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Volume 66 
Part 10 
Page o2558  
October 2010  

Received 25 August 2010
Accepted 30 August 2010
Online 15 September 2010

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.007 Å
R = 0.068
wR = 0.240
Data-to-parameter ratio = 13.7
Details
Open access

Lamotriginium dihydrogen phosphate-4-(dimethylamino)benzaldehyde (1/1)

aMaterials Chemistry Laboratry, Department of Chemistry, GC University, Lahore 54000, Pakistan, and bDepartment of Physics, Ondokuz Mayis University, TR-55139 Samsun, Turkey
Correspondence e-mail: onurs@omu.edu.tr, iukhan.gcu@gmail.com

In the title compound, C9H8Cl2N5+·H2PO4-·C9H11NO [systematic name: 3,5-diamino-6-(2,3-dichlorophenyl)-1,2,4-triazin-2-ium dihydrogen phosphate-4-(dimethylamino)benzaldehyde (1/1)], intermolecular N-H...O and O-H...O hydrogen bonds produce R22(8) and R32(8) rings, generating a layer. Intermolecular N-H...N interactions also occur. The dihedral angle between the rings in the cation is 71.73 (12)°.

Related literature

For the graph-set analysis of hydrogen-bond patterns, see: Bernstein et al. (1995[Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.]). For related structures, see: Sridhar & Ravikumar (2006[Sridhar, B. & Ravikumar, K. (2006). Acta Cryst. E62, o4752-o4754.]). For bond-valence calculations, see: Brese & O'Keeffe (1991[Brese, N. E. & O'Keeffe, M. (1991). Acta Cryst. B47, 192-197.]).

[Scheme 1]

Experimental

Crystal data
  • C9H8Cl2N5+·H2PO4-·C9H11NO

  • Mr = 503.28

  • Triclinic, [P \overline 1]

  • a = 8.1586 (4) Å

  • b = 10.5206 (6) Å

  • c = 13.6359 (7) Å

  • [alpha] = 98.665 (3)°

  • [beta] = 98.131 (4)°

  • [gamma] = 99.746 (3)°

  • V = 1123.49 (10) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.40 mm-1

  • T = 296 K

  • 0.31 × 0.27 × 0.25 mm

Data collection
  • Bruker Kappa APEXII CCD area detector diffractometer

  • 19715 measured reflections

  • 4310 independent reflections

  • 3219 reflections with I > 2[sigma](I)

  • Rint = 0.031

Refinement
  • R[F2 > 2[sigma](F2)] = 0.068

  • wR(F2) = 0.240

  • S = 1.07

  • 4310 reflections

  • 315 parameters

  • 8 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 1.82 e Å-3

  • [Delta][rho]min = -0.54 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1...O2i 0.82 (6) 1.82 (5) 2.627 (5) 171 (7)
O3-H3...O4ii 0.81 (2) 1.80 (2) 2.602 (4) 169 (7)
N4-H4A...O5iii 0.87 (4) 2.08 (3) 2.888 (5) 155 (5)
N4-H4B...O4 0.86 (2) 1.86 (2) 2.719 (4) 177 (5)
N5-H5A...N3iv 0.89 (5) 2.21 (5) 3.088 (5) 171 (6)
N5-H5B...O5v 0.87 (2) 2.14 (5) 2.799 (5) 132 (5)
N2-H2...O2 0.87 (2) 1.81 (2) 2.663 (4) 170 (6)
Symmetry codes: (i) -x+1, -y+2, -z+1; (ii) -x+2, -y+2, -z+1; (iii) x+1, y, z; (iv) -x+1, -y+1, -z; (v) -x, -y+1, -z.

Data collection: APEX2 (Bruker, 2005[Bruker (2005). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2002[Bruker (2002). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (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 for Windows (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: JH2198 ).


Acknowledgements

IUK thanks the Higher Education Commission of Pakistan for its financial support under the project `Strengthening of the Materials Chemistry Laboratory' at GCUL.

References

Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.  [CrossRef] [ChemPort] [ISI]
Brese, N. E. & O'Keeffe, M. (1991). Acta Cryst. B47, 192-197.  [CrossRef] [ISI] [details]
Bruker (2002). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2005). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.  [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Sridhar, B. & Ravikumar, K. (2006). Acta Cryst. E62, o4752-o4754.  [CSD] [CrossRef] [details]


Acta Cryst (2010). E66, o2558  [ doi:10.1107/S1600536810034884 ]

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