4-Bromo-2-[(E)-{[4-nitro-2-(trifluoromethyl)phenyl]imino}methyl]phenol

Mehmet Akkurt; Alan R Kennedy; Shaaban K Mohamed; Antar A Abdelhamid; Gary J Miller

doi:10.1107/S1600536812042262

4-Bromo-2-[(E)-{[4-nitro-2-(trifluoromethyl)phenyl]imino}methyl]phenol

Mehmet Akkurt, Alan R Kennedy, Shaaban K Mohamed, Antar A Abdelhamid, Gary J Miller

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

1 Citation (Scopus)

Abstract

Except two F atoms of the -CF(3) group, the title compound, C(14)H(8)BrF(3)N(2)O(3), has an almost planar conformation, the dihedral angle between the aromatic rings being 3.60 (16)°. The mol-ecule adopts the enol-imine tautomeric form, with an intra-molecular O-H⋯N hydrogen bond, which generates an S(6) ring motif. In the crystal, face-to-face π-π stacking [centroid-centroid distances = 3.669 (2) and 3.732 (2) Å] between the aromatic rings of the mol-ecules, which lie in sheets parallel to (202), help to establish the packing.

Original language	English
Article number	o3168
Number of pages	8
Journal	Acta Crystallographica Section E: Structure Reports
Volume	68
Issue number	11
DOIs	https://doi.org/10.1107/S1600536812042262
Publication status	Published - Nov 2012

Keywords

F atoms
planar conformation
hydrogen bond

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10.1107/S1600536812042262

Cite this

@article{e710a5597c014f4388729bdc92a40dc5,

title = "4-Bromo-2-[(E)-{[4-nitro-2-(trifluoromethyl)phenyl]imino}methyl]phenol",

abstract = "Except two F atoms of the -CF(3) group, the title compound, C(14)H(8)BrF(3)N(2)O(3), has an almost planar conformation, the dihedral angle between the aromatic rings being 3.60 (16)°. The mol-ecule adopts the enol-imine tautomeric form, with an intra-molecular O-H⋯N hydrogen bond, which generates an S(6) ring motif. In the crystal, face-to-face π-π stacking [centroid-centroid distances = 3.669 (2) and 3.732 (2) {\AA}] between the aromatic rings of the mol-ecules, which lie in sheets parallel to (202), help to establish the packing.",

keywords = "F atoms, planar conformation, hydrogen bond",

author = "Mehmet Akkurt and Kennedy, {Alan R} and Mohamed, {Shaaban K} and Abdelhamid, {Antar A} and Miller, {Gary J}",

year = "2012",

month = nov,

doi = "10.1107/S1600536812042262",

language = "English",

volume = "68",

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

number = "11",

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TY - JOUR

T1 - 4-Bromo-2-[(E)-{[4-nitro-2-(trifluoromethyl)phenyl]imino}methyl]phenol

AU - Akkurt, Mehmet

AU - Kennedy, Alan R

AU - Mohamed, Shaaban K

AU - Abdelhamid, Antar A

AU - Miller, Gary J

PY - 2012/11

Y1 - 2012/11

N2 - Except two F atoms of the -CF(3) group, the title compound, C(14)H(8)BrF(3)N(2)O(3), has an almost planar conformation, the dihedral angle between the aromatic rings being 3.60 (16)°. The mol-ecule adopts the enol-imine tautomeric form, with an intra-molecular O-H⋯N hydrogen bond, which generates an S(6) ring motif. In the crystal, face-to-face π-π stacking [centroid-centroid distances = 3.669 (2) and 3.732 (2) Å] between the aromatic rings of the mol-ecules, which lie in sheets parallel to (202), help to establish the packing.

AB - Except two F atoms of the -CF(3) group, the title compound, C(14)H(8)BrF(3)N(2)O(3), has an almost planar conformation, the dihedral angle between the aromatic rings being 3.60 (16)°. The mol-ecule adopts the enol-imine tautomeric form, with an intra-molecular O-H⋯N hydrogen bond, which generates an S(6) ring motif. In the crystal, face-to-face π-π stacking [centroid-centroid distances = 3.669 (2) and 3.732 (2) Å] between the aromatic rings of the mol-ecules, which lie in sheets parallel to (202), help to establish the packing.

KW - F atoms

KW - planar conformation

KW - hydrogen bond

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U2 - 10.1107/S1600536812042262

DO - 10.1107/S1600536812042262

M3 - Article

C2 - 23284482

VL - 68

JO - Acta Crystallographica Section E: Structure Reports

JF - Acta Crystallographica Section E: Structure Reports

IS - 11

M1 - o3168

ER -

4-Bromo-2-[(E)-{[4-nitro-2-(trifluoromethyl)phenyl]imino}methyl]phenol

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Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)

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4-Bromo-2-[(E)-{[4-nitro-2-(trifluoromethyl)phenyl]imino}methyl]phenol

Abstract

Keywords

Access to Document

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Projects

Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)

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x-ray diffractometer

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