Planarity of heteroaryldithiocarbazic acid derivatives showing tuberculostatic activity: structure‒activity relationships

The search for new tuberculostatics is an important issue due to the increasing resistance of Mycobacterium tuberculosis to existing agents and the resulting spread of the pathogen. Hetero­aryl­dithio­carbazic acid derivatives have shown potential tuberculostatic activity and investigations of the structural aspects of these compounds are thus of inter­est. Three new examples have been syn­the­sized. The structure of methyl 2-[amino­(pyridin-3-yl)methyl­idene]hy­dra­zine­carbodi­thio­ate, C8H10N4S2, at 293 K has monoclinic (P21/n) symmetry. It is of inter­est with respect to anti­bacterial properties. The structure displays N—H⋯N and N—H⋯S hydrogen bonding. The structure of N′-(pyrrolidine-1-carbono­thio­yl)picolinohydrazonamide, C11H15N5S, at 100 K has monoclinic (P21/n) symmetry and is also of inter­est with respect to anti­bacterial properties. The structure displays N—H⋯S hydrogen bonding. The structure of (Z)-methyl 2-[amino­(pyridin-2-yl)methyl­idene]-1-methyl­hydrazinecarbodi­thio­ate, C9H13N4S2, has triclinic (P\overline{1}) symmetry. The structure displays N—H⋯S hydrogen bonding.