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  2. 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.

  3. 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 ...

  4. 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 ...

  5. Natural resonance theory - Wikipedia

    en.wikipedia.org/wiki/Natural_Resonance_Theory

    The NBOs for a resonance structure formula can then be, subsequently, calculated from the CHOOSE option. Operationally, there are three ways in which alternative resonance structures may be generated: (1) from the LEWIS option, considering the Wiberg bond indices; (2) from the delocalization list; (3) specified by the user. [1]

  6. Octet rule - Wikipedia

    en.wikipedia.org/wiki/Octet_rule

    A valence bond description of PF 5 uses resonance between different PF 4 + F − structures, so that each F is bonded by a covalent bond in four structures and an ionic bond in one structure. Each resonance structure has eight valence electrons on P. [20] A molecular orbital theory description considers the highest occupied molecular orbital to ...

  7. Three-center four-electron bond - Wikipedia

    en.wikipedia.org/.../Three-center_four-electron_bond

    This bonding scheme is succinctly summarized by the following two resonance structures: I—I···I − ↔ I − ···I—I (where "—" represents a single bond and "···" represents a "dummy bond" with formal bond order 0 whose purpose is only to indicate connectivity), which when averaged reproduces the I—I bond order of 0.5 obtained ...

  8. Valence bond theory - Wikipedia

    en.wikipedia.org/wiki/Valence_bond_theory

    A valence bond structure resembles a Lewis structure, but when a molecule cannot be fully represented by a single Lewis structure, multiple valence bond structures are used. Each of these VB structures represents a specific Lewis structure. This combination of valence bond structures is the main point of resonance theory.

  9. Bond order - Wikipedia

    en.wikipedia.org/wiki/Bond_order

    In chemistry, bond order is a formal measure of the multiplicity of a covalent bond between two atoms. As introduced by Gerhard Herzberg, [1] building off of work by R. S. Mulliken and Friedrich Hund, bond order is defined as the difference between the numbers of electron pairs in bonding and antibonding molecular orbitals.