μ-Trithio­cyanurato-κ⁴N¹,S²:N³,S⁴-bis­[(N,N,N′,N′′,N′′-penta­methyl­diethylenetriamine-κ³N,N′,N′′)zinc(II)] perchlorate monohydrate

In the title compound, [Zn₂(C₃N₃S₃)(C₉H₂₃N₃)₂]ClO₄·H₂O, the dinuclear Zn^II metal centres are bridged by a trithio­cyanurate(3-) anion (ttc), with each centre having a distorted trigonal bipyramidal geometry and bonded to three diethyl­enetriamine N atoms, and an S and an N atom of ttc. The crystal structure is stabilized by O—H...O, O—H...S, C—H...S and C—H...O inter­actions connecting the cations, the ClO₄⁻ anions and the water mol­ecules.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.027
• wR factor = 0.074
• Data-to-parameter ratio = 15.5

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.59
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.55 Ratio
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        Cl1

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.591
            Tmax scaled      0.591 Tmin scaled      0.517

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: CrysAlis CCD (Oxford Diffraction, 2002); cell refinement: CrysAlis RED (Oxford Diffraction, 2002); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: SHELXL97 and DIAMOND (Brandenburg, 2006).

µ-Trithiocyanurato-κ⁴N¹,S²:N³,S⁴-bis[(N,N,N',N'',N''- pentamethyldiethylenetriamine-κ³N,N',N'')zinc(II)] perchlorate monohydrate

Crystal data

[Zn2(C3N3S3)(C9H23N3)2]ClO4·H2O	F(000) = 1608
Mr = 769.05	Dx = 1.534 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 5842 reflections
a = 15.7417 (13) Å	θ = 2.1–27.6°
b = 12.8812 (9) Å	µ = 1.75 mm^−1
c = 16.8598 (13) Å	T = 100 K
β = 103.064 (8)°	Prism, light yellow
V = 3330.2 (5) Å^3	0.35 × 0.30 × 0.30 mm
Z = 4

Data collection

Oxford Diffraction Xcalibur2 + CCD diffractometer	5848 independent reflections
Radiation source: fine-focus sealed tube	5390 reflections with I > 2s(I)
Enhance (Oxford Diffraction) monochromator	Rint = 0.024
Detector resolution: 8.3611 pixels mm^-1	θmax = 25.0°, θmin = 2.7°
rotation method, ω scans	h = −18→18
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2002)	k = −15→11
Tmin = 0.875, Tmax = 1.000	l = −20→20
21989 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.074	H atoms treated by a mixture of independent and constrained refinement
S = 1.17	w = 1/[σ^2(Fo^2) + (0.04P)^2 + 1.5P] where P = (Fo^2 + 2Fc^2)/3
5848 reflections	(Δ/σ)max = 0.001
378 parameters	Δρmax = 0.67 e Å^−3
2 restraints	Δρmin = −0.43 e Å^−3

Special details

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

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq
Zn1	0.304833 (16)	0.550182 (19)	0.626494 (15)	0.01187 (8)
S1	0.37117 (4)	0.45068 (4)	0.73991 (3)	0.01465 (13)
C1	0.36158 (14)	0.35440 (17)	0.66651 (13)	0.0129 (5)
N1	0.32756 (12)	0.39009 (14)	0.58906 (11)	0.0136 (4)
Zn2	0.252146 (16)	0.161840 (19)	0.426169 (15)	0.01304 (8)
S2	0.26452 (4)	0.34523 (4)	0.43095 (3)	0.01834 (14)
N2	0.32177 (12)	0.21402 (14)	0.54764 (11)	0.0142 (4)
C2	0.30891 (14)	0.31644 (17)	0.53163 (14)	0.0136 (5)
S3	0.38882 (4)	0.05910 (4)	0.64545 (4)	0.02207 (15)
N3	0.38438 (12)	0.25739 (14)	0.68609 (12)	0.0153 (4)
C3	0.36370 (15)	0.18588 (17)	0.62478 (14)	0.0151 (5)
C4	0.14353 (16)	0.64580 (18)	0.64036 (15)	0.0193 (5)
H4A	0.1450	0.6271	0.6976	0.023*
H4B	0.0833	0.6670	0.6142	0.023*
N4	0.16869 (12)	0.55373 (14)	0.59695 (12)	0.0150 (4)
N5	0.29631 (13)	0.70363 (14)	0.67560 (12)	0.0172 (4)
C5	0.20520 (16)	0.73559 (17)	0.63840 (16)	0.0195 (5)
H5A	0.2009	0.7576	0.5814	0.023*
H5B	0.1887	0.7952	0.6688	0.023*
N6	0.38173 (12)	0.62615 (15)	0.55581 (12)	0.0159 (4)
C6	0.36097 (17)	0.76943 (18)	0.64768 (16)	0.0225 (5)
H6A	0.4189	0.7609	0.6850	0.027*
H6B	0.3438	0.8433	0.6486	0.027*
N7	0.34295 (13)	0.06181 (15)	0.39386 (13)	0.0188 (4)
C7	0.36640 (16)	0.73940 (18)	0.56201 (15)	0.0202 (5)
H7A	0.3114	0.7587	0.5235	0.024*
H7B	0.4145	0.7783	0.5466	0.024*
N8	0.18011 (13)	0.14087 (15)	0.29969 (12)	0.0190 (4)
C8	0.13550 (16)	0.5650 (2)	0.50828 (15)	0.0217 (5)
H8A	0.0716	0.5666	0.4956	0.033*
H8B	0.1553	0.5061	0.4803	0.033*
H8C	0.1576	0.6297	0.4900	0.033*
N9	0.13859 (13)	0.10297 (16)	0.45473 (12)	0.0190 (4)
C9	0.13064 (16)	0.45925 (18)	0.62471 (16)	0.0203 (5)
H9A	0.0669	0.4638	0.6097	0.030*
H9B	0.1501	0.4532	0.6840	0.030*
H9C	0.1498	0.3981	0.5988	0.030*
C10	0.47360 (15)	0.59902 (19)	0.59326 (16)	0.0210 (5)
H10A	0.5122	0.6323	0.5626	0.031*
H10B	0.4809	0.5235	0.5921	0.031*
H10C	0.4884	0.6233	0.6498	0.031*
C11	0.36371 (17)	0.5971 (2)	0.46899 (14)	0.0228 (5)
H11A	0.4022	0.6364	0.4417	0.034*
H11B	0.3028	0.6129	0.4434	0.034*
H11C	0.3742	0.5226	0.4641	0.034*
C12	0.31244 (18)	0.70447 (19)	0.76513 (15)	0.0236 (6)
H12A	0.3079	0.7757	0.7841	0.035*
H12B	0.3710	0.6775	0.7882	0.035*
H12C	0.2691	0.6607	0.7826	0.035*
C13	0.32144 (18)	0.0593 (2)	0.30324 (16)	0.0257 (6)
H13A	0.3503	−0.0012	0.2843	0.031*
H13B	0.3437	0.1230	0.2821	0.031*
C14	0.22399 (18)	0.05188 (19)	0.27054 (15)	0.0248 (6)
H14A	0.2107	0.0517	0.2103	0.030*
H14B	0.2021	−0.0138	0.2889	0.030*
C15	0.08971 (17)	0.1162 (2)	0.30424 (16)	0.0270 (6)
H15A	0.0606	0.0773	0.2549	0.032*
H15B	0.0569	0.1814	0.3061	0.032*
C16	0.08883 (17)	0.0519 (2)	0.37915 (16)	0.0261 (6)
H16A	0.0278	0.0411	0.3835	0.031*
H16B	0.1146	−0.0171	0.3736	0.031*
C17	0.43136 (16)	0.1060 (2)	0.42366 (19)	0.0315 (7)
H17A	0.4746	0.0595	0.4089	0.047*
H17B	0.4434	0.1133	0.4830	0.047*
H17C	0.4345	0.1742	0.3988	0.047*
C18	0.34207 (17)	−0.04415 (18)	0.42737 (16)	0.0227 (5)
H18A	0.3859	−0.0868	0.4096	0.034*
H18B	0.2842	−0.0750	0.4077	0.034*
H18C	0.3555	−0.0409	0.4870	0.034*
C19	0.08839 (18)	0.1915 (2)	0.47666 (19)	0.0329 (7)
H19A	0.0352	0.1657	0.4909	0.049*
H19B	0.0727	0.2390	0.4302	0.049*
H19C	0.1240	0.2285	0.5233	0.049*
C20	0.15364 (18)	0.0269 (2)	0.52205 (16)	0.0293 (6)
H20A	0.0975	0.0034	0.5313	0.044*
H20B	0.1875	0.0596	0.5717	0.044*
H20C	0.1859	−0.0327	0.5078	0.044*
C21	0.18105 (19)	0.2329 (2)	0.24731 (15)	0.0257 (6)
H21A	0.1484	0.2175	0.1919	0.039*
H21B	0.2414	0.2504	0.2464	0.039*
H21C	0.1539	0.2918	0.2690	0.039*
Cl1	0.59235 (4)	0.74519 (4)	0.84664 (3)	0.01904 (13)
O2	0.67531 (15)	0.7249 (2)	0.89738 (15)	0.0600 (8)
O3	0.5808 (2)	0.85222 (17)	0.83083 (14)	0.0700 (9)
O4	0.52800 (18)	0.7121 (2)	0.88705 (19)	0.0756 (9)
O1	0.58521 (16)	0.68955 (18)	0.77215 (12)	0.0466 (6)
O5	0.54934 (13)	1.08796 (17)	0.81261 (12)	0.0337 (5)
H1W	0.561 (2)	1.0183 (16)	0.826 (2)	0.062 (12)*
H1V	0.5008 (19)	1.086 (3)	0.7682 (18)	0.078 (14)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.01283 (14)	0.00971 (14)	0.01214 (14)	0.00003 (9)	0.00088 (10)	0.00053 (10)
S1	0.0184 (3)	0.0113 (3)	0.0119 (3)	0.0002 (2)	−0.0014 (2)	−0.0007 (2)
C1	0.0090 (10)	0.0141 (11)	0.0146 (11)	−0.0015 (8)	0.0006 (9)	−0.0003 (9)
N1	0.0153 (10)	0.0125 (9)	0.0117 (9)	0.0007 (7)	0.0004 (8)	0.0011 (7)
Zn2	0.01270 (14)	0.01267 (14)	0.01382 (14)	−0.00034 (10)	0.00317 (11)	−0.00229 (10)
S2	0.0273 (3)	0.0132 (3)	0.0120 (3)	0.0012 (2)	−0.0009 (2)	0.0002 (2)
N2	0.0145 (10)	0.0119 (9)	0.0147 (10)	0.0007 (7)	0.0002 (8)	−0.0006 (8)
C2	0.0117 (11)	0.0142 (11)	0.0143 (11)	−0.0011 (9)	0.0019 (9)	−0.0007 (9)
S3	0.0327 (4)	0.0105 (3)	0.0200 (3)	0.0052 (2)	−0.0003 (3)	0.0009 (2)
N3	0.0161 (10)	0.0127 (10)	0.0157 (10)	0.0007 (8)	0.0006 (8)	0.0006 (8)
