Perhalomethyl Chromones: Spectroscopic, X-Ray Diffraction, Hirshfeld Surface, and Density Functional Theory Studies of the Noncovalent Interactions

被引：0
|
作者：
Espitia Cogollo, Edeimis [1 ]
Echeverria, Gustavo A. [2 ,3 ]
Piro, Oscar E. [2 ,3 ]
Jios, Jorge L. [4 ,5 ]
Ulic, Sonia E. [1 ,6 ]
机构：
[1] Univ Nacl La Plata, Fac Ciencias Exactas, CEQUINOR CONICET UNLP, Bv 120 1465, RA-1900 La Plata, Argentina
[2] Univ Nacl La Plata, Fac Ciencias Exactas, Dept Fis, CC 67, RA-1900 La Plata, Argentina
[3] IFLP CONICET, CCT La Plata, CC 67, RA-1900 La Plata, Argentina
[4] Lab UPL UNLP CIC, Campus Tecnol Gonnet CIC BA, RA-1897 Gonnet, Argentina
[5] Univ Nacl La Plata, Fac Ciencias Exactas, Dept Quim, 47 Esq 115, RA-1900 La Plata, Argentina
[6] Univ Nacl Lujan, Dept Ciencias Basicas, Rutas 5 & 7, RA-6700 Buenos Aires, DF, Argentina
来源：
CRYSTAL RESEARCH AND TECHNOLOGY | 2022年 / 57卷 / 11期
关键词：
chemical calculations; halogen interactions; molecular structures; perhalomethyl chromones; INTERMOLECULAR INTERACTIONS; MOLECULES; 2-POLYFLUOROALKYLCHROMONES; PHARMACEUTICALS; NITROBENZENE; DERIVATIVES; SCAFFOLD; ATOMS;
D O I：
10.1002/crat.202200085
中图分类号：
O7 [晶体学];
学科分类号：
0702 ; 070205 ; 0703 ; 080501 ;
摘要：
The structure of two perhalomethylated chromones, 2-chlorodifluoromethylchromone (a) and its 6-nitro substituted derivative (b), are investigated. The supramolecular assembly is governed by the hydrogen bond interaction (C-H center dot center dot center dot O) between the olefinic proton (OC-C(=CH) and the carbonyl oxygen atom (>C=O) giving rise to center-symmetric R22(8)$R_2<^>2( 8 )$ graph-set motifs. The H center dot center dot center dot O interatomic distance is shorter in (b) suggesting a stronger hydrogen bonding for this derivative. Quantum Theory of Atoms in Molecules (QTAIM) and natural bond orbital (NBO) calculated energies and the higher polarity computed for (b) agree with this experimental finding. The Molecular Electrostatic Potential (MEP) graph shows a distinctive C center dot center dot center dot Cl contact, found only for (b), involving a more electrophilic methine carbon atom.
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页数：9
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