TY - JOUR
T1 - Crystal structures of three newly synthesized flavanone hydrazones
AU - Yennawar, Hemant P.
AU - Sigmon, Anna
AU - Margulis, Eleanora
N1 - Funding Information:
Research reported here was conducted on instrumentation funded by SIG S10 grants of the National Institutes of Health under award Nos. 1S10OD028589–01 and 1S10RR023439–01 to Dr Neela Yennawar. Funding for this research was provided by: Pennsylvania State University (grant No. CCRCDP 150000005862 to Dr Anna Sigmon).
Funding Information:
Research reported here was conducted on instrumentation funded by SIG S10 grants of the National Institutes of Health under award Nos. 1S10OD028589–01 and 1S10RR023439–01 to Dr Neela Yennawar.
Publisher Copyright:
© 2023 International Union of Crystallography. All rights reserved.
PY - 2023/2/28
Y1 - 2023/2/28
N2 - 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.
AB - 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.
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U2 - 10.1107/S2056989023001184
DO - 10.1107/S2056989023001184
M3 - Article
C2 - 36909992
AN - SCOPUS:85159578111
SN - 2056-9890
VL - 79
SP - 236
EP - 240
JO - Acta Crystallographica Section E: Crystallographic Communications
JF - Acta Crystallographica Section E: Crystallographic Communications
IS - Pt 3
ER -