metal-organic compounds
Bis(benzyl phenyl sulfoxide-κO)dichloridodiphenyltin(IV)
aDepartment of Chemistry & Chemical Engineering, Binzhou University, Binzhou 256600, People's Republic of China
*Correspondence e-mail: yanqiudang@163.com
The molecule of the title compound, [Sn(C6H5)2Cl2(C13H12OS)2], has crystallographic twofold symmetry. The SnIV atom is six-coordinate within a distored octahedral geometry defined by a C2Cl2O2 donor set.
Related literature
For general background to organotin compounds and their applications, see: Davies (2004); Tian et al. (2005); Hadjikakou & Hadjiliadis (2009). For related structures, see: Ng & Rheingold (1989); Boa et al. (1995); Tian et al. (1998); Sadiq-ur-Rehman et al. (2007).
Experimental
Crystal data
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Data collection: SMART (Bruker, 2002); cell SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
Supporting information
https://doi.org/10.1107/S1600536809039269/tk2538sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536809039269/tk2538Isup2.hkl
Benzylphenylsulfoxide (0.865 g, 4 mmol) and diphenyltin dichloride (0.687 g, 2 mmol) in ethanol (30 ml) were refluxed for 1 h, and then the colourless solution was condensed and cooled. The solid product was filtered off and recrystallized from methanol. The colourless crystals suitable for X-ray analysis were obtained from the same solvent by slow evaporation (yield 72%; m.p. 383–384 K).
H atoms were placed at calculated positions with C—H = 0.93—0.93 Å, and refined in the riding model approximation with Uiso(H) = 1.2Ueq(C).
Organotin compounds have received considerable attention due to their structural diversity as well as due to their industrial, agricultural and biological applications (Davies, 2004; Hadjikakou & Hadjiliadis, 2009; Tian et al., 2005). Several structures of organotin sulfoxide complexes, such as dichlorobis(dimethylsulfoxide-O)diphenyltin (Rehman et al., 2007), dichlorodimethyl(dibenzylsulfoxide-O)tin (Ng & Rheingold, 1989), [bis(phenylsulfinyl)ethane-O,O]dichlorodiphenyltin (Boa et al., 1995), and trichloro(dibutylsulfoxide)(ethoxycarbonylethyl)tin (Tian et al., 1998) have been reported. As a continuation of these studies, the structure of the title compound, (I), is described herein.
The molecule of (I), Fig. 1, has crystallographic twofold symmetry. The Sn atom is six-coordinate within a distorted C2Cl2O2 octahedral geometry with trans phenyl groups, cis sulfoxides-O atoms, and cis chlorides. The Sn—C and Sn—Cl bond distances are similar to those found in dichlorobis(dimethylsulfoxide-O)diphenyltin (Rehman et al., 2007), but the Sn—O length is longer. The C1—Sn1—C1i and O1—Sn1—Cli angles are 162.98 (14) and 172.95 (5)°, respectively; i: 2 - x, y, 1/2 - z. The dihedral angle between the phenyl rings in the sulfoxide ligand is 46.8 (3)°.
For general background to organotin compounds and their applications, see: Davies (2004); Tian et al. (2005); Hadjikakou & Hadjiliadis (2009). For related structures, see: Ng & Rheingold (1989); Boa et al. (1995); Tian et al. (1998); Rehman et al. (2007).
