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Acta Crystallogr Sect E Struct Rep Online. 2008 December 1; 64(Pt 12): m1577.
Published online 2008 November 20. doi:  10.1107/S1600536808037744
PMCID: PMC2959958

catena-Poly[[(1,10-phenanthroline-κ2 N,N′)copper(I)]-μ-thiocyanato-κ2 N:S-[(1,10-phenanthroline-κ2 N,N′)copper(I)]-μ-cyanido-κ2 N:C]

Abstract

In the title complex, [Cu2(CN)(NCS)(C12H8N2)2], which was synthesized under hydro­thermal conditions, both CuI atoms have a slightly distorted tetra­hedral geometry. They are coordinated by two N atoms of one 1,10-phenanthroline ligand, one bridging thio­cyanate anion and one bridging cyanide anion. In the crystal structure, infinite helical {Cu–CN–Cu–SCN}n chains are formed along [An external file that holds a picture, illustration, etc.
Object name is e-64-m1577-efi1.jpg01].

Related literature

For related literature, see: Cheng et al. (2006 [triangle]); Greig & Philp (2001 [triangle]); Luan et al. (2006 [triangle]); Piguet et al. (1997 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-64-m1577-scheme1.jpg

Experimental

Crystal data

  • [Cu2(CN)(NCS)(C12H8N2)2]
  • M r = 571.59
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-m1577-efi2.jpg
  • a = 13.046 (7) Å
  • b = 13.470 (7) Å
  • c = 13.538 (7) Å
  • β = 90.044 (9)°
  • V = 2379 (2) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 1.90 mm−1
  • T = 293 (2) K
  • 0.30 × 0.15 × 0.12 mm

Data collection

  • Bruker SMART CCD diffractometer
  • Absorption correction: multi-scan SADABS (Sheldrick, 1996 [triangle]) T min = 0.599, T max = 0.804
  • 15496 measured reflections
  • 4959 independent reflections
  • 3662 reflections with I > 2σ(I)
  • R int = 0.081

Refinement

  • R[F 2 > 2σ(F 2)] = 0.061
  • wR(F 2) = 0.164
  • S = 1.00
  • 4959 reflections
  • 316 parameters
  • H-atom parameters constrained
  • Δρmax = 0.47 e Å−3
  • Δρmin = −0.57 e Å−3

Data collection: SMART (Bruker, 1997 [triangle]); cell refinement: SAINT (Bruker, 1997 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, New_Global_Publ_Block. DOI: 10.1107/S1600536808037744/bt2813sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808037744/bt2813Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

This work was supported financially by the National Natural Science Foundation of China (grant No. 20773104), the Program for New Century Excellent Talents in University (grant No. NCET-06-0891), the Key Project of the Chinese Ministry of Education (grant No. 208143), and the Important Project of Hubei Provincial Education Office (grant No. 09HB81).

supplementary crystallographic information

Comment

Self-assembly processes that lead to helical structures are common throughout biology and chemistry (Luan et al., 2006; Piguet et al., 2005). Protein α-helices and the DNA double helix are well known biological examples which have inspired the work of synthetic chemists aiming to create chemical analogs of these complex structures (Greig et al., 2001). However, there is a little known about meso-helical self-assembling systems within this very active field of helical structure research in supramolecular chemistry (Cheng et al., 2006).

The crystal structure of the title complex contains two 1,10-Phen ligands, one CuSCN and one CuCN co-existing in the asymmetric unit, as illustrated in Fig. 1. The coordianation geometry of the four-coordinated Cu(1) is slightly distorted tetrahedral with two N donors of the chelating 1,10-Phen and another N donor [N(1)] of the CN- occupying the basal sites and a S donor of SCN- occupying the vertex site. The Cu(2) also has a slightly distorted tetrahedral geometry and is coordinated by two N atoms of one 1,10-Phen ligand, one bridging thiocyanate anion N atom [N(2)] and one bridging cyanide C atom [C(1)]. It is noteworthy that the Cu(I)atoms are linked by CN- and SCN- anions into infinite helical {CuCN-CuSCN}n chains along a 21 screw axis, furthermore, the Cu2(CN)(SCN) chains run around and cross two parallel axes forming meso-helices as showed in Fig. 2.

