trans-Bis(1,3-diphenyl-propane-1,3-dionato)(methanol)oxidovanadium(IV) methanol disolvate.

In the title compound, [V(C15H11O2)2O(CH3OH)]·2CH3OH, the V(IV) atom is coordinated by two 1,3-diphenyl-propane-1,3-dionate ligands and an oxide ligand in an axial position. The sixth position is occupied by the O atom of a methanol group bonded trans to the oxide atom. The octa-hedral geometry is significantly distorted, with the V(IV) atom lying 0.330 (3) Å above the equatorial plane formed by the O atoms of the two β-diketonate ligands. In the crystal, O-H⋯O hydrogen bonds between the coordinating methanol group in the complex and the two methanol solvent mol-ecules lead to the formation of polymeric chains along the c-axis direction. Weak C-H⋯O contacts are also observed.

Related literature

For synthetic background, see: Schilde et al. (1995 ▶). For other methanol-substituted vanadium complexes, see: Gao et al. (1998 ▶); Chen et al. (2004 ▶); Tasiopoulos et al. (1999 ▶). For meth­oxy-substituted vanadium complexes, see: Bansse et al. (1992 ▶).

Experimental

Crystal data

[V(C15H11O2)2O(CH4O)]·2CH4O

M = 609.54

Monoclinic,

a = 16.1411 (1) Å

b = 10.7450 (6) Å

c = 18.5378 (13) Å

β = 113.579 (2)°

V = 2946.7 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.39 mm−1

T = 100 K

0.47 × 0.07 × 0.05 mm

Data collection

Bruker APEXII KappaCCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2008 ▶) T min = 0.968, T max = 0.981

38614 measured reflections

7317 independent reflections

5545 reflections with I > 2σ(I)

R int = 0.046

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.102

S = 1.03

7317 reflections

412 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.45 e Å−3

Δρmin = −0.43 e Å−3

Data collection: APEX2 (Bruker, 2011 ▶); cell refinement: SAINT-Plus (Bruker, 2008 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶), publCIF (Westrip, 2010 ▶), PARST (Nardelli, 1995 ▶) and PLATON (Spek, 2009 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812044686/sj5267sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812044686/sj5267Isup2.hkl

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

[V(C15H11O2)2O(CH4O)]·2CH4O	F(000) = 1276
Mr = 609.54	Dx = 1.374 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 7652 reflections
a = 16.1411 (1) Å	θ = 2.2–27.7°
b = 10.7450 (6) Å	µ = 0.39 mm−1
c = 18.5378 (13) Å	T = 100 K
β = 113.579 (2)°	Needle, red
V = 2946.7 (3) Å3	0.47 × 0.07 × 0.05 mm
Z = 4

Bruker APEXII KappaCCD diffractometer	7317 independent reflections
Radiation source: fine-focus sealed tube	5545 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.046
Detector resolution: 512 pixels mm-1	θmax = 28.3°, θmin = 2.2°
φ and ω scans	h = −21→21
Absorption correction: multi-scan (SADABS; Bruker, 2008)	k = −14→8
Tmin = 0.968, Tmax = 0.981	l = −24→24
38614 measured reflections

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.102	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ2(Fo2) + (0.0383P)2 + 2.0104P] where P = (Fo2 + 2Fc2)/3
7317 reflections	(Δ/σ)max = 0.001
412 parameters	Δρmax = 0.45 e Å−3
0 restraints	Δρmin = −0.43 e Å−3
0 constraints

