Synthesis,Spectroscopic and Crystal Structure Analysis of <Emphasis Type="Italic">N</Emphasis>-[imidazolidin-2-ylidene]-5-(thien-2-yl)[1,3,4]thiadiazole-2-amine

The crystal structure of the title compound has been determined. The compound crystallizes in the monoclinic space group P2₁/c with a = 5.9885(2) Å, b = 14.7345(4) Å, c = 12.3719(4) Å, β = 96.655(5)°, V = 1084.31(8) Å³, z = 4. An intramolecular N–H···N hydrogen bond forms a pseudo-six-membered ring with graph set S ¹ ₁(6). The crystal structure is stabilized by intermolecular interactions of the type N–H···N and C–H···N. The packing motifs in accordance with Etter’s analysis are R ² ₂(8) corresponding to N–H···N dimer and that generated by the chain is C(7).     

Solvent-induced Polymorphism of 2-[(2-Amino-phenylimino)-phenyl-methyl]-phenol

The title compound C₁₉H₁₆N₂O crystallize as either triclinic or monoclinic polymorph depending on the solvent used. Polymorph [1] crystallizes from methanol in the space group P \( \mathop 1\limits^ - \) with unit cell dimensions: a = 8.723(2), b = 9.344(2), c = 10.544(2) Å, α = 71.54(2), ß = 78.74(2), γ = 74.15(2)°, and Z = 2. Polymorph [2] crystallizes from benzene with space group P2₁/n with unit cell dimensions: a = 10.230(3), b = 20.536(7), c = 14.563(4) Å, ß = 97.14(3)°, and Z = 8. The only similarity between molecules of [1] and two independent molecules of [2] can be found in almost co-planar phenyl moiety with chelate ring. Both structures are characterized with strong intramolecular O-H···N hydrogen bond. Whereas the molecular interconnections in [2] are based on van der Waals attractions between discrete molecules, molecules of [1] associate in dimers via intermolecular N-H···O hydrogen bonding by the operation of crystallographic centre of inversion.     

Hydrogen Bonding Patterns in 2,6-diamino-4-oxopyrimidinium Sulfosalicylate Monohydrate

The title compound, [C₄H₇N₄O⁺, C₇H₅O₆S^? . H₂O] contains one 2, 6-diamino-4-oxopyrimidinium cation, one sulfosalicylate anion and a water molecule. The crystal structure was determined by single crystal X-ray diffraction. This compound crystallized in the orthorhombic system; space group Pna2₁ with the unit cell parameters a = 13.402(3) Å, b = 16. 221(3) Å, c = 6.714(2) Å, V = 1459.6(6), Z = 4. The sulfonic acid group has protonated the aminopyrimidine moiety. The protonated N1 atom and N4 amino group are hydrogen bonded to the keto group (O1) of the neighbouring pyrimidine forming a six-membered ring with graph-set notation R₂ ¹(6) and a supramolecular chain along the c-axis. This supramolecular chain is further strengthened by one of the sulfonate oxygen atoms (O3), bridging the pyrimidines via hydrogen bonded rings, R₃ ²(10) involving N(3)–H(3)···O(3) and N(2)–H(2B)···O(3) hydrogen bonds. The other two oxygen atoms of the sulfonate groups are bridged by water molecules via O-H···O hydrogen bonds constituting a supramolecular chain. The water molecule also acts as hydrogen bond acceptor with respect to the carboxyl group.     

The Synthesis and Crystal Structure of New Bis(3-chlorophenyl)-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-methanol

Abstract  The title compound bis(3-chlorophenyl)-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-methanol 8 has been synthesized and established by H NMR, IR and MS spectra and X-ray diffraction crystallography. Compound 8, C₂₃H₂₉Cl₂N₃O, Mr = 424.31, crystallizes in the monoclinic space group P2₁/c with unit cell parameters a = 14.5402(6) ?, b = 12.5888(5) ?, c = 11.6510(5) ?, α = 90o, β = 100.183o(2), γ = 90o, V = 2099.05(15) ?³, D_x = 1.343 mg m⁻³ and Z = 4. The final R was 0.0514. The molecular conformation and packing is stabilized by interactions of intermolecular O1–H1···N3′. Index Abstract  The structure of bis(3-chlorophenyl)-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-methanol by the reaction of compound 4 and Grignard regent is studied.      

Synthesis and Crystal Structure of Tert-butyl 2-((phenylthio)-carbonyl)pyrrolidine-1-carboxylate

Tert-butyl 2-((phenylthio)carbonyl)pyrrolidine-1-carboxylate, was synthesized by using iso-butoxycarbonyl chloride (i-BuOCOCl) via mixed anhydride method. The obtained product was characterized spectroscopically and finally confirmed by X-ray diffraction studies. The title compound C₁₆ H₂₁ N O₃ S crystallizes in the triclinic space group P1 with the cell parameters a = 6.0250(7) Å, b = 8.2820(13) Å, c = 8.7700(14) Å, α = 102.352(4)°, β = 102.993(11)°, γ = 90.279(8)°, V = 415.89(10) Å³ and Z = 1. The proline ring in the structure is in a envelope conformation. The structure exhibits intermolecular hydrogen bonds of the type C–H...O.     

Crystal structure of the molecular complex of 3-[1-(4-nitrophenyl)-3-oxobutyl]-4-hydroxychromen-2-one with ethanol

The crystal structure of 2,3H-2-methyl-4-(4-nitrophenyl)-5-oxobenzopyrano[3,4-e]dihydropyran-2-ol is investigated using X-ray diffraction. The unit cell contains an ethanol molecule that forms hydrogen bonds with O-H and C-O groups of two molecules of the main compound and acts as a proton donor and a proton acceptor in these hydrogen bonds. Owing to these interactions, infinite chains are formed in the crystal. The crystallographic data for the structure of C₁₉H₁₅NO₆·C₂H₅OH (M = 399.39) are as follows: the crystals are triclinic, space group P1, a = 5.5340(3) Å, b = 8.0109(4) Å, c = 11.0112(5) Å, α = 88.773(2)°, β = 84.788(2)°, γ = 79.958(2)°, and Z = 1.     

Crystal structures of 1,1′-di(methylacetato)- and 1,1′-di(chloroethoxyethyl)-2,2′-biimidazole

1,1′-Di(methylacetato)-2,2′-biimidazole, C₁₂H₁₄N₄O₄, crystallizes from methanol in the space groupP2 ₁/c, wherea=9.535(2),b=13.385(2),c=5.1208(8) Å,V=652.2(2) ų, andZ=4.1,1′-Di(chloroethoxyethyl)-2,2′-biimidazole, C₁₄H₂₀Cl₂N₄O₂, crystallizes from cyclohexane in the space groupPbca, wherea=12.372(2),b=8.959(2),c=14.840(2) Å,V=1644.9(5) ų, andZ=8. The structures were refined toR=0.041 (1380 observed reflections) andR=0.043 (3243 observed reflections), respectively. Both molecules crystallize with coplanar rings and the substituents assume atrans configuration with a center of inversion between the bridging carbon atoms.     

X-ray diffraction analysis of (Ph2PO)2

The title compound (Ph2PO)2 is analyzed by single crystal X-ray diffraction analysis. The crystals are monoclinic, space group P2(1)/n with a = 9.5112(19) Å, b = 11.161(2) Å, c = 9.5487(19) Å, α = 90°, β = 91.65(3)°, γ = 90°, V = 1013.2(3) ų, Z = 2, F(₀₀₀) = 420, Dc = 1.319 g cm^–3, μ = 0.232 mm^?1, the final R = 0.0818, and wR = 0.2259. A total of 7954 reflections were collected, of which 1758 were independent (R_int = 0.0542). In the crystal packing diagram, intermolecular C—H···O hydrogen bonds stabilize the solid state of the title compound.     

Crystal structure and properties ofcatena-poly[manganese(II)-μ-dichloro-μ-L-proline-k 2 o,o′] monohydrate

The crystal structure and some physico-chemical properties of MnCl₂·Pro·H₂O (Pro=L-proline) were studied. This compound is stable up to approximately 313 K. Upon heating the complex loses a molecule of water and is transformed into the oxide in two steps. The IR spectrum was recorded. The compound crystallizes in the orthorhombic space groupP2₁2₁2₁ witha=7.112(2) Å,b=10.196(2) Å,c=13.249(3) Å andZ=4. The manganese atoms in the polymeric chain are bridged by two chlorine atoms and oxygen atoms from the carboxylate group of L-proline. The Mn?Cl bond distances range from 2.535(1) Å to 2.581(1) Å, the Mn?O bond distances range from 2.135(2) Å to 2.153(2) Å and Mn?Mn bond distances are 3.556(1) Å. One molecule of water is hydrogen-bonded with a nitrogen atom of the L-proline ring.     

Synthesis and structural study of 1-(N,N-diethylamino)-2,2-bis(2-nitrophenylthio)ethene

The synthesis, variable temperature NMR spectra, and crystal structures of two crystalline forms, 2a and 2b, of the enamine 1-(N,N-diethylamino)-2,2-bis(2-nitrophenylthio)ethene have been obtained. Both forms crystallize in the monoclinic space group P2₁/a. The two phases have similar molecular structures but possess different intermolecular C–H······O hydrogen bonding interactions. Both forms exhibit disorder within the NEt₂ fragment at 298 K: sufficient disorder persisted with 2a (orange needles) down to 100 K to make the geometric parameters pertaining to the enamine fragment unreliable. The disorder was effectively eliminated on cooling 2b down (red colored blocks) to 150 K. Cell dimensions for the 2a-phase are at 100 K: a = 11.1030(4) Å, b = 15.1325(7) Å, c = 12.4504(7) Å, β = 114.606(3)°, while for the 2b-phase at 150 K, a = 15.5206(4) Å, b = 7.6958(2) Å, c = 15.7137(3) Å, β = 92.580(7)°. The C–N bond length in the β-form at 150 K of 1.335(3) Å indicates considerable double bond character: the rotational barrier of the C–N bond in CDCl₃ was calculated to be 52.4 kJ mol^?1.     

Crystal structures of two platinum-bipyrimidine complexes: Pt(bpm)Cl2·dmf and Pt(bpm)(dmso)(SO4)·H2O

Red Pt(bpm)Cl₂·dmf forms a stacked structure which has Pt…Pt separations of 3.423(2) A and 3.447(2) Å with Pt…Pt…Pt angles of 155.39(3)^o. The unit cell isP-1, witha=6.712(4) A,b=10.0765(6) Å,c=11.551(3) Å, α=106.732(12)^o, β=103.65(4)^o, γ=90.46(3)^o, andZ=2. The structure refined to anR(F) of 0.046 using 181 parameter and 2165 reflections withI>1σ(I). The yellow complex Pt(bpm)(dmso)(SO₄)·H₂O does not stack in the solid state: the shortest Pt…Pt separation is 4.638(2) Å. The unit cell is alsoP-1, witha=8.060(3) A,b=9.560(3) A,c=9.7534(18) Å, α=90.62(2)^o, β=99.43(3)^o, γ=90.66(3)^o, andZ=2. The structure refined to anR(F) of 0.039 using 208 parameters and 3689 reflections withI>1σ(l).     

X-ray crystallography of methyl (6-amino-5-cyano-2-methyl-4-(2-nitrophenyl)-4<Emphasis Type="Italic">H</Emphasis>-pyran)-3-carboxylate

The organic carbonitrile namely methyl (6-amino-5-cyano-2-methyl-4-(2-nitrophenyl)-4H-pyran)- 3-carboxylate is synthesized via one-pot multi-component reaction at room temperature using commercially available urea as inexpensive and environmentally benign organo-catalyst and its crystal structure is determined by X-ray technique. The crystals are monoclinic, sp. gr. C2/c, a = 12.3069(8) Å, b = 9.7023(7) Å, c = 24.812(2) Å, β = 94.862(6)°, Z = 8. The dihedral angle between pyran and phenyl rings is 87.8(1)°; the pyran ring is almost planar The dihedral angle between the mean planes of phenyl ring and nitro group is 44.4(2)°. The crystal structure is stabilized by N?H···N and N?H···O hydrogen bonds. In addition, C?H···π interactions are also observed in the crystal structure.     

