Crystal structure and Hirshfeld surface analysis of (E)-2-{[(2-iodophenyi)immo]methyl}-6-methyl-phenol
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.76, pp.1595-1602, 2020 (ESCI, Scopus)
- Publication Type: Article / Article
- Volume: 76
- Publication Date: 2020
- Doi Number: 10.1107/s2056989020011974
- Journal Name: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
- Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
- Page Numbers: pp.1595-1602
- Keywords: crystal structure, 2-iodophenyl, Schiff base, Hirshfeld surface analysis, SCHIFF-BASES
- Open Archive Collection: AVESIS Open Access Collection
- Ondokuz Mayıs University Affiliated: Yes
Abstract
The title compound, C14H12INO, was synthesized by condensation of 2-hydroxy-3-methylbenzaldehyde and 2-iodoaniline, and crystallizes in the orthorhombic space group P2(1)2(1)2(1). The 2-iodophenyl and benzene rings are twisted with respect to each other, making a dihedral angle of 31.38 (2)degrees. The molecular structure is stabilized by an O-H center dot center dot center dot N hydrogen bond, forming an S(6) ring motif. In the crystal, molecules are linked by C-H center dot center dot center dot pi interactions, resulting in the formation of sheets along the a-axis direction. Within the sheets, very weak pi-pi stacking interactions lead to additional stabilization. The Hirshfeld surface analysis and fingerprint plots reveal that the crystal structure is dominated by H center dot center dot center dot H (37.1%) and C center dot center dot center dot H (30.1%) contacts. Hydrogen bonding and van der Waals interactions are the dominant interactions in the crystal packing. The crystal studied was refined as a two-component inversion twin.