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The reaction of thiophene-2-carbohydrazide 1 or 5-bromothiophene-2-carbohydrazide 2 with various haloaryl isothiocyanates and subsequent cyclization by heating in aqueous sodium hydroxide yielded the corresponding 4-haloaryl-5-(thiophen-2-yl or 5-bromothiophen-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 5a-e. The triazole derivatives 5a and 5b were reacted with different secondary amines and formaldehyde solution to yield the corresponding 2-aminomethyl-4-haloaryl-2,4-dihydro-3H-1,2,4-triazole-3-thiones 6a–e, 7a–e, 8, 9, 10a and 10b in good yields. The in vitro antimicrobial activity of compounds 5a–e, 6a–e, 7a–d, 8, 9, 10a and 10b was evaluated against a panel of standard pathogenic bacterial and fungal strains. Compounds 5a, 5b, 5e, 5f, 6a–e, 7a–d, 8, 9, 10a and 10b showed marked activity, particularly against the tested Gram-positive bacteria and the Gram-negative bacteria Escherichia coli, and all the tested compounds were almost inactive against all the tested fungal strains. In addition, compounds 5e, 6a–e, 7a–d and 10a exhibited potent anti-proliferative activity, particularly against HepG-2 and MCF-7 cancer cell lines (IC50 < 25 μM). A detailed structural insight study based on the single crystals of compounds 5a, 5b, 6a, 6d and 10a is also reported. Molecular docking studies of the highly active antibacterial compounds 5e, 6b, 6d, 7a and 7d showed a high affinity for DNA gyrase. Meanwhile, the potent anti-proliferative activity of compounds 6d, 6e and 7d may be attributed to their high affinity for cyclin-dependent kinase 2 (CDK2).

Abstract A series of (Z)-N-(adamantan-1-yl)-3,4-diarylthiazol-2(3H)-imines (5a-r) was synthesized via condensation of 1-(adamantan-1-yl)-3-arylthioureas (3a-c) with various aryl bromomethyl ketones (4a-f). The structures of the synthesized compounds were characterized by 1H NMR, 13C NMR and by X-ray crystallography. The in vitro inhibitory activities of the synthesized compounds were assessed against a panel of Gram-positive and Gram-negative bacteria, and pathogenic fungi. Compounds 5c, 5g, 5l, 5m, and 5q displayed potent broad-spectrum antibacterial activity, while compounds 5a and 5o showed activity against the tested Gram-positive bacteria. Compounds 5b, 5l and 5q displayed potent antifungal activity against Candida albicans. In addition, the synthesized compounds were evaluated for anti-proliferative activity towards five human tumor cell lines. The optimal anti-proliferative activity was attained by compounds 5e and 5k which showed potent inhibitory activity against all the tested cell lines. Molecular docking analysis reveals that compounds 5e and 5k can occupy the positions of NAD cofactor and the histone deacetylase inhibitor EX527 at the active site of SIRT1 enzyme.

In this study, four new piperazinium salts, namely, 4-phenylpiperazin-1-ium 4-ethoxybenzoate monohydrate, C9H9O3·C10H15N2·H2O (I); 4-phenylpiperazin-1-ium 4-methoxybenzoate monohydrate, C10H15N2·C8H7O3·H2O (II); 4-phenylpiperazin-1-ium 4-methylbenzoate monohydrate, C10H15N2·C8H7O2·H2O (III); and 4-phenylpiperazin-1-ium trifluoroacetate 0.12 hydrate, C10H15N2·C2F3O2·0.12H2O (IV), have been synthesized. The single-crystal structures of these compounds reveal that all of them crystallize in the triclinic P\overline{1} space group and the crystal packing of (I)–(III) is built up of ribbons formed by a combination of hydrogen bonds of type N—H...O, O—H...O and other weak interactions of type C—H...O and C—H...π, leading to a three-dimensional network. In the crystal of (IV), the cations and the anions are connected by C—H...O, N—H...O and C—H...F hydrogen bonds and by C—H...π interactions, forming sheets which in turn interact to maintain the crystal structure by linking through the oxygen atoms of water molecules and van der Waals interactions, giving the whole structure.

