(p-Nitro­benzoato)­tri­phenyl­tin at 298 K

The structure at 298 K described here, [Sn(C₆H₅)₃(C₇H₄NO₄)], completely confirms the results at 173 K obtained previously [Weng, Das & Robinson (1990), Malays. J. Sci. 12, 57]. In both structures, weak interaction between Sn and the carbonyl O atom of the benzoate group provides a distorted trigonal-pyramidal environment at the Sn atom derived from its pseudo-tetrahedral primary coordination in both mol­ecules of the asymmetric unit.

S1. Comment

It was only upon completion of the solution and refinement of the 298 K structure reported here that a search of the Cambridge Structural Database (Allen & Kennard, 1993) by means of the CSSR component of the EPSRC's Chemical Database Service at Daresbury (Fletcher et al., 1996) revealed the existence of the 173 K structure described by Weng et al. (1990; CSD No. 170773, CODEN RACFUW.). Aside from the reversal in direction of cell edges a and b and the increased cell dimensions and thermal parameters at 298 K, the two structures are identical. Thus, making due allowance for the diffent labelling schemes, the description of the 298 K structure which follows applies equally to both structures.

The asymmetric unit consists of two independent molecules, A and B, whose atoms are labelled in an identical manner and distinguished by suffix A or B except for the Sn atoms, which are distinguished by number (1 or 2). As a consequence, geometric parameters are given below in pairs with those for molecule A preceding the corresponding value in square brackets for molecule B.

With a few exceptions, the bond lengths and angles observed are unremarkable. However, in the p-nitrobenzoate groups, both the carboxylate and nitro substituents are rotated around the C—X bond (X = C or N) by 26.8 (6) [13.4 (6)°] and 19.2 (7)° [16.0 (7)°], respectively, to displace O from the plane of the benzene ring. Also of interest is the coordination of Sn (Table 1). The primary coordination by O1, C8, C14 and C20 is tetrahedral in nature but highly distorted, as evidenced for example by the O1—Sn—C20 angle. The distortion is perceived to be of the order of 11.7° [15.2°] towards a trigonal-bipyramidal configuration with the introduction of O2 axial and trans to C20, and O1, C8 and C14 equatorial. In molecule A, the axial Sn—C20 bond is appreciably longer than the equatorial Sn—C bonds, but a similar effect is not apparent in molecule B. With the inclusion of the Sn—O2 contact, the benzoate carboxylate group now acts in a bidentate manner, but with a bite angle of only 50.10 (11)° [51.78 (12)°] which, despite amelioration by the length of the Sn—O2 bond, renders the bipyramid extremely distorted also.

The two molecules in the asymmetric unit are clearly generally quite similar. However, comparison of the values given pairwise above and in Table 1 clearly shows that they are not identical. The differences between them are attributed to packing effects rather than fundamental structural differences.

S2. Experimental

The title compound was prepared from bis(triphenyl)tin oxide and p-nitrobenzoic acid (1:2 molar ratio) in toluene using a Dean–Stark separator. The residue, after removal of solvent, was recrystallized from chloroform/petroleum ether (333–353 K).

Computing details

Data collection: Nicolet P3 Software (Nicolet, 1980); cell refinement: Nicolet P3 Software; data reduction: RDNIC (Howie, 1980); program(s) used to solve structure: SHELXS86 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

p-Nitrobenzoato-triphenyl-tin

Crystal data

[Sn(C6H5)3(C7H4NO4)]	Z = 4
Mr = 516.10	F(000) = 1032
Triclinic, P1	Dx = 1.550 Mg m^−3
a = 8.949 (11) Å	Mo Kα radiation, λ = 0.71073 Å
b = 14.302 (16) Å	Cell parameters from 14 reflections
c = 17.530 (16) Å	θ = 10.0–11.5°
α = 94.89 (8)°	µ = 1.19 mm^−1
β = 83.79 (8)°	T = 298 K
γ = 96.24 (9)°	Block, colourless
V = 2211 (4) Å^3	0.50 × 0.40 × 0.20 mm

Data collection

Nicolet P3 diffractometer	7111 reflections with I > 2σ(I)
Radiation source: normal-focus sealed tube	Rint = 0.055
Graphite monochromator	θmax = 27.6°, θmin = 1.2°
θ–2θ scans	h = 0→11
Absorption correction: ψ scan (North et al., 1968)	k = −18→18
Tmin = 0.471, Tmax = 0.598	l = −22→22
10232 measured reflections	2 standard reflections every 50 reflections
10230 independent reflections	intensity decay: none

Refinement

Refinement on F^2	Primary atom site location: heavy-atom method
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.088	H-atom parameters constrained
S = 1.02	Calculated w = 1/[σ^2(Fo^2) + (0.0345P)^2 + 1.0146P] where P = (Fo^2 + 2Fc^2)/3
10230 reflections	(Δ/σ)max = 0.001
559 parameters	Δρmax = 0.55 e Å^−3
0 restraints	Δρmin = −0.58 e Å^−3

Special details

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.

