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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...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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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. |
format | Text |
id | pubmed-2969712 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT pavlovicgordana s2amino5dimethylammoniophenylsulfothioate AT racanelivio s2amino5dimethylammoniophenylsulfothioate AT tralickulenovicvesna s2amino5dimethylammoniophenylsulfothioate |