Bis(acetyl­acetonato)oxido(triphenyl­phosphine oxide)vanadium(IV)

Chen, H.; Si, Y.; Chen, C.; Liu, Q.

doi:10.1107/S1600536807065439

metal-organic compounds

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Volume 64| Part 1| January 2008| Page m159

https://doi.org/10.1107/S1600536807065439

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Bis(acetylacetonato)oxido(triphenylphosphine oxide)vanadium(IV)

Hui Chen,^a Youtao Si,^a Changneng Chen ^a ^* and Qiutian Liu ^a

^aState Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, People's Republic of China
^*Correspondence e-mail: ccn@fjirsm.ac.cn

(Received 6 November 2007; accepted 4 December 2007; online 12 December 2007)

In the structure of the title compound, [V(C₅H₇O₂)₂O(C₁₈H₁₅OP)], the V atom adopts a slightly distorted octahedral geometry with its coordination completed by four O atoms of two acetylacetonate (acac) ligands, one oxo group and one O atom of the triphenylphosphine oxide (OPPh₃) ligand.

Related literature

For related literature, see: Hoshino et al. (2005 ); Mévellec et al. (2001 ); Rübenstahl et al. (1993 ); Shuter et al. (1995 ); Zhu et al. (1996 ); Caira & Gellatly (1980 ); Scott et al. (1992 ).

Experimental

Crystal data

[V(C₅H₇O₂)₂O(C₁₈H₁₅OP)]
M_r = 543.42
Triclinic, $[P \overline 1]$
a = 10.153 (3) Å
b = 10.353 (3) Å
c = 13.407 (4) Å
α = 101.677 (2)°
β = 90.693 (5)°
γ = 106.688 (4)°
V = 1318.2 (7) Å³
Z = 2
Mo Kα radiation
μ = 0.48 mm⁻¹
T = 294 (2) K
0.28 × 0.20 × 0.18 mm

Data collection

Rigaku Saturn70 CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.860, T_max = 0.920
10251 measured reflections
5899 independent reflections
4756 reflections with I > 2σ(I)
R_int = 0.020

Refinement

R[F² > 2σ(F²)] = 0.036
wR(F²) = 0.121
S = 1.13
5899 reflections
329 parameters
H-atom parameters constrained
Δρ_max = 0.43 e Å⁻³
Δρ_min = −0.54 e Å⁻³

Data collection: CrystalClear (Rigaku/MSC, 2004 ); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997 ); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536807065439/ww2106sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536807065439/ww2106Isup2.hkl

checkCIF report

Comment top

The crystal consists of monomeric units of VO(acac)₂(OPPh₃) packed together without contact significantly shorter than the sum of the van der Waals radii. Each V center is six-coordinated by four O atoms of two acac ligands, one oxo group and one O atom of OPPh₃ ligand to furnish a slightly distorted octahedral geometry. The four acac O atoms define the equatorial plane. The oxo group and the O atom from OPPh₃ ligand occupy the axial sites in a trans configuration. The V—O(_acac) bond distances [1.9974 (13) Å-2.0085 (14) Å] are a little longer than those observed in [VO(acac)₂] [1.966 (6) Å-1.986 (6) Å, Shuter et al., 1995; Hoshino et al., 2005] and the bond length of V—O_(OPPh3) is 2.2586 (13) Å, significantly longer than those found in [VOCl₂(OPPh₃)₂] [1.986 (5) Å and 2.002 (5) Å, Caira & Gellatly, 1980] and [VCl₃(NPPh₃)(OPPh₃)](1.928 (6) Å, Rübenstahl et al., 1993).

The presence of OPPh₃ligand in the compound was unexpected since the original reactant was PPh₃. It has been shown in earlier studies that some metal oxo-complexes might react with PPh₃to give rise to OPPh₃ due to their catalytic and redox properties (Scott et al., 1992; Zhu et al., 1996; Mévellec et al., 2001). Thus, it was speculated that PPh₃was oxidized to OPPh₃by oxovanadium complex in this experiment.

