Browse
Submit Data
Databases
API
Help

Dataset Information

14 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

7-Methyl-5-[(4-methyl-benzene)-sulfon-yl]-2H,5H-[1,3]dioxolo[4,5-f]indole: crystal structure and Hirshfeld analysis.

ABSTRACT: In the title indole derivative, C17H15NO4S, the fused dioxolo-indole system is essentially planar [r.m.s. deviation of the 12 fitted atoms = 0.0249?Å] and is effectively perpendicular to the appended 4-tolyl ring, forming a dihedral angle of 89.95?(6)°. Overall, the mol-ecule has the shape of the letter L. In the crystal, supra-molecular layers in the ab plane are formed via weak 4-tolyl-C-H??(C6-ring of indole) and S-O??(1,3-dioxole) contacts. The aforementioned inter-actions along with inter-atomic H?H and H?O contacts are all shown to make significant contributions to the calculated Hirshfeld surfaces.

SUBMITTER: Ali A

PROVIDER: S-EPMC5956333 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

7-Methyl-5-[(4-methyl-benzene)-sulfon-yl]-2H,5H-[1,3]dioxolo[4,5-f]indole: crystal structure and Hirshfeld analysis.

Ali Akbar A Zukerman-Schpector Julio J Weber Paixão Márcio M Jotani Mukesh M MM Tiekink Edward R T ERT

Acta crystallographica. Section E, Crystallographic communications 20180119 Pt 2

In the title indole derivative, C17H15NO4S, the fused dioxolo-indole system is essentially planar [r.m.s. deviation of the 12 fitted atoms = 0.0249 Å] and is effectively perpendicular to the appended 4-tolyl ring, forming a dihedral angle of 89.95 (6)°. Overall, the mol-ecule has the shape of the letter L. In the crystal, supra-molecular layers in the ab plane are formed via weak 4-tolyl-C-H⋯π(C6-ring of indole) and S-O⋯π(1,3-dioxole) con ...[more]

PMID: 29850050

Similar Datasets

5-Sulfanyl-idene-2H,5H-1,3-dithiolo[4,5-d][1,3]dithiol-2-one.

Project description:The title mol-ecule, C(4)OS(5), is essentially planar, with an r.m.s. deviation of 0.032 (3) Å. All the C-S single bonds are shorter than the standard Csp(3)-S single-bond length, showing the π-conjugated nature of the molecule. In the crystal, molecules lie parallel to one another and pack in columns along the a axis. Short inter-molecular S⋯S contacts [3.314 (3), 3.482 (2) and 3.501 (2) Å] are observed between the columns. The angle between the two mol-ecular dipole moments in the unit cell is 39.3 (1)° and the macro-polarization vector is along the [1 0 - 1.41] direction. As a result of the high polarization and π-conjugation of the structure, the crystalline powder exhibits a second harmonic generating intensity, which is as strong as that of the urea standard powder crystals, when irradiated by a 1053 nm laser beam. The diffraction space of the crystal showed a nonmerohedral twinning.

| S-EPMC3295492 | biostudies-literature

2-[(2,4,6-Tri-methyl-benzene)-sulfon-yl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study.

Project description:The X-ray crystal structure of the title phthalazin-1-one derivative, C17H16N2O3S {systematic name: 2-[(2,4,6-tri-methyl-benzene)-sulfon-yl]-1,2-di-hydro-phthalazin-1-one}, features a tetra-hedral sulfoxide-S atom, connected to phthalazin-1-one and mesityl residues. The dihedral angle [83.26?(4)°] between the organic substituents is consistent with the mol-ecule having the shape of the letter V. In the crystal, phthalazinone-C6-C-H?O(sulfoxide) and ?(phthalazinone-N2C4)-?(phthalazinone-C6) stacking [inter-centroid distance = 3.5474?(9)?Å] contacts lead to a linear supra-molecular tape along the a-axis direction; tapes assemble without directional inter-actions between them. The analysis of the calculated Hirshfeld surfaces confirm the importance of the C-H?O and ?-stacking inter-actions but, also H?H and C-H?C contacts. The calculation of the inter-action energies indicate the importance of dispersion terms with the greatest energies calculated for the C-H?O and ?-stacking inter-actions.

| S-EPMC7199273 | biostudies-literature

6,6-Dimethyl-2H,5H,6H,7H-1,3-dithiolo[4,5-f][1,5,3]dithia-silepin-2-one.

Project description:In the structure of the title compound, C(7)H(10)OS(4)Si, the carbonyl O atom lies in the plane of the five-membered dithiole ring with a deviation of only 0.022?(2)?Å. The seven-membered ring adopts a chair conformation. The crystal packing is stabilized by S?O [3.096?(4)?Å] and S?S [3.620?(4)?Å] contacts, together with C-H?S inter-actions.

| S-EPMC3344068 | biostudies-literature

Eco-compatible sonochemical synthesis of 8-aryl-7,8-dihydro-[1,3]-dioxolo[4,5-g]quinolin-6(5H)-ones using green TiO2.

Project description:A green and an aqueous-mediated sonochemical synthesis of 8-aryl-7,8-dihydro-[1,3]-dioxolo[4,5-g]quinolin-6(5H)-ones from the multi-component reaction of Meldrum's acid, 3,4-methylenedioxy aniline and various aromatic aldehydes is described in the presence of catalytic amount of TiO2 NPs for the first time using high power sonicator. Initially, TiO2 NPs has also been synthesized by the biochemical method using leaf extract of Origanum majorana plant as a reducing and capping agent under sonication. Under the sonication, the catalytic activity of synthesized TiO2 NPs found to be excellent for synthesis of a series of 8-aryl-7,8-dihydro-[1,3]-dioxolo[4,5-g]quinolin-6(5H)-ones with operational simplicity, high yield under green reaction conditions without any environmental issue. The structure of TiO2 NPs was characterized by FT-IR, SEM, TEM, XRD and EDX studies.

| S-EPMC6393703 | biostudies-literature

6-Oxo-5-[(trifluoro-meth-yl)sulfon-yl]-1,2,4a,5,6,11b-hexa-hydro-1,3-dioxolo[4,5-j]phenanthridin-2-yl benzoate.

