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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...

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Autores principales: Carrilho, Rui M. B., Pereira, Mariette M., Maria, Teresa M. R., Eusébio, M. Ermelinda S., Rodrigues, V. H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
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)].
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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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