Diaqua­bis­(4-carb­oxy-2-ethyl-1H-imidazole-5-carboxyl­ato-κ2 N 3,O 4)manganese(II) N,N-dimethyl­formamide disolvate

Gang Zhang; Yong Wang

doi:10.1107/S1600536811020071

. 2011 Jun 4;67(Pt 7):m828. doi: 10.1107/S1600536811020071

Diaquabis(4-carboxy-2-ethyl-1H-imidazole-5-carboxylato-κ² N ³,O ⁴)manganese(II) N,N-dimethylformamide disolvate

Gang Zhang ^a,^*, Yong Wang ^b

PMCID: PMC3151971 PMID: 21836838

Abstract

In the title compound, [Mn(C₇H₇N₂O₄)₂(H₂O)₂]·2C₃H₇NO, the central Mn^II ion, located on an inversion center, is hexacoordinated by four O atoms from two water molecules and two carboxylate groups, and two N atoms from two 4-carboxy-2-ethyl-1H-imidazole-5-carboxylate anions in a slightly distorted octahedral environment. The complex molecules and solvent molecules are connected via N—H⋯O and O—H⋯O hydrogen bonds into a two-dimensional polymeric structure parallel to (001).

Related literature

For coordination polymers built from 2-ethyl-4,5-imidazoledicarboxylic acid, see: Li et al. (2011 ▶); Wang et al. (2008 ▶); Zhang et al. (2010 ▶). For the structure of the analogous Mn^II complex with a 5-carboxy-2-ethyl-1H-imidazole-4-carboxylate ligand, see: Yan et al. (2010 ▶).

Experimental

Crystal data

[Mn(C₇H₇N₂O₄)₂(H₂O)₂]·2C₃H₇NO
M _r = 603.46
Triclinic,
a = 7.3246 (2) Å
b = 9.0070 (2) Å
c = 12.0541 (3) Å
α = 68.841 (1)°
β = 77.780 (1)°
γ = 70.132 (1)°
V = 693.89 (3) Å³
Z = 1
Mo Kα radiation
μ = 0.54 mm⁻¹
T = 296 K
0.20 × 0.20 × 0.18 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.899, T _max = 0.908
5239 measured reflections
2447 independent reflections
2192 reflections with I > 2σ(I)
R _int = 0.017

Refinement

R[F ² > 2σ(F ²)] = 0.034
wR(F ²) = 0.096
S = 1.04
2447 reflections
182 parameters
3 restraints
H-atom parameters constrained
Δρ_max = 0.33 e Å⁻³
Δρ_min = −0.21 e Å⁻³

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; 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: SHELXL97.

Supplementary Material

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811020071/gk2378sup1.cif

e-67-0m828-sup1.cif^{(16.8KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811020071/gk2378Isup2.hkl

e-67-0m828-Isup2.hkl^{(120.2KB, 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
O1W—H2W⋯O1ⁱ	0.80	1.92	2.707 (2)	165
O1W—H1W⋯O2ⁱⁱ	0.82	1.96	2.768 (2)	168
N2—H2⋯O5	0.86	1.89	2.740 (2)	168
O3—H3⋯O2	0.82	1.64	2.462 (2)	179

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

Acknowledgments

The authors acknowledge Henan University of Urban Construction for supporting this work.

supplementary crystallographic information

Comment

Self-assembly of supramolecular architectures based on imidazole carboxylate ligands has drawn much attention during recent decades. To the best of our knowledge, coordination polymers based on 2-ethyl-4,5-imidazoledicarboxylate ligand has been reperted only in recent years (Wang et al., 2008; Zhang et al., 2010; Li et al., 2011). Herein we report the title compound obtained by the reaction of manganese chloride with 2-ethyl-4,5-imidazoledicarboxylic acid (H₃EIDC) in a N,N-dimethylformamide solution under hydrothermal conditions.

The title compound, [Mn(C₇H₇N₂O₄)₂(H₂O)₂].2C₃H₇NO, depicted in Fig. 1. Each Mn^II is coordinated by two terminal water molecules, two nitrogen atoms and two oxygen atoms from two chelating 2-ethyl-4,5-imidazoledicarboxylate ligands, generating a distorted octahedral coordination environment. The N,N-dimethylformamide molecules are connected to the complex molecule via hydrogen bond between N2 and O6 atoms (Table 1). In each H₂EIDC ligand that chelates Mn^II ion via its N, O atom there is a strong hydrogen bond between the carboxylic and carboxylate groups.

A two-dimensional suramolecular structure is consolidated by intermolecular hydrogen-bonding interactions (N—H···O and O—H···O).

The structure of the title compound is very similar to that formed by 2-propyl-4,5-imidazoledicarboxylate ligand with Mn(II) (Yan et al., 2010).

Experimental

A mixture of MnCl₂ (0.5 mmol, 0.06 g) and 2-ethyl-1H-imidazole-4,5-dicarboxylic acid (0.5 mmol, 0.95 g) in 15 ml of DMF solution was placed in a 23 ml Teflon-lined reactor, which was heated to 443 K for 4 days, and then cooled to room temperature at a rate of 5 K h^-1. Crystals of the title compound were obtained by slow evaporation of the solvent at room temperature.