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Crystal structure and Hirshfeld surface analysis of 3-(hy­droxy­meth­yl)-3-methyl-2,6-di­phenyl­piperidin-4-one

A new synthesis of the title compound, C(19)H(21)NO(2), was developed with good yield and purity using the reaction of 4-hy­droxy-3-methyl-2-butanone, benzaldehyde and ammonium acetate in glacial acetic acid as a solvent. The central piperidine ring adopts a chair conformation, and its least-squares...

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Detalles Bibliográficos
Autores principales: Gümüş, Mustafa Kemal, Kansiz, Sevgi, Tulemisova, Gulzhamal Bagitovna, Dege, Necmi, Saif, Eiad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8739193/
https://www.ncbi.nlm.nih.gov/pubmed/35079418
http://dx.doi.org/10.1107/S2056989021012640
Descripción
Sumario:A new synthesis of the title compound, C(19)H(21)NO(2), was developed with good yield and purity using the reaction of 4-hy­droxy-3-methyl-2-butanone, benzaldehyde and ammonium acetate in glacial acetic acid as a solvent. The central piperidine ring adopts a chair conformation, and its least-squares basal plane forms dihedral angles of 85.71 (11) and 77.27 (11)° with the terminal aromatic rings. In the crystal, the mol­ecules are linked by O—H⋯O and C—H⋯O hydrogen bonds into double ribbons. The Hirshfeld surface analysis shows that the most important contributions are from H⋯H (68%), C⋯H/H⋯C (19%) and O⋯H/H⋯O (12%) inter­actions.