Cargando…
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...
| Autores principales: | , , , , , |
|---|---|
| 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 |
| _version_ | 1783681498981859328 |
|---|---|
| author | Acelas, Mauricio Dugarte-Dugarte, Analio Romero Bohórquez, Arnold R. Henao, José Antonio Delgado, José Miguel Díaz de Delgado, Graciela |
| author_facet | Acelas, Mauricio Dugarte-Dugarte, Analio Romero Bohórquez, Arnold R. Henao, José Antonio Delgado, José Miguel Díaz de Delgado, Graciela |
| author_sort | Acelas, Mauricio |
| collection | PubMed |
| description | 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. |
| format | Online Article Text |
| id | pubmed-8061106 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2021 |
| publisher | International Union of Crystallography |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-80611062021-05-04 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 Acelas, Mauricio Dugarte-Dugarte, Analio Romero Bohórquez, Arnold R. Henao, José Antonio Delgado, José Miguel Díaz de Delgado, Graciela Acta Crystallogr E Crystallogr Commun Research Communications 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. International Union of Crystallography 2021-02-05 /pmc/articles/PMC8061106/ /pubmed/33953941 http://dx.doi.org/10.1107/S2056989021001183 Text en © Acelas et al. 2021 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
| spellingShingle | Research Communications Acelas, Mauricio Dugarte-Dugarte, Analio Romero Bohórquez, Arnold R. Henao, José Antonio Delgado, José Miguel Díaz de Delgado, Graciela 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 |
| title | 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 |
| title_full | 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 |
| title_fullStr | 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 |
| title_full_unstemmed | 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 |
| title_short | 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 |
| title_sort | 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 |
| topic | Research Communications |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8061106/ https://www.ncbi.nlm.nih.gov/pubmed/33953941 http://dx.doi.org/10.1107/S2056989021001183 |
| work_keys_str_mv | AT acelasmauricio synthesiscrystalstructurehirshfeldsurfaceanalysisandenergyframeworkcalculationsoftrans3799tetramethyl10prop2yn1yl12344a99a10octahydroacridine AT dugartedugarteanalio synthesiscrystalstructurehirshfeldsurfaceanalysisandenergyframeworkcalculationsoftrans3799tetramethyl10prop2yn1yl12344a99a10octahydroacridine AT romerobohorquezarnoldr synthesiscrystalstructurehirshfeldsurfaceanalysisandenergyframeworkcalculationsoftrans3799tetramethyl10prop2yn1yl12344a99a10octahydroacridine AT henaojoseantonio synthesiscrystalstructurehirshfeldsurfaceanalysisandenergyframeworkcalculationsoftrans3799tetramethyl10prop2yn1yl12344a99a10octahydroacridine AT delgadojosemiguel synthesiscrystalstructurehirshfeldsurfaceanalysisandenergyframeworkcalculationsoftrans3799tetramethyl10prop2yn1yl12344a99a10octahydroacridine AT diazdedelgadograciela synthesiscrystalstructurehirshfeldsurfaceanalysisandenergyframeworkcalculationsoftrans3799tetramethyl10prop2yn1yl12344a99a10octahydroacridine |