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Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide
In the title compound, C(16)H(15)NO(2)S [alternative name: rac-2,3-diphenyl-1,3-thiazinan-4-one 1-oxide], the thiazine ring exhibits an envelope conformation, with the S atom forming the flap. The sulfoxide O atom is in a pseudo-axial position on the thiazine ring and is trans to the phenyl group...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095828/ https://www.ncbi.nlm.nih.gov/pubmed/27840703 http://dx.doi.org/10.1107/S2056989016015395 |
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author | Yennawar, Hemant P. Yang, Ziwei Silverberg, Lee J. |
author_facet | Yennawar, Hemant P. Yang, Ziwei Silverberg, Lee J. |
author_sort | Yennawar, Hemant P. |
collection | PubMed |
description | In the title compound, C(16)H(15)NO(2)S [alternative name: rac-2,3-diphenyl-1,3-thiazinan-4-one 1-oxide], the thiazine ring exhibits an envelope conformation, with the S atom forming the flap. The sulfoxide O atom is in a pseudo-axial position on the thiazine ring and is trans to the phenyl group on C-2. The phenyl rings form a dihedral angle of 89.47 (19)°. In this racemate crystal, homochiral molecules form slabs parallel to (010) of thickness b/2 which then stack with alternating chirality in the b-axis direction. The stacking is aided by edge-to-face interactions between the phenyl rings of racemic molecules. Within each of the single-enantiomer slabs, the molecules are held by C—H⋯O-type interactions, with an H⋯O distance of 2.30 Å, forming infinite chains along the c-axis direction, as well by the edge-to-face interactions between phenyl rings of neighboring molecules in the a-axis direction. |
format | Online Article Text |
id | pubmed-5095828 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-50958282016-11-11 Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide Yennawar, Hemant P. Yang, Ziwei Silverberg, Lee J. Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(16)H(15)NO(2)S [alternative name: rac-2,3-diphenyl-1,3-thiazinan-4-one 1-oxide], the thiazine ring exhibits an envelope conformation, with the S atom forming the flap. The sulfoxide O atom is in a pseudo-axial position on the thiazine ring and is trans to the phenyl group on C-2. The phenyl rings form a dihedral angle of 89.47 (19)°. In this racemate crystal, homochiral molecules form slabs parallel to (010) of thickness b/2 which then stack with alternating chirality in the b-axis direction. The stacking is aided by edge-to-face interactions between the phenyl rings of racemic molecules. Within each of the single-enantiomer slabs, the molecules are held by C—H⋯O-type interactions, with an H⋯O distance of 2.30 Å, forming infinite chains along the c-axis direction, as well by the edge-to-face interactions between phenyl rings of neighboring molecules in the a-axis direction. International Union of Crystallography 2016-10-07 /pmc/articles/PMC5095828/ /pubmed/27840703 http://dx.doi.org/10.1107/S2056989016015395 Text en © Yennawar et al. 2016 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 | Research Communications Yennawar, Hemant P. Yang, Ziwei Silverberg, Lee J. Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide |
title | Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide |
title_full | Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide |
title_fullStr | Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide |
title_full_unstemmed | Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide |
title_short | Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide |
title_sort | crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4h-1,3-thiazin-4-one 1-oxide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095828/ https://www.ncbi.nlm.nih.gov/pubmed/27840703 http://dx.doi.org/10.1107/S2056989016015395 |
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