# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_AsF6-100K
_database_code_depnum_ccdc_archive 'CCDC 2023551'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;
_audit_creation_date             2021-03-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'As F6, C22 H26 F2 Mn N4 O2'
_chemical_formula_sum            'C22 H26 As F8 Mn N4 O2'
_chemical_formula_weight         660.33
_chemical_melting_point          ?
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'
As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   11.3909(12)
_cell_length_b                   8.1489(8)
_cell_length_c                   13.2933(14)
_cell_angle_alpha                90
_cell_angle_beta                 93.862(2)
_cell_angle_gamma                90
_cell_volume                     1231.1(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9887
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      37.52
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.875
_shelx_estimated_absorpt_T_min   0.813
_exptl_absorpt_coefficient_mu    1.960
_exptl_absorpt_correction_T_max  0.872
_exptl_absorpt_correction_T_min  0.806
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.898
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16498
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.898
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         37.766
_diffrn_reflns_theta_min         2.280
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5218
_reflns_number_total             6597
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SMART (Bruker, 2000)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXL (Sheldrick, 2015)'
_refine_diff_density_max         0.569
_refine_diff_density_min         -0.984
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         6597
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0293
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0317P)²+0.5549P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0754
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C5(H5), C7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
As1 As 0.7500 -0.11428(2) 0.2500 0.01211(4) Uani 1 2 d S T P . .
F1 F 0.7500 0.09660(12) 0.2500 0.01917(19) Uani 1 2 d S T P . .
F2 F 0.74408(9) -0.11603(10) 0.12105(6) 0.02676(17) Uani 1 1 d . . . . .
F3 F 0.7500 -0.32723(12) 0.2500 0.0231(2) Uani 1 2 d S T P . .
F4 F 0.59813(7) -0.11480(10) 0.24618(7) 0.02542(17) Uani 1 1 d . . . . .
Mn1 Mn 0.7500 0.67048(3) 0.7500 0.00975(4) Uani 1 2 d S T P . .
F5 F 0.54914(7) 0.11680(9) 0.40356(7) 0.02397(16) Uani 1 1 d . . . . .
O1 O 0.70169(7) 0.66334(9) 0.61330(6) 0.01264(13) Uani 1 1 d . . . . .
N1 N 0.59844(7) 0.53098(11) 0.77563(7) 0.01271(14) Uani 1 1 d . . . . .
N2 N 0.63648(9) 0.88501(12) 0.78992(8) 0.01667(16) Uani 1 1 d . . . . .
H2 H 0.5758 0.9009 0.7328 0.020 Uiso 1 1 calc R . . . .
C1 C 0.66740(8) 0.52486(12) 0.56632(7) 0.01127(15) Uani 1 1 d . . . . .
C2 C 0.70039(9) 0.49780(14) 0.46739(8) 0.01470(17) Uani 1 1 d . . . . .
H2A H 0.7490 0.5755 0.4369 0.018 Uiso 1 1 calc R . . . .
C3 C 0.66277(10) 0.35918(15) 0.41393(8) 0.01683(18) Uani 1 1 d . . . . .
H3 H 0.6868 0.3403 0.3479 0.020 Uiso 1 1 calc R . . . .
C4 C 0.58951(9) 0.24857(14) 0.45828(9) 0.01651(18) Uani 1 1 d . . . . .
C5 C 0.55384(9) 0.26982(13) 0.55388(8) 0.01559(17) Uani 1 1 d . . . . .
H5 H 0.5024 0.1931 0.5818 0.019 Uiso 1 1 calc R . . . .
C6 C 0.59485(9) 0.40740(12) 0.60988(8) 0.01225(15) Uani 1 1 d . . . . .
C7 C 0.55140(9) 0.43241(13) 0.70892(8) 0.01349(16) Uani 1 1 d . . . . .
H7 H 0.4840 0.3722 0.7255 0.016 Uiso 1 1 calc R . . . .
C8 C 0.53714(9) 0.55390(15) 0.86876(8) 0.01675(18) Uani 1 1 d . . . . .
H8A H 0.5933 0.5355 0.9278 0.020 Uiso 1 1 calc R . . . .
H8B H 0.4735 0.4716 0.8711 0.020 Uiso 1 1 calc R . . . .
C9 C 0.48475(10) 0.72590(17) 0.87490(9) 0.0204(2) Uani 1 1 d . . . . .
H9A H 0.4313 0.7442 0.8141 0.025 Uiso 1 1 calc R . . . .
H9B H 0.4366 0.7304 0.9341 0.025 Uiso 1 1 calc R . . . .
C10 C 0.57346(11) 0.86553(16) 0.88319(9) 0.0198(2) Uani 1 1 d . . . . .
H10A H 0.5321 0.9691 0.8971 0.024 Uiso 1 1 calc R . . . .
H10B H 0.6314 0.8441 0.9406 0.024 Uiso 1 1 calc R . . . .
C11 C 0.71218(12) 1.03206(14) 0.79457(11) 0.0231(2) Uani 1 1 d . . . . .
H11A H 0.7628 1.0318 0.8581 0.028 Uiso 1 1 calc R . . . .
H11B H 0.6629 1.1322 0.7933 0.028 Uiso 1 1 calc R . . . .


_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
As1 F1 1.7185(10) . ?
As1 F2 1.7111(8) 2_655 ?
As1 F2 1.7111(8) . ?
As1 F3 1.7353(10) . ?
As1 F4 1.7273(8) . ?
As1 F4 1.7273(8) 2_655 ?
Mn1 O1 1.8638(8) . ?
Mn1 O1 1.8638(8) 2_656 ?
Mn1 N1 2.1138(9) 2_656 ?
Mn1 N1 2.1138(9) . ?
Mn1 N2 2.2588(10) 2_656 ?
Mn1 N2 2.2588(10) . ?
F5 C4 1.3597(13) . ?
O1 C1 1.3354(12) . ?
N1 C7 1.2864(13) . ?
N1 C8 1.4735(14) . ?
N2 H2 1.0000 . ?
N2 C10 1.4824(16) . ?
N2 C11 1.4751(16) . ?
C1 C2 1.4093(14) . ?
C1 C6 1.4138(14) . ?
C2 H2A 0.9500 . ?
C2 C3 1.3869(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3866(17) . ?
C4 C5 1.3709(16) . ?
C5 H5 0.9500 . ?
C5 C6 1.4080(14) . ?
C6 C7 1.4517(15) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.5277(17) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.5208(19) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C11 1.511(3) 2_656 ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?

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
F1 As1 F3 180.0 . . ?
F1 As1 F4 90.14(3) . 2_655 ?
F1 As1 F4 90.14(3) . . ?
F2 As1 F1 90.48(3) 2_655 . ?
F2 As1 F1 90.48(3) . . ?
F2 As1 F2 179.05(6) . 2_655 ?
F2 As1 F3 89.52(3) . . ?
F2 As1 F3 89.52(3) 2_655 . ?
F2 As1 F4 90.07(5) 2_655 . ?
F2 As1 F4 89.92(5) 2_655 2_655 ?
F2 As1 F4 89.93(5) . . ?
F2 As1 F4 90.07(5) . 2_655 ?
F4 As1 F3 89.86(3) . . ?
F4 As1 F3 89.86(3) 2_655 . ?
F4 As1 F4 179.72(5) . 2_655 ?
O1 Mn1 O1 176.42(5) . 2_656 ?
O1 Mn1 N1 90.96(3) . 2_656 ?
O1 Mn1 N1 87.11(3) . . ?
O1 Mn1 N1 87.11(3) 2_656 2_656 ?
O1 Mn1 N1 90.96(3) 2_656 . ?
O1 Mn1 N2 86.06(3) . 2_656 ?
O1 Mn1 N2 96.73(4) . . ?
O1 Mn1 N2 86.05(3) 2_656 . ?
O1 Mn1 N2 96.73(4) 2_656 2_656 ?
N1 Mn1 N1 114.93(5) 2_656 . ?
N1 Mn1 N2 83.78(4) 2_656 2_656 ?
N1 Mn1 N2 83.78(4) . . ?
N1 Mn1 N2 160.18(4) . 2_656 ?
N1 Mn1 N2 160.18(4) 2_656 . ?
N2 Mn1 N2 78.58(5) 2_656 . ?
C1 O1 Mn1 122.70(6) . . ?
C7 N1 Mn1 122.10(7) . . ?
C7 N1 C8 117.35(9) . . ?
C8 N1 Mn1 120.37(7) . . ?
Mn1 N2 H2 107.4 . . ?
C10 N2 Mn1 115.51(7) . . ?
C10 N2 H2 107.4 . . ?
C11 N2 Mn1 107.23(7) . . ?
C11 N2 H2 107.4 . . ?
C11 N2 C10 111.51(10) . . ?
O1 C1 C2 118.73(9) . . ?
O1 C1 C6 122.77(9) . . ?
C2 C1 C6 118.44(9) . . ?
C1 C2 H2A 119.6 . . ?
C3 C2 C1 120.86(10) . . ?
C3 C2 H2A 119.6 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 119.05(10) . . ?
C4 C3 H3 120.5 . . ?
F5 C4 C3 118.52(10) . . ?
F5 C4 C5 119.01(11) . . ?
C5 C4 C3 122.44(10) . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.83(10) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C7 121.38(9) . . ?
C5 C6 C1 120.31(9) . . ?
C5 C6 C7 118.04(9) . . ?
N1 C7 C6 124.15(9) . . ?
N1 C7 H7 117.9 . . ?
C6 C7 H7 117.9 . . ?
N1 C8 H8A 109.3 . . ?
N1 C8 H8B 109.3 . . ?
N1 C8 C9 111.72(9) . . ?
H8A C8 H8B 107.9 . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
C8 C9 H9A 108.4 . . ?
C8 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 C8 115.48(9) . . ?
C10 C9 H9A 108.4 . . ?
C10 C9 H9B 108.4 . . ?
N2 C10 C9 112.11(9) . . ?
N2 C10 H10A 109.2 . . ?
N2 C10 H10B 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
N2 C11 C11 109.25(9) . 2_656 ?
N2 C11 H11A 109.8 . . ?
N2 C11 H11B 109.8 . . ?
C11 C11 H11A 109.8 2_656 . ?
C11 C11 H11B 109.8 2_656 . ?
H11A C11 H11B 108.3 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_AsF6-298K
_database_code_depnum_ccdc_archive 'CCDC 2023552'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, As F6'
_chemical_formula_sum            ' C22 H26 As F8 Mn N4 O2'
_chemical_formula_weight         660.33

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'
As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

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

_cell_length_a                   11.5522(11)
_cell_length_b                   8.1697(8)
_cell_length_c                   13.4202(11)
_cell_angle_alpha                90
_cell_angle_beta                 94.453(2)
_cell_angle_gamma                90
_cell_volume                     1262.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9328
_cell_measurement_theta_min      2.242
_cell_measurement_theta_max      33.061

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    1.911
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.716
_exptl_absorpt_correction_T_max  0.826
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15086
_diffrn_reflns_av_unetI/netI     0.0630
_diffrn_reflns_av_R_equivalents  0.0836
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.242
_diffrn_reflns_theta_max         33.061
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4791
_reflns_number_gt                3099
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_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)+(0.0677P)²+1.0499P] 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         4791
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.1625
_refine_ls_wR_factor_gt          0.1304
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.2500 0.33449(7) 0.7500 0.03054(15) Uani 1 2 d S T P . .
O1 O 0.29747(19) 0.3416(2) 0.88580(14) 0.0356(4) Uani 1 1 d . . . . .
C1 C 0.3325(2) 0.4790(3) 0.93246(19) 0.0319(5) Uani 1 1 d . . . . .
C2 C 0.3002(3) 0.5062(4) 1.0300(2) 0.0413(6) Uani 1 1 d . . . . .
H1 H 0.2525 0.4313 1.0591 0.050 Uiso 1 1 calc R U . . .
C3 C 0.3386(3) 0.6427(4) 1.0827(2) 0.0457(7) Uani 1 1 d . . . . .
H2 H 0.3156 0.6614 1.1466 0.055 Uiso 1 1 calc R U . . .
C4 C 0.4110(3) 0.7510(4) 1.0401(3) 0.0463(7) Uani 1 1 d . . . . .
F1 F 0.4524(2) 0.8815(3) 1.09491(18) 0.0647(6) Uani 1 1 d . . . . .
C5 C 0.4456(3) 0.7301(4) 0.9465(2) 0.0419(6) Uani 1 1 d . . . . .
H3 H 0.4957 0.8047 0.9200 0.050 Uiso 1 1 calc R U . . .
C6 C 0.4045(2) 0.5941(3) 0.8905(2) 0.0338(5) Uani 1 1 d . . . . .
C7 C 0.4466(2) 0.5694(4) 0.7928(2) 0.0367(6) Uani 1 1 d . . . . .
H4 H 0.5117 0.6281 0.7771 0.044 Uiso 1 1 calc R U . . .
N1 N 0.4000(2) 0.4722(3) 0.72657(17) 0.0347(5) Uani 1 1 d . . . . .
C8 C 0.4604(3) 0.4491(5) 0.6347(2) 0.0469(7) Uani 1 1 d . . . . .
H5 H 0.5222 0.5292 0.6328 0.056 Uiso 1 1 calc R U . . .
H6 H 0.4061 0.4669 0.5768 0.056 Uiso 1 1 calc R U . . .
C9 C 0.5115(3) 0.2775(5) 0.6297(3) 0.0581(10) Uani 1 1 d . . . . .
H7 H 0.5582 0.2724 0.5727 0.070 Uiso 1 1 calc R U . . .
H8 H 0.5630 0.2599 0.6892 0.070 Uiso 1 1 calc R U . . .
C10 C 0.4249(4) 0.1399(5) 0.6210(3) 0.0583(10) Uani 1 1 d . . . . .
H9 H 0.3695 0.1603 0.5643 0.070 Uiso 1 1 calc R U . . .
H10 H 0.4651 0.0387 0.6085 0.070 Uiso 1 1 calc R U . . .
N2 N 0.3616(3) 0.1207(3) 0.7118(2) 0.0477(7) Uani 1 1 d . . . . .
H11 H 0.408(4) 0.111(5) 0.763(3) 0.065(13) Uiso 1 1 d . . . . .
C11 C 0.2871(4) -0.0260(5) 0.7066(3) 0.0664(11) Uani 1 1 d . . . . .
H12 H 0.3349 -0.1237 0.7085 0.080 Uiso 1 1 calc R U . . .
H13 H 0.2383 -0.0261 0.6445 0.080 Uiso 1 1 calc R U . . .
As1 As 0.7500 0.88131(6) 0.7500 0.04073(14) Uani 1 2 d S T P . .
F2 F 0.7500 1.0901(4) 0.7500 0.0605(8) Uani 1 2 d S T P . .
F3 F 0.6015(2) 0.8831(3) 0.7467(3) 0.0863(9) Uani 1 1 d . . . . .
F4 F 0.7500 0.6697(4) 0.7500 0.0707(10) Uani 1 2 d S T P . .
F5 F 0.7440(3) 0.8805(3) 0.62376(18) 0.0932(11) Uani 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 1.8628(19) 2_556 ?
Mn1 O1 1.8628(19) . ?
Mn1 N1 2.110(2) 2_556 ?
Mn1 N1 2.110(2) . ?
Mn1 N2 2.254(3) 2_556 ?
Mn1 N2 2.254(3) . ?
O1 C1 1.333(3) . ?
C1 C6 1.403(4) . ?
C1 C2 1.406(4) . ?
C2 C3 1.375(5) . ?
C2 H1 0.9300 . ?
C3 C4 1.373(5) . ?
C3 H2 0.9300 . ?
C4 C5 1.358(5) . ?
C4 F1 1.361(4) . ?
C5 C6 1.403(4) . ?
C5 H3 0.9300 . ?
C6 C7 1.448(4) . ?
C7 N1 1.279(4) . ?
C7 H4 0.9300 . ?
N1 C8 1.475(4) . ?
C8 C9 1.525(5) . ?
C8 H5 0.9700 . ?
C8 H6 0.9700 . ?
C9 C10 1.503(6) . ?
C9 H7 0.9700 . ?
C9 H8 0.9700 . ?
C10 N2 1.476(5) . ?
C10 H9 0.9700 . ?
C10 H10 0.9700 . ?
N2 C11 1.474(5) . ?
N2 H11 0.84(4) . ?
C11 C11 1.498(9) 2_556 ?
C11 H12 0.9700 . ?
C11 H13 0.9700 . ?
As1 F5 1.690(2) . ?
As1 F5 1.690(2) 2_656 ?
As1 F2 1.706(3) . ?
As1 F3 1.713(3) . ?
As1 F3 1.713(3) 2_656 ?
As1 F4 1.729(3) . ?

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 O1 176.44(13) 2_556 . ?
O1 Mn1 N1 86.92(9) 2_556 2_556 ?
O1 Mn1 N1 91.18(9) . 2_556 ?
O1 Mn1 N1 91.17(9) 2_556 . ?
O1 Mn1 N1 86.93(9) . . ?
N1 Mn1 N1 115.56(14) 2_556 . ?
O1 Mn1 N2 96.70(10) 2_556 2_556 ?
O1 Mn1 N2 86.07(10) . 2_556 ?
N1 Mn1 N2 83.58(11) 2_556 2_556 ?
N1 Mn1 N2 159.74(11) . 2_556 ?
O1 Mn1 N2 86.07(10) 2_556 . ?
O1 Mn1 N2 96.70(10) . . ?
N1 Mn1 N2 159.74(11) 2_556 . ?
N1 Mn1 N2 83.58(11) . . ?
N2 Mn1 N2 78.40(17) 2_556 . ?
C1 O1 Mn1 122.78(17) . . ?
O1 C1 C6 123.0(2) . . ?
O1 C1 C2 118.6(3) . . ?
C6 C1 C2 118.4(3) . . ?
C3 C2 C1 120.6(3) . . ?
C3 C2 H1 119.7 . . ?
C1 C2 H1 119.7 . . ?
C4 C3 C2 119.4(3) . . ?
C4 C3 H2 120.3 . . ?
C2 C3 H2 120.3 . . ?
C5 C4 F1 118.8(3) . . ?
C5 C4 C3 122.5(3) . . ?
F1 C4 C3 118.7(3) . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 H3 120.6 . . ?
C6 C5 H3 120.6 . . ?
C1 C6 C5 120.2(3) . . ?
C1 C6 C7 121.4(2) . . ?
C5 C6 C7 118.2(3) . . ?
N1 C7 C6 124.3(3) . . ?
N1 C7 H4 117.8 . . ?
C6 C7 H4 117.8 . . ?
C7 N1 C8 117.4(3) . . ?
C7 N1 Mn1 122.2(2) . . ?
C8 N1 Mn1 120.20(19) . . ?
N1 C8 C9 111.4(3) . . ?
N1 C8 H5 109.4 . . ?
C9 C8 H5 109.4 . . ?
N1 C8 H6 109.4 . . ?
C9 C8 H6 109.4 . . ?
H5 C8 H6 108.0 . . ?
C10 C9 C8 115.7(3) . . ?
C10 C9 H7 108.4 . . ?
C8 C9 H7 108.4 . . ?
C10 C9 H8 108.4 . . ?
C8 C9 H8 108.4 . . ?
H7 C9 H8 107.4 . . ?
N2 C10 C9 112.7(3) . . ?
N2 C10 H9 109.1 . . ?
C9 C10 H9 109.1 . . ?
N2 C10 H10 109.1 . . ?
C9 C10 H10 109.1 . . ?
H9 C10 H10 107.8 . . ?
C11 N2 C10 111.9(3) . . ?
C11 N2 Mn1 107.3(2) . . ?
C10 N2 Mn1 115.7(2) . . ?
C11 N2 H11 107(3) . . ?
C10 N2 H11 111(3) . . ?
Mn1 N2 H11 103(3) . . ?
N2 C11 C11 109.4(3) . 2_556 ?
N2 C11 H12 109.8 . . ?
C11 C11 H12 109.8 2_556 . ?
N2 C11 H13 109.8 . . ?
C11 C11 H13 109.8 2_556 . ?
H12 C11 H13 108.3 . . ?
F5 As1 F5 179.56(19) . 2_656 ?
F5 As1 F2 90.22(9) . . ?
F5 As1 F2 90.22(9) 2_656 . ?
F5 As1 F3 90.65(18) . . ?
F5 As1 F3 89.35(18) 2_656 . ?
F2 As1 F3 89.50(9) . . ?
F5 As1 F3 89.35(18) . 2_656 ?
F5 As1 F3 90.66(18) 2_656 2_656 ?
F2 As1 F3 89.50(9) . 2_656 ?
F3 As1 F3 179.00(18) . 2_656 ?
F5 As1 F4 89.78(9) . . ?
F5 As1 F4 89.78(9) 2_656 . ?
F2 As1 F4 180.0 . . ?
F3 As1 F4 90.50(9) . . ?
F3 As1 F4 90.50(9) 2_656 . ?

