Cargando…
Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenylene)bis(3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one)
In the racemic title compound, C(26)H(24)N(2)O(2)S(2), one of the thiazine rings shows a twisted boat conformation (Q = 0.743 Å, θ = 92.1°) and the other a half-chair puckering (Q = 0.669 Å, θ = 54.3°). The terminal phenyl rings are almost parallel to each other [dihedral angle 21.71 (10)°]. Both o...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2021
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8647733/ https://www.ncbi.nlm.nih.gov/pubmed/34925894 http://dx.doi.org/10.1107/S2056989021011592 |
_version_ | 1784610659474866176 |
---|---|
author | Yennawar, Hemant P. Medica, Joseph J. Silverberg, Lee J. |
author_facet | Yennawar, Hemant P. Medica, Joseph J. Silverberg, Lee J. |
author_sort | Yennawar, Hemant P. |
collection | PubMed |
description | In the racemic title compound, C(26)H(24)N(2)O(2)S(2), one of the thiazine rings shows a twisted boat conformation (Q = 0.743 Å, θ = 92.1°) and the other a half-chair puckering (Q = 0.669 Å, θ = 54.3°). The terminal phenyl rings are almost parallel to each other [dihedral angle 21.71 (10)°]. Both of these rings are orthogonal to the central phenyl ring, subtending a dihedral angle of about 78° in each case. The extended structure is consolidated by C—H⋯O and C—H⋯S hydrogen bonds as well as aromatic ring interactions of parallel-displaced and T-type. The molecule has approximate C2 local symmetry but this is not carried over to its three-dimensional structure or the intermolecular interactions. |
format | Online Article Text |
id | pubmed-8647733 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-86477332021-12-16 Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenylene)bis(3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one) Yennawar, Hemant P. Medica, Joseph J. Silverberg, Lee J. Acta Crystallogr E Crystallogr Commun Research Communications In the racemic title compound, C(26)H(24)N(2)O(2)S(2), one of the thiazine rings shows a twisted boat conformation (Q = 0.743 Å, θ = 92.1°) and the other a half-chair puckering (Q = 0.669 Å, θ = 54.3°). The terminal phenyl rings are almost parallel to each other [dihedral angle 21.71 (10)°]. Both of these rings are orthogonal to the central phenyl ring, subtending a dihedral angle of about 78° in each case. The extended structure is consolidated by C—H⋯O and C—H⋯S hydrogen bonds as well as aromatic ring interactions of parallel-displaced and T-type. The molecule has approximate C2 local symmetry but this is not carried over to its three-dimensional structure or the intermolecular interactions. International Union of Crystallography 2021-11-09 /pmc/articles/PMC8647733/ /pubmed/34925894 http://dx.doi.org/10.1107/S2056989021011592 Text en © Yennawar et al. 2021 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. Medica, Joseph J. Silverberg, Lee J. Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenylene)bis(3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one) |
title | Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenylene)bis(3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one) |
title_full | Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenylene)bis(3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one) |
title_fullStr | Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenylene)bis(3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one) |
title_full_unstemmed | Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenylene)bis(3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one) |
title_short | Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenylene)bis(3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one) |
title_sort | synthesis and crystal structure of racemic (r*,r*)-2,2′-(1,4-phenylene)bis(3-phenyl-2,3,5,6-tetrahydro-4h-1,3-thiazin-4-one) |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8647733/ https://www.ncbi.nlm.nih.gov/pubmed/34925894 http://dx.doi.org/10.1107/S2056989021011592 |
work_keys_str_mv | AT yennawarhemantp synthesisandcrystalstructureofracemicrr2214phenylenebis3phenyl2356tetrahydro4h13thiazin4one AT medicajosephj synthesisandcrystalstructureofracemicrr2214phenylenebis3phenyl2356tetrahydro4h13thiazin4one AT silverbergleej synthesisandcrystalstructureofracemicrr2214phenylenebis3phenyl2356tetrahydro4h13thiazin4one |