[3-Chloro-N′-(2-oxidonaphthalen-1-ylmethylidene)benzohydrazidato]methanol(methanolato)oxidovanadium(V)

In the title complex, [V(C18H11ClN2O2)(CH3O)O(CH3OH)], the VV ion is coordinated by a tridendate 3-chloro-N′-(2-oxidonaphthalen-1-ylmethylidene)benzohydrazidate ligand, one oxido ligand and by O atoms from a methanol and a methoxide ligand, forming a distorted octahedral geometry. The dihedral angle between the benzene ring and the naphthylene ring system is 6.4 (3)°. The deviation of the VV ion from the plane defined by the three donor atoms of the tridentate ligand and the methoxy O atom towards the oxido O atom is 0.323 (2) Å. In the crystal, pairs of intermolecular O—H⋯N hydrogen bonds form centrosymmetric dimers.

In the title complex, [V(C 18 H 11 ClN 2 O 2 )(CH 3 O)O(CH 3 OH)], the V V ion is coordinated by a tridendate 3-chloro-N 0 -(2oxidonaphthalen-1-ylmethylidene)benzohydrazidate ligand, one oxido ligand and by O atoms from a methanol and a methoxide ligand, forming a distorted octahedral geometry. The dihedral angle between the benzene ring and the naphthylene ring system is 6.4 (3) . The deviation of the V V ion from the plane defined by the three donor atoms of the tridentate ligand and the methoxy O atom towards the oxido O atom is 0.323 (2) Å . In the crystal, pairs of intermolecular O-HÁ Á ÁN hydrogen bonds form centrosymmetric dimers.
The V V ion in the title complex, Fig. 1, is six-coordinated by the phenolic O, imine N, and enolic O atoms of the hydrazone ligand, by one oxo O atom, and by two O atoms respectively from a methanol molecule and a methanolate ligand, forming a distorted octahedral geometry. The dihedral angle between the benzene ring and the naphthylene ring system of the hydrazone ligand is 6.4 (3)°. The deviation of the V atom from the plane defined by the three donor atoms of the hydrazone ligand and the methoxy O atom towards the oxo O atom is 0.323 (2) Å. The bond lengths and angles at the V V ion are comparable with those observed in similar oxovanadium(V) complexes (Kurup et al., 2010;Rajak et al., 2000;Grüning et al., 1999;Mondal et al., 2009). In the crystal, pairs of intermolecular O-H···N hydrogen bonds form centrosymmetric dimers (Fig. 2).

Refinement
Atom H4 was located from a difference Fourier map and refined isotropically. The O4-H4 distance was restrained to 0.85 (1) Å. The remaining hydrogen atoms were placed in geometrically idealized positions and constrained to ride on their parent atoms, with C-H distances of 0.93-0.96 Å, and with U iso (H) set at 1.2U eq (C) and 1.5U eq (C methyl ).  [

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > 2sigma(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.