Received 30 June 2013
The asymmetric unit of the title compound, C16H20ClNO2, contains two molecules in which the dihedral angles between the benzene ring and the plane of the amide unit are 77.4 (1) and 81.1 (1)°. In both molecules, the five-membered ring adopts an envelope conformation with one of the -C atoms as the flap. In the crystal, molecules are connected via C-HO hydrogen bonds, forming chains along the b-axis direction. These chains are further linked by C-H interactions, forming a three-dimensional network.
Data collection: CAD-4 Software (Enraf-Nonius, 1985); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXS97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: VM2196 ).
This study was supported financially by the Scientific Research Project of Beijing Education Commission and the Scientific Research Level Project of Beijing Education Commission Foundation. The author thanks the Center of Testing and Analysis, Beijing University of Science and Technology, for the data collection.
Enraf-Nonius (1985). CAD-4 Software. Enraf-Nonius, Delft, The Netherlands.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
Krauss, R. C., Strom, R. M., Scortichini, C. L., Kruper, W. J. & Wolf, R. A. (1995). WO Patent No. 9500480.
Krauss, R. C., Strom, R. M., Scortichini, C. L., Kruper, W. J. & Wolf, R. A. (2001). US Patent No. 6242606.
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.