The first adduct of bis(1,3-di­phenyl-1,3-propane­dionato)­oxovanadium(IV)

In the reaction of bis(1,3-di­phenyl-1,3-propane­dionato)­oxovanadium(IV) with pyridine, a 1:1 adduct is formed, viz bis(1,3-di­phenyl-1,3-propane­dionato-κ²O,O′)­oxo­(pyridine-κN)­vanadium(IV), [V(C₁₅H₁₀O₂)₂O(C₅H₅N)]. The V atom is surrounded by one pyridine ligand, two 1,3-di­phenyl-1,3-propandionate (dbm) ligands and one oxo group. The complex exhibits a distorted octahedral coordination, with the oxo group and pyridine ligand in a cis configuration. Pairs of mol­ecules of the adduct are connected by an intermolecular C41—H41...O1(−x, 2 − y, 1 − z) contact of 3.171 (3) Å and thus form dimers in the solid state.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.038
• wR factor = 0.080
• Data-to-parameter ratio = 12.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   1 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
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Computing details

Data collection: CrysAlis CCD (Oxford Diffraction, 2003); cell refinement: CrysAlis RED (Oxford Diffraction, 2003); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and SCHAKAL99 (Keller & Pierrard, 1999); software used to prepare material for publication: WinGX (Farrugia, 1999) and PARST97 (Nardelli, 1995).

bis(1,3-diphenyl-1,3-propanedionato-κ²O,O')oxo(pyridine-κN)vanadium(IV)

Crystal data

[V(C15H10O2)2O(C5H5N)]	F(000) = 1228
Mr = 592.52	Dx = 1.393 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2609 reflections
a = 15.291 (4) Å	θ = 2.3–14.5°
b = 18.973 (4) Å	µ = 0.40 mm^−1
c = 9.831 (2) Å	T = 100 K
β = 97.920 (18)°	Prism, dark red
V = 2824.9 (10) Å^3	0.2 × 0.1 × 0.1 mm
Z = 4

Data collection

Oxford Xcalibur 3 CCD area-detector diffractometer	4865 independent reflections
Radiation source: fine-focus sealed tube	3404 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.048
ω scans	θmax = 25.1°, θmin = 4.2°
Absorption correction: analytical (Alcock, 1970)	h = −18→18
Tmin = 0.867, Tmax = 0.924	k = −22→22
20841 measured reflections	l = −11→11

