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

Graham Smith; Urs D. Wermuth; David J. Young

doi:10.1107/S1600536809030396

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

Graham Smith, Urs D. Wermuth, David J. Young

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Abstract

The structure of 8-amino-2-naphthalene-sulfonic acid monohydrate (1,7-Cleve's acid hydrate), C₁₀H₉NO₃S· H₂O, shows the presence of a sulfonate-aminium group zwitterion, both groups and the water mol-ecule of solvation giving cyclic R 3 ³(8) O-H⋯O and N-H⋯O inter-molecular hydrogen-bonding inter-actions, forming chains which extend down the a axis of the unit cell. Additional peripheral associations, including weak aromatic ring π-π inter-actions [centroid-centroid distance = 3.6299 (15) Å], result in a two-dimensional sheet structure.

Original language	English
Pages (from-to)	o2110-o2110
Number of pages	1
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	E65
Issue number	Part 9
DOIs	https://doi.org/10.1107/S1600536809030396
Publication status	Published - 1 Sep 2009
Externally published	Yes

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abstract = "The structure of 8-amino-2-naphthalene-sulfonic acid monohydrate (1,7-Cleve's acid hydrate), C10H9NO3S· H2O, shows the presence of a sulfonate-aminium group zwitterion, both groups and the water mol-ecule of solvation giving cyclic R 3 3(8) O-H⋯O and N-H⋯O inter-molecular hydrogen-bonding inter-actions, forming chains which extend down the a axis of the unit cell. Additional peripheral associations, including weak aromatic ring π-π inter-actions [centroid-centroid distance = 3.6299 (15) {\AA}], result in a two-dimensional sheet structure.",

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