[Journal logo]

Volume 69 
Part 2 
Page o279  
February 2013  

Received 24 December 2012
Accepted 17 January 2013
Online 23 January 2013

Key indicators
Single-crystal X-ray study
T = 295 K
Mean [sigma](C-C) = 0.002 Å
R = 0.043
wR = 0.128
Data-to-parameter ratio = 16.4
Details
Open access

4-Methylpyridinium 4-hydroxybenzoate

aDepartment of Physics, Presidency College, Chennai 600 005, India, and bDepartment of Physics, CPCL Polytechnic College, Chennai 600 068, India
Correspondence e-mail: chakkaravarthi_2005@yahoo.com, mohan66@hotmail.com

In the crystal structure of the title salt, C6H8N+·C7H5O3-, the anions and cations are linked by classical N-H...O hydrogen bonds. The anions are connected by pairs of C-H...O hydrogen bonds into inversion dimers and further linked by classical O-H...O hydrogen bonds. Weak [pi]-[pi] interactions [centroid-centroid distances = 3.740 (3) and 3.855 (3) Å] also occur. The dihedral angle between the CO2- group and the benzene ring to which it is attached is 20.95 (8)°.

Related literature

For biological applications of picolinium-containing compounds, see: Butler & Walker (1993[Butler, A. & Walker, J. V. (1993). Chem. Rev. 93, 1937-1944.]); Roy et al. (2001[Roy, S. C., Guin, C., Rana, K. K. & Maiti, G. (2001). Tetrahedron Lett. 42, 6941-6942.]). 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
  • C6H8N+·C7H5O3-

  • Mr = 231.24

  • Monoclinic, P 21 /c

  • a = 7.479 (5) Å

  • b = 11.671 (4) Å

  • c = 13.520 (5) Å

  • [beta] = 100.217 (5)°

  • V = 1161.4 (10) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.10 mm-1

  • T = 295 K

  • 0.24 × 0.20 × 0.18 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 = 0.978, Tmax = 0.983

  • 11741 measured reflections

  • 2564 independent reflections

  • 1939 reflections with I > 2[sigma](I)

  • Rint = 0.029

Refinement
  • R[F2 > 2[sigma](F2)] = 0.043

  • wR(F2) = 0.128

  • S = 1.06

  • 2564 reflections

  • 156 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.38 e Å-3

  • [Delta][rho]min = -0.34 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1...O2i 0.82 1.85 2.6707 (19) 176
N1-H1A...O3ii 0.86 1.73 2.5889 (19) 173
C2-H2...O1iii 0.93 2.60 3.485 (2) 160
Symmetry codes: (i) [x, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]; (ii) -x+1, -y, -z+1; (iii) -x+1, -y, -z.

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: RK2392 ).


Acknowledgements

MK would like to thank Council of Scientific and Industrial Research, New Delhi, India, for providing financial support [project No. 03 (1200)/11/EMR-II].

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.
Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Butler, A. & Walker, J. V. (1993). Chem. Rev. 93, 1937-1944.  [CrossRef] [ChemPort] [ISI]
Roy, S. C., Guin, C., Rana, K. K. & Maiti, G. (2001). Tetrahedron Lett. 42, 6941-6942.  [ISI] [CrossRef] [ChemPort]
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 (2013). E69, o279  [ doi:10.1107/S1600536813001785 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.