scholarly journals Interplay of π-stacking and inter-stacking interactions in two-component crystals of neutral closed-shell aromatic compounds: periodic DFT study

RSC Advances ◽  
2020 ◽  
Vol 10 (47) ◽  
pp. 27899-27910 ◽  
Author(s):  
Sona M. Melikova ◽  
Alexander P. Voronin ◽  
Jaroslaw Panek ◽  
Nikita E. Frolov ◽  
Anastasia V. Shishkina ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Aromatic Compounds ◽  
Closed Shell ◽  
Dft Study ◽  
Organic Crystals ◽  
Stacking Interactions ◽  
Π Stacking ◽  
Two Component ◽  
Periodic Dft

The interplay of π-stacking and inter-stacking interactions in two-component organic crystals without conventional hydrogen bonds.

scholarly journals Ethyl 3-amino-2-cyano-4-(4-methoxyphenyl)-6- methylthieno[2,3-b]pyridine-5-carboxylate

IUCrData ◽  
2017 ◽  
Vol 2 (11) ◽  
Author(s):  
Etify A. Bakhite ◽  
Joel T. Mague ◽  
Mehmet Akkurt ◽  
Shaaban K. Mohamed ◽  
Elham A. Al-Taifi
Keyword(s):  
Hydrogen Bonds ◽  
Maximum Deviation ◽  
Stacking Interactions ◽  
Axis Direction ◽  
Π Stacking ◽  
Two Component ◽  
Title Molecule ◽  
Bicyclic Units

In the title molecule, C19H17N3O3S, the bicyclic core is planar [maximum deviation = 0.0205 (1) Å] In the crystal, the molecules stack along thea-axis direction through π–π-stacking interactions between the bicyclic units with a small alternation in the interplanar distances along the stack. The stacks are held together by N—H...N and C—H...O hydrogen bonds. The carboethoxy substituent is disordered over several closely spaced sites and was modeled as having two-component disorder [occupancy ratio 0.548 (16):0.452 (16)]. The final refinement was as a two-component twin.

scholarly journals 4-(Prop-2-yn-1-ylsulfanyl)-1H-pyrazolo[3,4-d]pyrimidine

IUCrData ◽  
2017 ◽  
Vol 2 (10) ◽  
Author(s):  
Mohamed El Hafi ◽  
Mohammed Boulhaoua ◽  
Youssef Ramli ◽  
Mohammed Benchidmi ◽  
El Mokhtar Essassi ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Title Compound ◽  
Side Chain ◽  
Stacking Interactions ◽  
Asymmetric Unit ◽  
Axis Direction ◽  
Compound C ◽  
Π Stacking ◽  
Two Component ◽  
Independent Molecules

The asymmetric unit of the title compound, C8H6N4S, consists of two independent molecules differing in the orientation of the side chain. In the crystal, molecules form dimers through N—H...N hydrogen bonds. The dimers stack along thea-axis direction with weak π–π stacking interactions [centroid–centroid distances of 3.898 (2) and 3.908 (2) Å]. The crystal studied was refined as a two-component twin.

scholarly journals 4-{(E)-[(2-Hydroxynaphthalen-1-yl)methylidene]amino}-1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one: a new polymorph (β-phase)

IUCrData ◽  
2017 ◽  
Vol 2 (8) ◽  
Author(s):  
Shaaban K. Mohamed ◽  
Joel T. Mague ◽  
Mehmet Akkurt ◽  
Mustafa R. Albayati ◽  
Alaa F. Mohamed
Keyword(s):  
Hydrogen Bonds ◽  
Title Compound ◽  
Polymorphic Modification ◽  
Stacking Interactions ◽  
Acta Cryst ◽  
Β Phase ◽  
Α Phase ◽  
Π Stacking ◽  
Two Component ◽  
Title Molecule

The title molecule, C22H19N3O2, is a new polymorphic modification,viz.the β-phase; the α-phase has been previously published [Liang & Wang (2010).Acta Cryst. E66, o1968–o1969]. In the crystal of the β-phase, the molecules pack in helical chains generated by C—H...O hydrogen bonds and offset π–π-stacking interactions. Adjacent chains are associated through C—H...π interactions. In the α-phase, molecules are linked by C—H...O and N—H...O hydrogen bonds, forming layers parallel to the (10-2) plane. In addition, π–π-stacking interactions and C—H...π(ring) interactions consolidate the packing. The packing is compared to that of the α-phase. The title compound was refined as a two-component twin.

