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Title: Crystal Structure of 2-((E)-(5-Bromo-2- hydroxybenzylidene)hydrazono)-1,2-diphenylethanone

Abstract

The molecular structure of the title compound, C{sub 21}H{sub 15}Br{sub 1}N{sub 2}O{sub 2}, was characterized by single crystal X-ray diffraction. The compound crystallizes in the triclinic sp. gr. P1̄ with Z = 2. The molecule is not planar: the dihedral angle between the planes of two aromatic rings [C1/C6] and [C16/C21] is 84.9(2)°. The other dihedral angle between two aromatic rings [C9/C14] and [C16/C21] is 88.8(2)°. The title compound exists as a phenol-imine tautomer, in which a strong intramolecular O–H···N hydrogen bond is formed. This study verifies the preference of the phenol-imine tautomeric form in the solid state. A π–π stacking interactions are also observed, which may influence crystal stability: the distance between centroids is 3.702(2) Å.

Authors:
 [1];  [2];  [1];  [3];  [2];  [3]
  1. Amasya University, Department of Physics, Faculty of Arts and Sciences (Turkey)
  2. Ondokuz Mayıs University, Department of Physics, Faculty of Arts and Sciences (Turkey)
  3. Ondokuz Mayıs University, Department of Chemistry, Faculty of Arts and Sciences (Turkey)
Publication Date:
OSTI Identifier:
22758243
Resource Type:
Journal Article
Journal Name:
Crystallography Reports
Additional Journal Information:
Journal Volume: 63; Journal Issue: 3; Other Information: Copyright (c) 2018 Pleiades Publishing, Inc.; Country of input: International Atomic Energy Agency (IAEA); Journal ID: ISSN 1063-7745
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; CARBON 14; CARBON 16; CARBON 21; CARBON 9; CRYSTAL STRUCTURE; DISTANCE; HYDROGEN; IMINES; MOLECULAR STRUCTURE; MONOCRYSTALS; PHENOL; RINGS; X-RAY DIFFRACTION

Citation Formats

Kaynar, Nihal Kan, E-mail: nihal-kan84@windowslive.com, Yavuz, Metin, Tanak, Hasan, Şahin, Songul, Büyükgüngör, Orhan, and Ağar, Erbil. Crystal Structure of 2-((E)-(5-Bromo-2- hydroxybenzylidene)hydrazono)-1,2-diphenylethanone. United States: N. p., 2018. Web. doi:10.1134/S1063774518030136.
Kaynar, Nihal Kan, E-mail: nihal-kan84@windowslive.com, Yavuz, Metin, Tanak, Hasan, Şahin, Songul, Büyükgüngör, Orhan, & Ağar, Erbil. Crystal Structure of 2-((E)-(5-Bromo-2- hydroxybenzylidene)hydrazono)-1,2-diphenylethanone. United States. doi:10.1134/S1063774518030136.
Kaynar, Nihal Kan, E-mail: nihal-kan84@windowslive.com, Yavuz, Metin, Tanak, Hasan, Şahin, Songul, Büyükgüngör, Orhan, and Ağar, Erbil. Tue . "Crystal Structure of 2-((E)-(5-Bromo-2- hydroxybenzylidene)hydrazono)-1,2-diphenylethanone". United States. doi:10.1134/S1063774518030136.
@article{osti_22758243,
title = {Crystal Structure of 2-((E)-(5-Bromo-2- hydroxybenzylidene)hydrazono)-1,2-diphenylethanone},
author = {Kaynar, Nihal Kan, E-mail: nihal-kan84@windowslive.com and Yavuz, Metin and Tanak, Hasan and Şahin, Songul and Büyükgüngör, Orhan and Ağar, Erbil},
abstractNote = {The molecular structure of the title compound, C{sub 21}H{sub 15}Br{sub 1}N{sub 2}O{sub 2}, was characterized by single crystal X-ray diffraction. The compound crystallizes in the triclinic sp. gr. P1̄ with Z = 2. The molecule is not planar: the dihedral angle between the planes of two aromatic rings [C1/C6] and [C16/C21] is 84.9(2)°. The other dihedral angle between two aromatic rings [C9/C14] and [C16/C21] is 88.8(2)°. The title compound exists as a phenol-imine tautomer, in which a strong intramolecular O–H···N hydrogen bond is formed. This study verifies the preference of the phenol-imine tautomeric form in the solid state. A π–π stacking interactions are also observed, which may influence crystal stability: the distance between centroids is 3.702(2) Å.},
doi = {10.1134/S1063774518030136},
journal = {Crystallography Reports},
issn = {1063-7745},
number = 3,
volume = 63,
place = {United States},
year = {2018},
month = {5}
}