gauche effect

https://doi.org/10.1351/goldbook.G02595
  1. The stabilization of the @G02593@ (@S06222@) @C01258@ in a two carbon unit bonded vicinally to electronegative elements e.g. 1,2-difluoroethane.
  2. The destabilization of the @G02593@ (@S06222@) @C01258@ in a two carbon unit bonded vicinally to large, soft and polarizable elements such as sulfur and bromine.
Source:
PAC, 1996, 68, 2193. (Basic terminology of stereochemistry (IUPAC Recommendations 1996)) on page 2209 [Terms] [Paper]