Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone

Marisiddaiah Girisha; Hemmige S. Yathirajan; Ravindranath S. Rathore; Christopher Glidewell

doi:10.1107/S2056989017015985

Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone

Marisiddaiah Girisha, Hemmige S. Yathirajan, Ravindranath S. Rathore, Christopher Glidewell

School of Chemistry

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

Abstract

In the molecules of both (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone, C₁₅H₁₂FNO₂, (I), and (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone, C₁₆H₁₅NO₃, (II), which crystallizes with it Z′ = 2 in space group it Pca2₁, there are intramolecular O—H···N hydrogen bonds, and the non-H atoms in each molecule are essentially coplanar. In the crystal of (I), molecules are linked by a single C—H···O hydrogen bond to form a it C(8) chain, whereas in the crystal of (II), molecules are linked by three C—H···O hydrogen bonds to form sheets within which orthogonal it C₂²(16) and it C₂²(17) chains can be identified. Comparisons are made with some related structures.

Original language	English
Pages (from-to)	1835-1839
Number of pages	5
Journal	Acta Crystallographica Section E
Volume	73
Issue number	12
DOIs	https://doi.org/10.1107/S2056989017015985
Publication status	Published - 1 Dec 2017

Keywords

Crystal structure
Molecular conformation
Hydrogen bonding
Polymorphism

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Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone (dataset)
Girisha, M. (Creator), Yathirajan, H. S. (Creator), Rathore, R. S. (Creator) & Glidewell, C. (Creator), Cambridge Crystallographic Data Centre, 2 Nov 2017
https://dx.doi.org/10.5517/ccdc.csd.cc1q4yng and one more link, https://dx.doi.org/10.5517/ccdc.csd.cc1q4ymf (show fewer)
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@article{23b934c0fb9b47abb2953babae6476a9,

title = "Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone",

abstract = "In the molecules of both (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone, C15H12FNO2, (I), and (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone, C16H15NO3, (II), which crystallizes with it Z′ = 2 in space group it Pca21, there are intramolecular O—H···N hydrogen bonds, and the non-H atoms in each molecule are essentially coplanar. In the crystal of (I), molecules are linked by a single C—H···O hydrogen bond to form a it C(8) chain, whereas in the crystal of (II), molecules are linked by three C—H···O hydrogen bonds to form sheets within which orthogonal it C22(16) and it C22(17) chains can be identified. Comparisons are made with some related structures.",

keywords = "Crystal structure, Molecular conformation, Hydrogen bonding, Polymorphism",

author = "Marisiddaiah Girisha and Yathirajan, {Hemmige S.} and Rathore, {Ravindranath S.} and Christopher Glidewell",

note = "MG thanks the UGC (India) for the award of a Rajeev Gandhi fellowship.",

year = "2017",

month = dec,

day = "1",

doi = "10.1107/S2056989017015985",

language = "English",

volume = "73",

pages = "1835--1839",

journal = "Acta Crystallographica Section E",

issn = "2056-9890",

publisher = "International Union of Crystallography",

number = "12",

}

Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone. / Girisha, Marisiddaiah; Yathirajan, Hemmige S.; Rathore, Ravindranath S. et al.
In: Acta Crystallographica Section E, Vol. 73, No. 12, 01.12.2017, p. 1835-1839.

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

TY - JOUR

T1 - Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone

AU - Girisha, Marisiddaiah

AU - Yathirajan, Hemmige S.

AU - Rathore, Ravindranath S.

AU - Glidewell, Christopher

N1 - MG thanks the UGC (India) for the award of a Rajeev Gandhi fellowship.

PY - 2017/12/1

Y1 - 2017/12/1

N2 - In the molecules of both (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone, C15H12FNO2, (I), and (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone, C16H15NO3, (II), which crystallizes with it Z′ = 2 in space group it Pca21, there are intramolecular O—H···N hydrogen bonds, and the non-H atoms in each molecule are essentially coplanar. In the crystal of (I), molecules are linked by a single C—H···O hydrogen bond to form a it C(8) chain, whereas in the crystal of (II), molecules are linked by three C—H···O hydrogen bonds to form sheets within which orthogonal it C22(16) and it C22(17) chains can be identified. Comparisons are made with some related structures.

AB - In the molecules of both (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone, C15H12FNO2, (I), and (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone, C16H15NO3, (II), which crystallizes with it Z′ = 2 in space group it Pca21, there are intramolecular O—H···N hydrogen bonds, and the non-H atoms in each molecule are essentially coplanar. In the crystal of (I), molecules are linked by a single C—H···O hydrogen bond to form a it C(8) chain, whereas in the crystal of (II), molecules are linked by three C—H···O hydrogen bonds to form sheets within which orthogonal it C22(16) and it C22(17) chains can be identified. Comparisons are made with some related structures.

KW - Crystal structure

KW - Molecular conformation

KW - Hydrogen bonding

KW - Polymorphism

U2 - 10.1107/S2056989017015985

DO - 10.1107/S2056989017015985

M3 - Article

SN - 2056-9890

VL - 73

SP - 1835

EP - 1839

JO - Acta Crystallographica Section E

JF - Acta Crystallographica Section E

IS - 12

ER -

Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone

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Crystal structures of (E)-1-{3-[(5-fluoro-2-hydroxybenzylidene)amino]phenyl}ethanone and of a fourth polymorph of (E)-1-{3-[(2-hydroxy-3-methoxybenzylidene)amino]phenyl}ethanone (dataset)

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