Research Article: (2E)-1-(2,4-Dichloro­phen­yl)-3-(3,4,5-trimeth­oxy­phen­yl)prop-2-en-1-one

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): Hoong-Kun Fun, Tze Shyang Chia, M. Sapnakumari, B. Narayana, B. K. Sarojini.


In the title compound, C18H16Cl2O4, the dihedral angle between the benzene rings is 82.40 (4)°. The meth­oxy groups at both meta positions of the 3,4,5-trimeth­oxy­phenyl ring are slightly twisted from the aromatic ring [C—O—C—C = −166.60 (8) and −6.18 (13)°], whereas the meth­oxy group at the para position is almost perpendicular [C—O—C—C = 112.08 (9)°]. The ketone O atom is connected to the 2,4-dichloro­phenyl group through a Car—Car—C—O (ar = aromatic) torsion angle of −116.43 (9)°. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds into infinite chains along the b axis. The crystal structure also features C—H⋯π inter­actions.

Partial Text

For a related structure, see: Fun et al. (2012 ▶). For background to various chalcone derivatives, see: Samshuddin et al. (2011 ▶). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 ▶).