Molecular Cocrystals of Carboxylic Acids. XIX. The Crystal Structures of Two Adducts of 3-Aminobenzoic Acid With 3,5-Dinitrobenzoic Acid: the 1:1 and the 2:2 Hydrate Cocrystals

1994 ◽  
Vol 47 (9) ◽  
pp. 1789 ◽  
Author(s):  
DE Lynch ◽  
G Smith ◽  
KA Byriel ◽  
CHL Kennard
Keyword(s):  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Amine Group ◽  
Aromatic Acids ◽  
Aminobenzoic Acid ◽  
X Ray Diffraction ◽  
Aromatic Carboxylic Acid ◽  
X Ray ◽  
Lattice Water ◽  
Hydrate Complex

Two cocrystalline molecular adducts of 3-aminobenzoic acid (3-aba) with the aromatic carboxylic acid 3,5-dinitrobenzoic acid (dnba), [(3-aba)(dnba)](1) and [(3-aba)2(dnba)2(H2O)] (2), have been prepared and their hydrogen-bonding associations determined by means of single-crystal X-ray diffraction. Complex (1) is similar to known 1:1 complexes of 4-aminobenzoic acid with other aromatic acids, with protonation of the amine group and carboxylic acid-carboxylate hydrogen-bonding associations. However, the 2:2 hydrate complex (2) has only one hetero-pair involved in proton transfer, the other remaining neutral. With both compounds there is an extensive hydrogen-bonding network involving all substituent functional groups as well as the lattice water in compound (2).

Molecular Cocrystals of Carboxylic Acids. XXV The Utility of Urea in Structure Making with Carboxylic Acids and the Crystal Structures of a Set of Six Adducts with Aromatic Acids

1997 ◽  
Vol 50 (7) ◽  
pp. 727 ◽  
Author(s):  
Graham Smith ◽  
Katherine E. Baldry ◽  
Karl A. Byriel ◽  
Colin H. L. Kennard
Keyword(s):  
Hydrogen Bonding ◽  
Infrared Spectroscopy ◽  
Dicarboxylic Acid ◽  
Carboxylic Acids ◽  
Phthalic Acid ◽  
Aromatic Acids ◽  
Aminobenzoic Acid ◽  
X Ray Diffraction ◽  
X Ray ◽  
Polymeric Structures

Molecular adducts of urea with six aromatic carboxylic acids have been prepared and characterized by using X-ray diffraction methods and infrared spectroscopy. These compounds are with 5-nitrosalicylic acid [(C7H5NO5)2(CH4N2O)] (1), 3,5-dinitrosalicylic acid [(C7H4N2O7)(CH4N2O)] (2), 4-aminobenzoic acid [(C7H7NO2)2(CH4N2O)] (3), o-phthalic acid [(C8H6O4)(CH4N2O)] (4), pyrazine-2,3-dicarboxylic acid [(C4H4N2O4)(CH4N2O)] (5) and pyridine-2,6-dicarboxylic acid [(C7H5NO4)(CH4N2O)2] (6). In the majority of the adducts, all six potential interactive sites on the urea molecules are utilized in hydrogen bonding, giving polymeric structures.

Molecular Cocrystals of Carboxylic Acids. XXVI Adducts of the Amino-Substituted Benzoic Acids with Nitroaromatic Lewis Bases: the Influence of Associative Polyfunctional Substituents on Self-Assembly of Molecules in Cocrystallization Processes

1997 ◽  
Vol 50 (10) ◽  
pp. 977 ◽  
Author(s):  
Daniel E. Lynch ◽  
Graham Smith ◽  
Karl A. Byriel ◽  
Colin H. L. Kennard
Keyword(s):  
Hydrogen Bonding ◽  
Infrared Spectroscopy ◽  
Self Assembly ◽  
Benzoic Acids ◽  
Aminobenzoic Acid ◽  
X Ray Diffraction ◽  
X Ray ◽  
Lewis Bases ◽  
Aminobenzoic Acids ◽  
Substituted Benzoic Acids

A series of molecular adducts of the isomeric aminobenzoic acids with the nitro-substituted Lewis bases 2-chloro-5-nitropyridine, 5-nitroquinoline and 5-nitroisoquinoline has been prepared and characterized by using infrared spectroscopy and X-ray powder diffraction, and in four cases by single-crystal X-ray diffraction methods. These four compounds are the adducts of 3-aminobenzoic acid with 5-nitroquinoline [(C7H7NO2)(C9H6N2O2)], 4-aminobenzoic acid with 5-nitroquinoline [(C7H7NO2)2(C9H6N2O2)], 2-aminobenzoic acid with 5-nitroisoquinoline [(C7H7NO2)(C9H6N2O2)] and 4-aminobenzoic acid with 5-nitroisoquinoline [(C7H7N2O2)(C9H6N2O2)]. Other compounds described are the (1 : 1) adducts of 4-aminobenzoic acid with 2-chloro-5-nitropyridine, and 2-aminobenzoic acid with 5-nitroquinoline. All adducts involve hydrogen-bonding network associations while in none of the examples is any proton transfer involved.

The Crystal and Molecular Structure of the 1:1 Adduct Hydrate of Pyrazine-2,3-dicarboxylic Acid with 1,1-Diethylurea

2000 ◽  
Vol 53 (12) ◽  
pp. 999 ◽  
Author(s):  
Graham Smith ◽  
Colin H. L. Kennard
Keyword(s):  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Dicarboxylic Acid ◽  
Lattice Water Molecule ◽  
Crystal And Molecular Structure ◽  
Acid Group ◽  
X Ray Diffraction ◽  
Carboxylic Acid Group ◽  
X Ray ◽  
Bonding Interaction

The adduct hydrate of 1,1-diethylurea with pyrazine-2,3-dicarboxylic acid, [(C6H4N2O4)(C5H12N2O)].H2O has been prepared and characterized using low-temperature single-crystal X-ray diffraction methods. A primary asymmetric cyclic hydrogen-bonding interaction, similar to those found in other adducts of 1,1-diethylurea with the nitro-substituted aromatic acids, was found between the amide group of the substituted urea and one carboxylic acid group of the acid. Further peripheral hydrogen-bonding associations involving both the f irst and the second carboxylic acid groups, urea and the lattice water molecule result in a ribbon polymer structure.

Inhibitors of the geotropic response in plants. The crystal structures of 2-[(Naphthalen-2-yl)carbamoyl]benzoic acid (β-Naptalam), 2-(Phenylcarbamoyl)-benzoic acid and 2-(5-Phenyl-1,3,4-oxadiazol-2-yl)benzoic acid

1983 ◽  
Vol 36 (12) ◽  
pp. 2455 ◽  
Author(s):  
G Smith ◽  
CHL Kennard ◽  
GF Katekar
Keyword(s):  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Benzoic Acid ◽  
Crystal Structures ◽  
Carboxylic Acids ◽  
Intermolecular Hydrogen Bonding ◽  
X Ray Diffraction ◽  
X Ray ◽  
Carboxylic Acid Groups ◽  
Phthalamic Acid

The crystal structures of three geotropically active phthalamic acid derivatives have been determined by means of X-ray diffraction and the structural systematics for the series compared. The three acids are conformationally similar and, in contrast to the tendency among carboxylic acids to form hydrogen-bonded dimers, they exist as monomers with intermolecular hydrogen bonding between the carboxylic acid groups and the nitrogen or oxygen of the amide side chains.

scholarly journals Supramolecular frameworks based on [60]fullerene hexakisadducts

2017 ◽  
Vol 13 ◽  
pp. 1-9 ◽  
Author(s):  
Andreas Kraft ◽  
Johannes Stangl ◽  
Ana-Maria Krause ◽  
Klaus Müller-Buschbaum ◽  
Florian Beuerle
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Carboxylic Acid ◽  
Structural Integrity ◽  
Structure Stability ◽  
Side Chains ◽  
X Ray Diffraction ◽  
X Ray

[60]Fullerene hexakisadducts possessing 12 carboxylic acid side chains form crystalline hydrogen-bonding frameworks in the solid state. Depending on the length of the linker between the reactive sites and the malonate units, the distance of the [60]fullerene nodes and thereby the spacing of the frameworks can be controlled and for the most elongated derivative, continuous channels are obtained within the structure. Stability, structural integrity and porosity of the material were investigated by powder X-ray diffraction, thermogravimetry and sorption measurements.

Variable-Temperature Powder X-ray Diffraction of Aromatic Carboxylic Acid and Carboxamide Cocrystals

2007 ◽  
Vol 2 (4) ◽  
pp. 505-513 ◽  
Author(s):  
L. Sreenivas Reddy ◽  
Prashant M. Bhatt ◽  
Rahul Banerjee ◽  
Ashwini Nangia ◽  
Gert J. Kruger
Keyword(s):  
Carboxylic Acid ◽  
Variable Temperature ◽  
X Ray Diffraction ◽  
Aromatic Carboxylic Acid ◽  
X Ray

Effect of Different Aromatic Carboxylic Acid Ligands on the Catalytic Activities of Metal-Organic Frameworks

2013 ◽  
Vol 634-638 ◽  
pp. 513-517 ◽  
Author(s):  
Li Ping Wang ◽  
Gong Ying Wang ◽  
Fan Wang ◽  
Pin Hua Wang
Keyword(s):  
Carboxylic Acid ◽  
Average Molecular Weight ◽  
Metal Organic Frameworks ◽  
Diphenyl Carbonate ◽  
X Ray Diffraction ◽  
Aromatic Carboxylic Acid ◽  
X Ray ◽  
Catalytic Activities ◽  
Polycondensation Process ◽  
Metal Organic

Metal-organic frameworks based on Zn2+ and different aromatic carboxylic acid ligands were prepared and characterized by X-ray diffraction (XRD) and Fourier transform infrared (FTIR) spectroscopy. They were then used as the catalysts for the transesterification between diphenyl carbonate (DPC) and 1, 4-butyldiol (1, 4-BD) to polycarbonate diol (PCDL). Their catalytic activities in the transesterification process were evaluated by the yield of phenol, and their catalytic activities in the polycondensation process were determined by the number-average molecular weight (Mn) and the hydroxyl value.

scholarly journals A trigonal coordination of Au(I) phosphane complexes stabilized by O–H⋯X (X = Cl–, Br–, I–) interactions

2021 ◽  
Author(s):  
Petra Gründlinger ◽  
Cezarina Cela Mardare ◽  
Thorsten Wagner ◽  
Uwe Monkowius
Keyword(s):  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Hydrogen Bonds ◽  
Intramolecular Hydrogen Bonding ◽  
Molecular Structures ◽  
X Ray Diffraction ◽  
X Ray ◽  
Standard Linear ◽  
Intramolecular Hydrogen ◽  
Linear Coordination

AbstractIn this work, we show that intramolecular hydrogen bonding can be used to stabilize tri-coordinated phosphane-gold(I) complexes. Two molecular structures of 2-(diphenylphosphino)benzoic acid (L) coordinated to a gold(I) atom were determined by single-crystal X-ray diffraction. The linear L–Au–Br shows a standard linear coordination and dimerizes via hydrogen bonds of the carboxylic acid. Upon addition of two additional phosphane ligands the complex [L3Au]X is formed which is stabilized by three intramolecular –C(O)O–H…X hydrogen bonds as proven by the X-ray structure of the respective chlorido-complex. X-ray powder diffractograms suggest the same structure also for X– = Br– and I–. Graphic abstract

scholarly journals Molecular co-crystals of 2-aminothiazole derivatives

1999 ◽  
Vol 55 (5) ◽  
pp. 758-766 ◽  
Author(s):  
Daniel E. Lynch ◽  
Laura J. Nicholls ◽  
Graham Smith ◽  
Karl A. Byriel ◽  
Colin H. L. Kennard
Keyword(s):  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Ir Spectroscopy ◽  
Proton Transfer ◽  
Powder Diffraction ◽  
X Ray Diffraction ◽  
X Ray ◽  
Carboxylate Oxygen ◽  
Carboxylate Groups ◽  
Graph Set

A series of molecular adducts of 2-aminothiazole derivatives – 2-aminothiazole, 2-amino-2-thiazoline and 2-aminobenzothiazole with the carboxylic-acid-substituted heterocyclics indole-2-carboxylic acid, N-methylpyrrole-2-carboxylic acid and thiophene-2-carboxylic acid – have been prepared and characterized using X-ray powder diffraction and in five cases by single-crystal X-ray diffraction methods. These five compounds are the adducts of 2-amino-2-thiazolium with indole-2-carboxylate [(C3H7N2S)+(C9H6NO2)−], and N-methylpyrrole-2-carboxylate [(C3H7N2S)+-(C6H6NO2)−], 2-aminobenzothiazolium with indole-2-carboxylate [(C7H7N2S)+(C9H6NO2)−], N-methylpyrrole-2-carboxylate [(C7H7N2S)+(C6H6NO2)−] and thiophene-2-carboxylate [(C7H7N2S)+(C5H3O2S)−]. All complexes involve proton transfer, as indicated by IR spectroscopy, while the five crystal structures display similar hydrogen-bonding patterns with the dominant interaction being an R^2_2(8) graph set dimer association between carboxylate groups and the amine/heterocyclic nitrogen sites. Futhermore, in each case a subsiduary interaction between an amino proton and a carboxylate oxygen completes a linear hydrogen-bonded chain. In addition to this, the indole-2-carboxylate molecules in the adduct structure with 2-amino-2-thiazolium form associated dimers which add to the hydrogen-bonding network.

Molecular Cocrystals of Carboxylic Acids.II. The Crystal Structure of the 1 : 2 Adduct of Phenoxyacetic Acid With 3,5-Dinitrobenzoic Acid

1991 ◽  
Vol 44 (7) ◽  
pp. 1017 ◽  
Author(s):  
DE Lynch ◽  
G Smith ◽  
KA Byriel ◽  
CHL Kennard
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Water Molecules ◽  
Phenoxyacetic Acid ◽  
X Ray Diffraction ◽  
Triclinic Space Group ◽  
X Ray ◽  
Molecular Adduct ◽  
A Cell

The 1 : 2 molecular adduct between phenoxyacetic acid and 3,5-dinitrobenzoic acid, with formula [(C6H5OCH2COOH)2{3,5-(NO2)2C6H3COOH}4(H2O)2], has been prepared and its structure determined by X-ray diffraction. Crystals are triclinic, space group Pī with two complex units in a cell with dimensions a 7.202(2), b 18.519(5), c 20.924(6)Ǻ, α 66.33(3),β 86.04(2),γ 89.32(2)°. The molecular repeating unit comprises two phenoxyacetic acid molecules [forming hydrogen-bonded cyclic dimers (O̷O, 2.71, 2.74 Ǻ)], four 3,5- dinitrobenzoic acid molecules [giving two unusual one-bond hydrogen bonds (O…O, 2.59, 2.64Ǻ)] and two water molecules. The waters are intimately involved in a hydrogen-bonding network with carboxylic acid oxygens.

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