Browse
Submit Data
Databases
API
Help

Dataset Information

16 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of 3-bromo-9-ethyl-9H-carbazole.

ABSTRACT: In the title compound, C14H12BrN, the tricyclic ring system is essentially planar (r.m.s. deviation 0.026 Å). The carbon atoms of the ethyl group deviate from the mean plane by 0.148 (9) (CH2) and 1.59 (1) Å (CH3). In the crystal, H⋯π contacts [2.698-2.898 Å] shorter than the van der Waals contact distance of 3.70 Å are observed. A scalable to gram quantities selective synthesis of mono-bromine-substituted carbazole derivatives was developed.

SUBMITTER: Bezuglyi M

PROVIDER: S-EPMC4719982 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Crystal structure of 1,3,6,8-tetra-bromo-9-ethyl-9H-carbazole.

Project description:In the title compound, C14H9Br4N, the tricyclic ring system is almost planar (r.m.s. deviation for the 13 non-H atoms = 0.017 Å) and the methyl C atom deviates from the mean plane of the ring system by 1.072 (17) Å. In the crystal, Br⋯Br contacts [3.636 (3) and 3.660 (3) Å] slightly shorter than the van der Waals contact distance of 3.70 Å are seen.

| S-EPMC4459356 | biostudies-literature

Crystal structure of ethyl 2-phenyl-9-phenyl-sulfonyl-9H-carbazole-3-carboxyl-ate.

Project description:In the title compound, C27H21NO4S, the dihedral angles between the carbazole ring system (r.m.s. deviation = 0.015 Å) and the sulfur-bonded and directly linked benzene rings are 79.98 (11) and 53.51 (18)°, respectively. The benzene rings subtend a dihedral angle of 48.4 (2)°. The ethyl side chain of the ester group has an extended conformation [C-O-C-C = -172.3 (3)°]. In the crystal, inversion dimers linked by pairs of weak C-H⋯O hydrogen bonds generate R 2 (2)(22) loops. The dimers are linked by weak C-H⋯π and π-π [centroid-to-centroid distances ranging from 3.5042 (14) to 3.888 (2) Å] inter-actions, thereby forming a three-dimensional supra-molecular network.

| S-EPMC4647343 | biostudies-literature

9-Benzyl-3-bromo-9H-carbazole.

Project description:The title compound, C(19)H(14)BrN, was synthesized by the N-alkyl-ation of (chloro-meth-yl)benzene with 3-bromo-9H-carbazole. The carbazole ring system is essentially planar (r.m.s. deviation = 0.013 Å) and forms a dihedral angle of 87.1 (2)° with the phenyl ring.

| S-EPMC2977497 | biostudies-literature

9-Ethyl-3,6-diformyl-9H-carbazole.

Project description:The structure of the title compound, C(16)H(13)NO(2), was determined as a part of a project on the synthesis of new compounds which can make two-photon absorptions. In the crystal structure, both aldehyde groups are located within the carbazole plane. One of these groups is disordered and was refined using a split model with site-occupation factors for each position of 0.5.

| S-EPMC2961647 | biostudies-literature

9-Ethyl-9H-carbazole-3-carbaldehyde.

Project description:The title mol-ecule, C(15)H(13)NO, approximates a planar conformation except for the alkyl chain (ethyl group) bonded to the N atom with a maximum deviation from the least-squares plane through the 15 planar atoms of 0.120 (2) Å for the O atom. The distance of the formyl O atom from the plane of the carbazole ring is 0.227 (2) Å. The N-C bond lengths in the central ring are significantly different, reflecting the electron-withdrawing properties of the aldehyde group. As a consequence, charge transfer may occur from the carbazole N atom to the substituted benzene ring.

| S-EPMC3007555 | biostudies-literature

9-(2-Bromo-eth-yl)-9H-carbazole.

Project description:In the title compound, C(14)H(12)BrN, the fused-ring system is slightly buckled as its two benzene rings are inclined to one another by 3.41?(14)°.

| S-EPMC3393295 | biostudies-literature

9-(4-Bromo-but-yl)-9H-carbazole.

Project description:In the title compound, C(16)H(16)BrN, the tricyclic carbazole system is essentially planar (r.m.s. deviation of all non-H atoms = 0.010?Å). The dihedral angle between the two outer carbazole rings is 1.1?(3)°. There are no directional inter-molecular contacts in the crystal packing.

| S-EPMC3379420 | biostudies-literature

9-(4-Bromo-but-yl)-9H-carbazole.

Project description:In the title compound, C(16)H(16)BrN, the bromo-butyl group lies on one side of the carbazole ring plane and has a zigzag shape. The dihedral angle between the two benzene rings is 0.55°. In the crystal, mol-ecules are connected by van der Waals inter-actions.

| S-EPMC3344060 | biostudies-literature

9-(4-Bromo-phen-yl)-9H-carbazole.

Project description:In the title mol-ecule, C18H12BrN, the 4-bromo-phenyl ring is inclined to the mean plane of the carbazole moiety (r.m.s. devation = 0.027 Å) by 49.87 (5)°. In the crystal, molecules stack along [001] and are linked by C-H⋯π interactions forming a corrugated two-dimensional network lying parallel to (100).

| S-EPMC3998433 | biostudies-literature

2,3,6,7-Tetra-bromo-9-butyl-9H-carbazole.

Project description:In he title compound, C(16)H(13)Br(4)N, the carbazole skeleton is nearly planar [maximum deviation = 0.026 (4) Å] and makes a dihedral angle of 73.8 (4)° with the butyl chain. The butyl chain adopts a trans conformation. In the crystal, mol-ecules are linked by π-π stacking inter-actions [centroid-centroid distance = 3.559 (2) Å].

| S-EPMC3344475 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

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