metal-organic compounds
The V atom in the title compound, [V(C13H10NO2)(C18H16N2O3)O], is O,O′-chelated by an N-benzoylhydroxylaminate ligand and O,N,O′-chelated by a benzoylacetone 4-methoxybenzoylhydrazonate ligand. The oxo O atom occupies the sixth coordination site of the octahedral coordination.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805000929/kp6031sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805000929/kp6031Isup2.hkl |
CCDC reference: 263560
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.003 Å
- R factor = 0.036
- wR factor = 0.110
- Data-to-parameter ratio = 12.6
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT127_ALERT_1_C Implicit Hall Symbol Inconsistent with Explicit -P 2yc PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.51 Ratio PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C9' PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C14' PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C18' PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C5 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C8 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C18 PLAT301_ALERT_3_C Main Residue Disorder ......................... 25.00 Perc. PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond C3 - C4 ... 1.36 Ang. PLAT432_ALERT_2_C Short Inter X...Y Contact O5 .. C18' .. 3.01 Ang.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 12 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 9 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 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.
(Benzoylacetone
4-methoxybenzoylhydrazonato-κ3O,N,O')(N–
benzoylhydroxylaminato-κ2O,O')oxovanadium(IV) top
Crystal data top
[V(C13H10NO2)(C18H16N2O3)O] | F(000) = 1216 |
Mr = 587.49 | Dx = 1.407 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yc | Cell parameters from 24313 reflections |
a = 10.247 (2) Å | θ = 3.2–27.5° |
b = 12.387 (3) Å | µ = 0.41 mm−1 |
c = 21.858 (2) Å | T = 295 K |
β = 90.59 (1)° | Block, red |
V = 2774.3 (8) Å3 | 0.36 × 0.25 × 0.19 mm |
Z = 4 |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 6307 independent reflections |
Radiation source: fine-focus sealed tube | 4958 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.019 |
ω scans | θmax = 27.5°, θmin = 3.2° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −12→13 |
Tmin = 0.791, Tmax = 0.927 | k = −16→16 |
26700 measured reflections | l = −28→28 |
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) = 0.110 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0701P)2 + 0.1309P] where P = (Fo2 + 2Fc2)/3 |
6307 reflections | (Δ/σ)max = 0.001 |
499 parameters | Δρmax = 0.26 e Å−3 |
28 restraints | Δρmin = −0.23 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
V1 | 0.62943 (2) | 0.27417 (2) | 0.321465 (11) | 0.04258 (10) | |
O1 | 0.65813 (12) | 0.27806 (11) | 0.25015 (5) | 0.0618 (3) | |
