Received 17 June 2013
aDepartment of Chemistry, BITS, Pilani - K. K. Birla Goa Campus, Goa 403 726, India,bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia, and cChemistry Department, Faculty of Science, King Abdulaziz University, PO Box 80203 Jeddah, Saudi Arabia
Correspondence e-mail: firstname.lastname@example.org
The pyrazole ring in the title compound, C25H19BrN2O2, is almost planar (r.m.s. deviation = 0.003 Å) and forms dihedral angles of 7.56 (13) and 56.48 (13)° with the N- and C-bound benzene rings, respectively. The prop-2-en-1-one residue has an E conformation about the C=C double bond [1.328 (4) Å] and is almost coplanar with the pyrazole ring [C-C-C-C torsion angle = -174.4 (3)°]. A twist between the prop-2-en-1-one unit and the terminal benzene ring is evident [C-C-C-C torsion angle = -15.4 (4)°]. In the crystal, molecules are consolidated into a three-dimensional architecture by C-HO, C-H and - [centroid-centroid separation = 3.7597 (16) Å] interactions.
For background details and biological applications of pyrazole and chalcones, see: Babasaheb et al. (2009); Prasath & Bhavana (2012); Prasath et al. (2013). For the structure of the 4-methoxyphenyl pyrazole compound, see: Fun et al. (2011).
Data collection: CrysAlis PRO (Agilent, 2013); 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 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB7095 ).
PB and RP gratefully acknowledge the Council of Scientific and Industrial Research (CSIR), India, for research grant 02 (0076)/12/EMR-II and Senior Research Fellowship (09/919/(0014)/2012 EMR-I), respectively. We also thank the Ministry of Higher Education (Malaysia) for funding structural studies through the High-Impact Research scheme (UM.C/HIR-MOHE/SC/03).
Agilent (2013). CrysAlis PRO. Agilent Technologies Inc., Santa Clara, CA, USA.
Babasaheb, P. B., Shrikant, S. G., Ragini, G. B., Nalini, M. G. & Chandrahasya, N. K. (2009). Bioorg. Med. Chem. 17, 8168-8173.
Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Fun, H.-K., Quah, C. K., Malladi, S., Hebbar, R. & Isloor, A. M. (2011). Acta Cryst. E67, o3105.
Prasath, R. & Bhavana, P. (2012). Heteroat. Chem. 23, 525-530.
Prasath, R., Bhavana, P., Ng, S. W. & Tiekink, E. R. T. (2013). J. Organomet. Chem. 726, 62-70.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.