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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...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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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. |
format | Text |
id | pubmed-2980085 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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