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In the refinement of the crystal structure of [Cd(C12H10N4)(C15H9O2)2(CH3OH)].0.5H2O.CH3OH, the lattice water molecule was not located by difference Fourier synthesis but was instead deduced by using SQUEEZE owing to severe disorder of the water molecule in the otherwise ordered crystal structure. Similarly deduced were the two symmetry-independent methanol molecules in [Cd(C12H10N4)1.5(C15H9O2)2].CH3OH. The first coordination polymer adopts a chain motif and the second a layer motif; for both, the N-heterocycle functions as a bridge to connect adjacent metal atoms. The solvent molecules are presumed to reside in voids, which are themselves connected into channels. The crystallographic program Crystal Explorer was used in the illustration of the channels. Crystal data C44H37N4O6.5Cd: FW = 838.18, monoclinic, P21/n, a = 16.7871(4) Å, b = 26.5431(5) Å, c = 18.7034(5) Å, b = 111.915(3)°, V = 7731.7(3) Å3. Crystal data for C49H38N6O5.5Cd: FW = 911.25, monoclinic, P21/c, a = 11.0586(3) Å, b = 23.5007(6) Å, c = 17.3454(5) Å, b = 105.626(3)°, V = 4341.2(2) Å3.

Two independent molecules that differ in terms of rotation about the central S-N bond comprise the asymmetric unit of the title compound 1. The molecules have a V-shape with the dihedral angles between the fused ring system and benzene ring being 79.08(6)° and 72.83(5)°, respectively. The packing is mostly driven by p···p interactions occurring between the tolyl ring of one molecule and the C6 ring of the indole fused ring system of the other. DFT and IRC calculations for these and related 1-(arylsulfonyl)indole molecules showed that the rotational barrier about the S-N bond between conformers is within the 2.5–5.5 kcal/mol range. Crystal data for C16H13NO3S (1): Mr = 299.33, space group Pna21, a = 19.6152(4) Å, b = 11.2736(4) Å, c = 12.6334(3) Å, V = 2793.67(13) Å3, Z = 8, Z' = 2, R = 0.034.

A new asymmetrical tripodal amine, [H3L2]Br3 containing morpholine moiety was prepared from reacting of one equivalent of N-(3-aminopropyl)morpholine and two equivalents of tosylaziridine, followed by detosylation with HBr/CH3COOH. The products were characterized by various spectroscopic methods such as FAB-MS, elemental analysis, 1H and 13C NMR spectroscopy. The crystal structure of the hydrobromide salt of the latter amine, [H3L2]Br3, was also determined. For triprotonated form of the ligand L2 we can consider several microspecies and/or conformers. A theoretical study at B3LYP/6-31G∗∗ level of theory showed that the characterized microspecies is the most stable microspecies for the triprotonated form of the ligand. It was shown that the experimental NMR data for [H3L2]Br3 in solution have good correlation with the corresponding calculated data for the most stable microspecies of [H3L2]3+ in the gas phase.

In the paper by Asiri et al. [Acta Cryst. (2012), E68, o1154], the title and the chemical name of one of the reagents used in the synthesis are corrected.

A facile and efficient method for synthesis of fenamic acid hydrazides from their acids in one-step reaction under microwave irradiation and solvent-free conditions was developed. Compared with the two-step conventional heating method, the process was simple, the reaction time was very short and the yields were almost quantitative.

Preparation of single crystals of spiroconjugated bis-chelated boron compounds containing ligands such as propen-1,3-diolates and oxalate, for application as lasing materials in dye laser technology, is burdened by their insolubility in organic solvents and the high melting temperatures. In this work, on the example of (diphenylpropen- 1,3-diolato)(oxalato)boron (1) it is demonstrated that the solvothermal method can be successfully applied as facile, convenient and fairly inexpensive method to overcome the difficulties with preparation of such materials in single crystalline form directly from boric acid and the ligands. Solid-state IR spectra (recorded at room temperature and low temperature) and Raman spectra (recorded at room temperature) and equilibrium molecular geometries of 1 and three other disubstituted β-ketoboron molecules [RC(O)CHC(O)R'](O2CCO2)B (R = R' = t-butyl, 2; R = methyl, R' = phenyl, 3; R = R' = 2-pyridyl, 4) in the ground electronic states were analyzed in detail, based on HF SCF (HF/3-21G, HF/6-31G), MP2 (MP2/6-31G) and DFT (B3LYP/6-31G) calculations. Minima with spiro-chelated tetrahedral (sp3) BO4 or trigonal-planar (sp2) BO3 coordination were located on the potential energy hypersurfaces for all systems. The tetrahedral structures are more stable relative to the trigonal structures (for example, ~37 kcal mol−1 in the case of 2), accounting for the observation that they represent the actual conformers in the solid state. Vibrational criteria for spectroscopic distinction between trigonal and tetrahedral boron−oxygen coordination geometry are presented.

