catena-Poly[[trimethyl­tin(IV)]-μ-2-(3-thien­yl)acetato]

Yang, M.; Yin, H.; Wen, L.; Li, W.; Wang, D.

doi:10.1107/S1600536808040762

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 65| Part 1| January 2009| Page m35

doi:10.1107/S1600536808040762

Open

access

catena-Poly[[trimethyltin(IV)]-μ-2-(3-thienyl)acetato]

Minglei Yang,^a Handong Yin,^a ^* Liyuan Wen,^a Wenkuan Li ^a and Daqi Wang ^a

^aCollege of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China
^*Correspondence e-mail: handongyin@163.com

(Received 14 November 2008; accepted 3 December 2008; online 10 December 2008)

The title compound, [Sn(CH₃)₃(C₆H₅O₂S)]_n, forms an infinite chain structure parallel to [100]. There are two molecules of the complex in the asymmetric unit. The geometry of the Sn atoms in both molecules is distorted trigonal-bipyramidal. The S and C atoms of the thiophene rings in both molecules are disordered over two sites with site-occupancy factors 0.799 (9)/0.201 (9) and 0.618 (7)/0.382 (7), respectively.

Related literature

For related structures, see: Addison et al. (1984 ); Ma et al. (2006 ).

Experimental

Crystal data

[Sn(CH₃)₃(C₆H₅O₂S)]
M_r = 304.95
Triclinic, $[P \overline 1]$
a = 10.0677 (9) Å
b = 10.839 (1) Å
c = 13.2024 (17) Å
α = 107.813 (2)°
β = 105.606 (1)°
γ = 105.030 (1)°
V = 1226.0 (2) Å³
Z = 4
Mo Kα radiation
μ = 2.23 mm⁻¹
T = 298 (2) K
0.55 × 0.50 × 0.48 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.374, T_max = 0.415 (expected range = 0.310–0.344)
6334 measured reflections
4227 independent reflections
2865 reflections with I > 2σ(I)
R_int = 0.039

Refinement

R[F² > 2σ(F²)] = 0.046
wR(F²) = 0.143
S = 0.97
4227 reflections
282 parameters
H-atom parameters constrained
Δρ_max = 0.98 e Å⁻³
Δρ_min = −0.94 e Å⁻³

Data collection: SMART (Siemens, 1996 ); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808040762/pv2123sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808040762/pv2123Isup2.hkl

checkCIF report

Comment top

The title compound (Fig. 1), possesses an infinite one dimensional chain structure arising from Sn—O bridges to the ligand. The Sn1 atom has distorted trigonal-bipyramidal geometry, with atoms O1 and O3 in axial positions [O1—Sn—O3 = 174.7 (2) °] and the C atoms of the three methyl groups in equatorial positions. Associated with the sum of the angles subtended at the Sn1 in the equatorial plane is 359.2 (4) °, indicating approximate coplanarity of these atoms; the Sn1—O1 and Sn1—O3 distance, 2.367 (6) and 2.174 (6) Å, repectively, are close to the corresponding distances reported in organotin compounds (Addison et al., 1984; Ma et al., 2006). The environment of the Sn2 atom is approximate to Sn1.

Related literature top

For related structures, see: Addison et al. (1984); Ma et al. (2006).

Experimental top

The reaction was carried out under nitrogen atmosphere. 3-Thiophenemalonic acid (1 mmol) and sodium ethoxide (2.2 mmol) were added to benzene (30 ml) in a Schlenk flask and stirred for 0.5 h. Trimethyltin chloride (2 mmol) was then added and the reaction mixture was stirred for 12 h at 348 K. The resulting clear solution was evaporated under vacuum. The product was crystallized from a mixture of ether/petroleum ether (1:1) to afford the title compound unexpectedly.

