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The reaction of the proton-transfer compound piperazine-1,4-diium pyrazine-2,3-di­carboxyl­ate 4.5-hydrate, C4H12N22+·C6H2N2O42-·4.5H2O or (pipzH2)(pyzdc)·4.5H2O (pyzdcH2 is pyrazine-2,3-di­carb­oxy­lic acid and pipz is piper­azine), (I), with Zn(NO3)2·6H2O and CoCl2·6H2O results in the formation of bis­(piperazine-1,4-diium) bis­([mu]-pyrazine-2,3-di­carboxyl­ato)-[kappa]3N1,O2:O3;[kappa]3O3:N1,O2-bis­[aqua­(pyrazine-2,3-di­carboxyl­ato-[kappa]2N1,O2)zinc(II)] deca­hydrate, (C4H12N2)2[Zn2(C6H2N2O4)4(H2O)2]·10H2O or (pipzH2)2[Zn(pyzdc)2(H2O)]2·10H2O, (II), and catena-poly[piperazine-1,4-diium [cobalt(II)-bis­([mu]-pyrazine-2,3-di­carboxyl­ato)-[kappa]3N1,O2:O3;[kappa]3O3:N1,O2] hexa­hydrate], {(C4H12N2)[Co(C6H2N2O4)2]·6H2O}n or {(pipzH2)[Co(pyzdc)2]·6H2O}n, (III), respectively. In (I), pyzdcH2 is doubly deprotonated on reaction with piperazine as a base. Compound (II) crystallizes as a dimer, whereas compound (III) exists as a one-dimensional coordination polymer. In (II), two pyzdc2- groups chelate to each of the two ZnII atoms through a ring N atom and an O atom of the 2-carboxyl­ate group. In one ligand, the adjacent 3-carboxyl­ate group bridges to a neighbouring metal atom. A water mol­ecule ligates in the sixth coordination site. The structure of (II) can be described as a commensurate superlattice due to an ordering in the hydrogen-bonded network. In (III), no water is coordinated to the metal atom and the coordination sphere is comprised of two N,O-chelates plus two bridging O atoms. A large number of hydrogen bonds are observed in all three compounds. These inter­actions, as well as [pi]-[pi] and C=O...[pi] stacking inter­actions, play important structural roles.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229615010761/ov3064sup1.cif
Contains datablocks I, II, III, new

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229615010761/ov3064Isup2.hkl
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229615010761/ov3064IIsup3.hkl
Contains datablock II

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229615010761/ov3064IIIsup4.hkl
Contains datablock III

CCDC references: 898180; 898181; 898179

Computing details top

Data collection: SMART (Bruker, 1998) for (I); SMART (Bruker, 2007) for (II), (III). Cell refinement: SAINT-Plus (Bruker, 1998) for (I); SAINT (Bruker, 2007) for (II), (III). Data reduction: SAINT-Plus (Bruker, 1998) for (I); SAINT (Bruker, 2007) for (II), (III). Program(s) used to solve structure: SHELXTL (Sheldrick, 2008) for (I); SHELXS97 (Sheldrick, 2008) for (II), (III). For all compounds, program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015).

(I) Piperazine-1,4-diium pyrazine-2,3-dicarboxylate 4.5-hydrate top
Crystal data top
C4H12N22+·C6H2N2O42·4.5H2OZ = 2
Mr = 335.32F(000) = 358
Triclinic, P1Dx = 1.428 Mg m3
a = 6.8024 (11) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.218 (2) ÅCell parameters from 3169 reflections
c = 12.926 (2) Åθ = 3–29°
α = 67.584 (3)°µ = 0.12 mm1
β = 87.521 (4)°T = 120 K
γ = 70.632 (3)°Prism, colorless
V = 780.0 (2) Å30.21 × 0.19 × 0.18 mm
Data collection top
Bruker SMART 1000
diffractometer
4156 independent reflections
Radiation source: fine-focus sealed tube3240 reflections with I > 2σ(I)
Detector resolution: 8.3 pixels mm-1Rint = 0.023
φ and ω scansθmax = 29.1°, θmin = 1.7°
Absorption correction: multi-scan
(SADABS; Krause et al., 2015)
h = 99
Tmin = 0.819, Tmax = 0.862k = 1313
8529 measured reflectionsl = 1717
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.052Hydrogen site location: mixed
wR(F2) = 0.150H atoms treated by a mixture of independent and constrained refinement
S = 1.02 w = 1/[σ2(Fo2) + (0.0786P)2 + 0.4842P]
where P = (Fo2 + 2Fc2)/3
4156 reflections(Δ/σ)max < 0.001
276 parametersΔρmax = 0.59 e Å3
23 restraintsΔρmin = 0.48 e Å3
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
O10.29044 (19)0.36731 (13)0.78902 (9)0.0227 (3)
O20.01780 (19)0.35818 (14)0.74566 (10)0.0263 (3)
O30.3000 (2)0.08288 (13)0.73336 (9)0.0240 (3)
O40.3470 (2)0.15686 (13)0.84321 (10)0.0242 (3)
N10.1474 (2)0.20942 (15)1.00631 (11)0.0199 (3)
N20.2818 (2)0.08993 (15)1.02746 (11)0.0193 (3)
C10.1844 (2)0.17323 (17)0.91595 (12)0.0164 (3)
C20.2536 (2)0.02269 (17)0.92686 (12)0.0168 (3)
C30.2437 (3)0.05349 (18)1.11717 (13)0.0209 (3)
H30.26250.13121.18980.025*
C40.1774 (3)0.09551 (18)1.10639 (13)0.0204 (3)
H40.15270.11711.17200.024*
C50.1485 (2)0.30846 (17)0.80588 (12)0.0184 (3)
C60.3035 (2)0.02002 (17)0.82579 (13)0.0180 (3)
N30.3437 (2)0.51734 (17)0.57659 (12)0.0240 (3)
H3A0.305 (4)0.480 (3)0.647 (2)0.029 (5)*
H3B0.245 (4)0.604 (3)0.5290 (19)0.026 (5)*
C70.5385 (3)0.5511 (2)0.58464 (14)0.0257 (3)
H7A0.64620.46020.63820.031*
H7B0.50850.63210.61330.031*
C80.3795 (3)0.4001 (2)0.52978 (15)0.0270 (4)
H8A0.24660.38300.52280.032*
H8B0.48190.30420.58150.032*
N40.4590 (2)0.39449 (15)0.96457 (11)0.0182 (3)
H4A0.526 (3)0.306 (3)1.0241 (18)0.024 (5)*
H4B0.397 (4)0.377 (2)0.9105 (19)0.026 (5)*
C90.2902 (2)0.49275 (18)1.00684 (13)0.0197 (3)
H9A0.19280.43951.04430.024*
H9B0.20990.58580.94300.024*
C100.6145 (3)0.46729 (17)0.91069 (13)0.0191 (3)
H10A0.54480.55960.84370.023*
H10B0.72610.39770.88580.023*
O1W0.0973 (4)0.0068 (3)0.4924 (2)0.0324 (6)0.5
H1A0.128 (7)0.079 (4)0.556 (2)0.035 (12)*0.5
H1B0.211 (4)0.000 (6)0.467 (4)0.063 (18)*0.5
O2W0.1324 (3)0.66382 (18)0.73400 (17)0.0572 (5)
H2A0.118 (4)0.5861 (19)0.722 (2)0.047 (7)*
H2B0.207 (9)0.739 (3)0.680 (3)0.07 (2)*0.5
