Poly[tetra-butyl-ammonium [chlorido-hexa-methyl-μ3-sulfato-distannate(IV)]].

In the structure of the title coordination polymer, {(C16H36N)[Sn2(CH3)6Cl(SO4)]} n , the two independent Sn(IV) atoms are coordinated in a trigonal-bipyramidal manner by three methyl groups in the equatorial plane and in the axial positions by either two O atoms of bridging SO4 (2-) anions or by a Cl atom and one O atom of a bridging SO4 (2-) anion, respectively. The [Sn2(CH3)6Cl(SO4)](-) anion forms an infinite zigzag chain parallel to the c axis. The cations are situated between these chains. Two of the four butyl groups of the cation are partially disordered over two sets of sites with site occupancies of 0.79 (2):0.21 (2) and 0.75 (2):0.25 (2), respectively. Weak C-H⋯O hydrogen-bonding inter-actions help to consolidate the crystal packing.

Related literature

For related structures, see: Molloy et al. (1989 ▶); Zhang et al. (2008 ▶); Sadiq-ur-Rehman et al. (2004 ▶); Aziz-ur-Rehman et al. (2006 ▶); Diallo et al. (2009 ▶); Diop et al. (2012 ▶). For details of the use of constraints and restraints during the structure refinement, see: Cooper et al. (2010 ▶, 2012 ▶). For background to the weighting schemes used in the refinement, see: Prince (1982 ▶); Watkin (1994 ▶).

Experimental

Crystal data

(C16H36N)[Sn2(CH3)6Cl(SO4)]

M = 701.60

Orthorhombic,

a = 27.2051 (6) Å

b = 20.4336 (5) Å

c = 11.4370 (2) Å

V = 6357.8 (3) Å3

Z = 8

Mo Kα radiation

μ = 1.75 mm−1

T = 175 K

0.25 × 0.20 × 0.15 mm

Data collection

Agilent Xcalibur (Sapphire3, Gemini) diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010 ▶) T min = 0.651, T max = 1.000

59083 measured reflections

8068 independent reflections

7179 reflections with I > 2.0σ(I)

R int = 0.049

Refinement

R[F 2 > 2σ(F 2)] = 0.053

wR(F 2) = 0.053

S = 1.07

7179 reflections

301 parameters

33 restraints

H-atom parameters constrained

Δρmax = 1.44 e Å−3

Δρmin = −2.06 e Å−3

Absolute structure: Flack (1983 ▶), 3709 Friedel pairs

Flack parameter: 0.05 (4)

Data collection: CrysAlis PRO (Agilent, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SUPERFLIP (Palatinus & Chapuis, 2007 ▶); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003 ▶); molecular graphics: OLEX2 (Dolomanov et al., 2009 ▶); software used to prepare material for publication: CRYSTALS.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536813016723/wm2750sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813016723/wm2750Isup2.hkl

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

(C16H36N)[Sn2(CH3)6Cl(SO4)]	F(000) = 2864
Mr = 701.60	Dx = 1.466 Mg m−3
Orthorhombic, Aba2	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: A 2 -2ac	Cell parameters from 17152 reflections
a = 27.2051 (6) Å	θ = 2.0–27.7°
b = 20.4336 (5) Å	µ = 1.75 mm−1
c = 11.4370 (2) Å	T = 175 K
V = 6357.8 (3) Å3	Prism, colourless
Z = 8	0.25 × 0.20 × 0.15 mm

Agilent Xcalibur (Sapphire3, Gemini) diffractometer	8068 independent reflections
Radiation source: Enhance (Mo) X-ray Source	7179 reflections with I > 2.0σ(I)
Graphite monochromator	Rint = 0.049
Detector resolution: 16.0143 pixels mm-1	θmax = 29.4°, θmin = 1.5°
ω scans	h = −37→34
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010)	k = −27→26
Tmin = 0.651, Tmax = 1.000	l = −15→15
59083 measured reflections

