Title of article
Crystal structure of a photobiologically active brominated angular pyranocoumarin: bromo-hydroxy-seselin
Author/Authors
Bauri, A. K. Bio-Organic Division - Bhabha Atomic Research Centre, India , Foro,Sabine Institute of Materials Science - Darmstadt University of Technology, Germany , Rahman, A. F. M. Mustafizur Department of Applied Chemistry & Chemical Engineering - University of Dhaka, Bangladesh
Pages
8
From page
1
To page
8
Abstract
The title compound, C14H13BrO3 [systematic name: rac-(9S,10R)-9-bromo-10-hydroxy-8,8-dimethyl-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-2-one], is a substituted pyranocoumarin, obtained by bromination of seselin [8,8-dimethyl-2H,8H-pyrano[2,3-f]chromen-2-one], which was isolated from the Indian herb Trachyspermum stictocarpum (Aajmod). The pyrano ring has a distorted half-chair conformation and its mean plane is inclined to the coumarin mean plane by 1.6 (2)°. In the crystal, molecules are linked by pairs of O—H⋯O hydrogen bonds, forming inversion dimers with an R22(16) ring motif. The dimers stack along the a-axis direction and are linked by offset π–π interactions, forming columns [intercentroid distance = 3.514 (4) Å].
Keywords
crystal structure , seselin , bromination , hydrogen bonding , offset π–π interactions
Journal title
Acta Crystallographica Section E: Crystallographic Communications
Serial Year
2017
Record number
2621525
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