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Volume 69 
Part 4 
Page o610  
April 2013  

Received 6 November 2012
Accepted 21 March 2013
Online 28 March 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.002 Å
R = 0.041
wR = 0.122
Data-to-parameter ratio = 18.4
Details
Open access

2-Amino-6-methylpyridinium 4-hydroxybenzoate

aDepartment of Physics, M.A.M. School of Engineering, Siruganur, Tiruchirappalli 621 105, India,bCentre of Advanced Study in Crystallography and Biophysics, University of Madras, Guindy Campus, Chennai 600 025, India, and cDepartment of Physics, Anna University, BIT Campus, Tiruchirappalli 620 024, India
Correspondence e-mail: mnpsy2004@yahoo.com

In the title molecular salt, C6H9N2+·C7H5O3-, the dihedral angle between the benzene ring and the CO2 group in the anion is 6.1 (2)°. In the crystal, the cation and anion are linked by N-H...O and C-H...O hydrogen bonds, and the anions are connected by O-H...O hydrogen bonds, forming a three-dimensional network.

Related literature

For general background to methylpyridinium derivatives, see: Blessing (1986[Blessing, R. H. (1986). Acta Cryst. B42, 613-621.]); Brahadeeswaran et al. (2006[Brahadeeswaran, S., Onduka, S., Takagi, M., Takahashi, Y., Adachi, H., Yoshimura, M., Mori, Y. & Sasaki, T. (2006). J. Cryst. Growth, 292, 441-444.]); Brown (1976[Brown, I. D. (1976). Acta Cryst. A32, 24-31.]); Kvenvolden et al. (1971[Kvenvolden, K. A., Lawless, J. G. & Ponnamperuma, C. (1971). Proc. Natl Acad. Sci. USA, 68, 486-490.]); Tomaru et al. (1991[Tomaru, S., Matsumoto, S., Kurihara, T., Suzuki, H., Oobara, N. & Kaino, T. (1991). Appl. Phys. Lett. 58, 2583-2585.]).

[Scheme 1]

Experimental

Crystal data
  • C6H9N2+·C7H5O3-

  • Mr = 246.26

  • Monoclinic, P 21 /c

  • a = 11.9488 (3) Å

  • b = 9.2952 (3) Å

  • c = 12.4067 (3) Å

  • [beta] = 117.116 (2)°

  • V = 1226.51 (6) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.10 mm-1

  • T = 293 K

  • 0.20 × 0.18 × 0.17 mm

Data collection
  • Bruker SMART APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2008[Bruker (2008). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.981, Tmax = 0.984

  • 11403 measured reflections

  • 3084 independent reflections

  • 2471 reflections with I > 2[sigma](I)

  • Rint = 0.023

Refinement
  • R[F2 > 2[sigma](F2)] = 0.041

  • wR(F2) = 0.122

  • S = 1.04

  • 3084 reflections

  • 168 parameters

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.25 e Å-3

  • [Delta][rho]min = -0.20 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1...O1i 0.86 2.00 2.8499 (13) 169
N2-H2A...O2i 0.86 1.94 2.7879 (14) 168
N2-H2B...O1ii 0.86 2.18 2.9902 (14) 157
O3-H3A...O2iii 0.97 (2) 1.67 (2) 2.6281 (14) 168.5 (19)
C4-H4...O3iv 0.93 2.51 3.4134 (17) 163
Symmetry codes: (i) -x+1, -y+2, -z+1; (ii) [-x+1, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]; (iii) [-x+2, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]; (iv) -x+2, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2008[Bruker (2008). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). APEX2, SADABS 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: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and DIAMOND (Brandenburg, 1998[Brandenburg, K. (1998). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LX2273 ).


Acknowledgements

VK and SB are grateful to the Department of Science and Technology (DST), New Delhi, India, for financial support through grant SR/FTP/PS-53/2007 Dt. 22-08-08.

References

Blessing, R. H. (1986). Acta Cryst. B42, 613-621.  [CrossRef] [ISI] [details]
Brahadeeswaran, S., Onduka, S., Takagi, M., Takahashi, Y., Adachi, H., Yoshimura, M., Mori, Y. & Sasaki, T. (2006). J. Cryst. Growth, 292, 441-444.  [ISI] [CrossRef] [ChemPort]
Brandenburg, K. (1998). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Brown, I. D. (1976). Acta Cryst. A32, 24-31.  [CrossRef] [details]
Bruker (2008). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Kvenvolden, K. A., Lawless, J. G. & Ponnamperuma, C. (1971). Proc. Natl Acad. Sci. USA, 68, 486-490.  [CrossRef] [PubMed] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]
Tomaru, S., Matsumoto, S., Kurihara, T., Suzuki, H., Oobara, N. & Kaino, T. (1991). Appl. Phys. Lett. 58, 2583-2585.  [CrossRef] [ChemPort] [ISI]


Acta Cryst (2013). E69, o610  [ doi:10.1107/S1600536813007939 ]

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