Hydrogen Bonding of two l-(φ-Ammonioalkyl)-2-acyl-cyclopentadienides in the Solid State

2000 ◽  
Vol 55 (6) ◽  
pp. 541-545 ◽  
Author(s):  
Andreas Müller ◽  
Gerhard Maas
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Hydrogen Bonds ◽  
Two Dimensional ◽  
Intermolecular Hydrogen Bonds ◽  
Dimensional Network ◽  
Solid State Structures ◽  
Centrosymmetric Dimers

The solid-state structures of a l-(φ-ammoniopropyl)-2-(2-thienylcarbonyl)-cyclopentadienide (2) and a l-(φ-ammoniopentyl)-2-(4-methoxybenzoyl)-cyclopentadienide (3) have been determined. Both betaines self-assemble by NH ··· O hydrogen bonds, but the motifs are different. In the ammoniopropyl case, both intramolecular and intermolecular hydrogen bonds of this type exist, the latter bond being responsible for the formation of infinite chains. In the ammoniopentyl case, intermolecular hydrogen bonds build up a two-dimensional network which contains centrosymmetric dimers held together by NH ··· O=C-aryl hydrogen bonds.

scholarly journals Exploration and exploitation of homologous series of bis(acrylamido)alkanes containing pyridyl and phenyl groups: β-sheetversustwo-dimensional layers in solid-state photochemical [2 + 2] reactions

IUCrJ ◽  
2015 ◽  
Vol 2 (5) ◽  
pp. 523-533 ◽  
Author(s):  
Mousumi Garai ◽  
Kumar Biradha
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Hydrogen Bonds ◽  
Single Crystal ◽  
Crystal Structures ◽  
Homologous Series ◽  
Bonding Layer ◽  
Two Dimensional ◽  
Systematic Analysis ◽  
Small Change

The homologous series of phenyl and pyridyl substituted bis(acrylamido)alkanes have been synthesized with the aim of systematic analysis of their crystal structures and their solid-state [2 + 2] reactivities. The changes in the crystal structures with respect to a small change in the molecular structure, that is by varying alkyl spacers between acrylamides and/or by varying the end groups (phenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl) on the C-terminal of the amide, were analyzed in terms of hydrogen-bonding interference (N—H...NpyversusN—H...O=C) and network geometries. In this series, a greater tendency towards the formation of N—H...O hydrogen bonds (β-sheets and two-dimensional networks) over N—H...N hydrogen bonds was observed. Among all the structures seven structures were found to have the required alignments of double bonds for the [2 + 2] reaction such that the formations of single dimer, double dimer and polymer are facilitated. However, only four structures were found to exhibit such a solid-state [2 + 2] reaction to form a single dimer and polymers. The two-dimensional hydrogen-bonding layerviaN—H...O hydrogen bonds was found to promote solid-state [2 + 2] photo-polymerization in a single-crystal-to-single-crystal manner. Such two-dimensional layers were encountered only when the spacer between acryl amide moieties is butyl. Only four out of the 16 derivatives were found to form hydrates, two each from 2-pyridyl and 4-pyridyl derivatives. The water molecules in these structures govern the hydrogen-bonding networks by the formation of an octameric water cluster and one-dimensional zigzag water chains. The trends in the melting points and densities were also analyzed.

Hydrogen bonding in polyamino-polyalcohols: a monohydrated cocrystal of 1,3-diamino-5-azaniumyl-1,3,5-trideoxy-cis-inositol iodide and 1,3,5-triamino-1,3,5-trideoxy-cis-inositol

2014 ◽  
Vol 70 (4) ◽  
pp. 396-399 ◽  
Author(s):  
Christian Neis ◽  
Kaspar Hegetschweiler
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Chair Conformation ◽  
Structural Motif ◽  
Water Molecules ◽  
Intermolecular Hydrogen Bonds ◽  
Solvent Water ◽  
Entire Structure ◽  
Dimensional Network

