Browse
Submit Data
Databases
API
Help

Dataset Information

19 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

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

ABSTRACT: 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.

SUBMITTER: Simpson J

PROVIDER: S-EPMC5499292 | biostudies-literature | 2017 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

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

Simpson Jim J Mohamed Shaaban K SK El-Emary Talaat I TI Albayati Mustafa R MR

Acta crystallographica. Section E, Crystallographic communications 20170623 Pt 7

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⋯π(ring) and π-π contacts to stack the mol-ecules along the b-axis direction. ...[more]

PMID: 28775884

Similar Datasets

Crystal structure of 3-[(4-benzyl-piperazin-1-yl)meth-yl]-5-(thio-phen-2-yl)-2,3-di-hydro-1,3,4-oxa-diazole-2-thione.

Project description:The title 1,3,4-oxa-diazole-2-thione derivative, C18H20N4OS2, crystallized with two independent mol-ecules (A and B) in the asymmetric unit. The 2-thienyl rings in both mol-ecules are rotationally disordered over two orientations by approximately 180° about the single C-C bond that connects it to the oxa-diazole thione ring; the ratios of site occupancies for the major and minor components were fixed in the structure refinement at 0.8:0.2 and 0.9:0.1 in mol-ecules A and B, respectively. The 1,3,4-oxa-diazole-2-thione ring forms dihedral angles of 7.71 (16), 10.0 (11) and 77.50 (12)° (mol-ecule A), and 6.5 (3), 6.0 (9) and 55.30 (12)° (mol-ecule B) with the major and minor parts of the disordered thio-phene ring and the mean plane of the adjacent piperazine ring, respectively, resulting in approximately V-shaped conformations for the mol-ecules. The piperazine ring in both mol-ecules adopts a chair conformation. The terminal benzene ring is inclined towards the mean plane of the piperazine ring with N-C-C-C torsion angles of -58.2 (3) and -66.2 (3)° in mol-ecules A and B, respectively. In the crystal, no inter-molecular hydrogen bonds are observed. The crystal packing features short S⋯S contacts [3.4792 (9) Å] and π-π inter-actions [3.661 (3), 3.664 (11) and 3.5727 (10) Å], producing a three-dimensional network.

| S-EPMC4350721 | biostudies-literature

Crystal structure of 2-(adamantan-1-yl)-5-(4-bromo-phen-yl)-1,3,4-oxa-diazole.

Project description:In the title mol-ecule, C18H19BrN2O, the benzene ring is inclined to the oxa-diazole ring by 10.44?(8)°. In the crystal, C-H?? inter-actions link the mol-ecules in a head-to-tail fashion, forming chains extending along the c-axis direction. The chains are further connected by ?-? stacking inter-actions, with centroid-centroid distances of 3.6385?(7)?Å, forming layers parallel to the bc plane.

| S-EPMC4257436 | biostudies-literature

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.

| S-EPMC4770969 | biostudies-literature

5-Eth-oxy-1,3,4-thia-diazole-2(3H)-thione.

Project description:In the title compound, C(4)H(6)N(2)OS(2), the dihedral angle between the five-membered heterocyclic ring and the plane of the eth-oxy group is 4.9?(2)°. The 1,3,4-thiadiazole-2-thione unit is planar, with an r.m.s. deviation of 0.011?Å from the corresponding squares plane defined by the seven constituent atoms. In the crystal, pairs of N-H?S hydrogen bonds link the mol-ecules into inversion dimers.

| S-EPMC3275248 | biostudies-literature

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

Project description: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.

| S-EPMC3648261 | biostudies-literature

Crystal structure of 2-{[(naphthalen-1-yl)oxy]meth-yl}-5-(2,4,5-tri-fluoro-phen-yl)-1,3,4-oxa-diazole.

Project description:In the title compound C19H11F3N2O2, the oxa-diazole ring and the naphthalene ring system are approximately planar (r.m.s. deviations of 0.001 and 0.020 Å, respectively) and the oxa-diazole ring makes dihedral angles of 13.11 (1) and 7.59 (1)° with the naphthalene ring system and the tri-fluoro-phenyl ring, respectively. In the crystal, C-H⋯N hydrogen bonds link mol-ecules into chains along the a-axis direction, while C-H⋯F contacts form additional chains along the ac diagonal. These contacts generate sheets of mol-ecules approximately parallel to the (011) plane.

| S-EPMC4350736 | biostudies-literature

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

Project description:In the title compound, C19H22FN3OS, the dihedral angle between the inclined oxa-diazole and benzene rings is 52.7?(3)°. In the crystal, helical supra-molecular chains along [100] are sustained by N-H?S hydrogen bonds supported by methyl-ene-benzene C-H?? inter-actions. The crystal studied was an inversion twin with the fractional contribution of the minor component being 0.33?(14).

| S-EPMC3648262 | biostudies-literature

Crystal structures and Hirshfeld surface analysis of 2-(adamantan-1-yl)-5-(4-fluoro-phen-yl)-1,3,4-oxa-diazole and 2-(adamantan-1-yl)-5-(4-chloro-phen-yl)-1,3,4-oxa-diazole.

Project description:The crystal structures of the title adamantane-oxa-diazole hybrid compounds, C18H19FN2O (I) and C18H19ClN2O (II), are built up from an adamantane unit and a halogenophenyl ring, [X = F (I), Cl (II)], in position 5 on the central 1,3,4-oxa-diazole unit. The mol-ecular structures are very similar, only the relative orientation of the halogenophenyl ring in comparison with the central five-membered ring differs slightly. In the crystals of both compounds, mol-ecules are linked by pairs of C-H?N hydrogen bonds, forming inversion dimers with R 2 2(12) ring motifs. In (I) the dimers are connected by C-H?F inter-actions, forming slabs lying parallel to the bc plane. In (II), the dimers are linked by C-H?? and offset ?-? inter-actions [inter-planar distance = 3.4039?(9)?Å], forming layers parallel to (10).

| S-EPMC6505599 | biostudies-literature

5-(4-Pyrid-yl)-1,3,4-thia-diazole-2(3H)-thione.

Project description:The title compound C(7)H(5)N(3)S(2), occurs as the thione tautomer in the solid state; the dihedral angle between the pyridine and thia-diazole ring planes is 2.08?(6)°. In the crystal, mol-ecules are linked by N-H?N hydrogen bonds, generating C(8) chains propagating in [010].

| S-EPMC3050180 | biostudies-literature

Crystal structure of 2-(4-fluoro-3-methyl-phen-yl)-5-{[(naphthalen-1-yl)-oxy]meth-yl}-1,3,4-oxa-diazole.

Project description:The title compound, C20H15FN2O2, adopts an almost planar conformation. The oxa-diazole ring makes dihedral angles of 13.90?(1) and 7.93?(1)° with the naphthalene ring system and benzene ring, respectively, while the naphthalene ring system and benzene ring are inclined to one another by 6.35?(1)°. In the crystal, adjacent mol-ecules are linked via C-H?N hydrogen bonds, forming chains propagating along [100]. There are also ?-? inter-actions present [inter-centroid distances = 3.5754?(9) and 3.7191?(12)?Å], linking the chains to form ribbons lying parallel to (011).

| S-EPMC4438827 | biostudies-other