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(E)-1-[(2-Hy­droxy-1-naphth­yl)methyl­idene­amino]­imidazolidine-2,4-dione

The title compound, C(14)H(11)N(3)O(3), adopts an E or trans configuration with respect to the C=N bond. In the mol­ecule there is an intra­molecular O—H⋯N hydrogen bond involving the hy­droxy substituent at the 2-positon of the naphthalene ring and the adjacent methyl­ene­amino N atom. The mol­ecul...

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Detalles Bibliográficos
Autores principales: Sheng, Liang-Quan, Xu, Hua-Jie, Du, Na-Na, Jiang, Xue-Yue
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006989/
https://www.ncbi.nlm.nih.gov/pubmed/21587837
http://dx.doi.org/10.1107/S1600536810020118
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author Sheng, Liang-Quan
Xu, Hua-Jie
Du, Na-Na
Jiang, Xue-Yue
author_facet Sheng, Liang-Quan
Xu, Hua-Jie
Du, Na-Na
Jiang, Xue-Yue
author_sort Sheng, Liang-Quan
collection PubMed
description The title compound, C(14)H(11)N(3)O(3), adopts an E or trans configuration with respect to the C=N bond. In the mol­ecule there is an intra­molecular O—H⋯N hydrogen bond involving the hy­droxy substituent at the 2-positon of the naphthalene ring and the adjacent methyl­ene­amino N atom. The mol­ecule is roughly planar, the dihedral angle between the naphthalene and imidazolidine-2,4-dione mean planes being 8.4 (1)°. In the crystal, pairs of N—H⋯O hydrogen bonds link mol­ecules into inversion dimers. These dimers are futher linked via C—H⋯O inter­actions, forming a three-dimensional network.
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spelling pubmed-30069892010-12-30 (E)-1-[(2-Hy­droxy-1-naphth­yl)methyl­idene­amino]­imidazolidine-2,4-dione Sheng, Liang-Quan Xu, Hua-Jie Du, Na-Na Jiang, Xue-Yue Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(11)N(3)O(3), adopts an E or trans configuration with respect to the C=N bond. In the mol­ecule there is an intra­molecular O—H⋯N hydrogen bond involving the hy­droxy substituent at the 2-positon of the naphthalene ring and the adjacent methyl­ene­amino N atom. The mol­ecule is roughly planar, the dihedral angle between the naphthalene and imidazolidine-2,4-dione mean planes being 8.4 (1)°. In the crystal, pairs of N—H⋯O hydrogen bonds link mol­ecules into inversion dimers. These dimers are futher linked via C—H⋯O inter­actions, forming a three-dimensional network. International Union of Crystallography 2010-06-09 /pmc/articles/PMC3006989/ /pubmed/21587837 http://dx.doi.org/10.1107/S1600536810020118 Text en © Sheng et al. 2010 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
Sheng, Liang-Quan
Xu, Hua-Jie
Du, Na-Na
Jiang, Xue-Yue
(E)-1-[(2-Hy­droxy-1-naphth­yl)methyl­idene­amino]­imidazolidine-2,4-dione
title (E)-1-[(2-Hy­droxy-1-naphth­yl)methyl­idene­amino]­imidazolidine-2,4-dione
title_full (E)-1-[(2-Hy­droxy-1-naphth­yl)methyl­idene­amino]­imidazolidine-2,4-dione
title_fullStr (E)-1-[(2-Hy­droxy-1-naphth­yl)methyl­idene­amino]­imidazolidine-2,4-dione
title_full_unstemmed (E)-1-[(2-Hy­droxy-1-naphth­yl)methyl­idene­amino]­imidazolidine-2,4-dione
title_short (E)-1-[(2-Hy­droxy-1-naphth­yl)methyl­idene­amino]­imidazolidine-2,4-dione
title_sort (e)-1-[(2-hy­droxy-1-naphth­yl)methyl­idene­amino]­imidazolidine-2,4-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006989/
https://www.ncbi.nlm.nih.gov/pubmed/21587837
http://dx.doi.org/10.1107/S1600536810020118
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