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In the title compound, C26H22N2O3, the dihedral angle between the benzene and pyrazole rings of the chalcone unit is 88.3 (1)°. The pyrazole ring has two attached phenyl rings that form dihedral angles with the pyrazole ring of 22.6 (2) and 40.0 (1)°. In the crystal, pairwise C—H...O hydrogen bonds generate R22(20) inversion dimers.

In the title molecule, C14H11NO3, the dihydroquinoline core deviates slightly from planarity, indicated by the dihedral angle of 1.07 (3)° between the two six-membered rings. In the crystal, layers of molecules almost parallel to the bc plane are formed by C—H...O hydrogen bonds. These are joined by π–π stacking interactions. A Hirshfeld surface analysis revealed that the most important contributions to the crystal packing are from H...H (36.0%), H...C/C...H (28.9%) and H...O/O...H (23.5%) interactions. The evaluation of the electrostatic, dispersion and total energy frameworks indicates that the stabilization is dominated by the dispersion energy contribution. Moreover, the molecular structure optimized by density functional theory (DFT) at the B3LYP/6-311G(d,p) level is compared with the experimentally determined molecular structure in the solid state. The HOMO–LUMO behaviour was elucidated to determine the energy gap.

In the title molecule, C21H15N3OS, the C5=C6 double bond in the central enone group adopts a trans configuration. The dihedral angle between planes of the thiazole and pyrazole rings is 6.6 (2)°. In the crystal, pairs of C—H...O hydrogen bonds generate inversion dimers and another pair of C—H...N hydrogen bonds link the dimers into chains propagating along a-axis direction.

The whole molecule of the title compound, C22H19NO2, is generated by twofold rotational symmetry. The N atom exhibits a trigonal-planar geometry and is located on the twofold rotation axis. In the crystal, molecules are linked by C—H...O contacts with R22(12) ring motifs, and C—H...π interactions, resulting in ribbons along the c-axis direction. van der Waals interactions between these ribbons consolidate the molecular packing. Hirshfeld surface analysis indicates that the greatest contributions to the crystal packing are from H...H (45.5%), C...H/H...C (38.2%) and O...H/H...O (16.0%) interactions.

In the title compound, C14H8Br2FN3O2, the 4-fluorophenyl ring and the nitro-substituted phenyl ring form a dihedral angle of 64.37 (10)°. Molecules in the crystal are connected by C—H...O and C—H...F hydrogen bonds into layers parallel to (011). The crystal packing is consolidated by C—Br...π and C—F...π interactions, as well as by π–π stacking interactions. According to a Hirshfeld surface analysis of the crystal structure, the most significant contributions to the crystal packing are from O...H/H...O (15.0%), H...H (14.3%), Br...H/H...Br (14.2%), C...H/H...C (10.1%), F...H/H...F (7.9%), Br...Br (7.2%) and Br...C/C...Br (5.8%) contacts.

The title Schiff base, C20H14ClNO, obtained from the reaction of 4-chloro aniline with benzil, has an approximate T shape. The dihedral angle between the phenyl rings of the benzil unit is 74.14 (15)°. The extended structure features C—H...O hydrogen bonds.

In the cation of the title salt, C30H28NO2+·CF3O3S−, the four tetrahydrofuran rings adopt envelope conformations. In the crystal, pairs of cations are linked by dimeric C—H...O hydrogen bonds, forming two R22(6) ring motifs parallel to the (001) plane. The cations and anions are connected by further C—H...O hydrogen bonds, forming a three-dimensional network structure. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H...H (47.6%), C...H/H...C (20.6%), O...H/H...O (18.0%) and F...H/H...F (9.9%) interactions.

The title compound, C21H25NO3, crystallized as a racemic twin in the Sohnke space group P21. In the molecular structure of the title compound, both enantiomers show a highly similar conformation with the urethane function and the benzoyl group showing an almost perpendicular arrangement [the dihedral angle is 72.46 (8)° in the S-enantiomer and 76.21 (8)° in the R-enantiomer]. In the crystal structure, molecules of both enantiomers show infinite helical arrangements parallel to the b axis formed by weak C—H...O hydrogen bonds between the phenyl ring of the benzoyl group and the carbamate carbonyl group. In case of the R-enantiomer, this helix is additionally stabilized by a bifurcated hydrogen bond between the carbonyl function of the benzoyl group towards both phenyl groups of the molecule.

