[pi]-[pi] stacking motifs in di­alkyl­bis­{5-[(E)-2-aryl­diazen-1-yl]-2-hy­droxy­benzoato}tin(IV) complexes

The diorganotin(IV) complexes of 5-[(E)-2-aryl­diazen-1-yl]-2-hy­droxy­benzoic acid are of inter­est because of their structural diversity in the crystalline state and their inter­esting biological activity. The structures of di­methyl­bis­{2-hy­droxy-5-[(E)-2-(4-methyl­phen­yl)diazen-1-yl]­benzoato}tin(IV), [Sn(CH₃)₂(C₁₄H₁₁N₂O₃)₂], and di-n-butyl­bis­{2-hy­droxy-5-[(E)-2-(4-methyl­phen­yl)diazen-1-yl]­ben­zo­ato}tin(IV) benzene hemisolvate, [Sn(C₄H₉)₂(C₁₄H₁₁N₂O₃)₂]·0.5C₆H₆, exhibit the usual skew-trapezoidal bipyramidal coordination geometry observed for related complexes of this class. Each structure has two independent mol­ecules of the Sn^IV complex in the asymmetric unit. In the di­methyl­tin structure, inter­molecular O-H...O hydrogen bonds and a very weak Sn...O inter­action link the independent mol­ecules into dimers. The planar carboxyl­ate ligands lend themselves to [pi]-[pi] stacking inter­actions and the diversity of supra­molecular structural motifs formed by these inter­actions has been examined in detail for these two structures and four closely related analogues. While there are some recurring basic motifs amongst the observed stacking arrangements, such as dimers and step-like chains, variations through longi­tudinal slipping and inversion of the direction of the overlay add complexity. The [pi]-[pi] stacking motifs in the two title complexes are combinations of some of those observed in the other structures and are the most complex of the structures examined.

Computing details

For both compounds, data collection: COLLECT (Nonius, 2000); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015) and PLATON (Spek, 2009).

(I) Dimethylbis{2-hydroxy-5-[(E)-2-(4-methylphenyl)diazen-1-yl]benzoato}tin(IV)

Crystal data

[Sn(CH3)2(C14H11N2O3)2]	F(000) = 1336
Mr = 659.25	Dx = 1.541 Mg m^−3
Triclinic, P1	Melting point: 496 K
a = 10.1883 (1) Å	Mo Kα radiation, λ = 0.71073 Å
b = 12.9209 (1) Å	Cell parameters from 77568 reflections
c = 23.0447 (2) Å	θ = 2.0–30.0°
α = 102.3524 (4)°	µ = 0.95 mm^−1
β = 95.2584 (4)°	T = 160 K
γ = 104.1530 (5)°	Prism, yellow
V = 2840.09 (4) Å^3	0.30 × 0.20 × 0.11 mm
Z = 4

Data collection

Nonius KappaCCD diffractometer	16590 independent reflections
Radiation source: Nonius FR590 sealed tube generator	10414 reflections with I > 2σ(I)
Horizontally mounted graphite crystal monochromator	Rint = 0.070
Detector resolution: 9 pixels mm^-1	θmax = 30.0°, θmin = 2.1°
φ and ω scans with κ offsets	h = −14→14
Absorption correction: multi-scan (Blessing, 1995)	k = −18→18
Tmin = 0.805, Tmax = 0.912	l = −32→32
69932 measured reflections

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.041	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.099	w = 1/[σ^2(Fo^2) + (0.0441P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.01	(Δ/σ)max = 0.001
16590 reflections	Δρmax = 1.65 e Å^−3
763 parameters	Δρmin = −1.07 e Å^−3

Special details

Experimental. Solvent used: benzene Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.503 (1) Frames collected: 758 Seconds exposure per frame: 15 Degrees rotation per frame: 1.0 Crystal-Detector distance (mm): 33.4

