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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...

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Autores principales: Nehar, Oussama, Louhibi, Samira, Boukli-Hacene, Leila, Roisnel, Thierry
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
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.
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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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