scholarly journals Four nitrobenzaldehyde isonicotinoylhydrazones at 120 K: four different supramolecular structures in two and three dimensions

2005 ◽  
Vol 61 (12) ◽  
pp. o683-o689 ◽  
Author(s):  
Solange M. S. V. Wardell ◽  
Marcus V. N. de Souza ◽  
James L. Wardell ◽  
John N. Low ◽  
Christopher Glidewell
Keyword(s):  
Supramolecular Structures ◽  
Three Dimensions

scholarly journals Nine N-aryl-2-chloronicotinamides: supramolecular structures in one, two and three dimensions

2006 ◽  
Vol 62 (4) ◽  
pp. 651-665 ◽  
Author(s):  
Silvia Cuffini ◽  
Christopher Glidewell ◽  
John N. Low ◽  
Aline G. de Oliveira ◽  
Marcus V. N. de Souza ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Supramolecular Structures ◽  
Three Dimensions ◽  
Compound Viii ◽  
Stacking Interactions ◽  
Compound I ◽  
Π Stacking ◽  
Compound Ii

Structures are reported here for eight further substituted N-aryl-2-chloronicotinamides, 2-ClC5H3NCONHC6H4 X-4′. When X = H, compound (I) (C12H9ClN2O), the molecules are linked into sheets by N—H...N, C—H...π(pyridyl) and C—H...π(arene) hydrogen bonds. For X = CH3, compound (II) (C13H11ClN2O, triclinic P\bar 1 with Z′ = 2), the molecules are linked into sheets by N—H...O, C—H...O and C—H...π(arene) hydrogen bonds. Compound (III), where X = F, crystallizes as a monohydrate (C12H8ClFN2O·H2O) and sheets are formed by N—H...O, O—H...O and O—H...N hydrogen bonds and aromatic π...π stacking interactions. Crystals of compound (IV), where X = Cl (C12H8Cl2N2O, monoclinic P21 with Z′ = 4) exhibit inversion twinning: the molecules are linked by N—H...O hydrogen bonds into four independent chains, linked in pairs by C—H...π(arene) hydrogen bonds. When X = Br, compound (V) (C12H8BrClN2O), the molecules are linked into sheets by N—H...O and C—H...N hydrogen bonds, while in compound (VI), where X = I (C12H8ClIN2O), the molecules are linked into a three-dimensional framework by N—H...O and C—H...π(arene) hydrogen bonds and an iodo...N(pyridyl) interaction. For X = CH3O, compound (VII) (C13H11ClN2O2), the molecules are linked into chains by a single N—H...O hydrogen bond. Compound (VIII) (C13H8ClN3O, triclinic P\bar 1 with Z′ = 2), where X = CN, forms a complex three-dimensional framework by N—H...N, C—H...N and C—H...O hydrogen bonds and two independent aromatic π...π stacking interactions.

Adducts of 1,4,8,11-tetraazacyclotetradecane with carboxylic acids: hydrogen-bonded supramolecular structures in two or three dimensions

2004 ◽  
Vol 60 (1) ◽  
pp. 65-75 ◽  
Author(s):  
Choudhury M. Zakaria ◽  
Alan J. Lough ◽  
George Ferguson ◽  
Christopher Glidewell
Keyword(s):  
Carboxylic Acid ◽  
Hydrogen Bonds ◽  
Water Molecule ◽  
Carboxylic Acids ◽  
Rotation Axis ◽  
Three Dimensional ◽  
Supramolecular Structures ◽  
Three Dimensions ◽  
Water Molecules ◽  
Two Dimensional

Four solvated salt-type adducts derived from cyclam (1,4,8,11-tetraazacyclotetradecane) and carboxylic acids have been structurally characterized. In the salt derived from adamantane-1-carboxylic acid, 4,11-diaza-1,8-diazoniacyclotetradecane bis(adamantane-1-carboxylate) tetrahydrate, (1) (monoclinic, P21/c, Z′ = 0.5), where the cation lies across a centre of inversion, the anions and the water molecules form chains of edge-fused R_4^2(8) and R_6^6(16) rings, which are linked into sheets by the cations. In the 4-aminobenzoate salt, 4,11-diaza-1,8-diazoniacyclotetradecane bis(4-aminobenzoate) monohydrate, (2) (monoclinic, C2/c, Z′ = 0.5), where the cation lies across a centre of inversion and the water molecule lies across a twofold rotation axis, the cations and anions generate a three-dimensional framework, readily analysed in terms of two distinct two-dimensional substructures, viz. (10\overline 1) sheets of R_8^6(46) rings, and pairwise interwoven (100) sheets, reinforced by water molecules. The 3-hydroxybenzoate salt, 4,11-diaza-1,8-diazoniacyclotetradecane bis(3-hydroxybenzoate) dihydrate, (3) (monoclinic, Pc, Z′ = 1), contains a three-dimensional framework constructed from anions and water molecules only, which encapsulates large voids and within which the cations are linked to the anion–water framework via N—H...O hydrogen bonds. There are two independent cations in 4,11-diaza-1,8-diazoniacyclotetradecane 5-hydroxyisophthalate(2−) methanol solvate, (4) (monoclinic, P21/c, Z′ = 1), both lying across centres of inversion but with entirely different configurations. The anions alone form simple chains, and these chains are linked by the two types of cation into a three-dimensional framework from which the methanol molecules are pendent. Comparisons are made with carboxylate complexes of the [Ni(cyclam)]2+ cation and with carboxylate salts derived from meso-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane.

