metal-organic compounds
Aqua(3,5-dinitrosalicylato-κO)bis(1,10-phenanthroline-κ2N,N′)manganese(II) 3,5-dinitrosalicylate
In the title compound, [Mn(C7H3N2O7)(C12H8N2)2(H2O)](C7H2N2O7), the MnII ion is chelated by two phenanthroline ligands, a water molecule and a carboxylate group in an octahedral geometry; the two O atoms involved in bonding are cis to each other. The coordinated water molecule links the cation and the carboxylate anion into a linear chain through hydrogen bonds.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680701714X/xu2231sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680701714X/xu2231Isup2.hkl |
CCDC reference: 647474
Computing details top
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).
Aqua(3,5-dinitrosalicylato-κO)bis(1,10-phenanthroline-κ2N,N')manganese(II) 3,5-dinitrosalicylate top
Crystal data top
[Mn(C7H3N2O7)(C12H8N2)2(H2O)](C7H2N2O7) | Z = 2 |
Mr = 887.59 | F(000) = 906 |
Triclinic, P1 | Dx = 1.540 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 11.7446 (2) Å | Cell parameters from 5796 reflections |
b = 12.4410 (2) Å | θ = 2.5–23.4° |
c = 14.7330 (2) Å | µ = 0.43 mm−1 |
α = 66.381 (1)° | T = 293 K |
β = 76.477 (1)° | Block, yellow |
γ = 87.506 (1)° | 0.30 × 0.25 × 0.21 mm |
V = 1914.65 (5) Å3 |
Data collection top
Bruker APEXII diffractometer | 8780 independent reflections |
Radiation source: medium-focus sealed tube | 5344 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.035 |
φ and ω scans | θmax = 27.5°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −14→15 |
Tmin = 0.882, Tmax = 0.915 | k = −16→16 |
30694 measured reflections | l = −19→18 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.143 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0636P)2 + 0.3049P] where P = (Fo2 + 2Fc2)/3 |
8780 reflections | (Δ/σ)max = 0.001 |
589 parameters | Δρmax = 0.34 e Å−3 |
6 restraints | Δρmin = −0.34 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Mn1 | 0.71540 (3) | 0.86681 (3) | 0.74335 (3) | 0.05652 (14) | |
O1 | 0.80160 (17) | 0.70980 (17) | 0.77742 (16) | 0.0804 (5) | |
O2 | 0.76585 (17) | 0.51727 (18) | 0.83661 (17) | 0.0833 (6) | |
O3 | 0.9180 (2) | 0.38144 (17) | 0.89088 (16) | 0.0766 (5) | |
H3O | 0.859 (2) | 0.418 (3) | 0.872 (3) | 0.110 (13)* | |
O4 | 1.1001 (4) | 0.2605 (3) | 0.9360 (5) | 0.235 (3) | |
O5 | 1.2337 (4) | 0.3329 (4) | 0.9554 (4) | 0.232 (2) | |
O6 | 1.2801 (2) | 0.7371 (2) | 0.8830 (2) | 0.1112 (8) | |
O7 | 1.1477 (2) | 0.8535 (2) | 0.8299 (2) | 0.1134 (8) | |
O8 | 0.9338 (2) | 0.82381 (18) | 0.48766 (17) | 0.0879 (6) | |
O9 | 1.1230 (2) | 0.82077 (18) | 0.4906 (2) | 0.1041 (8) | |
O10 | 1.2909 (3) | 0.4418 (3) | 0.6493 (3) | 0.1549 (14) | |
O11 | 1.1957 (2) | 0.2857 (2) | 0.6832 (3) | 0.1395 (12) | |
O12 | 0.7779 (2) | 0.2904 (3) | 0.7284 (3) | 0.1394 (11) | |
O13 | 0.7026 (3) | 0.4396 (3) | 0.6423 (3) | 0.1662 (15) | |
O14' | 1.2052 (5) | 0.6363 (6) | 0.5474 (6) | 0.093 (2) | 0.378 (5) |
H14' | 1.202 (9) | 0.707 (3) | 0.505 (6) | 0.11 (4)* | 0.378 (5) |
O14 | 0.8171 (3) | 0.6389 (3) | 0.5611 (3) | 0.0762 (11) | 0.622 (5) |
H14O | 0.842 (4) | 0.7111 (14) | 0.532 (3) | 0.069 (15)* | 0.622 (5) |
O1w | 0.84325 (18) | 0.94541 (18) | 0.60159 (15) | 0.0753 (5) | |
H1w1 | 0.873 (2) | 0.9106 (19) | 0.5638 (17) | 0.085 (10)* | |
H1w2 | 0.861 (3) | 1.0183 (9) | 0.572 (2) | 0.099 (11)* | |
N1 | 0.59935 (18) | 1.0166 (2) | 0.67678 (16) | 0.0656 (6) | |
N2 | 0.57398 (18) | 0.7904 (2) | 0.70130 (17) | 0.0672 (6) | |
N3 | 0.60761 (18) | 0.8292 (2) | 0.90236 (16) | 0.0640 (5) | |
N4 | 0.81275 (18) | 0.95946 (17) | 0.81054 (17) | 0.0605 (5) | |
N5 | 1.1461 (3) | 0.3408 (3) | 0.9308 (2) | 0.0997 (9) | |
N6 | 1.1880 (2) | 0.7571 (3) | 0.8570 (2) | 0.0831 (7) | |
N7 | 0.7854 (3) | 0.3912 (3) | 0.6717 (2) | 0.0939 (8) | |
N8 | 1.2020 (3) | 0.3904 (3) | 0.6583 (2) | 0.0902 (8) | |
C1 | 0.6147 (3) | 1.1279 (3) | 0.6618 (2) | 0.0773 (8) | |
H1 | 0.6793 | 1.1497 | 0.6782 | 0.093* | |
C2 | 0.5384 (3) | 1.2134 (3) | 0.6226 (3) | 0.0973 (11) | |
H2 | 0.5524 | 1.2908 | 0.6126 | 0.117* | |
C3 | 0.4437 (3) | 1.1828 (4) | 0.5991 (3) | 0.1020 (12) | |
H3 | 0.3917 | 1.2391 | 0.5735 | 0.122* | |
C4 | 0.4237 (3) | 1.0663 (4) | 0.6134 (2) | 0.0871 (10) | |
C5 | 0.3275 (3) | 1.0258 (5) | 0.5882 (3) | 0.1132 (15) | |
H5 | 0.2727 | 1.0785 | 0.5626 | 0.136* | |
C6 | 0.3153 (3) | 0.9145 (5) | 0.6008 (3) | 0.1122 (14) | |
H6 | 0.2514 | 0.8911 | 0.5845 | 0.135* | |
C7 | 0.3977 (2) | 0.8299 (4) | 0.6385 (2) | 0.0884 (10) | |
C8 | 0.3891 (3) | 0.7128 (4) | 0.6516 (3) | 0.1049 (13) | |
H8 | 0.3269 | 0.6860 | 0.6356 | 0.126* | |
C9 | 0.4706 (3) | 0.6381 (4) | 0.6874 (3) | 0.0999 (11) | |
H9 | 0.4658 | 0.5603 | 0.6954 | 0.120* | |
C10 | 0.5624 (3) | 0.6801 (3) | 0.7123 (2) | 0.0828 (9) | |
H10 | 0.6178 | 0.6282 | 0.7377 | 0.099* | |
C11 | 0.4923 (2) | 0.8654 (3) | 0.66491 (19) | 0.0683 (7) | |
C12 | 0.5058 (2) | 0.9854 (3) | 0.65220 (19) | 0.0685 (7) | |
C13 | 0.5102 (3) | 0.7596 (3) | 0.9496 (2) | 0.0871 (9) | |
H13 | 0.4832 | 0.7208 | 0.9156 | 0.105* | |
C14 | 0.4474 (3) | 0.7424 (4) | 1.0467 (3) | 0.1098 (13) | |
H14 | 0.3810 | 0.6913 | 1.0780 | 0.132* | |
C15 | 0.4837 (3) | 0.8003 (4) | 1.0951 (3) | 0.1052 (12) | |
H15 | 0.4406 | 0.7913 | 1.1595 | 0.126* | |
C16 | 0.5851 (3) | 0.8740 (3) | 1.0503 (2) | 0.0819 (8) | |
C17 | 0.6331 (4) | 0.9349 (4) | 1.0975 (3) | 0.1095 (12) | |
H17 | 0.5927 | 0.9291 | 1.1617 | 0.131* | |
C18 | 0.7327 (4) | 0.9993 (3) | 1.0537 (3) | 0.1050 (12) | |
H18 | 0.7604 | 1.0382 | 1.0872 | 0.126* | |
C19 | 0.7992 (3) | 1.0102 (2) | 0.9548 (3) | 0.0797 (9) | |
C20 | 0.9089 (4) | 1.0699 (3) | 0.9077 (3) | 0.0947 (11) | |
H20 | 0.9407 | 1.1092 | 0.9388 | 0.114* | |
C21 | 0.9694 (3) | 1.0711 (3) | 0.8167 (3) | 0.0899 (10) | |
H21 | 1.0439 | 1.1082 | 0.7864 | 0.108* | |
C22 | 0.9178 (2) | 1.0153 (2) | 0.7690 (2) | 0.0744 (8) | |
H22 | 0.9587 | 1.0176 | 0.7060 | 0.089* | |
C23 | 0.7544 (2) | 0.9544 (2) | 0.9037 (2) | 0.0617 (6) | |
C24 | 0.6456 (2) | 0.8858 (2) | 0.9519 (2) | 0.0620 (6) | |
C25 | 0.8292 (2) | 0.6066 (2) | 0.81715 (19) | 0.0604 (6) | |