Six piperazinium salts, namely 4-(4-nitrophenyl)piperazin-1-ium 4-bromobenzoate dihydrate, C10H14N3O2+·C7H4BrO2−·2H2O, (I), 4-(4-nitrophenyl)piperazin-1-ium 4-iodobenzoate dihydrate, C10H14N3O2+·C7H4IO2−·2H2O, (II), 4-(4-nitrophenyl)piperazin-1-ium 4-hydroxybenzoate monohydrate, C10H14N3O2+·C7H5O3−·H2O, (III), 4-(4-nitrophenyl)piperazin-1-ium 4-methylbenzoate monohydrate, C10H14N3O2+·C8H7O2−·H2O, (IV), 4-(4-nitrophenyl)piperazin-1-ium 4-methoxybenzoate hemihydrate, 2C10H14N3O2+·2C8H7O3−·H2O, (V), and 4-(4-nitrophenyl)piperazin-1-ium 4-ethoxybenzoate, 2C10H14N3O2+·2C9H9O3−, (VI), have been synthesized and their crystal structures solved by single-crystal X-ray diffraction, revealing that all of them crystallize in the triclinic space group P-1 except for (V), which crystallizes in the monoclinic space group P21/c and has a disordered nitro group. Compounds (I) and (II) are isostructural. The crystal packing of (I)–(V) is constructed from organic chains formed by a combination of hydrogen bonds of type N—H...O and/or O—H...O and other weak interactions of type C—H...O and/or C—H...π, forming sheets, whereas (VI) shows a cationic and anionic-based layer structure.

As part of our ongoing investigation on the chemical and biological properties of piperazinium salts, we synthesized three novel compounds: 1-ethylpiperazinium 3,5-dinitrobenzoate (I), 1-methylpiperazinium 3,5-dinitrobenzoate (II) and 1-methylpiperazinium 4-iodobenzoate (III). The crystal structures of these compounds are built up of organic layers formed by the strong connection between the molecules by hydrogen bonds of type N—H...O. These layers are linked through N—H...O hydrogen bonds and C—H...O interactions or C—I...N halogen bonding, leading to the formation of a three-dimensional network.

In the title compound, C18H19BrFN3S, the 1,2,4-triazole ring is nearly planar with a maximum deviation of −0.009 (3) and 0.009 (4) Å, respectively, for the S-bound C atom and the N atom bonded to the bromofluorophenyl ring. The phenyl and triazole rings are almost perpendicular to each other, forming a dihedral angle of 89.5 (2)°. In the crystal, the molecules are linked by weak C—H...π(phenyl) interactions, forming supramolecular chains extending along the c-axis direction. The crystal packing is further consolidated by intermolecular N—H...S hydrogen bonds and by weak C—H...S interactions, yielding double chains propagating along the a-axis direction. The crystal studied was refined as a racemic twin.

Crystal structure of Fe2F5(H2O)(Htaz)(taz)(Hdma) which crystallizes in the triclinic system space group P1¯ with unit cell parameters a = 8.8392(5) Å, b = 9.1948(5) Å, c = 9.5877(5) Å, α = 82.070(3)°, β = 63.699(3)°, γ = 89.202(3)°, Z = 2, and V = 690.91(7) Å3, was synthesized under hydrothermal conditions at 393 K for 72 h, by a mixture of FeF2/FeF3, 1,2,4-triazole molecule (Htaz), and hydrofluoric acid solution (HF 4%) in dimethylformamide solvent (DMF). The main feature of this material is the coexistence of two oxidation states for iron atoms (Fe2+, Fe3+) in the unit cell, which associate by opposite fluorine corners of FeF5N and FeF2N4 octahedra, and/or triazole molecule which originates the 2D produces material. The structure determination, performed from single crystal X-ray diffraction data, lead to the R1/WR2 reliability factors 0.031/0.087. Thermal stability studies (TG/DTG/DTA) show that the decomposition provides in the temperature range 473–773 K and no mass loss was detected before 473 K. Mass spectrometry (MS) has been used. The optical absorption of the solid was measured at the corresponding λmax using UV–vis diffuse-reflectance spectrum. Keywords: Thermal analysis, Mass spectrometry, UV–vis

