The title compound (systematic name: 10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide), C15H14N2O, is shown to crystallize as an orthorhombic polymorph to complement the known monoclinic form. The molecular conformations of both forms are very similar, involving a bent conformation for the seven-membered azepine ring and an overall ;butterfly' shape. The molecules assemble into chains by way of N-H...O bonds and N-H...pi interactions in both crystal modifications. The two polymorphs appear to form due to different van der Waals interactions between the layer-like sheets of molecules.
The racemic title compound, C15H12Br2O, crystallizes in a non-centrosymmetric structure and displays a significant non-linear optical response to red light. The crystal packing is influenced by C-H...O and C-H...pi interactions. One of the former bonds has a short H...O separation of 2.27 angstroms.
Key indicatorsSingle-crystal X-ray study T = 120 K Mean (C-C) = 0.003 Å R factor = 0.036 wR factor = 0.083 Data-to-parameter ratio = 9.6For details of how these key indicators were automatically derived from the article, see
Key indicatorsSingle-crystal X-ray study T = 273 K Mean (C-C) = 0.002 Å R factor = 0.047 wR factor = 0.123 Data-to-parameter ratio = 18.2 For details of how these key indicators were automatically derived from the article, see
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