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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 [sigma](C-C) = 0.004 Å
R = 0.071
wR = 0.199
Data-to-parameter ratio = 16.5
Details
Open access

2-Carboxypyridinium maleate

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-H...O, O-H...O and C-H...O interactions, forming a layer parallel to the ab plane.

Related literature

For details of pyridine and its derivatives, see: Banerjee & Murugavel (2004[Banerjee, S. & Murugavel, R. (2004). Cryst. Growth Des. 4, 545-552.]); Bis et al. (2006[Bis, J. A., McLaughlin, O. L., Vishweshwar, P. & Zaworotko, M. J. (2006). Cryst. Growth Des. 6, 2648-2650.]). For bond-length data, see: Allen et al. (1987[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.]).

[Scheme 1]

Experimental

Crystal data
  • C6H6NO2·C4H3O4

  • Mr = 239.18

  • Monoclinic, P 21 /c

  • a = 14.6498 (9) Å

  • b = 10.3976 (8) Å

  • c = 6.9067 (5) Å

  • [beta] = 100.089 (3)°

  • V = 1035.78 (13) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 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[Sheldrick, G. M. (1996). SADABS, University of Göttingen, Germany.]) Tmin = 0.970, Tmax = 0.980

  • 9722 measured reflections

  • 2557 independent reflections

  • 2092 reflections with I > 2[sigma](I)

  • Rint = 0.027

Refinement
  • R[F2 > 2[sigma](F2)] = 0.071

  • wR(F2) = 0.199

  • S = 1.10

  • 2557 reflections

  • 155 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.43 e Å-3

  • [Delta][rho]min = -0.33 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1...O2 0.86 2.28 2.639 (3) 105
O5-H5A...O4 0.82 1.73 2.540 (3) 168
N1-H1...O1i 0.86 2.02 2.725 (3) 139
O2-H2A...O3ii 0.82 1.71 2.463 (3) 152
C2-H2...O2iii 0.93 2.54 3.462 (4) 170
C3-H3...O6iv 0.93 2.59 3.221 (4) 125
C5-H5...O4v 0.93 2.40 3.251 (4) 152
C8-H8...O6vi 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[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2004[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); 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.  [CSD] [CrossRef] [ChemPort]
Bis, J. A., McLaughlin, O. L., Vishweshwar, P. & Zaworotko, M. J. (2006). Cryst. Growth Des. 6, 2648-2650.  [CSD] [CrossRef] [ChemPort]
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.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]


Acta Cryst (2012). E68, o3081  [ doi:10.1107/S1600536812041177 ]

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