(N-Hydro­xy-N-phenyl­benzamidato-κ²O,O′)[3-methoxy­salicyl­aldehyde (2,4-di­chlorophenoxy­acetyl)­hydrazonato-κ³O,N,O′]oxovanadium(V)

The V^V atom in the title complex, [V(C₁₆H₁₂C₁₂N₂O₄)(C₁₃H₁₀NO₂)O], is coordinated by two O atoms and one N atom of the tridentate hydrazone ligand, and by two O atoms of the bidentate hydroxamate co-ligand, thus defining a distorted octahedral VO(ONO)(ON) geometry.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.042
• wR factor = 0.115
• Data-to-parameter ratio = 17.0

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  V1     -   O7      ..       6.48 su
PLAT431_ALERT_2_C Short Inter HL..A Contact  Cl2    ..  O5      ..       3.24 Ang.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 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
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: RAPID-AUTO (Rigaku Corporation, 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-Hydroxy-N-phenylbenzamidato-κ²O,O')[3-methoxysalicylaldehyde (2,4-dichlorophenoxyacetyl)hydrazonato-κ³O,N,O']oxovanadium(V)

Crystal data

[V(C16H12Cl2N2O4)(C13H10NO2)O]	F(000) = 2640
Mr = 646.34	Dx = 1.521 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 22925 reflections
a = 26.290 (2) Å	θ = 3.4–27.5°
b = 14.445 (2) Å	µ = 0.59 mm^−1
c = 15.568 (2) Å	T = 293 K
β = 107.30 (3)°	Prism, red
V = 5644.6 (15) Å^3	0.39 × 0.27 × 0.20 mm
Z = 8

Data collection

Rigaku R-AXIS RAPID diffractometer	6460 independent reflections
Radiation source: fine-focus sealed tube	5251 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.026
Detector resolution: 10 pixels mm^-1	θmax = 27.5°, θmin = 3.1°
ω scans	h = −34→34
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −18→18
Tmin = 0.802, Tmax = 0.891	l = −20→18
23639 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.042	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.115	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0608P)^2 + 5.141P] where P = (Fo^2 + 2Fc^2)/3
6460 reflections	(Δ/σ)max = 0.001
380 parameters	Δρmax = 0.48 e Å^−3
0 restraints	Δρmin = −0.33 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
V1	0.321105 (12)	0.53758 (2)	0.51372 (2)	0.03199 (10)
Cl1	0.46458 (3)	0.94856 (6)	0.62883 (5)	0.0760 (2)
Cl2	0.38065 (4)	1.01847 (6)	0.27871 (5)	0.0799 (2)
N1	0.30830 (6)	0.55964 (11)	0.63686 (12)	0.0355 (4)
N2	0.31307 (7)	0.65065 (12)	0.66864 (12)	0.0407 (4)
