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Volume 66 
Part 6 
Page o1403  
June 2010  

Received 12 May 2010
Accepted 16 May 2010
Online 22 May 2010

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.003 Å
R = 0.039
wR = 0.139
Data-to-parameter ratio = 18.7
Details
Open access

4-(Cyanomethyl)anilinium chloride

aOrdered Matter Science Research Center, Southeast University, Nanjing 210096, People's Republic of China
Correspondence e-mail: linjinrui23@163.com

The crystal structure of the title compound, C8H9N2+·Cl-, is stabilized by N-H...Cl hydrogen bonds.

Related literature

For background to phase transition materials, see: Li et al. (2008[Li, X. Z., Qu, Z. R. & Xiong, R. G. (2008). Chin. J. Chem. 11, 1959-1962]); Zhang et al. (2009[Zhang, W., Chen, L. Z., Xiong, R. G., Nakamura, T. & Huang, S. D. (2009). J. Am. Chem. Soc. 131, 12544-12545]).

[Scheme 1]

Experimental

Crystal data
  • C8H9N2+·Cl-

  • Mr = 168.62

  • Monoclinic, P 21 /n

  • a = 5.4348 (12) Å

  • b = 8.5630 (18) Å

  • c = 18.000 (4) Å

  • [beta] = 93.734 (16)°

  • V = 835.9 (3) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.39 mm-1

  • T = 293 K

  • 0.45 × 0.28 × 0.25 mm

Data collection
  • Rigaku SCXmini diffractometer

  • Absorption correction: multi-scan (CrystalClear; Rigaku, 2005[Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.5, Tmax = 0.5

  • 8241 measured reflections

  • 1890 independent reflections

  • 1593 reflections with I > 2[sigma](I)

  • Rint = 0.036

Refinement
  • R[F2 > 2[sigma](F2)] = 0.039

  • wR(F2) = 0.139

  • S = 1.18

  • 1890 reflections

  • 101 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.50 e Å-3

  • [Delta][rho]min = -0.54 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1B...Cl1 0.89 2.31 3.1638 (17) 162
N1-H1A...Cl1i 0.89 2.32 3.2061 (16) 177
N1-H1C...Cl1ii 0.89 2.29 3.1700 (17) 168
Symmetry codes: (i) x-1, y, z; (ii) [-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}].

Data collection: CrystalClear (Rigaku, 2005[Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.]); cell refinement: CrystalClear; data reduction: CrystalClear; 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: PRPKAPPA (Ferguson, 1999[Ferguson, G. (1999). PRPKAPPA. University of Guelph, Canada.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: JH2157 ).


Acknowledgements

The author is grateful to the starter fund of Southeast University for financial support to buy the X-ray diffractometer.

References

Ferguson, G. (1999). PRPKAPPA. University of Guelph, Canada.
Li, X. Z., Qu, Z. R. & Xiong, R. G. (2008). Chin. J. Chem. 11, 1959-1962  [CrossRef]
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Zhang, W., Chen, L. Z., Xiong, R. G., Nakamura, T. & Huang, S. D. (2009). J. Am. Chem. Soc. 131, 12544-12545  [ISI] [CSD] [CrossRef] [PubMed] [ChemPort]


Acta Cryst (2010). E66, o1403  [ doi:10.1107/S1600536810018076 ]

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