The perchlorate salt of the novel diprotonated dinucleating ligand 1,3‐bis­{[2‐(2‐pyridinio)eth­yl][2‐(2‐pyrid­yl)eth­yl]amino}benzene

In the title salt, 1,3‐bis­{[2‐(2‐pyridinio)eth­yl][2‐(2‐pyrid­yl)ethyl]amino}benzene diperchlorate dihydrate, C₃₄H₃₈N₆²⁺·2ClO₄⁻·2H₂O, the cation contains two ethyl­pyrid­yl and two ethyl­pyridinium pendant pairs anchored to the two N atoms of 1,3‐phenyl­enediamine. The pyrid­yl and pyridinium N atoms are flanked by a mol­ecule of water through strong hydrogen‐bonding inter­actions [N—H⋯O = 2.762 (6) and 2.758 (6) Å, and O—H⋯N = 2.834 (6) and 2.839 (6) Å]. The water mol­ecules have weak hydrogen‐bonding inter­actions with the perchlorate anions as well. One of the perchlorate anions is severely disordered.     

N‐(2,4‐Dimethoxy­benzyl­idene­amino)­guanidinium dihydrogenphosphate

In the asymmetric unit of the title compound, C₁₀H₁₅N₄O₂⁺·H₂PO₄⁻, there are two protonated amino­guanidinium cations and two dihydrogenphosphate anions. The positive charge on the protonated amidine group is delocalized over the three C—N bonds in a manner similar to that found in guanidinium salts. The amino­guanidinium cations are found to be the E‐isomer structures. Intra­molecular inter­actions of the N—H⋯N type are observed, leading to the formation of five‐membered rings. Extensive networks of O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds stabilize the three‐dimensional network. In the crystal structure, π–π inter­actions between the benzene rings, with a distance of 3.778 (2) Å between the ring centroids, also affect the packing of the mol­ecules.     

Thia­mine tetra­phenyl­borate monohydrate: a two‐dimensional hydrogen‐bonded network with (4,4)‐topology

The title compound, 3‐[(4‐amino‐2‐methyl­pyrimidin‐5‐yl)­meth­yl]‐5‐(2‐hydroxy­eth­yl)‐4‐methyl­thia­zolium tetra­phenyl­borate monohydrate, C₁₂H₁₇N₄OS⁺·C₂₄H₂₀B⁻·H₂O, is a salt in which the thiamine cations are linked by hydrogen bonds into a two‐dimensional network having (4,4)‐topology. The stacked sheets form channels, which are occupied by the anions; the cations and anions are linked by C—H⋯π(arene) hydrogen bonds.     

Three structures containing (E)‐1,2‐bis­(benzimidazol‐2‐yl)ethene groups

Two of the title compounds, namely (E)‐1,2‐bis­(1‐methyl­benzimidazol‐2‐yl)ethene, C₁₈H₁₆N₄, (Ib), and (E)‐1,2‐bis­(1‐ethyl­benzimidazol‐2‐yl)ethene, C₂₀H₂₀N₄, (Ic), consist of centrosymmetric trans‐bis­(1‐alkyl­benzimidazol‐2‐yl)ethene mol­ecules, while 3‐eth­yl‐2‐[(E)‐2‐(1‐ethyl­benzimidazol‐2‐yl)­ethen­yl]benzimidazol‐1‐ium perchlorate, C₂₀H₂₁N₄⁺·ClO₄⁻, (II), contains the monoprotonated analogue of compound (Ic). In the three structures, the benzimidazole and benzimidazolium moieties are essentially planar; the geometric parameters for the ethene linkages and their bonds to the aromatic groups are consistent with double and single bonds, respectively, implying little, if any, conjugation of the central C=C bonds with the nitro­gen‐containing rings. The C—N bond lengths in the N=C—N part of the benzimidazole groups differ and are consistent with localized imine C=N and amine C—N linkages in (Ib) and (Ic); in contrast, the corresponding distances in the benzimidazolium cation are equal in (II), consistent with electron delocalization resulting from protonation of the amine N atom. Crystals of (Ib) and (Ic) contain columns of parallel mol­ecules, which are linked by edge‐over‐edge C—H⋯π overlap. The columns are linked to one another by C—H⋯π inter­actions and, in the case of (Ib), C—H⋯N hydrogen bonds. Crystals of (II) contain layers of monocations linked by π–π inter­actions and separated by both perchlorate anions and the protruding eth­yl groups; the cations and anions are linked by N—H⋯O hydrogen bonds.     

