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Acta Crystallogr Sect E Struct Rep Online. 2010 November 1; 66(Pt 11): m1356.
Published online 2010 October 2. doi:  10.1107/S1600536810038730
PMCID: PMC3009181

(μ-Ethane-1,2-diamine-κ2 N:N′)bis­[bis­(ethane-1,2-diamine-κ2 N,N′)zinc(II)] tetra­kis­(perchlorate)

Abstract

In the title salt, [Zn2(C2H8N2)5](ClO4)4, an ethyl­enediamine mol­ecule bridges two bis­(ethyl­enediamine)­zinc units; the five-coordinate Zn atoms show a trigonal–bipyramidal coordination geometry that is distorted towards square-pyramidal (that of one Zn atom is distorted by 12% and that of the other by 34%). The perchlorate ions are all disordered over two positions in a 1:1 ratio. The cation inter­acts weakly with the anion by N—H(...)O hydrogen bonds, generating a three-dimensional network.

Related literature

For other μ-(ethyl­enediamine)­bis­[bis­(ethyl­enediamine)­zinc(II)] salts, see: Khan et al. (2003 [triangle]); Natarajan et al. (2006 [triangle]); Qi et al. (2007 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-m1356-scheme1.jpg

Experimental

Crystal data

  • [Zn2(C2H8N2)5](ClO4)4
  • M r = 829.06
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-m1356-efi1.jpg
  • a = 15.6297 (8) Å
  • b = 14.3133 (7) Å
  • c = 15.6811 (8) Å
  • β = 119.636 (1)°
  • V = 3049.1 (3) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 2.01 mm−1
  • T = 248 K
  • 0.45 × 0.40 × 0.10 mm

Data collection

  • Bruker SMART APEX diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.711, T max = 1.000
  • 14146 measured reflections
  • 6543 independent reflections
  • 4259 reflections with I > 2σ(I)
  • R int = 0.029

Refinement

  • R[F 2 > 2σ(F 2)] = 0.056
  • wR(F 2) = 0.186
  • S = 1.05
  • 6543 reflections
  • 535 parameters
  • 293 restraints
  • H-atom parameters constrained
  • Δρmax = 1.06 e Å−3
  • Δρmin = −0.83 e Å−3

Data collection: SMART (Bruker, 2003 [triangle]); cell refinement: SAINT (Bruker, 2003 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: X-SEED (Barbour, 2001 [triangle]); software used to prepare material for publication: publCIF (Westrip, 2010 [triangle]).

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810038730/hg2718sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810038730/hg2718Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

We thank Hunan University of Science and Engineering and the University of Malaya for supporting this study.

supplementary crystallographic information

Comment

The zinc(II) cation furnishes a number of compounds with ethylenediamine, and there are serveral salts having the atom chelated by either two or three of the ligands. There is a much smaller number of compounds having the ligand behaving in a bridging mode, and the title zinc perchlorate complex (Scheme I) is an unusual example of a 1:1.5 adduct. µ-(Ethane-1,2-diamine)-bis[bis(ethane-1,2-diamine)zinc(II)] tetrakisperchlorate (Fig. 1) which is a dinuclear compound with the metal atoms in a five-coordinate environment. The geometries are both trigonal bipyramidal,but one is distorted towards a square pyramid 12% and whereas the other is distorted by 34% (along the Berry pseudorotation pathway). The perchlorate anions are only weakly linked to the dinuclear unit by hydrogen bonds; the anions are all disordered in their oxygen atoms.

Other µ-(ethylenediamine)-bis[bis(ethylenediamine)zinc(II)] tetracations have been reported, but the counterions are the extremely large polyoxometallate counterions (Khan et al., 2003; Natarajan et al., 2006; Qi et al., 2007).

Experimental

A methanol solution (10 ml) of diaminoethane (1.20 g, 0.02 mol) was added to a methanol solution (50 ml) of zinc acetate (2.48 g, 0.01 mol). The mixture was filtered, and to the solution was added an aqueous solution of sodium perchlorate (2.44 g, 0.02 mol). After several days, colorless crystals were separated from solution.

Refinement

Carbon-bound and nitrogen H-atoms were placed in calculated positions (C–H 0.98 Å, N–H 0.86 Å) and were included in the refinement in the riding model approximation, with U(H) set tied as 1.2U(C).

The ethyl portion of two ethylenediamine units are disordered over two positions; the N–C distances in the disordered units were tightly restrained to 1.470±0.005 Å and the C–C distances to 1.540±0.005 Å.

The perchlorate ions are all disordered over two positions; as the disorder refined to a nearly 1:1 ratio, the ratio was fixed as exactly 1:1. The Cl–O distance was tightly restrained to 1.410±0.005 Å and the O···O distance to 2.30±0.010 Å; the anisotropic temperature factors were restrained to be nearly isotropic.

Some 293 restraints are necessary to stabilize the refinement. The final difference Fourier map had a peak in the vicinity of O11.

