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rac-Methyl 4-azido-3-hydroxy-3-(2-nitrophenyl)butanoate
In the title compound, C(11)H(12)N(4)O(5), the mean plane through the nitro substituent on the benzene ring is inclined to the benzene mean plane by 85.8 (2)°, which avoids steric interactions with the ortho substituents. The hydroxy group is involved in bifurcated hydrogen bonds. The first is an...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968186/ https://www.ncbi.nlm.nih.gov/pubmed/21581990 http://dx.doi.org/10.1107/S1600536808043857 |
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author | Vallat, Olivier Buciumas, Ana-Maria Neier, Reinhard Stoeckli-Evans, Helen |
author_facet | Vallat, Olivier Buciumas, Ana-Maria Neier, Reinhard Stoeckli-Evans, Helen |
author_sort | Vallat, Olivier |
collection | PubMed |
description | In the title compound, C(11)H(12)N(4)O(5), the mean plane through the nitro substituent on the benzene ring is inclined to the benzene mean plane by 85.8 (2)°, which avoids steric interactions with the ortho substituents. The hydroxy group is involved in bifurcated hydrogen bonds. The first is an intramolecular O—H⋯O hydrogen bond, involving the ester carbonyl O atom, which gives rise to the formation of a boat-like hydrogen-bonded chelate ring. The second is an intermolecular O—H⋯N hydrogen bond involving the first N atom of the azide group of a symmetry-related molecule. In the crystal structure this leads to the formation of a polmer chain extending in the c-axis direction. |
format | Text |
id | pubmed-2968186 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29681862010-12-30 rac-Methyl 4-azido-3-hydroxy-3-(2-nitrophenyl)butanoate Vallat, Olivier Buciumas, Ana-Maria Neier, Reinhard Stoeckli-Evans, Helen Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(11)H(12)N(4)O(5), the mean plane through the nitro substituent on the benzene ring is inclined to the benzene mean plane by 85.8 (2)°, which avoids steric interactions with the ortho substituents. The hydroxy group is involved in bifurcated hydrogen bonds. The first is an intramolecular O—H⋯O hydrogen bond, involving the ester carbonyl O atom, which gives rise to the formation of a boat-like hydrogen-bonded chelate ring. The second is an intermolecular O—H⋯N hydrogen bond involving the first N atom of the azide group of a symmetry-related molecule. In the crystal structure this leads to the formation of a polmer chain extending in the c-axis direction. International Union of Crystallography 2009-01-28 /pmc/articles/PMC2968186/ /pubmed/21581990 http://dx.doi.org/10.1107/S1600536808043857 Text en © Vallat et al. 2009 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 Vallat, Olivier Buciumas, Ana-Maria Neier, Reinhard Stoeckli-Evans, Helen rac-Methyl 4-azido-3-hydroxy-3-(2-nitrophenyl)butanoate |
title |
rac-Methyl 4-azido-3-hydroxy-3-(2-nitrophenyl)butanoate |
title_full |
rac-Methyl 4-azido-3-hydroxy-3-(2-nitrophenyl)butanoate |
title_fullStr |
rac-Methyl 4-azido-3-hydroxy-3-(2-nitrophenyl)butanoate |
title_full_unstemmed |
rac-Methyl 4-azido-3-hydroxy-3-(2-nitrophenyl)butanoate |
title_short |
rac-Methyl 4-azido-3-hydroxy-3-(2-nitrophenyl)butanoate |
title_sort | rac-methyl 4-azido-3-hydroxy-3-(2-nitrophenyl)butanoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968186/ https://www.ncbi.nlm.nih.gov/pubmed/21581990 http://dx.doi.org/10.1107/S1600536808043857 |
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