Segregated aromatic π–π stacking interactions involving fluorinated and non-fluorinated benzene rings: Cu(py)2(pfb)2 and Cu(py)2(pfb)2(H2O) (py = pyridine and pfb = pentafluorobenzoate)

Raj Pal Sharma, Anju Saini, Sukhjinder Singh, Paloth Venugopalan, William T. A. Harrison

Research output: Contribution to journalArticle

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Abstract

The syntheses, physical characterization and crystal structures of two new molecular copper(II) complexes of composition [Cu(C5H5N)(2)(C7F5O2)(2)] (1) and [Cu(C5H5N)(2)(C7E5O2)(2)(H2O)] (2) (C5H5N = Py = pyridine and C7F5O2- = pfb = pentafluorobenzoate) are reported. Single-crystal X-ray structure determinations revealed that in 1, the Cu2+ ion, which lies on a crystallographic inversion centre, is coordinated to two py molecules and two oxygen atoms from two monodentate pfb anions, resulting in a trans-CuN2O2 square planar geometry. In 2, the Cu2+ ion is also coordinated to two py and two pfb species in addition to a water molecule in the apical site of a distorted CuN2O3 square pyramid. In the crystal packing, both 1 and 2 show segregated aromatic pi-pi stacking interactions in which (py + py) and (pfb + pfb) ring-pairings are seen, but no (py + pfb) pairings occur. Crystal data: 1: C24H10CuF10N2O4, M-r = 643.88, space group P (1) over bar, a = 8.0777 (3) angstrom, b = 8.0937 (3) angstrom, c = 10.5045 (5) angstrom, alpha = 90.916 (3)degrees, beta = 93.189 (2)degrees, gamma = 118.245 (3)degrees, V = 603.36 (4) angstrom(3), Z = 1.2: C24H12CuF10N2O5, M-r = 661.90, space group P (1) over bar, a = 7.5913 (5) angstrom, b = 15.6517 (6) angstrom, c = 21.1820 (14) angstrom, alpha = 95.697 (4)degrees, beta = 94.506 (2)degrees, gamma = 91.492 (4)degrees, V = 2495.2 (3) angstrom(3), Z = 4. (C) 2009 Elsevier B.V. All rights reserved.

Original languageEnglish
Pages (from-to)456-460
Number of pages5
JournalJournal of Fluorine Chemistry
Volume131
Issue number4
Early online date4 Jan 2010
DOIs
Publication statusPublished - Apr 2010

Keywords

  • copper(II)
  • pentafluorobenzoate
  • pi-pi stacking interactions
  • complexes
  • benzoate
  • crystal
  • ligands

Cite this

Segregated aromatic π–π stacking interactions involving fluorinated and non-fluorinated benzene rings : Cu(py)2(pfb)2 and Cu(py)2(pfb)2(H2O) (py = pyridine and pfb = pentafluorobenzoate). / Sharma, Raj Pal; Saini, Anju; Singh, Sukhjinder; Venugopalan, Paloth; Harrison, William T. A.

In: Journal of Fluorine Chemistry, Vol. 131, No. 4, 04.2010, p. 456-460.

Research output: Contribution to journalArticle

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title = "Segregated aromatic π–π stacking interactions involving fluorinated and non-fluorinated benzene rings: Cu(py)2(pfb)2 and Cu(py)2(pfb)2(H2O) (py = pyridine and pfb = pentafluorobenzoate)",
abstract = "The syntheses, physical characterization and crystal structures of two new molecular copper(II) complexes of composition [Cu(C5H5N)(2)(C7F5O2)(2)] (1) and [Cu(C5H5N)(2)(C7E5O2)(2)(H2O)] (2) (C5H5N = Py = pyridine and C7F5O2- = pfb = pentafluorobenzoate) are reported. Single-crystal X-ray structure determinations revealed that in 1, the Cu2+ ion, which lies on a crystallographic inversion centre, is coordinated to two py molecules and two oxygen atoms from two monodentate pfb anions, resulting in a trans-CuN2O2 square planar geometry. In 2, the Cu2+ ion is also coordinated to two py and two pfb species in addition to a water molecule in the apical site of a distorted CuN2O3 square pyramid. In the crystal packing, both 1 and 2 show segregated aromatic pi-pi stacking interactions in which (py + py) and (pfb + pfb) ring-pairings are seen, but no (py + pfb) pairings occur. Crystal data: 1: C24H10CuF10N2O4, M-r = 643.88, space group P (1) over bar, a = 8.0777 (3) angstrom, b = 8.0937 (3) angstrom, c = 10.5045 (5) angstrom, alpha = 90.916 (3)degrees, beta = 93.189 (2)degrees, gamma = 118.245 (3)degrees, V = 603.36 (4) angstrom(3), Z = 1.2: C24H12CuF10N2O5, M-r = 661.90, space group P (1) over bar, a = 7.5913 (5) angstrom, b = 15.6517 (6) angstrom, c = 21.1820 (14) angstrom, alpha = 95.697 (4)degrees, beta = 94.506 (2)degrees, gamma = 91.492 (4)degrees, V = 2495.2 (3) angstrom(3), Z = 4. (C) 2009 Elsevier B.V. All rights reserved.",
keywords = "copper(II), pentafluorobenzoate, pi-pi stacking interactions, complexes, benzoate, crystal, ligands",
author = "Sharma, {Raj Pal} and Anju Saini and Sukhjinder Singh and Paloth Venugopalan and Harrison, {William T. A.}",
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T1 - Segregated aromatic π–π stacking interactions involving fluorinated and non-fluorinated benzene rings

