Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807010744/is2151sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807010744/is2151Isup2.hkl |
CCDC reference: 625526
Data collection: CrystalClear (Rigaku/MSC, 2002); cell refinement: CrystalClear; data reduction: CrystalStructure (Rigaku/MSC, 2006); program(s) used to solve structure: SIR97 (Altomare et al., 1999) and DIRDIF99 (Beurskens et al., 1999); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: CrystalStructure.
[VO(C6H8N3O2)(C6H9N3O2)]·ClO4·H2O | F(000) = 1012.00 |
Mr = 493.71 | Dx = 1.688 Mg m−3 |
Orthorhombic, P21212 | Mo Kα radiation, λ = 0.71070 Å |
Hall symbol: P 2 2ab | Cell parameters from 6453 reflections |
a = 10.5044 (2) Å | θ = 3.1–27.5° |
b = 25.4158 (8) Å | µ = 0.71 mm−1 |
c = 7.2779 (2) Å | T = 296 K |
V = 1943.04 (9) Å3 | Block, blue |
Z = 4 | 0.40 × 0.40 × 0.40 mm |
Rigaku Mercury diffractometer | 4296 reflections with F2 > 2σ(F2) |
Detector resolution: 7.31 pixels mm-1 | Rint = 0.022 |
ω scans | θmax = 27.5° |
Absorption correction: multi-scan (Jacobson, 1998) | h = −13→13 |
Tmin = 0.655, Tmax = 0.752 | k = −33→20 |
15642 measured reflections | l = −9→9 |
4461 independent reflections |
Refinement on F2 | w = 1/[0.001Fo2 + σ(Fo2)]/(4Fo2) |
R[F2 > 2σ(F2)] = 0.030 | (Δ/σ)max < 0.001 |
wR(F2) = 0.088 | Δρmax = 0.61 e Å−3 |
S = 1.01 | Δρmin = −0.49 e Å−3 |
4461 reflections | Absolute structure: Flack (1983), 1892 Friedel pairs |
336 parameters | Absolute structure parameter: 0.000 (17) |
H-atom parameters constrained |
Experimental. Characteristic IR bands (cm-1) (KBr pellets, JASCO FT/IR-8000S spectrometer): 1636, νas(COO-); 1433, νs(COO-), 1112 and 1083, ν(ClO4-); 977, ν(V=O). Other bands with medium to strong intensities are: 1384(s), 1348(m), 1324(m), 1272(m), 1239(m), 929(m), 835(m), 752(m) and 626(s). |
Geometry. ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY |
Refinement. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt). |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
V1 | 0.15655 (3) | 0.121510 (10) | 0.37283 (4) | 0.02514 (6) | |
Cl1 | 0.51650 (14) | 0.49154 (4) | 0.12857 (13) | 0.0394 (3) | 0.50 |
Cl2 | 0.0166 (3) | 0.50474 (15) | −0.02673 (14) | 0.0474 (5) | 0.50 |
