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).

(4-Eth-oxy-benzo-yl)[8-(4-eth-oxy-benzo-yl)-2,7-di-meth-oxy-naphthalen-1-yl]methanone.

The title mol-ecule, C30H28O6, possesses crystallographically imposed twofold symmetry, with two central C atoms in the naphthalene unit lying on the rotation axis along [001]. The 4-eth-oxy-benzoyl groups at the peri positions of the naphthalene ring system are disordered over two sets of sites with occupancies of 0.769 (4) and 0.

{2,7-Dimeth-oxy-8-[4-(propan-2-yl-oxy)benzo-yl]naphthalen-1-yl}[4-(propan-2-yl-oxy)phen-yl]methanone.

The title compound, C32H32O6, crystallized with two independent molecules in the asymmetric unit. Each molecule has essentially the same feature of non-coplanar aromatic rings whereby the two 4-isopropoxybenzoyl groups are twisted in a perpendicular manner to the naphthalene ring and oriented in the same direction (syn-orientation). The benzene rings of the aroyl groups make dihedral angles of 16.

(2,7-Dimeth-oxy-naphthalen-1-yl)(4-phen-oxy-phen-yl)methanone.

In the title mol-ecule, C25H20O4, the naphthalene and phen-oxy groups are oriented nearly perpendicular with respect to the benzene ring of the benzoyl group, with dihedral angles of 89.61 (5) and 86.13 (6)°, respectively.

(8-Benzoyl-2,7-dimeth-oxy-naphthalen-1-yl)(4-phen-oxy-phen-yl)methanone.

In the mol-ecule 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 anti-parallel. The two benzene rings make a dihedral angle of 21.18 (10)°, and are inclined to the naphthalene ring system by 86.

(2,7-Dimeth-oxy-naphthalen-1-yl)(4-meth-oxy-phen-yl)methanone.

In the mol-ecule of the title compound, C20H18O4, the dihedral angle between the naphthalene ring system and the benzene ring is 81.74 (5)°. An inter-molecular C-H⋯O inter-action is formed between an H atom at the 6-position of the naphthalene ring and the O atom of the meth-oxy group at the 7-position.

[2,7-Dimeth-oxy-8-(4-meth-oxy-benzo-yl)naphthalen-1-yl](4-meth-oxy-phen-yl)methanone chloro-form monosolvate.

In the title compound, C28H24O6·CHCl3, the two 4-meth-oxy-benzoyl groups at the 1- and 8-positions of the naphthalene ring system are aligned almost anti-parallel, the benzene rings making a dihedral angle of 25.76 (7)°. The naphthalene ring system makes dihedral angles of 72.

{2,7-Dimeth-oxy-8-[4-(2-methyl-prop-yl)benzo-yl]naphthalen-1-yl}[4-(2-methyl-prop-yl)phen-yl]methanone.

In the mol-ecule of the title compound, C34H36O4, the two 4-isobutyl-benzoyl groups at the 1- and 8-positions of the naphthalene ring system are aligned almost anti-parallel, and the benzene rings make a dihedral angle of 21.59 (7)°. The dihedral angles between the benzene rings and the naphthalene ring system are 69.

[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.

[8-(4-Phen-oxy-benzo-yl)-2,7-bis-(propan-2-yl-oxy)naphthalen-1-yl](4-phen-oxy-phen-yl)methanone.

The entire title mol-ecule, C(42)H(36)O(6), is completed by the application of a twofold axis. The 4-phen-oxy-benzoyl groups at the 1- and 8-positions of the naphthalene ring system are aligned almost anti-parallel. The dihedral angle between the best planes of the benzene rings of the benzoyl moieties and the naphthalene ring system is 70.

1-Benzoyl-naphthalene-2,7-diyl dibenzoate.

In the title compound, C(31)H(20)O(5), the phenyl rings of the benzo-yloxy and benzoyl groups are twisted away from the naphthalene ring system by 64.27 (6), 73.62 (5) and 80.

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

In the title compound, C(36)H(24)O(6), the benzoyl groups at the 1- and 8-positions of the naphthalene system are in an anti orientation. Both carbonyl groups form intra-molecular O-H⋯O hydrogen bonds with hy-droxy groups affording six-membered rings. The benzene rings of the benzoyl groups make dihedral angles of 59.

(4-Fluoro-phen-yl)[8-(4-fluoro-benzo-yl)-2,7-diphen-oxy-naphthalen-1-yl]methan-one.

In the title compound, C(36)H(22)F(2)O(4), the aromatic rings of the benzoyl and phen-oxy groups make dihedral angles of 72.07 (5), 73.24 (5), 62.

4-Hy-droxy-methyl-10-meth-oxy-17,22-dioxapenta-cyclo-[21.2.2.2(13,16).1(3,7).0(11,30)]triaconta-1(25),3,5,7(30),8,10,13,15,23,26,28-undeca-ene-2,12-dione acetone monosolvate.

In the title compound, C(30)H(26)O(6)·C(3)H(6)O, 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.

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

In the title compound, C(32)H(32)O(4), the 4-propyl-benzoyl groups at the 1- and 8-positions of the naphthalene ring system are aligned almost anti-parallel, and their benzene rings make a dihedral angle of 8.64 (10)°. The dihedral angles between the naphthalene ring system and the benzene rings are 69.

4-{[8-(4-Acetyl-oxybenzo-yl)-2,7-dimeth-oxy-naphthalen-1-yl]carbon-yl}phenyl acetate.

In the mol-ecule of the title compound, C(30)H(24)O(8), the two 4-acet-oxy-benzoyl groups at the 1- and 8-positions of the naphthalene ring system are aligned almost anti-parallel, and the two benzene rings make a dihedral angle of 54.21 (9)°. The dihedral angles between the benzene rings and the naphthalene ring system are 63.

1,8-Dibenzoyl-naph-tha-lene-2,7-diyl dibenzoate.

In the title compound, C(38)H(24)O(6), the phenyl rings of the benzoyl and benzo-yloxy groups make dihedral angles of 67.12 (5), 85.15 (5), 76.

(3,5-Dimethyl-phen-yl)[8-(3,5-dimethyl-benzo-yl)-2,7-dimeth-oxy-naphthalen-1-yl]methanone.

In the title mol-ecule, C(30)H(28)O(4), the inter-planar angle between the two benzene rings of the 3,5-dimethyl-benzoyl groups is 50.35 (7)°. The dihedral angles between the two benzene rings and the naphthalene ring system are 81.

[8-(4-Chloro-benzo-yl)-2,7-dimeth-oxy-naphthalen-1-yl](2,4,6-trimethyl-phen-yl)methanone.

In the title compound, C(29)H(25)ClO(4), the dihedral angle between the benzene rings of the 2,4,6-trimethyl-benzoyl group and the 4-chloro-benzoyl group is 65.19 (9)°. The dihedral angles between the naphthalene ring system and the benzene rings of the 2,4,6-trimethyl-benzoyl group and the 4-chloro-benzoyl group are 85.

[2,7-Dimeth-oxy-8-(2,4,6-trimethyl-benzo-yl)naphthalen-1-yl](2,4,6-trimethyl-phen-yl)methanone.

In the title compound, C(32)H(32)O(4), the dihedral angle between the two benzene rings of the 2,4,6-trimethyl-benzoyl groups is 71.43 (7)°. The dihedral angles between the two benzene rings and the naphthalene ring system are 81.

(3,6-Dimeth-oxy-naphthalen-2-yl)(2,4,6-trimethyl-phen-yl)methanone.

In the title compound, C(22)H(22)O(3), the dihedral angle between the naphthalene ring system and the benzene ring is 79.95 (5)°. The bridging carbonyl C-C(=O)-C group makes dihedral angles of 24.

[8-(4-But-oxy-benzo-yl)-2,7-dimeth-oxy-naphthalen-1-yl](4-but-oxy-phen-yl)methanone.

The mol-ecule of the title compound, C(34)H(36)O(6), is located on a twofold rotation axis. The two 4-but-oxy-benzoyl groups at the 1- and 8-positions of the naphthalene ring system are aligned almost anti-parallel. The dihedral angles between the benzene rings and the naphthalene ring system are 71.

{8-[4-(Bromo-meth-yl)benzo-yl]-2,7-dimeth-oxy-naphthalen-1-yl}[4-(bromo-meth-yl)phen-yl]methanone.

In the title compound, C(28)H(22)Br(2)O(4), the two 4-bromo-methyl-benzoyl groups at the 1- and 8-positions of the naphthalene ring system are aligned almost anti-parallel, the benzene rings forming a dihedral angle of 2.94 (16)°. The dihedral angles between the benzene rings and the naphthalene ring systems are 70.

(2,7-Dimeth-oxy-naphthalen-1-yl)(2,4,6-trimethyl-phen-yl)methanone.

In the title compound, C(22)H(22)O(3), the dihedral angle between the naphthalene ring system and the benzene ring is 82.93 (5)°. The bridging carbonyl C-C(=O)-C plane makes dihedral angles of 50.

(5-Benzoyl-3,6-dimeth-oxy-naphthalen-2-yl)(phen-yl)methanone.

The asymmetric unit of the title compound, C(26)H(20)O(4), contains two independent conformers. The aromatic rings of the aroyl groups are twisted with respect to the naphthalene ring systems to form dihedral angles of 66.58 (6) and 66.