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Crystal structure of (5′S,8′S)-3-(2,5-dimethylphenyl)-8-methoxy-3-nitro-1-azaspiro[4.5]decane-2,4-dione
The title compound, C(18)H(22)N(2)O(5), was synthesized by nitrification of its enol precursor. The pyrrolidine ring plane adopts a twisted conformation about the C—C bond linking the spiro centre and the C=O group remote from the N atom. It makes dihedral angles of 71.69 (9) and 88.92 (9)°, respect...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4438798/ https://www.ncbi.nlm.nih.gov/pubmed/26029433 http://dx.doi.org/10.1107/S2056989015004715 |
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author | Hu, Gao-Bo Jiang, Da-Wei Li, Jiang-Yan Rao, Yan Jiang, Li-Yuan |
author_facet | Hu, Gao-Bo Jiang, Da-Wei Li, Jiang-Yan Rao, Yan Jiang, Li-Yuan |
author_sort | Hu, Gao-Bo |
collection | PubMed |
description | The title compound, C(18)H(22)N(2)O(5), was synthesized by nitrification of its enol precursor. The pyrrolidine ring plane adopts a twisted conformation about the C—C bond linking the spiro centre and the C=O group remote from the N atom. It makes dihedral angles of 71.69 (9) and 88.92 (9)°, respectively, with the benzene ring plane and the plane defined by the four C atoms that form the seat of the of the cyclohexane chair. At the spiro centre, the NH group is axial and the C=O group is equatorial with respect to the cyclohexane ring. In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds generate R (2) (2)(8) loops. The dimers are linked by C—H⋯O interactions, generating a three-dimensional network. |
format | Online Article Text |
id | pubmed-4438798 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-44387982015-05-30 Crystal structure of (5′S,8′S)-3-(2,5-dimethylphenyl)-8-methoxy-3-nitro-1-azaspiro[4.5]decane-2,4-dione Hu, Gao-Bo Jiang, Da-Wei Li, Jiang-Yan Rao, Yan Jiang, Li-Yuan Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(18)H(22)N(2)O(5), was synthesized by nitrification of its enol precursor. The pyrrolidine ring plane adopts a twisted conformation about the C—C bond linking the spiro centre and the C=O group remote from the N atom. It makes dihedral angles of 71.69 (9) and 88.92 (9)°, respectively, with the benzene ring plane and the plane defined by the four C atoms that form the seat of the of the cyclohexane chair. At the spiro centre, the NH group is axial and the C=O group is equatorial with respect to the cyclohexane ring. In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds generate R (2) (2)(8) loops. The dimers are linked by C—H⋯O interactions, generating a three-dimensional network. International Union of Crystallography 2015-03-14 /pmc/articles/PMC4438798/ /pubmed/26029433 http://dx.doi.org/10.1107/S2056989015004715 Text en © Hu et al. 2015 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 | Data Reports Hu, Gao-Bo Jiang, Da-Wei Li, Jiang-Yan Rao, Yan Jiang, Li-Yuan Crystal structure of (5′S,8′S)-3-(2,5-dimethylphenyl)-8-methoxy-3-nitro-1-azaspiro[4.5]decane-2,4-dione |
title | Crystal structure of (5′S,8′S)-3-(2,5-dimethylphenyl)-8-methoxy-3-nitro-1-azaspiro[4.5]decane-2,4-dione |
title_full | Crystal structure of (5′S,8′S)-3-(2,5-dimethylphenyl)-8-methoxy-3-nitro-1-azaspiro[4.5]decane-2,4-dione |
title_fullStr | Crystal structure of (5′S,8′S)-3-(2,5-dimethylphenyl)-8-methoxy-3-nitro-1-azaspiro[4.5]decane-2,4-dione |
title_full_unstemmed | Crystal structure of (5′S,8′S)-3-(2,5-dimethylphenyl)-8-methoxy-3-nitro-1-azaspiro[4.5]decane-2,4-dione |
title_short | Crystal structure of (5′S,8′S)-3-(2,5-dimethylphenyl)-8-methoxy-3-nitro-1-azaspiro[4.5]decane-2,4-dione |
title_sort | crystal structure of (5′s,8′s)-3-(2,5-dimethylphenyl)-8-methoxy-3-nitro-1-azaspiro[4.5]decane-2,4-dione |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4438798/ https://www.ncbi.nlm.nih.gov/pubmed/26029433 http://dx.doi.org/10.1107/S2056989015004715 |
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