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N-(4-Methoxy-3-nitrophenyl)acetamide
The title compound, C(9)H(10)N(2)O(4), crystallizes with a disordered nitro group in twinned crystals. Both the methoxy group and the acetamide groups are nearly coplanar with the phenyl ring, and the C—N—C—O torsion angle [0.2 (4)°] is also insignificantly different from zero. Overall, the 12-atom...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10162034/ https://www.ncbi.nlm.nih.gov/pubmed/37151207 http://dx.doi.org/10.1107/S2414314623002985 |
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author | Hines III, James E. Agu, Ogad A. Deere, Curtistine J. Fronczek, Frank R. Uppu, Rao M. |
author_facet | Hines III, James E. Agu, Ogad A. Deere, Curtistine J. Fronczek, Frank R. Uppu, Rao M. |
author_sort | Hines III, James E. |
collection | PubMed |
description | The title compound, C(9)H(10)N(2)O(4), crystallizes with a disordered nitro group in twinned crystals. Both the methoxy group and the acetamide groups are nearly coplanar with the phenyl ring, and the C—N—C—O torsion angle [0.2 (4)°] is also insignificantly different from zero. Overall, the 12-atom methoxyphenylacetamide group is nearly planar, with an r.m.s. deviation of 0.042 Å. The nitro group is twisted out of this plane by about 30°, disordered into two orientations with opposite senses of twist. In the crystal, the N—H group donates a hydrogen bond to a nitro oxygen atom, generating chains propagating in the [101] direction. The amide carbonyl oxygen atom is not involved in the hydrogen bonding. [Image: see text] |
format | Online Article Text |
id | pubmed-10162034 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-101620342023-05-06 N-(4-Methoxy-3-nitrophenyl)acetamide Hines III, James E. Agu, Ogad A. Deere, Curtistine J. Fronczek, Frank R. Uppu, Rao M. IUCrdata Data Reports The title compound, C(9)H(10)N(2)O(4), crystallizes with a disordered nitro group in twinned crystals. Both the methoxy group and the acetamide groups are nearly coplanar with the phenyl ring, and the C—N—C—O torsion angle [0.2 (4)°] is also insignificantly different from zero. Overall, the 12-atom methoxyphenylacetamide group is nearly planar, with an r.m.s. deviation of 0.042 Å. The nitro group is twisted out of this plane by about 30°, disordered into two orientations with opposite senses of twist. In the crystal, the N—H group donates a hydrogen bond to a nitro oxygen atom, generating chains propagating in the [101] direction. The amide carbonyl oxygen atom is not involved in the hydrogen bonding. [Image: see text] International Union of Crystallography 2023-04-04 /pmc/articles/PMC10162034/ /pubmed/37151207 http://dx.doi.org/10.1107/S2414314623002985 Text en © Hines III et al. 2023 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Data Reports Hines III, James E. Agu, Ogad A. Deere, Curtistine J. Fronczek, Frank R. Uppu, Rao M. N-(4-Methoxy-3-nitrophenyl)acetamide |
title |
N-(4-Methoxy-3-nitrophenyl)acetamide |
title_full |
N-(4-Methoxy-3-nitrophenyl)acetamide |
title_fullStr |
N-(4-Methoxy-3-nitrophenyl)acetamide |
title_full_unstemmed |
N-(4-Methoxy-3-nitrophenyl)acetamide |
title_short |
N-(4-Methoxy-3-nitrophenyl)acetamide |
title_sort | n-(4-methoxy-3-nitrophenyl)acetamide |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10162034/ https://www.ncbi.nlm.nih.gov/pubmed/37151207 http://dx.doi.org/10.1107/S2414314623002985 |
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