The design and synthesis of coordination polymers (CPs) have attracted much interest due to the intriguing diversity of their architectures and topologies. The functional solid catena-poly[μ2-aqua-triaqua{μ4-5-[4-carboxyphenoxy)methyl]benzene-1,3-dicarboxylato}{μ3-5-[4-carboxyphenoxy)methyl]benzene-1,3-dicarboxylato}dicobalt(II)], [Co2(C16H10O7)2(H2O)4]n or [Co2(HL)2(μ2-H2O)(H2O)3]n, was synthesized successfully by self-assembly of CoII ions with 5-[(4-carboxyphenoxy)methyl]isophthalic acid (H3L). The title compound was obtained under hydrothermal conditions and exhibits a twofold interpenetrated three-dimensional skeleton with hms 3,5-conn topology according to the cluster representation for valence-bonded metal–organic frameworks (MOFs). It has been characterized by single-crystal X-ray diffraction, IR spectroscopy, powder X-ray diffraction (PXRD), thermogravimetric analysis and susceptibility measurements. The antiferromagnetic coupling between adjacent CoII centres occurs via superexchange through the ligands.
Supporting information
CCDC reference: 1825629
Data collection: APEX2 (Bruker, 2012); cell refinement: SAINT (Bruker, 2012); data reduction: SAINT (Bruker, 2012); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2016 (Sheldrick, 2015b); molecular graphics: SHELXTL (Sheldrick, 2008),
DIAMOND (Brandenburg, 2005),
OLEX2 (Dolomanov et al., 2003) and
publCIF (Westrip, 2010).
catena-Poly[µ
2-aqua-triaqua{µ
4-5-[4-carboxyphenoxy)methyl]benzene-1,3-dicarboxylato}{µ
3-5-[4-carboxyphenoxy)methyl]benzene-1,3-dicarboxylato}dicobalt(II)]
top
Crystal data top
[Co2(C16H10O7)2(H2O)4] | Z = 2 |
Mr = 818.40 | F(000) = 836 |
Triclinic, P1 | Dx = 1.727 Mg m−3 |
a = 10.7964 (5) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.9649 (6) Å | Cell parameters from 9966 reflections |
c = 14.3692 (7) Å | θ = 3.3–45.3° |
α = 96.412 (2)° | µ = 1.14 mm−1 |
β = 110.682 (2)° | T = 298 K |
γ = 92.900 (2)° | Block, pink |
V = 1574.03 (14) Å3 | 0.20 × 0.15 × 0.15 mm |
Data collection top
Bruker APEXII CCD diffractometer | 5727 reflections with I > 2σ(I) |
phi and ω scans | Rint = 0.023 |
Absorption correction: multi-scan | θmax = 26.0°, θmin = 3.0° |
Tmin = 0.619, Tmax = 0.749 | h = −13→13 |
18188 measured reflections | k = −11→13 |
6063 independent reflections | l = −17→17 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.026 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.068 | w = 1/[σ2(Fo2) + (0.0286P)2 + 1.1972P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max = 0.002 |
6063 reflections | Δρmax = 0.48 e Å−3 |
509 parameters | Δρmin = −0.36 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Co1 | 0.66848 (2) | −0.01905 (2) | 0.67454 (2) | 0.01252 (7) | |
Co2 | 0.66417 (2) | −0.09258 (2) | 0.90309 (2) | 0.01459 (7) | |
O1 | 0.47652 (13) | −0.06517 (14) | 0.66303 (10) | 0.0318 (3) | |
O2 | 0.47252 (12) | −0.06737 (12) | 0.81778 (10) | 0.0249 (3) | |
O3 | −0.00826 (13) | −0.00476 (14) | 0.82737 (10) | 0.0317 (3) | |
O4 | −0.14550 (12) | 0.02158 (12) | 0.67511 (10) | 0.0242 (3) | |
O5 | 0.01865 (15) | −0.35151 (12) | 0.42059 (10) | 0.0313 (3) | |
O6 | −0.1520 (2) | −0.59001 (14) | −0.03076 (12) | 0.0466 (4) | |
H6A | −0.183 (4) | −0.644 (3) | −0.083 (3) | 0.081 (11)* | |
O7 | −0.1050 (2) | −0.76080 (15) | 0.03986 (13) | 0.0553 (5) | |
O8 | 0.62720 (12) | 0.15822 (10) | 0.64751 (9) | 0.0207 (2) | |
O9 | 0.72155 (14) | 0.25566 (11) | 0.80355 (9) | 0.0269 (3) | |
O10 | 0.66626 (13) | −0.26319 (10) | 0.81750 (9) | 0.0232 (3) | |
O11 | 0.72201 (15) | −0.19105 (11) | 0.69849 (11) | 0.0303 (3) | |
O12 | 0.65263 (16) | 0.58859 (12) | 0.39238 (10) | 0.0332 (3) | |
O13 | 0.58965 (15) | 0.80649 (12) | −0.00803 (10) | 0.0293 (3) | |
O14 | 0.64744 (17) | 0.61906 (12) | −0.04242 (11) | 0.0336 (3) | |
H14A | 0.656 (3) | 0.643 (3) | −0.095 (2) | 0.058 (8)* | |
O15 | 0.67047 (19) | 0.06434 (14) | 1.00719 (12) | 0.0353 (3) | |
H15A | 0.606 (4) | 0.086 (4) | 1.019 (3) | 0.093 (13)* | |
H15B | 0.728 (4) | 0.118 (4) | 1.020 (3) | 0.076 (12)* | |
O16 | 0.85775 (15) | −0.12516 (15) | 0.99400 (12) | 0.0355 (3) | |
H16A | 0.900 (3) | −0.083 (3) | 1.050 (3) | 0.061 (9)* | |
H16B | 0.908 (3) | −0.152 (3) | 0.973 (2) | 0.050 (9)* | |
O17 | 0.75245 (13) | 0.02830 (11) | 0.83667 (9) | 0.0170 (2) | |
H17A | 0.746 (3) | 0.101 (3) | 0.838 (2) | 0.042 (7)* | |
H17B | 0.832 (3) | 0.022 (2) | 0.8478 (19) | 0.037 (7)* | |
O18 | 0.61538 (15) | −0.07920 (13) | 0.51540 (10) | 0.0254 (3) | |
H18A | 0.550 (3) | −0.113 (3) | 0.481 (2) | 0.060 (10)* | |
H18B | 0.619 (3) | −0.028 (3) | 0.472 (3) | 0.069 (10)* | |
C1 | 0.26834 (16) | −0.09047 (15) | 0.67915 (13) | 0.0184 (3) | |
C2 | 0.18841 (16) | −0.05314 (15) | 0.73302 (13) | 0.0183 (3) | |
H2 | 0.226516 | −0.021338 | 0.800747 | 0.022* | |
C3 | 0.05102 (16) | −0.06412 (16) | 0.68411 (13) | 0.0192 (3) | |
C4 | −0.00658 (17) | −0.11986 (17) | 0.58495 (13) | 0.0222 (3) | |
H4 | −0.098683 | −0.128855 | 0.553725 | 0.027* | |
C5 | 0.07168 (18) | −0.16221 (16) | 0.53207 (13) | 0.0223 (3) | |
C6 | 0.20880 (18) | −0.14292 (16) | 0.57928 (14) | 0.0229 (4) | |
H6 | 0.262350 | −0.165718 | 0.543096 | 0.028* | |
C7 | 0.41807 (16) | −0.07261 (15) | 0.72439 (13) | 0.0188 (3) | |
C8 | −0.03972 (16) | −0.01219 (16) | 0.73430 (13) | 0.0201 (3) | |
C9 | 0.0134 (2) | −0.22051 (18) | 0.42447 (14) | 0.0285 (4) | |
H9A | −0.078128 | −0.201961 | 0.394814 | 0.034* | |
H9B | 0.063324 | −0.188057 | 0.386782 | 0.034* | |