Figures

Fig. 1.
Thermal ellipsoid plot (Barbour, 2001) of [Zn2(C2H8N2)5] 4[ClO4] the 50% probability level; hydrogen atoms are shown as spheres of arbitrary radius. The disorder in the ethylenediamine perchlorate parts is not shown.

Crystal data

[Zn2(C2H8N2)5](ClO4)4F(000) = 1704
Mr = 829.06Dx = 1.806 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 4985 reflections
a = 15.6297 (8) Åθ = 2.6–26.9°
b = 14.3133 (7) ŵ = 2.01 mm1
c = 15.6811 (8) ÅT = 248 K
β = 119.636 (1)°Prism, colorless
V = 3049.1 (3) Å30.45 × 0.40 × 0.10 mm
Z = 4

Data collection

Bruker SMART APEX diffractometer6543 independent reflections
Radiation source: fine-focus sealed tube4259 reflections with I > 2σ(I)
graphiteRint = 0.029
[var phi] and ω scansθmax = 27.1°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −19→17
Tmin = 0.711, Tmax = 1.000k = −18→17
14146 measured reflectionsl = −20→15

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.056Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.186H-atom parameters constrained
S = 1.05w = 1/[σ2(Fo2) + (0.1053P)2 + 3.3033P] where P = (Fo2 + 2Fc2)/3
6543 reflections(Δ/σ)max = 0.001
535 parametersΔρmax = 1.06 e Å3
293 restraintsΔρmin = −0.83 e Å3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/UeqOcc. (<1)
Zn10.30084 (4)0.63583 (4)0.51082 (4)0.03254 (19)
Zn20.33807 (4)0.63741 (4)0.06722 (4)0.0331 (2)
Cl10.60325 (9)0.61482 (11)0.44862 (11)0.0460 (4)
Cl20.56091 (10)0.60846 (13)0.89575 (12)0.0568 (4)
Cl30.31237 (11)0.85357 (11)0.78206 (11)0.0503 (4)
Cl40.12173 (11)0.43344 (11)0.18233 (13)0.0558 (4)
O10.5436 (10)0.6079 (13)0.4913 (11)0.166 (8)0.50
O20.5520 (8)0.5753 (7)0.3528 (5)0.096 (4)0.50
O30.6263 (10)0.7073 (5)0.4396 (12)0.134 (6)0.50
O40.6906 (7)0.5627 (9)0.5042 (10)0.064 (5)0.50
O50.6386 (7)0.5439 (7)0.9279 (10)0.067 (4)0.50
O60.5554 (11)0.6492 (11)0.9740 (8)0.147 (7)0.50
O70.5853 (8)0.6838 (6)0.8500 (9)0.101 (4)0.50
O80.4708 (6)0.5706 (8)0.8249 (7)0.058 (4)0.50
O90.3829 (8)0.9031 (9)0.7681 (10)0.072 (5)0.50
O100.2323 (5)0.9136 (6)0.7589 (8)0.073 (3)0.50
O110.3578 (8)0.8256 (8)0.8813 (4)0.083 (3)0.50
O120.2798 (7)0.7759 (6)0.7193 (7)0.059 (3)0.50
O130.0504 (7)0.3625 (6)0.1359 (8)0.061 (3)0.50
O140.1800 (7)0.4358 (7)0.1363 (7)0.070 (3)0.50
O150.0743 (7)0.5201 (5)0.1690 (11)0.102 (4)0.50
O160.1829 (8)0.4167 (9)0.2828 (4)0.102 (4)0.50
O1'0.6889 (7)0.5608 (9)0.4831 (11)0.066 (5)0.50
O2'0.5760 (11)0.6527 (11)0.3559 (6)0.131 (5)0.50
O3'0.5263 (6)0.5629 (6)0.4472 (10)0.087 (4)0.50
O4'0.6187 (8)0.6913 (6)0.5127 (7)0.091 (4)0.50
O5'0.6431 (7)0.5608 (8)0.9030 (10)0.068 (4)0.50
O6'0.5437 (8)0.5684 (7)0.9710 (6)0.091 (4)0.50
O7'0.5763 (9)0.7031 (4)0.9143 (10)0.111 (5)0.50
O8'0.4770 (8)0.5879 (10)0.8053 (6)0.077 (5)0.50
O9'0.3966 (7)0.9009 (10)0.7969 (11)0.079 (5)0.50
O10'0.2289 (8)0.8949 (12)0.7013 (10)0.205 (10)0.50
O11'0.2965 (13)0.8605 (11)0.8627 (9)0.133 (6)0.50
O12'0.3136 (12)0.7583 (5)0.7605 (12)0.123 (7)0.50
O13'0.0736 (10)0.3482 (6)0.1748 (12)0.121 (7)0.50
O14'0.2207 (5)0.4184 (11)0.2095 (14)0.153 (7)0.50
O15'0.0743 (12)0.4832 (12)0.0934 (8)0.187 (8)0.50
O16'0.1178 (12)0.4898 (11)0.2541 (11)0.132 (5)0.50
N10.4573 (3)0.6420 (3)0.6072 (4)0.0443 (12)
H110.47560.59970.65180.053*0.50
H120.48770.63320.57480.053*0.50
H130.47180.62730.66600.053*0.50
H140.48680.60400.58790.053*0.50
N20.3132 (3)0.7821 (3)0.5284 (4)0.0449 (11)
H210.27680.81010.47360.054*0.50
H220.29700.80040.57070.054*0.50
H230.29330.80760.47200.054*0.50
H240.27520.80080.55000.054*0.50
N30.2715 (3)0.5914 (3)0.6223 (3)0.0409 (11)
H310.29140.53480.63890.049*
H320.30220.62640.67310.049*
N40.1433 (3)0.6078 (4)0.4212 (3)0.0460 (12)
H410.11130.65950.40160.055*
H420.13210.57540.37050.055*
N50.3141 (4)0.6054 (4)0.3861 (3)0.0468 (12)
H510.37480.59410.40410.056*
H520.28050.55620.35780.056*
N60.3390 (4)0.6155 (4)0.2026 (4)0.0585 (15)
H610.32950.55710.20750.070*
H620.39660.62940.25000.070*
N70.4950 (3)0.6368 (3)0.1374 (3)0.0377 (10)
H710.51990.62170.19820.045*0.50
H720.51460.59710.10950.045*0.50
H730.51940.59870.18620.045*0.50
H740.51420.62020.09680.045*0.50
N80.3566 (3)0.7837 (3)0.0730 (3)0.0438 (11)
H810.34240.80510.01630.053*0.50
H820.31890.81020.09130.053*0.50
H830.31490.80810.01780.053*0.50
H840.34640.80680.11790.053*0.50
N90.3228 (3)0.6115 (4)−0.0745 (3)0.0506 (13)
H910.35260.6543−0.08840.061*
H920.34860.5585−0.07460.061*
N100.1871 (3)0.5977 (4)−0.0105 (3)0.0461 (12)
H1010.17540.55790.02350.055*
H1020.15070.6459−0.02000.055*
C10.4788 (10)0.7355 (6)0.6515 (10)0.058 (3)0.50
H1A0.54920.74980.68210.070*0.50
H1B0.45800.74120.70090.070*0.50
C20.4179 (5)0.7996 (11)0.5634 (10)0.055 (4)0.50
H2A0.43370.86520.58300.066*0.50
H2B0.43310.78670.51100.066*0.50
C30.1651 (3)0.5971 (5)0.5848 (4)0.0490 (15)
H3A0.14550.66240.58310.059*
H3B0.14770.56220.62780.059*
C40.1117 (4)0.5559 (4)0.4816 (3)0.0460 (14)
H4A0.12820.48950.48360.055*
H4B0.04040.56150.45390.055*
C50.2795 (6)0.6828 (4)0.3168 (4)0.0618 (19)
H5A0.32550.73480.34740.074*
H5B0.21590.70300.30870.074*
C60.2663 (5)0.6687 (5)0.2151 (4)0.0585 (17)
H6A0.20240.63830.17510.070*
H6B0.26180.73070.18680.070*
C70.5257 (10)0.7313 (5)0.1286 (10)0.043 (3)0.50
H7A0.51820.74020.06320.052*0.50
H7B0.59510.74090.17750.052*0.50
C80.4610 (5)0.8015 (9)0.1450 (8)0.046 (3)0.50
H8A0.47160.79500.21170.056*0.50
H8B0.47870.86540.13710.056*0.50
C90.2178 (4)0.6113 (5)−0.1472 (4)0.0574 (17)
H9A0.20740.5823−0.20830.069*
H9B0.19280.6755−0.16170.069*
C100.1636 (4)0.5561 (5)−0.1053 (4)0.0563 (17)
H10A0.09250.5586−0.15050.068*
H10B0.18440.4906−0.09630.068*
C1'0.4867 (9)0.7386 (5)0.6036 (12)0.058 (3)0.50
H1'A0.49730.74480.54730.070*0.50
H1'B0.54990.75050.66290.070*0.50
C2'0.4137 (5)0.8140 (11)0.5957 (12)0.055 (4)0.50
H2'A0.42130.82620.66060.066*0.50
H2'B0.42680.87220.57130.066*0.50
C7'0.5261 (10)0.7331 (5)0.1712 (8)0.043 (3)0.50
H7'A0.59350.74240.18390.052*0.50
H7'B0.52580.74310.23290.052*0.50
C8'0.4578 (5)0.8049 (9)0.0949 (10)0.046 (3)0.50
H8'A0.47620.86840.12110.056*0.50
H8'B0.46280.80030.03520.056*0.50

