The title compound, [Mn(C8H7O3)2(C12H8N2)(H2O)]·C8H8O3, has been synthesized by the reaction of MnCl2·6H2O with p-anisic acid and 1,10-phenanthroline in an alcohol-water solution. The Mn atom is six-coordinated by two N atoms and four O atoms, forming a distorted octahedral geometry. The Mn-O and Mn-N distances range from 2.113 (3) to 2.410 (3) Å.
Supporting information
CCDC reference: 239073
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.005 Å
- R factor = 0.051
- wR factor = 0.127
- Data-to-parameter ratio = 12.6
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT143_ALERT_4_C su on c - Axis Small or Missing (x 100000) ..... 10 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
1 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
0 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: XSCANS (Bruker, 1997); cell refinement: XSCANS; data reduction: SHELXTL (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Crystal data top
[Mn(C8H7O3)2(C12H8N2)(H2O)]·C8H8O3 | Z = 2 |
Mr = 707.58 | F(000) = 734 |
Triclinic, P1 | Dx = 1.431 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.7353 (6) Å | Cell parameters from 5737 reflections |
b = 11.3832 (2) Å | θ = 2.0–25.0° |
c = 16.0107 (1) Å | µ = 0.47 mm−1 |
α = 76.41 (3)° | T = 293 K |
β = 71.56 (2)° | Block, yellow |
γ = 62.855 (18)° | 0.55 × 0.40 × 0.30 mm |
V = 1642.1 (3) Å3 | |
Data collection top
Bruker P4 diffractometer | 5737 independent reflections |
Radiation source: fine-focus sealed tube | 4803 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.024 |
ω scans | θmax = 25.0°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 1999) | h = −12→12 |
Tmin = 0.784, Tmax = 0.873 | k = −13→13 |
10120 measured reflections | l = −19→17 |
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)] = 0.051 | Hydrogen site location: difmap (O-H) and geom (C-H) |
wR(F2) = 0.127 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.10 | w = 1/[σ2(Fo2) + (0.062P)2 + 0.3137P] where P = (Fo2 + 2Fc2)/3 |
5737 reflections | (Δ/σ)max = 0.001 |
454 parameters | Δρmax = 0.26 e Å−3 |
3 restraints | Δρmin = −0.24 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 | |
Mn1 | 0.71785 (4) | 0.70129 (4) | 0.04640 (3) | 0.03842 (15) | |
O4 | 0.8607 (2) | 0.63663 (19) | −0.09218 (12) | 0.0437 (5) | |
O1 | 0.63402 (19) | 0.83245 (19) | 0.14444 (12) | 0.0445 (5) | |
O5 | 0.7590 (2) | 0.8435 (2) | −0.06416 (13) | 0.0530 (5) | |
