(E)-4-Hydroxy-6-methyl-3-[1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-one
The title compound, C14H14N2O3, crystallized with three crystallographically independent molecules (A, B and C) in the asymmetric unit. The three molecules each have an E conformation about the C=N bond but differ in the orientation of the phenyl and pyran rings. The dihedral angles between the phen...
Main Authors: | , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
International Union of Crystallography
2016-05-01
|
Series: | IUCrData |
Subjects: | |
Online Access: | http://scripts.iucr.org/cgi-bin/paper?S241431461600729X |
_version_ | 1818204513550467072 |
---|---|
author | Samra Rahmouni Amel Djedouani Rachid Touzani Solenne Fleutot Abderrahmen Bendaas |
author_facet | Samra Rahmouni Amel Djedouani Rachid Touzani Solenne Fleutot Abderrahmen Bendaas |
author_sort | Samra Rahmouni |
collection | DOAJ |
description | The title compound, C14H14N2O3, crystallized with three crystallographically independent molecules (A, B and C) in the asymmetric unit. The three molecules each have an E conformation about the C=N bond but differ in the orientation of the phenyl and pyran rings. The dihedral angles between the phenyl and pyran ring planes are 14.30 (1), 28.38 (1) and 25.58 (1)° in molecules A, B and C, respectively. There is an intramolecular O—H...N hydrogen bond in each molecule with an S(6) ring motif. In the crystal, molecules are linked by N—H...O and C—H...O hydrogen bonds, forming layers parallel to (001), enclosing R22(8) and R33(21) ring motifs. The layers are linked via C—H...π interactions, forming bilayers, which are joined by a further C—H...π interaction, forming a three-dimensional structure. |
first_indexed | 2024-12-12T03:42:26Z |
format | Article |
id | doaj.art-05fe75e9ddbf4a3782890b1667e0b4ee |
institution | Directory Open Access Journal |
issn | 2414-3146 |
language | English |
last_indexed | 2024-12-12T03:42:26Z |
publishDate | 2016-05-01 |
publisher | International Union of Crystallography |
record_format | Article |
series | IUCrData |
spelling | doaj.art-05fe75e9ddbf4a3782890b1667e0b4ee2022-12-22T00:39:39ZengInternational Union of CrystallographyIUCrData2414-31462016-05-0115x16072910.1107/S241431461600729Xsj4030(E)-4-Hydroxy-6-methyl-3-[1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-oneSamra Rahmouni0Amel Djedouani1Rachid Touzani2Solenne Fleutot3Abderrahmen Bendaas4Laboratoire de Matériaux Moléculaires et Complexes, Faculté de Technologie Université Ferhat Abbes de Setif, Sétif, Algérie 19000, AlgeriaLaboratoire de Physicochimie Analytique et Cristallochimie de Matériaux Organométalliques et Biomoléculaires, Département de Chimie, Faculté des Sciences Exactes, Université des Fréres Mentouri, 2500 Constantine 1, AlgeriaLaboratoire de Chimie Appliquée et Environnement, LCAE-URAC18, COSTE, Faculté des Sciences, Université Mohamed Premier, BP524, 60000, Oujda, MoroccoInstitut Jean Lamour UMR, 7198, Parc de Saurupt, CS 14234 F 54042 Nancy, FranceDépartement de Chimie, Faculté des Sciences Université, Ferhat Abbes de Sétif, Sétif Algérie 19000, AlgeriaThe title compound, C14H14N2O3, crystallized with three crystallographically independent molecules (A, B and C) in the asymmetric unit. The three molecules each have an E conformation about the C=N bond but differ in the orientation of the phenyl and pyran rings. The dihedral angles between the phenyl and pyran ring planes are 14.30 (1), 28.38 (1) and 25.58 (1)° in molecules A, B and C, respectively. There is an intramolecular O—H...N hydrogen bond in each molecule with an S(6) ring motif. In the crystal, molecules are linked by N—H...O and C—H...O hydrogen bonds, forming layers parallel to (001), enclosing R22(8) and R33(21) ring motifs. The layers are linked via C—H...π interactions, forming bilayers, which are joined by a further C—H...π interaction, forming a three-dimensional structure.http://scripts.iucr.org/cgi-bin/paper?S241431461600729Xcrystal structurephenylhydrazone ligandpyran-2-onehydrogen bonding |
spellingShingle | Samra Rahmouni Amel Djedouani Rachid Touzani Solenne Fleutot Abderrahmen Bendaas (E)-4-Hydroxy-6-methyl-3-[1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-one IUCrData crystal structure phenylhydrazone ligand pyran-2-one hydrogen bonding |
title | (E)-4-Hydroxy-6-methyl-3-[1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-one |
title_full | (E)-4-Hydroxy-6-methyl-3-[1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-one |
title_fullStr | (E)-4-Hydroxy-6-methyl-3-[1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-one |
title_full_unstemmed | (E)-4-Hydroxy-6-methyl-3-[1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-one |
title_short | (E)-4-Hydroxy-6-methyl-3-[1-(2-phenylhydrazinylidene)ethyl]-2H-pyran-2-one |
title_sort | e 4 hydroxy 6 methyl 3 1 2 phenylhydrazinylidene ethyl 2h pyran 2 one |
topic | crystal structure phenylhydrazone ligand pyran-2-one hydrogen bonding |
url | http://scripts.iucr.org/cgi-bin/paper?S241431461600729X |
work_keys_str_mv | AT samrarahmouni e4hydroxy6methyl312phenylhydrazinylideneethyl2hpyran2one AT ameldjedouani e4hydroxy6methyl312phenylhydrazinylideneethyl2hpyran2one AT rachidtouzani e4hydroxy6methyl312phenylhydrazinylideneethyl2hpyran2one AT solennefleutot e4hydroxy6methyl312phenylhydrazinylideneethyl2hpyran2one AT abderrahmenbendaas e4hydroxy6methyl312phenylhydrazinylideneethyl2hpyran2one |