Novel synthesis of a 2-amino-3-cyano-2,6-diphenyl pyridine by a one-pot multi-component reaction of 1,3-diphenylpropane-1,3-dione, malononitrile and phenethylamine in the presence of N-hydroxybenzamide and zinc chloride has been reported. The structure of the synthesized compound was assigned on the basis of its elemental analysis, 1H-NMR, 13C-NMR, IR and mass spectral data. X-ray structure analysis confirmed unambiguously the proposed structure. The photophysical properties (λAbs., λFlu.) in CH3OH, CH3CN, CH2Cl2 and the emission spectrum of the new compound in solution and in the solid state are reported.

The molecule of the title complex, [Ni2(C21H15N3O5)2(H2O)4]·4C3H7NO, is located on an inversion centre. This results in a dimeric NiII complex, with the two NiII atoms bridged by phenolate O atoms. The tridentate ligand is chelated to each NiII atom via one N and two O atoms of the iminolate form of the hydrazide moiety, which has the same conformation as the free ligand. The coordination geometry around each NiII ion is slightly distorted octahedral. A supramolecular three-dimensional architecture is created by dominant intermolecular O—H...N, O—H...O and C—H...O hydrogen-bonding interactions. These are augmented by two C—H...π interactions and a π–π interaction with a centroid–centroid distance of 3.681 (2) Å.

In the title compound, C8H3N3O2 (systematic name: 4-nitrobenzene-1,2-dicarbonitrile), the nitro group is twisted out of the plane of the benzene ring to which it is attached [O—N—Cring—Cring torsion angle = 9.80 (13)°]. In the crystal packing, supramolecular layers with a zigzag topology in the ac plane are sustained by C—H...N interactions.

The asymmetric unit of the title cyclic thiourea derivative, C10H12N2S, comprises two molecules, each of which has a twist about the CH2—CH2 bond within the five-membered ring. The major difference between the independent molecules is manifested in the relative orientations of the five- and six-membered rings [dihedral angles between the least-squares planes = 28.03 (11) and 41.54 (11)°]. A network of C—H...π interactions consolidates the three-dimensional crystal packing.

The title complex, [Cu{μ3-O2CC6H3(NO2)2-3,5}(μ-OH)]n, features zigzag chains in which successive pairs of CuII atoms are connected by OH bridges and bidentate carboxylate ligands, leading to six-membered Cu(O)(OCO)Cu rings. The zigzag chains are connected into a three-dimensional architecture by Cu—O(nitro) bonds. The coordination geometry of the CuII atom is square-pyramidal, with the axial position occupied by the nitro O atom, which forms the longer Cu—O bond. Bifurcated hydroxy–nitro O—H...O hydrogen bonds contribute to the stability of the crystal structure.

The title dimethyl sulfoxide solvate, [Hg2(C12H9ClN2)I2]·C2H6OS, features tetrahedrally and linearly coordinated HgII atoms. The distorted tetrahedral coordination sphere is defined by chelating N atoms that define an acute angle [69.6 (3)°] and two I atoms that form a wide angle [142.80 (4)°]. The linearly coordinated HgII atom [177.0 (4)°] exists with a donor set defined by C and Cl atoms. Secondary interactions are apparent in the crystal packing with the tetrahedrally and linearly coordinated HgII atoms expanding their coordination environments by forming weak Hg...I [3.772 (7) Å] and Hg...O [2.921 (12) Å] interactions, respectively. Mercury-containing molecules stack along the a axis, are connected by π–π interactions [inter-centroid distance between pyridine and benzene rings = 3.772 (7) Å] and define channels in which the dimethyl sulfoxide molecules reside. The latter are connected by the aforementioned Hg...O interactions as well as C—H...I and C—H...O interactions, resulting in a three-dimensional architecture.

