The X-ray crystal structure of the title molecule indicates that all four O-C-C-O torsional networks possess normal gauche-type geometries. This is in contrast to the dibenzo-20-crown-6 and dibenzo-26-crown-8 analogs in which at least one transoid O-C-C-O unit is present. 13C NMR chemical shift differences are discussed in terms of the solid state geometry. In particular, there is a 7 ppm difference between two aromatic carbons which are ortho to oxygen, whereas in solution, the chemical shifts for these sites are identical due to conformational averaging. (C) 2000 Elsevier Science B.V.

Additional Metadata
Keywords Macrocyclic polyethers, Solids, Solutions, Stereochemistry
Persistent URL dx.doi.org/10.1016/S0022-2860(99)00375-0
Journal Journal of Molecular Structure
Citation
Buchanan, G.W, Laister, R.C., & Yap, G.P.A. (2000). Solid state structure of dibenzo-crown ethers formally derived from resorcinol. X-ray crystal structure, solid state 13C NMR and solution NMR properties of dibenzo-32-crown-10. Journal of Molecular Structure, 523(1-3), 71–77. doi:10.1016/S0022-2860(99)00375-0