CRYSTAL-STRUCTURES OF DIBENZO-14-CROWN-4 ALCOHOL AND DIOL MONOHYDRATES

Monohydrate complexes 1-3 of sym-hydroxydibenzo-14-crown-4, sym-cis-di hydroxydibenzo-14-crown-4 and sym-trans-dihydroxydibenzo-14-crown-4, r espectively, have been prepared and their solid state structures deter mined. For all three complexes the space group was Cmc2(1). The crysta l data are: for 1, a = 16.256(10), b = 12.076(5), c = 8.767(3) Angstro m, V = 1721.0 Angstrom(3) with Z = 4; for 2, a = 16.437(3), b = 11.997 (4), c 8.640(3) Angstrom, V = 1703.8 Angstrom(3) with Z = 4; for 3, a = 16.528(7), b = 12.306(3), c = 8.540(3) Angstrom, V = 1737.0 Angstrom (3) With Z = 4. The structures were refined to [R, R(w), unique data w ith F <. n sigma(F)]: for 1, 0.066, 0.055, 828, 2.5; for 2, 0.034, 0.0 35, 1090, 3.0; for 3, 0.047, 0.036, 1038, 3.0. The three crystal struc tures have a high degree of isomorphism and the dibenzo-14-crown-4 uni ts in the three host-guest complexes are nearly identical. Intramolecu lar hydrogen bonds link an alcohol oxygen atom of the host to the oxyg en atom of the guest water molecule and the oxygen atom of the guest w ater molecule to ether oxygen atoms of the host in 1-3. In 2 and 3, th ere is an intermolecular hydrogen bond between the hydrogen atom of an alcohol group of the host and the oxygen atom of a symmetry-related w ater molecule guest of another complex.