In the title compound, C21H18O4, the central pyran ring is in an envelope conformation and the dihedral angle between the benzene ring and naphthalene ring system is 88.31 (1)°. The methoxy groups at the ortho and meta positions of the benzene ring are tilted to the ring with C—C—O—C torsion angles of 105.9 (4) and 9.5 (5)°, respectively. In the crystal, pairwise C—H...O hydrogen bonds form R22(14) inversion dimers, which are linked by another pair of C—H...O hydrogen bonds to form [210] chains in the crystal.

In the title compound, C27H33NO5, a 3,3,6,6-tetramethyltetrahydroacridine-1,8-dione ring system carries an ethyl acetate substituent on the acridine N atom and an o-hydroxyphenyl ring on the central methine C atom of the dihydropyridine ring. The benzene ring is inclined to the acridine ring system at an angle of 80.45 (7)° and this conformation is stabilized by an intramolecular O—H...O hydrogen bond between the hydroxy substituent on the benzene ring and one of the carbonyl groups of the acridinedione unit. The ester C=O oxygen atom is disordered over major and minor orientations in a 0.777 (9):0.223 (9) ratio and the terminal –CH3 unit of the ethyl side chain is disordered over two sets of sites in a 0.725 (5): 0.275 (5) ratio. In the crystal, C—H...O hydrogen bonds combine to link the molecules into a three-dimensional network. van der Waals H...H contacts contribute the most to the Hirshfeld surface (66.9%) followed by O...H/H...O (22.1%) contacts associated with weak hydrogen bonds.

In the molecular structure of the title compound, C15H21NO3, the urethane function and the benzoyl group are almost perpendicular to each other [dihedral angle 88.97 (5)°]. In the crystal structure, infinite supramolecular layers in the bc plane are formed by weak C—H...O hydrogen bonds.

The title compounds, C13H18O3Si (1) and C18H20O3Si (2), represent functionalizable dihydrofuranylsilanes, which permit substitution by a variety of nucleophiles. The crystal structures of 1 and 2 display weak intermolecular C—H...O hydrogen-bonding interactions (quantified by Hirshfeld surface analysis), leading to a two-dimensional supramolecular network for 1 and a one-dimensional supramolecular network for 2. The crystal structures of 1 and 2 were refined both on the basis of the independent atom model (IAM) and the Hirshfeld atom refinement (HAR) approach, and the results are comparatively discussed.

The molecular structure of the title compound, C11H15NO2S, features a sulfonamide group with S=O bond lengths of 1.4357 (16) and 1.4349 (16) Å, an S—N bond length of 1.625 (2) Å, and an S—C bond length of 1.770 (2) Å. When viewing the molecule down the S—N bond, both N—C bonds of the pyrrolidine ring are oriented gauche to the S—C bond with torsion angles of −65.6 (2)° and 76.2 (2)°. The crystal structure features both intra- and intermolecular C—H...O hydrogen bonds, as well as intermolecular C—H...π and π–π interactions, leading to the formation of sheets parallel to the ac plane.

In the title compound, C24H18Cl3NO3, the tetrahydrofuran rings adopt envelope conformations. In the crystal, C—H...O hydrogen bonds connect molecules, generating layers parallel to the (001) plane. These layers are connected along the c-axis direction by C—H...π interactions. The packing is further stabilized by interlayer van der Waals and interhalogen interactions. The most important contributions to the surface contacts are from H...H (36.8%), Cl...H/H...Cl (26.6%), C...H/H...C (18.8%) and O...H/H...O (11.3%) interactions, as concluded from a Hirshfeld surface analysis. [ABSTRACT FROM AUTHOR]

In the title compound, C22H25NO6, the C=C double bond linking the benzene rings adopts an E configuration and the dihedral angle between the rings is 47.1 (2)°. The oxime unit contains a C=N double bond, which also has an E configuration. In the crystal, pairs of C—H...N hydrogen bonds generate inversion dimers and weak C—H...O interactions link the dimers into chains propagating along the b-axis direction.

