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

The title compound, C16H12F3NO, a derivative of biologically active chalcones, comprises two benzene rings and a central –CH=CH—C(=O)– unit. The dihedral angle between the two rings is 10.9 (1)° and the molecule adopts an E configuration about the central olefinic bond. The crystal structure is stabilized by intermolecular N—H⋯O and N—H⋯N hydrogen bonds.

The title compound, C 16 H 12 F 3 NO, a derivative of biologically active chalcones, comprises two benzene rings and a central -CH CH-C( O)-unit. The dihedral angle between the two rings is 10.9 (1) and the molecule adopts an E configuration about the central olefinic bond. The crystal structure is stabilized by intermolecular N-HÁ Á ÁO and N-HÁ Á ÁN hydrogen bonds.
Due to the broad spectrum of biological activities of this type of compounds, various chalcone analogues have been synthesized in order to filter the better ones or the unique ones (Narender et al., 2007;Kamal et al., 2008). As a continuation of our broad program of work on the synthesis and structural study of chalcones, the title chalcone derivative has been obtained and an X-ray diffraction study was carried out.
The flask was immersed in bath of crushed ice and a solution of 2-(trifluoromethyl)benzaldehyde (5 mmol) in ethanol (10 ml) was added. The reaction mixture was stirred at 300 K and completion of the reaction was monitored by thin-layer chromatography. Ice-cold water was added to the reaction mixture after 24 h and the yellow solid that separated was filtered off, washed with water and cold ethanol, dried and purified by column chromatography on silica gel (yield: 68%). Single crystals of the title compound were grown in a CH 2 Cl 2 /CH 3 OH mixture (7:3 v/v) by slow evaporation at 277 K.

Refinement
The H atoms were positioned geometrically (C-H = 0.93 and N-H = 0.86 Å) and refined as riding with U iso (H) = 1.2U eq (C,N). Fig. 1. The molecular structure of the title compound, showing 30% displacement ellipsoids for the non-hydrogen atoms. Hydrogen atoms are drawn as spheres of arbitrary radius.

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.