Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108768101006838/bs0016sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768101006838/bs00162-initialsup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768101006838/bs00162-irradiatedsup3.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768101006838/bs00162-neutronsup4.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768101006838/bs00163-initialsup5.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768101006838/bs00163-irradiatedsup6.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768101006838/bs00163-neutronsup7.hkl |
CCDC references: 170345; 170346; 170347; 170348; 170349; 170350
Data collection: local program for 2-neutron, 3-neutron; SMART (Siemens, 1996) for 3-initial, 3-irradiated. Cell refinement: local program for 2-neutron, 3-neutron; SAINT (Siemens, 1994) for 3-initial, 3-irradiated. Data reduction: TEXSAN for 2-initial, 2-irradiated; local program for 2-neutron, 3-neutron; SAINT (Siemens, 1994) for 3-initial, 3-irradiated. Program(s) used to solve structure: SIR92 (Cascarano et al., 1994) for 2-initial, 2-irradiated, 3-initial, 3-irradiated; initial structure was determined by X-ray for 2-neutron, 3-neutron. Program(s) used to refine structure: SHELXL97 (Sheldrick, 1997) for 2-initial, 2-irradiated, 3-initial, 3-irradiated, 3-neutron; SHELXL93 (Sheldrick, 1993) for 2-neutron. Molecular graphics: TEXSAN for 2-initial, 2-irradiated; ORTEPIII for 2-neutron, 3-initial, 3-irradiated, 3-neutron. Software used to prepare material for publication: SHELXL97 (Sheldrick, 1997) for 2-initial, 2-irradiated, 3-initial, 3-irradiated.
C16H23CoN6O4 | F(000) = 880 |
Mr = 422.33 | Dx = 1.442 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 16.0665 (15) Å | Cell parameters from 25 reflections |
b = 12.5929 (11) Å | θ = 14–15° |
c = 9.6440 (11) Å | µ = 0.92 mm−1 |
β = 94.626 (9)° | T = 293 K |
V = 1944.9 (3) Å3 | Plate, red |
Z = 4 | 0.3 × 0.3 × 0.2 mm |
Rigaku AFC7R diffractometer | 3294 reflections with I > 2σ(I) |
Radiation source: rotate anode | Rint = 0.030 |
Graphite monochromator | θmax = 27.5°, θmin = 2.5° |
2θ–ω scans | h = −20→0 |
Absorption correction: ψ scans (North et al., 1968) | k = −16→0 |
Tmin = 0.637, Tmax = 0.832 | l = −12→12 |
4690 measured reflections | 3 standard reflections every 100 reflections |
4542 independent reflections | intensity decay: 0.9% |
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)] = 0.052 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.173 | w = 1/[σ2(Fo2) + (0.1241P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.02 | (Δ/σ)max < 0.001 |
4542 reflections | Δρmax = 0.76 e Å−3 |
498 parameters | Δρmin = −1.13 e Å−3 |
1 restraint | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.01 (3) |
C16H23CoN6O4 | V = 1944.9 (3) Å3 |
Mr = 422.33 | Z = 4 |
Monoclinic, P21 | Mo Kα radiation |
a = 16.0665 (15) Å | µ = 0.92 mm−1 |
b = 12.5929 (11) Å | T = 293 K |
c = 9.6440 (11) Å | 0.3 × 0.3 × 0.2 mm |
β = 94.626 (9)° |
Rigaku AFC7R diffractometer | 3294 reflections with I > 2σ(I) |
Absorption correction: ψ scans (North et al., 1968) | Rint = 0.030 |
Tmin = 0.637, Tmax = 0.832 | 3 standard reflections every 100 reflections |
4690 measured reflections | intensity decay: 0.9% |
4542 independent reflections |
R[F2 > 2σ(F2)] = 0.052 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.173 | Δρmax = 0.76 e Å−3 |
S = 1.02 | Δρmin = −1.13 e Å−3 |
4542 reflections | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
498 parameters | Absolute structure parameter: −0.01 (3) |
1 restraint |
Experimental. The crystal was obtained by slow evaporation from methanol/water. |
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 | ||
Co1 | 0.02086 (6) | 0.89730 (7) | 0.73560 (9) | 0.0326 (2) | |
O1 | 0.0502 (4) | 0.9458 (6) | 1.0236 (6) | 0.0544 (16) | |
HO1 | 0.112 (9) | 0.998 (8) | 0.964 (9) | 0.22 (11)* | |
O2 | −0.1059 (5) | 0.7670 (5) | 0.6024 (7) | 0.0494 (17) | |
O3 | −0.0044 (4) | 0.8458 (6) | 0.4470 (5) | 0.0495 (15) | |
HO3 | −0.035 (5) | 0.815 (5) | 0.478 (5) | 0.074* | |
O4 | 0.1436 (4) | 1.0357 (6) | 0.8665 (7) | 0.0517 (17) | |
N1 | 0.0040 (4) | 0.8917 (8) | 0.9262 (6) | 0.0414 (14) | |
N2 | −0.0732 (4) | 0.8078 (6) | 0.7244 (7) | 0.0388 (15) | |
N3 | 0.0404 (4) | 0.9029 (7) | 0.5456 (6) | 0.0382 (14) | |
N4 | 0.1136 (4) | 0.9932 (5) | 0.7481 (7) | 0.0364 (15) | |
N5 | −0.0591 (4) | 1.0237 (5) | 0.7090 (7) | 0.0365 (15) | |
N6 | 0.2139 (6) | 0.7940 (8) | 0.9540 (10) | 0.068 (2) | |
C1 | −0.0622 (5) | 0.8408 (8) | 0.9594 (9) | 0.045 (2) | |
C2 | −0.1058 (5) | 0.7886 (7) | 0.8412 (9) | 0.0424 (19) | |
C3 | 0.0987 (5) | 0.9638 (7) | 0.5107 (9) | 0.0438 (18) | |
C4 | 0.1417 (5) | 1.0192 (6) | 0.6309 (9) | 0.0410 (17) | |
C5 | −0.0889 (7) | 0.8368 (10) | 1.1030 (9) | 0.063 (3) | |
H5A | −0.0435 | 0.8586 | 1.1676 | 0.095* | |
H5B | −0.1050 | 0.7656 | 1.1241 | 0.095* | |
H5C | −0.1355 | 0.8836 | 1.1103 | 0.095* | |
C6 | −0.1807 (5) | 0.7202 (9) | 0.8502 (10) | 0.056 (2) | |
H6A | −0.2023 | 0.7000 | 0.7583 | 0.084* | |
H6B | −0.2226 | 0.7587 | 0.8950 | 0.084* | |
H6C | −0.1654 | 0.6576 | 0.9033 | 0.084* | |
C7 | 0.1225 (6) | 0.9798 (8) | 0.3665 (9) | 0.055 (2) | |
H7A | 0.0982 | 0.9247 | 0.3075 | 0.082* | |
H7B | 0.1822 | 0.9773 | 0.3660 | 0.082* | |
H7C | 0.1026 | 1.0476 | 0.3327 | 0.082* | |
C8 | 0.2106 (5) | 1.0961 (8) | 0.6221 (12) | 0.063 (3) | |
H8A | 0.2373 | 1.1083 | 0.7133 | 0.095* | |
H8B | 0.1887 | 1.1619 | 0.5843 | 0.095* | |
H8C | 0.2505 | 1.0681 | 0.5628 | 0.095* | |
C9 | −0.0589 (7) | 1.1021 (8) | 0.8030 (9) | 0.057 (2) | |
H9 | −0.0212 | 1.0998 | 0.8814 | 0.09 (4)* | |
C10 | −0.1136 (9) | 1.1859 (10) | 0.7854 (12) | 0.081 (4) | |
H10 | −0.1136 | 1.2385 | 0.8530 | 0.11 (4)* | |
C11 | −0.1673 (7) | 1.1923 (9) | 0.6708 (11) | 0.065 (3) | |
H11 | −0.2037 | 1.2494 | 0.6587 | 0.04 (2)* | |
C12 | −0.1675 (6) | 1.1147 (8) | 0.5737 (10) | 0.057 (2) | |
H12 | −0.2041 | 1.1167 | 0.4939 | 0.028 (17)* | |
C13 | −0.1115 (6) | 1.0327 (7) | 0.5978 (10) | 0.045 (2) | |
H13 | −0.1106 | 0.9799 | 0.5306 | 0.06 (3)* | |
C14 | 0.1005 (6) | 0.7714 (8) | 0.7499 (11) | 0.048 (2) | |
H14 | 0.1297 | 0.7726 | 0.6645 | 0.058* | |
C15 | 0.1660 (6) | 0.7845 (8) | 0.8655 (10) | 0.045 (2) | |
C16 | 0.0640 (6) | 0.6606 (7) | 0.7586 (12) | 0.064 (3) | |
H16A | 0.0146 | 0.6552 | 0.6961 | 0.096* | |
H16B | 0.0501 | 0.6473 | 0.8520 | 0.096* | |
H16C | 0.1043 | 0.6093 | 0.7334 | 0.096* | |
Co2 | 0.49339 (6) | 0.72614 (7) | 0.74480 (9) | 0.0334 (2) | |
O5 | 0.4643 (4) | 0.6789 (6) | 0.4575 (6) | 0.0524 (15) | |
H5 | 0.432 (4) | 0.626 (7) | 0.500 (5) | 0.079* | |
O6 | 0.6197 (4) | 0.8562 (5) | 0.8783 (7) | 0.0480 (16) | |
O7 | 0.5227 (4) | 0.7710 (6) | 1.0364 (6) | 0.0555 (17) | |
HO7 | 0.562 (10) | 0.805 (9) | 0.999 (10) | 0.23 (12)* | |
O8 | 0.3660 (5) | 0.5931 (6) | 0.6120 (7) | 0.0500 (16) | |
N7 | 0.5131 (4) | 0.7302 (8) | 0.5573 (6) | 0.0432 (15) | |
N8 | 0.5879 (4) | 0.8169 (6) | 0.7587 (7) | 0.0382 (15) | |
N9 | 0.4728 (4) | 0.7191 (7) | 0.9347 (6) | 0.0408 (14) | |
N10 | 0.3984 (4) | 0.6363 (6) | 0.7334 (7) | 0.0416 (16) | |
N11 | 0.5686 (5) | 0.5954 (6) | 0.7698 (7) | 0.0397 (16) | |
C17 | 0.5760 (6) | 0.7832 (7) | 0.5211 (9) | 0.0451 (19) | |
C18 | 0.6208 (5) | 0.8354 (7) | 0.6407 (9) | 0.0451 (19) | |
C19 | 0.4139 (5) | 0.6596 (7) | 0.9705 (8) | 0.0411 (17) | |
C20 | 0.3698 (5) | 0.6094 (7) | 0.8505 (9) | 0.0419 (18) | |
C21 | 0.6036 (7) | 0.7898 (10) | 0.3780 (10) | 0.068 (3) | |
H21A | 0.5866 | 0.7269 | 0.3272 | 0.103* | |
H21B | 0.6633 | 0.7960 | 0.3826 | 0.103* | |
H21C | 0.5788 | 0.8509 | 0.3317 | 0.103* | |
C22 | 0.6945 (6) | 0.9049 (9) | 0.6304 (11) | 0.063 (3) | |
H22A | 0.6778 | 0.9779 | 0.6351 | 0.094* | |
H22B | 0.7181 | 0.8922 | 0.5436 | 0.094* | |
H22C | 0.7354 | 0.8897 | 0.7059 | 0.094* | |
C23 | 0.3942 (7) | 0.6420 (9) | 1.1157 (9) | 0.059 (3) | |
H23A | 0.4362 | 0.6748 | 1.1779 | 0.089* | |
H23B | 0.3928 | 0.5671 | 1.1341 | 0.089* | |
H23C | 0.3407 | 0.6725 | 1.1294 | 0.089* | |
C24 | 0.2988 (7) | 0.5334 (8) | 0.8602 (12) | 0.066 (3) | |
H24A | 0.2630 | 0.5358 | 0.7756 | 0.099* | |
H24B | 0.2676 | 0.5528 | 0.9371 | 0.099* | |
H24C | 0.3204 | 0.4627 | 0.8741 | 0.099* | |
C25 | 0.5589 (6) | 0.5118 (8) | 0.6847 (9) | 0.049 (2) | |
H25 | 0.5166 | 0.5140 | 0.6129 | 0.059* | |
C26 | 0.6083 (6) | 0.4226 (7) | 0.6983 (10) | 0.056 (2) | |
H26 | 0.5979 | 0.3646 | 0.6397 | 0.067* | |
C27 | 0.6742 (6) | 0.4205 (7) | 0.8013 (10) | 0.052 (2) | |
H27 | 0.7098 | 0.3623 | 0.8107 | 0.062* | |
C28 | 0.6855 (5) | 0.5072 (7) | 0.8894 (9) | 0.051 (2) | |
H28 | 0.7283 | 0.5072 | 0.9604 | 0.061* | |
C29 | 0.6335 (6) | 0.5920 (8) | 0.8712 (10) | 0.044 (2) | |
H29 | 0.6424 | 0.6503 | 0.9298 | 0.053* | |
C30 | 0.4245 (5) | 0.8617 (7) | 0.7111 (9) | 0.0435 (18) | |
H30 | 0.4554 | 0.9063 | 0.6498 | 0.052* | |
C31 | 0.3453 (6) | 0.8392 (8) | 0.6359 (10) | 0.043 (2) | |
C32 | 0.4114 (7) | 0.9286 (8) | 0.8381 (12) | 0.068 (3) | |
H32A | 0.4643 | 0.9544 | 0.8777 | 0.102* | |
H32B | 0.3857 | 0.8861 | 0.9056 | 0.102* | |
H32C | 0.3758 | 0.9876 | 0.8116 | 0.102* | |
N12 | 0.2812 (6) | 0.8252 (8) | 0.5742 (10) | 0.068 (2) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0352 (5) | 0.0324 (5) | 0.0292 (4) | −0.0029 (4) | −0.0027 (4) | −0.0021 (4) |
O1 | 0.067 (4) | 0.059 (4) | 0.035 (3) | −0.004 (3) | −0.008 (3) | −0.009 (3) |
O2 | 0.057 (4) | 0.046 (4) | 0.045 (3) | −0.017 (3) | 0.001 (3) | −0.011 (3) |
O3 | 0.053 (3) | 0.062 (4) | 0.033 (2) | −0.011 (3) | −0.001 (2) | −0.014 (2) |
O4 | 0.047 (4) | 0.053 (4) | 0.052 (3) | −0.014 (3) | −0.019 (3) | 0.000 (3) |
N1 | 0.046 (3) | 0.043 (4) | 0.034 (3) | 0.002 (4) | −0.004 (3) | −0.005 (4) |
N2 | 0.042 (3) | 0.035 (4) | 0.039 (3) | 0.003 (3) | 0.000 (3) | −0.002 (3) |
N3 | 0.039 (3) | 0.037 (4) | 0.037 (3) | 0.002 (4) | −0.002 (2) | 0.001 (4) |
N4 | 0.037 (3) | 0.029 (3) | 0.040 (3) | −0.009 (3) | −0.012 (3) | −0.002 (3) |
N5 | 0.042 (3) | 0.034 (4) | 0.034 (3) | −0.001 (3) | 0.005 (3) | 0.000 (3) |
N6 | 0.062 (5) | 0.065 (6) | 0.074 (5) | 0.001 (4) | −0.015 (5) | 0.003 (5) |
C1 | 0.047 (4) | 0.048 (5) | 0.041 (4) | 0.007 (4) | 0.006 (4) | 0.009 (4) |
C2 | 0.046 (4) | 0.038 (4) | 0.044 (4) | 0.001 (3) | 0.008 (4) | 0.008 (4) |
C3 | 0.049 (4) | 0.040 (4) | 0.043 (4) | 0.005 (4) | 0.008 (4) | 0.005 (3) |
C4 | 0.036 (4) | 0.030 (4) | 0.055 (4) | 0.001 (3) | −0.003 (3) | 0.005 (3) |
C5 | 0.078 (7) | 0.073 (7) | 0.040 (4) | 0.001 (6) | 0.013 (5) | 0.003 (4) |
C6 | 0.049 (4) | 0.057 (5) | 0.064 (5) | −0.004 (5) | 0.011 (4) | 0.010 (5) |
C7 | 0.060 (5) | 0.057 (6) | 0.048 (5) | 0.006 (5) | 0.007 (4) | 0.010 (4) |
C8 | 0.041 (4) | 0.057 (6) | 0.088 (7) | −0.009 (4) | −0.011 (4) | 0.024 (5) |
C9 | 0.072 (6) | 0.056 (6) | 0.042 (4) | 0.010 (5) | −0.007 (4) | −0.011 (4) |
C10 | 0.126 (11) | 0.061 (7) | 0.058 (6) | 0.027 (7) | 0.009 (7) | −0.014 (5) |
C11 | 0.065 (6) | 0.054 (6) | 0.076 (6) | 0.019 (5) | 0.009 (5) | 0.000 (5) |
C12 | 0.056 (5) | 0.055 (5) | 0.059 (5) | 0.000 (4) | 0.000 (4) | 0.007 (4) |
C13 | 0.046 (5) | 0.039 (5) | 0.047 (5) | −0.001 (4) | −0.013 (4) | −0.005 (4) |
C14 | 0.051 (5) | 0.042 (5) | 0.051 (5) | −0.001 (4) | 0.001 (4) | −0.002 (4) |
C15 | 0.039 (4) | 0.040 (5) | 0.055 (5) | −0.004 (3) | −0.004 (4) | 0.001 (4) |
C16 | 0.053 (5) | 0.034 (4) | 0.102 (8) | −0.001 (4) | −0.013 (5) | 0.001 (5) |
Co2 | 0.0361 (5) | 0.0320 (5) | 0.0312 (4) | −0.0025 (4) | −0.0031 (4) | −0.0012 (4) |
O5 | 0.063 (4) | 0.059 (4) | 0.032 (3) | −0.005 (3) | −0.009 (3) | 0.000 (3) |
O6 | 0.044 (3) | 0.049 (4) | 0.050 (3) | −0.012 (3) | −0.012 (3) | −0.003 (3) |
O7 | 0.064 (4) | 0.063 (4) | 0.039 (3) | −0.012 (3) | −0.002 (3) | −0.012 (3) |
O8 | 0.058 (4) | 0.045 (4) | 0.044 (3) | −0.010 (3) | −0.012 (3) | −0.012 (3) |
N7 | 0.050 (4) | 0.039 (4) | 0.039 (3) | −0.002 (4) | −0.003 (3) | 0.002 (4) |
N8 | 0.040 (3) | 0.031 (4) | 0.043 (3) | −0.003 (3) | −0.004 (3) | −0.001 (3) |
N9 | 0.047 (3) | 0.036 (4) | 0.039 (3) | 0.002 (4) | −0.003 (3) | −0.009 (4) |
N10 | 0.040 (3) | 0.039 (4) | 0.044 (3) | 0.008 (3) | −0.001 (3) | 0.000 (3) |
N11 | 0.048 (4) | 0.036 (4) | 0.035 (3) | −0.003 (3) | 0.002 (3) | 0.001 (3) |
C17 | 0.050 (5) | 0.043 (5) | 0.041 (4) | 0.004 (4) | 0.000 (4) | 0.012 (4) |
C18 | 0.042 (4) | 0.038 (5) | 0.055 (5) | 0.000 (3) | 0.003 (4) | 0.011 (4) |
C19 | 0.042 (4) | 0.040 (5) | 0.041 (4) | 0.002 (3) | 0.001 (3) | 0.000 (3) |
C20 | 0.041 (4) | 0.036 (4) | 0.048 (4) | 0.004 (3) | 0.001 (4) | 0.004 (4) |
C21 | 0.067 (6) | 0.094 (9) | 0.047 (5) | 0.011 (6) | 0.013 (5) | 0.016 (5) |
C22 | 0.052 (5) | 0.054 (6) | 0.081 (6) | −0.008 (5) | 0.002 (5) | 0.021 (6) |
C23 | 0.069 (6) | 0.062 (6) | 0.048 (5) | 0.004 (5) | 0.015 (5) | 0.009 (5) |
C24 | 0.064 (6) | 0.045 (5) | 0.092 (7) | −0.016 (5) | 0.020 (6) | 0.001 (5) |
C25 | 0.055 (5) | 0.047 (5) | 0.043 (4) | 0.007 (4) | −0.007 (4) | −0.004 (4) |
C26 | 0.068 (6) | 0.043 (5) | 0.057 (5) | 0.015 (4) | 0.000 (4) | −0.011 (4) |
C27 | 0.055 (5) | 0.038 (5) | 0.063 (5) | 0.011 (3) | 0.012 (4) | 0.011 (4) |
C28 | 0.037 (4) | 0.052 (5) | 0.062 (5) | −0.001 (4) | −0.009 (4) | 0.017 (4) |
C29 | 0.046 (5) | 0.040 (5) | 0.046 (4) | −0.006 (4) | −0.004 (4) | 0.005 (4) |
C30 | 0.042 (4) | 0.037 (4) | 0.051 (4) | 0.006 (3) | −0.005 (3) | 0.000 (3) |
C31 | 0.046 (5) | 0.042 (5) | 0.042 (4) | 0.009 (4) | 0.002 (4) | 0.004 (4) |
C32 | 0.073 (7) | 0.048 (5) | 0.081 (7) | 0.022 (5) | −0.005 (5) | −0.022 (5) |
N12 | 0.059 (5) | 0.062 (5) | 0.081 (6) | 0.007 (4) | −0.013 (4) | 0.001 (5) |
Co1—N1 | 1.881 (6) | Co2—N7 | 1.862 (6) |
Co1—N2 | 1.881 (7) | Co2—N9 | 1.889 (6) |
Co1—N3 | 1.885 (6) | Co2—N10 | 1.896 (8) |
Co1—N4 | 1.914 (7) | Co2—N8 | 1.896 (7) |
Co1—C14 | 2.035 (10) | Co2—N11 | 2.045 (8) |
Co1—N5 | 2.048 (7) | Co2—C30 | 2.047 (8) |
O1—N1 | 1.336 (9) | O5—N7 | 1.355 (9) |
O2—N2 | 1.351 (10) | O6—N8 | 1.320 (10) |
O3—N3 | 1.353 (9) | O7—N9 | 1.381 (9) |
O4—N4 | 1.317 (9) | O8—N10 | 1.356 (10) |
N1—C1 | 1.303 (12) | N7—C17 | 1.282 (12) |
N2—C2 | 1.303 (10) | N8—C18 | 1.314 (11) |
N3—C3 | 1.276 (11) | N9—C19 | 1.276 (11) |
N4—C4 | 1.292 (11) | N10—C20 | 1.298 (10) |
N5—C13 | 1.313 (12) | N11—C25 | 1.336 (12) |
