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Synthesis and crystal structure of ((E)-{2-[(E)-(4-hydroxynaphthalen-1-yl)methylidene]hydrazin-1-yl}(methylsulfanyl)methylidene)azanium hydrogen sulfate monohydrate
In the title hydrated molecular salt, C(13)H(14)N(3)S(+)·HSO(4) (−)·H(2)O, the protonation of the azomethine N atom in sulfuric acid medium involves the formation of the bisulfate anion. The molecular structure of the cation is obtained from the thiol tautomer of thiosemicarbazone wherein the na...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5120717/ https://www.ncbi.nlm.nih.gov/pubmed/27920927 http://dx.doi.org/10.1107/S2056989016013232 |
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author | Nehar, Oussama Louhibi, Samira Boukli-Hacene, Leila Roisnel, Thierry |
author_facet | Nehar, Oussama Louhibi, Samira Boukli-Hacene, Leila Roisnel, Thierry |
author_sort | Nehar, Oussama |
collection | PubMed |
description | In the title hydrated molecular salt, C(13)H(14)N(3)S(+)·HSO(4) (−)·H(2)O, the protonation of the azomethine N atom in sulfuric acid medium involves the formation of the bisulfate anion. The molecular structure of the cation is obtained from the thiol tautomer of thiosemicarbazone wherein the naphthalene moiety and the conjugation of the bonds contribute to the planarity of the molecular skeleton. In the crystal, the cation, anion and water molecule of crystallization are linked by a series of O—H⋯O and N—H⋯O hydrogen bonds, forming a three-dimensional network. Within this network, there are also C—H⋯π interactions present involving symmetry-related naphthalene rings. |
format | Online Article Text |
id | pubmed-5120717 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-51207172016-12-05 Synthesis and crystal structure of ((E)-{2-[(E)-(4-hydroxynaphthalen-1-yl)methylidene]hydrazin-1-yl}(methylsulfanyl)methylidene)azanium hydrogen sulfate monohydrate Nehar, Oussama Louhibi, Samira Boukli-Hacene, Leila Roisnel, Thierry Acta Crystallogr E Crystallogr Commun Research Communications In the title hydrated molecular salt, C(13)H(14)N(3)S(+)·HSO(4) (−)·H(2)O, the protonation of the azomethine N atom in sulfuric acid medium involves the formation of the bisulfate anion. The molecular structure of the cation is obtained from the thiol tautomer of thiosemicarbazone wherein the naphthalene moiety and the conjugation of the bonds contribute to the planarity of the molecular skeleton. In the crystal, the cation, anion and water molecule of crystallization are linked by a series of O—H⋯O and N—H⋯O hydrogen bonds, forming a three-dimensional network. Within this network, there are also C—H⋯π interactions present involving symmetry-related naphthalene rings. International Union of Crystallography 2016-08-26 /pmc/articles/PMC5120717/ /pubmed/27920927 http://dx.doi.org/10.1107/S2056989016013232 Text en © Nehar et al. 2016 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 | Research Communications Nehar, Oussama Louhibi, Samira Boukli-Hacene, Leila Roisnel, Thierry Synthesis and crystal structure of ((E)-{2-[(E)-(4-hydroxynaphthalen-1-yl)methylidene]hydrazin-1-yl}(methylsulfanyl)methylidene)azanium hydrogen sulfate monohydrate |
title | Synthesis and crystal structure of ((E)-{2-[(E)-(4-hydroxynaphthalen-1-yl)methylidene]hydrazin-1-yl}(methylsulfanyl)methylidene)azanium hydrogen sulfate monohydrate |
title_full | Synthesis and crystal structure of ((E)-{2-[(E)-(4-hydroxynaphthalen-1-yl)methylidene]hydrazin-1-yl}(methylsulfanyl)methylidene)azanium hydrogen sulfate monohydrate |
title_fullStr | Synthesis and crystal structure of ((E)-{2-[(E)-(4-hydroxynaphthalen-1-yl)methylidene]hydrazin-1-yl}(methylsulfanyl)methylidene)azanium hydrogen sulfate monohydrate |
title_full_unstemmed | Synthesis and crystal structure of ((E)-{2-[(E)-(4-hydroxynaphthalen-1-yl)methylidene]hydrazin-1-yl}(methylsulfanyl)methylidene)azanium hydrogen sulfate monohydrate |
title_short | Synthesis and crystal structure of ((E)-{2-[(E)-(4-hydroxynaphthalen-1-yl)methylidene]hydrazin-1-yl}(methylsulfanyl)methylidene)azanium hydrogen sulfate monohydrate |
title_sort | synthesis and crystal structure of ((e)-{2-[(e)-(4-hydroxynaphthalen-1-yl)methylidene]hydrazin-1-yl}(methylsulfanyl)methylidene)azanium hydrogen sulfate monohydrate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5120717/ https://www.ncbi.nlm.nih.gov/pubmed/27920927 http://dx.doi.org/10.1107/S2056989016013232 |
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