A monoclinic polymorph of 2-(4-nitrophenyl)acetic acid

Research output: Contribution to journalArticle

Abstract

A new monoclinic form of 4-nitrophenylacetic acid, C8H7NO4, (I), differs from
the known orthorhombic form both in its molecular conformation and in its
intermolecular contacts. The conformation is different as the plane of the
carboxylic acid group in (I) is more nearly perpendicular to the plane of the
aromatic ring [dihedral angle = 86.9 (3)] than in the previous form (74.5). Both
polymorphs display hydrogen-bonded R2
2(8) carboxylic acid dimeric pairs, but in
(I), neighbouring dimers interact through nitro–nitro N O dipole–dipole
contacts rather than the nitro–carbonyl contacts found in the orthorhombic form.
LanguageEnglish
Article numberx161932
Number of pages3
JournalIUCr Data
Volume1
DOIs
Publication statusPublished - 9 Dec 2016

Fingerprint

Polymorphism
Acetic Acid
Conformations
Dihedral angle
Carboxylic Acids
Dimers
Hydrogen
Acids
4-nitrophenyl
4-nitrophenylacetic acid

Keywords

  • crystal structure
  • polymorphism
  • carboxilic acid
  • hydrogen bonding
  • nitro-nitro dipole interactions
  • monoclinic form
  • ortho­rhom­bic form

Cite this

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title = "A monoclinic polymorph of 2-(4-nitrophenyl)acetic acid",
abstract = "A new monoclinic form of 4-nitrophenylacetic acid, C8H7NO4, (I), differs fromthe known orthorhombic form both in its molecular conformation and in itsintermolecular contacts. The conformation is different as the plane of thecarboxylic acid group in (I) is more nearly perpendicular to the plane of thearomatic ring [dihedral angle = 86.9 (3)] than in the previous form (74.5). Bothpolymorphs display hydrogen-bonded R22(8) carboxylic acid dimeric pairs, but in(I), neighbouring dimers interact through nitro–nitro N O dipole–dipolecontacts rather than the nitro–carbonyl contacts found in the orthorhombic form.",
keywords = "crystal structure, polymorphism, carboxilic acid, hydrogen bonding, nitro-nitro dipole interactions, monoclinic form, ortho­rhom­bic form",
author = "Kennedy, {Alan R.} and {Silva De Moraes}, Lygia",
year = "2016",
month = "12",
day = "9",
doi = "10.1107/S2414314616019325",
language = "English",
volume = "1",
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}

A monoclinic polymorph of 2-(4-nitrophenyl)acetic acid. / Kennedy, Alan R.; Silva De Moraes, Lygia.

In: IUCr Data, Vol. 1, x161932, 09.12.2016.

Research output: Contribution to journalArticle

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T1 - A monoclinic polymorph of 2-(4-nitrophenyl)acetic acid

AU - Kennedy, Alan R.

AU - Silva De Moraes, Lygia

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AB - A new monoclinic form of 4-nitrophenylacetic acid, C8H7NO4, (I), differs fromthe known orthorhombic form both in its molecular conformation and in itsintermolecular contacts. The conformation is different as the plane of thecarboxylic acid group in (I) is more nearly perpendicular to the plane of thearomatic ring [dihedral angle = 86.9 (3)] than in the previous form (74.5). Bothpolymorphs display hydrogen-bonded R22(8) carboxylic acid dimeric pairs, but in(I), neighbouring dimers interact through nitro–nitro N O dipole–dipolecontacts rather than the nitro–carbonyl contacts found in the orthorhombic form.

KW - crystal structure

KW - polymorphism

KW - carboxilic acid

KW - hydrogen bonding

KW - nitro-nitro dipole interactions

KW - monoclinic form

KW - ortho­rhom­bic form

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