Crystal Structure and Supramolecular Architecture of Antiallergic Diphenylene Diethyl Dioxalamates

The crystal structure and the supramolecular architectures of the antiallergic compounds N,N′-(4,4′-methanediyl-di-phenyl)-bis-diethyl dioxalamate (1); N′,N′-(4,4′-oxydi-p-phenylene)-bis-diethyl dioxalamate (2); N,N′-(4,4′-biphenylene)-bis- diethyl dioxalamate (3) are reported. The supramolecular self-assembly in 1-3 is driven by N-H···O=C hydrogen bonds and reinforced by C-H···O=C, C-H···π and C=O···C=O interactions. The three compounds preferred to form cross-linked supramolecular architectures. Intermolecular interactions also were studied by the Hirshfeld surface analysis, revealing that the H···H, O···H, and C···H are the more dominant contacts in the three compounds. The knowledge of crystal structure will allow us to perform theoretical studies to evaluate the antiallergic activity of compounds 1-3.

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Crystal structure and Hirshfeld surface analysis of (succinato-κO)[N,N,N′,N′-tetrakis(2-hydroxyethyl)ethylenediamine-κ5 O,N,N′,O′,O′′]nickel(II) tetrahydrate

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989018015359 ◽

2018 ◽

Vol 74 (12) ◽

pp. 1700-1704 ◽

Cited By ~ 1

Author(s):

Sevgi Kansiz ◽

Necmi Dege ◽

Yildiray Topcu ◽

Yusuf Atalay ◽

Snizhana V. Gaidai

Keyword(s):

Crystal Structure ◽

Hydrogen Bonds ◽

Surface Analysis ◽

Intermolecular Interactions ◽

Title Compound ◽

Crystal Packing ◽

Three Dimensional ◽

Hirshfeld Surface ◽

Supramolecular Architecture ◽

Two Dimensional

In the title compound, [Ni(C10H24N2O4)(C4H4O4)]·4H2O, the NiII cation is octahedrally coordinated by one O atom of the succinate anion and three O atoms and two N atoms from an N,N,N′,N′-tetrakis(2-hydroxyethyl)ethylenediamine molecule. In the crystal, molecules are linked by O—H...O and C—H...O hydrogen bonds, forming a three-dimensional supramolecular architecture. Hirshfeld surface analyses and two-dimensional fingerprint plots were used to analyse the intermolecular interactions present in the crystal, indicating that the most important contributions for the crystal packing are from H...H (63.3%) and H...O/O...H (34.5%) interactions.

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The synthesis, crystal structure and Hirshfeld analysis of 4-(3,4-dimethylanilino)-N-(3,4-dimethylphenyl)quinoline-3-carboxamide

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989020000298 ◽

2020 ◽

Vol 76 (2) ◽

pp. 201-207

Author(s):

Ligia R. Gomes ◽

John Nicolson Low ◽

Fernanda Borges ◽

Alexandra Gaspar ◽

Francesco Mesiti

Keyword(s):

Crystal Structure ◽

Hydrogen Bonds ◽

Surface Analysis ◽

Intermolecular Interactions ◽

Pyridine Ring ◽

Hirshfeld Surface ◽

Intermolecular Hydrogen Bonds ◽

Pyramidal Geometry ◽

Hirshfeld Analysis ◽

Lattice Energies

The structure of the title quinoline carboxamide derivative, C26H25N3O, is described. The quinoline moiety is not planar as a result of a slight puckering of the pyridine ring. The secondary amine has a slightly pyramidal geometry, certainly not planar. Both intra- and intermolecular hydrogen bonds are present. Hirshfeld surface analysis and lattice energies were used to investigate the intermolecular interactions.

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2-[(1E)-({[(Benzylsulfanyl)methanethioyl]amino}imino)methyl]-6-methoxyphenol: crystal structure and Hirshfeld surface analysis

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989016004291 ◽

2016 ◽

Vol 72 (4) ◽

pp. 516-521 ◽

Cited By ~ 6

Author(s):

