cg2017215_si_010.cif (13.88 kB)
An Imidazole-Based Bisphenol 2-((2-Hydroxy-3,5-dimethylphenyl)(imidazol-4-yl)methyl)-4,6-dimethylphenol: A Versatile Host for Anions
dataset
posted on 2012-03-07, 00:00 authored by Bhaskar Nath, Jubaraj B. BaruahImidazole containing bisphenol 2-((2-hydroxy-3,5-dimethylphenyl)(imidazol-4-yl)methyl)-4,6-dimethylphenol
(1), (abbreviated as Imbp) and its salts with dicarboxylic
acids and mineral acids, namely, maleic acid (H2mal), fumeric acid
(H2fum), adipic acid (H2adpt), perchloric acid, sulphuric acid (sulfate
and bisulphate), tetrafluoroboric acid, and nitric acid are structurally
characterized. The crystal packing in the solid state structures of
the salts are assisted by electrostatic N+–H···O
and related weak interactions. The bisphenol 1 and its
methanol solvate have extensive hydrogen bonded structures; in the
later case the methanol molecule acts as a bridge through N–H···O
and O–H···O interactions and strong π···π
interactions between the two imidazole rings. Both the structures
have strong intramolecular O–H...O
hydrogen bonds among the hydroxyl groups of the Imbp molecule. The
mono-deprotonated salts of 1 with maleic acid, adipic
acid, have layered structure, whereas anion encapsulation takes place
in the case of dideprotonated salts of fumeric acid. In the case of
perchlorate, bisulphate, tetrafluoroborate, and nitrate salts of 1 the intramolecular O–H···O is retained.
The sulfate anchors trimeric self-assemblies formed through R33 (6) type of hydrogen bond in the protonated 1 and finally they form circular structures with a diameter
of 15.193 Å, in which anion is embedded. A bisulphate salt of 1 is prepared by the reaction of magnesium sulfate with sulphuric
acid in methanol in the presence of 1; in this structure
bisulphate occurs in pairs through intermolecular hydrogen bonds and
it assists in the formation of an assembled structure of the protonated
bisphenol 1.