Download citation
Download citation
link to html
The Sn atom in the title compound, [Sn(C6H5)2(C5H10NO2S2)2], is six-coordinate in a cis-C2SnS4 octahedral environment.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536800020407/na6029sup1.cif
Contains datablocks global, aho40m

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536800020407/na6029Isup2.hkl
Contains datablock I

CCDC reference: 155849

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.048
  • wR factor = 0.112
  • Data-to-parameter ratio = 20.5

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


Amber Alert Alert Level B:
REFLT_03 From the CIF: _diffrn_reflns_theta_max 29.52 From the CIF: _reflns_number_total 6443 TEST2: Reflns within _diffrn_reflns_theta_max Count of symmetry unique reflns 7369 Completeness (_total/calc) 87.43% Alert B: < 90% complete (theta max?)
Yellow Alert Alert Level C:
PLAT_732 Alert C Angle Calc 68.29(3), Rep 68.30(10) .... 3.33 s.u-Ratio S1 -SN1 -S2 1.555 1.555 1.555 PLAT_732 Alert C Angle Calc 158.38(3), Rep 158.40(10) .... 3.33 s.u-Ratio S1 -SN1 -S3 1.555 1.555 1.555 PLAT_732 Alert C Angle Calc 100.99(3), Rep 101.00(10) .... 3.33 s.u-Ratio S1 -SN1 -S4 1.555 1.555 1.555 PLAT_732 Alert C Angle Calc 91.83(3), Rep 91.80(10) .... 3.33 s.u-Ratio S2 -SN1 -S3 1.555 1.555 1.555 PLAT_732 Alert C Angle Calc 82.08(3), Rep 82.10(10) .... 3.33 s.u-Ratio S2 -SN1 -S4 1.555 1.555 1.555 PLAT_732 Alert C Angle Calc 66.58(3), Rep 66.60(10) .... 3.33 s.u-Ratio S3 -SN1 -S4 1.555 1.555 1.555
0 Alert Level A = Potentially serious problem
1 Alert Level B = Potential problem
6 Alert Level C = Please check

Comment top

Six-coordinate bis-chelated diaryltin compounds generally adopt a cis-octahedral geometry (Ng et al., 1987). In diphenyltin bis(diethyldithiocarbamate), the chelation by one dithiocarbamate group is relatively symmetrical [Sn—S = 2.613 (5) and 2.637 (5) Å] whereas the chelation by the other is not [Sn—S = 2.548 (5) and 2.790 (6) Å]; the C—Sn—C angle is opened up to 101.4 (6) Å (Lindley & Carr, 1974). The bond dimensions in the title compound, (I), are similar to those found in diphenyltin bis(diethyldithiocarbamate); in the title compound, the hydroxyl group of each dithiocarbamate ligand is hydrogen bonded to the hydroxyl group of the same dithiocarbamate group. Adjacent molecules are linked by hydrogen bonds into a linear chain structure. The cis geometry contrasts with the skew-trapezoidal geometry [C—Sn—C = 139.3 (2)°] adopted by the dimethyltin homolog (Yang Farina et al., 2000).

Experimental top

A solution of carbon disulfide in methanol was added to a mixture of diphenyltin dichloride and diethanolamine (1:2 molar ratio) at 277 K. The mixture was stirred to afford a pale-yellow solid, which was collected and recrystallized from a 3:2 methanol–chloroform mixture to afford (I) (m.p. 402–403 K). Elemental analysis, found (calculated) for C22H30N2O4S4Sn: C 42.66 (41.72), H 4.60 (4.77), N 4.46 (4.42), Sn 18.30% (18.74%).

Refinement top

The hydroxyl H atoms were located and refined.

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Figures top
[Figure 1] Fig. 1. ORTEPII (Johnson, 1976) plot of the title compound with ellipsoids at the 50% probability level. H atoms are shown as circles of arbitrary radii.
Bis[N,N-bis(2-hydroxyethyl)dithiocarbamato-S,S']diphenyltin(IV) top
Crystal data top
[Sn(C6H5)2(C5H10NO2S2)2]Z = 2
Mr = 633.41F(000) = 644
Triclinic, P1Dx = 1.596 Mg m3
a = 9.0118 (2) ÅMo Kα radiation, λ = 0.71073 Å
b = 12.4051 (1) ÅCell parameters from 7568 reflections
c = 12.6024 (2) Åθ = 1.6–29.5°
α = 86.889 (1)°µ = 1.32 mm1
β = 69.575 (1)°T = 298 K
γ = 88.293 (1)°Block, colorless
V = 1318.24 (4) Å30.40 × 0.22 × 0.20 mm
Data collection top
Siemens CCD area-detector
diffractometer
6443 independent reflections
Radiation source: fine-focus sealed tube5242 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.053
Detector resolution: 8.33 pixels mm-1θmax = 29.5°, θmin = 1.6°
ω scansh = 1210
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
k = 1716
Tmin = 0.621, Tmax = 0.779l = 1712
9804 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)] = 0.048Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.112H atoms treated by a mixture of independent and constrained refinement
S = 0.98 w = 1/[σ2(Fo2) + (0.0278P)2]
where P = (Fo2 + 2Fc2)/3
6443 reflections(Δ/σ)max < 0.001
314 parametersΔρmax = 2.31 e Å3
0 restraintsΔρmin = 1.91 e Å3
Crystal data top
[Sn(C6H5)2(C5H10NO2S2)2]γ = 88.293 (1)°
Mr = 633.41V = 1318.24 (4) Å3
Triclinic, P1Z = 2
a = 9.0118 (2) ÅMo Kα radiation
b = 12.4051 (1) ŵ = 1.32 mm1
c = 12.6024 (2) ÅT = 298 K
α = 86.889 (1)°0.40 × 0.22 × 0.20 mm
β = 69.575 (1)°
Data collection top
Siemens CCD area-detector
diffractometer
6443 independent reflections
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
5242 reflections with I > 2σ(I)
Tmin = 0.621, Tmax = 0.779Rint = 0.053
9804 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0480 restraints
wR(F2) = 0.112H atoms treated by a mixture of independent and constrained refinement
S = 0.98Δρmax = 2.31 e Å3
6443 reflectionsΔρmin = 1.91 e Å3
314 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.29068 (3)0.19575 (2)0.31666 (2)0.0232 (1)
S10.4809 (1)0.31187 (8)0.14828 (8)0.0342 (2)
S20.4882 (1)0.30506 (9)0.37961 (8)0.0348 (2)
S30.1329 (1)0.13741 (8)0.52039 (8)0.0328 (2)
