Weak and strong hydrogen‐bonding patterns in the structure of 2,4‐bis(2‐­hydroxy­benzoyl)‐2,3‐di­hydro‐1H‐pyrido­[2,1‐b][1,3]­benzo­thia­zole

The title compound, C₂₅H₁₉NO₄S, (IV), was produced by a cyclo­condensation reaction similar to that which had previously produced an unexpected product, thus giving a novel route for such reactions. The structure of (IV) contains two S(6) motifs formed by strong intramolecular O—H?O hydrogen bonds. Weak C—H?O hydrogen bonds form primary C(11), R(7) and R(8) motifs which combine to form a complex three‐dimensional network.     

Adducts of 1,1,1‐tris(4‐hydroxyphenyl)ethane with diamines: three‐dimensional hydrogen‐bonded frameworks formed with 1,6‐diaminohexane and 2,2′‐bipyridyl

The adduct 1,6‐di­amino­hexane–1,1,1‐tris(4‐hydroxy­phenyl)­ethane (1/2) is a salt {hexane‐1,6‐diyldiammonium–4‐[1,1‐bis(4‐hydroxyphenyl)ethyl]phenolate (1/2)}, C₆H₁₈N₂²⁺·2C₂₀H₁₇O₃^?, in which the cation lies across a centre of inversion in space group P. The anions are linked by two short O—H?O hydrogen bonds [H?O 1.74 and 1.76 Å, O?O 2.5702 (12) and 2.5855 (12) Å, and O—H?O 168 and 169°] into a chain containing two types of R(24) ring. Each cation is linked to four different anion chains by three N—H?O hydrogen bonds [H?O 1.76–2.06 Å, N?O 2.6749 (14)–2.9159 (14) Å and N—H?O 156–172°]. In the adduct 2,2′‐bipyridyl–1,1,1‐tris(4‐hydroxy­phenyl)­ethane (1/2), C₁₀H₈N₂·2C₂₀H₁₈O₃, the neutral di­amine lies across a centre of inversion in space group P2₁/n. The tris­(phenol) mol­ecules are linked by two O—H?O hydrogen bonds [H?O both 1.90 Å, O?O 2.7303 (14) and 2.7415 (15) Å, and O—H?O 173 and 176°] into sheets built from R(38) rings. Pairs of tris­(phenol) sheets are linked via the di­amine by means of a single O—H?N hydrogen bond [H?N 1.97 Å, O?N 2.7833 (16) Å and O—H?N 163°].     

Triorganophosphine–dithiomonometaphosphoryl halides

The title compounds, ethyldiphenylphosphine–dithiomono­metaphosphoryl chloride, EtPh₂PPS₂Cl, C₁₄H₁₅ClP₂S₂, (I), and tris‐n‐propyl­phosphine–di­thio­monometa­phospho­ryl chloride and bromide, ⁿPr₃PPS₂Cl, C₉H₂₁ClP₂S₂, (II), and ⁿPr₃PPS₂Br, C₉H₂₁BrP₂S₂, (III), respectively, are the first phosphine‐stabilized di­thio­monometa­phospho­ryl halides to be structurally characterized. In the tris‐n‐propyl­phosphine derivatives, the central PP donor–acceptor bond becomes longer in the order bromo < chloro < fluoro. Substitution of the tris‐n‐propyl­phosphine group in (II) by the more bulky ethyl­di­phenyl­phosphine group also leads to a longer PP bond. These structural features agree with the observed ³¹P NMR data. In (II) and (III), the central P—P bond coincides with the crystallographic threefold axis, entailing site‐occupational disorder for the S₂Y group.     

(E)‐N‐{[6‐Chloro‐4‐(4‐chlorophenyl)‐3‐methyl‐1‐phenyl‐1H‐pyrazolo[3,4‐b]pyridin‐5‐yl]methylene}benzene‐1,2‐diamine: a three‐dimensional framework structure built from only two hydrogen bonds

The molecules of the title compound, C₂₆H₁₉Cl₂N₅, are conformationally chiral, with none of the aryl groups coplanar with the pyrazolo[3,4‐b]pyridine core of the molecule. A single unique N—H...N hydrogen bond links the molecules into two symmetry‐related sets of C(11) chains running parallel to the [011] and [01] directions, respectively, and these two sets of chains are linked into a continuous three‐dimensional framework structure by a single unique C—H...N hydrogen bond which forms a chain parallel to the [100] direction.     