Refinement on F	Hydrogen site location: difference Fourier map
Least-squares matrix: full	H-atom parameters constrained
R[F2 > 2σ(F2)] = 0.053	Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A0*T0(x) + A1*T1(x) ··· + An-1]*Tn-1(x)] where Ai are the Chebychev coefficients listed below and x = F /Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)2]2 Ai are: 13.1 -3.14 6.69 3.90 -2.02
wR(F2) = 0.053	(Δ/σ)max = 0.001
S = 1.07	Δρmax = 1.44 e Å−3
7179 reflections	Δρmin = −2.06 e Å−3
301 parameters	Absolute structure: Flack (1983), 3709 Friedel pairs
33 restraints	Flack parameter: 0.05 (4)
Primary atom site location: iterative

Refinement. Friedif = 325.1 Estimated Friedel difference = 106.9462 f computed from scattering factors, including f-primeCurrent Do—Dc R-factor (%)= 79.99No of Reflections processed = 7181 No of Friedel Pairs found = 3241 No of Friedel Pairs used = 3241 No of Unpaired Reflections = 375 No of Centric Reflections = 324 Flack parameter obtained from original refinement Hooft parameter obtained with Flack x set to zero Reflections only used if /Fo+ - Fo-/ < 99999.00 * /Fc+ - Fc-/ Friedif = 325.12 Acta A63, (2007), 257–265 Flack & Shmueli (2007) recommend a value >200 for general structures and >80 for enantiopure crystalsFlack Parameter & su 0.0477 0.0352 Hooft Parameter & su 0.0130 0.0149 Ton G & su 0.9739 0.0299No of reflections for which delta(Fo) has same sign as delta(Fc) Same sign Opposite sign 2050 1191For an enantiopure material, there are 2 choices, P2 P2(correct) 1.0000 i.e. 0.100000E+01If 50:50 twinning is possible, there are 3 choices, P3 P3(correct) 1.0000 i.e. 0.100000E+01 P3(rac-twin) 0.0000 i.e. 0.000000E+00 P3(inverse) 0.0000 i.e. 0.000000E+00 G 0.9739 G S.U. 0.0299 FLEQ 0.0130 FLEQ S.U. 0.0149 i.e. 0.149430E-01

