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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

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229619014633/qf3036sup1.cif
Contains datablocks Cd, Mn, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229619014633/qf3036Cdsup2.hkl
Contains datablock Cd

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229619014633/qf3036Mnsup3.hkl
Contains datablock Mn

CCDC references: 1959290; 1959291

Computing details top

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'){µ3-5-[(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)]·H2OF(000) = 1856
Mr = 931.45Dx = 1.736 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 13.8999 (7) ÅCell parameters from 9802 reflections
b = 18.0445 (11) Åθ = 2.5–27.1°
c = 14.4096 (8) ŵ = 1.26 mm1
β = 99.568 (2)°T = 150 K
V = 3563.9 (3) Å3Block, colorless
Z = 40.32 × 0.25 × 0.25 mm
Data collection top
Bruker D8 Venture
diffractometer
5402 reflections with I > 2σ(I)
Radiation source: sealed tubeRint = 0.055
ω scansθmax = 25.4°, θmin = 2.2°
Absorption correction: multi-scan
(SADABS; Bruker, 2016)
h = 1616
Tmin = 0.692, Tmax = 0.729k = 2121
82482 measured reflectionsl = 1717
6515 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullHydrogen site location: mixed
R[F2 > 2σ(F2)] = 0.028H 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 reflectionsΔρmax = 0.51 e Å3
511 parametersΔρmin = 0.39 e Å3
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
xyzUiso*/UeqOcc. (<1)
Cd10.14081 (2)0.67805 (2)0.90033 (2)0.02893 (6)
Cd20.55809 (2)0.66916 (2)0.83917 (2)0.03633 (7)
C10.0037 (2)0.68198 (15)0.7954 (2)0.0298 (6)
C20.0868 (2)0.68415 (15)0.7423 (2)0.0299 (6)
C30.0730 (2)0.68330 (16)0.6406 (2)0.0312 (6)
H30.0084180.6830220.6063310.037*
C40.1494 (2)0.68288 (15)0.5917 (2)0.0311 (6)
C50.2401 (2)0.68517 (16)0.6452 (2)0.0350 (7)
H50.2954360.6857430.6144030.042*
C60.2556 (2)0.68678 (16)0.7476 (2)0.0341 (7)
C70.1781 (2)0.68545 (16)0.7948 (2)0.0316 (6)
H70.1873840.6854250.8615930.038*
C80.3547 (2)0.68764 (18)0.8026 (3)0.0430 (8)
C90.1369 (2)0.67638 (17)0.4820 (2)0.0375 (7)
H9A0.0702430.6584300.4571980.045*
H9B0.1443980.7260380.4548870.045*
C100.2008 (2)0.55397 (17)0.4780 (2)0.0361 (7)
C110.1256 (2)0.52318 (18)0.5146 (2)0.0397 (7)
H110.0744190.5535050.5294360.048*
C120.1245 (2)0.44751 (17)0.5301 (2)0.0397 (8)
H120.0715980.4268570.5555110.048*
C130.1960 (2)0.40154 (16)0.5106 (2)0.0330 (7)
C140.2722 (2)0.43367 (18)0.4767 (2)0.0375 (7)
H140.3242730.4034140.4635570.045*
C150.2753 (2)0.50940 (17)0.4610 (2)0.0377 (7)
H150.3296320.5303810.4382180.045*
C160.1877 (2)0.31987 (16)0.5260 (2)0.0317 (6)
C170.1028 (2)0.65693 (17)1.1357 (2)0.0351 (7)
H170.1091860.7093521.1339550.042*
C180.0770 (2)0.62301 (18)1.2248 (2)0.0399 (7)
H180.0683310.6513431.2811610.048*
C190.0649 (3)0.54672 (19)1.2267 (2)0.0438 (8)
H190.0452250.5214411.2845450.053*
C200.0827 (2)0.50706 (17)1.1402 (2)0.0379 (7)
H200.0760110.4546571.1405380.045*
C210.1102 (2)0.54486 (16)1.0536 (2)0.0310 (6)
C220.1333 (2)0.50581 (16)0.9577 (2)0.0314 (7)
C230.1331 (2)0.42834 (17)0.9514 (2)0.0355 (7)
H230.1173640.3984881.0060730.043*
C240.1572 (2)0.39567 (18)0.8607 (2)0.0408 (8)
H240.1575100.3432070.8551350.049*
C250.1805 (2)0.43937 (18)0.7787 (2)0.0408 (8)
H250.1974400.4176450.7181740.049*
C260.1775 (2)0.51560 (18)0.7912 (2)0.0398 (7)
H260.1916380.5465150.7372430.048*
C270.6286 (2)0.6424 (2)1.0725 (2)0.0444 (8)
H270.6210480.6946601.0738670.053*
C280.6619 (3)0.6056 (2)1.1587 (3)0.0508 (9)
H280.6765180.6324141.2160280.061*
C290.6725 (3)0.5300 (2)1.1566 (3)0.0540 (10)
H290.6950900.5030041.2125670.065*
C300.6491 (2)0.4933 (2)1.0690 (3)0.0487 (9)
H300.6557340.4410071.0665420.058*
