Structures of 7-chloro-5-phenyl-1-[(<i>S</i>)-1-phenylethyl]-1,3-dihydro-2<i>H</i>-1,4-benzodiazepin-2-one and its 3-methyl derivative

Ružić‐Toroš, Ž.; Kojić‐Prodić, Biserka; Bresciani–Pahor, Nevenka; Nardin, Giorgio; Randaccio, Lucio

doi:10.1107/s0567740882010565

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1989

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NMR spectra and conformational analysis of substituted 1,3,4,5‐tetrahydro‐2H‐1,5‐benzodiazepin‐2‐one derivatives

Malik

Hassan

Rosenbaum

et al. 1989

Magnetic Reson in Chemistry

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An investigation of the molecular dynamics of substituted 1,3,4,5-tetrahydro-2H-l,Ibenzodiazepin-2-0ne derivatives revealed that these molecules adopt cycloheptadiene-like boat conformations. There is an equilibrium between the quasi-axial and the quasiequatorial conformer in which the quasi-axial conformer is predominant. The difference in their conformational energies is less than 1 kcal mol-'. The most important factor influencing the energy barrier between the conformers is the presence of a substituent other than hydrogen at N-1. Our findings disprove earlier reports by other workers.

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