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
Sn1	0.10136 (2)	0.38257 (2)	0.32223 (2)	0.02512 (6)
O1	0.25573 (18)	0.50245 (15)	0.38461 (8)	0.0285 (4)
O2	0.34413 (19)	0.36401 (16)	0.35559 (9)	0.0337 (5)
O3	0.5996 (2)	0.38169 (18)	0.39426 (10)	0.0363 (5)
H3	0.521 (4)	0.353 (4)	0.3804 (19)	0.094 (17)*
O4	−0.00723 (19)	0.50043 (15)	0.34064 (8)	0.0311 (5)
O5	−0.14973 (19)	0.36505 (15)	0.27117 (9)	0.0314 (5)
O6	−0.3961 (2)	0.38172 (17)	0.23716 (9)	0.0336 (5)
H6	−0.344 (3)	0.350 (3)	0.2374 (16)	0.052 (12)*
N1	0.6293 (2)	0.8055 (2)	0.52231 (10)	0.0304 (6)
N2	0.7395 (2)	0.85626 (19)	0.55732 (10)	0.0304 (6)
N3	−0.2189 (2)	0.81187 (18)	0.37749 (10)	0.0266 (5)
N4	−0.2911 (2)	0.87516 (19)	0.36858 (10)	0.0293 (5)
C1	0.3583 (3)	0.4601 (2)	0.38642 (12)	0.0263 (6)
C2	0.4893 (3)	0.5268 (2)	0.42365 (12)	0.0239 (6)
C3	0.6026 (3)	0.4841 (2)	0.42542 (12)	0.0272 (6)
C4	0.7282 (3)	0.5489 (2)	0.45927 (13)	0.0308 (7)
H4	0.8056	0.5202	0.4599	0.037*
C5	0.7396 (3)	0.6539 (2)	0.49150 (12)	0.0292 (7)
H5	0.8249	0.6974	0.5146	0.035*
C6	0.6270 (3)	0.6975 (2)	0.49066 (12)	0.0262 (6)
C7	0.5031 (3)	0.6339 (2)	0.45627 (12)	0.0273 (6)
H7	0.4268	0.6638	0.4550	0.033*
C8	0.7434 (3)	0.9646 (2)	0.58893 (12)	0.0281 (6)
C9	0.6412 (3)	1.0163 (3)	0.58016 (14)	0.0378 (8)
H9	0.5625	0.9795	0.5508	0.045*
C10	0.6540 (3)	1.1212 (3)	0.61410 (14)	0.0399 (8)
H10	0.5831	1.1556	0.6082	0.048*
C11	0.7696 (3)	1.1776 (2)	0.65696 (13)	0.0344 (7)
C12	0.8729 (3)	1.1262 (2)	0.66414 (13)	0.0349 (7)
H12	0.9531	1.1637	0.6925	0.042*
C13	0.8601 (3)	1.0205 (2)	0.63025 (13)	0.0328 (7)
H13	0.9316	0.9864	0.6354	0.039*
C14	−0.1235 (3)	0.4599 (2)	0.30469 (12)	0.0272 (6)
C15	−0.2184 (3)	0.5285 (2)	0.30485 (12)	0.0247 (6)
C16	−0.3503 (3)	0.4863 (2)	0.27060 (12)	0.0266 (6)
C17	−0.4382 (3)	0.5535 (2)	0.27123 (13)	0.0296 (7)
H17	−0.5267	0.5252	0.2478	0.035*
C18	−0.3987 (3)	0.6600 (2)	0.30525 (12)	0.0282 (6)
H18	−0.4602	0.7046	0.3055	0.034*
C19	−0.2681 (3)	0.7035 (2)	0.33971 (12)	0.0249 (6)
C20	−0.1805 (3)	0.6370 (2)	0.33952 (12)	0.0252 (6)
H20	−0.0927	0.6656	0.3635	0.030*
C21	−0.2457 (3)	0.9831 (2)	0.40756 (12)	0.0257 (6)
C22	−0.1456 (3)	1.0157 (2)	0.45712 (13)	0.0365 (7)
H22	−0.0990	0.9651	0.4670	0.044*
C23	−0.1129 (3)	1.1218 (2)	0.49247 (13)	0.0379 (8)
H23	−0.0435	1.1432	0.5266	0.045*
C24	−0.1792 (3)	1.1978 (2)	0.47928 (13)	0.0290 (6)
C25	−0.2793 (3)	1.1641 (2)	0.42959 (15)	0.0398 (8)
H25	−0.3264	1.2146	0.4198	0.048*
C26	−0.3126 (3)	1.0579 (2)	0.39364 (14)	0.0373 (8)
H26	−0.3815	1.0364	0.3594	0.045*
C27	0.7830 (3)	1.2919 (3)	0.69461 (15)	0.0473 (9)
H271	0.7147	1.2884	0.7219	0.071*
H272	0.7679	1.3395	0.6682	0.071*
H273	0.8750	1.3219	0.7180	0.071*
C28	−0.1414 (3)	1.3135 (2)	0.51864 (14)	0.0372 (8)
H281	−0.2028	1.3539	0.5047	0.056*
H282	−0.0466	1.3509	0.5164	0.056*
H283	−0.1505	1.3108	0.5603	0.056*
C29	0.1619 (3)	0.3892 (3)	0.23862 (13)	0.0387 (8)
H291	0.1713	0.4634	0.2327	0.058*
H292	0.0927	0.3358	0.2068	0.058*
H293	0.2499	0.3716	0.2371	0.058*
C30	0.0148 (3)	0.2604 (2)	0.36471 (14)	0.0385 (8)
H301	−0.0138	0.2942	0.4020	0.058*
H302	0.0826	0.2218	0.3741	0.058*
H303	−0.0650	0.2079	0.3380	0.058*
Sn2	−0.60835 (2)	0.10939 (2)	0.20193 (2)	0.02463 (6)
O41	−0.50211 (18)	0.00346 (15)	0.15816 (8)	0.0288 (4)
O42	−0.35771 (19)	0.16857 (15)	0.18648 (9)	0.0315 (5)
O43	−0.1099 (2)	0.20069 (18)	0.15594 (11)	0.0387 (6)
H43	−0.162 (4)	0.214 (3)	0.1736 (16)	0.054 (13)*
O44	−0.77008 (19)	−0.03372 (15)	0.18092 (9)	0.0319 (5)
O45	−0.86084 (19)	0.09139 (16)	0.23033 (8)	0.0323 (5)
O46	−1.1085 (2)	0.02763 (18)	0.25580 (10)	0.0376 (5)
H46	−1.038 (3)	0.073 (3)	0.2515 (15)	0.051 (11)*
N41	−0.2835 (2)	−0.23287 (19)	0.02011 (10)	0.0292 (5)
N42	−0.2053 (2)	−0.2628 (2)	−0.01555 (10)	0.0306 (6)
N43	−1.1311 (2)	−0.3884 (2)	0.11860 (11)	0.0314 (6)
N44	−1.2365 (2)	−0.4641 (2)	0.11707 (10)	0.0313 (6)
C41	−0.3834 (3)	0.0701 (2)	0.15825 (12)	0.0265 (6)
C42	−0.2859 (3)	0.0273 (2)	0.12326 (12)	0.0247 (6)
C43	−0.1556 (3)	0.0956 (2)	0.12328 (13)	0.0287 (6)
C44	−0.0657 (3)	0.0551 (2)	0.08834 (13)	0.0318 (7)
H44	0.0222	0.1014	0.0880	0.038*
C45	−0.1047 (3)	−0.0524 (2)	0.05437 (13)	0.0305 (7)
H45	−0.0428	−0.0798	0.0310	0.037*
C46	−0.2346 (3)	−0.1215 (2)	0.05404 (12)	0.0269 (6)
C47	−0.3226 (3)	−0.0808 (2)	0.08837 (12)	0.0269 (6)
H47	−0.4106	−0.1274	0.0883	0.032*
C48	−0.2533 (3)	−0.3745 (2)	−0.04892 (12)	0.0281 (6)
C49	−0.3806 (3)	−0.4456 (2)	−0.04775 (13)	0.0353 (7)
H49	−0.4426	−0.4196	−0.0239	0.042*
C50	−0.4164 (3)	−0.5536 (3)	−0.08129 (13)	0.0383 (8)
H50	−0.5030	−0.6013	−0.0802	0.046*
C51	−0.3265 (3)	−0.5931 (2)	−0.11675 (13)	0.0320 (7)
C52	−0.2020 (3)	−0.5218 (3)	−0.11793 (13)	0.0352 (7)
H52	−0.1397	−0.5479	−0.1416	0.042*
C53	−0.1657 (3)	−0.4131 (3)	−0.08544 (13)	0.0332 (7)
H53	−0.0809	−0.3648	−0.0881	0.040*
C54	−0.8724 (3)	−0.0069 (2)	0.20316 (12)	0.0294 (6)
C55	−1.0001 (3)	−0.0942 (2)	0.19579 (12)	0.0260 (6)
C56	−1.1115 (3)	−0.0731 (2)	0.22349 (12)	0.0275 (6)
C57	−1.2287 (3)	−0.1595 (2)	0.21874 (12)	0.0310 (7)
H57	−1.3026	−0.1460	0.2388	0.037*
C58	−1.2383 (3)	−0.2631 (2)	0.18551 (13)	0.0306 (7)
H58	−1.3189	−0.3208	0.1824	0.037*
C59	−1.1297 (3)	−0.2847 (2)	0.15587 (12)	0.0272 (6)
C60	−1.0120 (3)	−0.2002 (2)	0.16222 (12)	0.0284 (6)
H60	−0.9373	−0.2149	0.1432	0.034*
C61	−1.2412 (3)	−0.5668 (2)	0.07783 (12)	0.0281 (6)
C62	−1.1566 (3)	−0.5803 (3)	0.03444 (13)	0.0368 (7)
H62	−1.0901	−0.5184	0.0293	0.044*
C63	−1.1693 (3)	−0.6832 (3)	−0.00090 (13)	0.0386 (8)
H63	−1.1111	−0.6916	−0.0305	0.046*
C64	−1.2655 (3)	−0.7757 (2)	0.00558 (13)	0.0328 (7)
C65	−1.3511 (3)	−0.7603 (3)	0.04800 (14)	0.0396 (8)
H65	−1.4193	−0.8218	0.0524	0.047*
C66	−1.3393 (3)	−0.6569 (2)	0.08424 (14)	0.0367 (7)
H66	−1.3984	−0.6480	0.1134	0.044*
C67	−0.3666 (3)	−0.7128 (3)	−0.15153 (14)	0.0426 (8)
H671	−0.4312	−0.7226	−0.1878	0.064*
H672	−0.4099	−0.7593	−0.1263	0.064*
H673	−0.2847	−0.7338	−0.1630	0.064*
C68	−1.2762 (3)	−0.8892 (3)	−0.03241 (13)	0.0428 (8)
H681	−1.2550	−0.8838	−0.0725	0.064*
H682	−1.3695	−0.9362	−0.0360	0.064*
H683	−1.2111	−0.9211	−0.0134	0.064*
C69	−0.5492 (3)	0.1368 (3)	0.29454 (12)	0.0376 (8)
H691	−0.6033	0.1807	0.3163	0.056*
H692	−0.4518	0.1764	0.3052	0.056*
H693	−0.5647	0.0660	0.3055	0.056*
C70	−0.6591 (3)	0.1953 (2)	0.13960 (13)	0.0330 (7)
H701	−0.6566	0.1540	0.0989	0.049*
H702	−0.5931	0.2680	0.1482	0.049*
H703	−0.7513	0.2041	0.1425	0.049*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.02441 (11)	0.02026 (11)	0.02735 (11)	0.00554 (8)	0.00105 (8)	0.00053 (8)
O1	0.0234 (10)	0.0262 (11)	0.0306 (11)	0.0066 (9)	−0.0030 (8)	−0.0010 (8)
O2	0.0301 (11)	0.0228 (11)	0.0426 (12)	0.0067 (9)	0.0002 (9)	−0.0009 (9)
O3	0.0316 (13)	0.0246 (12)	0.0501 (14)	0.0115 (10)	0.0009 (10)	0.0016 (10)
O4	0.0254 (11)	0.0260 (11)	0.0372 (12)	0.0095 (9)	−0.0035 (9)	−0.0017 (9)
O5	0.0296 (11)	0.0233 (11)	0.0359 (12)	0.0083 (9)	−0.0002 (9)	−0.0032 (9)
O6	0.0261 (12)	0.0244 (12)	0.0407 (13)	0.0030 (10)	−0.0044 (9)	−0.0039 (9)
N1	0.0265 (13)	0.0288 (14)	0.0313 (13)	0.0045 (11)	0.0021 (10)	0.0021 (11)
N2	0.0287 (13)	0.0272 (14)	0.0319 (14)	0.0046 (11)	0.0008 (11)	0.0047 (11)
N3	0.0264 (13)	0.0214 (13)	0.0307 (13)	0.0071 (10)	0.0022 (10)	0.0039 (10)
N4	0.0297 (13)	0.0247 (13)	0.0337 (14)	0.0082 (11)	0.0055 (10)	0.0063 (11)
C1	0.0254 (15)	0.0254 (16)	0.0266 (15)	0.0051 (12)	0.0031 (12)	0.0055 (12)
C2	0.0224 (14)	0.0252 (15)	0.0246 (14)	0.0062 (12)	0.0024 (11)	0.0079 (12)
C3	0.0314 (16)	0.0259 (16)	0.0269 (15)	0.0101 (13)	0.0060 (12)	0.0085 (12)
C4	0.0239 (15)	0.0325 (17)	0.0372 (17)	0.0102 (13)	0.0013 (12)	0.0097 (14)
C5	0.0212 (15)	0.0333 (17)	0.0312 (16)	0.0050 (13)	−0.0001 (12)	0.0079 (13)
C6	0.0266 (15)	0.0264 (16)	0.0243 (14)	0.0058 (12)	0.0039 (11)	0.0052 (12)
C7	0.0276 (15)	0.0254 (16)	0.0282 (15)	0.0087 (13)	0.0040 (12)	0.0033 (12)
C8	0.0298 (16)	0.0250 (16)	0.0273 (15)	0.0036 (13)	0.0036 (12)	0.0062 (12)
C9	0.0306 (17)	0.0355 (19)	0.0417 (19)	0.0053 (14)	−0.0001 (14)	0.0046 (15)
C10	0.0354 (18)	0.0325 (18)	0.051 (2)	0.0106 (15)	0.0091 (15)	0.0071 (15)
C11	0.0419 (19)	0.0252 (17)	0.0328 (17)	0.0017 (14)	0.0129 (14)	0.0055 (13)
C12	0.0378 (18)	0.0304 (18)	0.0309 (16)	−0.0007 (14)	−0.0004 (13)	0.0095 (13)
C13	0.0333 (17)	0.0253 (16)	0.0360 (17)	0.0027 (13)	0.0003 (13)	0.0077 (13)
C14	0.0264 (15)	0.0240 (16)	0.0284 (15)	0.0059 (12)	0.0027 (12)	0.0021 (12)
C15	0.0261 (15)	0.0236 (15)	0.0229 (14)	0.0053 (12)	0.0030 (11)	0.0047 (11)
C16	0.0277 (15)	0.0263 (16)	0.0224 (14)	0.0033 (13)	0.0016 (11)	0.0038 (12)
C17	0.0203 (14)	0.0301 (17)	0.0342 (16)	0.0031 (13)	0.0005 (12)	0.0050 (13)
C18	0.0244 (15)	0.0276 (16)	0.0338 (16)	0.0091 (13)	0.0040 (12)	0.0077 (13)
C19	0.0239 (14)	0.0216 (15)	0.0273 (15)	0.0033 (12)	0.0025 (11)	0.0060 (12)
C20	0.0220 (14)	0.0266 (16)	0.0260 (15)	0.0067 (12)	0.0005 (11)	0.0054 (12)
C21	0.0257 (15)	0.0236 (15)	0.0285 (15)	0.0083 (12)	0.0060 (12)	0.0051 (12)
C22	0.0438 (19)	0.0282 (17)	0.0385 (18)	0.0182 (15)	−0.0039 (14)	0.0045 (14)
C23	0.046 (2)	0.0337 (18)	0.0327 (17)	0.0169 (16)	−0.0036 (14)	0.0022 (14)
C24	0.0275 (16)	0.0263 (16)	0.0350 (16)	0.0085 (13)	0.0113 (13)	0.0073 (13)
C25	0.0376 (18)	0.0252 (17)	0.059 (2)	0.0165 (15)	−0.0045 (16)	0.0104 (15)
C26	0.0335 (17)	0.0300 (18)	0.0449 (19)	0.0109 (14)	−0.0120 (14)	0.0065 (14)
C27	0.056 (2)	0.0306 (19)	0.050 (2)	0.0054 (17)	0.0137 (17)	0.0038 (16)
C28	0.0387 (18)	0.0283 (17)	0.0425 (19)	0.0126 (15)	0.0060 (14)	0.0002 (14)
C29	0.0324 (17)	0.045 (2)	0.0311 (17)	−0.0008 (15)	0.0072 (13)	0.0050 (15)
C30	0.0430 (19)	0.0277 (17)	0.0409 (19)	0.0022 (15)	0.0030 (15)	0.0100 (14)
Sn2	0.02260 (11)	0.02230 (11)	0.02507 (11)	0.00392 (8)	0.00101 (8)	0.00108 (8)
O41	0.0215 (10)	0.0234 (11)	0.0358 (11)	0.0027 (8)	0.0050 (8)	−0.0012 (9)
O42	0.0274 (11)	0.0230 (11)	0.0370 (12)	0.0042 (9)	0.0034 (9)	−0.0043 (9)
O43	0.0268 (12)	0.0280 (13)	0.0500 (15)	−0.0013 (10)	0.0048 (11)	−0.0035 (10)
O44	0.0265 (11)	0.0259 (11)	0.0357 (12)	−0.0010 (9)	0.0071 (9)	−0.0004 (9)
O45	0.0304 (11)	0.0260 (11)	0.0339 (11)	0.0018 (9)	0.0026 (9)	0.0012 (9)
O46	0.0378 (13)	0.0275 (13)	0.0409 (13)	0.0030 (11)	0.0115 (10)	−0.0010 (10)
N41	0.0281 (13)	0.0256 (14)	0.0338 (14)	0.0080 (11)	0.0049 (11)	0.0062 (11)
N42	0.0330 (14)	0.0310 (14)	0.0302 (13)	0.0128 (12)	0.0042 (11)	0.0078 (11)
N43	0.0280 (13)	0.0286 (14)	0.0340 (14)	0.0031 (11)	0.0069 (11)	0.0045 (11)
N44	0.0298 (14)	0.0272 (14)	0.0346 (14)	0.0039 (11)	0.0069 (11)	0.0066 (11)
C41	0.0236 (15)	0.0242 (16)	0.0277 (15)	0.0045 (12)	−0.0021 (11)	0.0027 (12)
C42	0.0197 (14)	0.0249 (15)	0.0267 (15)	0.0035 (12)	0.0011 (11)	0.0046 (12)
C43	0.0232 (15)	0.0257 (16)	0.0333 (16)	0.0035 (12)	−0.0026 (12)	0.0058 (13)
C44	0.0202 (15)	0.0352 (18)	0.0359 (17)	0.0013 (13)	0.0021 (12)	0.0085 (14)
C45	0.0251 (15)	0.0369 (18)	0.0333 (16)	0.0133 (14)	0.0058 (12)	0.0102 (14)
C46	0.0268 (15)	0.0265 (16)	0.0262 (15)	0.0056 (13)	0.0028 (12)	0.0062 (12)
C47	0.0229 (14)	0.0279 (16)	0.0281 (15)	0.0040 (12)	0.0011 (11)	0.0076 (12)
C48	0.0304 (16)	0.0280 (16)	0.0268 (15)	0.0102 (13)	0.0019 (12)	0.0070 (12)
C49	0.0322 (17)	0.0362 (19)	0.0354 (17)	0.0106 (14)	0.0098 (13)	0.0007 (14)
C50	0.0310 (17)	0.0387 (19)	0.0390 (18)	0.0050 (15)	0.0026 (14)	0.0024 (15)
C51	0.0370 (17)	0.0314 (17)	0.0280 (16)	0.0113 (14)	0.0023 (13)	0.0066 (13)
C52	0.0429 (19)	0.0358 (19)	0.0316 (17)	0.0180 (16)	0.0131 (14)	0.0067 (14)
C53	0.0311 (16)	0.0372 (18)	0.0326 (16)	0.0095 (14)	0.0076 (13)	0.0099 (14)
C54	0.0310 (16)	0.0295 (17)	0.0237 (15)	0.0033 (13)	0.0018 (12)	0.0050 (12)
C55	0.0227 (14)	0.0275 (16)	0.0245 (14)	0.0037 (12)	0.0025 (11)	0.0039 (12)
C56	0.0299 (16)	0.0266 (16)	0.0235 (14)	0.0065 (13)	0.0007 (12)	0.0037 (12)
C57	0.0254 (15)	0.0347 (18)	0.0307 (16)	0.0047 (13)	0.0084 (12)	0.0057 (13)
C58	0.0260 (15)	0.0291 (17)	0.0340 (16)	0.0017 (13)	0.0071 (12)	0.0075 (13)
C59	0.0255 (15)	0.0254 (16)	0.0308 (16)	0.0059 (12)	0.0060 (12)	0.0073 (12)
C60	0.0253 (15)	0.0325 (17)	0.0262 (15)	0.0055 (13)	0.0056 (12)	0.0065 (12)
C61	0.0261 (15)	0.0258 (16)	0.0316 (16)	0.0056 (13)	0.0046 (12)	0.0071 (13)
C62	0.0297 (17)	0.0408 (19)	0.0359 (17)	0.0024 (14)	0.0090 (13)	0.0075 (15)
C63	0.0341 (18)	0.046 (2)	0.0307 (17)	0.0077 (16)	0.0085 (13)	0.0004 (15)
C64	0.0344 (17)	0.0338 (18)	0.0270 (16)	0.0109 (14)	−0.0028 (13)	0.0017 (13)
C65	0.0434 (19)	0.0279 (18)	0.0436 (19)	0.0027 (15)	0.0069 (15)	0.0085 (15)
C66	0.0416 (19)	0.0303 (18)	0.0372 (18)	0.0058 (15)	0.0159 (14)	0.0061 (14)
C67	0.051 (2)	0.037 (2)	0.0388 (19)	0.0152 (16)	0.0123 (15)	0.0007 (15)
C68	0.052 (2)	0.040 (2)	0.0330 (18)	0.0188 (17)	−0.0033 (15)	−0.0020 (15)
C69	0.0452 (19)	0.0366 (19)	0.0267 (16)	0.0110 (15)	−0.0026 (14)	0.0020 (14)
C70	0.0264 (16)	0.0391 (19)	0.0338 (17)	0.0063 (14)	0.0009 (13)	0.0141 (14)

Geometric parameters (Å, º)

