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S-2-Amino-5-(dimethyl­ammonio)phenyl sulfothio­ate

The title compound, C(8)H(12)N(2)O(3)S(2), has been isolated as an inter­mediate in the synthesis of methyl­ene blue dye, the best known phenothia­zine dye, and structurally characterized as a zwitterion. The crystal structure is dominated by inter­molecular N—H⋯O hydrogen bonds between the amine an...

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Detalles Bibliográficos
Autores principales: Pavlović, Gordana, Racané, Livio, Tralić-Kulenović, Vesna
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969712/
https://www.ncbi.nlm.nih.gov/pubmed/21583084
http://dx.doi.org/10.1107/S1600536809016158
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author Pavlović, Gordana
Racané, Livio
Tralić-Kulenović, Vesna
author_facet Pavlović, Gordana
Racané, Livio
Tralić-Kulenović, Vesna
author_sort Pavlović, Gordana
collection PubMed
description The title compound, C(8)H(12)N(2)O(3)S(2), has been isolated as an inter­mediate in the synthesis of methyl­ene blue dye, the best known phenothia­zine dye, and structurally characterized as a zwitterion. The crystal structure is dominated by inter­molecular N—H⋯O hydrogen bonds between the amine and sulfothio­ate groups, with graph-set motif C(9)R (2) (2)(8), involving anti­parallel chains and a centrosymmetric eight-membered ring. A hydrogen bond with graph-set motif R (2) (2)(14) between the ammonium and sulfothio­ate groups completes the two-dimensional network in the ab plane. Inter­molecular C—H⋯O hydrogen bonds are also present in the crystal.
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spelling pubmed-29697122010-12-30 S-2-Amino-5-(dimethyl­ammonio)phenyl sulfothio­ate Pavlović, Gordana Racané, Livio Tralić-Kulenović, Vesna Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(8)H(12)N(2)O(3)S(2), has been isolated as an inter­mediate in the synthesis of methyl­ene blue dye, the best known phenothia­zine dye, and structurally characterized as a zwitterion. The crystal structure is dominated by inter­molecular N—H⋯O hydrogen bonds between the amine and sulfothio­ate groups, with graph-set motif C(9)R (2) (2)(8), involving anti­parallel chains and a centrosymmetric eight-membered ring. A hydrogen bond with graph-set motif R (2) (2)(14) between the ammonium and sulfothio­ate groups completes the two-dimensional network in the ab plane. Inter­molecular C—H⋯O hydrogen bonds are also present in the crystal. International Union of Crystallography 2009-05-07 /pmc/articles/PMC2969712/ /pubmed/21583084 http://dx.doi.org/10.1107/S1600536809016158 Text en © Pavlović et al. 2009 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
Pavlović, Gordana
Racané, Livio
Tralić-Kulenović, Vesna
S-2-Amino-5-(dimethyl­ammonio)phenyl sulfothio­ate
title S-2-Amino-5-(dimethyl­ammonio)phenyl sulfothio­ate
title_full S-2-Amino-5-(dimethyl­ammonio)phenyl sulfothio­ate
title_fullStr S-2-Amino-5-(dimethyl­ammonio)phenyl sulfothio­ate
title_full_unstemmed S-2-Amino-5-(dimethyl­ammonio)phenyl sulfothio­ate
title_short S-2-Amino-5-(dimethyl­ammonio)phenyl sulfothio­ate
title_sort s-2-amino-5-(dimethyl­ammonio)phenyl sulfothio­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969712/
https://www.ncbi.nlm.nih.gov/pubmed/21583084
http://dx.doi.org/10.1107/S1600536809016158
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