0000000001253196

AUTHOR

Mario Cetina

showing 94 related works from this author

Synthesis of [5]Rotaxanes Containing Bi- and Tridentate Coordination Sites in the Axis

2010

A new example of a linear [5]rotaxane has been synthesized by using the traditional "gathering-and-threading" approach but based on an unusual axle incorporating a symmetrical bis(bidentate) chelating fragment built on a 4,7-phenanthroline core. The stoppering reaction is particularly noteworthy since, instead of using a trivial bulky stopper as precursor to the blocking group, two semistoppered copper-complexed [2]pseudorotaxanes (namely [2]semirotaxanes) are used, which leads to the desired [5]rotaxane in good yield. The efficiency of the method relies on the use of "click" chemistry, with its very mild conditions, and on the protection by a transition-metal (copper(I)) of the various coo…

chemistry.chemical_classificationRotaxaneDenticityLigandStereochemistryclick chemistry; copper; lithium; rotaxanes; zincOrganic Chemistrychemistry.chemical_elementGeneral ChemistryZincCatalysischemistry.chemical_compoundCrystallographychemistryClick chemistryChelationTerpyridineCounterionChemistry - A European Journal
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Recognition of N-Alkyl- and N-Aryl-Acetamides by N-Alkyl Ammonium Resorcinarene Chlorides

2014

N-alkyl ammonium resorcinarene chlorides are stabilized by an intricate array of intra- and intermolecular hydrogen bonds that leads to cavitand-like structures. Depending on the upper-rim substituents, self-inclusion was observed in solution and in the solid state. The self-inclusion can be disrupted at higher temperatures, whereas in the presence of small guests the self-included dimers spontaneously reorganize to 1:1 host-guest complexes. These host compounds show an interesting ability to bind a series of N-alkyl acetamide guests through intermolecular hydrogen bonds involving the carbonyl oxygen (C=O) atoms and the amide (NH) groups of the guests, the chloride anions (Cl(-)) and ammoni…

chemistry.chemical_classificationHydrogen bondStereochemistryArylOrganic ChemistryIntermolecular forceGeneral Chemistrymacromolecular substancesResorcinareneMedicinal chemistryCatalysischemistry.chemical_compoundchemistryAmideAmmoniumresorcinarenes; NMR titration; amides; host-guest complexes; X-ray crystallographyta116AlkylAcetamide
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Amidino substituted 2-aminophenols: biologically important building blocks for the amidino-functionalization of 2-substituted benzoxazoles

2021

Unlike the closely related and widely investigated amidino-substituted benzimidazoles and benzothiazoles with a range of demonstrated biological activities, the matching benzoxazole analogues still remain a largely understudied and not systematically evaluated class of compounds. To address this challenge, we utilized the Pinner reaction to convert isomeric cyano-substituted 2- aminophenols into their amidine derivatives, which were isolated as hydrochlorides and/or zwitterions, and whose structure was confirmed by single crystal X-ray diffraction. The key step during the Pinner synthesis of the crucial carboximidate intermediates was characterized through mechanistic DFT calculations, with…

Models MolecularAmidinesAntineoplastic AgentsAminophenolsCrystallography X-Ray010402 general chemistry01 natural sciencesBiochemistryAmidinechemistry.chemical_compoundCell Line TumorHumansPinner reactionPhysical and Theoretical ChemistryDensity Functional TheoryCell ProliferationBenzoxazolesMolecular Structurebenzoxazoles ; amidino-functionalization ; Pinner reaction ; organic synthesis ; X-ray analysis ; antiproliferative activity ; DFT calculations010405 organic chemistryArylOrganic ChemistryBiological activityBenzoxazoleCondensation reactionCombinatorial chemistry0104 chemical sciences3. Good healthCarboximidatechemistrySurface modificationDrug Screening Assays AntitumorOrganic & Biomolecular Chemistry
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Neutral Organometallic Halogen Bond Acceptors: Halogen Bonding in Complexes of PCPPdX (X = Cl, Br, I) with Iodine (I(2)), 1,4-Diiodotetrafluorobenzen…

2012

The behavior of a sterically crowded neutral pincer {2,6-bis[(di-t-butylphosphino)methyl]-phenyl}palladium (PCPPd) halides, PCPPdX (X = Cl, Br or I), as XB acceptors with strong halogen bond (XB) donors, iodine (I2), 1,4-diiodotetrafluorobenzene (F4DIBz), and 1,4-diiodooctafluorobutane (F8DIBu) were studied in the solid state. The co-crystallization experiments afforded high-quality single crystals of XB complexes PCPPdCl–I2 (1a), PCPPdBr–I2 (2a), PCPPdI–I2(3a), PCPPdCl–F4DIBz (1b), PCPPdBr–F4DIBz (2b), and PCPPdBr–F8DIBu (2c). The 1:1 iodine complexes (1a, 2a, and 3a) all showed a strong halogen bonding interaction, the reduction of the sum of the van der Waals radii of halogen to iodine b…

Halogen bond010405 organic chemistryHydrogen bondChemistrySolid-statePalladium chlorideGeneral ChemistryCrystal structure010402 general chemistryCondensed Matter Physics01 natural sciencesArticle0104 chemical sciences3. Good healthCrystallographyComputational chemistrypalladium; pincer complexes; halides; halogen bondHalogenGeneral Materials ScienceCenter (algebra and category theory)ta116Crystal growthdesign
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Luminescent alkynyl-gold(i) coumarin derivatives and their biological activity

