The Simultaneous Presence of Different Varieties of Intermolecular Hydrogen Bonds in a New Layer-Type Anionic Host Lattice Built of Thiourea,Fumaric Acid and Fumarate Anion

A new inclusion complex (n-C₄H₉)₄N⁺C₄H₃O ₄ ^?  · C₄H₄O₄ · (NH₂)₂CS has been prepared and characterized by X-ray crystallography. Crystal data: space group P \( \overline 1 \), a = 8.799(2) Å, b = 9.590(1) Å, c = 18.684(4) Å, α = 89.63(1)°, β = 79.56(1)°, γ = 79.74(1)°, V = 1525.2(5) ų, Z = 2, R ₁ = 0.0562 and wR = 0.1033. In the title compound, thiourea molecules, fumaric acid and fumarate anions are joined together by typical O–H···O, N–H···O and N–H···S, plus weak C–H···O and C–H···S, hydrogen bonds to generate a hydrogen-bonded layer corresponding to the (100) family of planes. The tetra-n-butylammonium cations are orderly arranged in a sandwich-like packing mode between the stacked layers. The simultaneous presence of different varieties of intermolecular hydrogen bonds is an interesting feature of the title compound.     

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.     

Crystal structure of 2-(thiophen-2-yl)-1-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)ethenyl]benzamide : <Emphasis Type="Italic">N</Emphasis>,<Emphasis Type="Italic">N</Emphasis>-dimethylformamide (1 : 1)

The title compound, 2-(thiophen-2-yl)-1-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)ethenyl] benzamide:N,N-dimethylformamide (1: 1), (C₁₅H₁₁N₃O₂S₂ · C₃H₇NO), was synthesized, and its structure was established by spectral analysis and X-ray diffraction studies. The compound crystallizes in the monoclinic space group P2₁/n with a = 10.8714(7), b = 9.0497(5), c = 19.8347(13) Å, β = 91.093(5)°, Z = 4. The crystal structure is stabilized by N–H···S, C–H···O and N–H···O hydrogen bonds. The π···π interactions are also observed between the rings.     

Synthesis and Crystal Structure of a Four-coordinated Cobalt Complex with 1-Methylbenzimidazole

A four-coordinated complex, L₂Co(NCO)₂, (L = 1-methylbenzimidazole) has been synthesized and characterized by IR spectroscopy, elemental analyses, and single crystal X-ray diffraction. The crystal is monoclinic, a = 14.522(2) Å, b = 14.610(2) Å, c = 8.6850(13) Å, β = 92.037(3)°, Z = 4, sp. gr. P2₁/c. Bond lengths Co–N(L) are equal to 2.0165(16) and 2.0174(15) Å, Co–O(NCO) are 1.944(2) and 1.945(2) Å. Intermolecular C–H···O, C–H···N, and C–H···π interactions link the molecules into three-dimensional networks in the crystal.     

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.     

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.     

Crystal Structure of Ethyl 6-Amino-5-cyano-4-(4-fluorophenyl)- 2,4-dihydropyrano[2,3-<Emphasis Type="Italic">c</Emphasis>]pyrazole-3-carboxylate

Ethyl 6-amino-5-cyano-4-(4-fluorophenyl)-2,4-dihydropyrano[2,3-c]pyrazole-3-carboxylate was synthesized based on a commercially available trisodium citrate dihydrate as an inexpensive and eco-friendly catalyst for the first-time via one-pot tandem Knoevenagel-cyclocondensation of malononitrile, 4-f luorobenzaldehyde and in situ generated ethyl 5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate in aqueous ethanol at room temperature and its crystal structure is determined by X-ray structure analysis. The crystals are triclinic, sp. gr. \(P\bar 1\), a = 8.7914(7) Å, b = 11.3632(8) Å, c = 11.4005(9) Å, α = 62.278(7)°, β = 71.099(7)°, γ = 80.856(6)°, Z = 2, R = 0.0544 for 2491 observed ref lections. Pyran and pyrazole rings are almost coplanar and phenyl ring is almost perpendicular to these two rings. Pyran ring adopts boat conformation. The crystal structure is stabilized by N–H···N, N–H···O, C–H···F, and C–H···π hydrogen interactions. In addition, a number of weak π···π interactions also contribute to stabilize the crystal structure.     

