Bis(3-hy­droxy­propanaminium) naphthalene-1,5-disulfonate

Jin, Y.

doi:10.1107/S1600536811053141

Volume 68
Part 1
Page o212
January 2012

Received 9 November 2011
Accepted 9 December 2011
Online 21 December 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.004 Å
R = 0.054
wR = 0.156
Data-to-parameter ratio = 17.7
Details

Bis(3-hydroxypropanaminium) naphthalene-1,5-disulfonate

Yu Jin ^a ^*

^aOrdered Matter Science Research Center, Southeast University, Nanjing 211189, People's Republic of China
Correspondence e-mail: jinyunihao@yahoo.cn

In the title molecular salt, 2C₃H₁₀NO⁺·C₁₀H₆O₆S₂^2-, the cations and anions are associated via N-HO and O-HO hydrogen-bonding interactions, giving rise to a three-dimensional structure with zigzag rows of cations lying between rows of anions. The asymmetric unit contains one cation and one half-anion, which is related to the remainder of the molecule by an inversion center.

Related literature

The title compound was studied as part of a search for simple ferroelectric compounds. For general background to ferroelectric metal-organic frameworks, see: Ye et al. (2006); Zhang et al. (2008, 2009, 2010); Fu et al. (2009).

Experimental

Crystal data

2C₃H₁₀NO⁺·C₁₀H₆O₆S₂^2-
M_r = 438.51
Monoclinic, P 2₁ /c
a = 10.004 (2) Å
b = 8.8311 (18) Å
c = 11.183 (2) Å
= 92.79 (3)°
V = 986.8 (3) Å³
Z = 2
Mo K radiation
= 0.32 mm^-1
T = 293 K
0.3 × 0.3 × 0.2 mm

Data collection

Rigaku Mercury CCD diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) T_min = 0.489, T_max = 1.000
9820 measured reflections
2268 independent reflections
2135 reflections with I > 2(I)
R_int = 0.029

Refinement

R[F² > 2(F²)] = 0.054
wR(F²) = 0.156
S = 1.08
2268 reflections
128 parameters
H-atom parameters constrained
_max = 0.58 e Å^-3
_min = -0.63 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O4-H4AO1ⁱ	0.82	1.95	2.772 (3)	177
N1-H1DO3ⁱⁱ	0.89	1.93	2.768 (3)	157
N1-H1CO4ⁱⁱⁱ	0.89	2.07	2.854 (3)	147
Symmetry codes: (i) x-1, y, z; (ii) $[-x+1, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (iii) $[x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ .

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; 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: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: EZ2272 ).

Acknowledgements

The author thanks the Ordered Matter Science Research Center, Southeast University, for its excellent experimental conditions and its generous financial support.

References

Fu, D.-W., Ge, J.-Z., Dai, J., Ye, H.-Y. & Qu, Z.-R. (2009). Inorg. Chem. Commun. 12, 994-997.
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Ye, Q., Song, Y.-M., Wang, G.-X., Chen, K. & Fu, D.-W. (2006). J. Am. Chem. Soc. 128, 6554-6555.
Zhang, W., Li, Z.-C., Xiong, R.-G., Nakamura, T. & Huang, S.-P. (2009). J. Am. Chem. Soc. 131, 12544-12545.
Zhang, W., Xiong, R.-G. & Huang, S.-P. D. (2008). J. Am. Chem. Soc. 130, 10468-10469.
Zhang, W., Ye, H.-Y., Cai, H.-L., Ge, J.-Z. & Xiong, R.-G. (2010). J. Am. Chem. Soc. 132, 7300-7302.

organic compounds