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

Wang, S.-X.

doi:10.1107/S1600536812008549

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 4| April 2012| Pages m358-m359

doi:10.1107/S1600536812008549

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

Shou-Xing Wang ^a ^*

^aLaboratory Management Center, Zaozhuang University, Zaozhuang 277160, People's Republic of China
^*Correspondence e-mail: shouxing_wang@126.com

(Received 24 February 2012; accepted 26 February 2012; online 3 March 2012)

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, P 2₁ /c
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[F² > 2σ(F²)] = 0.044
wR(F²) = 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

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)

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
Symmetry codes: (i) -x+1, -y, -z+1; (ii) $[x+1, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ .

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.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536812008549/hb6656sup1.cif

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

checkCIF report

Comment top

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).

Related literature top

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 top

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.

Structure description top

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).

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); 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 (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title complex, showing displacement ellipsoids drawn at the 30% probability level.
	Fig. 2. The molecular packing structure of the title complex, viewed along the a axis. Hydrogen bonds are drawn as dashed lines.

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

Crystal data top

[Mo(C₁₇H₁₆N₂O₅)O₂(CH₄O)]	F(000) = 992
M_r = 488.30	D_x = 1.643 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
a = 10.054 (2) Å	Cell parameters from 2809 reflections
b = 16.401 (3) Å	θ = 2.7–25.1°
c = 12.233 (3) Å	µ = 0.71 mm⁻¹
β = 101.946 (2)°	T = 298 K
V = 1973.5 (7) Å³	Block, yellow
Z = 4	0.23 × 0.21 × 0.20 mm

Data collection top

Bruker SMART CCD diffractometer	4300 independent reflections
Radiation source: fine-focus sealed tube	3162 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.040
ω scan	θ_max = 27.0°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→10
T_min = 0.853, T_max = 0.871	k = −13→20
11140 measured reflections	l = −15→15

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.093	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ²(F_o²) + (0.0346P)² + 1.5131P] where P = (F_o² + 2F_c²)/3
4300 reflections	(Δ/σ)_max < 0.001
269 parameters	Δρ_max = 0.62 e Å⁻³
1 restraint	Δρ_min = −0.69 e Å⁻³

Crystal data top

[Mo(C₁₇H₁₆N₂O₅)O₂(CH₄O)]	V = 1973.5 (7) Å³
M_r = 488.30	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 10.054 (2) Å	µ = 0.71 mm⁻¹
b = 16.401 (3) Å	T = 298 K
c = 12.233 (3) Å	0.23 × 0.21 × 0.20 mm
β = 101.946 (2)°

Data collection top

Bruker SMART CCD diffractometer	4300 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3162 reflections with I > 2σ(I)
T_min = 0.853, T_max = 0.871	R_int = 0.040
11140 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.044	1 restraint
wR(F²) = 0.093	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	Δρ_max = 0.62 e Å⁻³
4300 reflections	Δρ_min = −0.69 e Å⁻³
269 parameters

Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Mo1	0.20815 (3)	0.10239 (2)	0.35081 (2)	0.02894 (11)
N1	0.4173 (3)	0.05321 (18)	0.3574 (2)	0.0250 (7)
N2	0.5200 (3)	0.08381 (18)	0.4423 (2)	0.0260 (7)
O1	0.1607 (2)	0.00584 (16)	0.2626 (2)	0.0354 (6)
O2	−0.0005 (3)	−0.07464 (17)	0.1042 (2)	0.0449 (7)
O3	0.3379 (2)	0.15737 (15)	0.4761 (2)	0.0332 (6)
O4	0.9131 (2)	0.23736 (17)	0.7064 (2)	0.0410 (7)
O5	0.7908 (3)	0.3165 (2)	0.8463 (2)	0.0507 (8)
H5	0.8685	0.3204	0.8357	0.076*
O6	0.2310 (3)	0.00410 (17)	0.4948 (2)	0.0357 (6)
O7	0.0629 (2)	0.12772 (16)	0.3944 (2)	0.0381 (7)
O8	0.2216 (3)	0.16890 (18)	0.2489 (2)	0.0459 (7)
C1	0.3597 (4)	−0.0307 (2)	0.1922 (3)	0.0337 (9)
C2	0.2189 (4)	−0.0313 (2)	0.1862 (3)	0.0307 (9)
C3	0.1332 (4)	−0.0746 (2)	0.0993 (3)	0.0355 (9)
C4	0.1891 (4)	−0.1132 (3)	0.0195 (3)	0.0460 (11)
H4	0.1330	−0.1412	−0.0384	0.055*
C5	0.3281 (5)	−0.1108 (3)	0.0245 (3)	0.0519 (12)
H5A	0.3638	−0.1364	−0.0309	0.062*
C6	0.4132 (4)	−0.0715 (3)	0.1099 (3)	0.0440 (11)
H6A	0.5065	−0.0717	0.1134	0.053*
C7	−0.0893 (4)	−0.1285 (3)	0.0308 (4)	0.0546 (13)
H7A	−0.0566	−0.1842	0.0420	0.065*
H7B	−0.0922	−0.1136	−0.0464	0.065*
C8	0.4533 (4)	0.0069 (2)	0.2837 (3)	0.0318 (9)
H8	0.5456	−0.0029	0.2898	0.038*
C9	0.4682 (3)	0.1391 (2)	0.4979 (3)	0.0261 (8)
C10	0.5546 (3)	0.1847 (2)	0.5889 (3)	0.0251 (8)
C11	0.6961 (3)	0.1855 (2)	0.6019 (3)	0.0276 (8)
H11	0.7371	0.1563	0.5527	0.033*
C12	0.7752 (3)	0.2295 (2)	0.6876 (3)	0.0288 (8)
C13	0.7136 (4)	0.2728 (2)	0.7621 (3)	0.0347 (9)
C14	0.5754 (4)	0.2711 (3)	0.7500 (3)	0.0431 (11)
H14	0.5351	0.2992	0.8007	0.052*
C15	0.4948 (4)	0.2285 (2)	0.6640 (3)	0.0357 (9)
H15	0.4008	0.2289	0.6560	0.043*
C16	0.9849 (4)	0.1843 (3)	0.6466 (4)	0.0459 (11)
H16A	0.9636	0.1287	0.6605	0.069*
H16B	1.0809	0.1931	0.6708	0.069*
H16C	0.9585	0.1955	0.5680	0.069*
C17	0.1822 (5)	0.0181 (3)	0.5950 (4)	0.0558 (12)
H17A	0.2257	0.0655	0.6322	0.084*
H17B	0.2025	−0.0284	0.6433	0.084*
H17C	0.0857	0.0265	0.5767	0.084*
C18	−0.2272 (5)	−0.1219 (3)	0.0562 (4)	0.0709 (16)
H18A	−0.2235	−0.1373	0.1325	0.106*
H18B	−0.2886	−0.1574	0.0076	0.106*
H18C	−0.2586	−0.0666	0.0450	0.106*
H6	0.303 (3)	−0.024 (3)	0.511 (4)	0.080*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mo1	0.02297 (16)	0.0324 (2)	0.02923 (16)	0.00327 (15)	0.00036 (11)	−0.00289 (16)
N1	0.0226 (14)	0.0258 (18)	0.0255 (14)	0.0006 (13)	0.0022 (11)	−0.0011 (13)
N2	0.0231 (14)	0.0284 (19)	0.0250 (14)	−0.0023 (13)	0.0014 (12)	−0.0044 (13)
O1	0.0278 (13)	0.0443 (17)	0.0327 (13)	−0.0031 (12)	0.0028 (11)	−0.0133 (12)
O2	0.0377 (16)	0.0480 (19)	0.0451 (16)	−0.0068 (13)	0.0001 (13)	−0.0127 (14)
O3	0.0254 (13)	0.0348 (16)	0.0366 (14)	0.0043 (11)	0.0001 (11)	−0.0101 (12)
O4	0.0257 (13)	0.0491 (19)	0.0464 (16)	−0.0047 (13)	0.0033 (12)	−0.0179 (14)
O5	0.0381 (16)	0.067 (2)	0.0477 (17)	−0.0168 (16)	0.0106 (13)	−0.0329 (16)
O6	0.0380 (15)	0.0371 (17)	0.0331 (14)	0.0124 (12)	0.0094 (12)	0.0000 (12)
O7	0.0253 (13)	0.0424 (17)	0.0457 (15)	0.0103 (12)	0.0055 (11)	−0.0024 (13)
O8	0.0429 (16)	0.0486 (19)	0.0431 (16)	0.0050 (14)	0.0017 (13)	0.0102 (14)
C1	0.035 (2)	0.033 (2)	0.0323 (19)	0.0005 (18)	0.0052 (16)	−0.0063 (17)
C2	0.036 (2)	0.030 (2)	0.0248 (18)	0.0018 (17)	0.0026 (15)	−0.0005 (16)
C3	0.039 (2)	0.031 (2)	0.034 (2)	−0.0017 (18)	0.0019 (17)	−0.0013 (17)
C4	0.051 (3)	0.047 (3)	0.038 (2)	−0.003 (2)	0.0029 (19)	−0.017 (2)
C5	0.055 (3)	0.060 (3)	0.042 (2)	0.004 (2)	0.014 (2)	−0.024 (2)
C6	0.036 (2)	0.053 (3)	0.044 (2)	0.004 (2)	0.0085 (18)	−0.015 (2)
C7	0.050 (3)	0.050 (3)	0.055 (3)	−0.007 (2)	−0.011 (2)	−0.014 (2)
C8	0.0244 (18)	0.038 (2)	0.0326 (19)	0.0040 (17)	0.0042 (15)	−0.0066 (18)
C9	0.0266 (18)	0.027 (2)	0.0237 (17)	−0.0015 (16)	0.0028 (14)	0.0021 (16)
C10	0.0284 (18)	0.021 (2)	0.0251 (16)	0.0006 (15)	0.0035 (14)	0.0007 (15)
C11	0.0303 (18)	0.027 (2)	0.0261 (17)	0.0027 (16)	0.0081 (14)	−0.0029 (16)
C12	0.0262 (18)	0.029 (2)	0.0297 (18)	−0.0013 (16)	0.0019 (15)	0.0006 (16)
C13	0.035 (2)	0.039 (3)	0.0302 (19)	−0.0065 (18)	0.0065 (16)	−0.0095 (18)
C14	0.040 (2)	0.050 (3)	0.042 (2)	0.001 (2)	0.0143 (18)	−0.018 (2)
C15	0.0254 (19)	0.040 (3)	0.042 (2)	−0.0021 (17)	0.0084 (16)	−0.0104 (19)
C16	0.031 (2)	0.051 (3)	0.058 (3)	0.001 (2)	0.0139 (19)	−0.009 (2)
C17	0.050 (3)	0.062 (3)	0.059 (3)	0.009 (2)	0.021 (2)	0.007 (3)
C18	0.046 (3)	0.082 (4)	0.078 (4)	−0.014 (3)	−0.001 (3)	−0.011 (3)

