Coordination polymers (CPs) have attracted increasing interest in recent years. In this work, two new CPs, namely poly[[aquabis(2,2′-bipyridine-κ2N,N′){μ3-5-[(4-carboxylatophenoxy)methyl]benzene-1,3-dicarboxylato-κ4O1,O1′:O3:O5}(μ-formato-κ3O:O,O′)dicadmium(II)] monohydrate], {[Cd2(C16H9O7)(HCO2)(C10H8N2)2(H2O)]·H2O}n (1), and poly[[(2,2′-bipyridine-κ2N,N′){μ3-5-[(4-carboxylphenoxy)methyl]benzene-1,3-dicarboxylato-κ4O1,O1′:O3:O5}manganese(II)] sesquihydrate], {[Mn(C16H10O7)(C10H8N2)]·1.5H2O}n (2), have been prepared using the tricarboxylic acid 5-[(4-carboxyphenoxy)methyl]benzene-1,3-dicarboxylic acid and 2,2′-bipyridine under hydrothermal conditions. CP 1 displays a two-dimensional layer structure which is further extended into a three-dimensional (3D) supramolecular structure via intermolecular π–π interactions, while CP 2 shows a different 3D supramolecular structure extended from one-dimensional ladder chains by intermolecular π–π interactions. In addition, the solid-state luminescence spectra of 1 and 2 were studied at room temperature.
Supporting information
CCDC references: 1959290; 1959291
For both structures, data collection: APEX3 (Bruker, 2016); cell refinement: SAINT (Bruker, 2016); data reduction: SAINT (Bruker, 2016); program(s) used to solve structure: SHELXT2018 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015b); molecular graphics: SHELXTL (Bruker, 2016) and DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: SHELXTL (Bruker, 2016).
Poly[[aquabis(2,2'-bipyridine-
κ2N,
N'){µ
3-5-[(4-carboxylatophenoxy)methyl]benzene-1,3-dicarboxylato-
κ4O1,
O1':
O3:
O5}(µ-formato-
κ3O:
O,
O')dicadmium(II)] monohydrate] (Cd)
top
Crystal data top
[Cd2(C16H9O7)(CHO2)(C10H8N2)2(H2O)]·H2O | F(000) = 1856 |
Mr = 931.45 | Dx = 1.736 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 13.8999 (7) Å | Cell parameters from 9802 reflections |
b = 18.0445 (11) Å | θ = 2.5–27.1° |
c = 14.4096 (8) Å | µ = 1.26 mm−1 |
β = 99.568 (2)° | T = 150 K |
V = 3563.9 (3) Å3 | Block, colorless |
Z = 4 | 0.32 × 0.25 × 0.25 mm |
Data collection top
Bruker D8 Venture diffractometer | 5402 reflections with I > 2σ(I) |
Radiation source: sealed tube | Rint = 0.055 |
ω scans | θmax = 25.4°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Bruker, 2016) | h = −16→16 |
Tmin = 0.692, Tmax = 0.729 | k = −21→21 |
82482 measured reflections | l = −17→17 |
6515 independent reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.028 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.064 | w = 1/[σ2(Fo2) + (0.024P)2 + 4.307P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.002 |
6515 reflections | Δρmax = 0.51 e Å−3 |
511 parameters | Δρmin = −0.39 e Å−3 |
11 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. Experiments were carried out at 150 K with Mo
Kα radiation using a Bruker D8 Venture diffractometer. Absorption was
corrected for by multi-scan methods (SADABS; Bruker, 2016). The
non-hydrogen
atoms were refined with anisotropic displacement parameters, while the |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Cd1 | −0.14081 (2) | 0.67805 (2) | 0.90033 (2) | 0.02893 (6) | |
Cd2 | 0.55809 (2) | 0.66916 (2) | 0.83917 (2) | 0.03633 (7) | |
C1 | 0.0037 (2) | 0.68198 (15) | 0.7954 (2) | 0.0298 (6) | |
C2 | 0.0868 (2) | 0.68415 (15) | 0.7423 (2) | 0.0299 (6) | |
C3 | 0.0730 (2) | 0.68330 (16) | 0.6406 (2) | 0.0312 (6) | |
H3 | 0.008418 | 0.683022 | 0.606331 | 0.037* | |
C4 | 0.1494 (2) | 0.68288 (15) | 0.5917 (2) | 0.0311 (6) | |
C5 | 0.2401 (2) | 0.68517 (16) | 0.6452 (2) | 0.0350 (7) | |
H5 | 0.295436 | 0.685743 | 0.614403 | 0.042* | |
C6 | 0.2556 (2) | 0.68678 (16) | 0.7476 (2) | 0.0341 (7) | |
C7 | 0.1781 (2) | 0.68545 (16) | 0.7948 (2) | 0.0316 (6) | |
H7 | 0.187384 | 0.685425 | 0.861593 | 0.038* | |
C8 | 0.3547 (2) | 0.68764 (18) | 0.8026 (3) | 0.0430 (8) | |
C9 | 0.1369 (2) | 0.67638 (17) | 0.4820 (2) | 0.0375 (7) | |
H9A | 0.070243 | 0.658430 | 0.457198 | 0.045* | |
H9B | 0.144398 | 0.726038 | 0.454887 | 0.045* | |
C10 | 0.2008 (2) | 0.55397 (17) | 0.4780 (2) | 0.0361 (7) | |
C11 | 0.1256 (2) | 0.52318 (18) | 0.5146 (2) | 0.0397 (7) | |
H11 | 0.074419 | 0.553505 | 0.529436 | 0.048* | |
C12 | 0.1245 (2) | 0.44751 (17) | 0.5301 (2) | 0.0397 (8) | |
H12 | 0.071598 | 0.426857 | 0.555511 | 0.048* | |
C13 | 0.1960 (2) | 0.40154 (16) | 0.5106 (2) | 0.0330 (7) | |
C14 | 0.2722 (2) | 0.43367 (18) | 0.4767 (2) | 0.0375 (7) | |
H14 | 0.324273 | 0.403414 | 0.463557 | 0.045* | |
C15 | 0.2753 (2) | 0.50940 (17) | 0.4610 (2) | 0.0377 (7) | |
H15 | 0.329632 | 0.530381 | 0.438218 | 0.045* | |
C16 | 0.1877 (2) | 0.31987 (16) | 0.5260 (2) | 0.0317 (6) | |
C17 | −0.1028 (2) | 0.65693 (17) | 1.1357 (2) | 0.0351 (7) | |
H17 | −0.109186 | 0.709352 | 1.133955 | 0.042* | |
C18 | −0.0770 (2) | 0.62301 (18) | 1.2248 (2) | 0.0399 (7) | |
H18 | −0.068331 | 0.651343 | 1.281161 | 0.048* | |
C19 | −0.0649 (3) | 0.54672 (19) | 1.2267 (2) | 0.0438 (8) | |
H19 | −0.045225 | 0.521441 | 1.284545 | 0.053* | |
C20 | −0.0827 (2) | 0.50706 (17) | 1.1402 (2) | 0.0379 (7) | |
H20 | −0.076011 | 0.454657 | 1.140538 | 0.045* | |
C21 | −0.1102 (2) | 0.54486 (16) | 1.0536 (2) | 0.0310 (6) | |
C22 | −0.1333 (2) | 0.50581 (16) | 0.9577 (2) | 0.0314 (7) | |
C23 | −0.1331 (2) | 0.42834 (17) | 0.9514 (2) | 0.0355 (7) | |
H23 | −0.117364 | 0.398488 | 1.006073 | 0.043* | |
C24 | −0.1572 (2) | 0.39567 (18) | 0.8607 (2) | 0.0408 (8) | |
H24 | −0.157510 | 0.343207 | 0.855135 | 0.049* | |
C25 | −0.1805 (2) | 0.43937 (18) | 0.7787 (2) | 0.0408 (8) | |
H25 | −0.197440 | 0.417645 | 0.718174 | 0.049* | |
C26 | −0.1775 (2) | 0.51560 (18) | 0.7912 (2) | 0.0398 (7) | |
H26 | −0.191638 | 0.546515 | 0.737243 | 0.048* | |
C27 | 0.6286 (2) | 0.6424 (2) | 1.0725 (2) | 0.0444 (8) | |
H27 | 0.621048 | 0.694660 | 1.073867 | 0.053* | |
C28 | 0.6619 (3) | 0.6056 (2) | 1.1587 (3) | 0.0508 (9) | |
H28 | 0.676518 | 0.632414 | 1.216028 | 0.061* | |
C29 | 0.6725 (3) | 0.5300 (2) | 1.1566 (3) | 0.0540 (10) | |
H29 | 0.695090 | 0.503004 | 1.212567 | 0.065* | |
C30 | 0.6491 (2) | 0.4933 (2) | 1.0690 (3) | 0.0487 (9) | |
H30 | 0.655734 | 0.441007 | 1.066542 | 0.058* | |
C31 | 0.6158 (2) | 0.53289 (17) | 0.9846 (2) | 0.0393 (8) | |
C32 | 0.5883 (2) | 0.49631 (18) | 0.8878 (3) | 0.0422 (8) | |
C33 | 0.5911 (3) | 0.4194 (2) | 0.8762 (3) | 0.0537 (10) | |
H33 | 0.610671 | 0.387664 | 0.928591 | 0.064* | |
C34 | 0.5640 (3) | 0.3899 (2) | 0.7845 (3) | 0.0642 (12) | |
H34 | 0.565397 | 0.337761 | 0.775752 | 0.077* | |
C35 | 0.5352 (3) | 0.4357 (2) | 0.7064 (3) | 0.0666 (12) | |
H35 | 0.517174 | 0.415696 | 0.644997 | 0.080* | |
C36 | 0.5340 (3) | 0.5116 (2) | 0.7226 (3) | 0.0562 (10) | |
H36 | 0.514611 | 0.544104 | 0.671050 | 0.067* | |
C37 | 0.6897 (2) | 0.69144 (18) | 0.7182 (2) | 0.0383 (7) | |
H37 | 0.740544 | 0.699254 | 0.682678 | 0.046* | |
N1 | −0.15480 (18) | 0.54826 (14) | 0.87812 (17) | 0.0331 (6) | |
N2 | −0.11921 (17) | 0.61950 (13) | 1.05150 (17) | 0.0297 (5) | |
N3 | 0.5601 (2) | 0.54090 (16) | 0.8112 (2) | 0.0442 (7) | |
N4 | 0.60638 (18) | 0.60729 (14) | 0.98712 (19) | 0.0373 (6) | |
O1 | −0.07848 (14) | 0.68556 (12) | 0.74743 (15) | 0.0357 (5) | |
O2 | 0.02038 (14) | 0.67557 (11) | 0.88713 (14) | 0.0344 (5) | |
O3 | 0.36871 (17) | 0.68538 (13) | 0.89355 (18) | 0.0508 (6) | |
O4 | 0.41925 (16) | 0.68948 (15) | 0.7506 (2) | 0.0563 (7) | |
O5 | 0.24904 (15) | 0.27632 (11) | 0.50414 (15) | 0.0375 (5) | |
O6 | 0.11702 (15) | 0.29771 (12) | 0.56125 (16) | 0.0390 (5) | |
O7 | 0.20617 (16) | 0.62719 (11) | 0.45336 (15) | 0.0404 (5) | |
O8 | 0.60713 (17) | 0.68812 (15) | 0.67644 (17) | 0.0531 (6) | |
O9 | 0.71322 (14) | 0.68498 (12) | 0.80885 (14) | 0.0348 (5) | |
H2A | 0.461 (9) | 0.816 (6) | 1.0786 (15) | 0.052* | 0.3 |
H2B | 0.419 (9) | 0.768 (3) | 0.993 (7) | 0.052* | 0.3 |
H2C | 0.458 (9) | 0.8592 (19) | 1.027 (7) | 0.052* | 0.3 |
H2D | 0.451 (10) | 0.779 (4) | 1.064 (5) | 0.052* | 0.3 |
H2F | 0.486 (5) | 0.844 (4) | 1.003 (5) | 0.052* | 0.4 |
H2E | 0.400 (5) | 0.790 (4) | 0.972 (4) | 0.052* | 0.4 |
O1W | 0.57509 (16) | 0.78436 (13) | 0.9041 (2) | 0.0489 (6) | |
H1A | 0.6321 (16) | 0.790 (2) | 0.941 (2) | 0.073* | |
H1B | 0.534 (2) | 0.795 (2) | 0.943 (2) | 0.073* | |
O2W | 0.4422 (2) | 0.8117 (2) | 1.0163 (2) | 0.0710 (9) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cd1 | 0.02627 (11) | 0.02783 (11) | 0.03295 (12) | 0.00050 (8) | 0.00571 (9) | 0.00148 (9) |
Cd2 | 0.02465 (12) | 0.03839 (13) | 0.04597 (14) | −0.00090 (9) | 0.00595 (10) | 0.00310 (10) |
C1 | 0.0275 (15) | 0.0230 (14) | 0.0403 (17) | 0.0014 (12) | 0.0096 (13) | −0.0003 (12) |
C2 | 0.0280 (15) | 0.0255 (15) | 0.0362 (16) | 0.0019 (12) | 0.0053 (12) | −0.0008 (12) |
C3 | 0.0253 (14) | 0.0282 (15) | 0.0390 (16) | 0.0000 (12) | 0.0023 (12) | 0.0014 (13) |
C4 | 0.0340 (16) | 0.0240 (14) | 0.0362 (16) | 0.0026 (12) | 0.0083 (13) | 0.0032 (12) |
C5 | 0.0273 (15) | 0.0309 (16) | 0.0487 (19) | −0.0019 (12) | 0.0118 (14) | 0.0015 (14) |
C6 | 0.0219 (14) | 0.0269 (15) | 0.0526 (19) | −0.0004 (12) | 0.0032 (13) | −0.0066 (14) |
C7 | 0.0283 (15) | 0.0281 (15) | 0.0374 (16) | 0.0028 (12) | 0.0026 (12) | −0.0016 (13) |
C8 | 0.0301 (17) | 0.0302 (17) | 0.067 (2) | −0.0046 (13) | 0.0038 (16) | −0.0007 (16) |
C9 | 0.0419 (18) | 0.0302 (16) | 0.0426 (18) | 0.0053 (14) | 0.0133 (14) | 0.0036 (14) |
C10 | 0.0406 (18) | 0.0333 (17) | 0.0357 (17) | −0.0003 (14) | 0.0101 (14) | 0.0015 (13) |
C11 | 0.0345 (17) | 0.0327 (17) | 0.054 (2) | 0.0004 (13) | 0.0149 (15) | −0.0008 (15) |
C12 | 0.0381 (18) | 0.0352 (17) | 0.048 (2) | −0.0029 (14) | 0.0147 (15) | 0.0012 (14) |
C13 | 0.0343 (16) | 0.0306 (16) | 0.0345 (17) | −0.0020 (13) | 0.0065 (13) | −0.0016 (13) |
C14 | 0.0322 (16) | 0.0368 (17) | 0.0450 (19) | 0.0034 (13) | 0.0104 (14) | 0.0006 (14) |
C15 | 0.0362 (17) | 0.0369 (17) | 0.0424 (18) | −0.0023 (14) | 0.0138 (14) | 0.0025 (14) |
C16 | 0.0295 (15) | 0.0329 (16) | 0.0307 (15) | −0.0024 (13) | −0.0010 (12) | −0.0012 (13) |
C17 | 0.0326 (16) | 0.0326 (16) | 0.0405 (17) | 0.0008 (13) | 0.0067 (14) | −0.0011 (13) |
