(Methanol-κO)(methano­lato-κO)oxido{N′-[1-(2-oxidonaphthalen-1-yl-κO)ethyl­idene]nicotinohydrazidato-κ2N′,O}vanadium(V)

Wang, C.-Y.; Hu, J.-J.; Tu, H.-Y.; Zhu, P.-F.; Sheng, S.-J.

doi:10.1107/S1600536811039766

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 11| November 2011| Pages m1475-m1476

doi:10.1107/S1600536811039766

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(Methanol-κO)(methanolato-κO)oxido{N′-[1-(2-oxidonaphthalen-1-yl-κO)ethylidene]nicotinohydrazidato-κ²N′,O}vanadium(V)

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

^aDepartment of Chemistry, Huzhou University, Huzhou 313000, People's Republic of China, and ^bHuzhou No. 11 Middle School, Huzhou 313000, People's Republic of China
^*Correspondence e-mail: chenyi_wang@163.com

(Received 26 September 2011; accepted 27 September 2011; online 5 October 2011)

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, $[P \overline 1]$
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[F² > 2σ(F²)] = 0.039
wR(F²) = 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

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)

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)
Symmetry code: (i) -x+1, -y+1, -z.

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.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811039766/hb6424sup1.cif

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

checkCIF report

Comment top

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).

Related literature top

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 top

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.

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 compound, showing displacement ellipsoids drawn at the 30% probability level.

(Methanol-κO)(methanolato-κO)oxido{N'-[1-(2- oxidonaphthalen-1-yl-κO)ethylidene]nicotinohydrazidato- κ²N',O}vanadium(V) top

Crystal data top

[V(C₁₈H₁₃N₃O₂)(CH₃O)O(CH₄O)]	Z = 2
M_r = 433.33	F(000) = 448
Triclinic, P1	D_x = 1.471 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.056 (2) Å	Cell parameters from 2743 reflections
b = 8.931 (3) Å	θ = 2.6–28.3°
c = 14.204 (3) Å	µ = 0.55 mm⁻¹
α = 92.312 (1)°	T = 298 K
β = 95.418 (2)°	Block, brown
γ = 105.481 (2)°	0.18 × 0.17 × 0.17 mm
V = 978.2 (4) Å³

Data collection top

Bruker SMART CCD diffractometer	4117 independent reflections
Radiation source: fine-focus sealed tube	3350 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.019
ω scans	θ_max = 27.0°, θ_min = 2.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→10
T_min = 0.908, T_max = 0.913	k = −11→11
6564 measured reflections	l = −18→17

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.101	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ²(F_o²) + (0.0426P)² + 0.4135P] where P = (F_o² + 2F_c²)/3
4117 reflections	(Δ/σ)_max = 0.001
268 parameters	Δρ_max = 0.24 e Å⁻³
1 restraint	Δρ_min = −0.34 e Å⁻³

Crystal data top

[V(C₁₈H₁₃N₃O₂)(CH₃O)O(CH₄O)]	γ = 105.481 (2)°
M_r = 433.33	V = 978.2 (4) Å³
Triclinic, P1	Z = 2
a = 8.056 (2) Å	Mo Kα radiation
b = 8.931 (3) Å	µ = 0.55 mm⁻¹
c = 14.204 (3) Å	T = 298 K
α = 92.312 (1)°	0.18 × 0.17 × 0.17 mm
β = 95.418 (2)°

