Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thione
In the title compound, C17H16N4OS2, the triazole and methylthiobenzylidene rings are nearly coplanar, making a dihedral angle of 6.52 (12)°. An intramolecular C—H...S hydrogen bond forms an S(6) ring motif. The hydroxybenzyl ring is almost normal to the triazole and methylthiobenzylidene rings, maki...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2015-12-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989015021994 |
| _version_ | 1819003730084757504 |
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| author | P. S. Manjula B. K. Sarojini B. Narayana K. Byrappa S. Madan Kumar |
| author_facet | P. S. Manjula B. K. Sarojini B. Narayana K. Byrappa S. Madan Kumar |
| author_sort | P. S. Manjula |
| collection | DOAJ |
| description | In the title compound, C17H16N4OS2, the triazole and methylthiobenzylidene rings are nearly coplanar, making a dihedral angle of 6.52 (12)°. An intramolecular C—H...S hydrogen bond forms an S(6) ring motif. The hydroxybenzyl ring is almost normal to the triazole and methylthiobenzylidene rings, making dihedral angles of 78.56 (12) and 84.79 (11)°, respectively. In the crystal, molecules are linked through O—H...N and N—H...O hydrogen bonds, forming layers parallel to the ac plane. The layers are linked via C—H...N hydrogen bonds, forming a three-dimensional structure. In addition, a short π–π interaction is observed [inter-centroid distance = 3.764 (3) Å], involving inversion-related methylthiobenzylidene rings. |
| first_indexed | 2024-12-20T23:25:38Z |
| format | Article |
| id | doaj.art-28cdbbd944014d52ab7e80687f8d40fb |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-20T23:25:38Z |
| publishDate | 2015-12-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-28cdbbd944014d52ab7e80687f8d40fb2022-12-21T19:23:25ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902015-12-017112o982o98310.1107/S2056989015021994su5236Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thioneP. S. Manjula0B. K. Sarojini1B. Narayana2K. Byrappa3S. Madan Kumar4Department of Chemistry, PA College of Engineering, Nadupadavu 574 153, D.K., Mangaluru, IndiaDepartment of Industrial Chemistry, Mangalagangotri, Mangalore University, Mangaluru 574 199, IndiaDepartment of Chemistry, Mangalagangotri, Mangalore University, Mangaluru 574 199, IndiaDepartment of Materials Science, Mangalagangotri, Mangalore University, Mangaluru 574 199, IndiaPURSE Lab, Mangalagangotri, Mangalore University, Mangaluru 574 199, IndiaIn the title compound, C17H16N4OS2, the triazole and methylthiobenzylidene rings are nearly coplanar, making a dihedral angle of 6.52 (12)°. An intramolecular C—H...S hydrogen bond forms an S(6) ring motif. The hydroxybenzyl ring is almost normal to the triazole and methylthiobenzylidene rings, making dihedral angles of 78.56 (12) and 84.79 (11)°, respectively. In the crystal, molecules are linked through O—H...N and N—H...O hydrogen bonds, forming layers parallel to the ac plane. The layers are linked via C—H...N hydrogen bonds, forming a three-dimensional structure. In addition, a short π–π interaction is observed [inter-centroid distance = 3.764 (3) Å], involving inversion-related methylthiobenzylidene rings.http://scripts.iucr.org/cgi-bin/paper?S2056989015021994crystal structuretriazolethionemethylthiobenzylidenehydrogen bondingπ–π interactions |
| spellingShingle | P. S. Manjula B. K. Sarojini B. Narayana K. Byrappa S. Madan Kumar Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thione Acta Crystallographica Section E: Crystallographic Communications crystal structure triazole thione methylthiobenzylidene hydrogen bonding π–π interactions |
| title | Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thione |
| title_full | Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thione |
| title_fullStr | Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thione |
| title_full_unstemmed | Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thione |
| title_short | Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thione |
| title_sort | crystal structure of e 3 4 hydroxybenzyl 4 4 methylsulfanyl benzylidene amino 1h 1 2 4 triazole 5 4h thione |
| topic | crystal structure triazole thione methylthiobenzylidene hydrogen bonding π–π interactions |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989015021994 |
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