metal-organic compounds
(μ-Ethane-1,2-diamine-κ2N:N′)bis[bis(ethane-1,2-diamine-κ2N,N′)zinc(II)] tetrakis(perchlorate)
aDepartment of Biology and Chemistry, Hunan University of Science and Engineering, Yongzhou, Hunan 425100, People's Republic of China, and bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
*Correspondence e-mail: seikweng@um.edu.my
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); Natarajan et al. (2006); Qi et al. (2007).
Experimental
Crystal data
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Refinement
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Data collection: SMART (Bruker, 2003); cell SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).
Supporting information
https://doi.org/10.1107/S1600536810038730/hg2718sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810038730/hg2718Isup2.hkl
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.
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
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
The final difference Fourier map had a peak in the vicinity of O11.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
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).
For other µ-(ethylenediamine)bis[bis(ethylenediamine)zinc(II)] salts, see: Khan et al. (2003); Natarajan et al. (2006); Qi et al. (2007).
Data collection: SMART (Bruker, 2003); cell
SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).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. |
[Zn2(C2H8N2)5](ClO4)4 | F(000) = 1704 |
Mr = 829.06 | Dx = 1.806 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 4985 reflections |
a = 15.6297 (8) Å | θ = 2.6–26.9° |
b = 14.3133 (7) Å | µ = 2.01 mm−1 |
c = 15.6811 (8) Å | T = 248 K |
β = 119.636 (1)° | Prism, colorless |
V = 3049.1 (3) Å3 | 0.45 × 0.40 × 0.10 mm |
Z = 4 |
Bruker SMART APEX diffractometer | 6543 independent reflections |
Radiation source: fine-focus sealed tube | 4259 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.029 |
φ and ω scans | θmax = 27.1°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −19→17 |
Tmin = 0.711, Tmax = 1.000 | k = −18→17 |
14146 measured reflections | l = −20→15 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.056 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.186 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.1053P)2 + 3.3033P] where P = (Fo2 + 2Fc2)/3 |
6543 reflections | (Δ/σ)max = 0.001 |
535 parameters | Δρmax = 1.06 e Å−3 |
293 restraints | Δρmin = −0.83 e Å−3 |
[Zn2(C2H8N2)5](ClO4)4 | V = 3049.1 (3) Å3 |
Mr = 829.06 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 15.6297 (8) Å | µ = 2.01 mm−1 |
b = 14.3133 (7) Å | T = 248 K |
c = 15.6811 (8) Å | 0.45 × 0.40 × 0.10 mm |
β = 119.636 (1)° |
Bruker SMART APEX diffractometer | 6543 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 4259 reflections with I > 2σ(I) |
Tmin = 0.711, Tmax = 1.000 | Rint = 0.029 |
14146 measured reflections |
R[F2 > 2σ(F2)] = 0.056 | 293 restraints |
wR(F2) = 0.186 | H-atom parameters constrained |
