Synthesis,Crystal Structures and Thermal Analysis of Two New Silver(I)–Dithioether Lamellar Coordination Polymers

Abstract  Two new silver(I)–dithioether coordination polymers based on the self-assembly of the dithioether ligands L ^{n −R} = CH₃–S(CH₂) _n S–CH₃ (n = 1, 3) and AgX silver salts, where X = ClO₄ ⁻ (1) and PF₆ ⁻ (2), have been synthesized and characterized by single crystal X-ray diffraction and TGA. The crystallographic data of those complexes are: (1) Monoclinic P2₁/c; a = 16.5861(3) ?; b = 10.1048(2) ?; c = 15.7843(3) ?; β = 112.570(1)°; V = 2442.83(8) ?³; Z = 4. (2) Monoclinic P2₁/n; a = 8.6500(2) ?; b = 9.4053(2) ?; c = 24.0357(6) ?; β = 92.750(2)°; V = 1953.19(8) ?³; Z = 4. In both complexes, the dithioether building blocks propagated the silver(I) centers to build cationic lamellar coordination polymers, while ClO₄ ⁻ and PF₆ ⁻, which were sandwiched between silver-ligand sheets, counterbalance only the charge of the networks. The thermogravimetric investigation reveals that those complexes decompose in a single step respectively to metallic silver and silver salt. Index Abstract  Two new silver(I)–dithioether coordination polymers, obtained from the self-assembly of dithioether ligands and AgX salts with noncoordinating counteranions (X = ClO₄ ⁻ and PF₆ ⁻), were characterized by X-ray crystallography and thermogravimetric analysis (TGA).      

Two Ag(I)-Containing Supramolecular Coordination Polymers Constructed from the Multidentate N-donor Ligand 1-((1H-1,2,4-triazol-1-yl)methyl)-3,5-bis(3-pyridyl)-1,2,4-triazole Based on Hydrogen-Bonding and π–π Interactions: Syntheses,Crystal Structures,Optical Band Gaps and Luminescent Properties

Two Ag(I)-based coordination polymers, namely [Ag₂(3,3′-tmbpt)(o-Hbdc)₂]·H₂O (1) and [Ag₈(3,3′-tmbpt)₄(1,2,4-Hbtc)₄(H₂O)] (2) (3,3′-tmbpt?=?1-((1H-1,2,4-triazol-1-yl)methyl)-3,5-bis(3-pyridyl)-1,2,4-triazole, o-H₂bdc?=?1,2-benzenedicarboxylic acid and 1,2,4-H₃btc?=?1,2,4-benzenetricarboxylic acid), have been synthesized. Single-crystal X-ray diffraction analyses, elemental analyses, infrared spectra, powder X-ray diffraction analyses and thermogravimetric analyses have been carried out to characterize the structures of 1 and 2. Compound 1 shows a (3,4)-connected 2D layered structure with a Schläfli symbol of (4²·6)(4²·6³·8). The intermolecular O–H···O hydrogen-bonding interactions extend the 2D layer into a 3D supramolecular architecture. Compound 2 exhibits a (3,3)-connected double-layered structure with a Schläfli symbol of (4·8·10)₂(8²·10)₂. The intermolecular C–H···O hydrogen-bonding interactions link the double-layers to form a 3D supramolecular architecture. Moreover, there are intramolecular and intermolecular π–π interactions in 1 and 2, which stabilize the whole 3D supramolecular architectures. The band gaps of 1 and 2 are 3.19 and 3.09 eV, respectively, indicating the potential of 1 and 2 as semiconductive materials with wide band gaps. Moreover, 1 and 2 emit intense blue-green light, which may be potential photoactive materials.

Graphic Abstract

Two Ag(I)-based 3D supramolecular coordination polymers constructed from a multidentate N-donor ligand and two aromatic polycarboxylate anions via hydrogen-bonding and π–π interactions have been synthesized and characterized. The band gaps and photoluminescent properties of the compounds have been studied.

     

Synthesis and Characterization of Fullerene-Metal Compound with Long Alkyl Chain for Liquid Crystals,Supramolecules, and Optoelectronic Materials

A novel C₆₀-Os₃ (carbon-metal) compound with long alkyl chain, Os₃(CO)₈[(C₁₆H₃₃O)₃C₆H₂NC](μ₃-η²:η²:η²-C₆₀) (2), was synthesized by substituted reaction between one CO of Os₃(CO)₉(μ₃-η²:η²:η²-C₆₀) and (C₁₆H₃₃O)₃C₆H₂NC (1). Compound 1 and 2 have been characterized by IR and ¹H NMR. Cyclic voltammetry (CV) and differential scanning calorimetry (DSC) were performed to electrochemical property and phase transition of 2.     

Two Novel Three-dimensional Networks Constructed by Mn or Cd Ion and Tartrate: Syntheses,Structures and Properties

Abstract  

Two coordination polymers with the same ligand but different metal ion [Cd(C₄H₄O₆)] _n (1) and [Mn₂(C₄H₄O₆)₂(H₂O)] _n (2) (C₄H₄O₆ = tartrate dianion) have been synthesized. Compound 1 exhibits novel (4, 4)-connected 3-D network with (4.6.8⁴)₄(4.6².8².10)(4.6².8³)(4.6³.8²)₄(4.8⁵)₂ topology, Cd centers are connected by η⁶, μ⁴-mode tartrate ligands. For compound 2, Mn centers are link by η⁶, μ⁴-mode and η⁵, μ³-mode tartrate ligands to form (4, 3)-connected 3-D network with (4.8²)(4.8⁴.10) topology. Additionally, 1 displays an intense luminescent emission and 2 displays weak antiferromagnetic coupling.     

pH‐Controlled topologies of two Co(II) complexes based on 5‐Nitro‐1,2,3‐benzenetricarboxylic acid and 1,6‐Bis(1,2,4‐triazole‐1‐yl)hexane

Two new Co(II) coordination polymers, [Co(Hnbta)(bth)]_n ( 1 ) and {[Co₃(nbta)₂(bth)₃(H₂O)]·H₂O}_n ( 2 ), (H₃nbta = 5‐nitro‐1,2,3‐benzenetricarboxylic acid and bth = 1,6‐bis(1,2,4‐triazole‐1‐yl)hexane), have been synthesized under different pH values through hydrothermal reactions. Both complexes were characterized by elemental analysis, IR spectra, thermogravimetric analysis (TGA), and single‐crystal X‐ray crystallography. Complex 1 exhibits a 3D polythreaded network based on 4‐connected sql 2D layer. Complex 2 has a (4,4,5)‐connected trinodal 3D pillar‐layered network with a (4²·6⁴)₂(4²·6⁷·8)₂(6⁴·8²) topology. Magnetic susceptibility measurements indicate that complexes 1 and 2 show weak antiferromagnetic interactions between the adjacent Co(II) ions.     

Synthesis,Crystal Structure,and Properties of Two Zinc Tubular Coordination Polymers Based on Fluconazole

Two Zn(II)-containing complexes based on fluconazole, {[Zn(HFlu)₂(IPA)]·9H₂O}_n (1), {[Zn(HFlu)₂(OH-BDC)]·8H₂O}_n (2) (HFlu = fluconazole; 2-(2,4-difluoro- phenyl)-1,3-bis(1,2,4-triazol-1-yl)-propan-2-ol; H₂IPA = isophthalic acid; OH-H₂BDC = 5-hydroxyisophthalic acid) have been synthesized and structurally characterized. Complex 1 and 2 are both a one-dimensional (1D) tubular structure with the distorted dinuclear zinc rectangular-shaped cavity, and large free water molecules involved in strong O?H···O and O?H···N hydrogen bonds are accommodated in the 1D tubular structure. The thermal stabilities and photoluminescent properties of the coordination polymers have also been investigated.     

