Two N-{[4-(3-aryl-4-sydnonylideneamino)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl}benzamides as disordered ethanol monosolvates
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 et...
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| Language: | English |
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International Union of Crystallography
2020-07-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989020007483 |
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| author | Chayanna Harish Chinthal Hemmige S. Yathirajan Anish Kumar Kadambar Balakrishna Kalluraya Sabine Foro Christopher Glidewell |
| author_facet | Chayanna Harish Chinthal Hemmige S. Yathirajan Anish Kumar Kadambar Balakrishna Kalluraya Sabine Foro Christopher Glidewell |
| author_sort | Chayanna Harish Chinthal |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-10T17:45:18Z |
| format | Article |
| id | doaj.art-0dabb701093240a2830e2a5dfc576164 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-10T17:45:18Z |
| publishDate | 2020-07-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-0dabb701093240a2830e2a5dfc5761642022-12-22T01:39:14ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902020-07-017671057106110.1107/S2056989020007483wm5563Two N-{[4-(3-aryl-4-sydnonylideneamino)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl}benzamides as disordered ethanol monosolvatesChayanna Harish Chinthal0Hemmige S. Yathirajan1Anish Kumar Kadambar2Balakrishna Kalluraya3Sabine Foro4Christopher Glidewell5Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru-570 006, IndiaDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru-570 006, IndiaDepartment of Studies in Chemistry, Mangalore University, Mangalagangotri, Mangalore-574199, IndiaDepartment of Studies in Chemistry, Mangalore University, Mangalagangotri, Mangalore-574199, IndiaInstitute of Materials Science, Darmstadt University of Technology, Alarich-Weiss-Strasse 2, D-64287 Darmstadt, GermanySchool of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, UKTwo 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.http://scripts.iucr.org/cgi-bin/paper?S2056989020007483synthesisheterocyclic compoundssydnones1,2,4-triazolescrystal structuredisorderhydrogen bondingsupramolecular assembly |
| spellingShingle | Chayanna Harish Chinthal Hemmige S. Yathirajan Anish Kumar Kadambar Balakrishna Kalluraya Sabine Foro Christopher Glidewell 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: Crystallographic Communications synthesis heterocyclic compounds sydnones 1,2,4-triazoles crystal structure disorder hydrogen bonding supramolecular assembly |
| title | Two N-{[4-(3-aryl-4-sydnonylideneamino)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl}benzamides as disordered ethanol monosolvates |
| title_full | Two N-{[4-(3-aryl-4-sydnonylideneamino)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl}benzamides as disordered ethanol monosolvates |
| title_fullStr | Two N-{[4-(3-aryl-4-sydnonylideneamino)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl}benzamides as disordered ethanol monosolvates |
| title_full_unstemmed | Two N-{[4-(3-aryl-4-sydnonylideneamino)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl}benzamides as disordered ethanol monosolvates |
| title_short | Two N-{[4-(3-aryl-4-sydnonylideneamino)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl}benzamides as disordered ethanol monosolvates |
| title_sort | two n 4 3 aryl 4 sydnonylideneamino 5 sulfanylidene 1h 1 2 4 triazol 3 yl methyl benzamides as disordered ethanol monosolvates |
| topic | synthesis heterocyclic compounds sydnones 1,2,4-triazoles crystal structure disorder hydrogen bonding supramolecular assembly |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989020007483 |
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