A monoclinic polymorph of di-μ-oxido-bis-({2-[2-(methyl-amino)ethyl-imino-methyl]phenolato-κN,N',O}oxidovanadium(V)).

A new monoclinic polymorph of the title compound, [V(2)(C(10)H(13)N(2)O)(2)O(4)], which is a centrosymmetric dimer, crystallizes in space group P2(1)/c, whereas the previously known polymorph crystallizes in the ortho-rhom-bic space group Pbca [Mokry & Carrano (1993 ▶). Inorg. Chem.32, 6119-6121]. Each V(V) atom is six-coordinated by one oxide group, two N atoms and one O atom from the Schiff base ligand, and by two additional bridging O atoms. The two methyl-ene groups are each disordered over two sites, with occupancy factors of 0.776 (14) and 0.224 (14). In the crystal structure, there are C-H⋯O hydrogen bonds and C-H⋯π inter-actions between the dimers.

Related literature

For general background, see: Butler & Walker (1993 ▶); Carter-Franklin et al. (2003 ▶); Eady (2003 ▶); Evangelou (2002 ▶); Mendz (1991 ▶); Rehder et al. (2003 ▶); Sakurai (2002 ▶). For related structures, see: Mokry & Carrano (1993 ▶); Rao et al. (1981 ▶); Romanowski et al. (2008 ▶); Root et al. (1993 ▶). For the synthesis, see: Kwiatkowski et al. (2003 ▶).

Experimental

Crystal data

[V2(C10H13N2O)2O4]

M = 520.33

Monoclinic,

a = 6.6801 (2) Å

b = 11.9955 (6) Å

c = 13.8643 (7) Å

β = 92.156 (4)°

V = 1110.18 (9) Å3

Z = 2

Mo Kα radiation

μ = 0.89 mm−1

T = 295 (2) K

0.6 × 0.1 × 0.1 mm

Data collection

Oxford Diffraction Ruby CCD diffractometer

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006 ▶) T min = 0.532, T max = 0.915

6336 measured reflections

1960 independent reflections

1288 reflections with I > 2σ(I)

R int = 0.050

Refinement

R[F 2 > 2σ(F 2)] = 0.044

wR(F 2) = 0.106

S = 0.90

1960 reflections

155 parameters

H-atom parameters constrained

Δρmax = 0.36 e Å−3

Δρmin = −0.39 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2006 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2006 ▶); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPII (Johnson, 1976 ▶); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680803328X/hy2159sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053680803328X/hy2159Isup2.hkl

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

[V2(C10H13N2O)2O4]	F000 = 536
Mr = 520.33	Dx = 1.557 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1960 reflections
a = 6.6801 (2) Å	θ = 3.1–25.1º
b = 11.9955 (6) Å	µ = 0.89 mm−1
c = 13.8643 (7) Å	T = 295 (2) K
β = 92.156 (4)º	Needle, yellow
V = 1110.18 (9) Å3	0.6 × 0.1 × 0.1 mm
Z = 2

Oxford Diffraction Ruby CCD diffractometer	1960 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1288 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.050
Detector resolution: 10.4002 pixels mm-1	θmax = 25.1º
T = 295(2) K	θmin = 3.1º
ω scans	h = −7→7
Absorption correction: multi-scan(CrysAlis RED; Oxford Diffraction, 2006)	k = −13→14
Tmin = 0.532, Tmax = 0.915	l = −13→16
6336 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.044	H-atom parameters constrained
wR(F2) = 0.106	w = 1/[σ2(Fo2) + (0.064P)2] where P = (Fo2 + 2Fc2)/3
S = 0.90	(Δ/σ)max < 0.001
1960 reflections	Δρmax = 0.36 e Å−3
155 parameters	Δρmin = −0.39 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

