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Two one-dimensional (1D) coordination polymers (CPs), namely catena-poly[[[aqua(2,2′-bipyridine-κ2N,N′)(nitrato-κO)copper(II)]-μ-1,3-bis(pyridin-4-yl)propane-κ2N:N′] nitrate], {[Cu(NO3)(C10H8N2)(C13H14N2)(H2O)]·NO3}n (1), and catena-poly[[[aqua(nitrato-κO)(1,10-phenanthroline-κ2N,N′)copper(II)]-μ-1,3-bis(pyridin-4-yl)propane-κ2N:N′] nitrate], {[Cu(NO3)(C12H8N2)(C13H14N2)(H2O)]·NO3}n (2), have been synthesized using [Cu(NO3)(NN)(H2O)2]NO3, where NN = 2,2′-bipyridine (bpy) or 1,10-phenanthroline (phen), as a linker in a 1:1 molar ratio. The CPs were characterized by elemental analysis, IR spectroscopy, thermogravimetric analysis and single-crystal X-ray structure determination. The 1,3-bis(pyridin-4-yl)propane (dpp) ligand acts as a bridging ligand, leading to the formation of a 1D polymer. The octahedral coordination sphere around copper consists of two N atoms from bpy for 1 or phen for 2, two N atoms from dpp, one O atom from water and one O atom from a coordinated nitrate anion. Each structure contains two crystallographically independent chains in the asymmetric unit and the chains are linked via hydrogen bonds into a three-dimensional network.
Supporting information
CCDC references: 1888153; 1888152
For both structures, data collection: APEX3 (Bruker, 2010); cell refinement: APEX3 (Bruker, 2010); data reduction: APEX3 (Bruker, 2010); program(s) used to solve structure: SHELXT2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015b); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).
catena-Poly[[[aqua(2,2'-bipyridine-
κ2N,
N')(nitrato-
κO)copper(II)]-µ-1,3-bis(pyridin-4-yl)propane-
κ2N:
N']
nitrate] (1)
top
Crystal data top
[Cu(NO3)(C10H8N2)(C13H14N2)(H2O)]NO3 | F(000) = 2312 |
Mr = 560.03 | Dx = 1.564 Mg m−3 |
Monoclinic, P21/n | Cu Kα radiation, λ = 1.54178 Å |
a = 15.7821 (13) Å | Cell parameters from 6676 reflections |
b = 16.2877 (14) Å | θ = 65.0–3.3° |
c = 19.1051 (15) Å | µ = 1.80 mm−1 |
β = 104.457 (3)° | T = 296 K |
V = 4755.5 (7) Å3 | Block, blue |
Z = 8 | 0.28 × 0.22 × 0.18 mm |
Data collection top
Bruker X8 Proteum diffractometer | 7847 independent reflections |
Radiation source: Bruker MicroStar microfocus rotating anode | 6676 reflections with I > 2σ(I) |
Detector resolution: 18.4 pixels mm-1 | Rint = 0.064 |
φ and ω scans | θmax = 65.0°, θmin = 3.3° |
Absorption correction: multi-scan (SADABS; Bruker, 2010) | h = −18→17 |
Tmin = 0.632, Tmax = 0.737 | k = −19→18 |
34083 measured reflections | l = −21→22 |
Refinement top
Refinement on F2 | Primary atom site location: iterative |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.053 | H-atom parameters constrained |
wR(F2) = 0.151 | w = 1/[σ2(Fo2) + (0.102P)2 + 1.4684P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max = 0.001 |
7847 reflections | Δρmax = 0.56 e Å−3 |
682 parameters | Δρmin = −0.43 e Å−3 |
51 restraints | |
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. |
Refinement. Single-crystal data of coordination polymers 1 and 2
was collected on a Bruker X8 Proteum diffractometer equipped with an X-ray
generator operating at 45 kV and 10 mA, using Cu-Kα radiation (?=1.54178 Å). The complete collected data sets were processed using SAINT PLUS
?(Bruker, 2010)?. The structure of the coordination polymers
1 and
2 was solved on Olex2 ?(Dolomanov et al., 2009)?
using SHELXT
program ?(Sheldrick, 2015a)? and refined (full matrix least-squares
refinement
on F2) using SHELXL program ?(Sheldrick, 2015b)?. All non-hydrogen atoms
were refined anisotropically. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Cu1 | 0.76462 (3) | 0.32048 (3) | 0.46767 (2) | 0.01942 (15) | |
O1 | 0.89807 (12) | 0.39860 (13) | 0.47564 (11) | 0.0253 (5) | |
H1A | 0.929369 | 0.374156 | 0.451767 | 0.038* | |
H1B | 0.926362 | 0.402220 | 0.519729 | 0.038* | |
N1 | 0.71930 (14) | 0.36489 (14) | 0.36735 (11) | 0.0184 (5) | |
N2 | 0.82452 (14) | 0.24119 (14) | 0.41453 (12) | 0.0191 (5) | |
N3 | 0.70323 (14) | 0.40533 (15) | 0.51370 (11) | 0.0188 (5) | |
N4 | 0.68751 (15) | 0.77299 (15) | 0.93291 (11) | 0.0205 (5) | |
C1 | 0.66136 (18) | 0.42586 (18) | 0.34762 (15) | 0.0230 (6) | |
H1 | 0.644046 | 0.455423 | 0.383325 | 0.028* | |
C2 | 0.62645 (19) | 0.4463 (2) | 0.27615 (16) | 0.0295 (7) | |
H2 | 0.586343 | 0.489017 | 0.263887 | 0.035* | |
C3 | 0.6520 (2) | 0.4024 (2) | 0.22321 (16) | 0.0314 (7) | |
H3 | 0.628432 | 0.414282 | 0.174623 | 0.038* | |
C4 | 0.71317 (19) | 0.34067 (19) | 0.24330 (15) | 0.0255 (6) | |
H4 | 0.732209 | 0.311193 | 0.208422 | 0.031* | |
C5 | 0.74580 (18) | 0.32311 (18) | 0.31586 (15) | 0.0203 (6) | |
C6 | 0.80993 (17) | 0.25645 (17) | 0.34311 (14) | 0.0198 (6) | |
C7 | 0.85315 (18) | 0.21395 (19) | 0.29996 (16) | 0.0254 (6) | |
H7 | 0.842702 | 0.226156 | 0.250994 | 0.030* | |
C8 | 0.91212 (19) | 0.1530 (2) | 0.33010 (17) | 0.0300 (7) | |
H8 | 0.941984 | 0.123854 | 0.301908 | 0.036* | |
C9 | 0.92571 (19) | 0.1365 (2) | 0.40322 (17) | 0.0305 (7) | |
H9 | 0.964012 | 0.095094 | 0.424732 | 0.037* | |
C10 | 0.88172 (19) | 0.18218 (19) | 0.44364 (16) | 0.0264 (7) | |
H10 | 0.892097 | 0.171685 | 0.492909 | 0.032* | |
C11 | 0.74239 (18) | 0.47725 (19) | 0.53554 (15) | 0.0242 (6) | |
H11 | 0.797624 | 0.486891 | 0.528222 | 0.029* | |
C12 | 0.70482 (18) | 0.53708 (18) | 0.56809 (15) | 0.0238 (6) | |
H12 | 0.734625 | 0.585863 | 0.582680 | 0.029* | |
C13 | 0.62164 (17) | 0.52480 (18) | 0.57937 (13) | 0.0187 (6) | |
C14 | 0.58247 (17) | 0.44955 (17) | 0.55787 (14) | 0.0194 (6) | |
H14 | 0.527638 | 0.437826 | 0.565169 | 0.023* | |
C15 | 0.62455 (17) | 0.39236 (17) | 0.52582 (14) | 0.0191 (6) | |
H15 | 0.597012 | 0.342357 | 0.511931 | 0.023* | |
C16 | 0.57782 (18) | 0.59026 (19) | 0.61267 (15) | 0.0232 (6) | |
H16A | 0.518967 | 0.572397 | 0.611905 | 0.028* | |
H16B | 0.573085 | 0.639540 | 0.583440 | 0.028* | |
C17 | 0.62595 (18) | 0.61136 (19) | 0.69064 (15) | 0.0229 (6) | |
H17A | 0.625040 | 0.564374 | 0.721638 | 0.027* | |
H17B | 0.686513 | 0.624576 | 0.692925 | 0.027* | |
C18 | 0.5821 (2) | 0.6840 (2) | 0.71672 (15) | 0.0281 (7) | |
H18A | 0.581937 | 0.729391 | 0.683835 | 0.034* | |
H18B | 0.521592 | 0.669497 | 0.713218 | 0.034* | |
C19 | 0.62143 (17) | 0.71350 (18) | 0.79183 (14) | 0.0205 (6) | |
C20 | 0.59576 (18) | 0.78897 (19) | 0.81388 (15) | 0.0245 (6) | |
H20 | 0.555326 | 0.820880 | 0.781388 | 0.029* | |
C21 | 0.62937 (19) | 0.81674 (19) | 0.88284 (15) | 0.0242 (6) | |
H21 | 0.611499 | 0.867729 | 0.895760 | 0.029* | |
C22 | 0.68295 (19) | 0.66974 (18) | 0.84326 (15) | 0.0237 (6) | |
H22 | 0.703192 | 0.619368 | 0.831202 | 0.028* | |
C23 | 0.71395 (18) | 0.70095 (18) | 0.91210 (15) | 0.0229 (6) | |
H23 | 0.755006 | 0.670590 | 0.945477 | 0.027* | |
Cu2 | 0.25077 (3) | 0.09524 (3) | 0.46043 (2) | 0.02062 (15) | |
O9 | 0.13242 (13) | 0.00385 (14) | 0.45119 (10) | 0.0300 (5) | |
O10 | 0.06893 (14) | 0.00216 (14) | 0.33672 (11) | 0.0335 (5) | |
O11 | 0.02177 (14) | −0.07542 (15) | 0.41070 (12) | 0.0375 (6) | |
N7 | 0.20586 (15) | 0.14060 (14) | 0.36041 (12) | 0.0194 (5) | |
N8 | 0.31699 (14) | 0.02181 (14) | 0.40839 (12) | 0.0196 (5) | |
N9 | 0.19811 (14) | 0.18680 (14) | 0.50644 (12) | 0.0188 (5) | |
N10 | 0.20056 (15) | 0.54893 (15) | 0.93954 (11) | 0.0199 (5) | |
N11 | 0.07384 (14) | −0.02322 (15) | 0.39836 (12) | 0.0204 (5) | |
C24 | 0.14395 (18) | 0.19798 (18) | 0.34033 (15) | 0.0227 (6) | |
H24 | 0.121966 | 0.223516 | 0.375621 | 0.027* | |
C25 | 0.1114 (2) | 0.22069 (19) | 0.26876 (16) | 0.0297 (7) | |
H25 | 0.068199 | 0.260632 | 0.256178 | 0.036* | |
C26 | 0.1442 (2) | 0.1831 (2) | 0.21671 (16) | 0.0311 (7) | |
H26 | 0.123857 | 0.197776 | 0.168371 | 0.037* | |
C27 | 0.2080 (2) | 0.1232 (2) | 0.23707 (15) | 0.0263 (7) | |
H27 | 0.230695 | 0.096955 | 0.202514 | 0.032* | |
C28 | 0.23740 (18) | 0.10298 (17) | 0.30915 (14) | 0.0202 (6) | |
C29 | 0.30196 (17) | 0.03696 (18) | 0.33669 (14) | 0.0210 (6) | |
C30 | 0.34363 (19) | −0.0076 (2) | 0.29361 (16) | 0.0276 (7) | |
H30 | 0.332592 | 0.003445 | 0.244393 | 0.033* | |
C31 | 0.4018 (2) | −0.0686 (2) | 0.32425 (17) | 0.0335 (7) | |
H31 | 0.429982 | −0.099376 | 0.295801 | 0.040* | |
C32 | 0.41791 (19) | −0.0836 (2) | 0.39787 (17) | 0.0316 (7) | |
H32 | 0.457010 | −0.124342 | 0.419506 | 0.038* | |
