The crystal structure of solvated [Mn(TPP)(NO
3)] (TPP = 5,10,15,20-tetraphenylporphyrinato, C
44H
28N
4), [Mn(C
44H
28N
4O
3)(NO
3)]·0.5C
6H
14·0.5C
6H
6, has been determined in the space group
Pccn. The Mn
III atom has a distorted square-pyramidal environment, being coordinated by four pyrrole N atoms of the porphyrin ligand in the basal plane and an O atom of the nitrato ligand in the apical site. The Mn
III atom is displaced out of the porphyrin plane by 0.22 (4) Å with the average Mn—Np distance being 2.011 (6) Å (where Np is a porphyrin N atom). The Mn—O bond length is 2.1246 (18) Å. Two kinds of intermolecular C—H

O hydrogen bonds exist in the crystal structure, with the apical nitrato ligands interacting with solvent molecules and adjacent molecules, respectively.
Supporting information
CCDC reference: 2165166
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean
(C-C) = 0.004 Å
- Disorder in solvent or counterion
- R factor = 0.050
- wR factor = 0.148
- Data-to-parameter ratio = 14.8
checkCIF/PLATON results
No syntax errors found
Alert level C
SHFSU01_ALERT_2_C The absolute value of parameter shift to su ratio > 0.05
Absolute value of the parameter shift to su ratio given 0.097
Additional refinement cycles may be required.
PLAT080_ALERT_2_C Maximum Shift/Error ............................ 0.10 Why ?
PLAT220_ALERT_2_C NonSolvent Resd 1 C Ueq(max)/Ueq(min) Range 3.6 Ratio
PLAT331_ALERT_2_C Small Aver Phenyl C-C Dist C4S --C9S . 1.36 Ang.
PLAT332_ALERT_2_C Large Phenyl C-C Range C4S -C9S . 0.16 Ang.
PLAT715_ALERT_1_C D-H Unknown or Inconsistent Label .......... 4S Check
PLAT905_ALERT_3_C Negative K value in the Analysis of Variance ... -0.227 Report
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.600 8 Report
PLAT913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 6 Note
Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite 2 Note
PLAT083_ALERT_2_G SHELXL Second Parameter in WGHT Unusually Large 10.12 Why ?
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records 1 Report
PLAT187_ALERT_4_G The CIF-Embedded .res File Contains RIGU Records 1 Report
PLAT300_ALERT_4_G Atom Site Occupancy of C4S Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C5S Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C6S Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C7S Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C8S Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C9S Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H4S Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H5S Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H6S Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H7S Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H8S Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H9S Constrained at 0.5 Check
PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd 3 ) 100% Note
PLAT720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 35 Note
PLAT789_ALERT_4_G Atoms with Negative _atom_site_disorder_group # 12 Check
PLAT794_ALERT_5_G Tentative Bond Valency for Mn1 (III) . 2.87 Info
PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 37 Note
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min). 4 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 8 Note
PLAT933_ALERT_2_G Number of HKL-OMIT Records in Embedded .res File 1 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 13 Info
0 ALERT level A = Most likely a serious problem - resolve or explain
0 ALERT level B = A potentially serious problem, consider carefully
9 ALERT level C = Check. Ensure it is not caused by an omission or oversight
25 ALERT level G = General information/check it is not something unexpected
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
9 ALERT type 2 Indicator that the structure model may be wrong or deficient
5 ALERT type 3 Indicator that the structure quality may be low
18 ALERT type 4 Improvement, methodology, query or suggestion
1 ALERT type 5 Informative message, check
Data collection: APEX2 (Bruker, 2014); cell refinement: SAINT (Bruker, 2014); data reduction: SAINT (Bruker, 2014); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL (Sheldrick, 2015b); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: publCIF (Westrip, 2010).
Nitrato(5,10,15,20-tetraphenylporphinato)manganese(III)–benzene–
n-hexane (2/1/1)
top
Crystal data top
[Mn(C44H28N4O3)(NO3)]·0.5C6H14·0.5C6H6 | Dx = 1.384 Mg m−3 |
Mr = 811.79 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, Pccn | Cell parameters from 9845 reflections |
a = 20.1021 (10) Å | θ = 2.5–26.7° |
b = 21.5505 (9) Å | µ = 0.39 mm−1 |
c = 17.9807 (9) Å | T = 100 K |
V = 7789.4 (6) Å3 | Block, black |
Z = 8 | 0.33 × 0.29 × 0.12 mm |
F(000) = 3376 | |
Data collection top
Bruker APEXII CCD diffractometer | 6163 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.058 |
Absorption correction: multi-scan (SADABS; Krause et al., 2015) | θmax = 26.7°, θmin = 2.3° |
Tmin = 0.763, Tmax = 0.865 | h = −25→23 |
58775 measured reflections | k = −27→24 |
8270 independent reflections | l = −22→21 |
Refinement top
Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.050 | H-atom parameters constrained |
wR(F2) = 0.148 | w = 1/[σ2(Fo2) + (0.0686P)2 + 10.1161P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max = 0.097 |
8270 reflections | Δρmax = 0.80 e Å−3 |
560 parameters | Δρmin = −0.48 e Å−3 |
37 restraints | |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Mn1 | 0.42182 (2) | 0.50321 (2) | 0.38016 (2) | 0.01235 (11) | |
O1 | 0.42711 (8) | 0.52498 (8) | 0.26507 (10) | 0.0206 (4) | |
O2 | 0.41592 (10) | 0.58633 (9) | 0.17166 (11) | 0.0311 (5) | |
O3 | 0.42351 (12) | 0.62345 (10) | 0.28275 (12) | 0.0416 (6) | |
N1 | 0.49166 (9) | 0.43691 (8) | 0.36975 (11) | 0.0144 (4) | |
N2 | 0.35071 (9) | 0.43777 (8) | 0.36889 (11) | 0.0148 (4) | |
N3 | 0.35138 (9) | 0.56361 (9) | 0.41173 (11) | 0.0151 (4) | |
N4 | 0.49211 (9) | 0.56102 (8) | 0.41874 (11) | 0.0147 (4) | |
N5 | 0.42152 (11) | 0.57920 (11) | 0.23960 (13) | 0.0259 (5) | |
C1 | 0.42051 (11) | 0.28091 (11) | 0.31319 (15) | 0.0183 (5) | |
C2 | 0.44918 (13) | 0.23571 (11) | 0.35761 (16) | 0.0259 (6) | |
H2 | 0.467963 | 0.247013 | 0.404159 | 0.031* | |
C3 | 0.45086 (14) | 0.17416 (12) | 0.33504 (18) | 0.0304 (6) | |
H3 | 0.470578 | 0.143610 | 0.366108 | 0.036* | |
C4 | 0.42397 (14) | 0.15745 (12) | 0.26773 (19) | 0.0341 (7) | |
H4 | 0.425615 | 0.115394 | 0.251982 | 0.041* | |
C5 | 0.39436 (16) | 0.20192 (13) | 0.22261 (18) | 0.0369 (7) | |
H5 | 0.375509 | 0.190271 | 0.176218 | 0.044* | |
C6 | 0.39240 (14) | 0.26347 (12) | 0.24550 (16) | 0.0298 (6) | |
H6 | 0.371794 | 0.293805 | 0.214858 | 0.036* | |
C7 | 0.17559 (12) | 0.50079 (10) | 0.38931 (13) | 0.0158 (5) | |
C8 | 0.14138 (12) | 0.47327 (11) | 0.44853 (15) | 0.0198 (5) | |
H8 | 0.165523 | 0.456573 | 0.489306 | 0.024* | |
C9 | 0.07229 (12) | 0.47019 (12) | 0.44807 (16) | 0.0243 (6) | |
H9 | 0.049340 | 0.451340 | 0.488358 | 0.029* | |
C10 | 0.03678 (13) | 0.49480 (12) | 0.38843 (15) | 0.0244 (6) | |
H10 | −0.010419 | 0.492704 | 0.387856 | 0.029* | |
C11 | 0.07056 (13) | 0.52232 (13) | 0.33002 (16) | 0.0256 (6) | |
H11 | 0.046353 | 0.539209 | 0.289402 | 0.031* | |
C12 | 0.13958 (12) | 0.52542 (11) | 0.33034 (15) | 0.0217 (5) | |
H12 | 0.162274 | 0.544480 | 0.290016 | 0.026* | |
C13 | 0.42453 (11) | 0.72160 (11) | 0.45726 (15) | 0.0189 (5) | |
C14 | 0.45003 (16) | 0.75859 (13) | 0.4016 (2) | 0.0404 (8) | |
H14 | 0.466560 | 0.740272 | 0.357213 | 0.048* | |
C15 | 0.45157 (18) | 0.82290 (14) | 0.4103 (2) | 0.0527 (10) | |
H15 | 0.468977 | 0.848052 | 0.371515 | 0.063* | |
