Interaction of aminomethylated resorcinarenes with rhodamine B

The interaction of aminomethylated resorcinarenes with a red xanthene dye, rhodamine B, was investigated in chloroform, methanol and chloroform–methanol solutions using UV-vis, NMR and fluorescence spectroscopy. Aminomethylated resorcinarenes 1 and 2 shift the rhodamine B equilibrium from the zwitterion to the lactone form unlike reference compounds 3 and 4, which do not contain tertiary amino groups at the upper rim, giving an example of how supramolecular hosts can influence the equilibrium of rhodamine B isomers.

Effect of a Rigid Sulfonamide Bond on Molecular Folding: A Case Study

A disulfonamide compound with bulky aromatic side chains was prepared, and its properties as a potential building block for foldamers were evaluated. Two different solvate crystal forms of the compound were identified and compared to the structures of an analogous oligoamide and related disulfonamides. The disulfonamide is unfolded in one of the solvates, whereas in the other one, a loosely folded conformer stabilized by an intramolecular hydrogen bond is found. Density functional calculations indicated that the loosely folded conformer is slightly more stable than its unfolded isomer. The calculations also identified a third, more tightly folded and more extensively hydrogen bonded, confor…

Binding of ion pairs and neutral guests by aryl-extended meso‑p-hydroxyphenyl calix[4]pyrrole : The interplay between three binding sites

An aryl-extended calix[4]pyrrole with four meso‑p-hydroxyphenyl substituents was investigated as a host for chloride, acetate, and benzoate anions. Crystal structures of pyridinium and imidazolium chloride complexes were obtained in which chloride ions are hydrogen bonded exo-cavity to the upper rim hydroxyl groups, and the aromatic cations are bound to the shallow cavity of the host. Furthermore, the calix[4]pyrrole formed a hydrogen bonded dimeric capsule templated by inclusion of adiponitrile guest in the endo-cavity binding site. NMR titrations revealed the preference of the OH groups of the host to bind anionic guests in solution. Benzoate anion had the highest binding constant (4 700 …

Bifunktionaalisten reagenssien synteesi, ominaisuudet ja sovellukset

Polymorphism control of an active pharmaceutical ingredient beneath calixarene-based Langmuir monolayers.

This communication demonstrates the possibility to nucleate and grow different crystalline polymorphic forms of gabapentin (GBP) using, as nucleation templates, Langmuir monolayers of an amphiphilic calixarene at different packing densities.

Influence of lower rim C-methyl group on crystal forms and metal complexation of resorcinarene bis-crown-5

C-methyl resorcinarene bis-crown-5 (1) with pendant methyl groups at the lower rim was prepared and crystallized in various solvent mixtures with and without selected metal salts. The crystal structures of two polymorphic forms of unsolvated 1 (1-I and 1-II), three solvates (acetonitrile, chloroform and dichloromethane-methanol), and three metal complexes with silver and cesium salts were obtained. The lower rim methyl groups and the block shape of the host promote crystal packing in brick-wall type assemblies, in which the binding cavities are efficiently filled by the crown bridges. Thus, solvents are found in the interstitial space or coordinated to the crown bridges on top of the cavity…

Correlating Solution‐ and Solid‐State Structures of Conformationally Flexible Resorcinarenes: Significance of a Sulfonyl Group in Intramolecular Self‐Inclusion

Abstract The synthesis of tetramethoxyresorcinarene podands bearing p‐toluene arms connected by ‐SO3‐ (1) and ‐CH2O‐ (2) linkers is presented herein. In the solid state, the resorcinarene podand 1 forms an intramolecular self‐inclusion complex with the pendant p‐toluene group of a podand arm, whereas the resorcinarene podand 2 does not show self‐inclusion. The conformations of the flexible resorcinarene podands in solution were investigated by variable‐temperature experiments using 1D and 2D NMR spectroscopic techniques as well as by computational methods, including a conformational search and subsequent DFT optimisation of representative structures. The 1H NMR spectra of 1 and 2 at room te…

Structural analysis of two foldamer-type oligoamides – the effect of hydrogen bonding on solvate formation, crystal structures and molecular conformation

Author's Final draft The crystal structures and molecular conformations of two foldamer-type oligoamides were analyzed. One polymorphic form and seven solvates were found for N¹,N³-bis(2-benzamidophenyl)benzene-1,3-dicarboxamide (the benzene variant), and two polymorphic forms and six solvates for N²,N⁶-bis(2-benzamidophenyl)pyridine-2,6-dicarboxamide (the pyridine variant). Three crystal structures of the benzene variant and seven structures of the pyridine variant were solved using single crystal X-ray diffraction. The crystal structures showed that the different modes of intramolecular hydrogen bonding strongly affect the conformation and folding of the molecules, which is most evidently…

Alkyl-Substituted Aminobis(phosphonates) : Efficient Precipitating Agents for Rare Earth Elements, Thorium, and Uranium in Aqueous Solutions

The efficient and environmentally sustainable separation process for rare earth elements (REE), especially for adjacent lanthanoids, remains a challenge due to the chemical similarity of REEs. Tetravalent actinoids, thorium, and traces of uranium are also present in concentrates of REEs, making their separation relevant. This study reports six simple water-soluble aminobis(phosphonate) ligands, RN[CH2P(O)(OH)2]2 (1 R = CH2CH3, 2 R = (CH2)2CH3, 3 R = (CH2)3CH3, 4 R = (CH2)4CH3, 5 R = (CH2)5CH3, 6 R = CH2CH(C2H5)(CH2)3CH3) as precipitating agents for REEs, Th, and U, as well as gives insight into the coordination modes of the utilized ligands with REEs at the molecular level. Aminobis(phospho…

Exploring the self-assembly of resorcinarenes : from molecular level interactions to mesoscopic structures

Crystal Structures and Density Functional Theory Calculations of o-and p-Nitroaniline Derivatives: Combined Effect of Hydrogen Bonding and aromatic interactions on dimerization energy

The interplay of strong and weak hydrogen bonds, dipole–dipole interactions, and aromatic interactions of o- and p-nitroaniline derivatives was studied by combining crystal structure analysis and density functional theory (DFT) calculations. Crystal structures of four 2-nitroaniline derivatives, 2-((2-nitrophenyl)amino)ethyl methanesulfonate (1A), 2-((2-nitrophenyl)amino)ethyl 4-methylbenzenesulfonate (2A), N,N′-((1,3-phenylenebis(oxy))bis(ethane-2,1-diyl))bis(2-nitroaniline) (3A), and N-(2-chloroethyl)-2-nitroaniline (4A), and crystal structures of three 4-nitroaniline derivatives, 2-((4-nitrophenyl)amino)ethyl methanesulfonate (1B), 2-((4-nitrophenyl)amino)ethyl 4-methylbenzenesulfonate (…

Anion Responsive Molecular Switch Based on a Doubly‐Strapped Calix[4]pyrrole

A calix[4]pyrrole receptor bearing two proximally meso - meso linking isophthaloyl straps displays open and closed states depending on the calix[4]pyrrole conformation. In the crystal structures and in non-polar solvent, the calix[4]pyrrole adopts open 1,3-alternate conformation with straps on the sides. Anion binding triggers a closed state of the receptor providing two types of interactions with an aromatic benzoate guest: hydrogen bonds from the pyrrolic groups and π ··· π interactions from the phenyl groups of the straps. Slow exchange dynamics was observed on the NMR timescale indicating that benzoate, acetate and chloride anions, which bind with relatively low affinity get kinetically…

Controlling quaternary structure assembly: subunit interface engineering and crystal structure of dual chain avidin.

Dual chain avidin (dcAvd) is an engineered avidin form, in which two circularly permuted chicken avidin monomers are fused into one polypeptide chain. DcAvd can theoretically form two different pseudotetrameric quaternary assemblies because of symmetry at the monomer-monomer interfaces. Here, our aim was to control the assembly of the quaternary structure of dcAvd. We introduced the mutation I117C into one of the circularly permuted domains of dcAvd and scanned residues along the 1-3 subunit interface of the other domain. Interestingly, V115H resulted in a single, disulfide locked quaternary assembly of dcAvd, whereas I117H could not guide the oligomerisation process even though it stabilis…

Alkyl-Substituted Aminobis(phosphonates)Efficient Precipitating Agents for Rare Earth Elements, Thorium, and Uranium in Aqueous Solutions

The efficient and environmentally sustainable separation process for rare earth elements (REE), especially for adjacent lanthanoids, remains a challenge due to the chemical similarity of REEs. Tetravalent actinoids, thorium, and traces of uranium are also present in concentrates of REEs, making their separation relevant. This study reports six simple water-soluble aminobis(phosphonate) ligands, RN[CH2P(O)(OH)2]2 (1 R = CH2CH3, 2 R = (CH2)2CH3, 3 R = (CH2)3CH3, 4 R = (CH2)4CH3, 5 R = (CH2)5CH3, 6 R = CH2CH(C2H5)(CH2)3CH3) as precipitating agents for REEs, Th, and U, as well as gives insight into the coordination modes of the utilized ligands with REEs at the molecular level. Aminobis(phospho…

Crystal Structures and Density Functional Theory Calculations of o-and p-Nitroaniline Derivatives: Combined Effect of Hydrogen Bonding and aromatic interactions on dimerization energy

The interplay of strong and weak hydrogen bonds, dipole–dipole interactions, and aromatic interactions of o- and p-nitroaniline derivatives was studied by combining crystal structure analysis and density functional theory (DFT) calculations. Crystal structures of four 2-nitroaniline derivatives, 2-((2-nitrophenyl)amino)ethyl methanesulfonate (1A), 2-((2-nitrophenyl)amino)ethyl 4-methylbenzenesulfonate (2A), N,N′-((1,3-phenylenebis(oxy))bis(ethane-2,1-diyl))bis(2-nitroaniline) (3A), and N-(2-chloroethyl)-2-nitroaniline (4A), and crystal structures of three 4-nitroaniline derivatives, 2-((4-nitrophenyl)amino)ethyl methanesulfonate (1B), 2-((4-nitrophenyl)amino)ethyl 4-methylbenzenesulfonate (…

Oligoamide Foldamers as Helical Chloride Receptors-the Influence of Electron-Withdrawing Substituents on Anion-Binding Interactions.

The anion-binding properties of three closely related oligoamide foldamers were studied using NMR spectroscopy, isothermal titration calorimetry and mass spectrometry, as well as DFT calculations. The 1 H NMR spectra of the foldamers in [D6 ]acetone solution revealed partial preorganization by intramolecular hydrogen bonding, which creates a suitable cavity for anion binding. The limited size of the cavity, however, enabled efficient binding by the inner amide protons only for the chloride anion resulting in the formation of a thermodynamically stable 1:1 complex. All 1:1 chloride complexes displayed a significant favourable contribution of the entropy term. Most likely, this is due to the …

Resorcinarene bis-crown silver complexes and their application as antibacterial Langmuir-Blodgett films

Silver complexes of a cation binding supramolecular host, resorcinarene bis-crown (CNBC5) with propyl, nonyl, decyl and undecyl alkyl chains were investigated by NMR titration, picrate extraction and single crystal X-ray diffraction. Binding studies showed that both 1 : 1 and 1 : 2 (host-Ag(+)) complexes are present in solution with only a slight effect of the lower rim alkyl chain length on the binding constants (log K 4.0-4.2 for 1 : 2 complexes). Solid state complexes of the resorcinarene bis-crowns bearing either C(3) or C(11) chains were obtained. Single crystal X-ray analyses showed that both derivatives bind silver ions by metal-arene and Ag···O coordination from the crown ether brid…

Cation binding resorcinarene bis-crowns: the effect of lower rim alkyl chain length on crystal packing and solid lipid nanoparticles

A group of seven resorcinarene bis-crown ethers (CNBC5) with two polyether bridges at the upper rim and either propyl, butyl, pentyl, heptyl, nonyl, decyl or undecyl groups at the lower rim were synthesized and their binding properties with Cs+ were investigated by NMR titration. The bis-crowns form 1:2 complexes with Cs+ with binding constants of logK 4–5. Crystal structures of bis-crowns and their Cs+ and K+ complexes were studied and different packing motifs were found depending on the alkyl chain length. Short ethyl, propyl and butyl alkyl chains gave a layer or pillar packing where the polar and non-polar regions cannot be distinguished, whereas longer pentyl and decyl chains formed bi…

Supramolecular chirality and symmetry breaking of fluoride complexes of achiral foldamers

Aromatic oligoamide foldamers containing a central pyridine-2,6-dicarbonyl motif are partially preorganized to favor the binding of fluoride anions. In the solid state, the foldamer-fluoride complexes form achiral, polar and chiral crystal structures depending on the chemical structure of the foldamer. One of the six foldamers studied here, a C2v symmetrical foldamer (1), formed repeatedly chiral crystal structures when crystallized with tetra-butylammonium fluoride, showing supramolecular bulk chirality and symmetry breaking in crystallization.

Inverted molecular cups: 1-D and 2-D Ag(I) coordination polymers from resorcinarene bis-thiacrowns

Resorcinarene bis-thiacrown hosts 1–3 were prepared and crystallized with silver trifluoroacetate yielding one and two dimensional Ag coordination polymers. The complexation of silver in exo-cavity fashion folds the thiacrown bridges inwards transforming the resorcinarene hosts into inverted molecular cups. The silver cations were coordinated to the resorcinarene ligands and trifluoroacetate anions, which act as monodentate or bidendate bridging ligands between the metal ions. Argentophilic Ag···Ag (2.93–3.38 Å) interactions supported by two bridging carboxylate anions were found in two of the structures, whereas longer Ag···Ag distances were observed if only one anion connected the silver …

ChemInform Abstract: Self-Assembly of Amphiphilic Calixarenes and Resorcinarenes in Water

The calixarenes and resorcinarenes are macrocyclic phenolic molecules that can be modified “a facon” and a wide range of chemical modification strategies have been published over the last 30 years. Because of their remarkable structural properties and their relative ease of chemical modification, they represent excellent and highly versatile bases to design complex building blocks capable of self-assembly and molecular recognition. They have been widely studied for their ability to form supramolecular structures targeting a wide range of applications. The possibility to regio(rim)-selectively modify these macrocycles with different polar and apolar moieties provides synthetic chemists with …

Conformational polymorphism and amphiphilic properties of resorcinarene octapodands

o-Nitroaniline functionalized resorcinarene octapodands 1-5 with pendant methyl, ethyl, pentyl, nonyl or 1-decenyl groups, respectively, were synthesized and their structural properties investigated using X-ray crystallography and NMR spectroscopy. The upper rim of each podand is identical containing flexible side arms, in which rotation around the -OCH(2)CH(2)N- linkers create excellent possibilities for polymorphism. Two conformational polymorphs of acetone solvate of 2 were identified containing different side arm orientation and crystal packing. Compound 1 crystallized from acetone and nitromethane yielding two pseudopolymorphs with different packing motifs. The longer alkyl chains of 3…

Oligoamide Foldamers as Helical Chloride Receptors : the Influence of Electron-Withdrawing Substituents on Anion-Binding Interactions

The anion‐binding properties of three closely related oligoamide foldamers were studied using NMR spectroscopy, isothermal titration calorimetry and mass spectrometry, as well as DFT calculations. The 1H NMR spectra of the foldamers in [D6]acetone solution revealed partial preorganization by intramolecular hydrogen bonding, which creates a suitable cavity for anion binding. The limited size of the cavity, however, enabled efficient binding by the inner amide protons only for the chloride anion resulting in the formation of a thermodynamically stable 1:1 complex. All 1:1 chloride complexes displayed a significant favourable contribution of the entropy term. Most likely, this is due to the re…

Self-assembly of amphiphilic calixarenes and resorcinarenes in water

The calixarenes and resorcinarenes are macrocyclic phenolic molecules that can be modified “a facon” and a wide range of chemical modification strategies have been published over the last 30 years. Because of their remarkable structural properties and their relative ease of chemical modification, they represent excellent and highly versatile bases to design complex building blocks capable of self-assembly and molecular recognition. They have been widely studied for their ability to form supramolecular structures targeting a wide range of applications. The possibility to regio(rim)-selectively modify these macrocycles with different polar and apolar moieties provides synthetic chemists with …

Solid lipid nanoparticles from amphiphilic calixpyrroles

Abstract Hypothesis Macrocyclic amphiphiles form interesting self-assembling structures, including solid lipid nanoparticles, which have potential applications in drug encapsulation. Aryl-extended calixpyrroles, which act as anion binding hosts, are expected to form solid lipid nanoparticles, even though the alkyl chains have unusual perpendicular geometry with respect to the hydrophilic head group. The preparation conditions and the alkyl chain length should affect the size and stability of the particles. Experiments Solid lipid nanoparticles of two aryl-extended calixpyrroles with resorcinol walls and either meso-dodecyl or meso-methyl alkyl chains were compared. Ethanolic solutions of th…

Inverted molecular cups: 1-D and 2-D Ag(I) coordination polymers from resorcinarene bis-thiacrowns

