(E)-1-(2-Thien­yl)-3-(3,4,5-trimethoxy­phen­yl)prop-2-en-1-one1

The mol­ecule of the title heteroaryl chalcone, C16H16O4S, which consists of substituted thio­phene and benzene rings bridged by the prop-2-en-1-one group, is slightly twisted. The dihedral angle between the thio­phene and 3,4,5-trimethoxy­phenyl rings is 12.18 (4)°. The three meth­oxy groups have two different conformations; two meth­oxy groups are coplanar [C—O—C—C torsion angles = −1.38 (12) and 0.47 (12)°] whereas the third is (-)-synclinal with the benzene ring. In the crystal structure, adjacent mol­ecules are linked in a face-to-side manner into chains along the c axis by weak C—H⋯O(enone) inter­actions. These chains are stacked along the b axis by weak C—H⋯O(meth­oxy) inter­actions

(E)-1-(Thio­phen-2-yl)-3-(2,4,6-tri­meth­oxy­phen­yl)prop-2-en-1-one

There are two crystallograpically independent mol­ecules in the asymmetric unit of the title heteroaryl chalcone derivative, C16H16O4S, with slightly different conformations. The thienyl ring of one mol­ecule is disordered over two positions, with a refined site-occupancy ratio of 0.713 (5):0.287 (5). The mol­ecules are twisted: the dihedral angle between the thienyl and benzene rings is 9.72 (19)° in the ordered mol­ecule, and 3.8 (4) and 2.1 (8)° for the major and minor components, respectively, in the disordered mol­ecule. In both mol­ecules, all three substituted meth­oxy groups are coplanar with the benzene ring to which they are attached. In each mol­ecule, a weak intra­molecular C—H⋯O inter­action generates an S(6) ring motif. In the crystal structure, adjacent mol­ecules are linked into a three-dimensional network by weak C—H⋯O inter­actions

A second ortho­rhom­bic polymorph of (Z)-3-(9-anthr­yl)-1-(2-thien­yl)prop-2-en-1-one1

The title heteroaryl chalcone, C21H14OS, is a second ortho­rhom­bic polymorph which crystallizes in the space group P212121. The structure was previously reported [Fun et al. (2009 ▶). Acta Cryst. E65, o2168-o2169] in the space group Pna21. The bond distances and angles are similar in both structures. In contrast, the overall crystal packing is different from that in the first ortho­rhom­bic Pna21 polymorph in which mol­ecules were stacked into columns along the b axis and the thio­phene units of two adjacent columns were stacked in a head to tail fashion. In the present polymorph, mol­ecules are found to dimerize through a weak S⋯S inter­action [3.6513 (7) Å] and these dimers are arranged into sheets parallel to the bc plane. There are no classical hydrogen bonds in the packing which features short C⋯O [3.2832 (2)–3.6251 (9) Å], C⋯S [3.4879 (17)–3.6251 (19) Å] and S⋯O [2.9948 (16) Å] contacts, together with C—H⋯π inter­actions. Similar contacts were found in the other polymorph

1,5-Bis(thio­phen-2-yl)-3-(2,4,5-trimeth­oxy­phen­yl)pentane-1,5-dione

In the title 1,5-diketone compound, C22H22O5S2, the benzene ring makes dihedral angles of 41.51 (6) and 25.83 (6)° with the two thio­phene rings, while the dihedral angle between the thio­phene rings is 26.67 (7)°. An intra­molecular C—H⋯O inter­action generates an S(9) ring motif. In the crystal, mol­ecules are linked into a three-dimensional network by weak C—H⋯O and C—H⋯π inter­actions, and a π–π inter­action with a centroid–centroid distance of 3.6527 (8) Å

(Z)-3-(9-Anthr­yl)-1-(4-methoxy­phen­yl)prop-2-en-1-one1

The title chalcone derivative, C24H18O2, which consists of the substituted 4-methoxy­phenyl and anthracene rings bridged by the prop-2-en-1-one unit, exists in a cis configuration. The mol­ecule is twisted, the inter­planar angle between the benzene and anthracene rings being 69.50 (10)°. The meth­oxy group is coplanar with the attached benzene ring [C—O—C—C angle = 2.9 (3)°]. In the crystal structure, mol­ecules are linked into chains along the a axis by a weak C—H⋯O(enone) inter­action. The chains are stacked along the c axis. A C—H⋯π inter­action involving the benzene ring is observed

(Z)-3-(9-Anthr­yl)-1-(2-thien­yl)prop-2-en-1-one1

There are two crystallographically independent mol­ecules in the asymmetric unit of the title heteroaryl chalcone, C21H14OS: the dihedral angle between the thio­phene and anthracene rings is 75.07 (17)° in one mol­ecule and 76.32 (17)° in the other. The crystal structure is consolidated by short C⋯O [3.348 (5)–3.394 (5) Å], C⋯S [3.607 (5)–3.666 (5) Å] and S⋯O [2.926 (3) Å] contacts, as well as by C—H⋯π and π–π inter­actions [Cg⋯Cg = 3.745 (3) Å]

(E)-1-(2-Amino­phen­yl)-3-(3,4,5-trimeth­oxy­phen­yl)prop-2-en-1-one

In the asymmetric unit of the title chalcone derivative, C18H19NO4, there are three crystallographically independent mol­ecules (mol­ecules A, B and C). In mol­ecule A, the dihedral angle between two benzene rings is 12.22 (10)° and the plane of the central prop-2-en-1-one unit makes dihedral angles of 11.02 (13) and 2.64 (12)° with the two adjacent benzene rings. The corresponding angles in mol­ecule B are 12.35 (10), 18.78 (12) and 7.29 (12)°, respectively, and those in mol­ecule C are 15.40 (10), 15.62 (3) and 3.19 (13)°. In each mol­ecule, an intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal structure, the mol­ecules B are linked by inter­molecular N—H⋯O hydrogen bonds into a zigzag chain along the c axis, while the mol­ecules A and C are linked together via an N—H⋯O hydrogen bond into a dimer. Adjacent dimers are further connected by N—H⋯N hydrogen bonds into a three-dimensional network. Weak C—H⋯O and C—H⋯π inter­actions are also observed

(E)-1-(2-Fur­yl)-3-(2,4,6-trimeth­oxy­phen­yl)prop-2-en-1-one

In the title heteroaryl chalcone derivative, C16H16O5, the dihedral angle between the furan and benzene rings is 14.45 (6)°. The three meth­oxy groups are almost coplanar with their attached benzene ring [C—C—O—C torsion angles = 2.07 (17), −5.04 (17) and 2.85 (16)°]. An intra­molecular C—H⋯O hydrogen bond occurs. In the crystal, adjacent mol­ecules are linked into X-shaped chains along the c axis by weak C—H⋯O(enone) inter­actions. These chains are stacked along the b axis. C⋯O [3.3308 (13)–3.4123 (14) Å] short contacts are also observed

(E)-1-(Furan-2-yl)-3-(2,4,5-trimeth­oxy­phen­yl)prop-2-en-1-one

In the title chalcone derivative, C16H16O5, the dihedral angle between the furan and benzene rings is 2.06 (17)°. The two meth­oxy groups at the ortho and para positions are essentially coplanar with the benzene ring [C—O—C—C angles = −1.0 (5) and 178.5 (3)°], whereas the third one at the meta position is slightly twisted [C—O—C—C = 9.6 (5)°]. In the crystal, weak C—H⋯O inter­actions link the mol­ecules into a sheet parallel to (02). An inter­molecular π–π inter­action between the furan and benzene rings is present [centroid–centroid distance = 3.772 (2) Å]. A short C⋯C contact [3.173 (5) Å] is also observed between neighbouring furan rings

3-(4-Bromo­phen­yl)-5-[4-(dimethyl­amino)­phen­yl]-4,5-dihydro-1H-pyrazole-1-carbothio­amide

The mol­ecule of the title pyrazole derivative, C18H19BrN4S, is twisted. The central pyrazole ring, which adopts a flattened envelope conformation, is almost coplanar with the 4-bromo­phenyl ring, whereas it is inclined to the 4-(dimethyl­amino)­phenyl ring making dihedral angles of 1.68 (6) and 85.12 (6)°, respectively. The dihedral angle between the two benzene rings is 86.56 (6)°. The dimethyl­amino group is slightly twisted from the attached benzene ring [C—C—N—C torsion angles = 8.4 (2) and 8.9 (2)°]. In the crystal, mol­ecules are linked by inter­molecular N—H⋯S hydrogen bonds into chains along [20]. The crystal is further stabilized by C—H⋯π inter­actions