Related literature top

For related literature, see: Hoshino et al. (2005); Mévellec et al. (2001); Rübenstahl et al. (1993); Shuter et al. (1995); Zhu et al. (1996).

For related literature, see: Caira & Gellatly (1980); Rigaku/MSC (2004); Scott et al. (1992).

Experimental top

The title compound was obtained unintentionally when we attempted to synthesize vanadium coordination complexes containing 3,5-pyrazoledicarboxylato ligand (H₃pdc). To the mixture of H₃pdc (0.5 mmol), NaOH (1 mmol) and VO(acac)₂ (0.5 mmol) in 10 ml H₂O was added a CHCl₃ solution (5 ml) of PPh₃ (0.25 mmol). The resulting solution was allowed to stand at room temperature for six weeks to deposit green crystals of X-ray quality.

Structure description top

For related literature, see: Hoshino et al. (2005); Mévellec et al. (2001); Rübenstahl et al. (1993); Shuter et al. (1995); Zhu et al. (1996).

For related literature, see: Caira & Gellatly (1980); Rigaku/MSC (2004); Scott et al. (1992).

Computing details top

Data collection: CrystalClear (Rigaku/MSC, 2004); cell refinement: CrystalClear (Rigaku/MSC, 2004); data reduction: CrystalClear (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL (Bruker, 1997).

Figures top

Fig. 1. The molecular structure of the title compound, showing atom labels and 20% probability ellipsoids for non-H atoms.

Bis(acetylacetonato)oxido(triphenylphosphine oxide)vanadium(IV) top

Crystal data top

[V(C₅H₇O₂)₂O(C₁₈H₁₅OP)]	Z = 2
M_r = 543.42	F(000) = 566
Triclinic, P1	D_x = 1.369 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.153 (3) Å	Cell parameters from 3761 reflections
b = 10.353 (3) Å	θ = 2.1–27.5°
c = 13.407 (4) Å	µ = 0.48 mm⁻¹
α = 101.677 (2)°	T = 294 K
β = 90.693 (5)°	Prism, green
γ = 106.688 (4)°	0.28 × 0.20 × 0.18 mm
V = 1318.2 (7) Å³

Data collection top

Rigaku Saturn70 CCD diffractometer	5899 independent reflections
Radiation source: fine-focus sealed tube	4756 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.020
ω scans	θ_max = 27.5°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→13
T_min = 0.860, T_max = 0.920	k = −13→13
10251 measured reflections	l = −16→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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.121	H-atom parameters constrained
S = 1.13	w = 1/[σ²(F_o²) + (0.0785P)²] where P = (F_o² + 2F_c²)/3
5899 reflections	(Δ/σ)_max = 0.001
329 parameters	Δρ_max = 0.43 e Å⁻³
0 restraints	Δρ_min = −0.54 e Å⁻³

Crystal data top

[V(C₅H₇O₂)₂O(C₁₈H₁₅OP)]	γ = 106.688 (4)°
M_r = 543.42	V = 1318.2 (7) Å³
Triclinic, P1	Z = 2
a = 10.153 (3) Å	Mo Kα radiation
b = 10.353 (3) Å	µ = 0.48 mm⁻¹
c = 13.407 (4) Å	T = 294 K
α = 101.677 (2)°	0.28 × 0.20 × 0.18 mm
β = 90.693 (5)°

Data collection top

Rigaku Saturn70 CCD diffractometer	5899 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	4756 reflections with I > 2σ(I)
T_min = 0.860, T_max = 0.920	R_int = 0.020
10251 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.036	0 restraints
wR(F²) = 0.121	H-atom parameters constrained
S = 1.13	Δρ_max = 0.43 e Å⁻³
5899 reflections	Δρ_min = −0.54 e Å⁻³
329 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	1.03517 (3)	0.82224 (3)	0.22396 (2)	0.02967 (11)
P1	0.67969 (4)	0.83817 (4)	0.24257 (3)	0.02730 (12)
O1	0.99298 (14)	0.67895 (14)	0.30948 (10)	0.0436 (3)
O2	0.92589 (13)	0.67788 (13)	0.10557 (9)	0.0400 (3)
O3	0.82442 (11)	0.83840 (13)	0.26469 (9)	0.0351 (3)
O4	1.02709 (13)	0.96524 (13)	0.14587 (9)	0.0362 (3)
O5	1.08719 (12)	0.96846 (13)	0.35241 (9)	0.0361 (3)
O6	1.18499 (13)	0.81385 (16)	0.19582 (11)	0.0494 (3)
C1	0.9215 (3)	0.4673 (3)	0.3614 (2)	0.0727 (8)
H1A	1.0123	0.4759	0.3885	0.109*
H1B	0.8748	0.3721	0.3322	0.109*
H1C	0.8705	0.5010	0.4153	0.109*
C2	0.9323 (2)	0.5508 (2)	0.27993 (16)	0.0455 (5)
C3	0.8760 (2)	0.4847 (2)	0.18191 (18)	0.0530 (5)
H3A	0.8369	0.3894	0.1692	0.064*
C4	0.87320 (19)	0.5503 (2)	0.10003 (15)	0.0413 (4)
C5	0.8031 (2)	0.4665 (2)	−0.00156 (18)	0.0592 (6)
H5A	0.7696	0.5239	−0.0370	0.089*
H5B	0.7272	0.3913	0.0089	0.089*
H5C	0.8678	0.4307	−0.0414	0.089*
C6	1.0415 (2)	1.1785 (2)	0.10245 (15)	0.0472 (5)
H6A	1.1270	1.1986	0.0705	0.071*
H6B	1.0256	1.2633	0.1359	0.071*
H6C	0.9674	1.1279	0.0516	0.071*
C7	1.04857 (17)	1.09364 (18)	0.17968 (13)	0.0327 (4)
C8	1.07829 (19)	1.15850 (19)	0.28267 (13)	0.0401 (4)
H8A	1.0870	1.2524	0.2998	0.048*
C9	1.09605 (17)	1.09559 (18)	0.36203 (13)	0.0340 (4)
C10	1.1309 (2)	1.1816 (2)	0.46922 (14)	0.0505 (5)
H10A	1.0637	1.1428	0.5132	0.076*
H10B	1.1304	1.2743	0.4695	0.076*
H10C	1.2207	1.1826	0.4933	0.076*
C11	0.55910 (16)	0.68625 (17)	0.27131 (12)	0.0304 (3)
C12	0.6134 (2)	0.60577 (19)	0.32063 (14)	0.0391 (4)
H12A	0.7083	0.6277	0.3338	0.047*
C13	0.5260 (3)	0.4921 (2)	0.35045 (18)	0.0571 (6)
H13A	0.5625	0.4384	0.3840	0.069*
C14	0.3867 (3)	0.4591 (2)	0.33060 (19)	0.0631 (6)
H14A	0.3287	0.3826	0.3504	0.076*
C15	0.3312 (2)	0.5391 (2)	0.28087 (18)	0.0569 (6)
H15A	0.2362	0.5162	0.2677	0.068*
C16	0.41669 (19)	0.6524 (2)	0.25089 (15)	0.0422 (4)
H16A	0.3797	0.7058	0.2174	0.051*
C17	0.63977 (17)	0.8411 (2)	0.11197 (13)	0.0352 (4)
C18	0.5849 (2)	0.7194 (2)	0.04015 (15)	0.0501 (5)
H18A	0.5602	0.6355	0.0606	0.060*
C19	0.5666 (3)	0.7217 (3)	−0.06184 (16)	0.0685 (7)
H19A	0.5292	0.6396	−0.1095	0.082*
C20	0.6035 (3)	0.8446 (4)	−0.09268 (18)	0.0713 (8)
H20A	0.5909	0.8457	−0.1613	0.086*
C21	0.6593 (3)	0.9662 (3)	−0.02260 (19)	0.0661 (7)
H21A	0.6855	1.0495	−0.0439	0.079*
C22	0.6762 (2)	0.9647 (2)	0.07985 (16)	0.0500 (5)
H22A	0.7124	1.0474	0.1273	0.060*
C23	0.64143 (17)	0.98229 (17)	0.32429 (13)	0.0312 (3)
C24	0.5175 (2)	1.0118 (2)	0.31082 (15)	0.0437 (4)
H24A	0.4564	0.9633	0.2544	0.052*
C25	0.4863 (2)	1.1131 (2)	0.38136 (18)	0.0561 (6)
