Structure of 6-hydroxy-1-methylquinolinium chloride hydrate studied by X-ray, DFT calculations, FTIR and NMR spectroscopes

被引：5

作者：

Barczynski, P. ^{[1
]}

Komasa, A. ^{[1
]}

Ratajczak-Sitarz, M. ^{[1
]}

Katrusiak, A. ^{[1
]}

Koput, J. ^{[1
]}

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

Szafran, M. ^{[1
]}

机构：

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

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2010年 / 984卷 / 1-3期

关键词：

6-Hydroxy-1-methylquinolinium chloride; X-ray diffraction; FTIR and NMR spectra; DFT calculations; Hydrogen bonds; HETEROAROMATIC HYDROXY-COMPOUNDS; VIBRATIONAL-SPECTRA; AB-INITIO; MOLECULAR-STRUCTURE; CHEMICAL-SHIFTS; SCALING FACTORS; PROTON; CONFORMATION; TAUTOMERISM; DIFFRACTION;

D O I：

10.1016/j.molstruc.2010.10.007

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 crystal structure of 6-hydroxy-1-methylquinolinium chloride hydrate (1), 6QBWHCl, is monoclinic, space group P2(1)/n and Z = 4. 1-Methyl-6-oxyquinolinium betaine, 6QB, is protonated and its OH group participates in a moderate hydrogen bond with water molecule (O(1)-H center dot center dot center dot O(W1)= 2.636(2) angstrom). The water molecule is further connected by a hydrogen bond to chloride ion (O(W1)-H(W2)center dot center dot center dot Cl(1)= 3.090(3) angstrom). Structures of five complexes (2-6) have been optimized by the B3LYP/6-311G(d, p) level of theory and the results have been compared with the X-ray data of 1. Linear correlations between the experimental H-1 and C-13 NMR chemical shifts (delta(exp)) of complexes 2-5 and the magnetic isotropic shielding constants (sigma(cal)) calculated by the GIAO/B3LYP/6-311G(d, p) approach, using the screening solvation model (COSMO), delta(exp) = a + b sigma(cal), are reported. The probable assignments of the anharmonic experimental solid state vibrational frequencies of anhydrous complex, 6QBHCl, based on the calculated B3LYP/6-311G(d, p) harmonic frequencies have been proposed. (C) 2010 Elsevier B.V. All rights reserved.

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页码：359 / 370

页数：12

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