Crystal structures of three 3-chloro-3-methyl-2,6-diarylpiperidin-4-ones

Abstract

The syntheses and crystal structure of 3-chloro-3-methyl-r-2,c-6-diphenylpiperidin-4-one, C18H18ClNO, (I), 3-chloro-3-methyl-r-2,c-6-di-p-tolylpiperidin-4-one, C20H22ClNO, (II), and 3-chloro-3-methyl-r-2,c-6-bis(4-chlorophenyl)piperidin-4-one, C18H16Cl3NO, (III), are described. In each structure, the piperidine ring adopts a chair conformation and dihedral angles between the mean planes of the phenyl rings are 58.4 (2), 73.5 (5) and 78.6 (2)° in (I), (II) and (III), respectively. In the crystals, molecules are linked into C(6) chains by weak N—H...O hydrogen bonds and C—H...π interactions are also observed.

Keywords

• crystal structures
• 3-chloro-3-methyl-2,6-diphenyl-piperidin-4-ones
• hydrogen bonds
• C—H...π interactions