Experimental

All chemicals were of reagent grade quality obtained from commercial sources and used without further purification. A mixture of CuSCN (0.60 mmol, 0.07 g), NaCN (1 mmol, 0.05 g),1,10-Phen (0.40 mmol, 0.07 g) and water (10 ml) in a 25 ml Teflon-lined stainless steel reactor was heated from 298 to 453 K in 2 h and maintained at 453 K for 72 h. After the mixture wascooled to 298 K, red crystals of the title compound were obtained (yield 43%).

Refinement

All H atoms were positioned geometrically (C—H = 0.93 Å) and allowed to ride on their parent atoms, with Uiso(H) values equal to 1.2Ueq(C).

Figures

Fig. 1.
The structure of the title compound, with displacement ellipsoids for the non-hydrogen atoms drawn at the 30% probability level.
Fig. 2.
Left: presentation of the location of the copper centres of coordination polymer; Right: View of the meso-helical arrangement.

Crystal data

[Cu2(CN)(NCS)(C12H8N2)2]F000 = 1152
Mr = 571.59Dx = 1.596 Mg m3
Monoclinic, P21/nMo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 2103 reflections
a = 13.046 (7) Åθ = 2.2–27.5º
b = 13.470 (7) ŵ = 1.90 mm1
c = 13.538 (7) ÅT = 293 (2) K
β = 90.044 (9)ºPrism, red
V = 2379 (2) Å30.30 × 0.15 × 0.12 mm
Z = 4

Data collection

Bruker SMART CCD diffractometer4959 independent reflections
Radiation source: fine-focus sealed tube3662 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.081
Detector resolution: 13.6612 pixels mm-1θmax = 27.5º
T = 293(2) Kθmin = 2.2º
CCD Profile fitting scansh = −15→16
Absorption correction: multi-scanSADABS (Sheldrick, 1996)k = −17→15
Tmin = 0.599, Tmax = 0.804l = −17→17
15496 measured reflections

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.061H-atom parameters constrained
wR(F2) = 0.164  w = 1/[σ2(Fo2) + (0.0669P)2 + 0.4979P] where P = (Fo2 + 2Fc2)/3
S = 1.00(Δ/σ)max = 0.001
4959 reflectionsΔρmax = 0.47 e Å3
316 parametersΔρmin = −0.57 e Å3
Primary atom site location: structure-invariant direct methodsExtinction correction: none

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 F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 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 (Å2)