H2C0.038 (5)0.696 (4)0.704 (3)0.024 (10)*0.5
O3W0.5802 (3)0.05810 (19)0.61225 (14)0.0513 (5)
H3C0.493 (4)0.018 (3)0.648 (2)0.069 (10)*
H3D0.552 (6)0.019 (4)0.5433 (9)0.028 (11)*0.5
H3E0.609 (6)0.1503 (12)0.643 (3)0.022 (10)*0.5
O4W0.0684 (3)0.22655 (19)0.57863 (15)0.0509 (5)
H4C0.033 (6)0.149 (3)0.564 (3)0.089 (12)*
H4D0.019 (5)0.213 (4)0.629 (2)0.095 (13)*
O5W0.2034 (3)0.23609 (15)0.68828 (11)0.0337 (3)
H5A0.253 (4)0.206 (3)0.7301 (17)0.042 (7)*
H5B0.108 (5)0.265 (5)0.723 (3)0.061 (18)*0.5
H5C0.148 (5)0.158 (3)0.6305 (19)0.022 (10)*0.5
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O10.0291 (6)0.0220 (6)0.0192 (5)0.0115 (5)0.0034 (4)0.0081 (4)
O20.0229 (6)0.0257 (6)0.0253 (6)0.0023 (5)0.0036 (5)0.0091 (5)
O30.0301 (6)0.0208 (6)0.0195 (5)0.0056 (5)0.0032 (4)0.0087 (5)
O40.0331 (7)0.0188 (6)0.0226 (6)0.0066 (5)0.0006 (5)0.0115 (5)
N10.0208 (6)0.0206 (6)0.0214 (6)0.0071 (5)0.0031 (5)0.0114 (5)
N20.0194 (6)0.0184 (6)0.0204 (6)0.0058 (5)0.0026 (5)0.0084 (5)
C10.0144 (7)0.0179 (7)0.0184 (7)0.0059 (5)0.0014 (5)0.0083 (5)
C20.0154 (7)0.0177 (7)0.0188 (7)0.0055 (5)0.0021 (5)0.0091 (6)
C30.0229 (8)0.0213 (7)0.0181 (7)0.0078 (6)0.0029 (6)0.0070 (6)
C40.0217 (7)0.0235 (8)0.0180 (7)0.0077 (6)0.0042 (5)0.0103 (6)
C50.0212 (7)0.0166 (7)0.0177 (7)0.0039 (6)0.0026 (5)0.0092 (6)
C60.0166 (7)0.0197 (7)0.0193 (7)0.0042 (5)0.0005 (5)0.0107 (6)
N30.0238 (7)0.0263 (7)0.0180 (6)0.0072 (6)0.0042 (5)0.0061 (6)
C70.0267 (8)0.0298 (9)0.0223 (8)0.0092 (7)0.0020 (6)0.0123 (7)
C80.0289 (9)0.0279 (8)0.0265 (8)0.0140 (7)0.0052 (6)0.0096 (7)
N40.0208 (6)0.0162 (6)0.0205 (6)0.0069 (5)0.0026 (5)0.0097 (5)
C90.0175 (7)0.0193 (7)0.0249 (7)0.0060 (6)0.0045 (6)0.0118 (6)
C100.0212 (7)0.0179 (7)0.0203 (7)0.0071 (6)0.0055 (6)0.0098 (6)
O1W0.0327 (14)0.0285 (13)0.0279 (13)0.0081 (11)0.0031 (11)0.0044 (11)
O2W0.0565 (11)0.0221 (8)0.0709 (12)0.0029 (7)0.0320 (10)0.0066 (8)
O3W0.0654 (12)0.0392 (9)0.0357 (9)0.0042 (8)0.0238 (8)0.0140 (7)
O4W0.0564 (11)0.0378 (9)0.0478 (9)0.0071 (7)0.0293 (8)0.0217 (7)
O5W0.0530 (9)0.0270 (7)0.0247 (6)0.0166 (6)0.0003 (6)0.0108 (5)
Geometric parameters (Å, º) top
O1—C51.268 (2)N4—C101.490 (2)
O2—C51.240 (2)N4—C91.491 (2)
O3—C61.2495 (19)N4—H4A0.92 (2)
O4—C61.2588 (19)N4—H4B0.93 (2)
N1—C41.337 (2)C9—C10ii1.514 (2)
N1—C11.3441 (19)C9—H9A0.9900
N2—C21.336 (2)C9—H9B0.9900
N2—C31.338 (2)C10—C9ii1.514 (2)
C1—C21.403 (2)C10—H10A0.9900
C1—C51.517 (2)C10—H10B0.9900
C2—C61.520 (2)O1W—H1A0.840 (10)
C3—C41.389 (2)O1W—H1B0.841 (10)
C3—H30.9500O2W—H2A0.837 (10)
C4—H40.9500O2W—H2B0.834 (10)
N3—C81.486 (2)O2W—H2C0.834 (10)
N3—C71.492 (2)O3W—H3C0.831 (10)
N3—H3A0.91 (2)O3W—H3D0.827 (10)
N3—H3B0.91 (2)O3W—H3E0.826 (10)
C7—C8i1.516 (2)O4W—H4C0.843 (10)
C7—H7A0.9900O4W—H4D0.837 (10)
C7—H7B0.9900O5W—H5A0.843 (10)
C8—C7i1.516 (2)O5W—H5B0.841 (10)
C8—H8A0.9900O5W—H5C0.839 (10)
C8—H8B0.9900
C4—N1—C1116.86 (13)N3—C8—C7i110.30 (14)
C2—N2—C3117.42 (13)N3—C8—H8A109.6
N1—C1—C2121.30 (14)C7i—C8—H8A109.6
N1—C1—C5113.62 (13)N3—C8—H8B109.6
C2—C1—C5125.07 (13)C7i—C8—H8B109.6
N2—C2—C1121.13 (13)H8A—C8—H8B108.1
N2—C2—C6117.05 (13)C10—N4—C9111.96 (12)
C1—C2—C6121.81 (13)C10—N4—H4A109.4 (13)
N2—C3—C4121.40 (15)C9—N4—H4A108.4 (13)
N2—C3—H3119.3C10—N4—H4B108.0 (13)
C4—C3—H3119.3C9—N4—H4B108.1 (14)
N1—C4—C3121.89 (14)H4A—N4—H4B111.0 (19)
N1—C4—H4119.1N4—C9—C10ii109.79 (13)
C3—C4—H4119.1N4—C9—H9A109.7
O2—C5—O1125.93 (15)C10ii—C9—H9A109.7
O2—C5—C1119.23 (14)N4—C9—H9B109.7
O1—C5—C1114.61 (13)C10ii—C9—H9B109.7
O3—C6—O4125.81 (14)H9A—C9—H9B108.2
O3—C6—C2117.41 (13)N4—C10—C9ii110.06 (12)
O4—C6—C2116.77 (13)N4—C10—H10A109.6
C8—N3—C7111.49 (14)C9ii—C10—H10A109.6
C8—N3—H3A107.2 (14)N4—C10—H10B109.6
C7—N3—H3A108.3 (15)C9ii—C10—H10B109.6
C8—N3—H3B108.1 (14)H10A—C10—H10B108.2
C7—N3—H3B108.1 (14)H1A—O1W—H1B107 (3)
H3A—N3—H3B114 (2)H2A—O2W—H2B109 (3)
N3—C7—C8i110.27 (14)H2A—O2W—H2C107 (3)
N3—C7—H7A109.6H3C—O3W—H3D115 (3)
C8i—C7—H7A109.6H3C—O3W—H3E109 (3)
N3—C7—H7B109.6H4C—O4W—H4D108 (3)
C8i—C7—H7B109.6H5A—O5W—H5B105 (3)
H7A—C7—H7B108.1H5A—O5W—H5C105 (2)
C4—N1—C1—C20.7 (2)C2—C1—C5—O281.59 (19)
C4—N1—C1—C5179.52 (13)N1—C1—C5—O175.09 (17)
C3—N2—C2—C10.7 (2)C2—C1—C5—O1103.67 (17)
C3—N2—C2—C6178.21 (14)N2—C2—C6—O3172.27 (14)
N1—C1—C2—N21.1 (2)C1—C2—C6—O36.7 (2)
C5—C1—C2—N2179.79 (14)N2—C2—C6—O47.0 (2)
N1—C1—C2—C6177.78 (14)C1—C2—C6—O4174.06 (14)
C5—C1—C2—C60.9 (2)C8—N3—C7—C8i57.1 (2)
C2—N2—C3—C40.0 (2)C7—N3—C8—C7i57.1 (2)
C1—N1—C4—C30.0 (2)C10—N4—C9—C10ii57.44 (18)
N2—C3—C4—N10.4 (3)C9—N4—C10—C9ii57.60 (18)
N1—C1—C5—O299.66 (17)
Symmetry codes: (i) x+1, y+1, z+1; (ii) x+1, y+1, z+2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N3—H3A···O10.91 (2)1.77 (2)2.6633 (18)165 (2)
N3—H3B···O4Wiii0.91 (2)1.82 (2)2.730 (2)173 (2)
N4—H4A···O4iv0.92 (2)1.81 (2)2.7145 (18)168 (2)
N4—H4B···O10.93 (2)1.81 (2)2.7308 (18)170 (2)
O1W—H1A···O5W0.84 (1)1.79 (1)2.633 (3)178 (5)
O1W—H1B···O3Wv0.84 (1)1.84 (2)2.666 (3)166 (5)
O2W—H2A···O20.84 (1)2.10 (1)2.902 (2)160 (3)
O2W—H2B···O3Wvi0.83 (1)1.97 (3)2.747 (2)154 (5)
O2W—H2C···O5Wvii0.83 (1)1.96 (2)2.754 (3)160 (4)
O3W—H3C···O30.83 (1)1.96 (1)2.793 (2)177 (3)
O3W—H3D···O3Wv0.83 (1)1.99 (2)2.794 (4)165 (4)
O3W—H3E···O2Wviii0.83 (1)2.08 (3)2.747 (2)137 (4)
O4W—H4C···O1W0.84 (1)2.07 (2)2.887 (3)164 (4)
O4W—H4C···O1Wix0.84 (1)2.02 (2)2.793 (4)152 (4)
O4W—H4D···O30.84 (1)2.10 (2)2.862 (2)151 (3)
O5W—H5A···O40.84 (1)1.91 (1)2.7476 (18)171 (2)
O5W—H5B···O2Wx0.84 (1)1.98 (2)2.754 (3)152 (4)
Symmetry codes: (iii) x, y+1, z+1; (iv) x+1, y, z+2; (v) x+1, y, z+1; (vi) x1, y+1, z; (vii) x, y+1, z; (viii) x+1, y1, z; (ix) x, y, z+1; (x) x, y1, z.
