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In the title salt, C5H7N2 +·C10H9O2 −, 2-amino­pyridine and 1-phenyl­cyclo­propane-1-carb­oxy­lic acid crystallize together, forming a 2-amino­pyridinium–carboxyl­ate supra­molecular heterosynthon involving two N—H⋯O hydrogen bonds, which in turn dimerizes to form a four-component supra­molecular unit also sustained by N—H⋯O hydrogen bonding. A C—H⋯π inter­action between a pyridine C—H group and the centroid of the phenyl ring of the anion further stabilizes the four-component supra­molecular unit. The overall crystal packing also features C—H⋯O inter­actions.

In the title compound, C26H21F6NO5, the dihedral angle between the cyclo­propane ring plane and the vinyl group plane is 79.3 (3)°. The dihedral angle between the benzene and phenyl ring planes in the phen­oxy­benzyl group is 82.7 (1)°. In the crystal structure, weak inter­molecular C—H⋯π inter­actions and C—H⋯F hydrogen bonds contribute to the stabilization of the packing.

In the structure of the title compound, C5H7N2 +·C8H11O4 −, the cis anions associate through head-to-tail carb­oxy­lic acid–carboxyl O—H⋯O hydrogen bonds [graph set C(7)], forming chains which extend along c and are inter­linked through the carboxyl groups, forming cyclic R 2 2(8) associations with the pyridinium and an amine H-atom donor of the cation. Further amine–carboxyl N—H⋯O inter­actions form enlarged centrosymmetric rings [graph set R 4 4(18)] and extensions down b, giving a three-dimensional structure.

In the crystal structure of the title mol­ecular adduct, C9H7N·C8H12O4, the two species are ­linked through a carb­oxy­lic acid–isoquinoline O—H⋯N hydrogen bond. These mol­ecular pairs then inter-associate through the second acid group of the cis-cyclo­hexane-1,2-dicarb­oxy­lic acid molecules, forming a classic centrosymmetric cyclic head-to-head carb­oxy­lic acid–carboxyl O—H⋯O hydrogen-bonding association [graph-set R 2 2(8)], giving a zero-dimensional (cluster) structure, consisting of two of each species.

In the title racemic salt, C6H13N2O+·C8H11O4 −, formed from the reaction of cis-cyclo­hexane-1,2-dicarb­oxy­lic anhydride with isonipecotamide, the cations are linked into duplex chain substructures through both centrosymmetric cyclic head-to-head ‘amide motif’ hydrogen-bonding associations [graph set R 2 2(8)] and ‘side-by-side’ R 2 2(14) associations. The anions are incorporated into the chains through cyclic R 4 3(10) inter­actions involving amide and piperidinium N—H⋯Ocarbox­yl hydrogen bonds which, together with inter-anion carb­oxy­lic acid O—H⋯Ocarbox­yl hydrogen bonds, give a two-dimensional layered structure extending along (011).

In the title compound, C15H14Cl2F3NO, synthesized by the reaction of 3-[(E)-2-chloro-3,3,3-trifluoro­prop-1-en­yl]-2,2-dimethyl­cyclo­propane­carb­oxy­lic acid and 2-chloro­aniline, the aromatic ring makes a dihedral angle of 76.7 (3)° with the plane of the cyclo­propane ring. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into chains running along the b axis.

In the crystal structure of the title solvated molecular salt, C3H12N2 2+·C7H3NO4 2−·C2H6OS, two amine groups of propane-1,3-diamine (pda) are protonated and two carb­oxy­lic acid groups of pyridine-2,5-dicarb­oxy­lic acid (2,5-pydcH2) are deprotonated. The crystal packing features N—H⋯O hydrogen bonds and weak C—H⋯O inter­molecular inter­actions.

In the zwitterionic title compound, C17H11NO5, the dihedral angle between the two aromatic rings is 76.90 (7)°. The dihedral angles between the carboxyl groups and the benzene ring are 64.02 (9) and 21.67 (9)°, the larger angle being associated with an intra­molecular N—H⋯Ocarbox­yl hydrogen bond, resulting from proton transfer from the carb­oxy­lic acid group to the quinoline N atom and giving an S(9) ring motif. In the crystal, mol­ecules are connected by O—H⋯O hydrogen bonds into chains extending along the b-axis direction. An overall two-dimensional network structure is formed through π–π inter­actions between the quinoline rings [minimum ring-centroid separation = 3.6068 (6) Å].

