Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807055481/ci2495sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807055481/ci2495Isup2.hkl |
CCDC reference: 672619
A solution of N,N'-bis(3-propylamine)ethylenediamine (2 mmol, 0.36 g) in water (10 ml) was added drop wise with stirring to a solution of [Cd(saccharinate)2(H2O)4].2H2O (2.0 mmol, 1.17 g) in hot water (20 ml). The mixture was heated to 323 K in a temperature-controlled bath and stirred for 2 h. The reaction mixture was then cooled to room temperature. The crystals formed were filtered and washed with 10 ml of water and ethanol and dried in air.
The sulfonyl group of one of the sacharinate ligands is disordered over two different orientations (S2A,O4A,O5A/S2B,O4B,O5B) with refined occupancies of 0.83 (2) and 0.17 (2). The H atoms of the partially occupied water molecule could not be located. H atoms bonded to N3, N4, N5, N6, N9, N10 and N12 were located in a difference map and refined freely. The remaining H atoms were placed in geometrically idealized positions (N—H = 0.91 Å and C—H = 0.93–0.97 Å) and were refined as riding atoms, with Uiso(H) = 1.2Ueq(C,N).
Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA (Stoe & Cie, 2002); data reduction: X-RED32 (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2006); software used to prepare material for publication: WinGX (Farrugia, 1999).
[Cd(C7H4NO3S)2(C8H22N4)]·0.25H2O) | F(000) = 2664 |
Mr = 653.04 | Dx = 1.587 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 17796 reflections |
a = 14.540 (5) Å | θ = 1.4–27.0° |
b = 24.005 (5) Å | µ = 1.00 mm−1 |
c = 15.701 (5) Å | T = 296 K |
β = 93.840 (5)° | Prism', colourless |
V = 5468 (3) Å3 | 0.27 × 0.26 × 0.24 mm |
Z = 8 |
Stoe IPDS II diffractometer | 10742 independent reflections |
Radiation source: fine-focus sealed tube | 6287 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.077 |
ω–scan | θmax = 26.0°, θmin = 1.4° |
Absorption correction: integration (X-RED32; Stoe & Cie, 2002) | h = −17→17 |
Tmin = 0.790, Tmax = 0.867 | k = −29→29 |
78541 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)] = 0.036 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.084 | w = 1/[σ2(Fo2) + (0.0461P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.83 | (Δ/σ)max = 0.009 |
10742 reflections | Δρmax = 0.45 e Å−3 |
740 parameters | Δρmin = −0.58 e Å−3 |
0 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.00061 (5) |
[Cd(C7H4NO3S)2(C8H22N4)]·0.25H2O) | V = 5468 (3) Å3 |
Mr = 653.04 | Z = 8 |
Monoclinic, P21/c | Mo Kα radiation |
a = 14.540 (5) Å | µ = 1.00 mm−1 |
b = 24.005 (5) Å | T = 296 K |
c = 15.701 (5) Å | 0.27 × 0.26 × 0.24 mm |
β = 93.840 (5)° |
Stoe IPDS II diffractometer | 10742 independent reflections |
Absorption correction: integration (X-RED32; Stoe & Cie, 2002) | 6287 reflections with I > 2σ(I) |
Tmin = 0.790, Tmax = 0.867 | Rint = 0.077 |
78541 measured reflections |
R[F2 > 2σ(F2)] = 0.036 | 0 restraints |
wR(F2) = 0.084 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.83 | Δρmax = 0.45 e Å−3 |
10742 reflections | Δρmin = −0.58 e Å−3 |
740 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 | Occ. (<1) | |
Cd1 | 0.719145 (19) | 0.424731 (11) | 0.245527 (17) | 0.05342 (9) | |
S1 | 0.78820 (7) | 0.57059 (4) | 0.27203 (6) | 0.0590 (2) | |
S2A | 0.7253 (3) | 0.2771 (2) | 0.2090 (3) | 0.0699 (9) | 0.83 (2) |
S2B | 0.747 (2) | 0.2777 (11) | 0.191 (2) | 0.109 (11) | 0.17 (2) |
O1 | 0.71451 (18) | 0.58945 (11) | 0.32103 (19) | 0.0727 (8) | |
O2 | 0.7740 (2) | 0.57911 (11) | 0.18148 (17) | 0.0761 (8) | |
O3 | 0.93263 (19) | 0.45493 (12) | 0.35214 (19) | 0.0777 (8) | |
O4A | 0.7579 (5) | 0.26783 (18) | 0.2995 (6) | 0.090 (2) | 0.83 (2) |
O4B | 0.790 (3) | 0.2669 (12) | 0.258 (3) | 0.090 (2) | 0.17 (2) |
O5A | 0.8004 (7) | 0.2777 (4) | 0.1536 (7) | 0.096 (3) | 0.83 (2) |
O5B | 0.783 (3) | 0.2837 (19) | 0.107 (3) | 0.094 (14) | 0.17 (2) |
O6 | 0.5144 (2) | 0.35423 (12) | 0.1666 (2) | 0.0920 (10) | |
N1 | 0.6648 (2) | 0.33248 (12) | 0.1998 (2) | 0.0650 (9) | |
N2 | 0.8126 (2) | 0.50603 (12) | 0.2928 (2) | 0.0578 (8) | |
N3 | 0.5770 (3) | 0.45627 (16) | 0.2978 (2) | 0.0724 (10) | |
N4 | 0.6483 (3) | 0.47838 (16) | 0.1333 (2) | 0.0727 (10) | |
N5 | 0.8367 (3) | 0.40708 (18) | 0.1577 (3) | 0.0693 (10) | |
N6 | 0.7589 (3) | 0.39118 (19) | 0.3804 (3) | 0.0904 (13) | |
C1 | 0.8984 (3) | 0.49998 (16) | 0.3302 (2) | 0.0566 (9) | |
C2 | 0.9484 (2) | 0.55429 (16) | 0.3421 (2) | 0.0546 (9) | |
C3 | 1.0357 (3) | 0.56411 (18) | 0.3783 (3) | 0.0688 (11) | |
H3 | 1.0725 | 0.5350 | 0.3998 | 0.083* | |
C4 | 1.0670 (3) | 0.6180 (2) | 0.3818 (3) | 0.0806 (13) | |
H4 | 1.1261 | 0.6252 | 0.4056 | 0.097* | |
C5 | 1.0137 (3) | 0.66141 (18) | 0.3512 (3) | 0.0814 (13) | |
H5 | 1.0369 | 0.6975 | 0.3543 | 0.098* | |
C6 | 0.9256 (3) | 0.65202 (17) | 0.3158 (3) | 0.0708 (11) | |
H6 | 0.8887 | 0.6813 | 0.2951 | 0.085* | |
C7 | 0.8944 (2) | 0.59838 (15) | 0.3119 (2) | 0.0556 (9) | |
C8 | 0.5758 (3) | 0.31942 (16) | 0.1756 (3) | 0.0625 (10) | |