O1 | 0.10984 (14) | 0.06193 (6) | 0.3815 (2) | 0.0441 (3) | |
O2 | 0.22482 (13) | 0.19929 (5) | 0.2994 (2) | 0.0335 (3) | |
O3 | 0.18817 (14) | 0.26796 (6) | 0.1192 (2) | 0.0429 (3) | |
O4 | 0.20232 (12) | 0.14126 (6) | 0.6284 (2) | 0.0361 (3) | |
O5 | 0.35001 (14) | 0.14805 (8) | 0.8433 (2) | 0.0467 (4) | |
O6 | 0.54381 (16) | 0.16735 (7) | 0.0943 (2) | 0.0497 (4) | |
O7 | 0.4409 (2) | 0.44490 (9) | 0.1022 (4) | 0.0569 (10) | 0.50 |
O8 | 0.64816 (17) | 0.47705 (11) | 0.1484 (5) | 0.0827 (15) | 0.50 |
O9 | 0.4746 (3) | 0.51849 (12) | 0.2915 (3) | 0.0918 (18) | 0.50 |
O10 | 0.5023 (3) | 0.52567 (12) | −0.0278 (3) | 0.1019 (19) | 0.50 |
O11 | −0.0756 (4) | 0.5401 (2) | 0.0515 (6) | 0.0801 (17) | 0.50 |
O12 | −0.0173 (6) | 0.4934 (2) | −0.2142 (3) | 0.100 (2) | 0.50 |
O13 | 0.1405 (3) | 0.5289 (2) | −0.0217 (9) | 0.145 (3) | 0.50 |
O14 | 0.0190 (7) | 0.4566 (2) | 0.0773 (8) | 0.184 (5) | 0.50 |
N1 | 0.12784 (16) | 0.13009 (7) | 0.0851 (2) | 0.0325 (3) | |
N2 | −0.01798 (14) | 0.15969 (6) | 0.4076 (2) | 0.0298 (3) | |
N3 | −0.16415 (18) | 0.20113 (8) | 0.5622 (2) | 0.0460 (4) | |
N4 | 0.35828 (14) | 0.10760 (7) | 0.3693 (2) | 0.0321 (3) | |
N5 | 0.67407 (16) | 0.09755 (7) | 0.3085 (2) | 0.0361 (4) | |
N6 | 0.79392 (19) | 0.03855 (8) | 0.4243 (4) | 0.0552 (6) | |
C1 | 0.17503 (16) | 0.22077 (7) | 0.1597 (2) | 0.0299 (4) | |
C2 | 0.09193 (18) | 0.18507 (8) | 0.0423 (2) | 0.0318 (4) | |
C3 | −0.04886 (18) | 0.19513 (9) | 0.0873 (2) | 0.0381 (5) | |
C4 | −0.08006 (17) | 0.19303 (7) | 0.2882 (3) | 0.0315 (4) | |
C5 | −0.16987 (19) | 0.21953 (8) | 0.3853 (3) | 0.0452 (5) | |
C6 | −0.0722 (2) | 0.16548 (10) | 0.5712 (3) | 0.0393 (5) | |
C7 | 0.31537 (17) | 0.13436 (8) | 0.6885 (2) | 0.0313 (4) | |
C8 | 0.40801 (17) | 0.10580 (7) | 0.5600 (2) | 0.0295 (4) | |
C9 | 0.54316 (17) | 0.12708 (9) | 0.5803 (3) | 0.0373 (4) | |
C10 | 0.64311 (17) | 0.09431 (8) | 0.4916 (2) | 0.0325 (4) | |
C11 | 0.7189 (2) | 0.05668 (10) | 0.5640 (4) | 0.0504 (6) | |
C12 | 0.7652 (2) | 0.06303 (10) | 0.2724 (4) | 0.0502 (6) | |
H1 | 0.1994 | 0.1220 | 0.0261 | 0.039* | |
H2 | 0.0659 | 0.1086 | 0.0490 | 0.039* | |
H3 | −0.2119 | 0.2110 | 0.6517 | 0.055* | |
H4 | 0.3740 | 0.0770 | 0.3139 | 0.039* | |
