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Two contact‐point chiral distinction: Model CHFClBr dimers
Author(s) -
Garten Sarit,
Biedermann P. Ulrich,
Agranat Israel,
Topiol Sid
Publication year - 2005
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20136
Subject(s) - chemistry , chirality (physics) , tetrahedron , computational chemistry , symmetry (geometry) , chemical physics , simple (philosophy) , molecule , monomer , chiral symmetry , crystallography , molecular physics , theoretical physics , quantum mechanics , physics , geometry , organic chemistry , philosophy , mathematics , epistemology , nambu–jona lasinio model , quark , polymer
Dimers of the simple chiral molecule CHFClBr have been studied using a variety of computational approaches, including HF, MP2, and DFT B3LYP and the 6‐31G*, 6‐31++G**, and 6‐311++G** basis sets. Both heterochiral and homochiral dimers were studied to allow analysis of the chiral distinction in these systems. The dimers were arranged in edge‐to‐edge orientations with assorted combinations of two contact‐points (“2:2 e ”) between the dimers. The monomers were constrained to tetrahedral symmetry. We demonstrate that chiral distinction does indeed occur in these two contact‐point models. While the stabilization energies are driven by the interactions of the nearest atoms (contacts) in the complexes, the degree of chiral distinction is driven by the profile of changing atoms, which, in the present systems, are often the distal atoms of the complexes. Moreover, the chiral distinction does not correlate with the stabilization energies. The terms contact‐points and interactions are defined. Chirality 17:S159–S170, 2005. © 2005 Wiley‐Liss, Inc.