Geometric parameters (Å, º) top

Mo1—O8	1.683 (3)	C5—C6	1.367 (5)
Mo1—O7	1.707 (2)	C5—H5A	0.9300
Mo1—O1	1.920 (2)	C6—H6A	0.9300
Mo1—O3	2.009 (2)	C7—C18	1.487 (6)
Mo1—N1	2.238 (3)	C7—H7A	0.9700
Mo1—O6	2.364 (3)	C7—H7B	0.9700
N1—C8	1.286 (4)	C8—H8	0.9300
N1—N2	1.398 (4)	C9—C10	1.467 (4)
N2—C9	1.305 (4)	C10—C15	1.397 (5)
O1—C2	1.347 (4)	C10—C11	1.399 (5)
O2—C3	1.358 (4)	C11—C12	1.380 (5)
O2—C7	1.432 (4)	C11—H11	0.9300
O3—C9	1.316 (4)	C12—C13	1.398 (5)
O4—C12	1.364 (4)	C13—C14	1.366 (5)
O4—C16	1.425 (4)	C14—C15	1.378 (5)
O5—C13	1.360 (4)	C14—H14	0.9300
O5—H5	0.8200	C15—H15	0.9300
O6—C17	1.430 (5)	C16—H16A	0.9600
O6—H6	0.847 (10)	C16—H16B	0.9600
C1—C2	1.402 (5)	C16—H16C	0.9600
C1—C6	1.405 (5)	C17—H17A	0.9600
C1—C8	1.444 (5)	C17—H17B	0.9600
C2—C3	1.413 (5)	C17—H17C	0.9600
C3—C4	1.377 (5)	C18—H18A	0.9600
C4—C5	1.386 (6)	C18—H18B	0.9600
C4—H4	0.9300	C18—H18C	0.9600

O8—Mo1—O7	106.19 (13)	C18—C7—H7A	110.1
O8—Mo1—O1	99.61 (12)	O2—C7—H7B	110.1
O7—Mo1—O1	104.31 (12)	C18—C7—H7B	110.1
O8—Mo1—O3	97.79 (12)	H7A—C7—H7B	108.4
O7—Mo1—O3	96.60 (11)	N1—C8—C1	124.3 (3)
O1—Mo1—O3	147.72 (10)	N1—C8—H8	117.9
O8—Mo1—N1	92.37 (12)	C1—C8—H8	117.9
O7—Mo1—N1	159.23 (11)	N2—C9—O3	122.7 (3)
O1—Mo1—N1	81.09 (10)	N2—C9—C10	120.8 (3)
O3—Mo1—N1	71.19 (10)	O3—C9—C10	116.5 (3)
O8—Mo1—O6	169.67 (11)	C15—C10—C11	119.1 (3)
O7—Mo1—O6	83.73 (11)	C15—C10—C9	119.6 (3)
O1—Mo1—O6	80.25 (10)	C11—C10—C9	121.3 (3)
O3—Mo1—O6	77.86 (10)	C12—C11—C10	120.3 (3)
N1—Mo1—O6	77.38 (9)	C12—C11—H11	119.9
C8—N1—N2	117.5 (3)	C10—C11—H11	119.9
C8—N1—Mo1	125.9 (2)	O4—C12—C11	125.7 (3)
N2—N1—Mo1	116.2 (2)	O4—C12—C13	114.5 (3)
C9—N2—N1	108.9 (3)	C11—C12—C13	119.8 (3)
C2—O1—Mo1	132.1 (2)	O5—C13—C14	120.1 (3)
C3—O2—C7	117.9 (3)	O5—C13—C12	120.1 (3)
C9—O3—Mo1	121.0 (2)	C14—C13—C12	119.8 (3)
C12—O4—C16	117.4 (3)	C13—C14—C15	121.1 (4)
C13—O5—H5	109.5	C13—C14—H14	119.4
C17—O6—Mo1	122.1 (2)	C15—C14—H14	119.4
C17—O6—H6	108 (3)	C14—C15—C10	119.9 (3)
Mo1—O6—H6	120 (3)	C14—C15—H15	120.1
C2—C1—C6	119.4 (3)	C10—C15—H15	120.1
C2—C1—C8	122.2 (3)	O4—C16—H16A	109.5
C6—C1—C8	118.3 (3)	O4—C16—H16B	109.5
O1—C2—C1	122.6 (3)	H16A—C16—H16B	109.5
O1—C2—C3	117.7 (3)	O4—C16—H16C	109.5
C1—C2—C3	119.7 (3)	H16A—C16—H16C	109.5
O2—C3—C4	125.7 (3)	H16B—C16—H16C	109.5
O2—C3—C2	115.0 (3)	O6—C17—H17A	109.5
C4—C3—C2	119.3 (4)	O6—C17—H17B	109.5
C3—C4—C5	120.7 (4)	H17A—C17—H17B	109.5
C3—C4—H4	119.6	O6—C17—H17C	109.5
C5—C4—H4	119.6	H17A—C17—H17C	109.5
C6—C5—C4	120.9 (4)	H17B—C17—H17C	109.5
C6—C5—H5A	119.6	C7—C18—H18A	109.5
C4—C5—H5A	119.6	C7—C18—H18B	109.5
C5—C6—C1	120.0 (4)	H18A—C18—H18B	109.5
C5—C6—H6A	120.0	C7—C18—H18C	109.5
C1—C6—H6A	120.0	H18A—C18—H18C	109.5
O2—C7—C18	108.1 (4)	H18B—C18—H18C	109.5
O2—C7—H7A	110.1