H5 | 0.3967 | 0.1334 | 0.3081 | 0.039* | |
H6 | 0.6399 | 0.1186 | 0.2301 | 0.044* | |
H7 | 0.8513 | 0.0146 | 0.4349 | 0.067* | |
H8 | 0.1074 | 0.1922 | −0.0868 | 0.039* | |
H9 | −0.0714 | 0.2298 | 0.0417 | 0.046* | |
H10 | −0.0995 | 0.1687 | 0.0248 | 0.046* | |
H11 | −0.2247 | 0.2452 | 0.3404 | 0.055* | |
H12 | −0.0491 | 0.1472 | 0.6768 | 0.048* | |
H13 | 0.4097 | 0.0692 | 0.5971 | 0.036* | |
H14 | 0.5460 | 0.1619 | 0.5258 | 0.045* | |
H15 | 0.5625 | 0.1296 | 0.7103 | 0.045* | |
H16 | 0.7199 | 0.0453 | 0.6855 | 0.060* | |
H17 | 0.8024 | 0.0573 | 0.1582 | 0.060* | |
H18 | 0.5963 | 0.1862 | 0.0346 | 0.060* | |
H19 | 0.4967 | 0.1506 | 0.0195 | 0.060* |
U11 | U22 | U33 | U12 | U13 | U23 | |
V1 | 0.02251 (13) | 0.02744 (14) | 0.02546 (14) | 0.00414 (10) | 0.00094 (11) | −0.00189 (11) |
Cl1 | 0.0507 (8) | 0.0345 (8) | 0.0329 (3) | 0.0022 (5) | 0.0050 (5) | −0.0010 (4) |
Cl2 | 0.0616 (18) | 0.0415 (13) | 0.0391 (4) | −0.0041 (10) | 0.0055 (6) | 0.0006 (6) |
O1 | 0.0424 (7) | 0.0311 (6) | 0.0590 (9) | 0.0032 (5) | 0.0042 (7) | 0.0029 (7) |
O2 | 0.0335 (6) | 0.0331 (6) | 0.0340 (6) | −0.0045 (5) | −0.0092 (5) | −0.0017 (5) |
O3 | 0.0374 (7) | 0.0359 (6) | 0.0552 (9) | −0.0061 (5) | −0.0071 (7) | 0.0098 (7) |
O4 | 0.0268 (5) | 0.0571 (8) | 0.0245 (5) | 0.0113 (5) | 0.0012 (5) | −0.0019 (6) |
O5 | 0.0320 (6) | 0.0788 (11) | 0.0294 (7) | 0.0061 (7) | −0.0001 (6) | −0.0070 (6) |
O6 | 0.0512 (9) | 0.0584 (9) | 0.0396 (8) | −0.0122 (7) | −0.0087 (7) | 0.0164 (7) |
O7 | 0.0443 (17) | 0.057 (2) | 0.069 (2) | −0.0059 (15) | 0.0063 (17) | −0.0224 (18) |
O8 | 0.051 (2) | 0.071 (2) | 0.126 (4) | −0.0017 (19) | −0.027 (2) | −0.015 (2) |
O9 | 0.138 (5) | 0.075 (3) | 0.062 (2) | −0.023 (3) | 0.039 (3) | −0.037 (2) |
O10 | 0.133 (4) | 0.093 (3) | 0.080 (3) | 0.048 (3) | 0.042 (3) | 0.047 (2) |
O11 | 0.085 (3) | 0.109 (4) | 0.045 (2) | 0.014 (3) | 0.003 (2) | −0.032 (2) |
O12 | 0.167 (6) | 0.072 (4) | 0.062 (2) | 0.051 (4) | −0.069 (4) | −0.031 (3) |
O13 | 0.125 (5) | 0.133 (6) | 0.179 (8) | −0.047 (5) | 0.053 (5) | −0.033 (6) |
O14 | 0.230 (13) | 0.132 (7) | 0.190 (10) | 0.053 (7) | 0.107 (9) | 0.102 (7) |
N1 | 0.0329 (7) | 0.0391 (8) | 0.0254 (7) | −0.0055 (6) | 0.0017 (5) | −0.0088 (5) |
