(Methoxo-κO)oxidobis(quinolin-8-olato-κN,O)vanadium(V).

In the title complex, [V(C(9)H(6)NO)(2)(CH(3)O)O], the central V(V) atom is coordinated by the O atoms from the oxido and methoxo ligands and the N and O atoms of two bis-chelating quinolin-8-olate ligands, forming a distorted octa-hedral environment. In the crystal structure, weak inter-molecular C-H⋯O hydrogen bonds connect mol-ecules into centrosymmetric dimers which are, in turn, linked by weak C-H⋯π inter-actions into chains along the b axis.

Related literature

For the properties of vanadium compounds, see: Crans et al. (2004 ▶); Diego et al. (2003 ▶); Thompson & Orvig (2006 ▶). For the structures of oxidovandium complexes see: Hoshina et al. (1998 ▶); Otieno et al. (1996 ▶).

Experimental

Crystal data

[V(C9H6NO)2(CH3O)O]

M = 386.27

Monoclinic,

a = 14.0405 (16) Å

b = 8.0019 (1) Å

c = 15.5920 (18) Å

β = 110.560 (1)°

V = 1640.2 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.63 mm−1

T = 298 K

0.44 × 0.18 × 0.17 mm

Data collection

Bruker SMART 1000 CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.768, T max = 0.900

7660 measured reflections

2893 independent reflections

1378 reflections with I > 2σ(I)

R int = 0.102

Refinement

R[F 2 > 2σ(F 2)] = 0.072

wR(F 2) = 0.230

S = 1.00

2893 reflections

235 parameters

H-atom parameters constrained

Δρmax = 0.81 e Å−3

Δρmin = −0.69 e Å−3

Data collection: SMART (Siemens, 1996 ▶); cell refinement: SAINT (Siemens, 1996 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809031560/lh2870sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809031560/lh2870Isup2.hkl

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

[V(C9H6NO)2(CH3O)O]	F(000) = 792
Mr = 386.27	Dx = 1.564 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1311 reflections
a = 14.0405 (16) Å	θ = 2.7–25.3°
b = 8.0019 (1) Å	µ = 0.63 mm−1
c = 15.5920 (18) Å	T = 298 K
β = 110.560 (1)°	Needle, brown
V = 1640.2 (3) Å3	0.44 × 0.18 × 0.17 mm
Z = 4

Bruker SMART 1000 CCD area-detector diffractometer	2893 independent reflections
Radiation source: fine-focus sealed tube	1378 reflections with I > 2σ(I)
graphite	Rint = 0.102
φ and ω scans	θmax = 25.0°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −16→16
Tmin = 0.768, Tmax = 0.900	k = −9→6
7660 measured reflections	l = −18→18

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)] = 0.072	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.230	H-atom parameters constrained
S = 1.00	w = 1/[σ2(Fo2) + (0.1126P)2] where P = (Fo2 + 2Fc2)/3
2893 reflections	(Δ/σ)max < 0.001
235 parameters	Δρmax = 0.81 e Å−3
0 restraints	Δρmin = −0.69 e Å−3

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.

	x	y	z	Uiso*/Ueq
V1	0.26796 (9)	0.67329 (14)	0.24257 (8)	0.0458 (5)
N1	0.3527 (4)	0.4493 (6)	0.3065 (4)	0.0403 (13)
N2	0.1379 (4)	0.4855 (6)	0.1896 (4)	0.0446 (14)
O1	0.2435 (3)	0.6607 (6)	0.3552 (3)	0.0536 (13)
O2	0.2803 (3)	0.5922 (6)	0.1345 (3)	0.0479 (12)
O3	0.1746 (3)	0.8276 (6)	0.2010 (4)	0.0592 (14)
O4	0.3700 (3)	0.7827 (5)	0.2732 (3)	0.0522 (13)
C1	0.4069 (5)	0.3432 (8)	0.2784 (5)	0.0504 (18)
H1	0.4035	0.3502	0.2178	0.060*
C2	0.4686 (5)	0.2221 (9)	0.3334 (6)	0.059 (2)
H2	0.5043	0.1480	0.3100	0.071*
C3	0.4762 (5)	0.2133 (8)	0.4233 (6)	0.058 (2)
H3	0.5189	0.1345	0.4618	0.069*
C4	0.4199 (5)	0.3227 (8)	0.4578 (5)	0.0426 (16)
C5	0.3577 (5)	0.4370 (7)	0.3952 (4)	0.0370 (15)
C6	0.2987 (5)	0.5570 (8)	0.4210 (5)	0.0427 (17)
C7	0.3040 (5)	0.5595 (9)	0.5099 (4)	0.0522 (19)
H7	0.2661	0.6366	0.5292	0.063*
C8	0.3665 (6)	0.4458 (10)	0.5716 (5)	0.060 (2)
H8	0.3695	0.4498	0.6321	0.072*
C9	0.4238 (5)	0.3288 (9)	0.5485 (5)	0.056 (2)
H9	0.4646	0.2549	0.5921	0.067*
C10	0.0644 (5)	0.4382 (8)	0.2193 (6)	0.061 (2)
H10	0.0650	0.4782	0.2755	0.073*
C11	−0.0131 (6)	0.3317 (10)	0.1701 (8)	0.078 (3)
H11	−0.0625	0.3005	0.1940	0.094*
C12	−0.0177 (6)	0.2729 (10)	0.0881 (8)	0.081 (3)
H12	−0.0704	0.2023	0.0550	0.097*
C13	0.0588 (6)	0.3196 (9)	0.0526 (6)	0.061 (2)
C14	0.1326 (5)	0.4281 (8)	0.1072 (5)	0.0467 (18)
C15	0.2132 (5)	0.4850 (8)	0.0794 (5)	0.0440 (17)
C16	0.2162 (6)	0.4307 (9)	−0.0033 (5)	0.058 (2)
H16	0.2679	0.4669	−0.0232	0.070*
C17	0.1425 (8)	0.3222 (11)	−0.0570 (6)	0.078 (3)
H17	0.1458	0.2859	−0.1125	0.094*
C18	0.0657 (7)	0.2675 (9)	−0.0307 (7)	0.076 (3)
H18	0.0172	0.1948	−0.0683	0.092*
C19	0.1912 (6)	1.0013 (10)	0.2138 (7)	0.088 (3)
H19A	0.1692	1.0385	0.2623	0.132*
H19B	0.1534	1.0588	0.1582	0.132*
H19C	0.2624	1.0246	0.2295	0.132*