Sn1—O1	2.0930 (17)	Sn2—O41	2.0966 (17)
Sn1—O2	2.6051 (18)	Sn2—O42	2.5613 (19)
Sn1—O4	2.0872 (17)	Sn2—O44	2.0855 (19)
Sn1—O5	2.6517 (18)	Sn2—O45	2.6798 (19)
Sn1—C29	2.089 (3)	Sn2—C69	2.093 (3)
Sn1—C30	2.090 (3)	Sn2—C70	2.095 (3)
O1—C1	1.294 (3)	O41—C41	1.302 (3)
O2—C1	1.258 (3)	O42—C41	1.250 (3)
O3—C3	1.355 (3)	O43—C43	1.348 (3)
O3—H3	0.80 (4)	O43—H43	0.72 (3)
O4—C14	1.302 (3)	O44—C54	1.292 (3)
O5—C14	1.251 (3)	O45—C54	1.261 (3)
O6—C16	1.348 (3)	O46—C56	1.346 (3)
O6—H6	0.75 (3)	O46—H46	0.84 (3)
N1—N2	1.261 (3)	N41—N42	1.262 (3)
N1—C6	1.423 (3)	N41—C46	1.423 (3)
N2—C8	1.422 (3)	N42—C48	1.423 (3)
N3—N4	1.261 (3)	N43—N44	1.256 (3)
N3—C19	1.423 (3)	N43—C59	1.424 (3)
N4—C21	1.427 (3)	N44—C61	1.424 (3)
C1—C2	1.474 (4)	C41—C42	1.472 (4)
C2—C7	1.393 (4)	C42—C47	1.395 (4)
C2—C3	1.397 (4)	C42—C43	1.402 (4)
C3—C4	1.401 (4)	C43—C44	1.397 (4)
C4—C5	1.372 (4)	C44—C45	1.381 (4)
C4—H4	0.9500	C44—H44	0.9500
C5—C6	1.396 (4)	C45—C46	1.402 (4)
C5—H5	0.9500	C45—H45	0.9500
C6—C7	1.388 (4)	C46—C47	1.375 (4)
C7—H7	0.9500	C47—H47	0.9500
C8—C13	1.385 (4)	C48—C53	1.388 (4)
C8—C9	1.390 (4)	C48—C49	1.401 (4)
C9—C10	1.381 (4)	C49—C50	1.384 (4)
C9—H9	0.9500	C49—H49	0.9500
C10—C11	1.398 (4)	C50—C51	1.399 (4)
C10—H10	0.9500	C50—H50	0.9500
C11—C12	1.390 (4)	C51—C52	1.380 (4)
C11—C27	1.512 (4)	C51—C67	1.517 (4)
C12—C13	1.389 (4)	C52—C53	1.384 (4)
C12—H12	0.9500	C52—H52	0.9500
C13—H13	0.9500	C53—H53	0.9500
C14—C15	1.463 (4)	C54—C55	1.468 (4)
C15—C20	1.396 (4)	C55—C60	1.392 (4)
C15—C16	1.411 (4)	C55—C56	1.407 (4)
C16—C17	1.390 (4)	C56—C57	1.399 (4)
C17—C18	1.372 (4)	C57—C58	1.369 (4)
C17—H17	0.9500	C57—H57	0.9500
C18—C19	1.402 (4)	C58—C59	1.406 (4)
C18—H18	0.9500	C58—H58	0.9500
C19—C20	1.382 (4)	C59—C60	1.382 (4)
C20—H20	0.9500	C60—H60	0.9500
C21—C22	1.375 (4)	C61—C66	1.381 (4)
C21—C26	1.385 (4)	C61—C62	1.389 (4)
C22—C23	1.379 (4)	C62—C63	1.371 (4)
C22—H22	0.9500	C62—H62	0.9500
C23—C24	1.389 (4)	C63—C64	1.394 (4)
C23—H23	0.9500	C63—H63	0.9500
C24—C25	1.377 (4)	C64—C65	1.383 (4)
C24—C28	1.510 (4)	C64—C68	1.510 (4)
C25—C26	1.385 (4)	C65—C66	1.387 (4)
C25—H25	0.9500	C65—H65	0.9500
C26—H26	0.9500	C66—H66	0.9500
C27—H271	0.9800	C67—H671	0.9800
C27—H272	0.9800	C67—H672	0.9800
C27—H273	0.9800	C67—H673	0.9800
C28—H281	0.9800	C68—H681	0.9800
C28—H282	0.9800	C68—H682	0.9800
C28—H283	0.9800	C68—H683	0.9800
C29—H291	0.9800	C69—H691	0.9800
C29—H292	0.9800	C69—H692	0.9800
C29—H293	0.9800	C69—H693	0.9800
C30—H301	0.9800	C70—H701	0.9800
C30—H302	0.9800	C70—H702	0.9800
C30—H303	0.9800	C70—H703	0.9800
O1—Sn1—O4	82.93 (7)	O41—Sn2—O44	83.06 (7)
O1—Sn1—O5	136.76 (6)	O41—Sn2—O45	136.67 (7)
O1—Sn1—C29	104.91 (10)	O41—Sn2—C69	107.65 (10)
O1—Sn1—C30	107.95 (10)	O41—Sn2—C70	105.62 (10)
O2—Sn1—O4	137.49 (7)	O42—Sn2—O44	138.31 (6)
O2—Sn1—O5	168.41 (6)	O42—Sn2—O45	168.07 (6)
O2—Sn1—C29	86.97 (10)	O42—Sn2—C69	90.91 (10)
O2—Sn1—C30	89.97 (10)	O42—Sn2—C70	89.12 (9)
O4—Sn1—C29	105.62 (11)	O44—Sn2—C69	103.72 (11)
O4—Sn1—C30	105.34 (10)	O44—Sn2—C70	103.02 (10)
O5—Sn1—C29	86.87 (10)	O45—Sn2—C69	84.44 (10)
O5—Sn1—C30	87.83 (10)	O45—Sn2—C70	87.28 (9)
C29—Sn1—C30	136.93 (12)	C69—Sn2—C70	139.25 (12)
O1—Sn1—O2	54.57 (6)	O41—Sn2—O42	55.25 (6)
O4—Sn1—O5	53.89 (6)	O44—Sn2—O45	53.62 (6)
C1—O1—Sn1	104.55 (16)	C41—O41—Sn2	102.78 (16)
C1—O2—Sn1	81.64 (15)	C41—O42—Sn2	82.61 (16)
C3—O3—H3	105 (3)	C43—O43—H43	109 (3)
C14—O4—Sn1	105.80 (16)	C54—O44—Sn2	106.52 (17)
C14—O5—Sn1	80.75 (15)	C54—O45—Sn2	79.59 (16)
C16—O6—H6	113 (3)	C56—O46—H46	109 (2)
N2—N1—C6	113.8 (2)	N42—N41—C46	114.2 (2)
N1—N2—C8	114.3 (2)	N41—N42—C48	114.3 (2)
N4—N3—C19	113.9 (2)	N44—N43—C59	114.0 (2)
N3—N4—C21	114.5 (2)	N43—N44—C61	114.2 (2)
O2—C1—O1	119.2 (2)	O42—C41—O41	119.0 (2)
O2—C1—C2	121.9 (2)	O42—C41—C42	122.4 (3)
O1—C1—C2	118.9 (2)	O41—C41—C42	118.5 (2)
C7—C2—C3	119.1 (3)	C47—C42—C43	118.8 (3)
C7—C2—C1	120.7 (2)	C47—C42—C41	120.7 (2)
C3—C2—C1	120.2 (2)	C43—C42—C41	120.4 (2)
O3—C3—C2	123.2 (3)	O43—C43—C44	116.7 (3)
O3—C3—C4	116.7 (3)	O43—C43—C42	123.4 (3)
C2—C3—C4	120.1 (3)	C44—C43—C42	119.9 (3)
C5—C4—C3	120.0 (3)	C45—C44—C43	119.9 (3)
C5—C4—H4	120.0	C45—C44—H44	120.0
C3—C4—H4	120.0	C43—C44—H44	120.0
C4—C5—C6	120.6 (3)	C44—C45—C46	120.7 (3)
C4—C5—H5	119.7	C44—C45—H45	119.6
C6—C5—H5	119.7	C46—C45—H45	119.6
C7—C6—C5	119.4 (3)	C47—C46—C45	118.9 (3)
C7—C6—N1	116.1 (2)	C47—C46—N41	116.6 (2)
C5—C6—N1	124.6 (3)	C45—C46—N41	124.5 (3)
C6—C7—C2	120.8 (3)	C46—C47—C42	121.7 (3)
C6—C7—H7	119.6	C46—C47—H47	119.2
C2—C7—H7	119.6	C42—C47—H47	119.2
C13—C8—C9	119.6 (3)	C53—C48—C49	119.1 (3)
C13—C8—N2	115.8 (3)	C53—C48—N42	116.1 (3)
C9—C8—N2	124.6 (3)	C49—C48—N42	124.8 (3)
C10—C9—C8	120.0 (3)	C50—C49—C48	120.2 (3)
C10—C9—H9	120.0	C50—C49—H49	119.9
C8—C9—H9	120.0	C48—C49—H49	119.9
C9—C10—C11	121.1 (3)	C49—C50—C51	120.6 (3)
C9—C10—H10	119.5	C49—C50—H50	119.7
C11—C10—H10	119.5	C51—C50—H50	119.7
C12—C11—C10	118.4 (3)	C52—C51—C50	118.5 (3)
C12—C11—C27	120.5 (3)	C52—C51—C67	122.0 (3)
C10—C11—C27	121.1 (3)	C50—C51—C67	119.5 (3)
C13—C12—C11	120.6 (3)	C51—C52—C53	121.5 (3)
C13—C12—H12	119.7	C51—C52—H52	119.2
C11—C12—H12	119.7	C53—C52—H52	119.2
C8—C13—C12	120.3 (3)	C52—C53—C48	120.0 (3)
C8—C13—H13	119.9	C52—C53—H53	120.0
C12—C13—H13	119.9	C48—C53—H53	120.0
O5—C14—O4	119.5 (2)	O45—C54—O44	120.3 (3)
O5—C14—C15	122.5 (2)	O45—C54—C55	122.1 (3)
O4—C14—C15	118.0 (2)	O44—C54—C55	117.7 (2)
C20—C15—C16	118.7 (2)	C60—C55—C56	118.8 (3)
C20—C15—C14	120.6 (2)	C60—C55—C54	120.4 (3)
C16—C15—C14	120.8 (2)	C56—C55—C54	120.7 (2)
O6—C16—C17	117.9 (2)	O46—C56—C57	118.2 (3)
O6—C16—C15	122.4 (2)	O46—C56—C55	122.3 (3)
C17—C16—C15	119.6 (3)	C57—C56—C55	119.5 (3)
C18—C17—C16	120.7 (3)	C58—C57—C56	120.7 (3)
C18—C17—H17	119.6	C58—C57—H57	119.6
C16—C17—H17	119.6	C56—C57—H57	119.6
C17—C18—C19	120.5 (3)	C57—C58—C59	120.4 (3)
C17—C18—H18	119.7	C57—C58—H58	119.8
C19—C18—H18	119.7	C59—C58—H58	119.8
C20—C19—C18	119.0 (3)	C60—C59—C58	118.8 (3)
C20—C19—N3	116.3 (2)	C60—C59—N43	116.3 (2)
C18—C19—N3	124.7 (2)	C58—C59—N43	124.9 (3)
C19—C20—C15	121.4 (2)	C59—C60—C55	121.6 (3)
C19—C20—H20	119.3	C59—C60—H60	119.2
C15—C20—H20	119.3	C55—C60—H60	119.2
C22—C21—C26	119.2 (3)	C66—C61—C62	119.7 (3)
C22—C21—N4	125.4 (2)	C66—C61—N44	115.8 (3)
C26—C21—N4	115.4 (2)	C62—C61—N44	124.6 (3)
C21—C22—C23	120.2 (3)	C63—C62—C61	119.8 (3)
C21—C22—H22	119.9	C63—C62—H62	120.1
C23—C22—H22	119.9	C61—C62—H62	120.1
C22—C23—C24	121.4 (3)	C62—C63—C64	121.6 (3)
C22—C23—H23	119.3	C62—C63—H63	119.2
C24—C23—H23	119.3	C64—C63—H63	119.2
C25—C24—C23	117.9 (3)	C65—C64—C63	117.8 (3)
C25—C24—C28	121.7 (3)	C65—C64—C68	121.0 (3)
C23—C24—C28	120.4 (3)	C63—C64—C68	121.2 (3)
C24—C25—C26	121.2 (3)	C64—C65—C66	121.3 (3)
C24—C25—H25	119.4	C64—C65—H65	119.3
C26—C25—H25	119.4	C66—C65—H65	119.3
C21—C26—C25	120.1 (3)	C61—C66—C65	119.8 (3)
C21—C26—H26	119.9	C61—C66—H66	120.1
C25—C26—H26	119.9	C65—C66—H66	120.1
C11—C27—H271	109.5	C51—C67—H671	109.5
C11—C27—H272	109.5	C51—C67—H672	109.5
H271—C27—H272	109.5	H671—C67—H672	109.5
C11—C27—H273	109.5	C51—C67—H673	109.5
H271—C27—H273	109.5	H671—C67—H673	109.5
H272—C27—H273	109.5	H672—C67—H673	109.5
C24—C28—H281	109.5	C64—C68—H681	109.5
C24—C28—H282	109.5	C64—C68—H682	109.5
H281—C28—H282	109.5	H681—C68—H682	109.5
C24—C28—H283	109.5	C64—C68—H683	109.5
H281—C28—H283	109.5	H681—C68—H683	109.5
H282—C28—H283	109.5	H682—C68—H683	109.5
Sn1—C29—H291	109.5	Sn2—C69—H691	109.5
Sn1—C29—H292	109.5	Sn2—C69—H692	109.5
H291—C29—H292	109.5	H691—C69—H692	109.5
Sn1—C29—H293	109.5	Sn2—C69—H693	109.5
H291—C29—H293	109.5	H691—C69—H693	109.5
H292—C29—H293	109.5	H692—C69—H693	109.5
Sn1—C30—H301	109.5	Sn2—C70—H701	109.5
Sn1—C30—H302	109.5	Sn2—C70—H702	109.5
H301—C30—H302	109.5	H701—C70—H702	109.5
Sn1—C30—H303	109.5	Sn2—C70—H703	109.5
H301—C30—H303	109.5	H701—C70—H703	109.5
H302—C30—H303	109.5	H702—C70—H703	109.5
C6—N1—N2—C8	179.6 (2)	C46—N41—N42—C48	179.2 (2)
C19—N3—N4—C21	178.0 (2)	C59—N43—N44—C61	177.4 (2)
Sn1—O2—C1—O1	2.1 (2)	Sn2—O42—C41—O41	−5.3 (2)
Sn1—O2—C1—C2	−176.6 (3)	Sn2—O42—C41—C42	172.6 (3)
Sn1—O1—C1—O2	−2.7 (3)	Sn2—O41—C41—O42	6.6 (3)
Sn1—O1—C1—C2	176.1 (2)	Sn2—O41—C41—C42	−171.4 (2)
O2—C1—C2—C7	178.5 (3)	O42—C41—C42—C47	−174.7 (3)
O1—C1—C2—C7	−0.2 (4)	O41—C41—C42—C47	3.1 (4)
O2—C1—C2—C3	0.1 (4)	O42—C41—C42—C43	3.7 (4)
O1—C1—C2—C3	−178.6 (3)	O41—C41—C42—C43	−178.4 (2)
C7—C2—C3—O3	−178.6 (3)	C47—C42—C43—O43	−179.2 (3)
C1—C2—C3—O3	−0.3 (4)	C41—C42—C43—O43	2.3 (4)
C7—C2—C3—C4	−0.5 (4)	C47—C42—C43—C44	0.5 (4)
C1—C2—C3—C4	177.9 (3)	C41—C42—C43—C44	−177.9 (3)
O3—C3—C4—C5	179.3 (3)	O43—C43—C44—C45	179.1 (3)
C2—C3—C4—C5	1.0 (4)	C42—C43—C44—C45	−0.7 (4)
C3—C4—C5—C6	−0.4 (4)	C43—C44—C45—C46	0.6 (4)
C4—C5—C6—C7	−0.7 (4)	C44—C45—C46—C47	−0.3 (4)
C4—C5—C6—N1	−179.6 (3)	C44—C45—C46—N41	179.5 (3)
N2—N1—C6—C7	173.6 (2)	N42—N41—C46—C47	172.7 (2)
N2—N1—C6—C5	−7.5 (4)	N42—N41—C46—C45	−7.2 (4)
C5—C6—C7—C2	1.3 (4)	C45—C46—C47—C42	0.2 (4)
N1—C6—C7—C2	−179.7 (3)	N41—C46—C47—C42	−179.7 (2)
C3—C2—C7—C6	−0.7 (4)	C43—C42—C47—C46	−0.3 (4)
C1—C2—C7—C6	−179.0 (3)	C41—C42—C47—C46	178.2 (3)
N1—N2—C8—C13	176.6 (3)	N41—N42—C48—C53	−175.5 (2)
N1—N2—C8—C9	−4.6 (4)	N41—N42—C48—C49	5.3 (4)
C13—C8—C9—C10	−2.4 (5)	C53—C48—C49—C50	1.8 (4)
N2—C8—C9—C10	178.8 (3)	N42—C48—C49—C50	−179.0 (3)
C8—C9—C10—C11	0.9 (5)	C48—C49—C50—C51	−0.1 (5)
C9—C10—C11—C12	0.9 (5)	C49—C50—C51—C52	−0.6 (5)
C9—C10—C11—C27	−179.3 (3)	C49—C50—C51—C67	178.1 (3)
C10—C11—C12—C13	−1.2 (5)	C50—C51—C52—C53	−0.5 (4)
C27—C11—C12—C13	179.0 (3)	C67—C51—C52—C53	−179.2 (3)
C9—C8—C13—C12	2.1 (5)	C51—C52—C53—C48	2.3 (4)
N2—C8—C13—C12	−179.0 (3)	C49—C48—C53—C52	−2.9 (4)
C11—C12—C13—C8	−0.3 (5)	N42—C48—C53—C52	177.8 (3)
Sn1—O5—C14—O4	−2.5 (2)	Sn2—O45—C54—O44	−0.8 (2)
Sn1—O5—C14—C15	176.8 (3)	Sn2—O45—C54—C55	178.9 (3)
Sn1—O4—C14—O5	3.3 (3)	Sn2—O44—C54—O45	1.1 (3)
Sn1—O4—C14—C15	−176.1 (2)	Sn2—O44—C54—C55	−178.6 (2)
O5—C14—C15—C20	−175.0 (3)	O45—C54—C55—C60	175.8 (3)
O4—C14—C15—C20	4.4 (4)	O44—C54—C55—C60	−4.5 (4)
O5—C14—C15—C16	5.8 (4)	O45—C54—C55—C56	−5.5 (4)
O4—C14—C15—C16	−174.8 (3)	O44—C54—C55—C56	174.2 (2)
C20—C15—C16—O6	−178.3 (3)	C60—C55—C56—O46	−178.9 (3)
C14—C15—C16—O6	1.0 (4)	C54—C55—C56—O46	2.5 (4)
C20—C15—C16—C17	1.1 (4)	C60—C55—C56—C57	2.6 (4)
C14—C15—C16—C17	−179.6 (3)	C54—C55—C56—C57	−176.1 (3)
O6—C16—C17—C18	178.7 (3)	O46—C56—C57—C58	178.8 (3)
C15—C16—C17—C18	−0.7 (4)	C55—C56—C57—C58	−2.6 (4)
C16—C17—C18—C19	0.5 (4)	C56—C57—C58—C59	0.5 (4)
C17—C18—C19—C20	−0.9 (4)	C57—C58—C59—C60	1.7 (4)
C17—C18—C19—N3	−178.4 (3)	C57—C58—C59—N43	−177.7 (3)
N4—N3—C19—C20	168.4 (3)	N44—N43—C59—C60	175.9 (2)
N4—N3—C19—C18	−14.0 (4)	N44—N43—C59—C58	−4.6 (4)
C18—C19—C20—C15	1.4 (4)	C58—C59—C60—C55	−1.7 (4)
N3—C19—C20—C15	179.1 (2)	N43—C59—C60—C55	177.7 (2)
C16—C15—C20—C19	−1.5 (4)	C56—C55—C60—C59	−0.4 (4)
C14—C15—C20—C19	179.2 (3)	C54—C55—C60—C59	178.3 (3)
N3—N4—C21—C22	−9.6 (4)	N43—N44—C61—C66	166.8 (3)
N3—N4—C21—C26	172.1 (3)	N43—N44—C61—C62	−14.1 (4)
C26—C21—C22—C23	0.1 (5)	C66—C61—C62—C63	−1.2 (4)
N4—C21—C22—C23	−178.2 (3)	N44—C61—C62—C63	179.7 (3)
C21—C22—C23—C24	0.1 (5)	C61—C62—C63—C64	−0.1 (5)
C22—C23—C24—C25	0.1 (5)	C62—C63—C64—C65	1.7 (5)
C22—C23—C24—C28	−180.0 (3)	C62—C63—C64—C68	−178.3 (3)
C23—C24—C25—C26	−0.3 (5)	C63—C64—C65—C66	−1.9 (5)
C28—C24—C25—C26	179.7 (3)	C68—C64—C65—C66	178.1 (3)
C22—C21—C26—C25	−0.4 (5)	C62—C61—C66—C65	1.0 (5)
N4—C21—C26—C25	178.1 (3)	N44—C61—C66—C65	−179.9 (3)
C24—C25—C26—C21	0.5 (5)	C64—C65—C66—C61	0.6 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O2	0.80 (4)	1.89 (4)	2.611 (3)	150 (4)
O6—H6···O5	0.75 (3)	2.00 (3)	2.634 (3)	142 (4)
O6—H6···O42	0.75 (3)	2.35 (3)	2.887 (3)	130 (3)
O43—H43···O5	0.72 (3)	2.62 (3)	3.151 (3)	132 (3)
O43—H43···O42	0.72 (3)	2.01 (3)	2.642 (3)	146 (4)
O46—H46···O45	0.84 (3)	1.89 (3)	2.618 (3)	145 (3)
C29—H292···O43	0.98	2.37	3.314 (4)	162
C30—H303···O46^i	0.98	2.58	3.357 (4)	136
C68—H681···O44^ii	0.98	2.56	3.463 (4)	153
C69—H691···O2^iii	0.98	2.55	3.443 (4)	151
C12—H12···Cg7^iv	0.95	3.00	3.833 (3)	147
C68—H683···Cg5^v	0.98	2.86	3.625 (3)	136

