In the title compound, [Mn(C
7H
5O
3)(C
12H
8N
2)
2(H
2O)](C
7H
5O
3), the Mn
II ion is coordinated by two bidentate phenanthroline molecules, one water molecule and one monodentate 3-hydroxybenzoate (HBA) anion, resulting in a distorted
cis-MnN
4O
2 octahedral coordination. The uncoordinated HBA anion shows whole-molecule disorder and is hydrogen bonded to the complex cation in the crystal structure by way of O—H
O links.
Supporting information
CCDC reference: 610794
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.005 Å
- Disorder in main residue
- R factor = 0.042
- wR factor = 0.109
- Data-to-parameter ratio = 11.3
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 2.63 Ratio
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.27 Ratio
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C20
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O3A
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O3B
PLAT301_ALERT_3_C Main Residue Disorder ......................... 17.00 Perc.
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........ O1A
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........ O1B
PLAT411_ALERT_2_C Short Inter H...H Contact H2A .. H9 .. 2.12 Ang.
PLAT417_ALERT_2_C Short Inter D-H..H-D H3B .. H33A .. 2.13 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
11 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
8 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Crystal data top
[Mn(C7H5O3)(C12H8N2)2(H2O)](C7H5O3) | Z = 2 |
Mr = 707.58 | F(000) = 730 |
Triclinic, P1 | Dx = 1.444 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.386 (4) Å | Cell parameters from 12936 reflections |
b = 13.254 (5) Å | θ = 3.2–25.0° |
c = 14.856 (4) Å | µ = 0.47 mm−1 |
α = 110.541 (13)° | T = 295 K |
β = 91.055 (13)° | Slab, yellow |
γ = 108.155 (14)° | 0.22 × 0.20 × 0.10 mm |
V = 1627.4 (10) Å3 | |
Data collection top
Rigaku R-AXIS RAPID CCD diffractometer | 5857 independent reflections |
Radiation source: fine-focus sealed tube | 4596 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.030 |
Detector resolution: 10.0 pixels mm-1 | θmax = 25.2°, θmin = 3.2° |
ω scans | h = −11→11 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −15→14 |
Tmin = 0.896, Tmax = 0.952 | l = −17→16 |
13195 measured reflections | |
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)] = 0.042 | Hydrogen site location: difmap and geom |
wR(F2) = 0.109 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0529P)2 + 0.4519P] where P = (Fo2 + 2Fc2)/3 |
5857 reflections | (Δ/σ)max = 0.002 |
517 parameters | Δρmax = 0.26 e Å−3 |
0 restraints | Δρmin = −0.28 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Mn | 0.69383 (4) | 0.31054 (3) | 0.73193 (2) | 0.04102 (13) | |
N1 | 0.5620 (2) | 0.29596 (17) | 0.85895 (13) | 0.0474 (5) | |
N2 | 0.8199 (2) | 0.46554 (17) | 0.86493 (13) | 0.0515 (5) | |
N3 | 0.4829 (2) | 0.19013 (17) | 0.62637 (13) | 0.0461 (5) | |
N4 | 0.5913 (3) | 0.42145 (18) | 0.68096 (14) | 0.0515 (5) | |
O1 | 0.8573 (2) | 0.33691 (19) | 0.63693 (15) | 0.0735 (6) | |
H1A | 0.9183 | 0.3006 | 0.6363 | 0.110* | |
H1B | 0.9020 | 0.3906 | 0.6168 | 0.110* | |
O31 | 0.77375 (19) | 0.18315 (15) | 0.74159 (12) | 0.0520 (4) | |
O32 | 0.9824 (2) | 0.20147 (18) | 0.67173 (15) | 0.0677 (5) | |
O33 | 0.7846 (3) | −0.0814 (3) | 0.9124 (3) | 0.1372 (14) | |
H33A | 0.7271 | −0.0483 | 0.9377 | 0.206* | |
C1 | 0.4408 (3) | 0.2119 (2) | 0.8581 (2) | 0.0627 (7) | |
H1 | 0.3965 | 0.1525 | 0.7988 | 0.075* | |
C2 | 0.3747 (4) | 0.2062 (3) | 0.9402 (2) | 0.0732 (9) | |
H2 | 0.2900 | 0.1443 | 0.9358 | 0.088* | |
C3 | 0.4369 (4) | 0.2930 (3) | 1.0263 (2) | 0.0727 (9) | |
H3 | 0.3948 | 0.2912 | 1.0821 | 0.087* | |
C4 | 0.5638 (3) | 0.3853 (3) | 1.03193 (18) | 0.0618 (7) | |
C5 | 0.6369 (4) | 0.4809 (3) | 1.1199 (2) | 0.0826 (10) | |
H5 | 0.5987 | 0.4826 | 1.1775 | 0.099* | |
C6 | 0.7581 (4) | 0.5678 (3) | 1.1218 (2) | 0.0829 (10) | |
H6 | 0.7994 | 0.6302 | 1.1798 | 0.099* | |
C7 | 0.8252 (3) | 0.5665 (2) | 1.03661 (18) | 0.0641 (8) | |
C8 | 0.9571 (4) | 0.6514 (3) | 1.0345 (2) | 0.0860 (11) | |
H8 | 1.0041 | 0.7146 | 1.0911 | 0.103* | |
C9 | 1.0165 (4) | 0.6429 (3) | 0.9517 (2) | 0.0854 (11) | |
H9 | 1.1039 | 0.6996 | 0.9506 | 0.102* | |
C10 | 0.9449 (3) | 0.5473 (3) | 0.86728 (19) | 0.0682 (8) | |
H10 | 0.9874 | 0.5412 | 0.8104 | 0.082* | |
C11 | 0.7585 (3) | 0.4735 (2) | 0.94805 (16) | 0.0489 (6) | |
C12 | 0.6246 (3) | 0.3825 (2) | 0.94522 (16) | 0.0469 (6) | |
C13 | 0.4321 (3) | 0.0775 (2) | 0.59882 (18) | 0.0567 (7) | |
H13 | 0.4885 | 0.0434 | 0.6227 | 0.068* | |
C14 | 0.2987 (3) | 0.0077 (3) | 0.5359 (2) | 0.0687 (8) | |
H14 | 0.2666 | −0.0714 | 0.5180 | 0.082* | |
C15 | 0.2161 (3) | 0.0574 (3) | 0.5012 (2) | 0.0739 (9) | |
H15 | 0.1262 | 0.0119 | 0.4592 | 0.089* | |
C16 | 0.2645 (3) | 0.1757 (3) | 0.52792 (19) | 0.0645 (8) | |
C17 | 0.1853 (4) | 0.2349 (4) | 0.4940 (3) | 0.0911 (12) | |