The structure was solved by the heavy-atom method and refined in the usual manner. H atoms were placed in calculated positions and refined with a riding model.

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

	x	y	z	Uiso*/Ueq
Sn1	0.05234 (3)	0.481014 (18)	0.156345 (14)	0.04181 (8)
O1A	0.2042 (3)	0.55346 (18)	0.07880 (15)	0.0519 (7)
O2A	0.1688 (3)	0.6766 (2)	0.16208 (16)	0.0601 (7)
O3A	0.6557 (5)	0.8245 (3)	−0.1700 (3)	0.1213 (17)
O4A	0.6041 (5)	0.9502 (3)	−0.1042 (3)	0.1112 (15)
N1A	0.5943 (5)	0.8655 (3)	−0.1152 (3)	0.0776 (12)
C1A	0.2261 (4)	0.6429 (3)	0.1011 (2)	0.0474 (9)
C2A	0.3266 (4)	0.7011 (3)	0.0461 (2)	0.0428 (8)
C3A	0.4361 (5)	0.6621 (3)	−0.0048 (2)	0.0553 (10)
H3A	0.4494	0.5986	−0.0041	0.066*
C4A	0.5252 (5)	0.7161 (3)	−0.0565 (3)	0.0636 (12)
H4A	0.5995	0.6901	−0.0905	0.076*
C5A	0.5023 (4)	0.8086 (3)	−0.0569 (2)	0.0540 (10)
C6A	0.3979 (5)	0.8506 (3)	−0.0082 (3)	0.0655 (12)
H6A	0.3850	0.9140	−0.0102	0.079*
C7A	0.3104 (5)	0.7959 (3)	0.0449 (2)	0.0610 (11)
H7A	0.2399	0.8235	0.0802	0.073*
C8A	−0.1552 (4)	0.5419 (3)	0.1731 (2)	0.0434 (8)
C9A	−0.2806 (5)	0.4915 (3)	0.1457 (2)	0.0535 (10)
H9A	−0.2700	0.4347	0.1166	0.064*
C10A	−0.4231 (5)	0.5235 (4)	0.1604 (3)	0.0655 (12)
H10A	−0.5070	0.4879	0.1422	0.079*
C11A	−0.4383 (5)	0.6076 (3)	0.2018 (3)	0.0630 (12)
H11A	−0.5329	0.6300	0.2113	0.076*
C12A	−0.3150 (5)	0.6595 (3)	0.2294 (3)	0.0646 (12)
H12A	−0.3261	0.7168	0.2575	0.078*
C13A	−0.1739 (4)	0.6268 (3)	0.2155 (2)	0.0546 (10)
H13A	−0.0909	0.6622	0.2348	0.066*
C14A	0.1651 (4)	0.4712 (3)	0.2544 (2)	0.0444 (8)
C15A	0.2306 (5)	0.3888 (3)	0.2624 (3)	0.0618 (11)
H15A	0.2238	0.3394	0.2245	0.074*
C16A	0.3055 (6)	0.3797 (4)	0.3257 (3)	0.0823 (16)
H16A	0.3481	0.3242	0.3302	0.099*
C17A	0.3174 (6)	0.4523 (5)	0.3822 (3)	0.0845 (17)
H17A	0.3686	0.4465	0.4247	0.101*
C18A	0.2529 (6)	0.5332 (4)	0.3750 (3)	0.0782 (15)
H18A	0.2598	0.5823	0.4132	0.094*
C19A	0.1775 (4)	0.5430 (3)	0.3116 (2)	0.0553 (10)
H19A	0.1348	0.5987	0.3076	0.066*
C20A	0.0441 (4)	0.3500 (3)	0.0893 (2)	0.0458 (9)
C21A	−0.0172 (5)	0.2664 (3)	0.1196 (2)	0.0658 (12)
H21A	−0.0647	0.2685	0.1695	0.079*
C22A	−0.0105 (6)	0.1806 (3)	0.0788 (3)	0.0807 (15)
H22A	−0.0535	0.1259	0.1009	0.097*
C23A	0.0597 (6)	0.1756 (3)	0.0055 (3)	0.0795 (15)
H23A	0.0663	0.1174	−0.0220	0.095*
C24A	0.1203 (6)	0.2566 (4)	−0.0271 (3)	0.0743 (14)
H24A	0.1680	0.2536	−0.0769	0.089*
C25A	0.1104 (5)	0.3429 (3)	0.0142 (2)	0.0601 (11)
H25A	0.1493	0.3976	−0.0091	0.072*
Sn2	−0.03142 (3)	0.172177 (17)	0.435676 (15)	0.04193 (8)
O1B	−0.1942 (3)	0.10630 (19)	0.51250 (15)	0.0530 (7)
O2B	−0.1489 (3)	0.2426 (2)	0.57969 (17)	0.0615 (8)
O3B	−0.7025 (5)	−0.0567 (3)	0.8029 (2)	0.1067 (14)
O4B	−0.6732 (5)	0.0762 (3)	0.8687 (2)	0.1086 (14)
N1B	−0.6460 (5)	0.0242 (4)	0.8126 (3)	0.0768 (12)
C1B	−0.2171 (4)	0.1638 (3)	0.5732 (2)	0.0478 (9)
C2B	−0.3329 (4)	0.1274 (2)	0.6348 (2)	0.0421 (8)
C3B	−0.4298 (5)	0.0480 (3)	0.6206 (2)	0.0558 (10)
H3B	−0.4254	0.0170	0.5717	0.067*
C4B	−0.5338 (5)	0.0137 (3)	0.6784 (3)	0.0634 (12)
H4B	−0.5992	−0.0402	0.6691	0.076*
C5B	−0.5375 (4)	0.0615 (3)	0.7496 (2)	0.0500 (9)
C6B	−0.4462 (5)	0.1415 (3)	0.7645 (2)	0.0585 (11)
H6B	−0.4538	0.1734	0.8131	0.070*
C7B	−0.3420 (5)	0.1751 (3)	0.7072 (2)	0.0579 (11)
H7B	−0.2780	0.2295	0.7169	0.069*
C8B	0.1788 (4)	0.2141 (3)	0.4804 (2)	0.0450 (9)
C9B	0.3030 (4)	0.1728 (3)	0.4436 (3)	0.0593 (11)
H9B	0.2894	0.1251	0.4047	0.071*
C10B	0.4466 (5)	0.2014 (4)	0.4640 (3)	0.0751 (14)
H10B	0.5287	0.1730	0.4389	0.090*
C11B	0.4686 (5)	0.2714 (3)	0.5209 (3)	0.0698 (13)
H11B	0.5655	0.2908	0.5343	0.084*
C12B	0.3465 (5)	0.3131 (3)	0.5584 (3)	0.0677 (12)
H12B	0.3608	0.3605	0.5974	0.081*
C13B	0.2024 (5)	0.2842 (3)	0.5378 (2)	0.0548 (10)
H13B	0.1205	0.3128	0.5632	0.066*
C14B	−0.1344 (4)	0.2800 (3)	0.3921 (2)	0.0440 (8)
C15B	−0.2183 (5)	0.2595 (3)	0.3296 (2)	0.0563 (10)
H15B	−0.2258	0.1987	0.3058	0.068*
C16B	−0.2910 (5)	0.3287 (4)	0.3023 (3)	0.0723 (14)
H16B	−0.3481	0.3138	0.2608	0.087*
C17B	−0.2796 (5)	0.4181 (4)	0.3356 (3)	0.0711 (14)
H17B	−0.3287	0.4643	0.3172	0.085*
C18B	−0.1951 (6)	0.4396 (3)	0.3966 (3)	0.0705 (13)
H18B	−0.1867	0.5007	0.4195	0.085*
C19B	−0.1222 (5)	0.3710 (3)	0.4242 (3)	0.0590 (11)
H19B	−0.0641	0.3869	0.4652	0.071*
C20B	−0.0186 (4)	0.0533 (2)	0.3544 (2)	0.0429 (8)
C21B	0.0591 (5)	0.0622 (3)	0.2820 (2)	0.0647 (12)
H21B	0.1065	0.1208	0.2695	0.078*
C22B	0.0679 (6)	−0.0131 (3)	0.2286 (3)	0.0772 (14)
H22B	0.1209	−0.0053	0.1805	0.093*
C23B	−0.0015 (6)	−0.1000 (3)	0.2458 (3)	0.0696 (13)
H23B	0.0042	−0.1515	0.2098	0.084*
C24B	−0.0794 (5)	−0.1100 (3)	0.3167 (3)	0.0673 (12)
H24B	−0.1273	−0.1687	0.3286	0.081*
C25B	−0.0880 (5)	−0.0353 (3)	0.3703 (2)	0.0559 (10)
H25B	−0.1412	−0.0440	0.4182	0.067*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.03884 (14)	0.04461 (15)	0.04168 (15)	0.00362 (11)	−0.00133 (11)	0.00569 (11)
O1A	0.0545 (16)	0.0475 (16)	0.0501 (16)	−0.0056 (12)	0.0024 (13)	0.0071 (12)
O2A	0.0629 (18)	0.0642 (18)	0.0485 (17)	−0.0025 (14)	0.0075 (14)	0.0045 (14)
O3A	0.149 (4)	0.076 (3)	0.121 (3)	0.012 (3)	0.081 (3)	0.024 (2)
O4A	0.127 (3)	0.056 (2)	0.137 (4)	−0.009 (2)	0.046 (3)	0.025 (2)
N1A	0.073 (3)	0.061 (3)	0.092 (3)	0.003 (2)	0.028 (2)	0.019 (2)
C1A	0.041 (2)	0.056 (2)	0.045 (2)	−0.0031 (17)	−0.0086 (17)	0.0096 (18)
C2A	0.0419 (19)	0.047 (2)	0.0378 (19)	−0.0029 (16)	−0.0046 (15)	0.0006 (16)
C3A	0.059 (2)	0.042 (2)	0.062 (3)	0.0035 (18)	0.006 (2)	0.0054 (19)
C4A	0.062 (3)	0.053 (3)	0.070 (3)	0.005 (2)	0.019 (2)	0.009 (2)
C5A	0.051 (2)	0.047 (2)	0.060 (3)	−0.0051 (18)	0.0077 (19)	0.0071 (19)
C6A	0.073 (3)	0.039 (2)	0.080 (3)	0.004 (2)	0.014 (2)	0.011 (2)
C7A	0.065 (3)	0.054 (3)	0.060 (3)	0.011 (2)	0.014 (2)	0.004 (2)
C8A	0.0398 (19)	0.052 (2)	0.041 (2)	0.0056 (16)	−0.0021 (15)	0.0138 (17)
C9A	0.057 (2)	0.059 (3)	0.045 (2)	0.008 (2)	−0.0075 (19)	0.0015 (19)
C10A	0.043 (2)	0.080 (3)	0.074 (3)	0.000 (2)	−0.012 (2)	0.008 (3)
C11A	0.044 (2)	0.084 (3)	0.064 (3)	0.021 (2)	−0.002 (2)	0.008 (2)
C12A	0.053 (3)	0.066 (3)	0.074 (3)	0.018 (2)	−0.001 (2)	−0.004 (2)
C13A	0.046 (2)	0.054 (2)	0.064 (3)	0.0048 (18)	−0.0092 (19)	0.004 (2)
C14A	0.0320 (17)	0.049 (2)	0.052 (2)	0.0024 (15)	0.0005 (15)	0.0101 (17)
C15A	0.052 (2)	0.068 (3)	0.068 (3)	0.012 (2)	0.001 (2)	0.019 (2)
C16A	0.066 (3)	0.100 (4)	0.091 (4)	0.019 (3)	−0.006 (3)	0.049 (3)
C17A	0.063 (3)	0.133 (5)	0.063 (3)	−0.005 (3)	−0.023 (3)	0.037 (3)
C18A	0.068 (3)	0.108 (4)	0.056 (3)	−0.013 (3)	−0.017 (2)	0.007 (3)
C19A	0.052 (2)	0.060 (3)	0.054 (2)	0.0016 (19)	−0.0086 (19)	0.007 (2)
C20A	0.043 (2)	0.048 (2)	0.045 (2)	−0.0014 (16)	−0.0032 (16)	0.0052 (17)
C21A	0.083 (3)	0.061 (3)	0.046 (2)	−0.008 (2)	0.013 (2)	0.005 (2)
C22A	0.104 (4)	0.052 (3)	0.078 (3)	−0.015 (3)	0.007 (3)	0.010 (2)
C23A	0.090 (4)	0.056 (3)	0.085 (4)	0.001 (3)	−0.002 (3)	−0.017 (3)
C24A	0.090 (4)	0.077 (3)	0.048 (3)	−0.003 (3)	0.009 (2)	−0.007 (2)
C25A	0.076 (3)	0.059 (3)	0.040 (2)	−0.003 (2)	0.004 (2)	0.0060 (19)
Sn2	0.03729 (14)	0.04042 (15)	0.04778 (16)	0.00518 (11)	0.00154 (11)	0.00719 (11)
O1B	0.0506 (15)	0.0532 (16)	0.0528 (16)	0.0060 (13)	0.0100 (13)	0.0089 (13)
O2B	0.0531 (16)	0.0516 (17)	0.077 (2)	−0.0004 (14)	0.0098 (15)	0.0133 (15)
O3B	0.105 (3)	0.101 (3)	0.097 (3)	−0.033 (2)	0.031 (2)	0.018 (2)
O4B	0.107 (3)	0.128 (4)	0.076 (3)	0.008 (3)	0.047 (2)	−0.003 (2)
N1B	0.060 (2)	0.093 (3)	0.073 (3)	0.002 (2)	0.019 (2)	0.022 (2)
C1B	0.0369 (19)	0.053 (2)	0.056 (2)	0.0130 (17)	0.0030 (17)	0.0151 (19)
C2B	0.0387 (19)	0.041 (2)	0.047 (2)	0.0093 (15)	0.0001 (16)	0.0046 (16)
C3B	0.062 (3)	0.053 (2)	0.048 (2)	0.000 (2)	0.0045 (19)	−0.0027 (19)
C4B	0.060 (3)	0.058 (3)	0.065 (3)	−0.013 (2)	0.007 (2)	0.004 (2)
C5B	0.045 (2)	0.056 (2)	0.048 (2)	0.0092 (18)	0.0064 (17)	0.0092 (19)
C6B	0.067 (3)	0.060 (3)	0.044 (2)	0.004 (2)	0.006 (2)	−0.0058 (19)
C7B	0.054 (2)	0.054 (2)	0.061 (3)	−0.0054 (19)	0.002 (2)	−0.002 (2)
C8B	0.0386 (19)	0.042 (2)	0.056 (2)	0.0035 (15)	−0.0008 (16)	0.0153 (17)
C9B	0.046 (2)	0.060 (3)	0.073 (3)	0.0095 (19)	−0.005 (2)	0.004 (2)
C10B	0.045 (2)	0.081 (3)	0.100 (4)	0.013 (2)	−0.001 (2)	0.008 (3)
C11B	0.049 (3)	0.066 (3)	0.099 (4)	0.001 (2)	−0.023 (3)	0.012 (3)
C12B	0.066 (3)	0.052 (3)	0.087 (3)	−0.007 (2)	−0.025 (3)	0.007 (2)
C13B	0.049 (2)	0.052 (2)	0.063 (3)	0.0031 (18)	−0.0009 (19)	0.004 (2)
C14B	0.0392 (19)	0.044 (2)	0.049 (2)	0.0064 (15)	0.0066 (16)	0.0116 (17)
C15B	0.058 (2)	0.062 (3)	0.049 (2)	0.004 (2)	−0.004 (2)	0.008 (2)
C16B	0.071 (3)	0.094 (4)	0.057 (3)	0.012 (3)	−0.014 (2)	0.025 (3)
C17B	0.064 (3)	0.078 (3)	0.077 (3)	0.025 (3)	0.008 (3)	0.036 (3)
C18B	0.079 (3)	0.050 (3)	0.084 (3)	0.017 (2)	0.001 (3)	0.015 (2)
C19B	0.058 (3)	0.056 (3)	0.066 (3)	0.012 (2)	−0.010 (2)	0.013 (2)
C20B	0.0431 (19)	0.041 (2)	0.044 (2)	0.0063 (16)	0.0024 (16)	0.0059 (16)
C21B	0.074 (3)	0.052 (3)	0.059 (3)	−0.009 (2)	0.019 (2)	0.007 (2)
C22B	0.092 (4)	0.071 (3)	0.059 (3)	0.001 (3)	0.025 (3)	0.001 (2)
C23B	0.092 (4)	0.058 (3)	0.057 (3)	0.016 (3)	−0.001 (3)	−0.011 (2)
C24B	0.083 (3)	0.044 (2)	0.072 (3)	−0.002 (2)	−0.003 (3)	0.004 (2)
C25B	0.064 (3)	0.054 (2)	0.050 (2)	0.005 (2)	0.002 (2)	0.012 (2)

