Nine isomeric nitrobenzylidene-iodoanilines: interplay of C—H...O hydrogen bonds, iodo...nitro interactions and aromatic π...π stacking interactions

2002 ◽  
Vol 58 (5) ◽  
pp. 864-876 ◽  
Author(s):  
Christopher Glidewell ◽  
R. Alan Howie ◽  
John N. Low ◽  
Janet M. S. Skakle ◽  
Solange M. S. V. Wardell ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Dimensional Structure ◽  
Stacking Interactions ◽  
Three Dimensional Structure ◽  
Π Stacking ◽  
Isolated Molecules

Nine isomeric nitrobenzylidene-iodoanilines, O2NC6H4CH= NC6H4I [(I)–(IX)], have been synthesized and the structures of all except 4-nitrobenzylidene-4′-iodoaniline (IX) have been analyzed. 2-Nitrobenzylidene-2′-iodoaniline (I) contains isolated molecules, while 3-nitrobenzylidene-2′-iodoaniline (II) and 2-nitrobenzylidene-3′-iodoaniline (IV) both contain chains of molecules linked by C—H...O hydrogen bonds: similar chains in 4-nitrobenzylidene-2′-iodoaniline (III) are further linked by aromatic π...π stacking interactions, forming sheets. In both 3-nitrobenzylidene-3′-iodoaniline and 4-nitrobenzylidene-3′-iodoaniline, (V) and (VI), a combination of C—H...O hydrogen bonds and iodo...nitro interactions generates molecular ladders that are linked into sheets by aromatic π...π stacking interactions, while in 2-nitrobenzylidene-4′-iodoaniline and 3-nitrobenzylidene-4′-iodoaniline, (VII) and (VIII), which both crystallize with Z′ = 2 in C2/c and P\bar 1, respectively, the combination of C—H...O hydrogen bonds and iodo...nitro interactions generates sheets, which in (VIII) are further linked by π...π stacking interactions to form a three-dimensional structure. The 4,4′-isomer (IX) crystallizes in Fdd2 with Z′ = 2, but both molecules are intractably disordered.

scholarly journals 3,4-Difluoro-2-hydroxybenzoic acid

2014 ◽  
Vol 70 (5) ◽  
pp. o519-o519 ◽  
Author(s):  
Bhaskarachar Ravi Kiran ◽  
Bandrehalli Siddagangaiah Palakshamurthy ◽  
Giriyapura R. Vijayakumar ◽  
Hebbur Shivamurthy Bharath
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Three Dimensional ◽  
Dimensional Structure ◽  
Hydroxybenzoic Acid ◽  
Stacking Interactions ◽  
Three Dimensional Structure ◽  
Compound C ◽  
Centroid Distance

In the title compound, C7H4F2O3, an intramolecular O—H...O hydrogen bond is observed. In the crystal, inversion dimers linked by pairs of O—H...O hydrogen bonds generateR22(8) ring motifs. These dimers are linked by C—H...O and C—H...F hydrogen bonds, forming sheets lying parallel to (30-1). The sheets are linked by aromatic π–π stacking interactions [inter-centroid distance = 3.7817 (9) Å], forming a three-dimensional structure.

Interplay of hydrogen bonds, iodo...nitro interactions and aromatic π...π stacking interactions in iodo-nitroanilines

2002 ◽  
Vol 58 (4) ◽  
pp. 701-709 ◽  
Author(s):  
Simon J. Garden ◽  
Silvia P. Fontes ◽  
James L. Wardell ◽  
Janet M. S. Skakle ◽  
John N. Low ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Nitro Group ◽  
Three Dimensional ◽  
Dimensional Structure ◽  
Single Type ◽  
Stacking Interactions ◽  
Π Stacking ◽  
Independent Molecules ◽  
Related Compounds ◽  
Centrosymmetric Dimers

Molecules of 2-iodo-5-nitroaniline (I) are linked by N—H...O hydrogen bonds into centrosymmetric dimers and by asymmetric three-centre iodo...nitro interactions into chains, so forming chains of fused centrosymmetric rings: these chains are linked by aromatic π...π stacking interactions to form a three-dimensional structure. In the isomeric 4-iodo-2-nitroaniline (II), each of the two independent molecules forms hydrogen-bonded chains that are linked by two-centre iodo...nitro interactions into sheets of two types, each containing only a single type of molecule: π...π stacking interactions are absent. In 2,4-diiodo-3-nitroaniline (III), where the nitro group is almost orthogonal to the aryl ring, a combination of N—H...O hydrogen bonds and two distinct two-centre iodo...nitro interactions links the molecules into a three-dimensional framework that is reinforced by aromatic π...π stacking interactions. Bond lengths and conformations are discussed and comparisons are drawn with related compounds.

scholarly journals Sodium rubidium disaccharinate tetrahydrate

IUCrData ◽  
2018 ◽  
Vol 3 (6) ◽  
Author(s):  
Alexander Y. Nazarenko
Keyword(s):  
Hydrogen Bonds ◽  
Metal Ions ◽  
Electrostatic Interactions ◽  
Three Dimensional ◽  
Crystallographic Plane ◽  
Dimensional Structure ◽  
Stacking Interactions ◽  
Coordination Polyhedra ◽  
Three Dimensional Structure ◽  
Coordination Numbers

1,2-Benzothiazol-3(2H)-one 1,1 dioxide (more commonly known under its commercial name saccharin) forms a double salt with sodium and rubidium, Na+·Rb+·2C7H4NO3S−·4H2O. The coordination numbers of the sodium and rubidium ions are 6 and 8, respectively; the coordination polyhedra can be described as distorted triangular and rectangular prisms. Both Rb+ and Na+ cations and flat saccharinate moieties are positioned at mirror planes parallel to the (010) crystallographic plane. Metal ions and saccharinate anions are assembled into infinite layers parallel to the (001) plane via electrostatic interactions and hydrogen-bonded networks. These layers are connected by stacking interactions and C—H...O hydrogen bonds into a three-dimensional structure.