Structure of (2<Emphasis Type="Italic">E</Emphasis>)-Ethyl 2-((4-(cyanomethoxy)benzylidene)hydrazono)-3,4-dimethyl-2,3-dihydrothiazole-5-carboxylate Studied by X-ray and DFT Calculations

The molecular structure of (2E)-ethyl 2-((4-(cyanomethoxy)benzylidene)hydrazono)-3,4-dimethyl-2,3-dihydrothiazole-5-carboxylate was determined using X-ray diffraction. The crystals are triclinic: sp. gr. P1; Z = 2; the unit cell parameters a = 8.4747(7) Å, b = 8.9382(8) Å, c = 11.9913(10) Å. The title compound has two C–H···O type intramolecular hydrogen bonds, one C–H···O and one C–H···N type intermolecular hydrogen bonds. For theoretical calculations, the molecular structure was investigated by DFT/B3LYP method with 6-311G(d) and 6-311G(d, p) basis sets. The calculated and experumental results (bond lenghts, bond angles, and dihedral angles) were compared with each other. Total energy, dipole moment, and mulliken atomic charges were calculated using two different basis sets.     

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.     

Stereoselective Synthesis and X-Ray Structure Determination of Labeled [1, 2, 3-<Superscript>13</Superscript>C<Subscript>3</Subscript>]-1-(Phenylsulfinyl)-3-Benzyloxyacetone

[1,2,3-¹³C₃]-1-(Phenylsulfinyl)-3-benzyloxyacetone, C₁₆H₁₆O₃S, (3) has been synthesized and its crystal structure has been determined by a single-crystal X-ray diffraction analysis. The X-ray diffraction study revealed that compound 3 crystallizes in the monoclinic crystal system in the acentric space group Pc, with cell constants at T = 100 K: a = 16.073(5), b = 5.5079(16), c = 7.949(2) Å, β = 100.221(4)^°, V = 692.6(3) ų, Z = 2, d _calc = 1.383 g/cm³. Compound 3 contains the chiral tetravalent three-coordinated sulfur atom, which has a distorted tetrahedral configuration with a lone electron pair occupying one of the tetrahedron vertices. In the crystal, the molecules are packed in stacks along the b axis; the stacks consist of the molecules of the same chirality. Furthermore, the stacks of the molecules of the opposite chirality alternate along the c axis. The molecules in neighboring stacks are arranged by head-to-tail orientations. There are no short intermolecular contacts in the crystal of 3.     

Crystal Structures of Diphosphinated Chromium Fischer Amino Carbenes

The crystal structures of four new diphosphinated chromium Fischer amino carbenes with the compositions fac-[(P-P)(CO)₃Cr=C(NR₂′)(R)] (R = Me, NR₂′ = pyrrolidino, P-P = dppe, 1; R = Me, NR₂′ = pyrrolidino, P-P = dppp, 2; R = Me, R′ = Me, P-P = dppe, 3; R = Me, R′ = Me, P-P = dppp, 4) have been determined at 243 K. Compound 1 crystallizes in the monoclinic system, space group P2₁ /n with a = 12.1597(11) Å, b = 20.1556(17) Å, c = 14.0557(12) Å, β = 114.163(3)°, V = 3143.0(5) Å³, and Z = 4. Compound 2 crystallizes in the triclinic system, space group P ? 1 with a = 7.4424(3) Å, b = 10.8830(5) Å, c = 20.6040(9) Å, α = 100.9880(10)°, β = 91.7650(10)°, γ = 97.6610(10)°, V = 1620.90(12) Å³, and Z = 2. Compound 3 crystallizes in the monoclinic system as a mono-solvate of d⁵-pyridine, space group P2₁ /c with a = 11.485(2) Å, b = 22.825(5) Å, c = 14.092(3) Å, β = 108.53(3)°, V = 3502.7(12) Å³, and Z = 4. Compound 4 crystallizes in the orthorhombic system, space group P2 ₁ 2 ₁ 2 ₁ with a = 8.359(3) Å, b = 15.364(6) Å, c = 23.784(9) Å, V = 3055(2) Å³, and Z = 4. Steric repulsions with the diphosphine ligand favor a conformation with the amino moiety directed away from the diphosphine backbone in 1–4.     