N5—C9 | 1.340 (11) | N11—C29 | 1.372 (12) |
N6—C15 | 1.109 (13) | C17—C18 | 1.465 (13) |
C1—C2 | 1.447 (13) | C17—C21 | 1.486 (12) |
C1—C5 | 1.484 (11) | C18—C22 | 1.482 (12) |
C2—C6 | 1.489 (12) | C19—C20 | 1.453 (12) |
C3—C4 | 1.476 (12) | C19—C23 | 1.477 (11) |
C3—C7 | 1.486 (11) | C20—C24 | 1.497 (12) |
C4—C8 | 1.479 (11) | C25—C26 | 1.377 (13) |
C9—C10 | 1.376 (15) | C26—C27 | 1.391 (14) |
C10—C11 | 1.348 (16) | C27—C28 | 1.386 (13) |
C11—C12 | 1.353 (14) | C28—C29 | 1.359 (13) |
C12—C13 | 1.378 (14) | C30—C31 | 1.441 (14) |
C14—C15 | 1.479 (14) | C30—C32 | 1.515 (12) |
C14—C16 | 1.519 (13) | C31—N12 | 1.159 (14) |
N1—Co1—N2 | 81.7 (3) | N7—Co2—N9 | 178.8 (5) |
N1—Co1—N3 | 178.7 (3) | N7—Co2—N10 | 99.2 (3) |
N2—Co1—N3 | 99.4 (3) | N9—Co2—N10 | 79.9 (3) |
N1—Co1—N4 | 97.8 (3) | N7—Co2—N8 | 81.6 (3) |
N2—Co1—N4 | 177.6 (3) | N9—Co2—N8 | 99.3 (3) |
N3—Co1—N4 | 81.2 (3) | N10—Co2—N8 | 179.2 (3) |
N1—Co1—C14 | 92.5 (4) | N7—Co2—N11 | 89.5 (3) |
N2—Co1—C14 | 92.0 (4) | N9—Co2—N11 | 89.8 (3) |
N3—Co1—C14 | 86.7 (4) | N10—Co2—N11 | 89.5 (3) |
N4—Co1—C14 | 90.3 (3) | N8—Co2—N11 | 90.8 (3) |
N1—Co1—N5 | 90.8 (3) | N7—Co2—C30 | 87.4 (4) |
N2—Co1—N5 | 88.0 (3) | N9—Co2—C30 | 93.4 (4) |
N3—Co1—N5 | 90.1 (3) | N10—Co2—C30 | 93.8 (4) |
N4—Co1—N5 | 89.7 (3) | N8—Co2—C30 | 85.9 (3) |
C14—Co1—N5 | 176.7 (4) | N11—Co2—C30 | 175.8 (3) |
C1—N1—O1 | 119.7 (6) | C17—N7—O5 | 118.6 (7) |
C1—N1—Co1 | 116.3 (6) | C17—N7—Co2 | 118.5 (7) |
O1—N1—Co1 | 123.5 (6) | O5—N7—Co2 | 122.9 (5) |
C2—N2—O2 | 121.8 (7) | C18—N8—O6 | 122.4 (7) |
C2—N2—Co1 | 116.0 (6) | C18—N8—Co2 | 114.9 (6) |
O2—N2—Co1 | 122.2 (5) | O6—N8—Co2 | 122.6 (5) |
C3—N3—O3 | 119.6 (6) | C19—N9—O7 | 119.1 (6) |
C3—N3—Co1 | 117.5 (6) | C19—N9—Co2 | 118.8 (6) |
O3—N3—Co1 | 122.8 (5) | O7—N9—Co2 | 122.0 (5) |
C4—N4—O4 | 121.7 (7) | C20—N10—O8 | 120.5 (7) |
C4—N4—Co1 | 115.5 (6) | C20—N10—Co2 | 116.4 (6) |
O4—N4—Co1 | 122.7 (5) | O8—N10—Co2 | 122.7 (5) |
C13—N5—C9 | 117.1 (8) | C25—N11—C29 | 117.3 (8) |
C13—N5—Co1 | 121.6 (6) | C25—N11—Co2 | 121.5 (6) |
C9—N5—Co1 | 121.4 (6) | C29—N11—Co2 | 121.1 (6) |
N1—C1—C2 | 112.5 (7) | N7—C17—C18 | 111.6 (7) |
N1—C1—C5 | 123.3 (9) | N7—C17—C21 | 125.6 (9) |
C2—C1—C5 | 124.1 (8) | C18—C17—C21 | 122.7 (8) |
N2—C2—C1 | 113.2 (7) | N8—C18—C17 | 113.3 (7) |
N2—C2—C6 | 122.8 (8) | N8—C18—C22 | 122.8 (9) |
C1—C2—C6 | 124.0 (7) | C17—C18—C22 | 123.9 (8) |
N3—C3—C4 | 112.6 (7) | N9—C19—C20 | 111.4 (7) |
N3—C3—C7 | 125.3 (9) | N9—C19—C23 | 124.5 (8) |
C4—C3—C7 | 122.1 (8) | C20—C19—C23 | 124.1 (8) |
N4—C4—C3 | 113.1 (7) | N10—C20—C19 | 113.2 (7) |
N4—C4—C8 | 122.2 (8) | N10—C20—C24 | 123.1 (9) |
C3—C4—C8 | 124.7 (8) | C19—C20—C24 | 123.7 (8) |
N5—C9—C10 | 121.0 (10) | N11—C25—C26 | 123.1 (9) |
C11—C10—C9 | 120.5 (10) | C25—C26—C27 | 118.9 (9) |
C10—C11—C12 | 119.4 (10) | C28—C27—C26 | 118.5 (8) |
C11—C12—C13 | 117.3 (10) | C29—C28—C27 | 119.4 (9) |
N5—C13—C12 | 124.7 (9) | C28—C29—N11 | 122.7 (9) |
C15—C14—C16 | 108.3 (8) | C31—C30—C32 | 110.0 (8) |
C15—C14—Co1 | 111.7 (7) | C31—C30—Co2 | 111.1 (6) |
C16—C14—Co1 | 118.4 (7) | C32—C30—Co2 | 116.4 (6) |
N6—C15—C14 | 178.6 (10) | N12—C31—C30 | 177.4 (11) |
C16H23CoN6O4 | F(000) = 880 |
Mr = 422.33 | Dx = 1.444 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 16.023 (5) Å | Cell parameters from 25 reflections |
b = 12.6272 (18) Å | θ = 14–15° |
c = 9.628 (2) Å | µ = 0.92 mm−1 |
β = 94.23 (2)° | T = 293 K |
V = 1942.6 (7) Å3 | Plate, red |
Z = 4 | 0.2 × 0.2 × 0.1 mm |
Rigaku AFC7R diffractometer | 4898 reflections with I > 2σ(I) |
Radiation source: rotate anode | Rint = 0.064 |
Graphite monochromator | θmax = 37.5°, θmin = 2.6° |
2θ–ω scans | h = −21→21 |
Absorption correction: ψ scans (North et al., 1968) | k = 0→16 |
Tmin = 0.731, Tmax = 0.832 | l = −13→0 |
8931 measured reflections | 3 standard reflections every 100 reflections |
8580 independent reflections | intensity decay: 1.0% |
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)] = 0.044 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.155 | Calculated w = 1/[σ2(Fo2) + (0.0888P)2 + 0.059P] where P = (Fo2 + 2Fc2)/3 |
S = 1.02 | (Δ/σ)max = 0.012 |
8580 reflections | Δρmax = 1.02 e Å−3 |
587 parameters | Δρmin = −0.53 e Å−3 |
16 restraints | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.03 (2) |
C16H23CoN6O4 | V = 1942.6 (7) Å3 |
Mr = 422.33 | Z = 4 |
Monoclinic, P21 | Mo Kα radiation |
a = 16.023 (5) Å | µ = 0.92 mm−1 |
b = 12.6272 (18) Å | T = 293 K |
c = 9.628 (2) Å | 0.2 × 0.2 × 0.1 mm |
β = 94.23 (2)° |
Rigaku AFC7R diffractometer | 4898 reflections with I > 2σ(I) |
Absorption correction: ψ scans (North et al., 1968) | Rint = 0.064 |
Tmin = 0.731, Tmax = 0.832 | 3 standard reflections every 100 reflections |
8931 measured reflections | intensity decay: 1.0% |
8580 independent reflections |
R[F2 > 2σ(F2)] = 0.044 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.155 | Δρmax = 1.02 e Å−3 |
S = 1.02 | Δρmin = −0.53 e Å−3 |
8580 reflections | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
587 parameters | Absolute structure parameter: 0.03 (2) |
16 restraints |
Experimental. The crystal was obtained by slow evaporation from methanol/water. |
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) | |
Co1 | 0.020095 (12) | 0.897191 (15) | 0.735478 (18) | 0.03135 (4) | |
O1 | 0.04912 (8) | 0.94416 (12) | 1.02461 (11) | 0.0551 (4) | |
HO1 | 0.1079 (11) | 0.9943 (16) | 0.9663 (19) | 0.049 (5)* | |
O2 | −0.10674 (7) | 0.76742 (10) | 0.60443 (12) | 0.0444 (3) | |
O3 | −0.00565 (8) | 0.84631 (11) | 0.44582 (11) | 0.0481 (3) | |
HO3 | −0.0407 | 0.8108 | 0.4828 | 0.072* | |
O4 | 0.14360 (8) | 1.03611 (10) | 0.86621 (13) | 0.0523 (3) | |
N1 | 0.00235 (8) | 0.89142 (12) | 0.92708 (11) | 0.0375 (3) | |
N2 | −0.07476 (8) | 0.80787 (11) | 0.72431 (14) | 0.0390 (3) | |
N3 | 0.03911 (7) | 0.90304 (12) | 0.54370 (11) | 0.0365 (3) | |
N4 | 0.11208 (8) | 0.99236 (11) | 0.74656 (14) | 0.0383 (3) | |
N5 | −0.05881 (8) | 1.02293 (10) | 0.71014 (12) | 0.0347 (3) | |
N6 | 0.21542 (11) | 0.79322 (16) | 0.9501 (2) | 0.0659 (6) | |
C1 | −0.06293 (12) | 0.83971 (15) | 0.96148 (16) | 0.0454 (4) | |
C2 | −0.10854 (9) | 0.78872 (13) | 0.84168 (17) | 0.0384 (4) | |
C3 | 0.09867 (9) | 0.96445 (14) | 0.50894 (16) | 0.0386 (4) | |
C4 | 0.14152 (10) | 1.01854 (13) | 0.62980 (17) | 0.0408 (4) | |
C5 | −0.09226 (14) | 0.8347 (2) | 1.10548 (19) | 0.0636 (6) | |
H5A | −0.0477 | 0.8563 | 1.1716 | 0.095* | |
H5B | −0.1086 | 0.7635 | 1.1254 | 0.095* | |
H5C | −0.1393 | 0.8812 | 1.1117 | 0.095* | |
C6 | −0.18373 (11) | 0.72152 (18) | 0.8547 (2) | 0.0552 (5) | |
H6A | −0.2063 | 0.7006 | 0.7636 | 0.083* | |
H6B | −0.2251 | 0.7609 | 0.9002 | 0.083* | |
H6C | −0.1684 | 0.6596 | 0.9086 | 0.083* | |
C7 | 0.12227 (12) | 0.98043 (17) | 0.36260 (19) | 0.0543 (5) | |
H7A | 0.0960 (10) | 0.9221 (9) | 0.3051 (15) | 0.081* | |
H7B | 0.1864 (14) | 0.993 (2) | 0.354 (2) | 0.081* | |
H7C | 0.1208 (14) | 1.057 (2) | 0.355 (2) | 0.081* | |
C8 | 0.21118 (11) | 1.09581 (16) | 0.6169 (2) | 0.0555 (5) | |
H8A | 0.2313 (14) | 1.101 (2) | 0.709 (2) | 0.083* | |
H8B | 0.1982 (14) | 1.159 (2) | 0.575 (2) | 0.083* | |
H8C | 0.2628 (6) | 1.0690 (15) | 0.5806 (17) | 0.083* | |
C9 | −0.05792 (14) | 1.10352 (16) | 0.80230 (18) | 0.0568 (5) | |
H9 | −0.0156 (11) | 1.0996 (15) | 0.8844 (18) | 0.044 (5)* | |
C10 | −0.11286 (16) | 1.1879 (2) | 0.7875 (2) | 0.0753 (7) | |
H10 | −0.1163 (11) | 1.2459 (16) | 0.8515 (18) | 0.045 (5)* | |
C11 | −0.16734 (13) | 1.19537 (17) | 0.6723 (2) | 0.0618 (6) | |
H11 | −0.1956 (8) | 1.2612 (7) | 0.6438 (17) | 0.049 (5)* | |
C12 | −0.16883 (11) | 1.11544 (16) | 0.5755 (2) | 0.0531 (5) | |
H12 | −0.2041 (10) | 1.1230 (16) | 0.4986 (18) | 0.042 (5)* | |
C13 | −0.11462 (10) | 1.03116 (14) | 0.59738 (18) | 0.0429 (4) | |
H13 | −0.1160 (10) | 0.9670 (14) | 0.5303 (16) | 0.032 (4)* | |
C14 | 0.10139 (10) | 0.76995 (15) | 0.74920 (19) | 0.0456 (4) | |
H14 | 0.1177 (12) | 0.7875 (17) | 0.650 (2) | 0.055* | |
C15 | 0.16449 (11) | 0.78613 (14) | 0.86167 (19) | 0.0460 (4) | |
C16 | 0.06512 (13) | 0.66158 (15) | 0.7550 (2) | 0.0605 (6) | |
H16A | 0.0159 | 0.6572 | 0.6921 | 0.091* | |
H16B | 0.0506 | 0.6470 | 0.8481 | 0.091* | |
H16C | 0.1055 | 0.6106 | 0.7286 | 0.091* | |
Co2 | 0.490260 (12) | 0.726250 (16) | 0.748951 (19) | 0.03552 (5) | |
O5 | 0.46003 (9) | 0.67731 (13) | 0.46009 (12) | 0.0586 (4) | |
H5 | 0.4333 | 0.6322 | 0.4990 | 0.088* | |
O6 | 0.61721 (8) | 0.85569 (10) | 0.88189 (14) | 0.0512 (4) | |
O7 | 0.51915 (9) | 0.77131 (12) | 1.04213 (13) | 0.0551 (4) | |
HO7 | 0.5542 (12) | 0.8003 (17) | 0.990 (2) | 0.058 (6)* | |
O8 | 0.36387 (8) | 0.59337 (10) | 0.61794 (13) | 0.0515 (3) | |
N7 | 0.50952 (10) | 0.73159 (14) | 0.55716 (13) | 0.0481 (4) | |
N8 | 0.58435 (8) | 0.81598 (11) | 0.76158 (14) | 0.0392 (3) | |
N9 | 0.47036 (8) | 0.71865 (12) | 0.94040 (13) | 0.0424 (4) | |
N10 | 0.39546 (8) | 0.63539 (11) | 0.73871 (14) | 0.0409 (3) | |
N11 | 0.56729 (8) | 0.59644 (11) | 0.77385 (13) | 0.0362 (3) | |
C17 | 0.57412 (12) | 0.78363 (15) | 0.52403 (19) | 0.0480 (5) | |
C18 | 0.61847 (11) | 0.83513 (15) | 0.6440 (2) | 0.0474 (5) | |
C19 | 0.41102 (11) | 0.66046 (14) | 0.97679 (18) | 0.0444 (4) | |
C20 | 0.36631 (10) | 0.60741 (14) | 0.85581 (19) | 0.0433 (4) | |
C21 | 0.60136 (16) | 0.7889 (2) | 0.3792 (2) | 0.0695 (7) | |
H21A | 0.5840 | 0.7257 | 0.3296 | 0.104* | |
H21B | 0.6612 | 0.7949 | 0.3824 | 0.104* | |
H21C | 0.5764 | 0.8495 | 0.3324 | 0.104* | |
C22 | 0.69333 (12) | 0.90470 (18) | 0.6335 (2) | 0.0634 (6) | |
H22A | 0.6801 (13) | 0.9827 (7) | 0.638 (3) | 0.095* | |
H22B | 0.6837 (15) | 0.933 (2) | 0.534 (2) | 0.095* | |
H22C | 0.7386 (15) | 0.863 (2) | 0.635 (3) | 0.095* | |
C23 | 0.38819 (14) | 0.64097 (18) | 1.1204 (2) | 0.0601 (6) | |
H23A | 0.4291 | 0.6729 | 1.1852 | 0.090* | |
H23B | 0.3864 | 0.5661 | 1.1371 | 0.090* | |
H23C | 0.3342 | 0.6712 | 1.1324 | 0.090* | |
C24 | 0.29626 (12) | 0.53290 (18) | 0.8666 (2) | 0.0601 (6) | |
H24A | 0.2604 | 0.5351 | 0.7822 | 0.090* | |
H24B | 0.2650 | 0.5526 | 0.9438 | 0.090* | |
H24C | 0.3178 | 0.4625 | 0.8807 | 0.090* | |
C25 | 0.56003 (12) | 0.51356 (17) | 0.68795 (19) | 0.0505 (5) | |
H25 | 0.5197 | 0.5167 | 0.6134 | 0.061* | |
C26 | 0.60757 (14) | 0.42530 (17) | 0.7025 (2) | 0.0588 (6) | |
H26 | 0.5973 | 0.3674 | 0.6441 | 0.071* | |
C27 | 0.67195 (12) | 0.42338 (16) | 0.8066 (2) | 0.0543 (5) | |
H27 | 0.7077 | 0.3654 | 0.8172 | 0.065* | |
C28 | 0.68173 (12) | 0.50894 (16) | 0.8935 (2) | 0.0541 (5) | |
H28 | 0.7243 | 0.5097 | 0.9647 | 0.065* | |
C29 | 0.62826 (10) | 0.59375 (15) | 0.87488 (18) | 0.0458 (4) | |
H29 | 0.6350 | 0.6512 | 0.9351 | 0.055* | |
C30A | 0.42522 (2) | 0.86270 (5) | 0.70806 (5) | 0.0420 (6) | 0.707 (2) |
H30A | 0.4572 | 0.9063 | 0.6467 | 0.050* | 0.707 (2) |
C31A | 0.34464 (2) | 0.83926 (6) | 0.63521 (5) | 0.0478 (7) | 0.707 (2) |
C32A | 0.41009 (7) | 0.92778 (5) | 0.83661 (5) | 0.0643 (9) | 0.707 (2) |
H32A | 0.4625 | 0.9542 | 0.8774 | 0.096* | 0.707 (2) |
H32B | 0.3843 | 0.8841 | 0.9029 | 0.096* | 0.707 (2) |
H32C | 0.3739 | 0.9862 | 0.8107 | 0.096* | 0.707 (2) |
N12A | 0.28094 (2) | 0.82303 (13) | 0.57522 (9) | 0.0628 (8) | 0.707 (2) |
C30B | 0.40344 (3) | 0.84768 (4) | 0.75694 (5) | 0.0376 (12) | 0.293 (2) |
H30B | 0.3763 | 0.8401 | 0.8443 | 0.045* | 0.293 (2) |
C31B | 0.33895 (2) | 0.83800 (6) | 0.64334 (5) | 0.0417 (13)* | 0.293 (2) |
C32B | 0.43961 (4) | 0.95887 (3) | 0.75381 (13) | 0.065 (2) | 0.293 (2) |
H32D | 0.4750 | 0.9710 | 0.8372 | 0.098* | 0.293 (2) |
H32E | 0.3949 | 1.0096 | 0.7482 | 0.098* | 0.293 (2) |
H32F | 0.4718 | 0.9662 | 0.6741 | 0.098* | 0.293 (2) |
N12B | 0.28786 (3) | 0.8302 (3) | 0.55305 (6) | 0.0548 (16) | 0.293 (2) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.03335 (7) | 0.03069 (8) | 0.02910 (6) | −0.00290 (8) | −0.00385 (6) | −0.00124 (7) |
O1 | 0.0700 (8) | 0.0619 (8) | 0.0310 (5) | −0.0006 (7) | −0.0125 (5) | −0.0064 (5) |
O2 | 0.0366 (5) | 0.0519 (6) | 0.0432 (5) | −0.0119 (5) | −0.0061 (4) | −0.0091 (5) |
O3 | 0.0520 (6) | 0.0560 (7) | 0.0354 (5) | −0.0103 (6) | −0.0034 (5) | −0.0105 (5) |
O4 | 0.0592 (7) | 0.0447 (6) | 0.0497 (6) | −0.0126 (5) | −0.0181 (5) | −0.0076 (5) |
N1 | 0.0452 (6) | 0.0383 (6) | 0.0282 (4) | 0.0019 (6) | −0.0038 (4) | 0.0042 (5) |
N2 | 0.0398 (6) | 0.0372 (6) | 0.0393 (6) | −0.0030 (5) | −0.0027 (5) | −0.0040 (5) |
N3 | 0.0410 (5) | 0.0373 (6) | 0.0308 (5) | −0.0016 (6) | −0.0004 (4) | −0.0064 (5) |
N4 | 0.0346 (5) | 0.0375 (6) | 0.0414 (6) | −0.0070 (5) | −0.0061 (5) | −0.0027 (5) |
N5 | 0.0400 (6) | 0.0330 (6) | 0.0305 (5) | 0.0010 (5) | −0.0005 (4) | −0.0031 (4) |
N6 | 0.0524 (8) | 0.0691 (11) | 0.0725 (10) | 0.0025 (9) | −0.0210 (8) | 0.0064 (9) |
C1 | 0.0586 (9) | 0.0442 (8) | 0.0337 (7) | 0.0073 (7) | 0.0060 (7) | 0.0032 (6) |
C2 | 0.0318 (6) | 0.0353 (7) | 0.0484 (8) | −0.0007 (5) | 0.0051 (6) | 0.0061 (6) |
C3 | 0.0346 (6) | 0.0408 (8) | 0.0409 (7) | 0.0017 (6) | 0.0062 (6) | 0.0039 (6) |
C4 | 0.0366 (7) | 0.0350 (7) | 0.0494 (8) | −0.0011 (6) | −0.0053 (6) | 0.0107 (6) |
C5 | 0.0694 (11) | 0.0783 (14) | 0.0453 (9) | −0.0013 (12) | 0.0182 (8) | 0.0045 (10) |
C6 | 0.0444 (8) | 0.0552 (10) | 0.0671 (10) | −0.0069 (9) | 0.0116 (7) | 0.0112 (9) |
C7 | 0.0597 (10) | 0.0577 (11) | 0.0481 (8) | 0.0029 (9) | 0.0218 (7) | 0.0105 (8) |
C8 | 0.0420 (8) | 0.0483 (9) | 0.0759 (12) | −0.0156 (7) | 0.0014 (8) | 0.0119 (9) |
C9 | 0.0806 (12) | 0.0486 (9) | 0.0394 (8) | 0.0229 (9) | −0.0082 (8) | −0.0090 (7) |
C10 | 0.0990 (15) | 0.0651 (12) | 0.0603 (11) | 0.0323 (12) | −0.0036 (11) | −0.0152 (10) |
C11 | 0.0643 (10) | 0.0509 (10) | 0.0701 (12) | 0.0237 (8) | 0.0035 (9) | 0.0070 (9) |
C12 | 0.0445 (8) | 0.0517 (10) | 0.0617 (10) | 0.0041 (8) | −0.0056 (8) | 0.0126 (8) |
C13 | 0.0426 (7) | 0.0377 (8) | 0.0466 (8) | 0.0030 (6) | −0.0093 (6) | −0.0015 (6) |
C14 | 0.0365 (7) | 0.0433 (8) | 0.0554 (9) | 0.0066 (6) | −0.0070 (7) | −0.0011 (7) |
C15 | 0.0417 (7) | 0.0415 (8) | 0.0534 (9) | −0.0004 (7) | −0.0067 (7) | 0.0078 (7) |
C16 | 0.0552 (10) | 0.0302 (8) | 0.0943 (15) | 0.0020 (7) | −0.0072 (10) | −0.0048 (9) |
Co2 | 0.03865 (9) | 0.02959 (8) | 0.03644 (8) | −0.00111 (8) | −0.00988 (7) | −0.00229 (8) |