H17 | 0.0944 | 0.1931 | 0.4522 | 0.109* | |
C18 | 0.2387 (4) | 0.3483 (4) | 0.5211 (3) | 0.0946 (13) | |
H18 | 0.1841 | 0.3841 | 0.4979 | 0.113* | |
C19 | 0.3772 (4) | 0.4158 (3) | 0.5845 (2) | 0.0722 (9) | |
C20 | 0.4421 (5) | 0.5358 (4) | 0.6131 (3) | 0.0948 (13) | |
H20 | 0.3918 | 0.5751 | 0.5914 | 0.114* | |
C21 | 0.5755 (5) | 0.5938 (3) | 0.6714 (3) | 0.0839 (10) | |
H21 | 0.6185 | 0.6727 | 0.6892 | 0.101* | |
C22 | 0.6486 (4) | 0.5343 (3) | 0.7048 (2) | 0.0673 (8) | |
H22 | 0.7409 | 0.5749 | 0.7453 | 0.081* | |
C23 | 0.4587 (3) | 0.3622 (2) | 0.62085 (17) | 0.0517 (6) | |
C24 | 0.4010 (3) | 0.2401 (2) | 0.59184 (16) | 0.0486 (6) | |
C31 | 0.8928 (3) | 0.1603 (2) | 0.72008 (16) | 0.0437 (5) | |
C32 | 0.9264 (3) | 0.07674 (19) | 0.75669 (15) | 0.0406 (5) | |
C33 | 0.8391 (3) | 0.0386 (2) | 0.81961 (19) | 0.0524 (6) | |
H33 | 0.7602 | 0.0655 | 0.8401 | 0.063* | |
C34 | 0.8686 (3) | −0.0395 (3) | 0.8524 (3) | 0.0733 (9) | |
C35 | 0.9856 (3) | −0.0792 (3) | 0.8214 (2) | 0.0689 (8) | |
H35 | 1.0053 | −0.1324 | 0.8426 | 0.083* | |
C36 | 1.0725 (3) | −0.0405 (3) | 0.7598 (2) | 0.0641 (7) | |
H36 | 1.1511 | −0.0677 | 0.7391 | 0.077* | |
C37 | 1.0449 (3) | 0.0385 (2) | 0.72784 (18) | 0.0526 (6) | |
H37 | 1.1060 | 0.0658 | 0.6870 | 0.063* | |
O1A | 0.6879 (6) | 0.1025 (5) | 0.0368 (3) | 0.0657 (13) | 0.50 |
O2A | 0.4616 (4) | 0.0276 (3) | 0.0717 (2) | 0.0587 (9) | 0.50 |
O3A | 0.9932 (6) | 0.3973 (5) | 0.3422 (3) | 0.0739 (16) | 0.50 |
H3A | 1.0349 | 0.4307 | 0.3973 | 0.111* | 0.50 |
C1A | 0.5969 (6) | 0.0924 (4) | 0.0933 (3) | 0.0430 (11) | 0.50 |
C2A | 0.6513 (6) | 0.1627 (4) | 0.2005 (3) | 0.0380 (16) | 0.50 |
C3A | 0.7910 (6) | 0.2499 (5) | 0.2249 (3) | 0.049 (3) | 0.50 |
H2A | 0.8440 | 0.2655 | 0.1763 | 0.058* | 0.50 |
C4A | 0.8516 (5) | 0.3139 (4) | 0.3219 (4) | 0.0504 (17) | 0.50 |
C5A | 0.7725 (6) | 0.2906 (4) | 0.3946 (3) | 0.0507 (14) | 0.50 |
H5A | 0.8130 | 0.3334 | 0.4595 | 0.061* | 0.50 |
C6A | 0.6328 (6) | 0.2033 (5) | 0.3702 (3) | 0.053 (2) | 0.50 |
H6A | 0.5798 | 0.1878 | 0.4188 | 0.064* | 0.50 |
C7A | 0.5722 (5) | 0.1394 (4) | 0.2731 (4) | 0.0410 (16) | 0.50 |
H7A | 0.4787 | 0.0810 | 0.2568 | 0.049* | 0.50 |
O1B | 1.0039 (7) | 0.4557 (4) | 0.3793 (4) | 0.0666 (14) | 0.50 |
O2B | 0.8875 (4) | 0.4259 (3) | 0.4986 (2) | 0.0576 (9) | 0.50 |
O3B | 0.6933 (7) | 0.1554 (5) | 0.0774 (3) | 0.0816 (19) | 0.50 |
H3B | 0.6543 | 0.0861 | 0.0278 | 0.122* | 0.50 |
C1B | 0.9015 (6) | 0.4001 (4) | 0.4103 (3) | 0.0418 (11) | 0.50 |
