metal-organic compounds
Ethanol(ethoxy)[3-methoxysalicylaldehyde (4-methoxybenzoyl)hydrazonato-κ3O,N,O′]oxovanadium(V)
The six-coordinated VV atom in the title complex, [VOL(OCH2CH3)(CH3CH2OH)] [H2L = 3-methoxysalicylaldehyde (4-methoxybenzoyl)hydrazone] or [VO(C2H5O)(C16H14N2O4)(C2H6O)], displays a distorted octahedral VO(ONO)(O)(O) coordination. The equatorial plane is defined by one N and two O atoms of the tridentate hydrazone ligand and the ethoxy O atom, while the axial oxo group is trans to the ethanol O atom. Adjacent molecules are linked by intermolecular hydrogen bonds into a chain structure along the c axis.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804008839/ww6191sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804008839/ww6191Isup2.hkl |
CCDC reference: 239066
Key indicators
- Single-crystal X-ray study
- T = 293 K
- R factor = 0.060
- wR factor = 0.148
- Data-to-parameter ratio = 17.8
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.09 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.38 Ratio PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C6 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C20 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C20' PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... O5 PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... O6 PLAT301_ALERT_3_C Main Residue Disorder ......................... 12.00 Perc.
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 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 6 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 0 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.
Crystal data top
[VO(C2H5O)(C16H14N2O4)(C2H6O)] | F(000) = 952 |
Mr = 456.36 | Dx = 1.349 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 10711 reflections |
a = 19.705 (4) Å | θ = 3.6–27.4° |
b = 10.328 (2) Å | µ = 0.48 mm−1 |
c = 11.148 (2) Å | T = 293 K |
β = 97.95 (3)° | Prism, red |
V = 2247.0 (8) Å3 | 0.39 × 0.25 × 0.21 mm |
Z = 4 |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 5081 independent reflections |
Radiation source: fine-focus sealed tube | 3359 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.061 |
Detector resolution: 10 pixels mm-1 | θmax = 27.5°, θmin = 3.0° |
ω scans | h = −24→25 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −13→13 |
Tmin = 0.834, Tmax = 0.905 | l = −14→14 |
20434 measured reflections |
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)] = 0.060 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.148 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0749P)2 + 0.5402P] where P = (Fo2 + 2Fc2)/3 |
5081 reflections | (Δ/σ)max = 0.001 |
286 parameters | Δρmax = 0.36 e Å−3 |
37 restraints | Δρmin = −0.27 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
V1 | 0.80231 (2) | 0.45110 (5) | 0.63396 (4) | 0.0421 (2) | |
N1 | 0.7286 (1) | 0.3340 (2) | 0.4041 (2) | 0.0463 (6) | |
N2 | 0.7783 (1) | 0.3019 (2) | 0.5033 (2) | 0.0405 (5) | |
O1 | 0.7261 (1) | 0.5167 (2) | 0.5185 (2) | 0.0476 (5) | |
O2 | 0.8425 (1) | 0.3180 (2) | 0.7287 (2) | 0.0462 (5) | |
O3 | 0.5119 (2) | 0.6902 (3) | 0.0701 (3) | 0.100 (1) | |
O4 | 0.9440 (1) | 0.2408 (2) | 0.8922 (2) | 0.0482 (5) | |
O5 | 0.7059 (1) | 0.3592 (2) | 0.7130 (2) | 0.0567 (6) | |
O6 | 0.7932 (1) | 0.5736 (2) | 0.7404 (2) | 0.0610 (6) | |
O7 | 0.8652 (1) | 0.5019 (2) | 0.5726 (2) | 0.0623 (6) | |
C1 | 0.7059 (2) | 0.4497 (3) | 0.4218 (2) | 0.0433 (6) | |
C2 | 0.6535 (2) | 0.5118 (3) | 0.3304 (3) | 0.0480 (7) | |
C3 | 0.6202 (2) | 0.6222 (3) | 0.3592 (3) | 0.0594 (9) | |
C4 | 0.5722 (2) | 0.6850 (4) | 0.2756 (3) | 0.068 (1) | |
C5 | 0.5571 (2) | 0.6365 (4) | 0.1610 (3) | 0.069 (1) | |
C6 | 0.5880 (2) | 0.5230 (4) | 0.1319 (3) | 0.084 (1) | |
C7 | 0.6367 (2) | 0.4623 (4) | 0.2146 (3) | 0.068 (1) | |
C8 | 0.4814 (3) | 0.8100 (5) | 0.0910 (4) | 0.115 (2) | |
C9 | 0.8086 (2) | 0.1917 (3) | 0.5005 (2) | 0.0460 (7) | |
C10 | 0.8614 (2) | 0.1461 (3) | 0.5932 (2) | 0.0455 (7) | |
C11 | 0.8998 (2) | 0.0358 (3) | 0.5722 (3) | 0.0605 (9) | |
C12 | 0.9532 (2) | −0.0045 (4) | 0.6565 (3) | 0.069 (1) | |
C13 | 0.9696 (2) | 0.0614 (3) | 0.7644 (3) | 0.0552 (8) | |
C14 | 0.9322 (2) | 0.1680 (3) | 0.7890 (2) | 0.0422 (6) | |
C15 | 0.8776 (1) | 0.2133 (3) | 0.7026 (2) | 0.0398 (6) | |
C16 | 0.9962 (2) | 0.1986 (4) | 0.9855 (3) | 0.0601 (9) | |
C17 | 0.6436 (7) | 0.422 (2) | 0.743 (1) | 0.102 (3) | 0.50 |
C18 | 0.6586 (8) | 0.496 (2) | 0.858 (2) | 0.119 (4) | 0.50 |
C19 | 0.8299 (7) | 0.6961 (8) | 0.774 (1) | 0.099 (3) | 0.50 |
C20 | 0.7839 (6) | 0.8026 (8) | 0.714 (1) | 0.124 (3) | 0.50 |
C17' | 0.6443 (8) | 0.435 (2) | 0.718 (1) | 0.102 (3) | 0.50 |
C18' | 0.6324 (8) | 0.461 (2) | 0.843 (2) | 0.119 (4) | 0.50 |
