Synthesis and Structural Characterization of 1,4-Di（2-methoxyphenyl）-2,5-piperazinedione

• Published in: Chinese journal of chemistry Vol. 25; no. 5; pp. 714 - 717
• Main Author: 张书圣 温永红 唐小芳 李雪梅
• Format: Journal Article
• Language: English
• Published: 2007
• Subjects: 1,4-二（2-甲氧基苯基）-2,5-哌嗪二酮; 晶体结构
• ISSN: 1001-604X; 1614-7065

A new derivative of 2,5-piperazinedione, 1,4-di（2-methoxyphenyl）-2,5-piperazinedione （I）, was synthesized by the cyclocondensation reaction of N-2-methoxyphenyl chloroacetamide, and its structure was characterized by elemental analysis, IR, ^1H NMR and single crystal X-ray diffraction method. The crystal belongs to monoclinic system, space group P21/c with unit cell dimensions a=0.56934（10） nm, b=1.3880（2） nm, c=1.00329（17） nm, β= 90.376（3）°, V= 0.7928（2） nm^3, Z=2, Dc = 1.367 g·cm^-3,μ = 0.98 cm^-1, R and wR being 0.0606 and 0.1564 respectively for 1549 unique reflections with 1247 observed reflections [I〉2σ（I）]. The molecule has a crystallographically imposed symmetry center. The three rings in the molecule are each coplanar with their attached groups, excluding methyl H atoms and the H atoms attached to the piperazinedione ring, while the whole molecule is not planar, with dihedral angles of 74.7（1）° between the piperazinedione and each of the two aromatic rings. The crystal structure is stabilized by van der Waals and dipole-dipole forces.