N-Methyl-4-(4-nitrophenyl)-N-nitroso-1,3-thiazol-2-amine

The title compound, C10H8N4O3S, is almost planar [dihedral angle between the rings = 2.2 (2)°; r.m.s. deviation for the non-H atoms = 0.050 Å]. In the crystal, C—H...O and C—H...N hydrogen bonds link the molecules into (10-2) layers.

Rearrangement products of 3-methanesulfonyl-N-methyl-N-nitroaniline.

Two isomeric products (C 8 H 10 N 2 O 4 S) of the rearrangement of 3-methanesulfonyl-N-methyl-N-nitroaniline have been investigated, viz. 3-methanesulfonyl-N-methyl-2-nitroaniline, which was the main product of the rearrangement, and 5-methanesulfonyl-N-methyl-2-nitroaniline. In both molecules, the aromatic rings are appreciably deformed towards ortho-quinonoidal geometry by electronic and steric interactions. The crystal structure is stabilized, in both cases, by weak C-H...O hydrogen bonds.

Reactions of Piperazin-2-one, Morpholin-3-one, and Thiomorpholin-3-one with Triethyl Phosphite Prompted by Phosphoryl Chloride: Scope and Limitations

The reaction of the title lactams with triethyl phosphite prompted by phosphoryl chloride provided six-membered ring heterocyclic phosphonates or bisphosphonates. These novel scaffolds might be of interest as building blocks in medicinal chemistry. The course of the reaction was dependent on the structure of the used substrate. Thus, morpholin-3-one and thiomorpholin-3-one readily provided the corresponding 1,1-bisphosphonates (compounds 1, 2, 7, 14 and 16), whereas the protection of their nitrogen atom resulted in the formation of dehydrophosphonates (compounds 5, 6, and 8). Piperazin-2-one reacted differently yielding mixture of cis- and trans- piperazine-2,3-diyl-bisphosphonates (compoun…

A multiaxial electrical switching in a one-dimensional organic–inorganic (pyrrolidinium)2Cd2I6ferroelectric and photoluminescent crystal

Ferroelectric materials exhibiting more than one polar phase are very attractive in terms of application. The advantage of such materials is temperature-dependent switching between two different ferroelectric states. Here we report on the discovery of a unique, continuous ferroelectric – ferroelectric transformation in (C4H10N)2[Cd2I6], PCdI at 220 K. Thermal measurements suggest that phase transition is close to the continuous one. Both phases belong to the same polar monoclinic Cc space group. Temperature-variable X-ray diffraction measurements of single crystals confirm the polar nature of the two phases (I and II). The anionic network is in the form of [Cd2I6]2− 1D chains, with pyrrolid…

Triclinic conformational polymorph of N,N,N′,N′-tetrakis(2-cyanoethyl)-1,2-ethylenediamine (TCED)

Abstract The crystal and molecular structures of two polymorphs of N,N,N′,N′-tetrakis(2-cyanoethyl)-1,2-ethylenediamine have been characterized by X-ray diffraction along with density functional theory (DFT) studies. The molecules differ from each other by conformation. N,N,N′,N′-tetrakis(2-cyanoethyl)-1,2-ethylenediamine has been synthesized by cyanoethylation of ethylenediamine. Cyanoethylation of vicinal diamines is important for the synthesis of hyperbranched polymeric materials applied as catalysts, surfactants and encapsulating agents in drug delivery systems. The molecular geometry of N,N,N′,N′-tetracyanoethyl-1,2-ethylenediamine is similar to that of homologous compounds. DFT calcul…

Preparation and molecular structures of N′-(2-heteroarylmethylidene)-3-(3-pyridyl)acrylohydrazides

Abstract The crystal and molecular structures of N′-(2-furylmethylidene)-3-(3-pyridyl)acrylohydrazide and N′-(2-thienylmethylidene)-3-(3-pyridyl)acrylohydrazide are reported, and the influence of the type of the heteroatom on the aromaticity of the aromatic rings is discussed. Both molecules are nearly planar. The geometry of the acrylohydrazide arrangement is comparable to that of homologous compounds. Density functional theory (DFT) calculations were performed in order to analyze the changes in the geometry of the studied compounds in the crystalline state and for the isolated molecule. The most significant changes were observed in the values of the N–N and C–N bond lengths. The harmonic …

2,4-Di-tert-butyl-6-({[2-(di-methyl-amino)-eth-yl](2-hy-droxy-benz-yl)amino}-meth-yl)phenol.

The title compound, C26H40N2O2, has both its N atoms in trigonal-pyramidal geometries. The molecular structure is stabilized by O—H...N and C—H...O hydrogen bonds. In the crystal, C—H...π interactions lead to the formation of a supramolecular helical chain along theb-axis direction.

Structural phase transitions coupled with prominent dielectric anomalies and dielectric relaxation in [(CH3)3NH]2[KCo(CN)6] and mixed [(CH3)3NH]2[KFexCo1−x(CN)6] double perovskite hybrids

The crystals of pure [(CH3)3NH]2[KFe(CN)6] (TrMAFe) and [(CH3)3NH]2[KCo(CN)6] (TrMACo) as well as their mixed crystals (TrMAFexCo1−x), with different ratios of x = 0, 0.12, 0.18, 0.49, 0.56, 0.73, 0.81, 1.0, have been grown from aqueous solutions. The structure of TrMACo has been determined at 360 K to be cubic (Fmm). In phase II (100 K), the TrMACo crystal is monoclinic (C2/c). The thermal stability of the pure and mixed crystals has been determined by using both DTA and TGA. Based on the DSC results, we have found a single phase transition (PT) for both pure and mixed crystals. The Fe(III) concentration was estimated by using the SEM technique. We have found a linear relationship between …

Bridging vs. Chelating Coordination Modes of Vinylsilanes in CuIπ-Complexes: Structure and Stability

Two new copper(I) olefin complexes, [Cu6Cl6(MTrVS)2] (1) and [Cu2Cl2(DMVSP)2] (2), of tridentate bridging methyltrivinylsilane (MTrVS) and bidentate chelating 2-[dimethyl(vinyl)silyl]pyridine (DMVSP) have been synthesized and characterized by single-crystal X-ray structure analysis, IR and 1H NMR spectroscopy. It has been shown that using the alkenylsilanes with required electronic properties, molecular symmetry and conformational flexibility, it is possible to control the formation of optimal copper(I) halide oligomers. The obtained results, together with relevant literature data, also illustrate how the coordination mode of vinylsilanes is related to Cu–(C=C) bond strengthening and, conse…

Dimethyl 4,4′-(diazenediyl)dibenzoate at 100 K

In the asymmetric part of the unit cell of the title compound, C16H14N2O4, there are two chemically equivalent but crystallographic independent half molecules. The geometric centre of each complete molecule lies on a crystallographic inversion centre. Both molecules are almost planar [mean deviations of atoms in the two molecules are 0.032 (2) and 0.044 (2) Å] and their geometries are similar. In the crystal, molecules are arranged in columns along the a axis. There are no intermolecular donor–acceptor distances shorter than 3.4 Å.