O2 | 0.44664 (10) | 0.26228 (10) | 0.31690 (6) | 0.0531 (3) | |
O3 | 0.79812 (10) | 0.24063 (9) | 0.35548 (5) | 0.0465 (3) | |
O4 | 1.3271 (6) | 0.0311 (7) | 0.4504 (3) | 0.0662 (15) | 0.50 |
O4' | 1.3139 (6) | 0.0443 (7) | 0.4752 (3) | 0.0694 (17) | 0.50 |
O5 | 0.58888 (10) | 0.29540 (8) | 0.41953 (5) | 0.0440 (2) | |
O6 | 0.66593 (10) | 0.42010 (9) | 0.33773 (4) | 0.0441 (2) | |
N1 | 0.62552 (12) | 0.11048 (12) | 0.33526 (6) | 0.0512 (3) | |
N2 | 0.73545 (13) | 0.06447 (12) | 0.36323 (8) | 0.0615 (4) | |
N3 | 0.68758 (12) | 0.44901 (10) | 0.39775 (5) | 0.0414 (3) | |
C1 | 0.5424 (2) | −0.07491 (17) | 0.33616 (12) | 0.0844 (7) | |
H1a | 0.6298 | −0.0986 | 0.3282 | 0.127* | |
H1b | 0.4821 | −0.1156 | 0.3114 | 0.127* | |
H1c | 0.5232 | −0.0858 | 0.3786 | 0.127* | |
C2 | 0.53013 (16) | 0.04287 (15) | 0.32090 (8) | 0.0584 (5) | |
C3 | 0.41247 (16) | 0.08058 (16) | 0.29361 (9) | 0.0631 (5) | |
H3 | 0.3587 | 0.0300 | 0.2746 | 0.076* | |
C4 | 0.37265 (15) | 0.18490 (16) | 0.29327 (7) | 0.0514 (4) | |
C5 | 0.2398 (8) | 0.2108 (9) | 0.2682 (7) | 0.0394 (18) | 0.50 |
C6 | 0.1490 (10) | 0.1339 (8) | 0.2511 (7) | 0.0498 (16) | 0.50 |
H6 | 0.1674 | 0.0607 | 0.2547 | 0.060* | 0.50 |
C7 | 0.0308 (11) | 0.1686 (11) | 0.2285 (6) | 0.063 (2) | 0.50 |
H7 | −0.0255 | 0.1196 | 0.2097 | 0.076* | 0.50 |
C8 | −0.0050 (13) | 0.2753 (9) | 0.2333 (7) | 0.060 (2) | 0.50 |
H8 | −0.0904 | 0.2967 | 0.2251 | 0.072* | 0.50 |
C9 | 0.0877 (12) | 0.3496 (9) | 0.2505 (7) | 0.072 (2) | 0.50 |
H9 | 0.0695 | 0.4228 | 0.2462 | 0.087* | 0.50 |
C10 | 0.2081 (12) | 0.3182 (10) | 0.2742 (7) | 0.069 (3) | 0.50 |
H10 | 0.2644 | 0.3671 | 0.2930 | 0.082* | 0.50 |
C5' | 0.2433 (10) | 0.2328 (10) | 0.2754 (8) | 0.050 (3) | 0.50 |
C6' | 0.1420 (12) | 0.1659 (8) | 0.2552 (8) | 0.067 (3) | 0.50 |
H6' | 0.1593 | 0.0924 | 0.2518 | 0.081* | 0.50 |
C7' | 0.0185 (10) | 0.2009 (11) | 0.2400 (6) | 0.069 (3) | 0.50 |
H7' | −0.0487 | 0.1517 | 0.2333 | 0.082* | 0.50 |
C8' | −0.0042 (17) | 0.3106 (11) | 0.2348 (9) | 0.080 (4) | 0.50 |
H8' | −0.0834 | 0.3361 | 0.2195 | 0.096* | 0.50 |
C9' | 0.0920 (13) | 0.3808 (10) | 0.2525 (9) | 0.095 (4) | 0.50 |
H9' | 0.0753 | 0.4544 | 0.2554 | 0.114* | 0.50 |
C10' | 0.2151 (12) | 0.3401 (11) | 0.2661 (7) | 0.070 (3) | 0.50 |
H10' | 0.2837 | 0.3891 | 0.2692 | 0.084* | 0.50 |
C11 | 0.82171 (15) | 0.14026 (13) | 0.37066 (8) | 0.0498 (4) | |
C12 | 0.9578 (6) | 0.1115 (6) | 0.3879 (3) | 0.0412 (17) | 0.50 |
C13 | 1.0018 (3) | 0.0070 (3) | 0.3884 (2) | 0.0544 (8) | 0.50 |
H13 | 0.9471 | −0.0481 | 0.3748 | 0.065* | 0.50 |
C14 | 1.1261 (3) | −0.0173 (3) | 0.4086 (2) | 0.0600 (9) | 0.50 |
H14 | 1.1558 | −0.0882 | 0.4078 | 0.072* | 0.50 |
C15 | 1.2062 (6) | 0.0638 (6) | 0.4300 (2) | 0.0462 (14) | 0.50 |
C16 | 1.1615 (13) | 0.1678 (8) | 0.4352 (7) | 0.051 (3) | 0.50 |
H16 | 1.2127 | 0.2212 | 0.4533 | 0.061* | 0.50 |
C17 | 1.0377 (11) | 0.1910 (8) | 0.4127 (6) | 0.046 (2) | 0.50 |
H17 | 1.0074 | 0.2617 | 0.4143 | 0.055* | 0.50 |
C18 | 1.4126 (9) | 0.1156 (6) | 0.4707 (6) | 0.059 (3) | 0.50 |
H18a | 1.4135 | 0.1722 | 0.4407 | 0.089* | 0.50 |
H18b | 1.4993 | 0.0873 | 0.4759 | 0.089* | 0.50 |
H18c | 1.3825 | 0.1438 | 0.5089 | 0.089* | 0.50 |
C12' | 0.9472 (6) | 0.1172 (6) | 0.4043 (3) | 0.0390 (16) | 0.50 |
C13' | 0.9755 (4) | 0.0180 (3) | 0.4296 (2) | 0.0633 (10) | 0.50 |
H13' | 0.9117 | −0.0353 | 0.4304 | 0.076* | 0.50 |
C14' | 1.0976 (4) | −0.0028 (3) | 0.4538 (2) | 0.0701 (12) | 0.50 |
H14' | 1.1145 | −0.0692 | 0.4721 | 0.084* | 0.50 |
C15' | 1.1948 (6) | 0.0739 (6) | 0.4512 (2) | 0.0439 (13) | 0.50 |
C16' | 1.1689 (14) | 0.1729 (9) | 0.4236 (7) | 0.043 (2) | 0.50 |
H16' | 1.2344 | 0.2246 | 0.4208 | 0.051* | 0.50 |
C17' | 1.0451 (11) | 0.1949 (10) | 0.4000 (7) | 0.045 (2) | 0.50 |
H17' | 1.0277 | 0.2610 | 0.3815 | 0.054* | 0.50 |
C18' | 1.4172 (11) | 0.1230 (10) | 0.4724 (8) | 0.091 (5) | 0.50 |
H18d | 1.4327 | 0.1418 | 0.4305 | 0.136* | 0.50 |
H18e | 1.4954 | 0.0932 | 0.4902 | 0.136* | 0.50 |
H18f | 1.3924 | 0.1864 | 0.4947 | 0.136* | 0.50 |
C19 | 0.64343 (12) | 0.37870 (12) | 0.43930 (6) | 0.0379 (3) | |
C20 | 0.65778 (13) | 0.39737 (12) | 0.50606 (6) | 0.0393 (3) | |
C21 | 0.66920 (16) | 0.30555 (14) | 0.54248 (7) | 0.0484 (4) | |
H21 | 0.6721 | 0.2376 | 0.5244 | 0.058* | |
C22 | 0.67622 (19) | 0.31538 (17) | 0.60557 (8) | 0.0617 (5) | |
H22 | 0.6856 | 0.2541 | 0.6298 | 0.074* | |
C23 | 0.66929 (19) | 0.41525 (18) | 0.63237 (8) | 0.0659 (5) | |
H23 | 0.6734 | 0.4214 | 0.6747 | 0.079* | |
C24 | 0.65623 (19) | 0.50647 (17) | 0.59681 (8) | 0.0628 (5) | |
H24 | 0.6507 | 0.5739 | 0.6153 | 0.075* | |
C25 | 0.65137 (16) | 0.49806 (14) | 0.53369 (7) | 0.0489 (4) | |
H25 | 0.6438 | 0.5599 | 0.5098 | 0.059* | |
C26 | 0.77251 (14) | 0.53956 (12) | 0.40620 (7) | 0.0416 (3) | |
C27 | 0.89980 (16) | 0.52121 (15) | 0.42373 (9) | 0.0580 (4) | |
H27 | 0.9306 | 0.4511 | 0.4288 | 0.070* | |
C28 | 0.98117 (18) | 0.60844 (18) | 0.43362 (10) | 0.0746 (6) | |
H28 | 1.0672 | 0.5974 | 0.4461 | 0.090* | |
C29 | 0.9357 (2) | 0.71073 (17) | 0.42511 (10) | 0.0740 (6) | |
H29 | 0.9909 | 0.7691 | 0.4320 | 0.089* | |
C30 | 0.8089 (2) | 0.72863 (15) | 0.40639 (10) | 0.0683 (5) | |
H30 | 0.7790 | 0.7988 | 0.4005 | 0.082* | |
C31 | 0.72645 (16) | 0.64241 (13) | 0.39639 (8) | 0.0536 (4) | |
H31 | 0.6409 | 0.6536 | 0.3832 | 0.064* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
V1 | 0.03536 (14) | 0.05571 (18) | 0.03654 (15) | −0.00087 (11) | −0.00538 (10) | −0.00769 (10) |
O1 | 0.0555 (7) | 0.0924 (10) | 0.0373 (6) | 0.0079 (6) | −0.0056 (5) | −0.0092 (6) |
O2 | 0.0363 (5) | 0.0658 (7) | 0.0569 (7) | −0.0004 (5) | −0.0100 (5) | −0.0166 (5) |
O3 | 0.0357 (5) | 0.0516 (6) | 0.0522 (6) | −0.0030 (4) | −0.0080 (4) | −0.0015 (5) |
O4 | 0.0453 (18) | 0.056 (2) | 0.097 (4) | −0.0024 (14) | −0.015 (2) | 0.019 (3) |
O4' | 0.042 (2) | 0.066 (3) | 0.100 (4) | −0.0078 (18) | −0.022 (3) | 0.029 (3) |
O5 | 0.0451 (5) | 0.0471 (6) | 0.0399 (5) | −0.0127 (4) | −0.0018 (4) | −0.0034 (4) |
O6 | 0.0470 (5) | 0.0513 (6) | 0.0340 (5) | −0.0032 (5) | −0.0062 (4) | 0.0040 (4) |
N1 | 0.0375 (6) | 0.0567 (8) | 0.0593 (8) | −0.0029 (6) | −0.0053 (6) | −0.0177 (6) |
N2 | 0.0415 (7) | 0.0510 (8) | 0.0916 (12) | −0.0015 (6) | −0.0161 (7) | −0.0086 (8) |
N3 | 0.0444 (6) | 0.0431 (7) | 0.0365 (6) | −0.0071 (5) | −0.0052 (5) | 0.0004 (5) |
C1 | 0.0624 (12) | 0.0584 (12) | 0.132 (2) | −0.0122 (10) | −0.0175 (12) | −0.0197 (12) |
C2 | 0.0436 (8) | 0.0607 (10) | 0.0707 (12) | −0.0066 (7) | −0.0049 (8) | −0.0257 (9) |
C3 | 0.0438 (9) | 0.0733 (12) | 0.0719 (12) | −0.0082 (8) | −0.0106 (8) | −0.0299 (10) |
C4 | 0.0376 (7) | 0.0769 (12) | 0.0396 (8) | −0.0062 (7) | −0.0042 (6) | −0.0157 (8) |
C5 | 0.033 (3) | 0.057 (4) | 0.028 (3) | −0.003 (3) | −0.0027 (15) | −0.020 (3) |
C6 | 0.037 (2) | 0.052 (4) | 0.060 (3) | −0.012 (2) | −0.0192 (19) | 0.003 (3) |
C7 | 0.052 (4) | 0.081 (5) | 0.056 (5) | −0.017 (3) | −0.013 (3) | 0.006 (4) |
C8 | 0.033 (3) | 0.087 (8) | 0.060 (3) | 0.005 (4) | −0.010 (2) | 0.005 (5) |
C9 | 0.064 (4) | 0.062 (5) | 0.089 (4) | 0.022 (4) | −0.018 (3) | −0.027 (4) |
C10 | 0.056 (5) | 0.078 (6) | 0.071 (5) | 0.000 (3) | −0.030 (4) | −0.012 (4) |
C5' | 0.040 (3) | 0.073 (6) | 0.037 (4) | −0.013 (3) | −0.005 (2) | −0.026 (4) |
C6' | 0.062 (4) | 0.066 (6) | 0.073 (5) | −0.017 (4) | −0.013 (3) | 0.011 (5) |
C7' | 0.036 (3) | 0.106 (11) | 0.063 (5) | −0.018 (4) | −0.010 (3) | −0.001 (5) |
C8' | 0.046 (4) | 0.102 (9) | 0.092 (5) | 0.002 (5) | −0.011 (3) | −0.003 (6) |
C9' | 0.060 (4) | 0.081 (7) | 0.144 (7) | 0.021 (4) | −0.031 (4) | −0.046 (6) |
C10' | 0.044 (3) | 0.084 (5) | 0.082 (6) | 0.010 (3) | 0.000 (3) | −0.026 (5) |
C11 | 0.0398 (7) | 0.0509 (9) | 0.0586 (9) | −0.0005 (7) | −0.0054 (7) | −0.0064 (7) |
C12 | 0.040 (2) | 0.048 (2) | 0.035 (4) | −0.0022 (16) | 0.002 (2) | −0.006 (2) |
C13 | 0.0431 (17) | 0.0448 (19) | 0.075 (3) | −0.0083 (14) | −0.0073 (18) | −0.0018 (18) |
C14 | 0.0490 (19) | 0.0414 (18) | 0.089 (3) | −0.0008 (14) | −0.007 (2) | 0.0071 (19) |
C15 | 0.0353 (18) | 0.053 (3) | 0.050 (3) | −0.0001 (16) | −0.003 (2) | 0.008 (3) |
C16 | 0.044 (4) | 0.058 (5) | 0.051 (6) | −0.012 (3) | −0.013 (4) | −0.003 (3) |
C17 | 0.052 (3) | 0.037 (3) | 0.049 (6) | 0.006 (2) | −0.008 (3) | −0.005 (3) |
C18 | 0.043 (5) | 0.049 (4) | 0.085 (7) | 0.005 (3) | −0.024 (4) | 0.008 (3) |
C12' | 0.0326 (19) | 0.050 (2) | 0.035 (4) | 0.0009 (15) | 0.0016 (19) | −0.003 (2) |
C13' | 0.0462 (19) | 0.053 (2) | 0.090 (3) | −0.0158 (16) | −0.014 (2) | 0.010 (2) |
C14' | 0.053 (2) | 0.051 (2) | 0.106 (3) | −0.0097 (17) | −0.022 (2) | 0.029 (2) |
C15' | 0.040 (2) | 0.050 (2) | 0.041 (3) | −0.0063 (17) | −0.007 (2) | 0.009 (2) |