C26 | 0.9469 (2) | 0.5864 (2) | 0.84130 (17) | 0.0519 (5) | |
C27 | 0.9858 (2) | 0.4708 (2) | 0.87665 (18) | 0.0576 (6) | |
C28 | 1.0975 (2) | 0.4568 (2) | 0.89646 (19) | 0.0648 (7) | |
C29 | 1.1641 (2) | 0.5491 (3) | 0.8895 (2) | 0.0689 (7) | |
H29 | 1.2371 | 0.5372 | 0.9052 | 0.083* | |
C30 | 1.1212 (2) | 0.6592 (2) | 0.85881 (19) | 0.0628 (6) | |
C31 | 1.0149 (2) | 0.6792 (2) | 0.83278 (18) | 0.0566 (6) | |
H31 | 0.9889 | 0.7550 | 0.8095 | 0.068* | |
C32 | 1.0244 (3) | 0.7719 (3) | 0.5091 (2) | 0.0775 (8) | |
C33 | 1.0132 (2) | 0.6399 (2) | 0.56241 (19) | 0.0641 (7) | |
C34 | 1.1110 (3) | 0.5779 (2) | 0.5848 (2) | 0.0643 (7) | |
H34 | 1.1837 | 0.6174 | 0.5664 | 0.077* | 0.378 (5) |
C35 | 1.0994 (2) | 0.4566 (2) | 0.6348 (2) | 0.0669 (7) | |
C36 | 0.9931 (3) | 0.3968 (2) | 0.6626 (2) | 0.0705 (7) | |
H36 | 0.9864 | 0.3155 | 0.6967 | 0.085* | |
C37 | 0.8971 (2) | 0.4582 (3) | 0.6396 (2) | 0.0690 (7) | |
C38 | 0.9039 (2) | 0.5803 (2) | 0.5880 (2) | 0.0655 (7) | |
H38 | 0.8382 | 0.6207 | 0.5712 | 0.079* | 0.622 (5) |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Mn1 | 0.0495 (2) | 0.0632 (3) | 0.0660 (3) | 0.00642 (16) | −0.02416 (17) | −0.02982 (19) |
O1 | 0.0826 (13) | 0.0697 (13) | 0.1018 (15) | 0.0213 (10) | −0.0459 (11) | −0.0362 (11) |
O2 | 0.0750 (13) | 0.0738 (13) | 0.1073 (16) | −0.0062 (10) | −0.0354 (11) | −0.0342 (11) |
O3 | 0.1009 (16) | 0.0537 (11) | 0.0814 (14) | 0.0028 (11) | −0.0319 (12) | −0.0274 (10) |
O4 | 0.207 (4) | 0.087 (2) | 0.478 (8) | 0.076 (2) | −0.188 (5) | −0.130 (4) |
O5 | 0.216 (4) | 0.150 (3) | 0.391 (7) | 0.117 (3) | −0.204 (5) | −0.109 (4) |
O6 | 0.0742 (15) | 0.154 (2) | 0.126 (2) | −0.0119 (14) | −0.0357 (14) | −0.0685 (18) |
O7 | 0.119 (2) | 0.0839 (17) | 0.155 (2) | −0.0120 (15) | −0.0505 (18) | −0.0547 (17) |
O8 | 0.1029 (16) | 0.0733 (13) | 0.0882 (15) | 0.0233 (12) | −0.0242 (12) | −0.0342 (11) |
O9 | 0.0998 (17) | 0.0607 (13) | 0.133 (2) | −0.0055 (12) | −0.0115 (15) | −0.0270 (13) |
O10 | 0.106 (2) | 0.102 (2) | 0.266 (4) | 0.0215 (17) | −0.093 (2) | −0.058 (2) |
O11 | 0.1033 (19) | 0.0736 (17) | 0.205 (3) | 0.0189 (14) | −0.0097 (19) | −0.0355 (18) |
O12 | 0.117 (2) | 0.095 (2) | 0.174 (3) | −0.0341 (17) | −0.027 (2) | −0.020 (2) |
O13 | 0.092 (2) | 0.139 (3) | 0.244 (4) | −0.0216 (19) | −0.060 (2) | −0.039 (3) |
O14' | 0.076 (4) | 0.081 (5) | 0.120 (5) | 0.002 (3) | −0.030 (4) | −0.036 (4) |
O14 | 0.064 (2) | 0.075 (2) | 0.091 (2) | 0.0144 (17) | −0.0202 (17) | −0.034 (2) |
O1w | 0.0826 (13) | 0.0617 (13) | 0.0750 (13) | 0.0055 (11) | −0.0056 (10) | −0.0281 (11) |
N1 | 0.0586 (13) | 0.0798 (16) | 0.0638 (14) | 0.0169 (11) | −0.0184 (10) | −0.0336 (12) |
N2 | 0.0572 (13) | 0.0858 (16) | 0.0711 (14) | 0.0029 (11) | −0.0265 (11) | −0.0380 (12) |
N3 | 0.0534 (12) | 0.0792 (14) | 0.0667 (14) | 0.0064 (11) | −0.0236 (10) | −0.0319 (12) |
N4 | 0.0597 (12) | 0.0532 (12) | 0.0722 (14) | 0.0029 (10) | −0.0284 (11) | −0.0219 (10) |
N5 | 0.111 (2) | 0.092 (2) | 0.112 (2) | 0.0543 (19) | −0.0487 (18) | −0.0501 (18) |
