Nonpreorganized neutral acyclic anion receptors:: Structural investigations of N,N′-diphenyl-1,3-benzenedisulfonamide and N,N′bis(4-t-butylphenyl)-1,3-benzenedisulfonamide

The structure of N,N'-diphenyl-1,3-benzenedisulfonamide (1) was determined by single crystal X-ray diffraction. It crystallizes in P2(1)/n with cell dimensions: a = 11.8390(6) Angstrom, b = 12.3950(10) Angstrom, c = 12.1184(10) Angstrom, beta = 94.388(6)degrees, and V = 1773.1(2) Angstrom(3). Its di-t-butyl derivative, N,N'-bis(4-t-butylphenyl)-1,3-benzenedisulfonamide (2), was prepared and structurally characterized as two solvated structures. Both crystallize in P ($) over bar 1 with cell dimensions: 2 . CF3CH2OH, a = 9.469(2) Angstrom, b = 10.0039(18) Angstrom, c = 16.385(3) Angstrom, alpha = 85.561(16)degrees, beta = 83.035(18)degrees, gamma = 72.459(16), and V = 1467.7(5) Angstrom(3); 2 . ClCH2CH2Cl, a = 9.559(2) Angstrom, b = 9.8125(12) Angstrom, c = 17.100(6) Angstrom, alpha = 82.495(19)degrees, beta = 83.47(2)degrees, gamma = 70.100(15), and V = 1491.1(6) Angstrom(3). The structures exhibit hydrogen-bonding, and are evaluated in terms of preorganization for anion binding.