1995•Supramolecular chemistryRequires access

Structure of the p-sulfonatocalix[4]arene complex with tetramethylammonium ions, [NME4]5[p-sulfonatocalix[4]arene]·4H2O

Jerry L. Atwood, Leonard J. Barbour, ‬Peter C. Junk, G. William Orr

Abstract

Treatment of p-calix[4]arene sulfonic acid with excess tetramethylammonium hydroxide yields [NMe4]5[p-sulfonato-calixarene]·4H2O. The compound crystallizes from aqueous solution in the triclinic space group P1 with a = 13.125(3), b = 14.881(3), c = 16.320(4) Å, α = 77.19(1), β = 77.30(1), γ = 72.30(1)°, and Dc = 1.35 g cm−3 for Z = 2 (C48H87O20N5S4). Refinement based on 5044 observed reflections yielded a final R value of 0.084. The overall structure consists of bilayers of calix[4]arenes separated by regions which contain the cations and water molecules. One of the tetramethylammonium ions is bound within the hydrophobic calix[4]arene cavity.

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Key concepts: Tetramethylammonium, Tetramethylammonium hydroxide, Calixarene, Chemistry, Triclinic crystal system, Resorcinarene, Crystallography, Aqueous solution