	U11	U22	U33	U12	U13	U23
V1	0.0373 (7)	0.0496 (8)	0.0487 (8)	0.0070 (6)	0.0128 (6)	0.0060 (6)
N1	0.031 (3)	0.048 (3)	0.045 (4)	0.007 (3)	0.017 (3)	0.002 (3)
N2	0.034 (3)	0.044 (3)	0.057 (4)	0.010 (3)	0.018 (3)	0.014 (3)
O1	0.046 (3)	0.060 (3)	0.056 (3)	0.021 (2)	0.020 (3)	0.007 (3)
O2	0.035 (3)	0.058 (3)	0.050 (3)	−0.002 (2)	0.015 (2)	0.008 (2)
O3	0.044 (3)	0.060 (3)	0.072 (4)	0.012 (2)	0.018 (3)	0.014 (3)
O4	0.041 (3)	0.050 (3)	0.061 (3)	−0.003 (2)	0.012 (3)	0.004 (2)
C1	0.051 (4)	0.051 (4)	0.055 (5)	0.012 (4)	0.027 (4)	−0.001 (4)
C2	0.047 (5)	0.054 (5)	0.086 (7)	0.013 (4)	0.036 (5)	−0.001 (4)
C3	0.042 (4)	0.045 (4)	0.081 (6)	0.009 (3)	0.016 (4)	0.013 (4)
C4	0.033 (4)	0.045 (4)	0.048 (5)	0.001 (3)	0.010 (3)	0.012 (4)
C5	0.027 (3)	0.042 (4)	0.043 (4)	0.000 (3)	0.013 (3)	0.006 (3)
C6	0.028 (4)	0.049 (4)	0.048 (5)	−0.001 (3)	0.009 (3)	−0.002 (4)
C7	0.049 (5)	0.077 (5)	0.034 (4)	0.002 (4)	0.019 (4)	−0.005 (4)
C8	0.059 (5)	0.084 (6)	0.035 (4)	−0.012 (5)	0.014 (4)	0.001 (4)
C9	0.038 (4)	0.068 (5)	0.052 (5)	0.002 (4)	0.006 (4)	0.024 (4)
C10	0.040 (4)	0.055 (5)	0.098 (7)	0.010 (4)	0.037 (5)	0.013 (5)
C11	0.043 (5)	0.059 (6)	0.139 (10)	0.002 (4)	0.039 (6)	0.019 (6)
C12	0.033 (5)	0.050 (5)	0.135 (10)	0.000 (4)	−0.002 (6)	0.018 (6)
C13	0.046 (5)	0.053 (5)	0.064 (6)	0.004 (4)	−0.006 (4)	0.004 (4)
C14	0.039 (4)	0.036 (4)	0.057 (5)	0.009 (3)	0.006 (4)	0.010 (4)
C15	0.032 (4)	0.044 (4)	0.048 (5)	0.009 (3)	0.004 (4)	0.010 (4)
C16	0.056 (5)	0.070 (5)	0.047 (5)	0.018 (4)	0.017 (4)	−0.002 (4)
C17	0.089 (7)	0.069 (6)	0.059 (6)	0.013 (5)	0.004 (6)	−0.018 (5)
C18	0.071 (6)	0.043 (5)	0.077 (7)	0.002 (4)	−0.022 (5)	0.001 (5)
C19	0.061 (6)	0.072 (6)	0.135 (9)	0.015 (5)	0.040 (6)	0.016 (6)
C19	0.061 (6)	0.072 (6)	0.135 (9)	0.015 (5)	0.040 (6)	0.016 (6)

