3-(dimethylamino)dibenzothiophene (3-DMADBT): Synthesis, characterization, crystallographic study, Quantum chemical calculations, Hirshfeld surface analysis and FT-IR spectroscopy

Abstract

The 3-(dimethylamino) dibenzothiophene (3-DMADBT) has been synthesized and characterized by X-ray single crystals diffraction (XRD), FT-IR, 1H NMR, Elemental analysis, and Melting point determination. The density functional (B3LYP) and Hartree-Fock (HF) methods with a 6–31 G (d,p) level were established to calculate the parameters of molecular geometry, normal mode frequencies and the related vibrational assignments, and 1H chemical shift values for gage-including atomic orbitals (GIAO) of 3-DMADBT in its ground state. Potential energy distribution (PED) analyses were used to assign vibrations. The tested chemical crystallizes in an orthorhombic crystal structure with a space group of P212121 and unit cell dimensions of a = 6.0750 (5) Å, b = 8.9566 (6) Å, c = 21.2622 (11) Å, and V = 1156.90 (14) Å3. The calculated data shows that optimized geometries can accurately reproduce the crystal structure. The experimental results accord well with the theoretical vibrational frequencies and chemical shift values from 1H NMR. Furthermore, the compound's Mulliken charge distribution and molecular electrostatic potential maps (MEP) have been developed. The energy gap (∆E), electron affinity (A), ionization potential (I), chemical potential (µ), global hardness (η), and global electrophilicity (w) are all calculated using the HOMO-LUMO analysis. In addition, the Hirshfeld surface analysis is used to determine interactions in the crystal structure.