• 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

  • Pages
    11
  • From page
    1
  • To page
    11
  • 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
  • Serial Year
    2019
  • Record number

    2625265