C−H- - -O Hydrogen Bonds in β-Sheetlike Networks:  Combined X-ray Crystallography and High-Pressure Infrared Study

In this paper, (2E,6E)-2,6-Bis(2,3,4-tri-methoxy -benzylidene)cyclohexanone (omitted as tmbcho) (1) was obtained by the reaction of acetic acid, tetrahydrofuran, cyclohexanone and 2,3,4-tri-methoxy-benzaldehyde. Three non-classic hydrogen bonds were observed in the compound. X-ray crystallography shows that the crystal structure is stabilized by intermolecular C-H•••π interactions and it contains plenty of conjugated double bonds. The title compound was characterized by UV-vis and fluorescent spectral studies.

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Compressibility Studies of Zirconium Based Metal-Organic Frameworks

Acta Crystallographica Section A Foundations and Advances ◽

10.1107/s2053273314098428 ◽

2014 ◽

Vol 70 (a1) ◽

pp. C157-C157

Author(s):

Claire Hobday ◽

Stephen Moggach ◽

Carole Morrison ◽

Tina Duren ◽

Ross Forgan

Keyword(s):

High Pressure ◽

Mechanical Stability ◽

Metal Organic Frameworks ◽

External Pressure ◽

X Ray Diffraction ◽

X Ray ◽

X Ray Crystallography ◽

Pressure Medium ◽

Metal Organic ◽

University Of Oslo

Metal-organic frameworks (MOFs) are a well-studied class of porous materials with the potential to be used in many applications such as gas storage and catalysis.[1] UiO-67 (UiO = University of Oslo), a MOF built from zirconium oxide units connected with 4,4-biphenyldicarboxylate (BDC) linkers, forms a face centred cubic structure. Zirconium has a high affinity towards oxygen ligands making these bridges very strong, resulting in UiO-based MOFs having high chemical and thermal stability compared to other MOF structures. Moreover, UiO-67 has become popular in engineering studies due to its high mechanical stability.[2] Using high pressure x-ray crystallography we can exert MOFs to GPa pressures, experimentally exploring the mechanical stability of MOFs to external pressure. By immersing the crystal in a hydrostatic medium, pressure is applied evenly to the crystal. On surrounding a porous MOF with a hydrostatic medium composed of small molecules (e.g. methanol), the medium can penetrate the MOF, resulting in medium-dependant compression. On compressing MOF-5 (Zn4O(BDC)3) using diethylformamide as a penetrating medium, the framework was shown to have an increased resistance to compression, becoming amorphous several orders of magnitude higher in pressure than observed on grinding the sample.[3] Here we present a high-pressure x-ray diffraction study on the UiO-based MOF UiO-67, and several new synthesised derivatives built from same metal node but with altered organic linkers, allowing us to study in a systematic way, the mechanical stability of the MOF, and its pressure dependence on both the linker, and pressure medium.

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A Zinc(II)-Silver(I) Bimetallic Coordination Polymer Assembled Through Argentophilic and π-π Interactions, f[Zn(phen)2(H2O) {Ag(CN)2g][Ag(CN)2]·MeOH}n (phen=1,10-Phenanthroline)

Zeitschrift für Naturforschung B ◽

10.5560/znb.2013-2253 ◽

2013 ◽

Vol 68 (2) ◽

pp. 161-167 ◽

Cited By ~ 8

Author(s):

Muhammad Monim-ul-Mehbooba ◽

Muhammad Ramzan ◽

Tobias Rüffe ◽

Heinrich Lang ◽

Shafqat Naddem ◽

...

Keyword(s):

Crystal Structure ◽

Thermal Analysis ◽

Ir Spectroscopy ◽

Coordination Polymer ◽

Hydrogen Bonds ◽

X Ray ◽

Π Interactions ◽

X Ray Crystallography ◽

3D Network ◽

Argentophilic Interactions

A cyanido-bridged Zn(II)-Ag(I) bimetallic coordination polymer, {[Zn(phen)2(H2O){Ag(CN)2}] [Ag(CN)2]·MeOH}n (1), was prepared using ZnCl2, 1,10-phenanthroline (phen) and K[Ag(CN)2] and characterized by IR spectroscopy, thermal analysis and X-ray crystallography. The crystal structure of 1 consists of dinuclear [Zn(phen)2(H2O){Ag(CN)2}]+ cations, [Ag(CN)2]- anions and a methanol molecule. The non-coordinated [Ag(CN)2]- anions are linked to the [Zn(phen)2(H2O){Ag(CN)2}]+ complex cations through argentophilic interactions leading to the formation of chains. The chains are connected by hydrogen bonds and π-π interactions to give a 3D network.

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X-ray Crystallography at High Pressure to Probe Conformational Fluctuations in Biological Macromolecules

10.1063/1.2436439 ◽

2007 ◽

Author(s):

Eric Girard ◽

Richard Kahn ◽

Anne-Claire Dhaussy ◽

Isabella Ascone ◽

Mohamed Mezouar ◽

...

Keyword(s):

High Pressure ◽

Biological Macromolecules ◽

X Ray ◽

X Ray Crystallography

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1-[N-Methyl-N-(Phenyl)amino]-3- (4-Methylphenyl)Thiourea

Molbank ◽

10.3390/m1052 ◽

2019 ◽

Vol 2019 (1) ◽

pp. M1052 ◽

Cited By ~ 1

Author(s):

Chien Yeo ◽

Edward Tiekink

Keyword(s):

Hydrogen Bond ◽

Solid State ◽

Hydrogen Bonds ◽

Single Crystal ◽

Elemental Analysis ◽

Title Compound ◽

Molecular Conformation ◽

Phenyl Hydrazine ◽

X Ray ◽

X Ray Crystallography

The title compound, 1-[N-methyl-N-(phenyl)amino]-3-(4-methylphenyl)thiourea (1), was synthesized by the reaction of 1-methyl-1-phenyl hydrazine and 4-tolyl isothiocyanate, and was characterized by spectroscopy (1H and 13C{1H} NMR, IR, and UV), elemental analysis as well as by single crystal X-ray crystallography. In the solid state, the molecule exists as the thioamide tautomer and features an anti-disposition of the thioamide–N–H atoms; an intramolecular N–H⋯N hydrogen bond is noted. The molecular conformation resembles that of the letter L. In the molecular packing, thioamide-N1–H⋯S1(thione) hydrogen bonds lead to centrosymmetric eight-membered {⋯HNCS}2 synthons. The dimers are assembled into a supramolecular layer in the bc-plane by phenyl- and methyl-C–H⋯π(phenyl) interactions.

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High-Pressure Protein X-Ray Crystallography

The Review of High Pressure Science and Technology ◽

10.4131/jshpreview.27.18 ◽

2017 ◽

Vol 27 (1) ◽

pp. 18-25

Author(s):

Nobuhisa WATANABE ◽

Hiroyuki YAMADA ◽

Takayuki NAGAE

Keyword(s):

High Pressure ◽

X Ray ◽

X Ray Crystallography ◽

Protein X

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Substituent position effect on the crystal structures of N-phenyl-2-phthalimidoethanesulfonamide derivatives

Acta Crystallographica Section C Structural Chemistry ◽

10.1107/s2053229617017442 ◽

2018 ◽

Vol 74 (1) ◽

pp. 31-36

Author(s):

Resul Sevinçek ◽

Duygu Barut Celepci ◽

Serap Köktaş Koca ◽

Özlem Akgül ◽

Muittin Aygün

Keyword(s):

Hydrogen Bonds ◽

Crystal Packing ◽

Biological Activities ◽

Position Effect ◽

Intermolecular Hydrogen Bond ◽

X Ray ◽

Space Groups ◽

X Ray Crystallography ◽

Hydrogen Bond Interactions ◽

The Impact

In order to determine the impact of different substituents and their positions on intermolecular interactions and ultimately on the crystal packing, unsubstituted N-phenyl-2-phthalimidoethanesulfonamide, C16H14N2O4S, (I), and the N-(4-nitrophenyl)-, C16H13N3O6S, (II), N-(4-methoxyphenyl)-, C16H16N3O6S, (III), and N-(2-ethylphenyl)-, as the monohydrate, C18H18N2O4S·H2O, (IV), derivatives have been characterized by single-crystal X-ray crystallography. Sulfonamides (I) and (II) have triclinic crystal systems, while (III) and (IV) are monoclinic. Although the molecules differ from each other only with respect to small substituents and their positions, they crystallized in different space groups as a result of differing intra- and intermolecular hydrogen-bond interactions. The structures of (I), (II) and (III) are stabilized by intermolecular N—H...O and C—H...O hydrogen bonds, while that of (IV) is stabilized by intermolecular O—H...O and C—H...O hydrogen bonds. All four structures are of interest with respect to their biological activities and have been studied as part of a program to develop anticonvulsant drugs for the treatment of epilepsy.

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High pressure studies of L-Serine-L-Ascorbic acid co-crystal

Acta Crystallographica Section A Foundations and Advances ◽

10.1107/s2053273314090111 ◽

2014 ◽

Vol 70 (a1) ◽

pp. C988-C988

Author(s):

Sergey Arkhipov ◽

Boris Zakharov ◽

Elena Boldyreva

Keyword(s):

High Pressure ◽

Ascorbic Acid ◽

Hydrogen Bonds ◽

Single Crystal ◽

Crystal Engineering ◽

Mixed Crystals ◽

Study Phase ◽

X Ray Diffraction ◽

X Ray ◽

Wide Range

"Experiments for studying crystalline materials under extreme conditions are a powerful tool for investigating ""structure-property"" relationships. They also give information on the behavior of hydrogen bonds and are important both for materials science and crystal engineering. In addition, many processes in the living organisms are also related to mechanical stress. One of the most interesting tasks is to identify factors which influence the stability of a structure, or a part of the structure, at high pressure. Experiments on the systematic study of compounds in a wide range of pressures allow us to accumulate data that can be used to solve this problem. For a more complete picture, the mixed crystals of the selected compound are studied. Investigation of mixed crystals and cocrystals of interest can be compared with the crystals of individual compounds. We have chosen the structure of L-serine - L-ascorbic acid to be compared with those of L-serine and L-ascorbic acids for such a study. Phase transitions were previously reported to be induced by increasing pressure in both L-serine [1] and L-ascorbic acid [2]; moreover, the structure of L-serine was followed at multiple pressures by single-crystal and powder X-ray diffraction[3]. L-serine – L-ascorbic acid co-crystal was studied in the pressure range 0-5.4 GPa (at multiple points at every 0.5-0.7 GPa) by single-crystal X-ray diffraction and Raman spectroscopy. A phase transition has been detected and some rearrangement in the network of hydrogen bonds was observed. The high pressure data were compared with those for the individual structures of the L-serine and L-ascorbic acid. This work was supported by RFBR (grants 12–03-31541, 14-03-31866, 13-03-92704, 14-03-00902 ), Ministry of Science and Education of Russia and Russian Academy of Sciences."

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New Inclusion Compounds of Selenourea with Tetraethyl- and Tetra-n-propylammonium Halides

Acta Crystallographica Section B Structural Science ◽

10.1107/s010876819601292x ◽

1997 ◽

Vol 53 (2) ◽

pp. 262-271 ◽

Cited By ~ 4

Author(s):

Q. Li ◽

T. C. W. Mak

Keyword(s):

Crystal Structure ◽

Hydrogen Bonds ◽

Three Dimensional ◽

Crystal Data ◽

Tetraethylammonium Chloride ◽

Space Group ◽

X Ray ◽

X Ray Crystallography ◽

Dimensional Network ◽

Single Column

Air-sensitive selenourea inclusion complexes tetraethylammonium chloride–selenourea (1/2), (C2H5)4N+.C1−.2[(NH2)2CSe] (1), tetra-n-propyl-ammonium chloride–selenourea (1/3), (n-C3H7)4N+.C1−.3[(NH2)2CSe] (2), tetra-n-propylammonium bromide–selenourea (1/3), (n-C3H7)4N+.Br−.3[(NH2)2CSe] (3), and tetra-n-propylammonium iodide–selenourea (1/1), (n-C3H7)4N+.I−.(NH2)2CSe (4), have been prepared and characterized by X-ray crystallography. Crystal data, Mo Kα radiation: (1), space group P21/n, Z = 4, a = 8.768 (5), b = 11.036 (6), c = 19.79 (1) Å, β = 96.92 (1)°, R F = 0.055 for 1468 observed data; (2), space group Cc, Z = 4, a = 18.091 (4), b = 13.719 (3), c = 11.539 (2) Å, β = 111.93 (3)°, R F = 0.051 for 1187 observed data; (3), space group Cc, Z = 4, a = 18.309 (4), b = 13.807 (3), c = 11.577 (2) Å, β = 112.45 (3)°, R F = 0.049 for 1592 observed data; (4), space group P21/n, Z = 4, a = 8.976 (1), b = 14.455 (2), c = 15.377 (3) Å, β = 94.16(1)°, R F = 0.062 for 1984 observed data. In the crystal structure of (1) the parallel alternate arrangement of selenourea–chloride ribbons and selenourea chains generates a puckered layer and the cations are sandwiched between them. In the isomorphous complexes (2) and (3) wide selenourea–halide double ribbons are crosslinked by bridging selenourea molecules via N—H...Se and N—H...X hydrogen bonds [average N...Se = 3.521 (8) and 3.527 (7), N...Cl = 3.354 (8) and N...Br = 3.500 (7) Å in (2) and (3), respectively] to form a channel-like three-dimensional network and the cations are accommodated in a single column within each channel. In the crystal structure of (4) the selenourea molecules are joined in the shoulder-to-shoulder fashion via N—H...Se hydrogen bonds [N...Se = 3.529 (7) and 3.534 (7) Å] to generate a ribbon and each selenourea molecule also forms a pair of chelating N—H...I hydrogen bonds [N...I = 3.567 (7) and 3.652 (7) Å] to an adjacent iodide ion.

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Unusual Effects of Intramolecular Hydrogen Bonds and Dipole Interaction on FTIR and NMR of Some Imines

Asian Journal of Applied Chemistry Research ◽

10.9734/ajacr/2019/v3i330096 ◽

2019 ◽

pp. 1-6 ◽

Cited By ~ 1

Author(s):

Elham Abdalrahem Bin Selim ◽

Mohammed Hadi Al–Douh

Keyword(s):

Hydrogen Bonds ◽

Chemical Shifts ◽

Dipole Interaction ◽

Intramolecular Hydrogen Bonds ◽

X Ray ◽

X Ray Crystallography ◽

Dipole Interactions ◽

Intramolecular Hydrogen

Unusual effects of intramolecular hydrogen bonds and dipole interactions are investigated using FTIR, NMR and X-Ray crystallography analyses of some imines. These phenomena affect both FTIR absorptions and chemical shifts.

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