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SMART (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of (I), showing 50% probability displacement ellipsoids and the atom-numbering scheme. H atoms have been omitted for clarity.
	Fig. 2. A view of the unit cell showing polymeric chains of (I), H atoms have been omitted for clarity.

catena-Poly[[trimethyltin(IV)]-µ-2-(3-thienyl)acetato] top

Crystal data top

[Sn(CH₃)₃(C₆H₅O₂S)]	Z = 4
M_r = 304.95	F(000) = 600
Triclinic, P1	D_x = 1.652 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.0677 (9) Å	Cell parameters from 2369 reflections
b = 10.839 (1) Å	θ = 2.5–25.0°
c = 13.2024 (17) Å	µ = 2.23 mm⁻¹
α = 107.813 (2)°	T = 298 K
β = 105.606 (1)°	Block, colorless
γ = 105.030 (1)°	0.55 × 0.50 × 0.48 mm
V = 1226.0 (2) Å³

Data collection top

Bruker SMART CCD area-detector diffractometer	4227 independent reflections
Radiation source: fine-focus sealed tube	2865 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.039
ϕ and ω scans	θ_max = 25.0°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
T_min = 0.374, T_max = 0.415	k = −11→12
6334 measured reflections	l = −15→15

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)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.143	H-atom parameters constrained
S = 0.97	w = 1/[σ²(F_o²) + (0.0669P)² + 2.6141P] where P = (F_o² + 2F_c²)/3
4227 reflections	(Δ/σ)_max = 0.048
282 parameters	Δρ_max = 0.98 e Å⁻³
0 restraints	Δρ_min = −0.94 e Å⁻³

Crystal data top

[Sn(CH₃)₃(C₆H₅O₂S)]	γ = 105.030 (1)°
M_r = 304.95	V = 1226.0 (2) Å³
Triclinic, P1	Z = 4
a = 10.0677 (9) Å	Mo Kα radiation
b = 10.839 (1) Å	µ = 2.23 mm⁻¹
c = 13.2024 (17) Å	T = 298 K
α = 107.813 (2)°	0.55 × 0.50 × 0.48 mm
β = 105.606 (1)°

Data collection top

Bruker SMART CCD area-detector diffractometer	4227 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2865 reflections with I > 2σ(I)
T_min = 0.374, T_max = 0.415	R_int = 0.039
6334 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.046	0 restraints
wR(F²) = 0.143	H-atom parameters constrained
S = 0.97	Δρ_max = 0.98 e Å⁻³
4227 reflections	Δρ_min = −0.94 e Å⁻³
282 parameters

Special details top

Experimental. Yield 76%; m.p. 458 (3) K. Analysis calculated (%) for C₉H₁₄O₂S₁Sn₁ (Mr = 304.95): C, 35.42; H, 4.59. Found: C, 35.53; H, 4.67.

