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Volume 69 
Part 5 
Page o723  
May 2013  

Received 30 March 2013
Accepted 9 April 2013
Online 13 April 2013

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.015 Å
R = 0.073
wR = 0.214
Data-to-parameter ratio = 14.7
Details
Open access

1,5-Bis[1-(4-bromophenyl)ethylidene]thiocarbonohydrazide

aDongchang College, Liaocheng University, Liaocheng 250059, People's Republic of China
Correspondence e-mail: gaozq08@163.com

The asymmetric unit of the title compound, C17H16Br2N4S, contains two independent molecules in which the benzene rings form dihedral angles of 20.0 (1) and 55.3 (1)°. In the crystal, a pair of N-H...S hydrogen bonds link the two different independent molecules into a dimer.

Related literature

For the crystal structures of related compounds, see: Feng et al. (2011[Feng, L., Ji, H., Wang, R., Ge, H. & Li, L. (2011). Acta Cryst. E67, o1514.]); Zhao (2011[Zhao, X. (2011). Acta Cryst. E67, o2132.]); Schmitt et al. (2011[Schmitt, B., Gerber, T., Hosten, E. & Betz, R. (2011). Acta Cryst. E67, o2206-o2207.]).

[Scheme 1]

Experimental

Crystal data
  • C17H16Br2N4S

  • Mr = 468.22

  • Triclinic, [P \overline 1]

  • a = 11.5800 (11) Å

  • b = 13.6950 (12) Å

  • c = 14.2860 (13) Å

  • [alpha] = 118.401 (2)°

  • [beta] = 90.977 (1)°

  • [gamma] = 108.404 (1)°

  • V = 1852.6 (3) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 4.49 mm-1

  • T = 298 K

  • 0.43 × 0.37 × 0.33 mm

Data collection
  • Bruker SMART APEX CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.248, Tmax = 0.319

  • 9457 measured reflections

  • 6456 independent reflections

  • 2949 reflections with I > 2[sigma](I)

  • Rint = 0.081

Refinement
  • R[F2 > 2[sigma](F2)] = 0.073

  • wR(F2) = 0.214

  • S = 0.96

  • 6456 reflections

  • 438 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.90 e Å-3

  • [Delta][rho]min = -1.33 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N5-H5B...S1 0.86 2.71 3.551 (8) 168
N1-H1...S2 0.86 2.69 3.551 (8) 174

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: CV5398 ).


Acknowledgements

The author acknowledges financial support by Dongchang College, Liaocheng University.

References

Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Feng, L., Ji, H., Wang, R., Ge, H. & Li, L. (2011). Acta Cryst. E67, o1514.  [CSD] [CrossRef] [details]
Schmitt, B., Gerber, T., Hosten, E. & Betz, R. (2011). Acta Cryst. E67, o2206-o2207.  [CSD] [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Zhao, X. (2011). Acta Cryst. E67, o2132.  [CrossRef] [details]


Acta Cryst (2013). E69, o723  [ doi:10.1107/S1600536813009720 ]

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