Anthracene Based Bulky Diol Hosts. Crystal Structures of a Free Host and of Inclusion Compounds with Dipolar Guests |
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Authors: | Ingeborg Csöregh Thomas Brehmer Silke I Nitsche Wilhelm Seichter Edwin Weber |
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Institution: | 1. Department of Structural Chemistry, Arrhenius Laboratory, Stockholm University, S-106 91, Stockholm, Sweden 2. Institut für Organische Chemie, Technische Universit?t Bergakademie Freiberg, Leipziger Str. 29, D-09596, Freiberg/Sachs., Germany
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Abstract: | X-ray crystal structures are reported of a free host compound 1, comprising two diphenylmethanol terminal groups attached to a central 9,10-ethynyl substituted anthracene unit, and of three inclusion compounds of a fluoren-9-ol substituted analogous host 2 with acetone, dimethyl sulphoxide (DMSO) and dimethylformamide (DMF) as guest, respectively. Despite the presence of two hydroxyl groups in 1, there is no O–H...O hydrogen bond between the molecules in the guest free crystal – only weaker C–H...O interactions and van der Waals' type connections. In the inclusion compounds of 2, H-bonded 1:2 host–guest associates are formed, where each of the host hydroxyl groups binds to a guest oxygen atom. The orientations of the host–guest connections in these complexes vary, being E for acetone and Z for both DMSO and DMF guests, relative to the host anthracene unit. The DMSO and DMF inclusion compounds of 2 proved to be isostructural. |
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