Isostructural Series of (2,2′-Bipyridinium)tetrabromometallate(II); Intermolecular Interactions in the Structures of (bpyH<Subscript>2</Subscript>)[MBr<Subscript>4</Subscript>]; M = Zn,Hg and Co

Abstract  A single crystal structure determination of the complexes (2,2′-bipyridinium)[MBr₄], M = Zn, Hg and Co, have been carried out. It crystallizes in the monoclinic space group P2₁ /c. The structures consist of alternating stacks of anions and cations. They demonstrate a supramolecularity represented by the inter anion···cation, N–H···Br and C–H···Br interactions. The N–H···Br hydrogen bonding interactions, ca. 3.306(3)–3.213(7) ? and with angles spanning the range 154–156°, tying the MBr₄ anions to the cations. Intra- and interstack anion···anion interactions represented by Br···Br interactions, also exist. All these interactions lead to a 3D-network. Index Abstract        

Hydrogen Bonded Channel Formation in a Molecular Complex: <Emphasis Type="Italic">cis-</Emphasis>1-Chloro-2-ammonium-1-trimethylsilylcycloheptane Picrate

Abstract  The crystal and molecular structure of cis-1-chloro-2-amino-1-trimethylsilylcycloheptane picrate (cis-CATP) is determined and discussed along with its spectroscopy. The crystal structure of this compound (C₁₀H₂₃SiClN⁺ C₆H₂N₃O₇⁻) consists of ammonium cycloheptane cation and picrate anion stabilized by interionic N–H···O and C–H···O interactions leading to extended hydrogen bonded network structure. Apart from the less common syn addition of nitrosylchloride to 1-trimethylsilylcycloheptene ring, an interesting and unexpected reversal of regiochemistry of addition is revealed. Index Abstract  The preparation of cis-1-chloro-2-ammonium-1-trimethylsilylcycloheptane picrate is described and its crystal structure is determined and discussed.      

Synthesis,Characterization, and Crystal Structure of <Emphasis Type="Italic">N</Emphasis>-<Emphasis Type="Italic">p</Emphasis>-Bromophenyl-<Emphasis Type="Italic">N</Emphasis>′-Phenylacetylthiourea

Abstract   N-p-bromophenyl-N′-phenylacetylthiourea was characterized by elemental analysis, IR and ¹H NMR etc. Single crystal structure of the title compound was determined on X-ray diffraction instrument. The title compound crystallizes in monoclinic space group c2/c, with a = 21.442(5) ?, b = 12.208(2) ?, c = 11.955(2) ?, β = 109.375(4)°, and D _calc = 1.571 g/cm³ for Z = 8. An intermolecular hydrogen bond N–H···S which links two thiourea molecules as a dimer and an offset face-to-face π–π stacking interaction were observed in the title compound. The strong non-covalent interaction influences the conformation and property of thiourea derivatives. Index Abstract  The title compound, N-p-bromophenyl-N′-phenylacetylthiourea, was synthesized by the treatment of phenylacetyl chloride with 4-bromoaniline and its crystal structure determined. Single crystal X-ray diffraction analysis reveals that hydrogen bonds and face-to-face π–π stacking interactions have strong influence on the conformation and molecular stacking of the title compound.      

Synthesis and Crystal Structure of a New Schiff Base 4-[(2-hydroxy-benzylidene)-amino]-<Emphasis Type="Italic">N</Emphasis>-(5-methyl-isoxazol-3-yl)-benzenesulfonamide