C16 | 0.42877 (14) | 0.84987 (13) | 0.4729 (2) | 0.0398 (8) | |
H16 | 0.429418 | 0.893761 | 0.477800 | 0.048* | |
C17 | 0.40443 (17) | 0.81338 (14) | 0.5299 (2) | 0.0430 (9) | |
H17 | 0.389609 | 0.832124 | 0.574726 | 0.052* | |
C18 | 0.40157 (16) | 0.74907 (13) | 0.52169 (17) | 0.0338 (7) | |
H18 | 0.383801 | 0.724157 | 0.560487 | 0.041* | |
C19 | 0.66708 (12) | 0.50305 (10) | 0.38165 (13) | 0.0154 (5) | |
C20 | 0.70957 (12) | 0.45885 (11) | 0.41236 (14) | 0.0198 (5) | |
H20 | 0.691967 | 0.426573 | 0.442483 | 0.024* | |
C21 | 0.77752 (13) | 0.46181 (13) | 0.39912 (15) | 0.0256 (6) | |
H21 | 0.806087 | 0.431261 | 0.419872 | 0.031* | |
C22 | 0.80410 (13) | 0.50902 (13) | 0.35582 (16) | 0.0271 (6) | |
H22 | 0.850647 | 0.510865 | 0.346956 | 0.032* | |
C23 | 0.76238 (13) | 0.55324 (13) | 0.32574 (15) | 0.0277 (6) | |
H23 | 0.780381 | 0.585843 | 0.296427 | 0.033* | |
C24 | 0.69414 (13) | 0.55040 (12) | 0.33805 (15) | 0.0226 (5) | |
H24 | 0.665777 | 0.580821 | 0.316693 | 0.027* | |
C(A1 | 0.55989 (11) | 0.44641 (10) | 0.36743 (13) | 0.0146 (5) | |
C(A2 | 0.48166 (12) | 0.37726 (10) | 0.34335 (13) | 0.0157 (5) | |
C(A3 | 0.35993 (12) | 0.37606 (10) | 0.35121 (14) | 0.0169 (5) | |
C(A4 | 0.28251 (12) | 0.44579 (10) | 0.37543 (13) | 0.0159 (5) | |
C(A5 | 0.28327 (12) | 0.55656 (11) | 0.40428 (14) | 0.0174 (5) | |
C(A6 | 0.36142 (12) | 0.62527 (10) | 0.43015 (14) | 0.0173 (5) | |
C(A7 | 0.48260 (12) | 0.62090 (10) | 0.44399 (13) | 0.0162 (5) | |
C(A8 | 0.56024 (11) | 0.55124 (10) | 0.42006 (13) | 0.0150 (5) | |
C(B1 | 0.59185 (12) | 0.39247 (11) | 0.33697 (14) | 0.0194 (5) | |
H(B1 | 0.638168 | 0.387514 | 0.328321 | 0.023* | |
C(B2 | 0.54403 (12) | 0.35015 (11) | 0.32289 (14) | 0.0191 (5) | |
H(B2 | 0.550561 | 0.309748 | 0.303040 | 0.023* | |
C(B3 | 0.29657 (12) | 0.34533 (11) | 0.34796 (15) | 0.0216 (5) | |
H(B3 | 0.289310 | 0.302652 | 0.337501 | 0.026* | |
C(B4 | 0.24941 (12) | 0.38788 (11) | 0.36239 (15) | 0.0213 (5) | |
H(B4 | 0.202762 | 0.380878 | 0.363712 | 0.026* | |
C(B5 | 0.25083 (13) | 0.61474 (11) | 0.41847 (15) | 0.0230 (6) | |
H(B5 | 0.204257 | 0.622200 | 0.417728 | 0.028* | |
C(B6 | 0.29864 (12) | 0.65671 (11) | 0.43303 (16) | 0.0230 (6) | |
H(B6 | 0.291982 | 0.699496 | 0.443361 | 0.028* | |
C(B7 | 0.54509 (12) | 0.64704 (11) | 0.46568 (14) | 0.0182 (5) | |
H(B7 | 0.551968 | 0.687212 | 0.486043 | 0.022* | |
C(B8 | 0.59258 (12) | 0.60410 (11) | 0.45188 (14) | 0.0176 (5) | |
H(B8 | 0.638833 | 0.608255 | 0.461525 | 0.021* | |
C(M1 | 0.42063 (12) | 0.34755 (10) | 0.33679 (13) | 0.0162 (5) | |
C(M2 | 0.25010 (12) | 0.50150 (10) | 0.38919 (13) | 0.0153 (5) | |
C(M3 | 0.42232 (11) | 0.65274 (10) | 0.44520 (14) | 0.0168 (5) | |
C(M4 | 0.59319 (12) | 0.49958 (10) | 0.39124 (13) | 0.0145 (5) | |
C1S | 0.28678 (18) | 0.23978 (17) | 0.4985 (2) | 0.0488 (9) | |
H1SA | 0.315264 | 0.276355 | 0.508279 | 0.059* | |
H1SB | 0.298393 | 0.223535 | 0.448647 | 0.059* | |
C2S | 0.30152 (18) | 0.18932 (17) | 0.5575 (2) | 0.0509 (9) | |
H2SA | 0.289087 | 0.204976 | 0.607336 | 0.061* | |
H2SB | 0.274282 | 0.152072 | 0.546955 | 0.061* | |
C3S | 0.37423 (19) | 0.17186 (17) | 0.5572 (2) | 0.0571 (10) | |
H3SA | 0.387512 | 0.159787 | 0.506761 | 0.086* | |
H3SB | 0.381507 | 0.136996 | 0.591202 | 0.086* | |
H3SC | 0.400895 | 0.207461 | 0.573341 | 0.086* | |
C4S | 0.3238 (4) | 0.7350 (3) | 0.2525 (4) | 0.0454 (15) | 0.5 |
H4S | 0.363543 | 0.718301 | 0.272952 | 0.054* | 0.5 |
C5S | 0.2861 (11) | 0.7015 (10) | 0.2020 (13) | 0.069 (6) | 0.5 |
H5S | 0.299310 | 0.660302 | 0.190509 | 0.083* | 0.5 |
C6S | 0.2325 (5) | 0.7245 (4) | 0.1690 (6) | 0.077 (3) | 0.5 |
H6S | 0.210217 | 0.701910 | 0.131113 | 0.093* | 0.5 |
C7S | 0.2079 (11) | 0.7868 (11) | 0.1930 (17) | 0.075 (6) | 0.5 |
H7S | 0.167838 | 0.803904 | 0.173935 | 0.090* | 0.5 |
C8S | 0.2462 (4) | 0.8181 (4) | 0.2438 (5) | 0.0518 (19) | 0.5 |
