Crystal structures of N1, N5-dibenzoyltetrahydro-4-methyl-1, 5-benzodiazepin-2-one (DBTBO) and tetrahydro-4-methyl-1, 5-benzodiazepin-2-one (TBO) by A. Nallini, K. Saraboji, M. N. Ponnuswamy, M. Venkatraj, and R. Jeyaraman

Crystal Research and Technology

Cryst. Res. Technol. 40, 622 (2005) - Abstract -

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

A. Nallini, K. Saraboji, M. N. Ponnuswamy, M. Venkatraj*, and R. Jeyaraman*

Department of Crystallography and Biophysics, University of Madras, Guindy Campus, Chennai-600 025, India
*Department of Chemistry, Bharathidasan University, Tiruchirappalli-620 024, India

Keywords	crystal structure; benzodiazepines; conformation; hydrogen bonding
PACS	61.66.Hq
DOI	10.1002/crat.200410393

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, C₁₀H₁₂N₂O (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)Å3 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)Å³ 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.

The full text of this paper in pdf-Format:

If you have come directly to this page, click this symbol

to go to the CRT homepage.