# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_met330a
_database_code_depnum_ccdc_archive 'CCDC 1940627'
loop_
_audit_author_name
_audit_author_address
'Kamil Ivshin'
;Arbuzov Institute of Organic and Physical Chemistry
Russia
;
_audit_update_record             
;
2019-07-15 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H20 Mn N8 O2, C12 F4 N4, 4(C6 H12 N2 O)'
_chemical_formula_sum            'C68 H68 F4 Mn N20 O6'
_chemical_formula_weight         1392.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'
'-x, -y, -z'

_cell_length_a                   8.7022(2)
_cell_length_b                   11.6296(3)
_cell_length_c                   16.8340(4)
_cell_angle_alpha                74.6000(10)
_cell_angle_beta                 79.8630(10)
_cell_angle_gamma                89.0450(10)
_cell_volume                     1616.03(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    198(2)
_cell_measurement_reflns_used    7973
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      66.54

_exptl_crystal_description       'thin plate'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_F_000             725
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.231
_exptl_crystal_size_mid          0.093
_exptl_crystal_size_min          0.043
_exptl_absorpt_coefficient_mu    2.354
_shelx_estimated_absorpt_T_min   0.612
_shelx_estimated_absorpt_T_max   0.906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4110
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'SADABS-2014/5 (Bruker,2014/5) '
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      198(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device       'Bruker Kappa Apex Duo CCD'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19514
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.767
_diffrn_reflns_theta_max         66.641
_diffrn_reflns_theta_full        66.641
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             5632
_reflns_number_gt                4855
_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       'Bruker APEX2'
_computing_cell_refinement       'APEX3 v2018.1-0'
_computing_data_reduction        'SAINT NT v6.0 (Bruker AXS, 2003)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Mercury CSD 4.1.0'
_computing_publication_material  'enCIFer Version 1.7.1'
_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)+(0.1340P)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         5632
_refine_ls_number_parameters     470
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1779
_refine_ls_wR_factor_gt          0.1644
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_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 1.000000 0.500000 0.500000 0.02330(19) Uani 1 2 d S . P . .
O1W O 1.0665(2) 0.66224(17) 0.53771(14) 0.0301(4) Uani 1 1 d . . . . .
H1WA H 1.050(4) 0.722(4) 0.503(3) 0.049(11) Uiso 1 1 d . . . . .
H1WB H 1.010(4) 0.659(3) 0.585(3) 0.044(10) Uiso 1 1 d . . . . .
N1 N 0.8362(2) 0.59442(18) 0.44845(14) 0.0259(4) Uani 1 1 d . . . . .
N2 N 1.1444(2) 0.55325(18) 0.39389(14) 0.0267(5) Uani 1 1 d . . . . .
C3 C 1.1124(3) 0.6282(2) 0.32087(17) 0.0275(5) Uani 1 1 d . . . . .
N4 N 0.9790(2) 0.68192(18) 0.30821(14) 0.0278(5) Uani 1 1 d . . . . .
C5 C 0.8540(3) 0.6667(2) 0.36762(17) 0.0267(5) Uani 1 1 d . . . . .
C6 C 0.7084(3) 0.7274(2) 0.35695(17) 0.0284(6) Uani 1 1 d . . . . .
C7 C 0.6639(3) 0.8085(2) 0.28780(19) 0.0338(6) Uani 1 1 d . . . . .
H7 H 0.733884 0.834435 0.235976 0.041 Uiso 1 1 calc R U . . .
C8 C 0.5128(3) 0.8494(3) 0.2983(2) 0.0384(7) Uani 1 1 d . . . . .
H8 H 0.478841 0.904935 0.252761 0.046 Uiso 1 1 calc R U . . .
C9 C 0.4096(3) 0.8107(2) 0.3744(2) 0.0367(7) Uani 1 1 d . . . . .
H9 H 0.306896 0.840137 0.379262 0.044 Uiso 1 1 calc R U . . .
C10 C 0.4536(3) 0.7303(2) 0.44284(19) 0.0319(6) Uani 1 1 d . . . . .
H10 H 0.383331 0.704037 0.494536 0.038 Uiso 1 1 calc R U . . .
C11 C 0.6056(3) 0.6896(2) 0.43252(17) 0.0268(5) Uani 1 1 d . . . . .
C12 C 0.6884(3) 0.6070(2) 0.48979(17) 0.0259(5) Uani 1 1 d . . . . .
N13 N 0.6269(2) 0.55653(18) 0.56935(14) 0.0265(5) Uani 1 1 d . . . . .
C14 C 0.7038(3) 0.4835(2) 0.62212(17) 0.0254(5) Uani 1 1 d . . . . .
C15 C 0.6368(3) 0.4291(2) 0.70791(17) 0.0283(5) Uani 1 1 d . . . . .
C16 C 0.4882(3) 0.4355(3) 0.75399(19) 0.0348(6) Uani 1 1 d . . . . .
H16 H 0.410938 0.484084 0.729501 0.042 Uiso 1 1 calc R U . . .
C17 C 0.4579(3) 0.3685(3) 0.8365(2) 0.0414(7) Uani 1 1 d . . . . .
H17 H 0.358248 0.371826 0.869447 0.050 Uiso 1 1 calc R U . . .
C18 C 0.5708(4) 0.2959(3) 0.8724(2) 0.0436(7) Uani 1 1 d . . . . .
H18 H 0.545286 0.249695 0.929018 0.052 Uiso 1 1 calc R U . . .
C19 C 0.7192(3) 0.2896(3) 0.82753(18) 0.0370(6) Uani 1 1 d . . . . .
H19 H 0.795870 0.240865 0.852424 0.044 Uiso 1 1 calc R U . . .
C20 C 0.7511(3) 0.3576(2) 0.74460(18) 0.0296(6) Uani 1 1 d . . . . .
C1A C 0.2612(4) 0.7664(3) 0.9284(3) 0.0583(9) Uani 1 1 d . . . . .
N1A N 0.2596(5) 0.6735(4) 0.9148(3) 0.0792(11) Uani 1 1 d . . . . .
C2A C 0.4255(4) 0.9315(3) 0.9195(3) 0.0567(9) Uani 1 1 d . . . . .
N2A N 0.5557(4) 0.9647(4) 0.9012(3) 0.0796(11) Uani 1 1 d . . . . .
C3A C 0.2718(4) 0.8813(3) 0.9417(2) 0.0530(8) Uani 1 1 d . . . . .
C4A C 0.1390(4) 0.9392(3) 0.9713(2) 0.0465(7) Uani 1 1 d . . . . .
C5A C 0.1372(4) 1.0625(3) 0.9664(2) 0.0480(8) Uani 1 1 d . . . . .
C6A C 0.0074(4) 1.1184(3) 0.9925(2) 0.0507(8) Uani 1 1 d . . . . .
F5A F 0.2683(2) 1.12861(19) 0.93041(17) 0.0673(6) Uani 1 1 d . . . . .
F6A F 0.0197(3) 1.23784(18) 0.97941(19) 0.0752(7) Uani 1 1 d . . . . .
C100 C 0.9389(3) 0.9454(2) 0.3927(2) 0.0374(7) Uani 1 1 d . . . . .
N105 N 0.8142(3) 0.9687(2) 0.44633(18) 0.0432(6) Uani 1 1 d . . . . .
C104 C 0.6932(4) 1.0488(3) 0.4190(3) 0.0565(9) Uani 1 1 d . . . . .
H10A H 0.641680 1.080746 0.465584 0.068 Uiso 1 1 calc R U . . .
H10B H 0.613220 1.004716 0.402458 0.068 Uiso 1 1 calc R U . . .
C103 C 0.7628(4) 1.1499(3) 0.3460(3) 0.0617(10) Uani 1 1 d . . . . .
H10C H 0.678348 1.199471 0.323766 0.074 Uiso 1 1 calc R U . . .
H10D H 0.831107 1.200849 0.364641 0.074 Uiso 1 1 calc R U . . .
C102 C 0.8559(4) 1.1030(3) 0.2783(3) 0.0560(9) Uani 1 1 d . . . . .
H10E H 0.783861 1.069430 0.250193 0.067 Uiso 1 1 calc R U . . .
H10F H 0.917517 1.169511 0.236009 0.067 Uiso 1 1 calc R U . . .
N101 N 0.9612(3) 1.0110(2) 0.31150(18) 0.0445(6) Uani 1 1 d . . . . .
C108 C 1.0880(5) 0.9849(3) 0.2520(3) 0.0606(10) Uani 1 1 d . . . . .
H10G H 1.118708 0.902340 0.272310 0.091 Uiso 1 1 calc R U . . .
H10H H 1.177172 1.039240 0.245093 0.091 Uiso 1 1 calc R U . . .
H10I H 1.054400 0.995531 0.197935 0.091 Uiso 1 1 calc R U . . .
O107 O 1.0321(2) 0.86758(18) 0.41746(15) 0.0432(5) Uani 1 1 d . . . . .
C106 C 0.7852(4) 0.8970(3) 0.5328(2) 0.0507(8) Uani 1 1 d . . . . .
H10J H 0.884888 0.878874 0.552180 0.076 Uiso 1 1 calc R U . . .
H10K H 0.729972 0.822378 0.536702 0.076 Uiso 1 1 calc R U . . .
H10L H 0.721188 0.941311 0.567839 0.076 Uiso 1 1 calc R U . . .
C200 C 0.8536(3) 0.6420(2) 0.76121(19) 0.0356(6) Uani 1 1 d . . . . .
N201 N 0.7142(3) 0.6736(3) 0.79853(18) 0.0482(7) Uani 1 1 d . . . . .
C202 C 0.6565(9) 0.6315(8) 0.8887(5) 0.0566(18) Uani 0.717(10) 1 d . . P A 1
H20A H 0.596136 0.555440 0.901478 0.068 Uiso 0.717(10) 1 calc R U P A 1
H20B H 0.586513 0.690918 0.907349 0.068 Uiso 0.717(10) 1 calc R U P A 1
C203 C 0.7930(8) 0.6134(7) 0.9342(4) 0.0648(17) Uani 0.717(10) 1 d . . P A 1
H20C H 0.755320 0.577428 0.994731 0.078 Uiso 0.717(10) 1 calc R U P A 1
H20D H 0.844416 0.691536 0.927604 0.078 Uiso 0.717(10) 1 calc R U P A 1
C204 C 0.911(2) 0.532(2) 0.8998(16) 0.058(3) Uani 0.717(10) 1 d . . P A 1
H20E H 1.006502 0.528293 0.925039 0.069 Uiso 0.717(10) 1 calc R U P A 1
H20F H 0.865854 0.449857 0.913596 0.069 Uiso 0.717(10) 1 calc R U P A 1
C212 C 0.689(3) 0.675(2) 0.8890(16) 0.0566(18) Uani 0.283(10) 1 d . . P A 2
H21A H 0.754218 0.739526 0.896145 0.068 Uiso 0.283(10) 1 calc R U P A 2
H21B H 0.577987 0.689243 0.908909 0.068 Uiso 0.283(10) 1 calc R U P A 2
C213 C 0.735(2) 0.556(2) 0.9368(10) 0.0648(17) Uani 0.283(10) 1 d . . P A 2
H21C H 0.716947 0.549532 0.997578 0.078 Uiso 0.283(10) 1 calc R U P A 2
H21D H 0.673385 0.491200 0.927419 0.078 Uiso 0.283(10) 1 calc R U P A 2
C214 C 0.895(7) 0.548(6) 0.906(5) 0.058(3) Uani 0.283(10) 1 d . . P A 2
H21E H 0.925274 0.464962 0.929473 0.069 Uiso 0.283(10) 1 calc R U P A 2
H21F H 0.953664 0.600316 0.928515 0.069 Uiso 0.283(10) 1 calc R U P A 2
N205 N 0.9497(3) 0.5797(3) 0.81098(17) 0.0442(6) Uani 1 1 d . . . . .
C206 C 1.0999(4) 0.5428(3) 0.7744(2) 0.0483(8) Uani 1 1 d . . . . .
H20G H 1.116553 0.574715 0.713355 0.073 Uiso 1 1 calc R U . . .
H20H H 1.101352 0.455450 0.788644 0.073 Uiso 1 1 calc R U . . .
H20I H 1.183088 0.573299 0.796377 0.073 Uiso 1 1 calc R U . . .
O207 O 0.8897(3) 0.6716(2) 0.68395(14) 0.0458(5) Uani 1 1 d . . . . .
C208 C 0.6060(4) 0.7348(4) 0.7474(3) 0.0616(10) Uani 1 1 d . . . . .
H20J H 0.636210 0.725995 0.690469 0.092 Uiso 1 1 calc R U . . .
H20K H 0.607612 0.819688 0.745696 0.092 Uiso 1 1 calc R U . . .
H20L H 0.500533 0.700470 0.771182 0.092 Uiso 1 1 calc R U . . .


_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 N2 1.950(2) 2_766 ?
Mn1 N2 1.950(2) . ?
Mn1 N1 1.9668(19) . ?
Mn1 N1 1.9668(19) 2_766 ?
Mn1 O1W 2.2584(18) 2_766 ?
Mn1 O1W 2.2584(18) . ?
O1W H1WA 0.81(4) . ?
O1W H1WB 0.85(4) . ?
N1 C12 1.376(3) . ?
N1 C5 1.380(3) . ?
N2 C3 1.375(3) . ?
N2 C14 1.384(3) 2_766 ?
C3 N4 1.333(3) . ?
C3 C20 1.450(4) 2_766 ?
N4 C5 1.321(3) . ?
C5 C6 1.456(3) . ?
C6 C11 1.388(4) . ?
C6 C7 1.400(4) . ?
C7 C8 1.389(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.397(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.386(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.395(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.449(3) . ?
C12 N13 1.329(4) . ?
N13 C14 1.322(3) . ?
C14 C15 1.434(4) . ?
C15 C16 1.398(4) . ?
C15 C20 1.406(4) . ?
C16 C17 1.381(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.398(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.388(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.391(4) . ?
C19 H19 0.9500 . ?
C1A N1A 1.163(5) . ?
C1A C3A 1.420(5) . ?
C2A N2A 1.164(5) . ?
C2A C3A 1.416(5) . ?
C3A C4A 1.409(5) . ?
C4A C6A 1.407(5) 2_577 ?
C4A C5A 1.415(5) . ?
C5A F5A 1.341(4) . ?
C5A C6A 1.358(5) . ?
C6A F6A 1.350(4) . ?
C100 O107 1.243(4) . ?
C100 N105 1.357(4) . ?
C100 N101 1.358(4) . ?
N105 C104 1.449(4) . ?
N105 C106 1.453(5) . ?
C104 C103 1.501(6) . ?
C104 H10A 0.9900 . ?
C104 H10B 0.9900 . ?
C103 C102 1.497(6) . ?
C103 H10C 0.9900 . ?
C103 H10D 0.9900 . ?
C102 N101 1.459(4) . ?
C102 H10E 0.9900 . ?
C102 H10F 0.9900 . ?
N101 C108 1.440(5) . ?
C108 H10G 0.9800 . ?
C108 H10H 0.9800 . ?
C108 H10I 0.9800 . ?
C106 H10J 0.9800 . ?
C106 H10K 0.9800 . ?
C106 H10L 0.9800 . ?
C200 O207 1.237(4) . ?
C200 N205 1.353(4) . ?
C200 N201 1.356(4) . ?
N201 C208 1.440(4) . ?
N201 C202 1.463(9) . ?
N201 C212 1.51(2) . ?
C202 C203 1.507(11) . ?
C202 H20A 0.9900 . ?
C202 H20B 0.9900 . ?
C203 C204 1.532(16) . ?
C203 H20C 0.9900 . ?
C203 H20D 0.9900 . ?
C204 N205 1.43(3) . ?
C204 H20E 0.9900 . ?
C204 H20F 0.9900 . ?
C212 C213 1.50(3) . ?
C212 H21A 0.9900 . ?
C212 H21B 0.9900 . ?
C213 C214 1.41(6) . ?
C213 H21C 0.9900 . ?
C213 H21D 0.9900 . ?
C214 N205 1.53(7) . ?
C214 H21E 0.9900 . ?
C214 H21F 0.9900 . ?
N205 C206 1.453(4) . ?
C206 H20G 0.9800 . ?
C206 H20H 0.9800 . ?
C206 H20I 0.9800 . ?
C208 H20J 0.9800 . ?
C208 H20K 0.9800 . ?
C208 H20L 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
N2 Mn1 N2 180.0 2_766 . ?
N2 Mn1 N1 90.59(9) 2_766 . ?
N2 Mn1 N1 89.41(9) . . ?
N2 Mn1 N1 89.41(9) 2_766 2_766 ?
N2 Mn1 N1 90.59(9) . 2_766 ?
N1 Mn1 N1 180.0 . 2_766 ?
N2 Mn1 O1W 90.32(8) 2_766 2_766 ?
N2 Mn1 O1W 89.68(8) . 2_766 ?
N1 Mn1 O1W 92.11(8) . 2_766 ?
N1 Mn1 O1W 87.89(8) 2_766 2_766 ?
N2 Mn1 O1W 89.68(8) 2_766 . ?
N2 Mn1 O1W 90.32(8) . . ?
N1 Mn1 O1W 87.89(8) . . ?
N1 Mn1 O1W 92.11(8) 2_766 . ?
O1W Mn1 O1W 180.00(10) 2_766 . ?
Mn1 O1W H1WA 110(3) . . ?
Mn1 O1W H1WB 106(2) . . ?
H1WA O1W H1WB 110(4) . . ?
C12 N1 C5 108.8(2) . . ?
C12 N1 Mn1 125.07(18) . . ?
C5 N1 Mn1 125.93(16) . . ?
C3 N2 C14 107.9(2) . 2_766 ?
C3 N2 Mn1 126.64(16) . . ?
C14 N2 Mn1 125.42(18) 2_766 . ?
N4 C3 N2 127.6(2) . . ?
N4 C3 C20 122.7(2) . 2_766 ?
N2 C3 C20 109.7(2) . 2_766 ?
C5 N4 C3 122.4(2) . . ?
N4 C5 N1 127.9(2) . . ?
N4 C5 C6 123.9(2) . . ?
N1 C5 C6 108.2(2) . . ?
C11 C6 C7 121.3(2) . . ?
C11 C6 C5 107.2(2) . . ?
C7 C6 C5 131.5(3) . . ?
C8 C7 C6 117.0(3) . . ?
C8 C7 H7 121.5 . . ?
C6 C7 H7 121.5 . . ?
C7 C8 C9 121.4(3) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C10 C9 C8 121.6(2) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 117.1(3) . . ?
C9 C10 H10 121.5 . . ?
C11 C10 H10 121.5 . . ?
C6 C11 C10 121.6(2) . . ?
C6 C11 C12 106.9(2) . . ?
C10 C11 C12 131.5(3) . . ?
N13 C12 N1 127.8(2) . . ?
N13 C12 C11 123.4(2) . . ?
N1 C12 C11 108.8(2) . . ?
C14 N13 C12 123.3(2) . . ?
N13 C14 N2 127.7(2) . 2_766 ?
N13 C14 C15 123.1(2) . . ?
N2 C14 C15 109.2(2) 2_766 . ?
C16 C15 C20 121.0(3) . . ?
C16 C15 C14 131.6(2) . . ?
C20 C15 C14 107.4(2) . . ?
C17 C16 C15 117.5(3) . . ?
C17 C16 H16 121.3 . . ?
C15 C16 H16 121.3 . . ?
C16 C17 C18 121.4(3) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C19 C18 C17 121.6(3) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 117.4(3) . . ?
C18 C19 H19 121.3 . . ?
C20 C19 H19 121.3 . . ?
C19 C20 C15 121.1(2) . . ?
C19 C20 C3 133.1(2) . 2_766 ?
C15 C20 C3 105.8(2) . 2_766 ?
N1A C1A C3A 176.6(4) . . ?
N2A C2A C3A 175.1(4) . . ?
C4A C3A C2A 124.5(3) . . ?
C4A C3A C1A 122.0(3) . . ?
C2A C3A C1A 113.4(3) . . ?
C6A C4A C3A 124.0(3) 2_577 . ?
C6A C4A C5A 112.4(3) 2_577 . ?
C3A C4A C5A 123.7(3) . . ?
F5A C5A C6A 118.3(3) . . ?
F5A C5A C4A 118.3(3) . . ?
C6A C5A C4A 123.3(3) . . ?
F6A C6A C5A 117.1(3) . . ?
F6A C6A C4A 118.5(3) . 2_577 ?
C5A C6A C4A 124.3(3) . 2_577 ?
O107 C100 N105 120.9(3) . . ?
O107 C100 N101 120.8(3) . . ?
N105 C100 N101 118.3(3) . . ?
C100 N105 C104 122.9(3) . . ?
C100 N105 C106 119.3(2) . . ?
C104 N105 C106 117.1(3) . . ?
N105 C104 C103 110.0(3) . . ?
N105 C104 H10A 109.7 . . ?
C103 C104 H10A 109.7 . . ?
N105 C104 H10B 109.7 . . ?
C103 C104 H10B 109.7 . . ?
H10A C104 H10B 108.2 . . ?
C102 C103 C104 110.5(3) . . ?
C102 C103 H10C 109.6 . . ?
C104 C103 H10C 109.6 . . ?
C102 C103 H10D 109.6 . . ?
C104 C103 H10D 109.6 . . ?
H10C C103 H10D 108.1 . . ?
N101 C102 C103 111.7(3) . . ?
N101 C102 H10E 109.3 . . ?
C103 C102 H10E 109.3 . . ?
N101 C102 H10F 109.3 . . ?
C103 C102 H10F 109.3 . . ?
H10E C102 H10F 107.9 . . ?
C100 N101 C108 119.8(3) . . ?
C100 N101 C102 123.5(3) . . ?
C108 N101 C102 116.5(3) . . ?
N101 C108 H10G 109.5 . . ?
N101 C108 H10H 109.5 . . ?
H10G C108 H10H 109.5 . . ?
N101 C108 H10I 109.5 . . ?
H10G C108 H10I 109.5 . . ?
H10H C108 H10I 109.5 . . ?
N105 C106 H10J 109.5 . . ?
N105 C106 H10K 109.5 . . ?
H10J C106 H10K 109.5 . . ?
N105 C106 H10L 109.5 . . ?
H10J C106 H10L 109.5 . . ?
H10K C106 H10L 109.5 . . ?
O207 C200 N205 122.3(3) . . ?
O207 C200 N201 119.8(3) . . ?
N205 C200 N201 117.9(3) . . ?
C200 N201 C208 119.4(3) . . ?
C200 N201 C202 122.9(4) . . ?
C208 N201 C202 117.0(4) . . ?
C200 N201 C212 120.4(9) . . ?
C208 N201 C212 118.3(10) . . ?
N201 C202 C203 109.3(6) . . ?
N201 C202 H20A 109.8 . . ?
C203 C202 H20A 109.8 . . ?
N201 C202 H20B 109.8 . . ?
C203 C202 H20B 109.8 . . ?
H20A C202 H20B 108.3 . . ?
C202 C203 C204 110.7(11) . . ?
C202 C203 H20C 109.5 . . ?
C204 C203 H20C 109.5 . . ?
C202 C203 H20D 109.5 . . ?
C204 C203 H20D 109.5 . . ?
H20C C203 H20D 108.1 . . ?
N205 C204 C203 107.8(15) . . ?
N205 C204 H20E 110.1 . . ?
C203 C204 H20E 110.1 . . ?
N205 C204 H20F 110.1 . . ?
C203 C204 H20F 110.1 . . ?
H20E C204 H20F 108.5 . . ?
C213 C212 N201 106.3(16) . . ?
C213 C212 H21A 110.5 . . ?
N201 C212 H21A 110.5 . . ?
C213 C212 H21B 110.5 . . ?
N201 C212 H21B 110.5 . . ?
H21A C212 H21B 108.7 . . ?
C214 C213 C212 106(3) . . ?
C214 C213 H21C 110.6 . . ?
C212 C213 H21C 110.6 . . ?
C214 C213 H21D 110.6 . . ?
C212 C213 H21D 110.6 . . ?
H21C C213 H21D 108.8 . . ?
C213 C214 N205 118(5) . . ?
C213 C214 H21E 107.8 . . ?
N205 C214 H21E 107.8 . . ?
C213 C214 H21F 107.8 . . ?
N205 C214 H21F 107.8 . . ?
H21E C214 H21F 107.1 . . ?
C200 N205 C204 125.9(8) . . ?
C200 N205 C206 120.3(3) . . ?
C204 N205 C206 113.4(7) . . ?
C200 N205 C214 118(2) . . ?
C206 N205 C214 121(2) . . ?
N205 C206 H20G 109.5 . . ?
N205 C206 H20H 109.5 . . ?
H20G C206 H20H 109.5 . . ?
N205 C206 H20I 109.5 . . ?
H20G C206 H20I 109.5 . . ?
H20H C206 H20I 109.5 . . ?
N201 C208 H20J 109.5 . . ?
N201 C208 H20K 109.5 . . ?
H20J C208 H20K 109.5 . . ?
N201 C208 H20L 109.5 . . ?
H20J C208 H20L 109.5 . . ?
H20K C208 H20L 109.5 . . ?

_refine_diff_density_max         0.667
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.113

####################################################################### 
# 
# 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_364
_database_code_depnum_ccdc_archive 'CCDC 1940629'
loop_
_audit_author_name
_audit_author_address
'Kamil Ivshin'
;Arbuzov Institute of Organic and Physical Chemistry
Russia
;
_audit_update_record             
;
2019-07-31 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H20 Mn N8 O2, C12 H4 N4, 4(C6 H12 N2 O)'
_chemical_formula_sum            'C68 H72 Mn N20 O6'
_chemical_formula_weight         1320.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'
'-x, -y, -z'

_cell_length_a                   8.8264(2)
_cell_length_b                   11.6116(3)
_cell_length_c                   17.0952(4)
_cell_angle_alpha                72.2900(10)
_cell_angle_beta                 76.4230(10)
_cell_angle_gamma                88.0390(10)
_cell_volume                     1621.08(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9926
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      68.56

_exptl_crystal_description       'thin prizm'
_exptl_crystal_colour            dark-green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_F_000             693
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.171
_exptl_crystal_size_min          0.038
_exptl_absorpt_coefficient_mu    2.223
_shelx_estimated_absorpt_T_min   0.652
_shelx_estimated_absorpt_T_max   0.920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6731
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
'SADABS version 2.10 (Sheldrick,Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_device       'Bruker Kappa Apex Duo CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50067
_diffrn_reflns_av_unetI/netI     0.0122
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.792
_diffrn_reflns_theta_max         68.696
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5942
_reflns_number_gt                5899
_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       'Bruker APEX2'
_computing_cell_refinement       'APEX3 v2018.1-0'
_computing_data_reduction        'SAINT NT v6.0 (Bruker AXS, 2003)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Mercury CSD 4.1.0'
_computing_publication_material  'enCIFer Version 1.7.1'
_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)+(0.0699P)²+0.1742P] 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         5942
_refine_ls_number_parameters     461
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.1032
_refine_ls_wR_factor_gt          0.1029
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.000
_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 0.500000 0.500000 0.500000 0.03430(10) Uani 1 2 d S . P . .
O1W O 0.43660(12) 0.34267(9) 0.46097(7) 0.0437(2) Uani 1 1 d . . . . .
H1WA H 0.493(3) 0.343(2) 0.4151(16) 0.073(6) Uiso 1 1 d . . . . .
H1WB H 0.448(3) 0.271(2) 0.4984(15) 0.073(6) Uiso 1 1 d . . . . .
N1 N 0.12220(12) 0.55138(10) 0.57095(7) 0.0400(2) Uani 1 1 d . . . . .
C2 C 0.19464(15) 0.47538(12) 0.62380(8) 0.0379(3) Uani 1 1 d . . . . .
N3 N 0.34611(12) 0.43991(10) 0.60801(7) 0.0371(2) Uani 1 1 d . . . . .
C4 C 0.37281(15) 0.36039(12) 0.68092(8) 0.0386(3) Uani 1 1 d . . . . .
N5 N 0.50397(13) 0.30684(10) 0.69292(7) 0.0410(3) Uani 1 1 d . . . . .
C6 C 0.63402(15) 0.32552(12) 0.63236(8) 0.0379(3) Uani 1 1 d . . . . .
N7 N 0.65807(12) 0.40178(10) 0.55098(7) 0.0373(2) Uani 1 1 d . . . . .
C8 C 0.80907(15) 0.39283(12) 0.50927(8) 0.0372(3) Uani 1 1 d . . . . .
C9 C 0.11975(16) 0.41433(13) 0.71123(9) 0.0420(3) Uani 1 1 d . . . . .
C10 C -0.03202(18) 0.41701(15) 0.75752(10) 0.0525(4) Uani 1 1 d . . . . .
H10 H -0.105646 0.465401 0.733624 0.063 Uiso 1 1 calc R U . . .
C11 C -0.0682(2) 0.34437(19) 0.84065(11) 0.0639(4) Uani 1 1 d . . . . .
H11 H -0.168597 0.344024 0.873423 0.077 Uiso 1 1 calc R U . . .
C12 C 0.0410(2) 0.27208(18) 0.87648(10) 0.0651(5) Uani 1 1 d . . . . .
H12 H 0.011890 0.224144 0.932578 0.078 Uiso 1 1 calc R U . . .
C13 C 0.1926(2) 0.26939(16) 0.83075(10) 0.0553(4) Uani 1 1 d . . . . .
H13 H 0.265872 0.220962 0.854983 0.066 Uiso 1 1 calc R U . . .
C14 C 0.23020(17) 0.34238(13) 0.74706(9) 0.0430(3) Uani 1 1 d . . . . .
C15 C 0.77778(16) 0.26531(12) 0.64364(9) 0.0401(3) Uani 1 1 d . . . . .
C16 C 0.81628(19) 0.18076(14) 0.71289(10) 0.0494(3) Uani 1 1 d . . . . .
H16 H 0.743464 0.151767 0.764135 0.059 Uiso 1 1 calc R U . . .
C17 C 0.9674(2) 0.14176(15) 0.70218(11) 0.0568(4) Uani 1 1 d . . . . .
H17 H 0.996715 0.085374 0.747290 0.068 Uiso 1 1 calc R U . . .
C18 C 1.07711(19) 0.18485(15) 0.62544(11) 0.0552(4) Uani 1 1 d . . . . .
H18 H 1.177732 0.156646 0.620623 0.066 Uiso 1 1 calc R U . . .
C19 C 1.03950(17) 0.26870(13) 0.55625(10) 0.0471(3) Uani 1 1 d . . . . .
H19 H 1.112572 0.297530 0.505085 0.056 Uiso 1 1 calc R U . . .
C20 C 0.88686(16) 0.30795(12) 0.56685(9) 0.0397(3) Uani 1 1 d . . . . .
N21 N 0.7018(4) 0.6869(3) 0.9014(2) 0.1371(10) Uani 1 1 d . . . . .
C22 C 0.7237(3) 0.7670(2) 0.91617(15) 0.0764(5) Uani 1 1 d . . . . .
C23 C 0.7494(3) 0.8685(2) 0.93415(14) 0.0834(6) Uani 1 1 d . . . . .
N24 N 1.0335(3) 0.9358(3) 0.90560(16) 0.1139(8) Uani 1 1 d . . . . .
C25 C 0.9050(3) 0.9067(2) 0.91846(13) 0.0767(6) Uani 1 1 d . . . . .
C26 C 0.6246(2) 0.9348(2) 0.96753(13) 0.0747(5) Uani 1 1 d . . . . .
C27 C 0.4669(3) 0.8985(2) 0.98092(16) 0.0865(6) Uani 1 1 d . . . . .
H27 H 0.444035 0.829938 0.967888 0.104 Uiso 1 1 calc R U . . .
C28 C 0.3477(3) 0.9614(2) 1.01237(16) 0.0861(6) Uani 1 1 d . . . . .
H28 H 0.245450 0.934518 1.020651 0.103 Uiso 1 1 calc R U . . .
N1A N 0.80673(18) 0.34738(16) 0.19467(10) 0.0662(4) Uani 1 1 d . . . . .
C2A C 0.6652(2) 0.37583(16) 0.23346(10) 0.0536(4) Uani 1 1 d . . . . .
N3A N 0.57200(18) 0.43908(16) 0.18489(10) 0.0658(4) Uani 1 1 d . . . . .
C4A C 0.6233(4) 0.4925(4) 0.0945(2) 0.0812(10) Uani 0.804(5) 1 d D . P A 1
H4AA H 0.669947 0.572570 0.081693 0.097 Uiso 0.804(5) 1 calc R U P A 1
H4AB H 0.534767 0.500560 0.068964 0.097 Uiso 0.804(5) 1 calc R U P A 1
C5A C 0.7414(4) 0.4132(4) 0.05889(18) 0.0916(10) Uani 0.804(5) 1 d D . P A 1
H5AA H 0.691235 0.336596 0.065719 0.110 Uiso 0.804(5) 1 calc R U P A 1
H5AB H 0.782948 0.452241 -0.001000 0.110 Uiso 0.804(5) 1 calc R U P A 1
C6A C 0.8674(7) 0.3921(6) 0.1023(5) 0.0932(11) Uani 0.804(5) 1 d D . P A 1
H6AA H 0.928288 0.466829 0.087493 0.112 Uiso 0.804(5) 1 calc R U P A 1
H6AB H 0.935611 0.333156 0.084051 0.112 Uiso 0.804(5) 1 calc R U P A 1
C4C C 0.6074(15) 0.450(2) 0.0886(12) 0.0812(10) Uani 0.196(5) 1 d D . P A 2
H4CA H 0.572779 0.377155 0.080215 0.097 Uiso 0.196(5) 1 calc R U P A 2
H4CB H 0.557633 0.518885 0.057732 0.097 Uiso 0.196(5) 1 calc R U P A 2
C5C C 0.7830(14) 0.4668(17) 0.0617(8) 0.0916(10) Uani 0.196(5) 1 d D . P A 2
H5CA H 0.817564 0.472733 0.002356 0.110 Uiso 0.196(5) 1 calc R U P A 2
H5CB H 0.814010 0.541749 0.068690 0.110 Uiso 0.196(5) 1 calc R U P A 2
C6C C 0.857(4) 0.367(2) 0.111(2) 0.0932(11) Uani 0.196(5) 1 d D . P A 2
H6CA H 0.837477 0.293894 0.098053 0.112 Uiso 0.196(5) 1 calc R U P A 2
H6CB H 0.969245 0.383295 0.095148 0.112 Uiso 0.196(5) 1 calc R U P A 2
C7A C 0.9117(3) 0.2840(2) 0.24524(16) 0.0848(6) Uani 1 1 d . . . . .
H7AA H 0.881313 0.293929 0.300450 0.127 Uiso 1 1 calc R U . . .
H7AB H 1.016183 0.316336 0.218677 0.127 Uiso 1 1 calc R U . . .
H7AC H 0.907239 0.199472 0.250185 0.127 Uiso 1 1 calc R U . . .
O8A O 0.62370(16) 0.34245(14) 0.31135(8) 0.0710(4) Uani 1 1 d . . . . .
C9A C 0.4206(2) 0.4729(2) 0.22374(15) 0.0758(5) Uani 1 1 d . . . . .
H9AA H 0.401432 0.438674 0.283999 0.114 Uiso 1 1 calc R U . . .
H9AB H 0.341645 0.443157 0.203754 0.114 Uiso 1 1 calc R U . . .
H9AC H 0.417987 0.559499 0.209272 0.114 Uiso 1 1 calc R U . . .
N1B N 0.51926(18) 0.98085(13) 0.68581(10) 0.0621(4) Uani 1 1 d . . . . .
C2B C 0.55099(19) 1.05129(13) 0.60430(11) 0.0507(3) Uani 1 1 d . . . . .
N3B N 0.68206(18) 1.03182(13) 0.55113(10) 0.0603(3) Uani 1 1 d . . . . .
C4B C 0.8016(4) 0.9505(3) 0.5802(2) 0.0718(7) Uani 0.804(5) 1 d . . P A 1
H4BA H 0.873082 0.993387 0.597917 0.086 Uiso 0.804(5) 1 calc R U P A 1
H4BB H 0.860813 0.922810 0.534287 0.086 Uiso 0.804(5) 1 calc R U P A 1
C5B C 0.7258(4) 0.8445(3) 0.6524(2) 0.0782(8) Uani 0.804(5) 1 d . . P A 1
H5BA H 0.804650 0.793555 0.674792 0.094 Uiso 0.804(5) 1 calc R U P A 1
H5BB H 0.662439 0.796752 0.633438 0.094 Uiso 0.804(5) 1 calc R U P A 1
C6B C 0.6258(9) 0.8902(7) 0.7195(6) 0.0745(12) Uani 0.804(5) 1 d . . P A 1
H6BA H 0.565741 0.822826 0.763351 0.089 Uiso 0.804(5) 1 calc R U P A 1
H6BB H 0.692053 0.925523 0.744792 0.089 Uiso 0.804(5) 1 calc R U P A 1
C4D C 0.7573(17) 0.9180(14) 0.5741(11) 0.0718(7) Uani 0.196(5) 1 d . . P A 2
H4DA H 0.862162 0.924052 0.538899 0.086 Uiso 0.196(5) 1 calc R U P A 2
H4DB H 0.698970 0.854341 0.566726 0.086 Uiso 0.196(5) 1 calc R U P A 2
C5D C 0.7627(16) 0.8889(12) 0.6693(10) 0.0782(8) Uani 0.196(5) 1 d . . P A 2
H5DA H 0.817355 0.815036 0.686563 0.094 Uiso 0.196(5) 1 calc R U P A 2
H5DB H 0.818066 0.954178 0.676646 0.094 Uiso 0.196(5) 1 calc R U P A 2
C6D C 0.597(5) 0.874(4) 0.723(3) 0.0745(12) Uani 0.196(5) 1 d . . P A 2
H6DA H 0.545424 0.802122 0.722718 0.089 Uiso 0.196(5) 1 calc R U P A 2
H6DB H 0.596879 0.868078 0.780988 0.089 Uiso 0.196(5) 1 calc R U P A 2
C7B C 0.3829(3) 1.0016(2) 0.74476(14) 0.0838(6) Uani 1 1 d . . . . .
H7BA H 0.340642 1.077463 0.719686 0.126 Uiso 1 1 calc R U . . .
H7BB H 0.411301 1.003752 0.795208 0.126 Uiso 1 1 calc R U . . .
H7BC H 0.306170 0.937498 0.758637 0.126 Uiso 1 1 calc R U . . .
O8B O 0.46012(14) 1.13038(11) 0.57928(8) 0.0626(3) Uani 1 1 d . . . . .
C9B C 0.7204(3) 1.10708(19) 0.46416(13) 0.0724(5) Uani 1 1 d . . . . .
H9BA H 0.627652 1.119861 0.442978 0.109 Uiso 1 1 calc R U . . .
H9BB H 0.794889 1.067863 0.431041 0.109 Uiso 1 1 calc R U . . .
H9BC H 0.764204 1.183571 0.460596 0.109 Uiso 1 1 calc R U . . .


_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 1.9608(11) 2_666 ?
Mn1 N3 1.9608(11) . ?
Mn1 N7 1.9657(11) . ?
Mn1 N7 1.9657(11) 2_666 ?
Mn1 O1W 2.2544(10) . ?
Mn1 O1W 2.2544(10) 2_666 ?
O1W H1WA 0.82(2) . ?
O1W H1WB 0.90(2) . ?
N1 C2 1.3235(18) . ?
N1 C8 1.3282(18) 2_666 ?
C2 N3 1.3749(17) . ?
C2 C9 1.4481(18) . ?
N3 C4 1.3728(17) . ?
C4 N5 1.3242(18) . ?
C4 C14 1.4534(18) . ?
N5 C6 1.3263(18) . ?
C6 N7 1.3746(17) . ?
C6 C15 1.4519(18) . ?
N7 C8 1.3729(16) . ?
C8 C20 1.4466(18) . ?
C9 C10 1.391(2) . ?
C9 C14 1.392(2) . ?
C10 C11 1.382(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.385(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.387(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.391(2) . ?
C13 H13 0.9300 . ?
C15 C20 1.392(2) . ?
C15 C16 1.393(2) . ?
C16 C17 1.383(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.395(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.385(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.3962(19) . ?
C19 H19 0.9300 . ?
N21 C22 1.069(4) . ?
C22 C23 1.344(4) . ?
C23 C25 1.397(3) . ?
C23 C26 1.430(3) . ?
N24 C25 1.145(3) . ?
C26 C28 1.394(4) 2_677 ?
C26 C27 1.414(3) . ?
C27 C28 1.359(4) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
N1A C6C 1.34(4) . ?
N1A C2A 1.351(2) . ?
N1A C7A 1.446(3) . ?
N1A C6A 1.474(8) . ?
C2A O8A 1.235(2) . ?
C2A N3A 1.347(2) . ?
N3A C4A 1.444(4) . ?
N3A C9A 1.445(2) . ?
N3A C4C 1.567(19) . ?
C4A C5A 1.511(4) . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C5A C6A 1.4510(10) . ?
C5A H5AA 0.9700 . ?
C5A H5AB 0.9700 . ?
C6A H6AA 0.9700 . ?
C6A H6AB 0.9700 . ?
C4C C5C 1.511(4) . ?
C4C H4CA 0.9700 . ?
C4C H4CB 0.9700 . ?
C5C C6C 1.4512(15) . ?
C5C H5CA 0.9700 . ?
C5C H5CB 0.9700 . ?
C6C H6CA 0.9700 . ?
C6C H6CB 0.9700 . ?
C7A H7AA 0.9600 . ?
C7A H7AB 0.9600 . ?
C7A H7AC 0.9600 . ?
C9A H9AA 0.9600 . ?
C9A H9AB 0.9600 . ?
C9A H9AC 0.9600 . ?
N1B C2B 1.352(2) . ?
N1B C6D 1.44(4) . ?
N1B C7B 1.442(3) . ?
N1B C6B 1.463(9) . ?
C2B O8B 1.242(2) . ?
C2B N3B 1.352(2) . ?
N3B C9B 1.443(3) . ?
N3B C4D 1.446(14) . ?
N3B C4B 1.464(3) . ?
C4B C5B 1.494(5) . ?
C4B H4BA 0.9700 . ?
C4B H4BB 0.9700 . ?
C5B C6B 1.495(11) . ?
C5B H5BA 0.9700 . ?
C5B H5BB 0.9700 . ?
C6B H6BA 0.9700 . ?
C6B H6BB 0.9700 . ?
C4D C5D 1.57(2) . ?
C4D H4DA 0.9700 . ?
C4D H4DB 0.9700 . ?
C5D C6D 1.52(4) . ?
C5D H5DA 0.9700 . ?
C5D H5DB 0.9700 . ?
C6D H6DA 0.9700 . ?
C6D H6DB 0.9700 . ?
C7B H7BA 0.9600 . ?
C7B H7BB 0.9600 . ?
C7B H7BC 0.9600 . ?
C9B H9BA 0.9600 . ?
C9B H9BB 0.9600 . ?
C9B H9BC 0.9600 . ?

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 180.0 2_666 . ?
N3 Mn1 N7 90.46(5) 2_666 . ?
N3 Mn1 N7 89.54(5) . . ?
N3 Mn1 N7 89.54(5) 2_666 2_666 ?
N3 Mn1 N7 90.46(5) . 2_666 ?
N7 Mn1 N7 180.0 . 2_666 ?
N3 Mn1 O1W 89.83(4) 2_666 . ?
N3 Mn1 O1W 90.17(4) . . ?
N7 Mn1 O1W 89.09(4) . . ?
N7 Mn1 O1W 90.91(4) 2_666 . ?
N3 Mn1 O1W 90.17(4) 2_666 2_666 ?
N3 Mn1 O1W 89.83(4) . 2_666 ?
N7 Mn1 O1W 90.91(4) . 2_666 ?
N7 Mn1 O1W 89.09(4) 2_666 2_666 ?
O1W Mn1 O1W 180.0 . 2_666 ?
Mn1 O1W H1WA 111.1(15) . . ?
Mn1 O1W H1WB 112.0(14) . . ?
H1WA O1W H1WB 107(2) . . ?
C2 N1 C8 123.02(11) . 2_666 ?
N1 C2 N3 128.28(12) . . ?
N1 C2 C9 123.07(12) . . ?
N3 C2 C9 108.64(12) . . ?
C4 N3 C2 108.83(11) . . ?
C4 N3 Mn1 126.06(9) . . ?
C2 N3 Mn1 125.05(9) . . ?
N5 C4 N3 127.94(12) . . ?
N5 C4 C14 123.31(12) . . ?
N3 C4 C14 108.74(12) . . ?
C4 N5 C6 122.71(12) . . ?
N5 C6 N7 127.71(12) . . ?
N5 C6 C15 123.53(12) . . ?
N7 C6 C15 108.75(11) . . ?
C8 N7 C6 108.65(11) . . ?
C8 N7 Mn1 125.28(9) . . ?
C6 N7 Mn1 125.97(9) . . ?
N1 C8 N7 127.84(12) 2_666 . ?
N1 C8 C20 123.23(12) 2_666 . ?
N7 C8 C20 108.92(11) . . ?
C10 C9 C14 121.61(14) . . ?
C10 C9 C2 131.25(14) . . ?
C14 C9 C2 107.13(12) . . ?
C11 C10 C9 116.86(16) . . ?
C11 C10 H10 121.6 . . ?
C9 C10 H10 121.6 . . ?
C10 C11 C12 121.78(15) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C11 C12 C13 121.63(15) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C12 C13 C14 117.00(16) . . ?
C12 C13 H13 121.5 . . ?
C14 C13 H13 121.5 . . ?
C13 C14 C9 121.12(14) . . ?
C13 C14 C4 132.21(14) . . ?
C9 C14 C4 106.65(12) . . ?
C20 C15 C16 121.26(13) . . ?
C20 C15 C6 106.72(12) . . ?
C16 C15 C6 132.02(14) . . ?
C17 C16 C15 117.14(15) . . ?
C17 C16 H16 121.4 . . ?
C15 C16 H16 121.4 . . ?
C16 C17 C18 121.68(15) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C19 C18 C17 121.47(14) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C18 C19 C20 116.94(15) . . ?
C18 C19 H19 121.5 . . ?
C20 C19 H19 121.5 . . ?
C15 C20 C19 121.50(13) . . ?
C15 C20 C8 106.95(12) . . ?
C19 C20 C8 131.55(13) . . ?
N21 C22 C23 179.1(3) . . ?
C22 C23 C25 116.6(2) . . ?
C22 C23 C26 122.1(2) . . ?
C25 C23 C26 121.3(2) . . ?
N24 C25 C23 178.7(3) . . ?
C28 C26 C27 116.8(2) 2_677 . ?
C28 C26 C23 121.8(2) 2_677 . ?
C27 C26 C23 121.4(2) . . ?
C28 C27 C26 121.7(2) . . ?
C28 C27 H27 119.1 . . ?
C26 C27 H27 119.1 . . ?
C27 C28 C26 121.5(2) . 2_677 ?
C27 C28 H28 119.2 . . ?
C26 C28 H28 119.2 2_677 . ?
C6C N1A C2A 125.2(10) . . ?
C6C N1A C7A 115.4(10) . . ?
C2A N1A C7A 119.31(16) . . ?
C2A N1A C6A 122.4(3) . . ?
C7A N1A C6A 117.8(3) . . ?
O8A C2A N3A 121.86(16) . . ?
O8A C2A N1A 119.96(17) . . ?
N3A C2A N1A 118.17(15) . . ?
C2A N3A C4A 123.32(19) . . ?
C2A N3A C9A 120.02(16) . . ?
C4A N3A C9A 116.0(2) . . ?
C2A N3A C4C 120.2(7) . . ?
C9A N3A C4C 118.2(6) . . ?
N3A C4A C5A 109.4(3) . . ?
N3A C4A H4AA 109.8 . . ?
C5A C4A H4AA 109.8 . . ?
N3A C4A H4AB 109.8 . . ?
C5A C4A H4AB 109.8 . . ?
H4AA C4A H4AB 108.2 . . ?
C6A C5A C4A 110.0(5) . . ?
C6A C5A H5AA 109.7 . . ?
C4A C5A H5AA 109.7 . . ?
C6A C5A H5AB 109.7 . . ?
C4A C5A H5AB 109.7 . . ?
H5AA C5A H5AB 108.2 . . ?
C5A C6A N1A 111.2(5) . . ?
C5A C6A H6AA 109.4 . . ?
N1A C6A H6AA 109.4 . . ?
C5A C6A H6AB 109.4 . . ?
N1A C6A H6AB 109.4 . . ?
H6AA C6A H6AB 108.0 . . ?
C5C C4C N3A 102.9(11) . . ?
C5C C4C H4CA 111.2 . . ?
N3A C4C H4CA 111.2 . . ?
C5C C4C H4CB 111.2 . . ?
N3A C4C H4CB 111.2 . . ?
H4CA C4C H4CB 109.1 . . ?
C6C C5C C4C 111.2(19) . . ?
C6C C5C H5CA 109.4 . . ?
C4C C5C H5CA 109.4 . . ?
C6C C5C H5CB 109.4 . . ?
C4C C5C H5CB 109.4 . . ?
H5CA C5C H5CB 108.0 . . ?
N1A C6C C5C 113(3) . . ?
N1A C6C H6CA 109.0 . . ?
C5C C6C H6CA 109.0 . . ?
N1A C6C H6CB 109.0 . . ?
C5C C6C H6CB 109.0 . . ?
H6CA C6C H6CB 107.8 . . ?
N1A C7A H7AA 109.5 . . ?
N1A C7A H7AB 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
N1A C7A H7AC 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
N3A C9A H9AA 109.5 . . ?
N3A C9A H9AB 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
N3A C9A H9AC 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C2B N1B C6D 128.0(19) . . ?
C2B N1B C7B 119.73(16) . . ?
C6D N1B C7B 111.9(18) . . ?
C2B N1B C6B 122.5(4) . . ?
C7B N1B C6B 117.5(4) . . ?
O8B C2B N1B 120.32(16) . . ?
O8B C2B N3B 121.35(16) . . ?
N1B C2B N3B 118.32(15) . . ?
C2B N3B C9B 119.54(15) . . ?
C2B N3B C4D 119.3(7) . . ?
C9B N3B C4D 118.9(7) . . ?
C2B N3B C4B 122.85(19) . . ?
C9B N3B C4B 116.87(19) . . ?
N3B C4B C5B 109.6(2) . . ?
N3B C4B H4BA 109.8 . . ?
C5B C4B H4BA 109.8 . . ?
N3B C4B H4BB 109.8 . . ?
C5B C4B H4BB 109.8 . . ?
H4BA C4B H4BB 108.2 . . ?
C4B C5B C6B 108.6(4) . . ?
C4B C5B H5BA 110.0 . . ?
C6B C5B H5BA 110.0 . . ?
C4B C5B H5BB 110.0 . . ?
C6B C5B H5BB 110.0 . . ?
H5BA C5B H5BB 108.3 . . ?
N1B C6B C5B 112.0(6) . . ?
N1B C6B H6BA 109.2 . . ?
C5B C6B H6BA 109.2 . . ?
N1B C6B H6BB 109.2 . . ?
C5B C6B H6BB 109.2 . . ?
H6BA C6B H6BB 107.9 . . ?
N3B C4D C5D 107.2(10) . . ?
N3B C4D H4DA 110.3 . . ?
C5D C4D H4DA 110.3 . . ?
N3B C4D H4DB 110.3 . . ?
C5D C4D H4DB 110.3 . . ?
H4DA C4D H4DB 108.5 . . ?
C6D C5D C4D 109.0(19) . . ?
C6D C5D H5DA 109.9 . . ?
C4D C5D H5DA 109.9 . . ?
C6D C5D H5DB 109.9 . . ?
C4D C5D H5DB 109.9 . . ?
H5DA C5D H5DB 108.3 . . ?
N1B C6D C5D 106(2) . . ?
N1B C6D H6DA 110.6 . . ?
C5D C6D H6DA 110.6 . . ?
N1B C6D H6DB 110.6 . . ?
C5D C6D H6DB 110.6 . . ?
H6DA C6D H6DB 108.7 . . ?
N1B C7B H7BA 109.5 . . ?
N1B C7B H7BB 109.5 . . ?
H7BA C7B H7BB 109.5 . . ?
N1B C7B H7BC 109.5 . . ?
H7BA C7B H7BC 109.5 . . ?
H7BB C7B H7BC 109.5 . . ?
N3B C9B H9BA 109.5 . . ?
N3B C9B H9BB 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
N3B C9B H9BC 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?

_refine_diff_density_max         0.187
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.039

####################################################################### 
# 
# 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_k1305_0m-1-13
_database_code_depnum_ccdc_archive 'CCDC 1940630'
loop_
_audit_author_name
_audit_author_address
'Kamil Ivshin'
;Arbuzov Institute of Organic and Physical Chemistry
Russia
;
_audit_update_record             
;
2019-07-31 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H20 Mn N8 O2, C12 H4 N4, 4(C4 H9 N O)'
_chemical_formula_sum            'C60 H60 Mn N16 O6'
_chemical_formula_weight         1156.18

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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'
'-x, -y, -z'

_cell_length_a                   8.5252(5)
_cell_length_b                   10.6614(7)
_cell_length_c                   16.8696(10)
_cell_angle_alpha                74.183(4)
_cell_angle_beta                 75.806(3)
_cell_angle_gamma                85.511(4)
_cell_volume                     1430.09(16)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2398
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      22.28

_exptl_crystal_description       prizm
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_F_000             605
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.683
_exptl_crystal_size_mid          0.361
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.298
_shelx_estimated_absorpt_T_min   0.823
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8807
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46196
_diffrn_reflns_av_unetI/netI     0.1032
_diffrn_reflns_av_R_equivalents  0.1193
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.581
_diffrn_reflns_theta_max         28.408
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             7133
_reflns_number_gt                4028
_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       'Bruker APEX2'
_computing_cell_refinement       'APEX3 v2018.1-0'
_computing_data_reduction        'SAINT NT v6.0 (Bruker AXS, 2003)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Mercury CSD 4.1.0'
_computing_publication_material  'enCIFer Version 1.7.1'
_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)+(0.0955P)²+0.2036P] 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         7133
_refine_ls_number_parameters     457
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.1441
_refine_ls_R_factor_gt           0.0707
_refine_ls_wR_factor_ref         0.2006
_refine_ls_wR_factor_gt          0.1634
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_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 0.500000 0.500000 0.500000 0.0294(2) Uani 1 2 d S U P . .
O1W O 0.4089(3) 0.2961(2) 0.52726(16) 0.0408(6) Uani 1 1 d D U . . .
H1WA H 0.421(6) 0.245(4) 0.5785(18) 0.14(2) Uiso 1 1 d D . . . .
H1WB H 0.462(5) 0.265(3) 0.4825(17) 0.095(16) Uiso 1 1 d D . . . .
N1 N 0.4276(3) 0.5512(2) 0.39421(16) 0.0325(6) Uani 1 1 d . U . . .
N2 N 0.7105(3) 0.4485(2) 0.43907(16) 0.0315(6) Uani 1 1 d . U . . .
C3 C 0.7206(3) 0.3912(3) 0.6159(2) 0.0325(7) Uani 1 1 d . U . . .
N4 N 0.8412(3) 0.3664(2) 0.55596(17) 0.0334(6) Uani 1 1 d . U . . .
C5 C 0.8369(3) 0.3946(3) 0.4746(2) 0.0309(7) Uani 1 1 d . U . . .
C6 C 0.9705(3) 0.3682(3) 0.4091(2) 0.0342(7) Uani 1 1 d . U . . .
C7 C 1.1252(3) 0.3164(3) 0.4125(2) 0.0381(8) Uani 1 1 d . U . . .
H7 H 1.159606 0.290065 0.464127 0.046 Uiso 1 1 calc R U . . .
C8 C 1.2258(4) 0.3057(3) 0.3363(2) 0.0465(9) Uani 1 1 d . U . . .
H8 H 1.331253 0.269446 0.336051 0.056 Uiso 1 1 calc R U . . .
C9 C 1.1776(4) 0.3461(3) 0.2611(2) 0.0482(9) Uani 1 1 d . U . . .
H9 H 1.251597 0.338099 0.210394 0.058 Uiso 1 1 calc R U . . .
C10 C 1.0238(4) 0.3983(3) 0.2568(2) 0.0415(8) Uani 1 1 d . U . . .
H10 H 0.990845 0.425515 0.204789 0.050 Uiso 1 1 calc R U . . .
C11 C 0.9208(3) 0.4083(3) 0.3333(2) 0.0341(7) Uani 1 1 d . U . . .
C12 C 0.7561(3) 0.4576(3) 0.3533(2) 0.0319(7) Uani 1 1 d . U . . .
N13 N 0.6687(3) 0.5020(2) 0.29576(16) 0.0342(6) Uani 1 1 d . U . . .
C14 C 0.5176(3) 0.5455(3) 0.31493(19) 0.0330(7) Uani 1 1 d . U . . .
C15 C 0.4236(4) 0.5997(3) 0.2524(2) 0.0374(7) Uani 1 1 d . U . . .
C16 C 0.4576(4) 0.6163(4) 0.1649(2) 0.0467(8) Uani 1 1 d . U . . .
H16 H 0.557585 0.587789 0.135213 0.056 Uiso 1 1 calc R U . . .
C17 C 0.3385(5) 0.6768(4) 0.1228(2) 0.0552(10) Uani 1 1 d . U . . .
H17 H 0.358595 0.691235 0.063051 0.066 Uiso 1 1 calc R U . . .
C18 C 0.1914(5) 0.7161(4) 0.1665(2) 0.0536(9) Uani 1 1 d . U . . .
H18 H 0.112750 0.756202 0.135987 0.064 Uiso 1 1 calc R U . . .
C19 C 0.1560(4) 0.6987(3) 0.2530(2) 0.0441(8) Uani 1 1 d . U . . .
H19 H 0.054863 0.725859 0.282431 0.053 Uiso 1 1 calc R U . . .
C20 C 0.2752(4) 0.6395(3) 0.2959(2) 0.0361(7) Uani 1 1 d . U . . .
C21 C 0.8414(6) 0.4848(4) 0.9991(3) 0.0707(12) Uani 1 1 d . U . . .
H21 H 0.732002 0.474164 0.998705 0.085 Uiso 1 1 calc R U . . .
C22 C 0.9027(6) 0.6119(4) 0.9751(3) 0.0640(11) Uani 1 1 d . U . . .
C23 C 0.9321(6) 0.3768(5) 1.0228(3) 0.0735(13) Uani 1 1 d . U . . .
H23 H 0.885499 0.292924 1.038068 0.088 Uiso 1 1 calc R U . . .
C24 C 0.8101(6) 0.7232(4) 0.9497(3) 0.0748(12) Uani 1 1 d D U . . .
C25 C 0.6568(5) 0.7162(5) 0.9427(3) 0.0639(11) Uani 1 1 d D U . . .
N25 N 0.5387(8) 0.6966(7) 0.9297(4) 0.148(2) Uani 1 1 d . U . . .
C26 C 0.8721(6) 0.8473(4) 0.9267(3) 0.0868(15) Uani 1 1 d D U . . .
N26 N 0.9240(6) 0.9522(5) 0.9073(4) 0.129(2) Uani 1 1 d . U . . .
N100 N 0.3798(7) 0.0972(6) 0.8244(4) 0.0622(16) Uani 0.650(7) 1 d D U P A 1
C101 C 0.4695(11) 0.0929(10) 0.7473(5) 0.065(2) Uani 0.650(7) 1 d D U P A 1
C102 C 0.626(3) 0.014(4) 0.7474(14) 0.092(4) Uani 0.650(7) 1 d D U P A 1
H10A H 0.704910 0.062787 0.760407 0.138 Uiso 0.650(7) 1 calc R U P A 1
H10B H 0.669033 -0.001640 0.691460 0.138 Uiso 0.650(7) 1 calc R U P A 1
H10C H 0.604563 -0.069370 0.790323 0.138 Uiso 0.650(7) 1 calc R U P A 1
C103 C 0.2339(13) 0.1742(14) 0.8325(7) 0.077(3) Uani 0.650(7) 1 d D U P A 1
H10D H 0.212813 0.213107 0.776324 0.115 Uiso 0.650(7) 1 calc R U P A 1
H10E H 0.245929 0.243493 0.858569 0.115 Uiso 0.650(7) 1 calc R U P A 1
H10F H 0.143206 0.118598 0.868207 0.115 Uiso 0.650(7) 1 calc R U P A 1
C104 C 0.416(4) 0.029(4) 0.9037(5) 0.084(3) Uani 0.650(7) 1 d D U P A 1
H10G H 0.511175 -0.027561 0.893629 0.126 Uiso 0.650(7) 1 calc R U P A 1
H10H H 0.323282 -0.024750 0.939367 0.126 Uiso 0.650(7) 1 calc R U P A 1
H10I H 0.437890 0.091569 0.932454 0.126 Uiso 0.650(7) 1 calc R U P A 1
O105 O 0.4476(13) 0.1527(15) 0.6816(5) 0.074(2) Uani 0.650(7) 1 d D U P A 1
N200 N 0.7831(6) 0.1041(6) 0.3312(5) 0.0547(16) Uani 0.650(7) 1 d . U P A 1
C201 C 0.6873(9) 0.1191(7) 0.4077(6) 0.0502(17) Uani 0.650(7) 1 d . U P A 1
C202 C 0.734(3) 0.052(2) 0.4943(10) 0.066(3) Uani 0.650(7) 1 d . U P A 1
H20A H 0.748947 -0.041670 0.500471 0.098 Uiso 0.650(7) 1 calc R U P A 1
H20B H 0.647694 0.067623 0.541125 0.098 Uiso 0.650(7) 1 calc R U P A 1
H20C H 0.835155 0.089384 0.495191 0.098 Uiso 0.650(7) 1 calc R U P A 1
C203 C 0.737(3) 0.1615(19) 0.2603(12) 0.067(3) Uani 0.650(7) 1 d . U P A 1
H20D H 0.628330 0.198564 0.274019 0.100 Uiso 0.650(7) 1 calc R U P A 1
H20E H 0.736934 0.097270 0.228464 0.100 Uiso 0.650(7) 1 calc R U P A 1
H20F H 0.812924 0.231254 0.225993 0.100 Uiso 0.650(7) 1 calc R U P A 1
C204 C 0.9261(18) 0.0125(16) 0.3467(7) 0.084(4) Uani 0.650(7) 1 d . U P A 1
H20G H 1.003634 0.056883 0.363805 0.126 Uiso 0.650(7) 1 calc R U P A 1
H20H H 0.979129 -0.012129 0.294575 0.126 Uiso 0.650(7) 1 calc R U P A 1
H20I H 0.887027 -0.065890 0.391790 0.126 Uiso 0.650(7) 1 calc R U P A 1
O205 O 0.566(2) 0.1947(14) 0.4060(12) 0.0475(17) Uani 0.650(7) 1 d . U P A 1
N300 N 0.4836(11) 0.0520(9) 0.8078(7) 0.051(2) Uani 0.350(7) 1 d D U P A 2
C301 C 0.3972(16) 0.1291(16) 0.7555(8) 0.055(3) Uani 0.350(7) 1 d D U P A 2
C302 C 0.234(2) 0.183(3) 0.7931(13) 0.077(3) Uani 0.350(7) 1 d D U P A 2
H30A H 0.191177 0.242248 0.747652 0.115 Uiso 0.350(7) 1 calc R U P A 2
H30B H 0.246633 0.229530 0.833561 0.115 Uiso 0.350(7) 1 calc R U P A 2
H30C H 0.158903 0.110385 0.822214 0.115 Uiso 0.350(7) 1 calc R U P A 2
C303 C 0.633(6) -0.001(7) 0.769(3) 0.092(4) Uani 0.350(7) 1 d D U P A 2
H30D H 0.622783 -0.095601 0.779152 0.138 Uiso 0.350(7) 1 calc R U P A 2
H30E H 0.719966 0.015769 0.793393 0.138 Uiso 0.350(7) 1 calc R U P A 2
H30F H 0.659306 0.039510 0.707836 0.138 Uiso 0.350(7) 1 calc R U P A 2
C304 C 0.445(8) 0.022(7) 0.8985(8) 0.084(3) Uani 0.350(7) 1 d D U P A 2
H30G H 0.526265 0.059501 0.917067 0.126 Uiso 0.350(7) 1 calc R U P A 2
H30H H 0.442752 -0.072642 0.922098 0.126 Uiso 0.350(7) 1 calc R U P A 2
H30I H 0.337993 0.059241 0.918289 0.126 Uiso 0.350(7) 1 calc R U P A 2
O305 O 0.394(3) 0.147(3) 0.6844(9) 0.074(2) Uani 0.350(7) 1 d D U P A 2
N400 N 0.7879(13) 0.0687(12) 0.3945(10) 0.067(3) Uani 0.350(7) 1 d . U P A 2
C401 C 0.6876(19) 0.1390(15) 0.3567(11) 0.055(3) Uani 0.350(7) 1 d . U P A 2
C402 C 0.725(6) 0.196(4) 0.249(2) 0.067(3) Uani 0.350(7) 1 d . U P A 2
H40A H 0.840988 0.190688 0.224570 0.100 Uiso 0.350(7) 1 calc R U P A 2
H40B H 0.688000 0.287135 0.233964 0.100 Uiso 0.350(7) 1 calc R U P A 2
H40C H 0.666174 0.143336 0.226559 0.100 Uiso 0.350(7) 1 calc R U P A 2
C403 C 0.934(4) 0.033(4) 0.3075(15) 0.084(4) Uani 0.350(7) 1 d . U P A 2
H40D H 0.896841 0.068789 0.255182 0.126 Uiso 0.350(7) 1 calc R U P A 2
H40E H 0.948788 -0.061459 0.317320 0.126 Uiso 0.350(7) 1 calc R U P A 2
H40F H 1.037592 0.072762 0.302127 0.126 Uiso 0.350(7) 1 calc R U P A 2
C404 C 0.758(6) 0.042(5) 0.475(2) 0.066(3) Uani 0.350(7) 1 d . U P A 2
H40G H 0.698875 0.114500 0.494452 0.098 Uiso 0.350(7) 1 calc R U P A 2
H40H H 0.860286 0.026953 0.493406 0.098 Uiso 0.350(7) 1 calc R U P A 2
H40I H 0.692709 -0.037199 0.499557 0.098 Uiso 0.350(7) 1 calc R U P A 2
O405 O 0.557(4) 0.173(3) 0.396(2) 0.0475(17) Uani 0.350(7) 1 d . U P A 2


_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 N1 1.955(3) 2_666 ?
Mn1 N1 1.955(3) . ?
Mn1 N2 1.956(2) 2_666 ?
Mn1 N2 1.956(2) . ?
Mn1 O1W 2.255(2) 2_666 ?
Mn1 O1W 2.255(2) . ?
O1W H1WA 0.91(3) . ?
O1W H1WB 0.91(3) . ?
N1 C14 1.384(4) . ?
N1 C3 1.389(4) 2_666 ?
N2 C5 1.372(4) . ?
N2 C12 1.381(4) . ?
C3 N4 1.320(4) . ?
C3 C20 1.442(4) 2_666 ?
N4 C5 1.332(4) . ?
C5 C6 1.450(4) . ?
C6 C11 1.391(4) . ?
C6 C7 1.398(4) . ?
C7 C8 1.387(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.377(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.395(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.397(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.452(4) . ?
C12 N13 1.331(4) . ?
N13 C14 1.328(4) . ?
C14 C15 1.448(4) . ?
C15 C20 1.396(4) . ?
C15 C16 1.397(5) . ?
C16 C17 1.398(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.388(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.378(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.402(4) . ?
C19 H19 0.9500 . ?
C21 C23 1.359(6) . ?
C21 C22 1.408(6) . ?
C21 H21 0.9500 . ?
C22 C24 1.399(6) . ?
C22 C23 1.433(6) 2_767 ?
C23 H23 0.9500 . ?
C24 C25 1.351(5) . ?
C24 C26 1.381(5) . ?
C25 N25 1.128(7) . ?
C26 N26 1.166(6) . ?
N100 C101 1.349(7) . ?
N100 C104 1.433(11) . ?
N100 C103 1.434(11) . ?
C101 O105 1.169(8) . ?
C101 C102 1.519(15) . ?
C102 H10A 0.9800 . ?
C102 H10B 0.9800 . ?
C102 H10C 0.9800 . ?
C103 H10D 0.9800 . ?
C103 H10E 0.9800 . ?
C103 H10F 0.9800 . ?
C104 H10G 0.9800 . ?
C104 H10H 0.9800 . ?
C104 H10I 0.9800 . ?
N200 C203 1.323(18) . ?
N200 C201 1.391(11) . ?
N200 C204 1.529(14) . ?
C201 O205 1.261(18) . ?
C201 C202 1.57(2) . ?
C202 H20A 0.9800 . ?
C202 H20B 0.9800 . ?
C202 H20C 0.9800 . ?
C203 H20D 0.9800 . ?
C203 H20E 0.9800 . ?
C203 H20F 0.9800 . ?
C204 H20G 0.9800 . ?
C204 H20H 0.9800 . ?
C204 H20I 0.9800 . ?
N300 C301 1.351(7) . ?
N300 C304 1.433(11) . ?
N300 C303 1.435(12) . ?
C301 O305 1.169(9) . ?
C301 C302 1.517(15) . ?
C302 H30A 0.9800 . ?
C302 H30B 0.9800 . ?
C302 H30C 0.9800 . ?
C303 H30D 0.9800 . ?
C303 H30E 0.9800 . ?
C303 H30F 0.9800 . ?
C304 H30G 0.9800 . ?
C304 H30H 0.9800 . ?
C304 H30I 0.9800 . ?
N400 C401 1.27(2) . ?
N400 C404 1.28(3) . ?
N400 C403 1.78(2) . ?
C401 O405 1.23(4) . ?
C401 C402 1.71(4) . ?
C402 H40A 0.9800 . ?
C402 H40B 0.9800 . ?
C402 H40C 0.9800 . ?
C403 H40D 0.9800 . ?
C403 H40E 0.9800 . ?
C403 H40F 0.9800 . ?
C404 H40G 0.9800 . ?
C404 H40H 0.9800 . ?
C404 H40I 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
N1 Mn1 N1 180.0 2_666 . ?
N1 Mn1 N2 89.78(10) 2_666 2_666 ?
N1 Mn1 N2 90.22(10) . 2_666 ?
N1 Mn1 N2 90.22(10) 2_666 . ?
N1 Mn1 N2 89.78(10) . . ?
N2 Mn1 N2 180.00(15) 2_666 . ?
N1 Mn1 O1W 90.77(9) 2_666 2_666 ?
N1 Mn1 O1W 89.23(9) . 2_666 ?
N2 Mn1 O1W 90.09(9) 2_666 2_666 ?
N2 Mn1 O1W 89.91(9) . 2_666 ?
N1 Mn1 O1W 89.23(9) 2_666 . ?
N1 Mn1 O1W 90.77(9) . . ?
N2 Mn1 O1W 89.92(9) 2_666 . ?
N2 Mn1 O1W 90.09(9) . . ?
O1W Mn1 O1W 180.0 2_666 . ?
Mn1 O1W H1WA 112(3) . . ?
Mn1 O1W H1WB 106(2) . . ?
H1WA O1W H1WB 114(4) . . ?
C14 N1 C3 107.4(2) . 2_666 ?
C14 N1 Mn1 126.61(19) . . ?
C3 N1 Mn1 125.8(2) 2_666 . ?
C5 N2 C12 108.3(2) . . ?
C5 N2 Mn1 125.8(2) . . ?
C12 N2 Mn1 125.90(19) . . ?
N4 C3 N1 126.9(3) . 2_666 ?
N4 C3 C20 123.8(3) . 2_666 ?
N1 C3 C20 109.4(3) 2_666 2_666 ?
C3 N4 C5 123.6(3) . . ?
N4 C5 N2 127.5(3) . . ?
N4 C5 C6 123.3(3) . . ?
N2 C5 C6 109.2(3) . . ?
C11 C6 C7 121.9(3) . . ?
C11 C6 C5 106.9(3) . . ?
C7 C6 C5 131.2(3) . . ?
C8 C7 C6 116.3(3) . . ?
C8 C7 H7 121.9 . . ?
C6 C7 H7 121.9 . . ?
C9 C8 C7 122.1(3) . . ?
C9 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C8 C9 C10 122.1(3) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 H9 118.9 . . ?
C9 C10 C11 116.3(3) . . ?
C9 C10 H10 121.8 . . ?
C11 C10 H10 121.8 . . ?
C6 C11 C10 121.3(3) . . ?
C6 C11 C12 106.8(3) . . ?
C10 C11 C12 131.9(3) . . ?
N13 C12 N2 127.9(3) . . ?
N13 C12 C11 123.3(3) . . ?
N2 C12 C11 108.8(3) . . ?
C14 N13 C12 122.8(3) . . ?
N13 C14 N1 127.0(3) . . ?
N13 C14 C15 123.4(3) . . ?
N1 C14 C15 109.5(3) . . ?
C20 C15 C16 121.1(3) . . ?
C20 C15 C14 106.6(3) . . ?
C16 C15 C14 132.3(3) . . ?
C15 C16 C17 117.2(3) . . ?
C15 C16 H16 121.4 . . ?
C17 C16 H16 121.4 . . ?
C18 C17 C16 121.2(3) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C19 C18 C17 122.0(3) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C18 C19 C20 117.4(3) . . ?
C18 C19 H19 121.3 . . ?
C20 C19 H19 121.3 . . ?
C15 C20 C19 121.1(3) . . ?
C15 C20 C3 107.1(3) . 2_666 ?
C19 C20 C3 131.8(3) . 2_666 ?
C23 C21 C22 122.8(5) . . ?
C23 C21 H21 118.6 . . ?
C22 C21 H21 118.6 . . ?
C24 C22 C21 122.9(4) . . ?
C24 C22 C23 120.5(4) . 2_767 ?
C21 C22 C23 116.6(4) . 2_767 ?
C21 C23 C22 120.6(4) . 2_767 ?
C21 C23 H23 119.7 . . ?
C22 C23 H23 119.7 2_767 . ?
C25 C24 C26 115.7(5) . . ?
C25 C24 C22 122.2(4) . . ?
C26 C24 C22 122.1(4) . . ?
N25 C25 C24 169.2(6) . . ?
N26 C26 C24 179.8(8) . . ?
C101 N100 C104 125.5(12) . . ?
C101 N100 C103 120.6(8) . . ?
C104 N100 C103 113.9(12) . . ?
O105 C101 N100 126.9(11) . . ?
O105 C101 C102 117.3(13) . . ?
N100 C101 C102 115.2(11) . . ?
C101 C102 H10A 109.5 . . ?
C101 C102 H10B 109.5 . . ?
H10A C102 H10B 109.5 . . ?
C101 C102 H10C 109.5 . . ?
H10A C102 H10C 109.5 . . ?
H10B C102 H10C 109.5 . . ?
N100 C103 H10D 109.5 . . ?
N100 C103 H10E 109.5 . . ?
H10D C103 H10E 109.5 . . ?
N100 C103 H10F 109.5 . . ?
H10D C103 H10F 109.5 . . ?
H10E C103 H10F 109.5 . . ?
N100 C104 H10G 109.5 . . ?
N100 C104 H10H 109.5 . . ?
H10G C104 H10H 109.5 . . ?
N100 C104 H10I 109.5 . . ?
H10G C104 H10I 109.5 . . ?
H10H C104 H10I 109.5 . . ?
C203 N200 C201 119.0(11) . . ?
C203 N200 C204 130.7(11) . . ?
C201 N200 C204 110.2(8) . . ?
O205 C201 N200 118.3(11) . . ?
O205 C201 C202 120.1(11) . . ?
N200 C201 C202 121.5(9) . . ?
C201 C202 H20A 109.5 . . ?
C201 C202 H20B 109.5 . . ?
H20A C202 H20B 109.5 . . ?
C201 C202 H20C 109.5 . . ?
H20A C202 H20C 109.5 . . ?
H20B C202 H20C 109.5 . . ?
N200 C203 H20D 109.5 . . ?
N200 C203 H20E 109.5 . . ?
H20D C203 H20E 109.5 . . ?
N200 C203 H20F 109.5 . . ?
H20D C203 H20F 109.5 . . ?
H20E C203 H20F 109.5 . . ?
N200 C204 H20G 109.5 . . ?
N200 C204 H20H 109.5 . . ?
H20G C204 H20H 109.5 . . ?
N200 C204 H20I 109.5 . . ?
H20G C204 H20I 109.5 . . ?
H20H C204 H20I 109.5 . . ?
C301 N300 C304 127(2) . . ?
C301 N300 C303 117(2) . . ?
C304 N300 C303 116(3) . . ?
O305 C301 N300 136(2) . . ?
O305 C301 C302 102.5(18) . . ?
N300 C301 C302 119.3(14) . . ?
C301 C302 H30A 109.5 . . ?
C301 C302 H30B 109.5 . . ?
H30A C302 H30B 109.5 . . ?
C301 C302 H30C 109.5 . . ?
H30A C302 H30C 109.5 . . ?
H30B C302 H30C 109.5 . . ?
N300 C303 H30D 109.5 . . ?
N300 C303 H30E 109.5 . . ?
H30D C303 H30E 109.5 . . ?
N300 C303 H30F 109.5 . . ?
H30D C303 H30F 109.5 . . ?
H30E C303 H30F 109.5 . . ?
N300 C304 H30G 109.5 . . ?
N300 C304 H30H 109.5 . . ?
H30G C304 H30H 109.5 . . ?
N300 C304 H30I 109.5 . . ?
H30G C304 H30I 109.5 . . ?
H30H C304 H30I 109.5 . . ?
C401 N400 C404 119(2) . . ?
C401 N400 C403 101.2(17) . . ?
C404 N400 C403 140(2) . . ?
O405 C401 N400 122(3) . . ?
O405 C401 C402 115(3) . . ?
N400 C401 C402 123(2) . . ?
C401 C402 H40A 109.5 . . ?
C401 C402 H40B 109.5 . . ?
H40A C402 H40B 109.5 . . ?
C401 C402 H40C 109.5 . . ?
H40A C402 H40C 109.5 . . ?
H40B C402 H40C 109.5 . . ?
N400 C403 H40D 109.5 . . ?
N400 C403 H40E 109.5 . . ?
H40D C403 H40E 109.5 . . ?
N400 C403 H40F 109.5 . . ?
H40D C403 H40F 109.5 . . ?
H40E C403 H40F 109.5 . . ?
N400 C404 H40G 109.5 . . ?
N400 C404 H40H 109.5 . . ?
H40G C404 H40H 109.5 . . ?
N400 C404 H40I 109.5 . . ?
H40G C404 H40I 109.5 . . ?
H40H C404 H40I 109.5 . . ?

_refine_diff_density_max         0.502
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_1169
_database_code_depnum_ccdc_archive 'CCDC 1940628'
loop_
_audit_author_name
_audit_author_address
'Kamil Ivshin'
;Arbuzov Institute of Organic and Physical Chemistry
Russia
;
_audit_update_record             
;
2019-07-31 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H20 Mn N8 O2, C12 H4 N4, 4(C6 H12 N2 O)'
_chemical_formula_sum            'C68 H72 Mn N20 O6'
_chemical_formula_weight         1320.39

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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'
'-x, -y, -z'

_cell_length_a                   8.7610(8)
_cell_length_b                   11.1909(10)
_cell_length_c                   17.2255(15)
_cell_angle_alpha                71.657(6)
_cell_angle_beta                 76.151(5)
_cell_angle_gamma                87.937(6)
_cell_volume                     1555.0(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7686
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      27.29

_exptl_crystal_description       prizm
_exptl_crystal_colour            dark-green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_F_000             693
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.222
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.285
_shelx_estimated_absorpt_T_min   0.939
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6273
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS-2014/5
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'Bruker Kappa Apex Duo CCD'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30426
_diffrn_reflns_av_unetI/netI     0.0861
_diffrn_reflns_av_R_equivalents  0.0758
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.567
_diffrn_reflns_theta_max         27.958
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             7287
_reflns_number_gt                4895
_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       'Bruker APEX2'
_computing_cell_refinement       'APEX3 v2018.1-0'
_computing_data_reduction        'SAINT NT v6.0 (Bruker AXS, 2003)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Mercury CSD 4.1.0'
_computing_publication_material  'enCIFer Version 1.7.1'
_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)+(0.0613P)²+1.6671P] 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         7287
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1050
_refine_ls_R_factor_gt           0.0638
_refine_ls_wR_factor_ref         0.1651
_refine_ls_wR_factor_gt          0.1444
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_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 0.500000 0.500000 0.500000 0.01519(16) Uani 1 2 d S . P . .
O1W O 0.4359(2) 0.3398(2) 0.46071(14) 0.0192(4) Uani 1 1 d . . . . .
H1WA H 0.490(4) 0.334(3) 0.415(2) 0.025(9) Uiso 1 1 d . . . . .
H1WB H 0.445(4) 0.269(4) 0.493(3) 0.042(12) Uiso 1 1 d . . . . .
N1 N 0.1179(3) 0.5557(2) 0.56778(14) 0.0175(5) Uani 1 1 d . . . . .
C2 C 0.1898(3) 0.4760(3) 0.62172(17) 0.0177(6) Uani 1 1 d . . . . .
N3 N 0.3412(3) 0.4376(2) 0.60716(14) 0.0164(5) Uani 1 1 d . . . . .
C4 C 0.3661(3) 0.3543(3) 0.68076(17) 0.0179(6) Uani 1 1 d . . . . .
N5 N 0.4973(3) 0.2977(2) 0.69397(14) 0.0182(5) Uani 1 1 d . . . . .
C6 C 0.6298(3) 0.3169(3) 0.63434(17) 0.0169(6) Uani 1 1 d . . . . .
N7 N 0.6562(3) 0.3961(2) 0.55252(14) 0.0159(5) Uani 1 1 d . . . . .
C8 C 0.8096(3) 0.3865(3) 0.51203(17) 0.0159(6) Uani 1 1 d . . . . .
C9 C 0.1112(3) 0.4143(3) 0.70907(17) 0.0182(6) Uani 1 1 d . . . . .
C10 C -0.0415(4) 0.4190(3) 0.75481(18) 0.0220(6) Uani 1 1 d . . . . .
H10 H -0.115834 0.471079 0.729498 0.026 Uiso 1 1 calc R U . . .
C11 C -0.0813(4) 0.3453(3) 0.83852(19) 0.0265(7) Uani 1 1 d . . . . .
H11 H -0.184701 0.347208 0.871419 0.032 Uiso 1 1 calc R U . . .
C12 C 0.0280(4) 0.2679(3) 0.87567(19) 0.0274(7) Uani 1 1 d . . . . .
H12 H -0.002953 0.217919 0.933211 0.033 Uiso 1 1 calc R U . . .
C13 C 0.1803(4) 0.2628(3) 0.83026(18) 0.0239(7) Uani 1 1 d . . . . .
H13 H 0.254266 0.210236 0.855576 0.029 Uiso 1 1 calc R U . . .
C14 C 0.2208(3) 0.3374(3) 0.74637(17) 0.0189(6) Uani 1 1 d . . . . .
C15 C 0.7740(3) 0.2537(3) 0.64760(17) 0.0181(6) Uani 1 1 d . . . . .
C16 C 0.8116(4) 0.1663(3) 0.71775(18) 0.0213(6) Uani 1 1 d . . . . .
H16 H 0.735442 0.135591 0.769752 0.026 Uiso 1 1 calc R U . . .
C17 C 0.9644(4) 0.1262(3) 0.70848(19) 0.0249(7) Uani 1 1 d . . . . .
H17 H 0.993182 0.066600 0.755155 0.030 Uiso 1 1 calc R U . . .
C18 C 1.0777(4) 0.1713(3) 0.63213(19) 0.0230(7) Uani 1 1 d . . . . .
H18 H 1.181378 0.141704 0.628110 0.028 Uiso 1 1 calc R U . . .
C19 C 1.0409(3) 0.2585(3) 0.56219(19) 0.0204(6) Uani 1 1 d . . . . .
H19 H 1.117614 0.289686 0.510429 0.024 Uiso 1 1 calc R U . . .
C20 C 0.8869(3) 0.2983(3) 0.57110(17) 0.0173(6) Uani 1 1 d . . . . .
N21 N 0.6936(5) 0.6696(4) 0.8964(3) 0.0643(11) Uani 1 1 d . . . . .
C22 C 0.7199(4) 0.7563(4) 0.9130(2) 0.0351(8) Uani 1 1 d . . . . .
C23 C 0.7474(4) 0.8631(4) 0.9345(2) 0.0349(8) Uani 1 1 d . . . . .
N24 N 1.0389(4) 0.9249(3) 0.91013(19) 0.0460(8) Uani 1 1 d . . . . .
C25 C 0.9072(4) 0.8973(3) 0.9214(2) 0.0301(8) Uani 1 1 d . . . . .
C26 C 0.6245(4) 0.9310(3) 0.9670(2) 0.0328(8) Uani 1 1 d . . . . .
C27 C 0.4649(4) 0.8995(4) 0.9763(2) 0.0377(9) Uani 1 1 d . . . . .
H27 H 0.440264 0.830137 0.960174 0.045 Uiso 1 1 calc R U . . .
C28 C 0.3456(4) 0.9651(4) 1.0073(2) 0.0354(8) Uani 1 1 d . . . . .
H28 H 0.240017 0.941075 1.012018 0.043 Uiso 1 1 calc R U . . .
N1A N 0.8154(4) 0.3495(3) 0.19581(19) 0.0380(7) Uani 1 1 d . . . . .
C2A C 0.6702(4) 0.3788(3) 0.2350(2) 0.0280(7) Uani 1 1 d . . . . .
N3A N 0.5787(4) 0.4473(3) 0.18693(18) 0.0371(7) Uani 1 1 d . . . . .
C4A C 0.6298(5) 0.5014(4) 0.0961(2) 0.0454(10) Uani 1 1 d . . . . .
H4AA H 0.677865 0.586801 0.081406 0.054 Uiso 1 1 calc R U . . .
H4AB H 0.538090 0.508951 0.070924 0.054 Uiso 1 1 calc R U . . .
C5A C 0.7477(5) 0.4190(4) 0.0616(2) 0.0476(10) Uani 1 1 d . . . . .
H5AA H 0.695646 0.337344 0.069776 0.057 Uiso 1 1 calc R U . . .
H5AB H 0.790011 0.459911 0.000383 0.057 Uiso 1 1 calc R U . . .
C6A C 0.8772(5) 0.3971(4) 0.1045(2) 0.0449(10) Uani 1 1 d . . . . .
H6AA H 0.947977 0.335192 0.085876 0.054 Uiso 1 1 calc R U . . .
H6AB H 0.939208 0.476836 0.089298 0.054 Uiso 1 1 calc R U . . .
C7A C 0.9214(5) 0.2832(4) 0.2451(3) 0.0450(10) Uani 1 1 d . . . . .
H7AA H 0.885994 0.287085 0.302709 0.067 Uiso 1 1 calc R U . . .
H7AB H 1.027450 0.322253 0.219896 0.067 Uiso 1 1 calc R U . . .
H7AC H 0.922866 0.194966 0.246453 0.067 Uiso 1 1 calc R U . . .
O8A O 0.6269(3) 0.3396(2) 0.31297(14) 0.0333(6) Uani 1 1 d . . . . .
C9A C 0.4270(4) 0.4844(4) 0.2253(2) 0.0401(9) Uani 1 1 d . . . . .
H9AA H 0.407633 0.449399 0.286751 0.060 Uiso 1 1 calc R U . . .
H9AB H 0.344765 0.452523 0.206252 0.060 Uiso 1 1 calc R U . . .
H9AC H 0.425845 0.576577 0.208932 0.060 Uiso 1 1 calc R U . . .
N1B N 0.5244(4) 0.9666(3) 0.6867(2) 0.0391(8) Uani 1 1 d . . . . .
C2B C 0.5533(4) 1.0424(3) 0.6029(2) 0.0308(8) Uani 1 1 d . . . . .
N3B N 0.6845(4) 1.0245(3) 0.5503(2) 0.0386(7) Uani 1 1 d . . . . .
C4B C 0.8086(5) 0.9457(4) 0.5798(3) 0.0454(10) Uani 1 1 d . . . . .
H4BA H 0.877474 0.994463 0.597942 0.054 Uiso 1 1 calc R U . . .
H4BB H 0.873795 0.918152 0.533569 0.054 Uiso 1 1 calc R U . . .
C5B C 0.7366(4) 0.8350(4) 0.6510(3) 0.0438(10) Uani 1 1 d . . . . .
H5BA H 0.820407 0.783387 0.672933 0.053 Uiso 1 1 calc R U . . .
H5BB H 0.675652 0.782612 0.631223 0.053 Uiso 1 1 calc R U . . .
C6B C 0.6307(5) 0.8728(4) 0.7200(3) 0.0451(10) Uani 1 1 d . . . . .
H6BA H 0.569124 0.797922 0.761920 0.054 Uiso 1 1 calc R U . . .
H6BB H 0.694453 0.907708 0.748758 0.054 Uiso 1 1 calc R U . . .
C7B C 0.3893(5) 0.9862(4) 0.7472(2) 0.0489(11) Uani 1 1 d . . . . .
H7BA H 0.340456 1.064106 0.721478 0.073 Uiso 1 1 calc R U . . .
H7BB H 0.422311 0.992966 0.796212 0.073 Uiso 1 1 calc R U . . .
H7BC H 0.313254 0.914954 0.765124 0.073 Uiso 1 1 calc R U . . .
O8B O 0.4562(2) 1.12064(19) 0.57986(13) 0.0248(5) Uani 1 1 d . . . . .
C9B C 0.7204(4) 1.1030(3) 0.4654(2) 0.0391(9) Uani 1 1 d . . . . .
H9BA H 0.622536 1.127161 0.447523 0.059 Uiso 1 1 calc R U . . .
H9BB H 0.783680 1.057392 0.429690 0.059 Uiso 1 1 calc R U . . .
H9BC H 0.779806 1.178794 0.460212 0.059 Uiso 1 1 calc R U . . .


_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 N7 1.965(2) 2_666 ?
Mn1 N3 1.965(2) . ?
Mn1 N3 1.965(2) 2_666 ?
Mn1 N7 1.965(2) . ?
Mn1 O1W 2.237(2) 2_666 ?
Mn1 O1W 2.237(2) . ?
O1W H1WA 0.83(4) . ?
O1W H1WB 0.83(4) . ?
N1 C8 1.328(3) 2_666 ?
N1 C2 1.332(4) . ?
C2 N3 1.369(4) . ?
C2 C9 1.449(4) . ?
N3 C4 1.378(3) . ?
C4 N5 1.326(4) . ?
C4 C14 1.458(4) . ?
N5 C6 1.325(4) . ?
C6 N7 1.378(3) . ?
C6 C15 1.457(4) . ?
N7 C8 1.375(4) . ?
C8 C20 1.455(4) . ?
C9 C10 1.389(4) . ?
C9 C14 1.401(4) . ?
C10 C11 1.383(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.401(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.385(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(4) . ?
C13 H13 0.9500 . ?
C15 C16 1.396(4) . ?
C15 C20 1.400(4) . ?
C16 C17 1.385(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.401(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.389(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.394(4) . ?
C19 H19 0.9500 . ?
N21 C22 1.139(5) . ?
C22 C23 1.403(5) . ?
C23 C26 1.403(5) . ?
C23 C25 1.411(5) . ?
N24 C25 1.160(4) . ?
C26 C27 1.414(5) . ?
C26 C28 1.420(5) 2_677 ?
C27 C28 1.357(5) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
N1A C2A 1.371(4) . ?
N1A C7A 1.438(5) . ?
N1A C6A 1.462(5) . ?
C2A O8A 1.240(4) . ?
C2A N3A 1.338(4) . ?
N3A C9A 1.445(5) . ?
N3A C4A 1.450(4) . ?
C4A C5A 1.502(6) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C5A C6A 1.471(6) . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C6A H6AA 0.9900 . ?
C6A H6AB 0.9900 . ?
C7A H7AA 0.9800 . ?
C7A H7AB 0.9800 . ?
C7A H7AC 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
N1B C2B 1.392(5) . ?
N1B C7B 1.439(5) . ?
N1B C6B 1.451(4) . ?
C2B O8B 1.240(4) . ?
C2B N3B 1.335(5) . ?
N3B C9B 1.414(5) . ?
N3B C4B 1.460(5) . ?
C4B C5B 1.472(6) . ?
C4B H4BA 0.9900 . ?
C4B H4BB 0.9900 . ?
C5B C6B 1.487(6) . ?
C5B H5BA 0.9900 . ?
C5B H5BB 0.9900 . ?
C6B H6BA 0.9900 . ?
C6B H6BB 0.9900 . ?
C7B H7BA 0.9800 . ?
C7B H7BB 0.9800 . ?
C7B H7BC 0.9800 . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 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
N7 Mn1 N3 90.44(9) 2_666 . ?
N7 Mn1 N3 89.56(9) 2_666 2_666 ?
N3 Mn1 N3 180.0 . 2_666 ?
N7 Mn1 N7 180.00(8) 2_666 . ?
N3 Mn1 N7 89.56(9) . . ?
N3 Mn1 N7 90.44(9) 2_666 . ?
N7 Mn1 O1W 89.58(9) 2_666 2_666 ?
N3 Mn1 O1W 89.63(9) . 2_666 ?
N3 Mn1 O1W 90.37(9) 2_666 2_666 ?
N7 Mn1 O1W 90.42(9) . 2_666 ?
N7 Mn1 O1W 90.42(9) 2_666 . ?
N3 Mn1 O1W 90.37(9) . . ?
N3 Mn1 O1W 89.63(9) 2_666 . ?
N7 Mn1 O1W 89.58(9) . . ?
O1W Mn1 O1W 180.0 2_666 . ?
Mn1 O1W H1WA 116(2) . . ?
Mn1 O1W H1WB 115(3) . . ?
H1WA O1W H1WB 101(3) . . ?
C8 N1 C2 122.5(3) 2_666 . ?
N1 C2 N3 128.5(3) . . ?
N1 C2 C9 122.5(3) . . ?
N3 C2 C9 109.0(2) . . ?
C2 N3 C4 109.1(2) . . ?
C2 N3 Mn1 125.08(18) . . ?
C4 N3 Mn1 125.77(19) . . ?
N5 C4 N3 128.1(3) . . ?
N5 C4 C14 123.3(2) . . ?
N3 C4 C14 108.5(2) . . ?
C6 N5 C4 122.6(2) . . ?
N5 C6 N7 127.7(3) . . ?
N5 C6 C15 123.2(2) . . ?
N7 C6 C15 109.1(2) . . ?
C8 N7 C6 108.6(2) . . ?
C8 N7 Mn1 125.23(18) . . ?
C6 N7 Mn1 126.17(19) . . ?
N1 C8 N7 128.2(2) 2_666 . ?
N1 C8 C20 122.8(3) 2_666 . ?
N7 C8 C20 109.0(2) . . ?
C10 C9 C14 121.2(3) . . ?
C10 C9 C2 131.9(3) . . ?
C14 C9 C2 106.9(2) . . ?
C11 C10 C9 117.6(3) . . ?
C11 C10 H10 121.2 . . ?
C9 C10 H10 121.2 . . ?
C10 C11 C12 121.2(3) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 121.4(3) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 117.5(3) . . ?
C12 C13 H13 121.2 . . ?
C14 C13 H13 121.2 . . ?
C13 C14 C9 121.1(3) . . ?
C13 C14 C4 132.4(3) . . ?
C9 C14 C4 106.5(2) . . ?
C16 C15 C20 121.0(3) . . ?
C16 C15 C6 132.6(3) . . ?
C20 C15 C6 106.4(2) . . ?
C17 C16 C15 117.3(3) . . ?
C17 C16 H16 121.3 . . ?
C15 C16 H16 121.3 . . ?
C16 C17 C18 121.8(3) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C19 C18 C17 121.1(3) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 117.3(3) . . ?
C18 C19 H19 121.4 . . ?
C20 C19 H19 121.4 . . ?
C19 C20 C15 121.5(3) . . ?
C19 C20 C8 131.6(3) . . ?
C15 C20 C8 106.9(2) . . ?
N21 C22 C23 178.2(4) . . ?
C22 C23 C26 122.3(3) . . ?
C22 C23 C25 115.3(3) . . ?
C26 C23 C25 122.4(3) . . ?
N24 C25 C23 179.5(4) . . ?
C23 C26 C27 122.0(3) . . ?
C23 C26 C28 121.5(3) . 2_677 ?
C27 C26 C28 116.5(3) . 2_677 ?
C28 C27 C26 122.2(3) . . ?
C28 C27 H27 118.9 . . ?
C26 C27 H27 118.9 . . ?
C27 C28 C26 121.3(3) . 2_677 ?
C27 C28 H28 119.4 . . ?
C26 C28 H28 119.4 2_677 . ?
C2A N1A C7A 120.0(3) . . ?
C2A N1A C6A 122.6(3) . . ?
C7A N1A C6A 117.0(3) . . ?
O8A C2A N3A 122.3(3) . . ?
O8A C2A N1A 119.5(3) . . ?
N3A C2A N1A 118.2(3) . . ?
C2A N3A C9A 120.3(3) . . ?
C2A N3A C4A 123.6(3) . . ?
C9A N3A C4A 115.7(3) . . ?
N3A C4A C5A 109.6(3) . . ?
N3A C4A H4AA 109.7 . . ?
C5A C4A H4AA 109.7 . . ?
N3A C4A H4AB 109.7 . . ?
C5A C4A H4AB 109.7 . . ?
H4AA C4A H4AB 108.2 . . ?
C6A C5A C4A 110.2(3) . . ?
C6A C5A H5AA 109.6 . . ?
C4A C5A H5AA 109.6 . . ?
C6A C5A H5AB 109.6 . . ?
C4A C5A H5AB 109.6 . . ?
H5AA C5A H5AB 108.1 . . ?
N1A C6A C5A 110.3(3) . . ?
N1A C6A H6AA 109.6 . . ?
C5A C6A H6AA 109.6 . . ?
N1A C6A H6AB 109.6 . . ?
C5A C6A H6AB 109.6 . . ?
H6AA C6A H6AB 108.1 . . ?
N1A C7A H7AA 109.5 . . ?
N1A C7A H7AB 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
N1A C7A H7AC 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
N3A C9A H9AA 109.5 . . ?
N3A C9A H9AB 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
N3A C9A H9AC 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C2B N1B C7B 120.0(3) . . ?
C2B N1B C6B 123.7(3) . . ?
C7B N1B C6B 116.1(3) . . ?
O8B C2B N3B 122.9(3) . . ?
O8B C2B N1B 119.5(3) . . ?
N3B C2B N1B 117.6(3) . . ?
C2B N3B C9B 119.0(3) . . ?
C2B N3B C4B 122.4(3) . . ?
C9B N3B C4B 117.3(3) . . ?
N3B C4B C5B 109.1(3) . . ?
N3B C4B H4BA 109.9 . . ?
C5B C4B H4BA 109.9 . . ?
N3B C4B H4BB 109.9 . . ?
C5B C4B H4BB 109.9 . . ?
H4BA C4B H4BB 108.3 . . ?
C4B C5B C6B 111.4(3) . . ?
C4B C5B H5BA 109.4 . . ?
C6B C5B H5BA 109.4 . . ?
C4B C5B H5BB 109.4 . . ?
C6B C5B H5BB 109.4 . . ?
H5BA C5B H5BB 108.0 . . ?
N1B C6B C5B 110.5(3) . . ?
N1B C6B H6BA 109.5 . . ?
C5B C6B H6BA 109.5 . . ?
N1B C6B H6BB 109.5 . . ?
C5B C6B H6BB 109.5 . . ?
H6BA C6B H6BB 108.1 . . ?
N1B C7B H7BA 109.5 . . ?
N1B C7B H7BB 109.5 . . ?
H7BA C7B H7BB 109.5 . . ?
N1B C7B H7BC 109.5 . . ?
H7BA C7B H7BC 109.5 . . ?
H7BB C7B H7BC 109.5 . . ?
N3B C9B H9BA 109.5 . . ?
N3B C9B H9BB 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
N3B C9B H9BC 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?

_refine_diff_density_max         0.940
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.081

