Structural studies of 3-[(E)-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene] amino]-1-phenylthiourea: Combined experimental and computational studies

摘要

A novel N-4-phenylthiosemicarbazone,3-[(E)-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene] amino]-1-phenylthiourea, abbreviated as NPCN, has been synthesized and characterized by elemental analysis and FT-IR, FT-Raman, H-1 NMR, C-13 NMR and electronic spectral methods. Single crystals of the title compound were grown by slow evaporation method. Single crystal X-ray diffraction analysis shows that the title compound belongs to monoclinic system in P21/c space group with cell parameters a = 14.697(2) angstrom, b = 18.890(2) angstrom, c = 12.3992(14) angstrom, alpha = gamma = 90 degrees and beta = 110.213(4) degrees. DFT calculations were done using B3LYP/6-311++G (d, p) level basis set and the results were compared with the experimental results. The intermolecular interaction in crystal structure of the compound was investigated by Hirshfeld surface analysis and 2D fingerprint plots. The HOMO-LUMO band gap energies, molecular electrostatic potential (MESP), first-order molecular hyperpolarizability and dipole moment were calculated. NLO activity of the compound was also determined experimentally using urea as reference. (C) 2019 Elsevier B.V. All rights reserved.