4-(Cyano­meth­yl)anilinium chloride

Lin, J.

doi:10.1107/S1600536810018076

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 (C-C) = 0.003 Å
R = 0.039
wR = 0.139
Data-to-parameter ratio = 18.7
Details

4-(Cyanomethyl)anilinium chloride

Jin-rui Lin ^a ^*

^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-HCl hydrogen bonds.

Related literature

For background to phase transition materials, see: Li et al. (2008); Zhang et al. (2009).

Experimental

Crystal data

C₈H₉N₂⁺·Cl^-
M_r = 168.62
Monoclinic, P 2₁ /n
a = 5.4348 (12) Å
b = 8.5630 (18) Å
c = 18.000 (4) Å
= 93.734 (16)°
V = 835.9 (3) Å³
Z = 4
Mo K radiation
= 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) T_min = 0.5, T_max = 0.5
8241 measured reflections
1890 independent reflections
1593 reflections with I > 2(I)
R_int = 0.036

Refinement

R[F² > 2(F²)] = 0.039
wR(F²) = 0.139
S = 1.18
1890 reflections
101 parameters
H-atom parameters constrained
_max = 0.50 e Å^-3
_min = -0.54 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1BCl1	0.89	2.31	3.1638 (17)	162
N1-H1ACl1ⁱ	0.89	2.32	3.2061 (16)	177
N1-H1CCl1ⁱⁱ	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); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: PRPKAPPA (Ferguson, 1999).

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
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Zhang, W., Chen, L. Z., Xiong, R. G., Nakamura, T. & Huang, S. D. (2009). J. Am. Chem. Soc. 131, 12544-12545

organic compounds