Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807048209/bh2123sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807048209/bh2123Isup2.hkl |
CCDC reference: 643245
To a solution of L1 (0.02 g, 0.1 mmol) and L2 (0.024 g, 0.1 mmol) in a mixture of solvents (5 ml chloroform, 10 ml me thanol) was added a solution of Mn(CH3COO)2 (0.025 g, 0.1 mmol) in methanol (10 ml). NH4PF6 (0.033 g, 0.2 mmol) in water (5 ml) was added to the mixture after it was stirred for 20 min. After being stirred for another 5 min., the mixture was filtered. The filtrate was allowed to slowly evaporate at room temperature and after ca. 20 days, suitable single crystals (yellow block) were obtained. Yield: 65%.
Atoms C20 and C21 belonging to the propane chain of a L1 ligand are disordered over two positions and their occupancies converged to 0.771 (8) [C20/C21] and 0.229 (8) [C20'/C21']. Corresponding C—C bond lengths were restrained to 1.54 (1) Å. Two PF6- anions are also disordered, each F atom being found over two positions. Site occupation factors for each group of six F atoms converged to 0.621 (10)/0.379 (10) [P1 anion] and 0.69 (2)/0.31 (2) [P2 anion]. P—F bond lengths were restrained to 1.56 (1) Å. C-bounded H atoms were placed at calculated positions (C—H = 0.93 Å for pyridyl rings, C—H = 0.97 Å for methylene groups), and they were included in the refinement in the riding-model approximation, with Uiso(H) = 1.2Ueq(carrier C). Water H atoms were found in a difference map and refined freely, with Uiso(H) = 1.5Ueq(carrier O).
The ligand 1,3-bis(4-pyridyl)propane (L1) has been usually used as a nitrogen donor bridging ligand (Belcher et al., 2002; Plater et al., 2000; Bujaci et al., 2002; Hu & Tong, 2005; Carlucci et al., 2002). However, when L1 and L2 [2,5-bis(2-pyridyl)-1,3,4-thiadiazole, which is usually used as an angular bridging ligand] coexisted in a self-assembling system with Mn(CH3COO)2 and NH4PF6, the title mononuclear manganese(II) complex, (I), was formed, where L1 is coordinated to MnII in a monodentate mode. Two ZnII mononuclear complexes including L1 have reported (Choi et al., 2004; Kim et al., 2006). Both have structures very similar to that of (I).
In (I), the metal centre MnII coordinates to four N atoms from four crystallographically independent bridging ligands L1, and two O atoms from two distinct water molecules, to form an octahedral coordination geometry. The Mn—N distances fall in the range 2.267 (2)–2.286 (2) Å and the Mn—O distances in the range 2.1829 (19)–2.196 (2) Å. The angles N—Mn—O vary from 84.69 (8) to 94.28 (8)° (Fig. 1). Furthermore, the major contributors to the construction of supramolecular systems are hydrogen bonds between N atoms of non-coordinated pyridyl rings and O atoms of water molecules, and between O atom of the lattice water molecule and O atoms of coordinating water molecules. The H···Acceptor separations for these contacts vary from 1.85 (4) to 2.07 (4) Å, while D—H···A angles are close to 175°, indicating that these hydrogen bonds may be considered as strong interactions.
For related structures based on ligand L1, see: Belcher et al. (2002); Bujaci et al. (2002); Carlucci et al. (2002); Hu & Tong (2005); Plater et al. (2000). A ZnII complex isostructural with the title complex has been X-ray characterized by Kim et al. (2006). The same ZnII-based cation has also been crystallized using ClO4- as anions (Choi et al., 2004).
Data collection: SMART (Bruker, 2001); cell refinement: SMART (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL (Bruker, 2001).
Fig. 1. The molecular structure of (I), with displacement ellipsoids drawn at the 50% probability level. |
[Mn(C13H14N2)4(H2O)2](PF6)2·H2O | F(000) = 4936 |
Mr = 1191.98 | Dx = 1.342 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | θ = 2.3–25.5° |
a = 19.1098 (15) Å | µ = 0.36 mm−1 |
b = 16.1767 (13) Å | T = 291 K |
c = 38.158 (3) Å | Block, yellow |
V = 11795.9 (16) Å3 | 0.47 × 0.38 × 0.37 mm |
Z = 8 |
Bruker SMART APEXII diffractometer | 10983 independent reflections |
Radiation source: fine-focus sealed tube | 7230 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.052 |
φ and ω scans | θmax = 25.5°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −23→23 |
Tmin = 0.848, Tmax = 0.878 | k = −19→19 |
85755 measured reflections | l = −45→46 |
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)] = 0.046 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.135 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0561P)2 + 6.7503P] where P = (Fo2 + 2Fc2)/3 |
10983 reflections | (Δ/σ)max = 0.001 |
850 parameters | Δρmax = 0.59 e Å−3 |
30 restraints | Δρmin = −0.36 e Å−3 |
[Mn(C13H14N2)4(H2O)2](PF6)2·H2O | V = 11795.9 (16) Å3 |
Mr = 1191.98 | Z = 8 |
Orthorhombic, Pbca | Mo Kα radiation |
a = 19.1098 (15) Å | µ = 0.36 mm−1 |
b = 16.1767 (13) Å | T = 291 K |
c = 38.158 (3) Å | 0.47 × 0.38 × 0.37 mm |
Bruker SMART APEXII diffractometer | 10983 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 7230 reflections with I > 2σ(I) |
Tmin = 0.848, Tmax = 0.878 | Rint = 0.052 |
85755 measured reflections |
R[F2 > 2σ(F2)] = 0.046 | 30 restraints |
wR(F2) = 0.135 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | Δρmax = 0.59 e Å−3 |
10983 reflections | Δρmin = −0.36 e Å−3 |
850 parameters |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Mn1 | 0.70400 (2) | 0.02454 (2) | 0.133707 (10) | 0.04321 (12) | |
N1 | 0.70839 (12) | 0.02343 (13) | 0.19354 (6) | 0.0480 (5) | |
N2 | 0.58464 (11) | 0.02697 (13) | 0.13621 (6) | 0.0489 (5) | |
N3 | 0.69837 (12) | 0.01830 (14) | 0.07391 (6) | 0.0504 (6) | |
N4 | 0.82242 (12) | 0.02855 (14) | 0.13048 (6) | 0.0506 (6) | |
N5 | 0.38951 (13) | −0.23584 (16) | 0.32703 (7) | 0.0629 (7) | |
N6 | 0.35463 (13) | 0.29250 (15) | 0.30557 (6) | 0.0574 (6) | |
N7 | 0.40863 (14) | 0.24093 (17) | −0.07644 (7) | 0.0663 (7) | |
N8 | 1.19755 (15) | 0.19365 (19) | −0.03144 (7) | 0.0736 (8) | |
O2 | 0.70152 (11) | 0.15938 (12) | 0.13552 (6) | 0.0551 (5) | |
H21 | 0.7248 (18) | 0.190 (2) | 0.1216 (9) | 0.083* | |
H22 | 0.6778 (19) | 0.189 (2) | 0.1474 (9) | 0.083* | |
O3 | 0.70263 (11) | −0.11068 (12) | 0.13860 (5) | 0.0536 (5) | |
H31 | 0.6838 (19) | −0.136 (2) | 0.1537 (9) | 0.080* | |
H32 | 0.7156 (18) | −0.144 (2) | 0.1234 (9) | 0.080* | |
C1 | 0.66266 (15) | 0.06664 (17) | 0.21287 (7) | 0.0523 (7) | |
H1A | 0.6353 | 0.1063 | 0.2018 | 0.063* | |
C2 | 0.65415 (15) | 0.05526 (17) | 0.24825 (7) | 0.0538 (7) | |
H2A | 0.6218 | 0.0871 | 0.2604 | 0.065* | |
C3 | 0.69330 (15) | −0.00320 (18) | 0.26594 (7) | 0.0500 (7) | |
C4 | 0.74253 (15) | −0.04584 (18) | 0.24613 (7) | 0.0554 (7) | |
H4A | 0.7716 | −0.0845 | 0.2568 | 0.066* | |
C5 | 0.74827 (15) | −0.03088 (18) | 0.21080 (7) | 0.0532 (7) | |
H5A | 0.7818 | −0.0602 | 0.1982 | 0.064* | |
C6 | 0.68197 (17) | −0.0221 (2) | 0.30402 (7) | 0.0637 (8) | |
H6A | 0.6674 | 0.0280 | 0.3160 | 0.076* | |
H6B | 0.7259 | −0.0398 | 0.3143 | 0.076* | |
C7 | 0.62675 (16) | −0.0893 (2) | 0.30997 (8) | 0.0686 (9) | |
H7A | 0.6407 | −0.1386 | 0.2973 | 0.082* | |
H7B | 0.6258 | −0.1031 | 0.3347 | 0.082* | |
C8 | 0.55431 (17) | −0.0657 (2) | 0.29867 (8) | 0.0671 (9) | |
H8A | 0.5543 | −0.0585 | 0.2734 | 0.080* | |
H8B | 0.5428 | −0.0127 | 0.3091 | 0.080* | |
C9 | 0.49752 (16) | −0.12680 (19) | 0.30818 (8) | 0.0587 (8) | |
C10 | 0.49169 (19) | −0.1582 (2) | 0.34163 (8) | 0.0734 (10) | |
H10A | 0.5243 | −0.1438 | 0.3587 | 0.088* | |
C11 | 0.43765 (19) | −0.2109 (2) | 0.34977 (9) | 0.0714 (9) | |
H11A | 0.4346 | −0.2303 | 0.3727 | 0.086* | |
C12 | 0.39608 (16) | −0.2064 (2) | 0.29469 (9) | 0.0703 (9) | |
H12A | 0.3636 | −0.2230 | 0.2779 | 0.084* | |
C13 | 0.44810 (16) | −0.1528 (2) | 0.28455 (8) | 0.0672 (9) | |
H13A | 0.4498 | −0.1340 | 0.2615 | 0.081* | |
C14 | 0.54721 (16) | 0.08366 (19) | 0.11880 (8) | 0.0579 (7) | |
H14A | 0.5697 | 0.1149 | 0.1017 | 0.069* | |
C15 | 0.47712 (16) | 0.0981 (2) | 0.12486 (9) | 0.0643 (8) | |
H15A | 0.4535 | 0.1381 | 0.1120 | 0.077* | |
C16 | 0.44203 (15) | 0.05300 (19) | 0.15018 (8) | 0.0571 (8) | |
C17 | 0.47996 (16) | −0.00749 (19) | 0.16718 (9) | 0.0610 (8) | |
H17A | 0.4582 | −0.0411 | 0.1837 | 0.073* | |
C18 | 0.54969 (15) | −0.01827 (17) | 0.15976 (8) | 0.0561 (7) | |
H18A | 0.5739 | −0.0593 | 0.1718 | 0.067* | |
C22 | 0.37837 (16) | 0.1846 (2) | 0.24928 (9) | 0.0729 (10) | |
C23 | 0.31141 (16) | 0.2026 (2) | 0.26098 (9) | 0.0694 (9) | |
H23A | 0.2727 | 0.1792 | 0.2501 | 0.083* | |
C24 | 0.30269 (15) | 0.2554 (2) | 0.28881 (8) | 0.0595 (8) | |
H24A | 0.2573 | 0.2658 | 0.2964 | 0.071* | |
C25 | 0.41872 (16) | 0.2757 (2) | 0.29401 (8) | 0.0628 (8) | |
H25A | 0.4564 | 0.3009 | 0.3052 | 0.075* | |
C26 | 0.43244 (16) | 0.2234 (2) | 0.26657 (9) | 0.0693 (9) | |
H26A | 0.4784 | 0.2141 | 0.2596 | 0.083* | |
C27 | 0.65185 (17) | −0.03113 (19) | 0.05824 (8) | 0.0620 (8) | |
H27A | 0.6230 | −0.0635 | 0.0723 | 0.074* | |
C28 | 0.64433 (19) | −0.0368 (2) | 0.02254 (8) | 0.0694 (9) | |
H28A | 0.6107 | −0.0719 | 0.0131 | 0.083* | |
C29 | 0.68607 (18) | 0.0092 (2) | 0.00059 (8) | 0.0614 (8) | |
C30 | 0.73450 (18) | 0.0595 (2) | 0.01643 (8) | 0.0655 (9) | |
H30A | 0.7644 | 0.0915 | 0.0028 | 0.079* | |
C31 | 0.73895 (17) | 0.06293 (19) | 0.05251 (8) | 0.0614 (8) | |
H31A | 0.7719 | 0.0981 | 0.0625 | 0.074* | |
C32 | 0.6772 (2) | 0.0041 (2) | −0.03861 (8) | 0.0840 (11) | |
H32A | 0.6775 | −0.0534 | −0.0457 | 0.101* | |
H32B | 0.7165 | 0.0313 | −0.0499 | 0.101* | |
C33 | 0.6092 (2) | 0.0444 (2) | −0.05118 (9) | 0.0806 (11) | |
H33A | 0.6025 | 0.0313 | −0.0758 | 0.097* | |
H33B | 0.5703 | 0.0207 | −0.0383 | 0.097* | |
C34 | 0.60789 (18) | 0.1369 (2) | −0.04674 (9) | 0.0730 (9) | |
H34A | 0.6177 | 0.1504 | −0.0225 | 0.088* | |
H34B | 0.6445 | 0.1612 | −0.0610 | 0.088* | |
C35 | 0.53863 (16) | 0.17413 (19) | −0.05695 (8) | 0.0592 (8) | |
C36 | 0.49404 (17) | 0.2096 (2) | −0.03281 (8) | 0.0659 (8) | |
H36A | 0.5067 | 0.2116 | −0.0093 | 0.079* | |
C37 | 0.43133 (18) | 0.2420 (2) | −0.04330 (9) | 0.0710 (9) | |
H37A | 0.4028 | 0.2661 | −0.0264 | 0.085* | |
C38 | 0.51575 (17) | 0.1736 (2) | −0.09127 (8) | 0.0659 (8) | |
H38A | 0.5436 | 0.1505 | −0.1087 | 0.079* | |
C39 | 0.45195 (18) | 0.2071 (2) | −0.09974 (8) | 0.0656 (8) | |
H39A | 0.4381 | 0.2061 | −0.1231 | 0.079* | |
C40 | 0.85845 (15) | −0.01861 (19) | 0.10818 (8) | 0.0621 (8) | |
H40A | 0.8346 | −0.0595 | 0.0959 | 0.074* | |
C41 | 0.92900 (15) | −0.0097 (2) | 0.10251 (9) | 0.0654 (9) | |
H41A | 0.9515 | −0.0437 | 0.0864 | 0.078* | |
C42 | 0.96675 (14) | 0.04918 (17) | 0.12054 (7) | 0.0502 (7) | |
C43 | 0.92954 (15) | 0.09603 (18) | 0.14435 (8) | 0.0550 (7) | |
H43A | 0.9525 | 0.1356 | 0.1578 | 0.066* | |
C44 | 0.85903 (15) | 0.08460 (18) | 0.14835 (8) | 0.0564 (7) | |
H44A | 0.8354 | 0.1177 | 0.1644 | 0.068* | |
C45 | 1.04368 (15) | 0.0626 (2) | 0.11425 (8) | 0.0610 (8) | |
H45A | 1.0687 | 0.0116 | 0.1190 | 0.073* | |
H45B | 1.0608 | 0.1043 | 0.1304 | 0.073* | |
C46 | 1.05902 (15) | 0.0898 (2) | 0.07694 (8) | 0.0633 (8) | |
H46A | 1.0422 | 0.0479 | 0.0608 | 0.076* | |
H46B | 1.0337 | 0.1405 | 0.0721 | 0.076* | |
C47 | 1.13549 (17) | 0.1040 (3) | 0.07062 (9) | 0.0812 (11) | |
H47A | 1.1599 | 0.0522 | 0.0745 | 0.097* | |
H47B | 1.1524 | 0.1430 | 0.0880 | 0.097* | |
C48 | 1.15515 (16) | 0.1361 (2) | 0.03462 (8) | 0.0622 (8) | |
C49 | 1.21620 (16) | 0.1777 (2) | 0.02998 (9) | 0.0637 (8) | |
H49A | 1.2451 | 0.1883 | 0.0491 | 0.076* | |
C50 | 1.23538 (18) | 0.2040 (2) | −0.00279 (10) | 0.0729 (9) | |
H50A | 1.2781 | 0.2312 | −0.0050 | 0.087* | |
C51 | 1.1365 (2) | 0.1568 (3) | −0.02687 (9) | 0.0916 (13) | |
H51A | 1.1072 | 0.1508 | −0.0462 | 0.110* | |
C52 | 1.11397 (19) | 0.1266 (3) | 0.00503 (9) | 0.0899 (12) | |
H52A | 1.0710 | 0.0998 | 0.0066 | 0.108* | |
C19 | 0.36677 (15) | 0.0712 (2) | 0.15932 (9) | 0.0786 (11) | |
H19A | 0.3450 | 0.0217 | 0.1687 | 0.094* | 0.771 (8) |
H19B | 0.3416 | 0.0870 | 0.1383 | 0.094* | 0.771 (8) |
H19C | 0.3390 | 0.0226 | 0.1539 | 0.094* | 0.229 (8) |
H19D | 0.3501 | 0.1161 | 0.1447 | 0.094* | 0.229 (8) |
C20 | 0.3620 (3) | 0.1425 (4) | 0.18699 (12) | 0.0720 (18) | 0.771 (8) |
H20A | 0.3881 | 0.1900 | 0.1786 | 0.086* | 0.771 (8) |
H20B | 0.3135 | 0.1591 | 0.1897 | 0.086* | 0.771 (8) |
C21 | 0.3905 (2) | 0.1160 (3) | 0.22211 (11) | 0.0676 (15) | 0.771 (8) |
H21A | 0.4402 | 0.1047 | 0.2201 | 0.081* | 0.771 (8) |
H21B | 0.3674 | 0.0657 | 0.2297 | 0.081* | 0.771 (8) |
C20' | 0.3532 (8) | 0.0952 (10) | 0.1981 (3) | 0.058 (5) | 0.229 (8) |
H20C | 0.3033 | 0.1019 | 0.2017 | 0.069* | 0.229 (8) |
H20D | 0.3690 | 0.0506 | 0.2131 | 0.069* | 0.229 (8) |
C21' | 0.3904 (8) | 0.1748 (9) | 0.2085 (3) | 0.068 (5) | 0.229 (8) |
H21C | 0.3709 | 0.2216 | 0.1960 | 0.081* | 0.229 (8) |
H21D | 0.4400 | 0.1712 | 0.2033 | 0.081* | 0.229 (8) |
O1 | 0.76697 (12) | 0.26568 (13) | 0.09221 (5) | 0.0539 (5) | |
H11 | 0.8099 (19) | 0.257 (2) | 0.0877 (9) | 0.081* | |
H12 | 0.7416 (18) | 0.276 (2) | 0.0741 (9) | 0.081* | |
P1 | 0.35340 (5) | 0.77112 (6) | 0.18112 (3) | 0.0767 (3) | |
F1 | 0.3712 (9) | 0.7158 (5) | 0.2114 (3) | 0.245 (7) | 0.621 (10) |
F2 | 0.4294 (2) | 0.7681 (6) | 0.1668 (2) | 0.136 (3) | 0.621 (10) |
F3 | 0.3396 (4) | 0.8378 (4) | 0.15195 (19) | 0.142 (3) | 0.621 (10) |
F4 | 0.2810 (4) | 0.7827 (6) | 0.1969 (3) | 0.196 (5) | 0.621 (10) |
F5 | 0.3286 (7) | 0.7040 (7) | 0.1565 (3) | 0.166 (5) | 0.621 (10) |
F6 | 0.3765 (5) | 0.8453 (5) | 0.20553 (16) | 0.137 (3) | 0.621 (10) |
F1' | 0.3395 (17) | 0.7567 (16) | 0.2200 (2) | 0.261 (12) | 0.379 (10) |
F2' | 0.4146 (6) | 0.7104 (9) | 0.1898 (6) | 0.207 (8) | 0.379 (10) |
F3' | 0.3745 (17) | 0.7700 (16) | 0.1434 (3) | 0.305 (13) | 0.379 (10) |
F4' | 0.2840 (7) | 0.8135 (10) | 0.1774 (4) | 0.204 (9) | 0.379 (10) |
F5' | 0.3208 (14) | 0.6859 (9) | 0.1761 (6) | 0.171 (8) | 0.379 (10) |
F6' | 0.3954 (15) | 0.8467 (12) | 0.1908 (7) | 0.315 (15) | 0.379 (10) |
P2 | 0.40249 (6) | 0.30718 (7) | 0.06184 (2) | 0.0810 (3) | |
F7 | 0.3604 (18) | 0.266 (2) | 0.0919 (7) | 0.186 (13) | 0.31 (2) |
F8 | 0.3344 (11) | 0.3209 (17) | 0.0405 (9) | 0.168 (12) | 0.31 (2) |
F9 | 0.4496 (11) | 0.3548 (19) | 0.0352 (6) | 0.174 (11) | 0.31 (2) |
F10 | 0.4715 (8) | 0.2748 (10) | 0.0803 (6) | 0.134 (8) | 0.31 (2) |
F11 | 0.414 (2) | 0.2321 (11) | 0.0380 (5) | 0.202 (13) | 0.31 (2) |
F12 | 0.383 (2) | 0.3841 (13) | 0.0838 (7) | 0.200 (12) | 0.31 (2) |
F7' | 0.3766 (6) | 0.2576 (8) | 0.0937 (2) | 0.125 (3) | 0.69 (2) |
F8' | 0.3277 (5) | 0.3342 (8) | 0.0529 (4) | 0.155 (4) | 0.69 (2) |
F9' | 0.4278 (9) | 0.3532 (7) | 0.0284 (3) | 0.191 (6) | 0.69 (2) |
F10' | 0.4790 (3) | 0.2858 (8) | 0.0716 (4) | 0.186 (5) | 0.69 (2) |
F11' | 0.3940 (5) | 0.2242 (4) | 0.0411 (2) | 0.122 (3) | 0.69 (2) |
F12' | 0.4130 (7) | 0.3878 (4) | 0.0841 (2) | 0.136 (3) | 0.69 (2) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Mn1 | 0.0426 (2) | 0.0421 (2) | 0.0450 (2) | 0.00177 (18) | 0.01101 (17) | 0.00263 (18) |
N1 | 0.0525 (13) | 0.0439 (12) | 0.0476 (12) | 0.0015 (11) | 0.0086 (11) | −0.0003 (11) |
N2 | 0.0439 (12) | 0.0441 (13) | 0.0588 (14) | 0.0006 (10) | 0.0106 (11) | 0.0024 (11) |
N3 | 0.0583 (15) | 0.0454 (13) | 0.0474 (13) | −0.0014 (12) | 0.0088 (11) | 0.0030 (11) |
N4 | 0.0449 (13) | 0.0491 (13) | 0.0577 (14) | 0.0024 (11) | 0.0120 (11) | −0.0037 (12) |
N5 | 0.0594 (16) | 0.0610 (16) | 0.0683 (17) | −0.0131 (13) | 0.0147 (13) | −0.0029 (13) |
N6 | 0.0574 (16) | 0.0578 (15) | 0.0572 (15) | 0.0065 (12) | 0.0057 (12) | −0.0033 (12) |
N7 | 0.0591 (16) | 0.0758 (18) | 0.0641 (17) | −0.0091 (14) | −0.0053 (14) | 0.0088 (14) |
N8 | 0.0661 (18) | 0.091 (2) | 0.0638 (17) | 0.0013 (16) | 0.0113 (15) | −0.0027 (15) |
O2 | 0.0585 (13) | 0.0400 (11) | 0.0669 (14) | 0.0021 (9) | 0.0256 (10) | 0.0054 (9) |
O3 | 0.0690 (14) | 0.0406 (11) | 0.0511 (12) | 0.0002 (10) | 0.0135 (10) | 0.0002 (9) |
C1 | 0.0604 (18) | 0.0443 (16) | 0.0523 (17) | 0.0021 (13) | 0.0090 (14) | 0.0017 (13) |
C2 | 0.0589 (18) | 0.0491 (16) | 0.0534 (17) | −0.0044 (14) | 0.0144 (14) | −0.0074 (14) |
C3 | 0.0518 (17) | 0.0532 (16) | 0.0449 (15) | −0.0190 (13) | 0.0029 (13) | −0.0036 (13) |
C4 | 0.0541 (17) | 0.0589 (18) | 0.0532 (17) | −0.0020 (14) | −0.0055 (14) | 0.0058 (14) |
C5 | 0.0500 (16) | 0.0567 (18) | 0.0529 (17) | 0.0045 (14) | 0.0060 (13) | −0.0017 (14) |
C6 | 0.0648 (19) | 0.083 (2) | 0.0436 (16) | −0.0239 (17) | −0.0022 (14) | 0.0001 (15) |
C7 | 0.066 (2) | 0.087 (2) | 0.0536 (18) | −0.0141 (18) | 0.0038 (15) | 0.0158 (17) |
C8 | 0.071 (2) | 0.072 (2) | 0.0577 (18) | −0.0184 (17) | 0.0011 (16) | 0.0155 (16) |
C9 | 0.0610 (19) | 0.0630 (19) | 0.0519 (17) | −0.0137 (15) | 0.0029 (14) | 0.0056 (14) |
C10 | 0.087 (2) | 0.081 (2) | 0.0528 (18) | −0.035 (2) | −0.0044 (17) | 0.0080 (17) |
C11 | 0.088 (3) | 0.071 (2) | 0.0554 (19) | −0.0243 (19) | 0.0089 (18) | 0.0092 (16) |
C12 | 0.0528 (19) | 0.091 (3) | 0.067 (2) | −0.0154 (17) | 0.0021 (16) | −0.0005 (19) |
C13 | 0.0604 (19) | 0.087 (2) | 0.0539 (18) | −0.0181 (17) | −0.0011 (15) | 0.0139 (17) |
C14 | 0.0549 (18) | 0.0577 (18) | 0.0610 (18) | 0.0012 (15) | 0.0049 (14) | 0.0080 (15) |
C15 | 0.0536 (19) | 0.067 (2) | 0.072 (2) | 0.0103 (16) | −0.0086 (16) | −0.0051 (17) |
C16 | 0.0420 (16) | 0.0633 (19) | 0.0662 (19) | −0.0035 (14) | 0.0026 (14) | −0.0270 (16) |
C17 | 0.0556 (19) | 0.0523 (18) | 0.075 (2) | −0.0111 (15) | 0.0205 (16) | −0.0083 (16) |
C18 | 0.0519 (17) | 0.0450 (16) | 0.0714 (19) | 0.0004 (14) | 0.0144 (15) | 0.0040 (14) |
C22 | 0.0505 (18) | 0.093 (3) | 0.075 (2) | 0.0004 (18) | 0.0081 (16) | −0.0315 (19) |
C23 | 0.0454 (18) | 0.085 (2) | 0.078 (2) | −0.0009 (16) | 0.0049 (15) | −0.0235 (19) |
C24 | 0.0444 (17) | 0.069 (2) | 0.0658 (19) | 0.0068 (15) | 0.0134 (15) | −0.0023 (16) |
C25 | 0.0529 (19) | 0.068 (2) | 0.067 (2) | −0.0042 (15) | 0.0006 (15) | −0.0077 (16) |
C26 | 0.0459 (18) | 0.086 (2) | 0.076 (2) | −0.0011 (16) | 0.0127 (16) | −0.0210 (19) |
C27 | 0.067 (2) | 0.0555 (18) | 0.0635 (19) | −0.0110 (16) | 0.0054 (16) | 0.0075 (15) |
C28 | 0.083 (2) | 0.064 (2) | 0.061 (2) | −0.0053 (18) | −0.0125 (17) | −0.0039 (16) |
C29 | 0.077 (2) | 0.0566 (18) | 0.0502 (17) | 0.0181 (17) | 0.0019 (16) | 0.0008 (14) |
C30 | 0.080 (2) | 0.065 (2) | 0.0514 (18) | 0.0003 (18) | 0.0166 (16) | 0.0113 (16) |
C31 | 0.068 (2) | 0.0598 (19) | 0.0558 (18) | −0.0119 (16) | 0.0109 (15) | 0.0032 (15) |
C32 | 0.114 (3) | 0.084 (2) | 0.055 (2) | 0.032 (2) | −0.006 (2) | −0.0059 (18) |
C33 | 0.110 (3) | 0.068 (2) | 0.063 (2) | 0.008 (2) | −0.019 (2) | −0.0084 (17) |
C34 | 0.072 (2) | 0.068 (2) | 0.079 (2) | −0.0027 (18) | −0.0117 (18) | −0.0036 (18) |
C35 | 0.0628 (19) | 0.0544 (18) | 0.0604 (19) | −0.0077 (15) | −0.0041 (15) | 0.0021 (15) |
C36 | 0.067 (2) | 0.078 (2) | 0.0520 (18) | −0.0078 (17) | −0.0096 (16) | 0.0012 (16) |
C37 | 0.067 (2) | 0.088 (2) | 0.059 (2) | −0.0044 (19) | 0.0020 (17) | −0.0039 (18) |
C38 | 0.071 (2) | 0.074 (2) | 0.0533 (18) | −0.0004 (17) | 0.0023 (16) | −0.0016 (16) |
C39 | 0.072 (2) | 0.074 (2) | 0.0508 (18) | −0.0120 (18) | −0.0068 (16) | 0.0083 (16) |
C40 | 0.0473 (17) | 0.0565 (18) | 0.082 (2) | −0.0019 (14) | 0.0132 (15) | −0.0248 (16) |
C41 | 0.0493 (18) | 0.067 (2) | 0.079 (2) | 0.0020 (15) | 0.0172 (16) | −0.0292 (17) |
C42 | 0.0462 (16) | 0.0533 (16) | 0.0512 (16) | 0.0007 (13) | 0.0085 (13) | 0.0006 (13) |
C43 | 0.0526 (18) | 0.0539 (17) | 0.0586 (17) | −0.0032 (14) | 0.0075 (14) | −0.0104 (14) |
C44 | 0.0540 (18) | 0.0569 (18) | 0.0583 (17) | 0.0033 (14) | 0.0130 (14) | −0.0152 (15) |
C45 | 0.0461 (17) | 0.072 (2) | 0.0648 (19) | −0.0044 (15) | 0.0103 (14) | −0.0062 (16) |
C46 | 0.0468 (17) | 0.0631 (19) | 0.080 (2) | 0.0026 (15) | 0.0164 (15) | 0.0073 (16) |
C47 | 0.056 (2) | 0.115 (3) | 0.073 (2) | −0.012 (2) | 0.0145 (17) | 0.003 (2) |
C48 | 0.0484 (17) | 0.073 (2) | 0.065 (2) | −0.0003 (15) | 0.0141 (15) | −0.0080 (16) |
C49 | 0.0499 (18) | 0.071 (2) | 0.070 (2) | −0.0004 (16) | 0.0001 (15) | 0.0039 (17) |
C50 | 0.060 (2) | 0.079 (2) | 0.080 (2) | −0.0052 (17) | 0.0068 (18) | 0.0092 (19) |
C51 | 0.076 (3) | 0.139 (4) | 0.060 (2) | −0.020 (2) | 0.0110 (19) | −0.025 (2) |
C52 | 0.067 (2) | 0.129 (3) | 0.074 (2) | −0.034 (2) | 0.0202 (19) | −0.022 (2) |
C19 | 0.0418 (17) | 0.107 (3) | 0.087 (2) | 0.0042 (18) | 0.0012 (16) | −0.042 (2) |
C20 | 0.053 (3) | 0.088 (4) | 0.075 (3) | 0.023 (3) | 0.007 (3) | −0.017 (3) |
C21 | 0.067 (3) | 0.057 (3) | 0.078 (3) | 0.011 (2) | 0.007 (2) | −0.014 (2) |
C20' | 0.039 (7) | 0.062 (11) | 0.072 (12) | −0.013 (8) | 0.009 (7) | −0.025 (8) |
C21' | 0.070 (10) | 0.049 (10) | 0.084 (13) | −0.020 (8) | 0.017 (9) | −0.026 (9) |
O1 | 0.0574 (13) | 0.0573 (12) | 0.0470 (11) | −0.0104 (11) | 0.0023 (10) | 0.0029 (10) |
P1 | 0.0731 (6) | 0.0797 (7) | 0.0772 (6) | −0.0121 (5) | 0.0171 (5) | −0.0017 (5) |
F1 | 0.50 (2) | 0.109 (6) | 0.129 (8) | −0.002 (9) | 0.036 (10) | 0.078 (6) |
F2 | 0.066 (3) | 0.229 (8) | 0.113 (5) | 0.017 (3) | 0.022 (3) | 0.026 (5) |
F3 | 0.142 (5) | 0.172 (6) | 0.112 (5) | 0.048 (4) | −0.023 (4) | 0.035 (4) |
F4 | 0.126 (6) | 0.201 (9) | 0.260 (12) | −0.073 (6) | 0.126 (7) | −0.075 (8) |
F5 | 0.166 (7) | 0.164 (9) | 0.170 (10) | −0.008 (7) | −0.013 (8) | −0.105 (8) |
F6 | 0.201 (7) | 0.132 (6) | 0.078 (3) | −0.078 (5) | 0.006 (4) | −0.017 (3) |
F1' | 0.41 (3) | 0.31 (3) | 0.066 (6) | −0.02 (2) | 0.019 (11) | −0.035 (11) |
F2' | 0.070 (6) | 0.306 (19) | 0.245 (18) | 0.048 (8) | −0.029 (8) | 0.012 (15) |
F3' | 0.45 (4) | 0.35 (3) | 0.120 (10) | −0.03 (3) | 0.164 (17) | 0.057 (14) |
F4' | 0.204 (15) | 0.210 (14) | 0.197 (15) | 0.173 (13) | −0.020 (12) | 0.011 (10) |
F5' | 0.211 (14) | 0.094 (7) | 0.207 (19) | −0.051 (7) | −0.027 (16) | −0.012 (10) |
F6' | 0.38 (3) | 0.183 (18) | 0.38 (3) | −0.22 (2) | 0.04 (3) | 0.05 (2) |
P2 | 0.0945 (8) | 0.0867 (7) | 0.0619 (6) | −0.0170 (6) | −0.0218 (5) | 0.0009 (5) |
F7 | 0.170 (19) | 0.16 (2) | 0.22 (2) | −0.029 (16) | 0.094 (16) | −0.021 (16) |
F8 | 0.198 (19) | 0.134 (14) | 0.173 (19) | −0.058 (15) | −0.139 (16) | 0.036 (14) |
F9 | 0.106 (10) | 0.23 (2) | 0.18 (2) | −0.065 (9) | 0.026 (10) | 0.098 (17) |
F10 | 0.173 (19) | 0.103 (9) | 0.125 (10) | 0.010 (8) | −0.086 (12) | 0.010 (7) |
F11 | 0.33 (3) | 0.20 (2) | 0.075 (9) | 0.025 (17) | 0.082 (15) | −0.052 (10) |
F12 | 0.20 (2) | 0.166 (15) | 0.24 (2) | −0.014 (12) | 0.014 (15) | −0.126 (14) |
F7' | 0.133 (6) | 0.141 (6) | 0.101 (4) | 0.043 (5) | 0.039 (3) | 0.058 (4) |
F8' | 0.141 (6) | 0.143 (6) | 0.181 (9) | 0.052 (5) | −0.091 (5) | −0.024 (5) |
F9' | 0.328 (16) | 0.152 (7) | 0.093 (4) | −0.077 (9) | 0.009 (7) | 0.023 (4) |
F10' | 0.063 (4) | 0.305 (13) | 0.190 (9) | −0.018 (5) | −0.003 (4) | 0.024 (7) |
F11' | 0.149 (5) | 0.082 (4) | 0.134 (7) | −0.023 (3) | −0.021 (4) | −0.024 (3) |
F12' | 0.192 (8) | 0.092 (4) | 0.124 (5) | −0.031 (3) | −0.066 (5) | −0.020 (3) |
Mn1—O2 | 2.1829 (19) | C33—C34 | 1.507 (5) |
Mn1—O3 | 2.196 (2) | C33—H33A | 0.9700 |
Mn1—N4 | 2.267 (2) | C33—H33B | 0.9700 |
Mn1—N2 | 2.283 (2) | C34—C35 | 1.505 (4) |
Mn1—N1 | 2.285 (2) | C34—H34A | 0.9700 |
Mn1—N3 | 2.286 (2) | C34—H34B | 0.9700 |
N1—C5 | 1.337 (3) | C35—C36 | 1.380 (4) |
N1—C1 | 1.340 (3) | C35—C38 | 1.381 (4) |
N2—C18 | 1.337 (3) | C36—C37 | 1.368 (4) |
N2—C14 | 1.339 (3) | C36—H36A | 0.9300 |
N3—C27 | 1.337 (4) | C37—H37A | 0.9300 |
N3—C31 | 1.338 (3) | C38—C39 | 1.373 (4) |
N4—C44 | 1.333 (3) | C38—H38A | 0.9300 |
N4—C40 | 1.334 (3) | C39—H39A | 0.9300 |
N5—C11 | 1.327 (4) | C40—C41 | 1.373 (4) |
N5—C12 | 1.329 (4) | C40—H40A | 0.9300 |
N6—C24 | 1.325 (4) | C41—C42 | 1.379 (4) |
N6—C25 | 1.330 (4) | C41—H41A | 0.9300 |
N7—C39 | 1.332 (4) | C42—C43 | 1.381 (4) |
N7—C37 | 1.337 (4) | C42—C45 | 1.505 (4) |
N8—C50 | 1.321 (4) | C43—C44 | 1.369 (4) |
N8—C51 | 1.321 (4) | C43—H43A | 0.9300 |
O2—H21 | 0.85 (4) | C44—H44A | 0.9300 |
O2—H22 | 0.80 (4) | C45—C46 | 1.519 (4) |
O3—H31 | 0.79 (4) | C45—H45A | 0.9700 |
O3—H32 | 0.83 (4) | C45—H45B | 0.9700 |
C1—C2 | 1.372 (4) | C46—C47 | 1.499 (4) |
C1—H1A | 0.9300 | C46—H46A | 0.9700 |
C2—C3 | 1.382 (4) | C46—H46B | 0.9700 |
C2—H2A | 0.9300 | C47—C48 | 1.516 (4) |
C3—C4 | 1.390 (4) | C47—H47A | 0.9700 |
C3—C6 | 1.500 (4) | C47—H47B | 0.9700 |
C4—C5 | 1.374 (4) | C48—C49 | 1.359 (4) |
C4—H4A | 0.9300 | C48—C52 | 1.385 (5) |
C5—H5A | 0.9300 | C49—C50 | 1.371 (4) |
C6—C7 | 1.533 (4) | C49—H49A | 0.9300 |
C6—H6A | 0.9700 | C50—H50A | 0.9300 |
C6—H6B | 0.9700 | C51—C52 | 1.381 (5) |
C7—C8 | 1.500 (4) | C51—H51A | 0.9300 |
C7—H7A | 0.9700 | C52—H52A | 0.9300 |
C7—H7B | 0.9700 | C19—C20' | 1.551 (9) |
C8—C9 | 1.512 (4) | C19—C20 | 1.567 (5) |
C8—H8A | 0.9700 | C19—H19A | 0.9700 |
C8—H8B | 0.9700 | C19—H19B | 0.9700 |
C9—C13 | 1.372 (4) | C19—H19C | 0.9701 |
C9—C10 | 1.378 (4) | C19—H19D | 0.9699 |
C10—C11 | 1.374 (4) | C20—C21 | 1.509 (6) |
C10—H10A | 0.9300 | C20—H20A | 0.9700 |
C11—H11A | 0.9300 | C20—H20B | 0.9700 |
C12—C13 | 1.375 (4) | C21—H21A | 0.9700 |
C12—H12A | 0.9300 | C21—H21B | 0.9700 |
C13—H13A | 0.9300 | C20'—C21' | 1.525 (10) |
C14—C15 | 1.379 (4) | C20'—H20C | 0.9700 |
C14—H14A | 0.9300 | C20'—H20D | 0.9700 |
C15—C16 | 1.384 (4) | C21'—H21C | 0.9700 |
C15—H15A | 0.9300 | C21'—H21D | 0.9700 |
C16—C17 | 1.380 (4) | O1—H11 | 0.85 (4) |
C16—C19 | 1.509 (4) | O1—H12 | 0.86 (4) |
C17—C18 | 1.373 (4) | P1—F1 | 1.501 (6) |
C17—H17A | 0.9300 | P1—F2 | 1.552 (4) |
C18—H18A | 0.9300 | P1—F3 | 1.572 (5) |
C22—C26 | 1.377 (4) | P1—F4 | 1.520 (5) |
C22—C23 | 1.386 (4) | P1—F5 | 1.512 (6) |
C22—C21 | 1.537 (5) | P1—F6 | 1.582 (5) |
C22—C21' | 1.581 (9) | P1—F1' | 1.525 (9) |
C23—C24 | 1.372 (4) | P1—F2' | 1.562 (8) |
C23—H23A | 0.9300 | P1—F3' | 1.494 (8) |
C24—H24A | 0.9300 | P1—F4' | 1.500 (7) |
C25—C26 | 1.372 (4) | P1—F5' | 1.525 (9) |
C25—H25A | 0.9300 | P1—F6' | 1.508 (9) |
C26—H26A | 0.9300 | P2—F7 | 1.549 (10) |
C27—C28 | 1.373 (4) | P2—F8 | 1.551 (9) |
C27—H27A | 0.9300 | P2—F9 | 1.560 (9) |
C28—C29 | 1.375 (4) | P2—F10 | 1.583 (9) |
C28—H28A | 0.9300 | P2—F11 | 1.535 (9) |
C29—C30 | 1.373 (5) | P2—F12 | 1.546 (9) |
C29—C32 | 1.508 (4) | P2—F7' | 1.539 (4) |
C30—C31 | 1.381 (4) | P2—F8' | 1.534 (6) |
C30—H30A | 0.9300 | P2—F9' | 1.555 (6) |
C31—H31A | 0.9300 | P2—F10' | 1.547 (6) |
C32—C33 | 1.530 (5) | P2—F11' | 1.566 (5) |
C32—H32A | 0.9700 | P2—F12' | 1.569 (5) |
C32—H32B | 0.9700 | ||
O2—Mn1—O3 | 173.03 (8) | C35—C36—H36A | 119.8 |
O2—Mn1—N4 | 89.70 (8) | N7—C37—C36 | 123.8 (3) |
O3—Mn1—N4 | 92.58 (8) | N7—C37—H37A | 118.1 |
O2—Mn1—N2 | 87.70 (8) | C36—C37—H37A | 118.1 |
O3—Mn1—N2 | 90.10 (8) | C39—C38—C35 | 120.1 (3) |
N4—Mn1—N2 | 177.28 (8) | C39—C38—H38A | 119.9 |
O2—Mn1—N1 | 88.69 (8) | C35—C38—H38A | 119.9 |
O3—Mn1—N1 | 84.69 (8) | N7—C39—C38 | 123.8 (3) |
N4—Mn1—N1 | 91.03 (8) | N7—C39—H39A | 118.1 |
N2—Mn1—N1 | 89.71 (8) | C38—C39—H39A | 118.1 |
O2—Mn1—N3 | 94.28 (8) | N4—C40—C41 | 123.2 (3) |
O3—Mn1—N3 | 92.31 (8) | N4—C40—H40A | 118.4 |
N4—Mn1—N3 | 89.65 (8) | C41—C40—H40A | 118.4 |
N2—Mn1—N3 | 89.75 (8) | C40—C41—C42 | 120.5 (3) |
N1—Mn1—N3 | 176.96 (8) | C40—C41—H41A | 119.7 |
C5—N1—C1 | 116.3 (2) | C42—C41—H41A | 119.7 |
C5—N1—Mn1 | 121.23 (18) | C41—C42—C43 | 116.0 (3) |
C1—N1—Mn1 | 121.46 (19) | C41—C42—C45 | 122.1 (3) |
C18—N2—C14 | 116.2 (2) | C43—C42—C45 | 121.9 (3) |
C18—N2—Mn1 | 121.17 (19) | C44—C43—C42 | 120.4 (3) |
C14—N2—Mn1 | 121.64 (18) | C44—C43—H43A | 119.8 |
C27—N3—C31 | 115.8 (3) | C42—C43—H43A | 119.8 |
C27—N3—Mn1 | 120.26 (19) | N4—C44—C43 | 123.5 (3) |
C31—N3—Mn1 | 123.9 (2) | N4—C44—H44A | 118.3 |
C44—N4—C40 | 116.4 (2) | C43—C44—H44A | 118.3 |
C44—N4—Mn1 | 121.04 (18) | C42—C45—C46 | 112.3 (3) |
C40—N4—Mn1 | 122.24 (19) | C42—C45—H45A | 109.1 |
C11—N5—C12 | 115.6 (3) | C46—C45—H45A | 109.1 |
C24—N6—C25 | 115.9 (3) | C42—C45—H45B | 109.1 |
C39—N7—C37 | 115.8 (3) | C46—C45—H45B | 109.1 |
C50—N8—C51 | 115.5 (3) | H45A—C45—H45B | 107.9 |
Mn1—O2—H21 | 123 (2) | C47—C46—C45 | 112.5 (3) |
Mn1—O2—H22 | 129 (3) | C47—C46—H46A | 109.1 |
H21—O2—H22 | 108 (3) | C45—C46—H46A | 109.1 |
Mn1—O3—H31 | 125 (3) | C47—C46—H46B | 109.1 |
Mn1—O3—H32 | 126 (2) | C45—C46—H46B | 109.1 |
H31—O3—H32 | 108 (3) | H46A—C46—H46B | 107.8 |
N1—C1—C2 | 123.3 (3) | C46—C47—C48 | 116.1 (3) |
N1—C1—H1A | 118.4 | C46—C47—H47A | 108.3 |
C2—C1—H1A | 118.4 | C48—C47—H47A | 108.3 |
C1—C2—C3 | 120.6 (3) | C46—C47—H47B | 108.3 |
C1—C2—H2A | 119.7 | C48—C47—H47B | 108.3 |
C3—C2—H2A | 119.7 | H47A—C47—H47B | 107.4 |
C2—C3—C4 | 116.1 (3) | C49—C48—C52 | 115.9 (3) |
C2—C3—C6 | 122.3 (3) | C49—C48—C47 | 120.0 (3) |
C4—C3—C6 | 121.6 (3) | C52—C48—C47 | 124.1 (3) |
C5—C4—C3 | 120.0 (3) | C48—C49—C50 | 120.2 (3) |
C5—C4—H4A | 120.0 | C48—C49—H49A | 119.9 |
C3—C4—H4A | 120.0 | C50—C49—H49A | 119.9 |
N1—C5—C4 | 123.6 (3) | N8—C50—C49 | 124.7 (3) |
N1—C5—H5A | 118.2 | N8—C50—H50A | 117.7 |
C4—C5—H5A | 118.2 | C49—C50—H50A | 117.7 |
C3—C6—C7 | 112.8 (2) | N8—C51—C52 | 123.5 (4) |
C3—C6—H6A | 109.0 | N8—C51—H51A | 118.3 |
C7—C6—H6A | 109.0 | C52—C51—H51A | 118.3 |
C3—C6—H6B | 109.0 | C51—C52—C48 | 120.1 (3) |
C7—C6—H6B | 109.0 | C51—C52—H52A | 119.9 |
H6A—C6—H6B | 107.8 | C48—C52—H52A | 119.9 |
C8—C7—C6 | 114.3 (3) | C16—C19—C20' | 115.4 (7) |
C8—C7—H7A | 108.7 | C16—C19—C20 | 110.8 (3) |
C6—C7—H7A | 108.7 | C16—C19—H19A | 109.5 |
C8—C7—H7B | 108.7 | C20—C19—H19A | 109.5 |
C6—C7—H7B | 108.7 | C16—C19—H19B | 109.5 |
H7A—C7—H7B | 107.6 | C20—C19—H19B | 109.5 |
C7—C8—C9 | 115.3 (3) | H19A—C19—H19B | 108.1 |
C7—C8—H8A | 108.5 | C16—C19—H19C | 108.3 |
C9—C8—H8A | 108.5 | C20'—C19—H19C | 108.3 |
C7—C8—H8B | 108.5 | C16—C19—H19D | 109.0 |
C9—C8—H8B | 108.5 | C20'—C19—H19D | 107.9 |
H8A—C8—H8B | 107.5 | H19C—C19—H19D | 107.8 |
C13—C9—C10 | 116.1 (3) | C21—C20—C19 | 111.6 (4) |
C13—C9—C8 | 122.4 (3) | C21—C20—H20A | 109.3 |
C10—C9—C8 | 121.4 (3) | C19—C20—H20A | 109.3 |
C11—C10—C9 | 119.9 (3) | C21—C20—H20B | 109.3 |
C11—C10—H10A | 120.0 | C19—C20—H20B | 109.3 |
C9—C10—H10A | 120.0 | H20A—C20—H20B | 108.0 |
N5—C11—C10 | 124.2 (3) | C20—C21—C22 | 109.8 (4) |
N5—C11—H11A | 117.9 | C20—C21—H21A | 109.7 |
C10—C11—H11A | 117.9 | C22—C21—H21A | 109.7 |
N5—C12—C13 | 123.8 (3) | C20—C21—H21B | 109.7 |
N5—C12—H12A | 118.1 | C22—C21—H21B | 109.7 |
C13—C12—H12A | 118.1 | H21A—C21—H21B | 108.2 |
C9—C13—C12 | 120.4 (3) | C21'—C20'—C19 | 112.5 (8) |
C9—C13—H13A | 119.8 | C21'—C20'—H20C | 109.1 |
C12—C13—H13A | 119.8 | C19—C20'—H20C | 109.1 |
N2—C14—C15 | 123.5 (3) | C21'—C20'—H20D | 109.1 |
N2—C14—H14A | 118.3 | C19—C20'—H20D | 109.1 |
C15—C14—H14A | 118.3 | H20C—C20'—H20D | 107.8 |
C14—C15—C16 | 119.9 (3) | C20'—C21'—C22 | 105.9 (8) |
C14—C15—H15A | 120.1 | C20'—C21'—H21C | 110.6 |
C16—C15—H15A | 120.1 | C22—C21'—H21C | 110.6 |
C17—C16—C15 | 116.6 (3) | C20'—C21'—H21D | 110.6 |
C17—C16—C19 | 122.0 (3) | C22—C21'—H21D | 110.6 |
C15—C16—C19 | 121.4 (3) | H21C—C21'—H21D | 108.7 |
C18—C17—C16 | 120.2 (3) | H11—O1—H12 | 114 (3) |
C18—C17—H17A | 119.9 | F1—P1—F5 | 97.0 (6) |
C16—C17—H17A | 119.9 | F1—P1—F4 | 88.5 (8) |
N2—C18—C17 | 123.6 (3) | F5—P1—F4 | 92.8 (6) |
N2—C18—H18A | 118.2 | F1—P1—F2 | 92.3 (7) |
