.1 (3)
H59W—O30W—H60W	99.4 (19)	C77—C76—H76	119.5
H61W—O31W—H62W	99.8 (19)	C75—C76—H76	119.5
H63W—O32W—H64W	102 (2)	C76—C77—C78	120.5 (3)
N2—N1—C11	117.7 (3)	C76—C77—H77	119.8
N1—N2—C9	122.2 (3)	C78—C77—H77	119.8
N1—N2—H80	115 (2)	C79—C78—C77	120.4 (3)
C9—N2—H80	123 (2)	C79—C78—H78	119.8
N4—N3—C31	117.7 (3)	C77—C78—H78	119.8
N3—N4—C23	121.8 (3)	C78—C79—C80	120.7 (3)
N3—N4—H81	115 (2)	C78—C79—H79	119.7
C23—N4—H81	123 (2)	C80—C79—H79	119.7
N6—N5—C50	117.4 (3)	C79—C80—C75	118.5 (3)
N5—N6—C51	122.2 (3)	C79—C80—C71	124.2 (3)
N5—N6—H82	112 (2)	C75—C80—C71	117.4 (3)
C11—N1—N2—C9	−178.4 (3)	N3—C31—C40—C35	−160.5 (3)
C31—N3—N4—C23	−178.5 (3)	C32—C31—C40—C35	11.6 (4)
C50—N5—N6—C51	177.8 (3)	O15—C41—C42—C43	178.7 (3)
C62—N7—N8—C71	−179.9 (3)	C50—C41—C42—C43	1.3 (4)
C10—C1—C2—C3	0.7 (5)	C41—C42—C43—C44	1.7 (5)
C1—C2—C3—C4	−0.9 (5)	C42—C43—C44—C45	−177.8 (3)
C2—C3—C4—C5	0.3 (5)	C42—C43—C44—C49	0.4 (4)
C3—C4—C5—C6	−179.8 (3)	C49—C44—C45—C46	0.8 (4)
C3—C4—C5—C10	0.6 (5)	C43—C44—C45—C46	179.0 (3)
C4—C5—C6—C7	179.5 (3)	C44—C45—C46—C47	5.1 (4)
C10—C5—C6—C7	−0.9 (5)	C44—C45—C46—S3	−169.5 (2)
C5—C6—C7—C8	1.6 (5)	O17—S3—C46—C45	−162.3 (2)
C6—C7—C8—C9	−0.1 (5)	O16—S3—C46—C45	−39.1 (3)
C7—C8—C9—N2	175.4 (3)	O18—S3—C46—C45	80.0 (3)
C7—C8—C9—C10	−1.9 (5)	O17—S3—C46—C47	23.1 (3)
N1—N2—C9—C8	6.8 (4)	O16—S3—C46—C47	146.3 (2)
N1—N2—C9—C10	−175.7 (3)	O18—S3—C46—C47	−94.6 (3)
C8—C9—C10—C5	2.5 (4)	C45—C46—C47—C48	−4.0 (4)
N2—C9—C10—C5	−175.0 (3)	S3—C46—C47—C48	170.8 (2)
C8—C9—C10—C1	−178.2 (3)	C46—C47—C48—C49	−3.2 (4)
N2—C9—C10—C1	4.4 (4)	C46—C47—C48—S1	171.1 (2)
C6—C5—C10—C9	−1.0 (4)	O21—S1—C48—C47	−135.0 (2)
C4—C5—C10—C9	178.5 (3)	O19—S1—C48—C47	−15.6 (3)
C6—C5—C10—C1	179.6 (3)	O20—S1—C48—C47	102.2 (2)
C4—C5—C10—C1	−0.8 (4)	O21—S1—C48—C49	38.8 (3)
C2—C1—C10—C9	−179.1 (3)	O19—S1—C48—C49	158.3 (3)
C2—C1—C10—C5	0.2 (4)	O20—S1—C48—C49	−83.9 (3)
N2—N1—C11—C20	−179.8 (3)	C45—C44—C49—C48	−7.7 (4)
N2—N1—C11—C12	−6.1 (4)	C43—C44—C49—C48	174.1 (3)
N1—C11—C12—O1	9.4 (5)	C45—C44—C49—C50	172.8 (3)
C20—C11—C12—O1	−177.1 (3)	C43—C44—C49—C50	−5.3 (4)
N1—C11—C12—C13	−167.5 (3)	C47—C48—C49—C44	8.8 (4)
C20—C11—C12—C13	6.0 (4)	S1—C48—C49—C44	−164.7 (2)
O1—C12—C13—C14	−176.6 (3)	C47—C48—C49—C50	−171.8 (3)
C11—C12—C13—C14	0.4 (5)	S1—C48—C49—C50	14.7 (4)
C12—C13—C14—C15	−3.2 (5)	N6—N5—C50—C49	180.0 (2)
C13—C14—C15—C16	177.9 (3)	N6—N5—C50—C41	5.4 (4)
C13—C14—C15—C20	−0.3 (5)	C44—C49—C50—N5	−166.5 (3)
C20—C15—C16—C17	−1.6 (4)	C48—C49—C50—N5	14.1 (4)
C14—C15—C16—C17	−179.8 (3)	C44—C49—C50—C41	8.2 (4)
C15—C16—C17—C18	−5.5 (4)	C48—C49—C50—C41	−171.2 (3)
C15—C16—C17—S8	168.4 (2)	O15—C41—C50—N5	−9.3 (4)
O5—S8—C17—C16	37.9 (3)	C42—C41—C50—N5	168.1 (3)
O7—S8—C17—C16	160.5 (3)	O15—C41—C50—C49	176.3 (3)
O6—S8—C17—C16	−81.6 (3)	C42—C41—C50—C49	−6.3 (4)
O5—S8—C17—C18	−148.1 (2)	N5—N6—C51—C52	−4.8 (5)
O7—S8—C17—C18	−25.5 (3)	N5—N6—C51—C60	178.5 (3)
O6—S8—C17—C18	92.4 (3)	N6—C51—C52—C53	−174.7 (3)
C16—C17—C18—C19	4.7 (5)	C60—C51—C52—C53	1.8 (5)
S8—C17—C18—C19	−169.4 (2)	C51—C52—C53—C54	1.0 (5)
C17—C18—C19—C20	3.2 (4)	C52—C53—C54—C55	−2.6 (5)
C17—C18—C19—S5	−172.4 (2)	C53—C54—C55—C56	−179.6 (3)
O2—S5—C19—C18	138.0 (2)	C53—C54—C55—C60	1.5 (5)
O4—S5—C19—C18	17.9 (3)	C54—C55—C56—C57	−179.9 (3)
O3—S5—C19—C18	−99.4 (2)	C60—C55—C56—C57	−0.9 (5)
O2—S5—C19—C20	−37.4 (3)	C55—C56—C57—C58	−0.8 (5)
O4—S5—C19—C20	−157.5 (3)	C56—C57—C58—C59	2.0 (5)
O3—S5—C19—C20	85.2 (3)	C57—C58—C59—C60	−1.6 (5)
C18—C19—C20—C15	−9.8 (4)	C58—C59—C60—C55	−0.1 (5)
S5—C19—C20—C15	165.2 (2)	C58—C59—C60—C51	179.0 (3)
C18—C19—C20—C11	171.0 (3)	C54—C55—C60—C59	−179.6 (3)
S5—C19—C20—C11	−14.1 (4)	C56—C55—C60—C59	1.4 (4)
C16—C15—C20—C19	8.9 (4)	C54—C55—C60—C51	1.2 (4)
C14—C15—C20—C19	−172.9 (3)	C56—C55—C60—C51	−177.8 (3)
C16—C15—C20—C11	−171.7 (3)	C52—C51—C60—C59	178.1 (3)
C14—C15—C20—C11	6.5 (4)	N6—C51—C60—C59	−5.3 (4)
N1—C11—C20—C19	−16.2 (4)	C52—C51—C60—C55	−2.8 (4)
C12—C11—C20—C19	170.0 (3)	N6—C51—C60—C55	173.8 (3)
N1—C11—C20—C15	164.5 (3)	N8—N7—C62—C61	179.2 (2)
C12—C11—C20—C15	−9.3 (4)	N8—N7—C62—C63	7.4 (4)
C30—C21—C22—C23	−0.1 (5)	C66—C61—C62—N7	−161.7 (3)
C21—C22—C23—N4	−174.3 (3)	C70—C61—C62—N7	17.6 (4)
C21—C22—C23—C24	3.2 (5)	C66—C61—C62—C63	10.3 (4)
N3—N4—C23—C22	−6.5 (4)	C70—C61—C62—C63	−170.4 (3)
N3—N4—C23—C24	175.8 (3)	N7—C62—C63—O22	−12.0 (4)
C22—C23—C24—C25	177.0 (3)	C61—C62—C63—O22	176.4 (3)
N4—C23—C24—C25	−5.3 (4)	N7—C62—C63—C64	163.8 (3)
C22—C23—C24—C29	−3.5 (4)	C61—C62—C63—C64	−7.7 (4)
N4—C23—C24—C29	174.2 (3)	O22—C63—C64—C65	177.3 (3)
C23—C24—C25—C26	−179.6 (3)	C62—C63—C64—C65	1.4 (4)
C29—C24—C25—C26	0.9 (4)	C63—C64—C65—C66	2.1 (5)
C24—C25—C26—C27	−1.2 (5)	C70—C61—C66—C67	−7.4 (4)
C25—C26—C27—C28	0.7 (5)	C62—C61—C66—C67	172.0 (3)
C26—C27—C28—C29	0.1 (5)	C70—C61—C66—C65	173.8 (3)
C27—C28—C29—C30	179.4 (3)	C62—C61—C66—C65	−6.8 (4)
C27—C28—C29—C24	−0.4 (4)	C64—C65—C66—C67	−178.1 (3)
C23—C24—C29—C30	0.6 (4)	C64—C65—C66—C61	0.6 (5)
C25—C24—C29—C30	−179.9 (3)	C61—C66—C67—C68	0.2 (4)
C23—C24—C29—C28	−179.6 (3)	C65—C66—C67—C68	178.9 (3)
C25—C24—C29—C28	−0.1 (4)	C66—C67—C68—C69	6.0 (4)
C22—C21—C30—C29	−2.8 (5)	C66—C67—C68—S7	−171.3 (2)
C28—C29—C30—C21	−177.3 (3)	O26—S7—C68—C67	−40.0 (3)
C24—C29—C30—C21	2.5 (5)	O27—S7—C68—C67	−163.9 (3)
N4—N3—C31—C40	179.1 (3)	O28—S7—C68—C67	79.7 (3)
N4—N3—C31—C32	7.3 (4)	O26—S7—C68—C69	142.6 (2)
N3—C31—C32—O8	−11.0 (4)	O27—S7—C68—C69	18.8 (3)
C40—C31—C32—O8	177.5 (3)	O28—S7—C68—C69	−97.6 (3)
N3—C31—C32—C33	164.2 (3)	C67—C68—C69—C70	−4.6 (5)
C40—C31—C32—C33	−7.2 (4)	S7—C68—C69—C70	172.8 (2)
O8—C32—C33—C34	175.1 (3)	C68—C69—C70—C61	−3.0 (4)
C31—C32—C33—C34	−0.2 (4)	C68—C69—C70—S2	171.6 (2)
C32—C33—C34—C35	3.0 (5)	C66—C61—C70—C69	8.8 (4)
C33—C34—C35—C36	−177.4 (3)	C62—C61—C70—C69	−170.5 (3)
C33—C34—C35—C40	1.7 (5)	C66—C61—C70—S2	−165.1 (2)
C40—C35—C36—C37	1.1 (4)	C62—C61—C70—S2	15.6 (4)
C34—C35—C36—C37	−179.8 (3)	O24—S2—C70—C69	−19.7 (3)
C35—C36—C37—C38	6.5 (4)	O23—S2—C70—C69	−140.6 (2)
C35—C36—C37—S6	−170.7 (2)	O25—S2—C70—C69	98.0 (2)
O10—S6—C37—C36	−35.7 (3)	O24—S2—C70—C61	154.5 (3)
O11—S6—C37—C36	−158.6 (3)	O23—S2—C70—C61	33.7 (3)
O9—S6—C37—C36	84.4 (3)	O25—S2—C70—C61	−87.7 (3)
O10—S6—C37—C38	147.1 (2)	N7—N8—C71—C72	−7.2 (4)
O11—S6—C37—C38	24.2 (3)	N7—N8—C71—C80	175.7 (3)
O9—S6—C37—C38	−92.8 (3)	N8—C71—C72—C73	−174.2 (3)
C36—C37—C38—C39	−5.7 (5)	C80—C71—C72—C73	2.7 (5)
S6—C37—C38—C39	171.6 (2)	C71—C72—C73—C74	−0.2 (5)
C37—C38—C39—C40	−3.0 (4)	C72—C73—C74—C75	−1.8 (5)
C37—C38—C39—S4	172.4 (2)	C73—C74—C75—C76	−178.7 (3)
O12—S4—C39—C38	−22.6 (3)	C73—C74—C75—C80	1.4 (5)
O13—S4—C39—C38	−142.8 (2)	C74—C75—C76—C77	179.6 (3)
O14—S4—C39—C38	95.7 (2)	C80—C75—C76—C77	−0.4 (5)
O12—S4—C39—C40	152.4 (3)	C75—C76—C77—C78	−0.1 (5)
O13—S4—C39—C40	32.1 (3)	C76—C77—C78—C79	0.6 (5)
O14—S4—C39—C40	−89.3 (3)	C77—C78—C79—C80	−0.6 (5)
C38—C39—C40—C35	10.2 (4)	C78—C79—C80—C75	0.0 (5)
S4—C39—C40—C35	−164.4 (2)	C78—C79—C80—C71	179.4 (3)
C38—C39—C40—C31	−169.4 (3)	C76—C75—C80—C79	0.5 (4)
S4—C39—C40—C31	16.0 (4)	C74—C75—C80—C79	−179.6 (3)
C36—C35—C40—C39	−9.4 (4)	C76—C75—C80—C71	−179.0 (3)
C34—C35—C40—C39	171.6 (3)	C74—C75—C80—C71	0.9 (4)
C36—C35—C40—C31	170.3 (3)	C72—C71—C80—C79	177.6 (3)
C34—C35—C40—C31	−8.8 (4)	N8—C71—C80—C79	−5.4 (4)
N3—C31—C40—C39	19.1 (4)	C72—C71—C80—C75	−3.0 (4)
C32—C31—C40—C39	−168.9 (3)	N8—C71—C80—C75	174.0 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O18	0.88 (1)	2.08 (1)	2.913 (3)	157 (3)
O1W—H2W···O8^i	0.87 (1)	1.86 (1)	2.733 (3)	175 (4)
O2W—H3W···O32W	0.87 (1)	1.96 (1)	2.830 (3)	178 (3)
O2W—H4W···O21^ii	0.87 (1)	1.92 (2)	2.751 (3)	161 (3)
O3W—H5W···O10	0.88 (1)	1.94 (1)	2.809 (3)	174 (3)
O3W—H6W···O20	0.88 (1)	1.96 (1)	2.813 (3)	164 (3)
O4W—H7W···O27^iii	0.88 (1)	1.84 (1)	2.693 (3)	164 (3)
O4W—H8W···O17W	0.87 (1)	2.13 (2)	2.861 (4)	141 (3)
O5W—H9W···O3	0.88 (1)	1.94 (1)	2.810 (3)	169 (3)
O5W—H10W···O29W	0.88 (1)	1.91 (1)	2.772 (3)	169 (3)
O6W—H12W···O24W^iv	0.88 (1)	2.31 (1)	3.152 (4)	160 (3)
O7W—H13W···O18	0.87 (1)	2.18 (2)	2.936 (3)	146 (3)
O7W—H14W···O27^iii	0.87 (1)	2.10 (2)	2.919 (3)	157 (3)
O8W—H15W···O9^v	0.88 (1)	2.06 (2)	2.854 (3)	151 (3)
O8W—H16W···O7^v	0.87 (1)	2.23 (2)	2.992 (4)	146 (3)
O9W—H17W···O12	0.88 (1)	1.89 (1)	2.763 (3)	170 (3)
O9W—H18W···O31W	0.88 (1)	1.92 (1)	2.790 (3)	172 (3)
O10W—H20W···O25^vi	0.87	2.30	2.849 (4)	121
O10W—H20W···O27W^vi	0.87	2.38	3.203 (4)	158
O11W—H21W···O24^vi	0.88 (1)	2.59 (2)	3.355 (3)	147 (3)
O11W—H21W···O25^vi	0.88 (1)	2.15 (2)	2.964 (3)	154 (3)
O11W—H22W···O30W^vii	0.88 (1)	1.96 (1)	2.835 (3)	177 (3)
O12W—H23W···O16^vii	0.87 (1)	1.98 (1)	2.810 (3)	160 (3)
O12W—H24W···O14^v	0.87 (1)	1.89 (1)	2.747 (3)	170 (3)
O13W—H25W···O13	0.88 (1)	1.86 (1)	2.729 (3)	175 (4)
O13W—H26W···O16^vii	0.88 (1)	2.19 (2)	2.999 (3)	153 (3)
O14W—H27W···O9^v	0.88 (1)	2.05 (2)	2.877 (3)	156 (3)
O14W—H28W···O15^vi	0.87 (1)	1.90 (1)	2.777 (3)	176 (4)
O15W—H29W···O29W^v	0.88 (1)	1.89 (1)	2.758 (3)	170 (3)
O15W—H30W···O2^v	0.88 (1)	1.90 (1)	2.753 (3)	165 (3)
O16W—H31W···O3	0.88 (1)	2.01 (2)	2.829 (3)	155 (3)
O16W—H32W···O26^iii	0.87 (1)	1.93 (1)	2.797 (3)	174 (3)
O17W—H33W···O11	0.88 (1)	1.83 (1)	2.685 (3)	164 (4)
O17W—H34W···O3	0.87 (1)	2.06 (1)	2.900 (3)	160 (3)
O18W—H35W···O20	0.87 (1)	1.90 (1)	2.767 (3)	170 (3)
O18W—H36W···O32W^v	0.87 (1)	1.95 (1)	2.821 (3)	173 (3)
O19W—H37W···O6	0.88 (1)	2.22 (2)	2.946 (4)	140 (3)
O19W—H38W···O11	0.87 (1)	2.13 (2)	2.948 (3)	157 (3)
O20W—H39W···O1^viii	0.87 (1)	1.90 (1)	2.764 (3)	172 (4)
O20W—H40W···O6	0.87 (1)	2.11 (1)	2.937 (3)	159 (3)
O21W—H41W···O9W	0.88 (1)	2.26 (1)	3.112 (3)	165 (3)
O21W—H42W···O4^v	0.87 (1)	2.08 (1)	2.935 (3)	166 (3)
O22W—H43W···O28	0.87 (1)	2.10 (2)	2.899 (3)	152 (3)
O22W—H44W···O17^iii	0.88 (1)	2.17 (2)	2.955 (3)	148 (3)
O23W—H45W···O28	0.87 (1)	2.01 (1)	2.834 (3)	158 (3)
O23W—H46W···O22^ix	0.87 (1)	1.90 (1)	2.769 (3)	175 (4)
O24W—H47W···O24^ii	0.87 (1)	1.97 (2)	2.812 (3)	162 (3)
O24W—H48W···O30W^iv	0.88 (1)	1.91 (1)	2.787 (3)	177 (4)
O25W—H49W···O31W^i	0.87 (1)	2.04 (1)	2.907 (3)	170 (3)
O25W—H50W···O14^i	0.88 (1)	1.98 (1)	2.837 (3)	166 (3)
O26W—H51W···O23^ii	0.88 (1)	1.86 (1)	2.728 (3)	175 (3)
O26W—H52W···O5^i	0.88 (1)	2.23 (2)	3.017 (3)	149 (3)
O27W—H53W···O5^i	0.87 (1)	1.93 (1)	2.773 (3)	161 (3)
O27W—H54W···O25	0.88 (1)	1.89 (1)	2.759 (3)	171 (3)
O28W—H55W···O17^iii	0.88 (1)	1.86 (2)	2.720 (3)	166 (4)
O29W—H57W···O28^iv	0.88 (1)	1.92 (1)	2.783 (3)	169 (3)
O29W—H58W···O19^ii	0.87 (1)	1.97 (1)	2.839 (3)	171 (3)
O30W—H59W···O18	0.87 (1)	1.92 (2)	2.715 (3)	151 (3)
O30W—H60W···O13^x	0.88 (1)	2.42 (2)	3.206 (3)	149 (3)
O30W—H60W···O14^x	0.88 (1)	2.64 (2)	3.271 (3)	130 (3)
O31W—H61W···O6	0.87 (1)	1.91 (1)	2.735 (3)	158 (3)
O31W—H62W···O23^vi	0.88 (1)	2.52 (2)	3.300 (3)	149 (3)
O32W—H63W···O9	0.88 (1)	1.95 (1)	2.803 (3)	166 (3)
O32W—H64W···O4	0.88 (1)	2.08 (1)	2.948 (3)	172 (3)
N2—H80···O1	0.94 (4)	1.68 (4)	2.496 (4)	144 (3)
N4—H81···O8	0.87 (4)	1.75 (4)	2.506 (3)	143 (4)
N6—H82···O15	0.92 (4)	1.66 (4)	2.493 (3)	149 (4)
N8—H83···O22	0.90 (4)	1.72 (4)	2.489 (4)	141 (4)

