Hydrogen-bonding Motifs Research Articles

Effect of an Aromatic Solvent on Hydrogen-Bond-Directed Supramolecular Polymerization Leading to Distinct Topologies.

Beyond phenomenon, self-assembly of synthetic molecules, is now becoming an essential tool to design supramolecular materials not only in the thermodynamically stable state but also in kinetically trapped states. However, an approach to design complex self-assembly processes comprising different types of self-assembled states remains elusive. Herein, an example of such systems is demonstrated based on a unique supramolecular polymer mediated by supermacrocyclization of hydrogen-bonding π-conjugated molecules. By adding an aromatic solvent into nonpolar solutions of the monomer, spontaneous nucleation triggered by supermacrocyclization was suppressed so that isothermal supramolecular polymerization could be achieved from kinetically formed topological variants and amorphous agglomerates to afford helicoidal structures hitherto obtainable only with very slow cooling of a hot solution. By increasing the proportion of aromatic solvent further, another self-assembly path was found, based on competing extended hydrogen-bonded motifs affording crystalline nanowires.

Five-component, one-pot synthesis of an electroactive rotaxane comprising a bisferrocene macrocycle.

The templated clipping of a ferrocene-grafted isophthalic acid derivative to encircle a hydrogen-bonding axle through the reaction with 1,4-bis(aminomethyl)benzene is described. The constituent electroactive macrocycle of the resultant [2]rotaxane is a homologue of the versatile benchmark tetraamide variant developed by Leigh and co-workers. The relative templating effect of different hydrogen-bonding motifs in rotaxane and pseudorotaxane generation is compared, with yields varying from 0 to 41%. The electrochemical properties and single crystal X-ray structure of a doubly ferrocene-decorated [2]rotaxane are further reported.

The conformational analyses of 2-amino-N-[2-(dimethylphenoxy)ethyl]propan-1-ol derivatives in different environments.

Four crystal structures of 2-amino-N-(dimethylphenoxyethyl)propan-1-ol derivatives, characterized by X-ray diffraction analysis, are reported. The free base (R,S)-2-amino-N-[2-(2,3-dimethylphenoxy)ethyl]propan-1-ol, C13H21NO2, 1, crystallizes in the space group P21/n, with two independent molecules in the asymmetric unit. The hydrochloride, (S)-N-[2-(2,6-dimethylphenoxy)ethyl]-1-hydroxypropan-2-aminium chloride, C13H22NO2+·Cl-, 2c, crystallizes in the space group P21, with one cation and one chloride anion in the asymmetric unit. The asymmetric unit of two salts of 2-picolinic acid, namely, (R,S)-N-[2-(2,3-dimethylphenoxy)ethyl]-1-hydroxypropan-2-aminium pyridine-2-carboxylate, C13H22NO2+·C6H4NO2-, 1p, and (R)-N-[2-(2,6-dimethylphenoxy)ethyl]-1-hydroxypropan-2-aminium pyridine-2-carboxylate, C13H22NO2+·C6H4NO2-, 2p, consists of one cation and one 2-picolinate anion. Salt 1p crystallizes in the triclinic centrosymmetric space group P-1, while salt 2p crystallizes in the space group P41212. The conformations of the amine fragments are contrasted and that of 2p is found to have an unusual antiperiplanar arrangement about the ether group. The crystal packing of 1 and 2c is dominated by hydrogen-bonded chains, while the structures of the 2-picolinate salts have hydrogen-bonded rings as the major features. In both salts with 2-picolinic acid, the specific R12(5) hydrogen-bonding motif is observed. Structural studies have been enriched by the generation of fingerprint plots derived from Hirshfeld surfaces.

Urea-Catalyzed Vinyl Carbocation Formation Enables Mild Functionalization of Unactivated C-H Bonds.

Herein we report the 3,5-bistrifluoromethylphenyl urea-catalyzed functionalization of unactivated C-H bonds. In this system, the urea catalyst mediates the formation of high-energy vinyl carbocations that undergo facile C-H insertion and Friedel-Crafts reactions. We introduce a new paradigm for these privileged scaffolds where the combination of hydrogen-bonding motifs and strong bases affords highly active Lewis acid catalysts capable of ionizing strong C-O bonds. Despite the highly Lewis-acidic nature of these catalysts that enables triflate abstraction from sp2 carbons, these newly found reaction conditions allow for the formation of heterocycles and tolerate highly Lewis-basic heteroaromatic substrates. This strategy showcases the potential utility of dicoordinated vinyl carbocations in organic synthesis.