H8S | 0.233013 | 0.858391 | 0.259270 | 0.062* | 0.5 |
C9S | 0.3018 (3) | 0.7930 (3) | 0.2721 (4) | 0.0414 (15) | 0.5 |
H9S | 0.326862 | 0.816292 | 0.307085 | 0.050* | 0.5 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.01075 (19) | 0.00928 (18) | 0.0170 (2) | 0.00011 (12) | −0.00051 (13) | −0.00002 (13) |
O1 | 0.0168 (9) | 0.0267 (9) | 0.0183 (9) | 0.0015 (7) | −0.0016 (7) | 0.0008 (7) |
O2 | 0.0329 (11) | 0.0353 (11) | 0.0252 (11) | −0.0007 (8) | −0.0020 (8) | 0.0095 (9) |
O3 | 0.0610 (15) | 0.0309 (11) | 0.0328 (12) | −0.0039 (10) | 0.0025 (10) | −0.0002 (9) |
N1 | 0.0149 (10) | 0.0101 (9) | 0.0181 (10) | −0.0004 (7) | −0.0014 (8) | −0.0002 (8) |
N2 | 0.0134 (10) | 0.0104 (9) | 0.0206 (11) | −0.0001 (7) | 0.0007 (8) | 0.0002 (8) |
N3 | 0.0117 (9) | 0.0115 (9) | 0.0220 (11) | −0.0004 (7) | 0.0000 (8) | 0.0009 (8) |
N4 | 0.0149 (10) | 0.0100 (9) | 0.0191 (11) | 0.0013 (7) | 0.0001 (8) | 0.0005 (8) |
N5 | 0.0201 (11) | 0.0309 (12) | 0.0268 (13) | −0.0047 (9) | 0.0010 (9) | −0.0002 (10) |
C1 | 0.0126 (11) | 0.0137 (11) | 0.0286 (14) | −0.0017 (9) | 0.0024 (10) | −0.0036 (10) |
C2 | 0.0255 (14) | 0.0180 (12) | 0.0342 (15) | 0.0028 (10) | −0.0041 (12) | −0.0024 (11) |
C3 | 0.0262 (14) | 0.0138 (12) | 0.0511 (19) | 0.0033 (10) | −0.0036 (13) | −0.0017 (12) |
C4 | 0.0252 (14) | 0.0164 (13) | 0.061 (2) | 0.0002 (11) | −0.0031 (14) | −0.0159 (13) |
C5 | 0.0428 (18) | 0.0290 (15) | 0.0390 (18) | −0.0024 (13) | −0.0086 (14) | −0.0149 (13) |
C6 | 0.0345 (15) | 0.0233 (14) | 0.0317 (16) | 0.0017 (11) | −0.0060 (13) | −0.0038 (11) |
C7 | 0.0138 (11) | 0.0128 (11) | 0.0209 (12) | −0.0001 (8) | 0.0010 (9) | −0.0044 (9) |
C8 | 0.0176 (12) | 0.0173 (12) | 0.0247 (13) | −0.0006 (9) | −0.0012 (10) | 0.0000 (10) |
C9 | 0.0196 (13) | 0.0219 (13) | 0.0313 (15) | −0.0043 (10) | 0.0077 (11) | −0.0043 (11) |
C10 | 0.0120 (12) | 0.0269 (14) | 0.0343 (16) | −0.0011 (10) | 0.0009 (10) | −0.0107 (11) |
C11 | 0.0172 (13) | 0.0303 (14) | 0.0293 (15) | 0.0033 (10) | −0.0036 (11) | −0.0083 (12) |
C12 | 0.0183 (13) | 0.0225 (12) | 0.0243 (14) | 0.0032 (10) | 0.0001 (10) | 0.0005 (10) |
C13 | 0.0128 (11) | 0.0130 (11) | 0.0309 (14) | 0.0013 (9) | −0.0068 (10) | −0.0024 (10) |
C14 | 0.0412 (18) | 0.0175 (14) | 0.062 (2) | 0.0008 (12) | 0.0178 (16) | 0.0018 (14) |
C15 | 0.044 (2) | 0.0170 (14) | 0.097 (3) | −0.0012 (13) | 0.024 (2) | 0.0097 (17) |
C16 | 0.0225 (14) | 0.0127 (12) | 0.084 (3) | 0.0005 (11) | −0.0136 (15) | −0.0049 (15) |
C17 | 0.052 (2) | 0.0296 (16) | 0.048 (2) | 0.0194 (14) | −0.0259 (16) | −0.0189 (15) |
C18 | 0.0496 (18) | 0.0196 (13) | 0.0321 (16) | 0.0122 (12) | −0.0080 (14) | −0.0017 (12) |
C19 | 0.0130 (11) | 0.0159 (11) | 0.0173 (12) | −0.0024 (9) | 0.0003 (9) | −0.0027 (9) |
C20 | 0.0194 (13) | 0.0184 (12) | 0.0216 (13) | 0.0013 (9) | −0.0010 (10) | −0.0002 (10) |
C21 | 0.0183 (13) | 0.0278 (14) | 0.0308 (15) | 0.0066 (10) | −0.0019 (11) | −0.0055 (11) |
C22 | 0.0155 (13) | 0.0340 (15) | 0.0317 (15) | −0.0039 (10) | 0.0045 (11) | −0.0089 (12) |
C23 | 0.0241 (14) | 0.0313 (14) | 0.0276 (14) | −0.0080 (11) | 0.0063 (11) | 0.0013 (12) |
C24 | 0.0212 (13) | 0.0217 (13) | 0.0249 (14) | −0.0017 (10) | −0.0010 (10) | 0.0026 (10) |
C(A1 | 0.0141 (11) | 0.0130 (11) | 0.0167 (12) | 0.0011 (8) | 0.0011 (9) | 0.0022 (9) |
C(A2 | 0.0184 (12) | 0.0117 (10) | 0.0171 (12) | 0.0026 (9) | −0.0004 (9) | 0.0006 (9) |
C(A3 | 0.0170 (12) | 0.0122 (11) | 0.0214 (13) | −0.0010 (9) | −0.0021 (10) | 0.0002 (9) |
C(A4 | 0.0148 (11) | 0.0143 (11) | 0.0185 (12) | −0.0012 (9) | −0.0007 (9) | 0.0010 (9) |
C(A5 | 0.0150 (12) | 0.0139 (11) | 0.0232 (13) | 0.0020 (9) | 0.0011 (10) | 0.0011 (9) |
C(A6 | 0.0165 (12) | 0.0126 (11) | 0.0227 (13) | 0.0011 (9) | 0.0008 (10) | 0.0011 (9) |
C(A7 | 0.0167 (12) | 0.0127 (11) | 0.0191 (12) | 0.0001 (9) | −0.0012 (9) | −0.0002 (9) |
C(A8 | 0.0132 (11) | 0.0139 (11) | 0.0180 (12) | −0.0005 (8) | −0.0014 (9) | 0.0016 (9) |
C(B1 | 0.0176 (12) | 0.0161 (11) | 0.0245 (14) | 0.0023 (9) | 0.0023 (10) | −0.0003 (10) |
C(B2 | 0.0182 (12) | 0.0133 (11) | 0.0258 (13) | 0.0031 (9) | 0.0009 (10) | −0.0029 (10) |
C(B3 | 0.0175 (12) | 0.0138 (11) | 0.0336 (15) | −0.0041 (9) | −0.0002 (11) | −0.0024 (10) |
C(B4 | 0.0149 (12) | 0.0170 (11) | 0.0320 (15) | −0.0030 (9) | 0.0005 (10) | −0.0003 (10) |
C(B5 | 0.0147 (12) | 0.0158 (11) | 0.0386 (16) | 0.0022 (9) | −0.0011 (11) | −0.0022 (11) |
C(B6 | 0.0162 (12) | 0.0141 (11) | 0.0386 (16) | 0.0024 (9) | −0.0017 (11) | −0.0025 (11) |
C(B7 | 0.0192 (12) | 0.0131 (11) | 0.0224 (13) | −0.0021 (9) | −0.0011 (10) | −0.0018 (9) |
C(B8 | 0.0156 (12) | 0.0170 (11) | 0.0202 (13) | −0.0011 (9) | −0.0021 (9) | −0.0007 (9) |
C(M1 | 0.0179 (12) | 0.0112 (10) | 0.0196 (13) | 0.0007 (9) | −0.0016 (9) | 0.0001 (9) |
C(M2 | 0.0135 (11) | 0.0149 (11) | 0.0175 (12) | 0.0002 (9) | −0.0002 (9) | 0.0025 (9) |
C(M3 | 0.0173 (12) | 0.0114 (10) | 0.0215 (13) | 0.0006 (9) | −0.0012 (10) | −0.0003 (9) |
C(M4 | 0.0119 (11) | 0.0145 (11) | 0.0170 (12) | 0.0007 (8) | −0.0007 (8) | 0.0019 (9) |
C1S | 0.059 (2) | 0.0438 (19) | 0.043 (2) | 0.0006 (17) | −0.0063 (17) | −0.0030 (16) |
C2S | 0.049 (2) | 0.046 (2) | 0.057 (2) | −0.0065 (16) | 0.0016 (18) | −0.0077 (17) |
C3S | 0.060 (2) | 0.045 (2) | 0.067 (3) | −0.0008 (18) | −0.001 (2) | −0.0046 (18) |
C4S | 0.050 (4) | 0.048 (4) | 0.038 (4) | 0.001 (3) | 0.003 (3) | 0.004 (3) |
C5S | 0.074 (10) | 0.046 (7) | 0.087 (12) | 0.001 (6) | −0.014 (9) | −0.015 (8) |
C6S | 0.068 (6) | 0.060 (5) | 0.104 (8) | −0.016 (4) | −0.024 (5) | −0.012 (5) |
C7S | 0.046 (7) | 0.077 (9) | 0.103 (11) | 0.010 (6) | −0.043 (7) | −0.015 (8) |
C8S | 0.044 (4) | 0.053 (4) | 0.059 (5) | −0.001 (3) | −0.006 (4) | −0.011 (4) |
C9S | 0.042 (3) | 0.044 (3) | 0.038 (4) | 0.004 (3) | 0.006 (3) | −0.001 (3) |
Geometric parameters (Å, º) top
Mn1—O1 | 2.1246 (18) | C21—H21 | 0.9500 |
Mn1—N1 | 2.0119 (19) | C21—C22 | 1.388 (4) |
Mn1—N2 | 2.0184 (19) | C22—H22 | 0.9500 |
Mn1—N3 | 2.0052 (19) | C22—C23 | 1.380 (4) |
Mn1—N4 | 2.0074 (19) | C23—H23 | 0.9500 |
O1—N5 | 1.260 (3) | C23—C24 | 1.391 (4) |
O2—N5 | 1.236 (3) | C24—H24 | 0.9500 |
O3—N5 | 1.230 (3) | C(A1—C(B1 | 1.437 (3) |
N1—C(A1 | 1.387 (3) | C(A1—C(M4 | 1.394 (3) |
N1—C(A2 | 1.385 (3) | C(A2—C(B2 | 1.431 (3) |
N2—C(A3 | 1.380 (3) | C(A2—C(M1 | 1.389 (3) |
N2—C(A4 | 1.387 (3) | C(A3—C(B3 | 1.437 (3) |
N3—C(A5 | 1.384 (3) | C(A3—C(M1 | 1.391 (3) |
N3—C(A6 | 1.384 (3) | C(A4—C(B4 | 1.434 (3) |
N4—C(A7 | 1.381 (3) | C(A4—C(M2 | 1.388 (3) |
N4—C(A8 | 1.386 (3) | C(A5—C(B5 | 1.436 (3) |
C1—C2 | 1.385 (4) | C(A5—C(M2 | 1.388 (3) |
C1—C6 | 1.394 (4) | C(A6—C(B6 | 1.433 (3) |
C1—C(M1 | 1.497 (3) | C(A6—C(M3 | 1.386 (3) |
C2—H2 | 0.9500 | C(A7—C(B7 | 1.431 (3) |
C2—C3 | 1.388 (3) | C(A7—C(M3 | 1.393 (3) |
C3—H3 | 0.9500 | C(A8—C(B8 | 1.431 (3) |
C3—C4 | 1.374 (4) | C(A8—C(M4 | 1.395 (3) |
C4—H4 | 0.9500 | C(B1—H(B1 | 0.9500 |
C4—C5 | 1.390 (4) | C(B1—C(B2 | 1.349 (3) |
C5—H5 | 0.9500 | C(B2—H(B2 | 0.9500 |
C5—C6 | 1.389 (4) | C(B3—H(B3 | 0.9500 |
C6—H6 | 0.9500 | C(B3—C(B4 | 1.344 (3) |
C7—C8 | 1.399 (3) | C(B4—H(B4 | 0.9500 |
C7—C12 | 1.389 (3) | C(B5—H(B5 | 0.9500 |
C7—C(M2 | 1.498 (3) | C(B5—C(B6 | 1.346 (3) |
C8—H8 | 0.9500 | C(B6—H(B6 | 0.9500 |
C8—C9 | 1.391 (3) | C(B7—H(B7 | 0.9500 |
C9—H9 | 0.9500 | C(B7—C(B8 | 1.353 (3) |
C9—C10 | 1.393 (4) | C(B8—H(B8 | 0.9500 |
C10—H10 | 0.9500 | C1S—C1Si | 1.543 (7) |
C10—C11 | 1.384 (4) | C1S—H1SA | 0.9900 |
C11—H11 | 0.9500 | C1S—H1SB | 0.9900 |
C11—C12 | 1.389 (4) | C1S—C2S | 1.548 (5) |
C12—H12 | 0.9500 | C2S—H2SA | 0.9900 |
C13—C14 | 1.379 (4) | C2S—H2SB | 0.9900 |
C13—C18 | 1.380 (4) | C2S—C3S | 1.509 (5) |
C13—C(M3 | 1.500 (3) | C3S—H3SA | 0.9800 |