The complete binuclear molecule of the title compound, [Cd2I4(C14H12N2O2)2], is generated by the application of a centre of inversion. The Cd—I bond lengths of the central core are close and uniformly longer than the exocyclic Cd—I bond. The coordination sphere of the CdII atom is completed by two N atoms of a chelating methyl 4-[(pyridin-2-ylmethylidene)amino]benzoate ligand, and is based on a square pyramid with the terminal I atom in the apical position. The three-dimensional crystal packing is stabilized by C—H...O and C—H...π interactions, each involving the pyridine ring.

The title compound, [CuCl2(C19H16N4O)], contains a CuII atom N,N′,O-chelated by a neutral N-phenylhydrazinecarboxamide ligand and additionally coordinated by two Cl atoms, resulting in a distorted square-pyramidal geometry. The ligating atoms in the basal square plane of the complex comprise the azomethine N, the pyridine N, the amide O and one of the Cl atoms, whereas the other Cl atom occupies an apical position. The apical Cl atoms in adjacent layers function as hydrogen-bond acceptors to both NH groups. Intermolecular C—H...Cl and C—H...O interactions are also observed.

Triphenyl(quinolin-8-olato)tin crystallizes as two symmetry-independent molecules whose metal atoms both exist in a cis-C3SnNO trigonal bipyramidal coordination polyhedron that is 29 % distorted toward a square pyramid. The crystal structure [orthorhombic Pbcn space group], with a 26.701(2), b 10.3555(6), c 31.322(2) Å; V 8660.5(9) Å3] is refined from 5950 I > 2σ(I) Mo–Kα reflections measured at 200 K to an R-index of 0.050.

In the title molecule, C15H22O2, there is an intramolecular hydrogen bond involving the hydroxy and aldehyde groups and forming an S(6) ring. The mean plane of the non-H atoms of this ring [(H)O—C...;C—C=O, with a maximum deviation of 0.013 (1) Å] are essentially coplanar with the benzene ring, forming a dihedral angle of 2.29 (8)°.

The title compound, C26H42N4O2S2, adopts a shallow U-shape as both pendant arms of the 1,3-substituted benzene ring are orientated in the same direction. The thione S atoms lie to the same side of the benzene ring and the carbonyl O atoms to the other. The most prominent feature of the crystal packing is the formation of inversion dimers mediated by N—H...S hydrogen bonds. One of the 2-methylpropyl groups is statistically disordered over two positions.

In the title compound, C16H20O6, the conformation about the C=C double bond [1.344 (2) Å] is Z. With respect to this bond, the ketone is almost coplanar [C—C—C—O torsion angle = −179.60 (10)°] and the ester is almost perpendicular [C—C—C—O = 78.42 (13)°]. The methoxy substituents of the central benzene ring are either almost coplanar [C—C—O—C = 3.54 (15) and 177.70 (9)°] or perpendicular [C—C—O—C = 80.08 12)° for the central substituent]. In the crystal, the three-dimensional architecture features C—H...O and π–π [inter-centroid distance = 3.6283 (6) Å] interactions.

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...π and π–π [centroid–centroid distances involving pyridine rings = 3.5806 (7)–3.7537 (7) Å] interactions.

In the title ethanol solvate, C29H20Cl2N2O·C2H5OH, the quinolinyl residues form a dihedral angle of 46.41 (4)° with each other, and each is inclined [Cp—C—C=O and C=C—C—Cp (p = pyridyl) torsion angles = 54.8 (2) and 144.44 (19)°, respectively] with respect to the almost planar bridging prop-2-en-1-one residue [O=C—C=C torsion angle = −4.1 (3)°]. The ethanol solvent molecule is disordered over two positions of equal occupancy and is located close to a centre of inversion. These molecules reside in cavities defined by the organic molecules, which are connected into a three-dimensional architecture by C—H...Cl, C—H...O and C—H...N interactions, as well as π–π contacts [inter-centroid distances = 3.5853 (10) and 3.8268 (11) Å], each involving pyridyl rings.

The molecule 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 methoxy group is close to coplanar with its attached ring [deviation = 0.116 (2) Å]. In the crystal, a three-dimensional architecture is constructed by methyl–carbonyl C—H...O interactions and π–π interactions between centrosymmetrically related quinolinyl residues [centroid-to-centroid separations 3.5341 (10) and 3.8719 (9) Å].

In the title solvate, C29H21ClN2O2·C3H6O, a prop-2-en-1-one bridge links two quinolinyl residues; the latter are almost perpendicular [dihedral angle = 78.27 (6)°]. The dihedral angle between the quinonyl ring system and its pendant phenyl group is 59.78 (8)°. A small twist in the bridging prop-2-en-1-one group is noted [O=C—C=C torsion angle = −10.6 (3)°]. In the crystal, a three-dimensional architecture arises as a result of C—H...O and π–π stacking [centroid–centroid distances = 3.5504 (12)–3.6623 (12) Å].

In the title compound, C29H21ClN2O, there is a twist in the bridging prop-2-en-1-one group [C=C—C=O torsion angle = 22.7 (2)°]. The quinolinyl residues form a dihedral angle of 86.92 (4)°, indicating an almost perpendicular relationship. In the crystal, supramolecular layers in the bc plane are stabilized by C—H...π and π–π interactions [centroid–centroid distance = 3.4947 (7) Å].

In the molecule 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 phenyl–carbonyl C—H...O interactions and π–π interactions between centrosymmetrically related quinolinyl residues [3.5341 (10) and 3.8719 (9) Å], which together lead to a three-dimensional architecture.

Two independent molecules with quite similar conformations, A and B, comprise the asymmetric unit of the title compound, C23H21N3O2S. The terminal amide substituent is coplanar with the attached benzene ring [the O—C—C—C torsion angles are 174.0 (2) (A) and 6.3 (3)° (B)]. In the same way, the central amide group [C—C—C—O = 7.8 (3) (A) and 11.5 (3)° (B)] is approximately coplanar with the ring to which it is attached. A major twist is noted between the amide and adjacent thioamide residues [C—N—C—S = −109.29 (19) (A) and −112.29 (19)° (B)]. In the crystal, supramolecular chains along [100] are formed by N—H...O and N—H...S hydrogen bonding. These are connected into a three-dimensional architecture by C—H...π and π–π interactions [inter-centroid distance = 3.9157 (12) Å].

In the title salt, C13H14NO+·Cl−, the dihedral angle between the fused ring system (r.m.s. deviation = 0.039 Å) and the attached aldehyde group is 75.27 (16)°. In the crystal, the cation and anion are linked by an N—H...Cl hydrogen bond and the resulting pairs are connected into four-ion aggregates by π–π interactions between the C6 and pyridinium rings [3.6450 (9) Å] of inversion-related quinolinium residues.

The entire molecule of pallidol hexaacetate {systematic name: (±)-(4bR,5R,9bR,10R)-5,10-bis[4-(acetyloxy)phenyl]-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-1,3,6,8-tetrayl tetraacetate} is completed by the application of twofold rotational symmetry in the title ethyl acetate solvate, C40H34O12·C4H8O2. The ethyl acetate molecule was highly disordered and was treated with the SQUEEZE routine [Spek (2009). Acta Cryst. D65, 148–155]; the crystallographic data take into account the presence of the solvent. In pallidol hexaacetate, the dihedral angle between the fused five-membered rings (r.m.s. deviation = 0.100 Å) is 54.73 (6)°, indicating a significant fold in the molecule. Significant twists between residues are also evident as seen in the dihedral angle of 80.70 (5)° between the five-membered ring and the pendent benzene ring to which it is attached. Similarly, the acetate residues are twisted with respect to the benzene ring to which they are attached [C—O(carboxy)—C—C torsion angles = −70.24 (14), −114.43 (10) and −72.54 (13)°]. In the crystal, a three-dimensional architecture is sustained by C—H...O interactions which encompass channels in which the disordered ethyl acetate molecules reside.

The pyrazole ring in the title compound, C25H19BrN2O2, is almost planar (r.m.s. deviation = 0.003 Å) and forms dihedral angles of 7.56 (13) and 56.48 (13)° with the N- and C-bound benzene rings, respectively. The prop-2-en-1-one residue has an E conformation about the C=C double bond [1.328 (4) Å] and is almost coplanar with the pyrazole ring [C—C—C—C torsion angle = −174.4 (3)°]. A twist between the prop-2-en-1-one unit and the terminal benzene ring is evident [C—C—C—C torsion angle = −15.4 (4)°]. In the crystal, molecules are consolidated into a three-dimensional architecture by C—H...O, C—H...π and π–π [centroid–centroid separation = 3.7597 (16) Å] interactions.