Symmetry codes: (i) x+1, y, z; (ii) −x−2, −y−1, −z; (iii) x−1, y, z; (iv) −x, −y+1, −z+1; (v) x−1, y−1, z.

(II) Di-n-butylbis{2-hydroxy-5-[(E)-2-(4-methylphenyl)diazen-1-yl]benzoato}tin(IV) benzene hemisolvate

Crystal data

[Sn(C4H9)2(C14H11N2O3)2]·0.5C6H6	F(000) = 1612
Mr = 1564.92	Dx = 1.447 Mg m^−3
Triclinic, P1	Melting point: 448 K
a = 12.0462 (1) Å	Mo Kα radiation, λ = 0.71073 Å
b = 13.6264 (2) Å	Cell parameters from 87809 reflections
c = 22.8143 (3) Å	θ = 2.0–27.5°
α = 102.2665 (6)°	µ = 0.76 mm^−1
β = 100.3180 (6)°	T = 160 K
γ = 91.6029 (6)°	Prism, orange
V = 3591.71 (8) Å^3	0.23 × 0.18 × 0.18 mm
Z = 2

Data collection

Nonius KappaCCD diffractometer	16442 independent reflections
Radiation source: Nonius FR590 sealed tube generator	10227 reflections with I > 2σ(I)
Horizontally mounted graphite crystal monochromator	Rint = 0.083
Detector resolution: 9 pixels mm^-1	θmax = 27.5°, θmin = 2.1°
φ and ω scans with κ offsets	h = −15→15
Absorption correction: multi-scan (Blessing, 1995)	k = −17→17
Tmin = 0.802, Tmax = 0.881	l = −29→29
76914 measured reflections

Refinement

Refinement on F^2	181 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.046	H-atom parameters constrained
wR(F^2) = 0.117	w = 1/[σ^2(Fo^2) + (0.0557P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max = 0.002
16442 reflections	Δρmax = 1.58 e Å^−3
971 parameters	Δρmin = −0.95 e Å^−3

Special details

Experimental. Solvent used: benzene Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.725 (1) Frames collected: 540 Seconds exposure per frame: 14 Degrees rotation per frame: 1.4 Crystal-Detector distance (mm): 34.0

