
Acta Cryst. (2008). E64, m857 [ doi:10.1107/S1600536808015754 ]
O]triphenyltin(IV)In the title compound, [Sn(C6H5)3(C17H17O3S2)], the SnIV atom adopts a distorted tetrahedral SnC3O geometry. A short intramolecular Sn
O contact of 2.793 (2) Å also occurs.
A mixture of Ph3SnOH (1.0 mmol) and 2-[1,3]dithiolan-2-ylidene-3-oxo-5-(4-methelphenyl)-pent-4-enolic acid 2 (1.0 mmol) in toluene (20 ml) was refluxed for 3 h and water released in the reaction was removed azeotropically by a Dean-Stark apparatus. The reaction mixture was then cooled and toluene removed by a rotary evaporator. The resulting solid product was recrystallized with ethanol to give colourless slabs of (I).
All H atoms were placed geometrically (C—H = 0.93-0.97 Å) and refined as riding with Uiso(H) fixed at 0.08Å2.
Data collection: SMART (Bruker, 2002); cell refinement: 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: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
| Fig. 1. The molecular structure of (I) with displacement ellipsoids drawn at the 50% probability level (H atoms omitted for clarity). |
| [Sn(C6H5)3(C17H17O3S2)] | Z = 4 |
| Mr = 683.42 | F000 = 1392 |
| Monoclinic, P21/c | Dx = 1.405 Mg m−3 |
| Hall symbol: -P 2ybc | Mo Kα radiation λ = 0.71073 Å |
| a = 12.736 (3) Å | θ = 2.9–22.2º |
| b = 14.945 (3) Å | µ = 0.95 mm−1 |
| c = 17.733 (4) Å | T = 292 (2) K |
| β = 106.85 (3)º | Slab, colourless |
| V = 3230.4 (11) Å3 | 0.43 × 0.21 × 0.08 mm |
| Bruker APEXII diffractometer | 5654 independent reflections |
| Radiation source: fine-focus sealed tube | 4186 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.017 |
| Detector resolution: 0 pixels mm-1 | θmax = 25.0º |
| T = 292(2) K | θmin = 1.7º |
| ω scans | h = −1→15 |
| Absorption correction: multi-scan (SADABS; Bruker, 2002) | k = −1→17 |
| Tmin = 0.793, Tmax = 0.943 | l = −21→20 |
| 7230 measured reflections |
| 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)] = 0.029 | H-atom parameters constrained |
| wR(F2) = 0.066 | w = 1/[σ2(Fo2) + (0.0285P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 0.91 | (Δ/σ)max = 0.001 |
| 5654 reflections | Δρmax = 0.32 e Å−3 |
| 370 parameters | Δρmin = −0.25 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [Sn(C6H5)3(C17H17O3S2)] | V = 3230.4 (11) Å3 |
| Mr = 683.42 | Z = 4 |
| Monoclinic, P21/c | Mo Kα |
| a = 12.736 (3) Å | µ = 0.95 mm−1 |
| b = 14.945 (3) Å | T = 292 (2) K |
| c = 17.733 (4) Å | 0.43 × 0.21 × 0.08 mm |
| β = 106.85 (3)º |
| Bruker APEXII diffractometer | 5654 independent reflections |
| Absorption correction: multi-scan (SADABS; Bruker, 2002) | 4186 reflections with I > 2σ(I) |
| Tmin = 0.793, Tmax = 0.943 | Rint = 0.017 |
| 7230 measured reflections |
| R[F2 > 2σ(F2)] = 0.029 | 370 parameters |
| wR(F2) = 0.066 | H-atom parameters constrained |
| S = 0.91 | Δρmax = 0.32 e Å−3 |
| 5654 reflections | Δρmin = −0.25 e Å−3 |
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 | ||
| Sn | 0.369434 (16) | 0.896438 (14) | 0.055072 (11) | 0.04525 (7) | |
| S1 | 0.04717 (8) | 0.68154 (7) | 0.23041 (5) | 0.0680 (2) | |
| S2 | 0.16556 (7) | 0.85632 (6) | 0.21982 (5) | 0.0676 (2) | |
| O1 | 0.31329 (16) | 0.80230 (14) | 0.11995 (11) | 0.0529 (5) | |
| O2 | 0.16982 (18) | 0.80468 (14) | 0.01464 (12) | 0.0605 (6) | |
| O3 | 0.0657 (2) | 0.57848 (15) | 0.10596 (15) | 0.0754 (7) | |
| C1 | 0.2679 (2) | 1.0122 (2) | 0.03678 (16) | 0.0480 (7) | |
| C2 | 0.1598 (3) | 1.0121 (2) | −0.0094 (2) | 0.0654 (9) | |
| H2 | 0.1293 | 0.9594 | −0.0342 | 0.080* | |
| C3 | 0.0962 (3) | 1.0882 (3) | −0.0197 (2) | 0.0789 (11) | |
| H3 | 0.0234 | 1.0865 | −0.0504 | 0.080* | |
| C4 | 0.1402 (4) | 1.1657 (3) | 0.0153 (3) | 0.0890 (13) | |
| H4 | 0.0976 | 1.2173 | 0.0086 | 0.080* | |
| C5 | 0.2478 (4) | 1.1680 (3) | 0.0608 (3) | 0.0944 (13) | |
| H5 | 0.2777 | 1.2212 | 0.0849 | 0.080* | |
| C6 | 0.3114 (3) | 1.0923 (2) | 0.0708 (2) | 0.0677 (9) | |
| H6 | 0.3845 | 1.0949 | 0.1009 | 0.080* | |
| C7 | 0.5206 (2) | 0.91750 (19) | 0.14472 (18) | 0.0491 (7) | |
| C8 | 0.5215 (3) | 0.9442 (2) | 0.22032 (18) | 0.0599 (8) | |
| H8 | 0.4553 | 0.9551 | 0.2310 | 0.080* | |
| C9 | 0.6177 (3) | 0.9546 (3) | 0.2790 (2) | 0.0757 (11) | |
| H9 | 0.6164 | 0.9723 | 0.3291 | 0.080* | |
| C10 | 0.7161 (3) | 0.9392 (3) | 0.2644 (2) | 0.0787 (11) | |
| H10 | 0.7814 | 0.9470 | 0.3042 | 0.080* | |
| C11 | 0.7180 (3) | 0.9124 (3) | 0.1916 (2) | 0.0786 (11) | |
| H11 | 0.7849 | 0.9013 | 0.1821 | 0.080* | |
| C12 | 0.6215 (2) | 0.9013 (2) | 0.13137 (19) | 0.0602 (8) | |
| H12 | 0.6240 | 0.8831 | 0.0818 | 0.080* | |
| C13 | 0.3984 (2) | 0.8288 (2) | −0.04210 (16) | 0.0473 (7) | |
| C14 | 0.3547 (3) | 0.8590 (2) | −0.11887 (18) | 0.0596 (8) | |
| H14 | 0.3090 | 0.9088 | −0.1289 | 0.080* | |
