6533b85cfe1ef96bd12bd51a
RESEARCH PRODUCT
The H2C(X)–X•••X– (X = Cl, Br) Halogen Bonding of Dihalomethanes
Vadim Yu. KukushkinMatti HaukkaAnna A. RomanovaIvan V. AnanyevVadim P. BoyarskiyMikhail A. KinzhalovAlexander S. NovikovDaniil M. Ivanovsubject
Halogen bond010405 organic chemistryHalomethaneGeneral Chemistry010402 general chemistryCondensed Matter Physics01 natural sciencesdihalomethanes0104 chemical scienceschemistry.chemical_compoundCrystallographychemistryComputational chemistryhalogen bondingGeneral Materials ScienceBond energyta116Dichloromethanedescription
The dihalomethane–halide H2C(X)–X···X– (X = Cl, Br) halogen bonding was detected in a series of the cis-[PdX(CNCy){C(NHCy)═NHC6H2Me2NH2}]X•CH2X2 (X = Cl, Br) associates by single-crystal XRD followed by DFT calculations. Although ESP calculations demonstrated that the σ-hole of dichloromethane is the smallest among all halomethane solvents (the maximum electrostatic potential is only 2.6 kcal/mol), the theoretical DFT calculations followed by Bader’s QTAIM analysis (M06/DZP-DKH level of theory) confirmed the H2C(X)–X···X– halogen bond in both the solid-state and gas-phase optimized geometries. The estimated bonding energy in H2C(X)–X···X– is in the 1.9–2.8 kcal/mol range.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-02-01 | Crystal Growth and Design |