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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 [sigma](C-C) = 0.003 Å
R = 0.055
wR = 0.143
Data-to-parameter ratio = 38.2
Details
Open access

Bis(4-methoxybenzylammonium) dihydrogen diphosphate

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+·H2P2O72-, 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 H2P2O72- anions propagate in [100], being linked by strong O-H...O hydrogen bonds. The 4-methoxybenzylammonium cations bond to the diphosphate chains by N-H...O and C-H...O links, and are themselves linked by C-H...[pi] interactions.

Related literature

For background to diphosphates, see: Ballarini et al. (2006[Ballarini, N., Cavani, F., Cortelli, C., Ligi, S., Pierelli, F., Trifiro, F., Fumagalli, C., Mazzoni, G. & Monti, T. (2006). Top. Catal. 38, 147-156.]); For intermolecular interactions, see: Brown (1976[Brown, I. D. (1976). Acta Cryst. A32, 24-31.]); Tiekink & Zukerman-Schpector (2012[Tiekink, E. R. T. & Zukerman-Schpector, J. (2012). In Importance of -Interactions in Crystal Engineering, 1st ed. London: Wiley.]). For a related structure, see: Ahmed et al. (2006[Ahmed, S., Samah, A. & Mohamed, R. (2006). Acta Cryst. E62, m1796-m1798.]).

[Scheme 1]

Experimental

Crystal data
  • 2C8H12NO+·H2P2O72-

  • Mr = 452.33

  • Triclinic, [P \overline 1]

  • a = 9.184 (3) Å

  • b = 6.737 (4) Å

  • c = 17.066 (2) Å

  • [alpha] = 97.61 (2)°

  • [beta] = 91.39 (4)°

  • [gamma] = 85.72 (3)°

  • V = 1043.6 (7) Å3

  • Z = 2

  • Ag K[alpha] radiation

  • [lambda] = 0.56087 Å

  • [mu] = 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[sigma](I)

  • Rint = 0.026

  • 2 standard reflections every 120 min intensity decay: none

Refinement
  • R[F2 > 2[sigma](F2)] = 0.055

  • wR(F2) = 0.143

  • S = 0.98

  • 10225 reflections

  • 268 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.38 e Å-3

  • [Delta][rho]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-H...A D-H H...A D...A D-H...A
O1-H1...O6i 0.82 1.82 2.6347 (18) 176
O5-H5...O2ii 0.82 1.75 2.5535 (18) 164
N1-H1A...O3iii 0.89 2.09 2.941 (2) 160
N1-H1B...O3ii 0.89 1.97 2.857 (2) 172
N1-H1C...O2 0.89 2.03 2.915 (2) 173
N2-H2B...O6 0.89 2.35 3.156 (2) 151
N2-H2A...O6iv 0.89 1.89 2.734 (2) 157
N2-H2B...O4 0.89 2.38 3.150 (2) 145
N2-H2C...O7i 0.89 1.85 2.724 (2) 168
C1-H1D...O7ii 0.97 2.49 3.242 (3) 134
C7-H7...O2 0.93 2.54 3.195 (2) 127
C16-H16C...Cg1v 0.96 2.93 3.73 (7) 142
C8-H8A...Cg2 0.96 2.97 3.72 (7) 137
C1-H1D...Cg2vi 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[Enraf-Nonius (1994). CAD-4 EXPRESS. Enraf-Nonius, Delft, The Netherlands.]); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995[Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.]); program(s) used to solve structure: SHELXS86 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and DIAMOND (Brandenburg & Putz, 2005[Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]).


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


Acta Cryst (2013). E69, o213-o214   [ doi:10.1107/S1600536812051616 ]

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