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A supra­molecular two-dimensional polymer structure of caesium tetra­methyl­dithio­imidodiphosphinate is reported., In the title crystal, the salt [CsMe2P(S)NP(S)Me2] is self-assembled as an undulating supra­molecular two-dimensional polymeric structure, poly[(μ4-tetra­methyl­dithio­imidodiphosphinato)caesium], [Cs(C4H12NP2S2)]n, which is parallel to the bc plane. The Cs cations are hexa­coordinated, being chelated by two thio­imidophosphinate groups and two sulfur atoms from neighboring ligands. The anions are linked to the Cs cations by Cs⋯S and Cs⋯N electrostatic inter­actions.

In the structure of the title compound, cooperative C—H⋯O=C, C—H⋯π and offset π–π inter­actions generate supra­molecular nanotubes which accommodate the 2,3-di­chloro­benzene solvent mol­ecules., The asymmetric unit of the title compound, C56H50N6O8S2·3C6H4Cl2, contains two half-mol­ecules of the parent, A and B, which both have crystallographic inversion symmetry, together with three 2,3-di­chloro­benzene mol­ecules of solvation. Mol­ecules A and B are conformationally similar, with dihedral angles between the central naphthalenedi­imide ring and the peripheral naphthalene and benzyl rings of 2.43 (7), 81.87 (7)° (A) and 3.95 (7), 84.88 (7)° (B), respectively. The conformations are stabilized by the presence of intra­molecular π–π inter­actions between the naphthalene ring and the six-membered di­imide ring of the central naphthalenedi­imide moiety, with ring centroid-to-centroid distances of 3.5795 (8) Å (A) and 3.5640 (8) Å (B). In the crystal, C—H⋯O hydrogen bonds link the mol­ecules into infinite supra­molecular chains along the c axis. These chains are inter­connected through C—H⋯π and offset π–π inter­actions, generating supra­molecular nanotubes which are filled by 1,2-di­chloro­benzene mol­ecules.

cis- and trans-1,2-chdcaH2, 1,3-chdcaH2, and 1,4-chdcaH2 (chdcaH2 = cyclohexanedicarboxylic acid) as well as cis,cis-1,3,5-chtcaH3 (chtcaH3 = cyclohexanetricarboxylic acid) have been treated with dimethyl- and di-n-butyltin reagents, and for the case of 1,4-chdcaH2 additionally with di-tert-butyltin dichloride, to determine whether macrocyclic or polymeric diorganotin dicarboxylates are formed dependent of the spatial orientation of the coordinating ligand functions and the organic substituents at the metal atom and to analyze conformational and topological variations in the resulting supramolecular aggregates. The single-crystal X-ray diffraction studies showed that besides the ligand geometry the substituents at the metal center are key elements for the formation of either monomeric, cyclo-oligomeric, or polymeric assemblies. Two of the compounds characterized by X-ray diffraction analysis exhibited macrocyclic ring structures, [{Me2Sn(cis-e,a-1,4-chdca)}2] and [{nBu2Sn(cis-e,a-1,4-chdca)}4]. For most o...

The crystal structure of the title compound shows that the 1,2-di­amino­cyclo­hexane fragment has a chair conformation with the N atoms in an anti­periplanar conformation. The packing is stabilized via N—H⋯Br, C—H⋯Br and C—H⋯π inter­actions., The cation of the title solvated salt, C42H42N2P2 2+·2Br−·2CH2Cl2, lies on a crystallographic twofold rotation axis. The 1,2-di­amino­cyclo­hexane fragment has a chair conformation with two N atoms in a transoid conformation [N—C—C—N = 163.4 (2)°]. In the crystal, the cations are linked to the anions by N—H⋯Br and C—H⋯Br hydrogen bonds, forming a chain structure along the c axis. The di­chloro­methane mol­ecule takes part in the hydrogen-bond network through C—H⋯π and C—H⋯Br inter­actions.

Seven compounds derived from 2-(4-chlorophenoxy)-2-methylpropionic acid and 2-aminobenzothiazole, 2-amino-6-methylbenzothiazole, 2-amino-6-methoxybenzothiazole, 2-amino-6-ethoxybenzothiazole, 2-amino-6-chlorobenzothiazole, 2-amino-6-nitrobenzothiazole, and 2-amino-6-(methylsulfonyl) benzothiazole have been prepared and structurally characterized. This set of 1,3-benzothiazole derivatives (1–7) has been studied by means of elemental analysis, mass spectrometry, IR, NMR (1H, 13C) spectroscopy, and single-crystal X-ray diffraction analysis. This work focuses on the description of the hypervalent contacts (CO⋯S, S⋯S), hydrogen bonds Y–H⋯X (Y = O, N, C; X = O, N, Cl, π) and van der Waals contacts (Cl⋯π, S⋯π, H⋯H) that are found to be the driving forces for the supramolecular arrangements present in the crystal structures.

