scholarly journals N-Acetyl Indole Linked to a Fused Triazolo/Thiadiazole Scaffold: Synthesis, Single Crystal X-Ray Structure, and Molecular Insight

Crystals ◽  
2020 ◽  
Vol 10 (7) ◽  
pp. 600
Author(s):  
Ahmed T. A. Boraei ◽  
Saied M. Soliman ◽  
Sammer Yousuf ◽  
Memoona Bibi ◽  
Assem Barakat
Keyword(s):  
Single Crystal ◽  
High Resolution Mass Spectrometry ◽  
Atomic Charge ◽  
Dft Method ◽  
Chemical Yield ◽  
Structural Features ◽  
Strong Interactions ◽  
X Ray ◽  
Reactivity Descriptors ◽  
Hirshfeld Analysis

The designed target compound of N-acetyl indole linked to a fused triazolo/thiadiazole scaffold was synthesized via the reaction of 4-amino-5-(1H-indol-2-yl)-1,2,4-triazol-3(2H)-thione as the starting material with acetic anhydride under reflux conditions for 6 h, resulting in an excellent and pure chemical yield. The structural features of the designed compound were confirmed using spectroscopic tools including single crystal X-ray diffraction analysis along with 1H-NMR, 13C-NMR, 2D-NMR, and high resolution mass spectrometry. Using Hirshfeld analysis, we determined the molecular packing depends on strong interactions (O···H and N···H) along with weak interactions (S···H, C···H and H···H). The shortest contacts corresponding to the N3···H12 (2.490 Å), N2···H5 (2.503 Å), and O1···H2 (2.490 Å) interactions were confirmed based on the Hirshfeld analysis. The calculated dipole moment was 6.6557 Debye. The atomic charge distribution, molecular electrostatic potential map, and reactivity descriptors are also discussed. The computed NMR spectra of the requisite compound correlated well with the results obtained experimentally. The UV-Vis electronic spectra of the requisite compound were simulated using the TD-DFT method and compared with the experimental data. The different σ→σ*, π→π*, n→σ*, and n→π* donor–acceptor interactions and their interaction energies stabilized the studied system to 9.84, 20.65, 29.33, and 45.82 kcal/mol, respectively.

scholarly journals Synthesis Single Crystal X-ray Structure DFT Studies and Hirshfeld Analysis of New Benzylsulfanyl-Triazolyl-Indole Scaffold

Crystals ◽  
2020 ◽  
Vol 10 (8) ◽  
pp. 685 ◽  
Author(s):  
Ahmed T. A. Boraei ◽  
Saied M. Soliman ◽  
Sammer Yousuf ◽  
Assem Barakat
Keyword(s):  
Density Functional Theory ◽  
Dft Calculations ◽  
Single Crystal ◽  
13C Nmr ◽  
Density Functional ◽  
Chemical Shifts ◽  
Functional Theory ◽  
X Ray ◽  
Reactivity Descriptors ◽  
Hirshfeld Analysis

Benzylsulfanyl-triazolyl-indole scaffold was synthesized through coupling of 4-amino-5-(1H-indol-2-yl)-1,2,4-triazol-3(2H)-thione and benzyl bromide in EtOH under basic conditions (K2CO3). The benzylation direction was deduced from the 13C NMR signal found at 35.09 ppm, assigned for the methylene carbon of the benzyl group, this value indicates that the benzyl group attacks sulfur, not nitrogen. 1H NMR, 13C NMR, COSY, HMQC, HRMS and X-ray single crystal diffraction analysis were used for structure assignment. The desired compound accomplished in good yield. Hirshfeld analysis revealed the importance of the short N...H (1.994–2.595 Ǻ), S…H (2.282 Ǻ) and C…H (2.670 Ǻ) contacts as well as the weak π-π stacking interactions in the molecular packing of benzylthio-triazolyl-indole scaffold. Its electronic and structural aspects were predicted using density functional theory (DFT) calculations and the reactivity descriptors as well. The Uv-Vis spectral bands were assigned based on the time-dependant density functional theory TD-DFT calculations, while the gauge-including atomic orbitals (GIAO) method was used to predict the 1H and 13C NMR chemical shifts.

