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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2018
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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. |
format | Online Article Text |
id | pubmed-6281130 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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