The asymmetric unit of the title compound, 2C2H6N5 +·C4O4 2−, contains two 3,5-diamino-4H-1,2,4-triazolium cations and one squarate dianion. The squaric acid mol­ecule donated one H atom to each of the two 3,5-diamino-1,2,4-triazole mol­ecules at their N atoms. The squaric acid dianion has four C—O bonds which are shorter than a normal single C—O bond (1.426 Å) and are slightly longer than a normal C=O bond (1.23 Å), which indicates the degree of electron delocalization in the dianion. In the crystal, the cations and dianions are linked by N—H⋯N and N—H⋯O hydrogen bonds into a three-dimensional network.

The title compound, C16H13Cl2F3N2, exists in an E conformation with respect to the C=N bond [1.2952 (11) Å] and the C—N—N=C torsion angle is 175.65 (8)°. The dihedral angle between the benzene rings is 42.09 (4)°. An intra­molecular C—H⋯F hydrogen bond generates an S(6) ring. In the crystal, the mol­ecules are linked into [101] chains by C—H⋯F hydrogen bonds.

In the cation of the title compound, C9H12NO2 +·Cl−, the dihedral angle between the 2-oxoethanaminium N—C—C(=O)– plane [maximum deviation = 0.0148 (12) Å] and the benzene ring is 7.98 (8)°. The meth­oxy group is approximately in-plane with the benzene ring, with a C—O—C—C torsion angle of −2.91 (18)°. In the crystal, the cations and chloride anions are connected by N—H⋯Cl and C—H⋯Cl hydrogen bonds, forming a layer parallel to the bc plane. A C—H⋯π inter­action further links the layers.

The asymmetric unit of the title compound, C6H11N3O, consists of two independent mol­ecules in which the cyclo­pentane rings adopt envelope conformations with CH2 grouping as the flap and the semicarbazone groups are essentially planar, with maximums deviation of 0.0311 (12) and 0.0285 (12) Å. In the crystal, N—H⋯O, N—H⋯N and C—H⋯O hydrogen bonds link the mol­ecules to form sheets lying parallel to the ab plane.

In the title compound, C19H18BrFN2O, the benzene rings form dihedral angles of 5.38 (7) and 85.48 (7)° with the mean plane of the 4,5-dihydro-1H-pyrazole ring (r.m.s. deviation = 0.0849 Å), which approximates to an envelope conformation with the –CH2– group as the flap. The dihedral angle between the benzene rings is 82.86 (7)°. In the crystal, C—H⋯F and C—H⋯O hydrogen bonds link the mol­ecules to form inversion dimers and together these generate chains along [011]. The crystal packing also features C—H⋯π inter­actions.

In the title mol­ecule, C17H14BrFN2O, the benzene rings form dihedral angles of 6.58 (6) and 85.31 (6)° with the mean plane of the 4,5-dihydro-1H-pyrazole ring (r.m.s. deviation = 0.0231 Å). The latter ring is planar with a maximum deviation of 0.032 (1) Å The dihedral angle between the benzene rings is 78.75 (6)°. In the crystal, weak C—H⋯O and C—H⋯F hydrogen bonds link the mol­ecules into corrugated layers parallel to the ab plane.

In the title compound, C20H16ClNO, an S(6) ring motif is formed via an intra­molecular C—H⋯O hydrogen bond. The chloro-substituted benzene ring is almost perpendicular to the benzene rings, forming dihedral angles of 87.33 (9) and 88.69 (9)°. The dihedral angle between the benzene rings is 87.17 (9)°. In the crystal, mol­ecules are linked into chains parallel to the c axis by inter­molecular N—H⋯O hydrogen bonds. The crystal packing also features weak C—H⋯π inter­actions involving the chloro-substituted ring.