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.081	H-atom parameters constrained
S = 0.94	w = 1/[σ^2(Fo^2) + (0.0352P)^2] where P = (Fo^2 + 2Fc^2)/3
4865 reflections	(Δ/σ)max = 0.001
379 parameters	Δρmax = 0.32 e Å^−3
0 restraints	Δρmin = −0.38 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
V	0.17251 (3)	0.99135 (2)	0.67074 (4)	0.01789 (12)
O32	0.26203 (10)	1.05715 (8)	0.80110 (15)	0.0180 (4)
O21	0.27897 (10)	0.96935 (8)	0.58355 (15)	0.0208 (4)
O31	0.21016 (10)	0.92133 (7)	0.81687 (15)	0.0184 (4)
O1	0.10397 (11)	0.94028 (8)	0.58141 (15)	0.0234 (4)
O22	0.15385 (10)	1.07529 (8)	0.55183 (15)	0.0207 (4)
N	0.07582 (13)	1.03422 (9)	0.78659 (19)	0.0183 (5)
C33	0.31471 (15)	1.04200 (12)	0.9088 (2)	0.0168 (5)
C31	0.26881 (15)	0.91849 (11)	0.9232 (2)	0.0169 (5)
C215	0.05934 (16)	1.16635 (12)	0.3699 (2)	0.0211 (6)
H215	0.0270	1.1392	0.4240	0.025*
C22	0.25636 (15)	1.05033 (12)	0.4002 (2)	0.0191 (6)
H22	0.2743	1.0627	0.3168	0.023*
C314	0.21122 (17)	0.73395 (12)	1.0153 (2)	0.0232 (6)
H314	0.1720	0.6990	0.9798	0.028*
C310	0.27182 (15)	0.85008 (11)	0.9986 (2)	0.0161 (5)
C24	0.37982 (15)	0.96140 (11)	0.4275 (2)	0.0174 (5)
C32	0.32303 (15)	0.97521 (11)	0.9685 (2)	0.0184 (5)
H32	0.3671	0.9681	1.0424	0.022*
C315	0.21310 (16)	0.79739 (12)	0.9481 (2)	0.0213 (6)
H315	0.1745	0.8051	0.8678	0.026*
C45	0.09385 (17)	1.05703 (12)	0.9169 (2)	0.0232 (6)
H45	0.1506	1.0506	0.9629	0.028*
C29	0.40780 (16)	0.89668 (12)	0.4820 (2)	0.0220 (6)
H29	0.3748	0.8737	0.5412	0.026*
C37	0.44293 (19)	1.20979 (13)	1.1460 (3)	0.0298 (7)
H37	0.4677	1.2453	1.2042	0.036*
C35	0.44751 (17)	1.09342 (13)	1.0573 (2)	0.0246 (6)
H35	0.4774	1.0510	1.0525	0.029*
C211	0.19360 (17)	1.19013 (13)	0.2792 (2)	0.0274 (6)
H211	0.2518	1.1790	0.2708	0.033*
C25	0.43036 (15)	0.99494 (12)	0.3403 (2)	0.0184 (5)
H25	0.4129	1.0386	0.3029	0.022*
C23	0.30062 (15)	0.99493 (11)	0.4731 (2)	0.0166 (5)
C313	0.26746 (17)	0.72225 (12)	1.1349 (3)	0.0251 (6)
H313	0.2661	0.6794	1.1805	0.030*
C41	−0.00697 (17)	1.04247 (12)	0.7233 (3)	0.0243 (6)
H41	−0.0208	1.0264	0.6335	0.029*
C34	0.36404 (16)	1.10154 (12)	0.9832 (2)	0.0179 (6)
C21	0.18753 (15)	1.08846 (11)	0.4428 (2)	0.0169 (5)
C311	0.32873 (16)	0.83759 (12)	1.1197 (2)	0.0236 (6)
H311	0.3687	0.8721	1.1550	0.028*
