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Synthesis, crystal structure, Hirshfeld surface analysis and energy framework calculations of trans-3,7,9,9-tetra­methyl-10-(prop-2-yn-1-yl)-1,2,3,4,4a,9,9a,10-octa­hydro­acridine

The title heterocyclic compound, C(20)H(27)N, has been prepared in good yield (72%) via a BiCl(3)-catalyzed cationic Povarov reaction between N-propargyl-4-methyl­aniline and (±)-citronellal. The X-ray single-crystal study indicates that the structure consists of mol­ecules connected by C—H⋯π contac...

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Detalles Bibliográficos
Autores principales: Acelas, Mauricio, Dugarte-Dugarte, Analio, Romero Bohórquez, Arnold R., Henao, José Antonio, Delgado, José Miguel, Díaz de Delgado, Graciela
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8061106/
https://www.ncbi.nlm.nih.gov/pubmed/33953941
http://dx.doi.org/10.1107/S2056989021001183
Descripción
Sumario:The title heterocyclic compound, C(20)H(27)N, has been prepared in good yield (72%) via a BiCl(3)-catalyzed cationic Povarov reaction between N-propargyl-4-methyl­aniline and (±)-citronellal. The X-ray single-crystal study indicates that the structure consists of mol­ecules connected by C—H⋯π contacts to produce chains, which pack in a sandwich–herringbone fashion along the b-axis direction. Hirshfeld surface analysis indicates that H⋯H inter­actions dominate by contributing 79.1% to the total surface. Energy frameworks and DFT calculations indicate a major contribution of dispersive forces to the total inter­action energy.