C33 | 0.37487 (18) | −0.03695 (19) | 0.43831 (16) | 0.0260 (7) | |
H33 | 0.386090 | −0.046304 | 0.487802 | 0.031* | |
C34 | 0.23490 (18) | 0.26168 (18) | 0.51139 (15) | 0.0230 (6) | |
H34 | 0.281409 | 0.270512 | 0.490500 | 0.028* | |
C35 | 0.20599 (18) | 0.32578 (19) | 0.54638 (15) | 0.0234 (6) | |
H35 | 0.234512 | 0.376173 | 0.550524 | 0.028* | |
C36 | 0.13432 (17) | 0.31539 (17) | 0.57552 (13) | 0.0188 (6) | |
C37 | 0.09692 (18) | 0.23760 (18) | 0.57011 (14) | 0.0220 (6) | |
H37 | 0.049335 | 0.227597 | 0.589410 | 0.026* | |
C38 | 0.13048 (18) | 0.17511 (18) | 0.53602 (14) | 0.0202 (6) | |
H38 | 0.105270 | 0.123234 | 0.533547 | 0.024* | |
C39 | 0.09997 (19) | 0.38561 (19) | 0.61078 (15) | 0.0242 (6) | |
H39A | 0.038661 | 0.375706 | 0.608216 | 0.029* | |
H39B | 0.103514 | 0.435203 | 0.583540 | 0.029* | |
C40 | 0.14819 (18) | 0.40022 (18) | 0.68991 (14) | 0.0204 (6) | |
H40A | 0.141165 | 0.353072 | 0.718971 | 0.024* | |
H40B | 0.210161 | 0.408061 | 0.693994 | 0.024* | |
C41 | 0.10991 (19) | 0.47638 (19) | 0.71656 (14) | 0.0243 (6) | |
H41A | 0.118882 | 0.522373 | 0.686963 | 0.029* | |
H41B | 0.047242 | 0.468390 | 0.707907 | 0.029* | |
C42 | 0.14459 (17) | 0.50037 (18) | 0.79457 (14) | 0.0196 (6) | |
C43 | 0.11900 (17) | 0.57435 (18) | 0.81867 (15) | 0.0222 (6) | |
H43 | 0.082659 | 0.609438 | 0.786085 | 0.027* | |
C44 | 0.14666 (18) | 0.59647 (18) | 0.89011 (15) | 0.0233 (6) | |
H44 | 0.127499 | 0.646021 | 0.904872 | 0.028* | |
C45 | 0.20112 (17) | 0.45187 (17) | 0.84600 (14) | 0.0202 (6) | |
H45 | 0.221268 | 0.402100 | 0.832551 | 0.024* | |
C46 | 0.22695 (18) | 0.47786 (18) | 0.91658 (14) | 0.0217 (6) | |
H46 | 0.264522 | 0.444544 | 0.950013 | 0.026* | |
O2 | 0.63192 (14) | 0.21796 (14) | 0.45119 (11) | 0.0329 (5) | |
O3 | 0.52613 (15) | 0.13997 (15) | 0.39361 (13) | 0.0387 (6) | |
O4 | 0.60018 (13) | 0.21122 (14) | 0.33411 (11) | 0.0288 (5) | |
O5 | 1.00326 (15) | 0.34681 (14) | 0.38483 (14) | 0.0412 (6) | |
O6 | 1.05524 (13) | 0.46163 (14) | 0.43159 (12) | 0.0345 (5) | |
O7 | 1.09794 (15) | 0.41130 (17) | 0.34184 (12) | 0.0435 (6) | |
O8 | 0.39918 (14) | 0.18170 (14) | 0.46848 (13) | 0.0327 (5) | |
H8A | 0.438541 | 0.169708 | 0.446874 | 0.049* | |
H8B | 0.420708 | 0.212571 | 0.504321 | 0.049* | |
O12 | 0.42632 (19) | 0.26525 (17) | 0.65544 (14) | 0.0443 (8) | 0.894 (4) |
O13 | 0.4408 (2) | 0.31860 (19) | 0.55606 (14) | 0.0498 (9) | 0.894 (4) |
O14 | 0.41364 (19) | 0.39584 (16) | 0.63842 (18) | 0.0485 (9) | 0.894 (4) |
O15 | 0.4010 (14) | 0.3939 (7) | 0.5892 (11) | 0.0443 (8) | 0.106 (4) |
O16 | 0.4118 (15) | 0.3055 (13) | 0.6747 (7) | 0.0498 (9) | 0.106 (4) |
O17 | 0.4717 (14) | 0.2814 (11) | 0.5876 (12) | 0.0485 (9) | 0.106 (4) |
N5 | 0.58572 (15) | 0.19023 (15) | 0.39216 (13) | 0.0227 (5) | |
N6 | 1.05271 (15) | 0.40678 (15) | 0.38598 (12) | 0.0219 (5) | |
N12 | 0.42657 (15) | 0.32644 (14) | 0.61673 (11) | 0.0265 (6) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0261 (2) | 0.0198 (3) | 0.0119 (2) | 0.00604 (16) | 0.00393 (17) | 0.00192 (15) |
O1 | 0.0242 (10) | 0.0293 (12) | 0.0237 (10) | −0.0045 (8) | 0.0087 (8) | −0.0051 (9) |
N1 | 0.0194 (11) | 0.0206 (13) | 0.0143 (11) | −0.0015 (9) | 0.0025 (9) | 0.0024 (9) |
N2 | 0.0207 (11) | 0.0160 (12) | 0.0202 (12) | −0.0014 (9) | 0.0041 (9) | −0.0009 (9) |
N3 | 0.0215 (11) | 0.0227 (13) | 0.0119 (11) | 0.0021 (9) | 0.0033 (9) | 0.0006 (9) |
N4 | 0.0248 (11) | 0.0223 (14) | 0.0140 (11) | −0.0014 (10) | 0.0043 (9) | −0.0002 (9) |
C1 | 0.0247 (14) | 0.0193 (15) | 0.0240 (15) | 0.0021 (12) | 0.0041 (11) | 0.0046 (12) |
C2 | 0.0295 (15) | 0.0296 (18) | 0.0256 (16) | 0.0038 (13) | −0.0005 (12) | 0.0098 (13) |
C3 | 0.0364 (17) | 0.0346 (19) | 0.0183 (15) | −0.0060 (14) | −0.0022 (12) | 0.0074 (13) |
C4 | 0.0327 (15) | 0.0271 (17) | 0.0163 (14) | −0.0045 (13) | 0.0054 (12) | −0.0011 (12) |
C5 | 0.0216 (13) | 0.0213 (15) | 0.0168 (14) | −0.0068 (11) | 0.0028 (11) | −0.0005 (11) |
C6 | 0.0223 (13) | 0.0173 (15) | 0.0193 (14) | −0.0050 (11) | 0.0042 (11) | −0.0053 (11) |
C7 | 0.0277 (15) | 0.0256 (17) | 0.0244 (15) | −0.0048 (13) | 0.0094 (12) | −0.0065 (12) |
C8 | 0.0251 (15) | 0.0279 (18) | 0.0374 (18) | −0.0027 (13) | 0.0086 (13) | −0.0156 (14) |
C9 | 0.0251 (15) | 0.0229 (17) | 0.0399 (18) | 0.0048 (13) | 0.0013 (13) | −0.0087 (14) |
C10 | 0.0254 (15) | 0.0252 (17) | 0.0245 (15) | 0.0027 (12) | −0.0015 (12) | −0.0027 (12) |
C11 | 0.0229 (14) | 0.0252 (17) | 0.0270 (15) | −0.0026 (12) | 0.0111 (12) | −0.0027 (12) |
C12 | 0.0246 (14) | 0.0208 (16) | 0.0257 (15) | −0.0057 (12) | 0.0057 (11) | −0.0050 (12) |
C13 | 0.0192 (13) | 0.0247 (15) | 0.0102 (12) | 0.0018 (11) | 0.0000 (10) | 0.0019 (11) |
C14 | 0.0166 (12) | 0.0255 (16) | 0.0162 (13) | −0.0019 (11) | 0.0041 (10) | 0.0001 (11) |
C15 | 0.0229 (14) | 0.0153 (14) | 0.0161 (13) | −0.0020 (11) | −0.0008 (10) | 0.0020 (10) |
C16 | 0.0230 (14) | 0.0269 (17) | 0.0188 (14) | 0.0019 (12) | 0.0035 (11) | −0.0038 (12) |
C17 | 0.0267 (14) | 0.0224 (16) | 0.0177 (14) | 0.0035 (12) | 0.0021 (11) | −0.0024 (11) |
C18 | 0.0308 (16) | 0.0318 (18) | 0.0181 (15) | 0.0061 (13) | −0.0005 (12) | −0.0058 (12) |
C19 | 0.0210 (13) | 0.0232 (16) | 0.0172 (14) | −0.0004 (11) | 0.0046 (10) | −0.0021 (11) |
C20 | 0.0261 (14) | 0.0259 (16) | 0.0189 (14) | 0.0070 (12) | 0.0005 (11) | −0.0014 (12) |
C21 | 0.0289 (15) | 0.0219 (16) | 0.0215 (15) | 0.0033 (12) | 0.0058 (12) | −0.0047 (12) |
C22 | 0.0302 (15) | 0.0184 (15) | 0.0209 (15) | 0.0024 (12) | 0.0035 (12) | −0.0043 (11) |
C23 | 0.0282 (14) | 0.0190 (15) | 0.0194 (14) | 0.0008 (12) | 0.0021 (11) | 0.0001 (11) |
Cu2 | 0.0310 (3) | 0.0191 (3) | 0.0119 (2) | 0.00706 (17) | 0.00552 (17) | 0.00094 (15) |
O9 | 0.0323 (11) | 0.0329 (13) | 0.0196 (10) | −0.0145 (9) | −0.0031 (8) | −0.0010 (9) |
O10 | 0.0440 (13) | 0.0352 (13) | 0.0162 (11) | −0.0061 (10) | −0.0020 (9) | 0.0046 (9) |
O11 | 0.0305 (11) | 0.0409 (14) | 0.0367 (13) | −0.0161 (11) | 0.0001 (9) | 0.0067 (11) |
N7 | 0.0252 (12) | 0.0163 (12) | 0.0165 (11) | −0.0018 (10) | 0.0052 (9) | −0.0009 (9) |
N8 | 0.0230 (11) | 0.0169 (12) | 0.0183 (12) | −0.0004 (9) | 0.0043 (9) | −0.0015 (9) |
N9 | 0.0233 (12) | 0.0212 (13) | 0.0118 (11) | 0.0016 (9) | 0.0038 (9) | 0.0001 (9) |
N10 | 0.0245 (11) | 0.0218 (13) | 0.0137 (11) | −0.0024 (10) | 0.0050 (9) | −0.0015 (9) |
N11 | 0.0214 (11) | 0.0175 (13) | 0.0201 (12) | 0.0036 (10) | 0.0009 (9) | −0.0012 (10) |
C24 | 0.0283 (15) | 0.0195 (15) | 0.0188 (14) | 0.0007 (12) | 0.0032 (11) | 0.0011 (11) |
C25 | 0.0380 (17) | 0.0239 (17) | 0.0235 (16) | 0.0031 (13) | 0.0005 (13) | 0.0047 (13) |
C26 | 0.0408 (18) | 0.0314 (18) | 0.0182 (15) | −0.0007 (14) | 0.0020 (13) | 0.0058 (13) |
C27 | 0.0354 (16) | 0.0293 (17) | 0.0152 (14) | −0.0014 (13) | 0.0078 (12) | −0.0024 (12) |
C28 | 0.0256 (14) | 0.0186 (15) | 0.0168 (14) | −0.0049 (11) | 0.0060 (11) | −0.0017 (11) |
C29 | 0.0223 (14) | 0.0232 (16) | 0.0177 (14) | −0.0066 (11) | 0.0054 (11) | −0.0047 (11) |
C30 | 0.0297 (15) | 0.0330 (18) | 0.0214 (15) | −0.0028 (13) | 0.0090 (12) | −0.0053 (13) |
C31 | 0.0302 (16) | 0.038 (2) | 0.0345 (18) | 0.0063 (14) | 0.0122 (13) | −0.0091 (15) |
C32 | 0.0256 (15) | 0.0325 (19) | 0.0353 (18) | 0.0080 (13) | 0.0049 (13) | −0.0041 (14) |
C33 | 0.0261 (15) | 0.0265 (17) | 0.0237 (15) | 0.0053 (12) | 0.0026 (12) | −0.0002 (12) |
C34 | 0.0247 (14) | 0.0223 (16) | 0.0228 (14) | 0.0001 (12) | 0.0074 (11) | 0.0007 (12) |
C35 | 0.0256 (14) | 0.0209 (15) | 0.0228 (15) | −0.0018 (12) | 0.0043 (11) | −0.0030 (11) |
C36 | 0.0219 (13) | 0.0213 (15) | 0.0099 (12) | 0.0038 (11) | −0.0019 (10) | 0.0004 (10) |
C37 | 0.0243 (14) | 0.0265 (16) | 0.0157 (13) | −0.0015 (12) | 0.0061 (10) | −0.0002 (11) |
C38 | 0.0257 (14) | 0.0194 (15) | 0.0142 (13) | −0.0028 (11) | 0.0029 (11) | −0.0004 (11) |
C39 | 0.0293 (15) | 0.0243 (16) | 0.0168 (14) | 0.0062 (12) | 0.0016 (11) | −0.0028 (12) |
C40 | 0.0250 (14) | 0.0203 (15) | 0.0153 (13) | 0.0035 (11) | 0.0039 (11) | −0.0006 (11) |
C41 | 0.0290 (14) | 0.0237 (16) | 0.0172 (14) | 0.0029 (12) | 0.0003 (11) | −0.0030 (12) |
C42 | 0.0191 (12) | 0.0224 (16) | 0.0174 (13) | 0.0005 (11) | 0.0046 (10) | −0.0016 (11) |
C43 | 0.0223 (13) | 0.0208 (15) | 0.0213 (15) | 0.0042 (11) | 0.0015 (11) | −0.0001 (12) |
C44 | 0.0284 (15) | 0.0199 (16) | 0.0221 (15) | 0.0032 (12) | 0.0071 (12) | −0.0047 (11) |
C45 | 0.0257 (14) | 0.0150 (14) | 0.0186 (14) | 0.0014 (11) | 0.0030 (11) | −0.0041 (11) |
C46 | 0.0260 (14) | 0.0177 (15) | 0.0190 (14) | −0.0008 (11) | 0.0011 (11) | 0.0016 (11) |
O2 | 0.0378 (12) | 0.0340 (13) | 0.0230 (11) | −0.0017 (10) | 0.0005 (9) | −0.0032 (9) |
O3 | 0.0381 (12) | 0.0366 (14) | 0.0462 (14) | −0.0135 (11) | 0.0194 (10) | −0.0117 (11) |
O4 | 0.0346 (11) | 0.0308 (12) | 0.0215 (11) | 0.0031 (9) | 0.0078 (9) | 0.0029 (9) |
O5 | 0.0418 (13) | 0.0264 (13) | 0.0609 (16) | −0.0131 (11) | 0.0233 (11) | −0.0155 (11) |
O6 | 0.0312 (11) | 0.0335 (13) | 0.0374 (13) | −0.0059 (10) | 0.0059 (9) | −0.0190 (10) |
O7 | 0.0395 (13) | 0.0665 (19) | 0.0300 (13) | −0.0066 (12) | 0.0187 (11) | −0.0029 (11) |
O8 | 0.0298 (11) | 0.0314 (13) | 0.0401 (13) | −0.0072 (9) | 0.0150 (10) | −0.0118 (10) |
O12 | 0.0659 (18) | 0.0340 (17) | 0.0288 (14) | −0.0218 (14) | 0.0039 (12) | 0.0037 (12) |
O13 | 0.072 (2) | 0.053 (2) | 0.0325 (16) | −0.0390 (16) | 0.0280 (15) | −0.0198 (14) |
O14 | 0.0504 (16) | 0.0329 (17) | 0.063 (2) | 0.0014 (13) | 0.0157 (15) | −0.0180 (14) |
O15 | 0.0659 (18) | 0.0340 (17) | 0.0288 (14) | −0.0218 (14) | 0.0039 (12) | 0.0037 (12) |
O16 | 0.072 (2) | 0.053 (2) | 0.0325 (16) | −0.0390 (16) | 0.0280 (15) | −0.0198 (14) |
O17 | 0.0504 (16) | 0.0329 (17) | 0.063 (2) | 0.0014 (13) | 0.0157 (15) | −0.0180 (14) |
N5 | 0.0210 (12) | 0.0188 (13) | 0.0272 (14) | 0.0031 (10) | 0.0038 (10) | −0.0029 (10) |
N6 | 0.0220 (12) | 0.0242 (14) | 0.0187 (12) | −0.0009 (10) | 0.0034 (9) | −0.0016 (10) |
N12 | 0.0257 (13) | 0.0334 (16) | 0.0199 (13) | −0.0107 (11) | 0.0048 (10) | −0.0056 (11) |
Geometric parameters (Å, º) top
Cu1—N1 | 2.006 (2) | N7—C24 | 1.337 (4) |
Cu1—N3 | 2.012 (2) | N7—C28 | 1.351 (4) |
Cu1—N4i | 2.015 (2) | N8—C33 | 1.348 (4) |
Cu1—N2 | 2.018 (2) | N8—C29 | 1.353 (4) |
Cu1—O1 | 2.4326 (19) | N9—C38 | 1.340 (4) |
O1—H1A | 0.8504 | N9—C34 | 1.344 (4) |
O1—H1B | 0.8512 | N10—C46 | 1.340 (4) |
N1—C1 | 1.339 (4) | N10—C44 | 1.347 (4) |
N1—C5 | 1.346 (4) | C24—C25 | 1.385 (4) |
N2—C10 | 1.341 (4) | C24—H24 | 0.9300 |
N2—C6 | 1.349 (4) | C25—C26 | 1.374 (5) |
N3—C15 | 1.336 (4) | C25—H25 | 0.9300 |
N3—C11 | 1.341 (4) | C26—C27 | 1.386 (5) |
N4—C23 | 1.339 (4) | C26—H26 | 0.9300 |
N4—C21 | 1.351 (4) | C27—C28 | 1.379 (4) |
C1—C2 | 1.380 (4) | C27—H27 | 0.9300 |
C1—H1 | 0.9300 | C28—C29 | 1.484 (4) |
C2—C3 | 1.379 (5) | C29—C30 | 1.381 (4) |
C2—H2 | 0.9300 | C30—C31 | 1.381 (5) |
C3—C4 | 1.380 (5) | C30—H30 | 0.9300 |
C3—H3 | 0.9300 | C31—C32 | 1.387 (5) |
C4—C5 | 1.383 (4) | C31—H31 | 0.9300 |
C4—H4 | 0.9300 | C32—C33 | 1.378 (4) |
C5—C6 | 1.487 (4) | C32—H32 | 0.9300 |
C6—C7 | 1.380 (4) | C33—H33 | 0.9300 |
C7—C8 | 1.384 (4) | C34—C35 | 1.377 (4) |
C7—H7 | 0.9300 | C34—H34 | 0.9300 |
C8—C9 | 1.386 (5) | C35—C36 | 1.390 (4) |
C8—H8 | 0.9300 | C35—H35 | 0.9300 |
C9—C10 | 1.378 (4) | C36—C37 | 1.391 (4) |
C9—H9 | 0.9300 | C36—C39 | 1.496 (4) |
C10—H10 | 0.9300 | C37—C38 | 1.383 (4) |
C11—C12 | 1.368 (4) | C37—H37 | 0.9300 |
C11—H11 | 0.9300 | C38—H38 | 0.9300 |
C12—C13 | 1.397 (4) | C39—C40 | 1.532 (4) |
C12—H12 | 0.9300 | C39—H39A | 0.9700 |
C13—C14 | 1.388 (4) | C39—H39B | 0.9700 |
C13—C16 | 1.496 (4) | C40—C41 | 1.522 (4) |
C14—C15 | 1.374 (4) | C40—H40A | 0.9700 |
C14—H14 | 0.9300 | C40—H40B | 0.9700 |
C15—H15 | 0.9300 | C41—C42 | 1.505 (4) |
C16—C17 | 1.533 (4) | C41—H41A | 0.9700 |
C16—H16A | 0.9700 | C41—H41B | 0.9700 |
C16—H16B | 0.9700 | C42—C43 | 1.386 (4) |
C17—C18 | 1.516 (4) | C42—C45 | 1.396 (4) |
C17—H17A | 0.9700 | C43—C44 | 1.373 (4) |
C17—H17B | 0.9700 | C43—H43 | 0.9300 |
C18—C19 | 1.494 (4) | C44—H44 | 0.9300 |
C18—H18A | 0.9700 | C45—C46 | 1.375 (4) |
C18—H18B | 0.9700 | C45—H45 | 0.9300 |
C19—C20 | 1.392 (4) | C46—H46 | 0.9300 |
C19—C22 | 1.393 (4) | O2—N5 | 1.264 (3) |
C20—C21 | 1.368 (4) | O3—N5 | 1.252 (3) |
C20—H20 | 0.9300 | O4—N5 | 1.235 (3) |
C21—H21 | 0.9300 | O5—N6 | 1.247 (3) |
C22—C23 | 1.381 (4) | O6—N6 | 1.242 (3) |
C22—H22 | 0.9300 | O7—N6 | 1.236 (3) |
C23—H23 | 0.9300 | O8—H8A | 0.8500 |
Cu2—N7 | 2.006 (2) | O8—H8B | 0.8491 |
Cu2—N8 | 2.008 (2) | O12—N12 | 1.242 (3) |
Cu2—N9 | 2.013 (2) | O13—N12 | 1.241 (3) |
Cu2—N10ii | 2.019 (2) | O14—N12 | 1.238 (3) |
Cu2—O9 | 2.360 (2) | O15—N12 | 1.241 (5) |
O9—N11 | 1.266 (3) | O16—N12 | 1.235 (5) |
O10—N11 | 1.232 (3) | O17—N12 | 1.247 (5) |
O11—N11 | 1.245 (3) | | |
| | | |
N1—Cu1—N3 | 94.26 (9) | N8—Cu2—O9 | 95.01 (9) |
N1—Cu1—N4i | 178.04 (10) | N9—Cu2—O9 | 95.43 (9) |
N3—Cu1—N4i | 87.70 (9) | N10ii—Cu2—O9 | 86.68 (8) |
N1—Cu1—N2 | 81.38 (9) | N11—O9—Cu2 | 133.33 (17) |
N3—Cu1—N2 | 175.45 (9) | C24—N7—C28 | 118.9 (2) |
N4i—Cu1—N2 | 96.67 (9) | C24—N7—Cu2 | 126.15 (19) |
N1—Cu1—O1 | 88.15 (8) | C28—N7—Cu2 | 114.64 (18) |
N3—Cu1—O1 | 96.73 (8) | C33—N8—C29 | 119.2 (2) |
N4i—Cu1—O1 | 91.53 (8) | C33—N8—Cu2 | 126.47 (19) |
N2—Cu1—O1 | 81.91 (8) | C29—N8—Cu2 | 114.29 (19) |
Cu1—O1—H1A | 109.4 | C38—N9—C34 | 118.4 (2) |
Cu1—O1—H1B | 109.3 | C38—N9—Cu2 | 122.54 (19) |
H1A—O1—H1B | 109.4 | C34—N9—Cu2 | 119.00 (19) |
C1—N1—C5 | 119.0 (2) | C46—N10—C44 | 117.4 (2) |
C1—N1—Cu1 | 126.29 (19) | C46—N10—Cu2iv | 123.81 (18) |
C5—N1—Cu1 | 114.48 (18) | C44—N10—Cu2iv | 118.25 (19) |
C10—N2—C6 | 118.6 (2) | O10—N11—O11 | 121.5 (2) |
C10—N2—Cu1 | 127.0 (2) | O10—N11—O9 | 120.3 (2) |
C6—N2—Cu1 | 114.07 (18) | O11—N11—O9 | 118.2 (2) |
C15—N3—C11 | 117.4 (2) | N7—C24—C25 | 122.3 (3) |
C15—N3—Cu1 | 122.49 (19) | N7—C24—H24 | 118.9 |
C11—N3—Cu1 | 120.07 (18) | C25—C24—H24 | 118.9 |
C23—N4—C21 | 117.3 (2) | C26—C25—C24 | 118.8 (3) |
C23—N4—Cu1iii | 123.04 (18) | C26—C25—H25 | 120.6 |
C21—N4—Cu1iii | 119.6 (2) | C24—C25—H25 | 120.6 |
N1—C1—C2 | 122.3 (3) | C25—C26—C27 | 119.3 (3) |
N1—C1—H1 | 118.9 | C25—C26—H26 | 120.4 |
C2—C1—H1 | 118.9 | C27—C26—H26 | 120.4 |
C3—C2—C1 | 118.9 (3) | C28—C27—C26 | 119.2 (3) |
C3—C2—H2 | 120.6 | C28—C27—H27 | 120.4 |
C1—C2—H2 | 120.6 | C26—C27—H27 | 120.4 |
C2—C3—C4 | 119.1 (3) | N7—C28—C27 | 121.5 (3) |
C2—C3—H3 | 120.5 | N7—C28—C29 | 114.6 (2) |
C4—C3—H3 | 120.5 | C27—C28—C29 | 123.9 (3) |
C3—C4—C5 | 119.3 (3) | N8—C29—C30 | 121.2 (3) |
C3—C4—H4 | 120.4 | N8—C29—C28 | 115.0 (2) |
C5—C4—H4 | 120.4 | C30—C29—C28 | 123.8 (3) |
N1—C5—C4 | 121.5 (3) | C31—C30—C29 | 119.4 (3) |
N1—C5—C6 | 114.9 (2) | C31—C30—H30 | 120.3 |
C4—C5—C6 | 123.6 (3) | C29—C30—H30 | 120.3 |
N2—C6—C7 | 121.8 (3) | C30—C31—C32 | 119.4 (3) |
N2—C6—C5 | 114.7 (2) | C30—C31—H31 | 120.3 |
C7—C6—C5 | 123.5 (3) | C32—C31—H31 | 120.3 |
C6—C7—C8 | 119.5 (3) | C33—C32—C31 | 118.7 (3) |
C6—C7—H7 | 120.2 | C33—C32—H32 | 120.6 |
C8—C7—H7 | 120.2 | C31—C32—H32 | 120.6 |
C7—C8—C9 | 118.5 (3) | N8—C33—C32 | 122.0 (3) |
C7—C8—H8 | 120.7 | N8—C33—H33 | 119.0 |
C9—C8—H8 | 120.7 | C32—C33—H33 | 119.0 |
C10—C9—C8 | 119.1 (3) | N9—C34—C35 | 122.2 (3) |
C10—C9—H9 | 120.4 | N9—C34—H34 | 118.9 |
C8—C9—H9 | 120.4 | C35—C34—H34 | 118.9 |
N2—C10—C9 | 122.4 (3) | C34—C35—C36 | 120.2 (3) |
N2—C10—H10 | 118.8 | C34—C35—H35 | 119.9 |
C9—C10—H10 | 118.8 | C36—C35—H35 | 119.9 |
N3—C11—C12 | 123.0 (3) | C35—C36—C37 | 117.0 (3) |
N3—C11—H11 | 118.5 | C35—C36—C39 | 120.7 (3) |
C12—C11—H11 | 118.5 | C37—C36—C39 | 122.4 (3) |
C11—C12—C13 | 119.9 (3) | C38—C37—C36 | 120.0 (3) |
C11—C12—H12 | 120.0 | C38—C37—H37 | 120.0 |
C13—C12—H12 | 120.0 | C36—C37—H37 | 120.0 |
C14—C13—C12 | 116.6 (3) | N9—C38—C37 | 122.2 (3) |
C14—C13—C16 | 122.4 (2) | N9—C38—H38 | 118.9 |
C12—C13—C16 | 121.0 (3) | C37—C38—H38 | 118.9 |
C15—C14—C13 | 120.1 (2) | C36—C39—C40 | 114.6 (2) |
C15—C14—H14 | 119.9 | C36—C39—H39A | 108.6 |
C13—C14—H14 | 119.9 | C40—C39—H39A | 108.6 |
N3—C15—C14 | 123.0 (3) | C36—C39—H39B | 108.6 |
N3—C15—H15 | 118.5 | C40—C39—H39B | 108.6 |
C14—C15—H15 | 118.5 | H39A—C39—H39B | 107.6 |
C13—C16—C17 | 113.8 (2) | C41—C40—C39 | 108.4 (2) |
C13—C16—H16A | 108.8 | C41—C40—H40A | 110.0 |
C17—C16—H16A | 108.8 | C39—C40—H40A | 110.0 |
C13—C16—H16B | 108.8 | C41—C40—H40B | 110.0 |
C17—C16—H16B | 108.8 | C39—C40—H40B | 110.0 |
H16A—C16—H16B | 107.7 | H40A—C40—H40B | 108.4 |
C18—C17—C16 | 109.8 (2) | C42—C41—C40 | 117.8 (2) |
C18—C17—H17A | 109.7 | C42—C41—H41A | 107.9 |
C16—C17—H17A | 109.7 | C40—C41—H41A | 107.9 |
C18—C17—H17B | 109.7 | C42—C41—H41B | 107.9 |
