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

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

doi:10.1107/S1600536812002905

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

Chemistry

Research output: Contribution to journal › Article › peer-review

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 language	English
Article number	o535
Number of pages	7
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	E68
Early online date	Feb 2012
DOIs	https://doi.org/10.1107/S1600536812002905
Publication status	Published - Feb 2012

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

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@article{742b72b7ff94465f888be2ca86f603c3,

title = "1-[Amino-(4-chlorophenyl)methyl]-6-bromonaphthalen-2-ol",

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) {\AA}]. Weak C - H⋯O inter-actions also occur.",

keywords = "data-to-parameter ratio = 12.2, mean σ(C-C) = 0.004 {\AA}, R factor = 0.035, single-crystal X-ray study, T = 73 K, wR factor = 0.082",

author = "Praveen, \{A. S.\} and Yathirajan, \{H. S.\} and Harrison, \{William Thomas Alexander\} and Slawin, \{Alexandra M Z\}",

year = "2012",

month = feb,

doi = "10.1107/S1600536812002905",

language = "English",

volume = "E68",

journal = "Acta Crystallographica Section E: Structure Reports Online",

issn = "1600-5368",

publisher = "International Union of Crystallography",

}

TY - JOUR

T1 - 1-[Amino-(4-chlorophenyl)methyl]-6-bromonaphthalen-2-ol

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

UR - https://www.scopus.com/pages/publications/84856954683

U2 - 10.1107/S1600536812002905

DO - 10.1107/S1600536812002905

M3 - Article

AN - SCOPUS:84856954683

SN - 1600-5368

VL - E68

JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

M1 - o535

ER -

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

Abstract

Keywords

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