Sayaka Yoshiwaka

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

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.

(4-Fluoro­phen­yl)[8-(4-fluoro­benzo­yl)-2,7-diphen­oxy­naphthalen-1-yl]methan­one

In the title compound, C36H22F2O4, the aromatic rings of the benzoyl and phenoxy groups make dihedral angles of 72.07 (5), 73.24 (5), 62.49 (5) and 77.96 (6)° with the naphthalene ring system. In the crystal, C—H⋯O hydrogen bonds and C—H⋯π interactions are observed.

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.

The title molecule, C40H32O6, possesses crystallographically imposed twofold symmetry, with the central two C atoms of the naphthalene unit sited on the rotation axis. The two 4-phenoxybenzoyl groups in the molecule are twisted away from the attached naphthalene unit, with a torsion angle of 66.76 (15)° between the naphthalene unit and the carbonyl group (C-C-C=O), and are oriented in mutually opposing directions (anti orientation). There is an apparent difference in the conformations of the 4-phenoxybenzoyl groups at the 1- and 8-positions of the naphthalene ring between the title molecule and its methoxy-bearing homologue [Hijikata et al. (2010). Acta Cryst. E66, o2902-o2903]. Whilst the 4-phenoxybenzoyl groups in 2,7-diisopropoxy-1,8-bis(4-phenoxybenzoyl)naphthalene [Yoshiwaka et al. (2013). Acta Cryst. E69, o242] are situated in the same anti orientation as the title molecule, those of 2,7-dimethoxy-1,8-bis(4-phenoxybenzoyl)naphthalene are oriented in the same direction with respect to the naphthalene ring system, i.e. in a syn orientation.

[2,7-Dibut-oxy-8-(4-fluoro-benzo-yl)naphthalen-1-yl](4-fluoro-phen-yl)methanone.

In the title compound, C32H30F2O4, the benzene rings of the benzoyl groups make dihedral angles of 74.55 (6) and 74.39 (7)° with the naphthalene ring system. In the crystal, intra- and intermolecular C—H⋯π interactions are observed between the butoxy group and the aromatic rings. There are also C—H⋯F hydrogen bonds present that link the molecules into chains propagating along [010].

[2,7-Dihy­droxy-8-(4-phen­oxy­benzo­yl)naphthalen-1-yl](4-phen­oxy­phen­yl)methanone

In the title compound, C36H24O6, the benzoyl groups at the 1- and 8-positions of the naphthalene system are in an anti orientation. Both carbonyl groups form intramolecular O—H⋯O hydrogen bonds with hydroxy groups affording six-membered rings. The benzene rings of the benzoyl groups make dihedral angles of 59.26 (13) and 59.09 (13)° with the naphthalene ring system. Zigzag C—H⋯O chains and ladder C—H⋯O chains between the phenoxybenzoyl groups along the ab diagonals form an undulating checkered sheet. The molecules are further connected into a three-dimensional network by C—H⋯π interactions.

Head‐to‐tail square‐shaped cyclic hydrogen bonds leading to dimeric aggregates: 1,8‐dibenzoyl‐2,7‐dihydroxynaphthalene and a comparison with its analogous benzoylnaphthalene

The title compound, C24H16O4, crystallized with two independent molecules in the asymmetric unit. Both carbonyl groups in these molecules form intramolecular O-H...O=C hydrogen bonds with neighbouring hydroxy groups, affording six-membered cyclic structures. In the crystal, dimeric aggregates arise from two intermolecular O-H···O=C hydrogen bonds between both independent molecules, forming head-to-tail square-shaped cyclic ···O···H···O···H··· hydrogen bonds. These dimeric aggregates are connected into layers in the bc plane by intermolecular (naphthalene)C-H...O=C interactions. On the other hand, the analogous compound bearing methoxy groups at the 2- and 7-positions of the naphthalene ring, namely 1,8-dibenzoyl-2,7-dimethoxynaphthalene [Nakaema et al. (2008). Acta Cryst. E64, o807], forms a three-dimensional molecular network via C-H···O=C and π-π interactions between the benzoyl groups. These results show that the intramolecular O-HvO=C hydrogen bonds in the title compound control the orientations of the benzoyl groups and thus promote the formation of the cyclic intermolecular O-H···O=C interactions involving the same donor and acceptor groups in pairs of molecules.

4-Hy­droxy­methyl-10-meth­oxy-17,22-dioxapenta­cyclo­[21.2.2.213,16.13,7.011,30]triaconta-1(25),3,5,7(30),8,10,13,15,23,26,28-undeca­ene-2,12-dione acetone monosolvate

In the title compound, C30H26O6·C3H6O, the syn-oriented benzoyl groups are nearly parallel to each other; the dihedral angle between their benzene rings is 15.9 (1)°. They form dihedral angles of 72.5 (1) and 84.3 (1)° with the naphthalene system. In the crystal, molecules are linked into a three-dimensional architecture by C—H⋯O and C—H⋯π interactions.