Acta Crystallographica Section E: Crystallographic Communications (Oct 2022)
Synthesis and crystal structure of 3-phenyl-1,4,2-dithiazole-5-thione
Abstract
In the title compound, C8H5NS3, 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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