A trigonal prismatic coordination geometry for vanadium in bis(2-oxido­naphthalene-1-carb­aldehyde benzoyl­hydrazonato)­vanadium(IV) di­chloro­methane hexane hemisolvate

The V^IV atom in the title compound, [V(C₁₈H₁₂N₂O₄)₂]·CH₂Cl₂·0.5C₆H₁₄, which crystallizes as a di­chloro­methane hexane hemisolvate, exists in a trigonal prismatic geometry. The hexane mol­ecule lies across an inversion center and both solvent mol­ecules are disordered.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.005 Å
• Disorder in solvent or counterion
• R factor = 0.056
• wR factor = 0.174
• Data-to-parameter ratio = 17.0

checkCIF/PLATON results

No syntax errors found



Alert level B
CELLV02_ALERT_1_B  The supplied cell volume s.u. differs from that
            calculated from the cell parameter s.u.'s by > 4
            Calculated cell volume su =      11.95
            Cell volume su given      =       6.00

Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT243_ALERT_4_C High  'Solvent' Ueq as Compared to Neighbors for        Cl1
PLAT243_ALERT_4_C High  'Solvent' Ueq as Compared to Neighbors for        Cl2
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        C37
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for       C37'
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.72
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      44.00 Perc.

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   8 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 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
   5 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

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.

bis(2-oxidonaphthalene-1-carbaldehyde benzoylhydrazonato)vanadium(IV) dichloromethane hexane hemisolvate

Crystal data

[V(C18H12N2O4)2]·CH2Cl2·0.5C6H14	Z = 2
Mr = 755.54	F(000) = 780
Triclinic, P1	Dx = 1.404 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 12.598 (3) Å	Cell parameters from 15371 reflections
b = 13.021 (3) Å	θ = 3.0–27.5°
c = 13.652 (3) Å	µ = 0.48 mm^−1
α = 116.04 (3)°	T = 295 K
β = 101.84 (3)°	Prism, black
γ = 106.21 (3)°	0.38 × 0.26 × 0.18 mm
V = 1787.2 (6) Å^3

Data collection

Rigaku R-AXIS RAPID diffractometer	8039 independent reflections
Radiation source: fine-focus sealed tube	5896 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.023
ω scans	θmax = 27.5°, θmin = 3.0°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −15→16
Tmin = 0.758, Tmax = 0.919	k = −16→16
17362 measured reflections	l = −17→17

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)] = 0.056	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.174	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.1036P)^2 + 0.4047P] where P = (Fo^2 + 2Fc^2)/3
8039 reflections	(Δ/σ)max = 0.001
474 parameters	Δρmax = 0.88 e Å^−3
39 restraints	Δρmin = −0.94 e Å^−3

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
V1	0.37764 (4)	0.24017 (4)	0.54285 (4)	0.0362 (1)
Cl1	0.2954 (1)	0.2548 (1)	0.1674 (2)	0.1372 (7)
Cl2	0.5184 (1)	0.2519 (1)	0.2638 (2)	0.1135 (5)
O1	0.3556 (2)	0.3785 (2)	0.5416 (2)	0.0429 (4)
O2	0.3951 (2)	0.1850 (2)	0.6520 (2)	0.0445 (4)
O3	0.5385 (2)	0.3629 (2)	0.6375 (2)	0.0446 (4)
O4	0.2768 (2)	0.1391 (2)	0.3795 (2)	0.0448 (4)
N1	0.2245 (2)	0.2143 (2)	0.5762 (2)	0.0413 (5)
N2	0.2068 (2)	0.1598 (2)	0.6427 (2)	0.0473 (5)
N3	0.4599 (2)	0.1316 (2)	0.4599 (2)	0.0383 (4)
N4	0.3947 (2)	0.0350 (2)	0.3433 (2)	0.0433 (5)
C1	0.2567 (2)	0.3806 (2)	0.4907 (2)	0.0402 (5)
C2	0.2660 (3)	0.4631 (3)	0.4476 (3)	0.0494 (6)
C3	0.1671 (3)	0.4722 (3)	0.3978 (3)	0.0524 (7)
C4	0.0522 (3)	0.4026 (3)	0.3868 (2)	0.0456 (6)
C5	−0.0489 (3)	0.4144 (3)	0.3353 (3)	0.0544 (7)
C6	−0.1586 (3)	0.3498 (3)	0.3276 (3)	0.0619 (8)
C7	−0.1714 (3)	0.2717 (3)	0.3721 (3)	0.0631 (8)
C8	−0.0755 (3)	0.2566 (3)	0.4216 (3)	0.0552 (7)
C9	0.0398 (2)	0.3218 (2)	0.4311 (2)	0.0422 (6)
C10	0.1447 (2)	0.3106 (2)	0.4837 (2)	0.0408 (5)
C11	0.1379 (2)	0.2415 (2)	0.5392 (2)	0.0430 (6)
C12	0.3035 (2)	0.1486 (2)	0.6801 (2)	0.0423 (6)
C13	0.3148 (3)	0.0978 (3)	0.7569 (2)	0.0466 (6)
C14	0.2231 (3)	0.0632 (3)	0.7937 (3)	0.0601 (8)
C15	0.2350 (4)	0.0173 (4)	0.8665 (3)	0.0769 (11)
C16	0.3396 (5)	0.0054 (4)	0.9044 (4)	0.0836 (12)
C17	0.4286 (4)	0.0369 (4)	0.8669 (3)	0.0771 (11)
C18	0.4175 (3)	0.0830 (3)	0.7937 (3)	0.0574 (7)
C19	0.6332 (2)	0.3491 (2)	0.6799 (2)	0.0408 (5)
C20	0.7212 (3)	0.4514 (3)	0.7909 (2)	0.0503 (7)
C21	0.8278 (3)	0.4503 (3)	0.8332 (2)	0.0540 (7)
C22	0.8555 (3)	0.3482 (3)	0.7705 (2)	0.0462 (6)
C23	0.9681 (3)	0.3506 (3)	0.8135 (3)	0.0588 (8)
C24	0.9944 (3)	0.2515 (3)	0.7538 (3)	0.0612 (8)
C25	0.9087 (3)	0.1472 (3)	0.6480 (3)	0.0547 (7)
C26	0.7987 (3)	0.1418 (3)	0.6022 (3)	0.0473 (6)
C27	0.7683 (2)	0.2424 (2)	0.6611 (2)	0.0411 (5)
C28	0.6542 (2)	0.2426 (2)	0.6160 (2)	0.0378 (5)
C29	0.5679 (2)	0.1435 (2)	0.5030 (2)	0.0412 (6)
C30	0.2973 (2)	0.0462 (2)	0.3083 (2)	0.0397 (5)
C31	0.2076 (2)	−0.0431 (2)	0.1871 (2)	0.0434 (6)
C32	0.2248 (3)	−0.1424 (3)	0.1084 (3)	0.0600 (8)
C33	0.1400 (4)	−0.2246 (4)	−0.0052 (3)	0.0757 (11)
C34	0.0381 (4)	−0.2099 (4)	−0.0404 (3)	0.0737 (10)
C35	0.0206 (3)	−0.1130 (3)	0.0377 (3)	0.0718 (10)
C36	0.1046 (3)	−0.0290 (3)	0.1521 (3)	0.0589 (8)
C37	0.4307 (4)	0.3359 (4)	0.2845 (4)	0.0773 (18)	0.815 (12)
C37'	0.4530 (5)	0.337 (1)	0.218 (2)	0.0773 (18)	0.185 (12)
C38	0.4838 (9)	0.543 (1)	0.981 (2)	0.208 (6)	0.741 (13)
C39	0.3534 (8)	0.494 (1)	0.923 (1)	0.189 (6)	0.741 (13)
C40	0.312 (1)	0.549 (1)	0.858 (1)	0.177 (6)	0.741 (13)
C38'	0.440 (2)	0.465 (2)	0.947 (3)	0.208 (6)	0.259 (13)
C39'	0.415 (3)	0.546 (4)	0.900 (3)	0.189 (6)	0.259 (13)
C40'	0.331 (3)	0.597 (4)	0.953 (3)	0.177 (6)	0.259 (13)
H2	0.3401	0.5109	0.4537	0.059*
H3	0.1751	0.5263	0.3698	0.063*
H5	−0.0405	0.4673	0.3060	0.065*
H6	−0.2249	0.3579	0.2927	0.074*
H7	−0.2464	0.2289	0.3683	0.076*
H8	−0.0866	0.2024	0.4494	0.066*
H11	0.0676	0.2134	0.5504	0.052*
H14	0.1532	0.0713	0.7686	0.072*
H15	0.1732	−0.0059	0.8906	0.092*
H16	0.3488	−0.0239	0.9552	0.100*
H17	0.4978	0.0271	0.8910	0.093*
H18	0.4791	0.1044	0.7689	0.069*
H20	0.7055	0.5196	0.8349	0.060*
H21	0.8845	0.5188	0.9057	0.065*
H23	1.0259	0.4211	0.8842	0.071*
H24	1.0691	0.2541	0.7838	0.073*
H25	0.9263	0.0796	0.6072	0.066*
H26	0.7429	0.0705	0.5309	0.057*
H29	0.5899	0.0825	0.4564	0.049*
H32	0.2930	−0.1541	0.1316	0.072*
H33	0.1523	−0.2907	−0.0584	0.091*
H34	−0.0185	−0.2657	−0.1168	0.088*
H35	−0.0485	−0.1027	0.0142	0.086*
H36	0.0913	0.0365	0.2049	0.071*
H37a	0.4167	0.3523	0.3561	0.093*	0.815 (12)
H37b	0.4731	0.4164	0.2939	0.093*	0.815 (12)
H37c	0.4801	0.4221	0.2841	0.093*	0.185 (12)
H37d	0.4753	0.3410	0.1559	0.093*	0.185 (12)
H38a	0.5139	0.6268	1.0499	0.250*	0.741 (13)
H38b	0.5215	0.5488	0.9275	0.250*	0.741 (13)
H39a	0.3222	0.4038	0.8684	0.227*	0.741 (13)
H39b	0.3191	0.5066	0.9825	0.227*	0.741 (13)
H40a	0.2378	0.5516	0.8645	0.265*	0.741 (13)
H40b	0.2990	0.4978	0.7770	0.265*	0.741 (13)
H40c	0.3703	0.6323	0.8913	0.265*	0.741 (13)
H38c	0.4412	0.3914	0.8846	0.250*	0.259 (13)
H38d	0.3762	0.4361	0.9708	0.250*	0.259 (13)
H39c	0.3781	0.4964	0.8149	0.227*	0.259 (13)
H39d	0.4894	0.6155	0.9232	0.227*	0.259 (13)
H40d	0.3217	0.5760	1.0103	0.265*	0.259 (13)
H40e	0.2548	0.5608	0.8911	0.265*	0.259 (13)
H40f	0.3647	0.6873	0.9896	0.265*	0.259 (13)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
V1	0.0339 (2)	0.0373 (2)	0.0388 (2)	0.01616 (17)	0.01555 (17)	0.01949 (18)
Cl1	0.0946 (10)	0.0776 (7)	0.1512 (13)	0.0296 (7)	−0.0188 (9)	0.0242 (8)
Cl2	0.0831 (8)	0.1124 (9)	0.1573 (13)	0.0533 (7)	0.0419 (8)	0.0751 (9)
O1	0.0375 (10)	0.0402 (9)	0.0534 (10)	0.0175 (8)	0.0181 (8)	0.0254 (8)
O2	0.0406 (10)	0.0564 (11)	0.0474 (10)	0.0245 (9)	0.0204 (8)	0.0316 (9)
O3	0.0380 (10)	0.0377 (9)	0.0503 (10)	0.0150 (8)	0.0137 (8)	0.0189 (8)
O4	0.0439 (10)	0.0467 (10)	0.0414 (9)	0.0237 (8)	0.0146 (8)	0.0192 (8)
N1	0.0424 (12)	0.0465 (11)	0.0481 (12)	0.0224 (10)	0.0228 (10)	0.0303 (10)
N2	0.0474 (13)	0.0603 (14)	0.0588 (13)	0.0300 (11)	0.0292 (11)	0.0421 (12)
N3	0.0336 (11)	0.0383 (10)	0.0395 (10)	0.0137 (9)	0.0149 (9)	0.0182 (9)
N4	0.0381 (12)	0.0406 (11)	0.0414 (11)	0.0149 (9)	0.0150 (9)	0.0150 (9)
C1	0.0421 (14)	0.0397 (12)	0.0409 (12)	0.0206 (11)	0.0192 (11)	0.0194 (11)
C2	0.0533 (17)	0.0522 (15)	0.0594 (16)	0.0262 (13)	0.0324 (14)	0.0353 (14)
C3	0.066 (2)	0.0580 (16)	0.0557 (16)	0.0351 (15)	0.0316 (15)	0.0382 (14)
C4	0.0546 (17)	0.0506 (14)	0.0367 (12)	0.0289 (13)	0.0193 (12)	0.0221 (11)
C5	0.065 (2)	0.0632 (17)	0.0461 (14)	0.0374 (16)	0.0203 (14)	0.0317 (14)
C6	0.0544 (19)	0.075 (2)	0.0544 (17)	0.0376 (17)	0.0112 (14)	0.0303 (16)
