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3-(Adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-[(E)-(2-hydroxybenzylidene)amino]-1H-1,2,4-triazole-5(4H)-thione
In the title compound, C(31)H(38)N(6)OS, the conformation about the N=C [1.285 (2) Å] imine bond is E. The piperazine ring has a chair conformation and occupies a position almost perpendicular to the plane through the triazole ring; the benzene ring forms a dihedral angle of 31.95 (10)° with the tri...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379350/ https://www.ncbi.nlm.nih.gov/pubmed/22719548 http://dx.doi.org/10.1107/S1600536812021204 |
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author | El-Emam, Ali A. Al-Omar, Mohamed A. Al-Tamimi, Abdul-Malek S. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | El-Emam, Ali A. Al-Omar, Mohamed A. Al-Tamimi, Abdul-Malek S. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | El-Emam, Ali A. |
collection | PubMed |
description | In the title compound, C(31)H(38)N(6)OS, the conformation about the N=C [1.285 (2) Å] imine bond is E. The piperazine ring has a chair conformation and occupies a position almost perpendicular to the plane through the triazole ring; the benzene ring forms a dihedral angle of 31.95 (10)° with the triazole ring. Overall, the molecule has the shape of a flattened bowl. The hydroxy group is disordered over two positions. The major component has a site-occupancy factor of 0.762 (3) and forms an intramolecular O—H⋯N(imine) bond to close an S(6) loop. The minor component of the disordered hydroxy group forms an O—H⋯N(piperazine) hydrogen bond. These, along with C—H⋯S and C—H⋯N interactions, link molecules into a three-dimensional architecture. |
format | Online Article Text |
id | pubmed-3379350 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33793502012-06-20 3-(Adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-[(E)-(2-hydroxybenzylidene)amino]-1H-1,2,4-triazole-5(4H)-thione El-Emam, Ali A. Al-Omar, Mohamed A. Al-Tamimi, Abdul-Malek S. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(31)H(38)N(6)OS, the conformation about the N=C [1.285 (2) Å] imine bond is E. The piperazine ring has a chair conformation and occupies a position almost perpendicular to the plane through the triazole ring; the benzene ring forms a dihedral angle of 31.95 (10)° with the triazole ring. Overall, the molecule has the shape of a flattened bowl. The hydroxy group is disordered over two positions. The major component has a site-occupancy factor of 0.762 (3) and forms an intramolecular O—H⋯N(imine) bond to close an S(6) loop. The minor component of the disordered hydroxy group forms an O—H⋯N(piperazine) hydrogen bond. These, along with C—H⋯S and C—H⋯N interactions, link molecules into a three-dimensional architecture. International Union of Crystallography 2012-05-19 /pmc/articles/PMC3379350/ /pubmed/22719548 http://dx.doi.org/10.1107/S1600536812021204 Text en © El-Emam et al. 2012 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 | Organic Papers El-Emam, Ali A. Al-Omar, Mohamed A. Al-Tamimi, Abdul-Malek S. Ng, Seik Weng Tiekink, Edward R. T. 3-(Adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-[(E)-(2-hydroxybenzylidene)amino]-1H-1,2,4-triazole-5(4H)-thione |
title | 3-(Adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-[(E)-(2-hydroxybenzylidene)amino]-1H-1,2,4-triazole-5(4H)-thione |
title_full | 3-(Adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-[(E)-(2-hydroxybenzylidene)amino]-1H-1,2,4-triazole-5(4H)-thione |
title_fullStr | 3-(Adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-[(E)-(2-hydroxybenzylidene)amino]-1H-1,2,4-triazole-5(4H)-thione |
title_full_unstemmed | 3-(Adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-[(E)-(2-hydroxybenzylidene)amino]-1H-1,2,4-triazole-5(4H)-thione |
title_short | 3-(Adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-[(E)-(2-hydroxybenzylidene)amino]-1H-1,2,4-triazole-5(4H)-thione |
title_sort | 3-(adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-[(e)-(2-hydroxybenzylidene)amino]-1h-1,2,4-triazole-5(4h)-thione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379350/ https://www.ncbi.nlm.nih.gov/pubmed/22719548 http://dx.doi.org/10.1107/S1600536812021204 |
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