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5-(Adamantan-1-yl)-3-anilinomethyl-2,3-di-hydro-1,3,4-oxa-diazole-2-thione.

ABSTRACT: In the title compound, C19H23N3OS, the oxa-diazole and benzene rings are inclined at a dihedral angle of 50.30?(11)°, with the major twist between them occurring at the ring-methyl-ene N-C bond [N-N-C-N torsion angle = -101.2?(2)°]. In the crystal, helical supra-molecular chains along [010] are sustained by N-H?S hydrogen bonds. These are linked into layers lying parallel to (-101) by methyl-ene-phenyl C-H?? inter-actions.

SUBMITTER: Al-Tamimi AM

PROVIDER: S-EPMC3648261 | biostudies-literature | 2013 May

REPOSITORIES: biostudies-literature

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5-(Adamantan-1-yl)-3-anilinomethyl-2,3-di-hydro-1,3,4-oxa-diazole-2-thione.

Al-Tamimi Abdul-Malek S AM Al-Deeb Omar A OA El-Emam Ali A AA Ng Seik Weng SW Tiekink Edward R T ER

Acta crystallographica. Section E, Structure reports online 20130413 Pt 5

In the title compound, C19H23N3OS, the oxa-diazole and benzene rings are inclined at a dihedral angle of 50.30 (11)°, with the major twist between them occurring at the ring-methyl-ene N-C bond [N-N-C-N torsion angle = -101.2 (2)°]. In the crystal, helical supra-molecular chains along [010] are sustained by N-H⋯S hydrogen bonds. These are linked into layers lying parallel to (-101) by methyl-ene-phenyl C-H⋯π inter-actions. ...[more]

PMID: 23723881

Similar Datasets

5-(Adamantan-1-yl)-3-[(4-fluoro-anilino)meth-yl]-2,3-di-hydro-1,3,4-oxa-diazole-2-thione.

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5,5'-Diethyl-2,2'-(triazene-1,3-di-yl)di-1,3,4-thia-diazole.

Project description:In the mol-ecule of the title compound, C(8)H(11)N(7)S(2), the conformation about the N=N bond is trans and the thia-diazole rings are oriented at a dihedral angle of 2.92 (3)°. In the crystal structure, inter-molecular N-H⋯S hydrogen bonds link the mol-ecules into chains. There are π-π contacts between the thia-diazole rings [centroid-to-centroid distances = 3.699 (3) and 3.720 (2) Å].

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Crystal structure of 5-[2-(9<i>H</i>-carbazol-9-yl)eth-yl]-1,3,4-oxa-diazole-2(3<i>H</i>)-thione.

Project description:The title compound, C16H13N3OS, comprises an oxa-diazo-lethione ring bound to the N atom of an almost planar carbazole ring system (r.m.s. deviation = 0.0088?Å) through an ethyl-ene chain. The oxa-diazole ring is inclined to the the carbazole ring system by 40.71?(6)°. In the crystal, N-H?O, N-H?S, C-H?N and C-H?S hydrogen bonds combine with C-H??(ring) and ?-? contacts to stack the mol-ecules along the b-axis direction.

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Crystal structure of 3-{[4-(2-meth-oxy-phen-yl)piperazin-1-yl]meth-yl}-5-(thio-phen-2-yl)-1,3,4-oxa-diazole-2(3H)-thione.

Project description:The title compound, C18H20N4O2S2, is a new 1,3,4-oxa-diazole and a key pharmacophore of several biologically active agents. It is composed of a meth-yl(thio-phen-2-yl)-1,3,4-oxa-diazole-2(3H)-thione moiety linked to a 2-meth-oxy-phenyl unit via a piperazine ring that has a chair conformation. The thio-phene ring mean plane lies almost in the plane of the oxa-diazole ring, with a dihedral angle of 4.35 (9)°. The 2-meth-oxy-phenyl ring is almost normal to the oxa-diazole ring, with a dihedral angle of 84.17 (10)°. In the crystal, mol-ecules are linked by weak C-H⋯S hydrogen bonds and C-H⋯π inter-actions, forming layers parallel to the bc plane. The layers are linked via weak C-H⋯O hydrogen bonds and slipped parallel π-π inter-actions [inter-centroid distance = 3.6729 (10) Å], forming a three-dimensional structure. The thio-phene ring has an approximate 180° rotational disorder about the bridging C-C bond.

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