Isolation and crystal structure of lawinal
Publication Name
Acta Crystallographica Section E: Crystallographic Communications
Abstract
The structure of the natural product lawinal [systematic name: (-)-(2S)-5,7-dihydroxy-6-methyl-4-oxo-2-phenylchromane-8-carbaldehyde, C17H14O5] at 150K is reported. The compound crystallizes with monoclinic (I2) symmetry and with Z′ = 2. The absolute configuration could not be determined reliably from X-ray analysis only. However, our analysis returns the S-configuration at the C-2 position, consistent with previous stereochemical assignment from specific rotation. The independent molecules form into alternating hydrogen-bonded chains with C - H⋯O=CH intermolecular linkages that run parallel to the crystallographic a axis and are extended into the ac plane by π-π interactions between their phenyl substituents.
Open Access Status
This publication may be available as open access
Volume
77
First Page
75
Last Page
78
Funding Number
DBG6280007
Funding Sponsor
Mae Fah Luang University