(8-Benzoyl-2,7-dimethoxynaphthalen-1-yl)(4-phenoxyphenyl)methanone

In the molecule of the title compound, C32H24O5, the benzoyl group and the 4-phenoxy substituted benzoyl group at the 1- and 8-positions of the naphthalene ring system are aligned almost antiparallel. The two benzene rings make a dihedral angle of 21.18 (10)°, and are inclined to the naphthalene ring system by 86.53 (9) and 82.95 (8)°, respectively. In the crystal, C—H⋯O interactions are observed involving aromatic and methoxy H atoms with ketonic carbonyl O atoms, as well as C—H⋯π interactions between aromatic H atoms and the π-systems of naphthalene and benzene rings. These interactions form a three-dimensional architecture and afford a waved alignment of the naphthalene ring systems along the c axis.

In the molecule of the title compound, C 32 H 24 O 5 , the benzoyl group and the 4-phenoxy substituted benzoyl group at the 1and 8-positions of the naphthalene ring system are aligned almost antiparallel. The two benzene rings make a dihedral angle of 21.18 (10) , and are inclined to the naphthalene ring system by 86.53 (9) and 82.95 (8) , respectively. In the crystal, C-HÁ Á ÁO interactions are observed involving aromatic and methoxy H atoms with ketonic carbonyl O atoms, as well as C-HÁ Á Á interactions between aromatic H atoms and thesystems of naphthalene and benzene rings. These interactions form a three-dimensional architecture and afford a waved alignment of the naphthalene ring systems along the c axis. 337 parameters H-atom parameters constrained Á max = 0.19 e Å À3 Á min = À0.14 e Å À3 Table 1 Hydrogen-bond geometry (Å , ).
Professor Keiichi Noguchi, Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, is thanked for his technical advice. This work was partially supported by the Ogasawara Foundation for the Promotion of Science & Engineering, Tokyo, Japan.
The molecular structure of the title compound is displayed in Fig 1. The benzoyl group and 4-phenoxybenzoyl group are situated in the anti-orientation. The dihedral angle between the best planes of the benzene rings of two kinds of benzoyl groups is 21.18 (10) °. The dihedral angles of the best planes of the benzene rings of the benzoyl moiety and 4-phenoxybenzoyl moiety with the naphthalene ring are 86.53 (9) and 82.95 (8) °, respectively. In addition, the dihedral angle between both benzene rings of the 4-phenoxyphenyl moiety is 69.19 (10) °.
The two ketonic carbonyl moieties (C11=O1, C26=O5) and the benzene ring of two benzoyl moieties lie in the same In the crystal, C-H···O and C-H···π interactions effectively contribute to the stabilization of the molecular packing (Table 1): a C-H···O interaction between the hydrogen atom of the 4-position of the benzoyl group and the oxygen atom of the carbonyl moiety in the benzoyl group, a C-H···π interaction between the hydrogen atom of the 3-position of the benzoyl group and the πsystem of the naphthalene ring ( Fig. 2), C-H···O interactions of a hydrogen atom of the methoxy group at the 2-position of the naphthalene ring and a hydrogen atom at the 3-position of the naphthalene ring with the carbonyl oxygen atom of the benzoyl group, a C-H···π interaction between the hydrogen atom of the 3-position of the phenoxy moiety and the πsystem of the benzoyl group (Fig. 3), a C-H···O interaction between the hydrogen atom at the 6-position of the naphthalene ring and the carbonyl oxygen atom of the phenoxybenzoyl group (Fig. 4), and a C-H···π interaction between the hydrogen atom of the 6-position of the phenoxy moiety and the π-system of the internal benzene ring of 4-supplementary materials

Refinement
All H atoms were found in a difference map and were subsequently refined as riding atoms, with C-H = 0.95 (aromatic) and 0.98 (methyl) Å with U ĩso (H) = 1.2 U eq (C).       Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.