Received 24 July 2013
In the title compound, C21H24ClNO, the piperidine ring adopts a chair conformation. The two phenyl rings are inclined to one another by 20.7 (1)°, and are inclined to the mean plane of the four planar atoms of the piperidine ring by 87.64 (10) and 70.8 (1)°. The molecular structure features short intramolecular C-HCl and C-HO contacts. In the crystal, there are no significant intermolecular interactions present.
For the synthesis of the title compound, see: Venkatraj et al. (2008). For the biological activity of piperdine derivatives, see: Ramalingan et al. (2004), Weintraub et al. (2003); Ramachandran et al. (2011). For a related structure, see: Aridoss et al. (2011). For puckering parameters, see: Cremer & Pople (1975).
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT and XPREP (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2628 ).
SP and SA thank the UGC, New Delhi, for financial assistance in the form of a Major Research Project. The authors thank Professor D. Velmurugan, Centre for Advanced Study in Crystallography and Biophysics, University of Madras, for providing data collection and computer facilities.
Aridoss, G., Sundaramoorthy, S., Velmurugan, D. & Jeong, Y. T. (2011). Acta Cryst. E67, o540.
Bruker (2004). APEX2, SAINT, XPREP and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Ramachandran, R., Rani, M., Senthan, S., Jeong, Y. T. & Kabilan, S. (2011). Eur. J. Med. Chem. 46, 1926-1934.
Ramalingan, C., Balasubramanian, S., Kabilan, S. & Vasudevan, M. (2004). Eur. J. Med. Chem. 39, 527-533.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Venkatraj, M., Ponnuswamy, S. & Jeyaraman, R. (2008). Indian J. Chem. Sect. B, 47, 411-426.
Weintraub, P. M., Sabol, J. S., Kane, J. M. & Borcherding, D. R. (2003). Tetrahedron, 59, 2953-2989.