O5 | 0.0739 (8) | 0.0610 (8) | 0.0383 (6) | −0.0157 (7) | −0.0138 (6) | −0.0029 (6) |
O6 | 0.0545 (6) | 0.0408 (6) | 0.0558 (7) | −0.0116 (5) | −0.0129 (6) | −0.0083 (5) |
O7 | 0.0630 (7) | 0.0609 (8) | 0.0397 (6) | −0.0149 (6) | −0.0083 (5) | −0.0138 (5) |
O8 | 0.0553 (6) | 0.0424 (6) | 0.0527 (6) | −0.0099 (5) | −0.0243 (5) | −0.0043 (5) |
N7 | 0.0661 (8) | 0.0429 (7) | 0.0333 (5) | −0.0066 (8) | −0.0102 (6) | 0.0019 (6) |
N8 | 0.0376 (6) | 0.0319 (6) | 0.0460 (6) | −0.0032 (5) | −0.0118 (5) | 0.0011 (5) |
N9 | 0.0449 (6) | 0.0397 (7) | 0.0410 (6) | 0.0036 (6) | −0.0085 (5) | −0.0063 (6) |
N10 | 0.0363 (6) | 0.0346 (6) | 0.0492 (6) | 0.0005 (5) | −0.0147 (5) | −0.0050 (5) |
N11 | 0.0338 (5) | 0.0343 (6) | 0.0397 (6) | −0.0008 (5) | −0.0025 (5) | 0.0032 (5) |
C17 | 0.0526 (9) | 0.0448 (9) | 0.0456 (8) | 0.0048 (7) | −0.0037 (7) | 0.0118 (7) |
C18 | 0.0459 (8) | 0.0390 (8) | 0.0562 (9) | −0.0008 (7) | −0.0028 (7) | 0.0097 (7) |
C19 | 0.0493 (8) | 0.0358 (8) | 0.0477 (8) | 0.0032 (7) | 0.0019 (7) | 0.0016 (7) |
C20 | 0.0353 (7) | 0.0344 (7) | 0.0598 (9) | −0.0021 (6) | 0.0009 (7) | −0.0066 (7) |
C21 | 0.0908 (15) | 0.0729 (14) | 0.0451 (9) | 0.0125 (13) | 0.0079 (10) | 0.0149 (9) |
C22 | 0.0511 (9) | 0.0506 (10) | 0.0875 (13) | −0.0072 (9) | −0.0012 (9) | 0.0203 (11) |
C23 | 0.0782 (13) | 0.0518 (11) | 0.0518 (9) | −0.0027 (10) | 0.0155 (9) | −0.0014 (9) |
C24 | 0.0485 (9) | 0.0494 (10) | 0.0815 (13) | −0.0092 (8) | −0.0014 (10) | 0.0108 (10) |
C25 | 0.0577 (10) | 0.0515 (10) | 0.0409 (8) | 0.0034 (8) | −0.0061 (7) | −0.0074 (7) |
C26 | 0.0755 (12) | 0.0423 (10) | 0.0578 (10) | 0.0121 (9) | 0.0000 (10) | −0.0077 (8) |
C27 | 0.0510 (9) | 0.0427 (10) | 0.0696 (11) | 0.0087 (8) | 0.0065 (9) | 0.0040 (8) |
C28 | 0.0469 (8) | 0.0447 (9) | 0.0677 (11) | 0.0027 (7) | −0.0152 (8) | 0.0085 (8) |
C29 | 0.0408 (7) | 0.0416 (8) | 0.0520 (8) | −0.0023 (7) | −0.0157 (6) | 0.0003 (7) |
C30A | 0.0498 (12) | 0.0332 (10) | 0.0420 (10) | 0.0037 (9) | −0.0042 (9) | 0.0018 (9) |
C31A | 0.0383 (10) | 0.0425 (12) | 0.0610 (14) | 0.0089 (9) | −0.0063 (10) | 0.0023 (11) |
C32A | 0.097 (2) | 0.0362 (12) | 0.0577 (15) | 0.0179 (13) | −0.0066 (15) | −0.0083 (11) |
N12A | 0.0601 (13) | 0.0525 (13) | 0.0757 (16) | 0.0089 (12) | 0.0031 (12) | 0.0046 (13) |
C30B | 0.056 (3) | 0.0187 (19) | 0.0347 (19) | −0.0102 (17) | −0.0197 (18) | 0.0106 (15) |
C32B | 0.042 (2) | 0.049 (3) | 0.099 (5) | 0.027 (2) | −0.031 (3) | −0.014 (3) |
N12B | 0.0305 (19) | 0.068 (4) | 0.061 (3) | −0.004 (2) | −0.0249 (19) | 0.010 (3) |
Co1—N1 | 1.8885 (12) | Co2—N9 | 1.8962 (14) |
Co1—N2 | 1.8893 (14) | Co2—N10 | 1.9002 (14) |
Co1—N3 | 1.8949 (12) | Co2—C30A | 2.0370 (7) |
Co1—N4 | 1.8985 (14) | Co2—N11 | 2.0552 (14) |
Co1—N5 | 2.0330 (13) | Co2—C30B | 2.0755 (6) |
Co1—C14 | 2.0665 (18) | O5—N7 | 1.3648 (19) |
O1—N1 | 1.3353 (17) | O6—N8 | 1.3343 (18) |
O2—N2 | 1.3297 (17) | O7—N9 | 1.3782 (18) |
O3—N3 | 1.3475 (17) | O8—N10 | 1.3427 (18) |
O4—N4 | 1.3422 (18) | N7—C17 | 1.286 (3) |
N1—C1 | 1.297 (2) | N8—C18 | 1.315 (2) |
N2—C2 | 1.311 (2) | N9—C19 | 1.271 (2) |
N3—C3 | 1.293 (2) | N10—C20 | 1.301 (2) |
N4—C4 | 1.294 (2) | N11—C29 | 1.327 (2) |
N5—C9 | 1.349 (2) | N11—C25 | 1.334 (2) |
N5—C13 | 1.359 (2) | C17—C18 | 1.463 (3) |
N6—C15 | 1.139 (2) | C17—C21 | 1.493 (3) |
C1—C2 | 1.468 (2) | C18—C22 | 1.496 (3) |
C1—C5 | 1.498 (3) | C19—C23 | 1.477 (3) |
C2—C6 | 1.486 (2) | C19—C20 | 1.482 (2) |
C3—C4 | 1.474 (2) | C20—C24 | 1.474 (3) |
C3—C7 | 1.499 (2) | C25—C26 | 1.351 (3) |
C4—C8 | 1.494 (2) | C26—C27 | 1.384 (3) |
C9—C10 | 1.383 (3) | C27—C28 | 1.368 (3) |
C10—C11 | 1.363 (3) | C28—C29 | 1.375 (3) |
C11—C12 | 1.372 (3) | C30A—C31A | 1.4534 (6) |
C12—C13 | 1.380 (3) | C30A—C32A | 1.5199 (7) |
C14—C15 | 1.440 (2) | C31A—N12A | 1.1534 (6) |
C14—C16 | 1.489 (3) | C30B—C31B | 1.4533 (6) |
Co2—N8 | 1.8826 (14) | C30B—C32B | 1.5200 (6) |
Co2—N7 | 1.8957 (14) | C31B—N12B | 1.1534 (6) |
N1—Co1—N2 | 81.61 (6) | N9—Co2—N10 | 80.14 (6) |
N1—Co1—N3 | 179.41 (5) | N8—Co2—C30A | 84.21 (5) |
N2—Co1—N3 | 98.88 (6) | N7—Co2—C30A | 84.22 (5) |
N1—Co1—N4 | 98.15 (6) | N9—Co2—C30A | 96.34 (5) |
N2—Co1—N4 | 177.39 (6) | N10—Co2—C30A | 96.03 (5) |
N3—Co1—N4 | 81.38 (6) | N8—Co2—N11 | 90.08 (6) |
N1—Co1—N5 | 90.58 (6) | N7—Co2—N11 | 90.14 (6) |
N2—Co1—N5 | 88.22 (6) | N9—Co2—N11 | 89.36 (6) |
N3—Co1—N5 | 89.77 (6) | N10—Co2—N11 | 89.73 (6) |
N4—Co1—N5 | 89.18 (6) | C30A—Co2—N11 | 172.50 (4) |
N1—Co1—C14 | 92.71 (7) | N8—Co2—C30B | 95.08 (5) |
N2—Co1—C14 | 92.30 (7) | N7—Co2—C30B | 99.64 (5) |
N3—Co1—C14 | 86.94 (7) | N9—Co2—C30B | 80.80 (5) |
N4—Co1—C14 | 90.31 (7) | N10—Co2—C30B | 84.99 (5) |
N5—Co1—C14 | 176.71 (6) | C30A—Co2—C30B | 17.737 (19) |
C1—N1—O1 | 119.54 (13) | N11—Co2—C30B | 169.50 (4) |
C1—N1—Co1 | 116.83 (11) | C17—N7—O5 | 121.63 (14) |
O1—N1—Co1 | 123.40 (10) | C17—N7—Co2 | 116.85 (12) |
C2—N2—O2 | 121.34 (13) | O5—N7—Co2 | 121.40 (12) |
C2—N2—Co1 | 116.27 (11) | C18—N8—O6 | 121.04 (14) |
O2—N2—Co1 | 122.38 (10) | C18—N8—Co2 | 115.89 (12) |
C3—N3—O3 | 120.18 (12) | O6—N8—Co2 | 123.03 (11) |
C3—N3—Co1 | 116.78 (10) | C19—N9—O7 | 118.66 (14) |
O3—N3—Co1 | 123.04 (10) | C19—N9—Co2 | 118.69 (12) |
C4—N4—O4 | 120.15 (13) | O7—N9—Co2 | 122.62 (11) |
C4—N4—Co1 | 116.38 (11) | C20—N10—O8 | 120.45 (14) |
O4—N4—Co1 | 123.38 (10) | C20—N10—Co2 | 117.12 (11) |
C9—N5—C13 | 116.24 (14) | O8—N10—Co2 | 122.16 (11) |
C9—N5—Co1 | 122.26 (11) | C29—N11—C25 | 117.40 (15) |
C13—N5—Co1 | 121.49 (11) | C29—N11—Co2 | 120.60 (12) |
N1—C1—C2 | 112.60 (14) | C25—N11—Co2 | 121.97 (11) |
N1—C1—C5 | 124.88 (16) | N7—C17—C18 | 112.59 (16) |
C2—C1—C5 | 122.47 (17) | N7—C17—C21 | 123.41 (18) |
N2—C2—C1 | 112.53 (14) | C18—C17—C21 | 123.99 (18) |
N2—C2—C6 | 124.51 (15) | N8—C18—C17 | 112.91 (16) |
C1—C2—C6 | 122.95 (15) | N8—C18—C22 | 123.52 (17) |
N3—C3—C4 | 112.53 (14) | C17—C18—C22 | 123.55 (18) |
N3—C3—C7 | 124.49 (15) | N9—C19—C23 | 126.61 (17) |
C4—C3—C7 | 122.98 (15) | N9—C19—C20 | 111.88 (15) |
N4—C4—C3 | 112.88 (14) | C23—C19—C20 | 121.46 (17) |
N4—C4—C8 | 124.15 (16) | N10—C20—C24 | 123.94 (17) |
C3—C4—C8 | 122.97 (15) | N10—C20—C19 | 112.02 (15) |
N5—C9—C10 | 122.51 (18) | C24—C20—C19 | 124.04 (17) |
C11—C10—C9 | 120.1 (2) | N11—C25—C26 | 124.08 (17) |
C10—C11—C12 | 118.7 (2) | C25—C26—C27 | 118.27 (19) |
C11—C12—C13 | 118.98 (17) | C28—C27—C26 | 118.33 (18) |
N5—C13—C12 | 123.40 (16) | C27—C28—C29 | 119.54 (18) |
C15—C14—C16 | 110.86 (16) | N11—C29—C28 | 122.24 (17) |
C15—C14—Co1 | 110.00 (13) | C31A—C30A—C32A | 108.28 (5) |
C16—C14—Co1 | 118.09 (12) | C31A—C30A—Co2 | 110.15 (5) |
N6—C15—C14 | 176.3 (2) | C32A—C30A—Co2 | 114.20 (4) |
N8—Co2—N7 | 81.62 (7) | N12A—C31A—C30A | 178.17 (10) |
N8—Co2—N9 | 99.15 (6) | C31B—C30B—C32B | 108.29 (5) |
N7—Co2—N9 | 179.08 (7) | C31B—C30B—Co2 | 110.56 (4) |
N8—Co2—N10 | 179.27 (6) | C32B—C30B—Co2 | 115.09 (4) |
N7—Co2—N10 | 99.08 (7) | N12B—C31B—C30B | 179.87 (7) |
C16H22CoDN6O4 | F(000) = 108 |
Mr = 423.33 | Dx = 0.752 Mg m−3 |
Monoclinic, P21 | Neutron radiation, λ = 1.06000 Å |
a = 16.023 (5) Å | Cell parameters from 25 (determined by X-rays) reflections |
b = 12.627 (2) Å | θ = 14 (X-ray, MoKα)–15 (X-ray, MoKα)° |
c = 9.628 (2) Å | µ = 0.21 mm−1 |
β = 94.23 (2)° | T = 293 K |
V = 1942.6 (7) Å3 | Plate, red |
Z = 4 | 3.0 × 3.0 × 0.6 mm |
BIX-I diffractometer | 1418 reflections with I > 2σ(I) |
Radiation source: JRR-3M atomic reactor | Rint = 0.076 |
Bent Si crystal monochromator | θmax = 42.0°, θmin = 3.1° |
0.2deg ω step scan | h = −17→19 |
1954 measured reflections | k = −13→2 |
1424 independent reflections | l = −11→8 |
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)] = 0.132 | Refine |
wR(F2) = 0.328 | Calculated w = 1/[s2(Fo2) + ( 0.1P)2] where P = (Fo2 + 2Fc2)/3 |
S = 3.30 | (Δ/σ)max = −0.136 |
1424 reflections | Δρmax = 0.16 e Å−3 |
464 parameters | Δρmin = −0.10 e Å−3 |
25 restraints | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −9.99 (999) |
C16H22CoDN6O4 | V = 1942.6 (7) Å3 |
Mr = 423.33 | Z = 4 |
Monoclinic, P21 | Neutron radiation, λ = 1.06000 Å |
a = 16.023 (5) Å | µ = 0.21 mm−1 |
b = 12.627 (2) Å | T = 293 K |
c = 9.628 (2) Å | 3.0 × 3.0 × 0.6 mm |
β = 94.23 (2)° |
BIX-I diffractometer | 1418 reflections with I > 2σ(I) |
1954 measured reflections | Rint = 0.076 |
1424 independent reflections |
R[F2 > 2σ(F2)] = 0.132 | Refine |
wR(F2) = 0.328 | (Δ/σ)max = −0.136 |
S = 3.30 | Δρmax = 0.16 e Å−3 |
1424 reflections | Δρmin = −0.10 e Å−3 |
464 parameters | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
25 restraints | Absolute structure parameter: −9.99 (999) |
Experimental. The crystal was obtained by slow evaporation from methanol/water. |
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 on F2 for ALL reflections except for 0 with very negative F2 or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The observed criterion of F2 > σ(F2) is used only for calculating _R_factor_obs 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) | |
Co1 | 0.0201 | 0.8972 | 0.7355 | 0.068 (5)* | |
O1 | 0.0491 | 0.9442 | 1.0246 | 0.083 (4) | |
HO1 | 0.0867 (10) | 0.9755 (9) | 0.995 (3) | 0.134 (10) | |
O2 | −0.1067 | 0.7674 | 0.6044 | 0.067 (3) | |
O3 | −0.0057 | 0.8463 | 0.4458 | 0.119 (7) | |
HO3 | −0.0524 (15) | 0.816 (2) | 0.5133 (18) | 0.126 (7) | |
O4 | 0.1436 | 1.0361 | 0.8662 | 0.069 (3) | |
N1 | 0.0023 | 0.8914 | 0.9271 | 0.075 (2) | |
N2 | −0.0748 | 0.8079 | 0.7243 | 0.062 (2) | |
N3 | 0.0391 | 0.9030 | 0.5437 | 0.055 (2) | |
N4 | 0.1121 | 0.9924 | 0.7466 | 0.062 (2) | |
N5 | −0.0588 | 1.0229 | 0.7101 | 0.076 (2) | |
C1 | −0.0629 | 0.8397 | 0.9615 | 0.069 (3) | |
C2 | −0.1085 | 0.7887 | 0.8417 | 0.075 (3) | |
C3 | 0.0987 | 0.9644 | 0.5089 | 0.083 (3) | |
C4 | 0.1415 | 1.0185 | 0.6298 | 0.075 (3) | |
C5 | −0.0923 | 0.8347 | 1.1055 | 0.107 (5) | |
H5A | −0.051 (2) | 0.880 (3) | 1.182 (4) | 0.129 (10)* | |
H5B | −0.1092 (15) | 0.745 (2) | 1.142 (3) | 0.096 (6)* | |
H5C | −0.147 (3) | 0.910 (4) | 1.131 (4) | 0.158 (13)* | |
C6 | −0.1837 | 0.7215 | 0.8547 | 0.072 (3) | |
H6A | −0.224 (3) | 0.720 (4) | 0.760 (5) | 0.160 (13)* | |
H6B | −0.2283 (14) | 0.774 (2) | 0.911 (2) | 0.088 (6)* | |
H6C | −0.1672 (16) | 0.637 (2) | 0.882 (3) | 0.101 (6)* | |
C7 | 0.1223 | 0.9804 | 0.3626 | 0.087 (4) | |
H7A | 0.0838 (13) | 0.915 (2) | 0.300 (2) | 0.085 (5)* | |
H7B | 0.1956 (17) | 0.968 (3) | 0.358 (3) | 0.111 (8)* | |
H7C | 0.1444 (19) | 1.033 (3) | 0.330 (3) | 0.117 (8)* | |
C8 | 0.2112 | 1.0958 | 0.6169 | 0.089 (4) | |
H8A | 0.2130 (18) | 1.133 (3) | 0.719 (3) | 0.114 (8)* | |
H8B | 0.220 (2) | 1.135 (3) | 0.534 (4) | 0.133 (10)* | |
H8C | 0.274 (2) | 1.065 (4) | 0.611 (4) | 0.145 (11)* | |
C9 | −0.0579 | 1.1035 | 0.8023 | 0.084 (3) | |
H9 | −0.008 (2) | 1.111 (3) | 0.884 (4) | 0.128 (10)* | |
C10 | −0.1129 | 1.1879 | 0.7875 | 0.115 (5) | |
H10 | −0.0995 (17) | 1.264 (3) | 0.856 (3) | 0.105 (7)* | |
C11 | −0.1673 | 1.1954 | 0.6723 | 0.114 (5) | |
H11 | −0.201 (2) | 1.264 (2) | 0.643 (7) | 0.30 (4)* | |
C12 | −0.1688 | 1.1154 | 0.5755 | 0.088 (4) | |
H12 | −0.199 (2) | 1.114 (3) | 0.481 (4) | 0.138 (11)* | |
C13 | −0.1146 | 1.0312 | 0.5974 | 0.091 (4) | |
H13 | −0.1075 (15) | 0.960 (2) | 0.535 (3) | 0.095 (6)* | |
C14 | 0.1014 | 0.7699 | 0.7492 | 0.070 (2)* | |
C15 | 0.1645 | 0.7861 | 0.8617 | 0.078 (3)* | |
C16 | 0.0651 | 0.6616 | 0.7551 | 0.098 (4)* | |
H16A | 0.031 (2) | 0.644 (4) | 0.660 (4) | 0.143 (11)* | |
H16B | 0.0270 (19) | 0.647 (3) | 0.836 (3) | 0.116 (8)* | |
H16C | 0.114 (2) | 0.596 (3) | 0.759 (4) | 0.131 (10)* | |
N6 | 0.2154 | 0.7932 | 0.9501 | 0.093 (2)* | |
D14 | 0.1348 (8) | 0.7796 (11) | 0.6548 (11) | 0.104 (4)* | |
Co2 | 0.4903 | 0.7263 | 0.7490 | 0.068 (6)* | |
O5 | 0.4600 | 0.6773 | 0.4601 | 0.122 (5) | |
HO5 | 0.3991 (8) | 0.6313 (14) | 0.5380 (14) | 0.062 (4) | |
O6 | 0.6172 | 0.8557 | 0.8819 | 0.085 (5) | |
O7 | 0.5191 | 0.7713 | 1.0421 | 0.061 (3) | |
HO7 | 0.5688 (14) | 0.8265 (13) | 0.9740 (17) | 0.081 (5) | |
O8 | 0.3639 | 0.5934 | 0.6179 | 0.103 (6) | |
N7 | 0.5095 | 0.7316 | 0.5572 | 0.064 (2) | |
N8 | 0.5844 | 0.8160 | 0.7616 | 0.072 (2) | |
N9 | 0.4704 | 0.7187 | 0.9404 | 0.083 (3) | |
N10 | 0.3955 | 0.6354 | 0.7387 | 0.083 (3) | |
N11 | 0.5673 | 0.5964 | 0.7738 | 0.057 (2) | |
C17 | 0.5741 | 0.7836 | 0.5240 | 0.067 (3) | |
C18 | 0.6185 | 0.8351 | 0.6440 | 0.069 (3) | |
C19 | 0.4110 | 0.6605 | 0.9768 | 0.063 (3) | |
C20 | 0.3663 | 0.6074 | 0.8558 | 0.091 (4) | |
C21 | 0.6014 | 0.7889 | 0.3792 | 0.083 (4) | |
H21A | 0.6638 (13) | 0.8216 (16) | 0.3814 (2) | 0.124* | |
H21B | 0.5588 (11) | 0.8387 (16) | 0.3163 (13) | 0.124* | |
H21C | 0.6013 (12) | 0.7102 (15) | 0.3352 (11) | 0.124* | |
C22 | 0.6933 | 0.9047 | 0.6335 | 0.100 (4) | |
H22A | 0.6993 (17) | 0.937 (2) | 0.740 (3) | 0.102 (7)* | |
H22B | 0.6879 (17) | 0.950 (3) | 0.534 (3) | 0.108 (8)* | |
H22C | 0.7538 (18) | 0.867 (3) | 0.611 (3) | 0.114 (8)* | |
C23 | 0.3882 | 0.6410 | 1.1204 | 0.073 (3) | |
H23A | 0.4269 (16) | 0.657 (3) | 1.190 (3) | 0.105 (7)* | |
H23B | 0.3284 (16) | 0.683 (2) | 1.126 (3) | 0.103 (7)* | |
H23C | 0.3956 (10) | 0.5628 (14) | 1.1577 (16) | 0.057 (3)* | |
C24 | 0.2963 | 0.5329 | 0.8666 | 0.094 (4) | |
H24A | 0.2565 (15) | 0.541 (2) | 0.783 (3) | 0.093 (6)* | |
H24B | 0.2497 (18) | 0.569 (3) | 0.943 (3) | 0.114 (8)* | |
H24C | 0.309 (3) | 0.455 (5) | 0.935 (5) | 0.183 (17)* | |
C25 | 0.5600 | 0.5136 | 0.6880 | 0.100 (5) | |
H25 | 0.5113 (14) | 0.525 (2) | 0.612 (2) | 0.106 (8)* | |
C26 | 0.6076 | 0.4253 | 0.7025 | 0.087 (4) | |
H26 | 0.5961 (14) | 0.366 (2) | 0.634 (3) | 0.109 (8)* | |
C27 | 0.6720 | 0.4234 | 0.8066 | 0.100 (5) | |
H27 | 0.7061 (11) | 0.3572 (17) | 0.8055 (19) | 0.079 (5)* | |
C28 | 0.6817 | 0.5089 | 0.8935 | 0.111 (4) | |
H28 | 0.7367 (12) | 0.5205 (18) | 0.991 (2) | 0.087 (6)* | |
C29 | 0.6283 | 0.5938 | 0.8749 | 0.071 (3) | |
H29 | 0.6372 (13) | 0.661 (2) | 0.937 (2) | 0.100 (7)* | |
C30A | 0.4252 | 0.8627 | 0.7081 | 0.066 (3)* | 0.697 (9) |
C31A | 0.3446 | 0.8393 | 0.6352 | 0.063 (2)* | 0.697 (9) |
C32A | 0.4101 | 0.9278 | 0.8366 | 0.071 (3)* | 0.697 (9) |
H32A | 0.4616 (3) | 0.9352 (16) | 0.8933 (13) | 0.107* | 0.697 (9) |
H32B | 0.3695 (11) | 0.8927 (10) | 0.8890 (13) | 0.107* | 0.697 (9) |
H32C | 0.3896 (14) | 0.9966 (7) | 0.80869 (7) | 0.107* | 0.697 (9) |
N12A | 0.2809 | 0.8230 | 0.5752 | 0.115 (4)* | 0.697 (9) |
D30A | 0.4660 (14) | 0.919 (2) | 0.648 (2) | 0.104 (6)* | 0.697 (9) |
C30B | 0.4034 | 0.8477 | 0.7569 | 0.066 (3)* | 0.303 (9) |
C31B | 0.3390 | 0.8380 | 0.6433 | 0.063 (2)* | 0.303 (9) |
C32B | 0.4396 | 0.9589 | 0.7538 | 0.071 (3)* | 0.303 (9) |
H32D | 0.479 (3) | 0.9689 (15) | 0.833 (3) | 0.107* | 0.303 (9) |
H32E | 0.3952 (4) | 1.00979 (2) | 0.756 (6) | 0.107* | 0.303 (9) |
H32F | 0.468 (3) | 0.9682 (15) | 0.670 (3) | 0.107* | 0.303 (9) |
N12B | 0.2879 | 0.8302 | 0.5531 | 0.115 (4)* | 0.303 (9) |
D30B | 0.3684 (12) | 0.8423 (18) | 0.8490 (14) | 0.066 (8)* | 0.303 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.086 (6) | 0.127 (9) | 0.034 (3) | 0.018 (7) | −0.016 (4) | −0.044 (4) |
HO1 | 0.17 (2) | 0.062 (13) | 0.169 (19) | −0.010 (14) | 0.015 (18) | 0.065 (12) |
O2 | 0.069 (5) | 0.061 (6) | 0.070 (5) | −0.031 (5) | −0.006 (5) | −0.016 (5) |
O3 | 0.090 (8) | 0.173 (17) | 0.098 (9) | 0.009 (10) | 0.030 (7) | 0.024 (10) |
HO3 | 0.139 (14) | 0.173 (15) | 0.058 (7) | 0.052 (14) | −0.037 (9) | 0.064 (8) |
O4 | 0.078 (5) | 0.025 (5) | 0.099 (7) | 0.001 (4) | −0.027 (5) | 0.022 (5) |
N1 | 0.079 (4) | 0.085 (5) | 0.060 (3) | 0.001 (4) | 0.003 (3) | −0.020 (3) |
N2 | 0.063 (3) | 0.044 (3) | 0.079 (4) | −0.019 (3) | −0.003 (3) | −0.006 (3) |
N3 | 0.059 (3) | 0.057 (4) | 0.049 (3) | 0.006 (3) | −0.006 (2) | 0.005 (3) |
N4 | 0.063 (3) | 0.051 (4) | 0.070 (3) | 0.002 (3) | −0.006 (3) | 0.005 (3) |
N5 | 0.061 (3) | 0.103 (6) | 0.065 (3) | 0.012 (4) | 0.007 (3) | −0.009 (4) |
C1 | 0.061 (4) | 0.115 (8) | 0.031 (3) | 0.019 (5) | 0.012 (3) | 0.013 (4) |
C2 | 0.089 (6) | 0.058 (6) | 0.078 (5) | −0.007 (5) | 0.002 (5) | −0.021 (5) |
C3 | 0.050 (4) | 0.115 (9) | 0.087 (6) | −0.019 (5) | 0.023 (4) | −0.026 (6) |
C4 | 0.069 (5) | 0.049 (6) | 0.108 (7) | −0.018 (4) | 0.017 (5) | −0.018 (5) |
C5 | 0.122 (8) | 0.154 (12) | 0.048 (4) | 0.022 (9) | 0.036 (5) | −0.001 (7) |
C6 | 0.061 (5) | 0.046 (5) | 0.110 (7) | −0.017 (4) | 0.005 (5) | −0.007 (5) |
C7 | 0.122 (8) | 0.059 (7) | 0.079 (6) | 0.001 (7) | −0.002 (6) | −0.005 (5) |
C8 | 0.079 (6) | 0.023 (5) | 0.164 (11) | 0.003 (4) | −0.009 (6) | 0.013 (6) |
C9 | 0.087 (6) | 0.063 (6) | 0.099 (7) | 0.025 (5) | −0.020 (5) | 0.016 (5) |
C10 | 0.159 (9) | 0.104 (10) | 0.074 (6) | 0.055 (8) | −0.041 (7) | −0.009 (6) |
C11 | 0.136 (9) | 0.039 (7) | 0.169 (12) | −0.013 (7) | 0.028 (9) | 0.018 (7) |
C12 | 0.091 (6) | 0.070 (7) | 0.097 (6) | 0.018 (6) | −0.035 (5) | 0.022 (5) |
C13 | 0.107 (7) | 0.094 (8) | 0.073 (6) | 0.030 (7) | 0.016 (5) | −0.005 (6) |
O5 | 0.214 (14) | 0.050 (7) | 0.110 (8) | 0.043 (8) | 0.070 (8) | 0.053 (5) |
HO5 | 0.064 (7) | 0.063 (10) | 0.052 (6) | −0.026 (6) | −0.044 (5) | 0.016 (6) |
O6 | 0.049 (4) | 0.146 (13) | 0.057 (5) | −0.018 (7) | −0.027 (4) | 0.018 (7) |
O7 | 0.089 (6) | 0.045 (5) | 0.045 (4) | −0.030 (4) | −0.019 (4) | −0.011 (4) |
HO7 | 0.135 (14) | 0.046 (8) | 0.067 (7) | −0.026 (9) | 0.035 (9) | −0.042 (6) |
O8 | 0.109 (9) | 0.141 (14) | 0.061 (7) | −0.033 (10) | 0.017 (6) | 0.004 (8) |
N7 | 0.111 (5) | 0.034 (4) | 0.046 (3) | 0.009 (3) | −0.006 (3) | −0.003 (2) |
N8 | 0.076 (4) | 0.079 (5) | 0.059 (3) | 0.013 (4) | −0.008 (3) | 0.021 (3) |
N9 | 0.086 (4) | 0.056 (4) | 0.106 (5) | −0.001 (4) | 0.003 (4) | −0.035 (4) |
N10 | 0.072 (4) | 0.103 (6) | 0.072 (4) | −0.014 (4) | −0.008 (3) | −0.014 (5) |
N11 | 0.076 (3) | 0.024 (3) | 0.068 (3) | 0.006 (3) | −0.006 (3) | −0.008 (3) |
C17 | 0.060 (4) | 0.067 (6) | 0.074 (5) | −0.016 (4) | 0.002 (4) | 0.021 (4) |
C18 | 0.100 (7) | 0.047 (5) | 0.061 (5) | 0.012 (5) | 0.013 (5) | −0.011 (4) |
C19 | 0.083 (5) | 0.051 (5) | 0.055 (4) | −0.003 (5) | 0.004 (4) | 0.022 (4) |
C20 | 0.058 (4) | 0.146 (9) | 0.067 (5) | 0.042 (6) | 0.002 (4) | 0.051 (6) |
C21 | 0.097 (7) | 0.049 (6) | 0.101 (7) | 0.007 (5) | 0.004 (6) | 0.006 (5) |
C22 | 0.111 (8) | 0.111 (10) | 0.073 (6) | −0.003 (8) | −0.043 (6) | 0.016 (7) |
C23 | 0.089 (5) | 0.074 (6) | 0.061 (4) | 0.010 (5) | 0.044 (4) | 0.012 (5) |
C24 | 0.084 (6) | 0.116 (10) | 0.087 (6) | −0.009 (7) | 0.033 (5) | −0.010 (7) |
C25 | 0.080 (6) | 0.162 (13) | 0.060 (5) | −0.036 (7) | 0.011 (5) | −0.029 (7) |
C26 | 0.141 (8) | 0.076 (7) | 0.047 (4) | 0.040 (6) | 0.028 (5) | −0.008 (5) |
C27 | 0.059 (5) | 0.159 (13) | 0.078 (6) | 0.010 (7) | −0.027 (5) | −0.029 (8) |
C28 | 0.108 (7) | 0.071 (8) | 0.146 (9) | −0.032 (6) | −0.051 (7) | −0.035 (7) |
C29 | 0.044 (3) | 0.074 (7) | 0.090 (5) | 0.004 (5) | −0.036 (4) | −0.017 (5) |
Co1—N1 | 1.8887 (4) | Co2—N10 | 1.9006 (4) |
Co1—N2 | 1.8892 (4) | Co2—C30A | 2.0369 (3) |
Co1—N3 | 1.8950 (4) | Co2—N11 | 2.0558 (3) |
Co1—N4 | 1.8990 (3) | Co2—C30B | 2.0761 (3) |
Co1—N5 | 2.0327 (3) | Co2—D30A | 2.64 (2) |
Co1—C14 | 2.0671 (3) | Co2—D30B | 2.68 (2) |
Co1—D14 | 2.529 (13) | O5—N7 | 1.3652 (3) |
O1—N1 | 1.3357 (3) | O6—N8 | 1.3339 (3) |
O2—N2 | 1.3302 (3) | O7—N9 | 1.3769 (3) |
O3—N3 | 1.3474 (3) | O8—N10 | 1.3429 (3) |
O4—N4 | 1.3414 (3) | N7—C17 | 1.2859 (2) |
N1—C1 | 1.2959 (3) | N8—C18 | 1.3153 (3) |
N2—C2 | 1.3114 (3) | N9—C19 | 1.2720 (2) |
N3—C3 | 1.2933 (2) | N10—C20 | 1.3011 (3) |
N4—C4 | 1.2936 (3) | N11—C29 | 1.3279 (3) |
N5—C9 | 1.3499 (2) | N11—C25 | 1.3323 (2) |
N5—C13 | 1.3582 (4) | C17—C18 | 1.4637 (3) |
C1—C2 | 1.4679 (3) | C17—C21 | 1.4931 (3) |
C1—C5 | 1.4977 (3) | C18—C22 | 1.4956 (3) |
C2—C6 | 1.4864 (3) | C19—C23 | 1.4765 (3) |
C3—C4 | 1.4745 (3) | C19—C20 | 1.4820 (3) |
C3—C7 | 1.4988 (3) | C20—C24 | 1.4734 (3) |
C4—C8 | 1.4953 (3) | C25—C26 | 1.3523 (2) |
C9—C10 | 1.3829 (2) | C26—C27 | 1.3846 (4) |
C10—C11 | 1.3631 (3) | C27—C28 | 1.3677 (2) |
C11—C12 | 1.3734 (2) | C28—C29 | 1.3751 (2) |
C12—C13 | 1.3792 (2) | C30A—D30A | 1.15 (2) |
C14—D14 | 1.095 (11) | C30A—C31A | 1.4539 (4) |
C14—C15 | 1.4407 (4) | C30A—C32A | 1.5196 (2) |
C14—C16 | 1.4888 (2) | C31A—N12A | 1.1536 (3) |
C15—N6 | 1.1380 (3) | C30B—D30B | 1.09 (2) |
Co2—N8 | 1.8825 (3) | C30B—C31B | 1.4523 (4) |
Co2—N7 | 1.8955 (4) | C30B—C32B | 1.5204 (2) |
Co2—N9 | 1.8956 (4) | C31B—N12B | 1.1529 (3) |
N1—Co1—N2 | 81.59 (2) | N8—Co2—N11 | 90.09 (2) |
N1—Co1—N3 | 179.4 | N7—Co2—N11 | 90.123 (13) |
N2—Co1—N3 | 98.85 (2) | N9—Co2—N11 | 89.386 (13) |
N1—Co1—N4 | 98.17 (2) | N10—Co2—N11 | 89.69 (2) |
N2—Co1—N4 | 177.4 | C30A—Co2—N11 | 172.527 (2) |
N3—Co1—N4 | 81.40 (2) | N8—Co2—C30B | 95.13 (2) |
N1—Co1—N5 | 90.593 (12) | N7—Co2—C30B | 99.622 (14) |
N2—Co1—N5 | 88.20 (2) | N9—Co2—C30B | 80.814 (14) |
N3—Co1—N5 | 89.761 (13) | N10—Co2—C30B | 84.97 (2) |
N4—Co1—N5 | 89.19 (2) | N11—Co2—C30B | 169.506 (3) |
N1—Co1—C14 | 92.717 (12) | N8—Co2—D30A | 64.2 (5) |
N2—Co1—C14 | 92.29 (2) | N7—Co2—D30A | 68.7 (5) |
N3—Co1—C14 | 86.929 (13) | N9—Co2—D30A | 112.1 (5) |
N4—Co1—C14 | 90.33 (2) | N10—Co2—D30A | 116.2 (5) |
N5—Co1—C14 | 176.7 | C30A—Co2—D30A | 24.5 (5) |
N1—Co1—D14 | 116.3 (2) | N11—Co2—D30A | 148.1 (5) |
N2—Co1—D14 | 103.4 (3) | N8—Co2—D30B | 104.5 (4) |
N3—Co1—D14 | 63.3 (2) | N7—Co2—D30B | 120.4 (3) |
N4—Co1—D14 | 79.1 (3) | N9—Co2—D30B | 59.9 (3) |
N5—Co1—D14 | 151.8 (3) | N10—Co2—D30B | 75.4 (4) |
C14—Co1—D14 | 25.1 (3) | N11—Co2—D30B | 147.4 (4) |
C1—N1—O1 | 119.562 (14) | C30B—Co2—D30B | 22.1 (4) |
C1—N1—Co1 | 116.87 (2) | C17—N7—O5 | 121.590 (13) |
O1—N1—Co1 | 123.343 (14) | C17—N7—Co2 | 116.85 (2) |
C2—N2—O2 | 121.325 (13) | O5—N7—Co2 | 121.436 (14) |
C2—N2—Co1 | 116.27 (2) | C18—N8—O6 | 121.096 (14) |
O2—N2—Co1 | 122.395 (14) | C18—N8—Co2 | 115.880 (14) |
C3—N3—O3 | 120.153 (14) | O6—N8—Co2 | 122.99 (2) |
C3—N3—Co1 | 116.772 (14) | C19—N9—O7 | 118.622 (14) |
O3—N3—Co1 | 123.073 (13) | C19—N9—Co2 | 118.690 (14) |
C4—N4—O4 | 120.222 (14) | O7—N9—Co2 | 122.662 (14) |
C4—N4—Co1 | 116.318 (15) | C20—N10—O8 | 120.428 (14) |
O4—N4—Co1 | 123.368 (14) | C20—N10—Co2 | 117.13 (2) |
C9—N5—C13 | 116.203 (10) | O8—N10—Co2 | 122.172 (14) |
C9—N5—Co1 | 122.231 (14) | C29—N11—C25 | 117.470 (10) |
C13—N5—Co1 | 121.557 (11) | C29—N11—Co2 | 120.517 (10) |
N1—C1—C2 | 112.60 (2) | C25—N11—Co2 | 121.984 (15) |
N1—C1—C5 | 124.884 (15) | N7—C17—C18 | 112.58 (2) |
C2—C1—C5 | 122.470 (14) | N7—C17—C21 | 123.481 (14) |
N2—C2—C1 | 112.518 (15) | C18—C17—C21 | 123.934 (14) |
N2—C2—C6 | 124.527 (14) | N8—C18—C17 | 112.918 (15) |
C1—C2—C6 | 122.948 (15) | N8—C18—C22 | 123.492 (14) |
N3—C3—C4 | 112.490 (15) | C17—C18—C22 | 123.568 (14) |
N3—C3—C7 | 124.515 (13) | N9—C19—C23 | 126.599 (13) |
C4—C3—C7 | 122.994 (13) | N9—C19—C20 | 111.889 (14) |
N4—C4—C3 | 112.969 (15) | C23—C19—C20 | 121.464 (14) |
N4—C4—C8 | 124.103 (12) | N10—C20—C24 | 123.982 (14) |
C3—C4—C8 | 122.926 (13) | N10—C20—C19 | 111.99 (2) |
N5—C9—C10 | 122.516 (14) | C24—C20—C19 | 124.027 (13) |
C11—C10—C9 | 120.125 (10) | N11—C25—C26 | 124.058 (14) |
C10—C11—C12 | 118.622 (11) | C25—C26—C27 | 118.262 (10) |
C11—C12—C13 | 118.950 (14) | C28—C27—C26 | 118.300 (10) |
N5—C13—C12 | 123.482 (10) | C27—C28—C29 | 119.620 (15) |
D14—C14—C15 | 104.5 (6) | N11—C29—C28 | 122.138 (10) |
D14—C14—C16 | 110.5 (7) | D30A—C30A—C31A | 113.4 (11) |
C15—C14—C16 | 110.866 (7) | D30A—C30A—C32A | 102.0 (12) |
D14—C14—Co1 | 101.8 (7) | C31A—C30A—C32A | 108.29 (2) |
C15—C14—Co1 | 109.970 (12) | D30A—C30A—Co2 | 108.6 (12) |
C16—C14—Co1 | 118.07 (2) | C31A—C30A—Co2 | 110.207 (12) |
N6—C15—C14 | 176.269 (2) | C32A—C30A—Co2 | 114.210 (13) |
C14—D14—Co1 | 53.2 (6) | N12A—C31A—C30A | 178.2 |
N8—Co2—N7 | 81.65 (2) | C30A—D30A—Co2 | 47.0 (9) |
N8—Co2—N9 | 99.16 (2) | D30B—C30B—C31B | 103.2 (9) |
N7—Co2—N9 | 179.055 (1) | D30B—C30B—C32B | 107.1 (12) |
N8—Co2—N10 | 179.3 | C31B—C30B—C32B | 108.299 (7) |
N7—Co2—N10 | 99.04 (2) | D30B—C30B—Co2 | 111.8 (12) |
N9—Co2—N10 | 80.15 (2) | C31B—C30B—Co2 | 110.565 (14) |
N8—Co2—C30A | 84.26 (2) | C32B—C30B—Co2 | 115.05 (2) |
N7—Co2—C30A | 84.228 (12) | N12B—C31B—C30B | 179.9 |
N9—Co2—C30A | 96.329 (12) | C30B—D30B—Co2 | 46.0 (9) |
N10—Co2—C30A | 96.01 (2) |
C16H29CoN6O4 | Dx = 1.391 Mg m−3 |
Mr = 428.38 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, P212121 | Cell parameters from 512 reflections |
a = 11.4309 (12) Å | θ = 1.3–27.5° |
b = 11.6591 (6) Å | µ = 0.87 mm−1 |
c = 30.701 (3) Å | T = 293 K |
V = 4091.6 (6) Å3 | Plate, dark red |
Z = 8 | 0.3 × 0.3 × 0.1 mm |
F(000) = 1808 |
Bluker SMART CCD diffractometer | 8265 independent reflections |
Radiation source: rotate anode | 7379 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.114 |
ω scans | θmax = 27.5°, θmin = 1.3° |
Absorption correction: empirical (using intensity measurements) (SADABS: sheldrick, 1996) ? | h = −14→11 |
Tmin = 0.632, Tmax = 0.781 | k = −11→13 |
15591 measured reflections | l = −38→39 |
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)] = 0.084 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.252 | w = 1/[σ2(Fo2) + (0.1P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.77 | (Δ/σ)max = 0.002 |
8265 reflections | Δρmax = 0.80 e Å−3 |
491 parameters | Δρmin = −1.34 e Å−3 |
0 restraints | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.10 (3) |
C16H29CoN6O4 | V = 4091.6 (6) Å3 |
Mr = 428.38 | Z = 8 |
Orthorhombic, P212121 | Mo Kα radiation |
a = 11.4309 (12) Å | µ = 0.87 mm−1 |
b = 11.6591 (6) Å | T = 293 K |
c = 30.701 (3) Å | 0.3 × 0.3 × 0.1 mm |
Bluker SMART CCD diffractometer | 8265 independent reflections |
Absorption correction: empirical (using intensity measurements) (SADABS: sheldrick, 1996) ? | 7379 reflections with I > 2σ(I) |
Tmin = 0.632, Tmax = 0.781 | Rint = 0.114 |
15591 measured reflections |
R[F2 > 2σ(F2)] = 0.084 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.252 | Δρmax = 0.80 e Å−3 |
S = 1.77 | Δρmin = −1.34 e Å−3 |
8265 reflections | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
491 parameters | Absolute structure parameter: 0.10 (3) |
0 restraints |
Experimental. The crystal was obtained by slow evaporation from methanol/water. |
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 | ||
Co1 | 1.35017 (6) | −0.00377 (7) | 1.34987 (2) | 0.0450 (2) | |
O1 | 1.3023 (5) | −0.0958 (5) | 1.43337 (15) | 0.0670 (14) | |
HO1 | 1.3019 (5) | −0.035 (10) | 1.4360 (5) | 0.100* | |
O2 | 1.3731 (5) | −0.1220 (5) | 1.26947 (14) | 0.0673 (13) | |
O3 | 1.3923 (6) | 0.0875 (6) | 1.26589 (17) | 0.0777 (16) | |
HO3 | 1.3788 (14) | −0.045 (12) | 1.2594 (6) | 0.117* | |
O4 | 1.3156 (4) | 0.1168 (4) | 1.43008 (16) | 0.0587 (11) | |
N1 | 1.3242 (5) | −0.1218 (5) | 1.39171 (17) | 0.0546 (13) | |
N2 | 1.3584 (5) | −0.1321 (6) | 1.31224 (17) | 0.0581 (13) | |
N3 | 1.3761 (5) | 0.1136 (6) | 1.3079 (2) | 0.0619 (15) | |
N4 | 1.3405 (4) | 0.1240 (5) | 1.38722 (17) | 0.0508 (11) | |
N5 | 1.5300 (4) | −0.0241 (5) | 1.36141 (18) | 0.0559 (13) | |
H5 | 1.5410 | −0.1010 | 1.3644 | 0.067* | |
N6 | 1.0816 (6) | 0.1927 (8) | 1.3585 (3) | 0.087 (2) | |
C1 | 1.3295 (5) | −0.2225 (5) | 1.3779 (2) | 0.0476 (12) | |
C2 | 1.3501 (6) | −0.2311 (5) | 1.3313 (2) | 0.0493 (12) | |
C3 | 1.3827 (5) | 0.2183 (7) | 1.3222 (2) | 0.0581 (16) | |
C4 | 1.3613 (5) | 0.2238 (6) | 1.3698 (2) | 0.0577 (15) | |
C5 | 1.3131 (8) | −0.3242 (7) | 1.4060 (3) | 0.072 (2) | |
H5A | 1.3007 | −0.3000 | 1.4355 | 0.108* | |
H5B | 1.3816 | −0.3718 | 1.4046 | 0.108* | |
H5C | 1.2464 | −0.3670 | 1.3961 | 0.108* | |
C6 | 1.3620 (7) | −0.3421 (6) | 1.3073 (3) | 0.0681 (19) | |
H6A | 1.3752 | −0.3270 | 1.2769 | 0.102* | |
H6B | 1.2916 | −0.3861 | 1.3106 | 0.102* | |
H6C | 1.4269 | −0.3845 | 1.3189 | 0.102* | |
C7 | 1.4100 (9) | 0.3168 (10) | 1.2947 (4) | 0.097 (3) | |
H7A | 1.4205 | 0.2918 | 1.2652 | 0.145* | |
H7B | 1.4806 | 0.3525 | 1.3049 | 0.145* | |
H7C | 1.3469 | 0.3710 | 1.2960 | 0.145* | |
C8 | 1.3609 (7) | 0.3359 (6) | 1.3931 (3) | 0.072 (2) | |
H8A | 1.3453 | 0.3234 | 1.4234 | 0.109* | |
H8B | 1.3013 | 0.3844 | 1.3810 | 0.109* | |
H8C | 1.4358 | 0.3721 | 1.3898 | 0.109* | |
C9 | 1.6086 (5) | 0.0110 (8) | 1.3251 (2) | 0.071 (2) | |
H9A | 1.6074 | 0.0939 | 1.3223 | 0.085* | |
H9B | 1.5803 | −0.0216 | 1.2981 | 0.085* | |
C10 | 1.7363 (6) | −0.0297 (8) | 1.3334 (3) | 0.080 (2) | |
H10A | 1.7384 | −0.1128 | 1.3349 | 0.096* | |
H10B | 1.7859 | −0.0055 | 1.3094 | 0.096* | |