The title compound, C15H11NO5, is relatively planar, with the planes of the two aromatic rings being inclined to each other by 3.09 (5)°. In the crystal, molecules are linked by a pair of C—H...O hydrogen bonds, forming inversion dimers, which enclose an R22(16) ring motif. The dimers are linked by a further pair of C—H...O hydrogen-bonds forming ribbons enclosing R44(26) ring motifs. The ribbons are linked by offset π–π interactions [centroid–centroid distances = 3.6754 (6)–3.7519 (6) Å] to form layers parallel to the ac plane. Through Hirshfeld surface analyses, the dnorm surfaces, electrostatic potential and two-dimensional fingerprint (FP) plots were examined to verify the contributions of the different intermolecular contacts within the supramolecular structure. The shape-index surface shows that two sides of the molecule are involved with the same contacts in neighbouring molecules, and the curvedness plot shows flat surface patches that are characteristic of planar stacking.

The title compounds, C24H22O6 (I) and C24H22O6 (II), each crystallize with half a molecule in the asymmetric unit. The whole molecule of compound (I) is generated by twofold rotation symmetry, the twofold axis bisecting the central benzene ring. The whole molecule of compound (II) is generated by inversion symmetry, the central benzene ring being located on an inversion center. In (I), the outer benzene rings are inclined to each other by 59.96 (10)° and by 36.74 (9)° to the central benzene ring. The corresponding dihedral angles in (II) are 0.0 and 89.87 (12)°. In the crystal of (I), molecules are linked by C—H...O hydrogen bonds and C—H...π interactions, forming ribbons propagating along the [10\overline{1}] direction. In the crystal of (II), molecules are linked by C—H...O hydrogen bonds, forming a supramolecular framework. The Hirshfeld surface analyses indicate that for both compounds the H...H contacts are the most significant, followed by O...H/H...O and C...H/H...C contacts.

The title diepoxyphenalene derivative, C17H18O6, comprises a fused cyclic system containing four five-membered rings (two dihydrofuran and two tetrahydrofuran) and one six-membered ring (cyclohexane). The five-membered dihydrofuran and tetrahydrofuran rings adopt envelope conformations, and the six-membered cyclohexane ring adopts a distorted chair conformation. Two methyl carboxylate groups occupy adjacent positions (2- and 3-) on a tetrahydrofuran ring. In the crystal, two pairs of C—H...O hydrogen bonds link the molecules to form inversion dimers, enclosing two R22(6) ring motifs, that stack along the a-axis direction and are arranged in layers parallel to the bc plane.

In the title compound, C20H22N2O4, two benzene rings bearing methoxy substituents are connected by a central acetylpyrazoline ring: the dihedral angle between the benzene rings is 83.7 (1)°. In the crystal, pairwise C—H...O hydrogen bonds generate inversion dimers and additional weak C—H...O interactions link the dimers into chains propagating along the c-axis direction.

In the title compound, C20H16O3, the 2-methoxyphenyl ring is tilted by 50.67 (3)° with respect to the naphthyl ring system. The central pyran ring has an envelope conformation with the C atom bearing the pendant ring system as the flap. The methoxy group attached to the benzene ring is slightly twisted [C—C—O—C = −15.2 (1)°] from the ring. In the crystal, weak C—H...O interactions link the molecules into C(7) chains propagating along [101].

In the title compound, C28H28O6, the benzene rings in the resveratrol moiety are connected by a trans C=C double bond, and the hydroxyl group containing a benzene ring and the central benzene ring are linked through a C=(O)—C=C (enone) moiety to form a chalcone unit. An intramolecular O—H...O hydrogen bond generates an S(6) ring motif. In the crystal, pairs of C—H...O hydrogen bonds generate dimers and additional weak C—H...O interactions link the dimers into chains propagating along the b-axis direction.

