Author/Authors :
Yagci, Nermin Kahveci Kirikkale University - Faculty of Arts and Sciences - Physics Department, Turkey , Haque Faizi, Md. Serajul Department of Chemistry - Langat Singh College - B.R.A. Bihar University, India , Faizi, Md. Serajul Haque Department of Chemistry - Langat Singh College - B.R.A. Bihar University, India , Aydin, Alev Sema Department of Chemistry - Faculty of Arts and Sciences - Ondokuz Mayıs University, Turkey , Dogan, Onur Erman Department of Chemistry - Faculty of Arts and Sciences - Ondokuz Mayıs University, Turkey , Agar, Erbil Department of Chemistry - Faculty of Arts and Sciences - Ondokuz Mayıs University, Turkey , Mashrai, Ashraf Faculty of Pharmacy - University of Science and Technology, Yemen
Abstract :
In the title compound, C15H15NO, the configuration of the C=N bond of the Schiff base is E, and an intramolecular O—H⋯N hydrogen bond is observed, forming an intramolecular S(6) ring motif. The phenol ring is inclined by 45.73 (2)° from the plane of the aniline ring. In the crystal, molecules are linked along the b axis by O—H⋯N and C—H⋯O hydrogen bonds, forming polymeric chains. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the packing arrangement are from H⋯H (56.9%) and H⋯C/C⋯H (31.2%) 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. The crystal studied was refined as an inversion twin.
Keywords :
crystal structure , intramolecular hydrogen bonding , p-tolylamine , 2-hydroxy-5-methylbenzaldehyde , Schiff base