Data collection top

Bruker SMART CCD diffractometer	4117 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3350 reflections with I > 2σ(I)
T_min = 0.908, T_max = 0.913	R_int = 0.019
6564 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.039	1 restraint
wR(F²) = 0.101	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	Δρ_max = 0.24 e Å⁻³
4117 reflections	Δρ_min = −0.34 e Å⁻³
268 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
V1	0.72590 (5)	0.34810 (4)	0.26717 (2)	0.03238 (12)
N1	0.8461 (2)	0.2127 (2)	0.18547 (11)	0.0313 (4)
N2	0.7882 (2)	0.1918 (2)	0.08861 (11)	0.0334 (4)
N3	0.3240 (3)	0.2650 (3)	−0.12462 (14)	0.0468 (5)
O1	0.9408 (2)	0.40094 (18)	0.33860 (10)	0.0393 (4)
O2	0.58351 (19)	0.29999 (18)	0.14338 (10)	0.0373 (4)
O3	0.6236 (2)	0.20826 (19)	0.32235 (11)	0.0436 (4)
O4	0.8772 (2)	0.5456 (2)	0.18195 (13)	0.0488 (4)
O5	0.6277 (2)	0.49724 (18)	0.29763 (11)	0.0394 (4)
C1	1.0365 (3)	0.1721 (3)	0.31538 (14)	0.0320 (5)
C2	1.0262 (3)	0.3008 (3)	0.37105 (15)	0.0335 (5)
C3	1.1149 (3)	0.3354 (3)	0.46378 (15)	0.0393 (5)
H3	1.1147	0.4263	0.4981	0.047*
C4	1.1993 (3)	0.2377 (3)	0.50247 (16)	0.0428 (6)
H4A	1.2587	0.2634	0.5628	0.051*
C5	1.1996 (3)	0.0961 (3)	0.45323 (15)	0.0375 (5)
C6	1.2751 (3)	−0.0119 (3)	0.49719 (17)	0.0460 (6)
H6	1.3333	0.0135	0.5579	0.055*
C7	1.2650 (3)	−0.1525 (3)	0.45303 (18)	0.0498 (6)
H7	1.3184	−0.2214	0.4823	0.060*
C8	1.1733 (3)	−0.1919 (3)	0.36306 (18)	0.0495 (6)
H8	1.1608	−0.2899	0.3338	0.059*
C9	1.1014 (3)	−0.0885 (3)	0.31728 (16)	0.0418 (5)
H9	1.0424	−0.1174	0.2570	0.050*
C10	1.1148 (3)	0.0606 (3)	0.35915 (14)	0.0332 (5)
C11	0.9751 (3)	0.1582 (2)	0.21387 (14)	0.0315 (5)
C12	1.0689 (3)	0.0947 (3)	0.14163 (16)	0.0453 (6)
H12A	1.0006	−0.0071	0.1172	0.068*
H12B	1.1788	0.0882	0.1710	0.068*
H12C	1.0870	0.1627	0.0907	0.068*
C13	0.6477 (3)	0.2374 (2)	0.07614 (14)	0.0318 (5)
C14	0.5526 (3)	0.2159 (2)	−0.02017 (14)	0.0315 (4)
C15	0.5965 (3)	0.1316 (3)	−0.09313 (15)	0.0371 (5)
H15	0.6872	0.0860	−0.0827	0.045*
C16	0.5042 (3)	0.1159 (3)	−0.18146 (16)	0.0432 (6)
H16	0.5321	0.0605	−0.2317	0.052*
C17	0.3698 (3)	0.1840 (3)	−0.19387 (16)	0.0472 (6)
H17	0.3078	0.1730	−0.2536	0.057*
C18	0.4158 (3)	0.2800 (3)	−0.03938 (16)	0.0401 (5)
H18	0.3858	0.3366	0.0095	0.048*
C19	1.0283 (4)	0.5696 (4)	0.1364 (2)	0.0628 (8)
H19A	1.1219	0.5587	0.1803	0.094*
H19B	1.0570	0.6724	0.1141	0.094*
H19C	1.0095	0.4941	0.0837	0.094*
C20	0.4631 (4)	0.4778 (4)	0.3286 (3)	0.0748 (10)
H20A	0.3755	0.4375	0.2764	0.112*
H20B	0.4528	0.5764	0.3529	0.112*
H20C	0.4486	0.4061	0.3778	0.112*
H4	0.814 (4)	0.600 (3)	0.159 (2)	0.080*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
V1	0.0342 (2)	0.0342 (2)	0.0302 (2)	0.01284 (16)	0.00180 (14)	−0.00170 (14)
N1	0.0326 (9)	0.0343 (10)	0.0267 (8)	0.0111 (8)	−0.0022 (7)	−0.0020 (7)
N2	0.0369 (10)	0.0382 (10)	0.0261 (8)	0.0144 (8)	−0.0017 (7)	−0.0019 (7)
N3	0.0436 (12)	0.0538 (13)	0.0434 (11)	0.0169 (10)	−0.0063 (9)	0.0081 (9)
O1	0.0416 (9)	0.0370 (9)	0.0399 (8)	0.0169 (7)	−0.0064 (7)	−0.0082 (7)
O2	0.0356 (8)	0.0473 (10)	0.0319 (8)	0.0179 (7)	0.0009 (6)	−0.0026 (7)
O3	0.0529 (10)	0.0412 (10)	0.0363 (8)	0.0113 (8)	0.0070 (7)	0.0025 (7)
O4	0.0403 (10)	0.0485 (11)	0.0640 (11)	0.0180 (8)	0.0131 (8)	0.0204 (8)
O5	0.0347 (8)	0.0400 (9)	0.0461 (9)	0.0141 (7)	0.0082 (7)	−0.0033 (7)
C1	0.0280 (11)	0.0370 (12)	0.0307 (10)	0.0102 (9)	−0.0004 (8)	−0.0004 (9)
C2	0.0289 (11)	0.0371 (12)	0.0341 (11)	0.0097 (9)	0.0010 (8)	−0.0013 (9)
C3	0.0355 (12)	0.0458 (14)	0.0349 (11)	0.0113 (10)	−0.0010 (9)	−0.0093 (10)
C4	0.0364 (12)	0.0565 (16)	0.0313 (11)	0.0096 (11)	−0.0050 (9)	−0.0038 (10)
C5	0.0288 (11)	0.0479 (14)	0.0342 (11)	0.0083 (10)	0.0002 (9)	0.0051 (10)
C6	0.0382 (13)	0.0586 (17)	0.0407 (13)	0.0137 (12)	−0.0033 (10)	0.0101 (11)
C7	0.0482 (15)	0.0541 (16)	0.0521 (15)	0.0223 (13)	0.0008 (12)	0.0165 (12)
C8	0.0559 (16)	0.0446 (15)	0.0523 (15)	0.0216 (12)	0.0038 (12)	0.0051 (11)
C9	0.0427 (13)	0.0447 (14)	0.0393 (12)	0.0168 (11)	−0.0017 (10)	0.0000 (10)
C10	0.0262 (10)	0.0400 (12)	0.0335 (11)	0.0096 (9)	0.0024 (8)	0.0027 (9)
C11	0.0316 (11)	0.0319 (11)	0.0313 (10)	0.0110 (9)	0.0003 (8)	−0.0018 (8)
C12	0.0479 (14)	0.0608 (16)	0.0358 (12)	0.0306 (13)	0.0049 (10)	−0.0019 (11)
C13	0.0337 (11)	0.0312 (11)	0.0294 (10)	0.0080 (9)	0.0004 (8)	0.0013 (8)
C14	0.0313 (11)	0.0289 (11)	0.0318 (10)	0.0043 (9)	0.0009 (8)	0.0045 (8)
C15	0.0370 (12)	0.0378 (13)	0.0356 (11)	0.0095 (10)	0.0026 (9)	0.0006 (9)
C16	0.0467 (14)	0.0448 (14)	0.0337 (12)	0.0062 (11)	0.0014 (10)	−0.0018 (10)
C17	0.0488 (15)	0.0519 (16)	0.0341 (12)	0.0053 (12)	−0.0068 (11)	0.0067 (11)
C18	0.0432 (13)	0.0436 (14)	0.0351 (12)	0.0165 (11)	−0.0002 (10)	0.0029 (10)
C19	0.0587 (18)	0.0611 (19)	0.0673 (19)	0.0090 (14)	0.0232 (14)	0.0018 (14)
C20	0.0444 (16)	0.069 (2)	0.117 (3)	0.0212 (15)	0.0286 (17)	−0.0109 (19)

