Research Article: (E)-1-(2,4-Dimethyl­quinolin-3-yl)-3-(4-methyl­phen­yl)prop-2-en-1-one

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): R. Prasath, P. Bhavana, Ray J. Butcher.


In the title compound, C21H19NO, there are two mol­ecules in the asymmetric unit (Z′ = 2). There are π–π inter­actions between these two mol­ecules [centroid–centroid distance = 3.678 (2) Å], as well as a weak C—H⋯O inter­action. The conformation adopted by the two mol­ecules is such that the quinoline mean plane and the benzene ring are almost perpendicular [89.04 (5) and 76.89 (4)°]. In each mol­ecule, the methyl group of the tolyl ring is disordered over two conformations, with occupancy ratios of 0.56 (3):0.44 (3) and 0.65 (3):0.35 (3).

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For background details and biological applications of quinolines, see: Muscia et al. (2006 ▶); Kalluraya & Sreenivasa (1998 ▶); Campbell et al. (1998 ▶); Dimmock et al. (1999 ▶). For the anti­plasmodial, anti­microbial, anti­malarial and anti­cancer activity of quinoline chalcone analogues, see: Xiang et al. (2006 ▶). For a related structure, see: Prasath et al. (2011 ▶).