Geometric parameters (Å, º)

Sn1—O1A	2.074 (3)	Sn2—O1B	2.077 (3)
Sn1—C14A	2.106 (4)	Sn2—C14B	2.115 (4)
Sn1—C8A	2.117 (4)	Sn2—C8B	2.123 (4)
Sn1—C20A	2.125 (4)	Sn2—C20B	2.128 (4)
Sn1—O2A	2.874 (4)	Sn2—O2B	2.778 (4)
O1A—C1A	1.305 (5)	O1B—C1B	1.301 (5)
O2A—C1A	1.219 (5)	O2B—C1B	1.224 (5)
O3A—N1A	1.195 (5)	O3B—N1B	1.218 (6)
O4A—N1A	1.205 (5)	O4B—N1B	1.201 (5)
N1A—C5A	1.482 (5)	N1B—C5B	1.483 (5)
C1A—C2A	1.489 (5)	C1B—C2B	1.499 (5)
C2A—C7A	1.382 (6)	C2B—C3B	1.374 (5)
C2A—C3A	1.383 (5)	C2B—C7B	1.386 (5)
C3A—C4A	1.372 (6)	C3B—C4B	1.383 (6)
C4A—C5A	1.362 (6)	C4B—C5B	1.371 (6)
C5A—C6A	1.351 (6)	C5B—C6B	1.356 (6)
C6A—C7A	1.387 (6)	C6B—C7B	1.376 (6)
C8A—C9A	1.375 (5)	C8B—C13B	1.375 (6)
C8A—C13A	1.385 (5)	C8B—C9B	1.387 (5)
C9A—C10A	1.392 (6)	C9B—C10B	1.381 (6)
C10A—C11A	1.363 (6)	C10B—C11B	1.365 (7)
C11A—C12A	1.371 (6)	C11B—C12B	1.378 (7)
C12A—C13A	1.383 (6)	C12B—C13B	1.387 (6)
C14A—C19A	1.377 (6)	C14B—C19B	1.371 (6)
C14A—C15A	1.396 (6)	C14B—C15B	1.388 (6)
C15A—C16A	1.379 (7)	C15B—C16B	1.386 (6)
C16A—C17A	1.376 (8)	C16B—C17B	1.358 (7)
C17A—C18A	1.369 (8)	C17B—C18B	1.370 (7)
C18A—C19A	1.386 (6)	C18B—C19B	1.382 (6)
C20A—C25A	1.384 (5)	C20B—C25B	1.386 (5)
C20A—C21A	1.384 (6)	C20B—C21B	1.388 (5)
C21A—C22A	1.370 (6)	C21B—C22B	1.369 (6)
C22A—C23A	1.367 (7)	C22B—C23B	1.370 (7)
C23A—C24A	1.368 (7)	C23B—C24B	1.369 (6)
C24A—C25A	1.382 (6)	C24B—C25B	1.364 (6)
O1A—Sn1—C14A	106.84 (14)	O1B—Sn2—C14B	106.41 (14)
O1A—Sn1—C8A	110.64 (14)	O1B—Sn2—C8B	114.31 (15)
C14A—Sn1—C8A	117.42 (15)	C14B—Sn2—C8B	115.88 (16)
O1A—Sn1—C20A	95.64 (15)	O1B—Sn2—C20B	95.45 (15)
C14A—Sn1—C20A	109.71 (16)	C14B—Sn2—C20B	111.12 (16)
C8A—Sn1—C20A	114.19 (17)	C8B—Sn2—C20B	111.76 (16)
O1A—Sn1—O2A	50.10 (11)	O1B—Sn2—O2B	51.78 (12)
C14A—Sn1—O2A	86.81 (14)	C14B—Sn2—O2B	85.70 (14)
C8A—Sn1—O2A	81.19 (15)	C8B—Sn2—O2B	83.20 (15)
C20A—Sn1—O2A	145.61 (12)	C20B—Sn2—O2B	146.96 (12)
C1A—O1A—Sn1	111.5 (2)	C1B—O1B—Sn2	108.6 (2)
C1A—O2A—Sn1	75.5 (2)	C1B—O2B—Sn2	77.4 (3)
O3A—N1A—O4A	123.9 (4)	O4B—N1B—O3B	124.9 (4)
O3A—N1A—C5A	118.0 (4)	O4B—N1B—C5B	117.8 (5)