S = 1.05 | Δρmax = 1.06 e Å−3 |
6543 reflections | Δρmin = −0.83 e Å−3 |
535 parameters |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Zn1 | 0.30084 (4) | 0.63583 (4) | 0.51082 (4) | 0.03254 (19) | |
Zn2 | 0.33807 (4) | 0.63741 (4) | 0.06722 (4) | 0.0331 (2) | |
Cl1 | 0.60325 (9) | 0.61482 (11) | 0.44862 (11) | 0.0460 (4) | |
Cl2 | 0.56091 (10) | 0.60846 (13) | 0.89575 (12) | 0.0568 (4) | |
Cl3 | 0.31237 (11) | 0.85357 (11) | 0.78206 (11) | 0.0503 (4) | |
Cl4 | 0.12173 (11) | 0.43344 (11) | 0.18233 (13) | 0.0558 (4) | |
O1 | 0.5436 (10) | 0.6079 (13) | 0.4913 (11) | 0.166 (8) | 0.50 |
O2 | 0.5520 (8) | 0.5753 (7) | 0.3528 (5) | 0.096 (4) | 0.50 |
O3 | 0.6263 (10) | 0.7073 (5) | 0.4396 (12) | 0.134 (6) | 0.50 |
O4 | 0.6906 (7) | 0.5627 (9) | 0.5042 (10) | 0.064 (5) | 0.50 |
O5 | 0.6386 (7) | 0.5439 (7) | 0.9279 (10) | 0.067 (4) | 0.50 |
O6 | 0.5554 (11) | 0.6492 (11) | 0.9740 (8) | 0.147 (7) | 0.50 |
O7 | 0.5853 (8) | 0.6838 (6) | 0.8500 (9) | 0.101 (4) | 0.50 |
O8 | 0.4708 (6) | 0.5706 (8) | 0.8249 (7) | 0.058 (4) | 0.50 |
O9 | 0.3829 (8) | 0.9031 (9) | 0.7681 (10) | 0.072 (5) | 0.50 |
O10 | 0.2323 (5) | 0.9136 (6) | 0.7589 (8) | 0.073 (3) | 0.50 |
O11 | 0.3578 (8) | 0.8256 (8) | 0.8813 (4) | 0.083 (3) | 0.50 |
O12 | 0.2798 (7) | 0.7759 (6) | 0.7193 (7) | 0.059 (3) | 0.50 |
O13 | 0.0504 (7) | 0.3625 (6) | 0.1359 (8) | 0.061 (3) | 0.50 |
O14 | 0.1800 (7) | 0.4358 (7) | 0.1363 (7) | 0.070 (3) | 0.50 |
O15 | 0.0743 (7) | 0.5201 (5) | 0.1690 (11) | 0.102 (4) | 0.50 |
O16 | 0.1829 (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 |
N1 | 0.4573 (3) | 0.6420 (3) | 0.6072 (4) | 0.0443 (12) | |
H11 | 0.4756 | 0.5997 | 0.6518 | 0.053* | 0.50 |
H12 | 0.4877 | 0.6332 | 0.5748 | 0.053* | 0.50 |
H13 | 0.4718 | 0.6273 | 0.6660 | 0.053* | 0.50 |
H14 | 0.4868 | 0.6040 | 0.5879 | 0.053* | 0.50 |
N2 | 0.3132 (3) | 0.7821 (3) | 0.5284 (4) | 0.0449 (11) | |
H21 | 0.2768 | 0.8101 | 0.4736 | 0.054* | 0.50 |
H22 | 0.2970 | 0.8004 | 0.5707 | 0.054* | 0.50 |
H23 | 0.2933 | 0.8076 | 0.4720 | 0.054* | 0.50 |
H24 | 0.2752 | 0.8008 | 0.5500 | 0.054* | 0.50 |
N3 | 0.2715 (3) | 0.5914 (3) | 0.6223 (3) | 0.0409 (11) | |
H31 | 0.2914 | 0.5348 | 0.6389 | 0.049* | |
H32 | 0.3022 | 0.6264 | 0.6731 | 0.049* | |
N4 | 0.1433 (3) | 0.6078 (4) | 0.4212 (3) | 0.0460 (12) | |
H41 | 0.1113 | 0.6595 | 0.4016 | 0.055* | |
H42 | 0.1321 | 0.5754 | 0.3705 | 0.055* | |
N5 | 0.3141 (4) | 0.6054 (4) | 0.3861 (3) | 0.0468 (12) | |
H51 | 0.3748 | 0.5941 | 0.4041 | 0.056* | |
H52 | 0.2805 | 0.5562 | 0.3578 | 0.056* | |
N6 | 0.3390 (4) | 0.6155 (4) | 0.2026 (4) | 0.0585 (15) | |
H61 | 0.3295 | 0.5571 | 0.2075 | 0.070* | |
H62 | 0.3966 | 0.6294 | 0.2500 | 0.070* | |
N7 | 0.4950 (3) | 0.6368 (3) | 0.1374 (3) | 0.0377 (10) | |
H71 | 0.5199 | 0.6217 | 0.1982 | 0.045* | 0.50 |
H72 | 0.5146 | 0.5971 | 0.1095 | 0.045* | 0.50 |
H73 | 0.5194 | 0.5987 | 0.1862 | 0.045* | 0.50 |
H74 | 0.5142 | 0.6202 | 0.0968 | 0.045* | 0.50 |
N8 | 0.3566 (3) | 0.7837 (3) | 0.0730 (3) | 0.0438 (11) | |
H81 | 0.3424 | 0.8051 | 0.0163 | 0.053* | 0.50 |