C2B | 0.7813 (5) | 0.2959 (4) | 0.3397 (3) | 0.0401 (14) | 0.50 |
C3B | 0.7897 (6) | 0.2692 (5) | 0.2412 (4) | 0.040 (2) | 0.50 |
H2B | 0.8709 | 0.3131 | 0.2210 | 0.048* | 0.50 |
C4B | 0.6768 (8) | 0.1768 (5) | 0.1729 (3) | 0.0487 (19) | 0.50 |
C5B | 0.5555 (6) | 0.1111 (4) | 0.2031 (4) | 0.0536 (14) | 0.50 |
H5B | 0.4799 | 0.0493 | 0.1574 | 0.064* | 0.50 |
C6B | 0.5470 (6) | 0.1378 (5) | 0.3016 (5) | 0.057 (2) | 0.50 |
H6B | 0.4658 | 0.0939 | 0.3219 | 0.069* | 0.50 |
C7B | 0.6599 (7) | 0.2302 (5) | 0.3699 (3) | 0.0436 (19) | 0.50 |
H7B | 0.6543 | 0.2481 | 0.4359 | 0.052* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn | 0.0464 (2) | 0.0422 (2) | 0.03393 (19) | 0.01287 (16) | 0.00396 (14) | 0.01563 (14) |
N1 | 0.0525 (13) | 0.0433 (12) | 0.0415 (11) | 0.0091 (10) | 0.0082 (9) | 0.0166 (9) |
N2 | 0.0572 (13) | 0.0490 (13) | 0.0369 (10) | 0.0023 (10) | 0.0019 (9) | 0.0169 (9) |
N3 | 0.0473 (12) | 0.0505 (13) | 0.0375 (10) | 0.0175 (10) | 0.0052 (8) | 0.0124 (9) |
N4 | 0.0646 (14) | 0.0501 (13) | 0.0469 (11) | 0.0252 (11) | 0.0146 (10) | 0.0210 (9) |
O1 | 0.0818 (14) | 0.0976 (16) | 0.0833 (14) | 0.0482 (12) | 0.0440 (11) | 0.0659 (13) |
O31 | 0.0515 (11) | 0.0600 (11) | 0.0624 (10) | 0.0269 (9) | 0.0190 (8) | 0.0364 (9) |
O32 | 0.0672 (13) | 0.0838 (14) | 0.0821 (13) | 0.0359 (11) | 0.0379 (10) | 0.0560 (12) |
O33 | 0.115 (2) | 0.206 (3) | 0.229 (3) | 0.106 (2) | 0.114 (2) | 0.194 (3) |
C1 | 0.0636 (18) | 0.0566 (17) | 0.0528 (15) | 0.0024 (14) | 0.0096 (12) | 0.0187 (12) |
C2 | 0.071 (2) | 0.071 (2) | 0.0677 (19) | 0.0026 (16) | 0.0235 (15) | 0.0336 (16) |
C3 | 0.076 (2) | 0.087 (2) | 0.0555 (17) | 0.0176 (18) | 0.0276 (14) | 0.0358 (16) |
C4 | 0.0714 (19) | 0.0694 (19) | 0.0432 (14) | 0.0196 (15) | 0.0187 (12) | 0.0229 (13) |
C5 | 0.097 (3) | 0.091 (3) | 0.0390 (15) | 0.018 (2) | 0.0215 (15) | 0.0127 (15) |
C6 | 0.103 (3) | 0.072 (2) | 0.0395 (15) | 0.007 (2) | 0.0079 (15) | 0.0003 (13) |
C7 | 0.077 (2) | 0.0561 (17) | 0.0403 (14) | 0.0052 (15) | 0.0017 (12) | 0.0113 (12) |
C8 | 0.103 (3) | 0.068 (2) | 0.0449 (16) | −0.0143 (19) | −0.0088 (16) | 0.0118 (14) |
C9 | 0.084 (2) | 0.076 (2) | 0.0588 (18) | −0.0242 (18) | −0.0071 (16) | 0.0276 (16) |
C10 | 0.0678 (19) | 0.0670 (19) | 0.0483 (15) | −0.0083 (15) | 0.0003 (13) | 0.0241 (13) |
C11 | 0.0581 (16) | 0.0467 (14) | 0.0354 (12) | 0.0093 (12) | 0.0024 (10) | 0.0156 (10) |
C12 | 0.0524 (15) | 0.0493 (15) | 0.0382 (12) | 0.0152 (12) | 0.0078 (10) | 0.0174 (10) |
C13 | 0.0604 (17) | 0.0501 (17) | 0.0513 (14) | 0.0178 (13) | 0.0089 (12) | 0.0104 (12) |
C14 | 0.0627 (19) | 0.067 (2) | 0.0510 (16) | 0.0084 (16) | 0.0136 (13) | 0.0048 (14) |
C15 | 0.0512 (18) | 0.097 (3) | 0.0457 (15) | 0.0065 (17) | 0.0051 (12) | 0.0109 (15) |
C16 | 0.0486 (16) | 0.101 (3) | 0.0445 (14) | 0.0237 (16) | 0.0088 (11) | 0.0297 (15) |
C17 | 0.057 (2) | 0.158 (4) | 0.076 (2) | 0.040 (2) | 0.0033 (16) | 0.060 (3) |
C18 | 0.077 (3) | 0.153 (4) | 0.103 (3) | 0.065 (3) | 0.022 (2) | 0.083 (3) |
C19 | 0.073 (2) | 0.106 (3) | 0.080 (2) | 0.055 (2) | 0.0321 (16) | 0.0615 (19) |
C20 | 0.105 (3) | 0.121 (3) | 0.130 (3) | 0.078 (3) | 0.056 (3) | 0.093 (3) |
C21 | 0.112 (3) | 0.072 (2) | 0.105 (3) | 0.053 (2) | 0.050 (2) | 0.054 (2) |
C22 | 0.085 (2) | 0.0563 (18) | 0.0701 (18) | 0.0293 (16) | 0.0263 (15) | 0.0298 (14) |
C23 | 0.0552 (16) | 0.0728 (19) | 0.0444 (13) | 0.0334 (14) | 0.0184 (11) | 0.0314 (12) |
C24 | 0.0485 (14) | 0.0691 (18) | 0.0341 (12) | 0.0256 (13) | 0.0110 (10) | 0.0213 (11) |
C31 | 0.0457 (14) | 0.0449 (14) | 0.0375 (12) | 0.0131 (11) | 0.0051 (10) | 0.0142 (10) |
C32 | 0.0381 (13) | 0.0418 (13) | 0.0359 (11) | 0.0095 (10) | 0.0025 (9) | 0.0112 (9) |
C33 | 0.0416 (14) | 0.0627 (17) | 0.0690 (16) | 0.0234 (12) | 0.0196 (12) | 0.0378 (14) |
C34 | 0.0596 (19) | 0.095 (2) | 0.105 (2) | 0.0373 (17) | 0.0343 (17) | 0.073 (2) |
C35 | 0.0647 (19) | 0.076 (2) | 0.092 (2) | 0.0351 (16) | 0.0184 (16) | 0.0507 (18) |
C36 | 0.0604 (18) | 0.081 (2) | 0.0691 (18) | 0.0427 (16) | 0.0193 (14) | 0.0332 (16) |
C37 | 0.0499 (15) | 0.0680 (18) | 0.0482 (14) | 0.0261 (13) | 0.0165 (11) | 0.0256 (12) |
O1A | 0.061 (3) | 0.079 (4) | 0.039 (3) | 0.009 (3) | 0.016 (2) | 0.015 (2) |
O2A | 0.045 (2) | 0.065 (2) | 0.0429 (18) | 0.0023 (18) | 0.0041 (15) | 0.0081 (16) |
O3A | 0.063 (3) | 0.068 (4) | 0.052 (3) | −0.012 (3) | 0.001 (2) | 0.008 (2) |
C1A | 0.047 (3) | 0.044 (3) | 0.035 (2) | 0.015 (3) | 0.009 (2) | 0.012 (2) |
C2A | 0.044 (4) | 0.034 (3) | 0.038 (3) | 0.013 (3) | 0.009 (3) | 0.015 (3) |
C3A | 0.053 (6) | 0.042 (4) | 0.040 (4) | 0.007 (4) | 0.000 (4) | 0.010 (3) |
C4A | 0.067 (5) | 0.047 (4) | 0.041 (4) | 0.022 (4) | 0.015 (3) | 0.018 (3) |
C5A | 0.069 (4) | 0.045 (3) | 0.039 (3) | 0.025 (3) | 0.011 (3) | 0.011 (3) |
C6A | 0.059 (5) | 0.048 (4) | 0.044 (4) | 0.008 (4) | 0.008 (4) | 0.018 (3) |
C7A | 0.040 (3) | 0.045 (3) | 0.027 (4) | 0.004 (3) | 0.010 (3) | 0.011 (3) |
O1B | 0.075 (3) | 0.042 (3) | 0.056 (3) | −0.010 (3) | 0.007 (3) | 0.012 (2) |
O2B | 0.075 (3) | 0.047 (2) | 0.0378 (19) | 0.0045 (18) | −0.0013 (16) | 0.0159 (15) |
O3B | 0.086 (3) | 0.074 (4) | 0.035 (3) | −0.017 (3) | 0.004 (3) | 0.002 (2) |
C1B | 0.053 (3) | 0.035 (3) | 0.039 (3) | 0.014 (2) | 0.003 (2) | 0.018 (2) |
C2B | 0.056 (4) | 0.036 (3) | 0.034 (3) | 0.019 (3) | 0.013 (3) | 0.017 (2) |
C3B | 0.045 (5) | 0.036 (4) | 0.029 (4) | 0.003 (3) | 0.009 (3) | 0.011 (3) |
C4B | 0.045 (4) | 0.050 (4) | 0.054 (4) | 0.010 (3) | 0.012 (4) | 0.028 (3) |
C5B | 0.041 (3) | 0.045 (3) | 0.062 (4) | −0.002 (3) | −0.003 (3) | 0.020 (3) |
C6B | 0.060 (4) | 0.057 (4) | 0.058 (5) | 0.015 (4) | 0.022 (4) | 0.028 (4) |
C7B | 0.044 (4) | 0.036 (3) | 0.044 (4) | −0.001 (3) | 0.013 (3) | 0.020 (3) |
Geometric parameters (Å, º) top
Mn—O1 | 2.1351 (19) | C18—H18 | 0.9300 |
Mn—O31 | 2.0950 (18) | C19—C23 | 1.405 (4) |
Mn—N1 | 2.307 (2) | C19—C20 | 1.411 (5) |
Mn—N2 | 2.253 (2) | C20—C21 | 1.342 (5) |
Mn—N3 | 2.255 (2) | C20—H20 | 0.9300 |
Mn—N4 | 2.301 (2) | C21—C22 | 1.393 (4) |
N1—C1 | 1.317 (3) | C21—H21 | 0.9300 |
N1—C12 | 1.350 (3) | C22—H22 | 0.9300 |
N2—C10 | 1.316 (3) | C23—C24 | 1.434 (4) |
N2—C11 | 1.356 (3) | C31—C32 | 1.502 (3) |
N3—C13 | 1.320 (3) | C32—C33 | 1.379 (3) |
N3—C24 | 1.354 (3) | C32—C37 | 1.376 (3) |
N4—C22 | 1.331 (4) | C33—C34 | 1.383 (4) |
N4—C23 | 1.350 (3) | C33—H33 | 0.9300 |
O1—H1A | 0.8534 | C34—C35 | 1.380 (4) |
O1—H1B | 0.8605 | C35—C36 | 1.365 (4) |
C31—O32 | 1.238 (3) | C35—H35 | 0.9300 |
C31—O31 | 1.264 (3) | C36—C37 | 1.380 (4) |
O33—C34 | 1.350 (3) | C36—H36 | 0.9300 |
O33—H33A | 0.8147 | C37—H37 | 0.9300 |
C1—C2 | 1.393 (4) | C1A—O1A | 1.219 (7) |
C1—H1 | 0.9300 | C1A—O2A | 1.252 (6) |
C2—C3 | 1.349 (4) | O3A—C4A | 1.384 (6) |
C2—H2 | 0.9300 | O3A—H3A | 0.8033 |
C3—C4 | 1.392 (4) | C1A—C2A | 1.515 (6) |
C3—H3 | 0.9300 | C2A—C3A | 1.3900 |
C4—C12 | 1.412 (3) | C2A—C7A | 1.3900 |
C4—C5 | 1.431 (4) | C3A—C4A | 1.3900 |
C5—C6 | 1.334 (5) | C3A—H2A | 0.9300 |
C5—H5 | 0.9300 | C4A—C5A | 1.3900 |
C6—C7 | 1.421 (4) | C5A—C6A | 1.3900 |
C6—H6 | 0.9300 | C5A—H5A | 0.9300 |
C7—C8 | 1.400 (4) | C6A—C7A | 1.3900 |
C7—C11 | 1.411 (3) | C6A—H6A | 0.9300 |
C8—C9 | 1.342 (4) | C7A—H7A | 0.9300 |
C8—H8 | 0.9300 | C1B—O1B | 1.222 (7) |
C9—C10 | 1.398 (4) | C1B—O2B | 1.255 (5) |
C9—H9 | 0.9300 | O3B—C4B | 1.368 (6) |
C10—H10 | 0.9300 | O3B—H3B | 0.9092 |
C11—C12 | 1.434 (3) | C1B—C2B | 1.499 (6) |
