Hirshfeld Surfaces Computational Method Research Articles

Synthesis, crystal structure, Hirshfeld, DFT, molecular docking, dynamics studies, and anti-cancer activity of 1-substituted-2-(4-(diethylamino)-2-hydroxyphenyl)- 1H-benzo[d]imidazole-5-ethyl carboxylates

In our present work, a novel series of 1-substituted-2–2-(4-(diethylamino)-2-hydroxyphenyl)- 1H-benzo[d]imidazole-5-ethyl carboxylates were synthesized by an efficient “one-pot” nitro reductive cyclization method using sodium dithionite is reported as potential anticancer agents. IR, 1H & 13C NMR and Mass spectral data confirmed the synthesized compounds' structure. Compound 6a and 6j were confirmed by their single crystal XRD studies. The Hirshfeld surfaces computational method was applied to visualize and analyse the intermolecular interactions within the crystal structure. All the synthesized compounds were assessed for in vitro anticancer activity towards human lung adenocarcinoma A549 cells and breast cancer MCF-7 cell lines. Compound 6j showed a promising activity with an IC50 value 42.7 μg/mL and 89.63 μg/mL against A549 and MCF-7 cell lines respectively. The potent compounds were assessed for cytotoxicity study on human embryonic kidney HEK 293 cell line and found to be non-toxic. Also, apoptosis study indicated compound 6j induced early apoptosis in the A549 lung adenocarcinoma and MCF-7 breast cancer cells. Molecular docking and dynamic simulation studies were carried out on human estrogen receptor protein (PDB: 3ERT).

Molecular structure and DFT calculations of aqua(5,10,15,20-tetrakis[4-(benzoyloxy)phenyl] porphyrinato)magnesium-dioxane

In this work, complex [Mg(TPBP)(H2O)], where TPBP is the 5,10,15,20-tetrakis[4-(benzoyloxy)phenyl]porphyrin ligand, was obtained unintentionally as a by-product of the reaction of the [Mg(TPBP)] complex with an excess of dioxane in dichloromethane. The crystal structure of five coordinated Mg(II) [Mg(TPBP)(H2O)] (dioxane) (1), was determined using single crystal X-ray diffraction (SCXRD) analysis and studied using Hirshfeld surfaces computational method. The metal cation is surrounded by four porphyrin nitrogen atoms and one axially bonded water molecule, forming a regular tetrahedron. In this complex, the molecular structure and the three-dimensional framework were stabilized by inter-and intramolecular O–H⋯O and C–H⋯O hydrogen bonds, and by weak C–H⋯Cg π interactions. The results of the infrared and proton nuclear magnetic resonance spectroscopies are in good agreement with the transformation of the porphyrinic Mg(II) complex [Mg(TPBP)] to the one involving a bonded water molecule. Density Functional Theory (DFT) calculations on [Mg(TPBP)(H2O)] (dioxane) (1) complex revealed its enhanced thermodynamic stabilization which is attributed to the existence of hydrogen bonding interactions and the kinetic lability will be attributed to the small difference between the energy levels.

Crystal structure, mosquito larvicidal & antifungal activity of 3‑tert‑butyl‑7-(2,3,4-trimethoxyphenyl)-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one

The title compound 3‑tert‑butyl‑7-(2,3,4-trimethoxyphenyl)-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one was prepared and characterized using single crystal X-ray diffraction, thermal & Uv-Vis analysis, FTIR, NMR (1H, 13C) and Mass spectral studies. The intercontacts in the crystal structure were analyzed and quantified using Hirshfeld surfaces computational method. Intermolecular hydrogen bonds C12—H12A…O4, C13—H13C…O4, C15—H15A…O2 and C16—H16B…O3 connects the molecule in the crystal structure. The intramolecular hydrogen bond of the type C—H …N was observed. Intercontacts H…H, O… H and N…H shows more contributions towards Hirshfeld surfaces. Thermal analysis indicates the title compound starts to degrade at 216.9 °C. In addition, mosquito larvicidal activity and antifungal activity were performed.

