N-[(Z)-2-氰基亚胺-1,3-噻唑-3-基]-4-溴苯甲酰胺的合成、晶体结构及量子化学计算  

Study on the synthesis,crystal structure and quantum calculation of(Z)-N-[3-(4-Bromobenzoyl)-1,3-thiazolidin-2-ylidene]cyanamide

作　　者：雍建平[1] 李久明[2] 汪玲[1] 

机构地区：[1]宁夏医科大学公共卫生学院,宁夏银川750004 [2]内蒙古民族大学化学化工学院,内蒙古通辽028043

出　　处：《计算机与应用化学》2011年第6期779-782,共4页Computers and Applied Chemistry

基　　金：宁夏自然科学基金(NZ10108);宁夏医科大学校级基金(XM201010);宁夏医科大学博士建设开放课题(KF2010-12);内蒙古自治区高校蓖麻产业工程中心开放课题(BMYJ2010006);资助

摘　　要：含噻唑(噻唑烷)杂环的化合物具有广谱的抑菌、杀虫,抗癌、抗肿瘤等活性,因此设计合成含噻唑(噻唑烷)杂环的新化合物成为当今药物设计合成的热点。鉴于此,本研究以(Z)-2-氰基亚胺-1,3-噻唑烷和4-溴苯甲酰氯为原料,在丙酮和三乙胺体系中合成了标题化合物,采用IR、~1H NMR分析方法对其进行了表征。并采用X射线衍射(XRD)测定了其晶体结构,为单斜晶系,P2_(1/c)空间群,晶胞参数:a=16.579(3)A,b=5.6471(11)A,c=13.611(3)A;α=90°,β=112.91(3)°,γ=90°,Z=4,M_r=310.17,D_c=1.755Mg/m^3,F(000)=616,μ=3.67mm^(-1),R_1=0.037,ωR_2=0.108。接着采用量子化学理论,在DFT-B3LYP/6-311G(d,p)基组下计算了该化合物的优化结构参数、电荷分布、分子总能量及前线轨道能量,为标题化合物的深入研究提供了理论依据。The thiazole ring contained derivatives possess spectrum biological activities including antibacterial,insecticidal,anti-cancer,anti-tumor activities,etc..Thus designing and synthesis the thiazole ring contained new compounds have caused many chemists＇ interest.Based on the above facts.In this paper,the title compound was synthesized using the（Z）N-cyanoiminothiazolidine and 4-bromobenzoyl chloride as starting materials in the presence of Et3N.The title compound was confirmed by the methods of IR,~1HNMR and XRD.The crystal belongs to monoclinic space,group of P21/c,with a=16.579（3）A,b=5.6471（11）A,c=13.611（3）A;α=90°,β=112.91（3）°,γ=90°,Z=4,Mr=310.17,Dc=1.755 Mg/ m^3,F（000）=616,μ=3.67 mm^（-1）, and the final deviation factor R1=0.037,ωR2=0.108.The optimized structure,charge distribution,molecular total energy,HOMO and LUMO energy were calculated by quantum chemical method at DFT-B3LYP/6-311G（d,p）basis.Thus providing the scientific evidence for its further study.

关 键 词：N-[(Z)-2-氰基亚胺-1 3-噻唑-3-基]-4-溴苯甲酰胺 合成 晶体结构 量子化学计算 DFT-B3LYP/6-311G(d p) 

分 类 号：O626.25[理学—有机化学] O641.121[理学—化学]