Poly[dibutyl­ammonium [nonamethylbis­(μ3-sulfato-κ3O:O′:O′′)tristannate(IV)]]

Diop, T.; Diop, L.; Lee, A. van der

doi:10.1107/S1600536812042894

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 11| November 2012| Pages m1380-m1381

doi:10.1107/S1600536812042894

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Poly[dibutylammonium [nonamethylbis(μ₃-sulfato-κ³O:O′:O′′)tristannate(IV)]]

Tidiane Diop,^a ^* Libasse Diop ^a and Arie van der Lee ^b

^aLaboratoire de Chimie Minérale et Analytique, Département de Chimie, Faculté des Sciences et Techniques, Université Cheikh Anta Diop, Dakar, Senegal, and ^bInstitut Europeen des Membranes, Universite de Montpellier II, 34000 Montpellier, France
^*Correspondence e-mail: tijchimia@yahoo.fr

(Received 8 October 2012; accepted 14 October 2012; online 20 October 2012)

In the structure of the title coordination polymer, {(C₈H₂₀N)[Sn₃(CH₃)₉(SO₄)₂]}_n, each of the three Sn^IV atoms is coordinated in a trigonal–bipyramidal manner by three methyl groups in the equatorial plane and by two O atoms of SO₄²⁻ anions in the axial positions. The μ₃-bridging mode of the sulfate anions leads to the formation of corrugated anionic layers parallel to (100). The uncoordinating O atom of one of the two SO₄²⁻ anions is N—H⋯O hydrogen-bonded to the dibutylammonium cation interconnecting the anionic sheets. The structure is partially disordered. The dibutyl ammonium ion is found on two positions with an occupancy ratio of 0.525 (10):0.475 (10), and one sulfate group with three connecting trimethyl stannyl groups is also positionally disordered over two sets of sites with an occupancy ratio of 0.725 (4):0.275 (4).

Related literature

For applications of tin(IV) compounds, see: Basu et al. (2005 ); Evans & Karpel (1985 ); Samuel et al. (2002 ); Kapoor et al. (2005 ). For related organotin(IV) compounds, see: Molloy et al. (1989 ); Diop et al. (2002 ) Diallo et al. (2009 ).

Experimental

Crystal data

(C₈H₂₀N)[Sn₃(CH₃)₉(SO₄)₂]
M_r = 813.75
Monoclinic, P 2₁ /c
a = 11.8847 (2) Å
b = 18.2884 (3) Å
c = 15.3949 (2) Å
β = 107.380 (1)°
V = 3193.35 (9) Å³
Z = 4
Mo Kα radiation
μ = 2.49 mm⁻¹
T = 173 K
0.06 × 0.04 × 0.04 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS, Bruker, 2003 ) T_min = 0.865, T_max = 0.907
69889 measured reflections
7234 independent reflections
6265 reflections with I > 2σ(I)
R_int = 0.027

Refinement

R[F² > 2σ(F²)] = 0.020
wR(F²) = 0.045
S = 1.06
7234 reflections
463 parameters
77 restraints
H-atom parameters constrained
Δρ_max = 0.76 e Å⁻³
Δρ_min = −0.46 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1H⋯O6	0.92	1.88	2.785 (16)	168
N1B—H1J⋯O6B	0.92	2.11	2.98 (2)	159

Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXLE (Hübschle et al., 2011 ); molecular graphics: OLEX2 (Dolomanov et al., 2009 ); software used to prepare material for publication: publCIF (Westrip (2010 ).

Supporting information

Crystal structure: contains datablocks I, New_Global_Publ_Block. DOI: 10.1107/S1600536812042894/wm2692sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812042894/wm2692Isup2.hkl

checkCIF report

Comment top

Various applications of organotin(IV) compounds explain the focus of research teams, including ours, to the search and characterisation of new organotin(IV) compounds, e.g. Evans & Karpel (1985); Basu et al. (2005); Kapoor et al. (2005); Samuel et al. (2002). In the scope of our research on the coordination ability of oxyanions (Molloy et al., 1989; Diop et al., 2002) and our interest to synthesize new organotin(IV) derivatives for biological tests, we elucidate here the structure of the title compound, (C₈H₂₀N)[(Sn(CH₃)₃)₃(SO₄)₂], (I).

Compound (I) has a polymeric structure consisting of three O₂SnC₃ moieties, and two different tridentate sulfate ligands (Fig. 1). In the two-dimensional polymeric structure that extends parallel to (100) (Fig. 2) all tin(IV) atoms are five-coordinate, with the trigonal (CH₃)₃Sn units axially bridged through sulfate groups. The angles between the apical positions within the trigonal-bipyramidal arrangement indicate a slight deviation from linearity for Sn1 and Sn2 (O1—Sn1—O7 = 172.44 (8)°; O8—Sn2—O2 = 176.59 (11)°) and a considerable deviation for Sn3 (O4—Sn3—O5 = 168.64 (10)°). The Sn—O bonds are in the excepted range [2.262 (2)–2.305 (2) Å] and are shorter than the Sn—O distances in (Bu₄N)HSO₄^.Sn(CH₃)₃Cl [2.450 (5)] (Diallo et al., 2009). The dibutylammonium cation connects adjacent anionic layers through N—H···O hydrogen bonding into a three-dimensional network structure (Fig. 3).

Related literature top

For applications of tin(IV) compounds, see: Basu et al. (2005); Evans & Karpel (1985); Samuel et al. (2002); Kapoor et al. (2005). For related organotin(IV) compounds, see: Molloy et al. (1989); Diop et al. (2002) Diallo et al. (2009).

Experimental top

(Bu₂NH₂)₂SO₄^.H₂O (L) was obtained on mixing a water solution of NH₂SO₃H (0.15 g, 1.5 mmol) with Bu₂NH₂ (0.78 g, 3 mmol). Hydrolysis of NH₂SO₃H in basic media has yielded the sulfate. The title compound has been obtained by reacting (L) (0.15 g, 0.4 mmol) with trimethyltin chloride (0.16 g, 0.8 mmol) in ethanol. Slow solvent evaporation yielded colourless crystals. SnMe₃Cl, the acid NH₂SO₃H and Bu₂NH₂ were purchased from Aldrich and used without further purification.

Computing details top

Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXLE (Hübschle et al., 2011); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: publCIF (Westrip (2010).

Figures top

	Fig. 1. The asymmetric unit of the structure of compound (I) with displacement ellipsoids drawn at the 50° probability level. The minor components of the disordered parts within the structure are not shown.
	Fig. 2. The two-dimensional [(SnMe₃)₃(SO₄)₂]^- anionic sheet structure of (I). Hydrogen atoms and the Bu₂NH₂⁺ cations have been omitted for clarity. The minor components of the disordered parts within the structure are not shown.
	Fig. 3. The linking of the sheets through N—H···O hydrogen bonds between the Bu₂NH₂⁺ cations and the stannate(IV) sheets (red dotted lines). Only H atoms involved in hydrogen bond interactions are shown for the sake of clarity.

