Coexistence of Intra- and Intermolecular Hydrogen Bonds: Salicylic Acid and Salicylamide and Their Thiol Counterparts

被引：18
作者：
Gholami, Samira [1 ]
Aarabi, Mohammad [1 ]
Grabowski, Slawomir J. [2 ,3 ,4 ]
机构：
[1] Univ Bologna, Dipartimento Chim Ind, I-40136 Bologna, Italy
[2] Univ Basque Country, Fac Chem, Donostia San Sebastian 20080, Spain
[3] Donostia Int Phys Ctr DIPC, Donostia San Sebastian 20080, Spain
[4] Basque Fdn Sci, IKERBASQUE, Bilbao 48011, Spain
来源：
JOURNAL OF PHYSICAL CHEMISTRY A | 2021年 / 125卷 / 07期
关键词：
DOT-N BONDS; ELECTRON LOCALIZATION; TOPOLOGICAL ANALYSIS; CRYSTAL-STRUCTURES; CHEMICAL-BOND; C-H; DENSITY; ATOMS; PARAMETERS; CLASSIFICATION;
D O I：
10.1021/acs.jpca.0c11183
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
The omega B97-XD/6-311++G(d,p) calculations were carried out on dimers and monomers of salicylic acid and salicylamide as well as on their thiol counterparts; different conformations of these species were considered. The searches through the Cambridge Structural Database were performed to find related structures; thus the analysis of results of these searches c is presented. Various approaches were applied to analyze inter- and intramolecular hydrogen bonds occurring in the above-mentioned species: natural bond orbital (NBO) method, symmetry-adapted perturbation theory (SAPT) approach, the quantum theory of atoms in molecules (QTAIM), and the electron localization function (ELF) method. The results of calculations indicate a slight mutual influence of inter- and intramolecular hydrogen bonds. However, the frequent occurrence of both interactions in crystal structures indicates the importance of their coexistence. The occurrence of intramolecular chalcogen bonds for trans conformations of species analyzed is also discussed.
引用
收藏
页码：1526 / 1539
页数：14
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