N,N-Dicyclohexylnitramine

Molecules of the title compound, C12H22N2O2, are composed of an nitramine group substituted by two cyclohexane rings. The cyclohexane rings have chair conformations, with the exocyclic C—N bonds in axial orientations. In the crystal, C—H...O hydrogen bonds connect the molecules intoC(6) [-101] zigzag chains.

Theoretical Multipolar Atom Model Transfer in Nitro-Derivatives of N-Methylaniline

The nitroanilines are an example of compounds in which the coexistence of electron-rich and electron-deficient substituents, connected through a conjugated π-electronic system, makes their molecular second-order hyperpolarizability and second-harmonic generation efficiency particularly high. This property makes them extremely interesting from the point of view of charge density distribution analysis. The electron density of three isomeric molecules, i.e., N-methyl-2-nitroaniline, N-methyl-3-nitroaniline, and N-methyl-4-nitroaniline, was calculated theoretically through the multipolar atom model transfer. Two types of refinement models, i.e., multipolar atom model (MAM) and independent atom …

2-[4-(Di­methyl­amino)­phen­yl]-3,3-di­fluoro-3H-naphtho­[1,2-e][1,3,2]oxaza­borinin-2-ium-3-uide

In the title compound, C19H17BF2N2O, a twist about the N—C single bond is observed, making the cross conjugation not as efficient as in the case of a planar structure. The borone complex has tetrahedral geometry. In the crystal, molecules are conected by weak C—H...F hydrogen bonds.

Phase transitions and distortion of [BiCl6]3- octahedra in (C3H5NH3)3[BiCl 6] - DSC and single-crystal X-ray diffraction studies

The DSC diagram of tris(allylammonium) hexachlorobismuthate(III), (C3H5NH3)3[BiCl6], revealed three anomalies at 152, 191 and 299 K. The structure of the salt was determined at 200 and 315 K, below and above the high-temperature phase transition at 299 K. In both phases the crystals are monoclinic. At 200 K the space group is C2/c whereas at 315 K it is C2/m. The structures, at both temperatures, are composed of [BiCl6]3− octahedra and allylammonium cations. The organic and inorganic moieties are attracted to each other by a network of the N-H. . .Cl hydrogen bonds. The relationship between corresponding parameters of the unit cells has been found. The phase transition at 299 K, of the orde…

A new copper(II) chelate complex with tridentate ligand: Synthesis, crystal and molecular electronic structure of aqua-(diethylenetriamine-N, N′, N′′)-copper(II) sulfate monohydrate and its fire retardant properties

Abstract The crystals of a new aqua-(diethylenetriamine-N, N′, N′′)-copper(II) sulfate monohydrate have been synthesized by direct interaction of solid copper(II) sulfate pentahydrate with diethylenetriamine (deta). The crystal structure of [Cu(deta)H2O]SO4⋅H2O (1) has been determined by X-ray diffraction methods at 100 K and characterized using X-ray powder diffraction pattern: space group P 1 ¯ , a = 7.2819(4), b = 8.4669(4), c = 8.7020(3) A, α = 83.590(3), β = 89.620(4), γ = 84.946(4)°, Z = 2. The environment of the Cu(II) atom is a distorted, elongated square pyramid which consists of three nitrogen atoms of the deta molecule and oxygen atom of the water molecule in the basal plane of t…

Crystal structure of N-(tert-butoxycarbonyl)phenylalanyldehydroalanine isopropyl ester (Boc–Phe–ΔAla–OiPr)

In the crystal structure of the de­hydro­dipeptide (Boc-Phe-ΔAla-OiPr), the mol­ecule has a trans configuration of the N-methyl­amide group. Its geometry is different from saturated peptides but is in excellent agreement with other de­hydro­alanine compounds. In the crystal, an N—H⋯O hydrogen bond links the mol­ecules in a herringbone packing arrangement.

Synthesis and electronic aspects of tetrahydrobenzothienopyrimidine derivatives

Abstract The chemistry of thiophenes, pyrimidines, triazolopyrimidines and benzothiophenes has drawn much attention because of their biological activities. Their interesting properties are connected with their complex π-electron delocalisation effects. Herein the synthesis, crystal and molecular structures at 100 K and DFT calculated structures of three tetrahydrobenzothienopyrimidine derivatives are reported i.e. 4-hydrazino-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine which was a substrate for 2-phenyl-8,9,10,11-tetrahydro[1]benzothieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine and 3-methyl-9,10,11,12-tetrahydro-2H-[1]benzothieno[2′,3′:4,5]pyrimido[1,6-b][1,2,4]triazin-2-one. Moreover t…

Inter- and intramolecular bonding in 1,3,5-triamino-2,4,6-trinitrobenzene: An experimental and theoretical quantum theory of atoms in molecules (QTAIM) analysis

Chemical bonding in the triclinic phase of 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) has been analyzed based on the experimental electron density derived from X-ray diffraction data obtained at 20 K. The results have been compared with those from solid state theoretical calculations. The total electron density has been analyzed in terms of the Quantum Theory of Atoms in Molecules (QTAIM). Features of the covalent bonds demonstrate the presence of multiple bonds of various order. Strong intramolecular hydrogen bonds and weaker intermolecular bonds within the layer structure are characterized by the properties of their (3, −1) critical points. Weaker interactions, predominantly O···O, betwe…

Biphenyl-4-yl 4-methylbenzenesulfonate

Molecules of the title compound, C19H16O3S, are composed of a biphenyl moiety substituted with a toluene-4-sulfonate group. The dihedral angle between the two coplanar biphenyl rings and the toluene ring is 52.72 (6)°.

Novel 2,6-disubstituted phenylboronic compounds - Synthesis, crystal structures, solution behaviour and reactivity

Abstract 2,6-Diformylphenylboronic acid has been synthesized and characterized both in the solid state as well as in solution. In crystal, an unusual structural pattern has been found with the formation of intermolecular hydrogen bonds by B(OH) 2 and CHO groups as well as water molecules. In solution tautomeric equilibrium with the formation of oxaborole ring by one of the formyl groups was proved on the basis of multinuclear NMR spectroscopy. The title compound reacts with secondary mono- and diamines to form various types of substituted benzoxaboroles, which have been characterized by XRD and spectroscopic methods.

Diethyl (1-benzyl-4-phenyl-3-trifluoromethyl-1H-pyrrol-2-yl)phosphonate

In the title compound, C22H23F3NO3P, the dihedral angles between the pyrrole ring and the benzyl and phenyl rings are 81.38 (7) and 46.21 (8)°, respectively. The ethyl phosphate groups present with P—O—C—C torsion angles of −178.47 (10) and 106.72 (16)°, and an intramolecular C—H...O hydrogen bond occurs. In the extended structure, molecules are linked by C—H...O and C—H...F hydrogen bonds to generate [001] chains.

