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Crystal structure of (E)-4-hydroxy-N′-(3-methoxybenzylidene)benzohydrazide
The title compound, C(15)H(14)N(2)O(3), crystallizes with two independent molecules (A and B) in the asymmetric unit that differ in the orientation of the 3-methoxyphenyl group with respect to the methylidenebenzohydrazide unit. The dihedral angles between the two benzene rings are 24.02 (10) an...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5120720/ https://www.ncbi.nlm.nih.gov/pubmed/27920930 http://dx.doi.org/10.1107/S2056989016013268 |
Sumario: | The title compound, C(15)H(14)N(2)O(3), crystallizes with two independent molecules (A and B) in the asymmetric unit that differ in the orientation of the 3-methoxyphenyl group with respect to the methylidenebenzohydrazide unit. The dihedral angles between the two benzene rings are 24.02 (10) and 29.30 (9)° in molecules A and B, respectively. In molecule A, the methoxy group is twisted slightly relative to its bound benzene ring, with a C(methyl)—O—C—C torsion angle of 14.2 (3)°, whereas it is almost co-planar in molecule B, where the corresponding angle is −2.4 (3)°. In the crystal, the molecules are linked by N—H⋯O, O—H⋯N and O—H⋯O hydrogen bonds, as well as by weak C—H⋯O interactions, forming sheets parallel to the bc plane. The N—H⋯O hydrogen bond and weak C—H⋯O interaction link different molecules (A⋯B) whereas both O—H⋯N and O—H⋯O hydrogen bonds link like molecules (A⋯A) and (B⋯B). Pairs of inversion-related B molecules are stacked approximately along the a axis by π–π interactions in which the distance between the centroids of the 3-methoxyphenyl rings is 3.5388 (12) Å. The B molecules also participate in weak C—H⋯π interactions between the 4-hydroxyphenyl and the 3-methoxyphenyl rings. |
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