Acta Cryst. (2007). E63, m2237-m2238 [ doi:10.1107/S160053680703557X ]
![[kappa]](/logos/entities/kappa_rmgif.gif)
2N,N')manganese(II)] dinitratobis(1,10-phenanthroline-2N,N')manganese(II)The title compound, [Mn(C7F5O2)(NO3)(C12H8N2)2]2·[Mn(NO3)2(C12H8N2)2], contains two types of molecules: [Mn(phen)2(F5C6COO)(NO3)] (A) and [Mn(phen)2(NO3)2] (B) (phen = 1,10-phenanthroline) in a 2:1 ratio. Molecule B possesses a crystallographically imposed twofold rotation axis. The Mn ions in each of the two molecules are coordinated by four N atoms and two O atoms in a distorted octahedral geometry. The crystal packing exhibits ![[pi]](/logos/entities/pi_rmgif.gif)
interactions with relatively short distances of 3.6775 (14) and 3.8214 (13) Å between the centroids of six-membered rings from neighbouring molecules, and weak intermolecular C-HO and C-HF hydrogen bonds.
The title compound was obtained as following: added aqueous solution of manganese(II) nitrate (1 mmol) and phen (3 mmol) slowly to aqueous solution of pentafluorobenzoic acid (1 mmol) and KOH (1 mmol) with stirring, then the resulting mixture was stirred 4 h under refluxing. The solution was filtered. By slow evaporation, yellow block-shape single crystals suitable for X-ray analysis were obtained within several weeks.
All H atoms were geometrically positioned [C—H 0.93 Å], and treated as riding, with Uiso(H) = 1.2Ueq(C).
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Bruker SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXL97.
![[Figure 1]](./cv2276fig1thm.gif)
| Fig. 1. View of (I), showing atomic labels and displacement ellipsoids drawn at the 50% probability level [symmetry code: (A) -x, y, -z + 1/2]. H atoms omitted for clarity. |
| [Mn(C7F5O2)(NO3)(C12H8N2)2]2·[Mn(NO3)2(C12H8N2)2] | F(000) = 3876 |
| Mr = 1916.22 | Dx = 1.649 Mg m−3 |
| Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
| Hall symbol: -C2yc | Cell parameters from 749 reflections |
| a = 45.889 (3) Å | θ = 2.6–22.7° |
| b = 10.1112 (6) Å | µ = 0.59 mm−1 |
| c = 17.7948 (10) Å | T = 295 K |
| β = 110.756 (1)° | Block, yellow |
| V = 7720.8 (8) Å3 | 0.15 × 0.12 × 0.10 mm |
| Z = 4 |
| CCD area-detector diffractometer | 7585 independent reflections |
| Radiation source: fine-focus sealed tube | 6126 reflections with I > 2σ(I) |
| graphite | Rint = 0.027 |
| phi and ω scans | θmax = 26.1°, θmin = 1.9° |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −52→56 |
| Tmin = 0.911, Tmax = 0.933 | k = −11→12 |
| 21136 measured reflections | l = −19→21 |
| 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)] = 0.039 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.097 | H-atom parameters constrained |
| S = 1.02 | w = 1/[σ2(Fo2) + (0.0449P)2 + 5.7994P] where P = (Fo2 + 2Fc2)/3 |
| 7585 reflections | (Δ/σ)max = 0.001 |
| 591 parameters | Δρmax = 0.48 e Å−3 |
| 0 restraints | Δρmin = −0.25 e Å−3 |
| [Mn(C7F5O2)(NO3)(C12H8N2)2]2·[Mn(NO3)2(C12H8N2)2] | V = 7720.8 (8) Å3 |
| Mr = 1916.22 | Z = 4 |
| Monoclinic, C2/c | Mo Kα radiation |
| a = 45.889 (3) Å | µ = 0.59 mm−1 |
| b = 10.1112 (6) Å | T = 295 K |
| c = 17.7948 (10) Å | 0.15 × 0.12 × 0.10 mm |
| β = 110.756 (1)° |
| CCD area-detector diffractometer | 7585 independent reflections |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 6126 reflections with I > 2σ(I) |
| Tmin = 0.911, Tmax = 0.933 | Rint = 0.027 |
| 21136 measured reflections | θmax = 26.1° |
| R[F2 > 2σ(F2)] = 0.039 | H-atom parameters constrained |
| wR(F2) = 0.097 | Δρmax = 0.48 e Å−3 |
| S = 1.02 | Δρmin = −0.25 e Å−3 |
| 7585 reflections | Absolute structure: ? |
| 591 parameters | Flack parameter: ? |
| 0 restraints | Rogers parameter: ? |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
| x | y | z | Uiso*/Ueq | ||
| C43 | 0.03336 (6) | 1.1563 (2) | 0.50464 (15) | 0.0444 (6) | |
| H43 | 0.0310 | 1.2245 | 0.5371 | 0.053* | |
| C42 | 0.00697 (6) | 1.1132 (2) | 0.43748 (13) | 0.0350 (5) | |
| Mn1 | 0.148454 (7) | 0.35412 (3) | 0.382044 (19) | 0.02757 (10) | |
| N5 | 0.16267 (4) | 0.14679 (19) | 0.50756 (12) | 0.0356 (4) | |
| O3 | 0.17706 (4) | 0.20487 (16) | 0.46679 (9) | 0.0402 (4) | |
| F1 | 0.20011 (3) | 0.17676 (16) | 0.25519 (10) | 0.0578 (4) | |
| F3 | 0.24872 (4) | −0.14013 (16) | 0.45045 (10) | 0.0661 (5) | |
| F4 | 0.19236 (4) | −0.21137 (16) | 0.45704 (10) | 0.0672 (5) | |
| O5 | 0.17547 (4) | 0.05628 (17) | 0.55339 (10) | 0.0480 (4) | |
| O2 | 0.13379 (4) | 0.22998 (16) | 0.28005 (9) | 0.0380 (4) | |
| N4 | 0.15013 (4) | 0.48379 (18) | 0.48769 (10) | 0.0311 (4) | |
| N1 | 0.19547 (4) | 0.42421 (18) | 0.37690 (11) | 0.0321 (4) | |
| F5 | 0.14027 (4) | −0.08701 (17) | 0.36266 (10) | 0.0622 (4) | |
| N3 | 0.09923 (4) | 0.37216 (18) | 0.37779 (11) | 0.0330 (4) | |
| N2 | 0.13914 (4) | 0.53424 (17) | 0.29593 (10) | 0.0300 (4) | |
| C1 | 0.13860 (5) | 0.1196 (2) | 0.25465 (13) | 0.0343 (5) | |
| C11 | 0.22118 (5) | 0.5765 (2) | 0.31515 (13) | 0.0351 (5) | |
| C2 | 0.16855 (5) | 0.0482 (2) | 0.30657 (13) | 0.0322 (5) | |
| C5 | 0.22249 (6) | −0.0790 (2) | 0.40499 (15) | 0.0434 (6) | |
| C31 | 0.09537 (5) | 0.4385 (2) | 0.43976 (13) | 0.0314 (5) | |
| C4 | 0.22417 (6) | 0.0196 (3) | 0.35357 (16) | 0.0459 (6) | |
| C23 | 0.06602 (6) | 0.4514 (2) | 0.44829 (15) | 0.0406 (6) | |
| C19 | 0.19443 (5) | 0.5265 (2) | 0.32645 (12) | 0.0302 (5) | |
| C14 | 0.16242 (5) | 0.6912 (2) | 0.23027 (13) | 0.0344 (5) | |
| C30 | 0.12250 (5) | 0.4971 (2) | 0.49869 (13) | 0.0308 (5) | |
| C15 | 0.13288 (6) | 0.7456 (2) | 0.19022 (14) | 0.0422 (6) | |
| H15 | 0.1305 | 0.8162 | 0.1551 | 0.051* | |
| C3 | 0.19740 (6) | 0.0817 (2) | 0.30517 (14) | 0.0394 (6) | |
| C18 | 0.16441 (5) | 0.5852 (2) | 0.28339 (12) | 0.0288 (5) | |
| O1 | 0.12288 (5) | 0.06588 (19) | 0.19263 (11) | 0.0615 (6) | |
| C17 | 0.11156 (5) | 0.5883 (2) | 0.25586 (13) | 0.0365 (5) | |
| H17 | 0.0941 | 0.5534 | 0.2635 | 0.044* | |
| C8 | 0.22307 (5) | 0.3704 (2) | 0.41628 (15) | 0.0400 (6) | |
| H8 | 0.2239 | 0.3001 | 0.4507 | 0.048* | |
| F2 | 0.25214 (3) | 0.05384 (19) | 0.35069 (12) | 0.0786 (6) | |
| C7 | 0.16769 (6) | −0.0508 (2) | 0.35868 (14) | 0.0390 (6) | |
| C25 | 0.08929 (7) | 0.5742 (3) | 0.57119 (17) | 0.0528 (8) | |
| H25 | 0.0872 | 0.6184 | 0.6149 | 0.063* | |