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	0.00471 (6)	0.03382 (5)	0.21785 (4)	0.0461 (2)
Sn2	−0.41279 (6)	0.16957 (6)	0.33911 (5)	0.0545 (2)
O1	−0.1169 (7)	0.1535 (7)	0.3189 (5)	0.0680 (15)
O2	−0.1760 (6)	0.2957 (6)	0.4423 (5)	0.0676 (14)
O3	0.0962 (6)	−0.0894 (6)	0.1133 (5)	0.0606 (13)
O4	0.3251 (7)	0.0451 (7)	0.2369 (6)	0.0690 (15)
S1	0.2843 (5)	0.3983 (5)	0.8011 (4)	0.1006 (13)	0.799 (9)
S2	0.3209 (8)	−0.4916 (6)	0.1179 (6)	0.119 (2)	0.618 (7)
C6'	0.247 (7)	0.323 (7)	0.756 (4)	0.1006 (13)	0.201 (9)
H6'	0.2871	0.2683	0.7866	0.121*	0.201 (9)
C12'	0.385 (3)	−0.442 (4)	0.161 (3)	0.100 (3)	0.382 (7)
H12'	0.4562	−0.4806	0.1770	0.120*	0.382 (7)
C1	−0.0805 (10)	0.2573 (10)	0.4090 (8)	0.0614 (17)
C2	0.0805 (10)	0.3498 (10)	0.4811 (8)	0.0670 (18)
H2A	0.1420	0.3084	0.4483	0.080*
H2B	0.0979	0.4395	0.4758	0.080*
C3	0.2552 (11)	0.3558 (12)	0.6612 (8)	0.088 (2)
H3	0.3158	0.3241	0.6265	0.106*
C4	0.1300 (10)	0.3741 (10)	0.6046 (8)	0.0668 (18)
C5	0.0582 (11)	0.4211 (11)	0.6774 (7)	0.083 (2)
H5	−0.0335	0.4284	0.6505	0.100*
C6	0.1366 (18)	0.4563 (19)	0.7945 (10)	0.092 (2)	0.799 (9)
H6	0.1142	0.5015	0.8562	0.111*	0.799 (9)
S1'	0.142 (2)	0.4122 (19)	0.7986 (12)	0.092 (2)	0.201 (9)
C7	0.2353 (10)	−0.0589 (9)	0.1473 (8)	0.0613 (17)
C8	0.2889 (11)	−0.1548 (10)	0.0747 (9)	0.0717 (19)
H8A	0.2320	−0.1808	−0.0057	0.086*
H8B	0.3922	−0.1054	0.0902	0.086*
C9	0.3697 (14)	−0.3484 (11)	0.0930 (10)	0.097 (2)
H9	0.4549	−0.3174	0.0784	0.117*
C10	0.2751 (12)	−0.2818 (11)	0.0960 (10)	0.0784 (19)
C11	0.141 (2)	−0.3678 (19)	0.0865 (18)	0.092 (3)	0.618 (7)
H11	0.0564	−0.3457	0.0747	0.111*	0.618 (7)
C12	0.1449 (17)	−0.5016 (18)	0.0973 (18)	0.087 (3)	0.618 (7)
H12	0.0672	−0.5738	0.0935	0.105*	0.618 (7)
C11'	0.216 (3)	−0.312 (2)	0.175 (3)	0.085 (3)	0.382 (7)
H11'	0.1699	−0.2589	0.2123	0.102*	0.382 (7)
S2'	0.2352 (12)	−0.4508 (9)	0.1964 (10)	0.112 (2)	0.382 (7)
C13	0.0846 (11)	−0.0140 (10)	0.3604 (8)	0.068 (2)
H13A	0.1823	0.0536	0.4104	0.102*
H13B	0.0887	−0.1054	0.3341	0.102*
H13C	0.0191	−0.0120	0.4015	0.102*
C14	−0.2133 (10)	−0.0952 (9)	0.0935 (8)	0.066 (2)
H14A	−0.2219	−0.1910	0.0666	0.098*
H14B	−0.2317	−0.0679	0.0300	0.098*
H14C	−0.2848	−0.0850	0.1279	0.098*
C15	0.1068 (11)	0.2206 (9)	0.2013 (8)	0.069 (2)
H15A	0.0632	0.2869	0.2275	0.104*
H15B	0.0919	0.2003	0.1221	0.104*
H15C	0.2113	0.2589	0.2468	0.104*
C16	−0.4000 (12)	−0.0100 (11)	0.3667 (9)	0.082 (3)
H16A	−0.3111	0.0163	0.4316	0.123*
H16B	−0.3980	−0.0755	0.2997	0.123*
H16C	−0.4851	−0.0521	0.3815	0.123*
C17	−0.4101 (11)	0.2078 (11)	0.1919 (8)	0.075 (3)
H17A	−0.4097	0.1274	0.1355	0.113*
H17B	−0.3227	0.2871	0.2128	0.113*
H17C	−0.4969	0.2263	0.1605	0.113*
C18	−0.4695 (12)	0.3080 (12)	0.4558 (10)	0.099 (4)
H18A	−0.5723	0.2659	0.4429	0.149*
H18B	−0.4530	0.3933	0.4445	0.149*
H18C	−0.4090	0.3278	0.5330	0.149*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.0353 (3)	0.0473 (3)	0.0463 (3)	0.0115 (2)	0.0107 (2)	0.0144 (3)
Sn2	0.0379 (3)	0.0577 (4)	0.0552 (4)	0.0155 (3)	0.0156 (3)	0.0103 (3)
O1	0.045 (3)	0.069 (3)	0.067 (3)	0.018 (2)	0.015 (2)	0.007 (2)
O2	0.045 (3)	0.071 (3)	0.069 (3)	0.024 (2)	0.018 (2)	0.007 (2)
O3	0.050 (3)	0.058 (3)	0.070 (3)	0.023 (2)	0.025 (2)	0.017 (2)
O4	0.049 (3)	0.065 (3)	0.081 (3)	0.021 (2)	0.025 (2)	0.015 (3)
S1	0.083 (2)	0.112 (3)	0.085 (2)	0.0325 (19)	0.0064 (18)	0.0385 (19)
S2	0.105 (3)	0.081 (3)	0.136 (4)	0.030 (3)	0.018 (3)	0.025 (3)
C6'	0.083 (2)	0.112 (3)	0.085 (2)	0.0325 (19)	0.0064 (18)	0.0385 (19)
C12'	0.086 (5)	0.072 (4)	0.116 (5)	0.025 (4)	0.022 (4)	0.025 (4)
C1	0.045 (3)	0.068 (3)	0.064 (3)	0.022 (3)	0.019 (3)	0.017 (3)
C2	0.048 (3)	0.078 (3)	0.069 (3)	0.026 (3)	0.023 (3)	0.019 (3)
C3	0.069 (3)	0.096 (4)	0.081 (3)	0.032 (3)	0.012 (3)	0.026 (3)
C4	0.055 (3)	0.077 (3)	0.071 (3)	0.028 (3)	0.021 (3)	0.031 (3)
C5	0.068 (3)	0.092 (3)	0.076 (3)	0.029 (3)	0.015 (3)	0.028 (3)
C6	0.078 (3)	0.099 (4)	0.084 (3)	0.025 (3)	0.017 (3)	0.035 (3)
S1'	0.078 (3)	0.099 (4)	0.084 (3)	0.025 (3)	0.017 (3)	0.035 (3)
C7	0.055 (3)	0.057 (3)	0.077 (3)	0.023 (3)	0.032 (3)	0.026 (3)
C8	0.062 (3)	0.065 (3)	0.087 (4)	0.023 (3)	0.035 (3)	0.024 (3)
C9	0.082 (4)	0.076 (4)	0.110 (4)	0.023 (3)	0.027 (3)	0.023 (3)
C10	0.068 (3)	0.065 (3)	0.099 (3)	0.028 (3)	0.032 (3)	0.026 (3)
C11	0.080 (4)	0.073 (4)	0.107 (4)	0.023 (3)	0.029 (4)	0.025 (3)
C12	0.081 (4)	0.065 (4)	0.109 (4)	0.025 (4)	0.031 (4)	0.031 (4)
C11'	0.075 (4)	0.067 (4)	0.101 (4)	0.024 (3)	0.030 (3)	0.024 (3)
S2'	0.105 (4)	0.078 (4)	0.127 (4)	0.020 (3)	0.028 (4)	0.033 (3)
C13	0.063 (4)	0.075 (5)	0.058 (4)	0.019 (4)	0.015 (4)	0.028 (4)
C14	0.045 (4)	0.064 (5)	0.064 (5)	0.007 (4)	0.006 (4)	0.018 (4)
C15	0.065 (5)	0.062 (4)	0.074 (5)	0.017 (4)	0.021 (4)	0.030 (4)
C16	0.069 (5)	0.079 (5)	0.079 (5)	0.017 (4)	0.011 (4)	0.033 (4)
C17	0.058 (5)	0.078 (5)	0.070 (5)	0.010 (4)	0.011 (4)	0.029 (4)
C18	0.064 (6)	0.096 (6)	0.093 (6)	0.027 (5)	0.030 (5)	−0.016 (5)

