

Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229619009136/yf3180sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S2053229619009136/yf3180sf180123-7sup2.hkl |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S2053229619009136/yf3180sf180611a_sqsup3.hkl |
CCDC references: 1936423; 1936422
For both structures, data collection: APEX2 (Bruker, 2012); cell refinement: SAINT (Bruker, 2012); data reduction: SAINT (Bruker, 2012); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008), DIAMOND (Brandenburg, 2005) and PLATON (Spek, 2009); software used to prepare material for publication: pubCIF (Westrip, 2010).
[Co2(C16H6O8)(C14H14N4)2] | F(000) = 944 |
Mr = 920.65 | Dx = 1.535 Mg m−3 |
Monoclinic, Pn | Mo Kα radiation, λ = 0.71073 Å |
a = 10.4597 (9) Å | Cell parameters from 2201 reflections |
b = 12.7980 (6) Å | θ = 2.2–19.5° |
c = 15.0545 (9) Å | µ = 0.90 mm−1 |
β = 98.709 (5)° | T = 296 K |
V = 1992.0 (2) Å3 | Block, blue |
Z = 2 | 0.32 × 0.30 × 0.26 mm |
Bruker APEXII CCD diffractometer | 5115 reflections with I > 2σ(I) |
Radiation source: sealed tube | Rint = 0.089 |
φ and ω scans | θmax = 27.2°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2012) | h = −13→13 |
Tmin = 0.680, Tmax = 0.746 | k = −16→16 |
24855 measured reflections | l = −19→19 |
8869 independent reflections |
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.068 | w = 1/[σ2(Fo2) + (0.0831P)2 + 0.0494P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.183 | (Δ/σ)max = 0.001 |
S = 1.00 | Δρmax = 0.69 e Å−3 |
8869 reflections | Δρmin = −0.34 e Å−3 |
559 parameters | Absolute structure: Flack x determined using 1721 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013) |
83 restraints | Absolute structure parameter: 0.059 (17) |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
x | y | z | Uiso*/Ueq | ||
Co1 | 0.74945 (8) | 0.91204 (7) | 0.71858 (6) | 0.0390 (2) | |
Co2 | 0.36031 (9) | 0.57480 (7) | 1.29195 (6) | 0.0419 (3) | |
O1 | 0.7780 (5) | 0.8668 (5) | 0.8484 (3) | 0.0581 (16) | |
O2 | 0.5816 (6) | 0.8354 (5) | 0.7893 (4) | 0.0701 (19) | |
O3 | 0.4067 (5) | 0.6172 (4) | 1.1728 (3) | 0.0498 (15) | |
O4 | 0.6078 (5) | 0.6236 (5) | 1.2424 (3) | 0.0610 (17) | |
O5 | 0.8102 (5) | 0.5359 (4) | 0.9502 (3) | 0.0449 (14) | |
O6 | 0.9357 (5) | 0.5552 (4) | 0.8445 (3) | 0.0513 (14) | |
O7 | 1.1278 (6) | 0.9767 (4) | 1.1657 (4) | 0.0620 (17) | |
O8 | 1.2285 (6) | 0.9886 (5) | 1.0496 (5) | 0.0789 (19) | |
N1 | 0.7432 (6) | 0.7821 (4) | 0.6444 (4) | 0.0442 (14) | |
N2 | 0.7580 (7) | 0.6850 (4) | 0.5255 (4) | 0.0525 (19) | |
N3 | 0.6417 (7) | 1.0092 (5) | 0.2610 (5) | 0.0591 (14) | |
N4 | 0.4358 (7) | 1.0329 (5) | 0.2218 (5) | 0.059 (2) | |
N5 | 0.1696 (6) | 0.5516 (4) | 1.2561 (4) | 0.0436 (17) | |
N6 | −0.0314 (6) | 0.4960 (5) | 1.2513 (4) | 0.0438 (17) | |
N7 | −0.1214 (6) | 0.1896 (4) | 0.9838 (4) | 0.0462 (17) | |
N8 | −0.1150 (6) | 0.2956 (4) | 0.8721 (4) | 0.0405 (16) | |
C1 | 0.7361 (6) | 0.7440 (5) | 1.0081 (4) | 0.0322 (16) | |
C2 | 0.6447 (5) | 0.7747 (4) | 0.93636 (18) | 0.0400 (19) | |
C3 | 0.5147 (7) | 0.7535 (6) | 0.9424 (5) | 0.053 (2) | |
H3 | 0.451703 | 0.769692 | 0.893913 | 0.064* | |
C4 | 0.4767 (7) | 0.7086 (6) | 1.0192 (5) | 0.051 (2) | |
H4 | 0.389570 | 0.695787 | 1.020708 | 0.061* | |
C5 | 0.5653 (4) | 0.6838 (4) | 1.09110 (18) | 0.0360 (17) | |
C6 | 0.6977 (6) | 0.7045 (5) | 1.0865 (4) | 0.0324 (17) | |
H6 | 0.759721 | 0.691451 | 1.136367 | 0.039* | |
C7 | 0.6700 (5) | 0.8273 (4) | 0.85228 (18) | 0.0403 (19) | |
C8 | 0.5275 (4) | 0.6403 (4) | 1.17533 (18) | 0.0416 (19) | |
C9 | 0.8803 (6) | 0.7541 (5) | 1.0063 (4) | 0.0313 (16) | |
C10 | 0.9473 (5) | 0.6835 (2) | 0.9582 (3) | 0.0375 (18) | |
C11 | 1.0755 (7) | 0.7045 (5) | 0.9510 (5) | 0.0385 (18) | |
H11 | 1.120038 | 0.659957 | 0.917611 | 0.046* | |
C12 | 1.1382 (7) | 0.7907 (5) | 0.9925 (5) | 0.044 (2) | |
H12 | 1.222721 | 0.805300 | 0.984301 | 0.053* | |
C13 | 1.0757 (6) | 0.8559 (5) | 1.0467 (5) | 0.0380 (18) | |
C14 | 0.9469 (7) | 0.8364 (5) | 1.0523 (5) | 0.0401 (19) | |
H14 | 0.903905 | 0.879585 | 1.087710 | 0.048* | |
C15 | 0.8909 (5) | 0.5854 (2) | 0.9152 (3) | 0.0385 (18) | |
C16 | 1.1477 (8) | 0.9479 (6) | 1.0895 (6) | 0.051 (2) | |
C17 | 0.7574 (8) | 0.7810 (6) | 0.5581 (5) | 0.0507 (19) | |
H17 | 0.765839 | 0.840900 | 0.524518 | 0.061* | |
C18 | 0.7412 (8) | 0.6808 (6) | 0.6642 (5) | 0.0573 (19) | |
H18 | 0.733487 | 0.654994 | 0.720904 | 0.069* | |
C19 | 0.7515 (9) | 0.6206 (6) | 0.5935 (6) | 0.062 (3) | |
H19 | 0.753633 | 0.547968 | 0.592162 | 0.075* | |
C20 | 0.7709 (10) | 0.6567 (7) | 0.4326 (5) | 0.073 (2) | |
H20A | 0.685518 | 0.645868 | 0.398539 | 0.087* | |
H20B | 0.818162 | 0.591432 | 0.432862 | 0.087* | |
C21 | 0.8395 (10) | 0.7389 (7) | 0.3878 (6) | 0.0713 (16) | |
C22 | 0.9674 (10) | 0.7341 (8) | 0.3852 (7) | 0.0832 (19) | |
H22 | 1.014678 | 0.677792 | 0.411857 | 0.100* | |
C23 | 1.0305 (10) | 0.8117 (9) | 0.3434 (7) | 0.0887 (19) | |
H23 | 1.115721 | 0.801934 | 0.334355 | 0.106* | |
C24 | 0.9681 (10) | 0.9005 (9) | 0.3164 (7) | 0.0856 (19) | |
H24 | 1.012555 | 0.954016 | 0.292490 | 0.103* | |
C25 | 0.8383 (9) | 0.9136 (8) | 0.3235 (7) | 0.0766 (18) | |
C26 | 0.7764 (9) | 0.8275 (7) | 0.3576 (6) | 0.0710 (18) | |
H26 | 0.688123 | 0.831890 | 0.359386 | 0.085* | |
C27 | 0.7710 (9) | 1.0190 (7) | 0.3116 (7) | 0.073 (2) | |
H27A | 0.765460 | 1.048697 | 0.370204 | 0.088* | |
H27B | 0.821544 | 1.066137 | 0.280370 | 0.088* | |
C28 | 0.5319 (9) | 1.0549 (6) | 0.2800 (6) | 0.063 (2) | |
H28 | 0.528049 | 1.097196 | 0.329776 | 0.076* | |
C29 | 0.4842 (9) | 0.9713 (7) | 0.1568 (7) | 0.069 (2) | |
H29 | 0.436649 | 0.945304 | 0.104207 | 0.083* | |
C30 | 0.6138 (10) | 0.9564 (7) | 0.1846 (7) | 0.0708 (18) | |
H30 | 0.670540 | 0.917410 | 0.155928 | 0.085* | |
C31 | 0.0875 (7) | 0.5018 (5) | 1.2984 (5) | 0.0387 (18) | |
H31 | 0.109615 | 0.473243 | 1.355470 | 0.046* | |
C32 | −0.0238 (8) | 0.5470 (6) | 1.1708 (5) | 0.051 (2) | |
H32 | −0.090342 | 0.555307 | 1.122843 | 0.062* | |
C33 | 0.0957 (8) | 0.5814 (6) | 1.1755 (5) | 0.045 (2) | |
H33 | 0.126367 | 0.620300 | 1.130951 | 0.055* | |
C34 | −0.1477 (8) | 0.4551 (6) | 1.2805 (5) | 0.049 (2) | |
H34A | −0.208216 | 0.512167 | 1.282233 | 0.058* | |
H34B | −0.125210 | 0.428890 | 1.341320 | 0.058* | |
C35 | −0.2145 (7) | 0.3696 (6) | 1.2232 (5) | 0.042 (2) | |
C36 | −0.3448 (7) | 0.3585 (7) | 1.2130 (5) | 0.052 (2) | |
H36 | −0.394041 | 0.403679 | 1.242453 | 0.062* | |
C37 | −0.4065 (8) | 0.2771 (7) | 1.1569 (6) | 0.063 (3) | |
H37 | −0.496072 | 0.270496 | 1.148646 | 0.075* | |
C38 | −0.3352 (9) | 0.2104 (6) | 1.1161 (5) | 0.060 (3) | |
H38 | −0.375641 | 0.155151 | 1.082962 | 0.072* | |
C39 | −0.2048 (8) | 0.2221 (5) | 1.1224 (4) | 0.042 (2) | |
C40 | −0.1433 (7) | 0.2986 (6) | 1.1785 (5) | 0.045 (2) | |
H40 | −0.053519 | 0.303100 | 1.186806 | 0.053* | |
C41 | −0.1244 (9) | 0.1499 (6) | 1.0745 (5) | 0.062 (3) | |
H41A | −0.037169 | 0.146033 | 1.107127 | 0.074* | |
H41B | −0.161313 | 0.080270 | 1.071412 | 0.074* | |
C42 | −0.1279 (8) | 0.2891 (6) | 0.9553 (5) | 0.049 (2) | |
H42 | −0.140214 | 0.346099 | 0.991357 | 0.059* | |
C43 | −0.0956 (9) | 0.1963 (6) | 0.8427 (6) | 0.064 (2) | |
H43 | −0.080666 | 0.177422 | 0.785546 | 0.076* | |
C44 | −0.1022 (9) | 0.1306 (6) | 0.9127 (6) | 0.069 (3) | |
H44 | −0.094875 | 0.058220 | 0.911815 | 0.083* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0527 (5) | 0.0360 (4) | 0.0295 (4) | 0.0131 (5) | 0.0095 (4) | 0.0066 (4) |
Co2 | 0.0563 (6) | 0.0345 (4) | 0.0354 (5) | 0.0080 (5) | 0.0087 (4) | 0.0080 (4) |
O1 | 0.054 (3) | 0.080 (4) | 0.041 (3) | −0.010 (3) | 0.009 (2) | 0.020 (3) |
O2 | 0.068 (4) | 0.097 (4) | 0.045 (3) | −0.013 (4) | 0.007 (3) | 0.017 (3) |
O3 | 0.053 (3) | 0.055 (3) | 0.041 (3) | 0.000 (3) | 0.008 (2) | 0.012 (2) |
O4 | 0.068 (4) | 0.077 (4) | 0.038 (3) | 0.000 (3) | 0.006 (3) | 0.010 (3) |
O5 | 0.052 (3) | 0.040 (3) | 0.045 (3) | −0.016 (2) | 0.016 (2) | −0.011 (2) |
O6 | 0.070 (3) | 0.039 (3) | 0.051 (3) | −0.014 (3) | 0.029 (2) | −0.022 (2) |
O7 | 0.073 (4) | 0.057 (3) | 0.059 (3) | −0.020 (3) | 0.021 (3) | −0.023 (3) |
O8 | 0.081 (4) | 0.064 (4) | 0.099 (4) | −0.040 (3) | 0.036 (3) | −0.019 (3) |
N1 | 0.064 (3) | 0.036 (2) | 0.033 (2) | 0.010 (2) | 0.010 (2) | 0.006 (2) |
N2 | 0.089 (5) | 0.028 (3) | 0.038 (3) | 0.005 (3) | 0.002 (3) | −0.003 (3) |
N3 | 0.067 (3) | 0.051 (2) | 0.059 (3) | 0.002 (2) | 0.009 (2) | 0.016 (2) |
N4 | 0.067 (4) | 0.040 (4) | 0.070 (4) | −0.007 (3) | 0.011 (4) | 0.006 (3) |
N5 | 0.056 (4) | 0.028 (3) | 0.044 (3) | 0.006 (3) | −0.003 (3) | 0.008 (3) |
N6 | 0.055 (4) | 0.042 (3) | 0.031 (3) | −0.003 (3) | −0.002 (3) | −0.002 (3) |
N7 | 0.061 (4) | 0.033 (3) | 0.048 (3) | 0.009 (3) | 0.019 (3) | −0.003 (3) |
N8 | 0.044 (3) | 0.034 (3) | 0.045 (3) | −0.007 (3) | 0.012 (3) | −0.010 (3) |
C1 | 0.035 (3) | 0.028 (3) | 0.036 (3) | −0.007 (3) | 0.011 (3) | −0.005 (3) |
C2 | 0.034 (4) | 0.043 (4) | 0.045 (4) | 0.005 (3) | 0.012 (3) | 0.002 (3) |
C3 | 0.030 (4) | 0.070 (5) | 0.057 (5) | 0.009 (4) | 0.001 (4) | 0.020 (4) |
C4 | 0.028 (4) | 0.064 (5) | 0.065 (5) | 0.016 (3) | 0.018 (3) | 0.022 (4) |
C5 | 0.038 (4) | 0.038 (4) | 0.034 (3) | 0.004 (3) | 0.012 (3) | 0.000 (3) |
C6 | 0.027 (3) | 0.039 (4) | 0.032 (3) | 0.000 (3) | 0.006 (3) | −0.001 (3) |
C7 | 0.029 (4) | 0.062 (5) | 0.030 (3) | 0.008 (3) | 0.003 (3) | 0.003 (3) |
C8 | 0.035 (4) | 0.045 (4) | 0.049 (4) | 0.001 (3) | 0.020 (3) | 0.003 (3) |
C9 | 0.031 (3) | 0.041 (4) | 0.022 (3) | −0.001 (3) | 0.003 (3) | −0.003 (3) |
C10 | 0.044 (4) | 0.035 (4) | 0.036 (3) | −0.005 (3) | 0.014 (3) | 0.000 (3) |
C11 | 0.041 (4) | 0.032 (3) | 0.042 (4) | −0.001 (3) | 0.007 (3) | −0.015 (3) |
C12 | 0.034 (4) | 0.043 (4) | 0.059 (4) | −0.007 (3) | 0.015 (3) | −0.001 (4) |
