The title compounds, (E) -3- ( ( (4-iodophenyl) imino) methyl) benzene-1, 2-diol compound 1 and (E) -3- ( ( (3-bromo-4-methylphenyl) imino) methyl) benzene-1, 2-diol 2 are synthesized and comprehensively characterized through spectroscopic and crystallographic techniques, including single crystal X-ray diffraction, IR, UV-Vis, 1H NMR, and 13C NMR analyses. Both compounds adopt an E configuration with respect to the C=N double bond and crystallize in the triclinic crystal system, space group P1. Their crystal packings are primarily stabilized by O−H⋯O hydrogen bonds, complemented by C–H⋯π interactions, which extend the packing into a three-dimensional supramolecular framework. Hirshfeld surface analysis is employed to identify regions of potential hydrogen-bond formation and to quantify the relative contribution of different intermolecular contacts. The results reveal that C⋯H interactions dominate the surface contributions, underscoring their importance in the overall packing stability and molecular arrangement.
Sımsek et al. (Wed,) studied this question.