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Specific features of crystal packings and pre organization of diarylideneacetonyl crowno phane molecules to solid phase photochemical transformations were studied on the basis of X ray diffraction data using methods of simulation of molecular crystal packings. The tendency of the most part of the synthesized macrocyclic E,E isomers to the formation of homochiral crystals (Р2 1 2 1 2 1 ) was revealed, while (23E,26E) 11,12,14,15 tetrahydro 8H dinaphtho [2,1 k:1´,2´ r] [1,4,7,10]tetraoxacyclononadecine 23,26 dien 25(9H) one is prone to polymor phism. A phenomenon of solid phase stereospecific photochemical dimerization of molecules according to the syn head to tail type without crystal destruction (single crystal-single crystal transformation) was found for one of the modifications of this crownophane.

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