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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...

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Autores principales: Salam, Md. Abdus, Affan, Md. Abu, Asaruddin, Mohd. Razip, Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
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.
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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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