Title of article :
Bis(benzyltrimethylammonium) bis[(4SR,12SR,18RS,26RS)-4,18,26-trihydroxy-12-oxido-13,17-dioxaheptacyclo[14.10.0.03,14.04,12.06,11.018,26.019,24]hexacosa-1,3(14),6,8,10,15,19,21,23-nonaene-5,25-dione] sesquihydrate: dimeric structure formation via [O—H—O]− negative charge-assisted hydrogen bonds (–CAHB) with benzyltrimethylammonium counter-ions
Author/Authors :
Bengiat, Ravell The Institute of Chemistry - The Hebrew University of Jerusalem, Israel , Gil, Maayan The Institute of Chemistry - The Hebrew University of Jerusalem, Israel , Klein, Asne The Institute of Chemistry - The Hebrew University of Jerusalem, Israel , Bogoslavsky,Benny The Institute of Chemistry - The Hebrew University of Jerusalem, Israel , Cohen, Shmuel The Institute of Chemistry - The Hebrew University of Jerusalem, Israel , Almog, Joseph The Institute of Chemistry - The Hebrew University of Jerusalem, Israel
Abstract :
The reaction between bis-ninhydrin resorcinol and benzyltrimethylammonium fluoride in ethanol has produced the title compound, 2C10H16N+·2C24H13O8−·1.5H2O, which contains a unique centrosymmetric supramolecular dimeric entity, where two deprotonated ligands are held together via two strong and short [O⋯O = 2.4395 (13) Å] [O—H—O]− bonds of the type negative charge-assisted hydrogen bonds (–CAHB). The central aromatic rings of the ligands create parallel-displaced π–π stacking at an interplanar distance of 3.381 (1) Å, which helps stabilize the dimer. In the crystal, two symmetry-related solvent water molecules with a site occupancy of 0.75 are attached to the carbonyl groups of the dimer by weaker O—H⋯O hydrogen bonds, forming chains along [101].
Keywords :
vasarene , negative charge-assisted hydrogen bond [()CAHB] , ninhydrin , supramolecular dimer
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