C16—C17—H17B | 109.7 | C40—C41—H41B | 107.9 |
H17A—C17—H17B | 108.2 | H41A—C41—H41B | 107.2 |
C19—C18—C17 | 116.9 (2) | C43—C42—C45 | 116.5 (2) |
C19—C18—H18A | 108.1 | C43—C42—C41 | 119.4 (2) |
C17—C18—H18A | 108.1 | C45—C42—C41 | 124.1 (3) |
C19—C18—H18B | 108.1 | C44—C43—C42 | 120.8 (3) |
C17—C18—H18B | 108.1 | C44—C43—H43 | 119.6 |
H18A—C18—H18B | 107.3 | C42—C43—H43 | 119.6 |
C20—C19—C22 | 116.3 (2) | N10—C44—C43 | 122.3 (3) |
C20—C19—C18 | 119.5 (2) | N10—C44—H44 | 118.8 |
C22—C19—C18 | 124.2 (3) | C43—C44—H44 | 118.8 |
C21—C20—C19 | 120.7 (3) | C46—C45—C42 | 119.8 (3) |
C21—C20—H20 | 119.6 | C46—C45—H45 | 120.1 |
C19—C20—H20 | 119.6 | C42—C45—H45 | 120.1 |
N4—C21—C20 | 122.6 (3) | N10—C46—C45 | 123.1 (3) |
N4—C21—H21 | 118.7 | N10—C46—H46 | 118.4 |
C20—C21—H21 | 118.7 | C45—C46—H46 | 118.4 |
C23—C22—C19 | 120.2 (3) | H8A—O8—H8B | 109.5 |
C23—C22—H22 | 119.9 | O4—N5—O3 | 120.6 (2) |
C19—C22—H22 | 119.9 | O4—N5—O2 | 120.5 (2) |
N4—C23—C22 | 122.9 (3) | O3—N5—O2 | 118.9 (3) |
N4—C23—H23 | 118.5 | O7—N6—O6 | 120.9 (3) |
C22—C23—H23 | 118.5 | O7—N6—O5 | 120.0 (3) |
N7—Cu2—N8 | 81.46 (9) | O6—N6—O5 | 119.1 (2) |
N7—Cu2—N9 | 93.26 (9) | O14—N12—O13 | 119.3 (3) |
N8—Cu2—N9 | 168.63 (10) | O16—N12—O15 | 120.7 (5) |
N7—Cu2—N10ii | 178.30 (9) | O14—N12—O12 | 120.5 (2) |
N8—Cu2—N10ii | 97.13 (9) | O13—N12—O12 | 120.1 (3) |
N9—Cu2—N10ii | 87.97 (9) | O16—N12—O17 | 119.6 (4) |
N7—Cu2—O9 | 94.37 (8) | O15—N12—O17 | 119.6 (4) |
| | | |
C5—N1—C1—C2 | 1.3 (4) | Cu2—O9—N11—O11 | 176.2 (2) |
Cu1—N1—C1—C2 | −172.6 (2) | C28—N7—C24—C25 | −0.5 (4) |
N1—C1—C2—C3 | 0.1 (5) | Cu2—N7—C24—C25 | −174.3 (2) |
C1—C2—C3—C4 | −1.5 (5) | N7—C24—C25—C26 | −0.3 (5) |
C2—C3—C4—C5 | 1.4 (5) | C24—C25—C26—C27 | 0.7 (5) |
C1—N1—C5—C4 | −1.4 (4) | C25—C26—C27—C28 | −0.3 (5) |
Cu1—N1—C5—C4 | 173.2 (2) | C24—N7—C28—C27 | 0.8 (4) |
C1—N1—C5—C6 | −179.8 (2) | Cu2—N7—C28—C27 | 175.3 (2) |
Cu1—N1—C5—C6 | −5.2 (3) | C24—N7—C28—C29 | −176.6 (2) |
C3—C4—C5—N1 | 0.0 (4) | Cu2—N7—C28—C29 | −2.1 (3) |
C3—C4—C5—C6 | 178.3 (3) | C26—C27—C28—N7 | −0.4 (4) |
C10—N2—C6—C7 | −1.0 (4) | C26—C27—C28—C29 | 176.7 (3) |
Cu1—N2—C6—C7 | 172.9 (2) | C33—N8—C29—C30 | 1.1 (4) |
C10—N2—C6—C5 | −179.8 (2) | Cu2—N8—C29—C30 | 179.0 (2) |
Cu1—N2—C6—C5 | −5.8 (3) | C33—N8—C29—C28 | −179.8 (2) |
N1—C5—C6—N2 | 7.4 (3) | Cu2—N8—C29—C28 | −1.9 (3) |
C4—C5—C6—N2 | −171.0 (3) | N7—C28—C29—N8 | 2.6 (3) |
N1—C5—C6—C7 | −171.4 (3) | C27—C28—C29—N8 | −174.7 (3) |
C4—C5—C6—C7 | 10.2 (4) | N7—C28—C29—C30 | −178.3 (3) |
N2—C6—C7—C8 | 1.0 (4) | C27—C28—C29—C30 | 4.4 (4) |
C5—C6—C7—C8 | 179.7 (3) | N8—C29—C30—C31 | −0.1 (4) |
C6—C7—C8—C9 | 0.2 (4) | C28—C29—C30—C31 | −179.1 (3) |
C7—C8—C9—C10 | −1.4 (4) | C29—C30—C31—C32 | −0.5 (5) |
C6—N2—C10—C9 | −0.3 (4) | C30—C31—C32—C33 | 0.2 (5) |
Cu1—N2—C10—C9 | −173.3 (2) | C29—N8—C33—C32 | −1.5 (4) |
C8—C9—C10—N2 | 1.5 (5) | Cu2—N8—C33—C32 | −179.2 (2) |
C15—N3—C11—C12 | −1.0 (4) | C31—C32—C33—N8 | 0.9 (5) |
Cu1—N3—C11—C12 | −179.1 (2) | C38—N9—C34—C35 | 0.8 (4) |
N3—C11—C12—C13 | −0.5 (4) | Cu2—N9—C34—C35 | −175.6 (2) |
C11—C12—C13—C14 | 1.7 (4) | N9—C34—C35—C36 | −2.7 (4) |
C11—C12—C13—C16 | −178.0 (2) | C34—C35—C36—C37 | 2.6 (4) |
C12—C13—C14—C15 | −1.4 (4) | C34—C35—C36—C39 | −177.3 (2) |
C16—C13—C14—C15 | 178.3 (2) | C35—C36—C37—C38 | −0.9 (4) |
C11—N3—C15—C14 | 1.3 (4) | C39—C36—C37—C38 | 179.1 (2) |
Cu1—N3—C15—C14 | 179.32 (19) | C34—N9—C38—C37 | 1.1 (4) |
C13—C14—C15—N3 | −0.1 (4) | Cu2—N9—C38—C37 | 177.34 (19) |
C14—C13—C16—C17 | 116.6 (3) | C36—C37—C38—N9 | −1.0 (4) |
C12—C13—C16—C17 | −63.7 (3) | C35—C36—C39—C40 | −83.4 (3) |
C13—C16—C17—C18 | 174.0 (3) | C37—C36—C39—C40 | 96.7 (3) |
C16—C17—C18—C19 | −179.4 (3) | C36—C39—C40—C41 | 176.4 (2) |
C17—C18—C19—C20 | 167.2 (3) | C39—C40—C41—C42 | 177.1 (2) |
C17—C18—C19—C22 | −13.5 (4) | C40—C41—C42—C43 | 172.4 (3) |
C22—C19—C20—C21 | −0.7 (4) | C40—C41—C42—C45 | −8.5 (4) |
C18—C19—C20—C21 | 178.6 (3) | C45—C42—C43—C44 | −1.8 (4) |
C23—N4—C21—C20 | 1.9 (4) | C41—C42—C43—C44 | 177.4 (3) |
Cu1iii—N4—C21—C20 | 178.5 (2) | C46—N10—C44—C43 | −0.1 (4) |
C19—C20—C21—N4 | −0.8 (5) | Cu2iv—N10—C44—C43 | 171.9 (2) |
C20—C19—C22—C23 | 1.1 (4) | C42—C43—C44—N10 | 1.2 (4) |
C18—C19—C22—C23 | −178.2 (3) | C43—C42—C45—C46 | 1.3 (4) |
C21—N4—C23—C22 | −1.5 (4) | C41—C42—C45—C46 | −177.8 (3) |
Cu1iii—N4—C23—C22 | −178.0 (2) | C44—N10—C46—C45 | −0.5 (4) |
C19—C22—C23—N4 | 0.0 (5) | Cu2iv—N10—C46—C45 | −171.9 (2) |
Cu2—O9—N11—O10 | −4.1 (4) | C42—C45—C46—N10 | −0.2 (4) |
Symmetry codes: (i) −x+3/2, y−1/2, −z+3/2; (ii) −x+1/2, y−1/2, −z+3/2; (iii) −x+3/2, y+1/2, −z+3/2; (iv) −x+1/2, y+1/2, −z+3/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1A···O5 | 0.85 | 1.98 | 2.814 (3) | 165 |
O8—H8A···O3 | 0.85 | 1.97 | 2.820 (3) | 178 |
O8—H8B···O13 | 0.85 | 1.98 | 2.767 (3) | 155 |
O1—H1A···O6 | 0.85 | 2.55 | 2.993 (3) | 114 |
O1—H1A···N6 | 0.85 | 2.62 | 3.316 (3) | 140 |
O1—H1B···O6v | 0.85 | 2.39 | 2.866 (3) | 116 |
C1—H1···N3 | 0.93 | 2.57 | 3.093 (4) | 116 |
C1—H1···O14vi | 0.93 | 2.58 | 3.172 (4) | 122 |
C1—H1···O15vi | 0.93 | 2.64 | 3.411 (17) | 140 |
C2—H2···O14vi | 0.93 | 2.65 | 3.192 (4) | 118 |
C7—H7···O12vii | 0.93 | 2.51 | 3.266 (4) | 139 |
C7—H7···O16vii | 0.93 | 2.09 | 2.792 (7) | 131 |
C10—H10···N4i | 0.93 | 2.68 | 3.199 (4) | 116 |
C10—H10···O11viii | 0.93 | 2.54 | 3.312 (4) | 141 |
C11—H11···O1 | 0.93 | 2.53 | 3.223 (3) | 132 |
C11—H11···O6v | 0.93 | 2.41 | 3.253 (3) | 151 |
C14—H14···O13 | 0.93 | 2.36 | 3.084 (4) | 135 |
C14—H14···O14 | 0.93 | 2.63 | 3.504 (4) | 157 |
C14—H14···O15 | 0.93 | 2.27 | 3.20 (2) | 173 |
C15—H15···O2 | 0.93 | 2.46 | 3.193 (4) | 135 |
C21—H21···O1iii | 0.93 | 2.55 | 3.140 (4) | 122 |
C23—H23···O2iii | 0.93 | 2.43 | 3.106 (3) | 129 |
C24—H24···N9 | 0.93 | 2.56 | 3.079 (4) | 116 |
C25—H25···O12ix | 0.93 | 2.60 | 3.181 (4) | 121 |
C30—H30···O7x | 0.93 | 2.66 | 3.238 (4) | 121 |
C33—H33···N10ii | 0.93 | 2.67 | 3.195 (4) | 116 |
C34—H34···O8 | 0.93 | 2.47 | 3.186 (4) | 134 |
C34—H34···O13 | 0.93 | 2.63 | 3.280 (4) | 127 |
C35—H35···O15 | 0.93 | 2.56 | 3.18 (2) | 124 |
C38—H38···O9 | 0.93 | 2.60 | 3.230 (4) | 125 |
C38—H38···O11xi | 0.93 | 2.61 | 3.266 (4) | 128 |
C44—H44···O8iv | 0.93 | 2.62 | 3.275 (4) | 128 |
C44—H44···O12iv | 0.93 | 2.31 | 3.023 (4) | 133 |
C46—H46···O9iv | 0.93 | 2.37 | 2.947 (3) | 120 |
Symmetry codes: (i) −x+3/2, y−1/2, −z+3/2; (ii) −x+1/2, y−1/2, −z+3/2; (iii) −x+3/2, y+1/2, −z+3/2; (iv) −x+1/2, y+1/2, −z+3/2; (v) −x+2, −y+1, −z+1; (vi) −x+1, −y+1, −z+1; (vii) x+1/2, −y+1/2, z−1/2; (viii) −x+1, −y, −z+1; (ix) x−1/2, −y+1/2, z−1/2; (x) −x+3/2, y−1/2, −z+1/2; (xi) −x, −y, −z+1. |
catena-Poly[[[aqua(nitrato-
κO)(1,10-phenanthroline-
κ2N,
N')copper(II)]-µ-1,3-bis(pyridin-4-yl)propane-
κ2N:
N'] nitrate] (2)
top
Crystal data top
[Cu(NO3)(C12H8N2)(C13H14N2)(H2O)]NO3 | F(000) = 2408 |
Mr = 584.04 | Dx = 1.585 Mg m−3 |
Monoclinic, P21/n | Cu Kα radiation, λ = 1.54178 Å |
a = 16.0181 (8) Å | Cell parameters from 6609 reflections |
b = 15.8775 (8) Å | θ = 64.3–4.2° |
c = 20.0316 (9) Å | µ = 1.78 mm−1 |
β = 106.140 (2)° | T = 296 K |
V = 4893.8 (4) Å3 | Block, blue |
Z = 8 | 0.29 × 0.21 × 0.19 mm |
Data collection top
Bruker X8 Proteum diffractometer | 6609 reflections with I > 2σ(I) |
Detector resolution: 18.4 pixels mm-1 | Rint = 0.080 |
φ and ω scans | θmax = 64.3°, θmin = 4.2° |
Absorption correction: multi-scan (SADABS; Bruker, 2010) | h = −18→18 |
Tmin = 0.626, Tmax = 0.728 | k = −18→15 |
41636 measured reflections | l = −23→23 |
8046 independent reflections | |
Refinement top
Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.079 | H-atom parameters constrained |
wR(F2) = 0.212 | w = 1/[σ2(Fo2) + (0.1279P)2 + 12.1163P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.001 |
8046 reflections | Δρmax = 3.14 e Å−3 |
710 parameters | Δρmin = −0.62 e Å−3 |
69 restraints | |
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. |
Refinement. Single-crystal data of coordination polymers 1 and 2
was collected on a Bruker X8 Proteum diffractometer equipped with an X-ray
generator operating at 45 kV and 10 mA, using Cu-Kα radiation (?=1.54178 Å). The complete collected data sets were processed using SAINT PLUS
?(Bruker, 2010)?. The structure of the coordination polymers
1 and
2 was solved on Olex2 ?(Dolomanov et al., 2009)?
using SHELXT
program ?(Sheldrick, 2015a)? and refined (full matrix least-squares
refinement
on F2) using SHELXL program ?(Sheldrick, 2015b)?. All non-hydrogen atoms
were refined anisotropically. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.23321 (4) | 0.83303 (4) | 0.52308 (3) | 0.0181 (2) | |
O1W | 0.1030 (2) | 0.9223 (2) | 0.51668 (17) | 0.0265 (8) | |
H7A | 0.081372 | 0.965588 | 0.493204 | 0.040* | |
H7B | 0.064157 | 0.906397 | 0.535503 | 0.040* | |
O1 | 0.3580 (2) | 0.7311 (2) | 0.54397 (16) | 0.0264 (8) | |
O2 | 0.3843 (2) | 0.7203 (2) | 0.65633 (17) | 0.0300 (8) | |
O3 | 0.4636 (2) | 0.6526 (2) | 0.60283 (18) | 0.0310 (8) | |
N1 | 0.1684 (2) | 0.7559 (2) | 0.57224 (18) | 0.0174 (8) | |
N2 | 0.2806 (2) | 0.8807 (2) | 0.61986 (18) | 0.0164 (8) | |
N3 | 0.1808 (2) | 0.78180 (19) | 0.42809 (16) | 0.0188 (8) | |
N4 | 0.2055 (2) | 0.41997 (19) | 0.02014 (16) | 0.0145 (8) | |
N5 | 0.4027 (3) | 0.7016 (2) | 0.60190 (19) | 0.0230 (9) | |
C1 | 0.1129 (3) | 0.6940 (3) | 0.5471 (2) | 0.0222 (10) | |
H1 | 0.101462 | 0.680066 | 0.500333 | 0.027* | |
C2 | 0.0711 (3) | 0.6489 (3) | 0.5884 (2) | 0.0265 (11) | |
H2 | 0.033106 | 0.605481 | 0.569209 | 0.032* | |
C3 | 0.0863 (3) | 0.6690 (3) | 0.6573 (2) | 0.0253 (11) | |
H3 | 0.057644 | 0.640230 | 0.684862 | 0.030* | |
C4 | 0.1457 (3) | 0.7336 (3) | 0.6861 (2) | 0.0216 (10) | |
C5 | 0.1686 (3) | 0.7580 (3) | 0.7579 (2) | 0.0272 (11) | |
H5 | 0.140735 | 0.733150 | 0.787845 | 0.033* | |
C6 | 0.2299 (3) | 0.8165 (3) | 0.7820 (2) | 0.0239 (11) | |
H6 | 0.245832 | 0.829046 | 0.829214 | 0.029* | |
C7 | 0.2718 (3) | 0.8605 (3) | 0.73766 (19) | 0.0183 (10) | |
C8 | 0.3376 (3) | 0.9212 (3) | 0.7603 (2) | 0.0241 (11) | |
H8 | 0.358175 | 0.934161 | 0.807336 | 0.029* | |
C9 | 0.3711 (3) | 0.9609 (3) | 0.7131 (2) | 0.0255 (11) | |
H9 | 0.414319 | 1.001343 | 0.727697 | 0.031* | |
C10 | 0.3400 (3) | 0.9403 (3) | 0.6425 (2) | 0.0211 (10) | |
H10 | 0.361603 | 0.969214 | 0.610522 | 0.025* | |
C11 | 0.2467 (3) | 0.8412 (2) | 0.66664 (19) | 0.0164 (9) | |
C12 | 0.1849 (3) | 0.7753 (3) | 0.64095 (19) | 0.0168 (9) | |
C13 | 0.1195 (3) | 0.8235 (3) | 0.37982 (19) | 0.0227 (10) | |
H13 | 0.100528 | 0.875387 | 0.391582 | 0.027* | |
C14 | 0.0837 (3) | 0.7929 (3) | 0.3139 (2) | 0.0207 (10) | |
H14 | 0.040834 | 0.823654 | 0.282542 | 0.025* | |
C15 | 0.1109 (3) | 0.7161 (3) | 0.29377 (19) | 0.0205 (10) | |
C16 | 0.1741 (3) | 0.6733 (3) | 0.3442 (2) | 0.0260 (11) | |
H16 | 0.194462 | 0.621609 | 0.333537 | 0.031* | |
C17 | 0.2067 (3) | 0.7069 (2) | 0.4097 (2) | 0.0254 (11) | |
H17 | 0.248254 | 0.676550 | 0.442548 | 0.030* | |
C18 | 0.0714 (3) | 0.6852 (3) | 0.2212 (2) | 0.0270 (11) | |
H18A | 0.062414 | 0.733457 | 0.190239 | 0.032* | |
H18B | 0.014585 | 0.662128 | 0.218771 | 0.032* | |
C19 | 0.1221 (3) | 0.6190 (3) | 0.1932 (2) | 0.0225 (10) | |
H19A | 0.124067 | 0.566743 | 0.218656 | 0.027* | |
H19B | 0.181293 | 0.638108 | 0.199340 | 0.027* | |
C20 | 0.0778 (3) | 0.6042 (3) | 0.1159 (2) | 0.0244 (11) | |
H20A | 0.018335 | 0.586494 | 0.110638 | 0.029* | |
H20B | 0.075735 | 0.657191 | 0.091384 | 0.029* | |
C21 | 0.1219 (3) | 0.5395 (2) | 0.08250 (19) | 0.0169 (9) | |
C22 | 0.0865 (3) | 0.4601 (2) | 0.0644 (2) | 0.0196 (10) | |
H22 | 0.034120 | 0.445579 | 0.072848 | 0.024* | |
C23 | 0.1293 (2) | 0.4025 (2) | 0.0339 (2) | 0.0182 (9) | |
H23 | 0.104678 | 0.349540 | 0.022343 | 0.022* | |
C24 | 0.2004 (3) | 0.5561 (3) | 0.0674 (2) | 0.0199 (10) | |
H24 | 0.226706 | 0.608434 | 0.078452 | 0.024* | |
C25 | 0.2389 (3) | 0.4967 (2) | 0.0366 (2) | 0.0218 (10) | |
H25 | 0.290721 | 0.510237 | 0.026742 | 0.026* | |
Cu2 | 0.74979 (4) | 0.58368 (4) | 0.53016 (3) | 0.0173 (2) | |
O2W | 0.5978 (2) | 0.6770 (2) | 0.53157 (19) | 0.0308 (8) | |
H14A | 0.561486 | 0.662592 | 0.553422 | 0.046* | |
H14B | 0.578188 | 0.719132 | 0.505852 | 0.046* | |
O4 | 0.8696 (2) | 0.4933 (2) | 0.54773 (16) | 0.0268 (8) | |
O5 | 0.9376 (3) | 0.5063 (2) | 0.65718 (18) | 0.0408 (10) | |
O6 | 0.9894 (2) | 0.4272 (3) | 0.5915 (2) | 0.0396 (10) | |
N6 | 0.7911 (2) | 0.6338 (2) | 0.62587 (18) | 0.0152 (8) | |
N7 | 0.6823 (2) | 0.5078 (2) | 0.57643 (18) | 0.0177 (8) | |
N8 | 0.6994 (2) | 0.5338 (2) | 0.43554 (16) | 0.0179 (8) | |
N9 | 0.7010 (2) | 0.1775 (2) | 0.01480 (18) | 0.0183 (8) | |
N10 | 0.9325 (3) | 0.4753 (2) | 0.60026 (19) | 0.0203 (9) | |
C26 | 0.6307 (3) | 0.4432 (3) | 0.5503 (2) | 0.0227 (10) | |
H26 | 0.620548 | 0.430140 | 0.503425 | 0.027* | |
C27 | 0.5912 (3) | 0.3944 (3) | 0.5909 (2) | 0.0273 (11) | |
H27 | 0.555901 | 0.349213 | 0.571278 | 0.033* | |
C28 | 0.6046 (3) | 0.4133 (3) | 0.6600 (2) | 0.0256 (11) | |
H28 | 0.578758 | 0.380755 | 0.687374 | 0.031* | |
C29 | 0.6576 (3) | 0.4822 (3) | 0.6890 (2) | 0.0207 (10) | |
C30 | 0.6760 (3) | 0.5075 (3) | 0.7604 (2) | 0.0249 (11) | |
H30 | 0.649352 | 0.479864 | 0.789933 | 0.030* | |
C31 | 0.7314 (3) | 0.5709 (3) | 0.7847 (2) | 0.0230 (10) | |
H31 | 0.742162 | 0.586259 | 0.831163 | 0.028* | |
C32 | 0.7748 (3) | 0.6159 (3) | 0.74203 (19) | 0.0190 (10) | |
C33 | 0.8384 (3) | 0.6783 (3) | 0.7656 (2) | 0.0258 (11) | |
H33 | 0.854483 | 0.694143 | 0.812177 | 0.031* | |
C34 | 0.8765 (3) | 0.7156 (3) | 0.7202 (2) | 0.0261 (11) | |
H34 | 0.919565 | 0.755931 | 0.735783 | 0.031* | |
C35 | 0.8504 (3) | 0.6928 (3) | 0.6499 (2) | 0.0213 (10) | |
H35 | 0.875384 | 0.719945 | 0.619137 | 0.026* | |
C36 | 0.7544 (3) | 0.5950 (2) | 0.67135 (19) | 0.0160 (9) | |
C37 | 0.6957 (3) | 0.5270 (2) | 0.64473 (19) | 0.0161 (9) | |
C38 | 0.6286 (3) | 0.5692 (3) | 0.39248 (19) | 0.0248 (11) | |
H38 | 0.598858 | 0.610156 | 0.409994 | 0.030* | |
C39 | 0.5984 (3) | 0.5474 (3) | 0.3236 (2) | 0.0221 (10) | |
H39 | 0.549683 | 0.574328 | 0.295320 | 0.027* | |
C40 | 0.6402 (3) | 0.4854 (3) | 0.29583 (18) | 0.0182 (10) | |
C41 | 0.7121 (3) | 0.4476 (3) | 0.3414 (2) | 0.0240 (11) | |
H41 | 0.741845 | 0.405177 | 0.325518 | 0.029* | |
C42 | 0.7396 (3) | 0.4726 (3) | 0.4099 (2) | 0.0238 (11) | |
H42 | 0.787678 | 0.446223 | 0.439404 | 0.029* | |
C43 | 0.6083 (3) | 0.4660 (3) | 0.21981 (19) | 0.0220 (10) | |
H43A | 0.617474 | 0.515533 | 0.194436 | 0.026* | |
H43B | 0.546102 | 0.456656 | 0.208454 | 0.026* | |
C44 | 0.6488 (3) | 0.3908 (3) | 0.19280 (19) | 0.0209 (10) | |
H44A | 0.638327 | 0.339665 | 0.215711 | 0.025* | |
H44B | 0.711085 | 0.398695 | 0.202720 | 0.025* | |
C45 | 0.6081 (3) | 0.3833 (3) | 0.1143 (2) | 0.0240 (10) | |
H45A | 0.545665 | 0.377374 | 0.105308 | 0.029* | |
H45B | 0.618877 | 0.435063 | 0.092352 | 0.029* | |
C46 | 0.6416 (3) | 0.3105 (2) | 0.0810 (2) | 0.0179 (9) | |
C47 | 0.5998 (3) | 0.2331 (2) | 0.0711 (2) | 0.0189 (10) | |
H47 | 0.550565 | 0.224825 | 0.086236 | 0.023* | |
C48 | 0.6312 (2) | 0.1684 (2) | 0.0390 (2) | 0.0168 (9) | |
H48 | 0.603072 | 0.116623 | 0.033802 | 0.020* | |
C49 | 0.7159 (3) | 0.3179 (3) | 0.0577 (2) | 0.0209 (10) | |
H49 | 0.747448 | 0.367866 | 0.064726 | 0.025* | |
C50 | 0.7423 (3) | 0.2522 (2) | 0.0246 (2) | 0.0208 (10) | |
H50 | 0.790763 | 0.259253 | 0.008241 | 0.025* | |
O7 | 0.0576 (3) | 1.0284 (2) | 0.4036 (2) | 0.0415 (10) | |
