5-(2-Benzoylethenyl)-N-benzyl-2- methoxybenzenesulfonamide Carla R. Andrighetti-Fro ¨hner, a Anto ˆnio C. Joussef, a Cla ´udia M. O. Simo ˜es, b Ricardo J. Nunes a and Adailton J. Bortoluzzi a * a Departamento de Quı ´mica, Universidade Federal de Santa Catarina, 88040-900 Floriano ´ polis, Santa Catarina, Brazil, and b Departamento de Cie ˆncias Farmace ˆuticas, Universidade Federal de Santa Catarina, 88040-900 Floriano ´ polis, Santa Catarina, Brazil Correspondence e-mail: adajb@qmc.ufsc.br Received 26 May 2007; accepted 14 June 2007 Key indicators: single-crystal X-ray study; T = 293 K; mean (C–C) = 0.004 A ˚ ; R factor = 0.047; wR factor = 0.135; data-to-parameter ratio = 13.1. Singly, sulfonamide and chalcone are well known pharmaco- phoric groups which have several pharmaceutical applications for a variety of diseases. Combination of two or more pharmacophoric groups can enhance the probability of discovering new lead compounds, especially if closely related activities are involved. The title compound, C 23 H 21 NO 4 S, was prepared in order to investigate its potential clinical applica- tion. It shows an interesting molecule that shows a V-shaped molecular structure formed by sulfonamide and chalcone arms. The chalcone group is quasi-planar and the sulfonamide aromatic ring is almost perpendicular to the mean plane of the chalcone. An infinite zigzag chain parallel to the crystal- lographic axis [001] results from intermolecular N—HO hydrogen bonds and keeps the molecules perfectly stacked in this direction. Related literature For related literature, see: Bhattacharya et al. (2004); Cremlyn et al. (1984); Dominguez et al. (2005); Lunardi et al. (2003); Ni et al. (2004); Subbiah Pandi et al. (2003); Petersen (2004); Rojas et al. (2002); Supuran et al. (2003). Experimental Crystal data C 23 H 21 NO 4 S M r = 407.47 Triclinic, P 1 a = 10.3671 (12) A ˚ b = 10.3750 (8) A ˚ c = 10.7977 (14) A ˚  = 84.88 (1)   = 68.79 (1)   = 65.40 (1)  V = 981.9 (2) A ˚ 3 Z =2 Mo K radiation  = 0.20 mm 1 T = 293 (2) K 0.50  0.33  0.13 mm Data collection Enraf-Nonius CAD-4 diffractometer Absorption correction:  scan (PLATON; Spek, 2003; North et al., 1968) T min = 0.924, T max = 0.969 3694 measured reflections 3490 independent reflections 2573 reflections with I >2(I) R int = 0.027 3 standard reflections every 200 reflections intensity decay: <1% Refinement R[F 2 >2(F 2 )] = 0.047 wR(F 2 ) = 0.135 S = 1.05 3490 reflections 266 parameters H atoms treated by a mixture of independent and constrained refinement Á max = 0.35 e A ˚ 3 Á min = 0.47 e A ˚ 3 Table 1 Hydrogen-bond geometry (A ˚ ,  ). D—HA D—H HA DA D—HA N1—H1O171 i 0.84 (3) 2.23 (3) 3.018 (3) 156 (3) Symmetry code: (i) x; y; z  1. Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: HELENA (Spek, 1996); program(s) used to solve structure: SIR97 (Altomare et al. , 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003) and Mercury (Macrae et al. , 2006); software used to prepare material for publica- tion: SHELXL97 and MOGUL (Bruno et al. , 2004). This work was supported by Financiadora de Estudos e Projetos (FINEP), Coordenac ¸a ˜o de Aperfeic ¸oamento de Pessoal de Nı ´vel Superior (CAPES) and Conselho Nacional de Desenvolvimento Cientı´fico e Tecnolo ´ gico (CNPq). Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BH2110). References Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115–119. Bhattacharya, G., Herman, J., Delfin, D., Salem, M. M., Barszcz, T., Mollet, M., Riccio, G., Brun, R. & Werbovetz, K. A. (2004). J. Med. Chem. 47, 1823– 1832. Bruno, I. J., Cole, J. C., Kessler, M., Luo, J., Motherwell, W. D. S., Purkis, L. H., Smith, B. R., Taylor, R., Cooper, R. I., Harris, S. E. & Orpen, A. G. (2004). J. Chem. Inf. Comput. Sci. 44, 2133–2144. Cremlyn, J. R., Swinbourne, F. J. & Shode, O. O. (1984). J. Chin. Chem. Soc. 31, 383–390. Dominguez, J. N., Leon, C., Rodrigues, J., Dominguez, N. G., Gut, J. & Rosenthal, P. J. (2005). Il Fa ´rmaco, 60, 307-311. organic compounds Acta Cryst. (2007). E63, o3275–o3276 doi:10.1107/S1600536807029303 # 2007 International Union of Crystallography o3275 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368