	x	y	z	Uiso*/Ueq	Occ. (<1)
Sn1	0.095395 (14)	0.642868 (19)	0.30555 (17)	0.0371
Cl2	0.03842 (7)	0.72492 (9)	0.2051 (2)	0.0553
C3	0.0556 (3)	0.5604 (4)	0.2468 (8)	0.0574
C4	0.0795 (3)	0.6783 (4)	0.4760 (6)	0.0567
C5	0.1567 (3)	0.6826 (4)	0.2163 (8)	0.0594
O6	0.14856 (17)	0.5707 (2)	0.4025 (4)	0.0407
S7	0.18192 (5)	0.51883 (7)	0.3647 (2)	0.0326
O8	0.15838 (16)	0.4724 (2)	0.2867 (4)	0.0428
O9	0.22483 (15)	0.5494 (2)	0.3060 (4)	0.0395
O10	0.19910 (16)	0.4841 (2)	0.4713 (4)	0.0398
Sn11	0.239704 (13)	0.516838 (18)	0.63624 (17)	0.0326
C12	0.1884 (3)	0.5899 (4)	0.6739 (6)	0.0512
C13	0.3026 (2)	0.5367 (5)	0.5346 (6)	0.0503
C14	0.2271 (3)	0.4218 (3)	0.6961 (7)	0.0549
N15	0.1078 (2)	0.8008 (4)	−0.1571 (6)	0.0660
C16	0.1614 (3)	0.8095 (5)	−0.1593 (8)	0.0694
C17	0.1865 (4)	0.7718 (5)	−0.0667 (8)	0.0909
C18	0.2411 (4)	0.7755 (8)	−0.0881 (16)	0.1209
C19	0.2674 (8)	0.7363 (10)	0.0005 (16)	0.1779
C20	0.0925 (5)	0.7338 (4)	−0.1953 (10)	0.0847	0.75 (2)
C21	0.0846 (4)	0.6772 (5)	−0.1147 (8)	0.0905
C22	0.0556 (4)	0.6258 (4)	−0.1772 (8)	0.0845
C23	0.0525 (8)	0.5731 (10)	−0.0870 (15)	0.2003
C24	0.0770 (4)	0.8207 (5)	−0.0658 (9)	0.0760
C25	0.0910 (4)	0.8850 (5)	−0.0131 (9)	0.0844	0.79 (2)
C26	0.0555 (5)	0.9121 (6)	0.0743 (15)	0.1389
C27	0.0722 (5)	0.9755 (5)	0.1224 (15)	0.1060
C28	0.0855 (4)	0.8509 (6)	−0.2424 (8)	0.0762
C29	0.1037 (4)	0.8465 (5)	−0.3628 (8)	0.0891
C30	0.0773 (7)	0.8833 (9)	−0.4543 (9)	0.1188
C31	0.0985 (6)	0.8812 (9)	−0.5722 (12)	0.1342
C251	0.0409 (7)	0.8720 (12)	−0.029 (2)	0.0842	0.21 (2)
C201	0.0734 (7)	0.7488 (5)	−0.115 (3)	0.0825	0.25 (2)
H161	0.1685	0.8563	−0.1489	0.0840*
H162	0.1733	0.7947	−0.2355	0.0843*
H171	0.1783	0.7893	0.0092	0.1081*
H172	0.1768	0.7268	−0.0721	0.1082*
H231	0.0361	0.5360	−0.1206	0.2980*
H232	0.0343	0.5883	−0.0207	0.2980*
H233	0.0851	0.5606	−0.0634	0.2980*
H271	0.0515	1.0102	0.0937	0.1599*
H272	0.1053	0.9833	0.0977	0.1599*
H273	0.0712	0.9748	0.2063	0.1600*
H41	0.1065	0.6699	0.5270	0.0864*
H42	0.0731	0.7248	0.4738	0.0860*
