scholarly journals Two Unexpected Temperature-Induced Supermolecular Isomers from Multi-Topic Carboxylic Acid: Hydrogen Bonding Layer or Helix Tube

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6938
Author(s):  
Chunyang Li ◽  
Chunhong Tan ◽  
Juan Zhou ◽  
Yan-Yong Lin ◽  
Xiao-Feng Wang
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Room Temperature ◽  
Bonding Layer ◽  
Supramolecular Framework ◽  
Ambient Conditions ◽  
Temperature Dependent ◽  
Single Crystal Structures ◽  
Supramolecular Isomerism

Under ambient conditions or 160 °C, two supramolecular isomers, namely [(H4PTTA)(H2O)2(DMF)] and [(H4PTTA)(H2O)3]··Guest (1-L and 1-H, H4PTTA = N-phenyl-N′-phenyl bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxdiimide tetra-carboxylic acid, Guest = DMF and H2O), were obtained through the reaction of H4PTTA in a mixture of H2O and dimethylformamide. The single crystal structures reveal the temperature-dependent supramolecular isomerism derived from the torsion of semi-rigid of H4PTTA. The 1-L prepared at room temperature is a hydrogen bond based achiral layer, while the hydrothermal synthesized 1-H is isomer resulted in an H-bond-based chiral tubes-packed supramolecular framework.

Hydrogen bond-modulated molecular packing and its applications in high-performance non-doped organic electroluminescence

2020 ◽  
Vol 7 (10) ◽  
pp. 2734-2740
Author(s):  
Yizhong Shi ◽  
Kai Wang ◽  
Youichi Tsuchiya ◽  
Wei Liu ◽  
Takeshi Komino ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
High Performance ◽  
Molecular Packing ◽  
Intermolecular Hydrogen Bonding ◽  
Supramolecular Framework ◽  
Organic Electroluminescence

Suitable intermolecular hydrogen bonding enables the formation of a fixed 3D supramolecular framework and suppresses the exciton nonradiative decays and quenching.

scholarly journals Engineering short, strong hydrogen bonds in urea di-carboxylic acid complexes

CrystEngComm ◽  
2014 ◽  
Vol 16 (35) ◽  
pp. 8177-8184 ◽  
Author(s):  
Andrew O. F. Jones ◽  
Charlotte K. Leech ◽  
Garry J. McIntyre ◽  
Chick C. Wilson ◽  
Lynne H. Thomas
Keyword(s):  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Hydrogen Bonds ◽  
Neutron Diffraction ◽  
Structural Changes ◽  
Acid Amide ◽  
Molecular Complexes ◽  
Temperature Dependent ◽  
X Ray ◽  
Methyl Substitution

The persistence of the acid⋯amide heterodimer and the effect of methyl substitution on the short strong O–H⋯O hydrogen bond is investigated in urea and methylurea di-carboxylic acid molecular complexes. Temperature dependent structural changes are also reported utilising X-ray and neutron diffraction in tandem.

Comparison of pyridyl and pyridyl N-oxide groups as acceptor in hydrogen bonding with carboxylic acid

CrystEngComm ◽  
2014 ◽  
Vol 16 (22) ◽  
pp. 4715-4721 ◽  
Author(s):  
Viswanadha G. Saraswatula ◽  
Mukhtar A. Bhat ◽  
Pradeep Kumar Gurunathan ◽  
Binoy K. Saha
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Carboxylic Acid

The propensity of carboxyl⋯pyridyl synthon is more than carboxyl⋯pyridyl N-oxide synthon, but carboxyl⋯pyridyl N-oxide synthon forms shorter hydrogen bond than carboxyl⋯pyridyl synthon. Carboxyl⋯pyridyl N-oxide synthon containing systems might show better solubility than the corresponding carboxyl⋯pyridyl synthon containing systems.

Solvent-mediated pseudo-quadruple hydrogen-bond motifs in three lamotrigine–carboxylic acid complexes

2013 ◽  
Vol 69 (10) ◽  
pp. 1164-1169 ◽  
Author(s):  
Balasubramanian Sridhar ◽  
Jagadeesh Babu Nanubolu ◽  
Krishnan Ravikumar
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Proton Transfer ◽  
Antiepileptic Drug ◽  
Carboxylic Acids ◽  
Solvent Interactions ◽  
Partial Transfer ◽  
Quadruple Hydrogen Bonding ◽  
Quadruple Hydrogen Bond

Lamotrigine, an antiepileptic drug, has been complexed with three aromatic carboxylic acids. All three compounds crystallize with the inclusion ofN,N-dimethylformamide (DMF) solvent,viz.lamotriginium [3,5-diamino-6-(2,3-dichlorophenyl)-1,2,4-triazin-2-ium] 4-iodobenzoateN,N-dimethylformamide monosolvate, C9H8Cl2N5+·C7H4IO2−·C3H7NO, (I), lamotriginium 4-methylbenzoateN,N-dimethylformamide monosolvate, C9H7Cl2N5+·C8H8O2−·C3H7NO, (II), and lamotriginium 3,5-dinitro-2-hydroxybenzoateN,N-dimethylformamide monosolvate, C9H8Cl2N5+·C7H3N2O7−·C3H7NO, (III). In all three structures, proton transfer takes place from the acid to the lamotrigine molecule. However, in (I) and (II), the acidic H atom is disordered over two sites and there is only partial transfer of the H atom from O to N. In (III), the corresponding H atom is ordered and complete proton transfer has occurred. Lamotrigine–lamotrigine, lamotrigine–acid and lamotrigine–solvent interactions are observed in all three structures and they thereby exhibit isostructurality. The DMF solvent extends the lamotrigine–lamotrigine dimers into a pseudo-quadruple hydrogen-bonding motif.

Anesthesia and hydrogen bonding. A semi-quantitative infrared study at room temperature

1978 ◽  
Vol 56 (12) ◽  
pp. 1681-1686 ◽  
Author(s):  
Ginette Trudeau ◽  
K. C. Cole ◽  
Rachel Massuda ◽  
C. Sandorfy
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Room Temperature ◽  
Quantitative Relationship ◽  
Bond Breaking ◽  
Infrared Study ◽  
Text Types ◽  
Theories Of Anesthesia ◽  
Anesthetic Potency

It has been shown previously that certain anesthetics hinder the formation of hydrogen bonds of the [Formula: see text] types. An attempt bas now been made to correlate this hydrogen bond 'breaking' property with anesthetic potency. As a measure of the former, relative intensifies of infrared bands related to 'free' and hydrogen bonded species were used. The band which was chosen for this purpose is the OH or NH stretching + in-plane bending combination band. This made it possible to carry out the measurements at room temperature. A semi-quantitative relationship has been found. Its significance for the theories of anesthesia is discussed.

scholarly journals Copper(II) Halide Salts with 1-(4′-Pyridyl)-Pyridinediium

Inorganics ◽  
2020 ◽  
Vol 8 (3) ◽  
pp. 18 ◽  
Author(s):  
Jeffrey C. Monroe ◽  
Christopher P. Landee ◽  
Melanie Rademeyer ◽  
Mark M. Turnbull
Keyword(s):  
Magnetic Properties ◽  
Magnetic Susceptibility ◽  
Hydrogen Bonding ◽  
Room Temperature ◽  
Crystal Packing ◽  
Monoclinic Space Group ◽  
Antiferromagnetic Exchange ◽  
Temperature Dependent ◽  
Packing Arrangement ◽  
Halide Salts

The compounds [1,4′-bipyridine]-1,1′-diium [CuCl4] (1) and [1,4′-bipyridine]-1,1′-diium [CuBr4] (2) were prepared and their crystal structures and magnetic properties are reported. The compounds are isomorphous and crystallize in the monoclinic space group C2/c. The cation crystallizes in a two-fold disordered fashion with the terminal nitrogen and carbon atoms exhibiting 50% occupancies. This results in a crystal packing arrangement with significant hydrogen bonding that is very similar to that observed in the corresponding 4,4′-bipyridinediium complexes. Temperature dependent magnetic susceptibility measurements and room temperature EPR spectroscopy indicate the presence of very weak antiferromagnetic exchange. The data were fit to the Curie–Weiss law and yielded Weiss constants of −0.26(5) K (1) and −1.0(1) K (2).

scholarly journals Variable-temperature neutron diffraction studies of the short, strong hydrogen bonds in the crystal structure of pyridine-3,5-dicarboxylic acid

2005 ◽  
Vol 61 (6) ◽  
pp. 724-730 ◽  
Author(s):  
John. A. Cowan ◽  
Judith A. K. Howard ◽  
Garry, J. McIntyre ◽  
Samuel M.-F Lo ◽  
Ian D. Williams
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Hydrogen Bonds ◽  
Neutron Diffraction ◽  
Dicarboxylic Acid ◽  
Bond Length ◽  
Variable Temperature ◽  
Temperature Dependent ◽  
Proton Migration

Pyridine-3,5-dicarboxylic acid has been studied by single-crystal neutron diffraction at 15 and 296 K. Pyridine-3,5-dicarboxylic acid, in which the carboxylic acid protons have been replaced by deuterons, has also been studied at 15, 150 and 296 K. The protonated structure contains a short N...H...O hydrogen bond [N...O 2.523 (2) Å at 15 K]. Temperature-dependent proton migration occurs where the N—H distance in the hydrogen bond changes from 1.213 (4) Å at 15 K to 1.308 (6) Å at 300 K. In the deuterated structure the overall hydrogen-bond length increased [N...O 2.538 (3) Å at 15 K] and the magnitude of the migration increased so that the N—D distance changes from 1.151 (3) Å at 15 K to 1.457 (4) Å at 300 K.