Symmetry codes: (i) −x+1, −y, −z+1; (ii) x−1, y, z; (iii) −x+1, −y+1, −z+1; (iv) −x, −y+1, −z+1; (v) x+1, y, z; (vi) −x+2, −y, −z+1; (vii) x+1, y−1, z; (viii) −x+1, −y, −z+2; (ix) −x+1, −y+1, −z; (x) x−1, y+1, z.

Octaaquastrontium(II) 8-[2-(naphthalen-1-yl)hydrazin-1-ylidene]-7-oxo-7,8-dihydronaphthalene-1,3-disulfonate monohydrate (IX)

Crystal data

[Sr(H2O)8](C20H12N2O7S2)·H2O	Z = 2
Mr = 706.20	F(000) = 724
Triclinic, P1	Dx = 1.733 Mg m^−3
a = 9.9942 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.1007 (4) Å	Cell parameters from 19650 reflections
c = 14.9663 (5) Å	θ = 2.3–27.6°
α = 100.568 (3)°	µ = 2.23 mm^−1
β = 94.863 (2)°	T = 100 K
γ = 112.346 (3)°	Plate, orange
V = 1353.69 (9) Å^3	0.09 × 0.02 × 0.01 mm

Data collection

Rigaku AFC12 diffractometer	5294 reflections with I > 2σ(I)
Radiation source: rotating anode	Rint = 0.077
ω scans	θmax = 27.5°, θmin = 2.9°
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015)	h = −12→12
Tmin = 0.724, Tmax = 1.000	k = −13→13
46475 measured reflections	l = −19→19
6203 independent reflections

Refinement

Refinement on F^2	29 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.036	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.088	w = 1/[σ^2(Fo^2) + (0.0424P)^2 + 1.3562P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.001
6203 reflections	Δρmax = 0.57 e Å^−3
417 parameters	Δρmin = −0.55 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Sr1	0.35329 (3)	0.69572 (3)	0.59928 (2)	0.01650 (7)
S1	1.43808 (6)	1.24544 (6)	0.71763 (4)	0.01400 (13)
S2	0.90122 (7)	0.83690 (7)	0.70857 (5)	0.01868 (14)
O1	1.65735 (19)	1.2452 (2)	1.07119 (12)	0.0190 (4)
O2	1.53003 (19)	1.17813 (19)	0.67474 (12)	0.0167 (4)
O1W	0.5035 (2)	0.6192 (2)	0.71077 (15)	0.0264 (4)
H1W	0.501 (3)	0.540 (2)	0.728 (2)	0.032*
H2W	0.5946 (15)	0.677 (3)	0.734 (2)	0.032*
O3	1.33576 (19)	1.25414 (19)	0.64615 (12)	0.0174 (4)
O2W	0.5599 (2)	0.9271 (2)	0.71145 (14)	0.0224 (4)
H3W	0.6493 (16)	0.935 (3)	0.727 (2)	0.027*
H4W	0.576 (3)	1.0190 (14)	0.715 (2)	0.027*
O4	1.52031 (19)	1.38552 (19)	0.78182 (12)	0.0185 (4)
O3W	0.5880 (2)	0.7532 (3)	0.53102 (14)	0.0354 (5)
H5W	0.6807 (15)	0.802 (4)	0.5561 (19)	0.042*
H6W	0.597 (3)	0.735 (4)	0.4730 (8)	0.042*
O5	0.9091 (2)	0.6930 (2)	0.69074 (14)	0.0264 (4)
O4W	0.3554 (4)	0.9185 (3)	0.53885 (18)	0.0611 (9)
H7W	0.287 (4)	0.929 (4)	0.505 (3)	0.073*
H8W	0.408 (4)	1.007 (2)	0.572 (3)	0.073*
O6	0.79205 (19)	0.8425 (2)	0.76482 (13)	0.0227 (4)
O5W	0.2826 (2)	0.6044 (2)	0.41983 (13)	0.0247 (4)
H9W	0.328 (3)	0.662 (2)	0.3852 (17)	0.030*
H10W	0.251 (3)	0.5184 (16)	0.3821 (16)	0.030*
O7	0.8864 (2)	0.8850 (2)	0.62408 (14)	0.0323 (5)
O6W	0.0741 (3)	0.6453 (3)	0.55227 (15)	0.0399 (6)
H11W	0.068 (4)	0.710 (3)	0.523 (2)	0.048*
H12W	0.019 (3)	0.655 (4)	0.5938 (18)	0.048*
O7W	0.2129 (2)	0.4185 (2)	0.56987 (17)	0.0367 (5)
H13W	0.132 (2)	0.353 (3)	0.537 (2)	0.044*
H14W	0.245 (3)	0.368 (3)	0.600 (2)	0.044*
O8W	0.2375 (2)	0.7219 (2)	0.74382 (13)	0.0229 (4)
H15W	0.1446 (12)	0.696 (3)	0.7456 (19)	0.028*
H16W	0.273 (3)	0.733 (3)	0.8013 (9)	0.028*
O9W	0.0612 (7)	0.8957 (5)	0.4780 (3)	0.0463 (11)	0.666 (8)
H17W	0.063 (4)	0.951 (4)	0.438 (2)	0.056*
H18W	0.005 (6)	0.919 (6)	0.515 (3)	0.056*	0.6659
O10W	0.1292 (13)	0.8935 (11)	0.4654 (7)	0.0463 (11)	0.334 (8)
H19W	0.130 (11)	0.868 (11)	0.4058 (15)	0.056*	0.3341
N1	1.6195 (2)	1.2154 (2)	0.87756 (14)	0.015
N2	1.7515 (2)	1.2691 (2)	0.92318 (15)	0.015
C1	2.0327 (3)	1.3369 (3)	1.02699 (18)	0.018
H1	1.9508	1.3128	1.0582	0.022*
C2	2.1693 (3)	1.3725 (3)	1.07445 (19)	0.0204 (5)
H2	2.1817	1.3737	1.1383	0.025*
C3	2.2920 (3)	1.4074 (3)	1.02920 (19)	0.0206 (5)
H3	2.3864	1.4306	1.0624	0.025*
C4	2.2756 (3)	1.4080 (3)	0.93863 (19)	0.0205 (6)
H4	2.3592	1.4324	0.9089	0.025*
C5	2.1362 (3)	1.3728 (3)	0.88758 (18)	0.0175 (5)
C6	2.1194 (3)	1.3752 (3)	0.79349 (19)	0.0236 (6)
H6	2.2031	1.4009	0.7639	0.028*
C7	1.9847 (3)	1.3412 (3)	0.7444 (2)	0.0268 (6)
H7	1.9751	1.3430	0.6810	0.032*
C8	1.8599 (3)	1.3034 (3)	0.78738 (19)	0.0218 (6)
H8	1.7660	1.2792	0.7530	0.026*
C9	1.8739 (3)	1.3016 (3)	0.87838 (18)	0.0163 (5)
C10	2.0114 (3)	1.3354 (3)	0.93220 (18)	0.0158 (5)
C11	1.5082 (3)	1.1812 (3)	0.92496 (17)	0.0138 (5)
C12	1.5302 (3)	1.1874 (3)	1.02295 (17)	0.0159 (5)
C13	1.4043 (3)	1.1187 (3)	1.06410 (18)	0.0174 (5)
H13	1.4162	1.1223	1.1283	0.021*
C14	1.2702 (3)	1.0498 (3)	1.01235 (17)	0.0164 (5)
H14	1.1894	1.0022	1.0408	0.020*
C15	1.2435 (3)	1.0447 (3)	0.91579 (17)	0.0146 (5)
C16	1.1011 (3)	0.9664 (3)	0.86656 (17)	0.0159 (5)
H16	1.0235	0.9181	0.8971	0.019*
C17	1.0732 (3)	0.9592 (3)	0.77411 (18)	0.0170 (5)
C18	1.1822 (3)	1.0416 (3)	0.73105 (18)	0.0160 (5)
H18	1.1601	1.0413	0.6680	0.019*
C19	1.3235 (3)	1.1243 (3)	0.77944 (17)	0.0143 (5)
C20	1.3609 (3)	1.1182 (3)	0.87166 (17)	0.0136 (5)
H1N	1.761 (3)	1.281 (3)	0.984 (2)	0.028 (8)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sr1	0.01387 (12)	0.01829 (12)	0.01724 (13)	0.00587 (9)	0.00455 (9)	0.00441 (9)
S1	0.0110 (3)	0.0160 (3)	0.0157 (3)	0.0047 (2)	0.0045 (2)	0.0061 (2)
S2	0.0097 (3)	0.0228 (3)	0.0204 (3)	0.0026 (2)	0.0024 (2)	0.0067 (3)
O1	0.0130 (9)	0.0251 (9)	0.0174 (9)	0.0063 (7)	0.0023 (7)	0.0047 (7)
O2	0.0141 (9)	0.0209 (9)	0.0175 (9)	0.0082 (7)	0.0063 (7)	0.0060 (7)
O1W	0.0165 (10)	0.0196 (10)	0.0398 (12)	0.0034 (8)	−0.0027 (9)	0.0114 (9)
O3	0.0147 (9)	0.0223 (9)	0.0170 (9)	0.0074 (7)	0.0027 (7)	0.0090 (7)
O2W	0.0178 (9)	0.0184 (9)	0.0303 (11)	0.0075 (8)	0.0017 (8)	0.0049 (8)
O4	0.0184 (9)	0.0164 (9)	0.0188 (9)	0.0047 (7)	0.0047 (7)	0.0043 (7)
O3W	0.0157 (10)	0.0654 (16)	0.0181 (10)	0.0115 (10)	0.0032 (8)	0.0039 (10)
O5	0.0167 (9)	0.0230 (10)	0.0320 (11)	0.0023 (8)	0.0058 (8)	0.0006 (8)
O4W	0.117 (3)	0.0289 (13)	0.0316 (14)	0.0336 (15)	−0.0217 (15)	−0.0002 (11)
O6	0.0107 (9)	0.0287 (10)	0.0277 (10)	0.0066 (8)	0.0058 (8)	0.0058 (8)
O5W	0.0231 (10)	0.0231 (10)	0.0196 (10)	0.0007 (8)	0.0062 (8)	0.0031 (8)
O7	0.0166 (10)	0.0454 (13)	0.0273 (11)	0.0009 (9)	−0.0018 (8)	0.0183 (10)
O6W	0.0344 (13)	0.0766 (18)	0.0215 (11)	0.0391 (13)	0.0041 (10)	0.0056 (11)
O7W	0.0286 (12)	0.0224 (11)	0.0488 (14)	0.0028 (9)	−0.0168 (10)	0.0106 (10)
O8W	0.0162 (9)	0.0371 (11)	0.0165 (9)	0.0112 (9)	0.0039 (8)	0.0070 (8)
O9W	0.059 (4)	0.0502 (19)	0.042 (2)	0.031 (2)	0.014 (2)	0.0182 (16)
O10W	0.059 (4)	0.0502 (19)	0.042 (2)	0.031 (2)	0.014 (2)	0.0182 (16)
N1	0.010	0.015	0.020	0.005	0.003	0.006
N2	0.010	0.019	0.016	0.005	0.002	0.005
C1	0.013	0.018	0.022	0.005	0.004	0.006
C2	0.0176 (13)	0.0205 (13)	0.0215 (13)	0.0064 (10)	0.0000 (11)	0.0053 (11)
C3	0.0114 (12)	0.0178 (12)	0.0290 (15)	0.0052 (10)	−0.0014 (11)	0.0008 (11)
C4	0.0120 (12)	0.0174 (12)	0.0309 (15)	0.0057 (10)	0.0065 (11)	0.0022 (11)
C5	0.0115 (12)	0.0161 (12)	0.0233 (13)	0.0042 (10)	0.0049 (10)	0.0026 (10)
C6	0.0146 (13)	0.0305 (15)	0.0254 (14)	0.0076 (11)	0.0099 (11)	0.0062 (12)
C7	0.0193 (14)	0.0419 (17)	0.0194 (14)	0.0101 (12)	0.0078 (11)	0.0102 (12)
C8	0.0112 (12)	0.0295 (14)	0.0237 (14)	0.0062 (11)	0.0045 (10)	0.0074 (11)
C9	0.0116 (12)	0.0175 (12)	0.0200 (13)	0.0052 (10)	0.0048 (10)	0.0051 (10)
C10	0.0110 (11)	0.0143 (11)	0.0219 (13)	0.0053 (9)	0.0032 (10)	0.0033 (10)
C11	0.0104 (11)	0.0139 (11)	0.0171 (12)	0.0045 (9)	0.0032 (9)	0.0043 (9)
C12	0.0153 (12)	0.0163 (12)	0.0174 (12)	0.0077 (10)	0.0036 (10)	0.0035 (10)
C13	0.0180 (13)	0.0209 (12)	0.0157 (12)	0.0093 (10)	0.0061 (10)	0.0056 (10)
C14	0.0143 (12)	0.0178 (12)	0.0189 (13)	0.0063 (10)	0.0080 (10)	0.0067 (10)
C15	0.0126 (11)	0.0157 (11)	0.0171 (12)	0.0065 (9)	0.0051 (10)	0.0047 (10)
C16	0.0120 (12)	0.0164 (12)	0.0210 (13)	0.0060 (10)	0.0056 (10)	0.0063 (10)
C17	0.0078 (11)	0.0183 (12)	0.0234 (13)	0.0042 (9)	0.0023 (10)	0.0041 (10)
C18	0.0131 (12)	0.0174 (12)	0.0183 (12)	0.0065 (10)	0.0032 (10)	0.0055 (10)
C19	0.0098 (11)	0.0172 (12)	0.0169 (12)	0.0050 (9)	0.0046 (9)	0.0063 (10)
C20	0.0110 (11)	0.0147 (11)	0.0170 (12)	0.0066 (9)	0.0037 (9)	0.0045 (9)

