Synthesis and structure of (E)-N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS(2021)

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摘要
The title compound N-(4-meth­oxy­phen­yl)-2-[4-(3-oxo-3-phenyl­prop-1-en-1-yl)phen­oxy]acetamide, C24H21NO4, was prepared from reaction of N-(4-meth­oxy­phen­yl)-2-chloro­acetamide and (E)-3-(4-hy­droxy­phen­yl)-1-phenyl­prop-2-en-1-one, which was obtained from the reaction of 4-hy­droxy­benzaldehyde and aceto­phenone. 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 mol­ecules, each displaying an E-configuration of the C=C bond. The dihedral angle between the phenyl rings in each mol­ecule varies between 14.9 (2) and 45.8 (2)°. In the crystal, C—H⋯O hydrogen-bonding inter­actions link the mol­ecules into chains running along the [001] direction. In addition, C—H⋯π inter­actions 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%) inter­actions.
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关键词
crystal structure, chalcones, hydrogen bonding, C-H center dot center dot center dot pi interactions, Hirshfeld analysis
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