N3	0.39976 (6)	0.59063 (12)	0.43681 (11)	0.0372 (4)
O1	0.26180 (6)	0.52134 (10)	0.45322 (11)	0.0446 (3)
O2	0.33666 (5)	0.41870 (9)	0.55690 (10)	0.0381 (3)
O3	0.31960 (6)	0.67327 (9)	0.52761 (10)	0.0396 (3)
O4	0.33445 (6)	0.23986 (10)	0.52733 (12)	0.0517 (4)
O5	0.37046 (6)	0.84276 (11)	0.61107 (10)	0.0447 (3)
O6	0.35002 (5)	0.55213 (10)	0.41948 (9)	0.0375 (3)
O7	0.40533 (5)	0.56606 (10)	0.57838 (9)	0.0385 (3)
C1	0.31100 (7)	0.36539 (14)	0.60035 (14)	0.0372 (4)
C2	0.30890 (8)	0.26907 (14)	0.58567 (15)	0.0416 (5)
C3	0.28196 (9)	0.21351 (17)	0.62926 (18)	0.0533 (6)
C4	0.25938 (10)	0.25130 (18)	0.69153 (19)	0.0578 (6)
C5	0.26421 (10)	0.34333 (18)	0.71087 (17)	0.0530 (6)
C6	0.28972 (8)	0.40191 (15)	0.66489 (15)	0.0406 (5)
C7	0.29564 (8)	0.49835 (15)	0.68671 (15)	0.0409 (5)
C8	0.34044 (13)	0.14289 (18)	0.5184 (2)	0.0743 (9)
C9	0.31834 (7)	0.70352 (14)	0.60498 (14)	0.0365 (4)
C10	0.32245 (9)	0.80608 (15)	0.62224 (16)	0.0436 (5)
C11	0.36954 (8)	0.88075 (14)	0.53111 (14)	0.0387 (4)
C12	0.32947 (9)	0.87108 (16)	0.45193 (16)	0.0469 (5)
C13	0.33256 (10)	0.91332 (17)	0.37469 (17)	0.0526 (6)
C14	0.37666 (11)	0.96487 (16)	0.37621 (17)	0.0514 (6)
C15	0.41737 (10)	0.97505 (17)	0.45321 (18)	0.0524 (6)
C16	0.41371 (9)	0.93312 (17)	0.53048 (16)	0.0464 (5)
C17	0.41183 (8)	0.62751 (15)	0.36041 (13)	0.0377 (4)
C18	0.41329 (10)	0.72179 (17)	0.35063 (17)	0.0516 (6)
C19	0.42550 (11)	0.7572 (2)	0.27688 (19)	0.0635 (7)
C20	0.43537 (10)	0.6983 (2)	0.21512 (16)	0.0615 (7)
C21	0.43351 (9)	0.6048 (2)	0.22521 (15)	0.0566 (7)
C22	0.42157 (9)	0.56763 (18)	0.29830 (15)	0.0463 (5)
C23	0.42757 (8)	0.59495 (13)	0.52323 (13)	0.0346 (4)
C24	0.48198 (8)	0.63366 (15)	0.55165 (13)	0.0370 (4)
C25	0.51918 (8)	0.61873 (15)	0.50606 (15)	0.0421 (5)
C26	0.56972 (9)	0.65413 (18)	0.53866 (17)	0.0504 (5)
C27	0.58342 (10)	0.7058 (2)	0.61584 (19)	0.0646 (7)
C28	0.54670 (12)	0.7220 (3)	0.66106 (19)	0.0772 (9)
C29	0.49644 (10)	0.6848 (2)	0.62971 (17)	0.0617 (7)
H3	0.2788	0.1504	0.6170	0.064*
H4	0.2409	0.2134	0.7202	0.069*
H5	0.2505	0.3675	0.7548	0.064*
H7	0.2900	0.5178	0.7401	0.049*
H8C	0.3605	0.1315	0.4771	0.111*
H8B	0.3059	0.1147	0.4962	0.111*
H8A	0.3589	0.1170	0.5760	0.111*
H10A	0.3215	0.8183	0.6830	0.052*
H10B	0.2921	0.8368	0.5810	0.052*
H12	0.2998	0.8354	0.4505	0.056*
H13	0.3049	0.9070	0.3215	0.063*
H15	0.4472	1.0098	0.4537	0.063*
H18	0.4062	0.7611	0.3930	0.062*
H19	0.4270	0.8209	0.2692	0.076*
