Abstract Hydrazone derivatives have drawn much attention because of their large pharmacological applications. In the present work, the compound (E)-2-((2,3-dimethylphenyl)amino)-N’-(furan-2-ylmethylene)benzohydrazide, noted C20H19N3O2 was synthesized, and its 3D structure was determined by X-ray crystallography. Structural characterization by X-ray crystallography was supported by Density Functional Theory (DFT) and Hartree Fock (HF) calculations. Intermolecular interactions in the crystal network were determined using Hirshfeld surface analyses. The optimized geometry, global reactivity descriptors, Natural Bond Orbital (NBO) analysis, and HOMO-LUMO of the molecule were computed using the DFT-B3LYP method and 6-311++G (d,p) basis set. The C20H19N3O2 has a monoclinic system and P21/c space group with parameters a = 13.8181 (10) A, b = 16.1969 (10) A, c = 8.1285 (7) A, β = 104.546 (6)° and Z = 4. It forms an S(6) ring motif with an intramolecular N—H⋯O hydrogen bond. Hirshfeld surface analysis and 2D fingerprint plots signify meaningful interactions in crystal packing [H⋯H (47.2%), C⋯H/H⋯C (29%), and O⋯H/H⋯O (13.3%) contacts]. Atomic charges were predicted using the Mulliken population and the NBO theory. The molecular electrostatic potential (MEP) picture was drawn using the same level of theory to visualize the chemical reactivity and charge distribution on the molecule. The local reactivity was examined by determining the Fukui functions and dual descriptor indices.

中文翻译：

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(E)-2-((2,3-二甲基苯基)氨基)-N'-(呋喃-2-基亚甲基)苯甲酰肼的合成、实验和理论表征

摘要 腙衍生物因其广泛的药理应用而备受关注。在目前的工作中，合成了化合物 (E)-2-((2,3-二甲基苯基)氨基)-N'-(呋喃-2-基亚甲基)苯甲酰肼，记为 C20H19N3O2，其 3D 结构由 X-射线晶体学。X 射线晶体学的结构表征得到了密度泛函理论 (DFT) 和 Hartree Fock (HF) 计算的支持。使用 Hirshfeld 表面分析确定晶体网络中的分子间相互作用。使用 DFT-B3LYP 方法和 6-311++G (d,p) 基组计算优化的几何形状、全局反应性描述符、自然键轨道 (NBO) 分析和分子的 HOMO-LUMO。C20H19N3O2 具有单斜晶系和 P21/c 空间群，参数 a = 13.8181 (10) A, b = 16。1969 (10) A, c = 8.1285 (7) A, β = 104.546 (6)° and Z = 4。它与分子内的 N-H⋯O 氢键形成 S(6) 环基序。Hirshfeld 表面分析和 2D 指纹图表明晶体堆积中有意义的相互作用 [H⋯H (47.2%)、C⋯H/H⋯C (29%) 和 O⋯H/H⋯O (13.3%) 接触]。使用马利肯布居和 NBO 理论预测原子电荷。分子静电势 (MEP) 图片是使用相同水平的理论绘制的，以可视化分子上的化学反应性和电荷分布。通过确定 Fukui 函数和双描述符指数来检查局部反应性。Hirshfeld 表面分析和 2D 指纹图表明晶体堆积中有意义的相互作用 [H⋯H (47.2%)、C⋯H/H⋯C (29%) 和 O⋯H/H⋯O (13.3%) 接触]。使用马利肯布居和 NBO 理论预测原子电荷。分子静电势 (MEP) 图片是使用相同水平的理论绘制的，以可视化分子上的化学反应性和电荷分布。通过确定 Fukui 函数和双描述符指数来检查局部反应性。Hirshfeld 表面分析和 2D 指纹图表明晶体堆积中有意义的相互作用 [H⋯H (47.2%)、C⋯H/H⋯C (29%) 和 O⋯H/H⋯O (13.3%) 接触]。使用马利肯布居和 NBO 理论预测原子电荷。分子静电势 (MEP) 图片是使用相同水平的理论绘制的，以可视化分子上的化学反应性和电荷分布。通过确定 Fukui 函数和双描述符指数来检查局部反应性。