Metal halide coordination compounds with quinazolin-4(3)-one.

Three coordination compounds of quinazolin-4(3)-one (; CHNO) with divalent group 12 halides are reported. In all complexes, coordination occurs the nitro-gen atom to the quinazolinone carbonyl group. In the two chain polymers with composition [ ()], .

Synthesis, crystal structure and Hirshfeld surface analysis of (1-benzimidazol-2-yl)(morpholin-4-yl)methane-thione.

The title compound, CHNOS, was synthesized the Willgerodt-Kindler method. The benzimidozole moiety is essentially planar (r.m.

Crystal structure and Hirshfeld surface analysis of 3-methyl-4-oxo--phenyl-3,4-di-hydro-quinazoline-2-carbo-thio-amide.

The asymmetric unit of the title compound, CHNOS, comprises two mol-ecules ( and ) with similar conformations that differ mainly in the orientation of the phenyl group relative to the rest of the mol-ecule, as expressed by the C-N-C-C torsion angle of 49.3 (3)° for mol-ecule and of 5.4 (3)° for mol-ecule .

Crystal structures of 6-nitro-quinazolin-4(3)-one, 6-amino-quinazolin-4(3)-one and 4-amino-quinazoline hemi-hydro-chloride dihydrate.

The title compounds, 6-nitro-quinazolin-4(3)-one (CHNO; ), 6-amino-quinazolin-4(3)-one (CHNO; ) and 4-amino-quinazolin-1-ium chloride-4-amino-quinazoline-water (1/1/2), (CHN ·Cl·CHN·2HO; ) were synthesized and their structures were determined by single-crystal X-ray analysis. In the crystals of and , the quinazoline mol-ecules form hydrogen-bonded dimers N-H⋯O inter-actions. The dimers are connected by weak inter-molecular C-H⋯N and C-H⋯O hydrogen bonds, forming a layered structure in the case of .

Crystal structure and Hirshfeld surface analysis of bis-(6,7,8,9-tetra-hydro-11-pyrido[2,1-]quinazolin-5-ium) tetra-chlorido-zincate.

The title compound, (CHN)[ZnCl], is a salt with two symmetrically independent, essentially planar heterocyclic cations and a slightly distorted tetra-hedral chloro-zincate dianion. N-H⋯Cl hydrogen bonds link these ionic constituents into a discrete aggregate, which comprises one formula unit. The effect of hydrogen bonding is reflected in the minor distortions of the [ZnCl] moiety: distances between the cation and chlorido ligands engaged in classical hydrogen bonds are significantly longer than the others.

Structural insight from intermolecular interactions and energy framework analyses of 2-substituted 6,7,8,9-tetrahydro-11H-pyrido[2,1-b]quinazolin-11-ones.

The crystal structures of three mackinazolinone derivatives (2-amino-6,7,8,9-tetrahydro-11H-pyrido[2,1-b]quinazolin-11-one at room temperature, and 2-nitro-6,7,8,9-tetrahydro-11H-pyrido[2,1-b]quinazolin-11-one and N-(11-oxo-6,8,9,11-tetrahydro-7H-pyrido[2,1-b]quinazolin-2-yl)benzamide at 100 K) are explored using X-ray crystallography. To delineate the different intermolecular interactions and the respective interaction energies in the crystal architectures, energy framework analyses were carried out using the CE-B3LYP/6-31G(d,p) method implemented in the CrystalExplorer software. In the structures the different molecules are linked by C-H.

()-6-(Furan-2-yl-methyl-idene)-6,7,8,9-tetra-hydro-pyrido[2,1-]quinazoline-11-thione.

A quinazolinthione, CHNOS, was synthesized by the condensation reaction of 6,7,8,9-tetra-hydro-11-pyrido[2,1-]quinazolin-11-thione with furfural. The mol-ecule crystallizes in the monoclinic system ( space group) and has an configuration with respect to the exocyclic C=C bond. In the crystal, mol-ecules are linked through C-H⋯π(furan) inter-actions, forming zigzag chains propagating along the [001] direction.

Unusual formation of ()-11-(amino-methyl-ene)-8,9,10,11-tetra-hydro-pyrido[2',3':4,5]pyrimido[1,2-]azepin-5(7)-one and its crystal structure.