C26	0.50675 (16)	0.96368 (12)	0.3087 (2)	0.0217 (6)
H26	0.5403	0.9865	0.2501	0.026*
C210	0.14694 (15)	1.14899 (11)	0.3617 (2)	0.0184 (6)
C214	0.01993 (17)	1.22307 (12)	0.2991 (2)	0.0267 (6)
H214	−0.0388	1.2337	0.3047	0.032*
C28	0.48376 (16)	0.86580 (12)	0.4499 (2)	0.0248 (6)
H28	0.5015	0.8222	0.4871	0.030*
C212	0.15383 (18)	1.24725 (14)	0.2099 (3)	0.0353 (7)
H212	0.1858	1.2747	0.1558	0.042*
C213	0.06776 (18)	1.26428 (13)	0.2196 (2)	0.0305 (7)
H213	0.0417	1.3033	0.1730	0.037*
C38	0.36179 (19)	1.21969 (13)	1.0676 (3)	0.0320 (7)
H38	0.3333	1.2629	1.0703	0.038*
C312	0.32582 (17)	0.77396 (12)	1.1872 (3)	0.0274 (6)
H312	0.3635	0.7660	1.2684	0.033*
C27	0.53358 (16)	0.89919 (12)	0.3632 (2)	0.0238 (6)
H27	0.5850	0.8784	0.3415	0.029*
C36	0.48680 (18)	1.14707 (13)	1.1376 (2)	0.0285 (6)
H36	0.5429	1.1409	1.1861	0.034*
C39	0.32224 (17)	1.16637 (12)	0.9850 (2)	0.0258 (6)
H39	0.2681	1.1739	0.9311	0.031*
C43	−0.05173 (19)	1.09770 (14)	0.9181 (3)	0.0366 (7)
H43	−0.0945	1.1195	0.9623	0.044*
C44	0.03267 (18)	1.08919 (13)	0.9846 (3)	0.0325 (7)
H44	0.0479	1.1051	1.0743	0.039*
C42	−0.07233 (17)	1.07373 (13)	0.7858 (3)	0.0326 (7)
H42	−0.1293	1.0785	0.7393	0.039*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
V	0.0194 (2)	0.0191 (2)	0.0153 (2)	0.00058 (19)	0.00266 (18)	0.00189 (18)
O32	0.0177 (10)	0.0187 (9)	0.0172 (9)	−0.0001 (7)	0.0004 (8)	0.0027 (7)
O21	0.0237 (10)	0.0211 (9)	0.0180 (9)	0.0040 (7)	0.0047 (8)	0.0041 (7)
O31	0.0213 (10)	0.0169 (9)	0.0163 (9)	−0.0029 (7)	−0.0002 (8)	−0.0006 (7)
O1	0.0256 (10)	0.0240 (9)	0.0195 (9)	−0.0022 (8)	−0.0007 (8)	−0.0002 (7)
O22	0.0228 (10)	0.0235 (9)	0.0164 (9)	0.0024 (7)	0.0046 (8)	0.0021 (7)
N	0.0182 (12)	0.0195 (11)	0.0173 (11)	−0.0022 (9)	0.0027 (10)	0.0039 (9)
C33	0.0119 (14)	0.0197 (13)	0.0198 (13)	0.0008 (10)	0.0053 (12)	0.0000 (11)
C31	0.0152 (14)	0.0200 (13)	0.0165 (13)	0.0028 (11)	0.0058 (12)	−0.0004 (10)
C215	0.0251 (15)	0.0205 (13)	0.0174 (13)	0.0006 (11)	0.0014 (12)	0.0012 (10)
C22	0.0200 (15)	0.0236 (13)	0.0138 (12)	−0.0002 (11)	0.0029 (11)	0.0032 (10)
C314	0.0277 (16)	0.0184 (13)	0.0253 (15)	−0.0033 (11)	0.0101 (13)	−0.0023 (11)
C310	0.0157 (14)	0.0165 (12)	0.0167 (13)	0.0024 (10)	0.0039 (11)	−0.0001 (10)
