Most of the crystallographic analysis that follows from structure determination involves interpretation of the molecular geometry and a working knowledge of a variety of intra- and intermolecular interactions based purely on geometrical considerations (distance and angle cut off criteria). In this paper, a total of fifty-nine structures of cholane derivatives have been chosen for the prediction of their biological activities and hydrogen bonding interaction analysis. Intermolecular interactions of the type X-H…A [X=C, O, N; A=O, Cl, N, Br] in all the structures have been computed and discussed primarily on the basis of distance-angle scatter for better understanding of molecular packing in cholane derivatives. In some structures, bifurcated hydrogen bonds have been observed. Solute-solvent/solvent-solute interactions have also been investigated to understand more complicated processes that occur for biomolecules in aqueous solution