Polymeric μ‐cyano‐di­cyano­nickelate(II)‐μ‐cyano‐trans‐bis­[N‐(2‐hydroxyethyl)ethyl­enedi­amine]­cadmium(II)

The title compound, catena‐poly­[[μ‐cyano‐1:2κ²C:N‐di­cyano‐1κ²C‐trans‐bis­[N‐(2‐hydroxy­ethyl)­ethane‐1,2‐di­amine‐2κ²N,N′]­cadmium(II)­nickel(II)]‐μ‐cyano‐1:2′κ²C:N], [CdNi(CN)₄(C₄H₁₂N₂O)₂], consists of alternating square‐planar Ni(CN)₄ fragments, formally dianionic, and Cd(hydet‐en)₂ moieties [hydet‐en is N‐(2‐hydroxy­ethyl)­ethyl­ene­di­amine], with the two bridging cyanide ligands in a mutually trans disposition at the Ni atom and cis at the Cd atom. The resulting one‐dimensional zigzag chain structure has the Ni atom on an inversion center, while the distorted octahedron centered on the Cd atom lies on a twofold axis. The polymer chains are connected into undulating sheets by weak interchain N—H⋯N, N—H⋯O and O—H⋯N hydrogen bonds, which are also present between successive sheets.     

A novel Na–O–Ni–O–Ni bridging complex of Cl‐HXTA,where Cl‐HXTA is 2,6‐bis{[bis­(carboxyl­ato­methyl)­amino]­methyl}‐4‐chloro­phenolate

In the structure of the title compound, hepta­aqua‐1κ³O,2κ²O,3κ²O‐(μ₃‐2,6‐bis{[bis­(carboxyl­ato­methyl)­amino]methyl}‐4‐chloro­phenolato‐1κO;2κ⁴O,O′,N,O¹;3κ⁴O¹N′,O′′,O′′′)dinickel(II)­sodium(I) pentahydrate, [NaNi₂(C₁₆H₁₄ClN₂O₉)(H₂O)₇]·5H₂O or [Ni₂(Cl‐HXTA)(H₂O)₄{Na(H₂O)₃}]·5H₂O, the trinuclear complex unit consists of two distorted NiNO₅ octahedra bridged by a phenolate O atom and an NaO₄ tetrahedron bridged to one of the Ni octahedra by a carboxylate O atom. There are four intramolecular hydrogen bonds forming four six‐membered rings in the complex and the complex mol­ecules are connected to each other by a very complicated hydrogen‐bond network.     

Tetraaqua‐1κ4O‐bis(ɛ‐caprolactam‐1κO)‐μ‐cyano‐1:2κ2N:C‐pentacyano‐2κ5C‐iron(III)yttrium(III), a novel cyano‐bridged dinuclear complex

Using caprolactam as a ligand, the novel title cyano‐bridged yttrium(III)–ferricyanide complex, [Y(caprolactam)₂(H₂O)₄Fe(CN)₆] or [FeY(CN)₆(C₆H₁₁NO)₂(H₂O)₄], has been synthesized and structurally characterized. The Y atom is seven‐coordinate and has approximately pentagonal–bipyramidal stereochemistry, with water mol­ecules occupying apical positions. Of the five ligands in equatorial positions, one is the N‐bound bridging cyano group, and flanking this are two O‐­bound caprolactam moieties, which are markedly inclined towards the bridged ferricyanide moiety such that they partially envelop it. Water mol­ecules occupy the remaining two equatorial positions. The Y—N—C—Fe—C—N sequence of atoms lies on a crystallographic twofold axis and is therefore perfectly linear, which has not been observed previously in cyano‐bridged bimetallic complexes.     

