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Volume 69 
Part 10 
Pages m539-m540  
October 2013  

Received 29 July 2013
Accepted 1 September 2013
Online 12 September 2013

Key indicators
Single-crystal X-ray study
T = 150 K
Mean [sigma](C-C) = 0.002 Å
R = 0.019
wR = 0.051
Data-to-parameter ratio = 17.7
Details
Open access

Dichloridodiphenylbis(thiourea-[kappa]S)tin(IV)

aLaboratoire de Chimie Minerale et Analytique (LACHIMIA), Departement de Chimie, Faculte des Sciences et Techniques, Universite Cheikh Anta Diop, Dakar, Senegal, and bDepartment of Chemistry, University of Bath, Bath BA2 7AY, England
Correspondence e-mail: yayasow81@yahoo.fr

The title compound, [Sn(C6H5)2Cl2(CH4N2S)2], has been obtained from the reaction between Sn(C6H5)2Cl2 and SC(NH2)2. The asymmetric unit consists of one half of the molecular unit, the remainder generated by a twofold rotation axis located along the Cl-Sn-Cl bonds. The SnIV atom is coordinated by two phenyl groups, two Cl atoms and two thiourea ligands in an all trans octahedral C2Cl2S2 environment. Individual molecules are connected through N-H...Cl hydrogen bonds, leading to a three-dimensional network structure. Intramolecular N-H...Cl hydrogen bonds are also present.

Related literature

For background to organotin(IV) chemistry, see: Kapoor et al. (2005[Kapoor, R. N., Guillory, P., Schulte, I., CervantesLee, F., Haiduc, I., Parkanyi, I. & Pannell, K. H. (2005). Appl. Organomet. Chem. 19, 510-517.]); Sadiq-ur-Rehman et al. (2007)[Sadiq-ur-Rehman, Saeed, S., Ali, S., Shahzadi, S. & Helliwell, M. (2007). Acta Cryst. E63, m1788.]; Zhang et al. (2006[Zhang, W.-L., Ma, J.-F. & Jiang, H. (2006). Acta Cryst. E62, m460-m461.]). For organotin(IV) compounds exhibiting biological activity, see: Nath et al. (2001[Nath, Y., Pokharia, S. & Yadav, R. (2001). Coord. Chem. Rev. 215, 99-149.]); Pellerito & Nagy (2002[Pellerito, L. & Nagy, L. (2002). Coord. Chem. Rev. 224, 111-150.]). For chloridotin(IV) complexes, see: Amini et al. (2002[Amini, M. M., Azadmeher, A., Yousefi, M., Foladi, S. & Ng, S. W. (2002). Acta Cryst. E58, m58-m60.]); Müller et al. (2008[Müller, M., Lerner, H.-W. & Bolte, M. (2008). Acta Cryst. E64, m803.]). For tin(IV) complexes containing thiourea groups, see: Donaldson et al. (1984[Donaldson, J. D., Grimes, S. M., Calogero, S., Russo, U., Valle, G. & Smith, P. J. (1984). Inorg. Chim. Acta, 84, 173-177.]); Sow et al. (2012[Sow, Y., Diop, L., Molloy, K. C. & Kociok-Kohn, G. (2012). Acta Cryst. E68, m1337.]); Wirth et al. (1998[Wirth, A., Lange, I., Henschel, D., Moers, O., Blaschette, A. & Jones, P. G. (1998). Z. Anorg. Allg. Chem. 624, 1308-1318.]).

[Scheme 1]

Experimental

Crystal data
  • [Sn(C6H5)2Cl2(CH4N2S)2]

  • Mr = 496.03

  • Tetragonal, I 41 /a

  • a = 14.6401 (2) Å

  • c = 17.7899 (3) Å

  • V = 3812.95 (10) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 1.84 mm-1

  • T = 150 K

  • 0.35 × 0.35 × 0.25 mm

Data collection
  • Nonius KappaCCD diffractometer

  • Absorption correction: multi-scan (SORTAV; Blessing, 1995[Blessing, R. H. (1995). Acta Cryst. A51, 33-38.]) Tmin = 0.565, Tmax = 0.656

  • 23870 measured reflections

  • 2183 independent reflections

  • 1892 reflections with I > 2[sigma](I)

  • Rint = 0.041

Refinement
  • R[F2 > 2[sigma](F2)] = 0.019

  • wR(F2) = 0.051

  • S = 1.06

  • 2183 reflections

  • 123 parameters

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.40 e Å-3

  • [Delta][rho]min = -0.72 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1B...Cl2 0.86 (3) 2.50 (3) 3.345 (2) 166 (2)
N2-H2A...Cl1i 0.81 (3) 2.41 (3) 3.2119 (19) 170 (3)
Symmetry code: (i) [-y+{\script{3\over 4}}, x+{\script{1\over 4}}, z+{\script{1\over 4}}].

Data collection: COLLECT (Nonius, 1999[Nonius (1999). COLLECT. Nonius BV, Delft, The Netherlands.]); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.]); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SIR97 (Altomare et al., 1999[Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WM2764 ).


Acknowledgements

We thank Dr Raymundo Cea Olivares, Instituto de Química UNAM, Mexico, for performing the elemental analyses.

References

Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Amini, M. M., Azadmeher, A., Yousefi, M., Foladi, S. & Ng, S. W. (2002). Acta Cryst. E58, m58-m60.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Blessing, R. H. (1995). Acta Cryst. A51, 33-38.  [CrossRef] [IUCr Journals]
Donaldson, J. D., Grimes, S. M., Calogero, S., Russo, U., Valle, G. & Smith, P. J. (1984). Inorg. Chim. Acta, 84, 173-177.  [CSD] [CrossRef] [ChemPort] [Web of Science]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Kapoor, R. N., Guillory, P., Schulte, I., CervantesLee, F., Haiduc, I., Parkanyi, I. & Pannell, K. H. (2005). Appl. Organomet. Chem. 19, 510-517.  [Web of Science] [CSD] [CrossRef] [ChemPort]
Müller, M., Lerner, H.-W. & Bolte, M. (2008). Acta Cryst. E64, m803.  [CSD] [CrossRef] [IUCr Journals]
Nath, Y., Pokharia, S. & Yadav, R. (2001). Coord. Chem. Rev. 215, 99-149.  [Web of Science] [CrossRef] [ChemPort]
Nonius (1999). COLLECT. Nonius BV, Delft, The Netherlands.
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.
Pellerito, L. & Nagy, L. (2002). Coord. Chem. Rev. 224, 111-150.  [Web of Science] [CrossRef] [ChemPort]
Sadiq-ur-Rehman, Saeed, S., Ali, S., Shahzadi, S. & Helliwell, M. (2007). Acta Cryst. E63, m1788.  [CSD] [CrossRef] [IUCr Journals]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Sow, Y., Diop, L., Molloy, K. C. & Kociok-Kohn, G. (2012). Acta Cryst. E68, m1337.  [CSD] [CrossRef] [IUCr Journals]
Wirth, A., Lange, I., Henschel, D., Moers, O., Blaschette, A. & Jones, P. G. (1998). Z. Anorg. Allg. Chem. 624, 1308-1318.  [CrossRef] [ChemPort]
Zhang, W.-L., Ma, J.-F. & Jiang, H. (2006). Acta Cryst. E62, m460-m461.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2013). E69, m539-m540   [ doi:10.1107/S1600536813024343 ]

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