The asymmetric unit of the title compound, C22H25F2N4O2, contains two crystallographically independent mol-ecules. In one mol-ecule, the two benzene rings are oriented at a dihedral angle of 1.93 (10)° and in the other mol-ecule the corresponding dihedral angle is 7.19 (9)°. The piperidine rings in the two mol-ecules adopt a similar distorted chair conformation, and both have pseudo-mirror planes passing through the N-O bonds. An intra-molecular O-H⋯N hydrogen bond between the hy-droxy group and the imine N atom is observed in both mol-ecules. In the crystal, weak C-H⋯O and C-H⋯F hydrogen bonds, enclosing R 2 (2)(6) ring motifs, and weak π-π stacking inter-actions link the mol-ecules into a three-dimensional supra-molecular network, with centroid-to-centroid distances between the nearly parallel phenyl and benzene rings of adjacent mol-ecules of 3.975 (2) and 3.782 (2) Å.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518987PMC
http://dx.doi.org/10.1107/S2056989015012049DOI Listing

Publication Analysis

Top Keywords

benzene rings
8
dihedral angle
8
mol-ecules
5
crystal structure
4
structure asymmetric
4
asymmetric unit
4
unit title
4
title compound
4
compound c22h25f2n4o2
4
c22h25f2n4o2 crystallographically
4

Similar Publications

Experimental and Theoretical Study of Two 3D Difunctional Electrocatalytic Hybrid Vanadate-Containing Metal-Organic Motifs.

Inorg Chem

January 2025

Key Laboratory of Polyoxometalate Science of Ministry of Education, Faculty of Chemistry, Northeast Normal University, Changchun, Jilin 130024, PR China.

Two novel 3D inorganic-organic hybrids based on [VO]/[VO] clusters, [Cu(bbpy)(VO)]·3HO () and [CuAg(pty)(VO)]·HO () (bbpy = 3,5-bis(1-benzimidazole) pyridine, pty = 4'-(4″-pyridyl)-2,2':6',2″-terpyridine), were isolated in the same POV/Cu/N-heterocycle ligand reaction systems. Hybrids and possess novel three-dimensional bimetallic frameworks derived from [VO]/[VO] clusters and Cu-organic complexes. In , bbpy ligands are grafted by Cu to a grid ribbon 2D sheet, which are connected with benzene-like [VO] to yield a 3D framework.

View Article and Find Full Text PDF

Skeletal Editing through Cycloaddition and Subsequent Cycloreversion Reactions.

Acc Chem Res

January 2025

Organisch-Chemisches Institut, Universität Münster, Corrensstrasse 40, 48149 Münster, Germany.

ConspectusSkeletal editing, which involves adding, deleting, or substituting single or multiple atoms within ring systems, has emerged as a transformative approach in modern synthetic chemistry. This innovative strategy addresses the ever-present demand for developing new drugs and advanced materials by enabling precise modifications of molecular frameworks without disrupting essential functional complexities. Ideally performed at late stages of synthesis, skeletal editing minimizes the need for the cost- and labor-intensive processes often associated with synthesis, thus accelerating the discovery and optimization of complex molecular architectures.

View Article and Find Full Text PDF

Developing a new type of circularly polarized luminescent active small organic molecule that combines high fluorescence quantum yield and luminescence dissymmetric factor in both solution and solid state is highly challenging but promising. In this context, we designed and synthesized a unique triarylborane-based [2.2]paracyclophane derivative, , in which an electron-accepting [(2-dimesitylboryl)phenyl]ethynyl group and an electron-donating -diphenylamino group are introduced into two different benzene rings of [2.

View Article and Find Full Text PDF

Gold(I)-catalyzed intramolecular hydroarylation of dialkynyl(biaryl)phosphine oxides provided versatile benzo-fused phosphepine oxides. O-exo adducts were obtained as the major product, and O-endo adducts were the minor product. O-exo and O-endo indicate the position of an oxygen atom with respect to the central phosphepine framework.

View Article and Find Full Text PDF

The aromaticity of a representative sample of pro-aromatic radicals and its nitro, amino, hydroxyl and imine substituted derivatives has been analysed by means of multicentre delocalization indices (MCI) and nuclear-independent chemical shifts (NICS). Because of their radical character, these compounds may exhibit conflicting α/ß aromaticity, so that the contribution of α and β electrons to the MCI and NICS has been analysed separately and their values qualitatively interpreted in terms of the 2n+1/2n rule. All the monocyclic radicals investigated show conflicting α/β aromaticity.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!