In the title compound, C15H9Cl2F3N2O2, the 1,6-dihydro­pyrano[2,3-c]pyrazole ring system is almost planar, with a maximum deviation of 0.0226 (14) Å, and forms a dihedral angle of 69.90 (6)° with the benzene ring. In the crystal, mol­ecules are linked into a helical chain along the c axis by C—H⋯O hydrogen bonds.

The asymmetric unit of the title compound, C13H10ClN3O·H2O, consists of two crystallographically independent Schiff base mol­ecules which exist in an E conformation with respect to the C=N double bond, and two independent water mol­ecules. In the crystal, the Schiff base and water mol­ecules are linked into a three-dimensional network via N—H⋯O, O—H⋯N, O—H⋯O and C—H⋯O hydrogen bonds. The crystal studied was a pseudo-merohedral twin with twin law (101 0-10 00-1) and a component ratio of 0.792 (2):0.208 (2).

In the title compound, C28H19F3O2, the central benzene ring forms dihedral angles of 48.69 (6), 60.93 (6) and 42.06 (6)° with the fluoro­benzene rings. In the crystal, inter­molecular C—H⋯O and C—H⋯F hydrogen bonds link the mol­ecules, forming an undulating two-dimensional network parallel to the bc plane. C—H⋯π inter­actions further consolidate the crystal packing.

In the title compound, C29H19F2NO2, the central benzene ring forms a dihedral angle of 56.92 (12)° with the cyano­benzene ring and dihedral angles of 40.91 (12) and 44.76 (12)° with the two fluoro­benzene rings. In the crystal, C—H⋯O and C—H⋯F hydrogen bonds link the mol­ecules into sheets lying parallel to the ab plane. The crystal packing also features C—H⋯π inter­actions involving the central benzene ring.

In the title compound, C8H7ClFNO, the dihedral angle between the benzene ring and the acetamide side chain is 5.47 (6)°. An S(6) ring motif is formed via an intra­molecular C—H⋯O hydrogen bond. In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into C(4) chains along [001].

In the title compound, C22H24ClN3O4, intra­molecular C—H⋯O and C—H⋯N hydrogen bonds form S(9) and S(7) ring motifs, respectively. The 1,4-dihydro­pyridine ring adopts a flattened boat conformation. The benzene ring makes a dihedral angle of 33.36 (6)° with the pyrazole ring. In the crystal, pairs of N—H⋯N hydrogen bonds link the mol­ecules into inversion dimers. The dimers are stacked in column along the a axis through N—H⋯O and C—H⋯N hydrogen bonds. The crystal packing also features C—H⋯π inter­actions involving the pyrazole ring.

In the title compound, C20H22BrN5O2·2H2O, the Schiff base mol­ecule exists in an E conformation with respect to the acyclic C=N bond. An S(6) ring motif is formed via an intra­molecular O—H⋯N hydrogen bond. The dihedral angle between the imidazo[1,2-a]pyridine system and the benzene ring is 84.62 (5)°. In the crystal, N—H⋯O, O—H⋯O, O—H⋯N, C—H⋯O and C—H⋯Br hydrogen bonds link the mol­ecules into a three-dimensional network. The crystal packing is further stabilized by C—H⋯π and π–π inter­actions [centroid–centroid distance = 3.5365 (7) Å].

The title compound, C5H5Cl5N5P3, crystallizes as a zwitterion in which the pyridine N atom is protonated. An S(6) ring motif is formed via an intra­molecular C—H⋯N hydrogen bond. The triaza­triphosphinine ring adopts an envelope conformation, with one N atom displaced by 0.145 (1) Å from the other atoms. In the crystal, N—H⋯N and C—H⋯N hydrogen bonds link the mol­ecules into centrosymmetric dimers containing one R 2 2(7) ring motif and two R 2 2(8) ring motifs.

In the title compound, C16H13FO4, the dihedral angle between the benzene rings is 84.28 (8)°. In the crystal, C—H⋯F and C—H⋯O hydrogen bonds link the mol­ecules to form a three-dimensional network. The crystal structure is consolidated by C—H⋯π inter­actions and short F⋯F contacts [2.7748 (14) Å] also occur.

In the title hydrate, C23H16N4O2·H2O, the pyrazole ring is approximately planar, with a maximum deviation of 0.023 (1) Å, and makes dihedral angles of 28.63 (6) and 46.44 (7)° with the naphtho­[2,1-b]furan ring system and the benzene ring, respectively, In the crystal, O—H⋯N, O—H⋯O, N—H⋯O, N—H⋯N, C—H⋯O and C—H⋯N hydrogen bonds link the mol­ecules, forming sheets lying parallel to the ab plane. The crystal structure also features C—H⋯π inter­actions involving the centroids of the pyrazole and benzene rings.

In the title compound, C16H13ClO3, the dihedral angle between the benzene rings is 80.74 (8)°. In the crystal, C—H⋯O hydrogen bonds link the mol­ecules to form C(11) chains propagating in [010].

In the title compound, C15H11BrO4, the dihedral angle between the aromatic rings is 66.77 (8)°. In the crystal, O—H⋯O, C—H⋯Br and C—H⋯O hydrogen bonds link the mol­ecules, forming layers lying parallel to (101). The crystal packing is further consolidated by C—H⋯π inter­actions and π–π stacking inter­actions [centroid–centroid distance = 3.5476 (7) Å].

In the title mol­ecule, C15H11Br2ClO2, an S(6) ring motif is formed via an intra­molecular O—H⋯O hydrogen bond. The dihedral angle formed between the chloro- and hy­droxy-substituted benzene rings is 34.10 (15)°. In the crystal, weak inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into chains along the c axis.

In the title compound, C15H18N4O4, the 1H-imidazole ring forms a dihedral angle of 67.12 (8)° with the benzene ring. An S(6) ring motif is formed via an intra­molecular N—H⋯O hydrogen bond. In the crystal, neighbouring mol­ecules are linked by a pair of inter­molecular N—H⋯N hydrogen bonds, forming an inversion dimer. The dimers are further linked by a pair of C—H⋯O hydrogen bonds, leading to the formation of chain along [021]. A C—H⋯π inter­action involving the centroid of the benzene ring is also observed between the chains.

In the title coordination polymer, [Cu2I2(C14H14N4)(C18H15P)2]n, the CuI atom is coordinated by two I atoms, one P atom and one N atom in a fairly regular tetra­hedral arrangement. A crystallographic inversion centre generates a Cu2I2 diamond with a Cu–Cu separation of 3.0120 (5) Å. The complete N,N′-(1-pyridin-4-yl-ethethyl­idene)-hydrazine mol­ecule is also generated by inversion symmetry, and this bridging ligand leads to [011] polymeric chains in the crystal structure.

In the title compound, C10H13NO, the C—C—C—C torsion angle formed between the benzene ring and the butan-2-one oxime unit is 73.7 (2)°, with the latter lying above the plane through the benzene ring. In the crystal, inter­molecular O—H⋯N hydrogen bonds link pairs of mol­ecules into dimers, forming R 2 2(6) ring motifs which are stacked along the a axis.

In the title compound, C16H11BrO, the dihydro­indene ring system is approximately planar, with a maximum deviation of 0.008 (2) Å. The mean plane of this ring system forms a dihedral angle of 3.73 (11)°, with the bromo-substituted benzene ring. In the crystal, weak inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into sheets parallel to the ab plane and further stabilization is provided by weak C—H⋯π inter­actions involving the bromo-substituted benzene rings.

In the title compound, C15H17N3O, the 1H-imidazo[4,5-c]quinoline ring system is approximately planar, with a maximum deviation of 0.036 (1) Å. The C—N—C—C torsion angles formed between this ring system and the isobutyl unit are −99.77 (16) and 79.71 (17)°. In the crystal, inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into chains along the c axis.