(Methanol-κO)(methano­lato-κO)oxido{N′-[1-(2-oxidonaphthalen-1-yl-κO)ethyl­idene]nicotinohydrazidato-κ2 N′,O}vanadium(V)

Chen-Yi Wang; Juan-Juan Hu; Hai-Yu Tu; Pei-Fei Zhu; Su-Jun Sheng

doi:10.1107/S1600536811039766

. 2011 Oct 5;67(Pt 11):m1475–m1476. doi: 10.1107/S1600536811039766

(Methanol-κO)(methanolato-κO)oxido{N′-[1-(2-oxidonaphthalen-1-yl-κO)ethylidene]nicotinohydrazidato-κ² N′,O}vanadium(V)

Chen-Yi Wang ^a,^*, Juan-Juan Hu ^b, Hai-Yu Tu ^a, Pei-Fei Zhu ^a, Su-Jun Sheng ^a

PMCID: PMC3246913 PMID: 22219733

Abstract

The title oxovanadium(V) complex, [V(C₁₈H₁₃N₃O₂)(CH₃O)O(CH₃OH)], was obtained by the reaction of 1-(2-hydroxynaphthalen-1-yl)ethanone, nicotinohydrazide and vanadyl sulfate in methanol. The V^V atom is six-coordinated by the N,N,O-tridentate Schiff base ligand, one methanolate O atom, one methanol O atom and one oxide O atom, forming a distorted octahedral geometry. The methanol O atom lies trans to the V=O group. The dihedral angle between the pyridine ring and the naphthalene ring system is 31.52 (10)°. In the crystal, inversion dimers linked by pairs of O—H⋯N hydrogen bonds occur.

Related literature

For related Schiff base complexes, see: Wang (2009 ▶); Wang & Ye (2011 ▶). For similar oxidovanadium complexes, see: Deng et al. (2005 ▶); Gao et al. (2005 ▶); Huo et al. (2004 ▶).

Experimental

Crystal data

[V(C₁₈H₁₃N₃O₂)(CH₃O)O(CH₄O)]
M _r = 433.33
Triclinic,
a = 8.056 (2) Å
b = 8.931 (3) Å
c = 14.204 (3) Å
α = 92.312 (1)°
β = 95.418 (2)°
γ = 105.481 (2)°
V = 978.2 (4) Å³
Z = 2
Mo Kα radiation
μ = 0.55 mm⁻¹
T = 298 K
0.18 × 0.17 × 0.17 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.908, T _max = 0.913
6564 measured reflections
4117 independent reflections
3350 reflections with I > 2σ(I)
R _int = 0.019

Refinement

R[F ² > 2σ(F ²)] = 0.039
wR(F ²) = 0.101
S = 1.05
4117 reflections
268 parameters
1 restraint
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.24 e Å⁻³
Δρ_min = −0.34 e Å⁻³

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1998 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811039766/hb6424sup1.cif

e-67-m1475-sup1.cif^{(19.3KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811039766/hb6424Isup2.hkl

e-67-m1475-Isup2.hkl^{(201.7KB, hkl)}

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

Table 1. Selected bond lengths (Å).

V1—O3	1.5826 (17)
V1—O5	1.7796 (15)
V1—O1	1.8555 (15)
V1—O2	1.9716 (15)
V1—N1	2.1143 (17)
V1—O4	2.3162 (18)

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

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4⋯N3ⁱ	0.84 (1)	1.90 (1)	2.734 (3)	173 (3)

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Symmetry code: (i) Inline graphic .

Acknowledgments

This work was supported financially by the Natural Science Foundation of China (No. 31071856), the Applied Research Project on Nonprofit Technology of Zhejiang Province (No. 2010 C32060), the Natural Science Foundation of Zhejiang Province (No. Y407318) and the Technological Innovation Project (sinfonietta talent plan) of college students in Zhejiang Province (No. 2010R42525 & No. 2011R425027).

supplementary crystallographic information

Comment

As part of our investigations into new Schiff base complexes (Wang & Ye, 2011; Wang, 2009), we have synthesized the title compound, a new mononuclear oxovanadium(V) complex, Fig. 1. The V atom in the complex is six-coordinated by the NNO donor atoms of the Schiff base ligand, one methoxy O atom, one methanol O atom, and one oxo O atom, forming an octahedral geometry. The V–O and V–N bond lengths (Table 1) are typical and are comparable with those observed in other similar vanadium complexes (Deng et al., 2005; Gao et al., 2005; Huo et al., 2004).

Experimental

1-(2-Hydroxynaphthalen-1-yl)ethanone (1.0 mmol, 0.19 g), nicotinohydrazide (1.0 mmol, 0.14 g), and vanadyl sulfate (1.0 mmol, 0.16 g) were dissolved in methanol (30 ml). The mixture was stirred at room temperature for 10 min to give a clear brown solution. After keeping the solution in air for a week, brown block-shaped crystals were formed at the bottom of the vessel.