3-Nitrophthalic acid: C(4) and R22(8) motifs of O-H...O hydrogen bonds generate sheets which are linked by C-H...O hydrogen bonds

Christopher Glidewell; JN Low; JMS Skakle; JL Wardell

doi:10.1107/S0108270103002555

3-Nitrophthalic acid: C(4) and R²²(8) motifs of O-H...O hydrogen bonds generate sheets which are linked by C-H...O hydrogen bonds

Christopher Glidewell, JN Low, JMS Skakle, JL Wardell

School of Chemistry

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

Abstract

In molecules of 3-nitrophthalic acid, C8H5NO6, the 2-carboxyl group, which is the central of the three substituents, is almost orthogonal to the arene ring, while the other two substituents are effectively coplanar with the ring. The molecules are linked by two O-H...O hydrogen bonds [H...O = 1.86 and 1.89 Angstrom, O...O = 2.6983 (13) and 2.6809 (12) Angstrom, and O-H...O = 172 and 155degrees] into sheets containing alternating R-2(2) (8) and R-6(6) (36) rings; these sheets are linked into a three-dimensional framework by a single C-H...O hydrogen bond [H...O = 2.41 Angstrom, C...O = 3.2663 (15) Angstrom and C-H...O = 150degrees].

Original language	English
Pages (from-to)	o144-o146
Number of pages	3
Journal	Acta Crystallographica Section C: Crystal Structure Communications
Volume	C59
DOIs	https://doi.org/10.1107/S0108270103002555
Publication status	Published - Mar 2003

Keywords

NEUTRON-DIFFRACTION
CRYSTAL-STRUCTURE
BENZOIC-ACID
TEMPERATURE

Access to Document

10.1107/S0108270103002555

Cite this

@article{fdc30594fc534f6183e06658b2ba5471,

title = "3-Nitrophthalic acid: C(4) and R22(8) motifs of O-H...O hydrogen bonds generate sheets which are linked by C-H...O hydrogen bonds",

abstract = "In molecules of 3-nitrophthalic acid, C8H5NO6, the 2-carboxyl group, which is the central of the three substituents, is almost orthogonal to the arene ring, while the other two substituents are effectively coplanar with the ring. The molecules are linked by two O-H...O hydrogen bonds [H...O = 1.86 and 1.89 Angstrom, O...O = 2.6983 (13) and 2.6809 (12) Angstrom, and O-H...O = 172 and 155degrees] into sheets containing alternating R-2(2) (8) and R-6(6) (36) rings; these sheets are linked into a three-dimensional framework by a single C-H...O hydrogen bond [H...O = 2.41 Angstrom, C...O = 3.2663 (15) Angstrom and C-H...O = 150degrees].",

keywords = "NEUTRON-DIFFRACTION, CRYSTAL-STRUCTURE, BENZOIC-ACID, TEMPERATURE",

author = "Christopher Glidewell and JN Low and JMS Skakle and JL Wardell",

year = "2003",

month = mar,

doi = "10.1107/S0108270103002555",

language = "English",

volume = "C59",

pages = "o144--o146",

journal = "Acta Crystallographica Section C: Crystal Structure Communications",

issn = "0108-2701",

publisher = "International Union of Crystallography",

}

TY - JOUR

T1 - 3-Nitrophthalic acid: C(4) and R22(8) motifs of O-H...O hydrogen bonds generate sheets which are linked by C-H...O hydrogen bonds

AU - Glidewell, Christopher

AU - Low, JN

AU - Skakle, JMS

AU - Wardell, JL

PY - 2003/3

Y1 - 2003/3

N2 - In molecules of 3-nitrophthalic acid, C8H5NO6, the 2-carboxyl group, which is the central of the three substituents, is almost orthogonal to the arene ring, while the other two substituents are effectively coplanar with the ring. The molecules are linked by two O-H...O hydrogen bonds [H...O = 1.86 and 1.89 Angstrom, O...O = 2.6983 (13) and 2.6809 (12) Angstrom, and O-H...O = 172 and 155degrees] into sheets containing alternating R-2(2) (8) and R-6(6) (36) rings; these sheets are linked into a three-dimensional framework by a single C-H...O hydrogen bond [H...O = 2.41 Angstrom, C...O = 3.2663 (15) Angstrom and C-H...O = 150degrees].

AB - In molecules of 3-nitrophthalic acid, C8H5NO6, the 2-carboxyl group, which is the central of the three substituents, is almost orthogonal to the arene ring, while the other two substituents are effectively coplanar with the ring. The molecules are linked by two O-H...O hydrogen bonds [H...O = 1.86 and 1.89 Angstrom, O...O = 2.6983 (13) and 2.6809 (12) Angstrom, and O-H...O = 172 and 155degrees] into sheets containing alternating R-2(2) (8) and R-6(6) (36) rings; these sheets are linked into a three-dimensional framework by a single C-H...O hydrogen bond [H...O = 2.41 Angstrom, C...O = 3.2663 (15) Angstrom and C-H...O = 150degrees].

KW - NEUTRON-DIFFRACTION

KW - CRYSTAL-STRUCTURE

KW - BENZOIC-ACID

KW - TEMPERATURE

U2 - 10.1107/S0108270103002555

DO - 10.1107/S0108270103002555

M3 - Article

SN - 0108-2701

VL - C59

SP - o144-o146

JO - Acta Crystallographica Section C: Crystal Structure Communications

JF - Acta Crystallographica Section C: Crystal Structure Communications