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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
C1	0.36765 (12)	0.39961 (16)	0.05770 (10)	0.0162 (4)
C2	0.43706 (12)	0.32029 (17)	0.10546 (11)	0.0173 (4)
C3	0.42559 (12)	0.20489 (16)	0.13327 (10)	0.0169 (4)
C4	0.39167 (12)	0.52183 (16)	0.03351 (11)	0.0167 (4)
C5	0.33514 (12)	0.57289 (17)	−0.03831 (11)	0.0200 (4)
H5	0.2826	0.529	−0.0715	0.024*
C6	0.35509 (13)	0.68762 (17)	−0.06167 (12)	0.0226 (4)
H6	0.3166	0.7219	−0.111	0.027*
C7	0.43106 (13)	0.75208 (17)	−0.01303 (12)	0.0234 (4)
H7	0.4441	0.8312	−0.0288	0.028*
C8	0.48820 (13)	0.70229 (17)	0.05840 (12)	0.0246 (4)
H8	0.5405	0.7469	0.0913	0.03*
C9	0.46897 (13)	0.58668 (17)	0.08203 (11)	0.0218 (4)
H9	0.5082	0.552	0.1309	0.026*
C10	0.50605 (12)	0.12914 (17)	0.18099 (10)	0.0177 (4)
C11	0.58991 (13)	0.18430 (19)	0.22357 (11)	0.0226 (4)
H11	0.5958	0.2723	0.2241	0.027*
C12	0.66476 (13)	0.1110 (2)	0.26513 (12)	0.0274 (5)
H12	0.7216	0.1492	0.2937	0.033*
C13	0.65718 (14)	−0.0174 (2)	0.26531 (12)	0.0278 (5)
H13	0.7086	−0.0672	0.2938	0.033*
C14	0.57377 (14)	−0.07296 (19)	0.22355 (12)	0.0252 (4)
H14	0.5682	−0.161	0.2236	0.03*
C15	0.49862 (13)	−0.00043 (17)	0.18183 (11)	0.0205 (4)
H15	0.4418	−0.0391	0.1537	0.025*
C16	0.11816 (12)	−0.00936 (16)	−0.01969 (11)	0.0161 (4)
C17	0.05536 (12)	0.05557 (16)	−0.08338 (11)	0.0179 (4)
C18	0.05763 (12)	0.18349 (16)	−0.09553 (10)	0.0159 (4)
C19	0.11005 (12)	−0.14649 (16)	−0.01373 (10)	0.0157 (4)
C20	0.18785 (12)	−0.21569 (16)	0.02779 (10)	0.0172 (4)
H20	0.2441	−0.1745	0.0539	0.021*
C21	0.18344 (13)	−0.34458 (17)	0.03109 (11)	0.0191 (4)
H21	0.2367	−0.3911	0.0592	0.023*
C22	0.10189 (13)	−0.40532 (17)	−0.00637 (11)	0.0209 (4)
H22	0.0993	−0.4936	−0.0049	0.025*
C23	0.02358 (13)	−0.33711 (17)	−0.04628 (11)	0.0213 (4)
H23	−0.0327	−0.3787	−0.0711	0.026*
