The electronic structure of the C2H4O···2HF tri-molecular heterocyclic hydrogen-bonded complex: a theoretical study

Abstract

The geometries of three isomers of the C2H4O...2HF tri-molecular heterocyclic hydrogen-bonded complex were examined through B3LYP/aug-cc-pVDZ calculations. Analysis of structural parameters, determination of CHELPG (charge electrostatic potential grid) intermolecular charge transfer, interpretation of infrared stretching modes, and Bader's atoms in molecules (AIM) theory calculations was carried out in order to characterize the hydrogen bonds in each isomer of the C2H4O...2HF complex. The most stable structure was determined through the identification of hydrogen bonds between C2H4O and HF, (O...H), as well as in the hydrofluoric acid dimer, (HF(D-R)...HF(D)). However, the existence of a tertiary interaction (F(lambda)...H(alpha)) between the fluoride of the second hydrofluoric acid and the axial hydrogen atoms of C2H4O was decisive in the identification of the preferred configuration of the C2H4O...2HF system.

Uncommon hydrogen bonds between a non-classical ethyl cation and π hydrocarbons: a preliminary study

“…Recently, the QTAIM approach has been used to solve problems regarding the electronic structure in systems in chemistry, physics, and biology [62][63][64][65][66][67][68][69][70][71][72][73]. By way of intermolecular interaction studies, we can cite Popelier and Koch [74], as well as Wojtulewski and Grabowski [75] as two of the most important research groups on QTAIM calculations.…”

Comparisons between Crystallography Data and Theoretical Parameters and the Formation of Intramolecular Hydrogen Bonds: Benznidazole

“…By taking into account the virial theorem [17], G and U idealize the kinetic (always positive) and potential (always negative) energy density functions. Then, positive values of ∇ 2 ρ indicate a depletion of electronic potential energy density at BCP in favor of the kinetic energy because it outweighs the potential one, showing a concentration of electronic charge in separated nuclei [51][52][53]. …”

Theoretical aspects of binary and ternary complexes of aziridine⋯ammonia ruled by hydrogen bond strength

“…On the other hand, it has also been reported that binary hydrogen complexes are not dominant structures, since ternary complexes are also important for a thorough analysis of reaction mechanisms [26]. In practice, it is well known that ternary complexes are more stable than binary ones because stronger or multiple hydrogen bonds [27] as well as dihydrogen bonds [28][29][30] are formed, as reported by Jursic [31], Grabowski [32,33], Biczysko and Latajka [34], and others [35,36].…”