# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_4_100
_database_code_depnum_ccdc_archive 'CCDC 2162851'
loop_
_audit_author_name
_audit_author_address
'Denis Korchagin'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2022-03-29 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 F4 Mn N4 O2, C24 H20 B'
_chemical_formula_sum            'C46 H44 B F4 Mn N4 O2'
_chemical_formula_weight         826.60

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.2148(6)
_cell_length_b                   21.5308(6)
_cell_length_c                   14.5452(6)
_cell_angle_alpha                90
_cell_angle_beta                 118.483(6)
_cell_angle_gamma                90
_cell_volume                     3912.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    9994
_cell_measurement_theta_min      2.8324
_cell_measurement_theta_max      31.4845

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_F_000             1720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.398
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.82938
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      100.0(1)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector_area_resol_mean 16.2060
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            35119
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.927
_diffrn_reflns_theta_max         29.070
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10460
_reflns_number_gt                7685
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0357P)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         10460
_refine_ls_number_parameters     531
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.0872
_refine_ls_wR_factor_gt          0.0808
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.001
_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 0.81897(2) 0.17890(2) 0.15710(2) 0.01098(6) Uani 1 1 d . . . . .
F4 F 0.59644(7) 0.23942(4) 0.27216(7) 0.0190(2) Uani 1 1 d . . . . .
F2 F 1.03841(7) 0.11500(5) 0.03932(8) 0.0315(3) Uani 1 1 d . . . . .
F3 F 0.45670(7) 0.04098(4) 0.27044(7) 0.0215(2) Uani 1 1 d . . . . .
N2 N 0.82707(10) 0.08824(6) 0.18909(9) 0.0133(3) Uani 1 1 d . . . . .
O1 O 0.89113(8) 0.16953(5) 0.07809(8) 0.0136(2) Uani 1 1 d . . . . .
C26 C 0.56895(14) -0.07954(8) 0.43158(13) 0.0258(4) Uani 1 1 d . . . . .
H26A H 0.523322 -0.062424 0.454020 0.031 Uiso 1 1 calc R U . . .
O2 O 0.74807(8) 0.19154(5) 0.23560(8) 0.0120(2) Uani 1 1 d . . . . .
N1 N 0.68069(10) 0.17835(6) 0.02263(10) 0.0145(3) Uani 1 1 d . . . . .
N3 N 0.82193(11) 0.27466(6) 0.15154(10) 0.0158(3) Uani 1 1 d . . . . .
N4 N 0.96481(10) 0.18905(6) 0.28852(10) 0.0141(3) Uani 1 1 d . . . . .
F1 F 0.77432(8) 0.01350(5) -0.25667(8) 0.0325(3) Uani 1 1 d . . . . .
C44 C 0.70973(12) -0.35533(8) 0.20899(14) 0.0242(4) Uani 1 1 d . . . . .
H44A H 0.697628 -0.396981 0.189971 0.029 Uiso 1 1 calc R U . . .
C29 C 0.74244(12) -0.11405(7) 0.19585(11) 0.0134(3) Uani 1 1 d . . . . .
C19 C 0.52886(12) 0.07724(7) 0.25871(11) 0.0156(3) Uani 1 1 d . . . . .
C45 C 0.73966(12) -0.33720(8) 0.31067(14) 0.0239(4) Uani 1 1 d . . . . .
H45A H 0.746834 -0.366799 0.360164 0.029 Uiso 1 1 calc R U . . .
C22 C 0.67620(11) 0.15303(7) 0.23726(11) 0.0114(3) Uani 1 1 d . . . . .
C17 C 0.67597(11) 0.08802(7) 0.22351(11) 0.0123(3) Uani 1 1 d . . . . .
C38 C 1.13094(12) -0.12313(8) 0.51638(12) 0.0181(3) Uani 1 1 d . . . . .
H38A H 1.203820 -0.116408 0.558710 0.022 Uiso 1 1 calc R U . . .
C16 C 0.76116(11) 0.05904(7) 0.21145(11) 0.0134(3) Uani 1 1 d . . . . .
H16A H 0.769104 0.016239 0.220430 0.016 Uiso 1 1 calc R U . . .
C1 C 0.85839(12) 0.13144(7) -0.00305(11) 0.0138(3) Uani 1 1 d . . . . .
C5 C 0.72205(13) 0.07796(7) -0.15815(12) 0.0185(3) Uani 1 1 d . . . . .
H5A H 0.650455 0.069820 -0.204211 0.022 Uiso 1 1 calc R U . . .
C35 C 0.90778(11) -0.14475(7) 0.38371(11) 0.0138(3) Uani 1 1 d . . . . .
C30 C 0.63615(12) -0.09507(7) 0.13404(11) 0.0147(3) Uani 1 1 d . . . . .
H30A H 0.587324 -0.102040 0.158424 0.018 Uiso 1 1 calc R U . . .
C2 C 0.93402(12) 0.10286(8) -0.02550(12) 0.0181(3) Uani 1 1 d . . . . .
C34 C 0.81051(12) -0.10271(7) 0.15319(12) 0.0163(3) Uani 1 1 d . . . . .
H34A H 0.881497 -0.115382 0.190593 0.020 Uiso 1 1 calc R U . . .
C20 C 0.52358(11) 0.14103(7) 0.27002(11) 0.0149(3) Uani 1 1 d . . . . .
H20A H 0.472397 0.158636 0.284577 0.018 Uiso 1 1 calc R U . . .
C40 C 0.95500(12) -0.08560(7) 0.39793(11) 0.0166(3) Uani 1 1 d . . . . .
H40A H 0.911174 -0.052128 0.362816 0.020 Uiso 1 1 calc R U . . .
C37 C 1.08772(12) -0.18203(8) 0.50691(11) 0.0163(3) Uani 1 1 d . . . . .
H37A H 1.131762 -0.214899 0.544455 0.020 Uiso 1 1 calc R U . . .
C7 C 0.66702(12) 0.14989(7) -0.06077(12) 0.0155(3) Uani 1 1 d . . . . .
H7A H 0.598641 0.150055 -0.117909 0.019 Uiso 1 1 calc R U . . .
C14 C 1.01955(12) 0.07749(7) 0.31030(12) 0.0175(3) Uani 1 1 d . . . . .
H14A H 1.001302 0.073622 0.366366 0.021 Uiso 1 1 calc R U . . .
H14B H 1.080805 0.050931 0.327341 0.021 Uiso 1 1 calc R U . . .
C21 C 0.59698(12) 0.17675(7) 0.25881(11) 0.0136(3) Uani 1 1 d . . . . .
C10 C 0.72049(12) 0.30850(7) 0.12175(12) 0.0194(4) Uani 1 1 d . . . . .
H10A H 0.732540 0.352634 0.118816 0.023 Uiso 1 1 calc R U . . .
H10B H 0.699183 0.301999 0.175224 0.023 Uiso 1 1 calc R U . . .
C41 C 0.75156(12) -0.22779(7) 0.26836(12) 0.0158(3) Uani 1 1 d . . . . .
C36 C 0.97873(12) -0.19245(7) 0.44155(11) 0.0142(3) Uani 1 1 d . . . . .
H36A H 0.952136 -0.232513 0.436132 0.017 Uiso 1 1 calc R U . . .
C18 C 0.60243(11) 0.05023(7) 0.23663(11) 0.0147(3) Uani 1 1 d . . . . .
H18A H 0.604060 0.007310 0.230292 0.018 Uiso 1 1 calc R U . . .
C6 C 0.75021(12) 0.11773(7) -0.07199(11) 0.0141(3) Uani 1 1 d . . . . .
C39 C 1.06361(12) -0.07450(8) 0.46164(12) 0.0184(3) Uani 1 1 d . . . . .
H39A H 1.090924 -0.034585 0.467473 0.022 Uiso 1 1 calc R U . . .
C23 C 0.70727(12) -0.13039(7) 0.35869(11) 0.0155(3) Uani 1 1 d . . . . .
C28 C 0.73560(13) -0.07872(8) 0.42591(12) 0.0197(4) Uani 1 1 d . . . . .
H28A H 0.802142 -0.060460 0.447437 0.024 Uiso 1 1 calc R U . . .
C27 C 0.66889(14) -0.05372(8) 0.46161(13) 0.0243(4) Uani 1 1 d . . . . .
H27A H 0.691318 -0.019466 0.505911 0.029 Uiso 1 1 calc R U . . .
C4 C 0.80055(14) 0.05154(7) -0.17340(12) 0.0206(4) Uani 1 1 d . . . . .
C9 C 0.63041(13) 0.28774(8) 0.01694(12) 0.0205(4) Uani 1 1 d . . . . .
H9A H 0.653211 0.293544 -0.035601 0.025 Uiso 1 1 calc R U . . .
H9B H 0.569345 0.314688 -0.001278 0.025 Uiso 1 1 calc R U . . .
C33 C 0.77701(13) -0.07335(8) 0.05737(12) 0.0207(4) Uani 1 1 d . . . . .
H33A H 0.825428 -0.066384 0.032485 0.025 Uiso 1 1 calc R U . . .
C15 C 0.92508(11) 0.05402(7) 0.20877(12) 0.0157(3) Uani 1 1 d . . . . .
H15A H 0.939896 0.060207 0.150858 0.019 Uiso 1 1 calc R U . . .
H15B H 0.914845 0.009930 0.214519 0.019 Uiso 1 1 calc R U . . .
C12 C 1.00200(12) 0.25383(7) 0.29088(13) 0.0190(4) Uani 1 1 d . . . . .
H12A H 1.034099 0.257645 0.245383 0.023 Uiso 1 1 calc R U . . .
H12B H 1.055462 0.264700 0.361403 0.023 Uiso 1 1 calc R U . . .
C11 C 0.90689(12) 0.29689(7) 0.25441(12) 0.0194(4) Uani 1 1 d . . . . .
H11A H 0.880495 0.297146 0.304828 0.023 Uiso 1 1 calc R U . . .
H11B H 0.927759 0.338875 0.247908 0.023 Uiso 1 1 calc R U . . .
C46 C 0.75910(12) -0.27468(8) 0.33918(13) 0.0206(4) Uani 1 1 d . . . . .
H46A H 0.777745 -0.263559 0.407546 0.025 Uiso 1 1 calc R U . . .
B1 B 0.77881(13) -0.15477(8) 0.30407(13) 0.0132(3) Uani 1 1 d . . . . .
C31 C 0.60072(13) -0.06609(7) 0.03727(12) 0.0192(4) Uani 1 1 d . . . . .
H31A H 0.529292 -0.054548 -0.001619 0.023 Uiso 1 1 calc R U . . .
C43 C 0.69817(12) -0.31057(7) 0.13641(14) 0.0204(4) Uani 1 1 d . . . . .
H43A H 0.675971 -0.321881 0.067378 0.024 Uiso 1 1 calc R U . . .
C3 C 0.90803(13) 0.06290(8) -0.10773(13) 0.0215(4) Uani 1 1 d . . . . .
H3A H 0.960700 0.044184 -0.118870 0.026 Uiso 1 1 calc R U . . .
C25 C 0.53866(13) -0.13144(9) 0.36733(13) 0.0237(4) Uani 1 1 d . . . . .
H25A H 0.472515 -0.149867 0.347272 0.028 Uiso 1 1 calc R U . . .
C8 C 0.59386(12) 0.22053(8) 0.01151(12) 0.0178(3) Uani 1 1 d . . . . .
H8A H 0.576004 0.212724 0.067049 0.021 Uiso 1 1 calc R U . . .
H8B H 0.530441 0.213129 -0.054928 0.021 Uiso 1 1 calc R U . . .
C13 C 1.05153(11) 0.14417(7) 0.30629(12) 0.0170(3) Uani 1 1 d . . . . .
H13A H 1.114573 0.154199 0.371641 0.020 Uiso 1 1 calc R U . . .
H13B H 1.070084 0.148381 0.250482 0.020 Uiso 1 1 calc R U . . .
C24 C 0.60681(12) -0.15612(8) 0.33269(12) 0.0196(4) Uani 1 1 d . . . . .
H24A H 0.584804 -0.191247 0.290400 0.023 Uiso 1 1 calc R U . . .
C32 C 0.67123(13) -0.05443(8) -0.00114(12) 0.0222(4) Uani 1 1 d . . . . .
H32A H 0.648284 -0.034325 -0.064884 0.027 Uiso 1 1 calc R U . . .
C42 C 0.71966(12) -0.24845(7) 0.16626(13) 0.0169(3) Uani 1 1 d . . . . .
H42A H 0.712498 -0.219343 0.116083 0.020 Uiso 1 1 calc R U . . .
H4 H 0.9478(13) 0.1847(8) 0.3405(14) 0.024(5) Uiso 1 1 d . . . . .
H3 H 0.8409(12) 0.2834(8) 0.1067(13) 0.013(4) 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 O2 1.8685(11) . ?
Mn1 O1 1.8810(11) . ?
Mn1 N2 1.9972(13) . ?
Mn1 N1 2.0055(12) . ?
Mn1 N4 2.0543(13) . ?
Mn1 N3 2.0645(14) . ?
F4 C21 1.3638(17) . ?
F2 C2 1.3508(17) . ?
F3 C19 1.3630(17) . ?
N2 C16 1.2922(19) . ?
N2 C15 1.4783(18) . ?
O1 C1 1.3258(17) . ?
C26 C25 1.387(2) . ?
C26 C27 1.388(2) . ?
C26 H26A 0.9300 . ?
O2 C22 1.3249(17) . ?
N1 C7 1.2884(19) . ?
N1 C8 1.4779(19) . ?
N3 C10 1.484(2) . ?
N3 C11 1.4843(19) . ?
N3 H3 0.837(17) . ?
N4 C12 1.486(2) . ?
N4 C13 1.4886(19) . ?
N4 H4 0.902(18) . ?
F1 C4 1.3587(18) . ?
C44 C43 1.380(2) . ?
C44 C45 1.386(2) . ?
C44 H44A 0.9300 . ?
C29 C34 1.398(2) . ?
C29 C30 1.401(2) . ?
C29 B1 1.654(2) . ?
C19 C18 1.362(2) . ?
C19 C20 1.389(2) . ?
C45 C46 1.397(2) . ?
C45 H45A 0.9300 . ?
C22 C21 1.401(2) . ?
C22 C17 1.414(2) . ?
C17 C18 1.408(2) . ?
C17 C16 1.445(2) . ?
C38 C39 1.386(2) . ?
C38 C37 1.387(2) . ?
C38 H38A 0.9300 . ?
C16 H16A 0.9300 . ?
C1 C2 1.406(2) . ?
C1 C6 1.409(2) . ?
C5 C4 1.362(2) . ?
C5 C6 1.409(2) . ?
C5 H5A 0.9300 . ?
C35 C36 1.404(2) . ?
C35 C40 1.408(2) . ?
C35 B1 1.650(2) . ?
C30 C31 1.396(2) . ?
C30 H30A 0.9300 . ?
C2 C3 1.373(2) . ?
C34 C33 1.391(2) . ?
C34 H34A 0.9300 . ?
C20 C21 1.367(2) . ?
C20 H20A 0.9300 . ?
C40 C39 1.391(2) . ?
C40 H40A 0.9300 . ?
C37 C36 1.396(2) . ?
C37 H37A 0.9300 . ?
C7 C6 1.445(2) . ?
C7 H7A 0.9300 . ?
C14 C13 1.515(2) . ?
C14 C15 1.532(2) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C10 C9 1.517(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C41 C42 1.402(2) . ?
C41 C46 1.409(2) . ?
C41 B1 1.643(2) . ?
C36 H36A 0.9300 . ?
C18 H18A 0.9300 . ?
C39 H39A 0.9300 . ?
C23 C24 1.405(2) . ?
C23 C28 1.407(2) . ?
C23 B1 1.647(2) . ?
C28 C27 1.389(2) . ?
C28 H28A 0.9300 . ?
C27 H27A 0.9300 . ?
C4 C3 1.384(2) . ?
C9 C8 1.527(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C33 C32 1.389(2) . ?
C33 H33A 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C12 C11 1.512(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C46 H46A 0.9300 . ?
C31 C32 1.383(2) . ?
C31 H31A 0.9300 . ?
C43 C42 1.394(2) . ?
C43 H43A 0.9300 . ?
C3 H3A 0.9300 . ?
C25 C24 1.393(2) . ?
C25 H25A 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C24 H24A 0.9300 . ?
C32 H32A 0.9300 . ?
C42 H42A 0.9300 . ?

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
O2 Mn1 O1 177.78(5) . . ?
O2 Mn1 N2 89.31(5) . . ?
O1 Mn1 N2 92.86(5) . . ?
O2 Mn1 N1 91.92(5) . . ?
O1 Mn1 N1 88.28(5) . . ?
N2 Mn1 N1 98.18(5) . . ?
O2 Mn1 N4 90.86(5) . . ?
O1 Mn1 N4 88.71(5) . . ?
N2 Mn1 N4 88.09(5) . . ?
N1 Mn1 N4 173.17(5) . . ?
O2 Mn1 N3 84.58(5) . . ?
O1 Mn1 N3 93.21(5) . . ?
N2 Mn1 N3 170.11(5) . . ?
N1 Mn1 N3 89.80(5) . . ?
N4 Mn1 N3 84.25(5) . . ?
C16 N2 C15 115.99(13) . . ?
C16 N2 Mn1 124.48(11) . . ?
C15 N2 Mn1 118.46(10) . . ?
C1 O1 Mn1 123.22(9) . . ?
C25 C26 C27 118.49(17) . . ?
C25 C26 H26A 120.8 . . ?
C27 C26 H26A 120.8 . . ?
C22 O2 Mn1 124.42(9) . . ?
C7 N1 C8 116.49(12) . . ?
C7 N1 Mn1 123.97(11) . . ?
C8 N1 Mn1 118.82(10) . . ?
C10 N3 C11 110.25(13) . . ?
C10 N3 Mn1 117.82(10) . . ?
C11 N3 Mn1 107.73(10) . . ?
C10 N3 H3 107.0(11) . . ?
C11 N3 H3 107.7(11) . . ?
Mn1 N3 H3 105.9(12) . . ?
C12 N4 C13 110.44(12) . . ?
C12 N4 Mn1 108.14(9) . . ?
C13 N4 Mn1 118.50(10) . . ?
C12 N4 H4 108.3(12) . . ?
C13 N4 H4 108.5(11) . . ?
Mn1 N4 H4 102.4(11) . . ?
C43 C44 C45 118.92(16) . . ?
C43 C44 H44A 120.5 . . ?
C45 C44 H44A 120.5 . . ?
C34 C29 C30 115.29(14) . . ?
C34 C29 B1 123.12(13) . . ?
C30 C29 B1 121.15(14) . . ?
F3 C19 C18 119.55(14) . . ?
F3 C19 C20 117.71(14) . . ?
C18 C19 C20 122.74(15) . . ?
C44 C45 C46 120.33(16) . . ?
C44 C45 H45A 119.8 . . ?
C46 C45 H45A 119.8 . . ?
O2 C22 C21 119.00(13) . . ?
O2 C22 C17 124.53(14) . . ?
C21 C22 C17 116.41(14) . . ?
C18 C17 C22 120.32(14) . . ?
C18 C17 C16 119.08(14) . . ?
C22 C17 C16 119.95(14) . . ?
C39 C38 C37 118.82(14) . . ?
C39 C38 H38A 120.6 . . ?
C37 C38 H38A 120.6 . . ?
N2 C16 C17 124.78(14) . . ?
N2 C16 H16A 117.6 . . ?
C17 C16 H16A 117.6 . . ?
O1 C1 C2 119.65(13) . . ?
O1 C1 C6 124.31(14) . . ?
C2 C1 C6 116.03(13) . . ?
C4 C5 C6 119.43(15) . . ?
C4 C5 H5A 120.3 . . ?
C6 C5 H5A 120.3 . . ?
C36 C35 C40 114.69(13) . . ?
C36 C35 B1 124.42(13) . . ?
C40 C35 B1 120.89(13) . . ?
C31 C30 C29 122.53(15) . . ?
C31 C30 H30A 118.7 . . ?
C29 C30 H30A 118.7 . . ?
F2 C2 C3 118.61(14) . . ?
F2 C2 C1 117.41(13) . . ?
C3 C2 C1 123.97(14) . . ?
C33 C34 C29 123.04(14) . . ?
C33 C34 H34A 118.5 . . ?
C29 C34 H34A 118.5 . . ?
C21 C20 C19 117.04(15) . . ?
C21 C20 H20A 121.5 . . ?
C19 C20 H20A 121.5 . . ?
C39 C40 C35 123.59(14) . . ?
C39 C40 H40A 118.2 . . ?
C35 C40 H40A 118.2 . . ?
C38 C37 C36 120.64(14) . . ?
C38 C37 H37A 119.7 . . ?
C36 C37 H37A 119.7 . . ?
N1 C7 C6 124.75(13) . . ?
N1 C7 H7A 117.6 . . ?
C6 C7 H7A 117.6 . . ?
C13 C14 C15 114.61(13) . . ?
C13 C14 H14A 108.6 . . ?
C15 C14 H14A 108.6 . . ?
C13 C14 H14B 108.6 . . ?
C15 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
F4 C21 C20 118.90(14) . . ?
F4 C21 C22 116.89(13) . . ?
C20 C21 C22 124.19(14) . . ?
N3 C10 C9 112.68(13) . . ?
N3 C10 H10A 109.1 . . ?
C9 C10 H10A 109.1 . . ?
N3 C10 H10B 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C42 C41 C46 114.86(15) . . ?
C42 C41 B1 123.14(14) . . ?
C46 C41 B1 122.00(14) . . ?
C37 C36 C35 122.50(15) . . ?
C37 C36 H36A 118.7 . . ?
C35 C36 H36A 118.7 . . ?
C19 C18 C17 119.23(14) . . ?
C19 C18 H18A 120.4 . . ?
C17 C18 H18A 120.4 . . ?
C1 C6 C5 120.72(15) . . ?
C1 C6 C7 119.55(13) . . ?
C5 C6 C7 119.40(13) . . ?
C38 C39 C40 119.73(15) . . ?
C38 C39 H39A 120.1 . . ?
C40 C39 H39A 120.1 . . ?
C24 C23 C28 114.59(15) . . ?
C24 C23 B1 121.79(14) . . ?
C28 C23 B1 123.31(14) . . ?
C27 C28 C23 123.10(16) . . ?
C27 C28 H28A 118.5 . . ?
C23 C28 H28A 118.5 . . ?
C26 C27 C28 120.40(16) . . ?
C26 C27 H27A 119.8 . . ?
C28 C27 H27A 119.8 . . ?
F1 C4 C5 119.95(15) . . ?
F1 C4 C3 117.72(15) . . ?
C5 C4 C3 122.32(15) . . ?
C10 C9 C8 115.76(13) . . ?
C10 C9 H9A 108.3 . . ?
C8 C9 H9A 108.3 . . ?
C10 C9 H9B 108.3 . . ?
C8 C9 H9B 108.3 . . ?
H9A C9 H9B 107.4 . . ?
C32 C33 C34 120.02(16) . . ?
C32 C33 H33A 120.0 . . ?
C34 C33 H33A 120.0 . . ?
N2 C15 C14 109.51(12) . . ?
N2 C15 H15A 109.8 . . ?
C14 C15 H15A 109.8 . . ?
N2 C15 H15B 109.8 . . ?
C14 C15 H15B 109.8 . . ?
H15A C15 H15B 108.2 . . ?
N4 C12 C11 108.59(12) . . ?
N4 C12 H12A 110.0 . . ?
C11 C12 H12A 110.0 . . ?
N4 C12 H12B 110.0 . . ?
C11 C12 H12B 110.0 . . ?
H12A C12 H12B 108.4 . . ?
N3 C11 C12 108.51(13) . . ?
N3 C11 H11A 110.0 . . ?
C12 C11 H11A 110.0 . . ?
N3 C11 H11B 110.0 . . ?
C12 C11 H11B 110.0 . . ?
H11A C11 H11B 108.4 . . ?
C45 C46 C41 122.54(16) . . ?
C45 C46 H46A 118.7 . . ?
C41 C46 H46A 118.7 . . ?
C41 B1 C23 110.53(13) . . ?
C41 B1 C35 111.25(12) . . ?
C23 B1 C35 110.77(12) . . ?
C41 B1 C29 106.66(12) . . ?
C23 B1 C29 107.78(12) . . ?
C35 B1 C29 109.70(13) . . ?
C32 C31 C30 120.39(15) . . ?
C32 C31 H31A 119.8 . . ?
C30 C31 H31A 119.8 . . ?
C44 C43 C42 120.21(16) . . ?
C44 C43 H43A 119.9 . . ?
C42 C43 H43A 119.9 . . ?
C2 C3 C4 117.51(15) . . ?
C2 C3 H3A 121.2 . . ?
C4 C3 H3A 121.2 . . ?
C26 C25 C24 120.33(16) . . ?
C26 C25 H25A 119.8 . . ?
C24 C25 H25A 119.8 . . ?
N1 C8 C9 109.32(13) . . ?
N1 C8 H8A 109.8 . . ?
C9 C8 H8A 109.8 . . ?
N1 C8 H8B 109.8 . . ?
C9 C8 H8B 109.8 . . ?
H8A C8 H8B 108.3 . . ?
N4 C13 C14 112.51(12) . . ?
N4 C13 H13A 109.1 . . ?
C14 C13 H13A 109.1 . . ?
N4 C13 H13B 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C25 C24 C23 123.04(16) . . ?
C25 C24 H24A 118.5 . . ?
C23 C24 H24A 118.5 . . ?
C31 C32 C33 118.70(15) . . ?
C31 C32 H32A 120.7 . . ?
C33 C32 H32A 120.7 . . ?
C43 C42 C41 123.10(16) . . ?
C43 C42 H42A 118.4 . . ?
C41 C42 H42A 118.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Mn1 O1 C1 55.96(11) . . . . ?
N1 Mn1 O1 C1 -42.14(11) . . . . ?
N4 Mn1 O1 C1 143.98(11) . . . . ?
N3 Mn1 O1 C1 -131.85(11) . . . . ?
N2 Mn1 O2 C22 -38.02(11) . . . . ?
N1 Mn1 O2 C22 60.14(11) . . . . ?
N4 Mn1 O2 C22 -126.09(11) . . . . ?
N3 Mn1 O2 C22 149.76(11) . . . . ?
C43 C44 C45 C46 -0.8(2) . . . . ?
Mn1 O2 C22 C21 -152.66(10) . . . . ?
Mn1 O2 C22 C17 30.49(19) . . . . ?
O2 C22 C17 C18 173.81(13) . . . . ?
C21 C22 C17 C18 -3.1(2) . . . . ?
O2 C22 C17 C16 3.1(2) . . . . ?
C21 C22 C17 C16 -173.83(13) . . . . ?
C15 N2 C16 C17 163.65(13) . . . . ?
Mn1 N2 C16 C17 -4.3(2) . . . . ?
C18 C17 C16 N2 173.12(14) . . . . ?
C22 C17 C16 N2 -16.1(2) . . . . ?
Mn1 O1 C1 C2 -148.25(12) . . . . ?
Mn1 O1 C1 C6 33.0(2) . . . . ?
C34 C29 C30 C31 -0.8(2) . . . . ?
B1 C29 C30 C31 -173.51(14) . . . . ?
O1 C1 C2 F2 1.3(2) . . . . ?
C6 C1 C2 F2 -179.86(13) . . . . ?
O1 C1 C2 C3 -179.85(15) . . . . ?
C6 C1 C2 C3 -1.0(2) . . . . ?
C30 C29 C34 C33 1.5(2) . . . . ?
B1 C29 C34 C33 174.00(14) . . . . ?
F3 C19 C20 C21 179.52(12) . . . . ?
C18 C19 C20 C21 -0.5(2) . . . . ?
C36 C35 C40 C39 1.6(2) . . . . ?
B1 C35 C40 C39 -178.16(15) . . . . ?
C39 C38 C37 C36 1.4(2) . . . . ?
C8 N1 C7 C6 166.00(15) . . . . ?
Mn1 N1 C7 C6 -4.1(2) . . . . ?
C19 C20 C21 F4 -178.21(13) . . . . ?
C19 C20 C21 C22 -0.2(2) . . . . ?
O2 C22 C21 F4 2.92(19) . . . . ?
C17 C22 C21 F4 -179.97(12) . . . . ?
O2 C22 C21 C20 -175.09(13) . . . . ?
C17 C22 C21 C20 2.0(2) . . . . ?
C11 N3 C10 C9 179.97(13) . . . . ?
Mn1 N3 C10 C9 -55.85(16) . . . . ?
C38 C37 C36 C35 -0.7(2) . . . . ?
C40 C35 C36 C37 -0.8(2) . . . . ?
B1 C35 C36 C37 179.02(14) . . . . ?
F3 C19 C18 C17 179.33(12) . . . . ?
C20 C19 C18 C17 -0.6(2) . . . . ?
C22 C17 C18 C19 2.5(2) . . . . ?
C16 C17 C18 C19 173.32(13) . . . . ?
O1 C1 C6 C5 178.27(14) . . . . ?
C2 C1 C6 C5 -0.5(2) . . . . ?
O1 C1 C6 C7 4.9(2) . . . . ?
C2 C1 C6 C7 -173.85(14) . . . . ?
C4 C5 C6 C1 1.4(2) . . . . ?
C4 C5 C6 C7 174.76(15) . . . . ?
N1 C7 C6 C1 -19.4(2) . . . . ?
N1 C7 C6 C5 167.16(15) . . . . ?
C37 C38 C39 C40 -0.6(2) . . . . ?
C35 C40 C39 C38 -1.0(3) . . . . ?
C24 C23 C28 C27 -1.8(2) . . . . ?
B1 C23 C28 C27 171.88(15) . . . . ?
C25 C26 C27 C28 1.4(2) . . . . ?
C23 C28 C27 C26 0.1(3) . . . . ?
C6 C5 C4 F1 -179.48(14) . . . . ?
C6 C5 C4 C3 -0.8(3) . . . . ?
N3 C10 C9 C8 64.43(19) . . . . ?
C29 C34 C33 C32 -0.7(2) . . . . ?
C16 N2 C15 C14 -102.20(15) . . . . ?
Mn1 N2 C15 C14 66.51(14) . . . . ?
C13 C14 C15 N2 -66.15(17) . . . . ?
C13 N4 C12 C11 170.40(13) . . . . ?
Mn1 N4 C12 C11 39.26(15) . . . . ?
C10 N3 C11 C12 169.85(13) . . . . ?
Mn1 N3 C11 C12 40.04(14) . . . . ?
N4 C12 C11 N3 -53.34(17) . . . . ?
C44 C45 C46 C41 -1.2(2) . . . . ?
C42 C41 C46 C45 2.0(2) . . . . ?
B1 C41 C46 C45 -177.78(14) . . . . ?
C42 C41 B1 C23 125.75(15) . . . . ?
C46 C41 B1 C23 -54.51(18) . . . . ?
C42 C41 B1 C35 -110.76(16) . . . . ?
C46 C41 B1 C35 68.99(19) . . . . ?
C42 C41 B1 C29 8.84(19) . . . . ?
C46 C41 B1 C29 -171.41(14) . . . . ?
C24 C23 B1 C41 -27.94(19) . . . . ?
C28 C23 B1 C41 158.81(14) . . . . ?
C24 C23 B1 C35 -151.71(14) . . . . ?
C28 C23 B1 C35 35.04(19) . . . . ?
C24 C23 B1 C29 88.27(17) . . . . ?
C28 C23 B1 C29 -84.98(16) . . . . ?
C36 C35 B1 C41 -20.2(2) . . . . ?
C40 C35 B1 C41 159.63(14) . . . . ?
C36 C35 B1 C23 103.20(17) . . . . ?
C40 C35 B1 C23 -77.01(18) . . . . ?
C36 C35 B1 C29 -137.94(15) . . . . ?
C40 C35 B1 C29 41.86(19) . . . . ?
C34 C29 B1 C41 -88.49(16) . . . . ?
C30 C29 B1 C41 83.59(17) . . . . ?
C34 C29 B1 C23 152.79(14) . . . . ?
C30 C29 B1 C23 -35.13(18) . . . . ?
C34 C29 B1 C35 32.11(19) . . . . ?
C30 C29 B1 C35 -155.81(14) . . . . ?
C29 C30 C31 C32 -0.6(2) . . . . ?
C45 C44 C43 C42 2.0(2) . . . . ?
F2 C2 C3 C4 -179.59(15) . . . . ?
C1 C2 C3 C4 1.6(3) . . . . ?
F1 C4 C3 C2 178.07(15) . . . . ?
C5 C4 C3 C2 -0.6(3) . . . . ?
C27 C26 C25 C24 -1.1(2) . . . . ?
C7 N1 C8 C9 -106.98(15) . . . . ?
Mn1 N1 C8 C9 63.68(15) . . . . ?
C10 C9 C8 N1 -66.91(18) . . . . ?
C12 N4 C13 C14 176.98(13) . . . . ?
Mn1 N4 C13 C14 -57.54(16) . . . . ?
C15 C14 C13 N4 62.70(17) . . . . ?
C26 C25 C24 C23 -0.8(2) . . . . ?
C28 C23 C24 C25 2.2(2) . . . . ?
B1 C23 C24 C25 -171.64(14) . . . . ?
C30 C31 C32 C33 1.4(2) . . . . ?
C34 C33 C32 C31 -0.8(2) . . . . ?
C44 C43 C42 C41 -1.2(2) . . . . ?
C46 C41 C42 C43 -0.8(2) . . . . ?
B1 C41 C42 C43 178.96(14) . . . . ?

_refine_diff_density_max         0.412
_refine_diff_density_min         -0.687
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_1_240
_database_code_depnum_ccdc_archive 'CCDC 2162853'
loop_
_audit_author_name
_audit_author_address
'Denis Korchagin'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2022-07-06 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 F4 Mn N4 O2, C24 H20 B'
_chemical_formula_sum            'C46 H44 B F4 Mn N4 O2'
_chemical_formula_weight         826.60

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.3158(5)
_cell_length_b                   21.8648(6)
_cell_length_c                   14.6437(6)
_cell_angle_alpha                90
_cell_angle_beta                 118.711(5)
_cell_angle_gamma                90
_cell_volume                     4020.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    240.0(1)
_cell_measurement_reflns_used    6584
_cell_measurement_theta_min      2.7547
_cell_measurement_theta_max      29.3201

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             1720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.391
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.89316
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      240.0(1)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector_area_resol_mean 16.2060
_diffrn_measurement_method       'ω scans'

_diffrn_reflns_number            29041
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.784
_diffrn_reflns_theta_max         26.318
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8169
_reflns_number_gt                6143
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0319P)²+1.8376P] 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         8169
_refine_ls_number_parameters     526
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.0955
_refine_ls_wR_factor_gt          0.0870
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.001
_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 0.81096(2) 0.17733(2) 0.14784(2) 0.02897(9) Uani 1 1 d . . . . .
F4 F 0.58172(10) 0.23486(6) 0.25021(12) 0.0513(4) Uani 1 1 d . . . . .
F2 F 1.02445(11) 0.10444(8) 0.03682(13) 0.0747(5) Uani 1 1 d . . . . .
F3 F 0.45740(10) 0.03868(7) 0.26592(12) 0.0591(4) Uani 1 1 d . . . . .
N2 N 0.82840(13) 0.08594(8) 0.19349(14) 0.0326(4) Uani 1 1 d . . . . .
O1 O 0.88229(11) 0.16614(7) 0.07009(11) 0.0356(3) Uani 1 1 d . . . . .
C26 C 0.5806(2) -0.08000(16) 0.4421(2) 0.0687(9) Uani 1 1 d . . . . .
H26A H 0.536485 -0.063608 0.466145 0.082 Uiso 1 1 calc R U . . .
O2 O 0.73745(10) 0.18926(6) 0.22228(11) 0.0315(3) Uani 1 1 d . . . . .
N1 N 0.67093(13) 0.18446(8) 0.00541(15) 0.0385(4) Uani 1 1 d . . . . .
N3 N 0.81908(15) 0.27722(9) 0.14828(16) 0.0404(5) Uani 1 1 d . . . . .
N4 N 0.96393(14) 0.19047(9) 0.28611(15) 0.0364(4) Uani 1 1 d . . . . .
F1 F 0.75690(15) 0.01496(8) -0.26639(14) 0.0871(6) Uani 1 1 d . . . . .
C29 C 0.74617(16) -0.11561(9) 0.20245(16) 0.0327(5) Uani 1 1 d . . . . .
C19 C 0.52689(16) 0.07503(11) 0.25259(18) 0.0395(5) Uani 1 1 d . . . . .
C22 C 0.66883(14) 0.15011(9) 0.22671(15) 0.0278(4) Uani 1 1 d . . . . .
C17 C 0.67527(15) 0.08625(9) 0.22173(15) 0.0300(5) Uani 1 1 d . . . . .
C38 C 1.13467(17) -0.12200(12) 0.52004(17) 0.0449(6) Uani 1 1 d . . . . .
H38A H 1.207180 -0.115103 0.561955 0.054 Uiso 1 1 calc R U . . .
C16 C 0.76384(15) 0.05776(10) 0.21631(16) 0.0337(5) Uani 1 1 d . . . . .
H16A H 0.774601 0.016110 0.230375 0.040 Uiso 1 1 calc R U . . .
C1 C 0.84681(17) 0.12920(10) -0.01192(17) 0.0346(5) Uani 1 1 d . . . . .
C5 C 0.7093(2) 0.08188(11) -0.17034(19) 0.0506(6) Uani 1 1 d . . . . .
H5A H 0.637836 0.076654 -0.218692 0.061 Uiso 1 1 calc R U . . .
C35 C 0.91238(16) -0.14376(10) 0.38982(16) 0.0336(5) Uani 1 1 d . . . . .
C30 C 0.64089(17) -0.09670(10) 0.14055(17) 0.0390(5) Uani 1 1 d . . . . .
H30A H 0.592121 -0.103905 0.164216 0.047 Uiso 1 1 calc R U . . .
C2 C 0.92071(19) 0.09730(11) -0.03108(19) 0.0455(6) Uani 1 1 d . . . . .
C34 C 0.81352(18) -0.10366(11) 0.16028(18) 0.0438(6) Uani 1 1 d . . . . .
H34A H 0.884196 -0.116141 0.197171 0.053 Uiso 1 1 calc R U . . .
C20 C 0.51666(16) 0.13735(11) 0.25644(18) 0.0390(5) Uani 1 1 d . . . . .
H20A H 0.463367 0.154492 0.267332 0.047 Uiso 1 1 calc R U . . .
C40 C 0.95942(17) -0.08598(11) 0.40275(17) 0.0414(5) Uani 1 1 d . . . . .
H40A H 0.915688 -0.053134 0.367295 0.050 Uiso 1 1 calc R U . . .
C37 C 1.09214(16) -0.17974(11) 0.51130(16) 0.0393(5) Uani 1 1 d . . . . .
H37A H 1.136321 -0.211991 0.548750 0.047 Uiso 1 1 calc R U . . .
C7 C 0.65741(17) 0.15632(11) -0.07683(18) 0.0419(6) Uani 1 1 d . . . . .
H7A H 0.590874 0.159032 -0.135686 0.050 Uiso 1 1 calc R U . . .
C14 C 1.02122(17) 0.08109(11) 0.31198(19) 0.0450(6) Uani 1 1 d . . . . .
H14A H 1.004826 0.078621 0.368914 0.054 Uiso 1 1 calc R U . . .
H14B H 1.083348 0.055754 0.330277 0.054 Uiso 1 1 calc R U . . .
C21 C 0.58760(16) 0.17308(10) 0.24369(16) 0.0338(5) Uani 1 1 d . . . . .
C10 C 0.71804(19) 0.31033(11) 0.1169(2) 0.0482(6) Uani 1 1 d . . . . .
H10A H 0.731270 0.353941 0.118840 0.058 Uiso 1 1 calc R U . . .
H10B H 0.693657 0.301738 0.166990 0.058 Uiso 1 1 calc R U . . .
C36 C 0.98414(16) -0.19024(10) 0.44726(16) 0.0351(5) Uani 1 1 d . . . . .
H36A H 0.958323 -0.229815 0.442260 0.042 Uiso 1 1 calc R U . . .
C18 C 0.60398(16) 0.04876(10) 0.23640(17) 0.0371(5) Uani 1 1 d . . . . .
H18A H 0.609323 0.006413 0.235076 0.044 Uiso 1 1 calc R U . . .
C6 C 0.73861(17) 0.12056(10) -0.08445(17) 0.0369(5) Uani 1 1 d . . . . .
C39 C 1.06704(17) -0.07484(12) 0.46512(18) 0.0468(6) Uani 1 1 d . . . . .
H39A H 1.093741 -0.035500 0.469970 0.056 Uiso 1 1 calc R U . . .
C23 C 0.71383(16) -0.12901(11) 0.36605(17) 0.0392(5) Uani 1 1 d . . . . .
C28 C 0.74020(19) -0.07667(12) 0.42766(19) 0.0497(6) Uani 1 1 d . . . . .
H28A H 0.804063 -0.057076 0.444248 0.060 Uiso 1 1 calc R U . . .
C27 C 0.6762(2) -0.05228(14) 0.4655(2) 0.0621(8) Uani 1 1 d . . . . .
H27A H 0.697600 -0.017287 0.506681 0.075 Uiso 1 1 calc R U . . .
C4 C 0.7857(2) 0.05213(12) -0.1825(2) 0.0552(7) Uani 1 1 d . . . . .
C9 C 0.63081(19) 0.29331(12) 0.0092(2) 0.0517(7) Uani 1 1 d . . . . .
H9A H 0.657579 0.299603 -0.039647 0.062 Uiso 1 1 calc R U . . .
H9B H 0.571700 0.321260 -0.009777 0.062 Uiso 1 1 calc R U . . .
C33 C 0.7797(2) -0.07405(13) 0.0660(2) 0.0594(7) Uani 1 1 d . . . . .
H33A H 0.827739 -0.066810 0.041346 0.071 Uiso 1 1 calc R U . . .
C15 C 0.92807(16) 0.05429(10) 0.21513(18) 0.0396(5) Uani 1 1 d . . . . .
H15A H 0.940746 0.058800 0.156091 0.048 Uiso 1 1 calc R U . . .
H15B H 0.921649 0.011000 0.225533 0.048 Uiso 1 1 calc R U . . .
C12 C 0.99786(18) 0.25439(11) 0.28736(19) 0.0468(6) Uani 1 1 d . . . . .
H12A H 1.028421 0.258724 0.241220 0.056 Uiso 1 1 calc R U . . .
H12B H 1.051718 0.265467 0.357170 0.056 Uiso 1 1 calc R U . . .
C11 C 0.90258(19) 0.29602(11) 0.2522(2) 0.0491(6) Uani 1 1 d . . . . .
H11A H 0.875366 0.293941 0.301327 0.059 Uiso 1 1 calc R U . . .
H11B H 0.923506 0.337930 0.249772 0.059 Uiso 1 1 calc R U . . .
B1 B 0.78367(18) -0.15437(11) 0.3113(2) 0.0351(6) Uani 1 1 d . . . . .
C31 C 0.6058(2) -0.06769(12) 0.04551(19) 0.0559(7) Uani 1 1 d . . . . .
H31A H 0.534636 -0.056541 0.006555 0.067 Uiso 1 1 calc R U . . .
C3 C 0.8922(2) 0.05902(12) -0.1140(2) 0.0552(7) Uani 1 1 d . . . . .
H3A H 0.943378 0.038216 -0.123673 0.066 Uiso 1 1 calc R U . . .
C25 C 0.5518(2) -0.13215(16) 0.3826(2) 0.0680(8) Uani 1 1 d . . . . .
H25A H 0.488065 -0.151637 0.366896 0.082 Uiso 1 1 calc R U . . .
C8 C 0.58854(17) 0.22836(12) -0.00400(19) 0.0479(6) Uani 1 1 d . . . . .
H8A H 0.567820 0.219738 0.048768 0.057 Uiso 1 1 calc R U . . .
H8B H 0.526041 0.224075 -0.071765 0.057 Uiso 1 1 calc R U . . .
C13 C 1.04981(16) 0.14646(11) 0.30314(19) 0.0441(6) Uani 1 1 d . . . . .
H13A H 1.113844 0.157521 0.366379 0.053 Uiso 1 1 calc R U . . .
H13B H 1.065332 0.149556 0.245706 0.053 Uiso 1 1 calc R U . . .
C24 C 0.61702(19) -0.15584(13) 0.3461(2) 0.0544(7) Uani 1 1 d . . . . .
H24A H 0.595599 -0.191333 0.306217 0.065 Uiso 1 1 calc R U . . .
C32 C 0.6758(2) -0.05531(14) 0.0085(2) 0.0655(8) Uani 1 1 d . . . . .
H32A H 0.653147 -0.034653 -0.054115 0.079 Uiso 1 1 calc R U . . .
H4 H 0.9499(17) 0.1858(10) 0.3355(18) 0.039(7) Uiso 1 1 d . . . . .
H3 H 0.8395(19) 0.2842(11) 0.105(2) 0.050(8) Uiso 1 1 d . . . . .
C41 C 0.7562(2) -0.22925(7) 0.2740(2) 0.0344(8) Uani 0.788(5) 1 d G . P A 1
C42 C 0.7227(2) -0.24723(8) 0.17185(19) 0.0376(8) Uani 0.788(5) 1 d G . P A 1
H42A H 0.713953 -0.218234 0.121885 0.045 Uiso 0.788(5) 1 calc R U P A 1
C43 C 0.70229(19) -0.30856(10) 0.1444(2) 0.0463(9) Uani 0.788(5) 1 d G . P A 1
H43A H 0.679857 -0.320588 0.076053 0.056 Uiso 0.788(5) 1 calc R U P A 1
C44 C 0.71539(19) -0.35190(7) 0.2191(3) 0.0540(12) Uani 0.788(5) 1 d G . P A 1
H44A H 0.701722 -0.392933 0.200689 0.065 Uiso 0.788(5) 1 calc R U P A 1
C45 C 0.74892(19) -0.33392(9) 0.3212(2) 0.0558(12) Uani 0.788(5) 1 d G . P A 1
H45A H 0.757683 -0.362925 0.371158 0.067 Uiso 0.788(5) 1 calc R U P A 1
C46 C 0.7693(2) -0.27260(10) 0.34866(18) 0.0460(9) Uani 0.788(5) 1 d G . P A 1
H46A H 0.791780 -0.260571 0.416992 0.055 Uiso 0.788(5) 1 calc R U P A 1
C41' C 0.7564(11) -0.2243(3) 0.3019(9) 0.0344(8) Uani 0.212(5) 1 d G . P A 2
C42' C 0.7333(9) -0.2544(4) 0.2098(8) 0.0376(8) Uani 0.212(5) 1 d G . P A 2
H42B H 0.724968 -0.232254 0.152175 0.045 Uiso 0.212(5) 1 calc R U P A 2
C43' C 0.7226(8) -0.3177(5) 0.2039(9) 0.0463(9) Uani 0.212(5) 1 d G . P A 2
H43B H 0.707175 -0.337862 0.142318 0.056 Uiso 0.212(5) 1 calc R U P A 2
C44' C 0.7351(8) -0.3508(3) 0.2900(11) 0.0540(12) Uani 0.212(5) 1 d G . P A 2
H44B H 0.727949 -0.393174 0.286096 0.065 Uiso 0.212(5) 1 calc R U P A 2
C45' C 0.7582(7) -0.3207(4) 0.3821(9) 0.0558(12) Uani 0.212(5) 1 d G . P A 2
H45B H 0.766517 -0.342878 0.439732 0.067 Uiso 0.212(5) 1 calc R U P A 2
C46' C 0.7688(9) -0.2574(4) 0.3880(8) 0.0460(9) Uani 0.212(5) 1 d G . P A 2
H46C H 0.784309 -0.237270 0.449591 0.055 Uiso 0.212(5) 1 calc R 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 O2 1.8617(13) . ?
Mn1 O1 1.8751(14) . ?
Mn1 N2 2.0838(17) . ?
Mn1 N1 2.0919(18) . ?
Mn1 N4 2.1720(19) . ?
Mn1 N3 2.187(2) . ?
F4 C21 1.360(2) . ?
F2 C2 1.342(3) . ?
F3 C19 1.359(2) . ?
N2 C16 1.281(3) . ?
N2 C15 1.477(2) . ?
O1 C1 1.329(2) . ?
C26 C25 1.372(4) . ?
C26 C27 1.381(4) . ?
C26 H26A 0.9300 . ?
O2 C22 1.328(2) . ?
N1 C7 1.281(3) . ?
N1 C8 1.475(3) . ?
N3 C11 1.472(3) . ?
N3 C10 1.480(3) . ?
N3 H3 0.83(2) . ?
N4 C12 1.477(3) . ?
N4 C13 1.485(3) . ?
N4 H4 0.84(2) . ?
F1 C4 1.362(3) . ?
C29 C34 1.397(3) . ?
C29 C30 1.397(3) . ?
C29 B1 1.650(3) . ?
C19 C18 1.362(3) . ?
C19 C20 1.375(3) . ?
C22 C21 1.394(3) . ?
C22 C17 1.404(3) . ?
C17 C18 1.404(3) . ?
C17 C16 1.449(3) . ?
C38 C39 1.378(3) . ?
C38 C37 1.381(3) . ?
C38 H38A 0.9300 . ?
C16 H16A 0.9300 . ?
C1 C2 1.403(3) . ?
C1 C6 1.408(3) . ?
C5 C4 1.356(4) . ?
C5 C6 1.402(3) . ?
C5 H5A 0.9300 . ?
C35 C40 1.401(3) . ?
C35 C36 1.402(3) . ?
C35 B1 1.654(3) . ?
C30 C31 1.386(3) . ?
C30 H30A 0.9300 . ?
C2 C3 1.365(3) . ?
C34 C33 1.385(3) . ?
C34 H34A 0.9300 . ?
C20 C21 1.363(3) . ?
C20 H20A 0.9300 . ?
C40 C39 1.384(3) . ?
C40 H40A 0.9300 . ?
C37 C36 1.389(3) . ?
C37 H37A 0.9300 . ?
C7 C6 1.449(3) . ?
C7 H7A 0.9300 . ?
C14 C13 1.509(3) . ?
C14 C15 1.522(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C10 C9 1.514(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C36 H36A 0.9300 . ?
C18 H18A 0.9300 . ?
C39 H39A 0.9300 . ?
C23 C28 1.393(3) . ?
C23 C24 1.400(3) . ?
C23 B1 1.650(3) . ?
C28 C27 1.385(3) . ?
C28 H28A 0.9300 . ?
C27 H27A 0.9300 . ?
C4 C3 1.372(4) . ?
C9 C8 1.519(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C33 C32 1.374(4) . ?
C33 H33A 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C12 C11 1.510(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
B1 C41' 1.567(7) . ?
B1 C41 1.711(3) . ?
C31 C32 1.375(4) . ?
C31 H31A 0.9300 . ?
C3 H3A 0.9300 . ?
C25 C24 1.381(4) . ?
C25 H25A 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C24 H24A 0.9300 . ?
C32 H32A 0.9300 . ?
C41 C42 1.3900 . ?
C41 C46 1.3900 . ?
C42 C43 1.3900 . ?
C42 H42A 0.9300 . ?
C43 C44 1.3900 . ?
C43 H43A 0.9300 . ?
C44 C45 1.3900 . ?
C44 H44A 0.9300 . ?
C45 C46 1.3900 . ?
C45 H45A 0.9300 . ?
C46 H46A 0.9300 . ?
C41' C42' 1.3900 . ?
C41' C46' 1.3900 . ?
C42' C43' 1.3900 . ?
C42' H42B 0.9300 . ?
C43' C44' 1.3900 . ?
C43' H43B 0.9300 . ?
C44' C45' 1.3900 . ?
C44' H44B 0.9300 . ?
C45' C46' 1.3900 . ?
C45' H45B 0.9300 . ?
C46' H46C 0.9300 . ?

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
O2 Mn1 O1 178.64(6) . . ?
O2 Mn1 N2 87.76(6) . . ?
O1 Mn1 N2 93.06(7) . . ?
O2 Mn1 N1 91.88(7) . . ?
O1 Mn1 N1 86.84(7) . . ?
N2 Mn1 N1 107.52(7) . . ?
O2 Mn1 N4 92.06(7) . . ?
O1 Mn1 N4 89.09(7) . . ?
N2 Mn1 N4 85.18(7) . . ?
N1 Mn1 N4 166.83(7) . . ?
O2 Mn1 N3 84.40(7) . . ?
O1 Mn1 N3 95.08(7) . . ?
N2 Mn1 N3 163.48(7) . . ?
N1 Mn1 N3 87.29(7) . . ?
N4 Mn1 N3 80.61(7) . . ?
C16 N2 C15 117.53(18) . . ?
C16 N2 Mn1 123.67(14) . . ?
C15 N2 Mn1 118.21(13) . . ?
C1 O1 Mn1 123.01(12) . . ?
C25 C26 C27 118.8(3) . . ?
C25 C26 H26A 120.6 . . ?
C27 C26 H26A 120.6 . . ?
C22 O2 Mn1 125.29(13) . . ?
C7 N1 C8 118.14(19) . . ?
C7 N1 Mn1 122.75(15) . . ?
C8 N1 Mn1 118.81(14) . . ?
C11 N3 C10 111.83(19) . . ?
C11 N3 Mn1 107.31(14) . . ?
C10 N3 Mn1 116.42(15) . . ?
C11 N3 H3 109.2(17) . . ?
C10 N3 H3 109.0(17) . . ?
Mn1 N3 H3 102.6(18) . . ?
C12 N4 C13 111.74(17) . . ?
C12 N4 Mn1 108.36(14) . . ?
C13 N4 Mn1 116.96(14) . . ?
C12 N4 H4 108.4(16) . . ?
C13 N4 H4 107.3(15) . . ?
Mn1 N4 H4 103.5(15) . . ?
C34 C29 C30 114.6(2) . . ?
C34 C29 B1 123.33(19) . . ?
C30 C29 B1 121.84(19) . . ?
F3 C19 C18 119.3(2) . . ?
F3 C19 C20 118.31(19) . . ?
C18 C19 C20 122.4(2) . . ?
O2 C22 C21 118.45(18) . . ?
O2 C22 C17 124.77(17) . . ?
C21 C22 C17 116.67(18) . . ?
C22 C17 C18 120.15(19) . . ?
C22 C17 C16 120.78(18) . . ?
C18 C17 C16 118.50(19) . . ?
C39 C38 C37 118.4(2) . . ?
C39 C38 H38A 120.8 . . ?
C37 C38 H38A 120.8 . . ?
N2 C16 C17 124.57(19) . . ?
N2 C16 H16A 117.7 . . ?
C17 C16 H16A 117.7 . . ?
O1 C1 C2 119.02(19) . . ?
O1 C1 C6 124.58(19) . . ?
C2 C1 C6 116.4(2) . . ?
C4 C5 C6 119.6(2) . . ?
C4 C5 H5A 120.2 . . ?
C6 C5 H5A 120.2 . . ?
C40 C35 C36 113.98(19) . . ?
C40 C35 B1 121.54(19) . . ?
C36 C35 B1 124.47(19) . . ?
C31 C30 C29 123.0(2) . . ?
C31 C30 H30A 118.5 . . ?
C29 C30 H30A 118.5 . . ?
F2 C2 C3 118.8(2) . . ?
F2 C2 C1 117.8(2) . . ?
C3 C2 C1 123.4(2) . . ?
C33 C34 C29 122.9(2) . . ?
C33 C34 H34A 118.5 . . ?
C29 C34 H34A 118.5 . . ?
C21 C20 C19 117.5(2) . . ?
C21 C20 H20A 121.3 . . ?
C19 C20 H20A 121.3 . . ?
C39 C40 C35 123.9(2) . . ?
C39 C40 H40A 118.0 . . ?
C35 C40 H40A 118.0 . . ?
C38 C37 C36 120.8(2) . . ?
C38 C37 H37A 119.6 . . ?
C36 C37 H37A 119.6 . . ?
N1 C7 C6 124.5(2) . . ?
N1 C7 H7A 117.7 . . ?
C6 C7 H7A 117.7 . . ?
C13 C14 C15 115.91(19) . . ?
C13 C14 H14A 108.3 . . ?
C15 C14 H14A 108.3 . . ?
C13 C14 H14B 108.3 . . ?
C15 C14 H14B 108.3 . . ?
H14A C14 H14B 107.4 . . ?
F4 C21 C20 118.98(18) . . ?
F4 C21 C22 117.10(18) . . ?
C20 C21 C22 123.9(2) . . ?
N3 C10 C9 113.4(2) . . ?
N3 C10 H10A 108.9 . . ?
C9 C10 H10A 108.9 . . ?
N3 C10 H10B 108.9 . . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C37 C36 C35 122.8(2) . . ?
C37 C36 H36A 118.6 . . ?
C35 C36 H36A 118.6 . . ?
C19 C18 C17 119.3(2) . . ?
C19 C18 H18A 120.3 . . ?
C17 C18 H18A 120.3 . . ?
C5 C6 C1 120.3(2) . . ?
C5 C6 C7 119.3(2) . . ?
C1 C6 C7 120.1(2) . . ?
C38 C39 C40 120.0(2) . . ?
C38 C39 H39A 120.0 . . ?
C40 C39 H39A 120.0 . . ?
C28 C23 C24 114.4(2) . . ?
C28 C23 B1 123.5(2) . . ?
C24 C23 B1 121.9(2) . . ?
C27 C28 C23 123.4(2) . . ?
C27 C28 H28A 118.3 . . ?
C23 C28 H28A 118.3 . . ?
C26 C27 C28 119.9(3) . . ?
C26 C27 H27A 120.0 . . ?
C28 C27 H27A 120.0 . . ?
C5 C4 F1 119.4(3) . . ?
C5 C4 C3 122.3(2) . . ?
F1 C4 C3 118.3(2) . . ?
C10 C9 C8 116.2(2) . . ?
C10 C9 H9A 108.2 . . ?
C8 C9 H9A 108.2 . . ?
C10 C9 H9B 108.2 . . ?
C8 C9 H9B 108.2 . . ?
H9A C9 H9B 107.4 . . ?
C32 C33 C34 120.4(3) . . ?
C32 C33 H33A 119.8 . . ?
C34 C33 H33A 119.8 . . ?
N2 C15 C14 110.07(18) . . ?
N2 C15 H15A 109.6 . . ?
C14 C15 H15A 109.6 . . ?
N2 C15 H15B 109.6 . . ?
C14 C15 H15B 109.6 . . ?
H15A C15 H15B 108.2 . . ?
N4 C12 C11 109.17(18) . . ?
N4 C12 H12A 109.8 . . ?
C11 C12 H12A 109.8 . . ?
N4 C12 H12B 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.3 . . ?
N3 C11 C12 109.7(2) . . ?
N3 C11 H11A 109.7 . . ?
C12 C11 H11A 109.7 . . ?
N3 C11 H11B 109.7 . . ?
C12 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
C41' B1 C23 100.8(5) . . ?
C41' B1 C29 117.7(5) . . ?
C23 B1 C29 107.75(17) . . ?
C41' B1 C35 110.2(5) . . ?
C23 B1 C35 110.33(18) . . ?
C29 B1 C35 109.66(18) . . ?
C23 B1 C41 112.16(19) . . ?
C29 B1 C41 105.37(18) . . ?
C35 B1 C41 111.37(18) . . ?
C32 C31 C30 120.3(2) . . ?
C32 C31 H31A 119.8 . . ?
C30 C31 H31A 119.8 . . ?
C2 C3 C4 118.1(2) . . ?
C2 C3 H3A 121.0 . . ?
C4 C3 H3A 121.0 . . ?
C26 C25 C24 120.3(3) . . ?
C26 C25 H25A 119.8 . . ?
C24 C25 H25A 119.8 . . ?
N1 C8 C9 110.16(18) . . ?
N1 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
N1 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
N4 C13 C14 113.04(17) . . ?
N4 C13 H13A 109.0 . . ?
C14 C13 H13A 109.0 . . ?
N4 C13 H13B 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C25 C24 C23 123.2(3) . . ?
C25 C24 H24A 118.4 . . ?
C23 C24 H24A 118.4 . . ?
C33 C32 C31 118.7(2) . . ?
C33 C32 H32A 120.7 . . ?
C31 C32 H32A 120.7 . . ?
C42 C41 C46 120.0 . . ?
C42 C41 B1 121.44(15) . . ?
C46 C41 B1 118.55(15) . . ?
C43 C42 C41 120.0 . . ?
C43 C42 H42A 120.0 . . ?
C41 C42 H42A 120.0 . . ?
C42 C43 C44 120.0 . . ?
C42 C43 H43A 120.0 . . ?
C44 C43 H43A 120.0 . . ?
C45 C44 C43 120.0 . . ?
C45 C44 H44A 120.0 . . ?
C43 C44 H44A 120.0 . . ?
C44 C45 C46 120.0 . . ?
C44 C45 H45A 120.0 . . ?
C46 C45 H45A 120.0 . . ?
C45 C46 C41 120.0 . . ?
C45 C46 H46A 120.0 . . ?
C41 C46 H46A 120.0 . . ?
C42' C41' C46' 120.0 . . ?
C42' C41' B1 118.7(6) . . ?
C46' C41' B1 120.7(6) . . ?
C41' C42' C43' 120.0 . . ?
C41' C42' H42B 120.0 . . ?
C43' C42' H42B 120.0 . . ?
C44' C43' C42' 120.0 . . ?
C44' C43' H43B 120.0 . . ?
C42' C43' H43B 120.0 . . ?
C43' C44' C45' 120.0 . . ?
C43' C44' H44B 120.0 . . ?
C45' C44' H44B 120.0 . . ?
C46' C45' C44' 120.0 . . ?
C46' C45' H45B 120.0 . . ?
C44' C45' H45B 120.0 . . ?
C45' C46' C41' 120.0 . . ?
C45' C46' H46C 120.0 . . ?
C41' C46' H46C 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Mn1 O1 C1 62.47(16) . . . . ?
N1 Mn1 O1 C1 -44.93(16) . . . . ?
N4 Mn1 O1 C1 147.59(16) . . . . ?
N3 Mn1 O1 C1 -131.92(16) . . . . ?
N2 Mn1 O2 C22 -38.99(15) . . . . ?
N1 Mn1 O2 C22 68.48(15) . . . . ?
N4 Mn1 O2 C22 -124.09(15) . . . . ?
N3 Mn1 O2 C22 155.56(16) . . . . ?
Mn1 O2 C22 C21 -152.08(15) . . . . ?
Mn1 O2 C22 C17 31.9(3) . . . . ?
O2 C22 C17 C18 174.33(19) . . . . ?
C21 C22 C17 C18 -1.7(3) . . . . ?
O2 C22 C17 C16 3.2(3) . . . . ?
C21 C22 C17 C16 -172.89(19) . . . . ?
C15 N2 C16 C17 165.94(19) . . . . ?
Mn1 N2 C16 C17 -5.1(3) . . . . ?
C22 C17 C16 N2 -15.6(3) . . . . ?
C18 C17 C16 N2 173.1(2) . . . . ?
Mn1 O1 C1 C2 -145.56(17) . . . . ?
Mn1 O1 C1 C6 36.3(3) . . . . ?
C34 C29 C30 C31 -0.8(3) . . . . ?
B1 C29 C30 C31 -175.6(2) . . . . ?
O1 C1 C2 F2 1.9(3) . . . . ?
C6 C1 C2 F2 -179.8(2) . . . . ?
O1 C1 C2 C3 -179.1(2) . . . . ?
C6 C1 C2 C3 -0.8(4) . . . . ?
C30 C29 C34 C33 1.6(3) . . . . ?
B1 C29 C34 C33 176.3(2) . . . . ?
F3 C19 C20 C21 179.51(19) . . . . ?
C18 C19 C20 C21 -0.2(3) . . . . ?
C36 C35 C40 C39 0.8(3) . . . . ?
B1 C35 C40 C39 -178.1(2) . . . . ?
C39 C38 C37 C36 1.1(3) . . . . ?
C8 N1 C7 C6 168.4(2) . . . . ?
Mn1 N1 C7 C6 -5.2(3) . . . . ?
C19 C20 C21 F4 -178.0(2) . . . . ?
C19 C20 C21 C22 0.3(3) . . . . ?
O2 C22 C21 F4 2.7(3) . . . . ?
C17 C22 C21 F4 179.03(18) . . . . ?
O2 C22 C21 C20 -175.6(2) . . . . ?
C17 C22 C21 C20 0.7(3) . . . . ?
C11 N3 C10 C9 178.6(2) . . . . ?
Mn1 N3 C10 C9 -57.5(2) . . . . ?
C38 C37 C36 C35 -1.1(3) . . . . ?
C40 C35 C36 C37 0.1(3) . . . . ?
B1 C35 C36 C37 179.0(2) . . . . ?
F3 C19 C18 C17 179.46(19) . . . . ?
C20 C19 C18 C17 -0.8(3) . . . . ?
C22 C17 C18 C19 1.8(3) . . . . ?
C16 C17 C18 C19 173.17(19) . . . . ?
C4 C5 C6 C1 0.9(4) . . . . ?
C4 C5 C6 C7 174.6(2) . . . . ?
O1 C1 C6 C5 178.1(2) . . . . ?
C2 C1 C6 C5 -0.1(3) . . . . ?
O1 C1 C6 C7 4.4(3) . . . . ?
C2 C1 C6 C7 -173.7(2) . . . . ?
N1 C7 C6 C5 167.0(2) . . . . ?
N1 C7 C6 C1 -19.2(4) . . . . ?
C37 C38 C39 C40 -0.3(4) . . . . ?
C35 C40 C39 C38 -0.7(4) . . . . ?
C24 C23 C28 C27 -0.7(4) . . . . ?
B1 C23 C28 C27 173.8(2) . . . . ?
C25 C26 C27 C28 1.1(4) . . . . ?
C23 C28 C27 C26 -0.3(4) . . . . ?
C6 C5 C4 F1 -179.5(2) . . . . ?
C6 C5 C4 C3 -0.9(4) . . . . ?
N3 C10 C9 C8 66.9(3) . . . . ?
C29 C34 C33 C32 -0.5(4) . . . . ?
C16 N2 C15 C14 -104.1(2) . . . . ?
Mn1 N2 C15 C14 67.5(2) . . . . ?
C13 C14 C15 N2 -66.4(2) . . . . ?
C13 N4 C12 C11 170.7(2) . . . . ?
Mn1 N4 C12 C11 40.4(2) . . . . ?
C10 N3 C11 C12 171.30(19) . . . . ?
Mn1 N3 C11 C12 42.5(2) . . . . ?
N4 C12 C11 N3 -56.8(3) . . . . ?
C28 C23 B1 C41' 153.6(5) . . . . ?
C24 C23 B1 C41' -32.3(5) . . . . ?
C28 C23 B1 C29 -82.5(2) . . . . ?
C24 C23 B1 C29 91.6(2) . . . . ?
C28 C23 B1 C35 37.2(3) . . . . ?
C24 C23 B1 C35 -148.7(2) . . . . ?
C28 C23 B1 C41 162.0(2) . . . . ?
C24 C23 B1 C41 -24.0(3) . . . . ?
C34 C29 B1 C41' -96.5(6) . . . . ?
C30 C29 B1 C41' 77.8(6) . . . . ?
C34 C29 B1 C23 150.5(2) . . . . ?
C30 C29 B1 C23 -35.1(3) . . . . ?
C34 C29 B1 C35 30.4(3) . . . . ?
C30 C29 B1 C35 -155.23(19) . . . . ?
C34 C29 B1 C41 -89.5(2) . . . . ?
C30 C29 B1 C41 84.8(2) . . . . ?
C40 C35 B1 C41' 173.1(5) . . . . ?
C36 C35 B1 C41' -5.7(5) . . . . ?
C40 C35 B1 C23 -76.5(3) . . . . ?
C36 C35 B1 C23 104.7(2) . . . . ?
C40 C35 B1 C29 42.0(3) . . . . ?
C36 C35 B1 C29 -136.8(2) . . . . ?
C40 C35 B1 C41 158.3(2) . . . . ?
C36 C35 B1 C41 -20.6(3) . . . . ?
C29 C30 C31 C32 -1.0(4) . . . . ?
F2 C2 C3 C4 179.8(2) . . . . ?
C1 C2 C3 C4 0.8(4) . . . . ?
C5 C4 C3 C2 0.0(4) . . . . ?
F1 C4 C3 C2 178.7(2) . . . . ?
C27 C26 C25 C24 -0.8(4) . . . . ?
C7 N1 C8 C9 -109.6(2) . . . . ?
Mn1 N1 C8 C9 64.4(2) . . . . ?
C10 C9 C8 N1 -68.3(3) . . . . ?
C12 N4 C13 C14 174.8(2) . . . . ?
Mn1 N4 C13 C14 -59.5(2) . . . . ?
C15 C14 C13 N4 64.1(3) . . . . ?
C26 C25 C24 C23 -0.3(4) . . . . ?
C28 C23 C24 C25 1.0(4) . . . . ?
B1 C23 C24 C25 -173.6(2) . . . . ?
C34 C33 C32 C31 -1.4(4) . . . . ?
C30 C31 C32 C33 2.1(4) . . . . ?
C23 B1 C41 C42 124.27(18) . . . . ?
C29 B1 C41 C42 7.3(2) . . . . ?
C35 B1 C41 C42 -111.52(19) . . . . ?
C23 B1 C41 C46 -56.5(2) . . . . ?
C29 B1 C41 C46 -173.43(15) . . . . ?
C35 B1 C41 C46 67.7(2) . . . . ?
C46 C41 C42 C43 0.0 . . . . ?
B1 C41 C42 C43 179.2(2) . . . . ?
C41 C42 C43 C44 0.0 . . . . ?
C42 C43 C44 C45 0.0 . . . . ?
C43 C44 C45 C46 0.0 . . . . ?
C44 C45 C46 C41 0.0 . . . . ?
C42 C41 C46 C45 0.0 . . . . ?
B1 C41 C46 C45 -179.3(2) . . . . ?
C23 B1 C41' C42' 136.4(6) . . . . ?
C29 B1 C41' C42' 19.6(8) . . . . ?
C35 B1 C41' C42' -107.1(6) . . . . ?
C23 B1 C41' C46' -52.1(7) . . . . ?
C29 B1 C41' C46' -168.9(4) . . . . ?
C35 B1 C41' C46' 64.4(7) . . . . ?
C46' C41' C42' C43' 0.0 . . . . ?
B1 C41' C42' C43' 171.5(10) . . . . ?
C41' C42' C43' C44' 0.0 . . . . ?
C42' C43' C44' C45' 0.0 . . . . ?
C43' C44' C45' C46' 0.0 . . . . ?
C44' C45' C46' C41' 0.0 . . . . ?
C42' C41' C46' C45' 0.0 . . . . ?
B1 C41' C46' C45' -171.4(10) . . . . ?

