(2,2′-Bipyridine)(2-formyl-6-methoxy­phenolato)nickel(II) perchlorate

Cui-Juan Wang; Ping-Di Ren; Wei-Ping Wu; Zhi-Bin Zhang

doi:10.1107/S1600536808040385

. 2008 Dec 6;65(Pt 1):m11. doi: 10.1107/S1600536808040385

(2,2′-Bipyridine)(2-formyl-6-methoxyphenolato)nickel(II) perchlorate

Cui-Juan Wang ^a,^*, Ping-Di Ren ^a, Wei-Ping Wu ^b, Zhi-Bin Zhang ^a

PMCID: PMC2967862 PMID: 21581476

Abstract

In the title compound, [Ni(C₈H₇O₃)(C₁₀H₈N₂)]ClO₄, the Ni^II atom is in a slightly distorted square-planar coordination by two N atoms from the 2,2′-bipyridine (bipy) ligand and two O atoms from the deprotonated 2-formyl-6-methoxyphenolate (mbd) ligand. The bipy ligand is nearly coplanar with the Ni^II square plane, the Ni atom being only 0.042 (2) Å from the mean plane, whereas the benzaldehyde plane is folded with respect to the square plane, making a dihedral angle of 19.17 (8)°. One of the O atoms of the perchlorate anion is involved in a weak interaction with the Ni atom, with an Ni—O distance of 2.5732 (18) Å. The packing is stabilized by weak C—H⋯O interactions.

Related literature

For general background, see: Alizadeh et al. (1999 ▶); Hamblin et al. (2002 ▶); Minuti et al. (1999 ▶). For a related structure, see: Liu et al. (2008 ▶).

Experimental

Crystal data

[Ni(C₈H₇O₃)(C₁₀H₈N₂)]ClO₄
M _r = 465.48
Triclinic,
a = 8.460 (1) Å
b = 9.580 (1) Å
c = 11.956 (2) Å
α = 84.45 (1)°
β = 80.05 (1)°
γ = 80.25 (1)°
V = 938.4 (2) Å³
Z = 2
Mo Kα radiation
μ = 1.22 mm⁻¹
T = 298 (2) K
0.32 × 0.26 × 0.19 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2004 ▶) T _min = 0.696, T _max = 0.801
3644 measured reflections
3381 independent reflections
2838 reflections with I > 2σ(I)
R _int = 0.009

Refinement

R[F ² > 2σ(F ²)] = 0.029
wR(F ²) = 0.077
S = 1.04
3381 reflections
263 parameters
H-atom parameters constrained
Δρ_max = 0.25 e Å⁻³
Δρ_min = −0.50 e Å⁻³

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: APEX2; data reduction: APEX2; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ▶) and ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808040385/dn2410sup1.cif

e-65-00m11-sup1.cif^{(18.9KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808040385/dn2410Isup2.hkl

e-65-00m11-Isup2.hkl^{(165.8KB, 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
C4—H4⋯O7ⁱ	0.93	2.58	3.461 (4)	159
C12—H12⋯O5ⁱⁱ	0.93	2.57	3.499 (3)	177
C15—H15⋯O5ⁱⁱ	0.93	2.59	3.517 (3)	171

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

Acknowledgments

The authors are grateful to the Young Teacher Underway Science Foundation of Southwest JiaoTong University for financial support.

supplementary crystallographic information

Comment

2,2'-Bipyridyl ligand is bidentate chelating ligand, which can commonly act as terminal ligands, and may also provide molecular interaction sites for molecular recognition or assembly (Minuti et al., 1999; Hamblin et al., 2002). On the other hand, aldehyde ligands have significant importance in chemistry, specially in the development of its complexes, because this type ligands are potentially capable of forming stable complexes with metal ions (Alizadeh et al., 1999). Herein we report the synthesis and characterization of the title complex with mixed co-ligand.

The Ni^II atom in the title complex, has a square coordination formed by two N atoms from Bipy ligand and two O atoms from protonated mbd ligand (Fig. 1). One of the O atom of the perchlorate anion is in weak interaction with the Ni atom with a Ni—O distance of 2.5732 (18) Å. The average Ni—N bond length of 1.98 Å is close to the values observed in related complexes (Liu et al., 2008). The occurrence of C—H···O hydrogen bonding stabilizes the packing (Table 1).

Experimental

Bipy (0.023 g, 0.12 mmol), Ni(ClO₄)₂ (0.028 g, 0.13 mmol) and Hmbd (0.020 g, 0.16 mmol), were added in a solvent of ethanol, the mixture was stirring were required. The resultant solution was kept at room temperature for three weeks yielding green crystals of (I)