H20	0.4435	0.7224	0.1654	0.074*
H21	0.4404	0.5658	0.1824	0.068*
H22	0.4201	0.5039	0.3055	0.056*
H25	0.5099	0.5845	0.4530	0.050*
H26	0.5947	0.6430	0.5083	0.061*
H27	0.6176	0.7299	0.6377	0.077*
H28	0.5558	0.7582	0.7128	0.093*
H29	0.4720	0.6943	0.6615	0.074*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
V1	0.03085 (17)	0.03022 (17)	0.03714 (18)	0.00074 (12)	0.01354 (13)	0.00042 (13)
Cl1	0.0545 (4)	0.1104 (6)	0.0579 (4)	−0.0322 (4)	0.0088 (3)	0.0001 (4)
Cl2	0.1076 (6)	0.0761 (5)	0.0629 (4)	0.0155 (4)	0.0361 (4)	0.0258 (4)
N1	0.0331 (8)	0.0346 (8)	0.0426 (9)	0.0014 (6)	0.0169 (7)	0.0015 (7)
N2	0.0441 (9)	0.0368 (9)	0.0469 (10)	0.0006 (7)	0.0224 (8)	−0.0040 (8)
N3	0.0345 (8)	0.0455 (10)	0.0345 (8)	−0.0035 (7)	0.0149 (7)	0.0005 (7)
O1	0.0355 (7)	0.0415 (8)	0.0550 (9)	0.0000 (6)	0.0106 (7)	−0.0020 (7)
O2	0.0382 (7)	0.0322 (7)	0.0503 (8)	0.0037 (6)	0.0227 (6)	0.0044 (6)
O3	0.0497 (8)	0.0303 (7)	0.0426 (8)	0.0009 (6)	0.0195 (7)	−0.0008 (6)
O4	0.0542 (9)	0.0337 (8)	0.0715 (11)	0.0011 (7)	0.0251 (8)	−0.0030 (7)
O5	0.0443 (8)	0.0459 (8)	0.0448 (8)	−0.0098 (6)	0.0147 (7)	−0.0019 (7)
O6	0.0340 (7)	0.0424 (8)	0.0371 (7)	−0.0045 (6)	0.0123 (6)	−0.0040 (6)
O7	0.0367 (7)	0.0458 (8)	0.0360 (7)	−0.0027 (6)	0.0157 (6)	0.0043 (6)
C1	0.0287 (9)	0.0356 (10)	0.0476 (11)	−0.0003 (7)	0.0118 (8)	0.0076 (9)
C2	0.0324 (10)	0.0375 (10)	0.0522 (12)	0.0006 (8)	0.0087 (9)	0.0048 (9)
C3	0.0469 (13)	0.0397 (12)	0.0711 (16)	−0.0072 (9)	0.0145 (12)	0.0091 (11)
C4	0.0520 (13)	0.0513 (14)	0.0742 (17)	−0.0074 (11)	0.0250 (13)	0.0202 (12)
C5	0.0505 (13)	0.0567 (14)	0.0590 (14)	−0.0007 (11)	0.0273 (11)	0.0141 (12)
C6	0.0372 (10)	0.0414 (11)	0.0458 (11)	−0.0003 (8)	0.0165 (9)	0.0084 (9)
C7	0.0377 (10)	0.0459 (11)	0.0437 (11)	0.0021 (9)	0.0193 (9)	0.0046 (9)
C8	0.0790 (19)	0.0377 (13)	0.110 (3)	0.0034 (13)	0.0336 (18)	−0.0111 (15)
C9	0.0306 (9)	0.0360 (10)	0.0452 (11)	0.0015 (8)	0.0151 (8)	−0.0038 (9)
C10	0.0456 (11)	0.0378 (11)	0.0540 (13)	−0.0031 (9)	0.0250 (10)	−0.0053 (9)
C11	0.0407 (10)	0.0323 (10)	0.0455 (11)	0.0018 (8)	0.0163 (9)	−0.0026 (8)
C12	0.0415 (11)	0.0418 (11)	0.0548 (13)	−0.0005 (9)	0.0106 (10)	−0.0026 (10)
C13	0.0546 (13)	0.0497 (13)	0.0480 (13)	0.0108 (11)	0.0067 (11)	0.0006 (11)
C14	0.0649 (15)	0.0435 (12)	0.0510 (13)	0.0135 (11)	0.0253 (12)	0.0090 (10)
C15	0.0516 (13)	0.0533 (14)	0.0592 (15)	−0.0006 (10)	0.0271 (12)	0.0048 (11)