scholarly journals Ethyl 2-(2-oxo-3-phenyl-1,2-dihydroquinoxalin-1-yl)acetate

IUCrData ◽  
2018 ◽  
Vol 3 (4) ◽  
Author(s):  
Nadeem Abad ◽  
Youness El Bakri ◽  
Jihad Sebhaoui ◽  
Youssef Ramli ◽  
El Mokhtar Essassi ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Title Compound ◽  
Stacking Interactions ◽  
Axis Direction ◽  
Compound C ◽  
Π Stacking ◽  
Two Component ◽  
Thick Layers

In the title compound, C18H16N2O3, the dihydroquinoxaline moiety is planar (r.m.s. deviation = 0.0115 Å) and the majority of the ester substituent is nearly perpendicular to its mean plane. In the crystal, the molecules form oblique stacks along the b-axis direction through slipped π–π stacking interactions between adjacent dihydroquinoxaline units. C—H...O hydrogen bonds between the ester substituents on adjacent stacks form thick layers with the stacks on their outside surfaces. These layers extend along the c-axis direction and are coupled through C—H...π(ring) interactions. The structure was refined as a two-component twin.

scholarly journals 1-(6-Nitro-1H-indazol-1-yl)ethanone

IUCrData ◽  
2017 ◽  
Vol 2 (6) ◽  
Author(s):  
Mohamed Mokhtar Mohamed Abdelahi ◽  
Youness El Bakri ◽  
Meryeme El Karkour ◽  
Mohammed Benchidmi ◽  
El Mokhtar Essassi ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Stacking Interactions ◽  
Π Stacking ◽  
Dimensional Network ◽  
Two Component ◽  
The Mean ◽  
Title Molecule

In the title molecule, C9H7N3O3, the indazole moiety is essentially planar and the mean plane of the acetyl substituent is twisted by 5.3 (1)° from its plane. In the crystal, weak C—H...O and C—H...N hydrogen bonds form layers parallel to (102), which are associated through π-stacking interactions to form a three-dimensional network. The structure was refined as a two-component twin.

scholarly journals 1-Methyl-4-phenyl-3-[4-(trifluoromethyl)phenyl]-1H-pyrazolo[3,4-d]pyrimidine

IUCrData ◽  
2018 ◽  
Vol 3 (6) ◽  
Author(s):  
Mohamed El Hafi ◽  
Mohammed Boulhaoua ◽  
Sanae Lahmidi ◽  
Youssef Ramli ◽  
El Mokhtar Essassi ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Dihedral Angle ◽  
Stacking Interactions ◽  
Axis Direction ◽  
Π Stacking ◽  
Two Component ◽  
Title Molecule

In the title molecule, C19H13F3N4, the pyrazolopyrimidine unit is slightly non-planar [dihedral angle between the five- and six-membered rings = 3.03 (15)°]. In the crystal, offset head-to-tail π-stacking interactions between pyrazolopyrimidine units [centroid–centroid separation = 3.665 (2) Å] together with weak C—H...N hydrogen bonds form stepped chains propagating along the c-axis direction. The structure was refined as a two-component twin.

scholarly journals Bis(thiocyanato-κN)[tris(pyridin-2-ylmethyl)amine-κ4N]iron(II)

2014 ◽  
Vol 70 (2) ◽  
pp. m35-m35
Author(s):  
Jing-Wei Dai ◽  
Zhao-Yang Li ◽  
Osamu Sato
Keyword(s):  
Hydrogen Bonds ◽  
Octahedral Geometry ◽  
Title Complex ◽  
Stacking Interactions ◽  
Supramolecular Architecture ◽  
Two Dimensional ◽  
Π Stacking ◽  
Centroid Distance ◽  
Solvent Molecules ◽  
Amine Ligand

In the title complex, [Fe(NCS)2(C18H18N4)], the FeIIcation is chelated by a tris(2-pyridylmethyl)amine ligand and coordinated by two thiocyanate anions in a distorted N6octahedral geometry. In the crystal, weak C—H...S hydrogen bonds and π–π stacking interactions between parallel pyridine rings of adjacent molecules [centroid–centroid distance = 3.653 (3) Å] link the molecules into a two-dimensional supramolecular architecture. The structure contains voids of 124 (9) Å3, which are free of solvent molecules.

scholarly journals Crystal structure of 2-bromo-1,4-dihydroxy-9,10-anthraquinone

2014 ◽  
Vol 70 (10) ◽  
pp. o1130-o1130 ◽  
Author(s):  
Wataru Furukawa ◽  
Munenori Takehara ◽  
Yoshinori Inoue ◽  
Chitoshi Kitamura
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Three Dimensional ◽  
Stacking Interactions ◽  
Compound C ◽  
Π Stacking ◽  
Dimensional Network

In an attempt to brominate 1,4-dipropoxy-9,10-anthraquinone, a mixture of products, including the title compound, C14H7BrO4, was obtained. The molecule is essentially planar (r.m.s. deviation = 0.029 Å) and two intramolecular O—H...O hydrogen bonds occur. In the crystal, the molecules are linked by weak C—H...O hydrogen bonds, Br...O contacts [3.240 (5) Å], and π–π stacking interactions [shortest centroid–centroid separation = 3.562 (4) Å], generating a three-dimensional network.

Iodo-nitroarenesulfonamides: interplay of hard and soft hydrogen bonds, I...O interactions and aromatic π...π stacking interactions

2001 ◽  
Vol 58 (1) ◽  
pp. 94-108 ◽  
Author(s):  
Craig J. Kelly ◽  
Janet M. S. Skakle ◽  
James L. Wardell ◽  
Solange M. S. V. Wardell ◽  
John N. Low ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Stacking Interactions ◽  
Asymmetric Unit ◽  
Space Group ◽  
Rotation Axes ◽  
Π Stacking ◽  
Structural Database ◽  
A Chain

Molecules of N-(4′-iodophenylsulfonyl)-4-nitroaniline, 4-O2NC6H4NHSO2C6H4I-4′ (1), are linked by three-centre I...O2N interactions into chains and these chains are linked into a three-dimensional framework by C—H...O hydrogen bonds. In the isomeric N-(4′-nitrophenylsulfonyl)-4-iodoaniline, 4-IC6H4NHSO2C6H4NO2-4′ (2), the chains generated by the I...O2N interactions are again linked into a three-dimensional framework by C—H...O hydrogen bonds. Molecules of N,N-bis(3′-nitrophenylsulfonyl)-4-iodoaniline, 4-IC6H4N(SO2C6H4NO2-3′)2 (3), lie across twofold rotation axes in space group C2/c and they are linked into chains by paired I...O=S interactions: these chains are linked into sheets by a C—H...O hydrogen bond, and the sheets are linked into a three-dimensional framework by aromatic π...π stacking interactions. In N-(4′-iodophenylsulfonyl)-3-nitroaniline, 3-O2NC6H4NHSO2C6H4I-4′ (4), there are R^2_2(8) rings formed by hard N—H...O=S hydrogen bonds and R^2_2(24) rings formed by two-centre I...nitro interactions, which together generate a chain of fused rings: the combination of a C—H...O hydrogen bond and aromatic π...π stacking interactions links the chains into sheets. Molecules of N-(4′-iodophenylsulfonyl)-4-methyl-2-nitroaniline, 4-CH3-2-O2NC6H3NHSO2C6H4I-4′ (5), are linked by N—H...O=S and C—H...O(nitro) hydrogen bonds into a chain containing alternating R^2_2(8) and R^2_2(10) rings, but there are no I...O interactions of either type. There are two molecules in the asymmetric unit of N-(4′-iodophenylsulfonyl)-2-nitroaniline, 2-O2NC6H4NHSO2C6H4I-4′ (6), and the combination of an I...O=S interaction and a hard N—H...O(nitro) hydrogen bond links the two types of molecule to form a cyclic, centrosymmetric four-component aggregate. C—H...O hydrogen bonds link these four-molecule aggregates to form a molecular ladder. Comparisons are made with structures retrieved from the Cambridge Structural Database.

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