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This study describes a simple, inexpensive, and effective method for the synthesis of new 5‐imino‐7‐aryle‐5H‐thiazolo[3,2‐a]pyrimidine‐3‐carbonitrile derivatives 4a‐e using a green procedure that does not require the use of heat or a base, creating a strategy that meets both economic and environmental demands. Various synthesized products were characterized via diverse techniques such as 1H‐NMR, infrared (FT‐IR), Mass spectroscopy (MS), and single crystal X‐ray diffraction. Using a fluorescence spectrometer, the 5‐imino‐7‐phenyle‐5H‐thiazolo[3.2‐a]pyrimidine‐3‐carbonitrile 4a has been tested as a potent fluorescent agent in mixture of DMSO/Water at 10−4 M in one hand, and on the other hand the results of our fluorescence evaluation studies with metal ions (Pb(II), Ba(II), Cd(II), Ni(II), Mn(II), Hg(II), Zn(II), Fe(II), Co(II), Cu(II), La(II), Cr(III), and Fe(III)) have shown that this compound exhibits a turn‐on and turn‐off of the fluorescence to 4a compound with these metals, what forms poor to good interaction by these ions. This result represents the emergence of a new potential ligand for the two heavy cations Cd(II) and Pb(II), which are toxic and polluting, and whose detection is currently of high interest. As well, In the molecular docking evaluation study, it was determined that the 4e molecule has an exceptional ability to inhibit the binding energy of the tubulin protein by −9.13 kcal/mmol, compared to other compounds. The results demonstrate the possibilities for a novel oral medication application. [ABSTRACT FROM AUTHOR]

A new complex formed from the reaction of benzene-1,2,4,5-tetracarboxylic dianhydride with zinc(II) acetate dihydrate was synthesized and characterized by single-crystal X-ray diffraction, thermal analysis (TGA), and density functional theory (DFT). [C10H4O8][Zn(H2O)6] (1), crystallized in a monoclinic system with space group P2/m. Theoretical modeling was performed at the DFT/B3LYP computational level with 6–311 G(d,p) and LanL2DZ basis sets. The Zn(II) is six-coordinate, forming an ideal octahedral geometry. A Hirshfeld surface analysis of the complex indicated that H···O/O···H contacts contribute to 47.8% of the crystal packing. The stability of 1 was investigated by determining the global chemical reactivity descriptors (GCRD). The nonlinear optical (NLO) behavior was investigated by analyzing the dipole moment, polarizability, and first-order hyperpolarizability (μ, α and β) via a theoretical approach, indicating that 1 has important nonlinear optical properties. A molecular docking study shows binding of 1 on the active site of receptors from human cyclooxygenase-2 enzyme (PDB code: 5IKT) and Escherichia coli MenB (PDB code: 3T88). [ABSTRACT FROM AUTHOR]

• The optimized geometry is computed and spectroscopic properties of DBQA using B3LYP methods. • Experimentally and Theoretically calculated by FT-IR, UV–Vis, NMR spectrum of DBQA. • Hirshfeld surface analysis and fingerprint plots were generated. • The nonlinear optical properties have been evaluated for the different conformation. • Molecular docking of MBQA against HMGCS2 main protease (Mpro) protein. In this study, we present the synthesis and characterization of a novel organic compound, (E)-N'-(3-methoxybenzylidene)-2-(quinolin-8-yloxy) acetohydrazide. Our characterization includes single crystal X-ray diffraction (XRD), Fourier-transform infrared spectroscopy (FT-IR), and UV–visible spectroscopy. We also conducted Hirshfeld surface (HS) analysis to investigate intermolecular interactions. The compound crystallizes in the triclinic system with space group P −1. We employed density functional theory (DFT) with the B3LYP function and the 6–311 G (d, p) basis set to calculate its electronic properties. Additionally, we explored its nonlinear optical (NLO) behavior, determining the electric dipole moment (μ), polarizability (α), and hyperpolarizability (β), second-order hyperpolarizabilities (γ) using the same basis set. To evaluate the NLO properties of MBQA, we conducted frontier molecular orbitals (FMO) analysis, examined HOMO-LUMO energies, determined the energy band gap, studied the density of states (DOS), and assessed global chemical reactivity descriptors. We also performed a molecular electrostatic potential (MEP) simulation to identify optimal sites for both electrophilic and nucleophilic attacks. Our analysis further included a reduced density gradient (RDG) analysis to investigate various types of intermolecular interactions in MBQA, such as repulsive, attractive, and Van der Waals interactions while also distinguishing between strong and weak interactions. To understand the molecular stability and interactions, we conducted natural bond orbital (NBO) analysis, which provided insights into hyperconjugative interactions, charge delocalization and electron density ED among the molecular components. Finally, we assessed the biological activity of the MBQA molecule by predicting its potential pharmacological activities using the prediction of activity spectra for substances (PASS) and conducting molecular docking analyses. This comprehensive study provides valuable insights into the structural, electronic, and biological properties of (E)-N'-(3-methoxybenzylidene)-2-(quinolin-8-yloxy) acetohydrazide (MBQA). [Display omitted] [ABSTRACT FROM AUTHOR]

