The supramolecular architecture of 4-aminoacetophenone (1-(4-fluorophenyl)ethylidene)hydrazone hydrate. Double T-contacts and extremely low-density water layers in a mixed azine

1998 ◽  
Vol 76 (10) ◽  
pp. 1371-1378 ◽  
Author(s):  
Michael Lewis ◽  
Charles L Barnes ◽  
Rainer Glaser
Keyword(s):  
Hydrogen Bonding ◽  
Water Layer ◽  
Low Density ◽  
Supramolecular Architecture ◽  
State Structure ◽  
Supramolecular Synthon ◽  
X Ray ◽  
Water Layers ◽  
Graph Set ◽  
Graph Set Analysis

The crystal structure of unsymmetrical azine 4-aminoacetophenone (1-(4-fluorophenyl)ethylidene)hydrazone hydrate, 1·H2O, was determined. Comparison to the X-ray structures of the symmetrical 4-fluoro- and 4-aminoacetophenone azines, 2 and 3, respectively, reinforces the view of the azine bridge as a conjugation stopper. The focus of the analysis lies with the supramolecular architecture. The structure demonstrates azines as double T-contact synthons and suggests that novel L-type arene-arene contacts also might play a significant role in the supramolecular architecture. The absence of inter-water hydrogen bonding in an extremely low-density water layer is one of the surprising and unique features of the solid-state structure of the title compound. The water layers connect azine layers through a hydrogen bonded network which is described by graph set analysis.Key words: arene-arene interaction, hydrogen bonding, graph set analysis, azine, supramolecular synthon, low density water monolayer.

The hydrogen-bonded complex bis(tert-butylammonium) 2,6-dichlorophenolate 2,4-dichlorophenol–2,4-dichlorophenolate tetrahydrofuran disolvate containing a chiralR53(10) hydrogen-bonded ring as a supramolecular synthon

2016 ◽  
Vol 72 (10) ◽  
pp. 720-723 ◽  
Author(s):  
Xiao-Qing Cai ◽  
Bei Tian ◽  
Jian-Nan Zhang ◽  
Zhi-Min Jin
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Functional Groups ◽  
High Probability ◽  
Internal Symmetry ◽  
Supramolecular Synthon ◽  
Π Interactions ◽  
Graph Set ◽  
Hydrogen Bonded

A fixed hydrogen-bonding motif with a high probability of occurring when appropriate functional groups are involved is described as a `supramolecular hydrogen-bonding synthon'. The identification of these synthons may enable the prediction of accurate crystal structures. The rare chiral hydrogen-bonding motifR53(10) was observed previously in a cocrystal of 2,4,6-trichlorophenol, 2,4-dichlorophenol and dicyclohexylamine. In the title solvated salt, 2C4H12N+·C6H3Cl2O−·(C6H3Cl2O−·C6H4Cl2O)·2C4H8O, five components, namely twotert-butylammonium cations, one 2,4-dichlorophenol molecule, one 2,4-dichlorophenolate anion and one 2,6-dichlorophenolate anion, are bound by N—H...O and O—H...O hydrogen bonds to form a hydrogen-bonded ring, with the graph-set motifR53(10), which is further associated with two pendant tetrahydrofuran molecules by N—H...O hydrogen bonds. The hydrogen-bonded ring has internal symmetry, with a twofold axis running through the centre of the 2,6-dichlorophenolate anion, and is isostructural with a previous and related structure formed from 2,4-dichlorophenol, dicyclohexylamine and 2,4,6-trichlorophenol. In the title crystal, helical columns are built by the alignment and twisting of the chiral hydrogen-bonded rings, along and across thecaxis, and successive pairs of rings are associated with each other through C—H...π interactions. Neighbouring helical columns are inversely related and, therefore, no chirality is sustained, in contrast to the previous case.

