2-[N-(3-Amino-4-nitro­phen­yl)carboximido­yl]phenol

The title compound, C(13)H(11)N(3)O(3), is essentially planar (r.m.s. for the 19 non-H atoms = 0.031 Å), a conformation stabilized in part by intra­molecular O—H⋯N and N—H⋯O hydrogen bonds. The configuration about the imine bond [1.2919 (12) Å] is E. The presence of N—H⋯O(nitro) hydrogen bonds leads...

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Detalles Bibliográficos
Autores principales: Shahverdizadeh, Gholam Hossein, Ng, Seik Weng, Tiekink, Edward R. T., Mirtamizdoust, Babak
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247370/
https://www.ncbi.nlm.nih.gov/pubmed/22219988
http://dx.doi.org/10.1107/S160053681104181X
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author Shahverdizadeh, Gholam Hossein
Ng, Seik Weng
Tiekink, Edward R. T.
Mirtamizdoust, Babak
author_facet Shahverdizadeh, Gholam Hossein
Ng, Seik Weng
Tiekink, Edward R. T.
Mirtamizdoust, Babak
author_sort Shahverdizadeh, Gholam Hossein
collection PubMed
description The title compound, C(13)H(11)N(3)O(3), is essentially planar (r.m.s. for the 19 non-H atoms = 0.031 Å), a conformation stabilized in part by intra­molecular O—H⋯N and N—H⋯O hydrogen bonds. The configuration about the imine bond [1.2919 (12) Å] is E. The presence of N—H⋯O(nitro) hydrogen bonds leads to the formation of supra­molecular tapes in the crystal structure. These are connected into layers by π–π inter­actions [centroid–centroid distance = 3.6046 (6) Å] occurring between the hy­droxy- and amino-substituted benzene rings.
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spelling pubmed-32473702012-01-04 2-[N-(3-Amino-4-nitro­phen­yl)carboximido­yl]phenol Shahverdizadeh, Gholam Hossein Ng, Seik Weng Tiekink, Edward R. T. Mirtamizdoust, Babak Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(11)N(3)O(3), is essentially planar (r.m.s. for the 19 non-H atoms = 0.031 Å), a conformation stabilized in part by intra­molecular O—H⋯N and N—H⋯O hydrogen bonds. The configuration about the imine bond [1.2919 (12) Å] is E. The presence of N—H⋯O(nitro) hydrogen bonds leads to the formation of supra­molecular tapes in the crystal structure. These are connected into layers by π–π inter­actions [centroid–centroid distance = 3.6046 (6) Å] occurring between the hy­droxy- and amino-substituted benzene rings. International Union of Crystallography 2011-10-12 /pmc/articles/PMC3247370/ /pubmed/22219988 http://dx.doi.org/10.1107/S160053681104181X Text en © Shahverdizadeh et al. 2011 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
Shahverdizadeh, Gholam Hossein
Ng, Seik Weng
Tiekink, Edward R. T.
Mirtamizdoust, Babak
2-[N-(3-Amino-4-nitro­phen­yl)carboximido­yl]phenol
title 2-[N-(3-Amino-4-nitro­phen­yl)carboximido­yl]phenol
title_full 2-[N-(3-Amino-4-nitro­phen­yl)carboximido­yl]phenol
title_fullStr 2-[N-(3-Amino-4-nitro­phen­yl)carboximido­yl]phenol
title_full_unstemmed 2-[N-(3-Amino-4-nitro­phen­yl)carboximido­yl]phenol
title_short 2-[N-(3-Amino-4-nitro­phen­yl)carboximido­yl]phenol
title_sort 2-[n-(3-amino-4-nitro­phen­yl)carboximido­yl]phenol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247370/
https://www.ncbi.nlm.nih.gov/pubmed/22219988
http://dx.doi.org/10.1107/S160053681104181X
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