Crystal structures of three newly synthesized flavanone hydrazones

Hemant P. Yennawar, Anna Sigmon, Eleanora Margulis

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2 Scopus citations


The crystal structures of racemic mixtures of three new flavanone-hydrazones in the centrosymmetric space group (P1), are reported. The structures of (∓,E)-N0-[5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene]-2-(naphthalen-1-yl)-acetohydrazide ethyl acetate monosolvate, C27H22N2O5∙C4H8O2, and of (∓,E)N0-[5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene]-4-hydroxybenzohydrazide ethanol monosolvate, C22H18N2O6∙C2H5OH, both exhibit an intramolecular O—H∙ ∙ ∙N and multiple intermolecular O—H∙ ∙ ∙O and C—H∙ ∙ ∙O-type hydrogen bonds. The third structure, that of (∓,E)-N0-(6-methoxy-2-phenylchroman-4-ylidene)-2-(naphthalen-1-yloxy)acetohydrazide, C28H24N2O4, has only one intermolecular N—H∙ ∙ ∙O-type hydrogen bond. In each of the three cases, the crystal packings are stabilized by π–π stacking interactions between various aromatic components of symmetry-related molecules. The chiral carbon atom of the substituted chromane ring system in each case is puckered away from rest of the ring system.

Original languageEnglish (US)
Pages (from-to)236-240
Number of pages5
JournalActa Crystallographica Section E: Crystallographic Communications
Issue numberPt 3
StatePublished - Feb 28 2023

All Science Journal Classification (ASJC) codes

  • General Chemistry
  • General Materials Science
  • Condensed Matter Physics


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