C16' | 0.041 (3) | 0.042 (3) | 0.045 (4) | −0.006 (2) | −0.001 (2) | 0.011 (2) |
C17' | 0.041 (3) | 0.051 (3) | 0.042 (5) | −0.007 (2) | −0.005 (2) | 0.011 (2) |
C18' | 0.041 (5) | 0.107 (8) | 0.124 (11) | −0.030 (4) | −0.016 (6) | 0.014 (7) |
C19 | 0.0324 (6) | 0.0430 (7) | 0.0382 (7) | −0.0033 (6) | −0.0018 (5) | −0.0019 (6) |
C20 | 0.0326 (6) | 0.0498 (8) | 0.0355 (7) | −0.0050 (6) | −0.0018 (5) | −0.0010 (6) |
C21 | 0.0494 (8) | 0.0516 (9) | 0.0442 (8) | −0.0109 (7) | −0.0032 (6) | 0.0033 (7) |
C22 | 0.0649 (11) | 0.0758 (12) | 0.0444 (9) | −0.0147 (9) | −0.0052 (8) | 0.0152 (9) |
C23 | 0.0697 (11) | 0.0914 (15) | 0.0367 (8) | −0.0057 (10) | −0.0023 (8) | −0.0055 (9) |
C24 | 0.0684 (11) | 0.0735 (12) | 0.0463 (9) | 0.0054 (9) | −0.0033 (8) | −0.0182 (8) |
C25 | 0.0500 (8) | 0.0533 (9) | 0.0432 (8) | 0.0021 (7) | −0.0038 (6) | −0.0050 (7) |
C26 | 0.0388 (7) | 0.0445 (8) | 0.0415 (7) | −0.0075 (6) | −0.0020 (6) | 0.0045 (6) |
C27 | 0.0436 (8) | 0.0544 (10) | 0.0757 (12) | −0.0022 (7) | −0.0097 (8) | 0.0154 (8) |
C28 | 0.0466 (9) | 0.0805 (14) | 0.0962 (16) | −0.0198 (9) | −0.0204 (10) | 0.0250 (12) |
C29 | 0.0710 (12) | 0.0643 (12) | 0.0864 (15) | −0.0332 (10) | −0.0148 (11) | 0.0146 (10) |
C30 | 0.0754 (13) | 0.0452 (10) | 0.0842 (14) | −0.0091 (9) | −0.0027 (11) | 0.0112 (9) |
C31 | 0.0459 (8) | 0.0491 (9) | 0.0656 (10) | −0.0015 (7) | −0.0072 (7) | 0.0091 (8) |
Geometric parameters (Å, º) top
V1—O1 | 1.590 (1) | C11—C12' | 1.502 (5) |
V1—O2 | 1.880 (1) | C12—C13 | 1.370 (7) |
V1—O3 | 1.920 (1) | C12—C17 | 1.387 (8) |
V1—O5 | 2.203 (1) | C13—C14 | 1.377 (4) |
V1—O6 | 1.879 (1) | C13—H13 | 0.9300 |
V1—N1 | 2.050 (2) | C14—C15 | 1.375 (6) |
O2—C4 | 1.324 (2) | C14—H14 | 0.9300 |
O3—C11 | 1.309 (2) | C15—C16 | 1.373 (8) |
O4—C15 | 1.373 (5) | C16—C17 | 1.385 (7) |
O4—C18 | 1.432 (6) | C16—H16 | 0.9300 |
O4'—C15' | 1.373 (5) | C17—H17 | 0.9300 |
O4'—C18' | 1.440 (7) | C18—H18a | 0.9600 |
O5—C19 | 1.249 (2) | C18—H18b | 0.9600 |
O6—N3 | 1.376 (2) | C18—H18c | 0.9600 |
N1—C2 | 1.323 (2) | C12'—C13' | 1.377 (7) |
N1—N2 | 1.398 (2) | C12'—C17' | 1.394 (8) |
N2—C11 | 1.298 (2) | C13'—C14' | 1.377 (5) |
N3—C19 | 1.340 (2) | C13'—H13' | 0.9300 |
N3—C26 | 1.431 (2) | C14'—C15' | 1.379 (6) |
C1—C2 | 1.502 (3) | C14'—H14' | 0.9300 |
C1—H1a | 0.9600 | C15'—C16' | 1.392 (8) |
C1—H1b | 0.9600 | C16'—C17' | 1.391 (8) |
C1—H1c | 0.9600 | C16'—H16' | 0.9300 |
C2—C3 | 1.419 (2) | C17'—H17' | 0.9300 |
C3—C4 | 1.355 (3) | C18'—H18d | 0.9600 |
C3—H3 | 0.9300 | C18'—H18e | 0.9600 |
C4—C5 | 1.497 (5) | C18'—H18f | 0.9600 |
C4—C5' | 1.500 (6) | C19—C20 | 1.483 (2) |
C5—C10 | 1.376 (8) | C20—C25 | 1.388 (2) |
C5—C6 | 1.380 (8) | C20—C21 | 1.392 (2) |
C6—C7 | 1.372 (8) | C21—C22 | 1.386 (2) |
C6—H6 | 0.9300 | C21—H21 | 0.9300 |
C7—C8 | 1.376 (8) | C22—C23 | 1.371 (3) |
C7—H7 | 0.9300 | C22—H22 | 0.9300 |
C8—C9 | 1.372 (8) | C23—C24 | 1.377 (3) |
