Influence of Multiple Hydrogen Bonds on Thermal Expansion Within and Between Two-Dimensional Hydrogen-Bonded Sheets

2019 ◽  
Vol 19 (12) ◽  
pp. 7380-7384
Author(s):  
Xiaodan Ding ◽  
Navkiran Juneja ◽  
Adam W. Crawford ◽  
Eric W. Reinheimer ◽  
Daniel K. Unruh ◽  
...  
Keyword(s):  
Thermal Expansion ◽  
Hydrogen Bonds ◽  
Two Dimensional ◽  
Multiple Hydrogen Bonds ◽  
Hydrogen Bonded

Structural study of six cycloalkylammonium cinnamate salt structures featuring one-dimensional columns and two-dimensional hydrogen-bonded networks

2012 ◽  
Vol 68 (5) ◽  
pp. o188-o194 ◽  
Author(s):  
Andreas Lemmerer ◽  
Manuel A. Fernandes
Keyword(s):  
Hydrogen Bonds ◽  
Structural Study ◽  
Two Dimensional ◽  
One Dimensional ◽  
Dimensional Network ◽  
Polymorphic Forms ◽  
Whole Molecule Disorder ◽  
Hydrogen Bonded

Six ammonium carboxylate salts, namely cyclopentylammonium cinnamate, C5H12N+·C9H7O2−, (I), cyclohexylammonium cinnamate, C6H14N+·C9H7O2−, (II), cycloheptylammonium cinnamate form I, C7H16N+·C9H7O2−, (IIIa), and form II, (IIIb), cyclooctylammonium cinnamate, C8H18N+·C9H7O2−, (IV), and cyclododecylammonium cinnamate, C12H26N+·C9H7O2−, (V), are reported. Salts (II)–(V) all have a 1:1 ratio of cation to anion and feature three N+—H...O−hydrogen bonds forming one-dimensional hydrogen-bonded columns consisting of repeatingR43(10) rings, while salt (I) has a two-dimensional network made up of alternatingR44(12) andR68(20) rings. Salt (III) consists of two polymorphic forms,viz.form I havingZ′ = 1 and form II withZ′ = 2. The latter polymorph has disorder of the cycloheptane rings in the two cations, as well as whole-molecule disorder of one of the cinnamate anions. A similar, but ordered,Z′ = 2 structure is seen in salt (IV).

Polymorphs of phenazine hexacyanoferrate(II) hydrate: supramolecular isomerism in a 2D hydrogen-bonded network

2021 ◽  
Vol 77 (2) ◽  
pp. 211-218
Author(s):  
Ivica Cvrtila ◽  
Vladimir Stilinović
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
The Other ◽  
Two Dimensional ◽  
Structural Motifs ◽  
Supramolecular Isomerism ◽  
Other Hand ◽  
Π Stacking ◽  
Hydrogen Bonded

The crystal structures of two polymorphs of a phenazine hexacyanoferrate(II) salt/cocrystal, with the formula (Hphen)3[H2Fe(CN)6][H3Fe(CN)6]·2(phen)·2H2O, are reported. The polymorphs are comprised of (Hphen)2[H2Fe(CN)6] trimers and (Hphen)[(phen)2(H2O)2][H3Fe(CN)6] hexamers connected into two-dimensional (2D) hydrogen-bonded networks through strong hydrogen bonds between the [H2Fe(CN)6]2− and [H3Fe(CN)6]− anions. The layers are further connected by hydrogen bonds, as well as through π–π stacking of phenazine moieties. Aside from the identical 2D hydrogen-bonded networks, the two polymorphs share phenazine stacks comprising both protonated and neutral phenazine molecules. On the other hand, the polymorphs differ in the conformation, placement and orientation of the hydrogen-bonded trimers and hexamers within the hydrogen-bonded networks, which leads to different packing of the hydrogen-bonded layers, as well as to different hydrogen bonding between the layers. Thus, aside from an exceptional number of symmetry-independent units (nine in total), these two polymorphs show how robust structural motifs, such as charge-assisted hydrogen bonding or π-stacking, allow for different arrangements of the supramolecular units, resulting in polymorphism.