Geometric parameters (Å, º) top

V1—O3	1.5826 (17)	C6—H6	0.9300
V1—O5	1.7796 (15)	C7—C8	1.396 (3)
V1—O1	1.8555 (15)	C7—H7	0.9300
V1—O2	1.9716 (15)	C8—C9	1.368 (3)
V1—N1	2.1143 (17)	C8—H8	0.9300
V1—O4	2.3162 (18)	C9—C10	1.409 (3)
N1—C11	1.299 (3)	C9—H9	0.9300
N1—N2	1.399 (2)	C11—C12	1.508 (3)
N2—C13	1.301 (3)	C12—H12A	0.9600
N3—C17	1.334 (3)	C12—H12B	0.9600
N3—C18	1.340 (3)	C12—H12C	0.9600
O1—C2	1.337 (3)	C13—C14	1.482 (3)
O2—C13	1.302 (2)	C14—C18	1.382 (3)
O4—C19	1.403 (3)	C14—C15	1.384 (3)
O4—H4	0.843 (10)	C15—C16	1.379 (3)
O5—C20	1.406 (3)	C15—H15	0.9300
C1—C2	1.394 (3)	C16—C17	1.377 (3)
C1—C10	1.444 (3)	C16—H16	0.9300
C1—C11	1.469 (3)	C17—H17	0.9300
C2—C3	1.419 (3)	C18—H18	0.9300
C3—C4	1.346 (3)	C19—H19A	0.9600
C3—H3	0.9300	C19—H19B	0.9600
C4—C5	1.421 (3)	C19—H19C	0.9600
C4—H4A	0.9300	C20—H20A	0.9600
C5—C6	1.407 (3)	C20—H20B	0.9600
C5—C10	1.425 (3)	C20—H20C	0.9600
C6—C7	1.360 (4)