Tetrameric triphenylsilanol, (Ph3SiOH)4, and the adduct (Ph3SiOH)2–di­methyl sulfoxide,both at 120 K,and the adduct (Ph3SiOH)4–1,4‐dioxan at 150 K: interplay of O—H⋯O and C—H⋯π(arene) interactions

The structure of tetrameric tri­phenyl­silanol, C₁₈H₁₆OSi, (I), has been re‐investigated at 120 (2) K. The hydroxyl H atoms were readily located and one of the arene rings is disordered over two closely positioned sets of sites. The mol­ecules are linked into cyclic tetramers, having approximate (S₄) symmetry, via O—H?O hydrogen bonds [H?O 1.81–1.85 Å, O?O 2.634 (3)–2.693 (3) Å and O—H?O 156–166°]. At ambient temperature, there are indications of multiple disorder of the phenyl‐ring sites. In bis­(tri­phenyl­silanol) di­methyl sulfoxide solvate, 2C₁₈H₁₆OSi·C₂H₆OS, (II), the di­methyl sulfoxide component is disordered across a twofold rotation axis in C2/c, and the molecular components are linked by a single O—H?O hydrogen bond [H?O 1.85 Å, O?O 2.732 (2) Å and O—H?O 172°] into three‐mol­ecule aggregates, which are themselves linked into a single three‐dimensional framework by two C—H?π(arene) interactions. In tetrakis­(tri­phenyl­silanol) 1,4‐dioxan solvate, 4C₁₈H₁₆OSi·C₄H₈O₂, (III), the 1,4‐dioxan component lies across an inversion centre in space group P and centrosymmetric five‐mol­ecule aggregates are linked by paired C—H?π(arene) interactions to form molecular ladders.     

Adducts of 1,1,1‐tris(4‐hydroxyphenyl)ethane with diamines: three‐dimensional hydrogen‐bonded frameworks formed with 1,6‐diaminohexane and 2,2′‐bipyridyl

The adduct 1,6‐di­amino­hexane–1,1,1‐tris(4‐hydroxy­phenyl)­ethane (1/2) is a salt {hexane‐1,6‐diyldiammonium–4‐[1,1‐bis(4‐hydroxyphenyl)ethyl]phenolate (1/2)}, C₆H₁₈N₂²⁺·2C₂₀H₁₇O₃^?, in which the cation lies across a centre of inversion in space group P. The anions are linked by two short O—H?O hydrogen bonds [H?O 1.74 and 1.76 Å, O?O 2.5702 (12) and 2.5855 (12) Å, and O—H?O 168 and 169°] into a chain containing two types of R(24) ring. Each cation is linked to four different anion chains by three N—H?O hydrogen bonds [H?O 1.76–2.06 Å, N?O 2.6749 (14)–2.9159 (14) Å and N—H?O 156–172°]. In the adduct 2,2′‐bipyridyl–1,1,1‐tris(4‐hydroxy­phenyl)­ethane (1/2), C₁₀H₈N₂·2C₂₀H₁₈O₃, the neutral di­amine lies across a centre of inversion in space group P2₁/n. The tris­(phenol) mol­ecules are linked by two O—H?O hydrogen bonds [H?O both 1.90 Å, O?O 2.7303 (14) and 2.7415 (15) Å, and O—H?O 173 and 176°] into sheets built from R(38) rings. Pairs of tris­(phenol) sheets are linked via the di­amine by means of a single O—H?N hydrogen bond [H?N 1.97 Å, O?N 2.7833 (16) Å and O—H?N 163°].     

μ‐1,4‐Benzenedicarboxylato‐bis[trans‐aqua(1,4,8,11‐tetraazacyclotetradecane)nickel(II)] diperchlorate forms a three‐dimensional hydrogen‐bonded framework

