Crystal structure of 12-benzyl­sulfanyl-2,9-di­bromo-6H-dibenzo[b,g][1,8]naphthyridin-11-one

Publication type:
Journal article
Metadata:
Autoren
  • Sebastian Resch
  • Thomas Quell
  • Dieter Schollmeyer
  • Siegfried Waldvogel
Sammlungen
  • metadata
Ausgabe der Veröffentlichung
9
Zeitschrift
Acta crystallographica : Section E, Structure reports online
Schlüsselwörter
  • 540 Chemie
  • 540 Chemistry and allied sciences
Sprache
eng
Paginierung
Seiten: o675 - o676
Datum der Veröffentlichung
2015
Herausgeber
Wiley-Blackwell
Herausgeber URL
http://dx.doi.org/10.1107/S2056989015014541
Datum der Datenerfassung
2020
Datum, an dem der Datensatz öffentlich gemacht wurde
2020
Zugang
Public
Titel
Crystal structure of 12-benzyl­sulfanyl-2,9-di­bromo-6H-dibenzo[b,g][1,8]naphthyridin-11-one
Ausgabe der Zeitschrift
71

Data source: METADATA.UB

Other metadata sources:
Autoren
  • Sebastian Resch
  • Thomas Quell
  • Dieter Schollmeyer
  • Siegfried R Waldvogel
Autoren-URL
http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000370079100038&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=7c6cbd95cc08067bf5cec85ffdc20efd
DOI
10.1107/S2056989015014541
Externe Identifier
  • Clarivate Analytics Document Solution ID: DD7BQ
  • PubMed Identifier: 26396899
ISSN
2056-9890
Zeitschrift
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
Schlüsselwörter
  • crystal structure
  • 1,8-naphthyridine
  • heterotetracene
Paginierung
O675 - +
Datum der Veröffentlichung
2015
Status
Published
Titel
Crystal structure of 12-benzylsulfanyl-2,9-dibromo-6H-dibenzo[b,g][1,8]naphthyridin-11-one
Ausgabe der Zeitschrift
71

Data source: Web of Science (Lite)

Abstract
<jats:p>The heterotetracene skeleton of the title molecule, C<jats:sub>23</jats:sub>H<jats:sub>14</jats:sub>Br<jats:sub>2</jats:sub>N<jats:sub>2</jats:sub>OS, is defined by linear annulation of four six-membered rings, including two N heteroatoms. This moiety is nearly planar (r.m.s. deviation = 0.055 Å), with a slight twist of 4.1 (2)° between the two halves of the aromatic system. The dihedral angle between the least-squares plane of the skeleton and the benzyl group is 24.5 (3)°; the C—S—C angle involving the benzylsulfanyl group is 99.2 (4)°. In the crystal, molecules are π-stacked in an antiparallel fashion along [110], with a distance between the aromatic planes of 3.47 (2) Å. Intermolecular N—H...O hydrogen bonds form chains extending parallel to [001] and bridge the antiparallel interdigitated stacks of molecules.</jats:p>
Autoren
  • Sebastian Resch
  • Thomas Quell
  • Dieter Schollmeyer
  • Siegfried R Waldvogel
DOI
10.1107/s2056989015014541
eISSN
2056-9890
Ausgabe der Veröffentlichung
9
Zeitschrift
Acta Crystallographica Section E Crystallographic Communications
Online publication date
2015
Paginierung
o675 - o676
Datum der Veröffentlichung
2015
Status
Published
Herausgeber
International Union of Crystallography (IUCr)
Herausgeber URL
http://dx.doi.org/10.1107/s2056989015014541
Datum der Datenerfassung
2022
Titel
Crystal structure of 12-benzylsulfanyl-2,9-dibromo-6<i>H</i>-dibenzo[<i>b</i>,<i>g</i>][1,8]naphthyridin-11-one
Ausgabe der Zeitschrift
71

Data source: Crossref

Abstract
The hetero-tetra-cene skeleton of the title mol-ecule, C23H14Br2N2OS, is defined by linear annulation of four six-membered rings, including two N heteroatoms. This moiety is nearly planar (r.m.s. deviation = 0.055 Å), with a slight twist of 4.1 (2)° between the two halves of the aromatic system. The dihedral angle between the least-squares plane of the skeleton and the benzyl group is 24.5 (3)°; the C-S-C angle involving the benzyl-sulfanyl group is 99.2 (4)°. In the crystal, mol-ecules are π-stacked in an anti-parallel fashion along [110], with a distance between the aromatic planes of 3.47 (2) Å. Inter-molecular N-H⋯O hydrogen bonds form chains extending parallel to [001] and bridge the anti-parallel inter-digitated stacks of mol-ecules.
Addresses
  • Johannes Gutenberg-University Mainz, Duesbergweg 10-14, 55099 Mainz, Germany.
Autoren
  • Sebastian Resch
  • Thomas Quell
  • Dieter Schollmeyer
  • Siegfried R Waldvogel
DOI
10.1107/s2056989015014541
eISSN
2056-9890
Externe Identifier
  • PubMed Identifier: 26396899
  • PubMed Central ID: PMC4555377
Open access
true
ISSN
2056-9890
Ausgabe der Veröffentlichung
Pt 9
Zeitschrift
Acta crystallographica. Section E, Crystallographic communications
Sprache
eng
Medium
Electronic-eCollection
Online publication date
2015
Open access status
Open Access
Paginierung
o675 - o676
Datum der Veröffentlichung
2015
Status
Published
Publisher licence
CC BY
Datum der Datenerfassung
2015
Titel
Crystal structure of 12-benzyl-sulfanyl-2,9-di-bromo-6H-dibenzo[b,g][1,8]naphthyridin-11-one.
Sub types
  • research-article
  • Journal Article
Ausgabe der Zeitschrift
71

Files

http://journals.iucr.org/e/issues/2015/09/00/wm5191/wm5191.pdf https://europepmc.org/articles/PMC4555377?pdf=render

Data source: Europe PubMed Central

Abstract
The hetero-tetra-cene skeleton of the title mol-ecule, C23H14Br2N2OS, is defined by linear annulation of four six-membered rings, including two N heteroatoms. This moiety is nearly planar (r.m.s. deviation = 0.055 Å), with a slight twist of 4.1 (2)° between the two halves of the aromatic system. The dihedral angle between the least-squares plane of the skeleton and the benzyl group is 24.5 (3)°; the C-S-C angle involving the benzyl-sulfanyl group is 99.2 (4)°. In the crystal, mol-ecules are π-stacked in an anti-parallel fashion along [110], with a distance between the aromatic planes of 3.47 (2) Å. Inter-molecular N-H⋯O hydrogen bonds form chains extending parallel to [001] and bridge the anti-parallel inter-digitated stacks of mol-ecules.
Date of acceptance
2015
Autoren
  • Sebastian Resch
  • Thomas Quell
  • Dieter Schollmeyer
  • Siegfried R Waldvogel
Autoren-URL
https://www.ncbi.nlm.nih.gov/pubmed/26396899
DOI
10.1107/S2056989015014541
Externe Identifier
  • PubMed Central ID: PMC4555377
ISSN
2056-9890
Ausgabe der Veröffentlichung
Pt 9
Zeitschrift
Acta Crystallogr E Crystallogr Commun
Schlüsselwörter
  • 1,8-naphthyridine
  • crystal structure
  • hetero­tetra­cene
Sprache
eng
Country
England
Paginierung
o675 - o676
PII
wm5191
Datum der Veröffentlichung
2015
Status
Published online
Datum, an dem der Datensatz öffentlich gemacht wurde
2015
Titel
Crystal structure of 12-benzyl-sulfanyl-2,9-di-bromo-6H-dibenzo[b,g][1,8]naphthyridin-11-one.
Sub types
  • Journal Article
Ausgabe der Zeitschrift
71

Data source: PubMed

Author's licence
CC-BY
Autoren
  • Sebastian Resch
  • Thomas Quell
  • Dieter Schollmeyer
  • Siegfried R Waldvogel
Hosting institution
Universitätsbibliothek Mainz
Sammlungen
  • DFG-OA-Publizieren (2012 - 2017)
Resource version
Published version
DOI
10.1107/S2056989015014541
Funding acknowledgements
  • DFG, Open Access-Publizieren Universität Mainz / Universitätsmedizin
File(s) embargoed
false
Open access
true
Ausgabe der Veröffentlichung
9
Zeitschrift
Acta crystallographica : Section E, Structure reports online
Schlüsselwörter
  • 540 Chemie
  • 540 Chemistry and allied sciences
Sprache
eng
Open access status
Open Access
Paginierung
o675 - o676
Datum der Veröffentlichung
2015
Public URL
https://openscience.ub.uni-mainz.de/handle/20.500.12030/7775
Herausgeber
Wiley-Blackwell
Herausgeber URL
http://dx.doi.org/10.1107/S2056989015014541
Datum der Datenerfassung
2022
Datum, an dem der Datensatz öffentlich gemacht wurde
2022
Zugang
Public
Titel
Crystal structure of 12-benzyl­sulfanyl-2,9-di­bromo-6H-dibenzo[b,g][1,8]naphthyridin-11-one
Ausgabe der Zeitschrift
71

Files

crystal_structure_of_12benzyl-20220914000215055.pdf

Data source: OPENSCIENCE.UB

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