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  2. Sigma bond - Wikipedia

    en.wikipedia.org/wiki/Sigma_bond

    According to the sigma bond rule, the number of sigma bonds in a molecule is equivalent to the number of atoms plus the number of rings minus one. N σ = N atoms + N rings − 1. This rule is a special-case application of the Euler characteristic of the graph which represents the molecule. A molecule with no rings can be represented as a tree ...

  3. Molecular orbital diagram - Wikipedia

    en.wikipedia.org/wiki/Molecular_orbital_diagram

    This MO is called the bonding orbital and its energy is lower than that of the original atomic orbitals. A bond involving molecular orbitals which are symmetric with respect to any rotation around the bond axis is called a sigma bond (σ-bond). If the phase cycles once while rotating round the axis, the bond is a pi bond (π-bond).

  4. Sigma hole interactions - Wikipedia

    en.wikipedia.org/wiki/Sigma_Hole_interactions

    In chemistry, sigma hole interactions (or σ-hole interactions) are a family of intermolecular forces that can occur between several classes of molecules and arise from an energetically stabilizing interaction between a positively-charged site, termed a sigma hole, and a negatively-charged site, typically a lone pair, on different atoms that are not covalently bonded to each other. [1]

  5. Valence bond theory - Wikipedia

    en.wikipedia.org/wiki/Valence_bond_theory

    For example, a bond between two s-orbital electrons is a sigma bond, because two spheres are always coaxial. In terms of bond order, single bonds have one sigma bond, double bonds consist of one sigma bond and one pi bond, and triple bonds contain one sigma bond and two pi bonds. However, the atomic orbitals for bonding may be hybrids.

  6. Hyperconjugation - Wikipedia

    en.wikipedia.org/wiki/Hyperconjugation

    Hyperconjugation affects several properties. [6] [10]Bond length: Hyperconjugation is suggested as a key factor in shortening of sigma bondsbonds). For example, the single C–C bonds in 1,3-butadiene and propyne are approximately 1.46 Å in length, much less than the value of around 1.54 Å found in saturated hydrocarbons.

  7. Antarafacial and suprafacial - Wikipedia

    en.wikipedia.org/wiki/Antarafacial_and_suprafacial

    The reaction center can be a p-or sp n-orbital (Woodward-Hoffmann symbol ω), a conjugated system (π) or even a sigma bond (σ). The relationship is antarafacial when opposite faces of the π system or isolated orbital are involved in the process (think anti). For a σ bond, it corresponds to involvement of one "interior" lobe and one ...

  8. Chemical bond - Wikipedia

    en.wikipedia.org/wiki/Chemical_bond

    In non-polar covalent bonds, the electronegativity difference between the bonded atoms is small, typically 0 to 0.3. Bonds within most organic compounds are described as covalent. The figure shows methane (CH 4), in which each hydrogen forms a covalent bond with the carbon. See sigma bonds and pi bonds for LCAO descriptions of such bonding. [22]

  9. Sigmatropic reaction - Wikipedia

    en.wikipedia.org/wiki/Sigmatropic_reaction

    Sigmatropic rearrangements are concisely described by an order term [i,j], which is defined as the migration of a σ-bond adjacent to one or more π systems to a new position (i−1) and (j−1) atoms removed from the original location of the σ-bond. [3]