The thia­zolo[3,4-a]benzimidazole fused-ring system in the title compound, C14H8N2OS2, is nearly planar, the r.m.s. deviation being 0.0073 Å. The thia­zolo-benzimidazole-2-thione system is almost in the same plane as the furan-2-yl-methyl­ene moiety, with a dihedral angle of 5.6 (2)° between the two least-squares planes. In the crystal, adjacent mol­ecules are connected by weak inter­molecular inter­actions (C—H⋯N and slipped π–π stacking) into a three-dimensional network. The nature of the inter­molecular inter­actions was also qu­anti­fied by Hirshfeld surface analysis. DFT analysis indicates a good agreement of the experimentally determined and the theoretically calculated mol­ecular structures. [ABSTRACT FROM AUTHOR]

In the title compound, C24H19N3O5S, the thiazole ring (r.m.s. deviation = 0.012 Å) displays a planar geometry and is surrounded by three fragments, two methoxyphenyl and one nitrophenyl. The thiazole ring is almost in the same plane as the nitrophenyl ring, making a dihedral angle of 20.92 (6)°. The two methoxyphenyl groups are perpendicular to the thiazole ring [dihedral angles of 79.29 (6) and 71.31 (7)° and make a dihedral angle of 68.59 (7)°. The molecule exists in an Z,Z conformation with respect to the C = N imine bond. In the crystal, a series of C--H...N, C--H...o and C--H...S hydrogen bonds, augmented by several π-π(ring) interactions, produce a three-dimensional architecture of molecules stacked along the b-axis direction. The experimentally derived structure is compered with that calculated theoretically using DFT(B3YLP) methods. [ABSTRACT FROM AUTHOR]

In the title compound, C18H20N4O3S, the 1,2,4-triazole ring is twisted with respect to the mean plane of quinoline moiety at 65.24 (4)°. In the crystal, molecules are linked by weak C-H...O and C-H...N hydrogen bonds, forming the three-dimensional supramolecular packing. [π]-[π] stacking between the quinoline ring systems of neighbouring molecules is also observed, the centroid-to-centroid distance being 3.6169 (6) Å. Hirshfeld surface (HS) analyses were performed. [ABSTRACT FROM AUTHOR]

In the title compound, C26H21N3O5S, the thia­zole ring is nearly planar with a maximum deviation of 0.017 (2) Å, and is twisted with respect to the three benzene rings, making dihedral angles of 25.52 (12), 85.77 (12) and 81.85 (13)°. In the crystal, weak C--H⋯O hydrogen bonds and C--H⋯π inter­actions link the mol­ecules into a three-dimensional supra­molecular architecture. Aromatic π-π stacking is also observed between the parallel nitro­benzene rings of neighbouring mol­ecules, the centroid-to-centroid distance being 3.5872 (15) Å. [ABSTRACT FROM AUTHOR]

