[8-(4-Phenoxybenzoyl)-2,7-bis(propan-2-yloxy)naphthalen-1-yl](4-phenoxyphenyl)methanone

Abstract

The entire title mol­ecule, C42H36O6, is completed by the application of a twofold axis. The 4-phen­oxy­benzoyl groups at the 1- and 8-positions of the naphthalene ring system are aligned almost anti­parallel. The dihedral angle between the best planes of the benzene rings of the benzoyl moieties and the naphthalene ring system is 70.52 (5)° and that between the best planes of the benzene rings of the phen­oxy groups and the naphthalene ring system is 27.80 (6)°. In the crystal, mol­ecules are linked into a three-dimensional architecture by C—H⋯O and C—H⋯π inter­actions.

Comparative structural analysis of 2,7-diethoxy-1,8-bis(4-phenoxybenzoyl)naphthalene and its homologues: orientation of the 4-phenoxybenzoyl groups at the 1- and 8-positions of the naphthalene ring

“…We have previously reported the crystal structures of compounds analogous to (1). These have methoxy and isopropoxy groups at the 2-and 7-positions of the naphthalene ring instead of ethoxy groups, namely 2,7-dimethoxy-1,8-bis(4phenoxybenzoyl)naphthalene, (2) (Hijikata et al, 2010), and 2,7-diisopropoxy-1,8-bis(4-phenoxybenzoyl)naphthalene, (3) (Yoshiwaka et al, 2013). The isopropoxy-bearing homologue, (3), shows the same C 2 symmetry as (1).…”

Crystal Structure Study on Non-Coplanarly Organized Accumulating Aromatic Rings Molecules: Spatial Organization of <i>C</i>,<i>C</i>,<i>N</i>-Triaryl Substituted Imines

“…X-ray crystal structure study has revealed that the aroyl groups in these peri-aroylated naphthalene molecules are non-coplanarly attached to the naphthalene rings by giving crowded molecular organization [19][20][21][22]. In a natural consequence, the authors have planned to introduce additional aromatic ring planes to the core part of the aroylnaphthalene molecules for realization of more crowded inner spatial situation in accumulated aro-matic-rings molecule.…”

{2,7-Diethoxy-8-[(naphthalen-2-yl)carbonyl]naphthalen-1-yl}(naphthalen-2-yl)methanone

“…In the course of our study on selective electrophilic aromatic aroylation of the naphthalene ring core, 1,8-diaroylnaphthalene compounds have proved to be formed regioselectively by the aid of a suitable acidic mediator (Okamoto & Yonezawa, 2009. Recently, we have reported the crystal structures of several 1,8-diaroylated naphthalene analogues exemplified by 1,8-dibenzoyl-2,7-dimethoxynaphthalene (Nakaema et al, 2008), [2,7-dimethoxy-8-(2-naphthoyl)naphthalen-1-yl](naphthalen-2-yl)methanone (Tsumuki et al, 2011) (Sasagawa et al, 2012), (8-benzoyl-2,7-diethoxynaphthalen-1-yl)(phenyl)methanone (Isogai et al, 2013), and [8-(4-phenoxybenzoyl)-2,7-bis(propan-2-yloxy)naphthalen-1-yl](4-phenoxyphenyl) methanone (Yoshiwaka et al, 2013). The most simple analogues in these compounds, 1,8-dibenzoyl-2,7-dimethoxynaphthalene (Nakaema et al, 2008) and [2,7-dimethoxy-8-(2naphthoyl)naphthalen-1-yl](naphthalen-2-yl)methanone (Tsumuki et al, 2011), lie across a crystallographic 2-fold axis and the molecular packing are stabilized by C-H•••O interactions and π•••π interactions between the aroyl groups.…”