In the title compound, C17H25N3O2S, the terminal and central amide groups are, respectively, twisted and coplanar with the attached benzene ring [O—C—C—C torsion angles = 22.7 (3) and 5.4 (3)°]. In the central part of the molecule, the amide and thioamide residues are approximately perpendicular [C—N—C—S torsion angle = −104.98 (18)°]. Supramolecular layers with a zigzag topology are formed in the crystal packing by N—H...O, N—H...S and C—H...O interactions; these stack along c, being separated by hydrophobic interactions.

In the title compound, C17H14Cl2O3, the two benzene rings are twisted by 73.6 (2)°. The twist is similar to that found in the unsubstituted compound, viz. phenyl benzoate. In the crystal, inversion dimers are linked by pairs of C—H...O interactions.

In the title compound, C17H16O3, the benzene rings are twisted by 63.54 (5)°. The twist is similar to that found in the unsubstituted compound, phenyl benzoate. The crystal packing features C—H...O hydrogen bonds.

In the anion of the title salt, C2H7N4O+·C2HN4O3−, the negative charge resides formally on the N3 atom of the triazole ring. In the crystal, the N3 and exocyclic O atoms are hydrogen-bond acceptors with respect to the formally double-bond iminium and amido N atoms of the cation. The cation and anion are almost planar (r.m.s. deviations = 0.012 and 0.051 Å, respectively), but they are slightly bent with respect to each other [dihedral angle = 12.6 (1)°]. In the crystal, adjacent anions and cations are linked by extensive N—H...N and N—H...O hydrogen bonds, generating a ribbon running along the b-axis direction.

In the title compound, C18H18O4, the planes of the benzene rings are twisted by 81.60 (5)°. In the crystal, weak C—H...O hydrogen bonds link the molecules into supramolecular chains extending along the a axis.

The title compound, C21H15FN2O2, features an approximately planar 1H-benzo[f]chromene fused-ring system (r.m.s. deviation for the 14 non-H atoms = 0.052 Å), with the fluorobenzene ring being almost perpendicular to this [dihedral angle = 85.30 (7) °]. The furan ring has a flattened half-chair conformation, with the methine C atom deviating by 0.132 (2) Å from the plane of the remaining atoms (r.m.s. deviation = 0.0107 Å). In the crystal, inversion dimers are formed via pairs of amine–cyano N—H...N hydrogen bonds. The dimers are connected into a three-dimensional architecture by C—H...N(cyano), C—H...π and π–π [intercentroid distance = 3.6671 (10) Å] interactions.

In the title compound, C24H20FN3O2, despite the 4H-pyran ring having a flattened half-chair conformation [the methine C atom lies 0.257 (3) Å above the plane of the remaining atoms with an r.m.s. deviation of 0.0295 Å], the 14 non-H atoms of the 4H-benzo[h]chromene residue are approximately coplanar (r.m.s. deviation = 0.081 Å). The benzene ring is nearly perpendicular to this plane [dihedral angle = 76.18 (10)°], but the planar (r.m.s. deviation = 0.033 Å) dimethylmethanimidamide substituent is coplanar [dihedral angle = 1.96 (12)°]. In the crystal, centrosymmetric dimeric aggregates arise from C—H...N interactions, and these are connected into supramolecular layers in the ab plane by C—H...π and π–π [intercentroid (central C6 ring)...(outer C6 ring)i distance = 3.8564 (14) Å] interactions.

In the title compound, C24H17ClFN3S, the pyrazole ring is almost planar (r.m.s. deviation = 0.030 Å). With the exception of the methine-bound benzene ring, which forms a dihedral angle of 85.77 (13)° with the pyrazole ring, the remaining non-C atoms lie in an approximate plane (r.m.s. deviation = 0.084 Å) so that overall the molecule has a T-shape. In the crystal, centrosymmetrically related molecules are connected via π–π interactions between pyrazole rings [centroid–centroid distance = 3.5370 (15) Å] and these stack along the a axis with no specific interactions between them.

In the title compound, C18H14N6O2, the benzene ring is slightly twisted out of the plane of the 1,2,3-triazole ring (r.m.s. deviation = 0.010 Å), forming a dihedral angle of 6.20 (13)°. The nine non-H ring atoms of the fused five- and six-membered ring system are almost coplanar (r.m.s. deviation = 0.032 Å). The near coplanarity in the central residue is consolidated by an intramolecular bifurcated N—H...(O,N) hydrogen bond. The conformation about the N=C bond is Z. In the crystal, supramolecular chains along [101] are sustained by N—H...O hydrogen bonds and C—H...O interactions. These are consolidated into a three-dimensional architecture by C—H...π and π–π interactions; the latter occur between centrosymmetrically related 1,2,3-triazole rings [centroid–centroid distance = 3.6056 (14) Å].

In the title compound, C21H15BrN2O2, the 14 non-H atoms of the 4H-benzo[h]chromene fused-ring system are approximately coplanar (r.m.s. deviation = 0.129 Å). Within this system, the 4H-pyran ring adopts a flattened half-chair conformation with the methine C atom lying 0.281 (4) Å above the plane of the remaining atoms (r.m.s. deviation = 0.0446 Å). The bromobenzene ring is almost perpendicular to the fused-ring system [dihedral angle = 85.34 (13)°]. In the crystal, supramolecular layers parallel to (101) are sustained by amine–cyano N—H...N and amine–methoxy N—H...O hydrogen bonds. The layers stack with interactions of the type (bromobenzene)C—H...π(outer-C6 ring of the fused-ring system) connecting them.

The title compound, C10H5FN2, is a monoclinic (P21/c) polymorph of the previously reported triclinic (P-1) form [Antipin et al. (2003). J. Mol. Struct. 650, 1–20]. The 13 non-H atoms in the title polymorph are almost coplanar (r.m.s. deviation = 0.020 Å); a small twist between the fluorobenzene and dinitrile groups [C—C—C—C torsion angle = 175.49 (16)°] is evident in the triclinic polymorph. In the crystal, C—H...N interactions lead to supramolecular layers parallel to (-101); these are connected by C—F...π interactions.

In the title compound, C26H23FN6S, the pyrazole ring has an envelope conformation, with the methine C atom being the flap atom. The thiourea group is close to being coplanar with the pyrazole N atoms [N—N—C—S torsion angle = 176.78 (15)°], which allows for an intramolecular N—H...N hydrogen bond; the connected triazole ring is nearly coplanar with this ring [N—C—C—N = −172.65 (19)°]. There is a significant twist between the pyrazole ring and attached fluorobenzene ring [N—C—C—C = −18.8 (3)°] and a greater twist between triazole and attached tolyl ring [dihedral angle = 58.25 (14)°]. In the crystal, supramolecular chains aligned along [40,10] are consolidated by π–π interactions between the triazole and phenyl rings [centroid–centroid distance = 3.7053 (13) Å].

In the title compound, C21H15FN2O2, the furan ring has a flattened half-chair conformation [the methine C atom lies 0.136 (2) Å above the C5 plane which has an r.m.s. deviation of 0.0229 Å]. Overall, the 1H-benzo[f]chromene fused-ring system approximates a plane (r.m.s. deviation of the 14 non-H atoms = 0.049 Å). The fluorobenzene ring is almost perpendicular to this plane [dihedral angle = 89.58 (8)°]. Zigzag supramolecular tapes along the b axis are the most notable feature of the crystal packing. This arises through an alternating sequence of 12-membered {...HNC3N}2 and eight-membered {...HNCO}2 synthons. These are connected into a three-dimensional architecture by π–π [intercentroid distance for centrosymmetrically related fluorobenzene rings = 3.5181 (10) Å] and C—H...π interactions.

In the title compound, C18H17Br2NOS2, the conformation of the piperidin-2-one ring is based on a half-chair with the methylene C atom diagonally opposite the N atom being 0.649 (3) Å above the plane of the remaining five atoms (r.m.s. deviation = 0.1205 Å). The S atoms occupy axial and bisectional positions, and the dihedral angle between the benzene rings of 59.95 (11)° indicates a splayed disposition. Helical supramolecular chains along the b axis sustained by C—H...O interactions is the major feature of the crystal packing. The chains are connected into a three-dimensional architecture by C—H...Br and C—H...π interactions.

In the title compound, C28H23FN6S, the pyrazole ring adopts an envelope conformation, with the methine C atom being the flap atom. With respect to this ring, the 2-thienyl, triazole and fluorobenzene rings are approximately coplanar, coplanar and perpendicular, respectively [dihedral angles = 8.56 (17), 6.03 (19) and 73.1 (2)°, respectively] so that to a first approximation the molecule has a T-shape. In the crystal, molecules are consolidated into a three-dimensional architecture by C—H...F (involving a bifurcated F atom), C—H...S and C—H...π interactions.