The solid-state structural analysis and docking studies of three adamantane-linked 1,2,4-triazole derivatives are presented. Crystal structure analyses revealed that compound 2 crystallizes in the triclinic P-1 space group, while compounds 1 and 3 crystallize in the same monoclinic P21/c space group. Since the only difference between them is the para substitution on the aryl group, the electronic nature of these NO2 and halogen groups seems to have no influence over the formation of the solid. However, a probable correlation with the size of the groups is not discarded due to the similar intermolecular disposition between the NO2/Cl substituted molecules. Despite the similarities, CE-B3LYP energy model calculations show that pairwise interaction energies vary between them, and therefore the total packing energy is affected. HOMO-LUMO calculated energies show that the NO2 group influences the reactivity properties characterizing the molecule as soft and with the best disposition to accept electrons. Further, in silico studies predicted that the compounds might be able to inhibit the 11β-HSD1 enzyme, which is implicated in obesity and diabetes. Self- and cross-docking experiments revealed that a number of non-native 11β-HSD1 inhibitors were able to accurately dock within the 11β-HSD1 X-ray structure 4C7J. The molecular docking of the adamantane-linked 1,2,4-triazoles have similar predicted binding affinity scores compared to the 4C7J native ligand 4YQ. However, they were unable to form interactions with key active site residues. Based on these docking results, a series of potentially improved compounds were designed using computer aided drug design tools. The docking results of the new compounds showed similar predicted 11β-HSD1 binding affinity scores as well as interactions to a known potent 11β-HSD1 inhibitor.

The determination of the crystalline structure of rubidium phosphate tellurate Rb2HPO4RbH2PO4·Te(OH)6 [RbPTe] is performed from single crystal X-ray diffraction data. The title compound crystallizes in the monoclinic system P2. The unit cell parameters are as follows: a = 7.9500(7) Å, b = 6.3085(6) Å, c = 9.5008(9) Å, β = 109.783(4)°, Z = 2 and V = 448.37(7) Å3. The crystal structure is constituted from isolated (PO43-) tetrahedra and (TeO66-) octahedra and two nonequivalent Rb+ cations. Material cohesion is built of O–H⋯O bondings and ionic interactions. The new synthesized material has been characterized using the differential scanning calorimetry (DSC), thermal analysis [differential thermogravimetric analysis (TG), thermodifference analysis (DTA) and the mass spectrometric analysis], FT-IR and Raman techniques. Thermal analysis, in the temperature range of 300–900 K, confirms that the decomposition of this material took place in two steps. The differential scanning calorimetry analysis shows three endothermic peaks at 451, 463 and 481 K. The existence of anionic groups in the structure has been confirmed by IR and Raman spectroscopy in the frequency ranges 3000–600 cm−1 and 1300–50 cm−1, respectively.

In this report, we describe the structural characterization of three 2,4-disubstituted-dihydropyrimidine-5-carbonitrile derivatives, namely 2-{[(4-nitrophenyl)methyl]sulfanyl}-6-oxo-4-propyl-1,6-dihydropyrimidine-5-carbonitrile 1, 4-(2-methylpropyl)-2-{[(4-nitrophenyl)methyl]sulfanyl}-6-oxo-1,6-dihydropyrimidine-5-carbonitrile 2, and 2-[(2-ethoxyethyl)sulfanyl]-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile monohydrate 3. An X-ray diffraction analysis revealed that these compounds were crystallized in the centrosymmetric space groups and adopt an L-shaped conformation. One of the compounds (3) crystallized with a water molecule. A cyclic motif (R22(8)) mediated by N–H···O hydrogen bond was formed in compounds 1 and 2, whereas the corresponding motif was not favorable, due to the water molecule, in compound 3. The crystal packing of these compounds was analyzed based on energy frameworks performed at the B3LYP/6-31G(d,p) level of theory. Various inter-contacts were characterized using the Hirshfeld surface and its associated 2D-fingerprint plots. Furthermore, a molecular docking simulation was carried out to assess the inhibitory potential of the title compounds against the human dihydrofolate reductase (DHFR) enzyme.