C17—C18—H18A | 118.2 | F5—P1—F2 | 93.0 (6) |
C26—C22—C23 | 116.3 (3) | F4—P1—F2 | 174.0 (5) |
C26—C22—C21 | 122.6 (3) | F1—P1—F3 | 172.9 (6) |
C23—C22—C21 | 120.6 (3) | F5—P1—F3 | 90.0 (6) |
C26—C22—C21' | 114.1 (5) | F4—P1—F3 | 92.5 (5) |
C23—C22—C21' | 118.2 (7) | F2—P1—F3 | 85.9 (4) |
C24—C23—C22 | 119.5 (3) | F1—P1—F6 | 86.3 (5) |
C24—C23—H23A | 120.3 | F5—P1—F6 | 176.4 (7) |
C22—C23—H23A | 120.3 | F4—P1—F6 | 85.9 (5) |
N6—C24—C23 | 124.4 (3) | F2—P1—F6 | 88.3 (4) |
N6—C24—H24A | 117.8 | F3—P1—F6 | 86.8 (4) |
C23—C24—H24A | 117.8 | F3'—P1—F4' | 98.8 (13) |
N6—C25—C26 | 123.7 (3) | F3'—P1—F6' | 95.8 (13) |
N6—C25—H25A | 118.1 | F4'—P1—F6' | 97.1 (14) |
C26—C25—H25A | 118.1 | F3'—P1—F1' | 169.0 (15) |
C25—C26—C22 | 120.2 (3) | F4'—P1—F1' | 90.5 (12) |
C25—C26—H26A | 119.9 | F6'—P1—F1' | 88.8 (11) |
C22—C26—H26A | 119.9 | F3'—P1—F5' | 88.8 (10) |
N3—C27—C28 | 123.6 (3) | F4'—P1—F5' | 92.3 (13) |
N3—C27—H27A | 118.2 | F6'—P1—F5' | 168.7 (15) |
C28—C27—H27A | 118.2 | F1'—P1—F5' | 85.0 (11) |
C27—C28—C29 | 120.5 (3) | F3'—P1—F2' | 89.7 (12) |
C27—C28—H28A | 119.7 | F4'—P1—F2' | 165.7 (10) |
C29—C28—H28A | 119.7 | F6'—P1—F2' | 93.4 (14) |
C30—C29—C28 | 116.4 (3) | F1'—P1—F2' | 80.1 (12) |
C30—C29—C32 | 123.0 (3) | F5'—P1—F2' | 76.3 (12) |
C28—C29—C32 | 120.6 (3) | F11—P2—F12 | 173.8 (15) |
C29—C30—C31 | 120.3 (3) | F11—P2—F7 | 100.3 (17) |
C29—C30—H30A | 119.9 | F12—P2—F7 | 79.4 (19) |
C31—C30—H30A | 119.9 | F11—P2—F8 | 85.8 (15) |
N3—C31—C30 | 123.5 (3) | F12—P2—F8 | 88.0 (14) |
N3—C31—H31A | 118.3 | F7—P2—F8 | 90.8 (17) |
C30—C31—H31A | 118.3 | F7—P2—F9 | 172.7 (17) |
C29—C32—C33 | 112.6 (3) | F8—P2—F9 | 94.2 (15) |
C29—C32—H32A | 109.1 | F11—P2—F9 | 85.3 (16) |
C33—C32—H32A | 109.1 | F11—P2—F10 | 83.0 (14) |
C29—C32—H32B | 109.1 | F12—P2—F10 | 103.2 (14) |
C33—C32—H32B | 109.1 | F7—P2—F10 | 87.8 (14) |
H32A—C32—H32B | 107.8 | F8—P2—F10 | 168.3 (13) |
C34—C33—C32 | 113.7 (3) | F9—P2—F10 | 88.4 (12) |
C34—C33—H33A | 108.8 | F12—P2—F9 | 95.4 (17) |
C32—C33—H33A | 108.8 | F8'—P2—F7' | 91.5 (7) |
C34—C33—H33B | 108.8 | F8'—P2—F10' | 176.2 (7) |
C32—C33—H33B | 108.8 | F7'—P2—F10' | 89.8 (6) |
H33A—C33—H33B | 107.7 | F8'—P2—F9' | 88.3 (8) |
C35—C34—C33 | 112.5 (3) | F7'—P2—F9' | 176.9 (7) |
C35—C34—H34A | 109.1 | F10'—P2—F9' | 90.7 (7) |
C33—C34—H34A | 109.1 | F8'—P2—F11' | 92.0 (6) |
C35—C34—H34B | 109.1 | F7'—P2—F11' | 85.3 (7) |
C33—C34—H34B | 109.1 | F10'—P2—F11' | 91.6 (6) |
H34A—C34—H34B | 107.8 | F9'—P2—F11' | 91.7 (6) |
C36—C35—C38 | 116.1 (3) | F8'—P2—F12' | 90.2 (6) |
C36—C35—C34 | 122.4 (3) | F7'—P2—F12' | 92.7 (7) |
C38—C35—C34 | 121.4 (3) | F10'—P2—F12' | 86.3 (6) |
C37—C36—C35 | 120.3 (3) | F9'—P2—F12' | 90.4 (6) |
C37—C36—H36A | 119.8 | F11'—P2—F12' | 177.1 (5) |
O2—Mn1—N1—C5 | −141.1 (2) | C22—C23—C24—N6 | 1.0 (5) |
O3—Mn1—N1—C5 | 41.0 (2) | C24—N6—C25—C26 | −0.2 (5) |
N4—Mn1—N1—C5 | −51.4 (2) | N6—C25—C26—C22 | −0.1 (5) |
N2—Mn1—N1—C5 | 131.2 (2) | C23—C22—C26—C25 | 0.8 (5) |
O2—Mn1—N1—C1 | 50.6 (2) | C21—C22—C26—C25 | −170.8 (4) |
O3—Mn1—N1—C1 | −127.2 (2) | C21'—C22—C26—C25 | 143.7 (7) |
N4—Mn1—N1—C1 | 140.3 (2) | C31—N3—C27—C28 | −0.6 (4) |
N2—Mn1—N1—C1 | −37.1 (2) | Mn1—N3—C27—C28 | 178.5 (2) |
O2—Mn1—N2—C18 | −128.8 (2) | N3—C27—C28—C29 | 0.6 (5) |
O3—Mn1—N2—C18 | 44.6 (2) | C27—C28—C29—C30 | 0.1 (5) |
N1—Mn1—N2—C18 | −40.1 (2) | C27—C28—C29—C32 | −179.0 (3) |
N3—Mn1—N2—C18 | 136.9 (2) | C28—C29—C30—C31 | −0.7 (5) |
O2—Mn1—N2—C14 | 39.2 (2) | C32—C29—C30—C31 | 178.4 (3) |
O3—Mn1—N2—C14 | −147.4 (2) | C27—N3—C31—C30 | −0.1 (4) |
N1—Mn1—N2—C14 | 127.9 (2) | Mn1—N3—C31—C30 | −179.1 (2) |
N3—Mn1—N2—C14 | −55.1 (2) | C29—C30—C31—N3 | 0.7 (5) |
O2—Mn1—N3—C27 | −130.5 (2) | C30—C29—C32—C33 | −108.8 (4) |
O3—Mn1—N3—C27 | 47.2 (2) | C28—C29—C32—C33 | 70.3 (4) |
N4—Mn1—N3—C27 | 139.8 (2) | C29—C32—C33—C34 | 68.0 (4) |
N2—Mn1—N3—C27 | −42.9 (2) | C32—C33—C34—C35 | −176.0 (3) |
O2—Mn1—N3—C31 | 48.4 (2) | C33—C34—C35—C36 | 112.1 (4) |
O3—Mn1—N3—C31 | −133.8 (2) | C33—C34—C35—C38 | −67.1 (4) |
N4—Mn1—N3—C31 | −41.3 (2) | C38—C35—C36—C37 | −0.2 (5) |
N2—Mn1—N3—C31 | 136.1 (2) | C34—C35—C36—C37 | −179.4 (3) |
O2—Mn1—N4—C44 | 37.3 (2) | C39—N7—C37—C36 | −1.2 (5) |
O3—Mn1—N4—C44 | −136.1 (2) | C35—C36—C37—N7 | 0.9 (5) |
N1—Mn1—N4—C44 | −51.4 (2) | C36—C35—C38—C39 | 0.0 (5) |
N3—Mn1—N4—C44 | 131.6 (2) | C34—C35—C38—C39 | 179.2 (3) |
O2—Mn1—N4—C40 | −135.7 (2) | C37—N7—C39—C38 | 1.0 (5) |
O3—Mn1—N4—C40 | 50.9 (2) | C35—C38—C39—N7 | −0.4 (5) |
N1—Mn1—N4—C40 | 135.6 (2) | C44—N4—C40—C41 | −2.0 (5) |
N3—Mn1—N4—C40 | −41.4 (2) | Mn1—N4—C40—C41 | 171.3 (3) |
C5—N1—C1—C2 | −2.3 (4) | N4—C40—C41—C42 | 1.0 (5) |
Mn1—N1—C1—C2 | 166.5 (2) | C40—C41—C42—C43 | 1.0 (5) |
N1—C1—C2—C3 | −0.3 (4) | C40—C41—C42—C45 | −178.1 (3) |
C1—C2—C3—C4 | 2.6 (4) | C41—C42—C43—C44 | −1.9 (4) |
C1—C2—C3—C6 | −175.4 (3) | C45—C42—C43—C44 | 177.2 (3) |
C2—C3—C4—C5 | −2.3 (4) | C40—N4—C44—C43 | 1.1 (4) |
C6—C3—C4—C5 | 175.6 (3) | Mn1—N4—C44—C43 | −172.3 (2) |
C1—N1—C5—C4 | 2.5 (4) | C42—C43—C44—N4 | 0.9 (5) |
Mn1—N1—C5—C4 | −166.3 (2) | C41—C42—C45—C46 | 62.0 (4) |
C3—C4—C5—N1 | −0.2 (4) | C43—C42—C45—C46 | −117.0 (3) |
C2—C3—C6—C7 | 88.4 (4) | C42—C45—C46—C47 | 179.5 (3) |