O8 | 0.0551 (4) | 1.1244 (3) | 0.3303 (2) | 0.0646 (15) | |
O9 | 0.0131 (3) | 1.1526 (2) | 0.4204 (2) | 0.0430 (10) | |
N11 | 0.0421 (3) | 1.1023 (2) | 0.3858 (2) | 0.0230 (9) | |
O10 | 0.5661 (3) | 0.8761 (2) | 0.3550 (2) | 0.0397 (10) | |
O11 | 0.5582 (3) | 0.8222 (2) | 0.45225 (18) | 0.0397 (10) | |
O12 | 0.5325 (2) | 0.7453 (2) | 0.36039 (18) | 0.0325 (8) | |
N12 | 0.5518 (3) | 0.8143 (3) | 0.3890 (2) | 0.0257 (9) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0283 (4) | 0.0195 (4) | 0.0079 (3) | −0.0090 (3) | 0.0074 (3) | −0.0028 (2) |
O1W | 0.0272 (19) | 0.033 (2) | 0.0218 (18) | 0.0046 (15) | 0.0106 (15) | 0.0033 (14) |
O1 | 0.035 (2) | 0.0251 (18) | 0.0162 (17) | 0.0022 (15) | 0.0024 (15) | 0.0031 (13) |
O2 | 0.041 (2) | 0.0304 (19) | 0.0199 (17) | −0.0057 (16) | 0.0107 (16) | −0.0041 (15) |
O3 | 0.033 (2) | 0.0293 (19) | 0.0275 (19) | 0.0047 (16) | 0.0038 (16) | −0.0022 (15) |
N1 | 0.024 (2) | 0.0146 (19) | 0.0129 (18) | −0.0021 (15) | 0.0048 (16) | 0.0020 (14) |
N2 | 0.021 (2) | 0.0150 (19) | 0.0123 (18) | −0.0011 (15) | 0.0031 (15) | −0.0022 (14) |
N3 | 0.026 (2) | 0.019 (2) | 0.0110 (18) | −0.0035 (16) | 0.0054 (16) | −0.0014 (15) |
N4 | 0.0273 (18) | 0.0133 (16) | 0.0029 (14) | 0.0141 (14) | 0.0040 (13) | 0.0020 (12) |
N5 | 0.033 (2) | 0.015 (2) | 0.018 (2) | −0.0051 (17) | 0.0015 (18) | −0.0024 (16) |
C1 | 0.024 (3) | 0.016 (2) | 0.025 (2) | −0.0023 (19) | 0.005 (2) | 0.0004 (19) |
C2 | 0.022 (3) | 0.025 (3) | 0.031 (3) | −0.003 (2) | 0.003 (2) | 0.007 (2) |
C3 | 0.022 (3) | 0.023 (3) | 0.032 (3) | −0.0006 (19) | 0.009 (2) | 0.014 (2) |
C4 | 0.024 (3) | 0.025 (3) | 0.018 (2) | 0.006 (2) | 0.009 (2) | 0.0086 (19) |
C5 | 0.029 (3) | 0.040 (3) | 0.016 (2) | 0.006 (2) | 0.013 (2) | 0.011 (2) |
C6 | 0.031 (3) | 0.031 (3) | 0.009 (2) | 0.009 (2) | 0.0051 (19) | 0.0049 (19) |
C7 | 0.023 (2) | 0.020 (2) | 0.012 (2) | 0.0065 (19) | 0.0044 (18) | 0.0025 (17) |
C8 | 0.032 (3) | 0.026 (3) | 0.011 (2) | 0.003 (2) | 0.001 (2) | −0.0040 (18) |
C9 | 0.032 (3) | 0.023 (3) | 0.017 (2) | −0.001 (2) | 0.000 (2) | −0.0033 (19) |
C10 | 0.029 (3) | 0.018 (2) | 0.015 (2) | −0.003 (2) | 0.0038 (19) | −0.0016 (18) |
C11 | 0.022 (2) | 0.016 (2) | 0.012 (2) | 0.0045 (18) | 0.0060 (18) | 0.0023 (17) |
C12 | 0.018 (2) | 0.019 (2) | 0.013 (2) | 0.0049 (18) | 0.0043 (18) | 0.0009 (17) |
C13 | 0.032 (3) | 0.017 (2) | 0.022 (2) | 0.004 (2) | 0.011 (2) | −0.0036 (18) |
C14 | 0.024 (3) | 0.020 (2) | 0.017 (2) | 0.0097 (19) | 0.0040 (19) | 0.0004 (18) |
C15 | 0.025 (3) | 0.022 (2) | 0.015 (2) | 0.0014 (19) | 0.0068 (19) | −0.0008 (18) |
C16 | 0.035 (3) | 0.021 (3) | 0.019 (2) | 0.009 (2) | 0.003 (2) | −0.0059 (19) |
C17 | 0.035 (3) | 0.023 (3) | 0.013 (2) | 0.007 (2) | −0.002 (2) | −0.0039 (19) |
C18 | 0.033 (3) | 0.028 (3) | 0.017 (2) | 0.010 (2) | 0.002 (2) | −0.007 (2) |
C19 | 0.033 (3) | 0.021 (2) | 0.015 (2) | 0.008 (2) | 0.009 (2) | −0.0010 (18) |
C20 | 0.030 (3) | 0.024 (3) | 0.020 (2) | 0.006 (2) | 0.008 (2) | −0.0025 (19) |
C21 | 0.026 (2) | 0.018 (2) | 0.0048 (19) | 0.0017 (18) | 0.0001 (17) | −0.0017 (16) |
C22 | 0.027 (3) | 0.020 (2) | 0.015 (2) | −0.0008 (19) | 0.0101 (19) | 0.0009 (18) |
C23 | 0.021 (2) | 0.016 (2) | 0.017 (2) | −0.0015 (18) | 0.0038 (19) | −0.0003 (17) |
C24 | 0.028 (3) | 0.016 (2) | 0.014 (2) | −0.0040 (19) | 0.0021 (19) | −0.0017 (17) |
C25 | 0.013 (2) | 0.039 (3) | 0.013 (2) | −0.003 (2) | 0.0045 (18) | 0.005 (2) |
Cu2 | 0.0280 (4) | 0.0167 (4) | 0.0084 (3) | −0.0062 (3) | 0.0071 (3) | −0.0021 (2) |
O2W | 0.028 (2) | 0.031 (2) | 0.033 (2) | 0.0006 (15) | 0.0078 (16) | 0.0056 (15) |
O4 | 0.0245 (19) | 0.0303 (19) | 0.0197 (17) | 0.0107 (15) | −0.0036 (14) | 0.0011 (14) |
O5 | 0.057 (3) | 0.040 (2) | 0.0185 (18) | 0.0170 (19) | −0.0003 (17) | −0.0080 (16) |
O6 | 0.032 (2) | 0.046 (2) | 0.036 (2) | 0.0184 (18) | 0.0012 (17) | −0.0119 (18) |
N6 | 0.022 (2) | 0.0127 (18) | 0.0112 (17) | 0.0001 (15) | 0.0045 (15) | 0.0002 (14) |
N7 | 0.021 (2) | 0.0169 (19) | 0.0147 (18) | 0.0022 (15) | 0.0044 (16) | −0.0010 (15) |
N8 | 0.026 (2) | 0.0174 (19) | 0.0111 (18) | −0.0028 (16) | 0.0064 (16) | −0.0019 (14) |
N9 | 0.031 (2) | 0.0125 (19) | 0.0120 (18) | −0.0060 (16) | 0.0077 (16) | −0.0030 (14) |
N10 | 0.031 (2) | 0.0140 (19) | 0.017 (2) | 0.0038 (17) | 0.0084 (17) | 0.0003 (15) |
C26 | 0.024 (3) | 0.021 (2) | 0.023 (2) | −0.001 (2) | 0.006 (2) | −0.0062 (19) |
C27 | 0.027 (3) | 0.027 (3) | 0.027 (3) | −0.009 (2) | 0.007 (2) | −0.002 (2) |
C28 | 0.024 (3) | 0.028 (3) | 0.027 (3) | −0.003 (2) | 0.010 (2) | 0.008 (2) |
C29 | 0.022 (2) | 0.024 (2) | 0.018 (2) | 0.0019 (19) | 0.0085 (19) | 0.0047 (19) |
C30 | 0.030 (3) | 0.032 (3) | 0.016 (2) | 0.004 (2) | 0.013 (2) | 0.009 (2) |
C31 | 0.031 (3) | 0.029 (3) | 0.011 (2) | 0.006 (2) | 0.009 (2) | −0.0024 (19) |
C32 | 0.025 (2) | 0.021 (2) | 0.012 (2) | 0.0062 (19) | 0.0050 (18) | 0.0013 (18) |
C33 | 0.035 (3) | 0.028 (3) | 0.012 (2) | 0.000 (2) | 0.003 (2) | −0.0037 (19) |
C34 | 0.036 (3) | 0.024 (3) | 0.016 (2) | −0.008 (2) | 0.004 (2) | −0.0055 (19) |
C35 | 0.028 (3) | 0.021 (2) | 0.015 (2) | −0.005 (2) | 0.0059 (19) | −0.0027 (18) |
C36 | 0.017 (2) | 0.019 (2) | 0.011 (2) | 0.0022 (17) | 0.0021 (17) | −0.0012 (17) |
C37 | 0.019 (2) | 0.017 (2) | 0.013 (2) | 0.0055 (18) | 0.0056 (18) | 0.0013 (17) |
C38 | 0.033 (3) | 0.025 (3) | 0.020 (2) | 0.005 (2) | 0.012 (2) | −0.006 (2) |
C39 | 0.023 (3) | 0.027 (3) | 0.017 (2) | 0.004 (2) | 0.0056 (19) | −0.0031 (19) |
C40 | 0.027 (3) | 0.014 (2) | 0.015 (2) | −0.0060 (18) | 0.0078 (19) | −0.0044 (17) |
C41 | 0.035 (3) | 0.021 (2) | 0.016 (2) | 0.005 (2) | 0.006 (2) | −0.0048 (18) |
C42 | 0.033 (3) | 0.022 (2) | 0.014 (2) | 0.005 (2) | 0.002 (2) | 0.0004 (18) |
C43 | 0.031 (3) | 0.019 (2) | 0.015 (2) | 0.001 (2) | 0.004 (2) | −0.0030 (18) |
C44 | 0.030 (3) | 0.016 (2) | 0.016 (2) | 0.0020 (19) | 0.006 (2) | −0.0026 (18) |
C45 | 0.037 (3) | 0.019 (2) | 0.016 (2) | 0.005 (2) | 0.005 (2) | 0.0015 (19) |
C46 | 0.025 (2) | 0.018 (2) | 0.009 (2) | 0.0016 (19) | 0.0018 (18) | 0.0012 (17) |
C47 | 0.020 (2) | 0.024 (2) | 0.016 (2) | −0.0031 (19) | 0.0095 (19) | −0.0022 (18) |
C48 | 0.023 (2) | 0.017 (2) | 0.012 (2) | −0.0064 (18) | 0.0057 (18) | −0.0037 (17) |
C49 | 0.027 (3) | 0.016 (2) | 0.017 (2) | −0.0084 (19) | 0.0007 (19) | −0.0031 (18) |
C50 | 0.020 (2) | 0.025 (3) | 0.020 (2) | −0.0037 (19) | 0.0089 (19) | −0.0016 (19) |
O7 | 0.045 (2) | 0.023 (2) | 0.049 (2) | 0.0086 (17) | 0.0009 (19) | 0.0086 (17) |
O8 | 0.116 (5) | 0.044 (3) | 0.058 (3) | −0.016 (3) | 0.063 (3) | −0.005 (2) |
O9 | 0.055 (3) | 0.036 (2) | 0.047 (2) | 0.0023 (19) | 0.030 (2) | −0.0087 (19) |
N11 | 0.029 (2) | 0.018 (2) | 0.022 (2) | −0.0031 (17) | 0.0077 (18) | 0.0017 (17) |
O10 | 0.051 (3) | 0.0209 (19) | 0.052 (2) | −0.0036 (17) | 0.022 (2) | 0.0083 (18) |
O11 | 0.057 (3) | 0.037 (2) | 0.0239 (19) | 0.0203 (19) | 0.0087 (18) | 0.0035 (16) |
O12 | 0.040 (2) | 0.0207 (19) | 0.034 (2) | −0.0044 (16) | 0.0074 (17) | −0.0018 (15) |
N12 | 0.028 (2) | 0.022 (2) | 0.028 (2) | 0.0014 (18) | 0.0086 (18) | −0.0015 (18) |
