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Acta Cryst. (2007). E63, m2943-m2944    [ doi:10.1107/S160053680705578X ]

catena-Poly[[[mu]-5,5'-iminoditetrazolato-[kappa]3N,N':N''-bis[triaquazinc(II)]] bis[[triaquazinc(II)]-[mu]-5,5'-iminoditetrazolato-[kappa]3N,N':N''] dihydrate]

Z.-Q. Liu, W. Dong and S. W. Ng

Abstract top

The title compound, {[Zn2(C2HN9)2(H2O)6][Zn2(C2HN9)2(H2O)6]·2H2O}n, consists of one dinuclear [Zn(C2HN9)(H2O)3]2 molecule, in which the two C2HN9- monoanions each N,N'-chelate a [Zn(H2O)3] unit while using a third N atom to bind to the other triaquazinc unit. In the second [Zn(C2HN9)(H2O)3] unit, the monoanion similarly N,N'-chelates a triaquazinc unit, but the bridging interaction furnishes a zigzag chain structure. For both Zn centres, a mer-ZnN3O3 octahedral coordination arises. A network of N-H...N, O-H...N and O-H...O hydrogen bonds helps to establish the structure.

Comment top

Bis(5-tetrazolyl)amine is a high-nitrogen fuel; see Jones et al. (2006). Its synthesis in four steps, starting from cyanic chloride, is reported by Nedel'ko et al. (2005). The synthesis from sodium azide and sodium dicyanamide in water is reported by Marecek et al. (2004). For the crystal structures of the copper complexes, see Klapötke et al. (2006); Manfred et al. (2005). The structures of several metal derivatives have been deposited with the Cambridge Structural Database (Version 5.28, November 2006; Allen, 2002) as private communications. The title zinc derivative, (I), (Fig. 1) is readily synthesized from sodium azide, sodium dicyanamide and zinc chloride in a hydothermal reaction.

The complex structure of (I) consists of one dinuclear [Zn(C2HN9)2(H2O)3]2 moiety in which the two C2HN9− monoanions each N,N'-chelate to a Zn(H2O)3 triaquazinc unit while using its third nitrogen atom to bind to the other triaquazinc unit. In the second Zn(C2HN9)2(H2O)3 unit, the monoanion similarly N,N'-chelates to a triaquazinc unit, but the bridging interaction furnishes a zigzag chain structure (Fig. 1) For both zinc centres, a mer-ZnN3O3 octahedral coordination arises (Table 1). Two uncoordinated water molecules complete the structure. A complex network of N—H···N, O—H···N and O—H···O hydrogen bonds helps to establish the structure (Table 2).

Related literature top

For background literature on the ligand, see: Jones et al. (2006); Nedel'ko et al. (2005); Marecek et al. (2004). For related structures, see Klapötke et al. (2006); Manfred et al. (2005). For related literature, see: Allen (2002).

Experimental top

Zinc chloride (40.9 mg, 0.3 mmol), sodium azide (39.0 mg, 0.6 mmol), sodium dicyanamide (26.7 mg, 0.3 mmol) and water (10 ml) were heated in a 25-ml Teflon-lined, stainless-steel Parr bom at 433 K for 72 h. The bomb was then was cooled to room temperature at 10 K h−1; the colourless blocks of (I) that formed were separated manually.

Refinement top

All hydrogen atoms were located in a difference Fourier map, and were refined with distance restraints of O—H = N—H = 0.85 (1) Å; for the water H-atoms, the H···H distances were restrained to 1.39 (1) Å. Their Uiso values were refined.

Computing details top

Data collection: SMART (Bruker, 2006); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT (Bruker, 2006); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).

