Open access article in Acta Crystallographica Section C: Crystal Structural Communications

Setting ambiguity in C2/c with dibromidotetrakis(1H-pyrazole-κN2)manganese(II) as an example. Addendum

Ruth, K. — 2008-05-15

In the paper by Ruth et al. [Acta Cryst. (2007), C63, m566–m569], remarks regarding the results of Bolotina et al. [J. Appl. Cryst. (2003), 36, 1334–1341] are withdrawn.

Accurate stereochemistry for two related 22,26-epiminocholestene derivatives

Vega-Baez, J.L. — 2008-04-15

Regioselective opening of ring E of solasodine under various conditions afforded (25R)-22,26-epiminocholesta-5,22(N)-diene-3β,16β-diyl diacetate (previously known as 3,16-diacetyl pseudosolasodine B), C31H47NO4, or (22S,25R)-16β-hydroxy-22,26-epiminocholesta-5-en-3β-yl acetate (a derivative of the naturally occurring alkaloid oblonginine), C29H47NO3. In both cases, the reactions are carried out with retention of chirality at the C16, C20 and C25 stereogenic centers, which are found to be S, S and R, respectively. Although pseudosolasodine was synthesized 50 years ago, these accurate assignments clarify some controversial points about the actual stereochemistry for these alkaloids. This is of particular importance in the case of oblonginine, since this compound is currently under consideration for the treatment of aphasia arising from apoplexy; the present study defines a diastereoisomerically pure compound for pharmacological studies.

A novel heterocyclic compound: catena-poly[[[diaquasodium(I)]-di-μ-aqua] hemi(1,5-dihydroxy-4,8,9-trioxa-2,6-diazabicyclo[3.3.1]nona-2,6-diene-3,7-diolate)]. Retraction

Fang, R.-Q. — 2008-02-15

The paper by Fang et al. [Acta Cryst. (2007), C63, m193–m194] is retracted. It has subsequently been shown that the crystal studied was borax.

Carbonyl–carbonyl, carbonyl–π and carbonyl–halogen dipolar interactions as the directing motifs of the supramolecular structure of ethyl 6-chloro-2-oxo-2H-chromene-3-carboxylate and ethyl 6-bromo-2-oxo-2H-chromene-3-carboxylate

Santos-Contreras, R.J. — 2007-04-15

The title compounds, C12H9ClO4, (I), and C12H9BrO4, (II), are isomorphous and crystallize in the monoclinic space group P21/c. Both compounds present an anti conformation between the 3-carboxy and the lactone carbonyl groups. Both carbonyl groups are out of the plane defined by the remaining chromene atoms, by 8.37 (6) and 17.57 (6)° for (I), and by 9.07 (8) and 18.96 (18)° for (II), owing to their involvement in intermolecular interactions. In both compounds, layers of centrosymmetric hydrogen-bonded dimers are developed in the [\overline{5} \overline{2} 22] plane through C—H⋯O interactions, involving both carbonyl groups as acceptors. Two families of dimers stack through C=O⋯C=O, C=O⋯π and C—X⋯C=O (X = Cl and Br) dipolar interactions, as well as a C—H⋯π interaction, developing the three-dimensional structure along the c axis.

4,5-Dibromophthalimide forms two centrosymmetric dimers, one linked by C—H⋯O hydrogen bonds and one by N—H⋯O hydrogen bonds

Williamson, C. — 2007-03-15

In the title compound [also called 5,6-dibromoisoindole-1,3(2H)-dione], C8H3Br2NO2, there are two planar molecules in the asymmetric unit. They both form inversion dimers, one via N—H⋯O links and one via short near-linear C—H⋯O links. The dimers are then linked into chains by further N—H⋯O hydrogen bonds.

Dimorphism in 4,4,6,6-tetrachloro-2,2-(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene and 6,6-dichloro-2,2:4,4-bis(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene

Coles, S.J. — 2007-03-15

A second, polymorphic, form of the previously reported compound 4,4,6,6-tetrachloro-2,2-(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene, C5H10Cl4N3O2P3, is now reported. The molecular structures of these two compounds are similar, aside from minor conformational differences. However, the compounds crystallize in two different space groups and exhibit quite different crystal structure assemblies. Additionally, 6,6-dichloro-2,2:4,4-bis(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene, C10H20Cl2N3O4P3, is shown to exhibit two different conformational polymorphs when crystallized from different solvent mixtures. The α form crystallizes in the space group Pnma with the molecular structure lying on a mirror plane (symmetry code: x, −y + {1\over 2}, z), whilst the β form is in the space group C2/c with the molecular structure lying on a twofold axis (symmetry code: −x, y, −z + {3\over 2}). The difference between the two molecular structures is in the conformation of the spiro-ring substituents with respect to the phosphazene ring. The resulting crystal structures give rise to differing packing motifs.

4-Cyanobenzaldehyde isonicotinoylhydrazone monohydrate: a three-dimensional hydrogen-bonded framework structure

Souza, M.V.N. de — 2007-03-15

In the title compound, C14H10N4O·H2O, the molecular components are linked into a three-dimensional framework by three hydrogen bonds, one each of the O—H⋯O, O—H⋯N and N—H⋯O types, weakly augmented by two C—H⋯O hydrogen bonds.

6-(4-Fluorophenyl)-8-phenyl-2,3-dihydro-4H-imidazo[5,1-b][1,3]thiazin-4-one: an unusual [6–5] fused-ring system

Gallagher, J.F. — 2007-03-15

The title compound, C18H13FN2OS, is the first structural example of a [6–5] fused ring incorporating the 2,3-dihydro-4H-imidazo[5,1-b][1,3]thiazin-4-one molecular scaffold. The six-membered 2,3-dihydro-1,3-thiazin-4-one ring adopts an envelope conformation, with the S—CH2 C atom displaced by 0.761 (2) Å from the five-atom plane (all within 0.05 Å of the mean plane). The imidazole ring is planar. The phenyl ring is twisted from coplanarity with the imidazole ring by 23.84 (5)° and the 4-fluorophenyl ring is twisted by 53.36 (6)°, due to a close C(aryl)—H⋯O=C contact with the thiazin-4-one carbonyl O atom. The primary intermolecular interaction involves a CH2 group with the F atom [C⋯F = 3.256 (2) Å and C—H⋯F = 137°].

1-(6-Amino-1,3-benzodioxol-5-yl)-3-(4-pyridyl)prop-2-en-1-one crystallizes with Z′ = 2: hydrogen-bonded supramolecular substructures in one and two dimensions, each containing only one type of molecule

Cuervo, P. — 2007-02-15

The title compound, C15H12N2O3, crystallizes with Z′ = 2 in the space group P\overline{1} and the intramolecular dimensions show evidence for a polarized molecular–electronic structure. Each of the two independent types of molecule forms its own hydrogen-bonded supramolecular substructure, and these are entirely different from one another: one type of molecule forms a chain of edge-fused rings, while the other type forms sheets.

Five symmetrically substituted 2-aryl-3-benzyl-1,3-thiazolidin-4-ones: supramolecular structures in zero, one and two dimensions

Cunico, W. — 2007-02-15

There are no direction-specific interactions between the molecules of 3-(2-methoxybenzyl)-2-(2-methoxyphenyl)-1,3-thiazolidin-4-one, C18H19NO3S, (I); the molecules of 3-(4-nitrobenzyl)-2-(4-nitrophenyl)-1,3-thiazolidin-4-one, C16H13N3O5S, (II), are linked by four independent C—H⋯O hydrogen bonds into complex chains of fused rings. In 3-(4-methoxybenzyl)-2-(4-methoxyphenyl)-1,3-thiazolidin-4-one, (III), isomeric with (I), the molecules are linked into sheets by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds, while in 3-(2-nitrobenzyl)-2-(2-nitrophenyl)-1,3-thiazolidin-4-one, (IV), isomeric with (II), the sheets are built from three independent C—H⋯O hydrogen bonds and one C—H⋯π(arene) hydrogen bond, and reinforced by an aromatic π–π stacking interaction. In 3-(2-fluorobenzyl)-2-(2-fluorophenyl)-1,3-thiazolidin-4-one, C16H13F2NOS, (V), where the 2-aryl ring exhibits orientational disorder, the molecules are linked into sheets by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds, and the sheets are linked in pairs, forming bilayers, by an aromatic π–π stacking interaction.

Escitalopram oxalate: co-existence of oxalate dianions and oxalic acid molecules in the same crystal

Harrison, W.T.A. — 2007-02-15

The title compound {systematic name: (+)-(S)-3-[5-cyano-2-(4-fluorophenyl)-1,3-dihydroisobenzofuran-2yl]propanaminium oxalate oxalic acid 0.325-hydrate}, 2C20H22FN2O+·C2O42−·C2H2O4·0.325H2O, is a molecular salt of the N-protonated escitalopram cation. As well as charge-balancing oxalate dianions, neutral molecules of oxalic acid are present. The component species interact by way of N—H⋯O and short O—H⋯O hydrogen bonds, resulting in supramolecular chains.

2,3-Dimethoxybenzaldehyde isonicotinoylhydrazone chloroform monosolvate, and the mono- and dihydrates of 3,4,5-trimethoxybenzaldehyde isonicotinoylhydrazone: hydrogen-bonded supramolecular structures in one, two and three dimensions

Peralta, M.A. — 2007-01-15

In 2,3-dimethoxybenzaldehyde isonicotinoylhydrazone chloroform monosolvate, C15H15N3O3·CHCl3, the hydrazone molecules are linked by a combination of N—H⋯N and C—H⋯N hydrogen bonds into chains from which the chloroform molecules are pendent. 3,4,5-Trimethoxybenzaldehyde isonicotinoylhydrazone forms two stoichiometric hydrates. In the monohydrate, C16H17N3O4·H2O, the components are linked into sheets by a combination of O—H⋯O, O—H⋯N and N—H⋯N hydrogen bonds, and in the dihydrate, C16H17N3O4·2H2O, a combination of O—H⋯O, O—H⋯N and N—H⋯O hydrogen bonds links the components into a three-dimensional framework structure.

3-Nitrobenzaldehyde isonicotinoylhydrazone monohydrate redetermined at 120 K: sheets built from O—H⋯O, O—H⋯N, N—H⋯O and C—H⋯O hydrogen bonds

Wardell, S.M.S.V. — 2007-01-15

In the title compound, C13H10N4O3·H2O, the molecular components are linked into complex sheets by a combination of four types of hydrogen bonds.

