Crystal structures of 2-acetyl-4-ethynylphenol and 2-acetyl-4-(3-hydroxy-3-methylbut-1-yn-1-yl)phenol

• Main Authors: Jörg Hübscher, Robert Rosin, Wilhelm Seichter, Edwin Weber
• Format: Article
• Language: English
• Published: International Union of Crystallography 2016-10-01
• Series: Acta Crystallographica Section E: Crystallographic Communications
• Subjects: crystal structure; 2-acetylphenol; ethynyl; dimethylhydroxymethyl; hydrogen bonding; C—H...π interactions
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S2056989016013451

In the title compounds, C10H8O2, (I), and C13H14O3, (II), the 2-acetyl-4-ethynylphenol unit displays a planar geometry, which is stabilized by an intramolecular O—H...O hydrogen bond. The crystal structure of (I) is constructed of infinite strands, along [101], of C—H...O=C hydrogen-bonded molecules, which in turn are linked by C—H...π interactions. In the crystal of (II), which crystallized with three independent molecules per asymmetric unit, the non-polar parts of the molecules form hydrophobic layered domains, parallel to (10-1), which are separated by the polar groups. While the 2-acetylphenol part of the molecules are involved in O—H...O=C hydrogen bonding, the ternary OH groups creates a cyclic pattern of O—H...O hydrogen bonds.