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Volume 67 
Part 2 
Page m145  
February 2011  

Received 24 November 2010
Accepted 24 December 2010
Online 8 January 2011

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.010 Å
R = 0.046
wR = 0.133
Data-to-parameter ratio = 13.6
Details
Open access

{1-[(2-Oxidonaphthalen-1-yl)methylidene]thiosemicarbazidato-[kappa]3N1,O,S}diphenyltin(IV)

aCollege of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China
Correspondence e-mail: handongyin@163.com

The asymmetric unit of the title compound, [Sn(C6H5)2(C12H9N3OS)], contains two independent molecules with almost identical configurations. In each molecule, the SnIV atom is coordinated by O, N and S atoms from a (2-oxido-1-naphthaldehyde)thiosemicarbazonato ligand and two C atoms from phenyl rings in a distorted trigonal-bipyramidal geometry. Weak intermolecular N-H...O and N-H...S hydrogen bonds link four molecules into a centrosymmetric tetramer. The crystal packing exhibits short intermolecular S...S contacts of 3.335 (3) Å.

Related literature

For related organotin(IV) complexes with salicylaldehydethiosemicarbazones, see: Sarma et al. (2007[Sarma, M. S., Mazumder, S., Ghosh, D., Roy, A., Duthie, A. & Tiekink, E. R. T. (2007). Appl. Organomet. Chem. 21, 890-905.]).

[Scheme 1]

Experimental

Crystal data
  • [Sn(C6H5)2(C12H9N3OS)]

  • Mr = 516.17

  • Triclinic, [P \overline 1]

  • a = 10.0228 (14) Å

  • b = 10.9676 (16) Å

  • c = 19.732 (3) Å

  • [alpha] = 89.880 (2)°

  • [beta] = 88.696 (2)°

  • [gamma] = 85.435 (1)°

  • V = 2161.6 (5) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.30 mm-1

  • T = 298 K

  • 0.23 × 0.18 × 0.12 mm

Data collection
  • Bruker SMART 1000 diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2001[Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.754, Tmax = 0.860

  • 10805 measured reflections

  • 7339 independent reflections

  • 5240 reflections with I > 2[sigma](I)

  • Rint = 0.032

Refinement
  • R[F2 > 2[sigma](F2)] = 0.046

  • wR(F2) = 0.133

  • S = 1.00

  • 7339 reflections

  • 541 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 1.56 e Å-3

  • [Delta][rho]min = -0.79 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N6-H6B...O1i 0.86 2.35 3.209 (6) 177
N3-H3A...S2ii 0.86 2.87 3.522 (6) 134
Symmetry codes: (i) x-1, y-1, z; (ii) -x+1, -y+1, -z+1.

Data collection: SMART (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). SMART and SAINT. 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.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV5008 ).


Acknowledgements

We acknowledge the National Natural Foundation of China (grant No. 20771053) and the Students Science and Technology Innovation Fund of Liaocheng University (grant No. SRT10064HX2).

References

Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sarma, M. S., Mazumder, S., Ghosh, D., Roy, A., Duthie, A. & Tiekink, E. R. T. (2007). Appl. Organomet. Chem. 21, 890-905.  [CrossRef]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2011). E67, m145  [ doi:10.1107/S1600536810054024 ]

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