scholarly journals 4-Amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide–2-nitrobenzoic acid (1/1)

2013 ◽  
Vol 69 (2) ◽  
pp. o234-o234 ◽  
Author(s):  
Graham Smith ◽  
Urs D. Wermuth
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Nitro Group ◽  
Aromatic Ring ◽  
Dimensional Structure ◽  
Two Dimensional ◽  
Asymmetric Unit ◽  
Nitrobenzoic Acid ◽  
Graph Set

In the asymmetric unit of the title co-crystal, C12H14N4O2S·C7H5NO4, the sulfamethazine and 2-nitrobenzoic acid molecules form a heterodimer through intermolecular amide–carboxylic acid N—H...O and carboxylic acid–pyrimidine O—H...N hydrogen-bond pairs, giving a cyclic motif [graph setR22(8)]. The dihedral angle between the two aromatic ring systems in the sulfamethazine molecule is 88.96 (18)° and the nitro group of the acid is 50% rotationally disordered. Secondary aniline N—H...Osulfonehydrogen-bonding associations give a two-dimensional structure lying parallel to theabplane.

scholarly journals Deliquescence Behavior of Deep Eutectic Solvents

2021 ◽  
Vol 11 (4) ◽  
pp. 1601
Author(s):  
Henrik Palmelund ◽  
Jukka Rantanen ◽  
Korbinian Löbmann
Keyword(s):  
Hydrogen Bond ◽  
Room Temperature ◽  
Deep Eutectic Solvents ◽  
Storage Conditions ◽  
Ambient Conditions ◽  
Hydrogen Bond Donor ◽  
Eutectic Melting ◽  
Melting Temperatures ◽  
Hydrogen Bond Interactions ◽  
The Individual

Deep eutectic solvents (DESs) are formed by a hydrogen bond donor and an acceptor. The hydrogen bond interactions between these two components significantly depress the melting temperature of the mixture. DESs have been used as an alternative for organic solvents in various branches of the chemical industry. Many DESs are very hygroscopic and water is known to change the properties of DESs, but there has neven been a systematic study performed on the deliquesence behavior of DESs. Therefore, this study investigated the thermal and deliquescent behavior of four DESs. The DES mixtures were stored in desiccators at different relative humidities (RH) to investigate the critical RH (RH0) for deliquescence. It was found that, due to the formation of a eutonic mixture, the RH0 to induce deliquescence for a given DES mixture was lower compared to the individual components comprising the DES. The results showed that, even though all investigated DESs had eutectic melting temperatures above room temperature, but due to the low RH0, they were able to appear liquid at room temperature under ambient conditions. The eutonic and eutectic compositions were identified at different compositions for the DESs. The results emphasize that great care must be taken to control the process and storage conditions for DESs.

Raman studies of cyanate: Fermi resonance, hydration and hydrolysis to urea

1993 ◽  
Vol 71 (10) ◽  
pp. 1764-1773 ◽  
Author(s):  
Murray H. Brooker ◽  
Nanping Wen
Keyword(s):  
Hydrogen Bond ◽  
Raman Spectra ◽  
Room Temperature ◽  
Solid Phase ◽  
Equilibrium Mixture ◽  
Fermi Resonance ◽  
Ambient Conditions ◽  
Parallel Reactions ◽  
Associated Pair ◽  
Hydrolysis Of

Raman spectra were measured for potassium cyanate in the solid phase and as aqueous solutions in H2O and D2O for freshly prepared and for aged solutions. The results indicated that the assignment of the Fermi doublet, ν1 and 2ν2, for solid potassium cyanate was reversed from the assignment for the aqueous solution. The Fermi doublet has an associated pair of hot bands at 1191 and 1315 cm−1 which originate from the 638 cm−1 ν2 state, 010. Assignment of the hot bands was confirmed by studies of solid potassium cyanate at liquid-N2 temperature, room temperature, and at 473 K. Raman spectra of aged aqueous potassium cyanate revealed that the cyanate ion hydrolyzed slowly and spontaneously at room temperature (even without added ammonium) to produce urea and a carbamate, carbonate equilibrium mixture in parallel reactions. Hydrolysis of cyanate in aqueous ammonium chloride solution resulted in almost total conversion of cyanate to urea. The reaction was not reversible under ambient conditions. Differences in peak frequencies and half-widths were observed for the cyanate dissolved in H2O compared to solutions in D2O. The results provide evidence for strong hydrogen bonding of cyanate to water and are consistent with greater structure in the D2O solution. Theoretical ab initio calculations indicated that the water molecules hydrogen bond well at both the oxygen and nitrogen atoms of cyanate although the hydrogen bond to nitrogen was found to be slightly stronger.

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