The 1:1 inclusion compounds zolmitriptan-benzene and zolmitriptan-phenol

In the benzene and phenol solvates of (S)-4-{3-[2-(dimethyl­amino)eth­yl]-1H-indol-5-ylmeth­yl}­oxazolidin-2-one, viz. C₁₆H₂₁N₃O₂·C₆H₆, (I), and C₁₆H₂₁N₃O₂·C₆H₅OH, (II), the host mol­ecule has three linked residues, namely a planar indole ring system, an ethyl­amine side chain and an oxazolidinone system. It has comparable features to that of sumatriptan, although the side-chain orientations of (I) and (II) differ from those of sumatriptan. Both (I) and (II) have host-guest-type structures. The host mol­ecule in (I) and (II) has an L-shaped form, with the oxazolidinone ring occupying the base and the remainder of the mol­ecule forming the upright section. In (I), each benzene guest mol­ecule is surrounded by four host mol­ecules, and these mol­ecules are linked by a combination of N-H...N, N-H...O and C-H...O hydrogen bonds into chains of edge-fused R₄⁴(33) rings. In (II), two independent mol­ecules are present in the asymmetric unit, with similar conformations. The heterocyclic components are connected through N-H...N, N-H...O and C-H...O inter­actions to form chains of edge-fused R₆⁴(38) rings, from which the phenol guest mol­ecules are pendent, linked by O-H...O hydrogen bonds. The structures are further stabilized by extensive C-­H...[pi] inter­actions.