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6-Chloro-1-({[(2E)-2-methyl-3-phenyl-prop-2-en-1-yl]-oxy}meth-yl)-1,2,3,4-tetra-hydro-quinazoline-2,4-dione.

ABSTRACT: In the title compound, C(19)H(17)ClN(2)O(3), the conformation about the ethyl-ene bond [1.333?(2)?Å] is E. The ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.032?Å) and their mean plane forms a dihedral angle of 13.89?(7)° with the terminal phenyl ring; the mol-ecule has an open conformation as these substituents are directed away from each other. In the crystal, centrosymmetrically related mol-ecules are connected via N-H?O hydrogen bonds between the amide groups, leading to eight-membered {?HNCO}(2) synthons. These are consolidated into a three-dimensional architecture by C-H?O, C-H?? and ?-? inter-actions [ring centroid(N(2)C(4))?centroid(C(6)) distance = 3.5820?(11)?Å].

SUBMITTER: El-Brollosy NR

PROVIDER: S-EPMC3379352 | biostudies-other | 2012 Jun

REPOSITORIES: biostudies-other

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6-Chloro-1-({[(2E)-2-methyl-3-phenyl-prop-2-en-1-yl]-oxy}meth-yl)-1,2,3,4-tetra-hydro-quinazoline-2,4-dione.

El-Brollosy Nasser R NR Attia Mohamed I MI El-Emam Ali A AA Ng Seik Weng SW Tiekink Edward R T ER

Acta crystallographica. Section E, Structure reports online 20120519 Pt 6

In the title compound, C(19)H(17)ClN(2)O(3), the conformation about the ethyl-ene bond [1.333 (2) Å] is E. The ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.032 Å) and their mean plane forms a dihedral angle of 13.89 (7)° with the terminal phenyl ring; the mol-ecule has an open conformation as these substituents are directed away from each other. In the crystal, centrosymmetrically related mol-ecules are connected via N-H⋯O hydrogen bonds between the amid ...[more]

PMID: 22719550

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6-Methyl-1-({[(2E)-2-methyl-3-phenyl-prop-2-en-1-yl]-oxy}meth-yl)-1,2,3,4-tetra-hydro-quinazoline-2,4-dione.

Project description:In the title compound, C(20)H(20)N(2)O(3), the ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.024?Å), and this plane is almost orthogonal to the terminal phenyl ring [dihedral angle = 82.87?(7)°]. The conformation about the ethyl-ene bond [1.335?(2)?Å] is E and there is a significant twist between this residue and the adjacent phenyl ring [C-C-C- torsion angle = -48.4?(3)°]. The crystal structure features centrosymmetric dimeric units linked by pairs of N-H?O hydrogen bonds between the amide groups which lead to eight-membered {?HNCO}(2) synthons. These are consolidated into a three-dimensional architecture by C-H?O, C-H?? and ?-? inter-actions [centroid-centroid distances = 3.5087?(8) and 3.5645?(9)?Å].

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Project description:In the mol-ecule of the title compound, C24H19ClN2O, the terminal quinolinyl residues are close to perpendicular to each other [dihedral angle 83.72?(4)°]. The quinolinyl residues are connected by and inclined to the prop-2-en-1-one bridge, with the Car-Car-C-C (ar = aromatic) torsion angles being 71.01?(17) and 20.6?(2)°. The crystal structure features phen-yl-carbonyl C-H?O inter-actions and ?-? inter-actions between centrosymmetrically related quinolinyl residues [3.5341?(10) and 3.8719?(9)?Å], which together lead to a three-dimensional architecture.

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2,4-Dioxo-1-(prop-2-yn-yl)-1,2,3,4-tetra-hydro-pyrimidine-5-carbaldehyde.

Project description:In the crystal structure of the title compound, C(8)H(6)N(2)O(3), the mol-ecules are linked by a pairs of inter-molecular N-H⋯O hydrogen bonds, forming inversion dimers. The aldehyde group is in the same plane as the pyrimidine ring [with a maximum deviation of 0.083 (2) Å for the O atom), and the linear propargyl group [C-C-C = 178.99 (19)°] makes a dihedral angle of 74.36 (13)° with the ring.

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(2E)-3-(6-Chloro-2-meth-oxy-quinolin-3-yl)-1-(2,4-di-methyl-quinolin-3-yl)prop-2-en-1-one.

Project description:The mol-ecule of the title compound, C24H19ClN2O2, is bent, with the dihedral angle between the terminal quinoline ring systems being 63.30?(5)°. The quinolinyl residues are connected by an almost planar prop-2-en-1-one bridge (r.m.s. deviation = 0.022?Å), with the dihedral angles between this plane and the appended quinolinyl residues being 75.86?(7) and 38.54?(7)°. The C atom of the meth-oxy group is close to coplanar with its attached ring [deviation = 0.116?(2)?Å]. In the crystal, a three-dimensional architecture is constructed by meth-yl-carbonyl C-H?O inter-actions and ?-? inter-actions between centrosymmetrically related quinolinyl residues [centroid-to-centroid separations 3.5341?(10) and 3.8719?(9)?Å].

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(2E)-1-(3-Chloro-phen-yl)-3-phenyl-prop-2-en-1-one.

Project description:In the title compound, C(15)H(11)ClO, the dihedral angle between the mean planes of the benzene ring and the chloro-substituted benzene ring is 48.8 (3)°. The dihedral angles between the mean plane of the prop-2-ene-1-one group and the mean planes of the 3-chloro-phenyl and benzene rings are 27.0 (4) and 27.9 (3)°, respectively. In the crystal, weak inter-molecular C-H⋯π-ring inter-actions occur.

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(2E)-1-(2,4-Dimethyl-quinolin-3-yl)-3-phenyl-prop-2-en-1-one.

Project description:Two independent mol-ecules comprise the asymmetric unit of the title compound, C20H17NO, which differ in the orientation of the terminal phenyl ring with respect to the quinoline ring [the dihedral angles are 75.72?(11) and 84.53?(12)° for the two mol-ecules]. The conformation about each of the ethyl-ene bonds [1.329?(3) and 1.318?(3)?Å] is E. The crystal structure features a combination of C-H?N, C-H?? and ?-? contacts [inter-centroid between the phenyl ring and the quinoline benzene ring is 3.6024?(19)?Å], generating a three-dimensional network.

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