Molecular structures of the copper-amino acid complexes bis(L-leucinato)copper(II) and bis(D,L-2-aminobutyrato)copper(II)

Timothy G. Fawcett, Henry Michael Ushay, John P. Rose, Roger A. Lalancette, Joseph A. Potenza, Harvey J. Schugar

Research output: Contribution to journalArticle

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Abstract

The crystal structures of the title complexes, Cu(L-leu)2 and Cu(D,L-but)2, have been determined by single-crystal three-dimensional X-ray techniques. Crystal data for the two complexes are as follows. Cu(L-leu)2, Cu(H2NCH-(CO2)CH2CH(CH3) 2)2: space group P21; a = 9.725 (4), b = 5.127 (1), c = 14.689 (6) Å; β = 105.79 (3)°; dobsd = 1.532 (5), dcalcd = 1-525 g/cm3; Z = 2. Cu(D,L-but)2, Cu(H2NCH(CO2)CH2CH3)2: space group P21/c; a = 11.138 (6), b = 5.066 (1), c = 9.487 (6) Å; β = 92.15 (6)°; dobsd = 1.66 (2), dcalcd = 1.662 g/cm3; Z = 2. Full-matrix least-squares refinement of 1683 and 1552 reflections with F2 > 3σ(F2) gave final values for RF of 0.032 and 0.037 for Cu(L-leu)2 and Cu(D,L-but)2, respectively. Both structures consist of tetragonally coordinated Cu(II) ions arranged in isolated sheets. Equatorial N2O2 ligation is provided by trans coordination of two amino acids, while axial Cu-O ligation by two neighboring amino acids completes the metal coordination and links the CuL2 units to form carboxylate-bridged sheets of Cu(II) ions. Intermolecular N-H⋯O hydrogen bonds further link the CuL2 units within each sheet. Coordination of the polar ends of the amino acids with Cu(II) allows the nonpolar side chains to align, creating hydrophobic regions which are slightly different in both structures. Bond distances and angles within the coordination spheres are typical, while C-C-C bond angles at the hydrophilic-hydrophobic juncture are ∼6° larger than the remaining C-C-C angles. These large angles are attributed to modest steric strain between the carboxylate, amino, and alkyl groups attached to the α carbon atom. The structures are compared with those of their free amino acids and those of other Cu(II) amino acid complexes.

Original languageEnglish (US)
Pages (from-to)327-332
Number of pages6
JournalInorganic Chemistry
Volume18
Issue number2
StatePublished - 1979
Externally publishedYes

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Molecular structure
amino acids
Copper
molecular structure
Amino Acids
copper
carboxylates
Ions
Hydrogen bonds
ions
Carbon
Crystal structure
Metals
Single crystals
hydrogen bonds
X rays
Atoms
Crystals
crystal structure
carbon

ASJC Scopus subject areas

  • Inorganic Chemistry

Cite this

Fawcett, T. G., Ushay, H. M., Rose, J. P., Lalancette, R. A., Potenza, J. A., & Schugar, H. J. (1979). Molecular structures of the copper-amino acid complexes bis(L-leucinato)copper(II) and bis(D,L-2-aminobutyrato)copper(II). Inorganic Chemistry, 18(2), 327-332.

Molecular structures of the copper-amino acid complexes bis(L-leucinato)copper(II) and bis(D,L-2-aminobutyrato)copper(II). / Fawcett, Timothy G.; Ushay, Henry Michael; Rose, John P.; Lalancette, Roger A.; Potenza, Joseph A.; Schugar, Harvey J.

In: Inorganic Chemistry, Vol. 18, No. 2, 1979, p. 327-332.

Research output: Contribution to journalArticle

Fawcett, TG, Ushay, HM, Rose, JP, Lalancette, RA, Potenza, JA & Schugar, HJ 1979, 'Molecular structures of the copper-amino acid complexes bis(L-leucinato)copper(II) and bis(D,L-2-aminobutyrato)copper(II)', Inorganic Chemistry, vol. 18, no. 2, pp. 327-332.
Fawcett, Timothy G. ; Ushay, Henry Michael ; Rose, John P. ; Lalancette, Roger A. ; Potenza, Joseph A. ; Schugar, Harvey J. / Molecular structures of the copper-amino acid complexes bis(L-leucinato)copper(II) and bis(D,L-2-aminobutyrato)copper(II). In: Inorganic Chemistry. 1979 ; Vol. 18, No. 2. pp. 327-332.
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title = "Molecular structures of the copper-amino acid complexes bis(L-leucinato)copper(II) and bis(D,L-2-aminobutyrato)copper(II)",
abstract = "The crystal structures of the title complexes, Cu(L-leu)2 and Cu(D,L-but)2, have been determined by single-crystal three-dimensional X-ray techniques. Crystal data for the two complexes are as follows. Cu(L-leu)2, Cu(H2NCH-(CO2)CH2CH(CH3) 2)2: space group P21; a = 9.725 (4), b = 5.127 (1), c = 14.689 (6) {\AA}; β = 105.79 (3)°; dobsd = 1.532 (5), dcalcd = 1-525 g/cm3; Z = 2. Cu(D,L-but)2, Cu(H2NCH(CO2)CH2CH3)2: space group P21/c; a = 11.138 (6), b = 5.066 (1), c = 9.487 (6) {\AA}; β = 92.15 (6)°; dobsd = 1.66 (2), dcalcd = 1.662 g/cm3; Z = 2. Full-matrix least-squares refinement of 1683 and 1552 reflections with F2 > 3σ(F2) gave final values for RF of 0.032 and 0.037 for Cu(L-leu)2 and Cu(D,L-but)2, respectively. Both structures consist of tetragonally coordinated Cu(II) ions arranged in isolated sheets. Equatorial N2O2 ligation is provided by trans coordination of two amino acids, while axial Cu-O ligation by two neighboring amino acids completes the metal coordination and links the CuL2 units to form carboxylate-bridged sheets of Cu(II) ions. Intermolecular N-H⋯O hydrogen bonds further link the CuL2 units within each sheet. Coordination of the polar ends of the amino acids with Cu(II) allows the nonpolar side chains to align, creating hydrophobic regions which are slightly different in both structures. Bond distances and angles within the coordination spheres are typical, while C-C-C bond angles at the hydrophilic-hydrophobic juncture are ∼6° larger than the remaining C-C-C angles. These large angles are attributed to modest steric strain between the carboxylate, amino, and alkyl groups attached to the α carbon atom. The structures are compared with those of their free amino acids and those of other Cu(II) amino acid complexes.",
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T1 - Molecular structures of the copper-amino acid complexes bis(L-leucinato)copper(II) and bis(D,L-2-aminobutyrato)copper(II)

