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2,4-Bis(2-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one O-methyloxime
The molecule of the title compound, C(23)H(28)N(2)O, exists in a twin-chair conformation, with equatorial orientation of the ortho-tolyl groups on both sides of the secondary amino group. The title oxime compound and its ketone precursor 2,4-bis(2-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one e...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009131/ https://www.ncbi.nlm.nih.gov/pubmed/21589144 http://dx.doi.org/10.1107/S1600536810043436 |
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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 molecule of the title compound, C(23)H(28)N(2)O, exists in a twin-chair conformation, with equatorial orientation of the ortho-tolyl groups on both sides of the secondary amino group. The title oxime compound and its ketone precursor 2,4-bis(2-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one exhibit similar stereochemistries, with the orientation of the o-tolyl rings almost identical in both compounds. In the title compound, the tolyl rings are at an angle of 23.77 (3)° with respect to one another; the angle in the precursor is 29.4 (1)° [Vijayalakshmi, Parthasarathi, Venkatraj & Jeyaraman (2000 ▶), Acta Cryst. C56, 1240–1241]. The cyclohexane ring and the oxime ether are disordered over two alternative orientations, with a refined site-occupancy ratio of 0.813 (2):0.186 (4). The crystal structure of the title compound is stabilized by intermolecular N—H⋯π interactions. |
format | Text |
id | pubmed-3009131 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30091312010-12-30 2,4-Bis(2-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one O-methyloxime Parthiban, P. Ramkumar, V. Jeong, Yeon Tae Acta Crystallogr Sect E Struct Rep Online Organic Papers The molecule of the title compound, C(23)H(28)N(2)O, exists in a twin-chair conformation, with equatorial orientation of the ortho-tolyl groups on both sides of the secondary amino group. The title oxime compound and its ketone precursor 2,4-bis(2-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one exhibit similar stereochemistries, with the orientation of the o-tolyl rings almost identical in both compounds. In the title compound, the tolyl rings are at an angle of 23.77 (3)° with respect to one another; the angle in the precursor is 29.4 (1)° [Vijayalakshmi, Parthasarathi, Venkatraj & Jeyaraman (2000 ▶), Acta Cryst. C56, 1240–1241]. The cyclohexane ring and the oxime ether are disordered over two alternative orientations, with a refined site-occupancy ratio of 0.813 (2):0.186 (4). The crystal structure of the title compound is stabilized by intermolecular N—H⋯π interactions. International Union of Crystallography 2010-10-30 /pmc/articles/PMC3009131/ /pubmed/21589144 http://dx.doi.org/10.1107/S1600536810043436 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-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one O-methyloxime |
title | 2,4-Bis(2-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one O-methyloxime |
title_full | 2,4-Bis(2-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one O-methyloxime |
title_fullStr | 2,4-Bis(2-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one O-methyloxime |
title_full_unstemmed | 2,4-Bis(2-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one O-methyloxime |
title_short | 2,4-Bis(2-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one O-methyloxime |
title_sort | 2,4-bis(2-methylphenyl)-3-azabicyclo[3.3.1]nonan-9-one o-methyloxime |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009131/ https://www.ncbi.nlm.nih.gov/pubmed/21589144 http://dx.doi.org/10.1107/S1600536810043436 |
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