Crystal structure and absolute configuration of (3S,4aS,8aS)-N-tert-butyl-2-[(S)-3-(2-chloro-4-nitrobenzamido)-2-hydroxypropyl]decahydroisoquinoline-3-carboxamide and (3S,4aS,8aS)-N-tert-butyl-2-{(S)-2-[(S)-1-(2-chloro-4-nitrobenzoyl)pyrrolidin-2-yl]-2-hydroxyethyl}decahydroisoquinoline-3-carboxamide

The crystal structure and absolute configuration of the two new title nelfinavir analogs, C₂₄H₃₅ClN₄O₅, (I), and C₂₇H₃₉ClN₄O₅, (II), have been determined. Each of these molecules exhibits a number of disordered moieties. There are intramolecular N - H⋯O hydrogen bonds in both (I) and (II). In (I) it involves the two carboxamide groups, while in (II) it involves the N-tert-butyl carboxamide group and the 2-hydroxyl O atom. The intermolecular hydrogen bonding in (I) (O - H⋯O and N - H⋯O) leads to two-dimensional sheets that extend parallel to the ac plane. The intermolecular hydrogen bonding in (II) (O - H⋯O) leads to chains that extend parallel to the a axis.