Poly[dibutylammonium [nonamethylbis(µ₃-sulfato- κ³O:O':O'')tristannate(IV)]] top

Crystal data top

(C₈H₂₀N)[Sn₃(CH₃)₉(SO₄)₂]	F(000) = 1608
M_r = 813.75	D_x = 1.693 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 9693 reflections
a = 11.8847 (2) Å	θ = 2.6–27.5°
b = 18.2884 (3) Å	µ = 2.49 mm⁻¹
c = 15.3949 (2) Å	T = 173 K
β = 107.380 (1)°	Prism, colourless
V = 3193.35 (9) Å³	0.06 × 0.04 × 0.04 mm
Z = 4

Data collection top

Bruker SMART CCD diffractometer	7234 independent reflections
Radiation source: fine-focus sealed tube	6265 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.027
phi and ω scans	θ_max = 27.5°, θ_min = 2.6°
Absorption correction: multi-scan (SADABS, Bruker, 2003)	h = −15→15
T_min = 0.865, T_max = 0.907	k = −23→23
69889 measured reflections	l = −18→19

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.020	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.045	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.0164P)² + 2.1021P] where P = (F_o² + 2F_c²)/3
7234 reflections	(Δ/σ)_max = 0.004
463 parameters	Δρ_max = 0.76 e Å⁻³
77 restraints	Δρ_min = −0.46 e Å⁻³

Crystal data top

(C₈H₂₀N)[Sn₃(CH₃)₉(SO₄)₂]	V = 3193.35 (9) Å³
M_r = 813.75	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 11.8847 (2) Å	µ = 2.49 mm⁻¹
b = 18.2884 (3) Å	T = 173 K
c = 15.3949 (2) Å	0.06 × 0.04 × 0.04 mm
β = 107.380 (1)°

Data collection top

Bruker SMART CCD diffractometer	7234 independent reflections
Absorption correction: multi-scan (SADABS, Bruker, 2003)	6265 reflections with I > 2σ(I)
T_min = 0.865, T_max = 0.907	R_int = 0.027
69889 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.020	77 restraints
wR(F²) = 0.045	H-atom parameters constrained
S = 1.06	Δρ_max = 0.76 e Å⁻³
7234 reflections	Δρ_min = −0.46 e Å⁻³
463 parameters