The compound ethyl 2-(4-(acetylamino)phen- oxy)-2-methylpropanoate (acetamidofibrate) was prepared by reaction of paracetamol with ethyl 2-bromo-2-methyl- propionate. It was characterized by elemental analysis, NMR ( 1 H, 13 C) spectroscopy, and single-crystal X-ray diffraction. This compound is of interest with respect to its potential bioactivity as analgesic and antidyslipidemic agent. The compound crystallizes in the monoclinic space group P2(1)/c with unit cell dimensions a = 8.2435(8), b = 9.3390(9), c = 18.2823(18) A ˚ , b = 91.123(2) ,V = 1407.2(2) A ˚ 3 ,Z = 4, R1 = 0.0465, and wR2 = 0.1055. The crystal structure is stabilized by N-HO = C and C-HO hydrogen-bonding interactions that interconnect molecules into chains running along b axis. The pre- liminary in silico screening shown that title compound could posse's antidiabetic, anti-inflammatory, hypolipem- iant and anti-atherosclerosis effects.

The asymmetric unit of the title compound contains two independent mol­ecules that are inter­connected through an offset π–π inter­action. The fused benzene and pyran-2-one rings in each mol­ecule are essentially coplanar. Similarly, the coumarin ring system and the 7-prop­oxy substituent are close to being coplanar., The asymmetric unit of the title compound, C13H14O3, contains two independent mol­ecules, A and B, that are inter­connected through an offset π–π inter­action [inter-centroid separation = 3.6087 (4) Å]. The fused benzene and pyran-2-one rings in each mol­ecule are essentially coplanar, having dihedral angles of 1.22 (12) and 1.57 (12)° for mol­ecules A and B, respectively. Similarly, the coumarin ring system and the 7-prop­oxy substituent are close to being coplanar [C—C—O—C torsion angles = 2.9 (2) and 1.4 (2)° for mol­ecules A and B, respectively]. In the crystal, the mol­ecules are connected by C—H⋯O hydrogen bonds, forming supra­molecular tapes along [100] that are linked into a three-dimensional network by C—H⋯π inter­actions, as well as by the aforementioned π–π inter­actions.

The title compound possesses twofold rotation symmetry, with the planes of the phthalimide moieties inclined to one another by 73.53 (7)° and by 78.62 (9)° to that of the urea unit. In the crystal, mol­ecules are linked via N—H⋯O and O—H⋯O hydrogen bonds, forming a three-dimensional framework structure., The whole mol­ecule of the title compound, C17H10N4O5·2H2O, is generated by twofold rotation symmetry and it crystallized as a dihydrate. The planes of the phthalimide moieties and the urea unit are almost normal to one another, with a dihedral angle of 78.62 (9)°. In the crystal, mol­ecules are linked by N—H⋯O and O—H⋯O hydrogen bonds, forming a three-dimensional framework structure. The crystal packing also features C—H⋯O hydrogen bonds and slipped parallel π–π inter­actions [centroid–centroid distance = 3.6746 (15) Å] involving the benzene rings of neighbouring phthalimide moieties.

In the title compound, C28H22OP2, each of the P atoms has an almost perfect pyramidal geometry, with C—P—C angles varying from 100.63 (10) to 102.65 (9)°. In the crystal, neighbouring molecules are linkedviaweak C—H...π interactions, forming supramolecular chains along theb-axis direction.

N-(p-Toluenesulfonyl)glycine o-phenolamide (3a) and the analogous derivatives of d,l-alanine (3b), L-valine (3c), L-leucine (3d), and L-phenylalanine (3e) were synthesized in yields >80% by condensation of N-(p-toluenesulfonyl)amino acyl chlorides with o-aminophenol. The structure and conformation of these amides were established by NMR spectroscopy and X-ray crystallography. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:247–253, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10135

In the title compound, [Cu(C8H9N3)2(H2O)]Cl2·2H2O, the CuII ion is coordinated in a square-pyramidal geometry, with four N atoms as basal ligands and one water O atom as an apical ligand. The complex mol­ecule is situated on a crystallographic twofold rotation axis. The mol­ecules are bonded to their neighbours by N—H⋯O, O—H⋯Cl and N—H⋯Cl hydogen bonds. The packing is further stabilized by π–π inter­actions between the substituted imidazole mol­ecules.

