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Two pi bonds are the maximum that can exist between a given pair of atoms. Quadruple bonds are extremely rare and can be formed only between transition metal atoms, and consist of one sigma bond, two pi bonds and one delta bond. A pi bond is weaker than a sigma bond, but the combination of pi and sigma bond is stronger than either bond by itself.
The σ-π model differentiates bonds and lone pairs of σ symmetry from those of π symmetry, while the equivalent-orbital model hybridizes them. The σ-π treatment takes into account molecular symmetry and is better suited to interpretation of aromatic molecules ( Hückel's rule ), although computational calculations of certain molecules tend ...
Molecules with rings have additional sigma bonds, such as benzene rings, which have 6 C−C sigma bonds within the ring for 6 carbon atoms. The anthracene molecule, C 14 H 10, has three rings so that the rule gives the number of sigma bonds as 24 + 3 − 1 = 26. In this case there are 16 C−C sigma bonds and 10 C−H bonds. This rule fails in ...
Bonds with one or three electrons can be found in radical species, which have an odd number of electrons. The simplest example of a 1-electron bond is found in the dihydrogen cation, H + 2. One-electron bonds often have about half the bond energy of a 2-electron bond, and are therefore called "half bonds".
The type of interaction between atomic orbitals can be further categorized by the molecular-orbital symmetry labels σ (sigma), π (pi), δ (delta), φ (phi), γ (gamma) etc. These are the Greek letters corresponding to the atomic orbitals s, p, d, f and g respectively.
Pi bonds occur when two orbitals overlap when they are parallel. [9] 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.
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Sigma and pi bonds in graphene. Sigma bonds result from an overlap of sp 2 hybrid orbitals, whereas pi bonds emerge from tunneling between the protruding p z orbitals. For clarity, only one p z orbital is shown with its three nearest neighbors.