C3	0.0140 (11)	0.0137 (11)	0.0170 (11)	0.0004 (9)	0.0019 (9)	0.0007 (9)
C4	0.0169 (12)	0.0178 (12)	0.0236 (13)	0.0020 (9)	0.0053 (10)	−0.0008 (10)
N4	0.0150 (10)	0.0133 (10)	0.0157 (10)	0.0002 (7)	0.0017 (8)	0.0004 (8)
N5	0.0190 (10)	0.0120 (9)	0.0192 (10)	−0.0009 (8)	0.0013 (8)	−0.0015 (8)
C5	0.0204 (13)	0.0122 (11)	0.0253 (13)	0.0040 (9)	0.0043 (11)	−0.0024 (10)
N6	0.0160 (10)	0.0142 (10)	0.0168 (10)	−0.0005 (8)	0.0024 (8)	0.0010 (8)
C6	0.0232 (13)	0.0112 (11)	0.0329 (14)	−0.0042 (10)	0.0060 (11)	−0.0025 (10)
N7	0.0165 (10)	0.0147 (10)	0.0266 (11)	−0.0011 (8)	0.0080 (9)	−0.0020 (8)
C7	0.0175 (12)	0.0144 (12)	0.0277 (13)	−0.0023 (9)	0.0030 (11)	0.0061 (10)
N8	0.0232 (11)	0.0206 (10)	0.0125 (10)	−0.0018 (9)	0.0026 (8)	−0.0024 (8)
C8	0.0187 (12)	0.0269 (13)	0.0175 (12)	0.0008 (10)	−0.0004 (10)	0.0019 (10)
N9	0.0171 (10)	0.0237 (11)	0.0167 (10)	−0.0024 (8)	0.0050 (8)	−0.0021 (8)
C9	0.0189 (13)	0.0171 (12)	0.0249 (13)	−0.0028 (10)	0.0052 (11)	−0.0003 (10)
C10	0.0141 (12)	0.0193 (12)	0.0286 (14)	−0.0003 (10)	0.0030 (10)	0.0029 (11)
C11	0.0262 (14)	0.0266 (13)	0.0162 (12)	−0.0049 (11)	0.0061 (11)	0.0023 (10)
C12	0.0300 (14)	0.0188 (13)	0.0204 (13)	0.0007 (11)	0.0026 (11)	−0.0068 (10)
C13	0.0355 (15)	0.0205 (13)	0.0278 (14)	0.0041 (11)	0.0214 (12)	0.0003 (11)
C14	0.0382 (16)	0.0219 (13)	0.0145 (12)	−0.0006 (11)	0.0063 (11)	−0.0051 (10)
C15	0.0200 (13)	0.0375 (16)	0.0199 (13)	−0.0034 (11)	−0.0029 (11)	−0.0016 (11)
C16	0.0190 (13)	0.0361 (15)	0.0221 (13)	−0.0118 (11)	0.0024 (11)	−0.0047 (11)
C17	0.0141 (13)	0.0241 (14)	0.0574 (19)	0.0000 (11)	0.0103 (13)	−0.0043 (13)
C18	0.0270 (14)	0.0142 (12)	0.0273 (14)	0.0026 (10)	0.0068 (11)	−0.0007 (10)
C19	0.0263 (15)	0.0367 (16)	0.0418 (17)	0.0045 (12)	0.0203 (13)	−0.0046 (13)
C20	0.0267 (14)	0.0395 (16)	0.0216 (13)	−0.0129 (12)	0.0052 (11)	0.0054 (12)
C21	0.0378 (16)	0.0234 (13)	0.0157 (12)	0.0022 (11)	0.0054 (11)	0.0018 (10)
Cl1	0.0197 (3)	0.0216 (3)	0.0155 (3)	0.0010 (2)	0.0035 (2)	0.0008 (2)
O2	0.0329 (12)	0.0711 (17)	0.0615 (16)	0.0207 (12)	−0.0194 (12)	−0.0394 (14)
O3	0.156 (3)	0.0289 (12)	0.0336 (13)	0.0319 (15)	0.0382 (16)	0.0108 (10)
O4	0.0658 (18)	0.092 (2)	0.087 (2)	−0.0289 (16)	0.0547 (17)	−0.0102 (17)
O1	0.0615 (15)	0.0479 (13)	0.0257 (11)	0.0073 (11)	0.0002 (11)	−0.0160 (10)
O5	0.0249 (11)	0.0399 (12)	0.0342 (11)	−0.0005 (9)	0.0024 (9)	−0.0007 (10)