3,4‐Di‐2‐pyridyl‐1,2,5‐oxadiazole and its perchlorate salt

In 3,4‐di‐2‐pyridyl‐1,2,5‐oxadiazole (dpo), C₁₂H₈N₄O, each mol­ecule resides on a twofold axis and inter­acts with eight neighbours via four C—H⋯N and four C—H⋯O inter­actions to generate a three‐dimensional hydrogen‐bonded architecture. In the perchlorate analogue, 2‐[3‐(2‐pyrid­yl)‐1,2,5‐oxadiazol‐4‐yl]pyridinium perchlorate, C₁₂H₉N₄O⁺·ClO₄⁻ or [Hdpo]ClO₄, the [Hdpo]⁺ cation is bisected by a crystallographic mirror plane, and the additional H atom in the cation is shared by the two pyridyl N atoms to form a symmetrical intra­molecular N⋯H⋯N hydrogen bond. The cations and perchlorate anions are linked through C—H⋯O hydrogen bonds and π–π stacking inter­actions to form one‐dimensional tubes along the b‐axis direction.     

The anilinium chloride adduct of 4‐bromo‐N‐phenylbenzene­sulfonamide

The title compound anilinium chloride–4‐bromo‐N‐phenyl­benzene­sulfonamide (1/1), C₆H₈N⁺·Cl⁻·C₁₂H₁₀BrNO₂S, displays a hydrogen‐bonded ladder motif with four independent N—H⋯Cl bonds in which both the NH group of the sulfonamide molecule and the NH₃ group of the anilinium ion [N⋯Cl = 3.135 (3)–3.196 (2) Å and N—H⋯Cl = 151–167°] are involved. This hydrogen‐bonded chain contains two independent R₄²(8) rings and each chloride ion acts as an acceptor of four hydrogen bonds.     

Three (E)‐2‐[(bromo­phen­yl)imino­meth­yl]‐4‐methoxy­phenols

The title compounds, (E)‐2‐[(2‐bromo­phenyl)imino­methyl]‐4‐methoxy­phenol, C₁₄H₁₂BrNO₂, (I), (E)‐2‐[(3‐bromo­phenyl)­imino­methyl]‐4‐methoxy­phenol, C₁₄H₁₂BrNO₂, (II), and (E)‐2‐[(4‐bromo­phenyl)imino­methyl]‐4‐methoxy­phenol, C₁₄H₁₂BrNO₂, (III), adopt the phenol–imine tautomeric form. In all three structures, there are strong intra­molecular O—H⋯N hydrogen bonds. Compound (I) has strong inter­molecular hydrogen bonds, while compound (III) has weak inter­molecular hydrogen bonds. In addition to these inter­molecular inter­actions, C—H⋯π inter­actions in (I) and (III), and π–π inter­actions in (I), play roles in the crystal packing. The dihedral angles between the aromatic rings are 15.34 (12), 6.1 (3) and 39.2 (14)° for (I), (II) and (III), respectively.     

C—H⋯O,C—H⋯π and π–π inter­actions in three benzofuran‐2‐yl ketone derivatives

The mol­ecules of 2‐benzoyl‐1‐benzofuran, C₁₅H₁₀O₂, (I), inter­act through double C—H⋯O hydrogen bonds, forming dimers that are further linked by C—H⋯O, C—H⋯π and π–π inter­actions, resulting in a three‐dimensional supramolecular network. The dihedral angle between the benzo­yl and benzofuran fragments in (I) is 46.15 (3)°. The mol­ecules of bis­(5‐bromo‐1‐benzofuran‐2‐yl) ketone, C₁₇H₈Br₂O₃, (II), exhibit C₂ symmetry, with the carbon­yl group (C=O) lying along the twofold rotation axis, and are linked by a combination of C—H⋯O and C—H⋯π inter­actions and Br⋯Br contacts to form sheets. The stability of the mol­ecular packing in 3‐mesit­yl‐3‐methyl­cyclo­but­yl 3‐methyl­naphtho[1,2‐b]furan‐2‐yl ketone, C₂₈H₂₈O₂, (III), arises from C—H⋯π and π–π stacking inter­actions. The fused naphthofuran moiety in (III) is essentially planar and makes a dihedral angle of 81.61 (3)° with the mean plane of the trimethyl­benzene ring.     

Three 4‐amino­quinolines of anti­malarial interest

The structures of three compounds with potential anti­malarial activity are reported. In N,N‐diethyl‐N′‐(7‐iodo­quinolin‐4‐yl)ethane‐1,2‐diamine, C₁₅H₂₀IN₃, (I), the mol­ecules are linked into ribbons by N—H⋯N and C—H⋯N hydrogen bonds. In N‐(7‐bromo­quinolin‐4‐yl)‐N′,N′‐diethyl­ethane‐1,2‐diamine dihydrate, C₁₅H₂₀BrN₃·2H₂O, (II), two amino­quino­line mol­ecules and four water mol­ecules form an R₅⁴(13) hydrogen‐bonded ring which links to its neighbours to form a T5(2) one‐dimensional infinite tape with pendant hydrogen bonds to the amino­quinolines. The phosphate salt 7‐chloro‐4‐[2‐(diethyl­ammonio)ethyl­amino]quinolinium bis­(dihydrogen­phosphate) phospho­ric acid, C₁₅H₂₂ClN₃²⁺·2H₂PO₄⁻·H₃PO₄, (III), was prepared in order to establish the protonation sites of these compounds. The phosphate ions form a two‐dimensional hydrogen‐bonded sheet, while the amino­quino­line cations are linked to the phosphates by N—H⋯O hydrogen bonds from each of their three N atoms. While the conformation of the quinoline region hardly varies between (I), (II) and (III), the amino side chain is much more flexible and adopts a significantly different conformation in each case. Aromatic π–π stacking inter­actions are the only supramolecular inter­actions seen in all three structures.     

1‐Acetyl‐3‐ferrocenyl‐5‐methyl‐1H‐pyrazole and 1‐acetyl‐5‐ferrocenyl‐3‐(2‐pyrid­yl)‐1H‐pyrazole

Mol­ecules of 1‐acetyl‐3‐ferrocenyl‐5‐methyl‐1H‐pyrazole, [Fe(C₅H₅)(C₁₁H₁₁N₂O)], form a centrosymmetric dimer generated by a combination of one C—H⋯π(pyrazole) and one C—H⋯π(cyclo­penta­dienyl) inter­action. The dimers are linked by C—H⋯π inter­actions, involving the pyrazole rings as acceptors, into layers parallel to (10). Mol­ecules of 1‐acetyl‐5‐ferrocenyl‐3‐(2‐pyrid­yl)‐1H‐pyrazole, [Fe(C₅H₅)(C₁₅H₁₂N₃O)], are linked by C—H⋯O inter­actions into a chain running in the [010] direction. Two chains of this type passing through each unit cell are connected by O⋯π(pyridyl) inter­actions into an [010] double chain.     

Benzoin 4‐ethyl­thio­semicarbazone

In the title compound, 2‐hydr­oxy‐1,2‐diphenyl­ethanone 4‐ethyl­thio­semicarbazone, C₁₇H₁₉N₃OS, the thio­semi­carbazone moiety is planar and has an E configuration. The planar phenyl rings make dihedral angles of 82.34 (8) and 8.07 (17)° with the plane of the thio­semicarbazone moiety. The crystal structure contains two intra­molecular (N—H⋯O and N—H⋯N) and one inter­molecular inter­action (O—H⋯S), as well as two C—H⋯π(benzene) inter­actions. Mol­ecules are stacked in columns running along the a axis. Mol­ecules in each column are connected to each other by means of linear O—H⋯S hydrogen bonds and C—H⋯π inter­actions. In addition, there are also C—H⋯π(benzene) inter­actions between the columns.     