Geometric parameters (Å, º)

Sr1—O7W	2.541 (2)	N1—N2	1.292 (3)
Sr1—O3W	2.544 (2)	N1—C11	1.338 (3)
Sr1—O8W	2.5562 (18)	N2—C9	1.403 (3)
Sr1—O1W	2.563 (2)	N2—H1N	0.88 (3)
Sr1—O4W	2.568 (2)	C1—C2	1.366 (4)
Sr1—O5W	2.6148 (19)	C1—C10	1.413 (4)
Sr1—O2W	2.6170 (19)	C1—H1	0.9500
Sr1—O6W	2.645 (2)	C2—C3	1.409 (4)
S1—O4	1.4435 (18)	C2—H2	0.9500
S1—O3	1.4544 (18)	C3—C4	1.353 (4)
S1—O2	1.4607 (18)	C3—H3	0.9500
S1—C19	1.787 (2)	C4—C5	1.412 (4)
S2—O6	1.4448 (19)	C4—H4	0.9500
S2—O7	1.451 (2)	C5—C6	1.410 (4)
S2—O5	1.463 (2)	C5—C10	1.421 (3)
S2—C17	1.760 (3)	C6—C7	1.363 (4)
O1—C12	1.266 (3)	C6—H6	0.9500
O1W—H1W	0.875 (10)	C7—C8	1.408 (4)
O1W—H2W	0.871 (10)	C7—H7	0.9500
O2W—H3W	0.871 (10)	C8—C9	1.361 (4)
O2W—H4W	0.869 (10)	C8—H8	0.9500
O3W—H5W	0.877 (10)	C9—C10	1.417 (4)
O3W—H6W	0.875 (10)	C11—C12	1.451 (3)
O4W—H7W	0.871 (10)	C11—C20	1.453 (3)
O4W—H8W	0.871 (10)	C12—C13	1.438 (3)
O5W—H9W	0.876 (10)	C13—C14	1.341 (4)
O5W—H10W	0.868 (10)	C13—H13	0.9500
O6W—H11W	0.870 (10)	C14—C15	1.435 (3)
O6W—H12W	0.878 (10)	C14—H14	0.9500
O7W—H13W	0.864 (10)	C15—C16	1.395 (3)
O7W—H14W	0.868 (10)	C15—C20	1.418 (3)
O8W—H15W	0.869 (10)	C16—C17	1.371 (4)
O8W—H16W	0.872 (10)	C16—H16	0.9500
O9W—H17W	0.887 (10)	C17—C18	1.386 (3)
O9W—H18W	0.885 (10)	C18—C19	1.387 (3)
O10W—H17W	1.13 (3)	C18—H18	0.9500
O10W—H19W	0.885 (10)	C19—C20	1.417 (3)
O7W—Sr1—O3W	109.63 (8)	H17W—O10W—H19W	81 (2)
O7W—Sr1—O8W	88.35 (8)	N2—N1—C11	117.9 (2)
O3W—Sr1—O8W	147.13 (7)	N1—N2—C9	121.5 (2)
O7W—Sr1—O1W	76.16 (6)	N1—N2—H1N	117 (2)
O3W—Sr1—O1W	79.37 (7)	C9—N2—H1N	122 (2)
O8W—Sr1—O1W	78.63 (7)	C2—C1—C10	121.0 (2)
O7W—Sr1—O4W	141.37 (8)	C2—C1—H1	119.5
O3W—Sr1—O4W	81.48 (10)	C10—C1—H1	119.5
O8W—Sr1—O4W	101.79 (9)	C1—C2—C3	120.3 (3)
O1W—Sr1—O4W	142.20 (8)	C1—C2—H2	119.8
O7W—Sr1—O5W	75.06 (7)	C3—C2—H2	119.8
O3W—Sr1—O5W	71.45 (6)	C4—C3—C2	120.2 (2)
O8W—Sr1—O5W	141.20 (6)	C4—C3—H3	119.9
O1W—Sr1—O5W	128.45 (7)	C2—C3—H3	119.9
O4W—Sr1—O5W	73.95 (7)	C3—C4—C5	121.0 (2)
O7W—Sr1—O2W	144.41 (7)	C3—C4—H4	119.5
O3W—Sr1—O2W	72.07 (7)	C5—C4—H4	119.5
O8W—Sr1—O2W	77.42 (6)	C6—C5—C4	121.0 (2)
O1W—Sr1—O2W	69.17 (6)	C6—C5—C10	119.7 (2)
O4W—Sr1—O2W	74.03 (8)	C4—C5—C10	119.3 (2)
O5W—Sr1—O2W	134.13 (6)	C7—C6—C5	120.9 (2)
O7W—Sr1—O6W	74.31 (8)	C7—C6—H6	119.6
O3W—Sr1—O6W	140.27 (7)	C5—C6—H6	119.6
O8W—Sr1—O6W	70.05 (6)	C6—C7—C8	120.2 (3)
O1W—Sr1—O6W	137.02 (7)	C6—C7—H7	119.9
O4W—Sr1—O6W	74.49 (10)	C8—C7—H7	119.9
O5W—Sr1—O6W	71.74 (6)	C9—C8—C7	119.9 (3)
O2W—Sr1—O6W	128.14 (7)	C9—C8—H8	120.1
O4—S1—O3	112.44 (11)	C7—C8—H8	120.1
O4—S1—O2	113.74 (11)	C8—C9—N2	120.7 (2)
O3—S1—O2	109.33 (10)	C8—C9—C10	122.0 (2)
O4—S1—C19	107.62 (11)	N2—C9—C10	117.3 (2)
O3—S1—C19	104.31 (11)	C1—C10—C9	124.5 (2)
O2—S1—C19	108.91 (11)	C1—C10—C5	118.2 (2)
O6—S2—O7	113.59 (13)	C9—C10—C5	117.3 (2)
O6—S2—O5	112.26 (12)	N1—C11—C12	122.3 (2)
O7—S2—O5	111.73 (13)	N1—C11—C20	116.7 (2)
O6—S2—C17	106.84 (12)	C12—C11—C20	120.4 (2)
O7—S2—C17	107.01 (12)	O1—C12—C13	119.9 (2)
O5—S2—C17	104.73 (12)	O1—C12—C11	121.5 (2)
Sr1—O1W—H1W	139.5 (19)	C13—C12—C11	118.5 (2)
Sr1—O1W—H2W	119.9 (19)	C14—C13—C12	120.3 (2)
H1W—O1W—H2W	99.1 (19)	C14—C13—H13	119.8
Sr1—O2W—H3W	124.0 (19)	C12—C13—H13	119.8
Sr1—O2W—H4W	127.3 (19)	C13—C14—C15	122.8 (2)
H3W—O2W—H4W	100.2 (19)	C13—C14—H14	118.6
Sr1—O3W—H5W	132 (2)	C15—C14—H14	118.6
Sr1—O3W—H6W	128 (2)	C16—C15—C20	120.9 (2)
H5W—O3W—H6W	99.5 (19)	C16—C15—C14	118.9 (2)
Sr1—O4W—H7W	131 (3)	C20—C15—C14	120.1 (2)
Sr1—O4W—H8W	120 (3)	C17—C16—C15	120.0 (2)
H7W—O4W—H8W	104 (2)	C17—C16—H16	120.0
Sr1—O5W—H9W	119.3 (19)	C15—C16—H16	120.0
Sr1—O5W—H10W	133.6 (19)	C16—C17—C18	120.3 (2)
H9W—O5W—H10W	101.6 (19)	C16—C17—S2	119.76 (19)
Sr1—O6W—H11W	109 (3)	C18—C17—S2	119.8 (2)
Sr1—O6W—H12W	122 (2)	C17—C18—C19	120.4 (2)
H11W—O6W—H12W	100 (2)	C17—C18—H18	119.8
Sr1—O7W—H13W	137 (2)	C19—C18—H18	119.8
Sr1—O7W—H14W	120 (2)	C18—C19—C20	120.5 (2)
H13W—O7W—H14W	103 (2)	C18—C19—S1	113.00 (18)
Sr1—O8W—H15W	126.4 (18)	C20—C19—S1	126.21 (18)
Sr1—O8W—H16W	129.8 (18)	C19—C20—C15	116.9 (2)
H15W—O8W—H16W	101.6 (19)	C19—C20—C11	125.8 (2)
H17W—O9W—H18W	100 (2)	C15—C20—C11	117.3 (2)
C11—N1—N2—C9	177.1 (2)	C13—C14—C15—C20	−1.9 (4)
C10—C1—C2—C3	−0.6 (4)	C20—C15—C16—C17	0.3 (4)
C1—C2—C3—C4	1.0 (4)	C14—C15—C16—C17	−179.5 (2)
C2—C3—C4—C5	−0.5 (4)	C15—C16—C17—C18	−6.7 (4)
C3—C4—C5—C6	179.2 (3)	C15—C16—C17—S2	169.70 (19)
C3—C4—C5—C10	−0.4 (4)	O6—S2—C17—C16	40.3 (2)
C4—C5—C6—C7	180.0 (3)	O7—S2—C17—C16	162.3 (2)
C10—C5—C6—C7	−0.5 (4)	O5—S2—C17—C16	−79.0 (2)
C5—C6—C7—C8	0.2 (4)	O6—S2—C17—C18	−143.3 (2)
C6—C7—C8—C9	0.3 (4)	O7—S2—C17—C18	−21.3 (3)
C7—C8—C9—N2	177.8 (2)	O5—S2—C17—C18	97.4 (2)
C7—C8—C9—C10	−0.6 (4)	C16—C17—C18—C19	4.5 (4)
N1—N2—C9—C8	12.2 (4)	S2—C17—C18—C19	−171.94 (19)
N1—N2—C9—C10	−169.3 (2)	C17—C18—C19—C20	4.2 (4)
C2—C1—C10—C9	−179.2 (2)	C17—C18—C19—S1	−170.01 (19)
C2—C1—C10—C5	−0.3 (4)	O4—S1—C19—C18	136.81 (18)
C8—C9—C10—C1	179.3 (3)	O3—S1—C19—C18	17.2 (2)
N2—C9—C10—C1	0.8 (4)	O2—S1—C19—C18	−99.45 (19)
C8—C9—C10—C5	0.4 (4)	O4—S1—C19—C20	−37.0 (2)
N2—C9—C10—C5	−178.1 (2)	O3—S1—C19—C20	−156.7 (2)
C6—C5—C10—C1	−178.8 (2)	O2—S1—C19—C20	86.7 (2)
C4—C5—C10—C1	0.8 (4)	C18—C19—C20—C15	−10.2 (3)
C6—C5—C10—C9	0.2 (4)	S1—C19—C20—C15	163.25 (19)
C4—C5—C10—C9	179.7 (2)	C18—C19—C20—C11	170.2 (2)
N2—N1—C11—C12	−6.8 (3)	S1—C19—C20—C11	−16.4 (4)
N2—N1—C11—C20	−178.8 (2)	C16—C15—C20—C19	8.0 (3)
N1—C11—C12—O1	10.2 (4)	C14—C15—C20—C19	−172.2 (2)
C20—C11—C12—O1	−178.1 (2)	C16—C15—C20—C11	−172.4 (2)
N1—C11—C12—C13	−166.4 (2)	C14—C15—C20—C11	7.5 (3)
C20—C11—C12—C13	5.2 (3)	N1—C11—C20—C19	−17.4 (4)
O1—C12—C13—C14	−176.1 (2)	C12—C11—C20—C19	170.5 (2)
C11—C12—C13—C14	0.6 (4)	N1—C11—C20—C15	163.0 (2)
C12—C13—C14—C15	−2.3 (4)	C12—C11—C20—C15	−9.1 (3)
C13—C14—C15—C16	178.0 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O4^i	0.88 (1)	1.95 (1)	2.814 (3)	171 (3)
O1W—H2W···O6	0.87 (1)	1.99 (1)	2.837 (3)	165 (3)
O2W—H3W···O6	0.87 (1)	2.08 (2)	2.863 (3)	150 (2)
O2W—H4W···O2^ii	0.87 (1)	2.01 (2)	2.807 (3)	152 (3)
O3W—H5W···O7	0.88 (1)	2.00 (1)	2.864 (3)	170 (3)
O3W—H6W···O3^iii	0.88 (1)	1.96 (1)	2.816 (3)	164 (3)
O4W—H7W···O9W	0.87 (1)	2.14 (3)	2.913 (7)	148 (4)
O4W—H8W···O2^ii	0.87 (1)	1.99 (2)	2.832 (3)	164 (4)
O5W—H9W···O2^iii	0.88 (1)	2.10 (1)	2.966 (2)	169 (3)
O5W—H10W···O5^iv	0.87 (1)	2.13 (2)	2.949 (3)	156 (3)
O6W—H11W···O9W	0.87 (1)	2.13 (1)	2.983 (5)	168 (3)
O6W—H11W···O10W	0.87 (1)	2.09 (2)	2.923 (10)	161 (4)
O6W—H12W···O5^ii	0.88 (1)	1.96 (1)	2.839 (3)	175 (4)
O7W—H13W···O6W^v	0.86 (1)	2.36 (2)	3.042 (3)	136 (3)
O7W—H13W···O9W^v	0.86 (1)	2.47 (2)	3.211 (6)	144 (3)
O7W—H14W···O3^i	0.87 (1)	1.90 (1)	2.753 (3)	169 (4)
O8W—H15W···O5^ii	0.87 (1)	2.41 (2)	3.199 (3)	151 (3)
O8W—H16W···O1^vi	0.87 (1)	1.92 (1)	2.790 (3)	178 (3)
O9W—H17W···O7^vii	0.89 (1)	1.97 (2)	2.830 (5)	164 (4)
O9W—H18W···O7^ii	0.89 (1)	2.10 (2)	2.904 (6)	150 (4)
O9W—H18W···O9W^viii	0.89 (1)	2.19 (4)	2.820 (11)	127 (4)
N2—H1N···O1	0.88 (3)	1.74 (3)	2.495 (3)	142 (3)

Symmetry codes: (i) x−1, y−1, z; (ii) x−1, y, z; (iii) −x+2, −y+2, −z+1; (iv) −x+1, −y+1, −z+1; (v) −x, −y+1, −z+1; (vi) −x+2, −y+2, −z+2; (vii) −x+1, −y+2, −z+1; (viii) −x, −y+2, −z+1.

catena-Poly[[triaqua(dimethylformamide)barium(II)]-µ-8-[2-(naphthalen-1-yl)hydrazin-1-ylidene]-7-oxo-7,8-dihydronaphthalene-1,3-disulfonato] (X)

Crystal data

[Ba(C20H12N2O7S2)(C3H7NO)(H2O)3]	F(000) = 1440
Mr = 720.92	Dx = 1.816 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 7.1967 (1) Å	Cell parameters from 40091 reflections
b = 9.0311 (1) Å	θ = 2.0–27.7°
c = 40.7043 (4) Å	µ = 1.73 mm^−1
β = 94.615 (1)°	T = 100 K
V = 2636.96 (5) Å^3	Block, red
Z = 4	0.12 × 0.05 × 0.04 mm

Data collection

Rigaku AFC12 diffractometer	5889 reflections with I > 2σ(I)
Radiation source: rotating anode	Rint = 0.020
ω scans	θmax = 27.5°, θmin = 2.9°
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2015)	h = −9→9
Tmin = 0.840, Tmax = 1.000	k = −11→11
64337 measured reflections	l = −52→52
6037 independent reflections

