Crystal structure, supramolecular framework, hirshfeld surface analysis, and photophysical studies of some acridinium/acridine derivatives prepared by mechanochemical synthesis

IF 2.1 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Structural Chemistry Pub Date : 2024-07-10 DOI:10.1007/s11224-024-02355-9
Jagan Rajamoni, Saptarshi Datta, Jinjia Xu
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Abstract

Four acridinium/acridine derivatives have been prepared by mechanochemical synthesis and their crystal structure, supramolecular framework, interaction energy calculation, thermal analysis, and photophysical properties are studied and presented in this manuscript. In the crystal structure, the one- and two-dimensional supramolecular framework is constructed via various strong and weak intermolecular interactions such as N‒H…Cl, O‒H…N, O‒H…Cl, C‒H…Cl, C‒H…O, C‒H…π, and π…π, respectively. The contribution of intermolecular interaction in the three-dimensional molecular packing is studied by the Hirshfeld surface analysis. The calculated total energy value of intermolecular interaction/contacts observed between the molecular pairs in the acridine compound is stronger than the energy value of intermolecular interaction/contacts of acridinium derivatives. The energy value of π…π contacts exhibited between the molecular pairs is significantly stronger than other weak interactions. The thermogravimetric analysis reveals that the acridinium derivatives degrade in three steps whereas the acridine compound undergoes a single-step degradation. Studies show that the acridinium derivatives exhibit a better photoluminescence quantum yield when compared to the acridine compound, and the acridine compound experiences a photoluminescence quenching due to charge transfer interactions.

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机械化学合成法制备的一些吖啶/吖啶衍生物的晶体结构、超分子框架、希尔施菲尔德表面分析和光物理研究
本手稿通过机械化学合成法制备了四种吖啶/吖啶衍生物,研究并介绍了它们的晶体结构、超分子框架、相互作用能计算、热分析和光物理性质。在晶体结构中,分别通过 N-H...Cl、O-H...N、O-H...Cl、C-H...Cl、C-H...O、C-H...π、π...π 等各种强弱分子间相互作用构建了一维和二维超分子框架。通过 Hirshfeld 表面分析法研究了分子间相互作用在三维分子堆积中的贡献。计算得出的吖啶化合物中分子对之间的分子间相互作用/接触的总能量值强于吖啶衍生物的分子间相互作用/接触的能量值。分子对之间表现出的π...π接触的能量值明显强于其他弱相互作用。热重分析表明,吖啶衍生物的降解过程分为三个步骤,而吖啶化合物的降解过程只有一个步骤。研究表明,与吖啶化合物相比,吖啶鎓衍生物的光量子产率更高,而吖啶化合物则由于电荷转移相互作用而出现光致发光淬灭。
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来源期刊
Structural Chemistry
Structural Chemistry 化学-化学综合
CiteScore
3.80
自引率
11.80%
发文量
227
审稿时长
3.7 months
期刊介绍: Structural Chemistry is an international forum for the publication of peer-reviewed original research papers that cover the condensed and gaseous states of matter and involve numerous techniques for the determination of structure and energetics, their results, and the conclusions derived from these studies. The journal overcomes the unnatural separation in the current literature among the areas of structure determination, energetics, and applications, as well as builds a bridge to other chemical disciplines. Ist comprehensive coverage encompasses broad discussion of results, observation of relationships among various properties, and the description and application of structure and energy information in all domains of chemistry. We welcome the broadest range of accounts of research in structural chemistry involving the discussion of methodologies and structures,experimental, theoretical, and computational, and their combinations. We encourage discussions of structural information collected for their chemicaland biological significance.
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