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Volume 69 
Part 12 
Page o1848  
December 2013  

Received 13 November 2013
Accepted 22 November 2013
Online 30 November 2013

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.004 Å
R = 0.020
wR = 0.052
Data-to-parameter ratio = 15.0
Details
Open access

2-[(E)-2-(4-Meth­oxy­phen­yl)ethen­yl]-1-methyl­pyridinium iodide

aCentre for Crystal Growth, School of Advanced Sciences, VIT University, Vellore, Tamil Nadu, India,bDepartment of Chemistry, IIT Madras, Chennai 600 036, TamilNadu, India, and cDepartment of Physics, Bangladesh University of Engineering and Technology, Dhaka 1000, Bangladesh
Correspondence e-mail: jpodder59@gmail.com

In the title mol­ecular salt, C16H10NO+·I-, the dihedral angle between the pyridinium and benzene rings is 6.61 (8)°. In the crystal, the cation is linked to the anion by a C-H...I inter­action arising from the activated aromatic C atom adjacent to the N+ cation.

Related literature

For background to organic non-linear optical materials, see: Jagannathan et al. (2007[Jagannathan, K., Kalainathan, S., Gnanasekaran, T., Vijayan, N. & Bhagavan­narayana, G. (2007). Cryst. Res. Technol. 42, 483-487.]); Williams (1984[Williams, D. J. (1984). Angew. Chem. Int. Ed. Engl. 23, 690-703.]). For a related structure, see: Chantrapromma et al. (2010[Chantrapromma, S., Chanawanno, K. & Fun, H.-K. (2010). Acta Cryst. E66, o1975-o1976.]).

[Scheme 1]

Experimental

Crystal data
  • C15H16NO+·I-

  • Mr = 353.19

  • Triclinic, [P \overline 1]

  • a = 7.1760 (3) Å

  • b = 8.6895 (4) Å

  • c = 12.1555 (6) Å

  • [alpha] = 92.645 (2)°

  • [beta] = 92.115 (2)°

  • [gamma] = 103.781 (2)°

  • V = 734.47 (6) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 2.17 mm-1

  • T = 298 K

  • 0.25 × 0.20 × 0.15 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2004[Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.613, Tmax = 0.737

  • 8523 measured reflections

  • 2470 independent reflections

  • 2363 reflections with I > 2[sigma](I)

  • Rint = 0.024

Refinement
  • R[F2 > 2[sigma](F2)] = 0.020

  • wR(F2) = 0.052

  • S = 1.09

  • 2470 reflections

  • 165 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.31 e Å-3

  • [Delta][rho]min = -0.59 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C1-H1...I1i 0.93 2.96 3.872 (3) 168
Symmetry code: (i) x-1, y-1, z.

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2004[Bruker (2004). APEX2, SAINT and SADABS. 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.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB7162 ).


Acknowledgements

The authors thank the DRDO, Government of India, for financial support. They also thank the VIT University management, Vellore, for their constant support and encouragement and acknowledge the Department of Chemistry, IIT Madras, for the data collection.

References

Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Chantrapromma, S., Chanawanno, K. & Fun, H.-K. (2010). Acta Cryst. E66, o1975-o1976.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Jagannathan, K., Kalainathan, S., Gnanasekaran, T., Vijayan, N. & Bhagavan­narayana, G. (2007). Cryst. Res. Technol. 42, 483-487.  [Web of Science] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Williams, D. J. (1984). Angew. Chem. Int. Ed. Engl. 23, 690-703.  [CrossRef] [Web of Science]


Acta Cryst (2013). E69, o1848  [ doi:10.1107/S1600536813031929 ]

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