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10-(4-Chloro­phen­yl)-9-(4-fluoro­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione

The title compound, C(29)H(29)ClFNO(2), was synthesized by the reaction of 4-fluoro­benzaldehyde, 5,5-dimethyl­cyclo­hexane-1,3-dione and 3-(4-chloro­phenyl­amino)-5,5-dimethyl­cyclo­hex-2-enone in an ionic liquid (1-butyl-3-methyl­imidazolium bromide). X-ray analysis reveals that the 1,4-dihydro­py...

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Detalles Bibliográficos
Autores principales: Zhao, Ling-Ling, Teng, Da
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960627/
https://www.ncbi.nlm.nih.gov/pubmed/21201754
http://dx.doi.org/10.1107/S1600536808025695
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author Zhao, Ling-Ling
Teng, Da
author_facet Zhao, Ling-Ling
Teng, Da
author_sort Zhao, Ling-Ling
collection PubMed
description The title compound, C(29)H(29)ClFNO(2), was synthesized by the reaction of 4-fluoro­benzaldehyde, 5,5-dimethyl­cyclo­hexane-1,3-dione and 3-(4-chloro­phenyl­amino)-5,5-dimethyl­cyclo­hex-2-enone in an ionic liquid (1-butyl-3-methyl­imidazolium bromide). X-ray analysis reveals that the 1,4-dihydro­pyridine ring adopts a boat conformation, while each of the attached partially saturated six-membered rings adopts a half-chair conformation. The structure is stabilized by weak C—H⋯O and C—H⋯F hydrogen bonds. The mol­ecule has approximate mirror symmetry; the largest deviation from this symmetry concerns the fluoro- and chloro­phenyl rings.
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spelling pubmed-29606272010-12-30 10-(4-Chloro­phen­yl)-9-(4-fluoro­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione Zhao, Ling-Ling Teng, Da Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(29)H(29)ClFNO(2), was synthesized by the reaction of 4-fluoro­benzaldehyde, 5,5-dimethyl­cyclo­hexane-1,3-dione and 3-(4-chloro­phenyl­amino)-5,5-dimethyl­cyclo­hex-2-enone in an ionic liquid (1-butyl-3-methyl­imidazolium bromide). X-ray analysis reveals that the 1,4-dihydro­pyridine ring adopts a boat conformation, while each of the attached partially saturated six-membered rings adopts a half-chair conformation. The structure is stabilized by weak C—H⋯O and C—H⋯F hydrogen bonds. The mol­ecule has approximate mirror symmetry; the largest deviation from this symmetry concerns the fluoro- and chloro­phenyl rings. International Union of Crystallography 2008-08-16 /pmc/articles/PMC2960627/ /pubmed/21201754 http://dx.doi.org/10.1107/S1600536808025695 Text en © Zhao and Teng 2008 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Zhao, Ling-Ling
Teng, Da
10-(4-Chloro­phen­yl)-9-(4-fluoro­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title 10-(4-Chloro­phen­yl)-9-(4-fluoro­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title_full 10-(4-Chloro­phen­yl)-9-(4-fluoro­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title_fullStr 10-(4-Chloro­phen­yl)-9-(4-fluoro­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title_full_unstemmed 10-(4-Chloro­phen­yl)-9-(4-fluoro­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title_short 10-(4-Chloro­phen­yl)-9-(4-fluoro­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2H,5H)-dione
title_sort 10-(4-chloro­phen­yl)-9-(4-fluoro­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7,9,10-hexa­hydro­acridine-1,8(2h,5h)-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960627/
https://www.ncbi.nlm.nih.gov/pubmed/21201754
http://dx.doi.org/10.1107/S1600536808025695
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