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

Portilla, J. — 2007-01-15

The molecules of ethyl 4-(5-amino-3-methyl-1H-pyrazol-1-yl)benzoate, C13H15N3O2, are linked by two independent N—H⋯O hydrogen bonds into a chain of edge-fused and alternating R42(8) and R22(20) rings. A combination of N—H⋯N and N—H⋯O hydrogen bonds links the molecules of methyl 4-(5-amino-3-tert-butyl-1H-pyrazol-1-yl)benzoate, C15H19N3O2, into sheets of alternating R22(20) and R66(32) rings. In 4-(5-amino-3-methyl-1H-pyrazol-1-yl)benzoic acid monohydrate, C11H11N3O2·H2O, the molecular components are linked into a three-dimensional framework structure by a combination of five independent hydrogen bonds, two of O—H⋯N type and one each of O—H⋯O, N—H⋯O and N—H⋯N types.

1,4,8,11-Tetraazacyclotetradecane antimony(III) sulfide

Lees, R.J.E. — 2007-01-15

Poly[1,4,8,11-tetraazacyclotetradecane(2+) [hepta-μ-sulfido-trisulfidohexaantimony(III)]], {(C10H26N4)[Sb6S10]}n, consists of novel [Sb6S10]2− layers containing Sb2S2, Sb4S4 and Sb7S7 hetero-rings, which are separated by macrocyclic amine molecules. The macrocyclic amine molecules are disordered over two crystallographically distinct positions and are diprotonated in order to balance the charge of the anionic layers.

Hydrogen-bonded chains in 3-tert-butyl-5-[(4-methoxybenzyl)amino]-1-phenyl-1H-pyrazole and tetramolecular hydrogen-bonded aggregates in 5-[(benzotriazol-1-ylmethyl)(4-methoxybenzyl)amino]-3-tert-butyl-1-phenyl-1H-pyrazole

Abonía, R. — 2007-01-15

The molecules of 3-tert-butyl-5-[(4-methoxybenzyl)amino]-1-phenyl-1H-pyrazole, C21H25N3O, are linked into simple C(9) chains by a single C—H⋯N hydrogen bond. 5-[(Benzotriazol-1-ylmethyl)(4-methoxybenzyl)amino]-3-tert-butyl-1-phenyl-1H-pyrazole, C28H30N6O, crystallizes with Z′ = 2 in the space group P21/c. The molecules are weakly linked into centrosymmetric tetramolecular aggregates by a combination of C—H⋯N and C—H⋯O hydrogen bonds.

Two square-planar palladium(II) complexes with P,O-bidentate hybrid ligands

Elsegood, M.R.J. — 2007-01-15

In the two square-planar palladium(II) complexes chloro[(diphenylphosphinoamino)diphenylphosphine oxide]methylpalladium(II) dimethyl sulfoxide solvate, [Pd(CH3)Cl(C24H21NOP2)]·C2H6OS, (I), and chloro{[2-(diphenylphosphino)phenyl]diethoxymethane}methylpalladium(II), [Pd(CH3)Cl(C23H25O2P)], (II), a trans disposition of the diphenylphosphino and chloro groups is observed. The Pd atom in both complexes displays a distorted square-planar configuration formed by the four unique donor atoms (P, Cl, C and O). In compound (I), the five-membered Pd–P–N–P–O metallacycle is best described as having an envelope conformation, whereas in (II) the six-membered Pd–P–C–C–C–O metallacycle adopts a skewed boat conformation. Furthermore, within the P–N–P–O backbone in (I), the P—N distances are consistent with single-bond character [1.659 (3) and 1.692 (3) Å], whilst the P=O bond shows appreciable double-bond character [1.509 (2) Å].

The concomitant crystallization of two polymorphs of 1-deoxy-α-d-tagatose

Jones, N.A. — 2007-01-15

The crystalline form of 1-deoxy-d-tagatose, C6H12O5, is shown to be 1-deoxy-α-d-tagatopyranose; the absolute configuration is determined by use of d-lyxono-1,4-lactone as the starting material. The title compound crystallized as concomitant polymorphs from a mixture of ethyl actate and methanol. Although the melting points of the materials differ by 7 K, the molecular conformations are almost identical and, in both polymorphs, each molecule is subject to four O—H⋯O hydrogen bonds.

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

Costa, M.S. — 2007-01-15

The molecules of ethyl 5-amino-1-(4-cyanophenyl)-1H-imidazole-4-carboxylate, C13H12N4O2, are linked into a chain of alternating R22(10) and R44(34) rings by a combination of N—H⋯N and C—H⋯N hydrogen bonds. In ethyl 5-amino-1-(4-chlorophenyl)-1H-imidazole-4-carboxylate, C12H12ClN3O2, where the ethyl group is disordered over two sets of sites, a combination of N—H⋯O, N—H⋯N, C—H⋯N and C—H⋯π(arene) hydrogen bonds links the molecules into complex sheets. Two intermolecular hydrogen bonds, one each of N—H⋯N and C—H⋯O types, link the molecules of ethyl 5-amino-1-(2,6-difluorophenyl)-1H-imidazole-4-carboxylate, C12H11F2N3O2, into a continuous three-dimensional framework structure.

7-Amino-2-tert-butyl-5-methylpyrazolo[1,5-a]pyrimidine: a three-dimensional framework structure built from two N—H⋯N hydrogen bonds

Portilla, J. — 2007-01-15

The bond distances in the title compound, C11H16N4, provide evidence for peripheral delocalization of π electrons. The molecules are linked by two independent N—H⋯N hydrogen bonds into a three-dimensional framework structure.

