2-Carb­oxy­pyridinium maleate

Pandi, P.; Peramaiyan, G.; Akilan, R.; Chakkaravarthi, G.; Mohankumar, R.

doi:10.1107/S1600536812041177

Volume 68
Part 11
Page o3081
November 2012

Received 1 September 2012
Accepted 1 October 2012
Online 6 October 2012

Key indicators
Single-crystal X-ray study
T = 295 K
Mean (C-C) = 0.004 Å
R = 0.071
wR = 0.199
Data-to-parameter ratio = 16.5
Details

2-Carboxypyridinium maleate

P. Pandi,^a G. Peramaiyan,^b R. Akilan,^c G. Chakkaravarthi ^d ^* and R. Mohankumar ^b ^*

^aDepartment of Physics, Panimalar Engineering College, Chennai 600 123, India,^bDepartment of Physics, Presidency College, Chennai 600 005, India,^cDepartment of Physics, Aksheyaa College of Engineering, Kancheepuram 603 314, India, and ^dDepartment of Physics, CPCL Polytechnic College, Chennai 600 068, India
Correspondence e-mail: chakkaravarthi_2005@yahoo.com, mohan66@hotmail.com

In the title molecular salt, C₆H₆NO₂⁺^.C₄H₃O₄^-, the 2-carboxypyridinium cation is essentially planar with a maximum deviation of 0.003 (3) Å. In the crystal, adjacent cations and anions are linked by an extensive system of weak N-HO, O-HO and C-HO interactions, forming a layer parallel to the ab plane.

Related literature

For details of pyridine and its derivatives, see: Banerjee & Murugavel (2004); Bis et al. (2006). For bond-length data, see: Allen et al. (1987).

Experimental

Crystal data

C₆H₆NO₂·C₄H₃O₄
M_r = 239.18
Monoclinic, P 2₁ /c
a = 14.6498 (9) Å
b = 10.3976 (8) Å
c = 6.9067 (5) Å
= 100.089 (3)°
V = 1035.78 (13) Å³
Z = 4
Mo K radiation
= 0.13 mm^-1
T = 295 K
0.24 × 0.20 × 0.16 mm

Data collection

Bruker Kappa APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.970, T_max = 0.980
9722 measured reflections
2557 independent reflections
2092 reflections with I > 2(I)
R_int = 0.027

Refinement

R[F² > 2(F²)] = 0.071
wR(F²) = 0.199
S = 1.10
2557 reflections
155 parameters
H-atom parameters constrained
_max = 0.43 e Å^-3
_min = -0.33 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1O2	0.86	2.28	2.639 (3)	105
O5-H5AO4	0.82	1.73	2.540 (3)	168
N1-H1O1ⁱ	0.86	2.02	2.725 (3)	139
O2-H2AO3ⁱⁱ	0.82	1.71	2.463 (3)	152
C2-H2O2ⁱⁱⁱ	0.93	2.54	3.462 (4)	170
C3-H3O6^iv	0.93	2.59	3.221 (4)	125
C5-H5O4^v	0.93	2.40	3.251 (4)	152
C8-H8O6^vi	0.93	2.40	3.285 (4)	158
Symmetry codes: (i) $[-x+1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (ii) -x+1, -y, -z; (iii) $[-x+1, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (iv) -x+2, -y, -z+1; (v) $[x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ ; (vi) $[-x+2, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RK2380 ).

Acknowledgements

The authors wish to acknowledge the SAIF, IIT Madras, for the data collection.

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Banerjee, S. & Murugavel, R. (2004). Cryst. Growth Des. 4, 545-552.
Bis, J. A., McLaughlin, O. L., Vishweshwar, P. & Zaworotko, M. J. (2006). Cryst. Growth Des. 6, 2648-2650.
Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS, University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.

organic compounds