Hydrogen bonded supramolecular framework in organic acid–base adducts: Crystal structures of five cocrystals/salts assembled from 2-methylquinoline with monocarboxylic acid, dicarboxylic acid, and tricarboxylic acid

2012 ◽  
Vol 1017 ◽  
pp. 51-59 ◽  
Author(s):  
Shouwen Jin ◽  
Daqi Wang ◽  
Yanfei Huang ◽  
Hao Fang ◽  
Tianyi Wang ◽  
...  
Keyword(s):  
Organic Acid ◽  
Dicarboxylic Acid ◽  
Crystal Structures ◽  
Monocarboxylic Acid ◽  
Tricarboxylic Acid ◽  
Supramolecular Framework ◽  
Acid Base ◽  
Hydrogen Bonded

Hydrogen bonded supramolecular network in organic salts: crystal structures of acid–base salts of dicarboxylic acids and amines

CrystEngComm ◽  
2002 ◽  
Vol 4 (24) ◽  
pp. 135-142 ◽  
Author(s):  
Amar Ballabh ◽  
Darshak R. Trivedi ◽  
Parthasarathi Dastidar ◽  
Eringathodi Suresh
Keyword(s):  
Crystal Structures ◽  
Dicarboxylic Acids ◽  
Supramolecular Network ◽  
Acid Base ◽  
Organic Salts ◽  
Hydrogen Bonded

scholarly journals Crystal structures of three hydrogen-bonded 1:2 compounds of chloranilic acid with 2-pyridone, 3-hydroxypyridine and 4-hyroxypyridine

2017 ◽  
Vol 73 (10) ◽  
pp. 1546-1550 ◽  
Author(s):  
Kazuma Gotoh ◽  
Hiroyuki Ishida
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Divalent Cations ◽  
Atom Transfer ◽  
Asymmetric Unit ◽  
Acid Base ◽  
Chloranilic Acid ◽  
Base Interaction ◽  
Hydrogen Bonded

The crystal structures of the 1:2 compounds of chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone) with 2-pyridone, 3-hydroxypyridine and 4-hyroxypyridine, namely, bis(2-pyridone) chloranilic acid, 2C5H5NO·C6H2Cl2O4, (I), bis(3-hydroxypyridinium) chloranilate, 2C5H6NO+·C6Cl2O42−, (II), and bis(4-hydroxypyridinium) chloranilate, 2C5H6NO+·C6Cl2O42−, (III), have been determined at 120 K. In the crystal of (I), the base molecule is in the lactam form and no acid–base interaction involving H-atom transfer is observed. The acid molecule lies on an inversion centre and the asymmetric unit consists of one half-molecule of chloranilic acid and one 2-pyridone molecule, which are linkedviaa short O—H...O hydrogen bond. 2-Pyridone molecules form a head-to-head dimerviaa pair of N—H...O hydrogen bonds, resulting in a tape structure along [201]. In the crystals of (II) and (III), acid–base interactions involving H-atom transfer are observed and the divalent cations lie on an inversion centre. The asymmetric unit of (II) consists of one half of a chloranilate anion and one 3-hydroxypyridinium cation, while that of (III) comprises two independent halves of anions and two 4-hydroxypyridinium cations. The primary intermolecular interaction in (II) is a bifurcated O—H...(O,O) hydrogen bond between the cation and the anion. The hydrogen-bonded units are further linkedviaN—H...O hydrogen bonds, forming a layer parallel to thebcplane. In (III), one anion is surrounded by four cationsviaO—H...O and C—H...O hydrogen bonds, while the other is surrounded by four cationsviaN—H...O and C—H...Cl hydrogen bonds. These interactions link the cations and the anions into a layer parallel to (301).

Self-assembly of organic acid–base compounds from 2-D layered network to 3-D supramolecular framework: synthesis, structure and photoluminescence

CrystEngComm ◽  
2007 ◽  
Vol 9 (10) ◽  
pp. 907 ◽  
Author(s):  
Simin Wu ◽  
Shuoping Chen ◽  
Ming Li ◽  
Jiangfeng Xiang ◽  
Yong Xiao ◽  
...  
Keyword(s):  
Organic Acid ◽  
Self Assembly ◽  
Supramolecular Framework ◽  
Acid Base

scholarly journals Hydrogen-bonded Supramolecular Association in Organic Acid-base Pyrimidine Salt and Hirshfeld Surface Analysis

2018 ◽  
Vol 1083 ◽  
pp. 012048
Author(s):  
Nuridayanti Che Khalib ◽  
Kaliyaperumal Thanigaimani ◽  
Suhana Arshad ◽  
Dian Alwani Zainuri ◽  
Ibrahim Abdul Razak
Keyword(s):  
Organic Acid ◽  
Surface Analysis ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Acid Base ◽  
Hydrogen Bonded

A solid-state oxidation of 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfinate to 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfonate

2013 ◽  
Vol 69 (7) ◽  
pp. 778-780 ◽  
Author(s):  
Åsmund Kaupang ◽  
Carl Henrik Görbitz ◽  
Tore Bonge-Hansen
Keyword(s):  
Solid State ◽  
Hydrogen Bonds ◽  
Organic Acid ◽  
Crystal Structures ◽  
Monoclinic Space Group ◽  
Acid Base ◽  
Space Group ◽  
Base Complex ◽  
Oxidation In Air

The organic acid–base complex 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfonate, C5H14N3+·C7H7O3S−, was obtained from the corresponding 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfinate complex, C5H14N3+·C7H7O2S−, by solid-state oxidation in air. Comparison of the two crystal structures reveals similar packing arrangements in the monoclinic space groupP21/c, with centrosymmetric 2:2 tetramers being connected by four strong N—H...O=S hydrogen bonds between the imine N atoms of two 1,1,3,3-tetramethylguanidinium bases and the O atoms of two acid molecules.

scholarly journals Crystal structures of 4-methoxybenzoic acid–1,3-bis(pyridin-4-yl)propane (2/1) and biphenyl-4,4′-dicarboxylic acid–4-methoxypyridine (1/2)

2017 ◽  
Vol 73 (8) ◽  
pp. 1192-1196
Author(s):  
Kazuma Gotoh ◽  
Hiroyuki Ishida
Keyword(s):  
Hydrogen Bonds ◽  
Dicarboxylic Acid ◽  
Crystal Structures ◽  
Chain Structure ◽  
Acid Molecule ◽  
Asymmetric Unit ◽  
Double Chain ◽  
Acid And Base ◽  
Methoxybenzoic Acid ◽  
Hydrogen Bonded

The crystal structures of two hydrogen-bonded compounds, namely 4-methoxybenzoic acid–1,3-bis(pyridin-4-yl)propane (2/1), C13H14.59N2·C8H7.67O3·C8H7.74O3, (I), and biphenyl-4,4′-dicarboxylic acid–4-methoxypyridine (1/2), C14H9.43O4·C6H7.32NO·C6H7.25NO, (II), have been determined at 93 K. In (I), the asymmetric unit consists of two crystallographically independent 4-methoxybenzoic acid molecules and one 1,3-bis(pyridin-4-yl)propane molecule. The asymmetric unit of (II) comprises one biphenyl-4,4′-dicarboxylic acid molecule and two independent 4-methoxypyridine molecules. In each crystal, the acid and base molecules are linked by short O—H...N/N—H...O hydrogen bonds, in which H atoms are disordered over the acid O-atom and base N-atom sites, forming a linear hydrogen-bonded 2:1 or 1:2 unit of the acid and the base. The 2:1 units of (I) are linked via C—H...π, π–π and C—H...O interactions into a tape structure along [101], while the 1:2 units of (II) form a double-chain structure along [-101] through π–π and C—H...O interactions.

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