Cocrystals composed of 4,4′-(fluorene-9,9-diyl)diphenol and 6-methyl-2H-pyridone

Lavy, T. — 2007-02-15

The crystal structures of two cocrystals composed of 4,4′-(fluorene-9,9-diyl)diphenol (C25H18O2) and 6-methyl-2H-pyridone (C6H7NO) are reported, namely 4,4′-(fluorene-9,9-diyl)diphenol–6-methyl-2H-pyridone (1/2), C25H18O2·2C6H7NO, (I), and 4,4′-(fluorene-9,9-diyl)diphenol–6-methyl-2H-pyridone–water (1/3/3), C25H18O2·3C6H7NO·3H2O, (II). In both cocrystals, the mutual orientation between two 6-methyl-2H-pyridone molecules in principle enables photodimerization, yet in both cases no photodimerization occurs. In cocrystal (I) this is probably due to poor orbital overlap, while in the case of cocrystal (II) it is suggested that the lack of reaction is due to the highly complex hydrogen-bonding network that exists in the structure.

Hydrogen-bonded chains of rings in methyl 4-[(5-methyl-1H-pyrazol-3-yl)amino]-3-nitrobenzoate and hydrogen-bonded sheets in methyl 1-(5-methyl-1H-pyrazol-3-yl)-1H-benzimidazole-5-carboxylate

Portilla, J. — 2007-01-15

Molecules of methyl 4-[(5-methyl-1H-pyrazol-3-yl)amino]-3-nitrobenzoate, C12H12N4O4, (I), exhibit a polarized (charge-separated) structure in the nitroaniline portion. The molecules are linked into chains of edge-fused R22(16) and R22(22) rings by a combination of N—H⋯O(carbonyl) and C—H⋯O(nitro) hydrogen bonds. Methyl 1-(5-methyl-1H-pyrazol-3-yl)-1H-benzimidazole-5-carboxylate, C13H12N4O2, (II), which is readily formed from (I) by reduction followed by ring formation, crystallizes with Z′ = 2 in the space group P\overline{1}. Each of the two independent molecular types is linked into sheets of R44(28) rings by a combination of N—H⋯N and C—H⋯O(carbonyl) hydrogen bonds.

Ammonium scandium tetrafluoride

Stephens, N.F. — 2006-12-15

The title compound, NH4ScF4, is an addition to the AMF4 family of layered perovskite-like structures. The structure consists of a two-dimensional array of corner-sharing ScF6 octahedra, which produces anionic sheets of stoichiometry [ScF4]− stacked along the c axis. The layers are separated by charge-balancing ammonium cations, which hydrogen bond to the apical F atoms of adjacent layers. This structure may be viewed as a `single-layer' fluoride analogue of the Dion–Jacobson family of oxides.

Dichloro(4,10-dimethyl-1,4,7,10-tetraazabicyclo[5.5.2]tetradecane)iron(III) hexafluorophosphate

McClain, J.M. II — 2006-11-15

The title compound, [FeCl2(C12H26N4)]PF6, is the first mononuclear Fe3+ complex of an ethylene cross-bridged tetraaza-macrocycle to be structurally characterized. Comparison with the mononuclear Fe2+ complex of the same ligand shows that the smaller Fe3+ ion is more fully encapsulated by the cavity of the bicyclic ligand. Comparison with the μ-oxo dinuclear complex of an unsubstituted ligand of the same size demonstrates that the methyl groups of 4,10-dimethyl-1,4,7,10-tetraazabicyclo[5.5.2]tetradecane prevent dimerization upon oxidation of the metal centre. Nax—Fe3+—Nax bond angles (ax is axial), and thus the degree of encapsulation by the ligand, are quite different between the mononuclear and dinuclear μ-oxo species, which is probably the consequence of steric considerations.

A second polymorph of [H3N(CH2)3NH3][V4O10]

Stephens, N.F. — 2006-11-15

The title compound, propane-1,3-diammonium tetravanadate, (C3H12N2)[V4O10], represents a second polymorph of composition β-[H3N(CH2)3NH3][V4O10]. It differs from the α polymorph [Riou & Ferey (1995). J. Solid State Chem. 120, 137–145] in the conformation of the propane-1,3-diammonium dication which, in the present example, lies on a twofold axis and adopts a syn–syn rather than a syn–anti conformation. The twofold symmetry of this conformation thus co-operates with the vanadium oxide framework to result in a higher symmetry for the resultant crystal, viz. C2/c versus P21/n. The overall unit-cell parameters for the two polymorphs are similar, and the inorganic layer within each is topologically identical, comprising edge-sharing VIVO5 square pyramids linked together via corner-sharing with VVO4 tetrahedra. A key difference between the two polymorphs is a `head-to-head' versus `head-to-tail' stacking of the vanadyl groups in adjacent layers.

Solvent-free synthesis and crystal structure of (Ph3PI)I5, the third member in the series Ph3P(I2)n (n = 1, 2 and 3)

Pritchard, R.G. — 2006-11-15

Red crystals of iodotriphenylphosphonium pentaiodide, C18H15IP+·I5−, appear on cooling the black melt formed by heating a mixture of the commonplace reagents triphenylphosphine and molecular iodine. The compound has the highest I:P ratio hitherto established for a crystalline iodophosphonium polyiodide and constitutes the third member of the series Ph3P(I2)n (n = 1, 2 and 3). All atoms occupy general positions in the triclinic space group P\overline{1}. Comparison of the bond lengths within the above series reveals a pattern of primary and secondary bonding that is highly reminiscent of the much studied polyiodides, I−2n+1, where one of the I2 moieties has been replaced by a P—I group.

3-Nitrophenylacetic acid: a three-dimensional hydrogen-bonded framework structure containing substructures in zero, one and two dimensions

Wardell, S.M.S.V. — 2006-11-15

In the title compound, C8H7NO4, the molecules are linked into a three-dimensional framework structure by a combination of O—H⋯O, C—H⋯O(carbonyl) and C—H⋯O(nitro) hydrogen bonds. Comparisons are made between the supramolecular structures of the three isomeric nitrophenylacetic acids.

Effects of d-orbital occupancy on the geometry of the trigonal–bipyramidal complexes [MIICl3(Hdabco)(dabco)]n, where M is Mn, Co, Ni or Cu and dabco is 1,4-diazabicyclo[2.2.2]octane

Pritchard, R.G. — 2006-11-15

Geometric data from (1-aza-4-azoniabicyclo[2.2.2]octane-κN1)(1,4-diazabicyclo[2.2.2]octane-κN1)trichloromanganese(II), [MnCl3(C6H13N2)(C6H12N2)] or [MnCl3(Hdabco)(dabco)] (dabco is 1,4-diazabicyclo[2.2.2]octane), and the cobalt(II) analogue, [CoCl3(C6H13N2)(C6H12N2)], have been combined with previously reported data for the Ni and Cu analogues to show that bond-length trends across the isotypal series are consistent with a high-spin trigonal–bipyramidal system. As each transition metal is positioned on a D3 site in the space group R32 (No. 155), two bond lengths fully define each trigonal–bipyramidal coordination geometry [Mn—Cl = 2.3903 (7) Å and Mn—N = 2.367 (2) Å, and Co—Cl = 2.3080 (8) Å and Co—N = 2.269 (3) Å].

Four substituted benzohydrazides: hydrogen-bonded structures in one, two and three dimensions

Wardell, S.M.S.V. — 2006-10-15

The molecules of 2,6-dichlorobenzohydrazide, C7H6Cl2N2O, are linked into simple chains by a single N—H⋯O hydrogen bond, while in the isomeric compound 2,4-dichlorobenzohydrazide, the molecules are linked by N—H⋯N and N—H⋯O hydrogen bonds into complex sheets comprising an inner polar layer sandwiched between two non-polar layers. In 4-amino-2-chlorobenzohydrazide monohydrate, C7H8ClN3O·H2O, the components are linked into a three-dimensional framework by a combination of O—H⋯O, O—H⋯N, N—H⋯N and N—H⋯O hydrogen bonds, and in 2-nitrobenzohydrazide, C7H7N3O3, a three-dimensional framework is formed by a combination of N—H⋯N and N—H⋯O hydrogen bonds

Comparison of copper imine and amine podates: geometric consequences of podand size and donor type

Coyle, J.L. — 2006-10-15

The imine podands tris[(2-nitrobenzylidene)aminoethyl]amine and tris[(2-nitrobenzylidene)aminopropyl]amine both stabilize copper(I), forming {tris[(2-nitrobenzylidene)aminoethyl]amine-κ4N}copper(I) perchlorate acetonitrile disolvate, [Cu(C27H27N7O6)]ClO4·2CH3CN, (II), and {tris[(2-nitrobenzylidene)aminopropyl]amine-κ4N}copper(I) perchlorate, [Cu(C30H33N7O6)]ClO4, (VI), respectively. The larger propyl-based ligand is a poorer fit for the CuI ion. The reduced amine podand tris[(2-nitrobenzyl)aminoethyl]amine binds CuII and the resulting compound, chloro{tris[(2-nitrobenzyl)aminoethyl]amine-κ4N}copper(II) chloride ethanol solvate, [Cu(C27H33N7O6)Cl]Cl·C2H5OH, (IV), shows both intra- and intermolecular hydrogen bonding, which gives rise to RRS or SSR conformations in the podand strands rather than the expected pseudo-threefold symmetry.

Chloro(diethylenetriamine)copper(II) chloride: a disordered quasi-one-dimensional structure

Pritchard, R.G. — 2006-10-15

The title structure, [CuCl(C4H13N3)]Cl, consists of alternating [CuCl(dien)]+ (dien is diethylenetriamine) and Cl− ions arranged in quasi-one-dimensional stacks along the crystallographic a axis and forming tetragonally elongated octahedral coordination shells around each Cu atom [equatorial Cu—Cl = 2.2552 (8) Å, and axial Cu—Cl = 2.831 (1) and 3.341 (1) Å]. Crystallographic mirror planes bisect each stack vertically through the Cu, Cl and central N atoms, and horizontally through the [CuCl(dien)]+ cation. The horizontal mirrors lead to each atom in the puckered [CuCl(dien)]+ cations being disordered over two crystallographically equivalent sites. Comparison of the title structure with its Br and I analogues shows a growing influence of hydrogen bonding relative to coordination bonds on traversing the series I < Br < Cl.

3-[5-(4-Bromophenyl)-1H-pyrazol-3-ylamino]-5,5-dimethylcyclohex-2-en-1-one–(Z)-3-(4-bromophenyl)-3-chloroacrylonitrile (2/1): a stoichiometric cocrystal of a reaction product with one of its early precursors

Cruz, S. — 2006-10-15

The title compound, 2C17H18BrN3O·C9H5BrClN, was crystallized from the reaction between 5,5-dimethylcyclohexane-1,3-dione, triethyl orthoformate and 5-amino-3-(4-bromophenyl)pyrazole, which had itself been prepared from the reaction between (Z)-3-(4-bromophenyl)-3-chloroacrylonitrile and hydrazine. The compound is a stoichiometric 2:1 cocrystal of the reaction product 3-[5-(4-bromophenyl)-1H-pyrazol-3-ylamino]-5,5-dimethylcyclohex-2-en-1-one and the early reactant (Z)-3-(4-bromophenyl)-3-chloroacrylonitrile. The two independent molecules of cyclohex-2-en-1-one are linked by N—H⋯N and N—H⋯O hydrogen bonds into complex bilayers and the molecules of acrylonitrile are trapped within large cavities in the substructure formed by the cyclohex-2-en-1-one molecules.

Hydrogen-bonded chains in racemic 2-benzyl-3-(2-bromophenyl)propiononitrile and hydrogen-bonded sheets in methyl 2-benzyl-2-cyano-3-phenylpropionate

Calderón, G. — 2006-09-15

The molecules of 2-benzyl-3-(2-bromophenyl)propiononitrile, C16H14BrN, are linked into chains by a single C—H⋯N hydrogen bond. The molecules of methyl 2-benzyl-2-cyano-3-phenylpropionate, C18H17NO2, are linked into sheets by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds.

2,6-Dibromo-3,5-dimethylpyridine and 2,6-diiodo-3,5-dimethylpyridine

Pugh, D. — 2006-10-15

The title compounds 2,6-dibromo-3,5-dimethylpyridine, C7H7Br2N, (I), and 2,6-diiodo-3,5-dimethylpyridine, C7H7I2N, (II), constitute the first structurally characterized examples of 2,6-dihalo-3,5-dimethylpyridines. Compound (I) crystallizes as a racemic twin with two symmetry-independent molecules in the asymmetric unit, while (II) is non-planar with the pyridine ring slightly deformed into a saddle shape, and exhibits crystallographically imposed twofold symmetry. Both (I) and (II) exhibit aromatic face-to-face π-stacking in the solid state, although there are no other long-range interactions. In (I), alternate molecules are oriented at 90°, resulting in X-shaped columns, while in (II), molecules pack in a parallel fashion, leading to a zigzag array.

An unusual example of a linearly coordinated acetone ligand in a six-coordinate iron(II) complex

Kilner, C.A. — 2006-09-15

The title compound, acetonediaqua[2,6-bis(3-tert-butylpyrazol-1-yl)pyridine]iron(II) bis(tetrafluoroborate) acetone disolvate, [Fe(C19H25N5)(C3H6O)(H2O)2](BF4)2·2C3H6O, contains a C2-symmetric six-coordinate complex dication, with an acetone ligand in its equatorial plane that is linearly coordinated by symmetry (Fe—O=CMe2 = 180°). This is a consequence of close steric contacts between the coordinated carbonyl group and the two distal tert-butyl substituents on the tridentate ligand.

5-(2-Hydroxy-4,4-dimethyl-6-oxocyclohex-1-enyl)-3-methyl-2-(methylsulfanyl)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one monohydrate: complex sheets generated by multiple hydrogen bonds

Cruz, S. — 2006-09-15

In the title compound, C22H23N3O3S·H2O, the non-aromatic carbocyclic ring adopts a half-chair conformation. The molecules are linked into complex sheets by a combination of one N—H⋯O hydrogen bond and three O—H⋯O hydrogen bonds.

Three substituted (E)-3-aryl-2-(thienyl)acrylonitriles: isolated molecules, simple hydrogen-bonded chains and hydrogen-bonded sheets

Cobo, D. — 2006-09-15

The structure of (E)-2-(2-thienyl)-3-(3,4,5-trimethoxyphenyl)acrylonitrile, C16H15NO3S, contains no direction-specific intermolecular interactions. The molecules of (E)-3-(4-bromophenyl)-2-(2-thienyl)acrylonitrile, C13H8BrNS, exhibit orientational disorder of the thienyl fragment, and the molecules are linked into simple C(5) chains by a single C—H⋯N hydrogen bond. In (E)-3-phenyl-2-(3-thienyl)acrylonitrile, C13H9NS, the molecules are linked into sheets by a combination of one C—H⋯N hydrogen bond and one C—H⋯π(arene) hydrogen bond.

A hydrogen-bonded chain of rings in 7-amino-5-tert-butyl-2-methylpyrazolo[1,5-a]pyrimidine, and a hydrogen-bonded framework structure in 3,7-diamino-2,5-dimethylpyrazolo[1,5-a]pyrimidine monohydrate

Portilla, J. — 2006-08-15

In 7-amino-5-tert-butyl-2-methylpyrazolo[1,5-a]pyrimidine, C11H16N4, which crystallizes with Z′ = 2 in the space group P\overline{1}, the independent molecules are linked by four N—H⋯N hydrogen bonds into chains containing three types of ring. In 3,7-diamino-2,5-dimethylpyrazolo[1,5-a]pyrimidine monohydrate, C8H11N5·H2O, the molecular components are linked into a three-dimensional framework structure by a combination of O—H⋯N, N—H⋯N and N—H⋯O hydrogen bonds.

Open access article in Acta Crystallographica Section C: Crystal Structural Communications

Setting ambiguity in C2/c with dibromidotetra­kis(1H-pyrazole-κN2)manganese(II) as an example. Addendum

Accurate stereochemistry for two related 22,26-epimino­cholestene derivatives

A novel heterocyclic compound: catena-poly[[[diaquasodium(I)]-di-μ-aqua] hemi(1,5-dihydroxy-4,8,9-trioxa-2,6-diazabicyclo[3.3.1]nona-2,6-diene-3,7-diolate)]. Retraction

Carbon­yl–carbonyl, carbon­yl–π and carbon­yl–halogen dipolar inter­actions as the directing motifs of the supra­molecular structure of ethyl 6-chloro-2-oxo-2H-chromene-3-carboxyl­ate and ethyl 6-bromo-2-oxo-2H-chromene-3-carboxyl­ate

4,5-Dibromo­phthalimide forms two centrosymmetric dimers, one linked by C—H⋯O hydrogen bonds and one by N—H⋯O hydrogen bonds

Dimorphism in 4,4,6,6-tetra­chloro-2,2-(2,2-dimethyl­propane-1,3-di­oxy)cyclotriphosphazene and 6,6-di­chloro-2,2:4,4-bis­(2,2-dimethyl­propane-1,3-di­oxy)cyclotriphosphazene

4-Cyano­benzaldehyde isonicotinoylhydrazone monohydrate: a three-dimensional hydrogen-bonded ­framework structure

6-(4-Fluoro­phen­yl)-8-phenyl-2,3-dihydro-4H-imidazo[5,1-b][1,3]thiazin-4-one: an unusual [6–5] fused-ring system

1-(6-Amino-1,3-benzodioxol-5-yl)-3-(4-pyrid­yl)prop-2-en-1-one crystallizes with Z′ = 2: hydrogen-bonded supra­molecular substructures in one and two dimensions, each containing only one type of mol­ecule

Five symmetrically substituted 2-aryl-3-benzyl-1,3-thia­zolidin-4-ones: supra­molecular structures in zero, one and two dimensions

Escitalopram oxalate: co-existence of oxalate dianions and oxalic acid mol­ecules in the same crystal

2,3-Dimethoxy­benzaldehyde isonicotinoyl­hydrazone chloro­form monosolvate, and the mono- and dihydrates of 3,4,5-trimethoxy­benzaldehyde isonicotinoyl­hydrazone: hydrogen-bonded supra­molecular structures in one, two and three dimensions

3-Nitro­benzaldehyde isonicotinoyl­hydrazone monohydrate redetermined at 120 K: sheets built from O—H⋯O, O—H⋯N, N—H⋯O and C—H⋯O hydrogen bonds

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

1,4,8,11-Tetra­azacyclo­tetra­decane anti­mony(III) sulfide

Hydrogen-bonded chains in 3-tert-butyl-5-[(4-methoxy­benz­yl)amino]-1-phenyl-1H-pyrazole and tetra­molecular hydrogen-bonded aggregates in 5-[(benzotriazol-1-ylmeth­yl)(4-methoxy­benz­yl)amino]-3-tert-butyl-1-phenyl-1H-pyrazole

Two square-planar palladium(II) complexes with P,O-bidentate hybrid ligands

The concomitant crystallization of two polymorphs of 1-de­oxy-α-d-tagatose

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

7-Amino-2-tert-butyl-5-methyl­pyrazolo[1,5-a]pyrimidine: a three-dimensional framework structure built from two N—H⋯N hydrogen bonds

Cocrystals composed of 4,4′-(fluorene-9,9-di­yl)diphenol and 6-methyl-2H-pyridone

Hydrogen-bonded chains of rings in methyl 4-[(5-methyl-1H-pyrazol-3-yl)amino]-3-nitro­benzoate and hydrogen-bonded sheets in methyl 1-(5-methyl-1H-pyrazol-3-yl)-1H-benzimidazole-5-carboxyl­ate

Ammonium scandium tetra­fluoride

Dichloro­(4,10-dimethyl-1,4,7,10-tetra­azabicyclo­[5.5.2]tetra­decane)­iron(III) hexa­fluoro­phosphate

A second polymorph of [H3N(CH2)3NH3][V4O10]

Solvent-free synthesis and crystal structure of (Ph3PI)I5, the third member in the series Ph3P(I2)n (n = 1, 2 and 3)

3-Nitro­phenyl­acetic acid: a three-dimensional hydrogen-bonded framework structure containing sub­structures in zero, one and two dimensions

Effects of d-orbital occupancy on the geometry of the trigonal–bipyramidal complexes [MIICl3(Hdabco)(dabco)]n, where M is Mn, Co, Ni or Cu and dabco is 1,4-diaza­bicyclo­[2.2.2]octane

Four substituted benzohydrazides: hydrogen-bonded structures in one, two and three dimensions

Comparison of copper imine and amine podates: geometric consequences of podand size and donor type

Chloro­(diethyl­enetriamine)copper(II) chloride: a disordered quasi-one-dimensional structure

3-[5-(4-Bromo­phenyl)-1H-pyrazol-3-ylamino]-5,5-dimethyl­cyclo­hex-2-en-1-one–(Z)-3-(4-bromo­phenyl)-3-chloro­acrylonitrile (2/1): a stoichiometric cocrystal of a reaction product with one of its early precursors

Hydrogen-bonded chains in racemic 2-benzyl-3-(2-bromo­phen­yl)­propiono­nitrile and hydrogen-bonded sheets in methyl 2-benzyl-2-cyano-3-phenyl­propionate

2,6-Dibromo-3,5-dimethyl­pyridine and 2,6-diiodo-3,5-dimethyl­pyridine

An unusual example of a linearly coordinated acetone ligand in a six-coordinate iron(II) complex

5-(2-Hydr­oxy-4,4-dimethyl-6-oxo­cyclo­hex-1-en­yl)-3-methyl-2-(methyl­sulfan­yl)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one monohydrate: complex sheets generated by multiple hydrogen bonds

Three substituted (E)-3-aryl-2-(thienyl)acrylonitriles: isolated mol­ecules, simple hydrogen-bonded chains and hydrogen-bonded sheets

