Creatinium 4-methylbenzenesulfonate

Thayanithi, V.; Kumar, P. Praveen; Gunasekaran, B.

doi:10.1107/s2414314616016229

Cited by 6 publications

(2 citation statements)

References 4 publications

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“…Analysis of the tautomeric forms of creatinine in crystalline salt forms shows that the amino tautomer is more predominant than the imino form (Goswami et al, 2006). Recently, many new salt forms and metal complexes of creatinine have been reported in the literature because of its involvement in the formation of sensitive drug materials, such as anti-HIV, antifungal, antiprotozoal, antiviral and antitumour compounds (Tabatabaee et al, 2012;Sindhusha et al, 2017;du Pre ´& Mendel, 1955;Thayanithi et al, 2016), and its nonlinear optical response (Thirumurugan & Anitha, 2017a,b;Narasimhan et al, 2011). Of the many creatinine salts reported in the literature, only a few, like creatininium benzenesulfonate (Sindhusha et al, 2020), creatininium succinate (Thirumurugan et al, 2016), bis(creatininium) fumarate fumaric acid (Thirumurugan & Anitha, 2017b) and creatininium tartrate (Thirumurugan et al, 2016), crystallize in noncentrosymmetric space groups, whereas the others crystallize in centrosymmetric space groups.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, crystal structure determination and Hirshfeld surface analysis of three new salt forms of creatinine with hydrobromic acid, 3-aminobenzoic acid and 3,5-dinitrobenzoic acid

Selvaraj¹,

Sathya²,

Gomathi³

et al. 2022

Acta Crystallogr C

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Creatinine, a biologically important compound, is used to analyze kidney function and kidney diseases in the human body. The salt form of creatinine is used in the formation of drug materials like anti-HIV, antifungal, antiprotozoal, antiviral and antitumour compounds. Here we report the solid-state structures of three new crystalline salts, namely, creatininium (2-amino-1-methyl-4-oxo-4,5-dihydro-1H-imidazol-3-ium) bromide, C4H8N3O+·Br−, (I), creatininium 3-aminobenzoate, C4H8N3O+·C7H6NO2 −, (II), and creatininium 3,5-dinitrobenzoate, C4H8N3O+·C7H3N2O6 −, (III). These salts have been synthesized and characterized by single-crystal X-ray diffraction and Hirshfeld surface analysis. The structural chemistry of salts (I)–(III) and their crystal packing are discussed in detail. The primary interaction between the creatinine cation and the acid anion in the three salts is N—H...Br/O hydrogen bonds. In salt (I), the creatinine cation and bromide anion are connected through a pair of N—H...Br hydrogen bonds forming R 4 2(8) and R 4 2(12) ring motifs. In salts (II) and (III), the creatinine cation interacts with the corresponding anion via a pair of N—H...O hydrogen bonds. The crystal structure is further stabilized by C—H...O and O—H...O hydrogen bonds with the ring motifs R 2 2(8), R 2 1(7) and R 2 1(6). Furthermore, the crystal structures are stabilized by π–π, C—H...π, C—O...π and N—O...π stacking interactions. The contributions made by each hydrogen bond in maintaining the crystal structure stability has been quantified by Hirshfeld surface analysis.

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Section: Introductionmentioning

confidence: 99%

Synthesis, crystal structure determination and Hirshfeld surface analysis of three new salt forms of creatinine with hydrobromic acid, 3-aminobenzoic acid and 3,5-dinitrobenzoic acid

Selvaraj¹,

Sathya²,

Gomathi³

et al. 2022

Acta Crystallogr C

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“…Creatinine (2-amino-1,5-dihydro-1-methyl-4H-imidazol-4-one) is an organic biomolecule used in the synthesis of some charge transfer organic compounds [1], these organic compounds have also a predominant role in a wide range of chemical and biochemical processes such as solvation, catalytic, enzymatic reactions [2,3], and acid-base neutralization [4]. Although the development of creatininium salts continues to grow and a considerable number of research groups have gained great interest,a search in the Cambridge Structural Database CSD (ConQuest Version 2021.2) [5] for crustal structures containing creatininium molecules results in 26hits, 24 of them crystallize in a centro symmetric space group.…”

Section: Introductionmentioning

confidence: 99%

Transfer Of Protons Into A New Organic Compound Based On Creatinine

falek¹,

Benali-Cherif²,

Takouachet³

et al. 2022

Proceedings of the 3rd International Online Conference on Crystals

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Hydrogen bonds are of paramount importance for biological processes, they are energetically weaker than covalent bonds, and their cumulative effect strengthens the three-dimensional shape of macromolecules and maintains their structure. The weakness of these bonds is responsible for the flexibility and conformational dynamics that are necessary for the flexibility of biomolecules, which gives them their recognition capacity and therefore their very high specificity.New compounds have been obtained by proton transfer reactions between organic compounds of type nitrogenous substance and dicarboxylic acid. These reactions present interesting aspects for the realization of molecular systems whose properties can be monitored by X-ray diffraction.In recent literature there are many examples of organic molecules functionalized with hydrogen bond donor-acceptor groups. Carboxylic acids are a few examples which illustrate excellent model systems for the preparation of new compounds with proton transfer, hence our interest in studying new organic compounds based on creatinine and organic acids which form complexes with many organic moleculesIn this study, we shed light on the structural study of a new proton transfer compound. In this crystal structure, creatinine is protonated by two hydrogens of fumaric acid, forming a new organic compound, Bis Creatinium fumarate fumaric acid, that is rich in strong hydrogen bonds.

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Investigation on optical, laser damage threshold and non linear optical behavior of creatininium p-toluenesulfonate crystal for electro-optical applications

Thayanithi

Kumar

2020

J Mater Sci: Mater Electron

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Creatinium 4-methylbenzenesulfonate

Cited by 6 publications

References 4 publications

Synthesis, crystal structure determination and Hirshfeld surface analysis of three new salt forms of creatinine with hydrobromic acid, 3-aminobenzoic acid and 3,5-dinitrobenzoic acid

Synthesis, crystal structure determination and Hirshfeld surface analysis of three new salt forms of creatinine with hydrobromic acid, 3-aminobenzoic acid and 3,5-dinitrobenzoic acid

Transfer Of Protons Into A New Organic Compound Based On Creatinine

Investigation on optical, laser damage threshold and non linear optical behavior of creatininium p-toluenesulfonate crystal for electro-optical applications

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