scholarly journals DFT Calculation, Hirshfeld Analysis and X-ray Crystal Structure of Some Synthesized N-alkylated(S-alkylated)-[1,2,4]triazolo[1,5-a]quinazolines

Crystals ◽  
2021 ◽  
Vol 11 (10) ◽  
pp. 1195
Author(s):  
Hatem A. Abuelizz ◽  
Saied M. Soliman ◽  
Hazem A. Ghabbour ◽  
Mohamed Marzouk ◽  
Mohamed M. Abdellatif ◽  
...  
Keyword(s):  
Dipole Moments ◽  
Atomic Charge ◽  
Polar Compounds ◽  
Molecular Structures ◽  
Basic Medium ◽  
Monoclinic System ◽  
X Ray ◽  
Reactivity Descriptors ◽  
Distribution Maps ◽  
Hirshfeld Analysis

The present work aimed to synthesize 2-methylthio-triazoloquinazoline derivatives and study their X-ray, NMR, DFT and Hirshfeld characteristics. The cyclocondensation of dimethyl-N-cyanodithiocarbonate with 2-hydrazinobenzoic acid hydrochloride resulted in an intermediate, 2-methylthio-[1,2,4]triazolo[1,5-a]quinazolin-5-one (A), which upon treatment with phosphorus pentasulfide, transformed into the 2-methylthio-[1,2,4]triazolo[1,5-a]quinazolin-5-thione (B). Reaction of 2-methylthio-triazoloquinazolines (A&B) with alkyl halides (allyl bromide and ethyl iodide) in basic medium afforded 4-allyl-2-methylthio-[1,2,4]triazolo[1,5-a]quinazolin-5-one (1; N-alkylated) and 5-ethylthio-2-methylthio-[1,2,4]triazolo[1,5-a]quinazoline (2; S-alkylated), respectively. Their molecular and supramolecular structures were presented. Unambiguously, the molecular structures of 1 and 2 were confirmed via NMR and single-crystal X-ray diffraction. The resulting findings confirmed the structures of 1 and 2 and determined their crystalized system (monoclinic system; P21/n space group). Hirshfeld analysis of 1 revealed the importance of the significantly short O…H (6.7%), S…S (1.2%) and C…C (2.8%); however, the short H···H (42.6%), S···H (16.3%) and C···C (4.3%) were showed in 2 by intermolecular interactions in the molecular packing. The 1,2,4-triazoloquinzolines (1&2) were anticipated to be relatively polar compounds with net dipole moments of 2.9284 and 4.2127 Debye, respectively. The molecular electrostatic potential, atomic charge distribution maps and reactivity descriptors for 1 and 2 were also determined. The calculated nuclear magnetic resonance spectra of the targets 1 and 2 were well correlated with the experimental data.

The Transition Metal-rich Orthophosphate Arrojadite with Special Structural Features

2010 ◽  
Vol 65 (12) ◽  
pp. 1427-1433 ◽  
Author(s):  
Christoph Kallfaß ◽  
Constantin Hoch ◽  
Hermann Schier ◽  
Arndt Simon ◽  
Helmut Schuber
Keyword(s):  
Crystal Structure ◽  
Transition Metal ◽  
Single Crystal ◽  
Structural Features ◽  
Nickel Plate ◽  
Single Crystal Diffraction ◽  
X Ray ◽  
Different Types ◽  
New Feature

The crystal structure of the transition metal-rich orthophosphate mineral arrojadite was reexamined, and the disorder phenomena were analyzed applying modern X-ray single-crystal diffraction and refinement methods on samples from Nickel Plate (USA) and Hagendorf (Germany). As a new feature of the arrojadite structure, two different types of channels oriented along [010] are described. The occupancy of the atomic positions inside these channels have been elucidated.

New Intermetallic Compounds RE4Co2Mg3 (RE = Pr, Gd, Tb, Dy) – Syntheses, Structure, and Chemical Bonding

2007 ◽  
Vol 62 (2) ◽  
pp. 162-168 ◽  
Author(s):  
Selcan Tuncel ◽  
Ute Ch. Rodewald ◽  
Samir F. Matar ◽  
Bernard Chevalier ◽  
Rainer Pöttgena
Keyword(s):  
Single Crystal ◽  
Intermetallic Compounds ◽  
Chemical Bonding ◽  
Structural Features ◽  
Induction Melting ◽  
Geometrical Constraint ◽  
X Ray Diffraction ◽  
X Ray ◽  
Bonding Analysis ◽  
Magnesium Compounds

The magnesium compounds RE4Co2Mg3 (RE = Pr, Gd, Tb, Dy) were prepared by induction melting of the elements in sealed tantalum tubes. The samples were studied by powder X-ray diffraction. The structures of the gadolinium and of the terbium compound were refined from single crystal diffractometer data: Nd4Co2Mg3-type, P2/m, Z = 1, a = 754.0(4), b = 374.1(1), c = 822.5(3) pm, β = 109.65(4)°, wR2 = 0.0649, 730 F2 values for Gd4Co2Mg3 and a = 750.4(2), b = 372.86(6), c = 819.5(2) pm, β = 109.48(3)°, wR2 = 0.0398, 888 F2 values for Tb4Co2Mg3 with 30 variables each. The RE4Co2Mg3 structures are 3 : 1 intergrowth variants of distorted CsCl and AlB2 related slabs of compositions REMg and RECo2. Characteristic structural features (exemplary for Tb4Co2Mg3) are relatively short Tb-Co (271 pm), Co-Co (232 pm) and Mg-Mg (314 pm) distances. The latter are a geometrical constraint of the distortion of the REMg and RECo2 slabs. Chemical bonding analysis (ELF and ECOV data) for Gd4Co2Mg3 reveals strong Gd-Co bonding followed by Mg-Co, while the Mg-Mg interactions can be considered as weak. The Co-Co contacts are only weakly bonding. The bonding and antibonding states are almost filled.

Synthesis, growth, structure and characterization of molybdenum zinc thiourea complex crystals

2015 ◽  
Vol 71 (3) ◽  
pp. 285-292 ◽  
Author(s):  
M. Rajasekar ◽  
K. Muthu ◽  
A. Aditya Prasad ◽  
R. Agilandeshwari ◽  
SP Meenakshisundaram
Keyword(s):  
Single Crystal ◽  
Diffraction Analysis ◽  
Intermolecular Interactions ◽  
Crystal Packing ◽  
Second Harmonic ◽  
Morphological Changes ◽  
Strong Interactions ◽  
X Ray Diffraction ◽  
X Ray ◽  
Cell Parameters

Single crystals of molybdenum-incorporated tris(thiourea)zinc(II) sulfate (MoZTS) are grown by the slow evaporation solution growth technique. Crystal composition as determined by single-crystal X-ray diffraction analysis reveals that it belongs to the orthorhombic system with space groupPca21and cell parametersa= 11.153 (2),b= 7.7691 (14),c= 15.408 (3) Å,V= 1335.14 (4) Å3andZ= 4. The surface morphological changes are studied by scanning electron microscopy. The vibrational patterns in FT–IR are used to identify the functional group and TGA/DTA (thermogravimetric analysis/differential thermal analysis) indicates the stability of the material. The structure and the crystallinity of the material were confirmed by powder X-ray diffraction analysis and the simulated X-ray diffraction (XRD) closely matches the experimental one with varied intensity patterns. The band gap energy is estimated using diffuse reflectance data by the application of the Kubelka–Munk algorithm. The relative second harmonic generation (SHG) efficiency measurements reveal that MoZTS has an efficiency comparable to that of tris(thiourea)zinc(II) sulfate (ZTS). Hirshfeld surfaces were derived using single-crystal X-ray diffraction data. Investigation of the intermolecular interactions and crystal packingviaHirshfeld surface analysis reveal that the close contacts are associated with strong interactions. Intermolecular interactions as revealed by the fingerprint plot and close packing could be the possible reasons for facile charge transfer leading to SHG activity.

scholarly journals Lead-antimony sulfosalts from Tuscany (Italy). XVIII. New data on the crystal-chemistry of boscardinite

2017 ◽  
Vol 81 (1) ◽  
pp. 47-60 ◽  
Author(s):  
Cristian Biagioni ◽  
Yves Moëlo
Keyword(s):  
Single Crystal ◽  
Diffraction Study ◽  
Type Specimen ◽  
Structural Features ◽  
X Ray Diffraction ◽  
X Ray ◽  
Cell Parameters ◽  
Mineral Associations ◽  
Crystal Chemical Data ◽  
New Findings

AbstractBoscardinite, ideally TlPb4(Sb7As2)∑9S18, has been described recently as a new homeotypic derivative of baumhauerite, found at Monte Arsiccio mine, Apuan Alps, Tuscany, Italy. New findings of boscardinite in different mineral associations of this deposit have allowed the collection of new crystal-chemical data. Electron-microprobe analysis of the crystal used for the single-crystal X-ray diffraction study gave (in wt.%): Ag 1.81(5), Tl 12.60(21), Pb 17.99(12), Hg 0.14(5), As 9.36(12), Sb 33.60(27), S 23.41(30),Cl 0.06(1), total 98.97(100). On the basis of ∑Me= 14 apfu, it corresponds to Ag0.42Tl1.52Pb2.14Hg0.02(Sb6.82As3.08)∑9.90S18.04Cl0.04. With respect to the type specimen, these new findings are characterized by a strong Pb depletion, coupled with higher Tl contents, and a significant As enrichment. The single-crystal X-ray diffraction study of this (Tl,As)-enriched boscardinite confirms the structural features described for the type sample. The unit-cell parameters area= 8.1017(4),b= 8.6597(4),c= 22.5574(10) Å, α = 90.666(2), β = 97.242(2), γ = 90.850(2)°,V= 1569.63(12) Å3, space groupP̄1. The crystal structure was refined down toR1= 0.0285 on the basis of 6582 reflections withFo> 4σ(Fo). Arsenic is dominant in threeMeS3sites, compared to one in type boscardinite. The main As-enrichment is observed in the sartorite-type sub-layer. Owing to this chemical peculiarity, (Tl, As)-rich boscardinite shows alternation, alongb, of Sb-rich sites and As-rich sites; this feature represents the main factor controlling the 8 Å superstructure. The chemical variability of boscardinite is discussed; the Ag increase observed here gets closer to stoichiometric AgTl3Pb4(Sb14As6)∑20S36(Z= 1), against possible extension up to AgTl2Pb6(Sb15As4)∑19S36for type boscardinite.

Syntheses and molecular structures of some di(amidino)monosilanes

2021 ◽  
Vol 44 (1) ◽  
pp. 228-238
Author(s):  
Markus Bös ◽  
Marcus Herbig ◽  
Uwe Böhme ◽  
Edwin Kroke
Keyword(s):  
Raman Spectroscopy ◽  
Single Crystal ◽  
High Field ◽  
Structural Features ◽  
Molecular Structures ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
Field Shift ◽  
Nmr Signals

Abstract The syntheses of three different amidinosilanes of the type Me2Si[N=C(Ph)R]2 with R = pyrrolidino, morpholino, and diethylamino and one derivative with the composition R2Si[N=C(Ph)R]2 with R = morpholino are reported. These compounds were prepared in one-pot syntheses including three consecutive steps. All products are analysed by single crystal X-ray diffraction, NMR, and Raman spectroscopy. The Si–N=C–N units of these compounds show characteristic structural features and cause a significant high field shift of the 29Si NMR signals.

scholarly journals A C-shaped p-sulfonatocalix[4]arene-based supermolecule exhibiting mutual-inclusion and bilayer insertion of dipicolinate

CrystEngComm ◽  
2014 ◽  
Vol 16 (18) ◽  
pp. 3749-3757 ◽  
Author(s):  
Ahmad Husain ◽  
Clive L. Oliver
Keyword(s):  
Structural Analysis ◽  
Single Crystal ◽  
Thermal Methods ◽  
X Ray ◽  
Hot Stage Microscopy ◽  
Hirshfeld Analysis

A p-sulfonatocalix[4]arene-based, C-shaped supermolecule, [Ce3(PDA)4(C4AS)2·13H2O](NO3)·25H2O 1 was prepared and characterized by single crystal X-ray structural analysis, thermal methods (TG, DSC and hot-stage microscopy) and Hirshfeld analysis.

Nuclear-weighted X-ray maximum entropy method – NXMEM

2015 ◽  
Vol 71 (1) ◽  
pp. 9-19 ◽  
Author(s):  
Sebastian Christensen ◽  
Niels Bindzus ◽  
Mogens Christensen ◽  
Bo Brummerstedt Iversen
Keyword(s):  
Single Crystal ◽  
Maximum Entropy ◽  
Diffraction Data ◽  
Maximum Entropy Method ◽  
Functional Materials ◽  
Structural Features ◽  
Entropy Method ◽  
Nuclear Density ◽  
Single Crystal Diffraction ◽  
X Ray

Subtle structural features such as disorder and anharmonic motion may be accurately characterized from nuclear density distributions (NDDs). As a viable alternative to neutron diffraction, this paper introduces a new approach named the nuclear-weighted X-ray maximum entropy method (NXMEM) for reconstructing pseudo NDDs. It calculates an electron-weighted nuclear density distribution (eNDD), exploiting that X-ray diffraction delivers data of superior quality, requires smaller sample volumes and has higher availability. NXMEM is tested on two widely different systems: PbTe and Ba8Ga16Sn30. The first compound, PbTe, possesses a deceptively simple crystal structure on the macroscopic level that is unable to account for its excellent thermoelectric properties. The key mechanism involves local distortions, and the capability of NXMEM to probe this intriguing feature is established with simulated powder diffraction data. In the second compound, Ba8Ga16Sn30, disorder among the Ba guest atoms is analysed with both experimental and simulated single-crystal diffraction data. In all cases, NXMEM outperforms the maximum entropy method by substantially enhancing the nuclear resolution. The induced improvements correlate with the amount of available data, rendering NXMEM especially powerful for powder and low-resolution single-crystal diffraction. The NXMEM procedure can be implemented in existing software and facilitates widespread characterization of disorder in functional materials.

scholarly journals X-ray Single Crystal Structure, Tautomerism Aspect, DFT, NBO, and Hirshfeld Surface Analysis of a New Schiff Bases Based on 4-Amino-5-Indol-2-yl-1,2,4-Triazole-3-Thione Hybrid

Crystals ◽  
2021 ◽  
Vol 11 (9) ◽  
pp. 1041
Author(s):  
Ahmed T. A. Boraei ◽  
Saied M. Soliman ◽  
Matti Haukka ◽  
El Sayed H. El Tamany ◽  
Abdullah Mohammed Al-Majid ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Dft Calculations ◽  
Single Crystal ◽  
Natural Bond Orbital ◽  
Molecular Packing ◽  
Single Crystal Structure ◽  
X Ray ◽  
Hirshfeld Analysis ◽  
Stabilization Energies ◽  
C And N

Four different new Schiff basses tethered indolyl-triazole-3-thione hybrid were designed and synthesized. X-ray single crystal structure, tautomerism, DFT, NBO and Hirshfeld analysis were explored. X-ray crystallographic investigations with the aid of Hirshfeld calculations were used to analyze the molecular packing of the studied systems. The H···H, H···C, S···H, Br···C, O···H, C···C and N···H interactions are the most important in the molecular packing of 3. In case of 4, the S···H, N···H, S···C and C···C contacts are the most significant. The results obtained from the DFT calculations indicated that the thione tautomer is energetically lower than the thiol one by 13.9545 and 13.7464 kcal/mol for 3 and 4, respectively. Hence, the thione tautomer is the most stable one which agree with the reported X-ray structure. In addition, DFT calculations were used to compute the electronic properties while natural bond orbital calculations were used to predict the stabilization energies due to conjugation effects. Both compounds are polar where 4 (3.348 Debye) has a higher dipole moment than 3 (2.430 Debye).

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