Phenol hemihydrate: redetermination of the crystal structure by neutron powder diffraction, Hirshfeld surface analysis and characterization of the thermal expansion.

Phenol hemihydrate, C5H5OH·0.5H2O, crystallizes in the space group Pbcn, Z = 8. The previously published crystal structure [CSD refcode PHOLHH; Meuthen & von Stackelberg (1960 ▸). Z. Elektrochem. 64, 387-390] is shown to be incorrect. Pairs of phenol mol-ecules, related by an inversion centre, are bridged by one water mol-ecule via O-H⋯O hydrogen bonds; an extended R 4 4(8) hydrogen-bonded motif links these inversion dimers into chains parallel to the c axis. Packing of the chains is achieved by weaker T-shaped C-H⋯π inter-actions between nearest neighbour phenol mol-ecules in the bc plane. Analysis of the thermal expansion and parameterization with a Debye model in terms of the linear elastic moduli shows that the c axis is ∼3 times stiffer than the two orthogonal directions.

Metal-Free Hydrogen-Bonded Polymers Mimic Noble Metal Electrocatalysts.

The most active and efficient catalysts for the electrochemical hydrogen evolution reaction (HER) rely on platinum, a fact that increases the cost of producing hydrogen and thereby limits the widespread adoption of this fuel. Here, a metal-free organic electrocatalyst that mimics the platinum surface by implementing a high work function and incorporating hydrogen-affine hydrogen bonds is introduced. These motifs, inspired from enzymology, are deployed here as selective reaction centres. It is shown that the keto-amine hydrogen-bond motif enhances the rate-determining step in proton reduction to molecular hydrogen. The keto-amine-functionalized polymers reported herein evolve hydrogen at an overpotential of 190 mV. They share certain key properties with platinum: a similar work function and excellent electrochemical stability and chemical robustness. These properties allow the demonstration of one week of continuous HER operation without notable degradation nor delamination from the carrier electrode. Scaled continuous-flow electrolysis is reported and 1 L net molecular hydrogen is produced within less than 9 h using 2.3 mg of polymer electrocatalyst.

Hydrogen-bonding patterns in 2,2-bis-(4-methyl-phen-yl)hexa-fluoro-propane pyridinium and ethyl-enedi-ammonium salt crystals.

The crystal structures of two salt crystals of 2,2-bis-(4-methyl-phen-yl)hexa-fluoro-propane (Bmphfp) with amines, namely, dipyridinium 4,4'-(1,1,1,3,3,3-hexa-fluoro-propane-2,2-di-yl)dibenzoate 4,4'-(1,1,1,3,3,3-hexa-fluoro-propane-2,2-di-yl)di-benzoic acid, 2C5H6N+·C17H8F6O4 2-·C17H10F6O4, (1), and a monohydrated ethyl-enedi-ammonium salt ethane-1,2-diaminium 4,4'-(1,1,1,3,3,3-hexa-fluoro-propane-2,2-di-yl)dibenzoate monohydrate, C2H10N2 2+·C17H8F6O4 2-·H2O, (2), are reported. Compounds 1 and 2 crystallize, respectively, in space group P21/c with Z' = 2 and in space group Pbca with Z' = 1. The crystals of compound 1 contain neutral and anionic Bmphfp mol-ecules, and form a one-dimensional hydrogen-bonded chain motif. The crystals of compound 2 contain anionic Bmphfp mol-ecules, which form a complex three-dimensional hydrogen-bonded network with the ethyl-enedi-amine and water mol-ecules.

Relation Between Crystal Structures of Precursors and Final Products: Example of Vitamin D Intermediates.

In this paper, we proved that the solid-state structure of vitamin D analog is well represented by the structures of its structural fragments. This is important in predicting the biological activity of vitamin D analogs that are not available in the solid form. The previously published crystal structure of advanced vitamin D intermediate provided additional insights into vitamin D properties. A similar analysis based on simple vitamin D intermediate analogues showed that precursors crystallized in the space groups typical for vitamins D; geometrical parameters were related to the corresponding parameters in the vitamin D analogues; and crystal structures of the basic intermediates and their final products contained similar intermolecular interactions, essential for the infinite hydrogen bond motif observed in the vitamin D analogues. The energy of these interactions is related as shown by theoretical calculations, that is, energy frameworks analysis. Moreover, analysis of the hydrogen bonds motifs revealed a relation between these motifs and the absolute configuration of basic intermediates as well as the space orientation of the exocyclic methylene group in the final structures.