C7	0.0474 (18)	0.0660 (19)	0.069 (2)	0.0233 (15)	0.0136 (15)	0.0342 (17)
C8	0.0476 (17)	0.0583 (17)	0.0636 (18)	0.0233 (14)	0.0182 (14)	0.0360 (15)
C9	0.0419 (14)	0.0439 (13)	0.0389 (12)	0.0208 (11)	0.0140 (11)	0.0193 (11)
C10	0.0401 (14)	0.0429 (13)	0.0413 (12)	0.0200 (11)	0.0165 (11)	0.0217 (11)
C11	0.0391 (14)	0.0486 (14)	0.0510 (14)	0.0221 (11)	0.0228 (12)	0.0291 (12)
C12	0.0476 (15)	0.0442 (13)	0.0412 (12)	0.0240 (12)	0.0224 (11)	0.0221 (11)
C13	0.0580 (17)	0.0482 (14)	0.0420 (13)	0.0295 (13)	0.0226 (12)	0.0245 (12)
C14	0.073 (2)	0.072 (2)	0.0701 (19)	0.0443 (18)	0.0425 (18)	0.0495 (18)
C15	0.104 (3)	0.093 (3)	0.080 (2)	0.054 (2)	0.058 (2)	0.063 (2)
C16	0.114 (4)	0.103 (3)	0.076 (2)	0.059 (3)	0.041 (2)	0.069 (2)
C17	0.085 (3)	0.093 (3)	0.072 (2)	0.050 (2)	0.021 (2)	0.055 (2)
C18	0.061 (2)	0.0697 (19)	0.0545 (16)	0.0356 (16)	0.0223 (15)	0.0376 (15)
C19	0.0354 (13)	0.0416 (13)	0.0438 (13)	0.0128 (10)	0.0149 (11)	0.0234 (11)
C20	0.0535 (17)	0.0459 (14)	0.0440 (14)	0.0197 (13)	0.0164 (13)	0.0196 (12)
C21	0.0483 (17)	0.0578 (16)	0.0402 (13)	0.0150 (13)	0.0074 (12)	0.0221 (13)
C22	0.0409 (15)	0.0526 (15)	0.0453 (13)	0.0165 (12)	0.0136 (11)	0.0292 (12)
C23	0.0442 (17)	0.073 (2)	0.0531 (16)	0.0186 (15)	0.0101 (13)	0.0356 (16)
C24	0.0405 (16)	0.083 (2)	0.076 (2)	0.0285 (16)	0.0203 (15)	0.0537 (19)
C25	0.0470 (17)	0.0629 (17)	0.0726 (19)	0.0290 (14)	0.0300 (15)	0.0432 (16)
C26	0.0399 (15)	0.0500 (14)	0.0579 (16)	0.0196 (12)	0.0211 (12)	0.0316 (13)
C27	0.0350 (13)	0.0489 (14)	0.0466 (13)	0.0160 (11)	0.0168 (11)	0.0311 (12)
C28	0.0327 (13)	0.0424 (13)	0.0413 (12)	0.0146 (10)	0.0153 (10)	0.0244 (11)
C29	0.0361 (13)	0.0408 (12)	0.0452 (13)	0.0168 (10)	0.0176 (11)	0.0202 (11)
C30	0.0371 (13)	0.0400 (12)	0.0417 (13)	0.0134 (10)	0.0173 (11)	0.0220 (11)
C31	0.0413 (14)	0.0436 (13)	0.0394 (13)	0.0127 (11)	0.0147 (11)	0.0207 (11)
C32	0.0523 (18)	0.0624 (18)	0.0486 (16)	0.0238 (15)	0.0160 (14)	0.0180 (14)
C33	0.076 (3)	0.067 (2)	0.0481 (16)	0.0282 (19)	0.0149 (17)	0.0078 (16)
C34	0.068 (2)	0.068 (2)	0.0427 (16)	0.0120 (18)	0.0003 (15)	0.0161 (16)
C35	0.057 (2)	0.071 (2)	0.0581 (19)	0.0225 (17)	−0.0030 (16)	0.0240 (17)
C36	0.0519 (18)	0.0565 (17)	0.0500 (16)	0.0215 (14)	0.0072 (14)	0.0200 (14)
C37	0.071 (3)	0.066 (3)	0.079 (3)	0.028 (2)	0.026 (2)	0.027 (2)
C37'	0.071 (3)	0.066 (3)	0.079 (3)	0.028 (2)	0.026 (2)	0.027 (2)
C38	0.136 (11)	0.170 (13)	0.259 (16)	0.037 (9)	−0.008 (9)	0.119 (13)
C39	0.135 (11)	0.219 (14)	0.245 (14)	0.073 (10)	0.054 (10)	0.157 (11)
C40	0.142 (8)	0.212 (12)	0.208 (13)	0.081 (9)	0.021 (10)	0.152 (13)
C38'	0.136 (11)	0.170 (13)	0.259 (16)	0.037 (9)	−0.008 (9)	0.119 (13)
C39'	0.135 (11)	0.219 (14)	0.245 (14)	0.073 (10)	0.054 (10)	0.157 (11)
C40'	0.142 (8)	0.212 (12)	0.208 (13)	0.081 (9)	0.021 (10)	0.152 (13)

