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

Basit Öğe Kaydı
dc.contributor.authorYakali, G.
dc.contributor.authorOzturk, S. E.
dc.contributor.authorAygun, M.
dc.date.accessioned2019-10-27T11:09:47Z
dc.date.available2019-10-27T11:09:47Z
dc.date.issued2017
dc.departmentEge Üniversitesien_US
dc.description.abstractThe crystal structure of {3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl] propyl} diethylamine hydrohloride hydrate [C23H28NO4](+)center dot[H2OCl](-) is determined. The molecular geometrical parameters, frontier molecular orbital energies (HOMO, LUMO), their energy gap (Delta E), 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)degrees. The compound crystallizes in the monoclinic space group P21/c, with a = 15.230(4) angstrom, b = 11.418(2) angstrom, c = 12.880(3) angstrom, beta = 94.56(3)degrees, V = 2232.8(9) angstrom(3), D-calc = 1.297g/cm(3), 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 [Cl-2(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 pi...pi 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...pi 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.en_US
dc.description.sponsorshipDokuz Eylul UniversityDokuz Eylul University [2010.KB.FEN.13]en_US
dc.description.sponsorshipThis work has been completed at Dokuz Eylul University and is the subject of the forthcoming Ph. D. Thesis of Gul Yakali. The authors acknowledge Dokuz Eylul University for the use of the Agilent Xcalibur Eos diffractometer (purchased under University Research Grant No: 2010.KB.FEN.13).en_US
dc.identifier.doi10.1134/S0022476617020123
dc.identifier.endpage314en_US
dc.identifier.issn0022-4766
dc.identifier.issn1573-8779
dc.identifier.issn0022-4766en_US
dc.identifier.issn1573-8779en_US
dc.identifier.issue2en_US
dc.identifier.startpage304en_US
dc.identifier.urihttps://doi.org/10.1134/S0022476617020123
dc.identifier.urihttps://hdl.handle.net/11454/32325
dc.identifier.volume58en_US
dc.identifier.wosWOS:000402189600012en_US
dc.identifier.wosqualityQ4en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.language.isoenen_US
dc.publisherPleiades Publishing Incen_US
dc.relation.ispartofJournal of Structural Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectcrystal structureen_US
dc.subjectbenzofuranen_US
dc.subjectbifurcated hydrogen bonden_US
dc.subjectchloride hydrateen_US
dc.subjectsupramolecular architectureen_US
dc.subjecttetramersen_US
dc.subjecthalidesen_US
dc.subjectDFTen_US
dc.subjectHirshfeld surface analysisen_US
dc.titleSTRONG 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 ANALYSISen_US
dc.typeArticleen_US

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu