Crystal structures of (E)-1-naphthaldehyde oxime and (E)-phenanthrene-9-carbaldehyde oxime

Crystal structures of (E)-1-naphthaldehyde oxime and (E)-phenanthrene-9-carbaldehyde oxime

The aldoximes C11H9NO (I) and C15H11NO (II), synthesized in ca 90% yield, by treatment of 1-naphthaldehyde or phenanthrene-9-carbaldehyde, respectively, with hydroxylamine hydrochloride and sodium carbonate, have been characterized by IR, 1H, 13C and DEPT-135 NMR spectroscopies, and also by single-c...

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Main Authors: Jamal Lasri, Katherine Chulvi, Naser Eltaher Eltayeb
Format: Article
Language:English
Published: International Union of Crystallography 2018-03-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
crystal structure
aromatic aldehydes
E-aldoximes
hydrogen bonding
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989018002116
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spelling doaj-4aa7866f648146e5992548933f0a38ae2020-11-24T22:36:10ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902018-03-0174333233610.1107/S2056989018002116zs2397Crystal structures of (E)-1-naphthaldehyde oxime and (E)-phenanthrene-9-carbaldehyde oximeJamal Lasri0Katherine Chulvi1Naser Eltaher Eltayeb2Department of Chemistry, Rabigh College of Science and Arts, PO Box 344, King Abdulaziz University, Jeddah, Saudi ArabiaFB 1.3 Strukturanalytik, Bundesanstalt für Materialforschung und -prüfung (BAM), Berlin, GermanyDepartment of Chemistry, Rabigh College of Science and Arts, PO Box 344, King Abdulaziz University, Jeddah, Saudi ArabiaThe aldoximes C11H9NO (I) and C15H11NO (II), synthesized in ca 90% yield, by treatment of 1-naphthaldehyde or phenanthrene-9-carbaldehyde, respectively, with hydroxylamine hydrochloride and sodium carbonate, have been characterized by IR, 1H, 13C and DEPT-135 NMR spectroscopies, and also by single-crystal X-ray diffraction analysis. The molecules of (I) and (II) are conformationally similar, with the aldoxime substituent groups lying outside the planes of the naphthalene or phenanthrene rings, forming dihedral angles with them of 23.9 (4) and 27.9 (6)°, respectively. The crystal structures of both (I) and (II) are similar with a single intermolecular O—H...N hydrogen-bonding interaction, giving rise to the formation of one-dimensional polymeric chains extending along the 21 (b) screw axes in each.http://scripts.iucr.org/cgi-bin/paper?S2056989018002116crystal structurearomatic aldehydesE-aldoximeshydrogen bonding
collection DOAJ
language English
format Article
sources DOAJ
author Jamal Lasri
Katherine Chulvi
Naser Eltaher Eltayeb
spellingShingle Jamal Lasri
Katherine Chulvi
Naser Eltaher Eltayeb
Crystal structures of (E)-1-naphthaldehyde oxime and (E)-phenanthrene-9-carbaldehyde oxime
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
aromatic aldehydes
E-aldoximes
hydrogen bonding
author_facet Jamal Lasri
Katherine Chulvi
Naser Eltaher Eltayeb
author_sort Jamal Lasri
title Crystal structures of (E)-1-naphthaldehyde oxime and (E)-phenanthrene-9-carbaldehyde oxime
title_short Crystal structures of (E)-1-naphthaldehyde oxime and (E)-phenanthrene-9-carbaldehyde oxime
title_full Crystal structures of (E)-1-naphthaldehyde oxime and (E)-phenanthrene-9-carbaldehyde oxime
title_fullStr Crystal structures of (E)-1-naphthaldehyde oxime and (E)-phenanthrene-9-carbaldehyde oxime
title_full_unstemmed Crystal structures of (E)-1-naphthaldehyde oxime and (E)-phenanthrene-9-carbaldehyde oxime
title_sort crystal structures of (e)-1-naphthaldehyde oxime and (e)-phenanthrene-9-carbaldehyde oxime
publisher International Union of Crystallography
series Acta Crystallographica Section E: Crystallographic Communications
issn 2056-9890
publishDate 2018-03-01
description The aldoximes C11H9NO (I) and C15H11NO (II), synthesized in ca 90% yield, by treatment of 1-naphthaldehyde or phenanthrene-9-carbaldehyde, respectively, with hydroxylamine hydrochloride and sodium carbonate, have been characterized by IR, 1H, 13C and DEPT-135 NMR spectroscopies, and also by single-crystal X-ray diffraction analysis. The molecules of (I) and (II) are conformationally similar, with the aldoxime substituent groups lying outside the planes of the naphthalene or phenanthrene rings, forming dihedral angles with them of 23.9 (4) and 27.9 (6)°, respectively. The crystal structures of both (I) and (II) are similar with a single intermolecular O—H...N hydrogen-bonding interaction, giving rise to the formation of one-dimensional polymeric chains extending along the 21 (b) screw axes in each.
topic crystal structure
aromatic aldehydes
E-aldoximes
hydrogen bonding
url http://scripts.iucr.org/cgi-bin/paper?S2056989018002116
work_keys_str_mv AT jamallasri crystalstructuresofe1naphthaldehydeoximeandephenanthrene9carbaldehydeoxime
AT katherinechulvi crystalstructuresofe1naphthaldehydeoximeandephenanthrene9carbaldehydeoxime
AT nasereltahereltayeb crystalstructuresofe1naphthaldehydeoximeandephenanthrene9carbaldehydeoxime
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