Abstract  The structure of the title compound (C₁₇H₁₅N₃O₄S)₂ the schiff base, bis(N-(5-methyl-3-isoxazolyl)-4-[(2-hydroxy benzylidene)-amino]) benzene sulfonamide was elucidated by H¹, C¹³ NMR, UV–VIS and IR spectroscopic techniques. The X-ray structure was determined in order to establish the conformation of the molecule. The compound crystallizes in the triclinic space group P-1, with a = 11.419(1), b = 11.426(0), c = 13.316(1) ?, α = 71.94(2), β = 89.79(1), γ = 89.14(2)° and Z = 4. Two benzene rings and azomethine group are practically coplanar, as a result of intramolecular hydrogen bonds involving the hydroxy O atom and azomethine N atom. The component species further interact via N–H···N and C–H···O hydrogen bonds and π–π stacking interactions. Index Abstract  The title compound (C₁₇H₁₅N₃O₄S)₂, Schiff base, bis(N-(5-methyl-3-isoxazolyl)-4-[(2-hydroxy benzylidene)-amino]) benzene sulfonamide was synthesized by the condensation of 4-amino-N-(5-methyl-3-isoxazolyl) benzene sulfonamide (SMZ) and 2-hydroxy benzaldehyde (SA). Its structure was confirmed by single crystal X-ray diffraction analysis. Electronic supplementary material  The online version of this article (doi:) contains supplementary material, which is available to authorized users.     

Supramolecular Aggregation in the 1:1 Co-crystal Formed Between Merocyanine Dye and 3-Nitrophenol,Characterized as a Hydrate

Abstract  The title organic salt comprises a (E)-4-[2-(4-hydroxyphenyl)vinyl]-1-methylpyridinium cation, a 3-nitro-phenoxide anion and a solvent water molecule of crystallisation. The anions and water molecules aggregate to form supramolecular chains facilitated by charge-assisted O–H···O hydrogen bonds and these form layers which are interspersed by layers of cations. Interactions between layers include O–H···O hydrogen bonding, as well as C–H···O and C–H···π contacts; π···π and C–H···O contacts are found within layers of cations. The compound crystallizes in the monoclinic space group P2₁/n with a = 15.018(7) ?, b = 7.328(2) ?, c = 17.571(7) ?, β = 112.342(15)°, and Z = 4. Index Abstract  A layer structure comprising alternating anions/water molecules and cations associated via charge-assisted O–H···O hydrogen bonding as well as C–H···O, C–H···π and π···π contacts is found in (II) .     

Supramolecular Network via Hydrogen Bonding and π–π Stacking in 4,4′-Bipyridin-1-ium Perchlorate Dihydrate

Abstract The crystal structure of 4,4′-bipyridin-1-ium perchlorate dihydrate, [C₁₀H₉N₂](ClO₄) · 2H₂O, is determined by room temperature X-ray diffraction. The compound crystallizes in the triclinic space group P-1 with a = 8.122(3) ?, b = 9.726(3) ?, c = 17.648(6) ?, α = 78.181(4)°, β = 82.797(5)°, γ = 67.439(4)°, Z = 2, V = 1258.4(7) ?³. In the compound, monoprotonated 4,4′-bipyridin-1-ium cations are self-assembled into supramolecular chains along the a-axis through N–H···N hydrogen bonds in a head-to-tail fashion. The chains are stacked via π–π stacking interactions to create two-dimensional sheets. The interlayer space is occupied by the hydrogen-bonded water chains that are linked to the organic sheets via C–H···O interactions and the perchlorate anions that are linked to the water chains and the organic sheets via O–H···O and C–H···O hydrogen bonds, respectively, thus generating a three-dimensional supramolecular architecture. Index Abstract Supramolecular Network via Hydrogen Bonding and π–π Stacking in 4,4′-Bipyridin-1-ium perchlorate dihydrate Jian-Yong Zhang, Ai-Ling Cheng and En-Qing Gao* Monoprotonated 4,4′-bipyridin-1-ium cations are self-assembled into supramolecular chains along the a-axis through N–H···N hydrogen bonds, and these chains are stacked via π–π stacking and hydrogen bond interactions involving water molecules and perchlorate anions.      

