RESUMO
The syntheses and crystal structures of four salts of amitriptynol (C20H25NO) with different carb-oxy-lic acids are described. The salts formed directly from solutions of amitriptyline (which first hydrolysed to amitriptynol) and the cor-responding acid in aceto-nitrile to form amitriptynolium [sys-tem-atic name: (3-{2-hy-droxy-tri-cy-clo[9.4.0.03,8]penta-deca-1(11),3,5,7,12,14-hexa-en-2-yl}pro-pyl)di-methyl-az-an-ium] 4-meth-oxy-benzoate monohydrate, C20H26NO+·C8H7O3 -·H2O, (I), ami-triptynolium 3,4-di-meth-oxy-benzoate trihydrate, C20H26NO+·C9H9O4 -·3H2O, (II), amitriptynolium 2-chloro-benzoate, C20H26NO+·C7H4ClO2 -, (III), and amitriptynolium thio-phene-2-carboxyl-ate monohydrate, C20H26NO+·C5H3O2S-·H2O, (IV). Compound (III) crystallizes with two cations, two anions and six water mol-ecules in the asymmetric unit. The different conformations of the amitriptynolium cations are determined by the torsion angles in the di-methyl-amino-propyl chains and the -CH2-CH2- bridge between the benzene rings in the tricyclic ring system, and are complicated by disorder of the bridging unit in II and III. The packing in all four salts is dominated by N-Hâ¯O and O-Hâ¯O hydrogen bonds. Hirshfeld surface analyses show that the amitriptynolium cations make similar inter-species contacts, despite the distinctly different packing in each salt.
RESUMO
Benzyl N'-[(E)-2-hydroxybenzylidene]hydrazinecarboxylate, C15H14N2O3 (I) and benzyl N'-[(E)-5-bromo-2-hydroxybenzylidene]hydrazinecarboxylate (II), C15H13BrN2O3, have been synthesized by the reaction of either 2-hy-droxy-benzaldehyde or 5-bromo-2-hy-droxy-benzaldehyde with benzyl carbazate, respectively. Both the compounds crystallize in the monoclinic crystal system with space groups Pn (Z' = 1, I) and P21/c (Z' = 2, II). Mol-ecular conformations in each structure are similar, and both structures feature strong intra-molecular O-Hâ¯N hydrogen bonds, which form S(6) ring motifs. There are also strong N-Hâ¯O and weak C-Hâ¯O hydrogen bonds in both structures, but their modes of packing within their respective crystals are markedly different. Some comparisons are made with the structures of a few related compounds.
