Synthesis and structure of (E)-N-(4-meth-oxy-phen-yl)-2-[4-(3-oxo-3-phenyl-prop-1-en-1-yl)phen-oxy]acetamide.

ABSTRACT: The title compound N-(4-meth-oxy-phen-yl)-2-[4-(3-oxo-3-phenyl-prop-1-en-1-yl)phen-oxy]acetamide, C₂₄H₂₁NO₄, was prepared from reaction of N-(4-meth-oxy-phen-yl)-2-chloro-acetamide and (E)-3-(4-hy-droxy-phen-yl)-1-phenyl-prop-2-en-1-one, which was obtained from the reaction of 4-hy-droxy-benzaldehyde and aceto-phenone. The structure of the title compound was determined by IR, ¹H-NMR, ¹³C-NMR and HR-MS spectroscopic data and further characterized by single-crystal X-ray diffraction. The asymmetric unit contains four mol-ecules, each displaying an E-configuration of the C=C bond. The dihedral angle between the phenyl rings in each mol-ecule varies between 14.9?(2) and 45.8?(2)°. In the crystal, C-H?O hydrogen-bonding inter-actions link the mol-ecules into chains running along the [001] direction. In addition, C-H?? inter-actions further stabilize the crystal packing. A Hirshfeld analysis indicates that the most important contributions to the surface contacts are from H?H (43.6%), C?H/H?C (32.1%) and O?H/H?O (18.1%) inter-actions.

SUBMITTER: Nguyen Tien C 

PROVIDER: S-EPMC7869538 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature