Bis[1-benzyl-2-(1,3-thia­zol-4-yl)-1H-benzimidazole-κ²N²,N³]dichloridocobalt(II)

In the title compound, [CoCl₂(C₁₇H₁₃N₃S)₂], the Co^II atom exhibits a distorted octa­hedral coordination geometry involving two chloride ligands, one of which is split over two positions [refined site-occupancy ratio = 0.847 (18):0.153 (18)], and four N-atom donors from two 1-benzyl-2-(1,3-thia­zol-4-yl)-1H-benzimidazole ligands. The two chelate rings including the Co^II atom are essentially planar, the maximum deviations from the mean planes being 0.080 (2) and 0.046 (2) Å; the dihedral angle between them is 74.1 (1)°. In both ligands, the thia­zole and benzimidazole rings are nearly coplanar, as indicated by the dihedral angles between their planes of 1.16 (8) and 6.29 (7)°. Each pendant benzene ring is almost perpendicular to the benzimidazole mol­ecule to which it is attached; the dihedral angles between their planes are 75.94 (9) and 75.55 (10)°. The crystal structure is stabilized by non-classical C—H...Cl hydrogen bonding forming a three-dimensional network.

A new mixed-valence lead(II) mangan­ese(II/III) phosphate(V): PbMn^II₂Mn^III(PO₄)₃

The title compound, lead trimanganese tris(orthophosphate), has been synthesized by hydro­thermal methods. In this structure, only two O atoms are in general positions and all others atoms are in the special positions of the Imma space group. Indeed, the atoms in the Wyckoff positions are namely: Pb1 and P1 on 4e (mm2); Mn1 on 4b (2/m); Mn2 and P2 on 8g (2); O1 on 8h (m); O2 on 8i (m). The crystal structure can be viewed as a three-dimensional network of corner- and edge-sharing PO₄ tetra­hedra and MnO₆ octa­hedra, building two types of chains running along the b axis. The first is an infinite linear chain, formed by alternating Mn^IIIO₆ octa­hedra and PO₄ tetra­hedra which share one vertex. The second chain is built up from two adjacent edge-sharing octa­hedra (Mn^II₂O₁₀ dimers) whose ends are linked to two PO₄ tetra­hedra by a common edge. These chains are linked together by common vertices of polyhedra in such a way as to form porous layers parallel to (001). These sheets are bonded by the first linear chains, leading to the appearance of two types of tunnels, one propagating along the a axis and the other along b. The Pb^II ions are located within the inter­sections of the tunnels with eight neighbouring O atoms in form of a trigonal prism that is capped by two O atoms on one side. The three-dimensional framework of this structure is compared with similar phosphates such as Ag₂Co₃(HPO₄)(PO₄)₂ and Ag₂Ni₃(HPO₄)(PO₄)₂.

Distrontium trimanganese(II) bis­(hydro­gen­phosphate) bis­(ortho­phosphate)

The title compound, Sr₂Mn₃(HPO₄)₂(PO₄)₂, was synthesized under hydro­thermal conditions. In the structure, one of two Mn atoms is located on an inversion centre, whereas all others atoms are located in general positions. The framework structure is built up from two types of MnO₆ octa­hedra (one almost undistorted, one considerably distorted), one PO₃OH and one PO₄ tetra­hedron. The centrosymmetric MnO₆ octa­hedron is linked to two other MnO₆ octa­hedra by edge-sharing, forming infinite zigzag chains parallel to [010]. The PO₃OH and PO₄ tetra­hedra connect these chains through common vertices or edges, resulting in the formation of sheets parallel to (100). The Sr²⁺ cation is located in the inter­layer space and is bonded to nine O atoms in form of a distorted polyhedron and enhances the cohesion of the layers. Additional stabilization is achieved by a strong inter­layer O—H...O hydrogen bond between the PO₃OH and PO₄ units. The structure of the title phosphate is isotypic to that of Pb₂Mn₃(HPO₄)₂(PO₄)₂.

