In the title compound, 0.75C12H14ClNO2·0.25C12H14ClNO, which is an adduct comprising 0.75 4-hydroxypiperidin-1-yl or 0.25 4-piperidin-1-yl substituents on a common (4-chlorophenyl)methanone component; the dihedral angles between the benzene ring and the two piperidine rings are 51.6 (3) and 89.5 (7)°, respectively. The hydroxypiperidine ring is in a bisectional oriention (bi) with the phenyl ring. In the crystal, intermolecular O—H⋯O hydrogen bonds between the hydroxypiperidine group and the keto O atom lead to the formation of chains extending along the c- axis direction.
The title compound, C13H16ClNO2, crystallized with two independent molecules in the asymmetric unit (A and B). The piperidinol ring in molecule B is disordered over two positions with a site occupancy ratio of 0.667 (5):0.333 (5). In both molecules these rings have a chair conformation, including the minor component in molecule B. Their mean planes are inclined to the benzene ring by 45.57 (13)° in molecule A, and by 50.5 (4)° for the major component of the piperidine ring in molecule B. In the crystal, the individual molecules are linked by O—H⋯O hydrogen bonds, forming chains of A and B molecules along the [100] direction. The chains are interlinked by C—H⋯O hydrogen bonds, forming ribbons.
In the title compound, C13H17NO2, the dihedral angle between the planes of the piperidine and benzene rings is 51.7 (2)°. The bond-angle sum around the N atom [359.8 (3)°] indicates sp
2 hybridization of the atom. In the crystal, O—H⋯O hydrogen bonds link the molecules, forming chains along [001].
The title compound, C13H14NO2F3, crystallises with two molecules, A and B, in the asymmetric unit, with similar conformations. The dihedral angles between the piperidine and phenyl rings are 83.76 (2) and 75.23 (2)° in molecules A and B, respectively. The bond-angle sums around the N atoms [359.1 and 359.7° for molecules A and B, respectively] indicate sp
2 hybridization for these atoms. In the crystal, O—H⋯O hydrogen bonds link the molecules into separate [100] chains of A and B molecules. The chains are cross-linked by C—H⋯O interactions, generating alternating (001) sheets of A and B molecules.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.