Journal Article10.1021/JA0493446
Two-Dimensional Crystallization: Self-Assembly, Pseudopolymorphism, and Symmetry-Independent Molecules
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TL;DR: The self-assembly of a series of 1,3-disubstituted benzenes has been scrutinized by scanning tunneling microscopy (STM) and computational modeling and the geometry and electrostatic properties of the isolated molecule and monolayer density were found to be critical in determining which packing motif was adopted.
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Abstract: The self-assembly of a series of 1,3-disubstituted benzenes has been scrutinized by scanning tunneling microscopy (STM) and computational modeling. Small changes in the functional groups (e.g., ester, thioester, ketone) resulted in dramatic changes in packing patterns. Remarkably, several of the molecules gave rise to monolayers with more than one molecule in the asymmetric unit and displayed multiple packing patterns. This constitutes the most complex behavior observed to date in this type of monolayer and illuminates several issues of importance in three-dimensional crystallization. Intermolecular interactions associated with the observation of multiple molecules in the asymmetric unit and stabilization of pseudopolymorphs were identified. The geometry and electrostatic properties of the isolated molecule and monolayer density were found to be critical in determining which packing motif was adopted.
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References
Two-dimensional supramolecular self-assembly probed by scanning tunneling microscopy
TL;DR: In this article, a review deals with recent progress in the study of two-dimensional supramolecular self-assembly on surfaces probed by scanning tunneling microscopy, with a special emphasis on structure, dynamics and reactivity of hydrogen bonded systems.
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A test of crystal structure prediction of small organic molecules
Jos P. M. Lommerse,W.D.S. Motherwell,Herman L. Ammon,Jack D. Dunitz,Angelo Gavezzotti,D. W. M. Hofmann,Frank J. J. Leusen,Wijnand T. M. Mooij,Sarah L. Price,B. Schweizer,Martin U. Schmidt,B.P. van Eijck,P. Verwer,D.E. Williams +13 more
TL;DR: A collaborative workshop was held in May 1999 at the Cambridge Crystallographic Data Centre to test how well currently available methods of crystal structure prediction perform when given only the atomic connectivity for an organic compound.
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Crystal structure prediction of small organic molecules: a second blind test
W.D.S. Motherwell,Herman L. Ammon,Jack D. Dunitz,A. Dzyabchenko,P. Erk,Angelo Gavezzotti,D. W. M. Hofmann,Frank J. J. Leusen,Jos P. M. Lommerse,W.T.M. Mooij,Sarah L. Price,Harold A. Scheraga,Bernd Schweizer,Martin U. Schmidt,B.P. van Eijck,P. Verwer,D.E. Williams +16 more
TL;DR: A measure of the success and failure of current methodologies is given, using the methodology wherein a molecular model is used to construct theoretical crystal structures in given space groups.
Should solid-state molecular packing have to obey the rules of crystallographic symmetry?
TL;DR: A survey of existing data and interpretations on structures with high Z′ values can be found in this paper, where the authors highlight some interesting case studies and make some suggestions about future directions.
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