Browse
Submit Data
Databases
API
Help

Dataset Information

15 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of (2-methyl-4-phenyl-4H-benzo[4,5]thia-zolo[3,2-a]pyrimidin-3-yl)(phen-yl)methanone.

ABSTRACT: In the title compound, C24H18N2OS, the pyrimidine ring has a flat envelope conformation with the methine C atom as the flap. The attached phenyl and benzoyl rings are inclined to the mean plane of the pyrimidine ring by 84.87?(8) and 75.33?(9)°, respectively. The benzo-thia-zolo group is planar (r.m.s. deviation = 0.009?Å) and inclined to the mean plane of the pyrimidine ring by 3.27?(6)°. In the crystal, mol-ecules are linked by pairs of C-H?N hydrogen bonds, forming inversion dimers.

SUBMITTER: Sankar T

PROVIDER: S-EPMC4420141 | biostudies-literature | 2015 May

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of (2-methyl-4-phenyl-4H-benzo[4,5]thia-zolo[3,2-a]pyrimidin-3-yl)(phen-yl)methanone.

Sankar T T Naveen S S Lokanath N K NK Gunasekaran K K

Acta crystallographica. Section E, Crystallographic communications 20150402 Pt 5

In the title compound, C24H18N2OS, the pyrimidine ring has a flat envelope conformation with the methine C atom as the flap. The attached phenyl and benzoyl rings are inclined to the mean plane of the pyrimidine ring by 84.87 (8) and 75.33 (9)°, respectively. The benzo-thia-zolo group is planar (r.m.s. deviation = 0.009 Å) and inclined to the mean plane of the pyrimidine ring by 3.27 (6)°. In the crystal, mol-ecules are linked by pairs of C-H⋯N hydrogen bonds, forming inversion dimers. ...[more]

PMID: 25995902

Similar Datasets

Crystal structure of ethyl 4-(2,4-di-chloro-phen-yl)-2-methyl-4H-benzo[4,5]thia-zolo[3,2-a]pyrimidine-3-carboxyl-ate.

Project description:In the title compound, C20H16Cl2N2O2S, the pyrimidine ring has a screw-boat conformation. The attached di-chloro-phenyl ring is twisted at an angle of 89.29?(13)° with respect to the pyrimidine ring mean plane. The benzo-thia-zole group is approximately planar (r.m.s. deviation = 0.008?Å) and inclined to the pyrimidine ring mean plane by 3.04?(10)°. The carboxyl-ate group assumes an extended conformation with respect to the pyrimidine ring, which can be seen from the O=C-O-C torsion angle of 3.2?(4) °. In the crystal, mol-ecules are linked via C-H?O and C-H?N hydrogen bonds, forming slabs lying parallel to (100).

| S-EPMC4420040 | biostudies-literature

Crystal structures of two 6-(2-hy-droxy-benzo-yl)-5H-thia-zolo[3,2-a]pyrimidin-5-ones.

Project description:The title compounds, 6-(2-hy-droxy-benz-yl)-5H-thia-zolo[3,2-a]pyrimidin-5-one, C13H8N2O3S, (1), and 6-(2-hy-droxy-benz-yl)-3-methyl-5H-thia-zolo[3,2-a]pyrimidin-5-one, C14H10N2O3S, (2), were synthesized when a chromone-3-carb-oxy-lic acid, activated with (benzotriazol-1-yl-oxy)tripyrrolidinyl-phospho-nium hexa-fluorido-phosphate (PyBOP), was reacted with a primary heteromamine. Instead of the expected amidation, the unusual title thia-zolo-pyrimidine-5-one derivatives were obtained serendipitously and a mechanism of formation is proposed. Both compounds present an intra-molecular O-H⋯O hydrogen bond, which generates an S(6) ring. The dihedral angles between the heterocyclic moiety and the 2-hydroxybenzoyl ring are 55.22 (5) and 46.83 (6)° for (1) and (2), respectively. In the crystals, the mol-ecules are linked by weak C-H⋯O hydrogen bonds and π-π stacking inter-actions.

| S-EPMC4518966 | biostudies-literature

7-Chloro-3-phenyl-benzo[4,5]thia-zolo[2,3-c][1,2,4]triazole.

Project description:In the title compound, C(14)H(8)ClN(3)S, the dihedral angle between the approximately planar triple-fused ring system (r.m.s. deviation = 0.065?Å) and the pendant phenyl ring is 62.25?(5)°. In the crystal, mol-ecules are linked into infinite chains along the c-axis direction by C-H?N hydrogen bonds. Aromatic ?-? stacking inter-actions [centroid-centroid distances = 3.7499?(8) and 3.5644?(8)?Å] and weak C-H?? inter-actions are also observed.

| S-EPMC3201329 | biostudies-literature

2-Propyl-4H-thia-zolo[3,2-a][1,3,5]triazine-4-thione.

Project description:In the title compound, C(8)H(9)N(3)S(2), the n-propyl chain is disordered over two orientations (site-occupancy ratio = 0.522:0.478) and is roughly perpendicular to the fused thia-zolotriazine system. The angle between the fused ring and the propyl chain is 83.6?(1)° [ 82.2?(1)° for the disordered chain]. The structure is stabilized by C-H?N hydrogen bonds.

| S-EPMC2961019 | biostudies-literature

3-Bromo-2-[4-(methyl-sulfan-yl)phen-yl]-5,6,7,8-tetra-hydro-1,3-benzo-thia-zolo[3,2-a]imidazole.

