1-[Amino-(4-chlorophenyl)methyl]-6-bromonaphthalen-2-ol

A. S. Praveen, H. S. Yathirajan*, William Thomas Alexander Harrison, Alexandra M Z Slawin

*Corresponding author for this work

Research output: Contribution to journalArticle

Abstract

In the title compound, C 17H 13BrClNO, the dihedral angle between the naphthol ring system and the chloro-benzene ring is 76.59 (11)°. This twisted conformation is supported by an intra-molecular O - H⋯N hydrogen bond. In the crystal, [100] chains arise, with adjacent mol-ecules linked by an N - H⋯O hydrogen bond, a C - H⋯π inter-action and an aromatic π-π stacking contact [centroid-to-centroid separation = 3.783 (2) Å]. Weak C - H⋯O inter-actions also occur.

Original languageEnglish
Article numbero535
Number of pages7
JournalActa Crystallographica Section E: Structure Reports Online
VolumeE68
Early online dateFeb 2012
DOIs
Publication statusPublished - Feb 2012

Fingerprint

centroids
Hydrogen bonds
hydrogen bonds
Naphthols
Naphthol
rings
Dihedral angle
Benzene
Conformations
dihedral angle
benzene
Crystals
crystals

Keywords

  • data-to-parameter ratio = 12.2
  • mean σ(C-C) = 0.004 Å
  • R factor = 0.035
  • single-crystal X-ray study
  • T = 73 K
  • wR factor = 0.082

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Materials Science(all)
  • Chemistry(all)

Cite this

1-[Amino-(4-chlorophenyl)methyl]-6-bromonaphthalen-2-ol. / Praveen, A. S.; Yathirajan, H. S.; Harrison, William Thomas Alexander; Slawin, Alexandra M Z.

In: Acta Crystallographica Section E: Structure Reports Online, Vol. E68, o535, 02.2012.

Research output: Contribution to journalArticle

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AU - Praveen, A. S.

AU - Yathirajan, H. S.

AU - Harrison, William Thomas Alexander

AU - Slawin, Alexandra M Z

PY - 2012/2

Y1 - 2012/2

N2 - In the title compound, C 17H 13BrClNO, the dihedral angle between the naphthol ring system and the chloro-benzene ring is 76.59 (11)°. This twisted conformation is supported by an intra-molecular O - H⋯N hydrogen bond. In the crystal, [100] chains arise, with adjacent mol-ecules linked by an N - H⋯O hydrogen bond, a C - H⋯π inter-action and an aromatic π-π stacking contact [centroid-to-centroid separation = 3.783 (2) Å]. Weak C - H⋯O inter-actions also occur.

AB - In the title compound, C 17H 13BrClNO, the dihedral angle between the naphthol ring system and the chloro-benzene ring is 76.59 (11)°. This twisted conformation is supported by an intra-molecular O - H⋯N hydrogen bond. In the crystal, [100] chains arise, with adjacent mol-ecules linked by an N - H⋯O hydrogen bond, a C - H⋯π inter-action and an aromatic π-π stacking contact [centroid-to-centroid separation = 3.783 (2) Å]. Weak C - H⋯O inter-actions also occur.

KW - data-to-parameter ratio = 12.2

KW - mean σ(C-C) = 0.004 Å

KW - R factor = 0.035

KW - single-crystal X-ray study

KW - T = 73 K

KW - wR factor = 0.082

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