Acta Crystallographica Section C Structural Chemistry最新文献

{"title":"Molecular and crystal structures of six poly(arylsulfinyl)- and poly(arylsulfanyl)ferrocenes.","authors":"Tobias Blockhaus, Karlheinz Sünkel","doi":"10.1107/S2053229624009318","DOIUrl":"10.1107/S2053229624009318","url":null,"abstract":"<p><p>Starting from (p-tolylsulfinyl)ferrocene (1), a mixture of the complete series [CpFe{C₅H_5-n(SOTol-p)_n}] (n = 2-4) (2-4) in all regioisomers was obtained. After chromatographic separation, crystals of 1,2-bis[(4-methylbenzene)sulfinyl]ferrocene, 2a, and 1,3-bis[(4-methylbenzene)sulfinyl]ferrocene, 2b, both [Fe(C₅H₅)(C₁₉H₁₇O₂S₂)], as well as of 1,2,3-tris[(4-methylbenzene)sulfinyl]ferrocene, [Fe(C₅H₅)(C₂₆H₂₃O₃S₃)], 3a, and 1,2,3,4-tetrakis[(4-methylbenzene)sulfinyl]ferrocene ethyl acetate 0.75-solvate, [Fe(C₅H₅)(C₃₃H₂₉O₄S₄)]·0.75C₄H₈O₂, 4, could be isolated. Their molecular and crystal structures are compared with each other and also with the so far unreported structures of related 1,2-bis(phenylsulfanyl)ferrocene, [Fe(C₅H₅)(C₁₇H₁₃S₂)], 5, and 1,2,3,4-tetrakis(phenylsulfanyl)ferrocene, [Fe(C₅H₅)(C₂₉H₂₁S₄)], 6. In all the sulfinyl structures, the O atoms of the S=O groups are in equatorial positions, except for that in tetrasubstituted 4. All the arene rings of these compounds (except for one ring in 4) are in axial positions directed away from the Fe atom, mostly in a near perpendicular orientation with respect to the plane of the cyclopentadienyl ring. The main intermolecular interactions in the crystals are C-H...H-C, C-H...π and C-H...O, while C-H...S interactions are much less important, except for tetrasulfanyl compound 6. π-π interactions (intramolecular) are only important in compound 3a. Hirshfeld analysis shows that dispersion terms are dominant for the interaction energies of all six compounds. In general, the calculated total interaction energies increase with increasing number of substituents and are higher for the sulfinyl than for the sulfanyl groups.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11535883/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142370718","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":"Crystal clear: the impact of crystal structure in the development of high-performance organic semiconductors.","authors":"Callum J McHugh","doi":"10.1107/S2053229624010520","DOIUrl":"https://doi.org/10.1107/S2053229624010520","url":null,"abstract":"","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142574986","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":"A salt from biologically active compounds pyridine-2,3-dicarboxylic (quinolinic) acid and cytosine.","authors":"Olga Książkiewicz","doi":"10.1107/S2053229624009598","DOIUrl":"10.1107/S2053229624009598","url":null,"abstract":"<p><p>Biologically active compounds are highly sought-after materials for developing novel structures applicable to industry. Cytosine and pyridine-2,3-dicarboxylic acid (quinolinic acid) are notably significant environmentally. Cytosine, a pyrimidine derivative, features a six-membered ring with a ketone and an amino group, constituting a fundamental nitrogenous base found in deoxyribonucleic acid (DNA). The present synthesis yielded a salt of dipyridine-2,3-dicarboxylic acid with cytosine, wherein a proton was transferred from a carboxyl group of quinolinic acid to a ring N atom in the cytosine molecule giving the salt 6-amino-2-oxo-2,3-dihydropyrimidin-1-ium 3-carboxypyridine-2-carboxylate, C₄H₆N₃O⁺·C₇H₄NO₄^-. A Hirshfeld surface analysis was conducted to examine the contribution of contacts within the salt. The structure of the salt was compared to other structures containing quinolinic acid in the Cambridge Structural Database (CSD).