Browse
Submit Data
Databases
API
Help

Dataset Information

23 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure and C-H?F hydrogen bonding in the fluorinated bis-benzoxazine: 3,3'-(ethane-1,2-di-yl)bis-(6-fluoro-3,4-di-hydro-2H-1,3-benzoxazine).

ABSTRACT: The title fluorinated bis-benzoxazine, C₁₈H₁₈F₂N₂O₂, crystallizes with one half-mol-ecule in the asymmetric unit, which is completed by inversion symmetry. The fused oxazine ring adopts an approximately half-chair conformation. The two benzoxazine rings are oriented anti to one another around the central C-C bond. The dominant inter-molecular inter-action in the crystal structure is a C-H?F hydrogen bond between the F atoms and the axial H atoms of the OCH₂N methyl-ene group in the oxazine rings of neighbouring mol-ecules. C-H?? contacts further stabilize the crystal packing.

SUBMITTER: Rivera A

PROVIDER: S-EPMC5050787 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

3,3'-(Ethane-1,2-di-yl)bis-(3,4-dihydro-2H-1,3-benzoxazine).

Project description:The title compound, C(18)H(20)N(2)O(2), was prepared by Mannich-type reaction of phenol, ethane-1,2-diamine and formaldehyde. The heterocyclic rings adopt half-chair conformations. The acyclic methyl-ene groups attached to the N atoms are in an axial position. In the crystal, weak C-H?O hydrogen bonds link the mol-ecules into dimers. These dimers are further connected via C-H?? contacts.

| S-EPMC3254492 | biostudies-literature

3,3'-(Ethane-1,2-di-yl)bis-(6-methyl-3,4-dihydro-2H-1,3-benzoxazine).

Project description:The asymmetric unit of the title compound, C(20)H(24)N(2)O(2), contains one half-mol-ecule, which is completed by inversion symmetry. In the crystal, mol-ecular chains are formed through non-classical C-H?O hydrogen bonds, formed between axial H atoms of the oxazine ring and a O atom of a neighboring mol-ecule.

| S-EPMC3213478 | biostudies-literature

3,3'-(Ethane-1,2-diyl)bis(6-meth-oxy-3,4-dihydro-2H-1,3-benzoxazine) mono-hydrate.

Project description:The asymmetric unit of the title compound, C(20)H(24)N(2)O(4)·H(2)O, contains one half-organic mol-ecule (an inversion centre generates the other half of the mol-ecule) and a half-mol-ecule of water (the O atom has site symmetry 2). The near planarity of the fused-benzene ring is illustrated by the very small deviations of all the atoms from the plane [largest deviation = 0.0092?(11)?Å. The six-membered N,O-containing ring adopts a half-chair conformation. The observed N-CH(2) and CH(2)-O bond lengths can be correlated to the manifestation of an anomeric effect in the N-CH(2)-O unit. In the crystal, the mol-ecules are connected into zigzag chains parallel to [001] through O-H?N hydrogen bonds formed between the oxazinic N atom and the solvent water mol-ecule. The chains are consolidated by C-H?O inter-actions.

| S-EPMC3435746 | biostudies-literature

C-I?N short contacts as tools for the construction of the crystal packing in the crystal structure of 3,3'-(ethane-1,2-di-yl)bis-(6-iodo-3,4-di-hydro-2H-1,3-benzoxazine).

Project description:The asymmetric unit of the title compound, C18H18I2N2O2, consists of one half-mol-ecule, completed by the application of inversion symmetry. The mol-ecule adopts the typical structure for this class of bis-benxozazines, characterized by an anti orientation of the two benzoxazine rings around the central C-C bond. The oxazinic ring adopts a half-chair conformation. In the crystal, mol-ecules are linked by C-I?N short contacts [I?N = 3.378?(2)?Å], generating layers lying parallel to the bc plane.

| S-EPMC5418779 | biostudies-literature

8-Meth-oxy-3-methyl-3,4-di-hydro-2H-1,3-benzoxazine.

Project description:The title compound, C10H13NO2, crystallizes with two crystallographically independent mol-ecules of similar geometry in the asymmetric unit; the six-membered oxazine rings adopts a half-chair conformation. Neither hydrogen bonds nor ?-? inter-actions are observed in the crystal structure.

| S-EPMC3884293 | biostudies-literature

3,3'-(p-Phenyl-ene)bis-(3,4-dihydro-2H-1,3-benzoxazine).

Project description:Mol-ecules of the title compound, C(22)H(20)N(2)O(2), are situated on crystallographic centres of symmetry. The oxazinane ring adopts a sofa conformation. Mol-ecules are linked into cyclic centrosymmetric dimers via C-H?O hydrogen bonds with the motif R(2) (2)(6). In addition to the C-H?O inter-actions, the crystal structure is also stabilized by C-H?? inter-actions.

| S-EPMC2968457 | biostudies-other

3,3'-(Ethane-1,2-di-yl)bis-(2-thioxo-1,3-oxazolidin-4-one).

Project description:The asymmetric unit of the title compound, C(8)H(8)N(2)O(4)S(2), contains one half of a centrosymmetric mol-ecule. A short C?O distance of 3.012?(4)?Å between the carbonyl groups of neighbouring mol-ecules indicates the presence of dipole-dipole inter-actions. The crystal packing exhibits also weak inter-molecular O?S [3.239?(3)?Å] and C-H?O inter-actions.

| S-EPMC2960409 | biostudies-literature

(E)-3,3'-(Diazene-1,2-di-yl)bis-(1-methyl-1,4,5,6-tetra-hydro-pyrrolo-[3,4-c]pyrazol-5-ium) dinitrate dihydrate.

Project description:The title compound, C(12)H(18)N(8) (2+)·2NO(3) (-)·2H(2)O, was synthesized unexpectedly from 3-amino-1-methyl-1,4,5,6-tetra-hydro-pyrrolo-[3,4-c]pyrazol-5-ium chloride and cerium(IV) ammonium nitrate. The cation has a crystallographically imposed centre of symmetry. In the crystal, the ions and water mol-ecules are linked via O-H?N, N-H?O and O-H?O hydrogen bonds into a three-dimensional network.

| S-EPMC3254494 | biostudies-literature

3,3'-Ethyl-enebis(3,4-dihydro-6-chloro-2H-1,3-benzoxazine).

Project description:The asymmetric unit of the title compound, C(18)H(18)Cl(2)N(2)O(2), contains one half of an independent mol-ecule, the other half being generated via a centre of inversion at the mol-ecular centroid. In the crystal structure, mol-ecular chains are formed through non-classical C-H? O hydrogen bonds between an axial H atom of the oxazine ring and the O atom of a neighbouring mol-ecule.

| S-EPMC2979041 | biostudies-literature

3,3'-Dimethyl-1,1'-(butane-1,4-di-yl)diimidazolium bis-(tetra-fluoro-borate).

Project description:The title compound, C(12)H(20)N(4) (2+)·2BF(4) (-), was prepared by the anion exchange of a dibromide ionic liquid with sodium tetra-fluoro-borate. The asymmetric unit contains one half of the imidazolium cation, which lies about an inversion centre at the mid-point of the central C-C bond of the linking butyl chain. The two planar imidazole rings (r.m.s. deviation = 0.0013?Å) are strictly parallel and separated by 2.625?(7)?Å [vertical distance between the centroids of two imidazole rings], giving the mol-ecule a stepped appearance. In the crystal structure, inter-molecular C-H?F hydrogen bonds link the cations and anions, generating a three-dimensional network.

| S-EPMC2979393 | biostudies-literature

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