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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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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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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. |
format | Text |
id | pubmed-2972112 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT xuli 4chloro2e31hydroxyiminoethylphenyliminomethylphenol AT wulei 4chloro2e31hydroxyiminoethylphenyliminomethylphenol |