• A novel quinoline derivative was synthesized and characterized. • FT-IR, NMR, UV–Vis techniques and DFT method were used for spectroscopic analysis. • Conformational analysis was performed to determine the stable geometry. • The HS, NBO and RDG analyses explained the intramolecular hydrogen bonding. • First hyper polarizability and HOMO-LUMO energy gap were theoretically predicted. In this work, (E)-N'-(4-nitrobenzylidene)-2-(quinolin-8-yloxy) acetohydrazide monohydrate (NBQA) crystal was synthesized and its structural characterization was carried out by single-crystal X-ray diffraction. The intermolecular interactions in the crystal were investigated through the Hirshfeld surface analysis and the 2D-fingerprint plot. In the solid phase, the spectroscopic characterization was also carried out using FT-IR, 1H NMR, and 13C NMR experimental spectroscopies. To support experimental results, DFT calculations have been accomplished on the NBQA molecule in the ground state. First, theoretical calculations were performed using BPV86 and GGA-PBE functionals with the 6-311G(d,p) basis set to obtain the stable conformer of the molecule. Likewise, harmonic vibrational frequencies, 1H and 13C chemical shifts, and NBO analysis were also calculated using the same level of theory and compared to available experimental data. Furthermore, the molecular electrostatic potential (MEP), frontier molecular orbitals (FMO) analysis, HOMO-LUMO energies, energy band gap, density of state (DOS), global chemical reactivity descriptors, and some thermodynamic functions were studied and discussed. UV–Vis spectrum was predicted by the TD-DFT method in chloroform solvent and compared with the experimental spectrum for displaying the involved electronic transitions in the compound. The repulsive, attractive, and Van der Waals strong and weak interactions in NBQA were investigated via the RDG analysis. The NLO properties of NBQA have also investigated in different available solvents by DFT and compared to the most important compounds in the field. The first hyperpolarizability values of NBQA have been increased with increasing solvent polarity and decreasing the energy band gap. Image, graphical abstract [ABSTRACT FROM AUTHOR]

• The synthesis of a new thiazole derivative has been achieved. • The structural characterization was performed using experimental and theoretical methods. • Intermolecular interactions in molecular stacking are discussed using hydrogen bonds and a reduced density gradient (RDG) has been generated. • To examine charge transfer, delocalization and conjugative interactions in molecules, the natural bonding orbital (NBO) was determined. • Biological activity prediction was performed using scsicivment: Pass Online predictions, Docking molecular simulation. Thiazolidinones, widely utilized as a framework for synthesizing diverse molecules, demonstrate pharmacological activity and contribute to the creation of compounds with various biological effects, including antimicrobial, analgesic, antitumor, anti-inflammatory, anti-HIV, and antitubercular properties. The primary objective of this study was to develop a novel organic heterocyclic compound. Researchers successfully achieved this goal by synthesizing (Z)-2-((4-methoxycyclohexa-2,5‑dien-1-yl) imino)-3-methyl thiazolidin-4-one dihydrate (ZMThD), and the structural features of this newly synthesized compound were determined using single crystal X-ray diffraction (XRD). The compound crystallized in the orthorhombic system's P2 1 2 1 2 1 space group. A notable feature of the structure is the precisely measured dihedral angle of 45.0° between the benzene and thiazolidinone rings, indicating a lack of π-π stacking and confirming the non-planar nature of the structure.To further support and elucidate the experimental findings, density functional theory (DFT) calculations were conducted using the B3LYP functional in conjunction with a 6–311 G (d, p) basis set. The optimized geometry results obtained from these calculations closely mirrored the experimental results. Additionally, the stability of the crystal structure was examined through Hirshfeld surface analysis and 2D fingerprint plots, revealing that H...H interactions (50.7%) and H...C/C...H interactions (24.3%) were the primary contributors to the intermolecular forces stabilizing the crystalline structure. The potent inhibitory activity of the screened compounds was rationalized through in-silico molecular modeling studies against the Insulin-degrading enzyme (IDE) enzyme. The compound exhibited a remarkable docking score of −6.8 Kcal/mole, characterized by hydrogen-bond and hydrophobic interactions. [Display omitted] [ABSTRACT FROM AUTHOR]