In the title molecule, C18H17FO5, the conformation about the C=C bond of the central enone group is trans. The dihedral angle between the benzene rings is 13.08 (3)°. The hydroxy group attached to the benzene ring is involved in an intramolecular O—H...O hydrogen bond. In the crystal, weak C—H...O hydrogen bonds link the molecules into chains along [001].

In the title compound, C16H9FO4, (I), the benzene ring is oriented at an acute angle of 59.03 (15)° relative to the coumarin plane (r.m.s deviation = 0.009 Å). This conformation of (I) is stabilized by an intramolecular C—H...O hydrogen bond, which closes a five-membering ring. In the crystal, molecules of (I) form infinite zigzag chains along the b-axis direction, linked by C—H...O hydrogen bonds. Furthermore, the crystal structure is supported by π–π stacking interactions between neighbouring pyrone and benzene or coumarin rings [centroid–centroid distances in the range 3.5758 (18)–3.6115 (16) Å], as well as C=O...π interactions [O...centroid distances in the range 3.266 (3)–3.567 (3) Å]. The theoretical data for (I) obtained from quantum chemical calculations are in good agreement with the observed structure, although the calculated C—O—C—C torsion angle between the coumarin fragment and the benzene ring (73.7°) is somewhat larger than the experimental value [63.4 (4)°]. Hirshfeld surface analysis has been used to confirm and quantify the supramolecular interactions.

The title compounds, C13H18O3Si (1) and C18H20O3Si (2), represent functional­izable di­hydro­furan­ylsilanes, which permit substitution by a variety of nucleophiles. The crystal structures of 1 and 2 display weak inter­molecular C—HO hydrogen-bonding inter­actions (qu­anti­fied by Hirshfeld surface analysis), leading to a two-dimensional supra­molecular network for 1 and a one-dimensional supra­molecular network for 2. The crystal structures of 1 and 2 were refined both on the basis of the independent atom model (IAM) and the Hirshfeld atom refinement (HAR) approach, and the results are comparatively discussed. [ABSTRACT FROM AUTHOR]

The new title 4-thiazolidinone derivative, C16H21N3O3S, was obtained from the cyclization reaction of 4-methyl-3-thiosemicarbazone and dimethyl acetylenedicarboxylate (DMAD). The cyclohexylidene ring has an envelope conformation with the stereogenic centre C atom as the flap. Its mean plane makes a dihedral angle of 56.23 (9)° with the thiazolidine ring mean plane. In the crystal, molecules are linked by C—H...O hydrogen bonds forming chains propagating in the [001] direction. Within the chains there are offset π–π interactions between the thiazolidine rings of inversion-related molecules [centroid–centroid distance = 3.703 (1) Å]. The chains are linked by further C—H...O hydrogen bonds, forming slabs parallel to the ac plane.

The title compound, C34H24O4S·0.5CH2Cl2, crystallizes with two independent molecules and one dichloromethane solvent molecule in the asymmetric unit. The crystal packing is consolidated by C—H...O hydrogen bonds.

The title tetranuclear stannoxane, [Sn4(C6H5)8(C6H4NO3)4O2]·1.5CHCl3·solvent, crystallized with two independent complex molecules, A and B, in the asymmetric unit together with 1.5 molecules of chloroform. There is also a region of disordered electron density, which was corrected for using the SQUEEZE routine [Spek (2015). Acta Cryst. C71, 9–18]. The oxo-tin core of each complex is in a planar `ladder' arrangement and each Sn atom is fivefold SnO3C2 coordinated, with one tin centre having an almost perfect square-pyramidal coordination geometry, while the other three Sn centres have distorted shapes. In the crystal, the complex molecules are arranged in layers, composed of A or B complexes, lying parallel to the bc plane. The complex molecules are linked by a number of C—H...O hydrogen bonds within the layers and between the layers, forming a supramolecular three-dimensional structure.