Figures top
[Figure 1] Fig. 1. View of a fragment of (I) depicting the coordination geometries of the two zinc atoms; displacement ellipsoids are drawn at the 70% probability level, and H atoms as spheres of arbitrary radius. Symmetry codes as in Table 1.
catena-poly[µ-5,5'-iminoditetrazolato-κ3N,N':N''-bis[triaquazinc(II)] bis[[triaquazinc(II)]-µ-5,5'-iminoditetrazolato-κ3N,N':N''] dihydrate] top
Crystal data top
[Zn2(C2HN9)2(H2O)6][Zn2(C2HN9)2(H2O)6]·2H2OF000 = 1128
Mr = 1118.18Dx = 2.107 Mg m−3
Orthorhombic, P21212Mo Kα radiation
λ = 0.71073 Å
Hall symbol: P 2 2abCell parameters from 9121 reflections
a = 10.1201 (1) Åθ = 1.7–27.5º
b = 23.7418 (3) ŵ = 2.81 mm−1
c = 7.3346 (1) ÅT = 295 (2) K
V = 1762.28 (4) Å3Block, colourless
Z = 20.32 × 0.17 × 0.06 mm
Data collection top
Bruker APEXII CCD
diffractometer		4048 independent reflections
Radiation source: fine-focus sealed tube3844 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.034
T = 295(2) Kθmax = 27.5º
φ and ω scansθmin = 1.7º
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −13→13
Tmin = 0.581, Tmax = 0.850k = −30→30
25915 measured reflectionsl = −9→8
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullAll H-atom parameters refined
R[F2 > 2σ(F2)] = 0.020  w = 1/[σ2(Fo2) + (0.0363P)2P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.054(Δ/σ)max = 0.001
S = 1.01Δρmax = 0.29 e Å−3
4048 reflectionsΔρmin = −0.43 e Å−3
345 parametersExtinction correction: none
22 restraintsAbsolute structure: Flack (1983), with 1710 Friedel pairs
Primary atom site location: structure-invariant direct methodsFlack parameter: 0.026 (8)
Secondary atom site location: difference Fourier map
Crystal data top
[Zn2(C2HN9)2(H2O)6][Zn2(C2HN9)2(H2O)6]·2H2OV = 1762.28 (4) Å3
Mr = 1118.18Z = 2
Orthorhombic, P21212Mo Kα
a = 10.1201 (1) ŵ = 2.81 mm−1
b = 23.7418 (3) ÅT = 295 (2) K
c = 7.3346 (1) Å0.32 × 0.17 × 0.06 mm
Data collection top
Bruker APEXII CCD
diffractometer		4048 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		3844 reflections with I > 2σ(I)
Tmin = 0.581, Tmax = 0.850Rint = 0.034
25915 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.020All H-atom parameters refined
wR(F2) = 0.054Δρmax = 0.29 e Å−3
S = 1.01Δρmin = −0.43 e Å−3
4048 reflectionsAbsolute structure: Flack (1983), with 1710 Friedel pairs
345 parametersFlack parameter: 0.026 (8)
22 restraints
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn10.49499 (2)0.66550 (1)0.47415 (3)0.01664 (6)
Zn20.36506 (2)0.93580 (1)0.01708 (3)0.01744 (7)
O10.4922 (2)0.6553 (1)0.7651 (2)0.0220 (3)
O20.6009 (2)0.5884 (1)0.4700 (3)0.0289 (4)
O30.5257 (2)0.6696 (1)0.1956 (2)0.0274 (4)
O40.3686 (2)0.9250 (1)0.3053 (2)0.0290 (4)
O50.1591 (1)0.9271 (1)0.0271 (3)0.0296 (4)
O60.3553 (2)0.9439 (1)−0.2721 (2)0.0250 (3)
O71.00001.0000−0.1726 (3)0.0292 (5)
O81.00001.00000.3201 (3)0.0287 (5)
N10.3582 (1)0.7342 (1)0.4689 (3)0.0199 (4)
N20.3877 (2)0.7884 (1)0.4371 (3)0.0286 (5)
N30.2826 (2)0.8193 (1)0.4451 (3)0.0285 (5)
N40.1772 (2)0.7861 (1)0.4804 (3)0.0194 (4)
N50.1544 (2)0.6870 (1)0.5283 (3)0.0263 (4)
N60.1094 (2)0.5914 (1)0.4621 (3)0.0265 (4)
N70.1864 (2)0.5479 (1)0.4106 (3)0.0272 (4)
N80.3081 (2)0.5631 (1)0.3983 (3)0.0240 (4)
N90.3177 (2)0.6185 (1)0.4429 (3)0.0192 (4)
N100.5769 (2)0.9319 (1)0.0183 (3)0.0175 (3)
N110.6602 (2)0.9751 (1)0.0585 (2)0.0186 (4)
N120.7751 (2)0.9552 (1)0.1032 (3)0.0225 (4)
N130.7735 (2)0.8986 (1)0.0949 (3)0.0223 (4)
N140.6126 (2)0.8310 (1)0.0127 (3)0.0262 (4)
N150.4512 (2)0.7600 (1)−0.0351 (3)0.0270 (4)
N160.3182 (2)0.7617 (1)−0.0593 (3)0.0277 (5)
N170.2775 (2)0.8133 (1)−0.0559 (3)0.0269 (4)
N180.3817 (2)0.8482 (1)−0.0277 (3)0.0215 (4)
C10.22764 (2)0.7341 (1)0.4936 (3)0.0168 (4)
C20.19376 (2)0.6338 (1)0.4795 (3)0.0191 (4)
C30.65014 (2)0.8860 (1)0.0409 (3)0.0178 (4)
C40.48487 (2)0.8141 (1)−0.0158 (3)0.0188 (4)
H50.073 (1)0.691 (1)0.543 (4)0.03 (1)*
H140.671 (2)0.807 (1)0.025 (3)0.02 (1)*
H110.423 (2)0.641 (1)0.810 (4)0.04 (1)*
H120.505 (3)0.688 (1)0.807 (4)0.05 (1)*
H210.667 (2)0.580 (1)0.406 (4)0.08 (1)*
H220.571 (2)0.560 (1)0.526 (3)0.04 (1)*
H310.496 (3)0.702 (1)0.167 (5)0.08 (1)*
H320.608 (1)0.669 (1)0.173 (4)0.05 (1)*
H410.333 (3)0.894 (1)0.343 (5)0.09 (2)*
H420.448 (2)0.927 (2)0.345 (6)0.11 (2)*
H510.119 (2)0.905 (1)0.095 (3)0.04 (1)*
H520.112 (2)0.946 (1)−0.043 (3)0.03 (1)*
H610.429 (2)0.931 (1)−0.310 (5)0.10 (2)*
H620.345 (3)0.977 (1)−0.320 (4)0.04 (1)*
H71.055 (2)1.018 (1)−0.236 (4)0.05 (1)*
