We describe here a hierarchical prediction process for crystal structures of inclusion compounds of cholic acid through a right-handed 2(1) helical assembly. This helical assembly is predictable from the distribution of three hydroxyl groups on the steroidal skeleton and can be regarded as the inherent structural unit of cholic acid. Subsequently, the carboxyl group of the side chain links neighboring 2(1) helical assemblies by means of the various hydrogen-bonding arrangements to form the corresponding structural motifs. These motifs can be built up more diversely using various guest molecules.