C13—C14 | 1.387 (4) | C2B—C3B | 1.3900 |
C13—H13 | 0.9300 | C2B—C7B | 1.3900 |
C14—C15 | 1.357 (5) | C3B—C4B | 1.3900 |
C14—H14 | 0.9300 | C3B—H2B | 0.9300 |
C15—C16 | 1.391 (5) | C4B—C5B | 1.3900 |
C15—H15 | 0.9300 | C5B—C6B | 1.3900 |
C16—C24 | 1.406 (4) | C5B—H5B | 0.9300 |
C16—C17 | 1.431 (5) | C6B—C7B | 1.3900 |
C17—C18 | 1.331 (5) | C6B—H6B | 0.9300 |
C17—H17 | 0.9300 | C7B—H7B | 0.9300 |
C18—C19 | 1.420 (5) | | |
| | | |
O31—Mn—O1 | 86.86 (7) | C19—C18—H18 | 119.3 |
O31—Mn—N2 | 103.72 (8) | C23—C19—C20 | 116.5 (3) |
O1—Mn—N2 | 97.37 (9) | C23—C19—C18 | 119.4 (3) |
O31—Mn—N3 | 96.14 (8) | C20—C19—C18 | 124.0 (3) |
O1—Mn—N3 | 102.08 (8) | C21—C20—C19 | 120.8 (3) |
N2—Mn—N3 | 152.85 (8) | C21—C20—H20 | 119.6 |
O31—Mn—N4 | 165.69 (7) | C19—C20—H20 | 119.6 |
O1—Mn—N4 | 86.20 (8) | C20—C21—C22 | 119.1 (3) |
N2—Mn—N4 | 89.58 (8) | C20—C21—H21 | 120.5 |
N3—Mn—N4 | 73.15 (8) | C22—C21—H21 | 120.5 |
O31—Mn—N1 | 88.01 (7) | N4—C22—C21 | 122.4 (3) |
O1—Mn—N1 | 167.79 (8) | N4—C22—H22 | 118.8 |
N2—Mn—N1 | 73.13 (7) | C21—C22—H22 | 118.8 |
N3—Mn—N1 | 89.47 (7) | N4—C23—C19 | 122.3 (3) |
N4—Mn—N1 | 101.10 (8) | N4—C23—C24 | 118.5 (2) |
C1—N1—C12 | 117.4 (2) | C19—C23—C24 | 119.1 (3) |
C1—N1—Mn | 128.16 (17) | N3—C24—C16 | 122.0 (3) |
C12—N1—Mn | 114.34 (15) | N3—C24—C23 | 118.1 (2) |
C10—N2—C11 | 118.8 (2) | C16—C24—C23 | 120.0 (2) |
C10—N2—Mn | 125.30 (17) | O32—C31—O31 | 125.0 (2) |
C11—N2—Mn | 115.93 (16) | O32—C31—C32 | 118.3 (2) |
C13—N3—C24 | 118.6 (2) | O31—C31—C32 | 116.7 (2) |
C13—N3—Mn | 125.54 (17) | C33—C32—C37 | 119.9 (2) |
C24—N3—Mn | 115.86 (17) | C33—C32—C31 | 120.1 (2) |
C22—N4—C23 | 118.8 (2) | C37—C32—C31 | 120.0 (2) |
C22—N4—Mn | 127.0 (2) | C32—C33—C34 | 120.2 (2) |
C23—N4—Mn | 114.21 (17) | C32—C33—H33 | 119.9 |
Mn—O1—H1A | 111.6 | C34—C33—H33 | 119.9 |
Mn—O1—H1B | 136.7 | O33—C34—C35 | 118.0 (3) |
H1A—O1—H1B | 106.5 | O33—C34—C33 | 122.6 (3) |
C31—O31—Mn | 132.52 (15) | C35—C34—C33 | 119.5 (3) |
C34—O33—H33A | 116.0 | C36—C35—C34 | 120.1 (3) |
N1—C1—C2 | 124.3 (3) | C36—C35—H35 | 119.9 |
N1—C1—H1 | 117.8 | C34—C35—H35 | 119.9 |
C2—C1—H1 | 117.8 | C35—C36—C37 | 120.6 (3) |
C3—C2—C1 | 118.2 (3) | C35—C36—H36 | 119.7 |
C3—C2—H2 | 120.9 | C37—C36—H36 | 119.7 |
C1—C2—H2 | 120.9 | C32—C37—C36 | 119.6 (2) |
C2—C3—C4 | 120.3 (3) | C32—C37—H37 | 120.2 |
C2—C3—H3 | 119.8 | C36—C37—H37 | 120.2 |
C4—C3—H3 | 119.8 | C4A—O3A—H3A | 119.7 |
C3—C4—C12 | 117.4 (3) | O1A—C1A—O2A | 126.2 (5) |