AU - Fawcett, Timothy G.

AU - Ushay, Henry Michael

AU - Rose, John P.

AU - Lalancette, Roger A.

AU - Potenza, Joseph A.

AU - Schugar, Harvey J.

PY - 1979

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N2 - The crystal structures of the title complexes, Cu(L-leu)2 and Cu(D,L-but)2, have been determined by single-crystal three-dimensional X-ray techniques. Crystal data for the two complexes are as follows. Cu(L-leu)2, Cu(H2NCH-(CO2)CH2CH(CH3) 2)2: space group P21; a = 9.725 (4), b = 5.127 (1), c = 14.689 (6) Å; β = 105.79 (3)°; dobsd = 1.532 (5), dcalcd = 1-525 g/cm3; Z = 2. Cu(D,L-but)2, Cu(H2NCH(CO2)CH2CH3)2: space group P21/c; a = 11.138 (6), b = 5.066 (1), c = 9.487 (6) Å; β = 92.15 (6)°; dobsd = 1.66 (2), dcalcd = 1.662 g/cm3; Z = 2. Full-matrix least-squares refinement of 1683 and 1552 reflections with F2 > 3σ(F2) gave final values for RF of 0.032 and 0.037 for Cu(L-leu)2 and Cu(D,L-but)2, respectively. Both structures consist of tetragonally coordinated Cu(II) ions arranged in isolated sheets. Equatorial N2O2 ligation is provided by trans coordination of two amino acids, while axial Cu-O ligation by two neighboring amino acids completes the metal coordination and links the CuL2 units to form carboxylate-bridged sheets of Cu(II) ions. Intermolecular N-H⋯O hydrogen bonds further link the CuL2 units within each sheet. Coordination of the polar ends of the amino acids with Cu(II) allows the nonpolar side chains to align, creating hydrophobic regions which are slightly different in both structures. Bond distances and angles within the coordination spheres are typical, while C-C-C bond angles at the hydrophilic-hydrophobic juncture are ∼6° larger than the remaining C-C-C angles. These large angles are attributed to modest steric strain between the carboxylate, amino, and alkyl groups attached to the α carbon atom. The structures are compared with those of their free amino acids and those of other Cu(II) amino acid complexes.

AB - The crystal structures of the title complexes, Cu(L-leu)2 and Cu(D,L-but)2, have been determined by single-crystal three-dimensional X-ray techniques. Crystal data for the two complexes are as follows. Cu(L-leu)2, Cu(H2NCH-(CO2)CH2CH(CH3) 2)2: space group P21; a = 9.725 (4), b = 5.127 (1), c = 14.689 (6) Å; β = 105.79 (3)°; dobsd = 1.532 (5), dcalcd = 1-525 g/cm3; Z = 2. Cu(D,L-but)2, Cu(H2NCH(CO2)CH2CH3)2: space group P21/c; a = 11.138 (6), b = 5.066 (1), c = 9.487 (6) Å; β = 92.15 (6)°; dobsd = 1.66 (2), dcalcd = 1.662 g/cm3; Z = 2. Full-matrix least-squares refinement of 1683 and 1552 reflections with F2 > 3σ(F2) gave final values for RF of 0.032 and 0.037 for Cu(L-leu)2 and Cu(D,L-but)2, respectively. Both structures consist of tetragonally coordinated Cu(II) ions arranged in isolated sheets. Equatorial N2O2 ligation is provided by trans coordination of two amino acids, while axial Cu-O ligation by two neighboring amino acids completes the metal coordination and links the CuL2 units to form carboxylate-bridged sheets of Cu(II) ions. Intermolecular N-H⋯O hydrogen bonds further link the CuL2 units within each sheet. Coordination of the polar ends of the amino acids with Cu(II) allows the nonpolar side chains to align, creating hydrophobic regions which are slightly different in both structures. Bond distances and angles within the coordination spheres are typical, while C-C-C bond angles at the hydrophilic-hydrophobic juncture are ∼6° larger than the remaining C-C-C angles. These large angles are attributed to modest steric strain between the carboxylate, amino, and alkyl groups attached to the α carbon atom. The structures are compared with those of their free amino acids and those of other Cu(II) amino acid complexes.

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