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Volume 68 
Part 11 
Page m1384  
November 2012  

Received 4 October 2012
Accepted 15 October 2012
Online 20 October 2012

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Key indicators
Single-crystal X-ray study
T = 295 K
Mean [sigma](C-C) = 0.003 Å
R = 0.020
wR = 0.051
Data-to-parameter ratio = 16.6
Details
Open access

Dimethylbis(pyrazine-2-carboxylato-[kappa]2N1,O)tin(IV)

Marzieh Vafaee,a Ezzatollah Najafi,a Mostafa M. Aminia* and Seik Weng Ngb

aDepartment of Chemistry, General Campus, Shahid Beheshti University, Tehran 1983963113, Iran, and bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: m-pouramini@cc.sbu.ac.ir

In the title compound, [Sn(CH3)2(C5H3N2O2)2], the SnIV atom is twice N,O-chelated by two pyrazine-2-carboxylate ligands. The distorted six-coordination is completed by two tin-bound methyl C atoms. The C2N2O2 donor set defines a skewed trapezoidal-bipyramidal geometry. Intermolecular [pi]-[pi] interactions between the pyrazine rings [centroid-centroid distance = 3.8112 (13) Å] are observed.

Related literature

For background to organotin compounds, see: Dakternieks et al. (2003[Dakternieks, D., Duthie, A., Smyth, D. R., Stapleton, C. P. D. & Tiekink, E. R. T. (2003). Organometallics, 22, 4599-4603.]); Tiekink (1991[Tiekink, E. R. T. (1991). Appl. Organomet. Chem. 5, 1-23.]); Yin et al. (2005[Yin, H.-D., Wang, Q.-B. & Xue, C.-C. (2005). J. Organomet. Chem. 690, 3111-3117.]).

[Scheme 1]

Experimental

Crystal data

  • [Sn(CH3)2(C5H3N2O2)2]

  • Mr = 394.95

  • Monoclinic, P 21 /c

  • a = 9.2887 (6) Å

  • b = 12.3253 (7) Å

  • c = 12.6596 (7) Å

  • [beta] = 103.738 (1)°

  • V = 1407.88 (14) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.84 mm-1

  • T = 295 K

  • 0.40 × 0.40 × 0.20 mm
Data collection

  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.527, Tmax = 0.710

  • 8657 measured reflections

  • 3193 independent reflections

  • 2892 reflections with I > 2[sigma](I)

  • Rint = 0.022
Refinement

  • R[F2 > 2[sigma](F2)] = 0.020

  • wR(F2) = 0.051

  • S = 1.06

  • 3193 reflections

  • 192 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.35 e Å-3

  • [Delta][rho]min = -0.47 e Å-3

Table 1
Selected bond lengths (Å)

Sn1-C1 2.097 (2)
Sn1-C2 2.095 (2)
Sn1-O1 2.1506 (16)
Sn1-O3 2.1238 (15)
Sn1-N1 2.6646 (18)
Sn1-N3 2.5107 (18)

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2 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: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2594 ).

Acknowledgements

We thank Shahid Beheshti University for supporting this study.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.  [CrossRef] [ChemPort]
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Dakternieks, D., Duthie, A., Smyth, D. R., Stapleton, C. P. D. & Tiekink, E. R. T. (2003). Organometallics, 22, 4599-4603.  [CSD] [CrossRef] [ChemPort]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Tiekink, E. R. T. (1991). Appl. Organomet. Chem. 5, 1-23.  [CrossRef] [ChemPort] [ISI]
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [ISI] [CrossRef] [ChemPort] [details]
Yin, H.-D., Wang, Q.-B. & Xue, C.-C. (2005). J. Organomet. Chem. 690, 3111-3117.  [CSD] [CrossRef] [ChemPort]

Acta Cryst (2012). E68, m1384  [ doi:10.1107/S160053681204295X ]

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