Literature DB >> 21589235

catena-Poly[[[(1,10-phenanthroline)copper(I)]-μ-cyanido] ethanol hemisolvate].

Jianhua Nie1, Jun Wang, Chuntao Dai.   

Abstract

In the title coordination polymer, {[n class="Chemical">Cu(CN)(C(12)H(10)N(2))]·0.5C(2)H(5)OH}(n), there are two Cu(I) ions, two 1,10-phenanthroline (phen) ligands and two cyanide ions in the asymmetric unit along with a highly disordered ethanol solvent mol-ecule, which was modelled as being disordered over two sets of sites in a 0.829 (7):0.171 (7) ratio. The orientation/ordering of the C and N atoms of the cyanide ions could not be determined in the present refinement and they were modelled as being statistically disordered. Both copper ions are coordinated by an N,N'-bidentate phen ligand and two cyanide ligands, generating distorted tetra-hedral CuN(2)Q(2) (Q = C or N) tetra-hedra. The μ-cyanide ligands link the metal ions, forming a zigzag chain propagating in [001]. The chains are cross-linked by numerous aromatic π-π stacking contacts between adjacent phen rings [minimum centroid-centroid separation = 3.620 (3) Å].

Entities:  

Year:  2010        PMID: 21589235      PMCID: PMC3011795          DOI: 10.1107/S1600536810045186

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


Related literature

For general background to cyanide coordination n class="Chemical">polymers, see: Holmes & Girolami (1999 ▶); Deng et al. (2008 ▶). For related structures, see: Dyason et al. (1985 ▶); Chesnut et al. (1999 ▶); Zhao et al. (2004 ▶); Huang et al. (2004 ▶).

Experimental

Crystal data

[Cun class="Chemical">(CN)(C12H10N2)]·0.5C2H6O M = 292.8 Monoclinic, a = 18.4896 (6) Å b = 8.4033 (3) Å c = 16.5166 (5) Å β = 109.974 (2)° V = 2411.88 (14) Å3 Z = 8 Mo Kα radiation μ = 1.80 mm−1 T = 293 K 0.25 × 0.23 × 0.19 mm

Data collection

Bruker APEXII area-detector diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2004 ▶) T min = 0.662, T max = 0.726 21068 measured reflections 4729 independent reflections 2624 reflections with I > 2σ(I) R int = 0.090

Refinement

R[F 2 > 2σ(F 2)] = 0.057 wR(F 2) = 0.159 S = 1.02 4729 reflections 344 parameters 65 restraints H-atom parameters constrained Δρmax = 0.37 e Å−3 Δρmin = −0.53 e Å−3 Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL. Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810045186/hb5723sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536810045186/hb5723Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[Cu(CN)(C12H10N2)]·0.5C2H6OF(000) = 1192
Mr = 292.8Dx = 1.613 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 4800 reflections
a = 18.4896 (6) Åθ = 1.4–28.0°
b = 8.4033 (3) ŵ = 1.80 mm1
c = 16.5166 (5) ÅT = 293 K
β = 109.974 (2)°Block, yellow
V = 2411.88 (14) Å30.25 × 0.23 × 0.19 mm
Z = 8
Bruker APEXII area-detector diffractometer4729 independent reflections
Radiation source: fine-focus sealed tube2624 reflections with I > 2σ(I)
graphiteRint = 0.090
φ and ω scansθmax = 26.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2004)h = −22→22
Tmin = 0.662, Tmax = 0.726k = −9→10
21068 measured reflectionsl = −20→20
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.057Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.159H-atom parameters constrained
S = 1.02w = 1/[σ2(Fo2) + (0.0686P)2 + 1.9113P] where P = (Fo2 + 2Fc2)/3
4729 reflections(Δ/σ)max = 0.004
344 parametersΔρmax = 0.37 e Å3
65 restraintsΔρmin = −0.53 e Å3
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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.
xyzUiso*/UeqOcc. (<1)
Cu10.19744 (4)0.57901 (10)0.46043 (5)0.0533 (3)
Cu20.32714 (4)0.65348 (10)0.77685 (4)0.0523 (3)
C10.2519 (3)0.5967 (7)0.5813 (4)0.0557 (15)0.50
N1'0.2519 (3)0.5967 (7)0.5813 (4)0.0557 (15)0.50
C20.2732 (3)0.7392 (7)0.3409 (3)0.0470 (13)0.50
N2'0.2732 (3)0.7392 (7)0.3409 (3)0.0470 (13)0.50
N10.2828 (3)0.6179 (7)0.6549 (3)0.0501 (14)0.50
C1'0.2828 (3)0.6179 (7)0.6549 (3)0.0501 (14)0.50
N20.2420 (3)0.6744 (7)0.3810 (3)0.0477 (14)0.50
C2'0.2420 (3)0.6744 (7)0.3810 (3)0.0477 (14)0.50
C30.0414 (4)0.7502 (8)0.4464 (4)0.0511 (16)
H30.07090.83830.47190.061*
C4−0.0382 (4)0.7600 (9)0.4252 (4)0.0624 (18)
H4−0.06100.85240.43630.075*
C5−0.0817 (4)0.6332 (10)0.3883 (4)0.0644 (19)
H5−0.13490.63800.37360.077*
C6−0.0470 (3)0.4939 (8)0.3722 (3)0.0472 (15)
C7−0.0889 (4)0.3551 (10)0.3317 (4)0.0605 (19)
H7−0.14230.35550.31430.073*
C8−0.0529 (4)0.2249 (9)0.3185 (4)0.0594 (18)
H8−0.08180.13750.29110.071*
C90.0284 (4)0.2175 (8)0.3455 (3)0.0491 (15)
C100.0687 (4)0.0835 (9)0.3361 (4)0.0640 (19)
H100.0424−0.00670.30860.077*
C110.1467 (5)0.0854 (9)0.3675 (5)0.071 (2)
H110.1741−0.00560.36390.085*
C120.1861 (4)0.2228 (9)0.4050 (4)0.0619 (18)
H120.23960.22190.42490.074*
C130.0718 (3)0.3522 (7)0.3842 (3)0.0390 (13)
C140.0331 (3)0.4941 (7)0.3959 (3)0.0397 (13)
C150.4760 (4)0.8556 (8)0.8029 (4)0.0519 (16)
H150.44370.93390.76980.062*
C160.5546 (4)0.8874 (9)0.8372 (4)0.0601 (18)
H160.57370.98530.82760.072*