In the title compound, C33H38N2O2, each of the cyclohexyl rings adopts a chair conformation. The two planes involving carbonyl groups, C—(C=O)—N and N—(C=O)—N, are oriented at a dihedral angle of 62.28 (10)°. In the crystal, two neighboring molecules are linked by a pair of N—H...O interactions, generating an inversion dimer. The dimers are interconnected by C—H...O hydrogen bonds into a supramolecular chain along thea-axis direction.

The syntheses and structure determinations of a series of boron heterocycles derived from 2-guanidinobenzimidazole 1 are reported. Structures of new compounds, 2-guanidino-1-methyl-benzimidazole 2, diphenyl-(2-guanidinobenzimidazole-N,N′)-borate 3, diphenyl-(2-guanidino-1-methyl-benzimidazole-N,N′)borate 4, hydroxy-phenyl-(2-guanidino-benzimidazole-N,N′)borate 5, hydroxy-phenyl-(2-guanidino-1-methyl-benzimidazole-N,N′)borate 6,methoxy-phenyl-(2-guanidinobenzimidazole-N,N′)borate 7, isopropoxy-phenyl-(2-guanidinobenzimidazole-N,N′)borate 8, acetoxy-phenyl-(2-guanidinobenzimidazole-N,N′)borate 9, methoxy-phenyl-(2-guanidino-1-methyl-benzimidazole-N,N′)borate 10, dihy-droxy-(2-guanidino-1-methyl-benzimidazole-N,N′)borate 16, difluoro-(2-guanidinobenzimidazole-N,N′)borate, 17, dihydroxy-(2-guanidino-1-benzimidazole-N,N′)borate potassium salt 19, diphenyl-(2-guanidinium-10H-benzimidazole-N,N′)borate hydro-chloride 20, methoxy-phenyl-(2-guanidinobenzimidazole-N,N′)borate hydrochloride 21, and N10-borane-(diphenyl-2-guanidinobenzimidazole-N,N′)borate 22, were determined based on 1H, 13C, 15N, and 11B spectroscopy. The X-ray diffraction structures of 3–7, 19, and 20 were obtained. The formation of N3-borane adducts 11 and 12 derived from compounds 1 and 2, respectively, and the dihydride-(2-guanidinobenzimidazole-N,N′)borate 13 and dihydride-(2-guanidino-1-methyl-benzimidazole-N,N′)borate 14 were observed by 11B NMR. The results show that 2-guanidinobenzimidazole gives stable borate heterocycles with a delocalized π electronic system. A dynamic exchange of N–H protons was observed with preferred protonation at N-12. The new heterocycles are protonated at N-10 by acidic substances to give pyridinium-type heterocycles or can lose a proton to give iminium salts. © 1998 John Wiley & Sons, Inc. Heteroatom Chem 9:399–409, 1998

The asymmetric unit of the title compound, C14H12N2O, contains two different conformational isomers of 2-(2-methoxy­phen­yl)-1H-benzimidazole. The dihedral angles between the benzimidazole ring systems and the 2-methoxy­phenyl substituents are 26.9 (3) and −13.3 (3)°. The conformers are linked by bifurcated three-centre hydrogen bonds, forming chains running along the a axis. The packing is further stabilized by offset and edge-to-face π–π inter­actions.

In the title compound, C12H15NO4, the dihedral angle between the acetamide group and the ring is 29.6 (2)(su?)°. In the crystal molecules are linked through N—H...O and O—H...O hydrogen bonds, thereby forming corrugated sheets propagating in the ac plane. These sheets are composed of R44(28) graph-set motifs.

In the title salt, C23H21NOP+·Br−, the dihedral angles between the phenyl rings are 70.41 (18), 73.6 (2) and 80.85 (19)°. In the crystal, neighboring molecules are linked through an N—H...Br hydrogen bond and four weak C—H...Br contacts, forming a three-dimensional network.

