metal-organic compounds
Chlorido(dimethyl sulfoxide-κO)triphenyltin(IV)
aIndian Institute of Technology, Kanpur, India, and bDepartment of Chemical Engineering, Aligarh Muslim University, Aligarh, India
*Correspondence e-mail: skumarchem01@gmail.com
In the title compound, [Sn(C6H5)3Cl(C2H6OS)], the SnIV atom is coordinated by three phenyl groups, a chloride ion and a dimethyl sulfoxide molecule in a distorted trigonal-bipyramidal geometry. In the crystal, adjacent molecules are linked through intermolecular C—H⋯Cl hydrogen bonds, weak C—H⋯π interactions and π–π interactions [centroid–centroid distance = 3.934 (3) Å. An intramolecular C—H⋯π interaction is also observed.
Related literature
For general background to the biological activity and industrial applications of triorganotin(IV) complexes, see: Willem et al. (1997); Gielen et al. (2000); Tian et al. (2005). For bond-length data, see: Allen et al. (1987). For some unusual examples of [Sn(C6H5)3(C16H10NO3)(C2H6O)] adducts with oxygen-donor ligands, see: Lo & Ng (2009); Ng & Kumar Das (1997).
Experimental
Crystal data
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Data collection: SMART (Bruker, 2001); cell SAINT (Bruker, 2001); 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
10.1107/S1600536809048090/is2466sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536809048090/is2466Isup2.hkl
Triphenyltinchloride (0.385 g, 1 mmol) was dissolved in DMSO (4 ml) and heated until the reactant dissolved completely. The solution was filtered and solvent allowed evaporating slowly. Fine colorless crystal produced after 3 days. Crystals are stable at room temperature. Analysis calc. for C20H21SOClSn: C 51.81, H 4.57, S 6.92. Found: C 51.68, H 4.56, S 6.95.
All of the hydrogen atoms were placed in calculated positions (C–H = 0.93 or 0.96 Å) and were included in the
in the riding model approximation, with Uiso(H) set to 1.2Ueq(C). The highest residual electron density peak is located 0.87 Å from atom Sn1. The Hooft parameter value is -0.045 (17).Data collection: SMART (Bruker, 2001); cell
SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); 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).[Sn(C6H5)3Cl(C2H6OS)] | F(000) = 928 |
Mr = 463.57 | Dx = 1.562 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71069 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 6343 reflections |
a = 10.417 (5) Å | θ = 2.4–28.3° |
b = 13.235 (5) Å | µ = 1.54 mm−1 |
c = 14.302 (5) Å | T = 293 K |
V = 1971.8 (14) Å3 | Prism, colorless |
Z = 4 | 0.26 × 0.24 × 0.22 mm |
Bruker SMART CCD diffractometer | 4052 independent reflections |