Synthesis and crystal structure of bis[2-[N-(2-chlorophenyl)formimidayl]-1-naphtholato]-(6Cl)copper(II)

The title compound, bis[2-[N-(2-chlorophenyl)formimidayl]-1-naphtholato]-(6Cl) copper(II), [Cu(C₁₇H₁₁NOCl)₂] (1) was synthesized and its crystal structure was determined. The Compound 1 is monoclinic, space group P2 ₁/c with a = 9.146(3) Å, b = 18.724(3) Å, c = 16.230(2) Å, β = 96.46(1)°, V = 2761.8(11) ų, Z = 4, D _c = 1.503 g cm^?3, μ(Mo Kα) = 1.020 mm^?1, R = 0.0606 for 2361 reflections [I > 2σ(I)]. In the title compound, the Cu atom is coordinated by an N₂O₂ donor set from the imine-phenol ligand in a slightly distorted square planar coordination geometry, with the two phenolate O atoms being deprotonated. The Cu–O bond lengths are 1.878(4) and 1.889(4) Å, the Cu–N bond lengths are 1.980(5) and 1.985(5) Å. The angles O1–Cu–N1 and O2–Cu–N2 are 90.96(19) and 90.72(19)°, respectively.     

Crystal Structure of 3′-(4-Methoxyphenyl)-2-Phenyl-4′-(4-Ethoxyphenyl)-1,2-Dihydro-4H,4′H-Spiro [Isoquinoline-3,5′-Isoxazol]-4-One

The title compound, 3′-(4-methoxyphenyl)-2-phenyl-4′-(4-ethoxyphenyl)-1,2-dihydro-4H,4′H-spiro[isoquinoline-3,5′-isoxazol]-4-one was synthesized from the reaction of dipolarophile with p-methoxybenzadoxime in the presence of sodium hypochlorite in chloroform solution. The structure of the synthesized compound was determined by IR, ¹H NMR, mass spectroscopic data, ¹³C NMR spectroscopy, elemental analysis and X-ray crystallography. The structure was solved in monoclinic, space group C2/c with a = 21.941 (4), b = 17.233 (3), c = 15.404 (3) Å, β = 122.193 (2), V = 4928.9 (16) Å³, Z = 8 and with R_int = 0.154. The geometry of the title compound showed that the piperidine ring adopts a half-chair conformation. In the crystal structure, molecules are linked by C–H···O and C–H···N contacts. Weak C–H···π interactions plays an important role in stabilizing the supramolecular structure.     

Three-Six-Membered Rings with Diverse Conformations in the Structure of 9-(4-Methoxyphenyl)-3,3-Dimethyl-10-(4-Methylphenyl)-1,2,3,4,5,6,7,8,9,10-Decahydroacridin-1,8-Dione

Abstract  

The crystal structure of 9-(4-methoxyphenyl)-3,3-dimethyl-10-(4-methylphenyl)-1,2,3,4,5,6,7,8,9,10- decahydroacridin-1,8-dione is determined by X-ray diffraction at 153(2) K. The title compound 1, C₂₂H₂₁N₅O₆, is triclinic, space group P-1, a = 9.6382(15) ?, b = 11.5847(15) ?, c = 12.4722(11) ?, α = 66.075(9)°, β = 70.176(9)°, γ = 85.800(13)°, Z = 2, V = 1194.1(3) ?³. It is interesting that the central pyridine ring of the acridine moiety is slightly distorted and adopts a boat conformation. The outer six-membered ring with two methyl groups adopts half-chair conformation, while another outer partially saturated six-membered ring adopts distorted boat form. In addition, the un-classical hydrogen bonds of C–H···O link the molecules forming polymers in the crystals.     

Inter- and Intra-Molecular Hydrogen Bonding in Bis(2-amino-5-fluoro-3-methylphenyl)disulfide

