Interactions of squaric acid with DABCO mono-betaine: Structural, spectroscopic and calculation studies

被引：15

作者：

Barczynski, P. ^{[1
]}

Dega-Szafran, Z. ^{[1
]}

Katrusiak, A. ^{[1
]}

Szafran, M. ^{[1
]}

机构：

[1] Adam Mickiewicz Univ, Fac Chem, PL-60780 Poznan, Poland

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2012年 / 1013卷

关键词：

1,4-Diazabicyclo[2.2.2]octane; Squaric acid; Hydrogen bonds; X-ray diffraction; FTIR and NMR spectroscopies; DFT calculations; CENTER-DOT-O; X-RAY-DIFFRACTION; DENSITY-FUNCTIONAL THERMOCHEMISTRY; N HYDROGEN-BONDS; DFT CALCULATIONS; AMINO-ACIDS; COMPLEXES; ANIONS; IONIZATION; MOTIFS;

D O I：

10.1016/j.molstruc.2011.12.041

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The 1:1 complex of squaric acid (3,4-dihydroxy-3-cyclobutene-1,2-dion) with DABCO mono-betaine (1-carboxymethyl-1,4-diazabicyclo[2.2.2]octane inner salt), 1, has been characterized by single-crystal X-ray analysis, FTIR and NMR spectroscopies and by DFT calculations. The crystal of 1 is triclinic, space group P (1) over bar. Short COOH center dot center dot center dot O and N-H center dot center dot center dot O hydrogen bonds of 2.445(2) and 2.582(2) angstrom. respectively, link the diprotonated DABCO mono-betaine dications and squarate dianions into chain. The structure is additionally stabilized by the N+center dot center dot center dot O electrostatic interactions and weak C-H center dot center dot center dot O hydrogen bonds. The FTIR spectrum shows two broad absorptions in the 3000-2000 cm(-1) region assigned to the nu N-H center dot center dot center dot O vibration and in the 1900-500 cm(-1) region attributed to the nu(OHO) and gamma(OHO) vibrations of the short hydrogen bonds. (C) 2012 Elsevier B.V. All rights reserved.

引用

页码：95 / 101

页数：7

共 69 条

[11] Unusual 2:3:2 complex of DABCO mono-betaine with HCl and H2O studied by X-ray diffraction, DFT calculations and spectroscopic methods [J].