SrMn^II₂Mn^III(PO₄)₃

The title compound, strontium trimanganese tris­(ortho­phosphate), was synthesized under hydro­thermal conditions. Its structure is isotypic to that of the lead analogue PbMn^II₂Mn^III(PO₄)₃. Two O atoms are in general positions, whereas all others atoms are in special positions. The Sr and one P atom exhibit mm2 symmetry, the Mn^II atom 2/m symmetry, the Mn^III atom and the other P atom .2. symmetry and two O atoms are located on mirror planes. The three-dimensional network of the crystal structure is made up of two types of chains running parallel to [010]. One chain is linear and is composed of alternating Mn^IIIO₆ octa­hedra and PO₄ tetra­hedra sharing vertices; the other chain has a zigzag arrangement and is built up from two edge-sharing Mn^IIO₆ octa­hedra connected to PO₄ tetra­hedra by edges and vertices. The two types of chains are linked through PO₄ tetra­hedra, leading to the formation of channels parallel to [100] and [010] in which the Sr^II ions are located. They are surrounded by eight O atoms in the form of a slightly distorted bicapped trigonal prism.

BaMn^II₂Mn^III(PO₄)₃

The title compound, barium trimanganese tris­(ortho­phosphate), was synthesized hydro­thermally. Its structure is isotypic with the lead and strontium analogues AMn^II₂Mn^III(PO₄)₃ (A = Pb, Sr). Except for two O atoms on general positions, all atoms are located on special positions. The Ba and one P atom exhibit mm2 symmetry, the Mn^II atom 2/m symmetry, the Mn^III atom and the other P atom .2. symmetry and two O atoms are located on mirror planes. The crystal structure contains two types of chains running parallel to [010]. One chain is linear and is composed of alternating Mn^IIIO₆ octa­hedra and PO₄ tetra­hedra sharing vertices; the other chain has a zigzag arrangement and is built up from two edge-sharing Mn^IIO₆ octa­hedra connected to PO₄ tetra­hedra by edges and vertices. The two types of chains are linked through PO₄ tetra­hedra into an open three-dimensional framework which contains channels parallel to [100] and [010] in which the Ba^II ions are located. The alkaline earth cation is surrounded by eight O atoms in the form of a slightly distorted bicapped trigonal prism.

A triclinic polymorph of dicadmium divanadate(V)

The title compound, Cd₂V₂O₇, was obtained under hydro­thermal conditions. Different from the known monoclinic form, the new polymorph of Cd₂V₂O₇ has triclinic symmetry and is isotypic with Ca₂V₂O₇. The building units of the crystal structure are two Cd²⁺ cations, with coordination numbers of six and seven, and two V atoms with a tetra­hedral and a significantly distorted trigonal-pyramidal coordination environment, respectively. Two VO₅ pyramids share an edge and each pyramid is connected to one VO₄ tetra­hedron via a corner atom, forming an isolated V₄O₁₄^8- anion. These anions are arranged in sheets parallel to (-211) and are linked through the Cd²⁺ cations into a three-dimensional framework structure.

1-(Prop-2-yn­yl)-1H-benzimidazol-2(3H)-one

The benzimidazolone part of the title mol­ecule, C₁₀H₈N₂O, is almost planar [r.m.s. deviation = 0.014 (1) Å] and the NCH₂C[triple bond]CH group forms a dihedral angle of 67.95 (6)° with its best plane. In the crystal, mol­ecules form inversion dimers via pairs of N—H...O hydrogen bonds. C—H...O inter­actions connect the dimers, forming a two-dimensional polymeric network parallel to (100).

1-(4-Methyl­benz­yl)-1H-benzimidazol-2(3H)-one

In the title compound, C₁₅H₁₄N₂O, the fused five- and six-membered ring system is essentially planar, the maximum deviation from the mean plane being 0.009 (1) Å. The benzimidazol-2(3H)-one residue is nearly perpendicular to the benzyl ring, forming a dihedral angle of 77.41 (6)°. In the crystal, inversion dimers are formed by pairs of N—H...O hydrogen bonds; these dimers are linked by weak C—H...O inter­actions into a two-dimensional array in the (102) plane.

Ethyl 3-[6-(4-meth­oxy­benzene­sulfon­amido)-2H-indazol-2-yl]propano­ate monohydrate

In the title compound, C₁₉H₂₁N₃O₅S·H₂O, the central indazole system is essentially planar (r.m.s. deviation = 0.012 Å), while both the benzene ring and the mean plane defined by the non-H atoms of the ethyl propionic ester unit (r.m.s. deviation = 0.087 Å) are nearly perpendicular to the indazole plane, as indicated by the dihedral angles of 82.45 (8) and 75.62 (8)°, respectively. Consequently, the mol­ecule adopts a U-shaped geometry. In the crystal, the water mol­ecule, which is linked to the indazole system by a strong O—H...N hydrogen bond, is also involved in two additional N—H...O and O—H...O inter­actions, which link the organic mol­ecules into chains along the b-axis direction.

(1S,3R,8R,9S,11R)-2,2,10,10-Tetra­chloro-3,7,7,11-tetra­methyl­tetra­cyclo­[6.5.0.0^1,3.0^9,11]trideca­ne

The title compound, C₁₇H₂₄Cl₄, was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzocyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The mol­ecule is built up from fused six- and seven-membered rings and two three-membered rings from the reaction of β-himachalene with dichloro­carbene. The six-membered ring shows a chair conformation, whereas the seven-membered ring displays a boat conformation.

Bis[μ-2,5-bis­(pyridin-2-yl)-1,3,4-thia­diazole-κ⁴N²,N³:N⁴,N⁵]bis­[(nitrato-κO)silver(I)] tetra­hydrate

The self-assembly of an angular 2,5-bis­(pyridin-2-yl)-1,3,4-thia­diazole ligand (L) with silver nitrate (AgNO₃) produced a new dinuclear silver(I) coordination complex, [Ag₂(C₁₂H₈N₄S)₂(NO₃)₂]·4H₂O, which crystallizes with two Ag atoms bridged by two L ligands. The Ag atom is surrounded by four N atoms of L and by one O from the nitrate anion defining a distorted square pyramid. The atoms comprising the dication are nearly coplanar, with an r.m.s. deviation of 0.1997 Å. Mol­ecules are linked by C—H...O and O—H...O hydrogen bonds through nitrate anions and water mol­ecules, forming a two-dimensional porous network. The overall structure involves stacking of Ag complex layers along the b axis. The cohesion in the three-dimensional architecture is ensured by O...Ag inter­actions.

1-Allyl-5-nitro-1H-benzimidazol-2(3H)-one

The benzimidazolone residue in the title mol­ecule, C₁₀H₉N₃O₃, is almost planar, with the largest deviation from the mean plane being 0.016 (2) Å for the C atom linked to the nitro group. This plane is nearly perpendicular to the 1-allyl chain as indicated by the C—N—C—C torsion angle of 90.9 (3)°. The fused-ring system makes a dihedral angle of 5.6 (3)° with the nitro group, leading to a synperiplanar conformation. In the crystal, zigzag supra­molecular chains are formed along the a axis by N—H...O hydrogen bonds.

catena-Poly[heptyl­enedi­ammonium [[tetra­chloridobismuthate(III)]-μ-chlorido]]

The title organic-inorganic hybrid compound, {(C₇H₂₀N₂)[BiCl₅]}_n, consists of distorted corner-joined [BiCl₆] octa­hedra forming zigzag polymeric anionic chains parallel to [001], separated by columns of heptyl­enedi­ammonium cations. The asymmetric unit contains two crystallographically independent bis­muth metal atoms, one of which lies on an inversion centre and the other on a twofold axis. In the crystal, the polymeric chains and cations are linked by N—H...Cl hydrogen bonds, forming undulating layers parallel to (110).

(1S,3R,8R,9R,10S)-2,2-Dibromo-3,7,7,10-tetra­methyl-9β,10β-ep­oxy-3,7,7,10-tetra­methyl­tricyclo­[6.4.0.0^1,3]dodeca­ne

The title compound, C₁₆H₂₄Br₂O, was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzocyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus atlantica). The mol­ecule contains fused six- and seven-membered rings, each linked to a three-membered ring. The six-membered ring has a half-chair conformation, while the seven-membered ring displays a chair conformation. The dihedral angle between the mean planes through the six- and seven-membered rings is 39.55 (12)°. The two three-membered rings, linked to the six- and seven-membered rings, are nearly perpendicular to the six-membered ring, making dihedral angles of 78.6 (2) and 80.5 (2)°, respectively. The absolute structure was established unambiguously from anomalous dispersion effects. In the crystal, each mol­ecule is linked to its symmetry-equivalent partner by C—H...O hydrogen bonds, forming zigzag chains parallel to [100].

2,2-Dichloro-3,7,7,11-tetra­methyl-10-aza­tetra­cyclo­[6.5.0.0^1,3.0^9,11]trideca­ne

The title compound, C₁₆H₂₅Cl₂N, was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzocyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The mol­ecule is built up from fused six- and seven-membered rings linked to two three-membered rings. The six-membered ring shows a half-chair conformation, whereas the seven-membered ring displays a boat conformation. The dihedral angle between the mean planes through the six- and seven-membered rings is 59.8 (2)°. The two three-membered rings lie to one side and each is nearly perpendicular to the six-membered ring, forming dihedral angles of 83.2 (2) and 86.0 (2)°. The absolute structure was established unambiguously from anomalous dispersion effects. No specific inter­molecular inter­actions are noted in the crystal structure.

5,11-Ditosyl-5H,11H-dibenzo[b,f][1,5]diazo­cine-6,12-dione acetic acid hemisolvate

The mol­ecular structure of the title compound, C₂₈H₂₂N₂O₆S₂·0.5CH₃COOH, is built up from three fused rings, two six and one eight membered. The eight-membered ring shows a boat conformation and the dihedral angle between the two benzene groups attached thereto is 66.43 (11)°, resulting in a V-shaped geometry. Two tosyl substituents are bound to the N atoms. The planes through the tolyl rings are roughly perpendicular, as indicated by the dihedral angle of 82.44 (12)°. In the crystal, the mol­ecule and its inversion-related symmetry-equivalent are linked to the acetic acid solvent mol­ecule by non-classical O—H...O and C—H...O hydrogen bonds. Two half-occupied acetic acid solvent mol­ecules are disordered at the same site and linked by a center of symmetry.

Ethyl 2-oxo-3-(3-phthalimidoprop­yl)-2,3-dihydro-1H-1,3-benzimidazole-1-carboxyl­ate

In the title compound, C₂₁H₁₉N₃O₅, the phthalimide and benzamidazole ring systems are linked by a propyl chain. The benzamidazole unit also carries an eth­oxy­carbonyl substit­uent. The phthalimido and benzimidazole ring systems are essentially planar, the maximum deviations from their mean planes being 0.008 (2) and 0.020 (2) Å, respectively. The two ring systems are almost orthogonal to one another, making a dihedral angle of 82.37 (8)°. In the crystal, C—H...O hydrogen bonds and C—H...π contacts stack the mol­ecules along the b axis.

3-[2-(3-Phenyl-2-oxo-1,2-di­hydro­quin­oxalin-1-yl)eth­yl]-1,3-oxazolidin-2-one

The di­hydro­quinoxaline ring system of the title mol­ecule, C₁₉H₁₇N₃O₃, is approximately planar [maximum deviation = 0.050 (2) Å], the dihedral angle between the planes through the two fused rings being 4.75 (8)°. The mean plane through the fused-ring system forms a dihedral angle of 30.72 (5)° with the attached phenyl ring. The mol­ecular conformation is enforced by C—H...O hydrogen bonds. In the crystal, mol­ecules are linked by weak C—H...O hydrogen bonds, forming a three-dimensional network.

(1S,3R,8R,9S,11R)-2,2-Di­bromo-10,10-di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo­[6.5.0.0^1,3.0^9,11]trideca­ne

The title compound, C₁₇H₂₄Br₂Cl₂, was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The mol­ecule contains fused six-, seven- and two three-membered rings. The six-membered ring has a half-chair conformation, while the seven-membered ring displays a boat conformation. The absolute structure was unambiguously established from anomalous dispersion effects. The crystal packing exhibits no short inter­molecular contacts.

(1S,3R,8R,9S,11R)-10,10-Di­bromo-2,2-di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo­[6.5.0.0^1,3.0^9,11]trideca­ne

The title compound, C₁₇H₂₄Br₂Cl₂, was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The asymmetric unit contains two independent mol­ecules. Each mol­ecule is built up from fused six-, seven- and two three-membered rings. In both mol­ecules, the six-membered ring has a half-chair conformation, whereas the seven-membered ring displays a boat conformation. No specific inter­molecular inter­actions are noted in the crystal packing.

Ethyl 7-methyl-2-phenyl­pyrazolo­[1,5-a]pyrimidine-5-carboxyl­ate

The fused pyrazole and pyrimidine rings in the title compound, C₁₆H₁₅N₃O₂, are almost coplanar, being inclined to one another by 1.31 (12)°. The mean plane of this fused ring system is nearly coplanar with the phenyl ring, as indicated by the dihedral angle between their planes of 1.31 (12)°. The fused-ring system and the phenyl ring are nearly coplanar, as indicated by the dihedral angle of 1.27 (10)°. In the crystal, mol­ecules form inversion dimers via pairs of C—H...O hydrogen bonds. C—H...N inter­actions connect the dimers into a three-dimensional network. In addition, π–π contacts are observed, with centroid–centroid distances of 3.426 (2) Å.

7-Chloro-5-methyl-2-phenyl­pyrazolo­[1,5-a]pyrimidine

The fused pyrazole and pyrimidine rings in the title compound, C₁₃H₁₀ClN₃, are almost coplanar, their planes being inclined to one another by 0.8 (2)°. The mean plane of the fused ring system is nearly coplanar with the phenyl ring, as indicated by the dihedral angle between their planes of 9.06 (7)°.

N-(2-Bromo-4-methyl­phen­yl)-2-(5-methyl-2-phenyl­pyrazolo­[1,5-a]pyrimidin-7-yl)acetamide

The fused pyrazole and pyrimidine rings in the title compound, C₂₂H₁₉BrN₄O, are almost coplanar, their planes being inclined to one another by 2.08 (13)°. The dihedral angles formed by the mean plane of the fused ring system and the phenyl and benzene rings are 16.21 (4) and 82.84 (4)°, respectively. An intra­molecular N—H...N hydrogen bond is observed. In the crystal, mol­ecules form inversion dimers via pairs of C—H...O hydrogen bonds. π–π inter­actions, with centroid–centroid distances of 3.4916 (9) Å, connect the dimers into a three-dimensional network.

(1S,3S,8R,9S,11R)-10,10-Di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo[6.5.0.0^1,3.0^9,11]trideca­ne

The title compound, C₁₇H₂₆Cl₂, was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The asymmetric unit contains two independent mol­ecules with similar conformations. Each mol­ecule is built up from fused six- and seven-membered rings and two three-membered rings from the reaction of β-himachalene with di­chloro­carbene. In both mol­ecules, the six-membered ring has a half-chair conformation, whereas the seven-membered ring displays a boat conformation. The absolute configuration was established from anomalous dispersion effects.

1,3-Bis(prop-2-yn-1-yl)-1H-anthra[1,2-d]imidazole-2,6,11(3H)-trione

In the title compound, C₂₁H₁₂N₂O₃, the fused-ring system is roughly planar, the largest deviation from the mean plane being 0.084 (2) Å. The two prop-2-yn-1-yl groups are almost perpendicular to the fused ring plane, making C—C—N—C torsion angles of −103.4 (2) and −105.3 (2)°, and point in opposite directions with respect to the plane. In the crystal, mol­ecules are linked by weak C—H...O hydrogen bonds, forming a three-dimensional network.

1-(Prop-2-en-1-yl)-3-{[3-(pyridin-4-yl)-4,5-di­hydro­isoxazol-5-yl]meth­yl}-1H-anthra[1,2-d]imidazole-2,6,11(3H)-trione

The fused five- and three six-membered rings of the anthra[1,2-d]imidazole­trione part of the title compound, C₂₇H₂₀N₄O₄, show two different substituents at the imidazole N atoms, viz. an allyl group and a [3-(pyridin-4-yl)-4,5-di­hydro­isoxazol-5-yl]methyl group. The fused-ring system is approximately planar [r.m.s. deviation = 0.232 (2) Å], but is slightly buckled along the common edge of the two pairs of adjacent rings, with a dihedral angle between them of 11.17 (6)°. The isoxazole ring makes dihedral angles of 27.2 (2) and 12.7 (2)° with the imidazole and pyridine rings, respectively. Weak C—H...O and C—H...N hydrogen bonds ensure the cohesion of the crystal structure, forming a three-dimensional network.

3-Benzyl-6-bromo-1H-imidazo[4,5-b]pyridin-2(3H)-one

The fused imidazole and pyridine rings in the title compound, C₁₃H₁₀BrN₃O, are linked to a benzyl group. The fused ring system is essentially planar, the largest deviation from the mean plane being 0.006 (2) Å. The phenyl ring is not coplanar with the fused ring system, as indicated by the dihedral angle of 67.04 (12)°. In the crystal, mol­ecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers.

6-Bromo-1,3-bis­[(1,3-dioxolan-2-yl)meth­yl]-1H-imidazo[4,5-b]pyridin-2(3H)-one

In the title compound, C₁₄H₁₆BrN₃O₅, the N atoms adjacent to the carbonyl group in the five-membered ring are substituted by (1,3-dioxolan-2-yl)methyl groups. The fused ring system is essentially planar, with the largest deviation from the mean plane being 0.014 (2) Å for the C atom bearing the Br atom. The first oxolane ring, attached on the side of the N atom belonging to the pyridine ring, has an envelope conformation with one of the O atoms as the flap, whereas the second oxolane ring displays a twisted boat conformation. The two oxolane rings display envelope and twisted boat conformations. In the crystal, mol­ecules are linked by C—H...O hydrogen bonds, building chains parallel to the a-axis direction.

