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

Refaat M. Mahfouz, Zeynep Demircioglu*, Mohamed S. Abbady, Orhan Büyükgüngör, W. T A Harrison (Editor)

*Corresponding author for this work

Research output: Contribution to journalArticle

2 Citations (Scopus)
3 Downloads (Pure)

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⋯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)°, respectively. In the crystal, molecules are linked by weak C - H⋯O hydrogen bonds, generating C(16) chains propagating in [301]. Weak aromatic π-π stacking interactions [centroid-centroid distances = 3.6123 (10) and 3.6665 (10) Å] link the chains into a three-dimensional network.

Original languageEnglish
Pages (from-to)94-96
Number of pages3
JournalActa Crystallographica Section E: Structure Reports Online
Volume71
Issue number1
DOIs
Publication statusPublished - 1 Jan 2015

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Hydrogen bonds
Crystal structure
Atoms
centroids
crystal structure
rings
Dihedral angle
Benzene
hydrogen bonds
Amines
Crystals
Molecules
atoms
dihedral angle
amines
benzene
solid state
crystals
molecules
interactions

Keywords

  • Crystal structure
  • Hydrogen bonding
  • Keto-amine tautomeric form
  • Pyrazolone derivatives
  • Schiff bases
  • π-πstacking interactions

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Materials Science(all)
  • Chemistry(all)

Cite this

Crystal structure of (Z)-4-[1-(4-acetylanilino)ethyl-idene]-3-methyl-1-phenyl-1 H-pyrazol-5(4H)-one. / Mahfouz, Refaat M.; Demircioglu, Zeynep; Abbady, Mohamed S.; Büyükgüngör, Orhan; Harrison, W. T A (Editor).

In: Acta Crystallographica Section E: Structure Reports Online, Vol. 71, No. 1, 01.01.2015, p. 94-96.

Research output: Contribution to journalArticle

Mahfouz, Refaat M. ; Demircioglu, Zeynep ; Abbady, Mohamed S. ; Büyükgüngör, Orhan ; Harrison, W. T A (Editor). / Crystal structure of (Z)-4-[1-(4-acetylanilino)ethyl-idene]-3-methyl-1-phenyl-1 H-pyrazol-5(4H)-one. In: Acta Crystallographica Section E: Structure Reports Online. 2015 ; Vol. 71, No. 1. pp. 94-96.
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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⋯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)°, respectively. In the crystal, molecules are linked by weak C - H⋯O hydrogen bonds, generating C(16) chains propagating in [301]. Weak aromatic π-π stacking interactions [centroid-centroid distances = 3.6123 (10) and 3.6665 (10) {\AA}] link the chains into a three-dimensional network.",
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AU - Demircioglu, Zeynep

AU - Abbady, Mohamed S.

AU - Büyükgüngör, Orhan

A2 - Harrison, W. T A

N1 - The authors acknowledge the Faculty of Arts and Sciences, Ondokuz Mayıs University, Turkey, for the use of the Stoe IPDS 2 diffractometer (purchased under grant F.279 of the University Research Fund).

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AB - 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⋯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)°, respectively. In the crystal, molecules are linked by weak C - H⋯O hydrogen bonds, generating C(16) chains propagating in [301]. Weak aromatic π-π stacking interactions [centroid-centroid distances = 3.6123 (10) and 3.6665 (10) Å] link the chains into a three-dimensional network.

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