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Structure of benzo- and dibenzocrown ethers and their H-bonded adducts. 4. Structural motifs in the 2,4-dithiouracil complexes with 4-bromo- and 4-nitrobenzo-18-crown-6, [2.4]dibenzo- and thia[1.5]dibenzo-18-crown-6 |
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| Authors: | Marina S Fonari Yurii A Simonov Gabriele Bocelli Eduard V Ganin Wen-Jwu Wang Sergei M Pluzhnik-Gladyr Vyacheslav V Tkachyuk Sergei A Kotlyar Gerbert L Kamalov |
| Institution: | 1. Institute of Applied Physics, Academy of Sciences of Moldova, Academy str., 5, MD2028, Chisinau, Moldova 2. IMEM-CNR, Parma, Italy 3. Odessa State Environmental University, Ministry of Education and Science of Ukraine, Lvovskaya str., 15, 65016, Odessa, Ukraine 4. Department of Chemistry, Tamkang University, 151 Ying-Chuan Road, Tamsui, Taipei, 25137, Taiwan, ROC 5. A.V. Bogatsky Physico-Chemical Institute, National Academy of Sciences of Ukraine, Lustdorfskaya doroga 86, 650080, Odessa, Ukraine |
| Abstract: | Four novel complexes of 2,4-dithiouracil (pyrimidine-2,4(1H,3H)-dithione, DTU) with 18-membered benzo- and dibenzo-crown ethers were synthesized in approximately the same conditions and studied by single crystal diffraction. Hydrogen bonding was observed to be the most important for the complexation in the solid state but π–π interactions also contribute to it. The crystalline monohydrates of the 1:1:1 stoichiometry are recorded for 4-bromo- and 4-nitrobenzo-18-crown-6 (complexes 1 and 2), while complexes with 2.4]dibenzo- and thia1.5]dibenzo-18-crown-6 (complexes 3 and 4) represent anhydrous adducts of the 2:2 ratio. The crystal structures reveal three supramolecular structural motifs: the alternative chain for the ternary complex 1 and two types of capsules for complexes 2?4 where the DTU dimers are encapsulated inside the space restricted by two crown molecules. |
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