9,10‐Di­methoxy‐4‐methyl‐1,2‐di­hydro‐1‐aza­anthracen‐2‐one (kalasin­amide), a new aza­anthracene alkaloid

A new aza­anthracene alkaloid, namely 9,10‐di­methoxy‐4‐methyl‐1,2‐di­hydro‐1‐aza­anthracen‐2‐one (kalasin­amide), C₁₆H₁₅NO₃, has been isolated from the stems of Polyal­thia suberosa collected in the northeastern part of Thailand. Each of the aromatic rings in the mol­ecule is planar within 0.021 (2) Å. Molecules are linked to form centrosymmetric dimers by N—H?O hydrogen bonds [N?O 2.941 (4) Å].     

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.     

A second polymorphic form of N,N′‐di­phenyl‐1,4‐phenyl­ene­di­amine

A new triclinic polymorphic form of N,N′‐di­phenyl‐1,4‐phenyl­ene­di­amine (C₆H₅NHC₆H₄NHC₆H₅) has been obtained through appropriate recrystallization of the orthorhombic form. It crystallized in the centrosymmetric space group P, with two half mol­ecules as the asymmetric unit.     

Terephthal­aldehyde bis­(thio­semi­carba­zone) bis­(di­methyl­form­amide) solvate

The thio­semicarbazone mol­ecule in C₁₀H₁₂N₆S₂·2C₃H₇NO has symmetry. The thio­semicarbazone moiety and the benzene ring are essentially coplanar, with mean and maximum deviations of 0.03 and 0.11 Å, respectively. The di­methyl­form­amide mol­ecules bridge the thio­semicarbazone moieties, forming two‐dimensional sheets through N—H?O hydrogen bonds.     

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°].     

Bis­(tetra­methyl­ammonium) hexa­molyb­date hydrate, [(CH3)4N]2[Mo6O19]·H2O

The crystal and molecular structure of the title compound, (C₄H₁₂N)₂[Mo₆O₁₉]·H₂O, has been determined from X‐ray diffraction data. The poly­oxo­anion [Mo₆O₁₉]^2? is built up from six distorted MoO₆ octa­hedra sharing common edges and one common vertex at the central O atom, and has crystallographic m3m (O_h) symmetry. The cation has crystallographic 3m symmetry.     

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.     

(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.     

Di­chloro­maleic anhydride

Although mol­ecules of the title compound, 3,4‐di­chloro‐2,5‐dihydro­furan‐2,5‐dione (di­chloro­maleic anhydride, C₄Cl₂O₃), (I), possess approximate non‐crystallographic C_2v symmetry, the two chlorine substituents deviate from the ring plane. Their deviations are in the same direction, but with values of 0.0356 (17) and 0.0167 (17) Å, they differ significantly in magnitude. The closest intermolecular contact is of 2.888 (2) Å between a carbonyl O atom and the C atom of a carbonyl group, with the O?C direction orthogonal to the C=O bond [O5?C2ⁱ=O2ⁱ 93.6 (2)°; symmetry code: (i) ? x, ?½ + y, z]. These contacts form infinite chains of mol­ecules running parallel to the crystallographic b direction.     

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.     

Model porphyrin precursors: 1,2,4,5‐tetrakis(cyanomethyl)­benzene,methyl 3,4,5‐triacetoxy­benzoate and 2‐(N‐phthalimidomethyl)benzoic acid

In the crystalline state, the centrosymmetric mol­ecule 1,2,4,5‐tetrakis­(cyano­methyl)­benzene, C₁₄H₁₀N₄, has one cyano­methyl group in the benzene plane and one cyano­methyl group rotated 67.2 (2)° out of the benzene plane. Molecules of methyl 3,4,5‐tri­acetoxy­benzoate, C₁₄H₁₄O₈, form chains with each mol­ecule twisted 89.6 (1)° from the preceding mol­ecule. In this orientation, a close C—H?O contact is formed, with an H?O distance of 2.34 Å. The structure of 2‐(N‐phthalimido­methyl)­benzoic acid, C₁₆H₁₁NO₄, reveals hydrogen‐bonded dimers linked by the carboxyl groups of adjacent mol­ecules. The O4?O3 distance is 2.636 (2) Å and the O4—H?O3 angle is 171 (2)°.     

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).     

