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Crystallographic studies of intra‐ and inter‐ molecular interactions. Part VI. Crystal and molecular structure of N , N ′‐dimethyl‐ N ′‐phenylsulphonylformamidine. Equalization of CN bond lengths in the amidine fragment as a result of substituent effects due to push–pull
Author(s) -
Anulewicz Romana,
Krygowski Tadeusz Marek,
Raczyńska Ewa D.,
Laurence Christian
Publication year - 1991
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610040602
Subject(s) - chemistry , amidine , substituent , delocalized electron , fragment (logic) , crystal (programming language) , crystal structure , bond length , crystallography , electron delocalization , stereochemistry , organic chemistry , computer science , programming language
The crystal and molecular structure of N , N ‐dimethyl‐ N ′‐phenylsulphonylformamidine is solved by direct methods and refined to R = 0.041 for 935 reflections, Equalization of CN bond lengths in the amidine fragment is discussed in terms of a push—pull effect operating between the N , N ‐dimethyl and SO 2 Ph groups. A significant role of the substituent at the functional carbon on the degree of π‐electron delocalization on the NCN fragment is interpreted by use of the HOSE model.