Supramolecular structures of four isomorphous anilinium 2-carboxy-4-nitrobenzoates salts: 4-X-C6H4NH3+C8H4NO6 - (X=H, Cl, Br and I)

C. Glidewell, Janet Mabel Scott Skakle, J. L. Wardell

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16 Citations (Scopus)

Abstract

Anilinium 2-carboxy-4-nitrobenzoate, C6H8N+• C8H4NO6-, (1), 4-chloroanilinium 2-carboxy-4-nitrobenzoate, C6H7ClN+•-C8H4NO6-, (II), 4-bromoanilinium 2-carboxy-4-nitrobenzoate, C6H7BrN+• C8H4NO6-, (III), and 4-iodoanilinium 2-carboxy-4-nitrobenzoate, C6H7IN+• C8H4NO6-, (IV), are approximately isostructural. In each compound, the ions are linked into complex sheets by a combination of O-H••• O and N-H••• O hydrogen bonds. Within the sheets, two distinct one-dimensional substructures can be identified, viz. a chain of edge-fused R-3(3)(13) rings and a double helix of simple C-2(2)(9) chains. In (1) and (IV), the sheets are linked by a C-H••• O-nitro hydrogen bond and a two-centre C-I••• O-nitro interaction, respectively, but the corresponding C-Cl••• O and C-Br••• O contact distances in (II) and (III) are not significantly shorter than the sum of the van der Waals radii.

Original languageEnglish
Pages (from-to)o276-o280
Number of pages5
JournalActa Crystallographica Section C, Crystal Structure Communications
VolumeC61
DOIs
Publication statusPublished - 2005

Keywords

  • CRYSTALS

Cite this

@article{874e828d3de147a194649fafde58b921,
title = "Supramolecular structures of four isomorphous anilinium 2-carboxy-4-nitrobenzoates salts: 4-X-C6H4NH3+C8H4NO6 - (X=H, Cl, Br and I)",
abstract = "Anilinium 2-carboxy-4-nitrobenzoate, C6H8N+• C8H4NO6-, (1), 4-chloroanilinium 2-carboxy-4-nitrobenzoate, C6H7ClN+•-C8H4NO6-, (II), 4-bromoanilinium 2-carboxy-4-nitrobenzoate, C6H7BrN+• C8H4NO6-, (III), and 4-iodoanilinium 2-carboxy-4-nitrobenzoate, C6H7IN+• C8H4NO6-, (IV), are approximately isostructural. In each compound, the ions are linked into complex sheets by a combination of O-H••• O and N-H••• O hydrogen bonds. Within the sheets, two distinct one-dimensional substructures can be identified, viz. a chain of edge-fused R-3(3)(13) rings and a double helix of simple C-2(2)(9) chains. In (1) and (IV), the sheets are linked by a C-H••• O-nitro hydrogen bond and a two-centre C-I••• O-nitro interaction, respectively, but the corresponding C-Cl••• O and C-Br••• O contact distances in (II) and (III) are not significantly shorter than the sum of the van der Waals radii.",
keywords = "CRYSTALS",
author = "C. Glidewell and Skakle, {Janet Mabel Scott} and Wardell, {J. L.}",
year = "2005",
doi = "10.1107/S0108270105007286",
language = "English",
volume = "C61",
pages = "o276--o280",
journal = "Acta Crystallographica Section C, Crystal Structure Communications",
issn = "0108-2701",
publisher = "Wiley-Blackwell",

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TY - JOUR

T1 - Supramolecular structures of four isomorphous anilinium 2-carboxy-4-nitrobenzoates salts: 4-X-C6H4NH3+C8H4NO6 - (X=H, Cl, Br and I)

AU - Glidewell, C.

AU - Skakle, Janet Mabel Scott

AU - Wardell, J. L.

PY - 2005

Y1 - 2005

N2 - Anilinium 2-carboxy-4-nitrobenzoate, C6H8N+• C8H4NO6-, (1), 4-chloroanilinium 2-carboxy-4-nitrobenzoate, C6H7ClN+•-C8H4NO6-, (II), 4-bromoanilinium 2-carboxy-4-nitrobenzoate, C6H7BrN+• C8H4NO6-, (III), and 4-iodoanilinium 2-carboxy-4-nitrobenzoate, C6H7IN+• C8H4NO6-, (IV), are approximately isostructural. In each compound, the ions are linked into complex sheets by a combination of O-H••• O and N-H••• O hydrogen bonds. Within the sheets, two distinct one-dimensional substructures can be identified, viz. a chain of edge-fused R-3(3)(13) rings and a double helix of simple C-2(2)(9) chains. In (1) and (IV), the sheets are linked by a C-H••• O-nitro hydrogen bond and a two-centre C-I••• O-nitro interaction, respectively, but the corresponding C-Cl••• O and C-Br••• O contact distances in (II) and (III) are not significantly shorter than the sum of the van der Waals radii.

AB - Anilinium 2-carboxy-4-nitrobenzoate, C6H8N+• C8H4NO6-, (1), 4-chloroanilinium 2-carboxy-4-nitrobenzoate, C6H7ClN+•-C8H4NO6-, (II), 4-bromoanilinium 2-carboxy-4-nitrobenzoate, C6H7BrN+• C8H4NO6-, (III), and 4-iodoanilinium 2-carboxy-4-nitrobenzoate, C6H7IN+• C8H4NO6-, (IV), are approximately isostructural. In each compound, the ions are linked into complex sheets by a combination of O-H••• O and N-H••• O hydrogen bonds. Within the sheets, two distinct one-dimensional substructures can be identified, viz. a chain of edge-fused R-3(3)(13) rings and a double helix of simple C-2(2)(9) chains. In (1) and (IV), the sheets are linked by a C-H••• O-nitro hydrogen bond and a two-centre C-I••• O-nitro interaction, respectively, but the corresponding C-Cl••• O and C-Br••• O contact distances in (II) and (III) are not significantly shorter than the sum of the van der Waals radii.

KW - CRYSTALS

U2 - 10.1107/S0108270105007286

DO - 10.1107/S0108270105007286

M3 - Article

VL - C61

SP - o276-o280

JO - Acta Crystallographica Section C, Crystal Structure Communications

JF - Acta Crystallographica Section C, Crystal Structure Communications

SN - 0108-2701

ER -