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Sn1	0.19280 (7)	0.52408 (7)	0.43977 (5)	0.02502 (12)	0.725 (4)
C1	0.0484 (7)	0.5964 (5)	0.4208 (8)	0.0473 (16)	0.725 (4)
H1A	0.0467	0.6305	0.3713	0.071*	0.725 (4)
H1B	0.0568	0.6238	0.4770	0.071*	0.725 (4)
H1C	−0.0251	0.5683	0.4052	0.071*	0.725 (4)
C2	0.3636 (5)	0.5703 (3)	0.4693 (8)	0.0441 (16)	0.725 (4)
H2A	0.4138	0.5507	0.5272	0.066*	0.725 (4)
H2B	0.3582	0.6236	0.4739	0.066*	0.725 (4)
H2C	0.3977	0.5581	0.4206	0.066*	0.725 (4)
C3	0.1752 (8)	0.4094 (2)	0.4284 (8)	0.0402 (10)	0.725 (4)
H3A	0.2178	0.3912	0.3872	0.060*	0.725 (4)
H3B	0.0916	0.3966	0.4041	0.060*	0.725 (4)
H3C	0.2080	0.3871	0.4885	0.060*	0.725 (4)
Sn1B	0.1839 (2)	0.54067 (10)	0.43984 (16)	0.02502 (12)	0.275 (4)
C1B	0.0361 (19)	0.6038 (15)	0.436 (2)	0.0473 (16)	0.275 (4)
H1D	0.0052	0.5891	0.4855	0.071*	0.275 (4)
H1E	−0.0247	0.5964	0.3774	0.071*	0.275 (4)
H1F	0.0583	0.6556	0.4426	0.071*	0.275 (4)
C2B	0.3517 (14)	0.5897 (12)	0.467 (2)	0.0441 (16)	0.275 (4)
H2D	0.3535	0.6210	0.4161	0.066*	0.275 (4)
H2E	0.4119	0.5516	0.4760	0.066*	0.275 (4)
H2F	0.3674	0.6193	0.5227	0.066*	0.275 (4)
C3B	0.181 (2)	0.4250 (7)	0.426 (2)	0.0402 (10)	0.275 (4)
H3D	0.1475	0.4120	0.3614	0.060*	0.275 (4)
H3E	0.1326	0.4037	0.4608	0.060*	0.275 (4)
H3F	0.2615	0.4059	0.4484	0.060*	0.275 (4)
Sn2	0.24211 (11)	0.75268 (7)	0.20340 (9)	0.02730 (14)	0.725 (4)
C4	0.3133 (10)	0.7154 (8)	0.1007 (7)	0.0483 (9)	0.725 (4)
H4A	0.3014	0.6625	0.0929	0.072*	0.725 (4)
H4B	0.3979	0.7263	0.1183	0.072*	0.725 (4)
H4C	0.2737	0.7402	0.0432	0.072*	0.725 (4)
C5	0.0582 (5)	0.7575 (10)	0.1795 (8)	0.0491 (14)	0.725 (4)
H5A	0.0396	0.7462	0.2359	0.074*	0.725 (4)
H5B	0.0196	0.7219	0.1325	0.074*	0.725 (4)
H5C	0.0299	0.8068	0.1590	0.074*	0.725 (4)
C6	0.3555 (10)	0.7844 (10)	0.3327 (5)	0.0519 (16)	0.725 (4)
H6A	0.3250	0.7650	0.3806	0.078*	0.725 (4)
H6B	0.3590	0.8379	0.3366	0.078*	0.725 (4)
H6C	0.4347	0.7649	0.3405	0.078*	0.725 (4)
Sn2B	0.2528 (3)	0.7522 (2)	0.1900 (2)	0.02730 (14)	0.275 (4)
C4B	0.323 (3)	0.711 (2)	0.089 (2)	0.0483 (9)	0.275 (4)
H4D	0.3867	0.6771	0.1172	0.072*	0.275 (4)
H4E	0.3529	0.7519	0.0614	0.072*	0.275 (4)
H4F	0.2605	0.6858	0.0428	0.072*	0.275 (4)
C5B	0.0684 (13)	0.759 (3)	0.168 (2)	0.0491 (14)	0.275 (4)
H5D	0.0291	0.7727	0.1050	0.074*	0.275 (4)
H5E	0.0521	0.7964	0.2089	0.074*	0.275 (4)
H5F	0.0387	0.7117	0.1815	0.074*	0.275 (4)
C6B	0.365 (3)	0.784 (3)	0.3199 (15)	0.0519 (16)	0.275 (4)
H6D	0.3242	0.8203	0.3469	0.078*	0.275 (4)
H6E	0.4372	0.8061	0.3129	0.078*	0.275 (4)
H6F	0.3852	0.7414	0.3596	0.078*	0.275 (4)
Sn3	0.48425 (13)	0.49901 (8)	0.23557 (10)	0.02997 (17)	0.725 (4)
C7	0.4615 (6)	0.4916 (5)	0.0949 (4)	0.0587 (14)	0.725 (4)
H7A	0.3880	0.4655	0.0652	0.088*	0.725 (4)
H7B	0.5280	0.4650	0.0848	0.088*	0.725 (4)
H7C	0.4578	0.5409	0.0691	0.088*	0.725 (4)
C8	0.4371 (7)	0.4042 (3)	0.2953 (7)	0.0501 (14)	0.725 (4)
H8A	0.4147	0.4180	0.3494	0.075*	0.725 (4)
H8B	0.5043	0.3706	0.3128	0.075*	0.725 (4)
H8C	0.3703	0.3802	0.2514	0.075*	0.725 (4)
C9	0.5460 (8)	0.5971 (3)	0.3069 (4)	0.0451 (17)	0.725 (4)
H9A	0.5942	0.5855	0.3690	0.068*	0.725 (4)
H9B	0.4786	0.6272	0.3091	0.068*	0.725 (4)
H9C	0.5936	0.6241	0.2755	0.068*	0.725 (4)
Sn3B	0.4842 (3)	0.4875 (2)	0.2556 (2)	0.0272 (4)	0.275 (4)
C7B	0.442 (2)	0.4955 (16)	0.1121 (9)	0.0587 (14)	0.275 (4)
H7D	0.4276	0.4465	0.0853	0.088*	0.275 (4)
H7E	0.5073	0.5184	0.0960	0.088*	0.275 (4)
H7F	0.3705	0.5253	0.0886	0.088*	0.275 (4)
C8B	0.453 (2)	0.3869 (10)	0.306 (2)	0.0501 (14)	0.275 (4)
H8D	0.4458	0.3493	0.2594	0.075*	0.275 (4)
H8E	0.3805	0.3891	0.3234	0.075*	0.275 (4)
H8F	0.5195	0.3746	0.3598	0.075*	0.275 (4)
C9B	0.545 (3)	0.5850 (10)	0.3299 (14)	0.0451 (17)	0.275 (4)
H9D	0.6288	0.5921	0.3355	0.068*	0.275 (4)
H9E	0.5353	0.5810	0.3907	0.068*	0.275 (4)
H9F	0.4996	0.6267	0.2978	0.068*	0.275 (4)
S1	0.22744 (4)	0.56106 (3)	0.66835 (3)	0.02531 (11)
S2	0.20127 (4)	0.56894 (3)	0.22152 (4)	0.02637 (11)
O1	0.21738 (14)	0.51080 (8)	0.59177 (10)	0.0346 (3)
O2	0.25042 (13)	0.63526 (8)	0.63914 (10)	0.0349 (3)
O3	0.12102 (12)	0.56030 (9)	0.69614 (11)	0.0379 (4)
O4	0.32836 (12)	0.53761 (8)	0.74657 (10)	0.0336 (3)
O5	0.29205 (19)	0.53491 (14)	0.1876 (2)	0.0456 (8)	0.725 (4)
O6	0.0959 (3)	0.5803 (2)	0.1412 (3)	0.0323 (8)	0.725 (4)
O7	0.1694 (3)	0.52091 (15)	0.28571 (15)	0.0426 (7)	0.725 (4)
O8	0.2434 (5)	0.6394 (3)	0.2647 (4)	0.0340 (9)	0.725 (4)
O5B	0.2927 (4)	0.5082 (3)	0.2478 (4)	0.0258 (15)	0.275 (4)
O6B	0.1308 (9)	0.5633 (6)	0.1333 (8)	0.035 (2)	0.275 (4)
O7B	0.1313 (4)	0.5615 (4)	0.2883 (4)	0.0275 (14)	0.275 (4)
O8B	0.2728 (12)	0.6375 (8)	0.2442 (10)	0.037 (3)	0.275 (4)
C10	0.1466 (18)	0.2765 (11)	0.122 (2)	0.118 (10)	0.525 (10)
H10A	0.2085	0.3102	0.1168	0.177*	0.525 (10)
H10B	0.1496	0.2318	0.0872	0.177*	0.525 (10)
H10C	0.1590	0.2641	0.1858	0.177*	0.525 (10)
C11	0.0283 (16)	0.3123 (10)	0.0838 (13)	0.078 (6)	0.525 (10)
H11A	−0.0334	0.2802	0.0944	0.093*	0.525 (10)
H11B	0.0113	0.3187	0.0173	0.093*	0.525 (10)
C12	0.0245 (14)	0.3855 (8)	0.1273 (15)	0.055 (5)	0.525 (10)
H12A	0.0433	0.3789	0.1940	0.066*	0.525 (10)
H12B	0.0858	0.4175	0.1160	0.066*	0.525 (10)
C13	−0.0918 (10)	0.4225 (7)	0.0928 (10)	0.046 (3)	0.525 (10)
H13A	−0.1550	0.3893	0.0987	0.056*	0.525 (10)
H13B	−0.1076	0.4347	0.0277	0.056*	0.525 (10)
N1	−0.0914 (11)	0.4906 (6)	0.1463 (10)	0.035 (2)	0.525 (10)
H1G	−0.0931	0.4777	0.2037	0.042*	0.525 (10)
H1H	−0.0238	0.5172	0.1525	0.042*	0.525 (10)
C14	−0.1959 (10)	0.5347 (5)	0.0970 (8)	0.046 (2)	0.525 (10)
H14A	−0.2682	0.5058	0.0911	0.055*	0.525 (10)
H14B	−0.1920	0.5454	0.0350	0.055*	0.525 (10)
C15	−0.2040 (12)	0.6053 (6)	0.1442 (8)	0.052 (3)	0.525 (10)
H15A	−0.1275	0.6311	0.1577	0.062*	0.525 (10)
H15B	−0.2187	0.5945	0.2029	0.062*	0.525 (10)
C16	−0.3018 (10)	0.6557 (5)	0.0880 (8)	0.082 (3)	0.525 (10)
H16A	−0.2873	0.6660	0.0291	0.098*	0.525 (10)
H16B	−0.3782	0.6298	0.0748	0.098*	0.525 (10)
C17	−0.3111 (7)	0.7268 (4)	0.1333 (8)	0.091 (3)	0.525 (10)
H17A	−0.3710	0.7575	0.0917	0.136*	0.525 (10)
H17B	−0.2348	0.7519	0.1495	0.136*	0.525 (10)
H17C	−0.3337	0.7176	0.1886	0.136*	0.525 (10)
C10B	0.1311 (16)	0.2763 (11)	0.118 (2)	0.089 (8)	0.475 (10)
H10D	0.2031	0.3041	0.1223	0.134*	0.475 (10)
H10E	0.1269	0.2341	0.0776	0.134*	0.475 (10)
H10F	0.1322	0.2593	0.1783	0.134*	0.475 (10)
C11B	0.0255 (19)	0.3243 (11)	0.0792 (15)	0.075 (6)	0.475 (10)
H11C	−0.0467	0.2946	0.0703	0.090*	0.475 (10)
H11D	0.0264	0.3421	0.0187	0.090*	0.475 (10)
C12B	0.0191 (12)	0.3895 (9)	0.1379 (17)	0.049 (5)	0.475 (10)
H12C	0.0920	0.4189	0.1487	0.059*	0.475 (10)
H12D	0.0142	0.3723	0.1976	0.059*	0.475 (10)
C13B	−0.0881 (12)	0.4379 (7)	0.0930 (13)	0.055 (4)	0.475 (10)
H13C	−0.0844	0.4524	0.0320	0.066*	0.475 (10)
H13D	−0.1603	0.4082	0.0842	0.066*	0.475 (10)
N1B	−0.0993 (13)	0.5058 (7)	0.1445 (11)	0.036 (2)	0.475 (10)
H1I	−0.1010	0.4929	0.2019	0.043*	0.475 (10)
H1J	−0.0317	0.5324	0.1507	0.043*	0.475 (10)
C14B	−0.2004 (10)	0.5555 (6)	0.1088 (8)	0.043 (2)	0.475 (10)
H14C	−0.2746	0.5277	0.0987	0.052*	0.475 (10)
H14D	−0.1985	0.5753	0.0494	0.052*	0.475 (10)
C15B	−0.1988 (14)	0.6180 (8)	0.1730 (8)	0.045 (2)	0.475 (10)
H15C	−0.1276	0.6483	0.1803	0.054*	0.475 (10)
H15D	−0.1970	0.5988	0.2336	0.054*	0.475 (10)
C16B	−0.3104 (8)	0.6649 (6)	0.1338 (8)	0.069 (3)	0.475 (10)
H16C	−0.3800	0.6322	0.1174	0.082*	0.475 (10)
H16D	−0.3188	0.6985	0.1819	0.082*	0.475 (10)
C17B	−0.3107 (9)	0.7085 (6)	0.0530 (7)	0.104 (4)	0.475 (10)
H17D	−0.2393	0.7386	0.0671	0.155*	0.475 (10)
H17E	−0.3803	0.7401	0.0360	0.155*	0.475 (10)
H17F	−0.3125	0.6756	0.0023	0.155*	0.475 (10)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.02974 (15)	0.0191 (3)	0.02525 (9)	−0.0002 (2)	0.00679 (9)	0.0016 (2)
C1	0.040 (2)	0.039 (2)	0.054 (4)	0.0089 (15)	0.0003 (19)	−0.003 (2)
C2	0.0365 (18)	0.062 (4)	0.0331 (15)	−0.011 (2)	0.0091 (15)	0.002 (3)
C3	0.0535 (16)	0.027 (2)	0.0405 (15)	−0.004 (2)	0.0147 (16)	−0.012 (3)
Sn1B	0.02974 (15)	0.0191 (3)	0.02525 (9)	−0.0002 (2)	0.00679 (9)	0.0016 (2)
C1B	0.040 (2)	0.039 (2)	0.054 (4)	0.0089 (15)	0.0003 (19)	−0.003 (2)
C2B	0.0365 (18)	0.062 (4)	0.0331 (15)	−0.011 (2)	0.0091 (15)	0.002 (3)
C3B	0.0535 (16)	0.027 (2)	0.0405 (15)	−0.004 (2)	0.0147 (16)	−0.012 (3)
Sn2	0.0307 (2)	0.02653 (8)	0.0250 (4)	−0.00035 (13)	0.00894 (16)	0.0003 (2)
C4	0.058 (3)	0.042 (3)	0.055 (3)	0.0052 (16)	0.0309 (17)	−0.008 (2)
C5	0.0383 (17)	0.040 (2)	0.074 (3)	−0.0031 (19)	0.0245 (17)	0.005 (3)
C6	0.072 (3)	0.0378 (16)	0.033 (3)	−0.005 (2)	−0.004 (2)	0.002 (3)
Sn2B	0.0307 (2)	0.02653 (8)	0.0250 (4)	−0.00035 (13)	0.00894 (16)	0.0003 (2)
C4B	0.058 (3)	0.042 (3)	0.055 (3)	0.0052 (16)	0.0309 (17)	−0.008 (2)
C5B	0.0383 (17)	0.040 (2)	0.074 (3)	−0.0031 (19)	0.0245 (17)	0.005 (3)
C6B	0.072 (3)	0.0378 (16)	0.033 (3)	−0.005 (2)	−0.004 (2)	0.002 (3)
Sn3	0.02517 (15)	0.0352 (4)	0.0292 (5)	0.0003 (2)	0.0076 (3)	−0.0033 (3)
C7	0.045 (3)	0.096 (3)	0.032 (3)	0.000 (2)	0.0078 (19)	−0.003 (3)
C8	0.041 (3)	0.056 (4)	0.052 (3)	−0.009 (3)	0.011 (2)	0.004 (3)
C9	0.0316 (13)	0.044 (3)	0.061 (4)	−0.005 (2)	0.016 (3)	−0.016 (3)
Sn3B	0.0278 (4)	0.0324 (9)	0.0210 (10)	0.0030 (5)	0.0068 (6)	−0.0003 (6)
C7B	0.045 (3)	0.096 (3)	0.032 (3)	0.000 (2)	0.0078 (19)	−0.003 (3)
C8B	0.041 (3)	0.056 (4)	0.052 (3)	−0.009 (3)	0.011 (2)	0.004 (3)
C9B	0.0316 (13)	0.044 (3)	0.061 (4)	−0.005 (2)	0.016 (3)	−0.016 (3)
S1	0.0256 (2)	0.0280 (3)	0.0235 (3)	−0.00012 (19)	0.0090 (2)	−0.0016 (2)
S2	0.0255 (2)	0.0269 (3)	0.0264 (3)	−0.00036 (19)	0.0073 (2)	0.0025 (2)
O1	0.0516 (9)	0.0286 (8)	0.0245 (8)	−0.0029 (7)	0.0130 (7)	−0.0031 (6)
O2	0.0423 (8)	0.0288 (8)	0.0358 (9)	−0.0019 (6)	0.0148 (7)	−0.0030 (7)
O3	0.0281 (7)	0.0505 (10)	0.0378 (9)	0.0058 (7)	0.0143 (7)	0.0074 (8)
O4	0.0269 (7)	0.0415 (9)	0.0307 (9)	0.0042 (6)	0.0061 (6)	−0.0021 (7)
O5	0.0299 (12)	0.0513 (16)	0.0538 (19)	0.0044 (10)	0.0098 (11)	−0.0087 (14)
O6	0.0282 (18)	0.035 (2)	0.0298 (16)	0.0027 (13)	0.0022 (13)	0.0038 (13)
O7	0.0663 (19)	0.0372 (15)	0.0227 (13)	−0.0174 (14)	0.0108 (12)	0.0007 (11)
O8	0.044 (2)	0.0272 (14)	0.028 (2)	−0.0040 (15)	0.0069 (14)	0.0019 (13)
O5B	0.021 (2)	0.022 (3)	0.035 (4)	0.000 (2)	0.009 (2)	0.000 (2)
O6B	0.037 (6)	0.039 (6)	0.023 (4)	0.003 (4)	0.001 (4)	0.005 (3)
O7B	0.019 (3)	0.041 (4)	0.023 (3)	0.006 (2)	0.008 (2)	−0.002 (3)
O8B	0.042 (6)	0.030 (4)	0.032 (7)	−0.003 (4)	0.001 (4)	0.008 (4)
C10	0.127 (15)	0.070 (12)	0.16 (2)	0.020 (10)	0.040 (13)	−0.037 (12)
C11	0.092 (12)	0.070 (8)	0.085 (13)	−0.036 (7)	0.047 (10)	−0.043 (8)
C12	0.077 (9)	0.051 (8)	0.038 (7)	−0.007 (6)	0.019 (6)	−0.005 (5)
C13	0.056 (4)	0.055 (4)	0.029 (4)	−0.024 (3)	0.013 (3)	−0.015 (3)
N1	0.031 (3)	0.038 (4)	0.029 (3)	−0.006 (2)	0.000 (2)	0.004 (3)
C14	0.049 (3)	0.045 (4)	0.041 (4)	−0.002 (3)	0.009 (3)	0.000 (3)
C15	0.041 (3)	0.047 (6)	0.061 (8)	−0.014 (4)	0.008 (5)	−0.015 (5)
C16	0.073 (5)	0.081 (6)	0.093 (8)	0.008 (4)	0.028 (6)	0.006 (6)
C17	0.082 (5)	0.047 (5)	0.142 (10)	−0.001 (3)	0.031 (5)	0.006 (5)
C10B	0.069 (8)	0.092 (15)	0.108 (15)	−0.037 (9)	0.029 (8)	−0.039 (11)
C11B	0.095 (13)	0.053 (7)	0.061 (10)	−0.010 (7)	−0.001 (7)	−0.004 (7)
C12B	0.053 (7)	0.058 (9)	0.041 (7)	−0.027 (6)	0.020 (5)	−0.024 (5)
C13B	0.062 (5)	0.058 (5)	0.044 (5)	−0.023 (4)	0.013 (3)	−0.006 (4)
N1B	0.038 (4)	0.041 (4)	0.031 (4)	−0.005 (3)	0.013 (3)	0.006 (3)
C14B	0.035 (3)	0.049 (5)	0.038 (4)	0.004 (3)	0.001 (3)	0.004 (4)
C15B	0.044 (4)	0.039 (5)	0.047 (6)	−0.002 (4)	0.005 (4)	−0.008 (4)
C16B	0.044 (4)	0.065 (7)	0.095 (8)	0.006 (3)	0.019 (5)	0.014 (6)
C17B	0.134 (9)	0.063 (6)	0.104 (8)	0.016 (5)	0.020 (6)	0.020 (6)

