Term: anti https://doi.org/10.1351/goldbook.A00381 Definition: Two substituents attached to atoms joined by a single bond are anti if the torsion angle (dihedral angle) between the bonds to the substituents is greater than 90°, or syn if it is less than 90°. (A further distinction is made between antiperiplanar, synperiplanar, anticlinal and synclinal.) Related Terms: 1) torsion angle (http://doi.org/10.1351/goldbook.T06406). 2) dihedral angle (http://doi.org/10.1351/goldbook.D01730). 3) syn (http://doi.org/10.1351/goldbook.S06216). 4) antiperiplanar (http://doi.org/10.1351/goldbook.T06406-1). 5) synperiplanar (http://doi.org/10.1351/goldbook.T06406-2). 6) anticlinal (http://doi.org/10.1351/goldbook.T06406-3). 7) synclinal (http://doi.org/10.1351/goldbook.T06406-4). Source: Citation: 'anti' in IUPAC Compendium of Chemical Terminology, 5th ed. International Union of Pure and Applied Chemistry; 2025. Online version 5.0.0, 2025. https://doi.org/10.1351/goldbook.A00381 License: The IUPAC Gold Book is licensed under Creative Commons Attribution-ShareAlike CC BY-SA 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/) for individual terms. Disclaimer: The International Union of Pure and Applied Chemistry (IUPAC) is continuously reviewing and, where needed, updating terms in the Compendium of Chemical Terminology (the IUPAC Gold Book). Users of these terms are encouraged to include the version of a term with its use and to check regularly for updates to term definitions that you are using.