Structure cristalline de l'adipamide

Odd–even effect in melting properties of 12 alkane-α,ω-diamides

“…The T fus values of even terms decreased on increasing n, whereas odd terms displayed only very slight increase or even rather constant values. This gave rise to a T fus trend in contrast with that of alkanes [19], alkyldiamines [8,20], dithiols [39] and diols [9,20], where T fus values of both even and odd terms clearly increase on increasing n. This trend correlates well with the density values of alkyldiamides (table 1), namely even terms possess slightly higher T fus and densities than the corresponding odd terms and both properties show a clear descending tendency on increasing n. Nevertheless, the crystal structure of even and odd alkyldiamides is similar, as shown by X-ray studies of terms with n = (2 to 10) [22][23][24][25][26][27][28][29][30]. All alkyldiamides from C 3 to C 10 , in fact, display a common monoclinic structure, except oxamide (triclinic structure) and randomly belong to two spatial groups, P2 1 /c and C2/c.…”

“…The T fus values of dicarboxylic acids are lower than those of alkyldiamides due to the difference in shared H-bonds: four for dicarboxylic acids [17] against eight for alkyldiamides [22][23][24][25][26][27][28][29][30].…”

“…There are two sets of non-equivalent hydrogen bonds, whose length, however, is almost the same. In oxamide [22] and succinamide [24], the adjacent molecules form an eight-numbered ring around a centre of symmetry, whereas in adipamide [26], suberamide [28] and sebacamide [30], a chain structure is formed. Moreover, adjacent rings or chains aggregate into layers through both hydrogen bonds and dispersive interactions.…”

Molecular packing modes. Carboxylic acids

“…Indeed amide groups in the crystal structures of adipamide (Hospital & Housty, 1966) and of the fl-form of o-chlorobenzamide (Kato, Takaki & Sakurai, 1974) are arranged in a very similar pattern as shown in (12) This short O... O distance of 2.95 A would not be unusual; distances in the range 2.9-3.1 A have been observed in the crystal structures of fumaric acid (Brown, 1966;Bednowitz & Post, 1966), furane-c~,c6dicarboxylic acid (Martuscelli & Pedone, 1968), and maleic acid (James & Williams, 1974) The molecules are related by 21 axes (or glides) in all three arrangements.…”

Methyl 6-amino-6-oxohexanoate

“…For details on cocrystals of the title compound, see: Goswami et al (2010); Delori et al (2008); Bucar et al (2007); Childs & Hardcastle (2007); Duan et al (2005); Li et al (2001); Urbanczyk-Lipkowska & Gluzinski (1996). For other reports of adipic acid derivatives, see: Li & Goddard (2002); Seaton & Tremayne (2002); Hospital & Housty (1966). For uses of the title compound in heterocycle synthesis, see: Jungheim et al (2005); Fukumoto et al (2007).…”