metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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ISSN: 2056-9890

[2-(1,3-Di­thio­lan-2-yl­­idene)-5-(4-methyl­phen­yl)-3-oxopent-4-enoato-κO]tri­phenyl­tin(IV)

aDepartment of Chemistry, BaiCheng Normal College, BaiCheng 137000, People's Republic of China
*Correspondence e-mail: fangwei1026@yahoo.com.cn

(Received 18 May 2008; accepted 26 May 2008; online 7 June 2008)

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.

Related literature

For related literature, see: James et al. (1992[James, B. D., Gioskos, S., Chandra, S., Magee, R. J. & Cashion, J. D. (1992). J. Organomet. Chem. 436, 155-167.]).

[Scheme 1]

Experimental

Crystal data
  • [Sn(C6H5)3(C17H17O3S2)]

  • Mr = 683.42

  • Monoclinic, P 21 /c

  • a = 12.736 (3) Å

  • b = 14.945 (3) Å

  • c = 17.733 (4) Å

  • β = 106.85 (3)°

  • V = 3230.4 (11) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 0.95 mm−1

  • T = 292 (2) K

  • 0.43 × 0.21 × 0.08 mm

Data collection
  • Bruker APEX diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2002[Bruker (2002). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.793, Tmax = 0.943

  • 7230 measured reflections

  • 5654 independent reflections

  • 4186 reflections with I > 2σ(I)

  • Rint = 0.017

Refinement
  • R[F2 > 2σ(F2)] = 0.029

  • wR(F2) = 0.066

  • S = 0.91

  • 5654 reflections

  • 370 parameters

  • H-atom parameters constrained

  • Δρmax = 0.32 e Å−3

  • Δρmin = −0.25 e Å−3

Table 1
Selected bond lengths (Å)

Sn—O1 2.0716 (19)
Sn—C13 2.121 (3)
Sn—C1 2.128 (3)
Sn—C7 2.135 (3)

Data collection: SMART (Bruker, 2002[Bruker (2002). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2002[Bruker (2002). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

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.

Related literature top

For related literature, see: James et al. (1992).

Experimental top

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).

Refinement top

All H atoms were placed geometrically (C—H = 0.93-0.97 Å) and refined as riding with Uiso(H) fixed at 0.08Å2.

Computing details top

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).

Figures top
[Figure 1] Fig. 1. The molecular structure of (I) with displacement ellipsoids drawn at the 50% probability level (H atoms omitted for clarity).
[2-(1,3-Dithiolan-2-ylidene)-5-(4-methylphenyl)-3-oxopent-4-enoato- κO]triphenyltin(IV) top
Crystal data top
[Sn(C6H5)3(C17H17O3S2)]Z = 4
Mr = 683.42F(000) = 1392
Monoclinic, P21/cDx = 1.405 Mg m3
Hall symbol: -P 2ybcMo Kα radiation, λ = 0.71073 Å
a = 12.736 (3) Åθ = 2.9–22.2°
b = 14.945 (3) ŵ = 0.95 mm1
c = 17.733 (4) ÅT = 292 K
β = 106.85 (3)°Slab, colourless
V = 3230.4 (11) Å30.43 × 0.21 × 0.08 mm
Data collection top
Bruker APEXII
diffractometer
5654 independent reflections
Radiation source: fine-focus sealed tube4186 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.017
Detector resolution: 0 pixels mm-1θmax = 25.0°, θmin = 1.7°
ω scansh = 115
Absorption correction: multi-scan
(SADABS; Bruker, 2002)
k = 117
Tmin = 0.793, Tmax = 0.943l = 2120
7230 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.029Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.066H-atom parameters constrained
S = 0.91 w = 1/[σ2(Fo2) + (0.0285P)2]
where P = (Fo2 + 2Fc2)/3
5654 reflections(Δ/σ)max = 0.001
370 parametersΔρmax = 0.32 e Å3
0 restraintsΔρmin = 0.25 e Å3
Crystal data top
[Sn(C6H5)3(C17H17O3S2)]V = 3230.4 (11) Å3
Mr = 683.42Z = 4
Monoclinic, P21/cMo Kα radiation
a = 12.736 (3) ŵ = 0.95 mm1
b = 14.945 (3) ÅT = 292 K
c = 17.733 (4) Å0.43 × 0.21 × 0.08 mm
β = 106.85 (3)°
Data collection top
Bruker APEXII
diffractometer
5654 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2002)
4186 reflections with I > 2σ(I)
Tmin = 0.793, Tmax = 0.943Rint = 0.017
7230 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0290 restraints
wR(F2) = 0.066H-atom parameters constrained
S = 0.91Δρmax = 0.32 e Å3
5654 reflectionsΔρmin = 0.25 e Å3
370 parameters
Special details top

