Research Article: (E)-1-(4-Amino­phen­yl)-3-(pyridin-3-yl)prop-2-en-1-one

Date Published: July 01, 2011

Publisher: International Union of Crystallography

Author(s): Suchada Chantrapromma, Thawanrat Kobkeatthawin, Kullapa Chanawanno, Pitikan Wisitsak, Hoong-Kun Fun.


The title chalcone derivative, C14H12N2O, consists of 4-amino­phenyl and pyridine rings bridged by a prop-2-en-1-one unit and exists in a trans configuration with respect to the C=C double bond. The mol­ecule is slightly twisted with a dihedral angle of 29.38 (7)° between the benzene and pyridine rings. The prop-2-en-1-one bridge is nearly planar with an r.m.s. deviation of 0.0384 (1) Å and makes dihedral angles of 15.40 (9) and 16.30 (9)°, respectively, with the benzene and pyridine rings. In the crystal, mol­ecules are linked by N—H⋯N and N—H⋯O hydrogen bonds into a layer parallel to the ab plane. A π–π inter­action with a centroid–centroid distance of 3.6946 (10) Å is also observed.

Partial Text

For bond-length data, see: Allen et al. (1987 ▶). For a related structure, see: Horkaew et al. (2010 ▶). For background to and applications of chalcones, see: Gaber et al. (2008 ▶); Ávila et al. (2008 ▶); Mei et al. (2001 ▶); Ohad et al. (2004 ▶); Patil et al. (2007 ▶); Svetlichny et al. (2007 ▶); Tewtrakul et al. (2003 ▶); Wu et al. (2006 ▶); Xu et al. (2005 ▶). For the stability of the temperature controller used in the data collection, see Cosier & Glazer (1986 ▶).




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