C19' | 0.8172 (9) | 0.7063 (9) | 0.7231 (9) | 0.099 (3) | 0.50 |
C20' | 0.8162 (6) | 0.7842 (9) | 0.833 (1) | 0.124 (3) | 0.50 |
H3 | 0.6301 | 0.6560 | 0.4370 | 0.071* | |
H4 | 0.5505 | 0.7596 | 0.2977 | 0.082* | |
H6 | 0.5759 | 0.4866 | 0.0556 | 0.101* | |
H7 | 0.6582 | 0.3878 | 0.1923 | 0.081* | |
H8A | 0.4513 | 0.8355 | 0.0198 | 0.173* | |
H8B | 0.5164 | 0.8743 | 0.1097 | 0.173* | |
H8C | 0.4557 | 0.8018 | 0.1578 | 0.173* | |
H9 | 0.7954 | 0.1381 | 0.4344 | 0.055* | |
H11 | 0.8891 | −0.0103 | 0.5004 | 0.073* | |
H12 | 0.9785 | −0.0770 | 0.6408 | 0.082* | |
H13 | 1.0061 | 0.0336 | 0.8205 | 0.066* | |
H16A | 0.9992 | 0.2580 | 1.0523 | 0.090* | |
H16B | 1.0393 | 0.1957 | 0.9547 | 0.090* | |
H16C | 0.9851 | 0.1139 | 1.0123 | 0.090* | |
H17A | 0.6090 | 0.3568 | 0.7503 | 0.122* | 0.50 |
H17B | 0.6258 | 0.4802 | 0.6775 | 0.122* | 0.50 |
H17C | 0.6052 | 0.3891 | 0.6758 | 0.122* | 0.50 |
H17D | 0.6483 | 0.5168 | 0.6768 | 0.122* | 0.50 |
H18A | 0.6179 | 0.5398 | 0.8737 | 0.178* | 0.50 |
H18B | 0.6941 | 0.5578 | 0.8507 | 0.178* | 0.50 |
H18C | 0.6734 | 0.4370 | 0.9228 | 0.178* | 0.50 |
H18D | 0.6211 | 0.5502 | 0.8516 | 0.178* | 0.50 |
H18E | 0.6731 | 0.4403 | 0.8979 | 0.178* | 0.50 |
H18F | 0.5952 | 0.4077 | 0.8622 | 0.178* | 0.50 |
H19A | 0.8739 | 0.6971 | 0.7445 | 0.118* | 0.50 |
H19B | 0.8372 | 0.7070 | 0.8612 | 0.118* | 0.50 |
H19C | 0.8635 | 0.7034 | 0.7030 | 0.118* | 0.50 |
H19D | 0.7882 | 0.7465 | 0.6561 | 0.118* | 0.50 |
H20A | 0.8055 | 0.8850 | 0.7319 | 0.186* | 0.50 |
H20B | 0.7408 | 0.8007 | 0.7452 | 0.186* | 0.50 |
H20C | 0.7764 | 0.7892 | 0.6283 | 0.186* | 0.50 |
H20D | 0.8328 | 0.8697 | 0.8192 | 0.186* | 0.50 |
H20E | 0.8450 | 0.7446 | 0.8989 | 0.186* | 0.50 |
H20F | 0.7701 | 0.7896 | 0.8510 | 0.186* | 0.50 |
H21 | 0.711 (2) | 0.299 (3) | 0.765 (2) | 0.068* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
V1 | 0.0481 (3) | 0.0370 (3) | 0.0385 (3) | 0.0023 (2) | −0.0032 (2) | −0.0029 (2) |
N1 | 0.052 (1) | 0.047 (2) | 0.037 (1) | 0.001 (1) | −0.005 (1) | −0.001 (1) |
N2 | 0.046 (1) | 0.042 (1) | 0.032 (1) | 0.002 (1) | −0.002 (1) | −0.001 (1) |
O1 | 0.061 (1) | 0.039 (1) | 0.040 (1) | 0.0049 (9) | −0.0038 (9) | −0.0003 (9) |
O2 | 0.055 (1) | 0.046 (1) | 0.035 (1) | 0.0135 (9) | −0.0031 (9) | −0.0026 (9) |
O3 | 0.108 (2) | 0.103 (2) | 0.077 (2) | 0.045 (2) | −0.033 (2) | 0.002 (2) |
