#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/03/2230349.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2230349
loop_
_publ_author_name
'Raja, Inba'
'Lo, Kong Mun'
'Ng, Seik Weng'
_publ_section_title
;
 (Dimethyl
 sulfoxide-κO)(2-formylphenolato-κ²O,O')[2-(2-oxidobenzylideneamino)phenolato-κ³O,N,O']manganese(III)
;
_journal_coeditor_code           HG5028
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m674
_journal_paper_doi               10.1107/S1600536811015935
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Mn (C13 H9 N O2) (C7 H5 O2) (C2 H6 O S)]'
_chemical_formula_moiety         'C22 H20 Mn N O5 S'
_chemical_formula_sum            'C22 H20 Mn N O5 S'
_chemical_formula_weight         465.39
_chemical_name_systematic
;
(Dimethyl
sulfoxide-κO)(2-formylphenolato-κ²O,O')[2-(2-
oxidobenzylideneamino)phenolato-κ³O,N,O']manganese(III)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.692(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.1342(3)
_cell_length_b                   20.4224(5)
_cell_length_c                   8.1812(2)
_cell_measurement_reflns_used    2199
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      20.72
_cell_measurement_theta_min      2.69
_cell_volume                     2020.58(9)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0910
_diffrn_reflns_av_sigmaI/netI    0.0720
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            39957
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.96
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.792
_exptl_absorpt_correction_T_max  0.9250
_exptl_absorpt_correction_T_min  0.8905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(TWINABS; Bruker, 2009)'
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.596
_refine_diff_density_min         -0.486
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5025
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0576
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0473P)²+1.4711P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1150
_refine_ls_wR_factor_ref         0.1291
_reflns_number_gt                3528
_reflns_number_total             5025
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg5028.cif
_cod_data_source_block           I
_cod_original_cell_volume        2020.59(9)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2230349
_cod_database_fobs_code          2230349
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn Mn1 0.28456(4) 0.58739(2) 0.78780(6) 0.02681(15) Uani d . 1 1 . .
S S1 0.32300(7) 0.52236(4) 1.15078(9) 0.0296(2) Uani d . 1 1 . .
O O1 0.4174(2) 0.61593(11) 0.7087(3) 0.0386(6) Uani d . 1 1 A .
O O2 0.1485(2) 0.56551(14) 0.8733(3) 0.0461(7) Uani d . 1 1 A .
O O3 0.30142(17) 0.50104(10) 0.7054(2) 0.0260(5) Uani d . 1 1 A .
O O4 0.19393(18) 0.60934(10) 0.5404(3) 0.0303(5) Uani d . 1 1 A .
O O5 0.37558(18) 0.56099(10) 1.0187(3) 0.0285(5) Uani d . 1 1 A .
N N1' 0.2928(8) 0.6891(5) 0.8183(10) 0.018(3) Uani d P 0.343(13) 1 A 1
N N1 0.2358(4) 0.6733(3) 0.8700(5) 0.0224(16) Uani d P 0.657(13) 1 A 2
C C1 0.4451(3) 0.67812(16) 0.6932(4) 0.0302(7) Uani d . 1 1 . .
C C2 0.5410(3) 0.69431(17) 0.6183(4) 0.0311(7) Uani d . 1 1 A .
H H2 0.5868 0.6605 0.5815 0.037 Uiso calc R 1 1 . .
C C3 0.5696(3) 0.75874(18) 0.5973(4) 0.0361(8) Uani d . 1 1 . .
H H3 0.6352 0.7688 0.5467 0.043 Uiso calc R 1 1 A .
C C4 0.5042(3) 0.80926(17) 0.6489(4) 0.0379(8) Uani d . 1 1 A .
H H4 0.5240 0.8536 0.6321 0.045 Uiso calc R 1 1 . .
C C5 0.4111(3) 0.79438(17) 0.7238(4) 0.0371(8) Uani d . 1 1 . .
H H5 0.3664 0.8289 0.7595 0.045 Uiso calc R 1 1 A .
C C6 0.3802(3) 0.72972(17) 0.7493(4) 0.0308(7) Uani d . 1 1 A .
C C7' 0.2227(8) 0.7190(6) 0.9041(11) 0.020(3) Uani d P 0.343(13) 1 A 1
H H7' 0.2259 0.7646 0.9260 0.024 Uiso calc PR 0.343(13) 1 A 1
C C7 0.2828(5) 0.7279(4) 0.8393(7) 0.0250(17) Uani d P 0.657(13) 1 A 2
H H7 0.2529 0.7676 0.8766 0.030 Uiso calc PR 0.657(13) 1 A 2
C C8 0.1373(3) 0.6757(2) 0.9648(4) 0.0398(9) Uani d . 1 1 . .
C C9 0.0843(3) 0.72355(18) 1.0517(4) 0.0451(10) Uani d . 1 1 A .
H H9 0.1126 0.7669 1.0577 0.054 Uiso calc R 1 1 . .
C C10 -0.0087(3) 0.70801(17) 1.1286(4) 0.0379(8) Uani d . 1 1 . .
H H10 -0.0445 0.7404 1.1888 0.046 Uiso calc R 1 1 A .
C C11 -0.0501(3) 0.64453(16) 1.1177(4) 0.0301(7) Uani d . 1 1 A .
H H11 -0.1149 0.6338 1.1695 0.036 Uiso calc R 1 1 . .
C C12 0.0021(3) 0.59713(15) 1.0324(4) 0.0276(7) Uani d . 1 1 . .
H H12 -0.0275 0.5541 1.0259 0.033 Uiso calc R 1 1 A .
C C13 0.0974(3) 0.61137(18) 0.9557(4) 0.0328(8) Uani d . 1 1 A .
C C14 0.2369(2) 0.46740(14) 0.5998(3) 0.0221(6) Uani d . 1 1 . .
C C15 0.2486(3) 0.39870(15) 0.5978(4) 0.0254(6) Uani d . 1 1 A .
H H15 0.3033 0.3785 0.6708 0.030 Uiso calc R 1 1 . .
C C16 0.1821(3) 0.36033(15) 0.4920(4) 0.0290(7) Uani d . 1 1 . .
H H16 0.1905 0.3141 0.4952 0.035 Uiso calc R 1 1 A .
C C17 0.1030(3) 0.38830(16) 0.3805(4) 0.0323(7) Uani d . 1 1 A .
H H17 0.0570 0.3616 0.3087 0.039 Uiso calc R 1 1 . .
C C18 0.0928(3) 0.45473(15) 0.3762(4) 0.0275(7) Uani d . 1 1 . .
H H18 0.0396 0.4739 0.2991 0.033 Uiso calc R 1 1 A .
C C19 0.1585(2) 0.49587(15) 0.4825(4) 0.0254(6) Uani d . 1 1 A .
C C20 0.1448(3) 0.56547(15) 0.4608(4) 0.0275(7) Uani d . 1 1 . .
H H20 0.0919 0.5791 0.3755 0.033 Uiso calc R 1 1 A .
C C21 0.4254(3) 0.52192(16) 1.3198(4) 0.0309(7) Uani d . 1 1 A .
H H21A 0.4975 0.5112 1.2809 0.046 Uiso calc R 1 1 . .
H H21B 0.4061 0.4891 1.4000 0.046 Uiso calc R 1 1 . .
H H21C 0.4290 0.5652 1.3714 0.046 Uiso calc R 1 1 . .
C C22 0.3339(3) 0.43848(16) 1.0928(4) 0.0366(8) Uani d . 1 1 A .
H H22A 0.2918 0.4313 0.9869 0.055 Uiso calc R 1 1 . .
H H22B 0.3040 0.4106 1.1761 0.055 Uiso calc R 1 1 . .
H H22C 0.4117 0.4275 1.0837 0.055 Uiso calc R 1 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Mn1 O2 . . 175.43(11) ?
O1 Mn1 O3 . . 92.60(10) ?
O2 Mn1 O3 . . 91.96(11) ?
O1 Mn1 N1 . . 97.47(19) ?
O2 Mn1 N1 . . 77.96(19) ?
O3 Mn1 N1 . . 168.85(17) ?
O1 Mn1 N1' . . 72.5(3) ?
O2 Mn1 N1' . . 103.0(3) ?
O3 Mn1 N1' . . 162.8(3) ?
N1 Mn1 N1' . . 25.3(2) ?
O1 Mn1 O5 . . 89.25(9) ?
O2 Mn1 O5 . . 90.97(9) ?
O3 Mn1 O5 . . 90.93(8) ?
N1 Mn1 O5 . . 93.96(12) ?
N1' Mn1 O5 . . 97.3(2) ?
O1 Mn1 O4 . . 89.92(9) ?
O2 Mn1 O4 . . 90.13(9) ?
O3 Mn1 O4 . . 85.72(8) ?
N1 Mn1 O4 . . 89.50(12) ?
N1' Mn1 O4 . . 85.7(2) ?
O5 Mn1 O4 . . 176.51(8) ?
O5 S1 C21 . . 104.34(14) ?
O5 S1 C22 . . 105.36(15) ?
C21 S1 C22 . . 98.00(16) ?
C1 O1 Mn1 . . 124.3(2) ?
C13 O2 Mn1 . . 118.3(2) ?
C14 O3 Mn1 . . 129.96(19) ?
C20 O4 Mn1 . . 120.4(2) ?
S1 O5 Mn1 . . 122.20(12) ?
C7' N1' C6 . . 117.5(11) ?
C7' N1' Mn1 . . 120.2(9) ?
C6 N1' Mn1 . . 122.3(7) ?
C7 N1 C8 . . 117.6(6) ?
C7 N1 Mn1 . . 123.4(5) ?
C8 N1 Mn1 . . 118.9(4) ?
O1 C1 C2 . . 119.7(3) ?
O1 C1 C6 . . 122.1(3) ?
C2 C1 C6 . . 118.1(3) ?
C3 C2 C1 . . 120.6(3) ?
C3 C2 H2 . . 119.7 ?
C1 C2 H2 . . 119.7 ?
C2 C3 C4 . . 121.1(3) ?
C2 C3 H3 . . 119.4 ?
C4 C3 H3 . . 119.4 ?
C5 C4 C3 . . 119.1(3) ?
C5 C4 H4 . . 120.4 ?
C3 C4 H4 . . 120.4 ?
C4 C5 C6 . . 121.5(3) ?
C4 C5 H5 . . 119.3 ?
C6 C5 H5 . . 119.3 ?
C5 C6 C1 . . 119.6(3) ?
C5 C6 C7 . . 110.1(4) ?
C1 C6 C7 . . 130.3(4) ?
C5 C6 N1' . . 142.3(5) ?
C1 C6 N1' . . 98.1(5) ?
N1' C7' C8 . . 114.2(11) ?
N1' C7' H7' . . 122.9 ?
C8 C7' H7' . . 122.9 ?
N1 C7 C6 . . 121.1(7) ?
N1 C7 H7 . . 119.4 ?
C6 C7 H7 . . 119.4 ?
C9 C8 C13 . . 120.8(3) ?
C9 C8 C7' . . 96.8(5) ?
C13 C8 C7' . . 142.4(6) ?
C9 C8 N1 . . 135.8(4) ?
C13 C8 N1 . . 103.4(4) ?
C10 C9 C8 . . 120.1(3) ?
C10 C9 H9 . . 119.9 ?
C8 C9 H9 . . 119.9 ?
C9 C10 C11 . . 119.4(3) ?
C9 C10 H10 . . 120.3 ?
C11 C10 H10 . . 120.3 ?
C12 C11 C10 . . 120.7(3) ?
C12 C11 H11 . . 119.7 ?