(II) Bis(piperazine-1,4-diium) bis(µ-pyrazine-2,3-dicarboxylato)-κ3N</>1,O2:O3;κ3O3:N</>1,O2-bis[aqua(pyrazine-2,3-dicarboxylato-κ2N</>1,O2)zinc(II)] decahydrate top
Crystal data top
(C4H12N2)2[Zn2(C6H2N2O4)4(H2O)2]·10H2OZ = 2
Mr = 1187.62F(000) = 1232
Triclinic, P1Dx = 1.665 Mg m3
a = 10.2828 (5) ÅMo Kα radiation, λ = 0.71073 Å
b = 12.7110 (7) ÅCell parameters from 8797 reflections
c = 20.2387 (10) Åθ = 2.2–31.3°
α = 96.671 (3)°µ = 1.12 mm1
β = 98.200 (3)°T = 90 K
γ = 112.923 (4)°Plate, pink
V = 2368.3 (2) Å30.55 × 0.29 × 0.22 mm
Data collection top
Bruker SMART 1000
diffractometer
11694 independent reflections
Radiation source: fine-focus sealed tube9431 reflections with I > 2σ(I)
Detector resolution: 8.3 pixels mm-1Rint = 0.016
ω scansθmax = 28.3°, θmin = 1.0°
Absorption correction: multi-scan
(SADABS; Krause et al., 2015)
h = 1313
Tmin = 0.578, Tmax = 0.791k = 1616
31671 measured reflectionsl = 2626
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.024Hydrogen site location: mixed
wR(F2) = 0.076H atoms treated by a mixture of independent and constrained refinement
S = 1.06 w = 1/[σ2(Fo2) + (0.0406P)2 + 0.5808P]
where P = (Fo2 + 2Fc2)/3
11694 reflections(Δ/σ)max = 0.003
803 parametersΔρmax = 0.56 e Å3
10 restraintsΔρmin = 0.27 e Å3
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Zn10.36001 (2)0.32198 (2)0.10937 (2)0.00928 (4)
Zn20.63884 (2)0.17939 (2)0.39223 (2)0.00936 (4)
O10.25764 (9)0.20454 (7)0.02012 (4)0.01321 (16)
O20.05456 (9)0.12863 (8)0.06032 (4)0.01929 (18)
O30.00726 (9)0.30883 (8)0.12502 (4)0.01646 (17)
O40.22197 (9)0.20074 (7)0.10368 (4)0.01592 (17)
O50.43296 (9)0.42570 (7)0.20590 (4)0.01194 (15)
O60.48052 (9)0.42090 (7)0.31699 (4)0.01292 (16)
O70.45189 (8)0.20790 (7)0.39968 (4)0.01220 (15)
O80.27078 (8)0.26330 (7)0.38967 (4)0.01264 (16)
O90.56406 (9)0.07468 (7)0.29594 (4)0.01197 (15)
O100.51404 (9)0.07829 (7)0.18478 (4)0.01297 (16)
O110.54420 (8)0.29043 (7)0.10115 (4)0.01210 (15)
O120.72442 (9)0.23380 (7)0.11160 (4)0.01266 (16)
O130.73926 (9)0.29918 (7)0.48091 (4)0.01361 (16)
O140.94340 (9)0.38125 (7)0.56047 (4)0.01753 (17)
O151.00814 (9)0.20770 (8)0.63034 (4)0.01694 (17)
O161.22328 (8)0.30824 (7)0.60649 (4)0.01458 (16)
O170.45720 (10)0.46702 (7)0.06812 (4)0.01450 (16)
H17A0.418 (2)0.5098 (17)0.0527 (10)0.039 (5)*
H17B0.542 (2)0.5084 (15)0.0872 (8)0.024 (4)*
O180.54465 (10)0.03455 (8)0.43415 (4)0.01582 (17)
H18A0.583 (2)0.0090 (18)0.4472 (10)0.043 (5)*
H18B0.460 (2)0.0040 (15)0.4179 (9)0.024 (4)*
N10.15686 (10)0.34256 (8)0.08613 (5)0.01156 (18)
N20.07644 (10)0.37796 (8)0.02283 (5)0.01292 (18)
N30.28575 (10)0.19637 (8)0.17362 (5)0.00985 (17)
N40.23147 (10)0.05783 (8)0.27159 (5)0.01168 (18)
N50.71090 (10)0.30377 (8)0.32734 (5)0.00990 (17)
N60.76470 (10)0.44117 (8)0.22873 (5)0.01140 (18)
N70.84157 (10)0.16037 (8)0.41759 (5)0.01163 (18)
N81.07438 (10)0.12673 (8)0.48293 (5)0.01335 (19)
C10.08820 (11)0.28795 (9)0.02253 (5)0.0106 (2)
C20.02554 (11)0.30984 (9)0.01052 (5)0.0108 (2)
C30.01152 (12)0.42706 (10)0.08783 (6)0.0140 (2)
H30.04810.47310.11310.017*
C40.10800 (12)0.41216 (10)0.11915 (6)0.0133 (2)
H40.15530.45180.16440.016*
C50.13750 (12)0.19941 (9)0.00951 (5)0.0121 (2)
C60.09123 (12)0.26683 (9)0.08617 (5)0.0116 (2)
C70.33480 (11)0.24383 (9)0.24015 (5)0.00929 (19)
C80.30621 (11)0.17441 (9)0.28928 (5)0.00965 (19)
C90.18231 (12)0.01257 (9)0.20531 (6)0.0125 (2)
H90.12830.06900.19150.015*
C100.20820 (12)0.08192 (9)0.15585 (6)0.0117 (2)
H100.17020.04730.10920.014*
C110.42373 (11)0.37480 (9)0.25730 (5)0.00985 (19)
C120.34901 (11)0.22119 (9)0.36525 (5)0.00971 (19)
C130.66174 (11)0.25576 (9)0.26089 (5)0.00937 (19)
C140.68997 (11)0.32452 (9)0.21149 (5)0.00952 (19)
C150.81350 (12)0.48700 (9)0.29487 (6)0.0123 (2)
H150.86710.56870.30840.015*
C160.78810 (11)0.41836 (9)0.34471 (5)0.0116 (2)
H160.82610.45360.39130.014*
C170.57234 (11)0.12511 (9)0.24416 (5)0.00972 (19)
C180.64680 (11)0.27700 (9)0.13573 (5)0.00951 (19)
C190.91068 (11)0.21770 (9)0.48071 (5)0.0105 (2)
C201.02447 (11)0.19724 (9)0.51482 (6)0.0111 (2)
C211.00796 (12)0.07386 (10)0.41878 (6)0.0145 (2)
H211.04330.02540.39480.017*
C220.88872 (12)0.08775 (10)0.38622 (6)0.0136 (2)
H220.84060.04550.34160.016*
C230.86063 (12)0.30710 (9)0.51069 (5)0.0117 (2)
C241.09164 (12)0.24428 (9)0.59013 (6)0.0120 (2)
N90.60807 (10)0.09967 (8)0.01664 (5)0.01136 (18)
H9A0.6386 (17)0.1450 (14)0.0223 (8)0.018 (4)*
H9B0.6597 (18)0.1350 (14)0.0457 (8)0.022 (4)*
C250.63331 (12)0.00707 (10)0.00926 (6)0.0126 (2)
H25A0.73750.01510.00730.015*
H25B0.60300.05940.05410.015*
C260.45115 (12)0.07024 (10)0.04026 (6)0.0127 (2)
H26A0.41590.02030.08600.015*
H26B0.43700.14240.04330.015*
N100.39241 (10)0.40094 (8)0.51753 (5)0.01088 (18)
H10A0.3408 (17)0.3671 (14)0.5472 (8)0.020 (4)*
H10B0.3608 (17)0.3550 (14)0.4786 (8)0.017 (4)*
C270.36726 (12)0.50759 (9)0.50979 (6)0.0119 (2)
H27A0.39860.56060.55440.014*
H27B0.26300.48550.49370.014*
C280.54952 (12)0.43052 (10)0.54050 (6)0.0122 (2)
H28A0.56380.35850.54390.015*
H28B0.58580.48130.58600.015*
N110.55355 (11)0.66652 (9)0.23906 (5)0.01346 (19)
H11A0.5344 (17)0.5939 (15)0.2268 (8)0.021 (4)*