C310.6158 (2)0.53289 (17)0.9846 (2)0.0393 (8)
C320.5883 (2)0.49631 (18)0.8878 (3)0.0422 (8)
C330.5911 (3)0.4194 (2)0.8762 (3)0.0537 (10)
H330.6106710.3876640.9285910.064*
C340.5640 (3)0.3899 (2)0.7845 (3)0.0642 (12)
H340.5653970.3377610.7757520.077*
C350.5352 (3)0.4357 (2)0.7064 (3)0.0666 (12)
H350.5171740.4156960.6449970.080*
C360.5340 (3)0.5116 (2)0.7226 (3)0.0562 (10)
H360.5146110.5441040.6710500.067*
C370.6897 (2)0.69144 (18)0.7182 (2)0.0383 (7)
H370.7405440.6992540.6826780.046*
N10.15480 (18)0.54826 (14)0.87812 (17)0.0331 (6)
N20.11921 (17)0.61950 (13)1.05150 (17)0.0297 (5)
N30.5601 (2)0.54090 (16)0.8112 (2)0.0442 (7)
N40.60638 (18)0.60729 (14)0.98712 (19)0.0373 (6)
O10.07848 (14)0.68556 (12)0.74743 (15)0.0357 (5)
O20.02038 (14)0.67557 (11)0.88713 (14)0.0344 (5)
O30.36871 (17)0.68538 (13)0.89355 (18)0.0508 (6)
O40.41925 (16)0.68948 (15)0.7506 (2)0.0563 (7)
O50.24904 (15)0.27632 (11)0.50414 (15)0.0375 (5)
O60.11702 (15)0.29771 (12)0.56125 (16)0.0390 (5)
O70.20617 (16)0.62719 (11)0.45336 (15)0.0404 (5)
O80.60713 (17)0.68812 (15)0.67644 (17)0.0531 (6)
O90.71322 (14)0.68498 (12)0.80885 (14)0.0348 (5)
H2A0.461 (9)0.816 (6)1.0786 (15)0.052*0.3
H2B0.419 (9)0.768 (3)0.993 (7)0.052*0.3
H2C0.458 (9)0.8592 (19)1.027 (7)0.052*0.3
H2D0.451 (10)0.779 (4)1.064 (5)0.052*0.3
H2F0.486 (5)0.844 (4)1.003 (5)0.052*0.4
H2E0.400 (5)0.790 (4)0.972 (4)0.052*0.4
O1W0.57509 (16)0.78436 (13)0.9041 (2)0.0489 (6)
H1A0.6321 (16)0.790 (2)0.941 (2)0.073*
H1B0.534 (2)0.795 (2)0.943 (2)0.073*
O2W0.4422 (2)0.8117 (2)1.0163 (2)0.0710 (9)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.02627 (11)0.02783 (11)0.03295 (12)0.00050 (8)0.00571 (9)0.00148 (9)
Cd20.02465 (12)0.03839 (13)0.04597 (14)0.00090 (9)0.00595 (10)0.00310 (10)
C10.0275 (15)0.0230 (14)0.0403 (17)0.0014 (12)0.0096 (13)0.0003 (12)
C20.0280 (15)0.0255 (15)0.0362 (16)0.0019 (12)0.0053 (12)0.0008 (12)
C30.0253 (14)0.0282 (15)0.0390 (16)0.0000 (12)0.0023 (12)0.0014 (13)
C40.0340 (16)0.0240 (14)0.0362 (16)0.0026 (12)0.0083 (13)0.0032 (12)
C50.0273 (15)0.0309 (16)0.0487 (19)0.0019 (12)0.0118 (14)0.0015 (14)
C60.0219 (14)0.0269 (15)0.0526 (19)0.0004 (12)0.0032 (13)0.0066 (14)
C70.0283 (15)0.0281 (15)0.0374 (16)0.0028 (12)0.0026 (12)0.0016 (13)
C80.0301 (17)0.0302 (17)0.067 (2)0.0046 (13)0.0038 (16)0.0007 (16)
C90.0419 (18)0.0302 (16)0.0426 (18)0.0053 (14)0.0133 (14)0.0036 (14)
C100.0406 (18)0.0333 (17)0.0357 (17)0.0003 (14)0.0101 (14)0.0015 (13)
C110.0345 (17)0.0327 (17)0.054 (2)0.0004 (13)0.0149 (15)0.0008 (15)
C120.0381 (18)0.0352 (17)0.048 (2)0.0029 (14)0.0147 (15)0.0012 (14)
C130.0343 (16)0.0306 (16)0.0345 (17)0.0020 (13)0.0065 (13)0.0016 (13)
C140.0322 (16)0.0368 (17)0.0450 (19)0.0034 (13)0.0104 (14)0.0006 (14)
C150.0362 (17)0.0369 (17)0.0424 (18)0.0023 (14)0.0138 (14)0.0025 (14)
C160.0295 (15)0.0329 (16)0.0307 (15)0.0024 (13)0.0010 (12)0.0012 (13)
C170.0326 (16)0.0326 (16)0.0405 (17)0.0008 (13)0.0067 (14)0.0011 (13)
C180.0437 (19)0.0398 (18)0.0357 (18)0.0033 (14)0.0049 (15)0.0059 (14)
C190.055 (2)0.0416 (19)0.0337 (18)0.0078 (16)0.0026 (16)0.0067 (14)
C200.0442 (18)0.0300 (16)0.0389 (17)0.0043 (14)0.0051 (14)0.0018 (13)
C210.0258 (15)0.0307 (16)0.0373 (16)0.0009 (12)0.0076 (13)0.0020 (13)
C220.0255 (15)0.0314 (16)0.0375 (17)0.0025 (12)0.0057 (13)0.0011 (13)
C230.0371 (17)0.0319 (16)0.0370 (18)0.0003 (13)0.0045 (14)0.0030 (13)
C240.0440 (19)0.0288 (16)0.0472 (19)0.0004 (14)0.0007 (15)0.0003 (14)
C250.049 (2)0.0352 (17)0.0371 (18)0.0004 (15)0.0046 (15)0.0074 (14)
C260.0482 (19)0.0354 (17)0.0347 (17)0.0026 (15)0.0034 (15)0.0033 (14)
C270.0392 (18)0.0444 (19)0.050 (2)0.0053 (15)0.0101 (16)0.0022 (16)
C280.044 (2)0.059 (2)0.050 (2)0.0098 (17)0.0068 (17)0.0047 (18)
C290.045 (2)0.062 (3)0.054 (2)0.0004 (18)0.0064 (18)0.0215 (19)
C300.043 (2)0.0399 (19)0.065 (2)0.0013 (15)0.0145 (18)0.0111 (17)
C310.0273 (16)0.0345 (17)0.058 (2)0.0026 (13)0.0129 (15)0.0049 (15)
C320.0320 (17)0.0375 (18)0.060 (2)0.0037 (14)0.0166 (16)0.0031 (16)
C330.042 (2)0.041 (2)0.081 (3)0.0007 (16)0.018 (2)0.0057 (19)
C340.058 (3)0.043 (2)0.097 (3)0.0111 (19)0.027 (2)0.017 (2)
C350.067 (3)0.065 (3)0.073 (3)0.026 (2)0.025 (2)0.026 (2)
C360.061 (2)0.053 (2)0.058 (2)0.0163 (19)0.0181 (19)0.0072 (19)
C370.0307 (17)0.0436 (19)0.0419 (19)0.0025 (14)0.0094 (14)0.0056 (15)
N10.0325 (13)0.0314 (13)0.0350 (14)0.0001 (10)0.0044 (11)0.0007 (11)
N20.0261 (12)0.0277 (13)0.0350 (14)0.0012 (10)0.0041 (10)0.0003 (10)
N30.0391 (16)0.0441 (16)0.0509 (17)0.0094 (13)0.0118 (13)0.0055 (14)
N40.0254 (13)0.0351 (15)0.0521 (17)0.0031 (11)0.0081 (12)0.0017 (12)
O10.0228 (10)0.0448 (13)0.0399 (12)0.0023 (9)0.0068 (9)0.0072 (10)
O20.0312 (11)0.0350 (11)0.0379 (12)0.0041 (9)0.0082 (9)0.0008 (9)
O30.0360 (13)0.0478 (14)0.0620 (17)0.0076 (11)0.0116 (11)0.0073 (12)
O40.0246 (12)0.0648 (17)0.0782 (18)0.0000 (11)0.0044 (12)0.0033 (14)
O50.0332 (12)0.0310 (11)0.0479 (13)0.0010 (9)0.0058 (10)0.0034 (10)
O60.0365 (12)0.0320 (11)0.0502 (13)0.0027 (9)0.0120 (10)0.0033 (10)
O70.0479 (13)0.0313 (12)0.0460 (13)0.0008 (10)0.0195 (11)0.0023 (10)
O80.0308 (13)0.0764 (18)0.0498 (14)0.0044 (12)0.0002 (11)0.0131 (13)
O90.0257 (10)0.0433 (12)0.0356 (12)0.0008 (9)0.0055 (9)0.0001 (9)
O1W0.0291 (12)0.0382 (13)0.0765 (19)0.0010 (10)0.0005 (12)0.0028 (12)
O2W0.0506 (18)0.099 (3)0.0606 (18)0.0130 (19)0.0016 (15)0.0184 (18)
Geometric parameters (Å, º) top
Cd1—O9i2.232 (2)C18—C191.387 (5)
Cd1—O6ii2.240 (2)C18—H180.9500
Cd1—O22.280 (2)C19—C201.422 (4)
Cd1—N12.367 (2)C19—H190.9500
Cd1—N22.394 (2)C20—C211.419 (4)
Cd1—O12.502 (2)C20—H200.9500
Cd1—C12.708 (3)C21—N21.353 (4)
Cd2—O42.161 (2)C21—C221.536 (4)
Cd2—O1W2.276 (2)C22—N11.371 (4)
Cd2—O92.2880 (19)C22—C231.401 (4)
Cd2—N32.350 (3)C23—C241.421 (4)
Cd2—N42.401 (3)C23—H230.9500
Cd2—O82.571 (2)C24—C251.412 (5)
Cd2—C372.757 (3)C24—H240.9500
C1—O11.235 (3)C25—C261.387 (4)
C1—O21.308 (4)C25—H250.9500
C1—C21.488 (4)C26—N11.373 (4)
C2—C71.365 (4)C26—H260.9500
C2—C31.447 (4)C27—N41.372 (4)
C3—C41.368 (4)C27—C281.416 (5)
C3—H30.9500C27—H270.9500
C4—C51.365 (4)C28—C291.373 (5)
C4—C91.565 (4)C28—H280.9500
C5—C61.455 (4)C29—C301.415 (5)
C5—H50.9500C29—H290.9500
C6—C71.366 (4)C30—C311.419 (5)
C6—C81.472 (4)C30—H300.9500
C7—H70.9500C31—N41.350 (4)
C8—O41.261 (4)C31—C321.533 (5)
C8—O31.293 (4)C32—N31.370 (4)
C9—O71.421 (4)C32—C331.400 (5)
C9—H9A0.9900C33—C341.416 (6)
C9—H9B0.9900C33—H330.9500
C10—C111.365 (4)C34—C351.399 (6)
C10—C151.365 (4)C34—H340.9500
C10—O71.373 (4)C35—C361.391 (6)
C11—C121.384 (4)C35—H350.9500
C11—H110.9500C36—N31.373 (5)
C12—C131.360 (4)C36—H360.9500
C12—H120.9500C37—O81.205 (4)
C13—C141.367 (4)C37—O91.298 (4)
C13—C161.498 (4)C37—H370.9500
C14—C151.387 (4)O1W—H1A0.884 (10)
C14—H140.9500O1W—H1B0.887 (10)
C15—H150.9500O2W—H2A0.896 (10)
C16—O51.238 (4)O2W—H2B0.897 (10)
C16—O61.245 (4)O2W—H2C0.893 (11)
C17—N21.375 (4)O2W—H2D0.895 (10)
C17—C181.413 (4)O2W—H2F0.887 (10)
C17—H170.9500O2W—H2E0.885 (10)
O9i—Cd1—O6ii100.04 (8)O6—C16—C13117.5 (3)
O9i—Cd1—O2139.57 (7)N2—C17—C18124.7 (3)
O6ii—Cd1—O286.14 (7)N2—C17—H17117.7
O9i—Cd1—N185.95 (8)C18—C17—H17117.7
O6ii—Cd1—N1172.97 (8)C19—C18—C17117.3 (3)
O2—Cd1—N191.66 (8)C19—C18—H18121.3
O9i—Cd1—N2121.75 (8)C17—C18—H18121.3
O6ii—Cd1—N2102.09 (8)C18—C19—C20118.7 (3)
O2—Cd1—N295.21 (8)C18—C19—H19120.7
N1—Cd1—N271.43 (8)C20—C19—H19120.7
O9i—Cd1—O183.72 (7)C21—C20—C19120.7 (3)
O6ii—Cd1—O196.14 (7)C21—C20—H20119.6
O2—Cd1—O155.85 (7)C19—C20—H20119.6
N1—Cd1—O188.12 (8)N2—C21—C20120.6 (3)
N2—Cd1—O1144.65 (7)N2—C21—C22115.6 (3)
O9i—Cd1—C1110.77 (8)C20—C21—C22123.8 (3)
O6ii—Cd1—C191.14 (8)N1—C22—C23120.4 (3)
O2—Cd1—C128.80 (8)N1—C22—C21118.7 (2)
N1—Cd1—C190.13 (8)C23—C22—C21121.0 (3)
N2—Cd1—C1121.79 (8)C22—C23—C24118.1 (3)
O1—Cd1—C127.05 (8)C22—C23—H23120.9
O4—Cd2—O1W96.27 (9)C24—C23—H23120.9
O4—Cd2—O9130.07 (9)C25—C24—C23121.5 (3)
O1W—Cd2—O985.86 (8)C25—C24—H24119.2
O4—Cd2—N395.78 (10)C23—C24—H24119.2
O1W—Cd2—N3165.17 (10)C26—C25—C24116.6 (3)
O9—Cd2—N392.97 (8)C26—C25—H25121.7
O4—Cd2—N4133.91 (9)C24—C25—H25121.7
O1W—Cd2—N493.74 (9)N1—C26—C25122.7 (3)
O9—Cd2—N495.41 (8)N1—C26—H26118.6
N3—Cd2—N471.63 (10)C25—C26—H26118.6
O4—Cd2—O877.59 (9)N4—C27—C28124.2 (3)
O1W—Cd2—O8103.19 (9)N4—C27—H27117.9
O9—Cd2—O853.72 (7)C28—C27—H27117.9
N3—Cd2—O887.84 (9)C29—C28—C27117.8 (4)
N4—Cd2—O8142.58 (8)C29—C28—H28121.1
O4—Cd2—C37102.90 (10)C27—C28—H28121.1
O1W—Cd2—C3795.29 (9)C28—C29—C30118.3 (3)
O9—Cd2—C3727.87 (8)C28—C29—H29120.8
N3—Cd2—C3790.42 (9)C30—C29—H29120.8
N4—Cd2—C37120.80 (9)C29—C30—C31121.5 (3)
O8—Cd2—C3725.84 (8)C29—C30—H30119.2
O1—C1—O2124.3 (3)C31—C30—H30119.2
O1—C1—C2115.8 (3)N4—C31—C30119.7 (3)
O2—C1—C2120.0 (3)N4—C31—C32116.3 (3)
O1—C1—Cd167.13 (15)C30—C31—C32124.0 (3)
O2—C1—Cd157.14 (13)N3—C32—C33119.8 (3)
C2—C1—Cd1177.1 (2)N3—C32—C31118.4 (3)
C7—C2—C3121.0 (3)C33—C32—C31121.9 (3)
C7—C2—C1116.4 (3)C32—C33—C34118.4 (4)
C3—C2—C1122.6 (3)C32—C33—H33120.8
C4—C3—C2122.6 (3)C34—C33—H33120.8
C4—C3—H3118.7C35—C34—C33121.7 (4)
C2—C3—H3118.7C35—C34—H34119.2
C5—C4—C3115.6 (3)C33—C34—H34119.2
C5—C4—C9120.7 (3)C36—C35—C34117.1 (4)
C3—C4—C9123.7 (3)C36—C35—H35121.4
C4—C5—C6122.7 (3)C34—C35—H35121.4
C4—C5—H5118.6N3—C36—C35121.8 (4)
C6—C5—H5118.6N3—C36—H36119.1
C7—C6—C5120.6 (3)C35—C36—H36119.1
C7—C6—C8118.5 (3)O8—C37—O9123.9 (3)
C5—C6—C8120.9 (3)O8—C37—Cd268.42 (18)
C2—C7—C6117.5 (3)O9—C37—Cd255.51 (14)
C2—C7—H7121.2O8—C37—H37118.0
C6—C7—H7121.2O9—C37—H37118.0
O4—C8—O3126.9 (3)Cd2—C37—H37173.5
O4—C8—C6112.0 (3)C22—N1—C26120.6 (3)
O3—C8—C6121.0 (3)C22—N1—Cd1115.99 (19)
O7—C9—C4111.9 (2)C26—N1—Cd1123.3 (2)
O7—C9—H9A109.2C21—N2—C17117.9 (3)
C4—C9—H9A109.2C21—N2—Cd1117.16 (19)
O7—C9—H9B109.2C17—N2—Cd1124.32 (19)
C4—C9—H9B109.2C32—N3—C36121.3 (3)
H9A—C9—H9B107.9C32—N3—Cd2116.8 (2)
C11—C10—C15118.8 (3)C36—N3—Cd2122.0 (2)
C11—C10—O7124.7 (3)C31—N4—C27118.3 (3)
C15—C10—O7116.4 (3)C31—N4—Cd2116.9 (2)
C10—C11—C12119.6 (3)C27—N4—Cd2124.7 (2)
C10—C11—H11120.2C1—O1—Cd185.82 (17)
C12—C11—H11120.2C1—O2—Cd194.05 (16)
C13—C12—C11122.7 (3)C8—O4—Cd2107.4 (2)
C13—C12—H12118.7C16—O6—Cd1iii108.45 (19)
C11—C12—H12118.7C10—O7—C9117.2 (2)
C12—C13—C14116.9 (3)C37—O8—Cd285.7 (2)
C12—C13—C16119.5 (3)C37—O9—Cd1iv130.69 (18)
C14—C13—C16123.6 (3)C37—O9—Cd296.62 (17)
C13—C14—C15121.5 (3)Cd1iv—O9—Cd2132.32 (9)
C13—C14—H14119.2Cd2—O1W—H1A112 (3)
C15—C14—H14119.2Cd2—O1W—H1B115 (3)
C10—C15—C14120.4 (3)H1A—O1W—H1B102 (4)
C10—C15—H15119.8H2A—O2W—H2B119 (2)
C14—C15—H15119.8H2C—O2W—H2D120 (2)
O5—C16—O6121.6 (3)H2F—O2W—H2E123 (2)
O5—C16—C13120.9 (3)
O1—C1—C2—C7175.6 (3)C28—C29—C30—C310.3 (5)
O2—C1—C2—C75.3 (4)C29—C30—C31—N40.3 (5)
O1—C1—C2—C35.8 (4)C29—C30—C31—C32179.4 (3)
O2—C1—C2—C3173.3 (3)N4—C31—C32—N32.3 (4)
C7—C2—C3—C40.8 (4)C30—C31—C32—N3178.0 (3)
C1—C2—C3—C4177.8 (3)N4—C31—C32—C33177.4 (3)
C2—C3—C4—C51.6 (4)C30—C31—C32—C332.3 (5)
C2—C3—C4—C9175.6 (3)N3—C32—C33—C340.2 (5)
C3—C4—C5—C60.9 (4)C31—C32—C33—C34179.6 (3)
C9—C4—C5—C6176.3 (3)C32—C33—C34—C350.2 (6)
C4—C5—C6—C70.5 (5)C33—C34—C35—C360.1 (6)
C4—C5—C6—C8178.7 (3)C34—C35—C36—N30.1 (6)
C3—C2—C7—C60.7 (4)C23—C22—N1—C260.7 (4)
C1—C2—C7—C6179.4 (3)C21—C22—N1—C26179.0 (3)
C5—C6—C7—C21.3 (4)C23—C22—N1—Cd1175.7 (2)
C8—C6—C7—C2179.6 (3)C21—C22—N1—Cd14.5 (3)
C7—C6—C8—O4179.4 (3)C25—C26—N1—C220.4 (5)
C5—C6—C8—O42.4 (4)C25—C26—N1—Cd1176.6 (2)
C7—C6—C8—O31.6 (4)C20—C21—N2—C171.2 (4)
C5—C6—C8—O3176.6 (3)C22—C21—N2—C17177.7 (2)
C5—C4—C9—O739.6 (4)C20—C21—N2—Cd1170.5 (2)
C3—C4—C9—O7137.3 (3)C22—C21—N2—Cd110.6 (3)
C15—C10—C11—C122.6 (5)C18—C17—N2—C210.0 (4)
O7—C10—C11—C12175.1 (3)C18—C17—N2—Cd1171.1 (2)
C10—C11—C12—C130.2 (5)C33—C32—N3—C360.2 (5)
C11—C12—C13—C141.8 (5)C31—C32—N3—C36179.6 (3)
C11—C12—C13—C16177.8 (3)C33—C32—N3—Cd2180.0 (2)
C12—C13—C14—C151.4 (5)C31—C32—N3—Cd20.2 (3)
C16—C13—C14—C15178.1 (3)C35—C36—N3—C320.1 (5)
C11—C10—C15—C142.9 (5)C35—C36—N3—Cd2179.9 (3)
O7—C10—C15—C14174.9 (3)C30—C31—N4—C270.8 (4)
C13—C14—C15—C100.9 (5)C32—C31—N4—C27178.9 (3)
C12—C13—C16—O5176.2 (3)C30—C31—N4—Cd2176.7 (2)
C14—C13—C16—O53.3 (5)C32—C31—N4—Cd23.6 (3)
C12—C13—C16—O63.7 (4)C28—C27—N4—C310.7 (5)
C14—C13—C16—O6176.8 (3)C28—C27—N4—Cd2176.5 (2)
N2—C17—C18—C191.9 (5)O2—C1—O1—Cd11.2 (3)
C17—C18—C19—C202.4 (5)C2—C1—O1—Cd1179.8 (2)
C18—C19—C20—C211.3 (5)O1—C1—O2—Cd11.3 (3)
C19—C20—C21—N20.6 (5)C2—C1—O2—Cd1179.7 (2)
C19—C20—C21—C22178.2 (3)O3—C8—O4—Cd29.6 (4)
N2—C21—C22—N14.1 (4)C6—C8—O4—Cd2169.2 (2)
C20—C21—C22—N1177.0 (3)O5—C16—O6—Cd1iii10.6 (3)
N2—C21—C22—C23175.6 (3)C13—C16—O6—Cd1iii169.5 (2)
C20—C21—C22—C233.2 (4)C11—C10—O7—C910.6 (5)
N1—C22—C23—C241.0 (4)C15—C10—O7—C9171.6 (3)
C21—C22—C23—C24178.7 (3)C4—C9—O7—C1064.3 (3)
C22—C23—C24—C250.2 (5)O9—C37—O8—Cd20.3 (3)
C23—C24—C25—C260.9 (5)O8—C37—O9—Cd1iv173.3 (2)
C24—C25—C26—N11.1 (5)Cd2—C37—O9—Cd1iv173.6 (3)
N4—C27—C28—C290.2 (5)O8—C37—O9—Cd20.3 (4)
C27—C28—C29—C300.4 (5)
Symmetry codes: (i) x1, y, z; (ii) x, y+1/2, z+3/2; (iii) x, y1/2, z+3/2; (iv) x+1, y, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C9—H9B···O2v0.992.553.300 (4)132
C17—H17···O1vi0.952.493.256 (4)137
C18—H18···O6vii0.952.643.525 (4)155
C20—H20···O2vii0.952.533.447 (4)163
C23—H23···O2vii0.952.303.190 (4)156
C25—H25···O7viii0.952.583.515 (4)167
C27—H27···O8vi0.952.613.440 (4)147
C30—H30···O3ix0.952.393.286 (4)157
C37—H37···O1iv0.952.553.182 (4)125
O2W—H2A···O4vi0.90 (1)2.64 (6)3.445 (4)150 (11)
O2W—H2A···O8vi0.90 (1)2.28 (10)2.971 (4)134 (11)
O2W—H2B···O30.90 (1)2.10 (4)2.960 (4)160 (9)
O1W—H1A···O5x0.88 (1)1.73 (2)2.583 (3)162 (4)
O1W—H1B···O2W0.89 (1)1.81 (1)2.695 (4)176 (4)
Symmetry codes: (iv) x+1, y, z; (v) x, y+3/2, z1/2; (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'){µ3-5-[(4-carboxyphenoxy)methyl]benzene-1,3-dicarboxylato-κ4O1,O1':O3:O5}manganese(II)] sesquihydrate] (Mn) top
Crystal data top
[Mn2(C16H10O7)2(C10H8N2)2]·3H2OZ = 1
Mr = 1104.77F(000) = 568
Triclinic, P1Dx = 1.528 Mg m3
a = 9.9758 (6) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.5290 (7) ÅCell parameters from 7534 reflections
c = 13.7445 (9) Åθ = 2.2–26.4°
α = 91.623 (4)°µ = 0.61 mm1
β = 108.250 (3)°T = 150 K
γ = 116.694 (3)°Block, colorless
V = 1200.37 (14) Å30.20 × 0.16 × 0.15 mm
Data collection top
Bruker D8 Venture
diffractometer
3522 reflections with I > 2σ(I)
Radiation source: sealed tubeRint = 0.044
φ and ω scansθmax = 25.3°, θmin = 2.4°
Absorption correction: multi-scan
(SADABS; Bruker, 2016)
h = 1212
Tmin = 0.890, Tmax = 0.913k = 1212
21405 measured reflectionsl = 1616
4370 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullHydrogen site location: mixed
R[F2 > 2σ(F2)] = 0.052H 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 reflectionsΔρmax = 0.99 e Å3
370 parametersΔρmin = 0.41 e Å3
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
xyzUiso*/UeqOcc. (<1)
Mn10.36356 (6)0.37989 (6)0.66887 (4)0.03265 (19)
C10.1642 (4)0.4256 (4)0.7397 (3)0.0347 (8)
C20.0871 (4)0.4874 (4)0.7909 (3)0.0323 (7)
C30.0723 (4)0.4554 (4)0.7419 (3)0.0317 (7)
H30.1335540.3963620.6738310.038*
C40.1426 (4)0.5096 (4)0.7921 (3)0.0317 (7)
C50.3182 (4)0.4654 (4)0.7453 (3)0.0333 (7)
C60.0507 (4)0.5995 (4)0.8902 (3)0.0336 (7)
H60.0980240.6378960.9241390.040*
C70.1093 (4)0.6341 (4)0.9392 (3)0.0328 (7)
C80.1770 (4)0.5771 (4)0.8898 (3)0.0336 (7)
H80.2860630.5992960.9234660.040*
C90.2048 (4)0.7247 (4)1.0482 (3)0.0371 (8)
H9A0.1338750.7027981.0890700.045*
H9B0.2920600.7021091.0838610.045*
C100.3481 (4)0.9713 (4)1.1341 (3)0.0393 (8)
C110.3772 (4)0.9354 (4)1.2319 (3)0.0375 (8)
H110.3454220.8373361.2384120.045*
C120.4533 (4)1.0439 (4)1.3203 (3)0.0369 (8)
H120.4734401.0197121.3875790.044*
C130.5005 (4)1.1881 (4)1.3116 (3)0.0363 (8)
C140.4727 (5)1.2227 (4)1.2128 (3)0.0406 (8)
H140.5053181.3207961.2062060.049*
C150.3982 (5)1.1160 (4)1.1244 (3)0.0437 (9)
H150.3810281.1405251.0572470.052*
C160.5685 (4)1.3024 (4)1.4047 (3)0.0371 (8)
C170.2284 (4)0.2751 (4)0.4214 (3)0.0384 (8)
H170.2582860.3745210.4219120.046*
C180.1695 (5)0.1841 (4)0.3273 (3)0.0434 (9)
H180.1611780.2203560.2643890.052*
C190.1226 (4)0.0387 (4)0.3258 (3)0.0430 (9)
H190.0791460.0270760.2615720.052*
C200.1398 (4)0.0095 (4)0.4190 (3)0.0403 (8)
H200.1087670.1089530.4195460.048*
C210.2031 (4)0.0886 (4)0.5124 (3)0.0334 (7)
C220.2261 (4)0.0463 (4)0.6155 (3)0.0332 (7)
C230.1785 (5)0.0966 (4)0.6263 (3)0.0411 (8)
H230.1312780.1714240.5666080.049*
C240.2009 (5)0.1285 (4)0.7253 (3)0.0478 (10)
H240.1688650.2257470.7342090.057*
C250.2702 (5)0.0182 (4)0.8110 (3)0.0456 (9)
H250.2871780.0375790.8796100.055*
C260.3139 (5)0.1209 (4)0.7940 (3)0.0419 (9)
H260.3608880.1969910.8526930.050*
N10.2455 (3)0.2303 (3)0.5124 (2)0.0338 (6)
N20.2936 (3)0.1543 (3)0.6992 (2)0.0346 (6)
O10.2975 (3)0.4351 (3)0.7961 (2)0.0394 (6)
O20.0998 (3)0.3708 (3)0.6443 (2)0.0420 (6)
O30.3992 (3)0.4013 (3)0.65041 (19)0.0387 (6)
O40.3863 (3)0.4898 (3)0.8013 (2)0.0403 (6)
O50.5886 (3)1.2548 (3)1.4928 (2)0.0437 (6)
H50.6274481.3236481.5431660.065*
O60.5989 (3)1.4288 (3)1.4022 (2)0.0391 (6)
O70.2717 (3)0.8738 (3)1.0416 (2)0.0457 (7)
O1W0.0303 (8)0.8879 (13)1.0657 (7)0.154 (4)0.69
H1A0.131 (8)0.819 (13)1.053 (10)0.231*0.69
H1B0.011 (14)0.901 (17)1.016 (7)0.231*0.69
O2W0.0452 (17)0.5770 (10)0.5449 (8)0.061 (4)0.25
H2A0.03 (2)0.489 (8)0.507 (13)0.092*0.25
H2B0.06 (2)0.656 (11)0.520 (13)0.092*0.25
O3W0.3383 (6)0.3517 (4)0.9967 (3)0.0308 (9)0.56
H3A0.430 (3)0.413 (6)0.994 (5)0.046*0.56
H3B0.246 (3)0.346 (7)0.966 (5)0.046*0.56
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mn10.0314 (3)0.0321 (3)0.0334 (3)0.0154 (2)0.0105 (2)0.0045 (2)
C10.0355 (18)0.0302 (18)0.041 (2)0.0160 (15)0.0173 (16)0.0097 (15)
C20.0332 (17)0.0314 (18)0.0343 (18)0.0158 (14)0.0143 (14)0.0089 (14)
C30.0322 (17)0.0304 (17)0.0323 (18)0.0145 (14)0.0121 (14)0.0069 (14)
C40.0317 (17)0.0314 (17)0.0310 (17)0.0147 (14)0.0106 (14)0.0086 (14)
C50.0341 (18)0.0312 (17)0.0338 (18)0.0159 (15)0.0110 (15)0.0084 (14)
C60.0374 (18)0.0311 (18)0.0334 (18)0.0170 (15)0.0134 (15)0.0064 (14)
C70.0340 (17)0.0294 (17)0.0330 (18)0.0140 (14)0.0119 (14)0.0056 (14)
C80.0294 (17)0.0309 (18)0.0374 (19)0.0131 (14)0.0105 (14)0.0076 (14)
C90.0362 (18)0.0355 (19)0.0348 (19)0.0160 (16)0.0091 (15)0.0056 (15)
C100.0400 (19)0.035 (2)0.0364 (19)0.0158 (16)0.0106 (16)0.0006 (15)
C110.0397 (19)0.0308 (18)0.041 (2)0.0170 (15)0.0135 (16)0.0067 (15)
C120.0361 (18)0.039 (2)0.0348 (19)0.0188 (16)0.0114 (15)0.0068 (15)
C130.0343 (18)0.0348 (19)0.040 (2)0.0172 (15)0.0129 (15)0.0061 (15)
C140.045 (2)0.0332 (19)0.038 (2)0.0168 (16)0.0117 (16)0.0054 (16)
C150.057 (2)0.035 (2)0.0342 (19)0.0201 (18)0.0134 (17)0.0101 (16)
C160.0339 (18)0.039 (2)0.038 (2)0.0177 (16)0.0126 (15)0.0077 (16)
