Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807017692/lh2350sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807017692/lh2350Isup2.hkl |
CCDC reference: 647276
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean (C-C) = 0.006 Å
- R factor = 0.055
- wR factor = 0.160
- Data-to-parameter ratio = 12.7
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low ....... 0.95 PLAT220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.69 Ratio
Alert level C REFLT03_ALERT_3_C Reflection count < 95% complete From the CIF: _diffrn_reflns_theta_max 26.37 From the CIF: _diffrn_reflns_theta_full 26.37 From the CIF: _reflns_number_total 3781 TEST2: Reflns within _diffrn_reflns_theta_max Count of symmetry unique reflns 3991 Completeness (_total/calc) 94.74% PLAT022_ALERT_3_C Ratio Unique / Expected Reflections too Low .... 0.95 PLAT048_ALERT_1_C MoietyFormula Not Given ........................ ? PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.01 PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct... 7 PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 3.05 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.50 Ratio PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) V1 - O5 .. 5.46 su PLAT350_ALERT_3_C Short C-H Bond (0.96A) C5 - H5 ... 0.79 Ang. PLAT351_ALERT_3_C Long C-H Bond (0.96A) C10 - H10 ... 1.12 Ang. PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 75 C16 -O5 -V1 -O1 -92.70 1.60 1.555 1.555 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.81(4), Rep 0.810(10) ...... 4.00 su-Ra O5 -H5A 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.81(4), Rep 0.810(10) ...... 4.00 su-Ra O5 -H5A 1.555 1.555 PLAT736_ALERT_1_C H...A Calc 1.99(4), Rep 1.987(14) ...... 2.86 su-Ra H5A -O2 1.555 5.665
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 14 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 ALERT type 2 Indicator that the structure model may be wrong or deficient 6 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
Data collection: CrysAlis CCD (Oxford Diffraction, 2006); cell refinement: CrysAlis RED (Oxford Diffraction, 2006); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek 2003) and ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
[V(C13H7N3O6)(C2H5O)O(C2H6O)] | F(000) = 1888 |
Mr = 459.28 | Dx = 1.567 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 1606 reflections |
a = 21.109 (2) Å | θ = 2.4–24.4° |
