TY - JOUR
T1 - (+)-Hexacyclinol
AU - Pinkerton, David M.
AU - Banwell, Martin G.
AU - Willis, Anthony C.
PY - 2010
Y1 - 2010
N2 - A sample of the title compound [systematic name: (1aS,2aS,3S,5aS,6aS,7R, 7aS,7bS,8R,8aS,10R)-7-hydr-oxy-3-(1-meth-oxy-1-methyl-ethyl)-10-(2-methyl-1- propen-yl)-1a,5a,6a,7,7a,7b,8,8a-octa-hydro-2H-8,2a-(epoxy-methano)phenanthro[2, 3-b:6,7-b']bis-oxirene-2,5(3H)-dione], C23H28O 7, was generated by enanti-oselective synthesis. There are three molecules of the compound in the crystallographic asymmetric unit. Hydrogen bonding between alcohol H atoms and keto groups of adjacent molecules appears to stabilize the structure. The compound is enanti-omerically pure but the absolute configuration could not be determined directly in this study. Accordingly, the illustrated configuration was assigned on the basis of the nature of the chiral nonracemic precursor used in the synthesis.
AB - A sample of the title compound [systematic name: (1aS,2aS,3S,5aS,6aS,7R, 7aS,7bS,8R,8aS,10R)-7-hydr-oxy-3-(1-meth-oxy-1-methyl-ethyl)-10-(2-methyl-1- propen-yl)-1a,5a,6a,7,7a,7b,8,8a-octa-hydro-2H-8,2a-(epoxy-methano)phenanthro[2, 3-b:6,7-b']bis-oxirene-2,5(3H)-dione], C23H28O 7, was generated by enanti-oselective synthesis. There are three molecules of the compound in the crystallographic asymmetric unit. Hydrogen bonding between alcohol H atoms and keto groups of adjacent molecules appears to stabilize the structure. The compound is enanti-omerically pure but the absolute configuration could not be determined directly in this study. Accordingly, the illustrated configuration was assigned on the basis of the nature of the chiral nonracemic precursor used in the synthesis.
KW - Data-to-parameter ratio = 9.3.
KW - Mean σ(C-C) = 0.003 Å
KW - R factor = 0.034
KW - Single-crystal X-ray study
KW - T = 200 K
KW - WR factor = 0.079
UR - http://www.scopus.com/inward/record.url?scp=76749106111&partnerID=8YFLogxK
U2 - 10.1107/S1600536810000620
DO - 10.1107/S1600536810000620
M3 - Article
SN - 1600-5368
VL - 66
SP - o342-o343
JO - Acta Crystallographica Section E: Structure Reports Online
JF - Acta Crystallographica Section E: Structure Reports Online
IS - 2
ER -