C9 | 0.5607 (3) | 0.25861 (16) | 0.1611 (3) | 0.0613 (10) | |
C10 | 0.4798 (3) | 0.23143 (19) | 0.1390 (3) | 0.0809 (13) | |
H10 | 0.4247 | 0.2509 | 0.1296 | 0.097* | |
C11 | 0.4828 (4) | 0.1736 (2) | 0.1311 (3) | 0.0877 (14) | |
H11 | 0.4285 | 0.1541 | 0.1176 | 0.105* | |
C12 | 0.5641 (4) | 0.14522 (19) | 0.1430 (3) | 0.0835 (14) | |
H12 | 0.5644 | 0.1068 | 0.1360 | 0.100* | |
C13 | 0.6452 (3) | 0.17213 (16) | 0.1650 (3) | 0.0754 (12) | |
H13 | 0.7006 | 0.1529 | 0.1734 | 0.091* | |
C14 | 0.6410 (3) | 0.22930 (15) | 0.1743 (3) | 0.0620 (10) | |
C15 | 0.7214 (4) | 0.4245 (2) | 0.4533 (3) | 0.1023 (17) | |
H15B | 0.7390 | 0.4057 | 0.5065 | 0.123* | |
H15A | 0.7510 | 0.4608 | 0.4553 | 0.123* | |
C16 | 0.6201 (4) | 0.4331 (2) | 0.4481 (3) | 0.0979 (16) | |
H16A | 0.5910 | 0.3974 | 0.4356 | 0.117* | |
H16B | 0.6028 | 0.4444 | 0.5042 | 0.117* | |
C17 | 0.5804 (4) | 0.4741 (2) | 0.3852 (3) | 0.0924 (15) | |
H17B | 0.5183 | 0.4829 | 0.3997 | 0.111* | |
H17A | 0.6164 | 0.5081 | 0.3906 | 0.111* | |
C18 | 0.5401 (3) | 0.49984 (17) | 0.2381 (3) | 0.0792 (13) | |
H18B | 0.4750 | 0.5049 | 0.2457 | 0.095* | |
H18A | 0.5710 | 0.5348 | 0.2520 | 0.095* | |
C19 | 0.5523 (3) | 0.48605 (19) | 0.1482 (3) | 0.0834 (13) | |
H19B | 0.5186 | 0.4522 | 0.1331 | 0.100* | |
H19A | 0.5270 | 0.5158 | 0.1120 | 0.100* | |
C20 | 0.6663 (4) | 0.4581 (2) | 0.0470 (3) | 0.0942 (16) | |
H20B | 0.6364 | 0.4824 | 0.0043 | 0.113* | |
H20A | 0.6406 | 0.4210 | 0.0387 | 0.113* | |
C21 | 0.7707 (4) | 0.4564 (2) | 0.0354 (3) | 0.1011 (17) | |
H21B | 0.7797 | 0.4600 | −0.0250 | 0.121* | |
H21A | 0.7987 | 0.4886 | 0.0639 | 0.121* | |
C22 | 0.8193 (4) | 0.4073 (3) | 0.0668 (3) | 0.1048 (17) | |
H22A | 0.7833 | 0.3746 | 0.0499 | 0.126* | |
H22B | 0.8776 | 0.4049 | 0.0404 | 0.126* | |
Cd2 | 0.223114 (19) | 0.388307 (11) | 0.258670 (17) | 0.05582 (9) | |
S3 | 0.23685 (7) | 0.53591 (4) | 0.22569 (6) | 0.0557 (2) | |
S4 | 0.28813 (7) | 0.24494 (4) | 0.30894 (7) | 0.0625 (3) | |
O7 | 0.25839 (19) | 0.54825 (10) | 0.31489 (16) | 0.0671 (7) | |
O8 | 0.31629 (17) | 0.52983 (11) | 0.17642 (18) | 0.0707 (7) | |
O9 | 0.02169 (19) | 0.46385 (12) | 0.16454 (19) | 0.0775 (8) | |
O10 | 0.2174 (2) | 0.23164 (12) | 0.3642 (2) | 0.0854 (9) | |
O11 | 0.2679 (2) | 0.23039 (12) | 0.22060 (19) | 0.0791 (8) | |
O12 | 0.4422 (2) | 0.36187 (13) | 0.3612 (2) | 0.0930 (10) | |
N7 | 0.3165 (2) | 0.30991 (12) | 0.3165 (2) | 0.0632 (8) | |
N8 | 0.1701 (2) | 0.48235 (12) | 0.21432 (19) | 0.0557 (7) | |
N9 | 0.0830 (3) | 0.3655 (2) | 0.3159 (3) | 0.0929 (14) | |
N10 | 0.3312 (3) | 0.40248 (19) | 0.1609 (3) | 0.0704 (10) | |
N11 | 0.1472 (3) | 0.32990 (15) | 0.1542 (3) | 0.0842 (11) | |
H11A | 0.1711 | 0.2953 | 0.1647 | 0.101* | |
N12 | 0.2748 (4) | 0.42835 (17) | 0.3865 (3) | 0.0916 (14) | |
C23 | 0.0852 (3) | 0.49682 (16) | 0.1782 (2) | 0.0563 (9) | |
C24 | 0.0781 (3) | 0.55779 (15) | 0.1581 (2) | 0.0538 (9) | |
C25 | 0.0021 (3) | 0.58737 (18) | 0.1250 (3) | 0.0717 (11) | |
H25 | −0.0537 | 0.5696 | 0.1109 | 0.086* | |
C26 | 0.0117 (4) | 0.6440 (2) | 0.1136 (3) | 0.0890 (14) | |
H26 | −0.0389 | 0.6648 | 0.0925 | 0.107* | |
C27 | 0.0936 (4) | 0.67025 (19) | 0.1326 (3) | 0.0868 (14) | |
H27 | 0.0980 | 0.7083 | 0.1229 | 0.104* | |
C28 | 0.1701 (3) | 0.64179 (17) | 0.1659 (3) | 0.0719 (11) | |
H28 | 0.2260 | 0.6597 | 0.1788 | 0.086* | |
C29 | 0.1597 (3) | 0.58505 (15) | 0.1791 (2) | 0.0552 (9) | |
C30 | 0.4039 (3) | 0.31674 (17) | 0.3493 (3) | 0.0644 (10) | |
C31 | 0.4517 (3) | 0.26224 (16) | 0.3693 (2) | 0.0609 (10) | |
C32 | 0.5402 (3) | 0.2529 (2) | 0.4028 (3) | 0.0829 (13) | |
H32 | 0.5790 | 0.2825 | 0.4183 | 0.099* | |
C33 | 0.5698 (3) | 0.1989 (2) | 0.4128 (3) | 0.0930 (15) | |
H33 | 0.6293 | 0.1920 | 0.4356 | 0.112* | |
C34 | 0.5131 (3) | 0.1551 (2) | 0.3898 (3) | 0.0886 (14) | |
H34 | 0.5356 | 0.1189 | 0.3961 | 0.106* | |
C35 | 0.4238 (3) | 0.16317 (18) | 0.3578 (3) | 0.0767 (12) | |
H35 | 0.3848 | 0.1334 | 0.3434 | 0.092* | |
C36 | 0.3952 (3) | 0.21765 (16) | 0.3481 (2) | 0.0603 (10) | |
C37 | 0.2366 (6) | 0.4030 (3) | 0.4625 (3) | 0.133 (2) | |
H37B | 0.2578 | 0.4244 | 0.5125 | 0.159* | |
H37A | 0.2610 | 0.3656 | 0.4697 | 0.159* | |
C38 | 0.1331 (6) | 0.4001 (3) | 0.4586 (4) | 0.148 (3) | |
H38A | 0.1094 | 0.4356 | 0.4371 | 0.178* | |
H38B | 0.1147 | 0.3964 | 0.5166 | 0.178* | |
C39 | 0.0860 (5) | 0.3546 (3) | 0.4056 (5) | 0.131 (3) | |
H39A | 0.1183 | 0.3197 | 0.4171 | 0.157* | |
H39B | 0.0235 | 0.3502 | 0.4227 | 0.157* | |
C40 | 0.0390 (3) | 0.3188 (2) | 0.2654 (5) | 0.110 (2) | |
H40A | 0.0664 | 0.2838 | 0.2848 | 0.132* | |
H40B | −0.0262 | 0.3175 | 0.2747 | 0.132* | |
C41 | 0.0511 (4) | 0.3256 (2) | 0.1727 (4) | 0.1069 (18) | |
H41A | 0.0236 | 0.2940 | 0.1421 | 0.128* | |
H41B | 0.0188 | 0.3589 | 0.1523 | 0.128* | |
C42 | 0.1615 (5) | 0.3407 (2) | 0.0647 (3) | 0.114 (2) | |
H42B | 0.1285 | 0.3744 | 0.0474 | 0.137* | |
H42A | 0.1349 | 0.3103 | 0.0307 | 0.137* | |
C43 | 0.2618 (5) | 0.3473 (3) | 0.0451 (4) | 0.124 (2) | |
H43A | 0.2966 | 0.3171 | 0.0726 | 0.149* | |
