Acta Crystallographica Section C Structural Chemistry最新文献

{"title":"The synthesis and crystal structure of (E)-2-{[(4-methoxynaphthalen-1-yl)methylidene]amino}-4-methylphenol: Hirshfeld surface analysis, DFT calculations and anticorrosion studies.","authors":"Ahmed Abderrahim Yahiaoui,&nbsp;Nadir Ghichi,&nbsp;Douniazed Hannachi,&nbsp;Bilel Mezhoud,&nbsp;Amel Djedouani,&nbsp;Khairedine Kraim,&nbsp;Aurélien Crochet,&nbsp;Helen Stoeckli-Evans","doi":"10.1107/S2053229623005867","DOIUrl":"https://doi.org/10.1107/S2053229623005867","url":null,"abstract":"<p><p>The title Schiff base compound, (E)-2-{[(4-methoxynaphthalen-1-yl)methylidene]amino}-4-methylphenol, C₁₉H₁₇NO₂ (I), was synthesized via the reaction of 2-amino-4-methylphenol with 4-methoxynaphthalene-1-carbaldehyde. The structure of I was characterized by NMR, IR and UV-Vis spectroscopies in different solvents. The interatomic contacts in the crystal structure were explored using Hirshfeld surface analysis, which, together with the two-dimensional fingerprint plots, confirm the predominance of dispersion forces in the crystal structure. The molecule of I has a twisted conformation, with the mean plane of the naphthalene ring system being inclined to the plane of the phenol ring by 33.41 (4)°. In the crystal, molecules are linked by C-H...O hydrogen bonds to form inversion dimers. There are parallel-displaced π-π interactions present, together with C-H...π interactions, resulting in the formation of a three-dimensional structure. The anticorrosion potential of I was also investigated using density functional theory (DFT) in the gas phase and in various solvents. The compound was shown to exhibit significant anticorrosion properties for iron and copper. The molecular structure of I was determined by DFT calculations at the M062X/6-311+g(d) level of theory and compared with the crystallographically determined structure. Local and global reactivity descriptors were computed to predict the reactivity of I. Excellent agreement was observed between the calculated results and the experimental data.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2023-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9943490","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Low-dimensional compounds containing bioactive ligands. XXII. First crystal structure, cytotoxic activity and DNA and HSA binding of a zirconium(IV) complex with 8-hydroxyquinoline-2-carboxylic acid.","authors":"Michaela Harmošová,&nbsp;Mária Vilková,&nbsp;Martin Kello,&nbsp;Lukáš Smolko,&nbsp;Erika Samol'ová,&nbsp;Dominika Šebová,&nbsp;Ivan Potočňák","doi":"10.1107/S2053229623005971","DOIUrl":"https://doi.org/10.1107/S2053229623005971","url":null,"abstract":"<p><p>A new zirconium(IV) complex, diaquabis(8-hydroxyquinoline-2-carboxylato-κ³N,O²,O⁸)zirconium(IV) dimethylformamide disolvate, [Zr(C₁₀H₅NO₃)₂(H₂O)₂]·2C₃H₇NO or [Zr(QCa)₂(H₂O)₂]·2DMF (1) (HQCaH is 8-hydroxyquinoline-2-carboxylic acid and DMF is dimethylformamide), was prepared and characterized by elemental analysis, IR spectroscopy and single-crystal X-ray structure analysis. Complex 1 is a mononuclear complex in which the Zr^IV atoms sit on the twofold axis and they are octacoordinated by two N and six O atoms of two tridentate anionic QCa^2- ligands, and two aqua ligands. Outside the coordination sphere are two DMF molecules bound to the complex unit by hydrogen bonds. The structure and stability of complex 1 in dimethyl sulfoxide were verified by NMR spectroscopy. The cytotoxic properties of 1 and HQCaH were studied in vitro against eight cancer cell lines, and their selectivity was tested on the BJ-5ta noncancerous cell line. Both the complex and HQCaH exhibited low activity, with IC₅₀ > 200 µM. DNA and human serum albumin (HSA) binding studies showed that 1 binds to calf thymus (CT) DNA via intercalation and is able to bind to the tryptophan binding site of HSA (Trp-214).