New DMAP meso-arylporphyrin Magnesium(II) complex. Spectroscopic, Cyclic voltammetry and X-ray molecular structure characterization. DFT, DOS and MEP calculations and Antioxidant and Antifungal activities

This study aims at first at the synthesis and the UV-visible, the infrared and the 1H Nuclear Magnetic Resonance spectroscopic characterizations of the 4-(dimethylamino)pyridine)[meso-tetra(para-chlorophenyl)porphyrinato]magnesium(II) with the formula [Mg(TClPP)(DMAP)].1/2C6H14(I). The fluorescence and cyclic voltammetry studies have also been performed. The molecular structure of (I) was determined and described by single crystal X-ray diffraction analysis and Hirshfeld surfaces computational method. Complex (I) has a distorted square pyramidal geometry with a Mg__N(DMAP) distance value of 2.130 (4) Å and the average equatorial distance between the magnesium(II) central ion and the nitrogen atoms is 2.082 (3) Å. The crystal packing of our synthetic Mg(II) porphyrinic species is made by layers perpendicular to the [010] direction and the cohesion of the crystal packing is stabilized by nonconventional C–H···Cl and by C–H···Cg intermolecular interactions involving the pyrrole and phenyl rings of the porphyrin macrocycle. DFT calculations on (I) indicated an agreement with both UV-visible and IR experimental data. To gain further insights into the reactivity of (I), a density of states (DOS) and a molecular electrostatic potential (MEP) theoretical calculation were carried out. Furthermore, the antifungal and the antioxidant activities of the free base H2TClPP porphyrin, the [Mg(TClPP)] starting material and [Mg(TClPP)(DMAP)] (I) were also tested.

A solid state analysis of metformin picrate salt

Abstract The title compound Metformin picrate (3-diaminomethylidene-1,1-dimethylgunidine picrate) has been synthesized, crystallized and characterized using FT-IR, 1H NMR, 13C NMR and confirmed by using single crystal X-ray diffraction method. In addition, the intermolecular interactions in the crystal structure are analyzed using Hirshfeld surfaces computational method. The title compound crystallizes in a monoclinic crystal system of space group P21/c with cell parameters a = 11.4765(14) A, b = 5.6439 (7) A, c = 24.213(3) A, β=94.286(7) A, V = 1563.9(3) A3 and Z = 4. An intermolecular interaction of the type N4-H4A…O7, N4-H4B…O2, N5-H5A…O6, N5-H5A…O7, N5-H5B…N6, N7-H7A…O1, N7-H7B…07 and C9-H9C…O4 connects the molecules of the crystal structure. The intermolecular interactions are responsible for crystal packing and are analyzed using Hirshfeld surface analysis, 2D finger print plots and molecular electrostatic potential surfaces. The inter contact O…H (52.1%) contributes more to the Hirshfeld surfaces for the title molecule. The crystal structure discloses the proton transfer from the phenolic group of picric acid to the amine group of metformin leading to the salt formation. The thermogravimetric analysis (TGA and DTA) measurement provided the thermal degradation of the Metformin picrate to be from 200 C. In addition the theoretical optimization was performed using density functional theory calculations to explore the physical and chemical properties of the electronic structure of the investigated compound.

One-pot synthesis, crystal structure, hirshfeld, DFT and anticancer study of ethyl 2-(3-fluoro-4-methylphenyl)-1-propyl-1H-benzo[d]imidazole-5-carboxylate

Abstract In the present study, a novel ethyl 2-(3-fluoro-4-methylphenyl)-1-propyl-1H-benzo[d]imidazole-5-carboxylate was synthesized by an efficient one-pot nitro reductive cyclization method using sodium dithionite as reductive cyclizing agent in DMSO medium. Title compound was recrystallized in Dimethyl formamide solvent. Single crystal X-ray studies revealed that the title compound crystallized in monoclinic system (P21/c space group with Z = 4) and molecules are linked with C—H…O intermolecular hydrogen bonds. The Hirshfeld surfaces computational method applied to visualize and analyze the intermolecular interactions within the crystal structure. The theoretical structural optimization of the title compound was carried out using B3LYP/6-311++G (d,p) level of theory. Anticancer screening result of compound showed promising activity against human malenoma A375 and mouse malenoma B16F10 cancer cell line with IC50 value of 33.99 μM and 31.14 μM in comparison to the standard drug Cisplatin with IC50 12.99 μM and 20.33 μM respectively.

