1,17-Heptadecanediol

Abstract

In the title compound, C(17)H(36)O(2), one of the hydroxyl groups has a gauche conformation with respect to the hydrocarbon skeleton, which is all-trans, whereas the other has a trans conformation. The molecular shape is rod-like and the compound has a rotator phase in which molecules are assured greater motional freedom, as in liquid crystals. In addition, the molecules arranged along the longest axis, b, form layers which are very similar to those of the smectic A liquid crystals.

From Intermolecular Interactions to Texture in Polycrystalline Surfaces of 1,ω-alkanediols (ω = 10–13)

“…Two possible molecular geometries are represented by the gauche and trans configurations of hydroxyl groups about the all- trans hydrocarbon chain ( Figure 2 ). Their occurrence depends upon chain length and recrystallization rate [ 13 ], as demonstrated in the previous reports on these structures [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 ].…”

“…The selected structures may present the same space groups and conformations to those found in the studied compounds. An adequate model for DEDOL and DODOL was the 1,18-octadecanediol [ 10 ], while for the case of UNDOL and TRDOL, the adopted model was the 1,17-heptadecanediol [ 9 ]. Note that P2 1 / c was used instead of P2 1 / a for both DEDOL and DODOL structures for comparative purposes.…”

“…The procedure of structural determination consists of the following stages: (i) indexation and space-group determination; (ii) whole-pattern-fitting; (iii) isomorphic molecular replacement; (iv) lattice energy minimization and (v) rigid-body Rietveld refinement. To validate results, the structures obtained are compared with those previously reported by single-crystal X-ray diffraction [ 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 ]. Also, the value of lattice energies is compared with the corresponding sublimation energy.…”

“…1,ω-alkanediols with an even number of carbons crystallize into a structure with layers of the type herringbone (monoclinic with the space group P 2 1 / c , Z = 2), where interlayer hydrogen bonds form zigzag chains. Odd-numbered compounds (orthorhombic with space group of P 2 1 2 1 2 1 , Z = 4) also present a molecular packing in layers but, so far, they have been described with molecules oriented parallel to each other [ 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 ]. In this case, the pattern of hydrogen bond is formed by alternation of inter and intralayer O-H···O.…”

The structure of Langmuir films of long diols on mercury

“…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.…”