trans-Diaqua­bis[5-carb­oxy-2-(3-pyridyl)-1H-imidazole-4-carboxyl­ato-κ2 N 3,O 4]manganese(II)

Li-Zhuang Chen

doi:10.1107/S1600536808029073

. 2008 Sep 20;64(Pt 10):m1286. doi: 10.1107/S1600536808029073

trans-Diaquabis[5-carboxy-2-(3-pyridyl)-1H-imidazole-4-carboxylato-κ² N ³,O ⁴]manganese(II)

Li-Zhuang Chen ^a,^*

PMCID: PMC2959396 PMID: 21201031

Abstract

In the title compound, [Mn(C₁₀H₆N₃O₄)₂(H₂O)₂], synthesized by hydrothermal reaction, the Mn^II ion lies on an inversion centre and displays a distorted octahedral coordination geometry defined by the two imidazole N atoms and two carboxylate O atoms of the two trans-standing chelate ligands, and two O atoms of the water molecules. A two-dimensional supramolecular architecture is formed via N—H⋯O, O—H⋯N and O—H⋯O hydrogen-bonding interactions.

Related literature

For the chemistry of imidazoles, see: Xiao et al. (2004 ▶); Zhang et al. (2004 ▶); Lu et al. (2006 ▶).

Experimental

Crystal data

[Mn(C₁₀H₆N₃O₄)₂(H₂O)₂]
M _r = 555.33
Triclinic,
a = 6.9574 (7) Å
b = 8.5636 (7) Å
c = 9.4409 (16) Å
α = 81.90 (3)°
β = 83.42 (4)°
γ = 72.10 (2)°
V = 528.41 (11) Å³
Z = 1
Mo Kα radiation
μ = 0.70 mm⁻¹
T = 298 (2) K
0.25 × 0.20 × 0.20 mm

Data collection

Rigaku Mercury2 diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T _min = 0.845, T _max = 0.869
5416 measured reflections
2378 independent reflections
1871 reflections with I > 2σ(I)
R _int = 0.029

Refinement

R[F ² > 2σ(F ²)] = 0.047
wR(F ²) = 0.165
S = 1.11
2378 reflections
175 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.54 e Å⁻³
Δρ_min = −0.44 e Å⁻³

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808029073/bx2177sup1.cif

e-64-m1286-sup1.cif^{(17.7KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808029073/bx2177Isup2.hkl

e-64-m1286-Isup2.hkl^{(116.8KB, 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
N2—H2A⋯O4ⁱ	0.86	2.00	2.840 (3)	164
O5—H5⋯N3ⁱⁱ	0.82	1.97	2.779 (3)	171
O5—H5B⋯O3ⁱⁱⁱ	0.839 (17)	2.074 (18)	2.908 (3)	173 (3)
O3—H3⋯O2	0.82	1.69	2.456 (3)	155

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

Acknowledgments

This work was supported by a start-up grant from Southeast University to Professor Ren-Gen Xiong.

supplementary crystallographic information

Comment

N-Heterocyclic carboxylic acids, such as imidazole-4,5-dicarboxylic acid, are recognized as efficient N,O-donors, exhibiting diverse modes of coordination (Zhang et al., 2004; Xiao et al., 2004; Lu et al., 2006). In this work, we have chosen 2-Pyridin-3-yl-1H-imidazole-4,5-dicarboxylic acid as the building block to obtain the title compound, and we present its crystal structure here. Mn^II ion lies on an inversion centre and displaying distorted octahedral coordination geometry defined by the two imidazole N atoms, two O toms of the carboxylate groups and two O atoms of the water molecules. The pyridine ring and imidazole rings are twisted from each other by a dihedral angle of 20.78 (2)° (Fig. 1). The crystal structure is stabilized by intermolecular O—H···N, O—H···O and N—H···O, hydrogen bonds. A two-dimensional supramolecular architecture is formed via hydrogen-bond interactions (Table 1 and Fig. 2).

Experimental

A mixture of 2-Pyridin-3-yl-1H-imidazole-4,5-dicarboxylic acid (0.1 mmol, 23 mg) and MnCl₂ (20 mg, 0.1 mmol) and water (1 ml) sealed in a glass tube was maintained at 100°C for 3 d then cooled to room temperature to obtain suitable single crystals for X-ray analysis.