C18 | 0.0437 (19) | 0.0398 (18) | 0.0357 (18) | 0.0033 (14) | 0.0049 (15) | −0.0059 (14) |
C19 | 0.055 (2) | 0.0416 (19) | 0.0337 (18) | 0.0078 (16) | 0.0026 (16) | 0.0067 (14) |
C20 | 0.0442 (18) | 0.0300 (16) | 0.0389 (17) | 0.0043 (14) | 0.0051 (14) | 0.0018 (13) |
C21 | 0.0258 (15) | 0.0307 (16) | 0.0373 (16) | 0.0009 (12) | 0.0076 (13) | 0.0020 (13) |
C22 | 0.0255 (15) | 0.0314 (16) | 0.0375 (17) | 0.0025 (12) | 0.0057 (13) | 0.0011 (13) |
C23 | 0.0371 (17) | 0.0319 (16) | 0.0370 (18) | −0.0003 (13) | 0.0045 (14) | 0.0030 (13) |
C24 | 0.0440 (19) | 0.0288 (16) | 0.0472 (19) | 0.0004 (14) | 0.0007 (15) | 0.0003 (14) |
C25 | 0.049 (2) | 0.0352 (17) | 0.0371 (18) | −0.0004 (15) | 0.0046 (15) | −0.0074 (14) |
C26 | 0.0482 (19) | 0.0354 (17) | 0.0347 (17) | 0.0026 (15) | 0.0034 (15) | 0.0033 (14) |
C27 | 0.0392 (18) | 0.0444 (19) | 0.050 (2) | −0.0053 (15) | 0.0101 (16) | 0.0022 (16) |
C28 | 0.044 (2) | 0.059 (2) | 0.050 (2) | −0.0098 (17) | 0.0068 (17) | 0.0047 (18) |
C29 | 0.045 (2) | 0.062 (3) | 0.054 (2) | −0.0004 (18) | 0.0064 (18) | 0.0215 (19) |
C30 | 0.043 (2) | 0.0399 (19) | 0.065 (2) | 0.0013 (15) | 0.0145 (18) | 0.0111 (17) |
C31 | 0.0273 (16) | 0.0345 (17) | 0.058 (2) | −0.0026 (13) | 0.0129 (15) | 0.0049 (15) |
C32 | 0.0320 (17) | 0.0375 (18) | 0.060 (2) | −0.0037 (14) | 0.0166 (16) | −0.0031 (16) |
C33 | 0.042 (2) | 0.041 (2) | 0.081 (3) | −0.0007 (16) | 0.018 (2) | −0.0057 (19) |
C34 | 0.058 (3) | 0.043 (2) | 0.097 (3) | −0.0111 (19) | 0.027 (2) | −0.017 (2) |
C35 | 0.067 (3) | 0.065 (3) | 0.073 (3) | −0.026 (2) | 0.025 (2) | −0.026 (2) |
C36 | 0.061 (2) | 0.053 (2) | 0.058 (2) | −0.0163 (19) | 0.0181 (19) | −0.0072 (19) |
C37 | 0.0307 (17) | 0.0436 (19) | 0.0419 (19) | −0.0025 (14) | 0.0094 (14) | 0.0056 (15) |
N1 | 0.0325 (13) | 0.0314 (13) | 0.0350 (14) | −0.0001 (10) | 0.0044 (11) | 0.0007 (11) |
N2 | 0.0261 (12) | 0.0277 (13) | 0.0350 (14) | 0.0012 (10) | 0.0041 (10) | 0.0003 (10) |
N3 | 0.0391 (16) | 0.0441 (16) | 0.0509 (17) | −0.0094 (13) | 0.0118 (13) | −0.0055 (14) |
N4 | 0.0254 (13) | 0.0351 (15) | 0.0521 (17) | −0.0031 (11) | 0.0081 (12) | 0.0017 (12) |
O1 | 0.0228 (10) | 0.0448 (13) | 0.0399 (12) | 0.0023 (9) | 0.0068 (9) | 0.0072 (10) |
O2 | 0.0312 (11) | 0.0350 (11) | 0.0379 (12) | 0.0041 (9) | 0.0082 (9) | 0.0008 (9) |
O3 | 0.0360 (13) | 0.0478 (14) | 0.0620 (17) | −0.0076 (11) | −0.0116 (11) | 0.0073 (12) |
O4 | 0.0246 (12) | 0.0648 (17) | 0.0782 (18) | 0.0000 (11) | 0.0044 (12) | 0.0033 (14) |
O5 | 0.0332 (12) | 0.0310 (11) | 0.0479 (13) | 0.0010 (9) | 0.0058 (10) | −0.0034 (10) |
O6 | 0.0365 (12) | 0.0320 (11) | 0.0502 (13) | −0.0027 (9) | 0.0120 (10) | 0.0033 (10) |
O7 | 0.0479 (13) | 0.0313 (12) | 0.0460 (13) | 0.0008 (10) | 0.0195 (11) | 0.0023 (10) |
O8 | 0.0308 (13) | 0.0764 (18) | 0.0498 (14) | −0.0044 (12) | −0.0002 (11) | 0.0131 (13) |
O9 | 0.0257 (10) | 0.0433 (12) | 0.0356 (12) | −0.0008 (9) | 0.0055 (9) | −0.0001 (9) |
O1W | 0.0291 (12) | 0.0382 (13) | 0.0765 (19) | 0.0010 (10) | 0.0005 (12) | −0.0028 (12) |
O2W | 0.0506 (18) | 0.099 (3) | 0.0606 (18) | 0.0130 (19) | 0.0016 (15) | −0.0184 (18) |
Geometric parameters (Å, º) top
Cd1—O9i | 2.232 (2) | C18—C19 | 1.387 (5) |
Cd1—O6ii | 2.240 (2) | C18—H18 | 0.9500 |
Cd1—O2 | 2.280 (2) | C19—C20 | 1.422 (4) |
Cd1—N1 | 2.367 (2) | C19—H19 | 0.9500 |
Cd1—N2 | 2.394 (2) | C20—C21 | 1.419 (4) |
Cd1—O1 | 2.502 (2) | C20—H20 | 0.9500 |
Cd1—C1 | 2.708 (3) | C21—N2 | 1.353 (4) |
Cd2—O4 | 2.161 (2) | C21—C22 | 1.536 (4) |
Cd2—O1W | 2.276 (2) | C22—N1 | 1.371 (4) |
Cd2—O9 | 2.2880 (19) | C22—C23 | 1.401 (4) |
Cd2—N3 | 2.350 (3) | C23—C24 | 1.421 (4) |
Cd2—N4 | 2.401 (3) | C23—H23 | 0.9500 |
Cd2—O8 | 2.571 (2) | C24—C25 | 1.412 (5) |
Cd2—C37 | 2.757 (3) | C24—H24 | 0.9500 |
C1—O1 | 1.235 (3) | C25—C26 | 1.387 (4) |
C1—O2 | 1.308 (4) | C25—H25 | 0.9500 |
C1—C2 | 1.488 (4) | C26—N1 | 1.373 (4) |
C2—C7 | 1.365 (4) | C26—H26 | 0.9500 |
C2—C3 | 1.447 (4) | C27—N4 | 1.372 (4) |
C3—C4 | 1.368 (4) | C27—C28 | 1.416 (5) |
C3—H3 | 0.9500 | C27—H27 | 0.9500 |
C4—C5 | 1.365 (4) | C28—C29 | 1.373 (5) |
C4—C9 | 1.565 (4) | C28—H28 | 0.9500 |
C5—C6 | 1.455 (4) | C29—C30 | 1.415 (5) |
C5—H5 | 0.9500 | C29—H29 | 0.9500 |
C6—C7 | 1.366 (4) | C30—C31 | 1.419 (5) |
C6—C8 | 1.472 (4) | C30—H30 | 0.9500 |
C7—H7 | 0.9500 | C31—N4 | 1.350 (4) |
C8—O4 | 1.261 (4) | C31—C32 | 1.533 (5) |
C8—O3 | 1.293 (4) | C32—N3 | 1.370 (4) |
C9—O7 | 1.421 (4) | C32—C33 | 1.400 (5) |
C9—H9A | 0.9900 | C33—C34 | 1.416 (6) |
C9—H9B | 0.9900 | C33—H33 | 0.9500 |
C10—C11 | 1.365 (4) | C34—C35 | 1.399 (6) |
C10—C15 | 1.365 (4) | C34—H34 | 0.9500 |
C10—O7 | 1.373 (4) | C35—C36 | 1.391 (6) |
C11—C12 | 1.384 (4) | C35—H35 | 0.9500 |
C11—H11 | 0.9500 | C36—N3 | 1.373 (5) |
C12—C13 | 1.360 (4) | C36—H36 | 0.9500 |
C12—H12 | 0.9500 | C37—O8 | 1.205 (4) |
C13—C14 | 1.367 (4) | C37—O9 | 1.298 (4) |
C13—C16 | 1.498 (4) | C37—H37 | 0.9500 |
C14—C15 | 1.387 (4) | O1W—H1A | 0.884 (10) |
C14—H14 | 0.9500 | O1W—H1B | 0.887 (10) |
C15—H15 | 0.9500 | O2W—H2A | 0.896 (10) |
C16—O5 | 1.238 (4) | O2W—H2B | 0.897 (10) |
