Jotani Mukesh M, Iniyavan P, Vijayakumar V, Sarveswari S, Tan Yee Seng, Tiekink Edward R T
Department of Physics, Bhavan's Sheth R. A. College of Science, Ahmedabad, Gujarat 380 001, India.
Centre for Organic and Medicinal Chemistry, VIT University, Vellore, Tamil Nadu 632 014, India.
Acta Crystallogr E Crystallogr Commun. 2016 May 13;72(Pt 6):809-14. doi: 10.1107/S2056989016007775. eCollection 2016 Jun 1.
In the title compound, C26H24O5, the pyran ring has a flattened-boat con-formation, with the 1,4-related ether O and methine C atoms lying 0.1205 (18) and 0.271 (2) Å, respectively, above the least-squares plane involving the doubly bonded C atoms (r.m.s deviation = 0.0208 Å). An envelope conformation is found for the cyclo-hexene ring, with the flap atom being the middle methyl-ene C atom, lying 0.616 (2) Å out of the plane defined by the remaining atoms (r.m.s. deviation = 0.0173 Å). The fused four-ring system is approximately planar, with the dihedral angle between the least-squares planes through the cyclo-hexene and naphthyl rings being 10.78 (7)°. The tris-ubstituted benzene ring occupies a position almost perpendicular to the pyran ring [dihedral angle = 83.97 (4)°]. The most prominent feature of the packing is the formation of zigzag supra-molecular chains mediated by aryl-C-H⋯O(meth-oxy) inter-actions; chains are connected into a three-dimensional architecture by methyl-ene- and methyl-C-H⋯π inter-actions. The prevalence of C-H⋯O and C-H⋯π inter-actions is confirmed by an analysis of the Hirshfeld surface. A comparison with related structures suggests that the mol-ecular conformation of the title compound is relatively robust with respect to varying substitution patterns at the methine C atom of the pyran ring.
在标题化合物C₂₆H₂₄O₅中,吡喃环呈扁平船式构象,与1,4位相关的醚氧原子和次甲基碳原子分别位于包含双键碳原子的最小二乘平面上方0.1205 (18) Å和0.271 (2) Å处(均方根偏差 = 0.0208 Å)。环己烯环呈信封式构象,瓣状原子为中间的亚甲基碳原子,偏离由其余原子所定义平面0.616 (2) Å(均方根偏差 = 0.0173 Å)。稠合的四环体系近似平面,通过环己烯环和萘环的最小二乘平面之间的二面角为10.78 (7)°。三取代苯环占据几乎垂直于吡喃环的位置[二面角 = 83.97 (4)°]。堆积结构最显著的特征是由芳基 - C - H⋯O(甲氧基)相互作用介导形成锯齿形超分子链;链通过亚甲基和甲基 - C - H⋯π相互作用连接成三维结构。通过对Hirshfeld表面的分析证实了C - H⋯O和C - H⋯π相互作用的普遍性。与相关结构的比较表明,对于吡喃环次甲基碳原子处不同的取代模式,标题化合物的分子构象相对稳定。