b = 8.271 (1) Å | µ = 0.57 mm−1 |
c = 23.249 (3) Å | T = 100 K |
β = 106.38 (1)° | Prism, dark brown |
V = 3894.4 (8) Å3 | 0.44 × 0.20 × 0.04 mm |
Z = 8 |
Oxford Diffraction Xcalibur with Sapphire CCD detector diffractometer | 3781 independent reflections |
Radiation source: Enhance (Mo) X-ray Source | 2446 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
Detector resolution: 8.4012 pixels mm-1 | θmax = 26.4°, θmin = 4.2° |
Rotation method data acquisition using ω and φ scans | h = −23→25 |
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006) | k = −10→9 |
Tmin = 0.789, Tmax = 0.978 | l = −28→29 |
10522 measured reflections |
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)] = 0.055 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.160 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0783P)2 + 8.9202P] where P = (Fo2 + 2Fc2)/3 |
3781 reflections | (Δ/σ)max < 0.001 |
297 parameters | Δρmax = 1.12 e Å−3 |
1 restraint | Δρmin = −0.56 e Å−3 |
Experimental. 51V NMR (105 MHz, EtOH/CDCl3, p.p.m.): -535; IR (KBr): 962 cm-1 (V═O). |
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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.37285 (19) | 0.4511 (5) | −0.08322 (17) | 0.0178 (9) | |
C2 | 0.3698 (2) | 0.5096 (5) | −0.14007 (18) | 0.0228 (10) | |
H2 | 0.393 (2) | 0.598 (6) | −0.1464 (18) | 0.027* | |
C3 | 0.3305 (2) | 0.4315 (5) | −0.19012 (18) | 0.0230 (10) | |
H3 | 0.329 (2) | 0.472 (5) | −0.2316 (19) | 0.028* | |
C4 | 0.2947 (2) | 0.2937 (5) | −0.18355 (18) | 0.0221 (9) | |
H4 | 0.270 (2) | 0.233 (5) | −0.2200 (18) | 0.027* | |
C5 | 0.2969 (2) | 0.2362 (5) | −0.12764 (18) | 0.0190 (9) | |
H5 | 0.275 (2) | 0.159 (6) | −0.1269 (19) | 0.023* | |
C6 | 0.3365 (2) | 0.3160 (5) | −0.07697 (16) | 0.0156 (8) | |
C7 | 0.3175 (2) | 0.1444 (5) | −0.00180 (17) | 0.0166 (9) | |
H7 | 0.292 (2) | 0.078 (5) | −0.0315 (18) | 0.020* | |
C8 | 0.36449 (19) | 0.1737 (5) | 0.10971 (17) | 0.0164 (9) | |
C9 | 0.3674 (2) | 0.1043 (5) | 0.16606 (17) | 0.0211 (9) | |
C10 | 0.3364 (2) | −0.0376 (5) | 0.17269 (17) | 0.0200 (9) | |
H10 | 0.347 (2) | −0.087 (5) | 0.2193 (18) | 0.024* | |
C11 | 0.2978 (2) | −0.1143 (5) | 0.12121 (17) | 0.0186 (9) | |
C12 | 0.2919 (2) | −0.0521 (5) | 0.06508 (17) | 0.0180 (9) | |
H12 | 0.2645 (19) | −0.110 (5) | 0.0303 (17) | 0.022* | |
C13 | 0.32465 (19) | 0.0889 (5) | 0.05852 (17) | 0.0165 (9) | |
C14 | 0.4726 (2) | 0.7266 (6) | 0.1097 (2) | 0.0321 (11) | |
H14A | 0.4316 | 0.7869 | 0.0905 | 0.039* | |
H14B | 0.5103 | 0.7870 | 0.1028 | 0.039* | |
C15 | 0.4809 (3) | 0.7113 (8) | 0.1751 (2) | 0.0582 (18) | |
H15A | 0.5199 | 0.6451 | 0.1933 | 0.070* | |
H15B | 0.4417 | 0.6598 | 0.1816 | 0.070* | |
H15C | 0.4867 | 0.8189 | 0.1935 | 0.070* | |
C16 | 0.5116 (2) | 0.1545 (5) | 0.0792 (2) | 0.0281 (10) | |
H16A | 0.4776 | 0.0707 | 0.0773 | 0.034* | |
H16B | 0.5230 | 0.2027 | 0.1198 | 0.034* | |
C17 | 0.5718 (2) | 0.0759 (6) | 0.0699 (2) | 0.0397 (13) | |
H17A | 0.6056 | 0.1581 | 0.0714 | 0.048* | |
H17B | 0.5603 | 0.0223 | 0.0308 | 0.048* | |
H17C | 0.5888 | −0.0043 | 0.1016 | 0.048* | |
N1 | 0.34418 (16) | 0.2729 (4) | −0.01624 (13) | 0.0160 (7) | |
N2 | 0.26322 (17) | −0.2627 (4) | 0.12687 (15) | 0.0222 (8) | |
N3 | 0.4043 (2) | 0.1869 (5) | 0.22153 (16) | 0.0304 (9) | |
O1 | 0.34078 (14) | 0.5616 (4) | 0.04592 (12) | 0.0245 (7) | |
O2 | 0.41098 (13) | 0.5200 (3) | −0.03254 (11) | 0.0176 (6) | |
O3 | 0.39724 (14) | 0.3027 (3) | 0.10499 (11) | 0.0208 (6) | |
O4 | 0.46938 (13) | 0.5685 (3) | 0.08408 (11) | 0.0197 (6) | |
O5 | 0.48396 (13) | 0.2797 (3) | 0.03533 (12) | 0.0188 (6) | |
H5A | 0.5138 (15) | 0.333 (5) | 0.0294 (18) | 0.023* | |
O6 | 0.22456 (14) | −0.3178 (3) | 0.08142 (12) | 0.0248 (7) | |
O7 | 0.27483 (18) | −0.3275 (4) | 0.17588 (13) | 0.0414 (9) | |
O8 | 0.4313 (2) | 0.1009 (5) | 0.26400 (15) | 0.0539 (11) | |
O9 | 0.40328 (19) | 0.3340 (4) | 0.22267 (14) | 0.0436 (10) | |
V1 | 0.40196 (3) | 0.45238 (8) | 0.04354 (3) | 0.0173 (2) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.020 (2) | 0.014 (2) | 0.020 (2) | 0.0019 (18) | 0.0046 (16) | −0.0011 (17) |
C2 | 0.024 (2) | 0.019 (2) | 0.025 (2) | −0.0053 (19) | 0.0059 (18) | 0.0027 (18) |
C3 | 0.027 (2) | 0.023 (2) | 0.021 (2) | −0.0005 (19) | 0.0081 (18) | 0.0019 (18) |
C4 | 0.024 (2) | 0.021 (2) | 0.021 (2) | −0.0056 (19) | 0.0064 (18) | −0.0031 (18) |
C5 | 0.020 (2) | 0.010 (2) | 0.028 (2) | −0.0021 (18) | 0.0075 (18) | 0.0010 (17) |
C6 | 0.019 (2) | 0.010 (2) | 0.0187 (19) | −0.0002 (16) | 0.0064 (16) | 0.0013 (15) |
C7 | 0.016 (2) | 0.014 (2) | 0.020 (2) | 0.0015 (17) | 0.0035 (16) | −0.0007 (16) |
C8 | 0.013 (2) | 0.014 (2) | 0.024 (2) | −0.0014 (17) | 0.0071 (16) | −0.0003 (16) |
C9 | 0.023 (2) | 0.019 (2) | 0.020 (2) | −0.0023 (18) | 0.0043 (17) | −0.0047 (17) |
