(2-Amino-4,6-dimethyl­pyrimidine-κN 1)(2-amino-4-methyl­pyrimidine-κN 1)silver(I) perchlorate

Hua Yang

doi:10.1107/S1600536809035193

. 2009 Sep 5;65(Pt 10):m1176. doi: 10.1107/S1600536809035193

(2-Amino-4,6-dimethylpyrimidine-κN ¹)(2-amino-4-methylpyrimidine-κN ¹)silver(I) perchlorate

Hua Yang ^a,^*

PMCID: PMC2970461 PMID: 21577711

Abstract

Colourless crystals of the title mixed ligand complex, [Ag(C₅H₇N₃)(C₆H₉N₃)]ClO₄, were obtained from a solution of 2-amino-4-methylpyrimidine, 2-amino-4,6-dimethylpyrimidine and silver perchlorate in water and methanol. The crystal structure is stabilized by intermolecular N—H⋯O and N—H⋯N hydrogen bonds and π–π stacking interactions of the aromatic rings of the two ligands [interplanar distance = 3.652 (10) Å]. The Ag^I atom shows a linear coordination [N—Ag—N = 174.6 (1)°].

Related literature

For N—Ag—N geometry, see: Greenwood & Earnshaw (1997 ▶). For π–π stacking, see: Munakata et al. (2000 ▶). For silver coordination networks, see: Shimizu et al. (1999 ▶); Seward et al. (2004 ▶).

Experimental

Crystal data

[Ag(C₅H₇N₃)(C₆H₉N₃)]ClO₄
M _r = 439.62
Monoclinic,
a = 12.3952 (5) Å
b = 7.8324 (4) Å
c = 15.9956 (5) Å
β = 94.339 (3)°
V = 1548.47 (11) Å³
Z = 4
Mo Kα radiation
μ = 1.50 mm⁻¹
T = 120 K
0.40 × 0.40 × 0.25 mm

Data collection

Bruker APEXII diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T _min = 0.553, T _max = 0.678
8880 measured reflections
2678 independent reflections
2254 reflections with I > 2σ(I)
R _int = 0.028

Refinement

R[F ² > 2σ(F ²)] = 0.037
wR(F ²) = 0.100
S = 1.07
2678 reflections
211 parameters
H-atom parameters constrained
Δρ_max = 1.36 e Å⁻³
Δρ_min = −0.53 e Å⁻³

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); 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 Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809035193/ng2621sup1.cif

e-65-m1176-sup1.cif^{(17KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809035193/ng2621Isup2.hkl

e-65-m1176-Isup2.hkl^{(131.5KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N5—H5C⋯O4ⁱ	0.86	2.32	3.131 (5)	158
N5—H5B⋯N3ⁱⁱ	0.86	2.20	3.050 (5)	172
N2—H2B⋯O2	0.86	2.50	3.077 (5)	126
N2—H2A⋯N6ⁱⁱⁱ	0.86	2.30	3.147 (5)	169

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Symmetry codes: (i) Inline graphic ; (ii) ; (iii) .

Acknowledgments

The author thanks the Natural Science Foundation of Heilongjiang Province for financial support.

supplementary crystallographic information

Comment

The structure of the title compound (I) comprises of uncoordinated ClO₄^- anions and [Ag(2-amino-4-methylpyrimidine)(2-amino-4,6-dimethylpyrimidine)]⁺ cations. The central silver(I) ion, possessing its vacant s and p orbitals, coordinated to two nitrogen atoms from those two different pyrimidine derivative ligands, presenting nearly linear N-Ag-N geometry Greenwood et al., 1997). An one dimensional framework was built by multiple intermolecular N–H–N hydrogen bonds along one of the diagonals of a and c axial plane, while pi–pi stacking interaction of the aromatic rings with an interplane distance 3.65 Å stabilized the whole crystal structure (Munakata et al., 2000).

Experimental

A solution of 108 mg (1 mmol) 2-amino-4-methylpyrimidine and 123 mg (1 mmol) of 2-amino-4,6-dimethylpyrimidine in distilled water-CH₃OH (1:1 v/v, 10 mL) was added to an aqueous solution of AgClO₄ 208 mg (1 mmol) in 3 ml distilled water at 333 K. A small amount of white precipitate was removed from the resulting solution. Prism colorless crystals were obtained by slow evaporation at room temperature over a period of 3 days.