化学学报 ›› 2004, Vol. 62 ›› Issue (3): 328-334. 上一篇    下一篇

研究论文

2-氯甲基苯并咪唑硝酸盐的晶体结构、质子化特征及量子化学理论研究

卑凤利, 陈海群, 杨绪杰, 陆路德, 汪信   

  1. 南京理工大学材料化学实验室, 南京, 210094
  • 投稿日期:2003-04-14 修回日期:2003-12-03 发布日期:2014-01-26
  • 通讯作者: 汪信,E-mail:Wxin@public1.ptt.js.cn;Tel:025-4315270;Fax:025-4432747. E-mail:Wxin@public1.ptt.js.cn
  • 基金资助:
    国家自然科学基金(No.50372028)资助项目.

2-Chloromethyl-3H-benzoimidazol-1-ium Nitrate: Crystal Structure, Protonation Character and Quantum Chemical Study

BEI Feng-Li, CHEN Hai-Qun, YANG Xu-Jie, LU Lu-De, WANG Xin   

  1. Materials Chemistry Laboratory, Nanjing University of Science and Technology, Nanjing 210094
  • Received:2003-04-14 Revised:2003-12-03 Published:2014-01-26

制备了2-氯甲基苯并咪唑硝酸盐(C8H8N2Cl+·NO3-)化合物,采用元素分析,IR, 1H NMR和TG-DTA对产物进行了表征,并采用X射线单晶衍射仪测定了该化合物的晶体结构,该化合物属单斜晶系,空间群P21/n, a=0.74189(3) nm, b=1.53064(6) nm, c=1.05478(3) nm, β=120.930(2)º, V=1.02744 nm3, Dc=1.484 g/cm3, Z=4, F(000)=472, μ=0.363 mm-1, R=0.0659, wR=0.1498, GOF=0.840.在此基础上,采用量子化学方法,在MP2/6-311G**, B3LYP/6-311G**和HF/6-311G**水平上计算了2-氯甲基苯并咪唑及其质子化阳离子的优化构型、电荷分布、振动光谱、热力学函数及总能量.计算结果显示2-氯甲基苯并咪唑环具有较强质子化能力,这与晶体结构结果相一致.

关键词: 2-氯甲基苯并咪唑, 晶体结构, 量子化学计算

2-Chloromethyl-3 H-benzoimidazol-1-ium nitrate was synthesized and characterized by elemental analysis,IR,1H NMR and TG/DTA.Its single crystals were determined by X-ray single crystal diffraction.The compound belongs to monoclinic system with space group P21/n,a=0.74189(3)nm,b=1.53064(6)nm,c=0.92657(3)nm,β=102.449(2)°,V=1.02744 nm3,Dc=1.484 g/cm3,Z=4,F(000)=472,μ=0.363 mm-1,R=0.0671,wR=0.1546,GOF=0.854.Furthermore,the optimized geometry,charge distribution,vibration spectra and molecular total energy of 2-chloromethyl2benzoimidazol and 2-chloromethyl-3 H-benzoimidazol-1-ium cation were obtained by quantum chemical method at the MP2/6-311G**,B3L YP/6-311G**and HF/6-311G** levels.The calculated results reveal that the title compound has a strong proton affinity,which is consistent with the result from single crystal structure.

Key words: 2-chloromethyl-3 H-benzoimidazol derivative, crystal structure, quantum chemical calculation