1-(3-Methoxyphenyl)-2-(phenylsulfonyl)- ethan-1-one Sammer Yousuf,* Sarosh Iqbal, Nida Ambreen and Khalid M. Khan H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan Correspondence e-mail: dr.sammer.yousuf@gmail.com Received 17 July 2012; accepted 19 July 2012 Key indicators: single-crystal X-ray study; T = 298 K; mean (C–C) = 0.003 A ˚ ; R factor = 0.043; wR factor = 0.108; data-to-parameter ratio = 14.2. In the title compound, C 15 H 14 O 4 S, the dihedral angle between the benzene and phenyl rings is 88.74 (10) . In the crystal, molecules are linked into a three-dimensional network by C— HO hydrogen bonds and stacking interactions [centroid–centroid distances = 3.6092 (13)–3.8651 (13) A ˚ ]. Related literature For the biological activity of sulfone compounds, see: Dawood et al. (2010); Suryakiran et al. (2007); Siddiq et al. (2005); Lai et al. (2005). For related structures, see: Yousuf et al. (2012); Billing et al. (2006); Pei et al. (2005); Gu et al. (2004). Experimental Crystal data C 15 H 14 O 4 S M r = 290.32 Triclinic, P 1 a = 7.1290 (6) A ˚ b = 9.6101 (8) A ˚ c = 10.6999 (9) A ˚ = 101.787 (2) = 102.550 (2) = 95.879 (2) V = 692.13 (10) A ˚ 3 Z =2 Mo Kradiation = 0.24 mm 1 T = 298 K 0.30 0.12 0.07 mm Data collection Bruker SMART APEX CCD area- detector diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2000) T min = 0.931, T max = 0.983 7866 measured reflections 2577 independent reflections 2135 reflections with I >2(I) R int = 0.026 Refinement R[F 2 >2(F 2 )] = 0.043 wR(F 2 ) = 0.108 S = 1.06 2577 reflections 181 parameters H-atom parameters constrained Á max = 0.24 e A ˚ 3 Á min = 0.29 e A ˚ 3 Table 1 Hydrogen-bond geometry (A ˚ , ). D—HA D—H HA DA D—HA C7—H7AO2 i 0.97 2.54 3.411 (3) 149 C7—H7BO1 ii 0.97 2.37 3.334 (3) 171 C11—H11AO2 iii 0.93 2.48 3.317 (3) 150 C15—H15AO3 iv 0.96 2.47 3.413 (3) 167 Symmetry codes: (i) x; y þ 2; z þ 1; (ii) x þ 1; y þ 2; z þ 1; (iii) x; y; z 1; (iv) x; y þ 1; z. Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2009). The authors are thankful to the Higher Education Commission (HEC) Pakistan for providing financial support under the National Research Support Program for Univer- sities. Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ2794). References Billing, D. G., de Koning, C. B., Michael, J. P. & Yillah, I. (2006). Acta Cryst. E62, o5630–o5631. Bruker (2000). SADABS, SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Dawood, K. M., Kheder, N. A., Ragab, E. A. & Mohamed, S. N. (2010). Phosphorus Sulfur Silicon Relat. Elem. 185, 330–339. Gu, J.-M., Zhang, Y.-C. & Hu, X.-R. (2004). Acta Cryst. E60, o1115–o1116. Lai, C., Xi, C., Jiang, Y. & Hua, R. (2005). Tetrahedron Lett. 46, 513–515. Nardelli, M. (1995). J. Appl. Cryst. 28, 659. Pei, W., Wang, Y.-J., Sun, L. & Xiong, X.-B. (2005). Acta Cryst. E61, o3883– o3884. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Siddiq, M., Mahmood, K. & Baloch, M. K. (2005). J. Chem. Soc. Pak. 27, 148– 153. Spek, A. L. (2009). Acta Cryst. D65, 148–155. Suryakiran, N., Prabhakar, P., Rajesh, K., Suresh, V. & Venkateswarlu, Y. (2007). J. Mol. Catal. A Chem. 270, 201–204. Yousuf, S., Siddiqui, H., Farooq, R. & Choudhary, M. I. (2012). Acta Cryst. E68, o2090. organic compounds o2562 Yousuf et al. doi:10.1107/S1600536812032795 Acta Cryst. (2012). E68, o2562 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368