Aqua­{6,6′-dimeth­oxy-2,2′-[ethane-1,2-diylbis(nitrilo­methyl­idyne)]diphenolato}nickel(II)

Zhenghua Guo; Lianzhi Li; Tao Xu; Jinghong Li; Daqi Wang

doi:10.1107/S1600536809034278

. 2009 Sep 5;65(Pt 10):m1158–m1159. doi: 10.1107/S1600536809034278

Aqua{6,6′-dimethoxy-2,2′-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}nickel(II)

Zhenghua Guo ^a, Lianzhi Li ^a,^*, Tao Xu ^a, Jinghong Li ^a, Daqi Wang ^a

PMCID: PMC2970327 PMID: 21577698

Abstract

The title complex, [Ni(C₁₈H₁₈N₂O₄)(H₂O)], lies on a mirror plane with the Ni^II ion coordinated by two N and two O atoms of a tetradentate Schiff base ligand and one water O atom in a distorted square-pyramidal enviroment. The –CH₂–CH₂– group of the ligand is disordered equally over two sites about the mirror plane. The dihedral angle between the mean planes of the two symmetry-related chelate rings is 37.16 (6)°. In the crystal structure, intermolecular O—H⋯O hydrogen bonds link complex molecules into one-dimensional chains along [100] and these chains are linked, in turn, by very weak intermolecular C—H⋯O hydrogen bonds into a two-dimensional network.

Related literature

For background to Schiff base complexes, see: Akine et al. (2005 ▶); Gamovski et al. (1993 ▶); Garg & Kumar (2003 ▶); Tarafder et al. (2002 ▶); Yang et al. (2000 ▶). For a related crystal structure, see: Wang et al. (2007 ▶).

Experimental

Crystal data

[Ni(C₁₈H₁₈N₂O₄)(H₂O)]
M _r = 403.07
Orthorhombic,
a = 9.2712 (11) Å
b = 24.763 (3) Å
c = 7.5185 (10) Å
V = 1726.1 (4) Å³
Z = 4
Mo Kα radiation
μ = 1.16 mm⁻¹
T = 298 K
0.48 × 0.42 × 0.26 mm

Data collection

Bruker SMART 1000 CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.607, T _max = 0.753
7520 measured reflections
1550 independent reflections
1368 reflections with I > 2σ(I)
R _int = 0.029

Refinement

R[F ² > 2σ(F ²)] = 0.031
wR(F ²) = 0.078
S = 1.19
1550 reflections
131 parameters
H-atom parameters constrained
Δρ_max = 0.16 e Å⁻³
Δρ_min = −0.53 e Å⁻³

Data collection: SMART (Siemens, 1996 ▶); cell refinement: SAINT (Siemens, 1996 ▶); 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 global, I. DOI: 10.1107/S1600536809034278/lh2877sup1.cif

e-65-m1158-sup1.cif^{(18.9KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809034278/lh2877Isup2.hkl

e-65-m1158-Isup2.hkl^{(76.5KB, hkl)}

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

Table 1. Selected geometric parameters (Å, °).

Ni1—O1	1.9364 (16)
Ni1—N1	1.956 (2)
Ni1—O3	2.363 (2)

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O1—Ni1—O1ⁱ	90.74 (10)
O1—Ni1—N1ⁱ	167.34 (9)
O1—Ni1—N1	92.11 (8)
N1ⁱ—Ni1—N1	82.55 (14)
O1—Ni1—O3	97.90 (7)
N1—Ni1—O3	93.93 (9)

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Symmetry code: (i) Inline graphic .

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

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O1ⁱⁱ	0.85	2.29	3.007 (3)	142
O3—H3⋯O2ⁱⁱ	0.85	2.18	2.9313 (19)	147
C10—H10B⋯O1ⁱⁱⁱ	0.97	2.53	3.236 (7)	130
C9—H9B⋯O3ⁱⁱ	0.97	2.66	3.322 (7)	126

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

Acknowledgments

The authors thank the Natural Science Foundation of Shandong Province (No. Y2004B02) for a research grant.

supplementary crystallographic information

Comment

Schiff base complexes play an important role in the stereochemical models of transition metal coordination chemistry with their easy preparation, diversition and structural variation (Gamovski et al.,1993). They also have been intensively investigated owing to their strong coordination capability and diverse biological activities, such as antibacterial and antitumor activities (Yang et al., 2000; Tarafder et al., 2002). Therefore, synthesis of new shiff base Nickel(II) complexes is still the aim of many recent investigations (Garg & Kumar, 2003; Akine et al., 2005). As part of a series of crystal structure studies (Wang et al., 2007), we report here the synthesis and crystal structure of the title compound.

In the molecular structure (Fig. 1), The Ni^II ion is five coordinated by two N and two O atoms of a new tetradentate Schiff base ligand and one O atom of water molecule in a distorted square-pyramidal configuration. Two nitrogen atoms and two oxygen atoms of Schiff base occupy the basal plane, and the O atom of the coordinated water molecule is in the apical position. The dihedral angle between the planes of the two symmetry realted Ni/N/C/C/C/O chelate rings is 37.16 (6)°. The molecule lies on a mirror plane and the -CH₂-CH₂- group of the ligand is disordered equally over two sites about the mirror plane.

In the crystal structure, intermolecular O—H···O hydrogen bonds link complex molecules into one-dimensional chains along [100] and these chains are linked, in turn, by very weak intermolecular C—H···O hydrogen bonds into a two-dimensional network (Fig. 2).

Experimental

1,2-ethylenediamine (1 mmol, 60.10 mg) was dissolved in hot methanol (10 ml) and added dropwise to a methanol solution (3 ml) of 3-methoxysalicylaldehyde (1 mmol, 152.14 mg). The mixture was then stirred at 323 K for 2 h. Subsequently, an aqueous solution (2 ml) of nickel chloride (1 mmol, 237.69 mg) was added dropwise and stirred for another 5 h. The solution was left at room temperature for 15 days, whereupon green block crystals suitable for X-ray diffraction were obtained.