Influence of chloroform on crystalline products yielded in reactions of 5,10,15,20-tetraphenylporphyrin with HCl and copper(II) salts.
Chloroform was found to occupy the lattice of the protonated porphyrin and to promote crystallization of a different polymorphic form of a metalloporphyrin. The structure of 5,10,15,20-tetraphenylporphyrin-21,23-diium dichloride chloroform octasolvate, C(44)H(32)N(4)(2+)·2Cl(-)·8CHCl(3), (I), in the solid state is described and compared with related solvates. The porphyrin macrocycle displays a distorted saddle shape, with chloride anions above and below the ring. Seven chloroform molecules are bound via C-H···Cl hydrogen bonds, while the link with the eighth solvent molecule is weaker. A new monoclinic polymorph of (5,10,15,20-tetraphenylporphyrinato)copper(II), [Cu(C(44)H(28)N(4))], (II), crystallized from chloroform, is also presented.
Chemical Faculty, Gdansk University of Technology, Narutowicza 11/12, Gdansk PL-80233, Poland.
Luis
L
Aparici Plaza
Jaroslaw
J
Chojnacki
D000838:Anions / Q000737:chemistry*; D002725:Chloroform / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D003460:Crystallization; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008665:Metalloporphyrins / Q000737:chemistry*; D015394:Molecular Structure; D011166:Porphyrins / Q000737:chemistry*; D012492:Salts / Q000737:chemistry*
C509964:5,10,15,20-tetraphenylporphyrin; D000838:Anions; D008665:Metalloporphyrins; D011166:Porphyrins; D012492:Salts; D003300:Copper; D002725:Chloroform