Structure of 5-chloro-2-(3-[(diethylamino)methyl]-5-methyl-4H-1,2,4- triazol-4-yl)benzophenone (I) and of its methylamino analogue (II).
(I) C21H23C1N4O, Mr = 382.9, monoclinic, C2/c, a = 8.914 (4), b = 15.553 (4), c = 28.808 (7) A, beta = 92.88 (3) degrees, V = 3988.9 A3, Z = 8, Dx = 1.275 g cm-3, lambda(Mo K alpha) = 0.71069 A, mu = 2.03 cm-1, F(000) = 1616, T = 294 K, R = 0.0547 for 795 observed reflections. (II) C18H17C1N4O, Mr = 340.8, triclinic, P1-, a = 7.381 (6), b = 8.345 (3), c = 14.955 (4) A, alpha = 89.72 (2), beta = 78.89 (4), gamma = 68.97 (4) degrees, V = 841.6 A3, Z = 2, Dx = 1.345 g cm-3, lambda(Mo K alpha) = 0.71069 A, mu = 2.32 cm-1, F(000) = 356, T = 293 K, R = 0.0412 for 2447 observed reflections. Both benzophenones can be formally derived from the triazolobenzodiazepine alprazolam by splitting of the C = N double bond of the seven-membered heterocyclic ring. In (I) the N(5)...C(6) distance is 4.94 (1) A and the seven-atom chain bears little resemblance to its seven-membered ring precursor. In (II), however, the corresponding N...C distance is only 3.494 (3) A and the seven-atom chain is more nearly ring shaped. Corresponding bond lengths and angles in the two structures are generally similar and agree well with accepted values.
Kemmish
H J
HJ
Department of Chemistry, University of Birmingham, England.
Hamor
T A
TA
D014151:Anti-Anxiety Agents / Q000032:analysis*; D001577:Benzophenones / Q000032:analysis*; D008968:Molecular Conformation; D014230:Triazoles / Q000032:analysis*; D014961:X-Ray Diffraction
D014151:Anti-Anxiety Agents; D001577:Benzophenones; D014230:Triazoles; C064536:5-chloro-2-(3-methyl-5-((methylamino)methyl)-4H-1,2,4-triazole-4-yl)benzophenone; C064326:5-chloro-2-(3-((diethylamino)methyl)-5-methyl-4H-1,2,4-triazol-4-yl)benzophenone