1-(2,4-Dichlorophenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one

Abstract

In the title compound, C17H14Cl2O3, the dihedral angle between the benzene rings is 45.42 (15)°. In the crystal structure, molecules form layers parallel to the bc plane, and these are stabilized by intermolecular C—H...O hydrogen bonds and by π–π interactions between the benzene rings with a centroid–centroid distance of 3.848 Å.

1-(2,4-Dichloro-5-fluorophenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one

“…Substitution on either of the benzene rings appears to increase the likelihood of noncentrosymmetric crystal packing, as well as enhancing the electronic properties of the molecule (Fichou et al, 1988). The crystal structures of 3-(3,4-dimethoxyphenyl)-1-(4-fluorophenyl)prop-2-en-1-one (Butcher et al, 2006), 4 0 -fluorochalcone (Ng et al, 2006), 1-(2,4-dichlorophenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one (Patil et al, 2006) and 1-(4-fluorophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one (Harrison et al, 2006) have been reported. Recently, fluorinated organic compounds have attracted attention due to the ability of fluorine to act as a polar hydrogen or hydroxyl mimic.…”