Fujii, Satoshi published the artcileNovel molecular conformation of (R,S)-hesperetin in anhydrous crystal, Product Details of C16H14O6, the publication is Chemical & Pharmaceutical Bulletin (1994), 42(5), 1143-5, database is CAplus.
Novel mol. conformation of racemic hesperetin, (±)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one, was determined by x-ray anal. A new form was crystallized from ethanol solution and its mol. conformation is quite different from that of monohydrate crystal. The aromatic ring part of benzopyrone and the Ph ring from the twist orientation (dihedral angle of two rings, Φ is 53.1(3)°), in contrast to the parallel arrangement in the monohydrate from (Φ = 0.6°). The pyrone ring forms a slightly flattened sofa conformation, where C(2) is displaced by 0.40(2) Å from the pyrone plane, in contrast to the large displacement in the monohydrate form (0.54 Å). There is a strong intramol. hydrogen bond between keto O(4) atom and hydroxy H(O5)-O(5) group which forms a six-membered ring conjugated with benzopyrone rings. The degree of conjugation is also slightly different for the two forms and may relate to the difference of hydrogen bonding network and stacking mode of aromatic rings.
Chemical & Pharmaceutical Bulletin published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C16H14O6, Product Details of C16H14O6.
Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics