Crystal structure and Hirshfeld surface analysis of 6-benzoyl-3,5-diphenylcyclohex-2-en-1-one

Naghiyev, Farid N.; Akkurt, Mehmet; Аскеров, Ризван К.; Мамедов, И. Г.; Rzayev, R. M.; Chyrka, Taras; Maharramov, Abel M.

doi:10.1107/s2056989020005381

Cited by 19 publications

(13 citation statements)

References 17 publications

(11 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In view of the growing biological value of pyridine derivatives, we have considered the study of this class of compounds (Naghiyev et al, 2020b) to be of great interest. Thus, in the framework of our ongoing structural studies (Naghiyev et al, 2020a(Naghiyev et al, ,b, 2021(Naghiyev et al, , 2021a(Naghiyev et al, ,b, 2022, we report here the crystal structures and Hirshfeld surface analyses of 2-amino-4-(4-bromophenyl)-6-oxo-1phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile hemihydrate (I) and 1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5dicarbonitrile (II).…”

Section: Chemical Contextmentioning

confidence: 97%

Crystal structures and Hirshfeld surface analyses of 2-amino-4-(4-bromophenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile hemihydrate and 1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile

Naghiyev¹,

Хрусталев²,

Venskovsky³

et al. 2022

Acta Cryst E

Self Cite

View full text Add to dashboard Cite

In 2-amino-4-(4-bromophenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile hemihydrate, C18H14BrN3O·0.5H2O, (I), pairs of molecules are linked by pairs of N—H...N hydrogen bonds, forming dimers with an R 2 2(12) ring motif. The dimers are connected by N—H...Br and O—H...O hydrogen bonds, and C—Br...π interactions, forming layers parallel to the (010) plane. 1,6-Diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile, C13H9N5O, (II), crystallizes in the triclinic space group P\overline{1} with two independent molecules (IIA and IIB) in the asymmetric unit. In the crystal of (II), molecules IIA and IIB are linked by intermolecular N—H...N and N—H...O hydrogen bonds into layers parallel to (001). These layers are connected along the c-axis direction by weak C—H...N contacts. C—H...π and C—N...π interactions connect adjacent molecules, forming chains along the a-axis direction. In (I) and (II), the stability of the packing is ensured by van der Waals interactions between the layers. In (I), Hirshfeld surface analysis showed that the most important contributions to the crystal packing are from H...H (37.9%), C...H/H...C (18.4%), Br...H/H...Br (13.3%), N...H/H...N (11.5%) and O...H/H...O (10.0%) interactions, while in (II), H...H interactions are the most significant contributors to the crystal packing (27.6% for molecule IIA and 23.1% for molecule IIB).

show abstract

Section: Chemical Contextmentioning

confidence: 97%

Crystal structures and Hirshfeld surface analyses of 2-amino-4-(4-bromophenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile hemihydrate and 1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile

Naghiyev¹,

Хрусталев²,

Venskovsky³

et al. 2022

Acta Cryst E

Self Cite

View full text Add to dashboard Cite

show abstract

“…Thus, in the framework of our ongoing structural studies (Naghiyev et al, 2020(Naghiyev et al, , 2021(Naghiyev et al, , 2022Khalilov et al, 2022), we report the crystal structure and Hirshfeld surface analysis of the title compound, 2,2 0 -(phenylazanediyl)bis(1-phenylethan-1-one).…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of 2,2′-(phenylazanediyl)bis(1-phenylethan-1-one)

et al. 2022

Self Cite

View full text Add to dashboard Cite

The whole molecule of the title compound, C22H19NO2, is generated by twofold rotational symmetry. The N atom exhibits a trigonal-planar geometry and is located on the twofold rotation axis. In the crystal, molecules are linked by C—H...O contacts with R 2 2(12) ring motifs, and C—H...π interactions, resulting in ribbons along the c-axis direction. van der Waals interactions between these ribbons consolidate the molecular packing. Hirshfeld surface analysis indicates that the greatest contributions to the crystal packing are from H...H (45.5%), C...H/H...C (38.2%) and O...H/H...O (16.0%) interactions.

show abstract

“…Thus, in the framework of our ongoing structural studies (Naghiyev et al, 2020(Naghiyev et al, , 2021(Naghiyev et al, , 2022Khalilov et al, 2022), we report the crystal structure and Hirshfeld surface analysis of the racemic title compound, 4-bromo-2-[3-methyl-5-(2,4,6trimethylbenzyl)oxazolidin-2-yl]phenol.…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-trimethylbenzyl)oxazolidin-2-yl]phenol

et al. 2022

Self Cite

View full text Add to dashboard Cite

The title compound, C20H24BrNO2, is chiral at the carbon atoms on either side of the oxygen atom of the oxazolidine ring and crystallizes as a racemate. The 1,3-oxazolidine ring adopts an envelope conformation with the N atom in an endo position. The mean plane of the oxazolidine ring makes dihedral angles of 77.74 (10) and 45.50 (11)°, respectively, with the 4-bromophenol and 1,3,5-trimethylbenzene rings. In the crystal, adjacent molecules are connected via C—H...O hydrogen bonds and C—H...π interactions into layers parallel to the (200) plane. The packing is strengthened by van der Waals interactions between parallel molecular layers. A Hirshfeld surface analysis shows that H...H (58.2%), C...H/H...C (18.9%), and Br...H/H...Br (11.5%) interactions are the most abundant in the crystal packing.

show abstract

Crystal structure and Hirshfeld surface analysis of 6-benzoyl-3,5-diphenylcyclohex-2-en-1-one

Cited by 19 publications

References 17 publications

Crystal structures and Hirshfeld surface analyses of 2-amino-4-(4-bromophenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile hemihydrate and 1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile

Crystal structures and Hirshfeld surface analyses of 2-amino-4-(4-bromophenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile hemihydrate and 1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile

Crystal structure and Hirshfeld surface analysis of 2,2′-(phenylazanediyl)bis(1-phenylethan-1-one)

Crystal structure and Hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-trimethylbenzyl)oxazolidin-2-yl]phenol

Contact Info

Product

Resources

About