Bis(1-methyl-imidazole)[meso-α,α,α,α-tetra-kis(o-nicotinamido-phen-yl)porphinato]iron(II)-1-methyl-imidazole-tetra-hydro-furan (1/1/1.5).

Yingying Fan,Jianfeng Li

doi:10.1107/s2414314621005319

Abstract

In the title compound, [FeII(C68H44N12O4)(C4H6N2)2]·C4H6N2·1.5C4H8O, the central FeII ion is coordinated by four pyrrole N atoms of the porphyrin core and two N atoms of the 1-methyl-imidazole ligands in the axial sites. One 1-methyl-imidazole and one and a half tetra-hydro-furan solvent mol-ecules are also present in the asymmetric unit. The complex exhibits a near planar porphyrin core conformation, in which the iron centre is slightly displaced towards the hindered porphyrin side (0.01 Å). The average Fe-Np (Np refers to the pyrrole nitro-gen atoms in the porphyrin) bond length is 1.990 (9) Å, and the axial Fe-NIm (NIm refers to the imidazole nitro-gen atoms) bond lengths are 1.993 (3) and 2.004 (3) Å. The dihedral angle between the two coordinated 1-methyl-imidazole planes is 56.6 (2)°. The dihedral angles between the 1-methyl-imidazole planes and the planes of the closest Fe-Np vector are 16.8 (2) and 39.8 (2)°. N-H⋯N and N-H⋯O inter-actions are observed in the crystal structure.

Highlights

In the title compound, [FeII(C68H44N12O4)(C4H6N2)2]ÁC4H6N2Á1.5C4H8O, the central FeII ion is coordinated by four pyrrole N atoms of the porphyrin core and two N atoms of the 1-methylimidazole ligands in the axial sites
1-methylimidazole and one and a half tetrahydrofuran solvent molecules are present in the asymmetric unit
The complex exhibits a near planar porphyrin core conformation, in which the iron centre is slightly displaced towards the hindered porphyrin side (0.01 A )

Summary

Yingying Fan and Jianfeng Li*

In the title compound, [FeII(C68H44N12O4)(C4H6N2)2]ÁC4H6N2Á1.5C4H8O, the central FeII ion is coordinated by four pyrrole N atoms of the porphyrin core and two N atoms of the 1-methylimidazole ligands in the axial sites. The average Fe—Np (Np refers to the pyrrole nitrogen atoms in the porphyrin) bond length is 1.990 (9) A , and the axial Fe—NIm (NIm refers to the imidazole nitrogen atoms) bond lengths are 1.993 (3) and 2.004 (3) A. The dihedral angle between the two coordinated 1-methylimidazole planes is 56.6 (2). 6, Structure description Heme a is an important redox site of cytochrome c oxidases (CcO) (Pitcher & Watmough, 2004), and bis(imidazole)–iron(II) porphyrin complexes are used to understand the relationship between its structure and function (Walker, 2004). The picket-fence species with bis(imidazole)-ligated groups is one of the effective models to study the effect of axial ligand orientation. Crystal structures of bis(imidazole)-ligated iron(II) picket-fence porphyrinates, e.g.

DÁ Á ÁA

Synthesis and crystallization

No of restraints

Yingying Fan and Jianfeng Li

Data collection