H11B0.6500 (18)0.7150 (14)0.2523 (8)0.022 (4)*
N120.43762 (11)0.83754 (9)0.26127 (5)0.01438 (19)
H12A0.3431 (18)0.7959 (14)0.2500 (8)0.022 (4)*
H12B0.4619 (17)0.9108 (14)0.2731 (8)0.018 (4)*
C290.49190 (14)0.70546 (10)0.18043 (6)0.0175 (2)
H29A0.38900.65220.16350.021*
H29B0.54370.70300.14300.021*
C300.50543 (13)0.82825 (10)0.20181 (6)0.0153 (2)
H30A0.60870.88260.21370.018*
H30B0.45830.85100.16330.018*
C310.48271 (12)0.67315 (10)0.29758 (6)0.0144 (2)
H31A0.52800.64900.33600.017*
H31B0.37940.61900.28450.017*
C320.49636 (13)0.79573 (10)0.31967 (6)0.0150 (2)
H32A0.44290.79720.35650.018*
H32B0.59910.84840.33760.018*
O1W1.18115 (9)0.15367 (8)0.72431 (5)0.01885 (18)
H1A1.108 (2)0.1726 (16)0.7046 (10)0.044 (5)*
H1B1.154 (3)0.138 (2)0.7615 (13)0.087 (8)*
O2W0.13775 (10)0.29719 (8)0.25026 (5)0.0226 (2)
H2A0.088 (2)0.3034 (17)0.2089 (11)0.049 (6)*
H2B0.115 (3)0.261 (2)0.2771 (13)0.092 (9)*
O3W0.72995 (10)0.08575 (9)0.63463 (5)0.0242 (2)
H3A0.803 (2)0.1169 (15)0.6230 (9)0.026 (4)*
H3B0.743 (2)0.0414 (17)0.6592 (10)0.034 (5)*
O4W0.27545 (10)0.40370 (8)0.14273 (5)0.01873 (18)
H4A0.205 (2)0.3743 (16)0.1284 (9)0.029 (5)*
H4B0.262 (2)0.4507 (17)0.1636 (10)0.033 (5)*
O5W0.17206 (11)0.06342 (10)0.16305 (5)0.0220 (2)
H5A0.141 (2)0.0815 (16)0.1318 (10)0.030 (5)*
H5B0.144 (2)0.0012 (16)0.1691 (9)0.037 (6)*
O6W0.83275 (11)0.45113 (9)0.66338 (6)0.0228 (2)
H6A0.860 (2)0.4329 (16)0.6315 (10)0.035 (5)*
H6B0.851 (2)0.4196 (17)0.6876 (10)0.046 (6)*
O7W0.35828 (10)0.37966 (8)0.01897 (5)0.01772 (18)
H7A0.395 (2)0.3580 (16)0.0133 (10)0.033 (5)*
H7B0.278 (2)0.3823 (17)0.0095 (10)0.042 (5)*
O8WA0.05498 (15)0.30744 (12)0.31076 (8)0.0274 (3)0.8
O8WB0.1036 (7)0.3259 (6)0.2919 (3)0.0277 (14)*0.2
H8A0.1260 (17)0.2970 (19)0.3262 (9)0.072 (8)*
H8B0.0909 (19)0.3797 (8)0.3143 (9)0.061 (7)*
O9WA0.93562 (15)0.17518 (12)0.18230 (7)0.0244 (3)0.8
O9WB0.8832 (7)0.1529 (6)0.2009 (4)0.0358 (15)*0.2
H9C0.8635 (16)0.1871 (19)0.1690 (9)0.070 (8)*
H9D0.9627 (14)0.2115 (12)0.2213 (6)0.047 (6)*
O10W1.35708 (10)0.12306 (8)0.52120 (5)0.01814 (18)
H10C1.387 (2)0.1424 (16)0.4866 (10)0.034 (5)*
H10D1.278 (2)0.1217 (17)0.5143 (10)0.040 (5)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.01032 (7)0.00978 (7)0.00743 (7)0.00421 (5)0.00072 (5)0.00156 (5)
Zn20.01055 (7)0.01044 (7)0.00738 (7)0.00492 (5)0.00103 (5)0.00171 (5)
O10.0141 (4)0.0151 (4)0.0109 (4)0.0084 (3)0.0005 (3)0.0004 (3)
O20.0183 (4)0.0199 (4)0.0158 (4)0.0095 (4)0.0049 (3)0.0067 (3)
O30.0127 (4)0.0227 (4)0.0120 (4)0.0044 (3)0.0033 (3)0.0055 (3)
O40.0115 (4)0.0202 (4)0.0124 (4)0.0031 (3)0.0013 (3)0.0029 (3)
O50.0156 (4)0.0092 (4)0.0095 (4)0.0038 (3)0.0017 (3)0.0021 (3)
O60.0159 (4)0.0109 (4)0.0095 (4)0.0042 (3)0.0004 (3)0.0001 (3)
O70.0126 (4)0.0151 (4)0.0102 (4)0.0070 (3)0.0017 (3)0.0033 (3)
O80.0133 (4)0.0149 (4)0.0111 (4)0.0075 (3)0.0025 (3)0.0016 (3)
O90.0154 (4)0.0099 (4)0.0094 (4)0.0043 (3)0.0017 (3)0.0021 (3)
O100.0157 (4)0.0112 (4)0.0094 (4)0.0042 (3)0.0002 (3)0.0001 (3)
O110.0122 (4)0.0144 (4)0.0104 (4)0.0064 (3)0.0013 (3)0.0030 (3)
O120.0135 (4)0.0149 (4)0.0109 (4)0.0076 (3)0.0025 (3)0.0014 (3)
O130.0154 (4)0.0165 (4)0.0103 (4)0.0100 (3)0.0006 (3)0.0004 (3)
O140.0177 (4)0.0175 (4)0.0144 (4)0.0082 (3)0.0026 (3)0.0046 (3)
O150.0121 (4)0.0225 (4)0.0137 (4)0.0035 (3)0.0022 (3)0.0076 (3)
O160.0105 (4)0.0166 (4)0.0135 (4)0.0028 (3)0.0010 (3)0.0029 (3)
O170.0135 (4)0.0142 (4)0.0165 (4)0.0056 (3)0.0021 (3)0.0070 (3)
O180.0156 (4)0.0174 (4)0.0188 (4)0.0088 (4)0.0056 (3)0.0103 (3)
N10.0118 (4)0.0116 (4)0.0104 (4)0.0043 (4)0.0014 (3)0.0016 (3)
N20.0126 (4)0.0132 (4)0.0141 (4)0.0060 (4)0.0036 (4)0.0037 (4)
N30.0096 (4)0.0113 (4)0.0087 (4)0.0048 (4)0.0013 (3)0.0010 (3)
N40.0123 (4)0.0101 (4)0.0121 (4)0.0041 (4)0.0025 (3)0.0020 (3)
N50.0093 (4)0.0116 (4)0.0091 (4)0.0048 (4)0.0015 (3)0.0013 (3)
N60.0121 (4)0.0101 (4)0.0112 (4)0.0038 (4)0.0024 (3)0.0017 (3)
N70.0114 (4)0.0115 (4)0.0111 (4)0.0042 (4)0.0010 (3)0.0019 (3)
N80.0121 (4)0.0124 (4)0.0161 (5)0.0054 (4)0.0032 (4)0.0036 (4)
C10.0104 (5)0.0102 (5)0.0105 (5)0.0039 (4)0.0016 (4)0.0017 (4)
C20.0098 (5)0.0109 (5)0.0112 (5)0.0031 (4)0.0025 (4)0.0038 (4)
C30.0146 (5)0.0129 (5)0.0153 (5)0.0063 (4)0.0050 (4)0.0016 (4)
C40.0141 (5)0.0129 (5)0.0104 (5)0.0040 (4)0.0015 (4)0.0002 (4)
C50.0139 (5)0.0121 (5)0.0113 (5)0.0066 (4)0.0021 (4)0.0017 (4)
C60.0115 (5)0.0130 (5)0.0112 (5)0.0060 (4)0.0015 (4)0.0030 (4)
C70.0089 (5)0.0090 (5)0.0093 (5)0.0037 (4)0.0008 (4)0.0005 (4)
C80.0093 (5)0.0098 (5)0.0101 (5)0.0045 (4)0.0013 (4)0.0011 (4)
C90.0125 (5)0.0096 (5)0.0131 (5)0.0031 (4)0.0014 (4)0.0006 (4)
C100.0113 (5)0.0119 (5)0.0100 (5)0.0040 (4)0.0002 (4)0.0002 (4)
C110.0097 (5)0.0090 (5)0.0112 (5)0.0043 (4)0.0020 (4)0.0018 (4)
C120.0108 (5)0.0074 (5)0.0097 (5)0.0021 (4)0.0023 (4)0.0026 (4)
C130.0091 (5)0.0099 (5)0.0090 (5)0.0044 (4)0.0012 (4)0.0007 (4)
C140.0090 (5)0.0105 (5)0.0094 (5)0.0047 (4)0.0013 (4)0.0015 (4)
C150.0122 (5)0.0100 (5)0.0127 (5)0.0030 (4)0.0022 (4)0.0003 (4)
C160.0110 (5)0.0123 (5)0.0096 (5)0.0040 (4)0.0011 (4)0.0004 (4)
C170.0096 (5)0.0089 (5)0.0112 (5)0.0043 (4)0.0022 (4)0.0018 (4)
