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Crystal structures of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide
The syntheses and crystal structures of two thiazinone compounds, namely, rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione, C(16)H(15)NO(3)S, in its racemic form, and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide, C(18)H(18)N(2)O(4)S, in an enantiopure form,...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9912464/ https://www.ncbi.nlm.nih.gov/pubmed/36793410 http://dx.doi.org/10.1107/S2056989023000695 |
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author | Yennawar, Hemant P. Lowe, Saige L. Mammen, Matthew M. Verhagen, Connor R. Silverberg, Lee J. |
author_facet | Yennawar, Hemant P. Lowe, Saige L. Mammen, Matthew M. Verhagen, Connor R. Silverberg, Lee J. |
author_sort | Yennawar, Hemant P. |
collection | PubMed |
description | The syntheses and crystal structures of two thiazinone compounds, namely, rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione, C(16)H(15)NO(3)S, in its racemic form, and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide, C(18)H(18)N(2)O(4)S, in an enantiopure form, are reported. The thiazine rings in the two structures differ in their puckering, as a half-chair in the first and a boat pucker in the second. The extended structures for both compounds have only C—H⋯O-type interactions between symmetry-related molecules, and exhibit no π–π stacking interactions in spite of each having two phenyl rings. |
format | Online Article Text |
id | pubmed-9912464 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-99124642023-02-14 Crystal structures of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide Yennawar, Hemant P. Lowe, Saige L. Mammen, Matthew M. Verhagen, Connor R. Silverberg, Lee J. Acta Crystallogr E Crystallogr Commun Research Communications The syntheses and crystal structures of two thiazinone compounds, namely, rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione, C(16)H(15)NO(3)S, in its racemic form, and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide, C(18)H(18)N(2)O(4)S, in an enantiopure form, are reported. The thiazine rings in the two structures differ in their puckering, as a half-chair in the first and a boat pucker in the second. The extended structures for both compounds have only C—H⋯O-type interactions between symmetry-related molecules, and exhibit no π–π stacking interactions in spite of each having two phenyl rings. International Union of Crystallography 2023-01-31 /pmc/articles/PMC9912464/ /pubmed/36793410 http://dx.doi.org/10.1107/S2056989023000695 Text en © Yennawar 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 Yennawar, Hemant P. Lowe, Saige L. Mammen, Matthew M. Verhagen, Connor R. Silverberg, Lee J. Crystal structures of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide |
title | Crystal structures of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide |
title_full | Crystal structures of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide |
title_fullStr | Crystal structures of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide |
title_full_unstemmed | Crystal structures of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide |
title_short | Crystal structures of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide |
title_sort | crystal structures of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4h-1,3-thiazine-1,1,4-trione and n-[(2s,5r)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9912464/ https://www.ncbi.nlm.nih.gov/pubmed/36793410 http://dx.doi.org/10.1107/S2056989023000695 |
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