Crystal structures and spectroscopic properties of copper(II) and zinc(II) complexes with the macrocycle 1,4,7-tris(2-pyridylmethyl)-1,4,7-triazacyclononane

Two novel transition-metal copper and zinc complexes [(CuL)₂]·(ClO₄) (1) and [(ZnL)]·(ClO₄)₂ (2) (L = 1,4,7-tris(2-pyridylmethyl)-1,4,7-triazacyclononane) have been synthesized and structurally determined. The two complexes are both crystallized in monoclinic space group P2(1)/c with a = 14.318(4), b = 17.214(5), c = 22.403(7) Å, = 93.096(6)°, V = 5522(3) ų, and Z = 4 for 1 and a = 9.371(2), b = 17.615(4), c = 17.579(4) Å, =104.070(4)°, V = 2814.6(11) ų, and Z = 4 for 2. The center metal ions are coordinated to six nitrogen atoms, three of which are from triazacyclononane and other three from the pendant-arms 2-pyridylmethyl, forming a slightly distorted octahedral geometry. Two complexes have been characterized by element analysis, infrared spectroscopy, and the UV–Vis and ESR spectra for 1 have also been determined.     

Tri-metal Secondary Building Units: Toward the Design of Thermally Robust Crystalline Coordination Polymers

Abstract Three new crystalline coordination polymers [Mn₃(TDC)₄(H₂O)₄](2,6-lutidine)₂(H₂O)₃ 1, P-1, a = 11.351(3), b = 11.391(3), c = 11.480(3), α = 112.838(4), β = 90.696(4), γ = 99.328(4); [Zn₃(1,4-BDC)₃(EtOH)₂] 2, C2/c, a = 19.1308(9), b = 10.6088(5), c = 16.2221(7), β = 108.79(1); and [Zn₃(1,3-BDC)₃(py)₂](MeOH) 3, P2(1)/c, a = 17.142(3), b = 21.544(4), c = 11.805(2), β = 106.441(3); TDC = 2,5-thiophenedicarboxylate, BDC = benzedicarboxylate, have been synthesized by linking tri-metal nodes with poly-carboxylate ligands. Single crystal x-ray analysis shows that 1 is composed of (4,4) 2-D grids with A–A stacking while 2 is comprised of (6,3) triangular networks in an A–B–C stacking pattern and 3 has formed a distorted cubic diamondoid topology. Tri-metal nodes are located at the vertexes of each network. Thermal gravimetric analysis demonstrates that 1 and 2 are thermally robust structures with network decomposition temperatures of 375 °C and 460 °C respectively. Graphical abstract Tri-metal Secondary Building Units: Toward the Design of Thermally Robust Crystalline Coordination Polymers Brian S. Luisi, Zhenbo Ma and Brian Moulton* Tri-metal nodes are shown to be an advantageous target in the synthesis of 2-D crystalline coordination polymers with high thermal stability.      

Synthesis, crystal structures, and properties of copper complexes with tripodal ligands and azide anion

Two new Cu^II complexes, (CuL¹N₃)ClO₄ (1) and (CuL²N₃)ClO₄ (2), have been synthesized and characterized in the presence of NaN₃, where L¹ = tris[2-(6-methylpyridyl)methyl]amine and L² = tris[(3,5-dimethylpyrazol-l-yl)methyl]amine, and their crystal structures have been determined by X-ray diffraction methods. Compound 1 crystallizes in the triclinic space group P–1, with a = 8.258(2) Å, b = 11.481(2) Å, c = 14.158(3) Å, = 72.30(3)°, = 79.05(3)°, = 86.08(3)°, V = 1255.4(5) ų. Compound 2 crystallizes in the monoclinic space group C2/c, with a = 26.752(2) Å, b = 10.561(2) Å, c = 21.059(4) Å, = 120.51(3)°, V = 5126(3) ų. In both compounds, each Cu^II center is in a distorted trigonal–bipyramidal coordinated environment with four nitrogen atoms from the tripodal ligand and one nitrogen atom from the azide group. The coordination geometry around Cu^II center of 1 is axially compressed trigonal bipyramid, while that of 2 is an axially elongated trigonal bipyramid. The coordinated azide group is in the axial site in both complexes. A quasi-dimeric structure of 1 has been formed in the unit cell through hydrogen bonding. The electronic spectra of two complexes in solution have been further studied by UV–vis technique, and the coordination properties have been discussed.     

