0000000000086043
AUTHOR
Nonappa
Atomically Precise Nanocluster Assemblies Encapsulating Plasmonic Gold Nanorods.
The self-assembled structures of atomically precise, ligand-protected noble metal nanoclusters leading to encapsulation of plasmonic gold nanorods (GNRs) is presented. Unlike highly sophisticated DNA nanotechnology, this strategically simple hydrogen bonding-directed self-assembly of nanoclusters leads to octahedral nanocrystals encapsulating GNRs. Specifically, the p-mercaptobenzoic acid (pMBA)-protected atomically precise silver nanocluster, Na4 [Ag44 (pMBA)30 ], and pMBA-functionalized GNRs were used. High-resolution transmission and scanning transmission electron tomographic reconstructions suggest that the geometry of the GNR surface is responsible for directing the assembly of silver …
Facile synthesis of 5β-cholane-sym-triazine conjugates starting from metformin and bile acid methyl esters: Liquid and solid state NMR characterization and single crystal structure of lithocholyl triazine
Abstract Four bile acid-triazine conjugates: N2′,N2′-dimethyl-6′-(3α-hydroxy-5β-24-norcholyl)-1′,3′,5′-triazine-2′,4′-diamine (lithocholyl triazine, 4a), N2′,N2′-dimethyl-6′-(3α,7α-dihydroxy-5β-24-norcholyl)-1′,3′,5′-triazine-2′,4′-diamine (chenodeoxycholyl triazine, 4b), N2′,N2′-dimethyl-6′6′-(3α,12α-dihydroxy-5β-24-norcholyl)-1′,3′,5′-triazine-2′,4′-diamine (deoxycholyl triazine) (4c), and N2′,N2′-dimethyl-6′-(3α,7α,12α-trihydroxy-5β-24-norcholyl)-1′,3′,5′-triazine-2′,4′-diamine (cholyl triazine) (4d) have been prepared and characterized by liquid and solid state NMR. An improved synthetic method produced better yields and an easier purification procedure for 4d than reported in the liter…
Cyclic dipeptides: catalyst/promoter-free, rapid and environmentally benign cyclization of free amino acids
“The best catalyst is no catalyst.” With growing public concern over global warming and the amount of greenhouse gases, it is important to reduce the amount of chemicals and eliminate waste, to obtain better results in a simple, selective, safe, and environmentally benign fashion compared to conventional tedious chemical synthesis. Herein, we disclose an environmentally benign, rapid, catalyst/promoter/coupling reagent-free cyclization procedure of free amino acids to furnish exclusively cyclic dipeptides (2,5-diketopiperazines, DKPs) in excellent or even quantitative yield, along with their solid state self-assembling properties. This process is extremely simple and highly efficient with l…
Template-Free Supracolloidal Self-Assembly of Atomically Precise Gold Nanoclusters : From 2D Colloidal Crystals to Spherical Capsids
We report supracolloidal self-assembly of atomically precise and strictly monodisperse gold nanoclusters involving p-mercaptobenzoic acid ligands (Au102-pMBA44) under aqueous conditions into hexagonally packed monolayer-thick two-dimensional facetted colloidal crystals (thickness 2.7 nm) and their bending to closed shells leading to spherical capsids (d ca. 200 nm), as controlled by solvent conditions. The 2D colloidal assembly is driven in template-free manner by the spontaneous patchiness of the pMBA ligands around the Au102-pMBA44 nanoclusters preferably towards equatorial plane, thus promoting inter-nanocluster hydrogen bonds and high packing to planar sheets. More generally, the findin…
Caffeine as a Gelator
Caffeine (a stimulant) and ethanol (a depressant) may have opposite effects in our body, but under in vitro conditions they can “gel” together. Caffeine, being one of the widely used stimulants, continued to surprise the scientific community with its unprecedented biological, medicinal and physicochemical properties. Here, we disclose the supramolecular self-assembly of anhydrous caffeine in a series of alcoholic and aromatic solvents, rendering a highly entangled microcrystalline network facilitating the encapsulation of the solvents as illustrated using direct imaging, microscopy analysis and NMR studies. Peer reviewed
Diversity in Itraconazole Cocrystals with Aliphatic Dicarboxylic Acids of Varying Chain Length
The cocrystal formation potential of itraconazole, a potent antifungal drug, with C2–C10 aliphatic dicarboxylic acids has been investigated. Using two experimental screening techniques (solvent-assisted grinding and evaporation-based crystallization), the cocrystals of itraconazole with C2–C7 dicarboxylic acids have been successfully synthesized and characterized by powder X-ray diffraction, solid state nuclear magnetic resonance, Raman spectroscopy, and thermal analysis. The characterized multicomponent compounds include anhydrous cocrystals (malonic, succinic, glutaric, and pimelic acids), a cocrystal hydrate (adipic acid), and cocrystal solvates with acetone and tetrahydrofuran (oxalic a…
Synthesis, Characterization, Thermal and Antimicrobial studies of N-substituted Sulfanilamide derivatives
Abstract Four sulfanilamide derivatives N -[4-(phenylsulfamoyl)phenyl]acetamide (1), 4-amino- N -phenylbenzenesulfonamide (2), N -[4-(phenylsulfamoyl)phenyl]benzamide (3) and N -{4-[(3-chlorophenyl)sulfamoyl]phenylbenzamide (4) were synthesized and characterized by Infra-Red (IR), Nuclear Magnetic Resonance (NMR) and UV–visible (UV–Vis) spectra. Also Liquid Chromatographic (LCMS) and High Resolution Mass Spectrometric (HRMS) methods were used. Crystal structures of 1–4 were determined by single crystal X-ray diffraction (XRD) and their conformational and hydrogen bond (HB) network properties were examined with survey of the literature data. Compounds 1 and 2 crystallize in the same orthorho…
Infinite coordination polymer networks metallogelation of aminopyridine conjugates and in situ silver nanoparticle formation
Herein we report silver(i) directed infinite coordination polymer network (ICPN) induced self-assembly of low molecular weight organic ligands leading to metallogelation. Structurally simple ligands are derived from 3-aminopyridine and 4-aminopyridine conjugates which are composed of either pyridine or 2,2'-bipyridine cores. The cation specific gelation was found to be independent of the counter anion, leading to highly entangled fibrillar networks facilitating the immobilization of solvent molecules. Rheological studies revealed that the elastic storage modulus (G') of a given gelator molecule is counter anion dependent. The metallogels derived from ligands containing a bipyridine core dis…
Unraveling the packing pattern leading to gelation using SS NMR and X-ray diffraction: direct observation of the evolution of self-assembled fibers
A detailed understanding of the mode of packing patterns that leads to the gelation of low molecular mass gelators derived from bile acid esters was carried out using solid state NMR along with complementary techniques such as powder X-ray diffraction (PXRD), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA) and polarizing optical microscopy (POM). Solid state 13C{1H} cross polarization (CP) magic angle spinning (MAS) NMR of the low molecular mass gel in its native state was recorded for the first time. A close resemblance in the packing patterns of the gel, xerogel and bulk solid states was revealed upon comparing their 13C{1H}CPMAS NMR spectral pattern. A doublet r…
Solid state NMR studies of gels derived from low molecular mass gelators
The emergence of NMR crystallography provides a unique opportunity to study solids, gels and xerogels, thereby providing ample information to elucidate molecular packing in the native gel. This review details the importance as well as the application of solid state NMR spectroscopy combined with other analytical tools to study gels derived from low molecular mass organo- and hydrogelators.
Hexagonal Microparticles from Hierarchical Self-Organization of Chiral Trigonal Pd3L6 Macrotetracycles
Construction of structurally complex architectures using inherently chiral, asymmetric, or multi-heterotopic ligands is a major challenge in metallosupramolecular chemistry. Moreover, the hierarchical self-organization of such complexes is unique. Here, we introduce a water-soluble, facially amphiphilic, amphoteric, chiral, asymmetric, and hetero-tritopic ligand derived from natural bile acid, ursodeoxycholic acid. We show that via the supramolecular transmetalation reaction, using nitrates of Cu(II) or Fe(III), and subsequently Pd(II), a superchiral Pd3L6 complex can be obtained. Even though several possible constitutional isomers of Pd3L6 could be formed, because of the ligand asymmetry a…
Self-healing, luminescent metallogelation driven by synergistic metallophilic and fluorine–fluorine interactions
Square planar platinum(ii) complexes are attractive building blocks for multifunctional soft materials due to their unique optoelectronic properties. However, for soft materials derived from synthetically simple discrete metal complexes, achieving a combination of optical properties, thermoresponsiveness and excellent mechanical properties is a major challenge. Here, we report the rapid self-recovery of luminescent metallogels derived from platinum(ii) complexes of perfluoroalkyl and alkyl derivatives of terpyridine ligands. Using single crystal X-ray diffraction studies, we show that the presence of synergistic platinum-platinum (PtMIDLINE HORIZONTAL ELLIPSISPt) metallopolymerization and f…
Evidence of Weak Halogen Bonding: New Insights on Itraconazole and its Succinic Acid Cocrystal
Exact knowledge of the crystal structure of drugs and lead compounds plays a significant role in the fields of crystal engineering, docking, computational modeling (drug–receptor interactions), and rational design of potent drugs in pharmaceutical chemistry. The succinic acid cocrystal of the systemic antifungal drug, itraconazole, reported by Remenar et al. (J. Am. Chem. Soc.2003, 125, 8456–8457) (CSD: IKEQEU), represents one of the classical examples displaying a molecular fitting mechanism in the solid state. In this work, we disclose the X-ray single-crystal structure of the cis-itraconazole–succinic acid (2:1) cocrystal and found that it differs slightly from the previously reported st…
Rapid Self-Healing and Thixotropic Organogelation of Amphiphilic Oleanolic Acid–Spermine Conjugates
Natural and abundant plant triterpenoids are attractive starting materials for the synthesis of conformationally rigid and chiral building blocks for functional soft materials. Here, we report the rational design of three oleanolic acid-triazole-spermine conjugates, containing either one or two spermine units in the target molecules, using the Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction. The resulting amphiphile-like molecules 2 and 3, bearing just one spermine unit in the respective molecules, self-assemble into highly entangled fibrous networks leading to gelation at a concentration as low as 0.5% in alcoholic solvents. Using step-strain rheological measurements, we show ra…
Rapid Self-Healing and Thixotropic Organogelation of Amphiphilic Oleanolic Acid–Spermine Conjugates
Natural and abundant plant triterpenoids are attractive starting materials for the synthesis of conformationally rigid and chiral building blocks for functional soft materials. Here, we report the rational design of three oleanolic acid–triazole–spermine conjugates, containing either one or two spermine units in the target molecules, using the Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction. The resulting amphiphile-like molecules 2 and 3, bearing just one spermine unit in the respective molecules, self-assemble into highly entangled fibrous networks leading to gelation at a concentration as low as 0.5% in alcoholic solvents. Using step-strain rheological measurements, we show ra…
Solid-State NMR, X-ray Diffraction, and Thermoanalytical Studies Towards the Identification, Isolation, and Structural Characterization of Polymorphs in Natural Bile Acids
Combined solid-state NMR, powder, and single crystal X-ray diffraction, as well as thermoanalytical studies were performed towards the identification, isolation, and structural characterization of ...
Rapid self-healing and anion selectivity in metallosupramolecular gels assisted by fluorine-fluorine interactions.
Simple ML2 [M = Fe(II), Co(II), Ni(II)] complexes obtained from a perfluoroalkylamide derivative of 4-aminophenyl-2,2′,6,2′-terpyridine spontaneously, yet anion selectively, self-assemble into gels, which manifest an unprecedented rapid gel strength recovery, viz. self-healing, and thermal rearrangement in aqueous dimethyl sulfoxide. The key factor for gelation and rheological properties emerges from the fluorine–fluorine interactions between the perfluorinated chains, as the corresponding hydrocarbon derivative did not form metallogels. The perfluoro-terpyridine ligand alone formed single crystals, while its Fe(II), Co(II) or Ni(II) complexes underwent rapid gelation leading to highly enta…
Supramolecular architectures formed by co-crystallization of bile acids and melamine
Supramolecular multicomponent crystals constructed from three different bile acids (viz. lithocholic, deoxycholic and cholic acid) and melamine have been prepared and the non-covalent interactions in the crystals studied. Both salts and co-crystals were found. While deoxycholic and cholic acid co-crystallized with melamine as a 1 : 1 isostructural molecular complexes in space group C2, lithocholic acid formed with melamine a 2 : 1 molecular complex in space group P21. This is the first report on a multicomponent crystal structure containing lithocholic acid.
Structural studies of five novel bile acid-4-aminopyridine conjugates
Abstract Synthesis and solid-state structural characterization of five bile acid amides of 4-aminopyridine (4-AP) are reported. Systematic crystallization experiments revealed a number of structural modifications and/or solvate/hydrate systems for these conjugates. Particularly, cholic acid conjugate exhibited five distinct structure modifications, including one anhydrous form, mono- and dihydrates, as well as ethanol and 2-butanol solvates. The obtained crystal forms were examined extensively with various analytical methods, including solid-state NMR, Raman, and IR spectroscopies, powder and single crystal X-ray diffraction methods, thermogravimetry, and differential scanning calorimetry. …
Bile acid–amino acid ester conjugates: gelation, structural properties, and thermoreversible solid to solid phase transition
Design, synthesis, and gelation properties of three novel biocompatible bile acid–L-methionine methyl ester conjugates are presented. Two of the conjugates have been shown to undergo self-assembly leading to organogelation in certain aromatic solvents. The properties of these gels have been investigated by conventional methods typical for molecular gel studies along with 13C CPMAS NMR spectroscopic studies of the native gel. In addition, properties in solid and solution states for all three compounds have been investigated, and single crystal X-ray structures of all compounds determined. Furthermore, powder X-ray diffraction studies have revealed that compound 1 undergoes a dynamic and reve…
Steroid-based gelators of A(LS)2 type: Tuning gel properties by metal coordination
By utilizing up-to-date knowledge about gelators, we designed and synthesized a novel low-molecular-weight gelator bearing a pyridine-2,6-dicarboxylic acid moiety and two cholesteryl glycinate units. In order to demonstrate the ingenuity of our design, we prepared a series of structurally related compounds and studied their gelation properties. Based on the results, we determined structural features of the gelator molecules which were important for successful gel formation. We showed that the properties of the gel systems (transparency, morphology, etc.) can be tuned by coordination with different metal ions, as well as by changing the solvent. Gelators, and their gels and xerogels were stu…
Bipyridine based metallogels: an unprecedented difference in photochemical and chemical reduction in the in situ nanoparticle formation
Metal co-ordination induced supramolecular gelation of low molecular weight organic ligands is a rapidly expanding area of research due to the potential in creating hierarchically self-assembled multi-stimuli responsive materials. In this context, structurally simple O-methylpyridine derivatives of 4,4′-dihydroxy-2,2′-bipyridine ligands are reported. Upon complexation with Ag(I) ions in aqueous dimethyl sulfoxide (DMSO) solutions the ligands spontaneously form metallosupramolecular gels at concentrations as low as 0.6 w/v%. The metal ions induce the self-assembly of three dimensional (3D) fibrillar networks followed by the spontaneous in situ reduction of the Ag-centers to silver nanopartic…
Studies on supramolecular gel formation using DOSY NMR
Herein, we present the results obtained from our studies on supramolecular self-assembly and molecular mobility of low-molecular-weight gelators (LMWGs) in organic solvents using pulsed field gradient (PFG) diffusion ordered spectroscopy (DOSY) NMR. A series of concentration-dependent DOSY NMR experiments were performed on selected LMWGs to determine the critical gelation concentration (CGC) as well as to understand the behaviour of the gelator molecules in the gel state. In addition, variable-temperature DOSY NMR experiments were performed to determine the gel-to-sol transition. The PFG NMR experiments performed as a function of gradient strength were further analyzed using monoexponential…
Association of 2-acylaminopyridines and benzoic acids. Steric and electronic substituent effect studied by XRD, solution and solid-state NMR and calculations
Abstract Eight single crystal X-ray structures, solid-state NMR spectroscopic, and theoretical studies utilizing QTAIM methodology were used to characterize the 2-acyl (alkyl in acyl = methyl, ethyl, t-butyl, and 1-adamantyl) amino-6-R-pyridine/4-R′-benzoic acid (R,R′ = H or Me) cocrystals. As expected among alkyl groups 1-adamantyl due to its bulkiness has the most significant effect on the relative positions of molecules in cocrystals. In addition, the subtle electronic and steric effects by the methyl substituents were observed. The theoretical calculations with full geometry optimizations are in agreement with the experimental findings (geometry, energy of hydrogen bonds). Based on the …
Multinuclear and Solid State NMR of Gels
Over the past six decades, nuclear magnetic resonance spectroscopy has been an integral part of synthetic organic and organometallic chemistry, as well as biochemistry. Beyond solution state experiments, increasing developments have opened new avenues to study materials in their solid state. Between two extremes (i.e., solution and solid), there exist several other forms of materials, especially soft materials such as gels and liquid crystals. Traditionally gels have been studied using solution state NMR spectroscopic methods. However, the viscosity of complex viscoelastic fluids such as gels affects the molecular tumbling, which in turn affects the chemical shift anisotropy and dipolar and…
N-{4-[(3-Methyl-phen-yl)sulfamo-yl]phen-yl}benzamide.
In the title compound, C20H18N2O3S, the dihedral angle between the central benzene ring and the amide group is 24.1 (3)° and that between this ring and the aromatic ring of the tolyl group is 68.2 (16)°. In the crystal, adjacent molecules are linked by N—H...O hydrogen bonds into a linear chain running along [100]. Weak C—H...O contacts also occur. Extensive weak π–π interactions exist from both face-to-face and face-to-edge interactions occur between the aromatic rings [centroid–centroid distances = 3.612 (2) and 4.843 (2) Å].
Bile acid-derived mono- and diketals—synthesis, structural characterization and self-assembling properties
Three oxo-derivatives of bile acid methyl esters have been used as starting compounds in the preparation of novel bile acid monoketals with 1,2-benzenediol (catechol) and 2,3-naphthalenediol, as well as mono- and diketals with pentaerythritol. Monoketals of pentaerythritol showed a tendency to form thermoreversible gels in many aromatic solvents and the methyl lithocholate derivative proved to be a supergelator able to form a gel with t-butylbenzene at a concentration as low as 0.5% w/v. Whereas the naphthalenediol ketals formed film-type materials in the studied solvents, the catechol ketals underwent rapid crystallization into X-ray quality single crystals. Single crystal X-ray structures…
Subcomponent Self-Assembly A Quick Way to New Metallogels
Subcomponent self-assembly, introduced by the Nitschke group,[1] is a process which allow complex structures to be generated from simple building blocks (generally aldehydes and amines). In this bottom-up approach, the building blocks spontaneously self-assemble around templates (usually metal ions) leading to a simultaneous covalent (C=N) and dative (N– metal) bonds formation. The method has been successfully used to construct well-defined metal-organic macrocycles, helicates, catenanes, rotaxanes, grids,[2] and cages.[3] Our field of interest lies not in building-up of defined structures but in designing gelator molecules for a formation of supramolecular gels as functional nanomaterials.…
Reversible Supracolloidal Self-Assembly of Cobalt Nanoparticles to Hollow Capsids and Their Superstructures
| openaire: EC/FP7/291364/EU//MIMEFUN The synthesis and spontaneous, reversible supracolloidal hydrogen bond-driven self-assembly of cobalt nanoparticles (CoNPs) into hollow shell-like capsids and their directed assembly to higher order superstructures is presented. CoNPs and capsids form in one step upon mixing dicobalt octacarbonyl (Co2CO8) and p-aminobenzoic acid (pABA) in 1,2-dichlorobenzene using heating-up synthesis without additional catalysts or stabilizers. This leads to pABA capped CoNPs (core ca. 5nm) with a narrow size distribution. They spontaneously assemble into tunable spherical capsids (d≈50-200nm) with a few-layered shells, as driven by inter-nanoparticle hydrogen bonds th…
Design, synthesis and stimuli responsive gelation of novel stigmasterol-amino acid conjugates.