C180.0103 (5)0.0076 (5)0.0085 (5)0.0012 (4)0.0019 (4)0.0022 (4)
C190.0108 (5)0.0098 (5)0.0104 (5)0.0040 (4)0.0017 (4)0.0018 (4)
C200.0095 (5)0.0102 (5)0.0124 (5)0.0026 (4)0.0016 (4)0.0037 (4)
C210.0143 (5)0.0123 (5)0.0176 (5)0.0060 (4)0.0046 (4)0.0018 (4)
C220.0147 (5)0.0125 (5)0.0122 (5)0.0049 (4)0.0024 (4)0.0003 (4)
C230.0141 (5)0.0117 (5)0.0104 (5)0.0062 (4)0.0027 (4)0.0020 (4)
C240.0123 (5)0.0118 (5)0.0121 (5)0.0054 (4)0.0006 (4)0.0041 (4)
N90.0129 (4)0.0109 (4)0.0092 (4)0.0039 (4)0.0024 (4)0.0012 (4)
C250.0143 (5)0.0120 (5)0.0131 (5)0.0068 (4)0.0043 (4)0.0022 (4)
C260.0128 (5)0.0134 (5)0.0125 (5)0.0058 (4)0.0021 (4)0.0037 (4)
N100.0124 (4)0.0102 (4)0.0098 (4)0.0042 (4)0.0031 (4)0.0017 (3)
C270.0136 (5)0.0115 (5)0.0123 (5)0.0062 (4)0.0042 (4)0.0025 (4)
C280.0127 (5)0.0131 (5)0.0119 (5)0.0059 (4)0.0024 (4)0.0042 (4)
N110.0153 (5)0.0098 (4)0.0150 (5)0.0049 (4)0.0029 (4)0.0028 (4)
N120.0134 (5)0.0097 (5)0.0185 (5)0.0042 (4)0.0003 (4)0.0030 (4)
C290.0233 (6)0.0141 (5)0.0128 (5)0.0074 (5)0.0017 (4)0.0011 (4)
C300.0188 (6)0.0132 (5)0.0137 (5)0.0066 (5)0.0005 (4)0.0051 (4)
C310.0159 (5)0.0125 (5)0.0169 (5)0.0063 (4)0.0054 (4)0.0065 (4)
C320.0184 (6)0.0144 (5)0.0129 (5)0.0075 (5)0.0022 (4)0.0028 (4)
O1W0.0167 (4)0.0223 (4)0.0167 (4)0.0073 (4)0.0013 (3)0.0060 (3)
O2W0.0227 (5)0.0248 (5)0.0142 (4)0.0050 (4)0.0012 (4)0.0046 (4)
O3W0.0173 (5)0.0269 (5)0.0360 (6)0.0108 (4)0.0118 (4)0.0205 (4)
O4W0.0140 (4)0.0191 (4)0.0244 (5)0.0060 (4)0.0050 (4)0.0107 (4)
O5W0.0260 (5)0.0247 (5)0.0188 (5)0.0116 (4)0.0092 (4)0.0068 (4)
O6W0.0258 (5)0.0267 (5)0.0239 (5)0.0159 (4)0.0117 (4)0.0089 (4)
O7W0.0178 (4)0.0262 (5)0.0161 (4)0.0140 (4)0.0062 (4)0.0094 (4)
O8WA0.0238 (7)0.0218 (7)0.0335 (7)0.0118 (6)0.0087 (6)0.0029 (6)
O9WA0.0255 (7)0.0240 (6)0.0264 (7)0.0162 (6)0.0022 (6)0.0029 (5)
O10W0.0194 (4)0.0270 (5)0.0164 (4)0.0155 (4)0.0070 (4)0.0102 (4)
Geometric parameters (Å, º) top
Zn1—O12.0510 (8)C19—C231.5194 (14)
Zn1—O172.0629 (8)C20—C241.5245 (15)
Zn1—O52.0810 (8)C21—C221.3907 (16)
Zn1—O112.1075 (8)C21—H210.9500
Zn1—N32.1537 (9)C22—H220.9500
Zn1—N12.1972 (9)N9—C261.4967 (14)
Zn2—O132.0537 (8)N9—C251.4969 (14)
Zn2—O182.0629 (9)N9—H9A0.857 (17)
Zn2—O92.0816 (8)N9—H9B0.891 (17)
Zn2—O72.1124 (8)C25—C26i1.5152 (15)
Zn2—N52.1496 (9)C25—H25A0.9900
Zn2—N72.1872 (9)C25—H25B0.9900
O1—C51.2676 (13)C26—C25i1.5152 (15)
O2—C51.2374 (13)C26—H26A0.9900
O3—C61.2573 (13)C26—H26B0.9900
O4—C61.2465 (14)N10—C281.4965 (14)
O5—C111.2832 (13)N10—C271.4967 (14)
O6—C111.2295 (13)N10—H10A0.894 (16)
O7—C121.2608 (13)N10—H10B0.861 (16)
O8—C121.2511 (13)C27—C28ii1.5155 (15)
O9—C171.2867 (13)C27—H27A0.9900
O10—C171.2281 (13)C27—H27B0.9900
O11—C181.2608 (13)C28—C27ii1.5155 (15)
O12—C181.2520 (13)C28—H28A0.9900
O13—C231.2667 (13)C28—H28B0.9900
O14—C231.2401 (13)N11—C311.4869 (15)
O15—C241.2617 (14)N11—C291.4904 (15)
O16—C241.2471 (14)N11—H11A0.862 (17)
O17—H17A0.85 (2)N11—H11B0.919 (17)
O17—H17B0.829 (18)N12—C301.4896 (15)
O18—H18A0.84 (2)N12—C321.4956 (14)
O18—H18B0.813 (19)N12—H12A0.886 (17)
N1—C41.3365 (14)N12—H12B0.858 (16)
N1—C11.3373 (14)C29—C301.5164 (16)
N2—C21.3406 (14)C29—H29A0.9900
N2—C31.3416 (15)C29—H29B0.9900
N3—C101.3321 (14)C30—H30A0.9900
N3—C71.3461 (13)C30—H30B0.9900
N4—C91.3367 (14)C31—C321.5157 (15)
N4—C81.3512 (14)C31—H31A0.9900
N5—C161.3327 (14)C31—H31B0.9900
N5—C131.3460 (13)C32—H32A0.9900
N6—C151.3350 (14)C32—H32B0.9900
N6—C141.3515 (14)O1W—H1A0.92 (2)
N7—C191.3378 (14)O1W—H1B0.86 (3)
N7—C221.3381 (14)O2W—H2A0.90 (2)
N8—C211.3382 (15)O2W—H2B0.79 (3)
N8—C201.3422 (14)O3W—H3A0.782 (19)
C1—C21.4023 (15)O3W—H3B0.83 (2)
C1—C51.5209 (15)O4W—H4A0.790 (19)
C2—C61.5239 (15)O4W—H4B0.81 (2)
C3—C41.3911 (16)O5W—H5A0.800 (19)
C3—H30.9500O5W—H5B0.717 (19)
C4—H40.9500O6W—H6A0.78 (2)
C7—C81.3924 (14)O6W—H6B0.72 (2)
C7—C111.5223 (14)O7W—H7A0.82 (2)
C8—C121.5173 (14)O7W—H7B0.81 (2)
C9—C101.3958 (15)O8WA—H8A0.818 (9)
C9—H90.9500O8WA—H8B0.836 (9)
C10—H100.9500O8WB—H8A0.866 (9)
C13—C141.3914 (14)O8WB—H8B0.838 (9)
C13—C171.5195 (14)O9WA—H9C0.828 (9)
C14—C181.5148 (14)O9WA—H9D0.817 (9)
C15—C161.3960 (15)O9WB—H9C0.861 (9)
C15—H150.9500O9WB—H9D0.867 (9)
C16—H160.9500O10W—H10C0.83 (2)
C19—C201.4005 (15)O10W—H10D0.80 (2)
O1—Zn1—O1797.94 (3)O10—C17—C13118.97 (9)
O1—Zn1—O5170.37 (3)O9—C17—C13114.59 (9)
O17—Zn1—O589.76 (3)O12—C18—O11124.83 (10)
O1—Zn1—O1187.45 (3)O12—C18—C14115.97 (9)
O17—Zn1—O1185.58 (3)O11—C18—C14119.01 (9)
O5—Zn1—O1198.95 (3)N7—C19—C20120.85 (10)
O1—Zn1—N394.82 (3)N7—C19—C23115.69 (9)
O17—Zn1—N3167.18 (4)C20—C19—C23123.43 (10)
O5—Zn1—N377.66 (3)N8—C20—C19120.64 (10)
O11—Zn1—N393.84 (3)N8—C20—C24115.72 (9)
O1—Zn1—N178.28 (3)C19—C20—C24123.49 (10)
O17—Zn1—N188.36 (4)N8—C21—C22121.93 (10)
O5—Zn1—N196.28 (3)N8—C21—H21119.0
O11—Zn1—N1163.58 (3)C22—C21—H21119.0
N3—Zn1—N195.41 (3)N7—C22—C21120.21 (10)
O13—Zn2—O1898.27 (4)N7—C22—H22119.9
O13—Zn2—O9170.87 (3)C21—C22—H22119.9
O18—Zn2—O989.65 (3)O14—C23—O13126.87 (10)
O13—Zn2—O787.36 (3)O14—C23—C19117.07 (10)
O18—Zn2—O785.65 (3)O13—C23—C19116.04 (9)
O9—Zn2—O797.83 (3)O16—C24—O15126.21 (10)
O13—Zn2—N594.59 (3)O16—C24—C20118.18 (10)
O18—Zn2—N5167.11 (4)O15—C24—C20115.45 (10)