xyzUiso*/Ueq
Cu10.08441 (4)0.73813 (3)0.04132 (4)0.06012 (19)
Cu20.45032 (3)0.76203 (3)−0.04863 (3)0.05589 (18)
C10.3089 (3)0.7520 (2)−0.0233 (3)0.0502 (8)
N20.5019 (2)0.8164 (2)−0.1747 (2)0.0623 (7)
N3−0.0405 (2)0.73312 (19)−0.0551 (2)0.0557 (7)
N40.0024 (2)0.86301 (19)0.0898 (2)0.0524 (6)
N50.54334 (18)0.8232 (2)0.06500 (19)0.0501 (6)
N60.5591 (2)0.64667 (19)−0.02813 (19)0.0515 (6)
N10.2232 (2)0.74724 (19)−0.0059 (2)0.0619 (8)
C20.5338 (2)0.8478 (2)−0.2473 (2)0.0505 (7)
C3−0.0636 (3)0.6686 (3)−0.1262 (3)0.0712 (10)
H3A−0.02260.6125−0.13250.085*
C4−0.1433 (4)0.6793 (3)−0.1905 (4)0.0901 (14)
H4A−0.15490.6324−0.23970.108*
C5−0.2064 (4)0.7608 (3)−0.1815 (4)0.0854 (15)
H5A−0.26100.7697−0.22480.103*
C6−0.1878 (2)0.8295 (2)−0.1071 (3)0.0609 (9)
C7−0.2500 (3)0.9176 (3)−0.0924 (3)0.0709 (10)
H7A−0.30600.9296−0.13330.085*
C8−0.2269 (3)0.9819 (3)−0.0200 (3)0.0662 (10)
H8A−0.26751.0380−0.01190.079*
C9−0.1417 (2)0.9670 (2)0.0451 (3)0.0523 (7)
C10−0.1156 (3)1.0327 (2)0.1207 (3)0.0597 (9)
H10A−0.15451.08960.13110.072*
C11−0.0333 (3)1.0133 (3)0.1790 (3)0.0682 (10)
H11A−0.01551.05630.22990.082*
C120.0254 (3)0.9263 (3)0.1610 (2)0.0625 (9)
H12A0.08200.91350.20080.075*
C13−0.0798 (2)0.8824 (2)0.0330 (2)0.0473 (7)
C14−0.1038 (2)0.8128 (2)−0.0458 (2)0.0502 (7)
C150.5371 (3)0.9102 (3)0.1122 (3)0.0639 (9)
H15A0.48490.95360.09430.077*
C160.6044 (3)0.9392 (3)0.1865 (3)0.0747 (10)
H16A0.59681.00080.21670.090*
C170.6812 (3)0.8776 (3)0.2149 (3)0.0733 (10)
H17A0.72530.89540.26590.088*
C180.6929 (3)0.7856 (3)0.1653 (3)0.0559 (8)
C190.7759 (3)0.7185 (3)0.1877 (3)0.0692 (10)
H19A0.82190.73320.23820.083*
C200.7865 (3)0.6345 (3)0.1351 (3)0.0696 (10)
H20A0.84240.59370.14780.084*
C210.7157 (2)0.6058 (2)0.0611 (3)0.0581 (8)
C220.7226 (3)0.5174 (3)0.0063 (3)0.0743 (12)
H22A0.77700.47400.01680.089*
C230.6491 (3)0.4955 (3)−0.0622 (3)0.0783 (12)
H23A0.65300.4370−0.09850.094*
C240.5680 (3)0.5616 (3)−0.0775 (3)0.0641 (9)
H24A0.51820.5455−0.12400.077*
C250.6313 (2)0.6691 (2)0.0399 (2)0.0471 (7)
C260.6224 (3)0.7617 (2)0.0929 (2)0.0468 (7)
S10.58145 (8)0.89734 (6)−0.34839 (7)0.0644 (3)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Cu10.0442 (3)0.0592 (3)0.0770 (4)0.01178 (17)0.0058 (2)0.00483 (19)