2013

The synthesis and characterization of three propynyloxycoumarins are reported in this work together with the formation of three different series of gold(i) organometallic complexes. Neutral complexes are constituted by water soluble phosphines (PTA and DAPTA) which confer water solubility to them. The X-ray crystal structure of 7-(prop-2-in-1-yloxy)-1-benzopyran-2-one and its corresponding dialkynyl complex is also shown and the formation of rectangular dimers for the gold derivative in the solid state can be observed. A detailed analysis of the absorption and emission spectra of both ligands and complexes allows us to attribute the luminescent behaviour to the coumarin organic ligand. More…

Models MolecularLuminescenceThioredoxin-Disulfide ReductasePhosphinesAntineoplastic AgentsCrystal structureCrystallography X-RayPhotochemistryInorganic ChemistryMetalchemistry.chemical_compoundCoumarinsCell Line TumorNeoplasmsPolymer chemistryHumansPropynyloxycoumarins; Gold(I) complexes; X-ray crystallography; Luminiscence; Biological activityta116Aqueous solutionLigandWaterBiological activityCoumarinSolubilitychemistryvisual_artvisual_art.visual_art_mediumDrug Screening Assays AntitumorLuminescencePhosphorescenceOrganogold CompoundsDalton Trans.
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Halogen Bonded Analogues of Deep Cavity Cavitands

2014

The first examples of halogen bonded analogues of deep cavity cavitands with guest binding properties, formed between N-alkyl ammonium resorcinarene halides as acceptors and bromotrichloromethane as the donor, are reported in the solid state and in solution.

Binding propertiesMetals and AlloysSolid-stateHalideGeneral ChemistryResorcinarenePhotochemistryCatalysisSurfaces Coatings and FilmsElectronic Optical and Magnetic Materialschemistry.chemical_compoundchemistryResorcinarenes; Cavitands; X-ray Crystallography; Halogen BondsHalogenMaterials ChemistryCeramics and CompositesAmmoniumta116
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From self-inclusion and host-guest complexes to channel structures

2012

Various supramolecular interactions are applied as driving forces in self-assembly and molecular recognition processes. Single crystal X-ray diffraction method is especially important for solid-state studies of non-covalent interactions as it reveals their influence on the molecular and supramolecular structures. This paper discusses structures of two completely different types of compounds in which a variety of intermolecular interactions are involved. It will be shown that strong and weak intermolecular hydrogen bonds in N-alkylammonium resorcinarene salts, depending on the type of anion, inclusion of resorcinarene upper rim pendant group or solvent molecules into the cavity, strongly aff…

010405 organic chemistryChemistryStereochemistryX-ray structure; supramolecular chemistry; hydrogen bonding; hydrophobic interaction; resorcinarene; palladium complexSupramolecular chemistryGeneral ChemistryInclusion (mineral)010402 general chemistryta11601 natural sciencesHost (network)0104 chemical sciencesCommunication channel
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Hydrogen bond-stabilised N-alkylammonium resorcinarene halide cavitands

2010

A family of hydrogen bond-stabilised N-alkylammonium resorcinarene chloride and bromide cavitands were synthesised and characterised with 1H NMR and ESI mass spectrometry. The seven compounds exhibit interestingly either self-inclusion or guest complexation in the solid state evidenced by single crystal X-ray diffraction. The four dimers show self-inclusion of the upper rim propyl chains and consist of two hydrogen-bonded resorcinarene tetracations and six halide anions, while the remaining two halide anions are located in between the dimers linking them via hydrogen bonding. Small solvent molecules such as dichloromethane, methanol, n-butanol or chloroform are complexed into the resorcinar…

ChloroformHydrogen bondHalideGeneral ChemistryResorcinarenePhotochemistrySolventchemistry.chemical_compoundchemistryBromidePolymer chemistryProton NMRMoleculeresorcinarenes; tetrabenzoxazines; ammonium halides; hydrogen bonding; X-ray structure
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Equipping metallo-supramolecular macrocycles with functional groups: Assemblies of pyridine-substituted urea ligands

2012

A series of di-(m-pyridyl)-urea ligands were prepared and characterized with respect to their conformations by NOESY experiments and crystallography. Methyl substitution in different positions of the pyridine rings provides control over the position of the pyridine N atoms relative to the urea carbonyl group. The ligands were used to self-assemble metallo-supramolecular M(2)L(2) and M(3)L(3) macrocycles which are generated in a finely balanced equilibrium in DMSO and DMF according to DOSY NMR experiments and ESI FTICR mass spectrometry. Again, crystallography was used to characterize the assemblies. Methyl substitution in positions next to the pyridine nitrogen prevents coordination, while …

010405 organic chemistryHydrogen bondChemistryStereochemistrySupramolecular chemistryurea ligands; metallo-supramolecular macrocycles; X-ray structure; hydrogen-bonding010402 general chemistryMass spectrometry01 natural sciencesFourier transform ion cyclotron resonance0104 chemical sciencesInorganic ChemistrySubstituted ureaCrystallographychemistry.chemical_compoundPyridineUreaTwo-dimensional nuclear magnetic resonance spectroscopyta116Dalton Transactions
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Enantiomerically pure trinuclear helicates via diastereoselective self-assembly and characterization of their redox chemistry.

