electronic papers catena-poly[[bis(nitrato)(pyrimidine)copper(ii)]-l-pyrimidine-n:n 0 ] Ivonne Riggio et al.
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1 electronic papers Acta Crystallographica Section C Crystal Structure Communications ISSN catena-poly[[bis(nitrato)(pyrimidine)copper(ii)]-l-pyrimidine-n:n 0 ] Ivonne Riggio et al. Electronic paper This paper is published electronically. It meets the data-validation criteria for publication in Acta Crystallographica Section C. The submission has been checked by a Section C Co-editor though the text in the `Comments' section is the responsibility of the authors. # 2000 International Union of Crystallography Printed in Great Britain ± all rights reserved Acta Cryst. (2000). C56, e380±e381 Ivonne Riggio et al. [Cu(NO 3 ) 2 (C 4 H 4 N 2 ) 2 ]
2 electronic papers Acta Crystallographica Section C Crystal Structure Communications ISSN semicoordinating distance [Cu1O (3) A Ê ]. One of the pyrimidine ligands bridges the Cu atoms, forming a polymeric two-dimensional network, while a second pyrimidine ligand acts as a monodentate ligand. This is quite uncommon catena-poly[[bis(nitrato)(pyrimidine)- copper(ii)]-l-pyrimidine-n:n 0 ] Ivonne Riggio, a ² Gerard A. van Albada, a Ilpo Mutikainen, b Urho Turpeinen b and Jan Reedijk a * a Leiden Institute of Chemistry, Gorlaeus Laboratories, Leiden University, PO Box 9502, 2300 RA Leiden, The Netherlands, and b Laboratory of Inorganic Chemistry, Department of Chemistry, PO Box 55 (A. I. Virtasen aukio 1), FIN University of Helsinki, Finland Correspondence reedijk@chem.leidenuniv.nl Received 13 July 2000 Accepted 8 August 2000 Data validation number: IUC The title compound, [Cu(NO 3 ) 2 (C 4 H 4 N 2 ) 2 ] n, crystallizes as a linear polymeric compound with one pyrimidine ligand bridging between two Cu II atoms and a second pyrimidine ligand coordinated in a monodentate manner. The distorted octahedral geometry around the Cu II atom consists of two pyrimidine N atoms at distances of (4) and (4) A Ê, and two nitrate O atoms at distances at (3) and (3) A Ê. The apical positions are occupied by an N atom of a bridging pyrimidine ligand [2.291 (4) A Ê ] and a nitrate O atom at a long distance of (3) A Ê. The basal plane is almost planar, with trans angles of (14) and (15). Comment Low-molecular weight bifunctional heterocyclic N-donor molecules have received much interest due to the fact that they can form interesting polymeric structures (van Albada et al., 2000; Batten et al., 1998; Jensen et al., 1999, Manson et al., 1998). With pyrimidine as a ligand and nitrate as an anion, only a few polymeric copper(ii) structures have been reported in which the nitrate anion acts as a monodentate anion and the ligand is bridging between the Cu atoms (Blasco et al., 1994; Carlucci et al., 1998; Power et al., 1998). In the title compound, (I), the Cu II atom is surrounded by two pyrimidine N atoms [Cu1ÐN (4) A Ê and Cu1Ð N (4) A Ê ] and two nitrate O atoms [Cu1ÐO (3) A Ê and Cu1ÐO (3) A Ê ], which form the planar base of the distorted octahedron, with basal angles of (14) (O21ÐCu1ÐO11) and (15) (N21ÐCu1Ð N11). The apical positions are occupied by an N atom of a bridging pyrimidine ligand [Cu1ÐN23 i (4) A Ê ; symmetry code: (i) x, 1 y, z] and a nitrate O atom at a quite long ² Socrates exchange student from the University of Palermo, Department of Inorganic Chemistry, Palermo, Italy. for copper(ii) compounds, but not unprecedented. Spectroscopic measurements were performed to verify the structural features. The ligand eld spectrum, measured as a solid in the diffuse re ectance mode, shows a broad tail-shaped d±d transition band with maxima at 15.4 and cm 1 which is normal for a tetragonal-type CuN 3 O 2 (O) chromophore (Amani Komaei et al., 1999; Driessen et al., 1993; van Koningsbruggen et al., 1993). The EPR spectra measured as a polycrystalline powder showed an axial S = 1 2 spectrum with a g(perp) of 2.09 and a g(par) of Experimental Copper(II) nitrate (1.2 mmol) and pyrimidine (1.2 mmol) were each dissolved in 10 ml of ethanol. The copper(ii) solution was then added slowly to the ligand solution, thereby preventing any precipitation. The solution was ltered to remove any solids and after a few days, blue crystals seperated. Satisfactory elemental analyses were obtained. A crystal was mounted on a glass ber using the oil-drop method (Kottke & Stalke, 1993) and data were collected at 193 K. Crystal data [Cu(NO 3 ) 2 (C 4 H 4 N 2 ) 2 ] M r = Orthorhombic, Pca2 1 a = (2) A Ê b = (2) A Ê c = (3) A Ê V = (5) A Ê 3 Z =4 D x = Mg m 3 Data collection Rigaku AFC-7S diffractometer!±2 scans Absorption correction: scan (North et al., 1968) T min = 0.581, T max = measured re ections 1133 independent re ections 1109 re ections with I > 2(I) Re nement Re nement on F 2 R[F 2 >2(F 2 )] = wr(f 2 ) = S = re ections 190 parameters H-atom parameters constrained Mo K radiation Cell parameters from 25 re ections = 3.5±7.0 = mm 1 T = 193 (2) K Prismatic, blue mm max = h = 11! 0 k = 10! 0 l = 17! 0 3 standard re ections every 200 re ections intensity decay: none w = 1/[ 2 (F o 2 ) + (0.0576P) P] where P =(F o 2 +2F c 2 )/3 (/) max < max = 0.54 e A Ê 3 min = 0.86 e A Ê 3 Absolute structure: Flack (1983) Flack parameter = 0.07 (2) e380 Ivonne Riggio et al. [Cu(NO 3 ) 2 (C 4 H 4 N 2 ) 2 ] Acta Cryst. (2000). C56, e380±e381
3 electronic papers Table 1 Selected geometric parameters (A Ê, ). Cu1ÐO (3) Cu1ÐO (3) Cu1ÐN (4) O21ÐCu1ÐO (14) O21ÐCu1ÐN (14) O11ÐCu1ÐN (14) O21ÐCu1ÐN (15) O11ÐCu1ÐN (15) Symmetry codes: (i) x, 1 y, z. Cu1ÐN (4) Cu1ÐN23 i (4) N21ÐCu1ÐN (15) O21ÐCu1ÐN23 i (15) O11ÐCu1ÐN23 i (14) N21ÐCu1ÐN23 i (14) N11ÐCu1ÐN23 i (15) H atoms were introduced in calculated positions and re ned with xed geometry (CÐH = 0.95 A Ê ) with respect to their carrier atoms. Data collection and cell re nement: AFC-7S software; data reduction: TEXSAN (Molecular Structure Corporation, 1993); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to re ne structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: SHELXL97. The work described in the present paper has been supported by the Leiden University Study group WFMO (Werkgroep Fundamenteel Materialen Onderzoek). IR wishes to thank the Socrates student exchange program. References Albada, G. A. van, Quiroz-Castro, M. E., Mutikainen, I., Turpeinen, U. & Reedijk, J. (2000). Inorg. Chim. Acta, 298, 74±78. Amani Komaei, S., van Albada, G. A., Mutikainen, I., Turpeinen, U. & Reedijk, J. (1999). Polyhedron, 18, 1991±1997. Batten, S. R., Jensen, P., Moubaraki, B., Murray, K. S. & Robson, R. (1998). Chem. Commun. pp. 439±440. Blasco, F., Ortiz, R., Perello, L., Borras, J., Amigo, J. & Debaerdemeaker, T. (1994). J. Inorg. Biochem. 53, 117±126. Carlucci, L., Ciani, G., Macchi, P. & Prosperpio, D. M. (1998). Chem. Commun. pp. 1837±1838. Driessen, W. L., Gorter, S., Haanstra, W. G., Laarhoven, L. J. J., Reedijk, J., Goubitz, K. & Seljee, F. R. (1993). Rec. Trav. Chim. Pays-Bas, 112, 309±313. Flack, H. D (1983). Acta Cryst. A39, 876±881. Jensen, P., Batten, S. R., Fallon, G. D., Moubaraki, B., Murray, K. S. & Price, D. J. (1999). Chem. Commun. pp. 177±178. Koningsbruggen, P. J. van, MuÈ ller, E., Haasnoot, J. G. & Reedijk, J. (1993). Inorg. Chim. Acta, 208, 37±42. Kottke, T. & Stalke, D. (1993). J. Appl. Cryst. 26, 615±619. Manson, J. L., Lee, D. W., Rheingold, A. L. & Miller, J. S. (1998). Inorg. Chem. 37, 5966±5967. Molecular Structure Corporation (1993). TEXSAN. Version 1.6. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351± 359. Power, K. M., Hennigar, T. L. & Zawarotko, M. J. (1998). Chem. Commun. pp. 595±596. Sheldrick, G. M. (1997). SHELXL97 and SHELXS97. University of GoÈ ttingen, Germany. Acta Cryst. (2000). C56, e380±e381 Ivonne Riggio et al. [Cu(NO 3 ) 2 (C 4 H 4 N 2 ) 2 ] e381
4 supporting information [ catena-poly[[bis(nitrato)(pyrimidine)copper(ii)]-µ-pyrimidine-n:n ] Ivonne Riggio, Gerard A. van Albada, Ilpo Mutikainen, Urho Turpeinen and Jan Reedijk Computing details Data collection: AFC-7S software; cell refinement: AFC-7S software; data reduction: TEXSAN (Molecular Structure Corporation, 1993); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: SHELXL97. (I) Crystal data [Cu(NO 3 ) 2 (C 4 H 4 N 2 ) 2 ] M r = Orthorhombic, Pca2 1 a = (2) Å b = (2) Å c = (3) Å V = (5) Å 3 Z = 4 F(000) = 700 Data collection Rigaku AFC-7S diffractometer Radiation source: fine-focus sealed tube Graphite monochromator ω 2θ scans Absorption correction: ψ scan (North et al., 1968) T min = 0.581, T max = measured reflections Refinement Refinement on F 2 Least-squares matrix: full R[F 2 > 2σ(F 2 )] = wr(f 2 ) = S = reflections 190 parameters 1 restraint Primary atom site location: structure-invariant direct methods Secondary atom site location: difference Fourier map D x = Mg m 3 Mo Kα radiation, λ = Å Cell parameters from 25 reflections θ = µ = 1.86 mm 1 T = 193 K Prismatic, blue mm 1133 independent reflections 1109 reflections with I > 2σ(I) R int = θ max = 25.2, θ min = 2.9 h = 11 0 k = 10 0 l = standard reflections every 200 reflections intensity decay: 0.0% Hydrogen site location: inferred from neighbouring sites H-atom parameters constrained Calculated w = 1/[σ 2 (F o2 ) + (0.0576P) P] where P = (F o 2 + 2F c2 )/3 (Δ/σ) max < Δρ max = 0.54 e Å 3 Δρ min = 0.86 e Å 3 Absolute structure: Flack (1983) Absolute structure parameter: 0.07 (2) sup-1
