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2,4-Bis(4-ethoxyphenyl)-7-methyl-3-azabicyclo[3.3.1]nonan-9-one
The molecule of the title compound, C(25)H(31)NO(3), exists in a twin-chair conformation with an equatorial orientation of the 4-ethoxyphenyl groups, as observed for its ortho isomer [Parthiban, Ramkumar, Park & Jeong (2011b ▶), Acta Cryst. E67, o1475–o1476]. The methyl and 4-ethoxyphenyl g...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297850/ https://www.ncbi.nlm.nih.gov/pubmed/22412653 http://dx.doi.org/10.1107/S1600536812006563 |
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author | Park, Dong Ho Ramkumar, V. Parthiban, P. |
author_facet | Park, Dong Ho Ramkumar, V. Parthiban, P. |
author_sort | Park, Dong Ho |
collection | PubMed |
description | The molecule of the title compound, C(25)H(31)NO(3), exists in a twin-chair conformation with an equatorial orientation of the 4-ethoxyphenyl groups, as observed for its ortho isomer [Parthiban, Ramkumar, Park & Jeong (2011b ▶), Acta Cryst. E67, o1475–o1476]. The methyl and 4-ethoxyphenyl groups are also equatorially oriented on the bicycle, as in the ortho analogue. In particular, although the cyclohexanone ring deviates from an ideal chair, the piperidone ring is closer to an ideal chair, whereas in the ortho isomer both rings are significantly puckered and deviate from ideal chairs. The 4-ethoxyphenyl groups on both sides of the secondary amine group are oriented at an angle of 26.11 (3)° with respect to each other, but the 2-ethoxyphenyl groups in the ortho isomer are oriented by less than half this [12.41 (4)°]. In contrast to the absence of any significant interactions in the crystal packing of the ortho isomer, the title compound features N—H⋯O interactions, linking the molecules along the b axis. |
format | Online Article Text |
id | pubmed-3297850 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32978502012-03-12 2,4-Bis(4-ethoxyphenyl)-7-methyl-3-azabicyclo[3.3.1]nonan-9-one Park, Dong Ho Ramkumar, V. Parthiban, P. Acta Crystallogr Sect E Struct Rep Online Organic Papers The molecule of the title compound, C(25)H(31)NO(3), exists in a twin-chair conformation with an equatorial orientation of the 4-ethoxyphenyl groups, as observed for its ortho isomer [Parthiban, Ramkumar, Park & Jeong (2011b ▶), Acta Cryst. E67, o1475–o1476]. The methyl and 4-ethoxyphenyl groups are also equatorially oriented on the bicycle, as in the ortho analogue. In particular, although the cyclohexanone ring deviates from an ideal chair, the piperidone ring is closer to an ideal chair, whereas in the ortho isomer both rings are significantly puckered and deviate from ideal chairs. The 4-ethoxyphenyl groups on both sides of the secondary amine group are oriented at an angle of 26.11 (3)° with respect to each other, but the 2-ethoxyphenyl groups in the ortho isomer are oriented by less than half this [12.41 (4)°]. In contrast to the absence of any significant interactions in the crystal packing of the ortho isomer, the title compound features N—H⋯O interactions, linking the molecules along the b axis. International Union of Crystallography 2012-02-17 /pmc/articles/PMC3297850/ /pubmed/22412653 http://dx.doi.org/10.1107/S1600536812006563 Text en © Park et al. 2012 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 Park, Dong Ho Ramkumar, V. Parthiban, P. 2,4-Bis(4-ethoxyphenyl)-7-methyl-3-azabicyclo[3.3.1]nonan-9-one |
title | 2,4-Bis(4-ethoxyphenyl)-7-methyl-3-azabicyclo[3.3.1]nonan-9-one |
title_full | 2,4-Bis(4-ethoxyphenyl)-7-methyl-3-azabicyclo[3.3.1]nonan-9-one |
title_fullStr | 2,4-Bis(4-ethoxyphenyl)-7-methyl-3-azabicyclo[3.3.1]nonan-9-one |
title_full_unstemmed | 2,4-Bis(4-ethoxyphenyl)-7-methyl-3-azabicyclo[3.3.1]nonan-9-one |
title_short | 2,4-Bis(4-ethoxyphenyl)-7-methyl-3-azabicyclo[3.3.1]nonan-9-one |
title_sort | 2,4-bis(4-ethoxyphenyl)-7-methyl-3-azabicyclo[3.3.1]nonan-9-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297850/ https://www.ncbi.nlm.nih.gov/pubmed/22412653 http://dx.doi.org/10.1107/S1600536812006563 |
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