S40.0751 (1)0.35543 (8)0.43504 (8)0.0340 (2)
O10.8600 (5)0.6072 (3)0.2289 (4)0.066 (1)
O20.6820 (4)0.6105 (2)0.0990 (3)0.041 (1)
O30.1148 (4)0.2588 (3)0.8525 (3)0.046 (1)
O40.3642 (4)0.3716 (3)0.8287 (3)0.052 (1)
N10.7126 (3)0.3973 (2)0.2004 (3)0.026 (1)
N20.1236 (4)0.2547 (3)0.6212 (3)0.028 (1)
C10.1201 (4)0.1761 (3)0.2348 (3)0.024 (1)
C20.0250 (5)0.1264 (4)0.2925 (4)0.038 (1)
C30.1319 (5)0.1117 (4)0.2384 (4)0.048 (1)
C40.0985 (5)0.1455 (4)0.1273 (4)0.047 (1)
C50.0440 (5)0.1947 (4)0.0693 (4)0.044 (1)
C60.1515 (5)0.2103 (4)0.1226 (3)0.036 (1)
C70.4340 (4)0.0502 (3)0.2847 (3)0.029 (1)
C80.4524 (5)0.0167 (3)0.3716 (4)0.037 (1)
C90.5425 (6)0.1108 (4)0.3478 (5)0.051 (1)
C110.5973 (6)0.0738 (4)0.1504 (5)0.058 (1)
C100.6157 (6)0.1387 (4)0.2376 (6)0.060 (2)
C120.5071 (5)0.0192 (4)0.1745 (4)0.041 (1)
C130.5769 (4)0.3441 (3)0.2392 (3)0.026 (1)
C140.8028 (5)0.4161 (3)0.2750 (4)0.034 (1)
C150.7855 (6)0.5297 (4)0.3169 (4)0.050 (1)
C160.7893 (4)0.4265 (3)0.0796 (3)0.032 (1)
C170.7088 (5)0.5173 (3)0.0334 (3)0.035 (1)
C180.0136 (4)0.2521 (3)0.5340 (3)0.027 (1)
C190.1704 (4)0.1638 (3)0.7065 (3)0.033 (1)
C200.0864 (5)0.1626 (4)0.7921 (3)0.038 (1)
C210.2439 (5)0.3400 (4)0.6263 (4)0.043 (1)
C220.2737 (5)0.4166 (4)0.7200 (4)0.048 (1)
H1a0.812 (7)0.618 (5)0.189 (5)0.07 (2)*
H2a0.589 (6)0.621 (4)0.119 (4)0.05 (2)*
H3a0.044 (5)0.295 (4)0.830 (4)0.03 (1)*
H4a0.308 (6)0.332 (4)0.851 (4)0.04 (2)*
H20.04980.10300.36800.046*
H30.22780.07840.27790.058*
H40.17100.13530.09150.056*
H50.06790.21760.00630.053*
H60.24670.24430.08250.043*
H80.40370.00190.44640.045*
H90.55330.15510.40660.061*
H100.67760.20120.22170.072*
H110.64570.09280.07570.069*
H120.49500.06230.11520.050*
H14a0.91400.40140.23430.041*
H14b0.76810.36540.34000.041*
H15a0.67380.54780.35000.060*
H15b0.83150.53220.37570.060*
H16a0.79410.36290.03690.039*
H16b0.89740.44730.06670.039*
H17a0.77430.53660.04410.042*
H17b0.60820.49220.03270.042*
H19a0.14770.09650.66790.039*
H19b0.28380.16790.74660.039*
H20a0.12240.10130.84530.046*
H20b0.02650.15370.75290.046*
H21a0.34290.30570.63470.051*
H21b0.21070.38140.55450.051*
H22a0.17270.43970.72180.057*
H22b0.32870.48010.70340.057*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.0217 (1)0.0247 (1)0.0234 (1)0.0046 (1)0.0079 (1)0.0009 (1)
S10.0340 (5)0.0418 (6)0.0326 (5)0.0181 (4)0.0187 (4)0.0070 (4)