Synthesis and crystal structure of a 6-chloro-nicotinate salt of a one-dimensional cationic nickel(II) coordination polymer with 4,4'-bi-pyridine.

A 6-chloro-nicotinate (6-Clnic) salt of a one-dimensional cationic nickel(II) coordination polymer with 4,4'-bi-pyridine (4,4'-bpy), namely, catena-poly[[[tetra-aqua-nickel(II)]-μ-4,4'-bi-pyridine-κ2 N:N'] bis-(6-chloro-nicotinate) tetra-hydrate], {[Ni(C10H8N2)(H2O)4](C6H3ClNO2)2·4H2O} n or {[Ni(4,4'-bpy)(H2O)4](6-Clnic)2·4H2O} n , (1), was prepared by the reaction of nickel(II) sulfate hepta-hydrate, 6-chloro-nicotinic acid and 4,4'-bi-pyridine in a mixture of water and ethanol. The mol-ecular structure of 1 comprises a one-dimensional polymeric {[Ni(4,4'-bpy)(H2O)4]2+} n cation, two 6-chloro-nicotinate anions and four water mol-ecules of crystallization per repeating polymeric unit. The nickel(II) ion in the polymeric cation is octa-hedrally coordinated by four water mol-ecule O atoms and by two 4,4'-bi-pyridine N atoms in the trans position. The 4,4'-bi-pyridine ligands act as bridges and, thus, connect the symmetry-related nickel(II) ions into an infinite one-dimensional polymeric chain extending along the b-axis direction. In the extended structure of 1, the polymeric chains of {[Ni(4,4'-bpy)(H2O)4]2+} n , the 6-chloro-nicotinate anions and the water mol-ecules of crystallization are assembled into an infinite three-dimensional hydrogen-bonded network via strong O-H⋯O and O-H⋯N hydrogen bonds, leading to the formation of the representative hydrogen-bonded ring motifs: tetra-meric R 2 4(8) and R 4 4(10) loops, a dimeric R 2 2(8) loop and a penta-meric R 4 5(16) loop.

The first coordination compound of 6-fluoro-nicotinate: the crystal structure of a one-dimensional nickel(II) coordination polymer containing the mixed ligands 6-fluoro-nicotinate and 4,4'-bi-pyridine.

A one-dimensional nickel(II) coordination polymer with the mixed ligands 6-fluoro-nicotinate (6-Fnic) and 4,4'-bi-pyridine (4,4'-bpy), namely, catena-poly[[di-aqua-bis-(6-fluoro-pyridine-3-carboxyl-ato-κO)nickel(II)]-μ-4,4'-bi-pyri-dine-κ2 N:N'] trihydrate], {[Ni(6-Fnic)2(4,4'-bpy)(H2O)2]·3H2O} n , (1), was prepared by the reaction of nickel(II) sulfate hepta-hydrate, 6-fluoro-nicotinic acid (C6H4FNO2) and 4,4'-bi-pyridine (C10H8N2) in a mixture of water and ethanol. The nickel(II) ion in 1 is octa-hedrally coordinated by the O atoms of two water mol-ecules, two O atoms from O-monodentate 6-fluoro-nicotinate ligands and two N atoms from bridging 4,4'-bi-pyridine ligands, forming a trans isomer. The bridging 4,4'-bi-pyridine ligands connect symmetry-related nickel(II) ions into infinite one-dimensional polymeric chains running in the [10] direction. In the extended structure of 1, the polymeric chains and lattice water mol-ecules are connected into a three-dimensional hydrogen-bonded network via strong O-H⋯O and O-H⋯N hydrogen bonds, leading to the formation of distinct hydrogen-bond ring motifs: octa-meric R 8 8(24) and hexa-meric R 8 6(16) loops.

Interplay between packing, dimer interaction energy and morphology in a series of tricyclic imide crystals.

