Benzyl­aminium perchlorate–18-crown-6 (1/1)

Wang, W.; Li, X.; Wang, N.

doi:10.1107/S1600536811007082

Volume 67
Part 4
Page o772
April 2011

Received 21 January 2011
Accepted 24 February 2011
Online 2 March 2011

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.004 Å
R = 0.058
wR = 0.157
Data-to-parameter ratio = 18.5
Details

Benzylaminium perchlorate-18-crown-6 (1/1)

Wen-zhe Wang,^a ^* Xiu-juan Li ^a and Na Wang ^a

^aRiZhao Polytechnic, RiZhao 276826, People's Republic of China
Correspondence e-mail: wangwenzhe-11@163.com

In the title compound, C₇H₁₀N⁺·ClO₄^-·C₂₀H₂₄O₆, the protonated benzylamine cation forms a rotator-stator complex with the 18-crown-6 (1,4,7,10,13,16-hexaoxacyclooctadecane) molecule via N-HO hydrogen bonds. The cations are associated via weak C-H [pi] interactions, forming chains parallel to [011], while the perclorate anions are located between these chains.

Related literature

For a related structure, see: Ge et al.. (2010).

Experimental

Crystal data

C₇H₁₀N⁺·ClO₄^-·C₁₂H₂₄O₆
M_r = 471.92
Triclinic, $[P \overline 1]$
a = 9.3482 (19) Å
b = 10.948 (2) Å
c = 12.071 (2) Å
= 76.71 (3)°
= 86.64 (3)°
= 78.27 (3)°
V = 1177.1 (4) Å³
Z = 2
Mo K radiation
= 0.21 mm^-1
T = 298 K
0.40 × 0.30 × 0.20 mm

Data collection

Rigaku SCXmini diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) T_min = 0.926, T_max = 0.958
12262 measured reflections
5391 independent reflections
3637 reflections with I > 2(I)
R_int = 0.036

Refinement

R[F² > 2(F²)] = 0.058
wR(F²) = 0.157
S = 1.03
5391 reflections
292 parameters
3 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.49 e Å^-3
_min = -0.32 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

Cg1 is the centroid of the C14-C19 benzene ring.

D-HA	D-H	HA	DA	D-HA
N1-H1O4	0.86 (2)	2.18 (2)	3.004 (3)	161 (3)
N1-H2O2	0.84 (2)	2.11 (2)	2.938 (3)	174 (3)
N1-H3O1	0.85 (2)	2.47 (2)	2.955 (3)	117 (2)
N1-H3O6	0.85 (2)	2.07 (2)	2.885 (3)	162 (3)
C13-H13BCg1ⁱ	0.97	2.99	3.545 (3)	117
Symmetry code: (i) -x+1, -y+1, -z.

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: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: KP2306 ).

Acknowledgements

The authors are grateful to RiZhao Polytechnic for support.

References

Ge, J.-Z., Fu, X.-Q., Hang, T., Ye, Q. & Xiong, R.-G. (2010). Cryst. Growth Des. 10, 3632-3637.
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds