12-(3,4,5-Tri-meth-oxy-phen-yl)-2,3,4,12-tetra-hydro-1H-5-oxa-tetra-phen-1-one: crystal structure and Hirshfeld surface analysis.

ABSTRACT: 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?? inter-actions. The prevalence of C-H?O and C-H?? 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.

SUBMITTER: Jotani MM 

PROVIDER: S-EPMC4908558 | biostudies-literature | 2016 Jun

REPOSITORIES: biostudies-literature