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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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:
Research Communications
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
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author Gümüş, Mustafa Kemal
Kansiz, Sevgi
Tulemisova, Gulzhamal Bagitovna
Dege, Necmi
Saif, Eiad
author_facet Gümüş, Mustafa Kemal
Kansiz, Sevgi
Tulemisova, Gulzhamal Bagitovna
Dege, Necmi
Saif, Eiad
author_sort Gümüş, Mustafa Kemal
collection PubMed
description 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.
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spelling pubmed-87391932022-01-24 Crystal structure and Hirshfeld surface analysis of 3-(hy­droxy­meth­yl)-3-methyl-2,6-di­phenyl­piperidin-4-one Gümüş, Mustafa Kemal Kansiz, Sevgi Tulemisova, Gulzhamal Bagitovna Dege, Necmi Saif, Eiad Acta Crystallogr E Crystallogr Commun Research Communications 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. International Union of Crystallography 2022-01-01 /pmc/articles/PMC8739193/ /pubmed/35079418 http://dx.doi.org/10.1107/S2056989021012640 Text en © Gümüş et al. 2022 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Gümüş, Mustafa Kemal
Kansiz, Sevgi
Tulemisova, Gulzhamal Bagitovna
Dege, Necmi
Saif, Eiad
Crystal structure and Hirshfeld surface analysis of 3-(hy­droxy­meth­yl)-3-methyl-2,6-di­phenyl­piperidin-4-one
title Crystal structure and Hirshfeld surface analysis of 3-(hy­droxy­meth­yl)-3-methyl-2,6-di­phenyl­piperidin-4-one
title_full Crystal structure and Hirshfeld surface analysis of 3-(hy­droxy­meth­yl)-3-methyl-2,6-di­phenyl­piperidin-4-one
title_fullStr Crystal structure and Hirshfeld surface analysis of 3-(hy­droxy­meth­yl)-3-methyl-2,6-di­phenyl­piperidin-4-one
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 3-(hy­droxy­meth­yl)-3-methyl-2,6-di­phenyl­piperidin-4-one
title_short Crystal structure and Hirshfeld surface analysis of 3-(hy­droxy­meth­yl)-3-methyl-2,6-di­phenyl­piperidin-4-one
title_sort crystal structure and hirshfeld surface analysis of 3-(hy­droxy­meth­yl)-3-methyl-2,6-di­phenyl­piperidin-4-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8739193/
https://www.ncbi.nlm.nih.gov/pubmed/35079418
http://dx.doi.org/10.1107/S2056989021012640
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