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(E)-2-{[4-(Di­methyl­amino)­benzyl­idene]amino}-5-nitro­phenol

The title Schiff base compound, C(15)H(15)N(3)O(3), crystallizes with two mol­ecules (A and B) in the asymmetric unit. Each mol­ecule adopts an E conformation around the C= N imine bond. The two mol­ecules have minor differences in their conformations. In mol­ecule A, the dihedral angle between the...

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Detalles Bibliográficos
Autores principales: Hijji, Yousef, Butcher, Ray J., Jasinski, Jerry P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011306/
https://www.ncbi.nlm.nih.gov/pubmed/24860394
http://dx.doi.org/10.1107/S160053681400871X
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author Hijji, Yousef
Butcher, Ray J.
Jasinski, Jerry P.
author_facet Hijji, Yousef
Butcher, Ray J.
Jasinski, Jerry P.
author_sort Hijji, Yousef
collection PubMed
description The title Schiff base compound, C(15)H(15)N(3)O(3), crystallizes with two mol­ecules (A and B) in the asymmetric unit. Each mol­ecule adopts an E conformation around the C= N imine bond. The two mol­ecules have minor differences in their conformations. In mol­ecule A, the dihedral angle between the nitro group and its benzene ring is 2.1 (2)° and that between the two benzene rings is 0.88 (7)°, while the corresponding angles for mol­ecule B are 5.7 (1) and 2.45 (6)°, respectively. In each mol­ecule, there is an intra­molecular O—H⋯N hydrogen bond. In the crystal, inversion-related mol­ecules are linked via O—H⋯O hydrogen bonds forming A–A and B–B dimers. These dimers are linked via C—H⋯O hydrogen bonds involving the nitro O atoms, forming A–A–A and B–B–B slabs that lie parallel to one another and to (010).
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spelling pubmed-40113062014-05-23 (E)-2-{[4-(Di­methyl­amino)­benzyl­idene]amino}-5-nitro­phenol Hijji, Yousef Butcher, Ray J. Jasinski, Jerry P. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title Schiff base compound, C(15)H(15)N(3)O(3), crystallizes with two mol­ecules (A and B) in the asymmetric unit. Each mol­ecule adopts an E conformation around the C= N imine bond. The two mol­ecules have minor differences in their conformations. In mol­ecule A, the dihedral angle between the nitro group and its benzene ring is 2.1 (2)° and that between the two benzene rings is 0.88 (7)°, while the corresponding angles for mol­ecule B are 5.7 (1) and 2.45 (6)°, respectively. In each mol­ecule, there is an intra­molecular O—H⋯N hydrogen bond. In the crystal, inversion-related mol­ecules are linked via O—H⋯O hydrogen bonds forming A–A and B–B dimers. These dimers are linked via C—H⋯O hydrogen bonds involving the nitro O atoms, forming A–A–A and B–B–B slabs that lie parallel to one another and to (010). International Union of Crystallography 2014-04-26 /pmc/articles/PMC4011306/ /pubmed/24860394 http://dx.doi.org/10.1107/S160053681400871X Text en © Hijji et al. 2014 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
Hijji, Yousef
Butcher, Ray J.
Jasinski, Jerry P.
(E)-2-{[4-(Di­methyl­amino)­benzyl­idene]amino}-5-nitro­phenol
title (E)-2-{[4-(Di­methyl­amino)­benzyl­idene]amino}-5-nitro­phenol
title_full (E)-2-{[4-(Di­methyl­amino)­benzyl­idene]amino}-5-nitro­phenol
title_fullStr (E)-2-{[4-(Di­methyl­amino)­benzyl­idene]amino}-5-nitro­phenol
title_full_unstemmed (E)-2-{[4-(Di­methyl­amino)­benzyl­idene]amino}-5-nitro­phenol
title_short (E)-2-{[4-(Di­methyl­amino)­benzyl­idene]amino}-5-nitro­phenol
title_sort (e)-2-{[4-(di­methyl­amino)­benzyl­idene]amino}-5-nitro­phenol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011306/
https://www.ncbi.nlm.nih.gov/pubmed/24860394
http://dx.doi.org/10.1107/S160053681400871X
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