(1S,2R,7R,8S,10R)-9,9-Di­bromo-2,6,6,10-tetra­methyl-1α,2α-ep­oxy­tri­cyclo­[5.5.0.0^8,10]dodeca­ne

The title compound, C₁₆H₂₄Br₂O, was synthesized from the reaction of β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from Atlas cedar (Cedrus atlantica) essential oil, after reaction with di­bromo­carbene. The asymmetric unit contains two independent mol­ecules with similar conformations. Each mol­ecule is built up from fused six-and seven-membered rings and two three-membered rings. In both mol­ecules, the six-membered ring has an envelope conformation with the flap provided by the C atom of the ep­oxy ring, whereas the seven-membered ring displays a chair conformation. The crystal packing is governed only by van der Waals inter­actions. The absolute configuration was established from anomalous dispersion effects.

5-Nitro-1,3-bis­(prop-2-yn­yl)-1H-1,3-benzimidazol-2(3H)-one

The title compound, C₁₃H₉N₃O₃, crystallizes with two identical but differently oriented mol­ecules in the asymmetric unit, the dihedral angle between the fused-ring systems of the two molecules being 64.39 (7)°. The two prop-2-ynyl chains are located on opposite sides of the mol­ecule and are nearly perpendicular to the fused ring plane, as indicated by the C—N—C—C torsion angles in the range 106.0 (3)–113.4 (3)°. In the crystal, the two mol­ecules are linked through C—H...O hydrogen bonds into dimers, which are subsequently linked by further C—H...O inter­actions, building a three-dimensional network.

(1S,3S,8R,9S,11R)-10,10-Di­bromo-3,7,7,11-tetra­methyl­tetra­cyclo­[6.5.0.0^1,3.0^9,11]trideca­ne

The title compound, C₁₇H₂₆Br₂, was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The asymmetric unit contains two independent mol­ecules with similar conformations. Each mol­ecule is built up from fused six- and seven-membered rings and two appended three-membered rings. In both mol­ecules, the six-membered ring has a screw boat conformation, whereas the seven-membered ring displays a boat conformation. No specific inter­molecular inter­actions were discerned in the crystal packing.

N′-(3-Sulfanyl­idene-3,4-di­hydro­quinoxalin-2-yl)benzohydrazide di­methyl­formamide monosolvate

The 2-sulfanyl­idene-3,4-di­hydro­quinoxalin-2-yl ring system of the title solvate, C₁₅H₁₂N₄OS·C₃H₇NO, is essentially planar, the maximum deviation from the mean plane being 0.024 (2) Å for the thione C atom. The mean plane through the fused-ring system is almost perpendicular to the terminal phenyl ring, as indicated by the dihedral angle of 70.05 (8)°. In the crystal, the main and solvent mol­ecules are linked by N—H...O hydrogen bonds, forming a layer parallel to (010).

(1S,3R,8R,11S)-11-Bromo-10-bromo­methyl-2,2-di­chloro-3,7,7-tri­methyl­tricyclo­[6.4.0.0^1,3]dodec-9-ene

The title compound, C₁₆H₂₂Br₂Cl₂, was synthesized from β-him­achalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The mol­ecule is built up from fused six- and seven-membered rings and an appended three-membered ring. The six-membered ring has a half-chair conformation, whereas the seven-membered ring displays a chair conformation. The dihedral angle between the two best plane through each ring is 59.5 (2)°. No specific inter­molecular inter­actions were discerned in the crystal packing.

N′-Phenyl-N′-[3-(2,4,5-triphenyl-2,5-di­hydro-1H-pyrazol-3-yl)quinoxalin-2-yl]benzohydrazide

The mol­ecule of the title compound, C₄₂H₃₂N₆O, is built up from one pyrazole ring linked to three phenyl rings and to an approximately planar [maximum deviation = 0.0455 (15) Å] quinoxaline system connected to a phenyl­benzohydrazide group. The pyrazole ring assumes an envelope conformation, the C atom attached to the quinoxalin-3-yl ring system being the flap atom. The dihedral angle between the two phenyl rings of the phenyl­benzohydrazide group is of 58.27 (9)°. The mean plane through the pyrazole ring is nearly perpendicular to the quinoxaline ring system and to the phenyl ring attached to the opposite side, forming dihedral angles of 82.58 (7) and 87.29 (9)°, respectively. An intra­molecular C—H...O hydrogen bond is present. In the crystal, mol­ecules are linked by pairs of N—H...N hydrogen bonds, forming inversion dimers, which are further connected by C—H...N hydrogen bonds into chains parallel to the b axis.

(1S,3S,8R,10R,11R)-3,7,7,10-Tetra­methyl­tri­cyclo­[6.4.0.0^1,3]dodecan-11-ol

The title compound, C₁₆H₂₈O, was synthesized by three steps from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus atlantica). The mol­ecule is built up from fused six- and seven-membered rings and an appended three-membered ring. The six-membered ring has twist-boat conformation, whereas the seven-membered ring displays a chair conformation. In the crystal, mol­ecules are linked into chains propagating along the a-axis direction by O—H...O hydrogen bonds.

N-(2-Allyl-4-chloro-2H-indazol-5-yl)-4-meth­oxy­benzene­sulfonamide hemi­hydrate

The fused five- and six-membered rings in the title compound, C₁₇H₁₆ClN₃O₃S·0.5H₂O, are practically coplanar, with the maximum deviation from the mean plane being 0.057 (3) Å for the C atom bound to the exocyclic N atom. The indazole system makes a dihedral angle of 66.18 (12)° with the plane through the benzene ring, and it is nearly perpendicular to the allyl group, as indicated by the N—N—C—C torsion angle of 79.2 (3)°. In the crystal, the water mol­ecule, lying on a twofold axis, forms O—H...N and accepts N—H...O hydrogen bonds. Additional C—H...O hydrogen bonds contribute to the formation of a chain along the b-axis direction.

4-Meth­oxy-N-(1-methyl-1H-indazol-5-yl)benzene­sulfonamide

The indazole ring system [maximum deviation = 0.013 (2) Å] of the title compound, C₁₅H₁₅N₃O₃S, makes a dihedral angle of 50.11 (7)° with the benzene ring. In the crystal, cohesion is provided by C—H...O and N—H...N hydrogen bonds, which link the molecules into chains propagating along the b-axis direction.

1-Allyl-3-chloro-5-nitro-1H-indazole

In the title compound, C₁₀H₈ClN₃O₂, the indazole ring system makes a dihedral angle of 7.9 (3)° with the plane through the nitro group. The allyl group is rotated out of the plane of the indazole ring system [N—N—C—C torsion angle = 104.28 (19)°]. In the crystal, mol­ecules are linked by C—H...O hydrogen bonds, forming zigzag chains propagating along the b-axis direction.

3-Benzyl-1-{[3-(4-chloro­phen­yl)isoxazol-5-yl]meth­yl}-1H-benzimidazol-2(3H)-one

In the title compound, C₂₄H₁₈ClN₃O₂, the benzimidazole plane is nearly perpendicular to the phenyl ring and to the isoxazole ring, making dihedral angles of 75.95 (7) and 73.04 (8)°, respectively, but the two residues point in opposite directions with respect to the benzimidazole plane. The dihedral angle between the chloro­phenyl and isoxazole rings is 7.95 (8)°. In the crystal, mol­ecules are linked by pairs of C—H...O hydrogen bonds into inversion dimers.

4-Methyl-N-(1-methyl-1H-indazol-5-yl)benzene­sulfonamide

In the title compound, C₁₅H₁₅N₃O₂S, the fused ring system is close to planar, the largest deviation from the mean plane being 0.030 (2) Å, and makes a dihedral angle of 48.84 (9)° with the benzene ring belonging to the methyl­benzene­sulfonamide moiety. In the crystal, mol­ecules are ­connected through N—H...N hydrogen bonds and weak C—H...O contacts, forming a two-dimensional network parallel to (001).

1-Allyl-3-benzyl-1H-benzimidazol-2(3H)-one

In the title compound, C₁₇H₁₆N₂O, the fused benzimidazol-2(3H)-one system is essentially planar, the largest deviation from the mean plane being 0.006 (2) Å for the carbonyl C atom. Its mean plane is almost perpendicular to the benzyl plane and to the allyl group, making dihedral angles of 80.6 (1) and 77.4 (3)°, respectively. The benzyl group and the allyl subsituent lie on opposite sides of the fused ring system. In the crystal, mol­ecules are linked by bifurcated C—H...O hydrogen bonds in which the carbonyl O atom acts as accepter to two aromatic C—H groups, forming a two-dimensional network parallel to (001).