One Dimensional Hydrogen Bonded Arrangement in New Schiff-Base Compound (<Emphasis Type="Italic">E</Emphasis>)-2-(2,5-dimethoxybenzylideneamino)phenol (1): Synthesis,Characterization, Crystal Structure and Conformational Studies

Abstract  

New Schiff-base compound (E)-2-(2,5-dimethoxybenzylideneamino)phenol (1) was synthesized and characterized by elemental analyses, FT-IR and ¹H-NMR spectroscopy and single crystal X-ray diffraction. Molecular orbital calculation has been carried out for 1 by using HF method at 6-31G basis set. The title compound 1 crystallizes in monoclinic system, space group C2/c, with a = 19.4581(13) ?, b = 9.5805(5) Ǻ, c = 13.8431(7) Ǻ, β = 93.471(2)°, V = 2575.9(3) Ǻ³ and Z = 8. In the crystal structure two molecules are stabilized by a pair of intermolecular O1–H1···N1ⁱ hydrogen bonds. The dimeric units are further linked via C6–H6···O3ⁱⁱ hydrogen bond.     

Synthesis,structure, and mesomorphism of novel liquid crystalline acrylate monomers and polymers

A series of novel liquid crystalline monomers (M₁?M₈) and side chain polymers base polyacrylate backbone were synthesized. The chemical structures were characterized by FT-IR and ¹H-NMR spectra. The mesomorphism and thermal behavior was investigated by polarizing optical microscopy, differential scanning calorimetry, and thermogravimetric analysis. The relationships of structure and mesomorphism are discussed in detail. The eight monomers and their corresponding polymers all show enantiotropic nematic phase. With increasing the spacer length or flexibility of the terminal group, the melting temperature (T_m) and isotropic temperature (T_i) of the corresponding monomers and polymers all decreased. However, with increasing the rigidity of the mesogenic core, T_m and T_i of the corresponding monomers and polymers all increased. TGA showed that all the polymers obtained in this study had excellent thermal stability.     

Synthesis,spectral, X-ray diffraction and DFT studies on 1-(2-methyl-2-propenyl)-3-(2,3,4,5,6-pentamethylbenzyl)benzimidazolium chloride hydrate

A new benzimidazole based N-heterocyclic carbene (NHC) salt (1) was synthesized by the reaction of benzimidazole precursor with alkyl halide. The structure of 1 was determined by elemental analysis, FT-IR, ¹H NMR and ¹³C NMR spectroscopy tecniques and X-ray crystallography. The compound crystallized in the triclinic space group P-1 with two molecules in the unit cell. The optimization of 1 was firstly performed at B3LYP/6-311G++(d,p) level, then the theoretical spectral studies performed and compared with the experimental values. Besides the frontier molecular orbital energies and chemical reactivity analysis of 1, together with the electrostatic potential and molecular electrostatic potential analyses were performed at the same level of theory.     

