Abstract:The title compound, C6H4ClNO2, forms centrosymmetric dimers via intermolecular hydrogen bonds between carboxylic groups. Weak Cl⋯Cl interactions further bridge these dimers, leading to infinite chains. In contrast, acid‐to‐pyridine hydrogen‐bonded catemer motifs are observed in both nicotinic acid and 2‐chloronicotinic acid. Only intramolecular halogen‐bonded S(5) loops exist in 2‐chloronicotinic acid.
“…The available experimental geometric parameters for similar compounds are also listed for comparison. [10,11] As mentioned above, the results for the most stable conformer and the structures upon dimerization have been tabulated. Intermolecular hydrogen bonds can be responsible for the geometry and the stability of a predominant conformation; the intermolecular O-H· · ·N hydrogen bond between the pyridine N atom-carboxylic acid OH group, and the formation of hydrogen bonding between a hydroxyl group O COH, cause the structure of the conformer C1 to be the most stable for 2-BrNA and 6-BrNA.…”
Section: Resultsmentioning
confidence: 99%
“…Since the experimental geometries of free 2/6-BrNA are not available, the spatial coordinate positions of 2/6-chloronicotinic acid, as obtained from an X-ray structural analysis, [10,11] were used as the initial coordinates for the theoretical calculations. The hybrid B3LYP method [12,13] based on Becke's three-parameter functional of DFT and 6-311G++(d,p) basis set level were chosen.…”
In this work, the Fourier transform infrared and Raman spectra of 2-bromonicotinic acid and 6-bromonicotinic acid (abbreviated as 2-BrNA and 6-BrNA, C 6 H 4 BrNO 2 ) have been recorded in the region 4000-400 and 3500-50 cm −1 . The optimum molecular geometry, normal mode wavenumbers, infrared intensities and Raman scattering activities, corresponding vibrational assignments and intermolecular hydrogen bonds were investigated with the help of B3LYP density functional theory (DFT) method using 6-311++G(d,p) basis set. Reliable vibrational assignments were made on the basis of total energy distribution (TED) calculated with scaled quantum mechanical (SQM) method. From the calculations, the molecules are predicted to exist predominantly as the C1 conformer.
“…The available experimental geometric parameters for similar compounds are also listed for comparison. [10,11] As mentioned above, the results for the most stable conformer and the structures upon dimerization have been tabulated. Intermolecular hydrogen bonds can be responsible for the geometry and the stability of a predominant conformation; the intermolecular O-H· · ·N hydrogen bond between the pyridine N atom-carboxylic acid OH group, and the formation of hydrogen bonding between a hydroxyl group O COH, cause the structure of the conformer C1 to be the most stable for 2-BrNA and 6-BrNA.…”
Section: Resultsmentioning
confidence: 99%
“…Since the experimental geometries of free 2/6-BrNA are not available, the spatial coordinate positions of 2/6-chloronicotinic acid, as obtained from an X-ray structural analysis, [10,11] were used as the initial coordinates for the theoretical calculations. The hybrid B3LYP method [12,13] based on Becke's three-parameter functional of DFT and 6-311G++(d,p) basis set level were chosen.…”
In this work, the Fourier transform infrared and Raman spectra of 2-bromonicotinic acid and 6-bromonicotinic acid (abbreviated as 2-BrNA and 6-BrNA, C 6 H 4 BrNO 2 ) have been recorded in the region 4000-400 and 3500-50 cm −1 . The optimum molecular geometry, normal mode wavenumbers, infrared intensities and Raman scattering activities, corresponding vibrational assignments and intermolecular hydrogen bonds were investigated with the help of B3LYP density functional theory (DFT) method using 6-311++G(d,p) basis set. Reliable vibrational assignments were made on the basis of total energy distribution (TED) calculated with scaled quantum mechanical (SQM) method. From the calculations, the molecules are predicted to exist predominantly as the C1 conformer.
Key indicators: single-crystal X-ray study; T = 293 K; mean (C-C) = 0.003 Å; R factor = 0.028; wR factor = 0.076; data-to-parameter ratio = 17.7.In the title compound, [Ni(C 6 H 3 ClNO 2 ) 2 (H 2 O) 4 ]Á4H 2 O, the Ni II ion is located on an inversion centre and is octahedrally coordinated by four O atoms from four water molecules in the equatorial plane and two O atoms of two 6-chloro-3-carboxylate ligands in axial positions. There are also four lattice water molecules present. The organic ligands are bound to the Ni II ion in a monodentate manner through a carboxylate O atom. There is one strong intramolecular O-HÁ Á ÁO hydrogen bond and six intermolecular O-HÁ Á ÁO and O-HÁ Á ÁN hydrogen-bonding interactions in the packing, resulting in a complex three-dimensional network structure.
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“…There is an one-dimensional water molecular chain constructed by hydrogen bond O1W-H1WA• • • O1W, which are linked by hydrogen bonds O1-H1• • • O1W and O1W-H1WB• • • N1 to generate a three-dimensional supramolecular structure. All the bond lengths are similar to their analogues [6][7][8][9][10].…”
Section: Commentmentioning
confidence: 56%
“…To date, some single-crystal stuctures of mono-or multihalogen-substituted nicotinic acids (although called pyridine-3-carboxylic acid) have been reported, including 6-fluoronicotinic acid [5], 2-chloro-pyridine-3-carboxylic acid [6], 2-chloro-6-(trifluoromethoxy)nicotinic acid and 6-chloro-2-(trifluoromethoxy)nicotinic acid [7], 6-chloronicotinic acid [8], 2-bromo-pyridine-3-carboxylic acid [9], and 5-bromonicotinic acid [10]. However, to the best of our knowledge, the single-crystal stucture of a mixed halogen-substituted nicotinic acid has not been reported.…”
AbstractC6H5BrFNO3, orthorhombic, P212121 (no. 19), a = 3.9894(4) Å, b = 13.6128(11) Å, c = 14.7495(12) Å, V = 801.00(12) Å3, Z = 4, Rgt(F) = 0.0213, wRref(F2) = 0.0465, T = 150(2) K.
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