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Compounds (I), C(14)H(20)N(2)O(4)S, and (II), C(12)H(14)N(2)O(3)S(2), are two minor products of the same reaction. Both structures contain identical ester functionalities in similar orientations. Both independent molecules of (I) contain an ethoxycarbothioylamine moiety, whilst (II) possesses a novel exocyclic thione system fused with a pyridine ring.

structure structure (organic substances) K 9000 -0242-(2-Pyridylimino)-2H-1,2,4-thiadiazolo[2,3-a]pyridine.-As confirmed by spectroscopic means, title compound (I) has a symmetrical resonance structure, in which both pyridyl-N atoms interact with the S atom forming hemi-bonds. This fact leads to a breakdown of the aromaticity of the pyridyl rings and some delocalization about the diimine region. -(COLES, SIMON J.; DOUHERET, DAVID; HURSTHOUSE, MICHAEL B.; KILBURN, JEREMY D.; Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 56 (2000) 6, 687-688; Dep. Chem., Univ. Southampton, Southampton SO17 1BJ, UK; EN)