[N′-(3-Eth­oxy-2-oxidobenzyl­idene)-4-hy­droxy-3-meth­oxy­benzohydrazidato](methanol)dioxidomolybdenum(VI)

Shou-Xing Wang

doi:10.1107/S1600536812008549

. 2012 Mar 3;68(Pt 4):m358–m359. doi: 10.1107/S1600536812008549

[N′-(3-Ethoxy-2-oxidobenzylidene)-4-hydroxy-3-methoxybenzohydrazidato](methanol)dioxidomolybdenum(VI)

Shou-Xing Wang ^a,^*

PMCID: PMC3343783 PMID: 22589757

Abstract

In the title dioxidomolybdenum(VI) complex, [Mo(C₁₇H₁₆N₂O₅)O₂(CH₃OH)], the Mo^VI atom is coordinated by the phenolate O, imine N and enolic O atoms of the tridentate hydrazone ligand, one methanol O atom, and two oxide O atoms, forming a distorted octahedral coordination geometry. The oxide O atoms adopt a cis conformation: one is trans to the methanol O atom and the other is trans to the ligand N atom. The dihedral angle between the two benzene rings in the hydrazone ligand is 4.0 (3)°. In the crystal, molecules are linked by O—H⋯N and O—H⋯O hydrogen bonds.

Related literature

For background to molybdenum complexes with hydrazone ligands, see: Dinda et al. (2003 ▶); Vrdoljak et al. (2005 ▶); Debel et al. (2008 ▶). For similar complexes, see: Sheikhshoaie et al. (2011 ▶); Gao et al. (2004 ▶); Saeednia et al. (2009 ▶).

Experimental

Crystal data

[Mo(C₁₇H₁₆N₂O₅)O₂(CH₄O)]
M _r = 488.30
Monoclinic,
a = 10.054 (2) Å
b = 16.401 (3) Å
c = 12.233 (3) Å
β = 101.946 (2)°
V = 1973.5 (7) Å³
Z = 4
Mo Kα radiation
μ = 0.71 mm⁻¹
T = 298 K
0.23 × 0.21 × 0.20 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.853, T _max = 0.871
11140 measured reflections
4300 independent reflections
3162 reflections with I > 2σ(I)
R _int = 0.040

Refinement

R[F ² > 2σ(F ²)] = 0.044
wR(F ²) = 0.093
S = 1.03
4300 reflections
269 parameters
1 restraint
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.62 e Å⁻³
Δρ_min = −0.69 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: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812008549/hb6656sup1.cif

e-68-0m358-sup1.cif^{(18.7KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812008549/hb6656Isup2.hkl

e-68-0m358-Isup2.hkl^{(210.7KB, hkl)}

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

Table 1. Selected bond lengths (Å).

Mo1—O8	1.683 (3)
Mo1—O7	1.707 (2)
Mo1—O1	1.920 (2)
Mo1—O3	2.009 (2)
Mo1—N1	2.238 (3)
Mo1—O6	2.364 (3)

Open in a new tab

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

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O6—H6⋯N2ⁱ	0.85 (1)	2.01 (1)	2.853 (4)	175 (5)
O5—H5⋯O4	0.82	2.20	2.646 (4)	114
O5—H5⋯O7ⁱⁱ	0.82	2.12	2.828 (3)	145

Open in a new tab

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

Acknowledgments

The author thanks Zaozhuang University for support.

supplementary crystallographic information

Comment

Molybdenum complexes with hydrazones have received much attention for their structures and catalytic properties (Dinda et al., 2003; Vrdoljak et al., 2005; Debel et al., 2008). In the present work, the author reports the title new dioxomolybdenum(VI) complex with a new hydrazone ligand N'-[(3-ethoxy-2-hydroxybenzylidene]-4-hydroxy-3- methoxybenzohydrazide.

In the title complex, Fig. 1, the Mo atom is six-coordinated by the phenolate O, imine N, and enolic O atoms of the hydrazone ligand, one methanol O atom, and two oxide O atoms, forming an octahedral geometry. The dihedral angle between the two benzene rings in the hydrazone ligand is 4.0 (3)°. The lengths of Mo—O and Mo—N bonds (Table 1) are within normal values (Sheikhshoaie et al., 2011; Gao et al., 2004; Saeednia et al., 2009). The crystal of the complex features intermolecular O—H···N and O—H···O hydrogen bonds (Table 2, Fig. 2).

Experimental

The title compound was obtained by stirring 3-ethoxysalicylaldehyde (0.1 mmol, 16.6 mg), 4-hydroxy-3-methoxybenzohydrazide (0.1 mmol, 18.2 mg), and MoO₂(acac)₂ (0.1 mmol, 32.6 mg) in methanol (20 ml) for 30 min. The reaction mixture was then filtered. Yellow block-shaped single crystals were formed from the filtrate after a week.