(E)-1-(4-Amino­phen­yl)-3-(2-chloro­phen­yl)prop-2-en-1-one

The title compound, C15H12ClNO, a substituted chalcone, adopts an E configuration with respect to the C=C bond of the enone unit. The mol­ecule is not planar, as can be seen from the dihedral angle of 28.9 (2)° between the two rings which are twisted from each other. The enone segment of the mol­ecule is not coplanar with the chloro­phenyl ring, making a dihedral angle of 23.4 (3)° with it. The amino group is also not coplanar with the ring to which it is bound, making a dihedral angle of 35 (4)°. In the crystal structure, adjacent mol­ecules are linked by N—H⋯O inter­actions into one-dimensional infinite chains along the c axis, and are further stacked as one-dimensional zigzag chains down the b axis, forming two-dimensional extended networks parallel to the bc plane

(E)-3-(4-Chloro­phen­yl)-1-(2-thien­yl)prop-2-en-1-one

The title compound, C13H9ClOS, adopts an E configuration with respect to the C=C double bond of the propenone unit. The thienyl and benzene rings are slightly twisted from each other, making a dihedral angle of 6.38 (3)°. An intra­molecular C—H⋯O hydrogen bond generates an S(5) ring motif. A weak inter­molecular C—H⋯O inter­action, a short intra­molecular S⋯O contact [2.932 (2) Å] and two π–π inter­actions between the thienyl and benzene rings are observed. The centroid–centroid distances of the π–π inter­actions are 3.7899 (16) and 3.7891 (16) Å

(E)-3-(2,4-Dichloro­phen­yl)-1-(2-thien­yl)prop-2-en-1-one

In the title chalcone derivative, C13H8Cl2OS, the prop-2-en-1-one unit and the thio­phene and 2,4-dichloro­phenyl rings are each essentially planar. The inter­planar angle between the thio­phene and 2,4-dichloro­phenyl rings is 19.87 (6)°. Weak intra­molecular C—H⋯O and C—H⋯Cl inter­actions involving the prop-2-en-1-one unit generate an S(5)S(5) ring motif. In the crystal structure, mol­ecules are linked into head-to-tail zigzag chains along the a axis and adjacent chains are cross-linked. These cross-linked chains are arranged into sheets parallel to the ab plane. The crystal structure is stabilized by weak C—H⋯O, C—H⋯Cl and C—H⋯π inter­actions. A π–π inter­action was also observed with a centroid–centroid distance of 3.6845 (6) Å

1-(2,4-Dichloro­phen­yl)-3-(4-methyl­phen­yl)prop-2-en-1-one

The mol­ecule of the title compound, C16H12Cl2O, adopts an E configuration. The dihedral angle between the two benzene rings is 42.09 (5)°. In the crystal structure, mol­ecules are linked into a three-dimensional framework by weak C—H⋯O inter­actions and by C—H⋯π inter­actions involving the methyl­phenyl ring

(E)-3-(2-Chloro­phen­yl)-1-(4-nitro­phen­yl)prop-2-en-1-one

In the title compound, C15H10ClNO3, a substituted chalcone, the 2-chloro­phenyl and 4-nitro­phenyl rings make a dihedral angle of 26.48 (6)°. The nitro group makes a dihedral angle of 11.64 (7)° with the plane of the benzene ring to which it is bound. Weak intra­molecular C—H⋯O and C—H⋯Cl inter­actions involving the enone groups generate S(5) ring motifs, which help to stabilize the planarity of the 3-(2-chloro­phen­yl)prop-2-en-1-one segment of the mol­ecule. In the crystal structure, adjacent mol­ecules are stacked in a head-to-tail fashion into columns along the a axis by π–π inter­actions [centroid–centroid distance = 3.6955 (8) Å]. Neighbouring columns are linked by weak C—H⋯O inter­actions

(E)-3-(2-Chloro­phen­yl)-1-(2,4-dichloro­phen­yl)prop-2-en-1-one

In the title chalcone derivative, C15H9Cl3O, the dihedral angle between the 2-chloro­phenyl and 2,4-dichloro­phenyl rings is 41.79 (14)°. Weak C—H⋯O and C—H⋯Cl intra­molecular inter­actions involving the enone unit generate S(5) ring motifs. In the crystal structure, the mol­ecules are arranged in a head-to-tail manner along the a axis. These chains are stacked along the b axis

(E)-3-(4-Chloro­phen­yl)-1-(2,4-dichloro-5-fluoro­phen­yl)prop-2-en-1-one

In the title chalcone derivative, C15H8Cl3FO, the dihedral angle between the two benzene rings is 43.35 (8)°. Weak C—H⋯O and C—H⋯Cl intra­molecular inter­actions involving the enone group generate S(5) and S(6) ring motifs, respectively. In the crystal structure, mol­ecules are linked into anti­parallel chains along the a axis. These chains are stacked along the b axis and short Cl⋯F contacts of 3.100 (1) Å link adjacent mol­ecules of the anti­parallel chains into dimers