The title compounds, 2-(4-{2-[(2-oxo-2-chromen-4-yl)-oxy]acet-yl}piperazin-1-yl)acetamide, CHNO, (I), and -(2,4-di-meth-oxy-benz-yl)-2-[(2-oxo-2-chromen-4-yl)-oxy]acetamide, CHNO, (II), are new coumarin derivatives. In compound (I), the six-membered piperazine adopts a chair conformation. The dihedral angles between the mean planes of the chromene ring and amide plane is 82.65 (7)° in (I) and 26.2 (4)° in (II). The dihedral angles between the mean planes of the chromene ring and the four planar C atoms of the piperazine ring in (I) and the benzene ring in (II) are 87.66 (6) and 65.0 (4)°, respectively. There are short intra-molecular contacts in both mol-ecules forming (5) ring motifs, . N-H⋯N and C-H⋯O in (I), and N-H⋯O and C-H⋯N in (II). In the crystals of both compounds, mol-ecules are linked by N-H⋯O hydrogen bonds, forming chains along [10] in (I) and [010] in (II). The chains are linked by C-H⋯O hydrogen bonds, forming layers parallel to the plane in the crystals of both compounds. In the crystal of (I), there are also C-H⋯π and offset π-π inter-actions [inter-centroid distance = 3.691 (1) Å] present within the layers. In the crystal of (II), there are only weak offset π-π inter-actions [inter-centroid distance = 3.981 (6) Å] present within the layers. The inter-molecular contacts in the crystals of both compounds have been analysed using Hirshfeld surface analysis and two-dimensional fingerprint plots.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6509693PMC
http://dx.doi.org/10.1107/S2056989019003736DOI Listing

Publication Analysis

Top Keywords

crystals compounds
12
coumarin derivatives
8
dihedral angles
8
angles planes
8
planes chromene
8
chromene ring
8
hydrogen bonds
8
bonds forming
8
offset π-π
8
π-π inter-actions
8

Similar Publications

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!