Unclassical Hydrogen Bonds of C–H⋯N and C–H⋯Cl in the Crystal Structures of 2-((<Emphasis Type="Italic">E</Emphasis>)-1,3-diarylallylidene)malononitriles

Abstract  

The 2-((E)-3-(2-nitrophenyl)-1-(4-methoxyphenyl)allylidene)malononitrile and 2-((E)-3-(2-chlorophenyl)-1-(4-bromophenyl)allylidene)malononitrile were synthesized and characterized by IR, ¹H NMR, and elemental analysis. The molecular structures were further confirmed by X-ray diffraction analysis. The former 1, C₁₉H₁₃N₃O₃, is triclinic, space group P−1, a = 7.3834(13), b = 10.901(3), c = 11.227(2) ?, α = 88.64(2), β = 71.596(14), γ = 78.186(18), Z = 2, V = 838.5(3) ?³. The unclassical hydrogen bond of C–H⋯N links the molecules forming polymers. The latter 2, C₃₆H₂₀Br₂Cl₂N₄, is orthorhombic, space group Pnma, a = 20.900 (4), b = 7.0710 (11), c = 10.9170 (18) ?, Z = 2, V = 1613.4(5) ?³. The same hydrogen bond of C–H⋯N and another type of C–H⋯Cl hydrogen bond link the adjacent molecules forming polymers along a axis.     

Structure of 4-(2-chloro-4,5-dimethoxybenzylidene)-2-methyl-5-oxazolone. X-ray and NMR study

The azlactone of 6-chloroveratraldehyde 3 (4-(2-chloro-4,5-dimethoxybenzylidene)-2-methyl-5-oxazolone) was synthesized from 6-chloroveratraldehyde 2 and its structure investigated using X-ray crystallographic and nuclear magnetic resonance methods. Compound 3 crystallized in the P2₁/c (#14) space group (Z = 4) with cell dimensions a = 9.148(2), b = 22.938(2), c = 6.707(1) Å, and = 111.50(2)°. The X-ray study shows that azlactone 3 exists as the Z-isomer and crystallizes as a planar structure, i.e., both the phenyl and azlactone ring systems, as well as the functional groups attached to them, lie in the same plane. The ¹H and ¹³C NMR spectral values also support the formation of the Z-isomer only, during the synthesis of 4-(2-chloro-4,5-dimethoxybenzylidene)-2-methyl-5-oxazolone.     

The effect of organic linkers on the supramolecular structures of two new Ni(II) cyclen complexes (cyclen = 1,4,7,10-tetraazadodecane)

Two new nickel(II)(cyclen) coordination polymers, {[Ni(cyclen)·(bipy)]·(ClO₄)₂}_n (1) and [Ni(cyclen)]₂·(squa)·(ClO₄)₂ (2) have been synthesized and characterized structurally, where cyclen is 1,4,7,10-tetraazadodecane. Compound 1 crystallizes in the monoclinic system, space group C2/c, with a = 10.5339(17) ?, b = 14.565(2) ?, c = 16.133(3) ?, β = 102.799(2)°, V = 2413.4(7) ?³. Compound 2 crystallizes in the orthorhombic system, space group P _{nm a} with a = 25.722(3) ?, b = 11.1168(12) ?, c = 11.4580(13) ?, V = 3276.3(6) ?³. In both compounds, each Ni^II center is in a distorted octahedral coordinated environment with four N_cyclen atoms and two N_pyridine atoms from 4,4′-bipyridine linker for 1 and two O_aqueou atoms from the coordinated water for 2, respectively. The complex 1 exhibits infinite zigzag 1D chains by linking of 4,4′-bipyridine coordinated. In complex 2, 2D sheet supramolecule generated through self-assembling by hydrogen bond.     

Synthesis and Structure of 1,4-Diazabutadiene Liquid Crystals

Abstract

Nine 1,4-diazabutadiene compounds, Ar-N=C(R)-C(R)=N-Ar, R=H, Me; Ar=H_2n+1C_nO-C₆H₄, 2,4-(H₉C₄O)(Me)-C₆H₃ were synthesized and their liquid crystal properties were studied through thermal polarizing microscopy. The X-ray single crystal structure of compound 9 (Ar-N=C(H)-C(H)=N-Ar, Ar=2,4-(Me)(H₉C₄O)C₆H₃) was tested. It is a monoclinic crystal system, space group P2₁/C with the unit cell parameters: a=7.0703(3)Å, b=8.6741(4)Å, c=18.3115(8)Å, β =95.392(1)?. V=1114.57(9)ų, z=2, Dc=1.134 Mg/m³, R=0.0490, Rw=0.1237.     