</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2023-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9935724","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis and crystal structures of two 1H-benzo[d]imidazole derivatives: DFT and anticorrosion studies, and Hirshfeld surface analysis.","authors":"Nadir Ghichi,&nbsp;Amel Djedouani,&nbsp;Douniazed Hannachid,&nbsp;Mohamed Elhadi Said,&nbsp;Ali Benboudiaf,&nbsp;Hocine Merazig,&nbsp;Louiza Ouksel,&nbsp;Abdelkader Hellal,&nbsp;Helen Stoeckli-Evans","doi":"10.1107/S2053229623005545","DOIUrl":"https://doi.org/10.1107/S2053229623005545","url":null,"abstract":"<p><p>The title benzimidazole compounds, namely, 2-(4-methoxynaphthalen-1-yl)-1H-benzo[d]imidazole, C₁₈H₁₄N₂O (I) and 2-(4-methoxynaphthalen-1-yl)-1-[(4-methoxynaphthalen-1-yl)methyl]-1H-benzo[d]imidazole ethanol monosolvate, C₃₀H₂₄N₂O₂·C₂H₆O (II), were synthesized by the condensation reaction of benzene-1,2-diamine with 4-methoxynaphthalene-1-carbaldehyde in the ratios 1:1 and 1:2, respectively. In I, the mean plane of the naphthalene ring system is inclined to that of the benzimidazole ring by 39.22 (8)°, while in II, the corresponding dihedral angle is 64.76 (6)°. This difference is probably influenced by the position of the second naphthalene ring system in II; it is inclined to the benzimidazole ring mean plane by 77.68 (6)°. The two naphthalene ring systems in II are inclined to one another by 75.58 (6)°. In the crystal of I, molecules are linked by N-H...N hydrogen bonds to form chains propagating along the a-axis direction. Inversion-related molecules are also linked by a C-H...π interaction linking the chains to form layers lying parallel to the ac plane. In the crystal of II, the disordered ethanol molecule is linked to the molecule of II by an O-H...N hydrogen bond. There are a number of C-H...π interactions present, both intra- and intermolecular. Molecules related by an inversion centre are linked by C-H...π interactions, forming a dimer. The dimers are linked by further C-H...π interactions, forming ribbons propagating along the b-axis direction. The interatomic contacts in the crystal structures of both compounds were explored using Hirshfeld surface analysis. The molecular structures of I and II were determined by density functional theory (DFT) calculations at the M062X/6-311+g(d) level of theory and compared with the experimentally determined molecular structures in the solid state. Local and global reactivity descriptors were computed to predict the reactivity of the title compounds. Both compounds were shown to exhibit significant anticorrosion properties with respect to iron and copper.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2023-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10128504","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis, structure, ADME and biological activity of three 2,6-disubstituted thiosemicarbazone derivatives.","authors":"Dagmara Ziembicka,&nbsp;Andrzej Olczak,&nbsp;Katarzyna Gobis,&nbsp;Izabela Korona-Głowniak,&nbsp;Anna Pietrzak,&nbsp;Ewa Augustynowicz-Kopeć,&nbsp;Agnieszka Głogowska,&nbsp;Marcin Zaborowski,&nbsp;Małgorzata Szczesio","doi":"10.1107/S2053229623005521","DOIUrl":"https://doi.org/10.1107/S2053229623005521","url":null,"abstract":"<p><p>Three new 2,6-disubstituted thiosemicarbazone derivatives of pyridine, namely, 2-{amino[6-(pyrrolidin-1-yl)pyridin-2-yl]methylidene}-N,N-dimethylhydrazine-1-carbothioamide, C₁₃H₂₀N₆S, 2-{amino[6-(piperidin-1-yl)pyridin-2-yl]methylidene}-N,N-dimethylhydrazine-1-carbothioamide, C₁₄H₂₂N₆S, and 2-[amino(6-phenoxypyridin-2-yl)methylidene]-N,N-dimethylhydrazine-1-carbothioamide monohydrate, C₁₅H₁₇N₅OS·H₂O, have been synthesized and characterized by NMR spectroscopy and low-temperature single-crystal X-ray diffraction. In addition, their antibacterial and anti-yeast activities have been determined. The ability of the tested compounds to inhibit bacterial growth was comparable to vancomycin as a reference drug. Compared to isoniazid (MIC 0.125 and 8 µg ml^-1), the compounds showed the ability to inhibit the growth of Mycobacterium tuberculosis to a moderate degree for the standard strain and at the same level or higher (MIC 4-8 µg ml^-1) for the resistant strain. All three compounds adopt the zwitterionic form in the crystal structure regardless of the presence or absence of solvent molecules.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2023-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9803093","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Z-Ala-Ile-OH, a dipeptide building block suitable for the formation of orthorhombic microtubes.","authors":"Renate Gessmann,&nbsp;Isabel Garcia-Saez,&nbsp;Georgios Simatos,&nbsp;Anna Mitraki","doi":"10.1107/S2053229623004849","DOIUrl":"https://doi.org/10.1107/S2053229623004849","url":null,"abstract":"<p><p>Self-assembling dipeptides have emerged in the last two decades as promising building blocks for the development of novel biomaterials. Among the various classes of dipeptides, aromatic dipeptides and especially diphenylalanine (Phe-Phe), which forms hexagonal nanotubes, have been the most extensively studied. However, aliphatic peptides or mixed aromatic-aliphatic dipeptides seem just as promising, exhibiting various structures ranging from amyloid fibrils to microtubes. Herein we report the single-crystal structure of an aliphatic dipeptide, alanine-isoleucine (Ala-Ile), C₁₇H₂₄N₂O₅, protected with a benzyloxycarbonyl (Z) group at the N-terminus. The protected dipeptide crystallizes in the orthorhombic space group P2₁2₁2₁ and forms hollow microtubes with orthorhombic symmetry upon evaporation on glass surfaces, as shown by field emission scanning electron microscopy (FESEM). These findings provide an increased understanding of the correlation between the single-crystal structure of the peptide building block and its self-assembly mechanism, and expand the library of available building blocks for microtechnological applications.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2023-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10320834/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9796257","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Boron-π interactions in two 3-(dihydroxyboryl)anilinium salts analyzed by crystallographic studies and supported by the noncovalent interactions (NCI) index theoretical approach.","authors":"Jacobo Rivera-Segura,&nbsp;Victor Barba,&nbsp;Iran F Hernandez-Ahuactzi,&nbsp;Hugo Tlahuext","doi":"10.1107/S2053229623005065","DOIUrl":"https://doi.org/10.1107/S2053229623005065","url":null,"abstract":"<p><p>In the title compounds, 3-(dihydroxyboryl)anilinium bisulfate monohydrate, C₆H₉BNO₂⁺·HSO₄^-·H₂O (I), and 3-(dihydroxyboryl)anilinium methyl sulfate, C₆H₉BNO₂⁺·CH₃SO₄^- (II), the almost planar boronic acid molecules are linked by pairs of O-H...O hydrogen bonds, forming centrosymmetric motifs that can be described by the graph-set R₂²(8) motif. In both crystals, the B(OH)₂ group acquires a syn-anti conformation (with respect to the H atoms). The presence of the hydrogen-bonding functional groups B(OH)₂, NH₃⁺, HSO₄^-, CH₃SO₄^- and H₂O generates three-dimensional hydrogen-bonded networks, in which the bisulfate (HSO₄^-) and methyl sulfate (CH₃SO₄^-) counter-ions act as the central building blocks within the crystal structures. Furthermore, in both structures, the packing is stabilized by weak boron-π interactions, as shown by noncovalent interactions (NCI) index calculations.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2023-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9751129","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Construction of a Pb^II coordination polymer from a semi-rigid ditopic 2,2-biimidazole derivative: synthesis, crystal structure and characterization.","authors":"Xiangning Liu,&nbsp;Hua Cai,&nbsp;Ruikang Zhou,&nbsp;Yaqi Li","doi":"10.1107/S2053229623004783","DOIUrl":"https://doi.org/10.1107/S2053229623004783","url":null,"abstract":"<p><p><!?tlsb=-0.04pt>A new Pb^II coordination polymer, poly[0.75(aqua)[μ₃-4,4'-(1H,1'H-[2,2'-biimidazole]-1,1'-diyl)dibenzoato-κ⁵O,O';N;O'',O''']]lead(II)] 1.25-hydrate], {[Pb(C₂₀H₁₂N₄O₄)(H₂O)_0.75]·1.25H₂O}_n or {[Pb(L)(H₂O)_0.75]·1.25H₂O}_n (1) [H₂L = 4,4'-(1H,1'H-[2,2'-biimidazole]-1,1'-diyl)dibenzoic acid], was synthesized under solvothermal reaction conditions and characterized using microanalysis, IR spectroscopy and thermogravimetric analysis. Single-crystal structure analysis reveals that a two-dimensional corrugated layer structure is formed in 1 and that neighbouring layers are further extended into a three-dimensional structure by hydrogen-bonding interactions. In addition, a fluorescence sensing experiment towards Cu²⁺ based on the polymeric Pb^II complex was carried out.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2023-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10126903","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Tb_2-xNd_xZn_17-yNi_y (x = 0.5, y = 4.83): a new intermetallic with a maximum disordered structure and its hydrogen storage properties.","authors":"Vitalii Nytka,&nbsp;Vasyl Kordan,&nbsp;Andrij Stetskiv,&nbsp;Volodymyr Pavlyuk","doi":"10.1107/S2053229623004369","DOIUrl":"https://doi.org/10.1107/S2053229623004369","url":null,"abstract":"<p><p>The ternary Tb_2-xNd_xZn_17-yNi_y (x = 0.5, y = 4.83) disordered phase belongs to the structural family based on the rhombohedral Th₂Zn₁₇ structure type. The structure is maximally disordered since all the sites are occupied by statistical mixtures of atoms. The Tb/Nd mixture of atoms occupies the 6c site (site symmetry 3m). The statistical mixtures Ni/Zn consisting of more Ni atoms are located in the 6c and 9d (symmetry .2/m) sites. In the following 18f (site symmetry .2) and 18h (site symmetry .m) sites are located Zn/Ni statistical mixtures which consist of more Zn atoms. Zn/Ni atoms form three-dimensional networks with hexagonal channels that fill statistical mixtures of Tb/Nd and Ni/Zn. The Tb_2-xNd_xZn_17-yNi_y compound belongs to the family of intermetallic phases capable of absorbing hydrogen. In the structure, there are three types of voids, namely, 9e (site symmetry .2/m), 3b (site symmetry -3m) and 36i (site symmetry 1), in which hydrogen can be inserted, and the maximum total absorption capacity can reach 1.21 wt% H₂. Electrochemical hydrogenation shows that the phase absorbs 1.03% of H₂, which indicates partial filling of the voids with H atoms.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2023-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9576498","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Preparation, spectroscopic, X-ray crystallographic, DFT, antimicrobial and ADMET studies of N-[(4-flourophenyl)sulfanyl]phthalimide.","authors":"Şukriye Çakmak,&nbsp;Tuğba Aycan,&nbsp;Hasan Yakan,&nbsp;Aysel Veyisoğlu,&nbsp;Hasan Tanak,&nbsp;Meryem Evecen","doi":"10.1107/S2053229623003418","DOIUrl":"https://doi.org/10.1107/S2053229623003418","url":null,"abstract":"<p><p>N-[(4-Fluorophenyl)sulfanyl]phthalimide (C₁₄H₈FNO₂S, FP) was synthesized and characterized using X-ray crystallography. It was then investigated via quantum chemical analysis using the density functional theory (DFT) approach, as well as spectrochemically using FT-IR and ¹H and ¹³C NMR spectroscopy, and elemental analysis. The observed and stimulated spectra are in very good agreement for the DFT method. The in vitro antimicrobial activity of FP against three Gram-positive bacteria, three Gram-negative bacteria and two fungi were determined using the serial dilution method, and FP showed the highest antibacterial activity against E. coli, with a MIC of 128 µg ml^-1. Druglikeness, ADME (absorption, distribution, metabolism and excretion) and toxicology studies were carried out to theoretically examine the drug properties of FP.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2023-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9636291","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Halogen bonds, chalcogen bonds, pnictogen bonds, tetrel bonds and other σ-hole interactions: a snapshot of current progress.","authors":"Lee Brammer,&nbsp;Anssi Peuronen,&nbsp;Thomas M Roseveare","doi":"10.1107/S2053229623004072","DOIUrl":"https://doi.org/10.1107/S2053229623004072","url":null,"abstract":"<p><p>We report here on the status of research on halogen bonds and other σ-hole interactions involving p-block elements in Lewis acidic roles, such as chalcogen bonds, pnictogen bonds and tetrel bonds. A brief overview of the available literature in this area is provided via a survey of the many review articles that address this field. Our focus has been to collect together most review articles published since 2013 to provide an easy entry into the extensive literature in this area. A snapshot of current research in the area is provided by an introduction to the virtual special issue compiled in this journal, comprising 11 articles and entitled `Halogen, chalcogen, pnictogen and tetrel bonds: structural chemistry and beyond.'</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2023-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10240169/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9938777","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}