H43B | 0.2657 | 0.3431 | −0.0160 | 0.149* | |
C44 | 0.3059 (4) | 0.3991 (3) | 0.0706 (3) | 0.1065 (18) | |
H44B | 0.3608 | 0.4037 | 0.0396 | 0.128* | |
H44A | 0.2645 | 0.4296 | 0.0548 | 0.128* | |
O1W | 0.7901 (12) | 0.2850 (5) | 0.4846 (8) | 0.108 (5) | 0.25 |
H3A | 0.531 (4) | 0.426 (2) | 0.296 (4) | 0.14 (2)* | |
H4A | 0.677 (3) | 0.514 (2) | 0.140 (3) | 0.098 (16)* | |
H9 | 0.054 (4) | 0.398 (2) | 0.314 (3) | 0.12 (2)* | |
H5B | 0.859 (3) | 0.370 (2) | 0.176 (3) | 0.098 (16)* | |
H12A | 0.334 (4) | 0.424 (2) | 0.379 (4) | 0.118* | |
H12B | 0.261 (4) | 0.461 (2) | 0.384 (3) | 0.118* | |
H5A | 0.877 (3) | 0.431 (2) | 0.177 (3) | 0.097 (17)* | |
H10B | 0.371 (3) | 0.383 (2) | 0.181 (3) | 0.088 (18)* | |
H10A | 0.349 (4) | 0.440 (2) | 0.173 (3) | 0.13 (2)* | |
H6A | 0.805 (5) | 0.374 (3) | 0.362 (4) | 0.156* | |
H6B | 0.738 (3) | 0.3587 (19) | 0.412 (3) | 0.086 (14)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.05049 (17) | 0.05383 (16) | 0.05555 (16) | 0.00683 (13) | 0.00069 (12) | 0.00101 (12) |
S1 | 0.0504 (5) | 0.0537 (5) | 0.0710 (6) | −0.0022 (4) | −0.0094 (5) | 0.0021 (5) |
S2A | 0.0454 (19) | 0.0487 (11) | 0.115 (2) | 0.0051 (13) | 0.0012 (16) | −0.0089 (9) |
S2B | 0.047 (10) | 0.041 (5) | 0.24 (3) | 0.003 (5) | 0.035 (13) | −0.010 (10) |
O1 | 0.0475 (16) | 0.0698 (17) | 0.101 (2) | 0.0050 (13) | 0.0063 (14) | −0.0072 (15) |
O2 | 0.077 (2) | 0.0789 (19) | 0.0693 (18) | −0.0143 (15) | −0.0192 (15) | 0.0115 (14) |
O3 | 0.0621 (18) | 0.0602 (18) | 0.109 (2) | 0.0129 (15) | −0.0057 (16) | 0.0018 (16) |
O4A | 0.100 (4) | 0.069 (2) | 0.096 (5) | 0.013 (2) | −0.034 (4) | −0.007 (3) |
O4B | 0.100 (4) | 0.069 (2) | 0.096 (5) | 0.013 (2) | −0.034 (4) | −0.007 (3) |
O5A | 0.054 (4) | 0.073 (4) | 0.165 (8) | 0.007 (3) | 0.029 (5) | −0.014 (5) |
O5B | 0.07 (2) | 0.085 (16) | 0.14 (3) | −0.003 (14) | 0.05 (2) | 0.01 (2) |
O6 | 0.0571 (18) | 0.0647 (19) | 0.154 (3) | 0.0128 (16) | 0.0034 (18) | −0.0160 (19) |
N1 | 0.052 (2) | 0.0432 (17) | 0.100 (3) | 0.0019 (15) | 0.0026 (17) | −0.0047 (16) |
N2 | 0.0528 (19) | 0.0464 (17) | 0.072 (2) | 0.0008 (14) | −0.0078 (15) | −0.0032 (15) |
N3 | 0.067 (2) | 0.074 (2) | 0.078 (2) | −0.008 (2) | 0.0131 (18) | −0.0050 (19) |
N4 | 0.064 (2) | 0.066 (2) | 0.086 (3) | 0.0021 (19) | −0.0110 (19) | −0.0064 (19) |
N5 | 0.055 (2) | 0.069 (2) | 0.085 (3) | −0.006 (2) | 0.0137 (19) | −0.015 (2) |
N6 | 0.109 (4) | 0.086 (3) | 0.075 (3) | −0.001 (3) | −0.009 (2) | 0.018 (2) |
C1 | 0.050 (2) | 0.054 (2) | 0.066 (2) | 0.0076 (19) | 0.0007 (18) | −0.0044 (18) |
C2 | 0.047 (2) | 0.058 (2) | 0.059 (2) | 0.0039 (18) | 0.0028 (17) | −0.0057 (17) |
C3 | 0.050 (2) | 0.071 (3) | 0.084 (3) | 0.010 (2) | −0.006 (2) | −0.007 (2) |
C4 | 0.051 (3) | 0.085 (3) | 0.104 (3) | −0.005 (2) | −0.011 (2) | −0.013 (3) |
C5 | 0.061 (3) | 0.064 (3) | 0.117 (4) | −0.012 (2) | −0.011 (3) | −0.003 (2) |
C6 | 0.057 (3) | 0.058 (3) | 0.096 (3) | 0.000 (2) | −0.009 (2) | 0.003 (2) |
C7 | 0.047 (2) | 0.054 (2) | 0.065 (2) | −0.0012 (18) | −0.0006 (17) | −0.0007 (18) |
C8 | 0.056 (3) | 0.052 (2) | 0.081 (3) | 0.0045 (19) | 0.009 (2) | −0.007 (2) |
C9 | 0.061 (3) | 0.053 (2) | 0.071 (3) | −0.002 (2) | 0.012 (2) | −0.0054 (19) |
C10 | 0.062 (3) | 0.079 (3) | 0.103 (4) | −0.008 (2) | 0.010 (2) | −0.015 (3) |
C11 | 0.085 (4) | 0.077 (3) | 0.102 (4) | −0.031 (3) | 0.014 (3) | −0.019 (3) |
C12 | 0.108 (4) | 0.053 (3) | 0.089 (3) | −0.007 (3) | 0.003 (3) | −0.005 (2) |
C13 | 0.089 (3) | 0.048 (2) | 0.089 (3) | −0.001 (2) | 0.000 (3) | −0.006 (2) |
C14 | 0.066 (3) | 0.049 (2) | 0.071 (3) | −0.001 (2) | 0.007 (2) | −0.0045 (18) |
C15 | 0.109 (4) | 0.138 (5) | 0.058 (3) | −0.002 (4) | −0.003 (3) | 0.008 (3) |
C16 | 0.099 (4) | 0.122 (4) | 0.075 (3) | −0.018 (3) | 0.020 (3) | −0.006 (3) |
C17 | 0.090 (4) | 0.094 (4) | 0.095 (4) | −0.009 (3) | 0.014 (3) | −0.019 (3) |
C18 | 0.044 (2) | 0.061 (3) | 0.129 (4) | 0.013 (2) | −0.015 (2) | −0.016 (3) |
C19 | 0.073 (3) | 0.067 (3) | 0.107 (4) | −0.007 (2) | −0.016 (3) | 0.006 (3) |
C20 | 0.113 (4) | 0.107 (4) | 0.059 (3) | −0.028 (3) | −0.029 (3) | 0.017 (3) |
C21 | 0.114 (5) | 0.121 (5) | 0.072 (3) | 0.005 (4) | 0.029 (3) | 0.012 (3) |
C22 | 0.098 (4) | 0.136 (5) | 0.082 (4) | 0.003 (4) | 0.021 (3) | −0.015 (3) |
Cd2 | 0.05405 (18) | 0.05503 (17) | 0.05806 (17) | −0.00392 (13) | 0.00148 (12) | −0.00233 (13) |
S3 | 0.0501 (6) | 0.0484 (5) | 0.0678 (6) | −0.0010 (4) | −0.0023 (5) | 0.0017 (4) |
S4 | 0.0504 (6) | 0.0509 (6) | 0.0850 (7) | 0.0008 (4) | −0.0039 (5) | 0.0068 (5) |
O7 | 0.0793 (19) | 0.0541 (15) | 0.0653 (16) | −0.0020 (14) | −0.0159 (14) | −0.0025 (13) |
O8 | 0.0451 (15) | 0.0739 (18) | 0.094 (2) | 0.0004 (13) | 0.0104 (14) | 0.0034 (15) |
O9 | 0.0546 (18) | 0.0698 (19) | 0.107 (2) | −0.0147 (15) | −0.0063 (15) | 0.0085 (16) |
O10 | 0.0582 (18) | 0.075 (2) | 0.125 (3) | 0.0015 (15) | 0.0196 (17) | 0.0243 (17) |
O11 | 0.078 (2) | 0.0689 (19) | 0.086 (2) | 0.0045 (15) | −0.0261 (16) | −0.0091 (15) |
