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Crystal structure of a 1,1,2,2-tetrachloroethane-solvated hydrazinecarbothioamide compound
The title compound, [(1-{4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]phenyl}ethylidene)amino]thiourea, 1,1,2,2-tetrachloroethane monosolvate, C(15)H(15)N(5)O(2)S·C(2)H(2)Cl(4), was prepared from 4-(4-acetylphenyldiazendiyl)resorcinol and thiosemicarbazide and recrystallized from mixed solvent...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588558/ https://www.ncbi.nlm.nih.gov/pubmed/28932452 http://dx.doi.org/10.1107/S2056989017010830 |
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author | Riyadh, Sayed Hughes, David L. Said, Musa A |
author_facet | Riyadh, Sayed Hughes, David L. Said, Musa A |
author_sort | Riyadh, Sayed |
collection | PubMed |
description | The title compound, [(1-{4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]phenyl}ethylidene)amino]thiourea, 1,1,2,2-tetrachloroethane monosolvate, C(15)H(15)N(5)O(2)S·C(2)H(2)Cl(4), was prepared from 4-(4-acetylphenyldiazendiyl)resorcinol and thiosemicarbazide and recrystallized from mixed solvents of tetrachloroethane and n-hexane. (1)H NMR and X-ray diffraction data are in support of the thione tautomeric form. The X-ray analysis shows the molecule crystallizes as a zwitterion, with proton transfer from the nominal phenol to the azide group; the N—N bond length is 1.291 (5) Å, and an intramolecular N—H⋯O hydrogen bond is formed. In the crystal, N—H⋯O, N—H⋯N and O—H⋯S hydrogen bonds connect the molecules into a three-dimensional network. The tetrachloroethane solvent molecules are linked to this network through weak C—H⋯O linkages. |
format | Online Article Text |
id | pubmed-5588558 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-55885582017-09-20 Crystal structure of a 1,1,2,2-tetrachloroethane-solvated hydrazinecarbothioamide compound Riyadh, Sayed Hughes, David L. Said, Musa A Acta Crystallogr E Crystallogr Commun Research Communications The title compound, [(1-{4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]phenyl}ethylidene)amino]thiourea, 1,1,2,2-tetrachloroethane monosolvate, C(15)H(15)N(5)O(2)S·C(2)H(2)Cl(4), was prepared from 4-(4-acetylphenyldiazendiyl)resorcinol and thiosemicarbazide and recrystallized from mixed solvents of tetrachloroethane and n-hexane. (1)H NMR and X-ray diffraction data are in support of the thione tautomeric form. The X-ray analysis shows the molecule crystallizes as a zwitterion, with proton transfer from the nominal phenol to the azide group; the N—N bond length is 1.291 (5) Å, and an intramolecular N—H⋯O hydrogen bond is formed. In the crystal, N—H⋯O, N—H⋯N and O—H⋯S hydrogen bonds connect the molecules into a three-dimensional network. The tetrachloroethane solvent molecules are linked to this network through weak C—H⋯O linkages. International Union of Crystallography 2017-08-01 /pmc/articles/PMC5588558/ /pubmed/28932452 http://dx.doi.org/10.1107/S2056989017010830 Text en © Riyadh et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Riyadh, Sayed Hughes, David L. Said, Musa A Crystal structure of a 1,1,2,2-tetrachloroethane-solvated hydrazinecarbothioamide compound |
title | Crystal structure of a 1,1,2,2-tetrachloroethane-solvated hydrazinecarbothioamide compound |
title_full | Crystal structure of a 1,1,2,2-tetrachloroethane-solvated hydrazinecarbothioamide compound |
title_fullStr | Crystal structure of a 1,1,2,2-tetrachloroethane-solvated hydrazinecarbothioamide compound |
title_full_unstemmed | Crystal structure of a 1,1,2,2-tetrachloroethane-solvated hydrazinecarbothioamide compound |
title_short | Crystal structure of a 1,1,2,2-tetrachloroethane-solvated hydrazinecarbothioamide compound |
title_sort | crystal structure of a 1,1,2,2-tetrachloroethane-solvated hydrazinecarbothioamide compound |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588558/ https://www.ncbi.nlm.nih.gov/pubmed/28932452 http://dx.doi.org/10.1107/S2056989017010830 |
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