Abstract
The geometry of dibenzoazepine analogues—typical multifunctional drugs—was investigated to find the geometrical parameters sensitive to the substitution of the central seven-membered ring. Exploration of the crystal structure database (CSD) shows that the geometrical parameter sensitive to the substitution of the carbon atom distance of the central ring not included in the aromatic rings to the plane through the carbon atoms common for the central ring and the aromatic side rings. Presence of the double bond in the central ring was reflected in its partial aromaticity expressed by the HOMED parameter. Some derivatives of 5H-dibenzo[b,f]azepine with flat conformation of the central ring are characterized by mobility of the electron density comparable to the mobility in the aromatic side rings. Influence of the surrounding on the investigated compounds was confirmed by comparison of the optimized molecules and the molecules in the crystal state where the packing forces can influence the molecular geometry.
Highlights
The subject of this work are the compounds presented in Scheme 1
The α angle could be used as the parameter which describes nonplanarity of the central ring of the investigated compounds, but analysis of Table 2 suggests that the best geometrical parameters illustrating nonplanarity of the central ring are the distances of N, C5, C10 and C11 to the plane formed by the carbon atoms common with the aromatic rings (Scheme 2c)
Aromatic character of the central rings of the investigated compounds is the delocalization matic character of the central rings of the investigated compounds is the delocalization of of the free electron pair on the nitrogen atom, the delocalization of the double bond and the the free electron pair on the nitrogen atom, the delocalization of the double bond and the participation of aromatic electrons coming from the side rings
Summary
The subject of this work are the compounds presented in Scheme 1. The conformation of the middle ring is closely related to the presence of a double bond and the presence of a nitrogen or carbon atom in the 5-position. This group of compounds is important because many derivatives are used as medicaments. It was important to investigate the effect of the substituents in the middle ring on the structure of the phenothiazines. We investigate similar tricyclic compounds, but the middle ring is seven-membered, which influences its antidepressant properties [2]. Creased the ability to induce down‐regulation of the adrenergic receptor He noted that the effects of the drug were significantly influenced by changes in the chain substi‐. Structure of the investigated compounds: 5H-dibenzo[b,f]azepine (a), 10,11Scheme
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