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Zn10.0298 (3)0.0409 (4)0.0276 (3)0.0003 (2)0.0147 (3)−0.0005 (2)
Zn20.0274 (3)0.0432 (4)0.0292 (3)−0.0020 (2)0.0144 (3)0.0004 (2)
Cl10.0314 (7)0.0538 (9)0.0481 (8)−0.0001 (6)0.0161 (6)0.0014 (7)
Cl20.0403 (8)0.0667 (11)0.0506 (9)0.0023 (7)0.0127 (7)−0.0126 (8)
Cl30.0601 (9)0.0463 (9)0.0515 (9)−0.0122 (7)0.0330 (8)−0.0077 (7)
Cl40.0544 (9)0.0410 (8)0.0751 (11)−0.0058 (6)0.0345 (8)−0.0049 (8)
O10.159 (11)0.238 (14)0.172 (11)0.013 (9)0.136 (10)−0.005 (9)
O20.095 (7)0.076 (7)0.060 (6)0.013 (6)−0.006 (5)0.010 (5)
O30.128 (9)0.074 (8)0.158 (10)−0.005 (7)0.039 (8)0.024 (7)
O40.049 (7)0.066 (8)0.059 (7)0.008 (6)0.012 (5)0.012 (5)
O50.056 (6)0.049 (6)0.086 (8)0.004 (5)0.027 (5)0.025 (5)
O60.160 (10)0.167 (11)0.134 (10)0.010 (8)0.088 (8)−0.068 (8)
O70.106 (8)0.069 (7)0.116 (8)−0.021 (6)0.046 (6)0.002 (6)
O80.041 (5)0.054 (6)0.058 (6)−0.004 (4)0.007 (4)0.021 (5)
O90.059 (7)0.084 (8)0.060 (7)−0.014 (6)0.019 (5)0.023 (6)
O100.056 (5)0.066 (6)0.101 (7)0.002 (4)0.043 (5)−0.042 (5)
O110.108 (7)0.095 (7)0.063 (6)−0.003 (6)0.056 (6)0.007 (5)
O120.044 (5)0.051 (5)0.070 (6)−0.007 (4)0.020 (5)−0.034 (5)
O130.044 (5)0.053 (6)0.072 (6)−0.020 (4)0.017 (5)−0.021 (5)
O140.081 (6)0.080 (6)0.083 (6)−0.017 (5)0.067 (5)−0.012 (5)
O150.080 (7)0.047 (5)0.165 (10)0.018 (5)0.051 (6)−0.001 (6)
O160.129 (8)0.108 (8)0.052 (5)−0.039 (7)0.032 (6)0.008 (6)
O1'0.054 (8)0.067 (9)0.079 (8)0.006 (6)0.034 (6)−0.008 (6)
O2'0.148 (10)0.155 (10)0.096 (8)0.020 (8)0.065 (7)0.035 (7)
O3'0.054 (5)0.065 (6)0.162 (9)−0.007 (4)0.068 (6)−0.029 (6)
O4'0.101 (7)0.055 (6)0.094 (7)0.018 (5)0.031 (6)−0.020 (5)
O5'0.062 (6)0.079 (8)0.086 (8)−0.003 (5)0.053 (6)0.015 (6)
O6'0.105 (7)0.097 (7)0.075 (6)0.031 (6)0.048 (5)−0.020 (6)
O7'0.117 (8)0.063 (7)0.113 (8)0.003 (6)0.026 (7)−0.035 (6)
O8'0.073 (7)0.077 (8)0.056 (7)−0.028 (5)0.013 (5)0.027 (6)
O9'0.053 (7)0.091 (9)0.067 (8)−0.018 (6)0.011 (5)0.008 (6)
O10'0.181 (13)0.208 (14)0.213 (14)−0.029 (9)0.088 (10)0.059 (10)
O11'0.176 (11)0.146 (11)0.125 (10)−0.019 (8)0.110 (9)−0.022 (7)
O12'0.119 (11)0.101 (10)0.148 (11)−0.004 (7)0.064 (8)−0.039 (8)
O13'0.111 (10)0.082 (9)0.168 (12)−0.012 (7)0.067 (8)0.007 (7)
O14'0.120 (9)0.144 (11)0.207 (12)0.008 (8)0.091 (9)−0.003 (9)
O15'0.207 (12)0.197 (13)0.152 (11)−0.019 (9)0.084 (9)0.033 (9)
O16'0.135 (9)0.156 (10)0.133 (9)−0.029 (8)0.089 (7)−0.053 (8)
N10.033 (2)0.059 (3)0.038 (3)0.008 (2)0.016 (2)0.002 (2)
N20.042 (3)0.041 (3)0.051 (3)0.001 (2)0.022 (2)−0.001 (2)
N30.039 (2)0.048 (3)0.035 (2)0.002 (2)0.017 (2)0.006 (2)
N40.034 (2)0.066 (3)0.033 (2)−0.006 (2)0.013 (2)−0.001 (2)
N50.049 (3)0.063 (3)0.033 (2)0.012 (2)0.024 (2)0.005 (2)
N60.051 (3)0.094 (4)0.040 (3)0.018 (3)0.029 (2)0.020 (3)
N70.026 (2)0.044 (3)0.042 (2)0.0059 (18)0.0162 (19)0.005 (2)
N80.033 (2)0.045 (3)0.051 (3)0.006 (2)0.019 (2)0.008 (2)
N90.049 (3)0.069 (4)0.041 (3)−0.001 (2)0.028 (2)−0.008 (3)
N100.036 (2)0.064 (3)0.042 (3)−0.013 (2)0.022 (2)−0.011 (2)
C10.031 (4)0.068 (6)0.061 (9)−0.010 (4)0.012 (6)−0.013 (6)
C20.050 (4)0.038 (6)0.082 (10)−0.012 (4)0.036 (5)−0.031 (6)
C30.042 (3)0.062 (4)0.052 (3)0.001 (3)0.030 (3)0.005 (3)
C40.035 (3)0.051 (4)0.047 (3)−0.001 (2)0.016 (3)0.007 (3)
C50.093 (5)0.055 (4)0.061 (4)0.018 (4)0.056 (4)0.019 (3)
C60.072 (5)0.060 (4)0.050 (4)0.021 (3)0.035 (3)0.012 (3)
C70.029 (3)0.052 (4)0.048 (8)0.000 (3)0.019 (6)0.014 (5)
C80.038 (4)0.042 (4)0.059 (7)−0.007 (3)0.024 (5)−0.002 (6)
C90.059 (4)0.071 (4)0.031 (3)−0.007 (3)0.014 (3)−0.004 (3)
C100.050 (4)0.072 (5)0.043 (3)−0.015 (3)0.021 (3)−0.020 (3)
C1'0.031 (4)0.068 (6)0.061 (9)−0.010 (4)0.012 (6)−0.013 (6)
C2'0.050 (4)0.038 (6)0.082 (10)−0.012 (4)0.036 (5)−0.031 (6)
C7'0.029 (3)0.052 (4)0.048 (8)0.000 (3)0.019 (6)0.014 (5)
C8'0.038 (4)0.042 (4)0.059 (7)−0.007 (3)0.024 (5)−0.002 (6)

