Nonapiperidinium monohydrogen deca-vanadate tetra-nitrate.

The title compound, (C(5)H(12)N)(9)[HV(10)O(28)](NO(3))(4), contains a monoprotonated deca-vanadate polyanion which lies on an inversion center. All the piperidinium cations adopt chair conformations. In the crystal structure, inter-molecular N-H⋯O hydrogen bonds form chains along [001]. As well as half of a polyanion, the asymmetric unit contains one full and two half-occupancy nitrate ions and four full occupancy and one half-occupancy piperidinium cations; the half-occupancy piperidinium cation is disordered over two general sites with occupancies of 0.32 and 0.18, and is, in turn, disordered over an inversion center.

Related literature

For the biological activity of vanadium, see: Crans (1994 ▶); Elvingson et al. (1996 ▶). For its inter­actions with nitro­gen compounds such as proteins and amino acids and its role in enzymatic reactions, see: Correia et al. (2004 ▶). For related structures, see: Ferreira da Silva et al. (2003 ▶); Maciejewska et al. (2003 ▶); Arrieta (1992 ▶); Wang et al. (2008 ▶); Wery et al. (1996 ▶).

Experimental

Crystal data

(C5H12N)9[HV10O28](n class="Gene">NO3)4

M = 1981.85

Triclinic,

a = 11.593 (2) Å

b = 13.290 (2) Å

c = 14.676 (2) Å

α = 105.858 (2)°

β = 110.335 (2)°

γ = 92.457 (2)°

V = 2015.6 (5) Å3

Z = 1

Mo Kα radiation

μ = 1.20 mm−1

T = 293 K

0.30 × 0.25 × 0.14 mm

Data collection

Enraf–Nonius CAD-4 diffractometer

Absorption correction: ψ scan (North et al., 1968 ▶) T min = 0.72, T max = 0.90 (expected range = 0.676–0.846)

9193 measured reflections

8755 independent reflections

6099 reflections with I > 2σ(I)

R int = 0.047

2 standard reflections frequency: 120 min intensity decay: 2%

Refinement

R[F 2 > 2σ(F 2)] = 0.043

wR(F 2) = 0.118

S = 1.04

8755 reflections

598 parameters

262 restraints

H-atom parameters constrained

Δρmax = 0.71 e Å−3

Δρmin = −0.32 e Å−3

Data collection: CAD-4 EXPRESS (Duisenberg, 1992 ▶; Macíček & Yordanov, 1992 ▶); cell refinement: n class="Gene">CAD-4 EXPRESS; data reduction: MolEN (Fair, 1990 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 1998 ▶); software used to prepare material for publication: publCIF (Westrip, 2009 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809026555/lh2828sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809026555/lh2828Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

(C5H12N)9[HV10O28](NO3)4	Z = 1
Mr = 1981.85	F(000) = 1020
Triclinic, P1	Dx = 1.633 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 11.593 (2) Å	Cell parameters from 25 reflections
b = 13.290 (2) Å	θ = 11.8–15.2°
c = 14.676 (2) Å	µ = 1.20 mm−1
α = 105.858 (2)°	T = 293 K
β = 110.335 (2)°	Hexagone, orange
γ = 92.457 (2)°	0.30 × 0.25 × 0.14 mm
V = 2015.6 (5) Å3

Enraf–Nonius CAD-4 diffractometer	6099 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.047
graphite	θmax = 27.0°, θmin = 2.3°
ω/2θ scans	h = 0→14
Absorption correction: ψ scan (North et al., 1968)	k = −16→16
Tmin = 0.72, Tmax = 0.90	l = −18→17
9193 measured reflections	2 standard reflections every 120 min
8755 independent reflections	intensity decay: 2%

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.118	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0517P)2 + 1.3683P] where P = (Fo2 + 2Fc2)/3
8755 reflections	(Δ/σ)max = 0.001
598 parameters	Δρmax = 0.71 e Å−3
262 restraints	Δρmin = −0.32 e Å−3

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	Occ. (<1)
V1	0.55004 (5)	0.32924 (4)	0.57070 (4)	0.03398 (13)
V2	0.65119 (4)	0.53839 (4)	0.54702 (4)	0.03033 (12)
V3	0.53337 (5)	0.33546 (4)	0.35568 (4)	0.03371 (13)
V4	0.62554 (5)	0.54954 (4)	0.33350 (4)	0.03911 (14)
V5	0.34440 (5)	0.46252 (4)	0.24253 (4)	0.03735 (14)
O1	0.64328 (19)	0.38796 (15)	0.50197 (15)	0.0347 (5)
O2	0.75038 (19)	0.56505 (17)	0.66911 (15)	0.0381 (5)
O3	0.73307 (19)	0.56874 (17)	0.48006 (16)	0.0398 (5)
O4	0.63901 (19)	0.40224 (17)	0.31868 (16)	0.0402 (5)
O5	0.5792 (2)	0.67820 (17)	0.38378 (16)	0.0405 (5)
O6	0.4801 (2)	0.50774 (18)	0.21948 (15)	0.0442 (5)
O7	0.39219 (19)	0.33201 (16)	0.24371 (15)	0.0384 (5)
O8	0.33299 (19)	0.60716 (17)	0.30494 (15)	0.0388 (5)
O9	0.2324 (2)	0.4357 (2)	0.13345 (16)	0.0544 (6)
O10	0.7271 (2)	0.5810 (2)	0.29078 (19)	0.0591 (7)
O11	0.5568 (2)	0.21462 (17)	0.32664 (17)	0.0479 (6)
O12	0.5744 (2)	0.20838 (17)	0.54415 (18)	0.0493 (6)
O13	0.50819 (17)	0.49809 (15)	0.59153 (14)	0.0329 (4)
O14	0.41649 (19)	0.32453 (16)	0.43204 (15)	0.0377 (5)
NO1	0.0877 (6)	0.0576 (4)	0.2869 (3)	0.0928 (15)
ON1	0.0314 (4)	0.0356 (4)	0.1946 (3)	0.1313 (17)
ON2	0.0455 (4)	0.0246 (3)	0.3412 (3)	0.1027 (12)
ON3	0.1908 (5)	0.1153 (3)	0.3274 (3)	0.1214 (17)
NO2A	0.7294 (9)	0.2038 (8)	−0.0230 (6)	0.067 (4)	0.50
ON4A	0.6735 (8)	0.1750 (5)	0.0262 (5)	0.081 (2)	0.50
ON5A	0.8303 (11)	0.2627 (12)	0.0230 (8)	0.118 (6)	0.50
ON6A	0.6819 (10)	0.1762 (6)	−0.1164 (5)	0.095 (3)	0.50
NO2B	0.3155 (9)	0.7704 (8)	0.0289 (7)	0.069 (3)	0.50
ON4B	0.3787 (7)	0.7673 (7)	−0.0239 (5)	0.088 (2)	0.50
ON5B	0.2040 (8)	0.7800 (15)	−0.0057 (10)	0.111 (5)	0.50
ON6B	0.3636 (8)	0.7675 (8)	0.1167 (5)	0.097 (3)	0.50
NC1	0.1785 (3)	0.7091 (2)	0.1898 (2)	0.0501 (7)
HC1A	0.2326	0.6740	0.2251	0.060*
HC1B	0.2150	0.7357	0.1546	0.060*
C11	0.1520 (4)	0.7977 (3)	0.2628 (3)	0.0617 (10)
H11A	0.0981	0.8390	0.2259	0.074*
H11B	0.2291	0.8438	0.3095	0.074*
C12	0.0900 (4)	0.7552 (4)	0.3221 (4)	0.0780 (13)
H12A	0.0693	0.8134	0.3672	0.094*
H12B	0.1472	0.7196	0.3639	0.094*
C13	−0.0280 (4)	0.6778 (4)	0.2506 (5)	0.0964 (17)
H13A	−0.0632	0.6474	0.2899	0.116*
H13B	−0.0890	0.7150	0.2142	0.116*
C14	0.0021 (4)	0.5903 (4)	0.1746 (4)	0.0895 (16)
H14A	0.0558	0.5485	0.2109	0.107*
H14B	−0.0743	0.5440	0.1268	0.107*
C15	0.0651 (4)	0.6333 (3)	0.1166 (3)	0.0719 (12)
H15A	0.0878	0.5758	0.0723	0.086*
H15B	0.0087	0.6690	0.0743	0.086*
NC2	0.7900 (3)	0.2878 (2)	0.2361 (2)	0.0481 (7)
HC2A	0.7548	0.2636	0.1675	0.058*
HC2B	0.7356	0.3223	0.2592	0.058*
C21	0.8144 (4)	0.1962 (3)	0.2766 (3)	0.0592 (10)
H21A	0.8686	0.1558	0.2485	0.071*
H21B	0.7367	0.1501	0.2561	0.071*
C22	0.8749 (4)	0.2352 (3)	0.3914 (3)	0.0674 (11)
H22A	0.8949	0.1753	0.4166	0.081*
H22B	0.8167	0.2687	0.4193	0.081*
C23	0.9934 (4)	0.3139 (3)	0.4281 (4)	0.0705 (12)
H23A	1.0562	0.2785	0.4080	0.085*
H23B	1.0257	0.3423	0.5020	0.085*
C24	0.9644 (4)	0.4038 (3)	0.3813 (3)	0.0666 (11)
H24A	0.9089	0.4438	0.4079	0.080*
H24B	1.0409	0.4512	0.4010	0.080*
C25	0.9051 (4)	0.3631 (3)	0.2668 (3)	0.0665 (11)
H25A	0.8849	0.4217	0.2396	0.080*
H25B	0.9626	0.3277	0.2392	0.080*
NC3	0.2756 (3)	0.1265 (2)	0.5400 (2)	0.0582 (8)
HC3A	0.3266	0.1885	0.5636	0.070*
HC3B	0.2239	0.1196	0.4758	0.070*
C31	0.3514 (4)	0.0395 (3)	0.5372 (3)	0.0701 (12)
H31A	0.3995	0.0433	0.4955	0.084*
H31B	0.2971	−0.0282	0.5069	0.084*
C32	0.4371 (4)	0.0478 (4)	0.6429 (4)	0.0754 (13)
H32A	0.4980	0.1113	0.6696	0.091*
H32B	0.4814	−0.0126	0.6407	0.091*
C33	0.3668 (5)	0.0516 (4)	0.7133 (4)	0.0879 (15)
H33A	0.4257	0.0642	0.7825	0.105*
H33B	0.3151	−0.0162	0.6927	0.105*
C34	0.2857 (5)	0.1383 (4)	0.7110 (4)	0.0842 (14)
H34A	0.2358	0.1340	0.7512	0.101*
H34B	0.3385	0.2067	0.7418	0.101*
C35	0.2012 (4)	0.1296 (4)	0.6038 (4)	0.0799 (14)
H35A	0.1405	0.0658	0.5758	0.096*
H35B	0.1568	0.1898	0.6045	0.096*
NC4	0.2310 (4)	0.1475 (3)	0.1487 (3)	0.0796 (11)
HC4A	0.2795	0.2109	0.1827	0.096*
HC4B	0.1871	0.1355	0.1856	0.096*
C41	0.1427 (5)	0.1505 (4)	0.0468 (5)	0.111 (2)
H41A	0.0856	0.0843	0.0122	0.133*
H41B	0.0943	0.2073	0.0568	0.133*
C42	0.2114 (6)	0.1669 (5)	−0.0166 (5)	0.114 (2)
H42A	0.2619	0.2364	0.0150	0.137*
H42B	0.1526	0.1651	−0.0830	0.137*
C43	0.2948 (6)	0.0835 (5)	−0.0303 (4)	0.119 (2)
H43A	0.3442	0.1007	−0.0669	0.143*
H43B	0.2441	0.0150	−0.0701	0.143*
C44	0.3815 (5)	0.0786 (5)	0.0750 (4)	0.0982 (17)
H44A	0.4276	0.0200	0.0655	0.118*
H44B	0.4409	0.1434	0.1102	0.118*
C45	0.3101 (5)	0.0651 (4)	0.1384 (4)	0.0896 (16)
H45A	0.2585	−0.0038	0.1075	0.108*
H45B	0.3676	0.0678	0.2056	0.108*
NC5	0.4959	0.6247 (10)	0.0557 (12)	0.074 (4)	0.32
HC5A	0.4993	0.6110	0.1133	0.089*	0.32
HC5B	0.4890	0.6935	0.0644	0.089*	0.32
C51	0.3848	0.5597 (14)	−0.0301 (17)	0.070 (6)	0.32
H51A	0.3801	0.5738	−0.0926	0.084*	0.32
H51B	0.3104	0.5774	−0.0173	0.084*	0.32
C52	0.3927	0.4430 (15)	−0.0415 (18)	0.054 (5)	0.32
H52A	0.3941	0.4273	0.0196	0.065*	0.32
H52B	0.3219	0.3988	−0.0993	0.065*	0.32
C53	0.5118	0.4239 (9)	−0.0582 (11)	0.051 (3)	0.32
H53A	0.5073	0.4388	−0.1203	0.061*	0.32
H53B	0.5198	0.3497	−0.0678	0.061*	0.32
C54	0.6266	0.4906 (16)	0.0293 (16)	0.063 (5)	0.32
H54A	0.6338	0.4759	0.0920	0.075*	0.32
H54B	0.7008	0.4749	0.0151	0.075*	0.32
C55	0.6128	0.6047 (15)	0.0395 (16)	0.068 (5)	0.32
H55A	0.6830	0.6503	0.0968	0.081*	0.32
H55B	0.6108	0.6200	−0.0219	0.081*	0.32
NC6	0.493 (2)	0.5751 (14)	−0.0322 (17)	0.061 (5)	0.18
HC6A	0.4901	0.6450	−0.0147	0.073*	0.18
HC6B	0.4911	0.5541	−0.0964	0.073*	0.18
C61	0.383 (2)	0.519 (2)	−0.029 (3)	0.067 (8)	0.18
H61A	0.3071	0.5352	−0.0734	0.080*	0.18
H61B	0.3835	0.5401	0.0403	0.080*	0.18
C62	0.389 (3)	0.402 (2)	−0.064 (2)	0.055 (7)	0.18
H62A	0.3159	0.3613	−0.0652	0.066*	0.18
H62B	0.3897	0.3813	−0.1321	0.066*	0.18
C63	0.505 (3)	0.3777 (17)	0.0089 (19)	0.061 (5)	0.18
H63A	0.5076	0.3023	−0.0104	0.073*	0.18
H63B	0.5062	0.4006	0.0779	0.073*	0.18
C64	0.617 (3)	0.438 (2)	0.003 (3)	0.072 (8)	0.18
H64A	0.6942	0.4223	0.0473	0.087*	0.18
H64B	0.6150	0.4160	−0.0661	0.087*	0.18
C65	0.611 (2)	0.555 (2)	0.038 (3)	0.058 (9)	0.18
H65A	0.6132	0.5762	0.1071	0.070*	0.18
H65B	0.6811	0.5952	0.0359	0.070*	0.18