O4A—N1A—C5A	118.2 (4)	O3B—N1B—C5B	117.3 (4)
O2A—C1A—O1A	122.8 (4)	O2B—C1B—O1B	122.2 (4)
O2A—C1A—C2A	122.3 (4)	O2B—C1B—C2B	122.1 (4)
O1A—C1A—C2A	114.8 (3)	O1B—C1B—C2B	115.6 (3)
C7A—C2A—C3A	118.7 (4)	C3B—C2B—C7B	119.7 (4)
C7A—C2A—C1A	119.9 (4)	C3B—C2B—C1B	121.1 (4)
C3A—C2A—C1A	121.4 (4)	C7B—C2B—C1B	119.2 (4)
C4A—C3A—C2A	120.7 (4)	C2B—C3B—C4B	120.6 (4)
C5A—C4A—C3A	118.4 (4)	C5B—C4B—C3B	118.1 (4)
C6A—C5A—C4A	123.5 (4)	C6B—C5B—C4B	122.4 (4)
C6A—C5A—N1A	118.4 (4)	C6B—C5B—N1B	119.0 (4)
C4A—C5A—N1A	118.1 (4)	C4B—C5B—N1B	118.6 (4)
C5A—C6A—C7A	117.7 (4)	C5B—C6B—C7B	119.4 (4)
C2A—C7A—C6A	120.9 (4)	C6B—C7B—C2B	119.7 (4)
C9A—C8A—C13A	118.0 (4)	C13B—C8B—C9B	118.3 (4)
C9A—C8A—Sn1	118.5 (3)	C13B—C8B—Sn2	125.0 (3)
C13A—C8A—Sn1	123.2 (3)	C9B—C8B—Sn2	116.5 (3)
C8A—C9A—C10A	121.6 (4)	C10B—C9B—C8B	120.8 (4)
C11A—C10A—C9A	119.3 (4)	C11B—C10B—C9B	120.3 (5)
C10A—C11A—C12A	120.3 (4)	C10B—C11B—C12B	119.7 (4)
C11A—C12A—C13A	120.3 (4)	C11B—C12B—C13B	119.9 (5)
C12A—C13A—C8A	120.5 (4)	C8B—C13B—C12B	121.0 (4)
C19A—C14A—C15A	118.0 (4)	C19B—C14B—C15B	118.0 (4)
C19A—C14A—Sn1	122.8 (3)	C19B—C14B—Sn2	122.0 (3)
C15A—C14A—Sn1	119.2 (3)	C15B—C14B—Sn2	120.0 (3)
C16A—C15A—C14A	120.9 (5)	C16B—C15B—C14B	120.6 (4)
C17A—C16A—C15A	120.4 (5)	C17B—C16B—C15B	120.5 (5)
C18A—C17A—C16A	119.0 (5)	C16B—C17B—C18B	119.4 (4)
C17A—C18A—C19A	121.0 (5)	C17B—C18B—C19B	120.5 (5)
C14A—C19A—C18A	120.6 (4)	C14B—C19B—C18B	121.0 (4)
C25A—C20A—C21A	116.3 (4)	C25B—C20B—C21B	117.2 (4)
C25A—C20A—Sn1	121.3 (3)	C25B—C20B—Sn2	122.2 (3)
C21A—C20A—Sn1	122.2 (3)	C21B—C20B—Sn2	120.6 (3)
C22A—C21A—C20A	122.4 (4)	C22B—C21B—C20B	121.7 (4)
C23A—C22A—C21A	119.8 (4)	C21B—C22B—C23B	120.0 (4)
C22A—C23A—C24A	119.7 (5)	C24B—C23B—C22B	119.1 (4)
C23A—C24A—C25A	119.9 (4)	C25B—C24B—C23B	121.1 (4)
C24A—C25A—C20A	121.8 (4)	C24B—C25B—C20B	120.9 (4)
C14A—Sn1—O1A—C1A	−72.4 (3)	C14B—Sn2—O1B—C1B	−70.5 (3)
C8A—Sn1—O1A—C1A	56.5 (3)	C8B—Sn2—O1B—C1B	58.7 (3)
C20A—Sn1—O1A—C1A	175.0 (3)	C20B—Sn2—O1B—C1B	175.6 (2)
O2A—Sn1—O1A—C1A	−1.6 (2)	O2B—Sn2—O1B—C1B	0.1 (2)