O12 | 0.080 (2) | 0.0629 (19) | 0.133 (3) | −0.0175 (17) | −0.0184 (19) | 0.0037 (18) |
N7 | 0.059 (2) | 0.0457 (18) | 0.083 (2) | 0.0020 (15) | −0.0080 (17) | 0.0074 (15) |
N8 | 0.0480 (19) | 0.0464 (17) | 0.0720 (19) | −0.0024 (14) | −0.0013 (15) | 0.0007 (14) |
N9 | 0.072 (3) | 0.083 (3) | 0.128 (4) | 0.019 (2) | 0.038 (2) | 0.024 (3) |
N10 | 0.063 (2) | 0.072 (3) | 0.077 (3) | 0.015 (2) | 0.0134 (19) | 0.003 (2) |
N11 | 0.076 (3) | 0.069 (2) | 0.104 (3) | −0.003 (2) | −0.025 (2) | −0.002 (2) |
N12 | 0.139 (4) | 0.069 (2) | 0.063 (2) | 0.016 (3) | −0.018 (3) | −0.005 (2) |
C23 | 0.047 (2) | 0.060 (2) | 0.062 (2) | −0.0039 (19) | 0.0041 (18) | 0.0013 (18) |
C24 | 0.052 (2) | 0.058 (2) | 0.052 (2) | 0.0032 (18) | 0.0052 (17) | −0.0006 (17) |
C25 | 0.063 (3) | 0.079 (3) | 0.071 (3) | 0.008 (2) | −0.009 (2) | 0.006 (2) |
C26 | 0.104 (4) | 0.073 (3) | 0.085 (3) | 0.022 (3) | −0.027 (3) | 0.008 (2) |
C27 | 0.110 (4) | 0.058 (3) | 0.087 (3) | 0.009 (3) | −0.027 (3) | 0.010 (2) |
C28 | 0.080 (3) | 0.059 (3) | 0.074 (3) | −0.006 (2) | −0.010 (2) | 0.008 (2) |
C29 | 0.060 (2) | 0.051 (2) | 0.054 (2) | 0.0010 (18) | −0.0018 (18) | 0.0027 (16) |
C30 | 0.059 (3) | 0.058 (3) | 0.075 (3) | −0.002 (2) | −0.003 (2) | 0.004 (2) |
C31 | 0.053 (2) | 0.064 (3) | 0.064 (2) | 0.000 (2) | −0.0033 (19) | 0.0052 (19) |
C32 | 0.065 (3) | 0.079 (3) | 0.102 (4) | 0.000 (2) | −0.014 (3) | 0.005 (3) |
C33 | 0.055 (3) | 0.102 (4) | 0.119 (4) | 0.015 (3) | −0.017 (3) | 0.008 (3) |
C34 | 0.070 (3) | 0.073 (3) | 0.120 (4) | 0.022 (3) | −0.013 (3) | 0.007 (3) |
C35 | 0.070 (3) | 0.060 (3) | 0.098 (3) | 0.008 (2) | −0.007 (2) | 0.003 (2) |
C36 | 0.054 (2) | 0.060 (2) | 0.066 (2) | 0.0043 (19) | −0.0009 (19) | 0.0033 (19) |
C37 | 0.195 (8) | 0.146 (6) | 0.056 (3) | 0.049 (5) | 0.001 (4) | 0.004 (3) |
C38 | 0.205 (9) | 0.163 (7) | 0.082 (4) | 0.072 (7) | 0.050 (5) | 0.007 (4) |
C39 | 0.132 (5) | 0.134 (6) | 0.137 (6) | 0.051 (5) | 0.080 (5) | 0.048 (5) |
C40 | 0.057 (3) | 0.066 (3) | 0.208 (7) | −0.011 (2) | 0.004 (4) | 0.034 (4) |
C41 | 0.072 (4) | 0.078 (3) | 0.167 (6) | 0.000 (3) | −0.026 (4) | −0.004 (4) |
C42 | 0.137 (5) | 0.121 (5) | 0.077 (4) | 0.024 (4) | −0.050 (4) | −0.026 (3) |
C43 | 0.155 (6) | 0.138 (6) | 0.079 (4) | 0.023 (5) | 0.008 (4) | −0.017 (4) |
C44 | 0.121 (5) | 0.123 (5) | 0.078 (4) | 0.025 (4) | 0.025 (3) | 0.010 (3) |
O1W | 0.196 (16) | 0.056 (7) | 0.072 (8) | 0.005 (8) | −0.002 (9) | 0.003 (6) |
Cd1—N6 | 2.303 (4) | C22—H22A | 0.97 |
Cd1—N5 | 2.306 (3) | C22—H22B | 0.97 |
Cd1—N4 | 2.363 (4) | Cd2—N10 | 2.294 (4) |
Cd1—N3 | 2.397 (4) | Cd2—N12 | 2.306 (4) |
Cd1—N1 | 2.443 (3) | Cd2—N9 | 2.346 (4) |
Cd1—N2 | 2.464 (3) | Cd2—N11 | 2.373 (4) |
S1—O1 | 1.434 (3) | Cd2—N7 | 2.458 (3) |
S1—O2 | 1.438 (3) | Cd2—N8 | 2.470 (3) |
S1—N2 | 1.618 (3) | S3—O8 | 1.440 (3) |
S1—C7 | 1.759 (4) | S3—O7 | 1.445 (3) |
S2A—O5A | 1.440 (10) | S3—N8 | 1.613 (3) |
S2A—O4A | 1.483 (9) | S3—C29 | 1.754 (4) |
S2A—N1 | 1.595 (6) | S4—O10 | 1.426 (3) |
S2A—C14 | 1.740 (6) | S4—O11 | 1.441 (3) |
S2B—O4B | 1.21 (4) | S4—N7 | 1.616 (3) |
S2B—O5B | 1.47 (5) | S4—C36 | 1.761 (4) |
S2B—N1 | 1.79 (3) | O9—C23 | 1.224 (4) |
S2B—C14 | 1.93 (3) | O12—C30 | 1.227 (5) |
O3—C1 | 1.230 (4) | N7—C30 | 1.349 (5) |
O6—C8 | 1.224 (4) | N8—C23 | 1.369 (4) |
N1—C8 | 1.361 (5) | N9—C39 | 1.430 (7) |
N2—C1 | 1.351 (4) | N9—C40 | 1.493 (7) |
N3—C17 | 1.435 (6) | N9—H9 | 0.88 (5) |
N3—C18 | 1.481 (5) | N10—C44 | 1.443 (6) |
N3—H3A | 0.99 (6) | N10—H10B | 0.80 (5) |
N4—C19 | 1.443 (5) | N10—H10A | 0.94 (6) |
N4—C20 | 1.480 (6) | N11—C41 | 1.451 (6) |
N4—H4A | 0.96 (5) | N11—C42 | 1.457 (6) |
N5—C22 | 1.432 (6) | N11—H11A | 0.91 |
N5—H5B | 0.98 (5) | N12—C37 | 1.479 (7) |
N5—H5A | 0.87 (5) | N12—H12A | 0.88 (5) |
N6—C15 | 1.527 (6) | N12—H12B | 0.81 (5) |
N6—H6A | 0.85 (6) | C23—C24 | 1.499 (5) |
N6—H6B | 0.98 (4) | C24—C29 | 1.376 (5) |
C1—C2 | 1.498 (5) | C24—C25 | 1.384 (5) |
C2—C3 | 1.375 (5) | C25—C26 | 1.380 (6) |
C2—C7 | 1.383 (5) | C25—H25 | 0.93 |
C3—C4 | 1.371 (6) | C26—C27 | 1.363 (6) |
C3—H3 | 0.93 | C26—H26 | 0.93 |
C4—C5 | 1.366 (6) | C27—C28 | 1.378 (6) |
C4—H4 | 0.93 | C27—H27 | 0.93 |
C5—C6 | 1.380 (5) | C28—C29 | 1.387 (5) |
C5—H5 | 0.93 | C28—H28 | 0.93 |
C6—C7 | 1.365 (5) | C30—C31 | 1.505 (5) |
C6—H6 | 0.93 | C31—C32 | 1.375 (5) |
C8—C9 | 1.491 (5) | C31—C36 | 1.377 (5) |
C9—C14 | 1.367 (5) | C32—C33 | 1.371 (6) |
C9—C10 | 1.370 (6) | C32—H32 | 0.93 |
C10—C11 | 1.394 (6) | C33—C34 | 1.370 (6) |
C10—H10 | 0.93 | C33—H33 | 0.93 |
C11—C12 | 1.368 (6) | C34—C35 | 1.375 (6) |
C11—H11 | 0.93 | C34—H34 | 0.93 |
C12—C13 | 1.368 (6) | C35—C36 | 1.378 (5) |
C12—H12 | 0.93 | C35—H35 | 0.93 |
C13—C14 | 1.382 (5) | C37—C38 | 1.503 (9) |
C13—H13 | 0.93 | C37—H37B | 0.97 |
C15—C16 | 1.484 (7) | C37—H37A | 0.97 |
C15—H15B | 0.97 | C38—C39 | 1.511 (10) |
C15—H15A | 0.97 | C38—H38A | 0.97 |
C16—C17 | 1.483 (7) | C38—H38B | 0.97 |
C16—H16A | 0.97 | C39—H39A | 0.97 |
C16—H16B | 0.97 | C39—H39B | 0.97 |
C17—H17B | 0.97 | C40—C41 | 1.486 (8) |
C17—H17A | 0.97 | C40—H40A | 0.97 |