The title compound, [Ni₂(C₈H₄O₄)(C₁₀H₂₄N₄)₂(H₂O)₂](ClO₄)₂, contains two independent octahedral Ni^II centres with trans‐NiN₄O₂ chromophores. The bridging benzene­dicarboxyl­ate ligand is bonded to the two Ni atoms, each via one O atom of each carboxyl­ate, while the other O atom participates in an intramolecular N—H?O hydrogen bond, forming an S(6) motif. The cations are linked to the perchlorate anions via O—H?O and N—H?O hydrogen bonds [O?O 2.904 (6) and 2.898 (6) Å; O—H?O 158 (6) and 165 (6)°; N?O 3.175 (7) and 3.116 (7) Å; N—H?O 168 and 166°] to form molecular ladders. These ladders are linked by further O—H?O and N—H?O hydrogen bonds [O?O 2.717 (6) and 2.730 (5) Å; O—H?O 170 (4) and 163 (6)°; N?O 3.373 (7) and 3.253 (7) Å; N—H?O 163 and 167°] to form a continuous three‐dimensional framework. The perchlorate anions both participate in three hydrogen bonds, and both are thus fully ordered.     

1:2 Complexes of chloranilic acid with pyrazole and imidazole,and the aceto­nitrile solvate of a 1:1 complex with imidazole

2,5‐Di­chloro‐3,6‐di­hydroxy‐1,4‐benzo­quinone (chloranilic acid) forms X—H?Y (X, Y = N or O) and C—H?Cl hydrogen bonds with pyrazole and imidazole to afford bis­(pyrazolium) di­chloro­anilate and bis­(imidazolium) di­chloro­anilate, (I) and (II), both 2C₃H₅N₂⁺·C₆Cl₂O₄^2?, and imidazolium chloro­anilate aceto­nitrile solvate, C₃H₅N₂⁺·­C₆HCl₂O₄^?·C₂H₃N, (III). Their crystal structures demonstrate three novel supramolecular architectures based on supramolecular synthons to build a ladder, (I), a two‐dimensional network, (II), and a flat ribbon, (III).     

The 2:1 complex of maleic acid and 1,4‐diazabicyclo[2.2.2]octane: hydrogen‐bonded sheets linked by C–H⋯O hydrogen bonds

In the title complex, 1,4‐diazo­niabi­cyclo­[2.2.2]­octane bis­(hy­drogen maleate), C₆H₁₄N₂²⁺·2C₄H₃O₄^?, the C₄H₃O₄^? and C₆H₁₄N₂²⁺ ions, derived from maleic acid and 1,4‐di­aza­bi­cyclo­[2.2.2]­octane, respectively, are disordered across a mirror plane in space group Cmc2₁, and they are linked by two nearly linear N—H?O hydrogen bonds, with N?O distances of 2.662 (3) and 2.614 (4) Å, and N—H?O angles of 173°. The crystal structure consists of sheets with reticulations of 3.3792 (4) Å in stratum and 7.3892 (8) Å in width. The sheets are linked by C—H?O hydrogen bonds.     

Bis(μ‐ethyl pyridine‐2,6‐di­carboxyl­ato)­bis­[di­aqua­chloro­cadmium(II)] dihydrate

The reaction of cadmium chloride with pyridine‐2,6‐di­carboxylic acid (PDA) and 98% H₂SO₄ in ethanol led to the formation of the title compound, bis­[μ‐6‐(ethoxy­carbonyl)­pyridine‐2‐carboxyl­ato]‐1:2κ⁴O⁶,N,O²:O²;1:2κ⁴O²:O²,N,O⁶‐bis­[di­aqua­chloro­cadmium(II)] dihydrate, [Cd₂(C₉H₈NO₄)₂Cl₂(H₂O)₄]·2H₂O. PDA is esterified to monoethyl ­pyridine‐2,6‐di­carboxyl­ate (MEPD) by the catalysis of H₂SO₄ during the reaction. The dinuclear Cd^II complex lies about an inversion centre and the unique Cd atom has a pentagonal–bipyramidal geometry. The two Cd atoms are bridged by two carboxyl­ate O atoms, forming a planar Cd₂O₂ unit. Stair‐like chains are formed via O—H⋯Cl hydrogen bonds and these are further arranged into two‐dimensional layers via hydrogen bonds involving solvate water mol­ecules.     