N1 | 0.4967 (2) | 0.7554 (2) | 0.02952 (14) | 0.0372 (5) | |
N2 | 0.6662 (2) | 0.5248 (2) | 0.10672 (14) | 0.0376 (5) | |
O2 | 0.8265 (2) | 0.8081 (2) | 0.18201 (15) | 0.0565 (6) | |
O8 | 0.0347 (2) | 0.7649 (2) | 0.25235 (16) | 0.0596 (6) | |
O10 | 0.9168 (3) | 0.6086 (3) | 0.08843 (19) | 0.0686 (7) | |
O3 | 0.3358 (2) | 1.1922 (2) | 0.46013 (14) | 0.0604 (6) | |
C15 | 0.8412 (3) | 0.7564 (3) | −0.11611 (18) | 0.0395 (6) | |
C10 | 0.9197 (3) | 0.9200 (3) | −0.22488 (18) | 0.0435 (7) | |
H10A | 0.8699 | 0.9797 | −0.1824 | 0.052* | |
O6 | 1.1421 (2) | 0.9133 (2) | −0.44633 (13) | 0.0608 (6) | |
C27 | 0.5345 (3) | 0.5384 (3) | 0.10566 (16) | 0.0344 (6) | |
C1 | 0.5968 (3) | 0.9541 (3) | 0.25725 (17) | 0.0383 (6) | |
C23 | 0.4837 (3) | 0.4388 (3) | 0.14346 (17) | 0.0398 (6) | |
C7 | 0.6927 (3) | 0.8594 (3) | 0.19007 (18) | 0.0386 (6) | |
O9 | 0.6035 (2) | 0.5201 (2) | 0.38519 (15) | 0.0629 (6) | |
C9 | 0.9174 (3) | 0.7956 (3) | −0.20565 (17) | 0.0365 (6) | |
C20 | 0.3081 (3) | 0.6791 (3) | 0.06150 (17) | 0.0392 (6) | |
C28 | 0.4447 (3) | 0.6607 (3) | 0.06415 (16) | 0.0338 (6) | |
C11 | 0.9946 (3) | 0.9565 (3) | −0.30603 (19) | 0.0482 (7) | |
H11A | 0.9955 | 1.0401 | −0.3180 | 0.058* | |
C13 | 1.0651 (3) | 0.7453 (3) | −0.35232 (18) | 0.0455 (7) | |
H13A | 1.1131 | 0.6867 | −0.3954 | 0.055* | |
C12 | 1.0684 (3) | 0.8687 (3) | −0.36949 (18) | 0.0441 (7) | |
C29 | 0.2203 (3) | 0.6216 (3) | 0.32161 (18) | 0.0439 (7) | |
C14 | 0.9896 (3) | 0.7097 (3) | −0.27023 (18) | 0.0423 (6) | |
H14A | 0.9877 | 0.6264 | −0.2585 | 0.051* | |
C2 | 0.6527 (3) | 0.9853 (3) | 0.3126 (2) | 0.0478 (7) | |
H2A | 0.7521 | 0.9513 | 0.3045 | 0.057* | |
C3 | 0.5632 (3) | 1.0654 (3) | 0.3786 (2) | 0.0516 (8) | |
H3A | 0.6024 | 1.0850 | 0.4148 | 0.062* | |
C6 | 0.4493 (3) | 1.0103 (3) | 0.26903 (19) | 0.0463 (7) | |
H6A | 0.4101 | 0.9937 | 0.2314 | 0.056* | |
O7 | 0.0246 (3) | 0.5748 (3) | 0.32377 (18) | 0.0762 (7) | |
C19 | 0.2226 (3) | 0.8018 (3) | 0.0236 (2) | 0.0527 (8) | |
H19A | 0.1304 | 0.8184 | 0.0212 | 0.063* | |
C22 | 0.3455 (3) | 0.4604 (3) | 0.13778 (18) | 0.0464 (7) | |
H22A | 0.3122 | 0.3943 | 0.1617 | 0.056* | |
C21 | 0.2622 (3) | 0.5744 (3) | 0.09850 (19) | 0.0478 (7) | |
H21A | 0.1724 | 0.5856 | 0.0953 | 0.057* | |
C26 | 0.7479 (3) | 0.4127 (3) | 0.1462 (2) | 0.0510 (8) | |
H26A | 0.8388 | 0.4018 | 0.1471 | 0.061* | |
C30 | 0.2958 (3) | 0.7003 (3) | 0.28445 (18) | 0.0412 (6) | |
H30A | 0.2586 | 0.7756 | 0.2462 | 0.049* | |