H43	0.0511	0.6560	0.5060	0.0862*
H31	0.0631	0.5239	0.2949	0.0852*
H32	0.0211	0.5696	0.2514	0.0851*
H33	0.0645	0.5508	0.1666	0.0850*
H51	0.1509	0.7279	0.2013	0.0890*
H52	0.1607	0.6600	0.1437	0.0891*
H53	0.1855	0.6773	0.2625	0.0892*
H121	0.2056	0.6301	0.6864	0.0762*
H122	0.1705	0.5780	0.7432	0.0765*
H123	0.1664	0.5950	0.6084	0.0760*
H141	0.2542	0.4064	0.7409	0.0820*
H142	0.1979	0.4221	0.7426	0.0822*
H143	0.2219	0.3935	0.6305	0.0822*
H131	0.3044	0.5074	0.4683	0.0762*
H132	0.3316	0.5311	0.5806	0.0760*
H133	0.3011	0.5809	0.5077	0.0760*
H221	0.0235	0.6429	−0.1972	0.1000*
H222	0.0715	0.6107	−0.2481	0.0999*
H301	0.0769	0.9290	−0.4317	0.1441*
H302	0.0438	0.8664	−0.4578	0.1442*
H291	0.1371	0.8637	−0.3623	0.1052*
H292	0.1037	0.8006	−0.3855	0.1051*
H281	0.0908	0.8950	−0.2139	0.0911*
H282	0.0503	0.8419	−0.2460	0.0910*
H181	0.2519	0.8205	−0.0842	0.1501*
H182	0.2482	0.7580	−0.1652	0.1502*
H251	0.1081	0.9092	−0.0717	0.1240*	0.79 (2)
H252	0.1136	0.8866	0.0508	0.1240*	0.79 (2)
H2511	0.0149	0.8854	−0.0808	0.1240*	0.21 (2)
H2512	0.0143	0.8465	0.0015	0.1240*	0.21 (2)
H201	0.0696	0.7337	−0.2582	0.1321*	0.75 (2)
H202	0.1261	0.7214	−0.2043	0.1319*	0.75 (2)
H2011	0.0744	0.7279	−0.0401	0.1290*	0.25 (2)
H2012	0.0381	0.7501	−0.1125	0.1290*	0.25 (2)
H241	0.0414	0.8104	−0.0162	0.1181*	0.79 (2)
H242	0.0819	0.8014	0.0099	0.1122*	0.79 (2)
H243	0.1035	0.8274	0.0073	0.1180*	0.21 (2)
H244	0.0764	0.7722	−0.0157	0.1205*	0.21 (2)
H211	0.1157	0.6638	−0.0821	0.1384*	0.75 (2)
H212	0.1170	0.6617	−0.0949	0.1383*	0.75 (2)
H213	0.1181	0.6647	−0.0991	0.1381*	0.25 (2)
H214	0.1169	0.6649	−0.0885	0.1381*	0.25 (2)
H311	0.0927	0.9220	−0.6108	0.2010*
H312	0.1332	0.8731	−0.5670	0.2010*
H313	0.0831	0.8467	−0.6159	0.2011*
H191	0.2959	0.7172	−0.0350	0.2810*
H192	0.2772	0.7643	0.0636	0.2810*
H193	0.2461	0.7024	0.0289	0.2809*
H261	0.0247	0.9184	0.0368	0.1704*	0.79 (2)
H262	0.0518	0.8817	0.1366	0.1704*	0.79 (2)
H263	0.0269	0.9062	0.1207	0.1704*	0.21 (2)
H264	0.0812	0.8851	0.1033	0.1704*	0.21 (2)

