Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807021125/nc2036sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807021125/nc2036Isup2.hkl |
CCDC reference: 650531
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.002 Å
- R factor = 0.026
- wR factor = 0.076
- Data-to-parameter ratio = 25.1
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Cd1 - O1 .. 11.29 su
Alert level C PLAT048_ALERT_1_C MoietyFormula Not Given ........................ ? PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O1 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Cl1
Alert level G PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K PLAT794_ALERT_5_G Check Predicted Bond Valency for Cd1 (2) 2.13
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 4 ALERT level C = Check and explain 3 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
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.
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).
For related literature, see: Dietrich et al. (2005).
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.
[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 |
Siemens SMART CCD area-detector diffractometer | 3868 independent reflections |
Radiation source: fine-focus sealed tube | 3312 reflections with I > 2σ(I) |
Graphite monochromator | 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 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) |
[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)° |
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 |
R[F2 > 2σ(F2)] = 0.026 | 0 restraints |
wR(F2) = 0.076 | H-atom parameters constrained |
S = 0.91 | Δρmax = 0.49 e Å−3 |
3868 reflections | Δρmin = −0.46 e Å−3 |
154 parameters |
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. |
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) |
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) |
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 code: (i) −x, −y+1, −z+1. |
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. |
Experimental details
Crystal data | |
Chemical formula | [Cd(ClO4)2(C9H8N2)2] |
Mr | 599.65 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 293 |
a, b, c (Å) | 9.1653 (5), 8.9841 (6), 12.9597 (7) |
β (°) | 107.933 (3) |
V (Å3) | 1015.28 (10) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.40 |
Crystal size (mm) | 0.25 × 0.20 × 0.10 |
Data collection | |
Diffractometer | Siemens SMART CCD area-detector |
Absorption correction | Multi-scan (SADABS; Bruker, 2000) |
Tmin, Tmax | 0.72, 0.86 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 15078, 3868, 3312 |
Rint | 0.024 |
(sin θ/λ)max (Å−1) | 0.770 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.026, 0.076, 0.91 |
No. of reflections | 3868 |
No. of parameters | 154 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.49, −0.46 |
Computer programs: SMART (Siemens, 1996), SMART, SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 1997a), SHELXL97 (Sheldrick, 1997a), SHELXTL (Sheldrick, 1997b), SHELXL97.
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 code: (i) −x, −y+1, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2B···O4ii | 0.90 | 2.29 | 3.123 (2) | 152.9 |
N2—H2A···O3iii | 0.90 | 2.17 | 3.0520 (19) | 165.2 |
Symmetry codes: (ii) −x, y+1/2, −z+1/2; (iii) x, −y+3/2, z+1/2. |
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).