(2S,3R)-tert-Butyl N-[4-(N-benzyl-4-fluoro­benzene­sulfonamido)-3-hy­droxy-1-phenyl­butan-2-yl]carbamate

In the title mol­ecule, C(28)H(33)FN(2)O(5)S, the mean plane about the tertiary amine group (sum of the angles subtended at the sp (2)-hybridized N atom = 359.7°) forms a dihedral angle of 16.66 (6)° with the phenyl ring adjacent to the carbamate group. The sulfonamide benzene ring and the hy­droxy...

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Detalles Bibliográficos
Autores principales: Moreth, Marcele, de Souza, Marcus V.N., Wardell, James L., Wardell, Solange M. S. V., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344084/
https://www.ncbi.nlm.nih.gov/pubmed/22606087
http://dx.doi.org/10.1107/S1600536812011440
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author Moreth, Marcele
de Souza, Marcus V.N.
Wardell, James L.
Wardell, Solange M. S. V.
Tiekink, Edward R. T.
author_facet Moreth, Marcele
de Souza, Marcus V.N.
Wardell, James L.
Wardell, Solange M. S. V.
Tiekink, Edward R. T.
author_sort Moreth, Marcele
collection PubMed
description In the title mol­ecule, C(28)H(33)FN(2)O(5)S, the mean plane about the tertiary amine group (sum of the angles subtended at the sp (2)-hybridized N atom = 359.7°) forms a dihedral angle of 16.66 (6)° with the phenyl ring adjacent to the carbamate group. The sulfonamide benzene ring and the hy­droxy group lie to either side of the C(2)NS plane, whereas the benzyl­phenyl (connected to the N atom) and carbamate substituents lie to the other side. Supra­molecular layers propagating in the ac plane are found in the crystal, linked by hy­droxy–sulfonamide O—H⋯O and carbamate–carbamate N—H⋯O hydrogen bonds along with C—H⋯O and C—H⋯π inter­actions.
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spelling pubmed-33440842012-05-17 (2S,3R)-tert-Butyl N-[4-(N-benzyl-4-fluoro­benzene­sulfonamido)-3-hy­droxy-1-phenyl­butan-2-yl]carbamate Moreth, Marcele de Souza, Marcus V.N. Wardell, James L. Wardell, Solange M. S. V. Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title mol­ecule, C(28)H(33)FN(2)O(5)S, the mean plane about the tertiary amine group (sum of the angles subtended at the sp (2)-hybridized N atom = 359.7°) forms a dihedral angle of 16.66 (6)° with the phenyl ring adjacent to the carbamate group. The sulfonamide benzene ring and the hy­droxy group lie to either side of the C(2)NS plane, whereas the benzyl­phenyl (connected to the N atom) and carbamate substituents lie to the other side. Supra­molecular layers propagating in the ac plane are found in the crystal, linked by hy­droxy–sulfonamide O—H⋯O and carbamate–carbamate N—H⋯O hydrogen bonds along with C—H⋯O and C—H⋯π inter­actions. International Union of Crystallography 2012-03-21 /pmc/articles/PMC3344084/ /pubmed/22606087 http://dx.doi.org/10.1107/S1600536812011440 Text en © Moreth et al. 2012 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 Organic Papers
Moreth, Marcele
de Souza, Marcus V.N.
Wardell, James L.
Wardell, Solange M. S. V.
Tiekink, Edward R. T.
(2S,3R)-tert-Butyl N-[4-(N-benzyl-4-fluoro­benzene­sulfonamido)-3-hy­droxy-1-phenyl­butan-2-yl]carbamate
title (2S,3R)-tert-Butyl N-[4-(N-benzyl-4-fluoro­benzene­sulfonamido)-3-hy­droxy-1-phenyl­butan-2-yl]carbamate
title_full (2S,3R)-tert-Butyl N-[4-(N-benzyl-4-fluoro­benzene­sulfonamido)-3-hy­droxy-1-phenyl­butan-2-yl]carbamate
title_fullStr (2S,3R)-tert-Butyl N-[4-(N-benzyl-4-fluoro­benzene­sulfonamido)-3-hy­droxy-1-phenyl­butan-2-yl]carbamate
title_full_unstemmed (2S,3R)-tert-Butyl N-[4-(N-benzyl-4-fluoro­benzene­sulfonamido)-3-hy­droxy-1-phenyl­butan-2-yl]carbamate
title_short (2S,3R)-tert-Butyl N-[4-(N-benzyl-4-fluoro­benzene­sulfonamido)-3-hy­droxy-1-phenyl­butan-2-yl]carbamate
title_sort (2s,3r)-tert-butyl n-[4-(n-benzyl-4-fluoro­benzene­sulfonamido)-3-hy­droxy-1-phenyl­butan-2-yl]carbamate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344084/
https://www.ncbi.nlm.nih.gov/pubmed/22606087
http://dx.doi.org/10.1107/S1600536812011440
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