O3—V1—O5	101.71 (8)	C9—C8—H8	119.5
O3—V1—O1	100.85 (8)	C7—C8—H8	119.5
O5—V1—O1	105.37 (7)	C8—C9—C10	121.6 (2)
O3—V1—O2	99.22 (8)	C8—C9—H9	119.2
O5—V1—O2	91.49 (7)	C10—C9—H9	119.2
O1—V1—O2	150.41 (7)	C9—C10—C5	116.9 (2)
O3—V1—N1	95.53 (8)	C9—C10—C1	123.88 (19)
O5—V1—N1	159.33 (7)	C5—C10—C1	119.1 (2)
O1—V1—N1	82.18 (7)	N1—C11—C1	119.21 (18)
O2—V1—N1	74.42 (6)	N1—C11—C12	119.49 (18)
O3—V1—O4	177.71 (7)	C1—C11—C12	121.08 (18)
O5—V1—O4	80.30 (7)	C11—C12—H12A	109.5
O1—V1—O4	79.58 (7)	C11—C12—H12B	109.5
O2—V1—O4	79.56 (7)	H12A—C12—H12B	109.5
N1—V1—O4	82.28 (7)	C11—C12—H12C	109.5
C11—N1—N2	117.13 (17)	H12A—C12—H12C	109.5
C11—N1—V1	127.25 (13)	H12B—C12—H12C	109.5
N2—N1—V1	115.38 (12)	N2—C13—O2	124.12 (18)
C13—N2—N1	107.79 (16)	N2—C13—C14	118.44 (18)
C17—N3—C18	117.3 (2)	O2—C13—C14	117.43 (18)
C2—O1—V1	125.76 (14)	C18—C14—C15	117.97 (19)
C13—O2—V1	116.38 (13)	C18—C14—C13	120.36 (19)
C19—O4—V1	134.37 (17)	C15—C14—C13	121.66 (19)
C19—O4—H4	110 (2)	C16—C15—C14	119.2 (2)
V1—O4—H4	112 (2)	C16—C15—H15	120.4
C20—O5—V1	127.10 (17)	C14—C15—H15	120.4
C2—C1—C10	118.48 (18)	C17—C16—C15	118.7 (2)
C2—C1—C11	119.09 (19)	C17—C16—H16	120.7
C10—C1—C11	122.37 (18)	C15—C16—H16	120.7
O1—C2—C1	122.17 (18)	N3—C17—C16	123.3 (2)
O1—C2—C3	117.00 (19)	N3—C17—H17	118.3
C1—C2—C3	120.7 (2)	C16—C17—H17	118.3
C4—C3—C2	120.5 (2)	N3—C18—C14	123.5 (2)
C4—C3—H3	119.8	N3—C18—H18	118.2
C2—C3—H3	119.8	C14—C18—H18	118.2
C3—C4—C5	121.5 (2)	O4—C19—H19A	109.5
C3—C4—H4A	119.2	O4—C19—H19B	109.5
C5—C4—H4A	119.2	H19A—C19—H19B	109.5
C6—C5—C4	121.2 (2)	O4—C19—H19C	109.5
C6—C5—C10	119.8 (2)	H19A—C19—H19C	109.5
C4—C5—C10	119.0 (2)	H19B—C19—H19C	109.5
C7—C6—C5	121.5 (2)	O5—C20—H20A	109.5
C7—C6—H6	119.2	O5—C20—H20B	109.5
C5—C6—H6	119.2	H20A—C20—H20B	109.5
C6—C7—C8	119.0 (2)	O5—C20—H20C	109.5
C6—C7—H7	120.5	H20A—C20—H20C	109.5
C8—C7—H7	120.5	H20B—C20—H20C	109.5
C9—C8—C7	121.0 (2)

Hydrogen-bond geometry (Å, º) top

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)

Symmetry code: (i) −x+1, −y+1, −z.

Experimental details

Crystal data
Chemical formula	[V(C₁₈H₁₃N₃O₂)(CH₃O)O(CH₄O)]
M_r	433.33
Crystal system, space group	Triclinic, P1
Temperature (K)	298
a, b, c (Å)	8.056 (2), 8.931 (3), 14.204 (3)
α, β, γ (°)	92.312 (1), 95.418 (2), 105.481 (2)
V (Å³)	978.2 (4)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.55
Crystal size (mm)	0.18 × 0.17 × 0.17

Data collection
Diffractometer	Bruker SMART CCD diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.908, 0.913
No. of measured, independent and observed [I > 2σ(I)] reflections	6564, 4117, 3350
R_int	0.019
(sin θ/λ)_max (Å⁻¹)	0.639

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.039, 0.101, 1.05
No. of reflections	4117
No. of parameters	268
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)	0.24, −0.34

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

Selected bond lengths (Å) top

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···N3ⁱ	0.843 (10)	1.896 (11)	2.734 (3)	173 (3)

Symmetry code: (i) −x+1, −y+1, −z.

Acknowledgements

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).

References

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