Coordination environment friendly silicon in copper(I) chloride π-complexes with tetravinylsilane and dimethyltetravinyldisiloxane

Abstract Two crystal complexes of copper(I) chloride with tetravinylsilane (TVS) dimethyltetravinyldisiloxane (DMTVDS) were prepared and examined by IR spectroscopy and X-ray diffraction: sp. gr. P2/a, Z = 4, a = 13.428(1) A, b = 7.9584(7) A, c = 14.694(1) A for [Cu4Cl4(TVS)]; sp. gr. P21/c, a = 10.505(1) A, b = 13.487(1) A, c = 13.870(1) A for [Cu4Cl4(DMTVDS)]. The influence of the vinylsilicon ligands on the efficiency of the Cu⋯C C interaction is discussed. Thus, the consideration of dSi ← π∗C C ← dCu conjugate system may help to understand how the silicon π-acceptor properties influence on the degree of trigonal distortion of the Cu(I) coordination tetrahedron as well as on the inorgani…

3,5-Bis(trifluoromethyl)phenyl 4-methylbenzenesulfonate

Molecules of the title compound, C15H10F6O3S, are composed of 3,5-bis(trifluoromethyl)phenyl substituted with a toluene-4-sulfonate group. The dihedral angle between two aromatic moieties is 45.10 (5)°. In the crystal, molecules are connected by weak C—H...O and C—H...F contacts. One of the trifluoromethyl groups is disordered.

3-Formyl-2-furanboronic acid: X-ray and DFT studies

The molecule of the title compound, C5H5BO4, is almost planar with the boronic acid group inclined to the furan ring by 3.7 (1)°. DFT (density functional theory) calculations at the B3LYP/6-311+G** level of theory (with no imaginary frequencies) were used to approximate the influence of hydrogen bonding on the molecular geometry and have confirmed the planarity of the mol­ecule. No significant differences in geometrical parameters in the solid state and in the gas phase are associated with the presence of the O—H⋯O intermolecular hydrogen-bonding network. The crystal packing is characterized by O—H⋯O hydrogen-bonded dimers, which are additionally linked by O—H⋯O, as well as C—H⋯O interactio…

Michael additions to double bonds of esters of N-protected (s)-phenylalanyldehydroalanine (X-(s)-Phe-ΔAla-OMe) and its phosphonic acid counterpart (X-(s)-Phe-ΔAla-PO(OEt)2)

Electrophilic addition of amines, thiols and bromide to the double bonds of model dehydrodipeptides and dehydrophosphonodipeptide was studied. The double bond in these two classes of peptides reacted similarly and gave the same products. These results indicate that dehydropeptides are very good candidates as substrates for modifications of peptide side-chains.

N-Methyl-N-(2-nitrophenyl)nitramine andN-methyl-N-(3-nitrophenyl)nitramine

The structures of the two title isomeric compounds (systematic names: N-meth­yl-N,2-dinitro­aniline and N-meth­yl-N,3-di­nitro­aniline, both C7H7N3O4) are slightly different because they exhibit different steric hindrances and hydrogen-bonding environments. The aromatic rings are planar. The –N(Me)NO2 and –NO2 groups are not coplanar with the rings. Comparison of the geometric parameters of the ortho, meta and para isomers together with those of N-meth­yl-N-phenyl­nitramine suggests that the position of the nitro group has a strong influence on the aromatic ring distortion. The crystal packing is stabilized by weak C—H⋯O hydrogen bonds to the nitramine group.

Distortions of [Sb2Cl10]4– Bioctahedra and Phase Transitions in the Chloroantimonate(III) (C3H5NH3)2[SbCl5]·(C3H5NH3)Cl

Bis(allylammonium)pentachloroantimonate(III) - allylammonium chloride, (C3H5NH3)2[SbCl5] · (C3H5NH3)Cl, belongs to the chloroantimonate(III) organic-inorganic salts family. The DSC studies of this compound showed two anomalies at 181 K and at 223 K. Both are associated with phase transitions, which mainly occur due to ordering-disordering processes of the organic cations. Between 181 and 223 K the structure is incommensurate. The crystal structure was determined at 298 and 86 K. At both temperatures the crystal structure consists of (C3H5NH3)+ cations, anionic distorted [Sb2Cl10]4− units and isolated Cl− ions. In the room-temperature phase two out of three, and in the low-temperature phase …

The first silver(I) nitrate π-complexes with unsaturated organosilicons: Synthesis and structural characterization of [Ag(DADPS)xNO3] (DADPS=diallyldiphenylsilane, x=0.75; 1)

Abstract Tetraethylene glycol dimethyl ether (tetraglyme) was used for the first time to induce the activation of silver nitrate resulting in the step-by-step formation of complexes with diallyldiphenylsilane (DADPS). Two crystal compounds of this series were examined by FTIR spectroscopy and X-ray diffraction. The analysis of the obtained data showed that the Ag (C C) η 2 -interaction is involved in the synergistic effect of intra and intermolecular forces. In particular the interlayer π–π stacking interactions promoted by asymmetric weak Ag C(phenyl) bond have a significant influence on the thermal behavior and stability of the synthesized products. It was also found that a decrease of si…

Crystal structure of bis-(allyl-ammonium) oxalate.

The title salt, 2C3H8N+·C2O42−, crystallized with six independent allylammonium cations and three independent oxalate dianions in the asymmetric unit. One of the oxalate dianions is nearly planar [dihedral angle between CO2planes = 1.91 (19)°], while the other two are twisted with angles of 11.3 (3) and 26.09 (13)°. One cation has a synperiplanar (cis) conformation with an N—C—C—C torsion angle of 0.9 (3)°, whereas the five remaining cations are characterized bygauchearrangements, with the N—C—C—C torsion angles ranging from 115.9 (12) to 128.8 (3)°. One of the allylammonium cations is positionally disordered (fixed occupancy ratio = 0.45:0.55). In the crystal, the cations and anions are co…

Energetic study of bifurcated hydrogen bonds in secondary structures of salts composed with dicarboxylic acids and ethylamine

Abstract The nature of bifurcated hydrogen bonds prompted us to analyze the energy of supramolecular motifs on the example of new structures of carboxylic acids salts with amines, which guarantee a multitude of such interactions. Experimental and theoretical studies of four dicarboxylic salts with primary amine: ethylammonium succinate hydrate (1), tartrate hydrate (2) phthalate hydrate (3) and terephthalate (4) has been investigated along with study of the strength of interactions between the anions and cations. The complete topological analysis of the charge density for all new structures allowed designation of the estimated Cumulative Dissociation Energy (eCDE).

