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Crystal structure and Hirshfeld surface analysis of 2,4,6,11-tetra­kis­(4-fluoro­phen­yl)-9-oxa-1,5-di­aza­tri­cyclo­[5.3.1.0(3.8)]undeca­ne

The title compound, C(32)H(26)F(4)N(2)O, crystallizes in the monoclinic space group P2(1)/n with four mol­ecules in the unit cell. The compound was prepared by the NaBH(4) reduction of 4,8,9,10-tetra­kis­(4-fluoro­phen­yl)-1,3-di­aza­adamantan-6-one in chloro­form and ethanol as solvent. The piperid...

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Autores principales: Vengatesh, G., Sundaravadivelu, M., Swinton Darious, Robert
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6281130/
https://www.ncbi.nlm.nih.gov/pubmed/30574390
http://dx.doi.org/10.1107/S2056989018016122
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author Vengatesh, G.
Sundaravadivelu, M.
Swinton Darious, Robert
author_facet Vengatesh, G.
Sundaravadivelu, M.
Swinton Darious, Robert
author_sort Vengatesh, G.
collection PubMed
description The title compound, C(32)H(26)F(4)N(2)O, crystallizes in the monoclinic space group P2(1)/n with four mol­ecules in the unit cell. The compound was prepared by the NaBH(4) reduction of 4,8,9,10-tetra­kis­(4-fluoro­phen­yl)-1,3-di­aza­adamantan-6-one in chloro­form and ethanol as solvent. The piperidine rings exhibit chair and boat conformations, and all four fluoro­phenyl groups are oriented in the equatorial direction. The crystal structure features C—H⋯F hydrogen bonds, C—H⋯π, N—H⋯π and π–π inter­actions. Hirshfeld surface and two-dimensional fingerprint analysis show that van der Waals inter­actions constitute a major contribution to the inter­molecular inter­actions, with H⋯H contacts accounting for 37.9% of the surface.
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spelling pubmed-62811302018-12-20 Crystal structure and Hirshfeld surface analysis of 2,4,6,11-tetra­kis­(4-fluoro­phen­yl)-9-oxa-1,5-di­aza­tri­cyclo­[5.3.1.0(3.8)]undeca­ne Vengatesh, G. Sundaravadivelu, M. Swinton Darious, Robert Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(32)H(26)F(4)N(2)O, crystallizes in the monoclinic space group P2(1)/n with four mol­ecules in the unit cell. The compound was prepared by the NaBH(4) reduction of 4,8,9,10-tetra­kis­(4-fluoro­phen­yl)-1,3-di­aza­adamantan-6-one in chloro­form and ethanol as solvent. The piperidine rings exhibit chair and boat conformations, and all four fluoro­phenyl groups are oriented in the equatorial direction. The crystal structure features C—H⋯F hydrogen bonds, C—H⋯π, N—H⋯π and π–π inter­actions. Hirshfeld surface and two-dimensional fingerprint analysis show that van der Waals inter­actions constitute a major contribution to the inter­molecular inter­actions, with H⋯H contacts accounting for 37.9% of the surface. International Union of Crystallography 2018-11-22 /pmc/articles/PMC6281130/ /pubmed/30574390 http://dx.doi.org/10.1107/S2056989018016122 Text en © Vengatesh et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ 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.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Vengatesh, G.
Sundaravadivelu, M.
Swinton Darious, Robert
Crystal structure and Hirshfeld surface analysis of 2,4,6,11-tetra­kis­(4-fluoro­phen­yl)-9-oxa-1,5-di­aza­tri­cyclo­[5.3.1.0(3.8)]undeca­ne
title Crystal structure and Hirshfeld surface analysis of 2,4,6,11-tetra­kis­(4-fluoro­phen­yl)-9-oxa-1,5-di­aza­tri­cyclo­[5.3.1.0(3.8)]undeca­ne
title_full Crystal structure and Hirshfeld surface analysis of 2,4,6,11-tetra­kis­(4-fluoro­phen­yl)-9-oxa-1,5-di­aza­tri­cyclo­[5.3.1.0(3.8)]undeca­ne
title_fullStr Crystal structure and Hirshfeld surface analysis of 2,4,6,11-tetra­kis­(4-fluoro­phen­yl)-9-oxa-1,5-di­aza­tri­cyclo­[5.3.1.0(3.8)]undeca­ne
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 2,4,6,11-tetra­kis­(4-fluoro­phen­yl)-9-oxa-1,5-di­aza­tri­cyclo­[5.3.1.0(3.8)]undeca­ne
title_short Crystal structure and Hirshfeld surface analysis of 2,4,6,11-tetra­kis­(4-fluoro­phen­yl)-9-oxa-1,5-di­aza­tri­cyclo­[5.3.1.0(3.8)]undeca­ne
title_sort crystal structure and hirshfeld surface analysis of 2,4,6,11-tetra­kis­(4-fluoro­phen­yl)-9-oxa-1,5-di­aza­tri­cyclo­[5.3.1.0(3.8)]undeca­ne
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6281130/
https://www.ncbi.nlm.nih.gov/pubmed/30574390
http://dx.doi.org/10.1107/S2056989018016122
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