	x	y	z	Uiso*/Ueq	Occ. (<1)
C1	0.2360 (4)	0.9625 (3)	0.2273 (2)	0.0439 (8)
C2	0.4291 (4)	0.9220 (3)	0.2071 (2)	0.0463 (9)
C3	0.5887 (5)	0.9466 (4)	0.2713 (3)	0.0609 (10)
H3A	0.7156	0.9199	0.2583	0.073*
C4	0.5646 (6)	1.0085 (4)	0.3528 (3)	0.0739 (12)
H4A	0.6735	1.0239	0.3945	0.089*
C5	0.3749 (6)	1.0482 (4)	0.3724 (3)	0.0696 (11)
H5A	0.3562	1.0900	0.4278	0.084*
C6	0.2169 (5)	1.0261 (3)	0.3110 (2)	0.0553 (9)
H6A	0.0916	1.0542	0.3250	0.066*
O7	0.0760 (3)	0.9451 (2)	0.16978 (15)	0.0495 (6)
C8	0.4690 (5)	0.8585 (3)	0.1220 (3)	0.0505 (9)
H8A	0.5981	0.8309	0.1163	0.061*
N9	0.3417 (4)	0.8368 (3)	0.0538 (2)	0.0514 (8)
C10A	0.3951 (9)	0.7645 (7)	−0.0286 (4)	0.0583 (19)	0.776 (14)
H10A	0.5393	0.7566	−0.0312	0.070*	0.776 (14)
H10B	0.3361	0.6911	−0.0226	0.070*	0.776 (14)
C10B	0.442 (3)	0.820 (2)	−0.0377 (13)	0.042 (6)*	0.224 (14)
H10C	0.5616	0.7741	−0.0293	0.050*	0.224 (14)
H10D	0.4755	0.8895	−0.0683	0.050*	0.224 (14)
C11A	0.3133 (8)	0.8217 (7)	−0.1157 (4)	0.058 (2)	0.776 (14)
H11A	0.3336	0.7765	−0.1726	0.070*	0.776 (14)
H11B	0.3797	0.8928	−0.1239	0.070*	0.776 (14)
C11B	0.272 (2)	0.758 (2)	−0.0932 (14)	0.044 (6)*	0.224 (14)
H11C	0.3148	0.7358	−0.1566	0.053*	0.224 (14)
H11D	0.2347	0.6911	−0.0584	0.053*	0.224 (14)
N12	0.0951 (4)	0.8389 (3)	−0.1021 (2)	0.0504 (7)
H12A	0.0674	0.9027	−0.1355	0.060*
C13	−0.0425 (6)	0.7569 (4)	−0.1475 (3)	0.0758 (12)
H13A	−0.0093	0.7463	−0.2136	0.114*
H13B	−0.1777	0.7836	−0.1448	0.114*
H13C	−0.0305	0.6872	−0.1137	0.114*
V14	0.02849 (7)	0.88119 (5)	0.04358 (4)	0.0417 (2)
O15	−0.1739 (3)	0.95553 (19)	0.00898 (15)	0.0437 (6)
O16	−0.0525 (3)	0.7584 (2)	0.06852 (19)	0.0629 (7)

	U11	U22	U33	U12	U13	U23
C1	0.0506 (18)	0.043 (2)	0.0391 (19)	0.0011 (16)	0.0086 (15)	0.0132 (17)
C2	0.0465 (18)	0.046 (2)	0.047 (2)	0.0026 (16)	0.0079 (16)	0.0110 (17)
C3	0.0506 (19)	0.066 (3)	0.066 (3)	0.0006 (19)	−0.0012 (18)	0.007 (2)
C4	0.061 (2)	0.087 (3)	0.073 (3)	−0.002 (2)	−0.015 (2)	−0.003 (3)
C5	0.084 (3)	0.069 (3)	0.055 (2)	−0.004 (2)	−0.003 (2)	−0.008 (2)
C6	0.063 (2)	0.052 (2)	0.051 (2)	0.0049 (19)	0.0067 (17)	0.005 (2)
O7	0.0427 (11)	0.0664 (17)	0.0397 (13)	0.0116 (12)	0.0066 (10)	0.0001 (12)
C8	0.0410 (17)	0.056 (2)	0.056 (2)	0.0101 (16)	0.0118 (17)	0.0117 (19)
N9	0.0452 (14)	0.065 (2)	0.0452 (17)	0.0181 (14)	0.0153 (14)	0.0048 (16)
C10A	0.050 (3)	0.055 (4)	0.071 (4)	0.015 (3)	0.024 (3)	−0.004 (3)
C11A	0.068 (3)	0.058 (5)	0.050 (3)	0.014 (3)	0.027 (2)	−0.001 (3)
N12	0.0481 (14)	0.0490 (18)	0.0544 (18)	0.0095 (14)	0.0058 (13)	−0.0125 (15)
C13	0.094 (3)	0.063 (3)	0.070 (3)	−0.013 (2)	−0.005 (2)	−0.016 (2)
V14	0.0397 (3)	0.0394 (4)	0.0468 (4)	0.0031 (3)	0.0116 (2)	0.0003 (3)
O15	0.0386 (11)	0.0426 (14)	0.0505 (13)	0.0024 (10)	0.0085 (9)	−0.0031 (11)
O16	0.0645 (14)	0.0455 (15)	0.0805 (19)	0.0012 (12)	0.0262 (13)	0.0087 (14)

