Jasinski Jerry P, Butcher Ray J, Yathirajan H S, Narayana B, Sreevidya T V
Acta Crystallogr Sect E Struct Rep Online. 2007 Dec 6;64(Pt 1):o89-90. doi: 10.1107/S1600536807063180.
Tthe structure of the title compound, C(15)H(24)O(5), has been redetermined at 103 (2) K, with much improved precision. The title compound was first reported by Luo, Yeh, Brossi, Flippen-Anderson & Gillardi [Helv. Chim. Acta (1984). 67, 1515-1522]. It is a derivative of the anti-malaria compound artemisinin and consists primarily of three substituted ring systems fused together. A cyclo-hexane ring (with a distorted chair conformation), is fused to a tetra-hydro-pyran group (also with a distorted chair conformation), and is adjacent to an oxacyclo-heptane unit containing an endoperoxide bridge. This gives the mol-ecule a unique three-dimensional arrangement. The crystal packing is stabilized by inter-molecular C-H⋯O and O-H⋯O inter-actions between an H atom from the cyclo-hexane ring and an O atom from the endoperoxide bridge, as well as between the hydroxyl H atom and an O atom from a tetra-hydro-pyran ring.
标题化合物C(15)H(24)O(5)的结构已在103(2)K下重新测定，精度有了很大提高。该标题化合物最早由罗、叶、布罗西、弗利彭-安德森和吉拉尔迪报道[《瑞士化学学报》(1984年)。67, 1515 - 1522]。它是抗疟疾化合物青蒿素的衍生物，主要由三个稠合在一起的取代环系组成。一个环己烷环(具有扭曲的椅式构象)与一个四氢吡喃基团(也具有扭曲的椅式构象)稠合，并与一个含有内过氧化物桥的氧杂环庚烷单元相邻。这赋予了分子独特的三维排列。晶体堆积通过环己烷环上的一个H原子与内过氧化物桥上的一个O原子之间以及羟基H原子与四氢吡喃环上的一个O原子之间的分子间C-H⋯O和O-H⋯O相互作用得以稳定。