Geometric parameters (Å, º) top

Sn1—C13	2.111 (8)	C5—H5	0.9300
Sn1—C15	2.125 (9)	C6—H6	0.9300
Sn1—C14	2.129 (8)	C7—C8	1.499 (12)
Sn1—O3	2.176 (5)	C8—C10	1.467 (13)
Sn1—O1	2.368 (6)	C8—H8A	0.9700
Sn2—C17	2.113 (9)	C8—H8B	0.9700
Sn2—C18	2.110 (9)	C9—C10	1.337 (14)
Sn2—C16	2.116 (10)	C9—H9	0.9300
Sn2—O2	2.198 (6)	C10—C11	1.38 (2)
Sn2—O4ⁱ	2.394 (6)	C10—C11'	1.42 (3)
O1—C1	1.243 (10)	C11—C12	1.51 (2)
O2—C1	1.271 (10)	C11—H11	0.9300
O3—C7	1.266 (10)	C12—H12	0.9300
O4—C7	1.252 (11)	C11'—S2'	1.662 (15)
O4—Sn2ⁱⁱ	2.394 (6)	C11'—H11'	0.9300
S1—C3	1.682 (10)	C13—H13A	0.9600
S1—C6	1.751 (14)	C13—H13B	0.9600
S2—C9	1.662 (11)	C13—H13C	0.9600
S2—C12	1.688 (13)	C14—H14A	0.9600
C6'—C3	1.420 (10)	C14—H14B	0.9600
C6'—S1'	1.690 (17)	C14—H14C	0.9600
C6'—H6'	0.9300	C15—H15A	0.9600
C12'—C9	1.55 (4)	C15—H15B	0.9600
C12'—S2'	1.688 (16)	C15—H15C	0.9600
C12'—H12'	0.9300	C16—H16A	0.9600
C1—C2	1.511 (12)	C16—H16B	0.9600
C2—C4	1.487 (12)	C16—H16C	0.9600
C2—H2A	0.9700	C17—H17A	0.9600
C2—H2B	0.9700	C17—H17B	0.9600
C3—C4	1.378 (8)	C17—H17C	0.9600
C3—H3	0.9300	C18—H18A	0.9600
C4—C5	1.403 (8)	C18—H18B	0.9600
C5—C6	1.409 (9)	C18—H18C	0.9600
C5—S1'	1.642 (14)