C16—O6 | 1.245 (4) | O2W—H2C | 0.893 (11) |
C17—N2 | 1.375 (4) | O2W—H2D | 0.895 (10) |
C17—C18 | 1.413 (4) | O2W—H2F | 0.887 (10) |
C17—H17 | 0.9500 | O2W—H2E | 0.885 (10) |
| | | |
O9i—Cd1—O6ii | 100.04 (8) | O6—C16—C13 | 117.5 (3) |
O9i—Cd1—O2 | 139.57 (7) | N2—C17—C18 | 124.7 (3) |
O6ii—Cd1—O2 | 86.14 (7) | N2—C17—H17 | 117.7 |
O9i—Cd1—N1 | 85.95 (8) | C18—C17—H17 | 117.7 |
O6ii—Cd1—N1 | 172.97 (8) | C19—C18—C17 | 117.3 (3) |
O2—Cd1—N1 | 91.66 (8) | C19—C18—H18 | 121.3 |
O9i—Cd1—N2 | 121.75 (8) | C17—C18—H18 | 121.3 |
O6ii—Cd1—N2 | 102.09 (8) | C18—C19—C20 | 118.7 (3) |
O2—Cd1—N2 | 95.21 (8) | C18—C19—H19 | 120.7 |
N1—Cd1—N2 | 71.43 (8) | C20—C19—H19 | 120.7 |
O9i—Cd1—O1 | 83.72 (7) | C21—C20—C19 | 120.7 (3) |
O6ii—Cd1—O1 | 96.14 (7) | C21—C20—H20 | 119.6 |
O2—Cd1—O1 | 55.85 (7) | C19—C20—H20 | 119.6 |
N1—Cd1—O1 | 88.12 (8) | N2—C21—C20 | 120.6 (3) |
N2—Cd1—O1 | 144.65 (7) | N2—C21—C22 | 115.6 (3) |
O9i—Cd1—C1 | 110.77 (8) | C20—C21—C22 | 123.8 (3) |
O6ii—Cd1—C1 | 91.14 (8) | N1—C22—C23 | 120.4 (3) |
O2—Cd1—C1 | 28.80 (8) | N1—C22—C21 | 118.7 (2) |
N1—Cd1—C1 | 90.13 (8) | C23—C22—C21 | 121.0 (3) |
N2—Cd1—C1 | 121.79 (8) | C22—C23—C24 | 118.1 (3) |
O1—Cd1—C1 | 27.05 (8) | C22—C23—H23 | 120.9 |
O4—Cd2—O1W | 96.27 (9) | C24—C23—H23 | 120.9 |
O4—Cd2—O9 | 130.07 (9) | C25—C24—C23 | 121.5 (3) |
O1W—Cd2—O9 | 85.86 (8) | C25—C24—H24 | 119.2 |
O4—Cd2—N3 | 95.78 (10) | C23—C24—H24 | 119.2 |
O1W—Cd2—N3 | 165.17 (10) | C26—C25—C24 | 116.6 (3) |
O9—Cd2—N3 | 92.97 (8) | C26—C25—H25 | 121.7 |
O4—Cd2—N4 | 133.91 (9) | C24—C25—H25 | 121.7 |
O1W—Cd2—N4 | 93.74 (9) | N1—C26—C25 | 122.7 (3) |
O9—Cd2—N4 | 95.41 (8) | N1—C26—H26 | 118.6 |
N3—Cd2—N4 | 71.63 (10) | C25—C26—H26 | 118.6 |
O4—Cd2—O8 | 77.59 (9) | N4—C27—C28 | 124.2 (3) |
O1W—Cd2—O8 | 103.19 (9) | N4—C27—H27 | 117.9 |
O9—Cd2—O8 | 53.72 (7) | C28—C27—H27 | 117.9 |
N3—Cd2—O8 | 87.84 (9) | C29—C28—C27 | 117.8 (4) |
N4—Cd2—O8 | 142.58 (8) | C29—C28—H28 | 121.1 |
O4—Cd2—C37 | 102.90 (10) | C27—C28—H28 | 121.1 |
O1W—Cd2—C37 | 95.29 (9) | C28—C29—C30 | 118.3 (3) |
O9—Cd2—C37 | 27.87 (8) | C28—C29—H29 | 120.8 |
N3—Cd2—C37 | 90.42 (9) | C30—C29—H29 | 120.8 |
N4—Cd2—C37 | 120.80 (9) | C29—C30—C31 | 121.5 (3) |
O8—Cd2—C37 | 25.84 (8) | C29—C30—H30 | 119.2 |
O1—C1—O2 | 124.3 (3) | C31—C30—H30 | 119.2 |
O1—C1—C2 | 115.8 (3) | N4—C31—C30 | 119.7 (3) |
O2—C1—C2 | 120.0 (3) | N4—C31—C32 | 116.3 (3) |
O1—C1—Cd1 | 67.13 (15) | C30—C31—C32 | 124.0 (3) |
O2—C1—Cd1 | 57.14 (13) | N3—C32—C33 | 119.8 (3) |
C2—C1—Cd1 | 177.1 (2) | N3—C32—C31 | 118.4 (3) |
C7—C2—C3 | 121.0 (3) | C33—C32—C31 | 121.9 (3) |
C7—C2—C1 | 116.4 (3) | C32—C33—C34 | 118.4 (4) |
C3—C2—C1 | 122.6 (3) | C32—C33—H33 | 120.8 |
C4—C3—C2 | 122.6 (3) | C34—C33—H33 | 120.8 |
C4—C3—H3 | 118.7 | C35—C34—C33 | 121.7 (4) |
C2—C3—H3 | 118.7 | C35—C34—H34 | 119.2 |
C5—C4—C3 | 115.6 (3) | C33—C34—H34 | 119.2 |
C5—C4—C9 | 120.7 (3) | C36—C35—C34 | 117.1 (4) |
C3—C4—C9 | 123.7 (3) | C36—C35—H35 | 121.4 |
C4—C5—C6 | 122.7 (3) | C34—C35—H35 | 121.4 |
C4—C5—H5 | 118.6 | N3—C36—C35 | 121.8 (4) |
C6—C5—H5 | 118.6 | N3—C36—H36 | 119.1 |
C7—C6—C5 | 120.6 (3) | C35—C36—H36 | 119.1 |
C7—C6—C8 | 118.5 (3) | O8—C37—O9 | 123.9 (3) |
C5—C6—C8 | 120.9 (3) | O8—C37—Cd2 | 68.42 (18) |
C2—C7—C6 | 117.5 (3) | O9—C37—Cd2 | 55.51 (14) |
C2—C7—H7 | 121.2 | O8—C37—H37 | 118.0 |
C6—C7—H7 | 121.2 | O9—C37—H37 | 118.0 |
O4—C8—O3 | 126.9 (3) | Cd2—C37—H37 | 173.5 |
O4—C8—C6 | 112.0 (3) | C22—N1—C26 | 120.6 (3) |
O3—C8—C6 | 121.0 (3) | C22—N1—Cd1 | 115.99 (19) |
O7—C9—C4 | 111.9 (2) | C26—N1—Cd1 | 123.3 (2) |
O7—C9—H9A | 109.2 | C21—N2—C17 | 117.9 (3) |
C4—C9—H9A | 109.2 | C21—N2—Cd1 | 117.16 (19) |
O7—C9—H9B | 109.2 | C17—N2—Cd1 | 124.32 (19) |
C4—C9—H9B | 109.2 | C32—N3—C36 | 121.3 (3) |
H9A—C9—H9B | 107.9 | C32—N3—Cd2 | 116.8 (2) |
C11—C10—C15 | 118.8 (3) | C36—N3—Cd2 | 122.0 (2) |
C11—C10—O7 | 124.7 (3) | C31—N4—C27 | 118.3 (3) |
C15—C10—O7 | 116.4 (3) | C31—N4—Cd2 | 116.9 (2) |
C10—C11—C12 | 119.6 (3) | C27—N4—Cd2 | 124.7 (2) |
C10—C11—H11 | 120.2 | C1—O1—Cd1 | 85.82 (17) |
C12—C11—H11 | 120.2 | C1—O2—Cd1 | 94.05 (16) |
C13—C12—C11 | 122.7 (3) | C8—O4—Cd2 | 107.4 (2) |
C13—C12—H12 | 118.7 | C16—O6—Cd1iii | 108.45 (19) |
C11—C12—H12 | 118.7 | C10—O7—C9 | 117.2 (2) |
C12—C13—C14 | 116.9 (3) | C37—O8—Cd2 | 85.7 (2) |
C12—C13—C16 | 119.5 (3) | C37—O9—Cd1iv | 130.69 (18) |
C14—C13—C16 | 123.6 (3) | C37—O9—Cd2 | 96.62 (17) |
C13—C14—C15 | 121.5 (3) | Cd1iv—O9—Cd2 | 132.32 (9) |
C13—C14—H14 | 119.2 | Cd2—O1W—H1A | 112 (3) |
C15—C14—H14 | 119.2 | Cd2—O1W—H1B | 115 (3) |
C10—C15—C14 | 120.4 (3) | H1A—O1W—H1B | 102 (4) |
C10—C15—H15 | 119.8 | H2A—O2W—H2B | 119 (2) |
C14—C15—H15 | 119.8 | H2C—O2W—H2D | 120 (2) |
O5—C16—O6 | 121.6 (3) | H2F—O2W—H2E | 123 (2) |
O5—C16—C13 | 120.9 (3) | | |
| | | |
O1—C1—C2—C7 | 175.6 (3) | C28—C29—C30—C31 | 0.3 (5) |
O2—C1—C2—C7 | −5.3 (4) | C29—C30—C31—N4 | 0.3 (5) |
O1—C1—C2—C3 | −5.8 (4) | C29—C30—C31—C32 | −179.4 (3) |
O2—C1—C2—C3 | 173.3 (3) | N4—C31—C32—N3 | 2.3 (4) |
C7—C2—C3—C4 | 0.8 (4) | C30—C31—C32—N3 | −178.0 (3) |
C1—C2—C3—C4 | −177.8 (3) | N4—C31—C32—C33 | −177.4 (3) |
C2—C3—C4—C5 | −1.6 (4) | C30—C31—C32—C33 | 2.3 (5) |
C2—C3—C4—C9 | 175.6 (3) | N3—C32—C33—C34 | −0.2 (5) |
C3—C4—C5—C6 | 0.9 (4) | C31—C32—C33—C34 | 179.6 (3) |
C9—C4—C5—C6 | −176.3 (3) | C32—C33—C34—C35 | 0.2 (6) |
C4—C5—C6—C7 | 0.5 (5) | C33—C34—C35—C36 | −0.1 (6) |
C4—C5—C6—C8 | 178.7 (3) | C34—C35—C36—N3 | 0.1 (6) |
C3—C2—C7—C6 | 0.7 (4) | C23—C22—N1—C26 | 0.7 (4) |
C1—C2—C7—C6 | 179.4 (3) | C21—C22—N1—C26 | −179.0 (3) |
C5—C6—C7—C2 | −1.3 (4) | C23—C22—N1—Cd1 | −175.7 (2) |
C8—C6—C7—C2 | −179.6 (3) | C21—C22—N1—Cd1 | 4.5 (3) |
C7—C6—C8—O4 | −179.4 (3) | C25—C26—N1—C22 | 0.4 (5) |
C5—C6—C8—O4 | 2.4 (4) | C25—C26—N1—Cd1 | 176.6 (2) |
C7—C6—C8—O3 | 1.6 (4) | C20—C21—N2—C17 | −1.2 (4) |
C5—C6—C8—O3 | −176.6 (3) | C22—C21—N2—C17 | 177.7 (2) |
C5—C4—C9—O7 | 39.6 (4) | C20—C21—N2—Cd1 | 170.5 (2) |
C3—C4—C9—O7 | −137.3 (3) | C22—C21—N2—Cd1 | −10.6 (3) |
C15—C10—C11—C12 | −2.6 (5) | C18—C17—N2—C21 | 0.0 (4) |
O7—C10—C11—C12 | 175.1 (3) | C18—C17—N2—Cd1 | −171.1 (2) |
C10—C11—C12—C13 | 0.2 (5) | C33—C32—N3—C36 | 0.2 (5) |
C11—C12—C13—C14 | 1.8 (5) | C31—C32—N3—C36 | −179.6 (3) |
C11—C12—C13—C16 | −177.8 (3) | C33—C32—N3—Cd2 | 180.0 (2) |
C12—C13—C14—C15 | −1.4 (5) | C31—C32—N3—Cd2 | 0.2 (3) |
C16—C13—C14—C15 | 178.1 (3) | C35—C36—N3—C32 | −0.1 (5) |
C11—C10—C15—C14 | 2.9 (5) | C35—C36—N3—Cd2 | −179.9 (3) |
O7—C10—C15—C14 | −174.9 (3) | C30—C31—N4—C27 | −0.8 (4) |
C13—C14—C15—C10 | −0.9 (5) | C32—C31—N4—C27 | 178.9 (3) |
C12—C13—C16—O5 | 176.2 (3) | C30—C31—N4—Cd2 | 176.7 (2) |
C14—C13—C16—O5 | −3.3 (5) | C32—C31—N4—Cd2 | −3.6 (3) |
C12—C13—C16—O6 | −3.7 (4) | C28—C27—N4—C31 | 0.7 (5) |
C14—C13—C16—O6 | 176.8 (3) | C28—C27—N4—Cd2 | −176.5 (2) |
N2—C17—C18—C19 | 1.9 (5) | O2—C1—O1—Cd1 | 1.2 (3) |
C17—C18—C19—C20 | −2.4 (5) | C2—C1—O1—Cd1 | −179.8 (2) |
C18—C19—C20—C21 | 1.3 (5) | O1—C1—O2—Cd1 | −1.3 (3) |
C19—C20—C21—N2 | 0.6 (5) | C2—C1—O2—Cd1 | 179.7 (2) |
C19—C20—C21—C22 | −178.2 (3) | O3—C8—O4—Cd2 | 9.6 (4) |
N2—C21—C22—N1 | 4.1 (4) | C6—C8—O4—Cd2 | −169.2 (2) |
C20—C21—C22—N1 | −177.0 (3) | O5—C16—O6—Cd1iii | 10.6 (3) |
N2—C21—C22—C23 | −175.6 (3) | C13—C16—O6—Cd1iii | −169.5 (2) |
C20—C21—C22—C23 | 3.2 (4) | C11—C10—O7—C9 | 10.6 (5) |
N1—C22—C23—C24 | −1.0 (4) | C15—C10—O7—C9 | −171.6 (3) |
C21—C22—C23—C24 | 178.7 (3) | C4—C9—O7—C10 | 64.3 (3) |
C22—C23—C24—C25 | 0.2 (5) | O9—C37—O8—Cd2 | 0.3 (3) |
C23—C24—C25—C26 | 0.9 (5) | O8—C37—O9—Cd1iv | 173.3 (2) |
C24—C25—C26—N1 | −1.1 (5) | Cd2—C37—O9—Cd1iv | 173.6 (3) |
N4—C27—C28—C29 | −0.2 (5) | O8—C37—O9—Cd2 | −0.3 (4) |
C27—C28—C29—C30 | −0.4 (5) | | |
Symmetry codes: (i) x−1, y, z; (ii) −x, y+1/2, −z+3/2; (iii) −x, y−1/2, −z+3/2; (iv) x+1, y, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C9—H9B···O2v | 0.99 | 2.55 | 3.300 (4) | 132 |
C17—H17···O1vi | 0.95 | 2.49 | 3.256 (4) | 137 |
C18—H18···O6vii | 0.95 | 2.64 | 3.525 (4) | 155 |
C20—H20···O2vii | 0.95 | 2.53 | 3.447 (4) | 163 |
C23—H23···O2vii | 0.95 | 2.30 | 3.190 (4) | 156 |
C25—H25···O7viii | 0.95 | 2.58 | 3.515 (4) | 167 |
C27—H27···O8vi | 0.95 | 2.61 | 3.440 (4) | 147 |
C30—H30···O3ix | 0.95 | 2.39 | 3.286 (4) | 157 |
C37—H37···O1iv | 0.95 | 2.55 | 3.182 (4) | 125 |
O2W—H2A···O4vi | 0.90 (1) | 2.64 (6) | 3.445 (4) | 150 (11) |
O2W—H2A···O8vi | 0.90 (1) | 2.28 (10) | 2.971 (4) | 134 (11) |
O2W—H2B···O3 | 0.90 (1) | 2.10 (4) | 2.960 (4) | 160 (9) |
O1W—H1A···O5x | 0.88 (1) | 1.73 (2) | 2.583 (3) | 162 (4) |
O1W—H1B···O2W | 0.89 (1) | 1.81 (1) | 2.695 (4) | 176 (4) |
Symmetry codes: (iv) x+1, y, z; (v) x, −y+3/2, z−1/2; (vi) x, −y+3/2, z+1/2; (vii) −x, −y+1, −z+2; (viii) −x, −y+1, −z+1; (ix) −x+1, −y+1, −z+2; (x) −x+1, y+1/2, −z+3/2. |
Poly[[(2,2'-bipyridine-
κ2N,
N'){µ
3-5-[(4-carboxyphenoxy)methyl]benzene-1,3-dicarboxylato-
κ4O1,
O1':
O3:
O5}manganese(II)]
sesquihydrate] (Mn)
top
Crystal data top
[Mn2(C16H10O7)2(C10H8N2)2]·3H2O | Z = 1 |
Mr = 1104.77 | F(000) = 568 |
Triclinic, P1 | Dx = 1.528 Mg m−3 |
a = 9.9758 (6) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.5290 (7) Å | Cell parameters from 7534 reflections |
c = 13.7445 (9) Å | θ = 2.2–26.4° |
α = 91.623 (4)° | µ = 0.61 mm−1 |
β = 108.250 (3)° | T = 150 K |
γ = 116.694 (3)° | Block, colorless |
V = 1200.37 (14) Å3 | 0.20 × 0.16 × 0.15 mm |
Data collection top
Bruker D8 Venture diffractometer | 3522 reflections with I > 2σ(I) |
Radiation source: sealed tube | Rint = 0.044 |
φ and ω scans | θmax = 25.3°, θmin = 2.4° |
Absorption correction: multi-scan (SADABS; Bruker, 2016) | h = −12→12 |
Tmin = 0.890, Tmax = 0.913 | k = −12→12 |
21405 measured reflections | l = −16→16 |
4370 independent reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.052 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.160 | w = 1/[σ2(Fo2) + (0.0862P)2 + 1.1197P] where P = (Fo2 + 2Fc2)/3 |
S = 1.11 | (Δ/σ)max = 0.001 |
4370 reflections | Δρmax = 0.99 e Å−3 |
370 parameters | Δρmin = −0.41 e Å−3 |
15 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. Experiments were carried out at 150 K with Mo
Kα radiation using a Bruker D8 Venture diffractometer. Absorption was
corrected for by multi-scan methods (SADABS; Bruker, 2016). The
non-hydrogen
atoms were refined with anisotropic displacement parameters, while the |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Mn1 | 0.36356 (6) | 0.37989 (6) | 0.66887 (4) | 0.03265 (19) | |
C1 | 0.1642 (4) | 0.4256 (4) | 0.7397 (3) | 0.0347 (8) | |
C2 | 0.0871 (4) | 0.4874 (4) | 0.7909 (3) | 0.0323 (7) | |
C3 | −0.0723 (4) | 0.4554 (4) | 0.7419 (3) | 0.0317 (7) | |
H3 | −0.133554 | 0.396362 | 0.673831 | 0.038* | |
C4 | −0.1426 (4) | 0.5096 (4) | 0.7921 (3) | 0.0317 (7) | |
C5 | −0.3182 (4) | 0.4654 (4) | 0.7453 (3) | 0.0333 (7) | |
C6 | −0.0507 (4) | 0.5995 (4) | 0.8902 (3) | 0.0336 (7) | |
H6 | −0.098024 | 0.637896 | 0.924139 | 0.040* | |
C7 | 0.1093 (4) | 0.6341 (4) | 0.9392 (3) | 0.0328 (7) | |
C8 | 0.1770 (4) | 0.5771 (4) | 0.8898 (3) | 0.0336 (7) | |
H8 | 0.286063 | 0.599296 | 0.923466 | 0.040* | |
C9 | 0.2048 (4) | 0.7247 (4) | 1.0482 (3) | 0.0371 (8) | |
H9A | 0.133875 | 0.702798 | 1.089070 | 0.045* | |
H9B | 0.292060 | 0.702109 | 1.083861 | 0.045* | |
C10 | 0.3481 (4) | 0.9713 (4) | 1.1341 (3) | 0.0393 (8) | |
C11 | 0.3772 (4) | 0.9354 (4) | 1.2319 (3) | 0.0375 (8) | |
H11 | 0.345422 | 0.837336 | 1.238412 | 0.045* | |
C12 | 0.4533 (4) | 1.0439 (4) | 1.3203 (3) | 0.0369 (8) | |
H12 | 0.473440 | 1.019712 | 1.387579 | 0.044* | |
C13 | 0.5005 (4) | 1.1881 (4) | 1.3116 (3) | 0.0363 (8) | |
C14 | 0.4727 (5) | 1.2227 (4) | 1.2128 (3) | 0.0406 (8) | |
H14 | 0.505318 | 1.320796 | 1.206206 | 0.049* | |
C15 | 0.3982 (5) | 1.1160 (4) | 1.1244 (3) | 0.0437 (9) | |
H15 | 0.381028 | 1.140525 | 1.057247 | 0.052* | |
C16 | 0.5685 (4) | 1.3024 (4) | 1.4047 (3) | 0.0371 (8) | |
C17 | 0.2284 (4) | 0.2751 (4) | 0.4214 (3) | 0.0384 (8) | |
H17 | 0.258286 | 0.374521 | 0.421912 | 0.046* | |
C18 | 0.1695 (5) | 0.1841 (4) | 0.3273 (3) | 0.0434 (9) | |
H18 | 0.161178 | 0.220356 | 0.264389 | 0.052* | |
C19 | 0.1226 (4) | 0.0387 (4) | 0.3258 (3) | 0.0430 (9) | |
H19 | 0.079146 | −0.027076 | 0.261572 | 0.052* | |
C20 | 0.1398 (4) | −0.0095 (4) | 0.4190 (3) | 0.0403 (8) | |
H20 | 0.108767 | −0.108953 | 0.419546 | 0.048* | |
C21 | 0.2031 (4) | 0.0886 (4) | 0.5124 (3) | 0.0334 (7) | |
C22 | 0.2261 (4) | 0.0463 (4) | 0.6155 (3) | 0.0332 (7) | |
C23 | 0.1785 (5) | −0.0966 (4) | 0.6263 (3) | 0.0411 (8) | |
H23 | 0.131278 | −0.171424 | 0.566608 | 0.049* | |
C24 | 0.2009 (5) | −0.1285 (4) | 0.7253 (3) | 0.0478 (10) | |
H24 | 0.168865 | −0.225747 | 0.734209 | 0.057* | |
C25 | 0.2702 (5) | −0.0182 (4) | 0.8110 (3) | 0.0456 (9) | |
H25 | 0.287178 | −0.037579 | 0.879610 | 0.055* | |
C26 | 0.3139 (5) | 0.1209 (4) | 0.7940 (3) | 0.0419 (9) | |
H26 | 0.360888 | 0.196991 | 0.852693 | 0.050* | |
N1 | 0.2455 (3) | 0.2303 (3) | 0.5124 (2) | 0.0338 (6) | |
N2 | 0.2936 (3) | 0.1543 (3) | 0.6992 (2) | 0.0346 (6) | |
O1 | 0.2975 (3) | 0.4351 (3) | 0.7961 (2) | 0.0394 (6) | |
O2 | 0.0998 (3) | 0.3708 (3) | 0.6443 (2) | 0.0420 (6) | |
O3 | −0.3992 (3) | 0.4013 (3) | 0.65041 (19) | 0.0387 (6) | |
O4 | −0.3863 (3) | 0.4898 (3) | 0.8013 (2) | 0.0403 (6) | |
O5 | 0.5886 (3) | 1.2548 (3) | 1.4928 (2) | 0.0437 (6) | |
H5 | 0.627448 | 1.323648 | 1.543166 | 0.065* | |
O6 | 0.5989 (3) | 1.4288 (3) | 1.4022 (2) | 0.0391 (6) | |
O7 | 0.2717 (3) | 0.8738 (3) | 1.0416 (2) | 0.0457 (7) | |
O1W | −0.0303 (8) | 0.8879 (13) | 1.0657 (7) | 0.154 (4) | 0.69 |
H1A | −0.131 (8) | 0.819 (13) | 1.053 (10) | 0.231* | 0.69 |
H1B | 0.011 (14) | 0.901 (17) | 1.016 (7) | 0.231* | 0.69 |
O2W | 0.0452 (17) | 0.5770 (10) | 0.5449 (8) | 0.061 (4) | 0.25 |
H2A | −0.03 (2) | 0.489 (8) | 0.507 (13) | 0.092* | 0.25 |
H2B | 0.06 (2) | 0.656 (11) | 0.520 (13) | 0.092* | 0.25 |
O3W | 0.3383 (6) | 0.3517 (4) | 0.9967 (3) | 0.0308 (9) | 0.56 |
H3A | 0.430 (3) | 0.413 (6) | 0.994 (5) | 0.046* | 0.56 |
H3B | 0.246 (3) | 0.346 (7) | 0.966 (5) | 0.046* | 0.56 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.0314 (3) | 0.0321 (3) | 0.0334 (3) | 0.0154 (2) | 0.0105 (2) | 0.0045 (2) |
C1 | 0.0355 (18) | 0.0302 (18) | 0.041 (2) | 0.0160 (15) | 0.0173 (16) | 0.0097 (15) |
C2 | 0.0332 (17) | 0.0314 (18) | 0.0343 (18) | 0.0158 (14) | 0.0143 (14) | 0.0089 (14) |
C3 | 0.0322 (17) | 0.0304 (17) | 0.0323 (18) | 0.0145 (14) | 0.0121 (14) | 0.0069 (14) |
C4 | 0.0317 (17) | 0.0314 (17) | 0.0310 (17) | 0.0147 (14) | 0.0106 (14) | 0.0086 (14) |
C5 | 0.0341 (18) | 0.0312 (17) | 0.0338 (18) | 0.0159 (15) | 0.0110 (15) | 0.0084 (14) |
C6 | 0.0374 (18) | 0.0311 (18) | 0.0334 (18) | 0.0170 (15) | 0.0134 (15) | 0.0064 (14) |
C7 | 0.0340 (17) | 0.0294 (17) | 0.0330 (18) | 0.0140 (14) | 0.0119 (14) | 0.0056 (14) |
C8 | 0.0294 (17) | 0.0309 (18) | 0.0374 (19) | 0.0131 (14) | 0.0105 (14) | 0.0076 (14) |
C9 | 0.0362 (18) | 0.0355 (19) | 0.0348 (19) | 0.0160 (16) | 0.0091 (15) | 0.0056 (15) |
C10 | 0.0400 (19) | 0.035 (2) | 0.0364 (19) | 0.0158 (16) | 0.0106 (16) | 0.0006 (15) |
C11 | 0.0397 (19) | 0.0308 (18) | 0.041 (2) | 0.0170 (15) | 0.0135 (16) | 0.0067 (15) |
C12 | 0.0361 (18) | 0.039 (2) | 0.0348 (19) | 0.0188 (16) | 0.0114 (15) | 0.0068 (15) |
C13 | 0.0343 (18) | 0.0348 (19) | 0.040 (2) | 0.0172 (15) | 0.0129 (15) | 0.0061 (15) |
C14 | 0.045 (2) | 0.0332 (19) | 0.038 (2) | 0.0168 (16) | 0.0117 (16) | 0.0054 (16) |
C15 | 0.057 (2) | 0.035 (2) | 0.0342 (19) | 0.0201 (18) | 0.0134 (17) | 0.0101 (16) |
C16 | 0.0339 (18) | 0.039 (2) | 0.038 (2) | 0.0177 (16) | 0.0126 (15) | 0.0077 (16) |
C17 | 0.0379 (19) | 0.038 (2) | 0.037 (2) | 0.0170 (16) | 0.0131 (15) | 0.0092 (16) |
C18 | 0.040 (2) | 0.051 (2) | 0.036 (2) | 0.0199 (18) | 0.0139 (16) | 0.0102 (17) |
C19 | 0.0376 (19) | 0.050 (2) | 0.036 (2) | 0.0197 (18) | 0.0098 (16) | −0.0014 (17) |
C20 | 0.0381 (19) | 0.0350 (19) | 0.045 (2) | 0.0152 (16) | 0.0157 (16) | 0.0020 (16) |
C21 | 0.0278 (16) | 0.0327 (18) | 0.0406 (19) | 0.0146 (14) | 0.0136 (14) | 0.0051 (15) |
C22 | 0.0297 (17) | 0.0319 (18) | 0.0387 (19) | 0.0154 (14) | 0.0125 (14) | 0.0063 (15) |
C23 | 0.043 (2) | 0.038 (2) | 0.046 (2) | 0.0222 (17) | 0.0175 (17) | 0.0095 (17) |
C24 | 0.047 (2) | 0.042 (2) | 0.062 (3) | 0.0229 (18) | 0.025 (2) | 0.022 (2) |
C25 | 0.051 (2) | 0.050 (2) | 0.044 (2) | 0.028 (2) | 0.0200 (18) | 0.0219 (19) |
C26 | 0.041 (2) | 0.049 (2) | 0.038 (2) | 0.0232 (18) | 0.0145 (16) | 0.0091 (17) |
N1 | 0.0305 (14) | 0.0328 (15) | 0.0360 (16) | 0.0143 (12) | 0.0110 (12) | 0.0054 (12) |
N2 | 0.0336 (15) | 0.0373 (16) | 0.0354 (16) | 0.0187 (13) | 0.0129 (12) | 0.0100 (13) |
O1 | 0.0355 (13) | 0.0424 (14) | 0.0435 (14) | 0.0215 (11) | 0.0146 (11) | 0.0049 (11) |
O2 | 0.0502 (15) | 0.0490 (16) | 0.0353 (14) | 0.0296 (13) | 0.0175 (12) | 0.0070 (12) |
O3 | 0.0320 (12) | 0.0440 (14) | 0.0350 (14) | 0.0161 (11) | 0.0100 (11) | 0.0021 (11) |
O4 | 0.0347 (13) | 0.0484 (15) | 0.0398 (14) | 0.0221 (12) | 0.0136 (11) | 0.0030 (12) |
O5 | 0.0556 (16) | 0.0398 (14) | 0.0326 (14) | 0.0237 (13) | 0.0113 (12) | 0.0064 (11) |
O6 | 0.0428 (14) | 0.0318 (14) | 0.0433 (15) | 0.0183 (11) | 0.0158 (11) | 0.0072 (11) |
O7 | 0.0597 (17) | 0.0319 (13) | 0.0336 (14) | 0.0160 (12) | 0.0121 (12) | 0.0037 (11) |
O1W | 0.060 (4) | 0.204 (10) | 0.124 (6) | 0.018 (5) | 0.023 (4) | −0.083 (6) |
O2W | 0.107 (9) | 0.016 (5) | 0.025 (5) | 0.031 (6) | −0.022 (5) | −0.004 (4) |
O3W | 0.064 (3) | 0.022 (2) | 0.0130 (17) | 0.029 (2) | 0.0083 (18) | 0.0059 (15) |
Geometric parameters (Å, º) top
Mn1—O6i | 2.194 (2) | C14—C15 | 1.377 (5) |
Mn1—O1 | 2.200 (3) | C14—H14 | 0.9500 |
Mn1—N2 | 2.247 (3) | C15—H15 | 0.9500 |
Mn1—N1 | 2.247 (3) | C16—O6 | 1.229 (4) |
Mn1—O4ii | 2.306 (3) | C16—O5 | 1.316 (4) |
Mn1—O3ii | 2.370 (2) | C17—N1 | 1.337 (5) |
Mn1—O2 | 2.502 (3) | C17—C18 | 1.373 (5) |
C1—O2 | 1.250 (4) | C17—H17 | 0.9500 |
C1—O1 | 1.269 (4) | C18—C19 | 1.383 (6) |
C1—C2 | 1.507 (5) | C18—H18 | 0.9500 |
C2—C3 | 1.390 (5) | C19—C20 | 1.381 (5) |
C2—C8 | 1.396 (5) | C19—H19 | 0.9500 |
C3—C4 | 1.391 (5) | C20—C21 | 1.394 (5) |
C3—H3 | 0.9500 | C20—H20 | 0.9500 |
C4—C6 | 1.388 (5) | C21—N1 | 1.355 (4) |
C4—C5 | 1.498 (5) | C21—C22 | 1.478 (5) |
C5—O4 | 1.262 (4) | C22—N2 | 1.350 (5) |
C5—O3 | 1.269 (4) | C22—C23 | 1.388 (5) |
C6—C7 | 1.388 (5) | C23—C24 | 1.385 (6) |
C6—H6 | 0.9500 | C23—H23 | 0.9500 |
C7—C8 | 1.381 (5) | C24—C25 | 1.380 (6) |
C7—C9 | 1.506 (5) | C24—H24 | 0.9500 |
C8—H8 | 0.9500 | C25—C26 | 1.378 (6) |
C9—O7 | 1.422 (4) | C25—H25 | 0.9500 |
C9—H9A | 0.9900 | C26—N2 | 1.337 (5) |
C9—H9B | 0.9900 | C26—H26 | 0.9500 |
C10—O7 | 1.366 (4) | O5—H5 | 0.8400 |
C10—C11 | 1.385 (5) | O1W—H1A | 0.893 (11) |
C10—C15 | 1.399 (5) | O1W—H1B | 0.891 (11) |
C11—C12 | 1.386 (5) | O2W—O2Wiii | 1.685 (18) |
C11—H11 | 0.9500 | O2W—H2A | 0.890 (11) |
C12—C13 | 1.395 (5) | O2W—H2B | 0.887 (11) |
C12—H12 | 0.9500 | O2W—H2Aiii | 0.90 (16) |
C13—C14 | 1.392 (5) | O3W—H3A | 0.863 (11) |
C13—C16 | 1.477 (5) | O3W—H3B | 0.861 (10) |
| | | |
O6i—Mn1—O1 | 99.28 (9) | C12—C13—C16 | 121.0 (3) |
O6i—Mn1—N2 | 165.44 (10) | C15—C14—C13 | 120.6 (4) |
O1—Mn1—N2 | 91.55 (10) | C15—C14—H14 | 119.7 |
O6i—Mn1—N1 | 92.45 (10) | C13—C14—H14 | 119.7 |
O1—Mn1—N1 | 139.26 (10) | C14—C15—C10 | 119.7 (4) |
N2—Mn1—N1 | 73.02 (11) | C14—C15—H15 | 120.2 |
O6i—Mn1—O4ii | 95.51 (10) | C10—C15—H15 | 120.2 |
O1—Mn1—O4ii | 80.65 (9) | O6—C16—O5 | 122.0 (3) |
N2—Mn1—O4ii | 95.83 (10) | O6—C16—C13 | 124.7 (3) |
N1—Mn1—O4ii | 137.06 (9) | O5—C16—C13 | 113.2 (3) |
O6i—Mn1—O3ii | 87.96 (9) | N1—C17—C18 | 123.0 (4) |
O1—Mn1—O3ii | 136.46 (9) | N1—C17—H17 | 118.5 |
N2—Mn1—O3ii | 90.88 (10) | C18—C17—H17 | 118.5 |
N1—Mn1—O3ii | 82.43 (9) | C17—C18—C19 | 118.8 (4) |
O4ii—Mn1—O3ii | 55.86 (8) | C17—C18—H18 | 120.6 |
O6i—Mn1—O2 | 81.64 (9) | C19—C18—H18 | 120.6 |
O1—Mn1—O2 | 55.38 (9) | C20—C19—C18 | 119.0 (4) |
N2—Mn1—O2 | 96.80 (10) | C20—C19—H19 | 120.5 |
N1—Mn1—O2 | 88.52 (9) | C18—C19—H19 | 120.5 |
O4ii—Mn1—O2 | 134.38 (9) | C19—C20—C21 | 119.6 (4) |
O3ii—Mn1—O2 | 165.91 (9) | C19—C20—H20 | 120.2 |
O2—C1—O1 | 121.8 (3) | C21—C20—H20 | 120.2 |
O2—C1—C2 | 120.4 (3) | N1—C21—C20 | 120.7 (3) |
O1—C1—C2 | 117.7 (3) | N1—C21—C22 | 116.2 (3) |
