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3,6-Bis(3,4,5-trimethoxy-phen-yl)-1,2,4-triazolo[3,4-b][1,3,4]thia-diazole.

ABSTRACT: In the mol-ecule of the title compound, C(21)H(22)N(4)O(6)S, the planar central heterocyclic ring system is oriented with respect to the trimethoxy-phenyl rings at dihedral angles of 2.60?(5) and 3.60?(6)°. Intra-molecular C-H?N and C-H?S hydrogen bonds result in the formation of planar five- and six-membered rings. In the crystal structure, inter-molecular C-H?O hydrogen bonds link the mol-ecules. There is a C-H?? contact between a methyl group and a trimethoxy-phenyl ring, and a ?-? contact between the central heterocyclic ring system and a trimethoxy-phenyl ring [centroid-centroid distance = 3.640?(1)?Å].

SUBMITTER: Du HT

PROVIDER: S-EPMC2962044 | biostudies-literature | 2008 Jul

REPOSITORIES: biostudies-literature

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3,6-Bis(3,4,5-trimethoxy-phen-yl)-1,2,4-triazolo[3,4-b][1,3,4]thia-diazole.

Du Hai-Tang HT Du Hai-Jun HJ Zhou Weiyi W

Acta crystallographica. Section E, Structure reports online 20080723 Pt 8

In the mol-ecule of the title compound, C(21)H(22)N(4)O(6)S, the planar central heterocyclic ring system is oriented with respect to the trimethoxy-phenyl rings at dihedral angles of 2.60 (5) and 3.60 (6)°. Intra-molecular C-H⋯N and C-H⋯S hydrogen bonds result in the formation of planar five- and six-membered rings. In the crystal structure, inter-molecular C-H⋯O hydrogen bonds link the mol-ecules. There is a C-H⋯π contact between a methyl group and a trimethoxy-phenyl ring, and a π-π contact be ...[more]

PMID: 21203276

Similar Datasets

6-(2-Methyl-phen-yl)-3-(3,4,5-trimethoxy-phen-yl)-1,2,4-triazolo[3,4-b][1,3,4]thia-diazole.

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Project description:In the title compound, C(19)H(19)ClN(4)S, the 2-chloro-phenyl and [1,2,4]triazolo[3,4-b] [1,3,4]thia-diazole fragments (r.m.s. deviations of 0.015 and 0.017 Å, respectively) are oriented at a dihedral angle of 55.76 (6)°. The adamantane group exhibits extensive rotational disorder about the single C-C bond to the thia-diazole ring, which was modelled as occupying four orientations each with 0.25 occupancy. In the crystal, the chloro-phenyl rings exhibit π-π stacking inter-actions with centroid-centroid distances of 3.9526 (18) Å.

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Project description:The crystal structure of the title compound, C(16)H(11)FN(4)OS, was synthesized in the course of our studies on 1,2,4-triazolo[3,4-b][1,3,4]thia-diazo-les as inhibitors of p38 mitogen-activated protein kinase (MAPK). The three-dimensional data obtained were used to generate a three-dimensional pharmacophore model for in silico database screening. The dihedral angles between the central heterocylic system and the fluoro-phenyl and phenyl rings are 20.21 (3) and 5.43 (1)°, respectively; the dihedral angle between the two benzene rings is 15.80 (4)°.

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3-[1-(4-Isobutyl-phen-yl)eth-yl]-6-(4-methyl-phen-yl)-1,2,4-triazolo[3,4-b][1,3,4]thia-diazole.

Project description:In the title compound, C(22)H(24)N(4)S, the methylphenyl and isobutylphenyl rings are inclined at an angle of 79.98 (1)° and they form dihedral angles of 4.59 (1) and 75.47 (1)°, respectively, with the triazolothia-diazole unit. An intra-molecular C-H⋯S hydrogen bond generates an S(5) ring motif. The crystal structure is stabilized by inter-molecular C-H⋯N hydrogen bonds and weak C-H⋯π and π-π inter-actions [centroid-centroid distances between the thia-diazole ring and a symmetry-related phenyl ring and between the triazole ring and the phenyl ring range from 3.5680 (8) to 3.7313 (8) Å].

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Project description:In the title compound, C(14)H(11)FN(6)S, the 1,2,4-triazolo[3,4-b][1,3,4]thia-diazole ring system is essentially planar [maximum deviation = 0.022?(3)?Å] and is inclined at dihedral angles of 15.00?(18) and 52.82?(16)° with respect to the pyrazole and phenyl rings. In the crystal, mol-ecules are linked into two-dimensional networks parallel to (100) via inter-molecular N-H?N and weak C-H?N hydrogen bonds. The crystal packing is further consolidated by weak ?-? stacking inter-actions, with a centroid-centroid distance of 3.590?(2)?Å. The crystal studied was an inversion twin with a 0.37?(13):0.63?(13) domain ratio.

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