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. In each independent molecule of the Sn complex in the structure of (II), the outer three C-atoms of one n-butyl group are disordered over two conformations. Refinement of the site occupation factors for the two orientations yielded values of 0.718 (6) and 0.541 (5) for the major conformation of molecules A (containing atom Sn1) and B (containing atom Sn2), respectively. Similarity restraints were applied to the chemically equivalent bond lengths and angles of all C-atoms in the n-butyl groups, including those of the ordered group in molecule A. In this way, the well defined geometry of the ordered n-butyl group helped to maintain reasonable geometry within the two conformations of the disordered ligands. The length of the first n-butyl C—C bond out from the Sn atom was also restrained to 1.520 (5) Å. Neighbouring C atoms within and between each conformation of the disordered n-butyl groups were restrained to have similar atomic displacement parameters.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Sn1	0.44920 (2)	0.59909 (2)	0.09762 (2)	0.03200 (8)
O1	0.33833 (19)	0.50947 (16)	0.02250 (10)	0.0353 (6)
O2	0.2592 (2)	0.65266 (16)	0.04583 (11)	0.0388 (6)
O3	0.0608 (2)	0.67716 (17)	−0.01607 (12)	0.0443 (6)
H3	0.1191	0.6934	0.0112	0.066*
O4	0.5435 (2)	0.47234 (16)	0.08918 (11)	0.0366 (6)
O5	0.6404 (2)	0.58034 (17)	0.16900 (11)	0.0407 (6)
O6	0.8167 (2)	0.52092 (17)	0.23536 (12)	0.0449 (6)
H6	0.7713	0.5622	0.2244	0.067*
N1	0.0642 (2)	0.2813 (2)	−0.14326 (13)	0.0339 (7)
N2	−0.0197 (2)	0.2482 (2)	−0.18465 (13)	0.0341 (7)
N3	0.7190 (3)	0.1484 (2)	0.07225 (14)	0.0388 (7)
N4	0.7796 (3)	0.0789 (2)	0.08239 (14)	0.0422 (8)
C1	0.2547 (3)	0.5647 (2)	0.01351 (15)	0.0331 (8)
C2	0.1560 (3)	0.5229 (2)	−0.03385 (15)	0.0280 (8)
C3	0.0640 (3)	0.5815 (2)	−0.04607 (16)	0.0342 (8)
C4	−0.0290 (3)	0.5392 (3)	−0.09142 (17)	0.0407 (9)
H4	−0.0911	0.5787	−0.1001	0.049*
C5	−0.0321 (3)	0.4414 (3)	−0.12360 (16)	0.0358 (8)
H5	−0.0965	0.4135	−0.1539	0.043*
C6	0.0595 (3)	0.3827 (2)	−0.11182 (15)	0.0304 (8)
C7	0.1516 (3)	0.4234 (2)	−0.06746 (15)	0.0294 (8)
H7	0.2135	0.3835	−0.0594	0.035*
C8	−0.0168 (3)	0.1460 (2)	−0.21532 (15)	0.0316 (8)
C9	0.0705 (3)	0.0847 (3)	−0.20264 (16)	0.0389 (9)
H9	0.1349	0.1106	−0.1719	0.047*
C10	0.0632 (3)	−0.0138 (3)	−0.23479 (17)	0.0420 (9)
H10	0.1233	−0.0553	−0.2260	0.050*
C11	−0.0298 (3)	−0.0535 (3)	−0.27958 (17)	0.0405 (9)
C12	−0.1157 (3)	0.0084 (3)	−0.29292 (17)	0.0455 (10)
H12	−0.1795	−0.0172	−0.3241	0.055*
C13	−0.1088 (3)	0.1083 (3)	−0.26073 (16)	0.0408 (9)
H13	−0.1678	0.1504	−0.2702	0.049*
C14	0.6276 (3)	0.4939 (2)	0.13494 (16)	0.0320 (8)
C15	0.7035 (3)	0.4144 (2)	0.14517 (15)	0.0307 (8)
C16	0.7921 (3)	0.4304 (2)	0.19580 (16)	0.0332 (8)
C17	0.8572 (3)	0.3515 (3)	0.20698 (17)	0.0397 (9)
H17	0.9159	0.3619	0.2420	0.048*
C18	0.8375 (3)	0.2579 (3)	0.16750 (17)	0.0401 (9)
H18	0.8833	0.2047	0.1751	0.048*
C19	0.7500 (3)	0.2417 (2)	0.11650 (16)	0.0330 (8)
C20	0.6835 (3)	0.3192 (2)	0.10639 (16)	0.0330 (8)
H20	0.6227	0.3075	0.0723	0.040*
C21	0.7465 (3)	−0.0141 (3)	0.03794 (16)	0.0359 (9)
C22	0.6494 (3)	−0.0296 (3)	−0.00670 (18)	0.0455 (10)
H22	0.6004	0.0232	−0.0100	0.055*
C23	0.6240 (3)	−0.1234 (3)	−0.04675 (17)	0.0438 (9)
H23	0.5571	−0.1344	−0.0772	0.053*
C24	0.6955 (3)	−0.2008 (3)	−0.04261 (17)	0.0377 (9)
C25	0.7919 (3)	−0.1834 (3)	0.00258 (17)	0.0447 (10)
H25	0.8416	−0.2357	0.0059	0.054*
C26	0.8166 (3)	−0.0916 (3)	0.04264 (17)	0.0448 (10)
H26	0.8824	−0.0814	0.0738	0.054*
C27	−0.0388 (4)	−0.1633 (3)	−0.31433 (19)	0.0546 (12)
H271	0.0365	−0.1894	−0.3104	0.082*
H272	−0.0702	−0.1677	−0.3576	0.082*
H273	−0.0885	−0.2033	−0.2973	0.082*
C28	0.6685 (3)	−0.3021 (3)	−0.08653 (18)	0.0496 (11)
H281	0.5883	−0.3226	−0.0911	0.074*
H282	0.7148	−0.3521	−0.0706	0.074*
H283	0.6851	−0.2972	−0.1264	0.074*
C29	0.3650 (3)	0.5830 (3)	0.16937 (17)	0.0433 (10)
H291	0.2900	0.5475	0.1509	0.052*
H292	0.4085	0.5390	0.1931	0.052*
C30	0.3475 (4)	0.6780 (3)	0.21331 (18)	0.0596 (12)
H301	0.2900	0.6638	0.2370	0.072*
H302	0.3190	0.7289	0.1902	0.072*
C31	0.4590 (4)	0.7200 (4)	0.2574 (2)	0.0743 (15)
H311	0.4858	0.6697	0.2813	0.089*
H312	0.5171	0.7314	0.2334	0.089*
C32	0.4460 (4)	0.8152 (4)	0.2996 (2)	0.0817 (16)
H321	0.4185	0.8650	0.2762	0.123*
H322	0.5192	0.8403	0.3259	0.123*
H323	0.3915	0.8035	0.3250	0.123*
C33	0.5362 (3)	0.7035 (2)	0.06225 (16)	0.0410 (9)
H331	0.5954	0.6681	0.0427	0.049*	0.718 (6)
H332	0.4820	0.7239	0.0297	0.049*	0.718 (6)
H333	0.6174	0.7067	0.0810	0.049*	0.282 (6)
H334	0.5298	0.6762	0.0179	0.049*	0.282 (6)
C34A	0.5916 (5)	0.7974 (3)	0.1063 (2)	0.0485 (15)	0.718 (6)
H341	0.6410	0.8321	0.0856	0.058*	0.718 (6)
H342	0.6405	0.7778	0.1411	0.058*	0.718 (6)
C35A	0.5106 (6)	0.8710 (7)	0.1310 (4)	0.067 (2)	0.718 (6)
H351	0.4603	0.8899	0.0964	0.081*	0.718 (6)
H352	0.4628	0.8377	0.1532	0.081*	0.718 (6)
C36A	0.5708 (7)	0.9646 (5)	0.1734 (3)	0.079 (2)	0.718 (6)
H361	0.5153	1.0076	0.1905	0.118*	0.718 (6)
H362	0.6127	1.0012	0.1506	0.118*	0.718 (6)
H363	0.6236	0.9461	0.2066	0.118*	0.718 (6)
C34B	0.4994 (11)	0.8094 (5)	0.0710 (6)	0.044 (2)	0.282 (6)
H343	0.4259	0.8088	0.0433	0.053*	0.282 (6)
H344	0.5550	0.8513	0.0582	0.053*	0.282 (6)
C35B	0.4865 (14)	0.860 (2)	0.1356 (8)	0.061 (4)	0.282 (6)
H353	0.4361	0.9160	0.1338	0.073*	0.282 (6)
H354	0.4512	0.8109	0.1541	0.073*	0.282 (6)
C36B	0.5992 (16)	0.9004 (17)	0.1745 (7)	0.089 (5)	0.282 (6)
H364	0.6416	0.9367	0.1519	0.134*	0.282 (6)
H365	0.6418	0.8444	0.1851	0.134*	0.282 (6)
H366	0.5877	0.9463	0.2120	0.134*	0.282 (6)
Sn2	0.59619 (2)	0.66771 (2)	0.49220 (2)	0.02954 (8)
O41	0.6835 (2)	0.53667 (16)	0.48649 (11)	0.0362 (6)
O42	0.79209 (19)	0.64877 (15)	0.55971 (10)	0.0342 (5)
O43	0.9810 (2)	0.59333 (17)	0.61777 (11)	0.0403 (6)
H43	0.9320	0.6335	0.6094	0.061*
O44	0.48199 (19)	0.57754 (16)	0.41943 (11)	0.0387 (6)
O45	0.40301 (19)	0.72170 (16)	0.43866 (10)	0.0346 (6)
O46	0.2034 (2)	0.74147 (16)	0.37532 (11)	0.0370 (6)
H46	0.2549	0.7557	0.4065	0.056*
N41	0.8703 (2)	0.2176 (2)	0.46087 (13)	0.0333 (7)
N42	0.9407 (2)	0.1516 (2)	0.46245 (13)	0.0339 (7)
N43	0.2245 (3)	0.3468 (2)	0.24958 (13)	0.0376 (7)
N44	0.1498 (2)	0.3132 (2)	0.20366 (13)	0.0336 (7)
C41	0.7749 (3)	0.5608 (2)	0.52757 (15)	0.0288 (8)
C42	0.8542 (3)	0.4826 (2)	0.53486 (15)	0.0272 (7)
C43	0.9531 (3)	0.5030 (2)	0.57958 (16)	0.0310 (8)
C44	1.0267 (3)	0.4255 (2)	0.58553 (17)	0.0372 (9)
H44	1.0934	0.4380	0.6161	0.045*
C45	1.0024 (3)	0.3323 (3)	0.54739 (16)	0.0345 (8)
H45	1.0530	0.2809	0.5516	0.041*
C46	0.9052 (3)	0.3117 (2)	0.50278 (15)	0.0296 (8)
C47	0.8311 (3)	0.3864 (2)	0.49697 (15)	0.0279 (7)
H47	0.7638	0.3722	0.4669	0.033*
C48	0.9028 (3)	0.0582 (2)	0.42035 (16)	0.0322 (8)
C49	0.7972 (3)	0.0381 (3)	0.38221 (17)	0.0373 (9)
H49	0.7443	0.0886	0.3827	0.045*
C50	0.7699 (3)	−0.0548 (3)	0.34394 (17)	0.0396 (9)
H50	0.6976	−0.0680	0.3181	0.048*
C51	0.8457 (3)	−0.1309 (3)	0.34199 (17)	0.0394 (9)
C52	0.9500 (3)	−0.1095 (2)	0.37948 (17)	0.0382 (9)
H52	1.0031	−0.1598	0.3784	0.046*
C53	0.9797 (3)	−0.0162 (2)	0.41902 (16)	0.0353 (8)
H53	1.0520	−0.0032	0.4449	0.042*
C54	0.3990 (3)	0.6328 (2)	0.40817 (15)	0.0298 (8)
C55	0.3032 (3)	0.5893 (2)	0.35965 (15)	0.0283 (7)
C56	0.2098 (3)	0.6457 (2)	0.34531 (15)	0.0282 (8)
C57	0.1204 (3)	0.6022 (2)	0.29813 (15)	0.0322 (8)
H57	0.0573	0.6402	0.2887	0.039*
C58	0.1218 (3)	0.5055 (2)	0.26506 (15)	0.0320 (8)
H58	0.0607	0.4773	0.2327	0.038*
C59	0.2141 (3)	0.4491 (2)	0.27952 (15)	0.0305 (8)
C60	0.3028 (3)	0.4905 (2)	0.32604 (15)	0.0327 (8)
H60	0.3648	0.4514	0.3355	0.039*
C61	0.1580 (3)	0.2091 (2)	0.17527 (15)	0.0323 (8)
C62	0.2366 (3)	0.1480 (3)	0.19879 (17)	0.0424 (9)
H62	0.2908	0.1742	0.2349	0.051*
C63	0.2345 (3)	0.0484 (3)	0.16858 (17)	0.0458 (10)
H63	0.2873	0.0062	0.1850	0.055*
C64	0.1587 (3)	0.0082 (3)	0.11554 (17)	0.0412 (10)
C65	0.0818 (3)	0.0715 (3)	0.09272 (17)	0.0421 (9)
H65	0.0284	0.0456	0.0562	0.051*
C66	0.0816 (3)	0.1710 (3)	0.12207 (16)	0.0392 (9)
H66	0.0288	0.2131	0.1056	0.047*
C67	0.8131 (3)	−0.2332 (3)	0.29954 (17)	0.0456 (10)
H671	0.7388	−0.2580	0.3043	0.068*
H672	0.8695	−0.2804	0.3097	0.068*
H673	0.8099	−0.2273	0.2572	0.068*
C68	0.1583 (4)	−0.1011 (3)	0.08387 (18)	0.0505 (11)
H681	0.0941	−0.1178	0.0495	0.076*
H682	0.1515	−0.1437	0.1129	0.076*
H683	0.2290	−0.1128	0.0687	0.076*
C69	0.6876 (3)	0.7558 (2)	0.44813 (16)	0.0354 (8)
H691	0.7516	0.7179	0.4357	0.042*
H692	0.6374	0.7645	0.4105	0.042*
C70	0.7342 (3)	0.8596 (2)	0.48601 (17)	0.0377 (9)
H701	0.7735	0.8529	0.5268	0.045*
H702	0.7905	0.8872	0.4660	0.045*
C71	0.6423 (3)	0.9328 (3)	0.49370 (18)	0.0428 (10)
H711	0.6045	0.9410	0.4529	0.051*
H712	0.5849	0.9043	0.5126	0.051*
C72	0.6880 (3)	1.0353 (3)	0.53290 (19)	0.0496 (11)
H721	0.7248	1.0277	0.5735	0.074*
H722	0.6255	1.0793	0.5368	0.074*
H723	0.7431	1.0649	0.5137	0.074*
C73	0.5172 (3)	0.6722 (3)	0.56841 (16)	0.0406 (9)
H731	0.4405	0.6957	0.5587	0.049*	0.459 (5)
H732	0.5084	0.6027	0.5744	0.049*	0.459 (5)
H733	0.4488	0.6251	0.5556	0.049*	0.541 (5)
H734	0.5695	0.6478	0.6001	0.049*	0.541 (5)
C74A	0.5793 (6)	0.7393 (4)	0.6286 (3)	0.0426 (18)	0.459 (5)