C4 | 0.4155 (3) | 1.1169 (3) | 0.39148 (18) | 0.0462 (7) | |
C24 | 0.5734 (4) | 0.3233 (3) | 0.1852 (2) | 0.0529 (8) | |
H24A | 0.5434 | 0.2556 | 0.2119 | 0.064* | |
C31 | 0.4252 (3) | 0.6691 (3) | 0.30308 (18) | 0.0412 (6) | |
H31A | 0.4754 | 0.7221 | 0.2769 | 0.049* | |
C18 | 0.2738 (3) | 0.8971 (3) | −0.0099 (2) | 0.0559 (8) | |
H18A | 0.2171 | 0.9795 | −0.0347 | 0.067* | |
C5 | 0.3581 (3) | 1.0909 (3) | 0.33537 (19) | 0.0482 (7) | |
H5A | 0.2587 | 1.1275 | 0.3423 | 0.058* | |
C35 | 0.0846 (3) | 0.6497 (3) | 0.3003 (2) | 0.0523 (8) | |
C34 | 0.2783 (4) | 0.5102 (3) | 0.3779 (2) | 0.0587 (9) | |
H34A | 0.2296 | 0.4557 | 0.4028 | 0.070* | |
C17 | 0.4129 (3) | 0.8688 (3) | −0.00630 (19) | 0.0479 (7) | |
H17A | 0.4481 | 0.9336 | −0.0305 | 0.057* | |
C32 | 0.4790 (3) | 0.5589 (3) | 0.36087 (19) | 0.0461 (7) | |
C25 | 0.7051 (4) | 0.3102 (3) | 0.1867 (2) | 0.0596 (9) | |
H25A | 0.7659 | 0.2337 | 0.2144 | 0.071* | |
C36 | 0.6792 (4) | 0.6032 (4) | 0.3526 (3) | 0.0677 (10) | |
H36A | 0.7644 | 0.5653 | 0.3748 | 0.102* | |
H36B | 0.6182 | 0.6898 | 0.3720 | 0.102* | |
H36C | 0.7062 | 0.6106 | 0.2891 | 0.102* | |
C33 | 0.4055 (4) | 0.4781 (3) | 0.3977 (2) | 0.0599 (9) | |
H33A | 0.4427 | 0.4025 | 0.4357 | 0.072* | |
C16 | 1.2215 (4) | 0.8271 (4) | −0.5141 (2) | 0.0788 (11) | |
H16A | 1.2680 | 0.8704 | −0.5643 | 0.118* | |
H16B | 1.1571 | 0.8056 | −0.5314 | 0.118* | |
H16C | 1.2930 | 0.7471 | −0.4924 | 0.118* | |
C8 | 0.1847 (4) | 1.2280 (4) | 0.4854 (3) | 0.0795 (12) | |
H8A | 0.1415 | 1.2800 | 0.5345 | 0.119* | |
H8B | 0.1673 | 1.1491 | 0.5024 | 0.119* | |
H8C | 0.1432 | 1.2789 | 0.4364 | 0.119* | |
H8D | −0.037 (3) | 0.776 (4) | 0.235 (3) | 0.110 (16)* | |
H10B | 0.906 (5) | 0.659 (4) | 0.123 (2) | 0.104 (16)* | |
H10C | 0.981 (3) | 0.533 (2) | 0.099 (2) | 0.078 (13)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.0295 (2) | 0.0396 (3) | 0.0488 (3) | −0.01670 (19) | −0.00679 (17) | −0.00818 (18) |
O4 | 0.0401 (11) | 0.0364 (12) | 0.0556 (12) | −0.0190 (9) | −0.0061 (9) | −0.0073 (9) |
O1 | 0.0361 (10) | 0.0480 (12) | 0.0536 (12) | −0.0134 (9) | −0.0162 (9) | −0.0141 (9) |
O5 | 0.0501 (12) | 0.0399 (12) | 0.0560 (12) | −0.0163 (10) | 0.0069 (10) | −0.0143 (10) |
N1 | 0.0314 (12) | 0.0383 (13) | 0.0434 (12) | −0.0147 (11) | −0.0083 (9) | −0.0072 (10) |
N2 | 0.0322 (12) | 0.0387 (13) | 0.0442 (13) | −0.0149 (11) | −0.0108 (10) | −0.0062 (10) |
O2 | 0.0351 (11) | 0.0628 (15) | 0.0764 (15) | −0.0111 (11) | −0.0186 (10) | −0.0288 (11) |
O8 | 0.0432 (13) | 0.0551 (15) | 0.0885 (17) | −0.0136 (11) | −0.0244 (12) | −0.0241 (13) |
O10 | 0.0401 (13) | 0.0592 (17) | 0.112 (2) | 0.0002 (12) | −0.0346 (13) | −0.0406 (16) |
O3 | 0.0665 (15) | 0.0528 (14) | 0.0516 (13) | −0.0179 (12) | −0.0027 (11) | −0.0174 (10) |
C15 | 0.0286 (14) | 0.0387 (17) | 0.0525 (17) | −0.0138 (13) | −0.0091 (12) | −0.0085 (13) |
C10 | 0.0428 (16) | 0.0348 (16) | 0.0493 (16) | −0.0136 (13) | −0.0028 (13) | −0.0147 (13) |
O6 | 0.0745 (16) | 0.0532 (14) | 0.0468 (12) | −0.0308 (12) | 0.0049 (11) | −0.0089 (10) |
C27 | 0.0326 (14) | 0.0410 (16) | 0.0326 (13) | −0.0168 (12) | −0.0040 (10) | −0.0113 (11) |
C1 | 0.0403 (15) | 0.0328 (15) | 0.0428 (15) | −0.0154 (13) | −0.0128 (12) | −0.0013 (11) |
C23 | 0.0422 (16) | 0.0456 (17) | 0.0374 (14) | −0.0240 (14) | −0.0032 (12) | −0.0110 (12) |
C7 | 0.0379 (16) | 0.0351 (16) | 0.0453 (15) | −0.0165 (13) | −0.0149 (12) | 0.0010 (12) |
O9 | 0.0555 (14) | 0.0592 (15) | 0.0805 (16) | −0.0277 (12) | −0.0339 (12) | 0.0133 (12) |
C9 | 0.0286 (14) | 0.0341 (15) | 0.0439 (15) | −0.0095 (12) | −0.0079 (11) | −0.0078 (12) |
C20 | 0.0308 (14) | 0.0496 (18) | 0.0412 (15) | −0.0163 (13) | −0.0063 (11) | −0.0158 (12) |
C28 | 0.0286 (13) | 0.0414 (16) | 0.0337 (13) | −0.0155 (12) | −0.0026 (10) | −0.0129 (11) |
C11 | 0.0561 (19) | 0.0367 (17) | 0.0506 (17) | −0.0216 (15) | −0.0064 (14) | −0.0068 (13) |
C13 | 0.0482 (17) | 0.0383 (17) | 0.0450 (16) | −0.0123 (14) | −0.0077 (13) | −0.0121 (13) |
C12 | 0.0417 (16) | 0.0408 (17) | 0.0424 (15) | −0.0137 (14) | −0.0054 (12) | −0.0048 (13) |
C29 | 0.0387 (15) | 0.0465 (18) | 0.0486 (17) | −0.0184 (14) | −0.0042 (12) | −0.0160 (14) |
C14 | 0.0411 (16) | 0.0346 (16) | 0.0515 (17) | −0.0148 (13) | −0.0118 (13) | −0.0059 (13) |
C2 | 0.0423 (16) | 0.0453 (18) | 0.0583 (18) | −0.0150 (14) | −0.0189 (14) | −0.0076 (14) |
C3 | 0.058 (2) | 0.0500 (19) | 0.0513 (18) | −0.0182 (16) | −0.0238 (15) | −0.0080 (15) |
C6 | 0.0423 (17) | 0.0495 (19) | 0.0520 (17) | −0.0188 (15) | −0.0149 (13) | −0.0099 (14) |
O7 | 0.0611 (16) | 0.0847 (19) | 0.1025 (19) | −0.0478 (15) | −0.0169 (14) | −0.0117 (15) |
C19 | 0.0329 (16) | 0.061 (2) | 0.064 (2) | −0.0129 (16) | −0.0175 (14) | −0.0142 (16) |
C22 | 0.0471 (17) | 0.057 (2) | 0.0464 (16) | −0.0349 (16) | 0.0007 (13) | −0.0130 (14) |
C21 | 0.0353 (15) | 0.065 (2) | 0.0535 (17) | −0.0285 (16) | −0.0020 (13) | −0.0214 (15) |
C26 | 0.0429 (17) | 0.0473 (19) | 0.0651 (19) | −0.0177 (15) | −0.0232 (15) | 0.0021 (15) |
C30 | 0.0394 (15) | 0.0383 (16) | 0.0436 (15) | −0.0130 (13) | −0.0074 (12) | −0.0104 (12) |
C4 | 0.0586 (19) | 0.0347 (17) | 0.0412 (16) | −0.0181 (15) | −0.0084 (14) | −0.0045 (12) |
C24 | 0.064 (2) | 0.0471 (19) | 0.0520 (18) | −0.0312 (17) | −0.0115 (15) | 0.0006 (14) |
C31 | 0.0398 (15) | 0.0414 (17) | 0.0432 (15) | −0.0194 (13) | −0.0068 (12) | −0.0049 (12) |
C18 | 0.0421 (17) | 0.049 (2) | 0.071 (2) | −0.0087 (15) | −0.0246 (15) | −0.0021 (16) |
C5 | 0.0376 (16) | 0.0462 (18) | 0.0559 (18) | −0.0126 (14) | −0.0075 (13) | −0.0120 (14) |
C35 | 0.0423 (17) | 0.056 (2) | 0.0618 (19) | −0.0198 (16) | −0.0031 (14) | −0.0274 (16) |
C34 | 0.058 (2) | 0.059 (2) | 0.069 (2) | −0.0368 (18) | −0.0150 (17) | 0.0023 (17) |
C17 | 0.0452 (17) | 0.0398 (18) | 0.0573 (18) | −0.0160 (15) | −0.0141 (14) | −0.0039 (14) |
C32 | 0.0413 (16) | 0.0464 (18) | 0.0516 (17) | −0.0177 (14) | −0.0121 (13) | −0.0070 (14) |
C25 | 0.060 (2) | 0.046 (2) | 0.070 (2) | −0.0201 (17) | −0.0276 (17) | 0.0116 (16) |
C36 | 0.051 (2) | 0.066 (2) | 0.095 (3) | −0.0296 (19) | −0.0319 (19) | 0.006 (2) |
C33 | 0.063 (2) | 0.057 (2) | 0.065 (2) | −0.0328 (18) | −0.0251 (17) | 0.0132 (16) |
C16 | 0.100 (3) | 0.075 (3) | 0.047 (2) | −0.040 (2) | 0.0128 (19) | −0.0158 (18) |
C8 | 0.077 (3) | 0.073 (3) | 0.075 (2) | −0.037 (2) | 0.024 (2) | −0.030 (2) |
Geometric parameters (Å, º) top
Mn1—O1 | 2.118 (2) | C13—H13A | 0.9300 |
Mn1—O10 | 2.156 (2) | C29—C34 | 1.380 (4) |
Mn1—O5 | 2.181 (2) | C29—C30 | 1.385 (4) |
Mn1—N2 | 2.246 (2) | C29—C35 | 1.476 (4) |
Mn1—N1 | 2.254 (2) | C14—H14A | 0.9300 |
Mn1—O4 | 2.324 (2) | C2—C3 | 1.372 (4) |
Mn1—C15 | 2.594 (3) | C2—H2A | 0.9300 |
O4—C15 | 1.262 (3) | C3—C4 | 1.379 (4) |
O1—C7 | 1.263 (3) | C3—H3A | 0.9300 |
O5—C15 | 1.256 (3) | C6—C5 | 1.382 (4) |
N1—C17 | 1.313 (4) | C6—H6A | 0.9300 |
N1—C28 | 1.362 (3) | O7—C35 | 1.217 (4) |
N2—C26 | 1.322 (4) | C19—C18 | 1.360 (4) |
N2—C27 | 1.356 (3) | C19—H19A | 0.9300 |
O2—C7 | 1.254 (3) | C22—C21 | 1.339 (4) |
O8—C35 | 1.320 (4) | C22—H22A | 0.9300 |
O8—H8D | 0.85 (4) | C21—H21A | 0.9300 |
O10—H10B | 0.84 (4) | C26—C25 | 1.392 (4) |
O10—H10C | 0.84 (4) | C26—H26A | 0.9300 |
O3—C4 | 1.361 (3) | C30—C31 | 1.381 (4) |
O3—C8 | 1.422 (4) | C30—H30A | 0.9300 |
C15—C9 | 1.488 (4) | C4—C5 | 1.384 (4) |
C10—C11 | 1.378 (4) | C24—C25 | 1.359 (4) |
C10—C9 | 1.387 (4) | C24—H24A | 0.9300 |
C10—H10A | 0.9300 | C31—C32 | 1.377 (4) |
O6—C12 | 1.362 (3) | C31—H31A | 0.9300 |
O6—C16 | 1.421 (4) | C18—C17 | 1.394 (4) |
C27—C23 | 1.407 (4) | C18—H18A | 0.9300 |
C27—C28 | 1.433 (4) | C5—H5A | 0.9300 |
C1—C6 | 1.377 (4) | C34—C33 | 1.365 (4) |
C1—C2 | 1.396 (4) | C34—H34A | 0.9300 |
C1—C7 | 1.487 (4) | C17—H17A | 0.9300 |
C23—C24 | 1.394 (4) | C32—C33 | 1.390 (4) |
C23—C22 | 1.419 (4) | C25—H25A | 0.9300 |
O9—C32 | 1.357 (3) | C36—H36A | 0.9600 |
O9—C36 | 1.425 (4) | C36—H36B | 0.9600 |
C9—C14 | 1.380 (4) | C36—H36C | 0.9600 |
C20—C19 | 1.395 (4) | C33—H33A | 0.9300 |
C20—C28 | 1.396 (3) | C16—H16A | 0.9600 |
C20—C21 | 1.427 (4) | C16—H16B | 0.9600 |
C11—C12 | 1.380 (4) | C16—H16C | 0.9600 |
C11—H11A | 0.9300 | C8—H8A | 0.9600 |
C13—C12 | 1.381 (4) | C8—H8B | 0.9600 |
C13—C14 | 1.387 (4) | C8—H8C | 0.9600 |
| | | |
O1—Mn1—O10 | 87.97 (9) | C9—C14—C13 | 121.1 (3) |
O1—Mn1—O5 | 95.28 (8) | C9—C14—H14A | 119.5 |
O10—Mn1—O5 | 102.27 (10) | C13—C14—H14A | 119.5 |
O1—Mn1—N2 | 108.26 (8) | C3—C2—C1 | 121.0 (3) |
O10—Mn1—N2 | 91.51 (10) | C3—C2—H2A | 119.5 |
O5—Mn1—N2 | 153.17 (8) | C1—C2—H2A | 119.5 |
O1—Mn1—N1 | 92.49 (8) | C2—C3—C4 | 120.4 (3) |
O10—Mn1—N1 | 164.48 (10) | C2—C3—H3A | 119.8 |
O5—Mn1—N1 | 93.14 (8) | C4—C3—H3A | 119.8 |
N2—Mn1—N1 | 73.61 (8) | C1—C6—C5 | 121.7 (3) |
O1—Mn1—O4 | 150.23 (7) | C1—C6—H6A | 119.1 |
O10—Mn1—O4 | 85.83 (9) | C5—C6—H6A | 119.1 |
O5—Mn1—O4 | 57.94 (7) | C18—C19—C20 | 120.1 (3) |
N2—Mn1—O4 | 100.99 (8) | C18—C19—H19A | 120.0 |
N1—Mn1—O4 | 101.06 (7) | C20—C19—H19A | 120.0 |
O1—Mn1—C15 | 122.85 (8) | C21—C22—C23 | 121.1 (3) |
O10—Mn1—C15 | 93.52 (10) | C21—C22—H22A | 119.5 |
O5—Mn1—C15 | 28.89 (8) | C23—C22—H22A | 119.5 |
N2—Mn1—C15 | 128.77 (8) | C22—C21—C20 | 121.4 (3) |
N1—Mn1—C15 | 99.22 (8) | C22—C21—H21A | 119.3 |
O4—Mn1—C15 | 29.09 (7) | C20—C21—H21A | 119.3 |
C15—O4—Mn1 | 87.39 (16) | N2—C26—C25 | 123.5 (3) |
C7—O1—Mn1 | 132.70 (18) | N2—C26—H26A | 118.3 |
C15—O5—Mn1 | 94.10 (17) | C25—C26—H26A | 118.3 |
C17—N1—C28 | 117.9 (2) | C31—C30—C29 | 121.3 (3) |
C17—N1—Mn1 | 126.94 (19) | C31—C30—H30A | 119.3 |
C28—N1—Mn1 | 115.11 (17) | C29—C30—H30A | 119.3 |
C26—N2—C27 | 117.4 (2) | O3—C4—C3 | 116.0 (3) |
C26—N2—Mn1 | 126.71 (18) | O3—C4—C5 | 124.5 (3) |
C27—N2—Mn1 | 115.86 (17) | C3—C4—C5 | 119.5 (3) |
C35—O8—H8D | 112 (3) | C25—C24—C23 | 119.5 (3) |
Mn1—O10—H10B | 104 (3) | C25—C24—H24A | 120.2 |
Mn1—O10—H10C | 141 (3) | C23—C24—H24A | 120.2 |
H10B—O10—H10C | 108 (4) | C32—C31—C30 | 119.3 (3) |
C4—O3—C8 | 117.7 (3) | C32—C31—H31A | 120.3 |
O5—C15—O4 | 120.4 (3) | C30—C31—H31A | 120.3 |
O5—C15—C9 | 119.2 (2) | C19—C18—C17 | 118.7 (3) |
O4—C15—C9 | 120.4 (2) | C19—C18—H18A | 120.7 |
O5—C15—Mn1 | 57.01 (14) | C17—C18—H18A | 120.7 |
O4—C15—Mn1 | 63.52 (15) | C6—C5—C4 | 119.6 (3) |
C9—C15—Mn1 | 174.06 (18) | C6—C5—H5A | 120.2 |
C11—C10—C9 | 120.9 (3) | C4—C5—H5A | 120.2 |
C11—C10—H10A | 119.6 | O7—C35—O8 | 123.1 (3) |
C9—C10—H10A | 119.6 | O7—C35—C29 | 124.0 (3) |
C12—O6—C16 | 117.9 (2) | O8—C35—C29 | 113.0 (3) |
N2—C27—C23 | 122.9 (2) | C33—C34—C29 | 121.5 (3) |
N2—C27—C28 | 117.5 (2) | C33—C34—H34A | 119.2 |
C23—C27—C28 | 119.7 (2) | C29—C34—H34A | 119.2 |
C6—C1—C2 | 117.8 (3) | N1—C17—C18 | 123.4 (3) |
C6—C1—C7 | 120.9 (2) | N1—C17—H17A | 118.3 |
C2—C1—C7 | 121.3 (3) | C18—C17—H17A | 118.3 |
C24—C23—C27 | 117.5 (2) | O9—C32—C31 | 124.4 (3) |
C24—C23—C22 | 123.4 (3) | O9—C32—C33 | 115.6 (3) |
C27—C23—C22 | 119.1 (3) | C31—C32—C33 | 120.0 (3) |
O2—C7—O1 | 122.9 (3) | C24—C25—C26 | 119.3 (3) |
O2—C7—C1 | 119.4 (2) | C24—C25—H25A | 120.4 |
O1—C7—C1 | 117.7 (2) | C26—C25—H25A | 120.4 |
C32—O9—C36 | 117.7 (2) | O9—C36—H36A | 109.5 |
C14—C9—C10 | 118.6 (2) | O9—C36—H36B | 109.5 |
C14—C9—C15 | 121.6 (2) | H36A—C36—H36B | 109.5 |
C10—C9—C15 | 119.9 (2) | O9—C36—H36C | 109.5 |
C19—C20—C28 | 117.3 (3) | H36A—C36—H36C | 109.5 |
C19—C20—C21 | 123.5 (3) | H36B—C36—H36C | 109.5 |
C28—C20—C21 | 119.2 (3) | C34—C33—C32 | 119.7 (3) |
N1—C28—C20 | 122.6 (2) | C34—C33—H33A | 120.1 |
N1—C28—C27 | 117.9 (2) | C32—C33—H33A | 120.1 |
C20—C28—C27 | 119.5 (2) | O6—C16—H16A | 109.5 |
C10—C11—C12 | 119.9 (3) | O6—C16—H16B | 109.5 |
C10—C11—H11A | 120.1 | H16A—C16—H16B | 109.5 |
C12—C11—H11A | 120.1 | O6—C16—H16C | 109.5 |
C12—C13—C14 | 119.4 (3) | H16A—C16—H16C | 109.5 |
C12—C13—H13A | 120.3 | H16B—C16—H16C | 109.5 |
C14—C13—H13A | 120.3 | O3—C8—H8A | 109.5 |
O6—C12—C11 | 115.1 (3) | O3—C8—H8B | 109.5 |
O6—C12—C13 | 124.8 (3) | H8A—C8—H8B | 109.5 |
C11—C12—C13 | 120.1 (3) | O3—C8—H8C | 109.5 |
C34—C29—C30 | 118.2 (3) | H8A—C8—H8C | 109.5 |
C34—C29—C35 | 119.3 (3) | H8B—C8—H8C | 109.5 |
C30—C29—C35 | 122.5 (3) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O10—H10B···O2 | 0.84 (4) | 1.85 (2) | 2.649 (3) | 159 (4) |
O10—H10C···O4i | 0.84 (4) | 1.91 (2) | 2.726 (3) | 165 (4) |
O8—H8D···O2ii | 0.85 (4) | 1.77 (2) | 2.615 (3) | 171 (4) |
Symmetry codes: (i) −x+2, −y+1, −z; (ii) x−1, y, z. |