C13—Sn1—C15	125.3 (4)	C10—C8—H8A	109.0
C13—Sn1—C14	118.1 (4)	C7—C8—H8A	109.0
C15—Sn1—C14	115.6 (4)	C10—C8—H8B	109.0
C13—Sn1—O3	94.8 (3)	C7—C8—H8B	109.0
C15—Sn1—O3	94.7 (3)	H8A—C8—H8B	107.8
C14—Sn1—O3	89.8 (3)	C10—C9—C12'	121.4 (13)
C13—Sn1—O1	87.5 (3)	C10—C9—S2	113.8 (10)
C15—Sn1—O1	87.8 (3)	C10—C9—H9	123.1
C14—Sn1—O1	84.9 (3)	C12'—C9—H9	111.0
O3—Sn1—O1	174.7 (2)	S2—C9—H9	123.1
C17—Sn2—C18	115.9 (5)	C9—C10—C11	110.8 (12)
C17—Sn2—C16	126.4 (4)	C9—C10—C11'	103.9 (13)
C18—Sn2—C16	116.9 (5)	C11—C10—C11'	45.4 (13)
C17—Sn2—O2	95.0 (3)	C9—C10—C8	125.4 (10)
C18—Sn2—O2	89.8 (3)	C11—C10—C8	121.2 (12)
C16—Sn2—O2	94.0 (3)	C11'—C10—C8	123.7 (11)
C17—Sn2—O4ⁱ	86.8 (3)	C10—C11—C12	113.3 (16)
C18—Sn2—O4ⁱ	85.8 (3)	C10—C11—H11	123.4
C16—Sn2—O4ⁱ	88.2 (3)	C12—C11—H11	123.3
O2—Sn2—O4ⁱ	175.6 (2)	C11—C12—S2	105.0 (12)
C1—O1—Sn1	137.2 (6)	C11—C12—H12	127.5
C1—O2—Sn2	118.4 (6)	S2—C12—H12	127.5
C7—O3—Sn1	119.8 (6)	C10—C11'—S2'	113.7 (18)
C7—O4—Sn2ⁱⁱ	139.9 (6)	C10—C11'—H11'	123.2
C3—S1—C6	94.4 (6)	S2'—C11'—H11'	123.2
C9—S2—C12	94.6 (8)	C11'—S2'—C12'	95.9 (18)
C3—C6'—S1'	100.4 (16)	Sn1—C13—H13A	109.5
C3—C6'—H6'	129.8	Sn1—C13—H13B	109.5
S1'—C6'—H6'	129.8	H13A—C13—H13B	109.5
C9—C12'—S2'	99.0 (18)	Sn1—C13—H13C	109.5
C9—C12'—H12'	130.5	H13A—C13—H13C	109.5
S2'—C12'—H12'	130.5	H13B—C13—H13C	109.5
O1—C1—O2	122.2 (8)	Sn1—C14—H14A	109.5
O1—C1—C2	121.5 (8)	Sn1—C14—H14B	109.5
O2—C1—C2	116.2 (8)	H14A—C14—H14B	109.5
C4—C2—C1	115.5 (8)	Sn1—C14—H14C	109.5
C4—C2—H2A	108.4	H14A—C14—H14C	109.5
C1—C2—H2A	108.4	H14B—C14—H14C	109.5
C4—C2—H2B	108.4	Sn1—C15—H15A	109.5
C1—C2—H2B	108.4	Sn1—C15—H15B	109.5
H2A—C2—H2B	107.5	H15A—C15—H15B	109.5
C4—C3—C6'	113 (2)	Sn1—C15—H15C	109.5
C4—C3—S1	111.4 (8)	H15A—C15—H15C	109.5
C4—C3—H3	124.3	H15B—C15—H15C	109.5
C6'—C3—H3	116.6	Sn2—C16—H16A	109.5
S1—C3—H3	124.3	Sn2—C16—H16B	109.5
C3—C4—C5	112.4 (9)	H16A—C16—H16B	109.5
C3—C4—C2	123.1 (8)	Sn2—C16—H16C	109.5
C5—C4—C2	124.5 (8)	H16A—C16—H16C	109.5
C4—C5—C6	114.5 (10)	H16B—C16—H16C	109.5
C4—C5—S1'	105.5 (10)	Sn2—C17—H17A	109.5
C4—C5—H5	122.7	Sn2—C17—H17B	109.5
C6—C5—H5	122.7	H17A—C17—H17B	109.5
S1'—C5—H5	129.4	Sn2—C17—H17C	109.5
C5—C6—S1	106.5 (9)	H17A—C17—H17C	109.5
C5—C6—H6	126.8	H17B—C17—H17C	109.5
S1—C6—H6	126.8	Sn2—C18—H18A	109.5
C5—S1'—C6'	99.5 (15)	Sn2—C18—H18B	109.5
O4—C7—O3	122.5 (8)	H18A—C18—H18B	109.5
O4—C7—C8	120.9 (8)	Sn2—C18—H18C	109.5
O3—C7—C8	116.5 (8)	H18A—C18—H18C	109.5
C10—C8—C7	112.8 (8)	H18B—C18—H18C	109.5

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

Experimental details

Crystal data
Chemical formula	[Sn(CH₃)₃(C₆H₅O₂S)]
M_r	304.95
Crystal system, space group	Triclinic, P1
Temperature (K)	298
a, b, c (Å)	10.0677 (9), 10.839 (1), 13.2024 (17)
α, β, γ (°)	107.813 (2), 105.606 (1), 105.030 (1)
V (Å³)	1226.0 (2)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	2.23
Crystal size (mm)	0.55 × 0.50 × 0.48

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.374, 0.415
No. of measured, independent and observed [I > 2σ(I)] reflections	6334, 4227, 2865
R_int	0.039
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.046, 0.143, 0.97
No. of reflections	4227
No. of parameters	282
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.98, −0.94

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Acknowledgements

We thank the National Natural Science Foundation of China (20771053) for financial support.

References

Addison, A. W., Rao, T. N., Reedijk, J., Rijn, J. V. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. 2, 1349–1356. CSD CrossRef Web of Science Google Scholar
Ma, C., Li, J., Zhang, R. & Wang, D. (2006). J. Organomet. Chem. 691, 1713–1721. Web of Science CSD CrossRef CAS Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Google Scholar