Synthesis, spectral and X-ray crystal structure of 3-(3-methoxyphenyl)-5-(3-methylthiophen-2-yl)-4,5-dihydro-1H-pyrazole-1-carboxamide: Hirshfeld surface, DFT calculations and thermo-optical studies

Abstract

Abstract Novel pyrazole derivative, 3-(3-methoxyphenyl)-5-(3-methylthiophen-2-yl)-4,5-dihydro-1H-pyrazole-1-carboxamide was synthesized, characterized by NMR, mass spectra, FT-IR, UV–Visible, TG-DTG and finally the three dimensional structure was confirmed by single crystal X-ray diffraction studies. A dihedral angle of 78.51(13)° between the pyrazole and the thiophene rings confirms the twisted conformation between the rings. C—H•••O and N—H•••O hydrogen bond interactions are extended through 3D network to form R22(8) supramolecular motif. The compound was found to be thermally stable up to 190 °C. Further, the intermolecular interactions of the crystal structure were analysed by Hirshfeld surface analysis. The molecular geometries and electronic structures of the compound were optimized, calculated with ab-initio methods. The electrophilic and nucleophilic regions of the molecular surface were identified. The solvent effects on the structural parameters were studied using different solvents. Non-linear optical properties of the title compound were investigated.