| C6 | 0.19429 (6) | −0.1149 (2) | 0.40790 (14) | 0.0427 (6) | |
| C13 | 0.19028 (6) | 0.7384 (2) | 0.22008 (14) | 0.0408 (6) | |
| H13 | 0.1890 | 0.8077 | 0.1847 | 0.049* | |
| C28 | 0.17431 (7) | 0.6064 (3) | 0.60876 (15) | 0.0528 (7) | |
| H28 | 0.1924 | 0.6423 | 0.6455 | 0.063* | |
| C29 | 0.17518 (6) | 0.5374 (2) | 0.54133 (14) | 0.0402 (6) | |
| H29 | 0.1942 | 0.5290 | 0.5340 | 0.048* | |
| O4 | 0.13659 (4) | 0.1855 (2) | 0.50111 (15) | 0.0706 (7) | |
| C21 | 0.04466 (6) | 0.3249 (3) | 0.32733 (18) | 0.0506 (7) | |
| H21 | 0.0278 | 0.2854 | 0.2879 | 0.061* | |
| C24 | 0.06391 (7) | 0.5208 (3) | 0.51567 (17) | 0.0512 (7) | |
| H24 | 0.0446 | 0.5294 | 0.5215 | 0.061* | |
| C10 | 0.24987 (5) | 0.5164 (3) | 0.35839 (15) | 0.0437 (6) | |
| H10 | 0.2681 | 0.5466 | 0.3526 | 0.052* | |
| C27 | 0.14646 (7) | 0.6202 (2) | 0.61980 (15) | 0.0517 (7) | |
| H27 | 0.1455 | 0.6665 | 0.6640 | 0.062* | |
| C26 | 0.11950 (6) | 0.5648 (2) | 0.56462 (14) | 0.0407 (6) | |
| C22 | 0.04045 (6) | 0.3911 (3) | 0.38896 (18) | 0.0490 (7) | |
| H22 | 0.0207 | 0.3968 | 0.3921 | 0.059* | |
| C16 | 0.10750 (6) | 0.6942 (2) | 0.20318 (15) | 0.0437 (6) | |
| H16 | 0.0878 | 0.7295 | 0.1771 | 0.052* | |
| C9 | 0.25084 (5) | 0.4131 (3) | 0.40909 (16) | 0.0464 (6) | |
| H9 | 0.2696 | 0.3723 | 0.4381 | 0.056* | |
| C12 | 0.21817 (6) | 0.6845 (2) | 0.26066 (15) | 0.0406 (6) | |
| H12 | 0.2359 | 0.7178 | 0.2533 | 0.049* | |
| C20 | 0.07433 (5) | 0.3166 (3) | 0.32369 (15) | 0.0420 (6) | |
| H20 | 0.0769 | 0.2700 | 0.2814 | 0.050* | |
| Mn2 | 0.0000 | 0.80281 (5) | 0.2500 | 0.03132 (13) | |
| N6 | 0.04381 (4) | 0.85364 (18) | 0.35662 (10) | 0.0313 (4) | |
| O7 | 0.03107 (5) | 0.64739 (19) | 0.23530 (11) | 0.0595 (5) | |
| N7 | −0.01335 (4) | 0.96512 (17) | 0.32351 (10) | 0.0306 (4) | |
| N8 | 0.02222 (5) | 0.5963 (2) | 0.16596 (12) | 0.0380 (5) | |
| C36 | 0.04087 (5) | 0.9521 (2) | 0.40558 (12) | 0.0284 (5) | |
| O6 | 0.03469 (4) | 0.49363 (19) | 0.15545 (11) | 0.0558 (5) | |
| C38 | −0.04137 (5) | 1.0173 (2) | 0.30939 (14) | 0.0377 (5) | |
| H38 | −0.0580 | 0.9855 | 0.2659 | 0.045* | |
| C41 | 0.01066 (5) | 1.0118 (2) | 0.38751 (12) | 0.0289 (5) | |
| O8 | 0.00093 (5) | 0.65110 (19) | 0.11162 (12) | 0.0600 (5) | |
| C39 | −0.04727 (6) | 1.1173 (2) | 0.35620 (15) | 0.0429 (6) | |
| H39 | −0.0673 | 1.1501 | 0.3443 | 0.051* | |
| C35 | 0.06611 (5) | 0.9952 (2) | 0.47287 (13) | 0.0344 (5) | |
| C33 | 0.09753 (5) | 0.8308 (2) | 0.44203 (14) | 0.0387 (6) | |
| H33 | 0.1164 | 0.7866 | 0.4530 | 0.046* | |
| C34 | 0.09500 (5) | 0.9304 (2) | 0.49049 (14) | 0.0397 (6) | |
| H34 | 0.1121 | 0.9557 | 0.5348 | 0.048* | |
| C40 | −0.02308 (6) | 1.1661 (2) | 0.41972 (15) | 0.0411 (6) | |
| H40 | −0.0264 | 1.2339 | 0.4510 | 0.049* | |
| C32 | 0.07157 (5) | 0.7955 (2) | 0.37567 (14) | 0.0372 (5) | |
| H32 | 0.0737 | 0.7275 | 0.3428 | 0.045* | |
| C37 | 0.06136 (6) | 1.0997 (3) | 0.52117 (15) | 0.0454 (6) | |
| H37 | 0.0781 | 1.1293 | 0.5652 | 0.055* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C43 | 0.0645 (18) | 0.0331 (13) | 0.0360 (14) | −0.0094 (12) | 0.0181 (13) | −0.0101 (11) |
