Sarkhel S, Mathad V T, Raj K, Bhaduri A P, Maulik P R, Broder C K, Howard J A
Molecular and Structural Biology Division, Central Drug Research Institute, Lucknow 226 001, India.
Acta Crystallogr C. 2001 Oct;57(Pt 10):1199-200. doi: 10.1107/s0108270101011842. Epub 2001 Oct 12.
The title compound, 1-(5,8-dihydro-1,4-dihydroxy-5,8-dioxo-2-naphthyl)-4-methylpent-3-en-1-yl cinnamate, C(25)H(22)O(6), crystallizes in space group P2(1). The phenyl ring of the cinnamate is anti to the carbonyl group of the same moiety [C-C-C-C = -175.6 (2) degrees] and is nearly parallel to the naphthyl ring system. Two six-membered rings formed by intramolecular hydrogen bonds, with O-H...O distances of 2.587 (2) and 2.589 (2) A, occur on either side of the fused ring system, creating a tetracyclic pyrene-shaped system. The phenyl ring forms an intermolecular stack with the benzoquinone ring, as a result of aromatic pi-pi interactions.
标题化合物肉桂酸1-(5,8-二氢-1,4-二羟基-5,8-二氧代-2-萘基)-4-甲基戊-3-烯-1-基酯（C₂₅H₂₂O₆）以P2(1)空间群结晶。肉桂酸的苯环与同一部分的羰基呈反式[C-C-C-C = -175.6(2)°]，且与萘环系统近乎平行。由分子内氢键形成的两个六元环，其O-H...O距离为2.587(2)和2.589(2) Å，出现在稠环系统的两侧，形成了一个四环芘状体系。由于芳香π-π相互作用，苯环与苯醌环形成了分子间堆积。
