(2E)-3-(4-Bromophenyl)-1-(2-methyl-4- phenyl-3-quinolyl)prop-2-en-1-one R. Prasath, a S. Sarveswari, a V. Vijayakumar, a T. Narasimhamurthy b and Edward R. T. Tiekink c * a Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore 632 014, India, b Materials Research Centre, Indian Institute of Science, Bengaluru 560 012, India, and c Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia Correspondence e-mail: edward.tiekink@gmail.com Received 14 April 2010; accepted 14 April 2010 Key indicators: single-crystal X-ray study; T = 293 K; mean (C–C) = 0.003 A ˚ ; R factor = 0.033; wR factor = 0.083; data-to-parameter ratio = 13.7. The conformation about the ethene bond [1.316 (3) A ˚ ] in the title compound, C 25 H 18 BrNO, is E. The quinoline ring forms dihedral angles of 67.21 (10) and 71.68 (10) with the benzene and bromo-substituted benzene rings, respectively. High- lighting the non-planar arrangement of aromatic rings, the dihedral angle formed between the benzene rings is 58.57 (12) . Related literature For general background to quinoline derivatives, see: Mori- moto et al. (1991); Michael (1997); Markees et al. (1970); Campbell et al. (1998); Maguire et al. (1994); Kalluraya & Sreenivasa (1998); Roma et al. (2000); Chen et al. (2001). For interest in the biological activities of chalcones, see: Dimmock et al. (1999). Experimental Crystal data C 25 H 18 BrNO M r = 428.31 Triclinic, P 1 a = 6.6407 (3) A ˚ b = 10.0395 (4) A ˚ c = 15.5193 (6) A ˚ = 92.192 (2) = 95.234 (2) = 105.869 (2) V = 988.92 (7) A ˚ 3 Z =2 Mo Kradiation = 2.09 mm 1 T = 293 K 0.28 0.21 0.14 mm Data collection Bruker SMART APEX CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 1998) T min = 0.596, T max = 0.746 15973 measured reflections 3470 independent reflections 2545 reflections with I >2(I) R int = 0.027 Refinement R[F 2 >2(F 2 )] = 0.033 wR(F 2 ) = 0.083 S = 1.01 3470 reflections 254 parameters H-atom parameters constrained Á max = 0.34 e A ˚ 3 Á min = 0.35 e A ˚ 3 Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: publCIF (Westrip, 2010). VV is grateful to the DST-India for funding through the Young Scientist Scheme (Fast Track Proposal). Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG2673). References Bruker (1998). SADABS. Bruker AXS Inc., Maddison, Wisconsin, USA. Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Campbell, S. F., Hardstone, J. D. & Palmer, M. J. (1998). J. Med. Chem. 31, 1031–1035. Chen, Y.-L., Fang, K.-C., Sheu, J.-Y., Hsu, S.-L. & Tzeng, C.-C. (2001). J. Med. Chem. 44, 2374–2377. Dimmock, J. R., Elias, D. W., Beazely, M. A. & Kandepu, N. M. (1999). Curr. Med. Chem. 6, 1125–1149. Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. Kalluraya, B. & Sreenivasa, S. (1998). Il Farmaco, 53, 399–404. Maguire, M. P., Sheets, K. R., McVety, K., Spada, A. P. & Zilberstein, A. (1994). J. Med. Chem. 37, 2129–2137. Markees, D. G., Dewey, V. C. & Kidder, G. W. (1970). J. Med. Chem. 13, 324– 326. Michael, J. P. (1997). Nat. Prod. Rep. 14, 605–608. Morimoto, Y., Matsuda, F. & Shirahama, H. (1991). Synlett, 3, 202–203. Roma, G., Braccio, M. D., Grossi, G., Mattioli, F. & Ghia, M. (2000). Eur. J. Med. Chem. 35, 1021–1026. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Spek, A. L. (2009). Acta Cryst. D65, 148–155. Westrip, S. P. (2010). publCIF. In preparation. organic compounds o1110 Prasath et al. doi:10.1107/S1600536810013784 Acta Cryst. (2010). E66, o1110 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 ‡ Additional correspondence author, e-mail: kvpsvijayakumar@gmail.com.