N6 | 0.0708 (17) | 0.102 (2) | 0.0897 (18) | −0.0102 (15) | −0.0211 (14) | −0.0493 (17) |
N7 | 0.085 (2) | 0.090 (2) | 0.105 (2) | −0.0154 (17) | −0.0157 (17) | −0.0388 (18) |
N8 | 0.0851 (19) | 0.0695 (18) | 0.107 (2) | 0.0112 (15) | −0.0209 (16) | −0.0281 (15) |
C1 | 0.0792 (19) | 0.078 (2) | 0.0750 (19) | 0.0238 (16) | −0.0195 (15) | −0.0327 (16) |
C2 | 0.104 (3) | 0.096 (2) | 0.082 (2) | 0.042 (2) | −0.017 (2) | −0.0332 (19) |
C3 | 0.089 (3) | 0.127 (3) | 0.074 (2) | 0.058 (2) | −0.0207 (18) | −0.028 (2) |
C4 | 0.0608 (18) | 0.132 (3) | 0.0588 (18) | 0.0341 (19) | −0.0176 (13) | −0.0287 (19) |
C5 | 0.060 (2) | 0.188 (5) | 0.075 (2) | 0.036 (3) | −0.0318 (17) | −0.031 (3) |
C6 | 0.060 (2) | 0.194 (5) | 0.076 (2) | −0.001 (3) | −0.0319 (17) | −0.038 (3) |
C7 | 0.0539 (16) | 0.153 (3) | 0.0623 (18) | −0.0075 (19) | −0.0194 (13) | −0.043 (2) |
C8 | 0.073 (2) | 0.170 (4) | 0.088 (2) | −0.033 (2) | −0.0222 (18) | −0.062 (3) |
C9 | 0.089 (2) | 0.132 (3) | 0.099 (3) | −0.028 (2) | −0.022 (2) | −0.064 (2) |
C10 | 0.0750 (19) | 0.098 (2) | 0.093 (2) | −0.0075 (16) | −0.0273 (16) | −0.0513 (19) |
C11 | 0.0465 (14) | 0.110 (2) | 0.0525 (15) | 0.0019 (14) | −0.0156 (11) | −0.0345 (15) |
C12 | 0.0465 (14) | 0.106 (2) | 0.0506 (15) | 0.0168 (14) | −0.0134 (11) | −0.0296 (15) |
C13 | 0.0601 (17) | 0.122 (3) | 0.082 (2) | −0.0101 (17) | −0.0167 (15) | −0.043 (2) |
C14 | 0.073 (2) | 0.163 (4) | 0.085 (2) | −0.025 (2) | −0.0048 (18) | −0.045 (3) |
C15 | 0.080 (2) | 0.154 (4) | 0.078 (2) | 0.005 (2) | −0.0045 (18) | −0.051 (2) |
C16 | 0.090 (2) | 0.097 (2) | 0.073 (2) | 0.0242 (18) | −0.0312 (17) | −0.0436 (18) |
C17 | 0.138 (3) | 0.128 (3) | 0.090 (3) | 0.020 (3) | −0.034 (2) | −0.070 (2) |
C18 | 0.151 (4) | 0.101 (3) | 0.108 (3) | 0.024 (3) | −0.061 (3) | −0.072 (2) |
C19 | 0.108 (2) | 0.0577 (16) | 0.095 (2) | 0.0142 (16) | −0.0572 (19) | −0.0362 (16) |
C20 | 0.128 (3) | 0.0606 (18) | 0.121 (3) | 0.0038 (19) | −0.078 (3) | −0.0357 (19) |
C21 | 0.090 (2) | 0.0590 (18) | 0.118 (3) | −0.0114 (15) | −0.056 (2) | −0.0135 (18) |
C22 | 0.0696 (17) | 0.0610 (16) | 0.089 (2) | −0.0044 (14) | −0.0342 (15) | −0.0176 (15) |
C23 | 0.0780 (17) | 0.0483 (14) | 0.0723 (17) | 0.0190 (12) | −0.0410 (14) | −0.0268 (12) |
C24 | 0.0637 (15) | 0.0647 (16) | 0.0670 (17) | 0.0187 (13) | −0.0285 (13) | −0.0302 (13) |
C25 | 0.0658 (16) | 0.0609 (16) | 0.0599 (15) | 0.0075 (13) | −0.0215 (12) | −0.0265 (13) |
C26 | 0.0588 (14) | 0.0527 (14) | 0.0476 (13) | 0.0051 (11) | −0.0151 (10) | −0.0226 (11) |
C27 | 0.0738 (16) | 0.0540 (14) | 0.0490 (14) | 0.0072 (12) | −0.0161 (12) | −0.0242 (11) |
C28 | 0.0785 (18) | 0.0657 (17) | 0.0547 (15) | 0.0233 (14) | −0.0233 (13) | −0.0264 (13) |
C29 | 0.0604 (16) | 0.093 (2) | 0.0603 (16) | 0.0169 (15) | −0.0221 (12) | −0.0346 (15) |
C30 | 0.0602 (15) | 0.0720 (17) | 0.0601 (16) | −0.0030 (13) | −0.0153 (12) | −0.0292 (13) |
C31 | 0.0643 (15) | 0.0537 (14) | 0.0529 (14) | 0.0037 (11) | −0.0163 (11) | −0.0211 (11) |
