metal-organic compounds
(5,6:19,20-Dibenzo-1,4,11,14-tetraoxa-8,17-diazacycloeicosane-κ4N8,O11,O14,N17)dinitrato-κ4O,O′-cadmium(II)
aDepartment of Chemistry, Northeast Normal University, Changchun 130024, People's Republic of China
*Correspondence e-mail: majf247nenu@yahoo.com.cn
In the title compound, [Cd(NO3)2(C22H30N2O4)], the CdII atom is eight-coordinated by two amine N atoms and two O atoms from the 5,6:19,20-dibenzo-1,4,11,14-tetraoxa-8,17-diazacycloeicosane ligand and four O atoms from two nitrate groups. The coordination geometry about Cd is antiprismatic. One nitro O atom is disordered equally over two positions.
Related literature
For related literature, see: López-Deber et al. (2005); Vicente et al. (2003); Meyerstein (1990); Popović et al. (2006).
Experimental
Crystal data
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Refinement
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Data collection: SMART (Bruker, 1997); cell SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97.
Supporting information
10.1107/S1600536807056541/cs2056sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536807056541/cs2056Isup2.hkl
Ligand L was synthesized according to the reported method (López-Deber et al., 2005). A solution of Cd(NO3)2.4H2O (0.03 g, 0.10 mmol) in 5 ml e thanol was added dropwise to a solution of H2L (0.039 g, 0.10 mmol) in 6 ml e thanol. After stirring for 30 min, the mixture was filtered. Colorless crystals were obtained by evaporating the filtrate at room temperature (yield 50%).
The C-bound H atoms were positioned geometrically and refined as riding atoms, with C—H distances of 0.93–0.97 Å and Uiso(H) = 1.2Ueq(C) for aromatic and methylene H atoms. The disordered nitrate group was refined using O atom split over two sites, with a total occupancy of 1.
Data collection: SMART (Bruker, 1997); cell
SAINT (Bruker, 1999); data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).Fig. 1. A view of the molecule of I. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity. Only one disorder site is shown for a nitrate. |
[Cd(NO3)2(C22H30N2O4)] | F(000) = 1272 |
Mr = 622.90 | Dx = 1.625 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71069 Å |
Hall symbol: -P 2ybc | Cell parameters from 3767 reflections |
a = 13.167 (3) Å | θ = 1.6–25.2° |
b = 7.6750 (15) Å | µ = 0.92 mm−1 |
c = 25.227 (5) Å | T = 293 K |
β = 92.568 (4)° | Block, colourless |
V = 2546.8 (9) Å3 | 0.22 × 0.21 × 0.19 mm |
Z = 4 |
Bruker APEX CCD area-detector diffractometer | 4558 independent reflections |
Radiation source: fine-focus sealed tube | 3767 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.056 |
ω scans | θmax = 25.2°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −15→14 |
Tmin = 0.82, Tmax = 0.84 | k = −9→8 |