	U11	U22	U33	U12	U13	U23
V1	0.0360 (3)	0.0331 (3)	0.0323 (3)	0.0080 (2)	0.0090 (2)	0.0139 (2)
V2	0.0313 (3)	0.0305 (3)	0.0285 (2)	0.0043 (2)	0.0100 (2)	0.0095 (2)
V3	0.0336 (3)	0.0355 (3)	0.0308 (3)	0.0096 (2)	0.0113 (2)	0.0085 (2)
V4	0.0404 (3)	0.0491 (3)	0.0362 (3)	0.0076 (2)	0.0195 (2)	0.0192 (2)
V5	0.0390 (3)	0.0440 (3)	0.0252 (2)	0.0100 (2)	0.0059 (2)	0.0120 (2)
O1	0.0392 (11)	0.0362 (11)	0.0318 (10)	0.0157 (9)	0.0136 (9)	0.0136 (9)
O2	0.0321 (11)	0.0453 (12)	0.0323 (11)	0.0086 (9)	0.0066 (9)	0.0113 (9)
O3	0.0334 (11)	0.0506 (13)	0.0406 (12)	0.0092 (10)	0.0163 (9)	0.0183 (10)
O4	0.0382 (12)	0.0498 (13)	0.0379 (11)	0.0129 (10)	0.0202 (10)	0.0131 (10)
O5	0.0437 (12)	0.0438 (12)	0.0401 (12)	0.0048 (10)	0.0172 (10)	0.0206 (10)
O6	0.0491 (13)	0.0581 (14)	0.0289 (11)	0.0119 (11)	0.0156 (10)	0.0171 (10)
O7	0.0400 (12)	0.0407 (12)	0.0281 (10)	0.0099 (9)	0.0086 (9)	0.0057 (9)
O8	0.0384 (12)	0.0450 (12)	0.0325 (11)	0.0125 (9)	0.0073 (9)	0.0180 (9)
O9	0.0534 (15)	0.0671 (16)	0.0293 (11)	0.0154 (12)	0.0007 (10)	0.0125 (11)
O10	0.0555 (15)	0.0805 (18)	0.0568 (15)	0.0059 (13)	0.0327 (13)	0.0307 (14)
O11	0.0520 (14)	0.0419 (13)	0.0459 (13)	0.0170 (11)	0.0162 (11)	0.0085 (10)
O12	0.0586 (15)	0.0373 (12)	0.0521 (14)	0.0147 (11)	0.0158 (12)	0.0196 (11)
O13	0.0334 (11)	0.0424 (11)	0.0284 (10)	0.0150 (9)	0.0135 (9)	0.0157 (9)
O14	0.0408 (12)	0.0439 (12)	0.0348 (11)	0.0174 (10)	0.0160 (9)	0.0180 (9)
NO1	0.134 (4)	0.092 (3)	0.064 (3)	0.068 (3)	0.041 (3)	0.030 (3)
ON1	0.117 (3)	0.198 (5)	0.060 (2)	0.044 (3)	0.014 (2)	0.033 (3)
ON2	0.116 (3)	0.110 (3)	0.095 (3)	0.043 (2)	0.049 (3)	0.035 (2)
ON3	0.186 (5)	0.098 (3)	0.058 (2)	−0.006 (3)	0.024 (3)	0.022 (2)
NO2A	0.110 (12)	0.045 (6)	0.053 (6)	0.020 (7)	0.033 (8)	0.019 (4)
ON4A	0.142 (7)	0.053 (4)	0.055 (4)	0.003 (4)	0.048 (4)	0.013 (3)
ON5A	0.111 (8)	0.157 (15)	0.083 (7)	−0.008 (7)	0.033 (6)	0.039 (8)
ON6A	0.178 (10)	0.057 (4)	0.051 (4)	0.002 (5)	0.045 (5)	0.017 (3)
NO2B	0.088 (7)	0.056 (7)	0.063 (6)	0.012 (5)	0.031 (5)	0.017 (4)
ON4B	0.111 (6)	0.091 (6)	0.073 (5)	0.003 (5)	0.051 (4)	0.023 (4)
ON5B	0.093 (10)	0.119 (13)	0.104 (10)	0.026 (9)	0.025 (8)	0.024 (8)
ON6B	0.116 (7)	0.116 (7)	0.060 (5)	−0.001 (6)	0.030 (4)	0.035 (5)
NC1	0.0494 (17)	0.0560 (18)	0.0535 (17)	0.0200 (14)	0.0160 (14)	0.0325 (15)
C11	0.057 (2)	0.055 (2)	0.066 (3)	0.0146 (18)	0.015 (2)	0.0149 (19)
C12	0.073 (3)	0.093 (3)	0.076 (3)	0.024 (3)	0.039 (3)	0.021 (3)
C13	0.057 (3)	0.110 (4)	0.133 (5)	0.014 (3)	0.049 (3)	0.037 (4)
C14	0.055 (3)	0.075 (3)	0.121 (4)	−0.004 (2)	0.022 (3)	0.019 (3)
C15	0.065 (3)	0.066 (3)	0.060 (3)	0.017 (2)	0.000 (2)	0.011 (2)
NC2	0.0444 (16)	0.0531 (17)	0.0442 (16)	0.0118 (13)	0.0191 (13)	0.0071 (13)
C21	0.051 (2)	0.047 (2)	0.073 (3)	0.0094 (17)	0.020 (2)	0.0117 (19)
C22	0.056 (2)	0.070 (3)	0.074 (3)	0.015 (2)	0.011 (2)	0.035 (2)
C23	0.045 (2)	0.065 (3)	0.082 (3)	0.0108 (19)	0.005 (2)	0.019 (2)
C24	0.043 (2)	0.053 (2)	0.085 (3)	0.0018 (17)	0.010 (2)	0.011 (2)
C25	0.063 (3)	0.066 (3)	0.084 (3)	0.013 (2)	0.041 (2)	0.026 (2)
NC3	0.0533 (19)	0.0462 (17)	0.0531 (18)	−0.0058 (14)	0.0070 (15)	−0.0004 (14)
C31	0.073 (3)	0.052 (2)	0.078 (3)	0.009 (2)	0.035 (2)	0.001 (2)
C32	0.080 (3)	0.066 (3)	0.093 (3)	0.027 (2)	0.037 (3)	0.036 (3)
C33	0.112 (4)	0.071 (3)	0.103 (4)	0.017 (3)	0.051 (3)	0.047 (3)
C34	0.105 (4)	0.086 (3)	0.083 (3)	0.023 (3)	0.056 (3)	0.030 (3)
C35	0.066 (3)	0.076 (3)	0.105 (4)	0.012 (2)	0.047 (3)	0.018 (3)
NC4	0.067 (2)	0.054 (2)	0.111 (3)	−0.0089 (18)	0.025 (2)	0.027 (2)
C41	0.063 (3)	0.074 (4)	0.149 (6)	−0.007 (3)	−0.009 (4)	0.028 (4)
C42	0.119 (5)	0.084 (4)	0.097 (4)	0.003 (4)	−0.013 (4)	0.032 (3)
C43	0.145 (6)	0.105 (5)	0.066 (3)	0.008 (4)	0.012 (4)	0.002 (3)
C44	0.095 (4)	0.091 (4)	0.088 (4)	0.022 (3)	0.020 (3)	0.012 (3)
C45	0.087 (4)	0.060 (3)	0.093 (4)	0.006 (3)	0.004 (3)	0.018 (3)
NC5	0.090 (8)	0.066 (8)	0.049 (7)	0.001 (6)	0.019 (6)	0.002 (8)
C51	0.069 (8)	0.056 (10)	0.072 (11)	0.005 (7)	0.024 (7)	0.002 (9)
C52	0.060 (7)	0.056 (9)	0.038 (11)	−0.016 (8)	0.014 (8)	0.009 (10)
C53	0.071 (7)	0.045 (7)	0.039 (6)	0.010 (5)	0.019 (5)	0.020 (6)
C54	0.051 (7)	0.083 (12)	0.048 (10)	0.000 (8)	0.015 (7)	0.017 (12)
C55	0.083 (8)	0.069 (9)	0.041 (9)	−0.022 (8)	0.020 (7)	0.010 (8)
NC6	0.084 (11)	0.044 (9)	0.061 (11)	0.015 (9)	0.037 (9)	0.012 (9)
C61	0.057 (10)	0.040 (13)	0.055 (16)	−0.019 (10)	−0.010 (12)	−0.015 (14)
C62	0.083 (11)	0.046 (12)	0.037 (13)	−0.008 (11)	0.033 (9)	0.003 (12)
C63	0.100 (14)	0.047 (11)	0.038 (11)	0.012 (10)	0.042 (9)	−0.005 (10)
C64	0.075 (11)	0.058 (14)	0.068 (17)	0.006 (12)	0.009 (12)	0.018 (13)
C65	0.061 (10)	0.059 (12)	0.041 (17)	−0.007 (12)	0.022 (12)	−0.006 (16)

