1-(4-Methyl­benzyl­ideneamino)pyridinium iodide

Cui, Y.-T.; Ji, C.-X.; You, W.; Sun, J.-S.; Guo, C.

doi:10.1107/S1600536808021569

Volume 64
Part 8
Page o1506
August 2008

Received 11 July 2008
Accepted 11 July 2008
Online 16 July 2008

Key indicators
Single-crystal X-ray study
T = 291 K
Mean (C-C) = 0.017 Å
R = 0.049
wR = 0.125
Data-to-parameter ratio = 9.6
Details

1-(4-Methylbenzylideneamino)pyridinium iodide

Yong-Tao Cui,^a Chun-Xiang Ji,^a Wei You,^a Jia-Sen Sun ^a and Cheng Guo ^a ^*

^aCollege of Science, Nanjing University of Technology, Xinmofan Road No. 5, Nanjing 210009, People's Republic of China
Correspondence e-mail: guocheng@njut.edu.cn

The title compound, C₁₃H₁₃N₂⁺·I^-, is a derivative of 1-aminopyridinium iodide. The pyridine and benzene rings are oriented at a dihedral angle of 45.78 (3)°. In the crystal structure, weak intermolecular C-HI hydrogen bonds link the molecules.

Related literature

For bond-length data, see: Allen et al. (1987).

Experimental

Crystal data

C₁₃H₁₃N₂⁺·I^-
M_r = 324.15
Orthorhombic, P 2₁ 2₁ 2₁
a = 7.1690 (14) Å
b = 12.399 (3) Å
c = 15.026 (3) Å
V = 1335.6 (5) Å³
Z = 4
Mo K radiation
= 2.37 mm^-1
T = 291 (2) K
0.30 × 0.10 × 0.10 mm

Data collection

Enraf-Nonius CAD-4 diffractometer
Absorption correction: scan (North et al., 1968) T_min = 0.536, T_max = 0.797
1408 measured reflections
1408 independent reflections
1015 reflections with I > 2(I)
3 standard reflections frequency: 120 min intensity decay: none

Refinement

R[F² > 2(F²)] = 0.048
wR(F²) = 0.125
S = 1.08
1408 reflections
146 parameters
H-atom parameters constrained
_max = 1.10 e Å^-3
_min = -0.54 e Å^-3
Absolute structure: Flack (1983), with no Friedel pairs
Flack parameter: 0.05 (10)

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
C9-H9Iⁱ	0.93	3.06	3.795 (12)	138
C12-H12Iⁱⁱ	0.93	3.03	3.929 (13)	162
Symmetry codes: (i) $[-x+1, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) $[x-{\script{1\over 2}}, -y+{\script{3\over 2}}, -z+1]$ .

Data collection: CAD-4 Software (Enraf-Nonius, 1989); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HK2492 ).

Acknowledgements

The authors thank the Center for Testing and Analysis, Nanjing University for support.

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.
Enraf-Nonius (1989). CAD-4 Software. Enraf-Nonius, Delft, The Netherlands.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds