Coupled hydroxyl and ether functionalisation in EAN derivatives: the effect of hydrogen bond donor/acceptor groups on the structural heterogeneity studied with X-ray diffractions and fixed charge/polarizable simulations

2019 ◽  
Vol 21 (21) ◽  
pp. 11464-11475 ◽  
Author(s):  
Fabio Ramondo ◽  
Lorenzo Gontrani ◽  
Marco Campetella
Keyword(s):  
Hydrogen Bond ◽  
Ionic Liquids ◽  
Molecular Simulations ◽  
Structural Heterogeneity ◽  
Fixed Charge ◽  
X Ray Diffraction ◽  
Hydrogen Bond Donor ◽  
X Ray ◽  
Donor Acceptor ◽  
Pros And Cons

A combination of X-ray diffraction with molecular simulations is used to describe complex ionic liquids, and the pros and cons of different ε and polarisable force fields are discussed.

scholarly journals Crystal Structure, Stability and Desolvation of the Solvates of Sorafenib Tosylate

Crystals ◽  
2019 ◽  
Vol 9 (7) ◽  
pp. 367 ◽  
Author(s):  
Peng Yang ◽  
Chunlei Qin ◽  
Shichao Du ◽  
Lina Jia ◽  
Yujia Qin ◽  
...  
Keyword(s):  
Polarized Light ◽  
Vital Role ◽  
Structure Stability ◽  
X Ray Diffraction ◽  
Hydrogen Bond Donor ◽  
Scanning Calorimetry ◽  
X Ray ◽  
Ethanol Solvate ◽  
Donor Acceptor ◽  
Solvent Molecules

In this study, three solvates of sorafenib tosylate were obtained from methanol, ethanol and n-methyl-2-pyrrolidone (NMP) after solvate screening and the effect of solvent on the formation of solvate was analyzed. The solvents with high value of polarity/dipolarity and appropriate hydrogen bond donor/acceptor propensity are more likely to form corresponding solvates. The crystal structures of the solvates were elucidated for the first time by using single crystal X-ray diffraction data. The analysis results indicate that methanol solvate and ethanol solvate are isostructural and hydrogen bonds could be formed between solvent molecules and sorafenib tosylate molecules. Hirshfeld surface analysis was used to research the interactions in the solvates, and the results reveal that the H···H, C···H/H···C and O···H/ H···O contacts play the vital role in molecular packing. In addition, three solvates were characterized by polarized light microscope, powder X-ray diffraction, thermogravimetric analysis and differential scanning calorimetry. The solvates show different thermodynamic stability in methanol +NMP and ethanol +NMP mixtures. Furthermore, the desolvation of solvates was studied by hot stage microscope and discussed.

Synthesis and Structural Characterization of Diisopropylammonium Trifluoroacetate and Diisoproplyammonium Pentafluoropropionate

2010 ◽  
Vol 65 (4) ◽  
pp. 479-484 ◽  
Author(s):  
Guido J. Reiß ◽  
Michaela K. Meyer
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Van Der Waals Interactions ◽  
Asymmetric Unit ◽  
X Ray Diffraction ◽  
Space Group ◽  
X Ray ◽  
Donor Acceptor ◽  
Double Hydrogen

Diisopropylammonium trifluoroacetate ({[iPr2NH2][CF3COO]}; dip tfa; 1) and diisopropylammonium pentafluoropropionate ({[iPr2NH2][C2F5COO]}; dip pfp; 2) have been synthesized and structurally characterized by X-ray diffraction and spectroscopic methods. Both compounds form hydrogen-bonded cyclic dimers (Etter symbol: R44 (12)) in the solid state. The asymmetric unit of 1 contains one trifluoroacetate anion and one dip cation in the centrosymmetric space group Pī. The asymmetric unit of 2 consists of two crystallographically independent pentafluoropropionate anions and two independent dip cations forming dimers in the form of rings, both lying around centers of symmetry in the space group Pī. In dip tfa and dip pfp the cations act as double hydrogen bond donors, and each of the two oxygen atoms of the carboxyl group are single hydrogen bond acceptors. The donor acceptor distances of the N-H...O hydrogen bonds are within the expected range for medium strong hydrogen bonds. The quasi-molecular cyclic dimers are connected with neighboring units only by van der Waals interactions.

Identifying Selective Host–Guest Interactions Based on Hydrogen Bond Donor–Acceptor Pattern in Functionalized Al-MIL-53 Metal–Organic Frameworks

2013 ◽  
Vol 117 (39) ◽  
pp. 19991-20001 ◽  
Author(s):  
Julia Wack ◽  
Renée Siegel ◽  
Tim Ahnfeldt ◽  
Norbert Stock ◽  
Luís Mafra ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Metal Organic Frameworks ◽  
Hydrogen Bond Donor ◽  
Donor Acceptor ◽  
Metal Organic

Novel pseudopolymorph of the active metabolite of perindopril

2012 ◽  
Vol 68 (9) ◽  
pp. o341-o343 ◽  
Author(s):  
Joanna Bojarska ◽  
Waldemar Maniukiewicz ◽  
Lesław Sieroń ◽  
Andrzej Fruziński ◽  
Piotr Kopczacki ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Dimethyl Sulfoxide ◽  
Active Metabolite ◽  
Alkyl Chain ◽  
Solvent Molecule ◽  
Carboxylate Group ◽  
X Ray Diffraction ◽  
Structural Units ◽  
X Ray ◽  
Zwitterionic Form

The dimethyl sulfoxide hemisolvate of perindoprilat [systematic name: (1S)-2-((S)-{1-[(2S,3aS,7aS)-2-carboxyoctahydro-1H-indol-1-yl]-1-oxopropan-2-yl}azaniumyl)pentanoate dimethyl sulfoxide hemisolvate], C17H28N2O5·0.5C2H6OS, an active metabolite of perindopril, has been synthesized, structurally characterized by single-crystal X-ray diffraction and compared with its ethanol disolvate analogue [Pascardet al.(1991).J. Med. Chem.34, 663–669]. Both compounds crystallize in the orthorhombicP212121space group in the same zwitterionic form, with a protonated alanine N atom and an anionic carboxylate group at then-alkyl chain. The three structural units present in the unit cell (two zwitterions and the solvent molecule) are held together by a rich system of O—H...O, N—H...O and C—H...O hydrogen-bond contacts.

Homeotropic alignment through charge-transfer-induced columnar mesophase formation in an unsymmetrically substituted triphenylene derivative

2010 ◽  
Vol 82 (11) ◽  
pp. 1993-2003 ◽  
Author(s):  
Juanjuan Li ◽  
Zhiqun He ◽  
Huan Zhao ◽  
Hemant Gopee ◽  
Xiangfei Kong ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Charge Transfer Complex ◽  
X Ray Diffraction ◽  
Hexagonal Symmetry ◽  
X Ray ◽  
Mesophase Formation ◽  
Homeotropic Orientation ◽  
Donor Acceptor ◽  
Homeotropic Alignment ◽  
Spectroscopy Optical

An unsymmetrically substituted triphenylene, with two adjacent chloroethoxyethyl lateral flexible chains, was synthesized and characterized. Although this compound showed no mesomorphic behavior, it formed a donor–acceptor charge-transfer complex with 2,4,7-trinitrofluorenone (TNF). The resulting 1:1 complex has been investigated using UV–vis and IR spectroscopy, optical microscopy, thermal analysis, and X-ray diffraction. A columnar mesophase with hexagonal symmetry was found. More interestingly, this charge-transfer complex can be easily aligned on a glass surface in a homeotropic orientation, which is stable at room temperature (RT) and over a wide temperature range.

Exploring the 3D Structure and Defects of a Self-Assembled Gold Mesocrystal by Coherent X-ray Diffraction Imaging

Nanoscale ◽  
2021 ◽  
Author(s):  
Jerome Carnis ◽  
Felizitas Kirner ◽  
Dmitry Lapkin ◽  
Sebastian Sturm ◽  
Young Yong Kim ◽  
...  
Keyword(s):  
Nanostructured Materials ◽  
Crystallographic Orientation ◽  
3D Structure ◽  
Structural Heterogeneity ◽  
X Ray Diffraction ◽  
Length Scales ◽  
X Ray ◽  
Diffraction Imaging ◽  
Self Assembled

Mesocrystals are nanostructured materials consisting of individual nanocrystals having a preferred crystallographic orientation. On mesoscopic length scales, the properties of mesocrystals are strongly affected by structural heterogeneity. Here, we report...

