Browse
Submit Data
Databases
API
Help

Dataset Information

15 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structures of 4-bromo-2-formyl-1-tosyl-1H-pyrrole, (E)-4-bromo-2-(2-nitro-vin-yl)-1-tosyl-1H-pyrrole and 6-(4-bromo-1-tosyl-pyrrol-2-yl)-4,4-dimethyl-5-nitro-hexan-2-one.

ABSTRACT: The crystal structures of three inter-mediate compounds in the synthesis of 8-bromo-2,3,4,5-tetra-hydro-1,3,3-tri-methyl-dipyrrin are reported; 4-bromo-2-formyl-1-tosyl-1H-pyrrole, C₁₂H₁₀BrNO₃S, (E)-4-bromo-2-(2-nitro-vin-yl)-1-tosyl-1H-pyrrole, C₁₃H₁₁BrN₂O₄S, and 6-(4-bromo-1-tosyl-pyrrol-2-yl)-4,4-dimethyl-5-nitro-hexan-2-one, C₁₉H₂₃BrN₂O₅S. The compounds show multitudinous inter-molecular C-H⋯O inter-actions, with bond distances and angle consistent in the series and within expectations, as well as varied packing types. The merits of collecting data beyond the standard resolution usually reported for small mol-ecules are discussed.

SUBMITTER: Kingsbury CJ

PROVIDER: S-EPMC8025855 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Bis(1-tosyl-2-pyrrol-yl)ethyne.

Project description:The title mol-ecule, C(24)H(20)N(2)O(4)S(2), has crystallographic inversion symmetry with a triple-bond distance of 1.206 (2) Å. The alkyne is not quite linear, with a C-C C angle of 175.78 (16)°. The planar pyrrole rings are parallel but offset from coplanarity by 0.318 (1) Å. The conformation of the sulfonyl group with respect to the pyrrole ring is such that an O atom is nearly eclipsed with this ring, having an O-S-N-C torsion angle of 3.48 (11)°. C-H⋯O inter-actions [C⋯O 3.278 (2) Å, 136° about H] between pyrrole H and sulfonyl O atoms lead to the formation of ladder-like chains.

| S-EPMC2915200 | biostudies-literature

4,4'-Bis(2,2-diphenyl-vin-yl)-1,1'-biphen-yl.

Project description:The title mol-ecule, C(40)H(30), lies on an inversion center. The two unique phenyl rings form dihedral angles of 51.98?(8) and 67.58?(8)° with the essentially planar biphenyl unit [maximum deviation = 0.0360?(14)?Å].

| S-EPMC3050360 | biostudies-literature

2-[(1H-Pyrrol-2-yl)meth-yl]-1H-pyrrole.

Project description:In the title compound, C9H10N2, the two pyrrole ring planes are twisted by a dihedral angle of 69.07?(16)° and the C-C-C methane angle is 115.1?(2)°. In the crystal, mol-ecules are connected into layers in the bc plane by N-H?? inter-actions.

| S-EPMC3884347 | biostudies-literature

4,4-Bis(1H-pyrrol-2-yl)penta-nol.

Project description:The title achiral compound, C(13)H(18)N(2)O, crystallized in the chiral monoclinic space group P2(1). The pyrrole rings are inclined to one another by 62.30?(11)°, and the propanol chain is in an extended conformation. In the crystal, the two pyrrole NH groups are involved in inter-molecular N-H?O hydrogen bonds, leading to the formation of a helical arrangement propagating along the b axis. An inter-esting feature of the crystal structure is the absence of any conventional hydrogen bonds involving the hydr-oxy H atom. There is, however, a weak inter-molecular O-H?? inter-action involving one of the pyrrole rings.

| S-EPMC2979789 | biostudies-literature

1-Fluoro-4-[(E)-2-nitro-vin-yl]benzene.

Project description:The title compound, C8H6FNO2, is almost planar (r.m.s. deviation for the non-H atoms = 0.019 Å) and the conformation across the C=C bond is trans. The C and H atoms of the side chain are disordered over two sets of sites in a 0.56 (3):0.44 (3) ratio. In the crystal, mol-ecules are linked by C-H⋯O inter-actions, thus forming C(5) chains propagating in [001].

| S-EPMC3998291 | biostudies-literature

N,N-Dihexyl-4-[2-(4-nitro-phen-yl)vin-yl]aniline.

