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Crystal structure of 2′-[(2′,4′-difluorobiphenyl-4-yl)carbonyl]-1′-phenyl-1′,2′,5′,6′,7′,7a’-hexahydrospiro[indole-3,3′-pyrrolizin]-2(1H)-one
In the title pyrrolizidine derivative, C(33)H(26)F(2)N(2)O(2), both pyrrolidine rings of the pyrrolizidine moiety adopt an envelope conformation. The difluorophenyl group is oriented at an angle of 54.3 (1)° with respect to the oxindole moiety. The crystal packing features an N—H⋯O hydrogen bond,...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571355/ https://www.ncbi.nlm.nih.gov/pubmed/26396754 http://dx.doi.org/10.1107/S2056989015012931 |
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author | Fathimunnisa, M. Manikandan, H. Selvanayagam, S. Sridhar, B. |
author_facet | Fathimunnisa, M. Manikandan, H. Selvanayagam, S. Sridhar, B. |
author_sort | Fathimunnisa, M. |
collection | PubMed |
description | In the title pyrrolizidine derivative, C(33)H(26)F(2)N(2)O(2), both pyrrolidine rings of the pyrrolizidine moiety adopt an envelope conformation. The difluorophenyl group is oriented at an angle of 54.3 (1)° with respect to the oxindole moiety. The crystal packing features an N—H⋯O hydrogen bond, which forms an R (2) (2)(8) motif, and a C—H⋯O interaction, which generates a C(8) chain along [010]. In addition, this chain structure is stabilized by C—H⋯π interactions. In one of the pyrrolidine rings, the methylene group forming the flap of an envelope and the H atoms of the adjacent methylene groups are disordered over two sets of sites, with site-occupancy factors of 0.571 (4) and 0.429 (4) |
format | Online Article Text |
id | pubmed-4571355 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-45713552015-09-22 Crystal structure of 2′-[(2′,4′-difluorobiphenyl-4-yl)carbonyl]-1′-phenyl-1′,2′,5′,6′,7′,7a’-hexahydrospiro[indole-3,3′-pyrrolizin]-2(1H)-one Fathimunnisa, M. Manikandan, H. Selvanayagam, S. Sridhar, B. Acta Crystallogr E Crystallogr Commun Research Communications In the title pyrrolizidine derivative, C(33)H(26)F(2)N(2)O(2), both pyrrolidine rings of the pyrrolizidine moiety adopt an envelope conformation. The difluorophenyl group is oriented at an angle of 54.3 (1)° with respect to the oxindole moiety. The crystal packing features an N—H⋯O hydrogen bond, which forms an R (2) (2)(8) motif, and a C—H⋯O interaction, which generates a C(8) chain along [010]. In addition, this chain structure is stabilized by C—H⋯π interactions. In one of the pyrrolidine rings, the methylene group forming the flap of an envelope and the H atoms of the adjacent methylene groups are disordered over two sets of sites, with site-occupancy factors of 0.571 (4) and 0.429 (4) International Union of Crystallography 2015-07-11 /pmc/articles/PMC4571355/ /pubmed/26396754 http://dx.doi.org/10.1107/S2056989015012931 Text en © Fathimunnisa et al. 2015 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 | Research Communications Fathimunnisa, M. Manikandan, H. Selvanayagam, S. Sridhar, B. Crystal structure of 2′-[(2′,4′-difluorobiphenyl-4-yl)carbonyl]-1′-phenyl-1′,2′,5′,6′,7′,7a’-hexahydrospiro[indole-3,3′-pyrrolizin]-2(1H)-one |
title | Crystal structure of 2′-[(2′,4′-difluorobiphenyl-4-yl)carbonyl]-1′-phenyl-1′,2′,5′,6′,7′,7a’-hexahydrospiro[indole-3,3′-pyrrolizin]-2(1H)-one |
title_full | Crystal structure of 2′-[(2′,4′-difluorobiphenyl-4-yl)carbonyl]-1′-phenyl-1′,2′,5′,6′,7′,7a’-hexahydrospiro[indole-3,3′-pyrrolizin]-2(1H)-one |
title_fullStr | Crystal structure of 2′-[(2′,4′-difluorobiphenyl-4-yl)carbonyl]-1′-phenyl-1′,2′,5′,6′,7′,7a’-hexahydrospiro[indole-3,3′-pyrrolizin]-2(1H)-one |
title_full_unstemmed | Crystal structure of 2′-[(2′,4′-difluorobiphenyl-4-yl)carbonyl]-1′-phenyl-1′,2′,5′,6′,7′,7a’-hexahydrospiro[indole-3,3′-pyrrolizin]-2(1H)-one |
title_short | Crystal structure of 2′-[(2′,4′-difluorobiphenyl-4-yl)carbonyl]-1′-phenyl-1′,2′,5′,6′,7′,7a’-hexahydrospiro[indole-3,3′-pyrrolizin]-2(1H)-one |
title_sort | crystal structure of 2′-[(2′,4′-difluorobiphenyl-4-yl)carbonyl]-1′-phenyl-1′,2′,5′,6′,7′,7a’-hexahydrospiro[indole-3,3′-pyrrolizin]-2(1h)-one |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571355/ https://www.ncbi.nlm.nih.gov/pubmed/26396754 http://dx.doi.org/10.1107/S2056989015012931 |
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