Azacalixphyrins are used as building blocks to elaborate nanostructures with different shapes depending on the nature of the N-substituents. In this work, the formation of nanoribbons from N-alkyl azacalixphyrin 4, and nanodonuts from the N-aryl analogue 5, is presented and rationalized by molecular dynamics (MD) simulations. Indeed, MD revealed different modes of intermolecular interactions (defines as nodes-and-trails and nodes-and-thorns models) according to the nature of the N-substituents. Nanoribbons based on 4 results from the stackings of the azacalixphyrin cores along the vertical direction generate the nodes, while the van der Waals interactions between the N-C₈H₁₇ aliphatic chains generate the trails among the nodes along the ribbon. On the other hand, azacalixphyrin 5 self-assemblies into a nanodonut shape, in which the macrocyclic cores (nodes) stack along the horizontal plane while the 3,4,5-trimethoxyphenyl groups (thorns) point along the vertical direction towards the solvent where they establish a network of $\pi$-$\pi$ interactions among their aromatic portions and H-bond interactions among the CH₃O-groups and the solvent molecules, respectively.

Azacalixphyrins 被用作构建块来根据 N-取代基的性质精心制作具有不同形状的纳米结构。在这项工作中，通过分子动力学 (MD) 模拟提出并合理化了N-烷基氮杂花苷4的纳米带和 N-芳基类似物5的纳米甜甜圈的形成。事实上，MD根据 N 取代基的性质揭示了分子间相互作用的不同模式（定义为节点和轨迹模型和节点和刺模型）。纳米带基于氮杂花苷核沿垂直方向堆叠的4结果产生节点，而NC之间的范德华相互作用。₈ H ₁₇脂肪族链在沿带的节点之间生成轨迹。另一方面，氮杂花苷5自组装成纳米甜甜圈形状，其中大环核（节点）沿水平面堆叠，而3,4,5-三甲氧基苯基（刺）沿垂直方向指向溶剂，其中他们建立了一个网络$\pi$-$\pi$分别是它们的芳香部分之间的相互作用以及CH ₃ O-基团和溶剂分子之间的H键相互作用。