Enis Nadia Md Yusof ◽

Mukesh M. Jotani ◽

Edward R. T. Tiekink ◽

Thahira B. S. A. Ravoof

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Hydrogen Bonds ◽

Dihedral Angle ◽

Surface Analysis ◽

Intermolecular Interactions ◽

Phenyl Ring ◽

Hirshfeld Surface ◽

Geometric Parameters ◽

Hirshfeld Surface Analysis

The title dithiocarbazate ester, C16H16N2O2S2, comprises two almost planar residues,i.e. the phenyl ring and the remaining 14 non-H atoms (r.m.s. deviation = 0.0410 Å). These are orientated perpendicularly, forming a dihedral angle of 82.72 (5)°. An intramolecular hydroxy-O—H...N(imine) hydrogen bond, leading to anS(6) loop, is noted. An analysis of the geometric parameters is consistent with the molecule existing as the thione tautomer, and the conformation about the C=N bond isE. The thione S and imine H atoms lie to the same side of the molecule, facilitating the formation of intermolecular N—H...S hydrogen bonds leading to eight-membered {...HNCS}2synthons in the crystal. These aggregates are connected by phenyl-C—H...O(hydroxy) interactions into a supramolecular layer in thebcplane; these stack with no directional interactions between them. An analysis of the Hirshfeld surface confirms the nature of the intermolecular interactions.

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Crystal structure and Hirshfeld surface analysis of 1-[(benzyldimethylsilyl)methyl]-1-ethylpiperidin-1-ium ethanesulfonate

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s205698902101361x ◽

2022 ◽

Vol 78 (2) ◽

Author(s):

Jan-Lukas Kirchhoff ◽

Stephan G. Koller ◽

Kathrin Louven ◽

Carsten Strohmann

Keyword(s):

Crystal Structure ◽

Hydrogen Bonds ◽

Quantum Chemical Calculations ◽

Surface Analysis ◽

Intermolecular Interactions ◽

Quantum Chemical ◽

Crystal Packing ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Molecular Salt

The title molecular salt, C17H30NSi+·C2H5O4S−, belongs to the class of a-aminosilanes and was synthesized by the alkylation of 1-[(benzyldimethylsilyl)methyl]piperidine using diethyl sulfate. This achiral salt crystallizes in the chiral space group P21. One of the Si—C bonds in the cation is unusually long [1.9075 (12) Å], which correlates with the adjacent quaternary N+ atom and was verified by quantum chemical calculations. In the crystal, the components are linked by weak C—H...O hydrogen bonds: a Hirshfeld surface analysis was performed to further investigate these intermolecular interactions and their effects on the crystal packing.

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Crystal structure and Hirshfeld surface analysis of bis[(ethoxymethanethioyl)sulfanido](N,N,N′,N′-tetramethylethane-1,2-diamine)mercury(II)

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989021010549 ◽

2021 ◽

Vol 77 (11) ◽

Author(s):

Adnan M. Qadir ◽

Sevgi Kansiz ◽

Necmi Dege ◽

Eiad Saif

Keyword(s):

Crystal Structure ◽

Hydrogen Bonds ◽

Surface Analysis ◽

Crystal Packing ◽

Hirshfeld Surface ◽

Mononuclear Complex ◽

Supramolecular Architecture ◽

Two Dimensional ◽

Tetrahedral Geometry ◽

Distorted Tetrahedral Geometry

The title four-coordinate mononuclear complex, [Hg(C3H5OS2)2(C6H16N2)] or [Hg(C3H5OS2)2(tmeda)] (tmeda: N,N,N′,N′-tetramethylethane-1,2-diamine), has a distorted tetrahedral geometry. The HgII ion is coordinated to two N atoms of the N,N,N′,N′-tetramethylethylenediamine ligand and two S atoms from two ethylxanthate xanthate ligands. In the crystal, molecules are linked by weak C—H...S hydrogen bonds, forming a two-dimensional supramolecular architecture in the ab plane. The most important contributions for the crystal packing are from H...H (59.3%), S...H (27.4%) and O...H (7.5%) interactions.

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Crystal structure and Hirshfeld surface analysis of (E)-1-(3,5-dichloro-2-hydroxyphenyl)-3-(5-methylfuran-2-yl)prop-2-en-1-one

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989018012173 ◽

2018 ◽

Vol 74 (10) ◽

pp. 1451-1454 ◽

Cited By ~ 2

Author(s):

N. R. Sreenatha ◽

B. N. Lakshminarayana ◽

D. P. Ganesha ◽

C. R. Gnanendra

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Hydrogen Bonds ◽

Dihedral Angle ◽

Surface Analysis ◽

Intermolecular Interactions ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Axis Direction ◽

Ring Motif

The title chalcone derivative, C14H10Cl2O3, is almost planar, with a dihedral angle of 7.0 (2) ° between the 3,5-dichloro-2-hydroxyphenyl and 5-methylfuran rings. There is an intramolecular O—H...O hydrogen bond present forming an S(6) ring motif. In the crystal, molecules are linked by bifurcated C—H/H...O hydrogen bonds, enclosing an R 1 2(6) ring motif, forming a 21 helix propagating along the b-axis direction. The intermolecular interactions were quantified using Hirshfeld surface analysis.

