4-({[6-(4-Chloro­benz­yl)-4-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl]sulfan­yl}acetyl)-3-phenyl­sydnone

In the title syndone (1,2,3-oxadiazol-3-ylium-5-olate) compound, C21H16ClN5O4S, the dihedral angle between the benzene and oxadiazole rings is 55.62 (11)° and that between the triazine and the chloro-substituted phenyl rings is 82.45 (9)°. There is an intra­molecular C—H⋯S hydrogen bond, which generates an S(5) ring motif. In the crystal, inversion dimers linked by pairs of C—H⋯O hydrogen bonds generate R 2 2(20) loops. The dimers are connected by C—H⋯N and C—H⋯O hydrogen bonds

(E)-4-{[(3-Propyl-5-sulfanyl­idene-4,5-dihydro-1H-1,2,4-triazol-4-yl)imino]­meth­yl}-3-(p-tol­yl)-1,2,3-oxadiazol-3-ium-5-olate

The title compound, C15H16N6O2S, exists in a trans configuration with respect to the acyclic N=C bond. The 1,2,3-oxadiazol-3-ium ring makes dihedral angles of 10.59 (8) and 73.94 (8)°, respectively, with the 1,2,4-triazole and benzene rings. The mol­ecular structure is stabilized by an intra­molecular C—H⋯S hydrogen bond, which generates an S(6) ring motif. In the crystal, mol­ecules are linked into inversion dimers by pairs of inter­molecular N—H⋯S hydrogen bonds, generating eight-membered R 2 2(8) ring motifs. The dimers are further connected by C—H⋯O hydrogen bonds, forming a sheet parallel to the bc plane. The ethyl group is disordered over two sets of sites with occupancies of 0.744 (7) and 0.256 (7)

4-({[4-Amino-5-(4-chloro­anilinometh­yl)-4H-1,2,4-triazol-3-yl]sulfan­yl}acet­yl)-3-(4-meth­oxy­phen­yl)-1,2,3-oxadiazol-3-ium-5-olate

In the title sydnone compound, C20H18ClN7O4S, the oxadiazole, triazole, chloro-substituted and meth­oxy-substituted phenyl rings are essentially planar, with maximum deviations of 0.007 (3), 0.009 (2), 0.017 (2) and 0.002 (3) Å, respectively. The dihedral angles between the chloro-substituted phenyl ring and the triazole ring, the triazole ring and the oxadiazole ring, and the oxadiazole ring and the methoxy-substituted phenyl ring are 80.02 (13), 85.68 (14) and 51.62 (14)°, respectively. In the crystal, mol­ecules are connected via inter­molecular N—H⋯N, N—H⋯O and C—H⋯O hydrogen bonds, forming sheets lying parallel to the ac plane

4-[2,3-Dibromo-3-(4-bromo­phen­yl)propano­yl]-2-phenyl-1,2,3-oxadiazol-2-ium-5-olate

In the title compound, C17H11Br3N2O3, the whole mol­ecule is disordered over two positions with a refined occupancy ratio of 0.770 (5):0.230 (5). In the major component, the 1,2,3-oxadiazo­lidine ring is essentially planar [maximum deviation = 0.017 (6) Å] and makes dihedral angles of 22.5 (3) and 70.2 (3)° with the 4-bromo­phenyl and phenyl rings, respectively. In the minor component, the corresponding values are 18.9 (11) and 84.9 (12)°. In the crystal, inter­molecular C—H⋯Br hydrogen bonds link the mol­ecules into ribbons along [010]. There is a short O⋯N contact [2.83 (3) Å] in the minor component. In the major component, the mol­ecular structure is stabilized by an intra­molecular C—H⋯O hydrogen bond, which forms an S(6) ring motif

2-[5-Methyl-2-(propan-2-yl)phen­oxy]-N′-{2-[5-methyl-2-(propan-2-yl)phen­oxy]acet­yl}acetohydrazide

The complete mol­ecule of the title compound, C24H32N2O4, is generated by a crystallographic inversion center. The 1,2-diethyl­hydrazine moiety is nearly planar, with a maximum deviation of 0.024 (1) Å, and is inclined at a dihedral angle of 54.20 (4)° with the phenyl ring. In the crystal, [001] chains are formed, with adjacent mol­ecules in the chain linked by pair of inter­molecular N—H⋯O hydrogen bonds, generating R 2 2(10) ring motifs. Inter­molecular C—H⋯O hydrogen bonds and C—H⋯π inter­actions are also observed

(4-Methyl­phen­yl)[3-(5-nitro-2-fur­yl)-1-phenyl-1H-pyrazol-4-yl]methanone

In the title pyrazole compound, C21H15N3O4, an intra­molecular C—H⋯O hydrogen bond generates an S(7) ring motif. The essentially planar furan and pyrazole rings [maximum atomic deviations of 0.011 (2) and 0.006 (2) Å, respectively] make a dihedral angle of 9.21 (11)°. The nitro group is approximately coplanar with the attached furan ring, as indicated by the dihedral angle of 4.5 (2)°. In the crystal structure, inter­molecular C—H⋯O inter­actions form bifurcated hydrogen bonds, generating R 1 2(7) ring motifs. These hydrogen bonds link the mol­ecules into infinite chains along the a axis. The crystal structure is further stabilized by weak inter­molecular π–π inter­actions [centroid–centroid distance = 3.4118 (10) Å]

3-(5-Nitro-2-fur­yl)-1-phenyl­prop-2-yn-1-one

In the title compound, C13H7NO4, the 2-furyl ring is essentially planar, with a maximum deviation of 0.004 (1) Å. It is inclined at an angle of 11.69 (4)° to the benzene ring. The nitro group is slightly twisted out of the plane of the 2-furyl ring, with a dihedral angle of 5.72 (8)°. There is a short O⋯C contact of 2.8562 (8) Å (symmetry code: −x, −y, 2 − z). In the crystal packing, mol­ecules are linked via a pair of inter­molecular C—H⋯O hydrogen bonds, giving rise to an R 2 2(10) ring motif. Mol­ecules are further linked into two-dimensional networks parallel to [100] via other inter­molecular C—H⋯O hydrogen bonds. The crystal structure is consolidated by C—H⋯π inter­actions

N′-(3,4-Dichloro­benzyl­idene)-5-methyl-1-(4-nitro­phen­yl)-1H-1,2,3-triazole-4-carbohydrazide

In the title compound, C17H12Cl2N6O3, the 1H-1,2,3-triazole ring [maximum deviation = 0.003 (1) Å] forms dihedral angles of 34.08 (6) and 28.38 (6)°, respectively, with the nitro- and dichloro-substituted benzene rings. The dihedral angle between the benzene rings is 6.68 (5)°. In the crystal, C—H⋯O hydrogen bonds link the mol­ecules into chains running parallel to the a axis

2,3-Dibromo-3-(2-bromo­phen­yl)-1-(3-phenyl­sydnon-4-yl)propan-1-one

In the title compound [systematic name: 2,3-dibromo-3-(2-bromo­phen­yl)-1-(5-oxido-3-phenyl-1,2,3-oxadiazol-3-ium-4-yl)propan-1-one], C17H11Br3N2O3, the oxadiazole ring is essentially planar, with a maximum deviation of 0.003 (1) Å. The –CHBr–CHBr– chain and bromo­phenyl ring are disordered over two sets of sites with a refined occupany ratio of 0.756 (5):0.244 (5). The central oxadiazole ring makes dihedral angles of 54.07 (11) and 13.76 (18)° with the attached phenyl and the major component of the bromo-substituted benzene rings, respectively. The dihedral angle between the major and minor components of the bromo­phenyl rings is 13.4 (5)°. In the crystal structure, mol­ecules are connected by C—H⋯O hydrogen bonds, forming [010] ribbons

4-Acetyl-3-(p-anis­yl)sydnone

The asymmetric unit of the title compound [systematic name: 4-acetyl-3-(4-meth­oxy­phen­yl)-1,2,3-oxadiazol-3-ium-5-olate], C11H10N2O4, contains four crystallographically independent mol­ecules. The 1,2,3-oxadiazole rings are almost planar [maximum deviations = 0.006 (3), 0.006 (3), 0.002 (3) and 0.009 (3) Å] and form dihedral angles of 55.03 (14), 61.02 (13), 58.36 (14) and 53.79 (15)° with their attached benzene rings. In the crystal, inter­molecular C—H⋯O and C—H⋯N hydrogen bonds link the mol­ecules, forming sheets parallel to (011)