12190 measured reflections | l = −30→23 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.105 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0554P)2 + 0.8726P] where P = (Fo2 + 2Fc2)/3 |
4558 reflections | (Δ/σ)max < 0.001 |
349 parameters | Δρmax = 1.00 e Å−3 |
1 restraint | Δρmin = −1.00 e Å−3 |
[Cd(NO3)2(C22H30N2O4)] | V = 2546.8 (9) Å3 |
Mr = 622.90 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 13.167 (3) Å | µ = 0.92 mm−1 |
b = 7.6750 (15) Å | T = 293 K |
c = 25.227 (5) Å | 0.22 × 0.21 × 0.19 mm |
β = 92.568 (4)° |
Bruker APEX CCD area-detector diffractometer | 4558 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3767 reflections with I > 2σ(I) |
Tmin = 0.82, Tmax = 0.84 | Rint = 0.056 |
12190 measured reflections |
R[F2 > 2σ(F2)] = 0.041 | 1 restraint |
wR(F2) = 0.105 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | Δρmax = 1.00 e Å−3 |
4558 reflections | Δρmin = −1.00 e Å−3 |
349 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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Cd1 | 0.237559 (19) | 0.06536 (3) | 0.068001 (9) | 0.03453 (12) | |
C1 | 0.3037 (3) | 0.2975 (5) | 0.26599 (15) | 0.0463 (9) | |
C2 | 0.3327 (4) | 0.3662 (6) | 0.31505 (16) | 0.0567 (11) | |
H2 | 0.2898 | 0.4418 | 0.3323 | 0.068* | |
C3 | 0.4250 (3) | 0.3218 (6) | 0.33784 (16) | 0.0556 (11) | |
H3 | 0.4448 | 0.3669 | 0.3709 | 0.067* | |
C4 | 0.4888 (3) | 0.2114 (6) | 0.31257 (17) | 0.0566 (11) | |
H4 | 0.5522 | 0.1839 | 0.3281 | 0.068* | |
C5 | 0.4585 (3) | 0.1415 (5) | 0.26411 (16) | 0.0501 (10) | |
H5 | 0.5020 | 0.0665 | 0.2471 | 0.060* | |
C6 | 0.3642 (3) | 0.1809 (5) | 0.24025 (14) | 0.0422 (9) | |
C7 | 0.1505 (5) | 0.4558 (8) | 0.2560 (3) | 0.110 (3) | |
H7A | 0.1873 | 0.5651 | 0.2544 | 0.132* | |
H7B | 0.1373 | 0.4350 | 0.2930 | 0.132* | |
C8 | 0.0537 (3) | 0.4785 (6) | 0.22754 (19) | 0.0597 (12) | |
H8A | 0.0022 | 0.5032 | 0.2528 | 0.072* | |
H8B | 0.0579 | 0.5785 | 0.2042 | 0.072* | |
C9 | −0.0699 (3) | 0.3258 (5) | 0.17268 (16) | 0.0460 (9) | |
C10 | −0.1521 (3) | 0.4239 (5) | 0.18653 (18) | 0.0552 (11) | |
H10 | −0.1454 | 0.5067 | 0.2134 | 0.066* | |
C11 | −0.2452 (3) | 0.3972 (6) | 0.15981 (19) | 0.0587 (11) | |
H11 | −0.3015 | 0.4611 | 0.1695 | 0.070* | |
C12 | −0.2557 (3) | 0.2788 (6) | 0.11950 (17) | 0.0550 (10) | |
H12 | −0.3181 | 0.2642 | 0.1014 | 0.066* | |
C13 | −0.1727 (3) | 0.1810 (5) | 0.10590 (16) | 0.0479 (9) | |
H13 | −0.1798 | 0.0994 | 0.0787 | 0.057* | |
C14 | −0.0788 (3) | 0.2032 (5) | 0.13236 (14) | 0.0414 (8) | |
C15 | 0.3261 (3) | 0.0939 (5) | 0.18976 (15) | 0.0454 (9) | |
H15A | 0.3732 | 0.0017 | 0.1814 | 0.054* | |
H15B | 0.2612 | 0.0397 | 0.1960 | 0.054* | |
C16 | 0.0130 (3) | 0.1004 (4) | 0.11704 (16) | 0.0412 (8) | |
H16A | 0.0521 | 0.0678 | 0.1490 | 0.049* | |