Mg5TiO4(BO3)2

Single crystals of pentamagnesium titanium(IV) tetraoxide bis(borate), Mg₅TiO₄(BO₃)₂, were prepared by slow cooling of the melt from 1623 K in air. The crystal is isostructural with the mineral ludwigite (Mg₂FeO₂BO₃). The Mg and Ti atoms are coordinated by six O atoms and the B atom is coordinated by three O atoms. There are three Mg sites and one mixed site statistically occupied by Mg and Ti atoms. Atoms are at the following special positions: 2a (0, 0, 0) and 2d (0, , ) for two Mg atoms, 4g (x, y, 0) for the mixed Ti/Mg site and the BO₃ group, and 4h (x, y, ) for a third Mg and two oxide O atoms. MgO₆ and (Ti/Mg)O₆ octahedra are connected by sharing of edges to form zigzag folding layers along the c axis. Triangular prismatic tunnels are formed between the folding layers by sharing apical O atoms of the MgO₆ and (Ti/Mg)O₆ octahedra.     

(3R*,4R*)‐3‐Iso­propyl‐4‐phenyl­azetidin‐2‐one at 150 K

The title compound, C₁₂H₁₅NO, crystallized in the centrosymmetric space group C2/c with one mol­ecule as the asymmetric unit. There is a single conventional N—H?O hydrogen bond, with a donor–acceptor distance of 2.912 (1) Å, which forms an R(8) cyclic dimer about a center of symmetry. There is a single significant intermolecular C—H?O interaction, which also forms an R(8) cyclic dimer about a center of symmetry. Taken together, these interactions form chains propagating along [110]. Structural comparisons are made with another β‐­lactam, (1′R*,3R*,4S*)‐3‐(1′‐hydroxy­ethyl)‐4‐phenylazet­id­in‐2‐one.     

Hexa­benzyl­benzene

The title compound, (I), crystallizes unsolvated in the triclinic space group P, with one mol­ecule per unit cell and a centrosymmetric ababab conformation (a and b denote side‐chain units projecting, respectively, above and below the plane of the aromatic core), which possesses non‐crystallographic (S₆) symmetry. The CH₂ C atoms, in cyclic order, deviate from the mean plane of the central benzene ring by 0.042, ?0.029, 0.050, ?0.042, 0.029 and ‐0.050 Å (r.m.s. deviation 0.041 Å).     

C—H⋯O interactions in diethyl 5,5′,6,6′‐tetra­methyl­bi­phenyl‐2,2′‐di­carboxyl­ate at 193 K

The title compound, C₂₂H₂₆O₄, crystallized in the centrosymmetric space group P with one mol­ecule as the asymmetric unit. Three leading intermolecular C—H?O interactions have H?O distances of 2.71, 2.73 (2) and 2.71 (2) Å and C—H?O angles of 167, 137.0 (15) and 163.1 (12)°. These interactions form ring and chain patterns. The bi­phenyl twist angle is 79.95 (6)°.     

Racemic 1,2‐diphenylbut‐3‐yn‐2‐ol

Molecules of the title compound, C₁₆H₁₄O, are chiral and crystallize in space group P with Z′ = 2, and with one R and one S mol­ecule in the asymmetric unit. The conformations of the phenyl rings in the two independent mol­ecules differ slightly. Supramolecular organization in the crystal is via tetrameric O—H?H(O) hydrogen‐bonded synthons formed separately by each conformer. These tetrameric synthons stack along the c axis via C[triple‐bond]C—H?O(H) hydrogen bonds. The only link between the conformer stacks is provided by weaker C_methylene—H and C_phenyl—H interactions with π_arene density.     