C24	0.0184 (14)	0.0177 (12)	0.0152 (12)	−0.0005 (10)	−0.0014 (11)	−0.0048 (10)
C32	0.0168 (14)	0.0180 (13)	0.0193 (13)	0.0002 (10)	−0.0008 (11)	0.0005 (10)
C315	0.0229 (15)	0.0219 (13)	0.0194 (13)	−0.0003 (11)	0.0036 (12)	0.0008 (11)
C45	0.0185 (14)	0.0306 (14)	0.0201 (13)	−0.0041 (11)	0.0010 (12)	−0.0015 (11)
C29	0.0252 (15)	0.0216 (13)	0.0196 (13)	−0.0023 (11)	0.0045 (12)	−0.0010 (11)
C37	0.0392 (19)	0.0248 (15)	0.0255 (15)	−0.0146 (13)	0.0044 (14)	−0.0028 (12)
C35	0.0253 (16)	0.0214 (14)	0.0263 (14)	−0.0016 (11)	0.0008 (13)	0.0030 (11)
C211	0.0265 (16)	0.0287 (15)	0.0277 (14)	0.0007 (12)	0.0063 (13)	0.0083 (12)
C25	0.0205 (14)	0.0207 (13)	0.0131 (12)	0.0011 (11)	−0.0005 (11)	0.0004 (10)
C23	0.0175 (13)	0.0182 (12)	0.0135 (12)	−0.0042 (10)	−0.0005 (11)	−0.0028 (10)
C313	0.0366 (17)	0.0164 (13)	0.0244 (15)	0.0034 (12)	0.0117 (14)	0.0039 (11)
C41	0.0201 (16)	0.0276 (14)	0.0239 (14)	−0.0009 (12)	−0.0009 (13)	0.0026 (11)
C34	0.0206 (15)	0.0181 (12)	0.0151 (12)	−0.0039 (11)	0.0024 (12)	0.0029 (10)
C21	0.0170 (14)	0.0171 (12)	0.0155 (12)	−0.0056 (10)	−0.0018 (11)	−0.0011 (10)
C311	0.0258 (16)	0.0195 (13)	0.0247 (14)	−0.0021 (11)	0.0003 (13)	0.0012 (11)
C26	0.0197 (15)	0.0295 (14)	0.0156 (12)	−0.0040 (11)	0.0008 (11)	−0.0034 (11)
C210	0.0209 (15)	0.0192 (13)	0.0141 (12)	−0.0021 (11)	−0.0010 (11)	−0.0009 (10)
C214	0.0279 (16)	0.0279 (15)	0.0240 (14)	0.0068 (12)	0.0022 (13)	−0.0024 (12)
C28	0.0292 (16)	0.0196 (13)	0.0246 (14)	0.0074 (12)	0.0007 (13)	−0.0040 (11)
C212	0.0391 (19)	0.0336 (16)	0.0351 (16)	0.0035 (14)	0.0115 (15)	0.0167 (13)
C213	0.0411 (19)	0.0230 (14)	0.0268 (15)	0.0114 (13)	0.0020 (14)	0.0076 (12)
C38	0.0352 (19)	0.0198 (14)	0.0421 (17)	−0.0035 (13)	0.0093 (16)	−0.0044 (12)
C312	0.0317 (17)	0.0240 (14)	0.0250 (14)	0.0018 (12)	−0.0018 (13)	0.0058 (11)
C27	0.0244 (15)	0.0253 (14)	0.0219 (14)	0.0043 (11)	0.0041 (12)	−0.0051 (11)
C36	0.0270 (16)	0.0279 (15)	0.0279 (15)	−0.0111 (12)	−0.0060 (13)	0.0065 (12)
C39	0.0243 (16)	0.0217 (14)	0.0313 (15)	−0.0026 (11)	0.0032 (13)	0.0029 (12)
C43	0.0281 (18)	0.0347 (16)	0.0512 (19)	0.0031 (13)	0.0206 (16)	−0.0064 (14)
C44	0.0347 (18)	0.0358 (16)	0.0297 (15)	−0.0058 (13)	0.0141 (14)	−0.0098 (13)
C42	0.0178 (16)	0.0353 (16)	0.0440 (18)	0.0054 (12)	0.0018 (14)	0.0046 (14)

