Near Supramolecular Isomorphism Involving Homologous Solvents: Pyrimethaminium Terephthalate Methanol Solvate and Pyrimethaminium Terephthalate Ethanol Solvate |
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Authors: | Periasamy Devi Jeyaraman Selvaraj Nirmalram Packianathan Thomas Muthiah |
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Institution: | (1) School of Chemistry, Bharathidasan University, Tiruchirappalli, 620 024, Tamilnadu, India; |
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Abstract: | Abstract Two nearly isostructural pseudopolymorphic forms of pyrimethaminium terephthalate have been synthesized and their supramolecular
architectures analyzed. In both the crystals, the protonated pyrimethamine (PMN) cation interacts with the carboxylate anion
via N–H···O hydrogen bonds to form the robust R22(8) motif. The centrosymmetrically (N–H···N) paired PMN cations are bridged on either sides by interaction of the solvent
molecules with the amino groups (N–H···O) of PMN cations. The combination of two R22(8) motifs formed between the PMN cations and PMN cation solvent, leads to the formation of the complementary DADA (D = hydrogen
bonded donor, A = hydrogen bonded acceptor) array of quadruple hydrogen bonds. The solvent molecule further interacts with
the corresponding anion via O–H···O hydrogen bonds. Moreover, both the solvates exhibit several edge to face stacking interactions.
They have in common, two C–H···π interactions; one between the symmetry related cations and other between the cation and anion. The molecular packing of the
ethanol solvate is further strengthened by C–H···O and C–H···π interaction between the solvent and the ions. |
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