N 0 -{2-[2-(3-Methoxyphenyl)ethenyl]- phenyl}acetamide Kartini Ahmad, Noel F. Thomas, Mohd Azlan Nafiah, Khalijah Awang and Seik Weng Ng* Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia Correspondence e-mail: seikweng@um.edu.my Received 5 May 2009; accepted 8 May 2009 Key indicators: single-crystal X-ray study; T = 100 K; mean (C–C) = 0.003 A ˚ ; R factor = 0.052; wR factor = 0.140; data-to-parameter ratio = 17.3. In the title compound, C 17 H 17 NO 2 , the phenylene rings are bent with respect to the carbon–carbon double bond [dihedral angle between rings = 39.6 (1) ]. The acetamido group is twisted out of the plane of the aromatic ring [dihedral angle = 44.2 (1) ] in order to form an N–HO hydrogen bond to the acetamido group of an adjacent molecule, generating a zigzag chain running along the c axis. Related literature The compound was synthesized in a study on indolostilbenes; see: Ahmad et al. (2009). Experimental Crystal data C 17 H 17 NO 2 M r = 267.32 Monoclinic, P2 1 =c a = 14.5588 (5) A ˚ b = 10.3633 (4) A ˚ c = 9.3667 (3) A ˚ = 90.118 (1) V = 1413.22 (9) A ˚ 3 Z =4 Mo K radiation = 0.08 mm 1 T = 100 K 0.21 0.07 0.02 mm Data collection Bruker SMART APEX diffractometer Absorption correction: none 12919 measured reflections 3236 independent reflections 2036 reflections with I >2(I) R int = 0.069 Refinement R[F 2 >2(F 2 )] = 0.052 wR(F 2 ) = 0.140 S = 1.01 3236 reflections 187 parameters 1 restraint H atoms treated by a mixture of independent and constrained refinement max = 0.38 e A ˚ 3 min = 0.25 e A ˚ 3 Table 1 Hydrogen-bond geometry (A ˚ , ). D—HA D—H HA DA D—HA N1—H1O1 i 0.88 (1) 1.93 (1) 2.804 (2) 175 (2) Symmetry code: (i) x; y þ 3 2 ; z 1 2 . Data collection: APEX2 software (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2009). We thank the University of Malaya for supporting this study. Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG2514). References Ahmad, K.,Thomas, N. F., Mukhtar, M.R., Noorbatcha, I., Faizal, W., Nafiah, J.-F., Azlan, M., Velu, S. S., Takeya, K., Morita, H., Lim, C.-G., Hadi, A. H. A. & Awang, K. (2009). Tetrahedron, 65, 1504–1516. Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Westrip, S. P. (2009). publCIF. In preparation. organic compounds o1290 Ahmad et al. doi:10.1107/S1600536809017401 Acta Cryst. (2009). E65, o1290 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368