Oligosiloxanediols as building blocks for supramolecular chemistry: hydrogen-bonded adducts with amines form supramolecular structures in zero, one and two dimensions

2000 ◽  
Vol 56 (2) ◽  
pp. 273-286 ◽  
Author(s):  
Brian O'Leary ◽  
Trevor R. Spalding ◽  
George Ferguson ◽  
Christopher Glidewell
Keyword(s):  
Hydrogen Bonds ◽  
Supramolecular Chemistry ◽  
Building Blocks ◽  
Two Dimensions ◽  
Supramolecular Structures ◽  
Structural Motif ◽  
Two Dimensional ◽  
The Third ◽  
A Chain ◽  
Hydrogen Bonded

The structure of 1,1,3,3,5,5-hexaphenyltrisiloxane-1,5-diol–pyrazine (4/1), (C36H32O4Si3)4·C4H4N2 (1), contains finite centrosymmetric aggregates; the diol units form dimers, by means of O—H...O hydrogen bonds, and pairs of such dimers are linked to the pyrazine by means of O—H...N hydrogen bonds. In 1,1,3,3,5,5-hexaphenyltrisiloxane-1,5-diol–pyridine (2/3), (C36H32O4Si3)2·(C5H5N)3 (2), the diol units are linked into centrosymmetric pairs by means of disordered O—H...O hydrogen bonds: two of the three pyridine molecules are linked to the diol dimer by means of ordered O—H...N hydrogen bonds, while the third pyridine unit, which is disordered across a centre of inversion, links the diol dimers into a C 3 3(9) chain by means of O—H...N and C—H...O hydrogen bonds. In 1,1,3,3-tetraphenyldisiloxane-1,3-diol–hexamethylenetetramine (1/1), (C24H22O3Si2)·C6H12N4 (3), the diol acts as a double donor and the hexamethylenetetramine acts as a double acceptor in ordered O—H...N hydrogen bonds and the structure consists of C 2 2(10) chains of alternating diol and amine units. In 1,1,3,3-tetraphenyldisiloxane-1,3-diol–2,2′-bipyridyl (1/1), C24H22O3Si2·C10H8N2 (4), there are two independent diol molecules, both lying across centres of inversion and therefore both containing linear Si—O—Si groups: each diol acts as a double donor of hydrogen bonds and the unique 2,2′-bipyridyl molecule acts as a double acceptor, thus forming C 2 2(11) chains of alternating diol and amine units. The structural motif in 1,1,3,3-tetraphenyldisiloxane-1,3-diol–pyrazine (2/1), (C24H22O3Si2)2·C4H4N2 (5), is a chain-of-rings: pairs of diol molecules are linked by O—H...O hydrogen bonds into centrosymmetric R 2 2(12) dimers and these dimers are linked into C 2 2(13) chains by means of O—H...N hydrogen bonds to the pyrazine units. 1,1,3,3-Tetraphenyldisiloxane-1,3-diol–pyridine (1/1), C24H22O3Si2·C5H5N (6), and 1,1,3,3-tetraphenyldisiloxane-1,3-diol–pyrimidine (1/1), C24H22O3Si2·C4H4N2 (7), are isomorphous: in each compound the amine unit is disordered across a centre of inversion. The diol molecules form C(6) chains, by means of disordered O—H...O hydrogen bonds, and these chains are linked into two-dimensional nets built from R 6 6(26) rings, by a combination of O—H...N and C—H...O hydrogen bonds.

trans-Diaquabis(N,N′-dimethylethylenediamine)nickel(II) naphthalene-2,6-disulfonate

2007 ◽  
Vol 63 (3) ◽  
pp. m734-m736 ◽  
Author(s):  
Zhao-Xun Lian ◽  
Hao-Hong Li
Keyword(s):  
Hydrogen Bonds ◽  
Title Compound ◽  
Metal Center ◽  
Octahedral Coordination ◽  
Coordination Geometry ◽  
Two Dimensional ◽  
Inversion Center ◽  
Hydrogen Bonded

In the title compound, [Ni(C8H12N2)2(H2O)2](C10H6O6S2), the metal center, located on a crystallographic inversion center, is coordinated by four N atoms and two aqua ligands in an octahedral coordination geometry. The hexacoordinated nickel(II) complex cations are held together via N—H...O and O—H...O hydrogen bonds, resulting in infinite chains, which are connected by centrosymmetric naphthalene-2,6-disulfonate ligands as linkers, generating a two-dimensional hydrogen-bonded network.

Bis{4-[(4-pyridyl)ethenyl]pyridinium} 4-sulfonatobenzoate trihydrate

2006 ◽  
Vol 62 (4) ◽  
pp. o1529-o1531 ◽  
Author(s):  
Li-Ping Zhang ◽  
Long-Guan Zhu
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Proton Transfer ◽  
Water Molecules ◽  
Stacking Interactions ◽  
Two Dimensional ◽  
One Dimensional ◽  
Π Stacking ◽  
Dimensional Network ◽  
Hydrogen Bonded

In the crystal structure of the title organic proton-transfer complex, 2C12H11N2 +·C7H4O5S2−·3H2O, the cations form one-dimensional chains via intermolecular N—H...N hydrogen bonds and these chains, in turn, form a two-dimensional network through π–π stacking interactions. In addition, the anions and water molecules are connected into a two-dimensional hydrogen-bonded network through intermolecular O—H...O hydrogen bonds. The two motifs result in sheets of cations and anions stacked alternately.

Controlling the assembly of hydrogen-bonded supramolecular polymers by the strategy of molecular tectonics

2004 ◽  
Vol 76 (7-8) ◽  
pp. 1345-1351 ◽  
Author(s):  
M.-Č. Perron ◽  
F. Monchamp ◽  
Hugues Duval ◽  
Danielle Boils-Boissier ◽  
J. D. Wuest
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Supramolecular Polymers ◽  
Molten State ◽  
Complex Molecules ◽  
Molecular Tectonics ◽  
Bifunctional Molecules ◽  
Multiple Hydrogen Bonding ◽  
Multiple Hydrogen Bonds ◽  
Hydrogen Bonded

Studies of how hydrogen bonding can be used to control molecular association continue to yield exciting discoveries in supramolecular chemistry. A simple way to make molecules that associate predictably is to link carefully selected cores to functional groups that form multiple hydrogen bonds according to reliable patterns. Bifunctional molecules constructed according to this strategy can associate to form linear aggregates robust enough to warrant the name supramolecular polymers, even though the bifunctional monomers are joined only by hydrogen bonds. More complex molecules with multiple hydrogen-bonding sites can be devised so that neighbors are held in predetermined positions, giving crystalline solids with predictable architectures and properties not previously seen in other materials. Initial studies of the ability of such compounds to associate in solution and in the molten state suggest that hydrogen-bonded networks can be purposefully designed to create novel par- tially ordered liquid materials, including liquid crystals, gels, and fluids with unusual rheological properties.

Dimer oder nicht dimer, das ist hier die Frage: Zwei benachbarte I3–--Ionen eingeschlossen in Hohlr¨aumen einer komplexen Wirtsstruktur

2010 ◽  
Vol 65 (12) ◽  
pp. 1462-1466 ◽  
Author(s):  
Michaela K. Meyer ◽  
Jürgen Graf ◽  
Guido J. Reiß
Keyword(s):  
Nmr Spectroscopy ◽  
Hydrogen Bonds ◽  
Two Dimensional ◽  
X Ray Diffraction ◽  
Space Group ◽  
X Ray ◽  
Dimensional Network ◽  
Oder Nicht ◽  
Bonding Interaction ◽  
Hydrogen Bonded

[Me(HO)2P-(CH2)10-P(O)OHMe]2[I3]2・MeHO(O)P-(CH2)10-P(O)OHMe (1) was synthesized and characterized by IR, Raman and NMR spectroscopy. Its structure was determined by singlecrystal X-ray diffraction (T = 100 K; space group P1̄). The structure consists of decane-1,10-diyl-bis- (methylphosphinic acid) molecules and the analogous mono-protonated cations in a ratio 1:2 connected with each other by strong O-H···O hydrogen bonds to form a two-dimensional network. Between these hydrogen-bonded layers, there are elongated cavities each containing two triiodide anions. The intermolecular I· · · I distance of the two enclosed triiodide anions is 3.6317(4) Å and should be considered as an interhalogen bonding interaction.

scholarly journals Hydrogen-bonded two- and three-dimensional polymeric structures in the ammonium salts of 3,5-dinitrobenzoic acid, 4-nitrobenzoic acid and 2,4-dichlorobenzoic acid

2014 ◽  
Vol 70 (3) ◽  
pp. 315-319 ◽  
Author(s):  
Graham Smith
Keyword(s):  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Ammonium Salts ◽  
Dimensional Structure ◽  
Water Molecules ◽  
Carboxylate Group ◽  
Two Dimensional ◽  
Structure Extension ◽  
Polymeric Structures ◽  
Hydrogen Bonded

