Premium
1:1 crystal complexes of 2′,6′‐dimethoxyflavone with trichloroacetic and chloroacetic acids. Correlation between p K a values and x‐ray hydrogen bond data
Author(s) -
Espinosa E.,
Molins E.,
Miravitlles C.,
Wallet J.C.
Publication year - 1999
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/(sici)1099-1395(199906)12:6<499::aid-poc161>3.0.co;2-0
Subject(s) - chemistry , hydrogen bond , chloroacetic acid , trichloroacetic acid , acetic acid , molecule , crystal structure , intermolecular force , crystallography , x ray , crystal (programming language) , medicinal chemistry , organic chemistry , physics , quantum mechanics , computer science , programming language
The structures of two solid inclusion compounds with the 2′,6′‐dimethoxyflavone host molecule ( 1 ) were investigated by single‐crystal x‐ray analysis. Both compounds, 1 ·trichloroacetic acid (1:1) and 1 ·chloroacetic acid (1:1) crystallize in non‐centrosymmetric groups Pna 2 1 and P 2 1 2 1 2 1 , respectively. The complexation involves an intermolecular hydrogen bond between the oxygen of the carbonyl group of the flavone and the acidic hydrogen of the substituted acetic acid. The results were used to improve a previous relationship between OO distances and p K a values. Copyright © 1999 John Wiley & Sons, Ltd.