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Crystal structure of (E)-2-hydroxy-4′-methoxyazastilbene
The title azastilbene derivative, C(14)H(13)NO(2) {systematic name: (E)-2-[(4-methoxybenzylidene)amino]phenol}, is a product of the condensation reaction between 4-methoxybenzaldehyde and 2-aminophenol. The molecule adopts an E conformation with respect to the azomethine C=N bond and is alm...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4459367/ https://www.ncbi.nlm.nih.gov/pubmed/26090124 http://dx.doi.org/10.1107/S2056989015008348 |
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author | Chantrapromma, Suchada Kaewmanee, Narissara Boonnak, Nawong Chantrapromma, Kan Ghabbour, Hazem A. Fun, Hoong-Kun |
author_facet | Chantrapromma, Suchada Kaewmanee, Narissara Boonnak, Nawong Chantrapromma, Kan Ghabbour, Hazem A. Fun, Hoong-Kun |
author_sort | Chantrapromma, Suchada |
collection | PubMed |
description | The title azastilbene derivative, C(14)H(13)NO(2) {systematic name: (E)-2-[(4-methoxybenzylidene)amino]phenol}, is a product of the condensation reaction between 4-methoxybenzaldehyde and 2-aminophenol. The molecule adopts an E conformation with respect to the azomethine C=N bond and is almost planar, the dihedral angle between the two substituted benzene rings being 3.29 (4)°. The methoxy group is coplanar with the benzene ring to which it is attached, the C(methyl)—O—C—C torsion angle being −1.14 (12)°. There is an intramolecular O—H⋯N hydrogen bond generating an S(5) ring motif. In the crystal, molecules are linked via C—H⋯O hydrogen bonds, forming zigzag chains along [10-1]. The chains are linked via C—H⋯π interactions, forming a three-dimensional structure. |
format | Online Article Text |
id | pubmed-4459367 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-44593672015-06-18 Crystal structure of (E)-2-hydroxy-4′-methoxyazastilbene Chantrapromma, Suchada Kaewmanee, Narissara Boonnak, Nawong Chantrapromma, Kan Ghabbour, Hazem A. Fun, Hoong-Kun Acta Crystallogr E Crystallogr Commun Research Communications The title azastilbene derivative, C(14)H(13)NO(2) {systematic name: (E)-2-[(4-methoxybenzylidene)amino]phenol}, is a product of the condensation reaction between 4-methoxybenzaldehyde and 2-aminophenol. The molecule adopts an E conformation with respect to the azomethine C=N bond and is almost planar, the dihedral angle between the two substituted benzene rings being 3.29 (4)°. The methoxy group is coplanar with the benzene ring to which it is attached, the C(methyl)—O—C—C torsion angle being −1.14 (12)°. There is an intramolecular O—H⋯N hydrogen bond generating an S(5) ring motif. In the crystal, molecules are linked via C—H⋯O hydrogen bonds, forming zigzag chains along [10-1]. The chains are linked via C—H⋯π interactions, forming a three-dimensional structure. International Union of Crystallography 2015-05-07 /pmc/articles/PMC4459367/ /pubmed/26090124 http://dx.doi.org/10.1107/S2056989015008348 Text en © Chantrapromma et al. 2015 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 | Research Communications Chantrapromma, Suchada Kaewmanee, Narissara Boonnak, Nawong Chantrapromma, Kan Ghabbour, Hazem A. Fun, Hoong-Kun Crystal structure of (E)-2-hydroxy-4′-methoxyazastilbene |
title | Crystal structure of (E)-2-hydroxy-4′-methoxyazastilbene |
title_full | Crystal structure of (E)-2-hydroxy-4′-methoxyazastilbene |
title_fullStr | Crystal structure of (E)-2-hydroxy-4′-methoxyazastilbene |
title_full_unstemmed | Crystal structure of (E)-2-hydroxy-4′-methoxyazastilbene |
title_short | Crystal structure of (E)-2-hydroxy-4′-methoxyazastilbene |
title_sort | crystal structure of (e)-2-hydroxy-4′-methoxyazastilbene |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4459367/ https://www.ncbi.nlm.nih.gov/pubmed/26090124 http://dx.doi.org/10.1107/S2056989015008348 |
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