Research Article: (2E)-3-(4-Chloro­phen­yl)-1-(4-hy­droxy­phen­yl)prop-2-en-1-one

Date Published: April 01, 2011

Publisher: International Union of Crystallography

Author(s): Jerry P. Jasinski, Ray J. Butcher, H. S. Yathirajan, B.K. Sarojini, V. Musthafa Khaleel.


In the title compound, C15H11ClO2, the dihedral angle between the mean planes of the chloro­benzene and hy­droxy­benzene rings is 6.5 (6)°. The mean plane of the prop-2-en-1-one group makes an angle of 18.0 (1)° with the hy­droxy­phenyl ring and 11.5 (1)° with the chloro­phenyl ring. The crystal packing is stabilized by inter­molecular O—H⋯O hydrogen bonds, weak C—H⋯O, C—H⋯π and π–π stacking inter­actions [centroid–centroid distances = 3.7771 (7) and 3.6917 (7) Å].

Partial Text

For the biological properties of chalcones, see: Nowakowska (2007 ▶) and for their role in tubulin polymerization inhibition, see: Edwards et al. (1989 ▶). For related structures, see: Jasinski et al. (2010 ▶, 2011a ▶,b ▶); Butcher et al. (2007a ▶,b ▶); Narayana et al. (2007 ▶); Sarojini et al. (2007a ▶,b ▶). For standard bond lengths, see: Allen et al., (1987 ▶).




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