_refine_diff_density_max         0.652
_refine_diff_density_min         -1.242
_refine_diff_density_rms         0.099

####################################################################### 
# 
# 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_I-298K
_database_code_depnum_ccdc_archive 'CCDC 2023562'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, I'
_chemical_formula_sum            'C22 H26 F2 I Mn N4 O2'
_chemical_formula_weight         598.31

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

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

_cell_length_a                   8.5204(11)
_cell_length_b                   16.1865(19)
_cell_length_c                   17.696(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2440.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9233
_cell_measurement_theta_min      2.302
_cell_measurement_theta_max      26.000

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_F_000             1192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    1.846
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.649
_exptl_absorpt_correction_T_max  0.772
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14970
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.302
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2406
_reflns_number_gt                1608
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_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)+(0.0476P)²+6.0810P] 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         2406
_refine_ls_number_parameters     150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1222
_refine_ls_wR_factor_gt          0.1023
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn -0.2500 0.2500 0.96961(6) 0.0456(3) Uani 1 2 d S T P . .
O1 O -0.1573(4) 0.35441(19) 0.9715(2) 0.0572(9) Uani 1 1 d . . . . .
C1 C -0.0926(6) 0.3944(3) 0.9143(3) 0.0484(12) Uani 1 1 d . . . . .
C2 C -0.0975(7) 0.4802(3) 0.9129(3) 0.0601(14) Uani 1 1 d . . . . .
H1 H -0.1480 0.5081 0.9519 0.072 Uiso 1 1 calc R U . . .
C3 C -0.0303(7) 0.5252(4) 0.8556(3) 0.0669(16) Uani 1 1 d . . . . .
H2 H -0.0386 0.5825 0.8547 0.080 Uiso 1 1 calc R U . . .
C4 C 0.0474(8) 0.4852(4) 0.8009(4) 0.0741(17) Uani 1 1 d . . . . .
F1 F 0.1157(6) 0.5299(3) 0.7446(2) 0.1229(17) Uani 1 1 d . . . . .
C5 C 0.0591(8) 0.4018(4) 0.7991(3) 0.0700(16) Uani 1 1 d . . . . .
H3 H 0.1137 0.3761 0.7601 0.084 Uiso 1 1 calc R U . . .
C6 C -0.0110(6) 0.3540(3) 0.8559(3) 0.0499(12) Uani 1 1 d . . . . .
C7 C 0.0089(7) 0.2651(3) 0.8576(3) 0.0579(14) Uani 1 1 d . . . . .
H4 H 0.0831 0.2426 0.8251 0.069 Uiso 1 1 calc R U . . .
N1 N -0.0658(5) 0.2154(2) 0.8995(2) 0.0513(10) Uani 1 1 d . . . . .
C8 C -0.0059(7) 0.1302(3) 0.9063(3) 0.0646(16) Uani 1 1 d . . . . .
H5 H 0.0715 0.1199 0.8673 0.077 Uiso 1 1 calc R U . . .
H6 H -0.0914 0.0913 0.8996 0.077 Uiso 1 1 calc R U . . .
C9 C 0.0685(8) 0.1180(3) 0.9842(4) 0.078(2) Uani 1 1 d . . . . .
H7 H 0.1206 0.0647 0.9845 0.093 Uiso 1 1 calc R U . . .
H8 H 0.1489 0.1599 0.9907 0.093 Uiso 1 1 calc R U . . .
C10 C -0.0389(8) 0.1217(3) 1.0510(4) 0.0706(18) Uani 1 1 d . . . . .
H9 H -0.1222 0.0815 1.0444 0.085 Uiso 1 1 calc R U . . .
H10 H 0.0194 0.1066 1.0961 0.085 Uiso 1 1 calc R U . . .
N2 N -0.1095(7) 0.2045(3) 1.0621(3) 0.0581(13) Uani 1 1 d . . . . .
C11 C -0.2054(8) 0.2094(4) 1.1299(3) 0.0717(17) Uani 1 1 d . . . . .
H11 H -0.1392 0.2061 1.1744 0.086 Uiso 1 1 calc R U . . .
H12 H -0.2788 0.1636 1.1312 0.086 Uiso 1 1 calc R U . . .
I1 I 0.2500 0.2500 1.15563(3) 0.0577(2) Uani 1 2 d S T P . .
H13 H -0.041(7) 0.226(3) 1.069(3) 0.046(17) 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 1.866(3) 2_455 ?
Mn1 O1 1.866(3) . ?
Mn1 N1 2.077(5) . ?
Mn1 N1 2.077(4) 2_455 ?
Mn1 N2 2.158(5) 2_455 ?
Mn1 N2 2.158(5) . ?
O1 C1 1.322(6) . ?
C1 C2 1.390(7) . ?
C1 C6 1.406(7) . ?
C2 C3 1.374(8) . ?
C2 H1 0.9300 . ?
C3 C4 1.340(8) . ?
C3 H2 0.9300 . ?
C4 C5 1.354(8) . ?
C4 F1 1.361(7) . ?
C5 C6 1.403(8) . ?
C5 H3 0.9300 . ?
C6 C7 1.449(7) . ?
C7 N1 1.266(7) . ?
C7 H4 0.9300 . ?
N1 C8 1.475(6) . ?
C8 C9 1.529(8) . ?
C8 H5 0.9700 . ?
C8 H6 0.9700 . ?
C9 C10 1.497(9) . ?
C9 H7 0.9700 . ?
C9 H8 0.9700 . ?
C10 N2 1.482(7) . ?
C10 H9 0.9700 . ?
C10 H10 0.9700 . ?
N2 C11 1.453(8) . ?
N2 H13 0.69(6) . ?
C11 C11 1.517(13) 2_455 ?
C11 H11 0.9700 . ?
C11 H12 0.9700 . ?

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 O1 177.9(2) 2_455 . ?
O1 Mn1 N1 94.96(17) 2_455 . ?
O1 Mn1 N1 86.29(15) . . ?
O1 Mn1 N1 86.29(15) 2_455 2_455 ?
O1 Mn1 N1 94.96(17) . 2_455 ?
N1 Mn1 N1 106.7(2) . 2_455 ?
O1 Mn1 N2 93.48(18) 2_455 2_455 ?
O1 Mn1 N2 84.93(17) . 2_455 ?
N1 Mn1 N2 164.61(19) . 2_455 ?
N1 Mn1 N2 86.65(19) 2_455 2_455 ?
O1 Mn1 N2 84.93(17) 2_455 . ?
O1 Mn1 N2 93.48(18) . . ?
N1 Mn1 N2 86.65(19) . . ?
N1 Mn1 N2 164.61(19) 2_455 . ?
N2 Mn1 N2 81.3(3) 2_455 . ?
C1 O1 Mn1 127.3(3) . . ?
O1 C1 C2 119.4(4) . . ?
O1 C1 C6 122.7(4) . . ?
C2 C1 C6 117.8(5) . . ?
C3 C2 C1 122.0(5) . . ?
C3 C2 H1 119.0 . . ?
C1 C2 H1 119.0 . . ?
C4 C3 C2 118.9(5) . . ?
C4 C3 H2 120.6 . . ?
C2 C3 H2 120.6 . . ?
C3 C4 C5 122.4(6) . . ?
C3 C4 F1 118.8(6) . . ?
C5 C4 F1 118.8(6) . . ?
C4 C5 C6 120.1(5) . . ?
C4 C5 H3 119.9 . . ?
C6 C5 H3 119.9 . . ?
C5 C6 C1 118.7(5) . . ?
C5 C6 C7 120.9(5) . . ?
C1 C6 C7 120.3(5) . . ?
N1 C7 C6 125.8(5) . . ?
N1 C7 H4 117.1 . . ?
C6 C7 H4 117.1 . . ?
C7 N1 C8 117.9(5) . . ?
C7 N1 Mn1 123.9(3) . . ?
C8 N1 Mn1 117.7(4) . . ?
N1 C8 C9 109.7(4) . . ?
N1 C8 H5 109.7 . . ?
C9 C8 H5 109.7 . . ?
N1 C8 H6 109.7 . . ?
C9 C8 H6 109.7 . . ?
H5 C8 H6 108.2 . . ?
C10 C9 C8 116.9(5) . . ?
C10 C9 H7 108.1 . . ?
C8 C9 H7 108.1 . . ?
C10 C9 H8 108.1 . . ?
C8 C9 H8 108.1 . . ?
H7 C9 H8 107.3 . . ?
N2 C10 C9 112.9(5) . . ?
N2 C10 H9 109.0 . . ?
C9 C10 H9 109.0 . . ?
N2 C10 H10 109.0 . . ?
C9 C10 H10 109.0 . . ?
H9 C10 H10 107.8 . . ?
C11 N2 C10 112.8(5) . . ?
C11 N2 Mn1 107.2(4) . . ?
C10 N2 Mn1 115.7(3) . . ?
C11 N2 H13 108(5) . . ?
C10 N2 H13 98(5) . . ?
Mn1 N2 H13 116(5) . . ?
N2 C11 C11 109.2(4) . 2_455 ?
N2 C11 H11 109.8 . . ?
C11 C11 H11 109.8 2_455 . ?
N2 C11 H12 109.8 . . ?
C11 C11 H12 109.8 2_455 . ?
H11 C11 H12 108.3 . . ?

_refine_diff_density_max         0.507
_refine_diff_density_min         -0.844
_refine_diff_density_rms         0.080

####################################################################### 
# 
# 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_BF4-100K
_database_code_depnum_ccdc_archive 'CCDC 2023553'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, B F4'
_chemical_formula_sum            'C22 H26 B F6 Mn N4 O2'
_chemical_formula_weight         558.22

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'

_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                   9.5085(10)
_cell_length_b                   17.3942(18)
_cell_length_c                   14.6462(15)
_cell_angle_alpha                90
_cell_angle_beta                 104.778(2)
_cell_angle_gamma                90
_cell_volume                     2342.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9231
_cell_measurement_theta_min      2.215
_cell_measurement_theta_max      25.025

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_F_000             1144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.640
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.858
_exptl_absorpt_correction_T_max  0.914
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15291
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.215
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_full        25.025
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4136
_reflns_number_gt                3757
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_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)+(0.0151P)²+2.0791P] 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         4136
_refine_ls_number_parameters     333
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0708
_refine_ls_wR_factor_gt          0.0687
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
O1 O 0.82360(12) 0.22534(7) 0.18804(8) 0.0167(3) Uani 1 1 d . . . . .
C1 C 0.82361(19) 0.16491(10) 0.24423(11) 0.0159(4) Uani 1 1 d . . . . .
C2 C 0.95679(19) 0.13060(11) 0.28992(12) 0.0194(4) Uani 1 1 d . . . . .
H1 H 1.0445 0.1504 0.2795 0.023 Uiso 1 1 calc R U . . .
C3 C 0.9624(2) 0.06856(11) 0.34980(12) 0.0214(4) Uani 1 1 d . . . . .
H2 H 1.0528 0.0456 0.3804 0.026 Uiso 1 1 calc R U . . .
C4 C 0.8337(2) 0.04057(10) 0.36422(12) 0.0203(4) Uani 1 1 d . . . . .
F1 F 0.83957(12) -0.02072(6) 0.42428(8) 0.0282(3) Uani 1 1 d . . . . .
C5 C 0.7014(2) 0.07145(10) 0.32226(12) 0.0198(4) Uani 1 1 d . . . . .
H3 H 0.6153 0.0508 0.3341 0.024 Uiso 1 1 calc R U . . .
C6 C 0.69443(19) 0.13463(10) 0.26085(12) 0.0166(4) Uani 1 1 d . . . . .
C7 C 0.55429(19) 0.17066(11) 0.22236(12) 0.0193(4) Uani 1 1 d . . . . .
H4 H 0.4785 0.1603 0.2522 0.023 Uiso 1 1 calc R U . . .
N1 N 0.52623(15) 0.21575(9) 0.15044(10) 0.0181(3) Uani 1 1 d . . . . .
C8 C 0.3879(2) 0.25873(11) 0.13187(13) 0.0227(4) Uani 1 1 d . . . . .
H5 H 0.3236 0.2354 0.1679 0.027 Uiso 1 1 calc R U . . .
H6 H 0.3379 0.2558 0.0638 0.027 Uiso 1 1 calc R U . . .
C9 C 0.4172(2) 0.34259(12) 0.16098(13) 0.0261(4) Uani 1 1 d . . . . .
H7 H 0.3229 0.3688 0.1551 0.031 Uiso 1 1 calc R U . . .
H8 H 0.4713 0.3443 0.2283 0.031 Uiso 1 1 calc R U . . .
C10 C 0.5030(2) 0.38718(11) 0.10360(13) 0.0235(4) Uani 1 1 d . . . . .
H9 H 0.4515 0.3841 0.0358 0.028 Uiso 1 1 calc R U . . .
H10 H 0.5077 0.4420 0.1225 0.028 Uiso 1 1 calc R U . . .
N2 N 0.65376(17) 0.35704(9) 0.11726(11) 0.0190(3) Uani 1 1 d . . . . .
H11 H 0.697(2) 0.3577(12) 0.1755(15) 0.019(5) Uiso 1 1 d . . . . .
C11 C 0.7387(2) 0.40548(11) 0.06714(13) 0.0240(4) Uani 1 1 d . . . . .
H12 H 0.7600 0.4559 0.0990 0.029 Uiso 1 1 calc R U . . .
H13 H 0.6820 0.4144 0.0013 0.029 Uiso 1 1 calc R U . . .
C12 C 0.8791(2) 0.36434(11) 0.06790(13) 0.0243(4) Uani 1 1 d . . . . .
H14 H 0.9368 0.3952 0.0336 0.029 Uiso 1 1 calc R U . . .
H15 H 0.9376 0.3572 0.1337 0.029 Uiso 1 1 calc R U . . .
N3 N 0.84284(17) 0.28851(10) 0.02137(11) 0.0215(3) Uani 1 1 d . . . . .
H16 H 0.804(2) 0.2958(13) -0.0363(17) 0.025(6) Uiso 1 1 d . . . . .
C13 C 0.9743(2) 0.24021(12) 0.02842(14) 0.0264(4) Uani 1 1 d . . . . .
H17 H 1.0258 0.2340 0.0958 0.032 Uiso 1 1 calc R U . . .
H18 H 1.0406 0.2671 -0.0031 0.032 Uiso 1 1 calc R U . . .
C14 C 0.9393(2) 0.16098(13) -0.01593(14) 0.0294(5) Uani 1 1 d . . . . .
H19 H 1.0318 0.1350 -0.0164 0.035 Uiso 1 1 calc R U . . .
H20 H 0.8835 0.1676 -0.0824 0.035 Uiso 1 1 calc R U . . .
C15 C 0.8527(2) 0.10867(12) 0.03365(14) 0.0256(4) Uani 1 1 d . . . . .
H21 H 0.8474 0.0563 0.0066 0.031 Uiso 1 1 calc R U . . .
H22 H 0.9023 0.1054 0.1017 0.031 Uiso 1 1 calc R U . . .
N4 N 0.70410(16) 0.13960(9) 0.02152(10) 0.0200(3) Uani 1 1 d . . . . .
C16 C 0.5995(2) 0.10307(11) -0.03527(12) 0.0211(4) Uani 1 1 d . . . . .
H23 H 0.6185 0.0526 -0.0538 0.025 Uiso 1 1 calc R U . . .
C17 C 0.45488(19) 0.13409(10) -0.07269(11) 0.0173(4) Uani 1 1 d . . . . .
C18 C 0.3419(2) 0.08397(11) -0.11823(12) 0.0220(4) Uani 1 1 d . . . . .
H24 H 0.3576 0.0300 -0.1179 0.026 Uiso 1 1 calc R U . . .
C19 C 0.2097(2) 0.11428(12) -0.16277(13) 0.0246(4) Uani 1 1 d . . . . .
F2 F 0.09937(13) 0.06614(7) -0.20524(9) 0.0370(3) Uani 1 1 d . . . . .
C20 C 0.1838(2) 0.19273(12) -0.16888(12) 0.0237(4) Uani 1 1 d . . . . .
H25 H 0.0913 0.2120 -0.2017 0.028 Uiso 1 1 calc R U . . .
C21 C 0.2948(2) 0.24259(11) -0.12647(12) 0.0197(4) Uani 1 1 d . . . . .
H26 H 0.2787 0.2965 -0.1314 0.024 Uiso 1 1 calc R U . . .
C22 C 0.43130(19) 0.21427(10) -0.07622(11) 0.0158(4) Uani 1 1 d . . . . .
O2 O 0.53454(13) 0.26451(7) -0.03560(8) 0.0161(3) Uani 1 1 d . . . . .
Mn1 Mn 0.67564(3) 0.24298(2) 0.07709(2) 0.01291(8) Uani 1 1 d . . . . .
B1 B 0.2765(2) 0.02812(14) 0.21204(16) 0.0266(5) Uani 1 1 d . . . . .
F3 F 0.30232(15) 0.06220(7) 0.30149(9) 0.0398(3) Uani 1 1 d . . . . .
F4 F 0.21988(16) -0.04511(8) 0.21458(9) 0.0493(4) Uani 1 1 d . . . . .
F5 F 0.40818(14) 0.02251(9) 0.18879(11) 0.0546(4) Uani 1 1 d . . . . .
F6 F 0.18327(17) 0.07279(11) 0.14760(12) 0.0664(5) Uani 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
O1 C1 1.335(2) . ?
O1 Mn1 1.8836(11) . ?
C1 C2 1.405(2) . ?
C1 C6 1.413(2) . ?
C2 C3 1.383(3) . ?
C2 H1 0.9500 . ?
C3 C4 1.382(3) . ?
C3 H2 0.9500 . ?
C4 C5 1.362(3) . ?
C4 F1 1.374(2) . ?
C5 C6 1.411(2) . ?
C5 H3 0.9500 . ?
C6 C7 1.450(2) . ?
C7 N1 1.286(2) . ?
C7 H4 0.9500 . ?
N1 C8 1.477(2) . ?
N1 Mn1 2.0434(15) . ?
C8 C9 1.525(3) . ?
C8 H5 0.9900 . ?
C8 H6 0.9900 . ?
C9 C10 1.524(3) . ?
C9 H7 0.9900 . ?
C9 H8 0.9900 . ?
C10 N2 1.491(2) . ?
C10 H9 0.9900 . ?
C10 H10 0.9900 . ?
N2 C11 1.484(2) . ?
N2 Mn1 2.0949(16) . ?
N2 H11 0.85(2) . ?
C11 C12 1.512(3) . ?
C11 H12 0.9900 . ?
C11 H13 0.9900 . ?
C12 N3 1.484(2) . ?
C12 H14 0.9900 . ?
C12 H15 0.9900 . ?
N3 C13 1.487(2) . ?
N3 Mn1 2.1172(16) . ?
N3 H16 0.84(2) . ?
C13 C14 1.524(3) . ?
C13 H17 0.9900 . ?
C13 H18 0.9900 . ?
C14 C15 1.529(3) . ?
C14 H19 0.9900 . ?
C14 H20 0.9900 . ?
C15 N4 1.480(2) . ?
C15 H21 0.9900 . ?
C15 H22 0.9900 . ?
N4 C16 1.289(2) . ?
N4 Mn1 2.0202(16) . ?
C16 C17 1.448(3) . ?
C16 H23 0.9500 . ?
C17 C22 1.411(3) . ?
C17 C18 1.412(3) . ?
C18 C19 1.366(3) . ?
C18 H24 0.9500 . ?
C19 F2 1.362(2) . ?
C19 C20 1.385(3) . ?
C20 C21 1.385(3) . ?
C20 H25 0.9500 . ?
C21 C22 1.408(2) . ?
C21 H26 0.9500 . ?
C22 O2 1.335(2) . ?
O2 Mn1 1.8801(12) . ?
B1 F6 1.361(3) . ?
B1 F5 1.383(3) . ?
B1 F4 1.387(3) . ?
B1 F3 1.401(3) . ?

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
C1 O1 Mn1 122.87(10) . . ?
O1 C1 C2 119.10(16) . . ?
O1 C1 C6 122.42(15) . . ?
C2 C1 C6 118.47(16) . . ?
C3 C2 C1 121.16(17) . . ?
C3 C2 H1 119.4 . . ?
C1 C2 H1 119.4 . . ?
C4 C3 C2 118.65(17) . . ?
C4 C3 H2 120.7 . . ?
C2 C3 H2 120.7 . . ?
C5 C4 F1 118.47(17) . . ?
C5 C4 C3 122.96(17) . . ?
F1 C4 C3 118.57(16) . . ?
C4 C5 C6 118.86(17) . . ?
C4 C5 H3 120.6 . . ?
C6 C5 H3 120.6 . . ?
C5 C6 C1 119.90(16) . . ?
C5 C6 C7 118.26(16) . . ?
C1 C6 C7 121.65(16) . . ?
N1 C7 C6 124.07(16) . . ?
N1 C7 H4 118.0 . . ?
C6 C7 H4 118.0 . . ?
C7 N1 C8 116.66(15) . . ?
C7 N1 Mn1 123.05(12) . . ?
C8 N1 Mn1 119.47(11) . . ?
N1 C8 C9 110.00(15) . . ?
N1 C8 H5 109.7 . . ?
C9 C8 H5 109.7 . . ?
N1 C8 H6 109.7 . . ?
C9 C8 H6 109.7 . . ?
H5 C8 H6 108.2 . . ?
C10 C9 C8 114.70(16) . . ?
C10 C9 H7 108.6 . . ?
C8 C9 H7 108.6 . . ?
C10 C9 H8 108.6 . . ?
C8 C9 H8 108.6 . . ?
H7 C9 H8 107.6 . . ?
N2 C10 C9 112.25(15) . . ?
N2 C10 H9 109.2 . . ?
C9 C10 H9 109.2 . . ?
N2 C10 H10 109.2 . . ?
C9 C10 H10 109.2 . . ?
H9 C10 H10 107.9 . . ?
C11 N2 C10 111.09(15) . . ?
C11 N2 Mn1 107.05(11) . . ?
C10 N2 Mn1 117.15(11) . . ?
C11 N2 H11 107.9(14) . . ?
C10 N2 H11 109.3(14) . . ?
Mn1 N2 H11 103.9(14) . . ?
N2 C11 C12 108.57(15) . . ?
N2 C11 H12 110.0 . . ?
C12 C11 H12 110.0 . . ?
N2 C11 H13 110.0 . . ?
C12 C11 H13 110.0 . . ?
H12 C11 H13 108.4 . . ?
N3 C12 C11 108.41(15) . . ?
N3 C12 H14 110.0 . . ?
C11 C12 H14 110.0 . . ?
N3 C12 H15 110.0 . . ?
C11 C12 H15 110.0 . . ?
H14 C12 H15 108.4 . . ?
C12 N3 C13 112.17(15) . . ?
C12 N3 Mn1 105.36(11) . . ?
C13 N3 Mn1 117.53(12) . . ?
C12 N3 H16 108.6(15) . . ?
C13 N3 H16 107.6(15) . . ?
Mn1 N3 H16 105.1(15) . . ?
N3 C13 C14 113.16(16) . . ?
N3 C13 H17 108.9 . . ?
C14 C13 H17 108.9 . . ?
N3 C13 H18 108.9 . . ?
C14 C13 H18 108.9 . . ?
H17 C13 H18 107.8 . . ?
C13 C14 C15 114.90(16) . . ?
C13 C14 H19 108.5 . . ?
C15 C14 H19 108.5 . . ?
C13 C14 H20 108.5 . . ?
C15 C14 H20 108.5 . . ?
H19 C14 H20 107.5 . . ?
N4 C15 C14 109.87(15) . . ?
N4 C15 H21 109.7 . . ?
C14 C15 H21 109.7 . . ?
N4 C15 H22 109.7 . . ?
C14 C15 H22 109.7 . . ?
H21 C15 H22 108.2 . . ?
C16 N4 C15 117.00(16) . . ?
C16 N4 Mn1 122.54(13) . . ?
C15 N4 Mn1 119.81(12) . . ?
N4 C16 C17 124.21(17) . . ?
N4 C16 H23 117.9 . . ?
C17 C16 H23 117.9 . . ?
C22 C17 C18 119.89(16) . . ?
C22 C17 C16 120.56(16) . . ?
C18 C17 C16 118.89(17) . . ?
C19 C18 C17 118.94(18) . . ?
C19 C18 H24 120.5 . . ?
C17 C18 H24 120.5 . . ?
F2 C19 C18 119.24(18) . . ?
F2 C19 C20 118.22(17) . . ?
C18 C19 C20 122.51(17) . . ?
C21 C20 C19 119.05(17) . . ?
C21 C20 H25 120.5 . . ?
C19 C20 H25 120.5 . . ?
C20 C21 C22 120.73(17) . . ?
C20 C21 H26 119.6 . . ?
C22 C21 H26 119.6 . . ?
O2 C22 C21 118.61(16) . . ?
O2 C22 C17 122.58(15) . . ?
C21 C22 C17 118.79(16) . . ?
C22 O2 Mn1 122.66(11) . . ?
O2 Mn1 O1 176.91(5) . . ?
O2 Mn1 N4 87.86(6) . . ?
O1 Mn1 N4 93.17(6) . . ?
O2 Mn1 N1 94.10(6) . . ?
O1 Mn1 N1 88.57(5) . . ?
N4 Mn1 N1 100.84(6) . . ?
O2 Mn1 N2 87.60(6) . . ?
O1 Mn1 N2 91.02(6) . . ?
N4 Mn1 N2 171.59(6) . . ?
N1 Mn1 N2 86.54(6) . . ?
O2 Mn1 N3 91.43(6) . . ?
O1 Mn1 N3 85.67(6) . . ?
N4 Mn1 N3 89.24(6) . . ?
N1 Mn1 N3 168.66(6) . . ?
N2 Mn1 N3 83.81(6) . . ?
F6 B1 F5 109.87(19) . . ?
F6 B1 F4 110.76(19) . . ?
F5 B1 F4 108.90(19) . . ?
F6 B1 F3 109.55(19) . . ?
F5 B1 F3 107.82(17) . . ?
F4 B1 F3 109.89(17) . . ?

