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1-(6-Chloro-2-methyl-4-phenyl-quinolin-3-yl)-3-(3-methoxy-phen-yl)prop-2-en-1-one.

ABSTRACT: In the title compound, C(26)H(20)ClNO(2), the quinoline ring system is approximately planar with a maximum deviation of 0.028?(2)?Å and forms a dihedral angle of 73.84?(5)° with the phenyl ring. Two neighbouring mol-ecules are arranged into a centrosymmetric dimer through a pair of inter-molecular C-H?Cl inter-actions. A pair of inter-molecular C-H?O hydrogen bonds link two methoxy-phenyl groups into another centrosymmetric dimer, generating an R(2) (2)(8) ring motif. The structure is further stabilized by C-H?? inter-actions.

SUBMITTER: Loh WS

PROVIDER: S-EPMC2979994 | biostudies-literature | 2009

REPOSITORIES: biostudies-literature

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1-(6-Chloro-2-methyl-4-phenyl-quinolin-3-yl)-3-(3-methoxy-phen-yl)prop-2-en-1-one.

Loh Wan-Sin WS Fun Hoong-Kun HK Sarveswari S S Vijayakumar V V Reddy B Palakshi BP

Acta crystallographica. Section E, Structure reports online 20091209 Pt 1

In the title compound, C(26)H(20)ClNO(2), the quinoline ring system is approximately planar with a maximum deviation of 0.028 (2) Å and forms a dihedral angle of 73.84 (5)° with the phenyl ring. Two neighbouring mol-ecules are arranged into a centrosymmetric dimer through a pair of inter-molecular C-H⋯Cl inter-actions. A pair of inter-molecular C-H⋯O hydrogen bonds link two methoxy-phenyl groups into another centrosymmetric dimer, generating an R(2) (2)(8) ring motif. The structure is further st ...[more]

PMID: 21580187

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3-(4-Chloro-phen-yl)-1-(2-methyl-4-phenyl-quinolin-3-yl)prop-2-en-1-one.

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(2E)-1-(6-Chloro-2-methyl-4-phenyl-quinolin-3-yl)-3-(4-chloro-phen-yl)prop-2-en-1-one.

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Project description:In the title compound, C32H21ClN2O, an almost planar (r.m.s. deviation = 0.033?Å) prop-2-en-1-one bridge links quinolinyl and benzoquinolinyl residues; the latter are twisted out of the plane of the bridge [dihedral angles = 75.94?(5) and 20.20?(5)°, respectively]. In the crystal, a three-dimensional architecture arises as a result of C-H?O, C-H?? and ?-? [centroid-centroid distances involving pyridine rings = 3.5806?(7)-3.7537?(7)?Å] interactions.

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

Project description:The title compound, C(16)H(13)ClO(2), adopts an E configuration with respect to the double bond of the propenone unit. The two benzene rings are twisted slightly from each other, making a dihedral angle of 7.14?(5)°. The mol-ecules are arranged in stacks, in which adjacent mol-ecules are related by inversion symmetry and form ?-? inter-actions with a centroid-centroid distance of 3.7098?(6)?Å. C-H?O and C-H?? inter-actions are formed between neighbouring mol-ecules.

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(E)-3-(3-Chloro-phen-yl)-1-(4-methoxy-phen-yl)prop-2-en-1-one.

Project description:The title mol-ecule, C(16)H(13)ClO(2), is trans with respect to the C=C double bond. The dihedral angles between the mean plane of the prop-2-en-1-one unit and those of the 3-chloro- and 4-meth-oxy-substituted benzene rings are 20.93?(9) and 20.42?(10)°, respectively, and the dihedral angle between the mean planes of the two benzene rings is 40.96?(5)°. The crystal structure is stabilized by weak inter-molecular C-H?O hydrogen bonds, forming chains along the b axis.

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(2E)-1-(2-Methyl-4-phenyl-quinolin-3-yl)-3-(3-methyl-thio-phen-2-yl)prop-2-en-1-one.

Project description:In the title compound, C24H19NOS, the quinoline residue (r.m.s. deviation = 0.018?Å) is essentially orthogonal to both the phenyl [dihedral angle = 88.95?(8)°] and 2-thienyl [81.98?(9)°] rings. The carbonyl O atom lies to one side of the quinoline plane, the carbonyl C atom is almost coplanar and the remaining atoms of the chalcone residue lies to the other side, so that overall the mol-ecule has an L-shape. The conformation about the ethyl-ene bond [1.340?(2)?Å] is E. In the crystal, a supra-molecular chain with the shape of a square rod aligned along the b-axis direction is sustained by C-H?? inter-actions, the ?-systems being the heterocyclic rings.

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