C10 C11 H11 . . 119.7 ?
C11 C12 C13 . . 121.0(3) ?
C11 C12 H12 . . 119.5 ?
C13 C12 H12 . . 119.5 ?
O2 C13 C12 . . 121.2(3) ?
O2 C13 C8 . . 120.8(3) ?
C12 C13 C8 . . 118.0(3) ?
O3 C14 C15 . . 118.2(3) ?
O3 C14 C19 . . 124.2(3) ?
C15 C14 C19 . . 117.5(3) ?
C16 C15 C14 . . 121.2(3) ?
C16 C15 H15 . . 119.4 ?
C14 C15 H15 . . 119.4 ?
C15 C16 C17 . . 121.0(3) ?
C15 C16 H16 . . 119.5 ?
C17 C16 H16 . . 119.5 ?
C18 C17 C16 . . 118.8(3) ?
C18 C17 H17 . . 120.6 ?
C16 C17 H17 . . 120.6 ?
C17 C18 C19 . . 122.2(3) ?
C17 C18 H18 . . 118.9 ?
C19 C18 H18 . . 118.9 ?
C18 C19 C14 . . 119.1(3) ?
C18 C19 C20 . . 117.3(3) ?
C14 C19 C20 . . 123.5(3) ?
O4 C20 C19 . . 127.3(3) ?
O4 C20 H20 . . 116.4 ?
C19 C20 H20 . . 116.4 ?
S1 C21 H21A . . 109.5 ?
S1 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
S1 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
S1 C22 H22A . . 109.5 ?
S1 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
S1 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Mn1 O1 . 1.878(2) ?
Mn1 O2 . 1.899(3) ?
Mn1 O3 . 1.905(2) ?
Mn1 N1 . 1.986(5) ?
Mn1 N1' . 2.094(11) ?
Mn1 O5 . 2.177(2) ?
Mn1 O4 . 2.267(2) ?
S1 O5 . 1.520(2) ?
S1 C21 . 1.782(3) ?
S1 C22 . 1.785(3) ?
O1 C1 . 1.322(4) ?
O2 C13 . 1.336(4) ?
O3 C14 . 1.312(3) ?
O4 C20 . 1.233(4) ?
N1' C7' . 1.299(19) ?
N1' C6 . 1.492(11) ?
N1 C7 . 1.285(11) ?
N1 C8 . 1.478(6) ?
C1 C2 . 1.399(4) ?
C1 C6 . 1.414(5) ?
C2 C3 . 1.375(5) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.388(5) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.362(5) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.393(5) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.443(7) ?
C7' C8 . 1.478(11) ?
C7' H7' . 0.9500 ?
C7 H7 . 0.9500 ?
C8 C9 . 1.396(5) ?
C8 C13 . 1.401(5) ?
C9 C10 . 1.374(5) ?
C9 H9 . 0.9500 ?
C10 C11 . 1.390(5) ?
C10 H10 . 0.9500 ?
C11 C12 . 1.377(4) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.391(5) ?
C12 H12 . 0.9500 ?
C14 C15 . 1.410(4) ?
C14 C19 . 1.419(4) ?
C15 C16 . 1.378(4) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.391(4) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.362(5) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.408(4) ?
C18 H18 . 0.9500 ?
C19 C20 . 1.440(4) ?
C20 H20 . 0.9500 ?
C21 H21A . 0.9800 ?
C21 H21B . 0.9800 ?
C21 H21C . 0.9800 ?
C22 H22A . 0.9800 ?
C22 H22B . 0.9800 ?
C22 H22C . 0.9800 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O3 Mn1 O1 C1 . . . . 164.1(2) ?
N1 Mn1 O1 C1 . . . . -11.1(3) ?
N1' Mn1 O1 C1 . . . . -7.2(3) ?
O5 Mn1 O1 C1 . . . . -105.0(2) ?
O4 Mn1 O1 C1 . . . . 78.4(2) ?
O3 Mn1 O2 C13 . . . . 177.8(2) ?