Sodium di­phenyl­acetate,an infinite columnar structure

In the title compound, Na⁺·C₁₄H₁₁O₂^?, the di­phenyl­acetate ions have a conformation where the two phenyl rings and the carboxyl­ate group are oriented like the blades of a propeller, each ion having a well defined helicity. The crystal structure of the title compound is achiral, although non‐centrosymmetric (space group ); thus, ions with both (+) and (?) helicities are present in the crystal. Each Na⁺ ion is coordinated by four carboxyl­ate O atoms at distances in the range 2.207 (2)–2.467 (3) Å to form cubes of Na and O atoms which are linked via the carboxyl­ate C atoms into a columnar structure along the rotoinversion axis.     

Threefold interweaving of (4,4) nets built from R(58) rings in the hydrogen‐bonded adduct 1,4‐diaza­bicyclo[2.2.2]octane–5‐hydroxy­isophthalic acid (1/1)

The 1:1 adduct of 1,4‐di­aza­bi­cyclo­[2.2.2]­octane and 5‐hydroxy­isophthalic acid is a salt, [H(C₆H₁₂N₂)]⁺·­[HOC₆H₃(COOH)COO]^? or C₆H₁₃N₂⁺·C₈H₅O₅^?. The ions are linked by three types of hydrogen bond, i.e. N—H?O, O—H?O and O—H?N, into continuous two‐dimensional (4,4) nets built from a single type of R(58) ring. Six independent sheets of this type make up the structure and these are interwoven in sets of three.     

[Fe(C12H8N3O2)Cl2(ROH)], with R = Me and Et

The title octahedral complexes, [bis(pyridine‐2‐carbonyl)­amin­ate]­di­chloro­(methanol)­iron(III), [Fe(C₁₂H₈N₃O₂)­Cl₂‐(CH₄O)], and [bis­(pyri­dine‐2‐carbonyl)­amin­ate]­di­chloro‐(ethanol)­iron(III), [Fe­(C₁₂H₈N₃O₂)Cl₂(C₂H₆O)], both crystallize in space group and have similar structures. Mono­anionic bpca^? [bis(pyridine‐2‐carbonyl)­amin­ate] acts as a planar tridentate ligand in both cases. Coordination bond distances are in the range typical of high‐spin Fe^III complexes. Carbon–oxygen distances are typical of a C=O double bond suggesting the negative charge of the bpca^? ligand is localized on the central N atom.     

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°.     

Bis­(tetra‐n‐butyl­ammonium) bis[(mandelato)­oxo­(peroxo)­vanadate(V)] mandelic acid solvate

The crystal structure of the title complex, bis­(tetra‐n‐butyl­ammonium) bis(‐‐hydroxy­benzene­acetato)‐1κ²O¹,O²:2κO²;1κO²:2κ²O¹,­O²‐bis­[oxo­(peroxo)­vanadium(V)] α‐hydroxy­benzene­acetic acid solvate, (C₁₆H₃₆N)₂­[V₂O₂(O₂)₂(C₈H₆O₃)₂]·C₈H₈O₃, consists of dimeric anions with twofold rotation symmetry, cations and mol­ecules of mandelic acid. Deprotonated hydroxyl O atoms of the mandelate dianion ligands bridge the V atoms to give a non‐planar V₂O₂ ring. Each V atom has distorted pentagonal pyramidal coordination geometry, with an oxo ligand in the axial position. The mandelic acid mol­ecule is disordered and coordinates weakly to the second axial site of each V atom through a carboxyl­ate O atom.     

Tetrakis(3,4‐ethylenedioxy‐2‐thienyl)silane carbon tetrachloride solvate

The structure of tetrakis(3,4‐ethyl­ene­dioxy‐2‐thienyl)­silane carbon tetrachloride solvate, Si(C₆H₅O₂S)₄·CCl₄, has been determined in the noncentrosymmetric space group I. The Si and C atoms of the CCl₄ are located on the fourfold inversion axes. The Si atom has a tetrahedral geometry. The thio­phene ring in the 3,4‐ethyl­ene­dioxy­thio­phene group is nearly planar to within 0.005 Å, and the ethyl­ene­dioxy moiety is in a half‐chair conformation.     

6‐Amino‐5,5,7‐tri­cyano‐3,3a,4,5‐tetra­hydro‐2H‐indene‐4‐spiro­cyclo­pentane

The positions of the C=C double bonds in the title compound, C₁₆H₁₆N₄, the subject of some dispute in the literature, have been clearly identified. The cyclo­hexene ring has a distorted half‐chair conformation and the cyclo­pentene and cyclo­pentane rings adopt envelope conformations. The dihedral angles between planar fragments of the cyclo­hexene and cyclo­pentene rings and of the cyclo­hexene and cyclo­pentane rings are 7.5 (1) and 86.98 (9)°, respectively. In the crystal, intermolecular N—H?N hydrogen bonds link the mol­ecules into infinite chains running in the [10] direction.     

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.