Solid-State Chemistry of Benzophenone Anils (x-Ray, Crystallography)
Matthews, John Harold
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https://hdl.handle.net/2142/70361
Description
Title
Solid-State Chemistry of Benzophenone Anils (x-Ray, Crystallography)
Author(s)
Matthews, John Harold
Issue Date
1987
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, Organic
Abstract
The crystal structures of some benzophenone anils were determined by X-ray diffraction. In five of the six structures the molecules adopted the trans configuration. The strong preference for this isomer in the solid state is in sharp contrast to the behavior in solution where previous workers found that both isomers are present in nearly equal amounts at equilibrium.
In all six crystals the molecules pack in chains that extend in the direction of the long molecular axis. In a trans structure the substituents are aligned in the direction of the chains. The predominance of the trans geometry may arise from a tendency for the substituents to line up along the chains.
Among the structure determinations were three polymorphic forms of p-nitrobenzophenone p-tolylimine. The transformations and structural differences of the three modifications are also discussed.
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