supplementary materials
Bis(8-aminoquinoline-![[kappa]](/logos/entities/kappa_rmgif.gif)
2N,N')diperchloratocadmium(II)
In the crystal structure of the title compound, [Cd(ClO4)2(C9H8N2)2], the Cd atom is coordinated by four N atoms of two 8-aminoquinoline ligands and two O atoms of two perchlorate anions, within a strongly distorted octahedron and with the Cd atom located on a centre of inversion. These complexes are connected via N-H
O hydrogen bonding into a channel structure.
A solution of 8-aminoquinoline (288 mg, 2 mmol) in 5 ml of MeOH was added to a
solution of Cd(ClO4)2 (320 mg, 1.03 mmol) in 15 ml MeOH. The mixture was
stirred for 30 min at room temperature and then filtered off. On slow
evaporation of the solvent from the filtrate light yellow crystals of the
title compound has grown, which were filtered off, washed with a small amount
of MeOH and dried on air. The yield is about 60% based on 8-aminoquinoline.
All H atoms were placed in geometrically calculated positions (C—H 0.93 Å;
N—H 0.90 Å) with Uiso = 1.2 Ueq of the parent atom.
Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXL97.
Bis(8-aminoquinoline-
κ2N,
N')diperchloratocadmium(II)
top
Crystal data top
| [Cd(ClO4)2(C9H8N2)2] | Z = 2 |
| Mr = 599.65 | F(000) = 596 |
| Monoclinic, P21/c | Dx = 1.962 Mg m−3 |
| a = 9.1653 (5) Å | Mo Kα radiation, λ = 0.71073 Å |
| b = 8.9841 (6) Å | µ = 1.40 mm−1 |
| c = 12.9597 (7) Å | T = 293 K |
| β = 107.933 (3)° | Block, yellow |
| V = 1015.28 (10) Å3 | 0.25 × 0.20 × 0.10 mm |
Data collection top
Siemens SMART CCD area-detector
diffractometer | 3868 independent reflections |
| Radiation source: fine-focus sealed tube | 3312 reflections with I > 2σ(I) |
| graphite | Rint = 0.024 |
| φ and ω scans | θmax = 33.2°, θmin = 2.8° |
Absorption correction: multi-scan
(SADABS; Bruker, 2000) | h = −13→14 |
| Tmin = 0.72, Tmax = 0.86 | k = −13→10 |
| 15078 measured reflections | l = −19→19 |
Refinement top
| Refinement on F2 | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
| R[F2 > 2σ(F2)] = 0.026 | H-atom parameters constrained |
| wR(F2) = 0.076 | w = 1/[σ2(Fo2) + (0.0499P)2 + 0.2558P]
where P = (Fo2 + 2Fc2)/3 |
| S = 0.91 | (Δ/σ)max < 0.001 |
| 3868 reflections | Δρmax = 0.49 e Å−3 |
| 154 parameters | Δρmin = −0.46 e Å−3 |
| 0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
| Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0098 (9) |
Crystal data top
| [Cd(ClO4)2(C9H8N2)2] | V = 1015.28 (10) Å3 |
| Mr = 599.65 | Z = 2 |
| Monoclinic, P21/c | Mo Kα radiation |
| a = 9.1653 (5) Å | µ = 1.40 mm−1 |
| b = 8.9841 (6) Å | T = 293 K |
| c = 12.9597 (7) Å | 0.25 × 0.20 × 0.10 mm |
| β = 107.933 (3)° | |
Data collection top
Siemens SMART CCD area-detector