V1—O4	1.602 (4)	C7—C8	1.390 (9)
V1—O3	1.752 (5)	C7—H7	0.9300
V1—O2	1.870 (5)	C8—C9	1.363 (9)
V1—O1	1.907 (5)	C8—H8	0.9300
V1—N1	2.188 (5)	C9—H9	0.9300
V1—N2	2.284 (6)	C10—C11	1.383 (11)
N1—C1	1.314 (7)	C10—H10	0.9300
N1—C5	1.364 (7)	C11—C12	1.341 (12)
N2—C10	1.326 (8)	C11—H11	0.9300
N2—C14	1.342 (8)	C12—C13	1.421 (12)
O1—C6	1.335 (7)	C12—H12	0.9300
O2—C15	1.339 (8)	C13—C14	1.390 (10)
O3—C19	1.412 (9)	C13—C18	1.400 (12)
C1—C2	1.380 (9)	C14—C15	1.422 (9)
C1—H1	0.9300	C15—C16	1.375 (9)
C2—C3	1.369 (10)	C16—C17	1.385 (11)
C2—H2	0.9300	C16—H16	0.9300
C3—C4	1.408 (9)	C17—C18	1.353 (12)
C3—H3	0.9300	C17—H17	0.9300
C4—C9	1.397 (9)	C18—H18	0.9300
C4—C5	1.397 (8)	C19—H19A	0.9600
C5—C6	1.416 (8)	C19—H19B	0.9600
C6—C7	1.362 (8)	C19—H19C	0.9600
O4—V1—O3	101.5 (2)	C6—C7—C8	119.4 (7)
O4—V1—O2	95.9 (2)	C6—C7—H7	120.3
O3—V1—O2	101.9 (2)	C8—C7—H7	120.3
O4—V1—O1	100.7 (2)	C9—C8—C7	123.7 (7)
O3—V1—O1	91.4 (2)	C9—C8—H8	118.1
O2—V1—O1	156.3 (2)	C7—C8—H8	118.1
O4—V1—N1	91.5 (2)	C8—C9—C4	118.3 (7)
O3—V1—N1	164.3 (2)	C8—C9—H9	120.8
O2—V1—N1	85.35 (19)	C4—C9—H9	120.8
O1—V1—N1	77.40 (19)	N2—C10—C11	122.6 (8)
O4—V1—N2	170.1 (2)	N2—C10—H10	118.7
O3—V1—N2	86.0 (2)	C11—C10—H10	118.7
O2—V1—N2	76.2 (2)	C12—C11—C10	120.8 (8)
O1—V1—N2	85.3 (2)	C12—C11—H11	119.6
N1—V1—N2	82.15 (19)	C10—C11—H11	119.6
C1—N1—C5	117.5 (6)	C11—C12—C13	119.2 (8)
C1—N1—V1	131.5 (5)	C11—C12—H12	120.4
C5—N1—V1	110.4 (4)	C13—C12—H12	120.4
C10—N2—C14	116.6 (6)	C14—C13—C18	118.4 (8)
C10—N2—V1	133.1 (5)	C14—C13—C12	115.4 (8)
C14—N2—V1	109.9 (4)	C18—C13—C12	126.2 (9)
C6—O1—V1	119.8 (4)	N2—C14—C13	125.4 (7)
C15—O2—V1	122.2 (4)	N2—C14—C15	113.6 (6)
C19—O3—V1	125.2 (5)	C13—C14—C15	121.0 (8)
N1—C1—C2	123.9 (7)	O2—C15—C16	123.9 (6)
N1—C1—H1	118.1	O2—C15—C14	117.8 (6)
C2—C1—H1	118.1	C16—C15—C14	118.3 (7)
C3—C2—C1	118.6 (6)	C15—C16—C17	120.1 (8)
C3—C2—H2	120.7	C15—C16—H16	119.9
C1—C2—H2	120.7	C17—C16—H16	119.9
C2—C3—C4	120.5 (7)	C18—C17—C16	121.7 (8)
C2—C3—H3	119.7	C18—C17—H17	119.1
C4—C3—H3	119.7	C16—C17—H17	119.1
C9—C4—C5	118.5 (6)	C17—C18—C13	120.4 (8)
C9—C4—C3	125.5 (7)	C17—C18—H18	119.8
C5—C4—C3	115.9 (6)	C13—C18—H18	119.8
N1—C5—C4	123.6 (6)	O3—C19—H19A	109.5
N1—C5—C6	114.3 (6)	O3—C19—H19B	109.5
C4—C5—C6	122.0 (6)	H19A—C19—H19B	109.5
O1—C6—C7	125.6 (6)	O3—C19—H19C	109.5
O1—C6—C5	116.3 (6)	H19A—C19—H19C	109.5
C7—C6—C5	118.1 (6)	H19B—C19—H19C	109.5
O4—V1—N1—C1	−80.2 (6)	C9—C4—C5—N1	175.8 (6)
O3—V1—N1—C1	133.7 (9)	C3—C4—C5—N1	−2.3 (9)
O2—V1—N1—C1	15.5 (6)	C9—C4—C5—C6	−0.4 (9)
O1—V1—N1—C1	179.1 (6)	C3—C4—C5—C6	−178.5 (6)
N2—V1—N1—C1	92.2 (6)	V1—O1—C6—C7	165.8 (5)
O4—V1—N1—C5	90.4 (4)	V1—O1—C6—C5	−12.9 (7)
O3—V1—N1—C5	−55.8 (10)	N1—C5—C6—O1	2.5 (8)
O2—V1—N1—C5	−173.9 (4)	C4—C5—C6—O1	179.1 (5)
O1—V1—N1—C5	−10.3 (4)	N1—C5—C6—C7	−176.3 (6)
N2—V1—N1—C5	−97.2 (4)	C4—C5—C6—C7	0.3 (9)
O3—V1—N2—C10	−74.5 (6)	O1—C6—C7—C8	−178.6 (6)
O2—V1—N2—C10	−177.7 (6)	C5—C6—C7—C8	0.1 (10)
O1—V1—N2—C10	17.3 (6)	C6—C7—C8—C9	−0.3 (11)
N1—V1—N2—C10	95.2 (6)	C7—C8—C9—C4	0.2 (11)
O3—V1—N2—C14	97.8 (4)	C5—C4—C9—C8	0.2 (10)
O2—V1—N2—C14	−5.4 (4)	C3—C4—C9—C8	178.1 (6)
O1—V1—N2—C14	−170.4 (4)	C14—N2—C10—C11	1.6 (10)
N1—V1—N2—C14	−92.5 (4)	V1—N2—C10—C11	173.5 (5)
O4—V1—O1—C6	−76.6 (5)	N2—C10—C11—C12	−1.0 (12)
O3—V1—O1—C6	−178.6 (5)	C10—C11—C12—C13	0.8 (12)
O2—V1—O1—C6	56.9 (7)	C11—C12—C13—C14	−1.3 (11)
N1—V1—O1—C6	12.6 (4)	C11—C12—C13—C18	179.0 (8)
N2—V1—O1—C6	95.6 (5)	C10—N2—C14—C13	−2.3 (9)
O4—V1—O2—C15	178.2 (5)	V1—N2—C14—C13	−176.0 (5)
O3—V1—O2—C15	−78.7 (5)	C10—N2—C14—C15	179.5 (5)
O1—V1—O2—C15	44.0 (7)	V1—N2—C14—C15	5.8 (6)
N1—V1—O2—C15	87.2 (5)	C18—C13—C14—N2	−178.1 (6)
N2—V1—O2—C15	4.1 (4)	C12—C13—C14—N2	2.1 (10)
O4—V1—O3—C19	−12.4 (7)	C18—C13—C14—C15	0.0 (10)
O2—V1—O3—C19	−111.0 (6)	C12—C13—C14—C15	−179.8 (6)
O1—V1—O3—C19	88.8 (6)	V1—O2—C15—C16	175.9 (5)
N1—V1—O3—C19	132.9 (8)	V1—O2—C15—C14	−2.3 (8)
N2—V1—O3—C19	174.0 (6)	N2—C14—C15—O2	−3.1 (8)
C5—N1—C1—C2	−0.5 (10)	C13—C14—C15—O2	178.6 (6)
V1—N1—C1—C2	169.5 (5)	N2—C14—C15—C16	178.6 (6)
N1—C1—C2—C3	−1.6 (11)	C13—C14—C15—C16	0.3 (10)
C1—C2—C3—C4	1.8 (11)	O2—C15—C16—C17	−178.7 (6)
C2—C3—C4—C9	−177.9 (7)	C14—C15—C16—C17	−0.5 (10)
C2—C3—C4—C5	0.0 (9)	C15—C16—C17—C18	0.4 (12)
C1—N1—C5—C4	2.5 (9)	C16—C17—C18—C13	−0.1 (13)
V1—N1—C5—C4	−169.6 (5)	C14—C13—C18—C17	−0.1 (11)
C1—N1—C5—C6	179.0 (6)	C12—C13—C18—C17	179.6 (8)
V1—N1—C5—C6	6.9 (6)

D—H···A	D—H	H···A	D···A	D—H···A
C9—H9···O4i	0.93	2.54	3.355 (8)	146
C19—H19B···Cgii	0.96	2.84	3.520 (9)	128

Table 1

Selected bond angles (°)

O3—V1—O2	101.9 (2)
O3—V1—O1	91.4 (2)
O2—V1—O1	156.3 (2)
O3—V1—N1	164.3 (2)
O2—V1—N1	85.35 (19)
O1—V1—N1	77.40 (19)
O4—V1—N2	170.1 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C9—H9⋯O4i	0.93	2.54	3.355 (8)	146
C19—H19B⋯Cgii	0.96	2.84	3.520 (9)	128

Symmetry codes: (i) ; (ii) . Cg is the centroid of the N2/C10–C14 ring.