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


Şimşek O., Atalay Ş., Tasdogan M., Ağar E., Bülbül H., KANSIZ S.

JOURNAL OF STRUCTURAL CHEMISTRY, cilt.67, sa.4, ss.827-840, 2026 (SCI-Expanded, Scopus)

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 67 Sayı: 4
  • Basım Tarihi: 2026
  • Doi Numarası: 10.1134/s0022476626040116
  • Dergi Adı: JOURNAL OF STRUCTURAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core, INSPEC
  • Sayfa Sayıları: ss.827-840
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

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.