	U11	U22	U33	U12	U13	U23
Sn1	0.04077 (18)	0.03904 (18)	0.03139 (16)	−0.00380 (16)	−0.00108 (18)	0.00268 (18)
Cl2	0.0568 (10)	0.0501 (9)	0.0589 (10)	0.0069 (8)	−0.0059 (8)	0.0132 (8)
C3	0.055 (4)	0.051 (4)	0.066 (5)	−0.010 (3)	−0.023 (4)	0.000 (3)
C4	0.077 (5)	0.065 (5)	0.028 (3)	0.001 (4)	0.000 (3)	−0.008 (3)
C5	0.056 (4)	0.062 (5)	0.060 (4)	−0.008 (4)	0.008 (4)	0.026 (4)
O6	0.046 (2)	0.051 (2)	0.0252 (19)	0.005 (2)	−0.0002 (17)	0.0042 (17)
S7	0.0359 (7)	0.0386 (7)	0.0232 (6)	−0.0024 (6)	−0.0004 (5)	0.0037 (5)
O8	0.046 (2)	0.050 (2)	0.032 (2)	−0.0083 (18)	−0.0009 (17)	−0.0023 (18)
O9	0.0439 (19)	0.047 (2)	0.0278 (17)	−0.0062 (17)	−0.0002 (19)	−0.002 (2)
O10	0.042 (2)	0.044 (2)	0.0330 (19)	0.0026 (18)	0.0010 (17)	0.0058 (19)
Sn11	0.03353 (15)	0.03812 (17)	0.02608 (14)	0.00369 (15)	0.00169 (16)	0.00763 (18)
C12	0.047 (4)	0.073 (5)	0.034 (3)	0.024 (3)	−0.006 (2)	−0.010 (3)
C13	0.038 (3)	0.087 (6)	0.026 (3)	−0.018 (3)	0.007 (2)	0.004 (3)
C14	0.075 (5)	0.036 (3)	0.053 (4)	−0.004 (3)	−0.023 (4)	0.007 (3)
N15	0.065 (4)	0.088 (5)	0.045 (3)	−0.027 (4)	0.002 (3)	0.023 (3)
C16	0.073 (5)	0.068 (5)	0.067 (5)	0.009 (4)	0.009 (4)	0.009 (4)
C17	0.165 (13)	0.059 (5)	0.048 (5)	−0.004 (6)	0.016 (6)	0.007 (4)
C18	0.089 (9)	0.116 (11)	0.158 (18)	0.032 (9)	0.018 (9)	0.041 (11)
C19	0.22 (2)	0.145 (16)	0.165 (19)	0.102 (16)	0.116 (18)	0.086 (15)
C20	0.077 (7)	0.126 (12)	0.051 (6)	0.019 (8)	0.022 (7)	0.020 (9)
C21	0.085 (8)	0.108 (9)	0.079 (7)	0.001 (6)	−0.011 (5)	−0.029 (7)
C22	0.109 (8)	0.089 (7)	0.055 (6)	0.029 (6)	−0.024 (5)	−0.039 (5)
C23	0.19 (2)	0.33 (3)	0.086 (11)	0.14 (2)	0.003 (12)	0.036 (16)
C24	0.082 (6)	0.082 (7)	0.063 (5)	0.004 (5)	0.021 (5)	−0.017 (5)
C25	0.082 (8)	0.128 (12)	0.044 (6)	−0.059 (8)	0.006 (5)	0.023 (7)
C26	0.088 (8)	0.052 (6)	0.28 (2)	−0.017 (5)	0.038 (12)	−0.018 (9)
C27	0.125 (10)	0.067 (6)	0.126 (11)	−0.009 (6)	0.045 (9)	−0.050 (7)
C28	0.073 (6)	0.094 (7)	0.061 (5)	−0.002 (5)	−0.006 (4)	0.011 (5)
C29	0.093 (7)	0.063 (5)	0.112 (9)	−0.022 (5)	−0.045 (7)	0.030 (6)
C30	0.160 (13)	0.131 (13)	0.066 (7)	0.059 (11)	−0.028 (8)	0.000 (7)
C31	0.112 (11)	0.129 (12)	0.161 (17)	−0.027 (10)	−0.037 (11)	0.076 (12)
C251	0.081 (4)	0.127 (5)	0.044 (5)	−0.059 (5)	0.009 (5)	0.025 (5)
C201	0.077 (5)	0.124 (5)	0.046 (4)	0.018 (5)	0.019 (4)	0.022 (5)