Geometric parameters (Å, º)

V1—O1	1.904 (2)	C31—C32	1.381 (4)
V1—O2	1.917 (2)	C32—C33	1.384 (5)
V1—O3	1.906 (2)	C33—C34	1.371 (5)
V1—O4	1.910 (2)	C34—C35	1.359 (5)
V1—N1	2.043 (2)	C35—C36	1.389 (4)
V1—N3	2.061 (2)	C38—C39	1.473 (9)
Cl1—C37	1.723 (4)	C38—C38^i	1.533 (9)
Cl1—C37'	1.779 (5)	C39—C40	1.459 (8)
Cl2—C37	1.741 (4)	C38'—C39'	1.528 (10)
Cl2—C37'	1.786 (5)	C38'—C38'^i	1.533 (10)
O1—C1	1.310 (3)	C39'—C40'	1.538 (10)
O2—C12	1.319 (3)	C2—H2	0.93
O3—C19	1.311 (3)	C3—H3	0.93
O4—C30	1.312 (3)	C5—H5	0.93
N1—C11	1.312 (3)	C6—H6	0.93
N1—N2	1.391 (3)	C7—H7	0.93
N2—C12	1.294 (3)	C8—H8	0.93
N3—C29	1.301 (3)	C11—H11	0.93
N3—N4	1.385 (3)	C14—H14	0.93
N4—C30	1.293 (3)	C15—H15	0.93
C1—C10	1.407 (4)	C16—H16	0.93
C1—C2	1.424 (4)	C17—H17	0.93
C2—C3	1.354 (4)	C18—H18	0.93
C3—C4	1.413 (4)	C20—H20	0.93
C4—C5	1.407 (4)	C21—H21	0.93
C4—C9	1.415 (4)	C23—H23	0.93
C5—C6	1.357 (5)	C24—H24	0.93
C6—C7	1.386 (5)	C25—H25	0.93
C7—C8	1.366 (4)	C26—H26	0.93
C8—C9	1.409 (4)	C29—H29	0.93
C9—C10	1.448 (4)	C32—H32	0.93
C10—C11	1.404 (4)	C33—H33	0.93
C12—C13	1.468 (4)	C34—H34	0.93
C13—C18	1.385 (4)	C35—H35	0.93
C13—C14	1.391 (4)	C36—H36	0.93
C14—C15	1.372 (5)	C37—H37a	0.97
C15—C16	1.390 (6)	C37—H37b	0.97
C16—C17	1.360 (6)	C37'—H37c	0.97
C17—C18	1.377 (5)	C37'—H37d	0.97
C19—C28	1.411 (4)	C38—H38a	0.97
C19—C20	1.419 (4)	C38—H38b	0.97
C20—C21	1.355 (4)	C39—H39a	0.97
C21—C22	1.417 (4)	C39—H39b	0.97
C22—C23	1.405 (4)	C40—H40a	0.96
C22—C27	1.418 (4)	C40—H40b	0.96
C23—C24	1.366 (5)	C40—H40c	0.96
C24—C25	1.384 (5)	C38'—H38c	0.97
C25—C26	1.366 (4)	C38'—H38d	0.97
C26—C27	1.411 (4)	C39'—H39c	0.97
C27—C28	1.445 (4)	C39'—H39d	0.97
C28—C29	1.417 (4)	C40'—H40d	0.96
C30—C31	1.475 (4)	C40'—H40e	0.96
C31—C36	1.379 (4)	C40'—H40f	0.96
O1—V1—O2	136.38 (8)	C38'—C39'—C40'	108 (1)
O1—V1—O3	82.56 (8)	C3—C2—H2	119.9
O1—V1—O4	87.17 (9)	C1—C2—H2	119.9
O1—V1—N1	82.30 (9)	C2—C3—H3	118.7
O1—V1—N3	131.90 (9)	C4—C3—H3	118.7
O2—V1—O3	86.62 (9)	C6—C5—H5	119.4
O2—V1—O4	126.63 (9)	C4—C5—H5	119.4
O2—V1—N1	74.24 (8)	C5—C6—H6	120.2
O2—V1—N3	87.80 (8)	C7—C6—H6	120.2
O3—V1—O4	137.24 (9)	C8—C7—H7	119.5
O3—V1—N1	132.15 (9)	C6—C7—H7	119.5
O3—V1—N3	82.57 (9)	C7—C8—H8	119.4
O4—V1—N1	86.78 (9)	C9—C8—H8	119.4
O4—V1—N3	73.94 (8)	N1—C11—H11	118.0
