Crystal structure and Hirshfeld-surface analysis of a monoclinic polymorph of 2-amino-5-chloro­benzo­phenone oxime at 90 K

Doreswamy Geetha; Channappa N. Kavitha; Thayamma R. Divakara; Yeriyur B. Basavaraju; Hemmige S. Yathirajan; Sean Parkin

doi:10.1107/S2056989023004668

Crystal structure and Hirshfeld-surface analysis of a monoclinic polymorph of 2-amino-5-chlorobenzophenone oxime at 90 K

Doreswamy Geetha, Channappa N. Kavitha, Thayamma R. Divakara, Yeriyur B. Basavaraju, Hemmige S. Yathirajan, Sean Parkin

Chemistry

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

Abstract

The synthesis and crystal structure of a monoclinic polymorph of 2-amino-5-chlorobenzophenone oxime, C13H11ClN2O, are presented. The molecular conformation results from twisting of the phenyl and 2-amino-5-chloro benzene rings attached to the oxime group, which subtend a dihedral angle of 80.53 (4)°. In the crystal, centrosymmetric dimers are formed as a result of pairs of strong O - H⋯N hydrogen bonds. A comparison is made to a previously known triclinic polymorph, including differences in atom-atom contacts obtained via a Hirshfeld-surface analysis.

Original language	English
Pages (from-to)	610-613
Number of pages	4
Journal	Acta Crystallographica Section E: Crystallographic Communications
Volume	79
DOIs	https://doi.org/10.1107/S2056989023004668
State	Published - Jun 6 2023

Bibliographical note

Publisher Copyright:
© 2023 International Union of Crystallography. All rights reserved.

Funding

DG is grateful to DOS in Chemistry, University of Mysore for providing research facilities. HSY thanks UGC for a BSR Faculty fellowship for three years.

Funders	Funder number
University Grants Commission

Keywords

Hirshfeld surface
benzophenone oxime
crystal structure
polymorph

ASJC Scopus subject areas

General Chemistry
General Materials Science
Condensed Matter Physics

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10.1107/S2056989023004668

Cite this

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title = "Crystal structure and Hirshfeld-surface analysis of a monoclinic polymorph of 2-amino-5-chlorobenzophenone oxime at 90 K",

abstract = "The synthesis and crystal structure of a monoclinic polymorph of 2-amino-5-chlorobenzophenone oxime, C13H11ClN2O, are presented. The molecular conformation results from twisting of the phenyl and 2-amino-5-chloro benzene rings attached to the oxime group, which subtend a dihedral angle of 80.53 (4)°. In the crystal, centrosymmetric dimers are formed as a result of pairs of strong O - H⋯N hydrogen bonds. A comparison is made to a previously known triclinic polymorph, including differences in atom-atom contacts obtained via a Hirshfeld-surface analysis.",

keywords = "Hirshfeld surface, benzophenone oxime, crystal structure, polymorph",

author = "Doreswamy Geetha and Kavitha, {Channappa N.} and Divakara, {Thayamma R.} and Basavaraju, {Yeriyur B.} and Yathirajan, {Hemmige S.} and Sean Parkin",

year = "2023",

month = jun,

day = "6",

doi = "10.1107/S2056989023004668",

language = "English",

volume = "79",

pages = "610--613",

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Crystal structure and Hirshfeld-surface analysis of a monoclinic polymorph of 2-amino-5-chlorobenzophenone oxime at 90 K. / Geetha, Doreswamy; Kavitha, Channappa N.; Divakara, Thayamma R. et al.
In: Acta Crystallographica Section E: Crystallographic Communications, Vol. 79, 06.06.2023, p. 610-613.

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

TY - JOUR

T1 - Crystal structure and Hirshfeld-surface analysis of a monoclinic polymorph of 2-amino-5-chlorobenzophenone oxime at 90 K

AU - Geetha, Doreswamy

AU - Kavitha, Channappa N.

AU - Divakara, Thayamma R.

AU - Basavaraju, Yeriyur B.

AU - Yathirajan, Hemmige S.

AU - Parkin, Sean

PY - 2023/6/6

Y1 - 2023/6/6

N2 - The synthesis and crystal structure of a monoclinic polymorph of 2-amino-5-chlorobenzophenone oxime, C13H11ClN2O, are presented. The molecular conformation results from twisting of the phenyl and 2-amino-5-chloro benzene rings attached to the oxime group, which subtend a dihedral angle of 80.53 (4)°. In the crystal, centrosymmetric dimers are formed as a result of pairs of strong O - H⋯N hydrogen bonds. A comparison is made to a previously known triclinic polymorph, including differences in atom-atom contacts obtained via a Hirshfeld-surface analysis.

AB - The synthesis and crystal structure of a monoclinic polymorph of 2-amino-5-chlorobenzophenone oxime, C13H11ClN2O, are presented. The molecular conformation results from twisting of the phenyl and 2-amino-5-chloro benzene rings attached to the oxime group, which subtend a dihedral angle of 80.53 (4)°. In the crystal, centrosymmetric dimers are formed as a result of pairs of strong O - H⋯N hydrogen bonds. A comparison is made to a previously known triclinic polymorph, including differences in atom-atom contacts obtained via a Hirshfeld-surface analysis.

KW - Hirshfeld surface

KW - benzophenone oxime

KW - crystal structure

KW - polymorph

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U2 - 10.1107/S2056989023004668

DO - 10.1107/S2056989023004668

M3 - Article

AN - SCOPUS:85169510592

SN - 2056-9890

VL - 79

SP - 610

EP - 613

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

ER -

Crystal structure and Hirshfeld-surface analysis of a monoclinic polymorph of 2-amino-5-chlorobenzophenone oxime at 90 K

Abstract

Bibliographical note

Funding

Keywords

ASJC Scopus subject areas

Access to Document

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Cite this

Crystal structure and Hirshfeld-surface analysis of a monoclinic polymorph of 2-amino-5-chloro­benzo­phenone oxime at 90 K

Abstract

Bibliographical note

Funding

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this

Crystal structure and Hirshfeld-surface analysis of a monoclinic polymorph of 2-amino-5-chlorobenzophenone oxime at 90 K