Abstract

In present work, a new Schiff base compound, (E)-3-(((2-methoxy-5-(trifluoromethyl)phenyl)imino)methyl)benzene-1,2-diol was synthesized and characterized by X-ray diffraction and spectroscopic methods (FT-IR, UV–Vis) and quantum mechanical calculation methods. The obtained structure is monoclinic, space group P2₁/c, with unit cell parameters a = 15.1881(10) Å, b = 14.5816(11) Å, c = 6.2023(5) Å, β = 98.008 (6)°, and Z = 4. Theoretical calculations were used to investigate the optimized molecular geometry of the title compound. The calculated and experimental results show the title compound tends to the keto-amine form. Besides, the frontier molecular orbital, non-linear optical properties and electronic structure parameters of the title compound were computed in the solvent media using the theoretical methods. The molecular electrostatic potential surface was obtained at the optimized geometry to predict reactive sites for nucleophilic and electrophilic attack for the studied molecule. Statistical thermodynamic functions for the title compound were calculated at 298.15 K temperature and 1 atm pressure by using the HF and DFT/B3LYP methods with the 6-311++G(d,p) basis set.

中文翻译：

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(Z)-2-Hydroxy-6-(((2-methoxy-5-(trifluoromethyl)phenyl)amino)methylene)cyclohexa-2,4-dien-1-one 中的光谱和理论研究和分子内质子转移

摘要

在目前的工作中，合成了一种新的席夫碱化合物，(E)-3-(((2-甲氧基-5-(三氟甲基)苯基)亚氨基)甲基)苯-1,2-二醇并通过X射线衍射表征和光谱方法（FT-IR、UV-Vis）和量子力学计算方法。得到的结构为单斜晶系，空间群P 2 ₁ / c，晶胞参数a = 15.1881(10) Å, b = 14.5816(11) Å, c = 6.2023(5) Å, β = 98.008 (6)°,和Z= 4. 理论计算用于研究标题化合物的优化分子几何结构。计算和实验结果表明标题化合物倾向于酮胺形式。此外，使用理论方法计算了标题化合物在溶剂介质中的前沿分子轨道、非线性光学性质和电子结构参数。在优化的几何形状下获得分子静电势表面，以预测所研究分子的亲核和亲电攻击的反应位点。标题化合物的统计热力学函数是在 298.15 K 温度和 1 个大气压下通过使用 HF 和 DFT/B3LYP 方法以 6-311++G( d , p ) 基组计算的。