H16B | −0.0097 | −0.0059 | 0.0994 | 0.049* | |
C17 | 0.4099 (3) | 0.2851 (5) | 0.12706 (16) | 0.0478 (9) | |
H17A | 0.4557 | 0.1927 | 0.1173 | 0.057* | |
H17B | 0.4415 | 0.3482 | 0.1567 | 0.057* | |
C18 | 0.3922 (4) | 0.4067 (5) | 0.08089 (18) | 0.0577 (11) | |
H18A | 0.3528 | 0.5068 | 0.0914 | 0.069* | |
H18B | 0.4565 | 0.4476 | 0.0683 | 0.069* | |
C19 | 0.3169 (4) | 0.4064 (5) | −0.00699 (17) | 0.0543 (11) | |
H19A | 0.3795 | 0.4405 | −0.0230 | 0.065* | |
H19B | 0.2782 | 0.5105 | 0.0003 | 0.065* | |
C20 | 0.2563 (3) | 0.2872 (6) | −0.04333 (15) | 0.0541 (10) | |
H20A | 0.2293 | 0.3534 | −0.0735 | 0.065* | |
H20B | 0.3008 | 0.1979 | −0.0565 | 0.065* | |
C21 | 0.0930 (3) | 0.3238 (5) | −0.00682 (16) | 0.0474 (9) | |
H21A | 0.0550 | 0.3526 | −0.0395 | 0.057* | |
H21B | 0.1202 | 0.4308 | 0.0086 | 0.057* | |
C22 | 0.0255 (3) | 0.2383 (5) | 0.03056 (15) | 0.0445 (9) | |
H22A | −0.0314 | 0.3145 | 0.0370 | 0.053* | |
H22B | −0.0012 | 0.1316 | 0.0148 | 0.053* | |
N1 | 0.3131 (2) | 0.2088 (4) | 0.14301 (11) | 0.0380 (7) | |
N2 | 0.0799 (2) | 0.1973 (4) | 0.08151 (12) | 0.0362 (7) | |
N3 | 0.1614 (3) | −0.2792 (4) | 0.09950 (14) | 0.0510 (8) | |
N4 | 0.3934 (3) | −0.1361 (4) | 0.02528 (15) | 0.0504 (8) | |
O1 | 0.2109 (2) | 0.3313 (4) | 0.24031 (13) | 0.0725 (10) | |
O2 | 0.0240 (2) | 0.3344 (4) | 0.19770 (14) | 0.0711 (10) | |
O3 | 0.3384 (2) | 0.3117 (3) | 0.04042 (10) | 0.0510 (7) | |
O4 | 0.1745 (2) | 0.2061 (3) | −0.01765 (9) | 0.0444 (6) | |
O5 | 0.3898 (3) | −0.1102 (5) | 0.07408 (14) | 0.0717 (9) | |
O6 | 0.3226 (3) | −0.0730 (4) | −0.00288 (13) | 0.0649 (9) | |
O7 | 0.4605 (3) | −0.2216 (5) | 0.00709 (18) | 0.0926 (12) | |
O8 | 0.1473 (3) | −0.2092 (4) | 0.05524 (13) | 0.0673 (8) | |
O9 | 0.1617 (10) | −0.439 (3) | 0.1075 (11) | 0.067 (4) | 0.50 |
O10 | 0.1959 (3) | −0.1895 (4) | 0.13589 (14) | 0.0847 (11) | |
O11 | 0.1198 (10) | −0.424 (3) | 0.1043 (11) | 0.075 (4) | 0.50 |
H1N | 0.272 (4) | 0.298 (7) | 0.150 (2) | 0.090* | |
H2N | 0.098 (4) | 0.287 (8) | 0.096 (2) | 0.090* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.04017 (18) | 0.02992 (17) | 0.03375 (17) | 0.00307 (10) | 0.00432 (12) | −0.00144 (9) |
C1 | 0.049 (2) | 0.047 (2) | 0.043 (2) | −0.0025 (18) | 0.0002 (18) | −0.0047 (17) |
C2 | 0.070 (3) | 0.055 (2) | 0.045 (2) | −0.006 (2) | 0.001 (2) | −0.0145 (19) |
C3 | 0.067 (3) | 0.062 (3) | 0.037 (2) | −0.019 (2) | −0.004 (2) | −0.0040 (19) |
C4 | 0.061 (3) | 0.052 (2) | 0.055 (2) | −0.013 (2) | −0.015 (2) | 0.011 (2) |
C5 | 0.056 (2) | 0.043 (2) | 0.051 (2) | 0.0012 (19) | 0.000 (2) | 0.0005 (17) |
C6 | 0.054 (2) | 0.0334 (19) | 0.0387 (19) | −0.0028 (17) | −0.0029 (18) | −0.0004 (15) |
C7 | 0.088 (4) | 0.077 (4) | 0.160 (6) | 0.035 (3) | −0.051 (4) | −0.068 (4) |