C10 | 0.025 (2) | 0.015 (2) | 0.020 (2) | −0.0003 (18) | 0.0060 (17) | 0.0006 (17) |
C11 | 0.021 (2) | 0.013 (2) | 0.024 (2) | 0.0008 (17) | 0.0094 (17) | 0.0005 (16) |
C12 | 0.017 (2) | 0.015 (2) | 0.021 (2) | 0.0007 (18) | 0.0029 (16) | −0.0046 (17) |
C13 | 0.016 (2) | 0.013 (2) | 0.021 (2) | 0.0010 (16) | 0.0071 (16) | 0.0009 (16) |
C14 | 0.032 (3) | 0.018 (2) | 0.044 (3) | −0.008 (2) | 0.008 (2) | −0.010 (2) |
C15 | 0.065 (4) | 0.057 (4) | 0.043 (3) | 0.017 (3) | −0.001 (3) | −0.028 (3) |
C16 | 0.026 (3) | 0.017 (2) | 0.042 (3) | −0.001 (2) | 0.010 (2) | 0.007 (2) |
C17 | 0.023 (3) | 0.017 (3) | 0.077 (4) | 0.004 (2) | 0.013 (2) | 0.004 (2) |
N1 | 0.0161 (17) | 0.0146 (18) | 0.0176 (16) | −0.0008 (15) | 0.0052 (13) | −0.0018 (14) |
N2 | 0.027 (2) | 0.018 (2) | 0.0232 (19) | −0.0058 (16) | 0.0108 (16) | 0.0017 (15) |
N3 | 0.042 (3) | 0.025 (2) | 0.022 (2) | −0.0090 (19) | 0.0059 (17) | −0.0030 (17) |
O1 | 0.0244 (16) | 0.0209 (17) | 0.0265 (15) | 0.0023 (13) | 0.0042 (12) | −0.0054 (13) |
O2 | 0.0207 (15) | 0.0120 (15) | 0.0175 (13) | −0.0065 (12) | 0.0010 (11) | 0.0009 (11) |
O3 | 0.0234 (16) | 0.0209 (16) | 0.0179 (14) | −0.0061 (13) | 0.0056 (12) | −0.0018 (11) |
O4 | 0.0206 (15) | 0.0144 (15) | 0.0232 (15) | −0.0037 (12) | 0.0045 (12) | −0.0049 (12) |
O5 | 0.0185 (16) | 0.0160 (16) | 0.0211 (14) | −0.0074 (13) | 0.0041 (12) | 0.0022 (12) |
O6 | 0.0266 (17) | 0.0194 (17) | 0.0271 (16) | −0.0055 (13) | 0.0056 (13) | 0.0002 (13) |
O7 | 0.062 (2) | 0.032 (2) | 0.0267 (18) | −0.0168 (18) | 0.0058 (16) | 0.0120 (15) |
O8 | 0.082 (3) | 0.038 (2) | 0.0260 (18) | −0.017 (2) | −0.0096 (18) | 0.0051 (16) |
O9 | 0.073 (3) | 0.026 (2) | 0.0326 (18) | −0.0140 (19) | 0.0165 (18) | −0.0107 (15) |
V1 | 0.0181 (4) | 0.0130 (4) | 0.0205 (4) | −0.0022 (3) | 0.0048 (3) | −0.0021 (3) |
C1—O2 | 1.351 (4) | C14—O4 | 1.431 (5) |
C1—C6 | 1.387 (5) | C14—C15 | 1.486 (7) |
C1—C2 | 1.392 (6) | C14—H14A | 0.9900 |
C2—C3 | 1.384 (6) | C14—H14B | 0.9900 |
C2—H2 | 0.92 (5) | C15—H15A | 0.9800 |
C3—C4 | 1.400 (6) | C15—H15B | 0.9800 |
C3—H3 | 1.01 (4) | C15—H15C | 0.9800 |
C4—C5 | 1.373 (6) | C16—O5 | 1.455 (5) |
C4—H4 | 1.00 (4) | C16—C17 | 1.496 (6) |
C5—C6 | 1.403 (5) | C16—H16A | 0.9900 |
C5—H5 | 0.78 (4) | C16—H16B | 0.9900 |
C6—N1 | 1.420 (5) | C17—H17A | 0.9800 |
C7—N1 | 1.290 (5) | C17—H17B | 0.9800 |
C7—C13 | 1.443 (5) | C17—H17C | 0.9800 |
C7—H7 | 0.93 (4) | N1—V1 | 2.161 (3) |
C8—O3 | 1.293 (5) | N2—O7 | 1.220 (4) |
C8—C9 | 1.416 (5) | N2—O6 | 1.226 (4) |
C8—C13 | 1.432 (5) | N3—O9 | 1.218 (5) |
C9—C10 | 1.374 (6) | N3—O8 | 1.220 (5) |
C9—N3 | 1.473 (5) | O1—V1 | 1.590 (3) |
C10—C11 | 1.396 (6) | O2—V1 | 1.915 (3) |
C10—H10 | 1.12 (4) | O3—V1 | 1.914 (3) |
C11—C12 | 1.375 (5) | O4—V1 | 1.755 (3) |
C11—N2 | 1.453 (5) | O5—V1 | 2.293 (3) |
C12—C13 | 1.386 (6) | O5—H5A | 0.810 (10) |
C12—H12 | 0.98 (4) | ||
O2—C1—C6 | 117.4 (3) | H15A—C15—H15B | 109.5 |
O2—C1—C2 | 122.6 (4) | C14—C15—H15C | 109.5 |
C6—C1—C2 | 120.1 (4) | H15A—C15—H15C | 109.5 |
C3—C2—C1 | 119.5 (4) | H15B—C15—H15C | 109.5 |
C3—C2—H2 | 117 (3) | O5—C16—C17 | 113.4 (4) |
C1—C2—H2 | 123 (3) | O5—C16—H16A | 108.9 |
C2—C3—C4 | 120.1 (4) | C17—C16—H16A | 108.9 |
C2—C3—H3 | 120 (2) | O5—C16—H16B | 108.9 |
C4—C3—H3 | 120 (2) | C17—C16—H16B | 108.9 |
C5—C4—C3 | 120.7 (4) | H16A—C16—H16B | 107.7 |
C5—C4—H4 | 120 (3) | C16—C17—H17A | 109.5 |
C3—C4—H4 | 119 (2) | C16—C17—H17B | 109.5 |
C4—C5—C6 | 119.0 (4) | H17A—C17—H17B | 109.5 |
C4—C5—H5 | 116 (3) | C16—C17—H17C | 109.5 |
C6—C5—H5 | 125 (3) | H17A—C17—H17C | 109.5 |
C1—C6—C5 | 120.5 (4) | H17B—C17—H17C | 109.5 |
C1—C6—N1 | 113.3 (3) | C7—N1—C6 | 122.0 (3) |
C5—C6—N1 | 126.2 (4) | C7—N1—V1 | 127.4 (3) |
N1—C7—C13 | 125.6 (4) | C6—N1—V1 | 110.6 (2) |
N1—C7—H7 | 120 (3) | O7—N2—O6 | 123.5 (4) |
C13—C7—H7 | 114 (3) | O7—N2—C11 | 118.8 (3) |
O3—C8—C9 | 121.9 (3) | O6—N2—C11 | 117.7 (3) |
O3—C8—C13 | 122.4 (3) | O9—N3—O8 | 124.9 (4) |
C9—C8—C13 | 115.6 (4) | O9—N3—C9 | 118.3 (4) |
C10—C9—C8 | 123.5 (4) | O8—N3—C9 | 116.7 (4) |
C10—C9—N3 | 116.7 (4) | C1—O2—V1 | 119.5 (2) |
C8—C9—N3 | 119.8 (4) | C8—O3—V1 | 137.6 (2) |
C9—C10—C11 | 118.3 (4) | C14—O4—V1 | 131.3 (3) |
C9—C10—H10 | 117 (2) | C16—O5—V1 | 123.2 (2) |
C11—C10—H10 | 125 (2) | C16—O5—H5A | 109 (3) |
C12—C11—C10 | 121.2 (4) | V1—O5—H5A | 109 (3) |
C12—C11—N2 | 119.2 (4) | O1—V1—O4 | 102.36 (14) |
C10—C11—N2 | 119.5 (4) | O1—V1—O3 | 97.34 (14) |
C11—C12—C13 | 120.3 (4) | O4—V1—O3 | 99.10 (12) |
C11—C12—H12 | 118 (2) | O1—V1—O2 | 99.18 (13) |
C13—C12—H12 | 121 (2) | O4—V1—O2 | 93.41 (12) |
C12—C13—C8 | 121.0 (4) | O3—V1—O2 | 156.62 (12) |
C12—C13—C7 | 117.1 (4) | O1—V1—N1 | 95.52 (14) |
C8—C13—C7 | 121.9 (4) | O4—V1—N1 | 161.23 (13) |
O4—C14—C15 | 109.0 (4) | O3—V1—N1 | 84.08 (12) |
O4—C14—H14A | 109.9 | O2—V1—N1 | 77.97 (12) |
C15—C14—H14A | 109.9 | O1—V1—O5 | 175.18 (13) |
O4—C14—H14B | 109.9 | O4—V1—O5 | 82.46 (11) |