C8—H8 | 0.9300 | C23—H23 | 0.9300 |
C9—C10 | 1.388 (8) | C24—C25 | 1.384 (2) |
C9—H9 | 0.9300 | C24—H24 | 0.9300 |
C10—H10 | 0.9300 | C25—H25 | 0.9300 |
C5'—C10' | 1.374 (9) | C26—C27 | 1.375 (2) |
C5'—C6' | 1.397 (8) | C26—C31 | 1.375 (2) |
C6'—C7' | 1.376 (8) | C27—C28 | 1.380 (3) |
C6'—H6' | 0.9300 | C27—H27 | 0.9300 |
C7'—C8' | 1.382 (8) | C28—C29 | 1.362 (3) |
C7'—H7' | 0.9300 | C28—H28 | 0.9300 |
C8'—C9' | 1.369 (8) | C29—C30 | 1.375 (3) |
C8'—H8' | 0.9300 | C29—H29 | 0.9300 |
C9'—C10' | 1.388 (8) | C30—C31 | 1.378 (2) |
C9'—H9' | 0.9300 | C30—H30 | 0.9300 |
C10'—H10' | 0.9300 | C31—H31 | 0.9300 |
C11—C12 | 1.484 (5) | ||
O1—V1—O2 | 98.31 (6) | N2—C11—C12' | 120.1 (3) |
O1—V1—O3 | 102.20 (6) | O3—C11—C12' | 117.4 (3) |
O1—V1—O5 | 171.41 (6) | C13—C12—C17 | 118.3 (6) |
O1—V1—O6 | 96.77 (6) | C13—C12—C11 | 122.5 (6) |
O1—V1—N1 | 100.26 (6) | C17—C12—C11 | 118.6 (7) |
O2—V1—O3 | 153.61 (6) | C12—C13—C14 | 120.8 (4) |
O2—V1—O5 | 82.15 (5) | C12—C13—H13 | 119.6 |
O2—V1—O6 | 106.36 (5) | C14—C13—H13 | 119.6 |
O2—V1—N1 | 84.80 (5) | C15—C14—C13 | 119.8 (4) |
O3—V1—O5 | 80.04 (5) | C15—C14—H14 | 120.1 |
O3—V1—O6 | 87.61 (5) | C13—C14—H14 | 120.1 |
O3—V1—N1 | 75.40 (5) | C16—C15—O4 | 123.4 (8) |
O5—V1—O6 | 74.95 (4) | C16—C15—C14 | 121.0 (7) |
O5—V1—N1 | 88.32 (5) | O4—C15—C14 | 115.4 (6) |
O6—V1—N1 | 158.07 (5) | C15—C16—C17 | 118 (1) |
C4—O2—V1 | 130.1 (1) | C15—C16—H16 | 121.0 |
C11—O3—V1 | 117.8 (1) | C17—C16—H16 | 121.0 |
C15—O4—C18 | 115.6 (7) | C16—C17—C12 | 121.8 (10) |
C15'—O4'—C18' | 117.0 (8) | C16—C17—H17 | 119.1 |
C19—O5—V1 | 110.3 (1) | C12—C17—H17 | 119.1 |
N3—O6—V1 | 117.43 (8) | C13'—C12'—C17' | 119.6 (7) |
C2—N1—N2 | 115.8 (2) | C13'—C12'—C11 | 122.9 (6) |
C2—N1—V1 | 127.4 (1) | C17'—C12'—C11 | 116.6 (7) |
N2—N1—V1 | 116.8 (1) | C12'—C13'—C14' | 120.6 (4) |
C11—N2—N1 | 107.7 (1) | C12'—C13'—H13' | 119.7 |
C19—N3—O6 | 115.1 (1) | C14'—C13'—H13' | 119.7 |
C19—N3—C26 | 129.1 (1) | C13'—C14'—C15' | 120.6 (4) |
O6—N3—C26 | 114.8 (1) | C13'—C14'—H14' | 119.7 |
C2—C1—H1a | 109.5 | C15'—C14'—H14' | 119.7 |
C2—C1—H1b | 109.5 | O4'—C15'—C14' | 116.1 (6) |
H1a—C1—H1b | 109.5 | O4'—C15'—C16' | 124.5 (8) |
C2—C1—H1c | 109.5 | C14'—C15'—C16' | 119.4 (8) |
H1a—C1—H1c | 109.5 | C17'—C16'—C15' | 120 (1) |
H1b—C1—H1c | 109.5 | C17'—C16'—H16' | 119.9 |
N1—C2—C3 | 120.9 (2) | C15'—C16'—H16' | 119.9 |
N1—C2—C1 | 120.2 (2) | C16'—C17'—C12' | 120 (1) |
C3—C2—C1 | 118.8 (2) | C16'—C17'—H17' | 120.2 |
C4—C3—C2 | 124.8 (2) | C12'—C17'—H17' | 120.2 |
C4—C3—H3 | 117.6 | O4'—C18'—H18d | 109.5 |
C2—C3—H3 | 117.6 | O4'—C18'—H18e | 109.5 |
O2—C4—C3 | 121.1 (2) | H18d—C18'—H18e | 109.5 |
O2—C4—C5 | 120.2 (4) | O4'—C18'—H18f | 109.5 |
C3—C4—C5 | 118.6 (4) | H18d—C18'—H18f | 109.5 |
O2—C4—C5' | 108.4 (5) | H18e—C18'—H18f | 109.5 |
C3—C4—C5' | 130.1 (5) | O5—C19—N3 | 117.1 (1) |
C10—C5—C6 | 122.2 (8) | O5—C19—C20 | 120.6 (1) |
