A comparison between hydrogen and halogen bonding: the hypohalous acid–water dimers, HOX⋯H₂O (X = F, Cl, Br)

Abstract

Hypohalous acids (HOX) are a class of molecules that play a key role in the atmospheric seasonal depletion of ozone and have the ability to form both hydrogen and halogen bonds.

The HOX⋯SO2 (X=F, Cl, Br, I) Binary Complexes: Implications for Atmospheric Chemistry

“…Within class C, the halogen bond distances are 2.919 Å, 2.902 Å, and 2.996 Å, for Cl, Br, and I, respectively. This same trend of decreasing halogen bond length from Cl to Br is observed in the HOX⋯OH 2 (X=Cl, Br) halogen bonds of Wolf and coworkers [96] , where the level of theory is invariant for halogen substitutions. This trend is not immediately intuitive and three periodic trends may explain this.…”

“…Theoretical studies on intermolecular interactions between HOX and a variety of chemical species have been conducted [96–105] . A majority of the studies utilized Møller–Plesset second‐order perturbation (MP2) theory with Dunning basis sets.…”

“…A majority of the studies utilized Møller–Plesset second‐order perturbation (MP2) theory with Dunning basis sets. SO 3 , [103] H 2 O, [96] ozone, [102] formamidine, [97] and sulfoximine [104] are examples of the studies which investigate HOX interactions with other systems.…”

“…However, there are a few recent studies that are worth discussion and pertain to the work at present. The first is that of Wolf and coworkers, which provides the most reliable results for the H 2 O⋯HOX complex [96] . In their work the CCSD(T)/aug‐cc‐pV(T+d)Z level of theory was utilized to confirm the existence of these structures.…”

What Is the Nature of Supramolecular Bonding? Comprehensive NBO/NRT Picture of Halogen and Pnicogen Bonding in RPH2···IF/FI Complexes (R = CH3, OH, CF3, CN, NO2)

“…Recent computational [1,2,3,4] and experimental [5,6,7,8] studies have called attention to the multiplicity of halogen [9,10,11,12,13], chalcogen [14,15], pnicogen [16], and tetrel bonds [17,18,19] (corresponding to Groups 17, 16, 15, and 14, respectively) that appear necessary to supplement the familiar hydrogen bonds of intermolecular interaction theory [20]. Such proliferating “bond” forms naturally reignite age-old controversies concerning the relative importance of “covalent” versus “electrostatic” contributions in the general theory of intermolecular forces [21,22,23,24].…”