C1—O7	1.326 (4)	C10B—C11B	1.54 (3)
C1—C6	1.398 (5)	C10B—H10C	0.9700
C1—C2	1.417 (4)	C10B—H10D	0.9700
C2—C3	1.395 (5)	C11A—N12	1.491 (5)
C2—C8	1.437 (5)	C11A—H11A	0.9700
C3—C4	1.367 (5)	C11A—H11B	0.9700
C3—H3A	0.9300	C11B—N12	1.535 (17)
C4—C5	1.390 (5)	C11B—H11C	0.9700
C4—H4A	0.9300	C11B—H11D	0.9700
C5—C6	1.357 (5)	N12—C13	1.471 (4)
C5—H5A	0.9300	N12—V14	2.146 (3)
C6—H6A	0.9300	N12—H12A	0.9100
O7—V14	1.926 (2)	C13—H13A	0.9600
C8—N9	1.275 (4)	C13—H13B	0.9600
C8—H8A	0.9300	C13—H13C	0.9600
N9—C10B	1.472 (18)	V14—O16	1.612 (2)
N9—C10A	1.489 (6)	V14—O15	1.674 (2)
N9—V14	2.158 (3)	V14—O15i	2.316 (2)
C10A—C11A	1.476 (9)	V14—V14i	3.1136 (11)
C10A—H10A	0.9700	O15—V14i	2.316 (2)
C10A—H10B	0.9700
O7—C1—C6	119.2 (3)	H11A—C11A—H11B	108.5
O7—C1—C2	123.1 (3)	N12—C11B—C10B	106.6 (16)
C6—C1—C2	117.6 (3)	N12—C11B—H11C	110.4
C3—C2—C1	118.8 (3)	C10B—C11B—H11C	110.4
C3—C2—C8	118.4 (3)	N12—C11B—H11D	110.4
C1—C2—C8	122.8 (3)	C10B—C11B—H11D	110.4
C4—C3—C2	122.1 (3)	H11C—C11B—H11D	108.6
C4—C3—H3A	118.9	C13—N12—C11A	116.9 (4)
C2—C3—H3A	118.9	C13—N12—C11B	94.5 (8)
C3—C4—C5	118.9 (4)	C13—N12—V14	114.3 (2)
C3—C4—H4A	120.5	C11A—N12—V14	112.9 (2)
C5—C4—H4A	120.5	C11B—N12—V14	105.1 (7)
C6—C5—C4	120.3 (4)	C13—N12—H12A	103.5
C6—C5—H5A	119.9	C11A—N12—H12A	103.5
C4—C5—H5A	119.9	C11B—N12—H12A	135.8
C5—C6—C1	122.3 (3)	V14—N12—H12A	103.5
C5—C6—H6A	118.9	N12—C13—H13A	109.5
C1—C6—H6A	118.9	N12—C13—H13B	109.5
C1—O7—V14	135.30 (19)	H13A—C13—H13B	109.5
N9—C8—C2	125.3 (3)	N12—C13—H13C	109.5
N9—C8—H8A	117.4	H13A—C13—H13C	109.5
C2—C8—H8A	117.4	H13B—C13—H13C	109.5
C8—N9—C10B	110.8 (7)	O16—V14—O15	105.93 (11)
C8—N9—C10A	121.1 (3)	O16—V14—O7	102.36 (12)
C8—N9—V14	128.1 (2)	O15—V14—O7	98.73 (9)
C10B—N9—V14	116.8 (7)	O16—V14—N12	93.95 (13)
C10A—N9—V14	110.7 (3)	O15—V14—N12	92.87 (10)
C11A—C10A—N9	105.4 (5)	O7—V14—N12	156.46 (10)
C11A—C10A—H10A	110.7	O16—V14—N9	95.31 (12)
N9—C10A—H10A	110.7	O15—V14—N9	156.99 (11)
C11A—C10A—H10B	110.7	O7—V14—N9	84.96 (10)
N9—C10A—H10B	110.7	N12—V14—N9	76.64 (10)
H10A—C10A—H10B	108.8	O16—V14—O15i	171.43 (10)
N9—C10B—C11B	98.5 (15)	O15—V14—O15i	78.64 (8)
N9—C10B—H10C	112.1	O7—V14—O15i	83.83 (9)
C11B—C10B—H10C	112.1	N12—V14—O15i	78.44 (10)
N9—C10B—H10D	112.1	N9—V14—O15i	79.20 (9)
C11B—C10B—H10D	112.1	O16—V14—V14i	152.02 (10)
H10C—C10B—H10D	109.7	O15—V14—V14i	46.82 (7)
C10A—C11A—N12	107.1 (5)	O7—V14—V14i	90.10 (8)
C10A—C11A—H11A	110.3	N12—V14—V14i	82.99 (9)
N12—C11A—H11A	110.3	N9—V14—V14i	110.83 (8)
C10A—C11A—H11B	110.3	O15i—V14—V14i	31.82 (5)
N12—C11A—H11B	110.3	V14—O15—V14i	101.36 (8)