H82 | 0.3189 | 0.8102 | 0.0913 | 0.053* | 0.50 |
H83 | 0.3149 | 0.8081 | 0.0178 | 0.053* | 0.50 |
H84 | 0.3464 | 0.8068 | 0.1179 | 0.053* | 0.50 |
N9 | 0.3228 (3) | 0.6115 (4) | −0.0745 (3) | 0.0506 (13) | |
H91 | 0.3526 | 0.6543 | −0.0884 | 0.061* | |
H92 | 0.3486 | 0.5585 | −0.0746 | 0.061* | |
N10 | 0.1871 (3) | 0.5977 (4) | −0.0105 (3) | 0.0461 (12) | |
H101 | 0.1754 | 0.5579 | 0.0235 | 0.055* | |
H102 | 0.1507 | 0.6459 | −0.0200 | 0.055* | |
C1 | 0.4788 (10) | 0.7355 (6) | 0.6515 (10) | 0.058 (3) | 0.50 |
H1A | 0.5492 | 0.7498 | 0.6821 | 0.070* | 0.50 |
H1B | 0.4580 | 0.7412 | 0.7009 | 0.070* | 0.50 |
C2 | 0.4179 (5) | 0.7996 (11) | 0.5634 (10) | 0.055 (4) | 0.50 |
H2A | 0.4337 | 0.8652 | 0.5830 | 0.066* | 0.50 |
H2B | 0.4331 | 0.7867 | 0.5110 | 0.066* | 0.50 |
C3 | 0.1651 (3) | 0.5971 (5) | 0.5848 (4) | 0.0490 (15) | |
H3A | 0.1455 | 0.6624 | 0.5831 | 0.059* | |
H3B | 0.1477 | 0.5622 | 0.6278 | 0.059* | |
C4 | 0.1117 (4) | 0.5559 (4) | 0.4816 (3) | 0.0460 (14) | |
H4A | 0.1282 | 0.4895 | 0.4836 | 0.055* | |
H4B | 0.0404 | 0.5615 | 0.4539 | 0.055* | |
C5 | 0.2795 (6) | 0.6828 (4) | 0.3168 (4) | 0.0618 (19) | |
H5A | 0.3255 | 0.7348 | 0.3474 | 0.074* | |
H5B | 0.2159 | 0.7030 | 0.3087 | 0.074* | |
C6 | 0.2663 (5) | 0.6687 (5) | 0.2151 (4) | 0.0585 (17) | |
H6A | 0.2024 | 0.6383 | 0.1751 | 0.070* | |
H6B | 0.2618 | 0.7307 | 0.1868 | 0.070* | |
C7 | 0.5257 (10) | 0.7313 (5) | 0.1286 (10) | 0.043 (3) | 0.50 |
H7A | 0.5182 | 0.7402 | 0.0632 | 0.052* | 0.50 |
H7B | 0.5951 | 0.7409 | 0.1775 | 0.052* | 0.50 |
C8 | 0.4610 (5) | 0.8015 (9) | 0.1450 (8) | 0.046 (3) | 0.50 |
H8A | 0.4716 | 0.7950 | 0.2117 | 0.056* | 0.50 |
H8B | 0.4787 | 0.8654 | 0.1371 | 0.056* | 0.50 |
C9 | 0.2178 (4) | 0.6113 (5) | −0.1472 (4) | 0.0574 (17) | |
H9A | 0.2074 | 0.5823 | −0.2083 | 0.069* | |
H9B | 0.1928 | 0.6755 | −0.1617 | 0.069* | |
C10 | 0.1636 (4) | 0.5561 (5) | −0.1053 (4) | 0.0563 (17) | |
H10A | 0.0925 | 0.5586 | −0.1505 | 0.068* | |
H10B | 0.1844 | 0.4906 | −0.0963 | 0.068* | |
C1' | 0.4867 (9) | 0.7386 (5) | 0.6036 (12) | 0.058 (3) | 0.50 |
H1'A | 0.4973 | 0.7448 | 0.5473 | 0.070* | 0.50 |
H1'B | 0.5499 | 0.7505 | 0.6629 | 0.070* | 0.50 |
C2' | 0.4137 (5) | 0.8140 (11) | 0.5957 (12) | 0.055 (4) | 0.50 |
H2'A | 0.4213 | 0.8262 | 0.6606 | 0.066* | 0.50 |
H2'B | 0.4268 | 0.8722 | 0.5713 | 0.066* | 0.50 |
C7' | 0.5261 (10) | 0.7331 (5) | 0.1712 (8) | 0.043 (3) | 0.50 |
H7'A | 0.5935 | 0.7424 | 0.1839 | 0.052* | 0.50 |
H7'B | 0.5258 | 0.7431 | 0.2329 | 0.052* | 0.50 |
C8' | 0.4578 (5) | 0.8049 (9) | 0.0949 (10) | 0.046 (3) | 0.50 |
H8'A | 0.4762 | 0.8684 | 0.1211 | 0.056* | 0.50 |
H8'B | 0.4628 | 0.8003 | 0.0352 | 0.056* | 0.50 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.0298 (3) | 0.0409 (4) | 0.0276 (3) | 0.0003 (2) | 0.0147 (3) | −0.0005 (2) |
Zn2 | 0.0274 (3) | 0.0432 (4) | 0.0292 (3) | −0.0020 (2) | 0.0144 (3) | 0.0004 (2) |
Cl1 | 0.0314 (7) | 0.0538 (9) | 0.0481 (8) | −0.0001 (6) | 0.0161 (6) | 0.0014 (7) |
Cl2 | 0.0403 (8) | 0.0667 (11) | 0.0506 (9) | 0.0023 (7) | 0.0127 (7) | −0.0126 (8) |