Data collection: SMART (Bruker, 2002); cell
SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).[Sn(C6H5)2Cl2(C13H12OS)2] | F(000) = 1576 |
Mr = 776.40 | Dx = 1.440 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 3086 reflections |
a = 22.7485 (19) Å | θ = 2.7–24.9° |
b = 11.5478 (14) Å | µ = 1.01 mm−1 |
c = 16.984 (2) Å | T = 295 K |
β = 126.633 (6)° | Block, colourless |
V = 3580.3 (7) Å3 | 0.25 × 0.22 × 0.11 mm |
Z = 4 |
Bruker SMART APEX area-detector diffractometer | 3512 independent reflections |
Radiation source: fine-focus sealed tube | 3003 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.031 |
φ and ω scans | θmax = 26.0°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −24→28 |
Tmin = 0.786, Tmax = 0.897 | k = −14→12 |
9821 measured reflections | l = −20→20 |
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)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.076 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0324P)2 + 1.727P] where P = (Fo2 + 2Fc2)/3 |
3512 reflections | (Δ/σ)max = 0.001 |
204 parameters | Δρmax = 0.43 e Å−3 |
0 restraints | Δρmin = −0.37 e Å−3 |
[Sn(C6H5)2Cl2(C13H12OS)2] | V = 3580.3 (7) Å3 |
Mr = 776.40 | Z = 4 |
Monoclinic, C2/c | Mo Kα radiation |
a = 22.7485 (19) Å | µ = 1.01 mm−1 |
b = 11.5478 (14) Å | T = 295 K |
c = 16.984 (2) Å | 0.25 × 0.22 × 0.11 mm |
β = 126.633 (6)° |
Bruker SMART APEX area-detector diffractometer | 3512 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | 3003 reflections with I > 2σ(I) |
Tmin = 0.786, Tmax = 0.897 | Rint = 0.031 |
9821 measured reflections |
R[F2 > 2σ(F2)] = 0.032 | 0 restraints |
wR(F2) = 0.076 | H-atom parameters constrained |
S = 1.03 | Δρmax = 0.43 e Å−3 |
3512 reflections | Δρmin = −0.37 e Å−3 |
204 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Sn1 | 1.0000 | 0.87434 (2) | 0.2500 | 0.03980 (10) | |
Cl1 | 0.90700 (5) | 1.01568 (7) | 0.21844 (6) | 0.0683 (2) | |
S1 | 0.84234 (4) | 0.71126 (7) | 0.15603 (5) | 0.0544 (2) | |
O1 | 0.92338 (10) | 0.72512 (16) | 0.23458 (13) | 0.0499 (5) | |
C1 | 1.04788 (14) | 0.8471 (2) | 0.40104 (18) | 0.0396 (6) | |
C2 | 1.06132 (16) | 0.9415 (2) | 0.45947 (19) | 0.0489 (7) | |
H2 | 1.0526 | 1.0158 | 0.4334 | 0.059* | |
C3 | 1.08741 (18) | 0.9272 (3) | 0.5554 (2) | 0.0600 (8) | |
H3 | 1.0954 | 0.9916 | 0.5936 | 0.072* | |
C4 | 1.10169 (17) | 0.8184 (3) | 0.5954 (2) | 0.0589 (8) | |
H4 | 1.1197 | 0.8089 | 0.6605 | 0.071* | |
C5 | 1.08941 (18) | 0.7241 (3) | 0.5389 (2) | 0.0585 (8) | |