Salts of 3,5-dinitrobenzoic acid with organic diamines: hydrogen-bonded supramolecular structures in one, two and three dimensions

2001 ◽  
Vol 57 (2) ◽  
pp. 201-212 ◽  
Author(s):  
Colin J. Burchell ◽  
Christopher Glidewell ◽  
Alan J. Lough ◽  
George Ferguson
Keyword(s):  
Carboxylic Acid ◽  
Hydrogen Bonds ◽  
Secondary Amine ◽  
Tertiary Amine ◽  
Primary Amine ◽  
Three Dimensional ◽  
Supramolecular Structures ◽  
Three Dimensions ◽  
Two Dimensional ◽  
One Dimensional

The trigonally trisubstituted carboxylic acid 3,5-dinitrobenzoic acid, (O2N)2C6H3COOH, forms 2:1 salts with a range of organic diamines L, with the general composition [LH2]2+·[{(O2N)2C6H3COO}−]2. When L is a bis-tertiary amine the hard N—H...O hydrogen bonds generate finite three-component aggregates, anion...cation...anion, and these aggregates are further linked by soft C—H...O hydrogen bonds to form one-dimensional molecular ladders when L is N,N,N′,N′′-tetramethyl-1,2-diaminoethane and chains of rings when L is 4,4′-dipyridylethane or 4,4′-dipyridylethene; two-dimensional sheets are formed when L is 1,4-diazabicyclo[2.2.2]octane and a three-dimensional framework is formed when L is N,N′-dimethylpiperazine. When L is the bis-secondary amine piperazine, the hard N—H...O and soft C—H...O hydrogen bonds each generate continuous motifs in the form of distinct chains of rings, the combination of which generates sheets, while when L is the bis-primary amine 1,2-diaminoethane the hard N—H...O hydrogen bonds alone generate a three-dimensional framework.

scholarly journals Three substituted 4-pyrazolylbenzoates: hydrogen-bonded supramolecular structures in one, two and three dimensions

2006 ◽  
Vol 63 (1) ◽  
pp. o21-o25 ◽  
Author(s):  
Jaime Portilla ◽  
Ernesto G. Mata ◽  
Manuel Nogueras ◽  
Justo Cobo ◽  
John N. Low ◽  
...  
Keyword(s):  
Supramolecular Structures ◽  
Three Dimensions ◽  
Hydrogen Bonded

scholarly journals Three ethyl 5-amino-1-aryl-1H-imidazole-4-carboxylates: hydrogen-bonded supramolecular structures in one, two and three dimensions

2006 ◽  
Vol 63 (1) ◽  
pp. o33-o37 ◽  
Author(s):  
Marilia S. Costa ◽  
Nubia Boechat ◽  
Solange M. S. V. Wardell ◽  
Vitor F. Ferreira ◽  
John N. Low ◽  
...  
Keyword(s):  
Supramolecular Structures ◽  
Three Dimensions ◽  
Hydrogen Bonded

Hydrated salts of 3,5-dihydroxybenzoic acid with organic diamines: hydrogen-bonded supramolecular structures in two and three dimensions

2001 ◽  
Vol 57 (3) ◽  
pp. 329-338 ◽  
Author(s):  
Colin J. Burchell ◽  
George Ferguson ◽  
Alan J. Lough ◽  
Richard M. Gregson ◽  
Christopher Glidewell
Keyword(s):  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Supramolecular Structures ◽  
Three Dimensions ◽  
Acid Water ◽  
Water Molecules ◽  
Two Dimensional ◽  
Dihydroxybenzoic Acid ◽  
Hydrated Salt ◽  
Single Sheet

The trigonally trisubstituted acid 3,5-dihydroxybenzoic acid forms hydrated salt-type adducts with organic diamines. In 1,4-diazabicyclo[2.2.2]octane–3,5-dihydroxybenzoic acid–water (1/1/1) (1), where Z′ = 2 in P21/c, the constitution is [HN(CH2CH2)3N]+·[(HO)2C6H3COO]−·H2O: the anions and the water molecules are linked by six O—H...O hydrogen bonds to form two-dimensional sheets and each cation is linked to a single sheet by one O—H...N and one N—H...O hydrogen bond. Piperazine–3,5-dihydroxybenzoic acid–water (1/2/4) (2) and 1,2-diaminoethane–3,5-dihydroxybenzoic acid–water (1/2/2) (3) are also both salts with constitutions [H2N(CH2CH2)2NH2]2+·2[(HO)2C6H3COO]−·4H2O and [H3NCH2CH2NH3]2+·2[(HO)2C6H3COO]−·2H2O, respectively. Both (2) and (3) have supramolecular structures which are three-dimensional: in (2) the anions and the water molecules are linked by six O—H...O hydrogen bonds to form a three-dimensional framework enclosing large centrosymmetric voids, which contain the cations that are linked to the framework by two N—H...O hydrogen bonds; in (3) the construction of the three-dimensional framework requires the participation of cations, anions and water molecules, which are linked together by four O—H...O and three N—H...O hydrogen bonds.

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