Crystal structures of three newly synthesized flavanone hydrazones

The crystal structures of racemic mixtures of three new flavanone-hydrazones in the centrosymmetric space group (P\overline{1}), are reported. The structures of (±,E)-N′-[5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene]-2-(naphthalen-1-yl)acetohydrazide ethyl acetate monosolvate, C27H22N2O5·C4H8O...

Full description

Bibliographic Details
Main Authors: Hemant P. Yennawar, Anna Sigmon, Eleanora Margulis
Format: Article
Language:English
Published: International Union of Crystallography 2023-03-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989023001184
Description
Summary:The crystal structures of racemic mixtures of three new flavanone-hydrazones in the centrosymmetric space group (P\overline{1}), are reported. The structures of (±,E)-N′-[5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene]-2-(naphthalen-1-yl)acetohydrazide ethyl acetate monosolvate, C27H22N2O5·C4H8O2, and of (±,E)-N′-[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)-N′-(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.
ISSN:2056-9890