H741	0.5328	0.7367	0.6600	0.051*	0.459 (5)
H742	0.6510	0.7090	0.6410	0.051*	0.459 (5)
C75A	0.6075 (8)	0.8498 (6)	0.6303 (10)	0.045 (3)	0.459 (5)
H751	0.6551	0.8815	0.6703	0.055*	0.459 (5)
H752	0.6516	0.8544	0.5982	0.055*	0.459 (5)
C76A	0.5026 (8)	0.9061 (6)	0.6205 (5)	0.056 (3)	0.459 (5)
H761	0.4583	0.9010	0.6520	0.084*	0.459 (5)
H762	0.4572	0.8770	0.5801	0.084*	0.459 (5)
H763	0.5241	0.9771	0.6232	0.084*	0.459 (5)
C74B	0.4838 (5)	0.7743 (4)	0.5961 (3)	0.0401 (17)	0.541 (5)
H743	0.4273	0.7679	0.6219	0.048*	0.541 (5)
H744	0.4499	0.8081	0.5635	0.048*	0.541 (5)
C75B	0.5896 (7)	0.8355 (6)	0.6347 (8)	0.047 (2)	0.541 (5)
H753	0.6260	0.7988	0.6653	0.056*	0.541 (5)
H754	0.6440	0.8446	0.6082	0.056*	0.541 (5)
C76B	0.5598 (7)	0.9374 (5)	0.6671 (4)	0.064 (2)	0.541 (5)
H764	0.6283	0.9748	0.6928	0.097*	0.541 (5)
H765	0.5047	0.9283	0.6926	0.097*	0.541 (5)
H766	0.5271	0.9750	0.6367	0.097*	0.541 (5)
C80	0.5366 (4)	0.3454 (4)	0.2498 (2)	0.0760 (14)
H80	0.4710	0.3621	0.2249	0.091*
C81	0.5734 (4)	0.2499 (4)	0.2372 (2)	0.0677 (14)
H81	0.5328	0.2010	0.2036	0.081*
C82	0.6672 (4)	0.2246 (4)	0.2721 (2)	0.0676 (13)
H82	0.6925	0.1586	0.2634	0.081*
C83	0.7251 (4)	0.2975 (4)	0.3207 (2)	0.0713 (14)
H83	0.7918	0.2819	0.3452	0.086*
C84	0.6871 (4)	0.3912 (4)	0.3336 (2)	0.0668 (13)
H84	0.7262	0.4399	0.3678	0.080*
C85	0.5940 (5)	0.4159 (4)	0.2980 (2)	0.0698 (14)
H85	0.5690	0.4821	0.3067	0.084*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.03061 (15)	0.02481 (14)	0.03640 (16)	0.00053 (10)	0.00358 (12)	0.00003 (11)
O1	0.0303 (14)	0.0280 (13)	0.0403 (14)	0.0043 (11)	−0.0027 (11)	−0.0006 (11)
O2	0.0418 (15)	0.0269 (13)	0.0416 (15)	0.0031 (11)	0.0024 (12)	−0.0015 (11)
O3	0.0473 (17)	0.0305 (14)	0.0464 (17)	0.0129 (12)	−0.0012 (13)	−0.0033 (12)
O4	0.0371 (15)	0.0272 (13)	0.0403 (15)	0.0031 (11)	−0.0005 (12)	0.0027 (11)
O5	0.0386 (15)	0.0286 (13)	0.0499 (16)	0.0048 (11)	0.0071 (13)	−0.0019 (12)
O6	0.0409 (16)	0.0276 (14)	0.0533 (17)	−0.0008 (12)	−0.0076 (13)	−0.0051 (12)
N1	0.0354 (18)	0.0296 (16)	0.0348 (17)	−0.0001 (14)	0.0026 (15)	0.0063 (13)
N2	0.0372 (18)	0.0307 (16)	0.0321 (17)	0.0008 (14)	0.0042 (15)	0.0042 (13)
N3	0.044 (2)	0.0290 (16)	0.0454 (19)	0.0085 (15)	0.0142 (16)	0.0081 (14)
N4	0.043 (2)	0.0366 (18)	0.045 (2)	0.0013 (16)	0.0058 (16)	0.0085 (15)
C1	0.037 (2)	0.0274 (19)	0.035 (2)	0.0019 (16)	0.0097 (17)	0.0052 (16)
C2	0.0279 (19)	0.0259 (18)	0.0285 (19)	−0.0008 (15)	0.0052 (16)	0.0028 (14)
C3	0.043 (2)	0.0247 (18)	0.033 (2)	0.0093 (17)	0.0064 (18)	0.0025 (15)
C4	0.037 (2)	0.039 (2)	0.043 (2)	0.0139 (18)	0.0005 (19)	0.0065 (18)
C5	0.033 (2)	0.037 (2)	0.033 (2)	0.0042 (17)	−0.0008 (17)	0.0041 (16)
C6	0.033 (2)	0.0244 (18)	0.0319 (19)	0.0032 (15)	0.0048 (17)	0.0036 (15)
C7	0.0285 (19)	0.0269 (18)	0.0312 (19)	0.0054 (15)	0.0036 (16)	0.0045 (15)
C8	0.033 (2)	0.0302 (19)	0.030 (2)	−0.0004 (16)	0.0042 (16)	0.0047 (16)
C9	0.042 (2)	0.035 (2)	0.035 (2)	0.0017 (18)	−0.0002 (18)	0.0052 (17)
C10	0.052 (3)	0.031 (2)	0.041 (2)	0.0031 (18)	0.004 (2)	0.0064 (17)
C11	0.056 (3)	0.030 (2)	0.038 (2)	−0.0021 (19)	0.017 (2)	0.0059 (17)
C12	0.046 (3)	0.042 (2)	0.039 (2)	−0.0103 (19)	−0.0011 (19)	−0.0017 (18)
C13	0.035 (2)	0.039 (2)	0.042 (2)	0.0038 (17)	0.0008 (18)	0.0018 (18)
C14	0.029 (2)	0.031 (2)	0.036 (2)	−0.0006 (16)	0.0081 (17)	0.0053 (16)
C15	0.031 (2)	0.0259 (18)	0.036 (2)	0.0026 (15)	0.0115 (17)	0.0040 (15)
C16	0.030 (2)	0.0288 (19)	0.038 (2)	−0.0023 (16)	0.0062 (17)	0.0005 (16)
C17	0.029 (2)	0.038 (2)	0.048 (2)	−0.0002 (17)	−0.0009 (18)	0.0087 (18)
C18	0.035 (2)	0.033 (2)	0.055 (3)	0.0099 (17)	0.012 (2)	0.0128 (18)
C19	0.039 (2)	0.0269 (19)	0.036 (2)	0.0013 (16)	0.0150 (18)	0.0055 (16)
C20	0.035 (2)	0.032 (2)	0.031 (2)	0.0037 (16)	0.0076 (17)	0.0039 (16)
C21	0.043 (2)	0.032 (2)	0.031 (2)	−0.0079 (17)	0.0097 (18)	−0.0001 (16)
C22	0.044 (2)	0.033 (2)	0.059 (3)	0.0062 (18)	0.013 (2)	0.0063 (19)
C23	0.040 (2)	0.037 (2)	0.047 (2)	−0.0037 (18)	0.0026 (19)	0.0002 (18)
C24	0.043 (2)	0.030 (2)	0.041 (2)	−0.0040 (17)	0.016 (2)	0.0051 (17)
C25	0.055 (3)	0.033 (2)	0.049 (2)	0.0076 (19)	0.015 (2)	0.0089 (18)
C26	0.053 (3)	0.038 (2)	0.044 (2)	0.0054 (19)	0.010 (2)	0.0069 (18)
C27	0.079 (3)	0.032 (2)	0.049 (3)	−0.005 (2)	0.019 (2)	−0.0039 (18)
C28	0.059 (3)	0.030 (2)	0.060 (3)	−0.0074 (19)	0.025 (2)	0.0007 (19)
C29	0.039 (2)	0.049 (2)	0.044 (2)	−0.0017 (18)	0.0126 (19)	0.0105 (19)
C30	0.058 (3)	0.066 (3)	0.052 (3)	−0.010 (2)	0.021 (2)	0.001 (2)
C31	0.060 (3)	0.092 (4)	0.066 (3)	−0.011 (3)	0.018 (3)	0.002 (3)
C32	0.079 (4)	0.082 (4)	0.072 (4)	−0.016 (3)	0.016 (3)	−0.007 (3)
C33	0.046 (2)	0.033 (2)	0.044 (2)	0.0010 (17)	0.0121 (19)	0.0051 (17)
C34A	0.054 (3)	0.037 (3)	0.056 (3)	−0.004 (2)	0.019 (3)	0.006 (2)
C35A	0.079 (4)	0.042 (4)	0.082 (4)	−0.015 (3)	0.036 (3)	0.003 (3)
C36A	0.104 (6)	0.041 (4)	0.083 (5)	−0.009 (4)	0.026 (4)	−0.010 (4)
C34B	0.057 (5)	0.028 (4)	0.055 (5)	0.002 (4)	0.030 (4)	0.007 (4)
C35B	0.081 (6)	0.034 (6)	0.073 (6)	−0.013 (6)	0.034 (6)	0.009 (5)
C36B	0.087 (10)	0.099 (10)	0.083 (9)	−0.011 (10)	0.020 (8)	0.020 (9)
Sn2	0.02860 (14)	0.01906 (13)	0.03559 (15)	0.00263 (10)	−0.00071 (11)	−0.00019 (10)
O41	0.0338 (14)	0.0254 (12)	0.0410 (15)	0.0060 (11)	−0.0068 (12)	−0.0001 (11)
O42	0.0343 (14)	0.0219 (12)	0.0403 (14)	0.0042 (10)	0.0002 (11)	−0.0010 (11)
O43	0.0337 (15)	0.0281 (13)	0.0485 (16)	0.0023 (11)	−0.0094 (12)	−0.0006 (12)
O44	0.0325 (14)	0.0234 (12)	0.0479 (15)	0.0049 (11)	−0.0122 (12)	−0.0028 (11)
O45	0.0346 (14)	0.0256 (13)	0.0384 (14)	0.0026 (11)	0.0009 (11)	0.0006 (11)
O46	0.0342 (15)	0.0280 (13)	0.0426 (16)	0.0082 (11)	−0.0020 (12)	0.0006 (11)
N41	0.0298 (17)	0.0266 (16)	0.0438 (19)	0.0067 (13)	0.0069 (14)	0.0076 (14)
N42	0.0319 (17)	0.0232 (15)	0.0467 (19)	0.0049 (13)	0.0097 (15)	0.0056 (13)
N43	0.0372 (19)	0.0322 (17)	0.0360 (18)	−0.0025 (14)	−0.0025 (15)	−0.0002 (14)
N44	0.0379 (18)	0.0282 (16)	0.0304 (17)	−0.0010 (13)	0.0030 (14)	−0.0002 (13)
C41	0.030 (2)	0.0239 (18)	0.031 (2)	0.0041 (15)	0.0042 (16)	0.0040 (15)
C42	0.0253 (19)	0.0244 (17)	0.0302 (19)	0.0028 (14)	0.0052 (16)	0.0027 (14)
C43	0.030 (2)	0.0251 (18)	0.035 (2)	−0.0035 (15)	0.0026 (16)	0.0038 (15)
C44	0.029 (2)	0.029 (2)	0.049 (2)	0.0002 (16)	−0.0033 (17)	0.0075 (17)
C45	0.0238 (19)	0.0311 (19)	0.050 (2)	0.0064 (15)	0.0045 (17)	0.0131 (17)
C46	0.031 (2)	0.0243 (18)	0.035 (2)	0.0035 (15)	0.0083 (17)	0.0079 (15)
C47	0.0271 (19)	0.0239 (17)	0.0297 (19)	0.0045 (14)	0.0001 (15)	0.0034 (14)
C48	0.031 (2)	0.0243 (18)	0.043 (2)	0.0029 (15)	0.0126 (18)	0.0080 (16)
C49	0.034 (2)	0.030 (2)	0.048 (2)	0.0101 (16)	0.0073 (19)	0.0069 (17)
C50	0.039 (2)	0.031 (2)	0.046 (2)	0.0031 (17)	0.0030 (19)	0.0058 (17)
C51	0.050 (3)	0.028 (2)	0.043 (2)	0.0016 (18)	0.020 (2)	0.0042 (17)
C52	0.038 (2)	0.0266 (19)	0.053 (2)	0.0090 (17)	0.017 (2)	0.0053 (17)
C53	0.030 (2)	0.0298 (19)	0.046 (2)	0.0052 (16)	0.0108 (18)	0.0058 (17)
C54	0.030 (2)	0.0244 (18)	0.033 (2)	0.0009 (15)	0.0035 (16)	0.0037 (15)
C55	0.0294 (19)	0.0271 (18)	0.0270 (19)	0.0018 (15)	0.0021 (15)	0.0059 (14)
C56	0.0285 (19)	0.0251 (18)	0.0304 (19)	0.0013 (15)	0.0080 (16)	0.0028 (15)
C57	0.0252 (19)	0.034 (2)	0.035 (2)	0.0045 (15)	−0.0024 (16)	0.0086 (16)
C58	0.0259 (19)	0.037 (2)	0.0297 (19)	−0.0030 (16)	−0.0013 (16)	0.0061 (16)
C59	0.035 (2)	0.0251 (18)	0.0287 (19)	−0.0011 (16)	0.0021 (16)	0.0033 (15)
C60	0.034 (2)	0.0235 (18)	0.036 (2)	0.0025 (15)	0.0009 (17)	0.0016 (15)
C61	0.039 (2)	0.0294 (19)	0.0281 (19)	−0.0009 (16)	0.0081 (17)	0.0043 (15)
C62	0.049 (3)	0.039 (2)	0.033 (2)	−0.0007 (19)	0.0024 (19)	−0.0007 (17)
C63	0.058 (3)	0.032 (2)	0.046 (2)	0.0095 (19)	0.008 (2)	0.0071 (18)
C64	0.051 (3)	0.033 (2)	0.039 (2)	−0.0028 (19)	0.017 (2)	0.0006 (18)
C65	0.040 (2)	0.038 (2)	0.041 (2)	−0.0076 (18)	0.0074 (19)	−0.0054 (18)
C66	0.034 (2)	0.040 (2)	0.037 (2)	−0.0065 (17)	0.0013 (18)	0.0018 (17)
C67	0.052 (3)	0.033 (2)	0.047 (2)	0.0013 (19)	0.013 (2)	−0.0019 (18)
C68	0.066 (3)	0.030 (2)	0.050 (3)	−0.0072 (19)	0.018 (2)	−0.0085 (18)
C69	0.031 (2)	0.035 (2)	0.039 (2)	0.0041 (16)	0.0084 (17)	0.0058 (17)
C70	0.032 (2)	0.034 (2)	0.047 (2)	−0.0016 (16)	0.0093 (18)	0.0071 (17)
C71	0.040 (2)	0.032 (2)	0.056 (3)	0.0004 (17)	0.007 (2)	0.0120 (18)
C72	0.046 (3)	0.030 (2)	0.070 (3)	0.0027 (18)	0.012 (2)	0.005 (2)
C73	0.040 (2)	0.038 (2)	0.046 (2)	−0.0010 (17)	0.0124 (18)	0.0115 (17)
C74A	0.051 (4)	0.032 (3)	0.042 (4)	0.005 (3)	0.006 (3)	0.005 (3)
C75A	0.053 (5)	0.040 (4)	0.038 (5)	−0.003 (4)	0.004 (4)	0.002 (4)
C76A	0.054 (6)	0.048 (5)	0.066 (6)	0.016 (4)	0.007 (5)	0.018 (5)
C74B	0.037 (3)	0.040 (3)	0.042 (3)	0.001 (3)	0.013 (3)	0.002 (3)
C75B	0.052 (4)	0.051 (4)	0.033 (4)	0.004 (4)	0.007 (4)	−0.002 (4)
C76B	0.071 (6)	0.052 (5)	0.056 (5)	−0.003 (4)	0.006 (5)	−0.014 (4)
C80	0.063 (3)	0.089 (4)	0.068 (4)	0.007 (3)	0.000 (3)	0.009 (3)
C81	0.064 (3)	0.080 (4)	0.053 (3)	−0.017 (3)	0.015 (3)	0.000 (3)
C82	0.069 (4)	0.077 (3)	0.061 (3)	0.008 (3)	0.025 (3)	0.014 (3)
C83	0.050 (3)	0.100 (4)	0.062 (3)	0.003 (3)	0.003 (3)	0.022 (3)
C84	0.071 (4)	0.076 (4)	0.050 (3)	−0.020 (3)	0.012 (3)	0.008 (3)
C85	0.076 (4)	0.068 (3)	0.065 (3)	0.000 (3)	0.021 (3)	0.008 (3)