C24	0.02754 (12)	−0.20826 (16)	−0.04996 (11)	0.0178 (4)
H24	−0.0261	−0.162	−0.0772	0.021*
C25	−0.01309 (12)	0.24140 (16)	−0.16673 (11)	0.0173 (4)
C26	−0.05067 (12)	0.17798 (17)	−0.23829 (11)	0.0200 (4)
H26	−0.0338	0.0942	−0.2417	0.024*
C27	−0.11255 (13)	0.23700 (19)	−0.30452 (11)	0.0237 (4)
H27	−0.1369	0.1943	−0.3534	0.028*
C28	−0.13888 (13)	0.35818 (19)	−0.29931 (12)	0.0253 (4)
H28	−0.1816	0.3982	−0.3446	0.03*
C29	−0.10314 (13)	0.42114 (18)	−0.22823 (12)	0.0255 (4)
H29	−0.1222	0.5036	−0.2245	0.031*
C30	−0.03947 (12)	0.36340 (17)	−0.16254 (11)	0.0211 (4)
H30	−0.0137	0.4076	−0.1142	0.025*
C31	0.33537 (13)	0.05156 (17)	−0.04292 (12)	0.0227 (4)
H31A	0.3045	−0.0252	−0.0393	0.034*
H31B	0.3928	0.0584	0.0031	0.034*
H31C	0.3471	0.0497	−0.0909	0.034*
C32	0.17157 (17)	0.2844 (3)	−0.21685 (16)	0.0405 (6)
C33	0.24944 (16)	−0.0441 (2)	0.22012 (13)	0.0351 (5)
H33A	0.2382	−0.078	0.2645	0.053*
H33B	0.264	−0.1122	0.192	0.053*
H33C	0.1953	−0.0006	0.1842	0.053*
O1	0.19196 (8)	0.26454 (12)	0.11198 (8)	0.0212 (3)
O2	0.28326 (8)	0.37464 (11)	0.03141 (7)	0.0186 (3)
O3	0.34775 (8)	0.15408 (11)	0.11931 (7)	0.0182 (3)
O4	0.18704 (8)	0.04098 (11)	0.03497 (7)	0.0188 (3)
O5	0.11722 (8)	0.25860 (11)	−0.04987 (7)	0.0181 (3)
O6	0.27966 (9)	0.15603 (13)	−0.04550 (8)	0.0239 (3)
O7	0.26609 (11)	0.29178 (17)	−0.16870 (10)	0.0416 (4)
O8	0.32366 (10)	0.04114 (15)	0.24890 (9)	0.0311 (3)
V1	0.22608 (2)	0.21767 (3)	0.046818 (18)	0.01557 (9)
H2	0.4932 (14)	0.3447 (18)	0.1177 (11)	0.017 (5)*
H6A	0.2815 (17)	0.203 (2)	−0.0798 (15)	0.041 (7)*
H7A	0.2918 (18)	0.340 (3)	−0.1908 (16)	0.052 (8)*
H8A	0.3325 (19)	0.078 (3)	0.2091 (18)	0.065 (9)*
H17	0.0095 (13)	0.0099 (18)	−0.1201 (12)	0.018 (5)*
H32A	0.1461 (18)	0.210 (2)	−0.1987 (15)	0.049 (7)*
H32B	0.1601 (19)	0.273 (3)	−0.2725 (19)	0.066 (9)*
H32C	0.1388 (17)	0.365 (2)	−0.2115 (15)	0.045 (7)*

