N-(2-Allyl-4-eth­oxy-2H-indazol-5-yl)-4-methyl­benzene­sulfonamide. Corrigendum

Corrigendum to Acta Cryst. (2014), E70, o624.

1-(4-Methyl­phenyl­sulfon­yl)-5,6-di­nitro-1H-indazole

In the title compound, C₁₄H₁₀N₄O₆S, the indazole ring system is almost perpendicular to the tosyl ring, as indicated by the dihedral angle of 89.40 (9)° between their planes. The dihedral angles between the indazole system and the nitro groups are 57.0 (3) and 31.9 (3)°. In the crystal, mol­ecules are linked by C—H...O inter­actions, forming chains running along [100].

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

The asymmetric unit of the title compound, C₁₅H₁₄ClN₃O₂S, contains two independent mol­ecules showing different conformations: in one mol­ecule, the indazole ring system makes a dihedral angle of 51.5 (1)° with the benzene ring whereas in the other, the indazole unit is almost perpendicular to the benzene ring [dihedral angle 77.7 (1)°]. In the crystal, the mol­ecules are linked by N—H...N and N—H...O hydrogen bonds, forming a set of four mol­ecules linked in pairs about an inversion centre.

Ethyl 3-[7-(N-acetyl-4-meth­oxy­benzene­sulfonamido)-3-chloro-2H-indazol-2-yl]propionate

In the title compound, C₂₁H₂₂ClN₃O₆S, the fused five- and six-membered ring rings are almost perpendicular to the planes through the atoms forming the acetyl and the propionic ester groups, as indicated by the dihedral angles of 80.3 (2) and 88.3 (7)°, respectively. The dihedral angle between the indazole system and the 4-meth­oxy­benzene­sulfonyl group is 13.76 (6)°. The carbonyl O atom is split over two positions in a 0.60 (5):0.40 (5) ratio. In the crystal, mol­ecules are linked by C—H...O and C—H...N inter­actions into a three-dimensional network.

6,6′-Di­nitro-1,1′-(ethane-1,2-di­yl)di(1H-indazole)

The mol­ecule of the title compound, C₁₆H₁₂N₆O₄, is built up from two fused five- and six-membered rings linked by an ethyl­ene group. The dihedral angle between the planes through the indazole ring systems is 39.74 (5)°. The nitro groups are tilted by 7.2 (2) and 8.5 (2)° with respect to planes of the fused-ring systems. In the crystal, mol­ecules are linked by C—H...N and C—H...O hydrogen bonds into chains running parallel to the c axis.

1-Methyl-2-methyl­sulfanyl-6-nitro-1H-benzimidazole

The mol­ecule of the title compound, C₉H₉N₃O₂S, is built up from fused five- and six-membered rings connected to methyl­sulfanyl and nitro groups, respectively. The mean plane through the fused ring system is inclined slightly relative to the plane passing through the nitro group [dihedral angle = 3.6 (2)°]. In the crystal, mol­ecules are linked by C—H...O hydrogen bonds and π–π inter­actions between imidazole rings [inter-centroid distance = 3.667 (3) Å], forming a three-dimensional network.

N-(2-Allyl-4-eth­oxy-2H-indazol-5-yl)-4-methyl­benzene­sulfonamide

The indazole ring system of the title compound, C₁₉H₂₁N₃O₃S, is almost planar (r.m.s. deviation = 0.0192 Å) and forms dihedral angles of 77.99 (15) and 83.9 (3)° with the benzene ring and allyl group, respectively. In the crystal, centrosymmetrically related mol­ecules are connected by pairs of N—H...O hydrogen bonds into dimers, which are further linked by C—H...O hydrogen bonds, forming columns parallel to the b axis.

N-(1-Allyl-3-chloro-4-eth­oxy-1H-indazol-5-yl)-4-methyl­benzene­sulfonamide

In the title compound, C₁₉H₂₀ClN₃O₃S, the benzene ring is inclined to the indazole ring system by 51.23 (8)°. In the crystal, mol­ecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers which stack in columns parallel to [011]. The atoms in the allyl group are disordered over two sets of sites with an occupancy ratio of 0.624 (8):0.376 (8).

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

The indazole ring system of the title compound, C₁₇H₁₈ClN₃O₄S, is almost planar (r.m.s. deviation = 0.0113 Å) and forms dihedral angles of 32.22 (8) and 57.5 (3)° with the benzene ring and the mean plane through the 4-eth­oxy group, respectively. In the crystal, mol­ecules are connected by pairs of N—H...O hydrogen bonds into inversion dimers, which are further linked by π–π inter­actions between the diazole rings [inter­centroid distance = 3.4946 (11) Å], forming chains parallel to [101].

Crystal structure of N-(3-chloro-1-methyl-1H-indazol-5-yl)-4-meth­oxy­benzene­sulfonamide

In the title compound, C₁₅H₁₄ClN₃O₃S, the dihedral angle between the planes of the indazole ring system (r.m.s. deviation = 0.007 Å) and the benzene ring is 89.05 (7)°. The meth­oxy C atom deviates from its attached ring by 0.196 (3) Å. In the crystal, inversion dimers linked by pairs of N—H...O hydrogen bonds generate R₂²(8) loops. The dimers are connected into [010] chains by C—H...O inter­actions.

Crystal structure of N-(1-allyl-3-chloro-4-eth­oxy-1H-indazol-5-yl)-4-meth­oxybenzene­sulfonamide

In the title compound, C₁₉H₂₀ClN₃O₄S, the benzene ring is inclined to the indazole ring system (r.m.s. deviation = 0.014 Å) by 65.07 (8)°. The allyl and eth­oxy groups are almost normal to the indazole ring, as indicated by the respective torsion angles [N—N—C—C = 111.6 (2) and C—C—O—C = −88.1 (2)°]. In the crystal, mol­ecules are connected by N—H...N hydrogen bonds, forming helical chains propagating along [010]. The chains are linked by C—H...O hydrogen bonds, forming a three-dimensional network.

Crystal structure of N-(1-allyl-3-chloro-1H-indazol-5-yl)-4-methyl­benzene­sulfonamide

The 3-chloro-1H-indazole system in the title mol­ecule, C₁₇H₁₆ClN₃O₂S, is almost planar, with the largest deviation from the mean plane being 0.029 (2) Å for one of the N atoms. This system is nearly perpendicular to the allyl chain, as indicated by the C—C—N—N torsion angle of −90.1 (6)° between them. The allyl group is split into two fragments, the major component has a site occupancy of 0.579 (7). The indazole system makes a dihedral angle of 47.53 (10)° with the plane through the benzene ring. In the crystal, mol­ecules are connected by N—H...O and C—H...O hydrogen bonds, forming a three-dimensional network.

Crystal structure of 3-{1-[(1-allyl-1H-indazol-6-yl)amino]­ethyl­idene}-6-methyl-2H-pyran-2,4(3H)-dione

In the title compound, C₁₈H₁₇N₃O₃, the dihedral angle between the planes of the indazole ring system [maximum deviation = 0.012 (1) Å] and the pyran-2,4-dione ring is 54.03 (6)°. An intra­molecular N—H...O hydrogen bond closes an S(6) ring. The same H atom also participates in an inter­molecular N—H...O hydrogen bond, which generates an inversion dimer. The dimers are linked by weak C—H...O contacts, thereby forming a three-dimensional network.

Crystal structure of 2-(4-methyl­benzyl­idene)malono­nitrile

The mol­ecule of the title compound, C₁₁H₈N₂, is approximately planar (r.m.s.deviation for all non-H atoms = 0.023 Å). The malono­nitrile C-C-C angle is 113.54 (13)°. In the crystal, mol­ecules stack head-to-tail along [010]. There are no significant inter­molecular inter­actions present.