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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...

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Detalles Bibliográficos
Autores principales: Crimmins, Daryl, Choi, Ka Wai, Boyd, Peter D. W., Brimble, Margaret A.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
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.
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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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