C18—C19 | 1.472 (6) | C40—H40B | 0.97 |
C18—H18B | 0.97 | C41—H41A | 0.97 |
C18—H18A | 0.97 | C41—H41B | 0.97 |
C19—H19B | 0.97 | C42—C43 | 1.519 (8) |
C19—H19A | 0.97 | C42—H42B | 0.97 |
C20—C21 | 1.540 (7) | C42—H42A | 0.97 |
C20—H20B | 0.97 | C43—C44 | 1.443 (8) |
C20—H20A | 0.97 | C43—H43A | 0.97 |
C21—C22 | 1.443 (7) | C43—H43B | 0.97 |
C21—H21B | 0.97 | C44—H44B | 0.97 |
C21—H21A | 0.97 | C44—H44A | 0.97 |
N6—Cd1—N5 | 109.60 (16) | N5—C22—H22A | 108.9 |
N6—Cd1—N4 | 161.19 (15) | C21—C22—H22A | 108.9 |
N5—Cd1—N4 | 87.56 (14) | N5—C22—H22B | 108.9 |
N6—Cd1—N3 | 87.97 (15) | C21—C22—H22B | 108.9 |
N5—Cd1—N3 | 162.43 (14) | H22A—C22—H22B | 107.8 |
N4—Cd1—N3 | 74.97 (13) | N10—Cd2—N12 | 108.84 (18) |
N6—Cd1—N1 | 90.54 (14) | N10—Cd2—N9 | 160.43 (17) |
N5—Cd1—N1 | 84.02 (13) | N12—Cd2—N9 | 90.24 (19) |
N4—Cd1—N1 | 99.13 (12) | N10—Cd2—N11 | 86.14 (15) |
N3—Cd1—N1 | 96.76 (12) | N12—Cd2—N11 | 163.22 (16) |
N6—Cd1—N2 | 84.27 (14) | N9—Cd2—N11 | 75.62 (16) |
N5—Cd1—N2 | 84.86 (13) | N10—Cd2—N7 | 88.55 (14) |
N4—Cd1—N2 | 89.84 (12) | N12—Cd2—N7 | 81.83 (13) |
N3—Cd1—N2 | 96.72 (12) | N9—Cd2—N7 | 98.76 (14) |
N1—Cd1—N2 | 165.37 (10) | N11—Cd2—N7 | 91.31 (12) |
O1—S1—O2 | 115.02 (18) | N10—Cd2—N8 | 83.72 (13) |
O1—S1—N2 | 110.82 (17) | N12—Cd2—N8 | 86.66 (12) |
O2—S1—N2 | 110.55 (17) | N9—Cd2—N8 | 93.35 (13) |
O1—S1—C7 | 111.05 (17) | N11—Cd2—N8 | 102.90 (11) |
O2—S1—C7 | 111.27 (17) | N7—Cd2—N8 | 163.28 (10) |
N2—S1—C7 | 96.67 (17) | O8—S3—O7 | 114.31 (17) |
O5A—S2A—O4A | 111.9 (5) | O8—S3—N8 | 110.96 (16) |
O5A—S2A—N1 | 112.0 (5) | O7—S3—N8 | 111.12 (16) |
O4A—S2A—N1 | 110.5 (3) | O8—S3—C29 | 110.96 (17) |
O5A—S2A—C14 | 111.3 (5) | O7—S3—C29 | 110.95 (16) |
O4A—S2A—C14 | 111.9 (4) | N8—S3—C29 | 97.29 (17) |
N1—S2A—C14 | 98.5 (3) | O10—S4—O11 | 115.0 (2) |
O4B—S2B—O5B | 127 (3) | O10—S4—N7 | 111.23 (18) |
O4B—S2B—N1 | 114 (3) | O11—S4—N7 | 109.84 (17) |
O5B—S2B—N1 | 106 (3) | O10—S4—C36 | 111.16 (19) |
O4B—S2B—C14 | 111 (3) | O11—S4—C36 | 111.40 (18) |
O5B—S2B—C14 | 105 (3) | N7—S4—C36 | 96.80 (18) |
N1—S2B—C14 | 85.5 (13) | C30—N7—S4 | 112.0 (3) |
C8—N1—S2A | 110.0 (3) | C30—N7—Cd2 | 122.1 (2) |
C8—N1—S2B | 116.0 (9) | S4—N7—Cd2 | 125.46 (17) |
C8—N1—Cd1 | 125.0 (2) | C23—N8—S3 | 111.3 (2) |
S2A—N1—Cd1 | 124.3 (2) | C23—N8—Cd2 | 127.2 (2) |
S2B—N1—Cd1 | 118.9 (9) | S3—N8—Cd2 | 121.55 (16) |
C1—N2—S1 | 112.0 (3) | C39—N9—C40 | 111.6 (5) |
C1—N2—Cd1 | 121.4 (2) | C39—N9—Cd2 | 116.8 (4) |
S1—N2—Cd1 | 126.08 (16) | C40—N9—Cd2 | 108.8 (3) |
C17—N3—C18 | 112.5 (4) | C39—N9—H9 | 100 (4) |
C17—N3—Cd1 | 116.5 (3) | C40—N9—H9 | 117 (4) |
C18—N3—Cd1 | 106.9 (3) | Cd2—N9—H9 | 102 (4) |
C17—N3—H3A | 103 (3) | C44—N10—Cd2 | 120.5 (3) |
C18—N3—H3A | 107 (3) | C44—N10—H10B | 119 (3) |
Cd1—N3—H3A | 111 (3) | Cd2—N10—H10B | 99 (3) |
C19—N4—C20 | 115.1 (4) | C44—N10—H10A | 107 (3) |
C19—N4—Cd1 | 109.1 (3) | Cd2—N10—H10A | 101 (3) |
C20—N4—Cd1 | 114.1 (3) | H10B—N10—H10A | 108 (5) |
C19—N4—H4A | 107 (3) | C41—N11—C42 | 114.0 (4) |
C20—N4—H4A | 107 (3) | C41—N11—Cd2 | 108.3 (3) |
Cd1—N4—H4A | 104 (3) | C42—N11—Cd2 | 118.1 (3) |
C22—N5—Cd1 | 120.4 (3) | C41—N11—H11A | 105.1 |
C22—N5—H5B | 109 (3) | C42—N11—H11A | 105.0 |
Cd1—N5—H5B | 104 (3) | Cd2—N11—H11A | 105.0 |
C22—N5—H5A | 115 (3) | C37—N12—Cd2 | 114.4 (4) |
Cd1—N5—H5A | 100 (3) | C37—N12—H12A | 119 (4) |
H5B—N5—H5A | 108 (4) | Cd2—N12—H12A | 96 (4) |
C15—N6—Cd1 | 115.2 (3) | C37—N12—H12B | 110 (4) |
C15—N6—H6A | 146 (5) | Cd2—N12—H12B | 107 (4) |
Cd1—N6—H6A | 91 (5) | H12A—N12—H12B | 110 (6) |
C15—N6—H6B | 85 (3) | O9—C23—N8 | 123.9 (4) |
Cd1—N6—H6B | 132 (3) | O9—C23—C24 | 123.6 (4) |
H6A—N6—H6B | 94 (5) | N8—C23—C24 | 112.5 (3) |
O3—C1—N2 | 124.1 (4) | C29—C24—C25 | 120.0 (4) |
O3—C1—C2 | 123.1 (4) | C29—C24—C23 | 111.6 (3) |
N2—C1—C2 | 112.8 (3) | C25—C24—C23 | 128.5 (4) |
C3—C2—C7 | 119.8 (4) | C26—C25—C24 | 118.0 (4) |
C3—C2—C1 | 128.9 (4) | C26—C25—H25 | 121.0 |
C7—C2—C1 | 111.3 (3) | C24—C25—H25 | 121.0 |
C4—C3—C2 | 118.2 (4) | C27—C26—C25 | 121.4 (4) |
C4—C3—H3 | 120.9 | C27—C26—H26 | 119.3 |
C2—C3—H3 | 120.9 | C25—C26—H26 | 119.3 |
C5—C4—C3 | 121.8 (4) | C26—C27—C28 | 121.7 (4) |
C5—C4—H4 | 119.1 | C26—C27—H27 | 119.1 |
C3—C4—H4 | 119.1 | C28—C27—H27 | 119.1 |
C4—C5—C6 | 120.4 (4) | C27—C28—C29 | 116.7 (4) |
C4—C5—H5 | 119.8 | C27—C28—H28 | 121.6 |
C6—C5—H5 | 119.8 | C29—C28—H28 | 121.6 |
C7—C6—C5 | 117.9 (4) | C24—C29—C28 | 122.1 (4) |
C7—C6—H6 | 121.0 | C24—C29—S3 | 107.3 (3) |
C5—C6—H6 | 121.0 | C28—C29—S3 | 130.5 (3) |
C6—C7—C2 | 121.8 (4) | O12—C30—N7 | 124.9 (4) |
C6—C7—S1 | 130.9 (3) | O12—C30—C31 | 122.5 (4) |
C2—C7—S1 | 107.3 (3) | N7—C30—C31 | 112.6 (3) |
O6—C8—N1 | 123.2 (4) | C32—C31—C36 | 119.6 (4) |
O6—C8—C9 | 123.5 (4) | C32—C31—C30 | 129.0 (4) |
N1—C8—C9 | 113.3 (3) | C36—C31—C30 | 111.4 (3) |
C14—C9—C10 | 120.3 (4) | C33—C32—C31 | 118.4 (4) |
C14—C9—C8 | 111.4 (4) | C33—C32—H32 | 120.8 |
C10—C9—C8 | 128.3 (4) | C31—C32—H32 | 120.8 |
C9—C10—C11 | 117.7 (4) | C34—C33—C32 | 121.2 (4) |
C9—C10—H10 | 121.1 | C34—C33—H33 | 119.4 |
