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Volume 68 
Part 12 
Page o3450  
December 2012  

Received 2 September 2012
Accepted 15 November 2012
Online 24 November 2012

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.008 Å
R = 0.060
wR = 0.203
Data-to-parameter ratio = 14.6
Details
Open access

4,4'-Bipyridine-1,1'-diium bis(1,3-benzothiazole-2-thiolate)

aDepartment of Chemistry, Capital Normal University, Beijing 100048, People's Republic of China,bThe College of Materials Science and Engineering, Beijing University of Technology, Beijing 100022, People's Republic of China, and cKey Laboratory of Terahertz Optoelectronics, Ministry of Education, Department of Physics, Capital Normal University, Beijing 100048, People's Republic of China
Correspondence e-mail: jinqh204@163.com

In the title salt, C10H10N22+·2C7H4NS2-, the complete 4,4'-bipyridine-1,1'-diium dication is generated by a center of symmetry. In the crystal, N-H...N hydrogen bonds are observed between the cations and anions.

Related literature

For ligands based on 2-mercaptobenzothiazole in coordination chemistry, see: Chen et al. (2010[Chen, S. C., Yu, R. M., Zhao, Z. G., Chen, S. M., Zhang, Q. S., Wu, X. Y., Wang, F. & Lu, C. Z. (2010). Cryst. Growth Des. 10, 1155-1160.]) and for ligands based on 4,4'- bipyridine, see: Biradha et al. (1999[Biradha, K., Domasevitch, K. V., Moulton, B., Seward, C. & Zaworotko, M. J. (1999). Chem. Commun. pp. 1327-1328.]); Ren et al. (2004[Ren, C.-X., Cheng, L., Chen, X.-M. & Ng, S. W. (2004). Acta Cryst. E60, m364-m366.]); Tao et al. (2000[Tao, J., Tong, M. L., Shi, J. X., Chen, X. M. & Ng, S. W. (2000). Chem. Commun. pp. 2043-2044.]); Tong et al. (2000[Tong, M. L., Zheng, S. L. & Chen, X. M. (2000). Polyhedron, 19, 1809-1814.]); Xu et al. (2012[Xu, S., Dai, Y.-C., Qiu, Q.-M., Jin, Q.-H. & Zhang, C.-L. (2012). Acta Cryst. E68, m1222-m1223.]). For a related structure, see: Deng et al. (2005[Deng, Q.-J., Yao, M.-X. & Zeng, M.-H. (2005). Acta Cryst. E61, o2239-o2240.]).

[Scheme 1]

Experimental

Crystal data
  • C10H10N22+·2C7H4NS2-

  • Mr = 490.66

  • Monoclinic, P 21 /c

  • a = 14.3909 (13) Å

  • b = 5.6670 (4) Å

  • c = 15.5471 (14) Å

  • [beta] = 109.023 (2)°

  • V = 1198.67 (17) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.42 mm-1

  • T = 298 K

  • 0.32 × 0.30 × 0.26 mm

Data collection
  • Bruker SMART CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2007[Bruker (2007). SMART, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.878, Tmax = 0.900

  • 5663 measured reflections

  • 2116 independent reflections

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

  • Rint = 0.055

Refinement
  • R[F2 > 2[sigma](F2)] = 0.060

  • wR(F2) = 0.203

  • S = 1.04

  • 2116 reflections

  • 145 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.29 e Å-3

  • [Delta][rho]min = -0.26 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H2...N1i 0.86 1.93 2.790 (6) 178
Symmetry code: (i) [-x+1, y+{\script{1\over 2}}, -z+{\script{3\over 2}}].

Data collection: SMART (Bruker, 2007[Bruker (2007). SMART, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT-Plus (Bruker, 2007[Bruker (2007). SMART, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT-Plus; 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: JJ2151 ).


Acknowledgements

This work was supported by National Natural Science Foundation of China (No.21171119), the National High Technology Research and Development Program 863 of China (No. 2012 A A063201), Beijing Personnel Bureau, the National Keystone Basic Research Program (973 Program) under grant Nos. 2007CB310408 and 2006CB302901 and the Committee of Education of the Beijing Foundation of China (grant No. KM201210028020).

References

Biradha, K., Domasevitch, K. V., Moulton, B., Seward, C. & Zaworotko, M. J. (1999). Chem. Commun. pp. 1327-1328.  [CSD] [CrossRef]
Bruker (2007). SMART, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Chen, S. C., Yu, R. M., Zhao, Z. G., Chen, S. M., Zhang, Q. S., Wu, X. Y., Wang, F. & Lu, C. Z. (2010). Cryst. Growth Des. 10, 1155-1160.  [CSD] [CrossRef] [ChemPort]
Deng, Q.-J., Yao, M.-X. & Zeng, M.-H. (2005). Acta Cryst. E61, o2239-o2240.  [CSD] [CrossRef] [details]
Ren, C.-X., Cheng, L., Chen, X.-M. & Ng, S. W. (2004). Acta Cryst. E60, m364-m366.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Tao, J., Tong, M. L., Shi, J. X., Chen, X. M. & Ng, S. W. (2000). Chem. Commun. pp. 2043-2044.  [CSD] [CrossRef]
Tong, M. L., Zheng, S. L. & Chen, X. M. (2000). Polyhedron, 19, 1809-1814.  [ISI] [CSD] [CrossRef] [ChemPort]
Xu, S., Dai, Y.-C., Qiu, Q.-M., Jin, Q.-H. & Zhang, C.-L. (2012). Acta Cryst. E68, m1222-m1223.  [CSD] [CrossRef] [details]


Acta Cryst (2012). E68, o3450  [ doi:10.1107/S1600536812047058 ]

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