	U11	U22	U33	U12	U13	U23
C1	0.0170 (9)	0.0157 (8)	0.0157 (9)	−0.0014 (7)	0.0065 (7)	−0.0038 (7)
C2	0.0115 (9)	0.0199 (9)	0.0188 (9)	−0.0003 (7)	0.0044 (7)	−0.0004 (7)
C3	0.0156 (9)	0.0194 (9)	0.0144 (9)	0.0002 (7)	0.0049 (7)	−0.0023 (7)
C4	0.0149 (9)	0.0147 (8)	0.0223 (9)	0.0013 (7)	0.0091 (8)	−0.0006 (7)
C5	0.0154 (9)	0.0204 (9)	0.0238 (10)	−0.0005 (7)	0.0074 (8)	−0.0007 (8)
C6	0.0203 (10)	0.0221 (9)	0.0266 (10)	0.0050 (8)	0.0107 (8)	0.0062 (8)
C7	0.0243 (10)	0.0169 (9)	0.0342 (11)	0.0005 (8)	0.0173 (9)	0.0025 (8)
C8	0.0222 (10)	0.0211 (9)	0.0301 (11)	−0.0057 (8)	0.0100 (9)	−0.0044 (8)
C9	0.0216 (10)	0.0208 (9)	0.0203 (10)	−0.0014 (8)	0.0056 (8)	−0.0010 (7)
C10	0.0161 (9)	0.0209 (9)	0.0155 (9)	0.0028 (7)	0.0057 (7)	0.0029 (7)
C11	0.0199 (10)	0.0251 (9)	0.0197 (10)	0.0005 (8)	0.0046 (8)	0.0049 (8)
C12	0.0173 (10)	0.0373 (12)	0.0226 (10)	0.0020 (9)	0.0027 (8)	0.0070 (9)
C13	0.0238 (10)	0.0364 (11)	0.0225 (10)	0.0135 (9)	0.0086 (9)	0.0113 (9)
C14	0.0306 (11)	0.0234 (10)	0.0227 (10)	0.0067 (8)	0.0119 (9)	0.0064 (8)
C15	0.0201 (9)	0.0225 (9)	0.0172 (9)	0.0014 (8)	0.0057 (8)	0.0020 (7)
C16	0.0137 (8)	0.0160 (8)	0.0189 (9)	−0.0006 (7)	0.0070 (7)	−0.0018 (7)
C17	0.0162 (9)	0.0159 (8)	0.0178 (9)	−0.0017 (7)	0.0028 (8)	−0.0024 (7)
C18	0.0136 (8)	0.0189 (8)	0.0149 (9)	0.0012 (7)	0.0053 (7)	−0.0017 (7)
C19	0.0180 (9)	0.0145 (8)	0.0148 (9)	0.0004 (7)	0.0067 (7)	0.0000 (7)
C20	0.0156 (9)	0.0186 (8)	0.0160 (9)	−0.0013 (7)	0.0049 (7)	−0.0009 (7)
C21	0.0200 (9)	0.0187 (9)	0.0199 (9)	0.0055 (7)	0.0091 (8)	0.0037 (7)
C22	0.0270 (10)	0.0147 (8)	0.0224 (10)	−0.0009 (8)	0.0112 (8)	0.0015 (7)
C23	0.0208 (9)	0.0192 (9)	0.0238 (10)	−0.0042 (8)	0.0090 (8)	−0.0010 (8)
C24	0.0167 (9)	0.0182 (8)	0.0180 (9)	0.0016 (7)	0.0065 (7)	0.0006 (7)
C25	0.0142 (9)	0.0178 (8)	0.0176 (9)	−0.0004 (7)	0.0040 (7)	0.0016 (7)
C26	0.0178 (9)	0.0194 (9)	0.0213 (10)	−0.0010 (7)	0.0064 (8)	−0.0011 (7)
C27	0.0181 (10)	0.0332 (11)	0.0166 (9)	−0.0029 (8)	0.0036 (8)	0.0004 (8)
C28	0.0179 (9)	0.0318 (11)	0.0222 (10)	0.0022 (8)	0.0038 (8)	0.0095 (8)
C29	0.0223 (10)	0.0201 (9)	0.0296 (11)	0.0048 (8)	0.0058 (9)	0.0061 (8)
C30	0.0192 (9)	0.0196 (9)	0.0203 (10)	0.0002 (7)	0.0036 (8)	0.0001 (7)
C31	0.0214 (10)	0.0191 (9)	0.0273 (10)	0.0017 (8)	0.0095 (8)	−0.0016 (8)
C32	0.0373 (14)	0.0536 (16)	0.0319 (13)	−0.0119 (12)	0.0153 (11)	−0.0011 (12)
C33	0.0395 (13)	0.0309 (11)	0.0319 (12)	−0.0014 (10)	0.0111 (10)	0.0019 (9)
O1	0.0164 (6)	0.0228 (7)	0.0219 (7)	−0.0014 (5)	0.0050 (6)	−0.0022 (5)
O2	0.0136 (6)	0.0157 (6)	0.0228 (7)	−0.0008 (5)	0.0035 (5)	−0.0003 (5)
O3	0.0140 (6)	0.0173 (6)	0.0200 (7)	−0.0010 (5)	0.0034 (5)	0.0016 (5)
O4	0.0170 (6)	0.0152 (6)	0.0184 (7)	−0.0024 (5)	0.0009 (5)	0.0010 (5)
O5	0.0153 (6)	0.0155 (6)	0.0188 (7)	−0.0003 (5)	0.0019 (5)	−0.0004 (5)
O6	0.0289 (8)	0.0198 (7)	0.0249 (7)	0.0063 (6)	0.0129 (6)	0.0057 (6)
O7	0.0356 (9)	0.0487 (10)	0.0377 (10)	−0.0030 (8)	0.0115 (8)	0.0180 (8)
O8	0.0288 (8)	0.0391 (9)	0.0259 (8)	0.0001 (7)	0.0113 (7)	0.0019 (7)
V1	0.01259 (15)	0.01394 (14)	0.01701 (16)	−0.00089 (12)	0.00259 (12)	−0.00022 (12)

