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Synthesis and crystal structure of 3-phenyl-1,4,2-dithiazole-5-thione
In the title compound, C(8)H(5)NS(3), the dihedral angle between the heterocyclic ring and the phenyl ring is 2.62 (5)°. In the extended structure, aromatic π–π stacking between the 1,4,2-dithiazole-5-thione moiety and the phenyl ring is observed [centroid–centroid distances = 3.717 (6) and 3.712 ...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9535819/ https://www.ncbi.nlm.nih.gov/pubmed/36250115 http://dx.doi.org/10.1107/S205698902200888X |
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author | Schriver, Melbourne J. George, Tanner Masuda, Jason D. |
author_facet | Schriver, Melbourne J. George, Tanner Masuda, Jason D. |
author_sort | Schriver, Melbourne J. |
collection | PubMed |
description | In the title compound, C(8)H(5)NS(3), the dihedral angle between the heterocyclic ring and the phenyl ring is 2.62 (5)°. In the extended structure, aromatic π–π stacking between the 1,4,2-dithiazole-5-thione moiety and the phenyl ring is observed [centroid–centroid distances = 3.717 (6) and 3.712 (6) Å]. The almost planar molecules arrange themselves in parallel chains of head-to-tail molecules oriented by a network of weak C—H⋯S contacts close to the sum of their van der Waals radii within the chains. All the hydrogen atoms participate in hydrogen-bonding interactions with the sulfur and nitrogen atoms of adjacent molecules. C=S⋯S contacts between the chains that are significantly shorter than the sum of their van der Waals radii also impact the overall packing. |
format | Online Article Text |
id | pubmed-9535819 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-95358192022-10-13 Synthesis and crystal structure of 3-phenyl-1,4,2-dithiazole-5-thione Schriver, Melbourne J. George, Tanner Masuda, Jason D. Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(8)H(5)NS(3), the dihedral angle between the heterocyclic ring and the phenyl ring is 2.62 (5)°. In the extended structure, aromatic π–π stacking between the 1,4,2-dithiazole-5-thione moiety and the phenyl ring is observed [centroid–centroid distances = 3.717 (6) and 3.712 (6) Å]. The almost planar molecules arrange themselves in parallel chains of head-to-tail molecules oriented by a network of weak C—H⋯S contacts close to the sum of their van der Waals radii within the chains. All the hydrogen atoms participate in hydrogen-bonding interactions with the sulfur and nitrogen atoms of adjacent molecules. C=S⋯S contacts between the chains that are significantly shorter than the sum of their van der Waals radii also impact the overall packing. International Union of Crystallography 2022-09-13 /pmc/articles/PMC9535819/ /pubmed/36250115 http://dx.doi.org/10.1107/S205698902200888X Text en © Schriver et al. 2022 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 Schriver, Melbourne J. George, Tanner Masuda, Jason D. Synthesis and crystal structure of 3-phenyl-1,4,2-dithiazole-5-thione |
title | Synthesis and crystal structure of 3-phenyl-1,4,2-dithiazole-5-thione |
title_full | Synthesis and crystal structure of 3-phenyl-1,4,2-dithiazole-5-thione |
title_fullStr | Synthesis and crystal structure of 3-phenyl-1,4,2-dithiazole-5-thione |
title_full_unstemmed | Synthesis and crystal structure of 3-phenyl-1,4,2-dithiazole-5-thione |
title_short | Synthesis and crystal structure of 3-phenyl-1,4,2-dithiazole-5-thione |
title_sort | synthesis and crystal structure of 3-phenyl-1,4,2-dithiazole-5-thione |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9535819/ https://www.ncbi.nlm.nih.gov/pubmed/36250115 http://dx.doi.org/10.1107/S205698902200888X |
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