Sn1—C3	2.112 (7)	C21—C22	1.4946 (10)
Sn1—C4	2.124 (7)	C21—C201	1.4949 (10)
Sn1—C5	2.117 (7)	C21—H211	0.963
Sn1—Cl2	2.5561 (18)	C21—H212	0.963
Sn1—O6	2.345 (4)	C21—H213	0.961
Sn11—C12	2.090 (7)	C21—H214	0.960
Sn11—C13	2.108 (6)	C22—C23	1.4951 (10)
Sn11—C14	2.088 (7)	C22—H221	0.967
Sn11—O9i	2.269 (5)	C22—H222	0.969
Sn11—O10	2.286 (5)	C23—H231	0.960
C3—H31	0.949	C23—H232	0.958
C3—H32	0.960	C23—H233	0.962
C3—H33	0.969	C24—C25	1.4949 (10)
C4—H41	0.955	C24—C251	1.4950 (10)
C4—H42	0.966	C24—C201	1.58 (2)
C4—H43	0.960	C24—H241	1.143
C5—H51	0.955	C24—H242	0.962
C5—H52	0.956	C24—H243	1.113
C5—H53	0.951	C24—H244	1.147
O6—S7	1.460 (5)	C25—C26	1.4953 (10)
S7—O8	1.451 (5)	C25—C251	1.40 (3)
S7—O9	1.485 (4)	C25—H251	0.954
S7—O10	1.487 (4)	C25—H252	0.956
C12—H121	0.957	C25—H243	1.247
C12—H122	0.961	C26—C27	1.479 (15)
C12—H123	0.964	C26—C251	1.4949 (10)
C13—H131	0.967	C26—H261	0.950
C13—H132	0.955	C26—H262	0.950
C13—H133	0.955	C26—H263	0.950
C14—H141	0.953	C26—H264	0.950
C14—H142	0.954	C27—H271	0.962
C14—H143	0.957	C27—H272	0.958
N15—C16	1.469 (8)	C27—H273	0.960
N15—C20	1.4958 (10)	C28—C29	1.466 (9)
N15—C24	1.399 (11)	C28—H281	0.968
N15—C28	1.539 (8)	C28—H282	0.976
N15—C201	1.4949 (10)	C29—C30	1.475 (8)
C16—C17	1.478 (8)	C29—H291	0.974
C16—H161	0.982	C29—H292	0.974
C16—H162	0.979	C30—C31	1.467 (9)
C17—C18	1.506 (9)	C30—H301	0.970
C17—H171	0.965	C30—H302	0.975
C17—H172	0.959	C31—H311	0.958
C18—C19	1.477 (9)	C31—H312	0.962
C18—H181	0.965	C31—H313	0.960
C18—H182	0.971	C251—H2511	0.961
C19—H191	0.960	C251—H2512	0.959
C19—H192	0.959	C251—H241	1.267
C19—H193	0.959	C251—H261	1.291
C20—C21	1.4948 (10)	C201—H2011	0.960
C20—C201	1.10 (3)	C201—H2012	0.960
C20—H201	0.952	C201—H244	1.238
C20—H202	0.956	H242—H244	0.681
Cl2—Sn1—C3	94.0 (2)	C25—C24—C251	55.8 (12)
Cl2—Sn1—C4	93.7 (2)	N15—C24—C201	59.9 (6)
C3—Sn1—C4	117.4 (4)	C25—C24—C201	168.3 (14)
Cl2—Sn1—C5	90.5 (2)	C251—C24—C201	135.4 (14)
C3—Sn1—C5	123.8 (4)	N15—C24—H241	145.6
C4—Sn1—C5	118.2 (4)	C25—C24—H241	100.2
Cl2—Sn1—O6	177.89 (12)	C251—C24—H241	55.5
C3—Sn1—O6	88.0 (2)	C201—C24—H241	87.3
C4—Sn1—O6	84.6 (3)	N15—C24—H242	118.1
C5—Sn1—O6	89.1 (3)	C25—C24—H242	87.9
Sn1—C3—H31	109.5	C251—C24—H242	97.3
Sn1—C3—H32	109.2	C201—C24—H242	87.0
H31—C3—H32	109.4	H241—C24—H242	66.0
Sn1—C3—H33	109.6	N15—C24—H243	102.1
H31—C3—H33	109.6	C25—C24—H243	54.8
H32—C3—H33	109.5	C251—C24—H243	97.4
Sn1—C4—H41	110.1	C201—C24—H243	115.2
Sn1—C4—H42	110.4	H241—C24—H243	101.5
H41—C4—H42	109.2	N15—C24—H244	97.5
Sn1—C4—H43	109.4	C25—C24—H244	124.3
H41—C4—H43	108.4	C251—C24—H244	117.2
H42—C4—H43	109.4	C201—C24—H244	51.1
Sn1—C5—H51	109.2	H241—C24—H244	65.1
Sn1—C5—H52	108.9	H242—C24—H243	44.3
H51—C5—H52	109.3	H242—C24—H244	36.4
