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Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thione
In the title compound, C(17)H(16)N(4)OS(2), 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 methylthiobenzylid...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719935/ https://www.ncbi.nlm.nih.gov/pubmed/26870563 http://dx.doi.org/10.1107/S2056989015021994 |
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author | Manjula, P. S. Sarojini, B. K. Narayana, B. Byrappa, K. Madan Kumar, S. |
author_facet | Manjula, P. S. Sarojini, B. K. Narayana, B. Byrappa, K. Madan Kumar, S. |
author_sort | Manjula, P. S. |
collection | PubMed |
description | In the title compound, C(17)H(16)N(4)OS(2), 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. |
format | Online Article Text |
id | pubmed-4719935 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-47199352016-02-11 Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thione Manjula, P. S. Sarojini, B. K. Narayana, B. Byrappa, K. Madan Kumar, S. Acta Crystallogr E Crystallogr Commun Data Reports In the title compound, C(17)H(16)N(4)OS(2), 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. International Union of Crystallography 2015-11-21 /pmc/articles/PMC4719935/ /pubmed/26870563 http://dx.doi.org/10.1107/S2056989015021994 Text en © Manjula et al. 2015 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Data Reports Manjula, P. S. Sarojini, B. K. Narayana, B. Byrappa, K. Madan Kumar, S. Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thione |
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 | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719935/ https://www.ncbi.nlm.nih.gov/pubmed/26870563 http://dx.doi.org/10.1107/S2056989015021994 |
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