C14—H14 | 0.9500 | C3S—H3SB | 0.9800 |
C14—C15 | 1.395 (4) | C3S—H3SC | 0.9800 |
C15—H15 | 0.9500 | C4S—H4S | 0.9500 |
C15—C16 | 1.347 (5) | C4S—C5S | 1.38 (2) |
C16—H16 | 0.9500 | C4S—C9S | 1.372 (9) |
C16—C17 | 1.381 (5) | C5S—H5S | 0.9500 |
C17—H17 | 0.9500 | C5S—C6S | 1.33 (2) |
C17—C18 | 1.395 (4) | C6S—H6S | 0.9500 |
C18—H18 | 0.9500 | C6S—C7S | 1.49 (3) |
C19—C20 | 1.393 (3) | C7S—H7S | 0.9500 |
C19—C24 | 1.397 (3) | C7S—C8S | 1.37 (2) |
C19—C(M4 | 1.497 (3) | C8S—H8S | 0.9500 |
C20—H20 | 0.9500 | C8S—C9S | 1.342 (10) |
C20—C21 | 1.388 (4) | C9S—H9S | 0.9500 |
| | | |
N1—Mn1—O1 | 91.79 (7) | C23—C24—H24 | 119.8 |
N1—Mn1—N2 | 89.34 (8) | N1—C(A1—C(B1 | 109.5 (2) |
N2—Mn1—O1 | 95.27 (7) | N1—C(A1—C(M4 | 125.9 (2) |
N3—Mn1—O1 | 99.66 (7) | C(M4—C(A1—C(B1 | 124.6 (2) |
N3—Mn1—N1 | 168.53 (8) | N1—C(A2—C(B2 | 109.9 (2) |
N3—Mn1—N2 | 88.96 (8) | N1—C(A2—C(M1 | 125.8 (2) |
N3—Mn1—N4 | 89.79 (8) | C(M1—C(A2—C(B2 | 124.3 (2) |
N4—Mn1—O1 | 99.46 (7) | N2—C(A3—C(B3 | 109.5 (2) |
N4—Mn1—N1 | 88.95 (8) | N2—C(A3—C(M1 | 125.9 (2) |
N4—Mn1—N2 | 165.21 (8) | C(M1—C(A3—C(B3 | 124.5 (2) |
N5—O1—Mn1 | 123.66 (15) | N2—C(A4—C(B4 | 109.7 (2) |
C(A1—N1—Mn1 | 126.01 (15) | N2—C(A4—C(M2 | 125.9 (2) |
C(A2—N1—Mn1 | 126.15 (15) | C(M2—C(A4—C(B4 | 124.3 (2) |
C(A2—N1—C(A1 | 105.67 (18) | N3—C(A5—C(B5 | 109.7 (2) |
C(A3—N2—Mn1 | 126.98 (16) | N3—C(A5—C(M2 | 126.0 (2) |
C(A3—N2—C(A4 | 105.81 (19) | C(M2—C(A5—C(B5 | 124.3 (2) |
C(A4—N2—Mn1 | 127.19 (15) | N3—C(A6—C(B6 | 109.5 (2) |
C(A5—N3—Mn1 | 126.86 (16) | N3—C(A6—C(M3 | 125.8 (2) |
C(A6—N3—Mn1 | 126.00 (15) | C(M3—C(A6—C(B6 | 124.6 (2) |
C(A6—N3—C(A5 | 105.82 (18) | N4—C(A7—C(B7 | 109.6 (2) |
C(A7—N4—Mn1 | 126.58 (15) | N4—C(A7—C(M3 | 125.9 (2) |
C(A7—N4—C(A8 | 105.85 (18) | C(M3—C(A7—C(B7 | 124.4 (2) |
C(A8—N4—Mn1 | 127.38 (15) | N4—C(A8—C(B8 | 109.6 (2) |
O2—N5—O1 | 118.8 (2) | N4—C(A8—C(M4 | 125.7 (2) |
O3—N5—O1 | 119.1 (2) | C(M4—C(A8—C(B8 | 124.6 (2) |
O3—N5—O2 | 122.0 (2) | C(A1—C(B1—H(B1 | 126.3 |
C2—C1—C6 | 118.9 (2) | C(B2—C(B1—C(A1 | 107.5 (2) |
C2—C1—C(M1 | 120.7 (2) | C(B2—C(B1—H(B1 | 126.3 |
C6—C1—C(M1 | 120.5 (2) | C(A2—C(B2—H(B2 | 126.3 |
C1—C2—H2 | 119.5 | C(B1—C(B2—C(A2 | 107.4 (2) |
C1—C2—C3 | 120.9 (3) | C(B1—C(B2—H(B2 | 126.3 |
C3—C2—H2 | 119.5 | C(A3—C(B3—H(B3 | 126.2 |
C2—C3—H3 | 120.0 | C(B4—C(B3—C(A3 | 107.6 (2) |
C4—C3—C2 | 119.9 (3) | C(B4—C(B3—H(B3 | 126.2 |
C4—C3—H3 | 120.0 | C(A4—C(B4—H(B4 | 126.3 |
C3—C4—H4 | 119.9 | C(B3—C(B4—C(A4 | 107.3 (2) |
C3—C4—C5 | 120.1 (2) | C(B3—C(B4—H(B4 | 126.3 |
C5—C4—H4 | 119.9 | C(A5—C(B5—H(B5 | 126.4 |
C4—C5—H5 | 120.1 | C(B6—C(B5—C(A5 | 107.3 (2) |
C6—C5—C4 | 119.9 (3) | C(B6—C(B5—H(B5 | 126.4 |
C6—C5—H5 | 120.1 | C(A6—C(B6—H(B6 | 126.1 |
C1—C6—H6 | 119.8 | C(B5—C(B6—C(A6 | 107.7 (2) |
C5—C6—C1 | 120.3 (3) | C(B5—C(B6—H(B6 | 126.2 |
C5—C6—H6 | 119.8 | C(A7—C(B7—H(B7 | 126.3 |
C8—C7—C(M2 | 119.8 (2) | C(B8—C(B7—C(A7 | 107.5 (2) |
C12—C7—C8 | 119.1 (2) | C(B8—C(B7—H(B7 | 126.3 |
C12—C7—C(M2 | 121.1 (2) | C(A8—C(B8—H(B8 | 126.3 |
C7—C8—H8 | 119.8 | C(B7—C(B8—C(A8 | 107.3 (2) |
C9—C8—C7 | 120.4 (2) | C(B7—C(B8—H(B8 | 126.3 |
C9—C8—H8 | 119.8 | C(A2—C(M1—C1 | 117.9 (2) |
C8—C9—H9 | 120.1 | C(A2—C(M1—C(A3 | 123.7 (2) |
C8—C9—C10 | 119.9 (2) | C(A3—C(M1—C1 | 118.4 (2) |
C10—C9—H9 | 120.1 | C(A4—C(M2—C7 | 117.4 (2) |
C9—C10—H10 | 120.1 | C(A5—C(M2—C7 | 119.3 (2) |
C11—C10—C9 | 119.7 (2) | C(A5—C(M2—C(A4 | 123.3 (2) |
C11—C10—H10 | 120.1 | C(A6—C(M3—C13 | 118.5 (2) |
C10—C11—H11 | 119.8 | C(A6—C(M3—C(A7 | 123.7 (2) |
C10—C11—C12 | 120.5 (3) | C(A7—C(M3—C13 | 117.6 (2) |
C12—C11—H11 | 119.8 | C(A1—C(M4—C19 | 118.8 (2) |
C7—C12—H12 | 119.8 | C(A1—C(M4—C(A8 | 122.8 (2) |
C11—C12—C7 | 120.3 (2) | C(A8—C(M4—C19 | 118.3 (2) |
C11—C12—H12 | 119.8 | C1Si—C1S—H1SA | 109.1 |
C14—C13—C18 | 119.1 (2) | C1Si—C1S—H1SB | 109.1 |
C14—C13—C(M3 | 118.5 (2) | C1Si—C1S—C2S | 112.6 (3) |
