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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 ...

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Detalles Bibliográficos
Autores principales: Schriver, Melbourne J., George, Tanner, Masuda, Jason D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
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.
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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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