Geometric parameters (Å, º) top

Sn1—C1	2.117 (5)	C8B—H8F	0.9800
Sn1—C2	2.119 (5)	C9B—H9D	0.9800
Sn1—C3	2.110 (4)	C9B—H9E	0.9800
Sn1—O1	2.2829 (17)	C9B—H9F	0.9800
Sn1—O7	2.305 (2)	S1—O3	1.4513 (15)
Sn1B—C1B	2.088 (13)	S1—O1	1.4714 (15)
Sn1B—C2B	2.111 (13)	S1—O2	1.4803 (15)
Sn1B—C3B	2.126 (13)	S1—O4	1.4866 (15)
Sn1B—O1	2.317 (3)	S2—O6B	1.370 (11)
Sn1B—O7B	2.260 (6)	S2—O7	1.455 (2)
Sn2—C4	2.117 (5)	S2—O8	1.468 (5)
Sn2—C5	2.107 (5)	S2—O5	1.470 (2)
Sn2—C6	2.124 (5)	S2—O6	1.489 (4)
Sn2—O2ⁱ	2.2906 (19)	S2—O8B	1.496 (13)
Sn2—O8	2.274 (6)	S2—O7B	1.510 (5)
Sn2B—C4B	2.100 (14)	S2—O5B	1.522 (5)
Sn2B—C5B	2.120 (14)	O2—Sn2Bⁱⁱⁱ	2.200 (4)
Sn2B—C6B	2.128 (14)	O2—Sn2ⁱⁱⁱ	2.2906 (19)
Sn2B—O2ⁱ	2.200 (4)	O4—Sn3ⁱⁱ	2.262 (2)
Sn2B—O8B	2.243 (15)	O4—Sn3Bⁱⁱ	2.285 (4)
Sn3—C7	2.106 (5)	C10—C11	1.502 (12)
Sn3—C8	2.115 (5)	C10—H10A	0.9800
Sn3—C9	2.117 (5)	C10—H10B	0.9800
Sn3—O4ⁱⁱ	2.262 (2)	C10—H10C	0.9800
Sn3—O5	2.277 (3)	C11—C12	1.506 (11)
Sn3B—C7B	2.119 (13)	C11—H11A	0.9900
Sn3B—C8B	2.074 (13)	C11—H11B	0.9900
Sn3B—C9B	2.125 (13)	C12—C13	1.487 (11)
Sn3B—O4ⁱⁱ	2.285 (4)	C12—H12A	0.9900
Sn3B—O5B	2.274 (6)	C12—H12B	0.9900
C1—H1A	0.9800	C13—N1	1.491 (10)
C1—H1B	0.9800	C13—H13A	0.9900
C1—H1C	0.9800	C13—H13B	0.9900
C2—H2A	0.9800	N1—C14	1.486 (10)
C2—H2B	0.9800	N1—H1G	0.9206
C2—H2C	0.9800	N1—H1H	0.9195
C3—H3A	0.9800	N1—H1I	0.8986
C3—H3B	0.9800	N1—H1J	1.0317
C3—H3C	0.9800	C14—C15	1.498 (9)
C1B—H1D	0.9800	C14—H14A	0.9900
C1B—H1E	0.9800	C14—H14B	0.9900
C1B—H1F	0.9800	C15—C16	1.533 (10)
C2B—H2D	0.9800	C15—H15A	0.9900
C2B—H2E	0.9800	C15—H15B	0.9900
C2B—H2F	0.9800	C16—C17	1.496 (11)
C3B—H3D	0.9800	C16—H16A	0.9900
C3B—H3E	0.9800	C16—H16B	0.9900
C3B—H3F	0.9800	C17—H17A	0.9800
C4—H4A	0.9800	C17—H17B	0.9800
C4—H4B	0.9800	C17—H17C	0.9800
C4—H4C	0.9800	C10B—C11B	1.501 (13)
C5—H5A	0.9800	C10B—H10D	0.9800
C5—H5B	0.9800	C10B—H10E	0.9800
C5—H5C	0.9800	C10B—H10F	0.9800
C6—H6A	0.9800	C11B—C12B	1.511 (13)
C6—H6B	0.9800	C11B—H11C	0.9900
C6—H6C	0.9800	C11B—H11D	0.9900
C4B—H4D	0.9800	C12B—C13B	1.535 (12)
C4B—H4E	0.9800	C12B—H12C	0.9900
C4B—H4F	0.9800	C12B—H12D	0.9900
C5B—H5D	0.9800	C13B—N1B	1.502 (11)
C5B—H5E	0.9800	C13B—H13C	0.9900
C5B—H5F	0.9800	C13B—H13D	0.9900
C6B—H6D	0.9800	N1B—C14B	1.475 (10)
C6B—H6E	0.9800	N1B—H1G	1.0296
C6B—H6F	0.9800	N1B—H1H	0.8937
C7—H7A	0.9800	N1B—H1I	0.9207
C7—H7B	0.9800	N1B—H1J	0.9195
C7—H7C	0.9800	C14B—C15B	1.507 (10)
C8—H8A	0.9800	C14B—H14C	0.9900
C8—H8B	0.9800	C14B—H14D	0.9900
C8—H8C	0.9800	C15B—C16B	1.542 (10)
C9—H9A	0.9800	C15B—H15C	0.9900
C9—H9B	0.9800	C15B—H15D	0.9900
C9—H9C	0.9800	C16B—C17B	1.477 (11)
C7B—H7D	0.9800	C16B—H16C	0.9900
C7B—H7E	0.9800	C16B—H16D	0.9900
C7B—H7F	0.9800	C17B—H17D	0.9800
C8B—H8D	0.9800	C17B—H17E	0.9800
C8B—H8E	0.9800	C17B—H17F	0.9800