C32 | 0.096 (2) | 0.0627 (18) | 0.0692 (19) | 0.0044 (18) | −0.0037 (17) | −0.0307 (15) |
C33 | 0.0763 (18) | 0.0607 (16) | 0.0568 (15) | 0.0044 (14) | −0.0069 (13) | −0.0301 (13) |
C34 | 0.0671 (17) | 0.0628 (17) | 0.0658 (16) | −0.0020 (14) | −0.0067 (13) | −0.0329 (13) |
C35 | 0.0704 (17) | 0.0649 (17) | 0.0679 (17) | 0.0097 (14) | −0.0113 (13) | −0.0326 (14) |
C36 | 0.0784 (19) | 0.0596 (16) | 0.0722 (18) | −0.0003 (14) | −0.0082 (14) | −0.0301 (14) |
C37 | 0.0691 (17) | 0.0726 (18) | 0.0680 (17) | −0.0068 (14) | −0.0063 (13) | −0.0353 (15) |
C38 | 0.0698 (17) | 0.0722 (18) | 0.0596 (16) | 0.0094 (14) | −0.0133 (13) | −0.0332 (14) |
Geometric parameters (Å, º) top
Mn1—O1 | 2.091 (2) | C6—H6 | 0.9300 |
Mn1—O1w | 2.144 (2) | C7—C8 | 1.396 (5) |
Mn1—N1 | 2.287 (2) | C7—C11 | 1.402 (4) |
Mn1—N2 | 2.266 (2) | C8—C9 | 1.351 (5) |
Mn1—N3 | 2.257 (2) | C8—H8 | 0.9300 |
Mn1—N4 | 2.275 (2) | C9—C10 | 1.398 (4) |
O1—C25 | 1.244 (3) | C9—H9 | 0.9300 |
O2—C25 | 1.260 (3) | C10—H10 | 0.9300 |
O3—C27 | 1.314 (3) | C11—C12 | 1.439 (4) |
O3—H3O | 0.858 (10) | C13—C14 | 1.383 (4) |
O4—N5 | 1.123 (4) | C13—H13 | 0.9300 |
O5—N5 | 1.156 (5) | C14—C15 | 1.338 (5) |
O6—N6 | 1.213 (3) | C14—H14 | 0.9300 |
O7—N6 | 1.216 (3) | C15—C16 | 1.391 (5) |
O8—C32 | 1.258 (4) | C15—H15 | 0.9300 |
O9—C32 | 1.252 (4) | C16—C24 | 1.409 (4) |
O10—N8 | 1.201 (3) | C16—C17 | 1.420 (5) |
O11—N8 | 1.204 (3) | C17—C18 | 1.320 (5) |
O12—N7 | 1.190 (4) | C17—H17 | 0.9300 |
O13—N7 | 1.197 (4) | C18—C19 | 1.438 (5) |
O14'—C34 | 1.233 (6) | C18—H18 | 0.9300 |
O14'—H14' | 0.853 (10) | C19—C20 | 1.394 (5) |
O14—C38 | 1.273 (4) | C19—C23 | 1.401 (4) |
O14—H14O | 0.855 (10) | C20—C21 | 1.358 (5) |
O1w—H1w1 | 0.843 (10) | C20—H20 | 0.9300 |
O1w—H1w2 | 0.844 (10) | C21—C22 | 1.403 (4) |
N1—C1 | 1.325 (3) | C21—H21 | 0.9300 |
N1—C12 | 1.351 (3) | C22—H22 | 0.9300 |
N2—C10 | 1.326 (4) | C23—C24 | 1.432 (4) |
N2—C11 | 1.356 (3) | C25—C26 | 1.492 (3) |
N3—C13 | 1.332 (3) | C26—C31 | 1.380 (3) |
N3—C24 | 1.349 (3) | C26—C27 | 1.415 (3) |
N4—C22 | 1.327 (3) | C27—C28 | 1.398 (4) |
N4—C23 | 1.361 (3) | C28—C29 | 1.374 (4) |
N5—C28 | 1.465 (4) | C29—C30 | 1.373 (4) |
N6—C30 | 1.465 (4) | C29—H29 | 0.9300 |
N7—C37 | 1.459 (4) | C30—C31 | 1.374 (3) |
N8—C35 | 1.460 (4) | C31—H31 | 0.9300 |
C1—C2 | 1.392 (4) | C32—C33 | 1.506 (4) |
C1—H1 | 0.9300 | C33—C34 | 1.385 (4) |
C2—C3 | 1.350 (5) | C33—C38 | 1.405 (4) |
C2—H2 | 0.9300 | C34—C35 | 1.385 (4) |
C3—C4 | 1.401 (5) | C34—H34 | 0.9300 |
C3—H3 | 0.9300 | C35—C36 | 1.370 (4) |
C4—C12 | 1.408 (4) | C36—C37 | 1.365 (4) |
C4—C5 | 1.435 (5) | C36—H36 | 0.9300 |
C5—C6 | 1.332 (6) | C37—C38 | 1.395 (4) |
C5—H5 | 0.9300 | C38—H38 | 0.9300 |
C6—C7 | 1.430 (5) | ||
O1—Mn1—O1w | 90.12 (8) | N3—C13—C14 | 123.0 (3) |
O1—Mn1—N1 | 162.60 (8) | N3—C13—H13 | 118.5 |
O1—Mn1—N2 | 91.03 (8) | C14—C13—H13 | 118.5 |
O1—Mn1—N3 | 97.63 (8) | C15—C14—C13 | 119.0 (3) |
O1—Mn1—N4 | 99.90 (7) | C15—C14—H14 | 120.5 |
O1w—Mn1—N1 | 86.90 (8) | C13—C14—H14 | 120.5 |
O1w—Mn1—N2 | 103.27 (8) | C14—C15—C16 | 120.9 (3) |
O1w—Mn1—N3 | 161.32 (8) | C14—C15—H15 | 119.5 |