_refine_diff_density_max         0.472
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_4_160
_database_code_depnum_ccdc_archive 'CCDC 2162852'
loop_
_audit_author_name
_audit_author_address
'Denis Korchagin'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2022-03-29 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 F4 Mn N4 O2, C24 H20 B'
_chemical_formula_sum            'C46 H44 B F4 Mn N4 O2'
_chemical_formula_weight         826.60

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.2739(7)
_cell_length_b                   21.7237(6)
_cell_length_c                   14.5807(6)
_cell_angle_alpha                90
_cell_angle_beta                 118.570(6)
_cell_angle_gamma                90
_cell_volume                     3970.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    160.0(1)
_cell_measurement_reflns_used    8666
_cell_measurement_theta_min      2.8486
_cell_measurement_theta_max      31.5437

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_F_000             1720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.396
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.83479
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      160.0(1)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector_area_resol_mean 16.2060
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            34504
_diffrn_reflns_av_unetI/netI     0.0829
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.919
_diffrn_reflns_theta_max         29.068
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10602
_reflns_number_gt                7240
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0313P)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         10602
_refine_ls_number_parameters     531
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1063
_refine_ls_wR_factor_gt          0.0929
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_refine_ls_shift/su_max          0.001
_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 0.81420(2) 0.17793(2) 0.15180(2) 0.01879(8) Uani 1 1 d . . . . .
F4 F 0.58705(10) 0.23643(5) 0.25949(9) 0.0348(3) Uani 1 1 d . . . . .
F2 F 1.03100(11) 0.10871(7) 0.03849(10) 0.0560(4) Uani 1 1 d . . . . .
F3 F 0.45671(10) 0.03915(6) 0.26827(9) 0.0372(3) Uani 1 1 d . . . . .
N2 N 0.82798(13) 0.08679(7) 0.19185(12) 0.0227(4) Uani 1 1 d . . . . .
O1 O 0.88618(11) 0.16753(6) 0.07364(9) 0.0224(3) Uani 1 1 d . . . . .
C26 C 0.5753(2) -0.07986(12) 0.43743(17) 0.0440(6) Uani 1 1 d . . . . .
H26A H 0.530611 -0.063257 0.460976 0.053 Uiso 1 1 calc R U . . .
O2 O 0.74174(10) 0.18998(6) 0.22795(9) 0.0203(3) Uani 1 1 d . . . . .
N1 N 0.67500(14) 0.18174(8) 0.01276(13) 0.0288(4) Uani 1 1 d . . . . .
N3 N 0.81988(15) 0.27610(9) 0.15011(14) 0.0279(4) Uani 1 1 d . . . . .
N4 N 0.96399(14) 0.18986(8) 0.28737(12) 0.0239(4) Uani 1 1 d . . . . .
F1 F 0.76461(13) 0.01409(6) -0.26279(10) 0.0584(4) Uani 1 1 d . . . . .
C44 C 0.71387(19) -0.35323(11) 0.2159(2) 0.0480(7) Uani 1 1 d . . . . .
H44A H 0.701235 -0.394482 0.196783 0.058 Uiso 1 1 calc R U . . .
C29 C 0.74502(16) -0.11485(8) 0.19921(13) 0.0213(4) Uani 1 1 d . . . . .
C19 C 0.52745(16) 0.07540(10) 0.25549(14) 0.0267(5) Uani 1 1 d . . . . .
C45 C 0.74515(18) -0.33609(11) 0.3173(2) 0.0470(7) Uani 1 1 d . . . . .
H45A H 0.753484 -0.365614 0.366860 0.056 Uiso 1 1 calc R U . . .
C22 C 0.67164(15) 0.15094(8) 0.23142(13) 0.0189(4) Uani 1 1 d . . . . .
C17 C 0.67554(15) 0.08650(8) 0.22250(13) 0.0196(4) Uani 1 1 d . . . . .
C38 C 1.13381(17) -0.12235(10) 0.51833(14) 0.0294(5) Uani 1 1 d . . . . .
H38A H 1.206500 -0.115526 0.560027 0.035 Uiso 1 1 calc R U . . .
C16 C 0.76281(16) 0.05797(9) 0.21437(14) 0.0242(4) Uani 1 1 d . . . . .
H16A H 0.772553 0.015821 0.226259 0.029 Uiso 1 1 calc R U . . .
C1 C 0.85190(17) 0.13000(9) -0.00822(14) 0.0230(4) Uani 1 1 d . . . . .
C5 C 0.7145(2) 0.07985(10) -0.16569(15) 0.0339(5) Uani 1 1 d . . . . .
H5A H 0.643056 0.073311 -0.213258 0.041 Uiso 1 1 calc R U . . .
C35 C 0.91098(16) -0.14436(9) 0.38699(13) 0.0230(4) Uani 1 1 d . . . . .
C30 C 0.63942(16) -0.09586(9) 0.13729(14) 0.0246(4) Uani 1 1 d . . . . .
H30A H 0.590633 -0.103048 0.161285 0.030 Uiso 1 1 calc R U . . .
C2 C 0.92675(19) 0.09939(10) -0.02843(16) 0.0327(5) Uani 1 1 d . . . . .
C34 C 0.81315(17) -0.10311(9) 0.15698(14) 0.0286(5) Uani 1 1 d . . . . .
H34A H 0.883880 -0.115755 0.194040 0.034 Uiso 1 1 calc R U . . .
C20 C 0.51886(16) 0.13846(9) 0.26215(14) 0.0251(4) Uani 1 1 d . . . . .
H20A H 0.466304 0.155797 0.274410 0.030 Uiso 1 1 calc R U . . .
C40 C 0.95835(17) -0.08551(9) 0.40083(14) 0.0288(5) Uani 1 1 d . . . . .
H40A H 0.914543 -0.052375 0.365728 0.035 Uiso 1 1 calc R U . . .
C37 C 1.09095(17) -0.18073(10) 0.50969(14) 0.0264(5) Uani 1 1 d . . . . .
H37A H 1.135044 -0.213148 0.547601 0.032 Uiso 1 1 calc R U . . .
C7 C 0.66116(17) 0.15345(10) -0.07039(15) 0.0300(5) Uani 1 1 d . . . . .
H7A H 0.593820 0.155086 -0.128569 0.036 Uiso 1 1 calc R U . . .
C14 C 1.02082(17) 0.07961(9) 0.31165(15) 0.0312(5) Uani 1 1 d . . . . .
H14A H 1.003838 0.076362 0.368425 0.037 Uiso 1 1 calc R U . . .
H14B H 1.082579 0.053828 0.329161 0.037 Uiso 1 1 calc R U . . .
C21 C 0.59084(16) 0.17415(9) 0.24996(14) 0.0226(4) Uani 1 1 d . . . . .
C10 C 0.71843(18) 0.30951(10) 0.11893(16) 0.0330(5) Uani 1 1 d . . . . .
H10A H 0.731101 0.353346 0.118382 0.040 Uiso 1 1 calc R U . . .
H10B H 0.695360 0.302032 0.170641 0.040 Uiso 1 1 calc R U . . .
C41 C 0.75519(16) -0.22711(9) 0.27421(16) 0.0297(5) Uani 1 1 d . . . . .
C36 C 0.98268(16) -0.19130(9) 0.44488(13) 0.0238(4) Uani 1 1 d . . . . .
H36A H 0.956702 -0.231129 0.439681 0.029 Uiso 1 1 calc R U . . .
C18 C 0.60307(16) 0.04885(9) 0.23653(14) 0.0242(4) Uani 1 1 d . . . . .
H18A H 0.606743 0.006245 0.232888 0.029 Uiso 1 1 calc R U . . .
C6 C 0.74353(17) 0.11924(9) -0.07935(14) 0.0255(4) Uani 1 1 d . . . . .
C39 C 1.06598(17) -0.07443(10) 0.46350(14) 0.0312(5) Uani 1 1 d . . . . .
H39A H 1.092860 -0.034821 0.468868 0.037 Uiso 1 1 calc R U . . .
C23 C 0.71127(17) -0.12942(9) 0.36266(14) 0.0263(5) Uani 1 1 d . . . . .
C28 C 0.73827(18) -0.07744(10) 0.42691(15) 0.0332(5) Uani 1 1 d . . . . .
H28A H 0.803352 -0.058351 0.446031 0.040 Uiso 1 1 calc R U . . .
C27 C 0.6724(2) -0.05297(11) 0.46350(17) 0.0411(6) Uani 1 1 d . . . . .
H27A H 0.693970 -0.018212 0.505885 0.049 Uiso 1 1 calc R U . . .
C4 C 0.7928(2) 0.05151(10) -0.17836(16) 0.0370(6) Uani 1 1 d . . . . .
C9 C 0.62994(18) 0.29065(11) 0.01247(16) 0.0386(6) Uani 1 1 d . . . . .
H9A H 0.654934 0.296820 -0.038119 0.046 Uiso 1 1 calc R U . . .
H9B H 0.569971 0.318140 -0.006170 0.046 Uiso 1 1 calc R U . . .
C33 C 0.77921(19) -0.07326(10) 0.06163(15) 0.0376(6) Uani 1 1 d . . . . .
H33A H 0.827321 -0.065833 0.036876 0.045 Uiso 1 1 calc R U . . .
C15 C 0.92702(16) 0.05413(9) 0.21276(15) 0.0277(5) Uani 1 1 d . . . . .
H15A H 0.940532 0.059317 0.154043 0.033 Uiso 1 1 calc R U . . .
H15B H 0.919060 0.010488 0.221314 0.033 Uiso 1 1 calc R U . . .
C12 C 0.99960(17) 0.25426(9) 0.28971(16) 0.0304(5) Uani 1 1 d . . . . .
H12A H 1.031100 0.258549 0.244039 0.037 Uiso 1 1 calc R U . . .
H12B H 1.053010 0.265112 0.360057 0.037 Uiso 1 1 calc R U . . .
C11 C 0.90449(17) 0.29626(9) 0.25397(16) 0.0321(5) Uani 1 1 d . . . . .
H11A H 0.877740 0.295165 0.303845 0.039 Uiso 1 1 calc R U . . .
H11B H 0.925338 0.338235 0.249785 0.039 Uiso 1 1 calc R U . . .
C46 C 0.76465(18) -0.27286(10) 0.34595(19) 0.0410(6) Uani 1 1 d . . . . .
H46A H 0.784258 -0.261572 0.414304 0.049 Uiso 1 1 calc R U . . .
B1 B 0.78230(19) -0.15444(10) 0.30810(16) 0.0240(5) Uani 1 1 d . . . . .
C31 C 0.60403(19) -0.06668(10) 0.04137(15) 0.0346(5) Uani 1 1 d . . . . .
H31A H 0.532831 -0.055242 0.002471 0.042 Uiso 1 1 calc R U . . .
C43 C 0.70145(18) -0.31012(10) 0.1437(2) 0.0419(6) Uani 1 1 d . . . . .
H43A H 0.678741 -0.321737 0.074851 0.050 Uiso 1 1 calc R U . . .
C3 C 0.8993(2) 0.06017(10) -0.11120(16) 0.0387(6) Uani 1 1 d . . . . .
H3A H 0.951198 0.040145 -0.121410 0.046 Uiso 1 1 calc R U . . .
C25 C 0.5459(2) -0.13191(12) 0.37569(17) 0.0456(6) Uani 1 1 d . . . . .
H25A H 0.481030 -0.150886 0.357859 0.055 Uiso 1 1 calc R U . . .
C8 C 0.58988(17) 0.22475(10) 0.00211(16) 0.0353(5) Uani 1 1 d . . . . .
H8A H 0.569995 0.216323 0.055854 0.042 Uiso 1 1 calc R U . . .
H8B H 0.527295 0.219153 -0.065413 0.042 Uiso 1 1 calc R U . . .
C13 C 1.05089(16) 0.14580(10) 0.30524(15) 0.0293(5) Uani 1 1 d . . . . .
H13A H 1.114112 0.156493 0.369734 0.035 Uiso 1 1 calc R U . . .
H13B H 1.068222 0.149562 0.248757 0.035 Uiso 1 1 calc R U . . .
C24 C 0.61278(18) -0.15616(11) 0.33997(15) 0.0353(5) Uani 1 1 d . . . . .
H24A H 0.591427 -0.191619 0.299306 0.042 Uiso 1 1 calc R U . . .
C32 C 0.6746(2) -0.05473(11) 0.00401(16) 0.0404(6) Uani 1 1 d . . . . .
H32A H 0.651836 -0.034421 -0.059279 0.048 Uiso 1 1 calc R U . . .
C42 C 0.72258(17) -0.24858(10) 0.17236(18) 0.0334(5) Uani 1 1 d . . . . .
H42A H 0.714739 -0.220107 0.121534 0.040 Uiso 1 1 calc R U . . .
H4 H 0.9489(17) 0.1854(9) 0.3362(15) 0.028(6) Uiso 1 1 d . . . . .
H3 H 0.838(2) 0.2834(11) 0.1121(17) 0.042(8) 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 O2 1.8626(13) . ?
Mn1 O1 1.8777(13) . ?
Mn1 N2 2.0468(16) . ?
Mn1 N1 2.0523(17) . ?
Mn1 N4 2.1221(17) . ?
Mn1 N3 2.1348(19) . ?
F4 C21 1.364(2) . ?
F2 C2 1.349(2) . ?
F3 C19 1.362(2) . ?
N2 C16 1.287(2) . ?
N2 C15 1.477(2) . ?
O1 C1 1.330(2) . ?
C26 C25 1.380(3) . ?
C26 C27 1.380(3) . ?
C26 H26A 0.9300 . ?
O2 C22 1.331(2) . ?
N1 C7 1.288(2) . ?
N1 C8 1.481(3) . ?
N3 C11 1.481(3) . ?
N3 C10 1.483(3) . ?
N3 H3 0.73(2) . ?
N4 C12 1.483(2) . ?
N4 C13 1.488(3) . ?
N4 H4 0.84(2) . ?
F1 C4 1.365(2) . ?
C44 C43 1.356(3) . ?
C44 C45 1.377(4) . ?
C44 H44A 0.9300 . ?
C29 C30 1.398(3) . ?
C29 C34 1.401(3) . ?
C29 B1 1.654(3) . ?
C19 C18 1.364(3) . ?
C19 C20 1.383(3) . ?
C45 C46 1.424(3) . ?
C45 H45A 0.9300 . ?
C22 C21 1.399(3) . ?
C22 C17 1.410(2) . ?
C17 C18 1.408(3) . ?
C17 C16 1.446(3) . ?
C38 C39 1.386(3) . ?
C38 C37 1.387(3) . ?
C38 H38A 0.9300 . ?
C16 H16A 0.9300 . ?
C1 C2 1.404(3) . ?
C1 C6 1.410(3) . ?
C5 C4 1.363(3) . ?
C5 C6 1.411(3) . ?
C5 H5A 0.9300 . ?
C35 C36 1.405(3) . ?
C35 C40 1.415(3) . ?
C35 B1 1.651(3) . ?
C30 C31 1.392(3) . ?
C30 H30A 0.9300 . ?
C2 C3 1.373(3) . ?
C34 C33 1.394(3) . ?
C34 H34A 0.9300 . ?
C20 C21 1.365(3) . ?
C20 H20A 0.9300 . ?
C40 C39 1.382(3) . ?
C40 H40A 0.9300 . ?
C37 C36 1.392(3) . ?
C37 H37A 0.9300 . ?
C7 C6 1.449(3) . ?
C7 H7A 0.9300 . ?
C14 C13 1.516(3) . ?
C14 C15 1.527(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C10 C9 1.516(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C41 C46 1.402(3) . ?
C41 C42 1.407(3) . ?
C41 B1 1.644(3) . ?
C36 H36A 0.9300 . ?
C18 H18A 0.9300 . ?
C39 H39A 0.9300 . ?
C23 C28 1.399(3) . ?
C23 C24 1.407(3) . ?
C23 B1 1.652(3) . ?
C28 C27 1.389(3) . ?
C28 H28A 0.9300 . ?
C27 H27A 0.9300 . ?
C4 C3 1.372(3) . ?
C9 C8 1.522(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C33 C32 1.378(3) . ?
C33 H33A 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C12 C11 1.507(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C46 H46A 0.9300 . ?
C31 C32 1.380(3) . ?
C31 H31A 0.9300 . ?
C43 C42 1.390(3) . ?
C43 H43A 0.9300 . ?
C3 H3A 0.9300 . ?
C25 C24 1.391(3) . ?
C25 H25A 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C24 H24A 0.9300 . ?
C32 H32A 0.9300 . ?
C42 H42A 0.9300 . ?

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
O2 Mn1 O1 178.71(6) . . ?
O2 Mn1 N2 88.33(6) . . ?
O1 Mn1 N2 92.92(6) . . ?
O2 Mn1 N1 91.83(6) . . ?
O1 Mn1 N1 87.57(6) . . ?
N2 Mn1 N1 103.67(7) . . ?
O2 Mn1 N4 91.54(6) . . ?
O1 Mn1 N4 88.86(6) . . ?
N2 Mn1 N4 86.32(6) . . ?
N1 Mn1 N4 169.54(7) . . ?
O2 Mn1 N3 84.35(6) . . ?
O1 Mn1 N3 94.50(6) . . ?
N2 Mn1 N3 166.07(6) . . ?
N1 Mn1 N3 88.42(7) . . ?
N4 Mn1 N3 82.06(7) . . ?
C16 N2 C15 116.79(17) . . ?
C16 N2 Mn1 124.09(14) . . ?
C15 N2 Mn1 118.38(13) . . ?
C1 O1 Mn1 123.03(12) . . ?
C25 C26 C27 118.6(2) . . ?
C25 C26 H26A 120.7 . . ?
C27 C26 H26A 120.7 . . ?
C22 O2 Mn1 125.10(11) . . ?
C7 N1 C8 116.98(18) . . ?
C7 N1 Mn1 123.44(15) . . ?
C8 N1 Mn1 119.16(13) . . ?
C11 N3 C10 111.58(17) . . ?
C11 N3 Mn1 107.49(12) . . ?
C10 N3 Mn1 117.09(14) . . ?
C11 N3 H3 107.6(19) . . ?
C10 N3 H3 108(2) . . ?
Mn1 N3 H3 105(2) . . ?
C12 N4 C13 110.79(16) . . ?
C12 N4 Mn1 108.55(12) . . ?
C13 N4 Mn1 117.96(12) . . ?
C12 N4 H4 108.3(14) . . ?
C13 N4 H4 107.8(14) . . ?
Mn1 N4 H4 102.8(14) . . ?
C43 C44 C45 120.1(2) . . ?
C43 C44 H44A 119.9 . . ?
C45 C44 H44A 119.9 . . ?
C30 C29 C34 115.02(17) . . ?
C30 C29 B1 121.73(18) . . ?
C34 C29 B1 122.97(18) . . ?
F3 C19 C18 119.59(19) . . ?
F3 C19 C20 117.83(19) . . ?
C18 C19 C20 122.58(19) . . ?
C44 C45 C46 119.6(2) . . ?
C44 C45 H45A 120.2 . . ?
C46 C45 H45A 120.2 . . ?
O2 C22 C21 118.83(17) . . ?
O2 C22 C17 124.46(17) . . ?
C21 C22 C17 116.64(17) . . ?
C22 C17 C18 119.95(18) . . ?
C22 C17 C16 120.44(17) . . ?
C18 C17 C16 118.98(18) . . ?
C39 C38 C37 118.6(2) . . ?
C39 C38 H38A 120.7 . . ?
C37 C38 H38A 120.7 . . ?
N2 C16 C17 124.64(18) . . ?
N2 C16 H16A 117.7 . . ?
C17 C16 H16A 117.7 . . ?
O1 C1 C2 119.22(19) . . ?
O1 C1 C6 124.39(18) . . ?
C2 C1 C6 116.37(18) . . ?
C4 C5 C6 119.0(2) . . ?
C4 C5 H5A 120.5 . . ?
C6 C5 H5A 120.5 . . ?
C36 C35 C40 114.15(18) . . ?
C36 C35 B1 124.79(18) . . ?
C40 C35 B1 121.06(17) . . ?
C31 C30 C29 123.0(2) . . ?
C31 C30 H30A 118.5 . . ?
C29 C30 H30A 118.5 . . ?
F2 C2 C3 118.8(2) . . ?
F2 C2 C1 117.65(18) . . ?
C3 C2 C1 123.6(2) . . ?
C33 C34 C29 122.7(2) . . ?
C33 C34 H34A 118.7 . . ?
C29 C34 H34A 118.7 . . ?
C21 C20 C19 117.14(19) . . ?
C21 C20 H20A 121.4 . . ?
C19 C20 H20A 121.4 . . ?
C39 C40 C35 123.78(19) . . ?
C39 C40 H40A 118.1 . . ?
C35 C40 H40A 118.1 . . ?
C38 C37 C36 120.71(19) . . ?
C38 C37 H37A 119.6 . . ?
C36 C37 H37A 119.6 . . ?
N1 C7 C6 124.34(19) . . ?
N1 C7 H7A 117.8 . . ?
C6 C7 H7A 117.8 . . ?
C13 C14 C15 115.59(16) . . ?
C13 C14 H14A 108.4 . . ?
C15 C14 H14A 108.4 . . ?
C13 C14 H14B 108.4 . . ?
C15 C14 H14B 108.4 . . ?
H14A C14 H14B 107.4 . . ?
F4 C21 C20 118.77(18) . . ?
F4 C21 C22 116.99(17) . . ?
C20 C21 C22 124.20(18) . . ?
N3 C10 C9 113.25(17) . . ?
N3 C10 H10A 108.9 . . ?
C9 C10 H10A 108.9 . . ?
N3 C10 H10B 108.9 . . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C46 C41 C42 114.7(2) . . ?
C46 C41 B1 122.12(19) . . ?
C42 C41 B1 123.17(18) . . ?
C37 C36 C35 122.78(19) . . ?
C37 C36 H36A 118.6 . . ?
C35 C36 H36A 118.6 . . ?
C19 C18 C17 119.44(18) . . ?
C19 C18 H18A 120.3 . . ?
C17 C18 H18A 120.3 . . ?
C1 C6 C5 120.5(2) . . ?
C1 C6 C7 120.05(17) . . ?
C5 C6 C7 119.1(2) . . ?
C40 C39 C38 120.0(2) . . ?
C40 C39 H39A 120.0 . . ?
C38 C39 H39A 120.0 . . ?
C28 C23 C24 114.5(2) . . ?
C28 C23 B1 123.53(19) . . ?
C24 C23 B1 121.70(18) . . ?
C27 C28 C23 123.1(2) . . ?
C27 C28 H28A 118.5 . . ?
C23 C28 H28A 118.5 . . ?
C26 C27 C28 120.5(2) . . ?
C26 C27 H27A 119.8 . . ?
C28 C27 H27A 119.8 . . ?
F1 C4 C5 118.9(2) . . ?
F1 C4 C3 118.2(2) . . ?
C5 C4 C3 122.8(2) . . ?
C10 C9 C8 116.45(17) . . ?
C10 C9 H9A 108.2 . . ?
C8 C9 H9A 108.2 . . ?
C10 C9 H9B 108.2 . . ?
C8 C9 H9B 108.2 . . ?
H9A C9 H9B 107.3 . . ?
C32 C33 C34 120.2(2) . . ?
C32 C33 H33A 119.9 . . ?
C34 C33 H33A 119.9 . . ?
N2 C15 C14 109.95(16) . . ?
N2 C15 H15A 109.7 . . ?
C14 C15 H15A 109.7 . . ?
N2 C15 H15B 109.7 . . ?
C14 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
N4 C12 C11 108.73(17) . . ?
N4 C12 H12A 109.9 . . ?
C11 C12 H12A 109.9 . . ?
N4 C12 H12B 109.9 . . ?
C11 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?
N3 C11 C12 109.50(17) . . ?
N3 C11 H11A 109.8 . . ?
C12 C11 H11A 109.8 . . ?
N3 C11 H11B 109.8 . . ?
C12 C11 H11B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
C41 C46 C45 122.0(2) . . ?
C41 C46 H46A 119.0 . . ?
C45 C46 H46A 119.0 . . ?
C41 B1 C23 110.51(17) . . ?
C41 B1 C29 106.83(15) . . ?
C23 B1 C29 107.54(16) . . ?
C41 B1 C35 111.13(16) . . ?
C23 B1 C35 110.82(16) . . ?
C29 B1 C35 109.87(16) . . ?
C32 C31 C30 120.0(2) . . ?
C32 C31 H31A 120.0 . . ?
C30 C31 H31A 120.0 . . ?
C44 C43 C42 120.1(2) . . ?
C44 C43 H43A 119.9 . . ?
C42 C43 H43A 119.9 . . ?
C2 C3 C4 117.7(2) . . ?
C2 C3 H3A 121.1 . . ?
C4 C3 H3A 121.1 . . ?
C26 C25 C24 120.4(2) . . ?
C26 C25 H25A 119.8 . . ?
C24 C25 H25A 119.8 . . ?
N1 C8 C9 109.42(19) . . ?
N1 C8 H8A 109.8 . . ?
C9 C8 H8A 109.8 . . ?
N1 C8 H8B 109.8 . . ?
C9 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?
N4 C13 C14 112.58(17) . . ?
N4 C13 H13A 109.1 . . ?
C14 C13 H13A 109.1 . . ?
N4 C13 H13B 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C25 C24 C23 122.9(2) . . ?
C25 C24 H24A 118.6 . . ?
C23 C24 H24A 118.6 . . ?
C33 C32 C31 119.2(2) . . ?
C33 C32 H32A 120.4 . . ?
C31 C32 H32A 120.4 . . ?
C43 C42 C41 123.4(2) . . ?
C43 C42 H42A 118.3 . . ?
C41 C42 H42A 118.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Mn1 O1 C1 59.85(14) . . . . ?
N1 Mn1 O1 C1 -43.72(14) . . . . ?
N4 Mn1 O1 C1 146.11(14) . . . . ?
N3 Mn1 O1 C1 -131.95(14) . . . . ?
N2 Mn1 O2 C22 -38.62(14) . . . . ?
N1 Mn1 O2 C22 65.01(14) . . . . ?
N4 Mn1 O2 C22 -124.90(14) . . . . ?
N3 Mn1 O2 C22 153.24(14) . . . . ?
C43 C44 C45 C46 -0.2(4) . . . . ?
Mn1 O2 C22 C21 -152.03(13) . . . . ?
Mn1 O2 C22 C17 31.1(2) . . . . ?
O2 C22 C17 C18 174.31(16) . . . . ?
C21 C22 C17 C18 -2.6(2) . . . . ?
O2 C22 C17 C16 3.5(3) . . . . ?
C21 C22 C17 C16 -173.45(16) . . . . ?
C15 N2 C16 C17 165.03(17) . . . . ?
Mn1 N2 C16 C17 -4.9(3) . . . . ?
C22 C17 C16 N2 -15.9(3) . . . . ?
C18 C17 C16 N2 173.20(18) . . . . ?
Mn1 O1 C1 C2 -146.54(15) . . . . ?
Mn1 O1 C1 C6 34.9(2) . . . . ?
C34 C29 C30 C31 -0.8(3) . . . . ?
B1 C29 C30 C31 -174.90(18) . . . . ?
O1 C1 C2 F2 1.4(3) . . . . ?
C6 C1 C2 F2 -179.84(17) . . . . ?
O1 C1 C2 C3 -179.52(19) . . . . ?
C6 C1 C2 C3 -0.8(3) . . . . ?
C30 C29 C34 C33 1.6(3) . . . . ?
B1 C29 C34 C33 175.63(18) . . . . ?
F3 C19 C20 C21 179.52(16) . . . . ?
C18 C19 C20 C21 -0.7(3) . . . . ?
C36 C35 C40 C39 1.5(3) . . . . ?
B1 C35 C40 C39 -178.19(19) . . . . ?
C39 C38 C37 C36 1.9(3) . . . . ?
C8 N1 C7 C6 167.7(2) . . . . ?
Mn1 N1 C7 C6 -4.8(3) . . . . ?
C19 C20 C21 F4 -177.84(16) . . . . ?
C19 C20 C21 C22 0.0(3) . . . . ?
O2 C22 C21 F4 2.4(2) . . . . ?
C17 C22 C21 F4 179.51(14) . . . . ?
O2 C22 C21 C20 -175.45(17) . . . . ?
C17 C22 C21 C20 1.7(3) . . . . ?
C11 N3 C10 C9 179.44(17) . . . . ?
Mn1 N3 C10 C9 -56.1(2) . . . . ?
C38 C37 C36 C35 -1.3(3) . . . . ?
C40 C35 C36 C37 -0.3(3) . . . . ?
B1 C35 C36 C37 179.29(18) . . . . ?
F3 C19 C18 C17 179.48(16) . . . . ?
C20 C19 C18 C17 -0.3(3) . . . . ?
C22 C17 C18 C19 2.0(3) . . . . ?
C16 C17 C18 C19 173.00(17) . . . . ?
O1 C1 C6 C5 178.31(18) . . . . ?
C2 C1 C6 C5 -0.3(3) . . . . ?
O1 C1 C6 C7 4.7(3) . . . . ?
C2 C1 C6 C7 -173.99(19) . . . . ?
C4 C5 C6 C1 1.1(3) . . . . ?
C4 C5 C6 C7 174.82(19) . . . . ?
N1 C7 C6 C1 -19.3(3) . . . . ?
N1 C7 C6 C5 167.0(2) . . . . ?
C35 C40 C39 C38 -0.9(3) . . . . ?
C37 C38 C39 C40 -0.8(3) . . . . ?
C24 C23 C28 C27 -1.6(3) . . . . ?
B1 C23 C28 C27 173.01(19) . . . . ?
C25 C26 C27 C28 0.9(3) . . . . ?
C23 C28 C27 C26 0.2(3) . . . . ?
C6 C5 C4 F1 -179.07(18) . . . . ?
C6 C5 C4 C3 -0.8(3) . . . . ?
N3 C10 C9 C8 65.6(3) . . . . ?
C29 C34 C33 C32 -0.9(3) . . . . ?
C16 N2 C15 C14 -103.5(2) . . . . ?
Mn1 N2 C15 C14 67.07(18) . . . . ?
C13 C14 C15 N2 -66.0(2) . . . . ?
C13 N4 C12 C11 170.79(16) . . . . ?
Mn1 N4 C12 C11 39.77(18) . . . . ?
C10 N3 C11 C12 170.86(17) . . . . ?
Mn1 N3 C11 C12 41.21(19) . . . . ?
N4 C12 C11 N3 -55.0(2) . . . . ?
C42 C41 C46 C45 1.5(3) . . . . ?
B1 C41 C46 C45 -177.5(2) . . . . ?
C44 C45 C46 C41 -1.4(4) . . . . ?
C46 C41 B1 C23 -55.4(3) . . . . ?
C42 C41 B1 C23 125.6(2) . . . . ?
C46 C41 B1 C29 -172.1(2) . . . . ?
C42 C41 B1 C29 8.9(3) . . . . ?
C46 C41 B1 C35 68.0(3) . . . . ?
C42 C41 B1 C35 -110.9(2) . . . . ?
C28 C23 B1 C41 159.84(18) . . . . ?
C24 C23 B1 C41 -26.0(2) . . . . ?
C28 C23 B1 C29 -83.9(2) . . . . ?
C24 C23 B1 C29 90.3(2) . . . . ?
C28 C23 B1 C35 36.2(2) . . . . ?
C24 C23 B1 C35 -149.60(18) . . . . ?
C30 C29 B1 C41 83.7(2) . . . . ?
C34 C29 B1 C41 -89.9(2) . . . . ?
C30 C29 B1 C23 -34.9(2) . . . . ?
C34 C29 B1 C23 151.49(18) . . . . ?
C30 C29 B1 C35 -155.64(17) . . . . ?
C34 C29 B1 C35 30.8(2) . . . . ?
C36 C35 B1 C41 -19.3(3) . . . . ?
C40 C35 B1 C41 160.29(18) . . . . ?
C36 C35 B1 C23 104.0(2) . . . . ?
C40 C35 B1 C23 -76.4(2) . . . . ?
C36 C35 B1 C29 -137.32(19) . . . . ?
C40 C35 B1 C29 42.3(2) . . . . ?
C29 C30 C31 C32 -0.7(3) . . . . ?
C45 C44 C43 C42 1.5(4) . . . . ?
F2 C2 C3 C4 -179.9(2) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
F1 C4 C3 C2 177.99(19) . . . . ?
C5 C4 C3 C2 -0.3(3) . . . . ?
C27 C26 C25 C24 -0.6(3) . . . . ?
C7 N1 C8 C9 -108.9(2) . . . . ?
Mn1 N1 C8 C9 63.9(2) . . . . ?
C10 C9 C8 N1 -67.4(2) . . . . ?
C12 N4 C13 C14 175.66(16) . . . . ?
Mn1 N4 C13 C14 -58.41(19) . . . . ?
C15 C14 C13 N4 62.9(2) . . . . ?
C26 C25 C24 C23 -0.9(3) . . . . ?
C28 C23 C24 C25 1.9(3) . . . . ?
B1 C23 C24 C25 -172.78(19) . . . . ?
C34 C33 C32 C31 -0.7(3) . . . . ?
C30 C31 C32 C33 1.5(3) . . . . ?
C44 C43 C42 C41 -1.3(4) . . . . ?
C46 C41 C42 C43 -0.3(3) . . . . ?
B1 C41 C42 C43 178.8(2) . . . . ?