diffractometer | 3868 independent reflections |
Absorption correction: multi-scan
(SADABS; Bruker, 2000) | 3312 reflections with I > 2σ(I) |
| Tmin = 0.72, Tmax = 0.86 | Rint = 0.024 |
| 15078 measured reflections | θmax = 33.2° |
Refinement top
| R[F2 > 2σ(F2)] = 0.026 | H-atom parameters constrained |
| wR(F2) = 0.076 | Δρmax = 0.49 e Å−3 |
| S = 0.91 | Δρmin = −0.46 e Å−3 |
| 3868 reflections | Absolute structure: ? |
| 154 parameters | Flack parameter: ? |
| 0 restraints | Rogers parameter: ? |
Special details top
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) top| | x | y | z | Uiso*/Ueq | |
| Cd1 | 0.0000 | 0.5000 | 0.5000 | 0.03503 (6) | |
| Cl1 | −0.03922 (4) | 0.51775 (4) | 0.21116 (3) | 0.03284 (8) | |
| O1 | 0.04819 (19) | 0.49130 (16) | 0.32274 (11) | 0.0571 (4) | |
| O2 | −0.16350 (16) | 0.61644 (17) | 0.20631 (13) | 0.0634 (4) | |
| O3 | 0.06260 (17) | 0.58105 (19) | 0.15859 (11) | 0.0614 (4) | |
| O4 | −0.09602 (18) | 0.38130 (17) | 0.15848 (14) | 0.0690 (4) | |
| N1 | −0.25539 (12) | 0.45338 (14) | 0.42306 (9) | 0.0302 (2) | |
| N2 | −0.10913 (13) | 0.72903 (14) | 0.46380 (11) | 0.0378 (2) | |
| H2A | −0.0753 | 0.7867 | 0.5232 | 0.078 (8)* | |
| H2B | −0.0805 | 0.7717 | 0.4102 | 0.066 (7)* | |
| C1 | −0.32304 (17) | 0.32218 (16) | 0.40086 (12) | 0.0365 (3) | |
| H1A | −0.2615 | 0.2378 | 0.4107 | 0.044* | |
| C2 | −0.48220 (17) | 0.30340 (18) | 0.36342 (12) | 0.0393 (3) | |
| H2C | −0.5247 | 0.2089 | 0.3478 | 0.047* | |
| C3 | −0.57413 (16) | 0.42566 (18) | 0.35012 (11) | 0.0372 (3) | |
| H3B | −0.6802 | 0.4151 | 0.3261 | 0.045* | |
| C4 | −0.50747 (14) | 0.56864 (17) | 0.37304 (10) | 0.0309 (2) | |
| C5 | −0.59541 (16) | 0.70000 (19) | 0.36404 (12) | 0.0393 (3) | |
| H5A | −0.7019 | 0.6947 | 0.3401 | 0.047* | |
| C6 | −0.52495 (18) | 0.83408 (19) | 0.39019 (13) | 0.0431 (3) | |
| H6A | −0.5837 | 0.9196 | 0.3859 | 0.052* | |
| C7 | −0.36400 (17) | 0.84453 (17) | 0.42377 (12) | 0.0387 (3) | |
| H7A | −0.3177 | 0.9372 | 0.4408 | 0.046* | |
| C8 | −0.27456 (15) | 0.72045 (15) | 0.43182 (10) | 0.0305 (2) | |
| C9 | −0.34533 (14) | 0.57849 (14) | 0.40875 (9) | 0.0272 (2) | |
Atomic displacement parameters (Å2) top| | U11 | U22 | U33 | U12 | U13 | U23 |
| Cd1 | 0.01856 (8) | 0.04247 (9) | 0.04189 (9) | 0.00338 (4) | 0.00610 (5) | 0.00340 (5) |
| Cl1 | 0.02699 (15) | 0.03779 (15) | 0.03309 (15) | −0.00214 (10) | 0.00826 (11) | 0.00169 (10) |
| O1 | 0.0423 (8) | 0.0965 (12) | 0.0340 (6) | 0.0167 (6) | 0.0137 (5) | 0.0137 (5) |
| O2 | 0.0452 (7) | 0.0625 (9) | 0.0761 (9) | 0.0215 (6) | 0.0094 (6) | 0.0025 (7) |
| O3 | 0.0524 (8) | 0.0837 (10) | 0.0523 (7) | −0.0165 (7) | 0.0219 (6) | 0.0159 (7) |
| O4 | 0.0554 (9) | 0.0563 (8) | 0.0960 (11) | −0.0182 (7) | 0.0245 (8) | −0.0259 (8) |
