Crystal structure of (E) -N'-[1-(4-amino-phen-yl)ethyl-idene]-2-hy-droxy-5-iodo-benzohydrazide methanol monosolvate

Acta Crystallogr E Crystallogr Commun. 2018 Jun 8;74(Pt 7):910-914. doi: 10.1107/S2056989018008204. eCollection 2018 Jul 1.

Abstract

In the title compound, C15H14IN3O2·CH3OH, two aromatic rings are linked by an N-substituted hydrazide function. The dihedral angle between the aromatic rings is 10.53 (8)°. The stereochemistry about the imine function is E. The methanol mol-ecule forms an O-H⋯O hydrogen bond to the hydrazide O atom. In the crystal, chains of mol-ecules running along the c-axis direction are formed by O-H⋯O hydrogen bonds. Adjacent chains are linked through N-H⋯O hydrogen bonds and π-π stacking inter-actions. The inter-molecular inter-actions in the crystal packing were investigated using Hirshfeld surface analysis, which indicated that the most significant contacts are H⋯H (38.2%), followed by C⋯H/H⋯C (20.6%), O⋯H/H⋯O (11.1%) and I⋯H/H⋯I (9.7%).

Keywords: Hirshfeld surface; N-substituted hydrazide; crystal structure; salicylic acid.

Grants and funding

This work was funded by VLIR-UOS grant ZEIN2014Z182 to L. Van Meervelt.