Zwitterionic 1-{( E )-[(2-methylphenyl)iminiumyl]methyl}naphthalen-2-olate

The title Schiff base, C 18 H 15 NO, crystallizes in its zwitterionic form and an N—H...O hydrogen bond closes an S (6) ring. The dihedral angle between the aromatic ring systems is 36.91 (10)°. Weak aromatic π–π stacking occurs in the crystal [minimum centroid–centroid separation = 3.7771 (15) Å]....

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Published inActa crystallographica. Section E, Structure reports online Vol. 70; no. 6; p. o676
Main Authors Khelifa Baghdouche, Ammar, Mosbah, Salima, Belhocine, Youghourta, Bencharif, Leïla
Format Journal Article
LanguageEnglish
Published United States International Union of Crystallography 01.06.2014
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Organic Papers
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Abstract The title Schiff base, C 18 H 15 NO, crystallizes in its zwitterionic form and an N—H...O hydrogen bond closes an S (6) ring. The dihedral angle between the aromatic ring systems is 36.91 (10)°. Weak aromatic π–π stacking occurs in the crystal [minimum centroid–centroid separation = 3.7771 (15) Å].
AbstractList The title Schiff base, C18H15NO, crystallizes in its zwitterionic form and an N—H...O hydrogen bond closes an S(6) ring. The dihedral angle between the aromatic ring systems is 36.91 (10)°. Weak aromatic π–π stacking occurs in the crystal [minimum centroid–centroid separation = 3.7771 (15) Å].
The title Schiff base, C 18 H 15 NO, crystallizes in its zwitterionic form and an N—H...O hydrogen bond closes an S (6) ring. The dihedral angle between the aromatic ring systems is 36.91 (10)°. Weak aromatic π–π stacking occurs in the crystal [minimum centroid–centroid separation = 3.7771 (15) Å].
The title Schiff base, C18H15NO, crystallizes in its zwitterionic form and an N-H⋯O hydrogen bond closes an S(6) ring. The dihedral angle between the aromatic ring systems is 36.91 (10)°. Weak aromatic π-π stacking occurs in the crystal [minimum centroid-centroid separation = 3.7771 (15) Å].
The title Schiff base, C18H15NO, crystallizes in its zwitterionic form and an N-H⋯O hydrogen bond closes an S(6) ring. The dihedral angle between the aromatic ring systems is 36.91 (10)°. Weak aromatic π-π stacking occurs in the crystal [minimum centroid-centroid separation = 3.7771 (15) Å].The title Schiff base, C18H15NO, crystallizes in its zwitterionic form and an N-H⋯O hydrogen bond closes an S(6) ring. The dihedral angle between the aromatic ring systems is 36.91 (10)°. Weak aromatic π-π stacking occurs in the crystal [minimum centroid-centroid separation = 3.7771 (15) Å].
The title Schiff base, C 18 H 15 NO, crystallizes in its zwitterionic form and an N—H⋯O hydrogen bond closes an S (6) ring. The dihedral angle between the aromatic ring systems is 36.91 (10)°. Weak aromatic π–π stacking occurs in the crystal [minimum centroid–centroid separation = 3.7771 (15) Å].
Author Bencharif, Leïla
Khelifa Baghdouche, Ammar
Mosbah, Salima
Belhocine, Youghourta
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Cites_doi 10.1107/S0021889812029111
10.1039/c1ob06073b
10.1107/S0108767307043930
10.1016/j.molstruc.2009.10.037
10.1016/j.molstruc.2012.11.055
10.1039/p298700000s1
10.1107/S0021889898007717
10.1007/s10870-006-9175-4
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References Allen (hb7171_bb2) 1987; 2
Sheldrick (hb7171_bb9) 2008; 64
Farrugia (hb7171_bb6) 2012; 45
hb7171_bb4
Altomare (hb7171_bb3) 1999; 32
Deneva (hb7171_bb5) 2013; 1036
Albayrak (hb7171_bb1) 2010; 963
Martınez (hb7171_bb7) 2011; 9
Petek (hb7171_bb8) 2007; 37
22042218 - Org Biomol Chem. 2011 Dec 21;9(24):8268-75
18156677 - Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22
References_xml – volume: 45
  start-page: 849
  year: 2012
  ident: hb7171_bb6
  publication-title: J. Appl. Cryst.
  doi: 10.1107/S0021889812029111
– volume: 9
  start-page: 8268
  year: 2011
  ident: hb7171_bb7
  publication-title: Org. Biomol. Chem.
  doi: 10.1039/c1ob06073b
– volume: 64
  start-page: 112
  year: 2008
  ident: hb7171_bb9
  publication-title: Acta Cryst. A
  doi: 10.1107/S0108767307043930
– volume: 963
  start-page: 211
  year: 2010
  ident: hb7171_bb1
  publication-title: J. Mol. Struct.
  doi: 10.1016/j.molstruc.2009.10.037
– volume: 1036
  start-page: 267
  year: 2013
  ident: hb7171_bb5
  publication-title: J. Mol. Struct.
  doi: 10.1016/j.molstruc.2012.11.055
– ident: hb7171_bb4
– volume: 2
  start-page: S1
  year: 1987
  ident: hb7171_bb2
  publication-title: J. Chem. Soc. Perkin Trans.
  doi: 10.1039/p298700000s1
– volume: 32
  start-page: 115
  year: 1999
  ident: hb7171_bb3
  publication-title: J. Appl. Cryst.
  doi: 10.1107/S0021889898007717
– volume: 37
  start-page: 285
  year: 2007
  ident: hb7171_bb8
  publication-title: J. Chem. Crystallogr.
  doi: 10.1007/s10870-006-9175-4
– reference: 22042218 - Org Biomol Chem. 2011 Dec 21;9(24):8268-75
– reference: 18156677 - Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22
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Snippet The title Schiff base, C 18 H 15 NO, crystallizes in its zwitterionic form and an N—H...O hydrogen bond closes an S (6) ring. The dihedral angle between the...
The title Schiff base, C18H15NO, crystallizes in its zwitterionic form and an N-H⋯O hydrogen bond closes an S(6) ring. The dihedral angle between the aromatic...
The title Schiff base, C 18 H 15 NO, crystallizes in its zwitterionic form and an N—H⋯O hydrogen bond closes an S (6) ring. The dihedral angle between the...
The title Schiff base, C18H15NO, crystallizes in its zwitterionic form and an N—H...O hydrogen bond closes an S(6) ring. The dihedral angle between the...
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Title Zwitterionic 1-{( E )-[(2-methylphenyl)iminiumyl]methyl}naphthalen-2-olate
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