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(±)-2′-Phenylcyclohexanespiro-4′-(azepano[1,2-b]isoxazolidine)
In the crystal structure of the racemic title isoxazolidine, C(19)H(27)NO, the relative stereochemistry between the phenyl group and the bridgehead H atom is shown to be syn. There are two molecules in the asymmetric unit, one of which is the 7R*,13R* enantiomer, and one of which is the 7S*,13S* e...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2008
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2962160/ https://www.ncbi.nlm.nih.gov/pubmed/21203240 http://dx.doi.org/10.1107/S1600536808021867 |
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author | Crimmins, Daryl Choi, Ka Wai Boyd, Peter D. W. Brimble, Margaret A. |
author_facet | Crimmins, Daryl Choi, Ka Wai Boyd, Peter D. W. Brimble, Margaret A. |
author_sort | Crimmins, Daryl |
collection | PubMed |
description | In the crystal structure of the racemic title isoxazolidine, C(19)H(27)NO, the relative stereochemistry between the phenyl group and the bridgehead H atom is shown to be syn. There are two molecules in the asymmetric unit, one of which is the 7R*,13R* enantiomer, and one of which is the 7S*,13S* enantiomer. These enantiomers adopt different orientations of the phenyl ring with respect to the isoxazolidine ring, with C—C—C—C torsion angles of 63.6 (4) and 86.8 (4)°, respectively. In both enantiomers, the six-membered ring adopts a chair conformation, while the seven-membered ring adopts a twist-chair conformation. |
format | Text |
id | pubmed-2962160 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29621602010-12-30 (±)-2′-Phenylcyclohexanespiro-4′-(azepano[1,2-b]isoxazolidine) Crimmins, Daryl Choi, Ka Wai Boyd, Peter D. W. Brimble, Margaret A. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure of the racemic title isoxazolidine, C(19)H(27)NO, the relative stereochemistry between the phenyl group and the bridgehead H atom is shown to be syn. There are two molecules in the asymmetric unit, one of which is the 7R*,13R* enantiomer, and one of which is the 7S*,13S* enantiomer. These enantiomers adopt different orientations of the phenyl ring with respect to the isoxazolidine ring, with C—C—C—C torsion angles of 63.6 (4) and 86.8 (4)°, respectively. In both enantiomers, the six-membered ring adopts a chair conformation, while the seven-membered ring adopts a twist-chair conformation. International Union of Crystallography 2008-07-19 /pmc/articles/PMC2962160/ /pubmed/21203240 http://dx.doi.org/10.1107/S1600536808021867 Text en © Crimmins et al. 2008 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 Crimmins, Daryl Choi, Ka Wai Boyd, Peter D. W. Brimble, Margaret A. (±)-2′-Phenylcyclohexanespiro-4′-(azepano[1,2-b]isoxazolidine) |
title | (±)-2′-Phenylcyclohexanespiro-4′-(azepano[1,2-b]isoxazolidine) |
title_full | (±)-2′-Phenylcyclohexanespiro-4′-(azepano[1,2-b]isoxazolidine) |
title_fullStr | (±)-2′-Phenylcyclohexanespiro-4′-(azepano[1,2-b]isoxazolidine) |
title_full_unstemmed | (±)-2′-Phenylcyclohexanespiro-4′-(azepano[1,2-b]isoxazolidine) |
title_short | (±)-2′-Phenylcyclohexanespiro-4′-(azepano[1,2-b]isoxazolidine) |
title_sort | (±)-2′-phenylcyclohexanespiro-4′-(azepano[1,2-b]isoxazolidine) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2962160/ https://www.ncbi.nlm.nih.gov/pubmed/21203240 http://dx.doi.org/10.1107/S1600536808021867 |
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