Crystal structure of (E)- N-(4-bromo-phen-yl)-2-cyano-3-[3-(2-methyl-prop-yl)-1-phenyl-1 H-pyrazol-4-yl]prop-2-enamide

Mamdouh A Abu-Zaied; Reham A Mohamed-Ezzat; Galal H Elgemeie; Peter G Jones

doi:10.1107/S2056989024003086

Crystal structure of (E)- N-(4-bromo-phen-yl)-2-cyano-3-[3-(2-methyl-prop-yl)-1-phenyl-1 H-pyrazol-4-yl]prop-2-enamide

Acta Crystallogr E Crystallogr Commun. 2024 Apr 23;80(Pt 5):501-505. doi: 10.1107/S2056989024003086. eCollection 2024 Apr 1.

Authors

Mamdouh A Abu-Zaied¹, Reham A Mohamed-Ezzat², Galal H Elgemeie³, Peter G Jones⁴

Affiliations

¹ Green Chemistry Department, Chemical Industries Research Institute, National Research Centre, Dokki, Giza, Egypt.
² Chemistry of Natural & Microbial Products Department, Pharmaceutical and Drug Industries Research Institute, National Research Centre, Cairo, Egypt.
³ Chemistry Department, Faculty of Science, Helwan University, Cairo, Egypt.
⁴ Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, Germany.

Abstract

The structure of the title compound, C₂₃H₂₁BrN₄O, contains two independent mol-ecules connected by hydrogen bonds of the type N_amide-H⋯N≡C to form a dimer. The configuration at the exocyclic C=C double bond is E. The mol-ecules are roughly planar except for the isopropyl groups. There are minor differences in the orientations of these groups and the phenyl rings at N1. The dimers are further linked by 'weak' hydrogen bonds, two each of the types H_phen-yl⋯O=C (H⋯O = 2.50, 2.51 Å) and H_phen-yl⋯Br (H⋯Br = 2.89, 2.91 Å), to form ribbons parallel to the b and c axes, respectively. The studied crystal was a non-merohedral twin.

Keywords: acrylamide; crystal structure; hydrogen bonds; pyrazole; twinning.