H81.066 (2)1.007 (2)0.253 (4)0.06 (1)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0119 (1)0.0156 (1)0.0225 (1)0.0007 (1)0.0007 (1)0.0002 (1)
Zn20.0152 (1)0.0136 (1)0.0236 (1)0.0002 (1)−0.0010 (1)0.0002 (1)
O10.021 (1)0.021 (1)0.025 (1)−0.005 (1)0.004 (1)−0.001 (1)
O20.022 (1)0.019 (1)0.046 (1)0.004 (1)0.006 (1)0.002 (1)
O30.023 (1)0.033 (1)0.026 (1)0.005 (1)0.005 (1)0.003 (1)
O40.034 (1)0.029 (1)0.024 (1)−0.005 (1)0.000 (1)0.005 (1)
O50.016 (1)0.024 (1)0.049 (1)−0.002 (1)0.001 (1)0.007 (1)
O60.029 (1)0.022 (1)0.023 (1)0.005 (7)−0.001 (1)0.003 (1)
O70.024 (1)0.032 (1)0.031 (1)−0.004 (1)0.0000.000
O80.025 (1)0.031 (1)0.030 (1)−0.003 (1)0.0000.000
N10.011 (1)0.015 (1)0.033 (1)0.000 (1)0.001 (1)0.000 (1)
N20.014 (1)0.016 (1)0.056 (1)0.001 (1)0.003 (1)0.004 (1)
N30.014 (1)0.018 (1)0.053 (1)0.000 (1)0.004 (1)0.006 (1)
N40.013 (1)0.015 (1)0.031 (1)−0.001 (1)0.000 (1)0.001 (1)
N50.011 (1)0.015 (1)0.053 (1)0.002 (1)0.008 (1)−0.001 (1)
N60.016 (1)0.019 (1)0.045 (1)−0.002 (1)−0.001 (1)−0.002 (1)
N70.019 (1)0.019 (1)0.044 (1)−0.002 (1)−0.001 (1)−0.009 (1)
N80.020 (1)0.019 (1)0.033 (1)0.000 (1)0.001 (1)−0.006 (1)
N90.014 (1)0.015 (1)0.029 (1)0.001 (1)0.000 (1)−0.004 (1)
N100.015 (1)0.012 (1)0.026 (1)−0.001 (1)−0.002 (1)0.000 (1)
N110.015 (1)0.015 (1)0.025 (1)0.000 (1)−0.002 (1)0.001 (1)
N120.018 (1)0.016 (1)0.034 (1)0.001 (1)−0.006 (1)0.002 (1)
N130.016 (1)0.016 (1)0.035 (1)−0.001 (1)−0.005 (1)0.001 (1)
N140.015 (1)0.012 (1)0.052 (1)0.002 (1)−0.008 (1)−0.002 (1)
N150.021 (1)0.014 (1)0.046 (1)0.000 (1)−0.006 (1)−0.001 (1)
N160.019 (1)0.014 (1)0.050 (1)−0.002 (1)−0.007 (1)−0.002 (1)
N170.019 (1)0.018 (1)0.044 (1)−0.003 (1)−0.007 (1)−0.002 (1)
N180.018 (1)0.017 (1)0.030 (1)−0.001 (1)−0.004 (1)−0.002 (1)
C10.011 (1)0.017 (1)0.022 (1)0.002 (1)0.000 (1)0.000 (1)
C20.014 (1)0.017 (1)0.026 (1)0.001 (1)0.001 (1)0.000 (1)
C30.016 (1)0.016 (1)0.022 (1)0.000 (1)−0.002 (1)0.000 (1)
C40.018 (1)0.014 (1)0.024 (1)−0.001 (1)−0.003 (1)−0.001 (1)
Geometric parameters (Å, °) top
Zn1—O22.122 (2)N10—N111.360 (2)
Zn1—O12.148 (2)N11—N121.297 (2)
Zn1—O32.069 (2)N12—N131.345 (2)
Zn1—N12.140 (2)N13—C31.343 (3)
Zn1—N4i2.199 (2)N14—C41.369 (2)
Zn1—N92.125 (2)N14—C31.375 (3)
Zn2—O42.130 (2)N15—C41.336 (2)
Zn2—O52.096 (1)N15—N161.359 (2)
Zn2—O62.132 (2)N16—N171.291 (2)
Zn2—N102.146 (2)N17—N181.357 (2)
Zn2—N11ii2.152 (2)N18—C41.324 (2)
Zn2—N182.113 (2)O1—H110.85 (1)
N1—C11.334 (2)O1—H120.85 (1)
N1—N21.341 (2)O2—H210.84 (1)
N2—N31.293 (2)O2—H220.84 (1)
N3—N41.351 (2)O3—H310.85 (1)
N4—C11.338 (2)O3—H320.85 (1)
N5—C11.366 (2)O4—H410.86 (1)
N5—C21.371 (2)O4—H420.86 (1)
N6—C21.326 (3)O5—H510.82 (1)
N6—N71.350 (2)O5—H520.83 (1)
N7—N81.287 (3)O6—H610.86 (1)
N8—N91.360 (2)O6—H620.86 (1)
N9—C21.333 (2)O7—H70.84 (1)
N10—C31.329 (2)O8—H80.84 (1)
O3—Zn1—O287.17 (7)N11—N10—Zn2126.0 (2)
O3—Zn1—N992.61 (7)N12—N11—N10109.6 (2)
O2—Zn1—N988.41 (6)N12—N11—Zn2ii120.1 (1)
O3—Zn1—N192.48 (7)N10—N11—Zn2ii129.6 (1)
O2—Zn1—N1169.88 (6)N11—N12—N13110.0 (2)
N9—Zn1—N181.50 (6)C3—N13—N12104.3 (2)
O3—Zn1—O1171.28 (6)C4—N14—C3124.2 (2)
O2—Zn1—O185.62 (7)C4—N15—N16103.7 (2)
N9—Zn1—O192.09 (6)N17—N16—N15110.1 (2)
N1—Zn1—O195.47 (7)N16—N17—N18109.5 (2)
O3—Zn1—N4i89.94 (7)C4—N18—N17104.5 (2)
O2—Zn1—N4i91.70 (6)C4—N18—Zn2130.8 (1)
N9—Zn1—N4i177.45 (7)N17—N18—Zn2124.3 (1)
N1—Zn1—N4i98.42 (6)N1—C1—N4111.5 (2)
O1—Zn1—N4i85.38 (7)N1—C1—N5124.3 (2)
O5—Zn2—N1889.26 (6)N4—C1—N5124.2 (2)
O5—Zn2—O488.29 (7)N6—C2—N9112.3 (2)
N18—Zn2—O491.94 (7)N6—C2—N5122.5 (2)
O5—Zn2—O689.87 (7)N9—C2—N5125.2 (2)
N18—Zn2—O686.46 (7)N10—C3—N13111.9 (2)
O4—Zn2—O6177.58 (6)N10—C3—N14127.3 (2)
O5—Zn2—N10171.56 (6)N13—C3—N14120.8 (2)
N18—Zn2—N1083.05 (6)N18—C4—N15112.3 (2)
O4—Zn2—N1088.49 (7)N18—C4—N14125.1 (2)
O6—Zn2—N1093.12 (7)N15—C4—N14122.6 (2)
O5—Zn2—N11ii88.51 (6)Zn1—O1—H11116 (2)
N18—Zn2—N11ii177.60 (6)Zn1—O1—H12105 (2)
O4—Zn2—N11ii88.90 (7)H11—O1—H12112 (2)
O6—Zn2—N11ii92.63 (6)Zn1—O2—H21128 (2)
N10—Zn2—N11ii99.22 (6)Zn1—O2—H22120 (2)
C1—N1—N2104.2 (2)H21—O2—H22111 (2)
C1—N1—Zn1129.6 (1)Zn1—O3—H31103 (3)
N2—N1—Zn1126.2 (1)Zn1—O3—H32110 (2)
N3—N2—N1110.6 (2)H31—O3—H32108 (2)
N2—N3—N4109.2 (2)Zn2—O4—H41114 (3)
C1—N4—N3104.5 (2)Zn2—O4—H42111 (3)
C1—N4—Zn1iii142.3 (1)H41—O4—H42109 (2)
N3—N4—Zn1iii112.7 (1)Zn2—O5—H51125 (2)
C1—N5—C2123.2 (2)Zn2—O5—H52120 (2)
C2—N6—N7103.7 (2)H51—O5—H52116 (2)
N8—N7—N6110.9 (2)Zn2—O6—H61104 (3)
N7—N8—N9108.9 (2)Zn2—O6—H62120 (2)
C2—N9—N8104.2 (2)H61—O6—H62108 (2)
C2—N9—Zn1129.0 (1)C1—N5—H5118 (2)
N8—N9—Zn1126.4 (1)C2—N5—H5115 (2)
C3—N10—N11104.3 (2)C4—N14—H14119 (2)
C3—N10—Zn2126.4 (1)C3—N14—H14116 (2)
O3—Zn1—N1—C1109.4 (2)N16—N17—N18—C40.3 (3)
O2—Zn1—N1—C121.6 (6)N16—N17—N18—Zn2−173.2 (2)
N9—Zn1—N1—C117.11 (19)O5—Zn2—N18—C4−164.9 (2)
O1—Zn1—N1—C1−74.2 (2)O4—Zn2—N18—C4−76.6 (2)
N4i—Zn1—N1—C1−160.3 (2)O6—Zn2—N18—C4105.2 (2)
O3—Zn1—N1—N2−69.9 (2)N10—Zn2—N18—C411.6 (2)
O2—Zn1—N1—N2−157.8 (4)O5—Zn2—N18—N176.7 (2)
N9—Zn1—N1—N2−162.2 (2)O4—Zn2—N18—N1795.0 (2)
O1—Zn1—N1—N2106.5 (2)O6—Zn2—N18—N17−83.2 (2)
N4i—Zn1—N1—N220.4 (2)N10—Zn2—N18—N17−176.8 (2)
C1—N1—N2—N31.1 (3)N2—N1—C1—N4−0.8 (3)
Zn1—N1—N2—N3−179.5 (2)Zn1—N1—C1—N4179.8 (2)
N1—N2—N3—N4−1.0 (3)N2—N1—C1—N5179.3 (2)
N2—N3—N4—C10.4 (3)Zn1—N1—C1—N5−0.2 (3)
N2—N3—N4—Zn1iii174.0 (2)N3—N4—C1—N10.3 (3)
C2—N6—N7—N80.1 (3)Zn1iii—N4—C1—N1−170.0 (2)
N6—N7—N8—N90.3 (3)N3—N4—C1—N5−179.8 (2)
N7—N8—N9—C2−0.6 (2)Zn1iii—N4—C1—N59.9 (4)
N7—N8—N9—Zn1173.3 (2)C2—N5—C1—N1−24.1 (4)
O3—Zn1—N9—C2−112.6 (2)C2—N5—C1—N4156.0 (2)
O2—Zn1—N9—C2160.3 (2)N7—N6—C2—N9−0.5 (3)
N1—Zn1—N9—C2−20.5 (2)N7—N6—C2—N5179.0 (2)
O1—Zn1—N9—C274.7 (2)N8—N9—C2—N60.7 (3)
O3—Zn1—N9—N875.0 (2)Zn1—N9—C2—N6−173.0 (2)
O2—Zn1—N9—N8−12.1 (2)N8—N9—C2—N5−178.8 (2)
N1—Zn1—N9—N8167.1 (2)Zn1—N9—C2—N57.5 (3)
O1—Zn1—N9—N8−97.7 (2)C1—N5—C2—N6−159.0 (2)
N18—Zn2—N10—C3−17.7 (2)C1—N5—C2—N920.4 (4)
O4—Zn2—N10—C374.4 (2)N11—N10—C3—N130.8 (2)
O6—Zn2—N10—C3−103.8 (2)Zn2—N10—C3—N13−159.4 (2)
N11ii—Zn2—N10—C3163.0 (2)N11—N10—C3—N14−178.3 (2)
N18—Zn2—N10—N11−173.7 (2)Zn2—N10—C3—N1421.6 (3)
O4—Zn2—N10—N11−81.6 (2)N12—N13—C3—N10−0.7 (3)
O6—Zn2—N10—N11100.3 (2)N12—N13—C3—N14178.4 (2)
N11ii—Zn2—N10—N117.1 (2)C4—N14—C3—N10−11.1 (4)
C3—N10—N11—N12−0.5 (2)C4—N14—C3—N13169.9 (2)
Zn2—N10—N11—N12159.7 (2)N17—N18—C4—N150.1 (3)
C3—N10—N11—Zn2ii169.1 (2)Zn2—N18—C4—N15172.9 (2)
Zn2—N10—N11—Zn2ii−30.7 (2)N17—N18—C4—N14180.0 (2)
N10—N11—N12—N130.1 (2)Zn2—N18—C4—N14−7.1 (4)
Zn2ii—N11—N12—N13−170.7 (1)N16—N15—C4—N18−0.4 (3)
N11—N12—N13—C30.4 (2)N16—N15—C4—N14179.7 (2)
C4—N15—N16—N170.6 (3)C3—N14—C4—N183.0 (4)
N15—N16—N17—N18−0.5 (3)C3—N14—C4—N15−177.1 (2)
Symmetry codes: (i) x+1/2, −y+3/2, −z+1; (ii) −x+1, −y+2, z; (iii) x−1/2, −y+3/2, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
N5—H5···N2iii0.84 (1)1.94 (1)2.773 (2)171 (3)
N14—H14···N16iv0.82 (1)2.23 (1)3.049 (2)176 (2)
O1—H11···N13iii0.85 (1)1.91 (1)2.754 (2)175 (2)
O1—H12···N15v0.85 (1)2.14 (2)2.915 (2)153 (2)
O2—H21···O6iv0.84 (1)2.22 (1)3.053 (2)172 (4)
O2—H22···O8iii0.84 (1)1.96 (1)2.796 (2)173 (3)
O3—H31···N150.85 (1)2.07 (2)2.835 (3)148 (3)
O3—H32···N17iv0.85 (1)1.96 (1)2.776 (2)160 (3)
O4—H41···N30.86 (1)2.00 (1)2.847 (2)169 (3)
O4—H42···N6i0.86 (1)2.20 (2)3.000 (3)155 (3)
O5—H51···O1iii0.82 (1)2.19 (1)3.000 (2)170 (2)
O5—H52···O7vi0.83 (1)1.96 (1)2.781 (2)169 (3)
O6—H61···N6iv0.86 (1)2.20 (1)3.042 (3)167 (3)
O6—H62···N7vii0.86 (1)1.84 (1)2.701 (2)176 (3)
O7—H7···N8viii0.84 (1)2.12 (1)2.959 (2)179 (3)
O8—H8···N12ix0.84 (1)2.15 (1)2.974 (2)166 (4)
Symmetry codes: (iii) x−1/2, −y+3/2, −z+1; (iv) x+1/2, −y+3/2, −z; (v) x, y, z+1; (i) x+1/2, −y+3/2, −z+1; (vi) x−1, y, z; (vii) −x+1/2, y+1/2, −z; (viii) −x+3/2, y+1/2, −z; (ix) −x+2, −y+2, z.
Table 1
Selected geometric parameters (Å) top
Zn1—O22.122 (2)Zn2—O42.130 (2)
Zn1—O12.148 (2)Zn2—O52.096 (1)
Zn1—O32.069 (2)Zn2—O62.132 (2)
Zn1—N12.140 (2)Zn2—N102.146 (2)
Zn1—N4i2.199 (2)Zn2—N11ii2.152 (2)
Zn1—N92.125 (2)Zn2—N182.113 (2)
Symmetry codes: (i) x+1/2, −y+3/2, −z+1; (ii) −x+1, −y+2, z.
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
N5—H5···N2iii0.84 (1)1.94 (1)2.773 (2)171 (3)
N14—H14···N16iv0.82 (1)2.23 (1)3.049 (2)176 (2)
O1—H11···N13iii0.85 (1)1.91 (1)2.754 (2)175 (2)
O1—H12···N15v0.85 (1)2.14 (2)2.915 (2)153 (2)
O2—H21···O6iv0.84 (1)2.22 (1)3.053 (2)172 (4)
O2—H22···O8iii0.84 (1)1.96 (1)2.796 (2)173 (3)
O3—H31···N150.85 (1)2.07 (2)2.835 (3)148 (3)
O3—H32···N17iv0.85 (1)1.96 (1)2.776 (2)160 (3)
O4—H41···N30.86 (1)2.00 (1)2.847 (2)169 (3)
O4—H42···N6i0.86 (1)2.20 (2)3.000 (3)155 (3)
O5—H51···O1iii0.82 (1)2.19 (1)3.000 (2)170 (2)
O5—H52···O7vi0.83 (1)1.96 (1)2.781 (2)169 (3)
O6—H61···N6iv0.86 (1)2.20 (1)3.042 (3)167 (3)
O6—H62···N7vii0.86 (1)1.84 (1)2.701 (2)176 (3)
O7—H7···N8viii0.84 (1)2.12 (1)2.959 (2)179 (3)
O8—H8···N12ix0.84 (1)2.15 (1)2.974 (2)166 (4)
Symmetry codes: (iii) x−1/2, −y+3/2, −z+1; (iv) x+1/2, −y+3/2, −z; (v) x, y, z+1; (i) x+1/2, −y+3/2, −z+1; (vi) x−1, y, z; (vii) −x+1/2, y+1/2, −z; (viii) −x+3/2, y+1/2, −z; (ix) −x+2, −y+2, z.
Acknowledgements top

The authors thank Guangzhou University and the University of Malaya for supporting this study.

references
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