Crystal structure, Hirshfeld surface analysis and density functional theory study of 1-nonyl-3-phenylquinoxaim-2-one

被引：8

作者：

Abad, Nadeem ^{[1
,2
]}

Chkirate, Karim ^{[1
]}

Al-Ostoot, Fares Hezam ^{[2
]}

Van Meervelt, Luc ^{[3
]}

Lahmidi, Sanae ^{[1
]}

Ferfra, Souad ^{[1
]}

Ramli, Youssef ^{[4
]}

Essassi, El Mokhtar ^{[1
]}

机构：

[1] Mohammed V Univ, Lab Heterocycl Organ Chem URAC 21, Pharmacochem Competence Ctr, Fac Sci, Av Ibn Battouta,BP 1014, Rabat, Morocco

[2] AlBaydha Univ, Dept Biochem, Fac Educ & Sci, Al Baydha, Yemen

[3] Katholieke Univ Leuven, Chem Dept, Celestijnenlaan 200F Box 2404, B-3001 Leuven, Belgium

[4] Mohammed V Univ Rabat, Lab Med Chem, Drug Sci Res Ctr, Fac Med & Pharm, Rabat, Morocco

来源：

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2021年 / 77卷

关键词：

crystal structure; density functional theory; quinoxaline; hydrogen bond; Hirshfeld surface analysis; COMPLEXES; CO(II);

D O I：

10.1107/S2056989021009737

中图分类号：

O7 [晶体学];

学科分类号：

0702 ; 070205 ; 0703 ; 080501 ;

摘要：

In the title molecule, C23H28N2O, the phenyl ring is inclined to the quinoxaline ring system at a dihedral angle of 20.40 (9)degrees. In the crystal, C-H center dot center dot center dot O interactions between neighbouring molecules form chains along the a-axis direction. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H center dot center dot center dot H (70.6%), H center dot center dot center dot C/C center dot center dot center dot H (15.5%) and H center dot center dot center dot O/O center dot center dot center dot H (4.6%) interactions. The optimized structure calculated using density functional theory at the B3LYP/6-311 G(d,p) level is compared with the experimentally determined structure in the solid state. The calculated highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy gap is 3.8904 eV. Part of the n-nonyl chain attached to one of the nitrogen atoms of the quinoxaline ring system shows disorder and was refined with a double conformation with occupancies of 0.604 (11) and 0.396 (11).

引用

页码：1037 / +

页数：13

共 23 条

[1] Synthesis, crystal structure, DFT calculations, Hirshfeld surface analysis, energy frameworks, molecular dynamics and docking studies of novel isoxazolequinoxaline derivative (IZQ) as anti-cancer drug [J].