# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1483112'
_audit_update_record             
;
2017-01-25 deposited with the CCDC.
2017-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H24 Mn3 N26 O6'
_chemical_formula_weight         1177.71

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'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      trigonal
_space_group_IT_number           167
_space_group_name_H-M_alt        'R -3 c :H'
_space_group_name_Hall           '-R 3 2"c'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'

_cell_length_a                   16.5089(10)
_cell_length_b                   16.5089(10)
_cell_length_c                   45.518(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     10743.6(18)
_cell_formula_units_Z            6
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9869
_cell_measurement_theta_min      2.8086
_cell_measurement_theta_max      32.0575

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_F_000             3558
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.574
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.945
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
 SADABS (Sheldrick, 1996)
;

_diffrn_crystal_treatment        
;
attached with Exxon Paratone N, to a short length 
of fibre supported on a thin piece of copper wire 
inserted in a copper mounting pin.  The crystal was 
quenched in a cold nitrogen gas stream from an 
Oxford Cryosystems Cryostream. 
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  APEXII-FR591
_diffrn_measurement_method       ω+φ
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            83300
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -67
_diffrn_reflns_limit_l_max       68
_diffrn_reflns_theta_min         2.287
_diffrn_reflns_theta_max         32.640
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4331
_reflns_number_gt                2918
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX (Bruker-AXS,2012)'
_computing_cell_refinement       'SAINT (Bruker-AXS,2012)'
_computing_data_reduction        'SAINT and XPREP (Bruker-AXS,2012)'
_computing_structure_solution    'SIR97 (Altomare, et. al. 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 1999)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1308P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4331
_refine_ls_number_parameters     126
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0623
_refine_ls_wR_factor_ref         0.1965
_refine_ls_wR_factor_gt          0.1855
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.6667 0.3333 0.5833 0.01369(15) Uani 1 6 d S T P . .
Mn2 Mn 0.6667 0.3333 0.66943(2) 0.02059(15) Uani 1 3 d S T P . .
N4 N 0.60417(8) 0.39857(8) 0.61201(4) 0.0233(3) Uani 1 1 d . . . . .
N3 N 0.59223(9) 0.38827(9) 0.64000(4) 0.0266(3) Uani 1 1 d . . . . .
N1 N 0.3333 0.6667 0.61808(7) 0.0239(5) Uani 1 3 d S T P . .
N5 N 0.56468(8) 0.44617(8) 0.60117(4) 0.0250(3) Uani 1 1 d . . . . .
N2 N 0.54294(10) 0.42842(11) 0.64930(4) 0.0301(3) Uani 1 1 d . . . . .
O1 O 0.71659(12) 0.45588(14) 0.69656(5) 0.0594(6) Uani 1 1 d . . . . .
C7 C 0.52803(9) 0.46410(9) 0.62471(4) 0.0236(3) Uani 1 1 d . . . . .
C4 C 0.47678(9) 0.51543(9) 0.62340(4) 0.0239(3) Uani 1 1 d . . . . .
C1 C 0.38007(9) 0.61416(9) 0.61939(4) 0.0220(3) Uani 1 1 d . . . . .
C3 C 0.39402(10) 0.48590(10) 0.63876(4) 0.0277(3) Uani 1 1 d . . . . .
H3 H 0.3703 0.4318 0.6508 0.033 Uiso 1 1 calc R U . . .
C5 C 0.50953(12) 0.59412(12) 0.60566(4) 0.0344(4) Uani 1 1 d . . . . .
H5 H 0.5656 0.6147 0.5948 0.041 Uiso 1 1 calc R U . . .
C6 C 0.46192(12) 0.64334(11) 0.60346(4) 0.0339(4) Uani 1 1 d . . . . .
H6 H 0.4852 0.6968 0.5911 0.041 Uiso 1 1 calc R U . . .
C2 C 0.34521(10) 0.53408(10) 0.63678(4) 0.0276(3) Uani 1 1 d . . . . .
H2 H 0.2883 0.5125 0.6473 0.033 Uiso 1 1 calc R U . . .
C1M C 0.7788(7) 0.5359(6) 0.6922(3) 0.092(4) Uani 0.3333 1 d . . P . .


_geom_special_details            
;
 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.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 N4 2.2448(14) 3_665 ?
Mn1 N4 2.2448(14) 2_655 ?
Mn1 N4 2.2448(14) 17 ?
Mn1 N4 2.2448(14) 18_655 ?
Mn1 N4 2.2448(14) . ?
Mn1 N4 2.2450(14) 16_545 ?
Mn2 O1 2.1517(17) 3_665 ?
Mn2 O1 2.1517(18) . ?
Mn2 O1 2.1518(18) 2_655 ?
Mn2 N3 2.2896(15) 2_655 ?
Mn2 N3 2.2896(15) 3_665 ?
Mn2 N3 2.2897(15) . ?
N4 N3 1.287(2) . ?
N4 N5 1.3411(18) . ?
N3 N2 1.3491(19) . ?
N1 C1 1.4209(15) 2_665 ?
N1 C1 1.4210(15) 3_565 ?
N1 C1 1.4209(15) . ?
N5 C7 1.335(2) . ?
N2 C7 1.344(2) . ?
O1 C1M 1.218(9) . ?
C7 C4 1.468(2) . ?
C4 C3 1.388(2) . ?
C4 C5 1.389(2) . ?
C1 C6 1.390(2) . ?
C1 C2 1.395(2) . ?
C3 C2 1.390(2) . ?
C3 H3 0.9500 . ?
C5 C6 1.388(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C2 H2 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Mn1 N4 89.59(6) 3_665 2_655 ?
N4 Mn1 N4 178.85(6) 3_665 17 ?
N4 Mn1 N4 89.60(7) 2_655 17 ?
N4 Mn1 N4 91.23(7) 3_665 18_655 ?
N4 Mn1 N4 178.85(6) 2_655 18_655 ?
N4 Mn1 N4 89.59(5) 17 18_655 ?
N4 Mn1 N4 89.59(5) 3_665 . ?
N4 Mn1 N4 89.59(5) 2_655 . ?
N4 Mn1 N4 91.23(6) 17 . ?
N4 Mn1 N4 89.61(7) 18_655 . ?
N4 Mn1 N4 89.61(7) 3_665 16_545 ?
N4 Mn1 N4 91.23(6) 2_655 16_545 ?
N4 Mn1 N4 89.59(5) 17 16_545 ?
N4 Mn1 N4 89.59(5) 18_655 16_545 ?
N4 Mn1 N4 178.85(6) . 16_545 ?
O1 Mn2 O1 90.34(11) 3_665 . ?
O1 Mn2 O1 90.34(11) 3_665 2_655 ?
O1 Mn2 O1 90.34(11) . 2_655 ?
O1 Mn2 N3 90.87(7) 3_665 2_655 ?
O1 Mn2 N3 178.79(7) . 2_655 ?
O1 Mn2 N3 89.57(8) 2_655 2_655 ?
O1 Mn2 N3 89.57(8) 3_665 3_665 ?
O1 Mn2 N3 90.87(7) . 3_665 ?
O1 Mn2 N3 178.79(7) 2_655 3_665 ?
N3 Mn2 N3 89.22(6) 2_655 3_665 ?
O1 Mn2 N3 178.79(7) 3_665 . ?
O1 Mn2 N3 89.57(7) . . ?
O1 Mn2 N3 90.87(7) 2_655 . ?
N3 Mn2 N3 89.22(6) 2_655 . ?
N3 Mn2 N3 89.22(6) 3_665 . ?
N3 N4 N5 110.75(13) . . ?
N3 N4 Mn1 126.08(10) . . ?
N5 N4 Mn1 122.81(11) . . ?
N4 N3 N2 109.63(14) . . ?
N4 N3 Mn2 123.66(10) . . ?
N2 N3 Mn2 125.87(12) . . ?
C1 N1 C1 119.82(2) 2_665 3_565 ?
C1 N1 C1 119.83(2) 2_665 . ?
C1 N1 C1 119.83(2) 3_565 . ?
C7 N5 N4 103.98(14) . . ?
C7 N2 N3 103.98(14) . . ?
C1M O1 Mn2 130.2(5) . . ?
N5 C7 N2 111.65(14) . . ?
N5 C7 C4 123.47(16) . . ?
N2 C7 C4 124.88(16) . . ?
C3 C4 C5 118.40(14) . . ?
C3 C4 C7 121.81(14) . . ?
C5 C4 C7 119.76(14) . . ?
C6 C1 C2 119.56(14) . . ?
C6 C1 N1 119.80(16) . . ?
C2 C1 N1 120.63(15) . . ?
C4 C3 C2 121.14(15) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C6 C5 C4 121.31(15) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C1 119.77(15) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
C3 C2 C1 119.79(14) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?

_refine_diff_density_max         3.345
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.130


loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.032 0.334 0.004 4570 2905 ' '
_platon_squeeze_details          
;
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1483113'
_audit_update_record             
;
2017-01-25 deposited with the CCDC.
2017-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H66 Mn3 N32 O6'
_chemical_formula_weight         1496.26

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'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      trigonal
_space_group_IT_number           167
_space_group_name_H-M_alt        'R -3 c :H'
_space_group_name_Hall           '-R 3 2"c'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'

_cell_length_a                   16.4650(14)
_cell_length_b                   16.4650(14)
_cell_length_c                   47.040(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     11044(2)
_cell_formula_units_Z            6
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    62386
_cell_measurement_theta_min      3.4
_cell_measurement_theta_max      62.4

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_F_000             4638
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.105
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.577
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.93508
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5861
_diffrn_reflns_number            3890
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_av_R_equivalents  0.1143
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -67
_diffrn_reflns_limit_l_max       68
_diffrn_reflns_theta_min         2.245
_diffrn_reflns_theta_max         31.192
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3890
_reflns_number_gt                2571
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
  CrysAlisPro, Agilent Technologies,
;
_computing_cell_refinement       
;
  CrysAlisPro, Agilent Technologies,
;
_computing_data_reduction        
;
  CrysAlisPro, Agilent Technologies,
;
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, L., 1999)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1367P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3890
_refine_ls_number_parameters     157
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0597
_refine_ls_wR_factor_ref         0.2088
_refine_ls_wR_factor_gt          0.1962
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.3333 0.6667 0.4167 0.01481(19) Uani 1 6 d S T P . .
Mn2 Mn 0.3333 0.6667 0.50211(2) 0.02366(19) Uani 1 3 d S T P . .
N1 N 1.0000 1.0000 0.45127(9) 0.0259(7) Uani 1 3 d S T P . .
N3 N 0.46003(12) 0.73009(11) 0.44540(4) 0.0220(4) Uani 1 1 d . . . . .
N5 N 0.55106(12) 0.79117(13) 0.48199(4) 0.0264(4) Uani 1 1 d . . . . .
N2 N 0.54710(13) 0.76905(12) 0.43526(4) 0.0243(4) Uani 1 1 d . . . . .
N4 N 0.46162(12) 0.74278(12) 0.47321(4) 0.0235(4) Uani 1 1 d . . . . .
O1 O 0.37846(15) 0.79282(16) 0.52754(5) 0.0506(6) Uani 1 1 d . . . . .
C5 C 0.75861(14) 0.93902(14) 0.47245(5) 0.0238(4) Uani 1 1 d . . . . .
H5 H 0.7286 0.9620 0.4846 0.029 Uiso 1 1 calc R U . . .
C7 C 0.60154(15) 0.80656(13) 0.45827(5) 0.0229(4) Uani 1 1 d . . . . .
C6 C 0.85595(14) 0.98717(14) 0.47043(5) 0.0236(4) Uani 1 1 d . . . . .
H6 H 0.8920 1.0429 0.4811 0.028 Uiso 1 1 calc R U . . .
C4 C 0.70482(15) 0.85745(14) 0.45682(5) 0.0236(4) Uani 1 1 d . . . . .
C1 C 0.90068(14) 0.95375(13) 0.45279(5) 0.0221(4) Uani 1 1 d . . . . .
C3 C 0.75091(15) 0.82553(16) 0.43916(5) 0.0322(5) Uani 1 1 d . . . . .
H3 H 0.7151 0.7698 0.4285 0.039 Uiso 1 1 calc R U . . .
C2 C 0.84711(15) 0.87299(15) 0.43688(5) 0.0310(5) Uani 1 1 d . . . . .
H2 H 0.8769 0.8506 0.4244 0.037 Uiso 1 1 calc R U . . .
N6 N 0.4808(2) 0.9484(2) 0.53601(7) 0.0644(9) Uani 1 1 d . . . . .
C8 C 0.4582(3) 0.8627(2) 0.52871(7) 0.0544(8) Uani 1 1 d . . . . .
C10 C 0.5801(3) 1.0267(3) 0.53685(8) 0.0851(14) Uani 1 1 d . . . . .
H10A H 0.5817 1.0845 0.5428 0.128 Uiso 1 1 calc R U . . .
H10B H 0.6157 1.0115 0.5504 0.128 Uiso 1 1 calc R U . . .
H10C H 0.6080 1.0354 0.5179 0.128 Uiso 1 1 calc R U . . .
C9 C 0.4129(4) 0.9720(4) 0.54230(11) 0.111(2) Uani 1 1 d . . . . .
H9A H 0.4433 1.0387 0.5472 0.166 Uiso 1 1 calc R U . . .
H9B H 0.3724 0.9598 0.5257 0.166 Uiso 1 1 calc R U . . .
H9C H 0.3751 0.9343 0.5584 0.166 Uiso 1 1 calc R U . . .
H1 H 0.514(4) 0.845(4) 0.5264(11) 0.14(2) Uiso 1 1 d . . . . .