Two N‐substituted 3,5‐diphenyl‐2‐pyrazoline‐1‐thiocarboxamides

The structures of N‐ethyl‐3‐(4‐fluoro­phen­yl)‐5‐(4‐methoxy­phen­yl)‐2‐pyrazoline‐1‐thio­carboxamide, C₁₉H₂₀FN₃OS, (I), and 3‐(4‐fluoro­phen­yl)‐N‐methyl‐5‐(4‐methyl­phen­yl)‐2‐pyrazoline‐1‐thio­carboxamide, C₁₈H₁₈FN₃S, (II), have similar geometric parameters. The meth­oxy/methyl‐substituted phenyl groups are almost perpendicular to the pyrazoline (pyraz) ring [inter­planar angles of 89.29 (8) and 80.39 (10)° for (I) and (II), respectively], which is coplanar with the fluoro­phenyl ring [inter­planar angles of 5.72 (9) and 10.48 (10)°]. The pyrazoline ring approximates an envelope conformation in both structures, with the two‐coordinate N atom involved in an intra­molecular N—H⋯N_pyraz inter­action. In (I), N—H⋯O and C—H⋯S inter­molecular hydrogen bonds are the primary inter­actions, whereas in (II), there are no intermolecular hydrogen bonds.     

2,5‐Dicarboxy­anilinium chloride monohydrate

The title compound, C₈H₈NO₄⁺·Cl⁻·H₂O, is the chloro­hydrated form of 2‐amino­benzene‐1,4‐dicarboxylic acid, the basic crystal structure of which is still not known. Mol­ecules are linked by classical N—H⋯O, O—H⋯O, N—H⋯Cl and O—H⋯Cl hydrogen bonds, mainly along the mol­ecular plane, into sheets built by unusual R₆⁴(26), R₆⁴(22) and R₄³(22) rings. The stacking between layers is stabilized by another N—H⋯Cl hydrogen bond and by π–π inter­actions between aromatic rings facing each other.     

(1S*,2S*,4S*,5S*)‐Cyclo­hexa­ne‐1,2,4,5‐tetrol monohydrate

In the title compound, C₆H₁₂O₄·H₂O, 1,4/2,5‐cyclo­hexane­tetrol and water mol­ecules are seen to possess twofold symmetry. All four hydrox­yl groups of the tetrol participate in extensive inter­molecular O—H⋯O hydrogen bonding to form mol­ecular tapes propagating along the a axis. Translationally related tapes along the c axis are held together by four coordinated water mol­ecules.     

Moxifloxacinium chloride–water–methanol (2/1/1), a novel anti­bacterial agent

Moxifloxacin, a novel fluoro­quinolone with a broad spectrum of anti­bacterial activity, is available as the solvated monohydro­chloride salt 7‐[(S,S)‐2‐aza‐8‐azoniabicyclo­[4.3.0]non‐8‐yl]‐1‐cyclo­propyl‐6‐fluoro‐8‐meth­oxy‐4‐oxo‐1,4‐dihydroquinoline‐3‐carboxylic acid chloride–water–methanol (2/1/1), C₂₁H₂₅FN₃O₄⁺·Cl⁻·0.5H₂O·0.5CH₃OH. The asymmetric unit contains two cations, two chloride ions, a mol­ecule of water and one methanol mol­ecule. The two cations adopt conformations that differ by an almost 180° rotation with respect to the piperidinopyrrolidine side chain. The cyclo­propyl ring and the meth­oxy group are not coplanar with the quinoline ring system. The carboxylic acid function, the protonated terminal piperidyl N atom, the water mol­ecule, the chloride ion and the methanol mol­ecule participate in O—H⋯O, O—H⋯Cl, N—H⋯O and N—H⋯Cl hydrogen bonding, linking the mol­ecules into extended two‐dimensional networks.     