| C42 | 0.0496 (14) | 0.0262 (12) | 0.0315 (12) | −0.0034 (10) | 0.0173 (11) | 0.0023 (9) |
| Mn1 | 0.02432 (17) | 0.03202 (19) | 0.02553 (18) | 0.00347 (13) | 0.00780 (14) | −0.00017 (14) |
| N5 | 0.0316 (10) | 0.0351 (11) | 0.0360 (11) | −0.0004 (8) | 0.0070 (9) | 0.0012 (9) |
| O3 | 0.0455 (10) | 0.0439 (10) | 0.0354 (9) | 0.0075 (8) | 0.0195 (8) | 0.0093 (7) |
| F1 | 0.0483 (9) | 0.0644 (10) | 0.0637 (10) | 0.0076 (7) | 0.0233 (8) | 0.0350 (8) |
| F3 | 0.0537 (10) | 0.0632 (11) | 0.0679 (11) | 0.0216 (8) | 0.0049 (8) | 0.0263 (9) |
| F4 | 0.0812 (12) | 0.0574 (10) | 0.0641 (11) | 0.0053 (9) | 0.0272 (9) | 0.0313 (9) |
| O5 | 0.0457 (10) | 0.0475 (11) | 0.0469 (10) | 0.0054 (8) | 0.0116 (8) | 0.0192 (9) |
| O2 | 0.0412 (9) | 0.0375 (9) | 0.0308 (8) | 0.0103 (7) | 0.0073 (7) | −0.0034 (7) |
| N4 | 0.0330 (10) | 0.0301 (10) | 0.0286 (10) | −0.0011 (8) | 0.0089 (8) | −0.0003 (8) |
| N1 | 0.0291 (10) | 0.0373 (11) | 0.0285 (10) | 0.0060 (8) | 0.0085 (8) | 0.0065 (8) |
| F5 | 0.0506 (9) | 0.0743 (11) | 0.0693 (11) | −0.0065 (8) | 0.0304 (8) | 0.0169 (9) |
| N3 | 0.0292 (10) | 0.0359 (11) | 0.0325 (10) | 0.0018 (8) | 0.0092 (8) | −0.0002 (8) |
| N2 | 0.0295 (10) | 0.0309 (10) | 0.0273 (9) | 0.0054 (8) | 0.0072 (8) | −0.0004 (8) |
| C1 | 0.0360 (13) | 0.0359 (13) | 0.0301 (12) | 0.0048 (10) | 0.0104 (10) | 0.0006 (10) |
| C11 | 0.0359 (12) | 0.0376 (13) | 0.0334 (12) | −0.0011 (10) | 0.0143 (10) | 0.0005 (10) |
| C2 | 0.0373 (12) | 0.0313 (12) | 0.0278 (11) | 0.0031 (9) | 0.0112 (10) | −0.0024 (9) |
| C5 | 0.0393 (14) | 0.0418 (14) | 0.0439 (14) | 0.0129 (11) | 0.0081 (12) | 0.0099 (12) |
| C31 | 0.0337 (12) | 0.0283 (12) | 0.0355 (12) | 0.0085 (9) | 0.0162 (10) | 0.0085 (9) |
| C4 | 0.0353 (13) | 0.0489 (16) | 0.0535 (16) | 0.0060 (11) | 0.0156 (12) | 0.0111 (13) |
| C23 | 0.0410 (14) | 0.0362 (13) | 0.0537 (16) | 0.0143 (10) | 0.0279 (13) | 0.0191 (11) |
| C19 | 0.0317 (11) | 0.0324 (12) | 0.0261 (11) | 0.0021 (9) | 0.0096 (9) | −0.0016 (9) |
| C14 | 0.0434 (13) | 0.0289 (12) | 0.0282 (12) | 0.0011 (10) | 0.0096 (10) | −0.0009 (9) |
| C30 | 0.0412 (13) | 0.0254 (11) | 0.0288 (11) | 0.0084 (9) | 0.0160 (10) | 0.0064 (9) |
| C15 | 0.0524 (15) | 0.0309 (13) | 0.0374 (14) | 0.0069 (11) | 0.0087 (12) | 0.0076 (10) |
| C3 | 0.0423 (14) | 0.0368 (13) | 0.0404 (14) | 0.0067 (11) | 0.0160 (11) | 0.0114 (11) |
| C18 | 0.0332 (12) | 0.0288 (11) | 0.0231 (11) | 0.0037 (9) | 0.0082 (9) | −0.0021 (9) |
| O1 | 0.0604 (12) | 0.0545 (12) | 0.0471 (11) | 0.0161 (9) | −0.0088 (9) | −0.0188 (9) |
| C17 | 0.0319 (12) | 0.0378 (13) | 0.0359 (13) | 0.0058 (10) | 0.0074 (10) | 0.0004 (10) |
| C8 | 0.0307 (12) | 0.0469 (15) | 0.0404 (14) | 0.0089 (10) | 0.0102 (11) | 0.0133 (11) |
| F2 | 0.0366 (9) | 0.0964 (14) | 0.1034 (15) | 0.0115 (9) | 0.0254 (9) | 0.0439 (12) |
| C7 | 0.0411 (13) | 0.0395 (14) | 0.0407 (14) | −0.0038 (11) | 0.0197 (11) | 0.0004 (11) |
| C25 | 0.084 (2) | 0.0431 (16) | 0.0484 (16) | 0.0265 (15) | 0.0448 (17) | 0.0127 (13) |
| C6 | 0.0580 (16) | 0.0335 (13) | 0.0353 (13) | 0.0063 (11) | 0.0147 (12) | 0.0108 (11) |
| C13 | 0.0539 (16) | 0.0335 (13) | 0.0343 (13) | −0.0037 (11) | 0.0147 (12) | 0.0042 (10) |
| C28 | 0.0695 (19) | 0.0415 (15) | 0.0361 (14) | −0.0066 (13) | 0.0049 (13) | −0.0088 (12) |
| C29 | 0.0427 (14) | 0.0392 (14) | 0.0336 (13) | −0.0050 (11) | 0.0072 (11) | −0.0028 (11) |
| O4 | 0.0381 (11) | 0.0547 (12) | 0.124 (2) | 0.0078 (9) | 0.0341 (12) | 0.0272 (12) |
| C21 | 0.0274 (13) | 0.0558 (17) | 0.0612 (18) | −0.0029 (11) | 0.0064 (13) | 0.0067 (14) |
| C24 | 0.0591 (17) | 0.0503 (16) | 0.0605 (18) | 0.0258 (14) | 0.0413 (16) | 0.0223 (14) |
| C10 | 0.0313 (13) | 0.0544 (16) | 0.0478 (15) | −0.0014 (11) | 0.0170 (11) | 0.0052 (12) |
| C27 | 0.087 (2) | 0.0359 (15) | 0.0313 (14) | 0.0082 (14) | 0.0200 (14) | −0.0031 (11) |
| C26 | 0.0638 (17) | 0.0294 (12) | 0.0341 (13) | 0.0143 (11) | 0.0237 (13) | 0.0081 (10) |
| C22 | 0.0269 (13) | 0.0486 (16) | 0.075 (2) | 0.0094 (11) | 0.0216 (13) | 0.0240 (14) |
| C16 | 0.0406 (14) | 0.0396 (14) | 0.0417 (14) | 0.0113 (11) | 0.0031 (11) | 0.0058 (11) |
| C9 | 0.0276 (12) | 0.0595 (17) | 0.0502 (16) | 0.0083 (11) | 0.0113 (11) | 0.0133 (13) |
| C12 | 0.0441 (14) | 0.0401 (14) | 0.0416 (14) | −0.0065 (11) | 0.0201 (12) | 0.0003 (11) |
| C20 | 0.0304 (12) | 0.0490 (15) | 0.0407 (14) | −0.0030 (11) | 0.0053 (11) | 0.0004 (11) |
| Mn2 | 0.0355 (3) | 0.0298 (3) | 0.0232 (2) | 0.000 | 0.0037 (2) | 0.000 |
| N6 | 0.0331 (10) | 0.0339 (10) | 0.0242 (9) | 0.0018 (8) | 0.0070 (8) | −0.0002 (8) |
| O7 | 0.0690 (13) | 0.0547 (12) | 0.0433 (11) | 0.0116 (10) | 0.0054 (10) | −0.0206 (9) |
| N7 | 0.0325 (10) | 0.0291 (10) | 0.0272 (10) | 0.0013 (8) | 0.0069 (8) | 0.0027 (8) |
| N8 | 0.0367 (11) | 0.0407 (12) | 0.0383 (12) | −0.0083 (9) | 0.0154 (10) | −0.0039 (10) |
| C36 | 0.0342 (12) | 0.0276 (11) | 0.0226 (11) | −0.0038 (9) | 0.0089 (9) | 0.0030 (9) |
| O6 | 0.0485 (11) | 0.0610 (12) | 0.0629 (12) | 0.0015 (9) | 0.0261 (10) | −0.0249 (10) |
| C38 | 0.0345 (13) | 0.0400 (13) | 0.0352 (13) | 0.0024 (10) | 0.0083 (10) | 0.0050 (11) |
| C41 | 0.0356 (12) | 0.0260 (11) | 0.0251 (11) | −0.0035 (9) | 0.0109 (9) | 0.0030 (9) |
| O8 | 0.0557 (12) | 0.0597 (13) | 0.0520 (12) | −0.0066 (10) | 0.0036 (10) | 0.0132 (10) |
| C39 | 0.0430 (14) | 0.0416 (14) | 0.0473 (15) | 0.0133 (11) | 0.0201 (12) | 0.0102 (12) |
| C35 | 0.0387 (13) | 0.0362 (13) | 0.0257 (11) | −0.0110 (10) | 0.0081 (10) | 0.0016 (10) |
| C33 | 0.0313 (12) | 0.0459 (15) | 0.0367 (13) | 0.0023 (10) | 0.0096 (11) | 0.0144 (11) |
| C34 | 0.0341 (13) | 0.0469 (15) | 0.0306 (12) | −0.0117 (11) | 0.0023 (10) | 0.0060 (11) |
| C40 | 0.0584 (16) | 0.0311 (13) | 0.0402 (14) | 0.0072 (11) | 0.0254 (13) | 0.0033 (10) |
| C32 | 0.0380 (13) | 0.0415 (14) | 0.0320 (12) | 0.0055 (10) | 0.0121 (11) | 0.0037 (10) |
| C37 | 0.0518 (16) | 0.0429 (15) | 0.0338 (13) | −0.0139 (12) | 0.0057 (12) | −0.0099 (11) |
| C43—C37 | 1.341 (4) | C8—H8 | 0.9300 |
| C43—C42 | 1.435 (3) | C7—C6 | 1.385 (3) |
| C43—H43 | 0.9300 | C25—C24 | 1.345 (4) |
| C42—C41 | 1.406 (3) | C25—C26 | 1.435 (4) |
| C42—C40 | 1.407 (3) | C25—H25 | 0.9300 |
| Mn1—O2 | 2.1111 (15) | C13—C12 | 1.342 (3) |
| Mn1—O3 | 2.2073 (16) | C13—H13 | 0.9300 |
| Mn1—N3 | 2.2405 (18) | C28—C27 | 1.367 (4) |
