In this manuscript, the synthesis and single crystal X-ray diffraction characterization of four N-substituted 1,3,5-triazinanes are reported along with a detailed analysis of the noncovalent interactions observed in the solid state architecture to these compounds, focusing on C–H···π and C–H···O H-bonding interactions. These noncovalent contacts have been characterized energetically by using DFT calculations and also by Hirshfeld surface analysis. In addition, the supramolecular assemblies have been characterized using the quantum theory of “atoms-in-molecules” (QTAIM) and molecular electrostatic potential (MEP) calculations. The XRD analysis revealed a never before observed feature of the crystalline structure of some molecules: symmetrically substituted 1,3,5-triazacyclohexanes possess two chemically identical sulfonamide nitrogen atoms in different sp² and sp³-hybridizations.

中文翻译：

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化学上相同的磺酰胺氮原子的分子内sp2-sp3不平衡：单晶X射线衍射表征，Hirshfeld表面分析和N-取代的六氢-1,3,5-三嗪的DFT计算

在这份手稿中，报告了四个N-取代的1,3,5-三嗪并酮的合成和单晶X射线衍射特性，以及对固态结构中与这些化合物的非共价相互作用的详细分析，重点是C –H··π和C–H···O H键相互作用。这些非共价接触已通过DFT计算以及Hirshfeld表面分析得到了有力的表征。此外，超分子组装已经使用“分子中的原子”的量子理论（QTAIM）和分子静电势（MEP）计算进行了表征。XRD分析揭示了一些分子晶体结构从未见过的特征：对称取代的1,3，sp ²和sp ^3-杂交。