| C15 | 0.3792 (3) | 0.8153 (3) | −0.18026 (19) | 0.0758 (11) | |
| H15 | 0.3493 | 0.8357 | −0.2316 | 0.080* | |
| C16 | 0.4463 (4) | 0.7428 (3) | −0.1666 (3) | 0.0853 (13) | |
| H16 | 0.4633 | 0.7148 | −0.2084 | 0.080* | |
| C17 | 0.4890 (4) | 0.7108 (3) | −0.0920 (3) | 0.0829 (12) | |
| H17 | 0.5331 | 0.6600 | −0.0831 | 0.080* | |
| C18 | 0.4665 (3) | 0.7542 (2) | −0.0297 (2) | 0.0651 (9) | |
| H18 | 0.4973 | 0.7332 | 0.0213 | 0.080* | |
| C19 | 0.2141 (2) | 0.77828 (19) | 0.08166 (17) | 0.0452 (7) | |
| C20 | 0.1567 (2) | 0.71697 (19) | 0.12296 (15) | 0.0436 (7) | |
| C21 | 0.1364 (2) | 0.62483 (19) | 0.09161 (17) | 0.0494 (7) | |
| C22 | 0.2053 (3) | 0.59116 (19) | 0.04431 (17) | 0.0503 (7) | |
| H22 | 0.2623 | 0.6267 | 0.0383 | 0.080* | |
| C23 | 0.1887 (3) | 0.5114 (2) | 0.00984 (17) | 0.0522 (7) | |
| H23 | 0.1314 | 0.4781 | 0.0183 | 0.080* | |
| C24 | 0.2480 (2) | 0.4690 (2) | −0.03935 (17) | 0.0502 (7) | |
| C25 | 0.3373 (3) | 0.5064 (2) | −0.0554 (2) | 0.0894 (13) | |
| H25 | 0.3645 | 0.5608 | −0.0323 | 0.080* | |
| C26 | 0.3877 (4) | 0.4655 (3) | −0.1050 (3) | 0.1033 (16) | |
| H26 | 0.4478 | 0.4935 | −0.1145 | 0.080* | |
| C27 | 0.3535 (3) | 0.3857 (2) | −0.1407 (2) | 0.0694 (10) | |
| C28 | 0.4098 (4) | 0.3420 (3) | −0.1948 (2) | 0.1017 (15) | |
| H28A | 0.4700 | 0.3787 | −0.1985 | 0.080* | |
| H28B | 0.3585 | 0.3352 | −0.2462 | 0.080* | |
| H28C | 0.4367 | 0.2843 | −0.1744 | 0.080* | |
| C29 | 0.2650 (3) | 0.3485 (3) | −0.1252 (2) | 0.0863 (12) | |
| H29 | 0.2381 | 0.2943 | −0.1488 | 0.080* | |
| C30 | 0.2133 (3) | 0.3887 (2) | −0.0754 (2) | 0.0753 (10) | |
| H30 | 0.1533 | 0.3605 | −0.0660 | 0.080* | |
| C31 | 0.1233 (2) | 0.7476 (2) | 0.18458 (15) | 0.0476 (7) | |
| C32 | 0.0722 (3) | 0.7268 (3) | 0.32917 (18) | 0.0852 (12) | |
| H32A | 0.0642 | 0.6786 | 0.3637 | 0.080* | |
| H32B | 0.1478 | 0.7468 | 0.3471 | 0.080* | |
| C33 | −0.0004 (3) | 0.8036 (3) | 0.3391 (2) | 0.0883 (13) | |
| H33A | −0.0742 | 0.7930 | 0.3054 | 0.080* | |
| H33B | −0.0035 | 0.8038 | 0.3932 | 0.080* | |
| C34 | 0.0353 (4) | 0.8927 (3) | 0.3209 (2) | 0.0983 (15) | |
| H34A | 0.1061 | 0.9054 | 0.3582 | 0.080* | |
| H34B | −0.0162 | 0.9366 | 0.3294 | 0.080* | |
| C35 | 0.0451 (3) | 0.9053 (3) | 0.2383 (2) | 0.0832 (12) | |
| H35A | 0.0450 | 0.9690 | 0.2276 | 0.080* | |
| H35B | −0.0195 | 0.8798 | 0.2012 | 0.080* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Sn | 0.04499 (11) | 0.04695 (12) | 0.04510 (11) | −0.00348 (11) | 0.01511 (8) | −0.00145 (10) |