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
xyzUiso*/Ueq
Sn0.369434 (16)0.896438 (14)0.055072 (11)0.04525 (7)
S10.04717 (8)0.68154 (7)0.23041 (5)0.0680 (2)
S20.16556 (7)0.85632 (6)0.21982 (5)0.0676 (2)
O10.31329 (16)0.80230 (14)0.11995 (11)0.0529 (5)
O20.16982 (18)0.80468 (14)0.01464 (12)0.0605 (6)
O30.0657 (2)0.57848 (15)0.10596 (15)0.0754 (7)
C10.2679 (2)1.0122 (2)0.03678 (16)0.0480 (7)
C20.1598 (3)1.0121 (2)0.0094 (2)0.0654 (9)
H20.12930.95940.03420.080*
C30.0962 (3)1.0882 (3)0.0197 (2)0.0789 (11)
H30.02341.08650.05040.080*
C40.1402 (4)1.1657 (3)0.0153 (3)0.0890 (13)
H40.09761.21730.00860.080*
C50.2478 (4)1.1680 (3)0.0608 (3)0.0944 (13)
H50.27771.22120.08490.080*
C60.3114 (3)1.0923 (2)0.0708 (2)0.0677 (9)
H60.38451.09490.10090.080*
C70.5206 (2)0.91750 (19)0.14472 (18)0.0491 (7)
C80.5215 (3)0.9442 (2)0.22032 (18)0.0599 (8)
H80.45530.95510.23100.080*
C90.6177 (3)0.9546 (3)0.2790 (2)0.0757 (11)
H90.61640.97230.32910.080*
C100.7161 (3)0.9392 (3)0.2644 (2)0.0787 (11)
H100.78140.94700.30420.080*
C110.7180 (3)0.9124 (3)0.1916 (2)0.0786 (11)
H110.78490.90130.18210.080*
C120.6215 (2)0.9013 (2)0.13137 (19)0.0602 (8)
H120.62400.88310.08180.080*
C130.3984 (2)0.8288 (2)0.04210 (16)0.0473 (7)
C140.3547 (3)0.8590 (2)0.11887 (18)0.0596 (8)
H140.30900.90880.12890.080*
C150.3792 (3)0.8153 (3)0.18026 (19)0.0758 (11)
H150.34930.83570.23160.080*
C160.4463 (4)0.7428 (3)0.1666 (3)0.0853 (13)
H160.46330.71480.20840.080*
C170.4890 (4)0.7108 (3)0.0920 (3)0.0829 (12)
H170.53310.66000.08310.080*
C180.4665 (3)0.7542 (2)0.0297 (2)0.0651 (9)
H180.49730.73320.02130.080*
C190.2141 (2)0.77828 (19)0.08166 (17)0.0452 (7)
C200.1567 (2)0.71697 (19)0.12296 (15)0.0436 (7)
C210.1364 (2)0.62483 (19)0.09161 (17)0.0494 (7)
C220.2053 (3)0.59116 (19)0.04431 (17)0.0503 (7)
H220.26230.62670.03830.080*
C230.1887 (3)0.5114 (2)0.00984 (17)0.0522 (7)
H230.13140.47810.01830.080*
C240.2480 (2)0.4690 (2)0.03935 (17)0.0502 (7)
C250.3373 (3)0.5064 (2)0.0554 (2)0.0894 (13)
H250.36450.56080.03230.080*
C260.3877 (4)0.4655 (3)0.1050 (3)0.1033 (16)
H260.44780.49350.11450.080*
C270.3535 (3)0.3857 (2)0.1407 (2)0.0694 (10)
C280.4098 (4)0.3420 (3)0.1948 (2)0.1017 (15)
H28A0.47000.37870.19850.080*
H28B0.35850.33520.24620.080*
H28C0.43670.28430.17440.080*
C290.2650 (3)0.3485 (3)0.1252 (2)0.0863 (12)
H290.23810.29430.14880.080*
C300.2133 (3)0.3887 (2)0.0754 (2)0.0753 (10)
H300.15330.36050.06600.080*
C310.1233 (2)0.7476 (2)0.18458 (15)0.0476 (7)
C320.0722 (3)0.7268 (3)0.32917 (18)0.0852 (12)
H32A0.06420.67860.36370.080*
H32B0.14780.74680.34710.080*
C330.0004 (3)0.8036 (3)0.3391 (2)0.0883 (13)
H33A0.07420.79300.30540.080*
H33B0.00350.80380.39320.080*
C340.0353 (4)0.8927 (3)0.3209 (2)0.0983 (15)
H34A0.10610.90540.35820.080*