O1w—Mn1—N4 | 88.67 (8) | C16—C15—H15 | 119.5 |
N1—Mn1—N2 | 73.04 (8) | C15—C16—C24 | 117.0 (3) |
N1—Mn1—N3 | 90.47 (8) | C15—C16—C17 | 124.9 (3) |
N1—Mn1—N4 | 97.16 (8) | C24—C16—C17 | 118.1 (3) |
N2—Mn1—N3 | 93.60 (8) | C18—C17—C16 | 122.6 (3) |
N2—Mn1—N4 | 163.84 (8) | C18—C17—H17 | 118.7 |
N3—Mn1—N4 | 73.30 (8) | C16—C17—H17 | 118.7 |
C25—O1—Mn1 | 164.5 (2) | C17—C18—C19 | 121.0 (3) |
C27—O3—H3O | 99 (2) | C17—C18—H18 | 119.5 |
C34—O14'—H14' | 115 (7) | C19—C18—H18 | 119.5 |
C38—O14—H14O | 107 (3) | C20—C19—C23 | 117.4 (3) |
Mn1—O1w—H1w1 | 124.9 (17) | C20—C19—C18 | 123.8 (3) |
Mn1—O1w—H1w2 | 123.0 (17) | C23—C19—C18 | 118.8 (3) |
H1w1—O1w—H1w2 | 111.4 (16) | C21—C20—C19 | 120.5 (3) |
C1—N1—C12 | 118.3 (3) | C21—C20—H20 | 119.8 |
C1—N1—Mn1 | 126.52 (19) | C19—C20—H20 | 119.8 |
C12—N1—Mn1 | 115.13 (19) | C20—C21—C22 | 118.9 (3) |
C10—N2—C11 | 118.2 (2) | C20—C21—H21 | 120.6 |
C10—N2—Mn1 | 126.1 (2) | C22—C21—H21 | 120.6 |
C11—N2—Mn1 | 115.66 (18) | N4—C22—C21 | 122.4 (3) |
C13—N3—C24 | 118.0 (2) | N4—C22—H22 | 118.8 |
C13—N3—Mn1 | 126.25 (19) | C21—C22—H22 | 118.8 |
C24—N3—Mn1 | 115.73 (17) | N4—C23—C19 | 122.3 (3) |
C22—N4—C23 | 118.5 (2) | N4—C23—C24 | 118.2 (2) |
C22—N4—Mn1 | 127.0 (2) | C19—C23—C24 | 119.4 (3) |
C23—N4—Mn1 | 114.48 (16) | N3—C24—C16 | 122.1 (3) |
O4—N5—O5 | 120.0 (4) | N3—C24—C23 | 117.8 (2) |
O4—N5—C28 | 122.4 (4) | C16—C24—C23 | 120.0 (2) |
O5—N5—C28 | 117.7 (4) | O1—C25—O2 | 124.6 (2) |
O6—N6—O7 | 123.8 (3) | O1—C25—C26 | 118.1 (2) |
O6—N6—C30 | 118.1 (3) | O2—C25—C26 | 117.3 (2) |
O7—N6—C30 | 118.1 (3) | C31—C26—C27 | 120.5 (2) |
O12—N7—O13 | 121.4 (3) | C31—C26—C25 | 120.1 (2) |
O12—N7—C37 | 119.3 (3) | C27—C26—C25 | 119.4 (2) |
O13—N7—C37 | 119.3 (3) | O3—C27—C28 | 122.4 (2) |
O10—N8—O11 | 121.9 (3) | O3—C27—C26 | 120.5 (2) |
O10—N8—C35 | 119.4 (3) | C28—C27—C26 | 117.1 (2) |
O11—N8—C35 | 118.6 (3) | C29—C28—C27 | 122.1 (2) |
N1—C1—C2 | 122.9 (3) | C29—C28—N5 | 117.0 (3) |
N1—C1—H1 | 118.5 | C27—C28—N5 | 120.9 (3) |
C2—C1—H1 | 118.5 | C30—C29—C28 | 118.9 (2) |
C3—C2—C1 | 119.2 (4) | C30—C29—H29 | 120.5 |
C3—C2—H2 | 120.4 | C28—C29—H29 | 120.5 |
C1—C2—H2 | 120.4 | C29—C30—C31 | 121.4 (2) |
C2—C3—C4 | 120.1 (3) | C29—C30—N6 | 119.5 (3) |
C2—C3—H3 | 120.0 | C31—C30—N6 | 119.0 (3) |
C4—C3—H3 | 120.0 | C30—C31—C26 | 119.8 (2) |
C3—C4—C12 | 117.2 (3) | C30—C31—H31 | 120.1 |
C3—C4—C5 | 124.2 (4) | C26—C31—H31 | 120.1 |
C12—C4—C5 | 118.6 (4) | O9—C32—O8 | 125.5 (3) |
C6—C5—C4 | 121.3 (4) | O9—C32—C33 | 117.1 (3) |
C6—C5—H5 | 119.4 | O8—C32—C33 | 117.4 (3) |
C4—C5—H5 | 119.4 | C34—C33—C38 | 120.3 (2) |
C5—C6—C7 | 121.9 (4) | C34—C33—C32 | 119.8 (3) |
C5—C6—H6 | 119.0 | C38—C33—C32 | 119.8 (3) |
C7—C6—H6 | 119.0 | O14'—C34—C33 | 115.3 (4) |
C8—C7—C11 | 117.6 (3) | O14'—C34—C35 | 124.8 (4) |
C8—C7—C6 | 123.8 (3) | C33—C34—C35 | 119.4 (3) |
C11—C7—C6 | 118.7 (4) | C33—C34—H34 | 120.3 |
C9—C8—C7 | 120.3 (3) | C35—C34—H34 | 120.3 |
C9—C8—H8 | 119.8 | C36—C35—C34 | 121.3 (3) |
C7—C8—H8 | 119.8 | C36—C35—N8 | 119.0 (3) |
