6-Methyl­ideneandrost-4-ene-3,17-dione

In the title compound, C₂₀H₂₆O₂, which is the 6-methyl­ene derivative of androstenedione and a synthetic percursor of exemestane, the steroid A ring approximates to a sofa (or envelope) conformation, with the methyl­ene group adjacent to the link to the B ring lying out of the plane of the other atoms. The B and C rings have slightly flattened chair conformations and the D ring is an envelope, with the CH group forming the flap. In the crystal, mol­ecules are linked by two distinct C—H...O hydrogen bonds, involving acidic H atoms close to C=C and C=O double bonds.

N-Hexyl-3-(4-hy­droxy-3,5-dimeth­oxy­phen­yl)propanamide

In the title compound, C₁₇H₂₇NO₄, which is an hydro­sinapic acid derivative with increased lipophilicity conferred by an additional alkyl chain, the central and the hexyl linear chains contain slightly shorter bond lengths [C-N = 1.316 (2) Å; average linear chain C-C = 1.487 (6) Å] than reported average values [Csp²-N = 1.334, C-C for CH₂-CH₂ = 1.524 and 1.513 Å for CH₂-CH₃]. The 4-hy­droxy-3,5-dimeth­oxy­phenyl plane [r.m.s. deviation 0.055 (12) Å] makes an angle of 59.89 (5)° with the central plane of the mol­ecule (composed of the N atom, the carbonyl group and the two methyl­ene C atoms linking the carbonyl group and the ring, [r.m.s. deviation 0.0026 (10) Å], which, in turn, makes an angle of 64.24 (13)° with the essentially planar hexyl chain [r.m.s. deviation 0.035 (18) Å]. The N-H group of the amide group is involved in a bifurcated hydrogen bond towards the hy­droxy and one of the meth­oxy O atoms of the 4-hy­droxy-3,5-dimeth­oxy­phenyl substituent of a neighbouring mol­ecule, forming a two-dimensional network in the (100) plane. In addition, the same hy­droxy group acts as a donor towards the carbonyl O atom of another neighbouring mol­ecule, forming chains running along the b axis.