(E)-3-(Biphenyl-4-yl)-1-(3-bromophenyl)prop-2-en-1-one

Abstract

In the title compound, C21H15BrO, there are two planar rings connected through a conjugated double bond. As it crystallizes in a non-centrosymmetric space group it can be regarded as a good candidate for non-linear optical applications. The mol­ecule adopts an E configuration and the C—C=C—C torsion angle is 177.1 (4)°. The overall conformation of the compound may be described by the values of dihedral angles between the approximately planar parts. The terminal rings are twisted by an angle of 51.52 (9)°, while the biphenyl part is almost planar, the dihedral angle between the planes of the rings being 4.44 (17)°. The unit cell has one long dimension, above 35 Å, characteristic also of a majority of related compounds. The mol­ecules pack head-to-tail along this direction. C—H⋯π inter­actions are observed in the crystal structure.

Crystal structure and Hirshfeld surface analysis of (2E)-1-(3-bromophenyl)-3-(4-fluorophenyl)prop-2-en-1-one

“…Molecules that possess such a system have relatively low redox potentials and have a greater probability of undergoing electron-transfer reactions. Crystal structures have been reported for 3-(3-bromophenyl)-1-(4-bromophenyl)prop-2-en-1-one (Teh et al, 2006), 3-(3bromophenyl)-1-(2-naphthyl)prop-2-en-1-one (Moorthi et al, 2007), (E)-1-(3-bromophenyl)-3-(4-ethoxyphenyl)prop-2-en-1-one (Fun et al, 2008), (E)-3-(biphenyl-4-yl)-1-(3-bromophenyl)prop-2-en-1-one (Dutkiewicz et al, 2009), (2E)-1-(3-bromophenyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one (Harrison et al, 2010), (2E)-1-(3-bromophenyl)-3-(4,5dimethoxy-2-nitrophenyl)prop-2-en-1-one (Jasinski et al, 2010), (E)-1-(3-bromophenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one (Escobar et al, 2012), (E)-1-(3-bromophenyl)-3-(4nitrophenyl)prop-2-en-1-one (Harini et al, 2017) and (E)-1-(3-bromophenyl)-3-(3-fluorophenyl)prop-2-en-1-one (Rajendraprasad et al, 2017). We herewith report the crystal and molecular structure of the title compound.…”