Acta Cryst. (2013). C69, 307-312 [ doi:10.1107/S0108270113004551 ]
Abstract: (2R,4S)-2-(3-Methylthiophen-2-yl)-2,3,4,5-tetrahydro-1,4-epoxynaphtho[1,2-b]azepine, C19H17NOS, (I), crystallizes with a single enantiomer in each crystal, whereas its geometrical isomer (2RS,4SR)-2-(5-methylthiophen-2-yl)-2,3,4,5-tetrahydro-1,4-epoxy-naphtho[1,2-b]azepine, (II), and (2RS,4SR)-2-(5-bromothiophen-2-yl)-2,3,4,5-tetrahydro-1,4-epoxynaphtho[1,2-b]azepine, C18H14BrNOS, (III), both crystallize as racemic mixtures. A combination of one C-H
O hydrogen bond and two C-H![[pi]](/logos/entities/pi_rmgif.gif)
(arene) hydrogen bonds links the molecules of (I) into a three-dimensional framework; the molecules of (II) are linked into a C(4)C(4)[R22(7)] chain of rings by a combination of C-HN and C-HO hydrogen bonds; and in (III), where Z' = 2, a combination of four C-H(arene) hydrogen bonds and two C-H(thienyl) hydrogen bonds links the molecules into complex sheets. Comparisons are made with the assembly patterns in some aryl-substituted 1,4-epoxynaphtho[1,2-b]azepines.
Formula: C19H17NOS, C19H17NOS and C18H14BrNOS
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