Radiation source: fine-focus sealed tube | 3877 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.048 |
ϕ and ω scans | θmax = 26.5°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2004) | h = −13→12 |
Tmin = 0.677, Tmax = 0.712 | k = −16→15 |
11203 measured reflections | l = −15→17 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.031 | H-atom parameters constrained |
wR(F2) = 0.085 | w = 1/[σ2(Fo2) + (0.0344P)2 + 2.3774P] where P = (Fo2 + 2Fc2)/3 |
S = 1.15 | (Δ/σ)max < 0.001 |
4052 reflections | Δρmax = 1.18 e Å−3 |
217 parameters | Δρmin = −0.86 e Å−3 |
0 restraints | Absolute structure: Flack (1983), 1732 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.07 (3) |
[Sn(C6H5)3Cl(C2H6OS)] | V = 1971.8 (14) Å3 |
Mr = 463.57 | Z = 4 |
Orthorhombic, P212121 | Mo Kα radiation |
a = 10.417 (5) Å | µ = 1.54 mm−1 |
b = 13.235 (5) Å | T = 293 K |
c = 14.302 (5) Å | 0.26 × 0.24 × 0.22 mm |
Bruker SMART CCD diffractometer | 4052 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2004) | 3877 reflections with I > 2σ(I) |
Tmin = 0.677, Tmax = 0.712 | Rint = 0.048 |
11203 measured reflections |
R[F2 > 2σ(F2)] = 0.031 | H-atom parameters constrained |
wR(F2) = 0.085 | Δρmax = 1.18 e Å−3 |
S = 1.15 | Δρmin = −0.86 e Å−3 |
4052 reflections | Absolute structure: Flack (1983), 1732 Friedel pairs |
217 parameters | Absolute structure parameter: −0.07 (3) |
0 restraints |
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 | 0.65650 (3) | 0.90124 (2) | 0.76810 (2) | 0.01581 (9) | |
Cl1 | 0.70946 (11) | 1.06792 (8) | 0.69548 (9) | 0.0215 (2) | |
S1 | 0.60492 (11) | 0.71709 (9) | 0.93706 (8) | 0.0203 (2) | |
O1 | 0.6043 (3) | 0.7472 (2) | 0.8339 (2) | 0.0212 (7) | |
C17 | 0.5280 (5) | 1.0132 (4) | 1.0442 (4) | 0.0253 (11) | |
H17 | 0.5586 | 1.0112 | 1.1053 | 0.030* | |
C14 | 0.4365 (4) | 1.0183 (4) | 0.8606 (4) | 0.0227 (10) | |
H14 | 0.4060 | 1.0203 | 0.7995 | 0.027* | |
C3 | 1.0216 (5) | 0.7334 (4) | 0.7804 (3) | 0.0295 (12) | |
H3 | 1.0461 | 0.6662 | 0.7735 | 0.035* | |
C2 | 0.8928 (5) | 0.7602 (4) | 0.7732 (4) | 0.0246 (10) | |
H2 | 0.8319 | 0.7104 | 0.7614 | 0.030* | |
C9 | 0.3759 (5) | 0.7531 (4) | 0.5849 (4) | 0.0287 (12) | |
H9 | 0.3023 | 0.7144 | 0.5939 | 0.034* | |
C18 | 0.5971 (5) | 0.9694 (3) | 0.9717 (3) | 0.0211 (10) | |
H18 | 0.6751 | 0.9384 | 0.9851 | 0.025* | |
C13 | 0.5538 (4) | 0.9702 (3) | 0.8800 (3) | 0.0179 (9) | |
C12 | 0.5932 (5) | 0.8685 (4) | 0.5590 (3) | 0.0198 (10) | |
H12 | 0.6661 | 0.9078 | 0.5497 | 0.024* | |
C8 | 0.4438 (4) | 0.7872 (4) | 0.6612 (4) | 0.0227 (10) | |
H8 | 0.4163 | 0.7705 | 0.7211 | 0.027* | |
C7 | 0.5534 (4) | 0.8467 (3) | 0.6496 (3) | 0.0185 (10) | |
C19 | 0.6133 (5) | 0.5836 (4) | 0.9315 (4) | 0.0279 (11) | |