C10—C5—C4 | 112.8 (7) | N3—C19—C20 | 122.3 (1) |
C6—C5—C4 | 124.0 (8) | C25—C20—C21 | 119.3 (1) |
C7—C6—C5 | 118.2 (9) | C25—C20—C19 | 124.3 (1) |
C7—C6—H6 | 120.9 | C21—C20—C19 | 116.2 (1) |
C5—C6—H6 | 120.9 | C22—C21—C20 | 120.0 (2) |
C6—C7—C8 | 121 (1) | C22—C21—H21 | 120.0 |
C6—C7—H7 | 119.7 | C20—C21—H21 | 120.0 |
C8—C7—H7 | 119.7 | C23—C22—C21 | 120.1 (2) |
C9—C8—C7 | 119 (1) | C23—C22—H22 | 119.9 |
C9—C8—H8 | 120.6 | C21—C22—H22 | 119.9 |
C7—C8—H8 | 120.6 | C22—C23—C24 | 120.3 (2) |
C8—C9—C10 | 122 (1) | C22—C23—H23 | 119.9 |
C8—C9—H9 | 119.2 | C24—C23—H23 | 119.9 |
C10—C9—H9 | 119.2 | C23—C24—C25 | 120.2 (2) |
C5—C10—C9 | 116.5 (9) | C23—C24—H24 | 119.9 |
C5—C10—H10 | 121.8 | C25—C24—H24 | 119.9 |
C9—C10—H10 | 121.8 | C24—C25—C20 | 120.01 (16) |
C10'—C5'—C6' | 111.9 (8) | C24—C25—H25 | 120.0 |
C10'—C5'—C4 | 127.2 (9) | C20—C25—H25 | 120.0 |
C6'—C5'—C4 | 119.9 (9) | C27—C26—C31 | 121.3 (1) |
C7'—C6'—C5' | 124.6 (8) | C27—C26—N3 | 118.7 (1) |
C7'—C6'—H6' | 117.7 | C31—C26—N3 | 119.9 (1) |
C5'—C6'—H6' | 117.7 | C26—C27—C28 | 119.0 (2) |
C6'—C7'—C8' | 119 (1) | C26—C27—H27 | 120.5 |
C6'—C7'—H7' | 120.5 | C28—C27—H27 | 120.5 |
C8'—C7'—H7' | 120.5 | C29—C28—C27 | 120.1 (2) |
C9'—C8'—C7' | 119 (1) | C29—C28—H28 | 120.0 |
C9'—C8'—H8' | 120.6 | C27—C28—H28 | 120.0 |
C7'—C8'—H8' | 120.6 | C28—C29—C30 | 120.8 (2) |
C8'—C9'—C10' | 119 (1) | C28—C29—H29 | 119.6 |
C8'—C9'—H9' | 120.6 | C30—C29—H29 | 119.6 |
C10'—C9'—H9' | 120.6 | C29—C30—C31 | 119.9 (2) |
C5'—C10'—C9' | 125 (1) | C29—C30—H30 | 120.1 |
C5'—C10'—H10' | 117.5 | C31—C30—H30 | 120.1 |
C9'—C10'—H10' | 117.5 | C26—C31—C30 | 119.0 (2) |
N2—C11—O3 | 122.10 (14) | C26—C31—H31 | 120.5 |
N2—C11—C12 | 119.7 (3) | C30—C31—H31 | 120.5 |
O3—C11—C12 | 117.6 (3) | ||
O1—V1—O2—C4 | 63.1 (2) | N1—N2—C11—O3 | 2.6 (2) |
O6—V1—O2—C4 | 162.7 (1) | N1—N2—C11—C12 | −167.9 (4) |
O3—V1—O2—C4 | −77.7 (2) | N1—N2—C11—C12' | 175.2 (3) |
N1—V1—O2—C4 | −36.6 (2) | V1—O3—C11—N2 | 0.2 (2) |
O5—V1—O2—C4 | −125.6 (2) | V1—O3—C11—C12 | 170.8 (3) |
O1—V1—O3—C11 | −99.5 (1) | V1—O3—C11—C12' | −172.6 (3) |
O6—V1—O3—C11 | 164.1 (1) | N2—C11—C12—C13 | 9.1 (8) |
O2—V1—O3—C11 | 40.7 (2) | O3—C11—C12—C13 | −161.8 (5) |
N1—V1—O3—C11 | −2.0 (1) | C12'—C11—C12—C13 | 105 (3) |
O5—V1—O3—C11 | 88.9 (1) | N2—C11—C12—C17 | −161.5 (7) |
O6—V1—O5—C19 | −18.7 (1) | O3—C11—C12—C17 | 27.6 (9) |
O2—V1—O5—C19 | −128.1 (1) | C12'—C11—C12—C17 | −65 (2) |
O3—V1—O5—C19 | 71.5 (1) | C17—C12—C13—C14 | −5 (1) |
N1—V1—O5—C19 | 147.0 (1) | C11—C12—C13—C14 | −175.5 (5) |
O1—V1—O6—N3 | −163.1 (1) | C12—C13—C14—C15 | 1.5 (8) |
O2—V1—O6—N3 | 96.2 (1) | C18—O4—C15—C16 | −8 (1) |
O3—V1—O6—N3 | −61.0 (1) | C18—O4—C15—C14 | 177.8 (7) |
N1—V1—O6—N3 | −22.2 (2) | C13—C14—C15—C16 | 4 (1) |
O5—V1—O6—N3 | 19.3 (1) | C13—C14—C15—O4 | 178.5 (5) |
O1—V1—N1—C2 | −76.9 (2) | O4—C15—C16—C17 | 180 (1) |
O6—V1—N1—C2 | 142.8 (2) | C14—C15—C16—C17 | −6 (2) |
