Crystal structure of (Z)-4-[1-(4-acetylanilino)ethyl-idene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one

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Mahfouz R. M., Demircioglu Z., Abbady M. S., Buyukgungor O.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.71, pp.94-101, 2015 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 71
  • Publication Date: 2015
  • Doi Number: 10.1107/s2056989014026899
  • Journal Name: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
  • Page Numbers: pp.94-101
  • Keywords: crystal structure, Schiff bases, pyrazolone derivatives, keto amine tautomeric form, hydrogen bonding, pi-pi stacking interactions, COMPLEX, ETHYL
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

In the solid state, the title compound, C20H19N3O2, adopts the keto amine tautomeric form, with the H atom attached to the N atom, which participates in an intramolecular N-H center dot center dot center dot O hydrogen bond with an S(6) ring motif. The dihedral angles between the pyrazole ring and the phenyl and benzene rings are 3.69 (10) and 46.47 (9)degrees, respectively. In the crystal, molecules are linked by weak C-H center dot center dot center dot O hydrogen bonds, generating C(16) chains propagating in [301]. Weak aromatic pi-pi stacking interactions [centroid centroid distances = 3.6123 (10) and 3.6665 (10) angstrom] link the chains into a three-dimensional network.