Solid state and Computational studies of Ambroxol hydrochloride drug

The title compound Ambroxol hydrochloride salt or 4-[(2-amino-3, 5-dibromophenyl) methyl amino] cyclohexan-1-olhydrochloride ( A ) have been crystallized, characterized using FT-IR and confirmed by single crystal X-ray diffraction method. In addition, the intercontacts in the crystal structure are analyzed using Hirshfeld surfaces computational method. The A crystallizes in a monoclinic crystal system (space group C 2/ c ) with cell parameters a = 25.1946(14) Å, b = 15.5139(9) Å, c = 8.1636(5) Å, β = 94.664(6)°, V = 3180.3(3) Å 3 and Z = 8. An intermolecular interaction of the type O—H...O, N—H...Cl, C—H...Br, C—H…Cg and C—Br…Cg stabilizes the crystal structure. The intercontacts in the crystal structures are visualized using 2D finger print plots. The electrostatic potential surfaces and topology surfaces (shape index ( S ) and curvedness ( C )) are plotted over the Hirshfeld surfaces to identify the potentials (positive and negative) and molecular surface topology, respectively. Intercontacts are evaluated for the propensity of forming contacts in the crystal packing by enrichment ration ( E ) values. The presence of C—Br…Br—C intermolecular interactions are confirmed using E values and is categorized as Type I halogen…halogen intermolecular interactions.

Crystal structure, Hirshfeld surfaces, topology, energy frameworks and dielectric studies of 1-(2-chlorophenyl)- 3,3-bis(methylthio)prop-2-en-1-one

AbstractThe title compound 1-(2-chlorophenyl)-3,3-bis(methylthio)prop-2-en-1-one (1) have been synthesized, crystallized and characterized using FT-IR,1H NMR,13C NMR, LCMS and confirmed by single crystal X-ray diffraction method. In addition, the intermolecular interactions in the crystal structure are analyzed using Hirshfeld surfaces computational method. The (1) crystallizes in a monoclinic crystal system (space groupP 21/c) with cell parametersa = 17.0132(9) Å,b = 8.6521(4) Å,c = 8.2815(7) Å,β = 95.512(6) ° andZ = 4. Intermolecular hydrogen bonds/interactions of the type C · · · H · · · O, C–H · · · S, C–H · · · Cg and C–Cl · · · Cg stabilize the crystal structure. The intermolecular interactions responsible for crystal packing are analyzed using Hirshfeld surfaces computational method, 2D finger print plots, electrostatic potential surfaces, toplogy surfaces [curvedness (C) and shape index (S), enrichment ratio (E) and 3D energy frameworks]. In addition the dielectric studies were performed for the title molecule. The crystal structure database (CSD) analysis was carried out for structural conformation and crystal packing confirmation. Overall structural studies confirmed that the intermolecular interactions of the type S · · · S chalocogen bonds are involved in crystal packing in addition to the C11–H11 · · · O1, C10–H10B · · · O1, two C10–H10 · · · S1, C4–H11 · · · Cg1 and C1–Cl1 · · · Cg1 interactions.

Structural Characterization, Theoretical Investigation and Hirshfeld Surface Analysis of 2,6-(E,E)-bis((thiophene-2-yl)methylene)cyclohexanone

The bis(chalcone) compound, 2,6-(E,E)-bis((thiophene-2-yl)methylene)cyclohexanone, has been synthesized and characterized by FTIR, 1H-NMR, 13C-NMR techniques, X-ray structure analysis. The optimized molecular structure of the studied compound is calculated using DFT/B3LYP with 6-31G (d,p) level. The calculated geometrical parameters are in good agreement with the experimental data obtained from our reported X-ray structure. The calculated IR fundamental bands, 1H and 13C NMR chemical shifts of the compound were assigned and compared with the experimental data. Additionally, frontier molecular orbital energies (HOMO, LUMO), their energy gap (, molecular electrostatic potential analysis of the compound have been calculated by the same method. The molecular electrostatic potential (MEP) was used to visualize the charge distribution on the molecule. In addition, the intercontacts in the crystal structure are analyzed using Hirshfeld surfaces computational method. The title compound (C16H14OS2) crystallizes in the monoclinic chiral space group P21/c with a=15.0492(10)Å, b=12.0085(9)Å, c=7.6283(6) Å, β=95.883(7)o, V=1371.31(17)Å3, Dcalc=1.387g/cm3. The central cyclohexanone ring has a flattened chair conformation and the substituents at the vinyl group of each chalcone moiety exhibit a trans (entgegen) disposition, and the two thiophene rings adopt a syn orientation and are located on the both side of the cyclohexanone. The asymmetric unit of the title compound, C16H14OS2, contains one-half of a molecule. The other half of the molecule is generated with (x,y,-z) symmetry operator. In the molecule there are two weak C-H…S and C-H…O intramolecular and only C-H…O intermolecular hydrogen bonds. In addition, π…π interactions are found in the crystal structure between the thiophene rings.

Synthesis, crystal structure, vibrational, optical properties, and a theoretical study of a new Pb(II) complex with bis(1-methylpiperazine-1,4-diium): [C5H14N2]2PbCl6·3H2O

An investigation of the solid-state X-ray structure of the new organic–inorganic compound [C5H14N2]2PbCl6·3H2O shows a layered organization of the (PbCl6)4– anions, with (R2NH2)+ groups and water molecules developed in the [001] plane at x = (2n + 1)/4. The crystal structure is stabilized by N − H···Cl, N − H···O, O − H···Cl, O − H···O, and C − H···Cl hydrogen bonds. The powder X-ray diffraction and X-ray photoelectron spectroscopic (XPS) analyses confirm the phase purity of the crystal sample. The intermolecular contacts are quantified using the Hirshfeld surfaces computational method. The major inter-contacts contributing to the Hirshfeld surfaces are H…Cl, H…H, and O…H. The vibrational modes were identified and assigned by IR and Raman spectroscopies. The optical properties were investigated by UV–visible and photoluminescence spectroscopic studies. The compound was characterized by thermal analysis to determine its thermal behavior with respect to the temperature. Finally, X-ray photoelectron spectroscopy analysis is reported for analyzing the surface chemistry of [C5H14N2]2PbCl6·3H2O.

Crystal structure, Hirshfeld surfaces and biological studies of 4, 5-dihydro-1,3,4-oxadiazole-2-thiones

Abstract The 4,5-dihydro-1,3,4-oxadiazole-2-thiones derivatives, 2-phenyl-1-(5-sulfanylidene-4,5-dihydro-1,3,4-oxadiazol-2-yl)ethenyl]benzamide(Ic), 4-methyl-N-[(Z)-1-(5-sulfanylidene-4,5-dihydro-1,3,4-oxadiazol-2-yl)-2-(thiophen-2-yl)ethenyl]benzamide-N,N-dimethylform amide (1/1) (IIc) and 1-(5-sulfanylidene-4,5-dihydro-1,3,4-oxadiazol-2-yl)-2-(thiophen-2-yl) ethenyl] acetamide-N, N-dimethylformamide (1/1) (IIIc) were synthesized, characterized by spectral studies (IR, 1H NMR and 13C NMR) and finally the three dimensional molecular structure was confirmed by single crystal X-ray diffraction method. In all the crystal structures (Ic, IIc and IIIc), intermolecular hydrogen bonds of the type N H…O and C H…O are observed. The N3 H3…S1 (Ic and IIc) intermolecular hydrogen bond forms ring motifs of the type R22(14). The intercontacts were quantified using Hirshfeld surfaces computational method. The H…H intercontact has major contribution towards the Hirshfeld surfaces in all compounds (Ic, IIc and IIIc) when compared to other intercontacts. In addition, the in vitro biological activities (antioxidant and antibacterial) were performed against Staphylococcus aureus. The compounds Ic and IIc showed good antibacterial activity, whereas IIc and IIIc showed good potent antioxidant activity.

