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The title compound, C16H20N4OS2, was synthesized by the reaction of 2-benzylsulfanyl-5-chloroacetamido-1,3,4-thiadiazole and piperidine in a 1:2 ratio. The planes of the acetamide and 1,3,4-thiadiazole units are twisted by 10.8 (4)°. The thiadiazole S atom and the acetamide O atom are syn-oriented due to a hypervalent S
O interaction of 2.628 (4) Å. In the crystal, molecules form centrosymmetric dimers via N—HN hydrogen bonds. These dimers are further connected by C—HO interactions into (100) layers.
O interaction of 2.628 (4) Å. In the crystal, molecules form centrosymmetric dimers via N—HN hydrogen bonds. These dimers are further connected by C—HO interactions into (100) layers.organic compoundsOpen access
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The non-H atoms of the title molecule, C10H10N2O, are essentially coplanar, with a maximum deviation of 0.046 (4) Å for the O atom. In the crystal, molecules are linked by weak C—HO hydrogen bonds, forming chains along [010]. In addtion, weak C—Hπ interactions and π–π stacking interactions between benzene and pyrimidine rings, with a centroid–centroid distance of 3.730 (3) Å, link the chains, forming a two-dimensional network parallel to (001).
O hydrogen bonds, forming chains along [010]. In addtion, weak C—Hπ interactions and π–π stacking interactions between benzene and pyrimidine rings, with a centroid–centroid distance of 3.730 (3) Å, link the chains, forming a two-dimensional network parallel to (001).
