Diacetatobis[1,3-bis­(benzimidazol-2-yl)benzene]zinc(II) dihydrate

Fa-Yan Meng; Lei Teng; Xue Mei Chen; Bi Lin Zhao; Ping Jiao

doi:10.1107/S160053680706878X

. 2008 Jan 9;64(Pt 2):m319. doi: 10.1107/S160053680706878X

Diacetatobis[1,3-bis(benzimidazol-2-yl)benzene]zinc(II) dihydrate

Fa-Yan Meng ^a,^*, Lei Teng ^a, Xue Mei Chen ^a, Bi Lin Zhao ^a, Ping Jiao ^a

PMCID: PMC2960180 PMID: 21201289

Abstract

In the title complex, [Zn(CH₃COO)₂(C₂₀H₁₄N₄)₂]·2H₂O, the Zn^II atom, which lies on a crystallographic twofold axis, is coordinated by two O atoms of two acetate ligands and two N atoms from two 1,3-bis(benzimidazol-2-yl)benzene ligands in a distorted tetrahedral geometry. The complex molecules and solvent water molecules are connected via O—H⋯N, O—H⋯O and N—H⋯O hydrogen bonds, forming a three-dimensional network.

Related literature

For related literature, see: Meng et al. (2007 ▶); Chawla et al. (1997 ▶); Shivakumaraiah et al. (2003 ▶).

Experimental

Crystal data

[Zn(C₂H₃O₂)₂(C₂₀H₁₄N₄)₂]·2H₂O
M _r = 840.19
Orthorhombic,
a = 14.1429 (3) Å
b = 16.7005 (4) Å
c = 16.5588 (3) Å
V = 3911.08 (13) Å³
Z = 4
Mo Kα radiation
μ = 0.69 mm⁻¹
T = 153 (2) K
0.42 × 0.29 × 0.26 mm

Data collection

Rigaku R-AXIS SPIDER diffractometer
Absorption correction: multi-scan (Higashi, 1995 ▶) T _min = 0.760, T _max = 0.841
36097 measured reflections
4483 independent reflections
4032 reflections with I > 2σ(I)
R _int = 0.022

Refinement

R[F ² > 2σ(F ²)] = 0.027
wR(F ²) = 0.080
S = 1.06
4483 reflections
285 parameters
4 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.35 e Å⁻³
Δρ_min = −0.35 e Å⁻³

Data collection: RAPID-AUTO (Rigaku 2004 ▶); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2000 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680706878X/bg2142sup1.cif

e-64-0m319-sup1.cif^{(22.5KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S160053680706878X/bg2142Isup2.hkl

e-64-0m319-Isup2.hkl^{(219.7KB, hkl)}

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

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2N⋯O3	0.871 (9)	1.817 (9)	2.6848 (14)	174.0 (17)
N3—H3N⋯O1ⁱ	0.858 (9)	2.158 (10)	3.0079 (14)	170.6 (17)
O3—H3AO⋯N4ⁱⁱ	0.839 (9)	1.968 (10)	2.8046 (16)	175 (2)
O3—H3BO⋯O2ⁱⁱⁱ	0.839 (9)	1.991 (10)	2.8295 (15)	179 (2)

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

Acknowledgments

We thank the Huangshi Institute of Technology (Grant No. 07yjz07A) for supporting this study.

supplementary crystallographic information

Comment

Benzimidazolyl derivatives and their transition metal complexes have been extensively investigated (Shivakumaraiah et al., 2003). In previous works zinc terephthalate and zinc succinate adducts of 1,3-bis(benzimidazol-2-ylmethyl)benzene have been reported (Meng et al., 2007; Meng et al., 2007). The present work reports the crystal structure of [Zn(ac)₂(L)₂]^.2H₂O, (I), where L is 1,3-bis(benzimidazol-2-ylmethyl)benzene and ac is the acetate ion, which assumes a similar geometry to previously reported complexes in the literature (Meng et al., 2007). (shown in scheme I). The crystal structure of (I) consists of the mononuclear zinc(II) complex and solvato water molecules (Fig. 1). The Zn atom is four-coordinate with two N atoms and two O atoms from the 1,3-bis(benzimidazol-2- ylmethyl)benzene and the acetate ligands, respectively. (Zn—O: 2.0145 (9) Å, Zn—N: 2.0477 (10) Å, coordination angle range: 101.39 (4)- 127.50 (5) °.). The complex and solvent water molecules are connected via O—H···N, O—H···O and N—H···O hydrogen bonds to form a three-dimensional network (Table 1).

Experimental

The N-heterocycle was prepared according to reported procedure (Chawla & Gill,1997). Zinc nitrate hexahydrate (0.074 g, 0.25 mmol), 1,3-bis(benzimidazolyl-2-ylmethyl)benzene (0.15 g, 0.5 mmol), acetic acid (2 ml) and water (15 ml) were placed in a 23 ml Teflon-lined stainless steel Parr bomb. The bomb was heated at 433 K for 5 days and cooled to room temperature at 5 K h^-1.Colorless block crystals were obtained in 15% yield.