Synthesis, Characterization, and Hirshfeld Surface Analysis of Two Schiff Bases: (<i>E</i>)-3-(((4-iodophenyl)imino)methyl)Benzene-1,2-Diol and (<i>E</i>)-3-(((3-bromo-4-methylphenyl)imino)methyl)-Benzene-1,2-Diol
JOURNAL OF STRUCTURAL CHEMISTRY, vol.67, no.4, pp.827-840, 2026 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 67 Issue: 4
- Publication Date: 2026
- Doi Number: 10.1134/s0022476626040116
- Journal Name: JOURNAL OF STRUCTURAL CHEMISTRY
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core, INSPEC
- Page Numbers: pp.827-840
- Ondokuz Mayıs University Affiliated: Yes
Abstract
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, H-1 NMR, and C-13 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.Their crystal packings are primarily stabilized by O-H & ctdot;O hydrogen bonds, complemented by C-H & ctdot;pi 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 & ctdot;H interactions dominate the surface contributions, underscoring their importance in the overall packing stability and molecular arrangement.