C18—C13—C(M3 | 122.4 (2) | H1SA—C1S—H1SB | 107.8 |
C13—C14—H14 | 120.0 | C2S—C1S—H1SA | 109.1 |
C13—C14—C15 | 120.1 (3) | C2S—C1S—H1SB | 109.1 |
C15—C14—H14 | 120.0 | C1S—C2S—H2SA | 109.4 |
C14—C15—H15 | 119.5 | C1S—C2S—H2SB | 109.4 |
C16—C15—C14 | 121.0 (3) | H2SA—C2S—H2SB | 108.0 |
C16—C15—H15 | 119.5 | C3S—C2S—C1S | 111.0 (3) |
C15—C16—H16 | 120.2 | C3S—C2S—H2SA | 109.4 |
C15—C16—C17 | 119.6 (3) | C3S—C2S—H2SB | 109.4 |
C17—C16—H16 | 120.2 | C2S—C3S—H3SA | 109.5 |
C16—C17—H17 | 119.9 | C2S—C3S—H3SB | 109.5 |
C16—C17—C18 | 120.1 (3) | C2S—C3S—H3SC | 109.5 |
C18—C17—H17 | 119.9 | H3SA—C3S—H3SB | 109.5 |
C13—C18—C17 | 120.1 (3) | H3SA—C3S—H3SC | 109.5 |
C13—C18—H18 | 120.0 | H3SB—C3S—H3SC | 109.5 |
C17—C18—H18 | 120.0 | C5S—C4S—H4S | 121.1 |
C20—C19—C24 | 118.9 (2) | C5S—C4S—C9S | 117.8 (11) |
C20—C19—C(M4 | 121.9 (2) | C9S—C4S—H4S | 121.1 |
C24—C19—C(M4 | 119.2 (2) | C4S—C5S—H5S | 118.5 |
C19—C20—H20 | 119.9 | C6S—C5S—C4S | 122.9 (16) |
C21—C20—C19 | 120.3 (2) | C6S—C5S—H5S | 118.6 |
C21—C20—H20 | 119.9 | C5S—C6S—H6S | 120.8 |
C20—C21—H21 | 119.7 | C5S—C6S—C7S | 118.4 (12) |
C22—C21—C20 | 120.6 (2) | C7S—C6S—H6S | 120.8 |
C22—C21—H21 | 119.7 | C6S—C7S—H7S | 121.6 |
C21—C22—H22 | 120.3 | C8S—C7S—C6S | 116.7 (14) |
C23—C22—C21 | 119.5 (2) | C8S—C7S—H7S | 121.7 |
C23—C22—H22 | 120.3 | C7S—C8S—H8S | 119.3 |
C22—C23—H23 | 119.8 | C9S—C8S—C7S | 121.5 (11) |
C22—C23—C24 | 120.4 (2) | C9S—C8S—H8S | 119.3 |
C24—C23—H23 | 119.8 | C4S—C9S—H9S | 118.7 |
C19—C24—H24 | 119.8 | C8S—C9S—C4S | 122.6 (7) |
C23—C24—C19 | 120.4 (2) | C8S—C9S—H9S | 118.7 |
| | | |
Mn1—O1—N5—O2 | −169.95 (16) | C18—C13—C(M3—C(A7 | −110.9 (3) |
Mn1—O1—N5—O3 | 11.9 (3) | C19—C20—C21—C22 | 0.6 (4) |
Mn1—N1—C(A1—C(B1 | −162.14 (16) | C20—C19—C24—C23 | −0.1 (4) |
Mn1—N1—C(A1—C(M4 | 18.3 (3) | C20—C19—C(M4—C(A1 | −57.4 (3) |
Mn1—N1—C(A2—C(B2 | 162.58 (16) | C20—C19—C(M4—C(A8 | 125.9 (2) |
Mn1—N1—C(A2—C(M1 | −17.0 (3) | C20—C21—C22—C23 | −0.1 (4) |
Mn1—N2—C(A3—C(B3 | −179.46 (17) | C21—C22—C23—C24 | −0.6 (4) |
Mn1—N2—C(A3—C(M1 | −0.9 (4) | C22—C23—C24—C19 | 0.6 (4) |
Mn1—N2—C(A4—C(B4 | 179.21 (16) | C24—C19—C20—C21 | −0.5 (4) |
Mn1—N2—C(A4—C(M2 | 1.9 (4) | C24—C19—C(M4—C(A1 | 119.8 (2) |
Mn1—N3—C(A5—C(B5 | −167.60 (17) | C24—C19—C(M4—C(A8 | −56.8 (3) |
Mn1—N3—C(A5—C(M2 | 15.5 (4) | C(A1—N1—C(A2—C(B2 | −1.3 (3) |
Mn1—N3—C(A6—C(B6 | 166.81 (17) | C(A1—N1—C(A2—C(M1 | 179.1 (2) |
Mn1—N3—C(A6—C(M3 | −14.5 (4) | C(A1—C(B1—C(B2—C(A2 | 0.8 (3) |
Mn1—N4—C(A7—C(B7 | −179.11 (16) | C(A2—N1—C(A1—C(B1 | 1.8 (3) |
Mn1—N4—C(A7—C(M3 | −2.0 (4) | C(A2—N1—C(A1—C(M4 | −177.7 (2) |
Mn1—N4—C(A8—C(B8 | 179.77 (16) | C(A3—N2—C(A4—C(B4 | 0.7 (3) |
Mn1—N4—C(A8—C(M4 | 3.1 (3) | C(A3—N2—C(A4—C(M2 | −176.7 (2) |
N1—C(A1—C(B1—C(B2 | −1.6 (3) | C(A3—C(B3—C(B4—C(A4 | −0.4 (3) |
N1—C(A1—C(M4—C19 | −177.4 (2) | C(A4—N2—C(A3—C(B3 | −0.9 (3) |
N1—C(A1—C(M4—C(A8 | −1.0 (4) | C(A4—N2—C(A3—C(M1 | 177.6 (2) |
N1—C(A2—C(B2—C(B1 | 0.4 (3) | C(A5—N3—C(A6—C(B6 | −0.8 (3) |
N1—C(A2—C(M1—C1 | −174.8 (2) | C(A5—N3—C(A6—C(M3 | 177.9 (2) |
N1—C(A2—C(M1—C(A3 | 4.9 (4) | C(A5—C(B5—C(B6—C(A6 | −1.5 (3) |
N2—C(A3—C(B3—C(B4 | 0.9 (3) | C(A6—N3—C(A5—C(B5 | −0.1 (3) |
N2—C(A3—C(M1—C1 | −175.7 (2) | C(A6—N3—C(A5—C(M2 | −177.1 (2) |
N2—C(A3—C(M1—C(A2 | 4.6 (4) | C(A7—N4—C(A8—C(B8 | 4.5 (3) |
N2—C(A4—C(B4—C(B3 | −0.2 (3) | C(A7—N4—C(A8—C(M4 | −172.3 (2) |
N2—C(A4—C(M2—C7 | 176.1 (2) | C(A7—C(B7—C(B8—C(A8 | 1.1 (3) |
N2—C(A4—C(M2—C(A5 | −5.4 (4) | C(A8—N4—C(A7—C(B7 | −3.7 (3) |
N3—C(A5—C(B5—C(B6 | 1.1 (3) | C(A8—N4—C(A7—C(M3 | 173.4 (2) |
N3—C(A5—C(M2—C7 | 174.8 (2) | C(B1—C(A1—C(M4—C19 | 3.1 (3) |
N3—C(A5—C(M2—C(A4 | −3.7 (4) | C(B1—C(A1—C(M4—C(A8 | 179.5 (2) |
N3—C(A6—C(B6—C(B5 | 1.5 (3) | C(B2—C(A2—C(M1—C1 | 5.7 (4) |
N3—C(A6—C(M3—C13 | 174.4 (2) | C(B2—C(A2—C(M1—C(A3 | −174.6 (2) |
N3—C(A6—C(M3—C(A7 | −0.3 (4) | C(B3—C(A3—C(M1—C1 | 2.6 (4) |
