8-Ammonio­naphthalene-2-sulfonate monohydrate: the zwitterionic hydrate of 1,7-Cleve’s acid

The structure of 8-amino-2-naphthalene­sulfonic acid monohydrate (1,7-Cleve’s acid hydrate), C(10)H(9)NO(3)S·H(2)O, shows the presence of a sulfonate–aminium group zwitterion, both groups and the water mol­ecule of solvation giving cyclic R (3) (3)(8) O—H⋯O and N—H⋯O inter­molecular hydrogen-bonding...

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Detalles Bibliográficos
Autores principales: Smith, Graham, Wermuth, Urs D., Young, David J.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969967/
https://www.ncbi.nlm.nih.gov/pubmed/21577525
http://dx.doi.org/10.1107/S1600536809030396
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author Smith, Graham
Wermuth, Urs D.
Young, David J.
author_facet Smith, Graham
Wermuth, Urs D.
Young, David J.
author_sort Smith, Graham
collection PubMed
description The structure of 8-amino-2-naphthalene­sulfonic acid monohydrate (1,7-Cleve’s acid hydrate), C(10)H(9)NO(3)S·H(2)O, shows the presence of a sulfonate–aminium group zwitterion, both groups and the water mol­ecule of solvation giving cyclic R (3) (3)(8) O—H⋯O and N—H⋯O inter­molecular hydrogen-bonding inter­actions, forming chains which extend down the a axis of the unit cell. Additional peripheral associations, including weak aromatic ring π–π inter­actions [centroid–centroid distance = 3.6299 (15) Å], result in a two-dimensional sheet structure.
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spelling pubmed-29699672010-12-30 8-Ammonio­naphthalene-2-sulfonate monohydrate: the zwitterionic hydrate of 1,7-Cleve’s acid Smith, Graham Wermuth, Urs D. Young, David J. Acta Crystallogr Sect E Struct Rep Online Organic Papers The structure of 8-amino-2-naphthalene­sulfonic acid monohydrate (1,7-Cleve’s acid hydrate), C(10)H(9)NO(3)S·H(2)O, shows the presence of a sulfonate–aminium group zwitterion, both groups and the water mol­ecule of solvation giving cyclic R (3) (3)(8) O—H⋯O and N—H⋯O inter­molecular hydrogen-bonding inter­actions, forming chains which extend down the a axis of the unit cell. Additional peripheral associations, including weak aromatic ring π–π inter­actions [centroid–centroid distance = 3.6299 (15) Å], result in a two-dimensional sheet structure. International Union of Crystallography 2009-08-08 /pmc/articles/PMC2969967/ /pubmed/21577525 http://dx.doi.org/10.1107/S1600536809030396 Text en © Smith 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
Smith, Graham
Wermuth, Urs D.
Young, David J.
8-Ammonio­naphthalene-2-sulfonate monohydrate: the zwitterionic hydrate of 1,7-Cleve’s acid
title 8-Ammonio­naphthalene-2-sulfonate monohydrate: the zwitterionic hydrate of 1,7-Cleve’s acid
title_full 8-Ammonio­naphthalene-2-sulfonate monohydrate: the zwitterionic hydrate of 1,7-Cleve’s acid
title_fullStr 8-Ammonio­naphthalene-2-sulfonate monohydrate: the zwitterionic hydrate of 1,7-Cleve’s acid
title_full_unstemmed 8-Ammonio­naphthalene-2-sulfonate monohydrate: the zwitterionic hydrate of 1,7-Cleve’s acid
title_short 8-Ammonio­naphthalene-2-sulfonate monohydrate: the zwitterionic hydrate of 1,7-Cleve’s acid
title_sort 8-ammonio­naphthalene-2-sulfonate monohydrate: the zwitterionic hydrate of 1,7-cleve’s acid
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969967/
https://www.ncbi.nlm.nih.gov/pubmed/21577525
http://dx.doi.org/10.1107/S1600536809030396
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