Title of article :
Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)methyl]amino}benzoic acid dimethylformamide monosolvate
Author/Authors :
Ahmed, Adeeba Department of Applied Chemistry, ZHCET - Aligarh Muslim University, India , Ahmad, Aiman Department of Applied Chemistry, ZHCET - Aligarh Muslim University, India , Ahmad, Musheer Department of Applied Chemistry, ZHCET - Aligarh Muslim University, India , Kalibabchuk, Valentina A. Department of General Chemistry - O. O. Bohomolets National Medical University, Ukraine
Abstract :
The title compound, C22H17NO2·C3H7NO, was synthesized by condensation of an aromatic aldehyde with a secondary amine and subsequent reduction. It was crystallized from a dimethylformamide solution as a monosolvate, C22H17NO2·C3H7NO. The aromatic molecule is non-planar with a dihedral angle between the mean planes of the aniline moiety and the methyl anthracene moiety of 81.36 (8)°. The torsion angle of the Caryl—CH2—NH—Caryl backbone is 175.9 (2)°. The crystal structure exhibits a three-dimensional supramolecular network, resulting from hydrogen-bonding interactions between the carboxylic OH group and the solvent O atom as well as between the amine functionality and the O atom of the carboxylic group and additional C—H⋯π interactions. Hirshfeld surface analysis was performed to quantify the intermolecular interactions.
Keywords :
crystal structure , 4-aminobenzoic acid (PABA) , anthracene , intermolecular hydrogen bonding , C—H⋯π interactions , Hirshfeld surface analysis
Journal title :
Acta Crystallographica Section E: Crystallographic Communications