Crystal structure, spectral, thermal and experimental/computational investigation of Anthracen-benzo[d]thiazol-2-amine new Schiff base derivative

Abstract

The N-S-N-tridentate ((E)-N-(anthracen-9-ylmethylene)benzo[d]thiazol-2-amine product was made available by dehydration of 2-Aminobenzothiazole with 9-anthraldehyde under non-classical microwave condition, five-minute reaction with high yield and no side products was reported. The 3D-structure of titled Schiff base ligand was proved by X-ray diffraction and identified by CHN-elemental analysis, UV–Vis., IR, and 1H NMR. The crystal structure-packing result was modeled to the molecular electronic potential (MEP) and Hirshfeld surface analysis (HSA) results. The experimental molecular and structural parameters from crystal structure have been resembled via the density functional theory DFT/6–311++G(d,p). The LUMO/HOMO, DOS energies were correlated to the direct experimental Tauc optical energy gap. A very good agreement between the Time-dependent density functional theory (TD-DFT) methods with experimental electronic absorption in CH3CN solvent was collected. The thermal attitude of the ligand was determined in an open atmosphere using TG/DTG. The method of preparation is not routine, it is under the conditions of radiation, where by using this method the reaction ended completely within minutes, not five hours of heating.