
A symmetric hydrogen bond is a special type of
hydrogen bond
In chemistry, a hydrogen bond (or H-bond) is a primarily electrostatic force of attraction between a hydrogen (H) atom which is covalently bound to a more electronegative "donor" atom or group (Dn), and another electronegative atom bearing ...
in which the
proton is spaced exactly halfway between two identical atoms. The strength of the bond to each of those atoms is equal. It is an example of a
3-center 4-electron bond
The 3-center 4-electron (3c–4e) bond is a model used to explain bonding in certain hypervalent molecules such as tetratomic and hexatomic interhalogen compounds, sulfur tetrafluoride, the xenon fluorides, and the bifluoride ion. It is also kno ...
. This type of bond is much stronger than "normal" hydrogen bonds, in fact, its strength is comparable to a
covalent bond. It is seen in ice at high pressure (
Ice X
Ice is water frozen into a solid state, typically forming at or below temperatures of 0 degrees Celsius or Depending on the presence of impurities such as particles of soil or bubbles of air, it can appear transparent or a more or less opa ...
), and also in the solid phase of many anhydrous
acids
In computer science, ACID ( atomicity, consistency, isolation, durability) is a set of properties of database transactions intended to guarantee data validity despite errors, power failures, and other mishaps. In the context of databases, a ...
such as
hydrofluoric acid
Hydrofluoric acid is a solution of hydrogen fluoride (HF) in water. Solutions of HF are colourless, acidic and highly corrosive. It is used to make most fluorine-containing compounds; examples include the commonly used pharmaceutical antidepr ...
and
formic acid
Formic acid (), systematically named methanoic acid, is the simplest carboxylic acid, and has the chemical formula HCOOH and structure . It is an important intermediate in chemical synthesis and occurs naturally, most notably in some ants. Est ...
at high pressure. It is also seen in the
bifluoride
The bifluoride ion is an inorganic anion with the chemical formula . The anion is colorless. Salts of bifluoride are commonly encountered in the reactions of fluoride salts with hydrofluoric acid. The commercial production of fluorine involves ...
ion
−H−Fsup>−. Much has been done to explain the symmetric hydrogen bond quantum-mechanically, as it seems to violate the
duet rule for the first shell: The proton is effectively surrounded by four
electron
The electron (, or in nuclear reactions) is a subatomic particle with a negative one elementary electric charge. Electrons belong to the first generation of the lepton particle family,
and are generally thought to be elementary partic ...
s. Because of this problem, some consider it to be an
ionic bond
Ionic bonding is a type of chemical bonding that involves the electrostatic attraction between oppositely charged ions, or between two atoms with sharply different electronegativities, and is the primary interaction occurring in ionic compoun ...
.
References
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{{DEFAULTSORT:Symmetric Hydrogen Bond
Chemical bonding