8-Methyl-2-[4-(trifluoro­meth­yl)phen­yl]-8H-pyrazolo­[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine methanol disolvate

In the title compound, C14H10F3N7·2CH4O, the heterocyclic ring system is essentially planar (r.m.s. deviation = 0.009 Å) and makes a dihedral angle of 6.91 (8)° with the attached benzene ring. In the crystal, the main mol­ecules form centrosymmetric R 2 2(8) dimers via pairs of N—H⋯N hydrogen bonds between the amino groups and pyrimidine N atoms. One of the independent methanol mol­ecules and its inversion equivalent are linked to the dimers via O—H⋯N and N—H⋯O hydrogen bonds, forming R 4 4(16) graph-set motifs. The dimers along with the hydrogen-bonded methanol mol­ecules are stacked along the a axis, with π–π inter­actions between the pyrazole and triazole rings [centroid–centroid distance = 3.4953 (10) Å]

N-Carbethoxy-N′-(3-phenyl-1H-1,2,4-triazol-5-yl)thiourea

The title compound {systematic name: ethyl N-[N-(3-phenyl-1H-1,2,4-triazol-5-yl)carbamothio­yl]carbamate}, C12H13N5O2S, exists in the 3-phenyl-5-thio­ureido-1H-1,2,4-triazole tautomeric form stabilized by intra­molecular hydrogen bonding between the endocyclic NH H atom and the thio­ureido S atom. The mol­ecular structure is also stabilized by intra­molecular N—H⋯O=C hydrogen bonds arranged in an S(6) graph-set motif within the carbethoxy­thio­urea moiety. The mean planes of the phenyl and 1,2,4-triazole rings make a dihedral angle of 7.61 (11)°. In the crystal, the mol­ecules form two types of inversion dimers. Inter­molecular hydrogen bonds are arranged in R 2 2(6) and R 2 2(8) graph-set motifs, together forming a network parallel to (111)

7-Dimethyl­amino-2-phenyl-1,2,4-triazolo[1,5-a][1,3,5]triazin-5-amine methanol solvate1

7-Dimethyl­amino-2-phenyl-1,2,4-triazolo[1,5-a][1,3,5]triazin-5-amine crystallized with one mol­ecule of methanol to give the title compound, C12H13N7·CH3OH. The triazolo[1,5-a][1,3,5]triazine heterocyclic core is essentially planar as are both amino groups that are involved in π-electron delocalization with the triazolo[1,5-a][1,3,5]triazine nucleus. The methyl groups of the dimethyl­amino fragment are involved in the formation of weak intra­molecular C—H⋯N hydrogen bonds with the N atoms of the heterocyclic system. The crystal packing is stabilized by inter­molecular N—H⋯N hydrogen bonds between the triazolo[1,5-a][1,3,5]triazine mol­ecules. The methanol solvent mol­ecule also participates in the formation of the crystal structure via inter­molecular O—H⋯N, N—H⋯O and weak C—H⋯O hydrogen bonds, linking the layers of triazolo[1,5-a][1,3,5]triazine mol­ecules

(4Z,6Z,12Z,14Z)-2,10-Dimethyl-2,8,10,16-tetra­hydro­dipyrazolo[3,4-e:3′,4′-l][1,2,4,8,9,11]hexa­azacyclo­tetra­decine-4,12-diamine

The title compound, C12H16N12, is a centrosymmetric mol­ecule which comprises of a hexa­aza[14]annulene macrocyclic ring fused with two pyrazole rings. The macrocyclic ring is essentially planar, with an r.m.s. deviation of 0.0381 Å. The electron pairs of the amino groups are delocalized with the conjugated system of the macrocycle. Strong intra­molecular N—H⋯N hydrogen bonds arranged in an S 2 2(10) graph-set motif are present in the macrocyclic ring. In the crystal, the amino groups act as donors for inter­molecular N—H⋯N inter­actions with the N atoms of the heterocyclic system, forming a network of two types of extended chains oriented parallel to the [101] and [011] directions. The crystal packing is also stabilized by weak inter­molecular C—H⋯N hydrogen bonds formed between pyrazole C—H groups and N atoms of the macrocyclic ring, running in the [10] direction

4-Amino-2,8-dimethyl-6H-pyrimido[1,2-a][1,3,5]triazin-6-one1

In the title compound, C8H9N5O, the mean planes through the pyrimidine and triazine rings form a dihedral angle of 2.83 (16)°. The amino group adopts a trigonal-planar configuration and forms an intra­molecular resonance-assisted N—H⋯O=C hydrogen bond with the carbonyl group. In the crystal, mol­ecules are linked via inter­molecular N—H⋯N hydrogen bonds into chains of C 2 2(6)[R 2 2(6)] motif. The molecules form two types of sheet parallel to (201) and (01), respectively

4-Hydrazino-1-methyl­pyrazolo[3,4-d]pyrimidine

The title compound, C6H8N6, crystallizes as an N—H⋯N hydrogen-bond-linked dimer of two almost identical mol­ecules in the asymmetric unit. Both of the mol­ecules are almost planar (rms deviations of 0.0186 and 0.0296 Å in the two molecules) and their hydrazino groups are turned towards the pyrazole rings. The dimers are arranged into chains via inter­molecular N—H⋯N hydrogen bonds between the hydrazino groups and the N atoms of the pyrimidine rings of both types of the mol­ecules, linking the mol­ecules into a C(7) graph-set motif along [100]. The methyl groups and the N atoms of the pyrazole rings form weak C—H⋯N hydrogen bonds, which connect chains of the dimers in a C(4) motif parallel to [100]

2-Phenyl-7-(4-pyridyl­methyl­amino)-1,2,4-triazolo[1,5-a][1,3,5]triazin-5(4H)-one1

In the title compound, C16H13N7O, the 1,2,4-triazolo[1,5-a][1,3,5]triazine heterocyclic system is essentially planar (r.m.s. deviation = 0.0375 Å). The attached benzene ring lies almost in the mean plane of 1,2,4-triazolo[1,5-a][1,3,5]triazine [dihedral angle = 1.36 (23)°], while the pyridine ring is turned out of this plane by the amino­methyl bridge [dihedral angle = 69.22 (9)°]. The amino group H atom is involved in intra­molecular hydrogen bonding with a triazole N atom. In the crystal, mol­ecules are connected via C(=O)NH⋯N hydrogen bonds into C(11) chains parallel to [100]. The amino group H atom acts as a hydrogen-bond donor, forming an NH⋯O=C hydrogen bond with the carbonyl O atom, which links the mol­ecules into C(6) chains running along [011] and [01]

3-Pyridin-2-yl-1H-1,2,4-triazol-5-amine

In the title compound, C7H7N5, the non-H atoms are almost coplanar (r.m.s. deviation = 0.050 Å), with the N atom of pyridine ring oriented to the N—N(H) side of the 1,2,4-triazole ring. The mean planes of the pyridine and 1,2,4-triazole rings form a dihedral angle of 5.58 (7)°. The N atom of the amino group adopts a pyramidal configuration. The mol­ecules are linked into a two-dimensional network parallel to (10) by N—H⋯N hydrogen bonds

3-Phenyl-1H-1,2,4-triazol-5-amine–5-phenyl-1H-1,2,4-triazol-3-amine (1/1)

In the title compound, C8H8N4·C8H8N4, two tautomers, viz. 3-phenyl-1,2,4-triazol-5-amine and 5-phenyl-1,2,4-triazol-3-amine, are crystallized together in equal amounts. The 3-phenyl-1,2,4-triazol-5-amine mol­ecule is essentially planar; the phenyl ring makes a dihedral angle of 2.3 (2)° with the mean plane of the 1,2,4-triazole ring. In the 5-phenyl-1,2,4-triazol-3-amine tautomer, the mean planes of the phenyl and 1,2,4-triazole rings form a dihedral angle of 30.8 (2)°. The π-electron delocalization of the amino group with the 1,2,4-triazole nucleus in the 3-phenyl-1,2,4-triazol-5-amine mol­ecule is more extensive than that in the 5-phenyl-1,2,4-triazol-3-amine tautomer. The mol­ecules are linked into a two-dimensional network parallel to (100) by N—H⋯N hydrogen bonds

4,4-Dimethyl-3,4-dihydro­pyrido[2′,3′:3,4]pyrazolo­[1,5-a][1,3,5]triazin-2-amine ethanol monosolvate1

In the title compound, C10H12N6·C2H5OH, the planarity of the heterocyclic system is slightly distorted at the triazine ring (r.m.s. deviation = 0.1191 Å), which adopts a conformation best described as inter­mediate between a flattened twisted boat and a half-boat with the tertiary Csp 3 atom at the bow. In the crystal, mol­ecules form centrosymmetric dimers connected by N⋯H—O and O⋯H—N hydrogen bonds between the amino group H atom, the ethanol solvent mol­ecule and the triazine N atom, making an R 4 4(12) graph-set motif. The other H atom of the amino group and the H atom on the endocyclic N atom form N⋯H—N hydrogen bonds with the N atoms of the pyrazole and pyridine rings, respectively, linking the mol­ecules into C(7)C(7) chains with the R 2 2(8) binary graph-set motif running along [010]