The utility of 4-aminobenzoic acid in promotion of hydrogen bonding in crystallization processes: the structures of the cocrystals with halo and nitro subsituted aromatic compounds, and the crystal structures of the adducts with 4-nitroaniline (1:1), 4-(4-nitrobenzyl)pyridine (1:2), and (4-nitrophenyl)acetic acid (1:1)

1997 ◽  
Vol 27 (5) ◽  
pp. 307-317 ◽  
Author(s):  
Graham Smith ◽  
Daniel E. Lynch ◽  
Karl A. Byriel ◽  
Colin H. L. Kennard
Keyword(s):  
Hydrogen Bonding ◽  
Acetic Acid ◽  
Crystal Structures ◽  
Aromatic Compounds ◽  
Aminobenzoic Acid

Molecular Cocrystals of Carboxylic-Acids. V. The Crystal-Structures of (2-Carboxy-phenoxy)acetic Acid and Its 1 : 1 Adduct With 4-Aminobenzoic Acid

1991 ◽  
Vol 44 (10) ◽  
pp. 1459 ◽  
Author(s):  
KA Byriel ◽  
DE Lynch ◽  
G Smith ◽  
CHL Kennard
Keyword(s):  
Hydrogen Bonding ◽  
Acetic Acid ◽  
Crystal Structures ◽  
Side Chain ◽  
Aminobenzoic Acid ◽  
X Ray Diffraction ◽  
Bonding System ◽  
Hydrogen Bonding System ◽  
Ether Oxygen ◽  
Intramolecular Hydrogen

The crystal structures of (2-carboxyphenoxy)acetic acid (cpaa) (1) and its 1 : 1 adduct [( cpaa )(4-aba)] (2) with 4-aminobenzoic acid have been determined by X-ray diffraction and refined to residuals R 0.077, (1), and 0.051, (2), for 783 and 1062 observed reflections, respectively. The dicarboxylic acid (1) is extended into a one-dimensional zig-zag polymer by hydrogen bonding through the two acid groups [O…O, 2.67(1)Ǻ]. The adduct (2) represents the first example of a phenoxyalkanoic involved in a hetero-dimer association through the conventional cyclic hydrogen-bonding system [O…O, 2.54, 2.68(1)Ǻ]. The 2-carboxy group is also weakly hydrogen bonded to the 4-amino group of (4-aba) [O…N, 2.99(1)Ǻ], and in both (1) and (2) it has an intramolecular hydrogen bond to the ether oxygen of the oxyacetic acid side chain.

scholarly journals Polymorphism of 2-(5-benzyl-6-oxo-3-phenyl-1,6-dihydropyridazin-1-yl)acetic acid with two monoclinic modifications: crystal structures and Hirshfeld surface analyses

2020 ◽  
Vol 76 (3) ◽  
pp. 432-437
Author(s):  
Said Daoui ◽  
Cemile Baydere ◽  
Tarik Chelfi ◽  
Fouad El Kalai ◽  
Necmi Dege ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Acetic Acid ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Hirshfeld Surface ◽  
Two Dimensional ◽  
Asymmetric Unit ◽  
Monoclinic System ◽  
Compound C ◽  
Ring Motif

Two polymorphs of the title compound, C19H16N2O3, were obtained from ethanolic (polymorph I) and methanolic solutions (polymorph II), respectively. Both polymorphs crystallize in the monoclinic system with four formula units per cell and a complete molecule in the asymmetric unit. The main difference between the molecules of (I) and (II) is the reversed position of the hydroxy group of the carboxylic function. All other conformational features are found to be similar in the two molecules. The different orientation of the OH group results in different hydrogen-bonding schemes in the crystal structures of (I) and (II). Whereas in (I) intermolecular O—H...O hydrogen bonds with the pyridazinone carbonyl O atom as acceptor generate chains with a C(7) motif extending parallel to the b-axis direction, in the crystal of (II) pairs of inversion-related O—H...O hydrogen bonds with an R 2 2(8) ring motif between two carboxylic functions are found. The intermolecular interactions in both crystal structures were analysed using Hirshfeld surface analysis and two-dimensional fingerprint plots.

scholarly journals Crystal structures of two erbium(III) complexes with 4-aminobenzoic acid and 4-chloro-3-nitrobenzoic acid

