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Volumn 44, Issue 12, 2005, Pages 1766-1787

Molecular recognition in organic crystals: Directed intermolecular bonds or nonlocalized bonding?

Author keywords

Hydrogen bonds; Intermolecular bonding; Molecular recognition; Pixel calculations

Indexed keywords

CARRIER CONCENTRATION; MOLECULAR STRUCTURE; ORGANIC COMPOUNDS; POLARIZATION;

EID: 17044375934     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200460157     Document Type: Review
Times cited : (398)

References (90)
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    • note
    • On the other hand, in the 1:1 triphenylene:perfluorotriphenylene co-crystal, the hydrocarbon is slightly non-planar (H-H, 1.94-1.96 Å) and the perfluorocarbon with the larger F atoms (F⋯F, 2.37-2.38 Å) markedly non-planar.
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    • -1. These are the largest differences that appear between results of pixel calculations and more extensive quantum chemical calculations, and they all concern extreme cases (exactly overlapping rings, double contacts between H and electronegative atoms at close range). For less extreme situations, the performance of pixel is astonishingly good in comparison with much more expensive procedures. In any case, we still do not see compelling evidence for considering C-H⋯X interactions (X = N, O, F) as the prime definers of crystal structure. Taking into account the above uncertainties, our calculations show that the stabilization energy due to C-H⋯X interactions is typically less than that owing to stacking interactions or at most on a par with them, even with such 'extreme' molecules as benzoquinone and trifluorobenzene.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.