H19A | 0.6975 | 0.5636 | 0.9114 | 0.042* | |
H19B | 0.5506 | 0.5590 | 0.8878 | 0.042* | |
H19C | 0.5963 | 0.5557 | 0.9922 | 0.042* | |
C10 | 0.4154 (5) | 0.7756 (4) | 0.4954 (4) | 0.0256 (11) | |
H10 | 0.3687 | 0.7527 | 0.4443 | 0.031* | |
C20 | 0.4428 (5) | 0.7303 (4) | 0.9743 (4) | 0.0265 (11) | |
H20A | 0.4226 | 0.8007 | 0.9809 | 0.040* | |
H20B | 0.4316 | 0.6969 | 1.0333 | 0.040* | |
H20C | 0.3868 | 0.7004 | 0.9287 | 0.040* | |
C11 | 0.5260 (5) | 0.8328 (4) | 0.4823 (4) | 0.0249 (11) | |
H11 | 0.5547 | 0.8470 | 0.4221 | 0.030* | |
C4 | 1.1127 (5) | 0.8061 (4) | 0.7976 (4) | 0.0310 (12) | |
H4 | 1.1988 | 0.7883 | 0.8023 | 0.037* | |
C6 | 0.9465 (4) | 0.9331 (4) | 0.8018 (4) | 0.0233 (10) | |
H6 | 0.9223 | 1.0002 | 0.8101 | 0.028* | |
C1 | 0.8536 (4) | 0.8603 (3) | 0.7833 (3) | 0.0187 (9) | |
C16 | 0.4115 (5) | 1.0605 (4) | 1.0232 (4) | 0.0262 (11) | |
H16 | 0.3640 | 1.0906 | 1.0706 | 0.031* | |
C5 | 1.0761 (5) | 0.9062 (5) | 0.8081 (4) | 0.0313 (12) | |
H5 | 1.1378 | 0.9556 | 0.8192 | 0.038* | |
C15 | 0.3661 (5) | 1.0628 (4) | 0.9314 (4) | 0.0293 (12) | |
H15 | 0.2884 | 1.0942 | 0.9179 | 0.035* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn1 | 0.01343 (14) | 0.01702 (14) | 0.01697 (15) | 0.00044 (12) | 0.00008 (12) | 0.00061 (12) |
Cl1 | 0.0183 (5) | 0.0193 (5) | 0.0268 (6) | −0.0005 (4) | −0.0006 (5) | 0.0046 (4) |
S1 | 0.0192 (5) | 0.0212 (6) | 0.0205 (6) | −0.0035 (5) | −0.0025 (5) | 0.0022 (5) |
O1 | 0.0262 (16) | 0.0221 (17) | 0.0152 (16) | 0.0020 (14) | 0.0026 (14) | 0.0018 (13) |
C17 | 0.033 (3) | 0.023 (2) | 0.020 (3) | −0.004 (2) | 0.003 (2) | −0.001 (2) |
C14 | 0.018 (2) | 0.025 (2) | 0.025 (3) | 0.002 (2) | 0.000 (2) | −0.001 (2) |
C3 | 0.030 (3) | 0.039 (3) | 0.020 (3) | 0.020 (2) | 0.000 (2) | −0.007 (2) |
C2 | 0.022 (2) | 0.028 (2) | 0.025 (2) | 0.0069 (19) | −0.004 (2) | −0.002 (2) |
C9 | 0.020 (3) | 0.026 (3) | 0.040 (3) | −0.002 (2) | −0.006 (2) | −0.006 (2) |
C18 | 0.021 (2) | 0.014 (2) | 0.029 (3) | −0.0012 (19) | 0.000 (2) | −0.001 (2) |
C13 | 0.018 (2) | 0.019 (2) | 0.017 (2) | −0.0021 (19) | 0.0027 (19) | −0.0019 (18) |
C12 | 0.021 (2) | 0.023 (2) | 0.015 (2) | −0.0004 (19) | 0.0012 (19) | −0.0036 (18) |
C8 | 0.017 (2) | 0.025 (2) | 0.026 (3) | −0.002 (2) | 0.001 (2) | 0.000 (2) |
C7 | 0.016 (2) | 0.018 (2) | 0.022 (2) | 0.0074 (18) | −0.0002 (19) | 0.0010 (19) |
C19 | 0.035 (3) | 0.020 (3) | 0.028 (3) | 0.004 (2) | −0.004 (2) | 0.006 (2) |
C10 | 0.029 (3) | 0.025 (3) | 0.024 (3) | 0.005 (2) | −0.009 (2) | −0.008 (2) |
C20 | 0.027 (3) | 0.036 (3) | 0.017 (2) | −0.007 (2) | 0.002 (2) | 0.002 (2) |
C11 | 0.033 (3) | 0.022 (2) | 0.020 (2) | 0.006 (2) | 0.003 (2) | 0.0051 (19) |
