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2,4-Bis(3-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one
In the crystal structure, the title compound, C(22)H(25)NO(3), exists in a twin-chair conformation with equatorial orientations of the meta-methoxyphenyl groups on both sides of the secondary amino group. The title compound is a positional isomer of 2,4-bis(2-methoxyphenyl)-3-azabicyclo[3.3.1]...
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/PMC2980113/ https://www.ncbi.nlm.nih.gov/pubmed/21580151 http://dx.doi.org/10.1107/S1600536809050697 |
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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 | In the crystal structure, the title compound, C(22)H(25)NO(3), exists in a twin-chair conformation with equatorial orientations of the meta-methoxyphenyl groups on both sides of the secondary amino group. The title compound is a positional isomer of 2,4-bis(2-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one and 2,4-bis(4-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one, which both also exhibit twin-chair conformations with equatorial dispositions of the anisyl rings on both sides of the secondary amino group. In the title compound, the meta-methoxyphenyl rings are orientated at an angle of 25.02 (3)° with respect to each other, whereas in the ortho and para isomers, the anisyl rings are orientated at dihedral angles of 33.86 (3) and 37.43 (4)°, respectively. The crystal packing is dominated by van der Waals interactions and by an intermolecular N—H⋯O hydrogen bond, whereas in the ortho isomer, an intermolecular N—H⋯π interaction (H⋯Cg = 2.75 Å) is found. |
format | Text |
id | pubmed-2980113 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29801132010-12-30 2,4-Bis(3-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one Parthiban, P. Ramkumar, V. Jeong, Yeon Tae Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure, the title compound, C(22)H(25)NO(3), exists in a twin-chair conformation with equatorial orientations of the meta-methoxyphenyl groups on both sides of the secondary amino group. The title compound is a positional isomer of 2,4-bis(2-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one and 2,4-bis(4-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one, which both also exhibit twin-chair conformations with equatorial dispositions of the anisyl rings on both sides of the secondary amino group. In the title compound, the meta-methoxyphenyl rings are orientated at an angle of 25.02 (3)° with respect to each other, whereas in the ortho and para isomers, the anisyl rings are orientated at dihedral angles of 33.86 (3) and 37.43 (4)°, respectively. The crystal packing is dominated by van der Waals interactions and by an intermolecular N—H⋯O hydrogen bond, whereas in the ortho isomer, an intermolecular N—H⋯π interaction (H⋯Cg = 2.75 Å) is found. International Union of Crystallography 2009-12-04 /pmc/articles/PMC2980113/ /pubmed/21580151 http://dx.doi.org/10.1107/S1600536809050697 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(3-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one |
title | 2,4-Bis(3-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one |
title_full | 2,4-Bis(3-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one |
title_fullStr | 2,4-Bis(3-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one |
title_full_unstemmed | 2,4-Bis(3-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one |
title_short | 2,4-Bis(3-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one |
title_sort | 2,4-bis(3-methoxyphenyl)-3-azabicyclo[3.3.1]nonan-9-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980113/ https://www.ncbi.nlm.nih.gov/pubmed/21580151 http://dx.doi.org/10.1107/S1600536809050697 |
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