Geometric parameters (Å, °)

Zn1—N22.108 (5)N5—C51.455 (5)
Zn1—N52.111 (4)N5—H510.8600
Zn1—N32.112 (4)N5—H520.8600
Zn1—N12.148 (5)N6—C61.459 (5)
Zn1—N42.185 (4)N6—H610.8600
Zn2—N82.110 (5)N6—H620.8600
Zn2—N102.129 (4)N7—C71.465 (5)
Zn2—N72.135 (4)N7—C7'1.470 (5)
Zn2—N62.139 (5)N7—H710.8600
Zn2—N92.147 (5)N7—H720.8600
Cl1—O11.394 (5)N7—H730.8600
Cl1—O31.397 (5)N7—H740.8600
Cl1—O1'1.403 (5)N8—C8'1.475 (5)
Cl1—O3'1.404 (5)N8—C81.477 (5)
Cl1—O2'1.405 (5)N8—H810.8600
Cl1—O41.415 (5)N8—H820.8600
Cl1—O21.424 (5)N8—H830.8600
Cl1—O4'1.424 (5)N8—H840.8600
Cl2—O7'1.382 (5)N9—C91.464 (5)
Cl2—O61.399 (5)N9—H910.8600
Cl2—O81.401 (5)N9—H920.8600
Cl2—O51.406 (5)N10—C101.469 (4)
Cl2—O8'1.407 (5)N10—H1010.8600
Cl2—O5'1.408 (5)N10—H1020.8600
Cl2—O71.446 (5)C1—C21.535 (6)
Cl2—O6'1.452 (5)C1—H1A0.9800
Cl3—O9'1.395 (5)C1—H1B0.9800
Cl3—O121.404 (4)C2—H2A0.9800
Cl3—O11'1.407 (5)C2—H2B0.9800
Cl3—O12'1.408 (5)C3—C41.524 (5)
Cl3—O101.409 (4)C3—H3A0.9800
Cl3—O111.412 (5)C3—H3B0.9800
Cl3—O91.415 (5)C4—H4A0.9800
Cl3—O10'1.422 (5)C4—H4B0.9800
Cl4—O161.402 (5)C5—C61.518 (5)
Cl4—O14'1.404 (5)C5—H5A0.9800
Cl4—O151.406 (5)C5—H5B0.9800
Cl4—O15'1.407 (5)C6—H6A0.9800
Cl4—O13'1.407 (5)C6—H6B0.9800
Cl4—O16'1.411 (5)C7—C81.536 (5)
Cl4—O141.415 (4)C7—H7A0.9800
Cl4—O131.415 (4)C7—H7B0.9800
N1—C1'1.467 (5)C8—H8A0.9800
N1—C11.469 (5)C8—H8B0.9800
N1—H110.8600C9—C101.524 (5)
N1—H120.8600C9—H9A0.9800
N1—H130.8600C9—H9B0.9800
N1—H140.8600C10—H10A0.9800
N2—C2'1.466 (5)C10—H10B0.9800
N2—C21.467 (5)C1'—C2'1.530 (5)
N2—H210.8600C1'—H1'A0.9800
N2—H220.8600C1'—H1'B0.9800
N2—H230.8600C2'—H2'A0.9800
N2—H240.8600C2'—H2'B0.9800
N3—C31.467 (4)C7'—C8'1.537 (5)
N3—H310.8600C7'—H7'A0.9800
N3—H320.8600C7'—H7'B0.9800
N4—C41.469 (4)C8'—H8'A0.9800
N4—H410.8600C8'—H8'B0.9800
N4—H420.8600
N2—Zn1—N5106.3 (2)C7—N7—Zn2107.1 (6)
N2—Zn1—N3103.55 (19)C7'—N7—Zn2105.8 (6)
N5—Zn1—N3149.9 (2)C7—N7—H71110.3
N2—Zn1—N182.44 (17)Zn2—N7—H71110.3
N5—Zn1—N193.49 (19)C7—N7—H72110.3
N3—Zn1—N193.88 (17)Zn2—N7—H72110.3
N2—Zn1—N4105.53 (18)H71—N7—H72108.5
N5—Zn1—N487.83 (19)C7'—N7—H73110.6
N3—Zn1—N480.81 (16)Zn2—N7—H73110.6
N1—Zn1—N4171.23 (18)C7'—N7—H74110.6
N8—Zn2—N10112.30 (19)Zn2—N7—H74110.6
N8—Zn2—N783.33 (15)H73—N7—H74108.7
N10—Zn2—N7163.64 (19)C8'—N8—Zn2108.8 (6)
N8—Zn2—N699.7 (2)C8—N8—Zn2106.3 (6)
N10—Zn2—N689.49 (19)C8—N8—H81110.5
N7—Zn2—N692.61 (19)Zn2—N8—H81110.5
N8—Zn2—N999.1 (2)C8—N8—H82110.5
N10—Zn2—N980.59 (17)Zn2—N8—H82110.5
N7—Zn2—N992.53 (18)H81—N8—H82108.7
N6—Zn2—N9160.9 (2)C8'—N8—H83109.9
O1—Cl1—O3112.5 (7)Zn2—N8—H83109.9
O3—Cl1—O1'108.4 (10)C8'—N8—H84109.9
O1'—Cl1—O3'111.2 (6)Zn2—N8—H84109.9
O1'—Cl1—O2'110.8 (7)H83—N8—H84108.3
O3'—Cl1—O2'111.6 (6)C9—N9—Zn2108.3 (3)
O1—Cl1—O4109.7 (7)C9—N9—H91110.0
O3—Cl1—O4110.0 (6)Zn2—N9—H91110.0
O3'—Cl1—O4106.8 (9)C9—N9—H92110.0
O1—Cl1—O2108.5 (7)Zn2—N9—H92110.0
O3—Cl1—O2107.9 (6)H91—N9—H92108.4
O4—Cl1—O2108.0 (6)C10—N10—Zn2109.9 (3)
O1'—Cl1—O4'110.8 (6)C10—N10—H101109.7
O3'—Cl1—O4'105.3 (5)Zn2—N10—H101109.7
O2'—Cl1—O4'107.0 (6)C10—N10—H102109.7
O4—Cl1—O4'101.2 (8)Zn2—N10—H102109.7
O6—Cl2—O8112.5 (7)H101—N10—H102108.2
O6—Cl2—O5112.1 (6)N1—C1—C2102.9 (10)
O8—Cl2—O5112.4 (6)N1—C1—H1A111.2
O7'—Cl2—O8'113.3 (6)C2—C1—H1A111.2
O7'—Cl2—O5'113.7 (6)N1—C1—H1B111.2
O8'—Cl2—O5'109.8 (6)C2—C1—H1B111.2
O6—Cl2—O7105.6 (6)H1A—C1—H1B109.1
O8—Cl2—O7107.6 (6)N2—C2—C1108.4 (10)
O5—Cl2—O7106.0 (6)N2—C2—H2A110.0
O7'—Cl2—O6'107.4 (6)C1—C2—H2A110.0
O8'—Cl2—O6'106.4 (6)N2—C2—H2B110.0
O5'—Cl2—O6'105.7 (5)C1—C2—H2B110.0
O9'—Cl3—O11'112.8 (7)H2A—C2—H2B108.4
O9'—Cl3—O12'112.7 (7)N3—C3—C4108.7 (4)
O11'—Cl3—O12'108.3 (7)N3—C3—H3A109.9
O12—Cl3—O10109.5 (5)C4—C3—H3A109.9
O11'—Cl3—O1070.1 (8)N3—C3—H3B109.9
O12'—Cl3—O10130.2 (8)C4—C3—H3B109.9
O12—Cl3—O11111.0 (6)H3A—C3—H3B108.3
O10—Cl3—O11110.8 (5)N4—C4—C3107.8 (4)
O12—Cl3—O9109.2 (6)N4—C4—H4A110.1
O10—Cl3—O9108.4 (6)C3—C4—H4A110.1
O11—Cl3—O9107.9 (6)N4—C4—H4B110.1
O9'—Cl3—O10'108.8 (7)C3—C4—H4B110.1
O11'—Cl3—O10'106.2 (7)H4A—C4—H4B108.5
O12'—Cl3—O10'107.7 (7)N5—C5—C6119.4 (5)
O16—Cl4—O15109.5 (6)N5—C5—H5A107.5
O14'—Cl4—O15'109.9 (7)C6—C5—H5A107.5
O14'—Cl4—O13'110.9 (7)N5—C5—H5B107.5
O15'—Cl4—O13'110.9 (7)C6—C5—H5B107.5
O14'—Cl4—O16'108.8 (6)H5A—C5—H5B107.0
O15'—Cl4—O16'107.0 (7)N6—C6—C5120.1 (5)
O13'—Cl4—O16'109.3 (7)N6—C6—H6A107.3
O16—Cl4—O14108.9 (6)C5—C6—H6A107.3
O15—Cl4—O14109.2 (6)N6—C6—H6B107.3
O16—Cl4—O13112.5 (6)C5—C6—H6B107.3
O15—Cl4—O13109.5 (5)H6A—C6—H6B106.9