| Mn1—N4 | 2.2708 (18) | C28—C29 | 1.401 (3) |
| Mn1—N1 | 2.3034 (18) | C28—H28 | 0.9300 |
| Mn1—N2 | 2.3202 (18) | C29—H29 | 0.9300 |
| N5—O4 | 1.225 (2) | C21—C22 | 1.356 (4) |
| N5—O5 | 1.228 (2) | C21—C20 | 1.388 (3) |
| N5—O3 | 1.283 (2) | C21—H21 | 0.9300 |
| F1—C3 | 1.345 (3) | C24—H24 | 0.9300 |
| F3—C5 | 1.340 (3) | C10—C9 | 1.370 (3) |
| F4—C6 | 1.334 (3) | C10—H10 | 0.9300 |
| O2—C1 | 1.253 (3) | C27—C26 | 1.396 (4) |
| N4—C29 | 1.322 (3) | C27—H27 | 0.9300 |
| N4—C30 | 1.357 (3) | C22—H22 | 0.9300 |
| N1—C8 | 1.327 (3) | C16—H16 | 0.9300 |
| N1—C19 | 1.359 (3) | C9—H9 | 0.9300 |
| F5—C7 | 1.337 (3) | C12—H12 | 0.9300 |
| N3—C20 | 1.330 (3) | C20—H20 | 0.9300 |
| N3—C31 | 1.355 (3) | Mn2—O7i | 2.1988 (19) |
| N2—C17 | 1.330 (3) | Mn2—O7 | 2.1988 (19) |
| N2—C18 | 1.358 (3) | Mn2—N6 | 2.2808 (18) |
| C1—O1 | 1.212 (3) | Mn2—N6i | 2.2808 (18) |
| C1—C2 | 1.538 (3) | Mn2—N7 | 2.3124 (18) |
| C11—C10 | 1.406 (3) | Mn2—N7i | 2.3124 (18) |
| C11—C19 | 1.407 (3) | N6—C32 | 1.333 (3) |
| C11—C12 | 1.434 (3) | N6—C36 | 1.361 (3) |
| C2—C7 | 1.374 (3) | O7—N8 | 1.264 (3) |
| C2—C3 | 1.376 (3) | N7—C38 | 1.329 (3) |
| C5—C6 | 1.363 (4) | N7—C41 | 1.358 (3) |
| C5—C4 | 1.374 (3) | N8—O6 | 1.231 (3) |
| C31—C23 | 1.414 (3) | N8—O8 | 1.236 (3) |
| C31—C30 | 1.440 (3) | C36—C35 | 1.408 (3) |
| C4—F2 | 1.347 (3) | C36—C41 | 1.440 (3) |
| C4—C3 | 1.376 (3) | C38—C39 | 1.396 (3) |
| C23—C22 | 1.409 (4) | C38—H38 | 0.9300 |
| C23—C24 | 1.422 (4) | C39—C40 | 1.365 (4) |
| C19—C18 | 1.445 (3) | C39—H39 | 0.9300 |
| C14—C15 | 1.401 (3) | C35—C34 | 1.411 (3) |
| C14—C18 | 1.410 (3) | C35—C37 | 1.426 (3) |
| C14—C13 | 1.435 (3) | C33—C34 | 1.358 (3) |
| C30—C26 | 1.407 (3) | C33—C32 | 1.394 (3) |
| C15—C16 | 1.367 (3) | C33—H33 | 0.9300 |
| C15—H15 | 0.9300 | C34—H34 | 0.9300 |
| C17—C16 | 1.391 (3) | C40—H40 | 0.9300 |
| C17—H17 | 0.9300 | C32—H32 | 0.9300 |
| C8—C9 | 1.394 (3) | C37—H37 | 0.9300 |
| C37—C43—C42 | 120.9 (2) | C12—C13—H13 | 119.4 |
| C37—C43—H43 | 119.6 | C14—C13—H13 | 119.4 |
| C42—C43—H43 | 119.6 | C27—C28—C29 | 119.1 (2) |
| C41—C42—C40 | 117.6 (2) | C27—C28—H28 | 120.5 |
| C41—C42—C43 | 119.5 (2) | C29—C28—H28 | 120.5 |
| C40—C42—C43 | 122.8 (2) | N4—C29—C28 | 122.7 (2) |
| O2—Mn1—O3 | 96.43 (6) | N4—C29—H29 | 118.6 |
| O2—Mn1—N3 | 90.51 (6) | C28—C29—H29 | 118.6 |
| O3—Mn1—N3 | 115.29 (6) | C22—C21—C20 | 119.4 (2) |
| O2—Mn1—N4 | 164.15 (6) | C22—C21—H21 | 120.3 |
| O3—Mn1—N4 | 89.52 (6) | C20—C21—H21 | 120.3 |
| N3—Mn1—N4 | 73.68 (6) | C25—C24—C23 | 121.2 (2) |
| O2—Mn1—N1 | 99.58 (6) | C25—C24—H24 | 119.4 |
| O3—Mn1—N1 | 84.19 (6) | C23—C24—H24 | 119.4 |
| N3—Mn1—N1 | 157.06 (7) | C9—C10—C11 | 119.7 (2) |
| N4—Mn1—N1 | 95.61 (7) | C9—C10—H10 | 120.1 |
| O2—Mn1—N2 | 88.34 (6) | C11—C10—H10 | 120.1 |
| O3—Mn1—N2 | 156.01 (6) | C28—C27—C26 | 119.9 (2) |
| N3—Mn1—N2 | 88.07 (6) | C28—C27—H27 | 120.0 |
| N4—Mn1—N2 | 92.17 (6) | C26—C27—H27 | 120.0 |
| N1—Mn1—N2 | 71.83 (6) | C27—C26—C30 | 117.3 (2) |
| O4—N5—O5 | 121.5 (2) | C27—C26—C25 | 123.8 (2) |
| O4—N5—O3 | 118.83 (19) | C30—C26—C25 | 118.9 (2) |