2014

A tris(bipyridine) ligand 1 with two BINOL (BINOL = 2, 2′-dihydroxy-1, 1′-binaphthyl) groups has been prepared in two enantiomerically pure forms. This ligand undergoes completely diastereoselective self-assembly into D2-symmeteric double-stranded trinuclear helicates upon coordination to copper(I) and silver(I) ions and to D3-symmetric triple-stranded trinuclear helicates upon coordination to copper(II), zinc(II), and iron(II) ions as demonstrated by mass spectrometry, NMR and CD spectroscopy in combination with quantum chemical calculations and X-ray diffraction analysis. According to the calculations, the single diastereomers that are formed during the self-assembly process are strongly …

Circular dichroismStereochemistryLigandDiastereomerchemistry.chemical_elementGeneral ChemistryZincBiochemistryCopperRedoxCatalysisCrystallographyBipyridinechemistry.chemical_compoundColloid and Surface Chemistrychemistrytrinuclear helicates; diastereoselective self-assembly; X-ray diffraction; redox chemistrySelf-assemblyta116Journal of the American Chemical Society
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[2,6-Bis(di-tert-butylphosphinomethyl)phenyl-κ3P,C1,P′](trifluoroacetato)palladium(II)

2010

The Pd(II) atom in the title compound, [Pd(C(2)F(3)O(2))(C(24)H(43)P(2))], adopts a distorted square-planar geometry with the P atoms in a trans arrangement, forming two five-membered chelate rings. Four intra-molecular C-H⋯O hydrogen bonds occur. The crystal packing reveals one weak inter-molecular C-H⋯O hydrogen bond, which self-assembles the mol-ecules into infinite chains parallel to the b axis.

Metal-Organic PapersChemistryHydrogen bondchemistry.chemical_elementGeneral ChemistryCondensed Matter PhysicsBioinformaticspalladium ; pincer complexes ; hydrogen bonding ; X-ray structureCrystalCrystallographyAtomGeneral Materials ScienceChelationPalladiumActa Crystallographica Section E Structure Reports Online
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The new 5- or 6-azapyrimidine and cyanuric acid derivatives of L-ascorbic acid bearing the free C-5 hydroxy or C-4 amino group at the ethylenic space…

2011

Abstract We report on the synthesis of the novel types of cytosine and 5-azacytosine (1–9), uracil and 6-azauracil (13–18) and cyanuric acid (19–22) derivatives of l -ascorbic acid, and on their cytostatic activity evaluation in human malignant tumour cell lines vs. their cytotoxic effects on human normal fibroblasts (WI38). The CD spectra analysis revealed that cytosine (5 and 6), uracil (14–16), 6-azauracil (17) and cyanuric acid (21) derivatives of l -ascorbic acid bearing free amino group at ethylenic spacer existed as a racemic mixture of enantiomers, whereas L-ascorbic derivatives containing the C-5 substituted hydroxy group at the ethylenic spacer were obtained in (4R, 5S) enantiomer…

Double bondStereochemistryAscorbic AcidCrystallography X-Ray010402 general chemistry01 natural sciencesCell LineCytosineInhibitory Concentration 50Structure-Activity Relationship03 medical and health scienceschemistry.chemical_compound0302 clinical medicineDrug DiscoveryHumansUracilta116Pharmacologychemistry.chemical_classificationTriazinespyrimidine and cyanuric acid derivatives; L-ascorbic acid; circular dichroism; cytostatic activity evaluation; X-ray diffractionOrganic ChemistryAbsolute configurationHydrogen BondingStereoisomerismUracilBiological activityHep G2 CellsGeneral MedicineFibroblastsCytostatic AgentsAscorbic acidpyrimidine and cyanuric acid derivatives ; L-ascorbic acid ; circular dichroism ; cytostatic activity evaluation ; X-ray diffraction ; cell cycle analysis0104 chemical sciences3. Good healthchemistry030220 oncology & carcinogenesisS Phase Cell Cycle CheckpointsMCF-7 CellsCyanuric acidCytosineLactoneHeLa Cells
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[2,6-Bis(di-tert-butylphosphinomethyl)phenyl-κ3P,C1,P′](trifluoroacetato)palladium(II)

2010

The PdII atom in the title compound, [Pd(C2F3O2)(C24H43P2)], adopts a distorted square-planar geometry with the P atoms in a trans arrangement, forming two five-membered chelate rings. Four intramolecular C—H...O hydrogen bonds occur. The crystal packing reveals one weak intermolecular C—H...O hydrogen bond, which self-assembles the molecules into infinite chains parallel to the b axis.

CrystallographyQD901-999Physics::Atomic PhysicsActa Crystallographica Section E
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Preparation of potentially porous, chiral organometallic materials through spontaneous resolution of pincer palladium conformers.

2013

Understanding the mechanism by which advanced materials assemble is essential for the design of new materials with desired properties. Here, we report a method to form chiral, potentially porous materials through spontaneous resolution of conformers of a PCP pincer palladium complex ({2,6-bis[(di-t-butylphosphino)methyl]phenyl}palladium(II)halide). The crystallisation is controlled by weak hydrogen bonding giving rise to chiral qtz-nets and channel structures, as shown by 16 such crystal structures for X = Cl and Br with various solvents like pentane and bromobutane. The fourth ligand (in addition to the pincer ligand) on palladium plays a crucial role; the chloride and the bromide primaril…

crystal structuretermoanalyysichemistry.chemical_elementCrystal structurekiderakenne010402 general chemistryjauhe röntgen diffraktioCrystallography X-Ray01 natural scienceshuokoiset materiaalitpalladium kompleksiInorganic ChemistryMolecular recognitionOrganometallic CompoundsMoleculePincer ligandta116palladium pincer complexes; hexagonal channels; self-assembly; weak interactionssingle crystal X-ray diffractionpowder X-ray diffractionorganometalliMolecular Structure010405 organic chemistryChemistryStereoisomerismpalladium complexyksikide röntgen diffraktio0104 chemical sciencesPincer movementChemistryCrystallographySelf-assemblyporous materialsPorosityPalladiumMonoclinic crystal systemPalladiumDalton transactions (Cambridge, England : 2003)
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Self-Complementary Dimers of Oxalamide-Functionalized Resorcinarene Tetrabenzoxazines

2018

Self‐complementarity is a useful concept in supramolecular chemistry, molecular biology and polymeric systems. Two resorcinarene tetrabenzoxazines decorated with four oxalamide groups were synthesized and characterized. The oxalamide groups possessed self‐complementary hydrogen bonding sites between the carbonyls and amide groups. The self‐complementary nature of the oxalamide groups resulted in self‐included dimeric assemblies. The hydrogen bonding interactions within the tetrabenzoxazines gave rise to the formation of dimers, which were confirmed by single‐crystal X‐ray diffractions analysis and supported by NMR spectroscopy and mass spectrometry. The self‐included dimers were connected b…

massaspektrometriaspectroscopyNoncovalent interactionsobligaatiotspektroskopiaSupramolecular chemistrycarbonylsdimers ; noncovalent interactions ; resorcinarenes ; supramolecular chemistry ; X-ray diffraction010402 general chemistry01 natural sciencesBiochemistryoligomerchemistry.chemical_compounddimersAmidePolymer chemistryNon-covalent interactionsresorcinarenesta116mass spectrometrychemistry.chemical_classificationbondsta114010405 organic chemistryHydrogen bondOrganic ChemistryIntermolecular forceGeneral ChemistryNuclear magnetic resonance spectroscopyPolymerResorcinareneX-ray diffraction0104 chemical sciencesoligomeeriamideschemistryvetyamidithydrogenself-complementaritySupramolecular chemistrykarbonyylitChemistry: An Asian Journal
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Halogen-bonded solvates of tetrahaloethynyl cavitands

2017

The formation and structures of halogen-bonded solvates of three different tetrahaloethynyl cavitands with acetone, chloroform, acetonitrile, DMF and DMSO were prepared and investigated. The inclusion and host–guest behaviour of the resorcinarene cavitands was found to be highly dependent on the flexibility of the ethylene-bridging unit.

Chloroformta114010405 organic chemistryGeneral ChemistryResorcinarene010402 general chemistryCondensed Matter Physicshalogen bond ; cavitands ; resorcinarenes ; host-guest complexes01 natural sciencessupramolecular chemistrycavitands0104 chemical scienceschemistry.chemical_compoundChemistrychemistrysolvatessupramolekyylikemiaHalogenPolymer chemistryAcetoneOrganic chemistryGeneral Materials ScienceAcetonitrileta116Biochemistry Biophysics and Structural Biology
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C2-Symmetric Ferrocene-Bis(ureido)peptides : Synthesis, Conformation and Solid-State Structure

2009

The extension of peptide derivatives of ferrocene-1,1'-dicarboxylic acid by formal insertion of NH units between ferrocene and peptide strands results in ferrocene-bis(ureido)-peptides. Experimentally, alanine and dialanine methyl esters were attached to the 1- and 1'-position of 1,1'-diiso-cyanoferrocene to give the corresponding bis(ureido)peptide derivatives 3 and 4. The conformation of 3 has been determined in the solid state by X-ray crystallography. In solution the preferred conformation of 3 and 4 has been elucidated by NMR, IR and CD spectroscopy in concert with DFT calculations. The secondary structure of ferrocene―bis(ureido)peptides 3 and 4 is determined by double bifurcated intr…

chemistry.chemical_classificationAlanineCircular dichroismStereochemistryHydrogen bondPeptideInorganic Chemistrychemistry.chemical_compoundDicarboxylic acidFerrocenechemistryIntramolecular forceconformation analysis; density functional calculations; hydrogen bonds; metallocenes; peptidesProtein secondary structure
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Counterion influence on the N–I–N halogen bond

2015

A detailed investigation of the influence of counterions on the [N–I–N]+ halogen bond in solution, in the solid state and in silico is presented. Translational diffusion coefficients indicate close attachment of counterions to the cationic, three-center halogen bond in dichloromethane solution. Isotopic perturbation of equilibrium NMR studies performed on isotopologue mixtures of regioselectively deuterated and nondeuterated analogues of the model system showed that the counterion is incapable of altering the symmetry of the [N–I–N]+ halogen bond. This symmetry remains even in the presence of an unfavorable geometric restraint. A high preference for the symmetric geometry was found also in …

chemistry.chemical_classificationHalogen bond010405 organic chemistryHydrogen bondcounterion; halogen bond; single crystal X-ray diffraction; DFT computationInorganic chemistryGeneral ChemistryNuclear magnetic resonance spectroscopy010402 general chemistry01 natural sciencesN–I–N halogen bond0104 chemical sciencesCrystallographyChemical bondchemistryTransition metalCounterionta116Single crystalBasis setChemical Science
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Binding Modes of Nonspherical Anions to N-Alkylammonium Resorcinarenes in the Solid State

2012

A series of hydrogen bond stabilized N-alkylammonium resorcinarene salts with nitrate, triflate, and picrate as the counteranions were synthesized and characterized with 1H NMR and electrospray ionization (ESI) mass spectrometry. Together with electrostatic interactions, the binding of the anions with several hydrogen bond donor sites proceeds through a complex array of intra- and intermolecular hydrogen bonds, evidenced by single crystal X-ray diffraction analysis. These N-alkyl ammonium resorcinarenes bind the larger nonspherical anions into deformed cavitand-like structures and enforce a transformation of the resorcinarene conformation from almost symmetrical to extremely distorted.

ChemistryHydrogen bondPicrateElectrospray ionizationIntermolecular forceInorganic chemistryGeneral ChemistryResorcinareneCondensed Matter PhysicsMass spectrometrychemistry.chemical_compoundCrystallographyProton NMRGeneral Materials ScienceTrifluoromethanesulfonateta116resorcinarenes; non-spherical anions; hydrogen bonding; X-ray structureCRYSTAL CROWTH & DESIGN
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Counterion influence on the N–I–N halogen bond† †Electronic supplementary information (ESI) available: Experimental details of synthesis, compound ch…

2015

Counterions influence three-center halogen bonds differently than coordination bonds of transition metals.

ChemistryChemical Science
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CCDC 990706: Experimental Crystal Structure Determination

2014

Related Article: N. Kodiah Beyeh, Altti Ala-Korpi, Mario Cetina, Arto Valkonen, Kari Rissanen|2014|Chem.-Eur.J.|20|15144|doi:10.1002/chem.201402533

281420-tetrakis(n-Hexyl)-46101216182224-octahydroxy-5101520-tetrakis(n-propylammoniomethyl)calix(4)arene tetrachloride 14-dioxane solvate monohydrateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 967821: Experimental Crystal Structure Determination

2014

Related Article: N. Kodiah Beyeh, Mario Cetina, Kari Rissanen|2014|Chem.Commun.|50|1959|doi:10.1039/C3CC49010F

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(281420-Tetramethyl-5111723-tetrakis((benzylammonio)methyl)-46101216182224-octahydroxycalix(4)arene resorcinarene cavitand) tetrachloride bromo(trichloro)methane chloroform solvate sesquihydrateExperimental 3D Coordinates
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CCDC 1045987: Experimental Crystal Structure Determination

2015

Related Article: Michele Bedin, Alavi Karim, Marcus Reitti, Anna-Carin C. Carlsson, Filip Topić, Mario Cetina, Fangfang Pan, Vaclav Havel, Fatima Al-Ameri, Vladimir Sindelar, Kari Rissanen, Jürgen Gräfenstein, Máté Erdélyi|2015|Chemical Science|6|3746|doi:10.1039/C5SC01053E

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(pyridine)-silver(i) tetrafluoroborate 12-dichloroethane solvateExperimental 3D Coordinates
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CCDC 913158: Experimental Crystal Structure Determination

2013

Related Article: Magnus T. Johnson,Zoran Dolic,Mario Cetina,Manu Lahtinen,Marten S. G. Ahlquist,Kari Rissanen,Lars Ohrstrom,Ola F. Wendt|2013|Dalton Trans.|42|8484|doi:10.1039/c3dt50190f

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(26-bis((di-t-butylphosphino)methyl)phenyl)-bromo-palladiumExperimental 3D Coordinates
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CCDC 1045995: Experimental Crystal Structure Determination

2015

Related Article: Michele Bedin, Alavi Karim, Marcus Reitti, Anna-Carin C. Carlsson, Filip Topić, Mario Cetina, Fangfang Pan, Vaclav Havel, Fatima Al-Ameri, Vladimir Sindelar, Kari Rissanen, Jürgen Gräfenstein, Máté Erdélyi|2015|Chemical Science|6|3746|doi:10.1039/C5SC01053E

Space GroupCrystallographyCrystal System(nitrato)-(22'-(12-phenylenediethyne-21-diyl)bispyridine)-silver(i) dichloromethane solvateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 990709: Experimental Crystal Structure Determination

2014

Related Article: N. Kodiah Beyeh, Altti Ala-Korpi, Mario Cetina, Arto Valkonen, Kari Rissanen|2014|Chem.-Eur.J.|20|15144|doi:10.1002/chem.201402533

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters281420-tetrakis(n-Hexyl)-46101216182224-octahydroxy-5101520-tetrakis(cyclohexylammoniomethyl)calix(4)arene tetrachloride N-methylacetamide solvateExperimental 3D Coordinates
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CCDC 1045983: Experimental Crystal Structure Determination

2015

Related Article: Michele Bedin, Alavi Karim, Marcus Reitti, Anna-Carin C. Carlsson, Filip Topić, Mario Cetina, Fangfang Pan, Vaclav Havel, Fatima Al-Ameri, Vladimir Sindelar, Kari Rissanen, Jürgen Gräfenstein, Máté Erdélyi|2015|Chemical Science|6|3746|doi:10.1039/C5SC01053E

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersdi(pyridin-1-yl)iodonium hexafluoro-antimonyExperimental 3D Coordinates
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CCDC 2060885: Experimental Crystal Structure Determination

2021

Related Article: Lucija Ptiček, Lucija Hok, Petra Grbčić, Filip Topić, Mario Cetina, Kari Rissanen, Sandra Kraljević Pavelić, Robert Vianello, Livio Racané|2021|Org.Biomol.Chem.|19|2784|doi:10.1039/D1OB00235J

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametershydrogen bis(2-amino-4-[amino(iminio)methyl]phenolate) chloride dihydrateExperimental 3D Coordinates
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CCDC 1045988: Experimental Crystal Structure Determination

2015

Related Article: Michele Bedin, Alavi Karim, Marcus Reitti, Anna-Carin C. Carlsson, Filip Topić, Mario Cetina, Fangfang Pan, Vaclav Havel, Fatima Al-Ameri, Vladimir Sindelar, Kari Rissanen, Jürgen Gräfenstein, Máté Erdélyi|2015|Chemical Science|6|3746|doi:10.1039/C5SC01053E

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(pyridine)-silver(i) perchlorate 12-dichloroethane solvateExperimental 3D Coordinates
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CCDC 1577820: Experimental Crystal Structure Determination

2018

Related Article: Zoran Džolić, Ngong Kodiah Beyeh, Mario Cetina, Lotta Turunen, Kari Rissanen|2018|Chem.Asian J.|13|164|doi:10.1002/asia.201701426

N1N1'N1''N1'''-{[2122232-tetraethyl-10203040-tetrahydroxy-5152535-tetraoxa-7172737-tetraazanonacyclo[31.7.1.1311.11321.12331.049.01419.02429.03439]tetratetraconta-1(41)3911(44)131921(43)232931(42)3339-dodecaene-7172737-tetrayl]tetrapropane-31-diyl}tetrakis(N2-phenylethanediamide) chloroform unknown solvate hemihydrateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 2060891: Experimental Crystal Structure Determination

2021

Related Article: Lucija Ptiček, Lucija Hok, Petra Grbčić, Filip Topić, Mario Cetina, Kari Rissanen, Sandra Kraljević Pavelić, Robert Vianello, Livio Racané|2021|Org.Biomol.Chem.|19|2784|doi:10.1039/D1OB00235J

Space GroupCrystallographyCrystal System3-amino-4-hydroxy-N'-(propan-2-yl)benzene-1-carboximidamidium chloride ethanol solvateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1556027: Experimental Crystal Structure Determination

2017

Related Article: Lotta Turunen, Fangfang Pan, Ngong Kodiah Beyeh, Mario Cetina, John F. Trant, Robin H. A. Ras, Kari Rissanen|2017|CrystEngComm|19|5223|doi:10.1039/C7CE01118K

5111723-tetrakis(2-bromoethynyl)-281420-tetrkis(n-hexyl)-610:1216:1822:244-OO'-tetrakis(methylene)calix(4)resorcinarene chloroform solvateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1045990: Experimental Crystal Structure Determination

2015

Related Article: Michele Bedin, Alavi Karim, Marcus Reitti, Anna-Carin C. Carlsson, Filip Topić, Mario Cetina, Fangfang Pan, Vaclav Havel, Fatima Al-Ameri, Vladimir Sindelar, Kari Rissanen, Jürgen Gräfenstein, Máté Erdélyi|2015|Chemical Science|6|3746|doi:10.1039/C5SC01053E

Space GroupCrystallographyCrystal SystemCrystal Structurebis(pyridine)-silver(i) hexafluoro-antimony(v) 12-dichloroethane solvateCell ParametersExperimental 3D Coordinates
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CCDC 2060888: Experimental Crystal Structure Determination

2021

Related Article: Lucija Ptiček, Lucija Hok, Petra Grbčić, Filip Topić, Mario Cetina, Kari Rissanen, Sandra Kraljević Pavelić, Robert Vianello, Livio Racané|2021|Org.Biomol.Chem.|19|2784|doi:10.1039/D1OB00235J

hydrogen bis(2-(3-amino-4-oxyphenyl)-45-dihydro-1H-imidazol-3-ium) chloride tetrahydrateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 955661: Experimental Crystal Structure Determination

2013

Related Article: Julià Arcau, Vincent Andermark, Elisabet Aguiló, Albert Gandioso, Artur Moro, Mario Cetina, João Carlos Lima, Kari Rissanen, Ingo Ott, Laura Rodríguez|2014|Dalton Trans.|43|4426|doi:10.1039/C3DT52594E

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterstetraphenylphosphonium bis(7-((prop-2-yn-1-yl)oxy)-2H-chromen-2-onato)-gold(i)Experimental 3D Coordinates
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CCDC 1577819: Experimental Crystal Structure Determination

2018

Related Article: Zoran Džolić, Ngong Kodiah Beyeh, Mario Cetina, Lotta Turunen, Kari Rissanen|2018|Chem.Asian J.|13|164|doi:10.1002/asia.201701426

Space GroupCrystallographyN1N1'N1''N1'''-{[2122232-tetraethyl-10203040-tetrahydroxy-5152535-tetraoxa-7172737-tetraazanonacyclo[31.7.1.1311.11321.12331.049.01419.02429.03439]tetratetraconta-1(41)3911(44)131921(43)232931(42)3339-dodecaene-7172737-tetrayl]tetraethane-21-diyl}tetrakis(N2-phenylethanediamide) dichloromethane methanol solvate sesquihydrateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 2060887: Experimental Crystal Structure Determination

2021

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2-amino-4-[amino(iminio)methyl]phenolate dihydrateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1045984: Experimental Crystal Structure Determination

2015

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Space GroupCrystallographyCrystal Systemdi(pyridin-1-yl)iodonium trifluoromethanesulfonateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1045981: Experimental Crystal Structure Determination

2015

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bis(pyridine)iodonium perchlorateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 829593: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal Structure(281420-Tetraethyl-46101216182224-octahydroxy-5101520-tetrakis((N-cyclohexylammonio)methyl)calix(4)resorcinarene) tetranitrate methanol solvate dihydrateCell ParametersExperimental 3D Coordinates
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CCDC 913147: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(26-bis((di-t-butylphosphino)methyl)phenyl)-bromo-palladiumExperimental 3D Coordinates
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CCDC 913151: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(26-bis((di-t-butylphosphino)methyl)phenyl)-bromo-palladiumExperimental 3D Coordinates
researchProduct

CCDC 1577818: Experimental Crystal Structure Determination

2018

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters3-{[oxo(phenylamino)acetyl]amino}propan-1-aminium trifluoroacetateExperimental 3D Coordinates
researchProduct

CCDC 1556030: Experimental Crystal Structure Determination

2017

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters5111723-tetrakis(2-iodoethynyl)-281420-tetrkis(n-hexyl)-610:1216:1822:244-OO'-tetrakis(methylene)calix(4)resorcinarene dimethylformamide solvateExperimental 3D Coordinates
researchProduct

CCDC 913154: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(26-bis((di-t-butylphosphino)methyl)phenyl)-bromo-palladiumExperimental 3D Coordinates
researchProduct

CCDC 967819: Experimental Crystal Structure Determination

2014

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Space GroupCrystallographyNN'N''N'''-((281420-tetraethyl-46101216182224-octahydroxypentacyclo[19.3.1.137.1913.11519]octacosa-1(25)3(28)469(27)101215(26)16182123-dodecaene-5111723-tetrayl)tetrakis(methylene))tetracyclohexanaminium tetrabromide dibromo bromo(trichloro)methane solvate hydrateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 927661: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal System(26-bis((di-t-butylphosphino)methyl)phenyl)-chloro-palladium(ii) unknown solvateCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 913161: Experimental Crystal Structure Determination

2013

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(26-bis((di-t-butylphosphino)methyl)phenyl)(iodo)palladiumSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 990707: Experimental Crystal Structure Determination

2014

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters281420-tetrakis(n-Hexyl)-46101216182224-octahydroxy-5101520-tetrakis(cyclohexylammoniomethyl)calix(4)arene tetrachloride chloroform solvate hydrateExperimental 3D Coordinates
researchProduct

CCDC 1556033: Experimental Crystal Structure Determination

2017

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Space GroupCrystallography5111723-tetrakis(2-iodoethynyl)-281420-tetrkis(n-hexyl)-610:1216:1822:244-OO'-tetrakis(methylene)calix(4)resorcinarene dimethyl sulfoxide solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 913150: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(26-bis((di-t-butylphosphino)methyl)phenyl)-bromo-palladiumExperimental 3D Coordinates
researchProduct

CCDC 913155: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal Structure(26-bis((di-t-butylphosphino)methyl)phenyl)-bromo-palladium ethanol solvateCell ParametersExperimental 3D Coordinates
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CCDC 955660: Experimental Crystal Structure Determination

2013

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7-(Prop-2-yn-1-yloxy)-2H-chromen-2-oneSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 990708: Experimental Crystal Structure Determination

2014

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters281420-tetrakis(n-Hexyl)-46101216182224-octahydroxy-5101520-tetrakis(cyclohexylammoniomethyl)calix(4)arene tetrachloride acetonitrile chloroform solvateExperimental 3D Coordinates
researchProduct

CCDC 913149: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(26-bis((di-t-butylphosphino)methyl)phenyl)-bromo-palladiumExperimental 3D Coordinates
researchProduct

CCDC 913148: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(26-bis((di-t-butylphosphino)methyl)phenyl)-bromo-palladiumExperimental 3D Coordinates
researchProduct

CCDC 990705: Experimental Crystal Structure Determination

2014

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters281420-tetrakis(n-Hexyl)-46101216182224-octahydroxy-5101520-tetrakis(n-propylammoniomethyl)calix(4)arene tetrachloride chloroform solvate sesquihydrateExperimental 3D Coordinates
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CCDC 1045982: Experimental Crystal Structure Determination

