Herein, the crystalline N‐substituted benzylidene acetohydrazide derivatives: N′‐(4‐bromo‐2‐fluorobenzylidene)‐2‐((6‐chloropyridin‐2‐yl)oxy) acetohydrazide (BFBAH) and 2‐((6‐chloropyridin‐2‐yl)oxy)‐N′‐(4‐methoxybenzylidene) acetohydrazide (MOBAH) were produced and the structures were characterized and confirmed by the NMR spectroscopy and single crystal analysis. SC‐XRD study disclosed that the molecules are connected with each other in the form of dimers through hydrogen bonding in the crystalline network of BFBAH and MOBAH. Additionally, the theoretical calculations were performed using the DFT/B3LYP/6‐311G(d,p) functional. The hyperconjugation and intermolecular hydrogen bonding were explored by using NBO analysis. Hirshfeld surface analysis analyzing intra and intermolecular interactions, uncovered that supramolecular assemblies have been stabilized by N−H⋅⋅⋅O and C−H⋅⋅⋅O intermolecular hydrogen bonds, as well as van der Waals interactions. The quantum theory of atoms in molecules (QT‐AIM) study corroborates that both significant N−H⋅⋅⋅O and C−H⋅⋅⋅O H‐bonds are strong in nature. Besides, global reactivity indices were computed via the energies of HOMO and LUMO orbitals.

中文翻译：

---

通过非共价相互作用稳定N取代的亚苄基乙酰肼类似物的超分子组装：精确的实验和理论方法。

在这里，结晶的N-取代的亚苄基乙酰肼衍生物：N '-（4-溴-2-氟代亚苄基）-2-（（6-氯吡啶-2--2-基）氧基）乙酰肼（BFBAH）和2-（（（6-氯吡啶啶）生成了-2-基氧基）N '-（4-甲氧基亚苄基）乙酰肼（MOBAH），并通过NMR光谱和单晶分析对结构进行了表征和确认。SC‐XRD研究表明，分子在BFBAH和MOBAH的晶体网络中通过氢键以二聚体形式相互连接。此外，理论计算是使用DFT / B3LYP / 6-311G（d，p）函数进行的。通过NBO分析探索了超共轭和分子间氢键。Hirshfeld表面分析分析了分子间和分子间的相互作用，发现超分子组装已通过N-H⋅⋅⋅O和C-H⋅⋅⋅O分子间氢键以及范德华相互作用得以稳定。分子中原子的量子理论（QT-AIM）研究证实，显着的N-H····O和C-H····OH键都具有很强的键性。此外，通过HOMO和LUMO轨道的能量计算了全球反应指数。