Nissen Felix, Schollmeyer Dieter, Detert Heiner
University Mainz, Duesbergweg 10-14, 55099 Mainz, Germany.
Acta Crystallogr Sect E Struct Rep Online. 2011 Jun 1;67(Pt 6):o1497-8. doi: 10.1107/S1600536811018794. Epub 2011 May 25.
The title compound, C(27)H(24)N(4)O(5), is an inter-mediate in the synthesis of lavendamycin via a ruthenium-catalysed [2 + 2 + 2] cyclo-addition. An intra-molecular hydrogen-bond bridge from the carboline to the quinoline stabilizes a highly planar geometry [maximum deviation = 0.065 (6) Å] for the two rigid units. This hydrogen-bond-stabilized coplanarity has a very close analogy in the structure of the anti-tumor anti-biotic streptonigrin in the solid state and in solution. Inter-molecular hydrogen-bond bridges of amides groups along the a axis and π-π stacking inter-actions [centroid-centroid distance = 3.665 (9) Å] connect mol-ecules arranged in a parallel manner.
标题化合物C(27)H(24)N(4)O(5)是通过钌催化的[2 + 2 + 2]环加成反应合成薰衣草霉素的中间体。从咔啉到喹啉的分子内氢键桥稳定了两个刚性单元的高度平面几何结构[最大偏差 = 0.065 (6) Å]。这种氢键稳定的共面性在固态和溶液中的抗肿瘤抗生素链黑菌素的结构中有非常相似的情况。沿着a轴的酰胺基团分子间氢键桥和π-π堆积相互作用[质心-质心距离 = 3.665 (9) Å]连接以平行方式排列的分子。
