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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 |
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. |
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