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Volume 67 
Part 4 
Page o999  
April 2011  

Received 23 March 2011
Accepted 24 March 2011
Online 31 March 2011

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Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](N-C) = 0.007 Å
R = 0.063
wR = 0.108
Data-to-parameter ratio = 13.4
Details
Open access

Bis[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methane

Wei Wei,a Zheng-qiang Xia,a San-ping Chena* and Sheng-li Gaoa

aCollege of Chemistry and Materials Science, Northwest University, Xi'an 710069, Shaanxi, People's Republic of China
Correspondence e-mail: sanpingchen@126.com

The molecule of the title compound, C5H8N8S2, lies on a twofold rotation axis that relates on 1-methyltetrazolyl group to the other; the five-membered rings are twisted by 53.1 (1)°.

Related literature

For the synthesis and pharmacological activity of compounds containing tetrazole groups, see: Semenov (2002[Semenov, B. B. (2002). Russ. Chem. Bull. 51, 357-358.]); Upadhayaya et al. (2004[Upadhayaya, R. S., Jain, S., Sinha, N., Kishore, N., Chandra, R. & Arora, S. K. (2004). Eur. J. Med. Chem. 39, 579-592.]). For a related structure, see: Bronisz (2002[Bronisz. (2002). Inorg. Chim. Acta, 340, 215-220.]).

[Scheme 1]

Experimental

Crystal data

  • C5H8N8S2

  • Mr = 244.31

  • Orthorhombic, P b c n

  • a = 6.415 (3) Å

  • b = 7.314 (3) Å

  • c = 22.204 (8) Å

  • V = 1041.9 (7) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.49 mm-1

  • T = 296 K

  • 0.15 × 0.12 × 0.08 mm
Data collection

  • CBruker SMART area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2002[Bruker (2002). SADABS, SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.930, Tmax = 0.962

  • 4692 measured reflections

  • 936 independent reflections

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

  • Rint = 0.118
Refinement

  • R[F2 > 2[sigma](F2)] = 0.063

  • wR(F2) = 0.108

  • S = 1.21

  • 936 reflections

  • 70 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.34 e Å-3

  • [Delta][rho]min = -0.38 e Å-3

Data collection: SMART (Bruker, 2002[Bruker (2002). SADABS, SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2002[Bruker (2002). SADABS, SAINT and SMART. 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: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NG5140 ).

Acknowledgements

We gratefully acknowledge the National Science Foundation of China (No. 20873100) and the Natural Science Foundation of Shaanxi Province (No. SJ08B09).

References

Bronisz. (2002). Inorg. Chim. Acta, 340, 215-220.
Bruker (2002). SADABS, SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Semenov, B. B. (2002). Russ. Chem. Bull. 51, 357-358.  [ISI] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Upadhayaya, R. S., Jain, S., Sinha, N., Kishore, N., Chandra, R. & Arora, S. K. (2004). Eur. J. Med. Chem. 39, 579-592.  [ISI] [CrossRef] [PubMed] [ChemPort]

Acta Cryst (2011). E67, o999  [ doi:10.1107/S1600536811011007 ]

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