Bioactive phenylpropanoid glycosides from Tabebuia avellanedae.

Three novel phenylpropanoid glycosides 2, 5, 6 were isolated from water extract of Tabebuia avellanedae, together with three known phenylpropanoid glycosides 1, 3, 4. All compounds were identified on the basis of spectroscopic analysis and chemical methods and, for known compounds, by comparison with published data. All isolated compounds showed strong antioxidant activity in the DPPH assay, and compound 5 give the highest antioxidant activity among all compounds, with an IC₅₀ of 0.

3,5-Dimethyl-pyrazolium 3,5-dinitro-salicylate.

In the title mol-ecular salt, C(5)H(9)N(2) (+)·C(7)H(3)N(2)O(7) (-), the roughly planar anion (r.m.s.

Bis(2-methyl-1H-benzimidazol-3-ium) naphthalene-1,5-disulfonate.

The asymmetric unit of the title compound, 2C(8)H(9)N(2) (+)·C(10)H(6)O(6)S(2) (2-), contains a 2-methyl-benzimidazolium cation and one half of a naphthalene-1,5-disulfonate anion. The formula unit is generated by an inversion center. In the crystal, N-H⋯O hydrogen bonds link the components into chains along [001].

3,5,3',5'-Tetra-methyl-4,4'-bi(1H-pyrazol-yl) hemihydrate.

In the title compound, C(10)H(14)N(4)·0.5H(2)O, the amino H atom of one of the two pyrazole rings is disordered over its two N atoms in a 1:1 ratio. The pyrazole rings are aligned at 60.

3,3'-(Piperazine-1,4-diium-1,4-di-yl)di-propionate dihydrate.

During the recrystallization of 3-[4-(2-carb-oxy-eth-yl)piperazin-1-yl]propionic acid, the carb-oxy-lic acid H atoms were transferred to the piperazine N atoms, forming the title compound, C(10)H(18)N(2)O(4)·2H(2)O, in which the zwitterion lies about an inversion center. In the crystal, bifurcated N-H⋯(O,O) hydrogen bonds connect the zwitterions into a two-dimensional framework parallel to (-102) forming R(4) (4)(30) rings. O-H⋯O hydrogen bonds involving the solvent water mol-ecules connect the two-dimensional framework into a three-dimensional network.

Poly[diammonium [(μ(4)-butane-1,2,3,4-tetra-carboxyl-ato)zincate] tetra-hydrate].

In the title compound, {(NH(4))(2)[Zn(C(8)H(6)O(8))]·4H(2)O}(n), the asymmetric unit contains one ammonium cation, half of a butane-1,2,3,4-tetra-carboxyl-ate anion, one Zn(2+) cation and two water mol-ecules. The butane-1,2,3,4-tetra-carboxyl-ate ligand is located about an inversion centre at the mid-point of the central C-C bond. The Zn(2+) cation is situated on a twofold rotation axis and is surrounded by four O atoms from four symmetry-related butane-1,2,3,4-tetra-carboxyl-ate anions in a distorted tetra-hedral environment.

3-(Phenyl-carbamoyl)acrylic acid.

In the title compound, C(10)H(9)NO(3), the dihedral angle between the phenyl ring and the amide group is 10.8 (2)°. The C=O and O-H bonds of the carboxyl group adopt an anti orientation and an intra-molecular O-H⋯O hydrogen bond closes an S(7) ring.

Bis(1H-benzimidazol-1-yl)methane monohydrate.

In the title compound, C(15)H(12)N(4)·H(2)O, the organic mol-ecule displays approximate non-crystallographic twofold symmetry: the dihedral angle between the benzimidazole ring systems is 81.37 (12)°. In the crystal, the components are linked by O-H⋯N hydrogen bonds, forming chains propagating in [101].

3-Carb-oxy-2-(2-cyclo-propyl-amino-4-methyl-pyridinium-3-yl-amino)-pyridinium dinitrate dihydrate.

The two benzene rings in the cation of the title compound, C(15)H(18)N(4)O(2) (2+)·2NO(3) (-)·2H(2)O, are almost perpendicular [dihedral angle = 91.6 (2)°]. In the crystal, the components are linked by O-H⋯O, N-H⋯O and C-H⋯O hydrogen bonds.

Bis(benzimidazol-1-yl)methane dihydrate.

The bis-(benzimidazol-1-yl)methane mol-ecule of the title compound, C(15)H(12)N(4)·2H(2)O, displays a trans conformation with a twofold axis running through the methylene C atom. Two adjacent water mol-ecules are bonded to this mol-ecule through O-H⋯N hydrogen bonds, forming a trimer. Adjacent trimers are connected together via C-H⋯O inter-actions, forming a chain running along the b-axis direction.

2-Methyl-1H-benzimidazol-3-ium hydrogen phthalate.

The asymmetric unit of the title compound, C(8)H(9)N(2) (+)·C(8)H(5)O(4) (-), contains two independent ion pairs. In each 2-methyl-1H-benzimidazolium ion, an intra-molecular O-H⋯O bond forms an S(7) graph-set motif. In the crystal, the components are linked by N-H⋯O hydrogen bonds, forming chains along [210].

5,13-Disulfamoyl-1,9-diazatetracyclo[7.7.1.0.0]heptadeca-2(7),3,5,10,12,14-hexaen-1-ium chloride.

In the title salt, C(15)H(17)N(4)O(4)S(2) (+)·Cl(-), the chloride anion is disordered over two positions with occupancies of 0.776 (6) and 0.224 (6).

3,5-Dimethyl-1H-pyrazole-2-hy-droxy-5-(phenyl-diazen-yl)benzoic acid (1/1).

There are two independent 3,5-dimethyl-pyrazole and two independent 2-hy-droxy-5-(phenyl-diazen-yl)benzoic acid mol-ecules [in which intra-molecular O-H⋯O bonds form S(6) graph-set motifs] in the asymmetric unit of the title compound, C(5)H(8)N(2)·C(13)H(10)N(2)O(3). In the crystal, the components are linked by inter-molecular O-H⋯O, O-H⋯N and N-H⋯O hydrogen bonds, forming four-component clusters. Further stabilization is provided by weak C-H⋯π inter-actions.

Oxonium picrate.

The title compound, H(3)O(+)·C(6)H(2)N(3)O(7) (-), consists of one picrate anion and one oxonium cation. The oxonium cation is located on a crystallographic twofold axis and both its H atoms are disordered, each over two symmetry-equivalent positions with occupancy ratios of 0.75.

Bis[μ-bis-(diphenyl-phosphino)methane-κP:P']bis-[(2,2'-bipyridine-κN,N')copper(I)] bis-(tetra-fluoro-borate).

The centrosymmetric title compound, [Cu(2)(C(10)H(8)N(2))(2)(C(25)H(22)P(2))(2)](BF(4))(2), consists of discrete dinuclear cations and tetra-fluoro-borate anions. The two Cu(I) centers are bridged by the phosphine ligands to form an eight-membered ring. The Cu(I) center exhibits a tetra-hedral coordination as it is chelated by the N-heterocycle.

Poly[μ(4)-succinato-μ(2)-succinato-bis[diamminecopper(II)]].

In the title compound, [Cu(C(4)H(4)O(4))(NH(3))(2)](n), the Cu atom is coordinated by the N atoms of two ammonia mol-ecules and four O atoms from three different succinate ligands in a highly distorted octa-hedral geometry. The Cu atom and the C and O atoms of the succinate ligands lie on a mirror plane. Two adjacent CuO(4)N(2) octa-hedra share one common O-O edge, forming a Cu(2)O(6)N(4) biocta-hedron with a Cu⋯Cu separation of 3.

Erratum: Poly[octa-aquadi-μ-phosphato-trinickel(II)]. Corrigendum.

A correction is made to the name of the first author in Shouwen, Wang, Gao, Wen & Zhou [Acta Cryst. (2008), E64, m259].[This corrects the article DOI: 10.

7-[4-(5,7-Dimethyl-1,8-naphthyridin-2-yl-oxy)phen-oxy]-2,4-dimethyl-1,8-naphthyridine methanol disolvate.

The title compound, C(26)H(22)N(4)O(2)·2CH(3)OH, was synthesized and characterized by (1)H NMR spectroscopy and X-ray structure analysis. There is one half-mol-ecule in the asymmetric unit with a centre of symmetry located at the centre of the benzene ring. The two bridged naphthyridine ring systems are in an anti-parallel orientation.

1,1'-(Butane-1,4-di-yl)diimidazolium dinitrate.

In the title compound, C(10)H(16)N(4) (2+)·2NO(3) (-), the organic cation is located around an inversion centre. The imidazolium ring forms a dihedral angle of 62.7 (3)° with the plane defined by the C atoms of the -(CH(2))(4)- aliphatic linker.

Bis(7-amino-2,4-dimethyl-1,8-naphthyridine)dinitratocadmium(II).

In the title compound, [Cd(NO(3))(2)(C(10)H(11)N(3))(2)], two naph-thyridine ring systems are coordinated to the Cd ion through the two N atoms in a bidentate chelating mode, whereas the remaining coordination sites are occupied by two O atoms from two different nitrate groups to complete the octahedral geometry. Inter-moleular N-H⋯O hydrogen bonds link the mol-ecules to form a one-dimensionnal sheet parallel to the ac plane. Weak slipped π-π stacking involving the naphthyridine ring systems stabilizes the structure.

Poly[octa-aquadi-μ-phosphato-trinickel(II)].

In the title compound, [Ni(3)(PO(4))(2)(H(2)O)(8)](n), which was synthesized hydro-thermally, all the Ni atoms are located in slightly distorted octa-hedral coordination environments. Two phosphate groups and two Ni atoms share a centrosymmetric four-membered ring and an eight-membered ring such that the four-membered ring is inside the eight-membered ring. The eight-membered rings are connected with the other Ni atoms (lying on centres of symmetry) through phosphate anions, generating a one-dimensional chain structure.

Dichloridobis(7-amino-2,4-dimethyl-1,8-naphthyridine-κN,N')cobalt(II) methanol disolvate.

The title compound, [CoCl(2)(C(10)H(11)N(3))(2)]·2CH(3)OH, crystallizes with an elongated Co coordination polyhedron in a very distorted octa-hedral geometry. Both naphthyridine ligands coordinate to the Co atom via two N atoms in a bidentate chelating mode. The remaining coordination sites are occupied by two Cl atoms.