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 conta...

Full description

Saved in:
Bibliographic Details
Published in:Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2021-03, Vol.77 (3), p.226-232
Main Authors: Acelas, Mauricio, Dugarte-Dugarte, Analio, Romero Bohórquez, Arnold R., Henao, José Antonio, Delgado, José Miguel, Díaz de Delgado, Graciela
Format: Article
Language:English
Subjects:
crystal structure
dft calculations
energy frameworks
hirshfeld surface
octahydroacridine
povarov reaction
spectroscopic characterization
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:2056-9890
2056-9890
DOI:10.1107/S2056989021001183