2-Amino­pyrimidinium hydrogen chloranilate monohydrate

Su, P.; Huang, X.-Y.; Meng, X.

doi:10.1107/S1600536808034740

Volume 64
Part 11
Pages o2217-o2218
November 2008

Received 18 October 2008
Accepted 24 October 2008
Online 31 October 2008

Key indicators
Single-crystal X-ray study
T = 292 K
Mean (C-C) = 0.008 Å
R = 0.078
wR = 0.197
Data-to-parameter ratio = 10.7
Details

2-Aminopyrimidinium hydrogen chloranilate monohydrate

Ping Su,^a Xue-Ying Huang ^a and Xiang-gao Meng ^a ^*

^aKey Laboratory of Pesticides & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, People's Republic of China
Correspondence e-mail: mengxianggao@mail.ccnu.edu.cn

In the title compound, C₄H₆N₃⁺·C₆HCl₂O₄^-·H₂O, anions, cations and water molecules are linked by intermolecular O-HO, O-HN and N-HO hydrogen bonds into one-dimensional tapes along [111]. These tapes are further linked by weak ClCl interactions [ClCl = 3.394 (2) Å], forming sheets parallel to the (10 $[\overline{1}]$ ) plane.

Related literature

For background information, see: Aakeröy & Salmon (2005); Aakeröy et al. (2007); Abrahams et al. (2002); Cueto et al. (1992); Kawata et al. (1994, 1998). For related crystal structures, see: Meng & Qian (2006); Min et al. (2006, 2007); Murata et al. (2007); Wang & Wei (2005); Yang (2007); Gaballa et al. (2008); Gotoh et al. (2006, 2007a,b,c); Jia et al. (2008). For bond-length data, see: Allen (2002); Allen et al. (1987).

Experimental

Crystal data

C₄H₆N₃⁺·C₆HCl₂O₄^-·H₂O
M_r = 322.10
Triclinic, $[P \overline 1]$
a = 6.7969 (5) Å
b = 9.4631 (6) Å
c = 11.0604 (7) Å
= 106.074 (1)°
= 105.892 (1)°
= 101.925 (1)°
V = 626.01 (7) Å³
Z = 2
Mo K radiation
= 0.54 mm^-1
T = 292 (2) K
0.27 × 0.10 × 0.04 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.857, T_max = 0.979
5691 measured reflections
2121 independent reflections
1348 reflections with I > 2(I)
R_int = 0.071

Refinement

R[F² > 2(F²)] = 0.078
wR(F²) = 0.197
S = 0.97
2121 reflections
199 parameters
6 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.66 e Å^-3
_min = -0.45 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O4-H4O3	0.83 (2)	2.16 (6)	2.651 (5)	118 (5)
O4-H4N1ⁱ	0.83 (2)	2.07 (4)	2.795 (6)	146 (6)
O5-H5AO2	0.82 (4)	2.09 (3)	2.872 (5)	156 (6)
O5-H5AO1	0.82 (4)	2.34 (4)	2.859 (5)	121 (4)
O5-H5BO2ⁱⁱ	0.82 (4)	2.09 (4)	2.830 (5)	150 (5)
N3-H3AO5	0.86 (2)	2.02 (3)	2.815 (6)	153 (5)
N2-H2O1	0.84 (5)	1.98 (5)	2.793 (6)	163 (5)
N3-H3BO3ⁱⁱⁱ	0.86 (2)	2.17 (4)	2.953 (6)	151 (5)
Symmetry codes: (i) x-1, y-1, z-1; (ii) -x, -y, -z+1; (iii) x+1, y+1, z+1.

Data collection: SMART (Bruker, 2007); cell refinement: SAINT-Plus (Bruker, 2007); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH2716 ).

Acknowledgements

This work received financial support mainly from the National Key Fundamental Project (No. 2002CCA00500).

References

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organic compounds