O1A—Sn1—O2A—C1A	1.7 (2)	O1B—Sn2—O2B—C1B	−0.1 (2)
C14A—Sn1—O2A—C1A	116.8 (3)	C14B—Sn2—O2B—C1B	114.7 (3)
C8A—Sn1—O2A—C1A	−124.8 (3)	C8B—Sn2—O2B—C1B	−128.6 (2)
C20A—Sn1—O2A—C1A	−4.3 (3)	C20B—Sn2—O2B—C1B	−8.5 (3)
Sn1—O2A—C1A—O1A	−2.4 (3)	Sn2—O2B—C1B—O1B	0.2 (3)
Sn1—O2A—C1A—C2A	177.5 (4)	Sn2—O2B—C1B—C2B	−179.7 (3)
Sn1—O1A—C1A—O2A	3.5 (5)	Sn2—O1B—C1B—O2B	−0.2 (4)
Sn1—O1A—C1A—C2A	−176.4 (2)	Sn2—O1B—C1B—C2B	179.6 (2)
O2A—C1A—C2A—C7A	−27.1 (6)	O2B—C1B—C2B—C3B	166.4 (4)
O1A—C1A—C2A—C7A	152.8 (4)	O1B—C1B—C2B—C3B	−13.4 (5)
O2A—C1A—C2A—C3A	153.6 (4)	O2B—C1B—C2B—C7B	−13.5 (6)
O1A—C1A—C2A—C3A	−26.5 (5)	O1B—C1B—C2B—C7B	166.7 (3)
C7A—C2A—C3A—C4A	−1.1 (6)	C7B—C2B—C3B—C4B	−1.7 (6)
C1A—C2A—C3A—C4A	178.3 (4)	C1B—C2B—C3B—C4B	178.4 (4)
C2A—C3A—C4A—C5A	−0.6 (7)	C2B—C3B—C4B—C5B	0.3 (7)
C3A—C4A—C5A—C6A	1.1 (7)	C3B—C4B—C5B—C6B	1.6 (7)
C3A—C4A—C5A—N1A	−177.3 (4)	C3B—C4B—C5B—N1B	−178.6 (4)
O3A—N1A—C5A—C6A	−160.4 (5)	O4B—N1B—C5B—C6B	16.4 (7)
O4A—N1A—C5A—C6A	20.4 (7)	O3B—N1B—C5B—C6B	−164.5 (5)
O3A—N1A—C5A—C4A	18.1 (7)	O4B—N1B—C5B—C4B	−163.4 (5)
O4A—N1A—C5A—C4A	−161.1 (5)	O3B—N1B—C5B—C4B	15.6 (6)
C4A—C5A—C6A—C7A	0.2 (7)	C4B—C5B—C6B—C7B	−2.1 (7)
N1A—C5A—C6A—C7A	178.6 (4)	N1B—C5B—C6B—C7B	178.1 (4)
C3A—C2A—C7A—C6A	2.5 (6)	C5B—C6B—C7B—C2B	0.7 (7)
C1A—C2A—C7A—C6A	−176.9 (4)	C3B—C2B—C7B—C6B	1.2 (6)
C5A—C6A—C7A—C2A	−2.0 (7)	C1B—C2B—C7B—C6B	−178.9 (4)
O1A—Sn1—C8A—C9A	111.3 (3)	O1B—Sn2—C8B—C13B	−68.1 (3)
C14A—Sn1—C8A—C9A	−125.7 (3)	C14B—Sn2—C8B—C13B	56.2 (4)
C20A—Sn1—C8A—C9A	4.8 (3)	C20B—Sn2—C8B—C13B	−175.1 (3)
O2A—Sn1—C8A—C9A	152.6 (3)	O2B—Sn2—C8B—C13B	−25.7 (3)
O1A—Sn1—C8A—C13A	−73.9 (3)	O1B—Sn2—C8B—C9B	117.9 (3)
C14A—Sn1—C8A—C13A	49.1 (4)	C14B—Sn2—C8B—C9B	−117.7 (3)
C20A—Sn1—C8A—C13A	179.6 (3)	C20B—Sn2—C8B—C9B	10.9 (3)
O2A—Sn1—C8A—C13A	−32.7 (3)	O2B—Sn2—C8B—C9B	160.4 (3)
C13A—C8A—C9A—C10A	−0.7 (6)	C13B—C8B—C9B—C10B	−0.1 (6)
Sn1—C8A—C9A—C10A	174.3 (3)	Sn2—C8B—C9B—C10B	174.3 (3)
C8A—C9A—C10A—C11A	1.2 (7)	C8B—C9B—C10B—C11B	−0.1 (7)
C9A—C10A—C11A—C12A	−0.9 (7)	C9B—C10B—C11B—C12B	0.4 (8)