H25A	0.4034	1.1324	0.3725	0.067*
C26	0.5757 (3)	1.1861 (2)	0.46471 (17)	0.0586 (6)
H26A	0.5531	1.2540	0.5120	0.070*
C27	0.6997 (3)	1.1587 (2)	0.47836 (16)	0.0553 (5)
H27A	0.7607	1.2082	0.5346	0.066*
C28	0.7323 (2)	1.0569 (2)	0.40744 (14)	0.0418 (4)
H28A	0.8158	1.0387	0.4160	0.050*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
V1	0.03094 (17)	0.03182 (17)	0.02627 (16)	0.01119 (12)	−0.00037 (11)	0.00367 (11)
P1	0.0250 (2)	0.0323 (2)	0.0259 (2)	0.01010 (16)	0.00204 (15)	0.00692 (16)
O1	0.0561 (8)	0.0432 (8)	0.0388 (7)	0.0234 (6)	0.0012 (6)	0.0130 (6)
O2	0.0475 (7)	0.0360 (7)	0.0329 (6)	0.0116 (5)	−0.0029 (5)	0.0007 (5)
O3	0.0262 (6)	0.0453 (7)	0.0358 (6)	0.0128 (5)	0.0023 (5)	0.0099 (5)
O4	0.0463 (7)	0.0355 (7)	0.0256 (6)	0.0104 (5)	0.0017 (5)	0.0067 (5)
O5	0.0389 (7)	0.0384 (7)	0.0272 (6)	0.0084 (5)	−0.0035 (5)	0.0033 (5)
O6	0.0390 (7)	0.0614 (9)	0.0501 (8)	0.0230 (6)	0.0053 (6)	0.0055 (7)
C1	0.109 (2)	0.0606 (15)	0.0722 (17)	0.0456 (15)	0.0271 (15)	0.0363 (13)
C2	0.0548 (12)	0.0396 (10)	0.0547 (12)	0.0276 (9)	0.0176 (9)	0.0182 (9)
C3	0.0662 (14)	0.0304 (10)	0.0608 (13)	0.0135 (9)	0.0143 (10)	0.0069 (9)
C4	0.0365 (9)	0.0378 (10)	0.0458 (10)	0.0131 (8)	0.0070 (8)	−0.0032 (8)
C5	0.0543 (13)	0.0488 (12)	0.0575 (13)	0.0070 (10)	0.0008 (10)	−0.0149 (10)
C6	0.0613 (13)	0.0421 (11)	0.0405 (10)	0.0155 (9)	0.0030 (9)	0.0138 (9)
C7	0.0303 (8)	0.0335 (9)	0.0334 (8)	0.0064 (7)	0.0058 (6)	0.0090 (7)
C8	0.0503 (11)	0.0301 (9)	0.0354 (9)	0.0074 (7)	0.0024 (8)	0.0036 (7)
C9	0.0284 (8)	0.0369 (9)	0.0293 (8)	0.0025 (7)	0.0028 (6)	0.0009 (7)
C10	0.0628 (13)	0.0468 (12)	0.0293 (9)	0.0048 (10)	0.0019 (9)	−0.0036 (8)
C11	0.0319 (8)	0.0315 (8)	0.0255 (7)	0.0081 (6)	0.0024 (6)	0.0028 (6)
C12	0.0424 (10)	0.0367 (9)	0.0388 (9)	0.0121 (8)	0.0007 (7)	0.0093 (8)
C13	0.0698 (15)	0.0438 (12)	0.0578 (13)	0.0088 (10)	−0.0015 (11)	0.0234 (10)
C14	0.0636 (15)	0.0494 (13)	0.0627 (14)	−0.0100 (11)	0.0071 (11)	0.0199 (11)
C15	0.0384 (11)	0.0588 (14)	0.0606 (14)	−0.0038 (9)	0.0048 (9)	0.0098 (11)
C16	0.0348 (9)	0.0454 (10)	0.0438 (10)	0.0079 (8)	0.0005 (7)	0.0094 (8)
C17	0.0304 (8)	0.0509 (10)	0.0290 (8)	0.0168 (7)	0.0053 (6)	0.0124 (7)
C18	0.0569 (12)	0.0578 (13)	0.0329 (10)	0.0144 (10)	0.0025 (8)	0.0074 (9)
C19	0.0749 (17)	0.094 (2)	0.0305 (11)	0.0219 (14)	−0.0027 (10)	0.0045 (12)
C20	0.0749 (17)	0.123 (3)	0.0339 (11)	0.0500 (17)	0.0091 (11)	0.0268 (14)
C21	0.0741 (16)	0.0909 (19)	0.0579 (15)	0.0409 (14)	0.0198 (12)	0.0467 (15)
C22	0.0551 (12)	0.0578 (13)	0.0453 (11)	0.0215 (10)	0.0105 (9)	0.0223 (10)
C23	0.0318 (8)	0.0304 (8)	0.0332 (8)	0.0102 (6)	0.0067 (6)	0.0089 (7)
C24	0.0405 (10)	0.0460 (11)	0.0486 (11)	0.0209 (8)	0.0008 (8)	0.0070 (9)
C25	0.0600 (13)	0.0589 (14)	0.0630 (14)	0.0375 (11)	0.0162 (11)	0.0140 (11)
C26	0.0888 (17)	0.0462 (12)	0.0477 (12)	0.0324 (12)	0.0226 (12)	0.0068 (10)
C27	0.0743 (15)	0.0441 (12)	0.0398 (11)	0.0125 (10)	−0.0013 (10)	−0.0009 (9)
C28	0.0427 (10)	0.0404 (10)	0.0401 (10)	0.0110 (8)	0.0003 (8)	0.0059 (8)

Geometric parameters (Å, º) top

V1—O6	1.5937 (13)	C10—H10C	0.9600
V1—O4	1.9974 (13)	C11—C12	1.383 (2)
V1—O5	1.9999 (12)	C11—C16	1.396 (2)
V1—O1	2.0085 (14)	C12—C13	1.390 (3)
V1—O2	2.0072 (13)	C12—H12A	0.9300
V1—O3	2.2586 (13)	C13—C14	1.365 (4)
P1—O3	1.4948 (12)	C13—H13A	0.9300
P1—C17	1.8006 (18)	C14—C15	1.389 (3)
P1—C23	1.8052 (17)	C14—H14A	0.9300
P1—C11	1.8088 (17)	C15—C16	1.381 (3)
O1—C2	1.268 (2)	C15—H15A	0.9300
O2—C4	1.261 (2)	C16—H16A	0.9300
O4—C7	1.268 (2)	C17—C18	1.385 (3)
O5—C9	1.273 (2)	C17—C22	1.384 (3)
C1—C2	1.511 (3)	C18—C19	1.384 (3)
C1—H1A	0.9600	C18—H18A	0.9300
C1—H1B	0.9600	C19—C20	1.368 (4)
C1—H1C	0.9600	C19—H19A	0.9300
C2—C3	1.384 (3)	C20—C21	1.374 (4)
C3—C4	1.407 (3)	C20—H20A	0.9300
C3—H3A	0.9300	C21—C22	1.386 (3)
C4—C5	1.503 (3)	C21—H21A	0.9300
C5—H5A	0.9600	C22—H22A	0.9300
C5—H5B	0.9600	C23—C28	1.381 (3)
C5—H5C	0.9600	C23—C24	1.395 (2)
C6—C7	1.500 (3)	C24—C25	1.375 (3)
C6—H6A	0.9600	C24—H24A	0.9300
C6—H6B	0.9600	C25—C26	1.372 (3)
C6—H6C	0.9600	C25—H25A	0.9300
C7—C8	1.395 (2)	C26—C27	1.386 (3)
C8—C9	1.390 (3)	C26—H26A	0.9300
C8—H8A	0.9300	C27—C28	1.388 (3)
C9—C10	1.507 (2)	C27—H27A	0.9300
C10—H10A	0.9600	C28—H28A	0.9300
C10—H10B	0.9600

O6—V1—O4	97.10 (7)	C8—C9—C10	119.21 (17)
O6—V1—O5	99.20 (6)	C9—C10—H10A	109.5
O4—V1—O5	89.73 (6)	C9—C10—H10B	109.5
O6—V1—O1	97.80 (7)	H10A—C10—H10B	109.5
O4—V1—O1	165.07 (5)	C9—C10—H10C	109.5
O5—V1—O1	88.84 (6)	H10A—C10—H10C	109.5
O6—V1—O2	98.11 (7)	H10B—C10—H10C	109.5
O4—V1—O2	88.28 (6)	C12—C11—C16	119.89 (17)
O5—V1—O2	162.69 (5)	C12—C11—P1	116.84 (13)
O1—V1—O2	88.67 (6)	C16—C11—P1	123.18 (14)
O6—V1—O3	178.95 (7)	C11—C12—C13	119.93 (19)
O4—V1—O3	82.22 (5)	C11—C12—H12A	120.0
O5—V1—O3	80.01 (5)	C13—C12—H12A	120.0
O1—V1—O3	82.89 (5)	C14—C13—C12	120.2 (2)
O2—V1—O3	82.68 (5)	C14—C13—H13A	119.9
O3—P1—C17	114.02 (7)	C12—C13—H13A	119.9
O3—P1—C23	111.29 (8)	C13—C14—C15	120.3 (2)
C17—P1—C23	108.27 (8)	C13—C14—H14A	119.9
O3—P1—C11	110.17 (8)	C15—C14—H14A	119.8
C17—P1—C11	107.56 (8)	C16—C15—C14	120.2 (2)
C23—P1—C11	105.08 (8)	C16—C15—H15A	119.9
C2—O1—V1	127.40 (13)	C14—C15—H15A	119.9
C4—O2—V1	128.54 (13)	C15—C16—C11	119.5 (2)
P1—O3—V1	155.14 (8)	C15—C16—H16A	120.3
C7—O4—V1	128.12 (11)	C11—C16—H16A	120.3
C9—O5—V1	126.73 (11)	C18—C17—C22	118.85 (18)
C2—C1—H1A	109.5	C18—C17—P1	120.72 (15)
C2—C1—H1B	109.5	C22—C17—P1	120.12 (15)
H1A—C1—H1B	109.5	C17—C18—C19	120.4 (2)
C2—C1—H1C	109.5	C17—C18—H18A	119.8
H1A—C1—H1C	109.5	C19—C18—H18A	119.8
H1B—C1—H1C	109.5	C20—C19—C18	120.2 (2)
O1—C2—C3	125.62 (19)	C20—C19—H19A	119.9
O1—C2—C1	115.3 (2)	C18—C19—H19A	119.9
C3—C2—C1	119.1 (2)	C21—C20—C19	120.2 (2)
C2—C3—C4	125.09 (19)	C21—C20—H20A	119.9
C2—C3—H3A	117.5	C19—C20—H20A	119.9
C4—C3—H3A	117.5	C20—C21—C22	119.9 (2)
O2—C4—C3	124.22 (18)	C20—C21—H21A	120.0
O2—C4—C5	116.27 (19)	C22—C21—H21A	120.0
C3—C4—C5	119.5 (2)	C17—C22—C21	120.4 (2)
C4—C5—H5A	109.5	C17—C22—H22A	119.8
C4—C5—H5B	109.5	C21—C22—H22A	119.8
H5A—C5—H5B	109.5	C28—C23—C24	119.53 (16)
C4—C5—H5C	109.5	C28—C23—P1	118.53 (13)
H5A—C5—H5C	109.5	C24—C23—P1	121.68 (14)
H5B—C5—H5C	109.5	C25—C24—C23	119.65 (19)
C7—C6—H6A	109.5	C25—C24—H24A	120.2
C7—C6—H6B	109.5	C23—C24—H24A	120.2
H6A—C6—H6B	109.5	C26—C25—C24	120.9 (2)
C7—C6—H6C	109.5	C26—C25—H25A	119.6
H6A—C6—H6C	109.5	C24—C25—H25A	119.6
H6B—C6—H6C	109.5	C25—C26—C27	120.00 (19)
O4—C7—C8	123.98 (16)	C25—C26—H26A	120.0
O4—C7—C6	116.74 (15)	C27—C26—H26A	120.0
C8—C7—C6	119.28 (16)	C28—C27—C26	119.5 (2)
C7—C8—C9	125.95 (17)	C28—C27—H27A	120.2
C7—C8—H8A	117.0	C26—C27—H27A	120.2
C9—C8—H8A	117.0	C23—C28—C27	120.39 (19)
O5—C9—C8	125.33 (16)	C23—C28—H28A	119.8
O5—C9—C10	115.46 (17)	C27—C28—H28A	119.8

Experimental details

Crystal data
Chemical formula	[V(C₅H₇O₂)₂O(C₁₈H₁₅OP)]
M_r	543.42
Crystal system, space group	Triclinic, P1
Temperature (K)	294
a, b, c (Å)	10.153 (3), 10.353 (3), 13.407 (4)
α, β, γ (°)	101.677 (2), 90.693 (5), 106.688 (4)
V (Å³)	1318.2 (7)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.48
Crystal size (mm)	0.28 × 0.20 × 0.18

Data collection
Diffractometer	Rigaku Saturn70 CCD
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.860, 0.920
No. of measured, independent and observed [I > 2σ(I)] reflections	10251, 5899, 4756
R_int	0.020
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.036, 0.121, 1.13
No. of reflections	5899
No. of parameters	329
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.43, −0.54

Computer programs: CrystalClear (Rigaku/MSC, 2004), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1997).

Acknowledgements

We are grateful to the National Nature Science Foundation of China (No. 20471061) for financial support of this work.

References

Bruker (1997). SHELXTL. Version 5.10. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Caira, M. & Gellatly, B. J. (1980). Acta Cryst. B36, 1198–1201. CSD CrossRef CAS IUCr Journals Web of Science Google Scholar
Hoshino, M., Sekine, A., Uekusa, H. & Ohashi, Y. (2005). Chem. Lett. 34, 1228–1229. Web of Science CSD CrossRef CAS Google Scholar
Mévellec, F., Roucoux, A., Noiret, N. & Patin, H. (2001). J. Chem. Soc. Dalton Trans. pp. 3603–3610. Google Scholar
Rigaku/MSC (2004). CrystalClear. Version 1.3.6. Rigaku/MSC, The Woodlands, Texas, USA. Google Scholar
Rübenstahl, T., Dehnicke, K. & Krautscheid, H. (1993). Z. Anorg. Allg. Chem. 619, 1023–1026. Google Scholar
Scott, S. L., Bakac, A. & Espenson, J. H. (1992). J. Am. Chem. Soc. 114, 4205–4213. CrossRef CAS Web of Science Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany. Google Scholar
Shuter, E., Rettig, S. J. & Orvig, C. (1995). Acta Cryst. C51, 12–14. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Zhu, Z., Al-Ajlouni, A. M. & Espenson, J. H. (1996). Inorg. Chem. 35, 1408–1409. CrossRef PubMed CAS Web of Science Google Scholar