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2,4-Diamino-6-phenyl-1,3,5-triazin-1-ium nitrate: intriguing crystal structure with high Z′/Z′′ and hydrogen bond numbers and Hirshfeld surface analysis of intermolecular interactions

CrystEngComm ◽

10.1039/d1ce00313e ◽

2021 ◽

Author(s):

Nicoleta Caimac ◽

Elena Melnic ◽

Diana Chisca ◽

Marina S. Fonari

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Surface Analysis ◽

Intermolecular Interactions ◽

Title Compound ◽

Ionic Species ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Asymmetric Unit ◽

Space Group

The title compound crystallises in the triclinic centrosymmetric space group P1̄ with an intriguing high number of crystallographically unique binary salt-like adducts (Z′ = 8) and a total number of ionic species (Z′′ = 16) in the asymmetric unit.

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Synthesis, crystal structure and Hirshfeld surface analysis of 1-ferrocenylundecane-1,11-diol

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s205698902101358x ◽

2022 ◽

Vol 78 (2) ◽

Author(s):

C. John McAdam ◽

Jim Simpson

Keyword(s):

Crystal Structure ◽

Hydrogen Bonds ◽

Surface Analysis ◽

Title Compound ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Axis Direction ◽

Alkane Chain

The racemic title compound, [Fe(C5H5)(C16H27O2)], comprises an α,ω-diol-substituted undecyl chain with a ferrocenyl substituent at at one terminus. The alkane chain is inclined to the substituted ring of the ferrocene grouping by 84.22 (13)°. The ferrocene rings are almost eclipsed and parallel. The crystal structure features O—H...O and C—H...O hydrogen bonds and C—H...π contacts that stack the molecules along the c-axis direction. A Hirshfeld surface analysis reveals that H...H interactions (83.2%) dominate the surface contacts.

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6-Methyl-2-oxo-N-(quinolin-6-yl)-2H-chromene-3-carboxamide: crystal structure and Hirshfeld surface analysis

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989016011026 ◽

2016 ◽

Vol 72 (8) ◽

pp. 1121-1125

Author(s):

Lígia R. Gomes ◽

John Nicolson Low ◽

André Fonseca ◽

Maria João Matos ◽

Fernanda Borges

Keyword(s):

Crystal Structure ◽

Hydrogen Bonds ◽

Dihedral Angle ◽

Surface Analysis ◽

Coumarin Derivative ◽

Hirshfeld Surface ◽

Supramolecular Structures ◽

Hirshfeld Surface Analysis ◽

Quinoline Ring ◽

Π Interactions

The title coumarin derivative, C20H14N2O3, displays intramolecular N—H...O and weak C—H...O hydrogen bonds, which probably contribute to the approximate planarity of the molecule [dihedral angle between the coumarin and quinoline ring systems = 6.08 (6)°]. The supramolecular structures feature C—H...O hydrogen bonds and π–π interactions, as confirmed by Hirshfeld surface analyses.

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Crystal structure and Hirshfeld surface analysis of 3-methyl-4-oxo-N-phenyl-3,4-dihydroquinazoline-2-carbothioamide

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989021013116 ◽

2022 ◽

Vol 78 (1) ◽

Author(s):

Nasiba Pirnazarova ◽

Ubaydullo Yakubov ◽

Sevara Allabergenova ◽

Akmaljon Tojiboev ◽

Kambarali Turgunov ◽

...

Keyword(s):

Crystal Structure ◽

Hydrogen Bonds ◽

Surface Analysis ◽

Torsion Angle ◽

Phenyl Group ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Asymmetric Unit ◽

Compound C ◽

Graph Set

The asymmetric unit of the title compound, C16H13N3OS, comprises two molecules (A and B) with similar conformations that differ mainly in the orientation of the phenyl group relative to the rest of the molecule, as expressed by the Cthioamide—Nthioamide—Cphenyl—Cphenyl torsion angle of 49.3 (3)° for molecule A and of 5.4 (3)° for molecule B. In the crystal, two intermolecular N—H...N hydrogen bonds lead to the formation of a dimer with R 2 2(10) graph-set notation. A Hirshfeld surface analysis revealed that H...H interactions are the most important intermolecular interactions, contributing 40.9% to the Hirshfeld surface.

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