C8 | 0.069 (3) | 0.045 (2) | 0.065 (3) | 0.012 (2) | −0.002 (2) | −0.021 (2) |
C9 | 0.049 (2) | 0.040 (2) | 0.049 (2) | 0.0082 (18) | 0.0055 (19) | −0.0021 (17) |
C10 | 0.058 (3) | 0.051 (2) | 0.057 (3) | 0.014 (2) | 0.010 (2) | −0.0077 (19) |
C11 | 0.052 (3) | 0.058 (3) | 0.068 (3) | 0.020 (2) | 0.015 (2) | 0.003 (2) |
C12 | 0.045 (2) | 0.060 (3) | 0.060 (3) | 0.003 (2) | 0.008 (2) | 0.004 (2) |
C13 | 0.047 (2) | 0.046 (2) | 0.051 (2) | −0.0023 (18) | 0.0070 (19) | −0.0009 (17) |
C14 | 0.045 (2) | 0.0354 (19) | 0.044 (2) | 0.0011 (16) | 0.0102 (17) | 0.0007 (16) |
C15 | 0.058 (2) | 0.036 (2) | 0.041 (2) | 0.0021 (17) | −0.0024 (19) | −0.0043 (15) |
C16 | 0.047 (2) | 0.0306 (18) | 0.046 (2) | 0.0049 (16) | 0.0073 (18) | −0.0012 (15) |
C17 | 0.043 (2) | 0.050 (2) | 0.050 (2) | −0.0066 (18) | 0.0027 (18) | −0.0054 (18) |
C18 | 0.067 (3) | 0.048 (2) | 0.057 (3) | −0.013 (2) | 0.003 (2) | 0.0000 (19) |
C19 | 0.055 (2) | 0.057 (3) | 0.052 (2) | −0.002 (2) | 0.020 (2) | 0.0180 (19) |
C20 | 0.063 (3) | 0.063 (3) | 0.038 (2) | 0.006 (2) | 0.0227 (19) | 0.0073 (19) |
C21 | 0.056 (2) | 0.039 (2) | 0.047 (2) | 0.0117 (18) | −0.0001 (19) | 0.0057 (17) |
C22 | 0.047 (2) | 0.037 (2) | 0.050 (2) | 0.0064 (17) | −0.0003 (18) | 0.0011 (16) |
N1 | 0.0424 (17) | 0.0356 (16) | 0.0361 (16) | 0.0006 (13) | 0.0027 (14) | −0.0016 (13) |
N2 | 0.0402 (16) | 0.0287 (15) | 0.0401 (16) | 0.0027 (13) | 0.0037 (13) | −0.0051 (12) |
N3 | 0.064 (2) | 0.0343 (18) | 0.055 (2) | −0.0062 (17) | 0.0082 (18) | −0.0069 (16) |
N4 | 0.051 (2) | 0.0383 (18) | 0.063 (2) | 0.0029 (16) | 0.0114 (18) | −0.0043 (16) |
O1 | 0.0618 (19) | 0.079 (2) | 0.074 (2) | 0.0264 (17) | −0.0188 (17) | −0.0395 (18) |
O2 | 0.0611 (19) | 0.0554 (19) | 0.095 (2) | 0.0182 (15) | −0.0221 (18) | −0.0349 (17) |
O3 | 0.0648 (18) | 0.0436 (15) | 0.0444 (14) | −0.0110 (13) | 0.0024 (13) | 0.0079 (12) |
O4 | 0.0554 (16) | 0.0399 (14) | 0.0385 (13) | 0.0078 (12) | 0.0076 (12) | −0.0001 (11) |
O5 | 0.076 (2) | 0.074 (2) | 0.063 (2) | 0.0211 (18) | −0.0111 (19) | −0.0101 (17) |
O6 | 0.071 (2) | 0.065 (2) | 0.0579 (19) | 0.0131 (16) | −0.0053 (17) | −0.0043 (14) |
O7 | 0.075 (2) | 0.071 (2) | 0.135 (3) | 0.0246 (19) | 0.044 (2) | −0.018 (2) |
O8 | 0.079 (2) | 0.0600 (19) | 0.0618 (19) | −0.0019 (16) | −0.0068 (17) | 0.0067 (16) |
O9 | 0.076 (9) | 0.036 (5) | 0.091 (7) | −0.017 (8) | 0.008 (9) | −0.002 (4) |
O10 | 0.122 (3) | 0.054 (2) | 0.075 (2) | −0.0126 (19) | −0.023 (2) | −0.0153 (17) |
O11 | 0.090 (11) | 0.048 (7) | 0.087 (7) | −0.031 (9) | 0.006 (11) | −0.004 (5) |
Cd1—N2 | 2.348 (3) | C14—C16 | 1.508 (5) |
Cd1—N1 | 2.369 (3) | C15—N1 | 1.476 (5) |
Cd1—O6 | 2.399 (3) | C15—H15A | 0.9700 |
Cd1—O5 | 2.415 (3) | C15—H15B | 0.9700 |
Cd1—O3 | 2.430 (3) | C16—N2 | 1.484 (5) |
Cd1—O8 | 2.433 (3) | C16—H16A | 0.9700 |
Cd1—O4 | 2.523 (2) | C16—H16B | 0.9700 |
Cd1—O10 | 2.673 (2) | C17—N1 | 1.475 (5) |
C1—C6 | 1.380 (5) | C17—C18 | 1.503 (6) |
C1—O1 | 1.382 (5) | C17—H17A | 0.9700 |
C1—C2 | 1.383 (5) | C17—H17B | 0.9700 |
C2—C3 | 1.364 (6) | C18—O3 | 1.418 (5) |
C2—H2 | 0.9300 | C18—H18A | 0.9700 |
C3—C4 | 1.370 (6) | C18—H18B | 0.9700 |
C3—H3 | 0.9300 | C19—O3 | 1.417 (5) |
C4—C5 | 1.378 (6) | C19—C20 | 1.499 (6) |
C4—H4 | 0.9300 | C19—H19A | 0.9700 |
C5—C6 | 1.389 (5) | C19—H19B | 0.9700 |
C5—H5 | 0.9300 | C20—O4 | 1.425 (5) |
C6—C15 | 1.504 (5) | C20—H20A | 0.9700 |
C7—O1 | 1.315 (6) | C20—H20B | 0.9700 |
C7—C8 | 1.445 (6) | C21—O4 | 1.439 (4) |
C7—H7A | 0.9700 | C21—C22 | 1.477 (6) |
C7—H7B | 0.9700 | C21—H21A | 0.9700 |
C8—O2 | 1.384 (5) | C21—H21B | 0.9700 |
C8—H8A | 0.9700 | C22—N2 | 1.477 (5) |
C8—H8B | 0.9700 | C22—H22A | 0.9700 |
C9—O2 | 1.364 (5) | C22—H22B | 0.9700 |
C9—C10 | 1.377 (6) | N1—H1N | 0.90 (6) |
C9—C14 | 1.387 (5) | N2—H2N | 0.81 (6) |
C10—C11 | 1.387 (6) | N3—O10 | 1.219 (4) |
C10—H10 | 0.9300 | N3—O9 | 1.24 (2) |
C11—C12 | 1.366 (6) | N3—O8 | 1.245 (4) |
C11—H11 | 0.9300 | N3—O11 | 1.25 (2) |
C12—C13 | 1.381 (6) | N4—O7 | 1.207 (4) |
C12—H12 | 0.9300 | N4—O6 | 1.245 (4) |
C13—C14 | 1.389 (5) | N4—O5 | 1.250 (5) |
C13—H13 | 0.9300 | O9—O11 | 0.57 (2) |
N2—Cd1—N1 | 91.47 (10) | N2—C16—C14 | 113.4 (3) |
N2—Cd1—O6 | 138.07 (10) | N2—C16—H16A | 108.9 |
N1—Cd1—O6 | 127.43 (11) | C14—C16—H16A | 108.9 |
N2—Cd1—O5 | 165.52 (12) | N2—C16—H16B | 108.9 |
N1—Cd1—O5 | 83.75 (11) | C14—C16—H16B | 108.9 |
O6—Cd1—O5 | 52.16 (11) | H16A—C16—H16B | 107.7 |
N2—Cd1—O3 | 101.75 (10) | N1—C17—C18 | 110.6 (3) |
N1—Cd1—O3 | 69.64 (10) | N1—C17—H17A | 109.5 |
O6—Cd1—O3 | 81.48 (10) | C18—C17—H17A | 109.5 |
O5—Cd1—O3 | 89.42 (12) | N1—C17—H17B | 109.5 |
N2—Cd1—O8 | 87.88 (11) | C18—C17—H17B | 109.5 |
N1—Cd1—O8 | 133.87 (10) | H17A—C17—H17B | 108.1 |
O6—Cd1—O8 | 76.09 (12) | O3—C18—C17 | 107.1 (3) |
O5—Cd1—O8 | 85.66 (11) | O3—C18—H18A | 110.3 |
O3—Cd1—O8 | 154.93 (10) | C17—C18—H18A | 110.3 |
N2—Cd1—O4 | 71.36 (9) | O3—C18—H18B | 110.3 |
N1—Cd1—O4 | 126.54 (10) | C17—C18—H18B | 110.3 |
O6—Cd1—O4 | 72.42 (9) | H18A—C18—H18B | 108.6 |
O5—Cd1—O4 | 122.27 (10) | O3—C19—C20 | 106.5 (3) |
O3—Cd1—O4 | 65.46 (8) | O3—C19—H19A | 110.4 |
O8—Cd1—O4 | 96.74 (9) | C20—C19—H19A | 110.4 |
C6—C1—O1 | 114.7 (3) | O3—C19—H19B | 110.4 |
C6—C1—C2 | 121.8 (4) | C20—C19—H19B | 110.4 |
O1—C1—C2 | 123.4 (4) | H19A—C19—H19B | 108.6 |
C3—C2—C1 | 119.1 (4) | O4—C20—C19 | 112.4 (3) |
C3—C2—H2 | 120.4 | O4—C20—H20A | 109.1 |
C1—C2—H2 | 120.4 | C19—C20—H20A | 109.1 |
C2—C3—C4 | 120.8 (4) | O4—C20—H20B | 109.1 |
C2—C3—H3 | 119.6 | C19—C20—H20B | 109.1 |
C4—C3—H3 | 119.6 | H20A—C20—H20B | 107.9 |
C3—C4—C5 | 119.6 (4) | O4—C21—C22 | 108.5 (3) |
C3—C4—H4 | 120.2 | O4—C21—H21A | 110.0 |