Geometric parameters (Å, º)

V—O1	1.5984 (16)	C37—H37	0.9300
V—O22	1.9729 (16)	C35—C36	1.375 (3)
V—O31	1.9830 (16)	C35—C34	1.388 (3)
V—O21	1.9858 (15)	C35—H35	0.9300
V—O32	2.1427 (17)	C211—C212	1.376 (3)
V—N	2.1469 (18)	C211—C210	1.391 (3)
O32—C33	1.272 (3)	C211—H211	0.9300
O21—C23	1.274 (2)	C25—C26	1.383 (3)
O31—C31	1.281 (3)	C25—H25	0.9300
O22—C21	1.276 (2)	C313—C312	1.377 (3)
N—C41	1.341 (3)	C313—H313	0.9300
N—C45	1.344 (3)	C41—C42	1.377 (3)
C33—C32	1.395 (3)	C41—H41	0.9300
C33—C34	1.492 (3)	C34—C39	1.387 (3)
C31—C32	1.393 (3)	C21—C210	1.484 (3)
C31—C310	1.492 (3)	C311—C312	1.381 (3)
C215—C214	1.374 (3)	C311—H311	0.9300
C215—C210	1.393 (3)	C26—C27	1.375 (3)
C215—H215	0.9300	C26—H26	0.9300
C22—C21	1.388 (3)	C214—C213	1.384 (3)
C22—C23	1.393 (3)	C214—H214	0.9300
C22—H22	0.9300	C28—C27	1.374 (3)
C314—C315	1.375 (3)	C28—H28	0.9300
C314—C313	1.376 (3)	C212—C213	1.371 (4)
C314—H314	0.9300	C212—H212	0.9300
C310—C315	1.389 (3)	C213—H213	0.9300
C310—C311	1.395 (3)	C38—C39	1.383 (3)
C24—C29	1.384 (3)	C38—H38	0.9300
C24—C25	1.385 (3)	C312—H312	0.9300
C24—C23	1.491 (3)	C27—H27	0.9300
C32—H32	0.9300	C36—H36	0.9300
C315—H315	0.9300	C39—H39	0.9300
C45—C44	1.365 (3)	C43—C42	1.373 (4)
C45—H45	0.9300	C43—C44	1.374 (4)
C29—C28	1.376 (3)	C43—H43	0.9300
C29—H29	0.9300	C44—H44	0.9300
C37—C36	1.374 (3)	C42—H42	0.9300
C37—C38	1.381 (4)
O1—V—O22	97.67 (7)	C26—C25—C24	120.1 (2)
O1—V—O31	95.44 (8)	C26—C25—H25	119.9
O22—V—O31	166.88 (7)	C24—C25—H25	119.9
O1—V—O21	98.62 (7)	O21—C23—C22	124.1 (2)
O22—V—O21	88.52 (6)	O21—C23—C24	114.3 (2)
O31—V—O21	89.91 (6)	C22—C23—C24	121.64 (18)
O1—V—O32	176.64 (7)	C314—C313—C312	120.0 (2)
O22—V—O32	84.97 (6)	C314—C313—H313	120.0
O31—V—O32	81.91 (6)	C312—C313—H313	120.0
O21—V—O32	83.49 (6)	N—C41—C42	122.7 (2)
O1—V—N	94.23 (8)	N—C41—H41	118.7
O22—V—N	87.39 (6)	C42—C41—H41	118.7
O31—V—N	91.26 (7)	C39—C34—C35	118.9 (2)
O21—V—N	166.93 (7)	C39—C34—C33	118.3 (2)
O32—V—N	83.79 (7)	C35—C34—C33	122.6 (2)
C33—O32—V	130.19 (14)	O22—C21—C22	124.2 (2)
C23—O21—V	127.77 (14)	O22—C21—C210	114.53 (19)
C31—O31—V	136.04 (14)	C22—C21—C210	121.31 (19)
C21—O22—V	127.85 (14)	C312—C311—C310	120.1 (2)
C41—N—C45	117.5 (2)	C312—C311—H311	120.0
C41—N—V	118.25 (15)	C310—C311—H311	120.0
C45—N—V	124.17 (17)	C27—C26—C25	120.7 (2)
O32—C33—C32	124.5 (2)	C27—C26—H26	119.7
O32—C33—C34	117.1 (2)	C25—C26—H26	119.7
C32—C33—C34	118.1 (2)	C211—C210—C215	118.4 (2)
O31—C31—C32	123.2 (2)	C211—C210—C21	122.5 (2)
O31—C31—C310	114.3 (2)	C215—C210—C21	119.12 (19)
C32—C31—C310	122.5 (2)	C215—C214—C213	119.9 (2)
C214—C215—C210	120.9 (2)	C215—C214—H214	120.0
C214—C215—H215	119.5	C213—C214—H214	120.0
C210—C215—H215	119.5	C27—C28—C29	120.2 (2)
C21—C22—C23	125.0 (2)	C27—C28—H28	119.9
C21—C22—H22	117.5	C29—C28—H28	119.9
C23—C22—H22	117.5	C213—C212—C211	120.9 (2)
C315—C314—C313	120.0 (2)	C213—C212—H212	119.5
C315—C314—H314	120.0	C211—C212—H212	119.5
C313—C314—H314	120.0	C212—C213—C214	119.5 (2)
C315—C310—C311	118.6 (2)	C212—C213—H213	120.2
C315—C310—C31	118.3 (2)	C214—C213—H213	120.2
C311—C310—C31	123.0 (2)	C37—C38—C39	121.0 (2)
C29—C24—C25	118.6 (2)	C37—C38—H38	119.5
C29—C24—C23	118.88 (19)	C39—C38—H38	119.5
C25—C24—C23	122.4 (2)	C313—C312—C311	120.3 (2)
C31—C32—C33	123.5 (2)	C313—C312—H312	119.8
C31—C32—H32	118.3	C311—C312—H312	119.8
C33—C32—H32	118.3	C28—C27—C26	119.4 (2)
C314—C315—C310	120.9 (2)	C28—C27—H27	120.3
C314—C315—H315	119.5	C26—C27—H27	120.3
C310—C315—H315	119.5	C37—C36—C35	119.9 (3)
N—C45—C44	123.0 (2)	C37—C36—H36	120.1
N—C45—H45	118.5	C35—C36—H36	120.1
C44—C45—H45	118.5	C38—C39—C34	119.4 (2)
C28—C29—C24	121.0 (2)	C38—C39—H39	120.3
C28—C29—H29	119.5	C34—C39—H39	120.3
C24—C29—H29	119.5	C42—C43—C44	119.3 (2)
C36—C37—C38	119.5 (2)	C42—C43—H43	120.3
C36—C37—H37	120.2	C44—C43—H43	120.3
C38—C37—H37	120.2	C45—C44—C43	118.8 (2)
C36—C35—C34	121.1 (2)	C45—C44—H44	120.6
C36—C35—H35	119.5	C43—C44—H44	120.6
C34—C35—H35	119.5	C43—C42—C41	118.6 (3)
C212—C211—C210	120.2 (2)	C43—C42—H42	120.7
C212—C211—H211	119.9	C41—C42—H42	120.7
C210—C211—H211	119.9