_geom_special_details            
;
 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.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 N3 2.2562(18) 11_565 ?
Mn1 N3 2.2563(18) 12 ?
Mn1 N3 2.2563(18) 10_455 ?
Mn1 N3 2.2563(18) . ?
Mn1 N3 2.2563(18) 2_665 ?
Mn1 N3 2.2563(18) 3_565 ?
Mn2 O1 2.180(2) . ?
Mn2 O1 2.180(2) 2_665 ?
Mn2 O1 2.180(2) 3_565 ?
Mn2 N4 2.2876(19) 2_665 ?
Mn2 N4 2.2876(19) 3_565 ?
Mn2 N4 2.2877(19) . ?
N1 C1 1.419(2) 3_675 ?
N1 C1 1.419(2) 2_765 ?
N1 C1 1.419(2) . ?
N3 N4 1.323(3) . ?
N3 N2 1.332(3) . ?
N5 C7 1.338(3) . ?
N5 N4 1.342(2) . ?
N2 C7 1.343(3) . ?
O1 C8 1.241(4) . ?
C5 C6 1.391(3) . ?
C5 C4 1.392(3) . ?
C5 H5 0.9500 . ?
C7 C4 1.474(3) . ?
C6 C1 1.392(3) . ?
C6 H6 0.9500 . ?
C4 C3 1.393(3) . ?
C1 C2 1.390(3) . ?
C3 C2 1.376(3) . ?
C3 H3 0.9500 . ?
C2 H2 0.9500 . ?
N6 C8 1.311(4) . ?
N6 C9 1.387(5) . ?
N6 C10 1.492(5) . ?
C8 H1 1.10(6) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Mn1 N3 87.80(7) 11_565 12 ?
N3 Mn1 N3 87.80(7) 11_565 10_455 ?
N3 Mn1 N3 87.80(7) 12 10_455 ?
N3 Mn1 N3 92.24(9) 11_565 . ?
N3 Mn1 N3 179.94(10) 12 . ?
N3 Mn1 N3 92.16(9) 10_455 . ?
N3 Mn1 N3 179.94(9) 11_565 2_665 ?
N3 Mn1 N3 92.16(9) 12 2_665 ?
N3 Mn1 N3 92.24(9) 10_455 2_665 ?
N3 Mn1 N3 87.80(7) . 2_665 ?
N3 Mn1 N3 92.16(9) 11_565 3_565 ?
N3 Mn1 N3 92.24(9) 12 3_565 ?
N3 Mn1 N3 179.94(8) 10_455 3_565 ?
N3 Mn1 N3 87.80(7) . 3_565 ?
N3 Mn1 N3 87.80(7) 2_665 3_565 ?
O1 Mn2 O1 92.78(9) . 2_665 ?
O1 Mn2 O1 92.79(9) . 3_565 ?
O1 Mn2 O1 92.78(9) 2_665 3_565 ?
O1 Mn2 N4 87.59(7) . 2_665 ?
O1 Mn2 N4 91.30(8) 2_665 2_665 ?
O1 Mn2 N4 175.88(8) 3_565 2_665 ?
O1 Mn2 N4 175.88(7) . 3_565 ?
O1 Mn2 N4 87.59(7) 2_665 3_565 ?
O1 Mn2 N4 91.30(8) 3_565 3_565 ?
N4 Mn2 N4 88.30(7) 2_665 3_565 ?
O1 Mn2 N4 91.30(8) . . ?
O1 Mn2 N4 175.88(7) 2_665 . ?
O1 Mn2 N4 87.59(7) 3_565 . ?
N4 Mn2 N4 88.30(7) 2_665 . ?
N4 Mn2 N4 88.30(7) 3_565 . ?
