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

Luc Van Meervelt¹  Dat Nguyen Dang²  Trung Vu Quoc²  Cong Nguyen Tien³  Giang Le Duc⁴ 

[1] Department of Chemistry, KU Leuven, Biomolecular Architecture, Celestijnenlaan 200F, Leuven (Heverlee), B-3001, Belgium;Faculty of Chemistry, Hanoi National University of Education, 136 Xuan Thuy, Cau Giay, Hanoi, 11310, Vietnam;Faculty of Chemistry, Ho Chi Minh City University of Education, 280 An Duong Vuong Street, Ho Chi Minh City, 72711, Vietnam;School of Natural Sciences Education, Vinh University, 182 Le Duan Street, Vinh City, 43000, Vietnam;

关键词: crystal structure;    chalcones;    hydrogen bonding;    c—h...π interactions;    hirshfeld analysis;   

DOI  :  10.1107/S2056989021000864

来源: DOAJ

【 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.

【 授权许可】

Unknown