Resorcinarene bis-thiacrown hosts 1–3 were prepared and crystallized with silver trifluoroacetate yielding one and two dimensional Ag coordination polymers. The complexation of silver in exo-cavity fashion folds the thiacrown bridges inwards transforming the resorcinarene hosts into inverted molecular cups. The silver cations were coordinated to the resorcinarene ligands and trifluoroacetate anions, which act as monodentate or bidendate bridging ligands between the metal ions. Argentophilic Ag⋯Ag (2.93–3.38 A) interactions supported by two bridging carboxylate anions were found in two of the structures, whereas longer Ag⋯Ag distances were observed if only one anion connected the silver cati…

CCDC 1449685: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Maija Nissinen|2016|CrystEngComm|18|4944|doi:10.1039/C6CE00243A

CCDC 1022891: Experimental Crystal Structure Determination

Related Article: Aku Suhonen, Ian S. Morgan, Elisa Nauha, Kaisa Helttunen, Heikki M. Tuononen, Maija Nissinen|2015|Cryst.Growth Des.|15|2602|doi:10.1021/acs.cgd.5b00424

CCDC 1552171: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

CCDC 1022892: Experimental Crystal Structure Determination

Related Article: Aku Suhonen, Ian S. Morgan, Elisa Nauha, Kaisa Helttunen, Heikki M. Tuononen, Maija Nissinen|2015|Cryst.Growth Des.|15|2602|doi:10.1021/acs.cgd.5b00424

CCDC 1042084: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Tiia-Riikka Tero, Maija Nissinen|2015|CrystEngComm|17|3667|doi:10.1039/C5CE00311C

CCDC 930278: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Lauri Lehtovaara, Hannu Häkkinen, and Maija Nissinen|2013|Cryst.Growth Des.|13|3603|doi:10.1021/cg4005714

CCDC 1042079: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Tiia-Riikka Tero, Maija Nissinen|2015|CrystEngComm|17|3667|doi:10.1039/C5CE00311C

CCDC 1963708: Experimental Crystal Structure Determination

Related Article: Małgorzata Pamuła, Maija Nissinen, Kaisa Helttunen|2020|Chem.-Eur.J.|26|7374|doi:10.1002/chem.201905211

CCDC 930279: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Lauri Lehtovaara, Hannu Häkkinen, and Maija Nissinen|2013|Cryst.Growth Des.|13|3603|doi:10.1021/cg4005714

CCDC 1552172: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

CCDC 1552170: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

CCDC 973532: Experimental Crystal Structure Determination

Related Article: Ludovico G. Tulli, Negar Moridi, Wenjie Wang, Kaisa Helttunen, Markus Neuburger, David Vaknin, Wolfgang Meier, Patrick Shahgaldian|2014|Chem.Commun.|50|3938|doi:10.1039/C4CC00928B

CCDC 1552175: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

CCDC 1042086: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Tiia-Riikka Tero, Maija Nissinen|2015|CrystEngComm|17|3667|doi:10.1039/C5CE00311C

CCDC 2175936: Experimental Crystal Structure Determination

Related Article: Małgorzata Pamuła, Evgeny Bulatov, Kaisa Helttunen|2023|J.Mol.Struct.|1273|134268|doi:10.1016/j.molstruc.2022.134268

CCDC 1022889: Experimental Crystal Structure Determination

Related Article: Aku Suhonen, Ian S. Morgan, Elisa Nauha, Kaisa Helttunen, Heikki M. Tuononen, Maija Nissinen|2015|Cryst.Growth Des.|15|2602|doi:10.1021/acs.cgd.5b00424

CCDC 2175934: Experimental Crystal Structure Determination

Related Article: Małgorzata Pamuła, Evgeny Bulatov, Kaisa Helttunen|2023|J.Mol.Struct.|1273|134268|doi:10.1016/j.molstruc.2022.134268

CCDC 1042087: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Tiia-Riikka Tero, Maija Nissinen|2015|CrystEngComm|17|3667|doi:10.1039/C5CE00311C

CCDC 1022890: Experimental Crystal Structure Determination

Related Article: Aku Suhonen, Ian S. Morgan, Elisa Nauha, Kaisa Helttunen, Heikki M. Tuononen, Maija Nissinen|2015|Cryst.Growth Des.|15|2602|doi:10.1021/acs.cgd.5b00424

CCDC 930281: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Lauri Lehtovaara, Hannu Häkkinen, and Maija Nissinen|2013|Cryst.Growth Des.|13|3603|doi:10.1021/cg4005714

CCDC 1042083: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Tiia-Riikka Tero, Maija Nissinen|2015|CrystEngComm|17|3667|doi:10.1039/C5CE00311C

CCDC 1552173: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

CCDC 1552174: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

CCDC 1042088: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Tiia-Riikka Tero, Maija Nissinen|2015|CrystEngComm|17|3667|doi:10.1039/C5CE00311C

CCDC 1042082: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Tiia-Riikka Tero, Maija Nissinen|2015|CrystEngComm|17|3667|doi:10.1039/C5CE00311C

CCDC 930282: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Lauri Lehtovaara, Hannu Häkkinen, and Maija Nissinen|2013|Cryst.Growth Des.|13|3603|doi:10.1021/cg4005714

CCDC 1449684: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Maija Nissinen|2016|CrystEngComm|18|4944|doi:10.1039/C6CE00243A

CCDC 1449686: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Maija Nissinen|2016|CrystEngComm|18|4944|doi:10.1039/C6CE00243A

CCDC 1449683: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Maija Nissinen|2016|CrystEngComm|18|4944|doi:10.1039/C6CE00243A

CCDC 1042081: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Tiia-Riikka Tero, Maija Nissinen|2015|CrystEngComm|17|3667|doi:10.1039/C5CE00311C

CCDC 1552169: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

CCDC 1552176: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

CCDC 930280: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Lauri Lehtovaara, Hannu Häkkinen, and Maija Nissinen|2013|Cryst.Growth Des.|13|3603|doi:10.1021/cg4005714

CCDC 1042080: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Tiia-Riikka Tero, Maija Nissinen|2015|CrystEngComm|17|3667|doi:10.1039/C5CE00311C

CCDC 2175935: Experimental Crystal Structure Determination

Related Article: Małgorzata Pamuła, Evgeny Bulatov, Kaisa Helttunen|2023|J.Mol.Struct.|1273|134268|doi:10.1016/j.molstruc.2022.134268

CCDC 1042085: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Tiia-Riikka Tero, Maija Nissinen|2015|CrystEngComm|17|3667|doi:10.1039/C5CE00311C

CCDC 930283: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Lauri Lehtovaara, Hannu Häkkinen, and Maija Nissinen|2013|Cryst.Growth Des.|13|3603|doi:10.1021/cg4005714

CCDC 930277: Experimental Crystal Structure Determination

Related Article: Kaisa Helttunen, Lauri Lehtovaara, Hannu Häkkinen, and Maija Nissinen|2013|Cryst.Growth Des.|13|3603|doi:10.1021/cg4005714

CCDC 1963709: Experimental Crystal Structure Determination

Related Article: Małgorzata Pamuła, Maija Nissinen, Kaisa Helttunen|2020|Chem.-Eur.J.|26|7374|doi:10.1002/chem.201905211

CCDC 1524058: Experimental Crystal Structure Determination

UDAKUI : 6,12,18,24-tetramethoxy-2,8,14,20-tetrapropyl-4,10,16,22-tetrahydroxycalix[4]arene acetone solvate Space Group: P21/n, Cell: a 11.7707(4)Å b 17.4447(6)Å c 21.7775(7)Å, α 90.00° β 105.261(2)° γ 90.00° Work published 2017 via Cambridge Crystallographic Data Centre.

CCDC 1523875: Experimental Crystal Structure Determination

UDARID : ethyl N-benzoylalaninate Space Group: P212121, Cell: a 5.2938(2)Å b 12.1920(8)Å c 17.7130(4)Å, α 90° β 90° γ 90° Work published 2017 via Cambridge Crystallographic Data Centre.

CCDC 1524101: Experimental Crystal Structure Determination

UCUZOK : 6,12,18,24-tetramethoxy-2,8,14,20-tetranonyl-4,10,16,22-tetrahydroxycalix[4]arene propan-2-ol solvate Space Group: P-1, Cell: a 12.27090(10)Å b 13.96500(10)Å c 19.53620(10)Å, α 83.2880(1)° β 89.0250(1)° γ 84.9650(1)° Work published 2017 via Cambridge Crystallographic Data Centre.

CCDC 1524052: Experimental Crystal Structure Determination

UDAKOC : diaqua-(μ-1,13-dioxa-4,7,10,16,19,22-hexaazacyclotetracosane)-bis(perchlorato)-di-copper(ii) diperchlorate tetrahydrate Space Group: P21/c, Cell: a 11.8763(3)Å b 13.9146(4)Å c 13.4024(4)Å, α 90.00° β 123.439(2)° γ 90.00° Work published 2017 via Cambridge Crystallographic Data Centre.