V1—O12	1.608 (2)	C23—C24	1.528 (6)
V1—O8i	1.795 (2)	C23—H23A	0.9700
V1—O5i	1.849 (2)	C23—H23B	0.9700
V1—O1	1.978 (2)	C24—C25	1.502 (6)
V1—O14	2.067 (2)	C24—H24A	0.9700
V1—O13	2.277 (2)	C24—H24B	0.9700
V1—V3	3.1180 (8)	C25—H25A	0.9700
V2—O2	1.687 (2)	C25—H25B	0.9700
V2—O3	1.692 (2)	NC3—C35	1.472 (5)
V2—O1	1.914 (2)	NC3—C31	1.482 (5)
V2—O14i	2.003 (2)	NC3—HC3A	0.9000
V2—O13	2.081 (2)	NC3—HC3B	0.9000
V2—O13i	2.1346 (19)	C31—C32	1.493 (6)
V2—V5i	3.0747 (8)	C31—H31A	0.9700
V2—V4	3.0887 (8)	C31—H31B	0.9700
V3—O11	1.606 (2)	C32—C33	1.515 (6)
V3—O4	1.793 (2)	C32—H32A	0.9700
V3—O7	1.861 (2)	C32—H32B	0.9700
V3—O1	1.981 (2)	C33—C34	1.519 (6)
V3—O14	2.059 (2)	C33—H33A	0.9700
V3—O13i	2.2672 (19)	C33—H33B	0.9700
V3—V5	3.1193 (8)	C34—C35	1.506 (7)
V4—O10	1.602 (2)	C34—H34A	0.9700
V4—O6	1.845 (2)	C34—H34B	0.9700
V4—O5	1.850 (2)	C35—H35A	0.9700
V4—O4	1.929 (2)	C35—H35B	0.9700
V4—O3	2.014 (2)	NC4—C45	1.468 (6)
V4—O13i	2.345 (2)	NC4—C41	1.502 (7)
V4—V5	3.0906 (9)	NC4—HC4A	0.9000
V5—O9	1.606 (2)	NC4—HC4B	0.9000
V5—O6	1.830 (2)	C41—C42	1.469 (8)
V5—O7	1.846 (2)	C41—H41A	0.9700
V5—O8	1.922 (2)	C41—H41B	0.9700
V5—O2i	2.059 (2)	C42—C43	1.521 (8)
V5—O13i	2.3366 (19)	C42—H42A	0.9700
V5—V2i	3.0747 (8)	C42—H42B	0.9700
O2—V5i	2.059 (2)	C43—C44	1.542 (7)
O5—V1i	1.849 (2)	C43—H43A	0.9700
O8—V1i	1.795 (2)	C43—H43B	0.9700
O13—V2i	2.1346 (19)	C44—C45	1.482 (7)
O13—V3i	2.2672 (19)	C44—H44A	0.9700
O13—V5i	2.3366 (19)	C44—H44B	0.9700
O13—V4i	2.345 (2)	C45—H45A	0.9700
O14—V2i	2.003 (2)	C45—H45B	0.9700
NO1—ON1	1.224 (5)	NC5—C51	1.475 (12)
NO1—ON2	1.229 (6)	NC5—C55	1.477 (11)
NO1—ON3	1.244 (6)	NC5—HC5A	0.9000
NO2A—ON6A	1.224 (8)	NC5—HC5B	0.9000
NO2A—ON5A	1.233 (8)	C51—C52	1.524 (14)
NO2A—ON4A	1.243 (8)	C51—H51A	0.9700
NO2B—ON6B	1.227 (8)	C51—H51B	0.9700
NO2B—ON4B	1.232 (8)	C52—C53	1.503 (12)
NO2B—ON5B	1.241 (8)	C52—H52A	0.9700
NC1—C11	1.484 (4)	C52—H52B	0.9700
NC1—C15	1.486 (5)	C53—C54	1.515 (12)
NC1—HC1A	0.9000	C53—H53A	0.9700
NC1—HC1B	0.9000	C53—H53B	0.9700
C11—C12	1.504 (6)	C54—C55	1.503 (15)
C11—H11A	0.9700	C54—H54A	0.9700
C11—H11B	0.9700	C54—H54B	0.9700
C12—C13	1.524 (6)	C55—H55A	0.9700
C12—H12A	0.9700	C55—H55B	0.9700
C12—H12B	0.9700	NC6—C61	1.474 (17)
C13—C14	1.521 (6)	NC6—C65	1.482 (16)
C13—H13A	0.9700	NC6—HC6A	0.9000
C13—H13B	0.9700	NC6—HC6B	0.9000
C14—C15	1.499 (6)	C61—C62	1.516 (17)
C14—H14A	0.9700	C61—H61A	0.9700
C14—H14B	0.9700	C61—H61B	0.9700
C15—H15A	0.9700	C62—C63	1.508 (17)
C15—H15B	0.9700	C62—H62A	0.9700
NC2—C25	1.485 (5)	C62—H62B	0.9700
NC2—C21	1.491 (5)	C63—C64	1.535 (17)
NC2—HC2A	0.9000	C63—H63A	0.9700
NC2—HC2B	0.9000	C63—H63B	0.9700
C21—C22	1.506 (6)	C64—C65	1.514 (17)
C21—H21A	0.9700	C64—H64A	0.9700
C21—H21B	0.9700	C64—H64B	0.9700
C22—C23	1.525 (6)	C65—H65A	0.9700
C22—H22A	0.9700	C65—H65B	0.9700
C22—H22B	0.9700
O12—V1—O8i	104.18 (11)	C14—C13—H13A	109.7
O12—V1—O5i	101.89 (11)	C12—C13—H13A	109.7
O8i—V1—O5i	95.28 (10)	C14—C13—H13B	109.7
O12—V1—O1	100.96 (11)	C12—C13—H13B	109.7
O8i—V1—O1	92.68 (9)	H13A—C13—H13B	108.2
O5i—V1—O1	153.11 (9)	C15—C14—C13	112.1 (4)
O12—V1—O14	99.69 (10)	C15—C14—H14A	109.2
O8i—V1—O14	155.02 (9)	C13—C14—H14A	109.2
O5i—V1—O14	86.82 (9)	C15—C14—H14B	109.2
O1—V1—O14	75.51 (8)	C13—C14—H14B	109.2
O12—V1—O13	174.38 (10)	H14A—C14—H14B	107.9
O8i—V1—O13	80.74 (8)	NC1—C15—C14	109.4 (4)
O5i—V1—O13	80.13 (8)	NC1—C15—H15A	109.8
O1—V1—O13	75.87 (7)	C14—C15—H15A	109.8
O14—V1—O13	75.10 (7)	NC1—C15—H15B	109.8
O12—V1—V3	90.74 (9)	C14—C15—H15B	109.8
O8i—V1—V3	130.72 (7)	H15A—C15—H15B	108.3
O5i—V1—V3	127.63 (7)	C25—NC2—C21	112.5 (3)
O1—V1—V3	38.07 (6)	C25—NC2—HC2A	109.1
O14—V1—V3	40.83 (6)	C21—NC2—HC2A	109.1
O13—V1—V3	83.92 (5)	C25—NC2—HC2B	109.1