Synthesis, Crystal Structures and Properties of Two Copper (II) Complexes with Pyridazine Derivative Ligand

Abstract  Two new complexes, [Cu(L)₂(CH₃OH)] · (ClO₄)₂ (1) and [Cu(L)₂(H₂O)] · (NO₃)₂ (2), have been synthesized and their crystal structures have been determined by X-ray analysis, where L = 3-(3,5-bimethylpyrazole-yl)-6-chloro-pyridazine]. The complex 1 crystallizes in the monoclinic, space group C2/c, and the coordination configuration of copper (II) is better described as trigonal pyramidal geometry with four N atoms from L and one O_methanol^. The coordination configuration of 2 is quite similar to that of 1 except O_water instead of O_methanol^. The intermolecular hydrogen bonds link the repeat units and extend the molecules to multinuclear structures in both compounds. The spectral properties of the title compounds have been studied and discussed. Furthermore, the antibacterial activities of the title compounds have been detected, the results indicate that the ligands and two copper(II) complexes exhibit certain fungicidal activities again several bacteria. Index Abstract  Two new complexes, [Cu(L)2(CH3OH)]·(ClO4)2 (1) and [Cu(L)2(H2O)]·(NO3)2 (2), have been synthesized and their crystal structures have been determined by X-ray analysis, where L= 3-(3,5-bimethylpyrazole-yl)-6-chloro-pyridazine. The intermolecular hydrogen bonds extend the molecules to multinuclear structures in both compounds.      

X-Ray crystal structure determination of a series of 1-aryl- 2-[3-(3-[2-aryl-1-diazenyl]-1,3-diazepan-1-ylmethyl)-1, 3-diazepan-1-yl]-1-diazenes obtained from the reaction of diazonium salts with mixtures of formaldehyde and 1,4-diaminobutane

A new series of bis-triazenes, the 1-aryl-2-[3-(3-[2-aryl-1-diazenyl]-1,3-diazepan-1-ylmethyl)-1,3-diazepan-1-yl]-1-diazenes has been synthesized from the reaction of diazonium salts with a mixture of 1,4-diaminobutane and formaldehyde. The structures of 1-(p-bromophenyl)-2-[3-{3-[2-(p-bromophenyl)-1-diazenyl]-1,3-diazepan-1-ylmethyl}-1,3-diazepan-1-yl]-1-diazene(1), 1-(p-cyanophenyl)-2-[3-{3-[2-(p-cyanophenyl)-1-diazenyl]-1,3-di azepan-1-ylmethyl}-1,3-diazepan-1-yl]-1-diazene(2), and 1-(p-methoxyphenyl)-2-[3-{3-[2-(p-methoxy-phenyl)-1-diazenyl]-1,3-diazepan-1-ylmethyl}-1,3-diazepan-1-yl]-1 diazene(3) have been unequivocally determined by X-ray crystallography. The new bis-triazenes are important since the structure contains the novel saturated heterocycle, 1,3-diazepane. The general conclusion of this study is that alkanediamines with 3 or 4 carbon atoms in the spacer link between the nitrogen atoms give rise to the linear bicyclic molecules of type 5, in contrast to the case of ethylenediamine (spacer link 2 carbon atoms), which affords molecules of type 6, which exemplify the general cage structure of type 4. The crystal structures of 1, 2 and 3 are compared with the previously reported structure of the hexahydropyrimidine analogue 8a(X=CN); compounds 2 and 8a(X=CN) are homologous with respect to the alkane spacer moiety. The structures of 2 and 8a(X=CN) are very different in one respect; in 2 the aryldiazenyl-1,3-diazepanyl groups are in the s-trans orientation around the central methylene group whereas in 8a(X=CN) the arrangement of the aryldiazenyl-hexahydropyrimidinyl groups is the s-cis orientation.Crystal data: 1 C₂₃H₃₀N₈Br₂, triclinic, space group P-1, a=8.3979(2), b=10.7828(3), c=14.4692(5) ?, α=83.670(1), β=78.662(1), γ=78.758(1)°, V=1256.48(6) ?³, for Z=2. 2 C₂₅H₃₀N₁₀, monoclinic, space group P2 ₁ /n, a=13.4046(6), b=9.4482(4), c=10.6913(4)?, β=103.239(2)°, V=2490.5(2) ?³, for Z=4. 3 C₂₅H₃₆N₈O₂, triclinic, space group P-1, a=8.5223(3), b=10.6913(4), c=14.4034(7)?, α=85.657(2), β=78.731(2), γ=80.153(1)°, V=1266.88(9) ?³, for Z=2.     