The structures of ammonium 3,5-dinitrobenzoate, NH4+·C7H3N2O6−, (I), ammonium 4-nitrobenzoate dihydrate, NH4+·C7H4NO4−·2H2O, (II), and ammonium 2,4-dichlorobenzoate hemihydrate, NH4+·C7H3Cl2O2−·0.5H2O, (III), have been determined and their hydrogen-bonded structures are described. All three salts form hydrogen-bonded polymeric structures,viz.three-dimensional in (I) and two-dimensional in (II) and (III). With (I), a primary cation–anion cyclic association is formed [graph setR43(10)] through N—H...O hydrogen bonds, involving a carboxylate group with both O atoms contributing to the hydrogen bonds (denoted O,O′-carboxylate) on one side and a carboxylate group with one O atom involved in two hydrogen bonds (denoted O-carboxylate) on the other. Structure extension involves N—H...O hydrogen bonds to both carboxylate and nitro O-atom acceptors. With structure (II), the primary inter-species interactions and structure extension into layers lying parallel to (001) are through conjoined cyclic hydrogen-bonding motifs,viz.R43(10) (one cation, an O,O′-carboxylate group and two water molecules) and centrosymmetricR42(8) (two cations and two water molecules). The structure of (III) also has conjoinedR43(10) and centrosymmetricR42(8) motifs in the layered structure but these differ in that the first motif involves one cation, an O,O′-carboxylate group, an O-carboxylate group and one water molecule, and the second motif involves two cations and two O-carboxylate groups. The layers lie parallel to (100). The structures of salt hydrates (II) and (III), displaying two-dimensional layered arrays through conjoined hydrogen-bonded nets, provide further illustration of a previously indicated trend among ammonium salts of carboxylic acids, but the anhydrous three-dimensional structure of (I) is inconsistent with that trend.

scholarly journals Structural characterization of selenium and selenium-diiodine analogues of the antithyroid drug 6-n-propyl-2-thiouracil and its alkyl derivatives

2006 ◽  
Vol 62 (4) ◽  
pp. 580-591 ◽  
Author(s):  
Constantinos D. Antoniadis ◽  
Alexander J. Blake ◽  
Sotiris K. Hadjikakou ◽  
Nick Hadjiliadis ◽  
Peter Hubberstey ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Linear Chain ◽  
Antithyroid Drug ◽  
Brick Wall ◽  
Two Dimensional ◽  
Extended Structure ◽  
Alkyl Derivatives ◽  
A Chain ◽  
A Charge ◽  
Hydrogen Bonded

The structures of four selenium analogues of the antithyroid drug 6-n-propyl-2-thiouracil [systematic name: 2,3-dihydro-6-n-propyl-2-thioxopyrimidin-4(1H)-one], namely 6-methyl-2-selenouracil, C5H6N2OSe (1), 6-ethyl-2-selenouracil, C6H8N2OSe (2), 6-n-propyl-2-selenouracil, C7H10N2OSe (3), and 6-isopropyl-2-selenouracil, C7H10N2OSe (4), are described, along with that of the dichloromethane monosolvate of 6-isopropyl-2-selenouracil, C7H10N2OSe·CH2Cl2 (4·CH2Cl2). The extended structure of (1) is a two-dimensional sheet of topology 63 with a brick-wall architecture. The extended structures of (2) and (4) are analogous, being based on a chain of eight-membered R 8 6(32) hydrogen-bonded rings. In (3) and (4·CH2Cl2), R 2 2(8) hydrogen bonding links molecules into chains. 6-n-Propyl-2-selenouracil·I2, C7H10N2OSe·I2 (7), is a charge-transfer complex with a `spoke' structure, the extended structure of which is based on a linear chain formed principally by intermolecular N—H...O hydrogen bonds. Re-crystallization of 6-ethyl-2-selenouracil or (7) from acetone gave crystals of the diselenides [N-(6′-ethyl-4′-pyrimidone)(6-ethyl-2-selenouracil)2(Se—Se)]·2H2O (9·2H2O) or [N-(6′-n-propyl-4′-pyrimidone)(6-n-propyl-2-selenouracil)2(Se—Se)] (10), respectively: these have similar extended chain structures formed via N—H...O and C—H...O hydrogen bonds, stacked to give two-dimensional sheets. Re-crystallization of (7) from methanol/acetonitrile led via deselenation to the formation of crystals of 6-n-propyl-2-uracil (11), in which six symmetry-related molecules combine to form a six-membered R 6 6(24) hydrogen-bonded ring, with each pair of molecules linked by an R 2 2(8) motif.

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