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  2. Lewis structure - Wikipedia

    en.wikipedia.org/wiki/Lewis_structure

    Expressing resonance when drawing Lewis structures may be done either by drawing each of the possible resonance forms and placing double-headed arrows between them or by using dashed lines to represent the partial bonds (although the latter is a good representation of the resonance hybrid which is not, formally speaking, a Lewis structure ...

  3. Resonance (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Resonance_(chemistry)

    Contributing structures of the carbonate ion. In chemistry, resonance, also called mesomerism, is a way of describing bonding in certain molecules or polyatomic ions by the combination of several contributing structures (or forms, [1] also variously known as resonance structures or canonical structures) into a resonance hybrid (or hybrid structure) in valence bond theory.

  4. Clar's rule - Wikipedia

    en.wikipedia.org/wiki/Clar's_rule

    Clar's rule states that for a benzenoid polycyclic aromatic hydrocarbon (i.e. one with only hexagonal rings), the resonance structure with the largest number of disjoint aromatic π-sextets is the most important to characterize its chemical and physical properties. Such a resonance structure is called a Clar structure. In other words, a ...

  5. Mesomeric effect - Wikipedia

    en.wikipedia.org/wiki/Mesomeric_effect

    It is important to note that the energy of the actual structure of the molecule, i.e. the resonance hybrid, may be lower than that of any of the contributing canonical structures. The difference in energy between the actual inductive structure and the (most stable contributing structures) worst kinetic structure is called the resonance energy ...

  6. Natural resonance theory - Wikipedia

    en.wikipedia.org/wiki/Natural_Resonance_Theory

    Below is an example of how NRT may generate a list of resonance structures. (1) Given an input wavefunction, NRT creates a list of reference Lewis structures. The LEWIS option tests each structure and rejects those that do not conform to the Lewis bonding theory (i.e., those that do not fulfill the octet rule , pose unreasonable formal charges ...

  7. Simplified Molecular Input Line Entry System - Wikipedia

    en.wikipedia.org/wiki/Simplified_Molecular_Input...

    The Simplified Molecular Input Line Entry System (SMILES) is a specification in the form of a line notation for describing the structure of chemical species using short ASCII strings. SMILES strings can be imported by most molecule editors for conversion back into two-dimensional drawings or three-dimensional models of the molecules.

  8. Diazo - Wikipedia

    en.wikipedia.org/wiki/Diazo

    Diazo compounds have two main Lewis structures in resonance: R 2 >C-–N + ≡N and R 2 >CH=N + =N-. In organic chemistry, the diazo group is an organic moiety consisting of two linked nitrogen atoms at the terminal position.

  9. Chemical structure - Wikipedia

    en.wikipedia.org/wiki/Chemical_structure

    A chemical structure of a molecule is a spatial arrangement of its atoms and their chemical bonds. Its determination includes a chemist 's specifying the molecular geometry and, when feasible and necessary, the electronic structure of the target molecule or other solid.