Aqua­chlorido{6,6′-dimeth­oxy-2,2′-[ethane-1,2-diylbis(nitrilo­methanylyl­idene)]diphenolato-κ2 O 1,N,N′,O 1′}cobalt(III) dimethyl­formamide monosolvate

Yun Wei; Ting Pang; Jiacheng Liu; Meng Li; Lili Liang

doi:10.1107/S1600536812011324

. 2012 Mar 21;68(Pt 4):m455–m456. doi: 10.1107/S1600536812011324

Aquachlorido{6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilomethanylylidene)]diphenolato-κ² O ¹,N,N′,O ^1′}cobalt(III) dimethylformamide monosolvate

Yun Wei ^a, Ting Pang ^a, Jiacheng Liu ^a,^*, Meng Li ^a, Lili Liang ^a

PMCID: PMC3343852 PMID: 22589826

Abstract

In the title compound, [Co(C₁₈H₁₈N₂O₄)Cl(H₂O)]·C₃H₇NO, the Co^III ion is six-coordinated by a tetradentate 6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilomethanylylidene)]diphenolate ligand, with a chloride ion and an aqua ligand in the apical positions. The compound crystallized as a dimethylformamide (DMF) monosolvate. In the crystal, complex molecules are linked via O—H_water⋯O hydrogen bonds to form a dimer-like arrangement. These dimers are linked via a C—H⋯Cl interaction, and the DMF molecule is linked to the complex molecule by C—H⋯O interactions.

Related literature

For related literature on metal complexes of Schiff bases, see: Aurangzeb et al. (1994 ▶); Hulme et al. (1997 ▶); Li et al. (2008 ▶); Wang et al. (1979 ▶); Xing (2009 ▶). For transition metal complexes of Schiff bases derived from o-vanillin, with antibacterial activity, see: Liu et al. (1990 ▶); Viswanathamurthi et al. (2000 ▶); Yeap et al. (2003 ▶). For the crystal structure of the ligand, see: Xia et al. (2006 ▶). For the crystal structure of the monohydrate form of the title complex, see: Xing (2009 ▶).

Experimental

Crystal data

[Co(C₁₈H₁₈N₂O₄)Cl(H₂O)]·C₃H₇NO
M _r = 511.84
Monoclinic,
a = 13.1384 (13) Å
b = 13.3144 (19) Å
c = 14.0120 (9) Å
β = 110.198 (6)°
V = 2300.4 (4) Å³
Z = 4
Mo Kα radiation
μ = 0.90 mm⁻¹
T = 293 K
0.24 × 0.22 × 0.20 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ▶) T _min = 0.812, T _max = 0.840
12275 measured reflections
4034 independent reflections
2827 reflections with I > 2σ(I)
R _int = 0.087

Refinement

R[F ² > 2σ(F ²)] = 0.058
wR(F ²) = 0.140
S = 1.01
4034 reflections
293 parameters
H-atom parameters constrained
Δρ_max = 0.70 e Å⁻³
Δρ_min = −0.39 e Å⁻³

Data collection: APEX2 (Bruker, 2008 ▶); cell refinement: SAINT (Bruker, 2008 ▶); 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 datablock(s) I, global. DOI: 10.1107/S1600536812011324/su2386sup1.cif

e-68-0m455-sup1.cif^{(26.1KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812011324/su2386Isup2.hkl

e-68-0m455-Isup2.hkl^{(197.7KB, 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
O5—H5A⋯O2ⁱ	0.96	1.98	2.830 (3)	146
O5—H5A⋯O4ⁱ	0.96	2.22	2.964 (4)	134
O5—H5B⋯O1ⁱ	0.96	2.11	2.840 (3)	131
O5—H5B⋯O3ⁱ	0.96	1.97	2.854 (3)	151
C9—H9B⋯O6ⁱⁱ	0.97	2.47	3.355 (7)	152
C10—H10⋯O6ⁱⁱ	0.93	2.56	3.287 (7)	135
C17—H17A⋯Cl5ⁱⁱⁱ	0.96	2.79	3.744 (4)	175

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

Acknowledgments

The authors thank the National Natural Science Foundation of China (grant No. 20871099) and the Natural Science Foundation of Gansu Province (grant No. 0710RJZA113) for financial support. The authors also thank the Key Laboratory of Eco-Environment-Related Polymer Materials (Northwest Normal University), Ministry of Education, for financial support.

supplementary crystallographic information

Comment

Polydentate Schiff base ligands and their metal complexes have been studied for decades (Aurangzeb et al., 1994, Hulme et al., 1997; Li et al., 2008; Wang et al., 1979; Xing, 2009). Transition metal complexes of Schiff bases derived from o-vanillin have attracted more attention during past years due to their antibacterial activity (Liu et al., 1990; Viswanathamurthi et al., 2000; Yeap et al., 2003). Herein, we report on the synthesis and crystal structure of the title cobalt(III) complex.

The molecular structure of the title compound is illustrated in Fig. 1. The Co^III ion is coordinated to two N and two O atoms of the tetradentate 6,6'-dimethoxy-2,2'-[ethane-1,2-diylbis(nitrilomethanylylidene)]diphenolate ligand, a Cl^- ion and one water molecule. The compound crystallized with a molecule of dimethylformamide, used as solvent. The crystal structure of the ligand has been reported previously (Xia et al., 2006), as has the monohydrate form of the title complex (Xing, 2009). The Cl5—Co1—O5 bond angle is 178.77 (7)° suggesting that the Co^III ion has a slightly distorted octahedral environment, with atoms N1, N2, O1 and O2 occupying the equatorial positions, while atoms Cl5 and O5_water occupy the axial positions.

In the crystal, complex molecules are linked via O-H_water···O hydrogen bonds to form a dimer-like arrangement. These dimers are linked via a C-H···Cl interaction, and the DMF molecule is linked to the complex molecule by C-H···O interactions (Table 1).

Experimental

A colourless solution of 6,6'-dimethoxy-2,2'-[ethane-1,2-diylbis(nitrilomethanylylidene)]diphenol (54.5 mg,0.2 mmol) in DMF (3 ml) was slowly added to a solution of CoCl₂ (64 mg, 0.2 mmol) in CH₃CN(15 ml), forming a dark red solution that was stirred for 30 min at room temperature. Slow evaporation of the solvent at room temperature gave red block-like crystals of the title compound, suitable for X-ray analysis. The crystals were collected by filtration, washed with cold acetonitrile, and dried under vacuum (yield 77%).