C10A—C11A—C12A—C13A	0.0 (7)	C10B—C11B—C12B—C13B	−0.4 (7)
C11A—C12A—C13A—C8A	0.5 (7)	C9B—C8B—C13B—C12B	0.1 (6)
C9A—C8A—C13A—C12A	−0.2 (6)	Sn2—C8B—C13B—C12B	−173.8 (3)
Sn1—C8A—C13A—C12A	−175.0 (3)	C11B—C12B—C13B—C8B	0.2 (7)
O1A—Sn1—C14A—C19A	82.6 (3)	O1B—Sn2—C14B—C19B	94.0 (3)
C8A—Sn1—C14A—C19A	−42.3 (4)	C8B—Sn2—C14B—C19B	−34.3 (4)
C20A—Sn1—C14A—C19A	−174.9 (3)	C20B—Sn2—C14B—C19B	−163.3 (3)
O2A—Sn1—C14A—C19A	36.0 (3)	O2B—Sn2—C14B—C19B	46.0 (3)
O1A—Sn1—C14A—C15A	−97.4 (3)	O1B—Sn2—C14B—C15B	−85.5 (3)
C8A—Sn1—C14A—C15A	137.7 (3)	C8B—Sn2—C14B—C15B	146.2 (3)
C20A—Sn1—C14A—C15A	5.2 (3)	C20B—Sn2—C14B—C15B	17.2 (3)
O2A—Sn1—C14A—C15A	−143.9 (3)	O2B—Sn2—C14B—C15B	−133.5 (3)
C19A—C14A—C15A—C16A	0.0 (6)	C19B—C14B—C15B—C16B	−2.0 (6)
Sn1—C14A—C15A—C16A	180.0 (3)	Sn2—C14B—C15B—C16B	177.6 (3)
C14A—C15A—C16A—C17A	−0.3 (7)	C14B—C15B—C16B—C17B	0.9 (7)
C15A—C16A—C17A—C18A	0.6 (8)	C15B—C16B—C17B—C18B	0.2 (7)
C16A—C17A—C18A—C19A	−0.6 (8)	C16B—C17B—C18B—C19B	−0.2 (7)
C15A—C14A—C19A—C18A	0.0 (6)	C15B—C14B—C19B—C18B	1.9 (6)
Sn1—C14A—C19A—C18A	−180.0 (3)	Sn2—C14B—C19B—C18B	−177.6 (3)
C17A—C18A—C19A—C14A	0.3 (7)	C17B—C18B—C19B—C14B	−0.9 (7)
O1A—Sn1—C20A—C25A	−9.3 (3)	O1B—Sn2—C20B—C25B	−9.9 (3)
C14A—Sn1—C20A—C25A	−119.4 (3)	C14B—Sn2—C20B—C25B	−119.8 (3)
C8A—Sn1—C20A—C25A	106.4 (3)	C8B—Sn2—C20B—C25B	109.0 (3)
O2A—Sn1—C20A—C25A	−4.7 (5)	O2B—Sn2—C20B—C25B	−3.3 (5)
O1A—Sn1—C20A—C21A	165.8 (4)	O1B—Sn2—C20B—C21B	169.2 (3)
C14A—Sn1—C20A—C21A	55.6 (4)	C14B—Sn2—C20B—C21B	59.3 (4)
C8A—Sn1—C20A—C21A	−78.5 (4)	C8B—Sn2—C20B—C21B	−71.9 (4)
O2A—Sn1—C20A—C21A	170.4 (3)	O2B—Sn2—C20B—C21B	175.8 (3)
C25A—C20A—C21A—C22A	1.4 (7)	C25B—C20B—C21B—C22B	−0.3 (7)
Sn1—C20A—C21A—C22A	−173.9 (4)	Sn2—C20B—C21B—C22B	−179.5 (4)
C20A—C21A—C22A—C23A	0.5 (8)	C20B—C21B—C22B—C23B	0.2 (8)
C21A—C22A—C23A—C24A	−1.2 (9)	C21B—C22B—C23B—C24B	0.2 (8)
C22A—C23A—C24A—C25A	0.1 (8)	C22B—C23B—C24B—C25B	−0.4 (8)
C23A—C24A—C25A—C20A	1.9 (8)	C23B—C24B—C25B—C20B	0.3 (7)
C21A—C20A—C25A—C24A	−2.6 (7)	C21B—C20B—C25B—C24B	0.1 (6)
Sn1—C20A—C25A—C24A	172.7 (4)	Sn2—C20B—C25B—C24B	179.2 (3)