C16	0.0403 (11)	0.0497 (12)	0.0491 (12)	−0.0026 (9)	0.0132 (10)	−0.0038 (10)
C17	0.0330 (9)	0.0502 (12)	0.0316 (9)	0.0035 (8)	0.0121 (8)	0.0031 (8)
C18	0.0619 (14)	0.0495 (13)	0.0516 (13)	0.0138 (11)	0.0296 (12)	0.0081 (11)
C19	0.0684 (17)	0.0639 (16)	0.0626 (16)	0.0119 (13)	0.0265 (14)	0.0255 (13)
C20	0.0449 (13)	0.104 (2)	0.0382 (12)	0.0023 (13)	0.0156 (10)	0.0167 (14)
C21	0.0417 (12)	0.094 (2)	0.0349 (11)	−0.0051 (12)	0.0131 (10)	−0.0138 (12)
C22	0.0411 (11)	0.0594 (13)	0.0392 (11)	−0.0043 (10)	0.0130 (9)	−0.0099 (10)
C23	0.0335 (9)	0.0351 (10)	0.0377 (10)	0.0033 (7)	0.0143 (8)	0.0010 (8)
C24	0.0324 (9)	0.0436 (11)	0.0365 (10)	−0.0004 (8)	0.0126 (8)	0.0021 (8)
C25	0.0384 (10)	0.0474 (12)	0.0435 (11)	0.0004 (9)	0.0170 (9)	−0.0013 (9)
C26	0.0375 (11)	0.0633 (15)	0.0550 (14)	0.0002 (10)	0.0207 (10)	0.0059 (12)
C27	0.0401 (12)	0.092 (2)	0.0602 (15)	−0.0208 (13)	0.0133 (11)	−0.0037 (15)
C28	0.0629 (17)	0.118 (3)	0.0529 (15)	−0.0339 (17)	0.0201 (13)	−0.0300 (17)
C29	0.0488 (13)	0.094 (2)	0.0486 (13)	−0.0187 (13)	0.0241 (11)	−0.0212 (14)

Geometric parameters (Å, º)

V1—N1	2.0672 (17)	C9—C10	1.504 (3)
V1—O1	1.5810 (16)	C10—H10A	0.9700
V1—O2	1.8452 (14)	C10—H10B	0.9700
V1—O3	1.9737 (14)	C11—C12	1.370 (3)
V1—O6	1.8541 (14)	C11—C16	1.388 (3)
V1—O7	2.1816 (15)	C12—C13	1.372 (3)
N1—N2	1.397 (2)	C12—H12	0.9300
N1—C7	1.285 (3)	C13—C14	1.372 (4)
N2—C9	1.291 (3)	C13—H13	0.9300
O3—C9	1.291 (2)	C14—C15	1.357 (4)
Cl1—C16	1.722 (2)	C15—C16	1.375 (3)
Cl2—C14	1.735 (2)	C15—H15	0.9300
N3—C17	1.423 (2)	C17—C18	1.372 (3)
N3—C23	1.328 (3)	C17—C22	1.377 (3)
O2—C1	1.333 (2)	C18—C19	1.379 (3)
O4—C2	1.348 (3)	C18—H18	0.9300
O4—C8	1.421 (3)	C19—C20	1.365 (4)
O5—C10	1.426 (2)	C19—H19	0.9300
O5—C11	1.354 (3)	C20—C21	1.362 (4)
O6—N3	1.372 (2)	C20—H20	0.9300
O7—C23	1.246 (2)	C21—C22	1.376 (3)
C1—C2	1.409 (3)	C21—H21	0.9300
C1—C6	1.391 (3)	C22—H22	0.9300
C2—C3	1.376 (3)	C23—C24	1.476 (3)
C3—C4	1.390 (4)	C24—C25	1.386 (3)
C3—H3	0.9300	C24—C29	1.376 (3)
C4—C5	1.361 (4)	C25—C26	1.372 (3)
C4—H4	0.9300	C25—H25	0.9300
C5—C6	1.401 (3)	C26—C27	1.368 (4)
C5—H5	0.9300	C26—H26	0.9300
C6—C7	1.431 (3)	C27—C28	1.374 (4)
C7—H7	0.9300	C27—H27	0.9300
C8—H8A	0.9600	C28—C29	1.374 (4)
C8—H8B	0.9600	C28—H28	0.9300
C8—H8C	0.9600	C29—H29	0.9300
N1—V1—O7	88.04 (6)	C11—O5—C10	119.22 (17)
O1—V1—N1	99.88 (8)	C11—C12—C13	120.9 (2)
O1—V1—O2	98.71 (7)	C11—C12—H12	119.6
O1—V1—O3	99.46 (7)	C11—C16—Cl1	119.62 (18)
O1—V1—O6	96.27 (8)	C12—C11—C16	118.0 (2)
O1—V1—O7	171.34 (7)	C12—C13—H13	120.1
O2—V1—N1	83.41 (6)	C13—C12—H12	119.6
O2—V1—O3	153.37 (7)	C13—C14—Cl2	119.9 (2)
O2—V1—O6	107.17 (6)	C14—C13—C12	119.7 (2)
O2—V1—O7	85.58 (6)	C14—C13—H13	120.1
O3—V1—N1	74.41 (6)	C14—C15—C16	118.9 (2)
O3—V1—O7	79.21 (6)	C14—C15—H15	120.6
O6—V1—N1	159.14 (7)	C15—C14—Cl2	119.2 (2)
O6—V1—O3	90.02 (6)	C15—C14—C13	121.0 (2)
O6—V1—O7	75.23 (6)	C15—C16—C11	121.5 (2)
N1—C7—C6	123.8 (2)	C15—C16—Cl1	118.87 (19)
N1—C7—H7	118.1	C16—C15—H15	120.6
N2—N1—V1	116.83 (12)	C17—C18—C19	118.8 (2)
N2—C9—C10	117.65 (18)	C17—C18—H18	120.6
N3—O6—V1	118.78 (11)	C17—C22—H22	120.9
N3—C23—C24	120.92 (17)	C18—C17—N3	119.01 (19)
O2—C1—C2	119.32 (19)	C18—C17—C22	121.9 (2)
O2—C1—C6	121.35 (18)	C18—C19—H19	120.1
O3—C9—N2	123.68 (18)	C19—C18—H18	120.6
O3—C9—C10	118.67 (18)	C19—C20—H20	119.5
O4—C2—C3	125.6 (2)	C20—C19—C18	119.7 (3)
O4—C2—C1	114.53 (18)	C20—C19—H19	120.1
O4—C8—H8A	109.5	C20—C21—C22	120.5 (2)
O4—C8—H8C	109.5	C20—C21—H21	119.8
O4—C8—H8B	109.5	C21—C20—C19	121.0 (2)
O5—C10—C9	111.31 (16)	C21—C20—H20	119.5
O5—C10—H10A	109.4	C21—C22—C17	118.1 (2)
O5—C10—H10B	109.4	C21—C22—H22	120.9
O5—C11—C12	125.78 (19)	C22—C17—N3	119.1 (2)
O5—C11—C16	116.2 (2)	C22—C21—H21	119.8
O6—N3—C17	115.09 (16)	C23—N3—O6	115.05 (15)
O7—C23—N3	116.92 (17)	C23—N3—C17	129.58 (17)
O7—C23—C24	122.15 (18)	C23—O7—V1	111.42 (13)
C1—O2—V1	129.17 (12)	C24—C25—H25	119.8
C1—C6—C5	119.8 (2)	C24—C29—H29	119.7
C1—C6—C7	120.12 (18)	C25—C24—C23	123.81 (19)
C2—O4—C8	117.8 (2)	C25—C26—H26	120.0
C2—C3—C4	120.3 (2)	C26—C25—C24	120.4 (2)
C2—C3—H3	119.9	C26—C25—H25	119.8
C3—C2—C1	119.8 (2)	C26—C27—C28	120.1 (2)
C3—C4—H4	119.8	C26—C27—H27	119.9
C4—C3—H3	119.9	C27—C26—C25	120.0 (2)
C4—C5—C6	120.3 (2)	C27—C26—H26	120.0
C4—C5—H5	119.9	C27—C28—C29	119.9 (3)
C5—C4—C3	120.5 (2)	C27—C28—H28	120.0
C5—C4—H4	119.8	C28—C27—H27	119.9
C5—C6—C7	120.1 (2)	C28—C29—C24	120.5 (2)
C6—C1—C2	119.15 (19)	C28—C29—H29	119.7
C6—C5—H5	119.9	C29—C24—C25	119.0 (2)
C6—C7—H7	118.1	C29—C24—C23	117.19 (18)
C7—N1—V1	126.64 (15)	C29—C28—H28	120.0
C7—N1—N2	116.52 (17)	H8B—C8—H8A	109.5
C9—N2—N1	107.67 (16)	H8C—C8—H8A	109.5
C9—O3—V1	116.44 (12)	H8C—C8—H8B	109.5
C9—C10—H10A	109.4	H10B—C10—H10A	108.0
C9—C10—H10B	109.4
V1—N1—N2—C9	8.0 (2)	O6—N3—C23—C24	179.24 (16)
V1—N1—C7—C6	1.8 (3)	O7—V1—N1—N2	70.52 (13)
V1—O2—C1—C2	145.53 (16)	O7—V1—N1—C7	−110.55 (17)
V1—O2—C1—C6	−39.4 (3)	O7—V1—O2—C1	132.37 (18)