| S1 | 0.0732 (6) | 0.0831 (6) | 0.0592 (5) | −0.0096 (5) | 0.0375 (4) | −0.0034 (5) |
| S2 | 0.0619 (5) | 0.0686 (6) | 0.0770 (6) | −0.0067 (5) | 0.0276 (5) | −0.0286 (5) |
| O1 | 0.0483 (12) | 0.0601 (13) | 0.0505 (11) | −0.0097 (11) | 0.0145 (10) | 0.0038 (10) |
| O2 | 0.0680 (14) | 0.0639 (14) | 0.0470 (12) | −0.0052 (12) | 0.0125 (11) | 0.0064 (11) |
| O3 | 0.0801 (17) | 0.0673 (16) | 0.0954 (18) | −0.0277 (13) | 0.0517 (15) | −0.0229 (13) |
| C1 | 0.0501 (18) | 0.0473 (18) | 0.0500 (16) | −0.0004 (15) | 0.0199 (15) | 0.0040 (14) |
| C2 | 0.060 (2) | 0.062 (2) | 0.069 (2) | 0.0024 (19) | 0.0090 (18) | 0.0082 (18) |
| C3 | 0.062 (2) | 0.078 (3) | 0.093 (3) | 0.008 (2) | 0.017 (2) | 0.024 (2) |
| C4 | 0.078 (3) | 0.067 (3) | 0.129 (4) | 0.024 (2) | 0.042 (3) | 0.016 (3) |
| C5 | 0.097 (3) | 0.054 (2) | 0.134 (4) | 0.005 (2) | 0.036 (3) | −0.015 (2) |
| C6 | 0.057 (2) | 0.062 (2) | 0.082 (2) | −0.0036 (19) | 0.0177 (18) | −0.0059 (19) |
| C7 | 0.0453 (17) | 0.0444 (18) | 0.0567 (17) | −0.0069 (14) | 0.0134 (14) | −0.0024 (14) |
| C8 | 0.0530 (19) | 0.069 (2) | 0.0597 (19) | −0.0056 (18) | 0.0192 (16) | −0.0092 (17) |
| C9 | 0.070 (2) | 0.093 (3) | 0.059 (2) | −0.010 (2) | 0.0114 (19) | −0.014 (2) |
| C10 | 0.054 (2) | 0.090 (3) | 0.080 (3) | −0.008 (2) | −0.0017 (19) | −0.008 (2) |
| C11 | 0.0416 (19) | 0.093 (3) | 0.101 (3) | 0.003 (2) | 0.0200 (19) | −0.005 (2) |
| C12 | 0.0523 (18) | 0.066 (2) | 0.068 (2) | −0.0056 (18) | 0.0252 (16) | −0.0061 (18) |
| C13 | 0.0487 (17) | 0.0497 (17) | 0.0466 (16) | −0.0084 (15) | 0.0190 (14) | −0.0039 (14) |
| C14 | 0.0555 (19) | 0.067 (2) | 0.0544 (18) | −0.0163 (18) | 0.0127 (16) | −0.0024 (16) |
| C15 | 0.088 (3) | 0.094 (3) | 0.0456 (18) | −0.037 (3) | 0.0198 (19) | −0.011 (2) |
| C16 | 0.110 (3) | 0.080 (3) | 0.088 (3) | −0.041 (3) | 0.063 (3) | −0.038 (2) |
| C17 | 0.101 (3) | 0.057 (2) | 0.108 (3) | −0.004 (2) | 0.058 (3) | −0.015 (2) |
| C18 | 0.075 (2) | 0.062 (2) | 0.065 (2) | 0.0032 (19) | 0.0303 (19) | −0.0027 (18) |
| C19 | 0.0487 (17) | 0.0416 (16) | 0.0477 (17) | −0.0021 (14) | 0.0178 (14) | −0.0101 (14) |
| C20 | 0.0422 (16) | 0.0498 (17) | 0.0384 (14) | −0.0042 (14) | 0.0112 (12) | −0.0032 (13) |
| C21 | 0.0512 (17) | 0.0511 (19) | 0.0469 (16) | −0.0062 (15) | 0.0159 (14) | −0.0015 (13) |
| C22 | 0.0530 (18) | 0.0492 (19) | 0.0521 (16) | −0.0087 (15) | 0.0206 (14) | −0.0047 (14) |
| C23 | 0.0559 (19) | 0.0492 (18) | 0.0525 (17) | −0.0004 (16) | 0.0173 (15) | 0.0018 (15) |
| C24 | 0.0541 (18) | 0.0438 (17) | 0.0527 (17) | 0.0005 (15) | 0.0155 (15) | 0.0005 (14) |
| C25 | 0.116 (3) | 0.059 (2) | 0.123 (3) | −0.029 (2) | 0.080 (3) | −0.037 (2) |
| C26 | 0.124 (4) | 0.074 (3) | 0.149 (4) | −0.026 (3) | 0.099 (3) | −0.027 (3) |
| C27 | 0.093 (3) | 0.057 (2) | 0.068 (2) | 0.017 (2) | 0.039 (2) | 0.0083 (18) |
| C28 | 0.152 (4) | 0.080 (3) | 0.099 (3) | 0.025 (3) | 0.076 (3) | 0.009 (2) |
| C29 | 0.089 (3) | 0.070 (3) | 0.104 (3) | −0.001 (2) | 0.034 (3) | −0.035 (2) |
| C30 | 0.067 (2) | 0.063 (2) | 0.101 (3) | −0.009 (2) | 0.032 (2) | −0.022 (2) |
| C31 | 0.0419 (16) | 0.0578 (18) | 0.0433 (15) | 0.0030 (14) | 0.0124 (13) | −0.0024 (14) |
| C32 | 0.085 (3) | 0.131 (4) | 0.0451 (18) | 0.018 (3) | 0.0262 (18) | 0.007 (2) |
| C33 | 0.076 (3) | 0.136 (4) | 0.059 (2) | 0.022 (3) | 0.030 (2) | −0.014 (3) |
| C34 | 0.077 (3) | 0.130 (4) | 0.093 (3) | 0.008 (3) | 0.033 (2) | −0.053 (3) |
| C35 | 0.079 (3) | 0.074 (3) | 0.099 (3) | 0.019 (2) | 0.031 (2) | −0.017 (2) |
| Sn—O1 | 2.0716 (19) | C16—C17 | 1.362 (5) |
| Sn—C13 | 2.121 (3) | C16—H16 | 0.9300 |
| Sn—C1 | 2.128 (3) | C17—C18 | 1.381 (4) |
| Sn—C7 | 2.135 (3) | C17—H17 | 0.9300 |
| S1—C31 | 1.741 (3) | C18—H18 | 0.9300 |
| S1—C32 | 1.817 (3) | C19—C20 | 1.490 (4) |
| S2—C31 | 1.768 (3) | C20—C31 | 1.361 (4) |
| S2—C35 | 1.813 (3) | C20—C21 | 1.479 (4) |
| C19—O1 | 1.300 (3) | C21—C22 | 1.468 (4) |
| C19—O2 | 1.224 (3) | C22—C23 | 1.329 (4) |
| C21—O3 | 1.219 (3) | C22—H22 | 0.9300 |
| C1—C6 | 1.381 (4) | C23—C24 | 1.454 (4) |
| C1—C2 | 1.383 (4) | C23—H23 | 0.9300 |
| C2—C3 | 1.378 (5) | C24—C25 | 1.370 (4) |
| C2—H2 | 0.9300 | C24—C30 | 1.371 (4) |
| C3—C4 | 1.356 (5) | C25—C26 | 1.372 (5) |
| C3—H3 | 0.9300 | C25—H25 | 0.9300 |
| C4—C5 | 1.374 (6) | C26—C27 | 1.361 (5) |
| C4—H4 | 0.9300 | C26—H26 | 0.9300 |
| C5—C6 | 1.374 (5) | C27—C29 | 1.356 (5) |
| C5—H5 | 0.9300 | C27—C28 | 1.504 (5) |
| C6—H6 | 0.9300 | C28—H28A | 0.9600 |
| C7—C12 | 1.393 (4) | C28—H28B | 0.9600 |
| C7—C8 | 1.395 (4) | C28—H28C | 0.9600 |
| C8—C9 | 1.368 (4) | C29—C30 | 1.382 (5) |
| C8—H8 | 0.9300 | C29—H29 | 0.9300 |
| C9—C10 | 1.371 (5) | C30—H30 | 0.9300 |
| C9—H9 | 0.9300 | C32—C33 | 1.516 (5) |
