8-(Carboxy­methoxy)­quinolinium nitrate monohydrate

Sun, F.; Chen, L.; Fang, H.-C.; Lin, X.-M.; Cai, Y.-P.

doi:10.1107/S1600536808020357

Volume 64
Part 8
Page o1641
August 2008

Received 8 May 2008
Accepted 2 July 2008
Online 31 July 2008

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.003 Å
R = 0.040
wR = 0.108
Data-to-parameter ratio = 11.0
Details

8-(Carboxymethoxy)quinolinium nitrate monohydrate

Feng Sun,^a Li Chen,^a Hua-Cai Fang,^a Xiao-Ming Lin ^a and Yue-Peng Cai ^a ^*

^aSchool of Chemistry and Environment, South China Normal University, Guangzhou 510631, People's Republic of China
Correspondence e-mail: ypcai8@yahoo.com

In the title compound, C₁₁H₁₀NO₃⁺·NO₃^-·H₂O, the planar 8-carboxymethoxyquinolinium cation, the nitrate anion and the water molecule are dimerized by hydrogen bonds into square building-block units, and then further assembled into two-dimensional gently undulating supramolecular layers.

Related literature

For general background, see Czugler & Kalman (1981); Das et al. (1987); Song et al. (2004); Wang & Lu (2004).

Experimental

Crystal data

C₁₁H₁₀NO₃⁺·NO₃^-·H₂O
M_r = 284.23
Monoclinic, P 2₁ /n
a = 5.3577 (5) Å
b = 19.5100 (17) Å
c = 11.8959 (11) Å
= 94.663 (3)°
V = 1239.3 (2) Å³
Z = 4
Mo K radiation
= 0.13 mm^-1
T = 298 (2) K
0.25 × 0.22 × 0.16 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.968, T_max = 0.980
6235 measured reflections
2071 independent reflections
1376 reflections with I > 2(I)
R_int = 0.026

Refinement

R[F² > 2(F²)] = 0.040
wR(F²) = 0.107
S = 1.01
2071 reflections
189 parameters
3 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.14 e Å^-3
_min = -0.16 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1O7	0.86	1.81	2.652 (2)	166
O7-H7BO5ⁱ	0.841 (9)	2.610 (18)	3.140 (2)	122.3 (19)
O7-H7BO2ⁱⁱ	0.841 (9)	2.085 (16)	2.852 (2)	152 (2)
O7-H7AO1	0.852 (9)	2.52 (2)	2.943 (2)	111.6 (18)
O7-H7AO2	0.852 (9)	1.929 (11)	2.776 (2)	172 (3)
O3-H3O6ⁱⁱⁱ	0.82	2.63	3.192 (2)	127
O3-H3N2ⁱⁱⁱ	0.82	2.55	3.301 (3)	154
O3-H3O5ⁱⁱⁱ	0.82	1.77	2.587 (2)	175
Symmetry codes: (i) $[-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (ii) -x+2, -y+2, -z+1; (iii) $[x+{\script{1\over 2}}, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; 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: RN2043 ).

Acknowledgements

The work was supported by the National Natural Science Foundation of China (grant No. 20772037)and the NSF of Guangdong Province, China (grant No. 06025033).

References

Bruker (1998). SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (1999). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Czugler, M. & Kalman, A. (1981). J. Mol. Struct. 75, 29-37.
Das, V. G. K., Wei, C., Ng, S. W. & Mak, T. C. W. (1987). J. Organomet. Chem. 322, 33-47.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Song, R.-F., Wang, Y.-H. & Jiang, F. (2004). Acta Cryst. E60, m1695-m1696.
Wang, Y.-H. & Lu, F. (2004). Acta Cryst. C60, m557-m559.

organic compounds