| O5—N5—O3 | 119.69 (19) | C21—C22—C23 | 120.0 (2) |
| N5—O3—Mn1 | 113.47 (13) | C21—C22—H22 | 120.0 |
| C1—O2—Mn1 | 142.82 (15) | C23—C22—H22 | 120.0 |
| C29—N4—C30 | 118.25 (19) | C15—C16—C17 | 119.2 (2) |
| C29—N4—Mn1 | 126.88 (16) | C15—C16—H16 | 120.4 |
| C30—N4—Mn1 | 114.66 (14) | C17—C16—H16 | 120.4 |
| C8—N1—C19 | 117.66 (19) | C10—C9—C8 | 118.6 (2) |
| C8—N1—Mn1 | 125.80 (15) | C10—C9—H9 | 120.7 |
| C19—N1—Mn1 | 116.49 (13) | C8—C9—H9 | 120.7 |
| C20—N3—C31 | 118.1 (2) | C13—C12—C11 | 121.2 (2) |
| C20—N3—Mn1 | 125.98 (16) | C13—C12—H12 | 119.4 |
| C31—N3—Mn1 | 115.71 (14) | C11—C12—H12 | 119.4 |
| C17—N2—C18 | 117.50 (19) | N3—C20—C21 | 123.1 (2) |
| C17—N2—Mn1 | 126.45 (15) | N3—C20—H20 | 118.4 |
| C18—N2—Mn1 | 116.00 (13) | C21—C20—H20 | 118.4 |
| O1—C1—O2 | 127.2 (2) | O7i—Mn2—O7 | 88.77 (11) |
| O1—C1—C2 | 117.0 (2) | O7i—Mn2—N6 | 118.66 (7) |
| O2—C1—C2 | 115.84 (19) | O7—Mn2—N6 | 80.93 (7) |
| C10—C11—C19 | 117.5 (2) | O7i—Mn2—N6i | 80.93 (7) |
| C10—C11—C12 | 123.1 (2) | O7—Mn2—N6i | 118.66 (7) |
| C19—C11—C12 | 119.4 (2) | N6—Mn2—N6i | 153.95 (9) |
| C7—C2—C3 | 116.7 (2) | O7i—Mn2—N7 | 97.30 (7) |
| C7—C2—C1 | 121.0 (2) | O7—Mn2—N7 | 152.55 (6) |
| C3—C2—C1 | 122.3 (2) | N6—Mn2—N7 | 72.64 (6) |
| F3—C5—C6 | 121.1 (2) | N6i—Mn2—N7 | 88.77 (6) |
| F3—C5—C4 | 119.1 (2) | O7i—Mn2—N7i | 152.55 (6) |
| C6—C5—C4 | 119.8 (2) | O7—Mn2—N7i | 97.30 (7) |
| N3—C31—C23 | 122.5 (2) | N6—Mn2—N7i | 88.77 (6) |
| N3—C31—C30 | 117.86 (19) | N6i—Mn2—N7i | 72.64 (6) |
| C23—C31—C30 | 119.6 (2) | N7—Mn2—N7i | 89.58 (9) |
| F2—C4—C5 | 119.4 (2) | C32—N6—C36 | 117.54 (19) |
| F2—C4—C3 | 120.7 (2) | C32—N6—Mn2 | 126.40 (15) |
| C5—C4—C3 | 119.9 (2) | C36—N6—Mn2 | 116.05 (14) |
| C22—C23—C31 | 116.9 (2) | N8—O7—Mn2 | 114.23 (15) |
| C22—C23—C24 | 123.9 (2) | C38—N7—C41 | 117.61 (19) |
| C31—C23—C24 | 119.2 (2) | C38—N7—Mn2 | 127.41 (15) |
| N1—C19—C11 | 122.7 (2) | C41—N7—Mn2 | 114.98 (14) |
| N1—C19—C18 | 117.82 (19) | O6—N8—O8 | 122.7 (2) |
| C11—C19—C18 | 119.5 (2) | O6—N8—O7 | 119.1 (2) |
| C15—C14—C18 | 117.4 (2) | O8—N8—O7 | 118.2 (2) |
| C15—C14—C13 | 123.4 (2) | N6—C36—C35 | 122.2 (2) |
| C18—C14—C13 | 119.2 (2) | N6—C36—C41 | 118.01 (18) |
| N4—C30—C26 | 122.8 (2) | C35—C36—C41 | 119.8 (2) |
| N4—C30—C31 | 117.73 (19) | N7—C38—C39 | 123.6 (2) |
| C26—C30—C31 | 119.5 (2) | N7—C38—H38 | 118.2 |
| C16—C15—C14 | 119.5 (2) | C39—C38—H38 | 118.2 |
| C16—C15—H15 | 120.2 | N7—C41—C42 | 122.7 (2) |
| C14—C15—H15 | 120.2 | N7—C41—C36 | 118.18 (19) |
| F1—C3—C2 | 120.2 (2) | C42—C41—C36 | 119.11 (19) |
| F1—C3—C4 | 117.9 (2) | C40—C39—C38 | 118.9 (2) |
| C2—C3—C4 | 121.9 (2) | C40—C39—H39 | 120.6 |
| N2—C18—C14 | 122.8 (2) | C38—C39—H39 | 120.6 |
| N2—C18—C19 | 117.76 (19) | C36—C35—C34 | 118.0 (2) |
| C14—C18—C19 | 119.4 (2) | C36—C35—C37 | 119.1 (2) |
| N2—C17—C16 | 123.5 (2) | C34—C35—C37 | 122.8 (2) |
| N2—C17—H17 | 118.2 | C34—C33—C32 | 119.2 (2) |
| C16—C17—H17 | 118.2 | C34—C33—H33 | 120.4 |
| N1—C8—C9 | 123.9 (2) | C32—C33—H33 | 120.4 |
| N1—C8—H8 | 118.1 | C33—C34—C35 | 119.3 (2) |
| C9—C8—H8 | 118.1 | C33—C34—H34 | 120.4 |
| F5—C7—C2 | 119.2 (2) | C35—C34—H34 | 120.4 |
