Crystal and molecular structure of 6α-bromo-17β-hydroxy-17α-methyl-4-oxa-5α-androstan-3-one

Abstract

The crystal and molecular structure of 6α-bromo-17β-hydroxy-17α-methyl-4-oxa-5α-androstan-3-one (I) has been determined by three-dimensional X-ray analysis. The crystals of (I) are orthorhombic with a= 12·23, b= 7·30, and c= 20·14 Å, and the space group is P2₁2₁2₁ with Z= 4. The structure has been refined to an R of 0·12 on 1500 reflexions collected photographically. The A : B, B : C, and C : D ring junctions are all trans. The lactone group in ring A is significantly non-planar with a C(2)–C(3)–O(4)–C(5) torsion angle of –23°. Some comparisons are made with other molecules containing lactone groups. The molecules in the crystal are linked in the c-directon by O–H⋯O hydrogen bonding.