Synthesis and crystal structure of two derivatives of benzodiazepines

Two benzodiazepine derivatives, C 23 H 22 N 2 O (I), 2-methyl-8-methoxy-2,4-diphenyl-2,3-dihydro-1H-1,5-benzodiazepine, and C 22 H 17 N 3 O 2 Br 2 (II), 2-methyl-7-nitro-2,4-bis(4′-bromophenyl)-2,3-dihydro-1H-1,5-benzodiazepine, were studied by single crystal X-ray diffraction method. Compound (I) c...

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Bibliographic Details
Published in:Journal of structural chemistry 2008-07, Vol.49 (4), p.775-779
Main Authors: Swamy, G. Y. S. K., Sridhar, B., Ravikumar, K., Reddy, K. S., Reddy, V. V. N.
Format: Article
Language:English
Subjects:
Atomic
Atomic/Molecular Structure and Spectra
Brief Communications
Chemistry
Chemistry and Materials Science
Inorganic Chemistry
Molecular
Optical and Plasma Physics
Physical Chemistry
Solid State Physics
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Summary:Two benzodiazepine derivatives, C 23 H 22 N 2 O (I), 2-methyl-8-methoxy-2,4-diphenyl-2,3-dihydro-1H-1,5-benzodiazepine, and C 22 H 17 N 3 O 2 Br 2 (II), 2-methyl-7-nitro-2,4-bis(4′-bromophenyl)-2,3-dihydro-1H-1,5-benzodiazepine, were studied by single crystal X-ray diffraction method. Compound (I) crystallizes in the monoclinic system, space group P 2 1 / c , a = 13.1703(17) Å, b = 11.1990(14) Å, c = 12.9093(16) Å, β = 107.831(2)°, V = 1812.6(3) Å 3 , Z = 4. Compound (II) crystallizes in the monoclinic system, space group P 2 1 / n , a = 11.7345(12) Å, b = 12.7477(13) Å, c = 13.5965(14) Å, β = 95.221(2)°, V = 2025.4(4) Å 3 , Z = 4. The molecules of (I) and (II) have T-shape form with the diazepine ring at the junction point. The seven membered central benzodiazepine ring in both structures adopt a twist-boat conformation. The crystal packing is stabilized by C-H…π (in I) and C-H…O (in II) interactions.
ISSN:0022-4766
1573-8779
DOI:10.1007/s10947-008-0112-6