Project description:In the title mol-ecule, C16H15BrN2S2, the central imidazo[2,1-b]thia-zole fragment is almost planar (r.m.s. deviation = 0.012?Å), and the fused 5,6,7,8-tetra-hydro-benzene ring adopts an unsymmetrical half-chair conformation. The dihedral angle between the imidazo[2,1-b]thia-zole and benzene planes is 18.25?(4)°. The terminal methyl-sulfanyl substituent lies practically within the benzene plane [the dihedral angle between the corresponding planes is 7.20?(10)°] and is turned toward the C-Br bond. In the crystal, mol-ecules form infinite chains along [100] via secondary Br?N inter-actions [3.1861?(16)?Å]. The chains are arranged at van der Waals distances.

| S-EPMC4011264 | biostudies-literature

3-(3-Meth-oxy-phen-yl)benzo[d]thia-zolo[3,2-a]imidazol-9-ium hydrogen sulfate.

Project description:In the title mol-ecular salt, C(16)H(13)N(2)OS(+)·HSO(4) (-), the thia-zolo[3,2-a]benzimidazolium ring system is roughly planar [maximum deviation = 0.046?(3)?Å] and makes a dihedral angle of 58.22?(11)° with the benzene ring. The meth-oxy group is almost coplanar with its attached benzene ring [C(meth-yl)-O-C-C = -1.6?(5)°]. In the crystal, the cation is linked to the anion by a bifurcated N-H?(O,O) hydrogen bond, generating an R(1) (2)(4) ring motif. The ion pairs are then connected by a C-H?O hydrogen bond into inversion dimers and these dimers are further linked by O-H?O hydrogen bonds into an infinite tape along [100]. A ?-? stacking inter-action [centroid-to-centroid distance = 3.5738?(18)?Å] and a short inter-molecular contact [S?O = 2.830?(3)?Å] are also observed.

| S-EPMC3414329 | biostudies-literature

Crystal structure of (E)-2-benzyl-idene-4-[(3-phenyl-4,5-di-hydro-isoxazol-5-yl)meth-yl]-2H-benzo[b][1,4]thia-zin-3(4H)-one.

Project description:In the title compound, C25H20N2O2S, the di-hydro-isoxazole ring exhibits an envelope conformation with the methine atom being the flap, while the 1,4-thia-zine ring displays a screw-boat conformation. The six-membered ring fused to the 1,4-thia-zine ring makes dihedral angles of 63.04?(2) and 54.7?(2)° with the mean planes through the five-membered heterocycle and the attached phenyl ring, respectively. The phenyl group connected to the 1,4-thia-zine ring is disordered over two sites [major component = 0.57?(2)]. The most prominent inter-actions in the crystal structure are C-H?O hydrogen bonds that link mol-ecules, forming inversion dimers, and C-H?N hydrogen bonds that link the dimers into columns parallel to the b axis.

| S-EPMC4459330 | biostudies-literature

(Z)-2-(4-Chloro-benzyl-idene)benzo[d]thia-zolo[3,2-a]imidazol-3(2H)-one.

Project description:The mol-ecule of the title compound, C(16)H(9)ClN(2)OS, is approximately planar, the dihedral angle between the thia-zolo[3,2-a]benzimidazole ring system and the 4-chloro-phenyl ring being 2.10?(5)°. An intra-molecular C-H?S inter-action generates an S(6) ring motif. In the crystal, mol-ecules are stacked into columns along the b axis by ?-? inter-actions with centroid-centroid distances of 3.6495?(7)-3.9546?(8)?Å.

| S-EPMC3344520 | biostudies-literature

2-(3-Nitro-phen-yl)-3-phenyl-2,3-di-hydro-4H-1,3-benzo-thia-zin-4-one.

Project description:The title compound, C20H14N2O3S, has three aromatic rings, viz. (i) a phenyl ring, (ii) a 3-nitro-phenyl and (iii) a 1,3-benzo-thia-zine fused-ring system. The dihedral angle between (i) and (ii) is 85.31?(15)°, between (ii) and (iii) is 81.33?(15)° and between (i) and (iii) is 75.73?(15)°. The six-membered 1,3-thia-zine ring has an envelope conformation with the C atom in the 2-position forming the flap. In the crystal, mol-ecules are linked by weak C-H?O inter-actions, forming a three-dimensional network.

| S-EPMC3884335 | biostudies-literature

3-(2-Bromo-phen-yl)thia-zolo[3,2-a]benzimidazole.

Project description:The title compound, C(15)H(9)BrN(2)S, was prepared by the reaction of 1-bromo-2-(2,2-dibromo-vin-yl)benzene with 1H-benzo[d]imidazole-2(3H)-thione. The thia-zolo[3,2-a]benz-imidazole fused-ring system is nearly planar, the maximum atomic deviation being 0.049?(4)?Å. This mean plane is oriented at a dihedral angle of 71.55?(17)° with respect ot the bromo-phenyl ring. ?-? stacking is observed in the crystal structure, the centroid-centroid distance between the thia-zole and imidazole rings of adjacent mol-ecules being 3.582?(2)?Å.

| S-EPMC3200872 | biostudies-other

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data