C1 N1 C1 119.75(4) 3_675 2_765 ?
C1 N1 C1 119.75(4) 3_675 . ?
C1 N1 C1 119.75(4) 2_765 . ?
N4 N3 N2 110.27(17) . . ?
N4 N3 Mn1 127.32(14) . . ?
N2 N3 Mn1 122.12(14) . . ?
C7 N5 N4 104.44(17) . . ?
N3 N2 C7 104.07(18) . . ?
N3 N4 N5 109.10(18) . . ?
N3 N4 Mn2 124.13(14) . . ?
N5 N4 Mn2 125.52(14) . . ?
C8 O1 Mn2 127.3(2) . . ?
C6 C5 C4 120.63(19) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
N5 C7 N2 112.12(19) . . ?
N5 C7 C4 125.2(2) . . ?
N2 C7 C4 122.6(2) . . ?
C5 C6 C1 120.12(19) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
C5 C4 C3 118.35(19) . . ?
C5 C4 C7 121.36(19) . . ?
C3 C4 C7 120.28(19) . . ?
C2 C1 C6 119.38(19) . . ?
C2 C1 N1 119.7(2) . . ?
C6 C1 N1 120.9(2) . . ?
C2 C3 C4 121.5(2) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C8 N6 C9 121.5(4) . . ?
C8 N6 C10 122.4(4) . . ?
C9 N6 C10 116.1(4) . . ?
O1 C8 N6 127.5(4) . . ?
O1 C8 H1 113(3) . . ?
N6 C8 H1 119(3) . . ?
N6 C10 H10A 109.5 . . ?
N6 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N6 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N6 C9 H9A 109.5 . . ?
N6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

_refine_diff_density_max         0.849
_refine_diff_density_min         -0.779
_refine_diff_density_rms         0.118


loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.506 0.250 82 38 ' '
2 0.000 0.494 0.750 82 38 ' '
3 0.173 0.839 0.083 83 39 ' '
4 0.173 0.333 0.583 83 39 ' '
5 0.160 0.333 0.083 83 39 ' '
6 0.160 0.827 0.583 83 39 ' '
7 0.333 0.160 0.417 83 39 ' '
8 0.333 0.173 0.917 83 39 ' '
9 0.506 1.000 0.250 82 38 ' '
10 0.506 0.506 0.750 82 38 ' '
11 0.494 0.494 0.250 82 38 ' '
12 0.494 0.000 0.750 82 38 ' '
13 0.666 0.827 0.083 83 39 ' '
14 0.667 0.839 0.583 83 39 ' '
15 0.839 0.173 0.417 83 39 ' '
16 0.839 0.667 0.917 83 39 ' '
17 0.827 0.667 0.417 83 39 ' '
18 0.827 0.160 0.917 83 39 ' '
_platon_squeeze_details          
;
;
