Chirality (mathematics)

Individual left and right footprints are chiral enantiomorphs in a plane because they are mirror images while containing no mirror symmetry individually.

In geometry, a figure is chiral (and said to have chirality) if it is not identical to its mirror image, or, more precisely, if it cannot be mapped to its mirror image by rotations and translations alone. An object that is not chiral is said to be achiral. In 3 dimensions, not all achiral objects have a mirror plane. For example, a 3-dimensional object with inversion centre as its only nontrivial symmetry operation is achiral but has no mirror plane.

A chiral object and its mirror image are said to be enantiomorphs. The word chirality is derived from the Greek χείρ (cheir), the hand, the most familiar chiral object; the word enantiomorph stems from the Greek ἐναντίος (enantios) 'opposite' + μορφή (morphe) 'form'. A non-chiral figure is called achiral or amphichiral.

Examples

Left and right-hand rules in three dimensions

The tetrominos S and Z are enantiomorphs in 2-dimensions

S	Z

Some chiral three-dimensional objects, such as the helix, can be assigned a right or left handedness, according to the right-hand rule.

Many other familiar objects exhibit the same chiral symmetry of the human body, such as gloves and shoes. A right shoe is different from a left shoe only for being mirror images of each other. In contrast thin gloves may not be considered chiral if you can wear them inside-out.

The J, L, S and Z-shaped tetrominoes of the popular video game Tetris also exhibit chirality, but only in a two-dimensional space. Individually they contain no mirror symmetry in the plane.

Chirality and symmetry group

A figure is achiral if and only if its symmetry group contains at least one orientation-reversing isometry. (In Euclidean geometry any isometry can be written as $v\mapsto Av+b$ with an orthogonal matrix $A$ and a vector $b$. The determinant of $A$ is either 1 or −1 then. If it is −1 the isometry is orientation-reversing, otherwise it is orientation-preserving.)

Chirality in three dimensions

Pair of chiral dice (enantiomorphs)

In three dimensions, every figure that possesses a mirror plane of symmetry S₁, an inversion center of symmetry S₂, or a higher improper rotation (rotoreflection) S_n axis of symmetry^[1] is achiral. (A plane of symmetry of a figure $F$ is a plane $P$, such that $F$ is invariant under the mapping $(x,y,z)\mapsto (x,y,-z)$, when $P$ is chosen to be the $x$-$y$-plane of the coordinate system. A center of symmetry of a figure $F$ is a point $C$, such that $F$ is invariant under the mapping $(x,y,z)\mapsto (-x,-y,-z)$, when $C$ is chosen to be the origin of the coordinate system.) Note, however, that there are achiral figures lacking both plane and center of symmetry. An example is the figure

$F_{0}=\left\{(1,0,0),(0,1,0),(-1,0,0),(0,-1,0),(2,1,1),(-1,2,-1),(-2,-1,1),(1,-2,-1)\right\}$

which is invariant under the orientation reversing isometry $(x,y,z)\mapsto (-y,x,-z)$ and thus achiral, but it has neither plane nor center of symmetry. The figure

$F_{1}=\left\{(1,0,0),(-1,0,0),(0,2,0),(0,-2,0),(1,1,1),(-1,-1,-1)\right\}$

also is achiral as the origin is a center of symmetry, but it lacks a plane of symmetry.

Note also that achiral figures can have a center axis.

Chirality in two dimensions

The colored bracelet in the middle is chiral in 2-dimensions, the two others are achiral. The left and right images contain a horizontal reflection line.

In two dimensions, every figure which possesses an axis of symmetry is achiral, and it can be shown that every bounded achiral figure must have an axis of symmetry. (An axis of symmetry of a figure $F$ is a line $L$, such that $F$ is invariant under the mapping $(x,y)\mapsto (x,-y)$, when $L$ is chosen to be the $x$-axis of the coordinate system.) Consider the following pattern:

This figure is chiral, as it is not identical to its mirror image:

But if one prolongs the pattern in both directions to infinity, one receives an (unbounded) achiral figure which has no axis of symmetry. Its symmetry group is a frieze group generated by a single glide reflection.

Knot theory

A knot is called achiral if it can be continuously deformed into its mirror image, otherwise it is called a chiral knot. For example the unknot and the figure-eight knot are achiral, whereas the trefoil knot is chiral.

See also

• Chiral polytope
• Chirality (physics)
• Chirality (chemistry)
• Asymmetry
• Skewness
• Vertex algebra

References

1. "2. Symmetry operations and symmetry elements". chemwiki.ucdavis.edu. Retrieved 25 March 2016.

External links

• The Mathematical Theory of Chirality by Michel Petitjean
• Symmetry, Chirality, Symmetry Measures and Chirality Measures: General Definitions
• Petitjean, Michel (2010). Chirality in Metric Spaces, Symmetry: Culture and Science 21(1-3), pp. 27–36
• Chiral Polyhedra by Eric W. Weisstein, The Wolfram Demonstrations Project.
• When Topology Meets Chemistry by Erica Flapan.
• Chiral manifold at the Manifold Atlas.