The asymmetric unit of the title compound, C19H12ClN3O, contains two molecules with similar conformations. The 14 non-H atoms comprising the 4H-chromeno[8,7-b]pyridine residue are essentially coplanar (r.m.s. deviations = 0.037 and 0.042 Å for the two molecules) and the main difference between them is seen in the twist about the bond linking the main residue to the attached chlorobenzene rings [dihedral angles = 79.01 (12) and 76.22 (11)° for the two molecules]. Zigzag supramolecular chains along the a-axis direction mediated by amino–pyridine N—H...N hydrogen bonds feature in the crystal packing; these are connected into a three-dimensional architecture by C—H...π interactions and Cl...Cl contacts [Cl...Cl = 3.3896 (14) Å].

In the title compound, C18H13Cl2N3OS, the eight atoms comprising the central imidazo/thiadiazolethiadiazole residue are coplanar (r.m.s. deviation = 0.009 Å). The dihedral angle of 8.72 (13)° between the dichlorobenzene and tolyl rings reflects a twist about the O—C(benzene) bond; the Cm—O—Cb—Cb torsion angle = −168.5 (2)° (m = methylene C and b is benzene C). Supramolecular tapes along the b axis are found in the crystal structure which are mediated by π–π interactions occurring between centrosymmetrically related thiadiazole rings [inter-ring centroid distance = 3.6907 (16) Å] and between the benzene and tolyl rings [inter-ring centroid distance = 3.7597 (16) Å].

In the title compound, C23H20BrNO4, the pyran ring has a flattened boat conformation with the O and methine C atoms lying to one side of the plane [0.160 (5) and 0.256 (6) Å, respectively] defined by the remaining atoms. Nevertheless, the 4H-benzo[h]chromene ring system approximates a plane (r.m.s. deviation = 0.116 Å) with the bromobenzene ring almost perpendicular [dihedral angle = 83.27 (16)°] and the ester group coplanar [C—C—C—O = 3.4 (5)°]; the methoxy substituent is also coplanar [C—O—C—C = 174.5 (3)°]. In addition to an intramolecular N—H...O(ester carbonyl) hydrogen bond, the ester carbonyl O atom also forms an intermolecular N—H...O hydrogen bond with the second amine H atom, generating a zigzag supramolecular chain along the c axis in the crystal packing. The chains are linked into layers in the bc plane by N—H...Br hydrogen bonds, and these layers are consolidated into a three-dimensional architecture by C—H...π interactions.

In the title compound, C16H13ClFN3S, the pyrazole ring adopts an envelope conformation with the methine C atom being the flap atom. The chloro- and fluorobenzene rings are twisted out of the plane of the pyrazole ring [dihedral angles = 15.12 (11) and 80.55 (10)°, respectively]. The amine group is orientated towards a ring N atom, forming an intramolecular N—H...N hydrogen bond. This H atom also forms a hydrogen bond to the F atom, which along with N—H...S hydrogen bonding leads to a supramolecular chain along the c axis. Connections between chains of the type Cl...π lead to a layer in the bc plane.

In the title compound, C14H13N3O3, a twist occurs, as seen in the dihedral angle of 53.60 (12)° between the pyrrole and benzene rings. A three-dimensional architecture is formed in the crystal whereby layers of molecules in the ac plane are connected by C—H...O and C—H...π interactions.

The central pyrazole ring in the title compound, C17H16FN3S, adopts an envelope conformation with the methine C atom bearing the 4-fluorophenyl substituent as the flap atom. Whereas the tolyl ring is slightly twisted out of the least-squares plane through the pyrazole ring [dihedral angle = 13.51 (11)°], the fluorobenzene ring is almost perpendicular [dihedral angle = 80.21 (11)°]. The thioamide group is almost coplanar with the N—N bond of the ring [N—N—C—N torsion angle = 1.2 (3)°] and the amine group forms an intramolecular hydrogen bond with a ring N atom. In the crystal, supramolecular double layers in the bc plane are formed via N—H...S, N—H...F and C—H...F interactions.

Two independent molecules 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 molecules]. The conformation about each of the ethylene bonds [1.329 (3) and 1.318 (3) Å] is E. The crystal structure features a combination of C—H...N, C—H...π and π–π contacts [inter-centroid between the phenyl ring and the quinoline benzene ring is 3.6024 (19) Å], generating a three-dimensional network.