1,3,2-Benzimidazaborole, 1,3,2-benzoxaborole, and 1,3,2-benzothiazaborole were synthesized from the corresponding 2-benzazole N(SINGLE BOND)BH3 and 2-benzazole S(SINGLE BOND)BH3 adducts through a reductive transposition from the isolobal fragment X(SINGLE BOND)C(sp2) (DOUBLE BOND) N(sp2) (SINGLE BOND) B(sp3) (X (DOUBLE BOND) N, O, S) to the fragment X(SINGLE BOND)B(sp2) (DOUBLE BOND) N(sp2) (SINGLE BOND) C(sp3). N(SINGLE BOND)BH3 substitution shifts to lower frequencies 4-H, C-3a, and C-7a resonances. The X-ray diffraction analysis of 2-(o-methoxyphenyl)benzothiazole N(SINGLE BOND)BH3 adduct is reported. Two new tetracyclic boron-bridged compounds were observed as by-products (6,9-(ethyl)-diaza-2-oxa-1-bora[3,4,7,8]-dibenzobycyclo[4.3.0]-nona-3,7-diene, 6d, and 8-aza-9-oxa-2-thia-1-bora-[3,4,7,8]dibenzobycyclo[3.4.0]nona-3,7-diene, 15d, when 2-(o-methoxyphenyl)-1-ethylbenzimidazole-BH36b and 2-(o-methoxyphenyl)-benzothiazole-BH315b adducts were heated. © 1996 John Wiley & Sons, Inc.

The structure of N-iso­propyl-d-glycero-d-gulo-hepton­amide, C10H21NO7, shows a bent C chain conformation in the glucoheptonic acid moiety. The crystal packing comprises a two-dimensional arrangement of intermolecular hydrogen bonds involving all O atoms. A feature of the crystal packing is a hydrogen-bonded (OH)4 ring, which might be responsible for the observed conformation.

The title compound, C17H16N2O4S2·H2O, is of interest with respect to its antidiabetic and anti-obesity activity. In the crystal, the packing is stabilized by three cooperative interactions: offset π–π interactions [centroid–centroid distance = 3.604 (2) Å], as well as C—H...O and O—H...O hydrogen bonds. N—H...O interactions also occur.

In the title compound, C6H8BNO2·H2O, the almost planar boronic acid molecules (r.m.s. deviation = 0.044 Å) form inversion dimers, linked by pairs of O—H...O hydrogen bonds. The water molecules link these dimers into [100] chains by way of O—H...O hydrogen bonds, and N—H...O links generate (100) sheets.

In the title compound, 2C6H9BNO2+·SO42−, the dihydroxyboryl group of one of the two independent boronic acid molecules participates in (B)O—H...OB and N—H...OB hydrogen bonds, while the second is involved mainly in the formation of the charge-assisted heterodimeric synthon –B(OH)2...−O2SO2−. These aggregates are further connected through N—H...Osulfate interactions, forming a complex three-dimensional hydrogen-bonded network.

In the title compound, C14H10N2O2, the phtalimide and 2-pyridylmethyl units are almost perpendicular, with an interplanar angle of 85.74 (2)°. In the crystal, molecules are linked by weak C—H...O interactions, forming chains running along the b axis. The packing is further stabilized by offset π–π interactions between adjacent pyridine rings, with a centroid–centroid distance of 3.855 (2) Å.

The asymmetric unit of the title compound, C20H16N2O, contains two molecules. The dihedral angles between the benzimidazole ring systems and the attached benzene rings are 10.6 (5) and 13.7 (5)°. The conformers are linked by bifurcated three-centre hydrogen bonds, forming chains along the diagonal of the ab plane. The packing is further stabilized by π–π and C—H...π interactions.

The title compound, C15H14N2O3S2, is of interest with respect to its biological activity. The crystal structure is stabilized by intermolecular N—H...N, C—H...O and C—H...π hydrogen-bonding interactions, as well as offset π–π interactions [distance between the centroids of the aryl and thiazole rings of adjacent molecules of 3.954 (2) Å].

The title compound, C13H14O3, is a natural product isolated from Brickellia cavanillesii and is of inter­est with respect to its biological activity. The structure displays an intra­molecular O—H⋯O hydrogen bond and the crystal structure is stabilized by inter­molecular C—H⋯π and C—H⋯O inter­actions. The pyran ring exists in the half-chair conformation.

In the title compound, C14H12N2O, the dihedral angle between the benzimidazole ring system and the 4-methoxyphenyl substituent is 34.12 (6)°. The molecules are linked by intermolecular N—H...N hydrogen bonds, forming chains running along the c axis.

The asymmetric unit of the title compound, C11H16N2O2, contains two independent conformational isomers which show intramolecular aromatic–imine O—H...N hydrogen bonds. In the crystal, neighboring molecules are linked through intermolecular aliphatic–aliphatic O—H...N, aliphatic–aromatic N—H...O and C—H...O interactions into hydrogen-bonded layers parallel to the ab plane.

The [4.3.0]heterobicyclic title structure, C19H14BNO3, is composed of a five-membered OBNC2 ring and a six-membered OBNC3 ring, each of which has an approximate envelope conformation. The coordination geometry of the B atom is distorted tetra­hedral. In the crystal structure, centrosymmetrically related mol­ecules are associated through pairs of O—H⋯O hydrogen bonds.

