Title of article :
Crystal structure and Hirshfeld surface analysis of 2-hydroxy-7-methoxy-1,8-bis(2,4,6-trichlorobenzoyl)naphthalene
Author/Authors :
Muto, Toyokazu Department of Organic and Polymer Materials Chemistry - Tokyo University of Agriculture and Technology, Japan , Iida, Kikuko Department of Organic and Polymer Materials Chemistry - Tokyo University of Agriculture and Technology, Japan , Noguchi, Keiichi Instrumentation Analysis Center- Tokyo University of Agriculture and Technology, Koganei, Japan , Yonezawa, Noriyuki Department of Organic and Polymer Materials Chemistry - Tokyo University of Agriculture and Technology, Japan , Okamoto, Akiko Department of Organic and Polymer Materials Chemistry - Tokyo University of Agriculture and Technology, Japan
Abstract :
In the title compound, C25H12Cl6O4, the two carbonyl groups are oriented in a same direction with respect to the naphthalene ring system and are situated roughly parallel to each other, while the two 2,4,6-trichlorobenzene rings are orientated in opposite directions with respect to the naphthalene ring system: the carbonyl C—(C=O)—C planes subtend dihedral angles of 45.54 (15) and 30.02 (15)° to the naphthalene ring system are. The dihedral angles formed by the carbonyl groups and the benzene rings show larger differences, the C=O vectors being inclined to the benzene rings by 46.39 (16) and 79.78 (16)°. An intramolecular O—H⋯O=C hydrogen bond forms an S(6) ring motif. In the crystal, no effective intermolecular hydrogen bonds are found; instead, O⋯Cl and C⋯Cl close contacts are observed along the 21 helical-axis direction. The Hirshfeld surface analysis reveals several weak interactions, the major contributor being Cl⋯H/H⋯Cl contacts.
Keywords :
crystal structure , non-coplanar accumulated aromatic rings structure , intramolecular O—H⋯O hydrogen bond , twisted aroyl group , short contacts involving chloro group , herringbone pattern , Hirshfeld surface analysis , two-dimensional fingerprint plots
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
