
TY  - JOUR
A1  - Anderson, BF 
A1  - Herlt, AJ 
A1  - Rickards, RW 
A1  - Robertson, GB 
T1  - Crystal and Molecular Structures of Two Isomorphous Solvates of the Macrolide Antibiotic Borrelidin: Absolute Configuration Determination by Incorporation of a Chiral Solvent in the Crystal Lattice
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1989
VL  - 42
IS  - 5
SP  - 717
EP  - 730
KW  - 
UR  - https://doi.org/10.1071/CH9890717 
N2  - Crystal structures of two isomorphous solvates of the macrolide antibiotic borrelidin [ borrelidin 3-methylbutan-1-ol (A) and borrelidin (S)-2-methylbutan-1-ol (B)] have been determined from X-ray diffractometer data recorded at 294 and 152 K respectively. Crystals are monoclinic, space group P21, with a 13.501(2), b 12.000(2), c 11.863(2) &#xc5; , &#x3b2; 110.76(1)&#xba; [(A); T = 294 K], and a 13.565(2), b 11.646(2), c 11 .376(3) &#xc5;, &#x3b2; 109.76(1)&#xba; [(B); T = 152 K], (Z = 2). The structures were solved by direct-methods procedures and refined by full-matrix least-squares analysis to conventional R-factors of 0.061 [(A), 2676 reflections] and 0.048 [(B), 2851 reflections]. The absolute configuration of borrelidin follows from the known chirality of the (S)-2-methylbutan-1-ol solvent in (B), and is 3S,4S,6S,8R,1OS,11R,17S,18R,22R. The unusual structural and stereochemical features of borrelidin are discussed in relation to other macrolide antibiotics. 
ER  -