N1 Mn1 O2 C13 . . . . -7.1(2) ?
N1' Mn1 O2 C13 . . . . -10.9(3) ?
O5 Mn1 O2 C13 . . . . 86.8(2) ?
O4 Mn1 O2 C13 . . . . -96.5(2) ?
O1 Mn1 O3 C14 . . . . -120.6(2) ?
O2 Mn1 O3 C14 . . . . 59.1(2) ?
N1 Mn1 O3 C14 . . . . 34.0(8) ?
N1' Mn1 O3 C14 . . . . -91.2(8) ?
O5 Mn1 O3 C14 . . . . 150.1(2) ?
O4 Mn1 O3 C14 . . . . -30.8(2) ?
O1 Mn1 O4 C20 . . . . 120.4(2) ?
O2 Mn1 O4 C20 . . . . -64.2(2) ?
O3 Mn1 O4 C20 . . . . 27.8(2) ?
N1 Mn1 O4 C20 . . . . -142.1(3) ?
N1' Mn1 O4 C20 . . . . -167.2(4) ?
C21 S1 O5 Mn1 . . . . -173.72(14) ?
C22 S1 O5 Mn1 . . . . 83.62(17) ?
O1 Mn1 O5 S1 . . . . -170.71(15) ?
O2 Mn1 O5 S1 . . . . 13.85(16) ?
O3 Mn1 O5 S1 . . . . -78.12(15) ?
N1 Mn1 O5 S1 . . . . 91.8(2) ?
N1' Mn1 O5 S1 . . . . 117.1(3) ?
O1 Mn1 N1' C7' . . . . -169.6(7) ?
O2 Mn1 N1' C7' . . . . 9.9(6) ?
O3 Mn1 N1' C7' . . . . 159.4(6) ?
N1 Mn1 N1' C7' . . . . 1.1(5) ?
O5 Mn1 N1' C7' . . . . -82.8(6) ?
O4 Mn1 N1' C7' . . . . 99.1(6) ?
O1 Mn1 N1' C6 . . . . 8.1(4) ?
O2 Mn1 N1' C6 . . . . -172.3(4) ?
O3 Mn1 N1' C6 . . . . -22.9(11) ?
N1 Mn1 N1' C6 . . . . 178.8(9) ?
O5 Mn1 N1' C6 . . . . 95.0(5) ?
O4 Mn1 N1' C6 . . . . -83.2(5) ?
O1 Mn1 N1 C7 . . . . 10.2(4) ?
O2 Mn1 N1 C7 . . . . -169.9(4) ?
O3 Mn1 N1 C7 . . . . -144.2(7) ?
N1' Mn1 N1 C7 . . . . 1.3(5) ?
O5 Mn1 N1 C7 . . . . 100.0(4) ?
O4 Mn1 N1 C7 . . . . -79.6(4) ?
O1 Mn1 N1 C8 . . . . -172.8(3) ?
O2 Mn1 N1 C8 . . . . 7.1(2) ?
O3 Mn1 N1 C8 . . . . 32.8(9) ?
N1' Mn1 N1 C8 . . . . 178.3(7) ?
O5 Mn1 N1 C8 . . . . -83.0(3) ?
O4 Mn1 N1 C8 . . . . 97.4(3) ?
Mn1 O1 C1 C2 . . . . -173.8(2) ?
Mn1 O1 C1 C6 . . . . 5.8(4) ?
O1 C1 C2 C3 . . . . 178.4(3) ?
C6 C1 C2 C3 . . . . -1.3(4) ?
C1 C2 C3 C4 . . . . -0.3(5) ?
C2 C3 C4 C5 . . . . 1.1(5) ?
C3 C4 C5 C6 . . . . -0.2(5) ?
C4 C5 C6 C1 . . . . -1.4(5) ?
C4 C5 C6 C7 . . . . 176.6(3) ?
C4 C5 C6 N1' . . . . -179.3(5) ?
O1 C1 C6 C5 . . . . -177.5(3) ?