H5 | 1.0989 | 0.6502 | 0.5658 | 0.070* | |
C6 | 1.06288 (16) | 0.7378 (2) | 0.4418 (2) | 0.0493 (7) | |
H6 | 1.0552 | 0.6732 | 0.4040 | 0.059* | |
C7 | 0.82742 (17) | 0.5595 (3) | 0.1480 (2) | 0.0558 (8) | |
C8 | 0.7599 (2) | 0.5161 (4) | 0.0741 (3) | 0.0748 (10) | |
H8 | 0.7222 | 0.5655 | 0.0287 | 0.090* | |
C9 | 0.7489 (3) | 0.3981 (4) | 0.0682 (4) | 0.0967 (15) | |
H9 | 0.7028 | 0.3680 | 0.0198 | 0.116* | |
C10 | 0.8041 (3) | 0.3252 (4) | 0.1318 (4) | 0.0978 (15) | |
H10 | 0.7960 | 0.2457 | 0.1265 | 0.117* | |
C11 | 0.8722 (3) | 0.3686 (3) | 0.2041 (3) | 0.0867 (13) | |
H11 | 0.9103 | 0.3184 | 0.2472 | 0.104* | |
C12 | 0.8842 (2) | 0.4863 (3) | 0.2131 (2) | 0.0645 (9) | |
H12 | 0.9301 | 0.5161 | 0.2624 | 0.077* | |
C13 | 0.79848 (19) | 0.7551 (3) | 0.2128 (3) | 0.0685 (9) | |
H13A | 0.8046 | 0.8381 | 0.2236 | 0.082* | |
H13B | 0.7464 | 0.7400 | 0.1666 | 0.082* | |
C14 | 0.82573 (17) | 0.6978 (2) | 0.3077 (2) | 0.0537 (7) | |
C15 | 0.8879 (2) | 0.7370 (3) | 0.3947 (3) | 0.0699 (10) | |
H15 | 0.9147 | 0.7972 | 0.3940 | 0.084* | |
C16 | 0.9109 (2) | 0.6882 (4) | 0.4823 (3) | 0.0849 (12) | |
H16 | 0.9526 | 0.7160 | 0.5407 | 0.102* | |
C17 | 0.8720 (2) | 0.5978 (3) | 0.4837 (3) | 0.0789 (11) | |
H17 | 0.8873 | 0.5646 | 0.5431 | 0.095* | |
C18 | 0.8116 (2) | 0.5575 (3) | 0.3988 (3) | 0.0715 (10) | |
H18 | 0.7855 | 0.4963 | 0.4000 | 0.086* | |
C19 | 0.7882 (2) | 0.6056 (3) | 0.3109 (3) | 0.0637 (9) | |
H19 | 0.7469 | 0.5762 | 0.2529 | 0.076* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn1 | 0.04550 (17) | 0.04045 (16) | 0.03513 (15) | 0.000 | 0.02496 (13) | 0.000 |
Cl1 | 0.0833 (6) | 0.0662 (5) | 0.0587 (5) | 0.0318 (4) | 0.0441 (5) | 0.0117 (4) |
S1 | 0.0453 (4) | 0.0608 (5) | 0.0503 (4) | −0.0038 (3) | 0.0249 (4) | 0.0146 (3) |
O1 | 0.0448 (11) | 0.0542 (12) | 0.0485 (11) | −0.0061 (9) | 0.0266 (10) | 0.0059 (9) |
C1 | 0.0386 (15) | 0.0442 (15) | 0.0390 (14) | 0.0034 (11) | 0.0248 (13) | 0.0039 (11) |
C2 | 0.0582 (19) | 0.0468 (16) | 0.0419 (15) | 0.0056 (14) | 0.0301 (15) | 0.0013 (12) |
C3 | 0.062 (2) | 0.070 (2) | 0.0458 (17) | 0.0032 (17) | 0.0311 (16) | −0.0098 (16) |
C4 | 0.0514 (19) | 0.086 (2) | 0.0390 (16) | 0.0066 (17) | 0.0267 (15) | 0.0091 (16) |
C5 | 0.061 (2) | 0.0587 (19) | 0.0521 (18) | 0.0103 (15) | 0.0313 (17) | 0.0199 (15) |
C6 | 0.0501 (17) | 0.0461 (16) | 0.0485 (16) | 0.0052 (13) | 0.0277 (15) | −0.0004 (13) |
C7 | 0.059 (2) | 0.065 (2) | 0.0481 (17) | −0.0162 (16) | 0.0346 (16) | −0.0010 (15) |