Tetra­kis(μ2‐1,8‐naphthyridine)‐1:2κ4N:N′;3:4κ4N:N′‐bis­(μ2‐salicylato)‐1:4κ2O:O′;2:3κ2O:O′‐tetrakis­(salicylic acid)‐1κO,2κO,3κO,4κO‐tetra­silver(I)(4 Ag—Ag)

The title complex, [Ag₄(C₇H₅O₃)₂(C₈H₆N₂)₄(C₇H₆O₃)₄], lies about an inversion centre and has a unique tetra­nuclear structure consisting of four Ag^I atoms bridged by four N atoms from two 1,8‐naphthyridine (napy) ligands to form an N:N′‐bridge and four O atoms from two salicylate (SA) ligands to form an O:O′‐bridge. The Ag atoms have distorted octa­hedral coordination geometry. The centrosymmetric Ag₄ ring has Ag—Ag separations of 2.772 (2) and 3.127 (2) Å, and Ag—Ag—Ag angles of 107.70 (4) and 72.30 (4)°. All SA hydroxy groups take part in intra­molecular O—H⋯O hydrogen bonding. In the crystal packing, the napy rings are oriented parallel and overlap one another. These π–π inter­actions, together with weak inter­molecular C—H⋯O contacts, stabilize the crystal structure.     

A heterotrimetallic Cu–Co–Zn complex with the 2,2′‐iminodiethanol ligand

The crystal structure of the title compound, triacetato‐1κO;3κ⁴O,O′‐(2,2′‐imino­diethanol)‐1κ³O,N,O′‐bis­(μ‐2,2′‐iminodi­ethanol­ato)‐1κ²O:2κ⁶O,N,O′:3κ²O′‐cobalt(III)copper(II)zinc(II), [CoCuZn(C₄H₉NO₂)₂(C₂H₃O₂)₃(C₄H₁₁NO₂)], shows a mol­ecule with a triangular three‐metal core. The metal sites were refined with full occupancies, but the possibility that the Zn and Cu positions are actually mixed Cu/Zn sites cannot be excluded. The inter­metallic Cu⋯Co and Co⋯Zn distances are 2.924 (3) and 2.906 (3) Å, respectively. The neutral mol­ecules are held together by N—H⋯O hydrogen bonds involving amine groups from the 2,2′‐iminodiethanol ligands and acetate groups to build two‐dimensional layers.     

The ternary complex 4‐(2‐pyridyl)pyridinium–3,5‐di­nitro­benzoate–3,5‐di­nitro­benzoic acid (1/1/1)

In the title ternary complex, C₁₀H₉N₂⁺·C₇H₃N₂O₆^?·C₇H₄N₂O₆, the pyridinium cation adopts the role of the donor in an intermolecular N—H?O hydrogen‐bonding interaction with the carboxyl­ate group of the 3,5‐di­nitro­benzoate anion. The mol­ecules of the ternary complex form molecular ribbons perpendicular to the b direction, which are stabilized by one N—H?O, one O—H?O and five C—H?O intermolecular hydrogen bonds. The ribbons are further interconnected by three intermolecular C—H?O hydrogen bonds into a three‐dimensional network.     

Variation of hydrogen‐bonded networks in hexa­fluoro­phosphate salts of amidate‐bridged dirhodium(II,III) complexes with axial aqua ligands

In diaqua­tetra‐μ‐acetamidato‐κ⁴N:O;κ⁴O:N‐di­rhodium(II,III) hexa­fluoro­phosphate, [Rh₂(C₂H₄NO)₄(H₂O)₂]PF₆, and diaqua­tetra‐μ‐acetamidato‐κ⁴N:O;κ⁴O:N‐di­rho­dium(II,III)hexa­fluoro­phosphate dihydrate, [Rh₂(C₂H₄NO)₄(H₂O)₂]PF₆·2H₂O, the cations and anions lie on inversion centers. Diaqua­tetra‐μ‐propionamidato‐κ⁴N:O;κ⁴O:N‐dirhodium(II,III) hexa­fluoro­phosphate dihydrate, [Rh₂(C₃H₆NO)₄(H₂O)₂]PF₆·2H₂O, and diaqua­tetra‐μ‐butyramidato‐κ⁴N:O;κ⁴O:N‐dirhodium(II,III) hexa­fluoro­phosphate, [Rh₂(C₄H₈NO)₄(H₂O)₂]PF₆, crystallize with two crystallographically independent complexes that lie on inversion centers. In all of the structures, the dirhodium units are hydrogen bonded to one another. The hydrogen‐bonded networks vary with the alkyl substituents.     

(2‐Methyl­quinolin‐8‐olato)­iron(III) and ‐copper(II) complexes

The crystal structures of tris(2‐methyl­quinolin‐8‐olato‐N,O)­iron(III), [Fe­(C₁₀­H₈­NO)₃], (I), and aqua­bis(2‐methyl­quinolin‐8‐olato‐N,O)­copper(II), [Cu­(C₁₀­H₈NO)₂­(H₂O)], (II), have been determined. Compound (I) has a distorted octahedral configuration, in which the central Fe atom is coordinated by three N atoms and three O atoms from three 2‐methylquinolin‐8‐olate ligands. The three Fe—O bond distances are in the range 1.934 (2)–1.947 (2) Å, while the three Fe—N bond distances range from 2.204 (2) to 2.405 (2) Å. In compound (II), the central Cu^II atom and H₂O group lie on the crystallographic twofold axis and the coordination geometry of the Cu^II atom is close to trigonal bipyramidal, with the three O atoms in the basal plane and the two N atoms in apical positions. The Cu—N bond length is 2.018 (5) Å. The Cu—O bond length in the basal positions is 1.991 (4) Å, while the Cu—O bond length in the apical position is 2.273 (6) Å. There is an intermolecular OW—H?O hydrogen bond which links the mol­ecules into a linear chain along the b axis.     

Bis(4‐hydroxy­benzoato‐O)(1,4,8,11‐tetra­aza­cyclo­tetra­decane‐κ4N)nickel(II): a three‐dimensional framework built from O—H⋯O and N—H⋯O hydrogen bonds

The title compound, [Ni(C₇H₅O₃)₂(C₁₀H₂₄N₄)], contains octahedral Ni^II in a centrosymmetric trans configuration with Ni—N distances of 2.0637 (17) and 2.0699 (16) Å and an Ni—O distance of 2.1100 (14) Å. The mol­ecules are linked by a single type of O—H?O hydrogen bond [O?O 2.618 (2) Å and O—H?O 161°] into two‐dimensional sheets; a singletype of N—H?O hydrogen bond [N?O 2.991 (2) Å and N—H?O 139°] links these sheets into a three‐dimensional framework.     

Adducts of 1,1,1‐tris(4‐hydroxy­phenyl)­ethane with 1,2‐bis(4‐pyridyl)­ethane and 1,2‐bis(4‐pyridyl)­ethene: continuously interwoven structures in three dimensions

In the adduct 1,2‐bis(4‐pyridyl)­ethane–1,1,1‐tris(4‐hydroxy­phenyl)­ethane (1/2), C₁₂H₁₂N₂·2C₂₀H₁₈O₃, the bipyridyl component lies across an inversion centre in P. The tris‐phenol mol­ecules [systematic name: 4,4′,4′′‐(ethane‐1,1,1‐triyl)­triphenol] are linked by O—H?O hydrogen bonds to form sheets built from R(38) rings, and symmetry‐related pairs of sheets are linked by the bipyridyl mol­ecules via O—H?N hydrogen bonds to form open bilayers. Each bilayer is interwoven with two adjacent bilayers, forming a continuous three‐dimensional structure. In the adduct 1,2‐bis(4‐pyridyl)­ethene–1,1,1‐tris(4‐hydroxy­phenyl)­ethane–methanol (1/1/1), C₁₂H₁₀N₂·C₂₀H₁₈O₃·CH₄O, the mol­ecules are linked by O—H?O and O—H?N hydrogen bonds into three interwoven three‐dimensional frameworks, generated by single spiral chains along [010] and [001] and a triple‐helical spiral along [100].     

Supramolecular structures of three isomeric 4‐(methyl­phenylamino)­pyridine‐3‐sulfonamides

The structures of the three title isomers, namely 4‐(2‐methyl­anilino)pyridine‐3‐sulfonamide, (I), 4‐(3‐methyl­anilino)pyridine‐3‐sulfonamide, (II), and 4‐(4‐methyl­anilino)pyridine‐3‐sulfonamide, (III), all C₁₂H₁₃N₃O₂S, differ in their hydrogen‐bonding arrangements. In all three mol­ecules, the conformation of the 4‐amino­pyridine‐3‐sulfon­amide moiety is conserved by an intra­molecular N—H⋯O hydrogen bond and a C—H⋯O inter­action. In the supra­mol­ecular structures of all three isomers, similar C(6) chains are formed via inter­molecular N—H⋯N hydrogen bonds. N—H⋯O hydrogen bonds lead to C(4) chains in (I), and to R₂²(8) centrosymmetric dimers in (II) and (III). In each isomer, the overall effect of all hydrogen bonds is to form layer structures.     

Methyl 4‐amino‐2,3‐dihydro‐6‐methoxy‐1,3‐dioxo‐1H‐pyrrolo[3,4‐c]pyridine‐7‐carboxylate forms hydrogen‐bonded sheets built from R22(8) and R66(42) rings

In the title compound, C₁₀H₉N₃O₅, which was formed by the reaction of 6‐amino‐2‐methoxy‐4(3H)‐pyrimidinone with di­methyl acetyl­enedi­carboxyl­ate, the mol­ecules are linked by N—H?O hydrogen bonds [N?O 2.8974 (15) and 3.0300 (15) Å, and N—H?O 165 and 174°] into planar sheets built from alternating R₂²(8) and R₆⁶(42) rings.     

Hydro­gen‐bonded adducts of ferrocene‐1,1′‐diyl­bis­(di­phenyl­methanol): monomeric and polymeric adducts with 1,2‐bis(4‐pyridyl)­ethene and 1,6‐di­amino­hexane

In the adduct ferrocene‐1,1′‐diyl­bis­(di­phenyl­methanol)–1,2‐bis(4‐pyridyl)­ethene (1/1), [Fe(C₁₈H₁₅O)₂]·C₁₂H₁₀N₂, there is an intramolecular O—H?O hydrogen bond in the ferro­cene­diol component and a single O—H?N hydrogen bond linking the diol to the di­amine, which is disordered over two sets of sites, so forming a finite monomeric adduct. In the adduct ferrocene‐1,1′‐diyl­bis­(di­phenyl­methanol)–1,6‐di­amino­hexane (2/1), 2[Fe(C₁₈H₁₅O)₂]·C₆H₁₆N₂, the amine lies across a centre of inversion in space group P. There is an intramolecular O—H?O hydrogen bond in the ferrocenediol, and the molecular components are linked by O—H?N and N—H?O hydrogen bonds, one of each type, into a C(13)[R(12)] chain of rings.     

Two‐component molecular crystals composed of chloronitrobenzoic acids and 4‐aminopyridine

The crystal structures of the four isomeric organic salts 4‐amino­pyridinium 2‐chloro‐4‐nitro­benzoate, (I), 4‐amino­pyridinium 2‐chloro‐5‐nitro­benzoate, (II), 4‐amino­pyridinium 5‐chloro‐2‐nitro­benzoate, (III), and 4‐amino­pyridinium 4‐chloro‐2‐nitro­benzoate, (IV), all C₅H₇N₂⁺·C₇H₃ClNO₄^?, are presented. Compound (I) has one intramolecular hydrogen bond, one intermolecular C—H?O hydrogen bond and π–π‐stacking interactions. Compound (II) has N—H?O, C—H?O and C—H?Cl hydrogen bonds, and Cl?O—C electrostatic interactions. Compound (III) has N—H?O and C—H?O hydrogen bonds. Compound (IV) has a π–π‐stacking interaction, but no C—H?O hydrogen bonds.