O2—V1—N1—C2 | 20.7 (1) | C15—C16—C17—C12 | 3 (2) |
O3—V1—N1—C2 | −176.9 (2) | C13—C12—C17—C16 | 3 (2) |
O5—V1—N1—C2 | 102.9 (2) | C11—C12—C17—C16 | 174 (1) |
O1—V1—N1—N2 | 103.5 (1) | N2—C11—C12'—C13' | −1.6 (8) |
O6—V1—N1—N2 | −36.9 (2) | O3—C11—C12'—C13' | 171.4 (5) |
O2—V1—N1—N2 | −159.0 (1) | C12—C11—C12'—C13' | −94 (2) |
O3—V1—N1—N2 | 3.4 (1) | N2—C11—C12'—C17' | 167.6 (7) |
O5—V1—N1—N2 | −76.8 (1) | O3—C11—C12'—C17' | −19.5 (9) |
C2—N1—N2—C11 | 176.2 (2) | C12—C11—C12'—C17' | 75 (2) |
V1—N1—N2—C11 | −4.1 (2) | C17'—C12'—C13'—C14' | 4 (1) |
V1—O6—N3—C19 | −18.8 (2) | C11—C12'—C13'—C14' | 172.5 (5) |
V1—O6—N3—C26 | 151.1 (1) | C12'—C13'—C14'—C15' | −2.3 (9) |
N2—N1—C2—C3 | 178.5 (2) | C18'—O4'—C15'—C14' | 179.5 (9) |
V1—N1—C2—C3 | −1.2 (2) | C18'—O4'—C15'—C16' | 1 (1) |
N2—N1—C2—C1 | 1.5 (3) | C13'—C14'—C15'—O4' | −178.4 (5) |
V1—N1—C2—C1 | −178.2 (2) | C13'—C14'—C15'—C16' | 0 (1) |
N1—C2—C3—C4 | −16.8 (3) | O4'—C15'—C16'—C17' | 179 (1) |
C1—C2—C3—C4 | 160.3 (2) | C14'—C15'—C16'—C17' | 1 (2) |
V1—O2—C4—C3 | 31.6 (2) | C15'—C16'—C17'—C12' | 0 (2) |
V1—O2—C4—C5 | −151.4 (8) | C13'—C12'—C17'—C16' | −3 (2) |
V1—O2—C4—C5' | −154.6 (8) | C11—C12'—C17'—C16' | −172 (1) |
C2—C3—C4—O2 | 3.2 (3) | V1—O5—C19—N3 | 14.6 (2) |
C2—C3—C4—C5 | −173.9 (8) | V1—O5—C19—C20 | −165.4 (1) |
C2—C3—C4—C5' | −169 (1) | O6—N3—C19—O5 | 0.4 (2) |
O2—C4—C5—C10 | −1 (2) | C26—N3—C19—O5 | −167.8 (1) |
C3—C4—C5—C10 | 176 (1) | O6—N3—C19—C20 | −179.6 (1) |
C5'—C4—C5—C10 | 14 (6) | C26—N3—C19—C20 | 12.2 (2) |
O2—C4—C5—C6 | −170 (1) | O5—C19—C20—C25 | −145.2 (2) |
C3—C4—C5—C6 | 7 (2) | N3—C19—C20—C25 | 34.9 (2) |
C5'—C4—C5—C6 | −155 (8) | O5—C19—C20—C21 | 30.2 (2) |
C10—C5—C6—C7 | 12 (2) | N3—C19—C20—C21 | −149.8 (1) |
C4—C5—C6—C7 | −180 (1) | C25—C20—C21—C22 | −1.1 (2) |
C5—C6—C7—C8 | −12 (2) | C19—C20—C21—C22 | −176.7 (2) |
C6—C7—C8—C9 | 12 (2) | C20—C21—C22—C23 | 1.3 (3) |
C7—C8—C9—C10 | −12 (2) | C21—C22—C23—C24 | −0.4 (3) |
C6—C5—C10—C9 | −12 (2) | C22—C23—C24—C25 | −0.7 (3) |
C4—C5—C10—C9 | 178 (1) | C23—C24—C25—C20 | 0.9 (3) |
C8—C9—C10—C5 | 13 (2) | C21—C20—C25—C24 | −0.1 (2) |
O2—C4—C5'—C10' | 19 (2) | C19—C20—C25—C24 | 175.2 (2) |
C3—C4—C5'—C10' | −168 (1) | C19—N3—C26—C27 | 66.3 (2) |
C5—C4—C5'—C10' | −148 (8) | O6—N3—C26—C27 | −101.9 (2) |
O2—C4—C5'—C6' | −173 (1) | C19—N3—C26—C31 | −114.2 (2) |
C3—C4—C5'—C6' | 0 (2) | O6—N3—C26—C31 | 77.7 (2) |
C5—C4—C5'—C6' | 20 (6) | C31—C26—C27—C28 | 2.2 (3) |
C10'—C5'—C6'—C7' | −13 (3) | N3—C26—C27—C28 | −178.2 (2) |
C4—C5'—C6'—C7' | 177 (1) | C26—C27—C28—C29 | −1.0 (3) |
C5'—C6'—C7'—C8' | 11 (3) | C27—C28—C29—C30 | −0.3 (4) |
C6'—C7'—C8'—C9' | −8 (3) | C28—C29—C30—C31 | 0.4 (3) |
C7'—C8'—C9'—C10' | 10 (3) | C27—C26—C31—C30 | −2.2 (3) |
C6'—C5'—C10'—C9' | 15 (2) | N3—C26—C31—C30 | 178.3 (2) |
C4—C5'—C10'—C9' | −177 (2) | C29—C30—C31—C26 | 0.8 (3) |
C8'—C9'—C10'—C5' | −14 (3) |