Cu20.0407 (3)0.0623 (3)0.0646 (3)0.00543 (17)−0.0032 (2)0.00538 (18)
C10.0387 (17)0.0418 (15)0.070 (2)0.0058 (12)0.0049 (15)0.0057 (13)
N20.0498 (15)0.0711 (19)0.0659 (18)−0.0020 (14)−0.0025 (13)0.0112 (15)
N30.0468 (16)0.0429 (14)0.077 (2)0.0043 (11)0.0045 (15)−0.0008 (12)
N40.0538 (14)0.0452 (13)0.0582 (15)0.0046 (12)0.0092 (12)0.0053 (12)
N50.0421 (13)0.0504 (14)0.0577 (15)0.0087 (11)0.0024 (11)−0.0010 (12)
N60.0503 (14)0.0457 (14)0.0584 (15)0.0028 (11)0.0049 (12)0.0001 (12)
N10.0516 (19)0.0502 (16)0.084 (2)0.0083 (12)0.0027 (16)0.0065 (14)
C20.0389 (14)0.0447 (16)0.068 (2)0.0002 (13)−0.0035 (14)−0.0008 (14)
C30.061 (2)0.056 (2)0.097 (3)0.0088 (17)−0.003 (2)−0.023 (2)
C40.084 (3)0.067 (3)0.119 (4)0.008 (2)−0.017 (3)−0.036 (3)
C50.060 (3)0.069 (3)0.127 (4)0.0007 (19)−0.027 (3)−0.022 (2)
C60.0396 (15)0.0487 (17)0.094 (3)−0.0007 (14)−0.0049 (16)−0.0069 (17)
C70.0495 (18)0.0507 (19)0.113 (3)0.0065 (16)−0.0176 (19)−0.005 (2)
C80.0518 (19)0.0413 (17)0.106 (3)0.0098 (15)−0.0004 (19)0.0024 (18)
C90.0471 (16)0.0394 (15)0.071 (2)0.0027 (13)0.0081 (15)0.0049 (14)
C100.067 (2)0.0431 (17)0.069 (2)0.0091 (15)0.0118 (18)0.0027 (15)
C110.089 (3)0.056 (2)0.060 (2)0.006 (2)0.004 (2)0.0001 (16)
C120.071 (2)0.060 (2)0.0563 (19)0.0092 (18)−0.0005 (16)0.0008 (16)
C130.0384 (14)0.0383 (15)0.0653 (18)0.0014 (12)0.0091 (13)0.0044 (13)
C140.0395 (14)0.0389 (15)0.072 (2)0.0000 (12)0.0074 (14)0.0024 (14)
C150.0590 (19)0.060 (2)0.072 (2)0.0170 (17)0.0047 (17)−0.0110 (17)
C160.078 (2)0.074 (2)0.072 (2)0.011 (2)−0.001 (2)−0.023 (2)
C170.071 (2)0.085 (3)0.065 (2)−0.006 (2)−0.0035 (18)−0.016 (2)
C180.0430 (17)0.066 (2)0.0590 (19)−0.0033 (16)−0.0031 (14)0.0115 (17)
C190.049 (2)0.086 (3)0.072 (2)0.003 (2)−0.0150 (17)0.017 (2)
C200.0497 (18)0.073 (2)0.086 (3)0.0160 (18)−0.0044 (18)0.030 (2)
C210.0468 (17)0.0500 (18)0.077 (2)0.0118 (14)0.0091 (16)0.0149 (16)
C220.072 (3)0.052 (2)0.099 (3)0.0215 (19)0.020 (2)0.013 (2)
C230.092 (3)0.047 (2)0.097 (3)0.012 (2)0.021 (3)−0.005 (2)
C240.075 (2)0.0519 (18)0.065 (2)0.0020 (17)0.0054 (17)−0.0055 (16)
C250.0397 (14)0.0446 (15)0.0570 (17)0.0076 (12)0.0079 (13)0.0080 (13)
C260.0429 (17)0.0476 (16)0.0500 (17)0.0051 (12)0.0054 (14)0.0045 (12)
S10.0725 (6)0.0491 (5)0.0717 (6)−0.0137 (4)0.0150 (5)−0.0022 (4)

Geometric parameters (Å, °)

Cu1—N11.924 (3)C8—H8A0.9300
Cu1—N32.089 (3)C9—C101.395 (5)
Cu1—N42.099 (3)C9—C131.406 (4)
Cu1—S1i2.3581 (13)C10—C111.358 (5)
Cu2—C11.882 (3)C10—H10A0.9300
Cu2—N21.976 (3)C11—C121.420 (5)
Cu2—N62.123 (3)C11—H11A0.9300
Cu2—N52.125 (3)C12—H12A0.9300
C1—N11.145 (5)C13—C141.454 (5)
N2—C21.148 (4)C15—C161.391 (5)
N3—C31.331 (5)C15—H15A0.9300
N3—C141.360 (4)C16—C171.356 (6)
N4—C121.322 (4)C16—H16A0.9300
N4—C131.345 (4)C17—C181.417 (5)
N5—C151.336 (4)C17—H17A0.9300
N5—C261.376 (4)C18—C261.382 (5)
N6—C241.331 (4)C18—C191.443 (5)
N6—C251.351 (4)C19—C201.343 (6)
C2—S11.645 (3)C19—H19A0.9300
C3—C41.363 (6)C20—C211.416 (5)
C3—H3A0.9300C20—H20A0.9300
C4—C51.377 (6)C21—C221.406 (5)
C4—H4A0.9300C21—C251.421 (4)
C5—C61.390 (6)C22—C231.366 (6)
C5—H5A0.9300C22—H22A0.9300
C6—C141.392 (5)C23—C241.399 (5)
C6—C71.452 (5)C23—H23A0.9300
C7—C81.341 (5)C24—H24A0.9300
C7—H7A0.9300C25—C261.444 (4)
C8—C91.433 (5)S1—Cu1ii2.3581 (13)
N1—Cu1—N3121.90 (14)C9—C10—H10A120.1
N1—Cu1—N4122.18 (11)C10—C11—C12119.1 (3)
N3—Cu1—N479.83 (11)C10—C11—H11A120.5
N1—Cu1—S1i105.99 (9)C12—C11—H11A120.5
N3—Cu1—S1i110.96 (8)N4—C12—C11122.4 (3)
N4—Cu1—S1i114.43 (8)N4—C12—H12A118.8
C1—Cu2—N2121.25 (14)C11—C12—H12A118.8
C1—Cu2—N6125.39 (12)N4—C13—C9123.2 (3)
N2—Cu2—N698.99 (11)N4—C13—C14117.7 (3)
C1—Cu2—N5117.10 (13)C9—C13—C14119.0 (3)
N2—Cu2—N5106.65 (12)N3—C14—C6123.4 (3)
N6—Cu2—N578.93 (11)N3—C14—C13116.6 (3)
N1—C1—Cu2178.3 (4)C6—C14—C13120.1 (3)
C2—N2—Cu2178.7 (3)N5—C15—C16123.6 (3)
C3—N3—C14116.5 (3)N5—C15—H15A118.2
C3—N3—Cu1130.5 (2)C16—C15—H15A118.2
C14—N3—Cu1112.9 (2)C17—C16—C15119.9 (4)
C12—N4—C13118.2 (3)C17—C16—H16A120.1
C12—N4—Cu1129.0 (2)C15—C16—H16A120.1
C13—N4—Cu1112.6 (2)C16—C17—C18118.8 (4)
C15—N5—C26116.2 (3)C16—C17—H17A120.6
C15—N5—Cu2130.6 (2)C18—C17—H17A120.6
C26—N5—Cu2113.1 (2)C26—C18—C17117.9 (3)
C24—N6—C25118.3 (3)C26—C18—C19120.1 (4)
C24—N6—Cu2128.5 (3)C17—C18—C19122.0 (4)
C25—N6—Cu2113.0 (2)C20—C19—C18119.6 (4)
C1—N1—Cu1172.5 (4)C20—C19—H19A120.2
N2—C2—S1177.3 (3)C18—C19—H19A120.2
N3—C3—C4124.4 (4)C19—C20—C21122.5 (3)
N3—C3—H3A117.8C19—C20—H20A118.7
C4—C3—H3A117.8C21—C20—H20A118.7
C3—C4—C5118.9 (4)C22—C21—C20124.2 (3)
C3—C4—H4A120.5C22—C21—C25116.8 (4)
C5—C4—H4A120.5C20—C21—C25118.9 (3)
C4—C5—C6119.4 (4)C23—C22—C21119.7 (3)
C4—C5—H5A120.3C23—C22—H22A120.1
C6—C5—H5A120.3C21—C22—H22A120.1
C14—C6—C5117.5 (3)C22—C23—C24119.5 (4)
C14—C6—C7119.4 (3)C22—C23—H23A120.2
C5—C6—C7123.1 (4)C24—C23—H23A120.2
C8—C7—C6120.1 (3)N6—C24—C23122.7 (4)
C8—C7—H7A119.9N6—C24—H24A118.7
C6—C7—H7A119.9C23—C24—H24A118.7
C7—C8—C9122.2 (3)N6—C25—C21122.9 (3)
C7—C8—H8A118.9N6—C25—C26118.4 (3)
C9—C8—H8A118.9C21—C25—C26118.7 (3)
C10—C9—C13117.4 (3)N5—C26—C18123.6 (3)
C10—C9—C8123.4 (3)N5—C26—C25116.4 (3)
C13—C9—C8119.1 (3)C18—C26—C25120.0 (3)
C11—C10—C9119.7 (3)C2—S1—Cu1ii102.69 (12)
C11—C10—H10A120.1
N2—Cu2—C1—N1−122 (11)Cu1—N4—C13—C144.5 (3)
N6—Cu2—C1—N1107 (11)C10—C9—C13—N4−0.5 (4)
N5—Cu2—C1—N111 (11)C8—C9—C13—N4179.1 (3)
C1—Cu2—N2—C2178 (100)C10—C9—C13—C14−179.2 (3)
N6—Cu2—N2—C2−41 (13)C8—C9—C13—C140.3 (4)
N5—Cu2—N2—C240 (13)C3—N3—C14—C6−1.2 (5)
N1—Cu1—N3—C359.4 (4)Cu1—N3—C14—C6175.1 (3)
N4—Cu1—N3—C3−178.9 (3)C3—N3—C14—C13178.9 (3)
S1i—Cu1—N3—C3−66.5 (3)Cu1—N3—C14—C13−4.8 (4)
N1—Cu1—N3—C14−116.3 (2)C5—C6—C14—N3−0.3 (5)
N4—Cu1—N3—C145.5 (2)C7—C6—C14—N3−179.0 (3)
S1i—Cu1—N3—C14117.9 (2)C5—C6—C14—C13179.6 (4)
N1—Cu1—N4—C12−58.1 (3)C7—C6—C14—C130.9 (5)
N3—Cu1—N4—C12−179.6 (3)N4—C13—C14—N30.2 (4)
S1i—Cu1—N4—C1271.9 (3)C9—C13—C14—N3179.0 (3)
N1—Cu1—N4—C13116.1 (2)N4—C13—C14—C6−179.7 (3)
N3—Cu1—N4—C13−5.3 (2)C9—C13—C14—C6−0.9 (4)
S1i—Cu1—N4—C13−113.87 (19)C26—N5—C15—C16−0.8 (5)
C1—Cu2—N5—C15−55.7 (3)Cu2—N5—C15—C16179.4 (3)
N2—Cu2—N5—C1583.8 (3)N5—C15—C16—C17−0.3 (6)
N6—Cu2—N5—C15−180.0 (3)C15—C16—C17—C182.0 (6)
C1—Cu2—N5—C26124.4 (2)C16—C17—C18—C26−2.6 (5)
N2—Cu2—N5—C26−96.0 (2)C16—C17—C18—C19176.6 (4)
N6—Cu2—N5—C260.2 (2)C26—C18—C19—C202.5 (5)
C1—Cu2—N6—C2467.3 (3)C17—C18—C19—C20−176.7 (4)
N2—Cu2—N6—C24−71.8 (3)C18—C19—C20—C21−3.5 (6)
N5—Cu2—N6—C24−177.2 (3)C19—C20—C21—C22−178.3 (4)
C1—Cu2—N6—C25−117.6 (2)C19—C20—C21—C251.4 (5)
N2—Cu2—N6—C25103.2 (2)C20—C21—C22—C23178.7 (3)
N5—Cu2—N6—C25−2.1 (2)C25—C21—C22—C23−0.9 (5)
Cu2—C1—N1—Cu1−39 (13)C21—C22—C23—C240.3 (6)
N3—Cu1—N1—C1−177 (2)C25—N6—C24—C23−0.6 (5)
N4—Cu1—N1—C185 (2)Cu2—N6—C24—C23174.2 (3)
S1i—Cu1—N1—C1−49 (2)C22—C23—C24—N60.5 (6)
Cu2—N2—C2—S1−66 (17)C24—N6—C25—C21−0.2 (4)
C14—N3—C3—C42.1 (6)Cu2—N6—C25—C21−175.7 (2)
Cu1—N3—C3—C4−173.4 (3)C24—N6—C25—C26179.4 (3)
N3—C3—C4—C5−1.3 (8)Cu2—N6—C25—C263.9 (3)
C3—C4—C5—C6−0.3 (8)C22—C21—C25—N60.9 (5)
C4—C5—C6—C141.1 (7)C20—C21—C25—N6−178.7 (3)
C4—C5—C6—C7179.7 (4)C22—C21—C25—C26−178.7 (3)
C14—C6—C7—C8−0.4 (6)C20—C21—C25—C261.7 (4)
C5—C6—C7—C8−179.0 (4)C15—N5—C26—C180.1 (5)
C6—C7—C8—C9−0.2 (6)Cu2—N5—C26—C18180.0 (2)
C7—C8—C9—C10179.7 (4)C15—N5—C26—C25−178.1 (3)
C7—C8—C9—C130.2 (5)Cu2—N5—C26—C251.8 (3)
C13—C9—C10—C11−0.1 (5)C17—C18—C26—N51.6 (5)
C8—C9—C10—C11−179.7 (3)C19—C18—C26—N5−177.7 (3)
C9—C10—C11—C120.6 (5)C17—C18—C26—C25179.7 (3)
C13—N4—C12—C11−0.2 (5)C19—C18—C26—C250.5 (5)
Cu1—N4—C12—C11173.8 (2)N6—C25—C26—N5−3.8 (4)
C10—C11—C12—N4−0.4 (5)C21—C25—C26—N5175.8 (3)
C12—N4—C13—C90.6 (4)N6—C25—C26—C18177.9 (3)
Cu1—N4—C13—C9−174.3 (2)C21—C25—C26—C18−2.5 (4)
C12—N4—C13—C14179.4 (3)N2—C2—S1—Cu1ii163 (6)

Symmetry codes: (i) x−1/2, −y+3/2, z+1/2; (ii) x+1/2, −y+3/2, z−1/2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT2813).

References

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