_refine_diff_density_max         0.539
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_5_100
_database_code_depnum_ccdc_archive 'CCDC 2162854'
loop_
_audit_author_name
_audit_author_address
'Denis Korchagin'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2022-03-29 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 Br2 F2 Mn N4 O2, C24 H20 B'
_chemical_formula_sum            'C46 H44 B Br2 F2 Mn N4 O2'
_chemical_formula_weight         948.42

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'
F F 0.0171 0.0103 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.2242(5)
_cell_length_b                   22.6477(7)
_cell_length_c                   14.5139(6)
_cell_angle_alpha                90
_cell_angle_beta                 117.877(5)
_cell_angle_gamma                90
_cell_volume                     4133.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    7198
_cell_measurement_theta_min      2.8592
_cell_measurement_theta_max      31.4604

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_F_000             1928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    2.306
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.94321
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      100.0(1)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector_area_resol_mean 16.2060
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            18730
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.891
_diffrn_reflns_theta_max         26.318
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8409
_reflns_number_gt                6884
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0264P)²+1.7670P] 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         8409
_refine_ls_number_parameters     531
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0716
_refine_ls_wR_factor_gt          0.0661
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_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 0.84092(3) 0.18008(2) 0.16092(2) 0.01358(8) Uani 1 1 d . . . . .
Br2 Br 0.42480(2) 0.02672(2) -0.29033(2) 0.02582(7) Uani 1 1 d . . . . .
Br1 Br 1.34994(2) 0.03732(2) 0.28243(2) 0.02566(7) Uani 1 1 d . . . . .
F1 F 1.17246(10) 0.23902(6) 0.26614(10) 0.0213(3) Uani 1 1 d . . . . .
O1 O 0.98742(12) 0.19282(7) 0.23212(11) 0.0146(3) Uani 1 1 d . . . . .
O2 O 0.69254(12) 0.17130(7) 0.09234(11) 0.0180(4) Uani 1 1 d . . . . .
N1 N 0.86647(14) 0.09419(9) 0.19245(14) 0.0158(4) Uani 1 1 d . . . . .
N2 N 0.83873(14) 0.18005(8) 0.02145(14) 0.0147(4) Uani 1 1 d . . . . .
F2 F 0.51238(12) 0.11988(9) 0.06629(12) 0.0435(5) Uani 1 1 d . . . . .
C1 C 1.04880(17) 0.09504(10) 0.22268(16) 0.0147(5) Uani 1 1 d . . . . .
C2 C 1.06084(17) 0.15641(10) 0.23431(16) 0.0133(5) Uani 1 1 d . . . . .
C3 C 1.16024(18) 0.17947(10) 0.25519(17) 0.0151(5) Uani 1 1 d . . . . .
C6 C 1.13585(18) 0.05924(11) 0.23747(17) 0.0173(5) Uani 1 1 d . . . . .
H6A H 1.128506 0.018396 0.232252 0.021 Uiso 1 1 calc R U . . .
N3 N 0.83077(15) 0.18999(9) 0.29729(15) 0.0182(4) Uani 1 1 d . . . . .
N4 N 0.83100(16) 0.27082(9) 0.15395(15) 0.0182(4) Uani 1 1 d . . . . .
C13 C 0.60666(18) 0.09465(11) -0.15775(17) 0.0182(5) Uani 1 1 d . . . . .
H13A H 0.627052 0.089199 -0.209407 0.022 Uiso 1 1 calc R U . . .
C5 C 1.23140(18) 0.08494(11) 0.25959(17) 0.0173(5) Uani 1 1 d . . . . .
C4 C 1.24487(18) 0.14581(11) 0.26796(17) 0.0168(5) Uani 1 1 d . . . . .
H4A H 1.309522 0.163007 0.281828 0.020 Uiso 1 1 calc R U . . .
C8 C 0.67127(18) 0.12777(10) -0.06847(17) 0.0157(5) Uani 1 1 d . . . . .
C12 C 0.51389(18) 0.07042(11) -0.16892(17) 0.0186(5) Uani 1 1 d . . . . .
C9 C 0.63945(17) 0.13818(11) 0.00911(17) 0.0171(5) Uani 1 1 d . . . . .
C23 C 0.96741(18) -0.13903(11) 0.38194(17) 0.0171(5) Uani 1 1 d . . . . .
C41 C 0.95518(19) -0.10601(11) 0.19737(17) 0.0194(5) Uani 1 1 d . . . . .
C15 C 0.79125(18) 0.06166(11) 0.21797(18) 0.0202(5) Uani 1 1 d . . . . .
H15A H 0.805966 0.019660 0.221782 0.024 Uiso 1 1 calc R U . . .
H15B H 0.718892 0.068156 0.163973 0.024 Uiso 1 1 calc R U . . .
C14 C 0.76510(18) 0.15632(10) -0.06172(17) 0.0167(5) Uani 1 1 d . . . . .
H14A H 0.772954 0.157667 -0.121802 0.020 Uiso 1 1 calc R U . . .
C7 C 0.95320(18) 0.06696(11) 0.21256(17) 0.0170(5) Uani 1 1 d . . . . .
H7A H 0.954557 0.026233 0.221242 0.020 Uiso 1 1 calc R U . . .
C22 C 0.91431(18) 0.21904(11) 0.00685(17) 0.0190(5) Uani 1 1 d . . . . .
H22A H 0.910449 0.211681 -0.060667 0.023 Uiso 1 1 calc R U . . .
H22B H 0.986340 0.210984 0.060215 0.023 Uiso 1 1 calc R U . . .
C24 C 0.95216(17) -0.18528(11) 0.43797(17) 0.0174(5) Uani 1 1 d . . . . .
H24A H 0.972791 -0.223211 0.430569 0.021 Uiso 1 1 calc R U . . .
C25 C 0.90718(17) -0.17663(12) 0.50453(17) 0.0193(5) Uani 1 1 d . . . . .
H25A H 0.900049 -0.208446 0.541307 0.023 Uiso 1 1 calc R U . . .
C35 C 1.0044(2) -0.21613(11) 0.25905(19) 0.0218(5) Uani 1 1 d . . . . .
B1 B 1.0185(2) -0.14773(13) 0.3008(2) 0.0187(6) Uani 1 1 d . . . . .
C19 C 0.8483(2) 0.29242(12) 0.25755(18) 0.0238(6) Uani 1 1 d . . . . .
H19A H 0.819790 0.331993 0.251046 0.029 Uiso 1 1 calc R U . . .
H19B H 0.923828 0.293688 0.305654 0.029 Uiso 1 1 calc R U . . .
C42 C 0.84683(19) -0.09174(12) 0.15358(18) 0.0235(6) Uani 1 1 d . . . . .
H42A H 0.809384 -0.102840 0.188898 0.028 Uiso 1 1 calc R U . . .
C16 C 0.80369(19) 0.08355(12) 0.32259(18) 0.0228(6) Uani 1 1 d . . . . .
H16A H 0.763456 0.057760 0.344562 0.027 Uiso 1 1 calc R U . . .
H16B H 0.877983 0.080483 0.373995 0.027 Uiso 1 1 calc R U . . .
C29 C 1.14445(19) -0.12821(11) 0.35688(17) 0.0205(5) Uani 1 1 d . . . . .
C20 C 0.90048(19) 0.30287(11) 0.11992(18) 0.0210(5) Uani 1 1 d . . . . .
H20A H 0.974126 0.296894 0.171258 0.025 Uiso 1 1 calc R U . . .
H20B H 0.885556 0.344799 0.117299 0.025 Uiso 1 1 calc R U . . .
C21 C 0.88588(19) 0.28316(11) 0.01389(17) 0.0210(5) Uani 1 1 d . . . . .
H21A H 0.929134 0.308253 -0.005392 0.025 Uiso 1 1 calc R U . . .
H21B H 0.812177 0.289448 -0.036998 0.025 Uiso 1 1 calc R U . . .
C27 C 0.88781(19) -0.07432(12) 0.46295(18) 0.0224(5) Uani 1 1 d . . . . .
H27A H 0.866435 -0.036609 0.470474 0.027 Uiso 1 1 calc R U . . .
C28 C 0.93433(19) -0.08329(11) 0.39820(17) 0.0207(5) Uani 1 1 d . . . . .
H28A H 0.943915 -0.050862 0.364170 0.025 Uiso 1 1 calc R U . . .
C17 C 0.76740(19) 0.14636(12) 0.32143(18) 0.0226(6) Uani 1 1 d . . . . .
H17A H 0.693227 0.149763 0.269852 0.027 Uiso 1 1 calc R U . . .
H17B H 0.772738 0.155561 0.388980 0.027 Uiso 1 1 calc R U . . .
C30 C 1.1811(2) -0.07769(13) 0.41865(18) 0.0268(6) Uani 1 1 d . . . . .
H30A H 1.134252 -0.056853 0.434568 0.032 Uiso 1 1 calc R U . . .
C34 C 1.2201(2) -0.15720(12) 0.33684(19) 0.0251(6) Uani 1 1 d . . . . .
H34A H 1.199694 -0.191035 0.295774 0.030 Uiso 1 1 calc R U . . .
C36 C 0.9338(2) -0.23229(12) 0.1559(2) 0.0251(6) Uani 1 1 d . . . . .
H36A H 0.893581 -0.202909 0.109370 0.030 Uiso 1 1 calc R U . . .
C11 C 0.48143(19) 0.07831(12) -0.09267(19) 0.0245(6) Uani 1 1 d . . . . .
H11A H 0.418926 0.061226 -0.099782 0.029 Uiso 1 1 calc R U . . .
C18 C 0.79297(19) 0.25100(12) 0.29816(19) 0.0237(6) Uani 1 1 d . . . . .
H18A H 0.809006 0.262071 0.368561 0.028 Uiso 1 1 calc R U . . .
H18B H 0.716583 0.253208 0.254481 0.028 Uiso 1 1 calc R U . . .
C46 C 1.0046(2) -0.08884(11) 0.13751(18) 0.0223(5) Uani 1 1 d . . . . .
H46A H 1.076558 -0.097081 0.162891 0.027 Uiso 1 1 calc R U . . .
C33 C 1.3243(2) -0.13752(13) 0.3757(2) 0.0319(6) Uani 1 1 d . . . . .
H33A H 1.371952 -0.158365 0.360857 0.038 Uiso 1 1 calc R U . . .
C10 C 0.54336(19) 0.11154(13) -0.00783(18) 0.0241(6) Uani 1 1 d . . . . .
C32 C 1.3574(2) -0.08746(14) 0.4360(2) 0.0356(7) Uani 1 1 d . . . . .
H32A H 1.427043 -0.074109 0.462042 0.043 Uiso 1 1 calc R U . . .
C31 C 1.2851(2) -0.05721(14) 0.45743(19) 0.0347(7) Uani 1 1 d . . . . .
H31A H 1.306031 -0.023129 0.497810 0.042 Uiso 1 1 calc R U . . .
C26 C 0.87324(19) -0.12124(12) 0.51612(17) 0.0220(6) Uani 1 1 d . . . . .
H26A H 0.841355 -0.115621 0.558651 0.026 Uiso 1 1 calc R U . . .
C43 C 0.7933(2) -0.06183(14) 0.05993(19) 0.0329(7) Uani 1 1 d . . . . .
H43A H 0.721725 -0.052555 0.034605 0.040 Uiso 1 1 calc R U . . .
C38 C 1.0509(2) -0.32124(13) 0.2885(2) 0.0327(7) Uani 1 1 d . . . . .
H38A H 1.090632 -0.351215 0.333790 0.039 Uiso 1 1 calc R U . . .
C37 C 1.0634(2) -0.26263(12) 0.3238(2) 0.0278(6) Uani 1 1 d . . . . .
H37A H 1.112471 -0.254427 0.392474 0.033 Uiso 1 1 calc R U . . .
C39 C 0.9802(2) -0.33416(13) 0.1874(2) 0.0348(7) Uani 1 1 d . . . . .
H39A H 0.971880 -0.372994 0.164003 0.042 Uiso 1 1 calc R U . . .
C45 C 0.9515(2) -0.06023(13) 0.0425(2) 0.0316(7) Uani 1 1 d . . . . .
H45A H 0.987234 -0.050830 0.004777 0.038 Uiso 1 1 calc R U . . .
C44 C 0.8455(2) -0.04563(14) 0.0038(2) 0.0366(7) Uani 1 1 d . . . . .
H44A H 0.809794 -0.025301 -0.058856 0.044 Uiso 1 1 calc R U . . .
C40 C 0.9216(2) -0.29005(13) 0.1203(2) 0.0326(7) Uani 1 1 d . . . . .
H40A H 0.873953 -0.298821 0.051434 0.039 Uiso 1 1 calc R U . . .
H1 H 0.897(2) 0.1859(11) 0.3463(19) 0.022(7) Uiso 1 1 d . . . . .
H2 H 0.770(2) 0.2784(12) 0.1125(19) 0.022(7) 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 O1 1.8654(15) . ?
Mn1 O2 1.8764(15) . ?
Mn1 N1 1.992(2) . ?
Mn1 N2 2.0099(18) . ?
Mn1 N4 2.059(2) . ?
Mn1 N3 2.0629(19) . ?
Br2 C12 1.898(2) . ?
Br1 C5 1.896(2) . ?
F1 C3 1.360(3) . ?
O1 C2 1.319(3) . ?
O2 C9 1.319(3) . ?
N1 C7 1.285(3) . ?
N1 C15 1.482(3) . ?
N2 C14 1.289(3) . ?
N2 C22 1.481(3) . ?
F2 C10 1.353(3) . ?
C1 C2 1.401(3) . ?
C1 C6 1.410(3) . ?
C1 C7 1.445(3) . ?
C2 C3 1.401(3) . ?
C3 C4 1.362(3) . ?
C6 C5 1.372(3) . ?
N3 C18 1.485(3) . ?
N3 C17 1.486(3) . ?
N4 C20 1.485(3) . ?
N4 C19 1.488(3) . ?
C13 C12 1.367(3) . ?
C13 C8 1.404(3) . ?
C5 C4 1.389(3) . ?
C8 C9 1.416(3) . ?
C8 C14 1.445(3) . ?
C12 C11 1.396(3) . ?
C9 C10 1.407(3) . ?
C23 C24 1.404(3) . ?
C23 C28 1.405(3) . ?
C23 B1 1.660(3) . ?
C41 C42 1.403(3) . ?
C41 C46 1.404(3) . ?
C41 B1 1.641(4) . ?
C15 C16 1.527(3) . ?
C22 C21 1.524(3) . ?
C24 C25 1.400(3) . ?
C25 C26 1.382(4) . ?
C35 C37 1.400(4) . ?
C35 C36 1.406(3) . ?
C35 B1 1.641(4) . ?
B1 C29 1.645(4) . ?
C19 C18 1.510(4) . ?
C42 C43 1.385(4) . ?
C16 C17 1.511(4) . ?
C29 C30 1.396(4) . ?
C29 C34 1.402(3) . ?
C20 C21 1.520(3) . ?
C27 C26 1.385(4) . ?
C27 C28 1.394(3) . ?
C30 C31 1.393(4) . ?
C34 C33 1.390(4) . ?
C36 C40 1.387(4) . ?
C11 C10 1.358(3) . ?
C46 C45 1.385(3) . ?
C33 C32 1.374(4) . ?
C32 C31 1.387(4) . ?
C43 C44 1.384(4) . ?
C38 C39 1.368(4) . ?
C38 C37 1.404(4) . ?
C39 C40 1.372(4) . ?
C45 C44 1.381(4) . ?

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
O1 Mn1 O2 176.79(7) . . ?
O1 Mn1 N1 89.27(7) . . ?
O2 Mn1 N1 93.29(7) . . ?
O1 Mn1 N2 92.59(7) . . ?
O2 Mn1 N2 88.95(7) . . ?
N1 Mn1 N2 98.41(8) . . ?
O1 Mn1 N4 84.61(8) . . ?
O2 Mn1 N4 92.61(8) . . ?
N1 Mn1 N4 170.61(8) . . ?
N2 Mn1 N4 88.99(8) . . ?
O1 Mn1 N3 90.74(7) . . ?
O2 Mn1 N3 87.39(7) . . ?
N1 Mn1 N3 88.45(8) . . ?
N2 Mn1 N3 172.41(8) . . ?
N4 Mn1 N3 84.53(8) . . ?
C2 O1 Mn1 125.68(14) . . ?
C9 O2 Mn1 124.51(14) . . ?
C7 N1 C15 115.7(2) . . ?
C7 N1 Mn1 124.99(16) . . ?
C15 N1 Mn1 117.86(15) . . ?
C14 N2 C22 116.17(18) . . ?
C14 N2 Mn1 124.52(15) . . ?
C22 N2 Mn1 118.25(14) . . ?
C2 C1 C6 120.2(2) . . ?
C2 C1 C7 120.3(2) . . ?
C6 C1 C7 118.7(2) . . ?
O1 C2 C3 118.7(2) . . ?
O1 C2 C1 124.5(2) . . ?
C3 C2 C1 116.8(2) . . ?
F1 C3 C4 118.86(19) . . ?
F1 C3 C2 117.13(19) . . ?
C4 C3 C2 124.0(2) . . ?
C5 C6 C1 119.7(2) . . ?
C18 N3 C17 110.79(18) . . ?
C18 N3 Mn1 107.31(14) . . ?
C17 N3 Mn1 118.44(15) . . ?
C20 N4 C19 110.74(19) . . ?
C20 N4 Mn1 117.60(15) . . ?
C19 N4 Mn1 107.65(15) . . ?
C12 C13 C8 120.2(2) . . ?
C6 C5 C4 121.5(2) . . ?
C6 C5 Br1 120.17(18) . . ?
C4 C5 Br1 118.31(17) . . ?
C3 C4 C5 117.8(2) . . ?
C13 C8 C9 120.5(2) . . ?
C13 C8 C14 119.1(2) . . ?
C9 C8 C14 120.0(2) . . ?
C13 C12 C11 120.9(2) . . ?
C13 C12 Br2 120.53(17) . . ?
C11 C12 Br2 118.56(18) . . ?
O2 C9 C10 119.8(2) . . ?
O2 C9 C8 124.3(2) . . ?
C10 C9 C8 115.8(2) . . ?
C24 C23 C28 114.7(2) . . ?
C24 C23 B1 124.1(2) . . ?
C28 C23 B1 121.2(2) . . ?
C42 C41 C46 114.7(2) . . ?
C42 C41 B1 124.3(2) . . ?
C46 C41 B1 120.4(2) . . ?
N1 C15 C16 109.01(19) . . ?
N2 C14 C8 124.8(2) . . ?
N1 C7 C1 124.7(2) . . ?
N2 C22 C21 109.00(19) . . ?
C25 C24 C23 122.7(2) . . ?
C26 C25 C24 120.6(2) . . ?
C37 C35 C36 115.1(2) . . ?
C37 C35 B1 122.1(2) . . ?
C36 C35 B1 122.8(2) . . ?
C41 B1 C35 106.62(19) . . ?
C41 B1 C29 107.64(19) . . ?
C35 B1 C29 110.7(2) . . ?
C41 B1 C23 110.2(2) . . ?
C35 B1 C23 110.81(19) . . ?
C29 B1 C23 110.72(18) . . ?
N4 C19 C18 108.7(2) . . ?
C43 C42 C41 122.8(2) . . ?
C17 C16 C15 114.5(2) . . ?
C30 C29 C34 115.1(2) . . ?
C30 C29 B1 122.1(2) . . ?
C34 C29 B1 122.4(2) . . ?
N4 C20 C21 113.34(19) . . ?
C20 C21 C22 115.6(2) . . ?
C26 C27 C28 120.4(2) . . ?
C27 C28 C23 123.1(2) . . ?
N3 C17 C16 112.78(19) . . ?
C31 C30 C29 122.7(3) . . ?
C33 C34 C29 122.8(3) . . ?
C40 C36 C35 123.0(3) . . ?
C10 C11 C12 118.4(2) . . ?
N3 C18 C19 108.53(19) . . ?
C45 C46 C41 123.2(2) . . ?
C32 C33 C34 120.4(3) . . ?
F2 C10 C11 119.0(2) . . ?
F2 C10 C9 116.9(2) . . ?
C11 C10 C9 124.2(2) . . ?
C33 C32 C31 118.8(3) . . ?
C32 C31 C30 120.2(3) . . ?
C25 C26 C27 118.5(2) . . ?
C44 C43 C42 120.5(3) . . ?
C39 C38 C37 119.9(3) . . ?
C35 C37 C38 122.2(3) . . ?
C38 C39 C40 120.2(3) . . ?
C44 C45 C46 120.1(2) . . ?
C45 C44 C43 118.8(2) . . ?
C39 C40 C36 119.6(3) . . ?

_refine_diff_density_max         0.429
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.068

####################################################################### 
# 
# 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_6_160
_database_code_depnum_ccdc_archive 'CCDC 2162858'
loop_
_audit_author_name
_audit_author_address
'Denis Korchagin'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2022-03-29 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C22 H24 Br2 F2 Mn N4 O2), 2(C24 H20 B)'
_chemical_formula_sum            'C92 H88 B2 Br4 F4 Mn2 N8 O4'
_chemical_formula_weight         1896.84

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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'

_cell_length_a                   13.0849(7)
_cell_length_b                   13.4898(9)
_cell_length_c                   14.2694(6)
_cell_angle_alpha                105.671(5)
_cell_angle_beta                 102.257(4)
_cell_angle_gamma                111.727(6)
_cell_volume                     2111.0(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    160.0(1)
_cell_measurement_reflns_used    5613
_cell_measurement_theta_min      2.9661
_cell_measurement_theta_max      32.3160

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_F_000             964
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.258
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.81551
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      160.0(1)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector_area_resol_mean 16.2060
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            21030
_diffrn_reflns_av_unetI/netI     0.0620
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.972
_diffrn_reflns_theta_max         29.070
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.641
_diffrn_reflns_point_group_measured_fraction_full 0.661
_reflns_number_total             14503
_reflns_number_gt                11596
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.283
_reflns_Friedel_fraction_max     0.283
_reflns_Friedel_fraction_full    0.324

_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.1251P)²+7.1504P] 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_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.021(14)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         14503
_refine_ls_number_parameters     1045
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0988
_refine_ls_R_factor_gt           0.0789
_refine_ls_wR_factor_ref         0.2329
_refine_ls_wR_factor_gt          0.2163
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.040
_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
Br4 Br 0.15986(11) 0.03399(9) 0.48607(9) 0.0442(3) Uani 1 1 d . . . . .
Br2 Br -0.80595(11) -1.00690(12) -0.01073(10) 0.0500(3) Uani 1 1 d . . . . .
Mn1 Mn -0.32255(12) -0.83555(11) 0.45781(10) 0.0237(3) Uani 1 1 d . . . . .
Mn2 Mn 0.31154(12) 0.53098(11) 0.94932(10) 0.0241(3) Uani 1 1 d . . . . .
Br1 Br -0.0153(2) -0.20400(14) 0.6115(2) 0.1049(8) Uani 1 1 d . . . . .
Br3 Br 0.95511(14) 0.88572(18) 1.1312(3) 0.1113(10) Uani 1 1 d . . . . .
O1 O -0.1753(6) -0.7063(6) 0.5313(5) 0.0292(14) Uani 1 1 d . . . . .
F3 F 0.5573(5) 0.8982(5) 1.0416(5) 0.0374(14) Uani 1 1 d . . . . .
F1 F 0.0434(6) -0.5734(6) 0.5493(6) 0.0459(17) Uani 1 1 d . . . . .
O3 O 0.4322(6) 0.6819(6) 1.0220(5) 0.0288(14) Uani 1 1 d . . . . .
O4 O 0.1879(6) 0.3831(6) 0.8721(5) 0.0273(14) Uani 1 1 d . . . . .
O2 O -0.4677(6) -0.9645(6) 0.3769(5) 0.0270(14) Uani 1 1 d . . . . .
F2 F -0.7005(6) -1.0816(7) 0.3271(5) 0.0453(16) Uani 1 1 d . . . . .
F4 F 0.0798(8) 0.1551(6) 0.8280(6) 0.055(2) Uani 1 1 d . . . . .
C9 C -0.6603(8) -1.0359(8) 0.2613(7) 0.0274(19) Uani 1 1 d . . . . .
N5 N 0.3067(7) 0.5489(7) 0.8078(6) 0.0260(16) Uani 1 1 d . . . . .
C12 C -0.5792(10) -0.9425(9) 0.1263(8) 0.031(2) Uani 1 1 d . . . . .
H12A H -0.552135 -0.913545 0.079419 0.037 Uiso 1 1 calc R U . . .
N3 N -0.2253(8) -0.9397(8) 0.4696(7) 0.0317(18) Uani 1 1 d . . . . .
H33A H -0.278373 -1.019266 0.420601 0.038 Uiso 1 1 calc R U . . .
C24 C 0.6143(8) 0.8339(8) 1.0519(7) 0.0248(18) Uani 1 1 d . . . . .
C57 C 0.5137(12) -0.3176(10) 0.4201(9) 0.040(3) Uani 1 1 d . . . . .
N1 N -0.4000(8) -0.7261(8) 0.5030(6) 0.0286(17) Uani 1 1 d . . . . .
C13 C -0.4984(8) -0.9305(8) 0.2177(7) 0.0239(18) Uani 1 1 d . . . . .
C2 C -0.0321(9) -0.5250(9) 0.5525(7) 0.033(2) Uani 1 1 d . . . . .
N6 N 0.4337(7) 0.4701(7) 0.9954(6) 0.0261(16) Uani 1 1 d . . . . .
C35 C 0.2292(8) 0.3437(7) 0.7119(6) 0.0222(17) Uani 1 1 d . . . . .
N7 N 0.2697(8) 0.5086(8) 1.0851(7) 0.036(2) Uani 1 1 d . . . . .
H77B H 0.337219 0.569463 1.145896 0.044 Uiso 1 1 calc R U . . .
C1 C -0.1501(9) -0.6010(8) 0.5379(7) 0.029(2) Uani 1 1 d . . . . .
C10 C -0.7375(8) -1.0464(10) 0.1741(8) 0.036(2) Uani 1 1 d . . . . .
H10A H -0.817872 -1.086917 0.158674 0.044 Uiso 1 1 calc R U . . .
N8 N 0.1925(8) 0.6129(8) 0.9554(7) 0.035(2) Uani 1 1 d . . . . .
H88B H 0.114851 0.554469 0.905090 0.042 Uiso 1 1 calc R U . . .
N2 N -0.2924(8) -0.8418(8) 0.3167(7) 0.0309(18) Uani 1 1 d . . . . .
C27 C 0.7278(10) 0.7030(10) 1.0728(8) 0.036(2) Uani 1 1 d . . . . .
H27A H 0.767419 0.659039 1.079134 0.043 Uiso 1 1 calc R U . . .
C33 C 0.1677(8) 0.1448(8) 0.6048(8) 0.029(2) Uani 1 1 d . . . . .
C34 C 0.2200(9) 0.2612(8) 0.6211(7) 0.0272(19) Uani 1 1 d . . . . .
H34A H 0.248730 0.284587 0.572417 0.033 Uiso 1 1 calc R U . . .
C31 C 0.1258(10) 0.1897(9) 0.7619(8) 0.034(2) Uani 1 1 d . . . . .
C8 C -0.5375(7) -0.9743(7) 0.2888(7) 0.0228(17) Uani 1 1 d . U . . .
C11 C -0.6953(9) -0.9962(9) 0.1079(8) 0.033(2) Uani 1 1 d . . . . .
C29 C 0.5464(9) 0.5330(9) 1.0349(7) 0.0282(19) Uani 1 1 d . . . . .
H29A H 0.592066 0.499254 1.057221 0.034 Uiso 1 1 calc R U . . .
C25 C 0.7345(9) 0.8862(9) 1.0769(7) 0.029(2) Uani 1 1 d . . . . .
H25A H 0.776250 0.962540 1.084852 0.035 Uiso 1 1 calc R U . . .
C30 C 0.1822(8) 0.3086(7) 0.7840(7) 0.0256(19) Uani 1 1 d . . . . .
C58 C 0.4684(12) -0.2816(9) 0.3426(7) 0.037(2) Uani 1 1 d . . . . .
H58A H 0.391375 -0.292406 0.327519 0.044 Uiso 1 1 calc R U . . .
C19 C -0.3127(11) -0.9654(10) 0.6008(9) 0.040(3) Uani 1 1 d . . . . .
H19A H -0.375139 -1.039873 0.551140 0.048 Uiso 1 1 calc R U . . .
H19B H -0.298996 -0.967624 0.669536 0.048 Uiso 1 1 calc R U . . .
C3 C 0.0077(11) -0.4116(11) 0.5705(9) 0.042(3) Uani 1 1 d . . . . .
H3A H 0.084640 -0.366230 0.577547 0.051 Uiso 1 1 calc R U . . .
C26 C 0.7892(10) 0.8173(11) 1.0894(10) 0.039(3) Uani 1 1 d . . . . .
N4 N -0.3475(8) -0.8726(7) 0.5973(7) 0.0295(17) Uani 1 1 d . . . . .
H44C H -0.291874 -0.802840 0.658709 0.035 Uiso 1 1 calc R U . . .
C48 C 0.2758(12) -0.7696(11) 0.3235(8) 0.040(3) Uani 1 1 d . . . . .
H48A H 0.243232 -0.849582 0.291067 0.048 Uiso 1 1 calc R U . . .
C15 C -0.1727(9) -0.8144(10) 0.3152(9) 0.038(2) Uani 1 1 d . . . . .
H15A H -0.117846 -0.738498 0.367916 0.045 Uiso 1 1 calc R U . . .
H15B H -0.170141 -0.812806 0.248120 0.045 Uiso 1 1 calc R U . . .
C56 C 0.2230(12) -0.4003(11) 0.3869(8) 0.039(3) Uani 1 1 d . . . . .
H56A H 0.210465 -0.468050 0.336246 0.046 Uiso 1 1 calc R U . . .
C23 C 0.5464(9) 0.7186(9) 1.0375(7) 0.0278(19) Uani 1 1 d . . . . .
C6 C -0.2272(10) -0.5509(9) 0.5410(8) 0.033(2) Uani 1 1 d . . . . .
C45 C 0.3709(9) -0.5264(9) 0.4170(7) 0.0259(19) Uani 1 1 d . . . . .
C38 C 0.3530(12) 0.3711(10) 1.1019(8) 0.041(3) Uani 1 1 d . . . . .
H38A H 0.420038 0.432055 1.161485 0.050 Uiso 1 1 calc R U . . .
H38B H 0.333967 0.299967 1.113867 0.050 Uiso 1 1 calc R U . . .
C67 C 0.5783(11) -0.4033(12) 0.7437(8) 0.039(3) Uani 1 1 d . . . . .
H67A H 0.572145 -0.461021 0.769308 0.047 Uiso 1 1 calc R U . . .
C63 C 0.5109(11) -0.3503(9) 0.5991(8) 0.038(2) Uani 1 1 d . . . . .
C37 C 0.3887(10) 0.3582(9) 1.0099(8) 0.035(2) Uani 1 1 d . . . . .
H37A H 0.322072 0.299590 0.948737 0.042 Uiso 1 1 calc R U . . .
H37B H 0.449529 0.333255 1.018330 0.042 Uiso 1 1 calc R U . . .
C50 C 0.4256(11) -0.5811(10) 0.3627(8) 0.037(2) Uani 1 1 d . . . . .
H50A H 0.495377 -0.535461 0.356711 0.045 Uiso 1 1 calc R U . . .
B1 B 0.4288(12) -0.3853(11) 0.4786(9) 0.034(2) Uani 1 1 d . . . . .
C46 C 0.2680(10) -0.6013(10) 0.4233(8) 0.035(2) Uani 1 1 d . . . . .
H46A H 0.229624 -0.569699 0.460445 0.042 Uiso 1 1 calc R U . . .
C44 C 0.3274(9) 0.6630(8) 0.8015(8) 0.031(2) Uani 1 1 d . . . . .
H44A H 0.330131 0.660471 0.733490 0.037 Uiso 1 1 calc R U . . .
H44B H 0.402361 0.722601 0.853188 0.037 Uiso 1 1 calc R U . . .
C60 C 0.6495(16) -0.2173(11) 0.3101(10) 0.057(4) Uani 1 1 d . . . . .
H60A H 0.692897 -0.189870 0.270790 0.069 Uiso 1 1 calc R U . . .
C36 C 0.2745(9) 0.4640(8) 0.7215(7) 0.0280(19) Uani 1 1 d . . . . .
H36A H 0.280447 0.480011 0.662928 0.034 Uiso 1 1 calc R U . . .
C14 C -0.3736(8) -0.8776(8) 0.2321(7) 0.0268(18) Uani 1 1 d . . . . .
H14A H -0.352968 -0.870027 0.175041 0.032 Uiso 1 1 calc R U . . .
C47 C 0.2198(10) -0.7207(10) 0.3772(8) 0.039(3) Uani 1 1 d . . . . .
H47A H 0.150029 -0.767155 0.382609 0.046 Uiso 1 1 calc R U . . .
C32 C 0.1192(10) 0.1086(8) 0.6734(8) 0.035(2) Uani 1 1 d . . . . .
H32A H 0.082275 0.030210 0.660782 0.042 Uiso 1 1 calc R U . . .
C68 C 0.5077(9) -0.4331(9) 0.6421(7) 0.029(2) Uani 1 1 d . . . . .
H68A H 0.456752 -0.510531 0.601516 0.035 Uiso 1 1 calc R U . . .
C43 C 0.2312(10) 0.6917(9) 0.8197(8) 0.036(2) Uani 1 1 d . . . . .
H43A H 0.239953 0.759262 0.803750 0.043 Uiso 1 1 calc R U . . .
H43B H 0.156855 0.628125 0.770577 0.043 Uiso 1 1 calc R U . . .
C41 C 0.1820(11) 0.6358(11) 1.0584(9) 0.045(3) Uani 1 1 d . . . . .
H41A H 0.114884 0.650815 1.057679 0.054 Uiso 1 1 calc R U . . .
H41B H 0.251736 0.704037 1.109018 0.054 Uiso 1 1 calc R U . . .
C18 C -0.2026(11) -0.9406(10) 0.5749(9) 0.039(3) Uani 1 1 d . . . . .
H18A H -0.140255 -0.866275 0.624850 0.047 Uiso 1 1 calc R U . . .
H18B H -0.177878 -0.999407 0.578326 0.047 Uiso 1 1 calc R U . . .
C61 C 0.6970(14) -0.2448(12) 0.3902(13) 0.054(3) Uani 1 1 d . . . . .
H61A H 0.775611 -0.229024 0.408855 0.065 Uiso 1 1 calc R U . . .
C39 C 0.2503(11) 0.3981(10) 1.0981(8) 0.040(3) Uani 1 1 d . . . . .
H39A H 0.181559 0.335557 1.040943 0.047 Uiso 1 1 calc R U . . .
H39B H 0.234035 0.401415 1.161802 0.047 Uiso 1 1 calc R U . . .
C7 C -0.3469(10) -0.6155(10) 0.5340(8) 0.033(2) Uani 1 1 d . . . . .
H7A H -0.387639 -0.574459 0.553126 0.040 Uiso 1 1 calc R U . . .
C4 C -0.0712(15) -0.3644(11) 0.5782(11) 0.056(4) Uani 1 1 d . . . . .
C52 C 0.3381(10) -0.2426(10) 0.5479(8) 0.036(2) Uani 1 1 d . . . . .
H52A H 0.403290 -0.202794 0.608778 0.043 Uiso 1 1 calc R U . . .
C21 C -0.4996(10) -0.8054(11) 0.6129(8) 0.036(2) Uani 1 1 d . . . . .
H21A H -0.572303 -0.826060 0.627230 0.044 Uiso 1 1 calc R U . . .
H21B H -0.439321 -0.736505 0.671432 0.044 Uiso 1 1 calc R U . . .
C17 C -0.1162(9) -0.9025(11) 0.4442(9) 0.040(3) Uani 1 1 d . . . . .
H17A H -0.081150 -0.953092 0.452294 0.048 Uiso 1 1 calc R U . . .
H17B H -0.060925 -0.824843 0.493480 0.048 Uiso 1 1 calc R U . . .
C16 C -0.1362(10) -0.9041(12) 0.3353(10) 0.042(3) Uani 1 1 d . . . . .
H16A H -0.196503 -0.980277 0.286769 0.051 Uiso 1 1 calc R U . . .
H16B H -0.064458 -0.892135 0.320624 0.051 Uiso 1 1 calc R U . . .
C20 C -0.4656(10) -0.9038(11) 0.6048(9) 0.038(2) Uani 1 1 d . . . . .
H20A H -0.467225 -0.923167 0.665326 0.046 Uiso 1 1 calc R U . . .
H20B H -0.523006 -0.971723 0.543902 0.046 Uiso 1 1 calc R U . . .
C62 C 0.6305(13) -0.2945(12) 0.4420(12) 0.050(3) Uani 1 1 d . . . . .
H62A H 0.664830 -0.313604 0.493918 0.060 Uiso 1 1 calc R U . . .
C49 C 0.3799(13) -0.7003(12) 0.3177(8) 0.044(3) Uani 1 1 d . . . . .
H49A H 0.419691 -0.733132 0.283696 0.053 Uiso 1 1 calc R U . . .
C55 C 0.1390(11) -0.3597(10) 0.3707(9) 0.038(2) Uani 1 1 d . . . . .
H55A H 0.072281 -0.401159 0.311039 0.046 Uiso 1 1 calc R U . . .
C51 C 0.3251(10) -0.3441(9) 0.4754(7) 0.029(2) Uani 1 1 d . . . . .
C59 C 0.5329(13) -0.2323(10) 0.2901(9) 0.046(3) Uani 1 1 d . . . . .
H59A H 0.500707 -0.208527 0.241151 0.055 Uiso 1 1 calc R U . . .
C40 C 0.1673(12) 0.5350(13) 1.0889(9) 0.051(3) Uani 1 1 d . . . . .
H40A H 0.094248 0.468147 1.041708 0.062 Uiso 1 1 calc R U . . .
H40B H 0.164388 0.552844 1.158522 0.062 Uiso 1 1 calc R U . . .
C28 C 0.6063(9) 0.6527(9) 1.0466(7) 0.030(2) Uani 1 1 d . . . . .
C53 C 0.2580(12) -0.1989(10) 0.5329(10) 0.043(3) Uani 1 1 d . . . . .
H53A H 0.272242 -0.129712 0.582472 0.051 Uiso 1 1 calc R U . . .
C22 C -0.5154(9) -0.7771(9) 0.5163(8) 0.031(2) Uani 1 1 d . . . . .
H22A H -0.569579 -0.846924 0.455874 0.037 Uiso 1 1 calc R U . . .
H22B H -0.548111 -0.722795 0.522882 0.037 Uiso 1 1 calc R U . . .
C42 C 0.2244(10) 0.7149(10) 0.9262(9) 0.041(3) Uani 1 1 d . . . . .
H42A H 0.299923 0.775426 0.976229 0.049 Uiso 1 1 calc R U . . .
H42B H 0.166881 0.743404 0.930658 0.049 Uiso 1 1 calc R U . . .
C5 C -0.1869(13) -0.4331(10) 0.5622(9) 0.045(3) Uani 1 1 d . . . . .
H5A H -0.238331 -0.400733 0.565672 0.054 Uiso 1 1 calc R U . . .
C54 C 0.1550(12) -0.2577(11) 0.4435(10) 0.044(3) Uani 1 1 d . . . . .
H54A H 0.100377 -0.229331 0.433816 0.053 Uiso 1 1 calc R U . . .
C64 C 0.5920(13) -0.2374(12) 0.6652(11) 0.058(4) Uani 1 1 d . . . . .
H64A H 0.601188 -0.178885 0.640211 0.069 Uiso 1 1 calc R U . . .
C65 C 0.6593(15) -0.2085(13) 0.7658(12) 0.069(5) Uani 1 1 d . . . . .
H65A H 0.708504 -0.131271 0.808332 0.083 Uiso 1 1 calc R U . . .
C66 C 0.6544(13) -0.2937(13) 0.8044(9) 0.052(3) Uani 1 1 d . . . . .
H66A H 0.702998 -0.274763 0.871054 0.063 Uiso 1 1 calc R U . . .
C82 C 0.8790(8) 0.3476(9) 0.8541(7) 0.0263(18) Uani 1 1 d . . . . .
H82A H 0.899553 0.289186 0.856889 0.032 Uiso 1 1 calc R U . . .
C71 C 0.4186(10) 0.1419(13) 0.8179(8) 0.043(3) Uani 1 1 d . . . . .
H71A H 0.364371 0.165301 0.791176 0.052 Uiso 1 1 calc R U . . .
C80 C 0.9251(9) 0.2905(9) 1.1215(8) 0.030(2) Uani 1 1 d . . . . .
H80A H 0.925431 0.353206 1.169203 0.036 Uiso 1 1 calc R U . . .
C73 C 0.4634(13) -0.0020(13) 0.8544(12) 0.062(4) Uani 1 1 d . . . . .
H73A H 0.440328 -0.077681 0.849724 0.074 Uiso 1 1 calc R U . . .
C75 C 0.8467(9) 0.2426(9) 1.0186(8) 0.031(2) Uani 1 1 d . . . . .
B2 B 0.7585(10) 0.2970(10) 0.9810(9) 0.028(2) Uani 1 1 d . . . . .
C81 C 0.8097(8) 0.3680(8) 0.9100(7) 0.0269(19) Uani 1 1 d . . . . .
C84 C 0.8982(10) 0.5007(11) 0.7927(8) 0.038(3) Uani 1 1 d . . . . .
H84A H 0.929000 0.545105 0.756476 0.046 Uiso 1 1 calc R U . . .
C86 C 0.7843(10) 0.4594(10) 0.9016(9) 0.036(2) Uani 1 1 d . . . . .
H86A H 0.735133 0.476277 0.934509 0.043 Uiso 1 1 calc R U . . .
C70 C 0.5387(10) 0.2229(11) 0.8655(7) 0.034(2) Uani 1 1 d . . . . .
H70A H 0.562655 0.297325 0.866367 0.041 Uiso 1 1 calc R U . . .
C89 C 0.8348(12) 0.5652(12) 1.2332(10) 0.050(3) Uani 1 1 d . . . . .
H89A H 0.889721 0.642661 1.266855 0.060 Uiso 1 1 calc R U . . .
C87 C 0.7523(9) 0.3813(9) 1.0838(7) 0.0270(19) Uani 1 1 d . . . . .
C77 C 0.9317(11) 0.1052(10) 0.9845(10) 0.039(2) Uani 1 1 d . . . . .
H77A H 0.932427 0.042570 0.937678 0.047 Uiso 1 1 calc R U . . .
C88 C 0.8354(10) 0.4979(10) 1.1408(8) 0.035(2) Uani 1 1 d . . . . .
H88A H 0.893364 0.531390 1.115278 0.042 Uiso 1 1 calc R U . . .
C91 C 0.6689(13) 0.4042(13) 1.2220(9) 0.046(3) Uani 1 1 d . . . . .
H91A H 0.611398 0.371259 1.248229 0.055 Uiso 1 1 calc R U . . .
C92 C 0.6698(11) 0.3388(10) 1.1290(8) 0.036(2) Uani 1 1 d . . . . .
H92A H 0.612292 0.262437 1.094781 0.043 Uiso 1 1 calc R U . . .
C79 C 1.0019(9) 0.2484(11) 1.1549(9) 0.035(2) Uani 1 1 d . . . . .
H79A H 1.050699 0.281830 1.224085 0.042 Uiso 1 1 calc R U . . .
C69 C 0.6211(10) 0.1925(10) 0.9109(8) 0.033(2) Uani 1 1 d . . . . .
C78 C 1.0064(10) 0.1577(11) 1.0865(10) 0.041(3) Uani 1 1 d . . . . .
H78A H 1.059868 0.131544 1.108964 0.049 Uiso 1 1 calc R U . . .
C83 C 0.9201(9) 0.4075(10) 0.7943(8) 0.033(2) Uani 1 1 d . . . . .
H83A H 0.962322 0.385511 0.755276 0.040 Uiso 1 1 calc R U . . .
C85 C 0.8289(11) 0.5244(11) 0.8472(9) 0.042(3) Uani 1 1 d . . . . .
H85A H 0.812101 0.585566 0.847121 0.051 Uiso 1 1 calc R U . . .
C74 C 0.5801(11) 0.0794(11) 0.9051(10) 0.045(3) Uani 1 1 d . . . . .
H74A H 0.633127 0.057312 0.936608 0.054 Uiso 1 1 calc R U . . .
C76 C 0.8523(10) 0.1506(9) 0.9526(8) 0.035(2) Uani 1 1 d . . . . .
H76A H 0.802147 0.115870 0.883715 0.042 Uiso 1 1 calc R U . . .
C72 C 0.3802(12) 0.0293(14) 0.8102(10) 0.056(4) Uani 1 1 d . . . . .
H72A H 0.301414 -0.024163 0.776691 0.067 Uiso 1 1 calc R U . . .
C90 C 0.7519(13) 0.5165(13) 1.2752(9) 0.050(3) Uani 1 1 d . . . . .
H90A H 0.752899 0.559833 1.338701 0.060 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
Br4 C33 1.886(10) . ?
Br2 C11 1.912(9) . ?
Mn1 O2 1.872(7) . ?
Mn1 O1 1.876(7) . ?
Mn1 N2 2.119(9) . ?
Mn1 N1 2.120(9) . ?
Mn1 N3 2.232(8) . ?
Mn1 N4 2.238(9) . ?
Mn2 O4 1.865(7) . ?
Mn2 O3 1.870(7) . ?
Mn2 N5 2.088(8) . ?
Mn2 N6 2.116(8) . ?
Mn2 N7 2.188(9) . ?
Mn2 N8 2.221(10) . ?
Br1 C4 1.889(12) . ?
Br3 C26 1.895(11) . ?
O1 C1 1.305(12) . ?
F3 C24 1.353(10) . ?
F1 C2 1.373(13) . ?
O3 C23 1.333(13) . ?
O4 C30 1.349(11) . ?
O2 C8 1.329(11) . ?
F2 C9 1.348(12) . ?
F4 C31 1.320(13) . ?
C9 C10 1.362(14) . ?
C9 C8 1.412(12) . ?
N5 C36 1.291(12) . ?
N5 C44 1.493(12) . ?
C12 C11 1.347(15) . ?
C12 C13 1.421(13) . ?
N3 C18 1.473(15) . ?
N3 C17 1.485(15) . ?
C24 C25 1.379(14) . ?
C24 C23 1.407(14) . ?
C57 C62 1.39(2) . ?
C57 C58 1.426(16) . ?
C57 B1 1.679(18) . ?
N1 C7 1.284(14) . ?
N1 C22 1.488(13) . ?
C13 C8 1.400(14) . ?
C13 C14 1.460(13) . ?
C2 C3 1.348(16) . ?
C2 C1 1.434(15) . ?
N6 C29 1.294(13) . ?
N6 C37 1.494(13) . ?
C35 C30 1.406(14) . ?
C35 C34 1.410(12) . ?
C35 C36 1.461(13) . ?
N7 C39 1.486(16) . ?
N7 C40 1.517(17) . ?
C1 C6 1.408(16) . ?
C10 C11 1.395(17) . ?
N8 C41 1.465(15) . ?
N8 C42 1.483(16) . ?
N2 C14 1.256(13) . ?
N2 C15 1.477(14) . ?
C27 C26 1.373(17) . ?
C27 C28 1.393(15) . ?
C33 C32 1.377(16) . ?
C33 C34 1.388(13) . ?
C31 C32 1.391(15) . ?
C31 C30 1.403(13) . ?
C29 C28 1.454(14) . ?
C25 C26 1.391(16) . ?
C58 C59 1.356(17) . ?
C19 N4 1.490(14) . ?
C19 C18 1.503(19) . ?
C3 C4 1.41(2) . ?
N4 C20 1.481(14) . ?
C48 C47 1.373(19) . ?
C48 C49 1.37(2) . ?
C15 C16 1.527(18) . ?
C56 C55 1.403(16) . ?
C56 C51 1.404(15) . ?
C23 C28 1.399(15) . ?
C6 C5 1.395(14) . ?
C6 C7 1.449(16) . ?
C45 C46 1.391(15) . ?
C45 C50 1.405(15) . ?
C45 B1 1.647(16) . ?
C38 C37 1.473(17) . ?
C38 C39 1.51(2) . ?
C67 C66 1.334(19) . ?
C67 C68 1.400(14) . ?
C63 C64 1.392(17) . ?
C63 C68 1.404(15) . ?
C63 B1 1.654(16) . ?
C50 C49 1.386(17) . ?
B1 C51 1.643(18) . ?
C46 C47 1.386(16) . ?
C44 C43 1.499(16) . ?
C60 C61 1.39(2) . ?
C60 C59 1.42(2) . ?
C43 C42 1.496(17) . ?
C41 C40 1.50(2) . ?
C61 C62 1.365(19) . ?
C4 C5 1.38(2) . ?
C52 C53 1.386(18) . ?
C52 C51 1.401(15) . ?
C21 C22 1.520(15) . ?
C21 C20 1.533(18) . ?
C17 C16 1.514(18) . ?
C55 C54 1.393(17) . ?
C53 C54 1.416(19) . ?
C64 C65 1.377(19) . ?
C65 C66 1.39(2) . ?
C82 C81 1.380(14) . ?
C82 C83 1.384(14) . ?
C71 C72 1.38(2) . ?
C71 C70 1.413(16) . ?
C80 C79 1.388(14) . ?
C80 C75 1.408(14) . ?
C73 C74 1.386(18) . ?
C73 C72 1.40(2) . ?
C75 C76 1.377(16) . ?
C75 B2 1.654(15) . ?
B2 C87 1.634(15) . ?
B2 C81 1.653(16) . ?
B2 C69 1.679(15) . ?
C81 C86 1.418(14) . ?
C84 C85 1.382(18) . ?
C84 C83 1.395(17) . ?
C86 C85 1.376(17) . ?
C70 C69 1.388(16) . ?
C89 C90 1.39(2) . ?
C89 C88 1.387(17) . ?
C87 C92 1.394(15) . ?
C87 C88 1.409(16) . ?
C77 C78 1.380(18) . ?
C77 C76 1.443(16) . ?
C91 C90 1.36(2) . ?
C91 C92 1.386(16) . ?
C79 C78 1.373(18) . ?
C69 C74 1.389(17) . ?

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
O2 Mn1 O1 176.5(3) . . ?
O2 Mn1 N2 86.7(3) . . ?
O1 Mn1 N2 89.8(3) . . ?
O2 Mn1 N1 93.3(3) . . ?
O1 Mn1 N1 88.0(3) . . ?
N2 Mn1 N1 112.8(3) . . ?
O2 Mn1 N3 94.3(3) . . ?
O1 Mn1 N3 85.5(3) . . ?
N2 Mn1 N3 86.4(3) . . ?
N1 Mn1 N3 159.7(3) . . ?
O2 Mn1 N4 88.2(3) . . ?
O1 Mn1 N4 95.2(3) . . ?
N2 Mn1 N4 164.3(3) . . ?
N1 Mn1 N4 82.4(3) . . ?
N3 Mn1 N4 79.2(3) . . ?
O4 Mn2 O3 177.1(3) . . ?
O4 Mn2 N5 86.8(3) . . ?
O3 Mn2 N5 90.9(3) . . ?
O4 Mn2 N6 94.0(3) . . ?
O3 Mn2 N6 88.5(3) . . ?
N5 Mn2 N6 111.0(3) . . ?
O4 Mn2 N7 86.3(3) . . ?
O3 Mn2 N7 95.5(3) . . ?
N5 Mn2 N7 164.7(3) . . ?
N6 Mn2 N7 83.0(3) . . ?
O4 Mn2 N8 93.1(3) . . ?
O3 Mn2 N8 85.0(3) . . ?
N5 Mn2 N8 86.5(3) . . ?
N6 Mn2 N8 161.4(3) . . ?
N7 Mn2 N8 80.4(4) . . ?
C1 O1 Mn1 125.6(6) . . ?
C23 O3 Mn2 127.5(6) . . ?
C30 O4 Mn2 124.6(6) . . ?
C8 O2 Mn1 123.4(6) . . ?
F2 C9 C10 119.9(9) . . ?
F2 C9 C8 117.6(8) . . ?
C10 C9 C8 122.4(10) . . ?
C36 N5 C44 116.7(8) . . ?
C36 N5 Mn2 123.9(7) . . ?
C44 N5 Mn2 119.0(6) . . ?
C11 C12 C13 119.6(10) . . ?
C18 N3 C17 111.8(9) . . ?
C18 N3 Mn1 107.0(6) . . ?
C17 N3 Mn1 115.9(7) . . ?
F3 C24 C25 117.9(9) . . ?
F3 C24 C23 117.3(9) . . ?
C25 C24 C23 124.8(9) . . ?
C62 C57 C58 115.7(11) . . ?
C62 C57 B1 123.0(10) . . ?
C58 C57 B1 121.3(11) . . ?
C7 N1 C22 116.8(9) . . ?
C7 N1 Mn1 124.1(8) . . ?
C22 N1 Mn1 118.3(7) . . ?
C8 C13 C12 121.0(9) . . ?
C8 C13 C14 120.9(8) . . ?
C12 C13 C14 118.0(9) . . ?
C3 C2 F1 119.6(10) . . ?
C3 C2 C1 124.3(11) . . ?
F1 C2 C1 116.1(9) . . ?
C29 N6 C37 115.6(8) . . ?
C29 N6 Mn2 124.6(7) . . ?
C37 N6 Mn2 117.8(7) . . ?
C30 C35 C34 120.5(8) . . ?
C30 C35 C36 121.2(8) . . ?
C34 C35 C36 117.9(8) . . ?
C39 N7 C40 111.5(9) . . ?
C39 N7 Mn2 118.3(7) . . ?
C40 N7 Mn2 108.0(7) . . ?
O1 C1 C6 125.3(10) . . ?
O1 C1 C2 118.6(10) . . ?
C6 C1 C2 115.8(9) . . ?
C9 C10 C11 119.6(9) . . ?
C41 N8 C42 113.7(10) . . ?
C41 N8 Mn2 107.2(7) . . ?
C42 N8 Mn2 115.2(7) . . ?
C14 N2 C15 118.2(9) . . ?
C14 N2 Mn1 122.9(7) . . ?
C15 N2 Mn1 118.6(7) . . ?
C26 C27 C28 120.1(10) . . ?
C32 C33 C34 120.7(9) . . ?
C32 C33 Br4 119.2(7) . . ?
C34 C33 Br4 120.0(8) . . ?
C33 C34 C35 119.6(9) . . ?
F4 C31 C32 119.8(9) . . ?
F4 C31 C30 118.6(9) . . ?
C32 C31 C30 121.6(10) . . ?
O2 C8 C13 124.7(8) . . ?
O2 C8 C9 119.0(9) . . ?
C13 C8 C9 116.3(8) . . ?
C12 C11 C10 120.8(9) . . ?
C12 C11 Br2 120.6(9) . . ?
C10 C11 Br2 118.6(7) . . ?
N6 C29 C28 124.4(9) . . ?
C24 C25 C26 115.6(10) . . ?
O4 C30 C31 118.8(9) . . ?
O4 C30 C35 123.4(8) . . ?
C31 C30 C35 117.8(8) . . ?
C59 C58 C57 122.7(13) . . ?
N4 C19 C18 108.8(9) . . ?
C2 C3 C4 117.6(12) . . ?
C27 C26 C25 122.6(10) . . ?
C27 C26 Br3 119.4(9) . . ?
C25 C26 Br3 118.0(9) . . ?
C20 N4 C19 110.4(9) . . ?
C20 N4 Mn1 116.8(6) . . ?
C19 N4 Mn1 107.5(7) . . ?
C47 C48 C49 119.8(11) . . ?
N2 C15 C16 110.9(9) . . ?
C55 C56 C51 123.5(10) . . ?
O3 C23 C28 124.8(10) . . ?
O3 C23 C24 118.5(9) . . ?
C28 C23 C24 116.6(9) . . ?
C5 C6 C1 120.7(11) . . ?
C5 C6 C7 117.2(11) . . ?
C1 C6 C7 121.8(10) . . ?
C46 C45 C50 114.7(10) . . ?
C46 C45 B1 121.6(10) . . ?
C50 C45 B1 123.4(10) . . ?
C37 C38 C39 117.0(9) . . ?
C66 C67 C68 121.1(11) . . ?
C64 C63 C68 114.2(10) . . ?
C64 C63 B1 123.2(10) . . ?
C68 C63 B1 122.6(9) . . ?
C38 C37 N6 110.6(10) . . ?
C49 C50 C45 122.7(12) . . ?
C51 B1 C45 110.3(9) . . ?
C51 B1 C63 111.7(10) . . ?
C45 B1 C63 108.4(8) . . ?
C51 B1 C57 107.4(9) . . ?
C45 B1 C57 110.0(9) . . ?
C63 B1 C57 108.9(10) . . ?
C47 C46 C45 123.4(11) . . ?
N5 C44 C43 110.2(8) . . ?
C61 C60 C59 117.9(13) . . ?
N5 C36 C35 122.9(9) . . ?
N2 C14 C13 124.2(9) . . ?
C48 C47 C46 119.5(12) . . ?
C33 C32 C31 119.7(9) . . ?
C67 C68 C63 122.5(10) . . ?
C42 C43 C44 116.9(9) . . ?
N8 C41 C40 110.7(10) . . ?
N3 C18 C19 109.4(9) . . ?
C62 C61 C60 121.2(15) . . ?
N7 C39 C38 113.9(9) . . ?
N1 C7 C6 123.9(10) . . ?
C5 C4 C3 121.1(11) . . ?
C5 C4 Br1 120.4(12) . . ?
C3 C4 Br1 118.5(11) . . ?
C53 C52 C51 122.9(10) . . ?
C22 C21 C20 114.3(9) . . ?
N3 C17 C16 113.5(9) . . ?
C17 C16 C15 115.4(10) . . ?
N4 C20 C21 112.1(9) . . ?
C61 C62 C57 122.5(13) . . ?
C48 C49 C50 119.8(12) . . ?
C54 C55 C56 120.3(11) . . ?
C52 C51 C56 115.0(10) . . ?
C52 C51 B1 124.3(9) . . ?
C56 C51 B1 119.8(9) . . ?
C58 C59 C60 119.7(12) . . ?
C41 C40 N7 109.3(10) . . ?
C27 C28 C23 120.2(10) . . ?
C27 C28 C29 117.8(10) . . ?
C23 C28 C29 121.9(10) . . ?
C52 C53 C54 121.2(11) . . ?
N1 C22 C21 109.7(8) . . ?
N8 C42 C43 114.4(9) . . ?
C4 C5 C6 120.3(13) . . ?
C55 C54 C53 117.1(11) . . ?
C65 C64 C63 123.0(13) . . ?
C64 C65 C66 120.6(13) . . ?
C67 C66 C65 118.4(11) . . ?
C81 C82 C83 125.0(10) . . ?
C72 C71 C70 121.6(11) . . ?
C79 C80 C75 123.0(11) . . ?
C74 C73 C72 120.2(14) . . ?
C76 C75 C80 114.9(10) . . ?
C76 C75 B2 123.4(9) . . ?
C80 C75 B2 121.6(10) . . ?
C87 B2 C81 111.7(8) . . ?
C87 B2 C75 108.9(8) . . ?
C81 B2 C75 108.5(8) . . ?
C87 B2 C69 107.0(8) . . ?
C81 B2 C69 109.5(8) . . ?
C75 B2 C69 111.3(8) . . ?
C82 C81 C86 113.2(10) . . ?
C82 C81 B2 125.9(9) . . ?
C86 C81 B2 121.0(9) . . ?
C85 C84 C83 117.2(10) . . ?
C85 C86 C81 123.1(11) . . ?
C69 C70 C71 120.7(12) . . ?
C90 C89 C88 119.8(12) . . ?
C92 C87 C88 114.1(10) . . ?
C92 C87 B2 121.6(9) . . ?
C88 C87 B2 123.9(9) . . ?
C78 C77 C76 118.0(11) . . ?
C89 C88 C87 123.1(12) . . ?
C90 C91 C92 120.3(13) . . ?
C91 C92 C87 123.7(12) . . ?
C78 C79 C80 120.5(10) . . ?
C70 C69 C74 116.9(11) . . ?
C70 C69 B2 118.4(10) . . ?
C74 C69 B2 124.3(9) . . ?
C79 C78 C77 120.1(10) . . ?
C82 C83 C84 119.9(10) . . ?
C86 C85 C84 121.4(11) . . ?
C73 C74 C69 122.7(13) . . ?
C75 C76 C77 123.5(10) . . ?
C71 C72 C73 117.8(12) . . ?
C91 C90 C89 119.0(11) . . ?

_refine_diff_density_max         1.881
_refine_diff_density_min         -1.932
_refine_diff_density_rms         0.137

####################################################################### 
# 
# 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_5_240
_database_code_depnum_ccdc_archive 'CCDC 2162856'
loop_
_audit_author_name
_audit_author_address
'Denis Korchagin'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2022-03-29 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 Br2 F2 Mn N4 O2, C24 H20 B'
_chemical_formula_sum            'C46 H44 B Br2 F2 Mn N4 O2'
_chemical_formula_weight         948.42

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'
F F 0.0171 0.0103 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.3588(9)
_cell_length_b                   22.9189(12)
_cell_length_c                   14.4698(9)
_cell_angle_alpha                90
_cell_angle_beta                 116.719(7)
_cell_angle_gamma                90
_cell_volume                     4253.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    240.0(1)
_cell_measurement_reflns_used    3802
_cell_measurement_theta_min      2.8309
_cell_measurement_theta_max      29.0950

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_F_000             1928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    2.241
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.86696
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      240.0(1)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector_area_resol_mean 16.2060
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            17664
_diffrn_reflns_av_unetI/netI     0.0997
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.837
_diffrn_reflns_theta_max         26.320
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8628
_reflns_number_gt                5011
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0103P)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         8628
_refine_ls_number_parameters     531
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1006
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.0799
_refine_ls_wR_factor_gt          0.0623
_refine_ls_goodness_of_fit_ref   0.928
_refine_ls_restrained_S_all      0.928
_refine_ls_shift/su_max          0.001
_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 0.83330(4) 0.17593(2) 0.14640(4) 0.03406(15) Uani 1 1 d . . . . .
Br2 Br 0.42403(3) 0.02699(2) -0.30286(3) 0.06376(16) Uani 1 1 d . . . . .
Br1 Br 1.33857(3) 0.03578(2) 0.27166(4) 0.06881(16) Uani 1 1 d . . . . .
F1 F 1.15446(15) 0.23482(9) 0.23211(16) 0.0563(6) Uani 1 1 d . . . . .
O1 O 0.97622(17) 0.18947(10) 0.20974(16) 0.0349(6) Uani 1 1 d . . . . .
O2 O 0.68926(17) 0.16402(11) 0.08258(16) 0.0412(7) Uani 1 1 d . . . . .
N1 N 0.8655(2) 0.08925(13) 0.1941(2) 0.0368(8) Uani 1 1 d . . . . .
N2 N 0.8221(2) 0.18435(13) -0.0033(2) 0.0365(8) Uani 1 1 d . . . . .
F2 F 0.52356(18) 0.10280(13) 0.06600(17) 0.0889(10) Uani 1 1 d . . . . .
C1 C 1.0425(3) 0.09174(16) 0.2151(2) 0.0319(9) Uani 1 1 d . . . . .
C2 C 1.0500(3) 0.15282(16) 0.2160(2) 0.0314(9) Uani 1 1 d . . . . .
C3 C 1.1458(3) 0.17572(16) 0.2303(3) 0.0345(9) Uani 1 1 d . . . . .
C6 C 1.1291(3) 0.05704(16) 0.2323(2) 0.0393(10) Uani 1 1 d . . . . .
H6A H 1.124023 0.016620 0.233484 0.047 Uiso 1 1 calc R U . . .
N3 N 0.8222(2) 0.18953(15) 0.2910(2) 0.0422(9) Uani 1 1 d . . . . .
N4 N 0.8224(3) 0.27139(15) 0.1437(2) 0.0430(9) Uani 1 1 d . . . . .
C13 C 0.5967(3) 0.09784(16) -0.1757(3) 0.0412(10) Uani 1 1 d . . . . .
H13A H 0.612748 0.096558 -0.231194 0.049 Uiso 1 1 calc R U . . .
C5 C 1.2211(3) 0.08243(18) 0.2473(3) 0.0422(10) Uani 1 1 d . . . . .
C4 C 1.2302(3) 0.14273(17) 0.2455(2) 0.0399(10) Uani 1 1 d . . . . .
H4A H 1.292242 0.160050 0.254364 0.048 Uiso 1 1 calc R U . . .
C8 C 0.6613(3) 0.12952(15) -0.0859(2) 0.0340(9) Uani 1 1 d . . . . .
C12 C 0.5113(3) 0.06923(17) -0.1819(3) 0.0442(10) Uani 1 1 d . . . . .
C9 C 0.6364(3) 0.13292(17) -0.0026(3) 0.0380(10) Uani 1 1 d . . . . .
C23 C 0.9754(3) -0.14032(17) 0.3932(2) 0.0387(10) Uani 1 1 d . . . . .
C41 C 0.9659(3) -0.11085(16) 0.2088(3) 0.0432(10) Uani 1 1 d . . . . .
C15 C 0.7920(3) 0.05858(17) 0.2233(3) 0.0456(10) Uani 1 1 d . . . . .
H15A H 0.808852 0.017342 0.232753 0.055 Uiso 1 1 calc R U . . .
H15B H 0.721422 0.062705 0.168647 0.055 Uiso 1 1 calc R U . . .
C14 C 0.7489(3) 0.16168(15) -0.0845(3) 0.0384(10) Uani 1 1 d . . . . .
H14A H 0.752222 0.166186 -0.146853 0.046 Uiso 1 1 calc R U . . .
C7 C 0.9515(3) 0.06377(16) 0.2143(2) 0.0397(10) Uani 1 1 d . . . . .
H7A H 0.956204 0.024142 0.229575 0.048 Uiso 1 1 calc R U . . .
C22 C 0.8942(3) 0.22487(17) -0.0184(3) 0.0456(11) Uani 1 1 d . . . . .
H22A H 0.887314 0.220556 -0.087912 0.055 Uiso 1 1 calc R U . . .
H22B H 0.965560 0.215648 0.030205 0.055 Uiso 1 1 calc R U . . .
C24 C 0.9603(3) -0.18515(17) 0.4507(2) 0.0398(10) Uani 1 1 d . . . . .
H24A H 0.981760 -0.222676 0.444805 0.048 Uiso 1 1 calc R U . . .
C25 C 0.9146(3) -0.17595(19) 0.5164(2) 0.0464(11) Uani 1 1 d . . . . .
H25A H 0.908091 -0.206903 0.554622 0.056 Uiso 1 1 calc R U . . .
C35 C 1.0195(4) -0.21813(19) 0.2777(4) 0.0604(13) Uani 1 1 d . . . . .
B1 B 1.0287(4) -0.1501(2) 0.3137(3) 0.0421(12) Uani 1 1 d . . . . .
C19 C 0.8414(3) 0.29029(18) 0.2488(3) 0.0546(12) Uani 1 1 d . . . . .
H19A H 0.816386 0.329879 0.246073 0.066 Uiso 1 1 calc R U . . .
H19B H 0.915574 0.289710 0.294757 0.066 Uiso 1 1 calc R U . . .
C42 C 0.8589(3) -0.09893(18) 0.1653(3) 0.0597(13) Uani 1 1 d . . . . .
H42A H 0.821779 -0.111181 0.200440 0.072 Uiso 1 1 calc R U . . .
C16 C 0.7993(3) 0.08431(18) 0.3233(3) 0.0519(12) Uani 1 1 d . . . . .
H16A H 0.759962 0.059560 0.347583 0.062 Uiso 1 1 calc R U . . .
H16B H 0.871596 0.083113 0.375090 0.062 Uiso 1 1 calc R U . . .
C29 C 1.1499(3) -0.12770(18) 0.3673(3) 0.0449(11) Uani 1 1 d . . . . .
C20 C 0.8898(3) 0.30373(17) 0.1074(3) 0.0487(11) Uani 1 1 d . . . . .
H20A H 0.962292 0.295848 0.154215 0.058 Uiso 1 1 calc R U . . .
H20B H 0.878176 0.345265 0.110009 0.058 Uiso 1 1 calc R U . . .
C21 C 0.8693(3) 0.28743(17) -0.0019(3) 0.0506(11) Uani 1 1 d . . . . .
H21A H 0.909793 0.313355 -0.022820 0.061 Uiso 1 1 calc R U . . .
H21B H 0.796297 0.294654 -0.047611 0.061 Uiso 1 1 calc R U . . .
C27 C 0.8929(3) -0.0758(2) 0.4702(3) 0.0543(12) Uani 1 1 d . . . . .
H27A H 0.870527 -0.038472 0.475888 0.065 Uiso 1 1 calc R U . . .
C28 C 0.9400(3) -0.08549(18) 0.4070(3) 0.0480(11) Uani 1 1 d . . . . .
H28A H 0.948824 -0.053874 0.371384 0.058 Uiso 1 1 calc R U . . .
C17 C 0.7601(3) 0.14631(19) 0.3162(3) 0.0513(12) Uani 1 1 d . . . . .
H17A H 0.688213 0.148066 0.263547 0.062 Uiso 1 1 calc R U . . .
H17B H 0.761475 0.156862 0.381747 0.062 Uiso 1 1 calc R U . . .
C30 C 1.1798(3) -0.07436(19) 0.4176(3) 0.0551(12) Uani 1 1 d . . . . .
H30A H 1.129583 -0.052475 0.426076 0.066 Uiso 1 1 calc R U . . .
C34 C 1.2302(4) -0.1575(2) 0.3588(3) 0.0609(13) Uani 1 1 d . . . . .
H34A H 1.215436 -0.193554 0.325667 0.073 Uiso 1 1 calc R U . . .
C36 C 0.9542(4) -0.2372(2) 0.1768(4) 0.0790(16) Uani 1 1 d . . . . .
H36A H 0.915615 -0.209573 0.127229 0.095 Uiso 1 1 calc R U . . .
C11 C 0.4849(3) 0.07050(18) -0.1007(3) 0.0543(12) Uani 1 1 d . . . . .
H11A H 0.426754 0.050599 -0.104656 0.065 Uiso 1 1 calc R U . . .
C18 C 0.7853(3) 0.24985(19) 0.2894(3) 0.0558(12) Uani 1 1 d . . . . .
H18A H 0.798932 0.261555 0.358790 0.067 Uiso 1 1 calc R U . . .
H18B H 0.710760 0.251960 0.245529 0.067 Uiso 1 1 calc R U . . .
C46 C 1.0145(3) -0.09197(17) 0.1492(3) 0.0530(12) Uani 1 1 d . . . . .
H46A H 1.085538 -0.098862 0.173636 0.064 Uiso 1 1 calc R U . . .
C33 C 1.3315(4) -0.1362(2) 0.3974(3) 0.0794(16) Uani 1 1 d . . . . .
H33A H 1.382413 -0.157852 0.389887 0.095 Uiso 1 1 calc R U . . .
C10 C 0.5474(3) 0.1021(2) -0.0144(3) 0.0538(12) Uani 1 1 d . . . . .
C32 C 1.3563(4) -0.0832(3) 0.4466(3) 0.0785(17) Uani 1 1 d . . . . .
H32A H 1.424013 -0.068937 0.473168 0.094 Uiso 1 1 calc R U . . .
C31 C 1.2802(4) -0.0516(2) 0.4563(3) 0.0732(16) Uani 1 1 d . . . . .
H31A H 1.295454 -0.015256 0.488377 0.088 Uiso 1 1 calc R U . . .
C26 C 0.8788(3) -0.1214(2) 0.5252(3) 0.0526(12) Uani 1 1 d . . . . .
H26A H 0.846092 -0.115391 0.567152 0.063 Uiso 1 1 calc R U . . .
C43 C 0.8053(4) -0.0695(2) 0.0714(3) 0.0844(18) Uani 1 1 d . . . . .
H43A H 0.734240 -0.062157 0.045576 0.101 Uiso 1 1 calc R U . . .
C38 C 1.0688(6) -0.3230(4) 0.3194(6) 0.117(3) Uani 1 1 d . . . . .
H38A H 1.106629 -0.351773 0.366654 0.140 Uiso 1 1 calc R U . . .
C37 C 1.0770(4) -0.2616(2) 0.3464(5) 0.0946(19) Uani 1 1 d . . . . .
H37A H 1.123289 -0.250809 0.413448 0.114 Uiso 1 1 calc R U . . .
C39 C 1.0028(6) -0.3348(4) 0.2216(8) 0.146(4) Uani 1 1 d . . . . .
H39A H 0.996175 -0.373807 0.202149 0.175 Uiso 1 1 calc R U . . .
C45 C 0.9619(4) -0.0637(2) 0.0558(3) 0.0757(16) Uani 1 1 d . . . . .
H45A H 0.997364 -0.052694 0.018392 0.091 Uiso 1 1 calc R U . . .
C44 C 0.8576(5) -0.0515(2) 0.0176(3) 0.094(2) Uani 1 1 d . . . . .
H44A H 0.822894 -0.031180 -0.044207 0.113 Uiso 1 1 calc R U . . .
C40 C 0.9444(5) -0.2963(3) 0.1472(6) 0.119(3) Uani 1 1 d . . . . .
H40A H 0.900140 -0.308194 0.080174 0.143 Uiso 1 1 calc R U . . .
H1 H 0.885(2) 0.1871(13) 0.334(2) 0.024(10) Uiso 1 1 d . . . . .
H2 H 0.761(3) 0.2751(16) 0.104(2) 0.056(14) 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 O1 1.859(2) . ?
Mn1 O2 1.867(2) . ?
Mn1 N1 2.086(3) . ?
Mn1 N2 2.108(3) . ?
Mn1 N3 2.191(3) . ?
Mn1 N4 2.192(3) . ?
Br2 C12 1.897(3) . ?
Br1 C5 1.891(4) . ?
F1 C3 1.359(4) . ?
O1 C2 1.323(4) . ?
O2 C9 1.327(4) . ?
N1 C7 1.276(4) . ?
N1 C15 1.479(4) . ?
N2 C14 1.283(4) . ?
N2 C22 1.479(4) . ?
F2 C10 1.353(4) . ?
C1 C6 1.401(5) . ?
C1 C2 1.404(5) . ?
C1 C7 1.450(5) . ?
C2 C3 1.398(5) . ?
C3 C4 1.360(5) . ?
C6 C5 1.370(5) . ?
N3 C18 1.477(5) . ?
N3 C17 1.484(5) . ?
N4 C19 1.483(4) . ?
N4 C20 1.489(5) . ?
C13 C12 1.357(5) . ?
C13 C8 1.412(4) . ?
C5 C4 1.389(5) . ?
C8 C9 1.406(5) . ?
C8 C14 1.450(5) . ?
C12 C11 1.389(5) . ?
C9 C10 1.402(5) . ?
C23 C24 1.398(5) . ?
C23 C28 1.403(5) . ?
C23 B1 1.659(5) . ?
C41 C42 1.401(5) . ?
C41 C46 1.401(5) . ?
C41 B1 1.641(5) . ?
C15 C16 1.522(4) . ?
C22 C21 1.522(5) . ?
C24 C25 1.393(5) . ?
C25 C26 1.380(5) . ?
C35 C37 1.387(6) . ?
C35 C36 1.404(5) . ?
C35 B1 1.631(6) . ?
B1 C29 1.636(6) . ?
C19 C18 1.509(5) . ?
C42 C43 1.398(5) . ?
C16 C17 1.515(5) . ?
C29 C30 1.389(5) . ?
C29 C34 1.393(5) . ?
C20 C21 1.520(4) . ?
C27 C28 1.379(5) . ?
C27 C26 1.382(5) . ?
C30 C31 1.393(5) . ?
C34 C33 1.391(6) . ?
C36 C40 1.408(6) . ?
C11 C10 1.371(5) . ?
C46 C45 1.378(5) . ?
C33 C32 1.371(6) . ?
C32 C31 1.370(6) . ?
C43 C44 1.365(7) . ?
C38 C39 1.329(9) . ?
C38 C37 1.450(8) . ?
C39 C40 1.352(8) . ?
C45 C44 1.371(6) . ?

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
O1 Mn1 O2 178.80(11) . . ?
O1 Mn1 N1 87.99(11) . . ?
O2 Mn1 N1 93.18(11) . . ?
O1 Mn1 N2 92.79(11) . . ?
O2 Mn1 N2 87.09(10) . . ?
N1 Mn1 N2 109.31(11) . . ?
O1 Mn1 N3 92.51(11) . . ?
O2 Mn1 N3 87.30(11) . . ?
N1 Mn1 N3 85.39(12) . . ?
N2 Mn1 N3 164.53(12) . . ?
O1 Mn1 N4 84.05(11) . . ?
O2 Mn1 N4 94.75(12) . . ?
N1 Mn1 N4 163.69(11) . . ?
N2 Mn1 N4 85.33(12) . . ?
N3 Mn1 N4 80.78(13) . . ?
C2 O1 Mn1 126.9(2) . . ?
C9 O2 Mn1 125.6(2) . . ?
C7 N1 C15 117.3(3) . . ?
C7 N1 Mn1 124.0(3) . . ?
C15 N1 Mn1 117.9(2) . . ?
C14 N2 C22 117.3(3) . . ?
C14 N2 Mn1 123.9(3) . . ?
C22 N2 Mn1 118.3(2) . . ?
C6 C1 C2 120.4(3) . . ?
C6 C1 C7 118.4(4) . . ?
C2 C1 C7 120.4(3) . . ?
O1 C2 C3 118.4(3) . . ?
O1 C2 C1 125.2(3) . . ?
C3 C2 C1 116.3(3) . . ?
C4 C3 F1 118.9(3) . . ?
C4 C3 C2 124.1(4) . . ?
F1 C3 C2 116.9(3) . . ?
C5 C6 C1 120.2(4) . . ?
C18 N3 C17 112.2(3) . . ?
C18 N3 Mn1 107.3(2) . . ?
C17 N3 Mn1 116.7(2) . . ?
C19 N4 C20 111.5(3) . . ?
C19 N4 Mn1 107.1(2) . . ?
C20 N4 Mn1 116.8(3) . . ?
C12 C13 C8 120.7(4) . . ?
C6 C5 C4 120.8(4) . . ?
C6 C5 Br1 120.4(3) . . ?
C4 C5 Br1 118.9(3) . . ?
C3 C4 C5 118.2(4) . . ?
C9 C8 C13 120.1(3) . . ?
C9 C8 C14 120.9(3) . . ?
C13 C8 C14 118.8(3) . . ?
C13 C12 C11 121.1(4) . . ?
C13 C12 Br2 120.7(3) . . ?
C11 C12 Br2 118.2(3) . . ?
O2 C9 C10 119.6(3) . . ?
O2 C9 C8 124.5(3) . . ?
C10 C9 C8 115.9(3) . . ?
C24 C23 C28 114.3(4) . . ?
C24 C23 B1 123.8(4) . . ?
C28 C23 B1 121.9(4) . . ?
C42 C41 C46 114.4(4) . . ?
C42 C41 B1 124.0(4) . . ?
C46 C41 B1 121.3(4) . . ?
N1 C15 C16 109.6(3) . . ?
N2 C14 C8 124.5(3) . . ?
N1 C7 C1 125.1(4) . . ?
N2 C22 C21 109.8(3) . . ?
C25 C24 C23 122.7(4) . . ?
C26 C25 C24 120.6(4) . . ?
C37 C35 C36 115.2(5) . . ?
C37 C35 B1 121.5(4) . . ?
C36 C35 B1 123.4(4) . . ?
C35 B1 C29 111.5(4) . . ?
C35 B1 C41 107.3(3) . . ?
C29 B1 C41 107.0(3) . . ?
C35 B1 C23 110.7(3) . . ?
C29 B1 C23 110.7(3) . . ?
C41 B1 C23 109.5(3) . . ?
N4 C19 C18 109.6(3) . . ?
C43 C42 C41 123.0(4) . . ?
C17 C16 C15 115.7(3) . . ?
C30 C29 C34 113.9(4) . . ?
C30 C29 B1 122.4(4) . . ?
C34 C29 B1 123.4(4) . . ?
N4 C20 C21 113.1(3) . . ?
C20 C21 C22 116.5(3) . . ?
C28 C27 C26 120.2(4) . . ?
C27 C28 C23 123.8(4) . . ?
N3 C17 C16 113.4(3) . . ?
C29 C30 C31 124.1(5) . . ?
C33 C34 C29 123.3(5) . . ?
C40 C36 C35 123.0(6) . . ?
C10 C11 C12 117.7(4) . . ?
N3 C18 C19 109.3(3) . . ?
C45 C46 C41 122.9(4) . . ?
C32 C33 C34 120.0(5) . . ?
F2 C10 C11 118.3(4) . . ?
F2 C10 C9 117.3(3) . . ?
C11 C10 C9 124.4(4) . . ?
C31 C32 C33 119.3(5) . . ?
C32 C31 C30 119.3(5) . . ?
C25 C26 C27 118.4(4) . . ?
C44 C43 C42 119.7(5) . . ?
C39 C38 C37 114.6(9) . . ?
C35 C37 C38 123.6(6) . . ?
C38 C39 C40 127.2(10) . . ?
C44 C45 C46 120.6(5) . . ?
C43 C44 C45 119.3(5) . . ?
C39 C40 C36 116.4(7) . . ?

_refine_diff_density_max         0.598
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.064

####################################################################### 
# 
# 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_2_160
_database_code_depnum_ccdc_archive 'CCDC 2162855'
loop_
_audit_author_name
_audit_author_address
'Denis Korchagin'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2022-07-06 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 Br2 F2 Mn N4 O2, C24 H20 B'
_chemical_formula_sum            'C46 H44 B Br2 F2 Mn N4 O2'
_chemical_formula_weight         948.42

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'
F F 0.0171 0.0103 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.2815(6)
_cell_length_b                   22.8241(12)
_cell_length_c                   14.4290(8)
_cell_angle_alpha                90
_cell_angle_beta                 117.062(6)
_cell_angle_gamma                90
_cell_volume                     4188.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    160.0(1)
_cell_measurement_reflns_used    5122
_cell_measurement_theta_min      2.8497
_cell_measurement_theta_max      29.3094

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_F_000             1928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    2.276
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.95047
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      160.0(1)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector_area_resol_mean 16.2060
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            18484
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.861
_diffrn_reflns_theta_max         26.318
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8504
_reflns_number_gt                6267
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0293P)²+0.3951P] 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         8504
_refine_ls_number_parameters     520
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.0816
_refine_ls_wR_factor_gt          0.0733
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.001
_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 0.83573(3) 0.17734(2) 0.15148(3) 0.02267(11) Uani 1 1 d . . . . .
Br2 Br 0.42345(2) 0.02665(2) -0.29925(2) 0.04259(10) Uani 1 1 d . . . . .
Br1 Br 1.34326(2) 0.03640(2) 0.27544(3) 0.04663(10) Uani 1 1 d . . . . .
F1 F 1.16085(12) 0.23650(8) 0.24372(12) 0.0397(4) Uani 1 1 d . . . . .
O1 O 0.97970(12) 0.19077(8) 0.21731(12) 0.0240(4) Uani 1 1 d . . . . .
O2 O 0.68980(12) 0.16616(9) 0.08608(12) 0.0297(5) Uani 1 1 d . . . . .
N1 N 0.86575(16) 0.09071(11) 0.19375(16) 0.0281(6) Uani 1 1 d . . . . .
N2 N 0.82713(16) 0.18309(11) 0.00432(16) 0.0276(6) Uani 1 1 d . . . . .
F2 F 0.51982(13) 0.10754(11) 0.06698(13) 0.0761(8) Uani 1 1 d . . . . .
C1 C 1.04482(19) 0.09274(13) 0.21756(18) 0.0228(6) Uani 1 1 d . . . . .
C2 C 1.05385(19) 0.15394(13) 0.22195(17) 0.0208(6) Uani 1 1 d . . . . .
C3 C 1.15056(19) 0.17719(13) 0.23825(18) 0.0241(6) Uani 1 1 d . . . . .
C6 C 1.1318(2) 0.05755(13) 0.23431(19) 0.0275(6) Uani 1 1 d . . . . .
H6A H 1.126091 0.016948 0.233799 0.033 Uiso 1 1 calc R U . . .
N3 N 0.82515(18) 0.18958(12) 0.29375(17) 0.0305(6) Uani 1 1 d . . . . .
N4 N 0.82535(19) 0.27131(12) 0.14772(18) 0.0292(6) Uani 1 1 d . . . . .
C13 C 0.5995(2) 0.09674(13) -0.17014(19) 0.0294(7) Uani 1 1 d . . . . .
H13A H 0.616893 0.094275 -0.224793 0.035 Uiso 1 1 calc R U . . .
C5 C 1.2253(2) 0.08318(14) 0.25142(19) 0.0274(7) Uani 1 1 d . . . . .
C4 C 1.2356(2) 0.14357(14) 0.25300(19) 0.0275(7) Uani 1 1 d . . . . .
H4A H 1.298784 0.160838 0.263806 0.033 Uiso 1 1 calc R U . . .
C8 C 0.66427(19) 0.12872(12) -0.08040(18) 0.0243(6) Uani 1 1 d . . . . .
C12 C 0.5117(2) 0.06939(13) -0.17782(19) 0.0290(7) Uani 1 1 d . . . . .
C9 C 0.63694(19) 0.13409(13) 0.00137(19) 0.0271(7) Uani 1 1 d . . . . .
C23 C 0.9726(2) -0.13976(13) 0.38978(18) 0.0279(7) Uani 1 1 d . . . . .
C41 C 0.9615(2) -0.10888(13) 0.20442(19) 0.0302(7) Uani 1 1 d . . . . .
C15 C 0.7920(2) 0.05912(15) 0.2222(2) 0.0367(8) Uani 1 1 d . . . . .
H15A H 0.808736 0.017655 0.230207 0.044 Uiso 1 1 calc R U . . .
H15B H 0.720560 0.063747 0.167651 0.044 Uiso 1 1 calc R U . . .
C14 C 0.7536(2) 0.15999(13) -0.0777(2) 0.0280(7) Uani 1 1 d . . . . .
H14A H 0.758046 0.163643 -0.139735 0.034 Uiso 1 1 calc R U . . .
C7 C 0.9522(2) 0.06462(14) 0.21350(19) 0.0285(7) Uani 1 1 d . . . . .
H7A H 0.955743 0.024538 0.226221 0.034 Uiso 1 1 calc R U . . .
C22 C 0.9003(2) 0.22313(14) -0.0101(2) 0.0336(7) Uani 1 1 d . . . . .
H22A H 0.894818 0.217910 -0.079121 0.040 Uiso 1 1 calc R U . . .
H22B H 0.971967 0.214261 0.040500 0.040 Uiso 1 1 calc R U . . .
C24 C 0.95769(19) -0.18530(14) 0.44707(18) 0.0270(7) Uani 1 1 d . . . . .
H24A H 0.979429 -0.222896 0.441058 0.032 Uiso 1 1 calc R U . . .
C25 C 0.91138(19) -0.17619(15) 0.51282(18) 0.0324(7) Uani 1 1 d . . . . .
H25A H 0.904123 -0.207487 0.550325 0.039 Uiso 1 1 calc R U . . .
B1 B 1.0246(3) -0.14920(16) 0.3093(2) 0.0303(8) Uani 1 1 d . . . . .
C19 C 0.8437(2) 0.29134(15) 0.2523(2) 0.0380(8) Uani 1 1 d . . . . .
H19A H 0.817073 0.330852 0.248047 0.046 Uiso 1 1 calc R U . . .
H19B H 0.918558 0.291657 0.299078 0.046 Uiso 1 1 calc R U . . .
C42 C 0.8540(2) -0.09607(15) 0.1611(2) 0.0406(8) Uani 1 1 d . . . . .
H42A H 0.816718 -0.107933 0.196499 0.049 Uiso 1 1 calc R U . . .
C16 C 0.8014(2) 0.08414(15) 0.3245(2) 0.0381(8) Uani 1 1 d . . . . .
H16A H 0.762127 0.059142 0.348661 0.046 Uiso 1 1 calc R U . . .
H16B H 0.874678 0.082517 0.376002 0.046 Uiso 1 1 calc R U . . .
C29 C 1.1485(2) -0.12777(14) 0.36387(19) 0.0329(7) Uani 1 1 d . . . . .
C20 C 0.8929(2) 0.30343(14) 0.1118(2) 0.0342(7) Uani 1 1 d . . . . .
H20A H 0.966000 0.296240 0.160086 0.041 Uiso 1 1 calc R U . . .
H20B H 0.880051 0.345111 0.112607 0.041 Uiso 1 1 calc R U . . .
C21 C 0.8742(2) 0.28607(15) 0.0034(2) 0.0371(8) Uani 1 1 d . . . . .
H21A H 0.915622 0.311739 -0.017255 0.045 Uiso 1 1 calc R U . . .
H21B H 0.800794 0.292987 -0.044181 0.045 Uiso 1 1 calc R U . . .
C27 C 0.8904(2) -0.07535(15) 0.4678(2) 0.0369(8) Uani 1 1 d . . . . .
H27A H 0.867629 -0.037973 0.473619 0.044 Uiso 1 1 calc R U . . .
C28 C 0.9379(2) -0.08456(14) 0.40430(19) 0.0330(7) Uani 1 1 d . . . . .
H28A H 0.947420 -0.052600 0.369483 0.040 Uiso 1 1 calc R U . . .
C17 C 0.7630(2) 0.14631(15) 0.3188(2) 0.0362(8) Uani 1 1 d . . . . .
H17A H 0.690181 0.148457 0.266156 0.043 Uiso 1 1 calc R U . . .
H17B H 0.765383 0.156545 0.385071 0.043 Uiso 1 1 calc R U . . .
C30 C 1.1798(2) -0.07470(16) 0.4174(2) 0.0419(8) Uani 1 1 d . . . . .
H30A H 1.130150 -0.053072 0.427681 0.050 Uiso 1 1 calc R U . . .
C34 C 1.2274(2) -0.15717(16) 0.3516(2) 0.0439(9) Uani 1 1 d . . . . .
H34A H 1.211090 -0.192633 0.315964 0.053 Uiso 1 1 calc R U . . .
C11 C 0.4835(2) 0.07267(15) -0.0976(2) 0.0389(8) Uani 1 1 d . . . . .
H11A H 0.423746 0.053708 -0.102494 0.047 Uiso 1 1 calc R U . . .
C18 C 0.7885(2) 0.25048(15) 0.2934(2) 0.0366(8) Uani 1 1 d . . . . .
H18A H 0.803341 0.261899 0.363485 0.044 Uiso 1 1 calc R U . . .
H18B H 0.713072 0.252743 0.249854 0.044 Uiso 1 1 calc R U . . .
C46 C 1.0109(2) -0.09087(14) 0.1451(2) 0.0379(8) Uani 1 1 d . . . . .
H46A H 1.082277 -0.098493 0.169762 0.045 Uiso 1 1 calc R U . . .
C33 C 1.3298(3) -0.1359(2) 0.3903(3) 0.0591(11) Uani 1 1 d . . . . .
H33A H 1.379923 -0.157041 0.380068 0.071 Uiso 1 1 calc R U . . .
C10 C 0.5460(2) 0.10453(16) -0.0117(2) 0.0393(8) Uani 1 1 d . . . . .
C32 C 1.3567(3) -0.0839(2) 0.4434(2) 0.0602(12) Uani 1 1 d . . . . .
H32A H 1.425352 -0.070040 0.470577 0.072 Uiso 1 1 calc R U . . .
C31 C 1.2811(3) -0.05250(18) 0.4560(2) 0.0568(11) Uani 1 1 d . . . . .
H31A H 1.297724 -0.016595 0.490177 0.068 Uiso 1 1 calc R U . . .
C26 C 0.8763(2) -0.12139(16) 0.5229(2) 0.0362(8) Uani 1 1 d . . . . .
H26A H 0.844037 -0.115495 0.565442 0.043 Uiso 1 1 calc R U . . .
C43 C 0.8009(3) -0.06634(19) 0.0674(2) 0.0611(12) Uani 1 1 d . . . . .
H43A H 0.729643 -0.058113 0.041965 0.073 Uiso 1 1 calc R U . . .
C45 C 0.9577(3) -0.06207(18) 0.0507(2) 0.0556(10) Uani 1 1 d . . . . .
H45A H 0.993322 -0.051449 0.013073 0.067 Uiso 1 1 calc R U . . .
C44 C 0.8530(3) -0.04910(19) 0.0124(2) 0.0661(12) Uani 1 1 d . . . . .
H44A H 0.817878 -0.028888 -0.050007 0.079 Uiso 1 1 calc R U . . .
H1 H 0.887(2) 0.1906(13) 0.3420(19) 0.030(8) Uiso 1 1 d . . . . .
H2 H 0.767(2) 0.2771(13) 0.1082(19) 0.030(9) Uiso 1 1 d . . . . .
C35 C 0.94130(17) -0.23282(11) 0.16308(17) 0.0386(10) Uani 0.843(3) 1 d G . P A
1
H35A H 0.902458 -0.203343 0.117168 0.046 Uiso 0.843(3) 1 calc R U P A 1
C36 C 1.00974(19) -0.21919(8) 0.26585(18) 0.0299(9) Uani 0.843(3) 1 d G . P A 1
C37 C 1.06779(17) -0.26325(12) 0.33447(16) 0.0429(11) Uani 0.843(3) 1 d G . P A
1
H37A H 1.113581 -0.254132 0.403224 0.052 Uiso 0.843(3) 1 calc R U P A 1
C38 C 1.05741(19) -0.32094(10) 0.3003(2) 0.0550(13) Uani 0.843(3) 1 d G . P A 1
H38A H 1.096253 -0.350422 0.346232 0.066 Uiso 0.843(3) 1 calc R U P A 1
C39 C 0.9890(2) -0.33457(9) 0.1976(3) 0.0598(14) Uani 0.843(3) 1 d G . P A 1
H39A H 0.982028 -0.373174 0.174709 0.072 Uiso 0.843(3) 1 calc R U P A 1
C40 C 0.93092(17) -0.29052(13) 0.12893(19) 0.0533(13) Uani 0.843(3) 1 d G . P A
1
H40A H 0.885130 -0.299636 0.060176 0.064 Uiso 0.843(3) 1 calc R U P A 1
C35' C 0.98842(15) -0.24290(8) 0.21791(16) 0.0386(10) Uani 0.157(3) 1 d G . P A
2
H35B H 0.947902 -0.218113 0.163037 0.046 Uiso 0.157(3) 1 calc R U P A 2
C36' C 1.0613(2) -0.21959(10) 0.31234(18) 0.0299(9) Uani 0.157(3) 1 d G . P A 2
C37' C 1.1218(2) -0.25663(16) 0.39436(16) 0.0429(11) Uani 0.157(3) 1 d G . P A
2
H37B H 1.170556 -0.241033 0.457541 0.052 Uiso 0.157(3) 1 calc R U P A 2
C38' C 1.1096(2) -0.31699(15) 0.3819(2) 0.0550(13) Uani 0.157(3) 1 d G . P A 2
H38B H 1.150075 -0.341775 0.436814 0.066 Uiso 0.157(3) 1 calc R U P A 2
C39' C 1.0367(2) -0.34030(9) 0.2875(3) 0.0598(14) Uani 0.157(3) 1 d G . P A 2
H39B H 1.028508 -0.380687 0.279200 0.072 Uiso 0.157(3) 1 calc R U P A 2
C40' C 0.97615(16) -0.30326(8) 0.2055(2) 0.0533(13) Uani 0.157(3) 1 d G . P A 2
H40B H 0.927421 -0.318857 0.142311 0.064 Uiso 0.157(3) 1 calc R 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 O1 1.8565(16) . ?
Mn1 O2 1.8735(16) . ?
Mn1 N1 2.056(3) . ?
Mn1 N2 2.074(2) . ?
Mn1 N3 2.144(2) . ?
Mn1 N4 2.149(3) . ?
Br2 C12 1.898(3) . ?
Br1 C5 1.889(3) . ?
F1 C3 1.360(3) . ?
O1 C2 1.330(3) . ?
O2 C9 1.327(3) . ?
N1 C7 1.281(3) . ?
N1 C15 1.480(3) . ?
N2 C14 1.285(3) . ?
N2 C22 1.473(3) . ?
F2 C10 1.348(3) . ?
C1 C2 1.402(4) . ?
C1 C6 1.405(4) . ?
C1 C7 1.447(3) . ?
C2 C3 1.396(3) . ?
C3 C4 1.369(4) . ?
C6 C5 1.373(4) . ?
N3 C17 1.479(4) . ?
N3 C18 1.485(4) . ?
N4 C20 1.481(3) . ?
N4 C19 1.482(3) . ?
C13 C12 1.359(4) . ?
C13 C8 1.405(3) . ?
C5 C4 1.386(4) . ?
C8 C9 1.407(3) . ?
C8 C14 1.446(4) . ?
C12 C11 1.390(4) . ?
C9 C10 1.399(4) . ?
C23 C24 1.403(4) . ?
C23 C28 1.404(4) . ?
C23 B1 1.653(4) . ?
C41 C46 1.397(4) . ?
C41 C42 1.399(4) . ?
C41 B1 1.646(4) . ?
C15 C16 1.530(4) . ?
C22 C21 1.518(4) . ?
C24 C25 1.397(3) . ?
C25 C26 1.379(4) . ?
B1 C29 1.650(4) . ?
B1 C36' 1.684(4) . ?
B1 C36 1.694(4) . ?
C19 C18 1.507(4) . ?
C42 C43 1.390(4) . ?
C16 C17 1.510(4) . ?
C29 C34 1.389(4) . ?
C29 C30 1.396(4) . ?
C20 C21 1.515(4) . ?
C27 C28 1.383(4) . ?
C27 C26 1.386(4) . ?
C30 C31 1.388(4) . ?
C34 C33 1.394(4) . ?
C11 C10 1.363(4) . ?
C46 C45 1.386(4) . ?
C33 C32 1.368(5) . ?
C32 C31 1.376(5) . ?
C43 C44 1.370(5) . ?
C45 C44 1.369(5) . ?
C35 C36 1.3900 . ?
C35 C40 1.3900 . ?
C36 C37 1.3900 . ?
C37 C38 1.3900 . ?
C38 C39 1.3900 . ?
C39 C40 1.3900 . ?
C35' C36' 1.3900 . ?
C35' C40' 1.3900 . ?
C36' C37' 1.3900 . ?
C37' C38' 1.3900 . ?
C38' C39' 1.3900 . ?
C39' C40' 1.3900 . ?

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
O1 Mn1 O2 178.23(9) . . ?
O1 Mn1 N1 88.52(8) . . ?
O2 Mn1 N1 93.00(9) . . ?
O1 Mn1 N2 92.83(8) . . ?
O2 Mn1 N2 87.64(8) . . ?
N1 Mn1 N2 105.77(9) . . ?
O1 Mn1 N3 91.87(8) . . ?
O2 Mn1 N3 87.31(8) . . ?
N1 Mn1 N3 86.40(9) . . ?
N2 Mn1 N3 167.05(10) . . ?
O1 Mn1 N4 84.02(9) . . ?
O2 Mn1 N4 94.31(9) . . ?
N1 Mn1 N4 165.93(8) . . ?
N2 Mn1 N4 86.55(9) . . ?
N3 Mn1 N4 81.95(10) . . ?
C2 O1 Mn1 126.34(17) . . ?
C9 O2 Mn1 125.13(16) . . ?
C7 N1 C15 116.6(3) . . ?
C7 N1 Mn1 124.3(2) . . ?
C15 N1 Mn1 118.17(18) . . ?
C14 N2 C22 117.4(2) . . ?
C14 N2 Mn1 124.02(18) . . ?
C22 N2 Mn1 117.94(16) . . ?
C2 C1 C6 120.4(2) . . ?
C2 C1 C7 120.5(2) . . ?
C6 C1 C7 118.3(3) . . ?
O1 C2 C3 118.2(3) . . ?
O1 C2 C1 125.0(2) . . ?
C3 C2 C1 116.8(2) . . ?
F1 C3 C4 118.9(2) . . ?
F1 C3 C2 117.4(2) . . ?
C4 C3 C2 123.6(3) . . ?
C5 C6 C1 119.9(3) . . ?
C17 N3 C18 112.1(2) . . ?
C17 N3 Mn1 117.29(18) . . ?
C18 N3 Mn1 107.28(17) . . ?
C20 N4 C19 111.2(2) . . ?
C20 N4 Mn1 117.03(18) . . ?
C19 N4 Mn1 107.70(18) . . ?
C12 C13 C8 120.6(2) . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 Br1 120.4(2) . . ?
C4 C5 Br1 118.6(2) . . ?
C3 C4 C5 118.3(3) . . ?
C13 C8 C9 120.0(2) . . ?
C13 C8 C14 118.9(2) . . ?
C9 C8 C14 120.8(2) . . ?
C13 C12 C11 120.9(2) . . ?
C13 C12 Br2 120.8(2) . . ?
C11 C12 Br2 118.3(2) . . ?
O2 C9 C10 119.6(2) . . ?
O2 C9 C8 124.2(2) . . ?
C10 C9 C8 116.1(2) . . ?
C24 C23 C28 114.7(2) . . ?
C24 C23 B1 123.7(3) . . ?
C28 C23 B1 121.6(3) . . ?
C46 C41 C42 115.0(3) . . ?
C46 C41 B1 120.6(3) . . ?
C42 C41 B1 123.9(3) . . ?
N1 C15 C16 108.9(2) . . ?
N2 C14 C8 124.7(2) . . ?
N1 C7 C1 125.0(3) . . ?
N2 C22 C21 109.7(2) . . ?
C25 C24 C23 122.4(3) . . ?
C26 C25 C24 120.9(3) . . ?
C41 B1 C29 107.0(2) . . ?
C41 B1 C23 109.8(2) . . ?
C29 B1 C23 110.7(2) . . ?
C41 B1 C36' 126.2(2) . . ?
C29 B1 C36' 91.0(2) . . ?
C23 B1 C36' 109.9(2) . . ?
C41 B1 C36 105.2(2) . . ?
C29 B1 C36 112.5(2) . . ?
C23 B1 C36 111.2(2) . . ?
N4 C19 C18 109.1(2) . . ?
C43 C42 C41 122.6(3) . . ?
C17 C16 C15 115.3(2) . . ?
C34 C29 C30 114.5(3) . . ?
C34 C29 B1 123.5(3) . . ?
C30 C29 B1 121.7(3) . . ?
N4 C20 C21 113.3(2) . . ?
C20 C21 C22 116.2(2) . . ?
C28 C27 C26 120.5(3) . . ?
C27 C28 C23 123.2(3) . . ?
N3 C17 C16 113.4(2) . . ?
C31 C30 C29 123.5(3) . . ?
C29 C34 C33 122.9(3) . . ?
C10 C11 C12 117.9(3) . . ?
N3 C18 C19 109.5(2) . . ?
C45 C46 C41 122.5(3) . . ?
C32 C33 C34 120.2(4) . . ?
F2 C10 C11 118.4(3) . . ?
F2 C10 C9 117.3(2) . . ?
C11 C10 C9 124.3(3) . . ?
C33 C32 C31 119.2(3) . . ?
C32 C31 C30 119.6(4) . . ?
C25 C26 C27 118.2(3) . . ?
C44 C43 C42 120.2(3) . . ?
C44 C45 C46 120.6(3) . . ?
C45 C44 C43 119.0(3) . . ?
C36 C35 C40 120.0 . . ?
C37 C36 C35 120.0 . . ?
C37 C36 B1 119.00(19) . . ?
C35 C36 B1 121.00(19) . . ?
C38 C37 C36 120.0 . . ?
C37 C38 C39 120.0 . . ?
C40 C39 C38 120.0 . . ?
C39 C40 C35 120.0 . . ?
C36' C35' C40' 120.0 . . ?
C35' C36' C37' 120.0 . . ?
C35' C36' B1 104.75(18) . . ?
C37' C36' B1 131.92(17) . . ?
C36' C37' C38' 120.0 . . ?
C39' C38' C37' 120.0 . . ?
C38' C39' C40' 120.0 . . ?
C39' C40' C35' 120.0 . . ?

_refine_diff_density_max         0.591
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.065

####################################################################### 
# 
# 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_6_100
_database_code_depnum_ccdc_archive 'CCDC 2162857'
loop_
_audit_author_name
_audit_author_address
'Denis Korchagin'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2022-03-29 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C22 H24 Br2 F2 Mn N4 O2), 2(C24 H20 B)'
_chemical_formula_sum            'C92 H88 B2 Br4 F4 Mn2 N8 O4'
_chemical_formula_weight         1896.84

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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'

_cell_length_a                   13.0486(7)
_cell_length_b                   13.4558(9)
_cell_length_c                   14.2222(9)
_cell_angle_alpha                105.615(6)
_cell_angle_beta                 102.221(5)
_cell_angle_gamma                111.652(6)
_cell_volume                     2096.0(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    4697
_cell_measurement_theta_min      2.9761
_cell_measurement_theta_max      31.5986

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_F_000             964
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.274
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.84566
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      100.0(1)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector_area_resol_mean 16.2060
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            18399
_diffrn_reflns_av_unetI/netI     0.0764
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.982
_diffrn_reflns_theta_max         29.069
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.633
_diffrn_reflns_point_group_measured_fraction_full 0.668
_reflns_number_total             14200
_reflns_number_gt                11894
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.267
_reflns_Friedel_fraction_max     0.266
_reflns_Friedel_fraction_full    0.337

_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0990P)²+10.8716P] 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_abs_structure_details 
;
 Flack x determined using 2199 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.025(12)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         14200
_refine_ls_number_parameters     1045
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0916
_refine_ls_R_factor_gt           0.0760
_refine_ls_wR_factor_ref         0.2100
_refine_ls_wR_factor_gt          0.1975
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
Br4 Br 0.16054(10) 0.03386(8) 0.48547(9) 0.0287(3) Uani 1 1 d . . . . .
Br2 Br -0.80538(10) -1.00566(10) -0.01145(9) 0.0330(3) Uani 1 1 d . . . . .
Mn1 Mn -0.32268(12) -0.83702(11) 0.45812(11) 0.0157(3) Uani 1 1 d . . . . .
Mn2 Mn 0.31052(13) 0.53104(11) 0.94936(11) 0.0166(3) Uani 1 1 d . . . . .
Br1 Br -0.01479(18) -0.20472(12) 0.60909(18) 0.0681(6) Uani 1 1 d . . . . .
Br3 Br 0.95654(13) 0.88808(14) 1.1359(2) 0.0725(7) Uani 1 1 d . . . . .
O1 O -0.1754(6) -0.7086(6) 0.5321(6) 0.0191(14) Uani 1 1 d . . . . .
F3 F 0.5558(5) 0.8986(5) 1.0417(5) 0.0245(13) Uani 1 1 d . . . . .
F1 F 0.0441(6) -0.5745(6) 0.5498(6) 0.0294(14) Uani 1 1 d . . . . .
O3 O 0.4318(6) 0.6817(6) 1.0220(5) 0.0188(14) Uani 1 1 d . . . . .
O4 O 0.1857(6) 0.3822(6) 0.8720(5) 0.0196(14) Uani 1 1 d . . . . .
O2 O -0.4687(6) -0.9649(6) 0.3771(5) 0.0173(14) Uani 1 1 d . . . . .
F2 F -0.7003(6) -1.0831(6) 0.3266(6) 0.0327(15) Uani 1 1 d . . . . .
F4 F 0.0776(7) 0.1546(5) 0.8277(6) 0.0376(18) Uani 1 1 d . . . . .
C9 C -0.6613(9) -1.0367(8) 0.2610(8) 0.0202(19) Uani 1 1 d . . . . .
N5 N 0.3072(8) 0.5506(7) 0.8084(7) 0.0214(18) Uani 1 1 d . . . . .
C12 C -0.5783(10) -0.9424(9) 0.1260(9) 0.022(2) Uani 1 1 d . . . . .
H12A H -0.550797 -0.913298 0.079079 0.026 Uiso 1 1 calc R U . . .
N3 N -0.2257(8) -0.9409(7) 0.4706(7) 0.0205(17) Uani 1 1 d . . . . .
H33A H -0.278803 -1.020691 0.421768 0.025 Uiso 1 1 calc R U . . .
C24 C 0.6142(9) 0.8353(8) 1.0531(7) 0.0161(18) Uani 1 1 d . . . . .
C57 C 0.5115(11) -0.3174(9) 0.4215(9) 0.025(2) Uani 1 1 d . . . . .
N1 N -0.4008(8) -0.7271(7) 0.5024(6) 0.0180(16) Uani 1 1 d . . . . .
C13 C -0.4977(9) -0.9312(8) 0.2181(8) 0.0186(19) Uani 1 1 d . . . . .
C2 C -0.0326(9) -0.5275(9) 0.5520(8) 0.022(2) Uani 1 1 d . . . . .
N6 N 0.4342(8) 0.4703(7) 0.9950(6) 0.0179(16) Uani 1 1 d . . . . .
C35 C 0.2283(9) 0.3431(8) 0.7117(8) 0.0178(19) Uani 1 1 d . . . . .
N7 N 0.2687(8) 0.5084(8) 1.0858(7) 0.0237(19) Uani 1 1 d . . . . .
H77B H 0.336143 0.569088 1.146862 0.028 Uiso 1 1 calc R U . . .
C1 C -0.1481(9) -0.6022(8) 0.5384(8) 0.0167(18) Uani 1 1 d . . . . .
C10 C -0.7380(9) -1.0463(9) 0.1730(9) 0.025(2) Uani 1 1 d . . . . .
H10A H -0.818538 -1.086769 0.157358 0.030 Uiso 1 1 calc R U . . .
N8 N 0.1920(8) 0.6135(8) 0.9555(7) 0.025(2) Uani 1 1 d . . . . .
H88B H 0.114167 0.555287 0.905108 0.030 Uiso 1 1 calc R U . . .
N2 N -0.2924(8) -0.8442(7) 0.3171(7) 0.0219(18) Uani 1 1 d . . . . .
C27 C 0.7267(9) 0.7031(9) 1.0727(9) 0.023(2) Uani 1 1 d . . . . .
H27A H 0.766354 0.658774 1.078165 0.027 Uiso 1 1 calc R U . . .
C33 C 0.1682(9) 0.1462(8) 0.6049(8) 0.022(2) Uani 1 1 d . . . . .
C34 C 0.2205(9) 0.2616(8) 0.6215(8) 0.0194(19) Uani 1 1 d . . . . .
H34A H 0.250430 0.285406 0.573280 0.023 Uiso 1 1 calc R U . . .
C31 C 0.1249(9) 0.1900(8) 0.7617(8) 0.022(2) Uani 1 1 d . . . . .
C8 C -0.5374(9) -0.9739(8) 0.2894(7) 0.0168(18) Uani 1 1 d . U . . .
C11 C -0.6964(9) -0.9962(9) 0.1074(9) 0.024(2) Uani 1 1 d . . . . .
C29 C 0.5452(10) 0.5321(8) 1.0348(8) 0.021(2) Uani 1 1 d . . . . .
H29A H 0.590927 0.498560 1.058238 0.025 Uiso 1 1 calc R U . . .
C25 C 0.7340(9) 0.8864(9) 1.0784(8) 0.020(2) Uani 1 1 d . . . . .
H25A H 0.775799 0.962836 1.086452 0.024 Uiso 1 1 calc R U . . .
C30 C 0.1815(8) 0.3082(8) 0.7840(8) 0.0177(18) Uani 1 1 d . . . . .
C58 C 0.4672(12) -0.2825(9) 0.3422(8) 0.030(3) Uani 1 1 d . . . . .
H58A H 0.389948 -0.293350 0.325782 0.036 Uiso 1 1 calc R U . . .
C19 C -0.3134(10) -0.9662(9) 0.6033(9) 0.026(2) Uani 1 1 d . . . . .
H19A H -0.375558 -1.041573 0.555035 0.031 Uiso 1 1 calc R U . . .
H19B H -0.298394 -0.966236 0.673087 0.031 Uiso 1 1 calc R U . . .
C3 C 0.0079(11) -0.4113(9) 0.5697(9) 0.028(2) Uani 1 1 d . . . . .
H3A H 0.085051 -0.365797 0.576950 0.034 Uiso 1 1 calc R U . . .
C26 C 0.7890(9) 0.8193(10) 1.0913(10) 0.028(2) Uani 1 1 d . . . . .
N4 N -0.3493(8) -0.8750(7) 0.5972(8) 0.0220(18) Uani 1 1 d . . . . .
H44C H -0.293929 -0.804804 0.658508 0.026 Uiso 1 1 calc R U . . .
C48 C 0.2742(10) -0.7711(9) 0.3220(8) 0.027(2) Uani 1 1 d . . . . .
H48A H 0.241197 -0.851146 0.289219 0.033 Uiso 1 1 calc R U . . .
C15 C -0.1709(9) -0.8163(10) 0.3165(9) 0.027(2) Uani 1 1 d . . . . .
H15A H -0.116349 -0.740384 0.369471 0.032 Uiso 1 1 calc R U . . .
H15B H -0.167597 -0.814528 0.249407 0.032 Uiso 1 1 calc R U . . .
C56 C 0.2189(10) -0.4013(10) 0.3859(8) 0.025(2) Uani 1 1 d . . . . .
H56A H 0.205984 -0.469654 0.335818 0.030 Uiso 1 1 calc R U . . .
C23 C 0.5447(9) 0.7180(9) 1.0373(8) 0.0200(19) Uani 1 1 d . . . . .
C6 C -0.2280(9) -0.5527(8) 0.5394(8) 0.021(2) Uani 1 1 d . . . . .
C45 C 0.3688(9) -0.5262(9) 0.4178(7) 0.0175(19) Uani 1 1 d . . . . .
C38 C 0.3537(11) 0.3718(9) 1.1022(9) 0.028(2) Uani 1 1 d . . . . .
H38A H 0.420992 0.433841 1.161108 0.034 Uiso 1 1 calc R U . . .
H38B H 0.335918 0.301419 1.115673 0.034 Uiso 1 1 calc R U . . .
C67 C 0.5756(10) -0.4064(10) 0.7440(9) 0.025(2) Uani 1 1 d . . . . .
H67A H 0.569997 -0.465125 0.768347 0.030 Uiso 1 1 calc R U . . .
C63 C 0.5073(10) -0.3521(8) 0.5998(9) 0.024(2) Uani 1 1 d . . . . .
C37 C 0.3885(10) 0.3572(9) 1.0079(9) 0.025(2) Uani 1 1 d . . . . .
H37A H 0.321135 0.299324 0.946840 0.030 Uiso 1 1 calc R U . . .
H37B H 0.448862 0.331194 1.015404 0.030 Uiso 1 1 calc R U . . .
C50 C 0.4259(10) -0.5796(9) 0.3643(8) 0.023(2) Uani 1 1 d . . . . .
H50A H 0.496719 -0.532926 0.360202 0.028 Uiso 1 1 calc R U . . .
B1 B 0.4266(12) -0.3868(10) 0.4792(10) 0.023(2) Uani 1 1 d . . . . .
C46 C 0.2656(10) -0.6019(9) 0.4239(8) 0.022(2) Uani 1 1 d . . . . .
H46A H 0.226951 -0.570675 0.461468 0.027 Uiso 1 1 calc R U . . .
C44 C 0.3280(10) 0.6643(8) 0.8022(9) 0.022(2) Uani 1 1 d . . . . .
H44A H 0.331447 0.662190 0.734218 0.026 Uiso 1 1 calc R U . . .
H44B H 0.402653 0.724005 0.854427 0.026 Uiso 1 1 calc R U . . .
C60 C 0.6511(13) -0.2177(9) 0.3114(10) 0.037(3) Uani 1 1 d . . . . .
H60A H 0.695254 -0.190050 0.272528 0.044 Uiso 1 1 calc R U . . .
C36 C 0.2734(9) 0.4636(8) 0.7218(8) 0.0195(19) Uani 1 1 d . . . . .
H36A H 0.278268 0.479223 0.662647 0.023 Uiso 1 1 calc R U . . .
C14 C -0.3730(9) -0.8786(8) 0.2316(8) 0.0194(19) Uani 1 1 d . . . . .
H14A H -0.351867 -0.870116 0.174668 0.023 Uiso 1 1 calc R U . . .
C47 C 0.2175(10) -0.7213(9) 0.3768(9) 0.026(2) Uani 1 1 d . . . . .
H47A H 0.147416 -0.768000 0.381897 0.031 Uiso 1 1 calc R U . . .
C32 C 0.1182(10) 0.1079(8) 0.6738(8) 0.023(2) Uani 1 1 d . . . . .
H32A H 0.081236 0.029435 0.661229 0.027 Uiso 1 1 calc R U . . .
C68 C 0.5055(9) -0.4340(9) 0.6426(8) 0.021(2) Uani 1 1 d . . . . .
H68A H 0.454817 -0.511419 0.601500 0.025 Uiso 1 1 calc R U . . .
C43 C 0.2293(10) 0.6924(8) 0.8199(9) 0.024(2) Uani 1 1 d . . . . .
H43A H 0.236962 0.759509 0.803172 0.029 Uiso 1 1 calc R U . . .
H43B H 0.155133 0.628051 0.771190 0.029 Uiso 1 1 calc R U . . .
C41 C 0.1813(10) 0.6363(10) 1.0589(9) 0.029(2) Uani 1 1 d . . . . .
H41A H 0.114095 0.651464 1.058414 0.035 Uiso 1 1 calc R U . . .
H41B H 0.251158 0.704390 1.109746 0.035 Uiso 1 1 calc R U . . .
C18 C -0.2030(10) -0.9416(9) 0.5761(9) 0.025(2) Uani 1 1 d . . . . .
H18A H -0.140448 -0.867088 0.625760 0.030 Uiso 1 1 calc R U . . .
H18B H -0.177921 -1.000354 0.579639 0.030 Uiso 1 1 calc R U . . .
C61 C 0.6973(13) -0.2442(10) 0.3922(12) 0.036(3) Uani 1 1 d . . . . .
H61A H 0.776122 -0.228438 0.411819 0.044 Uiso 1 1 calc R U . . .
C39 C 0.2486(10) 0.3984(10) 1.0979(8) 0.026(2) Uani 1 1 d . . . . .
H39A H 0.180260 0.336094 1.040085 0.031 Uiso 1 1 calc R U . . .
H39B H 0.231480 0.400868 1.161391 0.031 Uiso 1 1 calc R U . . .
C7 C -0.3475(10) -0.6166(9) 0.5324(8) 0.022(2) Uani 1 1 d . . . . .
H7A H -0.388404 -0.575203 0.550844 0.026 Uiso 1 1 calc R U . . .
C4 C -0.0700(13) -0.3652(9) 0.5761(10) 0.037(3) Uani 1 1 d . . . . .
C52 C 0.3349(11) -0.2421(9) 0.5473(9) 0.026(2) Uani 1 1 d . . . . .
H52A H 0.400224 -0.201457 0.608243 0.032 Uiso 1 1 calc R U . . .
C21 C -0.4990(10) -0.8029(10) 0.6138(9) 0.026(2) Uani 1 1 d . . . . .
H21A H -0.571174 -0.821810 0.629267 0.031 Uiso 1 1 calc R U . . .
H21B H -0.437471 -0.733967 0.671480 0.031 Uiso 1 1 calc R U . . .
C17 C -0.1135(9) -0.9048(9) 0.4469(9) 0.025(2) Uani 1 1 d . . . . .
H17A H -0.080232 -0.957192 0.453908 0.030 Uiso 1 1 calc R U . . .
H17B H -0.057073 -0.827639 0.496762 0.030 Uiso 1 1 calc R U . . .
C16 C -0.1349(10) -0.9054(10) 0.3369(9) 0.027(2) Uani 1 1 d . . . . .
H16A H -0.063570 -0.894115 0.321331 0.033 Uiso 1 1 calc R U . . .
H16B H -0.195734 -0.981496 0.288598 0.033 Uiso 1 1 calc R U . . .
C20 C -0.4665(10) -0.9039(10) 0.6051(9) 0.027(2) Uani 1 1 d . . . . .
H20A H -0.468631 -0.923303 0.665863 0.033 Uiso 1 1 calc R U . . .
H20B H -0.524605 -0.971440 0.544202 0.033 Uiso 1 1 calc R U . . .
C62 C 0.6293(12) -0.2936(10) 0.4443(11) 0.035(3) Uani 1 1 d . . . . .
H62A H 0.663424 -0.312025 0.497158 0.042 Uiso 1 1 calc R U . . .
C49 C 0.3797(12) -0.7018(10) 0.3163(9) 0.029(2) Uani 1 1 d . . . . .
H49A H 0.419624 -0.734434 0.281822 0.035 Uiso 1 1 calc R U . . .
C55 C 0.1358(10) -0.3608(10) 0.3683(9) 0.026(2) Uani 1 1 d . . . . .
H55A H 0.069417 -0.402027 0.308193 0.031 Uiso 1 1 calc R U . . .
C51 C 0.3220(9) -0.3450(9) 0.4753(8) 0.0188(19) Uani 1 1 d . . . . .
C59 C 0.5333(12) -0.2342(9) 0.2899(9) 0.031(3) Uani 1 1 d . . . . .
H59A H 0.501239 -0.211732 0.239393 0.038 Uiso 1 1 calc R U . . .
C40 C 0.1663(11) 0.5340(11) 1.0895(10) 0.032(3) Uani 1 1 d . . . . .
H40A H 0.163014 0.551278 1.159242 0.039 Uiso 1 1 calc R U . . .
H40B H 0.093419 0.467005 1.041975 0.039 Uiso 1 1 calc R U . . .
C28 C 0.6055(9) 0.6529(8) 1.0458(8) 0.0194(19) Uani 1 1 d . . . . .
C53 C 0.2542(11) -0.1988(9) 0.5310(10) 0.030(2) Uani 1 1 d . . . . .
H53A H 0.267698 -0.129532 0.580232 0.037 Uiso 1 1 calc R U . . .
C22 C -0.5154(9) -0.7770(9) 0.5166(8) 0.022(2) Uani 1 1 d . . . . .
H22A H -0.569672 -0.847539 0.456735 0.027 Uiso 1 1 calc R U . . .
H22B H -0.548368 -0.722669 0.522104 0.027 Uiso 1 1 calc R U . . .
C42 C 0.2237(10) 0.7161(9) 0.9270(9) 0.027(2) Uani 1 1 d . . . . .
H42A H 0.299538 0.776450 0.976723 0.032 Uiso 1 1 calc R U . . .
H42B H 0.166192 0.744982 0.932125 0.032 Uiso 1 1 calc R U . . .
C5 C -0.1853(12) -0.4332(9) 0.5610(9) 0.029(2) Uani 1 1 d . . . . .
H5A H -0.236110 -0.399921 0.564956 0.035 Uiso 1 1 calc R U . . .
C54 C 0.1526(11) -0.2575(10) 0.4416(9) 0.029(2) Uani 1 1 d . . . . .
H54A H 0.098143 -0.228738 0.431386 0.034 Uiso 1 1 calc R U . . .
C64 C 0.5870(12) -0.2365(10) 0.6684(11) 0.039(3) Uani 1 1 d . . . . .
H64A H 0.593530 -0.177292 0.644575 0.047 Uiso 1 1 calc R U . . .
C65 C 0.6555(12) -0.2081(10) 0.7693(10) 0.039(3) Uani 1 1 d . . . . .
H65A H 0.704443 -0.130917 0.812423 0.047 Uiso 1 1 calc R U . . .
C66 C 0.6514(11) -0.2954(10) 0.8068(9) 0.032(3) Uani 1 1 d . . . . .
H66A H 0.699825 -0.277159 0.873508 0.039 Uiso 1 1 calc R U . . .
C82 C 0.8792(8) 0.3475(8) 0.8533(7) 0.0169(18) Uani 1 1 d . . . . .
H82A H 0.901487 0.290134 0.857028 0.020 Uiso 1 1 calc R U . . .
C71 C 0.4170(10) 0.1407(11) 0.8167(9) 0.029(2) Uani 1 1 d . . . . .
H71A H 0.362680 0.164356 0.790144 0.035 Uiso 1 1 calc R U . . .
C80 C 0.9225(9) 0.2891(9) 1.1199(8) 0.0186(19) Uani 1 1 d . . . . .
H80A H 0.921579 0.351057 1.167848 0.022 Uiso 1 1 calc R U . . .
C73 C 0.4634(12) -0.0029(10) 0.8531(12) 0.038(3) Uani 1 1 d . . . . .
H73A H 0.439989 -0.078489 0.849258 0.046 Uiso 1 1 calc R U . . .
C75 C 0.8461(9) 0.2436(8) 1.0188(8) 0.0202(19) Uani 1 1 d . . . . .
B2 B 0.7568(11) 0.2953(9) 0.9799(9) 0.018(2) Uani 1 1 d . . . . .
C81 C 0.8065(9) 0.3671(8) 0.9079(8) 0.0177(18) Uani 1 1 d . . . . .
C84 C 0.8963(10) 0.5008(9) 0.7917(9) 0.025(2) Uani 1 1 d . . . . .
H84A H 0.926002 0.544817 0.754550 0.030 Uiso 1 1 calc R U . . .
C86 C 0.7837(9) 0.4602(9) 0.9013(8) 0.022(2) Uani 1 1 d . . . . .
H86A H 0.736369 0.478892 0.936029 0.026 Uiso 1 1 calc R U . . .
C70 C 0.5363(10) 0.2206(10) 0.8648(8) 0.025(2) Uani 1 1 d . . . . .
H70A H 0.559336 0.295490 0.866857 0.030 Uiso 1 1 calc R U . . .
C89 C 0.8323(11) 0.5644(10) 1.2332(10) 0.032(2) Uani 1 1 d . . . . .
H89A H 0.887126 0.641970 1.266825 0.039 Uiso 1 1 calc R U . . .
C87 C 0.7511(9) 0.3807(9) 1.0833(8) 0.0195(19) Uani 1 1 d . . . . .
C77 C 0.9306(11) 0.1043(9) 0.9840(10) 0.026(2) Uani 1 1 d . . . . .
H77A H 0.930716 0.040882 0.937276 0.032 Uiso 1 1 calc R U . . .
C88 C 0.8339(10) 0.4973(9) 1.1404(9) 0.024(2) Uani 1 1 d . . . . .
H88A H 0.892208 0.531135 1.115025 0.029 Uiso 1 1 calc R U . . .
C91 C 0.6675(12) 0.4029(12) 1.2226(9) 0.032(3) Uani 1 1 d . . . . .
H91A H 0.611758 0.370012 1.250689 0.038 Uiso 1 1 calc R U . . .
C92 C 0.6670(11) 0.3366(10) 1.1276(8) 0.025(2) Uani 1 1 d . . . . .
H92A H 0.608691 0.260485 1.092652 0.030 Uiso 1 1 calc R U . . .
C79 C 1.0016(9) 0.2480(9) 1.1549(9) 0.024(2) Uani 1 1 d . . . . .
H79A H 1.050647 0.282525 1.224292 0.029 Uiso 1 1 calc R U . . .
C69 C 0.6215(9) 0.1923(9) 0.9095(8) 0.022(2) Uani 1 1 d . . . . .
C78 C 1.0067(10) 0.1577(10) 1.0877(10) 0.029(2) Uani 1 1 d . . . . .
H78A H 1.060468 0.131768 1.110559 0.035 Uiso 1 1 calc R U . . .
C83 C 0.9199(9) 0.4093(9) 0.7935(8) 0.022(2) Uani 1 1 d . . . . .
H83A H 0.963179 0.388771 0.754736 0.027 Uiso 1 1 calc R U . . .
C85 C 0.8283(10) 0.5247(10) 0.8458(9) 0.028(2) Uani 1 1 d . . . . .
H85A H 0.811404 0.586012 0.845477 0.033 Uiso 1 1 calc R U . . .
C74 C 0.5807(11) 0.0769(10) 0.9027(10) 0.032(3) Uani 1 1 d . . . . .
H74A H 0.634039 0.053804 0.932473 0.038 Uiso 1 1 calc R U . . .
C76 C 0.8537(10) 0.1500(9) 0.9529(9) 0.023(2) Uani 1 1 d . . . . .
H76A H 0.804487 0.115579 0.883640 0.028 Uiso 1 1 calc R U . . .
C72 C 0.3793(11) 0.0279(11) 0.8084(9) 0.034(3) Uani 1 1 d . . . . .
H72A H 0.300674 -0.026042 0.774378 0.041 Uiso 1 1 calc R U . . .
C90 C 0.7515(13) 0.5176(11) 1.2748(10) 0.036(3) Uani 1 1 d . . . . .
H90A H 0.752194 0.562022 1.337852 0.043 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
Br4 C33 1.901(10) . ?
Br2 C11 1.904(12) . ?
Mn1 O1 1.871(7) . ?
Mn1 O2 1.872(7) . ?
Mn1 N2 2.108(9) . ?
Mn1 N1 2.122(8) . ?
Mn1 N3 2.221(9) . ?
Mn1 N4 2.236(9) . ?
Mn2 O3 1.869(7) . ?
Mn2 O4 1.876(7) . ?
Mn2 N5 2.084(9) . ?
Mn2 N6 2.124(9) . ?
Mn2 N7 2.191(8) . ?
Mn2 N8 2.214(10) . ?
Br1 C4 1.888(11) . ?
Br3 C26 1.909(11) . ?
O1 C1 1.314(11) . ?
F3 C24 1.354(11) . ?
F1 C2 1.369(13) . ?
O3 C23 1.316(12) . ?
O4 C30 1.350(11) . ?
O2 C8 1.319(12) . ?
F2 C9 1.342(12) . ?
F4 C31 1.327(12) . ?
C9 C10 1.368(15) . ?
C9 C8 1.422(14) . ?
N5 C36 1.302(13) . ?
N5 C44 1.484(12) . ?
C12 C11 1.368(15) . ?
C12 C13 1.428(15) . ?
N3 C18 1.469(14) . ?
N3 C17 1.506(13) . ?
C24 C25 1.371(14) . ?
C24 C23 1.426(14) . ?
C57 C62 1.394(18) . ?
C57 C58 1.426(16) . ?
C57 B1 1.676(15) . ?
N1 C7 1.283(13) . ?
N1 C22 1.479(12) . ?
C13 C8 1.394(14) . ?
C13 C14 1.460(13) . ?
C2 C3 1.381(15) . ?
C2 C1 1.404(14) . ?
N6 C29 1.273(14) . ?
N6 C37 1.494(12) . ?
C35 C30 1.401(14) . ?
C35 C34 1.402(13) . ?
C35 C36 1.460(13) . ?
N7 C39 1.470(14) . ?
N7 C40 1.505(15) . ?
C1 C6 1.430(14) . ?
C10 C11 1.379(16) . ?
N8 C41 1.468(14) . ?
N8 C42 1.481(14) . ?
N2 C14 1.263(14) . ?
N2 C15 1.492(14) . ?
C27 C26 1.387(15) . ?
C27 C28 1.386(14) . ?
C33 C34 1.373(13) . ?
C33 C32 1.395(15) . ?
C31 C32 1.388(14) . ?
C31 C30 1.392(13) . ?
C29 C28 1.467(13) . ?
C25 C26 1.370(15) . ?
C58 C59 1.357(16) . ?
C19 N4 1.483(13) . ?
C19 C18 1.512(16) . ?
C3 C4 1.380(19) . ?
N4 C20 1.470(14) . ?
C48 C49 1.383(17) . ?
C48 C47 1.391(17) . ?
C15 C16 1.512(17) . ?
C56 C55 1.388(16) . ?
C56 C51 1.417(15) . ?
C23 C28 1.393(15) . ?
C6 C5 1.411(14) . ?
C6 C7 1.442(14) . ?
C45 C46 1.395(14) . ?
C45 C50 1.411(14) . ?
C45 B1 1.627(15) . ?
C38 C37 1.493(15) . ?
C38 C39 1.533(18) . ?
C67 C66 1.352(16) . ?
C67 C68 1.399(16) . ?
C63 C68 1.390(15) . ?
C63 C64 1.419(15) . ?
C63 B1 1.646(18) . ?
C50 C49 1.423(16) . ?
B1 C51 1.653(17) . ?
C46 C47 1.386(15) . ?
C44 C43 1.520(15) . ?
C60 C61 1.38(2) . ?
C60 C59 1.42(2) . ?
C43 C42 1.494(16) . ?
C41 C40 1.511(18) . ?
C61 C62 1.373(16) . ?
C4 C5 1.374(18) . ?
C52 C53 1.387(17) . ?
C52 C51 1.410(14) . ?
C21 C22 1.506(15) . ?
C21 C20 1.549(16) . ?
C17 C16 1.526(16) . ?
C55 C54 1.403(16) . ?
C53 C54 1.404(18) . ?
C64 C65 1.383(18) . ?
C65 C66 1.403(18) . ?
C82 C83 1.393(14) . ?
C82 C81 1.399(13) . ?
C71 C72 1.373(18) . ?
C71 C70 1.402(16) . ?
C80 C75 1.379(15) . ?
C80 C79 1.404(15) . ?
C73 C74 1.384(18) . ?
C73 C72 1.40(2) . ?
C75 C76 1.403(15) . ?
C75 B2 1.638(15) . ?
B2 C87 1.639(15) . ?
B2 C69 1.655(16) . ?
B2 C81 1.659(14) . ?
C81 C86 1.412(13) . ?
C84 C85 1.361(16) . ?
C84 C83 1.381(15) . ?
C86 C85 1.381(15) . ?
C70 C69 1.388(16) . ?
C89 C90 1.354(18) . ?
C89 C88 1.394(16) . ?
C87 C92 1.403(14) . ?
C87 C88 1.407(15) . ?
C77 C78 1.400(18) . ?
C77 C76 1.413(16) . ?
C91 C90 1.387(19) . ?
C91 C92 1.402(15) . ?
C79 C78 1.363(17) . ?
C69 C74 1.412(15) . ?

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
O1 Mn1 O2 176.7(3) . . ?
O1 Mn1 N2 90.2(3) . . ?
O2 Mn1 N2 86.6(3) . . ?
O1 Mn1 N1 88.3(3) . . ?
O2 Mn1 N1 92.6(3) . . ?
N2 Mn1 N1 112.7(3) . . ?
O1 Mn1 N3 85.2(3) . . ?
O2 Mn1 N3 95.0(3) . . ?
N2 Mn1 N3 86.3(3) . . ?
N1 Mn1 N3 159.9(3) . . ?
O1 Mn1 N4 95.3(3) . . ?
O2 Mn1 N4 87.9(3) . . ?
N2 Mn1 N4 163.9(3) . . ?
N1 Mn1 N4 82.6(3) . . ?
N3 Mn1 N4 79.1(3) . . ?
O3 Mn2 O4 177.3(3) . . ?
O3 Mn2 N5 90.4(3) . . ?
O4 Mn2 N5 87.5(3) . . ?
O3 Mn2 N6 88.0(3) . . ?
O4 Mn2 N6 94.3(3) . . ?
N5 Mn2 N6 110.5(3) . . ?
O3 Mn2 N7 95.5(3) . . ?
O4 Mn2 N7 86.2(3) . . ?
N5 Mn2 N7 165.1(4) . . ?
N6 Mn2 N7 83.4(3) . . ?
O3 Mn2 N8 85.1(3) . . ?
O4 Mn2 N8 93.2(3) . . ?
N5 Mn2 N8 86.4(3) . . ?
N6 Mn2 N8 161.8(3) . . ?
N7 Mn2 N8 80.5(4) . . ?
C1 O1 Mn1 126.1(7) . . ?
C23 O3 Mn2 127.8(6) . . ?
C30 O4 Mn2 123.8(6) . . ?
C8 O2 Mn1 123.5(6) . . ?
F2 C9 C10 121.1(9) . . ?
F2 C9 C8 116.9(9) . . ?
C10 C9 C8 121.9(10) . . ?
C36 N5 C44 117.5(9) . . ?
C36 N5 Mn2 122.6(7) . . ?
C44 N5 Mn2 119.3(6) . . ?
C11 C12 C13 119.4(9) . . ?
C18 N3 C17 110.2(8) . . ?
C18 N3 Mn1 107.2(6) . . ?
C17 N3 Mn1 117.2(6) . . ?
F3 C24 C25 119.1(8) . . ?
F3 C24 C23 116.5(8) . . ?
C25 C24 C23 124.4(9) . . ?
C62 C57 C58 115.0(10) . . ?
C62 C57 B1 122.5(10) . . ?
C58 C57 B1 122.5(11) . . ?
C7 N1 C22 116.8(9) . . ?
C7 N1 Mn1 123.8(7) . . ?
C22 N1 Mn1 118.5(6) . . ?
C8 C13 C12 121.1(9) . . ?
C8 C13 C14 121.6(9) . . ?
C12 C13 C14 117.3(9) . . ?
F1 C2 C3 119.0(10) . . ?
F1 C2 C1 116.4(9) . . ?
C3 C2 C1 124.6(10) . . ?
C29 N6 C37 115.6(9) . . ?
C29 N6 Mn2 125.1(7) . . ?
C37 N6 Mn2 117.3(7) . . ?
C30 C35 C34 120.9(8) . . ?
C30 C35 C36 120.7(8) . . ?
C34 C35 C36 117.9(9) . . ?
C39 N7 C40 110.9(8) . . ?
C39 N7 Mn2 118.1(6) . . ?
C40 N7 Mn2 108.1(7) . . ?
O1 C1 C2 120.0(9) . . ?
O1 C1 C6 123.8(9) . . ?
C2 C1 C6 116.1(9) . . ?
C9 C10 C11 120.4(10) . . ?
C41 N8 C42 113.3(9) . . ?
C41 N8 Mn2 107.1(7) . . ?
C42 N8 Mn2 115.8(6) . . ?
C14 N2 C15 118.0(9) . . ?
C14 N2 Mn1 123.6(7) . . ?
C15 N2 Mn1 118.2(7) . . ?
C26 C27 C28 120.1(10) . . ?
C34 C33 C32 121.4(9) . . ?
C34 C33 Br4 120.4(8) . . ?
C32 C33 Br4 118.3(7) . . ?
C33 C34 C35 119.4(9) . . ?
F4 C31 C32 118.8(9) . . ?
F4 C31 C30 118.8(9) . . ?
C32 C31 C30 122.4(9) . . ?
O2 C8 C13 124.8(9) . . ?
O2 C8 C9 118.8(9) . . ?
C13 C8 C9 116.4(9) . . ?
C12 C11 C10 120.5(11) . . ?
C12 C11 Br2 120.2(8) . . ?
C10 C11 Br2 119.4(8) . . ?
N6 C29 C28 124.0(10) . . ?
C26 C25 C24 116.7(9) . . ?
O4 C30 C31 118.6(9) . . ?
O4 C30 C35 123.8(8) . . ?
C31 C30 C35 117.6(8) . . ?
C59 C58 C57 122.5(13) . . ?
N4 C19 C18 108.4(8) . . ?
C2 C3 C4 117.6(11) . . ?
C25 C26 C27 122.1(10) . . ?
C25 C26 Br3 118.8(8) . . ?
C27 C26 Br3 119.1(9) . . ?
C20 N4 C19 111.3(8) . . ?
C20 N4 Mn1 116.9(7) . . ?
C19 N4 Mn1 108.3(6) . . ?
C49 C48 C47 120.1(10) . . ?
N2 C15 C16 110.7(8) . . ?
C55 C56 C51 124.2(10) . . ?
O3 C23 C28 125.4(9) . . ?
O3 C23 C24 118.7(9) . . ?
C28 C23 C24 115.8(9) . . ?
C5 C6 C1 119.1(10) . . ?
C5 C6 C7 117.9(10) . . ?
C1 C6 C7 122.5(9) . . ?
C46 C45 C50 115.3(9) . . ?
C46 C45 B1 122.0(9) . . ?
C50 C45 B1 122.4(9) . . ?
C37 C38 C39 116.7(10) . . ?
C66 C67 C68 120.7(10) . . ?
C68 C63 C64 114.0(11) . . ?
C68 C63 B1 122.9(9) . . ?
C64 C63 B1 123.1(10) . . ?
C38 C37 N6 109.2(9) . . ?
C45 C50 C49 122.7(10) . . ?
C45 B1 C63 108.9(9) . . ?
C45 B1 C51 110.1(9) . . ?
C63 B1 C51 111.5(9) . . ?
C45 B1 C57 110.7(8) . . ?
C63 B1 C57 109.2(9) . . ?
C51 B1 C57 106.5(9) . . ?
C47 C46 C45 123.3(10) . . ?
N5 C44 C43 109.7(8) . . ?
C61 C60 C59 117.5(10) . . ?
N5 C36 C35 124.1(9) . . ?
N2 C14 C13 122.9(9) . . ?
C46 C47 C48 119.9(10) . . ?
C31 C32 C33 118.3(8) . . ?
C63 C68 C67 123.7(10) . . ?
C42 C43 C44 116.3(9) . . ?
N8 C41 C40 110.6(9) . . ?
N3 C18 C19 109.9(9) . . ?
C62 C61 C60 121.2(13) . . ?
N7 C39 C38 113.3(8) . . ?
N1 C7 C6 124.0(9) . . ?
C5 C4 C3 121.3(10) . . ?
C5 C4 Br1 120.0(10) . . ?
C3 C4 Br1 118.7(9) . . ?
C53 C52 C51 122.7(11) . . ?
C22 C21 C20 113.6(9) . . ?
N3 C17 C16 111.3(9) . . ?
C15 C16 C17 116.5(9) . . ?
N4 C20 C21 112.2(8) . . ?
C61 C62 C57 123.0(13) . . ?
C48 C49 C50 118.6(10) . . ?
C56 C55 C54 119.6(11) . . ?
C52 C51 C56 114.3(10) . . ?
C52 C51 B1 124.5(10) . . ?
C56 C51 B1 120.2(9) . . ?
C58 C59 C60 120.6(12) . . ?
N7 C40 C41 108.9(8) . . ?
C27 C28 C23 120.7(9) . . ?
C27 C28 C29 117.7(10) . . ?
C23 C28 C29 121.4(9) . . ?
C52 C53 C54 121.3(10) . . ?
N1 C22 C21 109.7(9) . . ?
N8 C42 C43 113.7(9) . . ?
C4 C5 C6 121.2(11) . . ?
C55 C54 C53 117.9(11) . . ?
C65 C64 C63 122.8(11) . . ?
C64 C65 C66 120.3(11) . . ?
C67 C66 C65 118.5(11) . . ?
C83 C82 C81 123.5(9) . . ?
C72 C71 C70 120.8(11) . . ?
C75 C80 C79 124.2(10) . . ?
C74 C73 C72 121.3(11) . . ?
C80 C75 C76 113.5(10) . . ?
C80 C75 B2 123.0(9) . . ?
C76 C75 B2 123.6(10) . . ?
C75 B2 C87 108.1(8) . . ?
C75 B2 C69 112.4(8) . . ?
C87 B2 C69 107.8(8) . . ?
C75 B2 C81 109.2(8) . . ?
C87 B2 C81 111.0(7) . . ?
C69 B2 C81 108.4(8) . . ?
C82 C81 C86 113.3(9) . . ?
C82 C81 B2 124.7(8) . . ?
C86 C81 B2 121.9(8) . . ?
C85 C84 C83 117.9(9) . . ?
C85 C86 C81 123.1(10) . . ?
C69 C70 C71 122.7(11) . . ?
C90 C89 C88 120.5(11) . . ?
C92 C87 C88 114.7(9) . . ?
C92 C87 B2 120.5(9) . . ?
C88 C87 B2 124.5(9) . . ?
C78 C77 C76 117.6(10) . . ?
C89 C88 C87 122.9(10) . . ?
C90 C91 C92 119.9(11) . . ?
C91 C92 C87 122.4(11) . . ?
C78 C79 C80 120.2(11) . . ?
C70 C69 C74 115.7(10) . . ?
C70 C69 B2 119.8(9) . . ?
C74 C69 B2 123.9(10) . . ?
C79 C78 C77 119.6(10) . . ?
C84 C83 C82 120.3(9) . . ?
C84 C85 C86 121.6(10) . . ?
C73 C74 C69 121.8(12) . . ?
C75 C76 C77 124.8(11) . . ?
C71 C72 C73 117.7(11) . . ?
C89 C90 C91 119.5(11) . . ?

