Crystal structure of (E)- N'-(3,4-di-hydroxy-benzyl-idene)-4-hy-droxy-benzohydrazide

Acta Crystallogr E Crystallogr Commun. 2019 Jul 28;75(Pt 8):1280-1283. doi: 10.1107/S2056989019010442. eCollection 2019 Aug 1.

Abstract

In the title benzohydrazide derivative, C14H12N2O4, the azomethine C=N double bond has an E configuration. The hydrazide connecting bridge, (C=O)-(NH)-N=(CH), is nearly planar with C-C-N-N and C-N-N=C torsion angles of -177.33 (10) and -174.98 (12)°, respectively. The 4-hy-droxy-phenyl and 3,4-di-hydroxy-phenyl rings are slightly twisted, making a dihedral angle of 9.18 (6)°. In the crystal, mol-ecules are connected by N-H⋯O and O-H⋯O hydrogen bonds into a three-dimensional network, while further consolidated via π-π inter-actions [centroid-centroid distances = 3.6480 (8) and 3.7607 (8) Å]. The conformation is compared to those of related benzyl-idene-4-hy-droxy-benzohydrazide derivatives.

Keywords: anti­oxidant; crystal structure; hydrazide; mol­ecular conformation; α-glucosidase inhibitory.

Grants and funding

This work was funded by Prince of Songkla University grant SCI590716S.