Refinement

Refinement on F^2	9 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.020	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.052	w = 1/[σ^2(Fo^2) + (0.0177P)^2 + 3.3023P] where P = (Fo^2 + 2Fc^2)/3
S = 1.29	(Δ/σ)max = 0.001
6037 reflections	Δρmax = 0.66 e Å^−3
385 parameters	Δρmin = −0.40 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Ba1	0.76200 (2)	−0.46538 (2)	0.21538 (2)	0.01170 (4)
S1	0.92871 (6)	−0.59992 (5)	0.29104 (2)	0.01203 (9)
S2	0.90072 (7)	−0.07901 (5)	0.35338 (2)	0.01255 (9)
O1	0.9183 (2)	−0.31695 (18)	0.47948 (3)	0.0215 (3)
O2	0.7123 (2)	−0.02408 (17)	0.35472 (4)	0.0192 (3)
O3	0.9617 (2)	−0.06120 (16)	0.32008 (3)	0.0183 (3)
O4	1.0355 (2)	−0.01941 (16)	0.37835 (3)	0.0168 (3)
O5	1.0378 (2)	−0.50962 (16)	0.26970 (3)	0.0150 (3)
O6	1.0098 (2)	−0.74360 (16)	0.29883 (3)	0.0171 (3)
O7	0.73506 (19)	−0.61017 (16)	0.27702 (3)	0.0151 (3)
O1W	0.3879 (2)	−0.41422 (17)	0.21599 (4)	0.0185 (3)
H1W	0.346 (3)	−0.3261 (15)	0.2190 (6)	0.022*
H2W	0.315 (3)	−0.448 (2)	0.2000 (5)	0.022*
O2W	0.6940 (2)	−0.22036 (17)	0.25145 (4)	0.0191 (3)
H3W	0.611 (3)	−0.201 (3)	0.2650 (5)	0.023*
H4W	0.756 (3)	−0.1385 (18)	0.2508 (6)	0.023*
O3W	0.6516 (2)	−0.41540 (18)	0.15077 (4)	0.0186 (3)
H5W	0.726 (3)	−0.457 (3)	0.1378 (5)	0.022*
H6W	0.5439 (18)	−0.453 (3)	0.1443 (6)	0.022*
O1S	0.4101 (2)	−0.22673 (17)	0.29652 (4)	0.0198 (3)
N1	0.8090 (2)	−0.15317 (19)	0.42171 (4)	0.0140 (3)
N2	0.7976 (2)	−0.0903 (2)	0.45015 (4)	0.0155 (3)
N1S	0.4180 (2)	−0.42143 (19)	0.33193 (4)	0.0159 (3)
C1	0.7672 (3)	0.0306 (3)	0.51458 (5)	0.0210 (4)
H1	0.8389	−0.0571	0.5129	0.025*
C1S	0.4202 (3)	−0.3615 (2)	0.30235 (5)	0.0161 (4)
H1S	0.4303	−0.4263	0.2842	0.019*
C2	0.7443 (3)	0.0896 (3)	0.54493 (5)	0.0262 (5)
H2	0.8004	0.0431	0.5642	0.031*
C2S	0.4325 (3)	−0.5809 (2)	0.33650 (6)	0.0216 (4)
H2S1	0.4420	−0.6289	0.3151	0.032*
H2S2	0.3216	−0.6175	0.3464	0.032*
H2S3	0.5439	−0.6039	0.3511	0.032*
C3	0.6378 (3)	0.2190 (3)	0.54778 (6)	0.0299 (5)
H3	0.6238	0.2597	0.5690	0.036*
C3S	0.4022 (3)	−0.3308 (3)	0.36105 (5)	0.0233 (4)
H3S1	0.3986	−0.2261	0.3548	0.035*
H3S2	0.5098	−0.3488	0.3769	0.035*
H3S3	0.2874	−0.3566	0.3712	0.035*
C4	0.5547 (3)	0.2866 (3)	0.52051 (6)	0.0275 (5)
H4	0.4818	0.3730	0.5229	0.033*
C5	0.5760 (3)	0.2292 (3)	0.48852 (6)	0.0221 (4)
C6	0.4875 (3)	0.2967 (3)	0.46009 (6)	0.0260 (5)
H6	0.4110	0.3813	0.4623	0.031*
C7	0.5111 (3)	0.2413 (3)	0.42948 (6)	0.0257 (5)
H7	0.4532	0.2892	0.4105	0.031*
C8	0.6199 (3)	0.1142 (2)	0.42569 (5)	0.0208 (4)
H8	0.6373	0.0775	0.4043	0.025*
C9	0.7011 (3)	0.0433 (2)	0.45305 (5)	0.0166 (4)
C10	0.6850 (3)	0.0990 (2)	0.48553 (5)	0.0181 (4)
C11	0.8847 (3)	−0.2887 (2)	0.42133 (5)	0.0144 (4)
C12	0.9264 (3)	−0.3748 (2)	0.45149 (5)	0.0172 (4)
C13	0.9664 (3)	−0.5304 (2)	0.44831 (5)	0.0205 (4)
H13	0.9915	−0.5891	0.4675	0.025*
C14	0.9684 (3)	−0.5932 (2)	0.41844 (5)	0.0182 (4)
H14	0.9903	−0.6967	0.4171	0.022*
C15	0.9387 (3)	−0.5097 (2)	0.38823 (5)	0.0143 (4)
C16	0.9470 (3)	−0.5849 (2)	0.35828 (5)	0.0138 (4)
H16	0.9674	−0.6888	0.3581	0.017*
C17	0.9252 (3)	−0.5071 (2)	0.32903 (5)	0.0124 (3)
C18	0.9040 (3)	−0.3539 (2)	0.32926 (5)	0.0120 (3)
H18	0.8941	−0.3013	0.3090	0.014*
C19	0.8970 (3)	−0.2769 (2)	0.35862 (5)	0.0116 (3)
C20	0.9052 (3)	−0.3546 (2)	0.38922 (4)	0.0122 (3)
H1N	0.839 (4)	−0.141 (3)	0.4670 (7)	0.028 (7)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ba1	0.01404 (6)	0.01080 (6)	0.01045 (6)	−0.00090 (4)	0.00212 (4)	−0.00038 (4)
S1	0.0142 (2)	0.0106 (2)	0.0113 (2)	0.00106 (17)	0.00178 (16)	−0.00003 (16)
S2	0.0167 (2)	0.0108 (2)	0.0101 (2)	−0.00034 (17)	0.00081 (16)	0.00082 (16)
O1	0.0283 (8)	0.0267 (8)	0.0096 (6)	0.0043 (7)	0.0009 (6)	0.0019 (6)
O2	0.0198 (7)	0.0182 (7)	0.0193 (7)	0.0056 (6)	−0.0014 (6)	0.0008 (6)
O3	0.0287 (8)	0.0145 (7)	0.0121 (7)	−0.0048 (6)	0.0045 (6)	0.0013 (5)
O4	0.0194 (7)	0.0175 (7)	0.0135 (7)	−0.0050 (6)	0.0008 (5)	−0.0012 (5)
O5	0.0161 (7)	0.0153 (7)	0.0139 (6)	−0.0006 (5)	0.0032 (5)	0.0008 (5)
O6	0.0228 (7)	0.0120 (7)	0.0167 (7)	0.0048 (6)	0.0038 (6)	0.0006 (5)
O7	0.0155 (7)	0.0156 (7)	0.0141 (6)	−0.0012 (5)	0.0003 (5)	−0.0004 (5)
O1W	0.0166 (7)	0.0166 (7)	0.0215 (7)	0.0022 (6)	−0.0044 (6)	−0.0037 (6)
O2W	0.0210 (7)	0.0153 (7)	0.0221 (7)	−0.0021 (6)	0.0090 (6)	−0.0041 (6)
O3W	0.0162 (7)	0.0243 (8)	0.0151 (7)	0.0000 (6)	0.0004 (5)	−0.0011 (6)
O1S	0.0243 (8)	0.0148 (7)	0.0208 (7)	0.0037 (6)	0.0051 (6)	0.0036 (6)
N1	0.0128 (7)	0.0175 (8)	0.0118 (7)	−0.0018 (6)	0.0024 (6)	−0.0012 (6)
N2	0.0168 (8)	0.0187 (8)	0.0109 (7)	0.0008 (7)	0.0003 (6)	−0.0003 (7)
N1S	0.0160 (8)	0.0152 (8)	0.0165 (8)	−0.0001 (6)	0.0021 (6)	0.0009 (7)
C1	0.0165 (10)	0.0303 (12)	0.0164 (10)	−0.0048 (9)	0.0022 (8)	−0.0041 (8)
C1S	0.0155 (9)	0.0162 (9)	0.0168 (9)	0.0010 (7)	0.0026 (7)	−0.0006 (7)
C2	0.0208 (10)	0.0422 (14)	0.0158 (10)	−0.0092 (10)	0.0024 (8)	−0.0058 (10)
C2S	0.0213 (10)	0.0169 (10)	0.0271 (11)	0.0012 (8)	0.0043 (8)	0.0064 (8)
C3	0.0262 (11)	0.0418 (14)	0.0228 (11)	−0.0120 (11)	0.0094 (9)	−0.0176 (10)
C3S	0.0285 (11)	0.0261 (11)	0.0156 (10)	−0.0036 (9)	0.0037 (8)	−0.0028 (8)
C4	0.0238 (11)	0.0286 (12)	0.0316 (12)	−0.0063 (9)	0.0111 (9)	−0.0147 (10)
C5	0.0211 (10)	0.0222 (11)	0.0236 (11)	−0.0062 (9)	0.0067 (8)	−0.0079 (9)
C6	0.0263 (11)	0.0184 (10)	0.0338 (12)	0.0025 (9)	0.0051 (9)	−0.0044 (9)
C7	0.0295 (12)	0.0215 (11)	0.0257 (11)	0.0042 (9)	0.0003 (9)	0.0017 (9)
C8	0.0236 (10)	0.0211 (10)	0.0178 (10)	0.0021 (9)	0.0011 (8)	−0.0019 (8)
C9	0.0155 (9)	0.0187 (10)	0.0158 (9)	−0.0021 (8)	0.0025 (7)	−0.0022 (8)
C10	0.0154 (9)	0.0225 (10)	0.0165 (9)	−0.0051 (8)	0.0029 (7)	−0.0045 (8)
C11	0.0140 (9)	0.0168 (9)	0.0122 (9)	−0.0004 (7)	−0.0003 (7)	0.0023 (7)
C12	0.0171 (9)	0.0228 (10)	0.0116 (9)	0.0011 (8)	0.0000 (7)	0.0026 (8)
C13	0.0260 (11)	0.0213 (11)	0.0140 (9)	0.0023 (9)	0.0009 (8)	0.0076 (8)
C14	0.0224 (10)	0.0159 (9)	0.0164 (9)	0.0022 (8)	0.0016 (8)	0.0047 (8)
C15	0.0140 (9)	0.0156 (9)	0.0134 (9)	0.0001 (7)	0.0006 (7)	0.0031 (7)
C16	0.0140 (9)	0.0128 (9)	0.0145 (9)	0.0010 (7)	0.0013 (7)	0.0019 (7)
C17	0.0118 (8)	0.0133 (9)	0.0122 (8)	0.0004 (7)	0.0011 (7)	−0.0014 (7)
C18	0.0125 (8)	0.0137 (9)	0.0098 (8)	−0.0001 (7)	0.0004 (6)	0.0019 (7)
C19	0.0105 (8)	0.0116 (8)	0.0130 (9)	0.0008 (7)	0.0018 (6)	0.0010 (7)
C20	0.0103 (8)	0.0159 (9)	0.0103 (8)	0.0000 (7)	−0.0003 (6)	0.0016 (7)

Geometric parameters (Å, º)

Ba1—O6^i	2.6827 (14)	C1S—H1S	0.9500
Ba1—O1S^ii	2.6912 (15)	C2—C3	1.407 (4)
Ba1—O3^iii	2.6920 (15)	C2—H2	0.9500
Ba1—O2W	2.7218 (15)	C2S—H2S1	0.9800
Ba1—O3W	2.7230 (14)	C2S—H2S2	0.9800
Ba1—O1W	2.7338 (15)	C2S—H2S3	0.9800
Ba1—O7	2.8497 (14)	C3—C4	1.362 (4)
Ba1—O5	2.8778 (14)	C3—H3	0.9500
Ba1—S1	3.4360 (5)	C3S—H3S1	0.9800
S1—O6	1.4474 (14)	C3S—H3S2	0.9800
S1—O5	1.4645 (14)	C3S—H3S3	0.9800
S1—O7	1.4658 (14)	C4—C5	1.421 (3)
S1—C17	1.7608 (19)	C4—H4	0.9500
S2—O2	1.4491 (15)	C5—C6	1.413 (3)
S2—O4	1.4506 (15)	C5—C10	1.425 (3)
S2—O3	1.4669 (14)	C6—C7	1.366 (3)
S2—C19	1.801 (2)	C6—H6	0.9500
O1—C12	1.259 (3)	C7—C8	1.405 (3)
O3—Ba1^i	2.6920 (15)	C7—H7	0.9500
O6—Ba1^iii	2.6827 (14)	C8—C9	1.373 (3)
O1W—H1W	0.864 (10)	C8—H8	0.9500
O1W—H2W	0.857 (10)	C9—C10	1.428 (3)
O2W—H3W	0.863 (10)	C11—C20	1.454 (3)
O2W—H4W	0.864 (10)	C11—C12	1.464 (3)
O3W—H5W	0.865 (10)	C12—C13	1.443 (3)
O3W—H6W	0.867 (10)	C13—C14	1.342 (3)
O1S—C1S	1.241 (3)	C13—H13	0.9500
O1S—Ba1^iv	2.6912 (15)	C14—C15	1.444 (3)
N1—N2	1.298 (2)	C14—H14	0.9500
N1—C11	1.340 (3)	C15—C16	1.401 (3)
N2—C9	1.402 (3)	C15—C20	1.423 (3)
N2—H1N	0.86 (3)	C16—C17	1.380 (3)
N1S—C1S	1.322 (3)	C16—H16	0.9500
N1S—C3S	1.452 (3)	C17—C18	1.392 (3)
N1S—C2S	1.455 (3)	C18—C19	1.387 (3)
C1—C2	1.368 (3)	C18—H18	0.9500
C1—C10	1.420 (3)	C19—C20	1.426 (3)
C1—H1	0.9500
O6^i—Ba1—O1S^ii	153.75 (4)	C2—C1—H1	119.7
O6^i—Ba1—O3^iii	68.47 (4)	C10—C1—H1	119.7
O1S^ii—Ba1—O3^iii	88.32 (5)	O1S—C1S—N1S	124.84 (19)
O6^i—Ba1—O2W	69.46 (4)	O1S—C1S—H1S	117.6
O1S^ii—Ba1—O2W	135.23 (4)	N1S—C1S—H1S	117.6
O3^iii—Ba1—O2W	136.32 (5)	C1—C2—C3	120.3 (2)
O6^i—Ba1—O3W	78.70 (4)	C1—C2—H2	119.8
O1S^ii—Ba1—O3W	82.95 (5)	C3—C2—H2	119.8
O3^iii—Ba1—O3W	72.92 (4)	N1S—C2S—H2S1	109.5
O2W—Ba1—O3W	109.58 (5)	N1S—C2S—H2S2	109.5
O6^i—Ba1—O1W	119.75 (5)	H2S1—C2S—H2S2	109.5
O1S^ii—Ba1—O1W	73.17 (5)	N1S—C2S—H2S3	109.5
O3^iii—Ba1—O1W	146.06 (5)	H2S1—C2S—H2S3	109.5
O2W—Ba1—O1W	68.76 (5)	H2S2—C2S—H2S3	109.5
O3W—Ba1—O1W	76.69 (5)	C4—C3—C2	120.7 (2)
O6^i—Ba1—O7	128.22 (4)	C4—C3—H3	119.6
O1S^ii—Ba1—O7	72.12 (4)	C2—C3—H3	119.6
O3^iii—Ba1—O7	115.47 (4)	N1S—C3S—H3S1	109.5
O2W—Ba1—O7	82.54 (4)	N1S—C3S—H3S2	109.5
O3W—Ba1—O7	153.02 (4)	H3S1—C3S—H3S2	109.5
O1W—Ba1—O7	86.14 (4)	N1S—C3S—H3S3	109.5
O6^i—Ba1—O5	82.71 (4)	H3S1—C3S—H3S3	109.5
O1S^ii—Ba1—O5	107.18 (4)	H3S2—C3S—H3S3	109.5
O3^iii—Ba1—O5	82.75 (4)	C3—C4—C5	120.7 (2)
O2W—Ba1—O5	80.86 (4)	C3—C4—H4	119.6
O3W—Ba1—O5	153.47 (4)	C5—C4—H4	119.6
O1W—Ba1—O5	129.44 (4)	C6—C5—C4	121.2 (2)
O7—Ba1—O5	49.56 (4)	C6—C5—C10	120.1 (2)
O6^i—Ba1—S1	106.36 (3)	C4—C5—C10	118.7 (2)
O1S^ii—Ba1—S1	88.49 (3)	C7—C6—C5	120.5 (2)
O3^iii—Ba1—S1	98.46 (3)	C7—C6—H6	119.7
O2W—Ba1—S1	82.46 (3)	C5—C6—H6	119.7
O3W—Ba1—S1	167.95 (3)	C6—C7—C8	120.7 (2)
O1W—Ba1—S1	108.95 (3)	C6—C7—H7	119.7
O7—Ba1—S1	24.79 (3)	C8—C7—H7	119.7
O5—Ba1—S1	24.87 (3)	C9—C8—C7	119.8 (2)
O6—S1—O5	113.79 (9)	C9—C8—H8	120.1
O6—S1—O7	112.50 (9)	C7—C8—H8	120.1
O5—S1—O7	110.02 (8)	C8—C9—N2	120.95 (19)
O6—S1—C17	105.55 (9)	C8—C9—C10	121.7 (2)
O5—S1—C17	107.57 (9)	N2—C9—C10	117.28 (18)
O7—S1—C17	106.96 (9)	C1—C10—C5	118.91 (19)
O6—S1—Ba1	128.25 (6)	C1—C10—C9	124.0 (2)
O5—S1—Ba1	55.72 (6)	C5—C10—C9	117.12 (19)
O7—S1—Ba1	54.61 (6)	N1—C11—C20	117.04 (17)
C17—S1—Ba1	126.17 (7)	N1—C11—C12	122.09 (18)
O2—S2—O4	114.91 (9)	C20—C11—C12	120.53 (18)
O2—S2—O3	110.36 (9)	O1—C12—C13	120.63 (18)
O4—S2—O3	111.96 (9)	O1—C12—C11	121.18 (19)
O2—S2—C19	108.20 (9)	C13—C12—C11	118.09 (18)
O4—S2—C19	107.51 (9)	C14—C13—C12	120.62 (19)
O3—S2—C19	103.11 (9)	C14—C13—H13	119.7
S2—O3—Ba1^i	145.03 (9)	C12—C13—H13	119.7
S1—O5—Ba1	99.42 (7)	C13—C14—C15	122.6 (2)
S1—O6—Ba1^iii	149.89 (9)	C13—C14—H14	118.7
S1—O7—Ba1	100.60 (7)	C15—C14—H14	118.7
Ba1—O1W—H1W	121.0 (17)	C16—C15—C20	121.40 (18)
Ba1—O1W—H2W	118.5 (17)	C16—C15—C14	118.34 (18)
H1W—O1W—H2W	103.4 (18)	C20—C15—C14	120.25 (18)
Ba1—O2W—H3W	132.1 (16)	C17—C16—C15	119.62 (18)
Ba1—O2W—H4W	124.4 (16)	C17—C16—H16	120.2
H3W—O2W—H4W	103.5 (18)	C15—C16—H16	120.2
Ba1—O3W—H5W	111.8 (18)	C16—C17—C18	120.32 (18)
Ba1—O3W—H6W	114.5 (18)	C16—C17—S1	120.44 (15)
H5W—O3W—H6W	103.2 (18)	C18—C17—S1	119.23 (15)
C1S—O1S—Ba1^iv	156.00 (14)	C19—C18—C17	121.05 (17)
N2—N1—C11	117.68 (17)	C19—C18—H18	119.5
N1—N2—C9	121.25 (17)	C17—C18—H18	119.5
N1—N2—H1N	116 (2)	C18—C19—C20	120.26 (18)
C9—N2—H1N	122.1 (19)	C18—C19—S2	113.18 (14)
C1S—N1S—C3S	121.36 (18)	C20—C19—S2	126.26 (15)
C1S—N1S—C2S	121.06 (18)	C15—C20—C19	117.04 (17)
C3S—N1S—C2S	117.58 (18)	C15—C20—C11	117.25 (17)
C2—C1—C10	120.6 (2)	C19—C20—C11	125.70 (18)
O2—S2—O3—Ba1^i	131.91 (15)	C20—C11—C12—O1	176.38 (19)
O4—S2—O3—Ba1^i	2.56 (18)	N1—C11—C12—C13	165.85 (19)
C19—S2—O3—Ba1^i	−112.72 (15)	C20—C11—C12—C13	−7.3 (3)
O6—S1—O5—Ba1	121.22 (8)	O1—C12—C13—C14	177.6 (2)
O7—S1—O5—Ba1	−6.06 (9)	C11—C12—C13—C14	1.2 (3)
C17—S1—O5—Ba1	−122.24 (7)	C12—C13—C14—C15	2.5 (3)
O5—S1—O6—Ba1^iii	−21.3 (2)	C13—C14—C15—C16	178.8 (2)
O7—S1—O6—Ba1^iii	104.66 (18)	C13—C14—C15—C20	−0.1 (3)
C17—S1—O6—Ba1^iii	−139.05 (17)	C20—C15—C16—C17	1.0 (3)
Ba1—S1—O6—Ba1^iii	42.8 (2)	C14—C15—C16—C17	−177.86 (18)
O6—S1—O7—Ba1	−121.85 (7)	C15—C16—C17—C18	3.0 (3)
O5—S1—O7—Ba1	6.15 (9)	C15—C16—C17—S1	−178.25 (15)
C17—S1—O7—Ba1	122.70 (8)	O6—S1—C17—C16	−16.40 (18)
C11—N1—N2—C9	−172.48 (18)	O5—S1—C17—C16	−138.23 (16)
Ba1^iv—O1S—C1S—N1S	−83.5 (4)	O7—S1—C17—C16	103.61 (17)
C3S—N1S—C1S—O1S	0.3 (3)	Ba1—S1—C17—C16	161.80 (13)
C2S—N1S—C1S—O1S	−179.4 (2)	O6—S1—C17—C18	162.36 (15)
C10—C1—C2—C3	0.3 (3)	O5—S1—C17—C18	40.53 (18)
C1—C2—C3—C4	0.6 (4)	O7—S1—C17—C18	−77.63 (17)
C2—C3—C4—C5	−1.0 (4)	Ba1—S1—C17—C18	−19.44 (19)
C3—C4—C5—C6	178.8 (2)	C16—C17—C18—C19	−2.5 (3)
C3—C4—C5—C10	0.4 (3)	S1—C17—C18—C19	178.76 (14)
C4—C5—C6—C7	179.2 (2)	C17—C18—C19—C20	−2.1 (3)
C10—C5—C6—C7	−2.5 (3)	C17—C18—C19—S2	172.07 (15)
C5—C6—C7—C8	1.5 (4)	O2—S2—C19—C18	101.92 (15)
C6—C7—C8—C9	1.1 (4)	O4—S2—C19—C18	−133.43 (14)
C7—C8—C9—N2	174.7 (2)	O3—S2—C19—C18	−15.00 (16)
C7—C8—C9—C10	−2.8 (3)	O2—S2—C19—C20	−84.30 (18)
N1—N2—C9—C8	−1.9 (3)	O4—S2—C19—C20	40.36 (19)
N1—N2—C9—C10	175.80 (18)	O3—S2—C19—C20	158.79 (16)
C2—C1—C10—C5	−0.8 (3)	C16—C15—C20—C19	−5.4 (3)
C2—C1—C10—C9	−179.4 (2)	C14—C15—C20—C19	173.49 (18)
C6—C5—C10—C1	−177.9 (2)	C16—C15—C20—C11	175.33 (18)
C4—C5—C10—C1	0.5 (3)	C14—C15—C20—C11	−5.8 (3)
C6—C5—C10—C9	0.8 (3)	C18—C19—C20—C15	5.9 (3)
C4—C5—C10—C9	179.1 (2)	S2—C19—C20—C15	−167.49 (15)
C8—C9—C10—C1	−179.5 (2)	C18—C19—C20—C11	−174.90 (18)
N2—C9—C10—C1	2.8 (3)	S2—C19—C20—C11	11.7 (3)
C8—C9—C10—C5	1.9 (3)	N1—C11—C20—C15	−164.04 (17)
N2—C9—C10—C5	−175.78 (18)	C12—C11—C20—C15	9.4 (3)
N2—N1—C11—C20	−176.96 (17)	N1—C11—C20—C19	16.8 (3)
N2—N1—C11—C12	9.7 (3)	C12—C11—C20—C19	−169.78 (18)
N1—C11—C12—O1	−10.5 (3)