An ice‐like water hexamer with symmetry in the hydrogen‐bonded structure of 2,3,5,6‐tetrafluoro‐1,4‐bis(imidazol‐1‐ylmethyl)benzene dihydrate

An ice‐like hexameric water cluster, stabilized by the flexible bis‐imidazolyl compound 2,3,5,6‐tetrafluoro‐1,4‐bis(imidazol‐1‐ylmethyl)benzene (Fbix), is found in the trigonal R crystal structure of the title compound, C₁₄H₁₀F₄N₄·2H₂O or Fbix·2H₂O. The Fbix molecule lies about an inversion centre with one water molecule in the asymmetric unit in a general position. A cyclic chair‐like hexameric water cluster with symmetry is generated with a hydrogen‐bonded O...O distance within the hexamer of 2.786 (3) Å. The Fbix molecule adopts a trans conformation, where the imidazole ring makes a dihedral angle of 70.24 (11)° with the central tetrafluorinated aromatic ring. Each water hexamer is connected by six Fbix molecules through intermolecular O—H...N hydrogen bonds [N...O = 2.868 (3) Å] to yield a three‐dimensional supramolecular network with primitive cubic (pcu) topology. Large voids in each single pcu network lead to fourfold interpenetrated aggregates of Fbix·2H₂O.     

Hexakis­(antipyrine‐O)­terbium(III) triperchlorate

In the title compound, hexakis(1,2‐di­hydro‐1,5‐di­methyl‐2‐phenyl‐3H‐pyrazol‐3‐one‐O)­terbium(III) triperchlorate, [Tb(C₁₁H₁₂N₂O)₆](ClO₄)₃, the Tb atom lies on a site of crystallographic symmetry and the unique Tb—O distance is 2.278 (2) Å. One of the perchlorate anions has threefold crystallographic symmetry, while the other is disordered about a site.     

2‐Amino‐5‐nitro‐4,6‐dipiperidinopyrimidinium hydrogen­sulfate monohydrate: hydrogen‐bonded sheets containing highly distorted cations

In the title compound, C₁₄H₂₃N₆O₂⁺·HSO₄⁻·H₂O, the pyrimidinium ring of the cation adopts a twist‐boat conformation, induced by steric clashes between adjacent ring substituents; the anions and the water mol­ecules are linked by three O—H⃛O hydrogen bonds [H⃛O = 1.70–1.78 Å, O⃛O = 2.548 (2)–2.761 (2) Å and O—H⃛O = 161–168°] into chains of edge‐fused R(12) rings, which are linked into sheets by the cations, via three N—H⃛O hydrogen bonds [H⃛O = 1.96–2.17 Å, N⃛O = 2.820 (2)–2.935 (2) Å and N—H⃛O = 145–173°].     

Sodium 5‐nitro‐2‐pyridonate trihydrate

The title compound, alternatively sodium pyridin‐2‐olate trihydrate, Na⁺·C₅H₃N₂O₃^?·3H₂O, crystallizes in the P space group. It is made up of edge‐shared chains of NaO₆ octahedra with five water mol­ecules and one 5‐nitro‐2‐pyridonate anion. Four of these water mol­ecules are bicoordinating, involved in connecting the adjacent octahedra, and the fifth is coordinated to only one octahedron. The crystal structure is stabilized by a network of strong O—H?O and O—H?N interactions. The organic moieties occupy the space between the chains with an antiparallel alignment.     

Hydro­gen bonding and C—H⃛O interactions in 2‐[1‐(1‐naphthyl)ethyl]benzoic acid at 150 K

The title acid, C₁₉H₁₆O₂, crystallized in the centrosymmetric space group Pnna with three mol­ecules in the asymmetric unit (apparently the first reported instance of Z′ = 3 in this space group). Four intermolecular hydrogen bonds have O_D?O_A distances of 2.660 (2), 2.594 (2), 2.633 (2) and 2.646 (2) Å, and angles of 177 (2), 179 (2), 175 (2) and 175 (2)°. The four hydrogen bonds form two R(8) cyclic dimers, one about a twofold axis. Five leading intermolecular C—H?O interactions are present. Although first‐ and second‐level graph sets involving these nine interactions are dominated by finite patterns, a three‐dimensional network becomes evident upon analysis of higher‐level graphs. A number of intramolecular C—H?O interactions are also present.     