5 Special details Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wr and goodness of fit S are based on F 2, conventional R-factors R are based on F, with F set to zero for negative F 2. The threshold expression of F 2 > σ(f 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 ) x y z U iso */U eq Cu (4) (5) (6) (18) N (4) (4) (3) (8) C (5) (5) (4) (10) H12A * N (5) (5) (4) (11) C (5) (5) (4) (11) H14A * C (5) (6) (4) (10) H15A * C (5) (5) (3) (9) H16A * N (3) (4) (3) (7) C (4) (5) (3) (9) H22A * N (4) (5) (3) (7) C (5) (5) (3) (9) H24A * C (5) (5) (4) (10) H25A * C (5) (6) (4) (10) H26A * N (4) (4) (3) (8) O (3) (4) (2) (7) O (3) (4) (3) (8) O (3) (5) (3) (9) N (4) (4) (3) (8) O (4) (3) (3) (7) O (3) (4) (3) (10) O (4) (4) (2) (8) Atomic displacement parameters (Å 2 ) U 11 U 22 U 33 U 12 U 13 U 23 Cu (3) (3) (3) (16) (2) (3) N (17) (16) (2) (15) (16) (16) C (2) (2) (3) (19) (2) (2) sup-2
6 N (3) (19) (3) (17) (2) (2) C (3) (2) (3) (18) (2) (18) C (2) (3) (2) (2) (19) (2) C (2) (2) (2) (18) (2) (18) N (16) (15) (16) (13) (15) (16) C (18) (2) (2) (16) (15) (16) N (16) (17) (2) (15) (16) (18) C (2) (2) (2) (19) (19) (2) C (2) (2) (3) (2) (2) (2) C (18) (2) (2) (18) (19) (2) N (18) (18) (2) (15) (17) (17) O (15) (15) (17) (12) (13) (13) O (17) (2) (18) (16) (15) (17) O (2) (2) (18) (15) (14) (17) N (19) (16) (2) (16) (17) (16) O (17) (18) (17) (11) (15) (13) O (2) (2) (2) (12) (15) (16) O (19) (17) (2) (15) (16) (15) Geometric parameters (Å, º) Cu1 O (3) N21 C (6) Cu1 O (3) C22 N (5) Cu1 N (4) C22 H22A Cu1 N (4) N23 C (6) Cu1 N23 i (4) N23 Cu1 ii (4) N11 C (6) C24 C (7) N11 C (6) C24 H24A C12 N (7) C25 C (7) C12 H12A C25 H25A N13 C (7) C26 H26A C14 C (7) N1 O (6) C14 H14A N1 O (5) C15 C (6) N1 O (5) C15 H15A N2 O (5) C16 H16A N2 O (6) N21 C (6) N2 O (5) O21 Cu1 O (14) C26 N21 C (4) O21 Cu1 N (14) C26 N21 Cu (3) O11 Cu1 N (14) C22 N21 Cu (3) O21 Cu1 N (15) N23 C22 N (4) O11 Cu1 N (15) N23 C22 H22A N21 Cu1 N (15) N21 C22 H22A O21 Cu1 N23 i (15) C22 N23 C (4) O11 Cu1 N23 i (14) C22 N23 Cu1 ii (3) N21 Cu1 N23 i (14) C24 N23 Cu1 ii (3) N11 Cu1 N23 i (15) N23 C24 C (4) sup-3
7 C12 N11 C (4) N23 C24 H24A C12 N11 Cu (3) C25 C24 H24A C16 N11 Cu (3) C24 C25 C (4) N13 C12 N (5) C24 C25 H25A N13 C12 H12A C26 C25 H25A N11 C12 H12A N21 C26 C (4) C14 N13 C (4) N21 C26 H26A N13 C14 C (5) C25 C26 H26A N13 C14 H14A O13 N1 O (4) C15 C14 H14A O13 N1 O (4) C14 C15 C (4) O12 N1 O (4) C14 C15 H15A N1 O11 Cu (3) C16 C15 H15A O23 N2 O (4) N11 C16 C (4) O23 N2 O (4) N11 C16 H16A O22 N2 O (4) C15 C16 H16A N2 O21 Cu (3) Symmetry codes: (i) x+1/2, y+1, z; (ii) x 1/2, y+1, z. sup-4
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