Symmetry codes: (i) −x+2, y+1/2, −z+1/2; (ii) −x+1, y−1/2, −z+1/2; (iii) −x+2, y−1/2, −z+1/2; (iv) −x+1, y+1/2, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O7^iv	0.86 (1)	2.05 (1)	2.906 (2)	174 (3)
O1W—H2W···O2^ii	0.86 (1)	2.33 (2)	3.075 (2)	146 (2)
O1W—H2W···O3^ii	0.86 (1)	2.33 (2)	3.107 (2)	151 (2)
O2W—H3W···O1S	0.86 (1)	2.02 (1)	2.854 (2)	162 (2)
O2W—H4W···O5^i	0.86 (1)	2.11 (1)	2.891 (2)	150 (2)
O3W—H5W···O4^iii	0.87 (1)	1.97 (1)	2.791 (2)	158 (2)
O3W—H6W···O2^ii	0.87 (1)	1.96 (1)	2.789 (2)	160 (2)
N2—H1N···O1	0.86 (3)	1.75 (3)	2.490 (2)	143 (3)

Symmetry codes: (i) −x+2, y+1/2, −z+1/2; (ii) −x+1, y−1/2, −z+1/2; (iii) −x+2, y−1/2, −z+1/2; (iv) −x+1, y+1/2, −z+1/2.

Aquatetrakis(dimethylformamide){8-[2-(naphthalen-1-yl)hydrazin-1-ylidene]-7-oxo-7,8-dihydronaphthalene-1,3-disulfonate}copper(II) monohydrate (XI)

Crystal data

[Cu(C20H12N2O7S2)(C3H7NO)4]·H2O	F(000) = 1732
Mr = 830.37	Dx = 1.524 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 12.9973 (5) Å	Cell parameters from 7106 reflections
b = 13.6151 (7) Å	θ = 3.1–28.1°
c = 20.9781 (8) Å	µ = 0.79 mm^−1
β = 102.875 (4)°	T = 153 K
V = 3618.9 (3) Å^3	Tablet, red
Z = 4	0.40 × 0.26 × 0.09 mm

Data collection

Oxford Diffraction Xcalibur E diffractometer	5303 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.075
ω scans	θmax = 26.5°, θmin = 3.1°
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2010)	h = −16→15
Tmin = 0.430, Tmax = 1.000	k = −17→15
17740 measured reflections	l = −26→26
7427 independent reflections

Refinement

Refinement on F^2	6 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.074	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.216	w = 1/[σ^2(Fo^2) + (0.117P)^2 + 1.8738P] where P = (Fo^2 + 2Fc^2)/3
S = 1.05	(Δ/σ)max = 0.001
7427 reflections	Δρmax = 1.87 e Å^−3
500 parameters	Δρmin = −1.22 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cu1	0.20616 (4)	0.24007 (4)	0.13409 (2)	0.02711 (19)
S1	0.25945 (7)	0.00124 (8)	0.17041 (5)	0.0239 (3)
S2	0.59391 (8)	0.00466 (8)	0.37552 (5)	0.0274 (3)
O1	−0.0410 (2)	0.0231 (3)	0.32767 (15)	0.0369 (8)
O2	0.1883 (2)	0.0838 (2)	0.14970 (14)	0.0293 (7)
O3	0.3571 (2)	0.0128 (2)	0.14934 (14)	0.0340 (8)
O4	0.2093 (2)	−0.0921 (2)	0.15272 (14)	0.0284 (7)
O5	0.6306 (2)	0.0529 (3)	0.32368 (15)	0.0382 (8)
O6	0.6119 (2)	0.0618 (3)	0.43545 (15)	0.0434 (9)
O7	0.6306 (2)	−0.0950 (3)	0.3859 (2)	0.0498 (10)
O8	0.1156 (2)	0.2649 (2)	0.19532 (15)	0.0317 (7)
O9	0.0820 (2)	0.2493 (2)	0.06283 (15)	0.0294 (7)
O10	0.2967 (2)	0.2477 (2)	0.07175 (15)	0.0317 (7)
O11	0.3319 (2)	0.2530 (2)	0.20434 (15)	0.0296 (7)
N1	0.0668 (3)	−0.0031 (3)	0.22625 (17)	0.0247 (8)
N2	−0.0355 (3)	0.0065 (3)	0.21088 (16)	0.0246 (8)
N3	0.0722 (3)	0.2670 (3)	0.29297 (19)	0.0328 (9)
N4	−0.0924 (3)	0.2373 (3)	0.02005 (18)	0.0297 (9)
N5	0.3434 (3)	0.2718 (3)	−0.02359 (18)	0.0322 (9)
N6	0.5056 (3)	0.2596 (3)	0.24756 (18)	0.0290 (8)
C1	−0.2603 (3)	0.0191 (3)	0.1851 (2)	0.0295 (10)
H1	−0.2221	0.0287	0.2289	0.035*
C2	−0.3679 (3)	0.0248 (4)	0.1705 (2)	0.0345 (11)
H2	−0.4038	0.0384	0.2043	0.041*
C3	−0.4260 (4)	0.0111 (4)	0.1065 (2)	0.0394 (12)
H3	−0.5008	0.0159	0.0970	0.047*
C4	−0.3755 (3)	−0.0091 (4)	0.0577 (2)	0.0349 (11)
H4	−0.4158	−0.0187	0.0145	0.042*
C5	−0.2640 (3)	−0.0161 (3)	0.0701 (2)	0.0274 (9)
C6	−0.2111 (3)	−0.0381 (3)	0.0205 (2)	0.0288 (9)
H6	−0.2507	−0.0498	−0.0227	0.035*
C7	−0.1044 (3)	−0.0429 (3)	0.0330 (2)	0.0285 (9)
H7	−0.0702	−0.0569	−0.0015	0.034*
C8	−0.0436 (3)	−0.0273 (3)	0.0966 (2)	0.0278 (9)
H8	0.0312	−0.0311	0.1048	0.033*
C9	−0.0922 (3)	−0.0066 (3)	0.1468 (2)	0.0239 (9)
C10	−0.2055 (3)	−0.0009 (3)	0.1355 (2)	0.0256 (9)
C11	0.1158 (3)	0.0039 (3)	0.28874 (19)	0.0230 (9)
C12	0.0592 (3)	0.0109 (3)	0.3414 (2)	0.0294 (10)
C13	0.1150 (4)	0.0034 (3)	0.4071 (2)	0.0315 (10)
H13	0.0778	0.0048	0.4412	0.038*
C14	0.2211 (3)	−0.0056 (3)	0.4216 (2)	0.0292 (10)
H14	0.2573	−0.0114	0.4660	0.035*
C15	0.2812 (3)	−0.0067 (3)	0.37159 (19)	0.0240 (9)
C16	0.3918 (3)	−0.0087 (3)	0.39319 (19)	0.0240 (9)
H16	0.4231	−0.0146	0.4385	0.029*
C17	0.4541 (3)	−0.0019 (3)	0.3484 (2)	0.0254 (9)
C18	0.4070 (3)	0.0031 (3)	0.2821 (2)	0.0235 (9)
H18	0.4509	0.0070	0.2516	0.028*
C19	0.2982 (3)	0.0026 (3)	0.25890 (19)	0.0225 (8)
C20	0.2315 (3)	−0.0012 (3)	0.3047 (2)	0.0219 (8)
C21	0.1408 (4)	0.2587 (3)	0.2563 (2)	0.0294 (10)
H21	0.2127	0.2475	0.2768	0.035*
C22	−0.0390 (4)	0.2852 (4)	0.2653 (3)	0.0477 (14)
H22A	−0.0483	0.3052	0.2194	0.072*
H22B	−0.0643	0.3376	0.2899	0.072*
H22C	−0.0795	0.2251	0.2677	0.072*
C23	0.1053 (4)	0.2638 (4)	0.3641 (2)	0.0443 (13)
H23A	0.1803	0.2469	0.3769	0.066*
H23B	0.0638	0.2142	0.3812	0.066*
H23C	0.0938	0.3283	0.3822	0.066*
C24	−0.0104 (3)	0.2335 (3)	0.0684 (2)	0.0296 (10)
H24	−0.0212	0.2177	0.1105	0.036*
C25	−0.0836 (4)	0.2650 (4)	−0.0450 (2)	0.0446 (13)
H25A	−0.0094	0.2780	−0.0450	0.067*
H25B	−0.1254	0.3244	−0.0585	0.067*
H25C	−0.1099	0.2116	−0.0755	0.067*
C26	−0.1988 (4)	0.2225 (4)	0.0292 (3)	0.0462 (13)
H26A	−0.1960	0.2035	0.0746	0.069*
H26B	−0.2333	0.1704	−0.0002	0.069*
H26C	−0.2391	0.2836	0.0193	0.069*
C27	0.2726 (3)	0.2681 (3)	0.0121 (2)	0.0266 (9)
H27	0.2009	0.2812	−0.0079	0.032*
C28	0.3131 (4)	0.2922 (4)	−0.0934 (2)	0.0450 (13)
H28A	0.2367	0.3030	−0.1061	0.068*
H28B	0.3321	0.2362	−0.1177	0.068*
H28C	0.3500	0.3511	−0.1033	0.068*
C29	0.4541 (4)	0.2520 (4)	0.0042 (3)	0.0540 (16)
H29A	0.4605	0.2121	0.0438	0.081*
H29B	0.4918	0.3142	0.0154	0.081*
H29C	0.4846	0.2164	−0.0277	0.081*
C30	0.4256 (4)	0.2559 (3)	0.1986 (2)	0.0305 (10)
H30	0.4386	0.2552	0.1558	0.037*
C31	0.6145 (4)	0.2639 (4)	0.2401 (3)	0.0433 (13)
H31A	0.6152	0.2640	0.1935	0.065*
H31B	0.6533	0.2066	0.2612	0.065*
H31C	0.6480	0.3240	0.2605	0.065*
C32	0.4877 (4)	0.2593 (3)	0.3141 (2)	0.0338 (11)
H32A	0.4507	0.3195	0.3214	0.051*
H32B	0.5556	0.2559	0.3457	0.051*
H32C	0.4447	0.2021	0.3198	0.051*
O1W	−0.1406 (14)	−0.088 (2)	0.4225 (15)	0.073 (6)	0.57 (6)
O2W	−0.1396 (19)	−0.107 (2)	0.403 (2)	0.073 (6)	0.43 (6)
H1W	−0.124 (4)	−0.046 (3)	0.395 (3)	0.087*
H2W	−0.2066 (9)	−0.099 (4)	0.403 (3)	0.087*
H1N	−0.063 (4)	0.013 (3)	0.2468 (15)	0.039 (14)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0244 (3)	0.0407 (4)	0.0154 (3)	−0.0005 (2)	0.0027 (2)	−0.0002 (2)
S1	0.0165 (5)	0.0393 (7)	0.0146 (5)	0.0000 (4)	0.0007 (4)	0.0013 (4)
S2	0.0176 (5)	0.0428 (7)	0.0189 (5)	0.0002 (4)	−0.0023 (4)	0.0017 (4)
O1	0.0172 (15)	0.072 (2)	0.0208 (16)	0.0028 (14)	0.0020 (13)	−0.0020 (15)
O2	0.0237 (14)	0.0392 (18)	0.0227 (16)	0.0000 (12)	0.0006 (13)	0.0071 (13)
O3	0.0192 (15)	0.063 (2)	0.0195 (15)	−0.0010 (14)	0.0031 (13)	0.0029 (14)
O4	0.0253 (15)	0.0387 (18)	0.0193 (15)	0.0023 (12)	0.0010 (12)	−0.0003 (13)
O5	0.0227 (15)	0.068 (2)	0.0221 (16)	−0.0067 (15)	0.0012 (13)	0.0032 (15)
O6	0.0247 (16)	0.084 (3)	0.0167 (16)	−0.0074 (16)	−0.0055 (13)	−0.0135 (16)
O7	0.0232 (16)	0.050 (2)	0.069 (3)	−0.0005 (15)	−0.0037 (17)	0.0094 (19)
O8	0.0305 (17)	0.045 (2)	0.0190 (16)	0.0061 (13)	0.0043 (14)	−0.0041 (13)
O9	0.0278 (17)	0.0418 (19)	0.0173 (15)	0.0019 (12)	0.0024 (13)	−0.0003 (12)
O10	0.0264 (17)	0.049 (2)	0.0196 (16)	−0.0036 (13)	0.0039 (14)	−0.0006 (13)
O11	0.0254 (16)	0.0442 (19)	0.0177 (16)	−0.0047 (12)	0.0017 (13)	−0.0031 (12)
N1	0.0186 (17)	0.036 (2)	0.0189 (18)	0.0012 (14)	0.0031 (14)	0.0009 (14)
N2	0.0178 (17)	0.042 (2)	0.0126 (16)	0.0024 (14)	0.0004 (14)	−0.0008 (14)
N3	0.035 (2)	0.045 (2)	0.020 (2)	−0.0049 (17)	0.0098 (17)	−0.0005 (16)
N4	0.025 (2)	0.042 (2)	0.021 (2)	−0.0029 (15)	0.0028 (17)	0.0012 (15)
N5	0.028 (2)	0.051 (2)	0.0183 (19)	0.0041 (17)	0.0049 (16)	0.0043 (16)
N6	0.0242 (19)	0.045 (2)	0.0157 (18)	−0.0010 (15)	0.0011 (16)	−0.0014 (15)
C1	0.023 (2)	0.048 (3)	0.017 (2)	−0.0016 (19)	0.0029 (17)	−0.0025 (18)
C2	0.020 (2)	0.061 (3)	0.023 (2)	0.003 (2)	0.0067 (18)	0.000 (2)
C3	0.025 (2)	0.063 (3)	0.029 (3)	0.002 (2)	0.004 (2)	0.004 (2)
C4	0.020 (2)	0.063 (3)	0.019 (2)	−0.001 (2)	−0.0021 (17)	−0.003 (2)
C5	0.024 (2)	0.040 (3)	0.017 (2)	0.0010 (18)	0.0007 (17)	−0.0003 (17)
C6	0.023 (2)	0.046 (3)	0.014 (2)	−0.0016 (18)	−0.0033 (17)	0.0008 (18)
C7	0.025 (2)	0.045 (3)	0.016 (2)	0.0001 (18)	0.0055 (17)	−0.0010 (18)
C8	0.020 (2)	0.045 (3)	0.019 (2)	0.0000 (18)	0.0033 (17)	0.0036 (18)
C9	0.0186 (19)	0.032 (2)	0.020 (2)	−0.0011 (16)	0.0023 (16)	0.0016 (16)
C10	0.018 (2)	0.039 (3)	0.020 (2)	−0.0023 (17)	0.0028 (17)	−0.0008 (17)
C11	0.0177 (19)	0.035 (2)	0.0152 (19)	−0.0007 (16)	0.0011 (16)	0.0007 (16)
C12	0.022 (2)	0.041 (3)	0.025 (2)	−0.0003 (18)	0.0054 (18)	−0.0033 (18)
C13	0.029 (2)	0.047 (3)	0.020 (2)	−0.0011 (19)	0.0075 (19)	−0.0009 (19)
C14	0.029 (2)	0.043 (3)	0.0141 (19)	−0.0025 (18)	0.0019 (18)	−0.0008 (17)
C15	0.023 (2)	0.032 (2)	0.0148 (19)	0.0017 (16)	0.0007 (16)	0.0045 (16)
C16	0.021 (2)	0.035 (2)	0.0116 (18)	0.0013 (16)	−0.0061 (16)	0.0017 (16)
C17	0.020 (2)	0.032 (2)	0.022 (2)	0.0005 (16)	0.0009 (17)	0.0028 (17)
C18	0.020 (2)	0.030 (2)	0.020 (2)	0.0031 (16)	0.0021 (17)	0.0029 (16)
C19	0.022 (2)	0.029 (2)	0.0156 (19)	0.0002 (15)	0.0010 (16)	0.0034 (15)
C20	0.0171 (19)	0.027 (2)	0.021 (2)	−0.0014 (15)	0.0027 (16)	−0.0014 (16)
C21	0.031 (2)	0.032 (3)	0.026 (2)	−0.0024 (18)	0.008 (2)	−0.0003 (18)
C22	0.036 (3)	0.070 (4)	0.041 (3)	0.009 (3)	0.016 (3)	0.001 (3)
C23	0.053 (3)	0.061 (4)	0.020 (3)	−0.009 (2)	0.012 (2)	0.001 (2)
C24	0.032 (2)	0.039 (3)	0.018 (2)	−0.0017 (18)	0.004 (2)	−0.0003 (17)
C25	0.036 (3)	0.069 (4)	0.025 (3)	−0.007 (2)	−0.001 (2)	0.010 (2)
C26	0.032 (3)	0.066 (4)	0.040 (3)	−0.010 (2)	0.006 (2)	0.000 (3)
C27	0.024 (2)	0.036 (3)	0.019 (2)	0.0011 (17)	0.0028 (18)	0.0003 (17)
C28	0.041 (3)	0.077 (4)	0.019 (2)	0.015 (3)	0.010 (2)	0.011 (2)
C29	0.029 (3)	0.101 (5)	0.031 (3)	0.003 (3)	0.006 (2)	0.003 (3)
C30	0.031 (2)	0.043 (3)	0.018 (2)	0.0018 (19)	0.008 (2)	−0.0043 (18)
C31	0.031 (3)	0.063 (4)	0.036 (3)	0.001 (2)	0.009 (2)	0.000 (2)
C32	0.036 (3)	0.045 (3)	0.017 (2)	0.003 (2)	−0.001 (2)	−0.0063 (18)
O1W	0.033 (2)	0.121 (8)	0.068 (12)	0.017 (4)	0.020 (5)	0.052 (9)
O2W	0.033 (2)	0.121 (8)	0.068 (12)	0.017 (4)	0.020 (5)	0.052 (9)

Geometric parameters (Å, º)

Cu1—O9	1.944 (3)	C8—H8	0.9500
Cu1—O10	1.947 (3)	C9—C10	1.440 (5)
Cu1—O11	1.950 (3)	C11—C12	1.460 (5)
Cu1—O8	1.955 (3)	C11—C20	1.468 (5)
Cu1—O2	2.173 (3)	C12—C13	1.411 (6)
S1—O4	1.439 (3)	C13—C14	1.351 (6)
S1—O3	1.443 (3)	C13—H13	0.9500
S1—O2	1.459 (3)	C14—C15	1.440 (5)
S1—C19	1.812 (4)	C14—H14	0.9500
S2—O7	1.438 (4)	C15—C16	1.408 (6)
S2—O5	1.440 (3)	C15—C20	1.410 (6)
S2—O6	1.453 (3)	C16—C17	1.373 (5)
S2—C17	1.782 (4)	C16—H16	0.9500
O1—C12	1.281 (5)	C17—C18	1.390 (6)
O8—C21	1.251 (5)	C18—C19	1.389 (6)
O9—C24	1.251 (5)	C18—H18	0.9500
O10—C27	1.251 (5)	C19—C20	1.432 (5)
O11—C30	1.250 (5)	C21—H21	0.9500
N1—N2	1.303 (5)	C22—H22A	0.9800
N1—C11	1.327 (5)	C22—H22B	0.9800
N2—C9	1.393 (5)	C22—H22C	0.9800
N2—H1N	0.904 (10)	C23—H23A	0.9800
N3—C21	1.305 (5)	C23—H23B	0.9800
N3—C22	1.455 (6)	C23—H23C	0.9800
N3—C23	1.460 (6)	C24—H24	0.9500
N4—C24	1.298 (6)	C25—H25A	0.9800
N4—C25	1.445 (6)	C25—H25B	0.9800
N4—C26	1.452 (6)	C25—H25C	0.9800
N5—C27	1.310 (5)	C26—H26A	0.9800
N5—C29	1.453 (6)	C26—H26B	0.9800
N5—C28	1.455 (6)	C26—H26C	0.9800
N6—C30	1.290 (6)	C27—H27	0.9500
N6—C31	1.459 (6)	C28—H28A	0.9800
N6—C32	1.466 (5)	C28—H28B	0.9800
C1—C2	1.365 (6)	C28—H28C	0.9800
C1—C10	1.412 (5)	C29—H29A	0.9800
C1—H1	0.9500	C29—H29B	0.9800
C2—C3	1.399 (6)	C29—H29C	0.9800
C2—H2	0.9500	C30—H30	0.9500
C3—C4	1.362 (6)	C31—H31A	0.9800
C3—H3	0.9500	C31—H31B	0.9800
C4—C5	1.417 (6)	C31—H31C	0.9800
C4—H4	0.9500	C32—H32A	0.9800
C5—C6	1.402 (5)	C32—H32B	0.9800
C5—C10	1.429 (6)	C32—H32C	0.9800
C6—C7	1.354 (6)	O1W—H1W	0.880 (10)
C6—H6	0.9500	O1W—H2W	0.879 (10)
C7—C8	1.407 (6)	O2W—H1W	0.879 (10)
C7—H7	0.9500	O2W—H2W	0.876 (10)
C8—C9	1.374 (5)
O9—Cu1—O10	90.12 (13)	C13—C14—H14	119.0
O9—Cu1—O11	171.05 (13)	C15—C14—H14	119.0
O10—Cu1—O11	88.42 (13)	C16—C15—C20	122.0 (3)
O9—Cu1—O8	88.63 (13)	C16—C15—C14	116.5 (4)
O10—Cu1—O8	166.98 (13)	C20—C15—C14	121.4 (4)
O11—Cu1—O8	90.80 (13)	C17—C16—C15	119.6 (4)
O9—Cu1—O2	94.66 (11)	C17—C16—H16	120.2
O10—Cu1—O2	104.73 (11)	C15—C16—H16	120.2
O11—Cu1—O2	94.25 (12)	C16—C17—C18	119.5 (4)
O8—Cu1—O2	88.29 (12)	C16—C17—S2	120.0 (3)
O4—S1—O3	113.33 (17)	C18—C17—S2	120.5 (3)
O4—S1—O2	112.53 (18)	C19—C18—C17	122.5 (4)
O3—S1—O2	111.56 (17)	C19—C18—H18	118.7
O4—S1—C19	106.23 (17)	C17—C18—H18	118.7
O3—S1—C19	104.47 (18)	C18—C19—C20	119.1 (4)
O2—S1—C19	108.10 (18)	C18—C19—S1	112.9 (3)
O7—S2—O5	113.0 (2)	C20—C19—S1	128.0 (3)
O7—S2—O6	113.0 (2)	C15—C20—C19	117.3 (3)
O5—S2—O6	113.1 (2)	C15—C20—C11	116.7 (3)
O7—S2—C17	106.35 (19)	C19—C20—C11	126.0 (4)
O5—S2—C17	105.52 (19)	O8—C21—N3	122.7 (4)
O6—S2—C17	105.04 (18)	O8—C21—H21	118.7
S1—O2—Cu1	135.86 (17)	N3—C21—H21	118.7
C21—O8—Cu1	127.0 (3)	N3—C22—H22A	109.5
C24—O9—Cu1	124.5 (3)	N3—C22—H22B	109.5
C27—O10—Cu1	129.0 (3)	H22A—C22—H22B	109.5
C30—O11—Cu1	126.9 (3)	N3—C22—H22C	109.5
N2—N1—C11	118.4 (3)	H22A—C22—H22C	109.5
N1—N2—C9	121.2 (3)	H22B—C22—H22C	109.5
N1—N2—H1N	112 (3)	N3—C23—H23A	109.5
C9—N2—H1N	127 (3)	N3—C23—H23B	109.5
C21—N3—C22	121.8 (4)	H23A—C23—H23B	109.5
C21—N3—C23	121.1 (4)	N3—C23—H23C	109.5
C22—N3—C23	117.0 (4)	H23A—C23—H23C	109.5
C24—N4—C25	121.6 (4)	H23B—C23—H23C	109.5
C24—N4—C26	122.2 (4)	O9—C24—N4	124.0 (4)
C25—N4—C26	116.1 (4)	O9—C24—H24	118.0
C27—N5—C29	121.4 (4)	N4—C24—H24	118.0
C27—N5—C28	121.0 (4)	N4—C25—H25A	109.5
C29—N5—C28	117.5 (4)	N4—C25—H25B	109.5
C30—N6—C31	123.0 (4)	H25A—C25—H25B	109.5
C30—N6—C32	119.2 (4)	N4—C25—H25C	109.5
C31—N6—C32	117.8 (4)	H25A—C25—H25C	109.5
C2—C1—C10	120.3 (4)	H25B—C25—H25C	109.5
C2—C1—H1	119.8	N4—C26—H26A	109.5
C10—C1—H1	119.8	N4—C26—H26B	109.5
C1—C2—C3	121.1 (4)	H26A—C26—H26B	109.5
C1—C2—H2	119.5	N4—C26—H26C	109.5
C3—C2—H2	119.5	H26A—C26—H26C	109.5
C4—C3—C2	120.0 (4)	H26B—C26—H26C	109.5
C4—C3—H3	120.0	O10—C27—N5	122.0 (4)
C2—C3—H3	120.0	O10—C27—H27	119.0
C3—C4—C5	121.4 (4)	N5—C27—H27	119.0
C3—C4—H4	119.3	N5—C28—H28A	109.5
C5—C4—H4	119.3	N5—C28—H28B	109.5
C6—C5—C4	122.0 (4)	H28A—C28—H28B	109.5
C6—C5—C10	120.0 (4)	N5—C28—H28C	109.5
C4—C5—C10	118.0 (4)	H28A—C28—H28C	109.5
C7—C6—C5	121.1 (4)	H28B—C28—H28C	109.5
C7—C6—H6	119.4	N5—C29—H29A	109.5
C5—C6—H6	119.4	N5—C29—H29B	109.5
C6—C7—C8	120.8 (4)	H29A—C29—H29B	109.5
C6—C7—H7	119.6	N5—C29—H29C	109.5
C8—C7—H7	119.6	H29A—C29—H29C	109.5
C9—C8—C7	120.1 (4)	H29B—C29—H29C	109.5
C9—C8—H8	120.0	O11—C30—N6	123.6 (4)
C7—C8—H8	120.0	O11—C30—H30	118.2
C8—C9—N2	122.1 (4)	N6—C30—H30	118.2
C8—C9—C10	120.9 (4)	N6—C31—H31A	109.5
N2—C9—C10	117.0 (3)	N6—C31—H31B	109.5
C1—C10—C5	119.2 (4)	H31A—C31—H31B	109.5
C1—C10—C9	123.6 (4)	N6—C31—H31C	109.5
C5—C10—C9	117.2 (3)	H31A—C31—H31C	109.5
N1—C11—C12	122.7 (4)	H31B—C31—H31C	109.5
N1—C11—C20	117.6 (3)	N6—C32—H32A	109.5
C12—C11—C20	119.6 (4)	N6—C32—H32B	109.5
O1—C12—C13	120.3 (4)	H32A—C32—H32B	109.5
O1—C12—C11	119.8 (4)	N6—C32—H32C	109.5
C13—C12—C11	119.9 (4)	H32A—C32—H32C	109.5
C14—C13—C12	120.2 (4)	H32B—C32—H32C	109.5
C14—C13—H13	119.9	H1W—O1W—H2W	99 (2)
C12—C13—H13	119.9	H1W—O2W—H2W	99 (2)
C13—C14—C15	122.0 (4)
O4—S1—O2—Cu1	−161.1 (2)	C15—C16—C17—S2	175.5 (3)
O3—S1—O2—Cu1	−32.4 (3)	O7—S2—C17—C16	84.3 (4)
C19—S1—O2—Cu1	81.9 (3)	O5—S2—C17—C16	−155.4 (3)
C11—N1—N2—C9	−175.7 (4)	O6—S2—C17—C16	−35.6 (4)
C10—C1—C2—C3	−0.1 (7)	O7—S2—C17—C18	−97.8 (4)
C1—C2—C3—C4	0.6 (8)	O5—S2—C17—C18	22.5 (4)
C2—C3—C4—C5	−0.4 (7)	O6—S2—C17—C18	142.2 (4)
C3—C4—C5—C6	179.2 (5)	C16—C17—C18—C19	0.7 (6)
C3—C4—C5—C10	−0.3 (7)	S2—C17—C18—C19	−177.2 (3)
C4—C5—C6—C7	178.9 (4)	C17—C18—C19—C20	1.3 (6)
C10—C5—C6—C7	−1.6 (7)	C17—C18—C19—S1	−176.0 (3)
C5—C6—C7—C8	0.9 (7)	O4—S1—C19—C18	113.6 (3)
C6—C7—C8—C9	−0.2 (7)	O3—S1—C19—C18	−6.5 (4)
C7—C8—C9—N2	178.1 (4)	O2—S1—C19—C18	−125.4 (3)
C7—C8—C9—C10	0.3 (6)	O4—S1—C19—C20	−63.5 (4)
N1—N2—C9—C8	−1.9 (6)	O3—S1—C19—C20	176.5 (4)
N1—N2—C9—C10	175.9 (3)	O2—S1—C19—C20	57.5 (4)
C2—C1—C10—C5	−0.6 (7)	C16—C15—C20—C19	−0.1 (6)
C2—C1—C10—C9	179.0 (4)	C14—C15—C20—C19	176.7 (4)
C6—C5—C10—C1	−178.7 (4)	C16—C15—C20—C11	−177.8 (4)
C4—C5—C10—C1	0.8 (6)	C14—C15—C20—C11	−1.1 (6)
C6—C5—C10—C9	1.6 (6)	C18—C19—C20—C15	−1.6 (6)
C4—C5—C10—C9	−178.9 (4)	S1—C19—C20—C15	175.3 (3)
C8—C9—C10—C1	179.4 (4)	C18—C19—C20—C11	175.9 (4)
N2—C9—C10—C1	1.5 (6)	S1—C19—C20—C11	−7.2 (6)
C8—C9—C10—C5	−1.0 (6)	N1—C11—C20—C15	−171.8 (4)
N2—C9—C10—C5	−178.9 (4)	C12—C11—C20—C15	4.8 (5)
N2—N1—C11—C12	7.1 (6)	N1—C11—C20—C19	10.7 (6)
N2—N1—C11—C20	−176.4 (3)	C12—C11—C20—C19	−172.7 (4)
N1—C11—C12—O1	−9.0 (6)	Cu1—O8—C21—N3	−172.9 (3)
C20—C11—C12—O1	174.6 (4)	C22—N3—C21—O8	−0.7 (7)
N1—C11—C12—C13	170.5 (4)	C23—N3—C21—O8	−177.2 (4)
C20—C11—C12—C13	−5.9 (6)	Cu1—O9—C24—N4	−178.1 (3)
O1—C12—C13—C14	−177.5 (4)	C25—N4—C24—O9	−2.8 (7)
C11—C12—C13—C14	3.1 (7)	C26—N4—C24—O9	−177.3 (4)
C12—C13—C14—C15	0.8 (7)	Cu1—O10—C27—N5	178.9 (3)
C13—C14—C15—C16	175.1 (4)	C29—N5—C27—O10	0.3 (7)
C13—C14—C15—C20	−1.8 (6)	C28—N5—C27—O10	177.8 (4)
C20—C15—C16—C17	2.1 (6)	Cu1—O11—C30—N6	−176.4 (3)
C14—C15—C16—C17	−174.8 (4)	C31—N6—C30—O11	−179.3 (4)
C15—C16—C17—C18	−2.4 (6)	C32—N6—C30—O11	0.8 (7)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O1	0.88 (1)	2.17 (3)	3.011 (19)	161 (6)
O2W—H1W···O1	0.88 (1)	2.17 (3)	2.85 (3)	134 (6)
O1W—H2W···O7^i	0.88 (1)	2.07 (1)	2.903 (17)	158 (6)
O2W—H2W···O7^i	0.88 (1)	2.07 (1)	2.93 (2)	169 (7)
N2—H1N···O1	0.90 (1)	1.66 (3)	2.477 (4)	148 (5)