C170.0379 (19)0.038 (2)0.037 (2)0.0170 (16)0.0131 (15)0.0092 (16)
C180.040 (2)0.051 (2)0.036 (2)0.0199 (18)0.0139 (16)0.0102 (17)
C190.0376 (19)0.050 (2)0.036 (2)0.0197 (18)0.0098 (16)0.0014 (17)
C200.0381 (19)0.0350 (19)0.045 (2)0.0152 (16)0.0157 (16)0.0020 (16)
C210.0278 (16)0.0327 (18)0.0406 (19)0.0146 (14)0.0136 (14)0.0051 (15)
C220.0297 (17)0.0319 (18)0.0387 (19)0.0154 (14)0.0125 (14)0.0063 (15)
C230.043 (2)0.038 (2)0.046 (2)0.0222 (17)0.0175 (17)0.0095 (17)
C240.047 (2)0.042 (2)0.062 (3)0.0229 (18)0.025 (2)0.022 (2)
C250.051 (2)0.050 (2)0.044 (2)0.028 (2)0.0200 (18)0.0219 (19)
C260.041 (2)0.049 (2)0.038 (2)0.0232 (18)0.0145 (16)0.0091 (17)
N10.0305 (14)0.0328 (15)0.0360 (16)0.0143 (12)0.0110 (12)0.0054 (12)
N20.0336 (15)0.0373 (16)0.0354 (16)0.0187 (13)0.0129 (12)0.0100 (13)
O10.0355 (13)0.0424 (14)0.0435 (14)0.0215 (11)0.0146 (11)0.0049 (11)
O20.0502 (15)0.0490 (16)0.0353 (14)0.0296 (13)0.0175 (12)0.0070 (12)
O30.0320 (12)0.0440 (14)0.0350 (14)0.0161 (11)0.0100 (11)0.0021 (11)
O40.0347 (13)0.0484 (15)0.0398 (14)0.0221 (12)0.0136 (11)0.0030 (12)
O50.0556 (16)0.0398 (14)0.0326 (14)0.0237 (13)0.0113 (12)0.0064 (11)
O60.0428 (14)0.0318 (14)0.0433 (15)0.0183 (11)0.0158 (11)0.0072 (11)
O70.0597 (17)0.0319 (13)0.0336 (14)0.0160 (12)0.0121 (12)0.0037 (11)
O1W0.060 (4)0.204 (10)0.124 (6)0.018 (5)0.023 (4)0.083 (6)
O2W0.107 (9)0.016 (5)0.025 (5)0.031 (6)0.022 (5)0.004 (4)
O3W0.064 (3)0.022 (2)0.0130 (17)0.029 (2)0.0083 (18)0.0059 (15)
Geometric parameters (Å, º) top
Mn1—O6i2.194 (2)C14—C151.377 (5)
Mn1—O12.200 (3)C14—H140.9500
Mn1—N22.247 (3)C15—H150.9500
Mn1—N12.247 (3)C16—O61.229 (4)
Mn1—O4ii2.306 (3)C16—O51.316 (4)
Mn1—O3ii2.370 (2)C17—N11.337 (5)
Mn1—O22.502 (3)C17—C181.373 (5)
C1—O21.250 (4)C17—H170.9500
C1—O11.269 (4)C18—C191.383 (6)
C1—C21.507 (5)C18—H180.9500
C2—C31.390 (5)C19—C201.381 (5)
C2—C81.396 (5)C19—H190.9500
C3—C41.391 (5)C20—C211.394 (5)
C3—H30.9500C20—H200.9500
C4—C61.388 (5)C21—N11.355 (4)
C4—C51.498 (5)C21—C221.478 (5)
C5—O41.262 (4)C22—N21.350 (5)
C5—O31.269 (4)C22—C231.388 (5)
C6—C71.388 (5)C23—C241.385 (6)
C6—H60.9500C23—H230.9500
C7—C81.381 (5)C24—C251.380 (6)
C7—C91.506 (5)C24—H240.9500
C8—H80.9500C25—C261.378 (6)
C9—O71.422 (4)C25—H250.9500
C9—H9A0.9900C26—N21.337 (5)
C9—H9B0.9900C26—H260.9500
C10—O71.366 (4)O5—H50.8400
C10—C111.385 (5)O1W—H1A0.893 (11)
C10—C151.399 (5)O1W—H1B0.891 (11)
C11—C121.386 (5)O2W—O2Wiii1.685 (18)
C11—H110.9500O2W—H2A0.890 (11)
C12—C131.395 (5)O2W—H2B0.887 (11)
C12—H120.9500O2W—H2Aiii0.90 (16)
C13—C141.392 (5)O3W—H3A0.863 (11)
C13—C161.477 (5)O3W—H3B0.861 (10)
O6i—Mn1—O199.28 (9)C12—C13—C16121.0 (3)
O6i—Mn1—N2165.44 (10)C15—C14—C13120.6 (4)
O1—Mn1—N291.55 (10)C15—C14—H14119.7
O6i—Mn1—N192.45 (10)C13—C14—H14119.7
O1—Mn1—N1139.26 (10)C14—C15—C10119.7 (4)
N2—Mn1—N173.02 (11)C14—C15—H15120.2
O6i—Mn1—O4ii95.51 (10)C10—C15—H15120.2
O1—Mn1—O4ii80.65 (9)O6—C16—O5122.0 (3)
N2—Mn1—O4ii95.83 (10)O6—C16—C13124.7 (3)
N1—Mn1—O4ii137.06 (9)O5—C16—C13113.2 (3)
O6i—Mn1—O3ii87.96 (9)N1—C17—C18123.0 (4)
O1—Mn1—O3ii136.46 (9)N1—C17—H17118.5
N2—Mn1—O3ii90.88 (10)C18—C17—H17118.5
N1—Mn1—O3ii82.43 (9)C17—C18—C19118.8 (4)
O4ii—Mn1—O3ii55.86 (8)C17—C18—H18120.6
O6i—Mn1—O281.64 (9)C19—C18—H18120.6
O1—Mn1—O255.38 (9)C20—C19—C18119.0 (4)
N2—Mn1—O296.80 (10)C20—C19—H19120.5
N1—Mn1—O288.52 (9)C18—C19—H19120.5
O4ii—Mn1—O2134.38 (9)C19—C20—C21119.6 (4)
O3ii—Mn1—O2165.91 (9)C19—C20—H20120.2
O2—C1—O1121.8 (3)C21—C20—H20120.2
O2—C1—C2120.4 (3)N1—C21—C20120.7 (3)
O1—C1—C2117.7 (3)N1—C21—C22116.2 (3)
C3—C2—C8119.4 (3)C20—C21—C22123.1 (3)
C3—C2—C1121.3 (3)N2—C22—C23121.6 (3)
C8—C2—C1119.4 (3)N2—C22—C21116.2 (3)
C2—C3—C4120.2 (3)C23—C22—C21122.2 (3)
C2—C3—H3119.9C24—C23—C22119.0 (4)
C4—C3—H3119.9C24—C23—H23120.5
C6—C4—C3119.4 (3)C22—C23—H23120.5
C6—C4—C5119.3 (3)C25—C24—C23119.6 (4)
C3—C4—C5121.1 (3)C25—C24—H24120.2
O4—C5—O3120.0 (3)C23—C24—H24120.2
O4—C5—C4119.7 (3)C26—C25—C24118.0 (4)
O3—C5—C4120.3 (3)C26—C25—H25121.0
C7—C6—C4120.9 (3)C24—C25—H25121.0
C7—C6—H6119.6N2—C26—C25123.5 (4)
C4—C6—H6119.6N2—C26—H26118.3
C8—C7—C6119.3 (3)C25—C26—H26118.3
C8—C7—C9120.3 (3)C17—N1—C21118.9 (3)
C6—C7—C9120.3 (3)C17—N1—Mn1123.8 (2)
C7—C8—C2120.8 (3)C21—N1—Mn1117.0 (2)
C7—C8—H8119.6C26—N2—C22118.4 (3)
C2—C8—H8119.6C26—N2—Mn1124.3 (3)
O7—C9—C7108.8 (3)C22—N2—Mn1117.3 (2)
O7—C9—H9A109.9C1—O1—Mn197.5 (2)
C7—C9—H9A109.9C1—O2—Mn184.1 (2)
O7—C9—H9B109.9C5—O3—Mn1iv90.5 (2)
C7—C9—H9B109.9C5—O4—Mn1iv93.6 (2)
H9A—C9—H9B108.3C16—O5—H5109.5
O7—C10—C11124.7 (3)C16—O6—Mn1i156.0 (2)
O7—C10—C15114.9 (3)C10—O7—C9116.4 (3)
C11—C10—C15120.4 (3)H1A—O1W—H1B121 (2)
C10—C11—C12119.4 (3)O2Wiii—O2W—H2A20 (10)
C10—C11—H11120.3O2Wiii—O2W—H2B116 (10)
C12—C11—H11120.3H2A—O2W—H2B121 (2)
C11—C12—C13120.7 (3)O2Wiii—O2W—H2Aiii20 (10)
C11—C12—H12119.6H2A—O2W—H2Aiii39 (10)
C13—C12—H12119.6H2B—O2W—H2Aiii107 (10)
C14—C13—C12119.2 (3)H3A—O3W—H3B128 (2)
C14—C13—C16119.6 (3)
O2—C1—C2—C315.6 (5)C18—C19—C20—C210.3 (5)
O1—C1—C2—C3166.3 (3)C19—C20—C21—N11.0 (5)
O2—C1—C2—C8165.1 (3)C19—C20—C21—C22179.8 (3)
O1—C1—C2—C813.0 (5)N1—C21—C22—N22.9 (4)
C8—C2—C3—C41.5 (5)C20—C21—C22—N2177.9 (3)
C1—C2—C3—C4177.7 (3)N1—C21—C22—C23175.9 (3)
C2—C3—C4—C62.0 (5)C20—C21—C22—C233.3 (5)
C2—C3—C4—C5174.2 (3)N2—C22—C23—C240.1 (5)
C6—C4—C5—O411.5 (5)C21—C22—C23—C24178.7 (3)
C3—C4—C5—O4164.6 (3)C22—C23—C24—C250.2 (6)
C6—C4—C5—O3169.7 (3)C23—C24—C25—C260.3 (6)
C3—C4—C5—O314.1 (5)C24—C25—C26—N20.4 (6)
C3—C4—C6—C71.0 (5)C18—C17—N1—C210.0 (5)
C5—C4—C6—C7175.2 (3)C18—C17—N1—Mn1173.8 (3)
C4—C6—C7—C80.5 (5)C20—C21—N1—C171.2 (5)
C4—C6—C7—C9176.5 (3)C22—C21—N1—C17179.6 (3)
C6—C7—C8—C20.9 (5)C20—C21—N1—Mn1175.4 (2)
C9—C7—C8—C2176.9 (3)C22—C21—N1—Mn15.3 (4)
C3—C2—C8—C70.1 (5)C25—C26—N2—C220.3 (5)
C1—C2—C8—C7179.2 (3)C25—C26—N2—Mn1180.0 (3)
C8—C7—C9—O797.8 (4)C23—C22—N2—C260.1 (5)
C6—C7—C9—O786.3 (4)C21—C22—N2—C26178.7 (3)
O7—C10—C11—C12178.7 (3)C23—C22—N2—Mn1179.8 (3)
C15—C10—C11—C121.5 (6)C21—C22—N2—Mn11.0 (4)
C10—C11—C12—C130.0 (5)O2—C1—O1—Mn111.7 (4)
C11—C12—C13—C141.0 (5)C2—C1—O1—Mn1166.4 (3)
C11—C12—C13—C16174.6 (3)O1—C1—O2—Mn110.2 (3)
C12—C13—C14—C150.5 (6)C2—C1—O2—Mn1167.8 (3)
C16—C13—C14—C15175.1 (3)O4—C5—O3—Mn1iv1.1 (3)
C13—C14—C15—C100.9 (6)C4—C5—O3—Mn1iv177.7 (3)
O7—C10—C15—C14178.3 (4)O3—C5—O4—Mn1iv1.2 (3)
C11—C10—C15—C142.0 (6)C4—C5—O4—Mn1iv177.6 (3)
C14—C13—C16—O62.6 (5)O5—C16—O6—Mn1i170.1 (4)
C12—C13—C16—O6173.0 (3)C13—C16—O6—Mn1i12.7 (8)
C14—C13—C16—O5180.0 (3)C11—C10—O7—C96.4 (5)
C12—C13—C16—O54.4 (5)C15—C10—O7—C9173.8 (3)
N1—C17—C18—C191.3 (6)C7—C9—O7—C10173.3 (3)
C17—C18—C19—C201.4 (6)
Symmetry codes: (i) x+1, y+2, z+2; (ii) x+1, y, z; (iii) x, y+1, z+1; (iv) x1, y, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C15—H15···O3Wv0.952.563.243 (5)129
C17—H17···O3iii0.952.563.393 (4)146
C17—H17···O6i0.952.663.270 (4)123
C20—H20···O2vi0.952.503.358 (5)150
C23—H23···O2Wvii0.952.373.094 (10)133
C25—H25···O7vii0.952.463.396 (5)168
C26—H26···O3W0.952.653.520 (5)152
O5—H5···O3viii0.841.812.561 (4)148
O1W—H1A···O3Wix0.89 (1)1.92 (4)2.793 (9)167 (13)
O1W—H1B···O70.89 (1)2.66 (14)3.199 (8)120 (12)
O1W—H1B···O1Wx0.89 (1)2.48 (15)2.97 (3)116 (14)
O2W—H2A···O2Wiii0.89 (1)0.90 (16)1.685 (18)141 (29)
O2W—H2B···O2iii0.89 (1)2.23 (15)2.756 (9)118 (13)
O3W—H3A···O3Wxi0.86 (1)2.48 (3)3.304 (9)160 (6)
O3W—H3B···O1Wix0.86 (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, y1, 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.
 

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