3D energy framework of a benzophenone acidic dimer

Abstract 3-benzoyl-4-hydroxybenzoic acid (3) was synthesized, spectroscopically characterized and the crystal structure was determined using single crystal X-ray diffraction method. In addition, the thermal studies were carried out using thermogravimetric analysis (TGA). The dihedral angle between phenyl rings is 59.21(13)o and the intramolecular hydrogen bond O2—H2…O1 (S6 ring motif) is observed. The carboxylic inversion dimers linked by pairs of O4—H4…O3 hydrogen bonds generates R22(8) ring motif. The inter-contacts (2D Fingerprint plots) and enrichment ratio (E) are calculated using Hirshfeld surfaces computational method. The molecular packing was visualized in terms of dispersion, electrostatic and total energies using three-dimensional energy-framework analyses. The electrostatic energy term dominates in the crystal packing over the dispersion energy term. The thermal stability study of the 3 is measured to be 255 °C, which is due to the presence of acidic dimers.

Synthesis, crystal structure and Hirshfeld surface of 2-Amino-3 benzyloxy pyridinium picrate (1:1)

Abstract The crystal and molecular structure of 2-amino-3-benzyloxy pyridinium picrate (ABPP) have been elucidated using spectroscopic (MS, NMR and FTIR) and single crystal X-ray diffraction. In ABPP, the piperidene and phenyl ring are perpendicular to each other and intramolecular hydrogen bonds (N2⋯H2B⋯O1 and C12⋯H12⋯O1) are observed. The intermolecular hydrogen bonds of the type C6⋯H6B⋯O2, C3⋯H3⋯O5 and N2⋯H2C⋯O7 connects the molecules within the crystal structure. Intermolecular interactions are visualized and quantified using Hirshfeld surfaces computational method. The intercontact, O⋯H contributes more to the Hirshfeld surfaces in both molecules. The electrostatic potential surfaces plotted over the co-crystal signify the electropositive and electronegative regions over the co-crystals. The thermo gravimetric analysis (TGA) measurement provided the thermal degradation of the ABPP to be from 230–320 °C. In addition, the emission spectrum was measured using fluorescence spectrometer and the ABPP was excited at 321 nm.

Crystal packing analysis of 1-(3,4-dimethoxyphenyl)-3-(4-bromophenyl)prop-2-en-1-one exhibiting a putative halogen bond C[sbnd]Br⋯O

The title compound, 1-(3,4-dimethoxyphenyl)-3-(4-bromophenyl) prop-2-en-1-one (1DBr) was synthesized and characterized based on spectroscopic analysis (MS, FT-IR, Elemental analysis, UV–visible, 1H NMR and 13C NMR) and finally the three-dimensional structure is confirmed using single crystal X-ray diffraction studies. The molecule is almost planar and the C---H⋯O intramolecular hydrogen bond closes the ring S(5). In the crystal structure, the molecules are connected through intermolecular hydrogen bond C---H⋯O (R22(14) ring motif) and intermolecular interactions (C---H⋯π and C---O⋯π). Hirshfeld surfaces computational method was employed to quantify the inter-contacts (2D Fingerprint plots) and calculate enrichment ratio (E). The highest value of E is calculated for the contact Br⋯O (1.65) followed by C⋯C (1.02) and have high propensity for forming contacts in the crystal. This provides the basis for the existence of putative halogen bond of the type C--Br⋯O. In addition, the Energy-framework analysis was used to analyze and visualize the 3D-topology of the crystal packing. The dispersion energy framework is dominated over the electrostatic energy-frameworks. The thermogravimetric analysis (TGA) provided the thermal degradation of the 1DBr to be from 230 to 320 °C.

