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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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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. |
format | Online Article Text |
id | pubmed-4719998 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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