How Different Are Aromatic π Interactions from Aliphatic π Interactions and Non-π Stacking Interactions?

2011 ◽  
Vol 7 (11) ◽  
pp. 3471-3477 ◽  
Author(s):  
Kwang S. Kim ◽  
S. Karthikeyan ◽  
N. Jiten Singh
Keyword(s):  
Stacking Interactions ◽  
Π Interactions ◽  
Π Stacking

scholarly journals 2,3-Dimethylquinazolin-4(3H)-one

2014 ◽  
Vol 70 (7) ◽  
pp. o788-o788
Author(s):  
Fozil E. Saitkulov ◽  
Azamat A. Tashniyazov ◽  
Azimjon A. Mamadrahimov ◽  
Kh. M. Shakhidoyatov
Keyword(s):  
Hydrogen Bonds ◽  
Maximum Deviation ◽  
Stacking Interactions ◽  
Two Dimensional ◽  
Π Interactions ◽  
Π Stacking ◽  
Dimensional Network ◽  
Centroid Distance ◽  
Title Molecule

The non-H atoms of the title molecule, C10H10N2O, are essentially coplanar, with a maximum deviation of 0.046 (4) Å for the O atom. In the crystal, molecules are linked by weak C—H...O hydrogen bonds, forming chains along [010]. In addtion, weak C—H...π interactions and π–π stacking interactions between benzene and pyrimidine rings, with a centroid–centroid distance of 3.730 (3) Å, link the chains, forming a two-dimensional network parallel to (001).

scholarly journals Crystal structure of 2-(adamantan-1-yl)-5-(4-bromophenyl)-1,3,4-oxadiazole

2014 ◽  
Vol 70 (12) ◽  
pp. o1231-o1232 ◽  
Author(s):  
Nourah Z. Alzoman ◽  
Ali A. El-Emam ◽  
Hazem A. Ghabbour ◽  
C. S. Chidan Kumar ◽  
Hoong-Kun Fun
Keyword(s):  
Crystal Structure ◽  
Benzene Ring ◽  
Stacking Interactions ◽  
Axis Direction ◽  
Π Interactions ◽  
Π Stacking ◽  
Title Molecule

In the title molecule, C18H19BrN2O, the benzene ring is inclined to the oxadiazole ring by 10.44 (8)°. In the crystal, C—H...π interactions link the molecules in a head-to-tail fashion, forming chains extending along thec-axis direction. The chains are further connected by π–π stacking interactions, with centroid–centroid distances of 3.6385 (7) Å, forming layers parallel to thebcplane.

scholarly journals Different N—H...π interactions in two indole derivatives

2016 ◽  
Vol 72 (5) ◽  
pp. 699-703 ◽  
Author(s):  
Jamie R. Kerr ◽  
Laurent Trembleau ◽  
John M. D. Storey ◽  
James L. Wardell ◽  
William T. A. Harrison
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Intermolecular Interaction ◽  
Aromatic Ring ◽  
Stacking Interactions ◽  
Indole Derivatives ◽  
Asymmetric Unit ◽  
Π Interactions ◽  
Π Stacking

We describe the syntheses and crystal structures of two indole derivatives, namely 6-isopropyl-3-(2-nitro-1-phenylethyl)-1H-indole, C19H20N2O2, (I), and 2-(4-methoxyphenyl)-3-(2-nitro-1-phenylethyl)-1H-indole, C23H20N2O3, (II); the latter crystallizes with two molecules (AandB) with similar conformations (r.m.s. overlay fit = 0.139 Å) in the asymmetric unit. Despite the presence of O atoms as potential acceptors for classical hydrogen bonds, the dominant intermolecular interaction in each crystal is an N—H...π bond, which generates chains in (I) andA+AandB+Binversion dimers in (II). A different aromatic ring acts as the acceptor in each case. The packing is consolidated by C—H...π interactions in each case but aromatic π–π stacking interactions are absent.

scholarly journals catena-Poly[bis(4-methylbenzylammonium) [[dibromidocadmate(II)]-di-μ-bromido]]

IUCrData ◽  
2018 ◽  
Vol 3 (5) ◽  
Author(s):  
Ramkumar Aarthi ◽  
Aravazhi Amalan Thiruvalluvar ◽  
Chidambaram Ramachandra Raja
Keyword(s):  
Hydrogen Bonds ◽  
Mirror Symmetry ◽  
Stacking Interactions ◽  
Asymmetric Unit ◽  
Inorganic Hybrid ◽  
Π Interactions ◽  
Π Stacking ◽  
Benzene Rings

The asymmetric unit of the centrosymmetric organic–inorganic hybrid salt, {(C8H12N)2[CdBr4]} n , comprises of one 4-methylbenzylammonium cation and one half of a disordered [CdBr4]2− anion that is completed by application of mirror symmetry. The resulting CdBr6 octahedra share edges to form 2 ∞[CdBr4/2Br2/2]2− layers parallel to the ac plane. Cations and anions are connected by N—H...Br and C—H...Br hydrogen bonds. No π–π stacking interactions are observed between the benzene rings, but C—H...π interactions towards them are found.

scholarly journals 1-Chloro-2-(4-phenylpiperazin-1-yl)ethanone

2009 ◽  
Vol 65 (6) ◽  
pp. o1211-o1211
Author(s):  
Yong-Ji Xu ◽  
Fei Jing
Keyword(s):  
Hydrogen Bonds ◽  
Title Compound ◽  
Starting Material ◽  
Stacking Interactions ◽  
Π Interactions ◽  
Compound C ◽  
Π Stacking ◽  
Piperazine Derivative ◽  
Centroid Distance

The title compound, C12H15ClN2O, is a piperazine derivative with the potential for use as a starting material for pharmaceutial and agrochemical applications. The structure is stabilized by C—H...O hydrogen bonds, C—H...π interactions and π–π stacking interactions [centroid–centroid distance = is 4.760 (2) Å].

scholarly journals Three closely related 1-(naphthalen-2-yl)prop-2-en-1-ones: pseudosymmetry, disorder and supramoleular assembly mediated by C—H...π and C—Br...π interactions

2017 ◽  
Vol 73 (2) ◽  
pp. 115-120 ◽  
Author(s):  
Marisiddaiah Girisha ◽  
Belakavadi K. Sagar ◽  
Hemmige S. Yathirajan ◽  
Ravindranath S. Rathore ◽  
Christopher Glidewell
Keyword(s):  
Hydrogen Bonds ◽  
Active Sites ◽  
Unit Cell ◽  
Stacking Interactions ◽  
Compound I ◽  
Space Group ◽  
Π Interactions ◽  
Π Stacking ◽  
Compound Ii ◽  
Centrosymmetric Dimers

It has been observed that when electron-rich naphthyl rings are present in chalcones they can participate in π–π stacking interactions, and this can play an important role in orientating inhibitors within the active sites of enzymes, while chalcones containing heterocyclic substituents additionally exhibit fungistatic and fungicidal properties. With these considerations in mind, three new chalcones containing 2-naphthyl substituents were prepared. 3-(4-Fluorophenyl)-1-(naphthalen-2-yl)prop-2-en-1-one, C19H13FO, (I), crystallizes withZ′ = 2 in the space groupP-1 and the four molecules in the unit cell adopt an arrangement which resembles that in the space groupP21/a. Although 3-(4-bromophenyl)-1-(naphthalen-2-yl)prop-2-en-1-one, C19H13BrO, (II), withZ′ = 1, is not isostructural with (I), the molecules of (I) and (II) adopt very similar conformations. In 1-(naphthalen-2-yl)-3-(thiophen-2-yl)prop-2-en-1-one, C17H12OS, (III), the thiophene unit is disordered over two sets of atomic sites, with occupancies of 0.780 (3) and 0.220 (3), which are related by a near 180° rotation of the thiophene unit about its exocyclic C—C bond. The molecules of compound (I) are linked by three independent C—H...π(arene) hydrogen bonds to form centrosymmetric octamolecular aggregates, whereas the molecules of compound (II) are linked into molecular ladders by a combination of C—H...π(arene) and C—Br...π(arene) interactions, and those of compound (III) are linked into centrosymmetric dimers by C—H...π(thiophene) interactions.

scholarly journals Crystal structure of 2-oxopyrrolidin-3-yl 4-(2-phenyldiazen-1-yl)benzoate

2018 ◽  
Vol 74 (4) ◽  
pp. 458-460 ◽  
Author(s):  
Igor Elkin ◽  
Thierry Maris ◽  
Alexandre Melkoumov ◽  
Patrice Hildgen ◽  
Xavier Banquy ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Stacking Interactions ◽  
Π Interactions ◽  
Compound C ◽  
Π Stacking ◽  
Supramolecular Chains

In the title compound, C17H15N3O3, the plane of the pyrrolidone ring is inclined at an angle of 59.791 (2)° to that of the azobenzene segment, which adopts a configuration close to planar. In the crystal, molecules are oriented pairwise by (2-oxopyrrolidin-3-yl)oxy moieties at an angle of 76.257 (3)°, linked by hydrogen bonds and π-stacking interactions, forming zigzag supramolecular chains parallel to [010] further linked via additional C—H...π interactions.

scholarly journals Expected and unexpected products of reactions of 2-hydrazinylbenzothiazole with 3-nitrobenzenesulfonyl chloride in different solvents

2018 ◽  
Vol 74 (5) ◽  
pp. 673-677 ◽  
Author(s):  
Alexandra Morscher ◽  
Marcus V. N. de Souza ◽  
James L. Wardell ◽  
William T. A. Harrison
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Ion Pairs ◽  
Stacking Interactions ◽  
Asymmetric Unit ◽  
Π Interactions ◽  
Π Stacking ◽  
Unexpected Reaction

The syntheses and crystal structures of 2-[2-(propan-2-ylidene)hydrazinyl]-1,3-benzothiazol-3-ium 3-nitrobenzenesulfonate (C10H12N2S+·C6H4NO5S−), (I), 2-[2-(3-nitrobenzenesulfonyl)hydrazinyl]-1,3-benzothiazole (C13H10N4O4S2), (II) and 2-[2-(3-nitrobenzenesulfonyl)hydrazinyl]-1,3-benzothiazol-3-ium 3-nitrobenzenesulfonate (C13H11N4O4S2 +·C6H4NO5S−), (III) are reported. Salt (I) arose from an unexpected reaction of 2-hydrazinylbenzothiazole with the acetone solvent in the presence of 3-nitrobenzenesulfonyl chloride, whereas (II) and (III) were recovered from the equivalent reaction carried out in methanol. The crystal of (I) features ion pairs linked by pairs of N—H...Os (s = sulfonate) hydrogen bonds; adjacent cations interact by way of short π–π stacking interactions between the thiazole rings [centroid–centroid separation = 3.4274 (18) Å]. In (II), which crystallizes with two neutral molecules in the asymmetric unit, the molecules are linked by N—H...N and N—H...On (n = nitro) hydrogen bonds to generate [\overline{1}1\overline{1}] chains, which are cross-linked by C—H...O and π–π stacking interactions. The crystal of (III) features centrosymmetric tetramers (two cations and two anions) linked by cooperative N—H...O hydrogen bonds; C—H...O and π–π interactions occur between tetramers.

scholarly journals Bis(4-methoxybenzylammonium) tetrabromidocadmate(II)

IUCrData ◽  
2018 ◽  
Vol 3 (6) ◽  
Author(s):  
Parthasarathy Umarani ◽  
Aravazhi Amalan Thiruvalluvar ◽  
Chidambaram Ramachandra Raja
Keyword(s):  
Hydrogen Bonds ◽  
Stacking Interactions ◽  
Asymmetric Unit ◽  
Inorganic Hybrid ◽  
Π Interactions ◽  
Complex Series ◽  
Π Stacking ◽  
Benzene Rings

The asymmetric unit of the organic–inorganic hybrid salt, (C8H12NO)2[CdBr4], consists of two 4-methoxybenzylammonium cations and one [CdBr4]2− anion. The cations and anions are connected by a complex series of N—H...Br and C—H...Br hydrogen bonds. No π–π stacking interactions occur between the benzene rings but two C—H...π interactions are observed.

Long-Living Emitting Electrochemical Cells Based on Supramolecular π-π Interactions

2009 ◽  
Vol 1197 ◽  
Author(s):  
Rubén D. Costa ◽  
Enrique Ortí ◽  
Stefan Graber ◽  
Markus Neuburger ◽  
Catherine E. Hausecroft ◽  
...  
Keyword(s):  
Electrochemical Cells ◽  
Stacking Interactions ◽  
Light Emitting ◽  
Stacking Interaction ◽  
Face To Face ◽  
Π Interactions ◽  
Π Stacking ◽  
Π Stacking Interaction

AbstractThe complex [Ir(ppy)2(dpbpy)][PF6] (Hppy = 2-phenylpyridine, dpbpy = 6,6'-diphenyl-2,2'-bipyridine) has been prepared and evaluated as an electroluminescent component for light-emitting electrochemical cells (LECs). The complex exhibits two intramolecular face-to-face π-stacking interactions and long-lived LECs have been constructed; the device characteristics are not significantly improved in comparison to analogous LECs with 6-phenyl-2,2'-bipyridine with only one π-stacking interaction.

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