(Methanol-κO)(methano­lato-κO)oxido[N-(2-oxidobenzyl­idene)isoleucinato-κ3 O,N,O′]vanadium(V)

Chengyuan Wang; Zhenghua Guo; Jianfang Dong; Lianzhi Li

doi:10.1107/S1600536812028231

. 2012 Jun 30;68(Pt 7):m982. doi: 10.1107/S1600536812028231

(Methanol-κO)(methanolato-κO)oxido[N-(2-oxidobenzylidene)isoleucinato-κ³ O,N,O′]vanadium(V)

Chengyuan Wang ^a,^*, Zhenghua Guo ^b, Jianfang Dong ^b, Lianzhi Li ^b

PMCID: PMC3393231 PMID: 22807799

Abstract

In the title complex, [V(C₁₃H₁₅NO₃)O(CH₃O)(CH₃OH)], the V^V atom is six-coordinated by a tridentate O,N,O′-donor ligand, derived from the condensation of salicylaldehyde and l-isoleucine, a vanadyl O atom, a methanolate O atom and a methanol O atom in a distorted octahedral geometry. The asymmetric unit contains two complex molecules. In the crystal, intermolecular O—H⋯O and C—H⋯O hydrogen bonds connect the molecules into a one-dimensional chain along [100].

Related literature

For background to vanadium compounds, see: Horn et al. (2004 ▶); Thompson et al. (1999 ▶); Wikksky et al. (2001 ▶). For related structures of vanadium complexes derived from amino acid Schiff base ligands and with a coordination number of six for vanadium, see: Bian & Li (2011 ▶); Cao et al. (2011 ▶); Chen et al. (2004 ▶).

Experimental

Crystal data

[V(C₁₃H₁₅NO₃)O(CH₃O)(CH₄O)]
M _r = 363.28
Orthorhombic,
a = 6.6148 (9) Å
b = 18.463 (2) Å
c = 29.286 (3) Å
V = 3576.7 (7) Å³
Z = 8
Mo Kα radiation
μ = 0.58 mm⁻¹
T = 298 K
0.26 × 0.11 × 0.08 mm

Data collection

Bruker SMART 1000 CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.864, T _max = 0.955
18864 measured reflections
6295 independent reflections
3229 reflections with I > 2σ(I)
R _int = 0.174

Refinement

R[F ² > 2σ(F ²)] = 0.092
wR(F ²) = 0.215
S = 1.04
6295 reflections
423 parameters
1046 restraints
H-atom parameters constrained
Δρ_max = 0.39 e Å⁻³
Δρ_min = −0.41 e Å⁻³
Absolute structure: Flack (1983 ▶), 2690 Friedel pairs
Flack parameter: 0.09 (5)

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); 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 ▶) and DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812028231/hy2555sup1.cif

e-68-0m982-sup1.cif^{(26.7KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812028231/hy2555Isup2.hkl

e-68-0m982-Isup2.hkl^{(308.1KB, 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
C2—H2⋯O5ⁱ	0.98	2.52	3.388 (12)	148
C7—H7⋯O4ⁱ	0.93	2.48	3.395 (12)	170
C17—H17⋯O12ⁱ	0.98	2.39	3.328 (12)	159
O6—H6⋯O8	0.82	1.89	2.688 (8)	165
O11—H11⋯O2	0.82	1.86	2.668 (8)	170

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Symmetry code: (i) Inline graphic .

supplementary crystallographic information

Comment

The strong interest in vanadium compounds arises from the presence of vanadium in several metalloenzymes, their use as metallopharmaceutical agents and their catalytic abilities (Horn et al., 2004). Compared with other transition metal complexes, less vanadium complexes have been synthesized and characterized (Thompson et al., 1999; Wikksky et al., 2001). We report herein the synthesis and crystal structure of a new oxovanadium(V) complex with a tridentate Schiff base ligand derived from the condensation of salicylaldehyde and L-isoleucine.

As shown in Fig. 1, the asymmetric unit of the title compound contains two independent molecules. Each V^V ion is six-coordinated by a tridentate O,N,O-donor ligand, a vanadyl O atom, a methanolate O atom and a methanol O atom, forming a distorted octahedral geometry. In one of the complex molecules, O1, N1, O3 atoms of the Schiff base ligand and O5 atom of the methanolate define the equatorial plane and the terminal oxido O4 and the methanol O6 are at the axial positions. The V1 atom lies 0.308 (3) Å above the equatorial plane towards O4. The V2 atom deviates 0.297 (3) Å from the equatorial plane, formed by O7, N2, O9 and O12, towards O10. The axial O6 and O11 atoms are involved in long V—O distances [V1—O6 and V2—O11 = 2.345 (6) and 2.330 (6) Å], which is similar to the reported vanadium(V) complexes (Bian & Li, 2011; Cao et al., 2011; Chen et al., 2004). In the crystal, intermolecular O—H···O and C—H···O hydrogen bonds connect the molecules into a one-dimensional structure along [100] (Table 1, Fig. 2).

Experimental

L-Isoleucine (1 mmol, 131.2 mg) and potassium hydroxide (1 mmol, 56.1 mg) were dissolved in hot methanol (10 ml) with stirring and added successively to a methanol solution (5 ml) of salicylaldehyde (1 mmol, 0.11 ml). The mixture was then stirred at 333 K for 2 h. Subsequently, an aqueous solution (2 ml) of vanadyl sulfate hydrate (1 mmol, 225.4 mg) was added dropwise and stirred for 2 h continuously. Then the resultant solution was filtered and the filtrate was held at room temperature for several days, whereupon brown blocky crystals suitable for X-ray diffraction were obtained.