<Table> <Tr> <Td> </Td> <Td> This section needs additional citations for verification . Please help improve this article by adding citations to reliable sources . Unsourced material may be challenged and removed . (May 2014) (Learn how and when to remove this template message) </Td> </Tr> </Table> <Tr> <Td> </Td> <Td> This section needs additional citations for verification . Please help improve this article by adding citations to reliable sources . Unsourced material may be challenged and removed . (May 2014) (Learn how and when to remove this template message) </Td> </Tr> <P> In the basic boat conformation (C symmetry), carbons C2, C3, C5 and C6 are coplanar, while C1 and C4 are displaced away from that plane in the same direction . Bonds C2 - C3 and C5 - C6 are therefore parallel . In this form, the molecule has two perpendicular planes of symmetry as well as a C axis . The boat conformations have higher energy than the chair conformations . The interaction between the two flagpole hydrogens, in particular, generates steric strain . There is also torsional strain involving the C2 - C3 and C5 - C6 bonds, which are eclipsed . Because of this strain, the boat configuration is unstable (not a local minimum of the energy function). The twist - boat conformation, sometimes called twist (D symmetry) can be derived from the boat conformation by applying a slight twist to the molecule about the axes connecting the two unique carbons . The result is a structure that has three C axes and no plane of symmetry . The concentration of the twist - boat conformation at room temperature is very low (less than 0.1%) but at 1073 kelvins it can reach 30% . Rapid cooling from 1073 K to 40 K will freeze in a large concentration of twist - boat conformation, which will then slowly convert to the chair conformation upon heating . The half - chair conformation is a transition state with C symmetry generally considered to be on the pathway between chair and twist - boat . It involves rotating one of the dihedrals to zero such that four adjacent atoms are coplanar and the other two atoms are out of plane (one above and one below). </P> <Table> <Tr> <Td> </Td> <Td> This section relies largely or entirely on a single source . Relevant discussion may be found on the talk page . Please help improve this article by introducing citations to additional sources . (May 2014) </Td> </Tr> </Table>

Axial and equatorial position in the chair form of cyclohexane