S20.0364 (5)0.0413 (6)0.0266 (5)0.0140 (4)0.0098 (4)0.0012 (4)
S30.0317 (5)0.0336 (5)0.0270 (5)0.0034 (4)0.0038 (4)0.0032 (4)
S40.0374 (5)0.0294 (5)0.0324 (5)0.0025 (4)0.0087 (4)0.0008 (4)
O10.084 (3)0.044 (2)0.096 (3)0.026 (2)0.065 (3)0.010 (2)
O20.038 (2)0.036 (2)0.049 (2)0.002 (1)0.017 (2)0.002 (1)
O30.044 (2)0.060 (2)0.037 (2)0.005 (2)0.015 (2)0.012 (2)
O40.039 (2)0.063 (2)0.042 (2)0.013 (2)0.002 (2)0.010 (2)
N10.024 (1)0.029 (2)0.028 (2)0.006 (1)0.013 (1)0.002 (1)
N20.025 (1)0.034 (2)0.025 (2)0.000 (1)0.008 (1)0.002 (1)
C10.022 (2)0.023 (2)0.033 (2)0.001 (1)0.015 (1)0.003 (1)
C20.034 (2)0.042 (2)0.041 (2)0.009 (2)0.017 (2)0.006 (2)
C30.028 (2)0.057 (3)0.064 (3)0.015 (2)0.020 (2)0.002 (2)
C40.032 (2)0.058 (3)0.061 (3)0.006 (2)0.028 (2)0.004 (2)
C50.043 (2)0.060 (3)0.035 (2)0.004 (2)0.022 (2)0.000 (2)
C60.027 (2)0.048 (2)0.033 (2)0.007 (2)0.011 (2)0.002 (2)
C70.023 (2)0.030 (2)0.036 (2)0.003 (1)0.012 (2)0.006 (2)
C80.035 (2)0.039 (2)0.047 (2)0.001 (2)0.026 (2)0.004 (2)
C90.051 (3)0.036 (2)0.082 (4)0.003 (2)0.044 (3)0.001 (2)
C100.042 (3)0.040 (3)0.106 (5)0.012 (2)0.031 (3)0.025 (3)
C110.046 (3)0.055 (3)0.066 (3)0.007 (2)0.009 (3)0.029 (3)
C120.039 (2)0.041 (2)0.042 (2)0.000 (2)0.011 (2)0.005 (2)
C130.024 (2)0.023 (2)0.031 (2)0.003 (1)0.010 (1)0.001 (1)
C140.032 (2)0.037 (2)0.041 (2)0.010 (2)0.022 (2)0.004 (2)
C150.056 (3)0.048 (3)0.058 (3)0.009 (2)0.032 (2)0.016 (2)
C160.025 (2)0.038 (2)0.030 (2)0.006 (2)0.004 (2)0.001 (2)
C170.036 (2)0.038 (2)0.032 (2)0.011 (2)0.014 (2)0.004 (2)
C180.027 (2)0.029 (2)0.024 (2)0.004 (1)0.009 (1)0.004 (1)
C190.026 (2)0.038 (2)0.031 (2)0.010 (2)0.005 (2)0.001 (2)
C200.039 (2)0.045 (2)0.030 (2)0.005 (2)0.011 (2)0.002 (2)
C210.030 (2)0.054 (3)0.041 (2)0.02 (2)0.008 (2)0.000 (2)
C220.039 (2)0.040 (2)0.052 (3)0.005 (2)0.001 (2)0.004 (2)
Geometric parameters (Å, º) top
Sn1—C12.156 (4)C16—C171.521 (6)
Sn1—C72.160 (4)C19—C201.517 (6)
Sn1—S12.606 (1)C21—C221.502 (7)
Sn1—S22.624 (1)O1—H1a0.77 (6)
Sn1—S32.540 (1)O2—H2a0.80 (5)
Sn1—S42.827 (1)O3—H3a0.76 (4)
S1—C131.727 (4)O4—H4a0.80 (5)
S2—C131.717 (4)C2—H20.9300
S3—C181.737 (4)C3—H30.9300
S4—C181.700 (4)C4—H40.9300
O1—C151.417 (6)C5—H50.9300
O2—C171.423 (5)C6—H60.9300
O3—C201.419 (5)C8—H80.9300
O4—C221.420 (5)C9—H90.9300
N1—C131.329 (4)C10—H100.9300
N1—C161.465 (5)C11—H110.9300
N1—C141.473 (5)C12—H120.9300
