(E)-1-(4-Aminophenyl)-3-[4-(benzyloxy)phenyl]prop-2-en-1-one

Abstract

The title compound, C22H19NO2, crystallizes with two independent molecules (A and B) in the asymmetric unit. The benzyloxy ring in molecule A is disordered over two sets of sites, with a refined occupancy ratio of 0.665 (6):0.335 (6). Both molecules have an E conformation about the C=C bond of the prop-2-en-1-one unit. In the major component of molecule A, the aminobenzene and benzyloxy rings are inclined to the central benzene ring by 20.12 (16) and 36.2 (3)°, respectively, and by 55.6 (3)° to one another. In molecule B, the corresponding dihedral angles are 23.65 (12), 10.24 (14) and 23.07 (14)°, respectively. In the crystal, the two molecules are linked by an N—H...O hydrogen bond. These A–B units are linked by N—H...π and C—H...π interactions, forming undulating sheets parallel to the ab plane.

Keywords

• crystal structure
• chalcone
• falvonoid
• N—H...O hydrogen bonding
• N—H...π interactions
• C—H...π interactions