N1—V1—N3	138.06 (9)	C10—C11—H11	118.0
C1—O1—V1	128.2 (2)	C15—C14—H14	119.7
C12—O2—V1	118.9 (2)	C13—C14—H14	119.7
C19—O3—V1	129.4 (2)	C14—C15—H15	120.1
C30—O4—V1	119.0 (2)	C16—C15—H15	120.1
C11—N1—N2	115.3 (2)	C17—C16—H16	120.1
C11—N1—V1	126.66 (18)	C15—C16—H16	120.1
N2—N1—V1	118.03 (16)	C16—C17—H17	119.6
C12—N2—N1	107.5 (2)	C18—C17—H17	119.6
C29—N3—N4	114.9 (2)	C17—C18—H18	119.9
C29—N3—V1	127.94 (17)	C13—C18—H18	119.9
N4—N3—V1	117.12 (16)	C21—C20—H20	119.8
C30—N4—N3	107.7 (2)	C19—C20—H20	119.8
O1—C1—C10	122.5 (2)	C20—C21—H21	118.9
O1—C1—C2	117.7 (2)	C22—C21—H21	118.9
C10—C1—C2	119.7 (2)	C24—C23—H23	119.3
C3—C2—C1	120.1 (3)	C22—C23—H23	119.3
C2—C3—C4	122.5 (3)	C23—C24—H24	120.4
C5—C4—C3	121.3 (3)	C25—C24—H24	120.4
C5—C4—C9	119.7 (3)	C26—C25—H25	119.3
C3—C4—C9	119.0 (3)	C24—C25—H25	119.3
C6—C5—C4	121.1 (3)	C25—C26—H26	119.4
C5—C6—C7	119.6 (3)	C27—C26—H26	119.4
C8—C7—C6	121.0 (3)	N3—C29—H29	117.7
C7—C8—C9	121.2 (3)	C28—C29—H29	117.7
C8—C9—C4	117.5 (3)	C31—C32—H32	120.2
C8—C9—C10	123.5 (3)	C33—C32—H32	120.2
C4—C9—C10	119.0 (2)	C34—C33—H33	119.5
C11—C10—C1	119.6 (2)	C32—C33—H33	119.5
C11—C10—C9	120.4 (2)	C35—C34—H34	120.4
C1—C10—C9	119.6 (2)	C33—C34—H34	120.4
N1—C11—C10	124.0 (2)	C34—C35—H35	119.6
N2—C12—O2	120.6 (2)	C36—C35—H35	119.6
N2—C12—C13	120.9 (2)	C31—C36—H36	120.1
O2—C12—C13	118.5 (2)	C35—C36—H36	120.1
C18—C13—C14	118.7 (3)	Cl1—C37—H37a	109.3
C18—C13—C12	120.3 (3)	Cl2—C37—H37a	109.3
C14—C13—C12	120.9 (3)	Cl1—C37—H37b	109.3
C15—C14—C13	120.6 (3)	Cl2—C37—H37b	109.3
C14—C15—C16	119.8 (4)	H37a—C37—H37b	108.0
C17—C16—C15	119.8 (3)	Cl1—C37'—H37c	110.3
C16—C17—C18	120.8 (4)	Cl2—C37'—H37c	110.3
C17—C18—C13	120.2 (3)	Cl1—C37'—H37d	110.3
O3—C19—C28	122.7 (2)	Cl2—C37'—H37d	110.3
O3—C19—C20	117.2 (2)	H37c—C37'—H37d	108.6
C28—C19—C20	119.9 (2)	C39—C38—H38a	109.4
C21—C20—C19	120.4 (3)	C38^i—C38—H38a	109.4
C20—C21—C22	122.1 (3)	C39—C38—H38b	109.4
C23—C22—C21	121.4 (3)	C38^i—C38—H38b	109.4
C23—C22—C27	119.5 (3)	H38a—C38—H38b	108.0
C21—C22—C27	119.1 (3)	C40—C39—H39a	108.1
C24—C23—C22	121.4 (3)	C38—C39—H39a	108.1
C23—C24—C25	119.2 (3)	C40—C39—H39b	108.1
C26—C25—C24	121.3 (3)	C38—C39—H39b	108.1
C25—C26—C27	121.2 (3)	H39a—C39—H39b	107.3