V1—O3—C9—N2	−6.7 (3)	O7—V1—O3—C9	−83.03 (14)
V1—O3—C9—C10	174.21 (14)	O7—V1—O6—N3	−14.19 (12)
V1—O6—N3—C17	−159.97 (13)	O7—C23—C24—C25	141.7 (2)
V1—O6—N3—C23	14.5 (2)	O7—C23—C24—C29	−36.1 (3)
V1—O7—C23—N3	−9.4 (2)	C1—C2—C3—C4	−3.6 (3)
V1—O7—C23—C24	169.77 (15)	C1—C6—C7—N1	17.2 (3)
N1—V1—O2—C1	43.84 (18)	C2—C1—C6—C5	−3.2 (3)
N1—V1—O3—C9	7.95 (13)	C2—C1—C6—C7	174.4 (2)
N1—V1—O6—N3	23.6 (3)	C2—C3—C4—C5	−0.8 (4)
N1—V1—O7—C23	−154.42 (14)	C3—C4—C5—C6	3.2 (4)
N1—N2—C9—O3	−1.1 (3)	C4—C5—C6—C1	−1.1 (4)
N1—N2—C9—C10	178.07 (17)	C4—C5—C6—C7	−178.8 (2)
N2—N1—C7—C6	−179.22 (19)	C5—C6—C7—N1	−165.2 (2)
N2—C9—C10—O5	122.7 (2)	C6—C1—C2—O4	−174.73 (19)
N3—C17—C18—C19	179.4 (2)	C6—C1—C2—C3	5.6 (3)
N3—C17—C22—C21	−179.58 (19)	C7—N1—N2—C9	−171.05 (18)
N3—C23—C24—C25	−39.2 (3)	C8—O4—C2—C1	171.5 (2)
N3—C23—C24—C29	143.0 (2)	C8—O4—C2—C3	−8.9 (4)
O1—V1—N1—N2	−105.97 (14)	C10—O5—C11—C12	−14.6 (3)
O1—V1—N1—C7	72.96 (18)	C10—O5—C11—C16	166.07 (18)
O1—V1—O2—C1	−55.20 (18)	C11—O5—C10—C9	95.4 (2)
O1—V1—O3—C9	105.66 (15)	C11—C12—C13—C14	1.0 (3)
O1—V1—O6—N3	164.16 (13)	C12—C11—C16—Cl1	179.03 (17)
O2—V1—N1—N2	156.29 (14)	C12—C11—C16—C15	0.6 (3)
O2—V1—N1—C7	−24.78 (17)	C12—C13—C14—Cl2	−179.92 (18)
O2—V1—O3—C9	−26.7 (2)	C12—C13—C14—C15	−0.2 (4)
O2—V1—O6—N3	−94.69 (14)	Cl2—C14—C15—C16	179.37 (19)
O2—V1—O7—C23	122.04 (14)	C13—C14—C15—C16	−0.4 (4)
O2—C1—C2—O4	0.5 (3)	C14—C15—C16—C11	0.2 (4)
O2—C1—C2—C3	−179.2 (2)	C14—C15—C16—Cl1	−178.31 (19)
O2—C1—C6—C5	−178.3 (2)	C16—C11—C12—C13	−1.1 (3)
O2—C1—C6—C7	−0.7 (3)	C17—N3—C23—O7	171.89 (19)
O3—V1—N1—N2	−8.82 (13)	C17—N3—C23—C24	−7.2 (3)
O3—V1—N1—C7	170.11 (18)	C17—C18—C19—C20	0.6 (4)
O3—V1—O2—C1	77.3 (2)	C18—C17—C22—C21	0.6 (3)
O3—V1—O6—N3	64.65 (13)	C18—C19—C20—C21	−0.2 (4)
O3—V1—O7—C23	−79.92 (14)	C19—C20—C21—C22	0.0 (4)
O3—C9—C10—O5	−58.1 (3)	C20—C21—C22—C17	−0.2 (3)
O4—C2—C3—C4	176.7 (2)	C22—C17—C18—C19	−0.8 (4)
O5—C11—C12—C13	179.6 (2)	C23—N3—C17—C18	−66.5 (3)
O5—C11—C16—Cl1	−1.6 (3)	C23—N3—C17—C22	113.6 (2)
O5—C11—C16—C15	179.9 (2)	C23—C24—C25—C26	−177.4 (2)
O6—V1—N1—N2	34.2 (3)	C23—C24—C29—C28	179.1 (3)
O6—V1—N1—C7	−146.86 (19)	C24—C25—C26—C27	−1.0 (4)
O6—V1—O2—C1	−154.58 (17)	C25—C24—C29—C28	1.2 (4)
O6—V1—O3—C9	−157.98 (14)	C25—C26—C27—C28	0.2 (4)
O6—V1—O7—C23	12.98 (13)	C26—C27—C28—C29	1.3 (5)
O6—N3—C17—C18	107.0 (2)	C27—C28—C29—C24	−2.0 (5)
O6—N3—C17—C22	−72.8 (2)	C29—C24—C25—C26	0.3 (4)
O6—N3—C23—O7	−1.6 (3)