• Title of article

    Planar versus non-planar: The important role of weak C—H⋯O hydrogen bonds in the crystal structure of 5-methyl­salicyl­aldehyde

  • Author/Authors

    Baisch, Ulrich Department of Chemistry - University of Malta, Malta , Scicluna, Marie Christine Department of Chemistry - University of Malta, Malta , Näther, Christian Anorganische Chemie - Christian-Albrechts-Universität zu Kiel, Germany , Vella-Zarb, Liana Department of Chemistry - University of Malta, Malta

  • Pages
    8
  • From page
    1
  • To page
    8
  • Abstract
    The crystal structure of 5-methyl­salicyl­aldehyde (5-MSA; systematic name 2-hy­droxy-5-methyl­benzaldehyde), C8H8O2, was discovered to be a textbook example of the drastic structural changes caused by just a few weak C—H⋯O inter­actions due to the additional methyl­ation of the aromatic ring compared to salicyl­aldehyde SA. This weak inter­molecular hydrogen bonding is observed between aromatic or methyl carbon donor atoms and hydroxyl or aldehyde acceptor oxygen atoms with d(D⋯A) = 3.4801 (18) and 3.499 (11) Å. The mol­ecule shows a distorted geometry of the aromatic ring with elongated bonds in the vicinity of substituted aldehyde and hydroxyl carbon atoms. The methyl hydrogen atoms are disordered over two sets of sites with occupancies of 0.69 (2) and 0.31 (2).
  • Keywords
    crystal structure , hydrogen bonds , salicylic acid , organic , 5-MSA
  • Journal title
    Acta Crystallographica Section E: Crystallographic Communications
  • Serial Year
    2017
  • Record number

    2621222