C3—Sn1—C1	123.6 (4)	O7—S2—O8	110.2 (2)
C3—Sn1—C2	118.7 (3)	O7—S2—O5	110.70 (17)
C1—Sn1—C2	117.7 (3)	O8—S2—O5	110.19 (18)
C3—Sn1—O1	87.6 (3)	O7—S2—O6	108.9 (2)
C1—Sn1—O1	93.3 (3)	O8—S2—O6	110.0 (3)
C2—Sn1—O1	90.1 (3)	O5—S2—O6	106.81 (17)
C3—Sn1—O7	84.9 (3)	O6B—S2—O8B	115.5 (8)
C1—Sn1—O7	91.7 (3)	O6B—S2—O7B	111.7 (5)
C2—Sn1—O7	92.6 (3)	O8B—S2—O7B	107.9 (5)
O1—Sn1—O7	172.44 (8)	O6B—S2—O5B	112.7 (4)
C1B—Sn1B—C2B	120.5 (10)	O8B—S2—O5B	103.8 (6)
C1B—Sn1B—C3B	124.0 (11)	O7B—S2—O5B	104.4 (3)
C2B—Sn1B—C3B	115.4 (9)	S1—O1—Sn1	135.22 (9)
C1B—Sn1B—O7B	84.5 (10)	S1—O1—Sn1B	127.57 (10)
C2B—Sn1B—O7B	95.1 (9)	S1—O2—Sn2Bⁱⁱⁱ	137.17 (12)
C3B—Sn1B—O7B	94.1 (9)	S1—O2—Sn2ⁱⁱⁱ	130.78 (9)
C1B—Sn1B—O1	92.9 (10)	S1—O4—Sn3ⁱⁱ	135.28 (10)
C2B—Sn1B—O1	91.7 (9)	S1—O4—Sn3Bⁱⁱ	126.92 (12)
C3B—Sn1B—O1	82.0 (9)	S2—O5—Sn3	141.14 (17)
O7B—Sn1B—O1	173.07 (18)	S2—O7—Sn1	135.08 (14)
Sn1B—C1B—H1D	109.5	S2—O8—Sn2	130.8 (3)
Sn1B—C1B—H1E	109.5	S2—O5B—Sn3B	139.4 (3)
H1D—C1B—H1E	109.5	S2—O7B—Sn1B	132.8 (3)
Sn1B—C1B—H1F	109.5	S2—O8B—Sn2B	135.0 (9)
H1D—C1B—H1F	109.5	C10—C11—C12	111.4 (13)
H1E—C1B—H1F	109.5	C10—C11—H11A	109.4
Sn1B—C2B—H2D	109.5	C12—C11—H11A	109.4
Sn1B—C2B—H2E	109.5	C10—C11—H11B	109.4
H2D—C2B—H2E	109.5	C12—C11—H11B	109.4
Sn1B—C2B—H2F	109.5	H11A—C11—H11B	108.0
H2D—C2B—H2F	109.5	C13—C12—C11	113.2 (12)
H2E—C2B—H2F	109.5	C13—C12—H12A	108.9
Sn1B—C3B—H3D	109.5	C11—C12—H12A	108.9
Sn1B—C3B—H3E	109.5	C13—C12—H12B	108.9
H3D—C3B—H3E	109.5	C11—C12—H12B	108.9
Sn1B—C3B—H3F	109.5	H12A—C12—H12B	107.7
H3D—C3B—H3F	109.5	C12—C13—N1	109.4 (9)
H3E—C3B—H3F	109.5	C12—C13—H13A	109.8
C5—Sn2—C4	120.6 (4)	N1—C13—H13A	109.8
C5—Sn2—C6	119.1 (4)	C12—C13—H13B	109.8
C4—Sn2—C6	120.3 (4)	N1—C13—H13B	109.8
C5—Sn2—O8	89.4 (5)	H13A—C13—H13B	108.2
C4—Sn2—O8	93.6 (4)	C14—N1—C13	107.9 (8)
C6—Sn2—O8	86.3 (5)	C14—N1—H1G	112.0
C5—Sn2—O2ⁱ	93.6 (5)	C13—N1—H1G	108.5
C4—Sn2—O2ⁱ	83.5 (4)	C14—N1—H1H	109.7
C6—Sn2—O2ⁱ	93.6 (5)	C13—N1—H1H	111.0
O8—Sn2—O2ⁱ	176.59 (11)	H1G—N1—H1H	107.8
C4B—Sn2B—C5B	121.5 (12)	N1—C14—C15	112.7 (8)
C4B—Sn2B—C6B	121.1 (12)	N1—C14—H14A	109.0
C5B—Sn2B—C6B	117.3 (12)	C15—C14—H14A	109.0
C4B—Sn2B—O2ⁱ	92.1 (12)	N1—C14—H14B	109.0
C5B—Sn2B—O2ⁱ	89.1 (14)	C15—C14—H14B	109.0
C6B—Sn2B—O2ⁱ	90.8 (14)	H14A—C14—H14B	107.8
C4B—Sn2B—O8B	85.4 (13)	C14—C15—C16	113.1 (8)
C5B—Sn2B—O8B	96.0 (14)	C14—C15—H15A	109.0
C6B—Sn2B—O8B	86.7 (15)	C16—C15—H15A	109.0
O2ⁱ—Sn2B—O8B	174.8 (4)	C14—C15—H15B	109.0
Sn2B—C4B—H4D	109.5	C16—C15—H15B	109.0
Sn2B—C4B—H4E	109.5	H15A—C15—H15B	107.8
H4D—C4B—H4E	109.5	C17—C16—C15	114.1 (9)
Sn2B—C4B—H4F	109.5	C17—C16—H16A	108.7
H4D—C4B—H4F	109.5	C15—C16—H16A	108.7
H4E—C4B—H4F	109.5	C17—C16—H16B	108.7
Sn2B—C5B—H5D	109.5	C15—C16—H16B	108.7
Sn2B—C5B—H5E	109.5	H16A—C16—H16B	107.6
H5D—C5B—H5E	109.5	C11B—C10B—H10D	109.5
Sn2B—C5B—H5F	109.5	C11B—C10B—H10E	109.5
H5D—C5B—H5F	109.5	H10D—C10B—H10E	109.5
H5E—C5B—H5F	109.5	C11B—C10B—H10F	109.5
Sn2B—C6B—H6D	109.5	H10D—C10B—H10F	109.5
Sn2B—C6B—H6E	109.5	H10E—C10B—H10F	109.5
H6D—C6B—H6E	109.5	C10B—C11B—C12B	114.3 (13)
Sn2B—C6B—H6F	109.5	C10B—C11B—H11C	108.7
H6D—C6B—H6F	109.5	C12B—C11B—H11C	108.7
H6E—C6B—H6F	109.5	C10B—C11B—H11D	108.7
C7—Sn3—C8	115.2 (4)	C12B—C11B—H11D	108.7
C7—Sn3—C9	120.4 (3)	H11C—C11B—H11D	107.6
C8—Sn3—C9	124.4 (3)	C11B—C12B—C13B	111.6 (13)
C7—Sn3—O4ⁱⁱ	85.7 (2)	C11B—C12B—H12C	109.3
C8—Sn3—O4ⁱⁱ	94.8 (2)	C13B—C12B—H12C	109.3
C9—Sn3—O4ⁱⁱ	90.7 (3)	C11B—C12B—H12D	109.3
C7—Sn3—O5	82.9 (2)	C13B—C12B—H12D	109.3
C8—Sn3—O5	90.4 (2)	H12C—C12B—H12D	108.0
C9—Sn3—O5	94.7 (3)	N1B—C13B—C12B	115.6 (11)
O4ⁱⁱ—Sn3—O5	168.64 (10)	N1B—C13B—H13C	108.4
C8B—Sn3B—C7B	116.0 (11)	C12B—C13B—H13C	108.4
C8B—Sn3B—C9B	127.8 (10)	N1B—C13B—H13D	108.4
C7B—Sn3B—C9B	116.1 (9)	C12B—C13B—H13D	108.4
C8B—Sn3B—O5B	83.2 (8)	H13C—C13B—H13D	107.4
C7B—Sn3B—O5B	90.6 (6)	C14B—N1B—C13B	120.3 (10)
C9B—Sn3B—O5B	93.7 (8)	C14B—N1B—H1I	105.4
C8B—Sn3B—O4ⁱⁱ	96.2 (8)	C13B—N1B—H1I	109.0
C7B—Sn3B—O4ⁱⁱ	85.9 (6)	C14B—N1B—H1J	107.5
C9B—Sn3B—O4ⁱⁱ	90.0 (8)	C13B—N1B—H1J	106.3
O5B—Sn3B—O4ⁱⁱ	175.8 (2)	H1I—N1B—H1J	107.8
Sn3B—C7B—H7D	109.5	N1B—C14B—C15B	112.0 (9)
Sn3B—C7B—H7E	109.5	N1B—C14B—H14C	109.2
H7D—C7B—H7E	109.5	C15B—C14B—H14C	109.2
Sn3B—C7B—H7F	109.5	N1B—C14B—H14D	109.2
H7D—C7B—H7F	109.5	C15B—C14B—H14D	109.2
H7E—C7B—H7F	109.5	H14C—C14B—H14D	107.9
Sn3B—C8B—H8D	109.5	C14B—C15B—C16B	108.9 (9)
Sn3B—C8B—H8E	109.5	C14B—C15B—H15C	109.9
H8D—C8B—H8E	109.5	C16B—C15B—H15C	109.9
Sn3B—C8B—H8F	109.5	C14B—C15B—H15D	109.9
H8D—C8B—H8F	109.5	C16B—C15B—H15D	109.9
H8E—C8B—H8F	109.5	H15C—C15B—H15D	108.3
Sn3B—C9B—H9D	109.5	C17B—C16B—C15B	114.5 (10)
Sn3B—C9B—H9E	109.5	C17B—C16B—H16C	108.6
H9D—C9B—H9E	109.5	C15B—C16B—H16C	108.6
Sn3B—C9B—H9F	109.5	C17B—C16B—H16D	108.6
H9D—C9B—H9F	109.5	C15B—C16B—H16D	108.6
H9E—C9B—H9F	109.5	H16C—C16B—H16D	107.6
O3—S1—O1	111.15 (10)	C16B—C17B—H17D	109.5
O3—S1—O2	110.76 (9)	C16B—C17B—H17E	109.5
O1—S1—O2	107.90 (9)	H17D—C17B—H17E	109.5
O3—S1—O4	108.77 (9)	C16B—C17B—H17F	109.5
O1—S1—O4	108.76 (9)	H17D—C17B—H17F	109.5
O2—S1—O4	109.45 (9)	H17E—C17B—H17F	109.5

O3—S1—O1—Sn1	106.91 (14)	O7—S2—O8—Sn2	−153.4 (3)
O2—S1—O1—Sn1	−14.72 (16)	O5—S2—O8—Sn2	84.2 (4)
O4—S1—O1—Sn1	−133.36 (13)	O6—S2—O8—Sn2	−33.3 (4)
O3—S1—O1—Sn1B	103.90 (14)	O8B—S2—O8—Sn2	63 (2)
O2—S1—O1—Sn1B	−17.73 (16)	O7B—S2—O8—Sn2	−127.2 (4)
O4—S1—O1—Sn1B	−136.37 (13)	O5B—S2—O8—Sn2	128.2 (4)
C3—Sn1—O1—S1	−173.5 (3)	C5—Sn2—O8—S2	72.3 (5)
C1—Sn1—O1—S1	−49.9 (3)	C4—Sn2—O8—S2	−48.3 (5)
C2—Sn1—O1—S1	67.8 (2)	C6—Sn2—O8—S2	−168.5 (5)
C3—Sn1—O1—Sn1B	−156.0 (6)	O6B—S2—O5B—Sn3B	95.0 (7)
C1—Sn1—O1—Sn1B	−32.5 (6)	O7—S2—O5B—Sn3B	−154.8 (6)
C2—Sn1—O1—Sn1B	85.3 (6)	O8—S2—O5B—Sn3B	−50.1 (6)
C1B—Sn1B—O1—S1	−52.2 (9)	O5—S2—O5B—Sn3B	43.9 (4)
C2B—Sn1B—O1—S1	68.5 (6)	O6—S2—O5B—Sn3B	106.0 (5)
C3B—Sn1B—O1—S1	−176.1 (8)	O8B—S2—O5B—Sn3B	−30.6 (7)
C1B—Sn1B—O1—Sn1	143.3 (10)	O7B—S2—O5B—Sn3B	−143.5 (5)
C2B—Sn1B—O1—Sn1	−96.1 (8)	C8B—Sn3B—O5B—S2	177.8 (10)
C3B—Sn1B—O1—Sn1	19.3 (9)	C7B—Sn3B—O5B—S2	−66.1 (10)
O3—S1—O2—Sn2Bⁱⁱⁱ	46.6 (2)	C9B—Sn3B—O5B—S2	50.2 (8)
O1—S1—O2—Sn2Bⁱⁱⁱ	168.50 (19)	O6B—S2—O7B—Sn1B	164.8 (7)
O4—S1—O2—Sn2Bⁱⁱⁱ	−73.3 (2)	O7—S2—O7B—Sn1B	62.0 (5)
O3—S1—O2—Sn2ⁱⁱⁱ	44.60 (15)	O8—S2—O7B—Sn1B	−70.9 (5)
O1—S1—O2—Sn2ⁱⁱⁱ	166.47 (11)	O5—S2—O7B—Sn1B	51.2 (8)
O4—S1—O2—Sn2ⁱⁱⁱ	−75.33 (13)	O6—S2—O7B—Sn1B	179.2 (5)
O3—S1—O4—Sn3ⁱⁱ	165.74 (13)	O8B—S2—O7B—Sn1B	−67.2 (8)
O1—S1—O4—Sn3ⁱⁱ	44.55 (16)	O5B—S2—O7B—Sn1B	42.8 (6)
O2—S1—O4—Sn3ⁱⁱ	−73.12 (15)	C1B—Sn1B—O7B—S2	148.8 (10)
O3—S1—O4—Sn3Bⁱⁱ	171.41 (16)	C2B—Sn1B—O7B—S2	28.6 (8)
O1—S1—O4—Sn3Bⁱⁱ	50.21 (18)	C3B—Sn1B—O7B—S2	−87.4 (10)
O2—S1—O4—Sn3Bⁱⁱ	−67.45 (17)	O6B—S2—O8B—Sn2B	27.1 (11)
O6B—S2—O5—Sn3	178.2 (6)	O7—S2—O8B—Sn2B	−131.5 (7)
O7—S2—O5—Sn3	−67.0 (3)	O8—S2—O8B—Sn2B	−88 (2)
O8—S2—O5—Sn3	55.3 (4)	O5—S2—O8B—Sn2B	111.9 (8)
O6—S2—O5—Sn3	174.7 (3)	O6—S2—O8B—Sn2B	3.6 (10)
O8B—S2—O5—Sn3	62.7 (6)	O7B—S2—O8B—Sn2B	−98.7 (9)
O7B—S2—O5—Sn3	−60.5 (5)	O5B—S2—O8B—Sn2B	151.0 (8)
O5B—S2—O5—Sn3	−47.9 (3)	C4B—Sn2B—O8B—S2	−82.5 (13)
C7—Sn3—O5—S2	−166.7 (4)	C5B—Sn2B—O8B—S2	38.8 (13)
C8—Sn3—O5—S2	78.0 (4)	C6B—Sn2B—O8B—S2	155.9 (13)
C9—Sn3—O5—S2	−46.6 (3)	C10—C11—C12—C13	−179 (2)
O4ⁱⁱ—Sn3—O5—S2	−164.7 (4)	C11—C12—C13—N1	174.2 (18)
O6B—S2—O7—Sn1	−153.6 (5)	C12—C13—N1—C14	166.7 (16)
O8—S2—O7—Sn1	−10.0 (4)	C13—N1—C14—C15	−179.4 (13)
O5—S2—O7—Sn1	112.2 (3)	N1—C14—C15—C16	172.4 (13)
O6—S2—O7—Sn1	−130.7 (3)	C14—C15—C16—C17	−179.6 (11)
O8B—S2—O7—Sn1	5.2 (7)	C10B—C11B—C12B—C13B	178 (2)
O7B—S2—O7—Sn1	−61.2 (4)	C11B—C12B—C13B—N1B	−178 (2)
O5B—S2—O7—Sn1	99.2 (3)	C12B—C13B—N1B—C14B	−178.6 (18)
C3—Sn1—O7—S2	−156.8 (4)	C13B—N1B—C14B—C15B	176.8 (16)
C1—Sn1—O7—S2	79.6 (4)	N1B—C14B—C15B—C16B	−176.8 (13)
C2—Sn1—O7—S2	−38.2 (3)	C14B—C15B—C16B—C17B	−71.4 (16)
O6B—S2—O8—Sn2	−13.0 (6)

