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Structures of some fluorinated benzenes determined by ab initio computation
Author(s) -
Boggs James E.,
Pang Frank,
Pulay Péter
Publication year - 1982
Publication title -
journal of computational chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.907
H-Index - 188
eISSN - 1096-987X
pISSN - 0192-8651
DOI - 10.1002/jcc.540030309
Subject(s) - hexafluorobenzene , fluorobenzene , ring (chemistry) , bond length , chemistry , ab initio , computational chemistry , ab initio quantum chemistry methods , yield (engineering) , fluorine , basis set , substitution (logic) , crystallography , molecule , physics , density functional theory , thermodynamics , benzene , organic chemistry , computer science , crystal structure , programming language
The structures of fluorobenzene, 1,3‐difluorobenzene, 1,3,5‐trifluorobenzene, 1,2,3‐trifluorobenzene, pentafluorobenzene, and hexafluorobenzene have been determined by the ab initio gradient method with a 4‐21 basis set. Approximate corrections have been developed to yield r e and r 0 structures so that comparison can be made with the available experimental information. The CF bond distance decreases in a uniform manner with increasing fluorination of the ring, either on adjacent or on meta sites. The ring structure also shows systematic deformation, with a decrease of about 0.01 Å in the CC bond length adjacent to the point of substitution and an increase of about 2.5˚ in the ring angle at the substitution site in those cases where the requirement of ring closure permits.