Geometric parameters (Å, º)

Sn1—O1	2.100 (2)	O41—C41	1.296 (4)
Sn1—O2	2.581 (2)	O42—C41	1.255 (4)
Sn1—O4	2.087 (2)	O43—C43	1.343 (4)
Sn1—O5	2.625 (3)	O43—H43	0.8400
Sn1—C29	2.119 (3)	O44—C54	1.291 (4)
Sn1—C33	2.117 (3)	O45—C54	1.257 (4)
O1—C1	1.287 (4)	O46—C56	1.350 (4)
O2—C1	1.261 (4)	O46—H46	0.8400
O3—C3	1.342 (4)	N41—N42	1.256 (4)
O3—H3	0.8400	N41—C46	1.428 (4)
O4—C14	1.295 (4)	N42—C48	1.429 (4)
O5—C14	1.255 (4)	N43—N44	1.246 (4)
O6—C16	1.354 (4)	N43—C59	1.436 (4)
O6—H6	0.8400	N44—C61	1.443 (4)
N1—N2	1.252 (4)	C41—C42	1.467 (4)
N1—C6	1.423 (4)	C42—C47	1.398 (4)
N2—C8	1.424 (4)	C42—C43	1.401 (5)
N3—N4	1.247 (4)	C43—C44	1.411 (5)
N3—C19	1.438 (4)	C44—C45	1.369 (5)
N4—C21	1.441 (4)	C44—H44	0.9500
C1—C2	1.465 (5)	C45—C46	1.385 (5)
C2—C7	1.402 (4)	C45—H45	0.9500
C2—C3	1.406 (5)	C46—C47	1.385 (4)
C3—C4	1.397 (5)	C47—H47	0.9500
C4—C5	1.375 (5)	C48—C49	1.390 (5)
C4—H4	0.9500	C48—C53	1.391 (4)
C5—C6	1.401 (5)	C49—C50	1.371 (5)
C5—H5	0.9500	C49—H49	0.9500
C6—C7	1.374 (5)	C50—C51	1.399 (5)
C7—H7	0.9500	C50—H50	0.9500
C8—C13	1.377 (5)	C51—C52	1.372 (5)
C8—C9	1.389 (5)	C51—C67	1.515 (5)
C9—C10	1.379 (5)	C52—C53	1.390 (5)
C9—H9	0.9500	C52—H52	0.9500
C10—C11	1.383 (5)	C53—H53	0.9500
C10—H10	0.9500	C54—C55	1.460 (5)
C11—C12	1.386 (5)	C55—C60	1.400 (4)
C11—C27	1.528 (5)	C55—C56	1.410 (5)
C12—C13	1.394 (5)	C56—C57	1.396 (5)
C12—H12	0.9500	C57—C58	1.374 (4)
C13—H13	0.9500	C57—H57	0.9500
C14—C15	1.466 (5)	C58—C59	1.400 (5)
C15—C20	1.393 (4)	C58—H58	0.9500
C15—C16	1.400 (5)	C59—C60	1.376 (5)
C16—C17	1.390 (5)	C60—H60	0.9500
C17—C18	1.382 (5)	C61—C66	1.376 (5)
C17—H17	0.9500	C61—C62	1.390 (5)
C18—C19	1.397 (5)	C62—C63	1.383 (5)
C18—H18	0.9500	C62—H62	0.9500
C19—C20	1.377 (5)	C63—C64	1.376 (5)
C20—H20	0.9500	C63—H63	0.9500
C21—C26	1.380 (5)	C64—C65	1.391 (5)
C21—C22	1.385 (5)	C64—C68	1.511 (5)
C22—C23	1.393 (5)	C65—C66	1.379 (5)
C22—H22	0.9500	C65—H65	0.9500
C23—C24	1.388 (5)	C66—H66	0.9500
C23—H23	0.9500	C67—H671	0.9800
C24—C25	1.386 (5)	C67—H672	0.9800
C24—C28	1.512 (5)	C67—H673	0.9800
C25—C26	1.373 (5)	C68—H681	0.9800
C25—H25	0.9500	C68—H682	0.9800
C26—H26	0.9500	C68—H683	0.9800
C27—H271	0.9800	C69—C70	1.525 (5)
C27—H272	0.9800	C69—H691	0.9900
C27—H273	0.9800	C69—H692	0.9900
C28—H281	0.9800	C70—C71	1.520 (5)
C28—H282	0.9800	C70—H701	0.9900
C28—H283	0.9800	C70—H702	0.9900
C29—C30	1.506 (5)	C71—C72	1.517 (5)
C29—H291	0.9900	C71—H711	0.9900
C29—H292	0.9900	C71—H712	0.9900
C30—C31	1.540 (5)	C72—H721	0.9800
C30—H301	0.9900	C72—H722	0.9800
C30—H302	0.9900	C72—H723	0.9800
C31—C32	1.473 (5)	C73—C74B	1.499 (5)
C31—H311	0.9900	C73—C74A	1.529 (5)
C31—H312	0.9900	C73—H731	0.9900
C32—H321	0.9800	C73—H732	0.9900
C32—H322	0.9800	C73—H733	0.9900
C32—H323	0.9800	C73—H734	0.9900
C33—C34A	1.503 (4)	C74A—C75A	1.525 (8)
C33—C34B	1.506 (5)	C74A—H741	0.9900
C33—H331	0.9900	C74A—H742	0.9900
C33—H332	0.9900	C75A—C76A	1.503 (8)
C33—H333	0.9900	C75A—H751	0.9900
C33—H334	0.9900	C75A—H752	0.9900
C34A—C35A	1.512 (7)	C76A—H761	0.9800
C34A—H341	0.9900	C76A—H762	0.9800
C34A—H342	0.9900	C76A—H763	0.9800
C35A—C36A	1.504 (7)	C74B—C75B	1.524 (8)
C35A—H351	0.9900	C74B—H743	0.9900
C35A—H352	0.9900	C74B—H744	0.9900
C36A—H361	0.9800	C75B—C76B	1.512 (8)
C36A—H362	0.9800	C75B—H753	0.9900
C36A—H363	0.9800	C75B—H754	0.9900
C34B—C35B	1.524 (9)	C76B—H764	0.9800
C34B—H343	0.9900	C76B—H765	0.9800
C34B—H344	0.9900	C76B—H766	0.9800
C35B—C36B	1.500 (9)	C80—C85	1.361 (6)
C35B—H353	0.9900	C80—C81	1.376 (6)
C35B—H354	0.9900	C80—H80	0.9500
C36B—H364	0.9800	C81—C82	1.358 (7)
C36B—H365	0.9800	C81—H81	0.9500
C36B—H366	0.9800	C82—C83	1.385 (6)
Sn2—O41	2.090 (2)	C82—H82	0.9500
Sn2—O42	2.628 (2)	C83—C84	1.359 (6)
Sn2—O44	2.093 (2)	C83—H83	0.9500
Sn2—O45	2.628 (2)	C84—C85	1.357 (6)
Sn2—C69	2.121 (3)	C84—H84	0.9500
Sn2—C73	2.117 (3)	C85—H85	0.9500
O1—Sn1—O4	83.18 (9)	O44—Sn2—C73	103.87 (12)
O1—Sn1—O5	137.43 (8)	O45—Sn2—C69	91.09 (11)
O1—Sn1—C29	100.36 (12)	O45—Sn2—C73	85.69 (11)
O1—Sn1—C33	106.03 (12)	C69—Sn2—C73	144.09 (13)
O2—Sn1—O4	138.10 (8)	O44—Sn2—O45	54.15 (7)
O2—Sn1—O5	167.32 (7)	O41—Sn2—O42	54.24 (8)
O2—Sn1—C29	86.01 (12)	C41—O41—Sn2	105.14 (19)
O2—Sn1—C33	89.64 (12)	C41—O42—Sn2	81.07 (19)
O4—Sn1—C29	101.81 (12)	C43—O43—H43	109.5
O4—Sn1—C33	104.98 (11)	C54—O44—Sn2	105.22 (19)
O5—Sn1—C29	88.16 (12)	C54—O45—Sn2	81.09 (19)
O5—Sn1—C33	88.50 (12)	C56—O46—H46	109.5
C29—Sn1—C33	144.16 (14)	N42—N41—C46	115.0 (3)
O1—Sn1—O2	54.94 (8)	N41—N42—C48	113.5 (3)
O4—Sn1—O5	54.28 (8)	N44—N43—C59	114.6 (3)
C1—O1—Sn1	103.6 (2)	N43—N44—C61	114.3 (3)
C1—O2—Sn1	82.0 (2)	O42—C41—O41	119.5 (3)
C3—O3—H3	109.5	O42—C41—C42	122.6 (3)
C14—O4—Sn1	105.0 (2)	O41—C41—C42	117.9 (3)
C14—O5—Sn1	81.0 (2)	C47—C42—C43	119.4 (3)
C16—O6—H6	109.5	C47—C42—C41	119.9 (3)
N2—N1—C6	114.5 (3)	C43—C42—C41	120.8 (3)
N1—N2—C8	114.8 (3)	O43—C43—C42	122.9 (3)
N4—N3—C19	113.7 (3)	O43—C43—C44	118.1 (3)
N3—N4—C21	112.9 (3)	C42—C43—C44	119.0 (3)
O2—C1—O1	119.4 (3)	C45—C44—C43	120.3 (3)
O2—C1—C2	121.7 (3)	C45—C44—H44	119.9
O1—C1—C2	118.8 (3)	C43—C44—H44	119.9
C7—C2—C3	119.0 (3)	C44—C45—C46	121.1 (3)
C7—C2—C1	120.4 (3)	C44—C45—H45	119.5
C3—C2—C1	120.6 (3)	C46—C45—H45	119.5
O3—C3—C4	117.8 (3)	C47—C46—C45	119.4 (3)
O3—C3—C2	123.1 (3)	C47—C46—N41	114.4 (3)
C4—C3—C2	119.1 (3)	C45—C46—N41	126.2 (3)
C5—C4—C3	121.0 (3)	C46—C47—C42	120.8 (3)
C5—C4—H4	119.5	C46—C47—H47	119.6
C3—C4—H4	119.5	C42—C47—H47	119.6
C4—C5—C6	120.1 (3)	C49—C48—C53	119.6 (3)
C4—C5—H5	119.9	C49—C48—N42	124.9 (3)
C6—C5—H5	119.9	C53—C48—N42	115.5 (3)
C7—C6—C5	119.5 (3)	C50—C49—C48	119.6 (3)
C7—C6—N1	116.5 (3)	C50—C49—H49	120.2
C5—C6—N1	124.0 (3)	C48—C49—H49	120.2
C6—C7—C2	121.2 (3)	C49—C50—C51	121.8 (4)
C6—C7—H7	119.4	C49—C50—H50	119.1
C2—C7—H7	119.4	C51—C50—H50	119.1
C13—C8—C9	119.6 (3)	C52—C51—C50	117.9 (3)
C13—C8—N2	115.5 (3)	C52—C51—C67	121.4 (3)
C9—C8—N2	124.9 (3)	C50—C51—C67	120.7 (4)
C10—C9—C8	119.7 (4)	C51—C52—C53	121.6 (3)
C10—C9—H9	120.1	C51—C52—H52	119.2
C8—C9—H9	120.1	C53—C52—H52	119.2
C9—C10—C11	121.3 (4)	C52—C53—C48	119.5 (4)
C9—C10—H10	119.3	C52—C53—H53	120.2
C11—C10—H10	119.3	C48—C53—H53	120.2
C10—C11—C12	118.8 (3)	O45—C54—O44	119.5 (3)
C10—C11—C27	121.3 (4)	O45—C54—C55	122.2 (3)
C12—C11—C27	120.0 (4)	O44—C54—C55	118.3 (3)
C11—C12—C13	120.2 (4)	C60—C55—C56	118.6 (3)
C11—C12—H12	119.9	C60—C55—C54	120.5 (3)
C13—C12—H12	119.9	C56—C55—C54	121.0 (3)
C8—C13—C12	120.3 (4)	O46—C56—C57	118.1 (3)
C8—C13—H13	119.8	O46—C56—C55	122.5 (3)
C12—C13—H13	119.8	C57—C56—C55	119.5 (3)
O5—C14—O4	119.4 (3)	C58—C57—C56	121.3 (3)
O5—C14—C15	122.7 (3)	C58—C57—H57	119.3
O4—C14—C15	117.9 (3)	C56—C57—H57	119.3
C20—C15—C16	118.9 (3)	C57—C58—C59	119.3 (3)
C20—C15—C14	120.0 (3)	C57—C58—H58	120.3
C16—C15—C14	121.0 (3)	C59—C58—H58	120.3
O6—C16—C17	118.0 (3)	C60—C59—C58	120.2 (3)
O6—C16—C15	122.3 (3)	C60—C59—N43	115.0 (3)
C17—C16—C15	119.8 (3)	C58—C59—N43	124.8 (3)
C18—C17—C16	120.5 (4)	C59—C60—C55	121.1 (3)
C18—C17—H17	119.7	C59—C60—H60	119.5
C16—C17—H17	119.7	C55—C60—H60	119.5
C17—C18—C19	120.0 (3)	C66—C61—C62	120.1 (3)
C17—C18—H18	120.0	C66—C61—N44	116.2 (3)
C19—C18—H18	120.0	C62—C61—N44	123.8 (3)
C20—C19—C18	119.4 (3)	C63—C62—C61	118.7 (4)
C20—C19—N3	114.6 (3)	C63—C62—H62	120.6
C18—C19—N3	126.0 (3)	C61—C62—H62	120.6
C19—C20—C15	121.3 (3)	C64—C63—C62	122.4 (4)
C19—C20—H20	119.4	C64—C63—H63	118.8
C15—C20—H20	119.4	C62—C63—H63	118.8
C26—C21—C22	119.8 (3)	C63—C64—C65	117.6 (3)
C26—C21—N4	116.1 (3)	C63—C64—C68	121.0 (4)
C22—C21—N4	124.1 (3)	C65—C64—C68	121.4 (4)
C21—C22—C23	119.5 (4)	C66—C65—C64	121.3 (4)
C21—C22—H22	120.3	C66—C65—H65	119.4
C23—C22—H22	120.3	C64—C65—H65	119.4
C24—C23—C22	120.7 (4)	C61—C66—C65	119.9 (4)
C24—C23—H23	119.7	C61—C66—H66	120.0
C22—C23—H23	119.7	C65—C66—H66	120.0
C25—C24—C23	118.7 (3)	C51—C67—H671	109.5
C25—C24—C28	120.7 (3)	C51—C67—H672	109.5
C23—C24—C28	120.6 (4)	H671—C67—H672	109.5
C26—C25—C24	120.9 (4)	C51—C67—H673	109.5
C26—C25—H25	119.5	H671—C67—H673	109.5
C24—C25—H25	119.5	H672—C67—H673	109.5
C25—C26—C21	120.4 (4)	C64—C68—H681	109.5
C25—C26—H26	119.8	C64—C68—H682	109.5
C21—C26—H26	119.8	H681—C68—H682	109.5
C11—C27—H271	109.5	C64—C68—H683	109.5
C11—C27—H272	109.5	H681—C68—H683	109.5
H271—C27—H272	109.5	H682—C68—H683	109.5
C11—C27—H273	109.5	C70—C69—Sn2	115.6 (2)
H271—C27—H273	109.5	C70—C69—H691	108.4
H272—C27—H273	109.5	Sn2—C69—H691	108.4
C24—C28—H281	109.5	C70—C69—H692	108.4
C24—C28—H282	109.5	Sn2—C69—H692	108.4
H281—C28—H282	109.5	H691—C69—H692	107.4
C24—C28—H283	109.5	C71—C70—C69	112.5 (3)
H281—C28—H283	109.5	C71—C70—H701	109.1
H282—C28—H283	109.5	C69—C70—H701	109.1
C30—C29—Sn1	117.0 (3)	C71—C70—H702	109.1
C30—C29—H291	108.1	C69—C70—H702	109.1
Sn1—C29—H291	108.1	H701—C70—H702	107.8
C30—C29—H292	108.1	C72—C71—C70	112.6 (3)
Sn1—C29—H292	108.1	C72—C71—H711	109.1
H291—C29—H292	107.3	C70—C71—H711	109.1
C29—C30—C31	110.6 (4)	C72—C71—H712	109.1
C29—C30—H301	109.5	C70—C71—H712	109.1
C31—C30—H301	109.5	H711—C71—H712	107.8
C29—C30—H302	109.5	C71—C72—H721	109.5
C31—C30—H302	109.5	C71—C72—H722	109.5
H301—C30—H302	108.1	H721—C72—H722	109.5
C32—C31—C30	112.2 (4)	C71—C72—H723	109.5
C32—C31—H311	109.2	H721—C72—H723	109.5
C30—C31—H311	109.2	H722—C72—H723	109.5
C32—C31—H312	109.2	C74B—C73—Sn2	114.5 (3)
C30—C31—H312	109.2	C74A—C73—Sn2	115.6 (4)
H311—C31—H312	107.9	C74A—C73—H731	108.4
C31—C32—H321	109.5	Sn2—C73—H731	108.4
C31—C32—H322	109.5	C74A—C73—H732	108.4
H321—C32—H322	109.5	Sn2—C73—H732	108.4
C31—C32—H323	109.5	H731—C73—H732	107.4
H321—C32—H323	109.5	C74B—C73—H733	108.6
H322—C32—H323	109.5	Sn2—C73—H733	108.6
C34A—C33—Sn1	117.5 (3)	C74B—C73—H734	108.6
C34B—C33—Sn1	117.8 (5)	Sn2—C73—H734	108.6
C34A—C33—H331	107.9	H733—C73—H734	107.6
Sn1—C33—H331	107.9	C75A—C74A—C73	118.4 (9)
C34A—C33—H332	107.9	C75A—C74A—H741	107.7
Sn1—C33—H332	107.9	C73—C74A—H741	107.7
H331—C33—H332	107.2	C75A—C74A—H742	107.7
C34B—C33—H333	107.9	C73—C74A—H742	107.7
Sn1—C33—H333	107.9	H741—C74A—H742	107.1
C34B—C33—H334	107.9	C76A—C75A—C74A	111.8 (7)
Sn1—C33—H334	107.9	C76A—C75A—H751	109.3
H333—C33—H334	107.2	C74A—C75A—H751	109.3
C33—C34A—C35A	114.9 (4)	C76A—C75A—H752	109.3
C33—C34A—H341	108.5	C74A—C75A—H752	109.3
C35A—C34A—H341	108.5	H751—C75A—H752	107.9
C33—C34A—H342	108.5	C75A—C76A—H761	109.5
C35A—C34A—H342	108.5	C75A—C76A—H762	109.5
H341—C34A—H342	107.5	H761—C76A—H762	109.5
C36A—C35A—C34A	112.4 (5)	C75A—C76A—H763	109.5
C36A—C35A—H351	109.1	H761—C76A—H763	109.5
C34A—C35A—H351	109.1	H762—C76A—H763	109.5
C36A—C35A—H352	109.1	C73—C74B—C75B	108.2 (5)
C34A—C35A—H352	109.1	C73—C74B—H743	110.1
H351—C35A—H352	107.8	C75B—C74B—H743	110.1
C35A—C36A—H361	109.5	C73—C74B—H744	110.1
C35A—C36A—H362	109.5	C75B—C74B—H744	110.1
H361—C36A—H362	109.5	H743—C74B—H744	108.4
C35A—C36A—H363	109.5	C76B—C75B—C74B	110.5 (6)
H361—C36A—H363	109.5	C76B—C75B—H753	109.5
H362—C36A—H363	109.5	C74B—C75B—H753	109.5
C33—C34B—C35B	116.3 (14)	C76B—C75B—H754	109.5
C33—C34B—H343	108.2	C74B—C75B—H754	109.5
C35B—C34B—H343	108.2	H753—C75B—H754	108.1
C33—C34B—H344	108.2	C75B—C76B—H764	109.5
C35B—C34B—H344	108.2	C75B—C76B—H765	109.5
H343—C34B—H344	107.4	H764—C76B—H765	109.5
C36B—C35B—C34B	111.0 (8)	C75B—C76B—H766	109.5
C36B—C35B—H353	109.4	H764—C76B—H766	109.5
C34B—C35B—H353	109.4	H765—C76B—H766	109.5
C36B—C35B—H354	109.4	C85—C80—C81	120.0 (5)
C34B—C35B—H354	109.4	C85—C80—H80	120.0
H353—C35B—H354	108.0	C81—C80—H80	120.0
C35B—C36B—H364	109.5	C82—C81—C80	120.9 (5)
C35B—C36B—H365	109.5	C82—C81—H81	119.5
H364—C36B—H365	109.5	C80—C81—H81	119.5
C35B—C36B—H366	109.5	C81—C82—C83	118.4 (5)
H364—C36B—H366	109.5	C81—C82—H82	120.8
H365—C36B—H366	109.5	C83—C82—H82	120.8
O41—Sn2—O44	82.81 (9)	C84—C83—C82	120.4 (5)
O41—Sn2—O45	136.85 (8)	C84—C83—H83	119.8
O41—Sn2—C69	102.61 (11)	C82—C83—H83	119.8
O41—Sn2—C73	104.03 (11)	C85—C84—C83	120.7 (5)
O42—Sn2—O44	137.00 (8)	C85—C84—H84	119.6
O42—Sn2—O45	168.83 (7)	C83—C84—H84	119.6
O42—Sn2—C69	86.48 (11)	C84—C85—C80	119.6 (5)
O42—Sn2—C73	89.90 (11)	C84—C85—H85	120.2
O44—Sn2—C69	102.97 (12)	C80—C85—H85	120.2
C6—N1—N2—C8	−178.5 (3)	Sn2—O42—C41—C42	−179.5 (3)
C19—N3—N4—C21	179.4 (3)	Sn2—O41—C41—O42	0.1 (3)
Sn1—O2—C1—O1	−2.7 (3)	Sn2—O41—C41—C42	179.5 (2)
Sn1—O2—C1—C2	176.7 (3)	O42—C41—C42—C47	−179.0 (3)
Sn1—O1—C1—O2	3.4 (3)	O41—C41—C42—C47	1.6 (4)
Sn1—O1—C1—C2	−176.0 (2)	O42—C41—C42—C43	1.2 (5)
O2—C1—C2—C7	−177.5 (3)	O41—C41—C42—C43	−178.2 (3)
O1—C1—C2—C7	1.8 (4)	C47—C42—C43—O43	−179.8 (3)
O2—C1—C2—C3	2.1 (5)	C41—C42—C43—O43	0.1 (5)
O1—C1—C2—C3	−178.5 (3)	C47—C42—C43—C44	−0.5 (5)
C7—C2—C3—O3	179.8 (3)	C41—C42—C43—C44	179.4 (3)
C1—C2—C3—O3	0.2 (5)	O43—C43—C44—C45	−179.6 (3)
C7—C2—C3—C4	−0.2 (5)	C42—C43—C44—C45	1.0 (5)
C1—C2—C3—C4	−179.8 (3)	C43—C44—C45—C46	−0.6 (5)
O3—C3—C4—C5	−179.3 (3)	C44—C45—C46—C47	−0.4 (5)
C2—C3—C4—C5	0.6 (5)	C44—C45—C46—N41	−179.4 (3)
C3—C4—C5—C6	−0.9 (5)	N42—N41—C46—C47	174.7 (3)
C4—C5—C6—C7	0.7 (5)	N42—N41—C46—C45	−6.3 (4)
C4—C5—C6—N1	−179.3 (3)	C45—C46—C47—C42	1.0 (5)
N2—N1—C6—C7	−177.7 (3)	N41—C46—C47—C42	−179.9 (3)
N2—N1—C6—C5	2.3 (5)	C43—C42—C47—C46	−0.6 (5)
C5—C6—C7—C2	−0.3 (5)	C41—C42—C47—C46	179.6 (3)
N1—C6—C7—C2	179.7 (3)	N41—N42—C48—C49	−2.2 (5)
C3—C2—C7—C6	0.0 (5)	N41—N42—C48—C53	177.9 (3)
C1—C2—C7—C6	179.6 (3)	C53—C48—C49—C50	0.3 (5)
N1—N2—C8—C13	179.6 (3)	N42—C48—C49—C50	−179.5 (3)
N1—N2—C8—C9	−0.6 (5)	C48—C49—C50—C51	−0.1 (5)
C13—C8—C9—C10	−1.3 (5)	C49—C50—C51—C52	−0.6 (5)
N2—C8—C9—C10	179.0 (3)	C49—C50—C51—C67	179.6 (3)
C8—C9—C10—C11	−0.2 (5)	C50—C51—C52—C53	1.0 (5)
C9—C10—C11—C12	1.4 (5)	C67—C51—C52—C53	−179.2 (3)
C9—C10—C11—C27	−178.8 (3)	C51—C52—C53—C48	−0.8 (5)
C10—C11—C12—C13	−1.2 (5)	C49—C48—C53—C52	0.1 (5)
C27—C11—C12—C13	179.0 (3)	N42—C48—C53—C52	179.9 (3)
C9—C8—C13—C12	1.5 (5)	Sn2—O45—C54—O44	−1.3 (3)
N2—C8—C13—C12	−178.8 (3)	Sn2—O45—C54—C55	179.2 (3)
C11—C12—C13—C8	−0.2 (5)	Sn2—O44—C54—O45	1.6 (3)
Sn1—O5—C14—O4	4.2 (3)	Sn2—O44—C54—C55	−178.8 (2)
Sn1—O5—C14—C15	−174.9 (3)	O45—C54—C55—C60	178.9 (3)
Sn1—O4—C14—O5	−5.4 (3)	O44—C54—C55—C60	−0.6 (4)
Sn1—O4—C14—C15	173.7 (2)	O45—C54—C55—C56	−0.7 (5)
O5—C14—C15—C20	178.7 (3)	O44—C54—C55—C56	179.8 (3)
O4—C14—C15—C20	−0.3 (4)	C60—C55—C56—O46	−179.9 (3)
O5—C14—C15—C16	2.9 (5)	C54—C55—C56—O46	−0.3 (5)
O4—C14—C15—C16	−176.1 (3)	C60—C55—C56—C57	−0.4 (4)
C20—C15—C16—O6	179.8 (3)	C54—C55—C56—C57	179.2 (3)
C14—C15—C16—O6	−4.3 (5)	O46—C56—C57—C58	179.1 (3)
C20—C15—C16—C17	−0.8 (5)	C55—C56—C57—C58	−0.4 (5)
C14—C15—C16—C17	175.1 (3)	C56—C57—C58—C59	0.9 (5)
O6—C16—C17—C18	−178.7 (3)	C57—C58—C59—C60	−0.5 (5)
C15—C16—C17—C18	1.9 (5)	C57—C58—C59—N43	178.4 (3)
C16—C17—C18—C19	−1.2 (5)	N44—N43—C59—C60	−173.1 (3)
C17—C18—C19—C20	−0.6 (5)	N44—N43—C59—C58	8.0 (5)
C17—C18—C19—N3	−179.1 (3)	C58—C59—C60—C55	−0.2 (5)
N4—N3—C19—C20	−179.5 (3)	N43—C59—C60—C55	−179.3 (3)
N4—N3—C19—C18	−0.9 (5)	C56—C55—C60—C59	0.7 (5)
C18—C19—C20—C15	1.7 (5)	C54—C55—C60—C59	−178.9 (3)
N3—C19—C20—C15	−179.6 (3)	N43—N44—C61—C66	−175.9 (3)
C16—C15—C20—C19	−1.0 (5)	N43—N44—C61—C62	4.4 (5)
C14—C15—C20—C19	−176.9 (3)	C66—C61—C62—C63	−1.5 (5)
N3—N4—C21—C26	173.7 (3)	N44—C61—C62—C63	178.2 (3)
N3—N4—C21—C22	−8.1 (5)	C61—C62—C63—C64	1.2 (5)
C26—C21—C22—C23	−0.5 (5)	C62—C63—C64—C65	−0.5 (5)
N4—C21—C22—C23	−178.7 (3)	C62—C63—C64—C68	−179.6 (3)
C21—C22—C23—C24	−0.5 (5)	C63—C64—C65—C66	0.2 (5)
C22—C23—C24—C25	0.7 (5)	C68—C64—C65—C66	179.3 (3)
C22—C23—C24—C28	−179.3 (3)	C62—C61—C66—C65	1.2 (5)
C23—C24—C25—C26	0.1 (5)	N44—C61—C66—C65	−178.5 (3)
C28—C24—C25—C26	−179.9 (3)	C64—C65—C66—C61	−0.5 (5)
C24—C25—C26—C21	−1.1 (5)	Sn2—C69—C70—C71	−72.9 (4)
C22—C21—C26—C25	1.3 (5)	C69—C70—C71—C72	178.3 (3)
N4—C21—C26—C25	179.6 (3)	Sn2—C73—C74A—C75A	55.7 (8)
Sn1—C29—C30—C31	−75.0 (4)	C73—C74A—C75A—C76A	65.6 (16)
C29—C30—C31—C32	177.9 (4)	Sn2—C73—C74B—C75B	−77.7 (9)
Sn1—C33—C34A—C35A	−69.3 (7)	C73—C74B—C75B—C76B	−176.5 (9)
C33—C34A—C35A—C36A	−178.3 (7)	C85—C80—C81—C82	−0.3 (7)
Sn1—C33—C34B—C35B	49.1 (11)	C80—C81—C82—C83	−0.2 (7)
C33—C34B—C35B—C36B	80 (2)	C81—C82—C83—C84	1.3 (7)
C46—N41—N42—C48	179.5 (3)	C82—C83—C84—C85	−2.0 (7)
C59—N43—N44—C61	−177.5 (3)	C83—C84—C85—C80	1.5 (7)
Sn2—O42—C41—O41	−0.1 (3)	C81—C80—C85—C84	−0.4 (7)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O2	0.84	1.88	2.618 (3)	145
O6—H6···O5	0.84	1.89	2.631 (3)	146
O43—H43···O42	0.84	1.90	2.635 (3)	146
O46—H46···O45	0.84	1.91	2.627 (3)	142
C28—H281···O4^i	0.98	2.56	3.385 (5)	142
C73—H733···O41^ii	0.99	2.58	3.540 (5)	162
C30—H301···Cg7	0.99	2.83	3.717 (5)	149
C34A—H341···Cg4^iii	0.99	2.64	3.586 (5)	160
C34B—H344···Cg4^iii	0.99	2.73	3.662 (13)	157
C70—H702···Cg6^iii	0.99	2.71	3.654 (4)	159
C74A—H741···Cg9^ii	0.99	2.69	3.643 (7)	161
C74B—H743···Cg9^ii	0.99	2.83	3.692 (7)	146

Symmetry codes: (i) −x+1, −y, −z; (ii) −x+1, −y+1, −z+1; (iii) x, y+1, z.