Two N -{[4-(3-aryl-4-sydnonyl-idene-amino)-5-sulfan-yl-idene-1 H -1,2,4-triazol-3-yl]meth-yl}benzamides as disordered ethanol monosolvates

• Published in: Acta crystallographica. Section E, Crystallographic communications Vol. 76; no. Pt 7; pp. 1057 - 1061
• Main Authors: Harish Chinthal, Chayanna, Yathirajan, Hemmige S, Kadambar, Anish Kumar, Kalluraya, Balakrishna, Foro, Sabine, Glidewell, Christopher
• Format: Journal Article
• Language: English
• Published: England International Union of Crystallography 01.07.2020
• Subjects: 1,2,4-triazoles; crystal structure; disorder; heterocyclic compounds; hydrogen bonding; Research Communications; supramolecular assembly; sydnones; synthesis; synthesis; hydrogen bonding; disorder; 1,2,4-triazoles; supra­molecular assembly; crystal structure; heterocyclic compounds; sydnones
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989020007483

Two new -{[4-(3-aryl-4-sydnonyl-idene-amino)-5-sulfanyl-idene-1 -1,2,4-triazol-3-yl]meth-yl}benzamides have been prepared by acid-promoted condensation reactions between 3-aryl-4-formyl-sydnones and -[(4-amino-5-sulfanyl-idene-1 -1,2,4-triazol-3-yl)meth-yl]benzamide, and both have been crystallized as ethanol monosolvates. -{[4-(3-Phenyl-4-sydnonyl-idene-amino)-5-sulfanyl-idene-1 -1,2,4-triazol-3-yl]meth-yl}benzamide ethanol monosolvate, C H N O S·C H O ( ), and -({4-[3-(4-methyl-phen-yl)-4-sydnonyl-idene-amino]-5-sulfanyl-idene-1 -1,2,4-triazol-3-yl}meth-yl)benzamide ethanol monosolvate, C H N O S·C H O ( ), differ only in the presence of a methyl group for ( ) instead of a hydrogen atom for ( ), 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 ( ), and 0.906 (6) and 0.094 (6) in ( ). Combinations of O-H⋯O and N-H⋯O hydrogen bonds link the mol-ecules into cyclic, centrosymmetric four-mol-ecule aggregates. Comparisons are made with the structures of some related compounds.