CIS-CYCLOHEXANO-9-CROWN-3 ETHER - SOLID-STATE AND LOW-TEMPERATURE SOLUTION STEREOCHEMISTRY AS DETERMINED BY X-RAY CRYSTALLOGRAPHY AND NUCLEAR-MAGNETIC-RESONANCE SPECTROSCOPY

The X-ray crystal structure of the title material has been determined at -130-degrees-C. Low-temperature (HH)-H-1-H-1 COSY, (CH)-C-13-H-1 HETCOR, and DEPT C-13 NMR spectra have been recorded, which permit unambiguous assignments of all carbon resonances when ring inversion is slow on the NMR timescale. The limiting low-temperature solution phase C-13 spectrum has many common features with the solid phase C-13 CPMAS spectrum recorded at 300 K. Spectra for the 7,10-tetra-deuterio derivative have also been obtained and substituent influences on C-13 shieldings are discussed in detail.