C11 | 1.7804 (6) | 0.0195 (9) | 1.3747 (4) | 0.093 (3) | |
H11A | 1.7846 | 0.1023 | 1.3723 | 0.112* | |
H11B | 1.8585 | −0.0093 | 1.3805 | 0.112* | |
C12 | 1.6997 (7) | −0.0130 (11) | 1.4116 (3) | 0.096 (3) | |
H12A | 1.7280 | 0.0213 | 1.4384 | 0.115* | |
H12B | 1.7005 | −0.0956 | 1.4153 | 0.115* | |
C13 | 1.5736 (6) | 0.0273 (8) | 1.4031 (3) | 0.0706 (19) | |
H13A | 1.5235 | 0.0038 | 1.4270 | 0.085* | |
H13B | 1.5715 | 0.1103 | 1.4012 | 0.085* | |
C14 | 1.1749 (5) | 0.0048 (6) | 1.3333 (2) | 0.0599 (15) | |
H14 | 1.1730 | 0.0085 | 1.3014 | 0.072* | |
C15 | 1.1243 (6) | 0.1102 (7) | 1.3480 (3) | 0.0632 (17) | |
C16 | 1.1008 (7) | −0.0945 (9) | 1.3452 (4) | 0.093 (3) | |
H16A | 1.1366 | −0.1638 | 1.3348 | 0.140* | |
H16B | 1.0250 | −0.0860 | 1.3322 | 0.140* | |
H16C | 1.0930 | −0.0982 | 1.3763 | 0.140* | |
Co2 | 1.14511 (6) | −0.01110 (7) | 1.12244 (2) | 0.0456 (2) | |
O5 | 1.0060 (5) | 0.1817 (5) | 1.0966 (2) | 0.0790 (16) | |
HO5 | 0.954 (6) | 0.145 (4) | 1.126 (3) | 0.118* | |
O6 | 1.3655 (4) | −0.0804 (5) | 1.08917 (17) | 0.0644 (12) | |
O7 | 1.2921 (4) | −0.1909 (5) | 1.15241 (19) | 0.0685 (14) | |
HO7 | 1.349 (5) | −0.146 (4) | 1.117 (3) | 0.103* | |
O8 | 0.9247 (5) | 0.0609 (6) | 1.1553 (2) | 0.0793 (17) | |
N7 | 1.1034 (5) | 0.1150 (6) | 1.08931 (19) | 0.0571 (13) | |
N8 | 1.2757 (4) | −0.0073 (5) | 1.08527 (17) | 0.0540 (12) | |
N9 | 1.1896 (4) | −0.1369 (5) | 1.15770 (17) | 0.0507 (11) | |
N10 | 1.0144 (4) | −0.0147 (5) | 1.15940 (17) | 0.0534 (11) | |
N11 | 1.0561 (4) | −0.1277 (4) | 1.08190 (16) | 0.0458 (10) | |
H11 | 1.0182 | −0.1763 | 1.1003 | 0.055* | |
N12 | 1.3942 (6) | 0.2127 (7) | 1.1305 (3) | 0.084 (2) | |
C17 | 1.1738 (7) | 0.1426 (7) | 1.0575 (2) | 0.0633 (17) | |
C18 | 1.2769 (6) | 0.0665 (7) | 1.0552 (2) | 0.0610 (17) | |
C19 | 1.1177 (6) | −0.1628 (7) | 1.1889 (2) | 0.0606 (17) | |
C20 | 1.0126 (6) | −0.0898 (7) | 1.1895 (2) | 0.0603 (15) | |
C21 | 1.1488 (9) | 0.2425 (8) | 1.0271 (3) | 0.082 (2) | |
H21A | 1.0768 | 0.2787 | 1.0355 | 0.123* | |
H21B | 1.1423 | 0.2149 | 0.9977 | 0.123* | |
H21C | 1.2115 | 0.2971 | 1.0289 | 0.123* | |
C22 | 1.3739 (8) | 0.0879 (10) | 1.0229 (3) | 0.091 (3) | |
H22A | 1.4330 | 0.0299 | 1.0261 | 0.137* | |
H22B | 1.4076 | 0.1620 | 1.0282 | 0.137* | |
H22C | 1.3428 | 0.0853 | 0.9939 | 0.137* | |
C23 | 1.1433 (9) | −0.2586 (8) | 1.2197 (3) | 0.081 (2) | |
H23A | 1.2171 | −0.2927 | 1.2123 | 0.122* | |
H23B | 1.0827 | −0.3153 | 1.2177 | 0.122* | |
H23C | 1.1467 | −0.2293 | 1.2489 | 0.122* | |
C24 | 0.9154 (8) | −0.1001 (11) | 1.2216 (3) | 0.091 (3) | |
H24A | 0.8569 | −0.0432 | 1.2155 | 0.136* | |
H24B | 0.9454 | −0.0885 | 1.2505 | 0.136* | |
H24C | 0.8812 | −0.1751 | 1.2196 | 0.136* | |
C25 | 0.9624 (6) | −0.0763 (6) | 1.0540 (2) | 0.0593 (15) | |
H25A | 0.9981 | −0.0238 | 1.0334 | 0.071* | |
H25B | 0.9098 | −0.0323 | 1.0723 | 0.071* | |
C26 | 0.8933 (6) | −0.1643 (8) | 1.0295 (3) | 0.073 (2) | |
H26A | 0.8519 | −0.2126 | 1.0501 | 0.088* | |
H26B | 0.8354 | −0.1258 | 1.0116 | 0.088* | |
C27 | 0.9658 (8) | −0.2361 (9) | 1.0019 (3) | 0.082 (2) | |
H27A | 1.0013 | −0.1900 | 0.9791 | 0.098* | |
H27B | 0.9182 | −0.2948 | 0.9882 | 0.098* | |
C28 | 1.0635 (7) | −0.2937 (8) | 1.0303 (3) | 0.081 (2) | |
H28A | 1.0281 | −0.3459 | 1.0510 | 0.097* | |
H28B | 1.1156 | −0.3375 | 1.0117 | 0.097* | |
C29 | 1.1322 (6) | −0.2029 (6) | 1.0543 (2) | 0.0579 (15) | |
H29A | 1.1900 | −0.2399 | 1.0726 | 0.069* | |
H29B | 1.1735 | −0.1557 | 1.0333 | 0.069* | |
C30 | 1.2322 (7) | 0.0931 (8) | 1.1665 (3) | 0.072 (2) | |
H30 | 1.2756 | 0.0388 | 1.1847 | 0.086* | |
C31 | 1.3218 (6) | 0.1594 (7) | 1.1461 (2) | 0.0633 (18) | |
C32 | 1.1676 (13) | 0.1594 (12) | 1.1970 (3) | 0.119 (5) | |
H32A | 1.1087 | 0.1122 | 1.2103 | 0.178* | |
H32B | 1.1310 | 0.2226 | 1.1823 | 0.178* | |
H32C | 1.2195 | 0.1881 | 1.2191 | 0.178* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0322 (3) | 0.0484 (4) | 0.0543 (4) | 0.0042 (3) | 0.0069 (2) | −0.0008 (3) |
O1 | 0.067 (3) | 0.082 (4) | 0.052 (2) | −0.001 (3) | 0.013 (2) | −0.003 (2) |
O2 | 0.078 (3) | 0.071 (3) | 0.053 (2) | 0.000 (3) | 0.009 (2) | 0.002 (2) |
O3 | 0.084 (4) | 0.087 (4) | 0.062 (3) | 0.003 (3) | 0.021 (3) | 0.011 (3) |
O4 | 0.047 (2) | 0.061 (3) | 0.067 (3) | −0.0028 (19) | 0.009 (2) | −0.017 (2) |
N1 | 0.045 (3) | 0.065 (4) | 0.053 (3) | −0.006 (2) | 0.008 (2) | 0.002 (2) |
N2 | 0.041 (3) | 0.081 (4) | 0.052 (3) | 0.003 (3) | 0.005 (2) | −0.013 (2) |
N3 | 0.044 (3) | 0.068 (4) | 0.074 (4) | 0.008 (2) | 0.014 (2) | 0.013 (3) |
N4 | 0.030 (2) | 0.059 (3) | 0.064 (3) | 0.0039 (19) | 0.011 (2) | −0.014 (2) |
N5 | 0.034 (2) | 0.061 (4) | 0.072 (3) | 0.007 (2) | 0.004 (2) | 0.000 (2) |
N6 | 0.061 (4) | 0.083 (6) | 0.117 (6) | 0.028 (4) | −0.010 (4) | −0.009 (4) |
C1 | 0.040 (3) | 0.039 (3) | 0.065 (3) | −0.0010 (19) | −0.001 (2) | 0.002 (2) |
C2 | 0.044 (3) | 0.037 (3) | 0.067 (3) | 0.006 (2) | −0.001 (3) | −0.010 (2) |
C3 | 0.041 (3) | 0.062 (4) | 0.071 (4) | 0.001 (2) | 0.008 (3) | 0.017 (3) |
C4 | 0.031 (3) | 0.054 (4) | 0.088 (4) | 0.001 (2) | 0.009 (3) | −0.003 (3) |
C5 | 0.071 (5) | 0.066 (5) | 0.079 (5) | −0.017 (3) | −0.006 (4) | 0.004 (4) |
C6 | 0.065 (4) | 0.049 (4) | 0.090 (5) | −0.002 (3) | 0.001 (4) | −0.032 (3) |
C7 | 0.070 (5) | 0.095 (8) | 0.125 (8) | 0.001 (5) | 0.023 (5) | 0.048 (6) |
C8 | 0.054 (4) | 0.050 (4) | 0.114 (6) | −0.009 (3) | 0.007 (4) | −0.013 (3) |
C9 | 0.038 (3) | 0.089 (6) | 0.085 (4) | 0.014 (3) | 0.014 (3) | −0.003 (4) |
C10 | 0.040 (3) | 0.067 (5) | 0.132 (7) | 0.011 (3) | 0.028 (4) | −0.006 (4) |
C11 | 0.031 (3) | 0.083 (6) | 0.166 (9) | 0.004 (3) | −0.005 (4) | −0.017 (6) |
C12 | 0.058 (4) | 0.123 (9) | 0.106 (6) | 0.027 (5) | −0.020 (4) | −0.023 (6) |
C13 | 0.046 (3) | 0.078 (5) | 0.088 (4) | −0.001 (3) | −0.006 (3) | −0.016 (4) |
C14 | 0.035 (2) | 0.056 (4) | 0.089 (4) | 0.001 (3) | −0.007 (2) | 0.014 (3) |
C15 | 0.035 (3) | 0.071 (5) | 0.083 (5) | 0.012 (3) | −0.005 (3) | 0.007 (3) |
C16 | 0.044 (4) | 0.087 (7) | 0.150 (9) | 0.001 (4) | −0.006 (5) | −0.024 (6) |
Co2 | 0.0284 (3) | 0.0500 (4) | 0.0584 (4) | −0.0004 (3) | 0.0015 (3) | −0.0021 (3) |
O5 | 0.065 (3) | 0.075 (4) | 0.097 (4) | 0.034 (3) | 0.005 (3) | 0.005 (3) |
O6 | 0.0304 (19) | 0.076 (3) | 0.086 (3) | 0.0069 (18) | 0.009 (2) | −0.012 (2) |
O7 | 0.042 (2) | 0.075 (4) | 0.089 (4) | 0.019 (2) | −0.010 (2) | −0.001 (3) |
O8 | 0.047 (3) | 0.096 (5) | 0.095 (4) | 0.036 (3) | 0.017 (2) | 0.011 (3) |
N7 | 0.039 (2) | 0.063 (4) | 0.069 (3) | 0.011 (2) | −0.001 (2) | 0.003 (3) |
N8 | 0.0292 (19) | 0.068 (4) | 0.065 (3) | −0.008 (2) | 0.0014 (18) | −0.005 (3) |
N9 | 0.034 (2) | 0.053 (3) | 0.065 (3) | 0.0035 (19) | −0.006 (2) | 0.005 (2) |
N10 | 0.035 (2) | 0.053 (3) | 0.072 (3) | 0.005 (2) | 0.0039 (19) | −0.004 (2) |
N11 | 0.034 (2) | 0.045 (3) | 0.058 (3) | −0.0085 (18) | −0.0057 (19) | −0.0013 (19) |
N12 | 0.051 (3) | 0.070 (5) | 0.130 (6) | −0.011 (3) | −0.005 (4) | −0.020 (4) |
C17 | 0.065 (4) | 0.061 (4) | 0.064 (4) | −0.015 (3) | −0.006 (3) | 0.011 (3) |
C18 | 0.047 (3) | 0.075 (5) | 0.061 (3) | −0.026 (3) | 0.005 (3) | −0.019 (3) |
C19 | 0.053 (4) | 0.070 (5) | 0.059 (3) | −0.009 (3) | −0.002 (3) | 0.014 (3) |
C20 | 0.050 (3) | 0.065 (4) | 0.066 (4) | −0.011 (3) | 0.005 (3) | −0.001 (3) |
C21 | 0.096 (6) | 0.080 (6) | 0.070 (4) | −0.013 (5) | −0.018 (4) | 0.010 (4) |
C22 | 0.058 (4) | 0.128 (9) | 0.087 (5) | −0.023 (5) | 0.024 (4) | −0.002 (5) |
C23 | 0.085 (6) | 0.077 (6) | 0.083 (5) | −0.009 (5) | −0.014 (4) | 0.011 (4) |
C24 | 0.064 (5) | 0.110 (8) | 0.099 (6) | −0.009 (5) | 0.024 (4) | 0.000 (5) |
C25 | 0.046 (3) | 0.049 (4) | 0.083 (4) | 0.000 (2) | −0.009 (3) | 0.003 (3) |
C26 | 0.045 (3) | 0.084 (6) | 0.090 (5) | −0.010 (3) | −0.020 (3) | 0.002 (4) |
C27 | 0.069 (5) | 0.096 (7) | 0.080 (4) | −0.037 (4) | −0.005 (4) | −0.018 (4) |
C28 | 0.065 (4) | 0.081 (6) | 0.097 (5) | −0.013 (4) | −0.003 (4) | −0.043 (5) |
C29 | 0.046 (3) | 0.049 (4) | 0.079 (4) | 0.005 (2) | −0.012 (3) | −0.012 (3) |
C30 | 0.066 (5) | 0.080 (6) | 0.070 (4) | −0.018 (4) | −0.003 (3) | −0.008 (4) |
C31 | 0.045 (3) | 0.065 (5) | 0.080 (4) | −0.001 (3) | −0.008 (3) | −0.029 (3) |
C32 | 0.131 (10) | 0.136 (11) | 0.089 (6) | −0.071 (9) | 0.033 (6) | −0.044 (7) |
Co1—N4 | 1.883 (5) | Co2—N7 | 1.850 (6) |
Co1—N2 | 1.892 (6) | Co2—N10 | 1.876 (5) |
Co1—N3 | 1.902 (6) | Co2—N8 | 1.879 (5) |
Co1—N1 | 1.906 (6) | Co2—N9 | 1.893 (5) |
Co1—C14 | 2.070 (5) | Co2—C30 | 2.072 (8) |
Co1—N5 | 2.100 (5) | Co2—N11 | 2.106 (5) |
O1—N1 | 1.338 (7) | O5—N7 | 1.377 (7) |
O2—N2 | 1.329 (7) | O6—N8 | 1.340 (7) |
O3—N3 | 1.339 (8) | O7—N9 | 1.340 (7) |
O4—N4 | 1.349 (7) | O8—N10 | 1.358 (7) |
N1—C1 | 1.250 (9) | N7—C17 | 1.306 (9) |
N2—C2 | 1.297 (9) | N8—C18 | 1.262 (10) |
N3—C3 | 1.299 (11) | N9—C19 | 1.298 (9) |
N4—C4 | 1.303 (9) | N10—C20 | 1.272 (9) |
N5—C9 | 1.488 (9) | N11—C25 | 1.496 (8) |
N5—C13 | 1.498 (9) | N11—C29 | 1.498 (8) |
N6—C15 | 1.126 (11) | N12—C31 | 1.141 (11) |
C1—C2 | 1.454 (9) | C17—C18 | 1.477 (12) |
C1—C5 | 1.478 (10) | C17—C21 | 1.519 (10) |
C2—C6 | 1.495 (8) | C18—C22 | 1.508 (9) |
C3—C7 | 1.459 (11) | C19—C20 | 1.472 (11) |
C3—C4 | 1.482 (10) | C19—C23 | 1.492 (11) |
C4—C8 | 1.490 (10) | C20—C24 | 1.492 (10) |
C9—C10 | 1.555 (9) | C25—C26 | 1.499 (10) |
C10—C11 | 1.481 (14) | C26—C27 | 1.452 (13) |
C11—C12 | 1.509 (15) | C27—C28 | 1.568 (14) |
C12—C13 | 1.539 (10) | C28—C29 | 1.509 (9) |
C14—C15 | 1.431 (11) | C30—C32 | 1.422 (14) |
C14—C16 | 1.479 (12) | C30—C31 | 1.427 (11) |
N4—Co1—N2 | 179.5 (2) | N7—Co2—N10 | 98.4 (2) |
N4—Co1—N3 | 81.5 (3) | N7—Co2—N8 | 81.5 (3) |
N2—Co1—N3 | 98.5 (3) | N10—Co2—N8 | 179.8 (3) |
N4—Co1—N1 | 98.7 (3) | N7—Co2—N9 | 178.2 (3) |
N2—Co1—N1 | 81.3 (3) | N10—Co2—N9 | 81.4 (2) |
N3—Co1—N1 | 179.7 (3) | N8—Co2—N9 | 98.8 (2) |
N4—Co1—C14 | 93.1 (3) | N7—Co2—C30 | 91.0 (3) |
N2—Co1—C14 | 86.4 (3) | N10—Co2—C30 | 90.1 (3) |
N3—Co1—C14 | 87.1 (3) | N8—Co2—C30 | 90.0 (3) |
N1—Co1—C14 | 92.8 (3) | N9—Co2—C30 | 87.3 (3) |
N4—Co1—N5 | 92.5 (2) | N7—Co2—N11 | 93.7 (2) |
N2—Co1—N5 | 88.0 (2) | N10—Co2—N11 | 87.6 (2) |
N3—Co1—N5 | 92.4 (2) | N8—Co2—N11 | 92.3 (2) |
N1—Co1—N5 | 87.5 (2) | N9—Co2—N11 | 88.1 (2) |
C14—Co1—N5 | 174.2 (3) | C30—Co2—N11 | 175.1 (3) |
C1—N1—O1 | 123.1 (6) | C17—N7—O5 | 118.7 (6) |
C1—N1—Co1 | 116.2 (4) | C17—N7—Co2 | 116.7 (5) |
O1—N1—Co1 | 120.6 (5) | O5—N7—Co2 | 124.6 (5) |
C2—N2—O2 | 122.2 (5) | C18—N8—O6 | 119.4 (5) |
C2—N2—Co1 | 115.1 (4) | C18—N8—Co2 | 118.0 (5) |
O2—N2—Co1 | 122.7 (5) | O6—N8—Co2 | 122.7 (4) |
C3—N3—O3 | 122.0 (6) | C19—N9—O7 | 122.3 (6) |
C3—N3—Co1 | 117.2 (5) | C19—N9—Co2 | 115.6 (5) |
O3—N3—Co1 | 120.7 (5) | O7—N9—Co2 | 122.0 (4) |
C4—N4—O4 | 119.7 (5) | C20—N10—O8 | 120.1 (5) |
C4—N4—Co1 | 116.4 (5) | C20—N10—Co2 | 117.8 (5) |
O4—N4—Co1 | 123.8 (4) | O8—N10—Co2 | 122.0 (4) |
C9—N5—C13 | 109.2 (6) | C25—N11—C29 | 109.0 (5) |
C9—N5—Co1 | 115.7 (4) | C25—N11—Co2 | 115.1 (4) |
C13—N5—Co1 | 115.1 (4) | C29—N11—Co2 | 115.6 (3) |
N1—C1—C2 | 114.0 (5) | N7—C17—C18 | 112.3 (6) |
N1—C1—C5 | 123.3 (6) | N7—C17—C21 | 122.2 (8) |
C2—C1—C5 | 122.7 (6) | C18—C17—C21 | 125.5 (7) |
N2—C2—C1 | 113.2 (5) | N8—C18—C17 | 111.5 (6) |
N2—C2—C6 | 122.8 (6) | N8—C18—C22 | 127.0 (8) |
C1—C2—C6 | 124.0 (6) | C17—C18—C22 | 121.2 (8) |
N3—C3—C7 | 123.9 (8) | N9—C19—C20 | 113.0 (6) |
N3—C3—C4 | 111.3 (6) | N9—C19—C23 | 121.1 (7) |
C7—C3—C4 | 124.8 (8) | C20—C19—C23 | 125.8 (7) |
N4—C4—C3 | 113.4 (6) | N10—C20—C19 | 112.1 (6) |
N4—C4—C8 | 125.8 (7) | N10—C20—C24 | 123.2 (7) |
C3—C4—C8 | 120.8 (7) | C19—C20—C24 | 124.7 (7) |
N5—C9—C10 | 111.2 (6) | N11—C25—C26 | 113.0 (6) |
C11—C10—C9 | 109.9 (7) | C27—C26—C25 | 112.8 (6) |
C10—C11—C12 | 109.8 (7) | C26—C27—C28 | 109.2 (7) |
C11—C12—C13 | 111.6 (8) | C29—C28—C27 | 110.0 (7) |
N5—C13—C12 | 109.6 (7) | N11—C29—C28 | 112.6 (6) |
C15—C14—C16 | 111.3 (6) | C32—C30—C31 | 111.5 (8) |
C15—C14—Co1 | 110.8 (5) | C32—C30—Co2 | 119.9 (7) |
C16—C14—Co1 | 117.1 (5) | C31—C30—Co2 | 112.1 (5) |
N6—C15—C14 | 177.5 (9) | N12—C31—C30 | 178.8 (8) |
C16H29CoN6O4 | Dx = 1.383 Mg m−3 |
Mr = 428.38 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, P212121 | Cell parameters from 512 reflections |
a = 11.4039 (2) Å | θ = 1.9–35.0° |
b = 11.7354 (2) Å | µ = 0.87 mm−1 |
c = 30.7446 (1) Å | T = 293 K |
V = 4114.53 (10) Å3 | Plate, dark red |
Z = 8 | 0.3 × 0.3 × 0.2 mm |
F(000) = 1808 |
Bluker SMART CCD diffractometer | 18013 independent reflections |
Radiation source: rotate anode | 12035 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.048 |
ω scans | θmax = 35.0°, θmin = 1.9° |
Absorption correction: empirical (using intensity measurements) (SADABS: sheldrick, 1996) ? | h = −18→15 |
Tmin = 0.627, Tmax = 0.743 | k = −17→18 |
70341 measured reflections | l = −49→42 |
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)] = 0.045 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.097 | w = 1/[σ2(Fo2) + (0.0397P)2 + 0.4994P] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.004 |
18013 reflections | Δρmax = 0.48 e Å−3 |
629 parameters | Δρmin = −0.64 e Å−3 |
12 restraints | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.007 (9) |
C16H29CoN6O4 | V = 4114.53 (10) Å3 |
Mr = 428.38 | Z = 8 |
Orthorhombic, P212121 | Mo Kα radiation |
a = 11.4039 (2) Å | µ = 0.87 mm−1 |
b = 11.7354 (2) Å | T = 293 K |
c = 30.7446 (1) Å | 0.3 × 0.3 × 0.2 mm |
Bluker SMART CCD diffractometer | 18013 independent reflections |
Absorption correction: empirical (using intensity measurements) (SADABS: sheldrick, 1996) ? | 12035 reflections with I > 2σ(I) |
Tmin = 0.627, Tmax = 0.743 | Rint = 0.048 |
70341 measured reflections |
R[F2 > 2σ(F2)] = 0.045 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.097 | Δρmax = 0.48 e Å−3 |
S = 1.01 | Δρmin = −0.64 e Å−3 |
18013 reflections | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
629 parameters | Absolute structure parameter: −0.007 (9) |
12 restraints |
Experimental. The crystal was obtained by slow evaporation from methanol/water. |
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) | |
Co1 | 0.645547 (18) | 0.513260 (17) | 0.877840 (7) | 0.03219 (5) | |
N1 | 0.68990 (13) | 0.63955 (12) | 0.84352 (5) | 0.0383 (3) | |