C10 | −0.00927 (18) | −0.41712 (17) | 0.32751 (14) | 0.0248 (4) | |
C11 | −0.0133 (2) | −0.54505 (18) | 0.32433 (15) | 0.0303 (4) | |
H11 | 0.002789 | −0.580164 | 0.382999 | 0.036* | |
C12 | −0.0414 (2) | −0.61925 (18) | 0.23382 (15) | 0.0316 (4) | |
H12 | −0.042609 | −0.704374 | 0.231910 | 0.038* | |
C13 | −0.06800 (19) | −0.56731 (17) | 0.14489 (14) | 0.0275 (4) | |
C14 | −0.0628 (2) | −0.44018 (18) | 0.14918 (14) | 0.0281 (4) | |
H14 | −0.079676 | −0.405076 | 0.090436 | 0.034* | |
C15 | −0.0327 (2) | −0.36461 (17) | 0.23986 (14) | 0.0279 (4) | |
H15 | −0.028276 | −0.279363 | 0.242043 | 0.033* | |
C16 | −0.1087 (2) | −0.64867 (18) | 0.04754 (15) | 0.0316 (4) | |
C17 | 0.67223 (16) | 0.37431 (14) | 0.66824 (12) | 0.0170 (3) | |
C18 | 0.68464 (16) | 0.48764 (14) | 0.72699 (12) | 0.0166 (3) | |
H18 | 0.691201 | 0.491226 | 0.793559 | 0.020* | |
C19 | 0.68707 (16) | 0.59549 (14) | 0.68442 (12) | 0.0167 (3) | |
C20 | 0.68345 (17) | 0.58925 (15) | 0.58579 (13) | 0.0189 (3) | |
H20 | 0.689984 | 0.661794 | 0.559202 | 0.023* | |
C21 | 0.67034 (17) | 0.47723 (15) | 0.52722 (12) | 0.0192 (3) | |
C22 | 0.66082 (17) | 0.37006 (15) | 0.56860 (13) | 0.0195 (3) | |
H22 | 0.646522 | 0.294007 | 0.528758 | 0.023* | |
C23 | 0.67371 (16) | 0.25497 (14) | 0.71059 (12) | 0.0166 (3) | |
C24 | 0.69219 (16) | −0.27781 (14) | 0.73772 (12) | 0.0158 (3) | |
C25 | 0.6698 (2) | 0.46909 (16) | 0.42156 (13) | 0.0242 (4) | |
H25A | 0.753163 | 0.442412 | 0.419311 | 0.029* | |
H25B | 0.597787 | 0.410241 | 0.376507 | 0.029* | |
C26 | 0.63971 (18) | 0.60577 (17) | 0.29745 (13) | 0.0229 (4) | |
C27 | 0.64208 (19) | 0.51406 (16) | 0.22313 (14) | 0.0240 (4) | |
H27 | 0.650724 | 0.432968 | 0.235800 | 0.029* | |
C28 | 0.63139 (19) | 0.54520 (16) | 0.13007 (13) | 0.0232 (4) | |
H28 | 0.635162 | 0.484816 | 0.080522 | 0.028* | |
C29 | 0.61506 (17) | 0.66585 (16) | 0.10967 (13) | 0.0209 (3) | |
C30 | 0.60868 (19) | 0.75612 (17) | 0.18393 (14) | 0.0256 (4) | |
H30 | 0.595009 | 0.836280 | 0.170149 | 0.031* | |
C31 | 0.6226 (2) | 0.72678 (17) | 0.27757 (14) | 0.0280 (4) | |
H31 | 0.620554 | 0.787517 | 0.327517 | 0.034* | |
C32 | 0.61537 (17) | 0.70323 (16) | 0.01462 (13) | 0.0213 (3) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.01458 (11) | 0.00971 (11) | 0.01405 (11) | 0.00138 (7) | 0.00597 (8) | 0.00215 (8) |
Co2 | 0.01829 (12) | 0.01354 (11) | 0.01284 (11) | 0.00184 (8) | 0.00643 (9) | 0.00273 (8) |
O1 | 0.0184 (6) | 0.0489 (9) | 0.0290 (7) | −0.0045 (6) | 0.0112 (5) | 0.0034 (6) |
O2 | 0.0160 (6) | 0.0328 (7) | 0.0245 (7) | 0.0051 (5) | 0.0053 (5) | 0.0038 (5) |
O3 | 0.0224 (6) | 0.0530 (9) | 0.0181 (7) | 0.0062 (6) | 0.0071 (5) | −0.0020 (6) |
O4 | 0.0173 (6) | 0.0331 (7) | 0.0267 (7) | 0.0051 (5) | 0.0108 (5) | 0.0118 (5) |
O5 | 0.0463 (8) | 0.0261 (7) | 0.0173 (6) | −0.0032 (6) | 0.0088 (6) | −0.0027 (5) |
O6 | 0.0782 (12) | 0.0251 (7) | 0.0212 (8) | 0.0036 (7) | 0.0020 (8) | −0.0061 (6) |
O7 | 0.0934 (14) | 0.0251 (8) | 0.0356 (9) | 0.0066 (8) | 0.0113 (9) | −0.0046 (7) |
O8 | 0.0301 (6) | 0.0096 (5) | 0.0168 (6) | 0.0032 (4) | 0.0019 (5) | 0.0001 (4) |
O9 | 0.0489 (8) | 0.0119 (5) | 0.0155 (6) | 0.0008 (5) | 0.0065 (6) | 0.0022 (5) |
O10 | 0.0432 (7) | 0.0132 (5) | 0.0175 (6) | 0.0020 (5) | 0.0167 (5) | 0.0010 (5) |
O11 | 0.0564 (9) | 0.0125 (6) | 0.0335 (7) | 0.0064 (6) | 0.0289 (7) | 0.0064 (5) |
O12 | 0.0643 (10) | 0.0253 (7) | 0.0179 (7) | 0.0123 (6) | 0.0218 (7) | 0.0088 (5) |
O13 | 0.0469 (8) | 0.0255 (7) | 0.0267 (7) | 0.0093 (6) | 0.0238 (6) | 0.0122 (5) |
O14 | 0.0648 (10) | 0.0229 (7) | 0.0234 (7) | 0.0081 (6) | 0.0266 (7) | 0.0077 (5) |
O15 | 0.0443 (9) | 0.0295 (8) | 0.0339 (8) | −0.0008 (7) | 0.0206 (7) | −0.0075 (6) |
O16 | 0.0292 (8) | 0.0415 (9) | 0.0260 (8) | 0.0088 (7) | −0.0003 (6) | −0.0029 (7) |
O17 | 0.0202 (6) | 0.0136 (6) | 0.0194 (6) | 0.0007 (4) | 0.0097 (5) | 0.0028 (4) |
O18 | 0.0283 (7) | 0.0278 (7) | 0.0160 (6) | 0.0009 (6) | 0.0040 (5) | 0.0001 (5) |
C1 | 0.0158 (8) | 0.0182 (8) | 0.0213 (8) | 0.0019 (6) | 0.0066 (6) | 0.0037 (6) |
C2 | 0.0171 (8) | 0.0218 (8) | 0.0149 (8) | 0.0008 (6) | 0.0048 (6) | 0.0022 (6) |
C3 | 0.0170 (8) | 0.0229 (8) | 0.0190 (8) | 0.0020 (6) | 0.0081 (7) | 0.0034 (7) |
C4 | 0.0154 (8) | 0.0271 (9) | 0.0206 (9) | −0.0003 (6) | 0.0033 (7) | 0.0011 (7) |
C5 | 0.0238 (9) | 0.0222 (8) | 0.0178 (8) | 0.0006 (7) | 0.0051 (7) | −0.0003 (7) |
C6 | 0.0228 (9) | 0.0243 (9) | 0.0235 (9) | 0.0035 (7) | 0.0120 (7) | −0.0017 (7) |
C7 | 0.0160 (8) | 0.0148 (7) | 0.0262 (9) | 0.0017 (6) | 0.0086 (7) | 0.0018 (6) |
C8 | 0.0157 (8) | 0.0243 (8) | 0.0207 (9) | −0.0012 (6) | 0.0081 (7) | 0.0011 (7) |
C9 | 0.0320 (10) | 0.0283 (9) | 0.0198 (9) | 0.0015 (8) | 0.0048 (8) | −0.0028 (7) |
C10 | 0.0259 (9) | 0.0267 (9) | 0.0178 (9) | −0.0029 (7) | 0.0056 (7) | −0.0036 (7) |
C11 | 0.0366 (11) | 0.0296 (10) | 0.0217 (9) | 0.0005 (8) | 0.0065 (8) | 0.0054 (8) |
C12 | 0.0400 (11) | 0.0213 (9) | 0.0285 (10) | 0.0018 (8) | 0.0070 (8) | 0.0015 (8) |
C13 | 0.0294 (9) | 0.0262 (9) | 0.0215 (9) | −0.0001 (7) | 0.0050 (7) | −0.0030 (7) |
C14 | 0.0349 (10) | 0.0268 (9) | 0.0187 (9) | −0.0015 (8) | 0.0062 (8) | 0.0002 (7) |
C15 | 0.0372 (10) | 0.0199 (8) | 0.0229 (9) | −0.0020 (7) | 0.0082 (8) | −0.0011 (7) |
C16 | 0.0389 (11) | 0.0246 (9) | 0.0258 (10) | 0.0013 (8) | 0.0074 (8) | −0.0040 (8) |
C17 | 0.0235 (8) | 0.0117 (7) | 0.0164 (8) | 0.0033 (6) | 0.0073 (6) | 0.0030 (6) |
C18 | 0.0257 (8) | 0.0130 (7) | 0.0120 (7) | 0.0032 (6) | 0.0074 (6) | 0.0027 (6) |
C19 | 0.0240 (8) | 0.0120 (7) | 0.0150 (8) | 0.0033 (6) | 0.0079 (6) | 0.0024 (6) |
C20 | 0.0285 (9) | 0.0135 (7) | 0.0172 (8) | 0.0035 (6) | 0.0100 (7) | 0.0055 (6) |
C21 | 0.0260 (8) | 0.0195 (8) | 0.0137 (8) | 0.0049 (6) | 0.0083 (7) | 0.0038 (6) |
C22 | 0.0296 (9) | 0.0137 (7) | 0.0164 (8) | 0.0046 (6) | 0.0098 (7) | 0.0002 (6) |
C23 | 0.0233 (8) | 0.0106 (7) | 0.0157 (8) | 0.0034 (6) | 0.0068 (6) | 0.0016 (6) |
C24 | 0.0224 (8) | 0.0112 (7) | 0.0149 (8) | 0.0040 (6) | 0.0071 (6) | 0.0042 (6) |
C25 | 0.0388 (10) | 0.0215 (8) | 0.0158 (8) | 0.0058 (7) | 0.0129 (7) | 0.0046 (7) |
C26 | 0.0307 (9) | 0.0265 (9) | 0.0155 (8) | 0.0046 (7) | 0.0117 (7) | 0.0069 (7) |
C27 | 0.0352 (10) | 0.0198 (8) | 0.0201 (9) | 0.0029 (7) | 0.0126 (8) | 0.0063 (7) |
C28 | 0.0341 (10) | 0.0204 (8) | 0.0178 (8) | 0.0010 (7) | 0.0134 (7) | 0.0019 (7) |
C29 | 0.0252 (8) | 0.0229 (8) | 0.0167 (8) | 0.0007 (7) | 0.0095 (7) | 0.0059 (7) |
C30 | 0.0368 (10) | 0.0212 (8) | 0.0247 (9) | 0.0076 (7) | 0.0165 (8) | 0.0075 (7) |
C31 | 0.0437 (11) | 0.0245 (9) | 0.0222 (9) | 0.0090 (8) | 0.0185 (8) | 0.0041 (7) |
C32 | 0.0263 (9) | 0.0210 (8) | 0.0178 (8) | −0.0009 (7) | 0.0096 (7) | 0.0033 (7) |
Geometric parameters (Å, º) top
Co1—O11 | 2.0308 (12) | C3—C8 | 1.506 (2) |
Co1—O4i | 2.0320 (12) | C4—C5 | 1.386 (3) |
Co1—O1 | 2.0522 (12) | C4—H4 | 0.9300 |
Co1—O8 | 2.0644 (11) | C5—C6 | 1.387 (2) |
Co1—O18 | 2.1660 (13) | C5—C9 | 1.499 (2) |
Co1—O17 | 2.1702 (12) | C6—H6 | 0.9300 |
Co2—O2 | 2.0499 (12) | C9—H9A | 0.9700 |
Co2—O17 | 2.0912 (12) | C9—H9B | 0.9700 |
Co2—O16 | 2.1103 (15) | C10—C15 | 1.390 (3) |
Co2—O13ii | 2.1106 (12) | C10—C11 | 1.396 (3) |
Co2—O10 | 2.1267 (12) | C11—C12 | 1.380 (3) |
Co2—O15 | 2.1316 (15) | C11—H11 | 0.9300 |
O1—C7 | 1.259 (2) | C12—C13 | 1.400 (3) |
O2—C7 | 1.254 (2) | C12—H12 | 0.9300 |
O3—C8 | 1.250 (2) | C13—C14 | 1.386 (3) |
O4—C8 | 1.262 (2) | C13—C16 | 1.481 (3) |
O5—C10 | 1.370 (2) | C14—C15 | 1.387 (3) |
O5—C9 | 1.436 (2) | C14—H14 | 0.9300 |
O6—C16 | 1.311 (3) | C15—H15 | 0.9300 |
O6—H6A | 0.86 (4) | C17—C22 | 1.388 (2) |
O7—C16 | 1.226 (3) | C17—C18 | 1.394 (2) |
O8—C23 | 1.268 (2) | C17—C23 | 1.502 (2) |
O9—C23 | 1.249 (2) | C18—C19 | 1.394 (2) |
O10—C24 | 1.268 (2) | C18—H18 | 0.9300 |
O11—C24 | 1.242 (2) | C19—C20 | 1.398 (2) |
O12—C26 | 1.357 (2) | C19—C24iii | 1.498 (2) |
O12—C25 | 1.421 (2) | C20—C21 | 1.380 (2) |
O13—C32 | 1.231 (2) | C20—H20 | 0.9300 |
O14—C32 | 1.307 (2) | C21—C22 | 1.390 (2) |
O14—H14A | 0.86 (3) | C21—C25 | 1.509 (2) |
O15—H15A | 0.82 (4) | C22—H22 | 0.9300 |
O15—H15B | 0.79 (4) | C25—H25A | 0.9700 |
O16—H16A | 0.84 (3) | C25—H25B | 0.9700 |
O16—H16B | 0.76 (3) | C26—C27 | 1.391 (3) |
O17—H17A | 0.80 (3) | C26—C31 | 1.396 (3) |
O17—H17B | 0.82 (3) | C27—C28 | 1.384 (2) |
O18—H18A | 0.75 (3) | C27—H27 | 0.9300 |
O18—H18B | 0.90 (4) | C28—C29 | 1.393 (2) |
C1—C6 | 1.389 (2) | C28—H28 | 0.9300 |
C1—C2 | 1.396 (2) | C29—C30 | 1.395 (3) |
C1—C7 | 1.507 (2) | C29—C32 | 1.470 (2) |
C2—C3 | 1.391 (2) | C30—C31 | 1.377 (3) |
C2—H2 | 0.9300 | C30—H30 | 0.9300 |
C3—C4 | 1.390 (2) | C31—H31 | 0.9300 |
| | | |
O11—Co1—O4i | 86.66 (6) | O4—C8—C3 | 114.51 (15) |
O11—Co1—O1 | 92.94 (6) | O5—C9—C5 | 108.73 (15) |
O4i—Co1—O1 | 175.80 (5) | O5—C9—H9A | 109.9 |
O11—Co1—O8 | 175.52 (5) | C5—C9—H9A | 109.9 |
O4i—Co1—O8 | 88.98 (5) | O5—C9—H9B | 109.9 |
O1—Co1—O8 | 91.34 (6) | C5—C9—H9B | 109.9 |
O11—Co1—O18 | 87.78 (5) | H9A—C9—H9B | 108.3 |
O4i—Co1—O18 | 85.39 (6) | O5—C10—C15 | 124.45 (17) |
O1—Co1—O18 | 90.42 (6) | O5—C10—C11 | 115.45 (17) |
O8—Co1—O18 | 90.87 (5) | C15—C10—C11 | 120.10 (17) |
O11—Co1—O17 | 86.06 (5) | C12—C11—C10 | 119.79 (18) |
O4i—Co1—O17 | 87.06 (5) | C12—C11—H11 | 120.1 |
O1—Co1—O17 | 97.09 (5) | C10—C11—H11 | 120.1 |
O8—Co1—O17 | 94.73 (5) | C11—C12—C13 | 120.49 (18) |
O18—Co1—O17 | 170.51 (5) | C11—C12—H12 | 119.8 |
O2—Co2—O17 | 95.14 (5) | C13—C12—H12 | 119.8 |
O2—Co2—O16 | 177.21 (6) | C14—C13—C12 | 119.13 (17) |
O17—Co2—O16 | 87.63 (6) | C14—C13—C16 | 121.09 (18) |
O2—Co2—O13ii | 88.91 (6) | C12—C13—C16 | 119.69 (18) |
O17—Co2—O13ii | 170.51 (5) | C13—C14—C15 | 120.90 (18) |
O16—Co2—O13ii | 88.39 (6) | C13—C14—H14 | 119.5 |
O2—Co2—O10 | 94.73 (5) | C15—C14—H14 | 119.5 |
O17—Co2—O10 | 100.25 (5) | C14—C15—C10 | 119.57 (17) |
O16—Co2—O10 | 84.52 (6) | C14—C15—H15 | 120.2 |
O13ii—Co2—O10 | 87.93 (5) | C10—C15—H15 | 120.2 |
O2—Co2—O15 | 90.11 (6) | O7—C16—O6 | 122.54 (19) |
O17—Co2—O15 | 85.99 (6) | O7—C16—C13 | 123.71 (19) |
O16—Co2—O15 | 90.33 (7) | O6—C16—C13 | 113.74 (17) |
O13ii—Co2—O15 | 85.42 (6) | C22—C17—C18 | 120.00 (14) |
O10—Co2—O15 | 171.71 (6) | C22—C17—C23 | 118.40 (14) |
C7—O1—Co1 | 135.25 (12) | C18—C17—C23 | 121.59 (15) |
C7—O2—Co2 | 129.83 (11) | C19—C18—C17 | 118.97 (15) |
C8—O4—Co1iv | 125.78 (11) | C19—C18—H18 | 120.5 |
C10—O5—C9 | 116.34 (15) | C17—C18—H18 | 120.5 |
C16—O6—H6A | 108 (2) | C18—C19—C20 | 120.02 (15) |
C23—O8—Co1 | 125.53 (11) | C18—C19—C24iii | 124.05 (15) |
C24—O10—Co2 | 126.70 (10) | C20—C19—C24iii | 115.93 (14) |
C24—O11—Co1 | 138.12 (12) | C21—C20—C19 | 121.10 (15) |
C26—O12—C25 | 119.65 (14) | C21—C20—H20 | 119.5 |
C32—O13—Co2v | 127.56 (12) | C19—C20—H20 | 119.5 |
C32—O14—H14A | 115 (2) | C20—C21—C22 | 118.42 (15) |
Co2—O15—H15A | 124 (3) | C20—C21—C25 | 121.66 (15) |
Co2—O15—H15B | 119 (3) | C22—C21—C25 | 119.90 (15) |
H15A—O15—H15B | 113 (4) | C17—C22—C21 | 121.29 (15) |
Co2—O16—H16A | 123 (2) | C17—C22—H22 | 119.4 |
Co2—O16—H16B | 124 (2) | C21—C22—H22 | 119.4 |
H16A—O16—H16B | 108 (3) | O9—C23—O8 | 124.12 (14) |
Co2—O17—Co1 | 109.64 (5) | O9—C23—C17 | 119.41 (14) |
Co2—O17—H17A | 125.8 (18) | O8—C23—C17 | 116.46 (14) |
Co1—O17—H17A | 96.8 (19) | O11—C24—O10 | 123.55 (15) |
Co2—O17—H17B | 115.0 (17) | O11—C24—C19vi | 115.88 (14) |
Co1—O17—H17B | 101.3 (18) | O10—C24—C19vi | 120.57 (14) |
H17A—O17—H17B | 104 (2) | O12—C25—C21 | 107.30 (14) |
Co1—O18—H18A | 125 (2) | O12—C25—H25A | 110.3 |
Co1—O18—H18B | 123 (2) | C21—C25—H25A | 110.3 |
H18A—O18—H18B | 95 (3) | O12—C25—H25B | 110.3 |
C6—C1—C2 | 119.32 (15) | C21—C25—H25B | 110.3 |
C6—C1—C7 | 118.25 (15) | H25A—C25—H25B | 108.5 |
C2—C1—C7 | 122.40 (15) | O12—C26—C27 | 125.10 (16) |
C3—C2—C1 | 119.16 (15) | O12—C26—C31 | 114.37 (16) |
C3—C2—H2 | 120.4 | C27—C26—C31 | 120.53 (16) |
C1—C2—H2 | 120.4 | C28—C27—C26 | 119.04 (16) |
C4—C3—C2 | 120.44 (15) | C28—C27—H27 | 120.5 |
C4—C3—C8 | 117.72 (15) | C26—C27—H27 | 120.5 |
C2—C3—C8 | 121.79 (15) | C27—C28—C29 | 120.85 (16) |
C5—C4—C3 | 120.76 (16) | C27—C28—H28 | 119.6 |
C5—C4—H4 | 119.6 | C29—C28—H28 | 119.6 |
C3—C4—H4 | 119.6 | C28—C29—C30 | 119.48 (16) |
C4—C5—C6 | 118.29 (16) | C28—C29—C32 | 121.69 (16) |
C4—C5—C9 | 122.30 (16) | C30—C29—C32 | 118.64 (16) |
C6—C5—C9 | 119.30 (16) | C31—C30—C29 | 120.13 (17) |
C5—C6—C1 | 121.79 (16) | C31—C30—H30 | 119.9 |
C5—C6—H6 | 119.1 | C29—C30—H30 | 119.9 |
C1—C6—H6 | 119.1 | C30—C31—C26 | 119.92 (17) |
O2—C7—O1 | 126.28 (16) | C30—C31—H31 | 120.0 |
O2—C7—C1 | 118.05 (15) | C26—C31—H31 | 120.0 |
O1—C7—C1 | 115.66 (15) | O13—C32—O14 | 123.07 (16) |
O3—C8—O4 | 124.93 (16) | O13—C32—C29 | 122.31 (16) |
O3—C8—C3 | 120.56 (15) | O14—C32—C29 | 114.60 (15) |
| | | |
C6—C1—C2—C3 | −2.9 (2) | C12—C13—C16—O6 | 169.2 (2) |
C7—C1—C2—C3 | 175.18 (15) | C22—C17—C18—C19 | −0.8 (2) |
C1—C2—C3—C4 | 4.7 (2) | C23—C17—C18—C19 | 177.86 (15) |
C1—C2—C3—C8 | −172.76 (15) | C17—C18—C19—C20 | −3.0 (2) |
C2—C3—C4—C5 | −1.9 (3) | C17—C18—C19—C24iii | 176.38 (15) |
C8—C3—C4—C5 | 175.66 (16) | C18—C19—C20—C21 | 3.5 (3) |
C3—C4—C5—C6 | −2.6 (3) | C24iii—C19—C20—C21 | −175.96 (15) |
C3—C4—C5—C9 | −178.76 (17) | C19—C20—C21—C22 | 0.0 (3) |
C4—C5—C6—C1 | 4.4 (3) | C19—C20—C21—C25 | −178.40 (16) |
C9—C5—C6—C1 | −179.31 (17) | C18—C17—C22—C21 | 4.3 (3) |
C2—C1—C6—C5 | −1.7 (3) | C23—C17—C22—C21 | −174.38 (16) |
C7—C1—C6—C5 | −179.86 (16) | C20—C21—C22—C17 | −3.9 (3) |
Co2—O2—C7—O1 | −18.7 (3) | C25—C21—C22—C17 | 174.51 (17) |
Co2—O2—C7—C1 | 160.80 (11) | Co1—O8—C23—O9 | −19.9 (2) |
Co1—O1—C7—O2 | −10.5 (3) | Co1—O8—C23—C17 | 158.79 (11) |
Co1—O1—C7—C1 | 170.05 (12) | C22—C17—C23—O9 | 159.21 (16) |
C6—C1—C7—O2 | −155.49 (16) | C18—C17—C23—O9 | −19.5 (2) |
C2—C1—C7—O2 | 26.4 (2) | C22—C17—C23—O8 | −19.5 (2) |
C6—C1—C7—O1 | 24.1 (2) | C18—C17—C23—O8 | 161.76 (16) |
C2—C1—C7—O1 | −154.08 (16) | Co1—O11—C24—O10 | −38.2 (3) |
Co1iv—O4—C8—O3 | −47.0 (2) | Co1—O11—C24—C19vi | 141.31 (15) |
Co1iv—O4—C8—C3 | 133.21 (13) | Co2—O10—C24—O11 | 0.7 (3) |
C4—C3—C8—O3 | 152.41 (17) | Co2—O10—C24—C19vi | −178.79 (11) |
C2—C3—C8—O3 | −30.1 (3) | C26—O12—C25—C21 | −175.65 (16) |
C4—C3—C8—O4 | −27.8 (2) | C20—C21—C25—O12 | −13.6 (2) |
C2—C3—C8—O4 | 149.78 (16) | C22—C21—C25—O12 | 168.07 (16) |
C10—O5—C9—C5 | −169.10 (15) | C25—O12—C26—C27 | −0.2 (3) |
C4—C5—C9—O5 | −104.0 (2) | C25—O12—C26—C31 | 179.62 (17) |
C6—C5—C9—O5 | 79.9 (2) | O12—C26—C27—C28 | −178.23 (18) |
C9—O5—C10—C15 | 4.6 (3) | C31—C26—C27—C28 | 2.0 (3) |
C9—O5—C10—C11 | −175.42 (17) | C26—C27—C28—C29 | −1.6 (3) |
O5—C10—C11—C12 | 179.67 (18) | C27—C28—C29—C30 | −0.4 (3) |
C15—C10—C11—C12 | −0.3 (3) | C27—C28—C29—C32 | 174.50 (17) |
C10—C11—C12—C13 | −1.1 (3) | C28—C29—C30—C31 | 2.0 (3) |
C11—C12—C13—C14 | 1.5 (3) | C32—C29—C30—C31 | −173.01 (18) |
C11—C12—C13—C16 | −174.99 (19) | C29—C30—C31—C26 | −1.6 (3) |
C12—C13—C14—C15 | −0.5 (3) | O12—C26—C31—C30 | 179.82 (18) |
C16—C13—C14—C15 | 175.93 (19) | C27—C26—C31—C30 | −0.4 (3) |
C13—C14—C15—C10 | −0.9 (3) | Co2v—O13—C32—O14 | −29.3 (3) |
O5—C10—C15—C14 | −178.69 (18) | Co2v—O13—C32—C29 | 149.41 (13) |
C11—C10—C15—C14 | 1.3 (3) | C28—C29—C32—O13 | 173.56 (18) |
C14—C13—C16—O7 | 174.0 (2) | C30—C29—C32—O13 | −11.5 (3) |
C12—C13—C16—O7 | −9.5 (3) | C28—C29—C32—O14 | −7.6 (3) |
C14—C13—C16—O6 | −7.2 (3) | C30—C29—C32—O14 | 167.25 (17) |
Symmetry codes: (i) x+1, y, z; (ii) x, y−1, z+1; (iii) x, y+1, z; (iv) x−1, y, z; (v) x, y+1, z−1; (vi) x, y−1, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H6A···O9vii | 0.86 (4) | 1.79 (4) | 2.6395 (19) | 169 (4) |
O14—H14A···O10v | 0.86 (3) | 1.74 (3) | 2.5696 (17) | 162 (3) |
O15—H15A···O13viii | 0.82 (4) | 2.43 (4) | 3.212 (2) | 160 (4) |
O15—H15B···O7ix | 0.79 (4) | 2.10 (4) | 2.880 (3) | 169 (4) |
O16—H16A···O3x | 0.84 (3) | 1.86 (3) | 2.695 (2) | 174 (3) |
O16—H16B···O7xi | 0.76 (3) | 2.43 (3) | 3.169 (3) | 163 (3) |
O17—H17A···O9 | 0.80 (3) | 1.83 (3) | 2.6057 (17) | 164 (3) |
O17—H17B···O3i | 0.82 (3) | 1.89 (3) | 2.6743 (18) | 161 (2) |
O18—H18A···O8xii | 0.75 (3) | 2.13 (3) | 2.8419 (19) | 159 (3) |
O18—H18B···O1xii | 0.90 (4) | 2.24 (4) | 3.055 (2) | 152 (3) |
C9—H9B···O4xiii | 0.97 | 2.38 | 3.266 (2) | 152 |
Symmetry codes: (i) x+1, y, z; (v) x, y+1, z−1; (vii) x−1, y−1, z−1; (viii) −x+1, −y+1, −z+1; (ix) x+1, y+1, z+1; (x) −x+1, −y, −z+2; (xi) −x+1, −y−1, −z+1; (xii) −x+1, −y, −z+1; (xiii) −x, −y, −z+1. |