C2 C1 C6 C5 . . . . 2.1(4) ?
O1 C1 C6 C7 . . . . 5.0(5) ?
C2 C1 C6 C7 . . . . -175.4(3) ?
O1 C1 C6 N1' . . . . 1.2(4) ?
C2 C1 C6 N1' . . . . -179.2(4) ?
C7' N1' C6 C5 . . . . -11.1(10) ?
Mn1 N1' C6 C5 . . . . 171.2(4) ?
C7' N1' C6 C1 . . . . 170.8(6) ?
Mn1 N1' C6 C1 . . . . -7.0(5) ?
C7' N1' C6 C7 . . . . -3.8(5) ?
Mn1 N1' C6 C7 . . . . 178.4(9) ?
C6 N1' C7' C8 . . . . 178.6(5) ?
Mn1 N1' C7' C8 . . . . -3.5(9) ?
C8 N1 C7 C6 . . . . 179.2(3) ?
Mn1 N1 C7 C6 . . . . -3.8(6) ?
C5 C6 C7 N1 . . . . 176.5(4) ?
C1 C6 C7 N1 . . . . -5.8(6) ?
N1' C6 C7 N1 . . . . 1.2(5) ?
N1' C7' C8 C9 . . . . 177.8(6) ?
N1' C7' C8 C13 . . . . -5.7(11) ?
N1' C7' C8 N1 . . . . 1.6(5) ?
C7 N1 C8 C9 . . . . -9.2(6) ?
Mn1 N1 C8 C9 . . . . 173.6(3) ?
C7 N1 C8 C13 . . . . 171.5(4) ?
Mn1 N1 C8 C13 . . . . -5.6(3) ?
C7 N1 C8 C7' . . . . -3.9(6) ?
Mn1 N1 C8 C7' . . . . 178.9(6) ?
C13 C8 C9 C10 . . . . -0.5(5) ?
C7' C8 C9 C10 . . . . 176.9(4) ?
N1 C8 C9 C10 . . . . -179.7(4) ?
C8 C9 C10 C11 . . . . -0.7(5) ?
C9 C10 C11 C12 . . . . 0.8(5) ?
C10 C11 C12 C13 . . . . 0.2(5) ?
Mn1 O2 C13 C12 . . . . -174.9(2) ?
Mn1 O2 C13 C8 . . . . 6.3(4) ?
C11 C12 C13 O2 . . . . 179.8(3) ?
C11 C12 C13 C8 . . . . -1.4(4) ?
C9 C8 C13 O2 . . . . -179.6(3) ?
C7' C8 C13 O2 . . . . 4.4(8) ?
N1 C8 C13 O2 . . . . -0.3(4) ?
C9 C8 C13 C12 . . . . 1.6(5) ?
C7' C8 C13 C12 . . . . -174.4(6) ?
N1 C8 C13 C12 . . . . -179.1(3) ?
Mn1 O3 C14 C15 . . . . -160.1(2) ?
Mn1 O3 C14 C19 . . . . 22.4(4) ?
O3 C14 C15 C16 . . . . 178.8(3) ?
C19 C14 C15 C16 . . . . -3.5(4) ?
C14 C15 C16 C17 . . . . 1.6(5) ?
C15 C16 C17 C18 . . . . 0.7(5) ?
C16 C17 C18 C19 . . . . -0.9(5) ?
C17 C18 C19 C14 . . . . -1.0(5) ?
C17 C18 C19 C20 . . . . 176.6(3) ?
O3 C14 C19 C18 . . . . -179.3(3) ?
C15 C14 C19 C18 . . . . 3.2(4) ?
O3 C14 C19 C20 . . . . 3.2(5) ?
C15 C14 C19 C20 . . . . -174.3(3) ?
Mn1 O4 C20 C19 . . . . -17.4(4) ?
C18 C19 C20 O4 . . . . 180.0(3) ?
C14 C19 C20 O4 . . . . -2.5(5) ?