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.

Influence of Cl/Br substitution on the stereochemical peculiarities of copper(I) π-complexes with the 1-allyl-2-aminopyridinium cation

2003 ◽  
Vol 59 (11) ◽  
pp. m478-m481 ◽  
Author(s):  
Evgeny Goreshnik ◽  
Dieter Schollmeier ◽  
Marian Mys'kiv
Keyword(s):  
Hydrogen Bonds ◽  
Electrochemical Synthesis ◽  
Three Dimensional ◽  
Alternating Current ◽  
Dimensional Structure ◽  
Three Dimensional Structure

By using alternating-current electrochemical synthesis, crystals of the CuI π-complexes bis(1-allyl-2-aminopyridinium) di-μ-chloro-bis[chlorocopper(I)], (C8H11N2)2[Cu2Cl4] or [H2NC5H4NC3H5][CuCl2], and bis(1-allyl-2-aminopyridinium) di-μ-(chloro/bromo)-bis[(chloro/bromo)copper(I)], (C8H11N2)2[Cu2Br2.2Cl1.8] or [H2NC5H4NC3H5][CuBr1.10Cl0.90], have been obtained and structurally investigated. In each of the isostructural (isomorphous) compounds, the distorted tetrahedral Cu environment involves three halide atoms and the C=C bond of the ligand. Both compounds reside on inversion centres, and the dimeric [Cu2 X 4·2H2NC5H4NC3H5] units are bonded into a three-dimensional structure by N—H...X hydrogen bonds. The Br content in the terminal X1 position is much higher than that in the bridged X2 site.

scholarly journals Crystal structure of 3-deoxy-3-nitromethyl-1,2;5,6-di-O-isopropylidene-α-D-allofuranose

2016 ◽  
Vol 72 (3) ◽  
pp. 314-317
Author(s):  
Jevgeņija Lugiņina ◽  
Vitālijs Rjabovs ◽  
Dmitrijs Stepanovs
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Three Dimensional ◽  
Dimensional Structure ◽  
Three Dimensional Structure ◽  
Compound C

The title compound, C13H21NO7{systematic name: (3aR,5S,6R,6aR)-5-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-6-(nitromethyl)tetrahydrofuro[2,3-d][1,3]dioxole}, consists of a substituted 2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxolane skeleton. The furanose ringAadopts aoT4conformation. The fused dioxolane ringBand the substituent dioxolane ringCalso have twisted conformations. There are no strong hydrogen bonds in the crystal structure: only weak C—H...O contacts are present, which link the molecules to form a three-dimensional structure.

scholarly journals {(3S,5R)-5-(2,4-Difluorophenyl)-5-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran-3-yl}methyl 4-methylbenzenesulfonate

IUCrData ◽  
2017 ◽  
Vol 2 (2) ◽  
Author(s):  
Qing-Shuang Ma ◽  
Xiao-Guang Wang ◽  
Lei Xu ◽  
Sun Bin ◽  
Dao-Hong Xia ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Title Compound ◽  
Three Dimensional ◽  
Dimensional Structure ◽  
Three Dimensional Structure ◽  
Axis Direction ◽  
Envelope Conformation ◽  
Compound C ◽  
Best Fit

In the title compound, C21H21F2N3O4S, the tetrahydrofuran ring adopts an envelope conformation with the β-C atom positioned at the flap. The triazole, difluorophenyl and tolyl rings of the various substituents on the tetrahydrofuran ring are inclined at 77.88 (12), 83.81 (10) and 81.00 (10)°, respectively, to the best-fit mean plane through the five atoms of the tetrahydrofuran ring. In the crystal, weak C—H...O and C—H...F hydrogen bonds link the molecules into a three-dimensional structure, with molecules stacked along thea-axis direction.

scholarly journals (E)-N′-[4-(Dimethylamino)benzylidene]propionohydrazide monohydrate

IUCrData ◽  
2016 ◽  
Vol 1 (10) ◽  
Author(s):  
S. Naveen ◽  
Seranthimata Samshuddin ◽  
Manuel Rodrigues ◽  
Dandavathi Arunkumar ◽  
N. K. Lokanath ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Dimensional Structure ◽  
Water Molecules ◽  
Crystal Water ◽  
Three Dimensional Structure ◽  
Π Interactions ◽  
Compound C

In the title hydrated hydrazine compound, C12H17N3O·H2O, the C=N bond adopts an E conformation. In the crystal, water molecules bridge the hydrazine molecules, via N—H...O and O—H...O hydrogen bonds, forming sheets parallel to the bc plane. There are C—H...π interactions present within the sheets, and further C—H...π interactions link the sheets to form a three-dimensional structure.

Sign in / Sign up

Export Citation Format

Share Document