Acta Crystallographica Section C

Crystal Structure Communications

Volume 59, Part 6 (June 2003)


organic compounds



Acta Cryst. (2003). C59, o332-o334    [ doi:10.1107/S0108270103008333 ]

Two bis(ammonium) 1,5-naphthalenedisulfonate salts

S. Sakwa and K. A. Wheeler

Abstract: The title compounds, bis(ammonium) naphthalene-1,5-disulfonate, 2NH4+·C10H6O6S22-, and bis[1-(hydroxymethyl)-3,5,7-triaza-1-azoniatricyclo[3.3.1.13,7]decane] 1,5-naphthalenedisulfonate, 2C7H15N4O+·C10H6O6S22-, were prepared from the acid-promoted reaction of hexamethylenetetramine. In both structures, the disulfonate anion is positioned on an inversion center, with each sulfonate group contributing to the supramolecular assemblies via hydrogen bonds. The ammonium cations are linked to sulfonate groups by four distinct N+-H...-O-S contacts [N...O = 2.846 (2)-2.898 (2) Å and N-H...O = 160 (2)-175 (2)°], whereas the 1-(hydroxymethyl)-3,5,7-triaza-1-azoniatricyclo[3.3.1.13,7]decane cations form one O-H...-O-S [O...O = 2.628 (2) Å and O-H...O = 176°] and three C-H...-O-S [C...O = 3.359 (2)-3.380 (2) Å and C-H...O = 148-155°] interactions to neighboring sulfonate groups.

Formula: 2NH4+·C10H6O6S22- and 2C7H15N4O+·C10H6O6S22-


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Structure factor file (CIF format) (73.8 kbytes)
Contains datablock I


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Structure factor file (CIF format) (152.2 kbytes)
Contains datablock 2


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