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The O atoms of the terdentate salicyl­aldehyde isonicotinoyl­hydrazone monoanion in the title compound, [V(C13H10NO2)(C13H10N3O2)O]·0.5C6H14, span two opposite sites of the octahedron surrounding the VIV atom. Two other sites of the polyhedron are occupied by the O atoms of the chelating N-benzoyl-N-phenyl­hydrox­amine monoanion; the sixth position is occupied by the oxo O atom. The hexane solvent mol­ecule lies on an inversion center.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804027497/wn6302sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804027497/wn6302Isup2.hkl
Contains datablock I

CCDC reference: 258632

Key indicators

  • Single-crystal X-ray study
  • T = 295 K
  • Mean [sigma](C-C) = 0.005 Å
  • R factor = 0.058
  • wR factor = 0.141
  • Data-to-parameter ratio = 17.3

checkCIF/PLATON results

No syntax errors found



Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90 Tmin and Tmax reported: 0.725 0.926 Tmin' and Tmax expected: 0.849 0.925 RR' = 0.853 Please check that your absorption correction is appropriate. PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.85 PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ? PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) V1 - N1 .. 5.35 su PLAT420_ALERT_2_C D-H Without Acceptor N2 - H2N ... ? PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 11 O5 -V1 -O3 -C14 5.00 0.80 1.555 1.555 1.555 1.555
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 8 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

(N-Benzoyl-N-phenylhydroxlaminato-κ2O,O')oxo(salicylaldehyde isonicotinoylhydrazonato-κ3O,N,N')vanadium(IV) hexane hemisolvate top
Crystal data top
[V(C13H10NO2)(C13H10N3O2)O]·0.5C6H14Z = 2
Mr = 562.49F(000) = 582
Triclinic, P1Dx = 1.379 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.071 (2) ÅCell parameters from 10306 reflections
b = 12.016 (2) Åθ = 3.3–27.4°
c = 12.966 (3) ŵ = 0.41 mm1
α = 102.92 (3)°T = 295 K
β = 98.52 (3)°Prism, red
γ = 113.49 (3)°0.39 × 0.26 × 0.19 mm
V = 1352.3 (5) Å3
Data collection top
Rigaku R-AXIS RAPID
diffractometer
6103 independent reflections
Radiation source: fine-focus sealed tube3780 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.036
ω scansθmax = 27.5°, θmin = 3.2°
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
h = 1113
Tmin = 0.725, Tmax = 0.926k = 1515
12805 measured reflectionsl = 1616
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.058Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.141H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.0737P)2 + 0.0547P]
where P = (Fo2 + 2Fc2)/3
6103 reflections(Δ/σ)max = 0.001
