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-3,7,9,9-四甲基-10-(丙-2-炔-1-基)-1,2,3,4,4a,9,9a,10-八氢吖啶的合成、晶体结构、 Hirshfeld表面分析及能量框架计算

Synthesis, crystal structure, Hirshfeld surface analysis and energy framework calculations of -3,7,9,9-tetra-methyl-10-(prop-2-yn-1-yl)-1,2,3,4,4a,9,9a,10-octa-hydro-acridine.

作者信息

Acelas Mauricio, Dugarte-Dugarte Analio, Romero Bohórquez Arnold R, Henao José Antonio, Delgado José Miguel, Díaz de Delgado Graciela

机构信息

Grupo de Investigación en Compuestos Orgánicos de Interés Medicinal (CODEIM), Parque Tecnológico Guatiguará, Universidad Industrial de Santander, Piedecuesta, Colombia.

Laboratorio de Cristalografía-LNDRX, Departamento de Química, Facultad de Ciencias, Universidad de los Andes, Mérida, Venezuela.

出版信息

Acta Crystallogr E Crystallogr Commun. 2021 Feb 5;77(Pt 3):226-232. doi: 10.1107/S2056989021001183. eCollection 2021 Mar 1.

Abstract

The title heterocyclic compound, CHN, has been prepared in good yield (72%) a BiCl-catalyzed cationic Povarov reaction between -propargyl-4-methyl-aniline and (±)-citronellal. The X-ray single-crystal study indicates that the structure consists of mol-ecules connected by C-H⋯π contacts to produce chains, which pack in a sandwich-herringbone fashion along the -axis direction. Hirshfeld surface analysis indicates that H⋯H inter-actions dominate by contributing 79.1% to the total surface. Energy frameworks and DFT calculations indicate a major contribution of dispersive forces to the total inter-action energy.

摘要

标题杂环化合物CHN已通过铋(III)氯化物催化的炔丙基-4-甲基苯胺与(±)-香茅醛之间的阳离子Povarov反应以良好的产率(72%)制备出来。X射线单晶研究表明,该结构由通过C-H⋯π接触连接的分子组成,形成链状结构,这些链沿着z轴方向以夹心-人字形方式堆积。Hirshfeld表面分析表明,H⋯H相互作用占主导地位,对总表面的贡献为79.1%。能量框架和密度泛函理论计算表明,色散力对总相互作用能有主要贡献。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9890/8061106/bd9cce20a839/e-77-00226-fig1.jpg

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