| C10—C11 | 1.358 (5) | C32—H32A | 0.9700 |
| C10—H10 | 0.9300 | C32—H32B | 0.9700 |
| C11—C12 | 1.385 (5) | C33—C34 | 1.472 (5) |
| C11—H11 | 0.9300 | C33—H33A | 0.9700 |
| C12—H12 | 0.9300 | C33—H33B | 0.9700 |
| C13—C14 | 1.389 (4) | C34—C35 | 1.519 (5) |
| C13—C18 | 1.390 (4) | C34—H34A | 0.9700 |
| C14—C15 | 1.380 (5) | C34—H34B | 0.9700 |
| C14—H14 | 0.9300 | C35—H35A | 0.9700 |
| C15—C16 | 1.359 (5) | C35—H35B | 0.9700 |
| C15—H15 | 0.9300 | ||
| O1—Sn—C13 | 107.27 (10) | O1—C19—C20 | 117.0 (2) |
| O1—Sn—C1 | 110.16 (9) | C31—C20—C21 | 123.6 (3) |
| C13—Sn—C1 | 120.34 (11) | C31—C20—C19 | 120.0 (3) |
| O1—Sn—C7 | 93.93 (9) | C21—C20—C19 | 116.4 (2) |
| C13—Sn—C7 | 110.09 (11) | O3—C21—C22 | 121.6 (3) |
| C1—Sn—C7 | 111.75 (11) | O3—C21—C20 | 120.6 (3) |
| C31—S1—C32 | 105.85 (17) | C22—C21—C20 | 117.7 (3) |
| C31—S2—C35 | 104.38 (17) | C23—C22—C21 | 121.9 (3) |
| C19—O1—Sn | 109.70 (17) | C23—C22—H22 | 119.0 |
| C6—C1—C2 | 117.7 (3) | C21—C22—H22 | 119.0 |
| C6—C1—Sn | 119.2 (2) | C22—C23—C24 | 128.7 (3) |
| C2—C1—Sn | 123.0 (2) | C22—C23—H23 | 115.6 |
| C3—C2—C1 | 121.5 (3) | C24—C23—H23 | 115.6 |
| C3—C2—H2 | 119.3 | C25—C24—C30 | 115.8 (3) |
| C1—C2—H2 | 119.3 | C25—C24—C23 | 123.7 (3) |
| C4—C3—C2 | 119.7 (4) | C30—C24—C23 | 120.5 (3) |
| C4—C3—H3 | 120.1 | C24—C25—C26 | 121.5 (3) |
| C2—C3—H3 | 120.1 | C24—C25—H25 | 119.3 |
| C3—C4—C5 | 120.0 (4) | C26—C25—H25 | 119.3 |
| C3—C4—H4 | 120.0 | C27—C26—C25 | 122.9 (4) |
| C5—C4—H4 | 120.0 | C27—C26—H26 | 118.6 |
| C4—C5—C6 | 120.4 (4) | C25—C26—H26 | 118.6 |
| C4—C5—H5 | 119.8 | C29—C27—C26 | 116.0 (3) |
| C6—C5—H5 | 119.8 | C29—C27—C28 | 122.0 (4) |
| C5—C6—C1 | 120.6 (3) | C26—C27—C28 | 122.1 (4) |
| C5—C6—H6 | 119.7 | C27—C28—H28A | 109.5 |
| C1—C6—H6 | 119.7 | C27—C28—H28B | 109.5 |
| C12—C7—C8 | 117.5 (3) | H28A—C28—H28B | 109.5 |
| C12—C7—Sn | 121.6 (2) | C27—C28—H28C | 109.5 |
| C8—C7—Sn | 120.8 (2) | H28A—C28—H28C | 109.5 |
| C9—C8—C7 | 121.3 (3) | H28B—C28—H28C | 109.5 |
| C9—C8—H8 | 119.3 | C27—C29—C30 | 121.9 (4) |
| C7—C8—H8 | 119.3 | C27—C29—H29 | 119.0 |
| C8—C9—C10 | 120.2 (3) | C30—C29—H29 | 119.0 |
| C8—C9—H9 | 119.9 | C24—C30—C29 | 122.0 (4) |
| C10—C9—H9 | 119.9 | C24—C30—H30 | 119.0 |
| C11—C10—C9 | 119.9 (3) | C29—C30—H30 | 119.0 |
| C11—C10—H10 | 120.0 | C20—C31—S1 | 122.0 (2) |
| C9—C10—H10 | 120.0 | C20—C31—S2 | 117.3 (2) |
