Crystal structure of diaqua[5,10,15,20-tetrakis(4-bromophenyl)porphyrinato-κ⁴N]magnesium

Abstract

The title compound, [Mg(C44H24Br4N4)(H2O)2] or [Mg(TBrPP)(H2O)2], where TBrPP is the 5,10,15,20-tetra­kis­(4-bromo­phen­yl)porphyrinato ligand, was obtained unintentionally as a by-product of the reaction of the [Mg(TBrPP)] complex with an excess of di­methyl­glyoxime in di­chloro­methane. The entire mol­ecule exhibits point group symmetry 4/m. In the asymmetric unit, except for two C atoms of the phenyl ring, all other atoms lie on special positions. The MgII atom is situated at a site with symmetry 4/m, while the N and the C atoms of the porphyrin macrocycle, as well as two C atoms of the phenyl ring and the Br atom lie in the mirror plane containing the porphyrin core. The H atoms of the axially bonded water mol­ecule are incompatible with the fourfold rotation axis and are disordered over two sites. In the crystal, mol­ecules are packed in rows along [001]. Weak inter­molecular C—H⋯π and C—H⋯Br inter­actions, as well as O—H⋯Br hydrogen bonds, stabilize the crystal packing.

Histamine-bound magnesium porphyrins: diverse coordination modes, inhibitory role in photodegradation of chlorophyll a and antioxidant activity

“…Similarly, compound 2 exhibited shifting of the Soret and two Q bands. The Soret and Q band values of 1 and 2 are very similar to those of other related penta-and hexacoordinated magnesium complexes 3,12,18,19,[24][25][26][27][28] and axial ligation is supported by the shifting of the Soret and Q band positions.…”

“…7 Several five and six-coordinated magnesium porphyrins are known due to coordination to N and O-donating ligands. 3,[9][10][11][12][13][14][15][16][17] But the coordination of histamine is not known in the literature.…”

Porphyrin-based assemblies directed by non-covalent interactions: highlights of recent investigations

“…Incidentally, compound Co II -TIPPr shows also a remarkable electrochemical dioxygen reduction reactivity. 48 Direct halogen-halogen interactions are considerably less pronounced in various derivatives of the tetraIJ4bromophenyl)porphyrin scaffold, e.g., Zn II -TBrPPr, 49 Mg II IJH 2 -O) 2 -TBrPPr 50 and [(TBrPPr)-Fe] 2 O, 51 due to the lower polarizability of the Br-function.…”

Two novel magnesium(II) meso-tetraphenylporphyrin-based coordination complexes: Syntheses, combined experimental and theoretical structures elucidation, spectroscopy, photophysical properties and antibacterial activity

“…The interaction of metalloporphyrins with donor molecules via axial coordination either can strongly influence the photophysical properties and the efficiency of energy or electron transfer processes [17]. For a better understanding of the principles governing the structural properties of this type coordination complexes, hydrogen bonding, π-π stacking and intermolecular C-H...Cg interactions have been studied [18][19][20]. In continuation of our work on functionalization of meso-tetraarylporphyrins, we combined the porphyrin framework with two nitrogen based ligands (HTMA and DABCO) to design two new six-coordinated Mg(II) porphyrins complexes: bis(HTMA) (5,10,15,20-tetrakis [4-(benzoyloxy) complexes were characterised by X-ray diffraction, infrared, proton nuclear magnetic resonance spectroscopies, mass spectrometry, and elemental analysis.…”