Ethyl 2-(3-methoxyphenyl)acetate Ghulam Qadeer, a Nasim Hasan Rama, a * Murat Tas ¸ b and Okan Zafer Yes ¸ilel c a Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan, b Department of Chemistry, Faculty of Arts and Sciences, Giresun University, Giresun, Turkey, and c Department of Chemistry, Faculty of Arts and Sciences, Eskis ¸ehir Osmangazi University, Eskis ¸ehir, Turkey Correspondence e-mail: nasimhrama@yahoo.com Received 8 November 2007; accepted 9 November 2007 Key indicators: single-crystal X-ray study; T = 294 K; mean (C–C) = 0.012 A ˚ ; R factor = 0.145; wR factor = 0.345; data-to-parameter ratio = 19.9. The title compound, C 11 H 14 O 3 , is an important intermediate in the synthesis of biologically active heterocyclic compounds. The ester group is oriented with respect to the benzene ring at a dihedral angle of 5.38 (2)  . An intramolecular C—HO hydrogen bond results in the formation of a nearly planar six- membered ring, which is oriented with respect to the adjacent benzene ring at a dihedral angle of 3.92 (2)  . Thus, the two rings are nearly coplanar. Related literature For related literature, see: Zheng et al. (2003); Al-Talib et al. (1990); Yousif et al. (1986); Ahmad et al. (2001); Al-Soud et al. (2004); El-Emam et al. (2004); Weinstock et al. (1991). For bond-length data, see: Bruno et al. (2004). Experimental Crystal data C 11 H 14 O 3 M r = 194.22 Monoclinic, P2 1 =n a = 14.868 (2) A ˚ b = 4.851 (2) A ˚ c = 15.428 (4) A ˚  = 107.70 (3)  V = 1060.1 (6) A ˚ 3 Z =4 Mo K radiation  = 0.09 mm 1 T = 294 (2) K 0.40  0.30  0.30 mm Data collection Bruker SMART CCD area-detector diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T min = 0.960, T max = 0.970 7468 measured reflections 2564 independent reflections 1976 reflections with I >2(I) R int = 0.021 Refinement R[F 2 >2(F 2 )] = 0.145 wR(F 2 ) = 0.345 S = 1.08 2564 reflections 129 parameters 1 restraint H-atom parameters constrained Á max = 0.60 e A ˚ 3 Á min = 0.56 e A ˚ 3 Table 1 Hydrogen-bond geometry (A ˚ ,  ). D—HA D—H HA DA D—HA C7—H7O2 0.93 2.17 2.76 (1) 121 Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1999); software used to prepare material for publication: SHELXTL. The authors gratefully acknowledge funds from the Higher Education Commission, Islamabad, Pakistan. Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HK2373). References Ahmad, R., Iqbal, R., Akhtar, R. H., Haq, Z. U., Duddeck, H., Stefaniak, L. & Sitkowski, J. (2001). Nucleosides, Nucleotides Nucleic Acids, 20, 1671–1682. Al-Soud, Y. A., Al-Deeri, M. N. & Al-Mosoudi, N. A. (2004). Il Farmaco, 59, 775–783. Al-Talib, M., Tastoush, H. & Odeh, N. (1990). Synth. Commun. 20, 1811–1814. Bruker (1998). SMART. Bruker AXS Inc., Madison, Wisconsin, USA. Bruker (1999). SAINT and SHELXTL. Bruker AXS Inc., Madison, Wisconsin, USA. 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. El-Emam, A. A., Al-Deeb, O. A., Al-Omar, M. & Lehmann, J. (2004). Bioorg. Med. Chem. 12, 5107–5113. Sheldrick, G. M. (1996). SADABS. University of Go ¨ttingen, Germany. Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Go ¨ttingen, Germany. Weinstock, J., Keenan, R. M., Samanen, J., Hempel, J., Finkelstein, J. A., Franz, R. G., Gaitanopoulos, D. E., Girard, G. R., Gleason, J. G., Hill, D. T., Morgan, T. M., Peishoff, C. E., Aiyar, N., Brooks, D. P., Fredrickson, T. A., Ohlstein, E. H., Ruffolo, R. R., Stack, E. J., Sulpizio, A. C., Weidley, E. F. & Edwards, R. M. (1991). J. Med. Chem. 34, 1514–1517. Yousif, M. Y., Ismail, A. M., Elman, A. A. & El-Kerdawy, M. M. (1986). J. Chem. Soc. Pak. 8, 183–187. Zheng, X., Li, Z., Wang, Y., Chen, W., Huang, Q., Liu, C. & Song, G. (2003). J. Fluorine Chem. 117, 163–169. organic compounds o4678 # 2007 International Union of Crystallography doi:10.1107/S1600536807057479 Acta Cryst. (2007). E63, o4678 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368