O16'—Cl4—O13119.2 (8)N7—C7—C8108.3 (9)
O14—Cl4—O13107.2 (5)N7—C7—H7A110.0
C1'—N1—Zn1106.3 (6)C8—C7—H7A110.0
C1—N1—Zn1106.6 (6)N7—C7—H7B110.0
C1—N1—H11110.4C8—C7—H7B110.0
Zn1—N1—H11110.4H7A—C7—H7B108.4
C1—N1—H12110.4N8—C8—C7109.3 (9)
Zn1—N1—H12110.4N8—C8—H8A109.8
H11—N1—H12108.6C7—C8—H8A109.8
C1'—N1—H13110.5N8—C8—H8B109.8
Zn1—N1—H13110.5C7—C8—H8B109.8
C1'—N1—H14110.5H8A—C8—H8B108.3
Zn1—N1—H14110.5N9—C9—C10108.2 (5)
H13—N1—H14108.7N9—C9—H9A110.0
C2—N2—Zn1103.4 (7)C10—C9—H9A110.0
C2—N2—H21111.1N9—C9—H9B110.0
Zn1—N2—H21111.1C10—C9—H9B110.0
C2—N2—H22111.1H9A—C9—H9B108.4
Zn1—N2—H22111.1N10—C10—C9108.2 (5)
H21—N2—H22109.0N10—C10—H10A110.1
C2'—N2—H23108.9C9—C10—H10A110.1
Zn1—N2—H23108.9N10—C10—H10B110.1
C2'—N2—H24108.9C9—C10—H10B110.1
Zn1—N2—H24108.9H10A—C10—H10B108.4
H23—N2—H24107.7N1—C1'—C2'115.6 (11)
C3—N3—Zn1108.6 (3)N1—C1'—H1'A108.4
C3—N3—H31110.0C2'—C1'—H1'A108.4
Zn1—N3—H31110.0N1—C1'—H1'B108.4
C3—N3—H32110.0C2'—C1'—H1'B108.4
Zn1—N3—H32110.0H1'A—C1'—H1'B107.4
H31—N3—H32108.4N2—C2'—C1'109.2 (9)
C4—N4—Zn1108.0 (3)N2—C2'—H2'A109.8
C4—N4—H41110.1C1'—C2'—H2'A109.8
Zn1—N4—H41110.1N2—C2'—H2'B109.8
C4—N4—H42110.1C1'—C2'—H2'B109.8
Zn1—N4—H42110.1H2'A—C2'—H2'B108.3
H41—N4—H42108.4N7—C7'—C8'111.6 (9)
C5—N5—Zn1111.4 (3)N7—C7'—H7'A109.3
C5—N5—H51109.4C8'—C7'—H7'A109.3
Zn1—N5—H51109.4N7—C7'—H7'B109.3
C5—N5—H52109.4C8'—C7'—H7'B109.3
Zn1—N5—H52109.4H7'A—C7'—H7'B108.0
H51—N5—H52108.0N8—C8'—C7'107.2 (9)
C6—N6—Zn2115.7 (4)N8—C8'—H8'A110.3
C6—N6—H61108.4C7'—C8'—H8'A110.3
Zn2—N6—H61108.4N8—C8'—H8'B110.3
C6—N6—H62108.4C7'—C8'—H8'B110.3
Zn2—N6—H62108.4H8'A—C8'—H8'B108.5
H61—N6—H62107.4
N2—Zn1—N1—C1'−18.1 (7)N10—Zn2—N8—C8168.6 (6)
N5—Zn1—N1—C1'87.9 (7)N7—Zn2—N8—C8−16.4 (6)
N3—Zn1—N1—C1'−121.3 (7)N6—Zn2—N8—C875.1 (6)
N2—Zn1—N1—C115.8 (7)N9—Zn2—N8—C8−107.9 (6)
N5—Zn1—N1—C1121.8 (7)N8—Zn2—N9—C9−93.8 (4)
N3—Zn1—N1—C1−87.4 (7)N10—Zn2—N9—C917.4 (4)
N5—Zn1—N2—C2'−93.8 (9)N7—Zn2—N9—C9−177.5 (4)
N3—Zn1—N2—C2'89.9 (9)N6—Zn2—N9—C977.0 (7)
N1—Zn1—N2—C2'−2.3 (9)N8—Zn2—N10—C10108.6 (4)
N4—Zn1—N2—C2'173.9 (8)N7—Zn2—N10—C10−53.6 (8)
N5—Zn1—N2—C2−72.2 (6)N6—Zn2—N10—C10−151.1 (4)
N3—Zn1—N2—C2111.4 (6)N9—Zn2—N10—C1012.5 (4)
N1—Zn1—N2—C219.3 (6)C1'—N1—C1—C249.1 (13)
N4—Zn1—N2—C2−164.5 (6)Zn1—N1—C1—C2−45.4 (10)
