{5,10,15,20-Tetrakis[4-(octyloxy)phenyl]porphyrinato}copper(II)

In the title compound, [Cu(C76H92N4O4)], the central Cu(II) ion is situated on an inversion centre. The porphyrinate core exhibits a nearly planar conformation [maximum deviation = 0.027 (3) Å], with Cu—N distances of 1.997 (2) and 2.001 (2) Å. The benzene rings of the 4-octyloxyphenyl groups are rotated at angles of 84.02 (8) and 77.02 (6)° with respect to the mean plane of the porphyrin fragment. The two terminal C atoms in the octyl group are disordered over two positions of equal occupancy.

In the title compound, [Cu(C 76 H 92 N 4 O 4 )], the central Cu(II) ion is situated on an inversion centre. The porphyrinate core exhibits a nearly planar conformation [maximum deviation = 0.027 (3) Å ], with Cu-N distances of 1.997 (2) and 2.001 (2) Å . The benzene rings of the 4-octyloxyphenyl groups are rotated at angles of 84.02 (8) and 77.02 (6) with respect to the mean plane of the porphyrin fragment. The two terminal C atoms in the octyl group are disordered over two positions of equal occupancy.

Experimental
Crystal data [Cu(C 76

Comment
Porphyrins, metalloporphyrins, and their derivatives are researched in many fields, such as molecular electronic devices (Holten et al., 2002), natural photosynthetic systems (Gust & Moore, 1985), electronic devices (Gunter & Johnston, 1992) or enzyme mimics (Anderson & Sanders, 1995). In this paper, we report the crystal structure of the title compound.
The porphyrin moiety in the title compound is essentially planar, the macrocyclic core 24-menbered ring is planar with the mean deviation of 0.027 (3) Å. The fourcoordinate Cu ion fitting into its center at 1.997 (2)-2.001 (2) Å, from the surrouding pyrrole N atoms, in agreement with that found in the related compounds (Fleischer 1963;Fleischer et al., 1964;He 2007.). The p-octyloxyphenyl groups are rotated at angles of 84.02 (8) ° (C11-C16) and 77.02 (6) ° (C25-C30) with respect to the porphyrin mean plane, due to steric hindrance with the pyrrole-H atoms of the macrocycle. Two terminal C atoms (C23 & C24) in the octyl group are disordered over two positions with site occupancy factors, from refinement of 0.4510 (7) (part A) and 0.5489 (3) (part B).
Experimental 0.04mmol meso-tetrakis[p-(octyloxy)phenyl] porphyrin and 0.40mmol Cu(CH 3 COO) 2 .H 2 O were dissolved in 20 ml chloroform, refluxed for 8 hours, and the solvent was removed by a rotary evaporator, the residue was purified by column chromatography with chloroform, then crystallized by methanol and chloroform, and a purple solid was obtained (yield=55%).
Single crystals were recrystallization from a dichloromethane solution at room temperature.

Refinement
H atoms were positioned geometrically and refined using a riding model, with C-H = 0.95 (aromatic), 0.99 (CH 2 ) and 0.98 (CH 3 ) Å and with U iso (H) = 1.2(1.5 for methyl)U eq (C). Two terminal C atoms (C23 & C24) in the octyl group are disordered over two positions with site occupancy factors, from refinement of 0.4510 (7) (part A) and 0.5489 (3) (part B). The distance of equivalent C-C pairs were restrained to 1.540 (1) Å and 0.001 Å using command DFIX and SADI, respectively, and displacement ellipsoids of C23 & C24 set were restrained to 0.01 using command ISOR and DELU.  Fig. 1. The molecular structure of the title compound with the atom numbering scheme. Displacement ellipsoids are drawn at the 50% probability level. Two terminal C atoms (C23 & C24) in the octyl group are disordered over two positions with site occupancy factors, from refinement of 0.4510 (7)