Synthesis and Photophysical Properties of Cationic Iridium Complexes using Oxazoline based Ancillary Ligands for Lighting Applications

In this study, we report the design, synthesis and characterization of two new cationic iridium(III) complexes employing oxazole based ancillary ligand, namely, and [Ir(ppz)₂(mbdiho)]PF₆ (Complex 1) and [Ir(dfppy)₂(mbdiho)]PF₆ (Complex 2) and its use in light-emitting electrochemical cells (LECs). The design is based on 2-phenylpyrazole (ppz) and 2-(2,4-difluorophenyl)pyridine (dfppy) as cyclometalating ligands and 2,2-Methylenebis[3a,8a-dihydro-8H-indeno[1,2]oxazole] (mbdiho) as ancillary ligand. The effect of substituents in the cyclometalating ligands on the photophysical and electrochemical properties of the complexes has been investigated. The synthesized complexes were used for the fabrication of LEC devices and studied their electroluminescent properties. The complexes incorporated LECs resulted in a higher luminance of 2820 cd m^?2 and current efficiency of 1.04 cd A^?1 for Complex 2 than Complex 1. Our work suggests that the light emission of cationic iridium complexes can easily tuned by the substituents present on the cyclometalating ligands which resulted in yellow and green emission for LECs based on Complexes 1 and 2, respectively.     

Synthesis and Crystal Structures of 3,3,6,6-tetramethyl-9-(2,4-dichlorophenyl)-3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione and 3,3,6,6-tetramethyl-9,10-di(4-methoxyphenyl)-3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione

The title compounds 3,3,6,6-tetramethyl-9-(2,4-dichlorophenyl)-3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione 1 (C₂₃H₂₅Cl₂NO₂, Mr = 418.34) and 3,3,6,6-tetramethyl-9,10-di(4-methoxy-phenyl)-3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione 2 (C₃₁H₃₅NO₄, Mr = 485.60) were synthesized and crystallized. The crystals of compound 1 are monoclinic, space group P2₁/c, a = 9.826(3), b = 19.866(5), c = 11.471(3) ?, β = 111.929(4)°, Z = 4, V = 2077(1) ?³; The compound 2 crystallizes in space group P2₁/c, with cell parameters a = 12.089(2), b = 11.447(2), c = 19.742(3) ?, β = 101.00(1)°, V = 2681.8(8) ?³ and D _calc = 1.203 g/cm³ for Z = 4. X-ray analysis reveals that atoms C(1), C(6), C(7), C(8), C(13) and N(1) form a 1,4-dihydropyridine ring in compound 1, which adopts half-chair conformation. In compound 2 the atoms C(1), C(6), C(7), C(8), C(13) and N form a 1,4-dihydropyridine ring which adopts boat conformation. In addition, the two outer six-membered rings display half-chair conformations in the crystal structures 1 and 2.