Crystal structures of 1-hydroxy-4-propyloxy-9,10-anthraquinone and its acetyl derivative

Autor: Hidemi Nakagawa, Chitoshi Kitamura
Jazyk: angličtina
Rok vydání: 2017
Předmět:
Zdroj: Acta Crystallographica Section E: Crystallographic Communications, Vol 73, Iss 12, Pp 1845-1849 (2017)
Druh dokumentu: article
ISSN: 2056-9890
20569890
75078740
DOI: 10.1107/S2056989017015973
Popis: 1-Hydroxy-4-propyloxy-9,10-anthraquinone, C17H14O4, (I), and its acetyl derivative, 4-acetyloxy-4-propyloxy-9,10-anthraquinone, C19H16O5, (II), were synthesized from the commercially available dye quinizarin. In both compounds, the anthraquinone frameworks are close to planarity. There is a large difference in the conformation of the propyloxy group; the molecule of (I) adopts a gauche conformation [O—C—C—C = −64.4 (2)°], although the molecule of (II) takes a trans-planar conformation (zigzag) [O—C—C—C = 176.1 (3)°]. In the molecule of (I), there is an intramolecular O—H...O hydrogen bond. In both crystals, the molecules are linked by C—H ...O hydrogen bonds. A difference in the molecular arrangements of (I) and (II) is found along the stacking directions.
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