N2 | 0.0246 (6) | 0.0356 (7) | 0.0291 (7) | 0.0045 (5) | 0.0001 (5) | −0.0046 (5) |
N3 | 0.0324 (8) | 0.0552 (10) | 0.0503 (10) | 0.0099 (8) | 0.0076 (8) | −0.0203 (8) |
N4 | 0.0244 (6) | 0.0418 (7) | 0.0301 (7) | 0.0063 (5) | 0.0022 (6) | −0.0036 (6) |
N5 | 0.0301 (8) | 0.0388 (8) | 0.0395 (8) | 0.0020 (6) | 0.0058 (7) | −0.0009 (6) |
N6 | 0.0302 (8) | 0.0380 (9) | 0.0974 (19) | 0.0112 (7) | 0.0040 (10) | −0.0022 (10) |
C1 | 0.0233 (7) | 0.0329 (8) | 0.0336 (9) | −0.0029 (6) | −0.0002 (6) | 0.0002 (6) |
C2 | 0.0308 (8) | 0.0427 (9) | 0.0221 (8) | −0.0057 (7) | −0.0032 (7) | 0.0023 (7) |
C3 | 0.0267 (8) | 0.0517 (11) | 0.0360 (10) | −0.0047 (8) | −0.0086 (7) | 0.0067 (8) |
C4 | 0.0217 (7) | 0.0304 (8) | 0.0424 (10) | −0.0010 (6) | −0.0051 (7) | −0.0015 (7) |
C5 | 0.0294 (8) | 0.0360 (9) | 0.0702 (14) | 0.0095 (7) | −0.0027 (11) | −0.0058 (10) |
C6 | 0.0298 (8) | 0.0566 (12) | 0.0316 (9) | 0.0032 (9) | 0.0027 (7) | −0.0075 (8) |
C7 | 0.0263 (8) | 0.0418 (9) | 0.0259 (8) | 0.0057 (7) | 0.0020 (6) | 0.0033 (7) |
C8 | 0.0236 (7) | 0.0354 (8) | 0.0296 (8) | 0.0066 (6) | 0.0006 (6) | 0.0010 (6) |
C9 | 0.0255 (8) | 0.0467 (10) | 0.0399 (10) | 0.0060 (8) | −0.0007 (7) | −0.0092 (8) |
C10 | 0.0214 (7) | 0.0383 (9) | 0.0379 (9) | 0.0025 (7) | −0.0002 (7) | 0.0008 (7) |
C11 | 0.0345 (10) | 0.0522 (12) | 0.0643 (15) | 0.0081 (9) | −0.0037 (10) | 0.0173 (11) |
C12 | 0.0350 (10) | 0.0468 (12) | 0.0688 (16) | −0.0010 (9) | 0.0148 (11) | −0.0161 (12) |
V1—O1 | 1.5930 (15) | C1—C2 | 1.522 (2) |
V1—O2 | 2.1698 (13) | C2—C3 | 1.536 (2) |
V1—O4 | 1.9860 (14) | C3—C4 | 1.499 (3) |
V1—N1 | 2.1267 (15) | C4—C5 | 1.358 (2) |
V1—N2 | 2.0897 (15) | C7—C8 | 1.533 (2) |
V1—N4 | 2.1485 (15) | C8—C9 | 1.526 (2) |
Cl1—O7 | 1.440 (2) | C9—C10 | 1.487 (2) |
Cl1—O8 | 1.438 (2) | C10—C11 | 1.351 (3) |
Cl1—O9 | 1.438 (2) | O6—H18 | 0.850 |
Cl1—O10 | 1.439 (2) | O6—H19 | 0.850 |
Cl2—O11 | 1.439 (6) | N1—H1 | 0.890 |
Cl2—O12 | 1.439 (3) | N1—H2 | 0.890 |
Cl2—O13 | 1.439 (5) | N3—H3 | 0.860 |
Cl2—O14 | 1.439 (6) | N4—H4 | 0.890 |
O2—C1 | 1.267 (2) | N4—H5 | 0.890 |
O3—C1 | 1.243 (2) | N5—H6 | 0.860 |
O4—C7 | 1.278 (2) | N6—H7 | 0.860 |
O5—C7 | 1.234 (2) | C2—H8 | 0.970 |
N1—C2 | 1.481 (2) | C3—H9 | 0.970 |
N2—C4 | 1.378 (2) | C3—H10 | 0.970 |
