Term: alternancy symmetry https://doi.org/10.1351/goldbook.AT06985 Definition: A topological property of the molecular graphs of alternant hydrocarbons which allows the carbon atoms to be divided into two subsets in such a way that no two atoms of the same subset are adjacent. A consequence of this property is the symmetrical arrangement of the energy levels of bonding and antibonding Hückel MOs relative to the level of a nonbonding orbital (energy level of the p AO of a carbon atom). Related Terms: 1) alternant (http://doi.org/10.1351/goldbook.A00249). 2) hydrocarbons (http://doi.org/10.1351/goldbook.H02889). Source: PAC, 1999, 71, 1919. 'Glossary of terms used in theoretical organic chemistry' on page 1922 (https://doi.org/10.1351/pac199971101919) Citation: 'alternancy symmetry' 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.AT06985 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.