</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142399066","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, XRD structural analysis and theoretical studies of a potential inhibitor against rheumatoid arthritis (RA).","authors":"Kevin Monge-Hoyos, Rodolfo Moreno-Fuquen, Kevin Arango-Daraviña, Javier Ellena, Pedro H O Santiago","doi":"10.1107/S2053229624010106","DOIUrl":"10.1107/S2053229624010106","url":null,"abstract":"<p><p>This work focused on analyzing the properties of N-(5-nitrothiazol-2-yl)furan-2-carboxamide (C₈H₅N₃O₄S, NTFC) as a possible inhibitor of the rheumatoid arthritis process. The synthesis of NTFC was carried out and good-quality crystals were obtained and studied by NMR (¹H and ¹³C), DEPT 135, UV-Vis, IR, MS and single-crystal X-ray diffraction. The structure of NTFC consists of two rings, thiazole and furan, and a central C-N-C(=O)-C segment, which appears to be planar. This central amide segment forms angles of 2.61 (10) and 7.97 (11)° with the planes of the thiazole and furan rings, respectively. The crystal structure of NTFC exhibits N-H...N, N-H...O and C-H...O hydrogen bonds, and C-H...π and π-π interactions that facilitate self-assembly and the formation of hydrogen-bonded dimers, which implies the appearance of R₂²(8) graph-set motifs in this interaction. The stability of the dimeric unit is complemented by the formation of strong intramolecular C-S...O interactions of chalcogen character, with an S...O distance of 2.6040 (18) Å. Hirshfeld surface (HS) analysis revealed that O...H/H...O interactions were dominant, accounting for 36.8% of the total HS, and that N-H...N interactions were fundamental to the formation of the dimeric structure. The molecular electrostatic potential (MEP) map showed a maximum energy of 46.73 kcal mol^-1 and a minimum of -36.06 kcal mol^-1. The interaction energies of molecular pairs around NTFC are highest for those interactions linked by N-H hydrogen bonds. The properties of the NTFC ligand as a potential inhibitor of the DHODH (dihydroorotate dehydrogenase) enzyme were evaluated by molecular docking, showing coupling energies very close to those obtained with the control drug for rheumatoid arthritis, i.e. leflunomide.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142492704","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":"Structural insights into supramolecular interactions in isostructural salts of 2,4,6-triaminopyrimidinium with various heterocyclic carboxylates.","authors":"Marimuthu Mohana, Sundaramoorthy Gomathi, Packianathan Thomas Muthiah, Ray J Butcher","doi":"10.1107/S2053229624008787","DOIUrl":"10.1107/S2053229624008787","url":null,"abstract":"<p><p>2,4,6-Triaminopyrimidine is an interesting and challenging molecule due to the presence of multiple hydrogen-bond donors and acceptors. Its noncovalent interactions with a variety of carboxylic acids provide several supramolecular aggregates with frequently occurring molecular synthons. The present work focuses on the supramolecular interactions of 2,4,6-triaminopyrimidinium 3-(indol-3-yl)propionate-3-(indol-3-yl)propionic acid (1/1), C₄H₈N₅⁺·C₁₁H₁₀NO₂^-·C₁₁H₁₁NO₂, (I), 2,4,6-triaminopyrimidinium 2-(indol-3-yl)acetate, C₄H₈N₅⁺·C₁₀H₈NO₂^-, (II), 2,4,6-triaminopyrimidinium 5-bromothiophene-2-carboxylate, C₄H₈N₅⁺·C₅H₂BrO₂S^-, (III), and 2,4,6-triaminopyrimidinium 5-chlorothiophene-2-carboxylate, C₄H₈N₅⁺·C₅H₂ClO₂S^-, (IV). All four salts exhibit robust homomeric and heteromeric R₂²(8) ring motifs. Salts (I) and (II) develop sextuple [in (I)] and quadruple [in (I) and (II)] hydrogen-bonded arrays through fused-ring motifs. Salt (II) exhibits a rosette-like architecture. Salt (IV) is isostructural and isomorphous with salt (III), exhibiting an identical crystal structure with a different composition and an identical supramolecular architecture. In salts (III) and (IV), a linear hetero-tetrameric motif is formed and, in addition, both salts exhibit halogen-π interactions which enhance the crystal stability. All four salts develop a supramolecular hydrogen-bonded pattern facilitated by several N-H...O and N-H...N hydrogen bonds with multiple furcated donors and acceptors.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142370719","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":"Structural comparison of [Ce(O^tBu)Cl(THF)₅](BPh₄) to smaller rare earth analogues.","authors":"Jarrod R Thomas, Kavisha A Sarma, Marcus J Giansiracusa, Scott A Sulway","doi":"10.1107/S2053229624009872","DOIUrl":"10.1107/S2053229624009872","url":null,"abstract":"<p><p>The introduction of the cerium(III) analogue (1-Ce, Ln = Ce) of (tert-butoxido)chloridopentakis(tetrahydrofuran)lanthanide(III) tetraphenylborate tetrahydrofuran disolvate, [Ln{OC(CH₃)₃}Cl(C₄H₈O)₅][B(C₆H₅)₄]·2C₄H₈O or [Ln(O^tBu)Cl(THF)₅](BPh₄)·2THF (1-Ln) has been achieved with a structural comparison between the existing solid-state structures of other rare earth analogues and the title compound at 100 and 180 K. The cation in 1-Ce is targeted as the cerium(III) ion possesses the criteria to exhibit slow magnetic relaxation in axial point-charge crystal fields, akin to the dysprosium(III) ion in 1-Dy. AC magnetic susceptibility experiments reveal no such behaviour for 1-Ce, putting the viability of cerium-based SMMs into question.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142492702","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":"Hydrogen-bonding interactions in the salts 2,4,6-triaminopyrimidin-1-ium sorbate dihydrate, 2,4,6-triaminopyrimidin-1-ium N-phenylantharanilate and 2,4,6-triaminopyrimidin-1-ium p-toluenesulfonate.","authors":"Marimuthu Mohana, Sundaramoorthy Gomathi, Packianathan Thomas Muthiah, Ray J Butcher","doi":"10.1107/S2053229624008763","DOIUrl":"10.1107/S2053229624008763","url":null,"abstract":"<p><p>Three salts, namely, 2,4,6-triaminopyrimidin-1-ium sorbate dihydrate, C₄H₈N₅⁺·C₆H₇O₂^-·2H₂O, (I), 2,4,6-triaminopyrimidin-1-ium N-phenylanthranilate, C₄H₈N₅⁺·C₁₃H₁₀NO₂^-, (II), and 2,4,6-triaminopyrimidin-1-ium p-toluenesulfonate, C₄H₈N₅⁺·C₇H₇O₃S^-, (III), were synthesized, characterized by X-ray diffraction techniques and their supramolecular interactions investigated. In all three crystal structures, protonation of the pyrimidine moiety occurs at the N1 position and is reflected in a widening of the C-N-C bond angle. In salts (I)-(III), the primary acid-base interaction occurs through a pair of N-H...O hydrogen bonds to give a heterodimeric R₂²(8) synthon. Salts (II) and (III) form a discrete centrosymmetric base pair that produces a homodimeric R₂²(8) synthon and salt (I) forms a water-mediated base pair resulting in a tetrameric R₄⁴(12) synthon. The supramolecular patterns exhibited by sulfonate salt (III) mimic the patterns of carboxylate salt (II) and both exhibit a DADA array (D = donor and A = acceptor) quadruple hydrogen-bonded pattern. The crystal structures of salts (I) and (III) are stabilized by offset and face-to-face aromatic π-π stacking interactions, respectively. The resulting architectures in salts (I)-(III) are a supramolecular sheet with a rosette-like architecture in (I), a supramolecular sheet-like architecture in (II) and a three-dimensional supramolecular network in (III).</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142370717","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":"Photocrystallography - common or exclusive?","authors":"Katarzyna N Jarzembska","doi":"10.1107/S2053229624009690","DOIUrl":"10.1107/S2053229624009690","url":null,"abstract":"","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142379859","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":"Dinuclear zinc(II) acetate complexes derived from N,N',S-tridentate Schiff bases: synthesis, structural study and Hirshfeld surface analysis.","authors":"Odalys Anaya-Avila, Oscar Muñoz-Granados, Noemí Andrade-López, José G Alvarado-Rodríguez, Diego Martínez-Otero","doi":"10.1107/S205322962400946X","DOIUrl":"10.1107/S205322962400946X","url":null,"abstract":"<p><p>Three dinuclear zinc(II) acetate complexes of the general formula [Zn{Lⁿ}(AcO)]₂, namely, di-μ-acetato-κ⁴O:O'-bis[({2-[(pyridin-2-ylmethylidene)amino]phenyl}sulfanido-κ³N,N',S)zinc(II)], [Zn₂(C₁₂H₉N₂S)₂(C₂H₃O₂)₂] (n = 1), 4, μ-acetato-1:2κ²O:O'-acetato-2κO-[μ-(2-{[1-(pyridin-2-yl)ethylidene]amino}phenyl)sulfanido-1κS:2κ³N,N',S][(2-{[1-(pyridin-2-yl)ethylidene]amino}phenyl)sulfanido-1κ³N,N',S]dizinc(II), [Zn₂(C₁₃H₁₁N₂S)₂(C₂H₃O₂)₂] (n = 2), 5, and μ-acetato-1:2κ²O:O'-acetato-2κO-[μ-(2-{[phenyl(pyridin-2-yl)methylidene]amino}phenyl)sulfanido-1κS:2κ³N,N',S][(2-{[phenyl(pyridin-2-yl)methylidene]amino}phenyl)sulfanido-1κ³N,N',S]dizinc(II)-bis(2-aminophenyl) disulfide (2/1), [Zn₂(C₁₈H₁₃N₂S)₂(C₂H₃O₂)₂]·0.5C₁₂H₁₂N₂S₂ (n = 3), 6·0.5(2-APS)₂, were obtained from the reaction of 2-R-(pyridin-2-yl)benzothiazoline precursors (R = H, 1; R = Me, 2; R = Ph, 3) with zinc acetate dihydrate in a 1:1 ratio. All the complexes crystallized as dinuclear species and complex 6 cocrystallized with one molecule of bis(2-aminophenyl) disulfide (2-APS)₂. The anionic Schiff base ligands {Lⁿ}^- displayed a κ²N,κS-tridentate coordination mode with the formation of two five-membered chelate rings. In 4, 5 and 6·0.5(2-APS)₂, both Zn^II ions are pentacoordinated and the coordination sphere of 4 was different with respect to those in 5 and 6·0.5(2-APS)₂. For 4, the X-ray diffraction study showed a dinuclear complex containing two bridging acetate ligands linked to both Zn^II ions. For 5 and 6·0.5(2-APS)₂, the dinuclear complexes displayed one bridging acetate ligand linked to both Zn^II ions, where the first Zn^II ion includes a dative bond with one S atom from an adjacent anionic Schiff base {Lⁿ}^-, while the second Zn^II ion is coordinated to one terminal acetate ligand. In each dinuclear complex, the geometry is the same for both Zn^II metal centres. The local geometry of the Zn^II cation in 4 is halfway between trigonal bipyramidal and square pyramidal local geometries; in 5 and 6, the local geometries are described as distorted square pyramidal. Hirshfeld surface analysis of 5 and 6 showed the predominance of H...H interactions, as well as the contribution of C-H...C, C-H...O and C-H...S noncovalent interactions to the cohesion of the crystalline network of the Zn^II complexes.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142370716","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, crystal structures and antiproliferative activities of a new indole-containing dipyridylmethanone hydrazone Schiff base and its cadmium(II) complex.","authors":"Qing Zhang, Zi Quan Wang, Dian Xiang Xing, Shou Juan Wang, Xue Jie Tan","doi":"10.1107/S2053229624010167","DOIUrl":"10.1107/S2053229624010167","url":null,"abstract":"<p><p>In this study, we introduce a novel indole-containing pyridine-based Schiff base, (E)-2-({[bis(pyridin-2-yl)methylidene]hydrazin-1-ylidene}methyl)-1H-indole, C₂₀H₁₅N₅ (2-DPHI), and its cadmium(II) complex poly[[2-({[bis(pyridin-2-yl)methylidene]hydrazin-1-ylidene}methyl)-1H-indole]di-μ-chlorido-cadmium(II)], [CdCl₂(C₂₀H₁₅N₅)]_n (pCd2), as potential anticancer agents. The Schiff base was synthesized by reacting dipyridylmethanone hydrazone with indole-2-formaldehyde, while the cadmium complex was prepared by combining CdCl₂ and 2-DPHI in methanol at room temperature. Both compounds were evaluated for their cytotoxicity against three human cancer cell lines (A375, A549 and HeLa) and a normal cell line (HFF-1). The ligand 2-DPHI exhibited notable antitumour activity, with an IC₅₀ value of 12.22 µM against A375 and 15.17 µM against A549 after 48 h, while the pCd2 complex showed an even stronger inhibition of A375 cells, with an IC₅₀ value of 4.88 µM, outperforming both 2-DPHI and CdCl₂. Both compounds demonstrated lower toxicity towards normal cells compared to cancer cells. The structures of 2-DPHI and pCd2 were fully characterized using single-crystal X-ray diffraction, elemental analysis, high-resolution mass spectrometry and FT-IR, ¹H NMR, ¹³C NMR and UV-Vis spectroscopy.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142492703","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}