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1-Chloro­acetyl-2,6-bis­(3-fluoro­phen­yl)piperidin-4-one

In the title compound C(19)H(16)ClF(2)NO(2), the piperidone ring adopts a twist-boat conformation with the two out-of-plane atoms deviating by 0.544 (1) and 0.511 (1) Å from the plane through the remaining atoms in the ring. Sterically favoured non-H-atom C⋯O inter­molecular contacts are observed in...

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Detalles Bibliográficos
Autores principales: Aridoss, G., Gayathri, D., Velmurugan, D., Kim, M. S., Jeong, Yeon Tae
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977122/
https://www.ncbi.nlm.nih.gov/pubmed/21583667
http://dx.doi.org/10.1107/S1600536809028529
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author Aridoss, G.
Gayathri, D.
Velmurugan, D.
Kim, M. S.
Jeong, Yeon Tae
author_facet Aridoss, G.
Gayathri, D.
Velmurugan, D.
Kim, M. S.
Jeong, Yeon Tae
author_sort Aridoss, G.
collection PubMed
description In the title compound C(19)H(16)ClF(2)NO(2), the piperidone ring adopts a twist-boat conformation with the two out-of-plane atoms deviating by 0.544 (1) and 0.511 (1) Å from the plane through the remaining atoms in the ring. Sterically favoured non-H-atom C⋯O inter­molecular contacts are observed in the structure, within a 3.00 Å range. The crystal packing is stabilized by C—H⋯O and C—H⋯F hydrogen bonds and an inter­molecular π–π inter­action [centroid-centroid separation of 3.783 (1) Å]. Alternating C—H⋯O and C—H⋯F inter­molecular inter­actions generate chains running along the a axis, while a centrosymmetric R (2) (2)(16) ring involving C—H⋯O inter­actions is formed centred at (1/2, 1/2, 0).
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spelling pubmed-29771222010-12-30 1-Chloro­acetyl-2,6-bis­(3-fluoro­phen­yl)piperidin-4-one Aridoss, G. Gayathri, D. Velmurugan, D. Kim, M. S. Jeong, Yeon Tae Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound C(19)H(16)ClF(2)NO(2), the piperidone ring adopts a twist-boat conformation with the two out-of-plane atoms deviating by 0.544 (1) and 0.511 (1) Å from the plane through the remaining atoms in the ring. Sterically favoured non-H-atom C⋯O inter­molecular contacts are observed in the structure, within a 3.00 Å range. The crystal packing is stabilized by C—H⋯O and C—H⋯F hydrogen bonds and an inter­molecular π–π inter­action [centroid-centroid separation of 3.783 (1) Å]. Alternating C—H⋯O and C—H⋯F inter­molecular inter­actions generate chains running along the a axis, while a centrosymmetric R (2) (2)(16) ring involving C—H⋯O inter­actions is formed centred at (1/2, 1/2, 0). International Union of Crystallography 2009-07-25 /pmc/articles/PMC2977122/ /pubmed/21583667 http://dx.doi.org/10.1107/S1600536809028529 Text en © Aridoss et al. 2009 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Aridoss, G.
Gayathri, D.
Velmurugan, D.
Kim, M. S.
Jeong, Yeon Tae
1-Chloro­acetyl-2,6-bis­(3-fluoro­phen­yl)piperidin-4-one
title 1-Chloro­acetyl-2,6-bis­(3-fluoro­phen­yl)piperidin-4-one
title_full 1-Chloro­acetyl-2,6-bis­(3-fluoro­phen­yl)piperidin-4-one
title_fullStr 1-Chloro­acetyl-2,6-bis­(3-fluoro­phen­yl)piperidin-4-one
title_full_unstemmed 1-Chloro­acetyl-2,6-bis­(3-fluoro­phen­yl)piperidin-4-one
title_short 1-Chloro­acetyl-2,6-bis­(3-fluoro­phen­yl)piperidin-4-one
title_sort 1-chloro­acetyl-2,6-bis­(3-fluoro­phen­yl)piperidin-4-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977122/
https://www.ncbi.nlm.nih.gov/pubmed/21583667
http://dx.doi.org/10.1107/S1600536809028529
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