Two novel magnesium(II) meso-tetraphenylporphyrin-based coordination complexes: Syntheses, combined experimental and theoretical structures elucidation, spectroscopy, photophysical properties and antibacterial activity

Two novel magnesium(II) tetraphenylporphyrin-based six-coordinate complexes; bis(hexamethylenetetramine)(5,10,15,2O tetrakis[4(benzoyloxy)phenyl]porphinato) magnesuim(II) (1) and bis(1,4-diazabicyclo(2.2.2)octane) (5,10,15,2O-tetrakis[4- (benzoyloxy)phenyl]porphinato)magnesium(II) (2) have been synthesised and confirmed by proton nuclear magnetic resonance, mass spectrometry, elemental analysis and IR spectroscopy. Both crystal structures were determined and described by single crystal X-ray diffraction analysis and Hirshfeld surfaces computational method. All Mg(II) atoms are surrounded by four porphyrin nitrogen atoms and two axial ligands coordinated to the metal ion through one nitrogen atom, forming a regular octahedron. In both complexes, molecular structures and three-dimensional framework are stabilised by inter-and intramolecular C–H⋯O and C–H⋯N hydrogen bonds, and by weak C–H⋯Cg π interactions. UV–visible and Fluorescence investigations, respectively, show that studied complexes have a strong absorption in red part and exhibit an emission in the blue region. The HOMO-LUMO energy gap values, modelled using the DFT approach, indicates that both studied compounds can be classified as semiconductors. The role of these complexes as novel antibacterial agents was also performed.

Radical scavenging potency of 2-(benzofuran-2-yl)-2-oxoethyl 3-(methyl/amino)benzoate: synthesis, crystal structure and Hirshfeld surface analysis

Abstract Two novel 2-(benzofuran-2-yl)-2-oxoethyl 3-(methyl/amino)benzoates 2(a–b), were synthesized under mild conditions and characterized by spectroscopic analysis. The three-dimensional (3D) crystal structures of these compounds were further determined using single crystal X-ray diffraction technique and revealed that both compounds tend to twist away with respect to their attached carbonyl groups at the C(=O)–C–O–C(=O) connecting bridge, exhibiting a nearly perpendicular conformation with torsion angle in a range of 75–94°. In both compounds, each of the benzofuran and substituted phenyl rings are individually planar while almost perpendicular to each other. Their molecular conformation are comparable with related structures from the Cambridge Structural Database (CSD). Furthermore, the intermolecular interactions in these crystal structures were quantified and analyzed using Hirshfeld surfaces computational method. The quantitative data on the percentage contributions of overall interactions on the molecules 2a and 2b (A & B) is calculated by the 2-D fingerprint plots from the HS analysis. These structures were evaluated for their antioxidant properties by diphenyl-2-picrylhydrazyl (DPPH) radical scavenging, ferrous ion chelating (FIC) and hydrogen peroxide radical scavenging assays (H2O2). Noteworthy, compound 2b with an amino substituent attached to the phenyl ring exhibited an IC50 value of 45.37 μg/mL in H2O2 scavenging assay, which showed better scavenging effect than the standard drug, ascorbic acid (IC50=81.02 μg/mL).

Spectral studies, crystal structure, molecular docking and Hirshfeld surfaces computational studies of 3-(3-Bromophenyl)-5-(4- methoxyphenyl) isoxazole

Abstract The title compound 3-(3-Bromophenyl)-5-(4-methoxyphenyl) isoxazole was characterized by spectral studies (HRMS, IR, 1H NMR and 13C NMR), single crystal X-ray diffraction studies, molecular docking and Hirshfeld surface analysis. The molecule, C16H12BrNO2 crystallizes in Monoclinic lattice with space group P21/c with cell dimensions, a = 30.1462(1) A, b = 5.8322(3) A, c = 7.6783(4) A, s = 96.43(3)° and Z = 4. The isoxazole ring makes a dihedral angle of 24.97° with phenyl ring while the dihedral angle between isoxazole ring and bromopheny is 25.48°. The crystal structure is stabilized with C—H…π interactions and the intermolecular contacts are quantified using Hirshfeld surfaces computational method. The major intercontacts contributing to the Hirshfeld surfaces are H…H, O…H and C…H. In addition, the docking analysis of the title compound is executed with antibacterial target (FabH), antifungal target (Kre2p/Mnt1p) and anticancer target (FGFR1 Kinase).