N4—C(A7—C(B7—C(B8 | 1.6 (3) | C(B3—C(A3—C(M1—C(A2 | −177.1 (2) |
N4—C(A7—C(M3—C13 | −165.7 (2) | C(B4—C(A4—C(M2—C7 | −0.9 (4) |
N4—C(A7—C(M3—C(A6 | 9.0 (4) | C(B4—C(A4—C(M2—C(A5 | 177.6 (2) |
N4—C(A8—C(B8—C(B7 | −3.5 (3) | C(B5—C(A5—C(M2—C7 | −1.7 (4) |
N4—C(A8—C(M4—C19 | 166.2 (2) | C(B5—C(A5—C(M2—C(A4 | 179.8 (2) |
N4—C(A8—C(M4—C(A1 | −10.3 (4) | C(B6—C(A6—C(M3—C13 | −7.1 (4) |
C1—C2—C3—C4 | 0.2 (4) | C(B6—C(A6—C(M3—C(A7 | 178.2 (2) |
C2—C1—C6—C5 | −1.2 (4) | C(B7—C(A7—C(M3—C13 | 11.0 (4) |
C2—C1—C(M1—C(A2 | 64.2 (3) | C(B7—C(A7—C(M3—C(A6 | −174.2 (2) |
C2—C1—C(M1—C(A3 | −115.5 (3) | C(B8—C(A8—C(M4—C19 | −10.0 (4) |
C2—C3—C4—C5 | −0.8 (5) | C(B8—C(A8—C(M4—C(A1 | 173.5 (2) |
C3—C4—C5—C6 | 0.4 (5) | C(M1—C1—C2—C3 | −178.2 (2) |
C4—C5—C6—C1 | 0.6 (5) | C(M1—C1—C6—C5 | 177.8 (3) |
C6—C1—C2—C3 | 0.8 (4) | C(M1—C(A2—C(B2—C(B1 | 180.0 (2) |
C6—C1—C(M1—C(A2 | −114.8 (3) | C(M1—C(A3—C(B3—C(B4 | −177.7 (2) |
C6—C1—C(M1—C(A3 | 65.5 (3) | C(M2—C7—C8—C9 | −177.6 (2) |
C7—C8—C9—C10 | −0.2 (4) | C(M2—C7—C12—C11 | 177.6 (2) |
C8—C7—C12—C11 | −0.5 (4) | C(M2—C(A4—C(B4—C(B3 | 177.2 (2) |
C8—C7—C(M2—C(A4 | 72.7 (3) | C(M2—C(A5—C(B5—C(B6 | 178.1 (2) |
C8—C7—C(M2—C(A5 | −105.9 (3) | C(M3—C13—C14—C15 | 178.7 (3) |
C8—C9—C10—C11 | −0.1 (4) | C(M3—C13—C18—C17 | −179.6 (3) |
C9—C10—C11—C12 | 0.2 (4) | C(M3—C(A6—C(B6—C(B5 | −177.3 (3) |
C10—C11—C12—C7 | 0.1 (4) | C(M3—C(A7—C(B7—C(B8 | −175.6 (2) |
C12—C7—C8—C9 | 0.5 (3) | C(M4—C19—C20—C21 | 176.7 (2) |
C12—C7—C(M2—C(A4 | −105.3 (3) | C(M4—C19—C24—C23 | −177.4 (2) |
C12—C7—C(M2—C(A5 | 76.1 (3) | C(M4—C(A1—C(B1—C(B2 | 177.9 (2) |
C13—C14—C15—C16 | 0.4 (6) | C(M4—C(A8—C(B8—C(B7 | 173.2 (2) |
C14—C13—C18—C17 | −0.1 (4) | C1Si—C1S—C2S—C3S | −178.4 (3) |
C14—C13—C(M3—C(A6 | −105.4 (3) | C4S—C5S—C6S—C7S | −6 (3) |
C14—C13—C(M3—C(A7 | 69.6 (3) | C5S—C4S—C9S—C8S | −0.6 (15) |
C14—C15—C16—C17 | 1.0 (5) | C5S—C6S—C7S—C8S | 5 (3) |
C15—C16—C17—C18 | −2.0 (5) | C6S—C7S—C8S—C9S | −2 (3) |
C16—C17—C18—C13 | 1.5 (5) | C7S—C8S—C9S—C4S | −0.2 (19) |
C18—C13—C14—C15 | −0.8 (5) | C9S—C4S—C5S—C6S | 4 (3) |
C18—C13—C(M3—C(A6 | 74.1 (3) | | |
Symmetry code: (i) −x+1/2, −y+1/2, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C4S—H4S···O3 | 0.95 | 2.38 | 3.177 (8) | 141 |
C10—H10···O2ii | 0.95 | 2.50 | 3.182 (3) | 129 |
C17—H17···O2iii | 0.95 | 2.53 | 3.350 (4) | 145 |
C22—H22···O2iv | 0.95 | 2.49 | 3.085 (3) | 120 |
Symmetry codes: (ii) x−1/2, −y+1, −z+1/2; (iii) x, −y+3/2, z+1/2; (iv) x+1/2, −y+1, −z+1/2. |
Selected structural parameters (Å) for related metalloporphyrin
nitrato complexes topΔ4 is the displacement of the metal atom from the mean plane of the
four pyrrole nitrogen atoms and Δ24 is the displacement of the metal atom
from the 24-atom mean plane. |
Complex | Δ4 | Δ24 | M—O | N—O1 | M—Np | Ref. |
[Mn(TPP)(NO3)] (Pccn) benzene and n-hexane hemisolvate | 0.23 | 0.22 | 2.1246 (18) | 1.260 (3) 1.236 (3) 1.230 (3) | 2.011 (6) | This work |
[Mn(TPP)(NO3)] (P1) benzene disolvate | 0.21 | 0.20 | 2.101 (3) | 1.298 (4) 1.226 (5) 1.226 (5) | 2.007 (9) | (Suslick & Watson, 1991) |
[Fe(OEP)(NO3)] (P21/c) | 0.40 | 0.45 | 1.966 (2) | 1.301 (3) 1.199 (3) 1.212 (3) | 2.047 (6) | (Wyllie et al., 2007) |
[Fe(OEP)(NO3)] (P1) | 0.46 | 0.50 | 2.016 (3) | 1.206 (5) 1.198 (4) 1.208 (6) | 2.056 (1) | (Ellison et al., 1996) |
[Fe(4-Me-TTP)(NO3)] | 0.47 | 0.53 | 1.971 (3) | 1.262 (5) 1.252 (5) 1.221 (4) | 2.063 (13) | (Bhuyan & Sarkar, 2013) |
[Fe(TPP)(NO3)] | 0.54 | 0.63 | 2.121 (6) 2.19 (10) | 1.27 (10) 1.285 (21) 1.217 (3) | 2.085 (10) | (Wyllie et al., 2007) |
[Fe(TpivPP)(NO3)] | 0.42 | 0.49 | 2.123 (3) 2.226 (3) | 1.271 (4) 1.252 (4) 1.214 (3) | 2.070 (16) | (Munro & Scheidt, 1998) |
[Fe(4-OMe-TPP)(NO3)] | 0.55 | 0.62 | 2.169 (5) 2.169 (5) | 1.216 (5) 1.276 (8) 1.216 (5) | 2.05 (3) | (Bhuyan & Sarkar, 2013) |