Synthesis, design, DFT Modeling, Hirshfeld Surface Analysis, crystal structure, anti-oxidant capacity and anti-nociceptive activity of dimethylphenylcarbamothioylphosphonate

The crystal structure of dimethylphenylcarbamothioylphosphonate (MThmP) was obtained by reacting via one-pot synthesis without solvent at room temperature. The crystal structure of MThmP was determined by X-ray analysis (XRD). Two forms (a & b) were showed on the component MThmP which was crystallized in the monoclinic system with P21/c space group. In the first molecule (Form a), the Hirshfeld surface analysis indicates that the major contributions for the crystal packing are H⋯H (40.6%), H⋯O (24.6%)and C⋯H (18.4%) interactions. In the second crystal (Form b), the Hirshfeld surface analysis indicates the different percentage interactions: H⋯H (43.1%), H⋯O (23.3%) and C⋯H (17.8%) interactions. A DFT calculation study was performed to identify the stability of the two structures. A Fukui functions, electrostatic potential surfaces and LUMO-HOMO energy were computed in this work. Geometries of reactants, transition states and products were optimized at the B3LYP/6-311+G(d,p) level. The nucleophilic and electrophilic binding site regions were elucidated using the molecular electrostatic potential (MEP).