C8—C9—C10 | 118.8 (4) | C34—C35—N8 | 119.8 (3) |
C8—C9—H9 | 120.6 | C37—C36—C35 | 119.2 (3) |
C10—C9—H9 | 120.6 | C37—C36—H36 | 120.4 |
N2—C10—C9 | 123.0 (3) | C35—C36—H36 | 120.4 |
N2—C10—H10 | 118.5 | C36—C37—C38 | 122.1 (3) |
C9—C10—H10 | 118.5 | C36—C37—N7 | 117.4 (3) |
N2—C11—C7 | 122.2 (3) | C38—C37—N7 | 120.6 (3) |
N2—C11—C12 | 118.0 (2) | O14—C38—C37 | 123.2 (3) |
C7—C11—C12 | 119.8 (3) | O14—C38—C33 | 119.0 (3) |
N1—C12—C4 | 122.3 (3) | C37—C38—C33 | 117.7 (3) |
N1—C12—C11 | 118.0 (2) | C37—C38—H38 | 121.1 |
C4—C12—C11 | 119.7 (3) | C33—C38—H38 | 121.1 |
O1w—Mn1—O1—C25 | −172.4 (7) | C17—C18—C19—C20 | −175.3 (4) |
N3—Mn1—O1—C25 | 24.7 (7) | C17—C18—C19—C23 | 2.2 (5) |
N2—Mn1—O1—C25 | −69.1 (7) | C23—C19—C20—C21 | −1.2 (4) |
N4—Mn1—O1—C25 | 98.9 (7) | C18—C19—C20—C21 | 176.3 (3) |
N1—Mn1—O1—C25 | −92.4 (7) | C19—C20—C21—C22 | 2.6 (5) |
O1—Mn1—N1—C1 | −153.1 (3) | C23—N4—C22—C21 | −1.3 (4) |
O1w—Mn1—N1—C1 | −72.6 (2) | Mn1—N4—C22—C21 | 179.2 (2) |
N3—Mn1—N1—C1 | 88.9 (2) | C20—C21—C22—N4 | −1.3 (4) |
N2—Mn1—N1—C1 | −177.5 (2) | C22—N4—C23—C19 | 2.8 (4) |
N4—Mn1—N1—C1 | 15.7 (2) | Mn1—N4—C23—C19 | −177.64 (19) |
O1—Mn1—N1—C12 | 27.8 (4) | C22—N4—C23—C24 | −174.9 (2) |
O1w—Mn1—N1—C12 | 108.24 (17) | Mn1—N4—C23—C24 | 4.7 (3) |
N3—Mn1—N1—C12 | −90.27 (17) | C20—C19—C23—N4 | −1.6 (4) |
N2—Mn1—N1—C12 | 3.35 (16) | C18—C19—C23—N4 | −179.2 (3) |
N4—Mn1—N1—C12 | −163.49 (17) | C20—C19—C23—C24 | 176.1 (2) |
O1—Mn1—N2—C10 | 6.3 (2) | C18—C19—C23—C24 | −1.5 (4) |
O1w—Mn1—N2—C10 | 96.7 (2) | C13—N3—C24—C16 | −0.6 (4) |
N3—Mn1—N2—C10 | −91.4 (2) | Mn1—N3—C24—C16 | 177.9 (2) |
N4—Mn1—N2—C10 | −126.5 (3) | C13—N3—C24—C23 | 176.0 (2) |
N1—Mn1—N2—C10 | 179.2 (2) | Mn1—N3—C24—C23 | −5.6 (3) |
O1—Mn1—N2—C11 | −176.08 (18) | C15—C16—C24—N3 | 0.3 (4) |
O1w—Mn1—N2—C11 | −85.72 (18) | C17—C16—C24—N3 | 178.6 (3) |
N3—Mn1—N2—C11 | 86.20 (18) | C15—C16—C24—C23 | −176.1 (3) |
N4—Mn1—N2—C11 | 51.1 (4) | C17—C16—C24—C23 | 2.1 (4) |
N1—Mn1—N2—C11 | −3.19 (17) | N4—C23—C24—N3 | 0.5 (3) |
O1—Mn1—N3—C13 | −77.8 (2) | C19—C23—C24—N3 | −177.2 (2) |
O1w—Mn1—N3—C13 | 168.5 (3) | N4—C23—C24—C16 | 177.2 (2) |
N2—Mn1—N3—C13 | 13.8 (3) | C19—C23—C24—C16 | −0.6 (4) |
N4—Mn1—N3—C13 | −175.9 (3) | Mn1—O1—C25—O2 | 54.5 (8) |
N1—Mn1—N3—C13 | 86.8 (2) | Mn1—O1—C25—C26 | −127.1 (6) |
O1—Mn1—N3—C24 | 103.93 (18) | O1—C25—C26—C31 | 8.9 (3) |
O1w—Mn1—N3—C24 | −9.9 (4) | O2—C25—C26—C31 | −172.6 (2) |
N2—Mn1—N3—C24 | −164.55 (18) | O1—C25—C26—C27 | −173.5 (2) |
N4—Mn1—N3—C24 | 5.82 (17) | O2—C25—C26—C27 | 5.0 (3) |
N1—Mn1—N3—C24 | −91.51 (18) | C31—C26—C27—O3 | 175.7 (2) |
O1—Mn1—N4—C22 | 79.0 (2) | C25—C26—C27—O3 | −1.9 (3) |
O1w—Mn1—N4—C22 | −10.9 (2) | C31—C26—C27—C28 | −3.5 (3) |
N3—Mn1—N4—C22 | 174.1 (2) | C25—C26—C27—C28 | 178.9 (2) |
N2—Mn1—N4—C22 | −149.1 (3) | O3—C27—C28—C29 | −174.6 (2) |
N1—Mn1—N4—C22 | −97.6 (2) | C26—C27—C28—C29 | 4.7 (4) |
O1—Mn1—N4—C23 | −100.52 (17) | O3—C27—C28—N5 | 2.4 (4) |
O1w—Mn1—N4—C23 | 169.59 (17) | C26—C27—C28—N5 | −178.4 (2) |
N3—Mn1—N4—C23 | −5.45 (16) | O4—N5—C28—C29 | −177.5 (5) |