N2 | 0.51331 (13) | 0.51740 (15) | 0.84092 (5) | 0.0443 (3) | |
N3 | 0.60389 (15) | 0.38396 (13) | 0.91040 (5) | 0.0432 (4) | |
N4 | 0.77645 (12) | 0.50871 (14) | 0.91516 (4) | 0.0391 (3) | |
O1 | 0.79344 (13) | 0.69388 (12) | 0.84901 (5) | 0.0505 (3) | |
HO1 | 0.850 (3) | 0.639 (3) | 0.8831 (10) | 0.089 (9)* | |
O2 | 0.42271 (14) | 0.44469 (16) | 0.84485 (6) | 0.0647 (4) | |
O3 | 0.50429 (15) | 0.32312 (14) | 0.90327 (6) | 0.0621 (4) | |
HO3 | 0.475 (3) | 0.367 (3) | 0.8743 (12) | 0.111 (12)* | |
O4 | 0.86717 (12) | 0.58097 (13) | 0.91153 (5) | 0.0536 (3) | |
C1 | 0.61810 (19) | 0.66836 (16) | 0.81292 (7) | 0.0452 (5) | |
C2 | 0.51303 (19) | 0.59689 (18) | 0.81151 (7) | 0.0487 (5) | |
C3 | 0.6738 (2) | 0.35578 (16) | 0.94219 (6) | 0.0479 (5) | |
C4 | 0.77675 (18) | 0.42995 (18) | 0.94471 (6) | 0.0466 (4) | |
C5 | 0.6413 (3) | 0.76341 (19) | 0.78155 (8) | 0.0647 (6) | |
H5A | 0.7223 | 0.7854 | 0.7833 | 0.097* | |
H5B | 0.5926 | 0.8274 | 0.7887 | 0.097* | |
H5C | 0.6240 | 0.7383 | 0.7525 | 0.097* | |
C6 | 0.4141 (3) | 0.6116 (3) | 0.78033 (10) | 0.0836 (9) | |
H6A | 0.3540 | 0.5568 | 0.7867 | 0.125* | |
H6B | 0.4420 | 0.6003 | 0.7512 | 0.125* | |
H6C | 0.3826 | 0.6871 | 0.7831 | 0.125* | |
C7 | 0.6473 (3) | 0.25927 (19) | 0.97242 (8) | 0.0705 (7) | |
H7A | 0.6020 | 0.2027 | 0.9574 | 0.106* | |
H7B | 0.6037 | 0.2872 | 0.9969 | 0.106* | |
H7C | 0.7194 | 0.2260 | 0.9824 | 0.106* | |
C8 | 0.8743 (2) | 0.4126 (3) | 0.97636 (8) | 0.0736 (8) | |
H8A | 0.9390 | 0.4610 | 0.9688 | 0.110* | |
H8B | 0.8991 | 0.3344 | 0.9756 | 0.110* | |
H8C | 0.8477 | 0.4311 | 1.0051 | 0.110* | |
N5 | 0.55688 (14) | 0.62587 (13) | 0.91958 (5) | 0.0389 (3) | |
HN5 | 0.526 (2) | 0.665 (2) | 0.9040 (7) | 0.047* | |
C9 | 0.6321 (2) | 0.70237 (19) | 0.94638 (8) | 0.0549 (5) | |
H9A | 0.675 (2) | 0.658 (2) | 0.9661 (8) | 0.066* | |
H9B | 0.691 (2) | 0.736 (2) | 0.9263 (8) | 0.066* | |
C10 | 0.5618 (3) | 0.7935 (2) | 0.97005 (9) | 0.0676 (7) | |
H10A | 0.614 (3) | 0.845 (3) | 0.9876 (9) | 0.081* | |
H10B | 0.515 (2) | 0.839 (2) | 0.9467 (7) | 0.081* | |
C11 | 0.4681 (3) | 0.7401 (3) | 0.99847 (9) | 0.0696 (7) | |
H11A | 0.502 (3) | 0.701 (3) | 1.0197 (10) | 0.084* | |
H11B | 0.429 (3) | 0.790 (3) | 1.0151 (10) | 0.084* | |
C12 | 0.3919 (2) | 0.6642 (3) | 0.97144 (9) | 0.0666 (7) | |
H12A | 0.335 (3) | 0.627 (2) | 0.9892 (9) | 0.080* | |
H12B | 0.346 (3) | 0.706 (2) | 0.9496 (9) | 0.080* | |
C13 | 0.4638 (2) | 0.5747 (2) | 0.94727 (9) | 0.0569 (5) | |
H13A | 0.498 (2) | 0.528 (2) | 0.9666 (8) | 0.068* | |
H13B | 0.421 (2) | 0.536 (2) | 0.9264 (8) | 0.068* | |
C14 | 0.7320 (2) | 0.41320 (16) | 0.83316 (6) | 0.0462 (4) | |
H14 | 0.776 (2) | 0.469 (2) | 0.8161 (7) | 0.055* | |
C15 | 0.82407 (18) | 0.34686 (16) | 0.85340 (7) | 0.0475 (5) | |
C16 | 0.6572 (3) | 0.3344 (2) | 0.80559 (9) | 0.0735 (8) | |
H16A | 0.612 (3) | 0.379 (3) | 0.7864 (12) | 0.110* | |
H16B | 0.620 (3) | 0.281 (3) | 0.8230 (12) | 0.110* | |
H16C | 0.705 (3) | 0.289 (3) | 0.7850 (12) | 0.110* | |
N6 | 0.89418 (18) | 0.29063 (18) | 0.86949 (8) | 0.0683 (6) | |
Co2 | 0.150960 (19) | 1.006960 (17) | 0.850366 (6) | 0.03311 (5) | |
N7 | 0.12767 (16) | 0.89206 (14) | 0.80806 (5) | 0.0455 (4) | |
N8 | 0.15765 (14) | 0.87776 (11) | 0.88688 (5) | 0.0371 (3) | |
N9 | 0.17445 (14) | 1.12090 (13) | 0.89264 (5) | 0.0397 (3) | |
N10 | 0.14366 (16) | 1.13511 (12) | 0.81353 (5) | 0.0399 (3) | |
O5 | 0.11240 (18) | 0.91636 (14) | 0.76555 (5) | 0.0646 (5) | |
HO5 | 0.123 (3) | 1.036 (3) | 0.7674 (11) | 0.107 (11)* | |
O6 | 0.18266 (14) | 0.88473 (13) | 0.92989 (5) | 0.0495 (3) | |
O7 | 0.19425 (15) | 1.09642 (13) | 0.93465 (5) | 0.0541 (4) | |
HO7 | 0.187 (2) | 0.957 (2) | 0.9325 (8) | 0.054 (7)* | |
O8 | 0.12876 (16) | 1.12667 (14) | 0.77029 (4) | 0.0565 (4) | |
C17 | 0.11831 (17) | 0.78891 (16) | 0.82195 (7) | 0.0463 (5) | |
C18 | 0.13814 (17) | 0.77967 (14) | 0.86894 (7) | 0.0436 (4) | |
C19 | 0.17103 (16) | 1.22561 (14) | 0.87898 (6) | 0.0407 (4) | |
C20 | 0.15125 (19) | 1.23461 (14) | 0.83216 (6) | 0.0418 (4) | |
C21 | 0.0873 (2) | 0.6900 (2) | 0.79346 (10) | 0.0703 (7) | |
H21A | 0.1205 | 0.7011 | 0.7651 | 0.105* | |
H21B | 0.0036 | 0.6843 | 0.7911 | 0.105* | |
H21C | 0.1179 | 0.6212 | 0.8059 | 0.105* | |
C22 | 0.1406 (2) | 0.66827 (17) | 0.89248 (9) | 0.0601 (6) | |
H22A | 0.141 (3) | 0.680 (3) | 0.9244 (10) | 0.090* | |
H22B | 0.211 (3) | 0.629 (3) | 0.8844 (10) | 0.090* | |
H22C | 0.075 (3) | 0.621 (3) | 0.8857 (10) | 0.090* | |
C23 | 0.1874 (2) | 1.32666 (18) | 0.90813 (8) | 0.0582 (6) | |
H23A | 0.2422 | 1.3079 | 0.9308 | 0.087* | |
H23B | 0.1135 | 1.3473 | 0.9208 | 0.087* | |
H23C | 0.2172 | 1.3895 | 0.8915 | 0.087* | |
C24 | 0.1412 (3) | 1.34528 (17) | 0.80858 (8) | 0.0580 (5) | |
H24A | 0.126 (3) | 1.336 (3) | 0.7799 (10) | 0.087* | |
H24B | 0.099 (3) | 1.398 (3) | 0.8244 (10) | 0.087* | |
H24C | 0.221 (3) | 1.378 (3) | 0.8032 (9) | 0.087* | |
N11 | −0.02923 (13) | 1.02587 (13) | 0.86077 (5) | 0.0404 (3) | |
HN11 | −0.036 (2) | 1.093 (2) | 0.8632 (7) | 0.048* | |
C25 | −0.10794 (18) | 0.9926 (2) | 0.82423 (7) | 0.0525 (5) | |
H25A | −0.104 (2) | 0.907 (2) | 0.8229 (8) | 0.063* | |
H25B | −0.074 (2) | 1.020 (2) | 0.7979 (8) | 0.063* | |
C26 | −0.2339 (2) | 1.0314 (2) | 0.83189 (11) | 0.0684 (7) | |
H26A | −0.285 (2) | 1.005 (3) | 0.8060 (7) | 0.082* | |
H26B | −0.239 (3) | 1.112 (3) | 0.8299 (9) | 0.082* | |
C27 | −0.2819 (2) | 0.9863 (3) | 0.87342 (12) | 0.0811 (8) | |
H27A | −0.357 (3) | 1.016 (3) | 0.8782 (10) | 0.097* | |
H27B | −0.293 (3) | 0.896 (3) | 0.8705 (11) | 0.097* | |
C28 | −0.2011 (2) | 1.0186 (3) | 0.91070 (11) | 0.0759 (7) | |
H28A | −0.226 (3) | 0.993 (3) | 0.9364 (10) | 0.091* | |
H28B | −0.203 (3) | 1.097 (3) | 0.9166 (10) | 0.091* | |
C29 | −0.07526 (19) | 0.9778 (2) | 0.90208 (8) | 0.0581 (5) | |
H29A | −0.075 (2) | 0.890 (3) | 0.8994 (8) | 0.070* | |
H29B | −0.025 (2) | 1.009 (2) | 0.9251 (8) | 0.070* | |
C30A | 0.3238 (3) | 0.9991 (4) | 0.83231 (12) | 0.0378 (8) | 0.588 (5) |
H30A | 0.3238 | 0.9953 | 0.8005 | 0.045* | 0.588 (5) |
C31A | 0.3757 (4) | 0.8911 (4) | 0.84730 (16) | 0.0469 (11)* | 0.588 (5) |
C32A | 0.3998 (3) | 1.0977 (4) | 0.8438 (2) | 0.0768 (17) | 0.588 (5) |
H32A | 0.3656 | 1.1666 | 0.8328 | 0.115* | 0.588 (5) |
H32B | 0.4761 | 1.0873 | 0.8312 | 0.115* | 0.588 (5) |
H32C | 0.4069 | 1.1028 | 0.8749 | 0.115* | 0.588 (5) |
N12A | 0.4183 (8) | 0.8112 (7) | 0.8591 (4) | 0.094 (3) | 0.588 (5) |
C30B | 0.3336 (5) | 1.0032 (6) | 0.84937 (19) | 0.0400 (12) | 0.412 (5) |
H30B | 0.3609 | 1.0543 | 0.8724 | 0.048* | 0.412 (5) |
C31B | 0.3809 (6) | 0.8942 (5) | 0.8581 (2) | 0.0457 (16)* | 0.412 (5) |
C32B | 0.3875 (8) | 1.0466 (7) | 0.8060 (3) | 0.092 (3)* | 0.412 (5) |
H32D | 0.3712 | 1.1265 | 0.8028 | 0.137* | 0.412 (5) |
H32E | 0.3537 | 1.0055 | 0.7821 | 0.137* | 0.412 (5) |
H32F | 0.4708 | 1.0348 | 0.8064 | 0.137* | 0.412 (5) |
N12B | 0.4180 (10) | 0.8048 (9) | 0.8635 (4) | 0.069 (3) | 0.412 (5) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.02900 (9) | 0.02938 (9) | 0.03819 (10) | −0.00160 (9) | −0.00245 (8) | 0.00044 (8) |
N1 | 0.0359 (7) | 0.0324 (6) | 0.0465 (8) | −0.0028 (5) | 0.0056 (6) | −0.0024 (6) |
N2 | 0.0346 (7) | 0.0496 (8) | 0.0485 (8) | −0.0073 (7) | −0.0062 (6) | 0.0001 (7) |
N3 | 0.0456 (9) | 0.0372 (7) | 0.0468 (9) | −0.0049 (6) | 0.0033 (7) | 0.0024 (6) |
N4 | 0.0321 (6) | 0.0428 (7) | 0.0425 (7) | 0.0047 (6) | −0.0003 (5) | −0.0064 (7) |
O1 | 0.0413 (7) | 0.0425 (7) | 0.0679 (9) | −0.0139 (6) | 0.0069 (7) | −0.0013 (6) |
O2 | 0.0463 (8) | 0.0764 (10) | 0.0715 (10) | −0.0284 (7) | −0.0159 (7) | 0.0094 (8) |
O3 | 0.0644 (10) | 0.0523 (8) | 0.0696 (10) | −0.0274 (7) | −0.0023 (8) | 0.0076 (7) |
O4 | 0.0327 (7) | 0.0640 (8) | 0.0640 (9) | −0.0105 (6) | −0.0070 (6) | −0.0072 (7) |
C1 | 0.0500 (12) | 0.0381 (8) | 0.0474 (10) | 0.0069 (8) | 0.0045 (8) | 0.0069 (7) |
C2 | 0.0451 (11) | 0.0531 (11) | 0.0480 (10) | 0.0055 (9) | −0.0099 (8) | 0.0035 (9) |
C3 | 0.0621 (13) | 0.0427 (9) | 0.0388 (9) | 0.0128 (9) | 0.0050 (9) | 0.0031 (7) |
C4 | 0.0436 (10) | 0.0553 (11) | 0.0408 (9) | 0.0179 (9) | −0.0005 (8) | −0.0048 (8) |
C5 | 0.0837 (17) | 0.0489 (10) | 0.0614 (13) | 0.0010 (13) | 0.0079 (13) | 0.0175 (9) |
C6 | 0.0673 (17) | 0.106 (2) | 0.0772 (17) | 0.0039 (16) | −0.0305 (14) | 0.0193 (16) |
C7 | 0.107 (2) | 0.0536 (11) | 0.0509 (12) | 0.0090 (15) | 0.0136 (14) | 0.0132 (9) |
C8 | 0.0546 (14) | 0.108 (2) | 0.0577 (13) | 0.0267 (14) | −0.0129 (11) | 0.0057 (13) |
N5 | 0.0326 (8) | 0.0402 (7) | 0.0438 (8) | 0.0059 (6) | −0.0002 (6) | 0.0003 (6) |
C9 | 0.0467 (12) | 0.0531 (11) | 0.0648 (13) | −0.0019 (10) | 0.0063 (10) | −0.0192 (9) |
C10 | 0.0680 (15) | 0.0586 (13) | 0.0763 (16) | 0.0079 (12) | 0.0056 (13) | −0.0255 (12) |
C11 | 0.0713 (16) | 0.0828 (17) | 0.0547 (13) | 0.0329 (14) | 0.0095 (12) | −0.0100 (12) |
C12 | 0.0467 (12) | 0.0799 (17) | 0.0732 (16) | 0.0111 (12) | 0.0183 (11) | −0.0034 (13) |
C13 | 0.0461 (12) | 0.0572 (12) | 0.0676 (14) | −0.0029 (10) | 0.0159 (10) | −0.0013 (11) |
C14 | 0.0587 (12) | 0.0365 (8) | 0.0433 (10) | 0.0025 (8) | 0.0047 (9) | −0.0039 (7) |
C15 | 0.0429 (11) | 0.0392 (8) | 0.0604 (12) | −0.0010 (8) | 0.0101 (9) | −0.0144 (8) |
C16 | 0.098 (2) | 0.0569 (13) | 0.0658 (15) | 0.0208 (15) | −0.0307 (15) | −0.0225 (11) |
N6 | 0.0503 (10) | 0.0601 (11) | 0.0946 (16) | 0.0165 (9) | −0.0020 (10) | −0.0231 (11) |
Co2 | 0.03380 (10) | 0.02939 (9) | 0.03613 (9) | 0.00262 (10) | −0.00437 (8) | 0.00107 (8) |
N7 | 0.0490 (10) | 0.0413 (7) | 0.0462 (9) | 0.0066 (7) | −0.0054 (7) | −0.0060 (6) |
N8 | 0.0312 (7) | 0.0370 (6) | 0.0432 (8) | 0.0023 (6) | −0.0031 (6) | 0.0056 (5) |
N9 | 0.0410 (8) | 0.0381 (7) | 0.0401 (8) | −0.0030 (6) | −0.0084 (6) | 0.0008 (6) |
N10 | 0.0432 (8) | 0.0403 (7) | 0.0364 (7) | 0.0051 (7) | −0.0014 (7) | 0.0058 (5) |
O5 | 0.0935 (14) | 0.0606 (9) | 0.0396 (7) | 0.0079 (9) | −0.0081 (8) | −0.0084 (7) |
O6 | 0.0541 (9) | 0.0468 (7) | 0.0477 (8) | 0.0000 (6) | −0.0098 (6) | 0.0132 (6) |
O7 | 0.0752 (11) | 0.0503 (8) | 0.0368 (7) | −0.0074 (7) | −0.0134 (7) | 0.0021 (6) |
O8 | 0.0763 (11) | 0.0574 (8) | 0.0358 (7) | 0.0021 (8) | −0.0091 (7) | 0.0080 (6) |
C17 | 0.0377 (10) | 0.0385 (8) | 0.0626 (12) | 0.0036 (7) | −0.0074 (8) | −0.0087 (8) |
C18 | 0.0304 (8) | 0.0332 (7) | 0.0670 (12) | 0.0015 (7) | −0.0042 (8) | 0.0043 (7) |
C19 | 0.0395 (10) | 0.0348 (7) | 0.0477 (10) | −0.0036 (6) | 0.0031 (8) | −0.0010 (7) |
C20 | 0.0393 (9) | 0.0351 (7) | 0.0509 (10) | 0.0031 (8) | 0.0026 (9) | 0.0085 (7) |
C21 | 0.0675 (15) | 0.0506 (12) | 0.0928 (19) | 0.0016 (11) | −0.0148 (14) | −0.0261 (12) |
C22 | 0.0539 (12) | 0.0361 (8) | 0.0902 (17) | −0.0038 (10) | −0.0054 (13) | 0.0129 (10) |
C23 | 0.0697 (15) | 0.0399 (10) | 0.0649 (13) | −0.0096 (9) | 0.0063 (11) | −0.0098 (9) |
C24 | 0.0705 (15) | 0.0373 (9) | 0.0662 (13) | 0.0037 (11) | 0.0087 (13) | 0.0147 (9) |
N11 | 0.0361 (7) | 0.0332 (7) | 0.0520 (8) | 0.0025 (6) | −0.0051 (6) | 0.0024 (6) |
C25 | 0.0459 (9) | 0.0470 (10) | 0.0647 (11) | −0.0030 (9) | −0.0188 (8) | −0.0007 (10) |
C26 | 0.0428 (11) | 0.0476 (12) | 0.115 (2) | 0.0023 (9) | −0.0289 (12) | 0.0015 (12) |
C27 | 0.0347 (10) | 0.0683 (16) | 0.140 (3) | 0.0058 (11) | −0.0007 (13) | 0.0061 (19) |
C28 | 0.0542 (13) | 0.0825 (18) | 0.0912 (18) | 0.0118 (14) | 0.0194 (13) | 0.0050 (16) |
C29 | 0.0445 (11) | 0.0729 (15) | 0.0568 (11) | 0.0091 (11) | 0.0057 (9) | 0.0105 (11) |
C30A | 0.0351 (16) | 0.0427 (16) | 0.0354 (18) | 0.0060 (14) | 0.0016 (14) | 0.0012 (18) |
C32A | 0.0321 (19) | 0.055 (2) | 0.143 (5) | −0.0005 (16) | 0.000 (2) | 0.008 (3) |
N12A | 0.065 (5) | 0.067 (4) | 0.150 (8) | 0.017 (4) | 0.026 (5) | 0.034 (4) |
C30B | 0.034 (2) | 0.046 (2) | 0.040 (3) | 0.007 (2) | −0.003 (2) | 0.009 (3) |
N12B | 0.056 (5) | 0.076 (6) | 0.075 (5) | 0.046 (5) | 0.018 (4) | 0.027 (4) |
Co1—N3 | 1.8789 (16) | Co2—N8 | 1.8881 (14) |
Co1—N4 | 1.8835 (14) | Co2—N7 | 1.8923 (16) |
Co1—N2 | 1.8881 (15) | Co2—C30A | 2.049 (4) |
Co1—N1 | 1.8883 (15) | Co2—C30B | 2.083 (5) |
Co1—C14 | 2.058 (2) | Co2—N11 | 2.0915 (16) |
Co1—N5 | 2.1015 (15) | N7—C17 | 1.288 (3) |
N1—C1 | 1.292 (3) | N7—O5 | 1.349 (2) |
N1—O1 | 1.352 (2) | N8—C18 | 1.296 (2) |
N2—C2 | 1.299 (3) | N8—O6 | 1.355 (2) |
N2—O2 | 1.345 (2) | N9—C19 | 1.299 (2) |
N3—C3 | 1.304 (3) | N9—O7 | 1.342 (2) |
N3—O3 | 1.359 (2) | N10—C20 | 1.303 (2) |
N4—C4 | 1.296 (3) | N10—O8 | 1.344 (2) |
N4—O4 | 1.342 (2) | C17—C18 | 1.466 (3) |
C1—C2 | 1.463 (3) | C17—C21 | 1.496 (3) |
C1—C5 | 1.498 (3) | C18—C22 | 1.495 (3) |
C2—C6 | 1.490 (3) | C19—C20 | 1.461 (3) |
C3—C4 | 1.464 (3) | C19—C23 | 1.498 (3) |
C3—C7 | 1.496 (3) | C20—C24 | 1.492 (2) |
C4—C8 | 1.492 (3) | N11—C29 | 1.486 (3) |
N5—C13 | 1.488 (3) | N11—C25 | 1.490 (2) |
N5—C9 | 1.490 (3) | C25—C26 | 1.525 (3) |
C9—C10 | 1.522 (3) | C26—C27 | 1.487 (5) |
C10—C11 | 1.515 (4) | C27—C28 | 1.518 (5) |
C11—C12 | 1.497 (4) | C28—C29 | 1.536 (3) |
C12—C13 | 1.526 (3) | C30A—C31A | 1.473 (6) |
C14—C15 | 1.448 (3) | C30A—C32A | 1.489 (6) |
C14—C16 | 1.517 (3) | C31A—N12A | 1.117 (8) |
C15—N6 | 1.149 (3) | C30B—C31B | 1.414 (8) |
Co2—N9 | 1.8840 (15) | C30B—C32B | 1.553 (9) |
Co2—N10 | 1.8844 (14) | C31B—N12B | 1.144 (10) |
N3—Co1—N4 | 81.54 (7) | N8—Co2—N7 | 80.92 (7) |
N3—Co1—N2 | 98.00 (7) | N9—Co2—C30A | 94.71 (13) |
N4—Co1—N2 | 179.40 (7) | N10—Co2—C30A | 85.16 (13) |
N3—Co1—N1 | 177.84 (7) | N8—Co2—C30A | 94.94 (13) |
N4—Co1—N1 | 98.65 (7) | N7—Co2—C30A | 85.22 (13) |
N2—Co1—N1 | 81.83 (7) | N9—Co2—C30B | 83.28 (19) |
N3—Co1—C14 | 90.91 (8) | N10—Co2—C30B | 92.99 (18) |
N4—Co1—C14 | 90.62 (8) | N8—Co2—C30B | 87.22 (18) |
N2—Co1—C14 | 89.77 (8) | N7—Co2—C30B | 96.61 (19) |
N1—Co1—C14 | 86.94 (8) | C30A—Co2—C30B | 14.94 (13) |
N3—Co1—N5 | 93.49 (7) | N9—Co2—N11 | 87.64 (7) |
N4—Co1—N5 | 91.56 (6) | N10—Co2—N11 | 87.93 (7) |
N2—Co1—N5 | 88.09 (7) | N8—Co2—N11 | 91.95 (6) |
N1—Co1—N5 | 88.66 (6) | N7—Co2—N11 | 92.45 (7) |
C14—Co1—N5 | 175.34 (7) | C30A—Co2—N11 | 172.29 (12) |
C1—N1—O1 | 121.37 (16) | C30B—Co2—N11 | 170.64 (19) |
C1—N1—Co1 | 116.26 (13) | C17—N7—O5 | 120.61 (17) |
O1—N1—Co1 | 122.29 (12) | C17—N7—Co2 | 116.96 (14) |
C2—N2—O2 | 121.07 (16) | O5—N7—Co2 | 122.24 (13) |
C2—N2—Co1 | 116.03 (13) | C18—N8—O6 | 120.34 (15) |
O2—N2—Co1 | 122.89 (13) | C18—N8—Co2 | 116.96 (13) |
C3—N3—O3 | 119.89 (17) | O6—N8—Co2 | 122.70 (11) |
C3—N3—Co1 | 116.74 (14) | C19—N9—O7 | 121.24 (15) |
O3—N3—Co1 | 123.33 (13) | C19—N9—Co2 | 116.36 (13) |
C4—N4—O4 | 120.45 (16) | O7—N9—Co2 | 122.40 (11) |
C4—N4—Co1 | 116.70 (14) | C20—N10—O8 | 120.60 (14) |
O4—N4—Co1 | 122.83 (12) | C20—N10—Co2 | 116.61 (12) |
N1—C1—C2 | 112.98 (16) | O8—N10—Co2 | 122.77 (12) |
N1—C1—C5 | 123.5 (2) | N7—C17—C18 | 112.54 (17) |
C2—C1—C5 | 123.5 (2) | N7—C17—C21 | 123.7 (2) |
N2—C2—C1 | 112.89 (17) | C18—C17—C21 | 123.8 (2) |
N2—C2—C6 | 122.2 (2) | N8—C18—C17 | 112.35 (16) |
C1—C2—C6 | 124.9 (2) | N8—C18—C22 | 124.6 (2) |
N3—C3—C4 | 112.28 (17) | C17—C18—C22 | 122.99 (18) |
N3—C3—C7 | 122.3 (2) | N9—C19—C20 | 113.06 (16) |
C4—C3—C7 | 125.4 (2) | N9—C19—C23 | 123.47 (18) |
N4—C4—C3 | 112.63 (17) | C20—C19—C23 | 123.47 (17) |
N4—C4—C8 | 123.8 (2) | N10—C20—C19 | 112.23 (14) |
C3—C4—C8 | 123.5 (2) | N10—C20—C24 | 124.15 (18) |
C13—N5—C9 | 109.77 (17) | C19—C20—C24 | 123.61 (17) |
C13—N5—Co1 | 116.03 (13) | C29—N11—C25 | 109.41 (17) |
C9—N5—Co1 | 116.06 (12) | C29—N11—Co2 | 115.94 (12) |
N5—C9—C10 | 112.6 (2) | C25—N11—Co2 | 116.67 (13) |
C11—C10—C9 | 110.9 (2) | N11—C25—C26 | 111.89 (19) |
C12—C11—C10 | 109.6 (2) | C27—C26—C25 | 111.9 (2) |
C11—C12—C13 | 111.6 (2) | C26—C27—C28 | 109.6 (2) |
N5—C13—C12 | 112.6 (2) | C27—C28—C29 | 111.0 (2) |
C15—C14—C16 | 108.67 (18) | N11—C29—C28 | 111.0 (2) |
C15—C14—Co1 | 111.55 (13) | C31A—C30A—C32A | 111.1 (3) |
C16—C14—Co1 | 116.85 (19) | C31A—C30A—Co2 | 109.9 (3) |
N6—C15—C14 | 177.3 (2) | C32A—C30A—Co2 | 117.4 (3) |
N9—Co2—N10 | 81.63 (7) | N12A—C31A—C30A | 177.8 (7) |
N9—Co2—N8 | 98.86 (6) | C31B—C30B—C32B | 108.0 (5) |
N10—Co2—N8 | 179.49 (7) | C31B—C30B—Co2 | 113.4 (5) |
N9—Co2—N7 | 179.76 (7) | C32B—C30B—Co2 | 113.7 (4) |
N10—Co2—N7 | 98.59 (7) | N12B—C31B—C30B | 177.2 (10) |
C16H28CoDN6O4 | Dx = 0.730 Mg m−3 |
Mr = 429.38 | Neutron radiation, λ = 1.06000 Å |
Orthorhombic, P212121 | Cell parameters from 512 (determined by X-ray) reflections |
a = 11.4039 (2) Å | θ = 1.9 (X-ray, MoKα)–35.0 (X-ray, MoKα)° |
b = 11.7354 (1) Å | µ = 0.24 mm−1 |
c = 30.7446 (2) Å | T = 293 K |
V = 4114.53 (8) Å3 | Plate, dark red |
Z = 8 | 3.0 × 3.0 × 1.0 mm |
F(000) = 72 |
BIX-I diffractometer | 2124 reflections with I > 2σ(I) |
Radiation source: JRR-3M atomic reactor | Rint = 0.063 |
Bent Si crystal monochromator | θmax = 43.6°, θmin = 2.0° |
0.2deg ω step scan | h = −12→11 |
2928 measured reflections | k = −3→12 |
2137 independent reflections | l = −28→32 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full with fixed elements per cycle | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.104 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.268 | w = 1/[σ2(Fo2) + (0.2309P)2 + 0.6072P] where P = (Fo2 + 2Fc2)/3 |
S = 1.16 | (Δ/σ)max = 0.056 |
2137 reflections | Δρmax = 0.11 e Å−3 |
805 parameters | Δρmin = −0.08 e Å−3 |
11 restraints | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0 (10) |
C16H28CoDN6O4 | V = 4114.53 (8) Å3 |
Mr = 429.38 | Z = 8 |
Orthorhombic, P212121 | Neutron radiation, λ = 1.06000 Å |
a = 11.4039 (2) Å | µ = 0.24 mm−1 |
b = 11.7354 (1) Å | T = 293 K |
c = 30.7446 (2) Å | 3.0 × 3.0 × 1.0 mm |
BIX-I diffractometer | 2124 reflections with I > 2σ(I) |
2928 measured reflections | Rint = 0.063 |
2137 independent reflections |
R[F2 > 2σ(F2)] = 0.104 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.268 | Δρmax = 0.11 e Å−3 |
S = 1.16 | Δρmin = −0.08 e Å−3 |
2137 reflections | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
805 parameters | Absolute structure parameter: 0 (10) |
11 restraints |
Experimental. The crystal was obtained by slow evaporation from methanol/water. |
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) | |
Co1 | 0.6455 | 0.5133 | 0.8778 | 0.0539 (14)* | |
N1 | 0.6899 | 0.6395 | 0.8435 | 0.0538 (5) | |
N2 | 0.5133 | 0.5174 | 0.8409 | 0.0605 (6) | |
N3 | 0.6039 | 0.3840 | 0.9104 | 0.0573 (6) | |
N4 | 0.7764 | 0.5087 | 0.9152 | 0.0642 (6) | |
O1 | 0.7934 | 0.6939 | 0.8490 | 0.0796 (14) | |
HO1 | 0.8365 (5) | 0.6497 (6) | 0.8778 (2) | 0.093 (2) | |
O2 | 0.4227 | 0.4446 | 0.8449 | 0.0935 (16) | |
O3 | 0.5043 | 0.3231 | 0.9033 | 0.0880 (14) | |
HO3 | 0.4726 (5) | 0.3549 (4) | 0.87828 (17) | 0.0676 (15) | |
O4 | 0.8672 | 0.5810 | 0.9115 | 0.0777 (11) | |
C1 | 0.6181 | 0.6684 | 0.8129 | 0.0641 (9) | |
C2 | 0.5130 | 0.5969 | 0.8115 | 0.0708 (10) | |
C3 | 0.6738 | 0.3558 | 0.9422 | 0.0699 (10) | |
C4 | 0.7766 | 0.4300 | 0.9446 | 0.0710 (10) | |
C5 | 0.6413 | 0.7634 | 0.7815 | 0.0806 (11) | |
H5A | 0.7204 (8) | 0.7763 (7) | 0.7764 (3) | 0.157 (3) | |
H5B | 0.6074 (7) | 0.8418 (9) | 0.7938 (2) | 0.107 (3) | |
H5C | 0.6044 (11) | 0.7534 (13) | 0.7521 (2) | 0.193 (5) | |
C6 | 0.4141 | 0.6116 | 0.7803 | 0.128 (2) | |
H6A | 0.3627 (6) | 0.5371 (5) | 0.7790 (3) | 0.168 (3) | |
H6B | 0.4525 (8) | 0.6394 (11) | 0.7482 (3) | 0.164 (4) | |
H6C | 0.3571 (11) | 0.6796 (10) | 0.7865 (2) | 0.129 (4) | |
C7 | 0.6473 | 0.2593 | 0.9724 | 0.0829 (11) | |
H7A | 0.5861 (12) | 0.2002 (12) | 0.9547 (3) | 0.193 (5) | |
H7B | 0.6114 (10) | 0.2822 (6) | 0.9985 (2) | 0.139 (3) | |
H7C | 0.7209 (9) | 0.1908 (7) | 0.9689 (3) | 0.181 (3) | |
C8 | 0.8743 | 0.4126 | 0.9763 | 0.1033 (14) | |
H8A | 0.9093 (7) | 0.3307 (5) | 0.9708 (4) | 0.211 (7) | |
H8B | 0.8524 (9) | 0.3691 (7) | 1.00528 (19) | 0.229 (4) | |
H8C | 0.9141 (11) | 0.4751 (7) | 0.9747 (4) | 0.187 (4) | |
N5 | 0.5569 | 0.6259 | 0.9196 | 0.0645 (6) | |
HN5 | 0.5039 (4) | 0.6781 (5) | 0.8998 (2) | 0.111 (3) | |
C9 | 0.6321 | 0.7024 | 0.9464 | 0.0960 (10) | |
H9A | 0.6854 (6) | 0.6521 (5) | 0.9704 (2) | 0.089 (2) | |
H9B | 0.6848 (8) | 0.7504 (5) | 0.9251 (2) | 0.095 (2) | |
C10 | 0.5618 | 0.7935 | 0.9700 | 0.0852 (11) | |
H10A | 0.5277 (6) | 0.8461 (5) | 0.9428 (3) | 0.092 (2) | |
H10B | 0.6275 (6) | 0.8397 (4) | 0.9910 (3) | 0.138 (3) | |
C11 | 0.4681 | 0.7401 | 0.9985 | 0.0875 (12) | |
H11A | 0.5227 (7) | 0.6969 (7) | 1.0213 (4) | 0.162 (4) | |
H11B | 0.4055 (5) | 0.7905 (8) | 1.0152 (2) | 0.114 (3) | |
C12 | 0.3919 | 0.6642 | 0.9714 | 0.1045 (15) | |
H12A | 0.3456 (7) | 0.7256 (5) | 0.9550 (3) | 0.137 (3) | |
H12B | 0.3302 (6) | 0.6228 (7) | 0.9891 (2) | 0.113 (2) | |
C13 | 0.4638 | 0.5746 | 0.9473 | 0.0700 (10) | |
H13A | 0.4165 (7) | 0.5235 (9) | 0.9352 (4) | 0.142 (4) | |
H13B | 0.5203 (7) | 0.5247 (7) | 0.9683 (2) | 0.110 (2) | |
C14 | 0.7320 | 0.4132 | 0.8332 | 0.0655 (10) | |
D14 | 0.7748 (5) | 0.4737 (4) | 0.81373 (15) | 0.1083 (16) | |
C15 | 0.8241 | 0.3469 | 0.8534 | 0.1043 (15) | |
C16 | 0.6572 | 0.3344 | 0.8056 | 0.0967 (12) | |
H16A | 0.6122 (6) | 0.3454 (6) | 0.78379 (18) | 0.1500 (19) | |
H16B | 0.6029 (9) | 0.2874 (5) | 0.8261 (3) | 0.117 (3) | |
H16C | 0.7236 (5) | 0.2755 (5) | 0.7863 (2) | 0.110 (2) | |
N6 | 0.8942 | 0.2906 | 0.8695 | 0.1138 (11) | |
Co2 | 0.1510 | 1.0070 | 0.8504 | 0.0450 (12)* | |
N7 | 0.1277 | 0.8921 | 0.8081 | 0.0638 (6) | |
N8 | 0.1577 | 0.8778 | 0.8869 | 0.0586 (6) | |
N9 | 0.1744 | 1.1209 | 0.8926 | 0.0690 (7) | |
N10 | 0.1437 | 1.1351 | 0.8135 | 0.0653 (6) | |
O5 | 0.1124 | 0.9164 | 0.7656 | 0.0697 (11) | |
HO5 | 0.1093 (7) | 1.0072 (6) | 0.7633 (2) | 0.096 (2) | |
O6 | 0.1827 | 0.8847 | 0.9299 | 0.0653 (11) | |
O7 | 0.1943 | 1.0964 | 0.9344 | 0.0874 (14) | |
HO7 | 0.2071 (6) | 0.9898 (5) | 0.93389 (18) | 0.0854 (17) | |
O8 | 0.1288 | 1.1267 | 0.7703 | 0.0649 (10) | |
C17 | 0.1184 | 0.7889 | 0.8219 | 0.0684 (9) | |
C18 | 0.1381 | 0.7796 | 0.8689 | 0.0624 (9) | |
C19 | 0.1710 | 1.2256 | 0.8790 | 0.0675 (10) | |
C20 | 0.1514 | 1.2345 | 0.8322 | 0.0766 (10) | |
C21 | 0.0873 | 0.6900 | 0.7935 | 0.0990 (14) | |
H21A | 0.1547 (6) | 0.6299 (3) | 0.7895 (2) | 0.145 (4) | |
H21B | 0.0575 (12) | 0.6975 (5) | 0.76133 (16) | 0.272 (12) | |
H21C | 0.0361 (7) | 0.6401 (6) | 0.8152 (2) | 0.273 (4) | |
C22 | 0.1406 | 0.6684 | 0.8925 | 0.1007 (15) | |
H22A | 0.1560 (8) | 0.6835 (3) | 0.92827 (14) | 0.102 (2) | |
H22B | 0.0763 (9) | 0.6215 (15) | 0.8844 (2) | 0.210 (5) | |
H22C | 0.2130 (7) | 0.6263 (6) | 0.8814 (3) | 0.114 (3) | |
C23 | 0.1874 | 1.3267 | 0.9081 | 0.0924 (14) | |
H23A | 0.2469 (4) | 1.3885 (4) | 0.8966 (2) | 0.1143 (18) | |
H23B | 0.2062 (9) | 1.3136 (6) | 0.9372 (2) | 0.131 (3) | |
H23C | 0.1073 (11) | 1.3721 (10) | 0.9189 (3) | 0.243 (4) | |
C24 | 0.1412 | 1.3453 | 0.8086 | 0.0725 (10) | |
H24A | 0.120 (2) | 1.3488 (6) | 0.77827 (17) | 0.342 (12) | |
H24B | 0.2185 (9) | 1.3824 (5) | 0.8106 (3) | 0.170 (3) | |
H24C | 0.0800 (6) | 1.4044 (6) | 0.8249 (5) | 0.181 (5) | |
N11 | −0.0293 | 1.0259 | 0.8608 | 0.0708 (7) | |
HN11 | −0.0366 (4) | 1.1137 (3) | 0.86481 (19) | 0.0596 (15) | |
C25 | −0.1079 | 0.9925 | 0.8242 | 0.0779 (11) | |
H25A | −0.1121 (8) | 0.9028 (4) | 0.82017 (17) | 0.127 (3) | |
H25B | −0.0683 (5) | 1.0157 (7) | 0.79440 (13) | 0.113 (2) | |
C26 | −0.2339 | 1.0314 | 0.8319 | 0.0989 (14) | |
H26A | −0.2311 (7) | 1.1046 (7) | 0.8369 (4) | 0.179 (4) | |
H26B | −0.2874 (7) | 1.0236 (8) | 0.8033 (3) | 0.118 (3) | |
C27 | −0.2819 | 0.9863 | 0.8734 | 0.1127 (16) | |
H27A | −0.3669 (7) | 1.0228 (12) | 0.8750 (4) | 0.200 (4) | |
H27B | −0.2953 (9) | 0.8860 (7) | 0.8694 (6) | 0.239 (6) | |
C28 | −0.2011 | 1.0186 | 0.9107 | 0.1254 (19) | |
H28A | −0.2301 (6) | 0.9806 (15) | 0.9410 (3) | 0.274 (6) | |
H28B | −0.1872 (12) | 1.1063 (4) | 0.91385 (19) | 0.168 (5) | |
C29 | −0.0753 | 0.9777 | 0.9021 | 0.0801 (11) | |
H29A | −0.0091 (8) | 0.9965 (7) | 0.9289 (3) | 0.105 (2)* | |
H29B | −0.0691 (9) | 0.8921 (5) | 0.8993 (3) | 0.161 (3) | |
C30A | 0.3238 | 0.9991 | 0.8323 | 0.0304 (8)* | 0.497 (3) |
D30A | 0.3142 (7) | 0.9954 (6) | 0.7964 (2) | 0.0741 (17)* | 0.497 (3) |
C31A | 0.3757 | 0.8911 | 0.8473 | 0.0795 (18)* | 0.497 (3) |
C32A | 0.3998 | 1.0977 | 0.8438 | 0.0518 (12)* | 0.497 (3) |
H32A | 0.3584 (10) | 1.1696 (9) | 0.8309 (3) | 0.061 (2)* | 0.497 (3) |
H32B | 0.4742 (11) | 1.1261 (10) | 0.8436 (4) | 0.067 (3)* | 0.497 (3) |
H32C | 0.3990 (7) | 1.0978 (6) | 0.8774 (3) | 0.0355 (16)* | 0.497 (3) |
N12A | 0.4183 | 0.8112 | 0.8591 | 0.157 (3)* | 0.497 (3) |
C30B | 0.3336 | 1.0032 | 0.8494 | 0.0602 (13)* | 0.503 (3) |
D30B | 0.3764 (6) | 1.0741 (5) | 0.8767 (2) | 0.0633 (15)* | 0.503 (3) |
C31B | 0.3809 | 0.8942 | 0.8581 | 0.0571 (13)* | 0.503 (3) |
C32B | 0.3875 | 1.0465 | 0.8060 | 0.180 (6)* | 0.503 (3) |
H32D | 0.3520 (7) | 1.1333 (9) | 0.79840 (18) | 0.151 (8)* | 0.503 (3) |
H32E | 0.3640 (7) | 0.9862 (7) | 0.7791 (3) | 0.154* | 0.503 (3) |
H32F | 0.4853 (9) | 1.0511 (8) | 0.80922 (11) | 0.068 (3)* | 0.503 (3) |
N12B | 0.4180 | 0.8048 | 0.8635 | 0.0636 (11)* | 0.503 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0362 (9) | 0.0580 (9) | 0.0670 (11) | 0.0082 (7) | −0.0022 (9) | 0.0059 (8) |
N2 | 0.0503 (11) | 0.0689 (10) | 0.0625 (10) | −0.0074 (8) | −0.0150 (9) | 0.0193 (9) |
N3 | 0.0573 (10) | 0.0535 (9) | 0.0610 (11) | −0.0122 (8) | −0.0024 (10) | −0.0106 (8) |
N4 | 0.0244 (8) | 0.0827 (12) | 0.0854 (13) | 0.0100 (8) | −0.0086 (10) | 0.0117 (11) |
O1 | 0.0356 (17) | 0.080 (2) | 0.123 (3) | 0.0128 (15) | 0.0045 (19) | −0.003 (2) |
HO1 | 0.045 (3) | 0.149 (4) | 0.084 (3) | −0.055 (2) | −0.008 (3) | 0.027 (3) |
O2 | 0.071 (3) | 0.097 (3) | 0.113 (3) | −0.013 (2) | 0.003 (3) | 0.025 (2) |
O3 | 0.0537 (16) | 0.0311 (13) | 0.179 (4) | −0.0328 (10) | 0.007 (2) | 0.0121 (18) |
HO3 | 0.059 (3) | 0.066 (3) | 0.077 (3) | −0.027 (2) | 0.030 (2) | −0.031 (2) |
O4 | 0.0471 (16) | 0.133 (2) | 0.0526 (17) | 0.0508 (13) | −0.0101 (16) | −0.0174 (17) |
C1 | 0.0315 (13) | 0.0922 (18) | 0.0685 (16) | −0.0017 (13) | 0.0032 (14) | 0.0140 (15) |
C2 | 0.0393 (15) | 0.097 (2) | 0.0764 (18) | 0.0078 (14) | −0.0067 (15) | −0.0093 (16) |
C3 | 0.0621 (18) | 0.0831 (18) | 0.0644 (16) | 0.0099 (15) | 0.0028 (16) | 0.0081 (15) |
C4 | 0.0638 (17) | 0.0887 (17) | 0.0605 (16) | 0.0273 (13) | 0.0042 (15) | −0.0187 (14) |
C5 | 0.087 (2) | 0.0721 (17) | 0.0830 (18) | −0.0151 (16) | −0.0326 (18) | 0.0251 (15) |
H5A | 0.082 (5) | 0.170 (5) | 0.219 (6) | 0.015 (4) | 0.039 (5) | 0.140 (3) |
H5B | 0.071 (4) | 0.166 (7) | 0.085 (4) | 0.015 (5) | 0.038 (4) | 0.006 (4) |
H5C | 0.187 (8) | 0.328 (13) | 0.064 (3) | 0.036 (10) | −0.082 (4) | −0.081 (5) |
C6 | 0.122 (4) | 0.173 (4) | 0.088 (2) | 0.042 (3) | −0.009 (3) | 0.027 (3) |
H6A | 0.106 (5) | 0.164 (6) | 0.234 (7) | −0.036 (5) | −0.121 (4) | 0.096 (5) |
H6B | 0.126 (6) | 0.287 (9) | 0.078 (4) | −0.118 (5) | −0.032 (4) | 0.051 (5) |
H6C | 0.156 (8) | 0.179 (8) | 0.053 (3) | −0.006 (8) | 0.019 (5) | 0.000 (4) |
C7 | 0.0917 (19) | 0.0436 (13) | 0.113 (2) | 0.0377 (12) | −0.012 (2) | −0.0075 (14) |
H7A | 0.175 (9) | 0.303 (11) | 0.100 (4) | 0.037 (8) | 0.045 (5) | −0.101 (5) |
H7B | 0.172 (7) | 0.122 (4) | 0.124 (4) | 0.033 (5) | −0.033 (5) | 0.086 (3) |
H7C | 0.223 (6) | 0.168 (4) | 0.151 (5) | 0.144 (3) | 0.029 (5) | 0.094 (3) |
C8 | 0.0366 (15) | 0.196 (3) | 0.078 (2) | 0.0475 (18) | 0.0043 (18) | 0.002 (2) |
H8A | 0.102 (6) | 0.39 (2) | 0.142 (7) | 0.074 (9) | −0.080 (5) | −0.032 (10) |
H8B | 0.249 (7) | 0.281 (7) | 0.155 (8) | 0.210 (4) | 0.048 (7) | 0.079 (6) |
H8C | 0.201 (8) | 0.097 (4) | 0.261 (8) | −0.076 (4) | −0.136 (6) | 0.101 (4) |
N5 | 0.0517 (10) | 0.0580 (10) | 0.0837 (13) | 0.0034 (8) | −0.0082 (11) | 0.0137 (10) |
HN5 | 0.021 (2) | 0.117 (5) | 0.196 (7) | −0.006 (3) | −0.009 (4) | −0.047 (5) |
C9 | 0.0510 (15) | 0.1311 (19) | 0.1058 (18) | 0.0384 (14) | −0.0396 (14) | −0.0784 (13) |
H9A | 0.103 (4) | 0.041 (2) | 0.124 (4) | 0.005 (3) | −0.051 (4) | 0.016 (3) |
H9B | 0.130 (5) | 0.053 (3) | 0.100 (4) | −0.036 (3) | 0.004 (4) | −0.020 (3) |
C10 | 0.0797 (19) | 0.112 (2) | 0.0636 (17) | 0.0372 (16) | 0.0197 (17) | −0.0142 (16) |
H10A | 0.080 (3) | 0.053 (2) | 0.144 (5) | 0.031 (2) | 0.026 (4) | 0.030 (3) |
H10B | 0.113 (4) | 0.0204 (18) | 0.280 (7) | 0.013 (2) | 0.120 (4) | 0.042 (3) |
C11 | 0.102 (2) | 0.0666 (18) | 0.094 (2) | 0.0186 (17) | 0.037 (2) | 0.0071 (16) |
H11A | 0.114 (4) | 0.107 (4) | 0.265 (9) | 0.056 (3) | −0.100 (4) | 0.018 (5) |
H11B | 0.073 (3) | 0.180 (6) | 0.087 (3) | 0.044 (3) | 0.078 (2) | 0.031 (4) |
