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Crystal structure of 2-oxo-1,2-diphenylethyl diisopropylcarbamate
The title compound, C(21)H(25)NO(3), crystallized as a racemic twin in the Sohnke space group P2(1). In the molecular structure of the title compound, both enantiomers show a highly similar conformation with the urethane function and the benzoyl group showing an almost perpendicular arrangement [t...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8587984/ https://www.ncbi.nlm.nih.gov/pubmed/34868642 http://dx.doi.org/10.1107/S2056989021010367 |
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author | Martens, Viktor Görls, Helmar Imhof, Wolfgang |
author_facet | Martens, Viktor Görls, Helmar Imhof, Wolfgang |
author_sort | Martens, Viktor |
collection | PubMed |
description | The title compound, C(21)H(25)NO(3), crystallized as a racemic twin in the Sohnke space group P2(1). In the molecular structure of the title compound, both enantiomers show a highly similar conformation with the urethane function and the benzoyl group showing an almost perpendicular arrangement [the dihedral angle is 72.46 (8)° in the S-enantiomer and 76.21 (8)° in the R-enantiomer]. In the crystal structure, molecules of both enantiomers show infinite helical arrangements parallel to the b axis formed by weak C—H⋯O hydrogen bonds between the phenyl ring of the benzoyl group and the carbamate carbonyl group. In case of the R-enantiomer, this helix is additionally stabilized by a bifurcated hydrogen bond between the carbonyl function of the benzoyl group towards both phenyl groups of the molecule. |
format | Online Article Text |
id | pubmed-8587984 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-85879842021-12-02 Crystal structure of 2-oxo-1,2-diphenylethyl diisopropylcarbamate Martens, Viktor Görls, Helmar Imhof, Wolfgang Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(21)H(25)NO(3), crystallized as a racemic twin in the Sohnke space group P2(1). In the molecular structure of the title compound, both enantiomers show a highly similar conformation with the urethane function and the benzoyl group showing an almost perpendicular arrangement [the dihedral angle is 72.46 (8)° in the S-enantiomer and 76.21 (8)° in the R-enantiomer]. In the crystal structure, molecules of both enantiomers show infinite helical arrangements parallel to the b axis formed by weak C—H⋯O hydrogen bonds between the phenyl ring of the benzoyl group and the carbamate carbonyl group. In case of the R-enantiomer, this helix is additionally stabilized by a bifurcated hydrogen bond between the carbonyl function of the benzoyl group towards both phenyl groups of the molecule. International Union of Crystallography 2021-10-13 /pmc/articles/PMC8587984/ /pubmed/34868642 http://dx.doi.org/10.1107/S2056989021010367 Text en © Martens 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 Martens, Viktor Görls, Helmar Imhof, Wolfgang Crystal structure of 2-oxo-1,2-diphenylethyl diisopropylcarbamate |
title | Crystal structure of 2-oxo-1,2-diphenylethyl diisopropylcarbamate |
title_full | Crystal structure of 2-oxo-1,2-diphenylethyl diisopropylcarbamate |
title_fullStr | Crystal structure of 2-oxo-1,2-diphenylethyl diisopropylcarbamate |
title_full_unstemmed | Crystal structure of 2-oxo-1,2-diphenylethyl diisopropylcarbamate |
title_short | Crystal structure of 2-oxo-1,2-diphenylethyl diisopropylcarbamate |
title_sort | crystal structure of 2-oxo-1,2-diphenylethyl diisopropylcarbamate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8587984/ https://www.ncbi.nlm.nih.gov/pubmed/34868642 http://dx.doi.org/10.1107/S2056989021010367 |
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