In the title monohydrated cocrystal, namely 1,3-diamino-5-azaniumyl-1,3,5-trideoxy-cis-inositol iodide–1,3,5-triamino-1,3,5-trideoxy-cis-inositol–water (1/1/1), C6H16N3O3+·I−·C6H15N3O3·H2O, the neutral 1,3,5-triamino-1,3,5-trideoxy-cis-inositol (taci) molecule and the monoprotonated 1,3-diamino-5-azaniumyl-1,3,5-trideoxy-cis-inositol cation (Htaci+) both adopt a chair conformation, with the three O atoms in axial and the three N atoms in equatorial positions. The cation, but not the neutral taci unit, exhibits intramolecular O—H...O hydrogen bonding. The entire structure is stabilized by a complex three-dimensional network of intermolecular hydrogen bonds. The neutral taci entities and the Htaci+cations are each aligned into chains along [001]. In these chains, two O—H...N interactions generate a ten-membered ring as the predominant structural motif. The rings consist of vicinal 2-amino-1-hydroxyethylene units of neighbouring molecules, which are pairedviacentres of inversion. The chains are interconnected into undulating layers parallel to theacplane, and the layers are further held together by O—H...N hydrogen bonds and additional interactions with the iodide counter-anions and solvent water molecules.

4-(Tetrahydro-4H-thiopyran-1-oxide-4-ylidene)-cyclohexanone oxime in the solid-state. A two-dimensional network of enantiomorphous chains interconnected by weak hydrogen bonds

2005 ◽  
Vol 3 (8) ◽  
pp. 1402 ◽  
Author(s):  
Albert W. Marsman ◽  
Bart L. A. van Poecke ◽  
Leonardus W. Jenneskens ◽  
Anthony L. Spek ◽  
Egbertus T. G. Lutz ◽  
...  
Keyword(s):  
Solid State ◽  
Hydrogen Bonds ◽  
Two Dimensional ◽  
Cyclohexanone Oxime ◽  
Dimensional Network ◽  
Weak Hydrogen Bonds

4-[N-(2-Hydroxyethyl)-N-methylamino]-N-isopropyl-1,8-naphthalimide

2006 ◽  
Vol 62 (4) ◽  
pp. o1615-o1617 ◽  
Author(s):  
Ghasem Rezanejad Bardajee ◽  
Mitchell A. Winnik ◽  
Alan J. Lough
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Two Dimensional ◽  
Dimensional Network ◽  
Centrosymmetric Dimers

In the title crystal structure, C18H20N2O3, molecules are linked into centrosymmetric dimers via O—H...O hydrogen bonds [H...O = 1.92 (3) Å]. These dimers are, in turn, linked by weak C—H...O hydrogen bonds [H...O = 2.42 Å], forming a two-dimensional network.

A Neutral Donor-Acceptor p-Stack: Solid-State Structures of 1 : 1 Pyromellitic Diimide-Dialkoxynaphthalene Cocrystals

1997 ◽  
Vol 50 (5) ◽  
pp. 439 ◽  
Author(s):  
Darren G. Hamilton ◽  
Daniel E. Lynch ◽  
Karl A. Byriel ◽  
Colin H. L. Kennard
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Hydrogen Bonds ◽  
Neutral Donor ◽  
Hydrogen Bonding Interactions ◽  
Donor And Acceptor ◽  
Structural Preferences ◽  
Donor Acceptor ◽  
Covalently Linked ◽  
Solid State Structures

Pyromellitic diimide forms orange-coloured cocrystals of 1 : 1 stoichiometry with dialkoxynaphthalene derivatives. The solid-state structures of two examples are presented. The cocrystal formed with 2,6-dimethoxynaphthalene presents vertical stacks of alternating π-rich and π-deficient subunits with the long axes of the respective components approximately parallel. Investigation of the packing in the cocrystal also reveals a stabilizing array of hydrogen bonds between the components of adjacent stacks. Cocrystallization with 1,5-[2-(2-hydroxyethoxy)ethoxy]naphthalene, a derivative bearing hydroxy terminated ethyleneoxy chains, gives rise to an altered structural arrangement. Alternating donor- acceptor stacks once again dominate the structure but adopt a geometry where the long axes of the constituents are essentially perpendicular. Hydrogen-bonding interactions result in the formation of continuous non-covalently linked columns of donor and acceptor subunits by linking the terminal hydroxy functions of the naphthalene component to the imide protons. The structural preferences revealed by these solid-state analyses indicate that these complexes are useful prototypes of more complex neutral supramolecular assemblies.

A calcium-bridged porphyrin coordination network

2002 ◽  
Vol 06 (06) ◽  
pp. 377-381 ◽  
Author(s):  
Margaret E. Kosal ◽  
Jun-Hong Chou ◽  
Kenneth S. Suslick
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Coordination Polymers ◽  
Three Dimensional ◽  
Pyridine Molecule ◽  
Two Dimensional ◽  
X Ray ◽  
Hydrogen Bonding Interactions ◽  
Dimensional Network ◽  
Polymeric Framework

The hydrothermal assembly of a very stable porphyrin network with nanoscale cavities is described. A tightly packed and interpenetrated, linear polymeric framework was observed in the solid-state X-ray structure of freebase 5,10,15,20-tetrakis-(4-carboxyphenyl)porphyrin coordinated to calcium(II) ions. Strong hydrogen-bonding interactions between the coordination polymers form a two-dimensional network. Perpendicular bands interpenetrate generating an unusual three-dimensional box that clathrates a pyridine molecule.

A new two-dimensional ZnIIcoordination polymer constructed by a multidentate N-heterocyclic ligand and 5-carboxybenzene-1,3-dicarboxylate

2015 ◽  
Vol 71 (8) ◽  
pp. 701-705 ◽  
Author(s):  
Qiu-Ying Huang ◽  
Yi Yang ◽  
Xiang-Ru Meng
Keyword(s):  
Solid State ◽  
Coordination Polymer ◽  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Supramolecular Architecture ◽  
Two Dimensional ◽  
Tetrahedral Geometry ◽  
Heterocyclic Ligand ◽  
Distorted Tetrahedral Geometry ◽  
Dimensional Network

In the coordination polymer, poly[[{μ-1-[(1H-benzimidazol-2-yl)methyl]-1H-imidazole-κ2N:N′}(μ-5-carboxybenzene-1,3-dicarboxylato-κ2O1:O3)zinc(II)] dimethylformamide monosolvate pentahydrate], {[Zn(C9H4O6)(C11H10N4)]·C3H7NO·5H2O}n, the ZnIIion is coordinated by two N atoms from two symmetry-related 1-[(1H-benzimidazol-2-yl)methyl]-1H-imidazole (bmi) ligands and two O atoms from two symmetry-related 5-carboxybenzene-1,3-dicarboxylate (Hbtc2−) ligands in a slightly distorted tetrahedral geometry. The ZnIIions are bridged by Hbtc2−and bmi ligands, leading to a 4-connected two-dimensional network with the topological notation (44.62). Adjacent layers are further connected by 12 kinds of hydrogen bonds and also by π–π interactions, resulting in a three-dimensional supramolecular architecture in the solid state.

scholarly journals The fumarate salts of the N-isopropyl-N-methyl derivatives of DMT and psilocin

2019 ◽  
Vol 75 (9) ◽  
pp. 1316-1320 ◽  
Author(s):  
Andrew R. Chadeayne ◽  
Duyen N. K. Pham ◽  
James A. Golen ◽  
David R. Manke
Keyword(s):  
Solid State ◽  
Hydrogen Bonds ◽  
Water Molecule ◽  
Side Chain ◽  
Two Dimensional ◽  
Asymmetric Unit ◽  
Ethyl Methyl ◽  
Methyl Derivatives ◽  
Solid State Structures ◽  
Derivatives Of