Geometric parameters (Å, º) top
Cu1—N2 | 2.022 (3) | Cu2—N9ii | 2.012 (3) |
Cu1—N4i | 2.023 (3) | Cu2—O4 | 2.343 (3) |
Cu1—N3 | 2.024 (3) | Cu2—O2W | 2.856 (4) |
Cu1—N1 | 2.029 (4) | O2W—H14A | 0.8507 |
Cu1—O1W | 2.496 (3) | O2W—H14B | 0.8500 |
Cu1—O1 | 2.515 (3) | O4—N10 | 1.271 (5) |
O1W—H7A | 0.8502 | O5—N10 | 1.224 (5) |
O1W—H7B | 0.8501 | O6—N10 | 1.238 (5) |
O1—N5 | 1.271 (5) | N6—C35 | 1.325 (6) |
O2—N5 | 1.241 (5) | N6—C36 | 1.361 (5) |
O3—N5 | 1.245 (5) | N7—C26 | 1.331 (6) |
N1—C1 | 1.327 (6) | N7—C37 | 1.359 (5) |
N1—C12 | 1.362 (5) | N8—C38 | 1.343 (3) |
N2—C10 | 1.330 (6) | N8—C42 | 1.344 (3) |
N2—C11 | 1.359 (5) | N9—C48 | 1.343 (3) |
N3—C17 | 1.343 (3) | N9—C50 | 1.345 (3) |
N3—C13 | 1.346 (3) | C26—C27 | 1.397 (5) |
N4—C25 | 1.335 (3) | C26—H26 | 0.9300 |
N4—C23 | 1.353 (3) | C27—C28 | 1.372 (6) |
C1—C2 | 1.397 (5) | C27—H27 | 0.9300 |
C1—H1 | 0.9300 | C28—C29 | 1.408 (5) |
C2—C3 | 1.371 (6) | C28—H28 | 0.9300 |
C2—H2 | 0.9300 | C29—C37 | 1.402 (5) |
C3—C4 | 1.408 (5) | C29—C30 | 1.436 (5) |
C3—H3 | 0.9300 | C30—C31 | 1.341 (6) |
C4—C12 | 1.402 (5) | C30—H30 | 0.9300 |
C4—C5 | 1.436 (5) | C31—C32 | 1.434 (5) |
C5—C6 | 1.340 (6) | C31—H31 | 0.9300 |
C5—H5 | 0.9300 | C32—C36 | 1.402 (5) |
C6—C7 | 1.435 (5) | C32—C33 | 1.405 (5) |
C6—H6 | 0.9300 | C33—C34 | 1.364 (6) |
C7—C11 | 1.401 (5) | C33—H33 | 0.9300 |
C7—C8 | 1.406 (5) | C34—C35 | 1.400 (5) |
C8—C9 | 1.365 (6) | C34—H34 | 0.9300 |
C8—H8 | 0.9300 | C35—H35 | 0.9300 |
C9—C10 | 1.401 (5) | C36—C37 | 1.433 (5) |
C9—H9 | 0.9300 | C38—C39 | 1.374 (5) |
C10—H10 | 0.9300 | C38—H38 | 0.9300 |
C11—C12 | 1.434 (5) | C39—C40 | 1.392 (5) |
C13—C14 | 1.374 (5) | C39—H39 | 0.9300 |
C13—H13 | 0.9300 | C40—C41 | 1.391 (5) |
C14—C15 | 1.392 (5) | C40—C43 | 1.497 (5) |
C14—H14 | 0.9300 | C41—C42 | 1.378 (5) |
C15—C16 | 1.392 (5) | C41—H41 | 0.9300 |
C15—C18 | 1.498 (5) | C42—H42 | 0.9300 |
C16—C17 | 1.379 (5) | C43—C44 | 1.527 (5) |
C16—H16 | 0.9300 | C43—H43A | 0.9700 |
C17—H17 | 0.9300 | C43—H43B | 0.9700 |
C18—C19 | 1.527 (5) | C44—C45 | 1.531 (5) |
C18—H18A | 0.9700 | C44—H44A | 0.9700 |
C18—H18B | 0.9700 | C44—H44B | 0.9700 |
C19—C20 | 1.531 (5) | C45—C46 | 1.505 (5) |
C19—H19A | 0.9700 | C45—H45A | 0.9700 |
C19—H19B | 0.9700 | C45—H45B | 0.9700 |
C20—C21 | 1.506 (5) | C46—C47 | 1.386 (5) |
C20—H20A | 0.9700 | C46—C49 | 1.400 (5) |
C20—H20B | 0.9700 | C47—C48 | 1.380 (5) |
C21—C22 | 1.388 (5) | C47—H47 | 0.9300 |
C21—C24 | 1.398 (5) | C48—H48 | 0.9300 |
C22—C23 | 1.383 (5) | C49—C50 | 1.365 (5) |
C22—H22 | 0.9300 | C49—H49 | 0.9300 |
C23—H23 | 0.9300 | C50—H50 | 0.9300 |
C24—C25 | 1.365 (5) | O7—N11 | 1.232 (5) |
C24—H24 | 0.9300 | O8—N11 | 1.238 (6) |
C25—H25 | 0.9300 | O9—N11 | 1.231 (5) |
Cu2—N8 | 2.005 (3) | O10—N12 | 1.251 (5) |
Cu2—N7 | 2.008 (4) | O11—N12 | 1.249 (5) |
Cu2—N6 | 2.010 (3) | O12—N12 | 1.236 (5) |
| | | |
N2—Cu1—N4i | 93.31 (14) | N8—Cu2—N9ii | 88.53 (15) |
N2—Cu1—N3 | 176.82 (15) | N7—Cu2—N9ii | 168.16 (14) |
N4i—Cu1—N3 | 89.75 (14) | N6—Cu2—N9ii | 93.88 (15) |
N2—Cu1—N1 | 82.34 (15) | N8—Cu2—O4 | 89.86 (12) |
N4i—Cu1—N1 | 173.97 (14) | N7—Cu2—O4 | 94.95 (14) |
N3—Cu1—N1 | 94.55 (15) | N6—Cu2—O4 | 93.45 (13) |
N2—Cu1—O1W | 85.53 (13) | N9ii—Cu2—O4 | 96.58 (12) |
N4i—Cu1—O1W | 95.09 (12) | N8—Cu2—O2W | 95.40 (12) |
N3—Cu1—O1W | 93.31 (12) | N7—Cu2—O2W | 74.75 (13) |
N1—Cu1—O1W | 80.46 (13) | N6—Cu2—O2W | 80.86 (13) |
N2—Cu1—O1 | 90.71 (13) | N9ii—Cu2—O2W | 93.53 (11) |
N4i—Cu1—O1 | 93.00 (12) | O4—Cu2—O2W | 168.72 (11) |
N3—Cu1—O1 | 90.03 (11) | Cu2—O2W—H14A | 124.9 |
N1—Cu1—O1 | 91.23 (13) | Cu2—O2W—H14B | 125.1 |
O1W—Cu1—O1 | 171.26 (11) | H14A—O2W—H14B | 109.4 |
Cu1—O1W—H7A | 133.9 | N10—O4—Cu2 | 133.6 (3) |
Cu1—O1W—H7B | 120.8 | C35—N6—C36 | 118.4 (3) |
H7A—O1W—H7B | 104.5 | C35—N6—Cu2 | 129.8 (3) |
N5—O1—Cu1 | 127.5 (3) | C36—N6—Cu2 | 111.7 (3) |
C1—N1—C12 | 118.2 (4) | C26—N7—C37 | 118.4 (4) |
C1—N1—Cu1 | 129.9 (3) | C26—N7—Cu2 | 129.5 (3) |
C12—N1—Cu1 | 111.8 (3) | C37—N7—Cu2 | 112.1 (3) |
C10—N2—C11 | 118.5 (3) | C38—N8—C42 | 117.8 (3) |
C10—N2—Cu1 | 129.5 (3) | C38—N8—Cu2 | 119.2 (2) |
C11—N2—Cu1 | 111.9 (3) | C42—N8—Cu2 | 122.5 (3) |
C17—N3—C13 | 117.3 (3) | C48—N9—C50 | 117.8 (3) |
C17—N3—Cu1 | 122.3 (2) | C48—N9—Cu2iv | 123.4 (2) |
C13—N3—Cu1 | 120.4 (2) | C50—N9—Cu2iv | 118.7 (3) |
C25—N4—C23 | 117.4 (3) | O5—N10—O6 | 121.2 (4) |
C25—N4—Cu1iii | 121.3 (3) | O5—N10—O4 | 120.9 (4) |
C23—N4—Cu1iii | 121.3 (2) | O6—N10—O4 | 117.8 (4) |
O2—N5—O3 | 120.8 (4) | N7—C26—C27 | 122.1 (4) |
O2—N5—O1 | 120.2 (4) | N7—C26—H26 | 119.0 |
O3—N5—O1 | 118.9 (4) | C27—C26—H26 | 119.0 |
N1—C1—C2 | 122.3 (4) | C28—C27—C26 | 119.8 (4) |
N1—C1—H1 | 118.8 | C28—C27—H27 | 120.1 |
C2—C1—H1 | 118.8 | C26—C27—H27 | 120.1 |
C3—C2—C1 | 119.8 (4) | C27—C28—C29 | 119.5 (4) |
C3—C2—H2 | 120.1 | C27—C28—H28 | 120.2 |
C1—C2—H2 | 120.1 | C29—C28—H28 | 120.2 |
C2—C3—C4 | 119.4 (4) | C37—C29—C28 | 116.9 (3) |
C2—C3—H3 | 120.3 | C37—C29—C30 | 118.9 (4) |
C4—C3—H3 | 120.3 | C28—C29—C30 | 124.2 (3) |
C12—C4—C3 | 116.9 (3) | C31—C30—C29 | 120.3 (4) |
C12—C4—C5 | 118.8 (4) | C31—C30—H30 | 119.9 |
C3—C4—C5 | 124.2 (3) | C29—C30—H30 | 119.9 |
C6—C5—C4 | 120.4 (4) | C30—C31—C32 | 122.6 (3) |
C6—C5—H5 | 119.8 | C30—C31—H31 | 118.7 |
C4—C5—H5 | 119.8 | C32—C31—H31 | 118.7 |
C5—C6—C7 | 122.4 (4) | C36—C32—C33 | 116.8 (3) |
C5—C6—H6 | 118.8 | C36—C32—C31 | 118.0 (3) |
C7—C6—H6 | 118.8 | C33—C32—C31 | 125.2 (3) |
C11—C7—C8 | 117.1 (3) | C34—C33—C32 | 119.9 (4) |
C11—C7—C6 | 118.0 (3) | C34—C33—H33 | 120.1 |
C8—C7—C6 | 124.8 (3) | C32—C33—H33 | 120.1 |
C9—C8—C7 | 119.7 (4) | C33—C34—C35 | 119.7 (4) |
C9—C8—H8 | 120.1 | C33—C34—H34 | 120.2 |
C7—C8—H8 | 120.1 | C35—C34—H34 | 120.2 |
C8—C9—C10 | 119.6 (4) | N6—C35—C34 | 122.2 (4) |
C8—C9—H9 | 120.2 | N6—C35—H35 | 118.9 |
C10—C9—H9 | 120.2 | C34—C35—H35 | 118.9 |
N2—C10—C9 | 122.0 (4) | N6—C36—C32 | 123.1 (3) |
N2—C10—H10 | 119.0 | N6—C36—C37 | 116.9 (3) |
C9—C10—H10 | 119.0 | C32—C36—C37 | 119.9 (3) |
N2—C11—C7 | 122.8 (3) | N7—C37—C29 | 123.2 (4) |
N2—C11—C12 | 117.2 (3) | N7—C37—C36 | 116.5 (3) |
C7—C11—C12 | 120.0 (3) | C29—C37—C36 | 120.2 (3) |
N1—C12—C4 | 123.2 (4) | N8—C38—C39 | 122.6 (3) |
N1—C12—C11 | 116.7 (3) | N8—C38—H38 | 118.7 |
C4—C12—C11 | 120.1 (3) | C39—C38—H38 | 118.7 |
N3—C13—C14 | 122.8 (3) | C38—C39—C40 | 120.3 (4) |
N3—C13—H13 | 118.6 | C38—C39—H39 | 119.8 |
C14—C13—H13 | 118.6 | C40—C39—H39 | 119.8 |
C13—C14—C15 | 120.5 (3) | C41—C40—C39 | 116.5 (3) |
C13—C14—H14 | 119.7 | C41—C40—C43 | 124.4 (3) |
C15—C14—H14 | 119.7 | C39—C40—C43 | 119.1 (3) |
C16—C15—C14 | 116.1 (3) | C42—C41—C40 | 120.4 (4) |
C16—C15—C18 | 124.8 (3) | C42—C41—H41 | 119.8 |
C14—C15—C18 | 119.1 (3) | C40—C41—H41 | 119.8 |
C17—C16—C15 | 120.6 (4) | N8—C42—C41 | 122.3 (4) |
C17—C16—H16 | 119.7 | N8—C42—H42 | 118.8 |
C15—C16—H16 | 119.7 | C41—C42—H42 | 118.8 |
N3—C17—C16 | 122.6 (4) | C40—C43—C44 | 117.6 (3) |
N3—C17—H17 | 118.7 | C40—C43—H43A | 107.9 |
C16—C17—H17 | 118.7 | C44—C43—H43A | 107.9 |
C15—C18—C19 | 117.2 (3) | C40—C43—H43B | 107.9 |
C15—C18—H18A | 108.0 | C44—C43—H43B | 107.9 |
C19—C18—H18A | 108.0 | H43A—C43—H43B | 107.2 |
C15—C18—H18B | 108.0 | C43—C44—C45 | 108.9 (3) |
C19—C18—H18B | 108.0 | C43—C44—H44A | 109.9 |
H18A—C18—H18B | 107.2 | C45—C44—H44A | 109.9 |
C18—C19—C20 | 109.4 (3) | C43—C44—H44B | 109.9 |
C18—C19—H19A | 109.8 | C45—C44—H44B | 109.9 |
C20—C19—H19A | 109.8 | H44A—C44—H44B | 108.3 |
C18—C19—H19B | 109.8 | C46—C45—C44 | 114.4 (3) |
C20—C19—H19B | 109.8 | C46—C45—H45A | 108.7 |
H19A—C19—H19B | 108.2 | C44—C45—H45A | 108.7 |
C21—C20—C19 | 114.3 (3) | C46—C45—H45B | 108.7 |
C21—C20—H20A | 108.7 | C44—C45—H45B | 108.7 |
C19—C20—H20A | 108.7 | H45A—C45—H45B | 107.6 |
C21—C20—H20B | 108.7 | C47—C46—C49 | 116.6 (3) |
C19—C20—H20B | 108.7 | C47—C46—C45 | 121.8 (3) |
H20A—C20—H20B | 107.6 | C49—C46—C45 | 121.6 (3) |
C22—C21—C24 | 116.2 (3) | C48—C47—C46 | 120.2 (3) |
C22—C21—C20 | 121.9 (3) | C48—C47—H47 | 119.9 |
C24—C21—C20 | 121.9 (3) | C46—C47—H47 | 119.9 |
C23—C22—C21 | 120.0 (4) | N9—C48—C47 | 122.4 (3) |
C23—C22—H22 | 120.0 | N9—C48—H48 | 118.8 |
C21—C22—H22 | 120.0 | C47—C48—H48 | 118.8 |
N4—C23—C22 | 122.7 (3) | C50—C49—C46 | 120.3 (3) |
N4—C23—H23 | 118.6 | C50—C49—H49 | 119.8 |
C22—C23—H23 | 118.6 | C46—C49—H49 | 119.8 |
C25—C24—C21 | 120.9 (3) | N9—C50—C49 | 122.6 (3) |
C25—C24—H24 | 119.5 | N9—C50—H50 | 118.7 |
C21—C24—H24 | 119.5 | C49—C50—H50 | 118.7 |
N4—C25—C24 | 122.8 (3) | O9—N11—O7 | 122.2 (4) |
N4—C25—H25 | 118.6 | O9—N11—O8 | 120.4 (4) |
C24—C25—H25 | 118.6 | O7—N11—O8 | 117.4 (4) |
N8—Cu2—N7 | 94.16 (15) | O12—N12—O11 | 119.9 (4) |
N8—Cu2—N6 | 175.66 (15) | O12—N12—O10 | 120.2 (4) |
N7—Cu2—N6 | 82.76 (15) | O11—N12—O10 | 119.9 (4) |
| | | |
Cu1—O1—N5—O2 | 2.7 (6) | Cu2—O4—N10—O5 | 2.1 (7) |
Cu1—O1—N5—O3 | −178.7 (3) | Cu2—O4—N10—O6 | −175.9 (3) |
C12—N1—C1—C2 | 0.4 (7) | C37—N7—C26—C27 | −0.9 (7) |
Cu1—N1—C1—C2 | −177.4 (4) | Cu2—N7—C26—C27 | 177.2 (4) |
N1—C1—C2—C3 | 0.7 (7) | N7—C26—C27—C28 | 0.7 (8) |
C1—C2—C3—C4 | −1.6 (7) | C26—C27—C28—C29 | 0.4 (8) |
C2—C3—C4—C12 | 1.4 (7) | C27—C28—C29—C37 | −1.3 (7) |
C2—C3—C4—C5 | −178.0 (5) | C27—C28—C29—C30 | −180.0 (5) |
C12—C4—C5—C6 | −3.6 (7) | C37—C29—C30—C31 | −2.7 (7) |
C3—C4—C5—C6 | 175.7 (5) | C28—C29—C30—C31 | 176.0 (5) |
C4—C5—C6—C7 | 3.5 (7) | C29—C30—C31—C32 | −0.2 (7) |
C5—C6—C7—C11 | 0.3 (7) | C30—C31—C32—C36 | 3.3 (7) |
C5—C6—C7—C8 | −178.7 (5) | C30—C31—C32—C33 | −174.8 (5) |
C11—C7—C8—C9 | 2.9 (7) | C36—C32—C33—C34 | 0.5 (7) |
C6—C7—C8—C9 | −178.1 (5) | C31—C32—C33—C34 | 178.6 (5) |
C7—C8—C9—C10 | −0.5 (7) | C32—C33—C34—C35 | 1.5 (8) |
C11—N2—C10—C9 | 2.7 (7) | C36—N6—C35—C34 | 0.6 (7) |
Cu1—N2—C10—C9 | −174.3 (3) | Cu2—N6—C35—C34 | −174.6 (4) |
C8—C9—C10—N2 | −2.5 (8) | C33—C34—C35—N6 | −2.1 (8) |
C10—N2—C11—C7 | −0.1 (7) | C35—N6—C36—C32 | 1.6 (6) |
Cu1—N2—C11—C7 | 177.4 (3) | Cu2—N6—C36—C32 | 177.6 (3) |
C10—N2—C11—C12 | −177.9 (4) | C35—N6—C36—C37 | −175.3 (4) |
Cu1—N2—C11—C12 | −0.4 (5) | Cu2—N6—C36—C37 | 0.7 (5) |
C8—C7—C11—N2 | −2.7 (7) | C33—C32—C36—N6 | −2.1 (7) |
C6—C7—C11—N2 | 178.2 (4) | C31—C32—C36—N6 | 179.6 (4) |
C8—C7—C11—C12 | 175.1 (4) | C33—C32—C36—C37 | 174.7 (4) |
C6—C7—C11—C12 | −4.0 (6) | C31—C32—C36—C37 | −3.6 (6) |
C1—N1—C12—C4 | −0.6 (7) | C26—N7—C37—C29 | −0.1 (7) |
Cu1—N1—C12—C4 | 177.6 (3) | Cu2—N7—C37—C29 | −178.5 (3) |
C1—N1—C12—C11 | 178.6 (4) | C26—N7—C37—C36 | 177.6 (4) |
Cu1—N1—C12—C11 | −3.3 (5) | Cu2—N7—C37—C36 | −0.8 (5) |
C3—C4—C12—N1 | −0.3 (7) | C28—C29—C37—N7 | 1.2 (7) |
C5—C4—C12—N1 | 179.1 (4) | C30—C29—C37—N7 | 179.9 (4) |
C3—C4—C12—C11 | −179.5 (4) | C28—C29—C37—C36 | −176.5 (4) |
C5—C4—C12—C11 | 0.0 (7) | C30—C29—C37—C36 | 2.3 (7) |
N2—C11—C12—N1 | 2.5 (6) | N6—C36—C37—N7 | 0.1 (6) |
C7—C11—C12—N1 | −175.4 (4) | C32—C36—C37—N7 | −176.9 (4) |
N2—C11—C12—C4 | −178.3 (4) | N6—C36—C37—C29 | 177.8 (4) |
C7—C11—C12—C4 | 3.8 (6) | C32—C36—C37—C29 | 0.8 (6) |
C17—N3—C13—C14 | −0.3 (7) | C42—N8—C38—C39 | −2.4 (7) |
Cu1—N3—C13—C14 | 178.0 (4) | Cu2—N8—C38—C39 | 169.5 (4) |
N3—C13—C14—C15 | −0.9 (7) | N8—C38—C39—C40 | 1.2 (8) |
C13—C14—C15—C16 | 1.1 (7) | C38—C39—C40—C41 | 0.5 (7) |
C13—C14—C15—C18 | −179.1 (5) | C38—C39—C40—C43 | −177.1 (4) |
C14—C15—C16—C17 | −0.3 (7) | C39—C40—C41—C42 | −0.9 (7) |
C18—C15—C16—C17 | 179.9 (5) | C43—C40—C41—C42 | 176.5 (5) |
C13—N3—C17—C16 | 1.2 (7) | C38—N8—C42—C41 | 1.9 (7) |
Cu1—N3—C17—C16 | −177.1 (4) | Cu2—N8—C42—C41 | −169.7 (4) |
C15—C16—C17—N3 | −0.9 (8) | C40—C41—C42—N8 | −0.3 (8) |
C16—C15—C18—C19 | −20.5 (7) | C41—C40—C43—C44 | 9.6 (7) |
C14—C15—C18—C19 | 159.7 (5) | C39—C40—C43—C44 | −173.1 (4) |
C15—C18—C19—C20 | −172.6 (4) | C40—C43—C44—C45 | −179.1 (4) |
C18—C19—C20—C21 | −179.7 (4) | C43—C44—C45—C46 | −179.2 (4) |
C19—C20—C21—C22 | 107.0 (5) | C44—C45—C46—C47 | 93.7 (5) |
C19—C20—C21—C24 | −73.5 (5) | C44—C45—C46—C49 | −87.1 (5) |
C24—C21—C22—C23 | 0.6 (6) | C49—C46—C47—C48 | −0.8 (6) |
C20—C21—C22—C23 | −179.9 (4) | C45—C46—C47—C48 | 178.5 (4) |
C25—N4—C23—C22 | −0.6 (6) | C50—N9—C48—C47 | 1.9 (6) |
Cu1iii—N4—C23—C22 | 178.9 (3) | Cu2iv—N9—C48—C47 | 178.4 (3) |
C21—C22—C23—N4 | −0.2 (7) | C46—C47—C48—N9 | −1.5 (7) |
C22—C21—C24—C25 | 0.0 (6) | C47—C46—C49—C50 | 2.5 (6) |
C20—C21—C24—C25 | −179.5 (4) | C45—C46—C49—C50 | −176.8 (4) |
C23—N4—C25—C24 | 1.2 (6) | C48—N9—C50—C49 | −0.1 (7) |
Cu1iii—N4—C25—C24 | −178.4 (3) | Cu2iv—N9—C50—C49 | −176.8 (3) |
C21—C24—C25—N4 | −0.9 (7) | C46—C49—C50—N9 | −2.1 (7) |
Symmetry codes: (i) −x+1/2, y+1/2, −z+1/2; (ii) −x+3/2, y+1/2, −z+1/2; (iii) −x+1/2, y−1/2, −z+1/2; (iv) −x+3/2, y−1/2, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H7A···O7 | 0.85 | 2.00 | 2.754 (5) | 148 |
O1W—H7B···O9v | 0.85 | 1.95 | 2.787 (6) | 168 |
O2W—H14A···O3 | 0.85 | 2.08 | 2.918 (3) | 168 |
O2W—H14B···O11 | 0.85 | 1.93 | 2.772 (5) | 168 |
C1—H1···O6vi | 0.93 | 2.63 | 3.401 (6) | 141 |
C9—H9···O10vii | 0.93 | 2.63 | 3.215 (6) | 121 |
C10—H10···N4i | 0.93 | 2.66 | 3.152 (5) | 114 |
C13—H13···O1W | 0.93 | 2.60 | 3.232 (5) | 125 |
C13—H13···O7 | 0.93 | 2.55 | 3.471 (5) | 169 |
C17—H17···O1 | 0.93 | 2.45 | 3.103 (5) | 128 |
C22—H22···O11iii | 0.93 | 2.42 | 3.137 (5) | 134 |
C23—H23···O1iii | 0.93 | 2.47 | 3.170 (5) | 132 |
C25—H25···O1Wiii | 0.93 | 2.54 | 3.233 (5) | 132 |
C25—H25···O7iii | 0.93 | 2.46 | 3.184 (6) | 135 |
C26—H26···O3vi | 0.93 | 2.54 | 3.380 (5) | 150 |
C26—H26···N8 | 0.93 | 2.67 | 3.157 (5) | 114 |
C34—H34···O8vii | 0.93 | 2.41 | 3.048 (6) | 126 |
C34—H34···O12viii | 0.93 | 2.64 | 3.258 (6) | 124 |
C38—H38···O12 | 0.93 | 2.48 | 3.170 (5) | 131 |
C42—H42···O4 | 0.93 | 2.32 | 2.978 (5) | 127 |
C47—H47···O6ix | 0.93 | 2.62 | 3.190 (5) | 120 |
C48—H48···O6ix | 0.93 | 2.51 | 3.147 (5) | 126 |
C50—H50···O2Wiv | 0.93 | 2.51 | 3.295 (5) | 142 |
C50—H50···O11iv | 0.93 | 2.53 | 3.293 (5) | 139 |
Symmetry codes: (i) −x+1/2, y+1/2, −z+1/2; (iii) −x+1/2, y−1/2, −z+1/2; (iv) −x+3/2, y−1/2, −z+1/2; (v) −x, −y+2, −z+1; (vi) −x+1, −y+1, −z+1; (vii) −x+1, −y+2, −z+1; (viii) x+1/2, −y+3/2, z+1/2; (ix) x−1/2, −y+1/2, z−1/2. |
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