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Volume 68 
Part 11 
Page o3119  
November 2012  

Received 9 September 2012
Accepted 7 October 2012
Online 13 October 2012

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.005 Å
R = 0.084
wR = 0.215
Data-to-parameter ratio = 12.6
Details
Open access

3-(6-Aminopyridinium-3-yl)benzoate monohydrate

aCollege of Mechanical and Material Engineering, China Three Gorges University, Yichang 443002, People's Republic of China
Correspondence e-mail: junzhao08@126.com

The title compound, C12H10N2O2·H2O, crystallizes as a zwitterion in which the pyridine N atom is protonated and the carboxyl OH group is deprotonated. The benzene and pyridinium rings are inclined at a dihedral angle of 54.93 (1)°. In the crystal, O-H...O and N-H...O hydrogen bonds link the molecules into a three-dimensional supramolecular network.

Related literature

For the use of pyridinecarboxylic acid in coordination chemistry and for related structures, see: Tang et al. (2011[Tang, L., Fu, F., Wu, Y. P., Hou, X. Y. & Gao, L. J. (2011). J. Coord. Chem. 64, 3146-3157.]); Zhong et al. (2008[Zhong, R. Q., Zou, R. Q., Du, M., Jiang, L., Yamada, T., Maruta, G., Takeda, S. & Xu, Q. (2008). CrystEngComm, 10, 605-613.]).

[Scheme 1]

Experimental

Crystal data
  • C12H10N2O2·H2O

  • Mr = 232.24

  • Monoclinic, P 21 /c

  • a = 7.1956 (18) Å

  • b = 13.091 (9) Å

  • c = 11.987 (10) Å

  • [beta] = 101.44 (3)°

  • V = 1106.8 (12) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.10 mm-1

  • T = 296 K

  • 0.20 × 0.18 × 0.17 mm

Data collection
  • Bruker SMART CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.980, Tmax = 0.983

  • 9294 measured reflections

  • 1942 independent reflections

  • 1344 reflections with I > 2[sigma](I)

  • Rint = 0.095

Refinement
  • R[F2 > 2[sigma](F2)] = 0.084

  • wR(F2) = 0.215

  • S = 1.09

  • 1942 reflections

  • 154 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.30 e Å-3

  • [Delta][rho]min = -0.21 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1A...O1i 0.86 1.87 2.715 (4) 167
N2-H2A...O2i 0.86 1.95 2.803 (4) 172
N2-H2B...O1W 0.86 2.19 2.915 (5) 142
O1W-H1WA...O2ii 0.86 2.00 2.761 (5) 147
O1W-H1WB...O1iii 0.87 2.16 2.928 (5) 146
Symmetry codes: (i) [x-1, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]; (ii) [-x+1, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]; (iii) -x+1, -y, -z.

Data collection: SMART (Bruker, 1999[Bruker (1999). SMART and SAINT. Bruker AXS Inc., Wisconsin, USA.]); cell refinement: SAINT (Bruker,1999[Bruker (1999). SMART and SAINT. Bruker AXS Inc., 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: JJ2152 ).


References

Bruker (1999). SMART and SAINT. Bruker AXS Inc., Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Tang, L., Fu, F., Wu, Y. P., Hou, X. Y. & Gao, L. J. (2011). J. Coord. Chem. 64, 3146-3157.  [ISI] [CSD] [CrossRef]
Zhong, R. Q., Zou, R. Q., Du, M., Jiang, L., Yamada, T., Maruta, G., Takeda, S. & Xu, Q. (2008). CrystEngComm, 10, 605-613.  [ISI] [CSD] [CrossRef] [ChemPort]


Acta Cryst (2012). E68, o3119  [ doi:10.1107/S1600536812041943 ]

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