H34B0.01620.93660.32940.080*
C350.0451 (3)0.9053 (3)0.2383 (2)0.0832 (12)
H35A0.04500.96900.22760.080*
H35B0.01950.87980.20120.080*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn0.04499 (11)0.04695 (12)0.04510 (11)0.00348 (11)0.01511 (8)0.00145 (10)
S10.0732 (6)0.0831 (6)0.0592 (5)0.0096 (5)0.0375 (4)0.0034 (5)
S20.0619 (5)0.0686 (6)0.0770 (6)0.0067 (5)0.0276 (5)0.0286 (5)
O10.0483 (12)0.0601 (13)0.0505 (11)0.0097 (11)0.0145 (10)0.0038 (10)
O20.0680 (14)0.0639 (14)0.0470 (12)0.0052 (12)0.0125 (11)0.0064 (11)
O30.0801 (17)0.0673 (16)0.0954 (18)0.0277 (13)0.0517 (15)0.0229 (13)
C10.0501 (18)0.0473 (18)0.0500 (16)0.0004 (15)0.0199 (15)0.0040 (14)
C20.060 (2)0.062 (2)0.069 (2)0.0024 (19)0.0090 (18)0.0082 (18)
C30.062 (2)0.078 (3)0.093 (3)0.008 (2)0.017 (2)0.024 (2)
C40.078 (3)0.067 (3)0.129 (4)0.024 (2)0.042 (3)0.016 (3)
C50.097 (3)0.054 (2)0.134 (4)0.005 (2)0.036 (3)0.015 (2)
C60.057 (2)0.062 (2)0.082 (2)0.0036 (19)0.0177 (18)0.0059 (19)
C70.0453 (17)0.0444 (18)0.0567 (17)0.0069 (14)0.0134 (14)0.0024 (14)
C80.0530 (19)0.069 (2)0.0597 (19)0.0056 (18)0.0192 (16)0.0092 (17)
C90.070 (2)0.093 (3)0.059 (2)0.010 (2)0.0114 (19)0.014 (2)
C100.054 (2)0.090 (3)0.080 (3)0.008 (2)0.0017 (19)0.008 (2)
C110.0416 (19)0.093 (3)0.101 (3)0.003 (2)0.0200 (19)0.005 (2)
C120.0523 (18)0.066 (2)0.068 (2)0.0056 (18)0.0252 (16)0.0061 (18)
C130.0487 (17)0.0497 (17)0.0466 (16)0.0084 (15)0.0190 (14)0.0039 (14)
C140.0555 (19)0.067 (2)0.0544 (18)0.0163 (18)0.0127 (16)0.0024 (16)
C150.088 (3)0.094 (3)0.0456 (18)0.037 (3)0.0198 (19)0.011 (2)
C160.110 (3)0.080 (3)0.088 (3)0.041 (3)0.063 (3)0.038 (2)
C170.101 (3)0.057 (2)0.108 (3)0.004 (2)0.058 (3)0.015 (2)
C180.075 (2)0.062 (2)0.065 (2)0.0032 (19)0.0303 (19)0.0027 (18)
C190.0487 (17)0.0416 (16)0.0477 (17)0.0021 (14)0.0178 (14)0.0101 (14)
C200.0422 (16)0.0498 (17)0.0384 (14)0.0042 (14)0.0112 (12)0.0032 (13)
C210.0512 (17)0.0511 (19)0.0469 (16)0.0062 (15)0.0159 (14)0.0015 (13)
C220.0530 (18)0.0492 (19)0.0521 (16)0.0087 (15)0.0206 (14)0.0047 (14)
C230.0559 (19)0.0492 (18)0.0525 (17)0.0004 (16)0.0173 (15)0.0018 (15)
C240.0541 (18)0.0438 (17)0.0527 (17)0.0005 (15)0.0155 (15)0.0005 (14)
C250.116 (3)0.059 (2)0.123 (3)0.029 (2)0.080 (3)0.037 (2)
C260.124 (4)0.074 (3)0.149 (4)0.026 (3)0.099 (3)0.027 (3)
C270.093 (3)0.057 (2)0.068 (2)0.017 (2)0.039 (2)0.0083 (18)
C280.152 (4)0.080 (3)0.099 (3)0.025 (3)0.076 (3)0.009 (2)
C290.089 (3)0.070 (3)0.104 (3)0.001 (2)0.034 (3)0.035 (2)
C300.067 (2)0.063 (2)0.101 (3)0.009 (2)0.032 (2)0.022 (2)
C310.0419 (16)0.0578 (18)0.0433 (15)0.0030 (14)0.0124 (13)0.0024 (14)
C320.085 (3)0.131 (4)0.0451 (18)0.018 (3)0.0262 (18)0.007 (2)
C330.076 (3)0.136 (4)0.059 (2)0.022 (3)0.030 (2)0.014 (3)
C340.077 (3)0.130 (4)0.093 (3)0.008 (3)0.033 (2)0.053 (3)
C350.079 (3)0.074 (3)0.099 (3)0.019 (2)0.031 (2)0.017 (2)
Geometric parameters (Å, º) top
Sn—O12.0716 (19)C16—C171.362 (5)
Sn—C132.121 (3)C16—H160.9300
Sn—C12.128 (3)C17—C181.381 (4)
Sn—C72.135 (3)C17—H170.9300
S1—C311.741 (3)C18—H180.9300
S1—C321.817 (3)C19—C201.490 (4)
S2—C311.768 (3)C20—C311.361 (4)
S2—C351.813 (3)C20—C211.479 (4)
C19—O11.300 (3)C21—C221.468 (4)
C19—O21.224 (3)C22—C231.329 (4)
C21—O31.219 (3)C22—H220.9300
C1—C61.381 (4)C23—C241.454 (4)
C1—C21.383 (4)C23—H230.9300
C2—C31.378 (5)C24—C251.370 (4)
C2—H20.9300C24—C301.371 (4)
C3—C41.356 (5)C25—C261.372 (5)
C3—H30.9300C25—H250.9300
C4—C51.374 (6)C26—C271.361 (5)
C4—H40.9300C26—H260.9300
C5—C61.374 (5)C27—C291.356 (5)
C5—H50.9300C27—C281.504 (5)
C6—H60.9300C28—H28A0.9600
C7—C121.393 (4)C28—H28B0.9600
C7—C81.395 (4)C28—H28C0.9600
C8—C91.368 (4)C29—C301.382 (5)
C8—H80.9300C29—H290.9300
C9—C101.371 (5)C30—H300.9300
C9—H90.9300C32—C331.516 (5)
C10—C111.358 (5)C32—H32A0.9700
C10—H100.9300C32—H32B0.9700
C11—C121.385 (5)C33—C341.472 (5)
C11—H110.9300C33—H33A0.9700
C12—H120.9300C33—H33B0.9700
C13—C141.389 (4)C34—C351.519 (5)
C13—C181.390 (4)C34—H34A0.9700
C14—C151.380 (5)C34—H34B0.9700
C14—H140.9300C35—H35A0.9700
C15—C161.359 (5)C35—H35B0.9700
C15—H150.9300
O1—Sn—C13107.27 (10)O1—C19—C20117.0 (2)
O1—Sn—C1110.16 (9)C31—C20—C21123.6 (3)
C13—Sn—C1120.34 (11)C31—C20—C19120.0 (3)
O1—Sn—C793.93 (9)C21—C20—C19116.4 (2)
C13—Sn—C7110.09 (11)O3—C21—C22121.6 (3)
C1—Sn—C7111.75 (11)O3—C21—C20120.6 (3)
C31—S1—C32105.85 (17)C22—C21—C20117.7 (3)
C31—S2—C35104.38 (17)C23—C22—C21121.9 (3)
C19—O1—Sn109.70 (17)C23—C22—H22119.0
C6—C1—C2117.7 (3)C21—C22—H22119.0
C6—C1—Sn119.2 (2)C22—C23—C24128.7 (3)
C2—C1—Sn123.0 (2)C22—C23—H23115.6
C3—C2—C1121.5 (3)C24—C23—H23115.6
C3—C2—H2119.3C25—C24—C30115.8 (3)
C1—C2—H2119.3C25—C24—C23123.7 (3)
C4—C3—C2119.7 (4)C30—C24—C23120.5 (3)
C4—C3—H3120.1C24—C25—C26121.5 (3)
C2—C3—H3120.1C24—C25—H25119.3
C3—C4—C5120.0 (4)C26—C25—H25119.3
C3—C4—H4120.0C27—C26—C25122.9 (4)
C5—C4—H4120.0C27—C26—H26118.6
C4—C5—C6120.4 (4)C25—C26—H26118.6
C4—C5—H5119.8C29—C27—C26116.0 (3)
C6—C5—H5119.8C29—C27—C28122.0 (4)
C5—C6—C1120.6 (3)C26—C27—C28122.1 (4)
C5—C6—H6119.7C27—C28—H28A109.5
C1—C6—H6119.7C27—C28—H28B109.5
C12—C7—C8117.5 (3)H28A—C28—H28B109.5
C12—C7—Sn121.6 (2)C27—C28—H28C109.5
C8—C7—Sn120.8 (2)H28A—C28—H28C109.5
C9—C8—C7121.3 (3)H28B—C28—H28C109.5
C9—C8—H8119.3C27—C29—C30121.9 (4)
C7—C8—H8119.3C27—C29—H29119.0
C8—C9—C10120.2 (3)C30—C29—H29119.0
C8—C9—H9119.9C24—C30—C29122.0 (4)
C10—C9—H9119.9C24—C30—H30119.0
C11—C10—C9119.9 (3)C29—C30—H30119.0
C11—C10—H10120.0C20—C31—S1122.0 (2)
C9—C10—H10120.0C20—C31—S2117.3 (2)
C10—C11—C12120.8 (3)S1—C31—S2120.63 (16)
C10—C11—H11119.6C33—C32—S1116.9 (3)
C12—C11—H11119.6C33—C32—H32A108.1
C11—C12—C7120.3 (3)S1—C32—H32A108.1
C11—C12—H12119.9C33—C32—H32B108.1
C7—C12—H12119.9S1—C32—H32B108.1
C14—C13—C18118.0 (3)H32A—C32—H32B107.3
C14—C13—Sn121.8 (2)C34—C33—C32114.9 (3)
C18—C13—Sn120.1 (2)C34—C33—H33A108.5
C15—C14—C13120.1 (3)C32—C33—H33A108.5
C15—C14—H14120.0C34—C33—H33B108.5
C13—C14—H14120.0C32—C33—H33B108.5
C16—C15—C14120.8 (3)H33A—C33—H33B107.5
C16—C15—H15119.6C33—C34—C35116.2 (3)
C14—C15—H15119.6C33—C34—H34A108.2
C15—C16—C17120.4 (4)C35—C34—H34A108.2
C15—C16—H16119.8C33—C34—H34B108.2
C17—C16—H16119.8C35—C34—H34B108.2
C16—C17—C18119.7 (4)H34A—C34—H34B107.4
C16—C17—H17120.2C34—C35—S2115.8 (3)
C18—C17—H17120.2C34—C35—H35A108.3
C17—C18—C13121.0 (3)S2—C35—H35A108.3
C17—C18—H18119.5C34—C35—H35B108.3
C13—C18—H18119.5S2—C35—H35B108.3
O2—C19—O1121.5 (3)H35A—C35—H35B107.4
O2—C19—C20121.5 (3)
C13—Sn—O1—C1971.56 (19)C16—C17—C18—C131.7 (5)
C1—Sn—O1—C1961.1 (2)C14—C13—C18—C170.7 (5)
C7—Sn—O1—C19175.99 (18)Sn—C13—C18—C17178.1 (3)
O1—Sn—C1—C6114.2 (2)Sn—O1—C19—O25.6 (3)
C13—Sn—C1—C6120.2 (2)Sn—O1—C19—C20174.50 (19)
C7—Sn—C1—C611.2 (3)O2—C19—C20—C31109.5 (3)
O1—Sn—C1—C267.2 (3)O1—C19—C20—C3170.6 (4)
C13—Sn—C1—C258.3 (3)O2—C19—C20—C2168.6 (4)
C7—Sn—C1—C2170.2 (2)O1—C19—C20—C21111.2 (3)
C6—C1—C2—C31.8 (5)C31—C20—C21—O318.6 (5)
Sn—C1—C2—C3179.6 (3)C19—C20—C21—O3159.5 (3)
C1—C2—C3—C40.9 (6)C31—C20—C21—C22160.3 (3)
C2—C3—C4—C50.1 (6)C19—C20—C21—C2221.6 (4)
C3—C4—C5—C60.3 (7)O3—C21—C22—C235.3 (5)
C4—C5—C6—C11.3 (6)C20—C21—C22—C23175.9 (3)
C2—C1—C6—C52.0 (5)C21—C22—C23—C24179.1 (3)
Sn—C1—C6—C5179.4 (3)C22—C23—C24—C252.8 (5)
O1—Sn—C7—C12120.0 (3)C22—C23—C24—C30174.6 (3)
C13—Sn—C7—C1210.0 (3)C30—C24—C25—C260.3 (6)
C1—Sn—C7—C12126.5 (3)C23—C24—C25—C26177.2 (4)
O1—Sn—C7—C857.0 (3)C24—C25—C26—C270.5 (7)
C13—Sn—C7—C8167.0 (2)C25—C26—C27—C290.6 (7)
C1—Sn—C7—C856.5 (3)C25—C26—C27—C28180.0 (4)
C12—C7—C8—C90.4 (5)C26—C27—C29—C300.7 (6)
Sn—C7—C8—C9177.5 (3)C28—C27—C29—C30180.0 (4)
C7—C8—C9—C100.2 (6)C25—C24—C30—C290.4 (6)
C8—C9—C10—C110.8 (7)C23—C24—C30—C29177.2 (3)
C9—C10—C11—C120.8 (6)C27—C29—C30—C240.7 (6)
C10—C11—C12—C70.2 (6)C21—C20—C31—S12.8 (4)
C8—C7—C12—C110.4 (5)C19—C20—C31—S1175.2 (2)
Sn—C7—C12—C11177.5 (3)C21—C20—C31—S2174.4 (2)
O1—Sn—C13—C14128.4 (2)C19—C20—C31—S27.6 (4)
C1—Sn—C13—C141.6 (3)C32—S1—C31—C20156.1 (2)
C7—Sn—C13—C14130.6 (2)C32—S1—C31—S221.1 (2)
O1—Sn—C13—C1854.3 (3)C35—S2—C31—C20138.4 (2)
C1—Sn—C13—C18178.8 (2)C35—S2—C31—S144.3 (2)
C7—Sn—C13—C1846.6 (3)C31—S1—C32—C3386.2 (3)
C18—C13—C14—C150.1 (5)S1—C32—C33—C3483.9 (4)
Sn—C13—C14—C15177.3 (2)C32—C33—C34—C3558.3 (5)
C13—C14—C15—C160.4 (5)C33—C34—C35—S276.7 (4)
C14—C15—C16—C171.4 (6)C31—S2—C35—C3491.1 (3)
C15—C16—C17—C182.0 (6)

Experimental details

Crystal data
Chemical formula[Sn(C6H5)3(C17H17O3S2)]
Mr683.42
Crystal system, space groupMonoclinic, P21/c
Temperature (K)292
a, b, c (Å)12.736 (3), 14.945 (3), 17.733 (4)
β (°) 106.85 (3)
V3)3230.4 (11)
Z4
Radiation typeMo Kα
µ (mm1)0.95
Crystal size (mm)0.43 × 0.21 × 0.08
Data collection
DiffractometerBruker APEXII
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2002)
Tmin, Tmax0.793, 0.943
No. of measured, independent and
observed [I > 2σ(I)] reflections
7230, 5654, 4186
Rint0.017
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.029, 0.066, 0.91
No. of reflections5654
No. of parameters370
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.32, 0.25

Computer programs: SMART (Bruker, 2002), SAINT (Bruker, 2002), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top
Sn—O12.0716 (19)Sn—C12.128 (3)
Sn—C132.121 (3)Sn—C72.135 (3)
 

Acknowledgements

The authors thank BaiCheng Normal College for supporting this work.

References

First citationBruker (2002). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationJames, B. D., Gioskos, S., Chandra, S., Magee, R. J. & Cashion, J. D. (1992). J. Organomet. Chem. 436, 155–167.  CrossRef CAS Web of Science Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar

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