Cl3 | 0.0601 (9) | 0.0463 (9) | 0.0515 (9) | −0.0122 (7) | 0.0330 (8) | −0.0077 (7) |
Cl4 | 0.0544 (9) | 0.0410 (8) | 0.0751 (11) | −0.0058 (6) | 0.0345 (8) | −0.0049 (8) |
O1 | 0.159 (11) | 0.238 (14) | 0.172 (11) | 0.013 (9) | 0.136 (10) | −0.005 (9) |
O2 | 0.095 (7) | 0.076 (7) | 0.060 (6) | 0.013 (6) | −0.006 (5) | 0.010 (5) |
O3 | 0.128 (9) | 0.074 (8) | 0.158 (10) | −0.005 (7) | 0.039 (8) | 0.024 (7) |
O4 | 0.049 (7) | 0.066 (8) | 0.059 (7) | 0.008 (6) | 0.012 (5) | 0.012 (5) |
O5 | 0.056 (6) | 0.049 (6) | 0.086 (8) | 0.004 (5) | 0.027 (5) | 0.025 (5) |
O6 | 0.160 (10) | 0.167 (11) | 0.134 (10) | 0.010 (8) | 0.088 (8) | −0.068 (8) |
O7 | 0.106 (8) | 0.069 (7) | 0.116 (8) | −0.021 (6) | 0.046 (6) | 0.002 (6) |
O8 | 0.041 (5) | 0.054 (6) | 0.058 (6) | −0.004 (4) | 0.007 (4) | 0.021 (5) |
O9 | 0.059 (7) | 0.084 (8) | 0.060 (7) | −0.014 (6) | 0.019 (5) | 0.023 (6) |
O10 | 0.056 (5) | 0.066 (6) | 0.101 (7) | 0.002 (4) | 0.043 (5) | −0.042 (5) |
O11 | 0.108 (7) | 0.095 (7) | 0.063 (6) | −0.003 (6) | 0.056 (6) | 0.007 (5) |
O12 | 0.044 (5) | 0.051 (5) | 0.070 (6) | −0.007 (4) | 0.020 (5) | −0.034 (5) |
O13 | 0.044 (5) | 0.053 (6) | 0.072 (6) | −0.020 (4) | 0.017 (5) | −0.021 (5) |
O14 | 0.081 (6) | 0.080 (6) | 0.083 (6) | −0.017 (5) | 0.067 (5) | −0.012 (5) |
O15 | 0.080 (7) | 0.047 (5) | 0.165 (10) | 0.018 (5) | 0.051 (6) | −0.001 (6) |
O16 | 0.129 (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) |
N1 | 0.033 (2) | 0.059 (3) | 0.038 (3) | 0.008 (2) | 0.016 (2) | 0.002 (2) |
N2 | 0.042 (3) | 0.041 (3) | 0.051 (3) | 0.001 (2) | 0.022 (2) | −0.001 (2) |
N3 | 0.039 (2) | 0.048 (3) | 0.035 (2) | 0.002 (2) | 0.017 (2) | 0.006 (2) |
N4 | 0.034 (2) | 0.066 (3) | 0.033 (2) | −0.006 (2) | 0.013 (2) | −0.001 (2) |
N5 | 0.049 (3) | 0.063 (3) | 0.033 (2) | 0.012 (2) | 0.024 (2) | 0.005 (2) |
N6 | 0.051 (3) | 0.094 (4) | 0.040 (3) | 0.018 (3) | 0.029 (2) | 0.020 (3) |
N7 | 0.026 (2) | 0.044 (3) | 0.042 (2) | 0.0059 (18) | 0.0162 (19) | 0.005 (2) |
N8 | 0.033 (2) | 0.045 (3) | 0.051 (3) | 0.006 (2) | 0.019 (2) | 0.008 (2) |
N9 | 0.049 (3) | 0.069 (4) | 0.041 (3) | −0.001 (2) | 0.028 (2) | −0.008 (3) |
N10 | 0.036 (2) | 0.064 (3) | 0.042 (3) | −0.013 (2) | 0.022 (2) | −0.011 (2) |
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) |
C3 | 0.042 (3) | 0.062 (4) | 0.052 (3) | 0.001 (3) | 0.030 (3) | 0.005 (3) |
C4 | 0.035 (3) | 0.051 (4) | 0.047 (3) | −0.001 (2) | 0.016 (3) | 0.007 (3) |
C5 | 0.093 (5) | 0.055 (4) | 0.061 (4) | 0.018 (4) | 0.056 (4) | 0.019 (3) |
C6 | 0.072 (5) | 0.060 (4) | 0.050 (4) | 0.021 (3) | 0.035 (3) | 0.012 (3) |
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) |
C9 | 0.059 (4) | 0.071 (4) | 0.031 (3) | −0.007 (3) | 0.014 (3) | −0.004 (3) |
C10 | 0.050 (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) |
Zn1—N2 | 2.108 (5) | N5—C5 | 1.455 (5) |
Zn1—N5 | 2.111 (4) | N5—H51 | 0.8600 |
Zn1—N3 | 2.112 (4) | N5—H52 | 0.8600 |
Zn1—N1 | 2.148 (5) | N6—C6 | 1.459 (5) |
Zn1—N4 | 2.185 (4) | N6—H61 | 0.8600 |
Zn2—N8 | 2.110 (5) | N6—H62 | 0.8600 |
Zn2—N10 | 2.129 (4) | N7—C7 | 1.465 (5) |
Zn2—N7 | 2.135 (4) | N7—C7' | 1.470 (5) |
Zn2—N6 | 2.139 (5) | N7—H71 | 0.8600 |
Zn2—N9 | 2.147 (5) | N7—H72 | 0.8600 |
Cl1—O1 | 1.394 (5) | N7—H73 | 0.8600 |
Cl1—O3 | 1.397 (5) | N7—H74 | 0.8600 |
Cl1—O1' | 1.403 (5) | N8—C8' | 1.475 (5) |
Cl1—O3' | 1.404 (5) | N8—C8 | 1.477 (5) |
Cl1—O2' | 1.405 (5) | N8—H81 | 0.8600 |
Cl1—O4 | 1.415 (5) | N8—H82 | 0.8600 |
Cl1—O2 | 1.424 (5) | N8—H83 | 0.8600 |
Cl1—O4' | 1.424 (5) | N8—H84 | 0.8600 |
Cl2—O7' | 1.382 (5) | N9—C9 | 1.464 (5) |
Cl2—O6 | 1.399 (5) | N9—H91 | 0.8600 |
Cl2—O8 | 1.401 (5) | N9—H92 | 0.8600 |
Cl2—O5 | 1.406 (5) | N10—C10 | 1.469 (4) |
Cl2—O8' | 1.407 (5) | N10—H101 | 0.8600 |
Cl2—O5' | 1.408 (5) | N10—H102 | 0.8600 |
Cl2—O7 | 1.446 (5) | C1—C2 | 1.535 (6) |
Cl2—O6' | 1.452 (5) | C1—H1A | 0.9800 |
Cl3—O9' | 1.395 (5) | C1—H1B | 0.9800 |
Cl3—O12 | 1.404 (4) | C2—H2A | 0.9800 |
Cl3—O11' | 1.407 (5) | C2—H2B | 0.9800 |
Cl3—O12' | 1.408 (5) | C3—C4 | 1.524 (5) |
Cl3—O10 | 1.409 (4) | C3—H3A | 0.9800 |
Cl3—O11 | 1.412 (5) | C3—H3B | 0.9800 |
Cl3—O9 | 1.415 (5) | C4—H4A | 0.9800 |
Cl3—O10' | 1.422 (5) | C4—H4B | 0.9800 |
Cl4—O16 | 1.402 (5) | C5—C6 | 1.518 (5) |
Cl4—O14' | 1.404 (5) | C5—H5A | 0.9800 |
Cl4—O15 | 1.406 (5) | C5—H5B | 0.9800 |
Cl4—O15' | 1.407 (5) | C6—H6A | 0.9800 |
Cl4—O13' | 1.407 (5) | C6—H6B | 0.9800 |
Cl4—O16' | 1.411 (5) | C7—C8 | 1.536 (5) |
Cl4—O14 | 1.415 (4) | C7—H7A | 0.9800 |
Cl4—O13 | 1.415 (4) | C7—H7B | 0.9800 |
N1—C1' | 1.467 (5) | C8—H8A | 0.9800 |
N1—C1 | 1.469 (5) | C8—H8B | 0.9800 |
N1—H11 | 0.8600 | C9—C10 | 1.524 (5) |
N1—H12 | 0.8600 | C9—H9A | 0.9800 |
N1—H13 | 0.8600 | C9—H9B | 0.9800 |
N1—H14 | 0.8600 | C10—H10A | 0.9800 |
N2—C2' | 1.466 (5) | C10—H10B | 0.9800 |
N2—C2 | 1.467 (5) | C1'—C2' | 1.530 (5) |
N2—H21 | 0.8600 | C1'—H1'A | 0.9800 |
N2—H22 | 0.8600 | C1'—H1'B | 0.9800 |
N2—H23 | 0.8600 | C2'—H2'A | 0.9800 |
N2—H24 | 0.8600 | C2'—H2'B | 0.9800 |
N3—C3 | 1.467 (4) | C7'—C8' | 1.537 (5) |
N3—H31 | 0.8600 | C7'—H7'A | 0.9800 |
N3—H32 | 0.8600 | C7'—H7'B | 0.9800 |
N4—C4 | 1.469 (4) | C8'—H8'A | 0.9800 |
N4—H41 | 0.8600 | C8'—H8'B | 0.9800 |
N4—H42 | 0.8600 | ||
N2—Zn1—N5 | 106.3 (2) | C7—N7—Zn2 | 107.1 (6) |
N2—Zn1—N3 | 103.55 (19) | C7'—N7—Zn2 | 105.8 (6) |
N5—Zn1—N3 | 149.9 (2) | C7—N7—H71 | 110.3 |
N2—Zn1—N1 | 82.44 (17) | Zn2—N7—H71 | 110.3 |
N5—Zn1—N1 | 93.49 (19) | C7—N7—H72 | 110.3 |
N3—Zn1—N1 | 93.88 (17) | Zn2—N7—H72 | 110.3 |
N2—Zn1—N4 | 105.53 (18) | H71—N7—H72 | 108.5 |
N5—Zn1—N4 | 87.83 (19) | C7'—N7—H73 | 110.6 |
N3—Zn1—N4 | 80.81 (16) | Zn2—N7—H73 | 110.6 |
N1—Zn1—N4 | 171.23 (18) | C7'—N7—H74 | 110.6 |
N8—Zn2—N10 | 112.30 (19) | Zn2—N7—H74 | 110.6 |
N8—Zn2—N7 | 83.33 (15) | H73—N7—H74 | 108.7 |
N10—Zn2—N7 | 163.64 (19) | C8'—N8—Zn2 | 108.8 (6) |
N8—Zn2—N6 | 99.7 (2) | C8—N8—Zn2 | 106.3 (6) |
N10—Zn2—N6 | 89.49 (19) | C8—N8—H81 | 110.5 |
N7—Zn2—N6 | 92.61 (19) | Zn2—N8—H81 | 110.5 |
N8—Zn2—N9 | 99.1 (2) | C8—N8—H82 | 110.5 |
N10—Zn2—N9 | 80.59 (17) | Zn2—N8—H82 | 110.5 |
N7—Zn2—N9 | 92.53 (18) | H81—N8—H82 | 108.7 |
N6—Zn2—N9 | 160.9 (2) | C8'—N8—H83 | 109.9 |
O1—Cl1—O3 | 112.5 (7) | Zn2—N8—H83 | 109.9 |
O3—Cl1—O1' | 108.4 (10) | C8'—N8—H84 | 109.9 |
O1'—Cl1—O3' | 111.2 (6) | Zn2—N8—H84 | 109.9 |
O1'—Cl1—O2' | 110.8 (7) | H83—N8—H84 | 108.3 |
O3'—Cl1—O2' | 111.6 (6) | C9—N9—Zn2 | 108.3 (3) |
O1—Cl1—O4 | 109.7 (7) | C9—N9—H91 | 110.0 |
O3—Cl1—O4 | 110.0 (6) | Zn2—N9—H91 | 110.0 |
O3'—Cl1—O4 | 106.8 (9) | C9—N9—H92 | 110.0 |
O1—Cl1—O2 | 108.5 (7) | Zn2—N9—H92 | 110.0 |
O3—Cl1—O2 | 107.9 (6) | H91—N9—H92 | 108.4 |
O4—Cl1—O2 | 108.0 (6) | C10—N10—Zn2 | 109.9 (3) |
O1'—Cl1—O4' | 110.8 (6) | C10—N10—H101 | 109.7 |
O3'—Cl1—O4' | 105.3 (5) | Zn2—N10—H101 | 109.7 |
O2'—Cl1—O4' | 107.0 (6) | C10—N10—H102 | 109.7 |
O4—Cl1—O4' | 101.2 (8) | Zn2—N10—H102 | 109.7 |
O6—Cl2—O8 | 112.5 (7) | H101—N10—H102 | 108.2 |
O6—Cl2—O5 | 112.1 (6) | N1—C1—C2 | 102.9 (10) |
O8—Cl2—O5 | 112.4 (6) | N1—C1—H1A | 111.2 |
O7'—Cl2—O8' | 113.3 (6) | C2—C1—H1A | 111.2 |
O7'—Cl2—O5' | 113.7 (6) | N1—C1—H1B | 111.2 |
O8'—Cl2—O5' | 109.8 (6) | C2—C1—H1B | 111.2 |
O6—Cl2—O7 | 105.6 (6) | H1A—C1—H1B | 109.1 |
O8—Cl2—O7 | 107.6 (6) | N2—C2—C1 | 108.4 (10) |
O5—Cl2—O7 | 106.0 (6) | N2—C2—H2A | 110.0 |
O7'—Cl2—O6' | 107.4 (6) | C1—C2—H2A | 110.0 |
O8'—Cl2—O6' | 106.4 (6) | N2—C2—H2B | 110.0 |
O5'—Cl2—O6' | 105.7 (5) | C1—C2—H2B | 110.0 |
O9'—Cl3—O11' | 112.8 (7) | H2A—C2—H2B | 108.4 |
O9'—Cl3—O12' | 112.7 (7) | N3—C3—C4 | 108.7 (4) |
O11'—Cl3—O12' | 108.3 (7) | N3—C3—H3A | 109.9 |
O12—Cl3—O10 | 109.5 (5) | C4—C3—H3A | 109.9 |
O11'—Cl3—O10 | 70.1 (8) | N3—C3—H3B | 109.9 |
O12'—Cl3—O10 | 130.2 (8) | C4—C3—H3B | 109.9 |
O12—Cl3—O11 | 111.0 (6) | H3A—C3—H3B | 108.3 |
O10—Cl3—O11 | 110.8 (5) | N4—C4—C3 | 107.8 (4) |
O12—Cl3—O9 | 109.2 (6) | N4—C4—H4A | 110.1 |
O10—Cl3—O9 | 108.4 (6) | C3—C4—H4A | 110.1 |
O11—Cl3—O9 | 107.9 (6) | N4—C4—H4B | 110.1 |
O9'—Cl3—O10' | 108.8 (7) | C3—C4—H4B | 110.1 |
O11'—Cl3—O10' | 106.2 (7) | H4A—C4—H4B | 108.5 |
O12'—Cl3—O10' | 107.7 (7) | N5—C5—C6 | 119.4 (5) |
O16—Cl4—O15 | 109.5 (6) | N5—C5—H5A | 107.5 |
O14'—Cl4—O15' | 109.9 (7) | C6—C5—H5A | 107.5 |
O14'—Cl4—O13' | 110.9 (7) | N5—C5—H5B | 107.5 |
O15'—Cl4—O13' | 110.9 (7) | C6—C5—H5B | 107.5 |
O14'—Cl4—O16' | 108.8 (6) | H5A—C5—H5B | 107.0 |
O15'—Cl4—O16' | 107.0 (7) | N6—C6—C5 | 120.1 (5) |
O13'—Cl4—O16' | 109.3 (7) | N6—C6—H6A | 107.3 |
O16—Cl4—O14 | 108.9 (6) | C5—C6—H6A | 107.3 |
O15—Cl4—O14 | 109.2 (6) | N6—C6—H6B | 107.3 |
O16—Cl4—O13 | 112.5 (6) | C5—C6—H6B | 107.3 |
O15—Cl4—O13 | 109.5 (5) | H6A—C6—H6B | 106.9 |
O16'—Cl4—O13 | 119.2 (8) | N7—C7—C8 | 108.3 (9) |
O14—Cl4—O13 | 107.2 (5) | N7—C7—H7A | 110.0 |
C1'—N1—Zn1 | 106.3 (6) | C8—C7—H7A | 110.0 |
C1—N1—Zn1 | 106.6 (6) | N7—C7—H7B | 110.0 |
C1—N1—H11 | 110.4 | C8—C7—H7B | 110.0 |
Zn1—N1—H11 | 110.4 | H7A—C7—H7B | 108.4 |
C1—N1—H12 | 110.4 | N8—C8—C7 | 109.3 (9) |
Zn1—N1—H12 | 110.4 | N8—C8—H8A | 109.8 |
H11—N1—H12 | 108.6 | C7—C8—H8A | 109.8 |
C1'—N1—H13 | 110.5 | N8—C8—H8B | 109.8 |
Zn1—N1—H13 | 110.5 | C7—C8—H8B | 109.8 |
C1'—N1—H14 | 110.5 | H8A—C8—H8B | 108.3 |
Zn1—N1—H14 | 110.5 | N9—C9—C10 | 108.2 (5) |
H13—N1—H14 | 108.7 | N9—C9—H9A | 110.0 |
C2—N2—Zn1 | 103.4 (7) | C10—C9—H9A | 110.0 |
C2—N2—H21 | 111.1 | N9—C9—H9B | 110.0 |
Zn1—N2—H21 | 111.1 | C10—C9—H9B | 110.0 |
C2—N2—H22 | 111.1 | H9A—C9—H9B | 108.4 |
Zn1—N2—H22 | 111.1 | N10—C10—C9 | 108.2 (5) |
H21—N2—H22 | 109.0 | N10—C10—H10A | 110.1 |
C2'—N2—H23 | 108.9 | C9—C10—H10A | 110.1 |
Zn1—N2—H23 | 108.9 | N10—C10—H10B | 110.1 |
C2'—N2—H24 | 108.9 | C9—C10—H10B | 110.1 |
Zn1—N2—H24 | 108.9 | H10A—C10—H10B | 108.4 |
H23—N2—H24 | 107.7 | N1—C1'—C2' | 115.6 (11) |
C3—N3—Zn1 | 108.6 (3) | N1—C1'—H1'A | 108.4 |
C3—N3—H31 | 110.0 | C2'—C1'—H1'A | 108.4 |
Zn1—N3—H31 | 110.0 | N1—C1'—H1'B | 108.4 |
C3—N3—H32 | 110.0 | C2'—C1'—H1'B | 108.4 |
Zn1—N3—H32 | 110.0 | H1'A—C1'—H1'B | 107.4 |
H31—N3—H32 | 108.4 | N2—C2'—C1' | 109.2 (9) |
C4—N4—Zn1 | 108.0 (3) | N2—C2'—H2'A | 109.8 |
C4—N4—H41 | 110.1 | C1'—C2'—H2'A | 109.8 |
Zn1—N4—H41 | 110.1 | N2—C2'—H2'B | 109.8 |
C4—N4—H42 | 110.1 | C1'—C2'—H2'B | 109.8 |
Zn1—N4—H42 | 110.1 | H2'A—C2'—H2'B | 108.3 |
H41—N4—H42 | 108.4 | N7—C7'—C8' | 111.6 (9) |
C5—N5—Zn1 | 111.4 (3) | N7—C7'—H7'A | 109.3 |
C5—N5—H51 | 109.4 | C8'—C7'—H7'A | 109.3 |
Zn1—N5—H51 | 109.4 | N7—C7'—H7'B | 109.3 |
C5—N5—H52 | 109.4 | C8'—C7'—H7'B | 109.3 |
Zn1—N5—H52 | 109.4 | H7'A—C7'—H7'B | 108.0 |
H51—N5—H52 | 108.0 | N8—C8'—C7' | 107.2 (9) |
C6—N6—Zn2 | 115.7 (4) | N8—C8'—H8'A | 110.3 |
C6—N6—H61 | 108.4 | C7'—C8'—H8'A | 110.3 |
Zn2—N6—H61 | 108.4 | N8—C8'—H8'B | 110.3 |
C6—N6—H62 | 108.4 | C7'—C8'—H8'B | 110.3 |
Zn2—N6—H62 | 108.4 | H8'A—C8'—H8'B | 108.5 |
H61—N6—H62 | 107.4 | ||
N2—Zn1—N1—C1' | −18.1 (7) | N10—Zn2—N8—C8 | 168.6 (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—C8 | 75.1 (6) |
N2—Zn1—N1—C1 | 15.8 (7) | N9—Zn2—N8—C8 | −107.9 (6) |
N5—Zn1—N1—C1 | 121.8 (7) | N8—Zn2—N9—C9 | −93.8 (4) |
N3—Zn1—N1—C1 | −87.4 (7) | N10—Zn2—N9—C9 | 17.4 (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—C9 | 77.0 (7) |
N1—Zn1—N2—C2' | −2.3 (9) | N8—Zn2—N10—C10 | 108.6 (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—C2 | 111.4 (6) | N9—Zn2—N10—C10 | 12.5 (4) |
N1—Zn1—N2—C2 | 19.3 (6) | C1'—N1—C1—C2 | 49.1 (13) |
N4—Zn1—N2—C2 | −164.5 (6) | Zn1—N1—C1—C2 | −45.4 (10) |
N2—Zn1—N3—C3 | 86.0 (4) | C2'—N2—C2—C1 | 68 (3) |
N5—Zn1—N3—C3 | −87.1 (5) | Zn1—N2—C2—C1 | −51.6 (10) |
N1—Zn1—N3—C3 | 169.1 (4) | N1—C1—C2—N2 | 67.4 (12) |
N4—Zn1—N3—C3 | −17.9 (4) | Zn1—N3—C3—C4 | 45.0 (5) |
N2—Zn1—N4—C4 | −114.1 (4) | Zn1—N4—C4—C3 | 39.4 (5) |
N5—Zn1—N4—C4 | 139.6 (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—C5 | 144.3 (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—C5 | 76.9 (5) | Zn2—N7—C7—C8 | 40.2 (10) |
N8—Zn2—N6—C6 | 56.0 (5) | C8'—N8—C8—C7 | −56.4 (14) |
N10—Zn2—N6—C6 | −56.6 (5) | Zn2—N8—C8—C7 | 43.1 (10) |
N7—Zn2—N6—C6 | 139.6 (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—C7 | 149.8 (7) | N9—C9—C10—N10 | 55.6 (7) |
N6—Zn2—N7—C7 | −113.1 (6) | C1—N1—C1'—C2' | −58.6 (18) |
N9—Zn2—N7—C7 | 85.3 (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'—N8 | 55.0 (13) |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H12···O1 | 0.86 | 1.93 | 2.790 (9) | 174 |
N1—H13···O8′ | 0.86 | 2.22 | 3.066 (12) | 169 |
N3—H32···O12 | 0.86 | 2.34 | 3.018 (7) | 136 |
N3—H32···O12′ | 0.86 | 2.29 | 3.070 (10) | 152 |
N4—H41···O7i | 0.86 | 2.35 | 3.157 (12) | 156 |
N4—H41···O7′i | 0.86 | 2.08 | 2.885 (9) | 156 |
N4—H42···O16′ | 0.86 | 2.12 | 2.973 (8) | 175 |
N5—H51···O1 | 0.86 | 2.30 | 3.120 (15) | 159 |
N6—H62···O2 | 0.86 | 2.29 | 3.034 (11) | 146 |
N7—H71···O2 | 0.86 | 2.32 | 3.163 (10) | 168 |
N7—H71···O2′ | 0.86 | 2.22 | 3.018 (10) | 154 |
N7—H74···O6ii | 0.86 | 2.35 | 3.143 (11) | 154 |
N7—H74···O6′ii | 0.86 | 2.36 | 3.210 (9) | 172 |
N8—H81···O11ii | 0.86 | 2.26 | 3.075 (8) | 157 |
N8—H81···O11′ii | 0.86 | 2.29 | 3.148 (12) | 177 |
N10—H102···O3i | 0.86 | 2.17 | 2.929 (9) | 146 |
Symmetry codes: (i) x−1/2, −y+3/2, z−1/2; (ii) x, y, z−1. |
Experimental details
Crystal data | |
Chemical formula | [Zn2(C2H8N2)5](ClO4)4 |
Mr | 829.06 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 248 |
a, b, c (Å) | 15.6297 (8), 14.3133 (7), 15.6811 (8) |
β (°) | 119.636 (1) |
V (Å3) | 3049.1 (3) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 2.01 |
Crystal size (mm) | 0.45 × 0.40 × 0.10 |
Data collection | |
Diffractometer | Bruker SMART APEX |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.711, 1.000 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 14146, 6543, 4259 |
Rint | 0.029 |
(sin θ/λ)max (Å−1) | 0.641 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.056, 0.186, 1.05 |
No. of reflections | 6543 |
No. of parameters | 535 |
No. of restraints | 293 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.06, −0.83 |
Computer programs: SMART (Bruker, 2003), SAINT (Bruker, 2003), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2010).
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H12···O1 | 0.86 | 1.93 | 2.790 (9) | 174.0 |
N1—H13···O8' | 0.86 | 2.22 | 3.066 (12) | 168.5 |
N3—H32···O12 | 0.86 | 2.34 | 3.018 (7) | 136.0 |
N3—H32···O12' | 0.86 | 2.29 | 3.070 (10) | 151.6 |
N4—H41···O7i | 0.86 | 2.35 | 3.157 (12) | 156.1 |
N4—H41···O7'i | 0.86 | 2.08 | 2.885 (9) | 156.1 |
N4—H42···O16' | 0.86 | 2.12 | 2.973 (8) | 174.5 |
N5—H51···O1 | 0.86 | 2.30 | 3.120 (15) | 158.8 |
N6—H62···O2 | 0.86 | 2.29 | 3.034 (11) | 145.5 |
N7—H71···O2 | 0.86 | 2.32 | 3.163 (10) | 167.7 |
N7—H71···O2' | 0.86 | 2.22 | 3.018 (10) | 153.7 |
N7—H74···O6ii | 0.86 | 2.35 | 3.143 (11) | 153.5 |
N7—H74···O6'ii | 0.86 | 2.36 | 3.210 (9) | 172.0 |
N8—H81···O11ii | 0.86 | 2.26 | 3.075 (8) | 157.1 |
N8—H81···O11'ii | 0.86 | 2.29 | 3.148 (12) | 177.1 |
N10—H102···O3i | 0.86 | 2.17 | 2.929 (9) | 146.3 |
Symmetry codes: (i) x−1/2, −y+3/2, z−1/2; (ii) x, y, z−1. |
Acknowledgements
We thank Hunan University of Science and Engineering and the University of Malaya for supporting this study.
References
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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).