The title compound, C18H20N4O2S2, is a new 1,3,4-oxadiazole and a key pharmacophore of several biologically active agents. It is composed of a methyl(thiophen-2-yl)-1,3,4-oxadiazole-2(3H)-thione moiety linked to a 2-methoxyphenyl unit via a piperazine ring that has a chair conformation. The thiophene ring mean plane lies almost in the plane of the oxadiazole ring, with a dihedral angle of 4.35 (9)°. The 2-methoxyphenyl ring is almost normal to the oxadiazole ring, with a dihedral angle of 84.17 (10)°. In the crystal, molecules are linked by weak C—H...S hydrogen bonds and C—H...π interactions, forming layers parallel to the bc plane. The layers are linked via weak C—H...O hydrogen bonds and slipped parallel π–π interactions [intercentroid distance = 3.6729 (10) Å], forming a three-dimensional structure. The thiophene ring has an approximate 180° rotational disorder about the bridging C—C bond.

The title molecular salts, C10H15N2+·C6H6ClN2O2−, (I), and C10H15N2+·C7H8ClN2O2−, (II), consist of 4-phenylpiperazin-1-ium cations with a 6-chloro-5-ethyl-2,4-dioxopyrimidin-1-ide anion in (I) and a 6-chloro-5-isopropyl-2,4-dioxopyrimidin-1-ide anion in (II). Salt (I) crystallizes with two independent cations and anions in the asymmetric unit. In the crystal structures of both salts, the ions are linked via N—H...O and N—H...N hydrogen bonds, forming sheets which are parallel to (100) in (I) and to (001) in (II). In (I), the sheets are linked via C—H...Cl hydrogen bonds, forming a three-dimensional framework.

The title compound, C19H17NO, has an E conformation about the N=C bond. The molecule is relatively planar, with the benzene ring and naphthalene ring plane being inclined to one another by 4.28 (10)°. There is an intramolecular O—H...N hydrogen bond generating an S(6) ring motif. In the crystal, molecules are linked via C—H...O hydrogen bonds, forming chains propagating along [100]. Within the chains there are π–π interactions involving the benzene ring and the naphthalene ring system of an adjacent molecule [inter-centroid distance = 3.6405 (14) Å].

A coordination polymer formulated as [Sr(H2BTEC)(H2O)]n (H4BTEC = benzene-1,2,4,5-tetracarboxylic acid, C10H6O8), was synthesized hydrothermally and characterized by single-crystal and powder X-ray diffraction, scanning electron microscopy and thermal analysis. Its crystal structure is made up of a zigzag inorganic chain formed by edge-sharing of [SrO8] polyhedra running along [001]. Adjacent chains are connected to each other via the carboxylate groups of the ligand, resulting in a double-layered network extending parallel to (100). O—H...O hydrogen bonds of medium-to-weak strength between the layers consolidate the three-dimensional structure. One of the carboxylic OH functions was found to be disordered over two sets of sites with half-occupancy.

Heterocyclic ligands and their metallic complexes are biologically active materials [...]

The development of synthesis methods to access advanced materials, such as magnetic materials that combine multimetallic phosphide phases, remains a worthy research challenge. The most widely used strategies for the synthesis of magnetic transition metal phosphides (TMPs) are organometallic approaches. In this study, Fe-containing homometallic dendrimers and Fe/Co-containing heterometallic dendrimers were used to synthesize magnetic materials containing multimetallic phosphide phases. The crystalline nature of the nearly aggregated particles was indicated for both designed magnetic samples. In contrast to heterometallic samples, homometallic samples showed dendritic effects on their magnetic properties. Specifically, saturation magnetization (Ms) and coercivity (Hc) decrease as dendritic generation increases. Incorporating cobalt into the homometallic dendrimers to prepare the heterometallic dendrimers markedly increases the magnetic properties of the magnetic materials from 60 to 75 emu/g. Ferromagnetism in homometallic and heterometallic particles shows different responses to temperature changes. For example, heterometallic samples were less sensitive to temperature changes due to the presence of Co2P in contrast to the homometallic ones, which show an abrupt change in their slopes at a temperature close to 209 K, which appears to be related to the Fe2P ratios. This study presents dendrimers as a new type of precursor for the assembly of magnetic materials containing a mixture of iron- and cobalt-phosphides phases with tunable magnetism, and provides an opportunity to understand magnetism in such materials.

Structural characterization of Ni3VxP2−xO8 (0 ≤ x ≤ 2) and Ni2VyP2−yO7 (0 ≤ y ≤ 2) compositions was made and colour parameters of these materials measured. Ni(II) diphosphate and divanadate crystalline phases are not stables at high temperature. Solid solutions in Ni3P2O8 and Ni3V2O8 are obtained by incorporation of V(V) in Ni orthophosphate and P(V) in Ni orthovanadate structures. Solid solutions with Ni3V2O8 structure are formed in a greater compositional interval than solid solutions with Ni3P2O8 structure. These materials might be used as ceramic pigments because of its thermal and chemical stability. Tan brown colorations were obtained in glazed tiles when the fired compositions were 4% weight enamelled with a commercial glaze. Keywords: Phosphates, Vanadates, Nickel, Structure, Solid solutions, Colour

We have developed an efficient diastereoselective synthesis of poly-substituted hydroquinolines from commercially available starting materials, Meldrum’s acid, aromatic aldehydes and arylamines, in a simple and one-pot reaction using Brønsted acidic ionic liquid (4-sulfobutyl)-tris(4-sulfophenyl) phosphonium hydrogen sulfate. These three materials react together through pseudo-eight-components reaction to generate complex products with four stereocenters that involves ten new bond formations. This synthetic method can be a combination of Knoevenagel and Michael reactions.

In the molecule of title compound, C15H20O6, also known as cynarinin A, the cyclopentane ring having twist conformation and a γ-lactone ring assuming an envelope conformation are trans- and cis-fused, respectively, to a cycloheptane ring adopting a twist-chair conformation. In the crystal, O—H...O hydrogen bonds link neighbouring molecules, forming a three-dimensional network. Theoretical calculations of the molecular structure using the CNDO approximation and MOPAC PM3 geometry optimization are in satisfactory agreement with the results of the X-ray structure analysis.

In the present work, we synthesized CoxZn1-xFe2O4 spinel ferrite nanoparticles (x= 0, 0.1, 0.2, 0.3 and 0.4) via the precipitation and hydrothermal-joint method. Structural parameters were cross-verified using X-ray powder diffraction (XRPD) and electron microscopy-based techniques. The magnetic parameters were determined by means of vibrating sample magnetometry. The as-synthesized CoxZn1-xFe2O4 nanoparticles exhibit high phase purity with a single-phase cubic spinel-type structure of Zn-ferrite. The microstructural parameters of the samples were estimated by XRD line profile analysis using the Williamson−Hall approach. The calculated grain sizes from XRPD analysis for the synthesized samples ranged from 8.3 to 11.4 nm. The electron microscopy analysis revealed that the constituents of all powder samples are spherical nanoparticles with proportions highly dependent on the Co doping ratio. The CoxZn1-xFe2O4 spinel ferrite system exhibits paramagnetic, superparamagnetic and weak ferromagnetic behavior at room temperature depending on the Co2+ doping ratio, while ferromagnetic ordering with a clear hysteresis loop is observed at low temperatures (5K). We concluded that replacing Zn2+ ions with Co2+ ions changes both the structural and magnetic properties of ZnFe2O4 nanoparticles.

The crystal structure of the β-polymorph of ZnMoO4 was re-determined on the basis of single-crystal X-ray diffraction data. In comparison with previous powder X-ray diffraction studies [Katikaneani & Arunachalam (2005). Eur. J. Inorg. Chem. pp. 3080–3087; Cavalcante et al. (2013). Polyhedron, 54, 13–25], all atoms were refined with anisotropic displacement parameters, leading to a higher precision with respect to bond lengths and angles. β-ZnMoO4 adopts the wolframite structure type and is composed of distorted ZnO6 and MoO6 octahedra, both with point group symmetry 2. The distortion of the octahedra is reflected by variation of bond lengths and angles from 2.002 (3)–2.274 (4) Å, 80.63 (11)–108.8 (2)° for equatorial and 158.4 (2)– 162.81 (14)° for axial angles (ZnO6), and of 1.769 (3)–2.171 (3) Å, 73.39 (16)–104.7 (2), 150.8 (2)–164.89 (15)° (MoO6), respectively. In the crystal structure, the same type of MO6 octahedra share edges to built up zigzag chains extending parallel to [001]. The two types of chains are condensed by common vertices into a framework structure. The crystal structure can alternatively be described as derived from a distorted hexagonally closed packed arrangement of the O atoms, with Zn and Mo in half of the octahedral voids.

In the title compound, C9H8Br2O, the cyclopentene ring adopts an envelope conformation with the brominated C atom as the flap. In the crystal, molecules are linked by strong O—H...O hydrogen bonds into zigzag C(4) chains along [010]. In addition, a C—H...π interaction involving the benzene ring and the H atom attached to the hydroxylated C atom is observed.

In the crystal structure of the title compound, C9H10ClN3S, the molecules form chains parallel to [001] through N—H...S hydrogen bonds. In addition, weak intermolecular N—H...Cl hydrogen bonds connect the chains, forming a two-dimensional network parallel to (001).

The title molecule, C26H22N4S, is composed of three main parts, viz. a triphenylamine group is connected to a phenyl ring by a thiosemicarbazone moiety. The C= N double bond has an E conformation. The crystal packing is dominated by strong hydrogen bonds through the thiosemicarbazone moiety, with pairs of N—H...S hydrogen bonds linking the molecules to form inversion dimers with an R22(8) ring motif. An intramolecular N—H...N hydrogen bond is also present, generating an S(5) ring motif. Although the structure contains four phenyl rings, π–π stacking interactions are not formed between them, probably due to the conformation adopted by the triphenylamine group. However, a weak π–π stacking interaction is observed between the phenyl ring and the delocalized thiosemicarbazone moiety.

The title compound, C25H35N5S, has an approximately C-shaped conformation. The dihedral angle between the triazole and phenyl planes is 79.5 (2)°. The crystal structure consists of infinite chains parallel to the b axis, constructed by C—H...S hydrogen bonds between translation-related molecules. Adjacent chains are linked via weak C—H...C interactions between the adamantyl and phenyl groups.

The molecule of the title compound, C24H32N4OS, is a functionalized 1,3,4-oxadiazole-2-thione with substituted piperazine and adamantanyl substituents attached at the 3- and 5-positions, respectively, of the oxadiazole spacer with an approximately C-shaped conformation. In the crystal, molecules form dimers via C—H...S interaction. The piperazine ring has a chair conformation; the substituents S, methylene C and adamantane C of the essentially planar oxadiazole ring are approximately in the same plane, with distances of −0.046 (2), −0.085 (5) and 0.003 (4) Å, respectively. The dihedral angle between the planes of the phenyl and oxadiazole rings is 31.3 (3)°.

The title molecule, C17H20N2O, is a functionalized hydrazine with benzoyl and adamantyl substituents attached to the two hydrazine N atoms. In the crystal, molecules are linked via N—H...N hydrogen bonds, forming chains propagating along the a-axis direction. There are also C—H...O, C—H...N and C—H...π interactions present within the chains.

The molecule of the title compound, C12H15N3O2S, which belongs to the family of thiosemicarbazones, containing an acid group, adopts a semi-closed conformation with an intramolecular N—H...N hydrogen bond. In the crystal, molecules are linked by strong N—H...O and O—H...S hydrogen bonds between the acid group and thiosemicarbazone unit, with one additional intermolecular hydrogen C—H...O interaction. These three interactions form R22(8) and a R21(7) rings and the molecules related by the c-glide plane are linked into a zigzag chain along [001].