N2—Mn1—N4—C23 | 31.4 (4) | O5—N5—C28—C29 | 4.4 (5) |
N1—Mn1—N4—C23 | 82.88 (17) | O4—N5—C28—C27 | 5.4 (6) |
C12—N1—C1—C2 | 0.4 (4) | O5—N5—C28—C27 | −172.6 (4) |
Mn1—N1—C1—C2 | −178.7 (2) | C27—C28—C29—C30 | −2.2 (4) |
N1—C1—C2—C3 | 0.5 (5) | N5—C28—C29—C30 | −179.2 (2) |
C1—C2—C3—C4 | −0.6 (5) | C28—C29—C30—C31 | −1.6 (4) |
C2—C3—C4—C12 | −0.2 (5) | C28—C29—C30—N6 | 176.3 (2) |
C2—C3—C4—C5 | −178.2 (3) | O6—N6—C30—C29 | 0.0 (4) |
C3—C4—C5—C6 | 177.9 (4) | O7—N6—C30—C29 | −179.7 (3) |
C12—C4—C5—C6 | −0.1 (5) | O6—N6—C30—C31 | 177.9 (3) |
C4—C5—C6—C7 | −0.8 (6) | O7—N6—C30—C31 | −1.8 (4) |
C5—C6—C7—C8 | −179.2 (4) | C29—C30—C31—C26 | 2.7 (4) |
C5—C6—C7—C11 | 1.4 (5) | N6—C30—C31—C26 | −175.2 (2) |
C11—C7—C8—C9 | −0.7 (5) | C27—C26—C31—C30 | 0.0 (3) |
C6—C7—C8—C9 | 179.8 (3) | C25—C26—C31—C30 | 177.5 (2) |
C7—C8—C9—C10 | 0.9 (5) | O9—C32—C33—C34 | −2.7 (4) |
C11—N2—C10—C9 | 0.5 (4) | O8—C32—C33—C34 | 177.8 (2) |
Mn1—N2—C10—C9 | 178.0 (2) | O9—C32—C33—C38 | 178.1 (3) |
C8—C9—C10—N2 | −0.8 (5) | O8—C32—C33—C38 | −1.4 (4) |
C10—N2—C11—C7 | −0.3 (4) | C38—C33—C34—O14' | 170.6 (4) |
Mn1—N2—C11—C7 | −178.1 (2) | C32—C33—C34—O14' | −8.5 (5) |
C10—N2—C11—C12 | −179.5 (2) | C38—C33—C34—C35 | −1.5 (4) |
Mn1—N2—C11—C12 | 2.8 (3) | C32—C33—C34—C35 | 179.3 (2) |
C8—C7—C11—N2 | 0.5 (4) | O14'—C34—C35—C36 | −171.4 (5) |
C6—C7—C11—N2 | 179.9 (3) | C33—C34—C35—C36 | 0.0 (4) |
C8—C7—C11—C12 | 179.6 (3) | O14'—C34—C35—N8 | 8.4 (6) |
C6—C7—C11—C12 | −1.0 (4) | C33—C34—C35—N8 | 179.7 (2) |
C1—N1—C12—C4 | −1.3 (4) | O10—N8—C35—C36 | −168.2 (3) |
Mn1—N1—C12—C4 | 177.96 (19) | O11—N8—C35—C36 | 14.0 (4) |
C1—N1—C12—C11 | 177.6 (2) | O10—N8—C35—C34 | 12.0 (5) |
Mn1—N1—C12—C11 | −3.2 (3) | O11—N8—C35—C34 | −165.7 (3) |
C3—C4—C12—N1 | 1.1 (4) | C34—C35—C36—C37 | 0.6 (4) |
C5—C4—C12—N1 | 179.3 (3) | N8—C35—C36—C37 | −179.1 (2) |
C3—C4—C12—C11 | −177.7 (3) | C35—C36—C37—C38 | 0.4 (4) |
C5—C4—C12—C11 | 0.5 (4) | C35—C36—C37—N7 | −179.2 (3) |
N2—C11—C12—N1 | 0.3 (4) | O12—N7—C37—C36 | 10.8 (4) |
C7—C11—C12—N1 | −178.8 (2) | O13—N7—C37—C36 | −170.9 (3) |
N2—C11—C12—C4 | 179.2 (2) | O12—N7—C37—C38 | −168.8 (3) |
C7—C11—C12—C4 | 0.1 (4) | O13—N7—C37—C38 | 9.5 (5) |
C24—N3—C13—C14 | −0.5 (5) | C36—C37—C38—O14 | 176.3 (3) |
Mn1—N3—C13—C14 | −178.8 (3) | N7—C37—C38—O14 | −4.1 (4) |
N3—C13—C14—C15 | 1.9 (6) | C36—C37—C38—C33 | −1.8 (4) |
C13—C14—C15—C16 | −2.1 (6) | N7—C37—C38—C33 | 177.8 (2) |
C14—C15—C16—C24 | 1.0 (5) | C34—C33—C38—O14 | −175.8 (3) |
C14—C15—C16—C17 | −177.1 (4) | C32—C33—C38—O14 | 3.3 (4) |
C15—C16—C17—C18 | 176.6 (4) | C34—C33—C38—C37 | 2.4 (4) |
C24—C16—C17—C18 | −1.5 (6) | C32—C33—C38—C37 | −178.4 (2) |
C16—C17—C18—C19 | −0.6 (6) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1w—H1w1···O8 | 0.84 (1) | 1.86 (1) | 2.701 (3) | 176 (2) |
O1w—H1w2···O9i | 0.84 (1) | 1.84 (1) | 2.673 (3) | 172 (3) |
O14—H14o···O8 | 0.86 (1) | 1.62 (2) | 2.435 (4) | 158 (4) |
O14′—H14′···O9 | 0.85 (1) | 1.63 (6) | 2.354 (7) | 141 (9) |
Symmetry code: (i) −x+2, −y+2, −z+1. |