4-[(2′-Cyano­biphen­yl-4-yl)meth­yl]morpholin-4-ium tetra­fluoridoborate

Li, X.; Huang, X.; Li, K.

doi:10.1107/S160053681101186X

Volume 67
Part 5
Page o1061
May 2011

Received 21 March 2011
Accepted 30 March 2011
Online 7 April 2011

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.003 Å
R = 0.067
wR = 0.202
Data-to-parameter ratio = 17.1
Details

4-[(2'-Cyanobiphenyl-4-yl)methyl]morpholin-4-ium tetrafluoridoborate

Xiu-juan Li,^a ^* Xian-gang Huang ^a and Kang-jun Li ^a

^aCollege of Food Engineering, RiZhao Polytechnic, RiZhao 276826, People's Republic of China
Correspondence e-mail: lxj818@163.com

In the crystal structure of the title compound, C₁₈H₁₉N₂O⁺·BF₄^-, bifurcated N-H(F,F) hydrogen bonds link the protonated 4'-morpholinemethylbiphenyl-2-carbonitrile cations and slightly distorted tetrafluoroborate anions. [pi] - [pi] interactions [centroid-centroid distance = 3.805 (3) Å] help to consolidate the packing. The dihedral angle between the benzene rings in the cation is 57.24 (11)°.

Related literature

For a related structure, see: SiMa (2010).

Experimental

Crystal data

C₁₈H₁₉N₂O⁺·BF₄^-
M_r = 366.16
Triclinic, $[P \overline 1]$
a = 9.059 (6) Å
b = 9.859 (8) Å
c = 10.597 (8) Å
= 76.324 (14)°
= 83.71 (2)°
= 86.50 (3)°
V = 913.5 (12) Å³
Z = 2
Mo K radiation
= 0.11 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 = 0.978, T_max = 0.978
9817 measured reflections
4098 independent reflections
3039 reflections with I > 2(I)
R_int = 0.028

Refinement

R[F² > 2(F²)] = 0.067
wR(F²) = 0.202
S = 1.06
4098 reflections
239 parameters
1 restraint
H atoms treated by a mixture of independent and constrained refinement
_max = 0.49 e Å^-3
_min = -0.30 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H2F1	0.90 (2)	2.14 (2)	2.902 (3)	141 (2)
N2-H2F3	0.90 (2)	2.35 (2)	3.219 (3)	161 (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: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: JH2276 ).

Acknowledgements

The authors are grateful to RiZhao Polytechnic for support.

References

Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
SiMa, W. (2010). Acta Cryst. E66, o2042.

organic compounds