In the crystal structure of the title compound [Li(4)(C(8)H(4)O(4))(2)(C(2)H(5)OH)(H(2)O)](n), there are four crystallographically independent metal centers each of which is coordinated by four O atoms. The benzene-1,2-dicarboxyl-ate groups act as bidentate-bridging ligands producing a two-dimensional coordination network parallel to the ab plane. The coordination polymer is further stabilized by coordination of water and ethanol mol-ecules by the Li(+) ions. Simultaneously, the water and ethanol mol-ecules are involved in O-H⋯O and C-H⋯π inter-actions.

The alkali metal (Na+, K+, Rb+, Cs+) bis-dithiocarbamate (bis-dtc) salts of N,N′-dibenzyl-1,2-ethylenediamine have been prepared from the reaction of N,N′-dibenzyl-1,2-ethylenediamine with carbon disulfide in the presence of two equivalents of the corresponding alkali metal hydroxide. Additionally, the analogous triethylammonium derivative has been obtained. The resulting compounds have been analyzed as far as possible by elemental analysis, FAB+ mass spectrometry, IR, UV-Vis and NMR (1H, 13C) spectroscopy, and single-crystal X-ray diffraction, showing that the composition of the metal salts can be described by the general formula [{[(H2O)xM-µ-(H2O)yM(H2O)x][bis-dtc]}n] (1, M = Na+, x = 3, y = 2; 2, M = K+, x = 1, y = 2; 3, M = Rb+, x = 0, y = 1; 4, M = Cs+, x = 0, y = 1; 5, M = Et3HN+, x = 0, y = 0). The solid-state and solution studies showed that all alkali metal ions participate in the formation of M–O and cation-π(arene) interactions, while M–S interactions are only observed for the larger alkali metals K+, Rb+ and Cs+. As expected, within the alkali metal group there is a clear tendency for a decreasing number of M–O bonds in favor of M–S and cation–π(arene) interactions, however, only K+ forms a semi-sandwich type complex with η6-coordination.

The title compound, C10H11NO5, is of interest with respect to its antidyslipidemic activity. It was prepared by reaction of 4-nitrophenol with ethyl 2-bromo-2-methylpropionate followed by ethyl ester hydrolysis. In the crystal, molecules are linked into centrosymmetric dimers by intermolecular O—H...O hydrogen bonds and the dimers are connected into chains by weak C—H...O interactions. The packing is further stabilized by offset π–π interactions between adjacent benzene rings with a centroid–centroid distance of 3.8643 (17) Å.

In the title salt, [K(C(10)H(9)O(4))](n), the K(+) ions are coordinated by six O atoms from three different anions, and there is a cation-π inter-action at ca 3.14 Å. The 2-[2-(carboxymethyl)phenyl]acetate anions are stabilized by intramolecular O-H⋯O hydrogen bonds, and the K(+) cations are linked into one-dimensional coordination polymers running along the b axis; these are further inter-connected by weak C-H⋯O hydrogen bonds.

The title compound, C10H11NO4S, is of interest with respect to its biological activity. The molecules are linked into centrosymmetric dimers by intermolecular O—H...O hydrogen bonds and the dimers are further connected into chains by weak C—H...O interactions.

In the title compound, C15H14N2O·H2O, the dihedral angle between the benzimidazole ring system and the benzene ring is 6.74 (18)°. The water molecule takes part in the hydrogen-bonding network (N...H—O—H...N), connecting neighboring benzimidazole molecules. The packing is further stabilized by a π–π interaction between two adjacent benzimidazole ring systems, with a distance between the centroids of the benzene rings of 3.8315 (12) Å.

The structure, dynamic behavior, protonation, methylation, and coordination sites of 2-guanidinobenzimidazole la were investigated. Structures of compounds [2-guanidinium-1,3,10-trihydrobenzimidazole]sulfate lb, [2-guanidinium-l,3-dihydro-benzimidazole]sulfate lc-ld, [2-guanidinium-l,3-dihydro-benzimidazole]tetrafluoroborate le, [2-guanidinium-l,3-dihydro-benzimidazole]chbride If, [2-guanidinium-1,3dihydro-benzimidazole] perchlorate 1% 2-guanidinoI-methyl-benzimidazole 2a, [2-guanidinium-l,3-dimethyl-benzimidazole]iodide 2b, [2-guanidinium-1methyl-3-hydro-benzimidazole]chloride 2c, [2

13C NMR chemcical shifts of 23 aniline and 1,8-diaminonaphthalene derivatives are reported; the parent compounds are also included for purposes of comparison.