_refine_diff_density_max         0.326
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.050

####################################################################### 
# 
# 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_Br-100K
_database_code_depnum_ccdc_archive 'CCDC 2023555'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;
_audit_creation_date             2021-03-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, 0.71(Br), 0.29(Cl)'
_chemical_formula_sum            'C22 H26 Br0.71 Cl0.29 F2 Mn N4 O2'
_chemical_formula_weight         538.46
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.6696(13)
_cell_length_b                   16.176(3)
_cell_length_c                   17.944(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2226.2(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8598
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.99
_cell_measurement_theta_min      2.52
_shelx_estimated_absorpt_T_max   0.844
_shelx_estimated_absorpt_T_min   0.814
_exptl_absorpt_coefficient_mu    1.948
_exptl_absorpt_correction_T_max  0.839
_exptl_absorpt_correction_T_min  0.807
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1099.2
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12606
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.518
_diffrn_ambient_temperature      100.05
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1617
_reflns_number_total             1967
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SMART (Bruker, 2000)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'Olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         1967
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0272
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0280P)²+1.7274P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0660
_refine_ls_wR_factor_ref         0.0701
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{Br1, Cl1}
3. Restrained distances
 N2-H2A
 0.84 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(Br1) = Uanis(Cl1)
5. Others
 Sof(Cl1)=0.5*(1-FVAR(2))
 Sof(Br1)=0.5*FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
O1 O 0.1421(2) 0.14571(9) 0.47226(8) 0.0195(4) Uani 1 1 d . . . . .
C1 C 0.0832(3) 0.10554(13) 0.41282(11) 0.0174(5) Uani 1 1 d . . . . .
Mn1 Mn 0.2500 0.2500 0.46957(2) 0.01531(15) Uani 1 2 d S T P . .
C2 C 0.0871(3) 0.01885(14) 0.41255(12) 0.0214(5) Uani 1 1 d . . . . .
H2 H 0.1313 -0.0096 0.4548 0.026 Uiso 1 1 calc R . . . .
C3 C 0.0281(3) -0.02591(15) 0.35214(13) 0.0245(5) Uani 1 1 d . . . . .
H3 H 0.0357 -0.0845 0.3516 0.029 Uiso 1 1 calc R . . . .
C4 C -0.0421(3) 0.01630(15) 0.29252(13) 0.0261(6) Uani 1 1 d . . . . .
F1 F -0.1033(2) -0.02863(10) 0.23374(8) 0.0416(4) Uani 1 1 d . . . . .
C5 C -0.0520(3) 0.10016(15) 0.28980(12) 0.0244(5) Uani 1 1 d . . . . .
H5 H -0.1031 0.1270 0.2481 0.029 Uiso 1 1 calc R . . . .
C6 C 0.0149(3) 0.14656(14) 0.34979(11) 0.0183(5) Uani 1 1 d . . . . .
C7 C -0.0062(3) 0.23518(14) 0.35010(11) 0.0205(5) Uani 1 1 d . . . . .
H7 H -0.0817 0.2586 0.3139 0.025 Uiso 1 1 calc R . . . .
N1 N 0.0696(2) 0.28487(11) 0.39578(10) 0.0186(4) Uani 1 1 d . . . . .
C8 C -0.0013(3) 0.36936(14) 0.40053(13) 0.0229(5) Uani 1 1 d . . . . .
H8A H -0.0817 0.3795 0.3583 0.027 Uiso 1 1 calc R . . . .
H8B H 0.0948 0.4101 0.3976 0.027 Uiso 1 1 calc R . . . .
C9 C -0.0989(3) 0.37963(15) 0.47418(13) 0.0285(6) Uani 1 1 d . . . . .
H9A H -0.1611 0.4332 0.4734 0.034 Uiso 1 1 calc R . . . .
H9B H -0.1878 0.3355 0.4780 0.034 Uiso 1 1 calc R . . . .
C10 C 0.0154(3) 0.37662(14) 0.54323(13) 0.0276(6) Uani 1 1 d . . . . .
H10A H 0.1091 0.4184 0.5386 0.033 Uiso 1 1 calc R . . . .
H10B H -0.0556 0.3908 0.5875 0.033 Uiso 1 1 calc R . . . .
N2 N 0.0946(3) 0.29401(12) 0.55408(10) 0.0210(4) Uani 1 1 d D . . . .
C11 C 0.2012(3) 0.29040(16) 0.62286(13) 0.0270(6) Uani 1 1 d . . . . .
H11A H 0.1251 0.2940 0.6673 0.032 Uiso 1 1 calc R . . . .
H11B H 0.2842 0.3372 0.6241 0.032 Uiso 1 1 calc R . . . .
Br1 Br -0.2500 0.2500 0.65709(2) 0.02011(15) Uani 0.711(3) 2 d S T P A 3
Cl1 Cl -0.2500 0.2500 0.65709(2) 0.02011(15) Uani 0.289(3) 2 d S T P A 4
H2A H 0.010(3) 0.2617(13) 0.5596(13) 0.020(7) Uiso 1 1 d 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
O1 C1 1.328(2) . ?
O1 Mn1 1.8795(15) . ?
C1 C2 1.403(3) . ?
C1 C6 1.412(3) . ?
Mn1 O1 1.8795(15) 2 ?
Mn1 N1 1.9963(18) . ?
Mn1 N1 1.9963(18) 2 ?
Mn1 N2 2.056(2) 2 ?
Mn1 N2 2.056(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.380(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(3) . ?
C4 F1 1.364(3) . ?
C4 C5 1.359(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.409(3) . ?
C6 C7 1.443(3) . ?
C7 H7 0.9500 . ?
C7 N1 1.287(3) . ?
N1 C8 1.473(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.528(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.518(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 N2 1.481(3) . ?
N2 C11 1.481(3) . ?
N2 H2A 0.840(16) . ?
C11 C11 1.506(5) 2 ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?

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
C1 O1 Mn1 124.64(13) . . ?
O1 C1 C2 119.00(19) . . ?
O1 C1 C6 122.65(19) . . ?
C2 C1 C6 118.3(2) . . ?
O1 Mn1 O1 177.06(9) . 2 ?
O1 Mn1 N1 88.03(7) 2 2 ?
O1 Mn1 N1 88.03(7) . . ?
O1 Mn1 N1 93.92(7) . 2 ?
O1 Mn1 N1 93.92(7) 2 . ?
O1 Mn1 N2 85.72(7) . 2 ?
O1 Mn1 N2 85.72(7) 2 . ?
O1 Mn1 N2 92.11(7) . . ?
O1 Mn1 N2 92.11(7) 2 2 ?
N1 Mn1 N1 96.90(10) 2 . ?
N1 Mn1 N2 171.41(8) . 2 ?
N1 Mn1 N2 171.41(8) 2 . ?
N1 Mn1 N2 89.41(8) 2 2 ?
N1 Mn1 N2 89.41(8) . . ?
N2 Mn1 N2 84.95(11) 2 . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.4(2) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 120.7 . . ?
C4 C3 C2 118.5(2) . . ?
C4 C3 H3 120.7 . . ?
F1 C4 C3 118.1(2) . . ?
C5 C4 C3 122.9(2) . . ?
C5 C4 F1 119.0(2) . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 118.9(2) . . ?
C6 C5 H5 120.5 . . ?
C1 C6 C7 120.36(19) . . ?
C5 C6 C1 119.8(2) . . ?
C5 C6 C7 119.4(2) . . ?
C6 C7 H7 117.5 . . ?
N1 C7 C6 124.9(2) . . ?
N1 C7 H7 117.5 . . ?
C7 N1 Mn1 123.99(15) . . ?
C7 N1 C8 116.70(19) . . ?
C8 N1 Mn1 118.66(14) . . ?
N1 C8 H8A 109.8 . . ?
N1 C8 H8B 109.8 . . ?
N1 C8 C9 109.38(18) . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
C8 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 C8 114.8(2) . . ?
C10 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
C9 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
N2 C10 C9 111.91(19) . . ?
N2 C10 H10A 109.2 . . ?
N2 C10 H10B 109.2 . . ?
Mn1 N2 H2A 108.7(17) . . ?
C10 N2 Mn1 116.96(14) . . ?
C10 N2 C11 111.81(19) . . ?
C10 N2 H2A 105.0(17) . . ?
C11 N2 Mn1 106.32(15) . . ?
C11 N2 H2A 107.7(17) . . ?
N2 C11 C11 107.97(16) . 2 ?
N2 C11 H11A 110.1 . . ?
N2 C11 H11B 110.1 . . ?
C11 C11 H11A 110.1 2 . ?
C11 C11 H11B 110.1 2 . ?
H11A C11 H11B 108.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_CI-295K
_database_code_depnum_ccdc_archive 'CCDC 2023558'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, Cl'
_chemical_formula_sum            'C22 H26 Cl F2 Mn N4 O2'
_chemical_formula_weight         506.86

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

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

_cell_length_a                   7.8670(9)
_cell_length_b                   16.136(2)
_cell_length_c                   17.6938(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2246.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8862
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      28.33

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.750
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.828
_exptl_absorpt_correction_T_max  0.874
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17533
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.302
_diffrn_reflns_theta_max         28.326
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2802
_reflns_number_gt                1691
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_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)+(0.0314P)²+1.9813P] 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         2802
_refine_ls_number_parameters     150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_ref         0.1102
_refine_ls_wR_factor_gt          0.0892
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.2500 0.2500 0.02757(3) 0.03564(16) Uani 1 2 d S T P . .
O1 O 0.3551(2) 0.14600(11) 0.02692(10) 0.0423(5) Uani 1 1 d . . . . .
C1 C 0.4168(3) 0.10734(17) 0.08747(15) 0.0382(6) Uani 1 1 d . . . . .
C2 C 0.4123(4) 0.02114(19) 0.08953(17) 0.0481(7) Uani 1 1 d . . . . .
H1 H 0.3671 -0.0075 0.0486 0.058 Uiso 1 1 calc R U . . .
C3 C 0.4728(4) -0.0229(2) 0.15043(18) 0.0564(8) Uani 1 1 d . . . . .
H2 H 0.4641 -0.0803 0.1522 0.068 Uiso 1 1 calc R U . . .
C4 C 0.5464(4) 0.0207(2) 0.20859(18) 0.0590(9) Uani 1 1 d . . . . .
F1 F 0.6092(3) -0.02372(16) 0.26836(12) 0.0968(8) Uani 1 1 d . . . . .
C5 C 0.5592(4) 0.1040(2) 0.20947(16) 0.0541(8) Uani 1 1 d . . . . .
H3 H 0.6120 0.1310 0.2496 0.065 Uiso 1 1 calc R U . . .
C6 C 0.4911(3) 0.14971(19) 0.14853(15) 0.0412(6) Uani 1 1 d . . . . .
C7 C 0.5151(4) 0.2379(2) 0.14666(16) 0.0472(7) Uani 1 1 d . . . . .
H4 H 0.5898 0.2610 0.1815 0.057 Uiso 1 1 calc R U . . .
N1 N 0.4409(3) 0.28704(15) 0.10037(13) 0.0444(6) Uani 1 1 d . . . . .
C8 C 0.5075(4) 0.37191(19) 0.09266(19) 0.0558(8) Uani 1 1 d . . . . .
H5 H 0.5881 0.3830 0.1329 0.067 Uiso 1 1 calc R U . . .
H6 H 0.4150 0.4114 0.0969 0.067 Uiso 1 1 calc R U . . .
C9 C 0.5944(4) 0.3820(2) 0.0165(2) 0.0653(10) Uani 1 1 d . . . . .
H7 H 0.6532 0.4348 0.0161 0.078 Uiso 1 1 calc R U . . .
H8 H 0.6796 0.3389 0.0115 0.078 Uiso 1 1 calc R U . . .
C10 C 0.4792(5) 0.3783(2) -0.05182(19) 0.0624(10) Uani 1 1 d . . . . .
H9 H 0.3881 0.4183 -0.0457 0.075 Uiso 1 1 calc R U . . .
H10 H 0.5435 0.3937 -0.0964 0.075 Uiso 1 1 calc R U . . .
N2 N 0.4049(3) 0.29494(16) -0.06322(14) 0.0463(6) Uani 1 1 d . . . . .
H11 H 0.490(4) 0.262(2) -0.0724(17) 0.065(10) Uiso 1 1 d . . . . .
C11 C 0.2978(4) 0.2903(2) -0.13186(17) 0.0584(9) Uani 1 1 d . . . . .
H12 H 0.3687 0.2938 -0.1766 0.070 Uiso 1 1 calc R U . . .
H13 H 0.2184 0.3362 -0.1326 0.070 Uiso 1 1 calc R U . . .
Cl1 Cl 0.7500 0.2500 -0.15743(6) 0.0604(3) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O1 1.8710(18) . ?
Mn1 O1 1.8710(18) 2 ?
Mn1 N1 2.067(2) . ?
Mn1 N1 2.067(2) 2 ?
Mn1 N2 2.143(3) . ?
Mn1 N2 2.143(3) 2 ?
O1 C1 1.331(3) . ?
C1 C2 1.392(4) . ?
C1 C6 1.406(4) . ?
C2 C3 1.376(4) . ?
C2 H1 0.9300 . ?
C3 C4 1.374(5) . ?
C3 H2 0.9300 . ?
C4 C5 1.349(5) . ?
C4 F1 1.370(3) . ?
C5 C6 1.411(4) . ?
C5 H3 0.9300 . ?
C6 C7 1.436(4) . ?
C7 N1 1.281(4) . ?
C7 H4 0.9300 . ?
N1 C8 1.473(4) . ?
C8 C9 1.520(4) . ?
C8 H5 0.9700 . ?
C8 H6 0.9700 . ?
C9 C10 1.512(5) . ?
C9 H7 0.9700 . ?
C9 H8 0.9700 . ?
C10 N2 1.481(4) . ?
C10 H9 0.9700 . ?
C10 H10 0.9700 . ?
N2 C11 1.480(4) . ?
N2 H11 0.88(3) . ?
C11 C11 1.501(7) 2 ?
C11 H12 0.9700 . ?
C11 H13 0.9700 . ?

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 O1 179.30(11) . 2 ?
O1 Mn1 N1 86.68(9) . . ?
O1 Mn1 N1 93.76(9) 2 . ?
O1 Mn1 N1 93.76(9) . 2 ?
O1 Mn1 N1 86.68(9) 2 2 ?
N1 Mn1 N1 102.88(13) . 2 ?
O1 Mn1 N2 92.72(9) . . ?
O1 Mn1 N2 86.76(9) 2 . ?
N1 Mn1 N2 87.49(10) . . ?
N1 Mn1 N2 168.06(10) 2 . ?
O1 Mn1 N2 86.76(9) . 2 ?
O1 Mn1 N2 92.72(9) 2 2 ?
N1 Mn1 N2 168.06(10) . 2 ?
N1 Mn1 N2 87.49(10) 2 2 ?
N2 Mn1 N2 82.88(14) . 2 ?
C1 O1 Mn1 125.21(17) . . ?
O1 C1 C2 118.7(2) . . ?
O1 C1 C6 122.8(3) . . ?
C2 C1 C6 118.4(3) . . ?
C3 C2 C1 121.9(3) . . ?
C3 C2 H1 119.1 . . ?
C1 C2 H1 119.1 . . ?
C4 C3 C2 117.9(3) . . ?
C4 C3 H2 121.0 . . ?
C2 C3 H2 121.0 . . ?
C5 C4 F1 119.1(3) . . ?
C5 C4 C3 123.4(3) . . ?
F1 C4 C3 117.5(3) . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 H3 120.5 . . ?
C6 C5 H3 120.5 . . ?
C1 C6 C5 119.4(3) . . ?
C1 C6 C7 121.3(3) . . ?
C5 C6 C7 119.0(3) . . ?
N1 C7 C6 124.6(3) . . ?
N1 C7 H4 117.7 . . ?
C6 C7 H4 117.7 . . ?
C7 N1 C8 118.2(3) . . ?
C7 N1 Mn1 123.4(2) . . ?
C8 N1 Mn1 118.0(2) . . ?
N1 C8 C9 110.0(2) . . ?
N1 C8 H5 109.7 . . ?
C9 C8 H5 109.7 . . ?
N1 C8 H6 109.7 . . ?
C9 C8 H6 109.7 . . ?
H5 C8 H6 108.2 . . ?
C10 C9 C8 115.8(3) . . ?
C10 C9 H7 108.3 . . ?
C8 C9 H7 108.3 . . ?
C10 C9 H8 108.3 . . ?
C8 C9 H8 108.3 . . ?
H7 C9 H8 107.4 . . ?
N2 C10 C9 112.4(3) . . ?
N2 C10 H9 109.1 . . ?
C9 C10 H9 109.1 . . ?
N2 C10 H10 109.1 . . ?
C9 C10 H10 109.1 . . ?
H9 C10 H10 107.9 . . ?
C11 N2 C10 112.5(3) . . ?
C11 N2 Mn1 105.90(18) . . ?
C10 N2 Mn1 115.45(18) . . ?
C11 N2 H11 105(2) . . ?
C10 N2 H11 106(2) . . ?
Mn1 N2 H11 112(2) . . ?
N2 C11 C11 109.2(2) . 2 ?
N2 C11 H12 109.8 . . ?
C11 C11 H12 109.8 2 . ?
N2 C11 H13 109.8 . . ?
C11 C11 H13 109.8 2 . ?
H12 C11 H13 108.3 . . ?

_refine_diff_density_max         0.382
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.066

####################################################################### 
# 
# 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_PF6-100K
_database_code_depnum_ccdc_archive 'CCDC 2023563'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, F6 P'
_chemical_formula_sum            'C22 H26 F8 Mn N4 O2 P'
_chemical_formula_weight         616.38

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

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

_cell_length_a                   11.3518(16)
_cell_length_b                   8.0856(11)
_cell_length_c                   13.2427(18)
_cell_angle_alpha                90
_cell_angle_beta                 93.667(3)
_cell_angle_gamma                90
_cell_volume                     1213.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9537
_cell_measurement_theta_min      2.442
_cell_measurement_theta_max      25.025

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.688
_exptl_crystal_F_000             628
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.702
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.845
_exptl_absorpt_correction_T_max  0.919
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7199
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.442
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_full        25.025
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2151
_reflns_number_gt                1999
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_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)+(0.0185P)²+0.9923P] 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         2151
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0240
_refine_ls_wR_factor_ref         0.0602
_refine_ls_wR_factor_gt          0.0590
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.7500 0.32683(4) 0.7500 0.00947(10) Uani 1 2 d S T P . .
O1 O 0.79752(10) 0.33463(13) 0.88746(8) 0.0122(2) Uani 1 1 d . . . . .
C1 C 0.83225(13) 0.47480(19) 0.93460(11) 0.0109(3) Uani 1 1 d . . . . .
C2 C 0.79845(14) 0.5031(2) 1.03329(11) 0.0139(3) Uani 1 1 d . . . . .
H1 H 0.7490 0.4254 1.0639 0.017 Uiso 1 1 calc R U . . .
C3 C 0.83638(15) 0.6430(2) 1.08652(12) 0.0162(3) Uani 1 1 d . . . . .
H2 H 0.8116 0.6631 1.1526 0.019 Uiso 1 1 calc R U . . .
C4 C 0.91061(15) 0.7525(2) 1.04218(12) 0.0160(3) Uani 1 1 d . . . . .
F1 F 0.95188(9) 0.88600(12) 1.09684(8) 0.0229(2) Uani 1 1 d . . . . .
C5 C 0.94746(14) 0.73031(19) 0.94664(12) 0.0149(3) Uani 1 1 d . . . . .
H3 H 0.9999 0.8069 0.9187 0.018 Uiso 1 1 calc R U . . .
C6 C 0.90600(14) 0.59159(19) 0.89067(12) 0.0116(3) Uani 1 1 d . . . . .
C7 C 0.94998(14) 0.56581(19) 0.79131(12) 0.0123(3) Uani 1 1 d . . . . .
H4 H 1.0179 0.6262 0.7746 0.015 Uiso 1 1 calc R U . . .
N1 N 0.90297(11) 0.46648(16) 0.72442(9) 0.0119(3) Uani 1 1 d . . . . .
C8 C 0.96470(15) 0.4432(2) 0.63072(12) 0.0156(3) Uani 1 1 d . . . . .
H5 H 1.0288 0.5258 0.6283 0.019 Uiso 1 1 calc R U . . .
H6 H 0.9086 0.4620 0.5715 0.019 Uiso 1 1 calc R U . . .
C9 C 1.01689(15) 0.2692(2) 0.62455(13) 0.0195(4) Uani 1 1 d . . . . .
H7 H 1.0656 0.2646 0.5652 0.023 Uiso 1 1 calc R U . . .
H8 H 1.0702 0.2506 0.6856 0.023 Uiso 1 1 calc R U . . .
C10 C 0.92797(16) 0.1289(2) 0.61609(13) 0.0193(4) Uani 1 1 d . . . . .
H9 H 0.8705 0.1502 0.5582 0.023 Uiso 1 1 calc R U . . .
H10 H 0.9696 0.0243 0.6026 0.023 Uiso 1 1 calc R U . . .
N2 N 0.86370(13) 0.11009(17) 0.70953(11) 0.0167(3) Uani 1 1 d . . . . .
H11 H 0.9141(18) 0.098(2) 0.7582(15) 0.016(5) Uiso 1 1 d . . . . .
C11 C 0.78827(17) -0.0382(2) 0.70511(13) 0.0224(4) Uani 1 1 d . . . . .
H12 H 0.8380 -0.1388 0.7066 0.027 Uiso 1 1 calc R U . . .
H13 H 0.7378 -0.0384 0.6413 0.027 Uiso 1 1 calc R U . . .
P1 P 1.2500 -0.11728(7) 0.7500 0.01297(14) Uani 1 2 d S T P . .
F2 F 1.2500 0.08073(16) 0.7500 0.0191(3) Uani 1 2 d S T P . .
F3 F 1.10812(9) -0.11760(12) 0.74584(8) 0.0258(3) Uani 1 1 d . . . . .
F4 F 1.24609(11) -0.11849(13) 0.62949(7) 0.0277(3) Uani 1 1 d . . . . .
F5 F 1.2500 -0.31756(16) 0.7500 0.0232(3) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O1 1.8662(11) . ?
Mn1 O1 1.8663(10) 2_656 ?
Mn1 N1 2.1167(14) . ?
Mn1 N1 2.1167(13) 2_656 ?
Mn1 N2 2.2611(15) 2_656 ?
Mn1 N2 2.2612(14) . ?
O1 C1 1.3410(19) . ?
C1 C2 1.404(2) . ?
C1 C6 1.412(2) . ?
C2 C3 1.387(2) . ?
C2 H1 0.9500 . ?
C3 C4 1.380(3) . ?
C3 H2 0.9500 . ?
C4 F1 1.3655(18) . ?
C4 C5 1.370(2) . ?
C5 C6 1.409(2) . ?
C5 H3 0.9500 . ?
C6 C7 1.452(2) . ?
C7 N1 1.286(2) . ?
C7 H4 0.9500 . ?
N1 C8 1.476(2) . ?
C8 C9 1.531(2) . ?
C8 H5 0.9900 . ?
C8 H6 0.9900 . ?
C9 C10 1.518(3) . ?
C9 H7 0.9900 . ?
C9 H8 0.9900 . ?
C10 N2 1.484(2) . ?
C10 H9 0.9900 . ?
C10 H10 0.9900 . ?
N2 C11 1.472(2) . ?
N2 H11 0.84(2) . ?
C11 C11 1.517(4) 2_656 ?
C11 H12 0.9900 . ?
C11 H13 0.9900 . ?
P1 F4 1.5937(10) . ?
P1 F4 1.5937(10) 2_756 ?
P1 F2 1.6010(14) . ?
P1 F3 1.6080(10) . ?
P1 F3 1.6081(10) 2_756 ?
P1 F5 1.6194(14) . ?