C4—C3—C6—C7 | −89.4 (4) | C45—C46—C47—C48 | −176.6 (3) |
C3—C6—C7—C8 | −64.9 (4) | C46—C47—C48—C49 | 156.7 (3) |
C6—C7—C8—C9 | −173.0 (3) | C46—C47—C48—C52 | −22.8 (5) |
C7—C8—C9—C13 | −132.7 (3) | C52—C48—C49—C50 | −3.0 (5) |
C7—C8—C9—C10 | 48.8 (5) | C47—C48—C49—C50 | 177.5 (3) |
C13—C9—C10—C11 | −1.4 (5) | C51—N8—C50—C49 | 1.7 (5) |
C8—C9—C10—C11 | 177.2 (3) | C48—C49—C50—N8 | 1.5 (5) |
C12—N5—C11—C10 | −0.1 (5) | C50—N8—C51—C52 | −3.3 (6) |
C9—C10—C11—N5 | 1.2 (6) | N8—C51—C52—C48 | 1.7 (7) |
C11—N5—C12—C13 | −0.7 (5) | C49—C48—C52—C51 | 1.5 (6) |
C10—C9—C13—C12 | 0.7 (5) | C47—C48—C52—C51 | −179.0 (4) |
C8—C9—C13—C12 | −177.9 (3) | C17—C16—C19—C20' | 57.6 (8) |
N5—C12—C13—C9 | 0.4 (6) | C15—C16—C19—C20' | −120.5 (7) |
C18—N2—C14—C15 | 2.0 (4) | C17—C16—C19—C20 | 93.5 (4) |
Mn1—N2—C14—C15 | −166.6 (2) | C15—C16—C19—C20 | −84.6 (4) |
N2—C14—C15—C16 | 0.3 (5) | C16—C19—C20—C21 | −68.0 (6) |
C14—C15—C16—C17 | −2.6 (4) | C20'—C19—C20—C21 | 36.9 (11) |
C14—C15—C16—C19 | 175.6 (3) | C19—C20—C21—C22 | −174.6 (3) |
C15—C16—C17—C18 | 2.7 (4) | C26—C22—C21—C20 | −119.1 (5) |
C19—C16—C17—C18 | −175.5 (3) | C23—C22—C21—C20 | 69.8 (6) |
C14—N2—C18—C17 | −1.9 (4) | C21'—C22—C21—C20 | −29.1 (8) |
Mn1—N2—C18—C17 | 166.7 (2) | C16—C19—C20'—C21' | 62.6 (16) |
C16—C17—C18—N2 | −0.5 (5) | C20—C19—C20'—C21' | −27.0 (9) |
C26—C22—C23—C24 | −1.2 (5) | C19—C20'—C21'—C22 | −173.7 (10) |
C21—C22—C23—C24 | 170.5 (4) | C26—C22—C21'—C20' | 148.5 (11) |
C21'—C22—C23—C24 | −142.5 (6) | C23—C22—C21'—C20' | −69.4 (14) |
C25—N6—C24—C23 | −0.3 (5) | C21—C22—C21'—C20' | 35.8 (9) |
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H21···O1 | 0.85 (4) | 1.85 (4) | 2.693 (3) | 173 (3) |
O1—H11···N7i | 0.85 (4) | 1.94 (4) | 2.775 (3) | 169 (3) |
O1—H12···N8ii | 0.86 (4) | 1.90 (4) | 2.752 (3) | 172 (3) |
O2—H22···N5iii | 0.80 (4) | 2.02 (4) | 2.818 (3) | 174 (4) |
O3—H31···N6iv | 0.79 (4) | 2.07 (4) | 2.861 (3) | 174 (4) |
O3—H32···O1v | 0.83 (4) | 1.92 (4) | 2.733 (3) | 169 (3) |
Symmetry codes: (i) x+1/2, −y+1/2, −z; (ii) x−1/2, −y+1/2, −z; (iii) −x+1, y+1/2, −z+1/2; (iv) −x+1, y−1/2, −z+1/2; (v) −x+3/2, y−1/2, z. |
Experimental details
Crystal data | |
Chemical formula | [Mn(C13H14N2)4(H2O)2](PF6)2·H2O |
Mr | 1191.98 |
Crystal system, space group | Orthorhombic, Pbca |
Temperature (K) | 291 |
a, b, c (Å) | 19.1098 (15), 16.1767 (13), 38.158 (3) |
V (Å3) | 11795.9 (16) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 0.36 |
Crystal size (mm) | 0.47 × 0.38 × 0.37 |
Data collection | |
Diffractometer | Bruker SMART APEXII |
Absorption correction | Multi-scan (SADABS; Bruker, 2001) |
Tmin, Tmax | 0.848, 0.878 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 85755, 10983, 7230 |
Rint | 0.052 |
(sin θ/λ)max (Å−1) | 0.606 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.046, 0.135, 1.02 |
No. of reflections | 10983 |
No. of parameters | 850 |
No. of restraints | 30 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.59, −0.36 |
Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2001).
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H21···O1 | 0.85 (4) | 1.85 (4) | 2.693 (3) | 173 (3) |
O1—H11···N7i | 0.85 (4) | 1.94 (4) | 2.775 (3) | 169 (3) |
O1—H12···N8ii | 0.86 (4) | 1.90 (4) | 2.752 (3) | 172 (3) |
O2—H22···N5iii | 0.80 (4) | 2.02 (4) | 2.818 (3) | 174 (4) |
O3—H31···N6iv | 0.79 (4) | 2.07 (4) | 2.861 (3) | 174 (4) |
O3—H32···O1v | 0.83 (4) | 1.92 (4) | 2.733 (3) | 169 (3) |
Symmetry codes: (i) x+1/2, −y+1/2, −z; (ii) x−1/2, −y+1/2, −z; (iii) −x+1, y+1/2, −z+1/2; (iv) −x+1, y−1/2, −z+1/2; (v) −x+3/2, y−1/2, z. |
The ligand 1,3-bis(4-pyridyl)propane (L1) has been usually used as a nitrogen donor bridging ligand (Belcher et al., 2002; Plater et al., 2000; Bujaci et al., 2002; Hu & Tong, 2005; Carlucci et al., 2002). However, when L1 and L2 [2,5-bis(2-pyridyl)-1,3,4-thiadiazole, which is usually used as an angular bridging ligand] coexisted in a self-assembling system with Mn(CH3COO)2 and NH4PF6, the title mononuclear manganese(II) complex, (I), was formed, where L1 is coordinated to MnII in a monodentate mode. Two ZnII mononuclear complexes including L1 have reported (Choi et al., 2004; Kim et al., 2006). Both have structures very similar to that of (I).
In (I), the metal centre MnII coordinates to four N atoms from four crystallographically independent bridging ligands L1, and two O atoms from two distinct water molecules, to form an octahedral coordination geometry. The Mn—N distances fall in the range 2.267 (2)–2.286 (2) Å and the Mn—O distances in the range 2.1829 (19)–2.196 (2) Å. The angles N—Mn—O vary from 84.69 (8) to 94.28 (8)° (Fig. 1). Furthermore, the major contributors to the construction of supramolecular systems are hydrogen bonds between N atoms of non-coordinated pyridyl rings and O atoms of water molecules, and between O atom of the lattice water molecule and O atoms of coordinating water molecules. The H···Acceptor separations for these contacts vary from 1.85 (4) to 2.07 (4) Å, while D—H···A angles are close to 175°, indicating that these hydrogen bonds may be considered as strong interactions.