[Journal logo]

Volume 68 
Part 12 
Page o3456  
December 2012  

Received 9 November 2012
Accepted 21 November 2012
Online 28 November 2012

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.012 Å
R = 0.047
wR = 0.109
Data-to-parameter ratio = 19.4
Details
Open access

(2E)-3-(2-Bromophenyl)-1-(5-bromothiophen-2-yl)prop-2-en-1-one

aInstitute of Pharmacy, GITAM University, Visakhapatnam-45, Andhrapradesh, India,bDepartment of Physics, Yuvaraja's College (Constituent College), University of Mysore, Mysore 570 005, Karnataka, India,cKaruna College of Pharmacy, Thirumittacode, Palakad 679 533, Kerala, India, and dCollege of Pharmacy, Andhra University, Visakhapatnam, Andhrapradesh, India
Correspondence e-mail: devarajegowda@yahoo.com

The asymmetric unit of the title compound, C13H8Br2OS, contains two molecules, in which the dihedral angles between the thiophene and benzene rings are 10.5 (3) and 33.2 (4)°. There are no significant directional interactions in the crystal.

Related literature

For further details of conformational modelling, see: Pascard (1995[Pascard, C. (1995). Acta Cryst. D51, 407-417.]); Thomas et al. (2004[Thomas, A. H., Robert, B. M., Richard, A. F., Hege, S. B., Leah, L. F., Thomas, W. P. & Jay, L. B. (2004). J. Med. Chem. 47, 1750-1759.]). For related structures, see: Liang et al. (2011[Liang, Y.-S., Mu, S., Wang, J.-Y. & Liu, D.-K. (2011). Acta Cryst. E67, o830.]); Alex et al. (1993[Alex, G., Srinivasan, S., Krishnasamy, V., Suresh, R. V., Iyer, R. & Iyer, P. R. (1993). Acta Cryst. C49, 70-72.]); Li & Su (1993[Li, Z. & Su, G. (1993). Acta Cryst. C49, 1075-1077.]).

[Scheme 1]

Experimental

Crystal data
  • C13H8Br2OS

  • Mr = 372.07

  • Monoclinic, C c

  • a = 34.524 (8) Å

  • b = 3.9994 (9) Å

  • c = 23.428 (5) Å

  • [beta] = 126.804 (3)°

  • V = 2590.1 (10) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 6.40 mm-1

  • T = 293 K

  • 0.22 × 0.15 × 0.12 mm

Data collection
  • Oxford Diffraction Xcalibur diffractometer

  • Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2010[Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.]) Tmin = 0.228, Tmax = 1.000

  • 13574 measured reflections

  • 5988 independent reflections

  • 4266 reflections with I > 2[sigma](I)

  • Rint = 0.051

Refinement
  • R[F2 > 2[sigma](F2)] = 0.047

  • wR(F2) = 0.109

  • S = 0.97

  • 5988 reflections

  • 308 parameters

  • 2 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.58 e Å-3

  • [Delta][rho]min = -0.44 e Å-3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), 2846 Friedel pairs

  • Flack parameter: 0.000 (13)

Data collection: CrysAlis PRO (Oxford Diffraction, 2010[Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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: ORTEP-3 (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6986 ).


Acknowledgements

The authors thank Professor T. N. Guru Row, SSCU, IISc, Bangalore, for the data collection. SBV thanks the Acharya Nagarjuna University, Guntur, Andhrapradesh, India, for the support of a part-time PhD in Pharmacy.

References

Alex, G., Srinivasan, S., Krishnasamy, V., Suresh, R. V., Iyer, R. & Iyer, P. R. (1993). Acta Cryst. C49, 70-72.  [CrossRef] [details]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Flack, H. D. (1983). Acta Cryst. A39, 876-881.  [CrossRef] [details]
Li, Z. & Su, G. (1993). Acta Cryst. C49, 1075-1077.  [CrossRef] [details]
Liang, Y.-S., Mu, S., Wang, J.-Y. & Liu, D.-K. (2011). Acta Cryst. E67, o830.  [CSD] [CrossRef] [details]
Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.
Pascard, C. (1995). Acta Cryst. D51, 407-417.  [CrossRef] [ChemPort] [ISI] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Thomas, A. H., Robert, B. M., Richard, A. F., Hege, S. B., Leah, L. F., Thomas, W. P. & Jay, L. B. (2004). J. Med. Chem. 47, 1750-1759.  [ISI] [CrossRef] [PubMed]


Acta Cryst (2012). E68, o3456  [ doi:10.1107/S1600536812047939 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.