2015

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di(pyridin-1-yl)iodonium hexafluorophosphateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 913160: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(26-bis((di-t-butylphosphino)methyl)phenyl)-bromo-palladiumExperimental 3D Coordinates
researchProduct

CCDC 1045992: Experimental Crystal Structure Determination

2015

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(4-methylbenzenesulfonato)-bis(pyridine)-silver(i)Experimental 3D Coordinates
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CCDC 1556029: Experimental Crystal Structure Determination

2017

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Space GroupCrystallography5111723-tetrakis(2-iodoethynyl)-281420-tetrkis(n-hexyl)-610:1216:1822:244-OO'-tetrakis(methylene)calix(4)resorcinarene acetonitrile solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 2060884: Experimental Crystal Structure Determination

2021

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CCDC 2060886: Experimental Crystal Structure Determination

2021

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CCDC 2060892: Experimental Crystal Structure Determination

2021

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CCDC 1045991: Experimental Crystal Structure Determination

2015

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CCDC 1003004: Experimental Crystal Structure Determination

2014

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterstris(mu-55'-bis((3'-(22'-bipyridin-5-ylethynyl)-22'-bis(methoxymethoxy)-11'-binaphthalen-3-yl)ethynyl)-22'-bipyridine)-tri-copper hexakis(tetrafluoroborate) acetonitrile tetrahydropyran solvateExperimental 3D Coordinates
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CCDC 2060893: Experimental Crystal Structure Determination

2021

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Space GroupCrystallography{4-[amino(iminio)methyl]-2-hydroxyphenyl}ammonium dichlorideCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1556032: Experimental Crystal Structure Determination

2017

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters1252729-tetrahexyl-8131832-tetrakis(iodoethynyl)-56101115162021-octahydro-1H25H27H29H-224:323-bis(metheno)[14]benzodioxonino[10'9':56][14]benzodioxonino[109-e][14]dioxonino[65-j][14]benzodioxonine NN-dimethylformamide solvateExperimental 3D Coordinates
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CCDC 913159: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(26-bis((di-t-butylphosphino)methyl)phenyl)-bromo-palladiumExperimental 3D Coordinates
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CCDC 829595: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal System(281420-Tetraethyl-46101216182224-octahydroxy-5101520-tetrakis((N-cyclohexylammonio)methyl)calix(4)resorcinarene) chloride trifluoromethanesulfonate chloroform solvateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1045989: Experimental Crystal Structure Determination

2015

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(pyridine)-silver(i) hexafluorophosphate 12-dichloroethane solvateExperimental 3D Coordinates
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CCDC 2060890: Experimental Crystal Structure Determination

2021

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Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates2-amino-4-(3456-tetrahydropyrimidin-1-ium-2-yl)phenolate monohydrate
researchProduct

CCDC 2060889: Experimental Crystal Structure Determination

2021

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Space GroupCrystallographyCrystal System2-amino-4-(45-dihydro-1H-imidazol-3-ium-2-yl)phenolate hydrateCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1045994: Experimental Crystal Structure Determination

2015

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researchProduct

CCDC 913145: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(26-bis((Di-t-butylphosphino)methyl)phenyl)-chloro-palladium(ii) n-pentane solvateExperimental 3D Coordinates
researchProduct

CCDC 967820: Experimental Crystal Structure Determination

2014

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Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersNN'N''N'''-((281420-tetrahexyl-46101216182224-octahydroxypentacyclo[19.3.1.1^37^.1^913^.1^1519^]octacosa-1(25)3(28)469(27)101215(26)16182123-dodecaene-5111723-tetrayl)tetrakis(methylene))tetracyclohexanaminium tetrachloride 14-dioxane clathrateExperimental 3D Coordinates
researchProduct

CCDC 1045985: Experimental Crystal Structure Determination

2015

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersdi(pyridin-1-yl)iodonium 4-methylbenzenesulfonateExperimental 3D Coordinates
researchProduct

CCDC 913146: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal System(26-bis((Di-t-butylphosphino)methyl)phenyl)-chloro-palladium(ii) 18-di-iodoperfluoro-octaneCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 829594: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(281420-Tetraethyl-46101216182224-octahydroxy-5101520-tetrakis((N-cyclohexylammonio)methyl)calix(4)resorcinarene) tetranitrate acetonitrile solvateExperimental 3D Coordinates
researchProduct

CCDC 913153: Experimental Crystal Structure Determination

2013

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researchProduct

CCDC 1556028: Experimental Crystal Structure Determination

2017

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Space GroupCrystallography5111723-tetrakis(2-bromoethynyl)-281420-tetrkis(n-hexyl)-610:1216:1822:244-OO'-tetrakis(methylene)calix(4)resorcinarene acetone solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 913156: Experimental Crystal Structure Determination

2013

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Space GroupCrystallographyCrystal System(26-bis((Di-t-butylphosphino)methyl)phenyl)-chloro-palladium(ii)Crystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 913152: Experimental Crystal Structure Determination

2013

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researchProduct

CCDC 927662: Experimental Crystal Structure Determination

2013

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researchProduct

CCDC 829592: Experimental Crystal Structure Determination

2013

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researchProduct

CCDC 913157: Experimental Crystal Structure Determination

2013

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