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Synthesis and crystal structure of 3-phenyl-1,4,2-di-thia-zole-5-thione.

Melbourne J SchriverTanner GeorgeJason D Masuda
Published in: Acta crystallographica. Section E, Crystallographic communications (2022)
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-di-thia-zole-5-thione moiety and the phenyl ring is observed [centroid-centroid distances = 3.717 (6) and 3.712 (6) Å]. The almost planar mol-ecules arrange themselves in parallel chains of head-to-tail mol-ecules 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 inter-actions with the sulfur and nitro-gen atoms of adjacent mol-ecules. 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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