O7—C1—C2—C3	178.8 (3)	C11B—N12—V14—O16	−68.6 (10)
C6—C1—C2—C3	0.5 (5)	C13—N12—V14—O15	−72.6 (3)
O7—C1—C2—C8	0.1 (5)	C11A—N12—V14—O15	150.5 (4)
C6—C1—C2—C8	−178.2 (3)	C11B—N12—V14—O15	−174.8 (10)
C1—C2—C3—C4	−0.2 (6)	C13—N12—V14—O7	167.7 (3)
C8—C2—C3—C4	178.6 (4)	C11A—N12—V14—O7	30.8 (5)
C2—C3—C4—C5	0.1 (7)	C11B—N12—V14—O7	65.5 (10)
C3—C4—C5—C6	−0.5 (6)	C13—N12—V14—N9	128.1 (3)
C4—C5—C6—C1	0.8 (6)	C11A—N12—V14—N9	−8.8 (4)
O7—C1—C6—C5	−179.2 (3)	C11B—N12—V14—N9	26.0 (10)
C2—C1—C6—C5	−0.8 (5)	C13—N12—V14—O15i	−150.4 (3)
C6—C1—O7—V14	171.4 (2)	C11A—N12—V14—O15i	72.7 (4)
C2—C1—O7—V14	−6.9 (5)	C11B—N12—V14—O15i	107.4 (10)
C3—C2—C8—N9	−174.6 (4)	C13—N12—V14—V14i	−118.5 (2)
C1—C2—C8—N9	4.1 (6)	C11A—N12—V14—V14i	104.6 (4)
C2—C8—N9—C10B	153.2 (11)	C11B—N12—V14—V14i	139.4 (10)
C2—C8—N9—C10A	−176.4 (5)	C8—N9—V14—O16	−104.1 (3)
C2—C8—N9—V14	−2.2 (5)	C10B—N9—V14—O16	101.9 (12)
C8—N9—C10A—C11A	−135.7 (5)	C10A—N9—V14—O16	70.7 (4)
C10B—N9—C10A—C11A	−59.1 (15)	C8—N9—V14—O15	98.4 (4)
V14—N9—C10A—C11A	49.1 (7)	C10B—N9—V14—O15	−55.7 (12)
C8—N9—C10B—C11B	161.4 (12)	C10A—N9—V14—O15	−86.8 (5)
C10A—N9—C10B—C11B	44.5 (16)	C8—N9—V14—O7	−2.1 (3)
V14—N9—C10B—C11B	−40 (2)	C10B—N9—V14—O7	−156.2 (12)
N9—C10A—C11A—N12	−55.7 (8)	C10A—N9—V14—O7	172.7 (4)
N9—C10B—C11B—N12	63 (2)	C8—N9—V14—N12	163.1 (3)
C10A—C11A—N12—C13	−97.6 (6)	C10B—N9—V14—N12	9.0 (11)
C10A—C11A—N12—C11B	−44.7 (12)	C10A—N9—V14—N12	−22.1 (4)
C10A—C11A—N12—V14	38.2 (8)	C8—N9—V14—O15i	82.6 (3)
C10B—C11B—N12—C13	−175.1 (16)	C10B—N9—V14—O15i	−71.5 (11)
C10B—C11B—N12—C11A	50.5 (15)	C10A—N9—V14—O15i	−102.7 (4)
C10B—C11B—N12—V14	−58.4 (19)	C8—N9—V14—V14i	86.1 (3)
C1—O7—V14—O16	101.1 (3)	C10B—N9—V14—V14i	−68.0 (12)
C1—O7—V14—O15	−150.4 (3)	C10A—N9—V14—V14i	−99.1 (4)
C1—O7—V14—N12	−31.7 (5)	O16—V14—O15—V14i	−172.54 (11)
C1—O7—V14—N9	6.8 (3)	O7—V14—O15—V14i	81.85 (10)
C1—O7—V14—O15i	−72.9 (3)	N12—V14—O15—V14i	−77.60 (10)
C1—O7—V14—V14i	−104.1 (3)	N9—V14—O15—V14i	−15.9 (3)
C13—N12—V14—O16	33.6 (3)	O15i—V14—O15—V14i	0.0
C11A—N12—V14—O16	−103.3 (4)

D—H···A	D—H	H···A	D···A	D—H···A
C8—H8A···O16ii	0.93	2.60	3.520 (4)	170
C11B—H11C···Cg1iiiiii	0.97	2.82	3.47 (2)	124

Table 1

Selected bond lengths (Å)

O7—V14	1.926 (2)
N9—V14	2.158 (3)
N12—V14	2.146 (3)
V14—O16	1.612 (2)
V14—O15	1.674 (2)
V14—O15i	2.316 (2)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C8—H8A⋯O16ii	0.93	2.60	3.520 (4)	170
C11B—H11C⋯Cg1iiiiii	0.97	2.82	3.47 (2)	124

Symmetry codes: (ii) ; (iii) . Cg1 is the centroid of the C1–C6 ring.