Crystal structure, Hirshfeld surface analysis and DFT studies of 4-methyl-2-({[4-(tri-fluoro-meth-yl)phen-yl]imino}-meth-yl)phenol.

ABSTRACT: The title compound, C15H12F3NO, crystallizes with one mol-ecule in the asymmetric unit. The configuration of the C=N bond is E and there is an intra-molecular O-H?N hydrogen bond present, forming an S(6) ring motif. The dihedral angle between the mean planes of the phenol and the 4-tri-fluoro-methyl-phenyl rings is 44.77?(3)°. In the crystal, mol-ecules are linked by C-H?O inter-actions, forming polymeric chains extending along the a-axis direction. The Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from C?H/H?C (29.2%), H?H (28.6%), F?H/H?F (25.6%), O?H/H?O (5.7%) and F?F (4.6%) inter-actions. The density functional theory (DFT) optimized structure at the B3LYP/6-311?G(d,p) level is compared with the experimentally determined mol-ecular structure in the solid state. The HOMO-LUMO behaviour was elucidated to determine the energy gap. The crystal studied was refined as an inversion twin.

SUBMITTER: Faizi MSH 

PROVIDER: S-EPMC7405564 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature