Title

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

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Link to publisher version (DOI)

http://dx.doi.org/10.1107/S2056989020016540