Obushak Mykola D, Horak Yuri I, Zaytsev Vladimir P, Motorygina Ekaterina L, Zubkov Fedor I, Khrustalev Victor N
Acta Crystallogr Sect E Struct Rep Online. 2011 Nov;67(Pt 11):o3031-2. doi: 10.1107/S160053681104311X. Epub 2011 Oct 29.
The title compound, C(23)H(18)N(2)O(6), is the product of an intra-molecular thermal cyclo-addition within 1-malein-2-[(E)-2-(2-fur-yl)vin-yl]-4-oxo-3,4-dihydro-quinazoline. The mol-ecule comprises a previously unknown fused penta-cyclic system containing two five-membered rings (2-pyrrolidinone and furan) and three six-membered rings (benzene, 2,3-dihydro-4-pyrimidinone and dihydro-cyclo-hexa-ne). The central five-membered pyrrolidinone ring has the usual envelope conformation. The six-membered dihydro-pyrimidinone and dihydro-cyclo-hexane rings adopt a half-boat and a half-chair conformation, respectively. The dihedral angle between the planes of the terminal benzene and furan rings is 45.99 (7)°. In the crystal, O-H⋯O hydrogen bonds link the mol-ecules into centrosymmetric dimers. Weak C-H⋯O hydrogen bonds consolidate further the crystal packing, which exhibits π-π inter-actions, with a short distance of 3.556 (3) Å between the centroids of benzene rings of neighbouring mol-ecules.
标题化合物C(23)H(18)N(2)O(6)是1-马来酰基-2-[(E)-2-(2-呋喃基)乙烯基]-4-氧代-3,4-二氢喹唑啉分子内热环加成反应的产物。该分子包含一个前所未知的稠合五环体系,其中有两个五元环(2-吡咯烷酮和呋喃)和三个六元环(苯、2,3-二氢-4-嘧啶酮和二氢环己烷)。中心的五元吡咯烷酮环具有常见的信封式构象。六元二氢嘧啶酮环和二氢环己烷环分别采用半船式和半椅式构象。末端苯环和呋喃环平面之间的二面角为45.99 (7)°。在晶体中,O-H⋯O氢键将分子连接成中心对称的二聚体。弱C-H⋯O氢键进一步巩固了晶体堆积,晶体堆积呈现π-π相互作用,相邻分子苯环质心之间的短距离为3.556 (3) Å。