In the title molecule, C19H20O6, the dihedral angle formed by the benzene rings is 36.71 (2)°. The hydroxy group is involved in a weak intramolecular O—H...O hydrogen bond. In the crystal, two weak C—H...O hydrogen bonds link the molecules into chains along [001].

The title di­epoxy­phenalene derivative, C17H18O6, comprises a fused cyclic system containing four five-membered rings (two di­hydro­furan and two tetra­hydro­furan) and one six-membered ring (cyclo­hexa­ne). The five-membered di­hydro­furan and tetra­hydro­furan rings adopt envelope conformations, and the six-membered cyclo­hexane ring adopts a distorted chair conformation. Two methyl carboxyl­ate groups occupy adjacent positions (2- and 3-) on a tetra­hydro­furan ring. In the crystal, two pairs of C—H...O hydrogen bonds link the mol­ecules to form inversion dimers, enclosing two R2²(6) ring motifs, that stack along the a-axis direction and are arranged in layers parallel to the bc plane. [ABSTRACT FROM AUTHOR]

The three title compounds, C26H19NO3S, (1), C27H20N2O8S, (2), and C30H19NO3S, (3), are carbazole derivatives, where (1) and (3) are heterocycle-containing carbazoles with a benzofuran moiety fused to a carbazole unit. In (2), a dimethoxynitrophenyl ring is attached to the carbazole moiety. In the three derivatives, a phenylsulfonyl group is attached to the N atom of the carbazole unit. Compound (1) crystallizes with two independent molecules in the asymmetric unit (A and B). The carbazole skeleton in the three compounds is essentially planar. In compound (1), the benzene ring of the phenylsulfonyl moiety is almost orthogonal to the carbazole moiety, with dihedral angles of 85.42 (9) and 84.52 (9)° in molecules A and B, respectively. The benzene ring of the phenylsulfonyl group in compounds (2) and (3) are inclined to the carbazole moiety, making dihedral angles of 70.73 (13) and 81.73 (12)°, respectively. The S atom has a distorted tetrahedral configuration in all three compounds. In the crystals, C—H...O hydrogen bonds give rise to R22(12) inversion dimers for compound (1), and to R22(24) inversion dimers and R44(40) ring motifs for compound (2). The crystal packing in (1) also features C—H...π and π–π interactions [shortest intercentroid distance = 3.684 (1) Å], leading to supramolecular three-dimensional aggregation. In the crystal of compound (2), the combination of the various C—H...O hydrogen bonds leads to the formation of a three-dimensional network. In the crystal of compound (3), molecules are linked by C—H...O hydrogen bonds, forming chains running parallel to the a axis, and the chains are linked by C—H...π interactions, forming corrugated sheets parallel to the ab plane.

In the title compound, C10H8BrNO2, the isatin (1H-indole-2,3-dione) moiety is nearly planar (r.m.s. deviation = 0.026 Å). In the crystal, molecules are linked by C—H...O hydrogen bonds, forming layers parallel to the ab plane, and enclosing R44(24) loops. There are a low percentage (19.3%) of intermolecular H...H contacts in the structure, as estimated by the analysis of Hirshfeld surfaces. This could be due to the presence of the Br atom, present in the bromoethylene group, which makes ca 18.7% Br...H contacts.

The title compound, C21H15N3O3, features an essentially planar molecule (r.m.s. deviation for all non-H atoms = 0.090 Å). An intramolecular C—H...N hydrogen bond occurs. In the crystal, the molecules are connected by C—H...N and C—H...O hydrogen bonds into layers parallel to (102).

In the title compound, C21H16O4, the methoxy-substituted naphthalene ring system (r.m.s. deviation = 0.007 Å) is almost orthogonal to the 4H-chromenone skeleton (r.m.s. deviation = 0.012 Å) with a dihedral angle of 83.16 (4)° between them. In the crystal, inversion dimers are linked by pairs of C—H...O hydrogen bonds that generate R22(18) loops and additional C—H...O interactions connect the dimers into double chains of molecules along the b-axis direction.