Geometric parameters (Å, º)

Zn1—N4	2.0882 (19)	N9—C20	1.477 (3)
Zn1—N6	2.1202 (19)	N9—C19	1.482 (3)
Zn1—N5	2.1588 (19)	N9—C16	1.490 (3)
Zn1—N1	2.2093 (18)	C9—H9A	0.9800
Zn1—S1	2.3424 (6)	C9—H9B	0.9800
S1—C1	1.734 (2)	C9—H9C	0.9800
C1—N3	1.321 (3)	C10—H10A	0.9800
C1—N1	1.374 (3)	C10—H10B	0.9800
N1—C2	1.340 (3)	C10—H10C	0.9800
Zn2—N7	2.0862 (19)	C11—H11A	0.9800
Zn2—N9	2.096 (2)	C11—H11B	0.9800
Zn2—N8	2.1939 (19)	C11—H11C	0.9800
Zn2—N2	2.1983 (19)	C12—H12A	0.9800
Zn2—S2	2.3702 (6)	C12—H12B	0.9800
S2—C2	1.724 (2)	C12—H12C	0.9800
N2—C2	1.353 (3)	C13—C14	1.511 (4)
N2—C3	1.368 (3)	C13—H13A	0.9900
S3—C3	1.698 (2)	C13—H13B	0.9900
N3—C3	1.368 (3)	C14—H14A	0.9900
C4—N4	1.493 (3)	C14—H14B	0.9900
C4—C5	1.515 (3)	C15—C16	1.513 (4)
C4—H4A	0.9900	C15—H15A	0.9900
C4—H4B	0.9900	C15—H15B	0.9900
N4—C8	1.475 (3)	C16—H16A	0.9900
N4—C9	1.478 (3)	C16—H16B	0.9900
N5—C12	1.473 (3)	C17—H17A	0.9800
N5—C6	1.481 (3)	C17—H17B	0.9800
N5—C5	1.488 (3)	C17—H17C	0.9800
C5—H5A	0.9900	C18—H18A	0.9800
C5—H5B	0.9900	C18—H18B	0.9800
N6—C11	1.475 (3)	C18—H18C	0.9800
N6—C10	1.483 (3)	C19—H19A	0.9800
N6—C7	1.486 (3)	C19—H19B	0.9800
C6—C7	1.516 (4)	C19—H19C	0.9800
C6—H6A	0.9900	C20—H20A	0.9800
C6—H6B	0.9900	C20—H20B	0.9800
N7—C18	1.479 (3)	C20—H20C	0.9800
N7—C17	1.482 (3)	C21—H21A	0.9800
N7—C13	1.489 (3)	C21—H21B	0.9800
C7—H7A	0.9900	C21—H21C	0.9800
C7—H7B	0.9900	Cl1—O3	1.408 (2)
N8—C15	1.477 (3)	Cl1—O4	1.409 (2)
N8—C14	1.478 (3)	Cl1—O2	1.414 (2)
N8—C21	1.480 (3)	Cl1—O1	1.428 (2)
C8—H8A	0.9800	O5—H1W	0.935 (18)
C8—H8B	0.9800	O5—H1V	0.941 (19)
C8—H8C	0.9800
N4—Zn1—N6	122.78 (7)	N4—C8—H8C	109.5
N4—Zn1—N5	85.53 (7)	H8A—C8—H8C	109.5
N6—Zn1—N5	83.45 (7)	H8B—C8—H8C	109.5
N4—Zn1—N1	100.14 (7)	C20—N9—C19	108.7 (2)
N6—Zn1—N1	96.91 (7)	C20—N9—C16	109.0 (2)
N5—Zn1—N1	172.88 (7)	C19—N9—C16	110.3 (2)
N4—Zn1—S1	116.79 (5)	C20—N9—Zn2	114.80 (16)
N6—Zn1—S1	120.37 (5)	C19—N9—Zn2	108.03 (16)
N5—Zn1—S1	104.05 (5)	C16—N9—Zn2	105.92 (14)
N1—Zn1—S1	69.60 (5)	N4—C9—H9A	109.5
C1—S1—Zn1	81.84 (8)	N4—C9—H9B	109.5
N3—C1—N1	125.4 (2)	H9A—C9—H9B	109.5
N3—C1—S1	121.55 (17)	N4—C9—H9C	109.5
N1—C1—S1	113.03 (16)	H9A—C9—H9C	109.5
C2—N1—C1	115.13 (19)	H9B—C9—H9C	109.5
C2—N1—Zn1	147.58 (15)	N6—C10—H10A	109.5
C1—N1—Zn1	95.41 (13)	N6—C10—H10B	109.5
N7—Zn2—N9	120.46 (8)	H10A—C10—H10B	109.5
N7—Zn2—N8	84.51 (8)	N6—C10—H10C	109.5
N9—Zn2—N8	84.17 (8)	H10A—C10—H10C	109.5
