Swamy G Y S K, Sridhar B, Ravikumar K, Krishnan Harihara
Laboratory of X-ray Crystallography, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
Acta Crystallogr C. 2007 Jul;63(Pt 7):o437-40. doi: 10.1107/S0108270107026790. Epub 2007 Jun 23.
In the benzene and phenol solvates of (S)-4-{3-[2-(dimethylamino)ethyl]-1H-indol-5-ylmethyl}oxazolidin-2-one, viz. C(16)H(21)N(3)O(2) x C(6)H(6), (I), and C(16)H(21)N(3)O(2) x C(6)H(5)OH, (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 R(4)(4)(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 R(6)(4)(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.
在(S)-4-{3-[2-(二甲基氨基)乙基]-1H-吲哚-5-基甲基}恶唑烷-2-酮的苯和苯酚溶剂化物中,即C(16)H(21)N(3)O(2)·C(6)H(6),(I),以及C(16)H(21)N(3)O(2)·C(6)H(5)OH,(II),主体分子有三个相连的残基,即一个平面吲哚环系、一个乙胺侧链和一个恶唑烷酮体系。它具有与舒马曲坦相当的特征,尽管(I)和(II)的侧链取向与舒马曲坦不同。(I)和(II)都具有主客体型结构。(I)和(II)中的主体分子呈L形,恶唑烷酮环占据底部,分子的其余部分形成直立部分。在(I)中,每个苯客体分子被四个主体分子包围,这些分子通过N-H...N、N-H...O和C-H...O氢键组合连接成边缘稠合的R(4)(4)(33)环链。在(II)中,不对称单元中有两个独立的分子,具有相似的构象。杂环成分通过N-H...N、N-H...O和C-H...O相互作用连接形成边缘稠合的R(6)(4)(38)环链,苯酚客体分子从该环链上悬垂下来,通过O-H...O氢键相连。结构通过广泛的C-H...π相互作用进一步稳定。