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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...

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Autores principales: Chantrapromma, Suchada, Kaewmanee, Narissara, Boonnak, Nawong, Chantrapromma, Kan, Ghabbour, Hazem A., Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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.
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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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