C4 | 0.021 (2) | 0.052 (3) | 0.020 (2) | 0.012 (2) | 0.001 (2) | 0.004 (2) |
C6 | 0.017 (2) | 0.029 (3) | 0.024 (2) | 0.0002 (19) | −0.001 (2) | 0.003 (2) |
C1 | 0.015 (2) | 0.025 (2) | 0.016 (2) | 0.0042 (18) | −0.001 (2) | 0.0016 (17) |
C16 | 0.024 (3) | 0.029 (3) | 0.025 (3) | −0.005 (2) | 0.005 (2) | −0.011 (2) |
C5 | 0.018 (2) | 0.046 (3) | 0.029 (3) | −0.001 (2) | 0.003 (2) | 0.010 (3) |
C15 | 0.017 (3) | 0.033 (3) | 0.038 (3) | 0.002 (2) | 0.003 (2) | −0.005 (2) |
Sn1—Cl1 | 2.4999 (14) | C12—C11 | 1.384 (7) |
Sn1—O1 | 2.311 (3) | C12—C7 | 1.391 (7) |
Sn1—C1 | 2.134 (5) | C12—H12 | 0.9300 |
Sn1—C7 | 2.132 (5) | C8—C7 | 1.397 (7) |
Sn1—C13 | 2.131 (5) | C8—H8 | 0.9300 |
S1—O1 | 1.529 (3) | C19—H19A | 0.9600 |
S1—C19 | 1.771 (5) | C19—H19B | 0.9600 |
S1—C20 | 1.779 (5) | C19—H19C | 0.9600 |
C17—C18 | 1.389 (7) | C10—C11 | 1.391 (7) |
C17—C16 | 1.399 (8) | C10—H10 | 0.9300 |
C17—H17 | 0.9300 | C20—H20A | 0.9600 |
C14—C15 | 1.382 (7) | C20—H20B | 0.9600 |
C14—C13 | 1.405 (7) | C20—H20C | 0.9600 |
C14—H14 | 0.9300 | C11—H11 | 0.9300 |
C3—C4 | 1.374 (8) | C4—C5 | 1.387 (8) |
C3—C2 | 1.391 (7) | C4—H4 | 0.9300 |
C3—H3 | 0.9300 | C6—C1 | 1.392 (7) |
C2—C1 | 1.394 (6) | C6—C5 | 1.398 (7) |
C2—H2 | 0.9300 | C6—H6 | 0.9300 |
C9—C10 | 1.377 (8) | C16—C15 | 1.395 (8) |
C9—C8 | 1.376 (7) | C16—H16 | 0.9300 |
C9—H9 | 0.9300 | C5—H5 | 0.9300 |
C18—C13 | 1.387 (7) | C15—H15 | 0.9300 |
C18—H18 | 0.9300 | ||
C13—Sn1—C7 | 119.29 (18) | C7—C8—H8 | 119.6 |
C13—Sn1—C1 | 121.03 (17) | C12—C7—C8 | 118.1 (4) |
C7—Sn1—C1 | 118.63 (17) | C12—C7—Sn1 | 121.4 (3) |
C13—Sn1—O1 | 87.39 (15) | C8—C7—Sn1 | 120.6 (4) |
C7—Sn1—O1 | 84.62 (15) | S1—C19—H19A | 109.5 |
C1—Sn1—O1 | 87.74 (15) | S1—C19—H19B | 109.5 |
C13—Sn1—Cl1 | 92.56 (13) | H19A—C19—H19B | 109.5 |
C7—Sn1—Cl1 | 94.58 (13) | S1—C19—H19C | 109.5 |
C1—Sn1—Cl1 | 93.10 (12) | H19A—C19—H19C | 109.5 |
O1—Sn1—Cl1 | 179.04 (9) | H19B—C19—H19C | 109.5 |
O1—S1—C19 | 102.5 (2) | C9—C10—C11 | 119.4 (5) |
O1—S1—C20 | 105.1 (2) | C9—C10—H10 | 120.3 |
C19—S1—C20 | 99.1 (3) | C11—C10—H10 | 120.3 |
S1—O1—Sn1 | 128.46 (19) | S1—C20—H20A | 109.5 |
C18—C17—C16 | 118.4 (5) | S1—C20—H20B | 109.5 |
C18—C17—H17 | 120.8 | H20A—C20—H20B | 109.5 |
C16—C17—H17 | 120.8 | S1—C20—H20C | 109.5 |
C15—C14—C13 | 120.7 (5) | H20A—C20—H20C | 109.5 |
C15—C14—H14 | 119.7 | H20B—C20—H20C | 109.5 |
C13—C14—H14 | 119.7 | C12—C11—C10 | 119.8 (5) |
C4—C3—C2 | 120.1 (5) | C12—C11—H11 | 120.1 |
C4—C3—H3 | 120.0 | C10—C11—H11 | 120.1 |
C2—C3—H3 | 120.0 | C3—C4—C5 | 119.9 (5) |
C3—C2—C1 | 121.2 (5) | C3—C4—H4 | 120.1 |
C3—C2—H2 | 119.4 | C5—C4—H4 | 120.1 |
C1—C2—H2 | 119.4 | C1—C6—C5 | 120.5 (5) |
