The crystal and molecular structure of serotonin picrate monohydrate

The crystal structure of a 2,2-diphenyl-1-picrylhydrazyl (DPPH) modification

“…The twist angle of plane VI is considerably smaller than the twist angle of VIII because the distance of VI from the central skeleton is already enlarged by the bending of the angle N(19)C(1)C(2). This effect is also present in serotonin picrate (Thewalt & Bugg, 1972).…”

Development of Conductive Organic Molecular Assemblies: Organic Metals, Superconductors, and Exotic Functional Materials

“…Figure 84 shows the crystal structure of serotonin Á picrate Á H 2 O by Thewald and Bugg. 673 The crystal structures of tryptamine Á picrate and tryptophan Á picrate Á methanol were reported by Gartland et al, 674 and the polarized reflection spectra of the picrate salts of tryptophan, serotonin, nicotinamide, and tryptamine were studied by Tanaka. (Table 21).…”

“…670 (1) An electron donor (=proton acceptor) D and an electron acceptor (proton donor) AH form a complex by the PT interaction, DH þ ÁÁÁA À , and in addition some part of the DH þ moiety shows CT interaction with the neighboring A À part. This kind of CPT complex was obtained for N,N,N 0 ,N 0 -tetramethylbenzidine, 662 3,3 0 -dimethylbenzidine, 662 tryptophan, 663,670,674 serotonin, 670,673 etc. In the case of benzidine (H 2 N-0-0-NH 2 ) derivatives, the donor ability of DH þ (H 2 N-0-0-NH 3 þ ) is considerably reduced compared with that of free benzidine.…”

Dimethylammonium picrate: geometry and interactions of the picrate ion

“…It is a strong electron acceptor and can also form specific hydrogen bonds. A series of structures including seratonin picrate (Thewalt & Bugg, 1972) and tryptophan picrate (Gartland, Freeman & Bugg, 1974) have been studied to examine the n-acceptor properties of the picrate ion. Structures of salts with small cations like ammonium picrate and potassium picrate (Maartman-Moe, 1969) showed for the first time the effect of the substituent groups on the geometry of the aromatic ring.…”