Hydrogen-bond geometry (Å, º) top

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

Symmetry codes: (i) −x+1, −y, −z+1; (ii) x+1, −y+1/2, z+1/2.

Experimental details

Crystal data
Chemical formula	[Mo(C₁₇H₁₆N₂O₅)O₂(CH₄O)]
M_r	488.30
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	298
a, b, c (Å)	10.054 (2), 16.401 (3), 12.233 (3)
β (°)	101.946 (2)
V (Å³)	1973.5 (7)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.71
Crystal size (mm)	0.23 × 0.21 × 0.20

Data collection
Diffractometer	Bruker SMART CCD
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.853, 0.871
No. of measured, independent and observed [I > 2σ(I)] reflections	11140, 4300, 3162
R_int	0.040
(sin θ/λ)_max (Å⁻¹)	0.639

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.044, 0.093, 1.03
No. of reflections	4300
No. of parameters	269
No. of restraints	1
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.62, −0.69

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6···N2ⁱ	0.847 (10)	2.008 (12)	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

Symmetry codes: (i) −x+1, −y, −z+1; (ii) x+1, −y+1/2, z+1/2.

Acknowledgements

The author thanks Zaozhuang University for support.

References

Bruker (1998). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Debel, R., Buchholz, A. & Plass, W. (2008). Z. Anorg. Allg. Chem. 634, 2291–2298. Web of Science CSD CrossRef CAS Google Scholar
Dinda, R., Sengupta, P., Ghosh, S. & Sheldrick, W. S. (2003). Eur. J. Inorg. Chem. pp. 363–369. Web of Science CSD CrossRef Google Scholar
Gao, S., Zhang, X.-F., Huo, L.-H. & Zhao, H. (2004). Acta Cryst. E60, m1731–m1733. Web of Science CSD CrossRef IUCr Journals Google Scholar
Saeednia, S., Sheikhshoaie, I. & Stoeckli-Evans, H. (2009). Acta Cryst. E65, m1591. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheikhshoaie, I., Langer, V. & Yasrebi, S. A. (2011). Acta Cryst. E67, m839–m840. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Vrdoljak, V., Cindric, M., Matkovic-Calogovic, D., Prugovecki, B., Novak, P. & Kamenar, B. (2005). Z. Anorg. Allg. Chem. 631, 928–936. Web of Science CSD CrossRef CAS Google Scholar

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Volume 68| Part 4| April 2012| Pages m358-m359

doi:10.1107/S1600536812008549

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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

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Experimental

Crystal data

Data collection

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Acknowledgements

References

metal-organic compounds

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