| F5—C7—C6 | 118.3 (2) | C39—C40—C42 | 119.6 (2) |
| C2—C7—C6 | 122.5 (2) | C39—C40—H40 | 120.2 |
| C24—C25—C26 | 121.6 (2) | C42—C40—H40 | 120.2 |
| C24—C25—H25 | 119.2 | N6—C32—C33 | 123.7 (2) |
| C26—C25—H25 | 119.2 | N6—C32—H32 | 118.1 |
| F4—C6—C5 | 120.3 (2) | C33—C32—H32 | 118.1 |
| F4—C6—C7 | 120.6 (2) | C43—C37—C35 | 121.5 (2) |
| C5—C6—C7 | 119.2 (2) | C43—C37—H37 | 119.2 |
| C12—C13—C14 | 121.3 (2) | C35—C37—H37 | 119.2 |
| Symmetry codes: (i) −x, y, −z+1/2. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| C9—H9···O3ii | 0.93 | 2.56 | 3.474 (3) | 170 |
| C9—H9···O5ii | 0.93 | 2.57 | 3.221 (3) | 127 |
| C13—H13···O5iii | 0.93 | 2.59 | 3.485 (3) | 162 |
| C24—H24···O6iv | 0.93 | 2.59 | 3.220 (4) | 125 |
| C27—H27···O2iv | 0.93 | 2.54 | 3.455 (3) | 170 |
| C39—H39···O1v | 0.93 | 2.54 | 3.306 (4) | 139 |
| C43—H43···O8vi | 0.93 | 2.56 | 3.412 (3) | 153 |
| C28—H28···F1iv | 0.93 | 2.61 | 3.288 (3) | 131 |
| C33—H33···F5vii | 0.93 | 2.58 | 2.915 (3) | 101 |
| Symmetry codes: (ii) −x+1/2, −y+1/2, −z+1; (iii) x, −y+1, z−1/2; (iv) x, −y+1, z+1/2; (v) −x, y+1, −z+1/2; (vi) x, −y+2, z+1/2; (vii) x, y+1, z. |
| Mn1—O2 | 2.1111 (15) | Mn1—N2 | 2.3202 (18) |
| Mn1—O3 | 2.2073 (16) | Mn2—O7 | 2.1988 (19) |
| Mn1—N3 | 2.2405 (18) | Mn2—N6 | 2.2808 (18) |
| Mn1—N4 | 2.2708 (18) | Mn2—N7 | 2.3124 (18) |
| Mn1—N1 | 2.3034 (18) |
| D—H···A | D—H | H···A | D···A | D—H···A |
| C9—H9···O3i | 0.93 | 2.56 | 3.474 (3) | 170 |
| C9—H9···O5i | 0.93 | 2.57 | 3.221 (3) | 127 |
| C13—H13···O5ii | 0.93 | 2.59 | 3.485 (3) | 162 |
| C24—H24···O6iii | 0.93 | 2.59 | 3.220 (4) | 125 |
| C27—H27···O2iii | 0.93 | 2.54 | 3.455 (3) | 170 |
| C39—H39···O1iv | 0.93 | 2.54 | 3.306 (4) | 139 |
| C43—H43···O8v | 0.93 | 2.56 | 3.412 (3) | 153 |
| C28—H28···F1iii | 0.93 | 2.61 | 3.288 (3) | 131 |
| C33—H33···F5vi | 0.93 | 2.58 | 2.915 (3) | 101 |
| Symmetry codes: (i) −x+1/2, −y+1/2, −z+1; (ii) x, −y+1, z−1/2; (iii) x, −y+1, z+1/2; (iv) −x, y+1, −z+1/2; (v) x, −y+2, z+1/2; (vi) x, y+1, z. |
| Cg1—Cg2vii | 3.6775 (14) | Cg3—Cg4viii | 3.8214 (13) |
| Cg1, Cg2, Cg3 and Cg4 are centroids of the rings N7/C38–C42, C35–C37/C41–C43, C2–C7 and C11–C14/C18/C19, respectively. Symmetry codes: (vii) x, 2-y, -1/2+z; (viii) x, -1+y, z. |
The authors thank the Natural Science Foundation of the Education Bureau of Liaoning Province for financial support.
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The title compound contains two types of neutral molecules - Mn(Phen)2(F5C6COO)(NO3) (A) and Mn(Phen)2(NO3)2 (B), respectively, with a 2:1 ratio. The Mn ions in two molecules are coordinated by four N atoms and two O atoms in a distorted octahedral geometry each (Table 2).
In the crystal, significant F···F interactions are favored (F3···F3(1/2 - x,-1/2 - y,1 - z) = 2.813 (2) Å; F3—F4(1/2 - x,-1/2 - y,1 - z) =3.020 (3) Å). The crystal packing exhibits weak intermolecular C—H···O and C—H···F hydrogen bonds (Table 1), and π···π interactions proved by relatively short distances of 3.6775 (14) and 3.8214 (13) Å between the centroids of six-membered rings from the neighbouring molecules (Table 2).