1-(4-(6-Fluorobenzo [d] isoxazol-3-yl) piperidin-1-yl)-2-(4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl) ethanone: Synthesis, spectroscopic characterization, Hirshfeld surface analysis, cytotoxic studies and docking studies

Compound 1-(4-(6-fluorobenzo[d] isoxazol-3-yl) piperidin-1-yl)-2-(4-(hydroxymethyl)-1H-1, 2,3-triazol-1-yl) ethanone was synthesized in good yield by using click chemistry approach with 2-azido-1-(4-(6-flurobenzo[d]isooxazol-3-yl)piperidin-1-yl)ethanone as a starting material. The synthesized compound was characterized using IR, NMR and MS studies. Thermal stability of the compound was analyzed by using TGA and DSC technique. The single crystal XRD analysis was taken part, to confirm the structure of the compound. The intercontacts in the crystal structure are analyzed using Hirshfeld surfaces computational method. Cytotoxicity of the synthesized compound was evaluated and the results were reported. The binding analysis carried out between the newly synthesized molecule with human serum albumin using fluorescence spectroscopy technique to understand the pharmacokinetics nature of the compound for further biological application. The molecular docking studies were evaluated for the compound to elucidate insights of new molecules in carrier protein.

Strong hydrogen bonded supramolecular architecture in a crystal of the {3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl] propyl} diethylamine cation with the hydrogen bonded chloride hydrate anion (halides) assembly: X-ray structure, DFT calculations, Hirshfeld surface analysis

The crystal structure of {3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl] propyl} diethylamine hydrohloride hydrate [C23H28NO4]+•[H2OCl]– is determined. The molecular geometrical parameters, frontier molecular orbital energies (HOMO, LUMO), their energy gap (ΔE), molecular electrostatic potential analysis of the compound are calculated by DFT/B3LYP at the 6-311G(d,p) level. The benzofuran and benzodioxo ring systems, except the diethylamine group, are essentially planar and a dihedral angle between the ring systems is 7.38(14)°. The compound crystallizes in the monoclinic space group P21/c, with a = 15.230(4) A, b = 11.418(2) A, c = 12.880(3) A, β = 94.56(3)°, V = 2232.8(9) A3, D calc = 1.297g/cm3, Z = 4. The hydrogen bonded Cl and H2O are self-assembled to form a supramolecular array of strong N–H…Cl and O–H…Cl bifurcated hydrogen bonds making tetramers which consist of a fused four-membered ring with a graph-set descriptor and a pseudo cyclic centrosymmetric R 2 2(8) ring motif. The hybrid dihalide-dihydrate clusters of [Cl2(H2O)2]2– are observed, too. The supramolecular crystal packing is consolidated by these bifurcated hydrogen bonds and the stacking of the sheet through strong π…π interactions. Moreover, the intra chain hydrogen bonds form intermolecular and intramolecular C–H…O hydrogen bonds, and the 1D supramolecular array is organized by C–H…π interactions. The contacts in the crystal structure are analyzed using the Hirshfeld surfaces computational method. The calculated geometrical parameters are in good agreement with the single crystal XRD data.

Two New Coordination Compounds Based on Polymeric, [CdCl3O] n n− Chains or [Cd2.5Cl7O2] n 2n− Layers: Synthesis, Crystal Structures, Physico-Chemical Properties and Theoretical Calculations

Two novel organic–inorganic hybrid compounds, [EtaH]2Cd2.5Cl7·H2H2O (1) and [tEtaH]CdCl3 (2) (Eta = ethanolamine, tEta = triethanolamine) were obtained by the synthetic reactions in aqueous solutions and characterized by X-ray diffraction, thermal analysis, electrochemical measurements, IR, Raman and UV–Vis spectroscopies. The crystallographic study revealed that (1) and (2) crystallize, respectively, in the triclinic and monoclinic systems, with P-1 and P2 1 /c space groups. In both compounds, hydrogen bonds and Van Der Waals interactions between the organic cations and the inorganic anions contribute to the stability of the crystal structure. In order to explain the activity of our compounds, we modeled the energy gap from HOMO to LUMO using DFT (B3LYP/LanL2DZ) calculations. The theoretical values of IR and Raman vibrational frequencies were found to be in a good agreement with the experimental results. On the basis of Hirshfeld surfaces computational method and the associated fingerprint plots, the nature of short contacts and their relative contributions to building the solid-state architecture were reported.