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The synthesis and crystal structures of ( E )-3-(4-hy-droxy-benzyl-idene)chroman-4-one, C 16 H 12 O 3 , I , and ( E )-3-(3-hy-droxy-benzyl-idene)-2-phenyl-chroman-4-one, C 22 H 16 O 3 , II , are reported. These compounds are of inter-est with respect to biological activity. Both structures display inter-molecular C-H⋯O and O-H⋯O hydrogen bonding, forming layers in the crystal lattice. The crystal structure of compound I is consolidated by π-π inter-actions. The lipophilicity (log P ) was determined as it is one of the parameters qualifying compounds as potential drugs. The log P value for compound I is associated with a larger contribution of C⋯H inter-action in the Hirshfeld surface.

Crystal structures of (E)-3-(4-hydroxybenzylidene)chroman-4-one and (E)-3-(3-hydroxybenzylidene)-2-phenylchroman-4-one