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3-{(E)-[1-(2-Hydroxyphenyl)ethylidene]amino}-1-(2-methylphenyl)thiourea
In the title thiourea derivative, C(16)H(17)N(3)OS, the hydroxy- and methyl-substituted benzene rings form dihedral angles of 9.62 (12) and 55.69 (6)°, respectively, with the central CN(3)S chromophore (r.m.s. deviation = 0.0117 Å). An intramolecular O—H⋯N hydrogen bond ensures the coplanarity of...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3089068/ https://www.ncbi.nlm.nih.gov/pubmed/21754471 http://dx.doi.org/10.1107/S1600536811013729 |
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author | Salam, Md. Abdus Affan, Md. Abu Asaruddin, Mohd. Razip Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | Salam, Md. Abdus Affan, Md. Abu Asaruddin, Mohd. Razip Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | Salam, Md. Abdus |
collection | PubMed |
description | In the title thiourea derivative, C(16)H(17)N(3)OS, the hydroxy- and methyl-substituted benzene rings form dihedral angles of 9.62 (12) and 55.69 (6)°, respectively, with the central CN(3)S chromophore (r.m.s. deviation = 0.0117 Å). An intramolecular O—H⋯N hydrogen bond ensures the coplanarity of the central atoms. The H atoms of the NH groups are syn and the conformation about the N=C double bond [1.295 (4) Å] is E. In the crystal, helical supramolecular chains sustained primarily by N—H⋯S hydrogen bonds are found. Additional stabilization is provided by C—H⋯π and π–π [ring centroid(hydroxybenzene)⋯ring centroid(methylbenzene) = 3.8524 (18) Å] interactions. |
format | Text |
id | pubmed-3089068 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30890682011-07-13 3-{(E)-[1-(2-Hydroxyphenyl)ethylidene]amino}-1-(2-methylphenyl)thiourea Salam, Md. Abdus Affan, Md. Abu Asaruddin, Mohd. Razip Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title thiourea derivative, C(16)H(17)N(3)OS, the hydroxy- and methyl-substituted benzene rings form dihedral angles of 9.62 (12) and 55.69 (6)°, respectively, with the central CN(3)S chromophore (r.m.s. deviation = 0.0117 Å). An intramolecular O—H⋯N hydrogen bond ensures the coplanarity of the central atoms. The H atoms of the NH groups are syn and the conformation about the N=C double bond [1.295 (4) Å] is E. In the crystal, helical supramolecular chains sustained primarily by N—H⋯S hydrogen bonds are found. Additional stabilization is provided by C—H⋯π and π–π [ring centroid(hydroxybenzene)⋯ring centroid(methylbenzene) = 3.8524 (18) Å] interactions. International Union of Crystallography 2011-04-16 /pmc/articles/PMC3089068/ /pubmed/21754471 http://dx.doi.org/10.1107/S1600536811013729 Text en © Salam et al. 2011 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 Salam, Md. Abdus Affan, Md. Abu Asaruddin, Mohd. Razip Ng, Seik Weng Tiekink, Edward R. T. 3-{(E)-[1-(2-Hydroxyphenyl)ethylidene]amino}-1-(2-methylphenyl)thiourea |
title | 3-{(E)-[1-(2-Hydroxyphenyl)ethylidene]amino}-1-(2-methylphenyl)thiourea |
title_full | 3-{(E)-[1-(2-Hydroxyphenyl)ethylidene]amino}-1-(2-methylphenyl)thiourea |
title_fullStr | 3-{(E)-[1-(2-Hydroxyphenyl)ethylidene]amino}-1-(2-methylphenyl)thiourea |
title_full_unstemmed | 3-{(E)-[1-(2-Hydroxyphenyl)ethylidene]amino}-1-(2-methylphenyl)thiourea |
title_short | 3-{(E)-[1-(2-Hydroxyphenyl)ethylidene]amino}-1-(2-methylphenyl)thiourea |
title_sort | 3-{(e)-[1-(2-hydroxyphenyl)ethylidene]amino}-1-(2-methylphenyl)thiourea |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3089068/ https://www.ncbi.nlm.nih.gov/pubmed/21754471 http://dx.doi.org/10.1107/S1600536811013729 |
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