1-Benzoylnaphthalene-2,7-diyl dibenzoate

Abstract

In the title compound, C31H20O5, the phenyl rings of the benzoyloxy and benzoyl groups are twisted away from the naphthalene ring system by 64.27 (6), 73.62 (5) and 80.41 (6)°. In the crystal, C—H...O hydrogen bonds and C—H...π interactions link the molecules, forming tubular chains parallel to thebaxis. The chains are further connected into a three-dimensional network by C—H...π interactions and π–π stacking contacts [centroid–centroid distances = 3.622 (10)–3.866 (12) Å].

Bis(1-benzoyl-7-methoxynaphthalen-2-yl) terephthalate

“…In the case of the homologous molecule, 1-benzoylnaphthalene-2,7-diyl dibenzoate (Sakamoto et al, 2013), the corresponding dihedral angles are slightly larger than those of the title compound [80.41 (6)° and 73.62 (5)°].…”

“…For electrophilic aromatic aroylation of the naphthalene core, see: Okamoto & Yonezawa (2009); Okamoto et al (2011). For the structures of closely related compounds, see: Kato et al (2010); Nakaema et al (2008); Sakamoto et al (2012Sakamoto et al ( , 2013.…”

“…These compounds have non-coplanar structures where the aroyl groups are perpendicularly orientated relative to the naphthalene ring. Crystal structures of the aroylnaphthalene analogues bearing oxybenzoyl groups at the 2,7-positions of the naphthalene ring core namely 1,8-dibenzoylnaphthalene-2,7-diyl dibenzoate (Sakamoto et al, 2012) and 1-benzoylnaphthalene-2,7-diyl dibenzoate (Sakamoto et al, 2013), have been previously determined which show the molecules form the tubular arrangements when the benzene ring of the benzoyl group effectively interacts with the carbonyl moiety As a part of our ongoing studies on the molecular structures of these kinds of homologous molecules, the X-ray crystal structure of the title compound composed of two 1-benzoylnaphthalene units and a terephthalate moiety is reported on herein.…”