O4 | 0.055 (1) | 0.045 (1) | 0.041 (1) | 0.0079 (9) | −0.0061 (9) | 0.0032 (9) |
O5 | 0.054 (1) | 0.060 (2) | 0.057 (1) | 0.011 (1) | 0.011 (1) | 0.014 (1) |
O6 | 0.078 (2) | 0.043 (1) | 0.058 (1) | 0.004 (1) | −0.002 (1) | −0.016 (1) |
O7 | 0.060 (1) | 0.063 (2) | 0.064 (1) | −0.014 (1) | 0.006 (1) | 0.001 (1) |
C1 | 0.045 (2) | 0.045 (2) | 0.039 (1) | −0.000 (1) | 0.001 (1) | 0.004 (1) |
C2 | 0.049 (2) | 0.050 (2) | 0.042 (2) | −0.002 (1) | −0.003 (1) | 0.006 (1) |
C3 | 0.065 (2) | 0.057 (2) | 0.052 (2) | 0.012 (2) | −0.008 (2) | −0.003 (2) |
C4 | 0.071 (2) | 0.062 (2) | 0.067 (2) | 0.019 (2) | −0.008 (2) | −0.003 (2) |
C5 | 0.067 (2) | 0.074 (3) | 0.060 (2) | 0.019 (2) | −0.012 (2) | 0.007 (2) |
C6 | 0.102 (3) | 0.093 (3) | 0.048 (2) | 0.033 (3) | −0.024 (2) | −0.009 (2) |
C7 | 0.082 (2) | 0.070 (2) | 0.046 (2) | 0.025 (2) | −0.011 (2) | −0.005 (2) |
C8 | 0.121 (4) | 0.116 (4) | 0.099 (3) | 0.060 (3) | −0.020 (3) | 0.022 (3) |
C9 | 0.060 (2) | 0.040 (2) | 0.037 (1) | 0.002 (1) | 0.001 (1) | −0.006 (1) |
C10 | 0.056 (2) | 0.040 (2) | 0.041 (2) | 0.006 (1) | 0.007 (1) | 0.002 (1) |
C11 | 0.083 (2) | 0.047 (2) | 0.049 (2) | 0.017 (2) | 0.000 (2) | −0.008 (2) |
C12 | 0.092 (3) | 0.051 (2) | 0.062 (2) | 0.033 (2) | 0.005 (2) | −0.003 (2) |
C13 | 0.065 (2) | 0.050 (2) | 0.049 (2) | 0.015 (2) | 0.001 (2) | 0.008 (2) |
C14 | 0.051 (2) | 0.036 (2) | 0.038 (1) | 0.002 (1) | 0.004 (1) | 0.007 (1) |
C15 | 0.046 (2) | 0.036 (2) | 0.038 (1) | 0.002 (1) | 0.004 (1) | 0.004 (1) |
C16 | 0.064 (2) | 0.071 (2) | 0.041 (2) | 0.013 (2) | −0.009 (2) | 0.012 (2) |
C17 | 0.095 (3) | 0.125 (5) | 0.094 (6) | 0.036 (3) | 0.044 (3) | 0.055 (5) |
C18 | 0.127 (9) | 0.110 (8) | 0.129 (5) | 0.021 (7) | 0.051 (6) | 0.017 (5) |
C19 | 0.146 (6) | 0.068 (3) | 0.080 (7) | −0.017 (4) | 0.010 (6) | −0.036 (4) |
C20 | 0.141 (6) | 0.084 (5) | 0.148 (6) | 0.006 (5) | 0.026 (5) | −0.021 (5) |
C17' | 0.095 (3) | 0.125 (5) | 0.094 (6) | 0.036 (3) | 0.044 (3) | 0.055 (5) |
C18' | 0.127 (9) | 0.110 (8) | 0.129 (5) | 0.021 (7) | 0.051 (6) | 0.017 (5) |
C19' | 0.146 (6) | 0.068 (3) | 0.080 (7) | −0.017 (4) | 0.010 (6) | −0.036 (4) |
C20' | 0.141 (6) | 0.084 (5) | 0.148 (6) | 0.006 (5) | 0.026 (5) | −0.021 (5) |
Geometric parameters (Å, º) top
V1—N2 | 2.129 (2) | C10—C11 | 1.405 (4) |
V1—O1 | 1.958 (2) | C10—C15 | 1.402 (4) |