_refine_diff_density_max         2.678
_refine_diff_density_min         -2.319
_refine_diff_density_rms         0.161

####################################################################### 
# 
# 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_6_240
_database_code_depnum_ccdc_archive 'CCDC 2162859'
loop_
_audit_author_name
_audit_author_address
'Denis Korchagin'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2022-03-29 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C22 H24 Br2 F2 Mn N4 O2), 2(C24 H20 B)'
_chemical_formula_sum            'C92 H88 B2 Br4 F4 Mn2 N8 O4'
_chemical_formula_weight         1896.84

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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'

_cell_length_a                   13.1318(9)
_cell_length_b                   13.4997(13)
_cell_length_c                   14.3197(10)
_cell_angle_alpha                105.613(7)
_cell_angle_beta                 102.473(6)
_cell_angle_gamma                111.889(8)
_cell_volume                     2121.7(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    240.0(1)
_cell_measurement_reflns_used    3516
_cell_measurement_theta_min      2.9581
_cell_measurement_theta_max      29.107

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_F_000             964
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.246
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.82126
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      240.00(10)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector_area_resol_mean 16.2060
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            17180
_diffrn_reflns_av_unetI/netI     0.0754
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.964
_diffrn_reflns_theta_max         29.049
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.856
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.856
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.574
_diffrn_reflns_point_group_measured_fraction_full 0.703
_reflns_number_total             13019
_reflns_number_gt                9196
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.341
_reflns_Friedel_fraction_max     0.292
_reflns_Friedel_fraction_full    0.407

_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.1309P)²+2.5294P] 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_abs_structure_details 
;
 Flack x determined using 2117 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.040(12)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         13019
_refine_ls_number_parameters     1045
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1117
_refine_ls_R_factor_gt           0.0797
_refine_ls_wR_factor_ref         0.2410
_refine_ls_wR_factor_gt          0.2103
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
Br4 Br 0.15827(14) 0.03414(13) 0.48726(12) 0.0695(5) Uani 1 1 d . . . . .
Br2 Br -0.80707(14) -1.00844(16) -0.00998(13) 0.0772(5) Uani 1 1 d . . . . .
Mn1 Mn -0.32269(14) -0.83401(14) 0.45695(13) 0.0387(4) Uani 1 1 d . . . . .
Mn2 Mn 0.31290(14) 0.53075(14) 0.94911(13) 0.0393(4) Uani 1 1 d . . . . .
Br1 Br -0.0148(3) -0.2032(2) 0.6140(3) 0.1548(13) Uani 1 1 d . . . . .
Br3 Br 0.95398(17) 0.8828(2) 1.1274(3) 0.1570(16) Uani 1 1 d . . . . .
O1 O -0.1751(7) -0.7053(7) 0.5312(7) 0.046(2) Uani 1 1 d . . . . .
F3 F 0.5596(6) 0.8973(6) 1.0414(6) 0.0573(19) Uani 1 1 d . . . . .
F1 F 0.0418(7) -0.5719(8) 0.5496(8) 0.076(3) Uani 1 1 d . . . . .
O3 O 0.4352(7) 0.6808(7) 1.0214(6) 0.0438(19) Uani 1 1 d . . . . .
O4 O 0.1895(7) 0.3827(7) 0.8716(6) 0.046(2) Uani 1 1 d . . . . .
O2 O -0.4688(7) -0.9637(7) 0.3763(6) 0.0428(19) Uani 1 1 d . . . . .
F2 F -0.7002(7) -1.0796(9) 0.3273(7) 0.071(2) Uani 1 1 d . . . . .
F4 F 0.0819(9) 0.1559(8) 0.8287(7) 0.080(3) Uani 1 1 d . . . . .
C9 C -0.6605(11) -1.0325(11) 0.2611(10) 0.048(3) Uani 1 1 d . . . . .
N5 N 0.3076(9) 0.5487(8) 0.8062(7) 0.040(2) Uani 1 1 d . . . . .
C12 C -0.5811(11) -0.9423(12) 0.1268(10) 0.048(3) Uani 1 1 d . . . . .
H12A H -0.554581 -0.913259 0.080022 0.057 Uiso 1 1 calc R U . . .
N3 N -0.2260(9) -0.9360(9) 0.4684(8) 0.046(2) Uani 1 1 d . . . . .
H33A H -0.279545 -1.015422 0.418896 0.055 Uiso 1 1 calc R U . . .
C24 C 0.6153(9) 0.8326(10) 1.0519(8) 0.037(2) Uani 1 1 d . . . . .
C57 C 0.5181(16) -0.3195(13) 0.4178(12) 0.065(4) Uani 1 1 d . . . . .
N1 N -0.3995(9) -0.7243(9) 0.5033(7) 0.044(2) Uani 1 1 d . . . . .
C13 C -0.4993(10) -0.9305(10) 0.2177(8) 0.038(2) Uani 1 1 d . . . . .
C2 C -0.0340(12) -0.5213(12) 0.5528(9) 0.050(3) Uani 1 1 d . . . . .
N6 N 0.4348(9) 0.4701(9) 0.9950(7) 0.043(2) Uani 1 1 d . . . . .
C35 C 0.2285(10) 0.3438(9) 0.7121(8) 0.037(2) Uani 1 1 d . . . . .
N7 N 0.2722(10) 0.5077(12) 1.0850(9) 0.058(3) Uani 1 1 d . . . . .
H77B H 0.340142 0.568421 1.145728 0.070 Uiso 1 1 calc R U . . .
C1 C -0.1482(12) -0.5987(11) 0.5380(10) 0.048(3) Uani 1 1 d . . . . .
C10 C -0.7366(11) -1.0448(13) 0.1752(11) 0.058(4) Uani 1 1 d . . . . .
H10A H -0.816805 -1.086511 0.159653 0.069 Uiso 1 1 calc R U . . .
N8 N 0.1961(10) 0.6120(11) 0.9535(9) 0.059(3) Uani 1 1 d . . . . .
H88B H 0.118571 0.553787 0.902572 0.070 Uiso 1 1 calc R U . . .
N2 N -0.2933(9) -0.8395(10) 0.3170(8) 0.045(2) Uani 1 1 d . . . . .
C27 C 0.7274(11) 0.7012(12) 1.0721(10) 0.053(3) Uani 1 1 d . . . . .
H27A H 0.766299 0.656776 1.078037 0.063 Uiso 1 1 calc R U . . .
C33 C 0.1679(11) 0.1454(11) 0.6050(10) 0.051(3) Uani 1 1 d . . . . .
C34 C 0.2188(12) 0.2598(11) 0.6209(9) 0.049(3) Uani 1 1 d . . . . .
H34A H 0.247113 0.282996 0.572209 0.059 Uiso 1 1 calc R U . . .
C31 C 0.1257(11) 0.1906(10) 0.7595(9) 0.045(3) Uani 1 1 d . . . . .
C8 C -0.5368(9) -0.9723(10) 0.2890(9) 0.039(3) Uani 1 1 d . . . . .
C11 C -0.6964(12) -0.9955(12) 0.1090(10) 0.049(3) Uani 1 1 d . . . . .
C29 C 0.5472(11) 0.5325(11) 1.0356(9) 0.043(3) Uani 1 1 d . . . . .
H29A H 0.593230 0.500107 1.059810 0.051 Uiso 1 1 calc R U . . .
C25 C 0.7356(10) 0.8837(11) 1.0758(10) 0.046(3) Uani 1 1 d . . . . .
H25A H 0.777606 0.959345 1.081951 0.055 Uiso 1 1 calc R U . . .
C30 C 0.1829(9) 0.3089(10) 0.7847(9) 0.039(3) Uani 1 1 d . . . . .
C58 C 0.4721(14) -0.2800(12) 0.3423(9) 0.053(3) Uani 1 1 d . . . . .
H58A H 0.395956 -0.289054 0.329178 0.064 Uiso 1 1 calc R U . . .
C19 C -0.3134(14) -0.9651(13) 0.5978(12) 0.061(4) Uani 1 1 d . . . . .
H19A H -0.376237 -1.039862 0.548506 0.073 Uiso 1 1 calc R U . . .
H19B H -0.298586 -0.966728 0.666562 0.073 Uiso 1 1 calc R U . . .
C3 C 0.0053(13) -0.4107(12) 0.5712(12) 0.064(4) Uani 1 1 d . . . . .
H3A H 0.082538 -0.365608 0.579115 0.077 Uiso 1 1 calc R U . . .
C26 C 0.7894(11) 0.8164(13) 1.0899(12) 0.058(4) Uani 1 1 d . . . . .
N4 N -0.3467(10) -0.8725(10) 0.5940(9) 0.049(3) Uani 1 1 d . . . . .
H44C H -0.290230 -0.802920 0.655412 0.059 Uiso 1 1 calc R U . . .
C48 C 0.2739(16) -0.7683(14) 0.3234(11) 0.066(4) Uani 1 1 d . . . . .
H48A H 0.239709 -0.848343 0.290242 0.079 Uiso 1 1 calc R U . . .
C15 C -0.1736(11) -0.8125(14) 0.3144(11) 0.058(4) Uani 1 1 d . . . . .
H15A H -0.117839 -0.736834 0.367373 0.070 Uiso 1 1 calc R U . . .
H15B H -0.171849 -0.810533 0.247557 0.070 Uiso 1 1 calc R U . . .
C56 C 0.2284(14) -0.3976(15) 0.3877(11) 0.065(4) Uani 1 1 d . . . . .
H56A H 0.216750 -0.463230 0.335151 0.077 Uiso 1 1 calc R U . . .
C23 C 0.5472(10) 0.7180(11) 1.0356(9) 0.041(3) Uani 1 1 d . . . . .
C6 C -0.2282(12) -0.5500(11) 0.5432(9) 0.048(3) Uani 1 1 d . . . . .
C45 C 0.3722(11) -0.5256(12) 0.4157(9) 0.042(3) Uani 1 1 d . . . . .
C38 C 0.3543(16) 0.3735(14) 1.1024(11) 0.069(5) Uani 1 1 d . . . . .
H38A H 0.421403 0.435863 1.161346 0.083 Uiso 1 1 calc R U . . .
H38B H 0.336366 0.303375 1.115839 0.083 Uiso 1 1 calc R U . . .
C67 C 0.5800(15) -0.4025(17) 0.7427(11) 0.069(5) Uani 1 1 d . . . . .
H67A H 0.570850 -0.460189 0.768763 0.083 Uiso 1 1 calc R U . . .
C63 C 0.5169(13) -0.3494(12) 0.5973(10) 0.056(3) Uani 1 1 d . . . . .
C37 C 0.3890(13) 0.3591(12) 1.0110(10) 0.055(3) Uani 1 1 d . . . . .
H37A H 0.321909 0.299968 0.950259 0.066 Uiso 1 1 calc R U . . .
H37B H 0.449215 0.333653 1.019910 0.066 Uiso 1 1 calc R U . . .
C50 C 0.4274(14) -0.5820(12) 0.3626(11) 0.054(3) Uani 1 1 d . . . . .
H50A H 0.498414 -0.537639 0.357963 0.065 Uiso 1 1 calc R U . . .
B1 B 0.4348(15) -0.3840(16) 0.4792(12) 0.053(4) Uani 1 1 d . . . . .
C46 C 0.2718(13) -0.6002(13) 0.4225(10) 0.054(3) Uani 1 1 d . . . . .
H46A H 0.235058 -0.568338 0.461153 0.064 Uiso 1 1 calc R U . . .
C44 C 0.3298(13) 0.6627(11) 0.8021(10) 0.050(3) Uani 1 1 d . . . . .
H44A H 0.334373 0.661732 0.735158 0.060 Uiso 1 1 calc R U . . .
H44B H 0.404332 0.721572 0.855152 0.060 Uiso 1 1 calc R U . . .
C60 C 0.652(2) -0.2167(15) 0.3085(14) 0.084(6) Uani 1 1 d . . . . .
H60A H 0.694079 -0.190816 0.268227 0.100 Uiso 1 1 calc R U . . .
C36 C 0.2751(10) 0.4628(10) 0.7216(10) 0.042(3) Uani 1 1 d . . . . .
H36A H 0.281954 0.477995 0.663072 0.050 Uiso 1 1 calc R U . . .
C14 C -0.3751(11) -0.8769(11) 0.2314(9) 0.044(3) Uani 1 1 d . . . . .
H14A H -0.354888 -0.869721 0.174335 0.053 Uiso 1 1 calc R U . . .
C47 C 0.2206(14) -0.7210(14) 0.3755(12) 0.068(4) Uani 1 1 d . . . . .
H47A H 0.150713 -0.767140 0.380759 0.081 Uiso 1 1 calc R U . . .
C32 C 0.1194(12) 0.1079(12) 0.6735(11) 0.055(3) Uani 1 1 d . . . . .
H32A H 0.083793 0.029709 0.662116 0.066 Uiso 1 1 calc R U . . .
C68 C 0.5086(12) -0.4317(13) 0.6401(9) 0.048(3) Uani 1 1 d . . . . .
H68A H 0.454422 -0.508610 0.600167 0.058 Uiso 1 1 calc R U . . .
C43 C 0.2349(12) 0.6910(12) 0.8185(11) 0.057(3) Uani 1 1 d . . . . .
H43A H 0.160465 0.627317 0.769251 0.068 Uiso 1 1 calc R U . . .
H43B H 0.244158 0.758673 0.802669 0.068 Uiso 1 1 calc R U . . .
C41 C 0.1845(13) 0.6348(15) 1.0567(12) 0.067(4) Uani 1 1 d . . . . .
H41A H 0.253953 0.703523 1.107565 0.080 Uiso 1 1 calc R U . . .
H41B H 0.117315 0.649369 1.054953 0.080 Uiso 1 1 calc R U . . .
C18 C -0.2040(13) -0.9395(13) 0.5708(11) 0.062(4) Uani 1 1 d . . . . .
H18A H -0.141113 -0.865620 0.621557 0.075 Uiso 1 1 calc R U . . .
H18B H -0.179788 -0.998781 0.572599 0.075 Uiso 1 1 calc R U . . .
C61 C 0.6992(19) -0.2433(17) 0.3877(18) 0.088(6) Uani 1 1 d . . . . .
H61A H 0.778188 -0.225605 0.407543 0.106 Uiso 1 1 calc R U . . .
C39 C 0.2517(13) 0.3990(13) 1.0976(10) 0.059(4) Uani 1 1 d . . . . .
H39A H 0.183212 0.336306 1.040129 0.071 Uiso 1 1 calc R U . . .
H39B H 0.235071 0.402223 1.160884 0.071 Uiso 1 1 calc R U . . .
C7 C -0.3473(11) -0.6152(12) 0.5360(9) 0.046(3) Uani 1 1 d . . . . .
H7A H -0.387712 -0.574682 0.556547 0.056 Uiso 1 1 calc R U . . .
C4 C -0.0689(19) -0.3636(13) 0.5786(13) 0.080(5) Uani 1 1 d . . . . .
C52 C 0.3418(15) -0.2443(14) 0.5489(12) 0.064(4) Uani 1 1 d . . . . .
H52A H 0.406373 -0.206503 0.610147 0.077 Uiso 1 1 calc R U . . .
C21 C -0.4984(13) -0.8054(14) 0.6121(10) 0.059(4) Uani 1 1 d . . . . .
H21A H -0.571884 -0.828259 0.624586 0.071 Uiso 1 1 calc R U . . .
H21B H -0.439357 -0.736522 0.671480 0.071 Uiso 1 1 calc R U . . .
C17 C -0.1162(12) -0.9007(14) 0.4442(12) 0.064(4) Uani 1 1 d . . . . .
H17A H -0.083242 -0.952837 0.451368 0.077 Uiso 1 1 calc R U . . .
H17B H -0.059375 -0.823311 0.493637 0.077 Uiso 1 1 calc R U . . .
C16 C -0.1390(13) -0.9023(16) 0.3328(12) 0.067(4) Uani 1 1 d . . . . .
H16A H -0.068420 -0.891487 0.316779 0.080 Uiso 1 1 calc R U . . .
H16B H -0.200627 -0.978271 0.284670 0.080 Uiso 1 1 calc R U . . .
C20 C -0.4625(13) -0.9029(13) 0.6034(11) 0.055(3) Uani 1 1 d . . . . .
H20A H -0.462150 -0.921619 0.664263 0.066 Uiso 1 1 calc R U . . .
H20B H -0.520729 -0.971477 0.543308 0.066 Uiso 1 1 calc R U . . .
C62 C 0.6311(17) -0.2962(16) 0.4387(17) 0.083(5) Uani 1 1 d . . . . .
H62A H 0.665390 -0.316402 0.489614 0.100 Uiso 1 1 calc R U . . .
C49 C 0.3777(19) -0.7018(17) 0.3175(12) 0.076(5) Uani 1 1 d . . . . .
H49A H 0.415499 -0.736615 0.283138 0.091 Uiso 1 1 calc R U . . .
C55 C 0.1435(15) -0.3604(15) 0.3730(13) 0.067(4) Uani 1 1 d . . . . .
H55A H 0.075343 -0.403051 0.314561 0.081 Uiso 1 1 calc R U . . .
C51 C 0.3299(12) -0.3447(13) 0.4748(9) 0.048(3) Uani 1 1 d . . . . .
C59 C 0.5355(19) -0.2303(14) 0.2901(11) 0.073(5) Uani 1 1 d . . . . .
H59A H 0.503444 -0.205167 0.242432 0.088 Uiso 1 1 calc R U . . .
C40 C 0.1699(15) 0.5366(19) 1.0877(12) 0.089(7) Uani 1 1 d . . . . .
H40A H 0.096356 0.469767 1.040965 0.107 Uiso 1 1 calc R U . . .
H40B H 0.167272 0.555697 1.157156 0.107 Uiso 1 1 calc R U . . .
C28 C 0.6042(10) 0.6511(11) 1.0448(9) 0.045(3) Uani 1 1 d . . . . .
C53 C 0.2663(17) -0.1987(13) 0.5376(15) 0.076(5) Uani 1 1 d . . . . .
H53A H 0.282148 -0.129546 0.588081 0.091 Uiso 1 1 calc R U . . .
C22 C -0.5126(11) -0.7764(12) 0.5171(10) 0.049(3) Uani 1 1 d . . . . .
H22A H -0.566466 -0.846359 0.456516 0.059 Uiso 1 1 calc R U . . .
H22B H -0.545999 -0.722946 0.523520 0.059 Uiso 1 1 calc R U . . .
C42 C 0.2287(12) 0.7145(13) 0.9264(12) 0.065(4) Uani 1 1 d . . . . .
H42A H 0.304530 0.774630 0.976541 0.078 Uiso 1 1 calc R U . . .
H42B H 0.171777 0.743382 0.931242 0.078 Uiso 1 1 calc R U . . .
C5 C -0.1881(14) -0.4342(12) 0.5632(12) 0.064(4) Uani 1 1 d . . . . .
H5A H -0.239016 -0.401606 0.566760 0.076 Uiso 1 1 calc R U . . .
C54 C 0.1614(18) -0.2576(16) 0.4473(14) 0.078(5) Uani 1 1 d . . . . .
H54A H 0.107483 -0.228593 0.438374 0.094 Uiso 1 1 calc R U . . .
C64 C 0.5996(19) -0.2375(16) 0.6619(15) 0.099(7) Uani 1 1 d . . . . .
H64A H 0.610583 -0.179726 0.635781 0.119 Uiso 1 1 calc R U . . .
C65 C 0.6657(19) -0.2073(18) 0.7618(17) 0.118(9) Uani 1 1 d . . . . .
H65A H 0.714739 -0.129598 0.803664 0.142 Uiso 1 1 calc R U . . .
C66 C 0.6606(17) -0.2932(18) 0.8028(13) 0.089(6) Uani 1 1 d . . . . .
H66A H 0.710980 -0.274308 0.868573 0.107 Uiso 1 1 calc R U . . .
C82 C 0.8790(10) 0.3478(11) 0.8554(8) 0.043(3) Uani 1 1 d . . . . .
H82A H 0.900105 0.290061 0.859079 0.051 Uiso 1 1 calc R U . . .
C71 C 0.4215(15) 0.145(2) 0.8197(11) 0.076(5) Uani 1 1 d . . . . .
H71A H 0.368157 0.169073 0.792095 0.091 Uiso 1 1 calc R U . . .
C80 C 0.9238(11) 0.2910(13) 1.1217(10) 0.050(3) Uani 1 1 d . . . . .
H80A H 0.923399 0.352597 1.170015 0.060 Uiso 1 1 calc R U . . .
C73 C 0.466(2) 0.0033(17) 0.8579(17) 0.107(8) Uani 1 1 d . . . . .
H73A H 0.442470 -0.072374 0.853418 0.129 Uiso 1 1 calc R U . . .
C75 C 0.8464(11) 0.2427(11) 1.0181(9) 0.042(3) Uani 1 1 d . . . . .
B2 B 0.7598(12) 0.2975(12) 0.9809(10) 0.039(3) Uani 1 1 d . . . . .
C81 C 0.8108(10) 0.3681(11) 0.9112(9) 0.043(3) Uani 1 1 d . . . . .
C84 C 0.8988(13) 0.4987(14) 0.7953(11) 0.060(4) Uani 1 1 d . . . . .
H84A H 0.931608 0.545088 0.761454 0.072 Uiso 1 1 calc R U . . .
C86 C 0.7860(12) 0.4589(12) 0.9027(11) 0.051(3) Uani 1 1 d . . . . .
H86A H 0.738099 0.476799 0.936128 0.061 Uiso 1 1 calc R U . . .
C70 C 0.5394(12) 0.2236(15) 0.8673(10) 0.055(3) Uani 1 1 d . . . . .
H70A H 0.563794 0.298166 0.868323 0.066 Uiso 1 1 calc R U . . .
C89 C 0.8400(18) 0.5653(17) 1.2330(15) 0.081(5) Uani 1 1 d . . . . .
H89A H 0.895236 0.642824 1.266625 0.097 Uiso 1 1 calc R U . . .
C87 C 0.7557(11) 0.3830(12) 1.0846(9) 0.043(3) Uani 1 1 d . . . . .
C77 C 0.9298(15) 0.1046(13) 0.9861(13) 0.060(4) Uani 1 1 d . . . . .
H77A H 0.929233 0.040925 0.939736 0.072 Uiso 1 1 calc R U . . .
C88 C 0.8396(13) 0.4998(13) 1.1415(12) 0.060(4) Uani 1 1 d . . . . .
H88A H 0.896967 0.533596 1.115772 0.072 Uiso 1 1 calc R U . . .
C91 C 0.6793(18) 0.4096(19) 1.2245(13) 0.076(5) Uani 1 1 d . . . . .
H91A H 0.623446 0.376810 1.252021 0.092 Uiso 1 1 calc R U . . .
C92 C 0.6759(14) 0.3433(14) 1.1307(10) 0.056(4) Uani 1 1 d . . . . .
H92A H 0.616328 0.267624 1.096722 0.067 Uiso 1 1 calc R U . . .
C79 C 1.0023(11) 0.2471(14) 1.1536(12) 0.056(4) Uani 1 1 d . . . . .
H79A H 1.053018 0.280861 1.222111 0.067 Uiso 1 1 calc R U . . .
C69 C 0.6216(11) 0.1950(13) 0.9131(10) 0.050(3) Uani 1 1 d . . . . .
C78 C 1.0043(12) 0.1552(14) 1.0844(14) 0.064(4) Uani 1 1 d . . . . .
H78A H 1.057218 0.128391 1.105894 0.077 Uiso 1 1 calc R U . . .
C83 C 0.9195(11) 0.4067(14) 0.7935(9) 0.053(3) Uani 1 1 d . . . . .
H83A H 0.959165 0.383618 0.752623 0.064 Uiso 1 1 calc R U . . .
C85 C 0.8298(14) 0.5222(16) 0.8470(13) 0.069(4) Uani 1 1 d . . . . .
H85A H 0.811889 0.582143 0.844769 0.082 Uiso 1 1 calc R U . . .
C74 C 0.5791(13) 0.0814(14) 0.9074(13) 0.067(4) Uani 1 1 d . . . . .
H74A H 0.631312 0.058966 0.939153 0.081 Uiso 1 1 calc R U . . .
C76 C 0.8500(14) 0.1489(13) 0.9519(12) 0.057(3) Uani 1 1 d . . . . .
H76A H 0.799532 0.113301 0.883212 0.069 Uiso 1 1 calc R U . . .
C72 C 0.3824(15) 0.034(2) 0.8127(12) 0.079(5) Uani 1 1 d . . . . .
H72A H 0.303594 -0.019521 0.779395 0.095 Uiso 1 1 calc R U . . .
C90 C 0.7592(19) 0.5177(19) 1.2758(11) 0.085(6) Uani 1 1 d . . . . .
H90A H 0.761375 0.561107 1.339510 0.102 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
Br4 C33 1.875(13) . ?
Br2 C11 1.905(13) . ?
Mn1 O1 1.874(8) . ?
Mn1 O2 1.879(8) . ?
Mn1 N2 2.109(10) . ?
Mn1 N1 2.128(10) . ?
Mn1 N3 2.206(9) . ?
Mn1 N4 2.217(11) . ?
Mn2 O4 1.862(9) . ?
Mn2 O3 1.866(8) . ?
Mn2 N6 2.115(10) . ?
Mn2 N5 2.115(9) . ?
Mn2 N7 2.195(11) . ?
Mn2 N8 2.195(12) . ?
Br1 C4 1.885(15) . ?
Br3 C26 1.886(13) . ?
O1 C1 1.317(14) . ?
F3 C24 1.349(12) . ?
F1 C2 1.404(16) . ?
O3 C23 1.313(14) . ?
O4 C30 1.331(14) . ?
O2 C8 1.318(13) . ?
F2 C9 1.365(15) . ?
F4 C31 1.351(15) . ?
C9 C10 1.334(19) . ?
C9 C8 1.420(16) . ?
N5 C36 1.283(15) . ?
N5 C44 1.475(16) . ?
C12 C11 1.341(19) . ?
C12 C13 1.424(17) . ?
N3 C18 1.450(18) . ?
N3 C17 1.489(18) . ?
C24 C25 1.385(16) . ?
C24 C23 1.390(17) . ?
C57 C62 1.34(2) . ?
C57 C58 1.44(2) . ?
C57 B1 1.69(2) . ?
N1 C7 1.263(16) . ?
N1 C22 1.470(16) . ?
C13 C8 1.386(17) . ?
C13 C14 1.459(17) . ?
C2 C3 1.311(19) . ?
C2 C1 1.400(19) . ?
N6 C29 1.291(16) . ?
N6 C37 1.495(16) . ?
C35 C30 1.409(17) . ?
C35 C34 1.425(16) . ?
C35 C36 1.444(16) . ?
N7 C39 1.46(2) . ?
N7 C40 1.54(2) . ?
C1 C6 1.437(19) . ?
C10 C11 1.38(2) . ?
N8 C42 1.47(2) . ?
N8 C41 1.479(19) . ?
N2 C14 1.266(15) . ?
N2 C15 1.486(16) . ?
C27 C26 1.378(19) . ?
C27 C28 1.413(18) . ?
C33 C34 1.364(19) . ?
C33 C32 1.39(2) . ?
C31 C32 1.384(19) . ?
C31 C30 1.387(17) . ?
C29 C28 1.446(18) . ?
C25 C26 1.371(18) . ?
C58 C59 1.35(2) . ?
C19 N4 1.480(17) . ?
C19 C18 1.51(2) . ?
C3 C4 1.36(3) . ?
N4 C20 1.468(18) . ?
C48 C47 1.33(2) . ?
C48 C49 1.36(2) . ?
C15 C16 1.51(2) . ?
C56 C51 1.390(19) . ?
C56 C55 1.38(2) . ?
C23 C28 1.384(18) . ?
C6 C5 1.372(18) . ?
C6 C7 1.445(19) . ?
C45 C46 1.372(19) . ?
C45 C50 1.422(18) . ?
C45 B1 1.65(2) . ?
C38 C37 1.46(2) . ?
C38 C39 1.50(2) . ?
C67 C66 1.34(3) . ?
C67 C68 1.418(18) . ?
C63 C64 1.38(2) . ?
C63 C68 1.388(19) . ?
C63 B1 1.63(2) . ?
C50 C49 1.39(2) . ?
B1 C51 1.65(2) . ?
C46 C47 1.40(2) . ?
C44 C43 1.48(2) . ?
C60 C61 1.37(3) . ?
C60 C59 1.42(3) . ?
C43 C42 1.52(2) . ?
C41 C40 1.47(3) . ?
C61 C62 1.39(2) . ?
C4 C5 1.43(2) . ?
C52 C53 1.35(2) . ?
C52 C51 1.41(2) . ?
C21 C22 1.506(18) . ?
C21 C20 1.54(2) . ?
C17 C16 1.55(2) . ?
C55 C54 1.40(2) . ?
C53 C54 1.44(3) . ?
C64 C65 1.36(3) . ?
C65 C66 1.42(3) . ?
C82 C81 1.374(17) . ?
C82 C83 1.403(18) . ?
C71 C72 1.36(3) . ?
C71 C70 1.38(2) . ?
C80 C75 1.412(17) . ?
C80 C79 1.422(17) . ?
C73 C74 1.34(3) . ?
C73 C72 1.40(3) . ?
C75 C76 1.387(19) . ?
C75 B2 1.643(16) . ?
B2 C81 1.637(18) . ?
B2 C87 1.643(18) . ?
B2 C69 1.672(19) . ?
C81 C86 1.407(17) . ?
C84 C85 1.36(2) . ?
C84 C83 1.36(2) . ?
C86 C85 1.38(2) . ?
C70 C69 1.374(19) . ?
C89 C88 1.37(2) . ?
C89 C90 1.38(3) . ?
C87 C92 1.375(19) . ?
C87 C88 1.41(2) . ?
C77 C78 1.34(2) . ?
C77 C76 1.45(2) . ?
C91 C90 1.31(3) . ?
C91 C92 1.38(2) . ?
C79 C78 1.38(2) . ?
C69 C74 1.39(2) . ?

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
O1 Mn1 O2 177.1(4) . . ?
O1 Mn1 N2 90.0(4) . . ?
O2 Mn1 N2 87.1(4) . . ?
O1 Mn1 N1 88.2(4) . . ?
O2 Mn1 N1 93.2(4) . . ?
N2 Mn1 N1 112.9(4) . . ?
O1 Mn1 N3 84.8(4) . . ?
O2 Mn1 N3 94.7(4) . . ?
N2 Mn1 N3 86.4(4) . . ?
N1 Mn1 N3 159.5(4) . . ?
O1 Mn1 N4 95.1(4) . . ?
O2 Mn1 N4 87.7(4) . . ?
N2 Mn1 N4 163.9(4) . . ?
N1 Mn1 N4 82.6(4) . . ?
N3 Mn1 N4 78.9(4) . . ?
O4 Mn2 O3 177.4(4) . . ?
O4 Mn2 N6 93.9(4) . . ?
O3 Mn2 N6 87.7(4) . . ?
O4 Mn2 N5 86.6(4) . . ?
O3 Mn2 N5 90.9(4) . . ?
N6 Mn2 N5 110.9(4) . . ?
O4 Mn2 N7 86.5(4) . . ?
O3 Mn2 N7 95.8(4) . . ?
N6 Mn2 N7 82.7(4) . . ?
N5 Mn2 N7 165.1(4) . . ?
O4 Mn2 N8 93.4(4) . . ?
O3 Mn2 N8 85.7(4) . . ?
N6 Mn2 N8 162.1(4) . . ?
N5 Mn2 N8 85.9(4) . . ?
N7 Mn2 N8 81.4(5) . . ?
C1 O1 Mn1 125.7(8) . . ?
C23 O3 Mn2 128.6(8) . . ?
C30 O4 Mn2 125.0(8) . . ?
C8 O2 Mn1 122.4(7) . . ?
C10 C9 F2 120.0(12) . . ?
C10 C9 C8 123.3(13) . . ?
F2 C9 C8 116.6(11) . . ?
C36 N5 C44 118.9(10) . . ?
C36 N5 Mn2 122.8(9) . . ?
C44 N5 Mn2 118.0(7) . . ?
C11 C12 C13 119.8(12) . . ?
C18 N3 C17 110.8(10) . . ?
C18 N3 Mn1 107.8(8) . . ?
C17 N3 Mn1 117.7(8) . . ?
F3 C24 C25 118.0(11) . . ?
F3 C24 C23 117.6(10) . . ?
C25 C24 C23 124.4(11) . . ?
C62 C57 C58 115.8(15) . . ?
C62 C57 B1 123.2(14) . . ?
C58 C57 B1 120.9(14) . . ?
C7 N1 C22 116.8(11) . . ?
C7 N1 Mn1 124.7(9) . . ?
C22 N1 Mn1 117.5(8) . . ?
C8 C13 C12 121.1(10) . . ?
C8 C13 C14 121.1(10) . . ?
C12 C13 C14 117.8(10) . . ?
C3 C2 F1 120.2(13) . . ?
C3 C2 C1 126.3(14) . . ?
F1 C2 C1 113.5(12) . . ?
C29 N6 C37 115.1(10) . . ?
C29 N6 Mn2 125.1(8) . . ?
C37 N6 Mn2 117.3(9) . . ?
C30 C35 C34 120.2(11) . . ?
C30 C35 C36 121.6(10) . . ?
C34 C35 C36 117.8(11) . . ?
C39 N7 C40 112.2(12) . . ?
C39 N7 Mn2 118.9(9) . . ?
C40 N7 Mn2 106.5(9) . . ?
O1 C1 C2 121.2(12) . . ?
O1 C1 C6 123.0(12) . . ?
C2 C1 C6 115.5(12) . . ?
C9 C10 C11 120.0(12) . . ?
C42 N8 C41 113.0(13) . . ?
C42 N8 Mn2 115.8(9) . . ?
C41 N8 Mn2 107.1(9) . . ?
C14 N2 C15 117.3(11) . . ?
C14 N2 Mn1 123.2(9) . . ?
C15 N2 Mn1 119.1(8) . . ?
C26 C27 C28 119.4(12) . . ?
C34 C33 C32 121.2(12) . . ?
C34 C33 Br4 120.5(11) . . ?
C32 C33 Br4 118.3(10) . . ?
C33 C34 C35 120.0(12) . . ?
F4 C31 C32 118.6(11) . . ?
F4 C31 C30 116.8(11) . . ?
C32 C31 C30 124.4(12) . . ?
O2 C8 C13 126.0(10) . . ?
O2 C8 C9 118.7(11) . . ?
C13 C8 C9 115.2(10) . . ?
C12 C11 C10 120.4(12) . . ?
C12 C11 Br2 120.5(11) . . ?
C10 C11 Br2 119.1(10) . . ?
N6 C29 C28 122.3(11) . . ?
C26 C25 C24 116.1(12) . . ?
O4 C30 C31 120.5(11) . . ?
O4 C30 C35 123.4(10) . . ?
C31 C30 C35 116.2(10) . . ?
C59 C58 C57 122.5(15) . . ?
N4 C19 C18 107.5(11) . . ?
C2 C3 C4 118.6(15) . . ?
C25 C26 C27 122.6(12) . . ?
C25 C26 Br3 118.2(11) . . ?
C27 C26 Br3 119.1(10) . . ?
C20 N4 C19 109.7(10) . . ?
C20 N4 Mn1 117.5(8) . . ?
C19 N4 Mn1 108.5(8) . . ?
C47 C48 C49 121.1(15) . . ?
N2 C15 C16 110.6(11) . . ?
C51 C56 C55 125.2(15) . . ?
O3 C23 C28 122.9(11) . . ?
O3 C23 C24 119.3(11) . . ?
C28 C23 C24 117.5(11) . . ?
C5 C6 C1 119.0(13) . . ?
C5 C6 C7 117.8(13) . . ?
C1 C6 C7 123.1(12) . . ?
C46 C45 C50 113.7(13) . . ?
C46 C45 B1 123.0(12) . . ?
C50 C45 B1 122.6(12) . . ?
C37 C38 C39 117.2(12) . . ?
C66 C67 C68 121.1(16) . . ?
C64 C63 C68 115.1(13) . . ?
C64 C63 B1 123.1(13) . . ?
C68 C63 B1 121.8(13) . . ?
C38 C37 N6 110.8(12) . . ?
C49 C50 C45 121.5(15) . . ?
C63 B1 C51 112.6(12) . . ?
C63 B1 C45 109.7(11) . . ?
C51 B1 C45 107.7(12) . . ?
C63 B1 C57 109.7(13) . . ?
C51 B1 C57 108.2(11) . . ?
C45 B1 C57 108.8(12) . . ?
C45 C46 C47 124.6(14) . . ?
N5 C44 C43 110.5(12) . . ?
C61 C60 C59 117.6(16) . . ?
N5 C36 C35 123.8(12) . . ?
N2 C14 C13 123.5(11) . . ?
C48 C47 C46 118.6(16) . . ?
C31 C32 C33 117.8(12) . . ?
C63 C68 C67 122.2(15) . . ?
C44 C43 C42 116.0(11) . . ?
C40 C41 N8 111.3(13) . . ?
N3 C18 C19 110.1(11) . . ?
C60 C61 C62 121(2) . . ?
N7 C39 C38 112.9(11) . . ?
N1 C7 C6 123.6(12) . . ?
C3 C4 C5 120.3(14) . . ?
C3 C4 Br1 120.6(14) . . ?
C5 C4 Br1 119.1(15) . . ?
C53 C52 C51 124.9(16) . . ?
C22 C21 C20 113.6(11) . . ?
N3 C17 C16 111.6(11) . . ?
C15 C16 C17 115.4(13) . . ?
N4 C20 C21 113.2(12) . . ?
C57 C62 C61 122.9(18) . . ?
C48 C49 C50 120.2(15) . . ?
C56 C55 C54 119.1(16) . . ?
C56 C51 C52 113.4(13) . . ?
C56 C51 B1 121.9(12) . . ?
C52 C51 B1 123.9(13) . . ?
C58 C59 C60 119.5(15) . . ?
C41 C40 N7 110.2(13) . . ?
C23 C28 C27 119.7(12) . . ?
C23 C28 C29 124.4(11) . . ?
C27 C28 C29 115.7(11) . . ?
C52 C53 C54 119.7(15) . . ?
N1 C22 C21 111.4(10) . . ?
N8 C42 C43 113.7(12) . . ?
C6 C5 C4 120.4(14) . . ?
C55 C54 C53 117.4(15) . . ?
C65 C64 C63 123.4(17) . . ?
C64 C65 C66 120.7(18) . . ?
C67 C66 C65 117.1(15) . . ?
C81 C82 C83 125.7(12) . . ?
C72 C71 C70 120.9(16) . . ?
C75 C80 C79 121.2(14) . . ?
C74 C73 C72 121.0(19) . . ?
C76 C75 C80 115.7(11) . . ?
C76 C75 B2 123.4(11) . . ?
C80 C75 B2 120.9(11) . . ?
C81 B2 C75 108.7(9) . . ?
C81 B2 C87 111.5(10) . . ?
C75 B2 C87 108.5(9) . . ?
C81 B2 C69 110.3(9) . . ?
C75 B2 C69 111.8(10) . . ?
C87 B2 C69 106.1(10) . . ?
C82 C81 C86 112.8(11) . . ?
C82 C81 B2 126.1(11) . . ?
C86 C81 B2 121.1(11) . . ?
C85 C84 C83 119.4(13) . . ?
C85 C86 C81 122.7(12) . . ?
C69 C70 C71 122.2(17) . . ?
C88 C89 C90 120.7(18) . . ?
C92 C87 C88 113.1(12) . . ?
C92 C87 B2 122.4(12) . . ?
C88 C87 B2 124.1(12) . . ?
C78 C77 C76 120.0(14) . . ?
C89 C88 C87 122.6(15) . . ?
C90 C91 C92 121.6(17) . . ?
C87 C92 C91 123.7(16) . . ?
C78 C79 C80 120.9(13) . . ?
C70 C69 C74 115.8(13) . . ?
C70 C69 B2 119.7(13) . . ?
C74 C69 B2 124.2(12) . . ?
C77 C78 C79 119.9(13) . . ?
C84 C83 C82 117.7(12) . . ?
C84 C85 C86 121.2(14) . . ?
C73 C74 C69 122.7(16) . . ?
C75 C76 C77 122.3(14) . . ?
C71 C72 C73 117.3(17) . . ?
C91 C90 C89 118.3(15) . . ?

_refine_diff_density_max         1.041
_refine_diff_density_min         -1.130
_refine_diff_density_rms         0.107