Project description:The title compound, C(26)H(36)N(2)O(2), was prepared by Horner olefination of p-dihexyl-amino-benzaldehyde and diethyl p-nitro-benzyl-phospho-nate. It crystallizes with two independent mol-ecules in the asymmetric unit. Both have similar geometries of the ?-systems but the conformations of all hexyl chains are different. Whereas one hexyl chain of the first mol-ecule shows the typical all-anti conformation, the second is arranged in a gauche-anti-gauche-anti conformation with N-C-C-C, C-C-C-C, C-C-C-C and C-C-C-C torsion angles of -65.1?(4), 167.3?(3), 63.3?(4), and 179.4?(3)°. One of the hexyl chains in the other mol-ecule has an anti-anti-gauche-anti conformation [N-C-C-C, C-C-C-C, C-C-C-C and C-C-C-C torsion angles = 179.6?(3), -179.8?(3), -68.7?(5) and -178.8?(4)°], the other starts with an anti-gauche-gauche sequence. Molecules A and B are composed of five planar subunits. The angle sums around the N atoms are in the range 356?(2)-360.0?(2)°. Torsion angles between these segments do not exceed 4.9?(4)°, except for one of the alkyl chains each [molecule A = 26.2?(4)°; molecule B = -6.0?(4)°]. The high planarity of the molecules and the short aniline C-N bonds [1.385?(3)?Å in molecule A and 1.378?(3)?Å in molecule B] indicate a strong electronic coupling through the stilbene unit. One methylene group is disordered over two positions with an occupancy ratio of 0.72:0.28.

| S-EPMC3120587 | biostudies-literature

4-(4-Bromo-styr-yl)-1-methylpyridinium tosyl-ate.

Project description:In the cation of the title compound, C14H13BrN(+)·C7H7O3S(-), the dihedral angle between the benzene and pyridine rings is 8.34?(11)°. The Br atom is disordered over two positions with site occupancies of 0.74?(2) and 0.26?(2). The mol-ecular structure is stabilized by a weak intra-molecular C-H?O inter-actions. The crystal structure exhibits weak C-H?O and ?-? [centroid-centroid distance = 3.7466?(17)?Å] inter-actions, forming a three dimensional network.

| S-EPMC3648231 | biostudies-literature

(E)-1-Methyl-4-[2-(1-naphth-yl)vin-yl]pyridinium 4-bromo-benzene-sulfonate.

Project description:In the title compound, C(18)H(16)N(+)·C(6)H(4)BrO(3)S(-), the cation exists in the E configuration and the whole mol-ecule of the cation is disordered with a refined site-occupancy ratio of 0.733 (1):0.267 (1). The naphthalene system is not planar, the inter-planar angle between the two aromatic rings being 5.0 (5)° for the major component and 5.7 (10)° for the minor component. The cation is twisted with dihedral angles between the pyridinium ring and the two aromatic rings of the naphthalene system of 56.3 (5) and 51.4 (5)° (for the major component) and 52.2 (11) and 53.4 (11)° (for the minor component). The pyridinium ring and the benzene ring of the anion are inclined to each other at inter-planar angles of 85.0 (4) and 71.5 (9)° for the major and minor components, respectively. In the crystal packing, the cations and anions are alternately arranged with the cations stacked in an anti-parallel manner along the c axis and the anions linked together into chains along the same direction. The cations are linked to the anions into chains along [102] by weak C-H⋯O inter-actions. The crystal structure is further stabilized by C-H⋯π inter-actions and π-π contacts, with Cg⋯Cg distances of 3.502 (9) and 3.698 (6) Å. A short Br⋯O contact [3.029 (4) Å] is also present.

| S-EPMC2977813 | biostudies-literature

4-Formyl-2-nitro-phenyl 4-bromo-benzoate.

Project description:In the title compound, C14H8BrNO5, the benzene rings form a dihedral angle of 62.90?(7)°. The central ester group is twisted away from the nitro-substituted and bromo-substituted rings by 71.67?(7) and 8.78?(15)°, respectively. The nitro group forms a dihedral angle of 7.77?(16)° with the benzene ring to which it is attached. In the crystal, mol-ecules are linked by weak C-H?O inter-actions, forming C(12) chains which run along [001]. Halogen-halogen inter-actions [Br?Br = 3.523?(3)?Å] within the chains stabilized by C-H?O inter-actions are observed.

| S-EPMC3648315 | biostudies-other

1-(2-Nitro-benz-yl)-1H-pyrrole-2-carbaldehyde.

Project description:In the title compound, C(12)H(10)N(2)O(3), the five- and six-membered rings form a dihedral angle of 83.96?(6)°. The nitro group is twisted by 5.92?(8)° from the plane of the attached benzene ring. In the crystal, weak inter-molecular C-H?O hydrogen bonds link the mol-ecules into columns in the [100] direction, with a short distance of 3.725?(3)?Å between the centroids of benzene rings inside these columns.

| S-EPMC3120449 | 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