A hydrogen-bonded chain of rings in 7-amino-5-tert-butyl-2-methyl­pyrazolo[1,5-a]pyrimidine, and a hydrogen-bonded framework structure in 3,7-diamino-2,5-dimethyl­pyrazolo[1,5-a]pyrimidine mono­hydrate

Setting ambiguity in C2/c with dibromidotetrakis(1H-pyrazole-κN2)manganese(II) as an example. Addendum

Accurate stereochemistry for two related 22,26-epiminocholestene derivatives

Carbonyl–carbonyl, carbonyl–π and carbonyl–halogen dipolar interactions as the directing motifs of the supramolecular structure of ethyl 6-chloro-2-oxo-2H-chromene-3-carboxylate and ethyl 6-bromo-2-oxo-2H-chromene-3-carboxylate

4,5-Dibromophthalimide forms two centrosymmetric dimers, one linked by C—H⋯O hydrogen bonds and one by N—H⋯O hydrogen bonds

Dimorphism in 4,4,6,6-tetrachloro-2,2-(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene and 6,6-dichloro-2,2:4,4-bis(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene

4-Cyanobenzaldehyde isonicotinoylhydrazone monohydrate: a three-dimensional hydrogen-bonded framework structure

6-(4-Fluorophenyl)-8-phenyl-2,3-dihydro-4H-imidazo[5,1-b][1,3]thiazin-4-one: an unusual [6–5] fused-ring system

1-(6-Amino-1,3-benzodioxol-5-yl)-3-(4-pyridyl)prop-2-en-1-one crystallizes with Z′ = 2: hydrogen-bonded supramolecular substructures in one and two dimensions, each containing only one type of molecule

Five symmetrically substituted 2-aryl-3-benzyl-1,3-thiazolidin-4-ones: supramolecular structures in zero, one and two dimensions

Escitalopram oxalate: co-existence of oxalate dianions and oxalic acid molecules in the same crystal

2,3-Dimethoxybenzaldehyde isonicotinoylhydrazone chloroform monosolvate, and the mono- and dihydrates of 3,4,5-trimethoxybenzaldehyde isonicotinoylhydrazone: hydrogen-bonded supramolecular structures in one, two and three dimensions

3-Nitrobenzaldehyde isonicotinoylhydrazone monohydrate redetermined at 120 K: sheets built from O—H⋯O, O—H⋯N, N—H⋯O and C—H⋯O hydrogen bonds

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

1,4,8,11-Tetraazacyclotetradecane antimony(III) sulfide

Hydrogen-bonded chains in 3-tert-butyl-5-[(4-methoxybenzyl)amino]-1-phenyl-1H-pyrazole and tetramolecular hydrogen-bonded aggregates in 5-[(benzotriazol-1-ylmethyl)(4-methoxybenzyl)amino]-3-tert-butyl-1-phenyl-1H-pyrazole

The concomitant crystallization of two polymorphs of 1-deoxy-α-d-tagatose

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

7-Amino-2-tert-butyl-5-methylpyrazolo[1,5-a]pyrimidine: a three-dimensional framework structure built from two N—H⋯N hydrogen bonds

Cocrystals composed of 4,4′-(fluorene-9,9-diyl)diphenol and 6-methyl-2H-pyridone

Hydrogen-bonded chains of rings in methyl 4-[(5-methyl-1H-pyrazol-3-yl)amino]-3-nitrobenzoate and hydrogen-bonded sheets in methyl 1-(5-methyl-1H-pyrazol-3-yl)-1H-benzimidazole-5-carboxylate

Ammonium scandium tetrafluoride

Dichloro(4,10-dimethyl-1,4,7,10-tetraazabicyclo[5.5.2]tetradecane)iron(III) hexafluorophosphate

3-Nitrophenylacetic acid: a three-dimensional hydrogen-bonded framework structure containing substructures in zero, one and two dimensions

Effects of d-orbital occupancy on the geometry of the trigonal–bipyramidal complexes [MIICl3(Hdabco)(dabco)]n, where M is Mn, Co, Ni or Cu and dabco is 1,4-diazabicyclo[2.2.2]octane

Chloro(diethylenetriamine)copper(II) chloride: a disordered quasi-one-dimensional structure

3-[5-(4-Bromophenyl)-1H-pyrazol-3-ylamino]-5,5-dimethylcyclohex-2-en-1-one–(Z)-3-(4-bromophenyl)-3-chloroacrylonitrile (2/1): a stoichiometric cocrystal of a reaction product with one of its early precursors

Hydrogen-bonded chains in racemic 2-benzyl-3-(2-bromophenyl)propiononitrile and hydrogen-bonded sheets in methyl 2-benzyl-2-cyano-3-phenylpropionate

2,6-Dibromo-3,5-dimethylpyridine and 2,6-diiodo-3,5-dimethylpyridine

5-(2-Hydroxy-4,4-dimethyl-6-oxocyclohex-1-enyl)-3-methyl-2-(methylsulfanyl)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one monohydrate: complex sheets generated by multiple hydrogen bonds

Three substituted (E)-3-aryl-2-(thienyl)acrylonitriles: isolated molecules, simple hydrogen-bonded chains and hydrogen-bonded sheets

A hydrogen-bonded chain of rings in 7-amino-5-tert-butyl-2-methylpyrazolo[1,5-a]pyrimidine, and a hydrogen-bonded framework structure in 3,7-diamino-2,5-dimethylpyrazolo[1,5-a]pyrimidine monohydrate