Sn1—C5—H53	109.7	H243—C24—H244	74.9
H51—C5—H53	110.2	C24—C25—C26	115.5 (8)
H52—C5—H53	109.4	C24—C25—C251	62.1 (6)
Sn1—O6—S7	134.4 (2)	C26—C25—C251	62.1 (6)
O6—S7—O8	112.4 (3)	C24—C25—H251	107.2
O6—S7—O9	108.5 (3)	C26—C25—H251	126.4
O8—S7—O9	110.2 (3)	C251—C25—H251	118.7
O6—S7—O10	107.4 (2)	C24—C25—H252	120.1
O8—S7—O10	109.3 (3)	C26—C25—H252	83.8
O9—S7—O10	108.9 (3)	C251—C25—H252	137.2
Sn11ii—O9—S7	126.7 (2)	H251—C25—H252	101.8
S7—O10—Sn11	133.5 (3)	C24—C25—H243	46.8
O10—Sn11—O9i	176.23 (15)	C26—C25—H243	113.6
O10—Sn11—C12	93.2 (2)	C251—C25—H243	96.4
O9i—Sn11—C12	84.1 (2)	H251—C25—H243	119.1
O10—Sn11—C13	89.6 (2)	H252—C25—H243	73.3
O9i—Sn11—C13	94.0 (2)	C25—C26—C27	112.0 (9)
C12—Sn11—C13	121.2 (4)	C25—C26—C251	55.8 (12)
O10—Sn11—C14	85.3 (2)	C27—C26—C251	148.9 (19)
O9i—Sn11—C14	93.6 (2)	C25—C26—H261	108.5
C12—Sn11—C14	119.2 (4)	C27—C26—H261	108.6
C13—Sn11—C14	119.6 (4)	C251—C26—H261	58.8
Sn11—C12—H121	108.5	C25—C26—H262	109.2
Sn11—C12—H122	109.1	C27—C26—H262	109.1
H121—C12—H122	110.0	C251—C26—H262	102.0
Sn11—C12—H123	109.3	H261—C26—H262	109.5
H121—C12—H123	109.1	C25—C26—H263	148.8
H122—C12—H123	110.9	C27—C26—H263	98.9
Sn11—C13—H131	110.7	C251—C26—H263	99.0
Sn11—C13—H132	110.1	H261—C26—H263	63.1
H131—C13—H132	108.5	H262—C26—H263	53.9
Sn11—C13—H133	108.9	C25—C26—H264	62.9
H131—C13—H133	109.5	C27—C26—H264	98.8
H132—C13—H133	109.1	C251—C26—H264	98.9
Sn11—C14—H141	110.8	H261—C26—H264	152.3
Sn11—C14—H142	108.2	H262—C26—H264	55.7
H141—C14—H142	110.3	H263—C26—H264	109.5
Sn11—C14—H143	109.2	C26—C27—H271	109.8
H141—C14—H143	109.6	C26—C27—H272	108.9
H142—C14—H143	108.6	H271—C27—H272	109.1
C16—N15—C20	112.5 (8)	C26—C27—H273	110.5
C16—N15—C24	124.8 (8)	H271—C27—H273	109.6
C20—N15—C24	108.5 (7)	H272—C27—H273	109.0
C16—N15—C28	107.4 (6)	N15—C28—C29	114.9 (8)
C20—N15—C28	108.3 (7)	N15—C28—H281	110.3
C24—N15—C28	92.5 (8)	C29—C28—H281	108.8
C16—N15—C201	135.5 (12)	N15—C28—H282	106.8
C24—N15—C201	66.0 (11)	C29—C28—H282	106.2
C28—N15—C201	115.4 (14)	H281—C28—H282	109.6
N15—C16—C17	112.6 (8)	C28—C29—C30	118.1 (10)
N15—C16—H161	108.1	C28—C29—H291	106.7
C17—C16—H161	109.2	C30—C29—H291	105.9
N15—C16—H162	107.9	C28—C29—H292	108.0
C17—C16—H162	108.9	C30—C29—H292	107.6
H161—C16—H162	110.1	H291—C29—H292	110.4
C16—C17—C18	108.2 (8)	C29—C30—C31	116.5 (11)
C16—C17—H171	110.1	C29—C30—H301	107.9
C18—C17—H171	110.8	C31—C30—H301	106.2
C16—C17—H172	109.0	C29—C30—H302	107.7
C18—C17—H172	108.1	C31—C30—H302	108.6
H171—C17—H172	110.5	H301—C30—H302	110.0
C17—C18—C19	109.8 (13)	C30—C31—H311	109.4
C17—C18—H181	110.0	C30—C31—H312	109.5
C19—C18—H181	109.7	H311—C31—H312	109.8
C17—C18—H182	109.0	C30—C31—H313	109.3
C19—C18—H182	109.0	H311—C31—H313	109.2