Assembly of a Flexible 2,2ʹ-Oxydibenzoate and Silver(I) Ions to a Novel 3D Supramolecular Framework: Syntheses, Structure and Properties

2012 ◽  
Vol 67 (11) ◽  
pp. 1191-1196 ◽  
Author(s):  
Chong-Zhen Mei ◽  
Kai-Hui Li ◽  
Hai-Hua Li
Keyword(s):  
Hydrogen Bonding ◽  
Elemental Analysis ◽  
Self Assembly ◽  
Three Dimensional ◽  
Stacking Interactions ◽  
Supramolecular Architecture ◽  
Supramolecular Framework ◽  
Structure And Properties ◽  
X Ray Diffraction ◽  
X Ray

Self-assembly of silver(I) cations, flexible 2,2ʹ-oxydibenzoate anions (L2-), and 1,2-bis(4- pyridyl)ethane (bpa) ligands affords a new three-dimensional supramolecular architecture, {[Ag2(L)(bpa)2]⋅(H2O)4}n (1), which has been characterized by elemental analysis, IR, TGA, PXRD, and single-crystal X-ray diffraction. Complex 1exhibits layers further connected through hydrogen bonding and π...π stacking interactions. Its photoluminescence was also investigated.

scholarly journals Hydrogen bonding-based 3D supramolecular architecture of [Cu(CHA)2][TCM]·11H2O

2014 ◽  
Vol 12 (1) ◽  
pp. 14-24
Author(s):  
Mihaela Vlassa ◽  
Gheorghe Borodi ◽  
Cristian Silvestru ◽  
Mircea Vlassa
Keyword(s):  
Hydrogen Bonding ◽  
Supramolecular Network ◽  
Water Mixture ◽  
Coordination Geometry ◽  
Supramolecular Architecture ◽  
X Ray Diffraction ◽  
Apical Position ◽  
X Ray ◽  
Anionic Ligand ◽  
Carboxylate Groups

AbstractReaction of Na4TCM (1) (H4TCM = tetra[4-(carboxyphenyl)oxamethyl]methane) with [Cu(CHA)](ClO4)2 (2)(CHA = 1,3,6,8,11,14-hexaaz atricyclo[12.2.1.1.8,11] octadecane) in a DMF-water mixture yields [Cu(CHA)]2[TCM] (3). Structural analysis of [Cu(CHA)]2[TCM]·11H2O (3·11H2O) by single crystal X-ray diffraction reveals strong copper-oxygen bonds between two complex cations and the tetraanion leading to a 3D coordination network (zwitterionic structure), consolidated through additional NH...O=C hydrogen bonding within the cation/anion association. The resulting coordination geometry around a copper atom is a distorted square pyramidal with an oxygen atom of the anionic ligand in the apical position. A 3D supramolecular network is developed in the crystal based only on NH...OC hydrogen bonds between the macrocyclic metallic tecton and the carboxylate groups of neighboring 3D coordinated (zwitterionic) moieties. The pseudotetrahedral TCM4− tetraanionic ligand induces a diamondoid architecture formed of large distorted adamantanoid cages.

Hydrogen-bonded supramolecular architecture in nonlinear optical ammonium 2,4-dinitrophenolate hydrate

2015 ◽  
Vol 48 (3) ◽  
pp. 844-852 ◽  
Author(s):  
A. Aditya Prasad ◽  
S. P. Meenakshisundaram
Keyword(s):  
Hydrogen Bonding ◽  
Single Crystal ◽  
Crystal Packing ◽  
Visible Region ◽  
Cutoff Wavelength ◽  
Supramolecular Architecture ◽  
X Ray Diffraction ◽  
Second Harmonic Generation Efficiency ◽  
X Ray ◽  
Hydrogen Bonding Interactions

Single crystals of ammonium 2,4-dinitrophenolate hydrate (ADH) were grown by the slow evaporation solution growth technique. The structure is elucidated by single-crystal X-ray diffraction analysis and the crystal belongs to an orthorhombic system with noncentrosymmetric space groupPna21. The second harmonic generation efficiency of ADH is superior to that of the reference material KH2PO4. The X-ray study reveals that molecules are associated by weak C—H...O, O—H...N, N—H...π and π–π stacking interactions, which are responsible for the formation and strengthening of the supramolecular assembly. Inter- and intramolecular hydrogen-bonding interactions support the supramolecular architecture in the crystal packing. Three different types of architecture,i.e.column-like packing, a sandwich model of packing and a cluster network type of infrastructure, are observed. Optical studies reveal that the absorption is minimum in the visible region and the cutoff wavelength is at ∼240 nm. The band-gap energy was estimated by the application of the Kubelka–Munk algorithm. The powder X-ray diffraction pattern reveals the good crystallinity of the as-grown specimen. Investigation of the intermolecular interactions and crystal packing using Hirshfeld surface analysis, based on single-crystal X-ray diffraction, reveals that the close contacts are associated with molecular interactions. Fingerprint plots of Hirshfeld surfaces were used to locate and analyze the percentage of hydrogen-bonding interactions.