O2—V2—O3	107.57 (11)	C21—NC2—HC2B	109.1
O2—V2—O1	99.52 (9)	HC2A—NC2—HC2B	107.8
O3—V2—O1	97.77 (10)	NC2—C21—C22	109.9 (3)
O2—V2—O14i	95.78 (9)	NC2—C21—H21A	109.7
O3—V2—O14i	94.86 (10)	C22—C21—H21A	109.7
O1—V2—O14i	156.18 (9)	NC2—C21—H21B	109.7
O2—V2—O13	88.43 (9)	C22—C21—H21B	109.7
O3—V2—O13	163.72 (9)	H21A—C21—H21B	108.2
O1—V2—O13	82.11 (8)	C21—C22—C23	111.9 (4)
O14i—V2—O13	80.16 (8)	C21—C22—H22A	109.2
O2—V2—O13i	165.82 (9)	C23—C22—H22A	109.2
O3—V2—O13i	86.29 (9)	C21—C22—H22B	109.2
O1—V2—O13i	81.06 (8)	C23—C22—H22B	109.2
O14i—V2—O13i	79.69 (8)	H22A—C22—H22B	107.9
O13—V2—O13i	77.59 (8)	C22—C23—C24	109.4 (3)
O2—V2—V5i	39.01 (7)	C22—C23—H23A	109.8
O3—V2—V5i	146.50 (8)	C24—C23—H23A	109.8
O1—V2—V5i	92.17 (6)	C22—C23—H23B	109.8
O14i—V2—V5i	88.30 (6)	C24—C23—H23B	109.8
O13—V2—V5i	49.42 (5)	H23A—C23—H23B	108.2
O13i—V2—V5i	126.97 (6)	C25—C24—C23	111.8 (3)
O2—V2—V4	144.46 (8)	C25—C24—H24A	109.3
O3—V2—V4	36.99 (7)	C23—C24—H24A	109.3
O1—V2—V4	90.73 (6)	C25—C24—H24B	109.3
O14i—V2—V4	87.29 (6)	C23—C24—H24B	109.3
O13—V2—V4	126.83 (5)	H24A—C24—H24B	107.9
O13i—V2—V4	49.30 (5)	NC2—C25—C24	109.4 (3)
V5i—V2—V4	174.76 (2)	NC2—C25—H25A	109.8
O11—V3—O4	103.86 (11)	C24—C25—H25A	109.8
O11—V3—O7	101.51 (11)	NC2—C25—H25B	109.8
O4—V3—O7	95.26 (10)	C24—C25—H25B	109.8
O11—V3—O1	100.88 (10)	H25A—C25—H25B	108.2
O4—V3—O1	92.61 (9)	C35—NC3—C31	114.1 (4)
O7—V3—O1	153.70 (9)	C35—NC3—HC3A	108.7
O11—V3—O14	99.32 (11)	C31—NC3—HC3A	108.7
O4—V3—O14	155.65 (9)	C35—NC3—HC3B	108.7
O7—V3—O14	87.27 (9)	C31—NC3—HC3B	108.7
O1—V3—O14	75.62 (8)	HC3A—NC3—HC3B	107.6
O11—V3—O13i	173.84 (10)	NC3—C31—C32	110.0 (3)
O4—V3—O13i	81.88 (8)	NC3—C31—H31A	109.7
O7—V3—O13i	79.94 (8)	C32—C31—H31A	109.7
O1—V3—O13i	76.38 (7)	NC3—C31—H31B	109.7
O14—V3—O13i	74.71 (8)	C32—C31—H31B	109.7
O11—V3—V1	90.45 (9)	H31A—C31—H31B	108.2
O4—V3—V1	130.59 (7)	C31—C32—C33	111.6 (4)
O7—V3—V1	128.29 (7)	C31—C32—H32A	109.3
O1—V3—V1	37.99 (6)	C33—C32—H32A	109.3
O14—V3—V1	41.02 (6)	C31—C32—H32B	109.3
O13i—V3—V1	84.03 (5)	C33—C32—H32B	109.3
O11—V3—V5	133.84 (8)	H32A—C32—H32B	108.0
O4—V3—V5	83.23 (7)	C32—C33—C34	111.2 (4)
O7—V3—V5	32.56 (6)	C32—C33—H33A	109.4
O1—V3—V5	124.61 (6)	C34—C33—H33A	109.4
O14—V3—V5	86.12 (6)	C32—C33—H33B	109.4
O13i—V3—V5	48.29 (5)	C34—C33—H33B	109.4
V1—V3—V5	119.61 (2)	H33A—C33—H33B	108.0
O10—V4—O6	103.65 (12)	C35—C34—C33	112.0 (4)
O10—V4—O5	103.03 (12)	C35—C34—H34A	109.2
O6—V4—O5	92.59 (10)	C33—C34—H34A	109.2
O10—V4—O4	100.98 (12)	C35—C34—H34B	109.2
O6—V4—O4	88.62 (10)	C33—C34—H34B	109.2
O5—V4—O4	154.94 (9)	H34A—C34—H34B	107.9
O10—V4—O3	101.07 (11)	NC3—C35—C34	109.5 (4)
O6—V4—O3	154.99 (9)	NC3—C35—H35A	109.8
O5—V4—O3	85.48 (9)	C34—C35—H35A	109.8
O4—V4—O3	82.99 (9)	NC3—C35—H35B	109.8
O10—V4—O13i	174.85 (11)	C34—C35—H35B	109.8
O6—V4—O13i	81.17 (8)	H35A—C35—H35B	108.2
O5—V4—O13i	78.32 (8)	C45—NC4—C41	112.1 (4)
O4—V4—O13i	77.15 (8)	C45—NC4—HC4A	109.2
O3—V4—O13i	74.01 (8)	C41—NC4—HC4A	109.2
O10—V4—V2	131.42 (10)	C45—NC4—HC4B	109.2
O6—V4—V2	124.76 (7)	C41—NC4—HC4B	109.2
O5—V4—V2	80.44 (7)	HC4A—NC4—HC4B	107.9
O4—V4—V2	78.37 (6)	C42—C41—NC4	110.5 (4)
O3—V4—V2	30.36 (6)	C42—C41—H41A	109.5
O13i—V4—V2	43.65 (5)	NC4—C41—H41A	109.5
O10—V4—V5	136.23 (10)	C42—C41—H41B	109.5
O6—V4—V5	32.60 (7)	NC4—C41—H41B	109.5
O5—V4—V5	85.55 (7)	H41A—C41—H41B	108.1
O4—V4—V5	82.07 (7)	C41—C42—C43	112.1 (5)
O3—V4—V5	122.51 (6)	C41—C42—H42A	109.2
O13i—V4—V5	48.57 (5)	C43—C42—H42A	109.2
V2—V4—V5	92.184 (19)	C41—C42—H42B	109.2
O9—V5—O6	103.89 (12)	C43—C42—H42B	109.2
O9—V5—O7	102.81 (11)	H42A—C42—H42B	107.9
O6—V5—O7	93.08 (10)	C42—C43—C44	109.9 (5)
O9—V5—O8	101.31 (11)	C42—C43—H43A	109.7
O6—V5—O8	89.64 (10)	C44—C43—H43A	109.7
O7—V5—O8	154.30 (9)	C42—C43—H43B	109.7
O9—V5—O2i	100.73 (11)	C44—C43—H43B	109.7
O6—V5—O2i	155.14 (9)	H43A—C43—H43B	108.2
O7—V5—O2i	84.73 (9)	C45—C44—C43	111.4 (5)
O8—V5—O2i	82.19 (9)	C45—C44—H44A	109.3
O9—V5—O13i	174.15 (11)	C43—C44—H44A	109.3
O6—V5—O13i	81.70 (8)	C45—C44—H44B	109.3
O7—V5—O13i	78.39 (8)	C43—C44—H44B	109.3
O8—V5—O13i	76.73 (8)	H44A—C44—H44B	108.0
O2i—V5—O13i	73.60 (7)	NC4—C45—C44	111.7 (4)
O9—V5—V2i	131.76 (10)	NC4—C45—H45A	109.3
O6—V5—V2i	124.20 (7)	C44—C45—H45A	109.3
O7—V5—V2i	80.10 (6)	NC4—C45—H45B	109.3
O8—V5—V2i	77.28 (6)	C44—C45—H45B	109.3
O2i—V5—V2i	31.04 (6)	H45A—C45—H45B	108.0
O13i—V5—V2i	42.56 (5)	C51—NC5—C55	112.7 (11)
O9—V5—V4	136.76 (10)	C51—NC5—HC5A	109.0
O6—V5—V4	32.90 (7)	C55—NC5—HC5A	109.0
O7—V5—V4	86.10 (7)	C51—NC5—HC5B	109.0
O8—V5—V4	82.40 (7)	C55—NC5—HC5B	109.0
O2i—V5—V4	122.33 (6)	HC5A—NC5—HC5B	107.8
O13i—V5—V4	48.80 (5)	NC5—C51—C52	109.3 (11)
V2i—V5—V4	91.317 (19)	NC5—C51—H51A	109.8
O9—V5—V3	135.45 (9)	C52—C51—H51A	109.8
O6—V5—V3	81.46 (7)	NC5—C51—H51B	109.8
O7—V5—V3	32.87 (6)	C52—C51—H51B	109.8
O8—V5—V3	123.11 (6)	H51A—C51—H51B	108.3
O2i—V5—V3	83.46 (6)	C53—C52—C51	105.9 (10)
O13i—V5—V3	46.42 (5)	C53—C52—H52A	110.6
V2i—V5—V3	63.252 (17)	C51—C52—H52A	110.6
V4—V5—V3	60.646 (19)	C53—C52—H52B	110.6
V2—O1—V1	106.75 (9)	C51—C52—H52B	110.6
V2—O1—V3	107.80 (9)	H52A—C52—H52B	108.7
V1—O1—V3	103.94 (10)	C52—C53—C54	113.5 (11)
V2—O2—V5i	109.95 (11)	C52—C53—H53A	108.9
V2—O3—V4	112.65 (11)	C54—C53—H53A	108.9
V3—O4—V4	114.73 (10)	C52—C53—H53B	108.9
V1i—O5—V4	115.14 (11)	C54—C53—H53B	108.9
V5—O6—V4	114.50 (11)	H53A—C53—H53B	107.7
V5—O7—V3	114.57 (11)	C55—C54—C53	107.3 (10)
V1i—O8—V5	115.62 (10)	C55—C54—H54A	110.3
V2—O13—V2i	102.41 (8)	C53—C54—H54A	110.3
V2—O13—V3i	96.58 (8)	C55—C54—H54B	110.3
V2i—O13—V3i	91.23 (7)	C53—C54—H54B	110.3
V2—O13—V1	91.44 (7)	H54A—C54—H54B	108.5
V2i—O13—V1	95.85 (8)	NC5—C55—C54	108.9 (11)
V3i—O13—V1	167.94 (9)	NC5—C55—H55A	109.9
V2—O13—V5i	88.02 (7)	C54—C55—H55A	109.9
V2i—O13—V5i	169.33 (10)	NC5—C55—H55B	109.9
V3i—O13—V5i	85.29 (7)	C54—C55—H55B	109.9
V1—O13—V5i	86.00 (6)	H55A—C55—H55B	108.3
V2—O13—V4i	170.19 (9)	C61—NC6—C65	112.0 (19)
V2i—O13—V4i	87.06 (7)	C61—NC6—HC6A	109.2
V3i—O13—V4i	85.64 (6)	C65—NC6—HC6A	109.2
V1—O13—V4i	84.98 (7)	C61—NC6—HC6B	109.2
V5i—O13—V4i	82.63 (6)	C65—NC6—HC6B	109.2
V2i—O14—V3	106.17 (9)	HC6A—NC6—HC6B	107.9
V2i—O14—V1	107.18 (9)	NC6—C61—C62	107.0 (18)
V3—O14—V1	98.15 (9)	NC6—C61—H61A	110.3
ON1—NO1—ON2	122.1 (7)	C62—C61—H61A	110.3
ON1—NO1—ON3	119.3 (6)	NC6—C61—H61B	110.3
ON2—NO1—ON3	118.7 (5)	C62—C61—H61B	110.3
ON6A—NO2A—ON5A	120.8 (8)	H61A—C61—H61B	108.6
ON6A—NO2A—ON4A	119.7 (7)	C63—C62—C61	109.3 (18)
ON5A—NO2A—ON4A	119.5 (7)	C63—C62—H62A	109.8
ON6B—NO2B—ON4B	120.1 (7)	C61—C62—H62A	109.8
ON6B—NO2B—ON5B	119.9 (8)	C63—C62—H62B	109.8
ON4B—NO2B—ON5B	120.0 (8)	C61—C62—H62B	109.8
C11—NC1—C15	113.1 (3)	H62A—C62—H62B	108.3
C11—NC1—HC1A	109.0	C62—C63—C64	107.7 (17)
C15—NC1—HC1A	109.0	C62—C63—H63A	110.2
C11—NC1—HC1B	109.0	C64—C63—H63A	110.2
C15—NC1—HC1B	109.0	C62—C63—H63B	110.2
HC1A—NC1—HC1B	107.8	C64—C63—H63B	110.2
NC1—C11—C12	110.0 (3)	H63A—C63—H63B	108.5
NC1—C11—H11A	109.7	C65—C64—C63	107.7 (18)
C12—C11—H11A	109.7	C65—C64—H64A	110.2
NC1—C11—H11B	109.7	C63—C64—H64A	110.2
C12—C11—H11B	109.7	C65—C64—H64B	110.2
H11A—C11—H11B	108.2	C63—C64—H64B	110.2
C11—C12—C13	110.9 (4)	H64A—C64—H64B	108.5
C11—C12—H12A	109.5	NC6—C65—C64	108.5 (18)
C13—C12—H12A	109.5	NC6—C65—H65A	110.0
C11—C12—H12B	109.5	C64—C65—H65A	110.0
C13—C12—H12B	109.5	NC6—C65—H65B	110.0
H12A—C12—H12B	108.0	C64—C65—H65B	110.0
C14—C13—C12	109.9 (4)	H65A—C65—H65B	108.4

