Title of article
Crystal structure, Hirshfeld surface analysis and DFT studies of (E)-2-{[(3-chloro-4-methylphenyl)imino]methyl}-4-methylphenol
Author/Authors
Haque Faizi, Md. Serajul PG Department of Chemistry - Langat Singh College - B. R. A. Bihar University, India , Cinar, Emine Berrin Ondokuz Mayıs University - Faculty of Arts and Sciences - Department of Physics, Turkey , Aydin, Alev Sema Ondokuz Mayıs University - Faculty of Arts and Sciences - Department of Physics, Turkey , Agar, Erbil Ondokuz Mayıs University - Faculty of Arts and Sciences - Department of Chemistry, Turkey , Dege, Necmi Ondokuz Mayıs University - Faculty of Arts and Sciences - Department of Physics, Turkey , Mashrai, Ashraf Department of Pharmacy - University of Science and Technology, Yemen
Pages
9
From page
1
To page
9
Abstract
The title compound, C15H14ClNO, was synthesized by condensation reaction of 2-hydroxy-5-methylbenzaldehyde and 3-chloro-4-methylaniline, and crystallizes in the monoclinic space group P21/c. The 3-chlorobenzene ring is inclined to the phenol ring by 9.38 (11)°. The configuration about the C=N bond is E and an intramolecular O—H⋯N hydrogen bond forms an S(6) ring motif. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the packing arrangement are from H⋯H (43.8%) and C⋯H/H⋯C (26.7%) interactions. The density functional theory (DFT) optimized structure at the B3LYP/ 6–311 G(d,p) level is compared with the experimentally determined molecular structure and the HOMO–LUMO energy gap is provided.
Keywords
crystal structure , 3-chloro-4-methylaniline , 2-hydroxy-5-methylbenzaldehyde , Schiff base
Journal title
Acta Crystallographica Section E: Crystallographic Communications
Serial Year
2020
Record number
2623315
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