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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...

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Autores principales: Manjula, P. S., Sarojini, B. K., Narayana, B., Byrappa, K., Madan Kumar, S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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.
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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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