Symmetry code: (i) x−1, y, z.

catena-Poly[[[aquatris(dimethylformamide)zinc(III)]-µ-8-[2-(naphthalen-1-yl)hydrazin-1-ylidene]-7-oxo-7,8-dihydronaphthalene-1,3-disulfonato] diethyl ether hemisolvate] (XII)

Crystal data

[Zn(C20H12N2O7S2)(C3H7NO)3(H2O)]·0.5(C4H10O)	F(000) = 3320
Mr = 796.17	Dx = 1.489 Mg m^−3
Monoclinic, C2/c	Cu Kα radiation, λ = 1.54184 Å
a = 44.082 (3) Å	Cell parameters from 2000 reflections
b = 9.0229 (6) Å	θ = 4.9–69.0°
c = 18.185 (2) Å	µ = 2.64 mm^−1
β = 100.906 (9)°	T = 123 K
V = 7102.4 (11) Å^3	Plate, red
Z = 8	0.5 × 0.2 × 0.02 mm

Data collection

Oxford Diffraction Gemini S diffractometer	4529 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.064
ω scans	θmax = 69.4°, θmin = 6.5°
Absorption correction: analytical [CrysAlis PRO (Agilent, 2014), based on expressions derived by Clark & Reid (1995)]	h = −52→50
Tmin = 0.520, Tmax = 0.927	k = −10→9
12833 measured reflections	l = −22→20
6492 independent reflections

Refinement

Refinement on F^2	38 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.071	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.198	w = 1/[σ^2(Fo^2) + (0.0897P)^2 + 12.0184P] where P = (Fo^2 + 2Fc^2)/3
S = 1.05	(Δ/σ)max = 0.001
6492 reflections	Δρmax = 1.33 e Å^−3
497 parameters	Δρmin = −0.65 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Zn1	0.32632 (2)	−0.12977 (8)	0.96183 (4)	0.0282 (2)
S1	0.35397 (3)	−0.21312 (13)	0.81092 (7)	0.0268 (3)
S2	0.28178 (3)	0.10012 (14)	0.59382 (7)	0.0271 (3)
O1	0.42010 (11)	0.2793 (4)	0.9439 (2)	0.0480 (11)
O2	0.35673 (8)	−0.1920 (4)	0.89157 (19)	0.0295 (8)
O3	0.38150 (9)	−0.2734 (4)	0.7902 (2)	0.0316 (8)
O4	0.32615 (9)	−0.2970 (4)	0.7795 (2)	0.0322 (8)
O5	0.26162 (9)	−0.0163 (4)	0.6106 (2)	0.0349 (9)
O6	0.29339 (8)	0.0684 (4)	0.5259 (2)	0.0321 (8)
O7	0.26826 (9)	0.2468 (4)	0.5932 (2)	0.0354 (9)
O8	0.31874 (8)	0.0820 (4)	0.91444 (19)	0.0295 (8)
O9	0.33319 (9)	−0.3419 (4)	1.0139 (2)	0.0341 (9)
O10	0.36234 (9)	−0.0467 (4)	1.0390 (2)	0.0359 (9)
O1W	0.29043 (9)	−0.2190 (4)	0.8833 (2)	0.0333 (8)
H1W	0.2708 (5)	−0.234 (7)	0.883 (3)	0.050*
H2W	0.2927 (12)	−0.268 (6)	0.843 (2)	0.050*
N1	0.40433 (10)	−0.0082 (5)	0.8847 (2)	0.0282 (9)
N2	0.42532 (11)	0.0057 (5)	0.9451 (3)	0.0309 (10)
N3	0.28819 (11)	0.2392 (5)	0.8348 (2)	0.0317 (10)
N4	0.31543 (13)	−0.5598 (5)	1.0512 (3)	0.0404 (12)
N5	0.40406 (11)	−0.0871 (6)	1.1301 (3)	0.0394 (11)
C1	0.47461 (13)	0.0613 (7)	1.0682 (3)	0.0342 (12)
H1	0.4623	0.1429	1.0473	0.041*
C2	0.49843 (15)	0.0837 (8)	1.1276 (3)	0.0455 (15)
H2	0.5024	0.1805	1.1476	0.055*
C3	0.51678 (15)	−0.0347 (8)	1.1587 (3)	0.0495 (16)
H3	0.5332	−0.0180	1.2000	0.059*
C4	0.51143 (16)	−0.1744 (9)	1.1304 (4)	0.0525 (17)
H4	0.5244	−0.2534	1.1517	0.063*
C5	0.48678 (14)	−0.2034 (7)	1.0698 (3)	0.0427 (14)
C6	0.47974 (17)	−0.3484 (8)	1.0407 (4)	0.0547 (18)
H6	0.4920	−0.4298	1.0622	0.066*
C7	0.45602 (16)	−0.3723 (7)	0.9831 (4)	0.0496 (17)
H7	0.4518	−0.4704	0.9650	0.060*
C8	0.43722 (14)	−0.2546 (6)	0.9491 (3)	0.0387 (13)
H8	0.4207	−0.2725	0.9082	0.046*
C9	0.44330 (13)	−0.1155 (6)	0.9763 (3)	0.0313 (11)
C10	0.46805 (13)	−0.0829 (6)	1.0376 (3)	0.0325 (12)
C11	0.39003 (12)	0.1152 (6)	0.8557 (3)	0.0288 (11)
C12	0.40073 (14)	0.2628 (6)	0.8840 (3)	0.0350 (12)
C13	0.38921 (14)	0.3884 (6)	0.8387 (3)	0.0380 (13)
H13	0.3968	0.4844	0.8537	0.046*
C14	0.36822 (13)	0.3733 (6)	0.7761 (3)	0.0329 (12)
H14	0.3622	0.4584	0.7461	0.039*
C15	0.35433 (13)	0.2327 (6)	0.7524 (3)	0.0295 (11)
C16	0.32940 (12)	0.2315 (6)	0.6912 (3)	0.0282 (11)
H16	0.3230	0.3212	0.6655	0.034*
C17	0.31422 (12)	0.1008 (5)	0.6682 (3)	0.0246 (10)
C18	0.32360 (12)	−0.0289 (6)	0.7073 (3)	0.0273 (11)
H18	0.3130	−0.1187	0.6920	0.033*
C19	0.34767 (12)	−0.0306 (5)	0.7673 (3)	0.0243 (10)
C20	0.36460 (12)	0.1004 (5)	0.7918 (3)	0.0254 (10)
C21	0.30526 (14)	0.3726 (6)	0.8613 (3)	0.0373 (13)
H21A	0.3108	0.4256	0.8187	0.056*
H21B	0.3241	0.3456	0.8966	0.056*
H21C	0.2924	0.4365	0.8864	0.056*
C22	0.26151 (15)	0.2579 (7)	0.7757 (3)	0.0424 (14)
H22A	0.2677	0.3064	0.7327	0.064*
H22B	0.2461	0.3192	0.7939	0.064*
H22C	0.2526	0.1606	0.7605	0.064*
C23	0.29630 (13)	0.1075 (6)	0.8639 (3)	0.0330 (12)
H23	0.2838	0.0254	0.8443	0.040*
C24	0.28869 (18)	−0.6535 (7)	1.0557 (4)	0.0546 (18)
H24A	0.2882	−0.6747	1.1083	0.082*
H24B	0.2903	−0.7467	1.0290	0.082*
H24C	0.2697	−0.6019	1.0328	0.082*
C25	0.34569 (18)	−0.6234 (8)	1.0768 (4)	0.0559 (18)
H25A	0.3479	−0.7131	1.0479	0.084*
H25B	0.3481	−0.6487	1.1300	0.084*
H25C	0.3616	−0.5514	1.0699	0.084*
C26	0.31198 (14)	−0.4278 (6)	1.0200 (3)	0.0313 (12)
H26	0.2915	−0.3959	1.0006	0.038*
C27	0.42582 (15)	−0.1918 (9)	1.1725 (4)	0.0558 (18)
H27A	0.4470	−0.1601	1.1714	0.084*
H27B	0.4223	−0.2906	1.1502	0.084*
H27C	0.4228	−0.1951	1.2245	0.084*
C28	0.40664 (15)	0.0650 (8)	1.1546 (4)	0.0514 (17)
H28A	0.4042	0.0706	1.2070	0.077*
H28B	0.3905	0.1241	1.1233	0.077*
H28C	0.4270	0.1036	1.1502	0.077*
C29	0.38243 (13)	−0.1301 (7)	1.0745 (3)	0.0360 (12)
H29	0.3820	−0.2315	1.0604	0.043*
O12	0.5024 (3)	−0.5867 (10)	1.2664 (6)	0.056 (3)	0.5
C30	0.4743 (3)	−0.5372 (18)	1.2212 (8)	0.052 (3)	0.5
H30A	0.4727	−0.5750	1.1695	0.062*	0.5
H30B	0.4739	−0.4276	1.2194	0.062*	0.5
C31	0.4478 (3)	−0.594 (2)	1.2545 (9)	0.059 (4)	0.5
H31A	0.4503	−0.7005	1.2639	0.088*	0.5
H31B	0.4284	−0.5756	1.2196	0.088*	0.5
H31C	0.4475	−0.5423	1.3018	0.088*	0.5
C33	0.5573 (4)	−0.597 (2)	1.2926 (13)	0.081 (5)	0.5
H33A	0.5571	−0.5744	1.3451	0.121*	0.5
H33B	0.5761	−0.5561	1.2790	0.121*	0.5
H33C	0.5571	−0.7050	1.2856	0.121*	0.5
C32	0.5294 (3)	−0.530 (2)	1.2435 (10)	0.064 (4)	0.5
H32A	0.5300	−0.4209	1.2483	0.076*	0.5
H32B	0.5291	−0.5559	1.1905	0.076*	0.5
H1N	0.4262 (12)	0.091 (6)	0.965 (3)	0.018 (13)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0369 (4)	0.0247 (4)	0.0235 (3)	−0.0011 (3)	0.0067 (3)	0.0019 (3)
S1	0.0379 (7)	0.0170 (6)	0.0264 (6)	0.0008 (5)	0.0083 (5)	0.0020 (5)
S2	0.0346 (6)	0.0252 (6)	0.0225 (6)	0.0008 (5)	0.0081 (5)	0.0023 (5)
O1	0.064 (3)	0.024 (2)	0.046 (2)	−0.0008 (19)	−0.014 (2)	−0.0017 (18)
O2	0.0333 (19)	0.0243 (18)	0.0308 (18)	0.0000 (15)	0.0055 (15)	0.0041 (15)
O3	0.043 (2)	0.0218 (18)	0.0309 (19)	0.0030 (16)	0.0093 (16)	0.0025 (15)
O4	0.041 (2)	0.0225 (18)	0.0326 (19)	−0.0046 (16)	0.0054 (16)	0.0002 (15)
O5	0.037 (2)	0.036 (2)	0.0304 (19)	−0.0036 (17)	0.0036 (15)	0.0059 (17)
O6	0.0352 (19)	0.035 (2)	0.0279 (18)	0.0014 (17)	0.0113 (15)	−0.0017 (16)
O7	0.043 (2)	0.035 (2)	0.0266 (18)	0.0082 (18)	0.0032 (16)	0.0025 (16)
O8	0.0382 (19)	0.0261 (18)	0.0246 (17)	0.0009 (16)	0.0068 (15)	0.0042 (15)
O9	0.044 (2)	0.0254 (19)	0.0331 (19)	−0.0006 (17)	0.0086 (16)	0.0053 (16)
O10	0.040 (2)	0.038 (2)	0.0294 (19)	0.0006 (18)	0.0053 (16)	0.0021 (17)
O1W	0.037 (2)	0.036 (2)	0.0277 (19)	−0.0023 (17)	0.0098 (15)	−0.0032 (16)
N1	0.032 (2)	0.025 (2)	0.028 (2)	−0.0009 (18)	0.0067 (17)	0.0012 (18)
N2	0.037 (2)	0.021 (2)	0.034 (2)	−0.0010 (19)	0.0039 (19)	−0.0019 (19)
N3	0.046 (3)	0.026 (2)	0.023 (2)	0.002 (2)	0.0080 (19)	−0.0040 (18)
N4	0.059 (3)	0.026 (2)	0.035 (3)	0.002 (2)	0.007 (2)	0.005 (2)
N5	0.036 (2)	0.048 (3)	0.033 (2)	0.000 (2)	0.005 (2)	0.001 (2)
C1	0.037 (3)	0.038 (3)	0.029 (3)	0.000 (3)	0.009 (2)	−0.001 (2)
C2	0.053 (4)	0.045 (4)	0.038 (3)	−0.002 (3)	0.008 (3)	−0.005 (3)
C3	0.046 (4)	0.064 (4)	0.034 (3)	−0.001 (3)	−0.002 (3)	−0.003 (3)
C4	0.048 (4)	0.065 (5)	0.041 (3)	0.015 (3)	−0.001 (3)	−0.001 (3)
C5	0.044 (3)	0.047 (4)	0.035 (3)	0.006 (3)	0.004 (2)	−0.001 (3)
C6	0.060 (4)	0.039 (4)	0.059 (4)	0.017 (3)	−0.005 (3)	−0.001 (3)
C7	0.060 (4)	0.032 (3)	0.050 (4)	0.010 (3)	−0.005 (3)	−0.007 (3)
C8	0.043 (3)	0.030 (3)	0.041 (3)	0.004 (2)	0.001 (2)	−0.004 (3)
C9	0.036 (3)	0.030 (3)	0.029 (3)	0.006 (2)	0.006 (2)	0.004 (2)
C10	0.034 (3)	0.033 (3)	0.031 (3)	0.001 (2)	0.010 (2)	0.002 (2)
C11	0.037 (3)	0.021 (3)	0.028 (3)	−0.003 (2)	0.005 (2)	0.001 (2)
C12	0.045 (3)	0.020 (3)	0.039 (3)	−0.001 (2)	0.005 (2)	0.000 (2)
C13	0.050 (3)	0.020 (3)	0.043 (3)	−0.003 (2)	0.007 (3)	−0.005 (2)
C14	0.042 (3)	0.019 (3)	0.039 (3)	−0.002 (2)	0.011 (2)	0.001 (2)
C15	0.040 (3)	0.025 (3)	0.025 (2)	0.000 (2)	0.010 (2)	−0.002 (2)
C16	0.041 (3)	0.023 (3)	0.024 (2)	0.005 (2)	0.014 (2)	0.006 (2)
C17	0.035 (3)	0.024 (3)	0.016 (2)	0.000 (2)	0.0079 (19)	0.0020 (19)
C18	0.037 (3)	0.023 (3)	0.025 (2)	−0.003 (2)	0.014 (2)	−0.005 (2)
C19	0.038 (3)	0.016 (2)	0.022 (2)	0.006 (2)	0.013 (2)	0.0037 (19)
C20	0.036 (3)	0.018 (2)	0.025 (2)	0.002 (2)	0.012 (2)	−0.0017 (19)
C21	0.052 (3)	0.024 (3)	0.038 (3)	0.002 (3)	0.012 (3)	0.003 (2)
C22	0.058 (4)	0.040 (3)	0.027 (3)	0.016 (3)	0.003 (3)	−0.006 (2)
C23	0.047 (3)	0.026 (3)	0.027 (3)	−0.002 (2)	0.009 (2)	−0.005 (2)
C24	0.076 (5)	0.032 (3)	0.055 (4)	−0.007 (3)	0.010 (4)	0.012 (3)
C25	0.076 (5)	0.037 (4)	0.052 (4)	0.006 (3)	0.004 (3)	0.009 (3)
C26	0.052 (3)	0.026 (3)	0.018 (2)	0.003 (2)	0.011 (2)	−0.001 (2)
C27	0.041 (3)	0.071 (5)	0.053 (4)	0.000 (3)	0.003 (3)	0.018 (4)
C28	0.041 (3)	0.062 (4)	0.050 (4)	−0.001 (3)	0.003 (3)	−0.022 (3)
C29	0.034 (3)	0.040 (3)	0.033 (3)	0.005 (3)	0.005 (2)	−0.002 (3)
O12	0.057 (5)	0.047 (4)	0.065 (10)	0.001 (6)	0.012 (6)	0.022 (5)
C30	0.064 (6)	0.043 (7)	0.047 (8)	−0.004 (6)	0.007 (6)	−0.003 (7)
C31	0.050 (7)	0.059 (9)	0.062 (9)	−0.011 (7)	−0.002 (7)	−0.002 (8)
C33	0.063 (7)	0.059 (10)	0.121 (14)	0.011 (8)	0.020 (10)	0.017 (11)
C32	0.065 (6)	0.052 (8)	0.076 (10)	−0.012 (7)	0.020 (7)	0.015 (9)