352 parametersΔρmax = 0.34 e Å3
3 restraintsΔρmin = 0.44 e Å3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
V10.64737 (6)0.79909 (4)0.78465 (3)0.05068 (17)
O10.8236 (2)0.80155 (19)0.85510 (15)0.0593 (5)
O20.4668 (2)0.72947 (19)0.66481 (15)0.0594 (5)
O30.5431 (2)0.60044 (16)0.78477 (14)0.0538 (5)
O40.5403 (2)0.79930 (16)0.89018 (14)0.0513 (5)
O50.7097 (3)0.94608 (18)0.79665 (16)0.0688 (6)
N10.7081 (3)0.7398 (2)0.64337 (17)0.0490 (5)
N20.5942 (3)0.6804 (2)0.54636 (18)0.0559 (6)
H2n0.60320.64860.48300.067*
N30.0740 (4)0.5284 (3)0.3072 (3)0.0892 (9)
N40.4416 (2)0.68506 (19)0.89802 (16)0.0456 (5)
C10.9588 (3)0.8388 (2)0.8354 (2)0.0519 (7)
C21.0880 (3)0.8960 (3)0.9219 (2)0.0581 (7)
H21.08080.91390.99390.070*
C31.2260 (4)0.9263 (3)0.9016 (3)0.0664 (8)
H31.31140.96480.96030.080*
C41.2408 (4)0.9009 (3)0.7960 (3)0.0707 (9)
H41.33490.92070.78330.085*
C51.1145 (4)0.8459 (3)0.7101 (3)0.0660 (8)
H51.12380.82850.63870.079*
C60.9708 (3)0.8150 (3)0.7271 (2)0.0517 (7)
C70.8408 (3)0.7565 (3)0.6364 (2)0.0560 (7)
H70.85250.72830.56700.067*
C80.4725 (3)0.6807 (3)0.5662 (2)0.0518 (7)
C90.3355 (3)0.6262 (3)0.4763 (2)0.0532 (7)
C100.3287 (4)0.5681 (3)0.3705 (2)0.0667 (8)
H100.41190.56080.35320.080*
C110.1966 (5)0.5209 (3)0.2903 (3)0.0820 (11)
H110.19370.48090.21920.098*
C120.0813 (5)0.5830 (4)0.4093 (4)0.0973 (13)
H120.00370.58890.42400.117*
C130.2075 (4)0.6320 (4)0.4957 (3)0.0824 (11)
H130.20590.66870.56640.099*
C140.4499 (3)0.5813 (2)0.84043 (19)0.0431 (6)
C150.3506 (3)0.4513 (2)0.8396 (2)0.0440 (6)
C160.3027 (3)0.3542 (3)0.7413 (2)0.0578 (7)
H160.33080.37290.67970.069*
C170.2138 (4)0.2305 (3)0.7349 (3)0.0754 (10)
H170.18090.16590.66860.090*
C180.1728 (4)0.2009 (3)0.8250 (3)0.0772 (10)
H180.11180.11680.81960.093*
C190.2221 (3)0.2961 (3)0.9236 (3)0.0612 (8)
H190.19570.27600.98520.073*
C200.3100 (3)0.4205 (3)0.9312 (2)0.0495 (6)
H200.34270.48450.99790.059*
C210.3507 (3)0.6970 (2)0.97120 (19)0.0430 (6)
C220.1973 (3)0.6420 (3)0.9324 (2)0.0548 (7)
H220.15050.59760.85840.066*
C230.1143 (4)0.6543 (3)1.0060 (3)0.0711 (9)
H230.01010.61650.98150.085*
C240.1834 (5)0.7212 (4)1.1141 (3)0.0820 (11)
H240.12630.72821.16310.098*
C250.3362 (5)0.7778 (4)1.1504 (3)0.0863 (11)
H250.38270.82541.22390.104*
C260.4231 (4)0.7654 (3)1.0796 (2)0.0625 (8)
H260.52720.80221.10450.075*
C270.5778 (4)1.0216 (5)0.5374 (3)0.1172 (16)
H27A0.62451.11370.56990.141*
H27B0.56600.98440.59660.141*
C280.6781 (6)0.9863 (5)0.4809 (5)0.135 (2)
H28A0.68481.01750.41810.162*
H28B0.63750.89400.45450.162*
C290.8377 (6)1.0443 (5)0.5606 (4)0.1297 (17)
H29A0.90221.02080.52260.195*
H29B0.83121.01220.62210.195*
H29C0.87821.13570.58600.195*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
