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Staggered conformation

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Molecular form in which substituents on two adjacent atoms are farthest apart For the geometry of staggered rows, see lattice (group).
Staggered conformation image right in Newman projection
Eclipsed conformation

In organic chemistry, a staggered conformation is a chemical conformation of an ethane-like moiety abcX–Ydef in which the substituents a, b, and c are at the maximum distance from d, e, and f; this requires the torsion angles to be 60°. It is the opposite of an eclipsed conformation, in which those substituents are as close to each other as possible.

Such a conformation exists in any open chain single chemical bond connecting two sp-hybridised atoms, and is normally a conformational energy minimum. For some molecules such as those of n-butane, there can be special versions of staggered conformations called gauche and anti; see first Newman projection diagram in conformational isomerism.

Staggered/eclipsed configurations also distinguish different crystalline structures of e.g. cubic/hexagonal boron nitride, and diamond/lonsdaleite.

See also

References

  1. Eliel, Ernest L.; Wilen, Samuel H. (1994). Stereochemistry of Organic Compounds. Wiley. p. 1207. ISBN 978-0-471-01670-0.


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