Frovatriptan salts of aliphatic carb­oxy­lic acids

The inter­action of the anti­migraine pharmaceutical agent frovatriptan with acetic acid and succinic acid yields the salts (±)-6-carbamoyl-N-methyl-2,3,4,9-tetra­hydro-1H-carbazol-3-aminium acetate, C₁₄H₁₈N₃O⁺·C₂H₃O₂⁻, (I), (R)-(+)-6-carbamoyl-N-methyl-2,3,4,9-tetra­hydro-1H-carbazol-3-aminium 3-carb­oxy­propano­ate monohydrate, C₁₄H₁₈N₃O⁺·C₄H₅O₄⁻·H₂O, (II), and bis­[(R)-(+)-6-carbamoyl-N-methyl-2,3,4,9-tetra­hydro-1H-carbazol-3-aminium] succinate trihydrate, 2C₁₄H₁₈N₃O⁺·C₄H₄O₄²⁻·3H₂O, (III). The methyl­aza­niumyl substitutent is oriented differently in all three structures. Additionally, the amide group in (I) is in a different orientation. All the salts form three-dimensional hydrogen-bonded structures. In (I), the cations form head-to-head hydrogen-bonded amide–amide catemers through N—H...O inter­actions, while in (II) and (III) the cations form head-to-head amide–amide dimers. The cation catemers in (I) are extended into a three-dimensional network through further inter­actions with acetate anion acceptors. The presence of succinate anions and water mol­ecules in (II) and (III) primarily governs the three-dimensional network through water-bridged cation–anion associations via O—H...O and N—H...O hydrogen bonds. The structures reported here shed some light on the possible mode of noncovalent inter­actions in the aggregation and inter­action patterns of drug mol­ecule adducts.

Solvent-mediated pseudo-quadruple hydrogen-bond motifs in three lamotrigine-carb­oxy­lic acid complexes

The crystal structures of three solvent-mediated lamotrigine-aromatic carb­oxy­lic acid complexes exhibit similar hydrogen-bonding motifs and display isostructurality.

Zolmitriptan oxalate and zolmitriptan camphorsulfonate: the first structural study of salt complexes of the anti­migraine drug zolmitriptan

The crystal structures of the oxalate and camphor sulfonate salts of zolmitriptan exhibit two different configurations of the zolmitriptan mol­ecule, which in turn lead to different hydrogen-bonding inter­actions.

Tosyl­ate salts of the anti­cancer drug lapatinib

Two tosyl­ate salts of lapatinib, an anti­cancer drug, crystallize in centrosymmetric and noncentrosymmetric space groups. The crystal packing in both structures is influenced by a combination of N-H...O hydrogen bonds and C-H...O inter­actions