2,2-双(4-氯-2-氟苄基)丙二酸二乙酯的晶体结构和密度泛函理论研究

人工晶体学报 ›› 2021, Vol. 50 ›› Issue (2): 338-344.

2,2-双(4-氯-2-氟苄基)丙二酸二乙酯的晶体结构和密度泛函理论研究

任倩^1,2, 刘叶^1,2, 高婷³, 周志旭^1,2, 赵春深^1,2, 柴慧芳³

1.贵州大学药学院,贵阳 550025;
2.贵州省合成药物工程实验室,贵阳 550025;
3.贵州中医药大学药学院,贵阳 550025

收稿日期:2020-10-26 发布日期:2021-03-24
通讯作者: 赵春深,教授。E-mail:chunshenzhao@163.com;柴慧芳,教授。E-mail:hfchai@126.com
作者简介:任倩(1995—),女,贵州省人,硕士研究生。E-mail:1799144072@qq.com
基金资助:
贵州省科技计划(黔科合SY字1049,黔科合基础1Y393,黔科合平台人才5781);贵州中医药大学2018年度学术新苗培养及创新探索专项项目培育项目计划(黔科合平台人才5766号-14)

Crystal Structure and Density Functional Theory of 2,2-Bis(4-Chloro-2-Fluorobenzyl) Diethyl Malonate

REN Qian^1,2, LIU Ye^1,2, GAO Ting³, ZHOU Zhixu^1,2, ZHAO Chunshen^1,2, CHAI Huifang³

1.School of Pharmaceutical Sciences, Guizhou University, Guiyang 550025, China;
2.Guizhou Engineering Laboratory for Synthetic Drugs, Guiyang 550025, China;
3.College of Pharmacy, Guizhou University of Chinese Medicine, Guiyang 550025, China

Received:2020-10-26 Published:2021-03-24

摘要/Abstract

摘要： 标题化合物是一个重要的精细化工中间体,可用于制备嘧啶类、吡唑类等产品。本文利用红外光谱(IR)、质谱(MS)、核磁共振氢谱(¹H NMR)、核磁共振碳谱(¹³C NMR)和X-射线单晶衍射对此化合物进行了表征,并在B3LYP/6-311G(d, p)模式下使用密度泛函理论(DFT)计算了此化合物的最稳定晶体结构以及最高占有分子轨道(HOMO)和最低占有分子轨道(LUMO)能量。结果表明,通过DFT优化的分子结构与X-射线单晶衍射确定的晶体结构基本一致,该化合物属于单斜方P2(1)/n空间群,晶胞参数为:a=1.563 9(10) nm, b=0.778 6(4) nm, c=1.838 2(10) nm,Z=4, ρ_c＝1.345 g·cm^-3,R=0.047 7,R_w=0.138 7。

关键词: 2,2-双(4-氯-2-氟苄基)丙二酸二乙酯, 丙二酸二乙酯, 有机合成中间体, X-射线单晶衍射, 密度泛函理论

Abstract: The title compound is an important fine chemical intermediate, which can be used to prepare kinds of pyrimidines and pyrazoles products. This compound was characterized by IR, MS, ¹H NMR,¹³C NMR and X-ray single crystal diffraction, and the most stable crystal structure, HOMO and LUMO energy were calculated by using density functional theory (DFT) in B3LYP/6-311G(d, p) mode. The results show that the molecular structure optimized by DFT is consistent with the crystal structure determined by X-ray single crystal diffraction. The compound belongs to the monoclinic P2(1)/n space group, its crystallographic parameters are as follows: a=1.563 9(10) nm, b=0.778 6(4) nm, c=1.838 2(10) nm, Z=4, ρ_c=1.345 g·cm^-3, R=0.047 7, R_w=0.138 7.

Key words: 2,2-bis(4-chloro-2-fluorobenzyl)diethyl malonate, diethyl malonate, organic synthesis intermediate, X-ray single crystal diffraction, density functional theory

中图分类号:

O723⁺.5

任倩, 刘叶, 高婷, 周志旭, 赵春深, 柴慧芳. 2,2-双(4-氯-2-氟苄基)丙二酸二乙酯的晶体结构和密度泛函理论研究[J]. 人工晶体学报, 2021, 50(2): 338-344.

REN Qian, LIU Ye, GAO Ting, ZHOU Zhixu, ZHAO Chunshen, CHAI Huifang. Crystal Structure and Density Functional Theory of 2,2-Bis(4-Chloro-2-Fluorobenzyl) Diethyl Malonate[J]. JOURNAL OF SYNTHETIC CRYSTALS, 2021, 50(2): 338-344.

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