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 O1 176.13(7) . 2_656 ?
O1 Mn1 N1 87.09(5) . . ?
O1 Mn1 N1 90.85(5) 2_656 . ?
O1 Mn1 N1 90.85(5) . 2_656 ?
O1 Mn1 N1 87.09(5) 2_656 2_656 ?
N1 Mn1 N1 115.53(7) . 2_656 ?
O1 Mn1 N2 85.92(5) . 2_656 ?
O1 Mn1 N2 97.10(5) 2_656 2_656 ?
N1 Mn1 N2 159.70(5) . 2_656 ?
N1 Mn1 N2 83.62(5) 2_656 2_656 ?
O1 Mn1 N2 97.10(5) . . ?
O1 Mn1 N2 85.91(5) 2_656 . ?
N1 Mn1 N2 83.62(5) . . ?
N1 Mn1 N2 159.70(5) 2_656 . ?
N2 Mn1 N2 78.38(8) 2_656 . ?
C1 O1 Mn1 122.73(9) . . ?
O1 C1 C2 118.76(14) . . ?
O1 C1 C6 122.54(14) . . ?
C2 C1 C6 118.63(14) . . ?
C3 C2 C1 120.77(15) . . ?
C3 C2 H1 119.6 . . ?
C1 C2 H1 119.6 . . ?
C4 C3 C2 119.06(15) . . ?
C4 C3 H2 120.5 . . ?
C2 C3 H2 120.5 . . ?
F1 C4 C5 118.60(15) . . ?
F1 C4 C3 118.69(14) . . ?
C5 C4 C3 122.67(15) . . ?
C4 C5 C6 118.63(15) . . ?
C4 C5 H3 120.7 . . ?
C6 C5 H3 120.7 . . ?
C5 C6 C1 120.18(14) . . ?
C5 C6 C7 117.94(14) . . ?
C1 C6 C7 121.65(14) . . ?
N1 C7 C6 124.21(15) . . ?
N1 C7 H4 117.9 . . ?
C6 C7 H4 117.9 . . ?
C7 N1 C8 117.41(14) . . ?
C7 N1 Mn1 122.10(11) . . ?
C8 N1 Mn1 120.34(10) . . ?
N1 C8 C9 111.60(13) . . ?
N1 C8 H5 109.3 . . ?
C9 C8 H5 109.3 . . ?
N1 C8 H6 109.3 . . ?
C9 C8 H6 109.3 . . ?
H5 C8 H6 108.0 . . ?
C10 C9 C8 115.67(14) . . ?
C10 C9 H7 108.4 . . ?
C8 C9 H7 108.4 . . ?
C10 C9 H8 108.4 . . ?
C8 C9 H8 108.4 . . ?
H7 C9 H8 107.4 . . ?
N2 C10 C9 112.02(13) . . ?
N2 C10 H9 109.2 . . ?
C9 C10 H9 109.2 . . ?
N2 C10 H10 109.2 . . ?
C9 C10 H10 109.2 . . ?
H9 C10 H10 107.9 . . ?
C11 N2 C10 111.46(13) . . ?
C11 N2 Mn1 107.53(11) . . ?
C10 N2 Mn1 115.90(10) . . ?
C11 N2 H11 107.7(13) . . ?
C10 N2 H11 107.7(13) . . ?
Mn1 N2 H11 106.1(13) . . ?
N2 C11 C11 109.25(12) . 2_656 ?
N2 C11 H12 109.8 . . ?
C11 C11 H12 109.8 2_656 . ?
N2 C11 H13 109.8 . . ?
C11 C11 H13 109.8 2_656 . ?
H12 C11 H13 108.3 . . ?
F4 P1 F4 179.29(8) . 2_756 ?
F4 P1 F2 90.35(4) . . ?
F4 P1 F2 90.35(4) 2_756 . ?
F4 P1 F3 90.11(6) . . ?
F4 P1 F3 89.89(6) 2_756 . ?
F2 P1 F3 90.09(4) . . ?
F4 P1 F3 89.89(6) . 2_756 ?
F4 P1 F3 90.11(6) 2_756 2_756 ?
F2 P1 F3 90.09(4) . 2_756 ?
F3 P1 F3 179.82(8) . 2_756 ?
F4 P1 F5 89.65(4) . . ?
F4 P1 F5 89.65(4) 2_756 . ?
F2 P1 F5 180.0 . . ?
F3 P1 F5 89.91(4) . . ?
F3 P1 F5 89.91(4) 2_756 . ?

_refine_diff_density_max         0.312
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.051

####################################################################### 
# 
# 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_I-100K
_database_code_depnum_ccdc_archive 'CCDC 2023561'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;
_audit_creation_date             2021-03-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I, C22 H26 F2 Mn N4 O2'
_chemical_formula_sum            'C22 H26 F2 I Mn N4 O2'
_chemical_formula_weight         598.31
_chemical_melting_point          ?
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   7.9166(16)
_cell_length_b                   16.279(3)
_cell_length_c                   18.585(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2395.1(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5653
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.50
_shelx_estimated_absorpt_T_max   0.849
_shelx_estimated_absorpt_T_min   0.820
_exptl_absorpt_coefficient_mu    1.881
_exptl_absorpt_correction_T_max  0.844
_exptl_absorpt_correction_T_min  0.813
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9196
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        25.005
_diffrn_reflns_theta_max         25.005
_diffrn_reflns_theta_min         2.192
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1472
_reflns_number_total             2117
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SMART (Bruker, 2000)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXL (Sheldrick, 2015)'
_refine_diff_density_max         1.865
_refine_diff_density_min         -1.722
_refine_diff_density_rms         0.177
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.182
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2117
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0759
_refine_ls_restrained_S_all      1.182
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0343P)²+57.2862P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1709
_refine_ls_wR_factor_ref         0.1845
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C5(H5), C7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
I1 I 0.7500 0.7500 0.65430(5) 0.0290(3) Uani 1 2 d S T P . .
Mn1 Mn 0.2500 0.7500 0.46492(10) 0.0199(5) Uani 1 2 d S T P . .
F1 F 0.5961(11) 0.4707(5) 0.2389(4) 0.057(2) Uani 1 1 d . . . . .
O1 O 0.3563(10) 0.6465(4) 0.4683(4) 0.0246(17) Uani 1 1 d . . . . .
N1 N 0.4261(12) 0.7847(5) 0.3934(4) 0.024(2) Uani 1 1 d . . . . .
N2 N 0.4005(12) 0.7952(6) 0.5470(4) 0.028(2) Uani 1 1 d . . . . .
H2 H 0.4960 0.7556 0.5531 0.034 Uiso 1 1 calc R . . . .
C1 C 0.4151(14) 0.6056(6) 0.4111(5) 0.023(2) Uani 1 1 d . . . . .
C2 C 0.4120(15) 0.5196(7) 0.4118(6) 0.031(3) Uani 1 1 d . . . . .
H2A H 0.3681 0.4919 0.4527 0.037 Uiso 1 1 calc R . . . .
C3 C 0.4713(15) 0.4740(8) 0.3542(6) 0.035(3) Uani 1 1 d . . . . .
H3 H 0.4666 0.4157 0.3546 0.042 Uiso 1 1 calc R . . . .
C4 C 0.5383(14) 0.5165(8) 0.2955(6) 0.032(3) Uani 1 1 d . . . . .
C5 C 0.5448(15) 0.5989(8) 0.2924(5) 0.030(3) Uani 1 1 d . . . . .
H5 H 0.5911 0.6251 0.2512 0.036 Uiso 1 1 calc R . . . .
C6 C 0.4836(14) 0.6469(7) 0.3500(5) 0.024(2) Uani 1 1 d . . . . .
C7 C 0.5029(14) 0.7353(8) 0.3504(5) 0.029(3) Uani 1 1 d . . . . .
H7 H 0.5780 0.7587 0.3162 0.035 Uiso 1 1 calc R . . . .
C8 C 0.4941(15) 0.8693(7) 0.3974(6) 0.029(2) Uani 1 1 d . . . . .
H8A H 0.4005 0.9094 0.3940 0.034 Uiso 1 1 calc R . . . .
H8B H 0.5723 0.8790 0.3568 0.034 Uiso 1 1 calc R . . . .
C9 C 0.5887(17) 0.8805(7) 0.4695(6) 0.039(3) Uani 1 1 d . . . . .
H9A H 0.6757 0.8371 0.4736 0.047 Uiso 1 1 calc R . . . .
H9B H 0.6479 0.9341 0.4686 0.047 Uiso 1 1 calc R . . . .
C10 C 0.4768(17) 0.8774(7) 0.5363(6) 0.036(3) Uani 1 1 d . . . . .
H10A H 0.5450 0.8918 0.5791 0.043 Uiso 1 1 calc R . . . .
H10B H 0.3857 0.9187 0.5316 0.043 Uiso 1 1 calc R . . . .
C11 C 0.2945(17) 0.7902(8) 0.6147(6) 0.040(3) Uani 1 1 d . . . . .
H11A H 0.3675 0.7949 0.6578 0.049 Uiso 1 1 calc R . . . .
H11B H 0.2114 0.8357 0.6157 0.049 Uiso 1 1 calc R . . . .


_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 1.885(7) 2_565 ?
Mn1 O1 1.885(7) . ?
Mn1 N1 2.007(9) . ?
Mn1 N1 2.007(9) 2_565 ?
Mn1 N2 2.070(9) 2_565 ?
Mn1 N2 2.070(9) . ?
F1 C4 1.369(12) . ?
O1 C1 1.337(12) . ?
N1 C7 1.287(14) . ?
N1 C8 1.480(13) . ?
N2 H2 1.0000 . ?
N2 C10 1.482(15) . ?
N2 C11 1.516(14) . ?
C1 C2 1.400(15) . ?
C1 C6 1.427(14) . ?
C2 H2A 0.9500 . ?
C2 C3 1.385(15) . ?
C3 H3 0.9500 . ?
C3 C4 1.397(17) . ?
C4 C5 1.344(18) . ?
C5 H5 0.9500 . ?
C5 C6 1.410(15) . ?
C6 C7 1.447(16) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.546(16) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.526(18) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C11 1.49(3) 2_565 ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?

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 O1 176.2(4) 2_565 . ?
O1 Mn1 N1 87.9(3) . . ?
O1 Mn1 N1 94.6(3) . 2_565 ?
O1 Mn1 N1 94.6(3) 2_565 . ?
O1 Mn1 N1 87.9(3) 2_565 2_565 ?
O1 Mn1 N2 92.1(3) 2_565 2_565 ?
O1 Mn1 N2 92.1(3) . . ?
O1 Mn1 N2 85.1(3) 2_565 . ?
O1 Mn1 N2 85.1(3) . 2_565 ?
N1 Mn1 N1 97.1(5) . 2_565 ?
N1 Mn1 N2 170.9(4) 2_565 . ?
N1 Mn1 N2 89.3(4) 2_565 2_565 ?
N1 Mn1 N2 170.9(4) . 2_565 ?
N1 Mn1 N2 89.3(4) . . ?
N2 Mn1 N2 85.1(5) 2_565 . ?
C1 O1 Mn1 125.1(6) . . ?
C7 N1 Mn1 124.3(8) . . ?
C7 N1 C8 116.1(9) . . ?
C8 N1 Mn1 118.8(7) . . ?
Mn1 N2 H2 106.9 . . ?
C10 N2 Mn1 117.2(7) . . ?
C10 N2 H2 106.9 . . ?
C10 N2 C11 112.6(9) . . ?
C11 N2 Mn1 105.9(7) . . ?
C11 N2 H2 106.9 . . ?
O1 C1 C2 119.0(9) . . ?
O1 C1 C6 122.0(9) . . ?
C2 C1 C6 119.0(10) . . ?
C1 C2 H2A 119.2 . . ?
C3 C2 C1 121.5(11) . . ?
C3 C2 H2A 119.2 . . ?
C2 C3 H3 121.1 . . ?
C2 C3 C4 117.8(11) . . ?
C4 C3 H3 121.1 . . ?
F1 C4 C3 117.2(11) . . ?
C5 C4 F1 120.0(11) . . ?
C5 C4 C3 122.9(10) . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.5(10) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C7 120.3(10) . . ?
C5 C6 C1 118.3(10) . . ?
C5 C6 C7 121.2(10) . . ?
N1 C7 C6 125.1(10) . . ?
N1 C7 H7 117.5 . . ?
C6 C7 H7 117.5 . . ?
N1 C8 H8A 109.8 . . ?
N1 C8 H8B 109.8 . . ?
N1 C8 C9 109.3(9) . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
C8 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 C8 114.8(11) . . ?
C10 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
N2 C10 C9 112.0(9) . . ?
N2 C10 H10A 109.2 . . ?
N2 C10 H10B 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
N2 C11 H11A 110.1 . . ?
N2 C11 H11B 110.1 . . ?
C11 C11 N2 108.0(8) 2_565 . ?
C11 C11 H11A 110.1 2_565 . ?
C11 C11 H11B 110.1 2_565 . ?
H11A C11 H11B 108.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_Cl-100K
_database_code_depnum_ccdc_archive 'CCDC 2023557'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, Cl'
_chemical_formula_sum            'C22 H26 Cl F2 Mn N4 O2'
_chemical_formula_weight         506.86

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

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

_cell_length_a                   7.665(3)
_cell_length_b                   16.221(6)
_cell_length_c                   17.762(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2208.5(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8968
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      25.02

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.763
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.825
_exptl_absorpt_correction_T_max  0.872
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12474
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_av_R_equivalents  0.0618
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.615
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_full        25.024
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1948
_reflns_number_gt                1556
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_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)+(0.0451P)²+0.7413P] 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         1948
_refine_ls_number_parameters     150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0902
_refine_ls_wR_factor_gt          0.0831
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.7500 0.2500 0.02849(2) 0.01869(16) Uani 1 2 d S T P . .
O1 O 0.85906(19) 0.14604(9) 0.02649(8) 0.0230(4) Uani 1 1 d . . . . .
C1 C 0.9182(3) 0.10645(14) 0.08707(12) 0.0211(5) Uani 1 1 d . . . . .
C2 C 0.9146(3) 0.01977(14) 0.08800(12) 0.0259(5) Uani 1 1 d . . . . .
H1 H 0.8704 -0.0090 0.0455 0.031 Uiso 1 1 calc R U . . .
C3 C 0.9738(3) -0.02436(15) 0.14942(13) 0.0303(5) Uani 1 1 d . . . . .
H2 H 0.9657 -0.0828 0.1505 0.036 Uiso 1 1 calc R U . . .
C4 C 1.0450(3) 0.01829(17) 0.20917(13) 0.0327(6) Uani 1 1 d . . . . .
F1 F 1.1071(2) -0.02627(11) 0.26874(8) 0.0509(5) Uani 1 1 d . . . . .
C5 C 1.0561(3) 0.10197(16) 0.21094(13) 0.0294(6) Uani 1 1 d . . . . .
H3 H 1.1090 0.1291 0.2525 0.035 Uiso 1 1 calc R U . . .
C6 C 0.9880(3) 0.14785(14) 0.15019(12) 0.0231(5) Uani 1 1 d . . . . .
C7 C 1.0090(3) 0.23618(14) 0.14947(12) 0.0249(5) Uani 1 1 d . . . . .
H4 H 1.0849 0.2598 0.1859 0.030 Uiso 1 1 calc R U . . .
N1 N 0.9325(2) 0.28555(12) 0.10309(10) 0.0231(4) Uani 1 1 d . . . . .
C8 C 1.0030(3) 0.36989(15) 0.09750(13) 0.0295(5) Uani 1 1 d . . . . .
H5 H 1.0834 0.3804 0.1401 0.035 Uiso 1 1 calc R U . . .
H6 H 0.9065 0.4103 0.1004 0.035 Uiso 1 1 calc R U . . .
C9 C 1.1007(3) 0.38039(16) 0.02304(14) 0.0356(6) Uani 1 1 d . . . . .
H7 H 1.1618 0.4342 0.0237 0.043 Uiso 1 1 calc R U . . .
H8 H 1.1906 0.3368 0.0193 0.043 Uiso 1 1 calc R U . . .
C10 C 0.9861(3) 0.37660(15) -0.04662(14) 0.0334(6) Uani 1 1 d . . . . .
H9 H 0.8917 0.4180 -0.0420 0.040 Uiso 1 1 calc R U . . .
H10 H 1.0567 0.3909 -0.0914 0.040 Uiso 1 1 calc R U . . .
N2 N 0.9077(3) 0.29388(12) -0.05755(11) 0.0254(4) Uani 1 1 d . . . . .
H11 H 0.996(3) 0.2598(16) -0.0653(13) 0.030(7) Uiso 1 1 d . . . . .
C11 C 0.8003(3) 0.29008(16) -0.12729(13) 0.0319(6) Uani 1 1 d . . . . .
H12 H 0.8766 0.2929 -0.1722 0.038 Uiso 1 1 calc R U . . .
H13 H 0.7185 0.3373 -0.1289 0.038 Uiso 1 1 calc R U . . .
Cl1 Cl 1.2500 0.2500 -0.15675(5) 0.0316(2) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O1 1.8825(16) . ?
Mn1 O1 1.8825(16) 2_655 ?
Mn1 N1 2.0111(18) . ?
Mn1 N1 2.0111(18) 2_655 ?
Mn1 N2 2.074(2) . ?
Mn1 N2 2.074(2) 2_655 ?
O1 C1 1.333(3) . ?
C1 C2 1.406(3) . ?
C1 C6 1.412(3) . ?
C2 C3 1.381(3) . ?
C2 H1 0.9500 . ?
C3 C4 1.379(3) . ?
C3 H2 0.9500 . ?
C4 C5 1.360(4) . ?
C4 F1 1.367(3) . ?
C5 C6 1.411(3) . ?
C5 H3 0.9500 . ?
C6 C7 1.442(3) . ?
C7 N1 1.290(3) . ?
C7 H4 0.9500 . ?
N1 C8 1.474(3) . ?
C8 C9 1.529(3) . ?
C8 H5 0.9900 . ?
C8 H6 0.9900 . ?
C9 C10 1.519(4) . ?
C9 H7 0.9900 . ?
C9 H8 0.9900 . ?
C10 N2 1.483(3) . ?
C10 H9 0.9900 . ?
C10 H10 0.9900 . ?
N2 C11 1.488(3) . ?
N2 H11 0.88(3) . ?
C11 C11 1.512(5) 2_655 ?
C11 H12 0.9900 . ?
C11 H13 0.9900 . ?

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 O1 177.84(9) . 2_655 ?
O1 Mn1 N1 87.73(7) . . ?
O1 Mn1 N1 93.69(7) 2_655 . ?
O1 Mn1 N1 93.69(7) . 2_655 ?
O1 Mn1 N1 87.74(7) 2_655 2_655 ?
N1 Mn1 N1 97.57(10) . 2_655 ?
O1 Mn1 N2 91.99(7) . . ?
O1 Mn1 N2 86.42(7) 2_655 . ?
N1 Mn1 N2 88.95(8) . . ?
N1 Mn1 N2 171.51(7) 2_655 . ?
O1 Mn1 N2 86.42(7) . 2_655 ?
O1 Mn1 N2 91.99(7) 2_655 2_655 ?
N1 Mn1 N2 171.51(7) . 2_655 ?
N1 Mn1 N2 88.95(8) 2_655 2_655 ?
N2 Mn1 N2 85.11(11) . 2_655 ?
C1 O1 Mn1 124.59(13) . . ?
O1 C1 C2 118.98(19) . . ?
O1 C1 C6 122.7(2) . . ?
C2 C1 C6 118.3(2) . . ?
C3 C2 C1 121.4(2) . . ?
C3 C2 H1 119.3 . . ?
C1 C2 H1 119.3 . . ?
C4 C3 C2 118.5(2) . . ?
C4 C3 H2 120.7 . . ?
C2 C3 H2 120.7 . . ?
C5 C4 F1 119.2(2) . . ?
C5 C4 C3 122.9(2) . . ?
F1 C4 C3 117.9(2) . . ?
C4 C5 C6 119.0(2) . . ?
C4 C5 H3 120.5 . . ?
C6 C5 H3 120.5 . . ?
C5 C6 C1 119.8(2) . . ?
C5 C6 C7 119.3(2) . . ?
C1 C6 C7 120.5(2) . . ?
N1 C7 C6 124.9(2) . . ?
N1 C7 H4 117.6 . . ?
C6 C7 H4 117.6 . . ?
C7 N1 C8 116.87(19) . . ?
C7 N1 Mn1 123.99(16) . . ?
C8 N1 Mn1 118.48(14) . . ?
N1 C8 C9 109.95(18) . . ?
N1 C8 H5 109.7 . . ?
C9 C8 H5 109.7 . . ?
N1 C8 H6 109.7 . . ?
C9 C8 H6 109.7 . . ?
H5 C8 H6 108.2 . . ?
C10 C9 C8 114.6(2) . . ?
C10 C9 H7 108.6 . . ?
C8 C9 H7 108.6 . . ?
C10 C9 H8 108.6 . . ?
C8 C9 H8 108.6 . . ?
H7 C9 H8 107.6 . . ?
N2 C10 C9 112.2(2) . . ?
N2 C10 H9 109.2 . . ?
C9 C10 H9 109.2 . . ?
N2 C10 H10 109.2 . . ?
C9 C10 H10 109.2 . . ?
H9 C10 H10 107.9 . . ?
C10 N2 C11 111.73(19) . . ?
C10 N2 Mn1 116.75(14) . . ?
C11 N2 Mn1 106.06(14) . . ?
C10 N2 H11 106.1(16) . . ?
C11 N2 H11 105.5(16) . . ?
Mn1 N2 H11 110.2(16) . . ?
N2 C11 C11 108.53(16) . 2_655 ?
N2 C11 H12 110.0 . . ?
C11 C11 H12 110.0 2_655 . ?
N2 C11 H13 110.0 . . ?
C11 C11 H13 110.0 2_655 . ?
H12 C11 H13 108.4 . . ?

_refine_diff_density_max         0.377
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_BF4-298K
_database_code_depnum_ccdc_archive 'CCDC 2023554'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;
_audit_creation_date             2021-03-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, B1 F4'
_chemical_formula_sum            'C22 H26 B F6 Mn N4 O2'
_chemical_formula_weight         558.22
_chemical_melting_point          ?
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'
B B 0.0013 0.0007 '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'

_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.
;
_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'
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                   9.7586(15)
_cell_length_b                   17.613(2)
_cell_length_c                   14.820(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.582(3)
_cell_angle_gamma                90
_cell_volume                     2441.2(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9967
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.21
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.958
_shelx_estimated_absorpt_T_min   0.936
_exptl_absorpt_coefficient_mu    0.614
_exptl_absorpt_correction_T_max  0.958
_exptl_absorpt_correction_T_min  0.935
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15964
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         2.178
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3642
_reflns_number_total             4303
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SMART (Bruker, 2000)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         4303
_refine_ls_number_restraints     69
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0370
_refine_ls_restrained_S_all      1.176
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0562P)²+1.1458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0977
_refine_ls_wR_factor_ref         0.1153
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Restrained distances
 B1-F6
 1.4 with sigma of 0.02
 B1-F5
 1.4 with sigma of 0.02
 B1-F3
 1.4 with sigma of 0.02
 B1-F4
 1.4 with sigma of 0.02
 B1A-F4A
 1.4 with sigma of 0.02
 B1A-F6A
 1.4 with sigma of 0.02
 B1A-F5A
 1.4 with sigma of 0.02
 B1A-F3A
 1.4 with sigma of 0.02
 F5A-F3A
 2.1 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F6) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F4) \\sim Ueq, Uanis(B1) \\sim
Ueq, Uanis(B1A) \\sim Ueq, Uanis(F6A) \\sim Ueq, Uanis(F3A) \\sim Ueq,
Uanis(F4A) \\sim Ueq, Uanis(F5A) \\sim Ueq, Uanis(F5) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=Sof(B1A)=1-FVAR(1)
 Sof(F6)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(B1)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 N2(H2), N3(H3)
5.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3A), C5(H5), C7(H7), C16(H16), C18(H18), C20(H20), C21(H21)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.32398(4) 0.24474(2) 0.42200(2) 0.03468(14) Uani 1 1 d . . . . .
F1 F 0.8846(2) 0.05911(14) 0.69823(18) 0.1060(8) Uani 1 1 d . . . . .
F2 F 0.16165(19) -0.01913(9) 0.08115(12) 0.0679(5) Uani 1 1 d . . . . .
O1 O 0.46524(18) 0.26317(9) 0.53545(12) 0.0414(4) Uani 1 1 d . . . . .
O2 O 0.17936(17) 0.22791(10) 0.30883(12) 0.0427(4) Uani 1 1 d . . . . .
N1 N 0.2852(2) 0.14320(12) 0.48207(15) 0.0454(5) Uani 1 1 d . . . . .
N2 N 0.1547(2) 0.29577(13) 0.47567(15) 0.0511(5) Uani 1 1 d . . . . .
H2 H 0.1964 0.3052 0.5431 0.061 Uiso 1 1 calc R . . . .
N3 N 0.3470(2) 0.36260(12) 0.38380(15) 0.0497(5) Uani 1 1 d . . . . .
H3 H 0.2996 0.3676 0.3162 0.060 Uiso 1 1 calc R . . . .
N4 N 0.4727(2) 0.22156(11) 0.34533(14) 0.0385(4) Uani 1 1 d . . . . .
C1 C 0.5650(3) 0.21132(14) 0.57522(15) 0.0397(5) Uani 1 1 d . . . . .
C2 C 0.7036(3) 0.23635(16) 0.62292(18) 0.0500(6) Uani 1 1 d . . . . .
H2A H 0.7234 0.2881 0.6270 0.060 Uiso 1 1 calc R . . . .
C3 C 0.8104(3) 0.1854(2) 0.66370(19) 0.0602(8) Uani 1 1 d . . . . .
H3A H 0.9023 0.2023 0.6942 0.072 Uiso 1 1 calc R . . . .
C4 C 0.7784(3) 0.1092(2) 0.6585(2) 0.0651(8) Uani 1 1 d . . . . .
C5 C 0.6439(4) 0.08188(17) 0.6173(2) 0.0607(8) Uani 1 1 d . . . . .
H5 H 0.6252 0.0302 0.6180 0.073 Uiso 1 1 calc R . . . .
C6 C 0.5340(3) 0.13314(14) 0.57358(17) 0.0445(6) Uani 1 1 d . . . . .
C7 C 0.3871(3) 0.10572(15) 0.53827(18) 0.0500(6) Uani 1 1 d . . . . .
H7 H 0.3662 0.0580 0.5578 0.060 Uiso 1 1 calc R . . . .
C8 C 0.1367(3) 0.11666(18) 0.4681(2) 0.0606(8) Uani 1 1 d . . . . .
H8A H 0.1378 0.0670 0.4966 0.073 Uiso 1 1 calc R . . . .
H8B H 0.0889 0.1120 0.4013 0.073 Uiso 1 1 calc R . . . .
C9 C 0.0549(3) 0.1725(2) 0.5124(2) 0.0719(9) Uani 1 1 d . . . . .
H9A H -0.0352 0.1493 0.5125 0.086 Uiso 1 1 calc R . . . .
H9B H 0.1094 0.1805 0.5775 0.086 Uiso 1 1 calc R . . . .
C10 C 0.0238(3) 0.24912(19) 0.4646(2) 0.0660(9) Uani 1 1 d . . . . .
H10A H -0.0227 0.2415 0.3981 0.079 Uiso 1 1 calc R . . . .
H10B H -0.0420 0.2766 0.4909 0.079 Uiso 1 1 calc R . . . .
C11 C 0.1257(3) 0.37062(17) 0.4283(2) 0.0627(8) Uani 1 1 d . . . . .
H11A H 0.0700 0.4018 0.4589 0.075 Uiso 1 1 calc R . . . .
H11B H 0.0711 0.3639 0.3630 0.075 Uiso 1 1 calc R . . . .
C12 C 0.2654(4) 0.40908(16) 0.4337(2) 0.0621(8) Uani 1 1 d . . . . .
H12A H 0.2476 0.4590 0.4052 0.075 Uiso 1 1 calc R . . . .
H12B H 0.3204 0.4153 0.4991 0.075 Uiso 1 1 calc R . . . .
C13 C 0.4964(3) 0.39018(15) 0.4009(2) 0.0593(7) Uani 1 1 d . . . . .
H13A H 0.5475 0.3834 0.4669 0.071 Uiso 1 1 calc R . . . .
H13B H 0.4949 0.4440 0.3870 0.071 Uiso 1 1 calc R . . . .
C14 C 0.5753(3) 0.34858(17) 0.3412(2) 0.0624(8) Uani 1 1 d . . . . .
H14A H 0.6650 0.3747 0.3469 0.075 Uiso 1 1 calc R . . . .
H14B H 0.5189 0.3520 0.2758 0.075 Uiso 1 1 calc R . . . .
C15 C 0.6077(3) 0.26502(15) 0.3654(2) 0.0492(6) Uani 1 1 d . . . . .
H15A H 0.6670 0.2448 0.3285 0.059 Uiso 1 1 calc R . . . .
H15B H 0.6598 0.2601 0.4315 0.059 Uiso 1 1 calc R . . . .
C16 C 0.4437(3) 0.17601(13) 0.27544(17) 0.0399(5) Uani 1 1 d . . . . .
H16 H 0.5147 0.1663 0.2464 0.048 Uiso 1 1 calc R . . . .
C17 C 0.3062(2) 0.13836(13) 0.23841(16) 0.0367(5) Uani 1 1 d . . . . .
C18 C 0.2977(3) 0.07507(14) 0.17976(17) 0.0442(6) Uani 1 1 d . . . . .
H18 H 0.3800 0.0552 0.1691 0.053 Uiso 1 1 calc R . . . .
C19 C 0.1678(3) 0.04290(14) 0.13843(18) 0.0473(6) Uani 1 1 d . . . . .
C20 C 0.0427(3) 0.07068(15) 0.15066(19) 0.0502(6) Uani 1 1 d . . . . .
H20 H -0.0444 0.0480 0.1206 0.060 Uiso 1 1 calc R . . . .
C21 C 0.0486(3) 0.13296(14) 0.20841(18) 0.0462(6) Uani 1 1 d . . . . .
H21 H -0.0355 0.1521 0.2172 0.055 Uiso 1 1 calc R . . . .
C22 C 0.1796(2) 0.16782(13) 0.25400(16) 0.0373(5) Uani 1 1 d . . . . .
F6 F 0.3282(13) 0.5647(5) 0.3070(6) 0.085(3) Uani 0.454(18) 1 d D U P A 1
F3A F 0.3908(10) 0.5359(6) 0.1740(9) 0.125(4) Uani 0.546(18) 1 d D U P A 2
F4A F 0.2275(13) 0.4590(5) 0.2126(5) 0.117(3) Uani 0.546(18) 1 d D U P A 2
F5A F 0.1877(12) 0.5614(9) 0.1335(10) 0.184(5) Uani 0.546(18) 1 d D U P A 2
F6A F 0.2819(17) 0.5712(6) 0.2876(10) 0.147(5) Uani 0.546(18) 1 d D U P A 2
B1A B 0.2752(15) 0.5294(8) 0.2087(9) 0.065(5) Uani 0.546(18) 1 d D U P A 2
F3 F 0.3961(8) 0.5122(8) 0.2090(9) 0.102(4) Uani 0.454(18) 1 d D U P A 1
F4 F 0.1857(15) 0.4808(9) 0.2125(10) 0.153(6) Uani 0.454(18) 1 d D U P A 1
F5 F 0.1956(10) 0.5985(7) 0.1685(10) 0.121(4) Uani 0.454(18) 1 d D U P A 1
B1 B 0.2705(15) 0.5412(9) 0.2148(12) 0.067(6) Uani 0.454(18) 1 d D U P A 1


_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 1.8734(16) . ?
Mn1 O2 1.8818(16) . ?
Mn1 N1 2.080(2) . ?
Mn1 N2 2.218(2) . ?
Mn1 N3 2.180(2) . ?
Mn1 N4 2.122(2) . ?
F1 C4 1.360(3) . ?
F2 C19 1.374(3) . ?
O1 C1 1.342(3) . ?
O2 C22 1.335(3) . ?
N1 C7 1.283(3) . ?
N1 C8 1.480(3) . ?
N2 H2 0.9800 . ?
N2 C10 1.488(4) . ?
N2 C11 1.482(4) . ?
N3 H3 0.9800 . ?
N3 C12 1.479(4) . ?
N3 C13 1.489(4) . ?
N4 C15 1.479(3) . ?
N4 C16 1.276(3) . ?
C1 C2 1.406(4) . ?
C1 C6 1.408(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.377(4) . ?
C3 H3A 0.9300 . ?
C3 C4 1.375(5) . ?
C4 C5 1.368(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.410(4) . ?
C6 C7 1.461(4) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.527(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.514(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.504(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.517(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.526(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16 0.9300 . ?
C16 C17 1.457(3) . ?
C17 C18 1.401(3) . ?
C17 C22 1.418(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.364(4) . ?
C19 C20 1.374(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.382(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.406(3) . ?
F6 B1 1.384(16) . ?
F3A B1A 1.372(14) . ?
F4A B1A 1.333(13) . ?
F5A B1A 1.321(13) . ?
F6A B1A 1.367(14) . ?
F3 B1 1.354(15) . ?
F4 B1 1.343(15) . ?
F5 B1 1.318(14) . ?

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 178.67(7) . . ?
O1 Mn1 N1 86.68(8) . . ?
O1 Mn1 N2 92.33(8) . . ?
O1 Mn1 N3 87.95(8) . . ?
O1 Mn1 N4 94.21(8) . . ?
O2 Mn1 N1 93.68(8) . . ?
O2 Mn1 N2 86.42(8) . . ?
O2 Mn1 N3 91.44(8) . . ?
O2 Mn1 N4 86.91(7) . . ?
N1 Mn1 N2 87.11(9) . . ?
N1 Mn1 N3 167.06(8) . . ?
N1 Mn1 N4 107.44(8) . . ?
N3 Mn1 N2 81.35(9) . . ?
N4 Mn1 N2 164.35(8) . . ?
N4 Mn1 N3 84.68(8) . . ?
C1 O1 Mn1 122.13(14) . . ?
C22 O2 Mn1 122.42(14) . . ?
C7 N1 Mn1 121.19(18) . . ?
C7 N1 C8 118.4(2) . . ?
C8 N1 Mn1 120.16(18) . . ?
Mn1 N2 H2 107.4 . . ?
C10 N2 Mn1 116.14(17) . . ?
C10 N2 H2 107.4 . . ?
C11 N2 Mn1 104.59(17) . . ?
C11 N2 H2 107.4 . . ?
C11 N2 C10 113.4(2) . . ?
Mn1 N3 H3 107.3 . . ?
C12 N3 Mn1 106.68(17) . . ?
C12 N3 H3 107.3 . . ?
C12 N3 C13 112.0(2) . . ?
C13 N3 Mn1 115.78(16) . . ?
C13 N3 H3 107.3 . . ?
C15 N4 Mn1 119.93(15) . . ?
C16 N4 Mn1 121.90(16) . . ?
C16 N4 C15 117.8(2) . . ?
O1 C1 C2 118.7(2) . . ?
O1 C1 C6 122.2(2) . . ?
C2 C1 C6 119.1(2) . . ?
C1 C2 H2A 119.5 . . ?
C3 C2 C1 121.0(3) . . ?
C3 C2 H2A 119.5 . . ?
C2 C3 H3A 120.7 . . ?
C4 C3 C2 118.7(3) . . ?
C4 C3 H3A 120.7 . . ?
F1 C4 C3 118.5(3) . . ?
F1 C4 C5 118.7(3) . . ?
C5 C4 C3 122.8(3) . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.2(3) . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 119.1(3) . . ?
C1 C6 C7 120.9(2) . . ?
C5 C6 C7 119.5(3) . . ?
N1 C7 C6 124.2(2) . . ?
N1 C7 H7 117.9 . . ?
C6 C7 H7 117.9 . . ?
N1 C8 H8A 109.6 . . ?
N1 C8 H8B 109.6 . . ?
N1 C8 C9 110.3(2) . . ?
H8A C8 H8B 108.1 . . ?
C9 C8 H8A 109.6 . . ?
C9 C8 H8B 109.6 . . ?
C8 C9 H9A 108.4 . . ?
C8 C9 H9B 108.4 . . ?
H9A C9 H9B 107.4 . . ?
C10 C9 C8 115.7(3) . . ?
C10 C9 H9A 108.4 . . ?
C10 C9 H9B 108.4 . . ?
N2 C10 C9 112.9(3) . . ?
N2 C10 H10A 109.0 . . ?
N2 C10 H10B 109.0 . . ?
C9 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
N2 C11 H11A 109.9 . . ?
N2 C11 H11B 109.9 . . ?
N2 C11 C12 109.1(2) . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
N3 C12 C11 109.5(2) . . ?
N3 C12 H12A 109.8 . . ?
N3 C12 H12B 109.8 . . ?
C11 C12 H12A 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.2 . . ?
N3 C13 H13A 109.2 . . ?
N3 C13 H13B 109.2 . . ?
N3 C13 C14 112.3(2) . . ?
H13A C13 H13B 107.9 . . ?
C14 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C13 C14 H14A 108.4 . . ?
C13 C14 H14B 108.4 . . ?
C13 C14 C15 115.7(2) . . ?
H14A C14 H14B 107.4 . . ?
C15 C14 H14A 108.4 . . ?
C15 C14 H14B 108.4 . . ?
N4 C15 C14 109.8(2) . . ?
N4 C15 H15A 109.7 . . ?
N4 C15 H15B 109.7 . . ?
C14 C15 H15A 109.7 . . ?
C14 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
N4 C16 H16 118.0 . . ?
N4 C16 C17 124.0(2) . . ?
C17 C16 H16 118.0 . . ?
C18 C17 C16 118.8(2) . . ?
C18 C17 C22 119.5(2) . . ?
C22 C17 C16 121.6(2) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 C17 119.5(2) . . ?
C19 C18 H18 120.3 . . ?
C18 C19 F2 118.6(2) . . ?
C18 C19 C20 122.7(2) . . ?
C20 C19 F2 118.7(2) . . ?
C19 C20 H20 120.6 . . ?
C19 C20 C21 118.9(2) . . ?
C21 C20 H20 120.6 . . ?
C20 C21 H21 119.5 . . ?
C20 C21 C22 121.0(2) . . ?
C22 C21 H21 119.5 . . ?
O2 C22 C17 122.9(2) . . ?
O2 C22 C21 118.6(2) . . ?
C21 C22 C17 118.5(2) . . ?
F4A B1A F3A 115.4(13) . . ?
F4A B1A F6A 113.3(11) . . ?
F5A B1A F3A 93.0(11) . . ?
F5A B1A F4A 106.5(11) . . ?
F5A B1A F6A 110.8(13) . . ?
F6A B1A F3A 115.6(12) . . ?
F3 B1 F6 93.2(12) . . ?
F4 B1 F6 109.6(14) . . ?
F4 B1 F3 105.2(13) . . ?
F5 B1 F6 107.1(13) . . ?
F5 B1 F3 129.3(16) . . ?
F5 B1 F4 110.3(13) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_ClO4-100K_0m
_database_code_depnum_ccdc_archive 'CCDC 2023559'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, Cl O4'
_chemical_formula_sum            'C22 H26 Cl F2 Mn N4 O6'
_chemical_formula_weight         570.86

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   9.6711(13)
_cell_length_b                   17.599(2)
_cell_length_c                   14.657(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.072(3)
_cell_angle_gamma                90
_cell_volume                     2397.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9236
_cell_measurement_theta_min      1.852
_cell_measurement_theta_max      25.019

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.725
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_T_max  0.865
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15432
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.852
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_full        25.019
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4242
_reflns_number_gt                3805
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_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)+(0.0252P)²+2.3561P] 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         4242
_refine_ls_number_parameters     333
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0840
_refine_ls_wR_factor_gt          0.0806
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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
O1 O 0.32082(14) 0.22954(8) 0.69103(10) 0.0226(3) Uani 1 1 d . . . . .
Mn1 Mn 0.17341(3) 0.24675(2) 0.57861(2) 0.01791(10) Uani 1 1 d . . . . .
C1 C 0.3206(2) 0.16904(11) 0.74585(13) 0.0199(4) Uani 1 1 d . . . . .
C2 C 0.4524(2) 0.13331(12) 0.78956(15) 0.0254(4) Uani 1 1 d . . . . .
H1 H 0.5385 0.1526 0.7791 0.031 Uiso 1 1 calc R U . . .
C3 C 0.4589(2) 0.07067(12) 0.84735(15) 0.0280(5) Uani 1 1 d . . . . .
H2 H 0.5483 0.0468 0.8766 0.034 Uiso 1 1 calc R U . . .
C4 C 0.3327(2) 0.04340(11) 0.86171(15) 0.0270(5) Uani 1 1 d . . . . .
F1 F 0.33924(14) -0.01862(7) 0.91938(10) 0.0377(3) Uani 1 1 d . . . . .
C5 C 0.2022(2) 0.07648(12) 0.82247(14) 0.0251(4) Uani 1 1 d . . . . .
H3 H 0.1178 0.0567 0.8348 0.030 Uiso 1 1 calc R U . . .
C6 C 0.1942(2) 0.14021(11) 0.76360(14) 0.0207(4) Uani 1 1 d . . . . .
C7 C 0.0561(2) 0.17848(11) 0.72863(14) 0.0235(4) Uani 1 1 d . . . . .
H4 H -0.0156 0.1693 0.7603 0.028 Uiso 1 1 calc R U . . .
N1 N 0.02617(17) 0.22363(10) 0.65786(12) 0.0224(4) Uani 1 1 d . . . . .
C8 C -0.1084(2) 0.26757(13) 0.63937(16) 0.0286(5) Uani 1 1 d . . . . .
H5 H -0.1689 0.2472 0.6783 0.034 Uiso 1 1 calc R U . . .
H6 H -0.1629 0.2627 0.5717 0.034 Uiso 1 1 calc R U . . .
C9 C -0.0750(3) 0.35097(13) 0.66350(17) 0.0345(5) Uani 1 1 d . . . . .
H7 H -0.1667 0.3780 0.6581 0.041 Uiso 1 1 calc R U . . .
H8 H -0.0168 0.3544 0.7306 0.041 Uiso 1 1 calc R U . . .
C10 C 0.0046(2) 0.39196(12) 0.60245(16) 0.0324(5) Uani 1 1 d . . . . .
H9 H -0.0488 0.3856 0.5348 0.039 Uiso 1 1 calc R U . . .
H10 H 0.0083 0.4469 0.6173 0.039 Uiso 1 1 calc R U . . .
N2 N 0.1536(2) 0.36296(10) 0.61778(13) 0.0266(4) Uani 1 1 d . . . . .
H11 H 0.195(3) 0.3692(14) 0.6749(19) 0.027(6) Uiso 1 1 d . . . . .
C11 C 0.2366(3) 0.40957(12) 0.56755(16) 0.0325(5) Uani 1 1 d . . . . .
H12 H 0.2571 0.4600 0.5983 0.039 Uiso 1 1 calc R U . . .
H13 H 0.1798 0.4173 0.5008 0.039 Uiso 1 1 calc R U . . .
C12 C 0.3759(2) 0.36968(13) 0.57051(16) 0.0326(5) Uani 1 1 d . . . . .
H14 H 0.4332 0.4010 0.5382 0.039 Uiso 1 1 calc R U . . .
H15 H 0.4330 0.3621 0.6372 0.039 Uiso 1 1 calc R U . . .
N3 N 0.34236(19) 0.29544(11) 0.52234(13) 0.0279(4) Uani 1 1 d . . . . .
H16 H 0.306(3) 0.3024(13) 0.4650(19) 0.026(6) Uiso 1 1 d . . . . .
C13 C 0.4717(2) 0.24783(14) 0.53054(17) 0.0343(5) Uani 1 1 d . . . . .
H17 H 0.5222 0.2404 0.5986 0.041 Uiso 1 1 calc R U . . .
H18 H 0.5380 0.2750 0.5010 0.041 Uiso 1 1 calc R U . . .
C14 C 0.4365(3) 0.17078(14) 0.48367(17) 0.0369(5) Uani 1 1 d . . . . .
H19 H 0.5277 0.1460 0.4819 0.044 Uiso 1 1 calc R U . . .
H20 H 0.3787 0.1786 0.4172 0.044 Uiso 1 1 calc R U . . .
C15 C 0.3549(2) 0.11681(13) 0.53137(17) 0.0325(5) Uani 1 1 d . . . . .
H21 H 0.3513 0.0656 0.5028 0.039 Uiso 1 1 calc R U . . .
H22 H 0.4058 0.1127 0.5998 0.039 Uiso 1 1 calc R U . . .
N4 N 0.20695(18) 0.14485(10) 0.51974(12) 0.0259(4) Uani 1 1 d . . . . .
C16 C 0.1030(2) 0.10744(12) 0.46457(15) 0.0278(5) Uani 1 1 d . . . . .
H23 H 0.1227 0.0579 0.4458 0.033 Uiso 1 1 calc R U . . .
C17 C -0.0431(2) 0.13617(12) 0.42906(14) 0.0240(4) Uani 1 1 d . . . . .
C18 C -0.1532(3) 0.08525(13) 0.38493(16) 0.0321(5) Uani 1 1 d . . . . .
H24 H -0.1348 0.0322 0.3853 0.039 Uiso 1 1 calc R U . . .
F2 F -0.39455(16) 0.06393(9) 0.29986(12) 0.0538(4) Uani 1 1 d . . . . .
C19 C -0.2873(2) 0.11314(14) 0.34146(16) 0.0343(5) Uani 1 1 d . . . . .
C20 C -0.3180(2) 0.18969(14) 0.33615(15) 0.0326(5) Uani 1 1 d . . . . .
H25 H -0.4119 0.2073 0.3045 0.039 Uiso 1 1 calc R U . . .
C21 C -0.2099(2) 0.24060(13) 0.37768(15) 0.0272(5) Uani 1 1 d . . . . .
H26 H -0.2292 0.2936 0.3731 0.033 Uiso 1 1 calc R U . . .
C22 C -0.0716(2) 0.21460(11) 0.42668(13) 0.0218(4) Uani 1 1 d . . . . .
O2 O 0.02942(15) 0.26606(8) 0.46594(10) 0.0222(3) Uani 1 1 d . . . . .
Cl1 Cl -0.22453(6) 0.03622(3) 0.70786(4) 0.03404(15) Uani 1 1 d . . . . .
O3 O -0.0955(2) 0.03001(14) 0.68083(18) 0.0697(7) Uani 1 1 d . . . . .
O4 O -0.1902(2) 0.06753(11) 0.80258(14) 0.0525(5) Uani 1 1 d . . . . .
O5 O -0.2878(3) -0.03691(13) 0.70666(15) 0.0752(8) Uani 1 1 d . . . . .
O6 O -0.3178(3) 0.08594(18) 0.6456(2) 0.0970(10) Uani 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
O1 C1 1.334(2) . ?
O1 Mn1 1.8812(13) . ?
Mn1 O2 1.8731(14) . ?
Mn1 N4 2.0544(18) . ?
Mn1 N1 2.1115(17) . ?
Mn1 N2 2.1469(18) . ?
Mn1 N3 2.1977(19) . ?
C1 C2 1.406(3) . ?
C1 C6 1.413(3) . ?
C2 C3 1.381(3) . ?
C2 H1 0.9500 . ?
C3 C4 1.380(3) . ?
C3 H2 0.9500 . ?
C4 C5 1.364(3) . ?
C4 F1 1.371(2) . ?
C5 C6 1.404(3) . ?
C5 H3 0.9500 . ?
C6 C7 1.456(3) . ?
C7 N1 1.275(3) . ?
C7 H4 0.9500 . ?
N1 C8 1.473(3) . ?
C8 C9 1.523(3) . ?
C8 H5 0.9900 . ?
C8 H6 0.9900 . ?
C9 C10 1.515(3) . ?
C9 H7 0.9900 . ?
C9 H8 0.9900 . ?
C10 N2 1.486(3) . ?
C10 H9 0.9900 . ?
C10 H10 0.9900 . ?
N2 C11 1.479(3) . ?
N2 H11 0.83(3) . ?
C11 C12 1.509(3) . ?
C11 H12 0.9900 . ?
C11 H13 0.9900 . ?
C12 N3 1.478(3) . ?
C12 H14 0.9900 . ?
C12 H15 0.9900 . ?
N3 C13 1.483(3) . ?
N3 H16 0.82(3) . ?
C13 C14 1.515(3) . ?
C13 H17 0.9900 . ?
C13 H18 0.9900 . ?
C14 C15 1.523(3) . ?
C14 H19 0.9900 . ?
C14 H20 0.9900 . ?
C15 N4 1.478(3) . ?
C15 H21 0.9900 . ?
C15 H22 0.9900 . ?
N4 C16 1.284(3) . ?
C16 C17 1.454(3) . ?
C16 H23 0.9500 . ?
C17 C18 1.405(3) . ?
C17 C22 1.406(3) . ?
C18 C19 1.368(3) . ?
C18 H24 0.9500 . ?
F2 C19 1.359(2) . ?
C19 C20 1.377(4) . ?
C20 C21 1.383(3) . ?
C20 H25 0.9500 . ?
C21 C22 1.408(3) . ?
C21 H26 0.9500 . ?
C22 O2 1.340(2) . ?
Cl1 O6 1.399(2) . ?
Cl1 O3 1.414(2) . ?
Cl1 O5 1.423(2) . ?
Cl1 O4 1.444(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
C1 O1 Mn1 121.93(12) . . ?
O2 Mn1 O1 178.49(6) . . ?
O2 Mn1 N4 87.33(6) . . ?
O1 Mn1 N4 93.31(7) . . ?
O2 Mn1 N1 94.01(6) . . ?
O1 Mn1 N1 87.13(6) . . ?
N4 Mn1 N1 105.77(7) . . ?
O2 Mn1 N2 87.90(7) . . ?
O1 Mn1 N2 91.22(7) . . ?
N4 Mn1 N2 168.51(7) . . ?
N1 Mn1 N2 84.99(7) . . ?
O2 Mn1 N3 92.69(7) . . ?
O1 Mn1 N3 85.96(7) . . ?
N4 Mn1 N3 87.85(7) . . ?
N1 Mn1 N3 165.07(7) . . ?
N2 Mn1 N3 81.94(7) . . ?
O1 C1 C2 118.60(17) . . ?
O1 C1 C6 122.90(17) . . ?
C2 C1 C6 118.48(18) . . ?
C3 C2 C1 121.19(19) . . ?
C3 C2 H1 119.4 . . ?
C1 C2 H1 119.4 . . ?
C4 C3 C2 118.61(19) . . ?
C4 C3 H2 120.7 . . ?
C2 C3 H2 120.7 . . ?
C5 C4 F1 118.62(19) . . ?
C5 C4 C3 122.8(2) . . ?
F1 C4 C3 118.61(18) . . ?
C4 C5 C6 119.2(2) . . ?
C4 C5 H3 120.4 . . ?
C6 C5 H3 120.4 . . ?
C5 C6 C1 119.77(18) . . ?
C5 C6 C7 118.37(18) . . ?
C1 C6 C7 121.67(18) . . ?
N1 C7 C6 123.68(19) . . ?
N1 C7 H4 118.2 . . ?
C6 C7 H4 118.2 . . ?
C7 N1 C8 117.85(18) . . ?
C7 N1 Mn1 122.12(14) . . ?
C8 N1 Mn1 119.58(13) . . ?
N1 C8 C9 110.05(17) . . ?
N1 C8 H5 109.7 . . ?
C9 C8 H5 109.7 . . ?
N1 C8 H6 109.7 . . ?
C9 C8 H6 109.7 . . ?
H5 C8 H6 108.2 . . ?
C10 C9 C8 115.57(19) . . ?
C10 C9 H7 108.4 . . ?
C8 C9 H7 108.4 . . ?
C10 C9 H8 108.4 . . ?
C8 C9 H8 108.4 . . ?
H7 C9 H8 107.4 . . ?
N2 C10 C9 112.15(18) . . ?
N2 C10 H9 109.2 . . ?
C9 C10 H9 109.2 . . ?
N2 C10 H10 109.2 . . ?
C9 C10 H10 109.2 . . ?
H9 C10 H10 107.9 . . ?
C11 N2 C10 111.80(18) . . ?
C11 N2 Mn1 107.12(13) . . ?
C10 N2 Mn1 116.20(13) . . ?
C11 N2 H11 104.5(17) . . ?
C10 N2 H11 106.6(17) . . ?
Mn1 N2 H11 110.0(17) . . ?
N2 C11 C12 109.33(18) . . ?
N2 C11 H12 109.8 . . ?
C12 C11 H12 109.8 . . ?
N2 C11 H13 109.8 . . ?
C12 C11 H13 109.8 . . ?
H12 C11 H13 108.3 . . ?
N3 C12 C11 108.74(17) . . ?
N3 C12 H14 109.9 . . ?
C11 C12 H14 109.9 . . ?
N3 C12 H15 109.9 . . ?
C11 C12 H15 109.9 . . ?
H14 C12 H15 108.3 . . ?
C12 N3 C13 113.09(18) . . ?
C12 N3 Mn1 104.66(13) . . ?
C13 N3 Mn1 116.59(14) . . ?
C12 N3 H16 109.3(16) . . ?
C13 N3 H16 106.1(17) . . ?
Mn1 N3 H16 106.9(17) . . ?
N3 C13 C14 112.97(19) . . ?
N3 C13 H17 109.0 . . ?
C14 C13 H17 109.0 . . ?
N3 C13 H18 109.0 . . ?
C14 C13 H18 109.0 . . ?
H17 C13 H18 107.8 . . ?
C13 C14 C15 115.45(19) . . ?
C13 C14 H19 108.4 . . ?
C15 C14 H19 108.4 . . ?
C13 C14 H20 108.4 . . ?
C15 C14 H20 108.4 . . ?
H19 C14 H20 107.5 . . ?
N4 C15 C14 110.31(18) . . ?
N4 C15 H21 109.6 . . ?
C14 C15 H21 109.6 . . ?
N4 C15 H22 109.6 . . ?
C14 C15 H22 109.6 . . ?
H21 C15 H22 108.1 . . ?
C16 N4 C15 117.76(18) . . ?
C16 N4 Mn1 121.66(14) . . ?
C15 N4 Mn1 120.22(13) . . ?
N4 C16 C17 124.12(19) . . ?
N4 C16 H23 117.9 . . ?
C17 C16 H23 117.9 . . ?
C18 C17 C22 119.73(19) . . ?
C18 C17 C16 118.71(19) . . ?
C22 C17 C16 120.99(18) . . ?
C19 C18 C17 119.1(2) . . ?
C19 C18 H24 120.5 . . ?
C17 C18 H24 120.5 . . ?
F2 C19 C18 119.2(2) . . ?
F2 C19 C20 118.2(2) . . ?
C18 C19 C20 122.6(2) . . ?
C19 C20 C21 118.9(2) . . ?
C19 C20 H25 120.5 . . ?
C21 C20 H25 120.5 . . ?
C20 C21 C22 120.6(2) . . ?
C20 C21 H26 119.7 . . ?
C22 C21 H26 119.7 . . ?
O2 C22 C17 122.55(18) . . ?
O2 C22 C21 118.45(18) . . ?
C17 C22 C21 118.94(18) . . ?
C22 O2 Mn1 122.13(12) . . ?
O6 Cl1 O3 109.00(17) . . ?
O6 Cl1 O5 111.11(17) . . ?
O3 Cl1 O5 109.65(16) . . ?
O6 Cl1 O4 108.88(17) . . ?
O3 Cl1 O4 108.23(12) . . ?
O5 Cl1 O4 109.91(13) . . ?

_refine_diff_density_max         0.361
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_SbF6-100K
_database_code_depnum_ccdc_archive 'CCDC 2023565'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, F6 Sb'
_chemical_formula_sum            'C22 H26 F8 Mn N4 O2 Sb'
_chemical_formula_weight         707.17

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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

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

_cell_length_a                   11.554(6)
_cell_length_b                   8.271(4)
_cell_length_c                   13.523(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.080(11)
_cell_angle_gamma                90
_cell_volume                     1289.0(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9431
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      25.00

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_F_000             700
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    1.624
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.673
_exptl_absorpt_correction_T_max  0.784
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7540
_diffrn_reflns_av_unetI/netI     0.0510
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.241
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             2823
_reflns_number_gt                2460
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_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)+(0.1138P)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         2823
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.1513
_refine_ls_wR_factor_gt          0.1459
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.7500 0.16729(10) 0.7500 0.0153(2) Uani 1 2 d S T P . .
O1 O 0.7012(2) 0.1616(3) 0.6149(2) 0.0179(6) Uani 1 1 d . . . . .
C1 C 0.6668(3) 0.0252(4) 0.5677(3) 0.0182(7) Uani 1 1 d . . . . .
C2 C 0.6988(3) 0.0007(5) 0.4692(3) 0.0222(8) Uani 1 1 d . . . . .
H1 H 0.7461 0.0785 0.4397 0.027 Uiso 1 1 calc R U . . .
C3 C 0.6621(4) -0.1349(5) 0.4157(3) 0.0247(9) Uani 1 1 d . . . . .
H2 H 0.6843 -0.1511 0.3501 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5925(4) -0.2464(5) 0.4592(3) 0.0262(9) Uani 1 1 d . . . . .
F1 F 0.5525(3) -0.3775(3) 0.4045(2) 0.0337(7) Uani 1 1 d . . . . .
C5 C 0.5577(3) -0.2289(5) 0.5541(3) 0.0237(8) Uani 1 1 d . . . . .
H3 H 0.5083 -0.3064 0.5814 0.028 Uiso 1 1 calc R U . . .
C6 C 0.5975(3) -0.0919(4) 0.6102(3) 0.0193(8) Uani 1 1 d . . . . .
C7 C 0.5554(3) -0.0689(5) 0.7089(3) 0.0212(8) Uani 1 1 d . . . . .
H4 H 0.4894 -0.1292 0.7250 0.025 Uiso 1 1 calc R U . . .
N1 N 0.6014(3) 0.0270(4) 0.7753(2) 0.0188(7) Uani 1 1 d . . . . .
C8 C 0.5398(3) 0.0495(6) 0.8661(3) 0.0257(9) Uani 1 1 d . . . . .
H5 H 0.5945 0.0310 0.9247 0.031 Uiso 1 1 calc R U . . .
H6 H 0.4768 -0.0314 0.8675 0.031 Uiso 1 1 calc R U . . .
C9 C 0.4881(3) 0.2192(6) 0.8720(3) 0.0287(9) Uani 1 1 d . . . . .
H7 H 0.4353 0.2369 0.8121 0.034 Uiso 1 1 calc R U . . .
H8 H 0.4406 0.2233 0.9300 0.034 Uiso 1 1 calc R U . . .
C10 C 0.5749(4) 0.3583(5) 0.8805(3) 0.0269(9) Uani 1 1 d . . . . .
H9 H 0.5332 0.4598 0.8934 0.032 Uiso 1 1 calc R U . . .
H10 H 0.6316 0.3384 0.9375 0.032 Uiso 1 1 calc R U . . .
N2 N 0.6381(3) 0.3778(4) 0.7891(3) 0.0251(8) Uani 1 1 d . . . . .
H11 H 0.581(4) 0.386(5) 0.726(4) 0.019(12) Uiso 1 1 d . . . . .
C11 C 0.7116(4) 0.5224(5) 0.7938(4) 0.0334(10) Uani 1 1 d . . . . .
H12 H 0.7607 0.5234 0.8568 0.040 Uiso 1 1 calc R U . . .
H13 H 0.6625 0.6205 0.7914 0.040 Uiso 1 1 calc R U . . .
Sb1 Sb 0.2500 0.60947(4) 0.7500 0.01749(18) Uani 1 2 d S T P . .
F2 F 0.2500 0.8381(4) 0.7500 0.0347(9) Uani 1 2 d S T P . .
F3 F 0.0871(2) 0.6111(3) 0.7514(2) 0.0325(7) Uani 1 1 d . . . . .
F4 F 0.2645(3) 0.6117(3) 0.8900(2) 0.0368(8) Uani 1 1 d . . . . .
F5 F 0.2500 0.3826(4) 0.7500 0.0274(8) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O1 1.874(3) . ?
Mn1 O1 1.874(3) 2_656 ?
Mn1 N1 2.120(3) 2_656 ?
Mn1 N1 2.121(3) . ?
Mn1 N2 2.254(4) 2_656 ?
Mn1 N2 2.254(3) . ?
O1 C1 1.343(5) . ?
C1 C6 1.405(5) . ?
C1 C2 1.422(5) . ?
C2 C3 1.385(6) . ?
C2 H1 0.9500 . ?
C3 C4 1.382(6) . ?
C3 H2 0.9500 . ?
C4 F1 1.374(5) . ?
C4 C5 1.380(6) . ?
C5 C6 1.421(5) . ?
C5 H3 0.9500 . ?
C6 C7 1.466(6) . ?
C7 N1 1.283(5) . ?
C7 H4 0.9500 . ?
N1 C8 1.474(5) . ?
C8 C9 1.529(6) . ?
C8 H5 0.9900 . ?
C8 H6 0.9900 . ?
C9 C10 1.525(7) . ?
C9 H7 0.9900 . ?
C9 H8 0.9900 . ?
C10 N2 1.488(6) . ?
C10 H9 0.9900 . ?
C10 H10 0.9900 . ?
N2 C11 1.466(6) . ?
N2 H11 1.04(5) . ?
C11 C11 1.529(9) 2_656 ?
C11 H12 0.9900 . ?
C11 H13 0.9900 . ?
Sb1 F5 1.876(3) . ?
Sb1 F3 1.884(3) 2_556 ?
Sb1 F3 1.884(3) . ?
Sb1 F4 1.888(3) . ?
Sb1 F4 1.889(3) 2_556 ?
Sb1 F2 1.891(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 O1 177.14(17) . 2_656 ?
O1 Mn1 N1 91.15(13) . 2_656 ?
O1 Mn1 N1 87.28(13) 2_656 2_656 ?
O1 Mn1 N1 87.28(13) . . ?
O1 Mn1 N1 91.15(13) 2_656 . ?
N1 Mn1 N1 113.64(18) 2_656 . ?
O1 Mn1 N2 85.88(13) . 2_656 ?
O1 Mn1 N2 96.33(13) 2_656 2_656 ?
N1 Mn1 N2 84.27(13) 2_656 2_656 ?
N1 Mn1 N2 160.96(13) . 2_656 ?
O1 Mn1 N2 96.33(13) . . ?
O1 Mn1 N2 85.88(13) 2_656 . ?
N1 Mn1 N2 160.96(13) 2_656 . ?
N1 Mn1 N2 84.27(13) . . ?
N2 Mn1 N2 78.9(2) 2_656 . ?
C1 O1 Mn1 122.9(3) . . ?
O1 C1 C6 122.9(3) . . ?
O1 C1 C2 118.5(3) . . ?
C6 C1 C2 118.6(4) . . ?
C3 C2 C1 120.9(4) . . ?
C3 C2 H1 119.5 . . ?
C1 C2 H1 119.5 . . ?
C4 C3 C2 119.0(4) . . ?
C4 C3 H2 120.5 . . ?
C2 C3 H2 120.5 . . ?
F1 C4 C5 118.3(4) . . ?
F1 C4 C3 118.8(4) . . ?
C5 C4 C3 122.9(4) . . ?
C4 C5 C6 118.4(4) . . ?
C4 C5 H3 120.8 . . ?
C6 C5 H3 120.8 . . ?
C1 C6 C5 120.2(4) . . ?
C1 C6 C7 121.2(3) . . ?
C5 C6 C7 118.3(3) . . ?
N1 C7 C6 124.7(3) . . ?
N1 C7 H4 117.6 . . ?
C6 C7 H4 117.6 . . ?
C7 N1 C8 117.4(3) . . ?
C7 N1 Mn1 121.7(3) . . ?
C8 N1 Mn1 120.6(3) . . ?
N1 C8 C9 111.9(3) . . ?
N1 C8 H5 109.2 . . ?
C9 C8 H5 109.2 . . ?
N1 C8 H6 109.2 . . ?
C9 C8 H6 109.2 . . ?
H5 C8 H6 107.9 . . ?
C10 C9 C8 116.1(3) . . ?
C10 C9 H7 108.3 . . ?
C8 C9 H7 108.3 . . ?
C10 C9 H8 108.3 . . ?
C8 C9 H8 108.3 . . ?
H7 C9 H8 107.4 . . ?
N2 C10 C9 112.2(3) . . ?
N2 C10 H9 109.2 . . ?
C9 C10 H9 109.2 . . ?
N2 C10 H10 109.2 . . ?
C9 C10 H10 109.2 . . ?
H9 C10 H10 107.9 . . ?
C11 N2 C10 111.7(3) . . ?
C11 N2 Mn1 107.5(3) . . ?
C10 N2 Mn1 115.8(2) . . ?
C11 N2 H11 108(2) . . ?
C10 N2 H11 112(3) . . ?
Mn1 N2 H11 101(2) . . ?
N2 C11 C11 109.5(3) . 2_656 ?
N2 C11 H12 109.8 . . ?
C11 C11 H12 109.8 2_656 . ?
N2 C11 H13 109.8 . . ?
C11 C11 H13 109.8 2_656 . ?
H12 C11 H13 108.2 . . ?
F5 Sb1 F3 90.40(7) . 2_556 ?
F5 Sb1 F3 90.40(7) . . ?
F3 Sb1 F3 179.20(14) 2_556 . ?
F5 Sb1 F4 90.57(8) . . ?
F3 Sb1 F4 89.56(15) 2_556 . ?
F3 Sb1 F4 90.44(15) . . ?
F5 Sb1 F4 90.57(8) . 2_556 ?
F3 Sb1 F4 90.43(15) 2_556 2_556 ?
F3 Sb1 F4 89.56(15) . 2_556 ?
F4 Sb1 F4 178.87(15) . 2_556 ?
F5 Sb1 F2 180.0 . . ?
F3 Sb1 F2 89.60(7) 2_556 . ?
F3 Sb1 F2 89.60(7) . . ?
F4 Sb1 F2 89.43(8) . . ?
F4 Sb1 F2 89.43(8) 2_556 . ?

_refine_diff_density_max         1.441
_refine_diff_density_min         -1.523
_refine_diff_density_rms         0.173

####################################################################### 
# 
# 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_SbF6-298K
_database_code_depnum_ccdc_archive 'CCDC 2023566'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, F6 Sb'
_chemical_formula_sum            'C22 H26 F8 Mn N4 O2 Sb'
_chemical_formula_weight         707.16

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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

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

_cell_length_a                   11.6715(9)
_cell_length_b                   8.2695(6)
_cell_length_c                   13.5489(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.836(2)
_cell_angle_gamma                90
_cell_volume                     1303.05(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9243
_cell_measurement_theta_min      2.406
_cell_measurement_theta_max      32.721

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.802
_exptl_crystal_F_000             700
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    1.606
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.676
_exptl_absorpt_correction_T_max  0.786
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14763
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.406
_diffrn_reflns_theta_max         32.721
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4803
_reflns_number_gt                3607
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_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)+(0.0361P)²+0.3458P] 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         4803
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0332
_refine_ls_wR_factor_ref         0.0788
_refine_ls_wR_factor_gt          0.0718
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.7500 0.16338(5) 0.7500 0.02927(9) Uani 1 2 d S T P . .
O1 O 0.79858(13) 0.15741(17) 0.88455(10) 0.0351(3) Uani 1 1 d . . . . .
C1 C 0.83279(16) 0.0218(2) 0.93173(13) 0.0305(4) Uani 1 1 d . . . . .
C2 C 0.80227(18) -0.0031(3) 1.02864(14) 0.0405(5) Uani 1 1 d . . . . .
H1 H 0.7562 0.0724 1.0574 0.049 Uiso 1 1 calc R U . . .
C3 C 0.8397(2) -0.1381(3) 1.08177(16) 0.0452(5) Uani 1 1 d . . . . .
H2 H 0.8181 -0.1549 1.1455 0.054 Uiso 1 1 calc R U . . .
C4 C 0.9095(2) -0.2476(3) 1.03942(17) 0.0452(5) Uani 1 1 d . . . . .
C5 C 0.94271(19) -0.2287(3) 0.94614(16) 0.0415(5) Uani 1 1 d . . . . .
H3 H 0.9913 -0.3037 0.9200 0.050 Uiso 1 1 calc R U . . .
C6 C 0.90249(16) -0.0941(2) 0.88988(14) 0.0323(4) Uani 1 1 d . . . . .
C7 C 0.94346(17) -0.0710(3) 0.79269(15) 0.0357(4) Uani 1 1 d . . . . .
H4 H 1.0075 -0.1299 0.7774 0.043 Uiso 1 1 calc R U . . .
N1 N 0.89758(14) 0.0249(2) 0.72671(12) 0.0344(3) Uani 1 1 d . . . . .
C8 C 0.95709(19) 0.0480(3) 0.63631(15) 0.0463(5) Uani 1 1 d . . . . .
H5 H 0.9031 0.0310 0.5788 0.056 Uiso 1 1 calc R U . . .
H6 H 1.0179 -0.0317 0.6345 0.056 Uiso 1 1 calc R U . . .
C9 C 1.0085(2) 0.2168(4) 0.63154(18) 0.0575(7) Uani 1 1 d . . . . .
H7 H 1.0601 0.2335 0.6906 0.069 Uiso 1 1 calc R U . . .
H8 H 1.0543 0.2214 0.5751 0.069 Uiso 1 1 calc R U . . .
C10 C 0.9230(2) 0.3543(3) 0.62315(19) 0.0564(7) Uani 1 1 d . . . . .
H9 H 0.9634 0.4539 0.6111 0.068 Uiso 1 1 calc R U . . .
H10 H 0.8680 0.3351 0.5666 0.068 Uiso 1 1 calc R U . . .
N2 N 0.86046(19) 0.3741(2) 0.71252(15) 0.0473(5) Uani 1 1 d . . . . .
H11 H 0.905(3) 0.384(3) 0.762(2) 0.064(9) Uiso 1 1 d . . . . .
C11 C 0.7869(3) 0.5182(3) 0.7074(2) 0.0665(8) Uani 1 1 d . . . . .
H12 H 0.7387 0.5185 0.6455 0.080 Uiso 1 1 calc R U . . .
H13 H 0.8342 0.6147 0.7097 0.080 Uiso 1 1 calc R U . . .
Sb1 Sb 1.2500 -0.38759(2) 0.7500 0.03542(7) Uani 1 2 d S T P . .
F1 F 0.94940(16) -0.37726(19) 1.09407(12) 0.0674(5) Uani 1 1 d . . . . .
F2 F 1.2500 -0.1604(3) 0.7500 0.0692(6) Uani 1 2 d S T P . .
F3 F 1.2645(2) -0.3862(2) 0.88695(12) 0.0861(6) Uani 1 1 d . . . . .
F4 F 1.08974(14) -0.38787(19) 0.75071(16) 0.0722(5) Uani 1 1 d . . . . .
F5 F 1.2500 -0.6132(2) 0.7500 0.0530(5) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O1 1.8636(13) . ?
Mn1 O1 1.8636(13) 2_656 ?
Mn1 N1 2.1141(17) 2_656 ?
Mn1 N1 2.1142(17) . ?
Mn1 N2 2.251(2) . ?
Mn1 N2 2.251(2) 2_656 ?
O1 C1 1.335(2) . ?
C1 C2 1.404(3) . ?
C1 C6 1.407(3) . ?
C2 C3 1.380(3) . ?
C2 H1 0.9300 . ?
C3 C4 1.375(4) . ?
C3 H2 0.9300 . ?
C4 C5 1.362(3) . ?
C4 F1 1.363(2) . ?
C5 C6 1.407(3) . ?
C5 H3 0.9300 . ?
C6 C7 1.451(3) . ?
C7 N1 1.278(3) . ?
C7 H4 0.9300 . ?
N1 C8 1.471(3) . ?
C8 C9 1.522(4) . ?
C8 H5 0.9700 . ?
C8 H6 0.9700 . ?
C9 C10 1.510(4) . ?
C9 H7 0.9700 . ?
C9 H8 0.9700 . ?
C10 N2 1.475(4) . ?
C10 H9 0.9700 . ?
C10 H10 0.9700 . ?
N2 C11 1.467(3) . ?
N2 H11 0.81(3) . ?
C11 C11 1.497(7) 2_656 ?
C11 H12 0.9700 . ?
C11 H13 0.9700 . ?
Sb1 F3 1.8490(16) . ?
Sb1 F3 1.8491(16) 2_756 ?
Sb1 F5 1.8654(18) . ?
Sb1 F4 1.8713(16) . ?
Sb1 F4 1.8713(16) 2_756 ?
Sb1 F2 1.879(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 O1 176.96(9) . 2_656 ?
O1 Mn1 N1 91.39(7) . 2_656 ?
O1 Mn1 N1 86.97(6) 2_656 2_656 ?
O1 Mn1 N1 86.97(6) . . ?
O1 Mn1 N1 91.38(6) 2_656 . ?
N1 Mn1 N1 114.40(10) 2_656 . ?
O1 Mn1 N2 96.22(7) . . ?
O1 Mn1 N2 86.14(7) 2_656 . ?
N1 Mn1 N2 160.46(8) 2_656 . ?
N1 Mn1 N2 84.05(8) . . ?
O1 Mn1 N2 86.14(7) . 2_656 ?
O1 Mn1 N2 96.22(7) 2_656 2_656 ?
N1 Mn1 N2 84.05(7) 2_656 2_656 ?
N1 Mn1 N2 160.46(8) . 2_656 ?
N2 Mn1 N2 78.56(12) . 2_656 ?
C1 O1 Mn1 123.00(12) . . ?
O1 C1 C2 118.79(18) . . ?
O1 C1 C6 122.61(17) . . ?
C2 C1 C6 118.53(18) . . ?
C3 C2 C1 120.8(2) . . ?
C3 C2 H1 119.6 . . ?
C1 C2 H1 119.6 . . ?
C4 C3 C2 119.2(2) . . ?
C4 C3 H2 120.4 . . ?
C2 C3 H2 120.4 . . ?
C5 C4 F1 118.9(2) . . ?
C5 C4 C3 122.5(2) . . ?
F1 C4 C3 118.6(2) . . ?
C4 C5 C6 119.0(2) . . ?
C4 C5 H3 120.5 . . ?
C6 C5 H3 120.5 . . ?
C5 C6 C1 119.89(18) . . ?
C5 C6 C7 118.40(18) . . ?
C1 C6 C7 121.45(17) . . ?
N1 C7 C6 124.46(18) . . ?
N1 C7 H4 117.8 . . ?
C6 C7 H4 117.8 . . ?
C7 N1 C8 117.63(18) . . ?
C7 N1 Mn1 122.02(14) . . ?
C8 N1 Mn1 120.12(14) . . ?
N1 C8 C9 111.7(2) . . ?
N1 C8 H5 109.3 . . ?
C9 C8 H5 109.3 . . ?
N1 C8 H6 109.3 . . ?
C9 C8 H6 109.3 . . ?
H5 C8 H6 107.9 . . ?
C10 C9 C8 115.7(2) . . ?
C10 C9 H7 108.4 . . ?
C8 C9 H7 108.4 . . ?
C10 C9 H8 108.4 . . ?
C8 C9 H8 108.4 . . ?
H7 C9 H8 107.4 . . ?
N2 C10 C9 113.0(2) . . ?
N2 C10 H9 109.0 . . ?
C9 C10 H9 109.0 . . ?
N2 C10 H10 109.0 . . ?
C9 C10 H10 109.0 . . ?
H9 C10 H10 107.8 . . ?
C11 N2 C10 112.3(2) . . ?
C11 N2 Mn1 107.18(17) . . ?
C10 N2 Mn1 115.61(15) . . ?
C11 N2 H11 107(2) . . ?
C10 N2 H11 111(2) . . ?
Mn1 N2 H11 103(2) . . ?
N2 C11 C11 109.6(2) . 2_656 ?
N2 C11 H12 109.7 . . ?
C11 C11 H12 109.7 2_656 . ?
N2 C11 H13 109.7 . . ?
C11 C11 H13 109.7 2_656 . ?
H12 C11 H13 108.2 . . ?
F3 Sb1 F3 179.27(12) . 2_756 ?
F3 Sb1 F5 90.36(6) . . ?
F3 Sb1 F5 90.36(6) 2_756 . ?
F3 Sb1 F4 90.10(10) . . ?
F3 Sb1 F4 89.90(10) 2_756 . ?
F5 Sb1 F4 89.93(5) . . ?
F3 Sb1 F4 89.90(10) . 2_756 ?
F3 Sb1 F4 90.10(10) 2_756 2_756 ?
F5 Sb1 F4 89.93(5) . 2_756 ?
F4 Sb1 F4 179.86(10) . 2_756 ?
F3 Sb1 F2 89.64(6) . . ?
F3 Sb1 F2 89.64(6) 2_756 . ?
F5 Sb1 F2 180.0 . . ?
F4 Sb1 F2 90.07(5) . . ?
F4 Sb1 F2 90.07(5) 2_756 . ?

_refine_diff_density_max         0.535
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.094

####################################################################### 
# 
# 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_ClO4-298K_0m
_database_code_depnum_ccdc_archive 'CCDC 2023560'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, Cl O4'
_chemical_formula_sum            'C22 H26 Cl F2 Mn N4 O6'
_chemical_formula_weight         570.86

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'
Cl Cl 0.1484 0.1585 '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                   9.831(4)
_cell_length_b                   17.819(7)
_cell_length_c                   14.782(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.738(9)
_cell_angle_gamma                90
_cell_volume                     2479.8(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9230
_cell_measurement_theta_min      2.286
_cell_measurement_theta_max      28.246

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.701
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.824
_exptl_absorpt_correction_T_max  0.869
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21932
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.286
_diffrn_reflns_theta_max         28.246
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6124
_reflns_number_gt                4464
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_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)+(0.0737P)²+1.5917P] 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         6124
_refine_ls_number_parameters     333
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_ref         0.1452
_refine_ls_wR_factor_gt          0.1259
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
O1 O 0.53167(18) 0.26456(10) -0.03469(13) 0.0425(4) Uani 1 1 d . . . . .
C1 C 0.4337(3) 0.21247(15) -0.07325(16) 0.0406(5) Uani 1 1 d . . . . .
C2 C 0.2949(3) 0.23632(18) -0.1213(2) 0.0515(6) Uani 1 1 d . . . . .
H1 H 0.2740 0.2873 -0.1259 0.062 Uiso 1 1 calc R U . . .
C3 C 0.1898(3) 0.1851(2) -0.1614(2) 0.0617(8) Uani 1 1 d . . . . .
H2 H 0.0980 0.2012 -0.1918 0.074 Uiso 1 1 calc R U . . .
C4 C 0.2224(3) 0.1100(2) -0.1560(2) 0.0665(9) Uani 1 1 d . . . . .
F1 F 0.1184(3) 0.05906(16) -0.1952(2) 0.1081(9) Uani 1 1 d . . . . .
C5 C 0.3574(4) 0.08347(18) -0.1142(2) 0.0606(8) Uani 1 1 d . . . . .
H3 H 0.3769 0.0324 -0.1145 0.073 Uiso 1 1 calc R U . . .
C6 C 0.4658(3) 0.13494(15) -0.07076(18) 0.0449(6) Uani 1 1 d . . . . .
C7 C 0.6119(3) 0.10843(15) -0.03554(19) 0.0500(6) Uani 1 1 d . . . . .
H4 H 0.6329 0.0611 -0.0543 0.060 Uiso 1 1 calc R U . . .
N1 N 0.7134(2) 0.14626(13) 0.01966(16) 0.0465(5) Uani 1 1 d . . . . .
C8 C 0.8614(3) 0.12086(19) 0.0328(2) 0.0593(8) Uani 1 1 d . . . . .
H5 H 0.8608 0.0717 0.0045 0.071 Uiso 1 1 calc R U . . .
H6 H 0.9101 0.1166 0.0997 0.071 Uiso 1 1 calc R U . . .
C9 C 0.9406(3) 0.1762(2) -0.0126(2) 0.0697(9) Uani 1 1 d . . . . .
H7 H 1.0299 0.1535 -0.0134 0.084 Uiso 1 1 calc R U . . .
H8 H 0.8850 0.1839 -0.0777 0.084 Uiso 1 1 calc R U . . .
C10 C 0.9718(3) 0.2523(2) 0.0353(3) 0.0662(9) Uani 1 1 d . . . . .
H9 H 1.0187 0.2450 0.1020 0.079 Uiso 1 1 calc R U . . .
H10 H 1.0366 0.2795 0.0086 0.079 Uiso 1 1 calc R U . . .
N2 N 0.8422(2) 0.29830(14) 0.02453(18) 0.0516(6) Uani 1 1 d . . . . .
H11 H 0.801(3) 0.3030(18) -0.037(2) 0.059(9) Uiso 1 1 d . . . . .
C11 C 0.8711(3) 0.37271(19) 0.0717(2) 0.0620(8) Uani 1 1 d . . . . .
H12 H 0.9260 0.4034 0.0408 0.074 Uiso 1 1 calc R U . . .
H13 H 0.9257 0.3663 0.1373 0.074 Uiso 1 1 calc R U . . .
C12 C 0.7320(4) 0.41078(17) 0.0661(2) 0.0630(8) Uani 1 1 d . . . . .
H14 H 0.7497 0.4601 0.0949 0.076 Uiso 1 1 calc R U . . .
H15 H 0.6773 0.4169 0.0005 0.076 Uiso 1 1 calc R U . . .
N3 N 0.6513(3) 0.36486(13) 0.11593(18) 0.0504(5) Uani 1 1 d . . . . .
H16 H 0.692(3) 0.3693(18) 0.171(2) 0.054(9) Uiso 1 1 d . . . . .
C13 C 0.5036(4) 0.39178(17) 0.0992(2) 0.0605(8) Uani 1 1 d . . . . .
H17 H 0.4521 0.3846 0.0332 0.073 Uiso 1 1 calc R U . . .
H18 H 0.5050 0.4451 0.1125 0.073 Uiso 1 1 calc R U . . .
C14 C 0.4262(4) 0.35118(18) 0.1601(2) 0.0626(8) Uani 1 1 d . . . . .
H19 H 0.3369 0.3768 0.1538 0.075 Uiso 1 1 calc R U . . .
H20 H 0.4825 0.3555 0.2256 0.075 Uiso 1 1 calc R U . . .
C15 C 0.3948(3) 0.26828(17) 0.1378(2) 0.0505(6) Uani 1 1 d . . . . .
H21 H 0.3370 0.2490 0.1758 0.061 Uiso 1 1 calc R U . . .
H22 H 0.3416 0.2627 0.0718 0.061 Uiso 1 1 calc R U . . .
N4 N 0.5281(2) 0.22467(12) 0.15736(15) 0.0393(4) Uani 1 1 d . . . . .
C16 C 0.5580(2) 0.17932(14) 0.22745(17) 0.0402(5) Uani 1 1 d . . . . .
H23 H 0.4887 0.1701 0.2577 0.048 Uiso 1 1 calc R U . . .
C17 C 0.6949(2) 0.14118(13) 0.26279(16) 0.0374(5) Uani 1 1 d . . . . .
C18 C 0.7037(3) 0.07735(15) 0.31972(18) 0.0454(6) Uani 1 1 d . . . . .
H24 H 0.6222 0.0574 0.3302 0.054 Uiso 1 1 calc R U . . .
C19 C 0.8330(3) 0.04465(14) 0.3597(2) 0.0482(6) Uani 1 1 d . . . . .
F2 F 0.8397(2) -0.01800(10) 0.41531(14) 0.0688(5) Uani 1 1 d . . . . .
C20 C 0.9576(3) 0.07275(16) 0.3477(2) 0.0504(6) Uani 1 1 d . . . . .
H25 H 1.0443 0.0500 0.3768 0.060 Uiso 1 1 calc R U . . .
C21 C 0.9507(3) 0.13558(16) 0.29126(19) 0.0460(6) Uani 1 1 d . . . . .
H26 H 1.0339 0.1548 0.2824 0.055 Uiso 1 1 calc R U . . .
C22 C 0.8200(2) 0.17097(13) 0.24699(16) 0.0371(5) Uani 1 1 d . . . . .
O2 O 0.81962(17) 0.23136(10) 0.19329(12) 0.0427(4) Uani 1 1 d . . . . .
Mn1 Mn 0.67464(3) 0.24741(2) 0.07918(2) 0.03518(12) Uani 1 1 d . . . . .
Cl1 Cl 0.27147(8) 0.03804(5) 0.20743(7) 0.0655(2) Uani 1 1 d . . . . .
O3 O 0.3971(3) 0.0262(3) 0.1865(4) 0.156(2) Uani 1 1 d . . . . .
O4 O 0.3090(4) 0.0706(2) 0.3007(3) 0.1195(12) Uani 1 1 d . . . . .
O5 O 0.2012(5) -0.0302(3) 0.2078(3) 0.1555(19) Uani 1 1 d . . . . .
O6 O 0.1912(6) 0.0882(4) 0.1482(5) 0.225(3) Uani 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
O1 C1 1.341(3) . ?
O1 Mn1 1.8814(18) . ?
C1 C2 1.410(4) . ?
C1 C6 1.415(4) . ?
C2 C3 1.378(4) . ?
C2 H1 0.9300 . ?
C3 C4 1.373(5) . ?
C3 H2 0.9300 . ?
C4 F1 1.365(4) . ?
C4 C5 1.376(5) . ?
C5 C6 1.412(4) . ?
C5 H3 0.9300 . ?
C6 C7 1.459(4) . ?
C7 N1 1.283(4) . ?
C7 H4 0.9300 . ?
N1 C8 1.483(3) . ?
N1 Mn1 2.088(2) . ?
C8 C9 1.525(5) . ?
C8 H5 0.9700 . ?
C8 H6 0.9700 . ?
C9 C10 1.520(5) . ?
C9 H7 0.9700 . ?
C9 H8 0.9700 . ?
C10 N2 1.484(4) . ?
C10 H9 0.9700 . ?
C10 H10 0.9700 . ?
N2 C11 1.487(4) . ?
N2 Mn1 2.226(2) . ?
N2 H11 0.89(3) . ?
C11 C12 1.507(5) . ?
C11 H12 0.9700 . ?
C11 H13 0.9700 . ?
C12 N3 1.476(4) . ?
C12 H14 0.9700 . ?
C12 H15 0.9700 . ?
N3 C13 1.480(4) . ?
N3 Mn1 2.191(3) . ?
N3 H16 0.80(3) . ?
C13 C14 1.519(5) . ?
C13 H17 0.9700 . ?
C13 H18 0.9700 . ?
C14 C15 1.526(5) . ?
C14 H19 0.9700 . ?
C14 H20 0.9700 . ?
C15 N4 1.478(3) . ?
C15 H21 0.9700 . ?
C15 H22 0.9700 . ?
N4 C16 1.280(3) . ?
N4 Mn1 2.130(2) . ?
C16 C17 1.463(3) . ?
C16 H23 0.9300 . ?
C17 C18 1.403(3) . ?
C17 C22 1.420(3) . ?
C18 C19 1.368(4) . ?
C18 H24 0.9300 . ?
C19 F2 1.376(3) . ?
C19 C20 1.382(4) . ?
C20 C21 1.386(4) . ?
C20 H25 0.9300 . ?
C21 C22 1.411(3) . ?
C21 H26 0.9300 . ?
C22 O2 1.336(3) . ?
O2 Mn1 1.8904(17) . ?
Cl1 O6 1.338(4) . ?
Cl1 O3 1.373(3) . ?
Cl1 O5 1.398(4) . ?
Cl1 O4 1.442(3) . ?

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
C1 O1 Mn1 121.87(15) . . ?
O1 C1 C2 118.6(2) . . ?
O1 C1 C6 122.5(2) . . ?
C2 C1 C6 118.9(2) . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 H1 119.5 . . ?
C1 C2 H1 119.5 . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 H2 120.4 . . ?
C2 C3 H2 120.4 . . ?
F1 C4 C3 119.3(3) . . ?
F1 C4 C5 118.0(3) . . ?
C3 C4 C5 122.7(3) . . ?
C4 C5 C6 119.0(3) . . ?
C4 C5 H3 120.5 . . ?
C6 C5 H3 120.5 . . ?
C5 C6 C1 119.3(3) . . ?
C5 C6 C7 119.2(3) . . ?
C1 C6 C7 121.0(2) . . ?
N1 C7 C6 124.2(2) . . ?
N1 C7 H4 117.9 . . ?
C6 C7 H4 117.9 . . ?
C7 N1 C8 118.5(2) . . ?
C7 N1 Mn1 121.24(18) . . ?
C8 N1 Mn1 119.96(19) . . ?
N1 C8 C9 110.5(2) . . ?
N1 C8 H5 109.5 . . ?
C9 C8 H5 109.5 . . ?
N1 C8 H6 109.5 . . ?
C9 C8 H6 109.5 . . ?
H5 C8 H6 108.1 . . ?
C10 C9 C8 115.6(3) . . ?
C10 C9 H7 108.4 . . ?
C8 C9 H7 108.4 . . ?
C10 C9 H8 108.4 . . ?
C8 C9 H8 108.4 . . ?
H7 C9 H8 107.4 . . ?
N2 C10 C9 113.0(3) . . ?
N2 C10 H9 109.0 . . ?
C9 C10 H9 109.0 . . ?
N2 C10 H10 109.0 . . ?
C9 C10 H10 109.0 . . ?
H9 C10 H10 107.8 . . ?
C10 N2 C11 113.6(2) . . ?
C10 N2 Mn1 116.00(19) . . ?
C11 N2 Mn1 104.72(18) . . ?
C10 N2 H11 106(2) . . ?
C11 N2 H11 111(2) . . ?
Mn1 N2 H11 104(2) . . ?
N2 C11 C12 109.2(2) . . ?
N2 C11 H12 109.8 . . ?
C12 C11 H12 109.8 . . ?
N2 C11 H13 109.8 . . ?
C12 C11 H13 109.8 . . ?
H12 C11 H13 108.3 . . ?
N3 C12 C11 109.5(3) . . ?
N3 C12 H14 109.8 . . ?
C11 C12 H14 109.8 . . ?
N3 C12 H15 109.8 . . ?
C11 C12 H15 109.8 . . ?
H14 C12 H15 108.2 . . ?
C12 N3 C13 112.3(3) . . ?
C12 N3 Mn1 107.22(19) . . ?
C13 N3 Mn1 115.85(18) . . ?
C12 N3 H16 106(2) . . ?
C13 N3 H16 108(2) . . ?
Mn1 N3 H16 107(2) . . ?
N3 C13 C14 112.4(2) . . ?
N3 C13 H17 109.1 . . ?
C14 C13 H17 109.1 . . ?
N3 C13 H18 109.1 . . ?
C14 C13 H18 109.1 . . ?
H17 C13 H18 107.9 . . ?
C13 C14 C15 116.0(3) . . ?
C13 C14 H19 108.3 . . ?
C15 C14 H19 108.3 . . ?
C13 C14 H20 108.3 . . ?
C15 C14 H20 108.3 . . ?
H19 C14 H20 107.4 . . ?
N4 C15 C14 110.7(2) . . ?
N4 C15 H21 109.5 . . ?
C14 C15 H21 109.5 . . ?
N4 C15 H22 109.5 . . ?
C14 C15 H22 109.5 . . ?
H21 C15 H22 108.1 . . ?
C16 N4 C15 118.3(2) . . ?
C16 N4 Mn1 121.73(16) . . ?
C15 N4 Mn1 119.59(16) . . ?
N4 C16 C17 123.8(2) . . ?
N4 C16 H23 118.1 . . ?
C17 C16 H23 118.1 . . ?
C18 C17 C22 119.7(2) . . ?
C18 C17 C16 118.9(2) . . ?
C22 C17 C16 121.3(2) . . ?
C19 C18 C17 119.6(2) . . ?
C19 C18 H24 120.2 . . ?
C17 C18 H24 120.2 . . ?
C18 C19 F2 118.8(2) . . ?
C18 C19 C20 122.5(2) . . ?
F2 C19 C20 118.6(2) . . ?
C19 C20 C21 118.6(2) . . ?
C19 C20 H25 120.7 . . ?
C21 C20 H25 120.7 . . ?
C20 C21 C22 121.4(2) . . ?
C20 C21 H26 119.3 . . ?
C22 C21 H26 119.3 . . ?
O2 C22 C21 118.8(2) . . ?
O2 C22 C17 123.0(2) . . ?
C21 C22 C17 118.2(2) . . ?
C22 O2 Mn1 121.62(14) . . ?
O1 Mn1 O2 179.21(8) . . ?
O1 Mn1 N1 86.74(8) . . ?
O2 Mn1 N1 93.63(9) . . ?
O1 Mn1 N4 93.93(8) . . ?
O2 Mn1 N4 86.62(8) . . ?
N1 Mn1 N4 107.36(9) . . ?
O1 Mn1 N3 87.82(9) . . ?
O2 Mn1 N3 91.67(9) . . ?
N1 Mn1 N3 166.87(9) . . ?
N4 Mn1 N3 84.92(9) . . ?
O1 Mn1 N2 92.83(9) . . ?
O2 Mn1 N2 86.49(9) . . ?
N1 Mn1 N2 87.42(10) . . ?
N4 Mn1 N2 164.06(9) . . ?
N3 Mn1 N2 80.92(10) . . ?
O6 Cl1 O3 110.7(4) . . ?
O6 Cl1 O5 112.6(4) . . ?
O3 Cl1 O5 110.2(3) . . ?
O6 Cl1 O4 107.3(4) . . ?
O3 Cl1 O4 106.1(2) . . ?
O5 Cl1 O4 109.7(2) . . ?