N2—C181.339 (4)C14—H14a0.9700
N2—C191.478 (5)C14—H14b0.9700
N2—C211.479 (5)C15—H15a0.9700
C1—C61.386 (5)C15—H15b0.9700
C1—C21.398 (5)C16—H16a0.9700
C2—C31.382 (6)C16—H16b0.9700
C3—C41.369 (7)C17—H17a0.9700
C4—C51.378 (6)C17—H17b0.9700
C5—C61.381 (6)C19—H19a0.9700
C7—C121.384 (6)C19—H19b0.9700
C7—C81.391 (6)C20—H20a0.9700
C8—C91.388 (6)C20—H20b0.9700
C9—C101.372 (8)C21—H21a0.9700
C10—C111.381 (8)C21—H21b0.9700
C11—C121.376 (7)C22—H22a0.9700
C14—C151.516 (6)C22—H22b0.9700
C1—Sn1—C7104.9 (1)C1—C2—H2119.7
C1—Sn1—S194.2 (1)C4—C3—H3119.5
C1—Sn1—S2154.8 (1)C2—C3—H3119.5
C1—Sn1—S3101.6 (1)C3—C4—H4120.4
C1—Sn1—S483.8 (1)C5—C4—H4120.4
C7—Sn1—S196.0 (1)C4—C5—H5119.8
C7—Sn1—S295.2 (1)C6—C5—H5119.8
C7—Sn1—S394.1 (1)C5—C6—H6119.4
C7—Sn1—S4160.3 (1)C1—C6—H6119.4
S1—Sn1—S268.3 (1)C7—C8—H8119.6
S1—Sn1—S3158.4 (1)C9—C8—H8119.6
S1—Sn1—S4101.0 (1)C10—C9—H9119.9
S2—Sn1—S391.8 (1)C8—C9—H9119.9
S2—Sn1—S482.1 (1)C11—C10—H10120.1
S3—Sn1—S466.6 (1)C9—C10—H10120.1
C13—S1—Sn187.1 (1)C10—C11—H11120.1
C13—S2—Sn186.8 (1)C12—C11—H11120.1
C18—S3—Sn190.6 (1)C11—C12—H12119.2
C18—S4—Sn182.1 (1)C7—C12—H12119.2
C13—N1—C16121.7 (3)N1—C14—H14a108.8
C13—N1—C14120.9 (3)C15—C14—H14a108.8
C16—N1—C14116.9 (3)N1—C14—H14b108.8
C18—N2—C19121.0 (3)C15—C14—H14b108.8
C18—N2—C21121.1 (3)H14a—C14—H14b107.6
C19—N2—C21117.3 (3)O1—C15—H15a109.1
C6—C1—C2117.7 (4)C14—C15—H15a109.1
C6—C1—Sn1121.3 (3)O1—C15—H15b109.1
C2—C1—Sn1121.0 (3)C14—C15—H15b109.1
C3—C2—C1120.5 (4)H15a—C15—H15b107.9
C4—C3—C2120.9 (4)N1—C16—H16a108.5
C3—C4—C5119.2 (4)C17—C16—H16a108.5
C4—C5—C6120.4 (4)N1—C16—H16b108.5
C5—C6—C1121.2 (4)C17—C16—H16b108.5
C12—C7—C8117.9 (4)H16a—C16—H16b107.5
C12—C7—Sn1119.7 (3)O2—C17—H17a109.2
C8—C7—Sn1122.4 (3)C16—C17—H17a109.2
C7—C8—C9120.7 (4)O2—C17—H17a109.2
C10—C9—C8120.2 (5)C16—C17—H17b109.2
C11—C10—C9119.8 (4)H17a—C17—H17b107.9
C10—C11—C12119.8 (5)N2—C19—H19a108.9
C11—C12—C7121.6 (4)C20—C19—H19a108.9
N1—C13—S2122.5 (3)N2—C19—H19b108.9
N1—C13—S1120.5 (3)C20—C19—H19b108.9
S2—C13—S1116.9 (2)H19a—C19—H19b107.7
N1—C14—C15114.0 (3)O3—C20—H20a109.2
O1—C15—C14112.3 (4)C19—C20—H20a109.2
N1—C16—C17115.2 (3)O3—C20—H20b109.2
O2—C17—C16112.2 (3)C19—C20—H20b109.2
N2—C18—S4122.9 (3)H20a—C20—H20b107.9
N2—C18—S3118.5 (3)N2—C21—H21a108.4
S4—C18—S3118.6 (2)C22—C21—H21a108.4
N2—C19—C20113.4 (3)N2—C21—H21b108.4
O3—C20—C19112.2 (3)C22—C21—H21b108.4