C12 | 0.0421 (15) | 0.197 (4) | 0.0744 (19) | 0.034 (2) | 0.0323 (16) | 0.025 (2) |
H12A | 0.164 (5) | 0.066 (3) | 0.182 (6) | 0.058 (3) | 0.085 (4) | −0.019 (3) |
H12B | 0.077 (3) | 0.147 (4) | 0.115 (4) | 0.066 (3) | 0.071 (3) | 0.058 (3) |
C13 | 0.0411 (15) | 0.0570 (15) | 0.112 (2) | −0.0019 (12) | −0.0030 (17) | 0.0096 (16) |
H13A | 0.061 (4) | 0.155 (6) | 0.210 (9) | −0.032 (4) | 0.034 (5) | 0.048 (6) |
H13B | 0.101 (4) | 0.161 (5) | 0.068 (3) | 0.059 (3) | −0.032 (3) | 0.025 (3) |
C14 | 0.0465 (15) | 0.0843 (19) | 0.0657 (17) | −0.0082 (13) | −0.0054 (15) | 0.0016 (14) |
D14 | 0.108 (3) | 0.103 (2) | 0.114 (3) | 0.006 (2) | −0.005 (3) | −0.045 (2) |
C15 | 0.093 (3) | 0.091 (2) | 0.129 (3) | −0.013 (2) | 0.015 (3) | −0.024 (2) |
C16 | 0.0703 (18) | 0.0672 (16) | 0.153 (3) | 0.0329 (13) | −0.043 (2) | −0.0420 (17) |
H16A | 0.121 (4) | 0.248 (4) | 0.081 (3) | −0.127 (3) | −0.038 (3) | 0.117 (2) |
H16B | 0.180 (7) | 0.062 (3) | 0.110 (5) | 0.050 (4) | 0.009 (5) | −0.030 (3) |
H16C | 0.076 (2) | 0.098 (3) | 0.156 (5) | −0.0596 (18) | −0.063 (3) | −0.023 (3) |
N6 | 0.0830 (16) | 0.1229 (18) | 0.136 (2) | 0.0488 (14) | −0.0171 (18) | −0.0374 (17) |
N7 | 0.0674 (13) | 0.0660 (11) | 0.0582 (11) | −0.0059 (10) | −0.0070 (11) | −0.0191 (8) |
N8 | 0.0233 (8) | 0.0573 (9) | 0.0954 (13) | 0.0110 (7) | 0.0076 (9) | 0.0142 (9) |
N9 | 0.0728 (13) | 0.0732 (12) | 0.0609 (11) | 0.0138 (11) | −0.0174 (11) | −0.0168 (9) |
N10 | 0.0435 (10) | 0.0851 (12) | 0.0673 (11) | 0.0135 (9) | −0.0114 (10) | 0.0114 (10) |
O5 | 0.065 (2) | 0.079 (2) | 0.0658 (19) | −0.0152 (16) | −0.0122 (18) | 0.0049 (16) |
HO5 | 0.095 (4) | 0.098 (3) | 0.096 (3) | 0.030 (3) | −0.022 (3) | −0.058 (2) |
O6 | 0.094 (2) | 0.0772 (19) | 0.0249 (13) | −0.0035 (19) | −0.0182 (15) | 0.0136 (12) |
O7 | 0.085 (3) | 0.100 (3) | 0.078 (2) | −0.008 (2) | −0.034 (2) | 0.009 (2) |
HO7 | 0.112 (3) | 0.069 (3) | 0.075 (3) | 0.054 (2) | −0.045 (3) | −0.020 (2) |
O8 | 0.074 (2) | 0.0660 (17) | 0.0549 (17) | 0.0243 (16) | −0.0089 (16) | 0.0054 (14) |
C17 | 0.0584 (16) | 0.0424 (12) | 0.104 (2) | 0.0040 (12) | −0.0181 (16) | −0.0243 (12) |
C18 | 0.0558 (15) | 0.0542 (13) | 0.0771 (17) | −0.0034 (11) | 0.0186 (14) | 0.0140 (13) |
C19 | 0.0605 (16) | 0.0519 (14) | 0.090 (2) | −0.0192 (12) | −0.0008 (16) | −0.0084 (13) |
C20 | 0.115 (2) | 0.0468 (13) | 0.0680 (16) | 0.0271 (14) | −0.0052 (19) | 0.0164 (12) |
C21 | 0.081 (2) | 0.122 (3) | 0.094 (3) | −0.0413 (19) | −0.021 (2) | 0.000 (2) |
H21A | 0.250 (9) | 0.020 (2) | 0.164 (5) | −0.032 (4) | 0.088 (6) | −0.052 (2) |
H21B | 0.68 (4) | 0.018 (2) | 0.113 (6) | 0.026 (8) | 0.099 (11) | 0.003 (3) |
H21C | 0.586 (11) | 0.128 (4) | 0.104 (5) | −0.232 (4) | 0.096 (6) | 0.004 (3) |
C22 | 0.0461 (18) | 0.110 (3) | 0.146 (3) | 0.0136 (18) | 0.005 (2) | 0.017 (3) |
H22A | 0.235 (6) | 0.0188 (18) | 0.051 (2) | −0.037 (3) | 0.075 (3) | −0.0031 (16) |
H22B | 0.142 (5) | 0.390 (15) | 0.098 (4) | −0.090 (9) | −0.104 (3) | 0.105 (6) |
H22C | 0.073 (4) | 0.063 (3) | 0.206 (8) | −0.009 (3) | 0.042 (5) | −0.020 (4) |
C23 | 0.096 (3) | 0.081 (2) | 0.100 (2) | 0.002 (2) | 0.023 (2) | −0.0154 (19) |
H23A | 0.057 (3) | 0.118 (3) | 0.168 (4) | −0.032 (2) | 0.023 (3) | −0.120 (2) |
H23B | 0.226 (7) | 0.082 (3) | 0.083 (4) | −0.092 (3) | −0.033 (5) | 0.022 (3) |
H23C | 0.130 (7) | 0.421 (8) | 0.179 (4) | −0.033 (7) | 0.052 (5) | −0.239 (3) |
C24 | 0.0593 (17) | 0.0652 (16) | 0.093 (2) | 0.0114 (14) | 0.0031 (18) | 0.0120 (15) |
H24A | 0.92 (4) | 0.100 (4) | 0.009 (2) | 0.139 (12) | −0.039 (8) | −0.016 (3) |
H24B | 0.205 (6) | 0.050 (3) | 0.256 (7) | 0.035 (3) | −0.101 (5) | 0.069 (3) |
H24C | 0.074 (3) | 0.079 (4) | 0.389 (13) | 0.041 (2) | 0.111 (5) | −0.001 (6) |
N11 | 0.0319 (10) | 0.1082 (15) | 0.0722 (13) | −0.0098 (10) | −0.0103 (10) | 0.0047 (12) |
HN11 | 0.053 (3) | 0.0284 (18) | 0.097 (3) | −0.0035 (18) | 0.011 (3) | −0.023 (2) |
C25 | 0.0486 (16) | 0.095 (2) | 0.090 (2) | −0.0167 (15) | −0.0292 (16) | 0.0070 (17) |
H25A | 0.143 (6) | 0.215 (7) | 0.024 (2) | 0.084 (5) | −0.002 (3) | 0.012 (3) |
H25B | 0.080 (3) | 0.205 (5) | 0.055 (2) | −0.054 (3) | −0.045 (2) | −0.039 (3) |
C26 | 0.0528 (15) | 0.0344 (13) | 0.209 (4) | −0.0112 (10) | −0.052 (2) | 0.0229 (18) |
H26A | 0.085 (4) | 0.129 (4) | 0.322 (11) | 0.047 (3) | −0.056 (5) | 0.093 (5) |
H26B | 0.089 (4) | 0.141 (6) | 0.124 (4) | 0.018 (4) | −0.073 (3) | −0.024 (4) |
C27 | 0.069 (2) | 0.094 (2) | 0.175 (4) | 0.0259 (17) | −0.040 (2) | 0.018 (3) |
H27A | 0.072 (3) | 0.278 (9) | 0.251 (9) | −0.104 (4) | 0.103 (5) | −0.094 (8) |
H27B | 0.185 (6) | 0.054 (4) | 0.476 (16) | −0.055 (3) | 0.175 (7) | 0.006 (6) |
C28 | 0.097 (3) | 0.190 (4) | 0.089 (2) | 0.023 (3) | 0.007 (3) | 0.049 (3) |
H28A | 0.059 (3) | 0.614 (17) | 0.150 (5) | 0.160 (6) | 0.080 (4) | 0.193 (7) |
H28B | 0.282 (14) | 0.182 (7) | 0.040 (3) | −0.004 (8) | −0.037 (5) | −0.059 (3) |
C29 | 0.0524 (18) | 0.126 (2) | 0.0616 (16) | 0.0000 (17) | 0.0048 (15) | 0.0305 (17) |
H29B | 0.140 (6) | 0.049 (2) | 0.295 (8) | 0.025 (3) | 0.068 (6) | 0.108 (3) |
Co1—N3 | 1.8794 | Co2—N7 | 1.8920 |
Co1—N4 | 1.8849 | Co2—C30A | 2.0498 |
Co1—N1 | 1.8872 | Co2—C30B | 2.0829 |
Co1—N2 | 1.8873 | Co2—N11 | 2.0933 |
Co1—C14 | 2.0575 | Co2—D30A | 2.497 (7) |
Co1—N5 | 2.1021 | Co2—D30B | 2.808 (7) |
Co1—D14 | 2.504 (5) | N7—C17 | 1.2878 |
N1—C1 | 1.2924 | N7—O5 | 1.3489 |
N1—O1 | 1.3526 | N8—C18 | 1.2978 |
N2—C2 | 1.2990 | N8—O6 | 1.3548 |
N2—O2 | 1.3466 | N9—C19 | 1.2983 |
N3—C3 | 1.3041 | N9—O7 | 1.3374 |
N3—O3 | 1.3596 | N10—C20 | 1.3030 |
N4—C4 | 1.2918 | N10—O8 | 1.3426 |
N4—O4 | 1.3438 | C17—C18 | 1.4664 |
C1—C2 | 1.4639 | C17—C21 | 1.4954 |
C1—C5 | 1.4983 | C18—C22 | 1.4928 |
C2—C6 | 1.4907 | C19—C20 | 1.4598 |
C3—C4 | 1.4617 | C19—C23 | 1.4977 |
C3—C7 | 1.4950 | C20—C24 | 1.4940 |
C4—C8 | 1.4949 | N11—C29 | 1.4853 |
N5—C13 | 1.4884 | N11—C25 | 1.4911 |
N5—C9 | 1.4896 | C25—C26 | 1.5261 |
C9—C10 | 1.5207 | C26—C27 | 1.4855 |
C10—C11 | 1.5175 | C27—C28 | 1.5190 |
C11—C12 | 1.4975 | C28—C29 | 1.5364 |
C12—C13 | 1.5255 | C30A—D30A | 1.109 (7) |
C14—D14 | 1.050 (5) | C30A—C31A | 1.4727 |
C14—C15 | 1.4472 | C30A—C32A | 1.4882 |
C14—C16 | 1.5175 | C31A—N12A | 1.1166 |
C15—N6 | 1.1492 | C30B—D30B | 1.279 (6) |
Co2—N9 | 1.8819 | C30B—C31B | 1.4138 |
Co2—N10 | 1.8852 | C30B—C32B | 1.5544 |
Co2—N8 | 1.8879 | C31B—N12B | 1.1433 |
N3—Co1—N4 | 81.452 (1) | N8—Co2—C30B | 87.2 |
N3—Co1—N1 | 177.839 (1) | N7—Co2—C30B | 96.6 |
N4—Co1—N1 | 98.682 (1) | C30A—Co2—C30B | 15.0 |
N3—Co1—N2 | 98.019 (1) | N9—Co2—N11 | 87.6 |
N4—Co1—N2 | 179.327 (1) | N10—Co2—N11 | 87.937 (1) |
N1—Co1—N2 | 81.863 (1) | N8—Co2—N11 | 91.948 (1) |
N3—Co1—C14 | 90.878 (1) | N7—Co2—N11 | 92.4 |
N4—Co1—C14 | 90.604 (1) | C30A—Co2—N11 | 172.3 |
N1—Co1—C14 | 86.964 (1) | C30B—Co2—N11 | 170.7 |
N2—Co1—C14 | 89.820 (1) | N9—Co2—D30A | 113.03 (17) |
N3—Co1—N5 | 93.457 (1) | N10—Co2—D30A | 71.13 (17) |
N4—Co1—N5 | 91.473 (1) | N8—Co2—D30A | 108.72 (17) |
N1—Co1—N5 | 88.7 | N7—Co2—D30A | 66.99 (17) |
N2—Co1—N5 | 88.141 (1) | C30A—Co2—D30A | 25.92 (17) |
C14—Co1—N5 | 175.4 | C30B—Co2—D30A | 40.88 (17) |
N3—Co1—D14 | 114.73 (11) | N11—Co2—D30A | 147.10 (17) |
N4—Co1—D14 | 90.46 (12) | N9—Co2—D30B | 58.15 (13) |
N1—Co1—D14 | 63.13 (11) | N10—Co2—D30B | 89.44 (13) |
N2—Co1—D14 | 90.14 (12) | N8—Co2—D30B | 90.98 (12) |
C14—Co1—D14 | 24.15 (11) | N7—Co2—D30B | 121.77 (13) |
N5—Co1—D14 | 151.71 (11) | C30A—Co2—D30B | 37.88 (13) |
C1—N1—O1 | 121.321 (1) | C30B—Co2—D30B | 25.17 (13) |
C1—N1—Co1 | 116.281 (1) | N11—Co2—D30B | 145.68 (13) |
O1—N1—Co1 | 122.3 | D30A—Co2—D30B | 61.6 (2) |
C2—N2—O2 | 121.152 (1) | C17—N7—O5 | 120.501 (1) |
C2—N2—Co1 | 116.0 | C17—N7—Co2 | 117.1 |
O2—N2—Co1 | 122.8 | O5—N7—Co2 | 122.237 (1) |
C3—N3—O3 | 119.841 (1) | C18—N8—O6 | 120.331 (1) |
C3—N3—Co1 | 116.771 (1) | C18—N8—Co2 | 116.946 (2) |
O3—N3—Co1 | 123.341 (1) | O6—N8—Co2 | 122.720 (1) |
C4—N4—O4 | 120.629 (1) | C19—N9—O7 | 121.2 |
C4—N4—Co1 | 116.629 (1) | C19—N9—Co2 | 116.482 (1) |
O4—N4—Co1 | 122.725 (1) | O7—N9—Co2 | 122.3 |
N1—C1—C2 | 112.930 (1) | C20—N10—O8 | 120.7 |
N1—C1—C5 | 123.538 (1) | C20—N10—Co2 | 116.4 |
C2—C1—C5 | 123.518 (1) | O8—N10—Co2 | 122.8 |
N2—C2—C1 | 112.896 (1) | N7—C17—C18 | 112.5 |
N2—C2—C6 | 122.2 | N7—C17—C21 | 123.8 |
C1—C2—C6 | 124.895 (1) | C18—C17—C21 | 123.7 |
N3—C3—C4 | 112.101 (2) | N8—C18—C17 | 112.327 (1) |
N3—C3—C7 | 122.3 | N8—C18—C22 | 124.474 (2) |
C4—C3—C7 | 125.611 (1) | C17—C18—C22 | 123.141 (1) |
N4—C4—C3 | 112.942 (1) | N9—C19—C20 | 112.9 |
N4—C4—C8 | 123.7 | N9—C19—C23 | 123.606 (1) |
C3—C4—C8 | 123.299 (1) | C20—C19—C23 | 123.5 |
C13—N5—C9 | 109.768 (1) | N10—C20—C19 | 112.4 |
C13—N5—Co1 | 115.990 (1) | N10—C20—C24 | 124.0 |
C9—N5—Co1 | 116.103 (2) | C19—C20—C24 | 123.5 |
N5—C9—C10 | 112.583 (2) | C29—N11—C25 | 109.449 (2) |
C11—C10—C9 | 110.888 (1) | C29—N11—Co2 | 115.887 (1) |
C12—C11—C10 | 109.439 (1) | C25—N11—Co2 | 116.573 (1) |
C11—C12—C13 | 111.622 (2) | N11—C25—C26 | 111.723 (2) |
N5—C13—C12 | 112.466 (1) | C27—C26—C25 | 111.915 (1) |
D14—C14—C15 | 105.7 (3) | C26—C27—C28 | 109.646 (1) |
D14—C14—C16 | 110.8 (3) | C27—C28—C29 | 111.013 (1) |
C15—C14—C16 | 108.677 (1) | N11—C29—C28 | 110.935 (1) |
D14—C14—Co1 | 102.5 (3) | D30A—C30A—C31A | 108.5 (4) |
C15—C14—Co1 | 111.651 (2) | D30A—C30A—C32A | 108.9 (4) |
C16—C14—Co1 | 116.821 (1) | C31A—C30A—C32A | 111.143 (1) |
C14—D14—Co1 | 53.3 (2) | D30A—C30A—Co2 | 100.2 (4) |
N6—C15—C14 | 177.3 | C31A—C30A—Co2 | 109.887 (1) |
N9—Co2—N10 | 81.644 (1) | C32A—C30A—Co2 | 117.394 (1) |
N9—Co2—N8 | 98.916 (1) | C30A—D30A—Co2 | 53.9 (3) |
N10—Co2—N8 | 179.424 (1) | N12A—C31A—C30A | 177.7 |
N9—Co2—N7 | 179.8 | D30B—C30B—C31B | 108.6 (3) |
N10—Co2—N7 | 98.5 | D30B—C30B—C32B | 101.5 (3) |
N8—Co2—N7 | 80.899 (1) | C31B—C30B—C32B | 107.900 (1) |
N9—Co2—C30A | 94.8 | D30B—C30B—Co2 | 111.0 (3) |
N10—Co2—C30A | 85.1 | C31B—C30B—Co2 | 113.451 (1) |
N8—Co2—C30A | 94.945 (1) | C32B—C30B—Co2 | 113.6 |
N7—Co2—C30A | 85.2 | C30B—D30B—Co2 | 43.8 (2) |
N9—Co2—C30B | 83.3 | N12B—C31B—C30B | 177.3 |
N10—Co2—C30B | 93.0 |
Experimental details
(2-initial) | (2-irradiated) | (2-neutron) | (3-initial) | |
Crystal data | ||||
Chemical formula | C16H23CoN6O4 | C16H23CoN6O4 | C16H22CoDN6O4 | C16H29CoN6O4 |
Mr | 422.33 | 422.33 | 423.33 | 428.38 |
Crystal system, space group | Monoclinic, P21 | Monoclinic, P21 | Monoclinic, P21 | Orthorhombic, P212121 |
Temperature (K) | 293 | 293 | 293 | 293 |
a, b, c (Å) | 16.0665 (15), 12.5929 (11), 9.6440 (11) | 16.023 (5), 12.6272 (18), 9.628 (2) | 16.023 (5), 12.627 (2), 9.628 (2) | 11.4309 (12), 11.6591 (6), 30.701 (3) |
α, β, γ (°) | 90, 94.626 (9), 90 | 90, 94.23 (2), 90 | 90, 94.23 (2), 90 | 90, 90, 90 |
V (Å3) | 1944.9 (3) | 1942.6 (7) | 1942.6 (7) | 4091.6 (6) |
Z | 4 | 4 | 4 | 8 |
Radiation type | Mo Kα | Mo Kα | Neutron, λ = 1.06000 Å | Mo Kα |
µ (mm−1) | 0.92 | 0.92 | 0.21 | 0.87 |
Crystal size (mm) | 0.3 × 0.3 × 0.2 | 0.2 × 0.2 × 0.1 | 3.0 × 3.0 × 0.6 | 0.3 × 0.3 × 0.1 |
Data collection | ||||
Diffractometer | Rigaku AFC7R diffractometer | Rigaku AFC7R diffractometer | BIX-I diffractometer | Bluker SMART CCD diffractometer |
Absorption correction | ψ scans (North et al., 1968) | ψ scans (North et al., 1968) | – | Empirical (using intensity measurements) (SADABS: Sheldrick, 1996) |
Tmin, Tmax | 0.637, 0.832 | 0.731, 0.832 | – | 0.632, 0.781 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 4690, 4542, 3294 | 8931, 8580, 4898 | 1954, 1424, 1418 | 15591, 8265, 7379 |
Rint | 0.030 | 0.064 | 0.076 | 0.114 |
(sin θ/λ)max (Å−1) | 0.650 | 0.856 | 0.631 | 0.651 |
Refinement | ||||
R[F2 > 2σ(F2)], wR(F2), S | 0.052, 0.173, 1.02 | 0.044, 0.155, 1.02 | 0.132, 0.328, 3.30 | 0.084, 0.252, 1.77 |
No. of reflections | 4542 | 8580 | 1424 | 8265 |
No. of parameters | 498 | 587 | 464 | 491 |
No. of restraints | 1 | 16 | 25 | 0 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement | H atoms treated by a mixture of independent and constrained refinement | Refine | H atoms treated by a mixture of independent and constrained refinement |
(Δ/σ)max | < 0.001 | 0.012 | −0.136 | 0.002 |
Δρmax, Δρmin (e Å−3) | 0.76, −1.13 | 1.02, −0.53 | 0.16, −0.10 | 0.80, −1.34 |
Absolute structure | Flack H D (1983), Acta Cryst. A39, 876-881 | Flack H D (1983), Acta Cryst. A39, 876-881 | Flack H D (1983), Acta Cryst. A39, 876-881 | Flack H D (1983), Acta Cryst. A39, 876-881 |
Absolute structure parameter | −0.01 (3) | 0.03 (2) | −9.99 (999) | 0.10 (3) |
(3-irradiated) | (3-neutron) | |
Crystal data | ||
Chemical formula | C16H29CoN6O4 | C16H28CoDN6O4 |
Mr | 428.38 | 429.38 |
Crystal system, space group | Orthorhombic, P212121 | Orthorhombic, P212121 |
Temperature (K) | 293 | 293 |
a, b, c (Å) | 11.4039 (2), 11.7354 (2), 30.7446 (1) | 11.4039 (2), 11.7354 (1), 30.7446 (2) |
α, β, γ (°) | 90, 90, 90 | 90, 90, 90 |
V (Å3) | 4114.53 (10) | 4114.53 (8) |
Z | 8 | 8 |
Radiation type | Mo Kα | Neutron, λ = 1.06000 Å |
µ (mm−1) | 0.87 | 0.24 |
Crystal size (mm) | 0.3 × 0.3 × 0.2 | 3.0 × 3.0 × 1.0 |
Data collection | ||
Diffractometer | Bluker SMART CCD diffractometer | BIX-I diffractometer |
Absorption correction | Empirical (using intensity measurements) (SADABS: Sheldrick, 1996) | – |
Tmin, Tmax | 0.627, 0.743 | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 70341, 18013, 12035 | 2928, 2137, 2124 |
Rint | 0.048 | 0.063 |
(sin θ/λ)max (Å−1) | 0.807 | 0.650 |
Refinement | ||
R[F2 > 2σ(F2)], wR(F2), S | 0.045, 0.097, 1.01 | 0.104, 0.268, 1.16 |
No. of reflections | 18013 | 2137 |
No. of parameters | 629 | 805 |
No. of restraints | 12 | 11 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement | H atoms treated by a mixture of independent and constrained refinement |
(Δ/σ)max | 0.004 | 0.056 |
Δρmax, Δρmin (e Å−3) | 0.48, −0.64 | 0.11, −0.08 |
Absolute structure | Flack H D (1983), Acta Cryst. A39, 876-881 | Flack H D (1983), Acta Cryst. A39, 876-881 |
Absolute structure parameter | −0.007 (9) | 0 (10) |
Computer programs: local program, SMART (Siemens, 1996), SAINT (Siemens, 1994), TEXSAN, SIR92 (Cascarano et al., 1994), initial structure was determined by X-ray, SHELXL97 (Sheldrick, 1997), SHELXL93 (Sheldrick, 1993), ORTEPIII.