The title compound, C30H28O2, was obtained during recrystallization of (±)-1,2-diphenyl-1,2-propanediol in 1-butanol, from an unexpected non-acid-catalyzed pinacol rearrangement followed by acetal formation of the newly formed aldehyde with the diol. The tri-substituted dioxolane ring has a twist conformation on the C—O bond opposite the methyl-substituted C atom. There is an intramolecular C—H...π interaction present involving one of the diphenylethyl rings and an H atom of the phenyl ring in position 4 of the dioxolane ring. In the crystal, molecules are linked by weak C—H...O hydrogen bonds, forming chains along [001]. The chains are linked by a second C—H...π interaction, forming sheets parallel to the bc plane.

The title compounds, C20H16ClO2P, (I), and C18H21O2P, (II), were synthesized via an Arbuzov reaction between an α-bromoketone and isopropoxydiphenylphosphane. In the crystals of both compounds, molecules are linked via bifurcated C—H...(O,O) hydrogen bonds, forming chains propagating along [100] for (I) and along [010] for (II). The chains are linked via C—H...π interactions, leading to the formation of sheets lying parallel to (010) for (I) and (001) for (II). The absolute structure of compound (II) was determined by resonant scattering [Flack parameter = 0.088 (14)].

The title compound, C34H38O8 (systematic name: 5,5′-diisopropyl-2,2′,3,3′-tetramethoxy-7,7′-dimethyl-2H,2′H-8,8′-bi[naphtho[1,8-bc]furan]-4,4′-diol), has been obtained from a gossypol solution in a mixture of dimethyl sulfate and methanol. The molecule is situated on a twofold rotation axis, so the asymmetric unit contains one half-molecule. In the molecule, the hydroxy groups are involved in intramolecular O—H...O hydrogen bonds, and the two naphthyl fragments are inclined each to other by 83.8 (1)°. In the crystal, weak C—H...O and C—H...π interactions consolidate the packing, which exhibits channels with an approximate diameter of 6 Å extending along the c-axis direction. These channels are filled with highly disordered solvent molecules, so their estimated scattering contribution was subtracted from the observed diffraction data using the SQUEEZE option in PLATON [Spek, A. L. (2015). Acta Cryst. C71, 9–18].

The title compound, C12H8O4, is a furanocoumarin [systematic name: 4-methoxy-7H-furo[3,2-g]chromen-7-one], which was isolated from the Indian herb T. stictocarpum. The molecule is almost planar with an r.m.s. deviation of 0.024 Å for the hetero atoms of the fused-ring system. In the crystal, molecules are linked by C—H...O hydrogen bonds, forming a three-dimensional framework. There are offset π–π interactions present involving the coumarin moieties stacking along the a-axis direction [shortest inter-centroid distance = 3.717 (3) Å].

Molecules of the title compound, C7H2Br2N2O2, have C2v symmetry and each lie on a twofold axis that bisects the benzene ring and its nitro and cyano substituents. The cyano N atom is bisected by two CN...Br contacts, and the nitro O atoms participate in weak C—H...O hydrogen bonds. These interactions form a planar sheet structure that stacks about a glide plane. This stacking mode has not been previously reported with cyano-halo-derived sheets of this type.

In the title compound, C24H24N2O6, the mean planes of the pyran rings (A and B) are inclined to one another by 69.2 (1)°, while the aromatic ring (D) of the chromene ring system makes dihedral angles of 63.42 (11) and 66.81 (12)° with the pyrimidine (C) and benzene (E) rings, respectively. Pyran ring A has an half-chair conformation, while pyran ring B has an envelope conformation, with the spiro C atom as the flap. In the crystal, molecules are linked by C—H...O hydrogen bonds, forming a supramolecular three-dimensional network. There are also a number of C—H...π interactions present.

In the title compound, C18H20N2O4, the 3,4-dihydropyrimidin-2(1H)-one ring has a screw-boat conformation. The mean plane through this heterocycle is almost perpendicular to the prop-2-ynyl chain and to the benzene ring, with which it makes a dihedral angle of 87.63 (6)°. The plane through the acetyl group makes a dihedral angle of 33.11 (8)° with the mean plane of the heterocycle. There is an intramolecular C—H...O hydrogen bond present forming an S(6) ring motif. In the crystal, molecules are linked by C—H...O hydrogen bonds, forming layers parallel to the bc plane. There are also C—H...π interactions present within the layers.

In the title ebselen derivative, C14H11NOSe, the nine-membered benzisoselenazolyl ring system is approximately planar (r.m.s. deviation = 0.021 Å). The dihedral angle between its mean plane and that of the 3-methylphenyl ring is 5.37 (11)°. The five-membered isoselenazolyl ring is severely strained at the Se atom: Se—N = 1.889 (2) Å, Se—Car = 1.882 (3) Å and N—Se—Car = 83.30 (10)°. In the crystal, molecules are linked by C—H...O hydrogen bonds and short intermolecular Se...O contacts of 2.6917 (19) Å, forming chains along the c-axis direction. Neighbouring molecules are linked by offset π–π interactions [intercentroid distance = 3.535 (2) Å]. The chains are also linked by C—H...π interactions, forming a three-dimensional structure.

The title racemic spiro compound, C26H14Br2O, crystallizes with two independent molecules (A and B) in the asymmetric unit. The mean plane of the phenanthrene unit is twisted with respect to the mean plane of the fluorene unit by 82.38 (15) and 80.25 (5)° in molecules A and B, respectively. In the crystal, the A and B molecules are linked by a pair of C—H...O hydrogen bonds and a pair of short Br...O contacts [2.935 (2) Å], forming a centrosymmetric four-molecule unit. These units are linked by C—H...π interactions, forming ribbons propagating along the b-axis direction. The ribbons are linked by C—Br...π interactions, forming layers parallel to the ab plane.

In the title compound, C17H12Cl2O2S, the benzene rings are inclined to one another by 84.59 (16)°. The enaminone group is present in a synclinal conformation with respect to the chlorobenzene moiety. The configuration of the C=C bond is Z. There is a short intramolecular C—H...O contact present forming an S(6) ring motif. In the crystal, molecules are linked by C—H...O hydrogen bonds, forming layers lying parallel to the (10-1) plane.

In the title compound, C22H17NO3S, the sulfonyl-bound phenyl ring is almost orthogonal to the indole ring system, making a dihedral angle of 84.89 (7)°. The carbonyl-bound phenyl ring forms a dihedral angle of 57.32 (5)° with the indole ring system. The two phenyl rings are inclined at 52.68 (7)°. The S atom has a distorted tetrahedral configuration. In the crystal, weak C—H...O interactions link the molecules, forming a helical chain along the b-axis direction.

In the title compound, C11H10O3, the prop-2-yn-1-yl group is inclined to the benzene ring by 69 (7)°. In the crystal, molecules are linked by a pair of C—H...O hydrogen bonds, forming inversion dimers with an R22(12) ring motif. The dimers are linked by a second C—H...O hydrogen bond, forming sheets parallel to the (102) plane. The sheets stack along the c-axis direction with a separation of ca 3.4 Å.

The title benzoimidazole derivative, C24H21FN2O3, is T-shaped, with the methoxyphenyl and fluorobenzyl rings inclined to the benzoimidazole ring system by 40.91 (8) and 86.04 (8)°, respectively, indicating that the fluorobenzyl ring system is nearly orthogonal to the benzoimidazole ring system. The fluorobenzyl and methoxyphenyl rings are inclined to one another by 78.90 (10)°. In the crystal, molecules are linked via two pairs of C—H...O hydrogen bonds, forming inversion dimers with R22(28) and R22(22) ring motifs. As a result of these hydrogen bonds, ribbons propagating along [010] are formed.

In the title compound, C15H15NO5S, the benzene and heterocyclic rings are close to being coplanar [dihedral angle = 1.49 (6)°]. In the crystal, pairwise C—H...O hydrogen bonds form dimers, which are arranged into `stair-step' rows by way of C=O–π interactions between a carbonyl group and the benzene ring [O...π = 3.3837 (12) Å].