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4-Chloro-2-((E)-{3-[1-(hydroxy­imino)eth­yl]phen­yl}imino­meth­yl)phenol

The title compound, C(15)H(13)ClN(2)O(2), adopts an E conformation with respect to the azomethine C=N bond. The aniline and phenol rings are almost coplanar, making a dihedral angle of 3.33 (2)°. In the crystal, the mol­ecules lie about inversion centers, forming dimers that are connected by inter­m...

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Detalles Bibliográficos
Autores principales: Xu, Li, Wu, Lei
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972112/
https://www.ncbi.nlm.nih.gov/pubmed/21578758
http://dx.doi.org/10.1107/S1600536809045942
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author Xu, Li
Wu, Lei
author_facet Xu, Li
Wu, Lei
author_sort Xu, Li
collection PubMed
description The title compound, C(15)H(13)ClN(2)O(2), adopts an E conformation with respect to the azomethine C=N bond. The aniline and phenol rings are almost coplanar, making a dihedral angle of 3.33 (2)°. In the crystal, the mol­ecules lie about inversion centers, forming dimers that are connected by inter­molecular O—H⋯N hydrogen bonds, resulting in six-membered rings with graph-set motif R (2) (2)(6). In addition, there is a strong inter­molecular O—H⋯N hydrogen-bonding inter­action, resulting in an S(6) ring motif. Weak π–π inter­actions between the benzene rings [centroid–centroid distance = 3.809 (1) Å] further stabilize the crystal structure.
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spelling pubmed-29721122010-12-30 4-Chloro-2-((E)-{3-[1-(hydroxy­imino)eth­yl]phen­yl}imino­meth­yl)phenol Xu, Li Wu, Lei Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(13)ClN(2)O(2), adopts an E conformation with respect to the azomethine C=N bond. The aniline and phenol rings are almost coplanar, making a dihedral angle of 3.33 (2)°. In the crystal, the mol­ecules lie about inversion centers, forming dimers that are connected by inter­molecular O—H⋯N hydrogen bonds, resulting in six-membered rings with graph-set motif R (2) (2)(6). In addition, there is a strong inter­molecular O—H⋯N hydrogen-bonding inter­action, resulting in an S(6) ring motif. Weak π–π inter­actions between the benzene rings [centroid–centroid distance = 3.809 (1) Å] further stabilize the crystal structure. International Union of Crystallography 2009-11-07 /pmc/articles/PMC2972112/ /pubmed/21578758 http://dx.doi.org/10.1107/S1600536809045942 Text en © Xu and Wu 2009 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
Xu, Li
Wu, Lei
4-Chloro-2-((E)-{3-[1-(hydroxy­imino)eth­yl]phen­yl}imino­meth­yl)phenol
title 4-Chloro-2-((E)-{3-[1-(hydroxy­imino)eth­yl]phen­yl}imino­meth­yl)phenol
title_full 4-Chloro-2-((E)-{3-[1-(hydroxy­imino)eth­yl]phen­yl}imino­meth­yl)phenol
title_fullStr 4-Chloro-2-((E)-{3-[1-(hydroxy­imino)eth­yl]phen­yl}imino­meth­yl)phenol
title_full_unstemmed 4-Chloro-2-((E)-{3-[1-(hydroxy­imino)eth­yl]phen­yl}imino­meth­yl)phenol
title_short 4-Chloro-2-((E)-{3-[1-(hydroxy­imino)eth­yl]phen­yl}imino­meth­yl)phenol
title_sort 4-chloro-2-((e)-{3-[1-(hydroxy­imino)eth­yl]phen­yl}imino­meth­yl)phenol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972112/
https://www.ncbi.nlm.nih.gov/pubmed/21578758
http://dx.doi.org/10.1107/S1600536809045942
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