T2 - Cu(py)2(pfb)2 and Cu(py)2(pfb)2(H2O) (py = pyridine and pfb = pentafluorobenzoate)

AU - Sharma, Raj Pal

AU - Saini, Anju

AU - Singh, Sukhjinder

AU - Venugopalan, Paloth

AU - Harrison, William T. A.

PY - 2010/4

Y1 - 2010/4

N2 - The syntheses, physical characterization and crystal structures of two new molecular copper(II) complexes of composition [Cu(C5H5N)(2)(C7F5O2)(2)] (1) and [Cu(C5H5N)(2)(C7E5O2)(2)(H2O)] (2) (C5H5N = Py = pyridine and C7F5O2- = pfb = pentafluorobenzoate) are reported. Single-crystal X-ray structure determinations revealed that in 1, the Cu2+ ion, which lies on a crystallographic inversion centre, is coordinated to two py molecules and two oxygen atoms from two monodentate pfb anions, resulting in a trans-CuN2O2 square planar geometry. In 2, the Cu2+ ion is also coordinated to two py and two pfb species in addition to a water molecule in the apical site of a distorted CuN2O3 square pyramid. In the crystal packing, both 1 and 2 show segregated aromatic pi-pi stacking interactions in which (py + py) and (pfb + pfb) ring-pairings are seen, but no (py + pfb) pairings occur. Crystal data: 1: C24H10CuF10N2O4, M-r = 643.88, space group P (1) over bar, a = 8.0777 (3) angstrom, b = 8.0937 (3) angstrom, c = 10.5045 (5) angstrom, alpha = 90.916 (3)degrees, beta = 93.189 (2)degrees, gamma = 118.245 (3)degrees, V = 603.36 (4) angstrom(3), Z = 1.2: C24H12CuF10N2O5, M-r = 661.90, space group P (1) over bar, a = 7.5913 (5) angstrom, b = 15.6517 (6) angstrom, c = 21.1820 (14) angstrom, alpha = 95.697 (4)degrees, beta = 94.506 (2)degrees, gamma = 91.492 (4)degrees, V = 2495.2 (3) angstrom(3), Z = 4. (C) 2009 Elsevier B.V. All rights reserved.

AB - The syntheses, physical characterization and crystal structures of two new molecular copper(II) complexes of composition [Cu(C5H5N)(2)(C7F5O2)(2)] (1) and [Cu(C5H5N)(2)(C7E5O2)(2)(H2O)] (2) (C5H5N = Py = pyridine and C7F5O2- = pfb = pentafluorobenzoate) are reported. Single-crystal X-ray structure determinations revealed that in 1, the Cu2+ ion, which lies on a crystallographic inversion centre, is coordinated to two py molecules and two oxygen atoms from two monodentate pfb anions, resulting in a trans-CuN2O2 square planar geometry. In 2, the Cu2+ ion is also coordinated to two py and two pfb species in addition to a water molecule in the apical site of a distorted CuN2O3 square pyramid. In the crystal packing, both 1 and 2 show segregated aromatic pi-pi stacking interactions in which (py + py) and (pfb + pfb) ring-pairings are seen, but no (py + pfb) pairings occur. Crystal data: 1: C24H10CuF10N2O4, M-r = 643.88, space group P (1) over bar, a = 8.0777 (3) angstrom, b = 8.0937 (3) angstrom, c = 10.5045 (5) angstrom, alpha = 90.916 (3)degrees, beta = 93.189 (2)degrees, gamma = 118.245 (3)degrees, V = 603.36 (4) angstrom(3), Z = 1.2: C24H12CuF10N2O5, M-r = 661.90, space group P (1) over bar, a = 7.5913 (5) angstrom, b = 15.6517 (6) angstrom, c = 21.1820 (14) angstrom, alpha = 95.697 (4)degrees, beta = 94.506 (2)degrees, gamma = 91.492 (4)degrees, V = 2495.2 (3) angstrom(3), Z = 4. (C) 2009 Elsevier B.V. All rights reserved.

KW - copper(II)

KW - pentafluorobenzoate

KW - pi-pi stacking interactions

KW - complexes

KW - benzoate

KW - crystal

KW - ligands

U2 - 10.1016/j.jfluchem.2009.12.020

DO - 10.1016/j.jfluchem.2009.12.020

M3 - Article

VL - 131

SP - 456

EP - 460

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

SN - 0022-1139

IS - 4

ER -