Crystal structures of N1, N5-dibenzoyltetrahydro-4-methyl-1, 5-benzodiazepin-2-one (DBTBO) and tetrahydro-4-methyl-1, 5-benzodiazepin-2-one (TBO)

Adducing structural analogies between the two fused systems, N1, N5-Dibenzoyltetrahydro-4-methyl-1,5-benzodiazepin-2-one, C₂₄H₂₀N₂O₃ (DBTBO CCDC 200341) and Tetrahydro-4-methyl-1,5-benzodiazepin-2-one, C₁₀H₁₂ N₂O (TBO CCDC 200342) helps to find the pharmacological differences from the view point of variant hetero atom substitutions in the hetero cycle. Both the diazepines crystallized in identical monoclinic space group P2₁/n with a = 14.1134(1) Å, b = 9.2444(1) Å, c = 16.3812(1) Å; β = 107.11(1)º, V = 2042.7(3) ų for DBTBO and a = 9.3363(7) Å, b = 10.4895(8) Å, c = 9.9852(7) Å, β = 91.314(1)º, V = 977.62(1) ų for TBO, respectively. The two structures were solved by direct methods and refined by full-matrix least-squares procedure to final R-values of R1 = 0.0575(DBTBO) and R1 = 0.0984(TBO). Structural differences include non-identical boat conformations of these seven-membered rings and the different non-bonding interactions in the benzodiazepine pair.