Bis(4-meth­oxy­benzyl­ammonium) dihydrogen diphosphate

Elboulali, A.; Akriche, S.; Al-Deyab, S.S.; Rzaigui, M.

doi:10.1107/S1600536812051616

Volume 69
Part 2
Pages o213-o214
February 2013

Received 27 November 2012
Accepted 21 December 2012
Online 9 January 2013

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.003 Å
R = 0.055
wR = 0.143
Data-to-parameter ratio = 38.2
Details

Bis(4-methoxybenzylammonium) dihydrogen diphosphate

Adel Elboulali,^a Samah Akriche,^a ^* Salem S. Al-Deyab ^b and Mohamed Rzaigui ^a

^aLaboratoire de Chimie des Matériaux, Faculté des Sciences de Bizerte, 7021 Zarzouna Bizerte, Tunisia, and ^bPetrochemical Research Chair, College of Science, King Saud, University, Riyadh, Saudi Arabia
Correspondence e-mail: samah.akriche@fsb.rnu.tn

In the title compound, 2C₈H₁₂NO⁺·H₂P₂O₇^2-, the linked PO₄ groups of the diphosphate anion are almost eclipsed and the P-O-P angle is 134.45 (7)°. In the crystal, infinite ribbons of H₂P₂O₇^2- anions propagate in [100], being linked by strong O-HO hydrogen bonds. The 4-methoxybenzylammonium cations bond to the diphosphate chains by N-HO and C-HO links, and are themselves linked by C-H [pi] interactions.

Related literature

For background to diphosphates, see: Ballarini et al. (2006); For intermolecular interactions, see: Brown (1976); Tiekink & Zukerman-Schpector (2012). For a related structure, see: Ahmed et al. (2006).

Experimental

Crystal data

2C₈H₁₂NO⁺·H₂P₂O₇^2-
M_r = 452.33
Triclinic, $[P \overline 1]$
a = 9.184 (3) Å
b = 6.737 (4) Å
c = 17.066 (2) Å
= 97.61 (2)°
= 91.39 (4)°
= 85.72 (3)°
V = 1043.6 (7) Å³
Z = 2
Ag K radiation
= 0.56087 Å
= 0.14 mm^-1
T = 296 K
0.30 × 0.25 × 0.17 mm

Data collection

Enraf-Nonius CAD-4 diffractometer
12631 measured reflections
10225 independent reflections
5553 reflections with I > 2(I)
R_int = 0.026
2 standard reflections every 120 min intensity decay: none

Refinement

R[F² > 2(F²)] = 0.055
wR(F²) = 0.143
S = 0.98
10225 reflections
268 parameters
H-atom parameters constrained
_max = 0.38 e Å^-3
_min = -0.51 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

Cg1 and Cg2 are the centroids of the C2-C7 and C10-C15 rings, respectively.

D-HA	D-H	HA	DA	D-HA
O1-H1O6ⁱ	0.82	1.82	2.6347 (18)	176
O5-H5O2ⁱⁱ	0.82	1.75	2.5535 (18)	164
N1-H1AO3ⁱⁱⁱ	0.89	2.09	2.941 (2)	160
N1-H1BO3ⁱⁱ	0.89	1.97	2.857 (2)	172
N1-H1CO2	0.89	2.03	2.915 (2)	173
N2-H2BO6	0.89	2.35	3.156 (2)	151
N2-H2AO6^iv	0.89	1.89	2.734 (2)	157
N2-H2BO4	0.89	2.38	3.150 (2)	145
N2-H2CO7ⁱ	0.89	1.85	2.724 (2)	168
C1-H1DO7ⁱⁱ	0.97	2.49	3.242 (3)	134
C7-H7O2	0.93	2.54	3.195 (2)	127
C16-H16CCg1^v	0.96	2.93	3.73 (7)	142
C8-H8ACg2	0.96	2.97	3.72 (7)	137
C1-H1DCg2^vi	0.97	2.90	3.54 (7)	124
Symmetry codes: (i) -x+1, -y, -z+1; (ii) -x+2, -y, -z+1; (iii) x, y+1, z; (iv) -x+1, -y+1, -z+1; (v) x-1, y, z; (vi) x+1, y, z.

Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS86 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 2012) and DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: WinGX (Farrugia, 2012).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB7003 ).

Acknowledgements

This work was supported by the Tunisian Carthage University and the Deanship of Scientific Research at King Saud University through the Research Group Project No. RGP-VPP-089.

References

Ahmed, S., Samah, A. & Mohamed, R. (2006). Acta Cryst. E62, m1796-m1798.
Ballarini, N., Cavani, F., Cortelli, C., Ligi, S., Pierelli, F., Trifiro, F., Fumagalli, C., Mazzoni, G. & Monti, T. (2006). Top. Catal. 38, 147-156.
Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Brown, I. D. (1976). Acta Cryst. A32, 24-31.
Enraf-Nonius (1994). CAD-4 EXPRESS. Enraf-Nonius, Delft, The Netherlands.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Tiekink, E. R. T. & Zukerman-Schpector, J. (2012). In Importance of -Interactions in Crystal Engineering, 1st ed. London: Wiley.

organic compounds