C10—C9—C8 | 120.8 (5) | C1—C6—H6 | 119.8 |
C10—C9—H9 | 119.6 | C5—C6—H6 | 119.8 |
C8—C9—H9 | 119.6 | C6—C1—C2 | 118.3 (4) |
C13—C18—C17 | 122.3 (5) | C6—C1—Sn1 | 120.8 (3) |
C13—C18—H18 | 118.8 | C2—C1—Sn1 | 120.9 (3) |
C17—C18—H18 | 118.8 | C15—C16—C17 | 120.4 (5) |
C18—C13—C14 | 118.2 (4) | C15—C16—H16 | 119.8 |
C18—C13—Sn1 | 122.9 (3) | C17—C16—H16 | 119.8 |
C14—C13—Sn1 | 118.9 (3) | C4—C5—C6 | 120.1 (5) |
C11—C12—C7 | 121.1 (5) | C4—C5—H5 | 119.9 |
C11—C12—H12 | 119.4 | C6—C5—H5 | 119.9 |
C7—C12—H12 | 119.4 | C14—C15—C16 | 120.0 (5) |
C9—C8—C7 | 120.7 (5) | C14—C15—H15 | 120.0 |
C9—C8—H8 | 119.6 | C16—C15—H15 | 120.0 |
C19—S1—O1—Sn1 | −159.5 (3) | Cl1—Sn1—C7—C12 | 37.2 (4) |
C20—S1—O1—Sn1 | 97.4 (3) | C13—Sn1—C7—C8 | −47.5 (4) |
C13—Sn1—O1—S1 | −41.8 (3) | C1—Sn1—C7—C8 | 120.9 (4) |
C7—Sn1—O1—S1 | −161.5 (3) | O1—Sn1—C7—C8 | 36.4 (4) |
C1—Sn1—O1—S1 | 79.4 (3) | Cl1—Sn1—C7—C8 | −143.1 (4) |
C4—C3—C2—C1 | −0.1 (8) | C8—C9—C10—C11 | 0.5 (8) |
C16—C17—C18—C13 | −0.6 (7) | C7—C12—C11—C10 | 1.2 (7) |
C17—C18—C13—C14 | 0.7 (7) | C9—C10—C11—C12 | −1.5 (7) |
C17—C18—C13—Sn1 | −178.9 (4) | C2—C3—C4—C5 | 0.2 (8) |
C15—C14—C13—C18 | −0.5 (7) | C5—C6—C1—C2 | 1.4 (7) |
C15—C14—C13—Sn1 | 179.1 (4) | C5—C6—C1—Sn1 | −177.5 (4) |
C7—Sn1—C13—C18 | 152.0 (4) | C3—C2—C1—C6 | −0.7 (8) |
C1—Sn1—C13—C18 | −16.1 (5) | C3—C2—C1—Sn1 | 178.2 (4) |
O1—Sn1—C13—C18 | 69.7 (4) | C13—Sn1—C1—C6 | −61.1 (4) |
Cl1—Sn1—C13—C18 | −111.3 (4) | C7—Sn1—C1—C6 | 130.6 (4) |
C7—Sn1—C13—C14 | −27.5 (4) | O1—Sn1—C1—C6 | −146.7 (4) |
C1—Sn1—C13—C14 | 164.3 (3) | Cl1—Sn1—C1—C6 | 33.7 (4) |
O1—Sn1—C13—C14 | −109.9 (4) | C13—Sn1—C1—C2 | 120.0 (4) |
Cl1—Sn1—C13—C14 | 69.2 (4) | C7—Sn1—C1—C2 | −48.2 (4) |
C10—C9—C8—C7 | 0.9 (8) | O1—Sn1—C1—C2 | 34.4 (4) |
C11—C12—C7—C8 | 0.2 (7) | Cl1—Sn1—C1—C2 | −145.1 (4) |
C11—C12—C7—Sn1 | 179.9 (4) | C18—C17—C16—C15 | 0.3 (8) |
C9—C8—C7—C12 | −1.3 (7) | C3—C4—C5—C6 | 0.5 (8) |
C9—C8—C7—Sn1 | 179.0 (4) | C1—C6—C5—C4 | −1.3 (8) |
C13—Sn1—C7—C12 | 132.8 (4) | C13—C14—C15—C16 | 0.2 (8) |
C1—Sn1—C7—C12 | −58.8 (4) | C17—C16—C15—C14 | −0.2 (8) |
O1—Sn1—C7—C12 | −143.3 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
C20—H20C···Cl1i | 0.96 | 2.69 | 3.610 (6) | 161 |
C20—H20A···Cg3 | 0.96 | 2.94 | 3.813 (6) | 151 |
C20—H20B···Cg1ii | 0.96 | 2.61 | 3.490 (6) | 153 |
Symmetry codes: (i) −x+1, y−1/2, −z+3/2; (ii) x−1/2, −y+3/2, −z+2. |
Experimental details
Crystal data | |
Chemical formula | [Sn(C6H5)3Cl(C2H6OS)] |
Mr | 463.57 |
Crystal system, space group | Orthorhombic, P212121 |
Temperature (K) | 293 |
a, b, c (Å) | 10.417 (5), 13.235 (5), 14.302 (5) |
V (Å3) | 1971.8 (14) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.54 |
Crystal size (mm) | 0.26 × 0.24 × 0.22 |
Data collection | |
Diffractometer | Bruker SMART CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 2004) |
Tmin, Tmax | 0.677, 0.712 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 11203, 4052, 3877 |
Rint | 0.048 |
(sin θ/λ)max (Å−1) | 0.628 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.031, 0.085, 1.15 |
No. of reflections | 4052 |
No. of parameters | 217 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.18, −0.86 |
Absolute structure | Flack (1983), 1732 Friedel pairs |
Absolute structure parameter | −0.07 (3) |
Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Sn1—Cl1 | 2.4999 (14) | Sn1—C7 | 2.132 (5) |
Sn1—O1 | 2.311 (3) | Sn1—C13 | 2.131 (5) |
Sn1—C1 | 2.134 (5) |
D—H···A | D—H | H···A | D···A | D—H···A |
C20—H20C···Cl1i | 0.96 | 2.69 | 3.610 (6) | 161 |
C20—H20A···Cg3 | 0.96 | 2.94 | 3.813 (6) | 151 |
C20—H20B···Cg1ii | 0.96 | 2.61 | 3.490 (6) | 153 |
Symmetry codes: (i) −x+1, y−1/2, −z+3/2; (ii) x−1/2, −y+3/2, −z+2. |
Acknowledgements
SMS is grateful to the Council of Science and Technology, UP (CST, UP), India, for providing grants under the Young Scientists Scheme [ref No. CST/SERPD/D-3505.2008].
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This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Triorganotin(IV) complexes are well known for their biological activities as well as industrial applications (Willem et al., 1997; Gielen et al., 2000; Tian et al., 2005). Owing to wide spread applications of organotin compounds, their synthesis and characterization with O–containing ligands have been a continuing subject in recent years (Lo & Ng, 2009, Ng & Kumar Das, 1997). There are very rare examples of the triorganotin(IV) complexes with solvent molecules (Lo & Ng, 2009), in which solvent molecule acts as a chelator ligand.
The bond lengths and bond angles in the molecules are within normal ranges (Allen et al. 1987). The SnIV atom is coordinated by three phenyl groups, one chloride ion and one solvent molecule (DMSO) in a distorted trigonal biyramidal geometry (Fig. 1). The three phenyl groups are attached in a plane to the Sn atom and seemed like as three pedal of ceiling fan. The one chloride and one solvent molecule are located at axial positions and three phenyl groups are located at equatorial positions. Each phenyl group of the one compound is interacted with another phenyl group of another molecule by a π–π interaction and further interacted by a C—H···π interaction. The neighboring molecules are bound by C—H···Cl, C—H···π (Table 2) and a π–π interaction with a centroid-centroid distance of 3.934 (3) Å (Fig. 2).