C8 | 0.058 (2) | 0.100 (3) | 0.065 (2) | −0.026 (2) | 0.0362 (19) | −0.015 (2) |
C9 | 0.105 (4) | 0.110 (4) | 0.095 (3) | −0.063 (3) | 0.070 (3) | −0.043 (3) |
C10 | 0.156 (5) | 0.071 (3) | 0.108 (4) | −0.045 (3) | 0.101 (4) | −0.023 (3) |
C11 | 0.123 (4) | 0.064 (2) | 0.074 (3) | −0.012 (2) | 0.060 (3) | 0.0100 (19) |
C12 | 0.074 (2) | 0.058 (2) | 0.0545 (19) | −0.0076 (17) | 0.0350 (19) | 0.0064 (16) |
C13 | 0.058 (2) | 0.059 (2) | 0.095 (3) | 0.0126 (16) | 0.049 (2) | 0.0185 (18) |
C14 | 0.0533 (19) | 0.0466 (17) | 0.075 (2) | 0.0061 (14) | 0.0458 (18) | 0.0034 (15) |
C15 | 0.076 (2) | 0.065 (2) | 0.094 (3) | −0.0187 (18) | 0.064 (2) | −0.019 (2) |
C16 | 0.078 (3) | 0.121 (3) | 0.066 (2) | −0.013 (2) | 0.049 (2) | −0.020 (2) |
C17 | 0.097 (3) | 0.086 (3) | 0.080 (3) | 0.005 (2) | 0.067 (3) | 0.005 (2) |
C18 | 0.088 (3) | 0.060 (2) | 0.086 (3) | −0.0102 (19) | 0.063 (2) | −0.0022 (19) |
C19 | 0.063 (2) | 0.058 (2) | 0.077 (2) | −0.0051 (16) | 0.046 (2) | −0.0049 (16) |
Sn1—C1 | 2.129 (2) | C8—H8 | 0.9300 |
Sn1—C1i | 2.129 (2) | C9—C10 | 1.355 (7) |
Sn1—O1 | 2.3519 (18) | C9—H9 | 0.9300 |
Sn1—O1i | 2.3519 (18) | C10—C11 | 1.375 (6) |
Sn1—Cl1i | 2.4645 (8) | C10—H10 | 0.9300 |
Sn1—Cl1 | 2.4645 (8) | C11—C12 | 1.376 (4) |
S1—O1 | 1.506 (2) | C11—H11 | 0.9300 |
S1—C7 | 1.775 (3) | C12—H12 | 0.9300 |
S1—C13 | 1.824 (3) | C13—C14 | 1.492 (4) |
C1—C6 | 1.380 (4) | C13—H13A | 0.9700 |
C1—C2 | 1.381 (4) | C13—H13B | 0.9700 |
C2—C3 | 1.372 (4) | C14—C15 | 1.377 (5) |
C2—H2 | 0.9300 | C14—C19 | 1.386 (4) |
C3—C4 | 1.372 (4) | C15—C16 | 1.370 (5) |
C3—H3 | 0.9300 | C15—H15 | 0.9300 |
C4—C5 | 1.364 (4) | C16—C17 | 1.379 (5) |
C4—H4 | 0.9300 | C16—H16 | 0.9300 |
C5—C6 | 1.387 (4) | C17—C18 | 1.349 (5) |
C5—H5 | 0.9300 | C17—H17 | 0.9300 |
C6—H6 | 0.9300 | C18—C19 | 1.369 (5) |
C7—C8 | 1.374 (4) | C18—H18 | 0.9300 |
C7—C12 | 1.379 (4) | C19—H19 | 0.9300 |
C8—C9 | 1.379 (5) | ||
C1—Sn1—C1i | 162.98 (14) | C7—C8—C9 | 118.8 (4) |
C1—Sn1—O1 | 80.68 (8) | C7—C8—H8 | 120.6 |
C1i—Sn1—O1 | 86.85 (8) | C9—C8—H8 | 120.6 |
C1—Sn1—O1i | 86.85 (8) | C10—C9—C8 | 121.0 (4) |
C1i—Sn1—O1i | 80.68 (8) | C10—C9—H9 | 119.5 |
O1—Sn1—O1i | 85.78 (10) | C8—C9—H9 | 119.5 |
C1—Sn1—Cl1i | 94.61 (7) | C9—C10—C11 | 120.0 (4) |
C1i—Sn1—Cl1i | 96.64 (7) | C9—C10—H10 | 120.0 |
O1—Sn1—Cl1i | 172.95 (5) | C11—C10—H10 | 120.0 |
O1i—Sn1—Cl1i | 88.74 (6) | C10—C11—C12 | 120.2 (4) |
C1—Sn1—Cl1 | 96.64 (7) | C10—C11—H11 | 119.9 |
C1i—Sn1—Cl1 | 94.61 (7) | C12—C11—H11 | 119.9 |
O1—Sn1—Cl1 | 88.74 (6) | C11—C12—C7 | 119.2 (4) |
