Title of article :
Two N-{[4-(3-aryl-4-sydnonylideneamino)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl}benzamides as disordered ethanol monosolvates
Author/Authors :
Chinthal, hayanna Harish Department of Studies in Chemistry - University of Mysore - Manasagangotri, India , Yathirajan, Hemmige S. Department of Studies in Chemistry - University of Mysore - Manasagangotri, India , Kadambar, Anish Kumar Department of Studies in Chemistry - Mangalore University ,India , Kalluraya, Balakrishna Department of Studies in Chemistry - Mangalore University ,India , Glidewell, Christopher School of Chemistry - University of St Andrews, UK
Abstract :
Two new N-{[4-(3-aryl-4-sydnonylideneamino)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl}benzamides have been prepared by acid-promoted condensation reactions between 3-aryl-4-formylsydnones and N-[(4-amino-5-sulfanylidene-1H-1,2,4-triazol-3-yl)methyl]benzamide, and both have been crystallized as ethanol monosolvates. N-{[4-(3-Phenyl-4-sydnonylideneamino)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl}benzamide ethanol monosolvate, C19H15N7O3S·C2H6O (I), and N-({4-[3-(4-methylphenyl)-4-sydnonylideneamino]-5-sulfanylidene-1H-1,2,4-triazol-3-yl}methyl)benzamide ethanol monosolvate, C20H17N7O3S·C2H6O (II), differ only in the presence of a methyl group for (II) instead of a hydrogen atom for (I), and in both of them the ethanol component is disordered over two sets of atomic sites having occupancies of 0.836 (6) and 0.164 (6) in (I), and 0.906 (6) and 0.094 (6) in (II). Combinations of O—H⋯O and N—H⋯O hydrogen bonds link the molecules into cyclic, centrosymmetric four-molecule aggregates. Comparisons are made with the structures of some related compounds.
Keywords :
supramolecular assembly , heterocyclic compounds , sydnones , hydrogen bonding , disorder , 1,2,4-triazoles , crystal structure
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
