Title of article :
Crystal structure of (E)-4-hydroxy-N′-(3-methoxybenzylidene)benzohydrazide
Author/Authors :
Chantrapromma, Suchada Department of Chemistry - Faculty of Science - Prince of Songkla University, Thailand , Prachumrat, Patcharawadee Department of Chemistry - Faculty of Science - Prince of Songkla University, Thailand , Ruanwas, Pumsak Department of Chemistry - Faculty of Science - Prince of Songkla University, Thailand , Boonnak, Nawong Department of Basic Science and Mathematics - Faculty of Science - Thaksin University, Thailand , Kassimc, Mohammad B. School of Chemical Sciences & Food Technology - Faculty of Science & Technology - Universiti Kebangsaan Malaysia, Malaysia
Abstract :
The title compound, C15H14N2O3, 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 Cmethyl—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.
Keywords :
Benzohydrazides , crystal structure , X-ray , α-glucosidase inhibitory
Journal title :
Acta Crystallographica Section E: Crystallographic Communications