catena-Poly­[fac-tri­chloro­methyl­tin(IV)-[mu]-[meso-1,2-bis­(phenyl­sulfinyl)­ethane-O:O']]

In the title compound, [SnCl₃(CH₃)(C₆H₅SOCH₂)₂]_n, the octahedral Sn^IV centres are bridged by meso-1,2-bis­(phenyl­sulfinyl)­ethane ligands forming infinite chains along the [100] direction.

S1. Comment

This study is a part of structural studies on adducts of halide–organotin compounds with sulfoxide derivatives.

The meso-1,2-bis(phenylsulfinyl)ethane ligand, meso-(C₆H₅SOCH₂)₂, crystallizes with a centre of symmetry at the middle of the ethane C—C bond (Cattalini et al., 1979). The occurrence of this centre of symmetry was also observed here, (I), and in the structures of [SnCl₂(CH₃)₂{meso-(C₆H₅SOCH₂)₂}] (Carvalho at al., 1996a), [SnCl₂(CH₃)₂{meso-(C₃H₇SOCH₂)₂}] (Carvalho at al., 1996b) and cis-{PtCl₂{P(C₂H₅)₃}{meso-(C₆H₅SOCH₂)₂}]₂ (Francisco at al., 1995), where the Sn^IV and Pt^II cations have octahedral and square-planar geometries, respectively.

In the title structure, the Sn^IV atom is hexacoordinate in a distorted octahedral geometry. The Cl atoms trans to the O atoms form Sn—Cl bonds [Sn—Cl2 2.4585 (8) and Sn—Cl3 2.4401 (8) Å] longer than the Cl atom trans to the C atom [Sn—Cl1 2.3774 (9) Å]. Completing the coordination, there are two equivalent sulfoxide groups in a cis orientation [both with an Sn—O distance of 2.227 (2) Å] and a methyl group at a Sn—C distance of 2.114 (3) Å. Each sulfoxide is bound to two Sn atoms in an infinite chain along the [100] direction.

Similar cis-O₂Sn geometries have been observed previously in the structures of [SnCl₂(CH₃)₂{meso-(C₆H₅SOCH₂)₂}] and [SnCl₂(CH₃)₂{meso-(C₃H₇SOCH₂)₂}]. The average Sn—O bond distances (2.359 Å) in these structures compared with Sn—O [2.227 (2) Å] in the title complex, follow the expected trends in the lower Lewis acidity of (CH₃)₂SnCl₂ with respect to CH₃SnCl₃.

The crystal structures of the related adducts mer-[SnCl₃(CH₃)(C₅H₄NSOC₃H₇)] (Sousa et al., 1992), fac-[SnCl₃{(C₆H₅)CH₂}(C₁₂H₈N₂)] (Hall & Tiekink, 1996), and fac- and mer-[SnCl₃(C₃H₇)(C₄H₇NO)₂] (Reuter & Puff, 1992) have been determined. All these examples, and also the results observed for the title compound, agree with the proposal of Reuter & Puff (1992) that the predominant formation of only a special stereoisomer, which is often observed in octahedral 1:1 and/or 1:2 adducts of monoorganotin trihalides, is caused by reaction conditions more than steric and/or electronic effects of the several complex ligands.

S2. Experimental

Suitable single crystals of (I) were obtained by the 1:1 reaction of meso-(C₆H₅SOCH₂)₂ with CH₃SnCl₃ in CH₂Cl₂.

S3. Refinement

H atoms were positioned geometrically and a riding model was used during the refinement process, with U_iso amounting to 1.5 (for methyl H atoms) or 1.2 (for the remaining) of the value of the U_eq of the atom to which they are attached. The C—H distances range is 0.93–0.97 Å.

Computing details

Data collection: CAD-4 Software (Enraf-Nonius, 1989); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: WinGX (Farrugia, 1998).