N2—C6 | 1.328 (2) | C5—H11 | 0.930 |
N3—C5 | 1.371 (3) | C6—H12 | 0.930 |
N3—C6 | 1.326 (3) | C8—H13 | 0.970 |
N4—C8 | 1.484 (2) | C9—H14 | 0.970 |
N5—C10 | 1.374 (2) | C9—H15 | 0.970 |
N5—C12 | 1.325 (2) | C11—H16 | 0.930 |
N6—C11 | 1.367 (3) | C12—H17 | 0.930 |
N6—C12 | 1.304 (3) | ||
O1···O9i | 2.769 (3) | N1···O5viii | 2.958 (2) |
O1···O10ii | 2.977 (3) | N1···O7v | 3.058 (3) |
O1···N6iii | 2.764 (2) | N1···O10ii | 3.014 (3) |
O2···N3iv | 2.963 (2) | N3···O2xi | 2.963 (2) |
O3···O6v | 2.723 (2) | N3···O3xi | 2.899 (2) |
O3···N3iv | 2.899 (2) | N4···O6 | 3.180 (2) |
O5···O6vi | 2.779 (2) | N4···O12vii | 3.094 (7) |
O5···N1vi | 2.958 (2) | N5···O6 | 2.730 (2) |
O6···O3vii | 2.723 (2) | N5···O11ii | 3.173 (5) |
O6···O5viii | 2.779 (2) | N5···O12vii | 3.139 (7) |
O6···N4 | 3.180 (2) | N5···O12ii | 3.192 (7) |
O6···N5 | 2.730 (2) | N6···O1iii | 2.764 (2) |
O7···Cl1 | 1.440 (2) | N6···O9iv | 3.160 (3) |
O7···N1vii | 3.058 (3) | O1···H7iii | 2.025 |
O8···Cl1 | 1.438 (2) | O3···H3iv | 2.042 |
O8···O13ix | 2.546 (5) | O3···H18v | 1.882 |
O9···Cl1 | 1.438 (2) | O5···H1vi | 2.171 |
O9···O1x | 2.769 (3) | O5···H19vi | 2.005 |
O9···N6xi | 3.160 (3) | O6···H5 | 2.357 |
O10···Cl1 | 1.439 (2) | O6···H6 | 1.880 |
O10···O1xii | 2.977 (3) | O7···H2vii | 2.187 |
O10···N1xii | 3.014 (3) | O7···H17v | 2.389 |
O11···Cl2 | 1.439 (6) | O10···H2xii | 2.230 |
O11···O12 | 2.350 (7) | O10···H17xiii | 2.398 |
O11···N5xii | 3.173 (5) | O12···H4v | 2.244 |
O11···C12xii | 3.141 (5) | H1···O5viii | 2.171 |
O12···O11 | 2.350 (7) | H2···O7v | 2.187 |
O12···O13 | 2.350 (7) | H2···O10ii | 2.230 |
O12···O14 | 2.350 (7) | H3···O3xi | 2.042 |
O12···N4v | 3.094 (7) | H4···O12vii | 2.244 |
O12···N5v | 3.139 (7) | H5···O6 | 2.357 |
O12···N5xii | 3.192 (7) | H6···O6 | 1.880 |
O12···C12xii | 3.177 (7) | H7···O1iii | 2.025 |
O13···Cl2 | 1.439 (5) | H17···O7vii | 2.389 |
O13···O8ix | 2.546 (5) | H17···O10xiv | 2.398 |
O13···O12 | 2.350 (7) | H18···O3vii | 1.882 |
O14···Cl2 | 1.439 (6) | H19···O5viii | 2.005 |
O14···O12 | 2.350 (7) | ||
O1—V1—O2 | 167.84 (7) | O5—C7—C8 | 120.23 (16) |
O1—V1—O4 | 106.13 (8) | N4—C8—C7 | 109.44 (14) |
O1—V1—N1 | 95.32 (8) | N4—C8—C9 | 114.00 (15) |
O1—V1—N2 | 99.58 (6) | C7—C8—C9 | 111.34 (15) |
O1—V1—N4 | 98.50 (7) | C8—C9—C10 | 114.60 (17) |
O2—V1—O4 | 85.44 (5) | N5—C10—C9 | 123.66 (17) |
O2—V1—N1 | 73.19 (6) | N5—C10—C11 | 106.33 (19) |
O2—V1—N2 | 84.07 (5) | C9—C10—C11 | 130.0 (2) |
O2—V1—N4 | 79.69 (6) | N6—C11—C10 | 106.7 (2) |
O4—V1—N1 | 158.55 (6) | N5—C12—N6 | 108.3 (2) |
O4—V1—N2 | 88.94 (5) | H18—O6—H19 | 109.5 |
O4—V1—N4 | 79.29 (5) | V1—N1—H1 | 109.4 |
N1—V1—N2 | 86.98 (6) | V1—N1—H2 | 109.4 |
N1—V1—N4 | 98.33 (6) | C2—N1—H1 | 109.4 |
N2—V1—N4 | 160.59 (6) | C2—N1—H2 | 109.4 |
O7—Cl1—O8 | 109.46 (16) | H1—N1—H2 | 109.5 |
O7—Cl1—O9 | 109.47 (19) | C5—N3—H3 | 125.9 |
O7—Cl1—O10 | 109.47 (19) | C6—N3—H3 | 125.9 |
O8—Cl1—O9 | 109.5 (2) | V1—N4—H4 | 109.4 |
O8—Cl1—O10 | 109.5 (2) | V1—N4—H5 | 109.4 |
O9—Cl1—O10 | 109.48 (18) | C8—N4—H4 | 109.4 |
O11—Cl2—O12 | 109.5 (3) | C8—N4—H5 | 109.4 |
O11—Cl2—O13 | 109.5 (4) | H4—N4—H5 | 109.5 |
O11—Cl2—O14 | 109.5 (3) | C10—N5—H6 | 125.5 |
O12—Cl2—O13 | 109.5 (3) | C12—N5—H6 | 125.6 |
O12—Cl2—O14 | 109.5 (4) | C11—N6—H7 | 125.2 |
O13—Cl2—O14 | 109.5 (4) | C12—N6—H7 | 125.2 |
V1—O2—C1 | 116.99 (11) | N1—C2—H8 | 109.7 |
V1—O4—C7 | 120.72 (12) | C1—C2—H8 | 109.7 |
V1—N1—C2 | 109.90 (11) | C3—C2—H8 | 109.7 |
V1—N2—C4 | 128.63 (12) | C2—C3—H9 | 108.2 |
V1—N2—C6 | 122.44 (13) | C2—C3—H10 | 108.2 |
C4—N2—C6 | 107.12 (16) | C4—C3—H9 | 108.2 |
C5—N3—C6 | 108.17 (18) | C4—C3—H10 | 108.2 |
V1—N4—C8 | 109.94 (11) | H9—C3—H10 | 109.5 |
C10—N5—C12 | 108.89 (19) | N3—C5—H11 | 126.6 |
C11—N6—C12 | 109.7 (2) | C4—C5—H11 | 126.6 |
O2—C1—O3 | 124.11 (17) | N2—C6—H12 | 125.0 |
O2—C1—C2 | 115.51 (15) | N3—C6—H12 | 125.0 |
O3—C1—C2 | 120.36 (17) | N4—C8—H13 | 107.2 |
N1—C2—C1 | 107.35 (14) | C7—C8—H13 | 107.2 |
N1—C2—C3 | 110.94 (16) | C9—C8—H13 | 107.3 |
C1—C2—C3 | 109.45 (15) | C8—C9—H14 | 108.2 |
C2—C3—C4 | 114.37 (16) | C8—C9—H15 | 108.2 |
N2—C4—C3 | 122.25 (16) | C10—C9—H14 | 108.2 |
N2—C4—C5 | 107.79 (19) | C10—C9—H15 | 108.2 |
C3—C4—C5 | 129.93 (19) | H14—C9—H15 | 109.5 |
N3—C5—C4 | 106.80 (18) | N6—C11—H16 | 126.6 |
N2—C6—N3 | 110.09 (19) | C10—C11—H16 | 126.6 |
O4—C7—O5 | 123.22 (17) | N5—C12—H17 | 125.8 |
O4—C7—C8 | 116.51 (16) | N6—C12—H17 | 125.8 |
O1—V1—O2—C1 | 46.4 (3) | V1—N2—C4—C3 | 18.5 (2) |
