Abstract
The title compound, [Ag2(C2H3O2)2(C19H20N2)2] (2), was readily synthesized by treatment of 3-benzyl-1-(2,4,6-trimethylphenyl)imidazolium chloride with silver acetate. The solution structure of the complex was analyzed by NMR spectroscopy, while the solid-state structure was confirmed by single-crystal X-ray diffraction studies. Compound 2 crystallizes in the triclinic space group , with a silver-to-carbene bond length (Ag-CNHC) of 2.084 (3) Å. The molecule resides on an inversion center, so that only half of the molecule is crystallographically unique. The planes defined by the two imidazole rings are parallel to each other, but not coplanar [interplanar distance is 0.662 (19) Å]. The dihedral angles between the imidazole ring and the benzyl and mesityl rings are 77.87 (12) and 72.86 (11)°, respectively. The crystal structure features π-π stacking interactions between the benzylic groups of inversion-related (-x + 1, -y + 1, -z + 1) molecules and C-H ⋯ π interactions.
Highlights
The title compound, [Ag2(C2H3O2)2(C19H20N2)2] (2), was readily synthesized by treatment of 3-benzyl-1-(2,4,6-trimethylphenyl)imidazolium chloride with silver acetate
Compound 2 crystallizes in the triclinic space group P1, with a silver-to-carbene bond length (Ag—CNHC) of 2.084 (3) A
The dihedral angles between the imidazole ring and the benzyl and mesityl rings are 77.87 (12) and 72.86 (11), respectively
Summary
The quest for new antibacterial drugs with different modes of action is necessary, as evident from recent bacterial outbreaks (Brown & Wright, 2016). In a continuation of this effort, we are currently focusing on the development of dual-targeting redox-active Nheterocyclic carbene-ligated silver(I) complexes to combat drug-resistant bacteria strains. In relevance to this context, we prepared the title compound di--acetato-bis[[3-benzyl-1(2,4,6-trimethylphenyl)imidazol-2-yl]silver(I)] and studied its solid-state structural features. The solid-state structure of complex 2 reveals that the molecule resides on an inversion center (12, 1, 12), so that only half of the molecule is crystallographically unique This arrangement results in a fourmembered centrosymmetric ring (two AgI and two O atoms). Interactions of inversion-related benzyl groups parallel to the b axis to yield two-dimensional sheets, Fig. 2. [Ag2(C2H3O2)2(C19H20N2)2] 886.57 Triclinic, P1 183 9.078 (2), 10.473 (2), 12.236 (3) 65.065 (6), 77.420 (7), 65.229 (7) 956.7 (4) 1 Mo K 1.07 0.64 Â 0.26 Â 0.2
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