N2—Zn1—N3—C386.0 (4)C2'—N2—C2—C168 (3)
N5—Zn1—N3—C3−87.1 (5)Zn1—N2—C2—C1−51.6 (10)
N1—Zn1—N3—C3169.1 (4)N1—C1—C2—N267.4 (12)
N4—Zn1—N3—C3−17.9 (4)Zn1—N3—C3—C445.0 (5)
N2—Zn1—N4—C4−114.1 (4)Zn1—N4—C4—C339.4 (5)
N5—Zn1—N4—C4139.6 (4)N3—C3—C4—N4−57.2 (6)
N3—Zn1—N4—C4−12.5 (4)Zn1—N5—C5—C6−169.5 (5)
N2—Zn1—N5—C5−28.7 (5)Zn2—N6—C6—C5−161.0 (5)
N3—Zn1—N5—C5144.3 (4)N5—C5—C6—N6−41.0 (10)
N1—Zn1—N5—C5−111.8 (5)C7'—N7—C7—C8−51.0 (16)
N4—Zn1—N5—C576.9 (5)Zn2—N7—C7—C840.2 (10)
N8—Zn2—N6—C656.0 (5)C8'—N8—C8—C7−56.4 (14)
N10—Zn2—N6—C6−56.6 (5)Zn2—N8—C8—C743.1 (10)
N7—Zn2—N6—C6139.6 (5)N7—C7—C8—N8−57.5 (13)
N9—Zn2—N6—C6−114.9 (6)Zn2—N9—C9—C10−43.4 (6)
N8—Zn2—N7—C7−13.6 (6)Zn2—N10—C10—C9−39.2 (6)
N10—Zn2—N7—C7149.8 (7)N9—C9—C10—N1055.6 (7)
N6—Zn2—N7—C7−113.1 (6)C1—N1—C1'—C2'−58.6 (18)
N9—Zn2—N7—C785.3 (6)Zn1—N1—C1'—C2'36.8 (14)
N8—Zn2—N7—C7'13.8 (6)C2—N2—C2'—C1'−46 (2)
N10—Zn2—N7—C7'177.2 (7)Zn1—N2—C2'—C1'21.6 (16)
N6—Zn2—N7—C7'−85.7 (6)N1—C1'—C2'—N2−39.9 (19)
N9—Zn2—N7—C7'112.7 (6)C7—N7—C7'—C8'56.5 (16)
N10—Zn2—N8—C8'−160.0 (6)Zn2—N7—C7'—C8'−40.3 (10)
N7—Zn2—N8—C8'15.0 (6)C8—N8—C8'—C7'50.7 (13)
N6—Zn2—N8—C8'106.5 (6)Zn2—N8—C8'—C7'−39.5 (11)
N9—Zn2—N8—C8'−76.5 (6)N7—C7'—C8'—N855.0 (13)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
N1—H12···O10.861.932.790 (9)174
N1—H13···O8'0.862.223.066 (12)169
N3—H32···O120.862.343.018 (7)136
N3—H32···O12'0.862.293.070 (10)152
N4—H41···O7i0.862.353.157 (12)156
N4—H41···O7'i0.862.082.885 (9)156
N4—H42···O16'0.862.122.973 (8)175
N5—H51···O10.862.303.120 (15)159
N6—H62···O20.862.293.034 (11)146
N7—H71···O20.862.323.163 (10)168
N7—H71···O2'0.862.223.018 (10)154
N7—H74···O6ii0.862.353.143 (11)154
N7—H74···O6'ii0.862.363.210 (9)172
N8—H81···O11ii0.862.263.075 (8)157
N8—H81···O11'ii0.862.293.148 (12)177
N10—H102···O3i0.862.172.929 (9)146

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

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG2718).

References

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  • Qi, Q.-F., Li, Y.-G., Qin, C., Wang, E.-B., Xiao, D.-R., Wang, X.-L. & Chang, S. (2007). Inorg. Chem.46, 3217–3230. [PubMed]
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