| N1 | 0.0219 (5) | 0.0355 (5) | 0.0325 (5) | 0.0015 (4) | 0.0076 (4) | −0.0007 (4) |
| N2 | 0.0249 (5) | 0.0379 (6) | 0.0480 (6) | −0.0029 (4) | 0.0076 (4) | −0.0002 (5) |
| C1 | 0.0317 (6) | 0.0366 (6) | 0.0412 (7) | −0.0016 (5) | 0.0111 (5) | −0.0038 (5) |
| C2 | 0.0331 (7) | 0.0433 (7) | 0.0410 (7) | −0.0102 (5) | 0.0106 (5) | −0.0074 (5) |
| C3 | 0.0236 (6) | 0.0553 (8) | 0.0316 (6) | −0.0063 (5) | 0.0070 (4) | −0.0039 (5) |
| C4 | 0.0210 (5) | 0.0451 (7) | 0.0260 (5) | 0.0022 (4) | 0.0064 (4) | 0.0011 (4) |
| C5 | 0.0235 (6) | 0.0569 (9) | 0.0369 (6) | 0.0104 (5) | 0.0082 (5) | 0.0050 (6) |
| C6 | 0.0362 (7) | 0.0482 (8) | 0.0457 (8) | 0.0157 (6) | 0.0137 (6) | 0.0073 (6) |
| C7 | 0.0375 (7) | 0.0361 (6) | 0.0420 (7) | 0.0065 (5) | 0.0117 (5) | 0.0029 (5) |
| C8 | 0.0249 (5) | 0.0356 (6) | 0.0306 (5) | 0.0015 (4) | 0.0077 (4) | 0.0014 (4) |
| C9 | 0.0203 (5) | 0.0373 (6) | 0.0241 (4) | 0.0021 (4) | 0.0069 (4) | 0.0010 (4) |
Geometric parameters (Å, °) top
| Cd1—N2 | 2.2727 (13) | C1—C2 | 1.399 (2) |
| Cd1—N2i | 2.2727 (13) | C1—H1A | 0.9300 |
| Cd1—N1 | 2.2829 (11) | C2—C3 | 1.363 (2) |
| Cd1—N1i | 2.2829 (11) | C2—H2C | 0.9300 |
| Cd1—O1 | 2.4705 (14) | C3—C4 | 1.414 (2) |
| Cd1—O1i | 2.4705 (14) | C3—H3B | 0.9300 |
| Cl1—O4 | 1.4216 (14) | C4—C5 | 1.414 (2) |
| Cl1—O2 | 1.4296 (13) | C4—C9 | 1.4167 (17) |
| Cl1—O3 | 1.4317 (13) | C5—C6 | 1.359 (2) |
| Cl1—O1 | 1.4408 (14) | C5—H5A | 0.9300 |
| N1—C1 | 1.3216 (18) | C6—C7 | 1.407 (2) |
| N1—C9 | 1.3722 (17) | C6—H6A | 0.9300 |
| N2—C8 | 1.4455 (17) | C7—C8 | 1.3685 (19) |
| N2—H2A | 0.9000 | C7—H7A | 0.9300 |
| N2—H2B | 0.9000 | C8—C9 | 1.4203 (18) |
| | | |
| N2—Cd1—N2i | 180.0 | Cd1—N2—H2B | 109.3 |
| N2—Cd1—N1 | 75.47 (4) | H2A—N2—H2B | 108.0 |
| N2i—Cd1—N1 | 104.53 (4) | N1—C1—C2 | 123.53 (14) |
| N2—Cd1—N1i | 104.53 (4) | N1—C1—H1A | 118.2 |
| N2i—Cd1—N1i | 75.47 (4) | C2—C1—H1A | 118.2 |
| N1—Cd1—N1i | 180.00 (3) | C3—C2—C1 | 119.01 (14) |
| N2—Cd1—O1 | 91.72 (5) | C3—C2—H2C | 120.5 |
| N2i—Cd1—O1 | 88.28 (5) | C1—C2—H2C | 120.5 |
| N1—Cd1—O1 | 92.34 (5) | C2—C3—C4 | 119.69 (13) |
| N1i—Cd1—O1 | 87.66 (5) | C2—C3—H3B | 120.2 |
| N2—Cd1—O1i | 88.28 (5) | C4—C3—H3B | 120.2 |
| N2i—Cd1—O1i | 91.72 (5) | C5—C4—C3 | 122.86 (13) |
| N1—Cd1—O1i | 87.66 (5) | C5—C4—C9 | 119.27 (13) |
| N1i—Cd1—O1i | 92.34 (5) | C3—C4—C9 | 117.85 (13) |
| O1—Cd1—O1i | 180.0 | C6—C5—C4 | 120.27 (13) |
| O4—Cl1—O2 | 110.16 (10) | C6—C5—H5A | 119.9 |
| O4—Cl1—O3 | 108.06 (10) | C4—C5—H5A | 119.9 |
| O2—Cl1—O3 | 111.10 (10) | C5—C6—C7 | 120.58 (14) |
| O4—Cl1—O1 | 110.37 (10) | C5—C6—H6A | 119.7 |
| O2—Cl1—O1 | 109.61 (9) | C7—C6—H6A | 119.7 |
| O3—Cl1—O1 | 107.50 (9) | C8—C7—C6 | 121.05 (14) |
| Cl1—O1—Cd1 | 136.44 (9) | C8—C7—H7A | 119.5 |
| C1—N1—C9 | 118.63 (12) | C6—C7—H7A | 119.5 |
| C1—N1—Cd1 | 127.44 (10) | C7—C8—C9 | 119.43 (12) |
| C9—N1—Cd1 | 113.65 (9) | C7—C8—N2 | 121.96 (13) |
| C8—N2—Cd1 | 111.53 (9) | C9—C8—N2 | 118.61 (11) |
| C8—N2—H2A | 109.3 | N1—C9—C4 | 121.27 (12) |
| Cd1—N2—H2A | 109.3 | N1—C9—C8 | 119.39 (11) |
| C8—N2—H2B | 109.3 | C4—C9—C8 | 119.34 (12) |
| Symmetry codes: (i) −x, −y+1, −z+1. |
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| N2—H2B···O4ii | 0.90 | 2.29 | 3.123 (2) | 153 |
| N2—H2A···O3iii | 0.90 | 2.17 | 3.0520 (19) | 165 |
| Symmetry codes: (ii) −x, y+1/2, −z+1/2; (iii) x, −y+3/2, z+1/2. |
Table 1
Selected geometric parameters (Å, °) top| Cd1—N2 | 2.2727 (13) | Cd1—O1 | 2.4705 (14) |
| Cd1—N1 | 2.2829 (11) | | |
| | | |
| N2—Cd1—N1 | 75.47 (4) | N2i—Cd1—O1 | 88.28 (5) |
| N2i—Cd1—N1 | 104.53 (4) | N1—Cd1—O1 | 92.34 (5) |
| N2—Cd1—O1 | 91.72 (5) | N1i—Cd1—O1 | 87.66 (5) |
| Symmetry codes: (i) −x, −y+1, −z+1. |
Table 2
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| N2—H2B···O4ii | 0.90 | 2.29 | 3.123 (2) | 153 |
| N2—H2A···O3iii | 0.90 | 2.17 | 3.0520 (19) | 165 |
| Symmetry codes: (ii) −x, y+1/2, −z+1/2; (iii) x, −y+3/2, z+1/2. |
We thank the Natural Science Foundation of Anhui Province in China (project No.
044-J-04011, 2004kj266) for financial support.
Bruker (2000). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Dietrich, L. D., Egbert, J., Morris, A. M., Wicholas, M., Anderson, O. P. & Miller, S. M. (2005). Inorg. Chem. 44, 6476–6481.
Sheldrick, G. M. (1997a). SHELXS97 and SHELXL97. University of Göttingen, Germany.
Sheldrick, G. M. (1997b). SHELXTL. Version 5.10. Siemens AXS Inc., Madison, Wisconsin, USA.
Siemens (1996). SAINT and SMART. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.
![[Figure 1]](./nc2036fig1thm.gif)
![[Figure 2]](./nc2036fig2thm.gif)
The crystal structure of the title compound, (I), consists of discrete complexes, in which the cadmium atoms are coordinated by four nitrogen atoms of two symmetry related 8-aminoquinoline ligands and two oxygen atoms of two symmetry related perchlorate anions (Figure 1). The perchlorate anions and the 8-aminoquinoline ligands are located in general positions, whereas the cadmium atoms are located on centres of inversion. The Cd—N and Cd—O bond lengths are in the normal ranges (Dietrich et al., 2005) and the Cd coordination polyhedron can be described as a strongly distorted octehedra (Table 1).
The complexes are connected via N—H···O hydrogen bonding between the amino hydrogen atoms and the oxygen atoms of the perchlorate anions (Table 2). From this arrangement channels are formed, which elongated in the direction of the b axis (Figure 2).