Publication details
3-Ethyl-8-methoxy-4-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)qui nolin-2(1H)-one
| Authors | |
|---|---|
| Year of publication | 2010 |
| Type | Article in Periodical |
| Magazine / Source | Acta Crystallographica Section E: Structure Reports Online |
| MU Faculty or unit | |
| Citation | |
| Web | https://doi.org/10.1107/S1600536810016636 |
| Doi | http://dx.doi.org/10.1107/S1600536810016636 |
| Keywords | single-crystal X-ray study; T = 150 K; mean (C–C) = 0.003 angstrom; disorder in main residue; R factor = 0.032; wR factor = 0.080; data-to-parameter ratio = 8.9 |
| Description | The structure of the title compound, C(26)H(31)NO(12), contains an essentially planar quinoline skeleton, with the maximum deviation from the best plane being 0.055 (2) angstrom, and an oxane ring in a classical chair conformation with the following Cremer and Pople puckering parameters: Q = 0.586 (2) angstrom, theta = 11.5 (2)degrees and phi = 309.4 (10)degrees. One acetyl group displays rotational disorder with occupancies of 0.634 (8): 0.366 (8). The crystal packing is stabilized by N-H center dot center dot center dot O hydrogen bonds, which link molecules into chains along the a axis. The packing is further stabilized by weak C-H center dot center dot center dot O interactions. The absolute configurations on the carbons in the oxane ring correspond to those of the commercial starting material and are unchanged in the well known mechanism of the Koenigs-Knorr synthesis. |