Structural diversity in thallium chemistry: structures of four chlorothallate(III) salts including a novel compound containing three geometrically different anions

1996 ◽  
Vol 74 (8) ◽  
pp. 1490-1502 ◽  
Author(s):  
Margaret Ann James ◽  
Jason A.C. Clyburne ◽  
Anthony Linden ◽  
Bruce D. James ◽  
John Liesegang ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Structural Diversity ◽  
State Structure ◽  
X Ray ◽  
Coordination Numbers ◽  
X Ray Crystallography ◽  
Hydrogen Bonding Networks ◽  
Alkyl Ammonium ◽  
High Coordination

Four new thallium-containing salts with different alkyl ammonium cations have been prepared and characterized by X-ray crystallography: 1: bis(p-toluidinium) pentachlorothallate(III), [CH3C6H4NH3]2 [TlCl5], M = 597.9, monoclinic, P21/c, a = 7.515(2), b = 21.376(6), c = 12.769(2) Å, β = 92.13(2)°, V = 2050(1) Å3, Z = 4, Dcalc = 1.937 Mg m−3, µ = 8.512 mm−1, T = 293(1) K, R = 0.046; 2: 1,5-pentanediammonium pentachlorothallate(III), [NH3(CH2)5NH3] [TlCl5], M = 485.83, orthorhombic, P212121, a = 13.226(2), b = 13.595(2), c = 7.628(2) Å, V = 1371.6(3) Å3, Z = 4, Dcalc = 2.352 Mg m−3, µ = 12.84 mm−1, T = 173(1) K, R = 0.025; 3: pentakis(2-adamantaneammoniumn) bistetrachlorothallate(III) hexachlorothallate(III), [C10H18N]5 [TlCl4]2[TlCl6], M = 1870.75, monoclinic, P21a = 16.466(5), b = 25.985(2), c = 7.724(3) Å, β = 90.14(3)°, V = 3305(2) Å3, Z = 2, Dcalc = 1.880 Mg m−3, µ = 7.978 mm−1, T = 173(1) K, R = 0.056; 4: bis(piperazinium) decachlorodithallate(III) trihydrate, [NH2C4H8NH2]2 [Tl2Cl10]•3H2O, M = 993.62, monoclinic, C2/c, a = 14.154(3), b = 15.445(3), c = 13.228(3) Å, β = 114.44(1)°, V = 2632.7(9) Å3, Z = 4, Dcalc = 2.506 Mg m−3, µ = 13.39 mm−1, T = 173(1) K, R = 0.026. For most of the salts examined, formation of [TlCl5]2− is possible; however, no isolated [TlCl5]2− anions were observed. In most cases, high coordination numbers at thallium were observed (CN = 6), and these can be achieved via formation of anionic chains or through dimerization, giving [Tl2Cl10]4−. Of particular interest is the solid state structure of salt 3 in which there are three geometrically different chlorothallate ions. Extensive hydrogen-bonding networks are observed in each structure. Key words: thallium, thallium(III) chlorides, chlorothallate, hydrogen bonding, alkyl ammonium cations.

scholarly journals Molecular co-crystals of 2-aminothiazole derivatives

1999 ◽  
Vol 55 (5) ◽  
pp. 758-766 ◽  
Author(s):  
Daniel E. Lynch ◽  
Laura J. Nicholls ◽  
Graham Smith ◽  
Karl A. Byriel ◽  
Colin H. L. Kennard
Keyword(s):  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Ir Spectroscopy ◽  
Proton Transfer ◽  
Powder Diffraction ◽  
X Ray Diffraction ◽  
X Ray ◽  
Carboxylate Oxygen ◽  
Carboxylate Groups ◽  
Graph Set