The complete mol­ecule of the title compound, C24H32N2O4, is generated by a crystallographic inversion center. The 1,2-diethyl­hydrazine moiety is nearly planar, with a maximum deviation of 0.024 (1) Å, and is inclined at a dihedral angle of 54.20 (4)° with the phenyl ring. In the crystal, [001] chains are formed, with adjacent mol­ecules in the chain linked by pair of inter­molecular N—H⋯O hydrogen bonds, generating R 2 2(10) ring motifs. Inter­molecular C—H⋯O hydrogen bonds and C—H⋯π inter­actions are also observed.

In the asymmetric unit of the title co-crystal, C12H14N4O2S·C7H5NO4, the sulfamethazine and 2-nitro­benzoic acid mol­ecules form a heterodimer through inter­molecular amide–carb­oxy­lic acid N—H⋯O and carb­oxy­lic acid–pyrimidine O—H⋯N hydrogen-bond pairs, giving a cyclic motif [graph set R 2 2(8)]. The dihedral angle between the two aromatic ring systems in the sulfamethazine mol­ecule is 88.96 (18)° and the nitro group of the acid is 50% rotationally disordered. Secondary aniline N—H⋯Osulfone hydrogen-bonding associations give a two-dimensional structure lying parallel to the ab plane.

In the title salt, C12H11N2O2 +·C7H5O6S−, the dihedral angle between the benzene and pyridine rings in the 4-(4-nitro­benz­yl)pyridinium cation is 82.7 (2)°. Within the anion there is an intramolecular hydroxy-O—H⋯O(carboxylic acid) bond. In the crystal, the cation forms a single N+—H⋯Osulfonate hydrogen bond with the anion. These cation–anion pairs inter­act through duplex anion carb­oxy­lic acid O—H⋯Osulfonate hydrogen bonds, giving a centrosymmetric cyclic association [graph set R 2 2(16)]. The crystals studied were non-merohedrally twinned.

In the title compound, C18H21N3O6, a pyrimidine derivative, the dihedral angle between the benzene and pyrimidine rings is 52.26 (12)°. The carboxyl­ate unit is twisted with respect to the pyrimidine ring, making a dihedral angle of 12.33 (7)°. In the crystal, mol­ecules are linked by a pair of O—H⋯O hydrogen bonds, forming an inversion dimer. The dimers are stacked into columns along the b axis through weak C—H⋯O inter­actions.

The title compound, C16H17ClF3NO2, was synthesized from 3-[(E)-2-chloro-3,3,3-trifluoro­prop-1-en­yl]-2,2-dimethyl­cyclo­propane­carboxylic acid and 3-methoxy­benzenamine. The propenyl and carboxamide substituents lie on the same side of the cyclo­propane ring plane, with the two methyl substituents on either side of the plane. The benzene ring makes a dihedral angle of 76.4 (3)° with the plane of the cyclo­propane ring. The crystal structure involves intermolecular N—H⋯O hydrogen bonds.

There are two mol­ecules in the asymmetric unit of the title compound, C16H17ClF3NO. The benzene ring in each mol­ecule makes a dihedral angle of 66.6 (3)° [116.3 (4)° in the second mol­ecule] with the plane of the cyclo­propane ring. The F atoms of the CF3 groups are disordered equally over two positions. The amide hydrogen is linked with the amide oxygen in another mol­ecule by an inter­molecular N—H⋯O hydrogen bond. The packing can be described as a dimeric arrangement of mol­ecules linked through N—H⋯O hydrogen bonds.

In the title compound, C13H10O4, an analog of acetyl­salicylic acid, the naphthalene unit is twisted slightly due to ortho disubstitution [dihedral angle between conjugated rings system in the naphthalene unit = 2.0 (2)°]. The mean planes of the carb­oxy­lic and ester groups are almost coplanar and perpendicular, respectively, to the mean plane of the conjugated aromatic system, making dihedral angles of 8.9 (3) and 89.3 (1)°. In the crystal, mol­ecules are paired through their carb­oxy­lic groups by the typical centrosymmetric O—H⋯O inter­actions with R 2 2(8) hydrogen-bond motifs. In addition, several weak C—H⋯O inter­molecular contacts are also observed. Finally, the mol­ecules are stacked along crystallographic [100] and [010] directions.

The title Schiff base compound, C21H26N2O4, is a second triclinic polymorph of a previously reported room-temperature structure [Jia (2009 ▶). Acta Cryst. E65, o646]. Strong intra­molecular O—H⋯N hydrogen bonds generate S(6) ring motifs. Inter­molecular C—H⋯O inter­actions link neighbouring mol­ecules into dimers with an R 2 2(16) ring motif. The mean planes of the two benzene rings are almost perpendicular to each other, making a dihedral angle of 88.24 (5)°. An inter­esting feature of the crystal structure is the intermolecular short C⋯O [3.1878 (13) Å] contact which is shorter than the sum of the van der Waals radii of the relevant atoms. The crystal structure is further stabilized by inter­molecular C—H⋯π and π–π inter­actions [centroid–centroid distance = 3.7414 (6) Å]. The structure has a stereogenic centre but the space group is centrosymmetric, so the mol­ecule exists as a racemate.

In the title compound, C24H23FN2O3, the cyclo­hexene ring adopts a screw-boat conformation. The fluorobenzene ring attached to the cyclo­hexene ring and the phenyl ring attached to the indazole moiety are inclined to one another by 57.77 (13)°. In the crystal, mol­ecules are linked by O—H⋯N and C—H⋯O hydrogen bonds, forming chains with C(5) and C(10) graph-set motifs. There are also C—H⋯π inter­actions present. The isopropoxycarbonyl group undergoes considerable thermal motion.

In the title mol­ecule, C15H11N3, the dihedral angle between the benzene ring and the fused pyrrole ring is 1.07 (5)°. The cyclo­hexene ring adopts an envelope conformation: the dicyano­methyl­ene group at position 1 has a coplanar orientation. An intra­molecular N—H⋯N hydrogen bond generates an S(7) ring motif. Inter­molecular N—H⋯N hydrogen bonds form an R 2 2(14) ring in the crystal. A C—H⋯π inter­action involving the benzene ring is also found in the structure.

In the title compound, C10H15NO5, the five-membered cyclo­pentane ring has an envelope conformation, with four atoms lying in a plane (mean deviation = 0.0213 Å), while the fifth atom deviates from this plane by 0.626 (2) Å. A three-dimensional structure is formed through N—H⋯O and O—H⋯O hydrogen bonds between the amide and carb­oxy­lic acid groups and both carb­oxy­lic acid and amide O-atom acceptors.

The title compound, C17H16Cl2N2O2, assumes a V-shape configuration with a dihedral angle between the two halves of the mol­ecule of 79.60 (4)°. The asymmetric unit comprises one half-mol­ecule with a crystallographic twofold rotation axis passing through the central C atom. There are weak inter­molecular π–π stacking inter­actions between neighbouring benzene rings with inter­molecular plane-to-plane distances of 3.277 (6) and 3.465 (5) Å along the a and c axes, respectively. In the crystal structure, weak inter­molecular C—H⋯O bonds link each mol­ecule to four others to form an infinite three-dimensional network.

In the title compound, C16H20O5, the dihedral angle between the planar rings, viz. benzene and cyclo­propane, is 52.1 (2)°. Mol­ecules are connected in the crystal via weak inter­molecular C—H⋯O hydrogen bonds, forming chains in the [001] direction.

In the crystal structure of the title compound, C19H20N2O3·C3H6O, mol­ecules are linked into inversion dimers with an R 2 2(12) motif by pairs of N—H⋯N hydrogen bonds. These dimers are further connected into chains running along the a axis by N—H⋯O hydrogen bonds. C—H⋯N and C—H⋯π inter­actions also feature in the packing. The cyclohexene ring adopts nearly an envelope conformation [puckering parameters are Q T = 0.456 (2) Å, θ = 54.6 (3)° and ϕ = 225.2 (3)°].

The title compound, C15H21NO4S, crystallized with two independent mol­ecules in the asymmetric unit in which the dihedral angles between the mean planes of the benzene and cyclo­hexane rings are 78.3 (2) and 67.6 (2)°. The substituents of the cyclo­hexyl rings are in equatorial orientations. In the crystal, both mol­ecules form R 2 2(6) carb­oxy­lic acid inversion dimers via pairs of O—H⋯O hydrogen bonds. Further N—H⋯O and C—H⋯O inter­actions generate a three-dimensional network.

In the title compound, C16H13N3, the cyclo­hexene ring adopts a sofa conformation. An intra­molecular N—H⋯N hydrogen bond generates an S(7) ring motif. In the crystal, the mol­ecules are linked by pairs of N—H⋯N inter­actions, forming centrosymmetric dimers with an R 2 2(14) motif.

The tetra­dentate dianion in the title complex hydrate, [Cu(C23H28N2O4)]·H2O, provides the CuII atom with a cis-N2O2 donor set. There is a significant twist from a regular square-planar geometry with the dihedral angle formed between the two six-membered CuOC3N chelate rings being 32.14 (8)°. The water mol­ecule forms hydrogen bonds to each of the coordinating O atoms of a given complex mol­ecule. Supra­molecular layers in the bc plane are formed in the crystal packing through C—H⋯O and C—H⋯π inter­actions.