C26—C27—C22	117.4 (2)	C39—C40—H40a	109.5
C26—C27—C28	123.6 (2)	C39—C40—H40b	109.5
C22—C27—C28	119.0 (2)	H40a—C40—H40b	109.5
C19—C28—C29	119.3 (2)	C39—C40—H40c	109.5
C19—C28—C27	119.4 (2)	H40a—C40—H40c	109.5
C29—C28—C27	120.9 (2)	H40b—C40—H40c	109.5
N3—C29—C28	124.7 (2)	C39'—C38'—H38c	109.0
N4—C30—O4	120.7 (2)	C38'^i—C38'—H38c	109.0
N4—C30—C31	121.2 (2)	C39'—C38'—H38d	109.0
O4—C30—C31	118.1 (2)	C38'^i—C38'—H38d	109.0
C36—C31—C32	119.4 (3)	H38c—C38'—H38d	107.8
C36—C31—C30	120.1 (2)	C38'—C39'—H39c	110.2
C32—C31—C30	120.6 (3)	C40'—C39'—H39c	110.2
C31—C32—C33	119.7 (3)	C38'—C39'—H39d	110.2
C34—C33—C32	121.0 (3)	C40'—C39'—H39d	110.2
C35—C34—C33	119.3 (3)	H39c—C39'—H39d	108.5
C34—C35—C36	120.8 (3)	C39'—C40'—H40d	109.5
C31—C36—C35	119.9 (3)	C39'—C40'—H40e	109.5
Cl1—C37—Cl2	111.6 (2)	H40d—C40'—H40e	109.5
Cl1—C37'—Cl2	107.0 (3)	C39'—C40'—H40f	109.5
C39—C38—C38^i	111 (1)	H40d—C40'—H40f	109.5
C40—C39—C38	116.6 (9)	H40e—C40'—H40f	109.5
C39'—C38'—C38'^i	113 (2)
O3—V1—O1—C1	−179.0 (2)	V1—N1—C11—C10	−9.6 (4)
O4—V1—O1—C1	42.6 (2)	C1—C10—C11—N1	−15.6 (4)
O2—V1—O1—C1	−101.9 (2)	C9—C10—C11—N1	171.5 (2)
N1—V1—O1—C1	−44.6 (2)	N1—N2—C12—O2	−0.7 (3)
N3—V1—O1—C1	108.0 (2)	N1—N2—C12—C13	177.9 (2)
O1—V1—O2—C12	67.0 (2)	V1—O2—C12—N2	−5.8 (3)
O3—V1—O2—C12	142.49 (19)	V1—O2—C12—C13	175.57 (17)
O4—V1—O2—C12	−66.7 (2)	N2—C12—C13—C18	178.2 (3)
N1—V1—O2—C12	6.84 (18)	O2—C12—C13—C18	−3.1 (4)
N3—V1—O2—C12	−134.82 (19)	N2—C12—C13—C14	−1.5 (4)
O1—V1—O3—C19	−175.2 (2)	O2—C12—C13—C14	177.1 (3)
O4—V1—O3—C19	−97.5 (2)	C18—C13—C14—C15	1.0 (5)
O2—V1—O3—C19	47.2 (2)	C12—C13—C14—C15	−179.2 (3)
N1—V1—O3—C19	112.3 (2)	C13—C14—C15—C16	0.2 (6)
N3—V1—O3—C19	−41.0 (2)	C14—C15—C16—C17	−1.4 (7)
O1—V1—O4—C30	146.23 (19)	C15—C16—C17—C18	1.4 (7)
O3—V1—O4—C30	70.4 (2)	C16—C17—C18—C13	−0.2 (6)
O2—V1—O4—C30	−63.7 (2)	C14—C13—C18—C17	−1.1 (5)
N1—V1—O4—C30	−131.33 (19)	C12—C13—C18—C17	179.2 (3)
N3—V1—O4—C30	10.99 (18)	V1—O3—C19—C28	38.1 (4)
O1—V1—N1—C11	31.3 (2)	V1—O3—C19—C20	−146.9 (2)
O3—V1—N1—C11	103.9 (2)	O3—C19—C20—C21	−171.7 (3)
O4—V1—N1—C11	−56.3 (2)	C28—C19—C20—C21	3.5 (4)
O2—V1—N1—C11	174.1 (2)	C19—C20—C21—C22	−0.8 (5)
N3—V1—N1—C11	−117.8 (2)	C20—C21—C22—C23	177.6 (3)
O1—V1—N1—N2	−150.26 (19)	C20—C21—C22—C27	−1.4 (5)
O3—V1—N1—N2	−77.6 (2)	C21—C22—C23—C24	179.3 (3)
O4—V1—N1—N2	122.16 (19)	C27—C22—C23—C24	−1.8 (5)
O2—V1—N1—N2	−7.39 (17)	C22—C23—C24—C25	0.7 (5)
N3—V1—N1—N2	60.7 (2)	C23—C24—C25—C26	0.2 (5)
C11—N1—N2—C12	−174.8 (2)	C24—C25—C26—C27	0.0 (5)
V1—N1—N2—C12	6.5 (3)	C25—C26—C27—C22	−1.0 (4)
O1—V1—N3—C29	97.5 (2)	C25—C26—C27—C28	178.9 (3)
O3—V1—N3—C29	24.5 (2)	C23—C22—C27—C26	1.9 (4)
O4—V1—N3—C29	168.4 (2)	C21—C22—C27—C26	−179.1 (3)
O2—V1—N3—C29	−62.4 (2)	C23—C22—C27—C28	−178.1 (3)
N1—V1—N3—C29	−125.7 (2)	C21—C22—C27—C28	0.9 (4)
O1—V1—N3—N4	−81.3 (2)	O3—C19—C28—C29	−2.5 (4)
O3—V1—N3—N4	−154.30 (19)	C20—C19—C28—C29	−177.4 (2)
O4—V1—N3—N4	−10.40 (17)	O3—C19—C28—C27	171.0 (2)
O2—V1—N3—N4	118.83 (18)	C20—C19—C28—C27	−3.9 (4)
N1—V1—N3—N4	55.5 (2)	C26—C27—C28—C19	−178.3 (3)
C29—N3—N4—C30	−171.0 (2)	C22—C27—C28—C19	1.7 (4)
V1—N3—N4—C30	7.9 (3)	C26—C27—C28—C29	−4.9 (4)
V1—O1—C1—C10	35.8 (3)	C22—C27—C28—C29	175.1 (2)
V1—O1—C1—C2	−147.89 (19)	N4—N3—C29—C28	173.6 (2)
O1—C1—C2—C3	−177.8 (2)	V1—N3—C29—C28	−5.2 (4)
C10—C1—C2—C3	−1.4 (4)	C19—C28—C29—N3	−12.3 (4)
C1—C2—C3—C4	0.4 (4)	C27—C28—C29—N3	174.3 (2)
C2—C3—C4—C5	179.6 (3)	N3—N4—C30—O4	1.3 (3)
C2—C3—C4—C9	1.1 (4)	N3—N4—C30—C31	−179.9 (2)
C3—C4—C5—C6	−178.3 (3)	V1—O4—C30—N4	−10.9 (3)
C9—C4—C5—C6	0.2 (4)	V1—O4—C30—C31	170.28 (18)
C4—C5—C6—C7	0.6 (5)	N4—C30—C31—C36	180.0 (3)
C5—C6—C7—C8	−1.3 (5)	O4—C30—C31—C36	−1.3 (4)
C6—C7—C8—C9	1.3 (5)	N4—C30—C31—C32	1.1 (4)
C7—C8—C9—C4	−0.4 (4)	O4—C30—C31—C32	179.9 (3)
C7—C8—C9—C10	179.3 (3)	C36—C31—C32—C33	1.6 (5)
C5—C4—C9—C8	−0.3 (4)	C30—C31—C32—C33	−179.5 (3)
C3—C4—C9—C8	178.2 (3)	C31—C32—C33—C34	−0.9 (6)
C5—C4—C9—C10	179.9 (2)	C32—C33—C34—C35	0.1 (7)
C3—C4—C9—C10	−1.5 (4)	C33—C34—C35—C36	0.1 (6)
O1—C1—C10—C11	4.2 (4)	C32—C31—C36—C35	−1.4 (5)
C2—C1—C10—C11	−172.1 (2)	C30—C31—C36—C35	179.7 (3)
O1—C1—C10—C9	177.1 (2)	C34—C35—C36—C31	0.6 (6)
C2—C1—C10—C9	0.9 (4)	C37'—Cl1—C37—Cl2	−68.7 (7)
C8—C9—C10—C11	−6.3 (4)	C37'—Cl2—C37—Cl1	68.9 (7)
C4—C9—C10—C11	173.5 (2)	C37—Cl1—C37'—Cl2	62.0 (6)
C8—C9—C10—C1	−179.2 (3)	C37—Cl2—C37'—Cl1	−61.5 (6)
C4—C9—C10—C1	0.6 (4)	C38^i—C38—C39—C40	−166.0 (17)
N2—N1—C11—C10	171.8 (2)	C38'^i—C38'—C39'—C40'	−98 (5)

Symmetry code: (i) −x+1, −y+1, −z+2.