C5—C4—H4 | 120.2 | C22—C21—H21A | 110.0 |
C4—C5—C6 | 121.1 (4) | O4—C21—H21B | 110.0 |
C4—C5—H5 | 119.4 | C22—C21—H21B | 110.0 |
C6—C5—H5 | 119.4 | H21A—C21—H21B | 108.4 |
C1—C6—C5 | 117.5 (3) | N2—C22—C21 | 111.6 (3) |
C1—C6—C15 | 120.6 (3) | N2—C22—H22A | 109.3 |
C5—C6—C15 | 121.9 (4) | C21—C22—H22A | 109.3 |
O1—C7—C8 | 118.0 (4) | N2—C22—H22B | 109.3 |
O1—C7—H7A | 107.8 | C21—C22—H22B | 109.3 |
C8—C7—H7A | 107.8 | H22A—C22—H22B | 108.0 |
O1—C7—H7B | 107.8 | C17—N1—C15 | 112.6 (3) |
C8—C7—H7B | 107.8 | C17—N1—Cd1 | 107.7 (2) |
H7A—C7—H7B | 107.1 | C15—N1—Cd1 | 113.0 (2) |
O2—C8—C7 | 113.3 (4) | C17—N1—H1N | 107 (4) |
O2—C8—H8A | 108.9 | C15—N1—H1N | 110 (4) |
C7—C8—H8A | 108.9 | Cd1—N1—H1N | 106 (3) |
O2—C8—H8B | 108.9 | C22—N2—C16 | 110.8 (3) |
C7—C8—H8B | 108.9 | C22—N2—Cd1 | 111.3 (2) |
H8A—C8—H8B | 107.7 | C16—N2—Cd1 | 115.1 (2) |
O2—C9—C10 | 124.3 (4) | C22—N2—H2N | 110 (4) |
O2—C9—C14 | 114.7 (3) | C16—N2—H2N | 109 (4) |
C10—C9—C14 | 121.0 (4) | Cd1—N2—H2N | 101 (4) |
C9—C10—C11 | 118.9 (4) | O10—N3—O9 | 115.9 (12) |
C9—C10—H10 | 120.5 | O10—N3—O8 | 117.9 (3) |
C11—C10—H10 | 120.5 | O9—N3—O8 | 124.8 (13) |
C12—C11—C10 | 121.1 (4) | O10—N3—O11 | 125.5 (13) |
C12—C11—H11 | 119.4 | O8—N3—O11 | 115.0 (12) |
C10—C11—H11 | 119.4 | O7—N4—O6 | 122.5 (4) |
C11—C12—C13 | 119.5 (4) | O7—N4—O5 | 121.5 (4) |
C11—C12—H12 | 120.3 | O6—N4—O5 | 116.0 (4) |
C13—C12—H12 | 120.3 | C7—O1—C1 | 121.9 (3) |
C12—C13—C14 | 120.7 (4) | C9—O2—C8 | 121.2 (3) |
C12—C13—H13 | 119.6 | C19—O3—C18 | 114.7 (3) |
C14—C13—H13 | 119.6 | C19—O3—Cd1 | 123.4 (2) |
C9—C14—C13 | 118.7 (4) | C18—O3—Cd1 | 117.1 (2) |
C9—C14—C16 | 120.0 (3) | C20—O4—C21 | 113.4 (3) |
C13—C14—C16 | 121.3 (3) | C20—O4—Cd1 | 110.5 (2) |
N1—C15—C6 | 115.7 (3) | C21—O4—Cd1 | 109.0 (2) |
N1—C15—H15A | 108.4 | N4—O5—Cd1 | 95.4 (2) |
C6—C15—H15A | 108.4 | N4—O6—Cd1 | 96.3 (2) |
N1—C15—H15B | 108.4 | N3—O8—Cd1 | 101.7 (2) |
C6—C15—H15B | 108.4 | O11—O9—N3 | 77 (5) |
H15A—C15—H15B | 107.4 | O9—O11—N3 | 77 (4) |
C6—C1—C2—C3 | 2.1 (7) | C10—C9—O2—C8 | −20.9 (7) |
O1—C1—C2—C3 | 178.4 (4) | C14—C9—O2—C8 | 161.5 (4) |
C1—C2—C3—C4 | 0.4 (7) | C7—C8—O2—C9 | 173.2 (6) |
C2—C3—C4—C5 | −1.4 (7) | C20—C19—O3—C18 | −177.5 (3) |
C3—C4—C5—C6 | 0.0 (6) | C20—C19—O3—Cd1 | −22.8 (4) |
O1—C1—C6—C5 | −180.0 (4) | C17—C18—O3—C19 | −178.7 (4) |
C2—C1—C6—C5 | −3.4 (6) | C17—C18—O3—Cd1 | 24.9 (4) |
O1—C1—C6—C15 | −3.1 (6) | N2—Cd1—O3—C19 | −64.3 (3) |
C2—C1—C6—C15 | 173.5 (4) | N1—Cd1—O3—C19 | −151.5 (3) |
C4—C5—C6—C1 | 2.3 (6) | O6—Cd1—O3—C19 | 73.2 (3) |
C4—C5—C6—C15 | −174.6 (4) | O5—Cd1—O3—C19 | 125.0 (3) |
O1—C7—C8—O2 | 18.3 (10) | O8—Cd1—O3—C19 | 46.5 (4) |
O2—C9—C10—C11 | −176.8 (4) | O4—Cd1—O3—C19 | −1.3 (3) |
C14—C9—C10—C11 | 0.7 (7) | N2—Cd1—O3—C18 | 89.8 (3) |
C9—C10—C11—C12 | −1.5 (7) | N1—Cd1—O3—C18 | 2.7 (3) |
C10—C11—C12—C13 | 1.5 (7) | O6—Cd1—O3—C18 | −132.7 (3) |
C11—C12—C13—C14 | −0.7 (6) | O5—Cd1—O3—C18 | −80.9 (3) |
O2—C9—C14—C13 | 177.8 (4) | O8—Cd1—O3—C18 | −159.3 (3) |
C10—C9—C14—C13 | 0.1 (6) | O4—Cd1—O3—C18 | 152.8 (3) |
O2—C9—C14—C16 | −3.8 (5) | C19—C20—O4—C21 | 71.5 (4) |
C10—C9—C14—C16 | 178.5 (4) | C19—C20—O4—Cd1 | −51.3 (4) |
C12—C13—C14—C9 | −0.1 (6) | C22—C21—O4—C20 | −166.5 (3) |
C12—C13—C14—C16 | −178.5 (4) | C22—C21—O4—Cd1 | −43.0 (3) |
C1—C6—C15—N1 | 68.8 (5) | N2—Cd1—O4—C20 | 140.1 (2) |
C5—C6—C15—N1 | −114.5 (4) | N1—Cd1—O4—C20 | 62.6 (3) |
C9—C14—C16—N2 | −80.7 (4) | O6—Cd1—O4—C20 | −61.4 (2) |
C13—C14—C16—N2 | 97.7 (4) | O5—Cd1—O4—C20 | −45.4 (3) |
N1—C17—C18—O3 | −54.4 (5) | O3—Cd1—O4—C20 | 27.1 (2) |
O3—C19—C20—O4 | 48.3 (5) | O8—Cd1—O4—C20 | −134.5 (2) |
O4—C21—C22—N2 | 61.4 (4) | N2—Cd1—O4—C21 | 14.8 (2) |
C18—C17—N1—C15 | −177.6 (3) | N1—Cd1—O4—C21 | −62.7 (2) |
C18—C17—N1—Cd1 | 57.3 (3) | O6—Cd1—O4—C21 | 173.3 (2) |
C6—C15—N1—C17 | 63.5 (4) | O5—Cd1—O4—C21 | −170.7 (2) |
C6—C15—N1—Cd1 | −174.3 (3) | O3—Cd1—O4—C21 | −98.2 (2) |
N2—Cd1—N1—C17 | −132.3 (2) | O8—Cd1—O4—C21 | 100.2 (2) |
O6—Cd1—N1—C17 | 30.8 (3) | O7—N4—O5—Cd1 | 179.6 (4) |
O5—Cd1—N1—C17 | 61.4 (2) | O6—N4—O5—Cd1 | −2.4 (4) |
O3—Cd1—N1—C17 | −30.3 (2) | N2—Cd1—O5—N4 | 140.9 (4) |
O8—Cd1—N1—C17 | 139.2 (2) | N1—Cd1—O5—N4 | −147.8 (3) |
O4—Cd1—N1—C17 | −64.6 (3) | O6—Cd1—O5—N4 | 1.4 (2) |
N2—Cd1—N1—C15 | 102.8 (3) | O3—Cd1—O5—N4 | −78.2 (3) |
O6—Cd1—N1—C15 | −94.1 (3) | O8—Cd1—O5—N4 | 77.1 (3) |
O5—Cd1—N1—C15 | −63.5 (3) | O4—Cd1—O5—N4 | −18.1 (3) |
O3—Cd1—N1—C15 | −155.2 (3) | O7—N4—O6—Cd1 | −179.6 (4) |
O8—Cd1—N1—C15 | 14.3 (3) | O5—N4—O6—Cd1 | 2.4 (4) |
O4—Cd1—N1—C15 | 170.5 (2) | N2—Cd1—O6—N4 | −167.3 (2) |
C21—C22—N2—C16 | −176.0 (3) | N1—Cd1—O6—N4 | 38.4 (3) |
C21—C22—N2—Cd1 | −46.6 (3) | O5—Cd1—O6—N4 | −1.4 (2) |
C14—C16—N2—C22 | −62.8 (4) | O3—Cd1—O6—N4 | 94.5 (2) |
C14—C16—N2—Cd1 | 169.9 (2) | O8—Cd1—O6—N4 | −96.8 (2) |
N1—Cd1—N2—C22 | 144.3 (2) | O4—Cd1—O6—N4 | 161.4 (2) |
O6—Cd1—N2—C22 | −15.5 (3) | O10—N3—O8—Cd1 | 12.1 (4) |
O5—Cd1—N2—C22 | −145.3 (4) | O9—N3—O8—Cd1 | −153.4 (9) |
O3—Cd1—N2—C22 | 74.8 (2) | O11—N3—O8—Cd1 | 178.3 (10) |
O8—Cd1—N2—C22 | −81.9 (2) | N2—Cd1—O8—N3 | −99.4 (3) |
O4—Cd1—N2—C22 | 16.0 (2) | N1—Cd1—O8—N3 | −9.4 (3) |
N1—Cd1—N2—C16 | −88.7 (2) | O6—Cd1—O8—N3 | 119.7 (3) |
O6—Cd1—N2—C16 | 111.5 (2) | O5—Cd1—O8—N3 | 67.6 (3) |
O5—Cd1—N2—C16 | −18.3 (5) | O3—Cd1—O8—N3 | 146.9 (3) |
O3—Cd1—N2—C16 | −158.2 (2) | O4—Cd1—O8—N3 | −170.4 (3) |
O8—Cd1—N2—C16 | 45.2 (2) | O10—N3—O9—O11 | 118 (5) |
O4—Cd1—N2—C16 | 143.0 (2) | O8—N3—O9—O11 | −76 (6) |
C8—C7—O1—C1 | −178.4 (5) | O10—N3—O11—O9 | −76 (6) |
C6—C1—O1—C7 | −170.9 (6) | O8—N3—O11—O9 | 118 (5) |
