Synthesis And Crystal Structures Of Hydrogen Bonded Inclusion Compounds Built With Guanylthiourea And Multi-Carboxyl Acids

Herein we report 14 novel crystal structures which include 13 inclusion compounds and 1 adduct. These compounds are synthesized with double-triangle planar guanylthiourea and multi-carboxylic aromatic rings with the existence of other auxiliary molecules and tetraalkylammonium guest templates. All the compounds were characterized by single crystal X-ray diffraction and IR. These crystal structures can be divided into 3 groups according to the host molecules:1. Guanylthiourea, which shows a double-triangle configuration, is a good hydrogen bond donor and acceptor. By using guanylthiourea, two novel hydrogen-bonded inclusion compounds 2.1 and 2.2 and one adduct were prepared. In the experimental process, two guanylthiourea derivatives of 3,5-diamino-1,2,4-thiadiazole(1) and1,3,5-thiadiazole-5-ureidoformic acid(2) have been obtained and the related inclusion compounds were also synthesized. The results show that these compounds are good candidates to be host molecules.2. 5-Hydroxyisophthalic acid(HSA) and 3,3',3"-((1,3,5)-triazine-2,4,6-triyltriimino)tribenzoic acid(HTA): We apply 5-hydroxyisophthalic acid(HSA) to get 4 new inclusion compounds(3.1-3.4), which mainly display layer-type host lattices.Interestingly, HTA, which was prepared by ourselves, is more complicated than HSA,but the host lattice of inclusion compound(3.5) is also a layer structure, which may be attributed to the blade-like configuration of HTA.3. V-shape host molecules: 4,4'-Dicarboxysulfonyldibenoic acid(SDA) and4,4'-oxybis-benzoic acid(OBA) were chosen to interact with the guest template to form 4 inclusion compounds(4.1, 4.2.1, 4.2.2, 4.3) due to their abilities of forming hydrogen bonds and flexible configurations. Obviously, it is the difference of deprotonation of the host molecule, the ancillary molecules and the amounts of the guest molecules that cause the variation of crystal structures of these inclusion compounds constructed with similar V-shape host molecules.