crystal structures of four indole derivatives with a phenyl substituent at the 2-position and a carbonyl group at the 3-position: the c(6) n—h...o chain remains the same, but the weak reinforcing interactions are different

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ID: 244160
2016
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Abstract
We describe the crystal structures of four indole derivatives with a phenyl ring at the 2-position and different carbonyl-linked substituents at the 3-position, namely 1-(2-phenyl-1H-indol-3-yl)ethanone, C16H13NO, (I), 2-cyclohexyl-1-(2-phenyl-1H-indol-3-yl)ethanone, C22H23NO, (II), 3,3-dimethyl-1-(2-phenyl-1H-indol-3-yl)butan-1-one, C20H21NO, (III), and 3-benzoyl-2-phenyl-1H-indole, C21H15NO, (IV). In each case, the carbonyl-group O atom lies close to the indole-ring plane and points towards the benzene ring. The dihedral angles between the indole ring system and 2-phenyl ring for these structures are clustered in a narrow range around 65°. The dominant intermolecular interaction in each case is an N—H...O hydrogen bond, which generates a C(6) chain, although each structure possesses a different crystal symmetry. The C(6) chains are consolidated by different (C—H...O, C—H...π and π–π stacking) weak interactions, with little consistency between the structures.
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kerr2016actacrystal Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors ;Jamie R. Kerr;Laurent Trembleau;John M. D. Storey;James L. Wardell;William T. A. Harrison
Journal Disability and rehabilitation
Year 2016
DOI
10.1107/S2056989016002620
URL
http://scripts.iucr.org/cgi-bin/paper?S2056989016002620
Keywords
crystal structure indole

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