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Bent's rule addresses disparities between the observed and idealized geometries. [3] According to Bent's rule, a central atom bonded to multiple groups will rehybridize so that orbitals with more s character are directed towards electropositive groups, and orbitals with more p character will be directed towards groups that are more electronegative.
This is because according to Bent's rule, the C–F bond gains p-orbital character leading to high s-character in the C–H bonds, and H–C–H bond angles approaching those of sp 2 orbitals – e.g. 120° – leaving less for the F–C–H bond angle. The difference is again explained in terms of bent bonds. [3]
One example of the AX 2 E 2 geometry is molecular lithium oxide, Li 2 O, a linear rather than bent structure, which is ascribed to its bonds being essentially ionic and the strong lithium-lithium repulsion that results. [23]
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Bredt's rule is the empirical observation that such molecules only form in large ring systems. For example, two of the following norbornene isomers violate Bredt's rule, and are too unstable to prepare: Bridgehead atoms violating Bredt's rule in red. The rule is named after Julius Bredt, who first discussed it in 1902 [1] and codified it in ...
(By Bent's rule, unoccupied orbitals for a main-group element are almost always of p character, since s character is stabilizing and will be used for bonding orbitals. As an exception, the LUMO of phenyl cation is an sp x ( x ≈ 2) atomic orbital, due to the geometric constraint of the benzene ring.)
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