Tricosane-1,23-diol

Abstract

In the title compound, C23H48O2, one of the hydroxy groups adopts a gauche conformation with respect to the hydro­carbon skeleton, whereas the other hydroxy group adopts a trans conformation. The mol­ecules form a layer structure similar to that found in the smectic A phase of liquid crystals. Inter‐ and intralayer hydrogen bonds are formed in the crystal. These features are similar to those of the homologues with an odd number of C atoms. The calculated density, however, deviates from that predicted by a relation between the density and the number of C atoms in alkane‐α,ω‐diols with an odd number of C atoms.

Polymorphism of Long-Chain Alkane-α,ω-Diols with an Even Number of Carbon Atoms

“…The interlayer hydrogen-bond parameters of n -diol-I′ ( n = 20, 22, 24) are shown in Table . These features are similar to those of the long-chain even-numbered diols with n = 10–18, n -diol-I, analyzed previously …”

“…When the hydrophobic interactions have an advantage over the hydrogen bonds, namely, the number of carbon atoms increases; additionally, how does it affect the crystal-packing arrangement? To elucidate this question, we have systematically analyzed the crystal structures of the long-chain diols ( n = 10–19, 21, 23) . These results showed that the higher homologous series of even and odd diols adopted isomorphic structures with those of the lower ones ( n = 4–10) as described above.…”

The structure of Langmuir films of long diols on mercury

“…To include the HB, we draw on the bonding motifs of 3D a,ualkyldiol crystals, studied extensively by some of the present authors [14][15][16]44,45,61 and others. 31,41,62 Under the action of both vdW and HB, the diol molecules organize into sheets, stacks of which form the 3D crystal.…”

“…The lengths l of the two different-end-conguration diol molecules, dln(k) and dln(t), shown in Fig. 1, were calculated from 3D crystal structure les of diols [14][15][16][41][42][43][44][45][46] using the CCDC Mercury program. 47 The molecular areas calculated from l and w are shown as dashed lines in Fig.…”

1,24-Dibromotetracosane

“…Many researchers have analyzed the crystal structures of many different kinds of normal long-chain aliphatic compounds. Recently, we have systematically analysed the crystal structures of the alkane-,!-diols containing 10-19 and 21-23 C atoms (Nakamura et al, 2001a;Uno et al, 2002) and the alkane-,!-dithiols containing 12, 19-21 and 23 C atoms (Nakamura et al, 2001b(Nakamura et al, ,c, 2004(Nakamura et al, , 2005a. In the present paper, we report the results of the crystal structure analysis of the title compound, (I), in order to elucidate the effect of the terminal groups in normal long-chain compounds in constructing a layer structure.…”