V1—O2 | 1.844 (2) | C11—C12 | 1.375 (5) |
V1—O5 | 2.399 (2) | C11—H11 | 0.9300 |
V1—O6 | 1.761 (2) | C12—C13 | 1.381 (5) |
V1—O7 | 1.586 (2) | C12—H12 | 0.9300 |
N1—N2 | 1.412 (3) | C13—C14 | 1.374 (4) |
N1—C1 | 1.301 (4) | C13—H13 | 0.9300 |
N2—C9 | 1.287 (4) | C14—C15 | 1.421 (4) |
O1—C1 | 1.296 (3) | C16—H16A | 0.9600 |
O2—C15 | 1.338 (3) | C16—H16B | 0.9600 |
O3—C5 | 1.370 (4) | C16—H16C | 0.9600 |
O3—C8 | 1.409 (6) | C17—C18 | 1.49 (1) |
O4—C14 | 1.366 (3) | C17—H17A | 0.9700 |
O4—C16 | 1.426 (3) | C17—H17B | 0.9700 |
O5—C17 | 1.465 (8) | C18—H18A | 0.9600 |
O5—C17' | 1.451 (9) | C18—H18B | 0.9600 |
O5—H21 | 0.85 (5) | C18—H18C | 0.9600 |
O6—C19' | 1.471 (8) | C17'—C18' | 1.471 (9) |
O6—C19 | 1.479 (8) | C17'—H17C | 0.9700 |
C1—C2 | 1.492 (4) | C17'—H17D | 0.9700 |
C2—C3 | 1.375 (5) | C18'—H18D | 0.9600 |
C2—C7 | 1.385 (4) | C18'—H18E | 0.9600 |
C3—C4 | 1.393 (4) | C18'—H18F | 0.9600 |
C3—H3 | 0.9300 | C19—C20 | 1.518 (9) |
C4—C5 | 1.367 (5) | C19—H19A | 0.9700 |
C4—H4 | 0.9300 | C19—H19B | 0.9700 |
C5—C6 | 1.381 (5) | C20—H20A | 0.9600 |
C6—C7 | 1.385 (5) | C20—H20B | 0.9600 |
C6—H6 | 0.9300 | C20—H20C | 0.9600 |
C7—H7 | 0.9300 | C19'—C20' | 1.463 (8) |
C8—H8A | 0.9600 | C19'—H19C | 0.9700 |
C8—H8B | 0.9600 | C19'—H19D | 0.9700 |
C8—H8C | 0.9600 | C20'—H20D | 0.9600 |
C9—C10 | 1.441 (4) | C20'—H20E | 0.9600 |
C9—H9 | 0.9300 | C20'—H20F | 0.9600 |
N2—V1—O5 | 81.51 (9) | C10—C9—H9 | 117.8 |
O1—V1—N2 | 73.91 (9) | C10—C11—H11 | 119.6 |
O1—V1—O5 | 78.67 (8) | C10—C15—C14 | 119.2 (3) |
O2—V1—N2 | 83.68 (9) | C11—C10—C9 | 119.9 (3) |
O2—V1—O1 | 149.7 (1) | C11—C12—C13 | 120.8 (3) |
O2—V1—O5 | 78.10 (9) | C11—C12—H12 | 119.6 |
O6—V1—N2 | 161.4 (1) | C12—C11—C10 | 120.7 (3) |
O6—V1—O1 | 93.1 (1) | C12—C11—H11 | 119.6 |
O6—V1—O2 | 103.0 (1) | C12—C13—H13 | 120.0 |
O6—V1—O5 | 82.9 (1) | C13—C12—H12 | 119.6 |
O7—V1—N2 | 93.3 (1) | C13—C14—C15 | 120.3 (3) |
O7—V1—O1 | 100.2 (1) | C14—O4—C16 | 117.9 (2) |
O7—V1—O2 | 101.2 (1) | C14—C13—C12 | 120.1 (3) |
O7—V1—O5 | 174.8 (1) | C14—C13—H13 | 120.0 |
O7—V1—O6 | 102.2 (1) | C15—O2—V1 | 132.2 (2) |
V1—O5—H21 | 122 (2) | C15—C10—C11 | 118.9 (3) |
N1—N2—V1 | 115.5 (2) | C15—C10—C9 | 121.1 (3) |
N1—C1—C2 | 120.7 (3) | C17—O5—V1 | 130 (1) |
N2—C9—C10 | 124.3 (3) | C17—O5—H21 | 101 (3) |
N2—C9—H9 | 117.8 | C17—C18—H18A | 109.5 |
O1—C1—N1 | 123.0 (3) | C17—C18—H18B | 109.5 |
O1—C1—C2 | 116.3 (3) | C17—C18—H18C | 109.5 |
O2—C15—C10 | 121.8 (2) | C18—C17—H17A | 109.6 |
O2—C15—C14 | 119.0 (2) | C18—C17—H17B | 109.6 |
O3—C5—C6 | 115.7 (3) | C19—O6—V1 | 133.9 (6) |
O3—C8—H8A | 109.5 | C19—C20—H20A | 109.5 |
O3—C8—H8B | 109.5 | C19—C20—H20B | 109.5 |
O3—C8—H8C | 109.5 | C19—C20—H20C | 109.5 |
O4—C14—C13 | 125.2 (3) | C20—C19—H19A | 110.6 |
O4—C14—C15 | 114.5 (2) | C20—C19—H19B | 110.6 |
O4—C16—H16A | 109.5 | C17'—O5—V1 | 121 (1) |
O4—C16—H16B | 109.5 | C17'—O5—H21 | 112 (3) |
O4—C16—H16C | 109.5 | C17'—C18'—H18D | 109.5 |
O5—C17—C18 | 110.4 (9) | C17'—C18'—H18E | 109.5 |
O5—C17—H17A | 109.6 | C17'—C18'—H18F | 109.5 |
O5—C17—H17B | 109.6 | C18'—C17'—H17C | 109.2 |
O5—C17'—C18' | 112.2 (9) | C18'—C17'—H17D | 109.2 |
O5—C17'—H17C | 109.2 | C19'—O6—V1 | 121.1 (5) |
O5—C17'—H17D | 109.2 | C19'—C20'—H20D | 109.5 |
O6—C19—C20 | 105.5 (7) | C19'—C20'—H20E | 109.5 |
O6—C19—H19A | 110.6 | C19'—C20'—H20F | 109.5 |
O6—C19—H19B | 110.6 | C20'—C19'—O6 | 111.2 (8) |
O6—C19'—H19C | 109.4 | C20'—C19'—H19C | 109.4 |
O6—C19'—H19D | 109.4 | C20'—C19'—H19D | 109.4 |
C1—N1—N2 | 108.2 (2) | H8A—C8—H8B | 109.5 |
C1—O1—V1 | 118.8 (2) | H8A—C8—H8C | 109.5 |
C2—C3—C4 | 122.1 (3) | H8B—C8—H8C | 109.5 |
C2—C3—H3 | 118.9 | H16A—C16—H16B | 109.5 |
C2—C7—C6 | 120.5 (3) | H16A—C16—H16C | 109.5 |
C2—C7—H7 | 119.7 | H16B—C16—H16C | 109.5 |
C3—C2—C1 | 120.2 (3) | H17A—C17—H17B | 108.1 |
C3—C2—C7 | 117.6 (3) | H17C—C17'—H17D | 107.9 |
C3—C4—H4 | 120.2 | H18A—C18—H18B | 109.5 |
C4—C3—H3 | 118.9 | H18A—C18—H18C | 109.5 |
C4—C5—O3 | 125.3 (4) | H18B—C18—H18C | 109.5 |
C4—C5—C6 | 119.0 (3) | H18D—C18'—H18E | 109.5 |
C5—O3—C8 | 118.8 (3) | H18D—C18'—H18F | 109.5 |
C5—C4—C3 | 119.7 (3) | H18E—C18'—H18F | 109.5 |
C5—C4—H4 | 120.2 | H19A—C19—H19B | 108.8 |
C5—C6—C7 | 121.0 (3) | H19C—C19'—H19D | 108.0 |
C5—C6—H6 | 119.5 | H20A—C20—H20B | 109.5 |
C6—C7—H7 | 119.7 | H20A—C20—H20C | 109.5 |
C7—C2—C1 | 122.2 (3) | H20B—C20—H20C | 109.5 |
C7—C6—H6 | 119.5 | H20D—C20'—H20E | 109.5 |
C9—N2—V1 | 126.6 (2) | H20D—C20'—H20F | 109.5 |
C9—N2—N1 | 117.6 (2) | H20E—C20'—H20F | 109.5 |
V1—N2—C9—C10 | 5.3 (4) | O5—V1—O6—C19 | −179.1 (6) |
V1—O1—C1—N1 | 7.9 (4) | O5—V1—O6—C19' | −154.4 (8) |
V1—O1—C1—C2 | −172.9 (2) | O6—V1—N2—N1 | 52.9 (4) |
V1—O2—C15—C10 | −35.6 (4) | O6—V1—N2—C9 | −133.7 (3) |
V1—O2—C15—C14 | 145.4 (2) | O6—V1—O1—C1 | −173.5 (2) |
V1—O5—C17—C18 | −76 (2) | O6—V1—O2—C15 | −160.6 (2) |
V1—O5—C17'—C18' | −114 (2) | O6—V1—O5—C17 | 43.1 (8) |
V1—O6—C19—C20 | 102.5 (10) | O6—V1—O5—C17' | 52.8 (8) |
V1—O6—C19'—C20' | −169.3 (9) | O7—V1—N2—N1 | −93.8 (2) |
N1—N2—C9—C10 | 178.6 (3) | O7—V1—N2—C9 | 79.6 (3) |
N1—C1—C2—C3 | 167.5 (3) | O7—V1—O1—C1 | 83.5 (2) |
N1—C1—C2—C7 | −12.8 (5) | O7—V1—O2—C15 | −55.1 (3) |
N2—V1—O1—C1 | −7.1 (2) | O7—V1—O6—C19 | 0.1 (6) |
N2—V1—O2—C15 | 37.1 (3) | O7—V1—O6—C19' | 24.9 (8) |
N2—V1—O5—C17 | −126.7 (8) | C1—N1—N2—V1 | −3.8 (3) |
N2—V1—O5—C17' | −116.9 (8) | C1—N1—N2—C9 | −177.9 (3) |
N2—V1—O6—C19 | −145.7 (6) | C1—C2—C3—C4 | 178.4 (3) |
N2—V1—O6—C19' | −120.9 (8) | C1—C2—C7—C6 | −179.7 (4) |
N2—N1—C1—O1 | −2.2 (4) | C2—C3—C4—C5 | 0.0 (6) |
N2—N1—C1—C2 | 178.6 (2) | C3—C2—C7—C6 | 0.0 (6) |
N2—C9—C10—C15 | 8.5 (5) | C3—C4—C5—O3 | −178.8 (4) |
N2—C9—C10—C11 | −168.5 (3) | C3—C4—C5—C6 | 2.5 (7) |
O1—V1—N2—N1 | 5.9 (2) | C4—C5—C6—C7 | −3.8 (7) |
O1—V1—N2—C9 | 179.3 (3) | C5—C6—C7—C2 | 2.5 (7) |
O1—V1—O2—C15 | 79.1 (3) | C7—C2—C3—C4 | −1.3 (6) |
O1—V1—O5—C17 | −51.5 (8) | C8—O3—C5—C4 | 4.8 (7) |
O1—V1—O5—C17' | −41.7 (8) | C8—O3—C5—C6 | −176.4 (5) |
O1—V1—O6—C19 | −101.0 (6) | C9—C10—C11—C12 | 176.0 (3) |
O1—V1—O6—C19' | −76.2 (8) | C9—C10—C15—O2 | 3.9 (4) |
O1—C1—C2—C3 | −11.7 (4) | C9—C10—C15—C14 | −177.1 (3) |
O1—C1—C2—C7 | 168.0 (3) | C10—C11—C12—C13 | 0.8 (6) |
O2—V1—N2—N1 | 165.3 (2) | C11—C10—C15—O2 | −179.2 (3) |
O2—V1—N2—C9 | −21.3 (3) | C11—C10—C15—C14 | −0.2 (4) |
O2—V1—O1—C1 | −50.9 (3) | C11—C12—C13—C14 | 0.5 (6) |
O2—V1—O5—C17 | 148.1 (8) | C12—C13—C14—O4 | −179.7 (3) |
O2—V1—O5—C17' | 157.8 (8) | C12—C13—C14—C15 | −1.7 (5) |
O2—V1—O6—C19 | 104.9 (6) | C13—C14—C15—O2 | −179.5 (3) |
O2—V1—O6—C19' | 129.6 (8) | C13—C14—C15—C10 | 1.5 (4) |
O3—C5—C6—C7 | 177.3 (4) | C15—C10—C11—C12 | −1.0 (5) |
O4—C14—C15—O2 | −1.2 (4) | C16—O4—C14—C13 | −4.3 (4) |
O4—C14—C15—C10 | 179.7 (2) | C16—O4—C14—C15 | 177.5 (3) |
O5—V1—N2—N1 | 86.4 (2) | C17—O5—C17'—C18' | 27 (7) |
O5—V1—N2—C9 | −100.1 (3) | C19—O6—C19'—C20' | −39 (2) |
O5—V1—O1—C1 | −91.4 (2) | C17'—O5—C17—C18 | −120 (5) |
O5—V1—O2—C15 | 119.7 (3) | C19'—O6—C19—C20 | 37 (2) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H21···N1i | 0.85 (3) | 2.07 (3) | 2.908 (3) | 174 (4) |
Symmetry code: (i) x, −y+1/2, z+1/2. |