4-(4-Carb­oxy-1,3-thia­zol-2-yl)pyridinium 3-carb­oxy-4-hydroxy­benzene­sulfonate dihydrate

Du, Z.-X.; Li, J.-X.

doi:10.1107/S1600536808030924

Volume 64
Part 10
Page o2044
October 2008

Received 1 September 2008
Accepted 25 September 2008
Online 30 September 2008

Key indicators
Single-crystal X-ray study
T = 291 K
Mean (C-C) = 0.002 Å
R = 0.032
wR = 0.092
Data-to-parameter ratio = 12.7
Details

4-(4-Carboxy-1,3-thiazol-2-yl)pyridinium 3-carboxy-4-hydroxybenzenesulfonate dihydrate

Zhong-Xiang Du ^a ^* and Jun-Xia Li ^a

^aDepartment of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, People's Republic of China
Correspondence e-mail: dzx6281@126.com

In the crystal structure of the title compound, C₉H₇N₂O₂S⁺·C₇H₅O₆S^-·2H₂O, an H atom from the 5-sulfosalicylic acid is transferred to the pyridyl N atom, forming a salt. The dihedral angle between the thiazole and pyridinium rings is 5.909 (5)°. The crystal packing is determined by O-HO and N-HO hydrogen bonds involving water molecules.

Related literature

For related structures, see: Chen et al. (2007); Ellsworth et al. (2006); Su et al. (2004).

Experimental

Crystal data

C₉H₇N₂O₂S⁺·C₇H₅O₆S^-·2H₂O
M_r = 460.43
Triclinic, $[P \overline 1]$
a = 8.6234 (14) Å
b = 10.6065 (17) Å
c = 10.7979 (17) Å
= 97.799 (2)°
= 94.479 (2)°
= 99.885 (2)°
V = 958.7 (3) Å³
Z = 2
Mo K radiation
= 0.34 mm^-1
T = 291 (2) K
0.44 × 0.29 × 0.24 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.867, T_max = 0.924
7016 measured reflections
3494 independent reflections
3095 reflections with I > 2(I)
R_int = 0.014

Refinement

R[F² > 2(F²)] = 0.032
wR(F²) = 0.092
S = 1.03
3494 reflections
275 parameters
6 restraints
H-atom parameters constrained
_max = 0.31 e Å^-3
_min = -0.29 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1O2	0.82	1.88	2.599 (2)	146
O3-H3O9	0.82	1.71	2.5269 (17)	171
O8-H8O4ⁱ	0.82	1.89	2.6979 (18)	171
O9-H1WO6ⁱⁱ	0.84	1.93	2.753 (2)	165
O9-H2WO5ⁱⁱⁱ	0.83	1.89	2.713 (2)	172
O10-H3WO2	0.81	2.32	2.9001 (19)	129
O10-H4WO7^iv	0.81	2.27	2.835 (2)	128
N2-H2DO10^v	0.86	1.86	2.689 (2)	162
Symmetry codes: (i) -x+1, -y, -z; (ii) x, y+1, z; (iii) -x, -y+1, -z+1; (iv) x, y+1, z+1; (v) -x+1, -y+2, -z+1.

Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2; data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: KP2193 ).

Acknowledgements

This work was supported by the National Natural Science Foundation of China (No. 20471026) and the Natural Science Foundation of Henan Province (No. 0311021200).

References

Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Chen, X. D., Wu, H. F., Zhao, X. H., Zhao, X. J. & Du, M. (2007). Cryst. Growth Des. 7, 124-131.
Ellsworth, J. M., Su, C. Y., Khaliq, Z., Hipp, R. E., Goforth, A. M., Smith, M. D. & Loye, H. C. (2006). J. Mol. Struct. 796, 86-94.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Su, C. Y., Smith, M. D., Goforth, A. M. & Loye, H. C. (2004). Inorg. Chem. 43, 6881-6883.

organic compounds