The effects of implicit water molecules and resonance interactions on the stability and NMR tensors of hallucinogenicharmine

Density functional theory (DFT) was used to investigate the effects of intra-molecular interactions and implicit water molecules on the relative stability and the NMR shielding tensors of hallucinogenic harmine in the monomeric and dimeric states. Results represented that the relative stability and the NMR shielding tensors are dependent on the resonance interactions and chemical environment. However, their values are obviously different in the considered states and the media. The energetic data demonstrated that dimeric and monomeric states of harmine in water medium are more stable than they are in the gaseous former. Based on NBO interpretation and NMR calculations, it can also be concluded that by increasing lone pair electrons contribution of nitrogen atoms in resonance interactions and aromaticity development in the monomeric – dimeric states, the values of NMR chemical shielding around them increase.

کلیدواژه ها:

Harmine ، NMR chemical shielding ، NBO interpretation ، Monomer ، Dimer