Low barrier hydrogen bond (LBHB)‎ interactions in the solid state crystal structures of phthalate salts based on trisubstituted guanidinium cations

Abstract EN

The hydrogen phthalate salt N, N', N''- tricyclohexylguanidinium hydrogen phthalate {C (HNcyclohexyl) 3} + HPHT-(1) was prepared and the structure was determined by X-ray diffraction analysis and characterized by elemental analysis, NMR and IR spectroscopy.

The hydrogen-bonding interactions of this colorless solid have been explored in order to examine the potential of intermolecular and intermolecular interactions and their influence on the extended structure that was observed.

Compound 1 crystallizes in the monoclinic space group P2 (1) / n, with a = 10.6270 (13) Ă, b = 16.809 (2) Ă, c = 15.1657 (18) Ă and β = 102.978 (2) º ; Z = 4.

The crystal data indicate that the anion displayed a characteristic intermolecular, low barrier hydrogen bond (LBHB) (S (7) motif) via O-H…O interaction.

The primary structure combines two cyclic associations, a 16-membered ring (R4 (16)4 notation) and a large 46-membered ring (R4 (46)4 notation), through N-H…O hydrogen-bonding interactions.

The structure of 1 is compared with the analogue salts N, N', N''- triisopropylguanidinium phthalate 2 and N, N', N''- triisopropylguanidinium hydrogen maleate 3.