C13 | 0.031 (3) | 0.033 (3) | 0.050 (4) | −0.001 (3) | 0.008 (3) | −0.013 (3) |
C14 | 0.048 (4) | 0.034 (4) | 0.039 (4) | −0.006 (3) | 0.010 (3) | −0.005 (3) |
C15 | 0.041 (4) | 0.030 (3) | 0.041 (4) | −0.007 (3) | −0.002 (3) | −0.011 (3) |
C16 | 0.050 (4) | 0.037 (4) | 0.062 (5) | −0.012 (4) | −0.004 (4) | −0.004 (4) |
C17 | 0.077 (4) | 0.037 (3) | 0.037 (3) | 0.009 (3) | 0.001 (3) | 0.007 (3) |
C18 | 0.082 (4) | 0.048 (3) | 0.046 (3) | 0.004 (3) | 0.021 (3) | 0.013 (3) |
C19 | 0.095 (6) | 0.036 (4) | 0.059 (5) | −0.008 (4) | 0.024 (5) | 0.004 (4) |
C20 | 0.105 (4) | 0.064 (4) | 0.050 (4) | 0.020 (4) | 0.014 (4) | −0.006 (3) |
C21 | 0.088 (3) | 0.068 (3) | 0.060 (3) | 0.026 (3) | 0.020 (3) | 0.003 (3) |
C22 | 0.089 (3) | 0.082 (3) | 0.079 (3) | 0.033 (3) | 0.012 (3) | 0.000 (3) |
C23 | 0.080 (3) | 0.101 (4) | 0.090 (3) | 0.030 (3) | 0.028 (3) | 0.008 (3) |
C24 | 0.074 (3) | 0.102 (4) | 0.087 (3) | 0.016 (3) | 0.033 (3) | 0.020 (3) |
C25 | 0.066 (3) | 0.090 (3) | 0.079 (3) | 0.018 (3) | 0.029 (3) | 0.029 (3) |
C26 | 0.071 (3) | 0.077 (3) | 0.070 (3) | 0.025 (3) | 0.028 (3) | 0.022 (3) |
C27 | 0.078 (4) | 0.072 (4) | 0.068 (4) | −0.006 (4) | 0.004 (4) | 0.013 (4) |
C28 | 0.075 (4) | 0.051 (4) | 0.066 (4) | 0.005 (3) | 0.018 (3) | 0.022 (3) |
C29 | 0.075 (4) | 0.060 (4) | 0.075 (4) | 0.004 (4) | 0.018 (4) | 0.012 (4) |
C30 | 0.078 (3) | 0.061 (3) | 0.074 (3) | 0.002 (3) | 0.014 (3) | 0.010 (3) |
C31 | 0.048 (4) | 0.037 (4) | 0.027 (3) | 0.013 (3) | −0.005 (3) | 0.000 (3) |
C32 | 0.060 (5) | 0.061 (5) | 0.028 (4) | 0.019 (4) | −0.009 (4) | 0.001 (4) |
C33 | 0.061 (5) | 0.042 (4) | 0.030 (3) | 0.004 (4) | −0.001 (3) | 0.015 (3) |
C34 | 0.046 (4) | 0.055 (4) | 0.044 (4) | 0.009 (4) | 0.003 (3) | −0.008 (4) |
C35 | 0.042 (4) | 0.045 (4) | 0.039 (4) | 0.000 (3) | −0.001 (4) | 0.007 (3) |
C36 | 0.047 (4) | 0.068 (5) | 0.046 (4) | 0.008 (4) | 0.022 (3) | 0.007 (4) |
C37 | 0.027 (4) | 0.080 (6) | 0.081 (6) | −0.013 (4) | 0.010 (4) | 0.008 (5) |
C38 | 0.073 (6) | 0.049 (4) | 0.058 (5) | −0.019 (4) | 0.004 (5) | 0.009 (4) |
C39 | 0.060 (5) | 0.039 (4) | 0.027 (3) | −0.006 (4) | 0.005 (3) | 0.008 (3) |
C40 | 0.037 (4) | 0.054 (4) | 0.044 (4) | 0.006 (4) | 0.010 (3) | 0.004 (4) |
C41 | 0.102 (7) | 0.032 (4) | 0.052 (5) | 0.015 (4) | 0.014 (5) | 0.005 (4) |
C42 | 0.072 (5) | 0.037 (4) | 0.041 (4) | −0.003 (4) | 0.018 (4) | −0.004 (3) |
C43 | 0.096 (6) | 0.041 (4) | 0.065 (5) | 0.006 (4) | 0.048 (4) | −0.008 (4) |
C44 | 0.105 (7) | 0.032 (4) | 0.079 (5) | 0.012 (4) | 0.043 (5) | −0.007 (4) |
Co1—O7i | 1.993 (5) | C11—H11 | 0.9300 |
Co1—N1 | 1.998 (6) | C12—C13 | 1.397 (10) |
Co1—O1 | 2.016 (5) | C12—H12 | 0.9300 |
Co1—N4ii | 2.066 (7) | C13—C14 | 1.385 (10) |
Co1—O2 | 2.397 (6) | C13—C16 | 1.490 (10) |
Co2—O6iii | 1.956 (5) | C14—H14 | 0.9300 |
Co2—O3 | 2.003 (5) | C17—H17 | 0.9300 |
Co2—N5 | 2.008 (7) | C18—C19 | 1.331 (11) |
Co2—N8iv | 2.044 (6) | C18—H18 | 0.9300 |
O1—C7 | 1.247 (7) | C19—H19 | 0.9300 |
O2—C7 | 1.225 (7) | C20—C21 | 1.492 (14) |
O3—C8 | 1.292 (7) | C20—H20A | 0.9700 |
O4—C8 | 1.231 (6) | C20—H20B | 0.9700 |
O5—C15 | 1.236 (7) | C21—C22 | 1.345 (14) |
O6—C15 | 1.286 (7) | C21—C26 | 1.356 (12) |
O7—C16 | 1.252 (10) | C22—C23 | 1.394 (15) |
O8—C16 | 1.225 (10) | C22—H22 | 0.9300 |
N1—C17 | 1.329 (9) | C23—C24 | 1.343 (14) |
N1—C18 | 1.332 (10) | C23—H23 | 0.9300 |
N2—C17 | 1.323 (9) | C24—C25 | 1.388 (14) |
N2—C19 | 1.324 (10) | C24—H24 | 0.9300 |
N2—C20 | 1.471 (10) | C25—C26 | 1.413 (13) |
N3—C30 | 1.328 (12) | C25—C27 | 1.520 (13) |
N3—C28 | 1.356 (11) | C26—H26 | 0.9300 |
N3—C27 | 1.454 (11) | C27—H27A | 0.9700 |
N4—C28 | 1.262 (11) | C27—H27B | 0.9700 |
N4—C29 | 1.410 (12) | C28—H28 | 0.9300 |
N5—C31 | 1.310 (10) | C29—C30 | 1.370 (13) |
N5—C33 | 1.390 (9) | C29—H29 | 0.9300 |
N6—C31 | 1.337 (9) | C30—H30 | 0.9300 |
N6—C32 | 1.389 (9) | C31—H31 | 0.9300 |
N6—C34 | 1.452 (10) | C32—C33 | 1.317 (11) |
N7—C42 | 1.342 (9) | C32—H32 | 0.9300 |
N7—C44 | 1.349 (10) | C33—H33 | 0.9300 |
N7—C41 | 1.461 (10) | C34—C35 | 1.499 (10) |
N8—C42 | 1.283 (9) | C34—H34A | 0.9700 |
N8—C43 | 1.370 (9) | C34—H34B | 0.9700 |
C1—C2 | 1.387 (7) | C35—C36 | 1.356 (10) |
C1—C6 | 1.397 (9) | C35—C40 | 1.408 (10) |
C1—C9 | 1.518 (9) | C36—C37 | 1.432 (12) |
C2—C3 | 1.403 (9) | C36—H36 | 0.9300 |
C2—C7 | 1.492 (3) | C37—C38 | 1.341 (12) |
C3—C4 | 1.401 (11) | C37—H37 | 0.9300 |
C3—H3 | 0.9300 | C38—C39 | 1.361 (12) |
C4—C5 | 1.352 (8) | C38—H38 | 0.9300 |
C4—H4 | 0.9300 | C39—C40 | 1.386 (10) |
C5—C6 | 1.423 (8) | C39—C41 | 1.505 (11) |
C5—C8 | 1.492 (3) | C40—H40 | 0.9300 |
C6—H6 | 0.9300 | C41—H41A | 0.9700 |
C9—C14 | 1.389 (9) | C41—H41B | 0.9700 |
C9—C10 | 1.409 (8) | C42—H42 | 0.9300 |
C10—C11 | 1.388 (9) | C43—C44 | 1.358 (12) |
C10—C15 | 1.492 (3) | C43—H43 | 0.9300 |
C11—C12 | 1.383 (9) | C44—H44 | 0.9300 |
