CHED 444 |
| We describe isomeric benzylideneanilines as “bridge-flipped” isomers if they differ only in the orientation of the bridge connecting the aryl groups (Ar-CH=N-Ar' vs. Ar-N=CH-Ar'). The similarity in size between –CH= and =N- might allow bridge-flipped benzylideneanilines to be co-crystallized, producing new solid-state materials, if the individual isomers have the same molecular packing arrangement. Two features that might facilitate isostructuralism between bridge-flipped isomers are similar molecular conformations and similar intermolecular H-bonding motifs. We have determined the X-ray crystal structures of two benzylideneanilines in which these features might play a role in determining the molecular packing. One is the bridge-flipped isomer of a published structure in which the molecule is reported to be nearly planar; the other is the bridge-flipped isomer of a structure we had determined earlier in which intermolecular H-bonding occurs in the solid state. Here we describe the solid-state structural features that render both pairs of isomers non-isostructural. |
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Undergraduate Research Poster Session: Organic Chemistry
11:15 AM-1:15 PM, Monday, 14 March 2005 Convention Center -- Hall D, Poster
Division of Chemical Education |