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

Razzaq, S.N.; Khan, I.U.; Şahin, O.; Büyükgüngör, O.

doi:10.1107/S1600536810034884

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 (C-C) = 0.007 Å
R = 0.068
wR = 0.240
Data-to-parameter ratio = 13.7
Details

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

Syed Naeem Razzaq,^a Islam Ullah Khan,^a ^* Onur Sahin ^b ^* and Orhan Büyükgüngör ^b

^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-HO and O-HO hydrogen bonds produce R₂²(8) and R₃²(8) rings, generating a layer. Intermolecular N-HN 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). For related structures, see: Sridhar & Ravikumar (2006). For bond-valence calculations, see: Brese & O'Keeffe (1991).

Experimental

Crystal data

C₉H₈Cl₂N₅⁺·H₂PO₄^-·C₉H₁₁NO
M_r = 503.28
Triclinic, $[P \overline 1]$
a = 8.1586 (4) Å
b = 10.5206 (6) Å
c = 13.6359 (7) Å
= 98.665 (3)°
= 98.131 (4)°
= 99.746 (3)°
V = 1123.49 (10) Å³
Z = 2
Mo K radiation
= 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(I)
R_int = 0.031

Refinement

R[F² > 2(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
_max = 1.82 e Å^-3
_min = -0.54 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1O2ⁱ	0.82 (6)	1.82 (5)	2.627 (5)	171 (7)
O3-H3O4ⁱⁱ	0.81 (2)	1.80 (2)	2.602 (4)	169 (7)
N4-H4AO5ⁱⁱⁱ	0.87 (4)	2.08 (3)	2.888 (5)	155 (5)
N4-H4BO4	0.86 (2)	1.86 (2)	2.719 (4)	177 (5)
N5-H5AN3^iv	0.89 (5)	2.21 (5)	3.088 (5)	171 (6)
N5-H5BO5^v	0.87 (2)	2.14 (5)	2.799 (5)	132 (5)
N2-H2O2	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); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

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.
Brese, N. E. & O'Keeffe, M. (1991). Acta Cryst. B47, 192-197.
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.
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Sridhar, B. & Ravikumar, K. (2006). Acta Cryst. E62, o4752-o4754.

organic compounds