(I)

Crystal data

[SnCl3(CH3)(C7H7OS)2]	F(000) = 1024
Mr = 518.45	Dx = 1.739 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 15.942 (1) Å	Cell parameters from 25 reflections
b = 6.3738 (4) Å	θ = 11.3–18.1°
c = 20.895 (2) Å	µ = 1.91 mm^−1
β = 111.129 (7)°	T = 293 K
V = 1980.4 (3) Å^3	Prism, white
Z = 4	0.3 × 0.15 × 0.15 mm

Data collection

Enraf Nonius Turbo-CAD4 diffractometer	Rint = 0.030
non–profiled ω/2θ scans	θmax = 30.0°, θmin = 2.7°
Absorption correction: ψ scan (North et al., 1968)	h = −22→0
Tmin = 0.670, Tmax = 0.762	k = 0→8
5933 measured reflections	l = −27→29
5748 independent reflections	3 standard reflections every 120 min
4177 reflections with I > 2σ(I)	intensity decay: 2%

Refinement

Refinement on F^2	H-atom parameters constrained
Least-squares matrix: full	Calculated w = 1/[σ^2(Fo^2) + (0.0409P)^2 + 0.0144P] where P = (Fo^2 + 2Fc^2)/3
R[F^2 > 2σ(F^2)] = 0.031	(Δ/σ)max = 0.002
wR(F^2) = 0.087	Δρmax = 0.65 e Å^−3
S = 1.05	Δρmin = −0.54 e Å^−3
5748 reflections	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
210 parameters	Extinction coefficient: 0.0017 (2)
0 restraints

Special details

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

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

	x	y	z	Uiso*/Ueq
Sn	0.758342 (12)	0.21426 (3)	0.521210 (10)	0.03277 (7)
Cl1	0.71887 (6)	−0.02450 (16)	0.42758 (5)	0.0620 (3)
Cl2	0.90046 (5)	0.02542 (14)	0.57752 (4)	0.0484 (2)
Cl3	0.66978 (6)	0.02035 (14)	0.57538 (5)	0.0571 (2)
S1	0.89687 (5)	0.27851 (12)	0.43718 (4)	0.03497 (15)
S2	0.53944 (5)	0.30484 (12)	0.42835 (4)	0.03723 (16)
O1	0.82688 (13)	0.3854 (3)	0.46097 (11)	0.0399 (5)
O2	0.63579 (13)	0.3895 (4)	0.45767 (11)	0.0430 (5)
C	0.7896 (2)	0.4756 (5)	0.58798 (17)	0.0499 (8)
HA	0.7658	0.6007	0.5623	0.075*
HB	0.8537	0.4881	0.6096	0.075*
HC	0.7636	0.4567	0.6224	0.075*
C1	0.88585 (19)	0.4101 (5)	0.35948 (15)	0.0389 (7)
C2	0.9219 (3)	0.3144 (6)	0.31627 (18)	0.0567 (10)
H2	0.9508	0.1855	0.3279	0.068*
C3	0.9147 (3)	0.4116 (8)	0.25533 (18)	0.0688 (12)
H3	0.9391	0.3473	0.226	0.083*
C4	0.8729 (3)	0.5988 (8)	0.2378 (2)	0.0744 (13)
H4	0.8686	0.6633	0.1969	0.089*
C5	0.8368 (3)	0.6925 (7)	0.2809 (2)	0.0794 (14)
H5	0.8079	0.8211	0.2686	0.095*
C6	0.8421 (3)	0.6010 (6)	0.34254 (18)	0.0609 (10)
H6	0.8172	0.6657	0.3714	0.073*
C7	0.4836 (2)	0.4833 (5)	0.36072 (15)	0.0415 (7)
C8	0.5274 (2)	0.6618 (6)	0.35142 (18)	0.0518 (8)
H8	0.5866	0.6874	0.3797	0.062*
C9	0.4826 (3)	0.8016 (7)	0.3000 (2)	0.0669 (11)
H9	0.5118	0.9212	0.2933	0.08*
C10	0.3961 (3)	0.7646 (8)	0.2592 (2)	0.0772 (14)
H10	0.3653	0.8609	0.2254	0.093*
C11	0.3542 (3)	0.5857 (10)	0.2678 (2)	0.097 (2)
H11	0.2955	0.5592	0.2384	0.117*
C12	0.3968 (3)	0.4430 (8)	0.3190 (2)	0.0735 (13)
H12	0.3672	0.3229	0.3249	0.088*
C13	1.00234 (19)	0.3835 (5)	0.49421 (15)	0.0354 (6)
H131	1.0196	0.3115	0.538	0.042*
H132	1.0485	0.3567	0.4751	0.042*
C14	0.48998 (19)	0.3866 (5)	0.48954 (15)	0.0376 (6)
H141	0.4254	0.3671	0.4697	0.045*
H142	0.5129	0.2985	0.53	0.045*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn	0.02844 (10)	0.03014 (11)	0.04192 (12)	−0.00200 (8)	0.01530 (8)	−0.00532 (8)
Cl1	0.0507 (5)	0.0620 (6)	0.0733 (6)	−0.0143 (4)	0.0225 (4)	−0.0373 (5)
Cl2	0.0441 (4)	0.0499 (5)	0.0523 (4)	0.0150 (4)	0.0189 (4)	0.0084 (4)
Cl3	0.0530 (5)	0.0462 (5)	0.0819 (6)	−0.0052 (4)	0.0363 (5)	0.0113 (4)
S1	0.0309 (3)	0.0366 (4)	0.0389 (4)	0.0000 (3)	0.0144 (3)	−0.0034 (3)
S2	0.0315 (3)	0.0371 (4)	0.0454 (4)	−0.0044 (3)	0.0166 (3)	−0.0059 (3)
O1	0.0348 (10)	0.0383 (12)	0.0533 (12)	0.0023 (9)	0.0239 (9)	−0.0005 (10)
O2	0.0277 (10)	0.0438 (13)	0.0571 (13)	−0.0006 (9)	0.0149 (9)	0.0037 (10)
C	0.0488 (18)	0.0447 (19)	0.057 (2)	−0.0038 (15)	0.0193 (16)	−0.0158 (16)
C1	0.0338 (14)	0.0446 (18)	0.0346 (14)	0.0032 (13)	0.0081 (12)	−0.0014 (12)
C2	0.067 (2)	0.062 (2)	0.0434 (18)	0.0200 (19)	0.0228 (17)	0.0043 (16)
C3	0.079 (3)	0.090 (3)	0.0411 (19)	0.020 (3)	0.0257 (19)	0.009 (2)
C4	0.088 (3)	0.091 (3)	0.042 (2)	0.014 (3)	0.020 (2)	0.017 (2)
C5	0.095 (3)	0.072 (3)	0.063 (3)	0.037 (3)	0.019 (2)	0.026 (2)
C6	0.069 (2)	0.065 (3)	0.0479 (19)	0.028 (2)	0.0196 (18)	0.0058 (18)
C7	0.0370 (15)	0.0513 (19)	0.0384 (15)	−0.0025 (14)	0.0161 (13)	−0.0021 (14)
C8	0.0490 (19)	0.054 (2)	0.0499 (19)	−0.0143 (16)	0.0148 (15)	−0.0001 (16)
C9	0.087 (3)	0.058 (3)	0.058 (2)	−0.010 (2)	0.029 (2)	0.0094 (19)
C10	0.071 (3)	0.091 (4)	0.068 (3)	0.008 (3)	0.023 (2)	0.032 (2)
C11	0.048 (2)	0.143 (5)	0.081 (3)	−0.020 (3)	−0.001 (2)	0.043 (3)
C12	0.047 (2)	0.097 (3)	0.068 (3)	−0.027 (2)	0.0103 (18)	0.020 (2)
C13	0.0317 (13)	0.0407 (17)	0.0345 (14)	0.0027 (12)	0.0128 (11)	−0.0024 (12)
C14	0.0320 (14)	0.0395 (17)	0.0437 (16)	−0.0034 (12)	0.0166 (12)	−0.0011 (13)

Geometric parameters (Å, º)