The Synthesis and Structure of Two Novel <Emphasis Type="Italic">N</Emphasis>-(Benzothiazol-2-yl)benzamides

Abstract  Two novel benzothiazoles 2-chloro-N-(benzothiazol-2-yl)benzamide (1) and 2-chloro-N-(6-cyanobenzothiazol-2-yl)benzamide (2) were obtained in multistep synthesis. They were characterised by means of IR, ¹H- and ¹³C-NMR spectroscopy and also by single-crystal X-ray diffraction. The compound 1 crystallises with triclinic space group P , a = 9.5923(8) ?, b = 9.8583(8) ?, c = 13.8962(10) ?, α = 89.162(6)°, β = 77.741(7)°, γ = 80.064(7)°, V = 1264.5(2) ?³, Z = 4 and compound 2 crystallises as methanol solvate with monoclinic space group P 2₁/n, a = 7.5093(9) ?, b = 13.0211(14) ?, c = 16.032(2) ?, β = 92.717(10)°, V = 1565.9(3) ?³, Z = 4. Both crystal structures consist of discrete dimers connected into a three-dimensional network by intermolecular C–H···O and C–H···X (X = Cl or S) hydrogen bonds and by face-to-face π–π stacking interactions. Index Abstract  The synthesis and structure of two novel N-(benzothiazol-2-yl)benzamides. Irena Ćaleta, Dominik Cinčić, GraceKarminski-Zamola and Branko Kaitner. Hydrogen bonds and π–π interactions in N-(benzothiazol-2-yl)benzamides N-(benzothiazol-2-yl)benzamides.      

Synthesis and Crystal Structure of 5-[2-(6-bromonaphthalenyloxymethyl)]-3-(4-morpholinomethyl)-1,3,4-oxadiazole-2(3<Emphasis Type="Italic">H</Emphasis>)-thione

Abstract  The title compound, C₁₈H₁₈BrN₃O₃S, a derivative of 1,3,4-oxadiazole, crystallizes in the triclinic space group P-1 with unit cell parameters a = 6.8731(3), b = 8.9994(4), c = 15.7099(6) ?, α = 92.779(3)°, β = 130.575(3)°, γ = 107.868(4)°, Z = 2. The dihedral angle between the mean planes of the planar naphthyl and morpholine (chair) rings with the planar oxadiazol ring is 50.1(8) and 76.8(6)°, respectively. The planar naphthyl ring is twisted 52.2(5)° with the mean plane of the morpholine ring. A group of four intermolecular close contacts are observed between a bromine atom and hydrogen atoms from the closely packed naphthyl, morpholine and oxy–methyl groups in the unit cell. These molecular interactions in concert with an additional series of π–π stacking interactions that occur between the center of gravity of the two 6-membered rings of the naphthalene group influence the twist angles of each of these three groups. A MOPAC AM1 calculation of the conformation energy of the crystal structure [226.0128(9) kcal] compared to that of the minimum energy structure after geometry optimization [29.9744(1) kcal] reveals a significantly reduced value. The twist angles of the three groups above also change after the AM1 calculation giving support to the influence of both intermolecular C–H···Br short-range interactions and Cg π–π stacking interactions on these angles which therefore play a role in stabilizing crystal packing. Graphical Abstract  Crystal structure of 5-{[(6-bromonaphthalen-2-yl)oxy]methyl}-3-(morpholin-4-ylmethyl)-1,3,4-oxadiazole-2(3H)-thione, C₁₈H₁₈BrN₃O₃S, is reported and its geometric and packing parameters described and compared to a MOPAC computational calculation. Electronic supplementary material  The online version of this article (doi:) contains supplementary material, which is available to authorized users.     

3-Methyl-3a,4-Dihydro-3H-Thiochromeno[4,3-c]isoxazol

Abstract  The crystal structure of the title compound, C₁₁H₁₁NOS, was determined by an X-ray diffraction analysis. The compound crystallizes in the monoclinic space group P2₁/c with cell parameters a = 10.533(2) ?, b = 12.7826(19) ?, c = 7.6491(17) ?, β = 107.997(17)^°, V = 979.5(3) ?³ and Z = 4. The S containing heterocycle adopts a sofa conformation, whereas the 5-membered ring adopts an envelope conformation. The crystal packing is characterized by weak C–H···N contacts and π-stacking interactions. Graphical Abstract  The title compound, 3-methyl-3a,4-dihydro-3H-thiochromeno[4,3-c]isoxazol was synthesized by an 1,3 dipolar cycloaddition reaction and its crystal structure determined. Single crystal X-ray diffraction analysis reveals that the aromatic 6-membered ring is planar, whereas the ring containing the S atom adopts a sofa conformation and the 5-membered ring an envelope conformation. The methyl group is in an equatorial position.      

Three Dimensional Network Polymeric Structure of (4,4′-bipyridinium)[CdBr<Subscript>4</Subscript>]<Subscript><Emphasis Type="Italic">n</Emphasis></Subscript>: Supramolecular Motifs and Crystal Supramolecularity

Abstract A single crystal structure determination of the complex (4,4′-bipyridinium)[CdBr₄] _n , [henceforth (I)], has been carried out. It crystallizes in the monoclinic space group C2/c, with the following cell parameters: a = 16.119(3) ?, b = 13.206(3) ?, c = 7.2601(15) ?, β = 115.62°, V = 1393.5(6) ?³, with Z = 4 formula units. The polymeric anion forms an infinite zig-zag chain of edge-sharing octahedra along c, with a distorted octahedral stereochemistry around Cd. There are N–H···Br [Br2···N1 of 3.386(13) ? and Br1···N1 of 3.363(13) ?] and C–H···Br [Br2···C5 of 3.552(16) ?] hydrogen bonding interactions, tying the CdBr chains to the cations to form 2D-network. The resulting 2D-networks are further linked by aryl···aryl (π···π) interactions within the cationic chains leading to a 3D-network. Index Abstract Three dimensional network polymeric structure of (4,4′-bipyridinium)[CdBr₄] _n : Supramolecular motifs and crystal supramolecularity. Rawhi Al-Far and Basem F. Ali The polymeric anion consists of a zig–zag chain of distorted edge shared octahedra run along c axis. The protonated cation bridges the anion chains through N–H···Br and C–H···Br into a supramolecular array.      

Altering Hydrophilic and Hydrophobic Region via O–H···O and C–H···O Hydrogen Bonds and van der Waals Forces in Solagenin 6- O -( β -d -quinovopyranoside) Methanol Solvate Monohydrate

Abstract  The title compound, C₃₃H₅₂O₈·CH₃OH·H₂O, isolated from Solanum torvum, consisted of a solagenin 6-O-(β-d-quinovopyranoside) molecule, a methanol solvate and a hydrate. The six-membered rings A, B, C, F and G have chair conformations. The five-membered ring D adopts a half-chair conformation and the ring E adopts an envelope conformation. The A/B, B/C and C/D ring junctions are trans, whereas the D/E junction is cis. The molecular packing appeared to be established by alternation of a hydrophilic region involving methanol molecules, water molecules and the β-d-quinovopyranoside of the steroid nucleus via the classic O–H···O hydrogen bonds and a hydrophobic region consisted by the other part of the steroid nucleus via weak C–H···O hydrogen bonds and van der Waals forces. Graphical Abstract  The molecular packing of the title compound appeared to be established by alternation of a hydrophilic region involving methanol molecules, water molecules and the β-d-quinovopyranoside of the steroid nucleus via the classic O–H···O hydrogen bonds and a hydrophobic region consisted by the other part of the steroid nucleus via weak C–H···O hydrogen bonds and van der Waals forces.      

Complementary Supramolecular Aggregation via O–H···O Hydrogen-bonding and Hg···S Interactions in Bis[N,N′-di(2-hydroxyethyl)-dithiocarbamato-S,S′]mercury(II): Hg[S2CN(CH2CH2OH)2]2

Abstract  The central mercury atom in Hg[S₂CN(CH₂CH₂OH)₂]₂ is asymmetrically chelated by two dithiocarbamate ligands leading to a distorted square planar geometry. Molecules aggregate into supramolecular chains via Hg···S interactions that are connected into a three dimensional array by extensive hydrogen bonding interactions. The compound crystallizes in the orthorhombic space group Pna2₁ with a = 13.8173(7) ?, b = 4.5307(1) ?, c = 26.0261(12) ?, and Z = 4. Index Abstract  Molecules associate into supramolecular chains via Hg···S interactions and these are connected into a three dimensional architecture by O–H···O hydrogen-bonding interactions.      

C–H···F Hydrogen-Bonded Assembly of Ni(II) and Cu(II) Complexes Generate 3D Supramolecular Frameworks

Abstract  Syntheses and X-ray structural characterizations of two new complexes [Ni(imi)₆](pfbz)₂ (1) and Cu(imi)₂(pfbz)₂ (2) (imi = imidazole, pfbz = pentafluorobenzoate) are reported. The first complex crystallizes in the triclinic space group P-1 with the crystal cell parameters a = 9.180(2) ?, b = 9.742(3) ?, c = 11.466(3) ?, α = 76.947(18)°, β = 80.629(18)°, γ = 78.043(19)°, V = 970.0(4) ?³ and Z = 1. The second complex crystallizes in the triclinic space group P-1 with the crystal cell parameters a = 7.3250(12) ?, b = 7.6685(10) ?, c = 10.888(4) ?, α = 92.80(2)°, β = 101.92(2)°, γ = 115.038(12)°, V = 535.7(2) ?³ and Z = 1. Examination of the structures shows that both complexes form three-dimensional hydrogen bonded networks in which C–H···F hydrogen bonds play significant roles. Index Abstract   C–H···F Hydrogen-Bonded Assembly of Ni(II) and Cu(II) Complexes Generate 3D Supramolecular Frameworks Chun-Hua Ge, Xiao-Yan Zhang, Fang Yu, Ya-Nan Guo, Xiang-Dong Zhang* and Qi-Tao Liu C–H···F interactions link simple complexes to form intricate three-dimensional supramolecular networks.      

Synthesis and Crystal Structure of Heptyl 3-(3,4-dihydroxyphenyl)-2-propenoate

Abstract  The title compound, C₁₆H₂₂O₄, synthesized by modified Knoevenagel condensation of protocatechualdehyde with monoheptyl-malonate and recrystallized from benzene, was confirmed by single-crystal X-ray diffraction (CCDC 272827). The compound crystallizes in triclinic space group Pī with cell parameters a = 5.296(3) ?, b = 10.711(13) ?, c = 13.870(4) ?, α = 98.84(7)°, β = 90.97(4)°, γ = 96.77(7)° and Z = 2. The structure is the E isomer and its packing is stabilized by intermolecular O–H···O and C–H···O hydrogen bonds. Index Abstract  The title compound, C₁₆H₂₂O₄, synthesized by modified Knoevenagel condensation, was confirmed by single-crystal X-ray diffraction showing its structure is in E isomer and its packing is stabilized by hydrogen bonds.      

Crystal Structure of 2′,3′-Di-<Emphasis Type="Italic">O</Emphasis>-Acetyl-5′-Deoxy-5-Fluorocytidine with N–H···(O,F) Proton Donor Bifurcated and (C,N)–H···O Bifurcated Acceptor Dual Three-Center Hydrogen Bond Configurations

Abstract  The title compound, C₁₃H₁₆O₆N₃F, features a central furan ring containing four carbon atom chiral centers with a 4-amino-5-fluoro-2-oxopyrimidine group, two acetyl groups and a methyl group bonded at the 2,3,4,5 positions, each in an absolute R configuration (2R,3R,4R,5R). It crystallizes in the monoclinic space group C2 with unit cell parameters a = 14.5341(3), b = 7.26230(10), c = 16.2197(3) ?, β = 116.607(2)°, Z = 4. An extensive array of intra and intermolecular hydrogen bond interactions dominate crystal packing in the unit cell highlighted by a relatively rare three-center proton-bifurcated donor N–H···(O,F) hydrogen bond interaction in cooperation with a second, (C,N)–H···O bifurcated acceptor three-center hydrogen bond in a supportive fashion. Additional weak Cg π-ring intermolecular interactions between a fluorine atom and the 4-amino-5-fluoro-2-oxopyrimidine ring in concert with multiple donor and acceptor hydrogen bonds significantly influence the bond distances, bond angles and torsion angles of the deoxy-5-fluorocytidine group. Comparison to a MOPAC computational calculation provides support to these observations. Index Abstract  Crystal structure of (2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate with dual N–H···(O,F) proton donor bifurcated and (C,N)–H···O bifurcated acceptor three-center hydrogen bond configurations is reported and its geometric and packing parameters described and compared to a MOPAC computational calculation. Electronic supplementary material  The online version of this article (doi:) contains supplementary material, which is available to authorized users.     

Synthesis and Characterization of Bis(methyl-2-pyridylmethylidenedrazinecarbodithioate)manganese(II)

Abstract  Brown crystals of title compound, bis(methyl-2-pyridylmethylidene-drazinecarbodithioate)manganese(II), was formed by reaction of methyl-2-pyridylmethylidenehydrazinecarbodithioate(HNNS) with manganese perchlorate at 323 K temperature and recrystallized from ethanol at room temperature, crystallizing in the monoclinic system, space group P2(1)/n, with a = 11.631(2), b = 14.010(3), c = 13.128(3) ?, β = 105.791(11)°; V = 2058.6(7)  ?³, D _c  = 1.533 g/cm³, Z = 4, C₁₆H₁₆N₆MnS₄, M _r  = 475.53, μ(M₀ K _α ) = 1.060 mm⁻¹, F (000) = 972. The structure was refined to R = 0.0441, wR = 0.1196 for 3,682 (I > 2σ(I)) reflections and S = 1.110. In title complex the coordination geometry about manganese is distorted octahedral and the two ligands in the mer configuration (S and tertiary N atom cis to each other and the iminic N atoms trans). Furthermore, the neutral molecule units Mn^II(NNS)₂ are connected by hydrogen bonds C–H···N and C–H···S and form a three dimensional ordered network structure. Graphical Abstract  The title compound, Mn(NNS)₂, exists as discrete molecules in which the central MnII atom is coordinated by two S atoms and four N atoms from two ligands NNS- molecules in a mer-octahedral configuration. Electronic supplementary material  The online version of this article (doi:) contains supplementary material, which is available to authorized users.     

Crystal Structure of 2-Thiophenecarboxamide: A One-dimensional Tubular Structure Formed by N–H···O Hydrogen Bonds

Abstract  The crystal structure of 2-thoiphenecarboxamide is described. The compound crystallizes in the orthorhombic Pna2₁ space group with unit cell parameters a = 10.044 (3) ?, b = 14.203 (4) ? and c = 15.941 (3) ?; V = 2,274.1 (10) ?³. The asymmetric unit contains four independent molecules which are linked by N–H···O hydrogen bonds. The asymmetric unit at (x, y, z) is connected with another one, produced by the a-glide plane at 0.75 along the b-axis, that lies at (x + 0.5, −y + 1.5, z) by two N–H···O hydrogen bonds and by a C–H···O weak hydrogen bond to form a one-dimensional tube. Adjacent tubes are linked by C–H···pi interactions to form a three-dimensional framework. Graphical Abstract  The crystal structure of 2-thiophenecarboxamide, contains four crystallographically independent molecular components in the asymmetric unit linked by four N–H···O hydrogen bonds and a weak C–H···O hydrogen bond and form a one-dimensional tube. Electronic supplementary material  The online version of this article (doi:) contains supplementary material, which is available to authorized users.     

A supramolecular structure of bis(1,3-diphenyl-1,3-propanedionato-O,O′) (1,10-phenanthroline-N,N′)cobalt(II) based on C–H…O, C–H…π and π…π interactions

The compound bis(1,3-diphenyl-1,3-propanedionato-O,O′) (1,10-phenanthroline-N, N′)cobalt(II) (Co(DBM)₂(1,10-phe)) was investigated as a potential host component for functional inclusion materials. The molecules of the complex in the crystal (a=21.015(5) ?, b=17.456(5) ?, c=9.503(3) ?, β=107.04(2)°, s.g. C 2/c) are centrosymmetric and assemble by way of C–H···O and C–H···π hydrogen bonds as well as π···π stacking interactions to provide a supramolecular ladder-like motif that is accompanied by a variant of the six phenyl-embrace synthon.     

Crystal and Molecular Structure of Dichloro(ethylenediamine)gold(III) Nitrate: [Au(NH<Subscript>2</Subscript>CH<Subscript>2</Subscript>CH<Subscript>2</Subscript>NH<Subscript>2</Subscript>)Cl<Subscript>2</Subscript>]NO<Subscript>3</Subscript>

Abstract  The gold(III) atom in [Au(NH₂CH₂CH₂NH₂)Cl₂]NO₃ is chelated by the ethylenediamine (en) ligand and the approximately square planar geometry is completed by two chloride atoms. Weak Au···O and Au···Cl contacts are noted above and below the square plane leading to a tetragonally distorted octahedron for the gold(III) center. Extensive charge-assisted hydrogen bonding of the type N–H···O leads to the formation of a 2-D array and layers are consolidated into a 3-D network via C–H···O and C–H···Cl contacts. The compound crystallizes in the orthorhombic space group Pbca with a = 10.3380(11) ?, b = 8.2105(7) ?, c = 19.625(2) ?, and Z = 8. Index Abstract  Square planar complex cations form additional Au···O and Au···Cl interactions to form a tetragonally distorted octahedron for gold. The ionic components are connected into a 2-D array via charge-assisted N–H···O hydrogen bonding interactions.      

Synthesis and Crystal Structure of a New Ion-Pair Complex Based on [Ni(tdas)<Subscript>2</Subscript>]<Superscript>2−</Superscript> Anion and Triphenylphosphinium Cation

Abstract  A new ion-pair complex, bis(1-benzyltriphenylphosphinium) bis(1,2,5-thiadiazole-3,4-dithiolato)nickelate(II), [BzTPP]₂[Ni(tdas)₂](1), has been prepared and characterized by elemental analyses, UV, IR, MS spectrum, molar conductivity and single crystal X-ray diffraction. The title complex crystallizes in the triclinic space group P-1, a = 9.098(1) Å, b = 9.666(1) Å, c = 29.573(3) Å, α = 83.81(1)°, β = 81.97(1)°, γ = 78.83(1)°, V = 2,517.5(4) ų, Z = 2. The unit cell contains two [BzTPP]⁺ and two halves of [Ni(tdas)₂]²⁻ anions in which the anion exhibits a quasi-planar structure. The [BzTPP]⁺ cation adopts a conformation where four phenyl rings are twisted to the C–C–P reference plane. The weak cation–cation C–H···π, π···π interactions and anion–cation C–H···N hydrogen bonds between the anion and cation play an important role in the stacking and stabilizing of the title complex. Graphical Abstract  The title new ion-pair complex, bis(1-benzyltriphenylphosphinium) bis(1,2,5-thiadiazole-3,4-dithiolato)nickelate(II), [BzTPP]₂[Ni(tdas)₂](1), contains two [BzTPP]⁺ and two halves of [Ni(tdas)₂]²⁻ anions in which the weak cation–cation C–H···π, π···π interactions and anion−cation C–H···N hydrogen bonds between the anion and cation play an important role in the stacking and stabilizing of the title complex.