C3—C4—C5 | 124.1 (3) | O1A—C1A—C2A | 117.9 (5) |
C12—C4—C5 | 118.5 (3) | O2A—C1A—C2A | 115.9 (4) |
C6—C5—C4 | 122.1 (3) | C3A—C2A—C7A | 120.0 |
C6—C5—H5 | 119.0 | C3A—C2A—C1A | 116.9 (4) |
C4—C5—H5 | 119.0 | C7A—C2A—C1A | 123.0 (4) |
C5—C6—C7 | 121.1 (3) | C4A—C3A—C2A | 120.0 |
C5—C6—H6 | 119.5 | C4A—C3A—H2A | 120.0 |
C7—C6—H6 | 119.5 | C2A—C3A—H2A | 120.0 |
C8—C7—C11 | 116.8 (2) | O3A—C4A—C3A | 117.7 (4) |
C8—C7—C6 | 124.1 (3) | O3A—C4A—C5A | 122.3 (4) |
C11—C7—C6 | 119.1 (3) | C3A—C4A—C5A | 120.0 |
C9—C8—C7 | 120.8 (3) | C4A—C5A—C6A | 120.0 |
C9—C8—H8 | 119.6 | C4A—C5A—H5A | 120.0 |
C7—C8—H8 | 119.6 | C6A—C5A—H5A | 120.0 |
C8—C9—C10 | 119.0 (3) | C7A—C6A—C5A | 120.0 |
C8—C9—H9 | 120.5 | C7A—C6A—H6A | 120.0 |
C10—C9—H9 | 120.5 | C5A—C6A—H6A | 120.0 |
N2—C10—C9 | 122.7 (3) | C6A—C7A—C2A | 120.0 |
N2—C10—H10 | 118.6 | C6A—C7A—H7A | 120.0 |
C9—C10—H10 | 118.6 | C2A—C7A—H7A | 120.0 |
N2—C11—C7 | 121.9 (2) | C4B—O3B—H3B | 125.6 |
N2—C11—C12 | 118.3 (2) | O1B—C1B—O2B | 124.1 (5) |
C7—C11—C12 | 119.8 (2) | O1B—C1B—C2B | 119.1 (4) |
N1—C12—C4 | 122.4 (2) | O2B—C1B—C2B | 116.8 (4) |
N1—C12—C11 | 118.2 (2) | C3B—C2B—C7B | 120.0 |
C4—C12—C11 | 119.4 (2) | C3B—C2B—C1B | 117.9 (4) |
N3—C13—C14 | 123.1 (3) | C7B—C2B—C1B | 122.0 (4) |
N3—C13—H13 | 118.4 | C2B—C3B—C4B | 120.0 |
C14—C13—H13 | 118.4 | C2B—C3B—H2B | 120.0 |
C15—C14—C13 | 118.5 (3) | C4B—C3B—H2B | 120.0 |
C15—C14—H14 | 120.7 | O3B—C4B—C3B | 116.6 (5) |
C13—C14—H14 | 120.7 | O3B—C4B—C5B | 123.4 (5) |
C14—C15—C16 | 120.7 (3) | C3B—C4B—C5B | 120.0 |
C14—C15—H15 | 119.7 | C6B—C5B—C4B | 120.0 |
C16—C15—H15 | 119.7 | C6B—C5B—H5B | 120.0 |
C15—C16—C24 | 117.1 (3) | C4B—C5B—H5B | 120.0 |
C15—C16—C17 | 124.3 (3) | C7B—C6B—C5B | 120.0 |
C24—C16—C17 | 118.6 (3) | C7B—C6B—H6B | 120.0 |
C18—C17—C16 | 121.5 (3) | C5B—C6B—H6B | 120.0 |
C18—C17—H17 | 119.3 | C6B—C7B—C2B | 120.0 |
C16—C17—H17 | 119.3 | C6B—C7B—H7B | 120.0 |
C17—C18—C19 | 121.4 (3) | C2B—C7B—H7B | 120.0 |
C17—C18—H18 | 119.3 | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1A···O32 | 0.85 | 1.83 | 2.610 (3) | 152 |
O1—H1B···O1Bi | 0.86 | 1.93 | 2.748 (6) | 158 |
O1—H1B···O2B | 0.86 | 1.98 | 2.685 (4) | 138 |
O3A—H3A···O2Bi | 0.80 | 1.89 | 2.592 (6) | 146 |
O3B—H3B···O2Aii | 0.91 | 1.73 | 2.611 (6) | 162 |
O33—H33A···O1Aiii | 0.81 | 2.17 | 2.908 (6) | 151 |
O33—H33A···O2Aiv | 0.81 | 1.88 | 2.613 (5) | 148 |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y, −z; (iii) x, y, z+1; (iv) −x+1, −y, −z+1. |