N2—C21—C22115.4 (4)H21a—C21—H21b107.5
O4—C22—C21113.7 (4)O4—C22—H22a108.8
C15—O1—H1a111 (5)C21—C22—H22a108.8
C17—O2—H2a105 (4)O4—C22—H22b108.8
C20—O3—H3a111 (3)C21—C22—H22b108.8
C22—O4—H4a109 (3)H22a—C22—H22b107.7
C3—C2—H2119.7
C1—Sn1—S1—C13167.0 (2)S4—Sn1—C7—C12168.9 (2)
C7—Sn1—S1—C1387.6 (2)C1—Sn1—C7—C8123.4 (3)
S3—Sn1—S1—C1329.9 (2)S3—Sn1—C7—C820.2 (3)
S2—Sn1—S1—C135.6 (1)S1—Sn1—C7—C8140.6 (3)
S4—Sn1—S1—C1382.4 (1)S2—Sn1—C7—C872.0 (3)
C1—Sn1—S2—C1354.2 (3)S4—Sn1—C7—C89.0 (5)
C7—Sn1—S2—C1388.8 (2)C12—C7—C8—C90.6 (6)
S3—Sn1—S2—C13177.0 (1)Sn1—C7—C8—C9178.5 (3)
S1—Sn1—S2—C135.7 (1)C7—C8—C9—C100.4 (7)
S4—Sn1—S2—C13110.9 (1)C8—C9—C10—C111.1 (8)
C1—Sn1—S3—C1869.4 (2)C9—C10—C11—C120.8 (8)
C7—Sn1—S3—C18175.5 (2)C10—C11—C12—C70.3 (8)
S1—Sn1—S3—C1866.7 (2)C8—C7—C12—C110.9 (6)
S2—Sn1—S3—C1889.2 (1)Sn1—C7—C12—C11178.9 (4)
S4—Sn1—S3—C188.6 (1)C16—N1—C13—S2177.8 (3)
C1—Sn1—S4—C1896.7 (2)C14—N1—C13—S26.2 (5)
C7—Sn1—S4—C1821.0 (3)C16—N1—C13—S12.6 (5)
S3—Sn1—S4—C188.9 (1)C14—N1—C13—S1174.2 (3)
S1—Sn1—S4—C18170.3 (1)Sn1—S2—C13—N1171.5 (3)
S2—Sn1—S4—C18104.3 (1)Sn1—S2—C13—S18.9 (2)
C7—Sn1—C1—C689.5 (3)Sn1—S1—C13—N1171.4 (3)
S3—Sn1—C1—C6173.0 (3)Sn1—S1—C13—S29.0 (2)
S1—Sn1—C1—C67.9 (3)C13—N1—C14—C15102.5 (4)
S2—Sn1—C1—C652.2 (4)C16—N1—C14—C1585.6 (4)
S4—Sn1—C1—C6108.5 (3)N1—C14—C15—O169.2 (5)
C7—Sn1—C1—C289.3 (3)C13—N1—C16—C1772.8 (5)
S3—Sn1—C1—C28.2 (3)C14—N1—C16—C17115.4 (4)
S1—Sn1—C1—C2173.4 (3)N1—C16—C17—O252.2 (5)
S2—Sn1—C1—C2129.1 (3)C19—N2—C18—S4178.6 (3)
S4—Sn1—C1—C272.7 (3)C21—N2—C18—S410.6 (5)
C6—C1—C2—C30.4 (6)C19—N2—C18—S32.2 (5)
Sn1—C1—C2—C3178.3 (3)C21—N2—C18—S3168.5 (3)
C1—C2—C3—C40.1 (7)Sn1—S4—C18—N2165.5 (3)
C2—C3—C4—C50.0 (8)Sn1—S4—C18—S313.6 (2)
C3—C4—C5—C60.3 (8)Sn1—S3—C18—N2164.1 (3)
C4—C5—C6—C10.7 (7)Sn1—S3—C18—S415.0 (2)
C2—C1—C6—C50.7 (6)C18—N2—C19—C2077.7 (5)
Sn1—C1—C6—C5178.1 (3)C21—N2—C19—C20111.2 (4)
C1—Sn1—C7—C1254.5 (3)N2—C19—C20—O358.8 (4)
S3—Sn1—C7—C12157.7 (3)C18—N2—C21—C22113.7 (4)
S1—Sn1—C7—C1241.4 (3)C19—N2—C21—C2275.2 (5)
S2—Sn1—C7—C12110.1 (3)N2—C21—C22—O475.1 (5)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1a···O20.77 (6)1.90 (6)2.660 (5)167 (7)
O2—H2a···O4i0.80 (5)1.90 (5)2.692 (5)173 (5)
O3—H3a···O1ii0.76 (4)1.98 (5)2.736 (5)179 (4)
O4—H4a···O30.80 (5)1.95 (5)2.710 (5)159 (5)
Symmetry codes: (i) x, y+1, z+1; (ii) x+1, y+1, z+1.

Experimental details

Crystal data
Chemical formula[Sn(C6H5)2(C5H10NO2S2)2]
Mr633.41
Crystal system, space groupTriclinic, P1
Temperature (K)298
a, b, c (Å)9.0118 (2), 12.4051 (1), 12.6024 (2)
α, β, γ (°)86.889 (1), 69.575 (1), 88.293 (1)
V3)1318.24 (4)
Z2
Radiation typeMo Kα
µ (mm1)1.32
Crystal size (mm)0.40 × 0.22 × 0.20
Data collection
DiffractometerSiemens CCD area-detector
diffractometer
Absorption correctionEmpirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.621, 0.779
No. of measured, independent and
observed [I > 2σ(I)] reflections
9804, 6443, 5242
Rint0.053
(sin θ/λ)max1)0.693
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.048, 0.112, 0.98
No. of reflections6443
No. of parameters314
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)2.31, 1.91

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976), SHELXL97.

Selected geometric parameters (Å, º) top
Sn1—C12.156 (4)Sn1—S22.624 (1)
Sn1—C72.160 (4)Sn1—S32.540 (1)
Sn1—S12.606 (1)Sn1—S42.827 (1)
C1—Sn1—C7104.9 (1)C7—Sn1—S4160.3 (1)
C1—Sn1—S194.2 (1)S1—Sn1—S268.3 (1)
C1—Sn1—S2154.8 (1)S1—Sn1—S3158.4 (1)
C1—Sn1—S3101.6 (1)S1—Sn1—S4101.0 (1)
C1—Sn1—S483.8 (1)S2—Sn1—S391.8 (1)
C7—Sn1—S196.0 (1)S2—Sn1—S482.1 (1)
C7—Sn1—S295.2 (1)S3—Sn1—S466.6 (1)
C7—Sn1—S394.1 (1)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1a···O20.77 (6)1.90 (6)2.660 (5)167 (7)
O2—H2a···O4i0.80 (5)1.90 (5)2.692 (5)173 (5)
O3—H3a···O1ii0.76 (4)1.98 (5)2.736 (5)179 (4)
O4—H4a···O30.80 (5)1.95 (5)2.710 (5)159 (5)
Symmetry codes: (i) x, y+1, z+1; (ii) x+1, y+1, z+1.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds