Copper(II) and Nickel(II) Octabromo-tetrakis(pentafluorophenyl)Porphyrin Complexes

The copper and nickel complexes of 2,3,7,8,12,13,17, 18-octabromo-5,10,15,20-tetrakis(pentaftuorophenyl) porphyrin ({4,5,9,10,14,15,19,20-octabromo-2,7,12,17-tetrakis(pentaftuorophenyl)-21,22,23,24-tetraazapentacyclo[l6.2.1.1^(3,6).l^(8,11).l^(13,16)]tetracosa-l,3-(22),4,6,8(23),9,11,13(24),14,16,18(21),19-dodecaene }copper(II) 0.5-dichloromethane solvate and {4,5,9,10,14,15,19,20-octabromo-2,7,12,17-tetrakis(pentaftuorophenyl)-21,22,23,24-tetraazapentacyclo( 16.2.1.1^(3,6).l^(8,11).l^(13,16)]tetracosa-l,3(22),4,6,8(23),9,ll,13(24),14,16,18(21),19-dodecaene} nickel(II)0.5-dichloromethane solvate) form isostructural crystals. There is significant distortion from planarity of the porphyrin ring caused by the octabromo substituents interacting with the meso-pentafluorophenyl groups and with each other, with departures of the Br atoms from the plane defined by the four N atoms of up to 2.36 A. This tetrahedral distortion of the molecule does not result in any significant changes in bond distances from those in non-halogenated tetraphenylporphyrin complexes.