In the crystal structure of the title compound, C11H13N3S, molecules form centrosymmetric synthons with an R22(8) graph-set motif, linked by pairs of N—H...S hydrogen bonds. The synthons are connected through further N—H...S hydrogen bonds, extending the packing to form a two-dimensional network lying parallel to (001). In addition, C—H...π interactions are observed.

The asymmetric unit of the title compound, [RhCl2(C10H8N2)2]ClO4, consists of one unit of the cationic complex [RhCl2(bipy)2]+ and one uncoordinated perchlorate anion. The RhIII atom is coordinated by four N atoms from two bipyridyl ligands and two Cl atoms, forming a distorted octahedral environment. The Cl ligands are cis. Two intramolecular C—H...Cl hydrogen bonds occur in the cationic complex . In the crystal, molecules are linked together by a hydrogen-bond network involving the H atoms of bipyridyl rings and perchlorate anions. An O atom of the perchlorate anion is disordered over two sites, with an occupancy-factor ratio of 0.78 (3):0.22 (3).

In the title compound, C9H8BrNO, the non-H-atom framework is essentially planar, with a maximum deviation of 0.087 (3) Å. In the crystal, molecules are interconnected into a three-dimensional network by C—H...O and N—H...O hydrogen bonds. In addition, C—H...π interactions and a π–π stacking interaction, with a centroid–centroid distance of 3.5535 (19) Å, are also observed.

In the title compound, C13H12O, the cyclopentene ring fused with the naphthalene group adopts an envelope conformation. The cyclopentene torsion angle, with the fusion bond at the centre, has a magnitude of 1.16 (16)°. In the crystal, neighbouring molecules are connected through O—H...O hydrogen bonds into an R44(8) ring motif. The crystal packing also features weak π–π stacking interactions [centroid–centroid distance = 3.8981 (8) Å] and C—H...π interactions.

In the title molecule, C23H24F2N3O2P, the P atom is in a distorted tetrahedral P(=O)(N)(N)2 environment, with the bond angles around the P atom in the range 106.78 (11)–114.10 (13)°. The phosphoryl and carbonyl groups, which are separated by an N atom, adopt an anti orientation relative to each other. In the C(=O)NHP(=O) fragment, the P—N bond is longer [1.683 (2) Å] and the O—P—N angle is smaller [106.78 (11)°] than the other P—N bonds [1.613 (2) and 1.632 (2) Å] and O—P—N bond angles [114.10 (13) and 110.83 (12)°], respectively. The N atoms have sp2 character. In the crystal, pairs of P=O...H—N hydrogen bonds form inversion dimers with R22(8) ring motifs.

The P atom in the title molecule, C24H28N3O2P, is in a distorted tetrahedral P(=O)(N)(N)2 environment. The phosphoryl group and the NH unit adopt a syn orientation with respect to each other and the N atoms have sp2 character. The P—N bonds in the P(O)[N(CH3)(CH2C6H5)]2 unit are shorter than the P—N bond in the C(=O)NHP(=O) fragment. An intramolecular C—H...O hydrogen bond occurs. In the crystal, pairs of P=O...H—N hydrogen bonds form centrosymmetric dimers. C—H...O contacts are also observed. Four C atoms of two benzene rings are disordered over two alternative sites with an occupancy ratio of 0.523 (12):0.427 (12).

In the title compound, C19H30N3O2P, the central P atom has a distorted tetrahedral configuration. The N atoms in both cyclohexylamide moieties exhibit a slight deviation [0.32 (7) and 0.44 (6) Å] from planarity, while the benzoylamide N atom is planar [0.11 (3) Å]. In the crystal, molecules are linked via N—H...O(P) and N—H...O(C) hydrogen bonds, forming R22(10) rings within linear arrangements parallel to the b axis.

