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Crystal structure of 4-methyl-N-{(E)-meth­yl[(3aR,8aS)-2-oxo-3,3a,8,8a-tetra­hydro-2H-indeno­[1,2-d][1,3]oxazol-3-yl]-λ(4)-sulfanyl­idene}benzene­sulfonamide

The formulation that the title compound, C(18)H(18)N(2)O(4)S(2), adopts is a zwitterionic core with the charge separated to the sulfilimine S and N atoms and is supported by the two different S—N bond distances about the sulfinimine N atom [1.594 (2) and 1.631 (2) Å, respectively] that are typical f...

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Autores principales: Pereira, Patrícia A., Noll, Bruce C., Oliver, Allen G., Silveira, Gustavo P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719998/
https://www.ncbi.nlm.nih.gov/pubmed/26870517
http://dx.doi.org/10.1107/S2056989015024779
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author Pereira, Patrícia A.
Noll, Bruce C.
Oliver, Allen G.
Silveira, Gustavo P.
author_facet Pereira, Patrícia A.
Noll, Bruce C.
Oliver, Allen G.
Silveira, Gustavo P.
author_sort Pereira, Patrícia A.
collection PubMed
description The formulation that the title compound, C(18)H(18)N(2)O(4)S(2), adopts is a zwitterionic core with the charge separated to the sulfilimine S and N atoms and is supported by the two different S—N bond distances about the sulfinimine N atom [1.594 (2) and 1.631 (2) Å, respectively] that are typical for such bonds. The notably unusual bond is S—N(oxazolidinone) [1.692 (2) Å] that is longer than a typical S—N bond [1.603 (18) Å, Mogul analysis; Macrae et al. (2008 ▸). J. Appl. Cryst. 41, 466–470]. The bond-angle sum about sulfilimine sulfur (308.35°) reflects the trigonal–pyramidal geometry of this atom. Two of the angles are less than 100°. Despite the pyramidalization of this sulfur, there are no significant inter­molecular inter­actions, beyond usual van der Waals contacts, in the crystal packing.
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spelling pubmed-47199982016-02-11 Crystal structure of 4-methyl-N-{(E)-meth­yl[(3aR,8aS)-2-oxo-3,3a,8,8a-tetra­hydro-2H-indeno­[1,2-d][1,3]oxazol-3-yl]-λ(4)-sulfanyl­idene}benzene­sulfonamide Pereira, Patrícia A. Noll, Bruce C. Oliver, Allen G. Silveira, Gustavo P. Acta Crystallogr E Crystallogr Commun Data Reports The formulation that the title compound, C(18)H(18)N(2)O(4)S(2), adopts is a zwitterionic core with the charge separated to the sulfilimine S and N atoms and is supported by the two different S—N bond distances about the sulfinimine N atom [1.594 (2) and 1.631 (2) Å, respectively] that are typical for such bonds. The notably unusual bond is S—N(oxazolidinone) [1.692 (2) Å] that is longer than a typical S—N bond [1.603 (18) Å, Mogul analysis; Macrae et al. (2008 ▸). J. Appl. Cryst. 41, 466–470]. The bond-angle sum about sulfilimine sulfur (308.35°) reflects the trigonal–pyramidal geometry of this atom. Two of the angles are less than 100°. Despite the pyramidalization of this sulfur, there are no significant inter­molecular inter­actions, beyond usual van der Waals contacts, in the crystal packing. International Union of Crystallography 2015-12-31 /pmc/articles/PMC4719998/ /pubmed/26870517 http://dx.doi.org/10.1107/S2056989015024779 Text en © Pereira et al. 2015 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
Pereira, Patrícia A.
Noll, Bruce C.
Oliver, Allen G.
Silveira, Gustavo P.
Crystal structure of 4-methyl-N-{(E)-meth­yl[(3aR,8aS)-2-oxo-3,3a,8,8a-tetra­hydro-2H-indeno­[1,2-d][1,3]oxazol-3-yl]-λ(4)-sulfanyl­idene}benzene­sulfonamide
title Crystal structure of 4-methyl-N-{(E)-meth­yl[(3aR,8aS)-2-oxo-3,3a,8,8a-tetra­hydro-2H-indeno­[1,2-d][1,3]oxazol-3-yl]-λ(4)-sulfanyl­idene}benzene­sulfonamide
title_full Crystal structure of 4-methyl-N-{(E)-meth­yl[(3aR,8aS)-2-oxo-3,3a,8,8a-tetra­hydro-2H-indeno­[1,2-d][1,3]oxazol-3-yl]-λ(4)-sulfanyl­idene}benzene­sulfonamide
title_fullStr Crystal structure of 4-methyl-N-{(E)-meth­yl[(3aR,8aS)-2-oxo-3,3a,8,8a-tetra­hydro-2H-indeno­[1,2-d][1,3]oxazol-3-yl]-λ(4)-sulfanyl­idene}benzene­sulfonamide
title_full_unstemmed Crystal structure of 4-methyl-N-{(E)-meth­yl[(3aR,8aS)-2-oxo-3,3a,8,8a-tetra­hydro-2H-indeno­[1,2-d][1,3]oxazol-3-yl]-λ(4)-sulfanyl­idene}benzene­sulfonamide
title_short Crystal structure of 4-methyl-N-{(E)-meth­yl[(3aR,8aS)-2-oxo-3,3a,8,8a-tetra­hydro-2H-indeno­[1,2-d][1,3]oxazol-3-yl]-λ(4)-sulfanyl­idene}benzene­sulfonamide
title_sort crystal structure of 4-methyl-n-{(e)-meth­yl[(3ar,8as)-2-oxo-3,3a,8,8a-tetra­hydro-2h-indeno­[1,2-d][1,3]oxazol-3-yl]-λ(4)-sulfanyl­idene}benzene­sulfonamide
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719998/
https://www.ncbi.nlm.nih.gov/pubmed/26870517
http://dx.doi.org/10.1107/S2056989015024779
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