O1—V1—O4—C7 | 90.03 (15) | V1—N2—C4—C5 | −163.27 (13) |
O1—V1—N1—C2 | 148.17 (12) | V1—N2—C6—N3 | 165.12 (13) |
O1—V1—N2—C4 | −117.85 (16) | C4—N2—C6—N3 | −0.8 (2) |
O1—V1—N2—C6 | 79.51 (17) | C6—N2—C4—C3 | −176.77 (18) |
O1—V1—N4—C8 | −89.49 (13) | C6—N2—C4—C5 | 1.5 (2) |
O2—V1—O4—C7 | −86.17 (15) | C5—N3—C6—N2 | −0.2 (2) |
O4—V1—O2—C1 | −151.24 (13) | C6—N3—C5—C4 | 1.1 (2) |
O2—V1—N1—C2 | −35.90 (11) | V1—N4—C8—C7 | −21.46 (17) |
N1—V1—O2—C1 | 26.79 (12) | V1—N4—C8—C9 | −146.87 (13) |
O2—V1—N2—C4 | 50.45 (15) | C10—N5—C12—N6 | −0.6 (2) |
O2—V1—N2—C6 | −112.20 (16) | C12—N5—C10—C9 | −179.37 (19) |
N2—V1—O2—C1 | −61.83 (13) | C12—N5—C10—C11 | 0.03 (17) |
O2—V1—N4—C8 | 102.70 (12) | C11—N6—C12—N5 | 0.9 (2) |
N4—V1—O2—C1 | 128.84 (13) | C12—N6—C11—C10 | −0.8 (2) |
O4—V1—N1—C2 | −30.5 (2) | O2—C1—C2—N1 | −20.0 (2) |
N1—V1—O4—C7 | −91.3 (2) | O2—C1—C2—C3 | 100.47 (19) |
O4—V1—N2—C4 | 135.97 (15) | O3—C1—C2—N1 | 161.67 (16) |
O4—V1—N2—C6 | −26.67 (16) | O3—C1—C2—C3 | −77.8 (2) |
N2—V1—O4—C7 | −170.31 (15) | N1—C2—C3—C4 | 67.1 (2) |
O4—V1—N4—C8 | 15.44 (11) | C1—C2—C3—C4 | −51.2 (2) |
N4—V1—O4—C7 | −5.82 (15) | C2—C3—C4—N2 | −33.4 (2) |
N1—V1—N2—C4 | −22.96 (15) | C2—C3—C4—C5 | 148.9 (2) |
N1—V1—N2—C6 | 174.40 (17) | N2—C4—C5—N3 | −1.6 (2) |
N2—V1—N1—C2 | 48.82 (12) | C3—C4—C5—N3 | 176.47 (19) |
N1—V1—N4—C8 | 173.81 (12) | O4—C7—C8—N4 | 18.5 (2) |
N4—V1—N1—C2 | −112.41 (12) | O4—C7—C8—C9 | 145.46 (18) |
N2—V1—N4—C8 | 69.0 (2) | O5—C7—C8—N4 | −163.60 (18) |
N4—V1—N2—C4 | 83.7 (2) | O5—C7—C8—C9 | −36.7 (2) |
N4—V1—N2—C6 | −78.9 (2) | N4—C8—C9—C10 | −68.1 (2) |
V1—O2—C1—O3 | 167.36 (14) | C7—C8—C9—C10 | 167.46 (16) |
V1—O2—C1—C2 | −10.88 (19) | C8—C9—C10—N5 | 83.7 (2) |
V1—O4—C7—O5 | 176.75 (16) | C8—C9—C10—C11 | −95.5 (2) |
V1—O4—C7—C8 | −5.4 (2) | N5—C10—C11—N6 | 0.5 (2) |
V1—N1—C2—C1 | 41.25 (16) | C9—C10—C11—N6 | 179.8 (2) |
V1—N1—C2—C3 | −78.29 (16) |
Symmetry codes: (i) −x+1/2, y−1/2, −z+1; (ii) −x+1/2, y−1/2, −z; (iii) −x+1, −y, z; (iv) x+1/2, −y+1/2, −z+1; (v) x−1/2, −y+1/2, −z; (vi) x, y, z+1; (vii) x+1/2, −y+1/2, −z; (viii) x, y, z−1; (ix) −x+1, −y+1, z; (x) −x+1/2, y+1/2, −z+1; (xi) x−1/2, −y+1/2, −z+1; (xii) −x+1/2, y+1/2, −z; (xiii) −x+3/2, y+1/2, −z; (xiv) −x+3/2, y−1/2, −z. |