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While 2,4,6-tris(4-tert-butylphenyl)phenoxyl radical (1a) itself gave an amorphous solid (A), in the presence of 2,4,6-tris(4-tertbutylphenyl)phenol (1) it yielded mixed crystals B (1a:1 = 60:40) and C (1a:1 = 30:70) from solution. Unlike C, B was apparently heterogeneous: it had purple inside and colorless outside, indicating that 1a was significantly concentrated at inside and virtually absent at outside. The thermal behavior of B and C was not identical but close to that of A and 1, respectively. Single-crystal X-ray diffraction study revealed crystal structures of B, C, and 1 were almost identical. In spite of the higher 1a content, C-O bond distances in B were found to be essentially longer than those of C and a little shorter than those of 1. These observations likely indicate that B was composed of three layers: amorphous 1a (inside), mixed crystal of 1a and 1 (boundary) and 1 (outside).

Metal complexes of di(thiophenyl)ethenes: synthesis, structure and bonding