2015 ◽  
Vol 71 (12) ◽  
pp. 1457-1461 ◽  
Author(s):  
Graham Smith ◽  
Daniel E. Lynch
Keyword(s):  
Hydrogen Bonding ◽  
Bond Length ◽  
Dimethyl Sulfoxide ◽  
Crystal Structures ◽  
Water Molecules ◽  
Aminobenzoic Acid ◽  
Coordination Polyhedra ◽  
Nitrobenzoic Acid ◽  
The Third ◽  
Length Range

The crystal structures of two erbium(III) complexes with 4-aminobenzoic acid (4-ABAH), namely bis(μ2-4-aminobenzoato-κ2O:O′)bis[bis(4-aminobenzoato-κ2O,O′)diaquaerbium(III)] dihydrate, [Er2(C7H6NO2)6(H2O)4]·2H2O, (I), and 4-chloro-3-nitrobenzoic acid (CLNBAH), namely poly[hexakis(μ2-4-chloro-3-nitrobenzoato-κ2O:O′)bis(dimethyl sulfoxide-κO)dierbium(III)], [Er2(C7H3ClNO4)6(C2H6OS)2]n, (II), have been determined. In the structure of solvatomorphic compound (I), the symmetry-related irregular ErO8coordination polyhedra in the discrete centrosymmetric dinuclear complex comprise two monodentate water molecules and six carboxylate O-atom donors, four from two bidentate carboxylateO,O′-chelate groups and two from the bis-monodentateO:O′-bridging group of the third 4-ABA anion. The Er—O bond-length range is 2.232 (3)–2.478 (3) Å and the Er...Er separation in the dinuclear complex unit is 4.7527 (4) Å. One of the coordinating water molecules is involved in an intra-unit O—H...O hydrogen-bonding association with an inversion-related carboxylate O-atom acceptor. In contrast, the anhydrous compound (II) is polymeric, based on centrosymmetric dinuclear repeat units comprising ErO7coordination polyhedra which involve four O-atom donors from two bidentateO:O′-bridging carboxylate groups, one O-atom donor from the monodentate dimethyl sulfoxide ligand and two O-atom donors from the third bridging CLNBA anion. The latter provides the inter-unit link in the one-dimensional coordination polymer extending along [100]. The Er—O bond-length range in (II) is 2.239 (6)–2.348 (6) Å and the Er...Er separation within the dinuclear unit is 4.4620 (6) Å. In the crystal of (I), extensive inter-dimer O—H...O and N—H...O hydrogen-bonding interactions involving both the coordinating water molecules and the solvent water molecules, as well as the amine groups of the 4-ABA anions, give an overall three-dimensional network structure. Within this structure are also weak π–π ring interactions between two of the coordinating ligands [ring-centroid separations = 3.676 (3) and 3.711 (2) Å]. With (II), only weak intra-polymer C—H...O, C—H...Cl and C—H...S interactions are present.

scholarly journals Synthesis and crystal structures of three Schiff bases derived from 3-formylacetylacetone and o-, m- and p-aminobenzoic acid

2022 ◽  
Vol 78 (1) ◽  
Author(s):  
Jan Henrik Halz ◽  
Andreas Hentsch ◽  
Christoph Wagner ◽  
Kurt Merzweiler
Keyword(s):  
Hydrogen Bonding ◽  
Nitrogen Atom ◽  
Crystal Structures ◽  
Schiff Bases ◽  
Molecular Fragment ◽  
Supramolecular Structures ◽  
Hydrogen Bridge ◽  
Aminobenzoic Acid ◽  
Aminobenzoic Acids ◽  
Hydrogen Bonding Networks

Treatment of 3-formylacetylacetone with the isomeric o-, m- and p-aminobenzoic acids led to the formation of the corresponding Schiff bases, namely, 3-[(2-carboxyphenylamino)methylidene]pentane-2,4-dione, 1, 3-[(3-carboxyphenylamino)methylidene]pentane-2,4-dione, 2, and 3-[(4-carboxyphenylamino)methylidene]pentane-2,4-dione, 3, all C13H13NO4, that contain a planar amino-methylene-pentane-2,4-dione core with a strong intramolecular N—H...O hydrogen bridge. The carboxyphenyl groups attached to the nitrogen atom are almost coplanar to the central molecular fragment. Depending on the position of the carboxyl unit, different supramolecular structures with hydrogen-bonding networks are formed in the three title structures.

Molecular Cocrystals of Carboxylic Acids. XIV. The Crystal Structures of the Adducts of Pyrazine-2,3-dicarboxylic Acid With 4-Aminobenzoic Acid, 3-Hydroxypyridine and 3-Amino-1,2,4-triazole

1994 ◽  
Vol 47 (2) ◽  
pp. 309 ◽  
Author(s):  
DE Lynch ◽  
G Smith ◽  
KA Byriel ◽  
CHL Kennard ◽  
AK Whittaker
Keyword(s):  
Hydrogen Bonding ◽  
Dicarboxylic Acid ◽  
Crystal Structures ◽  
Molecular Hydrogen ◽  
Triphenylphosphine Oxide ◽  
Spectroscopic Methods ◽  
Aminobenzoic Acid ◽  
X Ray Diffraction ◽  
X Ray ◽  
Hydrogen Bonding Interactions

The 1:1 molecular adducts of pyrazine-2,3-dicarboxylic acid with 4-aminobenzoic acid, [(C6H3N2O4)-(C7H8NO2)+], 3-hydroxypyridine, [(C6H4N2O4) (C5H5NO)], and 3-amino-1,2,4-triazole, [(C6H3N2O4)-(C2H5N4)+] have been prepared, and their structures determined by X-ray diffraction methods. All structures involve intra- and inter-molecular hydrogen-bonding interactions. The 1:2 complex of pyrazine-2,3-dicarboxylic acid with triphenylphosphine oxide has also been prepared, and characterized by using spectroscopic methods.

Bactericidal photoproducts in medium containing riboflavin plus aromatic compounds and MnCl2

1983 ◽  
Vol 29 (6) ◽  
pp. 670-675 ◽  
Author(s):  
Cesar A. Chelala ◽  
Paul Margolin
Keyword(s):  
Hydrogen Peroxide ◽  
Acetic Acid ◽  
Visible Light ◽  
Salmonella Typhimurium ◽  
Propionic Acid ◽  
Growth Medium ◽  
Aromatic Compounds ◽  
Aminobenzoic Acid ◽  
Low Concentrations ◽  
Indole 3 Acetic Acid

Exposure to visible light of growth medium containing riboflavin and indole at low concentrations created photoproducts highly toxic to Salmonella typhimurium and other bacteria. No toxicity was detected in the dark or when either of these two components was present singly. Other aromatic compounds (serotonin, indole-3-acetic acid, indole-3-propionic acid, tryptophan, tyrosine, phenylalanine, and p-aminobenzoic acid) tested in place of indole produced various degrees of toxicity. The presence of MnCl2 significantly enhanced the toxicity. Addition of catalase eliminated the toxicity, indicating an important role for hydrogen peroxide.

scholarly journals The crystal structures and mechanical properties of the uranyl carbonate minerals roubaultite, fontanite, sharpite, widenmannite, grimselite and čejkaite

2020 ◽  
Vol 7 (21) ◽  
pp. 4197-4221 ◽  
Author(s):  
Francisco Colmenero ◽  
Jakub Plášil ◽  
Jiří Sejkora
Keyword(s):  
Mechanical Properties ◽  
Hydrogen Bonding ◽  
Diffraction Pattern ◽  
Crystal Structures ◽  
First Principles ◽  
X Ray Diffraction ◽  
Carbonate Minerals ◽  
X Ray ◽  
Uranyl Carbonate

The structure, hydrogen bonding, X-ray diffraction pattern and mechanical properties of six important uranyl carbonate minerals, roubaultite, fontanite, sharpite, widenmannite, grimselite and čejkaite, are determined using first principles methods.

Cobalt(II) aldoxime complexes stabilised by halide hydrogen bonding: crystal structures of [Co{HONC(H)(Me)}4X2] (X = Cl or Br) and [Co{HONC(H)(Pr)}4Cl2]

2001 ◽  
pp. 197-201 ◽  
Author(s):  
Jean-Cyrille Hierso ◽  
Elisabeth Bouwman ◽  
Dianne D. Ellis ◽  
Mónica Pérez Cabero ◽  
Jan Reedijk ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Crystal Structures
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