C3—C2—C8 | 119.4 (3) | C20—C21—C22 | 123.1 (3) |
C3—C2—C1 | 121.3 (3) | N2—C22—C23 | 121.6 (3) |
C8—C2—C1 | 119.4 (3) | N2—C22—C21 | 116.2 (3) |
C2—C3—C4 | 120.2 (3) | C23—C22—C21 | 122.2 (3) |
C2—C3—H3 | 119.9 | C24—C23—C22 | 119.0 (4) |
C4—C3—H3 | 119.9 | C24—C23—H23 | 120.5 |
C6—C4—C3 | 119.4 (3) | C22—C23—H23 | 120.5 |
C6—C4—C5 | 119.3 (3) | C25—C24—C23 | 119.6 (4) |
C3—C4—C5 | 121.1 (3) | C25—C24—H24 | 120.2 |
O4—C5—O3 | 120.0 (3) | C23—C24—H24 | 120.2 |
O4—C5—C4 | 119.7 (3) | C26—C25—C24 | 118.0 (4) |
O3—C5—C4 | 120.3 (3) | C26—C25—H25 | 121.0 |
C7—C6—C4 | 120.9 (3) | C24—C25—H25 | 121.0 |
C7—C6—H6 | 119.6 | N2—C26—C25 | 123.5 (4) |
C4—C6—H6 | 119.6 | N2—C26—H26 | 118.3 |
C8—C7—C6 | 119.3 (3) | C25—C26—H26 | 118.3 |
C8—C7—C9 | 120.3 (3) | C17—N1—C21 | 118.9 (3) |
C6—C7—C9 | 120.3 (3) | C17—N1—Mn1 | 123.8 (2) |
C7—C8—C2 | 120.8 (3) | C21—N1—Mn1 | 117.0 (2) |
C7—C8—H8 | 119.6 | C26—N2—C22 | 118.4 (3) |
C2—C8—H8 | 119.6 | C26—N2—Mn1 | 124.3 (3) |
O7—C9—C7 | 108.8 (3) | C22—N2—Mn1 | 117.3 (2) |
O7—C9—H9A | 109.9 | C1—O1—Mn1 | 97.5 (2) |
C7—C9—H9A | 109.9 | C1—O2—Mn1 | 84.1 (2) |
O7—C9—H9B | 109.9 | C5—O3—Mn1iv | 90.5 (2) |
C7—C9—H9B | 109.9 | C5—O4—Mn1iv | 93.6 (2) |
H9A—C9—H9B | 108.3 | C16—O5—H5 | 109.5 |
O7—C10—C11 | 124.7 (3) | C16—O6—Mn1i | 156.0 (2) |
O7—C10—C15 | 114.9 (3) | C10—O7—C9 | 116.4 (3) |
C11—C10—C15 | 120.4 (3) | H1A—O1W—H1B | 121 (2) |
C10—C11—C12 | 119.4 (3) | O2Wiii—O2W—H2A | 20 (10) |
C10—C11—H11 | 120.3 | O2Wiii—O2W—H2B | 116 (10) |
C12—C11—H11 | 120.3 | H2A—O2W—H2B | 121 (2) |
C11—C12—C13 | 120.7 (3) | O2Wiii—O2W—H2Aiii | 20 (10) |
C11—C12—H12 | 119.6 | H2A—O2W—H2Aiii | 39 (10) |
C13—C12—H12 | 119.6 | H2B—O2W—H2Aiii | 107 (10) |
C14—C13—C12 | 119.2 (3) | H3A—O3W—H3B | 128 (2) |
C14—C13—C16 | 119.6 (3) | | |
| | | |
O2—C1—C2—C3 | 15.6 (5) | C18—C19—C20—C21 | 0.3 (5) |
O1—C1—C2—C3 | −166.3 (3) | C19—C20—C21—N1 | 1.0 (5) |
O2—C1—C2—C8 | −165.1 (3) | C19—C20—C21—C22 | −179.8 (3) |
O1—C1—C2—C8 | 13.0 (5) | N1—C21—C22—N2 | −2.9 (4) |
C8—C2—C3—C4 | −1.5 (5) | C20—C21—C22—N2 | 177.9 (3) |
C1—C2—C3—C4 | 177.7 (3) | N1—C21—C22—C23 | 175.9 (3) |
C2—C3—C4—C6 | 2.0 (5) | C20—C21—C22—C23 | −3.3 (5) |
C2—C3—C4—C5 | −174.2 (3) | N2—C22—C23—C24 | 0.1 (5) |
C6—C4—C5—O4 | −11.5 (5) | C21—C22—C23—C24 | −178.7 (3) |
C3—C4—C5—O4 | 164.6 (3) | C22—C23—C24—C25 | −0.2 (6) |
C6—C4—C5—O3 | 169.7 (3) | C23—C24—C25—C26 | 0.3 (6) |
C3—C4—C5—O3 | −14.1 (5) | C24—C25—C26—N2 | −0.4 (6) |
C3—C4—C6—C7 | −1.0 (5) | C18—C17—N1—C21 | 0.0 (5) |
C5—C4—C6—C7 | 175.2 (3) | C18—C17—N1—Mn1 | 173.8 (3) |
C4—C6—C7—C8 | −0.5 (5) | C20—C21—N1—C17 | −1.2 (5) |
C4—C6—C7—C9 | −176.5 (3) | C22—C21—N1—C17 | 179.6 (3) |
C6—C7—C8—C2 | 0.9 (5) | C20—C21—N1—Mn1 | −175.4 (2) |
C9—C7—C8—C2 | 176.9 (3) | C22—C21—N1—Mn1 | 5.3 (4) |
C3—C2—C8—C7 | 0.1 (5) | C25—C26—N2—C22 | 0.3 (5) |
C1—C2—C8—C7 | −179.2 (3) | C25—C26—N2—Mn1 | 180.0 (3) |
C8—C7—C9—O7 | 97.8 (4) | C23—C22—N2—C26 | −0.1 (5) |
C6—C7—C9—O7 | −86.3 (4) | C21—C22—N2—C26 | 178.7 (3) |
O7—C10—C11—C12 | −178.7 (3) | C23—C22—N2—Mn1 | −179.8 (3) |
C15—C10—C11—C12 | 1.5 (6) | C21—C22—N2—Mn1 | −1.0 (4) |
C10—C11—C12—C13 | 0.0 (5) | O2—C1—O1—Mn1 | 11.7 (4) |
C11—C12—C13—C14 | −1.0 (5) | C2—C1—O1—Mn1 | −166.4 (3) |
C11—C12—C13—C16 | 174.6 (3) | O1—C1—O2—Mn1 | −10.2 (3) |
C12—C13—C14—C15 | 0.5 (6) | C2—C1—O2—Mn1 | 167.8 (3) |
C16—C13—C14—C15 | −175.1 (3) | O4—C5—O3—Mn1iv | −1.1 (3) |
C13—C14—C15—C10 | 0.9 (6) | C4—C5—O3—Mn1iv | 177.7 (3) |
O7—C10—C15—C14 | 178.3 (4) | O3—C5—O4—Mn1iv | 1.2 (3) |
C11—C10—C15—C14 | −2.0 (6) | C4—C5—O4—Mn1iv | −177.6 (3) |
C14—C13—C16—O6 | 2.6 (5) | O5—C16—O6—Mn1i | 170.1 (4) |
C12—C13—C16—O6 | −173.0 (3) | C13—C16—O6—Mn1i | −12.7 (8) |
C14—C13—C16—O5 | −180.0 (3) | C11—C10—O7—C9 | 6.4 (5) |
C12—C13—C16—O5 | 4.4 (5) | C15—C10—O7—C9 | −173.8 (3) |
N1—C17—C18—C19 | 1.3 (6) | C7—C9—O7—C10 | 173.3 (3) |
C17—C18—C19—C20 | −1.4 (6) | | |
Symmetry codes: (i) −x+1, −y+2, −z+2; (ii) x+1, y, z; (iii) −x, −y+1, −z+1; (iv) x−1, y, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C15—H15···O3Wv | 0.95 | 2.56 | 3.243 (5) | 129 |
C17—H17···O3iii | 0.95 | 2.56 | 3.393 (4) | 146 |
C17—H17···O6i | 0.95 | 2.66 | 3.270 (4) | 123 |
C20—H20···O2vi | 0.95 | 2.50 | 3.358 (5) | 150 |
C23—H23···O2Wvii | 0.95 | 2.37 | 3.094 (10) | 133 |
C25—H25···O7vii | 0.95 | 2.46 | 3.396 (5) | 168 |
C26—H26···O3W | 0.95 | 2.65 | 3.520 (5) | 152 |
O5—H5···O3viii | 0.84 | 1.81 | 2.561 (4) | 148 |
O1W—H1A···O3Wix | 0.89 (1) | 1.92 (4) | 2.793 (9) | 167 (13) |
O1W—H1B···O7 | 0.89 (1) | 2.66 (14) | 3.199 (8) | 120 (12) |
O1W—H1B···O1Wx | 0.89 (1) | 2.48 (15) | 2.97 (3) | 116 (14) |
O2W—H2A···O2Wiii | 0.89 (1) | 0.90 (16) | 1.685 (18) | 141 (29) |
O2W—H2B···O2iii | 0.89 (1) | 2.23 (15) | 2.756 (9) | 118 (13) |
O3W—H3A···O3Wxi | 0.86 (1) | 2.48 (3) | 3.304 (9) | 160 (6) |
O3W—H3B···O1Wix | 0.86 (1) | 2.34 (6) | 2.793 (9) | 113 (5) |
Symmetry codes: (i) −x+1, −y+2, −z+2; (iii) −x, −y+1, −z+1; (v) x, y+1, z; (vi) −x, −y, −z+1; (vii) x, y−1, z; (viii) x+1, y+1, z+1; (ix) −x, −y+1, −z+2; (x) −x, −y+2, −z+2; (xi) −x+1, −y+1, −z+2. |