C11—C10—H10 | 121.1 | C32—C33—H33 | 119.4 |
C12—C11—C10 | 121.1 (4) | C33—C34—C35 | 121.6 (4) |
C12—C11—H11 | 119.5 | C33—C34—H34 | 119.2 |
C10—C11—H11 | 119.5 | C35—C34—H34 | 119.2 |
C11—C12—C13 | 121.5 (4) | C34—C35—C36 | 116.5 (4) |
C11—C12—H12 | 119.3 | C34—C35—H35 | 121.8 |
C13—C12—H12 | 119.3 | C36—C35—H35 | 121.8 |
C12—C13—C14 | 116.9 (4) | C31—C36—C35 | 122.7 (4) |
C12—C13—H13 | 121.6 | C31—C36—S4 | 107.1 (3) |
C14—C13—H13 | 121.6 | C35—C36—S4 | 130.2 (3) |
C9—C14—C13 | 122.6 (4) | N12—C37—C38 | 114.5 (5) |
C9—C14—S2A | 106.5 (3) | N12—C37—H37B | 108.6 |
C13—C14—S2A | 130.8 (4) | C38—C37—H37B | 108.6 |
C9—C14—S2B | 112.1 (9) | N12—C37—H37A | 108.6 |
C13—C14—S2B | 124.8 (10) | C38—C37—H37A | 108.6 |
C16—C15—N6 | 115.8 (4) | H37B—C37—H37A | 107.6 |
C16—C15—H15B | 108.3 | C37—C38—C39 | 118.1 (6) |
N6—C15—H15B | 108.3 | C37—C38—H38A | 107.8 |
C16—C15—H15A | 108.3 | C39—C38—H38A | 107.8 |
N6—C15—H15A | 108.3 | C37—C38—H38B | 107.8 |
H15B—C15—H15A | 107.4 | C39—C38—H38B | 107.8 |
C17—C16—C15 | 118.0 (4) | H38A—C38—H38B | 107.1 |
C17—C16—H16A | 107.8 | N9—C39—C38 | 113.0 (5) |
C15—C16—H16A | 107.8 | N9—C39—H39A | 109.0 |
C17—C16—H16B | 107.8 | C38—C39—H39A | 109.0 |
C15—C16—H16B | 107.8 | N9—C39—H39B | 109.0 |
H16A—C16—H16B | 107.2 | C38—C39—H39B | 109.0 |
N3—C17—C16 | 115.3 (4) | H39A—C39—H39B | 107.8 |
N3—C17—H17B | 108.5 | C41—C40—N9 | 111.3 (4) |
C16—C17—H17B | 108.5 | C41—C40—H40A | 109.4 |
N3—C17—H17A | 108.5 | N9—C40—H40A | 109.4 |
C16—C17—H17A | 108.5 | C41—C40—H40B | 109.4 |
H17B—C17—H17A | 107.5 | N9—C40—H40B | 109.4 |
C19—C18—N3 | 112.7 (3) | H40A—C40—H40B | 108.0 |
C19—C18—H18B | 109.0 | N11—C41—C40 | 112.5 (4) |
N3—C18—H18B | 109.0 | N11—C41—H41A | 109.1 |
C19—C18—H18A | 109.0 | C40—C41—H41A | 109.1 |
N3—C18—H18A | 109.0 | N11—C41—H41B | 109.1 |
H18B—C18—H18A | 107.8 | C40—C41—H41B | 109.1 |
N4—C19—C18 | 111.4 (4) | H41A—C41—H41B | 107.8 |
N4—C19—H19B | 109.3 | N11—C42—C43 | 114.5 (4) |
C18—C19—H19B | 109.3 | N11—C42—H42B | 108.6 |
N4—C19—H19A | 109.3 | C43—C42—H42B | 108.6 |
C18—C19—H19A | 109.3 | N11—C42—H42A | 108.6 |
H19B—C19—H19A | 108.0 | C43—C42—H42A | 108.6 |
N4—C20—C21 | 110.7 (4) | H42B—C42—H42A | 107.6 |
N4—C20—H20B | 109.5 | C44—C43—C42 | 116.7 (5) |
C21—C20—H20B | 109.5 | C44—C43—H43A | 108.1 |
N4—C20—H20A | 109.5 | C42—C43—H43A | 108.1 |
C21—C20—H20A | 109.5 | C44—C43—H43B | 108.1 |
H20B—C20—H20A | 108.1 | C42—C43—H43B | 108.1 |
C22—C21—C20 | 116.4 (5) | H43A—C43—H43B | 107.3 |
C22—C21—H21B | 108.2 | N10—C44—C43 | 113.6 (5) |
C20—C21—H21B | 108.2 | N10—C44—H44B | 108.8 |
C22—C21—H21A | 108.2 | C43—C44—H44B | 108.8 |
C20—C21—H21A | 108.2 | N10—C44—H44A | 108.8 |
H21B—C21—H21A | 107.3 | C43—C44—H44A | 108.8 |
N5—C22—C21 | 113.2 (5) | H44B—C44—H44A | 107.7 |
O5A—S2A—N1—C8 | 121.1 (6) | O5B—S2B—C14—S2A | −159 (7) |
O4A—S2A—N1—C8 | −113.4 (4) | N1—S2B—C14—S2A | −53 (4) |
C14—S2A—N1—C8 | 4.0 (4) | Cd1—N6—C15—C16 | 54.7 (6) |
O5A—S2A—N1—S2B | 2 (5) | N6—C15—C16—C17 | −74.5 (6) |
O4A—S2A—N1—S2B | 127 (5) | C18—N3—C17—C16 | −177.8 (4) |
C14—S2A—N1—S2B | −115 (5) | Cd1—N3—C17—C16 | −53.8 (5) |
O5A—S2A—N1—Cd1 | −68.2 (6) | C15—C16—C17—N3 | 74.1 (6) |
O4A—S2A—N1—Cd1 | 57.3 (4) | C17—N3—C18—C19 | 169.4 (4) |
C14—S2A—N1—Cd1 | 174.6 (2) | Cd1—N3—C18—C19 | 40.2 (4) |
O4B—S2B—N1—C8 | −122 (2) | C20—N4—C19—C18 | 173.3 (4) |
O5B—S2B—N1—C8 | 93 (3) | Cd1—N4—C19—C18 | 43.6 (4) |
C14—S2B—N1—C8 | −12.0 (17) | N3—C18—C19—N4 | −59.0 (5) |
O4B—S2B—N1—S2A | −57 (5) | C19—N4—C20—C21 | 175.0 (4) |
O5B—S2B—N1—S2A | 159 (7) | Cd1—N4—C20—C21 | −57.9 (5) |
C14—S2B—N1—S2A | 54 (4) | N4—C20—C21—C22 | 84.0 (6) |
O4B—S2B—N1—Cd1 | 61 (3) | Cd1—N5—C22—C21 | 49.9 (6) |
O5B—S2B—N1—Cd1 | −84 (3) | C20—C21—C22—N5 | −77.2 (6) |
C14—S2B—N1—Cd1 | 171.2 (4) | O10—S4—N7—C30 | 114.6 (3) |
N6—Cd1—N1—C8 | 115.0 (3) | O11—S4—N7—C30 | −117.0 (3) |
N5—Cd1—N1—C8 | −135.3 (3) | C36—S4—N7—C30 | −1.3 (3) |
N4—Cd1—N1—C8 | −48.8 (3) | O10—S4—N7—Cd2 | −73.4 (2) |
N3—Cd1—N1—C8 | 27.0 (3) | O11—S4—N7—Cd2 | 55.0 (3) |
N2—Cd1—N1—C8 | −176.0 (4) | C36—S4—N7—Cd2 | 170.7 (2) |
N6—Cd1—N1—S2A | −54.3 (3) | N10—Cd2—N7—C30 | 60.3 (3) |
N5—Cd1—N1—S2A | 55.4 (3) | N12—Cd2—N7—C30 | −49.0 (3) |
N4—Cd1—N1—S2A | 141.9 (3) | N9—Cd2—N7—C30 | −137.9 (3) |
N3—Cd1—N1—S2A | −142.3 (3) | N11—Cd2—N7—C30 | 146.4 (3) |
N2—Cd1—N1—S2A | 14.7 (6) | N8—Cd2—N7—C30 | −2.0 (6) |
N6—Cd1—N1—S2B | −68.5 (14) | N10—Cd2—N7—S4 | −111.0 (2) |
N5—Cd1—N1—S2B | 41.2 (14) | N12—Cd2—N7—S4 | 139.8 (3) |
N4—Cd1—N1—S2B | 127.7 (14) | N9—Cd2—N7—S4 | 50.8 (2) |
N3—Cd1—N1—S2B | −156.5 (14) | N11—Cd2—N7—S4 | −24.8 (2) |
N2—Cd1—N1—S2B | 0.5 (15) | N8—Cd2—N7—S4 | −173.3 (3) |
O1—S1—N2—C1 | −115.3 (3) | O8—S3—N8—C23 | −117.9 (3) |
O2—S1—N2—C1 | 116.0 (3) | O7—S3—N8—C23 | 113.7 (3) |
C7—S1—N2—C1 | 0.3 (3) | C29—S3—N8—C23 | −2.1 (3) |
O1—S1—N2—Cd1 | 73.5 (2) | O8—S3—N8—Cd2 | 61.9 (2) |
O2—S1—N2—Cd1 | −55.2 (2) | O7—S3—N8—Cd2 | −66.5 (2) |
C7—S1—N2—Cd1 | −170.9 (2) | C29—S3—N8—Cd2 | 177.71 (18) |
N6—Cd1—N2—C1 | 49.5 (3) | N10—Cd2—N8—C23 | 119.6 (3) |
N5—Cd1—N2—C1 | −60.9 (3) | N12—Cd2—N8—C23 | −131.1 (3) |
N4—Cd1—N2—C1 | −148.4 (3) | N9—Cd2—N8—C23 | −41.0 (3) |
N3—Cd1—N2—C1 | 136.7 (3) | N11—Cd2—N8—C23 | 35.0 (3) |
N1—Cd1—N2—C1 | −20.3 (6) | N7—Cd2—N8—C23 | −177.5 (3) |
N6—Cd1—N2—S1 | −140.2 (2) | N10—Cd2—N8—S3 | −60.2 (2) |
N5—Cd1—N2—S1 | 109.5 (2) | N12—Cd2—N8—S3 | 49.2 (2) |
N4—Cd1—N2—S1 | 22.0 (2) | N9—Cd2—N8—S3 | 139.2 (2) |
N3—Cd1—N2—S1 | −52.9 (2) | N11—Cd2—N8—S3 | −144.80 (19) |
N1—Cd1—N2—S1 | 150.1 (4) | N7—Cd2—N8—S3 | 2.7 (5) |
N6—Cd1—N3—C17 | 33.0 (3) | N10—Cd2—N9—C39 | 162.1 (5) |
N5—Cd1—N3—C17 | −145.2 (4) | N12—Cd2—N9—C39 | −30.6 (4) |
N4—Cd1—N3—C17 | −139.0 (4) | N11—Cd2—N9—C39 | 140.3 (4) |
N1—Cd1—N3—C17 | 123.3 (3) | N7—Cd2—N9—C39 | 51.2 (4) |
N2—Cd1—N3—C17 | −51.0 (3) | N8—Cd2—N9—C39 | −117.2 (4) |
N6—Cd1—N3—C18 | 159.8 (3) | N10—Cd2—N9—C40 | 34.7 (7) |
N5—Cd1—N3—C18 | −18.4 (6) | N12—Cd2—N9—C40 | −158.0 (3) |
N4—Cd1—N3—C18 | −12.2 (3) | N11—Cd2—N9—C40 | 12.9 (3) |
N1—Cd1—N3—C18 | −109.9 (3) | N7—Cd2—N9—C40 | −76.3 (3) |
N2—Cd1—N3—C18 | 75.8 (3) | N8—Cd2—N9—C40 | 115.3 (3) |
N6—Cd1—N4—C19 | −41.6 (6) | N12—Cd2—N10—C44 | −159.1 (4) |
N5—Cd1—N4—C19 | 162.1 (3) | N9—Cd2—N10—C44 | 7.5 (7) |
N3—Cd1—N4—C19 | −16.1 (3) | N11—Cd2—N10—C44 | 28.6 (4) |
N1—Cd1—N4—C19 | 78.5 (3) | N7—Cd2—N10—C44 | 120.0 (4) |
N2—Cd1—N4—C19 | −113.1 (3) | N8—Cd2—N10—C44 | −74.8 (4) |
N6—Cd1—N4—C20 | −171.8 (4) | N10—Cd2—N11—C41 | −157.9 (3) |
N5—Cd1—N4—C20 | 31.8 (3) | N12—Cd2—N11—C41 | 48.2 (7) |
N3—Cd1—N4—C20 | −146.3 (3) | N9—Cd2—N11—C41 | 14.9 (3) |
N1—Cd1—N4—C20 | −51.7 (3) | N7—Cd2—N11—C41 | 113.6 (3) |
N2—Cd1—N4—C20 | 116.7 (3) | N8—Cd2—N11—C41 | −75.3 (3) |
N6—Cd1—N5—C22 | 160.2 (4) | N10—Cd2—N11—C42 | −26.4 (4) |
N4—Cd1—N5—C22 | −27.7 (4) | N12—Cd2—N11—C42 | 179.7 (5) |
N3—Cd1—N5—C22 | −21.7 (7) | N9—Cd2—N11—C42 | 146.4 (4) |
N1—Cd1—N5—C22 | 71.8 (4) | N7—Cd2—N11—C42 | −114.9 (4) |
N2—Cd1—N5—C22 | −117.7 (4) | N8—Cd2—N11—C42 | 56.2 (4) |
N5—Cd1—N6—C15 | 147.4 (4) | N10—Cd2—N12—C37 | −154.4 (4) |
N4—Cd1—N6—C15 | −7.4 (7) | N9—Cd2—N12—C37 | 30.0 (4) |
N3—Cd1—N6—C15 | −32.0 (4) | N11—Cd2—N12—C37 | −2.2 (8) |
N1—Cd1—N6—C15 | −128.8 (4) | N7—Cd2—N12—C37 | −68.8 (4) |
N2—Cd1—N6—C15 | 64.9 (4) | N8—Cd2—N12—C37 | 123.4 (4) |
S1—N2—C1—O3 | 179.9 (3) | S3—N8—C23—O9 | −178.5 (3) |
Cd1—N2—C1—O3 | −8.5 (5) | Cd2—N8—C23—O9 | 1.7 (5) |
S1—N2—C1—C2 | −0.2 (4) | S3—N8—C23—C24 | 0.9 (4) |
Cd1—N2—C1—C2 | 171.4 (2) | Cd2—N8—C23—C24 | −179.0 (2) |
O3—C1—C2—C3 | −0.8 (6) | O9—C23—C24—C29 | −179.4 (4) |
N2—C1—C2—C3 | 179.3 (4) | N8—C23—C24—C29 | 1.3 (4) |
O3—C1—C2—C7 | 180.0 (4) | O9—C23—C24—C25 | 2.4 (6) |
N2—C1—C2—C7 | 0.0 (4) | N8—C23—C24—C25 | −176.9 (4) |
C7—C2—C3—C4 | −1.1 (6) | C29—C24—C25—C26 | 0.4 (6) |
C1—C2—C3—C4 | 179.7 (4) | C23—C24—C25—C26 | 178.6 (4) |
C2—C3—C4—C5 | 0.6 (7) | C24—C25—C26—C27 | 1.3 (7) |
C3—C4—C5—C6 | 0.2 (7) | C25—C26—C27—C28 | −1.5 (8) |
C4—C5—C6—C7 | −0.4 (7) | C26—C27—C28—C29 | 0.0 (7) |
C5—C6—C7—C2 | −0.2 (6) | C25—C24—C29—C28 | −2.0 (6) |
C5—C6—C7—S1 | 180.0 (3) | C23—C24—C29—C28 | 179.6 (3) |
C3—C2—C7—C6 | 0.9 (6) | C25—C24—C29—S3 | 175.8 (3) |
C1—C2—C7—C6 | −179.8 (4) | C23—C24—C29—S3 | −2.6 (4) |
C3—C2—C7—S1 | −179.2 (3) | C27—C28—C29—C24 | 1.7 (6) |
C1—C2—C7—S1 | 0.1 (4) | C27—C28—C29—S3 | −175.5 (3) |
O1—S1—C7—C6 | −65.0 (4) | O8—S3—C29—C24 | 118.6 (3) |
O2—S1—C7—C6 | 64.5 (4) | O7—S3—C29—C24 | −113.2 (3) |
N2—S1—C7—C6 | 179.7 (4) | N8—S3—C29—C24 | 2.8 (3) |
O1—S1—C7—C2 | 115.2 (3) | O8—S3—C29—C28 | −63.9 (4) |
O2—S1—C7—C2 | −115.4 (3) | O7—S3—C29—C28 | 64.3 (4) |
N2—S1—C7—C2 | −0.2 (3) | N8—S3—C29—C28 | −179.7 (4) |
S2A—N1—C8—O6 | 177.7 (4) | S4—N7—C30—O12 | 179.7 (4) |
S2B—N1—C8—O6 | −169.5 (14) | Cd2—N7—C30—O12 | 7.3 (6) |
Cd1—N1—C8—O6 | 7.1 (6) | S4—N7—C30—C31 | 0.4 (4) |
S2A—N1—C8—C9 | −2.4 (5) | Cd2—N7—C30—C31 | −171.9 (2) |
S2B—N1—C8—C9 | 10.4 (15) | O12—C30—C31—C32 | 0.5 (7) |
Cd1—N1—C8—C9 | −173.0 (2) | N7—C30—C31—C32 | 179.8 (4) |
O6—C8—C9—C14 | 179.0 (4) | O12—C30—C31—C36 | −178.3 (4) |
N1—C8—C9—C14 | −0.9 (5) | N7—C30—C31—C36 | 1.0 (5) |
O6—C8—C9—C10 | −2.3 (7) | C36—C31—C32—C33 | 0.9 (7) |
N1—C8—C9—C10 | 177.8 (4) | C30—C31—C32—C33 | −177.7 (4) |
C14—C9—C10—C11 | 0.3 (6) | C31—C32—C33—C34 | 0.3 (8) |
C8—C9—C10—C11 | −178.3 (4) | C32—C33—C34—C35 | −1.6 (8) |
C9—C10—C11—C12 | −1.6 (7) | C33—C34—C35—C36 | 1.5 (7) |
C10—C11—C12—C13 | 1.6 (7) | C32—C31—C36—C35 | −1.0 (6) |
C11—C12—C13—C14 | −0.3 (7) | C30—C31—C36—C35 | 177.9 (4) |
C10—C9—C14—C13 | 1.1 (6) | C32—C31—C36—S4 | 179.3 (3) |
C8—C9—C14—C13 | 179.9 (4) | C30—C31—C36—S4 | −1.8 (4) |
C10—C9—C14—S2A | −175.4 (4) | C34—C35—C36—C31 | −0.3 (7) |
C8—C9—C14—S2A | 3.4 (5) | C34—C35—C36—S4 | 179.4 (4) |
C10—C9—C14—S2B | 173.1 (13) | O10—S4—C36—C31 | −114.1 (3) |
C8—C9—C14—S2B | −8.0 (13) | O11—S4—C36—C31 | 116.3 (3) |
C12—C13—C14—C9 | −1.1 (6) | N7—S4—C36—C31 | 1.8 (3) |
C12—C13—C14—S2A | 174.5 (4) | O10—S4—C36—C35 | 66.2 (4) |
C12—C13—C14—S2B | −172.1 (14) | O11—S4—C36—C35 | −63.4 (4) |
O5A—S2A—C14—C9 | −122.1 (6) | N7—S4—C36—C35 | −177.9 (4) |
O4A—S2A—C14—C9 | 111.9 (4) | Cd2—N12—C37—C38 | −53.5 (7) |
N1—S2A—C14—C9 | −4.4 (4) | N12—C37—C38—C39 | 78.4 (8) |
O5A—S2A—C14—C13 | 61.8 (7) | C40—N9—C39—C38 | 177.9 (5) |
O4A—S2A—C14—C13 | −64.2 (6) | Cd2—N9—C39—C38 | 51.9 (6) |
N1—S2A—C14—C13 | 179.5 (4) | C37—C38—C39—N9 | −76.5 (7) |
O5A—S2A—C14—S2B | −3 (5) | C39—N9—C40—C41 | −169.8 (4) |
O4A—S2A—C14—S2B | −129 (5) | Cd2—N9—C40—C41 | −39.5 (5) |
N1—S2A—C14—S2B | 115 (5) | C42—N11—C41—C40 | −175.7 (4) |
O4B—S2B—C14—C9 | 125 (2) | Cd2—N11—C41—C40 | −42.0 (5) |
O5B—S2B—C14—C9 | −94 (3) | N9—C40—C41—N11 | 57.0 (6) |
N1—S2B—C14—C9 | 11.2 (16) | C41—N11—C42—C43 | 177.9 (5) |
O4B—S2B—C14—C13 | −63 (3) | Cd2—N11—C42—C43 | 49.1 (6) |
O5B—S2B—C14—C13 | 78 (3) | N11—C42—C43—C44 | −74.9 (7) |
N1—S2B—C14—C13 | −176.9 (5) | Cd2—N10—C44—C43 | −54.6 (6) |
O4B—S2B—C14—S2A | 60 (6) | C42—C43—C44—N10 | 76.7 (7) |
D—H···A | D—H | H···A | D···A | D—H···A |
N5—H5A···O9i | 0.87 (5) | 2.26 (5) | 3.011 (5) | 144 (4) |
N9—H9···O3ii | 0.88 (5) | 2.34 (6) | 3.142 (5) | 151 (5) |
N3—H3A···O12 | 0.99 (6) | 2.29 (6) | 3.198 (5) | 152 (5) |
N4—H4A···O2 | 0.96 (5) | 2.17 (5) | 3.095 (5) | 161 (4) |
N5—H5B···O5A | 0.98 (5) | 2.39 (5) | 3.151 (10) | 134 (4) |
N12—H12A···O12 | 0.88 (5) | 2.20 (5) | 2.960 (6) | 144 (5) |
N12—H12B···O7 | 0.81 (5) | 2.35 (5) | 3.094 (5) | 152 (5) |
N10—H10B···O6 | 0.80 (5) | 2.22 (5) | 2.901 (5) | 143 (4) |
N10—H10A···O8 | 0.94 (6) | 2.22 (6) | 3.076 (5) | 151 (5) |
N6—H6B···O1W | 0.98 (4) | 2.21 (5) | 3.047 (12) | 142 (4) |
Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z. |
Experimental details
Crystal data | |
Chemical formula | [Cd(C7H4NO3S)2(C8H22N4)]·0.25H2O) |
Mr | 653.04 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 296 |
a, b, c (Å) | 14.540 (5), 24.005 (5), 15.701 (5) |
β (°) | 93.840 (5) |
V (Å3) | 5468 (3) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 1.00 |
Crystal size (mm) | 0.27 × 0.26 × 0.24 |
Data collection | |
Diffractometer | Stoe IPDS II diffractometer |
Absorption correction | Integration (X-RED32; Stoe & Cie, 2002) |
Tmin, Tmax | 0.790, 0.867 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 78541, 10742, 6287 |
Rint | 0.077 |
(sin θ/λ)max (Å−1) | 0.617 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.036, 0.084, 0.83 |
No. of reflections | 10742 |
No. of parameters | 740 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.45, −0.58 |
Computer programs: X-AREA (Stoe & Cie, 2002), X-RED32 (Stoe & Cie, 2002), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2006), WinGX (Farrugia, 1999).
Cd1—N6 | 2.303 (4) | S2A—O4A | 1.483 (9) |
Cd1—N5 | 2.306 (3) | Cd2—N10 | 2.294 (4) |
Cd1—N4 | 2.363 (4) | Cd2—N12 | 2.306 (4) |
Cd1—N3 | 2.397 (4) | Cd2—N9 | 2.346 (4) |
Cd1—N1 | 2.443 (3) | Cd2—N11 | 2.373 (4) |
Cd1—N2 | 2.464 (3) | Cd2—N7 | 2.458 (3) |
S1—O1 | 1.434 (3) | Cd2—N8 | 2.470 (3) |
S1—O2 | 1.438 (3) | S3—O8 | 1.440 (3) |
S2A—O5A | 1.440 (10) | S3—O7 | 1.445 (3) |
N6—Cd1—N4 | 161.19 (15) | N10—Cd2—N9 | 160.43 (17) |
N5—Cd1—N3 | 162.43 (14) | N12—Cd2—N11 | 163.22 (16) |
N1—Cd1—N2 | 165.37 (10) | N7—Cd2—N8 | 163.28 (10) |
D—H···A | D—H | H···A | D···A | D—H···A |
N5—H5A···O9i | 0.87 (5) | 2.26 (5) | 3.011 (5) | 144 (4) |
N9—H9···O3ii | 0.88 (5) | 2.34 (6) | 3.142 (5) | 151 (5) |
N3—H3A···O12 | 0.99 (6) | 2.29 (6) | 3.198 (5) | 152 (5) |
N4—H4A···O2 | 0.96 (5) | 2.17 (5) | 3.095 (5) | 161 (4) |
N5—H5B···O5A | 0.98 (5) | 2.39 (5) | 3.151 (10) | 134 (4) |
N12—H12A···O12 | 0.88 (5) | 2.20 (5) | 2.960 (6) | 144 (5) |
N12—H12B···O7 | 0.81 (5) | 2.35 (5) | 3.094 (5) | 152 (5) |
N10—H10B···O6 | 0.80 (5) | 2.22 (5) | 2.901 (5) | 143 (4) |
N10—H10A···O8 | 0.94 (6) | 2.22 (6) | 3.076 (5) | 151 (5) |
N6—H6B···O1W | 0.98 (4) | 2.21 (5) | 3.047 (12) | 142 (4) |
Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z. |
The title compound has two [Cd(sac)2(paen)] molecules (sac is saccharinate and paen is N,N'-bis(3-propylamine)ethylenediamine) and a partially occupied water molecule in the asymmetric unit. In each complex molecule, the CdII atom is octahedrally coordinated by N atoms of paen and sac ligands. The equatorial plane of the octahedron are defined by the N atoms of paen ligands, whereas the axial positions are occupied by the N atoms of the sac ligands (Fig. 1). In the present structure the sac ligand is N-bonded to the CdII ion whereas O-coordination has been observed in a previously reported structure (Paşaoğlu et al., 2007). The sulfonyl group of the sac ligand in one of the independent molecule is disordered over two different orientations. However, the bond lengths and angles of the sac ligands are similiar to those observed in related structures (Yeşilel et al., 2006; Yilmaz et al., 2002, 2006). The Cd—Nsac bonds are slightly longer than the Cd—Npaen bonds, and the trans-(N—Cd—N) angles deviate significantly from linearity (Table 1).
N—H···O hydrogen bonding is observed between the independent molecules (Table 2). Neighbouring [Cd(sac)2(paen)] units are linked by N—H···O hydrogen bonds (Fig. 2) into chains running parallel to the a axis.