Structure, ferroelasticity and Goldilocks zone phase transitions in C3H5N2Al(SO4)2·6H2O

The single crystal growth and sequence of reversible phase transition are described for C3H5N2Al(SO4)2·6H2O. Thermal and structural analyses combined with dielectric studies and optical observations revealed the structural phase transition at T 1 = 339/340 K (I↔II) and T 2 = 347/348 K (II↔III) on heating and cooling, respectively. Both phase transitions are of the first-order type. The symmetry changes from monoclinic to trigonal phase. At 293 K, the large crystals are usually divided into numerous domains of the ferroelastic type that disappear above T 1 on heating and reappear below T 1 on cooling. The domain structure pattern is characteristic for the transition between trigonal and mono…

Structural characterization, thermal, dielectric and vibrational properties of tris(allylammonium) hexabromoantimonate(III), (C3H5NH3)3SbBr6

Abstract The novel inorganic–organic hybrid material, allylammonium hexabromoantimonate(III), (C3H5NH3)3SbBr6, has been synthesized and its structure has been determined by means of the single-crystal X-ray diffraction studies at five temperatures (273, 248, 220, 170 and 100 K). At room temperature the compound crystallizes in the monoclinic space group, C2/m. Its crystal structure is composed of the discrete SbBr 6 3 - anions and three non-equivalent allylammonium, (C3H5NH3)+, cations. In (C3H5NH3)3SbBr6 three solid–solid structural phase transitions are detected: a continuous one at 260/256 K (on heating–cooling) from phase I to II, a discontinuous one at 227/208 K (II→III) and another di…

Synthesis, characterization and catalytic properties for olefin polymerization of two new dimeric zirconium(IV) complexes having diamine-bis(phenolate) and chloride ligands

Abstract Reaction of the zirconium tetrachloride with one equivalent of the sodium salt of the diamine bis (phenolate) ligand, L1H2 (Me2NCH2CH2N-(CH2-2-OH-3,5-tBu-C6H2)2) or L2H2 (Me2NCH2CH2N-(CH2-2-OH-3,5-tBu-C6H2)(CH2-2-OH-C6H4)) in the presence of air led to formation of [Lig1ZrCl]2(μ-O) and [Lig2ZrCl]2(μ-O), respectively. These novel oxo-bridged dinuclear zirconium complexes were characterized by elemental analysis, 1H NMR spectroscopy and by single-crystal X-ray diffraction. Their reactivities in polymerization of ethylene and 1-octene, upon activation with Al(iBu)3/Ph3CB(C6F5)4 and MAO, were examined. It was found that lack of t-Bu substituents on one phenolate ring cause a significan…

Substituent effects in trans-p,p'-disubstituted azobenzenes: X-ray structures at 100 K and DFT-calculated structures.

The crystal and molecular structures of twopara-substituted azobenzenes with π-electron-donating –NEt2and π-electron-withdrawing –COOEt groups are reported, along with the effects of the substituents on the aromaticity of the benzene ring. The deformation of the aromatic ring around the –NEt2group inN,N,N′,N′-tetraethyl-4,4′-(diazenediyl)dianiline, C20H28N4, (I), may be caused by steric hindrance and the π-electron-donating effects of the amine group. In this structure, one of the amine N atoms demonstrates clearsp2-hybridization and the other is slightly shifted from the plane of the surrounding atoms. The molecule of the second azobenzene, diethyl 4,4′-(diazenediyl)dibenzoate, C18H18N2O4,…

Symmetric Fluoroborate and its Boron Modification: Crystal and Electronic Structures

Four boron-carrying molecules were synthesized and purified. These were found to be (a) relatively neutral with respect to the parent BF derivative and (b) functionalized by donor&ndash

Revised structure of trans-resveratrol: Implications for its proposed antioxidant mechanism

The crystal structure of trans-resveratrol has been redetermined by X-ray diffraction. The newly refined structure demonstrates that the previously reported, dynamically disordered hydrogen-bonding network is rather the superposition of two crystallographically independent molecules of trans-resveratrol. This latter arrangement possesses a well-defined hydrogen-bonding network in a unit cell of double the previously reported volume. While not meant as a criticism of the proposed antioxidant mechanism itself, the present studies clearly show that the X-ray diffraction data should no longer be used for its additional support.

Isostructural phase transition, quasielastic neutron scattering and magnetic resonance studies of a bistable dielectric ion-pair crystal [(CH3)2NH2]2KCr(CN)6

We have synthesised and characterised a novel organic–inorganic hybrid crystal, [(CH3)2NH2]2KCr(CN)6. The thermal DSC, TMA, DTG and DTA analyses indicate two solid-to-solid structural phase transitions (PTs). According to the X-ray diffraction experiments, the first PT at 220 K is isostructural, since it does not involve a change of the space group. This transition occurs between the states, where the (CH3)2NH2+ cations are orientationally disordered and ordered (frozen). The other reversible PT at 481 K leads to a melt-like phase similar to the one observed in plastic crystals or polar liquids. Dielectric spectroscopy has been used to characterise the switching properties of the dipole mom…

A polar/π model of interactions explains face-to-face stacked quinoid rings: a case study of the crystal of potassium hydrogen chloranilate dihydrate

International audience; The nature of interactions between face-to-face staggered stacked quinoid rings with pi-systems, observed with a short inter-ring centroid. centroid distance, is analyzed by experimental and theoretical methods. Charge density studies based on X-ray diffraction and DFT calculations, complemented by impedance spectroscopy, were employed to define the electronic and structural characteristics of the quinoid rings responsible for their interactions within the crystal packing. The crystal packing is mainly stabilized by strong electrostatic interactions between the K+ cation and the hydrogen chloranilate anion. The proximity and orientation of the stacked quinoid rings i…

Substituent effects in nitro derivatives of carbazoles investigated by comparison of low-temperature crystallographic studies with density functional theory (DFT) calculations

The crystal structure of 9H-carbazole, C12H9N, (I), has been redetermined at low temperature for use as a reference structure in a comparative study with the structures of 1-nitro-9H-carbazole, C12H8N2O2, (II), and 9-nitrocarbazole, C12H8N2O2, (III). The molecule of (I) has crystallographically imposed mirror symmetry (Z′ = 0.5). All three solid-state structures are slightly nonplanar, the dihedral angles between the planes of the arene and pyrrole rings ranging from 0.40 (7)° in (III) to 1.82 (18)° in (II). Nevertheless, a density functional theory (DFT) study predicts completely planar conformations for the isolated molecules. To estimate the influence of nitro-group substitution on aroma…

The substituent effect of π-electron delocalization in N-methylamino-nitropyridine derivatives: crystal structure and DFT calculations

AbstractThe crystal and molecular structures of 3-(N-methylamino)-2-nitropyridine, 5-(N-methylamino)-2-nitropyridine and 2-(N-methylamino)-5-nitropyridine have been characterized by X-ray diffraction. To perform conformational analysis, the geometries of the compounds as well as their conformers and rotamers were optimized at the B3LYP/6-311++G(3df,3pd) level. The resulting data were used to analyze the π-electron delocalization effect in relation to the methylamino group rotation in ortho-, meta- and para-substitution positions. Quantitative aromaticity indices were calculated based on which we estimated the electronic structures of the analyzed compounds. The substituent effect of the met…

N-(Pyrazin-2-yl)adamantane-1-carboxamide

Molecules of the title compound, C15H19N3O, are composed of an adamantine unit and a pyrazine ring connected to each other through an amide bond. The H—N—C=O moiety is close to planar [C—N—C—O and C—N—C—C torsion angles of 4.7 (2) and −173.8 (1)°, respectively]. The N3—C5 bond has partial double-bond character [1.370 (1) Å]. The geometries of the pyrazine ring and the adamantane substituent are normal and in good agreement with closely related structures. In the crystal, molecules are connected by N—H...O hydrogen bonds, forming zigzag chains in the [001] direction and are arranged in a herringbone fashion.

N-Methyl-3-methylsulfonyl-N-nitroaniline

In the title compound, C8H10N2O4S, the N—N bond length [1.3488 (18) A] indicates some double-bond character, while the torsion angle between the aromatic ring and the nitramine group [66.3 (2)°] rules out further delocalization in the mol­ecule. The geometry of the methyl­sulfon­yl substituent is quasi-tetra­hedral, as expected. The crystal packing is stabilized by C—H⋯O hydrogen bonds, with the mol­ecules arranged in chains extended along the [101] direction.

