[μ-1,1′-(Butane-1,4-di­yl)di-1H-benz­imidazole-κ2 N 3:N 3′]bis­{[N,N′-bis(car­boxy­meth­yl)ethyl­enediamine-N,N′-di­acetato-κ5 O,O′,O′′,N,N′]mercury(II)} methanol disolvate

Xue-Wen Zhu; Bo Xiao; Zhi-Gang Yin; Heng-Yu Qian; Gang-Sen Li

doi:10.1107/S1600536809026221

. 2009 Jul 11;65(Pt 8):m912. doi: 10.1107/S1600536809026221

[μ-1,1′-(Butane-1,4-diyl)di-1H-benzimidazole-κ² N ³:N ^3′]bis{[N,N′-bis(carboxymethyl)ethylenediamine-N,N′-diacetato-κ⁵ O,O′,O′′,N,N′]mercury(II)} methanol disolvate

Xue-Wen Zhu ^a,^*, Bo Xiao ^a, Zhi-Gang Yin ^a, Heng-Yu Qian ^a, Gang-Sen Li ^a

PMCID: PMC2977252 PMID: 21583370

Abstract

The binuclear title complex, [Hg₂(C₁₀H₁₄N₂O₈)₂(C₁₈H₁₈N₄)]·2CH₃OH, lies on an inversion center with the unique Hg^II ion coordinated in a disorted octahedral environment with one Hg—N bond significantly shorter than the other two. In the crystal structure, intermolecular O—H⋯O hydrogen bonds link complex and solvent molecules into a three-dimensional network.

Related literature

For the synthesis, see: Xiao et al. (2004 ▶); Xie et al. (2002 ▶). For bond lengths related mercury compounds, see: Guo & Dong (2009 ▶); Aghabozorg, et al. (2008 ▶).

Experimental

Crystal data

[Hg₂(C₁₀H₁₄N₂O₈)₂(C₁₈H₁₈N₄)]·2CH₄O
M _r = 1336.09
Monoclinic,
a = 10.274 (2) Å
b = 19.990 (3) Å
c = 11.4717 (17) Å
β = 104.035 (13)°
V = 2285.7 (7) Å³
Z = 2
Mo Kα radiation
μ = 6.79 mm⁻¹
T = 291 K
0.24 × 0.20 × 0.18 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.21, T _max = 0.29
14826 measured reflections
4397 independent reflections
3744 reflections with I > 2σ(I)
R _int = 0.062

Refinement

R[F ² > 2σ(F ²)] = 0.045
wR(F ²) = 0.121
S = 1.04
4397 reflections
310 parameters
H-atom parameters constrained
Δρ_max = 1.08 e Å⁻³
Δρ_min = −1.60 e Å⁻³

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1999 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL and PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809026221/lh2830sup1.cif

e-65-0m912-sup1.cif^{(26.8KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809026221/lh2830Isup2.hkl

e-65-0m912-Isup2.hkl^{(215.5KB, hkl)}

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

Table 1. Selected bond lengths (Å).

Hg1—N1	2.138 (6)
Hg1—N4	2.364 (6)
Hg1—N3	2.390 (6)
Hg1—O3	2.473 (5)
Hg1—O5	2.547 (5)
Hg1—O1	2.604 (6)

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Table 2. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H2⋯O5ⁱ	0.82	1.74	2.534 (7)	164
O8—H8⋯O4ⁱⁱ	0.82	1.84	2.462 (7)	131
O9—H9⋯O6ⁱⁱⁱ	0.82	2.00	2.744 (7)	150

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Symmetry codes: (i) Inline graphic ; (ii) ; (iii) .

Acknowledgments

X-WZ thanks Zhengzhou University of Light Industry for research facilities

supplementary crystallographic information

Comment

Research of transition metal-organic polymers has been rapidly expanding because of their intriguing topologies and potential applications in catalysis, fluorescence, electrical conductivity and magnetism. As a result, the preparation of coordination polymers with fascinating frameworks has attracted considerable attention in recent years. For our group, metal-organic nonlinear optical (NLO) materials are of interest for various applications such as optical data processing and biological imaging (Xiao et al., 2004). Some mercury complexes have already been synthesised (Guo, et al., 2009; Aghabozorg et al., 2008), and herein we present the synthesis and crystal structure of the title complex (I) using EDTA and bbbm (Xie, et al., 2002) as ligands. The molecular structure of the title complex is shown in Fig. 1. The dinuclear complex lies on an inversion center with the unique Hg^II ion coordinated in a disorted octahedral coordination environment with one Hg—N bond significantly shorter than the other two, most likely, in part, as a results of steric effects from the bulky ligands. The Hg-O bond lengths are in agreement with those found in related Hg(II) complexes (Guo & Dong, 2009; Aghabozorg, et al., 2008). The intramolecular Hg···Hg distance is ca. 12.21Å. In the crystal structure, intermolecular O-H···O hydrogen bonds link complex and solvent molecules into a three-dimensional network (Fig. 2). In addition there are weak π···π stacking interactions between benzimidazole rings related by inversion symmetry with a centroid to centroid distance of 3.556 (4)Å.

Experimental

Methanol solutions of HgCl₂.2H₂O (76 mg, 0.2 mmol), Na₂edta (67 mg, 0.2 mmol) and 1, 1'-(1,4-butylidene)bis-1H-benzimidazole (15 mg, 0.1 mmol) were mixed in a 2:2:1 molar ratio, and the reaction mixture was stirred at about 300 K for 2 h. Colourless crystals ofthe title compound were obtained from the solution after three weeks at room temperature.