A series of molecular adducts of 2-aminothiazole derivatives – 2-aminothiazole, 2-amino-2-thiazoline and 2-aminobenzothiazole with the carboxylic-acid-substituted heterocyclics indole-2-carboxylic acid, N-methylpyrrole-2-carboxylic acid and thiophene-2-carboxylic acid – have been prepared and characterized using X-ray powder diffraction and in five cases by single-crystal X-ray diffraction methods. These five compounds are the adducts of 2-amino-2-thiazolium with indole-2-carboxylate [(C3H7N2S)+(C9H6NO2)−], and N-methylpyrrole-2-carboxylate [(C3H7N2S)+-(C6H6NO2)−], 2-aminobenzothiazolium with indole-2-carboxylate [(C7H7N2S)+(C9H6NO2)−], N-methylpyrrole-2-carboxylate [(C7H7N2S)+(C6H6NO2)−] and thiophene-2-carboxylate [(C7H7N2S)+(C5H3O2S)−]. All complexes involve proton transfer, as indicated by IR spectroscopy, while the five crystal structures display similar hydrogen-bonding patterns with the dominant interaction being an R^2_2(8) graph set dimer association between carboxylate groups and the amine/heterocyclic nitrogen sites. Futhermore, in each case a subsiduary interaction between an amino proton and a carboxylate oxygen completes a linear hydrogen-bonded chain. In addition to this, the indole-2-carboxylate molecules in the adduct structure with 2-amino-2-thiazolium form associated dimers which add to the hydrogen-bonding network.

X-ray diffraction studies on the arrangement of water molecules in a smectite. I.Homogeneous two-water-layer Na-beidellite

1983 ◽  
Vol 16 (2) ◽  
pp. 264-269 ◽  
Author(s):  
J. B. Brahim ◽  
N. Armagˇan ◽  
G. Besson ◽  
C. Tchoubar
Keyword(s):  
Size Distribution ◽  
Critical Analysis ◽  
Structural Characteristics ◽  
Water Layer ◽  
Water Molecules ◽  
X Ray Diffraction ◽  
X Ray ◽  
Water Layers ◽  
Diffraction Patterns ◽  
Indirect Analysis

A method of indirect analysis of X-ray diffraction patterns of homogeneous hydrated microcrystalline silicates is introduced. This method is applied to a sodium beidellite of Rupsroth, Bavaria, Germany, hydrated with two water layers to determine all its structural characteristics: namely, the average dimension and size distribution of coherent domains, stacking mode of the layers along the c* direction, levels and number per unit cell of water molecules. A critical analysis on the `concept of homogeneity' of hydrates and a discussion on the conditions of its application to lamellar microcrystalline silicates with a few numbers of layers are made.

Pyridazinones from maleic hydrazide: a new substrate for the Mitsunobu reaction

2020 ◽  
Vol 98 (6) ◽  
pp. 273-277
Author(s):  
Christina Rodriguez ◽  
Rachel Kiriakopoulos ◽  
Lana K. Hiscock ◽  
Zachary Schroeder ◽  
Louise N. Dawe
Keyword(s):  
Hydrogen Bonding ◽  
Schiff Base ◽  
Maleic Hydrazide ◽  
Mitsunobu Reaction ◽  
Careful Examination ◽  
State Structure ◽  
X Ray Diffraction ◽  
X Ray ◽  
Structural Database ◽  
Cation Coordination

Crystal engineered organic frameworks assembled using hydrogen bonding are known, and examples constructed from hydroxypyridine/pyridone as the dominant source of hydrogen bonding have been reported. Less explored are analogous systems based on maleic hydrazide. Herein, a two-step route (Mitsunobu followed by Schiff base reactions) to asymmetrically substituted pyridazinones from maleic hydrazide (step 1) is reported with 2-, 3-, or 4-pyridinecarboxaldehyde (step 2). Upon reaction with 4-pyridinecarboxaldehyde, single crystals suitable for analysis via X-ray diffraction were obtained. Careful examination of this solid state structure and comparison with a large number of related structures in the Cambridge Structural Database revealed a pyridazinone (vs. pyridazinol) core and persistent [Formula: see text] “head-to-tail” hydrogen bonded dimers. Although these pyridazinones were originally considered suitable for use as ligands for metal cation coordination, challenges in achieving this outcome were encountered.

Patterns in Hydrogen Bonding: Functionality and Graph Set Analysis in Crystals

1995 ◽  
Vol 34 (15) ◽  
pp. 1555-1573 ◽  
Author(s):  
Joel Bernstein ◽  
Raymond E. Davis ◽  
Liat Shimoni ◽  
Ning-Leh Chang
Keyword(s):  
Hydrogen Bonding ◽  
Graph Set ◽  
Graph Set Analysis
Sign in / Sign up

Export Citation Format

Share Document