Selective C-formyl-ation of 8,9,10,11-tetra-hydro-pyrido[2',3':4,5]pyrimido[1,2-]-azepin-5(7)-one has been studied for the first time. It was revealed that formyl-ation proceeds by the formation of an inter-mediate salt, which due to the re-amination process on treatment with aqueous ammonia transformed into the corresponding ()-11-(amino-methyl-ene)-8,9,10,11-tetra-hydro-pyrido[2',3':4,5]-pyrimido[1,2-]azepin-5(7)-one, CHNO, as an -isomer. Formyl-ation was carried out by Vilsmeier-Haack reagent and the structure of the synthesized compound was confirmed by X-ray structural analysis, spectroscopic and LC-MS methods.

Synthesis of 2-(2-hydroxyethyl)-1-(2-hydroxyphenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline and pseudosymmetry in its crystal structure.

Natural and synthetic isoquinoline alkaloids display a wide variety of potent biological activities. The title 1-aryl-2-hydroxyethyl-1,2,3,4-tetrahydroisoquinoline, C19H23NO4, crystallizes with two molecules in the asymmetric unit related by pseudo-translation but differing only slightly in conformation. The pseudosymmetry is also reflected in the diffraction pattern.

Crystal structure of 2,3-dimeth-oxy-5,6,7,8,13,13a-hexa-hydro-6a,8-di-aza-indeno-[2,1-b]phenanthrene methanol monosolvate.

The asymmetric unit of the title solvate, C21H22N2O2·CH3OH, contains one methanol solvent mol-ecule and one mol-ecule of the heterocycle that is built up by the fusion of four six-membered rings A, C, D, E and one five-membered ring B. The indole moiety (rings A and B) is essentially planar, with an r.m.

Crystal structure of anagyrine perchlorate.

The title mol-ecular salt, C15H21N2O(+)·ClO4 (-), crystallizes with four cations (A, B, C and D) and four anions in the chiral unit cell (space group P21). The alkaloid was isolated from the aerial parts of Genista Hispanica collected in the Samarkand region of Uzbekistan. Each cation is protonated at the N atom that bridges the alkaloid rings C and D.

[2-(3,4-Di-meth-oxy-phen-yl)eth-yl](3-{N-[2-(3,4-di-meth-oxy-phen-yl)eth-yl]carbamo-yl}prop-yl)aza-nium chloride dihydrate.

The asymmetric unit of the title hydrated salt, C24H35N2O5 (+)·Cl(-)·2H2O, contains one organic cation that has its protonation site at the amine function, one chloride anion and two lattice water mol-ecules. In the crystal, one pair of lattice water mol-ecules and two chloride anions form a four-membered centrosymmetric hydrogen-bond cycle. In addition, O-H⋯O, N-H⋯O and N-H⋯Cl hydrogen bonds involving the N-H groups, the water mol-ecules and the C=O group are observed.

5,7-Dihy-droxy-2-(3-hy-droxy-4,5-dimeth-oxy-phen-yl)-6-meth-oxy-4H-chromen-4-one.

The title compound, C18H16O8, was isolated from the plant Artemisia baldshuanica Krasch et Zarp. The mol-ecule is approximately planar, with the exception of the terminal methyl groups, the C atoms of which devitate from their attached ring planes by 1.243 (5) and 1.

2,3-Dihydro-pyrrolo-[2,1-b]quinazoline-9(1H)-thione.

In the crystal, mol-ecules of the title compound, C(11)H(10)N(2)S, are connected by C-H⋯N inter-actions around threefold axes. Furthermore, they form stacks along the c axis showing π-π inter-actions between pyrimidine rings [centroid-centroid distance = 3.721 (1) Å].

Diaqua-dichloridobis[quinazolin-4(1H)-one-κN(3)]nickel(II).

In the title complex, [NiCl(2)(C(8)H(6)N(2)O)(2)(H(2)O)(2)], the Ni(II) ion is located on an inversion center and is six-coordinated by two N atoms of 1H-quinazolin-4-one ligands, two chloride ions and two water mol-ecules. The water mol-ecules are involved in intra- and inter-molecular O-H⋯O and O-H⋯Cl hydrogen bonding. Inter-molecular N-H⋯O and N-H⋯Cl hydrogen bonds are formed between ligands.

(4-Nitrophenyl)(1,2,3,9-tetrahydro-pyrrolo[2,1-b]quinazolin-3-yl)methanol monohydrate.

In the crystal structure of the title compound, C(18)H(17)N(3)O(3)·H(2)O, the mol-ecules are linked by O-H⋯O and O-H⋯N hydrogen bonds, resulting in a chain along the a axis. The crystal structure is stabilized by weak inter-molecular C-H⋯π (ring) hydrogen bonds and aromatic π⋯π stacking inter-actions [centroid-centroid distance = 3.902 (1) Å] between the pyrimidino rings of the quinazoline system.

Poly[di-μ-chlorido-μ-(1,2,3,9-tetra-hydro-pyrrolo-[2,1-b]quinazolin-9-one-κN:O)-mercury(II)].

In the crystal structure of the title two-dimensional network, [HgCl(2)(C(11)H(10)N(2)O)](n), the asymmetric unit consists of HgCl(2) dumbbells and one mol-ecule of the quinazoline unit. Pseudo-octa-hedrally coordinated Hg(II) cations are chloride-bridged via a crystallographic inversion centre leading to different Hg-Cl bonds (short and long) and linked by other Cl atoms via translation along the a axis. The quinazoline ligands connect the Hg-Cl-Hg-Cl chains by N and O atoms along the b axis, forming the two-dimensional network structure.

2-{2-[2-(1,3-Dioxoisoindol-2-yl)eth-oxy]eth-yl}isoindole-1,3-dione.

In the mol-ecule of the title compound, C(20)H(16)N(2)O(5), the phthalimide fragments are almost planar, with r.m.s.

3-Benzyl-6-(2-chloro-benzo-yl)-1,3-benzoxazol-2(3H)-one.

In the title compound, C(21)H(14)ClNO(3), the benzoxazolone ring system is planar (r.m.s.

Diaqua-dichloridobis[quinazolin-4(1H)-one-κN]copper(II).

In the title complex, [CuCl(2)(C(8)H(6)N(2)O)(2)(H(2)O)(2)], the Cu(II) ion is located on an inversion center and is octahedrally coordinated by two N atoms of the 1H-quinazolin-4-one ligand, two chloride ligands and two aqua ligands. The axial Cu-O distances are significantly longer [2.512 (2) Å], than the Cu-N [2.

catena-Poly[[bis[quinazolin-4(3H)-one-κN]cadmium(II)]-di-μ-chlorido].

The asymmetric unit of the title compound, [CdCl(2)(C(8)H(6)N(2)O)(2)](n), consists of one mol-ecule of the 3H-quinazolin-4-one ligand, one Cd(2+) cation, which is located on a twofold axis, and one chlorido ligand in a general position. The latter bridges metal cations, forming a one-dimensional polymer along the b axis. The Cd⋯Cd distance along the chain is 3.

11-(2-Oxopyrrolidin-1-ylmeth-yl)-1,2,3,4,5,6,11,11a-octa-hydro-pyrido[2,1-b]quinazolin-6-one dihydrate.

In the crystal structure of the title compound, C(17)H(21)N(3)O(2)·2H(2)O, water mol-ecules are mutually O-H⋯O hydrogen bonded and form infinite chains propagating along the b axis. Neighboring chains are linked by the quinazoline mol-ecules by means of O-H⋯O=C hydrogen bonds, forming a two-dimensional network.

(E)-3-Propoxymethyl-idene-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one monohydrate.

The title compound, C(15)H(16)N(2)O(2)·H(2)O, was synthesized via the alkyl-ation of 3-hydroxy-methyl-idene-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one with n-propyl iodide in the presence of sodium hydroxide. The organic mol-ecule and the water mol-ecule both lie on a crystallographic mirror plane. In the crystal structure, inter-molecular O-H⋯O and O-H⋯N hydrogen bonds link the components into extended chains along [100].

6,7,8,9,10,11-Hexahydro-13H-azocino[2,1-b]quinazolin-13-one.

The title compound, C(14)H(16)N(2)O, is a synthetic analogue of quinazolone alkaloids with pyrrilo, pyrido and azopino rings. The quinazolinic part of the mol-ecule is generally planar within 0.037 (3) Å; the eight-membered ring exhibits an inter-mediate conformation between the chair and boat forms as it is typical for cyclo-octene rings.