C1—O2	1.278 (2)	C21—C22	1.382 (3)
C1—C2	1.404 (2)	C21—H21	0.95
C1—C4	1.488 (2)	C22—C23	1.391 (3)
C2—C3	1.383 (3)	C22—H22	0.95
C2—H2	0.88 (2)	C23—C24	1.389 (2)
C3—O3	1.298 (2)	C23—H23	0.95
C3—O3	1.298 (2)	C24—H24	0.95
C3—C10	1.487 (2)	C25—C30	1.390 (2)
C4—C5	1.391 (3)	C25—C26	1.396 (3)
C4—C9	1.398 (3)	C26—C27	1.388 (3)
C5—C6	1.387 (3)	C26—H26	0.95
C5—H5	0.95	C27—C28	1.385 (3)
C6—C7	1.383 (3)	C27—H27	0.95
C6—H6	0.95	C28—C29	1.385 (3)
C7—C8	1.383 (3)	C28—H28	0.95
C7—H7	0.95	C29—C30	1.387 (3)
C8—C9	1.393 (3)	C29—H29	0.95
C8—H8	0.95	C30—H30	0.95
C9—H9	0.95	C31—O6	1.427 (2)
C10—C11	1.397 (3)	C31—H31A	0.98
C10—C15	1.398 (2)	C31—H31B	0.98
C11—C12	1.389 (3)	C31—H31C	0.98
C11—H11	0.95	C32—O7	1.429 (3)
C12—C13	1.385 (3)	C32—O7	1.429 (3)
C12—H12	0.95	C32—H32A	1.02 (3)
C13—C14	1.391 (3)	C32—H32B	0.98 (3)
C13—H13	0.95	C32—H32C	1.04 (3)
C14—C15	1.388 (3)	C33—O8	1.431 (3)
C14—H14	0.95	C33—H33A	0.98
C15—H15	0.95	C33—H33B	0.98
C16—O4	1.286 (2)	C33—H33C	0.98
C16—C17	1.397 (2)	O1—V1	1.5965 (13)
C16—C19	1.487 (2)	O2—V1	1.9972 (12)
C17—C18	1.396 (2)	O3—V1	2.0045 (12)
C17—H17	0.92 (2)	O4—V1	1.9847 (12)
C18—O5	1.281 (2)	O5—V1	1.9935 (12)
C18—C25	1.492 (2)	O6—V1	2.3020 (15)
C19—C20	1.396 (2)	O6—H6A	0.82 (3)
C19—C24	1.396 (2)	O7—H7A	0.87 (3)
C20—C21	1.389 (2)	O8—H8A	0.90 (3)
C20—H20	0.95	V1—O3	2.0045 (12)
O2—C1—C2	124.94 (16)	C23—C24—H24	119.9
O2—C1—C4	115.89 (15)	C19—C24—H24	119.9
C2—C1—C4	119.16 (16)	C30—C25—C26	119.14 (17)
C3—C2—C1	125.94 (17)	C30—C25—C18	119.14 (16)
C3—C2—H2	116.6 (13)	C26—C25—C18	121.66 (16)
C1—C2—H2	117.4 (13)	C27—C26—C25	120.20 (17)
O3—C3—C2	124.48 (16)	C27—C26—H26	119.9
O3—C3—C2	124.48 (16)	C25—C26—H26	119.9
O3—C3—C10	115.71 (15)	C28—C27—C26	120.01 (18)
O3—C3—C10	115.71 (15)	C28—C27—H27	120
C2—C3—C10	119.79 (16)	C26—C27—H27	120
C5—C4—C9	119.63 (17)	C27—C28—C29	120.19 (18)
C5—C4—C1	119.09 (16)	C27—C28—H28	119.9
C9—C4—C1	121.27 (16)	C29—C28—H28	119.9
C6—C5—C4	120.29 (17)	C28—C29—C30	119.81 (18)
C6—C5—H5	119.9	C28—C29—H29	120.1
C4—C5—H5	119.9	C30—C29—H29	120.1
C7—C6—C5	119.86 (18)	C29—C30—C25	120.60 (18)
C7—C6—H6	120.1	C29—C30—H30	119.7
C5—C6—H6	120.1	C25—C30—H30	119.7
C6—C7—C8	120.56 (18)	O6—C31—H31A	109.5
C6—C7—H7	119.7	O6—C31—H31B	109.5
C8—C7—H7	119.7	H31A—C31—H31B	109.5
C7—C8—C9	119.92 (18)	O6—C31—H31C	109.5
C7—C8—H8	120	H31A—C31—H31C	109.5
C9—C8—H8	120	H31B—C31—H31C	109.5
C8—C9—C4	119.74 (18)	O7—C32—H32A	108.0 (15)
C8—C9—H9	120.1	O7—C32—H32A	108.0 (15)
C4—C9—H9	120.1	O7—C32—H32B	111.6 (17)
C11—C10—C15	118.96 (17)	O7—C32—H32B	111.6 (17)
