N-(1-H-苯并三唑基-3-氧)-(E)-3-甲氧基-巴豆酸酰胺的合成、晶体结构及量子化学计算

Synthesis,Crystal Structure and Quantum Chemical Calculation of N-(1-H-Benzotriazol-3-Oxy)-(E)-3-Methyoxy-Crotonic Acid Amide

以(E)-3-甲氧基-巴豆酸和1-羟基苯并三唑为原料合成了标题化合物,通过~1H NMR等进行了表征,并通过XRD衍射测定了晶体结构,晶体属于单斜晶系,P2_1/c空间群。晶胞参数为a=1.4001(3)nm,b=1.0014(2)nm,c=1.5699(3)nm,α=90°,β=100.13(3)°,γ=90°,D+x=1.429g/cm^3,Z=8,F(000)=976,μ=0.11mm^(-1),最终偏差因子R_1=0.063,ωR_2=0.141。使用Gaussian 03程序,用量子化学中的密度泛函理论(DFT),在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。算得的键长键角数据和单晶衍射数据相符合。结果表明计算得到的分子几何优化结构可靠,所用的计算方法可靠。

The N-（ 1-H-benzotriazol-3-oxy ）-（E ）-3-methyoxy-crotonic acid amide was synthesized with the （E）-3-methoxy-crotonic acid and 1-hydroxybenzotriazole as starting materials and characterized by the methods of IR,1H NMR and XRD. The crystal belongs to monoclinic space, group of P2 1/c, with a = 1. 4001 （3） nm, b = 1. 0014 （2） nm, c= 1. 5699 （3） nm, α= 90°, β=100. 13（3）°, γ=90°,Dx=1. 429g/cm-3,Z=8,F（000）=976, u=0.11mm-1,and the final deviation factor R1 = 0. 063, wR2 = 0. 141. The optimized structure, charge distribution, molecular total energy, HOMO and LUMO energy wer, calculated by DFT of quantum chemical method with B3LYP/6-311G（d,p） basis. The result shows that the bond lengths and angles obtained by quantum chemical calculation were almost the same with those of the experiment ,suggesting that the molecular geometry optimization of the structure was reliable ,and the calculation method was reliable.