N7—Zn2—N2	101.85 (8)	H10B—C10—H10C	109.5
N9—Zn2—N2	99.68 (7)	N6—C11—H11A	109.5
N8—Zn2—N2	169.27 (7)	N6—C11—H11B	109.5
N7—Zn2—S2	124.65 (6)	H11A—C11—H11B	109.5
N9—Zn2—S2	114.88 (6)	N6—C11—H11C	109.5
N8—Zn2—S2	100.15 (5)	H11A—C11—H11C	109.5
N2—Zn2—S2	69.13 (5)	H11B—C11—H11C	109.5
C2—S2—Zn2	80.27 (8)	N5—C12—H12A	109.5
C2—N2—C3	117.81 (19)	N5—C12—H12B	109.5
C2—N2—Zn2	95.26 (13)	H12A—C12—H12B	109.5
C3—N2—Zn2	146.80 (16)	N5—C12—H12C	109.5
N1—C2—N2	123.2 (2)	H12A—C12—H12C	109.5
N1—C2—S2	122.22 (17)	H12B—C12—H12C	109.5
N2—C2—S2	114.55 (16)	N7—C13—C14	110.64 (19)
C1—N3—C3	116.32 (19)	N7—C13—H13A	109.5
N2—C3—N3	121.4 (2)	C14—C13—H13A	109.5
N2—C3—S3	119.35 (17)	N7—C13—H13B	109.5
N3—C3—S3	119.21 (17)	C14—C13—H13B	109.5
N4—C4—C5	110.69 (19)	H13A—C13—H13B	108.1
N4—C4—H4A	109.5	N8—C14—C13	110.0 (2)
C5—C4—H4A	109.5	N8—C14—H14A	109.7
N4—C4—H4B	109.5	C13—C14—H14A	109.7
C5—C4—H4B	109.5	N8—C14—H14B	109.7
H4A—C4—H4B	108.1	C13—C14—H14B	109.7
C8—N4—C9	109.01 (18)	H14A—C14—H14B	108.2
C8—N4—C4	110.25 (18)	N8—C15—C16	110.6 (2)
C9—N4—C4	109.11 (18)	N8—C15—H15A	109.5
C8—N4—Zn1	110.68 (14)	C16—C15—H15A	109.5
C9—N4—Zn1	111.96 (14)	N8—C15—H15B	109.5
C4—N4—Zn1	105.79 (14)	C16—C15—H15B	109.5
C12—N5—C6	110.48 (19)	H15A—C15—H15B	108.1
C12—N5—C5	110.89 (19)	N9—C16—C15	111.7 (2)
C6—N5—C5	111.97 (19)	N9—C16—H16A	109.3
C12—N5—Zn1	112.85 (14)	C15—C16—H16A	109.3
C6—N5—Zn1	107.18 (14)	N9—C16—H16B	109.3
C5—N5—Zn1	103.25 (13)	C15—C16—H16B	109.3
N5—C5—C4	109.94 (19)	H16A—C16—H16B	107.9
N5—C5—H5A	109.7	N7—C17—H17A	109.5
C4—C5—H5A	109.7	N7—C17—H17B	109.5
N5—C5—H5B	109.7	H17A—C17—H17B	109.5
C4—C5—H5B	109.7	N7—C17—H17C	109.5
H5A—C5—H5B	108.2	H17A—C17—H17C	109.5
C11—N6—C10	108.23 (19)	H17B—C17—H17C	109.5
C11—N6—C7	108.74 (19)	N7—C18—H18A	109.5
C10—N6—C7	111.07 (18)	N7—C18—H18B	109.5
C11—N6—Zn1	115.75 (14)	H18A—C18—H18B	109.5
C10—N6—Zn1	106.12 (14)	N7—C18—H18C	109.5
C7—N6—Zn1	106.92 (14)	H18A—C18—H18C	109.5
N5—C6—C7	110.34 (19)	H18B—C18—H18C	109.5
N5—C6—H6A	109.6	N9—C19—H19A	109.5
C7—C6—H6A	109.6	N9—C19—H19B	109.5
N5—C6—H6B	109.6	H19A—C19—H19B	109.5
C7—C6—H6B	109.6	N9—C19—H19C	109.5
H6A—C6—H6B	108.1	H19A—C19—H19C	109.5
C18—N7—C17	108.3 (2)	H19B—C19—H19C	109.5
C18—N7—C13	110.62 (19)	N9—C20—H20A	109.5
C17—N7—C13	109.6 (2)	N9—C20—H20B	109.5
C18—N7—Zn2	113.85 (15)	H20A—C20—H20B	109.5
C17—N7—Zn2	108.72 (15)	N9—C20—H20C	109.5
C13—N7—Zn2	105.74 (15)	H20A—C20—H20C	109.5
N6—C7—C6	111.26 (19)	H20B—C20—H20C	109.5
N6—C7—H7A	109.4	N8—C21—H21A	109.5
C6—C7—H7A	109.4	N8—C21—H21B	109.5
N6—C7—H7B	109.4	H21A—C21—H21B	109.5
C6—C7—H7B	109.4	N8—C21—H21C	109.5
H7A—C7—H7B	108.0	H21A—C21—H21C	109.5
C15—N8—C14	112.2 (2)	H21B—C21—H21C	109.5
C15—N8—C21	110.1 (2)	O3—Cl1—O4	108.18 (19)
C14—N8—C21	110.75 (19)	O3—Cl1—O2	110.92 (18)
C15—N8—Zn2	105.57 (14)	O4—Cl1—O2	108.56 (19)
C14—N8—Zn2	103.94 (14)	O3—Cl1—O1	110.10 (14)
C21—N8—Zn2	114.11 (15)	O4—Cl1—O1	110.56 (17)
N4—C8—H8A	109.5	O2—Cl1—O1	108.51 (14)
N4—C8—H8B	109.5	H1W—O5—H1V	105 (3)
H8A—C8—H8B	109.5
N4—Zn1—S1—C1	89.38 (9)	Zn1—N5—C5—C4	42.6 (2)
N6—Zn1—S1—C1	−87.95 (10)	N4—C4—C5—N5	−57.6 (3)
N5—Zn1—S1—C1	−178.54 (9)	N4—Zn1—N6—C11	−56.03 (19)
N1—Zn1—S1—C1	−1.91 (9)	N5—Zn1—N6—C11	−136.40 (17)
Zn1—S1—C1—N3	−175.99 (19)	N1—Zn1—N6—C11	50.76 (17)
Zn1—S1—C1—N1	3.13 (15)	S1—Zn1—N6—C11	121.13 (15)
N3—C1—N1—C2	7.0 (3)	N4—Zn1—N6—C10	−176.10 (13)
S1—C1—N1—C2	−172.13 (16)	N5—Zn1—N6—C10	103.54 (15)
N3—C1—N1—Zn1	175.8 (2)	N1—Zn1—N6—C10	−69.30 (15)
S1—C1—N1—Zn1	−3.30 (15)	S1—Zn1—N6—C10	1.06 (16)
N4—Zn1—N1—C2	48.3 (3)	N4—Zn1—N6—C7	65.27 (17)
N6—Zn1—N1—C2	−76.8 (3)	N5—Zn1—N6—C7	−15.09 (14)
S1—Zn1—N1—C2	163.3 (3)	N1—Zn1—N6—C7	172.07 (14)
N4—Zn1—N1—C1	−112.57 (13)	S1—Zn1—N6—C7	−117.57 (13)
N6—Zn1—N1—C1	122.28 (13)	C12—N5—C6—C7	159.5 (2)
S1—Zn1—N1—C1	2.40 (11)	C5—N5—C6—C7	−76.4 (2)
N7—Zn2—S2—C2	−95.04 (10)	Zn1—N5—C6—C7	36.1 (2)
N9—Zn2—S2—C2	86.40 (10)	N9—Zn2—N7—C18	−25.94 (19)
N8—Zn2—S2—C2	174.65 (9)	N8—Zn2—N7—C18	−105.87 (17)
N2—Zn2—S2—C2	−4.83 (9)	N2—Zn2—N7—C18	82.88 (17)
N7—Zn2—N2—C2	128.89 (13)	S2—Zn2—N7—C18	155.58 (14)
N9—Zn2—N2—C2	−106.97 (14)	N9—Zn2—N7—C17	−146.74 (16)
N8—Zn2—N2—C2	3.3 (5)	N8—Zn2—N7—C17	133.33 (18)
S2—Zn2—N2—C2	6.09 (12)	N2—Zn2—N7—C17	−37.92 (18)
N7—Zn2—N2—C3	−56.1 (3)	S2—Zn2—N7—C17	34.77 (19)
N9—Zn2—N2—C3	68.1 (3)	N9—Zn2—N7—C13	95.70 (16)
N8—Zn2—N2—C3	178.4 (3)	N8—Zn2—N7—C13	15.77 (15)
S2—Zn2—N2—C3	−178.9 (3)	N2—Zn2—N7—C13	−155.48 (14)
C1—N1—C2—N2	0.3 (3)	S2—Zn2—N7—C13	−82.79 (15)
Zn1—N1—C2—N2	−158.6 (2)	C11—N6—C7—C6	165.4 (2)
C1—N1—C2—S2	179.20 (16)	C10—N6—C7—C6	−75.6 (2)
Zn1—N1—C2—S2	20.3 (4)	Zn1—N6—C7—C6	39.8 (2)
C3—N2—C2—N1	−6.6 (3)	N5—C6—C7—N6	−52.6 (3)
Zn2—N2—C2—N1	170.32 (19)	N7—Zn2—N8—C15	131.17 (16)
C3—N2—C2—S2	174.45 (16)	N9—Zn2—N8—C15	9.72 (16)
Zn2—N2—C2—S2	−8.62 (16)	N2—Zn2—N8—C15	−101.9 (4)
Zn2—S2—C2—N1	−170.88 (19)	S2—Zn2—N8—C15	−104.57 (15)
Zn2—S2—C2—N2	8.08 (15)	N7—Zn2—N8—C14	12.90 (15)
N1—C1—N3—C3	−7.1 (3)	N9—Zn2—N8—C14	−108.55 (15)
S1—C1—N3—C3	171.93 (16)	N2—Zn2—N8—C14	139.8 (4)
C2—N2—C3—N3	6.4 (3)	S2—Zn2—N8—C14	137.16 (14)
Zn2—N2—C3—N3	−167.99 (19)	N7—Zn2—N8—C21	−107.83 (17)
C2—N2—C3—S3	−174.85 (17)	N9—Zn2—N8—C21	130.72 (17)
Zn2—N2—C3—S3	10.7 (4)	N2—Zn2—N8—C21	19.1 (5)
C1—N3—C3—N2	0.0 (3)	S2—Zn2—N8—C21	16.43 (17)
C1—N3—C3—S3	−178.69 (17)	N7—Zn2—N9—C20	57.37 (19)
C5—C4—N4—C8	−81.0 (2)	N8—Zn2—N9—C20	137.48 (18)
C5—C4—N4—C9	159.3 (2)	N2—Zn2—N9—C20	−52.63 (18)
C5—C4—N4—Zn1	38.7 (2)	S2—Zn2—N9—C20	−124.01 (16)
N6—Zn1—N4—C8	28.71 (18)	N7—Zn2—N9—C19	178.84 (16)
N5—Zn1—N4—C8	107.96 (15)	N8—Zn2—N9—C19	−101.04 (17)
N1—Zn1—N4—C8	−76.39 (15)	N2—Zn2—N9—C19	68.85 (17)
S1—Zn1—N4—C8	−148.54 (13)	S2—Zn2—N9—C19	−2.54 (18)
N6—Zn1—N4—C9	150.56 (14)	N7—Zn2—N9—C16	−62.99 (18)
N5—Zn1—N4—C9	−130.19 (16)	N8—Zn2—N9—C16	17.13 (16)
N1—Zn1—N4—C9	45.46 (16)	N2—Zn2—N9—C16	−172.98 (15)
S1—Zn1—N4—C9	−26.70 (16)	S2—Zn2—N9—C16	115.63 (15)
N6—Zn1—N4—C4	−90.71 (15)	C18—N7—C13—C14	80.9 (2)
N5—Zn1—N4—C4	−11.46 (14)	C17—N7—C13—C14	−159.8 (2)
N1—Zn1—N4—C4	164.19 (14)	Zn2—N7—C13—C14	−42.8 (2)
S1—Zn1—N4—C4	92.04 (14)	C15—N8—C14—C13	−153.1 (2)
N4—Zn1—N5—C12	102.86 (17)	C21—N8—C14—C13	83.5 (2)
N6—Zn1—N5—C12	−133.38 (17)	Zn2—N8—C14—C13	−39.5 (2)
S1—Zn1—N5—C12	−13.66 (17)	N7—C13—C14—N8	58.2 (3)
N4—Zn1—N5—C6	−135.29 (16)	C14—N8—C15—C16	77.5 (3)
N6—Zn1—N5—C6	−11.53 (15)	C21—N8—C15—C16	−158.6 (2)
S1—Zn1—N5—C6	108.19 (14)	Zn2—N8—C15—C16	−35.0 (2)
N4—Zn1—N5—C5	−16.92 (14)	C20—N9—C16—C15	−166.4 (2)
N6—Zn1—N5—C5	106.83 (15)	C19—N9—C16—C15	74.3 (3)
S1—Zn1—N5—C5	−133.44 (13)	Zn2—N9—C16—C15	−42.3 (2)
C12—N5—C5—C4	−78.5 (2)	N8—C15—C16—N9	54.3 (3)
C6—N5—C5—C4	157.6 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H1W···O3	0.94 (2)	2.16 (2)	3.081 (3)	168 (3)
O5—H1V···S3^i	0.94 (2)	2.42 (2)	3.354 (2)	170 (4)
C5—H5B···S1^ii	0.99	2.81	3.801 (2)	174
C6—H6B···S3^i	0.99	2.87	3.758 (2)	149
C8—H8C···O2^iii	0.98	2.49	3.427 (3)	159
C10—H10C···O1	0.98	2.43	3.339 (3)	155
C13—H13B···O3^iv	0.99	2.48	3.217 (4)	131
C18—H18B···O2^v	0.98	2.56	3.459 (3)	152
C19—H19A···O4^vi	0.98	2.55	3.257 (4)	129
C21—H21C···O5^iii	0.98	2.49	3.445 (3)	165

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