V10.0599 (3)0.0470 (3)0.0413 (2)0.0169 (2)0.0237 (2)0.01337 (19)
O10.0553 (12)0.0685 (13)0.0468 (10)0.0156 (10)0.0210 (9)0.0229 (9)
O20.0629 (13)0.0682 (13)0.0475 (10)0.0293 (11)0.0238 (10)0.0126 (9)
O30.0621 (12)0.0456 (11)0.0525 (10)0.0185 (9)0.0329 (10)0.0120 (8)
O40.0604 (12)0.0415 (10)0.0448 (9)0.0147 (9)0.0238 (9)0.0091 (8)
O50.0935 (16)0.0506 (12)0.0569 (11)0.0228 (11)0.0320 (12)0.0167 (9)
N10.0531 (14)0.0482 (13)0.0442 (12)0.0188 (11)0.0178 (11)0.0156 (10)
N20.0641 (16)0.0598 (15)0.0404 (12)0.0260 (13)0.0202 (12)0.0082 (10)
N30.081 (2)0.089 (2)0.075 (2)0.0300 (19)0.0015 (18)0.0150 (17)
N40.0488 (13)0.0411 (12)0.0417 (11)0.0136 (10)0.0203 (10)0.0106 (9)
C10.0620 (19)0.0396 (15)0.0576 (16)0.0194 (14)0.0248 (15)0.0220 (12)
C20.060 (2)0.0507 (17)0.0582 (17)0.0201 (15)0.0127 (16)0.0188 (14)
C30.058 (2)0.0547 (19)0.077 (2)0.0209 (16)0.0086 (17)0.0190 (16)
C40.052 (2)0.069 (2)0.089 (2)0.0258 (17)0.0243 (19)0.0209 (18)
C50.066 (2)0.066 (2)0.071 (2)0.0308 (17)0.0334 (18)0.0182 (16)
C60.0548 (18)0.0472 (16)0.0545 (15)0.0216 (14)0.0226 (14)0.0157 (12)
C70.067 (2)0.0539 (17)0.0510 (15)0.0256 (15)0.0304 (16)0.0174 (13)
C80.0622 (19)0.0483 (16)0.0467 (14)0.0234 (14)0.0228 (14)0.0149 (12)
C90.0604 (19)0.0461 (16)0.0511 (15)0.0226 (14)0.0164 (14)0.0128 (12)
C100.076 (2)0.065 (2)0.0544 (17)0.0300 (18)0.0179 (17)0.0112 (15)
C110.097 (3)0.079 (3)0.0551 (19)0.036 (2)0.009 (2)0.0084 (17)
C120.071 (3)0.124 (4)0.092 (3)0.049 (3)0.013 (2)0.021 (3)
C130.072 (2)0.100 (3)0.065 (2)0.042 (2)0.0142 (19)0.0047 (19)
C140.0458 (15)0.0424 (14)0.0375 (12)0.0165 (12)0.0144 (12)0.0097 (11)
C150.0410 (15)0.0448 (15)0.0474 (14)0.0182 (12)0.0167 (12)0.0152 (11)
C160.0580 (18)0.0511 (17)0.0538 (16)0.0172 (15)0.0180 (14)0.0090 (13)
C170.071 (2)0.0484 (19)0.082 (2)0.0120 (17)0.0178 (19)0.0052 (16)
C180.062 (2)0.0443 (18)0.119 (3)0.0150 (16)0.027 (2)0.0285 (19)
C190.0542 (19)0.063 (2)0.084 (2)0.0296 (16)0.0300 (17)0.0413 (17)
C200.0477 (16)0.0569 (17)0.0522 (15)0.0270 (14)0.0164 (13)0.0235 (13)
C210.0491 (16)0.0427 (14)0.0422 (13)0.0216 (13)0.0208 (12)0.0144 (11)
C220.0517 (18)0.0520 (17)0.0611 (17)0.0224 (14)0.0150 (14)0.0202 (13)
C230.057 (2)0.069 (2)0.109 (3)0.0338 (18)0.044 (2)0.042 (2)
C240.098 (3)0.090 (3)0.096 (3)0.057 (2)0.071 (3)0.041 (2)
C250.106 (3)0.099 (3)0.0536 (18)0.047 (2)0.039 (2)0.0084 (17)
C260.0597 (19)0.074 (2)0.0439 (14)0.0258 (16)0.0174 (14)0.0069 (14)
C270.153 (5)0.120 (4)0.097 (3)0.064 (4)0.054 (3)0.047 (3)
C280.163 (5)0.132 (4)0.150 (5)0.076 (4)0.095 (5)0.065 (4)
C290.112 (4)0.147 (5)0.133 (4)0.053 (4)0.030 (4)0.061 (4)
Geometric parameters (Å, º) top
V1—O11.858 (2)C12—C131.380 (5)
V1—O21.947 (2)C12—H120.9300
V1—O32.192 (2)C13—H130.9300