Geometric parameters (Å, º)

Zn1—O10	2.052 (4)	C9—C10	1.436 (7)
Zn1—O1W	2.082 (4)	C11—C20	1.460 (7)
Zn1—O2	2.096 (4)	C11—C12	1.473 (7)
Zn1—O8	2.097 (4)	C12—C13	1.436 (8)
Zn1—O6^i	2.101 (4)	C13—C14	1.331 (8)
Zn1—O9	2.132 (4)	C13—H13	0.9500
S1—O3	1.444 (4)	C14—C15	1.439 (7)
S1—O2	1.461 (4)	C14—H14	0.9500
S1—O4	1.462 (4)	C15—C16	1.409 (7)
S1—C19	1.826 (5)	C15—C20	1.421 (7)
S2—O5	1.445 (4)	C16—C17	1.381 (7)
S2—O7	1.451 (4)	C16—H16	0.9500
S2—O6	1.452 (4)	C17—C18	1.391 (7)
S2—C17	1.772 (5)	C18—C19	1.371 (7)
O1—C12	1.260 (7)	C18—H18	0.9500
O6—Zn1^ii	2.101 (4)	C19—C20	1.424 (7)
O8—C23	1.238 (7)	C21—H21A	0.9800
O9—C26	1.236 (7)	C21—H21B	0.9800
O10—C29	1.245 (7)	C21—H21C	0.9800
O1W—H1W	0.873 (10)	C22—H22A	0.9800
O1W—H2W	0.874 (10)	C22—H22B	0.9800
N1—N2	1.301 (6)	C22—H22C	0.9800
N1—C11	1.338 (7)	C23—H23	0.9500
N2—C9	1.406 (7)	C24—H24A	0.9800
N2—H1N	0.84 (6)	C24—H24B	0.9800
N3—C23	1.323 (7)	C24—H24C	0.9800
N3—C22	1.445 (7)	C25—H25A	0.9800
N3—C21	1.452 (7)	C25—H25B	0.9800
N4—C26	1.315 (7)	C25—H25C	0.9800
N4—C25	1.446 (9)	C26—H26	0.9500
N4—C24	1.466 (9)	C27—H27A	0.9800
N5—C29	1.310 (7)	C27—H27B	0.9800
N5—C28	1.440 (8)	C27—H27C	0.9800
N5—C27	1.459 (8)	C28—H28A	0.9800
C1—C2	1.371 (8)	C28—H28B	0.9800
C1—C10	1.423 (8)	C28—H28C	0.9800
C1—H1	0.9500	C29—H29	0.9500
C2—C3	1.394 (9)	O12—C30	1.422 (9)
C2—H2	0.9500	O12—C32	1.426 (10)
C3—C4	1.365 (10)	C30—C31	1.504 (9)
C3—H3	0.9500	C30—H30A	0.9900
C4—C5	1.418 (8)	C30—H30B	0.9900
C4—H4	0.9500	C31—H31A	0.9800
C5—C10	1.422 (8)	C31—H31B	0.9800
C5—C6	1.423 (9)	C31—H31C	0.9800
C6—C7	1.350 (9)	C33—C32	1.505 (10)
C6—H6	0.9500	C33—H33A	0.9800
C7—C8	1.416 (8)	C33—H33B	0.9800
C7—H7	0.9500	C33—H33C	0.9800
C8—C9	1.357 (8)	C32—H32A	0.9900
C8—H8	0.9500	C32—H32B	0.9900
O10—Zn1—O1W	178.54 (17)	C15—C14—H14	118.9
O10—Zn1—O2	90.79 (15)	C16—C15—C20	121.2 (5)
O1W—Zn1—O2	88.23 (14)	C16—C15—C14	117.9 (5)
O10—Zn1—O8	89.47 (15)	C20—C15—C14	120.8 (5)
O1W—Zn1—O8	91.67 (15)	C17—C16—C15	120.4 (5)
O2—Zn1—O8	93.69 (14)	C17—C16—H16	119.8
O10—Zn1—O6^i	92.89 (15)	C15—C16—H16	119.8
O1W—Zn1—O6^i	88.10 (15)	C16—C17—C18	118.9 (5)
O2—Zn1—O6^i	176.11 (14)	C16—C17—S2	120.6 (4)
O8—Zn1—O6^i	85.10 (14)	C18—C17—S2	120.4 (4)
O10—Zn1—O9	89.86 (15)	C19—C18—C17	121.8 (5)
O1W—Zn1—O9	89.03 (16)	C19—C18—H18	119.1
O2—Zn1—O9	88.67 (14)	C17—C18—H18	119.1
O8—Zn1—O9	177.57 (15)	C18—C19—C20	121.3 (4)
O6^i—Zn1—O9	92.59 (15)	C18—C19—S1	112.8 (4)
O3—S1—O2	113.4 (2)	C20—C19—S1	125.8 (4)
O3—S1—O4	112.8 (2)	C15—C20—C19	116.2 (5)
O2—S1—O4	111.4 (2)	C15—C20—C11	116.6 (4)
O3—S1—C19	107.0 (2)	C19—C20—C11	127.1 (4)
O2—S1—C19	107.2 (2)	N3—C21—H21A	109.5
O4—S1—C19	104.5 (2)	N3—C21—H21B	109.5
O5—S2—O7	113.4 (2)	H21A—C21—H21B	109.5
O5—S2—O6	111.5 (2)	N3—C21—H21C	109.5
O7—S2—O6	112.6 (2)	H21A—C21—H21C	109.5
O5—S2—C17	106.3 (2)	H21B—C21—H21C	109.5
O7—S2—C17	105.9 (2)	N3—C22—H22A	109.5
O6—S2—C17	106.6 (2)	N3—C22—H22B	109.5
S1—O2—Zn1	134.9 (2)	H22A—C22—H22B	109.5
S2—O6—Zn1^ii	144.3 (2)	N3—C22—H22C	109.5
C23—O8—Zn1	121.1 (4)	H22A—C22—H22C	109.5
C26—O9—Zn1	123.8 (4)	H22B—C22—H22C	109.5
C29—O10—Zn1	121.1 (4)	O8—C23—N3	125.5 (5)
Zn1—O1W—H1W	134 (4)	O8—C23—H23	117.2
Zn1—O1W—H2W	125 (4)	N3—C23—H23	117.2
H1W—O1W—H2W	100 (2)	N4—C24—H24A	109.5
N2—N1—C11	117.3 (4)	N4—C24—H24B	109.5
N1—N2—C9	121.5 (5)	H24A—C24—H24B	109.5
N1—N2—H1N	114 (4)	N4—C24—H24C	109.5
C9—N2—H1N	124 (4)	H24A—C24—H24C	109.5
C23—N3—C22	121.5 (5)	H24B—C24—H24C	109.5
C23—N3—C21	121.9 (5)	N4—C25—H25A	109.5
C22—N3—C21	116.6 (5)	N4—C25—H25B	109.5
C26—N4—C25	121.5 (6)	H25A—C25—H25B	109.5
C26—N4—C24	121.2 (5)	N4—C25—H25C	109.5
C25—N4—C24	117.1 (5)	H25A—C25—H25C	109.5
C29—N5—C28	121.6 (5)	H25B—C25—H25C	109.5
C29—N5—C27	121.7 (6)	O9—C26—N4	125.4 (6)
C28—N5—C27	116.6 (5)	O9—C26—H26	117.3
C2—C1—C10	120.8 (6)	N4—C26—H26	117.3
C2—C1—H1	119.6	N5—C27—H27A	109.5
C10—C1—H1	119.6	N5—C27—H27B	109.5
C1—C2—C3	120.4 (6)	H27A—C27—H27B	109.5
C1—C2—H2	119.8	N5—C27—H27C	109.5
C3—C2—H2	119.8	H27A—C27—H27C	109.5
C4—C3—C2	120.6 (6)	H27B—C27—H27C	109.5
C4—C3—H3	119.7	N5—C28—H28A	109.5
C2—C3—H3	119.7	N5—C28—H28B	109.5
C3—C4—C5	121.0 (6)	H28A—C28—H28B	109.5
C3—C4—H4	119.5	N5—C28—H28C	109.5
C5—C4—H4	119.5	H28A—C28—H28C	109.5
C4—C5—C10	118.6 (6)	H28B—C28—H28C	109.5
C4—C5—C6	122.6 (6)	O10—C29—N5	124.3 (6)
C10—C5—C6	118.8 (6)	O10—C29—H29	117.9
C7—C6—C5	121.1 (6)	N5—C29—H29	117.9
C7—C6—H6	119.4	C30—O12—C32	113.6 (10)
C5—C6—H6	119.4	O12—C30—C31	108.5 (13)
C6—C7—C8	121.6 (6)	O12—C30—H30A	110.0
C6—C7—H7	119.2	C31—C30—H30A	110.0
C8—C7—H7	119.2	O12—C30—H30B	110.0
C9—C8—C7	118.4 (5)	C31—C30—H30B	110.0
C9—C8—H8	120.8	H30A—C30—H30B	108.4
C7—C8—H8	120.8	C30—C31—H31A	109.5
C8—C9—N2	121.0 (5)	C30—C31—H31B	109.5
C8—C9—C10	122.8 (5)	H31A—C31—H31B	109.5
N2—C9—C10	116.2 (5)	C30—C31—H31C	109.5
C5—C10—C1	118.6 (5)	H31A—C31—H31C	109.5
C5—C10—C9	117.4 (5)	H31B—C31—H31C	109.5
C1—C10—C9	124.0 (5)	C32—C33—H33A	109.5
N1—C11—C20	118.1 (5)	C32—C33—H33B	109.5
N1—C11—C12	121.2 (5)	H33A—C33—H33B	109.5
C20—C11—C12	120.5 (5)	C32—C33—H33C	109.5
O1—C12—C13	120.7 (5)	H33A—C33—H33C	109.5
O1—C12—C11	122.0 (5)	H33B—C33—H33C	109.5
C13—C12—C11	117.2 (5)	O12—C32—C33	108.5 (13)
C14—C13—C12	121.5 (5)	O12—C32—H32A	110.0
C14—C13—H13	119.2	C33—C32—H32A	110.0
C12—C13—H13	119.2	O12—C32—H32B	110.0
C13—C14—C15	122.3 (5)	C33—C32—H32B	110.0
C13—C14—H14	118.9	H32A—C32—H32B	108.4
O3—S1—O2—Zn1	−173.6 (3)	C14—C15—C16—C17	−176.9 (5)
O4—S1—O2—Zn1	−45.1 (4)	C15—C16—C17—C18	1.1 (7)
C19—S1—O2—Zn1	68.6 (3)	C15—C16—C17—S2	177.2 (4)
O5—S2—O6—Zn1^ii	−166.6 (4)	O5—S2—C17—C16	−147.4 (4)
O7—S2—O6—Zn1^ii	64.7 (5)	O7—S2—C17—C16	−26.5 (5)
C17—S2—O6—Zn1^ii	−50.9 (5)	O6—S2—C17—C16	93.6 (4)
C11—N1—N2—C9	−174.8 (5)	O5—S2—C17—C18	28.6 (5)
C10—C1—C2—C3	0.4 (9)	O7—S2—C17—C18	149.5 (4)
C1—C2—C3—C4	0.3 (10)	O6—S2—C17—C18	−90.4 (4)
C2—C3—C4—C5	−1.3 (11)	C16—C17—C18—C19	−0.8 (7)
C3—C4—C5—C10	1.5 (10)	S2—C17—C18—C19	−176.9 (4)
C3—C4—C5—C6	−177.5 (7)	C17—C18—C19—C20	−1.0 (7)
C4—C5—C6—C7	179.7 (7)	C17—C18—C19—S1	177.4 (4)
C10—C5—C6—C7	0.8 (11)	O3—S1—C19—C18	106.2 (4)
C5—C6—C7—C8	0.2 (12)	O2—S1—C19—C18	−131.9 (4)
C6—C7—C8—C9	−0.8 (11)	O4—S1—C19—C18	−13.6 (4)
C7—C8—C9—N2	−179.6 (6)	O3—S1—C19—C20	−75.5 (5)
C7—C8—C9—C10	0.4 (9)	O2—S1—C19—C20	46.4 (5)
N1—N2—C9—C8	−7.0 (8)	O4—S1—C19—C20	164.7 (4)
N1—N2—C9—C10	173.0 (5)	C16—C15—C20—C19	−2.0 (7)
C4—C5—C10—C1	−0.8 (9)	C14—C15—C20—C19	175.1 (5)
C6—C5—C10—C1	178.2 (6)	C16—C15—C20—C11	−178.3 (5)
C4—C5—C10—C9	179.9 (6)	C14—C15—C20—C11	−1.2 (7)
C6—C5—C10—C9	−1.1 (9)	C18—C19—C20—C15	2.4 (7)
C2—C1—C10—C5	−0.2 (8)	S1—C19—C20—C15	−175.8 (4)
C2—C1—C10—C9	179.2 (5)	C18—C19—C20—C11	178.2 (5)
C8—C9—C10—C5	0.6 (8)	S1—C19—C20—C11	0.0 (8)
N2—C9—C10—C5	−179.5 (5)	N1—C11—C20—C15	−166.9 (5)
C8—C9—C10—C1	−178.8 (6)	C12—C11—C20—C15	9.4 (7)
N2—C9—C10—C1	1.2 (8)	N1—C11—C20—C19	17.2 (8)
N2—N1—C11—C20	−174.8 (4)	C12—C11—C20—C19	−166.5 (5)
N2—N1—C11—C12	8.9 (7)	Zn1—O8—C23—N3	174.2 (4)
N1—C11—C12—O1	−12.2 (9)	C22—N3—C23—O8	180.0 (5)
C20—C11—C12—O1	171.7 (5)	C21—N3—C23—O8	−1.0 (9)
N1—C11—C12—C13	165.2 (5)	Zn1—O9—C26—N4	179.4 (4)
C20—C11—C12—C13	−11.0 (8)	C25—N4—C26—O9	−5.2 (9)
O1—C12—C13—C14	−178.4 (6)	C24—N4—C26—O9	180.0 (5)
C11—C12—C13—C14	4.2 (9)	Zn1—O10—C29—N5	−172.3 (4)
C12—C13—C14—C15	4.0 (9)	C28—N5—C29—O10	−0.8 (9)
C13—C14—C15—C16	171.5 (5)	C27—N5—C29—O10	176.2 (6)
C13—C14—C15—C20	−5.7 (8)	C32—O12—C30—C31	−175.4 (17)
C20—C15—C16—C17	0.3 (7)	C30—O12—C32—C33	−176.7 (18)

Symmetry codes: (i) x, −y, z+1/2; (ii) x, −y, z−1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O7^iii	0.87 (1)	1.86 (2)	2.718 (5)	166 (5)
O1W—H2W···O4	0.87 (1)	2.06 (4)	2.769 (5)	138 (5)
N2—H1N···O1	0.84 (6)	1.75 (5)	2.479 (6)	143 (5)

Symmetry code: (iii) −x+1/2, y−1/2, −z+3/2.