Structural and spectroscopic characterization of 1-(diaminomethylene) thiouron-1-ium benzoate and bis(1-(diaminomethylene)thiouron-1-ium) phthalate trihydrate

Add time:08/09/2019    Source:sciencedirect.com

Two single crystals of 1-(diaminomethylene) thiouron-1-ium benzoate (1) and bis(1-(diaminomethylene)thiouron-1-ium) phthalate trihydrate (2) were grown using a solution growth technique. The compound 1 crystallises in the centrosymmetric P21/c space group of the monoclinic system, whereas the compound 2 in the centrosymmetric Pbcn space group of orthorhombic system. The solid-state organisation of 1 and 2 has been analysed with respect to cation-anion and hydrogen bonding interactions. The oppositely charged units interact via almost linear hydrogen bonds with the graphs of R22(8) and R21(6) forming molecular complexes. In the crystal 1 the R22(8) motif is formed by donation to the carboxylate group from amine group joined to C1 and from imine group and R21(6) motif is formed by donation to the O2 from amine group joined to C2 and from imine group, whereas in crystal 2 the graphs are formed oppositely. Interactions between the hydrogen-bonded molecular complexes in 1 lead to formation of layered 2D structure, whereas in 2, due to presence of hydrated water molecules lead to formation of 3D hydrogen-bonded supramolecular network. The obtained deuterated analogues of 1 and 2 crystallise similar as H-compound in the monoclinic and orthorhombic system with quite similar lattice parameters. The compounds were also characterised by the FT-IR and Raman spectroscopies. The characteristic bands of the functional and skeletal groups are discussed.

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