Project description:In the title compound, C(22)H(16)F(3)NO(7)S, the two benzene rings are almost perpendicular, the dihedral angle between their mean planes being 87.1?(1)°. The terminal O atom of the benzoate moiety is disordered over two positions with site occupancies of 0.244?(15) and 0.756?(15). The crystal structure is stablized by two types of weak inter-molecular C-H?O hydrogen bonds.

| S-EPMC3051489 | biostudies-literature

Crystal structure of 5-[bis-(methyl-sulfon-yl)meth-yl]-1,3-dimethyl-5-(methyl-sulfon-yl)pyrimidine-2,4,6(1H,3H,5H)-trione.

Project description:In the title compound, C10H16N2O9S3, the pyrimidine ring of the 1,3-dimethyl barbituric acid moiety has an envelope conformation with the C atom carrying the methyl-sulfonyl and bis-(methyl-sulfon-yl)methyl substituents as the flap. The dihedral angle between mean plane of the pyrimidine ring and the S/C/S plane is 72.4 (3)°. In the crystal, mol-ecules are linked via C-H⋯O hydrogen bonds, forming a three-dimensional structure.

| S-EPMC4331903 | biostudies-literature

(3aR,8aR)-2,2,6,6-Tetra-methyl-4,4,8,8-tetra-phenyl-tetra-hydro-1,3-dioxolo[4,5-e][1,3,2]dioxasilepine.

Project description:The title compound, C(33)H(34)O(4)Si, is a dioxasilepine compound, an effective chiral dopant for the determination of high helical twisting powers in liquid crystals. Its structure consists of a five-membered dioxolo ring fused to a seven-membered dioxasilepine ring which contains two sets of phenyl rings in a twisted butterfly shape attached to the two Csp(3) atoms in the ring opposite each other. Two methyl groups are attached to the Si atom in the ring and two additional methyl groups are attached to the Csp(3) atom in the dioxolo ring (one of which is disordered) and which lies in an envelope pattern. The dihedral angles between the mean planes of the phenyl ring pairs are 85.9?(2) and 83.5?(1)°. The dihedral angles between the mean planes of the dioxolo ring and the two pairs of butterfly shaped phenyl rings are 46.2?(1), 67.7?(1), 35.6?(7) and 83.5?(1)°.

| S-EPMC2968053 | biostudies-literature

1-[(4,5-Dimethyl-cyclo-hexa-1,4-dien-1-yl)sulfon-yl]-4-methyl-benzene.

Project description:In the title mol-ecule, C(15)H(18)O(2)S, the dimethyl-cyclo-hexa-diene unit is slightly non-planar, having a folded conformation with the two double-bond planes forming a dihedral angle of 3.9?(6)°. Methyl groups of the dimethyl-cyclo-hexa-diene ring tilt away from each other, forming inter-nal C-C-C(Me) angles approximately 11° greater than the exterior angles.

| S-EPMC2960622 | biostudies-literature

2-[4,5-Bis(butyl-sulfan-yl)-1,3-dithiol-2-yl-idene]-5-methyl-5H-1,3-dithiolo[4,5-c]pyrrole-4-carbaldehyde.

Project description:In the title compound, C(18)H(23)NOS(6), the dithiol-opyrrole ring is almost planar [r.m.s. deviation = 0.044?(3)?Å] and makes a dihedral angle of 25.11?(7)° with the dithiole ring. In the crystal, pairs of neighboring mol-ecules are connected by weak inter-molecular C-H?O inter-actions. These dimers are further linked into a chain along [110] by C-H?O inter-actions.

| S-EPMC3011525 | biostudies-literature

(2S,3R,4S,4aR)-2,3,4,7-Tetra-hydroxy-3,4,4a,5-tetra-hydro-[1,3]dioxolo[4,5-j]phenanthridin-6(2H)-one hemihydrate.

Project description:The title natural compound, isolated from Narcissus pseudonarcissus var. King Alfred crystallizes as a hemihydrate, C14H13NO7·0.5H2O, with four crystallographically independent dioxolophenanthridinone mol-ecules and two crystallographically independent solvent water mol-ecules in the asymmetric unit. All four crystallographically independent dioxolophenanthridinone mol-ecules are geometrically very similar and differ only in the orientations of the three hy-droxy groups at the terminal cyclo-hexene rings. The five-membered dioxolane ring has a planar conformation (the r.m.s. deviations are 0.010, 0.019, 0.025 and 0.004?Å, for the four crystallographically independent molecules), and the six-membered dihydro-pyridone and cyclo-hexene rings adopt sofa conformations in each mol-ecule. The flattened structure of each dioxolophenanthridinone mol-ecule is supported by a strong intra-molecular O-H?O hydrogen bond. The N atom has a slightly pyramidalized configuration. In the crystal, the dioxolophenanthridinone mol-ecules form layers parallel to (101) with O-H?O and N-H?O hydrogen bonds linking the dioxolophenanthridinone mol-ecules both within and between the layers and the water mol-ecules, forming a three-dimensional framework. The absolute configurations of the chiral centers are 2S, 3R, 4S and 4aR.

| S-EPMC3588326 | biostudies-literature