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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)...

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Autores principales: Mertsalov, Dmitriy F., Alekseeva, Kseniia A., Daria, Magrycheva S., Cheshigin, Maxim E., Çelikesir, Sevim Türktekin, Akkurt, Mehmet, Grigoriev, Mikhail S., Mlowe, Sixberth
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
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.
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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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