Structure reactivity correlation in inclusion complexes: deoxycholic acid-thiocamphenilone

Abstract

The 2 : 1 inclusion complex formed between deoxycholic acid (C₂₄H₄₀O₄, M_r=392.58) and thiocamphenilone (C₉H₁₄S,M_r=154.28) crystallizes in the space group P2₁2₁2 with a=13.738(2), b=27.203(4), c=7.189(1) Å and Z=4. The structure was refined to R=0.158 and R_w=0.195 for 1649 observed reflections with |F_o|≥ 3.0σ |F_o|. The crystal structure is characterized by an assembly of anti-parallel pleated bilayers, formed by molecules of deoxycholic acid held together through hydrogen bonds. The guest thiocamphenilone occupies the crystallographic two-fold axis and is disordered. The orientation of the guest molecule obtained from crystallographic data is consistent with the results obtained from the potential energy calculations.