Hydrogen bonding and π–π stacking in 6‐hydroxy­biochanin A monohydrate

In the lattice of the title compound (systematic name: 5,6,7‐trihydroxy‐4′‐meth­oxy­isoflavone monohydrate), C₁₆H₁₂O₆·H₂O, the isoflavone mol­ecules are linked into chains through R₄³(17) motifs composed via O—H⋯O and C—H⋯O hydrogen bonds. Centrosymmetric R₄²(14) motifs assemble the chains into sheets. Hydrogen‐bonding and aromatic π–π stacking inter­actions lead to the formation of a three‐dimensional network structure.     

Tetra­aqua­(7‐hydroxy‐5‐oxidoflavone‐6‐sulfonato‐κ2O4,O5)nickel(II) dimethyl­formamide solvate monohydrate

In the title compound, [Ni(C₁₅H₈O₇S)(H₂O)₄]·C₃H₇NO·H₂O, the Ni^II cation is chelated by a 7‐hydroxy‐5‐oxidoflavone‐6‐sulfonate ligand through one oxide and one carbonyl O atom, and the sixfold coordination is completed by four aqua ligands. Individual mol­ecules are linked into hydrogen‐bonded dimers by way of five pairs of O—H⋯O hydrogen bonds. These dimers, in turn, determine a three‐dimensional supra­molecular arrangement through a variety of inter­dimeric inter­actions, such as O—H⋯O, C—H⋯O and π–π stacking.     

1,4,7,10‐Tetra­oxacyclo­dodeca­ne–triphenyl­methane­thiol (1/2)

In the centrosymmetric formula unit of the title complex, C₈H₁₆O₄·2C₁₈H₁₆S, the 1,4,7,10‐tetra­oxacyclo­dodecane mol­ecule adopts the biangular [66] conformation, and the triphenyl­methane­thiol mol­ecules are linked to the macrocycle via a long S—H⋯O hydrogen bond [S⋯O = 3.460 (2) Å and S—H⋯O = 161 (2)°]. Attractive inter­actions of phenyl groups in edge‐to‐face conformations combine inversion‐related formula units into chains running along the [111] direction in the crystal structure. Association of the chains into sheets is achieved via C—H⋯π inter­actions.     

Bis(2,9‐dimethyl‐1,10‐phenanthroline‐κ2N,N′)copper(I) hydrogen squarate hemihydrate

In the crystal structure of the synthetically prepared title compound, [Cu(C₁₄H₁₂N₂)₂](C₄HO₄)·0.5H₂O or [Cu(dmphen)₂](HSq)·0.5H₂O (dmphen is 2,9‐dimethyl‐1,10‐phenanthroline or neocuproine and HSq is hydrogen squarate), the Cu^I centre has distorted tetra­hedral coordination geometry comprised of four N atoms from two bidentate dmphen ligands. The squarate monoanions form a ten‐membered dimer, graph set R₂²(10), linked by two strong inter­molecular O—H⋯O hydrogen bonds. These squarate dimers are linked into chains that propagate along the [100] direction. An extensive three‐dimensional network of C—H⋯O hydrogen bonds and π–π inter­actions is responsible for stabilization of the crystal structure.     

catena‐Poly[[[triaqua­cobalt(II)]‐μ‐2,6‐dioxo‐1,2,3,6‐tetra­hydro­pyrimidine‐4‐carboxyl­ato(2–)] 1.72‐hydrate]

The Co^II ion in the title complex {[Co(C₅H₂N₂O₄)(H₂O)₃]·1.72H₂O}_n, has a distorted octa­hedral coordination geometry comprised of three water ligands, one deprotonated pyrimidine N atom and an adjacent carboxyl­ate O atom of one orotate ligand. The sixth coordination site is occupied by an exocyclic O atom from a neighbouring orotate moiety, and through this inter­action a helicoidal chain is formed. The mol­ecules are linked by intra­molecular O_water—H⋯O and inter­molecular N—H⋯O and O_water—H⋯O hydrogen bonds, forming a three‐dimensional network.