Symmetry codes: (i) x, −y+3/2, z−1/2; (ii) −x+1, −y+1, −z+1; (iii) x, −y+3/2, z+1/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1H···O6	0.92	1.88	2.785 (16)	168
N1B—H1J···O6B	0.92	2.11	2.98 (2)	159

Experimental details

Crystal data
Chemical formula	(C₈H₂₀N)[Sn₃(CH₃)₉(SO₄)₂]
M_r	813.75
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	173
a, b, c (Å)	11.8847 (2), 18.2884 (3), 15.3949 (2)
β (°)	107.380 (1)
V (Å³)	3193.35 (9)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	2.49
Crystal size (mm)	0.06 × 0.04 × 0.04

Data collection
Diffractometer	Bruker SMART CCD diffractometer
Absorption correction	Multi-scan (SADABS, Bruker, 2003)
T_min, T_max	0.865, 0.907
No. of measured, independent and observed [I > 2σ(I)] reflections	69889, 7234, 6265
R_int	0.027
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.020, 0.045, 1.06
No. of reflections	7234
No. of parameters	463
No. of restraints	77
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.76, −0.46

Computer programs: SMART (Bruker, 2003), SAINT (Bruker, 2003), SHELXS97 (Sheldrick, 2008), SHELXLE (Hübschle et al., 2011), OLEX2 (Dolomanov et al., 2009), publCIF (Westrip (2010).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1H···O6	0.92	1.88	2.785 (16)	167.7
N1B—H1J···O6B	0.92	2.11	2.98 (2)	159.3

Acknowledgements

We thank Dr Mohamedally Kurmoo, Laboratoire Decomet, CNRS-UMR 7177 Université de Strasbourg, 4 rue Blaize Pascal CS 90032, 67081 Strasbourg Cedex, France, for access to the X-ray diffraction equipment.

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