4-Methyl­pyridinium 4-hy­droxy­benzoate

Sudhahar, S.; Krishnakumar, M.; Sornamurthy, B.M.; Chakkaravarthi, G.; Mohankumar, R.

doi:10.1107/S1600536813001785

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 (C-C) = 0.002 Å
R = 0.043
wR = 0.128
Data-to-parameter ratio = 16.4
Details

4-Methylpyridinium 4-hydroxybenzoate

S. Sudhahar,^a M. Krishnakumar,^a B. M. Sornamurthy,^a G. Chakkaravarthi ^b ^* and R. Mohankumar ^a ^*

^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-HO hydrogen bonds. The anions are connected by pairs of C-HO hydrogen bonds into inversion dimers and further linked by classical O-HO 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); Roy et al. (2001). For bond-length data, see: Allen et al. (1987).

Experimental

Crystal data

C₆H₈N⁺·C₇H₅O₃^-
M_r = 231.24
Monoclinic, P 2₁ /c
a = 7.479 (5) Å
b = 11.671 (4) Å
c = 13.520 (5) Å
= 100.217 (5)°
V = 1161.4 (10) Å³
Z = 4
Mo K radiation
= 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) T_min = 0.978, T_max = 0.983
11741 measured reflections
2564 independent reflections
1939 reflections with I > 2(I)
R_int = 0.029

Refinement

R[F² > 2(F²)] = 0.043
wR(F²) = 0.128
S = 1.06
2564 reflections
156 parameters
H-atom parameters constrained
_max = 0.38 e Å^-3
_min = -0.34 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1O2ⁱ	0.82	1.85	2.6707 (19)	176
N1-H1AO3ⁱⁱ	0.86	1.73	2.5889 (19)	173
C2-H2O1ⁱⁱⁱ	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); 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: 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.
Roy, S. C., Guin, C., Rana, K. K. & Maiti, G. (2001). Tetrahedron Lett. 42, 6941-6942.
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