Received 7 November 2012
The title compound, C22H21Cl2NO, is a derivative of mono-carbonyl analogues of curcumin (MACs). The molecule has an E conformation for each of the olefinic bonds. The 1-propylpiperidin-4-one ring has a distorted chair conformation with the ring N and the C and O atoms of the carbonyl group deviating from the mean plane of the remaining four ring C atoms by 0.682 (2), -0.134 (3) and -0.340 (4) Å, respectively. The dihedral angle between the benzene rings is 26.5 (1)°. In the crystal, molecules are connected by weak C-HO and C-H interactions.
For related structures, see: Agrawal & Mishra (2010); Liang et al. (2008, 2009); Wu et al. (2010, 2011); Zhao et al. (2010, 2012). For background to and applications of chalcones, see: Agrawal & Mishra (2010); Wu et al. (2010, 2011); Zhao et al. (2012).
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SHELXTL (Sheldrick, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZQ2188 ).
This study was partially supported by the Technology Foundation for Medical Science of Zhejiang Province (grant No. 2012KYA129) and University Students in Zhejiang Science and Technology Innovation Projects (grant No. 2012R413020). The authors are grateful to the associate researcher Sun Jie from Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, for testing and crystal analysis.
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