V1—O41.863 (2)C14—C151.478 (4)
V1—O51.582 (2)C15—C161.387 (4)
V1—N12.081 (2)C15—C201.391 (3)
O1—C11.337 (3)C16—C171.371 (4)
O2—C81.301 (3)C16—H160.9300
O3—C141.248 (3)C17—C181.367 (5)
O4—N41.374 (3)C17—H170.9300
N1—C71.290 (3)C18—C191.376 (5)
N1—N21.388 (3)C18—H180.9300
N2—C81.290 (3)C19—C201.372 (4)
N2—H2n0.8600C19—H190.9300
N3—C121.316 (5)C20—H200.9300
N3—C111.319 (4)C21—C261.373 (4)
N4—C141.343 (3)C21—C221.372 (4)
N4—C211.436 (3)C22—C231.379 (4)
C1—C21.391 (4)C22—H220.9300
C1—C61.402 (4)C23—C241.363 (5)
C2—C31.372 (4)C23—H230.9300
C2—H20.9300C24—C251.364 (5)
C3—C41.378 (5)C24—H240.9300
C3—H30.9300C25—C261.383 (4)
C4—C51.370 (5)C25—H250.9300
C4—H40.9300C26—H260.9300
C5—C61.408 (4)C27—C281.470 (5)
C5—H50.9300C27—C27i1.530 (7)
C6—C71.426 (4)C27—H27A0.9700
C7—H70.9300C27—H27B0.9700
C8—C91.467 (4)C28—C291.558 (6)
C9—C101.372 (4)C28—H28A0.9700
C9—C131.375 (4)C28—H28B0.9700
C10—C111.378 (5)C29—H29A0.9600
C10—H100.9300C29—H29B0.9600
C11—H110.9300C29—H29C0.9600
O1—V1—O2153.0 (1)N3—C12—H12118.1
O1—V1—O384.4 (1)C13—C12—H12118.1
O1—V1—O4104.6 (1)C9—C13—C12119.4 (3)
O1—V1—O598.5 (1)C9—C13—H13120.3
O1—V1—N183.4 (1)C12—C13—H13120.3
O2—V1—O379.8 (1)O3—C14—N4116.2 (2)
O2—V1—O492.4 (1)O3—C14—C15121.7 (2)
O2—V1—O5100.2 (1)N4—C14—C15122.1 (2)
O2—V1—N174.6 (1)C16—C15—C20118.9 (3)
O3—V1—O475.2 (1)C16—C15—C14116.6 (2)
O3—V1—O5171.8 (1)C20—C15—C14124.4 (2)
O3—V1—N189.0 (1)C17—C16—C15120.0 (3)
O4—V1—O596.7 (1)C17—C16—H16120.0
O4—V1—N1161.2 (1)C15—C16—H16120.0
O5—V1—N198.9 (1)C18—C17—C16120.8 (3)
C1—O1—V1131.81 (18)C18—C17—H17119.6
C8—O2—V1118.08 (18)C16—C17—H17119.6
C14—O3—V1112.42 (15)C17—C18—C19119.8 (3)
N4—O4—V1119.39 (13)C17—C18—H18120.1
C7—N1—N2117.1 (2)C19—C18—H18120.1
C7—N1—V1126.8 (2)C20—C19—C18120.1 (3)
N2—N1—V1116.05 (16)C20—C19—H19119.9
C8—N2—N1109.2 (2)C18—C19—H19119.9
C8—N2—H2n125.4C19—C20—C15120.3 (3)
N1—N2—H2n125.4C19—C20—H20119.8
C12—N3—C11116.0 (3)C15—C20—H20119.8
C14—N4—O4115.43 (19)C26—C21—C22122.1 (2)
C14—N4—C21130.3 (2)C26—C21—N4117.5 (2)
O4—N4—C21114.16 (18)C22—C21—N4120.3 (2)
O1—C1—C2120.3 (2)C21—C22—C23118.3 (3)
O1—C1—C6120.2 (3)C21—C22—H22120.8
C2—C1—C6119.5 (3)C23—C22—H22120.8
C3—C2—C1120.3 (3)C24—C23—C22120.7 (3)
C3—C2—H2119.8C24—C23—H23119.7
C1—C2—H2119.8C22—C23—H23119.7
C2—C3—C4121.4 (3)C23—C24—C25120.1 (3)
C2—C3—H3119.3C23—C24—H24120.0
C4—C3—H3119.3C25—C24—H24120.0
C5—C4—C3118.8 (3)C24—C25—C26120.9 (3)
C5—C4—H4120.6C24—C25—H25119.5
C3—C4—H4120.6C26—C25—H25119.5
C4—C5—C6121.7 (3)C21—C26—C25117.8 (3)
C4—C5—H5119.2C21—C26—H26121.1
C6—C5—H5119.2C25—C26—H26121.1
C1—C6—C5118.3 (3)C28—C27—C27i113.8 (5)
C1—C6—C7121.1 (3)C28—C27—H27A108.8
C5—C6—C7120.6 (3)C27i—C27—H27A108.8
N1—C7—C6124.8 (2)C28—C27—H27B108.8
N1—C7—H7117.6C27i—C27—H27B108.8
C6—C7—H7117.6H27A—C27—H27B107.7
N2—C8—O2121.9 (3)C27—C28—C29110.3 (4)
N2—C8—C9120.1 (2)C27—C28—H28A109.6
O2—C8—C9118.0 (2)C29—C28—H28A109.6
C10—C9—C13117.2 (3)C27—C28—H28B109.6
C10—C9—C8122.2 (3)C29—C28—H28B109.6
C13—C9—C8120.6 (3)H28A—C28—H28B108.1
C9—C10—C11118.8 (3)C28—C29—H29A109.5
C9—C10—H10120.6C28—C29—H29B109.5
C11—C10—H10120.6H29A—C29—H29B109.5
N3—C11—C10124.7 (3)C28—C29—H29C109.5
N3—C11—H11117.7H29A—C29—H29C109.5
C10—C11—H11117.7H29B—C29—H29C109.5
N3—C12—C13123.9 (4)
O5—V1—O1—C158.1 (2)C1—C6—C7—N111.7 (4)
O4—V1—O1—C1157.4 (2)C5—C6—C7—N1170.7 (3)
O2—V1—O1—C175.3 (3)N1—N2—C8—O20.9 (4)
N1—V1—O1—C139.9 (2)N1—N2—C8—C9178.4 (2)
O3—V1—O1—C1129.5 (2)V1—O2—C8—N21.8 (4)
O5—V1—O2—C899.0 (2)V1—O2—C8—C9178.95 (18)
O1—V1—O2—C834.1 (3)N2—C8—C9—C103.4 (4)
O4—V1—O2—C8163.78 (19)O2—C8—C9—C10177.4 (3)
N1—V1—O2—C82.48 (19)N2—C8—C9—C13176.5 (3)
O3—V1—O2—C889.3 (2)O2—C8—C9—C132.8 (4)
O5—V1—O3—C145.0 (8)C13—C9—C10—C110.8 (5)
O1—V1—O3—C14116.36 (19)C8—C9—C10—C11179.1 (3)
O4—V1—O3—C149.58 (18)C12—N3—C11—C101.5 (6)
O2—V1—O3—C1485.63 (18)C9—C10—C11—N30.8 (6)
N1—V1—O3—C14160.17 (19)C11—N3—C12—C130.7 (6)
O5—V1—O4—N4168.68 (18)C10—C9—C13—C121.5 (5)
O1—V1—O4—N490.66 (18)C8—C9—C13—C12178.4 (3)
O2—V1—O4—N468.16 (18)N3—C12—C13—C90.8 (7)
N1—V1—O4—N422.9 (4)V1—O3—C14—N46.6 (3)
O3—V1—O4—N410.67 (16)V1—O3—C14—C15171.22 (19)
O5—V1—N1—C776.3 (2)O4—N4—C14—O31.7 (3)
O1—V1—N1—C721.4 (2)C21—N4—C14—O3178.3 (2)
O4—V1—N1—C7138.1 (3)O4—N4—C14—C15179.5 (2)
O2—V1—N1—C7174.4 (2)C21—N4—C14—C153.8 (4)
O3—V1—N1—C7105.8 (2)O3—C14—C15—C1634.2 (4)
O5—V1—N1—N2101.13 (19)N4—C14—C15—C16143.6 (3)
O1—V1—N1—N2161.23 (18)O3—C14—C15—C20142.3 (3)
O4—V1—N1—N244.5 (4)N4—C14—C15—C2040.0 (4)
O2—V1—N1—N22.96 (17)C20—C15—C16—C171.5 (4)
O3—V1—N1—N276.76 (18)C14—C15—C16—C17178.2 (3)
C7—N1—N2—C8174.7 (2)C15—C16—C17—C180.8 (5)
V1—N1—N2—C82.9 (3)C16—C17—C18—C190.5 (5)
V1—O4—N4—C1411.2 (3)C17—C18—C19—C201.0 (5)
V1—O4—N4—C21171.62 (16)C18—C19—C20—C150.3 (4)
V1—O1—C1—C2145.2 (2)C16—C15—C20—C191.0 (4)
V1—O1—C1—C637.8 (4)C14—C15—C20—C19177.3 (2)
O1—C1—C2—C3175.5 (3)C14—N4—C21—C26115.4 (3)
C6—C1—C2—C31.5 (4)O4—N4—C21—C2661.3 (3)
C1—C2—C3—C40.2 (4)C14—N4—C21—C2265.0 (4)
C2—C3—C4—C51.0 (5)O4—N4—C21—C22118.3 (3)
C3—C4—C5—C60.0 (5)C26—C21—C22—C231.4 (4)
O1—C1—C6—C5174.6 (3)N4—C21—C22—C23179.0 (2)
C2—C1—C6—C52.3 (4)C21—C22—C23—C241.0 (5)
O1—C1—C6—C73.0 (4)C22—C23—C24—C250.6 (5)
C2—C1—C6—C7180.0 (3)C23—C24—C25—C261.9 (6)
C4—C5—C6—C11.6 (4)C22—C21—C26—C250.1 (5)
C4—C5—C6—C7179.3 (3)N4—C21—C26—C25179.7 (3)
N2—N1—C7—C6179.7 (3)C24—C25—C26—C211.6 (5)
V1—N1—C7—C62.9 (4)C27i—C27—C28—C29175.0 (5)
Symmetry code: (i) x+1, y+2, z+1.
 

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