_refine_diff_density_max         0.610
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.074

####################################################################### 
# 
# 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_PF6-298K
_database_code_depnum_ccdc_archive 'CCDC 2023564'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;
_audit_creation_date             2021-03-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, 0.5(F12 P2)'
_chemical_formula_sum            'C22 H26 F8 Mn N4 O2 P'
_chemical_formula_weight         616.38
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   11.530(4)
_cell_length_b                   8.107(3)
_cell_length_c                   13.414(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.156(9)
_cell_angle_gamma                90
_cell_volume                     1250.6(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3011
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.3421
_cell_measurement_theta_min      2.5464
_shelx_estimated_absorpt_T_max   0.954
_shelx_estimated_absorpt_T_min   0.929
_exptl_absorpt_coefficient_mu    0.680
_exptl_absorpt_correction_T_max  0.954
_exptl_absorpt_correction_T_min  0.937
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8982
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.258
_diffrn_reflns_theta_min         2.512
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  bruker-ccd
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2568
_reflns_number_total             3103

_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SMART (Bruker, 2000)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXL (Sheldrick, 2015)'
_refine_diff_density_max         0.917
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         3103
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0485
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0727P)²+0.6629P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1342
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 N2-H2A
 0.82 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F4) \\sim Ueq, Uanis(F5) \\sim Ueq, Uanis(F5A) \\sim Ueq, Uanis(F4A)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F5A) \\sim Ueq, Uanis(F4) \\sim Ueq, Uanis(F4A) \\sim Ueq, Uanis(F5)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Others
 Fixed Sof: F5(0.5) F4(0.5) F5A(0.5) F4A(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O1 O 0.79655(15) 0.1601(2) 0.88623(12) 0.0330(4) Uani 1 1 d . . . . .
C1 C 0.83196(18) 0.0217(3) 0.93312(16) 0.0291(5) Uani 1 1 d . . . . .
C2 C 0.7987(2) -0.0065(3) 1.03024(17) 0.0382(5) Uani 1 1 d . . . . .
H2 H 0.7501 0.0684 1.0591 0.046 Uiso 1 1 calc R . . . .
C3 C 0.8372(2) -0.1445(4) 1.08363(19) 0.0428(6) Uani 1 1 d . . . . .
H3 H 0.8136 -0.1639 1.1474 0.051 Uiso 1 1 calc R . . . .
C4 C 0.9110(2) -0.2524(3) 1.0408(2) 0.0422(6) Uani 1 1 d . . . . .
F1 F 0.95269(17) -0.3837(2) 1.09554(15) 0.0630(5) Uani 1 1 d . . . . .
C5 C 0.9467(2) -0.2302(3) 0.9471(2) 0.0393(6) Uani 1 1 d . . . . .
H5 H 0.9979 -0.3044 0.9209 0.047 Uiso 1 1 calc R . . . .
C6 C 0.90515(19) -0.0934(3) 0.89048(17) 0.0304(5) Uani 1 1 d . . . . .
C7 C 0.94799(19) -0.0678(3) 0.79302(17) 0.0329(5) Uani 1 1 d . . . . .
H7 H 1.0139 -0.1260 0.7776 0.040 Uiso 1 1 calc R . . . .
N1 N 0.90134(16) 0.0295(2) 0.72652(14) 0.0314(4) Uani 1 1 d . . . . .
Mn1 Mn 0.7500 0.16779(6) 0.7500 0.02716(16) Uani 1 2 d S T P . .
C8 C 0.9628(2) 0.0535(4) 0.63406(19) 0.0429(6) Uani 1 1 d . . . . .
H8A H 0.9088 0.0353 0.5762 0.052 Uiso 1 1 calc R . . . .
H8B H 1.0248 -0.0271 0.6322 0.052 Uiso 1 1 calc R . . . .
C9 C 1.0137(2) 0.2263(4) 0.6289(2) 0.0533(8) Uani 1 1 d . . . . .
H9A H 1.0649 0.2444 0.6885 0.064 Uiso 1 1 calc R . . . .
H9B H 1.0609 0.2313 0.5719 0.064 Uiso 1 1 calc R . . . .
C10 C 0.9267(3) 0.3647(4) 0.6200(2) 0.0543(8) Uani 1 1 d . . . . .
H10A H 0.9669 0.4669 0.6074 0.065 Uiso 1 1 calc R . . . .
H10B H 0.8717 0.3438 0.5632 0.065 Uiso 1 1 calc R . . . .
N2 N 0.8624(2) 0.3838(3) 0.71106(18) 0.0446(6) Uani 1 1 d D . . . .
C11 C 0.7872(3) 0.5310(4) 0.7061(3) 0.0614(9) Uani 1 1 d . . . . .
H11A H 0.7382 0.5303 0.6442 0.074 Uiso 1 1 calc R . . . .
H11B H 0.8347 0.6298 0.7073 0.074 Uiso 1 1 calc R . . . .
P1 P 0.2500 0.62287(12) 0.7500 0.0419(2) Uani 1 2 d S T P . .
F2 F 0.2500 0.4272(3) 0.7500 0.0636(7) Uani 1 2 d S T P A .
F3 F 0.2500 0.8217(3) 0.7500 0.0704(8) Uani 1 2 d S T P A .
F5 F 0.2253(5) 0.6160(7) 0.6312(4) 0.0605(12) Uani 0.5 1 d . U . A 1
F4 F 0.3865(5) 0.6173(7) 0.7367(4) 0.0567(12) Uani 0.5 1 d . U . A 1
F5A F 0.3877(6) 0.6254(9) 0.7749(4) 0.0759(17) Uani 0.5 1 d . U . A 2
F4A F 0.2734(5) 0.6330(8) 0.6363(5) 0.0733(15) Uani 0.5 1 d . U . A 2
H2A H 0.909(2) 0.397(4) 0.7586(17) 0.042(8) Uiso 1 1 d 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
O1 C1 1.336(3) . ?
O1 Mn1 1.8679(17) . ?
C1 C2 1.403(3) . ?
C1 C6 1.407(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.384(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(4) . ?
C4 F1 1.361(3) . ?
C4 C5 1.363(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.408(3) . ?
C6 C7 1.446(3) . ?
C7 H7 0.9300 . ?
C7 N1 1.280(3) . ?
N1 Mn1 2.117(2) . ?
N1 C8 1.485(3) . ?
Mn1 O1 1.8679(17) 2_656 ?
Mn1 N1 2.117(2) 2_656 ?
Mn1 N2 2.262(2) 2_656 ?
Mn1 N2 2.262(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.523(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.504(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 N2 1.483(4) . ?
N2 C11 1.473(4) . ?
N2 H2A 0.813(17) . ?
C11 C11 1.508(7) 2_656 ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
P1 F2 1.586(3) . ?
P1 F3 1.612(3) . ?
P1 F5 1.600(5) . ?
P1 F5 1.600(5) 2_556 ?
P1 F4 1.598(5) . ?
P1 F4 1.598(5) 2_556 ?
P1 F5A 1.598(7) . ?
P1 F5A 1.598(7) 2_556 ?
P1 F4A 1.570(6) . ?
P1 F4A 1.570(6) 2_556 ?

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
C1 O1 Mn1 123.02(14) . . ?
O1 C1 C2 118.7(2) . . ?
O1 C1 C6 122.5(2) . . ?
C2 C1 C6 118.8(2) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.9(2) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 118.9(2) . . ?
C4 C3 H3 120.5 . . ?
F1 C4 C3 118.5(2) . . ?
F1 C4 C5 118.9(3) . . ?
C5 C4 C3 122.6(2) . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.2(2) . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 119.6(2) . . ?
C1 C6 C7 121.8(2) . . ?
C5 C6 C7 118.4(2) . . ?
C6 C7 H7 117.8 . . ?
N1 C7 C6 124.4(2) . . ?
N1 C7 H7 117.8 . . ?
C7 N1 Mn1 122.15(16) . . ?
C7 N1 C8 117.5(2) . . ?
C8 N1 Mn1 120.19(16) . . ?
O1 Mn1 O1 176.19(10) 2_656 . ?
O1 Mn1 N1 86.93(7) 2_656 2_656 ?
O1 Mn1 N1 91.05(8) 2_656 . ?
O1 Mn1 N1 91.05(8) . 2_656 ?
O1 Mn1 N1 86.93(7) . . ?
O1 Mn1 N2 85.91(8) . 2_656 ?
O1 Mn1 N2 97.05(8) . . ?
O1 Mn1 N2 85.91(8) 2_656 . ?
O1 Mn1 N2 97.06(8) 2_656 2_656 ?
N1 Mn1 N1 116.03(11) 2_656 . ?
N1 Mn1 N2 159.49(9) . 2_656 ?
N1 Mn1 N2 83.31(9) 2_656 2_656 ?
N1 Mn1 N2 159.49(8) 2_656 . ?
N1 Mn1 N2 83.31(9) . . ?
N2 Mn1 N2 78.54(14) 2_656 . ?
N1 C8 H8A 109.3 . . ?
N1 C8 H8B 109.3 . . ?
N1 C8 C9 111.6(2) . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
C8 C9 H9A 108.4 . . ?
C8 C9 H9B 108.4 . . ?
H9A C9 H9B 107.4 . . ?
C10 C9 C8 115.6(2) . . ?
C10 C9 H9A 108.4 . . ?
C10 C9 H9B 108.4 . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
N2 C10 C9 112.5(2) . . ?
N2 C10 H10A 109.1 . . ?
N2 C10 H10B 109.1 . . ?
Mn1 N2 H2A 106(2) . . ?
C10 N2 Mn1 116.00(17) . . ?
C10 N2 H2A 108(2) . . ?
C11 N2 Mn1 107.01(19) . . ?
C11 N2 C10 112.0(2) . . ?
C11 N2 H2A 107(2) . . ?
N2 C11 C11 109.3(2) . 2_656 ?
N2 C11 H11A 109.8 . . ?
N2 C11 H11B 109.8 . . ?
C11 C11 H11A 109.8 2_656 . ?
C11 C11 H11B 109.8 2_656 . ?
H11A C11 H11B 108.3 . . ?
F2 P1 F3 180.0 . . ?
F2 P1 F5 88.00(19) . 2_556 ?
F2 P1 F5 88.00(19) . . ?
F2 P1 F4 88.4(2) . . ?
F2 P1 F4 88.4(2) . 2_556 ?
F2 P1 F5A 90.7(3) . 2_556 ?
F2 P1 F5A 90.7(3) . . ?
F5 P1 F3 92.00(19) . . ?
F5 P1 F3 92.00(19) 2_556 . ?
F5 P1 F5 176.0(4) . 2_556 ?
F4 P1 F3 91.6(2) . . ?
F4 P1 F3 91.6(2) 2_556 . ?
F4 P1 F5 89.6(3) 2_556 2_556 ?
F4 P1 F5 90.3(3) . 2_556 ?
F4 P1 F5 89.6(3) . . ?
F4 P1 F5 90.3(3) 2_556 . ?
F4 P1 F4 176.8(4) . 2_556 ?
F5A P1 F3 89.3(3) 2_556 . ?
F5A P1 F3 89.3(3) . . ?
F5A P1 F5A 178.5(5) 2_556 . ?
F4A P1 F2 93.0(2) 2_556 . ?
F4A P1 F2 93.0(2) . . ?
F4A P1 F3 87.0(2) . . ?
F4A P1 F3 87.0(2) 2_556 . ?
F4A P1 F5A 91.9(3) 2_556 . ?
F4A P1 F5A 88.0(3) 2_556 2_556 ?
F4A P1 F5A 88.0(3) . . ?
F4A P1 F5A 91.9(3) . 2_556 ?
F4A P1 F4A 174.0(5) . 2_556 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_Br-298K
_database_code_depnum_ccdc_archive 'CCDC 2023556'
loop_
_audit_author_name
_audit_author_address
'cy Qin'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2021-03-25 downloaded from the CCDC.
;
_audit_creation_date             2021-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 F2 Mn N4 O2, 0.72(Br1), 0.28(Cl)'
_chemical_formula_sum            'C22 H26 Br0.72 Cl0.28 F2 Mn N4 O2'
_chemical_formula_weight         538.95
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.0357(8)
_cell_length_b                   16.0975(15)
_cell_length_c                   17.7115(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2291.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6179
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      31.5432
_cell_measurement_theta_min      2.5306
_shelx_estimated_absorpt_T_max   0.847
_shelx_estimated_absorpt_T_min   0.818
_exptl_absorpt_coefficient_mu    1.911
_exptl_absorpt_correction_T_max  0.842
_exptl_absorpt_correction_T_min  0.811
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1100
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13411
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.025
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_min         2.625
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  bruker
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1490
_reflns_number_total             2030
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SMART (Bruker, 2000)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXL (Sheldrick, 2015)'
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2030
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0441P)²+0.8938P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0834
_refine_ls_wR_factor_ref         0.0934
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Shared sites
{Br1, Cl1}
3. Uiso/Uaniso restraints and constraints
Uanis(Br1) = Uanis(Cl1)
4. Others
 Sof(Cl1)=0.5*(1-FVAR(2))
 Sof(Br1)=0.5*FVAR(2)
5.a Ternary CH refined with riding coordinates:
 N2(H2A)
5.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.7500 0.2500 0.02865(3) 0.0375(2) Uani 1 2 d S T P . .
O1 O 0.8513(2) 0.14549(12) 0.02744(10) 0.0464(5) Uani 1 1 d . . . . .
C1 C 0.9138(3) 0.10624(17) 0.08712(15) 0.0378(6) Uani 1 1 d . . . . .
C2 C 0.9078(4) 0.02004(19) 0.08857(17) 0.0489(8) Uani 1 1 d . . . . .
H2 H 0.8605 -0.0083 0.0482 0.059 Uiso 1 1 calc R . . . .
C3 C 0.9705(4) -0.0243(2) 0.14867(19) 0.0570(9) Uani 1 1 d . . . . .
H3 H 0.9622 -0.0819 0.1501 0.068 Uiso 1 1 calc R . . . .
C4 C 1.0450(4) 0.0182(2) 0.20611(18) 0.0596(9) Uani 1 1 d . . . . .
F1 F 1.1092(3) -0.02627(15) 0.26472(12) 0.1035(9) Uani 1 1 d . . . . .
C5 C 1.0580(4) 0.1019(2) 0.20719(17) 0.0564(9) Uani 1 1 d . . . . .
H5 H 1.1114 0.1285 0.2470 0.068 Uiso 1 1 calc R . . . .
C6 C 0.9899(3) 0.14797(18) 0.14749(15) 0.0401(7) Uani 1 1 d . . . . .
C7 C 1.0140(4) 0.23642(19) 0.14558(17) 0.0480(8) Uani 1 1 d . . . . .
H7 H 1.0889 0.2591 0.1798 0.058 Uiso 1 1 calc R . . . .
N1 N 0.9404(3) 0.28614(15) 0.10053(14) 0.0438(6) Uani 1 1 d . . . . .
C8 C 1.0051(4) 0.37101(19) 0.0930(2) 0.0555(9) Uani 1 1 d . . . . .
H8A H 1.0852 0.3819 0.1327 0.067 Uiso 1 1 calc R . . . .
H8B H 0.9147 0.4106 0.0979 0.067 Uiso 1 1 calc R . . . .
C9 C 1.0876(5) 0.3813(2) 0.0166(2) 0.0662(11) Uani 1 1 d . . . . .
H9A H 1.1456 0.4341 0.0162 0.079 Uiso 1 1 calc R . . . .
H9B H 1.1707 0.3380 0.0111 0.079 Uiso 1 1 calc R . . . .
C10 C 0.9744(5) 0.37821(19) -0.0509(2) 0.0640(10) Uani 1 1 d . . . . .
H10A H 0.8855 0.4183 -0.0443 0.077 Uiso 1 1 calc R . . . .
H10B H 1.0369 0.3938 -0.0956 0.077 Uiso 1 1 calc R . . . .
N2 N 0.9016(3) 0.29521(15) -0.06248(14) 0.0476(6) Uani 1 1 d . . . . .
H2A H 0.9938 0.2560 -0.0691 0.057 Uiso 1 1 calc R . . . .
C11 C 0.7969(4) 0.2905(2) -0.13056(18) 0.0623(10) Uani 1 1 d . . . . .
H11A H 0.8660 0.2942 -0.1753 0.075 Uiso 1 1 calc R . . . .
H11B H 0.7191 0.3366 -0.1312 0.075 Uiso 1 1 calc R . . . .
Br1 Br 1.2500 0.2500 -0.15755(3) 0.0526(2) Uani 0.722(4) 2 d S T P A 3
Cl1 Cl 1.2500 0.2500 -0.15755(3) 0.0526(2) Uani 0.278(4) 2 d S T P A 4


_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 1.8689(19) 2_655 ?
Mn1 O1 1.8689(19) . ?
Mn1 N1 2.073(2) . ?
Mn1 N1 2.074(2) 2_655 ?
Mn1 N2 2.149(2) 2_655 ?
Mn1 N2 2.149(2) . ?
O1 C1 1.330(3) . ?
C1 C2 1.389(4) . ?
C1 C6 1.403(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.377(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.364(5) . ?
C4 F1 1.362(3) . ?
C4 C5 1.351(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.403(4) . ?
C6 C7 1.437(4) . ?
C7 H7 0.9300 . ?
C7 N1 1.276(4) . ?
N1 C8 1.468(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.515(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.504(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 N2 1.473(4) . ?
N2 H2A 0.9800 . ?
N2 C11 1.472(4) . ?
C11 C11 1.507(7) 2_655 ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?

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 O1 178.68(12) 2_655 . ?
O1 Mn1 N1 86.47(9) . . ?
O1 Mn1 N1 94.34(9) . 2_655 ?
O1 Mn1 N1 94.34(9) 2_655 . ?
O1 Mn1 N1 86.47(9) 2_655 2_655 ?
O1 Mn1 N2 86.18(9) . 2_655 ?
O1 Mn1 N2 92.83(9) . . ?
O1 Mn1 N2 86.18(9) 2_655 . ?
O1 Mn1 N2 92.83(9) 2_655 2_655 ?
N1 Mn1 N1 104.24(13) . 2_655 ?
N1 Mn1 N2 87.01(10) 2_655 2_655 ?
N1 Mn1 N2 166.99(9) 2_655 . ?
N1 Mn1 N2 87.01(10) . . ?
N1 Mn1 N2 166.99(9) . 2_655 ?
N2 Mn1 N2 82.65(14) 2_655 . ?
C1 O1 Mn1 125.66(17) . . ?
O1 C1 C2 118.4(2) . . ?
O1 C1 C6 122.9(3) . . ?
C2 C1 C6 118.7(3) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 C1 121.3(3) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 H3 120.7 . . ?
C4 C3 C2 118.5(3) . . ?
C4 C3 H3 120.7 . . ?
F1 C4 C3 118.1(3) . . ?
C5 C4 C3 123.0(3) . . ?
C5 C4 F1 118.9(3) . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.1(3) . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C7 121.0(3) . . ?
C5 C6 C1 119.4(3) . . ?
C5 C6 C7 119.3(3) . . ?
C6 C7 H7 117.5 . . ?
N1 C7 C6 125.0(3) . . ?
N1 C7 H7 117.5 . . ?
C7 N1 Mn1 123.4(2) . . ?
C7 N1 C8 118.5(3) . . ?
C8 N1 Mn1 117.8(2) . . ?
N1 C8 H8A 109.7 . . ?
N1 C8 H8B 109.7 . . ?
N1 C8 C9 109.8(2) . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
C8 C9 H9A 108.2 . . ?
C8 C9 H9B 108.2 . . ?
H9A C9 H9B 107.4 . . ?
C10 C9 C8 116.2(3) . . ?
C10 C9 H9A 108.2 . . ?
C10 C9 H9B 108.2 . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
N2 C10 C9 112.3(3) . . ?
N2 C10 H10A 109.1 . . ?
N2 C10 H10B 109.1 . . ?
Mn1 N2 H2A 107.5 . . ?
C10 N2 Mn1 115.35(18) . . ?
C10 N2 H2A 107.5 . . ?
C11 N2 Mn1 105.89(18) . . ?
C11 N2 C10 112.8(3) . . ?
C11 N2 H2A 107.5 . . ?
N2 C11 C11 109.3(2) . 2_655 ?
N2 C11 H11A 109.8 . . ?
N2 C11 H11B 109.8 . . ?
C11 C11 H11A 109.8 2_655 . ?
C11 C11 H11B 109.8 2_655 . ?
H11A C11 H11B 108.3 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