Abstract An efficient synthesis of three novel stigmasterol-amino acid (glycine, l -leucine and l -phenylalanine) conjugates as stimuli responsive gelators is reported. The gelation properties of the prepared compounds were investigated in a variety of organic as well as aqueous solvents. The most striking finding of our investigation was that the hydrochloride salts of the prepared conjugates acted as gelators, whereas the neutral conjugates were either non-gelators or formed only a weak gel in anisole. The hydrochloride salts of stigmasteryl glycinate and l -leucinate form gels in n-alcohols (n = 4–10) and in ethane-1,2-diol, and that of stigmasteryl l -phenylalaninate forms gels in aroma…
CCDC 783551: Experimental Crystal Structure Determination
Related Article: Nonappa, K.Ahonen, M.Lahtinen, E.Kolehmainen|2011|Green Chemistry|13|1203|doi:10.1039/c1gc15043j
CCDC 947893: Experimental Crystal Structure Determination
Related Article: Manu Lahtinen, Jyothi Kudva, Poornima Hegde, Krishna Bhat, Erkki Kolehmainen, Nonappa, Venkatesh, Damodara Naral|2014|J.Mol.Struct.|1060|280|doi:10.1016/j.molstruc.2013.12.063
CCDC 947892: Experimental Crystal Structure Determination
Related Article: Manu Lahtinen, Jyothi Kudva, Poornima Hegde, Krishna Bhat, Erkki Kolehmainen, Nonappa, Venkatesh, Damodara Naral|2014|J.Mol.Struct.|1060|280|doi:10.1016/j.molstruc.2013.12.063
CCDC 1823431: Experimental Crystal Structure Determination
Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Zülal Özdemir, Nonappa, Matti Haukka|2019|Soft Matter|15|442|doi:10.1039/C8SM02006J
CCDC 736983: Experimental Crystal Structure Determination
Related Article: Nonappa, M.Lahtinen, S.Ikonen, E.Kolehmainen, R.Kauppinen|2009|Cryst.Growth Des.|9|4710|doi:10.1021/cg9005828
CCDC 957915: Experimental Crystal Structure Determination
Related Article: Borys Ośmiałowski, Erkki Kolehmainen, Krzysztof Ejsmont, Satu Ikonen, Arto Valkonen, Kari Rissanen, Nonappa|2013|J.Mol.Struct.|1054|157|doi:10.1016/j.molstruc.2013.09.047
CCDC 1953708: Experimental Crystal Structure Determination
Related Article: Ondřej Jurček, Nonappa, Elina Kalenius, Pia Jurček, Juha M. Linnanto, Rakesh Puttreddy, Hennie Valkenier, Nikolay Houbenov, Michal Babiak, Miroslav Peterek, Anthony P. Davis, Radek Marek, Kari Rissanen|2021|Cell Reports Physical Science|2|100303|doi:10.1016/j.xcrp.2020.100303
CCDC 1500638: Experimental Crystal Structure Determination
Related Article: Rajendhraprasad Tatikonda, Kia Bertula, Nonappa, Sami Hietala, Kari Rissanen, Matti Haukka|2017|Dalton Trans.|46|2793|doi:10.1039/C6DT04253H
CCDC 736982: Experimental Crystal Structure Determination
Related Article: Nonappa, M.Lahtinen, S.Ikonen, E.Kolehmainen, R.Kauppinen|2009|Cryst.Growth Des.|9|4710|doi:10.1021/cg9005828
CCDC 1533110: Experimental Crystal Structure Determination
Related Article: Leticia Arnedo-Sánchez, Nonappa, Sandip Bhowmik, Sami Hietala, Rakesh Puttreddy, Manu Lahtinen, Luisa De Cola, Kari Rissanen|2017|Dalton Trans.|46|7309|doi:10.1039/C7DT00983F
CCDC 872741: Experimental Crystal Structure Determination
Related Article: Kari V. Ahonen, Manu K. Lahtinen, Miika S. Löfman, Anniina M. Kiesilä, Arto M. Valkonen, Elina I. Sievänen, Nonappa, Erkki T. Kolehmainen|2012|Steroids|77|1141|doi:10.1016/j.steroids.2012.06.003
CCDC 809091: Experimental Crystal Structure Determination
Related Article: Nonappa, K.Ahonen, M.Lahtinen, E.Kolehmainen|2011|Green Chemistry|13|1203|doi:10.1039/c1gc15043j
CCDC 947895: Experimental Crystal Structure Determination
Related Article: Manu Lahtinen, Jyothi Kudva, Poornima Hegde, Krishna Bhat, Erkki Kolehmainen, Nonappa, Venkatesh, Damodara Naral|2014|J.Mol.Struct.|1060|280|doi:10.1016/j.molstruc.2013.12.063
CCDC 757363: Experimental Crystal Structure Determination
Related Article: V.Noponen, Nonappa, M.Lahtinen, A.Valkonen, H.Salo, E.Kolehmainen, E.Sievanen|2010|Soft Matter|6|3789|doi:10.1039/b925795k
CCDC 783553: Experimental Crystal Structure Determination
Related Article: Nonappa, K.Ahonen, M.Lahtinen, E.Kolehmainen|2011|Green Chemistry|13|1203|doi:10.1039/c1gc15043j
CCDC 1533112: Experimental Crystal Structure Determination
Related Article: Leticia Arnedo-Sánchez, Nonappa, Sandip Bhowmik, Sami Hietala, Rakesh Puttreddy, Manu Lahtinen, Luisa De Cola, Kari Rissanen|2017|Dalton Trans.|46|7309|doi:10.1039/C7DT00983F
CCDC 1949029: Experimental Crystal Structure Determination
Related Article: Kalle Kolari, Evgeny Bulatov, Rajendhraprasad Tatikonda, Kia Bertula, Elina Kalenius, Nonappa, Matti Haukka|2020|Soft Matter|16|2795|doi:10.1039/C9SM02186H
CCDC 957918: Experimental Crystal Structure Determination
Related Article: Borys Ośmiałowski, Erkki Kolehmainen, Krzysztof Ejsmont, Satu Ikonen, Arto Valkonen, Kari Rissanen, Nonappa|2013|J.Mol.Struct.|1054|157|doi:10.1016/j.molstruc.2013.09.047
CCDC 957920: Experimental Crystal Structure Determination
Related Article: Borys Ośmiałowski, Erkki Kolehmainen, Krzysztof Ejsmont, Satu Ikonen, Arto Valkonen, Kari Rissanen, Nonappa|2013|J.Mol.Struct.|1054|157|doi:10.1016/j.molstruc.2013.09.047
CCDC 1823427: Experimental Crystal Structure Determination
Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Zülal Özdemir, Nonappa, Matti Haukka|2019|Soft Matter|15|442|doi:10.1039/C8SM02006J
CCDC 757364: Experimental Crystal Structure Determination
Related Article: V.Noponen, Nonappa, M.Lahtinen, A.Valkonen, H.Salo, E.Kolehmainen, E.Sievanen|2010|Soft Matter|6|3789|doi:10.1039/b925795k
CCDC 748566: Experimental Crystal Structure Determination
Related Article: Nonappa, M.Lahtinen, B.Behera, E.Kolehmainen, U.Maitra|2010|Soft Matter|6|1748|doi:10.1039/b919619f
CCDC 910560: Experimental Crystal Structure Determination
Related Article: Nonappa,M.Lahtinen,E.Kolehmainen,J.Haarala,A.Shevchenko|2013|Cryst.Growth Des.|13|346|doi:10.1021/cg3015282
CCDC 766948: Experimental Crystal Structure Determination
Related Article: S.Ikonen, Nonappa, A.Valkonen, R.Juvonen, H.Salo, E.Kolehmainen|2010|Org.Biomol.Chem.|8|2784|doi:10.1039/c003228j
CCDC 957919: Experimental Crystal Structure Determination
Related Article: Borys Ośmiałowski, Erkki Kolehmainen, Krzysztof Ejsmont, Satu Ikonen, Arto Valkonen, Kari Rissanen, Nonappa|2013|J.Mol.Struct.|1054|157|doi:10.1016/j.molstruc.2013.09.047
CCDC 1500637: Experimental Crystal Structure Determination
Related Article: Rajendhraprasad Tatikonda, Kia Bertula, Nonappa, Sami Hietala, Kari Rissanen, Matti Haukka|2017|Dalton Trans.|46|2793|doi:10.1039/C6DT04253H
CCDC 783552: Experimental Crystal Structure Determination
Related Article: Nonappa, K.Ahonen, M.Lahtinen, E.Kolehmainen|2011|Green Chemistry|13|1203|doi:10.1039/c1gc15043j
CCDC 1949030: Experimental Crystal Structure Determination
Related Article: Kalle Kolari, Evgeny Bulatov, Rajendhraprasad Tatikonda, Kia Bertula, Elina Kalenius, Nonappa, Matti Haukka|2020|Soft Matter|16|2795|doi:10.1039/C9SM02186H
CCDC 757362: Experimental Crystal Structure Determination
Related Article: V.Noponen, Nonappa, M.Lahtinen, A.Valkonen, H.Salo, E.Kolehmainen, E.Sievanen|2010|Soft Matter|6|3789|doi:10.1039/b925795k
CCDC 957917: Experimental Crystal Structure Determination
Related Article: Borys Ośmiałowski, Erkki Kolehmainen, Krzysztof Ejsmont, Satu Ikonen, Arto Valkonen, Kari Rissanen, Nonappa|2013|J.Mol.Struct.|1054|157|doi:10.1016/j.molstruc.2013.09.047
CCDC 957914: Experimental Crystal Structure Determination
Related Article: Borys Ośmiałowski, Erkki Kolehmainen, Krzysztof Ejsmont, Satu Ikonen, Arto Valkonen, Kari Rissanen, Nonappa|2013|J.Mol.Struct.|1054|157|doi:10.1016/j.molstruc.2013.09.047
CCDC 1823429: Experimental Crystal Structure Determination
Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Zülal Özdemir, Nonappa, Matti Haukka|2019|Soft Matter|15|442|doi:10.1039/C8SM02006J
CCDC 783550: Experimental Crystal Structure Determination
Related Article: Nonappa, K.Ahonen, M.Lahtinen, E.Kolehmainen|2011|Green Chemistry|13|1203|doi:10.1039/c1gc15043j
CCDC 757365: Experimental Crystal Structure Determination
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CCDC 1533113: Experimental Crystal Structure Determination
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