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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...

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Autores principales: Hines III, James E., Agu, Ogad A., Deere, Curtistine J., Fronczek, Frank R., Uppu, Rao M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2023
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]
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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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