Crystal structure of 3-benzoyl-2-[(5-bromo-2-Hydroxy-3-methoxybenzylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene

M. Kaur; J.P. Jasinski; H.S. Yathirajan; C. Glidewell; K. Byrappa; H. Stoeckli-Evans

doi:10.1107/S2056989015000195

Crystal structure of 3-benzoyl-2-[(5-bromo-2-Hydroxy-3-methoxybenzylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene

M. Kaur, J.P. Jasinski, H.S. Yathirajan, C. Glidewell, K. Byrappa, H. Stoeckli-Evans

School of Chemistry

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Abstract

In the cyclohexene ring of the title compound, C₂₃H₂₀BrNO₃S, the -(CH₂)₄- atoms are positionally disordered [occupancy ratio = 0.753 (6):0.247 (6)]. The ring has a half-chair conformation for both the major and minor components. The dihedral angles between the mean plane of the thiophene ring and those of the benzene and phenyl rings are 35.2 (4) and 57.7 (3)°, respectively. The planes of the two aryl rings are twisted with respect to each other by 86.4 (6)°. In the molecule, there is an O-H...N hydrogen bond forming an S(6) ring motif. In the crystal, molecules are linked via C-H...O hydrogen bonds, forming chains parallel to [100].

Original language	English
Pages (from-to)	176-179
Number of pages	4
Journal	Acta Crystallographica. Section E, Structure reports online
Volume	71
Issue number	2
Early online date	17 Jan 2015
DOIs	https://doi.org/10.1107/S2056989015000195
Publication status	Published - Feb 2015

Keywords

Crystal structure
2-aminothiophene
4,5,6,7-tetrahydrobenzo[b]thiophene
Schliff base
Hydrogen bonding

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10.1107/S2056989015000195

Glidewell_2015_ACE_Crystal3Benzoyl_CC
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title = "Crystal structure of 3-benzoyl-2-[(5-bromo-2-Hydroxy-3-methoxybenzylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene",

abstract = "In the cyclohexene ring of the title compound, C23H20BrNO3S, the -(CH2)4- atoms are positionally disordered [occupancy ratio = 0.753 (6):0.247 (6)]. The ring has a half-chair conformation for both the major and minor components. The dihedral angles between the mean plane of the thiophene ring and those of the benzene and phenyl rings are 35.2 (4) and 57.7 (3)°, respectively. The planes of the two aryl rings are twisted with respect to each other by 86.4 (6)°. In the molecule, there is an O-H...N hydrogen bond forming an S(6) ring motif. In the crystal, molecules are linked via C-H...O hydrogen bonds, forming chains parallel to [100].",

keywords = "Crystal structure, 2-aminothiophene, 4,5,6,7-tetrahydrobenzo[b]thiophene, Schliff base, Hydrogen bonding",

author = "M. Kaur and J.P. Jasinski and H.S. Yathirajan and C. Glidewell and K. Byrappa and H. Stoeckli-Evans",

year = "2015",

month = feb,

doi = "10.1107/S2056989015000195",

language = "English",

volume = "71",

pages = "176--179",

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TY - JOUR

T1 - Crystal structure of 3-benzoyl-2-[(5-bromo-2-Hydroxy-3-methoxybenzylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene

AU - Kaur, M.

AU - Jasinski, J.P.

AU - Yathirajan, H.S.

AU - Glidewell, C.

AU - Byrappa, K.

AU - Stoeckli-Evans, H.

PY - 2015/2

Y1 - 2015/2

N2 - In the cyclohexene ring of the title compound, C23H20BrNO3S, the -(CH2)4- atoms are positionally disordered [occupancy ratio = 0.753 (6):0.247 (6)]. The ring has a half-chair conformation for both the major and minor components. The dihedral angles between the mean plane of the thiophene ring and those of the benzene and phenyl rings are 35.2 (4) and 57.7 (3)°, respectively. The planes of the two aryl rings are twisted with respect to each other by 86.4 (6)°. In the molecule, there is an O-H...N hydrogen bond forming an S(6) ring motif. In the crystal, molecules are linked via C-H...O hydrogen bonds, forming chains parallel to [100].

AB - In the cyclohexene ring of the title compound, C23H20BrNO3S, the -(CH2)4- atoms are positionally disordered [occupancy ratio = 0.753 (6):0.247 (6)]. The ring has a half-chair conformation for both the major and minor components. The dihedral angles between the mean plane of the thiophene ring and those of the benzene and phenyl rings are 35.2 (4) and 57.7 (3)°, respectively. The planes of the two aryl rings are twisted with respect to each other by 86.4 (6)°. In the molecule, there is an O-H...N hydrogen bond forming an S(6) ring motif. In the crystal, molecules are linked via C-H...O hydrogen bonds, forming chains parallel to [100].

KW - Crystal structure

KW - 2-aminothiophene

KW - 4,5,6,7-tetrahydrobenzo[b]thiophene

KW - Schliff base

KW - Hydrogen bonding

UR - http://scripts.iucr.org/cgi-bin/sendsup?su5055

U2 - 10.1107/S2056989015000195

DO - 10.1107/S2056989015000195

M3 - Article

AN - SCOPUS:84928112616

SN - 1600-5368

VL - 71

SP - 176

EP - 179

JO - Acta Crystallographica. Section E, Structure reports online

JF - Acta Crystallographica. Section E, Structure reports online

IS - 2

ER -

Crystal structure of 3-benzoyl-2-[(5-bromo-2-Hydroxy-3-methoxybenzylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene

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Keywords

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