2,25-Dioxo-27,28-diphenyl-30-oxa-29-thia-3,10,17,24-tetraazapentacyclo-[24. 2.1.112,15.04,9.018,23]triaconta-5,7,9(4),10, 12,14,16,18,20,22,26,28-dodeca-ene chloro-form disolvate

Abstract

The macrocycle of the title compound, C36H24N 4O3S·2CHCl3, contains a rigid framework with the nitro-gen and oxygen heteroatoms pointing in towards the center of the macrocyclic cavity. The macrocycle is essentially planar (r.m.s. deviation = 0.027 Å) except for the thio-phene ring. The dihedral angle between the thio-phene ring plane and the mean plane of the central macrocyclic core including all atoms except sulfur is 21.6 (1)°. Four intra-molecular hydrogen bonds occur: two are between the amide hydrogen atoms and the Schiff base nitro-gen atoms, while the others are between the amide hydrogen atoms and the sulfur atom of the thio-phene. The two solvate chloro-form mol-ecules are bound to the carbonyl oxygen atoms of the ligand by weak C - H⋯O hydrogen bonding. In addition, the structure reveals inter-molecular Cl⋯Cl close contacts [3.308 (2), 3.404 (2) and 3.280 (2) Å] between the chloro-form solvate mol-ecules. In the crystal, the macrocycles form layers parallel to (101), with an inter-layer distance of 3.362 (3) Å. This short distance is determined by the stacking inter-actions between the amide carbonyl and imine fragments of neighboring ligands.