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Syntheses and crystal structure of a (2,6-diisopropyldinaphtho[2,1-d:1′,2′-f][1,3]dithiepin-4-yl)(phenyl)methanol atropisomer
The racemic title compound, C(34)H(32)OS(2), comprises an atropisomeric binaphthyl dithioacetal substituted at the methylene carbon atom with a chiral benzyl alcohol. The two naphthalene ring systems are additionally substituted at the 3,3′-position with isopropyl groups. The overall stereochemis...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9993907/ https://www.ncbi.nlm.nih.gov/pubmed/36909995 http://dx.doi.org/10.1107/S2056989023001706 |
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author | Beare, Neil Painter, Gavin F. McAdam, C. John |
author_facet | Beare, Neil Painter, Gavin F. McAdam, C. John |
author_sort | Beare, Neil |
collection | PubMed |
description | The racemic title compound, C(34)H(32)OS(2), comprises an atropisomeric binaphthyl dithioacetal substituted at the methylene carbon atom with a chiral benzyl alcohol. The two naphthalene ring systems are additionally substituted at the 3,3′-position with isopropyl groups. The overall stereochemistry is defined as aS,R and aR,S. The hydroxyl group forms an intramolecular O—H⋯S hydrogen bond to one of the sulfur atoms. The crystal structure contains weak C—H⋯π interactions that link the molecules into extended arrays. |
format | Online Article Text |
id | pubmed-9993907 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-99939072023-03-09 Syntheses and crystal structure of a (2,6-diisopropyldinaphtho[2,1-d:1′,2′-f][1,3]dithiepin-4-yl)(phenyl)methanol atropisomer Beare, Neil Painter, Gavin F. McAdam, C. John Acta Crystallogr E Crystallogr Commun Research Communications The racemic title compound, C(34)H(32)OS(2), comprises an atropisomeric binaphthyl dithioacetal substituted at the methylene carbon atom with a chiral benzyl alcohol. The two naphthalene ring systems are additionally substituted at the 3,3′-position with isopropyl groups. The overall stereochemistry is defined as aS,R and aR,S. The hydroxyl group forms an intramolecular O—H⋯S hydrogen bond to one of the sulfur atoms. The crystal structure contains weak C—H⋯π interactions that link the molecules into extended arrays. International Union of Crystallography 2023-02-28 /pmc/articles/PMC9993907/ /pubmed/36909995 http://dx.doi.org/10.1107/S2056989023001706 Text en © Beare et al. 2023 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 Beare, Neil Painter, Gavin F. McAdam, C. John Syntheses and crystal structure of a (2,6-diisopropyldinaphtho[2,1-d:1′,2′-f][1,3]dithiepin-4-yl)(phenyl)methanol atropisomer |
title | Syntheses and crystal structure of a (2,6-diisopropyldinaphtho[2,1-d:1′,2′-f][1,3]dithiepin-4-yl)(phenyl)methanol atropisomer |
title_full | Syntheses and crystal structure of a (2,6-diisopropyldinaphtho[2,1-d:1′,2′-f][1,3]dithiepin-4-yl)(phenyl)methanol atropisomer |
title_fullStr | Syntheses and crystal structure of a (2,6-diisopropyldinaphtho[2,1-d:1′,2′-f][1,3]dithiepin-4-yl)(phenyl)methanol atropisomer |
title_full_unstemmed | Syntheses and crystal structure of a (2,6-diisopropyldinaphtho[2,1-d:1′,2′-f][1,3]dithiepin-4-yl)(phenyl)methanol atropisomer |
title_short | Syntheses and crystal structure of a (2,6-diisopropyldinaphtho[2,1-d:1′,2′-f][1,3]dithiepin-4-yl)(phenyl)methanol atropisomer |
title_sort | syntheses and crystal structure of a (2,6-diisopropyldinaphtho[2,1-d:1′,2′-f][1,3]dithiepin-4-yl)(phenyl)methanol atropisomer |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9993907/ https://www.ncbi.nlm.nih.gov/pubmed/36909995 http://dx.doi.org/10.1107/S2056989023001706 |
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