H181—C18—H182	109.4	H312—C31—H313	109.6
C18—C19—H191	108.8	C24—C251—C26	115.5 (8)
C18—C19—H192	109.1	C24—C251—C25	62.1 (6)
H191—C19—H192	109.6	C26—C251—C25	62.1 (6)
C18—C19—H193	109.5	C24—C251—H2511	120.8
H191—C19—H193	109.7	C26—C251—H2511	121.7
H192—C19—H193	110.1	C25—C251—H2511	138.1
N15—C20—C21	124.6 (8)	C24—C251—H2512	102.6
N15—C20—C201	68.5 (7)	C26—C251—H2512	101.9
C21—C20—C201	68.5 (7)	C25—C251—H2512	142.1
N15—C20—H201	113.9	H2511—C251—H2512	79.8
C21—C20—H201	111.8	C24—C251—H241	48.0
C201—C20—H201	108.7	C26—C251—H241	116.6
N15—C20—H202	90.5	C25—C251—H241	99.4
C21—C20—H202	89.9	H2511—C251—H241	111.3
C201—C20—H202	128.2	H2512—C251—H241	54.8
H201—C20—H202	123.0	C24—C251—H261	154.5
C20—C21—C22	108.9 (8)	C26—C251—H261	39.0
C22—C21—C201	125.2 (17)	C25—C251—H261	96.6
C20—C21—H211	109.5	H2511—C251—H261	84.2
C22—C21—H211	116.8	H2512—C251—H261	85.8
C201—C21—H211	117.3	H241—C251—H261	131.5
C20—C21—H212	105.5	C24—C201—C21	154 (3)
C22—C21—H212	111.5	C24—C201—N15	54.1 (6)
C201—C21—H212	120.6	C21—C201—N15	124.7 (8)
H211—C21—H212	9.4	C24—C201—C20	122.0 (7)
C20—C21—H213	100.6	C21—C201—C20	68.5 (7)
C22—C21—H213	113.8	N15—C201—C20	68.5 (7)
C201—C21—H213	117.0	C24—C201—H2011	95.2
H211—C21—H213	12.3	C21—C201—H2011	63.6
H212—C21—H213	4.9	N15—C201—H2011	125.8
C20—C21—H214	105.4	C20—C201—H2011	127.6
C22—C21—H214	116.6	C24—C201—H2012	91.4
C201—C21—H214	116.4	C21—C201—H2012	103.5
H211—C21—H214	4.9	N15—C201—H2012	128.0
H212—C21—H214	5.8	C20—C201—H2012	120.6
H213—C21—H214	7.5	H2011—C201—H2012	90.7
C21—C22—C23	101.9 (13)	C24—C201—H244	46.1
C21—C22—H221	109.7	C21—C201—H244	111.1
C23—C22—H221	111.8	N15—C201—H244	88.8
C21—C22—H222	112.9	C20—C201—H244	147.6
C23—C22—H222	111.8	H2011—C201—H244	49.1
H221—C22—H222	108.7	H2012—C201—H244	91.4
C22—C23—H231	108.6	C24—H241—C251	76.5
C22—C23—H232	110.0	C24—H242—H244	86.7
H231—C23—H232	109.4	C24—H243—C25	78.4
C22—C23—H233	109.4	H242—H244—C24	56.9
H231—C23—H233	109.5	H242—H244—C201	138.4
H232—C23—H233	109.9	C24—H244—C201	82.8
N15—C24—C25	113.9 (8)	C26—H261—C251	82.2
N15—C24—C251	143.6 (15)

D—H···A	D—H	H···A	D···A	D—H···A
C16—H161···O8iii	0.98	2.50	3.386 (18)	150 (1)
C12—H123···O6	0.96	2.46	3.311 (18)	148 (1)
C28—H281···O8iii	0.97	2.43	3.195 (18)	136 (1)
C25—H251···O8iii	0.95	2.48	3.434 (18)	175 (1)

Table 1

Selected bond lengths (Å)

Sn1—C3	2.112 (7)
Sn1—C4	2.124 (7)
Sn1—C5	2.117 (7)
Sn1—Cl2	2.5561 (18)
Sn1—O6	2.345 (4)
Sn11—C12	2.090 (7)
Sn11—C13	2.108 (6)
Sn11—C14	2.088 (7)
Sn11—O9i	2.269 (5)
Sn11—O10	2.286 (5)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C16—H161⋯O8ii	0.98	2.50	3.386 (18)	150 (1)
C28—H281⋯O8ii	0.97	2.43	3.195 (18)	136 (1)
C25—H251⋯O8ii	0.95	2.48	3.434 (18)	175 (1)

Symmetry code: (ii) .