C11—C10—C3	121.47 (16)	H32A—C32—H32B	109 (2)
C15—C10—C3	119.55 (16)	O7—C32—H32C	110.7 (14)
C12—C11—C10	120.26 (18)	O7—C32—H32C	110.7 (14)
C12—C11—H11	119.9	H32A—C32—H32C	110 (2)
C10—C11—H11	119.9	H32B—C32—H32C	108 (2)
C13—C12—C11	120.54 (19)	O8—C33—H33A	109.5
C13—C12—H12	119.7	O8—C33—H33B	109.5
C11—C12—H12	119.7	H33A—C33—H33B	109.5
C12—C13—C14	119.54 (18)	O8—C33—H33C	109.5
C12—C13—H13	120.2	H33A—C33—H33C	109.5
C14—C13—H13	120.2	H33B—C33—H33C	109.5
C15—C14—C13	120.31 (18)	C1—O2—V1	127.28 (11)
C15—C14—H14	119.8	C3—O3—V1	126.95 (11)
C13—C14—H14	119.8	C16—O4—V1	128.73 (11)
C14—C15—C10	120.38 (18)	C18—O5—V1	127.87 (11)
C14—C15—H15	119.8	C31—O6—V1	128.35 (12)
C10—C15—H15	119.8	C31—O6—H6A	107.1 (18)
O4—C16—C17	124.21 (16)	V1—O6—H6A	122.5 (18)
O4—C16—C19	115.61 (15)	C32—O7—H7A	109.3 (18)
C17—C16—C19	120.13 (16)	C33—O8—H8A	111.0 (19)
C18—C17—C16	124.84 (17)	O1—V1—O4	101.25 (6)
C18—C17—H17	118.1 (12)	O1—V1—O5	99.43 (6)
C16—C17—H17	117.1 (12)	O4—V1—O5	89.13 (5)
O5—C18—C17	125.10 (16)	O1—V1—O2	99.25 (6)
O5—C18—C25	115.35 (15)	O4—V1—O2	159.47 (6)
C17—C18—C25	119.55 (16)	O5—V1—O2	88.66 (5)
C20—C19—C24	119.11 (16)	O1—V1—O3	98.18 (6)
C20—C19—C16	118.82 (16)	O4—V1—O3	86.02 (5)
C24—C19—C16	122.05 (16)	O5—V1—O3	162.32 (5)
C21—C20—C19	120.30 (17)	O2—V1—O3	89.94 (5)
C21—C20—H20	119.8	O1—V1—O3	98.18 (6)
C19—C20—H20	119.8	O4—V1—O3	86.02 (5)
C22—C21—C20	120.26 (17)	O5—V1—O3	162.32 (5)
C22—C21—H21	119.9	O2—V1—O3	89.94 (5)
C20—C21—H21	119.9	O3—V1—O3	0.00 (12)
C21—C22—C23	119.92 (17)	O1—V1—O6	177.74 (6)
C21—C22—H22	120	O4—V1—O6	80.77 (5)
C23—C22—H22	120	O5—V1—O6	81.56 (5)
C24—C23—C22	120.10 (17)	O2—V1—O6	78.71 (5)
C24—C23—H23	120	O3—V1—O6	80.89 (5)
C22—C23—H23	120	O3—V1—O6	80.89 (5)
C23—C24—C19	120.27 (17)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6A···O7	0.82 (3)	1.83 (3)	2.644 (2)	169 (3)
O7—H7A···O8i	0.87 (3)	1.90 (3)	2.749 (2)	168 (3)
O8—H8A···O3	0.90 (3)	1.96 (3)	2.853 (2)	178 (3)
C13—H13···O1ii	0.95	2.58	3.487 (2)	160
C32—H32B···O1i	0.98 (3)	2.43 (3)	3.360 (3)	159 (2)

Table 1

Selected bond lengths (Å)

O1—V1	1.5965 (13)
O2—V1	1.9972 (12)
O3—V1	2.0045 (12)
O4—V1	1.9847 (12)
O5—V1	1.9935 (12)
O6—V1	2.3020 (15)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O6—H6A⋯O7	0.82 (3)	1.83 (3)	2.644 (2)	169 (3)
O7—H7A⋯O8i	0.87 (3)	1.90 (3)	2.749 (2)	168 (3)
O8—H8A⋯O3	0.90 (3)	1.96 (3)	2.853 (2)	178 (3)
C13—H13⋯O1ii	0.95	2.58	3.487 (2)	160
C32—H32B⋯O1i	0.98 (3)	2.43 (3)	3.360 (3)	159 (2)

Symmetry codes: (i) ; (ii) .