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Crystal structure of (R)-2′-benzyloxy-[1,1′-binaphthalen]-2-yl trifluoromethanesulfonate
In the title compound, C(28)H(19)F(3)O(4)S, a new 2′-benzyloxy (R)-BINOL derivative containing a trifluoromethanesulfonate group in the 2-position, the planes of the two naphthyl ring systems (r.m.s. deviations = 0.012 and 0.019 Å) are at an angle of 73.36 (2)°, and the planes of the benzyl ring...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257171/ https://www.ncbi.nlm.nih.gov/pubmed/25484691 http://dx.doi.org/10.1107/S1600536814019096 |
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author | Carrilho, Rui M. B. Pereira, Mariette M. Maria, Teresa M. R. Eusébio, M. Ermelinda S. Rodrigues, V. H. |
author_facet | Carrilho, Rui M. B. Pereira, Mariette M. Maria, Teresa M. R. Eusébio, M. Ermelinda S. Rodrigues, V. H. |
author_sort | Carrilho, Rui M. B. |
collection | PubMed |
description | In the title compound, C(28)H(19)F(3)O(4)S, a new 2′-benzyloxy (R)-BINOL derivative containing a trifluoromethanesulfonate group in the 2-position, the planes of the two naphthyl ring systems (r.m.s. deviations = 0.012 and 0.019 Å) are at an angle of 73.36 (2)°, and the planes of the benzyl ring and the naphthyl ring system bound to the ether O atom are at an angle of 75.67 (4)°. In the crystal, molecules are linked via C—H⋯F hydrogen bonds, forming chains propagating along [100]. The chains are linked via a weak C—F⋯π interaction and weak π–π interactions [shortest inter-centroid distance = 3.9158 (12) Å], forming a three-dimensional structure. The absolute structure of the molecule in the crystal was determined by resonant scattering [Flack parameter = 0.02 (6)]. |
format | Online Article Text |
id | pubmed-4257171 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-42571712014-12-05 Crystal structure of (R)-2′-benzyloxy-[1,1′-binaphthalen]-2-yl trifluoromethanesulfonate Carrilho, Rui M. B. Pereira, Mariette M. Maria, Teresa M. R. Eusébio, M. Ermelinda S. Rodrigues, V. H. Acta Crystallogr Sect E Struct Rep Online Data Reports In the title compound, C(28)H(19)F(3)O(4)S, a new 2′-benzyloxy (R)-BINOL derivative containing a trifluoromethanesulfonate group in the 2-position, the planes of the two naphthyl ring systems (r.m.s. deviations = 0.012 and 0.019 Å) are at an angle of 73.36 (2)°, and the planes of the benzyl ring and the naphthyl ring system bound to the ether O atom are at an angle of 75.67 (4)°. In the crystal, molecules are linked via C—H⋯F hydrogen bonds, forming chains propagating along [100]. The chains are linked via a weak C—F⋯π interaction and weak π–π interactions [shortest inter-centroid distance = 3.9158 (12) Å], forming a three-dimensional structure. The absolute structure of the molecule in the crystal was determined by resonant scattering [Flack parameter = 0.02 (6)]. International Union of Crystallography 2014-09-10 /pmc/articles/PMC4257171/ /pubmed/25484691 http://dx.doi.org/10.1107/S1600536814019096 Text en © Carrilho et al. 2014 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 | Data Reports Carrilho, Rui M. B. Pereira, Mariette M. Maria, Teresa M. R. Eusébio, M. Ermelinda S. Rodrigues, V. H. Crystal structure of (R)-2′-benzyloxy-[1,1′-binaphthalen]-2-yl trifluoromethanesulfonate |
title | Crystal structure of (R)-2′-benzyloxy-[1,1′-binaphthalen]-2-yl trifluoromethanesulfonate |
title_full | Crystal structure of (R)-2′-benzyloxy-[1,1′-binaphthalen]-2-yl trifluoromethanesulfonate |
title_fullStr | Crystal structure of (R)-2′-benzyloxy-[1,1′-binaphthalen]-2-yl trifluoromethanesulfonate |
title_full_unstemmed | Crystal structure of (R)-2′-benzyloxy-[1,1′-binaphthalen]-2-yl trifluoromethanesulfonate |
title_short | Crystal structure of (R)-2′-benzyloxy-[1,1′-binaphthalen]-2-yl trifluoromethanesulfonate |
title_sort | crystal structure of (r)-2′-benzyloxy-[1,1′-binaphthalen]-2-yl trifluoromethanesulfonate |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257171/ https://www.ncbi.nlm.nih.gov/pubmed/25484691 http://dx.doi.org/10.1107/S1600536814019096 |
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