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

作　　者：张玉 胡伟 乔磊 张星 宋纪蓉 黄洁 

机构地区：[1]School of Chemical Engineering, Northwest University/Shaanxi Key Laboratory of Physico-inorganic Chemistry, Xi 'an 710069, China [2]The Xi'an BaSDa Limited Liability Company for Talent Service, Xi 'an 710000, China [3]Ministry of Science and Technology, The Palace Museum, Beijing 100009, China

出　　处：《Chinese Journal of Structural Chemistry》2018年第5期693-709,共17页结构化学（英文）

基　　金：supported by the Science and Technology Program of Shaanxi Province(No.2013K02-25);the Science and Technology Program of Xi’an(No.NC1404);the Science and Technology Research and Development Program of Shaanxi Province(No.14JF025)

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 P2（1/c） with a = 4.5380（14）, b = 17.504（5）, c = 19.229（6） A, b = 91.351（7）°, C（15）H（12）ClN3O3S, Mr = 349.79, V = 1527.0（8） A3, Z = 4, Dc = 1.521 Mg·m^-3, μ = 0.405 mm^-1, 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-1 with a = 4.5463（18）, b = 14.898（6）, c = 15.118（6） A, α = 115.519（5）°, β = 98.267（6）°, γ = 94.031（7）°, C（16）H（12）ClN3OS2·CH3OH, Mr = 393.90, V = 904.4（6） A3, 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.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 P2（1/c） with a = 4.5380（14）, b = 17.504（5）, c = 19.229（6） A, b = 91.351（7）°, C（15）H（12）ClN3O3S, Mr = 349.79, V = 1527.0（8） A3, Z = 4, Dc = 1.521 Mg·m^-3, μ = 0.405 mm^-1, 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-1 with a = 4.5463（18）, b = 14.898（6）, c = 15.118（6） A, α = 115.519（5）°, β = 98.267（6）°, γ = 94.031（7）°, C（16）H（12）ClN3OS2·CH3OH, Mr = 393.90, V = 904.4（6） A3, 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.

关 键 词：crystal structure Hirshfeld surfaces UV-VIS ESP 

分 类 号：TQ460.1[化学工程—制药化工]