Hydro­gen bonding and C—H⋯X interactions in 3‐fluoro‐2‐[1‐(1‐naph­thyl)ethyl]benzoic acid

The title acid, C₁₉H₁₅FO₂, crystallized in the centrosymmetric space group P with one mol­ecule as the asymmetric unit. There is a single hydrogen bond, with an O_D?O_A distance of 2.632 (2) Å and an O_D—H?O_A angle of 177 (3)°, which forms an R(8) cyclic dimer about a center of symmetry. There is a single leading intermolecular C—H?X interaction, with an H?F distance of 2.49 Å and a C—H?F angle of 147°. Three leading intramolecular C—H?X interactions appear to play a significant role in determining the orientation of the methyl and carboxyl groups.     

1,2‐Di­benzoyl­hydrazine

In the crystal structure of the title compound, C₁₄H₁₂N₂O₂, the molecule lies about a twofold axis; two carbonyl groups and the H atoms of the N—N bond are in a trans orientation with respect to each other. In the crystal, each mol­ecule is linked to the other and viceversa by intermolecular N—H?O hydrogen bonds between the amide hydrogen and the O atoms of neighbouring mol­ecules to form two ten‐membered rings, each of which has the graph‐set motif C4R(10). This extends as a polymeric chain along the c axis.     

Di­aqua­bis(4,5‐di­hydro‐1,2,4‐triazolo[1,5‐a]­pyrimidin‐5‐one‐N3)bis­(thiocyanato‐N)­nickel(II)

The title compound, [Ni(NCS)₂(C₅H₄N₄O)₂(H₂O)₂], crystallizes in the triclinic space group P. The molecular unit contains two neutral mol­ecules of 4,5‐di­hydro‐1,2,4‐triazolo[1,5‐a]­pyrimidin‐5‐one (5HtpO) coordinated through the N atom in position 3, two thio­cyanate ligands coordinated through their N atoms and two water mol­ecules completing an octahedral environment around the Ni^II ion, which lies on a centre of inversion. The structure is stabilized by hydrogen bonding. Distances in the coordination sphere are Ni—N3(5HtpO) 2.132 (2), Ni—O(water) 2.085 (2) and Ni—N(thio­cyanato) 2.040 (2) Å.     

Hydrogen‐bonded molecular ladders in S‐(4‐nitrophenyl)thioglycolic acid

Molecules of the title compound, [(4‐nitro­phenyl)­sulfanyl]­acetic acid, C₈H₇NO₄S, are linked by paired O—H?O hydrogen bonds [H?O 1.81 Å, O?O 2.6456 (15) Å and O—H?O 178°] into centrosymmetric dimers containing an R(8) motif. A single C—H?O hydrogen bond having a nitro O atom as acceptor [H?O 2.47 Å, 3.3018 (19) Å and C—H?O 147°] links the dimers into a molecular ladder, and neighbouring ladders are weakly linked into sheets by aromatic π–π‐stacking interactions.     

Hydro­gen bonds and C—H⋯O interactions in 2‐(2‐methyl­benzyl)­malonic acid at 150 K

The title compound, C₁₁H₁₂O₄, crystallized in the centrosymmetric space group Pbca with one mol­ecule as the asymmetric unit. The two hydrogen bonds have O_D?O_A distances of 2.667 (2) and 2.628 (2) Å, and O—H?O angles of 179 (2) and 177 (2)°. Each hydrogen bond forms an R(8) cyclic dimer about a center of symmetry. The leading intermolecular C—­H?O interaction has an H?O distance of 2.66 Å and a C—H?O angle of 160°. Taken together with the hydrogen bonds, it results in a three‐dimensional network of inter­actions. The structure is compared with that of a close analog, benzyl­malonic acid.     

Hydro­gen bonding and C—H⋯O interactions in 3‐(3‐amino­phthal­imido)phthalic acid dihydrate

The title compound, C₁₆H₁₀N₂O₆·2H₂O, crystallized in the centrosymmetric triclinic space group P with one organic mol­ecule and two water mol­ecules as the asymmetric unit. Eight intermolecular hydrogen bonds have donor?acceptor distances in the range 2.602 (2)–3.289 (2) Å, with angles in the range 137 (2)–177 (2)°. These generate a three‐dimensional hydrogen‐bond network. There is a single intramolecular hydrogen bond. There are six significant intermolecular C—H?O interactions with H?O distances in the range 2.39–2.74 Å, and C—H?O angles in the range 131–157°.