O1i—Sn1—Cl1 | 172.95 (5) | C11—C12—H12 | 120.4 |
Cl1i—Sn1—Cl1 | 97.05 (5) | C7—C12—H12 | 120.4 |
O1—S1—C7 | 104.46 (13) | C14—C13—S1 | 116.2 (2) |
O1—S1—C13 | 105.59 (14) | C14—C13—H13A | 108.2 |
C7—S1—C13 | 100.05 (14) | S1—C13—H13A | 108.2 |
S1—O1—Sn1 | 127.62 (10) | C14—C13—H13B | 108.2 |
C6—C1—C2 | 118.6 (2) | S1—C13—H13B | 108.2 |
C6—C1—Sn1 | 122.35 (19) | H13A—C13—H13B | 107.4 |
C2—C1—Sn1 | 118.93 (18) | C15—C14—C19 | 118.2 (3) |
C3—C2—C1 | 120.8 (3) | C15—C14—C13 | 120.8 (3) |
C3—C2—H2 | 119.6 | C19—C14—C13 | 121.0 (3) |
C1—C2—H2 | 119.6 | C16—C15—C14 | 120.8 (3) |
C4—C3—C2 | 120.3 (3) | C16—C15—H15 | 119.6 |
C4—C3—H3 | 119.9 | C14—C15—H15 | 119.6 |
C2—C3—H3 | 119.9 | C15—C16—C17 | 119.9 (4) |
C5—C4—C3 | 119.7 (3) | C15—C16—H16 | 120.1 |
C5—C4—H4 | 120.2 | C17—C16—H16 | 120.1 |
C3—C4—H4 | 120.2 | C18—C17—C16 | 119.8 (3) |
C4—C5—C6 | 120.4 (3) | C18—C17—H17 | 120.1 |
C4—C5—H5 | 119.8 | C16—C17—H17 | 120.1 |
C6—C5—H5 | 119.8 | C17—C18—C19 | 120.7 (3) |
C1—C6—C5 | 120.2 (3) | C17—C18—H18 | 119.6 |
C1—C6—H6 | 119.9 | C19—C18—H18 | 119.6 |
C5—C6—H6 | 119.9 | C18—C19—C14 | 120.5 (3) |
C8—C7—C12 | 120.8 (3) | C18—C19—H19 | 119.7 |
C8—C7—S1 | 119.2 (3) | C14—C19—H19 | 119.7 |
C12—C7—S1 | 119.9 (2) | ||
C7—S1—O1—Sn1 | 151.62 (14) | C13—S1—C7—C8 | 78.8 (3) |
C13—S1—O1—Sn1 | −103.37 (15) | O1—S1—C7—C12 | 5.1 (3) |
C1—Sn1—O1—S1 | 143.25 (16) | C13—S1—C7—C12 | −104.0 (3) |
C1i—Sn1—O1—S1 | −48.38 (15) | C12—C7—C8—C9 | 2.5 (5) |
O1i—Sn1—O1—S1 | −129.25 (17) | S1—C7—C8—C9 | 179.7 (3) |
Cl1—Sn1—O1—S1 | 46.31 (14) | C7—C8—C9—C10 | −2.3 (6) |
O1—Sn1—C1—C6 | 45.7 (2) | C8—C9—C10—C11 | 0.6 (7) |
O1i—Sn1—C1—C6 | −40.5 (2) | C9—C10—C11—C12 | 0.9 (6) |
Cl1i—Sn1—C1—C6 | −129.0 (2) | C10—C11—C12—C7 | −0.7 (6) |
Cl1—Sn1—C1—C6 | 133.3 (2) | C8—C7—C12—C11 | −1.0 (5) |
C1i—Sn1—C1—C2 | −174.6 (2) | S1—C7—C12—C11 | −178.2 (3) |
O1—Sn1—C1—C2 | −131.2 (2) | O1—S1—C13—C14 | −52.3 (3) |
O1i—Sn1—C1—C2 | 142.6 (2) | C7—S1—C13—C14 | 55.9 (3) |
Cl1i—Sn1—C1—C2 | 54.1 (2) | S1—C13—C14—C15 | 82.2 (4) |
Cl1—Sn1—C1—C2 | −43.6 (2) | S1—C13—C14—C19 | −99.3 (3) |
C6—C1—C2—C3 | −1.5 (4) | C19—C14—C15—C16 | −1.9 (5) |
Sn1—C1—C2—C3 | 175.5 (2) | C13—C14—C15—C16 | 176.6 (3) |
C1—C2—C3—C4 | 1.1 (5) | C14—C15—C16—C17 | 0.9 (6) |
C2—C3—C4—C5 | −0.4 (5) | C15—C16—C17—C18 | 0.2 (6) |
C3—C4—C5—C6 | 0.2 (5) | C16—C17—C18—C19 | −0.2 (6) |
C2—C1—C6—C5 | 1.4 (4) | C17—C18—C19—C14 | −0.9 (5) |
Sn1—C1—C6—C5 | −175.6 (2) | C15—C14—C19—C18 | 1.9 (5) |
C4—C5—C6—C1 | −0.7 (5) | C13—C14—C19—C18 | −176.6 (3) |
O1—S1—C7—C8 | −172.1 (2) |
Symmetry code: (i) −x+2, y, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [Sn(C6H5)2Cl2(C13H12OS)2] |
Mr | 776.40 |
Crystal system, space group | Monoclinic, C2/c |
Temperature (K) | 295 |
a, b, c (Å) | 22.7485 (19), 11.5478 (14), 16.984 (2) |
β (°) | 126.633 (6) |
V (Å3) | 3580.3 (7) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.01 |
Crystal size (mm) | 0.25 × 0.22 × 0.11 |
Data collection | |
Diffractometer | Bruker SMART APEX area-detector |
Absorption correction | Multi-scan (SADABS; Bruker, 2002) |
Tmin, Tmax | 0.786, 0.897 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9821, 3512, 3003 |
Rint | 0.031 |
(sin θ/λ)max (Å−1) | 0.617 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.032, 0.076, 1.03 |
No. of reflections | 3512 |
No. of parameters | 204 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.43, −0.37 |
Computer programs: SMART (Bruker, 2002), SAINT (Bruker, 2002), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 (Farrugia, 1997).
Acknowledgements
The author thanks the Science Foundation of Binzhou University for supporting this work (BZXYG0901 and BZXYQNLG200820).
References
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Organotin compounds have received considerable attention due to their structural diversity as well as due to their industrial, agricultural and biological applications (Davies, 2004; Hadjikakou & Hadjiliadis, 2009; Tian et al., 2005). Several structures of organotin sulfoxide complexes, such as dichlorobis(dimethylsulfoxide-O)diphenyltin (Rehman et al., 2007), dichlorodimethyl(dibenzylsulfoxide-O)tin (Ng & Rheingold, 1989), [bis(phenylsulfinyl)ethane-O,O]dichlorodiphenyltin (Boa et al., 1995), and trichloro(dibutylsulfoxide)(ethoxycarbonylethyl)tin (Tian et al., 1998) have been reported. As a continuation of these studies, the structure of the title compound, (I), is described herein.
The molecule of (I), Fig. 1, has crystallographic twofold symmetry. The Sn atom is six-coordinate within a distorted C2Cl2O2 octahedral geometry with trans phenyl groups, cis sulfoxides-O atoms, and cis chlorides. The Sn—C and Sn—Cl bond distances are similar to those found in dichlorobis(dimethylsulfoxide-O)diphenyltin (Rehman et al., 2007), but the Sn—O length is longer. The C1—Sn1—C1i and O1—Sn1—Cli angles are 162.98 (14) and 172.95 (5)°, respectively; i: 2 - x, y, 1/2 - z. The dihedral angle between the phenyl rings in the sulfoxide ligand is 46.8 (3)°.