| C10—C11—C12 | 120.8 (3) | S1—C31—S2 | 120.63 (16) |
| C10—C11—H11 | 119.6 | C33—C32—S1 | 116.9 (3) |
| C12—C11—H11 | 119.6 | C33—C32—H32A | 108.1 |
| C11—C12—C7 | 120.3 (3) | S1—C32—H32A | 108.1 |
| C11—C12—H12 | 119.9 | C33—C32—H32B | 108.1 |
| C7—C12—H12 | 119.9 | S1—C32—H32B | 108.1 |
| C14—C13—C18 | 118.0 (3) | H32A—C32—H32B | 107.3 |
| C14—C13—Sn | 121.8 (2) | C34—C33—C32 | 114.9 (3) |
| C18—C13—Sn | 120.1 (2) | C34—C33—H33A | 108.5 |
| C15—C14—C13 | 120.1 (3) | C32—C33—H33A | 108.5 |
| C15—C14—H14 | 120.0 | C34—C33—H33B | 108.5 |
| C13—C14—H14 | 120.0 | C32—C33—H33B | 108.5 |
| C16—C15—C14 | 120.8 (3) | H33A—C33—H33B | 107.5 |
| C16—C15—H15 | 119.6 | C33—C34—C35 | 116.2 (3) |
| C14—C15—H15 | 119.6 | C33—C34—H34A | 108.2 |
| C15—C16—C17 | 120.4 (4) | C35—C34—H34A | 108.2 |
| C15—C16—H16 | 119.8 | C33—C34—H34B | 108.2 |
| C17—C16—H16 | 119.8 | C35—C34—H34B | 108.2 |
| C16—C17—C18 | 119.7 (4) | H34A—C34—H34B | 107.4 |
| C16—C17—H17 | 120.2 | C34—C35—S2 | 115.8 (3) |
| C18—C17—H17 | 120.2 | C34—C35—H35A | 108.3 |
| C17—C18—C13 | 121.0 (3) | S2—C35—H35A | 108.3 |
| C17—C18—H18 | 119.5 | C34—C35—H35B | 108.3 |
| C13—C18—H18 | 119.5 | S2—C35—H35B | 108.3 |
| O2—C19—O1 | 121.5 (3) | H35A—C35—H35B | 107.4 |
| O2—C19—C20 | 121.5 (3) | ||
| C13—Sn—O1—C19 | −71.56 (19) | C16—C17—C18—C13 | 1.7 (5) |
| C1—Sn—O1—C19 | 61.1 (2) | C14—C13—C18—C17 | −0.7 (5) |
| C7—Sn—O1—C19 | 175.99 (18) | Sn—C13—C18—C17 | −178.1 (3) |
| O1—Sn—C1—C6 | 114.2 (2) | Sn—O1—C19—O2 | 5.6 (3) |
| C13—Sn—C1—C6 | −120.2 (2) | Sn—O1—C19—C20 | −174.50 (19) |
| C7—Sn—C1—C6 | 11.2 (3) | O2—C19—C20—C31 | −109.5 (3) |
| O1—Sn—C1—C2 | −67.2 (3) | O1—C19—C20—C31 | 70.6 (4) |
| C13—Sn—C1—C2 | 58.3 (3) | O2—C19—C20—C21 | 68.6 (4) |
| C7—Sn—C1—C2 | −170.2 (2) | O1—C19—C20—C21 | −111.2 (3) |
| C6—C1—C2—C3 | −1.8 (5) | C31—C20—C21—O3 | 18.6 (5) |
| Sn—C1—C2—C3 | 179.6 (3) | C19—C20—C21—O3 | −159.5 (3) |
| C1—C2—C3—C4 | 0.9 (6) | C31—C20—C21—C22 | −160.3 (3) |
| C2—C3—C4—C5 | −0.1 (6) | C19—C20—C21—C22 | 21.6 (4) |
| C3—C4—C5—C6 | 0.3 (7) | O3—C21—C22—C23 | 5.3 (5) |
| C4—C5—C6—C1 | −1.3 (6) | C20—C21—C22—C23 | −175.9 (3) |
| C2—C1—C6—C5 | 2.0 (5) | C21—C22—C23—C24 | 179.1 (3) |
| Sn—C1—C6—C5 | −179.4 (3) | C22—C23—C24—C25 | 2.8 (5) |
| O1—Sn—C7—C12 | 120.0 (3) | C22—C23—C24—C30 | −174.6 (3) |
| C13—Sn—C7—C12 | 10.0 (3) | C30—C24—C25—C26 | 0.3 (6) |
| C1—Sn—C7—C12 | −126.5 (3) | C23—C24—C25—C26 | −177.2 (4) |