Hydrogen Bonding Network Assembled with 2-Amino-3-hydroxypyridium and Isonicotinate-N-oxide

The crystal structure of the compound (C₅H₇N₂O)·(C₆H₄NO₃)·H₂O (1) consisting of 2-amino-3-hydroxypyridium, isoniconate-N-oxide and lattice water was characterized by single-crystal X-ray diffraction analysis: monoclinic, P2₁/c, a = 9.6905(8), b = 6.0040(4), c = 21.039(2) Å, β = 101.062(8)°, V = 1201.34(18) Å³, Z = 4. In 1, the deprotonated isoniconate-N-oxide, the protonated 2-amino-3-hydroxypyridium and the lattice water are linked by a series of classical hydrogen bonds to form 2-D layer. Then, these 2-D sheets assemble to a 3-D network via weak hydrogen bonds.     

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.     

Synthesis and Crystal Structure of μ-oxo-bis[(octaethyloxoporphinato)iron(III)] Tetrafluoroborate

Exposure of dichloromethane solution of [OEOPFe(BF₄)], where OEOP is the monoanion of octaethyloxoporphyrin, to dioxygen results in its transformation into the μ-oxo bridged compound, [(OEOPFe)₂O)](BF₄)₂. The molecular structure of the title compound, [(OEOPFe)₂O](BF₄)₂, was determined by single-crystal X-ray diffraction. It contains a binuclear centrosymmetric [(OEOPFe)₂O]²⁺ cation (the bridging O atom lies on an inversion centre) and two tetrafluoroborate anions. The Fe atom is five-coordinate to four N atoms of the porphyrin ring and to one bridging O atom. The compound is characterized by an average Fe–N bond length of 2.064 Å. The Fe–O bond distance is 1.7665(11) Å and the Fe–O–Fe bond angle is 180.0° and the two porphyrin rings are parallel. Crystal data: crystal system, monoclinic, a = 8.867(3), b = 26.104(9), c = 15.748(6) Å, β = 105.40(3)°, space group, P2₁/c, V = 3514(2) Å³, Z = 2.     

Synthesis,Crystal Structure,and Free Radical Scavenging Activity of 4-Aminopyridinium 3,5-Dinitrobenzoate

The crystal structure of 4-aminopyridinium 3,5-dinitrobenzoate, C₁₂H₁₀O₆N₄, has been determined by single-crystal X-ray diffraction technique. The title compound crystallizes in the monoclinic sp. gr. P21/n with the unit cell parameters: a = 7.4726(3) Å, b = 23.0898(9) Å, c = 8.0744(4) Å, V = 1338.64(10) ų, Z = 4. The asymmetric unit of the compound consists of one 3,5-dinitrobenzoate anion and 4-aminopyridine cation. The adjacent anions and cations are linked through two N?H···O hydrogen bonds, N2?H2A···O5 and N₂?H2B···O6, to form an infinite chain of anions and cations, extended along the [010] direction.     

X-Ray Crystal Structure of <Emphasis Type="Italic">trans</Emphasis>-PdCl<Subscript>2</Subscript>(PPh<Subscript>2</Subscript>C<Subscript>12</Subscript>H<Subscript>7</Subscript>S<Subscript>3</Subscript>)<Subscript>2</Subscript>, a New Morphology

Herein we report the crystal structure of trans-PdCl₂(PPh₂C₁₂H₇S₃)₂, 1, in a different morphology than has previously been reported [Stott et al. (Dalton Trans (4):652–653, 2005]. This structure crystallizes in a P-1 space group with a = 9.4249(19) Å, b = 11.540(2) Å, c = 12.559(3) Å, α = 79.07(3)°, β = 78.04(3)°, γ = 69.44(3)°, Z = 1. The earlier structure possessed a P2₁/n space group. Additionally the terthienyl moieties of 1 demonstrate the anti orientation exclusively while the P2₁/n space group structure has some syn and even syn/anti mixed geometries included.     

Synthesis,antityrosinase activity of curcumin analogues,and crystal structure of (1<Emphasis Type="Italic">E</Emphasis>,4<Emphasis Type="Italic">E</Emphasis>)-1,5-bis(4-ethoxyphenyl)penta-1,4-dien-3-one

Five derivatives of curcumin analogue (R = OCH₂CH₃ (1), R = N(CH₃)₂ (2), R = 2,4,5-OCH₃ (3), R = 2,4,6-OCH₃ (4), and R = 3,4,5-OCH₃ (5)) were synthesized and characterized by ¹H NMR, FT-IR and UV–Vis spectroscopy. The synthesized derivatives were screened for antityrosinase activity, and found that 4 and 5 possess such activity. The crystal structure of 1 was determined by single crystal X-ray diffraction: monoclinic, sp. gr. P2₁/c, a = 17.5728(15) Å, b = 5.9121(5) Å, c = 19.8269(13) Å, β = 121.155(5)°, Z = 4. The molecule 1 is twisted with the dihedral angle between two phenyl rings being 15.68(10)°. In the crystal packing, the molecules 1 are linked into chains by C?H···π interactions and further stacked by π···π interactions with the centroid–centroid distance of 3.9311(13) Å.     

Synthesis,Crystal Structure and Spectral Properties of [Fe<Subscript>3</Subscript>(2,2′-bipy)<Subscript>6</Subscript>(ox)<Subscript>3</Subscript>]·12.25H<Subscript>2</Subscript>O Complex

A novel iron (II) complex of formula [Fe₃(2,2′-bipy)₆(ox)₃]·12.25H₂O (2,2′-bipy = 2,2′-bipyridine, ox = oxalate) has been prepared and structurally characterized by X-ray crystallography. In the complex, the metal atoms are six-coordinated in distorted octahedral environment. In the complex [Fe(ox)₃]^4? anions and water molecules are linked together into 1D chain structure by hydrogen interaction. The red crystal of the complex is monoclinic, space group P2₁/c, with a = 22.932(6) Å, b = 13.715(4) Å, c = 22.493(6) Å, β = 93.177(5)°, and V = 7063(3) Å³ with Z = 4.     

Molecular and Crystal Structure of 2-{(<Emphasis Type="Italic">E</Emphasis>)-[(5-Chloro-2-methoxyphenyl)imino]methyl}-4-nitrophenol

The molecular structure of the title compound, C₁₄H₁₁ClN₂O₄, was determined by single crystal X-ray diffraction. The compound crystallizes in the monoclinic sp. gr. P2₁/c with Z = 4. The title compound, C₁₄H₁₁ClN₂O₄, is a Schiff base which adopts the phenol-imine tautomeric form in the solid state.The molecule is almost planar and the dihedral angle between the planes of two aromatic ring is 2.2(1)°. The molecular structure is stabilized by intramolecular O–H···N hydrogen bond which generates a six-membered ring. In the crystal structure, the molecules are linked together by intermolecular C–H···O interactions.     

Synthesis,structural characterization,and DFT calculations of 3-buthyl-4-(3-methyl-3-mesitylcyclobut-1-yl)-1,3-thiazole-2(3<Emphasis Type="Italic">H</Emphasis>)-thione

The title compound, C₂₁H₂₉NS₂, has been synthesized and its crystal structure has been determined from single crystal X-ray diffraction data. Crystals are monoclinic, a = 11.4923(8), b = 13.1842(7), c = 14.6583(8) Å, β = 109.983(6)°, sp. gr. P2₁/c, Z = 4. Mesityl and thiazole groups are in cis positions with respect to the cyclobutane ring. The cyclobutane ring is puckered, with a dihedral angle of 26.6(2)° between the two three-atom planes. The crystal structure involves one weak intermolecular C–H···S hydrogen-bond. The molecular geometry was also optimized using density functional theory (DFT/B3LYP) method with the 6-311G(d, p) basis set in ground state. Geometric parameters (bond lengths, bond angles and torsion angles) and vibrational assignments have been calculated theoretically and compared with the experimental data.