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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...

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Detalles Bibliográficos
Autores principales: Chantrapromma, Suchada, Prachumrat, Patcharawadee, Ruanwas, Pumsak, Boonnak, Nawong, Kassim, Mohammad B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
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
Descripción
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.