Received 8 March 2013
In the asymmetric unit of the title hydrated salt, 2C6H6N3+·SO42-·2H2O, there are two independent sulfate ions, one lying on a twofold axis, and the other in a general position. There are three independent benzotriazolium cations and three independent water molecules. The sulfate ion in a general position forms hydrogen-bonded chains of stoichiometry SO42-·3H2O in the b-axis direction. The sulfate on the twofold axis is unhydrated and accepts hydrogen bonds from four surrounding benzotriazoles. The benzotriazolium cations form two types of stacks along b. One stack contains only one type of independent cation, related by inversion centers. The other stack contains two alternating independent cations and no symmetry. The two types of stacks have orientations which are rotated by about 79° in the ac plane. 12 symmetrically distinct hydrogen bonds of type N-HO(sulfate), N-HO(water), O-HO(sulfate) and O-HO(water), with donor-acceptor distances in the range 2.5490 (13)-2.7871 (12) Å, form a three-dimensional array.
For the structure of benzotriazole hydrogensulfate, see: Giordano (1980); Meléndez et al. (1996); Ramos-Organillo & Contreras (2007). For the structure of benzotriazolium dihydrogen phosphate, see: Emsley et al. (1985) and for the structure of benzotriazolium perchlorate monohydrate, see: Sieron (2007). For the preparation and purification of benzotriazole with discussion of impurities, see: Damschroder & Peterson (1955); Miller & Schlaudecker (1958); Howard & Popplewell (1967); Spatz & Evans (1973). For a purification method for aryltriazoles as their sulfate salts, see: Belter (2013).
Data collection: APEX2 (Bruker, 2006); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZL2540 ).
Upgrade of the diffractometer was made possible by grant No. LEQSF(2011-12)-ENH-TR-01, administered by the Louisiana Board of Regents.
Belter, R. K. (2013). US Patent Appl. In preparation.
Bruker (2006). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Damschroder, R. E. & Peterson, W. D. (1955). Org. Synth. Coll. Vol. 3, pp. 106-107.
Emsley, J., Reza, N. M., Dawes, H. M. & Hursthouse, M. B. (1985). J. Chem. Soc. Chem. Commun. pp. 1458-1460.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Giordano, F. (1980). Acta Cryst. B36, 2458-2460.
Howard, D. K. & Popplewell, A. F. (1967). US Patent No. 3334054.
Meléndez, R., Robinson, F. & Zaworotko, M. J. (1996). Supramol. Chem. 7, 275-293.
Miller, E. B. & Schlaudecker, G. F. (1958). US Patent No. 2861078.
Ramos-Organillo, A. & Contreras, R. (2007). Acta Cryst. C63, o501-o503.
Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Sieron, L. (2007). Acta Cryst. E63, o2089-o2090.
Spatz, S. M. & Evans, F. E. (1973). US Patent No. 3732239.