Crystal structure of (2E,4E)-5-[bis(2-hydroxyethyl)amino]-1-(4-chlorophenyl)-5-phenylpenta-2,4-dien-1-one

Abstract

In the title compound, C21H22ClNO3, the pentadiene unit is nearly planar [maximum deviation = 0.023 (1) Å], but the carbonyl O atom deviates significantly [by 0.304 (1) Å] from its mean plane, which is twisted with respect to the phenyl and chlorobenzene rings by 71.34 (13) and 46.40 (13)°, respectively. In the crystal, inversion-related molecules are linked by two pairs of O—H...O hydrogen bonds, forming chains propagating along [01-1], enclosing R22(16) and R22(22) ring motifs. The chains are linked via C—H...O hydrogen bonds and C—H...π interactions into a three-dimensional supramolecular architecture.

Keywords

• crystal structure
• dienes
• enamines
• hydrogen bonding
• C—H...π interactions