N-(1-Allyl-1H-indazol-5-yl)-4-meth­oxy­benzene­sulfonamide hemihydrate

In the title compound, C₁₇H₁₇N₃O₃^.0.5H₂O, the indazole system makes a dihedral angle of 46.19 (8)° with the plane through the benzene ring and is nearly perpendicular to the allyl group, as indicated by the dihedral angle of 81.2 (3)°. In the crystal, the water mol­ecule, disordered over two sites related by an inversion center, forms O—H...N bridges between indazole N atoms of two sulfonamide mol­ecules. It is also connected via N—H...O inter­action to the third sulfonamide mol­ecule; however, due to the water mol­ecule disorder, only every second mol­ecule of sulfonamide participates in this inter­action. This missing inter­action results in a slight disorder of the sulfonamide S,O and N atoms which are split over two sites with half occupancy. With the help of C–H...O hydrogen bonds, the mol­ecules are further connected into a three-dimensional network.

2-Allyl-7-nitro-2H-indazole

The asymmetric unit of the title compound, C₁₀H₉N₃O₂, contains two independent mol­ecules linked by a C—H...N hydrogen bond. Each mol­ecule has a similar conformation, being built up from fused five- and six-membered rings, each linked to an ally and nitro group, respectively. The indazole ring system makes dihedral angles of 2.7 (2) and 2.2 (2)°, respectively, with the plane through the nitro group. The allyl group is nearly perpendicular to the indazole system, as indicated by the N—N—C—C torsion angles of −75.3 (2) and −82.2 (2)°, this being the most important difference between the conformations of the two mol­ecules. In the crystal, mol­ecules are linked by C—H...O and π–π [inter-centroid distance = 3.6225 (8) Å] inter­actions to form a three-dimensional network.

N-(3-Chloro-1H-indazol-5-yl)-4-meth­oxy­benzene­sulfonamide

In the title compound, C₁₄H₁₂ClN₃O₃S, the fused five- and six-membered rings are folded slightly along the common edge, forming a dihedral angle of 3.2 (1)°. The mean plane through the indazole system makes a dihedral angle of 30.75 (7)° with the distant benzene ring. In the crystal, N—H...O hydrogen bonds link the mol­ecules, forming a two-dimensional network parallel to (001).

4-Benzyl­sulfanyl-1H-pyrazolo­[3,4-d]pyrimidine

The pyrazolo­[3,4-d]pyrimidine ring system of the title compound, C₁₂H₁₀N₄S, is essentially planar [maximum deviation = 0.025 (1) Å for the C atom bearing the S atom] and almost perpendicular to the phenyl ring [dihedral angle = 71.42 (6)°]. In the crystal, mol­ecules are linked via pairs of N—H...N hydrogen bonds, forming inversion dimers.

N-(1H-Indazol-5-yl)-4-meth­oxy­benzene­sulfonamide

In the title compound, C₁₄H₁₃N₃O₃S, the fused ring system is almost planar, the largest deviation from the mean plane being 0.023 (2) Å, and makes a dihedral angle of 47.92 (10)° with the benzene ring of the benzene­sulfonamide moiety. In the crystal, mol­ecules are connected through N—H...O hydrogen bonds and weak C—H...O contacts, forming a two-dimensional network which is parallel to (010).

1-Octylindoline-2,3-dione

In the title compound, C₁₆H₂₁NO₂, the indoline ring and the two ketone O atoms are approximately coplanar, the largest deviation from the mean plane being 0.063 (2) Å. The mean plane through the fused ring system is nearly perpendicular to the mean plane passing through the 1-octyl chain [dihedral angle = 77.53 (17)°]. In the crystal, mol­ecules are linked by C—H...O hydrogen bonds, forming a three-dimensional network.

N-(1-Allyl-1H-indazol-5-yl)-4-methyl­benzene­sulfonamide

The asymmetric unit of the title compound, C₁₇H₁₇N₃O₂S, contains two independent mol­ecules linked by an N—H...O hydrogen bond. The mol­ecules show different conformations. In the first mol­ecule, the fused five- and six-membered ring system is almost perpendicular to the plane through the atoms forming the allyl group, as indicated by the dihedral angle of 85.1 (4)°. The dihedral angle with the methyl­benzene­sulfonamide group is 78.8 (1)°. On the other hand, in the second mol­ecule, the dihedral angles between the indazole plane and the allyl and methyl­benzene­sulfonamide groups are 80.3 (3) and 41.5 (1)°, respectively. In the crystal, mol­ecules are further linked by N—H...N and C—H...O hydrogen bonds, forming a three-dimensional network.