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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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Detalles Bibliográficos
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
Descripción
Sumario: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.