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In the course of our studies of the hierarchy of intermolecular interactions the supramolecular structures of three thymine derivatives have been determined: (1-thyminyl)acetamide (1), 1-(2-cyanoethyl)thymine (2) and 1(3-cyanopropyl)thymine (3). In all cases the supramolecular structures are primary determined by the strongest interaction, i.e. intermolecular hydrogen bonds N3-H3cccO2 in (1) and N3-H3cccO4 in (2) and (3), respectively, thus forming centrosymmetric dimers. Only consecutive inversion centers of the space group P21/c in the case of (1) create then the principal packing motif molecular tapes which interact between themselves forming the threedimensional structure. The case of (2) is different. The principal packing motif is formed by centrosymmetric dimers which are further connected by weak hydrogen bonds. The dimers are packed in the crystal in a herringbone manner. In the crystals of (3) the same centrosymmetric dimers are formed by using N3-H3cccO4 hydrogen bonds. Moreover, the other two types of centrosymmetric dimers are further created by weak hydrogen bonds and in the end all the intermolecular interactions give rise to two dimensional, folded sheets. In conclusion, the packing motifs are in the given examples determined primary by the strongest intermolecular interactions, although nevertheless a diversity of crystal structures may be reached. m13.p07

Supramolecular structures of thymine derivatives