O9—Zn2—N577.62 (3)C26—N9—C25111.32 (8)
O7—Zn2—N594.03 (3)C26—N9—H9A109.2 (11)
O13—Zn2—N778.22 (3)C25—N9—H9A108.0 (10)
O18—Zn2—N787.24 (4)C26—N9—H9B111.2 (10)
O9—Zn2—N797.73 (3)C25—N9—H9B108.1 (10)
O7—Zn2—N7162.83 (3)H9A—N9—H9B108.9 (14)
N5—Zn2—N796.35 (3)N9—C25—C26i110.37 (9)
C5—O1—Zn1117.73 (7)N9—C25—H25A109.6
C11—O5—Zn1117.87 (7)C26i—C25—H25A109.6
C12—O7—Zn2142.88 (7)N9—C25—H25B109.6
C17—O9—Zn2117.86 (7)C26i—C25—H25B109.6
C18—O11—Zn1142.43 (7)H25A—C25—H25B108.1
C23—O13—Zn2117.65 (7)N9—C26—C25i109.63 (9)
Zn1—O17—H17A127.0 (13)N9—C26—H26A109.7
Zn1—O17—H17B114.4 (11)C25i—C26—H26A109.7
H17A—O17—H17B109.0 (17)N9—C26—H26B109.7
Zn2—O18—H18A126.5 (14)C25i—C26—H26B109.7
Zn2—O18—H18B114.6 (12)H26A—C26—H26B108.2
H18A—O18—H18B109.6 (18)C28—N10—C27111.18 (8)
C4—N1—C1118.44 (9)C28—N10—H10A111.8 (10)
C4—N1—Zn1131.11 (8)C27—N10—H10A107.1 (10)
C1—N1—Zn1109.40 (7)C28—N10—H10B109.4 (10)
C2—N2—C3117.62 (10)C27—N10—H10B107.8 (10)
C10—N3—C7118.63 (9)H10A—N10—H10B109.4 (14)
C10—N3—Zn1128.78 (7)N10—C27—C28ii110.33 (9)
C7—N3—Zn1112.46 (7)N10—C27—H27A109.6
C9—N4—C8117.34 (9)C28ii—C27—H27A109.6
C16—N5—C13118.55 (9)N10—C27—H27B109.6
C16—N5—Zn2128.66 (7)C28ii—C27—H27B109.6
C13—N5—Zn2112.67 (7)H27A—C27—H27B108.1
C15—N6—C14117.26 (9)N10—C28—C27ii109.70 (9)
C19—N7—C22118.51 (9)N10—C28—H28A109.7
C19—N7—Zn2109.92 (7)C27ii—C28—H28A109.7
C22—N7—Zn2130.32 (8)N10—C28—H28B109.7
C21—N8—C20117.61 (10)C27ii—C28—H28B109.7
N1—C1—C2120.77 (10)H28A—C28—H28B108.2
N1—C1—C5116.04 (9)C31—N11—C29111.53 (9)
C2—C1—C5123.15 (9)C31—N11—H11A105.7 (11)
N2—C2—C1120.74 (10)C29—N11—H11A108.0 (11)
N2—C2—C6115.80 (9)C31—N11—H11B108.7 (10)
C1—C2—C6123.31 (10)C29—N11—H11B107.8 (10)
N2—C3—C4121.63 (10)H11A—N11—H11B115.2 (14)
N2—C3—H3119.2C30—N12—C32112.10 (9)
C4—C3—H3119.2C30—N12—H12A110.6 (10)
N1—C4—C3120.51 (10)C32—N12—H12A108.0 (10)
N1—C4—H4119.7C30—N12—H12B104.2 (10)
C3—C4—H4119.7C32—N12—H12B108.3 (10)
O2—C5—O1127.26 (10)H12A—N12—H12B113.7 (14)
O2—C5—C1116.65 (10)N11—C29—C30110.25 (9)
O1—C5—C1116.06 (9)N11—C29—H29A109.6
O4—C6—O3126.42 (10)C30—C29—H29A109.6
O4—C6—C2118.38 (10)N11—C29—H29B109.6
O3—C6—C2115.04 (9)C30—C29—H29B109.6
N3—C7—C8120.60 (10)H29A—C29—H29B108.1
N3—C7—C11116.23 (9)N12—C30—C29111.30 (9)
C8—C7—C11123.17 (9)N12—C30—H30A109.4
N4—C8—C7121.12 (10)C29—C30—H30A109.4
N4—C8—C12114.72 (9)N12—C30—H30B109.4
C7—C8—C12124.12 (9)C29—C30—H30B109.4
N4—C9—C10121.82 (10)H30A—C30—H30B108.0
N4—C9—H9119.1N11—C31—C32110.80 (9)
C10—C9—H9119.1N11—C31—H31A109.5
N3—C10—C9120.46 (10)C32—C31—H31A109.5
N3—C10—H10119.8N11—C31—H31B109.5
C9—C10—H10119.8C32—C31—H31B109.5
O6—C11—O5126.60 (10)H31A—C31—H31B108.1
O6—C11—C7118.66 (9)N12—C32—C31110.69 (9)
O5—C11—C7114.72 (9)N12—C32—H32A109.5
O8—C12—O7124.73 (10)C31—C32—H32A109.5
O8—C12—C8116.08 (9)N12—C32—H32B109.5
O7—C12—C8118.98 (9)C31—C32—H32B109.5
N5—C13—C14120.65 (10)H32A—C32—H32B108.1
N5—C13—C17116.23 (9)H1A—O1W—H1B100.0 (19)
C14—C13—C17123.10 (9)H2A—O2W—H2B108 (2)
N6—C14—C13121.16 (10)H3A—O3W—H3B106.3 (17)
N6—C14—C18114.71 (9)H4A—O4W—H4B105.4 (18)
C13—C14—C18124.09 (9)H5A—O5W—H5B106.0 (19)
N6—C15—C16121.93 (10)H6A—O6W—H6B103 (2)
N6—C15—H15119.0H7A—O7W—H7B104.5 (18)
C16—C15—H15119.0H8A—O8WA—H8B100.8 (18)
N5—C16—C15120.41 (10)H8A—O8WB—H8B96.8 (17)
N5—C16—H16119.8H9C—O9WA—H9D101.7 (18)
C15—C16—H16119.8H9C—O9WB—H9D95.1 (17)
O10—C17—O9126.43 (10)H10C—O10W—H10D102.8 (18)
C4—N1—C1—C24.69 (15)C15—N6—C14—C18175.83 (9)
Zn1—N1—C1—C2164.87 (8)N5—C13—C14—N61.33 (16)
C4—N1—C1—C5173.16 (10)C17—C13—C14—N6177.06 (9)
Zn1—N1—C1—C517.27 (11)N5—C13—C14—C18176.08 (10)
C3—N2—C2—C12.20 (15)C17—C13—C14—C185.53 (16)
C3—N2—C2—C6173.48 (10)C14—N6—C15—C160.53 (16)
N1—C1—C2—N25.99 (16)C13—N5—C16—C151.81 (15)
C5—C1—C2—N2171.71 (10)Zn2—N5—C16—C15173.99 (8)
N1—C1—C2—C6169.35 (10)N6—C15—C16—N51.32 (17)
C5—C1—C2—C612.95 (16)Zn2—O9—C17—O10167.84 (9)
C2—N2—C3—C42.53 (16)Zn2—O9—C17—C1310.86 (11)
C1—N1—C4—C30.01 (16)N5—C13—C17—O10173.57 (9)
Zn1—N1—C4—C3166.91 (8)C14—C13—C17—O104.88 (15)
N2—C3—C4—N13.78 (17)N5—C13—C17—O95.23 (13)
Zn1—O1—C5—O2173.71 (10)C14—C13—C17—O9176.31 (10)
Zn1—O1—C5—C14.18 (12)Zn1—O11—C18—O12163.47 (8)
N1—C1—C5—O2162.69 (10)Zn1—O11—C18—C1421.82 (17)
C2—C1—C5—O215.11 (16)N6—C14—C18—O1299.92 (11)
N1—C1—C5—O115.43 (14)C13—C14—C18—O1277.65 (13)
C2—C1—C5—O1166.77 (10)N6—C14—C18—O1175.25 (13)
N2—C2—C6—O464.52 (14)C13—C14—C18—O11107.18 (12)
C1—C2—C6—O4119.93 (12)C22—N7—C19—C203.70 (16)
N2—C2—C6—O3111.17 (11)Zn2—N7—C19—C20164.84 (8)
C1—C2—C6—O364.38 (14)C22—N7—C19—C23174.38 (9)
C10—N3—C7—C80.66 (15)Zn2—N7—C19—C2317.07 (11)
Zn1—N3—C7—C8175.51 (8)C21—N8—C20—C192.52 (15)
C10—N3—C7—C11179.53 (9)C21—N8—C20—C24173.12 (10)
Zn1—N3—C7—C113.36 (11)N7—C19—C20—N85.47 (16)
C9—N4—C8—C72.12 (15)C23—C19—C20—N8172.46 (10)
C9—N4—C8—C12175.51 (9)N7—C19—C20—C24169.82 (10)
N3—C7—C8—N41.41 (16)C23—C19—C20—C2412.25 (16)
C11—C7—C8—N4177.38 (9)C20—N8—C21—C221.88 (16)
N3—C7—C8—C12175.99 (9)C19—N7—C22—C210.67 (16)
C11—C7—C8—C125.22 (16)Zn2—N7—C22—C21166.50 (8)
C8—N4—C9—C100.87 (16)N8—C21—C22—N73.61 (17)
C7—N3—C10—C91.90 (15)Zn2—O13—C23—O14172.31 (9)
Zn1—N3—C10—C9173.56 (8)Zn2—O13—C23—C196.03 (12)
N4—C9—C10—N31.17 (17)N7—C19—C23—O14162.11 (10)
Zn1—O5—C11—O6168.07 (9)C20—C19—C23—O1415.92 (16)
Zn1—O5—C11—C710.71 (11)N7—C19—C23—O1316.39 (14)
N3—C7—C11—O6174.30 (9)C20—C19—C23—O13165.58 (10)
C8—C7—C11—O64.54 (15)N8—C20—C24—O1663.10 (13)
N3—C7—C11—O54.58 (13)C19—C20—C24—O16121.39 (12)
C8—C7—C11—O5176.58 (10)N8—C20—C24—O15112.57 (11)
Zn2—O7—C12—O8162.68 (8)C19—C20—C24—O1562.94 (14)
Zn2—O7—C12—C822.81 (17)C26—N9—C25—C26i58.03 (12)
N4—C8—C12—O899.38 (11)C25—N9—C26—C25i57.61 (12)
C7—C8—C12—O878.18 (13)C28—N10—C27—C28ii58.05 (12)
N4—C8—C12—O775.61 (13)C27—N10—C28—C27ii57.69 (12)
C7—C8—C12—O7106.84 (12)C31—N11—C29—C3057.06 (13)
C16—N5—C13—C140.53 (15)C32—N12—C30—C2954.72 (13)
Zn2—N5—C13—C14175.91 (8)N11—C29—C30—N1255.28 (13)
C16—N5—C13—C17179.03 (9)C29—N11—C31—C3257.45 (13)
Zn2—N5—C13—C172.59 (11)C30—N12—C32—C3154.46 (13)
C15—N6—C14—C131.81 (15)N11—C31—C32—N1255.35 (13)
Symmetry codes: (i) x+1, y, z; (ii) x+1, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O17—H17A···O7Wiii0.85 (2)1.90 (2)2.7437 (12)172.1 (19)
O17—H17B···O4Wiv0.829 (18)1.872 (19)2.6941 (13)171.1 (16)
O18—H18A···O10Wv0.84 (2)1.92 (2)2.7547 (12)171 (2)
O18—H18B···O3Wvi0.813 (19)1.893 (19)2.6963 (14)169.6 (17)
N9—H9A···O120.857 (17)1.901 (17)2.7517 (13)171.4 (15)
N9—H9B···O4vii0.891 (17)1.844 (17)2.7318 (13)174.3 (15)
N10—H10A···O16viii0.894 (16)1.838 (17)2.7283 (13)173.3 (15)
N10—H10B···O80.861 (16)1.910 (17)2.7644 (13)171.5 (15)
N11—H11A···O50.862 (17)1.941 (17)2.7725 (13)161.8 (15)
N11—H11B···O1Wix0.919 (17)1.830 (17)2.7180 (14)161.7 (15)
N12—H12A···O2Wiii0.886 (17)1.979 (17)2.8447 (14)165.3 (14)
N12—H12B···O9x0.858 (16)1.895 (17)2.7320 (13)164.7 (15)
O1W—H1A···O150.92 (2)1.90 (2)2.7466 (12)152.1 (17)
O1W—H1B···O5Wxi0.86 (3)1.91 (3)2.6658 (13)146 (2)
O2W—H2A···O30.90 (2)1.76 (2)2.6524 (12)173.9 (19)
O2W—H2B···O15xii0.79 (3)2.57 (3)3.3329 (14)162 (2)
O2W—H2B···O3Wxii0.79 (3)2.49 (3)3.0486 (15)129 (2)
O3W—H3A···O150.782 (19)1.947 (19)2.6909 (13)158.7 (17)
O3W—H3B···N4vi0.83 (2)2.05 (2)2.8713 (14)173.2 (18)
O4W—H4A···O30.790 (19)2.02 (2)2.7750 (12)158.5 (18)
O4W—H4B···N6iv0.81 (2)2.08 (2)2.8835 (13)171.3 (18)
O5W—H5A···O20.800 (19)1.95 (2)2.7507 (14)175.8 (18)
O5W—H5B···O9WAi0.717 (19)2.033 (19)2.7499 (18)178 (2)
O5W—H5B···O9WBi0.717 (19)1.89 (2)2.577 (7)162 (2)
O6W—H6A···O140.78 (2)1.95 (2)2.7304 (13)172.5 (19)
O6W—H6B···O2Wxi0.72 (2)2.14 (2)2.8428 (14)168 (2)
O7W—H7A···O11viii0.82 (2)2.13 (2)2.9414 (12)168.3 (18)
O7W—H7B···N20.81 (2)2.11 (2)2.9102 (13)174 (2)
O8WA—H8A···O80.82 (1)2.03 (1)2.8208 (15)162 (2)
O8WB—H8A···O80.87 (1)2.03 (1)2.822 (6)151 (2)
O8WA—H8B···O6Wii0.84 (1)1.95 (1)2.7782 (17)171 (2)
O8WB—H8B···O6Wii0.84 (1)1.95 (1)2.658 (6)142 (2)
O9WA—H9C···O120.83 (1)2.02 (1)2.8180 (14)161 (2)
O9WB—H9C···O120.86 (1)2.02 (1)2.807 (7)151 (2)
O9WA—H9D···O8WAvii0.82 (1)1.94 (1)2.749 (2)172 (2)
O9WB—H9D···O8WBvii0.87 (1)1.88 (1)2.712 (10)160 (2)
O10W—H10C···O7vii0.83 (2)2.12 (2)2.9399 (12)172.9 (18)
O10W—H10D···N80.80 (2)2.12 (2)2.9196 (13)171.7 (19)
Symmetry codes: (i) x+1, y, z; (ii) x+1, y+1, z+1; (iii) x, y+1, z; (iv) x+1, y+1, z; (v) x+2, y, z+1; (vi) x+1, y, z+1; (vii) x+1, y, z; (viii) x1, y, z; (ix) x+2, y+1, z+1; (x) x, y+1, z; (xi) x+1, y, z+1; (xii) x1, y, z1.
(III) catena-Poly[piperazine-1,4-diium [cobalt(II)-bis(µ-pyrazine-2,3-dicarboxylato)-κ3N</>1,O2:O3;κ3O3:N</>1,O2] hexahydrate] top
Crystal data top
(C4H12N2)[Co(C6H2N2O4)2]·6H2OF(000) = 610
Mr = 587.37Dx = 1.642 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 6.5238 (2) ÅCell parameters from 9483 reflections
b = 17.3808 (5) Åθ = 3.0–31.5°
c = 10.6599 (3) ŵ = 0.81 mm1
β = 100.656 (3)°T = 90 K
V = 1187.87 (6) Å3Lath, gold
Z = 20.44 × 0.11 × 0.04 mm
Data collection top
Bruker SMART APEXII
diffractometer
3297 independent reflections
Radiation source: fine-focus sealed tube3037 reflections with I > 2σ(I)
Detector resolution: 8.3 pixels mm-1Rint = 0.016
ω scansθmax = 29.6°, θmin = 3.1°
Absorption correction: multi-scan
SADABS (Krause et al., 2015)
h = 99
Tmin = 0.688, Tmax = 0.746k = 2424
15886 measured reflectionsl = 1414
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.026Hydrogen site location: mixed
wR(F2) = 0.068H atoms treated by a mixture of independent and constrained refinement
S = 1.08 w = 1/[σ2(Fo2) + (0.0323P)2 + 0.6413P]
where P = (Fo2 + 2Fc2)/3
3297 reflections(Δ/σ)max < 0.001
198 parametersΔρmax = 0.50 e Å3
9 restraintsΔρmin = 0.28 e Å3
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Co10.00000.00000.00000.01014 (6)
O10.23666 (12)0.04985 (5)0.12825 (7)0.01235 (15)
O20.55067 (13)0.02475 (5)0.24765 (8)0.01507 (16)
O30.80158 (13)0.13153 (5)0.30239 (8)0.01490 (16)
O40.92673 (12)0.06019 (5)0.15954 (8)0.01394 (16)
N10.23817 (14)0.08169 (5)0.00078 (9)0.01114 (17)
N20.57931 (15)0.17953 (6)0.03747 (9)0.01342 (18)
C10.41064 (16)0.06441 (6)0.08623 (10)0.01035 (19)
C20.58346 (16)0.11325 (6)0.10262 (10)0.01112 (19)
C30.40667 (18)0.19561 (7)0.04732 (11)0.0145 (2)
H30.40060.24190.09530.017*
C40.23572 (17)0.14636 (7)0.06702 (11)0.0138 (2)
H40.11630.15880.12920.017*
C50.40230 (17)0.00927 (6)0.16184 (10)0.01062 (19)
C60.78639 (17)0.09878 (6)0.19544 (10)0.0117 (2)
N30.09950 (16)0.07302 (6)0.49606 (10)0.0166 (2)
H3A0.019 (3)0.0943 (10)0.4241 (16)0.020*
H3B0.194 (3)0.1075 (10)0.5287 (16)0.020*
C70.20088 (19)0.00148 (7)0.46019 (12)0.0176 (2)
H7A0.29460.01970.53600.021*
H7B0.28580.01350.39470.021*
C80.03635 (19)0.05733 (7)0.59170 (11)0.0171 (2)
H8A0.10430.10560.61150.021*
H8B0.04980.03790.67170.021*
O1W0.22510 (15)0.31043 (6)0.23296 (9)0.0230 (2)
H1A0.285 (3)0.2712 (8)0.2771 (16)0.034 (5)*
H1B0.232 (3)0.3492 (8)0.2872 (16)0.044 (6)*
O2W0.35034 (15)0.19415 (6)0.59026 (10)0.0245 (2)
H2A0.471 (2)0.1953 (13)0.6459 (17)0.050 (6)*
H2B0.288 (3)0.2389 (8)0.591 (2)0.048 (6)*
O3W0.41755 (17)0.18273 (7)0.34547 (11)0.0301 (2)
H3C0.427 (3)0.1796 (11)0.4310 (9)0.036*
H3D0.5462 (19)0.1699 (13)0.3368 (19)0.048 (6)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.00694 (10)0.01250 (11)0.01014 (10)0.00044 (7)0.00061 (7)0.00097 (7)
O10.0094 (3)0.0135 (4)0.0131 (4)0.0011 (3)0.0006 (3)0.0016 (3)
O20.0121 (4)0.0182 (4)0.0132 (4)0.0005 (3)0.0021 (3)0.0033 (3)
O30.0137 (4)0.0170 (4)0.0127 (4)0.0006 (3)0.0011 (3)0.0024 (3)
O40.0099 (4)0.0181 (4)0.0133 (4)0.0007 (3)0.0008 (3)0.0005 (3)
N10.0094 (4)0.0131 (4)0.0105 (4)0.0006 (3)0.0007 (3)0.0001 (3)
N20.0119 (4)0.0136 (4)0.0141 (4)0.0005 (3)0.0007 (3)0.0008 (3)
C10.0090 (5)0.0125 (5)0.0093 (4)0.0004 (4)0.0012 (3)0.0004 (4)
C20.0092 (5)0.0134 (5)0.0104 (4)0.0003 (4)0.0010 (4)0.0006 (4)
C30.0135 (5)0.0141 (5)0.0149 (5)0.0005 (4)0.0006 (4)0.0027 (4)
C40.0113 (5)0.0155 (5)0.0135 (5)0.0009 (4)0.0008 (4)0.0021 (4)
C50.0102 (5)0.0124 (5)0.0095 (4)0.0007 (4)0.0026 (4)0.0007 (4)
C60.0097 (5)0.0127 (5)0.0120 (5)0.0019 (4)0.0004 (4)0.0018 (4)
N30.0141 (5)0.0189 (5)0.0152 (5)0.0019 (4)0.0017 (4)0.0009 (4)
C70.0120 (5)0.0260 (6)0.0147 (5)0.0029 (4)0.0026 (4)0.0001 (4)
C80.0171 (5)0.0208 (6)0.0126 (5)0.0033 (4)0.0005 (4)0.0028 (4)
O1W0.0223 (5)0.0210 (5)0.0252 (5)0.0014 (4)0.0032 (4)0.0049 (4)
O2W0.0208 (5)0.0186 (4)0.0304 (5)0.0039 (4)0.0045 (4)0.0031 (4)
O3W0.0228 (5)0.0381 (6)0.0288 (5)0.0095 (4)0.0035 (4)0.0044 (4)
Geometric parameters (Å, º) top
Co1—O1i2.0550 (8)C3—H30.9500
Co1—O12.0550 (8)C4—H40.9500
Co1—N1i2.1037 (9)N3—C71.4910 (16)
Co1—N12.1037 (9)N3—C81.4945 (16)
Co1—O4ii2.1251 (8)N3—H3A0.924 (17)
Co1—O4iii2.1251 (8)N3—H3B0.884 (18)
O1—C51.2846 (13)C7—C8v1.5111 (17)
O2—C51.2323 (14)C7—H7A0.9900
O3—C61.2616 (13)C7—H7B0.9900
O4—C61.2507 (13)C8—C7v1.5111 (17)
O4—Co1iv2.1251 (8)C8—H8A0.9900
N1—C41.3348 (14)C8—H8B0.9900
N1—C11.3443 (14)O1W—H1A0.879 (9)
N2—C31.3368 (15)O1W—H1B0.883 (9)
N2—C21.3428 (14)O2W—H2A0.896 (9)
C1—C21.3962 (15)O2W—H2B0.879 (9)
C1—C51.5195 (15)O3W—H3C0.904 (9)
C2—C61.5201 (15)O3W—H3D0.889 (9)
C3—C41.3907 (15)
O1i—Co1—O1180.0N1—C4—C3120.50 (10)
O1i—Co1—N1i79.54 (3)N1—C4—H4119.7
O1—Co1—N1i100.46 (3)C3—C4—H4119.7
O1i—Co1—N1100.46 (3)O2—C5—O1126.29 (10)
O1—Co1—N179.54 (3)O2—C5—C1118.52 (10)
N1i—Co1—N1180.0O1—C5—C1115.20 (9)
O1i—Co1—O4ii94.15 (3)O4—C6—O3125.37 (10)
O1—Co1—O4ii85.85 (3)O4—C6—C2119.23 (9)
N1i—Co1—O4ii93.45 (3)O3—C6—C2115.28 (10)
N1—Co1—O4ii86.55 (3)C7—N3—C8111.71 (9)
O1i—Co1—O4iii85.85 (3)C7—N3—H3A109.5 (10)
O1—Co1—O4iii94.15 (3)C8—N3—H3A108.6 (10)
N1i—Co1—O4iii86.55 (3)C7—N3—H3B110.9 (11)
N1—Co1—O4iii93.45 (3)C8—N3—H3B108.3 (11)
O4ii—Co1—O4iii180.00 (6)H3A—N3—H3B107.7 (15)
C5—O1—Co1116.34 (7)N3—C7—C8v109.84 (10)
C6—O4—Co1iv142.62 (7)N3—C7—H7A109.7
C4—N1—C1118.67 (10)C8v—C7—H7A109.7
C4—N1—Co1129.15 (8)N3—C7—H7B109.7
C1—N1—Co1112.14 (7)C8v—C7—H7B109.7
C3—N2—C2117.58 (10)H7A—C7—H7B108.2
N1—C1—C2120.28 (10)N3—C8—C7v110.15 (9)
N1—C1—C5116.12 (9)N3—C8—H8A109.6
C2—C1—C5123.60 (9)C7v—C8—H8A109.6
N2—C2—C1121.22 (10)N3—C8—H8B109.6
N2—C2—C6114.24 (9)C7v—C8—H8B109.6
C1—C2—C6124.52 (10)H8A—C8—H8B108.1
N2—C3—C4121.68 (10)H1A—O1W—H1B106.1 (16)
N2—C3—H3119.2H2A—O2W—H2B109.2 (18)
C4—C3—H3119.2H3C—O3W—H3D101.4 (16)
C4—N1—C1—C20.35 (15)Co1—O1—C5—O2171.09 (9)
Co1—N1—C1—C2178.34 (8)Co1—O1—C5—C19.00 (11)
C4—N1—C1—C5179.04 (9)N1—C1—C5—O2174.87 (10)
Co1—N1—C1—C51.05 (11)C2—C1—C5—O24.50 (16)
C3—N2—C2—C12.56 (16)N1—C1—C5—O15.22 (14)
C3—N2—C2—C6179.09 (10)C2—C1—C5—O1175.42 (10)
N1—C1—C2—N22.44 (16)Co1iv—O4—C6—O3175.61 (8)
C5—C1—C2—N2176.90 (10)Co1iv—O4—C6—C20.11 (18)
N1—C1—C2—C6179.39 (10)N2—C2—C6—O493.41 (12)
C5—C1—C2—C61.27 (16)C1—C2—C6—O488.31 (14)
C2—N2—C3—C40.75 (17)N2—C2—C6—O382.74 (12)
C1—N1—C4—C31.45 (16)C1—C2—C6—O395.55 (13)
Co1—N1—C4—C3176.16 (8)C8—N3—C7—C8v57.47 (13)
N2—C3—C4—N11.29 (18)C7—N3—C8—C7v57.65 (13)
Symmetry codes: (i) x, y, z; (ii) x1, y, z; (iii) x+1, y, z; (iv) x+1, y, z; (v) x, y, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N3—H3A···O3ii0.924 (17)1.851 (17)2.7549 (13)165.3 (15)
N3—H3B···O2W0.884 (18)1.868 (18)2.7405 (14)168.7 (16)
O1W—H1A···O3W0.88 (1)1.85 (1)2.7174 (15)171 (2)
O1W—H1B···O1vi0.88 (1)1.97 (1)2.8305 (12)166 (2)
O2W—H2A···O1Wvii0.90 (1)1.74 (1)2.6310 (14)170 (2)
O2W—H2B···N2viii0.88 (1)1.97 (1)2.8099 (13)158 (2)
O3W—H3C···O2W0.90 (1)1.87 (1)2.7321 (15)158 (2)
O3W—H3D···O30.89 (1)1.89 (1)2.7758 (13)172 (2)
Symmetry codes: (ii) x1, y, z; (vi) x+1/2, y+1/2, z+1/2; (vii) x+1/2, y+1/2, z+1/2; (viii) x1/2, y+1/2, z+1/2.
 

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