D—H···A	D—H	H···A	D···A	D—H···A
NC1—HC1A···O8	0.90	1.80	2.693 (3)	174
NC1—HC1B···ON6Aii	0.90	1.95	2.829 (8)	164
NC1—HC1B···ON6B	0.90	2.05	2.876 (9)	153
NC1—HC1B···ON5Aii	0.90	2.48	3.214 (12)	139
NC1—HC1B···ON5B	0.90	2.54	3.355 (13)	151
NC2—HC2A···ON4A	0.90	1.95	2.824 (7)	164
NC2—HC2A···ON4Bii	0.90	2.05	2.909 (8)	159
NC2—HC2A···ON5Bii	0.90	2.50	3.280 (13)	145
NC2—HC2A···ON5A	0.90	2.56	3.251 (12)	134
NC2—HC2B···O4	0.90	1.85	2.746 (3)	174
NC3—HC3A···O5i	0.90	1.85	2.749 (4)	175
NC3—HC3B···ON3	0.90	2.06	2.885 (5)	152
NC3—HC3B···ON2	0.90	2.31	3.095 (5)	145
NC4—HC4A···O7	0.90	1.82	2.716 (4)	172
NC4—HC4B···ON3	0.90	2.16	2.954 (6)	147
NC4—HC4B···ON1	0.90	2.26	3.060 (6)	148
NC5—HC5A···O6	0.90	2.40	3.248 (17)	158
NC6—HC6A···ON4B	0.90	2.12	2.92 (2)	147
NC6—HC6B···O6ii	0.90	1.92	2.80 (2)	166