| O1—Sn—C7—C8 | −57.0 (3) | C24—C25—C26—C27 | −0.5 (7) |
| C13—Sn—C7—C8 | −167.0 (2) | C25—C26—C27—C29 | 0.6 (7) |
| C1—Sn—C7—C8 | 56.5 (3) | C25—C26—C27—C28 | 180.0 (4) |
| C12—C7—C8—C9 | 0.4 (5) | C26—C27—C29—C30 | −0.7 (6) |
| Sn—C7—C8—C9 | 177.5 (3) | C28—C27—C29—C30 | 180.0 (4) |
| C7—C8—C9—C10 | 0.2 (6) | C25—C24—C30—C29 | −0.4 (6) |
| C8—C9—C10—C11 | −0.8 (7) | C23—C24—C30—C29 | 177.2 (3) |
| C9—C10—C11—C12 | 0.8 (6) | C27—C29—C30—C24 | 0.7 (6) |
| C10—C11—C12—C7 | −0.2 (6) | C21—C20—C31—S1 | −2.8 (4) |
| C8—C7—C12—C11 | −0.4 (5) | C19—C20—C31—S1 | 175.2 (2) |
| Sn—C7—C12—C11 | −177.5 (3) | C21—C20—C31—S2 | 174.4 (2) |
| O1—Sn—C13—C14 | 128.4 (2) | C19—C20—C31—S2 | −7.6 (4) |
| C1—Sn—C13—C14 | 1.6 (3) | C32—S1—C31—C20 | 156.1 (2) |
| C7—Sn—C13—C14 | −130.6 (2) | C32—S1—C31—S2 | −21.1 (2) |
| O1—Sn—C13—C18 | −54.3 (3) | C35—S2—C31—C20 | 138.4 (2) |
| C1—Sn—C13—C18 | 178.8 (2) | C35—S2—C31—S1 | −44.3 (2) |
| C7—Sn—C13—C18 | 46.6 (3) | C31—S1—C32—C33 | 86.2 (3) |
| C18—C13—C14—C15 | 0.1 (5) | S1—C32—C33—C34 | −83.9 (4) |
| Sn—C13—C14—C15 | 177.3 (2) | C32—C33—C34—C35 | 58.3 (5) |
| C13—C14—C15—C16 | −0.4 (5) | C33—C34—C35—S2 | −76.7 (4) |
| C14—C15—C16—C17 | 1.4 (6) | C31—S2—C35—C34 | 91.1 (3) |
| C15—C16—C17—C18 | −2.0 (6) |
| Sn—O1 | 2.0716 (19) | Sn—C1 | 2.128 (3) |
| Sn—C13 | 2.121 (3) | Sn—C7 | 2.135 (3) |
Bruker (2002). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. If an APEXII diffractometer has been used, software should be APEX2instead of SMART, in which case please provide alternative reference; or was an APEXdiffractometer used?
James, B. D., Gioskos, S., Chandra, S., Magee, R. J. & Cashion, J. D. (1992). J. Organomet. Chem. 436, 155–167.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
Organotin compounds have been extensively studied owing their biological activities and varied structures (e.g. James et al., 1992). Here, we present the synthesis and structure of the title molecular complex, (I), (Fig. 1).
The tin atom in (I) is coordinated to three carbon atoms from three phenyl groups and one oxygen atom from a carboxylate group (Table 1). A short Sn···O contact of 2.793 (2)Å also occurs, so the coordination of the carboxylate group could also be described as very asymmetric bidentate although the C-O bond lengths are very different [1.224 (3) and 1.300 (3)Å], suggestive of charge localisation.