Aqua­bis(benzoato-κO)(5,5′-dimethyl-2,2′-bipyridine-κ2 N,N′)copper(II)

Xi-Yan Dong; Xiaojie Xu; Lei Yang

doi:10.1107/S1600536809039191

. 2009 Oct 3;65(Pt 11):m1290. doi: 10.1107/S1600536809039191

Aquabis(benzoato-κO)(5,5′-dimethyl-2,2′-bipyridine-κ² N,N′)copper(II)

Xi-Yan Dong ^a,^*, Xiaojie Xu ^a, Lei Yang ^a

PMCID: PMC2971325 PMID: 21578058

Abstract

In the crystal structure of the title compound, [Cu(C₇H₅O₂)₂(C₁₂H₁₂N₂)(H₂O)], the Cu^II ion is pentacoordinated in a distorted square-pyramidal geometry by two O atoms of two benzoate anions and two N atoms of a 5,5′-dimethyl-2,2′-bipyridine ligand occupying the basal plane, and a water O atom located at the apical site. In the crystal structure, O—H⋯O hydrogen bonds link the molecules into a supramolecular structure. The crystal studied was a racemic twin, as suggested by the Flack parameter of 0.584 (14).

Related literature

For related structures, see: Zhao & Bai (2009 ▶); Schubert, Eschbaumer et al. (1999 ▶); Schubert, Hochwimmer et al. (1999 ▶); Shi(2009 ▶); Zhang et al. (2009 ▶); Momeni et al. (2009 ▶); Kim et al. (2009 ▶); Yang et al. (2001 ▶).

Experimental

Crystal data

[Cu(C₇H₅O₂)₂(C₁₂H₁₂N₂)(H₂O)]
M _r = 508.01
Orthorhombic,
a = 36.033 (6) Å
b = 37.681 (6) Å
c = 7.0402 (12) Å
V = 9559 (3) Å³
Z = 16
Mo Kα radiation
μ = 0.95 mm⁻¹
T = 296 K
0.20 × 0.18 × 0.16 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T _min = 0.832, T _max = 0.862
12887 measured reflections
4187 independent reflections
2889 reflections with I > 2σ(I)
R _int = 0.083

Refinement

R[F ² > 2σ(F ²)] = 0.044
wR(F ²) = 0.079
S = 0.86
4187 reflections
310 parameters
1 restraint
H-atom parameters constrained
Δρ_max = 0.59 e Å⁻³
Δρ_min = −0.22 e Å⁻³
Absolute structure: Flack (1983 ▶), 1898 Friedel pairs
Flack parameter: 0.584 (14)

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809039191/fj2245sup1.cif

e-65-m1290-sup1.cif^{(24.2KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809039191/fj2245Isup2.hkl

e-65-m1290-Isup2.hkl^{(205.5KB, 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
O1W—H1WB⋯O2	0.85	1.85	2.668 (4)	162
O1W—H1WA⋯O4ⁱ	0.85	2.06	2.821 (4)	149

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Symmetry code: (i) Inline graphic .

supplementary crystallographic information

Comment

As a contribution to structural characterization of 5,5'-dimethyl-2,2'-bipyridine complexes (Zhao et al. 2009; Schubert, Eschbaumer et al. 1999; Schubert, Hochwimmer et al. 1999; Yang et al., 2001) we present here the crystal structure of the title complex, [CuL₂L'(H₂O)](L=benzoate, L'=5,5'-dimethyl-2,2'-bipyridine).

In the complex, the Cu²⁺ ion is pentacoordinated, with two N atoms of 5,5'-dimethyl-2,2'-bipyridine and two O atoms of two benzoate ligands in the basal plane and the O atom of water molecule completing the square-pyramidal geometry from the apical site (Fig. 1). The atoms N1, N2, O1 and O3 are nearly coplanar, and the Cu atom is displaced by 0.2071 (6) Å from this plane towards the apical O atom.

With O—H···O hydrogen bonds (Table 1), a one-dimensional chain is formed as shown in Fig.2.

Experimental

The title complound was synthesized hydrothermally in a Teflon-lined autoclave (25 ml) by heating a mixture of 5,5'-dimethyl-2,2'-bipyridine (0.2 mmol), benzoic acid (0.4 mmol) and CuSO₄.5H₂O (0.2 mmol) in water (10 ml) at 393 K for 3 d. Crystals suitable for X-ray analysis were obtained.