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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
Descripción
Sumario: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.