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2,4-Bis(2-fluoro­phen­yl)-1-methyl-3-aza­bicyclo­[3.3.1]nonan-9-one

The crystal structure of the title compound, C(21)H(21)F(2)NO, shows that the compound exists in a twin-chair conformation with an equatorial orientation of the ortho-fluoro­phenyl groups on either side of the secondary amino group. The title compound is a 1-methyl­ated analog of 2,4-bis­(2-fluoro­p...

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Detalles Bibliográficos
Autores principales: Parthiban, P., Ramkumar, V., 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/PMC2980085/
https://www.ncbi.nlm.nih.gov/pubmed/21580078
http://dx.doi.org/10.1107/S1600536809053677
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author Parthiban, P.
Ramkumar, V.
Jeong, Yeon Tae
author_facet Parthiban, P.
Ramkumar, V.
Jeong, Yeon Tae
author_sort Parthiban, P.
collection PubMed
description The crystal structure of the title compound, C(21)H(21)F(2)NO, shows that the compound exists in a twin-chair conformation with an equatorial orientation of the ortho-fluoro­phenyl groups on either side of the secondary amino group. The title compound is a 1-methyl­ated analog of 2,4-bis­(2-fluoro­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one; the two compound both exhibit the same stereochemistry but the orientation of the ortho-fluoro­phenyl rings differs slightly. In the title compound, the rings are orientated at a dihedral angle of 36.70 (3)° with respect to one another, whereas in the non-methyl analog, the angle is 25.68 (4)°. The crystal structure of the title compound is stabilized by an inter­molecular N—H⋯π inter­action and a weak C—H⋯F inter­action.
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spelling pubmed-29800852010-12-30 2,4-Bis(2-fluoro­phen­yl)-1-methyl-3-aza­bicyclo­[3.3.1]nonan-9-one Parthiban, P. Ramkumar, V. Jeong, Yeon Tae Acta Crystallogr Sect E Struct Rep Online Organic Papers The crystal structure of the title compound, C(21)H(21)F(2)NO, shows that the compound exists in a twin-chair conformation with an equatorial orientation of the ortho-fluoro­phenyl groups on either side of the secondary amino group. The title compound is a 1-methyl­ated analog of 2,4-bis­(2-fluoro­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one; the two compound both exhibit the same stereochemistry but the orientation of the ortho-fluoro­phenyl rings differs slightly. In the title compound, the rings are orientated at a dihedral angle of 36.70 (3)° with respect to one another, whereas in the non-methyl analog, the angle is 25.68 (4)°. The crystal structure of the title compound is stabilized by an inter­molecular N—H⋯π inter­action and a weak C—H⋯F inter­action. International Union of Crystallography 2009-12-19 /pmc/articles/PMC2980085/ /pubmed/21580078 http://dx.doi.org/10.1107/S1600536809053677 Text en © Parthiban et al. 2010 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
Parthiban, P.
Ramkumar, V.
Jeong, Yeon Tae
2,4-Bis(2-fluoro­phen­yl)-1-methyl-3-aza­bicyclo­[3.3.1]nonan-9-one
title 2,4-Bis(2-fluoro­phen­yl)-1-methyl-3-aza­bicyclo­[3.3.1]nonan-9-one
title_full 2,4-Bis(2-fluoro­phen­yl)-1-methyl-3-aza­bicyclo­[3.3.1]nonan-9-one
title_fullStr 2,4-Bis(2-fluoro­phen­yl)-1-methyl-3-aza­bicyclo­[3.3.1]nonan-9-one
title_full_unstemmed 2,4-Bis(2-fluoro­phen­yl)-1-methyl-3-aza­bicyclo­[3.3.1]nonan-9-one
title_short 2,4-Bis(2-fluoro­phen­yl)-1-methyl-3-aza­bicyclo­[3.3.1]nonan-9-one
title_sort 2,4-bis(2-fluoro­phen­yl)-1-methyl-3-aza­bicyclo­[3.3.1]nonan-9-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980085/
https://www.ncbi.nlm.nih.gov/pubmed/21580078
http://dx.doi.org/10.1107/S1600536809053677
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