Crystal structure of (E)-3-(2-hydroxy-4-methylphenyl)-1-(2,4,6-trimethoxyphenyl)prop-2-en-1-one

Abstract

The title chalcone derivative, C19H20O5, adopts a trans configuration with respect to the olefinic C=C double bond. The 2-hydroxy-4-methylphenyl ring is coplanar with the attached enone bridge [torsion angle = −179.96 (14)°], where this plane is nearly perpendicular to the 2,4,6-trimethoxyphenyl ring [dihedral angle = 75.81 (8)°]. In the crystal, molecules are linked into chains propagating along [010] by an O—H...O hydrogen bond. These chains are further connected into centrosymmetric dimer chains via weak C—H...O interactions. The conformations of related chalcone derivatives are surveyed and all of these structures adopt a skeleton with two almost orthogonal aromatic rings.