text: One contributing structure may resemble the actual molecule more than another (in the sense of energy and stability). Structures with a low value of potential energy are more stable than those with high values and resemble the actual structure more. The most stable contributing structures are called major contributors. Energetically unfavourable and therefore less favorable structures are minor contributors. With rules listed in rough order of diminishing importance, major contributors are generally structures that
  # obey as much as possible the octet rule (8 valence electrons around each atom rather than having deficiencies or surplus, or 2 electrons for Period 1 elements);
  # have a maximum number of covalent bonds;
  # carry a minimum of formally charged atoms, with the separation for unlike and like charges minimized and maximized, respectively;
  # place negative charge, if any, on the most electronegative atoms and positive charge, if any, on the most electropositive;
  # do not deviate substantially from idealized bond lengths and angles (e.g., the relative unimportance of Dewar-type resonance contributors for benzene);
  # maintain aromatic substructures locally while avoiding anti-aromatic ones (see Clar sextet and biphenylene).
  A maximum of eight valence electrons is strict for the Period 2 elements Be, B, C, N, O, and F, as is a maximum of two for H and He and effectively for Li as well.  The issue of expansion of the valence shell of third period and heavier main group elements is controversial.  A Lewis structure in which a central atom has a valence electron count greater than eight traditionally implies the participation of d orbitals in bonding.  However, the consensus opinion is that while they may make a marginal contribution, the participation of d orbitals is unimportant, and the bonding of so-called hypervalent molecules are, for the most part, better explained by charge-separated contributing forms that depict three-center four-electron bonding.  Nevertheless, by tradition, expanded octet structures are still commonly drawn for functional groups like sulfoxides, sulfones, and phosphorus ylides, for example.  Regarded as a formalism that does not necessarily reflect the true electronic structure, such depictions are preferred by the IUPAC over structures featuring partial bonds, charge separation, or dative bonds.
  Equivalent contributors contribute equally to the actual structure, while the importance of nonequivalent contributors is determined by the extent to which they conform to the properties listed above.  A larger number of significant contributing structures and a more voluminous space available for delocalized electrons lead to stabilization (lowering of the energy) of the molecule.