C15—C14—H14B | 109.9 | O3—V1—O5 | 81.88 (11) |
H14A—C14—H14B | 108.3 | O2—V1—O5 | 80.27 (11) |
C14—C15—H15A | 109.5 | N1—V1—O5 | 79.68 (11) |
C14—C15—H15B | 109.5 | ||
O2—C1—C2—C3 | 178.9 (4) | C8—C9—N3—O9 | 36.2 (6) |
C6—C1—C2—C3 | −0.2 (6) | C10—C9—N3—O8 | 34.0 (6) |
C1—C2—C3—C4 | −0.7 (7) | C8—C9—N3—O8 | −147.1 (4) |
C2—C3—C4—C5 | 1.4 (7) | C6—C1—O2—V1 | −10.2 (5) |
C3—C4—C5—C6 | −1.1 (6) | C2—C1—O2—V1 | 170.5 (3) |
O2—C1—C6—C5 | −178.7 (4) | C9—C8—O3—V1 | −170.8 (3) |
C2—C1—C6—C5 | 0.6 (6) | C13—C8—O3—V1 | 11.2 (6) |
O2—C1—C6—N1 | 1.6 (5) | C15—C14—O4—V1 | 100.7 (4) |
C2—C1—C6—N1 | −179.2 (4) | C17—C16—O5—V1 | −170.3 (3) |
C4—C5—C6—C1 | 0.1 (6) | C14—O4—V1—O1 | −4.6 (4) |
C4—C5—C6—N1 | 179.8 (4) | C14—O4—V1—O3 | −104.3 (3) |
O3—C8—C9—C10 | −176.2 (4) | C14—O4—V1—O2 | 95.6 (3) |
C13—C8—C9—C10 | 2.0 (6) | C14—O4—V1—N1 | 157.3 (4) |
O3—C8—C9—N3 | 5.0 (6) | C14—O4—V1—O5 | 175.3 (3) |
C13—C8—C9—N3 | −176.9 (4) | C8—O3—V1—O1 | 82.5 (4) |
C8—C9—C10—C11 | −2.6 (6) | C8—O3—V1—O4 | −173.7 (4) |
N3—C9—C10—C11 | 176.3 (4) | C8—O3—V1—O2 | −52.2 (5) |
C9—C10—C11—C12 | 1.4 (6) | C8—O3—V1—N1 | −12.3 (4) |
C9—C10—C11—N2 | −178.7 (4) | C8—O3—V1—O5 | −92.7 (4) |
C10—C11—C12—C13 | 0.2 (6) | C1—O2—V1—O1 | −83.4 (3) |
N2—C11—C12—C13 | −179.6 (4) | C1—O2—V1—O4 | 173.5 (3) |
C11—C12—C13—C8 | −0.8 (6) | C1—O2—V1—O3 | 51.0 (4) |
C11—C12—C13—C7 | 178.4 (4) | C1—O2—V1—N1 | 10.3 (3) |
O3—C8—C13—C12 | 177.9 (4) | C1—O2—V1—O5 | 91.7 (3) |
C9—C8—C13—C12 | −0.3 (6) | C7—N1—V1—O1 | −88.7 (3) |
O3—C8—C13—C7 | −1.2 (6) | C6—N1—V1—O1 | 89.5 (3) |
C9—C8—C13—C7 | −179.4 (4) | C7—N1—V1—O4 | 109.0 (5) |
N1—C7—C13—C12 | 179.7 (4) | C6—N1—V1—O4 | −72.8 (5) |
N1—C7—C13—C8 | −1.1 (6) | C7—N1—V1—O3 | 8.1 (3) |
C13—C7—N1—C6 | 177.8 (4) | C6—N1—V1—O3 | −173.7 (3) |
C13—C7—N1—V1 | −4.2 (6) | C7—N1—V1—O2 | 173.0 (4) |
C1—C6—N1—C7 | −175.4 (4) | C6—N1—V1—O2 | −8.7 (2) |
C5—C6—N1—C7 | 4.8 (6) | C7—N1—V1—O5 | 90.9 (3) |
C1—C6—N1—V1 | 6.2 (4) | C6—N1—V1—O5 | −90.9 (2) |
C5—C6—N1—V1 | −173.5 (3) | C16—O5—V1—O1 | −92.7 (16) |
C12—C11—N2—O7 | 171.3 (4) | C16—O5—V1—O4 | 88.7 (3) |
C10—C11—N2—O7 | −8.5 (6) | C16—O5—V1—O3 | −11.7 (3) |
C12—C11—N2—O6 | −7.4 (5) | C16—O5—V1—O2 | −176.5 (3) |
C10—C11—N2—O6 | 172.7 (4) | C16—O5—V1—N1 | −97.1 (3) |
C10—C9—N3—O9 | −142.8 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O2i | 0.81 (1) | 1.99 (1) | 2.784 (4) | 168 (4) |
Symmetry code: (i) −x+1, −y+1, −z. |