Sn—C	2.114 (3)	C4—H4	0.93
Sn—O2	2.227 (2)	C5—C6	1.388 (5)
Sn—O1	2.227 (2)	C5—H5	0.93
Sn—Cl1	2.3774 (9)	C6—H6	0.93
Sn—Cl3	2.4401 (8)	C7—C12	1.369 (5)
Sn—Cl2	2.4585 (8)	C7—C8	1.384 (5)
S1—O1	1.535 (2)	C8—C9	1.380 (5)
S1—C1	1.779 (3)	C8—H8	0.93
S1—C13	1.803 (3)	C9—C10	1.356 (6)
S2—O2	1.532 (2)	C9—H9	0.93
S2—C7	1.782 (3)	C10—C11	1.366 (7)
S2—C14	1.804 (3)	C10—H10	0.93
C—HA	0.96	C11—C12	1.381 (6)
C—HB	0.96	C11—H11	0.93
C—HC	0.96	C12—H12	0.93
C1—C2	1.375 (5)	C13—C13^i	1.511 (6)
C1—C6	1.383 (5)	C13—H131	0.97
C2—C3	1.383 (5)	C13—H132	0.97
C2—H2	0.93	C14—C14^ii	1.511 (6)
C3—C4	1.352 (6)	C14—H141	0.97
C3—H3	0.93	C14—H142	0.97
C4—C5	1.369 (6)
C—Sn—O2	86.89 (11)	C3—C4—H4	120.3
C—Sn—O1	86.56 (11)	C5—C4—H4	120.3
O2—Sn—O1	85.47 (8)	C4—C5—C6	121.8 (4)
C—Sn—Cl1	167.70 (10)	C4—C5—H5	119.1
O2—Sn—Cl1	85.14 (6)	C6—C5—H5	119.1
O1—Sn—Cl1	83.49 (6)	C1—C6—C5	117.6 (4)
C—Sn—Cl3	97.55 (10)	C1—C6—H6	121.2
O2—Sn—Cl3	90.04 (6)	C5—C6—H6	121.2
O1—Sn—Cl3	173.76 (6)	C12—C7—C8	120.7 (3)
Cl1—Sn—Cl3	91.82 (4)	C12—C7—S2	119.1 (3)
C—Sn—Cl2	96.46 (10)	C8—C7—S2	120.2 (2)
O2—Sn—Cl2	171.95 (6)	C9—C8—C7	119.7 (4)
O1—Sn—Cl2	87.42 (6)	C9—C8—H8	120.2
Cl1—Sn—Cl2	90.31 (3)	C7—C8—H8	120.2
Cl3—Sn—Cl2	96.75 (3)	C10—C9—C8	120.0 (4)
O1—S1—C1	104.02 (13)	C10—C9—H9	120
O1—S1—C13	103.59 (12)	C8—C9—H9	120
C1—S1—C13	100.96 (14)	C9—C10—C11	119.8 (4)
O2—S2—C7	103.54 (14)	C9—C10—H10	120.1
O2—S2—C14	104.26 (13)	C11—C10—H10	120.1
C7—S2—C14	99.03 (14)	C10—C11—C12	121.6 (4)
S1—O1—Sn	121.86 (12)	C10—C11—H11	119.2
S2—O2—Sn	126.83 (13)	C12—C11—H11	119.2
Sn—C—HA	109.5	C7—C12—C11	118.2 (4)
Sn—C—HB	109.5	C7—C12—H12	120.9
HA—C—HB	109.5	C11—C12—H12	120.9
Sn—C—HC	109.5	C13^i—C13—S1	112.5 (3)
HA—C—HC	109.5	C13^i—C13—H131	109.1
HB—C—HC	109.5	S1—C13—H131	109.1
C2—C1—C6	120.9 (3)	C13^i—C13—H132	109.1
C2—C1—S1	117.6 (3)	S1—C13—H132	109.1
C6—C1—S1	121.5 (3)	H131—C13—H132	107.8
C1—C2—C3	119.4 (4)	C14^ii—C14—S2	112.4 (3)
C1—C2—H2	120.3	C14^ii—C14—H141	109.1
C3—C2—H2	120.3	S2—C14—H141	109.1
C4—C3—C2	120.9 (4)	C14^ii—C14—H142	109.1
C4—C3—H3	119.6	S2—C14—H142	109.1
C2—C3—H3	119.6	H141—C14—H142	107.9
C3—C4—C5	119.4 (4)

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