C2—C1—O1—C7 | 12.6 (8) |
Experimental details
Crystal data | |
Chemical formula | [Cd(NO3)2(C22H30N2O4)] |
Mr | 622.90 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 293 |
a, b, c (Å) | 13.167 (3), 7.6750 (15), 25.227 (5) |
β (°) | 92.568 (4) |
V (Å3) | 2546.8 (9) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.92 |
Crystal size (mm) | 0.22 × 0.21 × 0.19 |
Data collection | |
Diffractometer | Bruker APEX CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.82, 0.84 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 12190, 4558, 3767 |
Rint | 0.056 |
(sin θ/λ)max (Å−1) | 0.600 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.041, 0.105, 1.04 |
No. of reflections | 4558 |
No. of parameters | 349 |
No. of restraints | 1 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 1.00, −1.00 |
Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1999), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL-Plus (Sheldrick, 1990).
Cd1—N2 | 2.348 (3) | Cd1—O3 | 2.430 (3) |
Cd1—N1 | 2.369 (3) | Cd1—O8 | 2.433 (3) |
Cd1—O6 | 2.399 (3) | Cd1—O4 | 2.523 (2) |
Cd1—O5 | 2.415 (3) | Cd1—O10 | 2.673 (2) |
N2—Cd1—N1 | 91.47 (10) | N1—Cd1—O8 | 133.87 (10) |
N2—Cd1—O6 | 138.07 (10) | O6—Cd1—O8 | 76.09 (12) |
N1—Cd1—O6 | 127.43 (11) | O5—Cd1—O8 | 85.66 (11) |
N2—Cd1—O5 | 165.52 (12) | O3—Cd1—O8 | 154.93 (10) |
N1—Cd1—O5 | 83.75 (11) | N2—Cd1—O4 | 71.36 (9) |
O6—Cd1—O5 | 52.16 (11) | N1—Cd1—O4 | 126.54 (10) |
N2—Cd1—O3 | 101.75 (10) | O6—Cd1—O4 | 72.42 (9) |
N1—Cd1—O3 | 69.64 (10) | O5—Cd1—O4 | 122.27 (10) |
O6—Cd1—O3 | 81.48 (10) | O3—Cd1—O4 | 65.46 (8) |
O5—Cd1—O3 | 89.42 (12) | O8—Cd1—O4 | 96.74 (9) |
N2—Cd1—O8 | 87.88 (11) |
Acknowledgements
We thank the National Natural Science Foundation of China (No. 20471014), the Program for New Century Excellent Talents in Chinese Universities (NCET-05-0320), the Fok Ying Tung Education Foundation, and the Analysis and Testing Foundation of Northeast Normal University for support.
References
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This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
In the last few decades, the modification of the macrocycles to control and tune the properties of coordinated metal atoms has been the subject of much interest (Meyerstein, 1990; Vicente et al., 2003). We are involved in studies of oxaaza-macrocycles and their metal coordination compounds. In this paper, we report the preparation and crystal structure of the title macrocyclic complex of CdII.
In the structure of the title compound, CdII is eight-coordinated by two N atoms and two O atoms from ligand L and four O atoms from two nitrate groups. The title compound displays an antiprismatic geometry (Fig. 1). The bond distances and angles around the Cd atom are nomal (Popović et al., 2006).