Abstract  Bis(2-amino-5-fluoro-3-methylphenyl)disulfide was obtained by oxidation of 2-amino-5-fluoro-3-methylbenzenethiol and was characterized by elemental analysis, IR and ¹H-NMR spectroscopy. The X-ray structure was determined. Crystal data: C₁₄H₁₄N₂F₂S₂: Monoclinic, P2₁ /n, a = 11.8268(3), b = 9.5770(3), c = 12.3977(3) ?, β = 98.079(2)°, V = 1390.29(7) ?, Z = 4. The supramolecular structure arises because the NH₂ groups form three center S···H···F hydrogen bonds and two center N–H···F and N–H···S hydrogen bonds. Index Abstract  Inter- and Intra-Molecular Hydrogen Bonding in Bis(2-amino-5-fluoro-3-methylphenyl)disulfide J. E. Drake¹, M. B. Hursthouse², M. E. Light², R. Maheshwari³, K.G. Ojha³, R. Ratnani^3* Bis(2-amino-5-fluoro-3-methylphenyl)disulfide is linked into a three-dimensional frame work by a combination of intermolecular N–H···F and N–H···N and intramolecular N–H···S hydrogen bonds. The supramolecular structure arises because the NH₂ groups form three center S···H···F hydrogen bonds and two center N–H···F and N–H···S hydrogen bonds.      

The structures of N-(t-butoxycarbonyl)-3-methylbenz[f]indole and N-benzenesulfonyl-4-bromo-3-methylbenz[f]indole

N-(t-butoxycarbonyl)-3-methylbenz[f]indole,1, C₁₈H₁₉NO₂, crystallizes in orthorhombic space groupPna2₁ witha=6.0338(2),b=24.839(4),c=10.2481(7) Å,V=1535.9(3) ų,Z=4. The structure was refined toR=0.051 for 2007 observed reflections. The benz[f]indole ring system is nearly planar, exhibiting mean deviation of 0.048 Å. The ester plane of thet-butoxycarbonyl substituent is nearly coplanar with the benz[f]indole ring system, forming a C?N?C=O torsion angle with magnitude 10.6(5)⁰.N-benzenesulfonyl-4-bromo-3-methyl-benz[f]indole,2, C₁₉H₁₄BrNO₂S crystallizes in triclinic space groupP?1 witha=8.1400(5),b=10.0587(8),c=10.8863(7) Å, α=89.927(7), β=110.495(5), γ=96.846(6)⁰,V=828.2(3) ų,Z=2. The structure was refined toR=0.050 for 2653 observed reflections. The benz[f]indole ring system is nearly planar, with mean deviation 0.016 Å, and forms a dihedral angle of 80.93(9)⁰ with the phenyl plane.     

Two diastereomers of 2-[[β-(N-phenylamino)-α-methylphenethyl]-methylamino]-N,N-dimethylacetamide

The structures of two diastereomers ((1R,2R) and (1R,2S)) of the title compound have been determined. The molecular conformation of the (1R,2R) isomer is heavily influenced by strong intramolecular hydrogen bonding between the secondary and tertiary amine groups (N(1)…N(2) 2.629(8) Å; N(4)…N(5) 2.628(8) Å). In the (1R,2S) isomer no intramolecular interaction is observed, but somewhat weaker intermolecular hydrogen bonding does occur between the secondary amine and the carbonyl group of a neighboring molecule (N(1)…O(1) 2.960(6) Å) related by a 2₁ screw operation along thea-axis (x1/40). No close intermolecular contacts are observed for the (1R,2R) isomer. Crystal data for (1R,2R); monoclinic,P2₁ (No. 4),a=18.588(5),b=16.743(4),c=6.062(1) Å, β=97.26(2)^o,V=1871.5(8) A³, Z=4,D _cale=1.16 g/cm³. Crystal data for (1R,2S): orthorhombic,P2₁2₁2₁ (No. 19),a=8.008(2),b=9.985(3),c=23.458(5)Å,V=1875.8(6) ų, Z=4,D _cale=1.15 g/cm³.     

Molecular structure of (±)-5-benzylamino-endo-tricylo[5.2.1.02,6]dec-4-en-3-one

The crystal and molecular structure of (±)-5-benzylamino-endo-tricyclo[5.2.1.0^2.6]dec-4-en-3-one is described. The X-ray analysis revealed that the reduction of the norbornene double bond is an important process in the irradiation of the used enaminones. The structure was solved by direct methods and refined by least squares methods toR ₁=0.0468 for 2070 reflections (withI>2σ(I). Crystal data: C₁₇H₁₉NO, Orthorhombic, space groupPbcn, a=40.695 (1),b=6.6928 (1),c=10.2378(4)Å,V=2788.44(14)ų,Z=8.