Crystal morphology is a very important feature in many industrial applications. Tricyclic imides, derivatives of 10-oxa-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione with differing small hydrophobic groups (Me, Et), were studied and grouped based on Etter's rule. Using experimental X-ray studies, dimer energy calculations, framework analysis and periodic DFT-D calculations, it is shown that knowledge of the hydrogen-bond pattern can be used to determine the final crystal shape. Molecules forming a ring hydrogen-bond motif crystallize as plate crystals with the {100} facet as the slowest growing, whereas those molecules forming an infinite hydrogen-bond motif in the crystal structure crystallize as needles with the {101} facet having the largest surface area.

Halogen-bonded building block for 2D self-assembly: Triggered by hydrogen-bonding motifs relative to the terminal functions of the side chains

Owning to the excellent applications of halogen bonds in supramolecular chemistry, the recognition of halogen bonds is of significance during molecular self-assembly process. The 2D self-assembly of fluorenone molecules (BEDF, BCDF, and BHDF) characterized by different terminal groups have been studied at the 1-phenyloctane/HOPG interface. The H-bonding motifs relative to the terminal groups determine the bonding motifs of the conjugated cores and serve as the trigger of halogen bonds. The COOC2H5-terminated groups of BEDF sever as hydrogen bond acceptors to bond with the cores, giving rise to the dimer configuration of cores linked by CH···Br hydrogen bonds. By contrast, the COOH-terminated groups of BCDF and the OH-terminated groups of BHDF act as both the electrophile and nucleophile interacted with the cores. On account of the secondary hydrogen bond distinct in strength and the different intersection of the aggregates, the type-I bonds (Br···Br) and halogen bonds (Br···OC and Br···Br) are observed in the networks of BCDF and BHDF, respectively. The types of halogen bonds could be further modified by changing the concentrations. The work clearly demonstrates that an appreciation of terminal functions is critical to the recognition of halogen bonds, thus establishing the controllable self-assembly morphology.

Synthesis, Characterization, Crystal Structure, and Thermal Behavior of New Triazolium Salt Along with Docking Studies

A new triazolic compound 4,5-diamino-3-methyl-4H-1,2,4-triazol-1-ium nitrate (DAMT·HNO3) is synthesized and characterized by elemental analysis, FTIR, 1H NMR spectroscopy, and single crystal X-ray diffraction along with thermal analyses (TGA/DSC). The X-ray analysis of the compound reveals triazolium nitrate salt with a new tautomeric form. Among different N-H…X bonds (X = C, N, O), the N-H…O ones form R22 (4), R24 (8), R44 (18), R42 (14), and R12 (4) hydrogen bond motifs. The crystal network of DAMT·HNO3 is also stabilized by π-π stacking interactions between triazole rings. Thermal studies reveal that this compound has a good thermal stability and can release a considerable amount of heat at the first decomposition step. Further, the thermal properties of this compound are compared with its chloride salt analogue DAMT·HCl. The thermodynamic stability of DAMT·HNO3 is studied by DFT calculations and compared with those of DAMT·HCl and DAMT. The ability of these compounds to interact with a DNA molecule is investigated by docking studies.

Formation of a copper–copper bond in coordination of a cyclotriphosphazene ligand toward Cu(II): Structural, spectral and docking studies

Two cyclotriphosphazene compounds, [HMPAP]2[SO4]·2CH3OH (1), MPAP: 2,2,4,4,6,6-hexakis(2-methyl-1λ4-pyridin-1-yl)-1,3,5,2λ5,4λ5,6λ5-triazatriphosphinine and [Cu(μ-OAc)2(MPAP)]2 (2), were prepared and identified by elemental analysis, FT-IR, Raman spectroscopy and single-crystal X-ray diffraction. In the crystal structure of 1, one nitrogen atom of the cyclotriphosphazene ring has been protonated. The copper complex (2) is binuclear formed by four bridging acetato ligands containing one Cu–Cu bond in the center of the complex. Each copper atom has a Cu(O4NCu) environment with octahedral geometry which is distorted owing to the Jahn-Teller effect. In the crystal network of the compounds, in addition to hydrogen bonds and hydrogen bond motifs (only in 1), π-π stacking interactions between phenyl rings further stabilize the crystal network. Based on the docking studies on the MPAP and its copper complex (2) with ten selected biomacromolecules (BRAF kinase, CatB, DNA gyrase, HDAC7, rHA, RNR, TrxR, TS, Top II, B-DNA), the binding ability of the MPAP ligand toward biomacromolecules is significantly higher than the copper complex and doxorubicin drug and can be considered a biologically active compound.

Selective Formation of S4- and T-Symmetric Supramolecular Tetrahedral Cages and Helicates in Polar Media Assembled via Cooperative Action of Coordination and Hydrogen Bonds.

We report on the synthesis and self-assembly study of novel supramolecular monomers encompassing quadruple hydrogen-bonding motifs and metal-coordinating 2,2'-bipyridine units. When mixed with metal ions such as Fe2+ or Zn2+, the tetrahedron cage complexes are formed in quantitative yields and full diastereoselectivity, even in highly polar acetonitrile or methanol solvents. The symmetry of the complexes obtained has been shown to depend critically on the flexibility of the ligand. Restriction of the rotation of the hydrogen-bonding unit with respect to the metal-coordinating site results in a T-symmetric cage, whereas introducing flexibility either through a methylene linker or rotating benzene ring allows the formation of S4-symmetric cages with self-filled interior. In addition, the possibility to select between tetrahedral cages or helicates and to control the dimensions of the aggregate has been demonstrated with a three-component assembly using external hydrogen-bonding molecular inserts or by varying the radius of the metal ion (Hg2+ vs Fe2+). Self-sorting studies of individual Fe2+ complexes with ligands of different sizes revealed their inertness toward ligand scrambling.

The first coordination compound of deprotonated 2-bromo-nicotinic acid: crystal structure of a dinuclear paddle-wheel copper(II) complex.

A copper(II) dimer with the deprotonated anion of 2-bromo-nicotinic acid (2-BrnicH), namely, tetrakis(μ-2-bromonicotinato-κ2 O:O')bis[aquacopper(-II)](Cu-Cu), [Cu2(H2O)2(C6H3BrNO2)4] or [Cu2(H2O)2(2-Brnic)4], (1), was prepared by the reaction of copper(II) chloride dihydrate and 2-bromo-nicotinic acid in water. The copper(II) ion in 1 has a distorted square-pyramidal coordination environment, achieved by four carboxyl-ate O atoms in the basal plane and the water mol-ecule in the apical position. The pair of symmetry-related copper(II) ions are connected into a centrosymmetric paddle-wheel dinuclear cluster [Cu⋯Cu = 2.6470 (11) Å] via four O,O'-bridging 2-bromo-nicotinate ligands in the syn-syn coordination mode. In the extended structure of 1, the cluster mol-ecules are assembled into an infinite two-dimensional hydrogen-bonded network lying parallel to the (001) plane via strong O-H⋯O and O-H⋯N hydrogen bonds, leading to the formation of various hydrogen-bond ring motifs: dimeric R 2 2(8) and R 2 2(16) loops and a tetra-meric R 4 4(16) loop. The Hirshfeld surface analysis was also performed in order to better illustrate the nature and abundance of the inter-molecular contacts in the structure of 1.

A novel one-dimensional coordination polymer of cadmium(II)/triazine extending by di-chloro and di-iodo bridges

A new triazine ligand salt, 2,2′,2″-(1,3,5-triazine-2,4,6-triyl)tris(hydrazin-1-ium) chloride [THT·(HCl)3], and the one-dimensional coordination polymer of cadmium, [Cd2( µ-THT)( µ-Cl)( µ-I)I2]·2(H2O), are prepared and characterized by elemental analysis, Fourier-transform infrared spectroscopy, 1H NMR spectroscopy, and single-crystal X-ray diffraction (for the cadmium polymer). X-ray analysis revealed that the polymeric backbone is extended alternatively by di-iodo and di-chloro bridges; this type of bridge is not observed previously between any metal atoms. There are two types of cadmium atoms in the polymer: cadmium of the polymeric chain and terminal cadmiums. The geometry around the first (CdN2Cl2I2) is octahedral, while the latter (CdN3I2) has an incline to square-pyramidal geometry. The triazine ligand of this structure also bridges two cadmium atoms and acts as an N3 donor toward the terminal cadmium atoms and as an N2 donor toward the cadmium atoms of the chain. In the crystal network of the cadmium polymer, the hydrogen bonds of N–H···X (X: O, N, I) form different hydrogen bond motifs, including [Formula: see text](8), [Formula: see text](10), [Formula: see text](14), [Formula: see text](18), [Formula: see text](20), [Formula: see text](24), [Formula: see text](28), and [Formula: see text](32).

Syntheses, structures and properties of three novel Cu(Ⅱ) coordination compounds based on 4,4′-oxybisbenzoic acid

Three Cu(Ⅱ) coordination compounds (CCs) with 4,4′-oxybisbenzoic acid (H2OBBA), {Cu3(OBBA)2(NH3)4}n (1), {Cu(OBBA)0.5(NH3)}n (2), {Cu2(OBBA) (NH3) (OH)}n (3) were synthesized under the ammoniacal condition in mixed solvents and characterized by single-crystal X-ray diffraction, powder X-ray diffraction, elemental analysis and Fourier transform infrared spectra. Crystallographic studies have shown that, CC 1 is a 1D wavy chain structure, while the intermolecular connection of hydrogen bonds made it a 2D layered structure; CC 2 is a 2D layered structure composed of a 1D wavy chain structure and the O–H⋯N hydrogen bonds of R (2)2 (12) hydrogen bond motifs; CC 3 forms a 3D supramolecular framework through OH−, OBBA ligand and hydrogen bonds, in which, OBBA ligand has two cyclic patterns: C–OM―O and C–O―M, O⋯H–N. It may be concluded that OBBA ligands and hydrogen bonds play important role in the formation of multiple architectures. The photoluminescence and thermal behavior were also studied.

Quantitative analysis of hydrogen and chalcogen bonds in two pyrimidine-5-carbonitrile derivatives, potential DHFR inhibitors: an integrated crystallographic and theoretical study.

Two potential bioactive pyrimidine-5-carbonitrile derivatives have been synthesized and characterized by spectroscopic techniques (1H and 13C-NMR) and the three dimensional structures were elucidated by single crystal X-ray diffraction at low temperature (160 K). In both structures, the molecular conformation is locked by an intramolecular C–H⋯C interaction involving the cyano and CH of the thiophene and phenyl rings. The intermolecular interactions were analyzed in a qualitative manner based on the Hirshfeld surface and 2D-fingerprint plots. The results suggest that the phenyl and thiophene moieties have an effect on the crystal packing. For instance, the chalcogen bonds are only preferred in the thiophene derivative. However, both structures uses a common N–H⋯O hydrogen bond motif. Moreover, the structures of 1 and 2 display 1D isostructurality and molecular chains stabilize by intermolecular N–H⋯O and N–H⋯N hydrogen bonds. The nature and extent of different non-covalent interactions were further characterized by the topological parameters derived from the quantum theory of atoms-in-molecules approach. This analysis indicates that apart from N–H⋯O hydrogen bonds, other non-covalent interactions are closed-shell in nature. A strong and linear N–H⋯O hydrogen bond shows intermediate bonding character between shared and closed-shell interactions. The molecular docking analysis suggests that both compounds display potential inhibitory effect against the dihydrofolate reductase (DHFR) enzyme from humans and Staphylococcus aureus.

Synthesis, characterization, crystal structure, and thermal behavior of a new triazolium salt along with docking studies

A new triazolic compound 4,5-diamino-3-methyl-4H-1,2,4-triazol-1-ium nitrate (DAMT·HNO3) is synthesized and characterized by elemental analysis, FTIR, 1H NMR spectroscopy, and single crystal X-ray diffraction along with thermal analyses (TGA/DSC). The X-ray analysis of the compound reveals triazolium nitrate salt with a new tautomeric form. Among different N—H⋯X bonds (X = C, N,O), the N—H⋯O ones form R22(4), R24(8), R44(18), R42(14), and R12(4) hydrogen bond motifs. The crystal network of DAMT×HNO3 is also stabilized by π—π stacking interactions between triazole rings. Thermal studies reveal that this compound has a good thermal stability and can release a considerable amount of heat at the first decomposition step. Further, the thermal properties of this compound are compared with its chloride salt analogue DAMT·HCl. The thermodynamic stability of DAMT·HNO3 is studied by DFT calculations and compared with those of DAMT·HCl and DAMT. The ability of these compounds to interact with a DNA molecule is investigated by docking studies.