4-Methoxy­anilinium chloride

Zhao, M.M.

doi:10.1107/S1600536809035429

Volume 65
Part 10
Page o2378
October 2009

Received 5 August 2009
Accepted 2 September 2009
Online 9 September 2009

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.004 Å
R = 0.062
wR = 0.165
Data-to-parameter ratio = 20.7
Details

4-Methoxyanilinium chloride

Min Min Zhao ^a ^*

^aOrdered Matter Science Research Center, College of Chemistry and Chemical, Engineering, Southeast University, Nanjing 211189, People's Republic of China
Correspondence e-mail: zmmzyahfdzg@126.com

The crystal structure of the title compound, C₇H₁₀NO⁺·Cl^-, was synthesized by the reaction of 4-methoxyaniline and hydrochloric acid. In the crystal structure, the ions are involved in intermolecular N-HCl hydrogen bonds.

Related literature

For a similar organic acid-base product, see: Wu et al. (2006). This work is part of a systematic investigation of dielectric-ferroelectric materials, including organic ligands, metal-organic coordination compounds and organic-inorganic hybrid materials; see: Li et al. (2008); Hang et al. (2009).

Experimental

Crystal data

C₇H₁₀NO⁺·Cl^-
M_r = 159.61
Orthorhombic, P b c a
a = 8.905 (2) Å
b = 8.489 (2) Å
c = 21.817 (4) Å
V = 1649.3 (6) Å³
Z = 8
Mo K radiation
= 0.40 mm^-1
T = 298 K
0.20 × 0.20 × 0.20 mm

Data collection

Rigaku SCXmini diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) T_min = 0.924, T_max = 0.924
15436 measured reflections
1886 independent reflections
1452 reflections with I > 2(I)
R_int = 0.058

Refinement

R[F² > 2(F²)] = 0.062
wR(F²) = 0.165
S = 1.12
1886 reflections
91 parameters
H-atom parameters constrained
_max = 0.25 e Å^-3
_min = -0.54 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1DCl1ⁱ	0.89	2.47	3.360 (3)	179
N1-H1ECl1ⁱⁱ	0.89	2.50	3.209 (2)	137
N1-H1FCl1ⁱⁱⁱ	0.89	2.38	3.167 (2)	147
Symmetry codes: (i) $[x-1, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ ; (ii) $[-x+{\script{1\over 2}}, -y+1, z-{\script{1\over 2}}]$ ; (iii) $[-x+1, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

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: IM2133 ).

Acknowledgements

The authors are 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.
Hang, T., Fu, D. W., Ye, Q. & Xiong, R. G. (2009). Cryst. Growth Des. 5, 2026-2029.
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.
Wu, B.-C., Dai, X.-Y., Xiao, F.-P. & Jin, L.-F. (2006). Acta Cryst. E62, o4327-o4328.

organic compounds