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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...

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Autores principales: Hu, Gao-Bo, Jiang, Da-Wei, Li, Jiang-Yan, Rao, Yan, Jiang, Li-Yuan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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.
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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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