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
Full Text URL :
Record number :
2621222
Link To Document :
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