Naphthalene-2,6-diyl bis(4-methylbenzenesulfonate)

The complete molecule of the title compound, C24H20O6S2, is generated by a crystallographic inversion centre at the middle of the naphthalene ring system. The dihedral angle between the naphthalene ring system and the pendant benzene ring is 10.23 (6)° and the C—S—O—C torsion angle is −172.05 (10)°. In the crystal, weak C—H...O interactions link the molecules into (10-1) sheets.

N-(3-Methoxypropyl)-1,8-naphthalimide

In the title compound, C16H15NO3, the 1,8-naphthaleno­dicarbox­imide group is nearly planar and, in the naphthal­imide ring system, the characteristic alternating pattern of bond lengths is observed. In the crystal, the mol­ecules are connected by a weak C—H⋯O hydrogen bond and extend in the direction parallel to the b axis.

Novel bimetallic MOF phosphors with an imidazolium cation: structure, phonons, high- pressure phase transitions and optical response

We report the synthesis, crystal structure, phonons and luminescence properties of three novel heterometallic metal organic frameworks (MOFs) with perovskite-like topology of the following formulas: [C3H5N2]Na0.5Cr0.5(HCOO)3 (ImNaCr), [C3H5N2]Na0.5Al0.5(HCOO)3 (ImNaAl) and [C3H5N2]Na0.5Al0.475Cr0.025(HCOO)3 (ImNaAlCr with 5 mol% of Cr3+). ImNaCr crystallizes in a monoclinic system (P2/n space group) with one imidazolium cation (Im+) in an asymmetric unit forming six N–H⋯O and four C–H⋯O hydrogen bonds. In contrast to other known heterometallic MOFs, the complete substitution of Cr3+ ions with smaller Al3+ ions leads to a change of the crystal symmetry. ImNaAl adopts a monoclinic P21/n space…

Synthesis of 2-Aminothiazole Derivatives in Easy Two-Step, One-Pot Reaction

Proton tautomerism in 2-nitramino-C-nitropyridine derivatives - Experimental and quantum chemical study

Abstract The structures of 2-nitramino-3-nitropyridine and 2-nitramino-5-nitropyridine have been characterized by X-ray diffraction and Density Functional Theory (DFT) studies. In the crystals, both compounds exist as the imino forms. The DFT calculations were performed in order to explore the amino-imino tautomerism of the studied compounds in the gas phase and the influence of solvent polarity on the tautomeric equilibrium. The Harmonic Oscillator Model of Aromaticity index (HOMA) and Nucleus Independent Chemical Shift (NICS) calculated for the pyridine rings of the studied systems, demonstrated a noticeable decrease in aromaticity of the imino forms. This study showed also that the highe…

2,2-Di­fluoro-3-(4-fluoro­phen­yl)-2H-benzo[e][1,3,2]oxaza­borinin-3-ium-2-uide

There is one independent molecule in the asymmetric unit of the title compound, C13H9BF3NO, which crystallizes in the non-centrosymmetric space groupCc. In the molecular structure, the BF2-carrying ring is distorted from planarity and its mean plane makes a dihedral angle of 42.3 (1)° with the 4-fluorophenyl ring. F atoms are involved in all of the short intermolecular contacts of the crystal structure, which link molecules to form chains along [001] and [010].

Cyano-bridged perovskite [(CH3)3NOH]2[KM(CN)6],[M: Fe(III), Co(III)] for high-temperature multi-axial ferroelectric applications with enhanced thermal and nonlinear optical performance

Highly stable ferroelectrics with reversible high-temperature phase transitions and switchable nonlinear optical behaviour are much coveted targets for emerging optoelectronic applications. Here, we demonstrate a cyano-bridged perovskite [(CH3)3NOH]2[KCo(CN)6] (TMAO-Co), a new analogue of the multi-axial ferroelectric [(CH3)3NOH]2[KFe(CN)6] (TMAO-Fe) with improved thermal stability and enhanced second-order nonlinear optical response. Indeed, for TMAO-Co the Curie temperature (Tc) is shifted to a higher value of ca. 416 K (improvement by ca. 10 K versusTMAO-Fe); the separation between Tc and the decomposition threshold is 46 K. TMAO-Co is a biaxial ferroelectric as revealed by P(E) hysteres…

Tetrakis(1-ethyl-1H-1,2,4-triazole-κN4)bis(nitrato-κO)copper(II) and bis(nitrato-κO)tetrakis(1-propyl-1H-1,2,4-triazole-κN4)copper(II)

The copper(II) environments for tetrakis(1-ethyl-1,2,4-triazole)dinitratocopper(II), [Cu(NO 3 ) 2 (C 4 H 7 N 3 ) 4 ], and tetrakis-(1-propyl-1,2,4-triazole)dinitratocopper(II), [Cu(NO 3 ) 2 (C 5 -H 9 N 3 ) 4 ], are distorted square bipyramidal. Both structures are centrosymmetric, with the copper(II) ions located at inversion centers coordinated by four N atoms of four triazole molecules and by two O atoms of two nitrate ions in an elongated octahedral geometry. This elongation is a result of the Jahn-Teller effect. The largest distortion is that of the N-Cu-O angles, which differ from 90 by 5.68 (10)° in the ethyl and 5.59 (8)° in the propyl derivative.

Synthesis, structural, and thermal characterization of a new binuclear copper(II) chelate complex bearing an amine-hardener for epoxy resins

A new di(μ-carbonato)bis[aqua(diethylenetriamine)copper(II)] hexahydrate complex, [{Cu(NH(C2H4NH2)2)(H2O)(μ-CO3)}2]⋅6H2O (1), was synthesized by direct interaction of malachite with diethylenetriamine (dien). The crystals of 1 were characterized by X-ray powder diffraction and IR spectra, as well as structurally characterized. Compound 1 consists of [{Cu(dien)(H2O)(μ-CO3)}2] discrete units whose CO32– anions play the role of bridging ligands combining two Cu(II) chelate cores into a centrosymmetric dimer. The elongated octahedral environment of Cu2+ consists of three nitrogens of dien and an oxygen from CO32– at the base of the bipyramid; the two apical positions of such polyhedron are occu…

Synthesis, crystal and molecular-electronic structure, and kinetic investigation of two new sterically hindered isomeric forms of the dimethyl[methyl(phenylsulfonyl)amino]benzenesulfonyl chloride

Two new structural isomers – 2,4-dimethyl-5-[methyl(phenylsulfonyl)amino]benzenesulfonyl chloride (1) and 2,4-dimethyl-3-[methyl(phenylsulfonyl)amino]benzenesulfonyl chloride (2) were synthesized by interaction of N-(2,4-dimethylphenyl)-N-methyl-benzenesulfonamide or N-(2,6-dimethylphenyl)-N-methylbenzenesulfonamide with chlorosulfonic acid. Both compounds have been structurally characterized by X-ray single crystal diffraction at 100 K. The crystals of 1 are triclinic: space group View the MathML source, a = 8.1542(2), b = 11.0728(3), c = 11.2680(3) Å, α = 116.557(3), β = 95.155(2), γ = 108.258(2)°, V = 831.97(4) Å3, Z = 2, R = 0.0251 for 2429 reflections; the crystals of 2 are monoclinic:…

X-ray, conformation and electronic structures of 1-nitropyrrolidine

Abstract The chemistry of pyrrolidine compounds has drawn much attention because of their biological activities. The crystal and molecular structure of 1-nitropyrrolidine (C4H8NNO2) at 150K, along with calculated structures (DFT and MP2), are reported herein. In the solid-state, the asymmetric part of the unit cell is composed of one quartermolecule at the position of two perpendicular mirror planes and the five-membered ring is disordered over a mirror plane, revealing the twisted conformation. Both geometries suggest slight sp3 hybridization of the amine nitrogen atom. The non-planar geometry suggests the lack of conjugation of the amine nitrogen lone pair with the nitro group, however th…

Experimental and Theoretical Electron Density Determination for Two Norbornene Derivatives: Topological Analysis Provides Insights on Reactivity

The electron density distribution of two substituted norbornene derivatives (cis-5-norbornene-endo-2,3-dicarboxylic anhydride (1) and 7-oxabicylo[2.2.1]hept-5-ene-exo-2,3-dicarboxylic anhydride (2) has been determined from low-temperature (20 K) X-ray diffraction data and from DFT calculations with periodic boundary conditions. Topological analysis of the electron density is discussed with respect to exo-selective additions, the partial retro-Diels-Alder (rDA) character of the ground state, and intermolecular interaction energies.

Acetylhydroxamic acid

There is one independent molecule in the asymmetric unit of the title compound (alternatively namedN-hydroxyacetamide), C2H5NO2. It crystallizes in the noncentrosymmetric space groupP43. The structure is an anhydrous form of acetylhydroxamic acid with typical geometry that corresponds well with the hydrated structure described by Bracher & Small [Acta Cryst.(1970), B26, 1705–1709]. In the crystal, N—H...O and O—H...O hydrogen bonds connect the molecules into chains in thec-axis direction.

Crystal polymorphism of (μ4–O)-body centered adamantanoid Cu(II) complexes

Abstract Two novel polymorphs of [Cu4(μ4–O)(μ–Cl)6(DASO)4], (DASO = diallyl sulfoxide; C6H10OS), rhombic (C) and triclinic (D), were obtained and examined by single crystal X-ray diffraction analysis at two temperatures, 295(2) and 100(1) K. This study, in addition to our recent work on the tetragonal (A) and trigonal (B) forms of the title compound, allowed determining the nature of polymorphism and temperature-induced phase transitions. It is stated that both the packing arrangement and the displacive transformation integrate these structures, forming the symmetrically and thermodynamically related series: A,B → C → D. The C3h → C4 distortion of Cu(II) trigonal bipyramidal coordination ge…

On the application of an experimental multipolar pseudo-atom library for accurate refinement of small-molecule and protein crystal structures

International audience; With an increasing number of biomacromolecular crystal structures being measured to ultra-high resolution, it has become possible to extend to large systems experimental charge-density methods that are usually applied to small molecules. A library has been built of average multipole populations describing the electron density of chemical groups in all 20 amino acids found in proteins. The library uses the Hansen & Coppens multipolar pseudo-atom model to derive molecular electron density and electrostatic potential distributions. The library values are obtained from several small peptide or amino acid crystal structures refined against ultra-high-resolution X-ray diff…

4-Chloronaphthalen-1-yl 4-methylbenzenesulfonate

In the title compound, C17H13ClO3S, the naphthalene ring system and the benzene ring of the tosylate substituent are inclined to one another by 55.32 (5)°. The crystal structure features weak intermolecular C—H...O hydrogen bonds, one of which forms inversion dimers. Additional C—H...O hydrogen bonds and weak Cl...Cl halogen bonds stack the molecules along the b-axis direction.

3,5-Dimethoxyphenyl 4-methylbenzenesulfonate

Molecules of the title compound, C15H16O5S, are composed of a 3,5-dimethoxyphenyl moiety substituted with a toluene-4-sulfonate group. The dihedral angle between two aromatic rings is 57.23 (4)°. In the crystal, molecules are connected by weak C—H...O hydrogen bonds and S...O van der Waals interactions.

Self-assembly mechanism based on charge density topological interaction energies

The packing interactions have been evaluated in the context of the self-assembly mechanism of crystal growth and also for its impacts on the aromaticity of the trimesate anion. The structure of ethylammonium trimesate hydrate (1) measured at 100 K and a charge density model, derived in part from theoretical structures, is reported. Theoretical structure factors were obtained from the geometry-optimized periodic wave function. The trimesic acid portion of 1 is fully deprotonated and participates in a variety hydrogen bonding motifs. Topological analysis of the charge density model reveals the most significant packing interactions and is then compared to a complementary analysis performed by …

Crystal structure ofN-(tert-butoxycarbonyl)glycyl-(Z)-β-bromodehydroalanine methyl ester [Boc–Gly–(β-Br)(Z)ΔAla–OMe]

In a de­hydro­amino acid with a C=C bond between the α- and β-C atoms, the amino acid residues are linked trans to each other and there are no strong intra­molecular hydrogen bonds. The torsion angles indicate a non-helical conformation of the mol­ecule.

Preparation, crystal structure at 298 and 90 K and phase transition in (C2H5NH3)2 [SbBr5] studied by the single crystal X-ray diffraction method

The reaction of antimony(III) oxide with ethylamine, in molar ratios from 1:1 to 1:10, in concentrated hydrobromic acid leads to the formation of one product - bis(ethylammonium) pentabromoantimonate( III). The structure of (C2H5NH3)2[SbBr5] was determined at 298 and 90 K, below and above the phase transition that occurs at about 158.5 K. The orthorhombic system was found in both phases, space groups Cmca and Pbca at 298 and 90 K, respectively. At both temperatures the structure consists of [SbBr6]3− octahedra connected via cis bromine atoms forming one-dimensional zig-zag [{SbBr5}2−]n chains. The ethylammonium cations fill the space between polyanionic chains. The organic and inorganic sub…

Diisopropyl [(2-hydroxy-1-naphthyl)methyl]phosphonate

The bond lengths and angles in the title compound, C17H23PO4, are in accordance with anticipated values. There are two conformers in the asymmetric unit. They differ from each other in the orientation of the C and P tetrahedra. Analysis of the structure does not reveal any significant differences between the bond distances and angles of the mol­ecules in the asymmetric unit. In the crystal structure, the conformers are linked by O—H⋯O=P and C—H⋯O hydrogen bonds.

N,N′-Bis(pyridin-2-yl)octanediamide

The complete molecule of the title compound, C18H22N4O2, is generated by crystallographic inversion symmetry. In the crystal, N—H...N hydrogen bonds connect the molecules into [010] chains, which featureR22(8) loops. The packing is consolidated by C—H...O interactions.

Crystal structure of allyl­ammonium hydrogen succinate at 100 K

The asymmetric unit of the title compound, C2H8N+·C4H5O4−, consists of two allylammonium cations and two hydrogen succinate anions (Z′ = 2). One of the cations has a near-perfectsyn-periplanar (cis) conformation with an N—C—C—C torsion angle of 0.4 (3)°, while the other is characterized by agaucheconformation and a torsion angle of 102.5 (3)°. Regarding the anions, three out of four carboxilic groups are twisted with respect to the central C–CH2–CH2–C group [dihedral angles = 24.4 (2), 31.2 (2) and 40.4 (2)°], the remaining one being instead almost coplanar, with a dihedral angle of 4.0 (2)°. In the crystal, there are two very short, near linear O—H...O hydrogen bonds between anions, with t…

3-formylphenylboronic acid.

The molecule of the title compound, C(7)H(7)BO(3), is planar, and the bond lengths and angles are typical. The formyl group is essentially coplanar with the benzene ring but does not influence significantly the distortion of the ring, although the formyl group does have a strong influence on the crystal packing. The geometry of the boronic acid group is typical. In the crystal structure, the molecules are linked by O-H...O hydrogen bonds.

Charge-density analysis of 1-nitroindoline: refinement quality using free R factors and restraints

Nitramines and related N-nitro compounds have attracted significant attention owing to their use in rocket fuel and as explosives. The charge density of 1-nitroindoline was determined experimentally and from theoretical calculations. Electron-density refinements were performed using the multipolar atom formalism. In order to design the ideal restraint strategy for the charge-density parameters, R-free analyses were performed involving a series of comprehensive refinements. Different weights were applied to the charge-density restraints, namely the similarity between chemically equivalent atoms and local symmetry. Additionally, isotropic thermal motion and an anisotropic model calculated by …

Revisiting the charge density analysis of 2,5-dichloro-1,4-benzoquinone at 20 K

A high-resolution X-ray diffraction measurement of 2,5-dichloro-1,4-benzoquinone (DCBQ) at 20 K was carried out. The experimental charge density was modeled using the Hansen–Coppens multipolar expansion and the topology of the electron density was analyzed in terms of the quantum theory of atoms in molecules (QTAIM). Two different multipole models, predominantly differentiated by the treatment of the chlorine atom, were obtained. The experimental results have been compared to theoretical results in the form of a multipolar refinement against theoretical structure factors and through direct topological analysis of the electron density obtained from the optimized periodic wavefunction. The si…

Screening Ferroelastic Transitions in Switchable Cyano-Bridged Perovskites: [CH3C(NH2)2]2[KM(CN)6], M = Cr3+, Fe3+, Co3+. Crystal Structure Characterization, Dielectric Properties, 1H NMR, and Quasielastic Neutron Scattering Studies

Here we report the dynamics of organic cations as guest molecules in the novel perovskite host framework. The novel switchable crystals from the coordination family [CH3C(NH2)2]2[KB″(CN)6] were con...

Polar metal–formate frameworks templated with 1,2-diaminoethane–water assemblies showing ferromagnetic and ferroelectric properties

A set of five novel formate frameworks templated with assemblies comprising diprotonated 1,2-diaminoethane (DAE) and a water molecule of the formula: [NH3(CH2)2NH3]M2(HCOO)6·H2O, where M = Mg, Mn, Co, Ni, Zn, has been synthesized. Four compounds crystallize in the polar R3 space group and one in the chiral P6322 space group (Ni-analog) at room temperature. The polyammonium–water assemblies, mutually joined by hydrogen bonds, fill the cavities of the frameworks and are disordered in the three latter compounds. Additional disorder is found in the Ni-sample as the DAE2+–H2O couple is placed in a special position on the 63 screw axis. IR spectroscopy provides evidence of proton dynamic disorder…

Charge-density analysis of 1-nitroindoline: refinement quality using free R factors and restraints. Corrigendum

The D e (dissociation energy) values in Table 6 of the article by Zarychta et al. [(2011). Acta Cryst. B67, 250–262] are corrected.

2-Amino-5-butyl-4-methyl-1,3-thia­zol-3-ium nitrate

The title compound, C8H15N3O3S, shows bond lengths and angles that are typical and are in accordance with expected values. The structure comprises a substituted thia­zolium ring that is connected to a nitrate ion via N-H...O hydrogen-bonding interactions.

Crystal structure of isobutylammonium hydrogen oxalate hemihydrate

In the title hydrated molecular salt, C4H12N+·C2HO4−·0.5H2O, the O atom of the water molecule lies on a crystallographic twofold axis. The dihedral angle between the CO2and CO2H planes of the anion is 18.47 (8)°. In the crystal, the anions are connected to each other by strong near-linear O—H...O hydrogen bonds. The water molecules are located between the chains of anions and isobutylamine cations; their O atoms participate as donors and acceptors, respectively, in O—H...O and N—H...O hydrogen bonds, which form channels (dimensions = 4.615 and 3.387 Å) arranged parallel to [010].

Cholesterol oxidase: ultrahigh-resolution crystal structure and multipolar atom model-based analysis

International audience; Author(s) of this paper may load this reprint on their own web site or institutional repository provided that this cover page is retained. Republication of this article or its storage in electronic databases other than as specified above is not permitted without prior permission in writing from the IUCr. For further information see http://journals.iucr.org/services/authorrights.html Acta Cryst. (2015). D71, 954-968 Zarychta et al. · Cholesterol oxidase research papers 954 http://dx. Examination of protein structure at the subatomic level is required to improve the understanding of enzymatic function. For this purpose, X-ray diffraction data have been collected at 100…

Dimethyl 4,4'-(diazenedi-yl)dibenzoate at 100 K.

In the asymmetric part of the unit cell of the title compound, C16H14N2O4, there are two chemically equivalent but crystallographic independent half molecules. The geometric centre of each complete molecule lies on a crystallographic inversion centre. Both molecules are almost planar [mean deviations of atoms in the two molecules are 0.032 (2) and 0.044 (2) Å] and their geometries are similar. In the crystal, molecules are arranged in columns along theaaxis. There are no intermolecular donor–acceptor distances shorter than 3.4 Å.

2-Methyl-N-(pyrazin-2-yl)propanamide–1,2,4,5-tetrafluoro-3,6-diiodobenzene (2/1)

In the title compound, C8H11N3O·0.5C6F4I2, molecules ofiPr-substituted pyrazine are co-crystallized with 1,4-diiodo-2,3,5,6-tetrafluorobenzene. The complete molecule of 1,4-diiodo-2,3,5,6-tetrafluorobenzene is generated by an inversion centre at the middle of the aromatic ring. Both molecules have normal geometry and theiPr acylamine group is disordered over two sets of sites with an occupancy ratio of 0.51:0.49. In the crystal, the components are linked by I...N halogen bonds [2.830 (2) Å] and C—H...F interactions are observed.

Allylammonium hydrogen oxalate hemihydrate

In the title hydrated molecular salt, C3H8N+·C2HO4−·0.5H2O, the water O atom lies on a crystallographic twofold axis. The C=C—C—N torsion angle in the cation is 2.8 (3)° and the dihedral angle between the CO2and CO2H planes in the anion is 1.0 (4)°. In the crystal, the hydrogen oxalate ions are linked by O—H...O hydrogen bonds, generating [010] chains. The allylammonium cations bond to the chains through N—H...O and N—H...(O,O) hydrogen bonds. The water molecule accepts two N—H...O hydrogen bonds and makes two O—H...O hydrogen bonds. Together, the hydrogen bonds generate (100) sheets.

CCDC 1897453: Experimental Crystal Structure Determination

Related Article: Magdalena Rok, Grażyna Bator, Bartosz Zarychta, Błażej Dziuk, Damian K. Skałecki, Wojciech Medycki, Michaela Zamponi|2019|Cryst.Growth Des.|19|4526|doi:10.1021/acs.cgd.9b00298

CCDC 1897452: Experimental Crystal Structure Determination

Related Article: Magdalena Rok, Grażyna Bator, Bartosz Zarychta, Błażej Dziuk, Damian K. Skałecki, Wojciech Medycki, Michaela Zamponi|2019|Cryst.Growth Des.|19|4526|doi:10.1021/acs.cgd.9b00298

CCDC 1508075: Experimental Crystal Structure Determination

Related Article: Christopher G. Gianopoulos, Bartosz Zarychta, Simone Cenedese, Vladimir V. Zhurov, A. Alan Pinkerton|2016|J.Phys.Chem.A|120|4059|doi:10.1021/acs.jpca.6b03787

CCDC 1584365: Experimental Crystal Structure Determination

Related Article: Maciej Ptak, Bartosz Zarychta, Dagmara Stefańska, Aneta Ciupa, Waldeci Paraguassu|2019|Dalton Trans.|48|242|doi:10.1039/C8DT04246B

CCDC 1533753: Experimental Crystal Structure Determination

Related Article: Karolina Jasiak, Agnieszka Kudelko, Katarzyna Gajda, Błażej Dziuk, Bartosz Zarychta, Krzysztof Ejsmont|2018|Z.Naturforsch.,B:Chem.Sci.|73|725|doi:10.1515/znb-2018-0132

CCDC 2022722: Experimental Crystal Structure Determination

Related Article: Magdalena Rok, Agnieszka Ciżman, Bartosz Zarychta, Jan K. Zaręba, Monika Trzebiatowska, Mirosław Mączka, Alessandro Stroppa, Shurong Yuan, Anthony E. Phillips, Grażyna Bator|2020|J.Mater.Chem.C|8|17491|doi:10.1039/D0TC04527F

CCDC 995332: Experimental Crystal Structure Determination

Related Article: Katarzyna Gajda, Valeriia Astakhina, Krzysztof Ejsmont, Dmytro Kolomeitsev, Sergiy Kovalenko, Bartosz Zarychta|2015|J.Mol.Struct.|1083|137|doi:10.1016/j.molstruc.2014.11.043

CCDC 1549795: Experimental Crystal Structure Determination

Related Article: Zhijie Chua, Christopher G. Gianopoulos, Bartosz Zarychta, Elizabeth A. Zhurova, Vladimir V. Zhurov, and A. Alan Pinkerton|2017|Cryst.Growth Des.|17|5200|doi:10.1021/acs.cgd.7b00674

CCDC 1888866: Experimental Crystal Structure Determination

Related Article: Rubén Oswaldo Argüello-Velasco, Błażej Dziuk, Bartosz Zarychta, Mario Ordóñez, Paweł Kafarski|2019|ACS Omega|4|9056|doi:10.1021/acsomega.9b01137

CCDC 1572932: Experimental Crystal Structure Determination

Related Article: Błażej Dziuk, Borys Ośmiałowski, Bartosz Zarychta, Krzysztof Ejsmont, Lilianna Chęcińska|2019|Crystals|9|662|doi:10.3390/cryst9120662

CCDC 1850771: Experimental Crystal Structure Determination

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CCDC 1948113: Experimental Crystal Structure Determination

Related Article: Paulina Sołtysiak, Błażej Dziuk, Bartosz Zarychta, Krzysztof Ejsmont, Grzegorz Spaleniak|2020|Struct.Chem.|31|1185|doi:10.1007/s11224-020-01514-y

CCDC 1430837: Experimental Crystal Structure Determination

Related Article: Błażej Dziuk, Christopher G. Gianopoulos, Krzysztof Ejsmont, Bartosz Zarychta|2018|Struct.Chem.|29|703|doi:10.1007/s11224-017-1060-6

CCDC 1551124: Experimental Crystal Structure Determination

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CCDC 2070978: Experimental Crystal Structure Determination

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CCDC 1537667: Experimental Crystal Structure Determination

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CCDC 1029677: Experimental Crystal Structure Determination

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CCDC 1555613: Experimental Crystal Structure Determination

Related Article: Maciej Ptak, Bartosz Zarychta, Dagmara Stefańska, Aneta Ciupa, Waldeci Paraguassu|2019|Dalton Trans.|48|242|doi:10.1039/C8DT04246B

CCDC 623096: Experimental Crystal Structure Determination

Related Article: Błażej Dziuk, Janusz B. Kyzioł, Jacek Zaleski, Krzysztof Ejsmont, Bartosz Zarychta|2018|J.Heterocycl.Chem.|55|763|doi:10.1002/jhet.3086

CCDC 1528272: Experimental Crystal Structure Determination

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CCDC 1574211: Experimental Crystal Structure Determination

Related Article: Błażej Dziuk, Krzysztof Ejsmont, Bartosz Zarychta|2020|J.Mol.Struct.|1209|127945|doi:10.1016/j.molstruc.2020.127945

CCDC 1895969: Experimental Crystal Structure Determination

Related Article: Paulina Sołtysiak, Błażej Dziuk, Bartosz Zarychta, Krzysztof Ejsmont, Grzegorz Spaleniak|2020|Struct.Chem.|31|1185|doi:10.1007/s11224-020-01514-y

CCDC 1578498: Experimental Crystal Structure Determination

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CCDC 992622: Experimental Crystal Structure Determination

Related Article: Katarzyna Gajda, Zdzisław Daszkiewicz, Ewelina Kozubek, Krzysztof Ejsmont, Bartosz Zarychta|2014|Cryst.Growth Des.|14|5737|doi:10.1021/cg500984p

CCDC 1574209: Experimental Crystal Structure Determination

Related Article: Błażej Dziuk, Krzysztof Ejsmont, Bartosz Zarychta|2020|J.Mol.Struct.|1209|127945|doi:10.1016/j.molstruc.2020.127945

CCDC 1897454: Experimental Crystal Structure Determination

Related Article: Magdalena Rok, Grażyna Bator, Bartosz Zarychta, Błażej Dziuk, Damian K. Skałecki, Wojciech Medycki, Michaela Zamponi|2019|Cryst.Growth Des.|19|4526|doi:10.1021/acs.cgd.9b00298

CCDC 988567: Experimental Crystal Structure Determination

Related Article: Katarzyna Gajda, Zdzisław Daszkiewicz, Ewelina Kozubek, Krzysztof Ejsmont, Bartosz Zarychta|2014|Cryst.Growth Des.|14|5737|doi:10.1021/cg500984p

CCDC 1508074: Experimental Crystal Structure Determination

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CCDC 1529401: Experimental Crystal Structure Determination

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