Abstract Present investigation deals with an in depth study of three compounds including 4-(4-chlorophenyl)-8-methyl-2-oxo- 1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile (1), 4-(4-bromophenyl)-8-methyl-2-oxo-1,2,3,4,4a,5,6,7-octahydroquinoline-3- carbonitrile (2) and 8-methyl-2-oxo-4-(thiophen-2-yl)-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile (3) with respect to their structural, electronic, optical and charge transport properties. The ground and excited states geometries were optimized by density functional theory (DFT) and time dependent DFT, respectively. To rationalize the adopted methodology, the calculated geometrical parameters at ground state were compared with the experimental crystal structures. Several quantum chemical insights including the analysis of frontier molecular orbitals (FMOs), total/partial density of states (T/PDOS), molecular electrostatic potentials (MEP), local and global reactivity descriptors revealed that the studied compounds would be efficient multifunctional materials. The absorption wavelengths as well as their major transitions were thoroughly studied at TD-B3LYP/6-31G** level of theory. The smaller hole reorganization energies indicate that all these compounds might show better hole transport tendency. The anionic geometry relaxation of compound 2 is larger than the cationic form which leads to higher electron reorganization energy revealing the reduction of electron charge transport as compared to the hole.

中文翻译：

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通过 DFT 方法探索氢喹啉衍生物的光电、非线性和电荷传输特性

摘要 本研究涉及对三种化合物的深入研究，包括 4-(4-chlorophenyl)-8-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile (1), 4-(4-bromophenyl)-8-methyl-2-oxo-1,2,3,4,4a,5,6,7-octahydroquinoline-3-carbonitrile (2) 和 8-methyl-2-oxo-4 -(thiophen-2-yl)-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile (3) 的结构、电子、光学和电荷传输特性。基态和激发态几何结构分别通过密度泛函理论 (DFT) 和时间相关 DFT 进行了优化。为了使所采用的方法合理化，将计算出的基态几何参数与实验晶体结构进行了比较。一些量子化学见解，包括前沿分子轨道 (FMO) 分析、总/部分态密度 (T/PDOS)、分子静电势（MEP）、局部和全局反应性描述符表明所研究的化合物将是高效的多功能材料。在 TD-B3LYP/6-31G** 理论水平上彻底研究了吸收波长及其主要跃迁。较小的空穴重组能表明所有这些化合物可能表现出更好的空穴传输趋势。化合物 2 的阴离子几何弛豫大于阳离子形式，这导致更高的电子重组能，表明与空穴相比电子电荷传输减少。在 TD-B3LYP/6-31G** 理论水平上彻底研究了吸收波长及其主要跃迁。较小的空穴重组能表明所有这些化合物可能表现出更好的空穴传输趋势。化合物 2 的阴离子几何弛豫大于阳离子形式，这导致更高的电子重组能，表明与空穴相比电子电荷传输减少。在 TD-B3LYP/6-31G** 理论水平上彻底研究了吸收波长及其主要跃迁。较小的空穴重组能表明所有这些化合物可能表现出更好的空穴传输趋势。化合物 2 的阴离子几何弛豫大于阳离子形式，这导致更高的电子重组能，表明与空穴相比电子电荷传输减少。