Two N-{[4-(3-aryl-4-sydnonyl­­idene­amino)-5-sulfan­yl­­idene-1H-1,2,4-triazol-3-yl]meth­yl}benzamides as disordered ethanol monosolvates

Harish Chinthal, Chayanna and Yathirajan, H. S. and Kadambar, Anish Kumar and Kalluraya, Balakrishna and Foro, Sabine and Glidewell, Christopher (2020) Two N-{[4-(3-aryl-4-sydnonyl­­idene­amino)-5-sulfan­yl­­idene-1H-1,2,4-triazol-3-yl]meth­yl}benzamides as disordered ethanol monosolvates. Acta Crystallographica Section E, 76 (7). pp. 1057-1061. ISSN 2056-9890

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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.

Item Type: Article
Uncontrolled Keywords: synthesis, heterocyclic compounds, sydnones, 1,2,4-triazoles, crystal structure, disorder, hydrogen bonding, supramolecular assembly
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: MUL SWAPNA user
Date Deposited: 10 Jun 2020 05:17
Last Modified: 10 Jun 2020 05:17

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