O7i—Co1—N1 | 114.0 (2) | N1—C17—H17 | 123.8 |
O7i—Co1—O1 | 125.8 (2) | C19—C18—N1 | 112.3 (7) |
N1—Co1—O1 | 106.9 (2) | C19—C18—H18 | 123.9 |
O7i—Co1—N4ii | 108.0 (3) | N1—C18—H18 | 123.9 |
N1—Co1—N4ii | 104.4 (3) | N2—C19—C18 | 106.1 (7) |
O1—Co1—N4ii | 94.3 (3) | N2—C19—H19 | 126.9 |
O7i—Co1—O2 | 90.2 (2) | C18—C19—H19 | 126.9 |
N1—Co1—O2 | 86.8 (2) | N2—C20—C21 | 112.0 (7) |
O1—Co1—O2 | 57.5 (2) | N2—C20—H20A | 109.2 |
N4ii—Co1—O2 | 151.8 (2) | C21—C20—H20A | 109.2 |
O6iii—Co2—O3 | 117.1 (2) | N2—C20—H20B | 109.2 |
O6iii—Co2—N5 | 107.9 (2) | C21—C20—H20B | 109.2 |
O3—Co2—N5 | 99.5 (2) | H20A—C20—H20B | 107.9 |
O6iii—Co2—N8iv | 116.4 (2) | C22—C21—C26 | 117.6 (10) |
O3—Co2—N8iv | 106.4 (2) | C22—C21—C20 | 122.0 (9) |
N5—Co2—N8iv | 108.0 (2) | C26—C21—C20 | 119.9 (9) |
C7—O1—Co1 | 99.2 (3) | C21—C22—C23 | 121.5 (10) |
C7—O2—Co1 | 82.0 (4) | C21—C22—H22 | 119.3 |
C8—O3—Co2 | 113.8 (3) | C23—C22—H22 | 119.3 |
C15—O6—Co2v | 114.6 (4) | C24—C23—C22 | 119.9 (10) |
C16—O7—Co1ii | 113.1 (5) | C24—C23—H23 | 120.1 |
C17—N1—C18 | 102.5 (6) | C22—C23—H23 | 120.1 |
C17—N1—Co1 | 123.8 (5) | C23—C24—C25 | 121.0 (10) |
C18—N1—Co1 | 133.3 (5) | C23—C24—H24 | 119.5 |
C17—N2—C19 | 106.7 (6) | C25—C24—H24 | 119.5 |
C17—N2—C20 | 126.0 (7) | C24—C25—C26 | 116.2 (9) |
C19—N2—C20 | 127.2 (7) | C24—C25—C27 | 122.7 (9) |
C30—N3—C28 | 108.7 (8) | C26—C25—C27 | 120.3 (9) |
C30—N3—C27 | 124.2 (8) | C21—C26—C25 | 123.2 (9) |
C28—N3—C27 | 127.0 (8) | C21—C26—H26 | 118.4 |
C28—N4—C29 | 105.9 (8) | C25—C26—H26 | 118.4 |
C28—N4—Co1i | 126.1 (6) | N3—C27—C25 | 111.3 (8) |
C29—N4—Co1i | 127.7 (6) | N3—C27—H27A | 109.4 |
C31—N5—C33 | 103.8 (6) | C25—C27—H27A | 109.4 |
C31—N5—Co2 | 129.7 (5) | N3—C27—H27B | 109.4 |
C33—N5—Co2 | 126.3 (5) | C25—C27—H27B | 109.4 |
C31—N6—C32 | 105.4 (6) | H27A—C27—H27B | 108.0 |
C31—N6—C34 | 127.8 (6) | N4—C28—N3 | 111.6 (8) |
C32—N6—C34 | 126.5 (6) | N4—C28—H28 | 124.2 |
C42—N7—C44 | 106.5 (6) | N3—C28—H28 | 124.2 |
C42—N7—C41 | 128.4 (6) | C30—C29—N4 | 108.0 (8) |
C44—N7—C41 | 125.0 (6) | C30—C29—H29 | 126.0 |
C42—N8—C43 | 107.3 (6) | N4—C29—H29 | 126.0 |
C42—N8—Co2vi | 127.3 (5) | N3—C30—C29 | 105.7 (9) |
C43—N8—Co2vi | 125.0 (5) | N3—C30—H30 | 127.1 |
C2—C1—C6 | 120.5 (6) | C29—C30—H30 | 127.1 |
C2—C1—C9 | 122.1 (5) | N5—C31—N6 | 113.3 (6) |
C6—C1—C9 | 117.4 (5) | N5—C31—H31 | 123.4 |
C1—C2—C3 | 117.0 (5) | N6—C31—H31 | 123.4 |
C1—C2—C7 | 126.8 (5) | C33—C32—N6 | 106.9 (6) |
C3—C2—C7 | 116.1 (5) | C33—C32—H32 | 126.6 |
C4—C3—C2 | 122.1 (6) | N6—C32—H32 | 126.6 |
C4—C3—H3 | 118.9 | C32—C33—N5 | 110.6 (7) |
C2—C3—H3 | 118.9 | C32—C33—H33 | 124.7 |
C5—C4—C3 | 120.8 (6) | N5—C33—H33 | 124.7 |
C5—C4—H4 | 119.6 | N6—C34—C35 | 115.3 (6) |
C3—C4—H4 | 119.6 | N6—C34—H34A | 108.4 |
C4—C5—C6 | 118.1 (5) | C35—C34—H34A | 108.4 |
C4—C5—C8 | 122.1 (5) | N6—C34—H34B | 108.4 |
C6—C5—C8 | 119.8 (4) | C35—C34—H34B | 108.4 |
C1—C6—C5 | 121.0 (5) | H34A—C34—H34B | 107.5 |
C1—C6—H6 | 119.5 | C36—C35—C40 | 118.3 (7) |
C5—C6—H6 | 119.5 | C36—C35—C34 | 120.9 (7) |
O2—C7—O1 | 120.8 (4) | C40—C35—C34 | 120.8 (7) |
O2—C7—C2 | 119.0 (5) | C35—C36—C37 | 119.9 (7) |
O1—C7—C2 | 120.1 (4) | C35—C36—H36 | 120.1 |
O4—C8—O3 | 121.8 (4) | C37—C36—H36 | 120.1 |
O4—C8—C5 | 121.7 (4) | C38—C37—C36 | 120.0 (7) |
O3—C8—C5 | 116.4 (4) | C38—C37—H37 | 120.0 |
C14—C9—C10 | 119.4 (6) | C36—C37—H37 | 120.0 |
C14—C9—C1 | 118.7 (6) | C37—C38—C39 | 121.3 (8) |
C10—C9—C1 | 121.9 (5) | C37—C38—H38 | 119.4 |
C11—C10—C9 | 118.5 (4) | C39—C38—H38 | 119.4 |
C11—C10—C15 | 116.9 (5) | C38—C39—C40 | 119.2 (7) |
C9—C10—C15 | 124.6 (5) | C38—C39—C41 | 121.7 (7) |
C12—C11—C10 | 121.1 (6) | C40—C39—C41 | 118.9 (7) |
C12—C11—H11 | 119.4 | C39—C40—C35 | 121.1 (7) |
C10—C11—H11 | 119.4 | C39—C40—H40 | 119.5 |
C11—C12—C13 | 120.6 (7) | C35—C40—H40 | 119.5 |
C11—C12—H12 | 119.7 | N7—C41—C39 | 109.1 (6) |
C13—C12—H12 | 119.7 | N7—C41—H41A | 109.9 |
C14—C13—C12 | 118.2 (6) | C39—C41—H41A | 109.9 |
C14—C13—C16 | 123.2 (7) | N7—C41—H41B | 109.9 |
C12—C13—C16 | 118.3 (6) | C39—C41—H41B | 109.9 |
C13—C14—C9 | 121.7 (6) | H41A—C41—H41B | 108.3 |
C13—C14—H14 | 119.2 | N8—C42—N7 | 111.5 (7) |
C9—C14—H14 | 119.2 | N8—C42—H42 | 124.3 |
O5—C15—O6 | 123.8 (4) | N7—C42—H42 | 124.3 |
O5—C15—C10 | 119.8 (5) | C44—C43—N8 | 107.3 (7) |
O6—C15—C10 | 116.3 (5) | C44—C43—H43 | 126.4 |
O8—C16—O7 | 123.1 (7) | N8—C43—H43 | 126.4 |
O8—C16—C13 | 117.7 (8) | N7—C44—C43 | 107.5 (7) |
O7—C16—C13 | 119.1 (7) | N7—C44—H44 | 126.3 |
N2—C17—N1 | 112.3 (7) | C43—C44—H44 | 126.3 |
N2—C17—H17 | 123.8 | ||
C6—C1—C2—C3 | −6.9 (9) | N1—C18—C19—N2 | −1.1 (11) |
C9—C1—C2—C3 | 174.6 (6) | C17—N2—C20—C21 | 25.2 (13) |
C6—C1—C2—C7 | 173.8 (5) | C19—N2—C20—C21 | −151.2 (9) |
C9—C1—C2—C7 | −4.6 (9) | N2—C20—C21—C22 | 95.4 (11) |
C1—C2—C3—C4 | 3.5 (10) | N2—C20—C21—C26 | −76.7 (11) |
C7—C2—C3—C4 | −177.1 (6) | C26—C21—C22—C23 | −7.4 (15) |
C2—C3—C4—C5 | −0.1 (12) | C20—C21—C22—C23 | −179.7 (9) |
C3—C4—C5—C6 | −0.1 (10) | C21—C22—C23—C24 | 9.7 (16) |
C3—C4—C5—C8 | 177.3 (6) | C22—C23—C24—C25 | −4.6 (16) |
C2—C1—C6—C5 | 7.1 (9) | C23—C24—C25—C26 | −2.0 (15) |
C9—C1—C6—C5 | −174.4 (5) | C23—C24—C25—C27 | 167.4 (10) |
C4—C5—C6—C1 | −3.4 (9) | C22—C21—C26—C25 | 0.4 (14) |
C8—C5—C6—C1 | 179.2 (5) | C20—C21—C26—C25 | 172.9 (9) |
Co1—O2—C7—O1 | 6.3 (6) | C24—C25—C26—C21 | 4.3 (15) |
Co1—O2—C7—C2 | −177.2 (4) | C27—C25—C26—C21 | −165.4 (9) |
Co1—O1—C7—O2 | −7.5 (7) | C30—N3—C27—C25 | −47.8 (12) |
Co1—O1—C7—C2 | 176.0 (4) | C28—N3—C27—C25 | 135.5 (9) |
C1—C2—C7—O2 | 169.0 (6) | C24—C25—C27—N3 | 139.5 (10) |
C3—C2—C7—O2 | −10.3 (8) | C26—C25—C27—N3 | −51.5 (12) |
C1—C2—C7—O1 | −14.4 (8) | C29—N4—C28—N3 | −2.4 (9) |
C3—C2—C7—O1 | 166.3 (6) | Co1i—N4—C28—N3 | −177.5 (5) |
Co2—O3—C8—O4 | 9.3 (8) | C30—N3—C28—N4 | 1.4 (10) |
Co2—O3—C8—C5 | −173.4 (3) | C27—N3—C28—N4 | 178.5 (8) |
C4—C5—C8—O4 | −175.7 (6) | C28—N4—C29—C30 | 2.6 (10) |
C6—C5—C8—O4 | 1.6 (8) | Co1i—N4—C29—C30 | 177.6 (6) |
C4—C5—C8—O3 | 7.1 (8) | C28—N3—C30—C29 | 0.4 (10) |
C6—C5—C8—O3 | −175.7 (5) | C27—N3—C30—C29 | −176.8 (8) |
C2—C1—C9—C14 | 101.9 (7) | N4—C29—C30—N3 | −1.8 (10) |
C6—C1—C9—C14 | −76.6 (8) | C33—N5—C31—N6 | 0.9 (8) |
C2—C1—C9—C10 | −77.1 (8) | Co2—N5—C31—N6 | −175.7 (5) |
C6—C1—C9—C10 | 104.4 (7) | C32—N6—C31—N5 | 0.2 (8) |
C14—C9—C10—C11 | −6.3 (8) | C34—N6—C31—N5 | −174.0 (7) |
C1—C9—C10—C11 | 172.6 (6) | C31—N6—C32—C33 | −1.3 (8) |
C14—C9—C10—C15 | 172.5 (5) | C34—N6—C32—C33 | 173.0 (7) |
C1—C9—C10—C15 | −8.5 (8) | N6—C32—C33—N5 | 2.0 (9) |
C9—C10—C11—C12 | 2.3 (9) | C31—N5—C33—C32 | −1.8 (8) |
C15—C10—C11—C12 | −176.6 (6) | Co2—N5—C33—C32 | 175.0 (5) |
C10—C11—C12—C13 | 3.3 (10) | C31—N6—C34—C35 | −123.9 (8) |
C11—C12—C13—C14 | −4.7 (10) | C32—N6—C34—C35 | 63.0 (10) |
C11—C12—C13—C16 | −179.7 (7) | N6—C34—C35—C36 | −148.0 (7) |
C12—C13—C14—C9 | 0.5 (10) | N6—C34—C35—C40 | 32.0 (10) |
C16—C13—C14—C9 | 175.3 (7) | C40—C35—C36—C37 | −0.9 (11) |
C10—C9—C14—C13 | 5.0 (10) | C34—C35—C36—C37 | 179.1 (7) |
C1—C9—C14—C13 | −174.0 (6) | C35—C36—C37—C38 | 1.6 (12) |
Co2v—O6—C15—O5 | 2.5 (7) | C36—C37—C38—C39 | −4.1 (13) |
Co2v—O6—C15—C10 | 179.1 (3) | C37—C38—C39—C40 | 6.0 (12) |
C11—C10—C15—O5 | 145.6 (6) | C37—C38—C39—C41 | −177.9 (8) |
C9—C10—C15—O5 | −33.3 (7) | C38—C39—C40—C35 | −5.3 (11) |
C11—C10—C15—O6 | −31.2 (7) | C41—C39—C40—C35 | 178.5 (7) |
C9—C10—C15—O6 | 150.0 (5) | C36—C35—C40—C39 | 2.8 (11) |
Co1ii—O7—C16—O8 | −4.3 (10) | C34—C35—C40—C39 | −177.2 (7) |
Co1ii—O7—C16—C13 | 172.2 (5) | C42—N7—C41—C39 | 30.6 (12) |
C14—C13—C16—O8 | −144.2 (8) | C44—N7—C41—C39 | −154.2 (8) |
C12—C13—C16—O8 | 30.6 (10) | C38—C39—C41—N7 | 87.5 (9) |
C14—C13—C16—O7 | 39.1 (11) | C40—C39—C41—N7 | −96.4 (8) |
C12—C13—C16—O7 | −146.1 (7) | C43—N8—C42—N7 | −1.5 (9) |
C19—N2—C17—N1 | −3.6 (10) | Co2vi—N8—C42—N7 | 171.8 (5) |
C20—N2—C17—N1 | 179.5 (8) | C44—N7—C42—N8 | 0.4 (10) |
C18—N1—C17—N2 | 2.8 (9) | C41—N7—C42—N8 | 176.3 (7) |
Co1—N1—C17—N2 | 175.8 (5) | C42—N8—C43—C44 | 2.1 (10) |
C17—N1—C18—C19 | −1.0 (10) | Co2vi—N8—C43—C44 | −171.4 (6) |
Co1—N1—C18—C19 | −173.0 (6) | C42—N7—C44—C43 | 0.9 (10) |
C17—N2—C19—C18 | 2.7 (10) | C41—N7—C44—C43 | −175.2 (8) |
C20—N2—C19—C18 | 179.7 (9) | N8—C43—C44—N7 | −1.8 (10) |
Symmetry codes: (i) x−1/2, −y+2, z−1/2; (ii) x+1/2, −y+2, z+1/2; (iii) x−1/2, −y+1, z+1/2; (iv) x+1/2, −y+1, z+1/2; (v) x+1/2, −y+1, z−1/2; (vi) x−1/2, −y+1, z−1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
C42—H42···O5vii | 0.93 | 2.54 | 3.223 (9) | 131 |
C34—H34A···O4vii | 0.97 | 2.40 | 3.329 (10) | 161 |
C31—H31···O5iii | 0.93 | 2.35 | 3.044 (8) | 131 |
C29—H29···O8viii | 0.93 | 2.28 | 2.916 (11) | 125 |
C20—H20A···O4ix | 0.97 | 2.38 | 3.132 (10) | 133 |
C17—H17···O8i | 0.93 | 2.26 | 2.965 (9) | 132 |
Symmetry codes: (i) x−1/2, −y+2, z−1/2; (iii) x−1/2, −y+1, z+1/2; (vii) x−1, y, z; (viii) x−1, y, z−1; (ix) x, y, z−1. |
[Co2(C16H6O8)(C14H14N4)2(H2O)2]·4H2O | F(000) = 2048 |
Mr = 1028.18 | Dx = 1.491 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 21.263 (4) Å | Cell parameters from 6902 reflections |
b = 12.366 (2) Å | θ = 3.3–22.3° |
c = 19.608 (4) Å | µ = 0.82 mm−1 |
β = 120.91 (3)° | T = 200 K |
V = 4423.5 (19) Å3 | Block, pink |
Z = 4 | 0.36 × 0.35 × 0.30 mm |
Bruker APEXII CCD diffractometer | 4104 reflections with I > 2σ(I) |
Radiation source: sealed tube | Rint = 0.039 |
φ and ω scans | θmax = 26.5°, θmin = 2.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2012) | h = −26→26 |
Tmin = 0.751, Tmax = 0.781 | k = 0→15 |
8382 measured reflections | l = −23→24 |
4563 independent reflections |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.042 | H-atom parameters constrained |
wR(F2) = 0.119 | w = 1/[σ2(Fo2) + (0.0666P)2 + 9.6701P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.003 |
4563 reflections | Δρmax = 0.78 e Å−3 |
298 parameters | Δρmin = −0.80 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
x | y | z | Uiso*/Ueq | ||
Co1 | 0.07286 (2) | 0.70505 (2) | −0.01446 (2) | 0.01321 (11) | |
O1 | 0.07928 (8) | 0.65436 (13) | 0.08867 (9) | 0.0170 (3) | |
O2 | 0.19863 (9) | 0.66658 (16) | 0.18208 (10) | 0.0273 (4) | |
O3 | 0.09524 (9) | 0.44032 (13) | 0.43989 (9) | 0.0188 (3) | |
O4 | 0.07115 (10) | 0.29009 (13) | 0.37121 (10) | 0.0230 (4) | |
O5 | 0.19253 (9) | 0.72765 (14) | 0.05045 (10) | 0.0220 (3) | |
H5A | 0.207813 | 0.718958 | 0.097910 | 0.033* | |
H5B | 0.212262 | 0.681228 | 0.037880 | 0.033* | |
N1 | −0.04074 (10) | 0.68173 (15) | −0.07571 (11) | 0.0150 (4) | |
N2 | −0.15208 (10) | 0.64318 (15) | −0.10064 (11) | 0.0170 (4) | |
N3 | 0.07227 (10) | 0.87336 (16) | −0.00624 (11) | 0.0183 (4) | |
N4 | 0.06418 (11) | 1.04669 (15) | −0.03789 (11) | 0.0182 (4) | |
C1 | 0.13438 (12) | 0.63412 (17) | 0.15710 (12) | 0.0157 (4) | |
C2 | 0.12033 (12) | 0.56710 (17) | 0.21236 (12) | 0.0147 (4) | |
C3 | 0.05031 (12) | 0.56074 (17) | 0.20151 (12) | 0.0151 (4) | |
H3 | 0.010583 | 0.595415 | 0.156960 | 0.018* | |
C4 | 0.03742 (11) | 0.50431 (17) | 0.25493 (12) | 0.0143 (4) | |
C5 | 0.09616 (12) | 0.44929 (17) | 0.31855 (12) | 0.0149 (4) | |
C6 | 0.16583 (12) | 0.45135 (18) | 0.32742 (13) | 0.0182 (4) | |
H6 | 0.204821 | 0.411527 | 0.369159 | 0.022* | |
C7 | 0.17826 (12) | 0.51114 (18) | 0.27566 (12) | 0.0172 (4) | |
H7 | 0.226035 | 0.514202 | 0.283080 | 0.021* | |
C8 | 0.08633 (11) | 0.38978 (18) | 0.37979 (12) | 0.0154 (4) | |
C9 | −0.09155 (13) | 0.72698 (19) | −0.14821 (13) | 0.0189 (4) | |
H9A | −0.080094 | 0.767527 | −0.181573 | 0.023* | |
C10 | −0.16073 (13) | 0.70409 (17) | −0.16412 (13) | 0.0190 (5) | |
H10 | −0.205641 | 0.725634 | −0.209554 | 0.023* | |
C11 | −0.07934 (12) | 0.63170 (17) | −0.04935 (13) | 0.0158 (4) | |
H11 | −0.058550 | 0.592833 | −0.000722 | 0.019* | |
C12 | −0.21106 (12) | 0.60198 (18) | −0.08929 (14) | 0.0202 (5) | |
H12A | −0.195519 | 0.532184 | −0.060573 | 0.024* | |
H12B | −0.255226 | 0.588397 | −0.141950 | 0.024* | |
C13 | −0.23058 (12) | 0.67977 (19) | −0.04305 (14) | 0.0178 (4) | |
C14 | −0.21887 (16) | 0.6508 (2) | 0.03073 (16) | 0.0295 (6) | |
H14 | −0.197321 | 0.582681 | 0.052715 | 0.035* | |
C15 | −0.26200 (17) | 0.7806 (2) | −0.07340 (17) | 0.0307 (6) | |
H15 | −0.270436 | 0.802611 | −0.123842 | 0.037* | |
C16 | 0.11350 (13) | 0.93326 (19) | 0.06213 (14) | 0.0212 (5) | |
H16 | 0.141083 | 0.904260 | 0.114292 | 0.025* | |
C17 | 0.10863 (14) | 1.0403 (2) | 0.04344 (14) | 0.0236 (5) | |
H17 | 0.131363 | 1.098723 | 0.079354 | 0.028* | |
C18 | 0.04301 (13) | 0.94502 (18) | −0.06531 (14) | 0.0199 (5) | |
H18 | 0.011356 | 0.926958 | −0.119684 | 0.024* | |
C19 | 0.04167 (15) | 1.14914 (18) | −0.08338 (15) | 0.0246 (5) | |
H19A | 0.082715 | 1.201271 | −0.057358 | 0.030* | |
H19B | −0.000201 | 1.179807 | −0.081059 | 0.030* | |
C20 | 0.01982 (13) | 1.13774 (17) | −0.16960 (14) | 0.0193 (4) | |
C21 | −0.05236 (16) | 1.1383 (3) | −0.22953 (18) | 0.0462 (9) | |
H21 | −0.089691 | 1.139251 | −0.216549 | 0.055* | |
C22 | 0.07179 (15) | 1.1375 (4) | −0.19113 (18) | 0.0487 (9) | |
H22 | 0.122204 | 1.136768 | −0.150922 | 0.058* | |
O6 | 0.20598 (12) | 0.10026 (17) | 0.45806 (14) | 0.0406 (5) | |
H6A | 0.198539 | 0.149349 | 0.481129 | 0.061* | |
H6B | 0.169008 | 0.094237 | 0.413919 | 0.061* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.01959 (18) | 0.01124 (17) | 0.01141 (17) | 0.00095 (10) | 0.00984 (13) | 0.00077 (9) |
O1 | 0.0197 (7) | 0.0204 (8) | 0.0126 (7) | 0.0015 (6) | 0.0095 (6) | 0.0042 (6) |
O2 | 0.0230 (8) | 0.0360 (10) | 0.0189 (8) | −0.0085 (7) | 0.0078 (7) | 0.0059 (7) |
O3 | 0.0280 (8) | 0.0183 (8) | 0.0133 (7) | −0.0018 (6) | 0.0128 (6) | −0.0002 (6) |
O4 | 0.0389 (10) | 0.0167 (8) | 0.0219 (8) | −0.0043 (6) | 0.0217 (8) | −0.0024 (6) |
O5 | 0.0221 (8) | 0.0264 (8) | 0.0216 (8) | −0.0021 (7) | 0.0141 (7) | −0.0016 (7) |
N1 | 0.0207 (9) | 0.0140 (8) | 0.0112 (8) | 0.0022 (7) | 0.0089 (7) | −0.0010 (7) |
N2 | 0.0197 (9) | 0.0163 (9) | 0.0158 (9) | 0.0015 (7) | 0.0097 (7) | −0.0013 (7) |
N3 | 0.0236 (10) | 0.0153 (9) | 0.0170 (9) | −0.0024 (7) | 0.0112 (8) | −0.0028 (7) |
N4 | 0.0273 (10) | 0.0132 (9) | 0.0183 (9) | −0.0022 (7) | 0.0146 (8) | −0.0038 (7) |
C1 | 0.0207 (10) | 0.0158 (10) | 0.0109 (9) | −0.0010 (8) | 0.0084 (8) | −0.0009 (8) |
C2 | 0.0224 (10) | 0.0121 (9) | 0.0106 (9) | −0.0013 (8) | 0.0092 (8) | −0.0020 (7) |
C3 | 0.0203 (10) | 0.0137 (10) | 0.0093 (9) | 0.0008 (8) | 0.0061 (8) | −0.0003 (7) |
C4 | 0.0198 (11) | 0.0141 (10) | 0.0099 (9) | −0.0020 (8) | 0.0082 (8) | −0.0028 (7) |
C5 | 0.0245 (10) | 0.0128 (9) | 0.0103 (9) | 0.0000 (8) | 0.0111 (8) | −0.0004 (7) |
C6 | 0.0205 (10) | 0.0195 (10) | 0.0131 (10) | 0.0033 (8) | 0.0075 (8) | 0.0021 (8) |
C7 | 0.0194 (10) | 0.0196 (11) | 0.0135 (10) | 0.0008 (8) | 0.0091 (8) | −0.0001 (8) |
C8 | 0.0170 (10) | 0.0176 (10) | 0.0112 (9) | 0.0028 (8) | 0.0070 (8) | 0.0030 (8) |
C9 | 0.0267 (11) | 0.0180 (10) | 0.0119 (10) | 0.0026 (9) | 0.0098 (9) | 0.0013 (8) |
C10 | 0.0224 (11) | 0.0183 (11) | 0.0126 (10) | 0.0032 (8) | 0.0063 (9) | 0.0000 (8) |
C11 | 0.0219 (10) | 0.0135 (9) | 0.0136 (9) | 0.0010 (8) | 0.0102 (8) | −0.0014 (8) |
C12 | 0.0188 (10) | 0.0172 (10) | 0.0245 (11) | −0.0021 (8) | 0.0112 (9) | −0.0030 (9) |
C13 | 0.0167 (10) | 0.0160 (10) | 0.0227 (11) | −0.0004 (8) | 0.0115 (9) | −0.0001 (9) |
C14 | 0.0448 (15) | 0.0199 (11) | 0.0281 (13) | 0.0142 (11) | 0.0219 (12) | 0.0091 (10) |
C15 | 0.0485 (16) | 0.0247 (13) | 0.0257 (13) | 0.0118 (11) | 0.0239 (12) | 0.0086 (10) |
C16 | 0.0287 (12) | 0.0226 (11) | 0.0146 (10) | −0.0029 (9) | 0.0129 (9) | −0.0038 (9) |
C17 | 0.0326 (13) | 0.0197 (11) | 0.0198 (11) | −0.0063 (9) | 0.0145 (10) | −0.0083 (9) |
C18 | 0.0288 (12) | 0.0130 (10) | 0.0169 (10) | −0.0021 (8) | 0.0111 (9) | −0.0022 (8) |
C19 | 0.0393 (14) | 0.0122 (10) | 0.0253 (12) | −0.0005 (9) | 0.0186 (11) | −0.0019 (9) |
C20 | 0.0291 (12) | 0.0097 (9) | 0.0237 (11) | −0.0016 (8) | 0.0168 (10) | −0.0008 (8) |
C21 | 0.0265 (14) | 0.089 (3) | 0.0314 (15) | 0.0045 (15) | 0.0209 (12) | 0.0041 (16) |
C22 | 0.0196 (12) | 0.100 (3) | 0.0257 (14) | −0.0080 (15) | 0.0112 (11) | −0.0090 (16) |
O6 | 0.0497 (12) | 0.0363 (11) | 0.0528 (13) | −0.0044 (9) | 0.0385 (11) | −0.0086 (10) |
Co1—O1 | 2.0536 (15) | C5—C8 | 1.512 (3) |
Co1—N3 | 2.088 (2) | C6—C7 | 1.386 (3) |
Co1—N1 | 2.093 (2) | C6—H6 | 0.9500 |
Co1—O3i | 2.1672 (16) | C7—H7 | 0.9500 |
Co1—O5 | 2.2013 (18) | C9—C10 | 1.367 (3) |
Co1—O4i | 2.2240 (18) | C9—H9A | 0.9500 |
O1—C1 | 1.273 (3) | C10—H10 | 0.9500 |
O2—C1 | 1.257 (3) | C11—H11 | 0.9500 |
O3—C8 | 1.259 (3) | C12—C13 | 1.519 (3) |
O4—C8 | 1.263 (3) | C12—H12A | 0.9900 |
O5—H5A | 0.8200 | C12—H12B | 0.9900 |
O5—H5B | 0.8200 | C13—C14 | 1.383 (3) |
N1—C11 | 1.326 (3) | C13—C15 | 1.395 (3) |
N1—C9 | 1.387 (3) | C14—C15iii | 1.391 (4) |
N2—C11 | 1.351 (3) | C14—H14 | 0.9500 |
N2—C10 | 1.384 (3) | C15—H15 | 0.9500 |
N2—C12 | 1.473 (3) | C16—C17 | 1.363 (3) |
N3—C18 | 1.332 (3) | C16—H16 | 0.9500 |
N3—C16 | 1.381 (3) | C17—H17 | 0.9500 |
N4—C18 | 1.350 (3) | C18—H18 | 0.9500 |
N4—C17 | 1.376 (3) | C19—C20 | 1.512 (3) |
N4—C19 | 1.480 (3) | C19—H19A | 0.9900 |
C1—C2 | 1.511 (3) | C19—H19B | 0.9900 |
C2—C3 | 1.394 (3) | C20—C22 | 1.371 (4) |
C2—C7 | 1.402 (3) | C20—C21 | 1.373 (4) |
C3—C4 | 1.398 (3) | C21—C22iv | 1.389 (4) |
C3—H3 | 0.9500 | C21—H21 | 0.9500 |
C4—C5 | 1.407 (3) | C22—H22 | 0.9500 |
C4—C4ii | 1.501 (4) | O6—H6A | 0.8196 |
C5—C6 | 1.400 (3) | O6—H6B | 0.8207 |
O1—Co1—N3 | 103.19 (7) | C2—C7—H7 | 120.0 |
O1—Co1—N1 | 89.78 (7) | O3—C8—O4 | 120.9 (2) |
N3—Co1—N1 | 97.51 (7) | O3—C8—C5 | 119.08 (19) |
O1—Co1—O3i | 103.64 (6) | O4—C8—C5 | 119.96 (19) |
N3—Co1—O3i | 150.46 (7) | C10—C9—N1 | 109.3 (2) |
N1—Co1—O3i | 94.72 (7) | C10—C9—H9A | 125.3 |
O1—Co1—O5 | 89.83 (7) | N1—C9—H9A | 125.3 |
N3—Co1—O5 | 83.10 (7) | C9—C10—N2 | 106.1 (2) |
N1—Co1—O5 | 179.34 (7) | C9—C10—H10 | 127.0 |
O3i—Co1—O5 | 84.85 (6) | N2—C10—H10 | 127.0 |
O1—Co1—O4i | 163.57 (6) | N1—C11—N2 | 111.20 (19) |
N3—Co1—O4i | 93.05 (7) | N1—C11—H11 | 124.4 |
N1—Co1—O4i | 90.51 (8) | N2—C11—H11 | 124.4 |
O3i—Co1—O4i | 59.97 (6) | N2—C12—C13 | 112.73 (18) |
O5—Co1—O4i | 89.71 (7) | N2—C12—H12A | 109.0 |
C1—O1—Co1 | 131.11 (14) | C13—C12—H12A | 109.0 |
C8—O3—Co1v | 90.88 (13) | N2—C12—H12B | 109.0 |
C8—O4—Co1v | 88.21 (13) | C13—C12—H12B | 109.0 |
Co1—O5—H5A | 107.8 | H12A—C12—H12B | 107.8 |
Co1—O5—H5B | 110.8 | C14—C13—C15 | 117.8 (2) |
H5A—O5—H5B | 106.5 | C14—C13—C12 | 120.2 (2) |
C11—N1—C9 | 105.99 (19) | C15—C13—C12 | 121.9 (2) |
C11—N1—Co1 | 127.12 (15) | C13—C14—C15iii | 121.3 (2) |
C9—N1—Co1 | 126.46 (16) | C13—C14—H14 | 119.3 |
C11—N2—C10 | 107.41 (19) | C15iii—C14—H14 | 119.3 |
C11—N2—C12 | 126.09 (19) | C14iii—C15—C13 | 120.8 (2) |
C10—N2—C12 | 126.46 (19) | C14iii—C15—H15 | 119.6 |
C18—N3—C16 | 105.51 (19) | C13—C15—H15 | 119.6 |
C18—N3—Co1 | 127.93 (15) | C17—C16—N3 | 109.7 (2) |
C16—N3—Co1 | 125.71 (16) | C17—C16—H16 | 125.1 |
C18—N4—C17 | 107.31 (19) | N3—C16—H16 | 125.1 |
C18—N4—C19 | 128.20 (19) | C16—C17—N4 | 106.2 (2) |
C17—N4—C19 | 124.38 (19) | C16—C17—H17 | 126.9 |
O2—C1—O1 | 125.1 (2) | N4—C17—H17 | 126.9 |
O2—C1—C2 | 118.13 (19) | N3—C18—N4 | 111.2 (2) |
O1—C1—C2 | 116.73 (19) | N3—C18—H18 | 124.4 |
C3—C2—C7 | 119.4 (2) | N4—C18—H18 | 124.4 |
C3—C2—C1 | 120.71 (19) | N4—C19—C20 | 114.36 (18) |
C7—C2—C1 | 119.9 (2) | N4—C19—H19A | 108.7 |
C2—C3—C4 | 121.3 (2) | C20—C19—H19A | 108.7 |
C2—C3—H3 | 119.4 | N4—C19—H19B | 108.7 |
C4—C3—H3 | 119.4 | C20—C19—H19B | 108.7 |
C3—C4—C5 | 118.64 (19) | H19A—C19—H19B | 107.6 |
C3—C4—C4ii | 120.4 (2) | C22—C20—C21 | 117.4 (2) |
C5—C4—C4ii | 120.9 (2) | C22—C20—C19 | 120.8 (2) |
C6—C5—C4 | 120.15 (19) | C21—C20—C19 | 121.5 (2) |
C6—C5—C8 | 118.64 (19) | C20—C21—C22iv | 121.1 (3) |
C4—C5—C8 | 121.19 (19) | C20—C21—H21 | 119.4 |
C7—C6—C5 | 120.4 (2) | C22iv—C21—H21 | 119.4 |
C7—C6—H6 | 119.8 | C20—C22—C21iv | 121.5 (3) |
C5—C6—H6 | 119.8 | C20—C22—H22 | 119.3 |
C6—C7—C2 | 120.0 (2) | C21iv—C22—H22 | 119.3 |
C6—C7—H7 | 120.0 | H6A—O6—H6B | 107.3 |
Co1—O1—C1—O2 | 18.8 (3) | C12—N2—C10—C9 | 177.9 (2) |
Co1—O1—C1—C2 | −162.08 (14) | C9—N1—C11—N2 | −0.5 (2) |
O2—C1—C2—C3 | 157.1 (2) | Co1—N1—C11—N2 | 172.36 (14) |
O1—C1—C2—C3 | −22.0 (3) | C10—N2—C11—N1 | 0.3 (2) |
O2—C1—C2—C7 | −22.4 (3) | C12—N2—C11—N1 | −177.54 (19) |
O1—C1—C2—C7 | 158.5 (2) | C11—N2—C12—C13 | 86.5 (3) |
C7—C2—C3—C4 | 3.4 (3) | C10—N2—C12—C13 | −90.9 (3) |
C1—C2—C3—C4 | −176.14 (19) | N2—C12—C13—C14 | −115.5 (3) |
C2—C3—C4—C5 | −2.9 (3) | N2—C12—C13—C15 | 65.9 (3) |
C2—C3—C4—C4ii | 176.11 (17) | C15—C13—C14—C15iii | 0.3 (5) |
C3—C4—C5—C6 | −0.2 (3) | C12—C13—C14—C15iii | −178.3 (2) |
C4ii—C4—C5—C6 | −179.16 (17) | C14—C13—C15—C14iii | −0.3 (5) |
C3—C4—C5—C8 | 178.04 (19) | C12—C13—C15—C14iii | 178.3 (2) |
C4ii—C4—C5—C8 | −0.9 (3) | C18—N3—C16—C17 | 0.0 (3) |
C4—C5—C6—C7 | 2.7 (3) | Co1—N3—C16—C17 | 170.05 (17) |
C8—C5—C6—C7 | −175.6 (2) | N3—C16—C17—N4 | −0.5 (3) |
C5—C6—C7—C2 | −2.1 (3) | C18—N4—C17—C16 | 0.9 (3) |
C3—C2—C7—C6 | −0.9 (3) | C19—N4—C17—C16 | 177.4 (2) |
C1—C2—C7—C6 | 178.69 (19) | C16—N3—C18—N4 | 0.6 (3) |
Co1v—O3—C8—O4 | −0.7 (2) | Co1—N3—C18—N4 | −169.19 (15) |
Co1v—O3—C8—C5 | −178.99 (17) | C17—N4—C18—N3 | −0.9 (3) |
Co1v—O4—C8—O3 | 0.7 (2) | C19—N4—C18—N3 | −177.3 (2) |
Co1v—O4—C8—C5 | 178.95 (18) | C18—N4—C19—C20 | −27.5 (3) |
C6—C5—C8—O3 | 90.1 (3) | C17—N4—C19—C20 | 156.7 (2) |
C4—C5—C8—O3 | −88.2 (3) | N4—C19—C20—C22 | −83.4 (3) |
C6—C5—C8—O4 | −88.2 (3) | N4—C19—C20—C21 | 103.2 (3) |
C4—C5—C8—O4 | 93.5 (3) | C22—C20—C21—C22iv | 0.7 (4) |
C11—N1—C9—C10 | 0.6 (2) | C19—C20—C21—C22iv | 174.2 (3) |
Co1—N1—C9—C10 | −172.34 (15) | C21—C20—C22—C21iv | 0.3 (5) |
N1—C9—C10—N2 | −0.5 (2) | C19—C20—C22—C21iv | −173.3 (3) |
C11—N2—C10—C9 | 0.1 (2) |
Symmetry codes: (i) x, −y+1, z−1/2; (ii) −x, y, −z+1/2; (iii) −x−1/2, −y+3/2, −z; (iv) −x, y, −z−1/2; (v) x, −y+1, z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O2 | 0.82 | 1.87 | 2.628 (2) | 152 |
O5—H5B···O6vi | 0.82 | 1.97 | 2.745 (3) | 157 |
C10—H10···O2vii | 0.95 | 2.45 | 3.366 (3) | 163 |
C11—H11···O3ii | 0.95 | 2.56 | 3.327 (3) | 138 |
C12—H12A···O3ii | 0.99 | 2.50 | 3.351 (3) | 144 |
C19—H19B···O1viii | 0.99 | 2.61 | 3.500 (3) | 150 |
O6—H6A···O5v | 0.82 | 2.09 | 2.903 (3) | 173 |
Symmetry codes: (ii) −x, y, −z+1/2; (v) x, −y+1, z+1/2; (vi) −x+1/2, y+1/2, −z+1/2; (vii) x−1/2, −y+3/2, z−1/2; (viii) −x, −y+2, −z. |
Compounds | Formula | Reference |
[Zn2(m,m-bpta)(4,4'-bipy)(H2O)2]n | [Zn2(C16H6O8)(C10H8N2)(H2O)2]n | Su et al. (2019) |
{[Mn2(m,m-bpta)(1,3-bimb)].2H2O}n | {[Mn2(C16H6O8)(C14H14N4)].2H2O}n | Su et al. (2018) |
{[Mn2(m,m-bpta)(1,4-bimb)].2H2O}n | {[Mn2(C16H6O8)(C14H14N4)].2H2O}n | Su et al. (2018) |
[Zn2(m,p-bpta)(1,3-bimb)2]n | [Zn2(C16H6O8)(C14H14N4)2]n | Ma et al. (2019) |
{[Cd2(m,p-bpta)(1,3-bimb)(H2O)].5H2O}n | {[Cd2(C16H6O8)(C14H14N4)(H2O)].5H2O}n | Ma et al. (2019) |
[Zn2(o,p-bpta)(1,4-bib)]n | [Zn2(C16H6O8)(C12H10N4)]n | Su et al. (2017) |
[Ni2(o,m-bpta)(1,4-bib)3(H2O)2]n | [Ni2(C16H6O8)(C12H10N4)3(H2O)2]n | Su et al. (2014) |
[Co2(m,m-bpta)(1,4-bib)2(H2O)4]n | [Co2(C16H6O8)(C12H10N4)2(H2O)4]n | Su et al. (2014) |
[Ni2(m,p-bpta)(1,4-bib)2(H2O)2]n | [Ni2(C16H6O8)(C12H10N4)2(H2O)2]n | Su et al. (2014) |
[Co2(m,p-bpta)(1,4-bib)2(H2O)2]n | [Co2(C16H6O8)(C12H10N4)2(H2O)2]n | Su et al. (2014) |
{[Cd2(o,m-bpta)(1,3-bib)2(H2O)].2H2O}n | {[Cd2(C16H6O8)(C12H10N4)2(H2O)].2H2O}n | Su et al. (2015) |
{[Zn2(mal)2(1,4-bimb)1.5].3H2O}n | {[Zn2(C3H2O4)2(C14H14N4)1.5].3H2O}n | Yang et al. (2015) |
{[Zn2(male)2(1,4-bimb)2].3H2O}n | {[Zn2(C4H2O4)2(C14H14N4)2].3H2O}n | Yang et al. (2015) |
{[Zn3(suc)2(1,4-bimb)4(NO3)2].H2O}n | {[Zn3(C4H4O4)2(C14H14N4)4(NO3)2].H2O}n | Yang et al. (2015) |
{[Zn(glu)(1,4-bimb)].2H2O}n | [Zn(C5H6O4)(C14H14N4)].2H2O}n | Yang et al. (2015) |
{[Zn(fim)(1,4-bimb)].2H2O}n | {[Zn(C7H10O4)(C14H14N4)].2H2O}n | Yang et al. (2015) |
{[Zn(sub)(1,4-bimb)].3H2O}n | {[Zn(C8H12O4)(C14H14N4)].3H2O}n | Yang et al. (2015) |
Notes: H4(m,p-bpta) = 3,3',4,4'-biphenyltetracarboxylic acid, H4(o,m-bpta) = 2,2',5,5'-biphenyl-tetracarboxylic acid, H4((m,m-bpta) = 3,3',5,5'-biphenyl-tetracarboxylic acid, H4(o,p-bpta) = 2,2',4,4'-biphenyl-tetracarboxylic acid, mal = malonic acid, male = maleate, suc = succinate, glu = glutaric acid, fim = pimelic acid, sub = suberate, 4,4'-bipy = 4,4'-bipyridine, 1,4-bib = 1,4-bis(1H-imidazol-1-yl)benzene, 1,4-bimb = 1,4-bis(imidazol-1-ylmethyl)benzene and 1,3-bimb = 1,3-bis(imidazol-1-ylmethyl)benzene. |