The solid-state structures of the salts of two substituted tryptamines, namely N-isopropyl-N-methyltryptaminium (MiPT) fumarate {systematic name: [2-(1H-indol-3-yl)ethyl](methyl)propan-2-ylazanium 3-carboxyprop-2-enoate}, C14H21N2 +·C4H3O4 −, and 4-hydroxy-N-isopropyl-N-methyltryptaminium (4-HO-MiPT) fumarate monohydrate {systematic name: [2-(4-hydroxy-1H-indol-3-yl)ethyl](methyl)propan-2-ylazanium 3-carboxyprop-2-enoate monohydrate}, C14H21N2O+·C4H3O4 −·H2O, are reported. Both salts possess a protonated tryptammonium cation and a 3-carboxyacrylate (hydrogen fumarate) anion in the asymmetric unit; the 4-HO-MiPT structure also contains a water molecule of crystallization. Both cations feature disorder of the side chain over two orientations, in a 0.630 (3):0.370 (3) ratio for MiPT and a 0.775 (5):0.225 (5) ratio for 4-HO-MiPT. In both extended structures, N—H...O and O—H...O hydrogen bonds generate infinite two-dimensional networks.

scholarly journals DMT analogues: N-ethyl-N-propyltryptamine and N-allyl-N-methytryptamine as their hydrofumarate salts

2020 ◽  
Vol 76 (8) ◽  
pp. 1201-1205 ◽  
Author(s):  
Andrew R. Chadeayne ◽  
Duyen N. K. Pham ◽  
James A. Golen ◽  
David R. Manke
Keyword(s):  
Solid State ◽  
Hydrogen Bonds ◽  
Two Dimensional ◽  
Asymmetric Unit ◽  
Extended Structure ◽  
Ethyl Group ◽  
Ethyl Methyl ◽  
Two Component ◽  
Solid State Structures

The solid-state structures of the hydrofumarate salts of two N,N-dialkyltryptamines, namely N-ethyl-N-propyltryptammonium (EPT) hydrofumarate {systematic name: [2-(1H-indol-3-yl)ethyl](methyl)propylazanium 3-carboxyprop-2-enoate}, C15H23N2 +·C4H3O4 −, and N-allyl-N-methyltryptammonium (MALT) hydrofumarate {systematic name: [2-(1H-indol-3-yl)ethyl](methyl)(prop-2-en-1-yl)azanium 3-carboxyprop-2-enoate}, C14H19N2 +·C4H3O4 −, are reported. Both compounds possess a protonated tryptammonium cation, and a hydrofumarate anion in the asymmetric unit. The ethyl group of the EPT cation is modeled as a two-component disorder with 50% occupancy for each component. In the extended structure, N—H...O and O—H...O hydrogen bonds generate infinite two-dimensional networks parallel to the (001) plane for both compounds.

Topological Correspondence Between Crystal Structure of 2,4,6-Trimethylbenzene-1,3,5-tris(methanaminium) 2,4,6-Trimethylbenzene-1,3,5-triacetate and Cesium Chloride

2000 ◽  
Vol 65 (10) ◽  
pp. 1587-1596 ◽  
Author(s):  
Jaroslav Podlaha ◽  
Ivana Císařová ◽  
Daniel Alexander ◽  
Petr Holý ◽  
Tomáš Kraus ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Solid State ◽  
Hydrogen Bonds ◽  
Self Assembly ◽  
Three Dimensional ◽  
Cesium Chloride ◽  
Dimensional Network ◽  
Network Of Hydrogen Bonds

Solid-state self-assembly of 2,4,6-trimethylbenzene-1,3,5-tris(methanaminium) 2,4,6-trimethylbenzene-1,3,5-triacetate is mediated by hydrogen bonding. It gives rise to three-dimensional network of hydrogen bonds in which each trication is coordinated with eight trianions and vice versa. The resulting crystal structure topologically corresponds to the simple inorganic cesium chloride type.

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