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
NC1—HC1A⋯O8	0.90	1.80	2.693 (3)	174
NC1—HC1B⋯ON6Ai	0.90	1.95	2.829 (8)	164
NC1—HC1B⋯ON6B	0.90	2.05	2.876 (9)	153
NC1—HC1B⋯ON5Ai	0.90	2.48	3.214 (12)	139
NC1—HC1B⋯ON5B	0.90	2.54	3.355 (13)	151
NC2—HC2A⋯ON4A	0.90	1.95	2.824 (7)	164
NC2—HC2A⋯ON4Bi	0.90	2.05	2.909 (8)	159
NC2—HC2A⋯ON5Bi	0.90	2.50	3.280 (13)	145
NC2—HC2A⋯ON5A	0.90	2.56	3.251 (12)	134
NC2—HC2B⋯O4	0.90	1.85	2.746 (3)	174
NC3—HC3A⋯O5ii	0.90	1.85	2.749 (4)	175
NC3—HC3B⋯ON3	0.90	2.06	2.885 (5)	152
NC3—HC3B⋯ON2	0.90	2.31	3.095 (5)	145
NC4—HC4A⋯O7	0.90	1.82	2.716 (4)	172
NC4—HC4B⋯ON3	0.90	2.16	2.954 (6)	147
NC4—HC4B⋯ON1	0.90	2.26	3.060 (6)	148
NC5—HC5A⋯O6	0.90	2.40	3.248 (17)	158
NC6—HC6A⋯ON4B	0.90	2.12	2.92 (2)	147
NC6—HC6B⋯O6i	0.90	1.92	2.80 (2)	166

Symmetry codes: (i) ; (ii) .