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(3aS,4R,5R,6S,7aR)-4,5-Dibromo-2-[4-(trifluoromethyl)phenyl]-2,3,3a,4,5,6,7,7a-octahydro-3a,6-epoxy-1H-isoindol-1-one: crystal structure and Hirshfeld surface analysis
The asymmetric unit of the title compound, C(15)H(12)Br(2)F(3)NO(2), consists of two crystallographically independent molecules. In both molecules, the pyrrolidine and tetrahydrofuran rings adopt an envelope conformation. In the crystal, molecule pairs generate centrosymmetric rings with R (2)...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8100269/ https://www.ncbi.nlm.nih.gov/pubmed/34026248 http://dx.doi.org/10.1107/S2056989021003200 |
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author | Mertsalov, Dmitriy F. Alekseeva, Kseniia A. Daria, Magrycheva S. Cheshigin, Maxim E. Çelikesir, Sevim Türktekin Akkurt, Mehmet Grigoriev, Mikhail S. Mlowe, Sixberth |
author_facet | Mertsalov, Dmitriy F. Alekseeva, Kseniia A. Daria, Magrycheva S. Cheshigin, Maxim E. Çelikesir, Sevim Türktekin Akkurt, Mehmet Grigoriev, Mikhail S. Mlowe, Sixberth |
author_sort | Mertsalov, Dmitriy F. |
collection | PubMed |
description | The asymmetric unit of the title compound, C(15)H(12)Br(2)F(3)NO(2), consists of two crystallographically independent molecules. In both molecules, the pyrrolidine and tetrahydrofuran rings adopt an envelope conformation. In the crystal, molecule pairs generate centrosymmetric rings with R (2) (2)(8) motifs linked by C—H⋯O hydrogen bonds. These pairs of molecules form a tetrameric supramolecular motif, leading to molecular layers parallel to the (100) plane by C—H⋯π and C—Br⋯π interactions. Interlayer van der Waals and interhalogen interactions stabilize molecular packing. The F atoms of the CF(3) groups of both molecules are disordered over two sets of sites with refined site occupancies of 0.60 (3)/0.40 (3) and 0.640 (15)/0.360 (15). The most important contributions to the surface contacts of both molecules are from H⋯H (23.8 and 22.4%), Br⋯H/H⋯Br (18.3 and 12.3%), O⋯H/H⋯O (14.3 and 9.7%) and F⋯H/H⋯F (10.4 and 19.1%) interactions, as concluded from a Hirshfeld surface analysis. |
format | Online Article Text |
id | pubmed-8100269 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-81002692021-05-21 (3aS,4R,5R,6S,7aR)-4,5-Dibromo-2-[4-(trifluoromethyl)phenyl]-2,3,3a,4,5,6,7,7a-octahydro-3a,6-epoxy-1H-isoindol-1-one: crystal structure and Hirshfeld surface analysis Mertsalov, Dmitriy F. Alekseeva, Kseniia A. Daria, Magrycheva S. Cheshigin, Maxim E. Çelikesir, Sevim Türktekin Akkurt, Mehmet Grigoriev, Mikhail S. Mlowe, Sixberth Acta Crystallogr E Crystallogr Commun Research Communications The asymmetric unit of the title compound, C(15)H(12)Br(2)F(3)NO(2), consists of two crystallographically independent molecules. In both molecules, the pyrrolidine and tetrahydrofuran rings adopt an envelope conformation. In the crystal, molecule pairs generate centrosymmetric rings with R (2) (2)(8) motifs linked by C—H⋯O hydrogen bonds. These pairs of molecules form a tetrameric supramolecular motif, leading to molecular layers parallel to the (100) plane by C—H⋯π and C—Br⋯π interactions. Interlayer van der Waals and interhalogen interactions stabilize molecular packing. The F atoms of the CF(3) groups of both molecules are disordered over two sets of sites with refined site occupancies of 0.60 (3)/0.40 (3) and 0.640 (15)/0.360 (15). The most important contributions to the surface contacts of both molecules are from H⋯H (23.8 and 22.4%), Br⋯H/H⋯Br (18.3 and 12.3%), O⋯H/H⋯O (14.3 and 9.7%) and F⋯H/H⋯F (10.4 and 19.1%) interactions, as concluded from a Hirshfeld surface analysis. International Union of Crystallography 2021-04-09 /pmc/articles/PMC8100269/ /pubmed/34026248 http://dx.doi.org/10.1107/S2056989021003200 Text en © Mertsalov 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 Mertsalov, Dmitriy F. Alekseeva, Kseniia A. Daria, Magrycheva S. Cheshigin, Maxim E. Çelikesir, Sevim Türktekin Akkurt, Mehmet Grigoriev, Mikhail S. Mlowe, Sixberth (3aS,4R,5R,6S,7aR)-4,5-Dibromo-2-[4-(trifluoromethyl)phenyl]-2,3,3a,4,5,6,7,7a-octahydro-3a,6-epoxy-1H-isoindol-1-one: crystal structure and Hirshfeld surface analysis |
title | (3aS,4R,5R,6S,7aR)-4,5-Dibromo-2-[4-(trifluoromethyl)phenyl]-2,3,3a,4,5,6,7,7a-octahydro-3a,6-epoxy-1H-isoindol-1-one: crystal structure and Hirshfeld surface analysis |
title_full | (3aS,4R,5R,6S,7aR)-4,5-Dibromo-2-[4-(trifluoromethyl)phenyl]-2,3,3a,4,5,6,7,7a-octahydro-3a,6-epoxy-1H-isoindol-1-one: crystal structure and Hirshfeld surface analysis |
title_fullStr | (3aS,4R,5R,6S,7aR)-4,5-Dibromo-2-[4-(trifluoromethyl)phenyl]-2,3,3a,4,5,6,7,7a-octahydro-3a,6-epoxy-1H-isoindol-1-one: crystal structure and Hirshfeld surface analysis |
title_full_unstemmed | (3aS,4R,5R,6S,7aR)-4,5-Dibromo-2-[4-(trifluoromethyl)phenyl]-2,3,3a,4,5,6,7,7a-octahydro-3a,6-epoxy-1H-isoindol-1-one: crystal structure and Hirshfeld surface analysis |
title_short | (3aS,4R,5R,6S,7aR)-4,5-Dibromo-2-[4-(trifluoromethyl)phenyl]-2,3,3a,4,5,6,7,7a-octahydro-3a,6-epoxy-1H-isoindol-1-one: crystal structure and Hirshfeld surface analysis |
title_sort | (3as,4r,5r,6s,7ar)-4,5-dibromo-2-[4-(trifluoromethyl)phenyl]-2,3,3a,4,5,6,7,7a-octahydro-3a,6-epoxy-1h-isoindol-1-one: crystal structure and hirshfeld surface analysis |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8100269/ https://www.ncbi.nlm.nih.gov/pubmed/34026248 http://dx.doi.org/10.1107/S2056989021003200 |
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