C170.6029 (3)0.7741 (9)0.8847 (4)0.0586 (18)
H170.65540.79440.90810.070*
C180.5739 (3)0.6280 (8)0.8983 (4)0.0513 (17)
C190.6205 (4)0.5004 (10)0.9452 (4)0.0663 (19)
H190.67350.51410.96930.080*
C200.5893 (4)0.3616 (10)0.9550 (4)0.070 (2)
H200.62110.28080.98620.084*
C210.5079 (4)0.3337 (8)0.9189 (4)0.0519 (16)
C220.4723 (5)0.1913 (10)0.9253 (5)0.074 (2)
H220.50180.10720.95590.089*
C230.3964 (5)0.1732 (9)0.8881 (5)0.078 (2)
H230.37290.07720.89240.094*
C240.3532 (4)0.2993 (9)0.8432 (4)0.0617 (18)
H240.30050.28480.81680.074*
C250.4607 (3)0.4565 (7)0.8732 (3)0.0419 (14)
C260.4937 (3)0.6066 (7)0.8619 (3)0.0390 (14)
N30.0772 (2)0.6226 (6)0.4324 (3)0.0404 (12)
N40.1499 (3)0.3554 (6)0.4134 (3)0.0466 (12)
N50.4451 (2)0.7205 (6)0.8149 (3)0.0392 (11)
N60.3829 (3)0.4406 (6)0.8355 (3)0.0424 (12)
C270.1951 (6)0.5287 (13)0.0858 (7)0.100 (4)0.829 (7)
H27A0.22740.54760.05200.150*0.829 (7)
H27B0.17580.62830.09840.150*0.829 (7)
H27C0.15280.46200.05410.150*0.829 (7)
C280.2396 (8)0.450 (4)0.1658 (10)0.112 (6)0.829 (7)
H28A0.25620.34740.15220.135*0.829 (7)
H28B0.28530.51310.19400.135*0.829 (7)
O10.2007 (8)0.4284 (18)0.2226 (10)0.274 (9)0.829 (7)
H10.18730.51500.23550.411*0.829 (7)
C27'0.230 (3)0.475 (17)0.147 (6)0.100 (4)0.171 (7)
H27D0.20710.38460.11220.150*0.171 (7)
H27E0.19880.56740.12610.150*0.171 (7)
H27F0.23450.45530.20570.150*0.171 (7)
C28'0.309 (3)0.503 (8)0.142 (3)0.112 (6)0.171 (7)
H28C0.31460.44100.09510.135*0.171 (7)
H28D0.31450.61430.13040.135*0.171 (7)
O1'0.367 (3)0.459 (8)0.220 (4)0.274 (9)0.171 (7)
H1'0.36300.36490.22980.411*0.171 (7)
U11U22U33U12U13U23
Cu10.0405 (4)0.0661 (6)0.0510 (4)−0.0090 (4)0.0126 (3)−0.0044 (4)
Cu20.0375 (4)0.0655 (6)0.0503 (4)0.0059 (4)0.0103 (3)−0.0013 (4)
C10.038 (3)0.074 (4)0.053 (3)0.005 (3)0.013 (3)0.002 (3)
N1'0.038 (3)0.074 (4)0.053 (3)0.005 (3)0.013 (3)0.002 (3)
C20.039 (3)0.054 (4)0.044 (3)−0.001 (3)0.009 (2)−0.001 (3)
N2'0.039 (3)0.054 (4)0.044 (3)−0.001 (3)0.009 (2)−0.001 (3)
C30.064 (4)0.041 (4)0.049 (3)0.002 (3)0.020 (3)0.003 (3)
C40.063 (5)0.054 (5)0.071 (4)0.021 (4)0.024 (4)0.008 (4)
C50.042 (4)0.082 (6)0.069 (4)0.012 (4)0.019 (3)0.014 (4)
C60.037 (3)0.059 (4)0.044 (3)−0.003 (3)0.012 (2)0.009 (3)
C70.036 (3)0.086 (6)0.055 (4)−0.017 (4)0.011 (3)0.008 (4)
C80.056 (4)0.063 (5)0.057 (4)−0.020 (4)0.016 (3)−0.008 (4)
C90.061 (4)0.047 (4)0.045 (3)−0.009 (3)0.025 (3)−0.004 (3)
C100.086 (6)0.056 (5)0.056 (4)−0.009 (4)0.031 (4)−0.008 (3)
C110.094 (6)0.050 (5)0.076 (5)0.017 (4)0.038 (4)−0.001 (4)
C120.062 (4)0.061 (5)0.063 (4)0.018 (4)0.022 (3)0.003 (4)
C130.042 (3)0.043 (4)0.035 (3)−0.001 (3)0.017 (2)0.001 (3)
C140.038 (3)0.046 (4)0.035 (3)−0.001 (3)0.012 (2)0.003 (3)
C150.055 (4)0.053 (4)0.049 (3)−0.007 (3)0.019 (3)0.004 (3)
C160.059 (4)0.067 (5)0.064 (4)−0.022 (4)0.033 (3)−0.001 (4)
C170.036 (3)0.080 (5)0.060 (4)−0.017 (4)0.015 (3)−0.008 (4)
C180.032 (3)0.072 (5)0.048 (3)0.001 (3)0.011 (3)−0.005 (3)
C190.039 (4)0.084 (6)0.061 (4)0.010 (4)−0.002 (3)0.003 (4)
C200.060 (5)0.087 (6)0.052 (4)0.034 (4)0.004 (3)0.011 (4)
C210.069 (4)0.041 (4)0.046 (3)0.014 (3)0.019 (3)0.003 (3)
C220.097 (6)0.059 (6)0.068 (4)0.021 (5)0.031 (4)0.009 (4)
C230.110 (7)0.045 (5)0.094 (6)−0.010 (5)0.053 (5)0.009 (4)
C240.065 (4)0.061 (5)0.064 (4)−0.021 (4)0.029 (3)−0.010 (4)
C250.041 (3)0.052 (4)0.032 (3)0.005 (3)0.011 (2)−0.006 (3)
C260.036 (3)0.048 (4)0.033 (3)−0.002 (3)0.011 (2)−0.008 (3)
N10.033 (3)0.064 (4)0.052 (3)0.010 (3)0.013 (2)−0.009 (3)
C1'0.033 (3)0.064 (4)0.052 (3)0.010 (3)0.013 (2)−0.009 (3)
N20.036 (3)0.060 (4)0.044 (3)−0.003 (3)0.011 (2)−0.001 (3)
C2'0.036 (3)0.060 (4)0.044 (3)−0.003 (3)0.011 (2)−0.001 (3)
N30.041 (3)0.041 (3)0.038 (2)0.000 (2)0.013 (2)0.000 (2)
N40.040 (3)0.058 (4)0.042 (2)0.010 (3)0.015 (2)−0.002 (2)
N50.039 (3)0.041 (3)0.036 (2)0.003 (2)0.011 (2)0.000 (2)
N60.047 (3)0.044 (3)0.041 (2)−0.006 (2)0.020 (2)−0.004 (2)
C270.084 (8)0.078 (8)0.118 (9)−0.019 (6)0.008 (6)−0.006 (7)
C280.100 (10)0.134 (17)0.119 (13)−0.017 (9)0.058 (9)−0.018 (11)
O10.205 (14)0.190 (14)0.35 (2)0.042 (11)0.002 (13)−0.103 (14)
C27'0.084 (8)0.078 (8)0.118 (9)−0.019 (6)0.008 (6)−0.006 (7)
C28'0.100 (10)0.134 (17)0.119 (13)−0.017 (9)0.058 (9)−0.018 (11)
O1'0.205 (14)0.190 (14)0.35 (2)0.042 (11)0.002 (13)−0.103 (14)
Cu1—C11.910 (6)C15—C161.393 (8)
Cu1—N1'1.910 (6)C15—H150.9300
Cu1—N21.944 (6)C16—C171.357 (9)
Cu1—C2'1.944 (6)C16—H160.9300
Cu1—N42.108 (5)C17—C181.389 (9)
Cu1—N32.142 (4)C17—H170.9300
Cu2—N2'i1.909 (6)C18—C261.409 (7)
Cu2—C2i1.909 (6)C18—C191.427 (9)
Cu2—N11.921 (5)C19—C201.336 (10)
Cu2—C1'1.921 (5)C19—H190.9300
Cu2—N62.126 (5)C20—C211.435 (9)
Cu2—N52.130 (4)C20—H200.9300
C1—N11.167 (7)C21—C221.387 (10)
C2—N21.154 (6)C21—C251.395 (8)
C2—Cu2ii1.909 (6)C22—C231.335 (10)
C3—N31.322 (7)C22—H220.9300
C3—C41.395 (9)C23—C241.380 (10)
C3—H30.9300C23—H230.9300
C4—C51.348 (9)C24—N61.332 (8)
C4—H40.9300C24—H240.9300
C5—C61.405 (9)C25—N61.365 (7)
C5—H50.9300C25—C261.441 (8)
C6—C141.395 (7)C26—N51.358 (7)
C6—C71.433 (9)C27—C281.454 (9)
C7—C81.337 (9)C27—H27A0.9600
C7—H70.9300C27—H27B0.9600
C8—C91.416 (8)C27—H27C0.9600
C8—H80.9300C28—O11.375 (9)
C9—C101.387 (9)C28—H28A0.9700
C9—C131.408 (8)C28—H28B0.9700
C10—C111.356 (9)O1—H10.8200
C10—H100.9300C27'—C28'1.503 (10)
C11—C121.393 (10)C27'—H27D0.9600
C11—H110.9300C27'—H27E0.9600
C12—N41.331 (8)C27'—H27F0.9600
C12—H120.9300C28'—O1'1.415 (10)
C13—N41.357 (7)C28'—H28C0.9700
C13—C141.437 (8)C28'—H28D0.9700
C14—N31.363 (7)O1'—H1'0.8200
C15—N51.316 (7)
C1—Cu1—N2118.7 (2)C20—C19—H19119.4
C1—Cu1—N4117.3 (2)C18—C19—H19119.4
N2—Cu1—N4109.8 (2)C19—C20—C21121.8 (6)
C1—Cu1—N3110.49 (19)C19—C20—H20119.1
N2—Cu1—N3115.55 (19)C21—C20—H20119.1
N4—Cu1—N378.53 (18)C22—C21—C25116.9 (6)
C2i—Cu2—N1122.6 (2)C22—C21—C20124.5 (7)
C2i—Cu2—N6114.1 (2)C25—C21—C20118.6 (6)
N1—Cu2—N6108.3 (2)C23—C22—C21121.0 (7)
C2i—Cu2—N5112.80 (19)C23—C22—H22119.5
N1—Cu2—N5112.18 (19)C21—C22—H22119.5
N6—Cu2—N578.45 (18)C22—C23—C24118.9 (7)
N1—C1—Cu1175.2 (5)C22—C23—H23120.5
N2—C2—Cu2ii178.6 (5)C24—C23—H23120.5
N3—C3—C4123.5 (6)N6—C24—C23123.6 (7)
N3—C3—H3118.2N6—C24—H24118.2
C4—C3—H3118.2C23—C24—H24118.2
C5—C4—C3118.9 (6)N6—C25—C21122.8 (6)
C5—C4—H4120.6N6—C25—C26117.0 (5)
C3—C4—H4120.6C21—C25—C26120.2 (5)
C4—C5—C6120.2 (6)N5—C26—C18123.2 (6)
C4—C5—H5119.9N5—C26—C25117.7 (5)
C6—C5—H5119.9C18—C26—C25119.1 (5)
C14—C6—C5117.1 (6)C1—N1—Cu2176.2 (5)
C14—C6—C7119.0 (6)C2—N2—Cu1173.2 (5)
C5—C6—C7123.9 (6)C3—N3—C14117.4 (5)
C8—C7—C6121.4 (6)C3—N3—Cu1130.2 (4)
C8—C7—H7119.3C14—N3—Cu1112.3 (4)
C6—C7—H7119.3C12—N4—C13117.3 (6)
C7—C8—C9121.3 (6)C12—N4—Cu1128.5 (4)
C7—C8—H8119.4C13—N4—Cu1114.1 (4)
C9—C8—H8119.4C15—N5—C26117.3 (5)
C10—C9—C13117.4 (6)C15—N5—Cu2129.6 (4)
C10—C9—C8123.6 (6)C26—N5—Cu2113.1 (4)
C13—C9—C8119.1 (6)C24—N6—C25116.6 (5)
C11—C10—C9119.3 (7)C24—N6—Cu2130.0 (4)
C11—C10—H10120.4C25—N6—Cu2113.4 (4)
C9—C10—H10120.4C28—C27—H27A109.5
C10—C11—C12120.4 (7)C28—C27—H27B109.5
C10—C11—H11119.8H27A—C27—H27B109.5
C12—C11—H11119.8C28—C27—H27C109.5
N4—C12—C11122.3 (6)H27A—C27—H27C109.5
N4—C12—H12118.8H27B—C27—H27C109.5
C11—C12—H12118.8O1—C28—C27114.6 (13)
N4—C13—C9123.3 (6)O1—C28—H28A108.6
N4—C13—C14117.0 (5)C27—C28—H28A108.6
C9—C13—C14119.7 (5)O1—C28—H28B108.6
N3—C14—C6122.8 (6)C27—C28—H28B108.6
N3—C14—C13117.8 (5)H28A—C28—H28B107.6
C6—C14—C13119.3 (5)C28—O1—H1109.5
N5—C15—C16123.3 (6)C28'—C27'—H27D109.5
N5—C15—H15118.3C28'—C27'—H27E109.5
C16—C15—H15118.3H27D—C27'—H27E109.5
C17—C16—C15119.4 (6)C28'—C27'—H27F109.5
C17—C16—H16120.3H27D—C27'—H27F109.5
C15—C16—H16120.3H27E—C27'—H27F109.5
C16—C17—C18119.9 (6)O1'—C28'—C27'111.5 (16)
C16—C17—H17120.0O1'—C28'—H28C109.3
C18—C17—H17120.0C27'—C28'—H28C109.3
C17—C18—C26116.9 (6)O1'—C28'—H28D109.3
C17—C18—C19123.9 (6)C27'—C28'—H28D109.3
C26—C18—C19119.2 (6)H28C—C28'—H28D108.0
C20—C19—C18121.1 (6)C28'—O1'—H1'109.5
Table 1

Selected bond lengths (Å)

Cu1—C1/N11.910 (6)
Cu1—C2′/N2′1.944 (6)
Cu1—N42.108 (5)
Cu1—N32.142 (4)
Cu2—C2i/N2i1.909 (6)
Cu2—C1′/N1′1.921 (5)
Cu2—N62.126 (5)
Cu2—N52.130 (4)

Symmetry code: (i) .

  3 in total

1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

2.  Ligand Influences on Copper Cyanide Solid-State Architecture: Flattened and Fused "Slinky", Corrugated Sheet, and Ribbon Motifs in the Copper-Cyanide-Triazolate-Organoamine Family.

Authors:  Douglas J. Chesnut; Anakarin Kusnetzow; Robert Birge; Jon Zubieta
Journal:  Inorg Chem       Date:  1999-11-29       Impact factor: 5.165

3.  Synthesis of new copper cyanide complexes via the transformation of organonitrile to inorganic cyanide.

Authors:  Hong Deng; Yongcai Qiu; Carole Daiguebonne; Nicolas Kerbellec; Olivier Guillou; Matthias Zeller; Stuart R Batten
Journal:  Inorg Chem       Date:  2008-05-31       Impact factor: 5.165

  3 in total

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