Open AccessSynthesis, Crystal Structure and Theoretical Investigations of (3-(2-Chlorophenyl)-5-Tosyl-1,3,3a,4,5,9b-Hexahydroisoxazolo[4,3-c]Quinolin-3a-yl)Methanamine
Author(s) -
Raj Kamaraj,
Ramesh Subramani,
P. Sugumar,
Savithiri Sambandam,
Bharanidharan Sarangapani
Publication year - 2021
Publication title -
biointerface research in applied chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.216
H-Index - 11
ISSN - 2069-5837
DOI - 10.33263/briac126.83948405
Subject(s) - basis set , tosyl , sulfonamide , tetrahedron , crystallography , supramolecular chemistry , chemistry , molecular orbital , hydrogen bond , crystal structure , molecular geometry , atomic orbital , crystal (programming language) , computational chemistry , molecule , stereochemistry , density functional theory , physics , organic chemistry , quantum mechanics , computer science , programming language , electron
In the title compound (3-(2-chlorophenyl)-5-tosyl-1,3,3a,4,5,9b-hexahydroisoxazolo[4,3-c]quinolin-3a-yl)methanamine (3-CPTHIQM), the Thorpe–Ingold effect causes the S atom's tetrahedral geometry to be deformed, with O-S-O and N-S-C angles diverging from ideal tetrahedral values. The crystal packing features C—H⋯O hydrogen-bond inter¬actions.The supramolecular interactions were confirmed and quantified using Hirshfeld surface analysis. Quantum chemical calculations of sulfonamide are calculated at DFT/B3LYP/6-311++G(d,p) basis set. The NLO properties were calculated at the same level of theory. Furthermore, frontier molecular orbitals (FMOs) and molecular electrostatic potential (MEP) surfaces were calculated and analyzed in detail. In a molecular docking study, the investigated sulfonamide compound is evaluated as a new potential cancer inhibitor.