In the title compound, C13H12N4O, the semicarbazone fragment links a benzene and a pyridine ring in the structure. The crystal packing is stabilized by strong intermolecular N—H...O hydrogen bonds, which connect two molecules to form a synthon unit, and by N—H...N hydrogen bonds and weak C—H...π interactions. The molecular conformation is stabilized by intramolecular N—H...N and C—H...O interactions.

The P atom in the title compound, C23H25N4O4P, is in a slightly distorted tetrahedral coordination environment and the N atoms show sp2 character. The phosphoryl group and the NH unit are syn with respect to each other. In the crystal, pairs of intermolecular N—H...O(P) hydrogen bonds form centrosymmetric dimers.

The title molecule, C9H4Br3N, is almost planar, the maximum deviation being 0.110 (1) Å. The crystal structure is stabilized by weak aromatic π–π interactions [centroid–centroid distance = 3.802 (4) Å] between the pyridine and benzene rings of the quinoline ring systems of adjacent molecules.

The title molecule, C9H5Br2N, is almost planar, with an r.m.s. deviation of 0.027 Å. The dihedral angle between the aromatic rings is 1.5 (3)°. In the crystal, π–π stacking interactions are present between the pyridine and benzene rings of adjacent molecules [centroid–centroid distances = 3.634 (4) Å], and short Br...Br contacts [3.4443 (13) Å] occur.

In the title compound, C17H14O3·H2O, the six-membered ring, which adopts a half-chair conformation, makes a dihedral angle of 24.3 (2)° with the phenyl ring. In the crystal, the components are linked by O—H...O hydrogen bonds involving the water molecule, and the hydroxy and carbonyl groups of the organic compound. These interactions form a square-like supramolecular synthon unit which propagates as chains parallel to the crystallographic b axis. A C—H...O interaction also occurs.

The title compound, C21H19NO, belongs to the family of α-aminoketones. The structure contains three benzene rings, two of which [the phenyl ring in the 1-position (B) and the methylaniline ring (A)] are nearly coplanar [dihedral angle = 5.4 (1)°], whereas the phenyl ring in the 2-position (C) is nearly normal to them [dihedral angles = 81.8 (1) and 87.0 (1)° for A/C and B/C, respectively]. The conformation of the N—H bond is syn to the C=O bond, favouring the formation of a centrosymmetric dimer of molecules in the crystal structure. The molecular packing is consolidated by this N—H...O hydrogen-bonding network.

In the title compound, C14H13N3S·H2O, the thiosemicarbazide group is nearly planar, with a maximum deviation of 0.072 (2) Å from the ideal least-squares plane, and shows an E conformation. In the crystal packing, the water molecules are involved in an extensive intermolecular N—H...O hydrogen-bond network, assisted by O—H...S interactions, which link the independent molecules into chains extended along b axis. An intramolecular hydrogen N—H...N bond helps to stabilize the molecular conformation.

The asymmetric unit of the title compound, C8H9NO2, contains three crystallographically independent molecules, which are essentially planar, the carboxyl O atoms deviating by 0.091 (3), 0.101 (2) and 0.164 (3) Å from the mean plane through the non-H atoms. In the crystal, all three molecules form O—H...O hydrogen-bonded about inversion centers, forming eight-membered rings with graph-set notation R22(8). In addition, N—H...O hydrogen bonding and C—H...π interactions reinforce the packing.

The molecule of the title compound, C12H12S2, is close to planar, with the methyl C atoms deviating by 0.019 (1) and 0.221 (2) Å from the naphthalene mean plane. In the crystal structure, the shortest S...S contact of 3.6864 (9) Å is longer than the van der Waals contact distance.

In the title compound, C16H18O2S, a new cis-1,2-dimethoxycyclopropane, the two methoxy groups are in a cis configuration and in trans positions with respect to the H atom and the phenyl and thienyl rings on the cyclopropyl group. The molecular packing is dominated by weak intermolecular C—H...O interactions, allowing the formation of zigzag chains propagating parallel to the c axis. The dihedral angle between the aromatic rings is 86.12 (8)°.