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

Vepuri, S.B.; Devarajegowda, H.C.; Jeyaseelan, S.; Anbazhagan, S.; Prasad, Y.R.

doi:10.1107/S1600536812047939

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 (C-C) = 0.012 Å
R = 0.047
wR = 0.109
Data-to-parameter ratio = 19.4
Details

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

Suresh B. Vepuri,^a H. C. Devarajegowda,^b ^* S. Jeyaseelan,^b S. Anbazhagan ^c and Y. Rajendra Prasad ^d

^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); Thomas et al. (2004). For related structures, see: Liang et al. (2011); Alex et al. (1993); Li & Su (1993).

Experimental

Crystal data

C₁₃H₈Br₂OS
M_r = 372.07
Monoclinic, C c
a = 34.524 (8) Å
b = 3.9994 (9) Å
c = 23.428 (5) Å
= 126.804 (3)°
V = 2590.1 (10) Å³
Z = 8
Mo K radiation
= 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 $[Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.]$ ) T_min = 0.228, T_max = 1.000
13574 measured reflections
5988 independent reflections
4266 reflections with I > 2(I)
R_int = 0.051

Refinement

R[F² > 2(F²)] = 0.047
wR(F²) = 0.109
S = 0.97
5988 reflections
308 parameters
2 restraints
H-atom parameters constrained
_max = 0.58 e Å^-3
_min = -0.44 e Å^-3
Absolute structure: Flack (1983), 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); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012).

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.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
Li, Z. & Su, G. (1993). Acta Cryst. C49, 1075-1077.
Liang, Y.-S., Mu, S., Wang, J.-Y. & Liu, D.-K. (2011). Acta Cryst. E67, o830.
Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.
Pascard, C. (1995). Acta Cryst. D51, 407-417.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
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.

organic compounds