Synthesis, Crystal Structure and Theoretical Calculation Studies on 1-(4-chloromethylbenzoyl)-3-(mono-substituted) thioureas

摘要

The derivatives、1-(4-chloromethylbenzoyl)-3-(4-nitrophenyl) thiourea (1) and 1-(4-chloromethylbenzoyl)-3-(benzothiazole-2-yl) thiourea (2) were synthesized and characterized by X-ray single-crystal diffraction and basic spectroscopic methods (1H NMR,FT-IR,Mass spectra,elemental analyses,UV-vis).Compound 1 crystallizes in monoclinic space group P21/c with a =4.5380(14),b =17.504(5),c =19.229(6) (A),β =91.351(7)°,C15H12C1N3O3S,Mr =349.79,V =1527.0(8) (A)3,Z =4,Dc =1.521 Mg·m-3,μ =0.405 mm1,F(000) =720,the final R =0.1130 and wR =0.3621 for 2032 observed reflections with I ＞ 2σ(I).And compound 2 crystallizes in triclinic space group P(i) with a =4.5463(18),b =14.898(6),c =15.118(6) (A),a =115.519(5)°,β =98.267(6)°,γ =94.031(7)°,C16H12C1NaOS2·CH3OH,Mr =393.90,V=904.4(6) (A)3,Z =2,Dc =1.446 Mg·m-3,μ =0.458 mm-1,F(000) =408,the final R =0.0657 and wR =0.1812 for 2200 observed reflections with I ＞ 2σ(I).In order to study the mechanism of intermolecular interactions more accurately,the Hirshfeld surface analyses and 2D fingerprint plots of the two compounds were performed to further understand the intermolecular short contact,including hydrogen bonds.The UV-Vis spectra were also predicted together with different HOMO-LUMO orbitals to analyze the characteristics of the electronic transition within 1 and 2.Finally,the electrostatic potentials (ESP) surfaces with extremes,as well as distribution of van der Waals surface area related to the range of different ESP values were calculated.