scholarly journals Effect of pressure on a mixed valence FeiiFeiii2complex

2014 ◽  
Vol 70 (a1) ◽  
pp. C901-C901
Author(s):  
Solveig Madsen ◽  
Jacob Overgaard ◽  
Bo Iversen
Keyword(s):  
Phase Transition ◽  
Hydrogen Bond ◽  
Mixed Valence ◽  
Hydrogen Bond Network ◽  
X Ray Diffraction ◽  
X Ray ◽  
Effect Of Pressure ◽  
Bond Network ◽  
Fe Sites ◽  
Cyano Groups

Intramolecular electron transfer (ET) in mixed valence (MV) oxo-centered [FeiiFeiii2O(carboxylate)6(ligand)3]·solvent complexes is highly dependent on temperature, on the nature of the ligands, and on the presence of crystal solvent molecules [1]. Whereas the effects of temperature, crystal solvent, and ligand variation on the details of the ET have been explored thoroughly, the effect of pressure is less well described [2]. The effect of pressure on the ET in MV Fe3O(cyanoacetate)6(water)3has been investigated with single crystal X-ray diffraction and Mössbauer spectroscopy. Previous multi-temperature studies have shown that at room temperature the ET between the three Fe sites is fast and the observed structure of the Fe3core is a perfectly equilateral triangle [3]. Cooling the complex below 130 K induces a phase transition as the ET slows down. Below 120 K the Fe3core is distorted due to the localization of the itinerant electron on one of the three Fe sites in the triangle (the complex is then in the valence trapped state). The valence trapping is complete within a temperature interval of just 10 K. The abruptness of the transition has been attributed to the extended hydrogen bond network involving water ligands and cyano groups, promoting intermolecular cooperative effects. The high-pressure X-ray diffraction data show that there is a 900flip of half the cyano groups at 3.5 GPa, which dramatically changes the hydrogen bond network. At a slightly higher pressure, a phase transition is found to occur. The five single crystals investigated all broke into minor fragments at the transition; however triclinic unit cells, similar to the low temperature unit cell, could be indexed from selected spots. Additional evidence that the complex is valence trapped comes from high pressure Mössbauer spectra measured above the phase transition (4 GPa). The relationship between valence trapping and the structural changes will in this work be highlighted using void space and Hirshfeld surface analysis.

Synthese und Kristallstrukturen einiger Tetramethylstibonium-Hydrogendicarboxylate / Synthesis and Crystal Structures of Some Tetramethylstibonium Hydrogendicarboxylates

1982 ◽  
Vol 37 (11) ◽  
pp. 1393-1401 ◽  
Author(s):  
Beatrix Milewski-Mahrla ◽  
Hubert Schmidbaur
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Spectroscopic Data ◽  
Molar Ratio ◽  
Ionic Structure ◽  
X Ray Diffraction ◽  
X Ray ◽  
Carboxylate Oxygen ◽  
Donor Acceptor ◽  
New Compounds

Reactions of pentamethylantimony (CH3)5Sb with carboxylic acids in the molar ratio 1:2 afford one equivalent of methane and essentially quantitative yields of crystalline tetramothylstibonium hydrogendicarboxylates. Six new compounds of this series have been synthesized using benzoic, o-phthalic, salicylic, 4-ethoxy-salicylic, oxalic, and malic acid, and characterized by analytical and spectroscopic data. An ionic structure with strong hydrogen bonds in the anionic components is proposed.The crystal structures of the hydrogen-dibenzoato (1), hydrogen-ortho-plithalato (2) and 4-ethoxy-hydrogen-salicylate (3) were determined by single crystal X-ray diffraction. The compounds can be described as having ionic lattices with some donor-acceptor inter­actions between the stibonium centers and the carboxylate oxygen atoms. The anions are characterized by strong hydrogen bonds O...H...O. Thus, the (CH3)4Sb-tetrahedron in 1 is distorted by two benzoate oxygon atoms (at 304(2) and 340(2) pin). The cation in 2 is largely undistorted and the anion has a hydrogenphthalate hydrogen bond of d(O...H...O) = 232 pm. The cation-anion contact in 3 is as short as d(Sb-O) = 289 pm rendering the Sb atom pentacoordinate.

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