# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_CotbpCN2
_database_code_depnum_ccdc_archive 'CCDC 2311221'
loop_
_audit_author_name
_audit_author_address
'Masaki Matsuda'
;Kumamoto University
Japan
;
_audit_update_record             
;
2023-11-30 deposited with the CCDC.	2024-01-22 downloaded from the CCDC.
;
_audit_creation_date             2023-08-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H20 Co N6'
_chemical_formula_sum            'C38 H20 Co N6'
_chemical_formula_weight         619.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         C38H20N6Co
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'
Co Co 0.3494 0.9721 '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'

_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      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   13.6416(3)
_cell_length_b                   13.6416(3)
_cell_length_c                   14.5402(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2705.83(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4041
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.0130
_cell_measurement_theta_min      2.9810
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.677
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63757
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1268
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5709
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.051
_diffrn_reflns_theta_min         2.047
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  41.00   0.50   25.45    --   12.27 -97.00-141.00  106
  2  ω    -40.00  13.00   0.50   25.45    --  -12.43  97.00 -33.00  106
  3  ω     -9.00  41.00   0.50   25.45    --   12.27  77.00 -30.00  100
  4  ω     -4.00  41.00   0.50   25.45    --  -12.43  77.00-150.00   90
  5  ω    -59.00 -24.00   0.50   25.45    --  -12.43 125.00  90.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0218902000
_diffrn_orient_matrix_UB_12      0.0020675000
_diffrn_orient_matrix_UB_13      -0.0442076000
_diffrn_orient_matrix_UB_21      0.0169139000
_diffrn_orient_matrix_UB_22      -0.0488359000
_diffrn_orient_matrix_UB_23      0.0053716000
_diffrn_orient_matrix_UB_31      -0.0440159000
_diffrn_orient_matrix_UB_32      -0.0177406000
_diffrn_orient_matrix_UB_33      -0.0199215000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1334
_reflns_number_total             1574
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     103
_refine_ls_number_reflns         1574
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0357
_refine_ls_restrained_S_all      1.107
_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)+(0.0461P)²+1.9569P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.1010
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9)
;
_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
Co1 Co 1.000000 0.250000 0.625000 0.03227(18) Uani 1 4 d S T P . .
N1 N 1.09976(11) 0.35703(11) 0.62952(11) 0.0340(4) Uani 1 1 d . . . . .
N2 N 1.000000 0.250000 0.4145(2) 0.0484(6) Uani 1 2 d S T P . .
C1 C 1.08121(14) 0.45563(13) 0.63343(13) 0.0351(4) Uani 1 1 d . . . . .
C2 C 0.74040(14) 0.42176(14) 0.60114(14) 0.0357(4) Uani 1 1 d . . . . .
C3 C 0.64161(14) 0.44140(15) 0.58983(16) 0.0438(5) Uani 1 1 d . . . . .
H3 H 0.595022 0.391687 0.592211 0.053 Uiso 1 1 calc R U . . .
C4 C 0.61492(15) 0.53781(15) 0.57484(16) 0.0455(5) Uani 1 1 d . . . . .
H4 H 0.549149 0.553126 0.566098 0.055 Uiso 1 1 calc R U . . .
C5 C 0.68389(15) 0.61192(15) 0.57257(15) 0.0437(5) Uani 1 1 d . . . . .
H5 H 0.663486 0.676082 0.562518 0.052 Uiso 1 1 calc R U . . .
C6 C 0.78261(14) 0.59286(14) 0.58492(15) 0.0401(5) Uani 1 1 d . . . . .
H6 H 0.828822 0.642977 0.584202 0.048 Uiso 1 1 calc R U . . .
C7 C 0.80984(14) 0.49615(14) 0.59838(13) 0.0348(4) Uani 1 1 d . . . . .
C8 C 0.90435(14) 0.44919(14) 0.61221(13) 0.0352(4) Uani 1 1 d . . . . .
C9 C 0.99141(14) 0.49904(14) 0.62132(14) 0.0395(5) Uani 1 1 d . . . . .
H9 H 0.989266 0.567143 0.619097 0.047 Uiso 1 1 calc R U . . .
C10 C 1.000000 0.250000 0.4927(2) 0.0358(6) 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
Co1 N1 1.9970(15) . ?
Co1 N1 1.9971(15) 12_757 ?
Co1 N1 1.9971(15) 15_666 ?
Co1 N1 1.9971(15) 6_654 ?
Co1 C10 1.924(3) 15_666 ?
Co1 C10 1.924(3) . ?
N1 C1 1.370(2) . ?
N1 C8 1.370(2) 15_666 ?
N2 C10 1.137(4) . ?
C1 C2 1.455(3) 15_666 ?
C1 C9 1.372(3) . ?
C2 C3 1.384(3) . ?
C2 C7 1.389(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.383(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.384(3) . ?
C7 C8 1.454(2) . ?
C8 C9 1.375(3) . ?
C9 H9 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 N1 176.23(9) . 6_654 ?
N1 Co1 N1 176.23(9) 15_666 12_757 ?
N1 Co1 N1 90.062(3) . 12_757 ?
N1 Co1 N1 90.062(3) 6_654 15_666 ?
N1 Co1 N1 90.062(3) . 15_666 ?
N1 Co1 N1 90.062(3) 6_654 12_757 ?
C10 Co1 N1 91.88(4) 15_666 12_757 ?
C10 Co1 N1 91.88(4) 15_666 15_666 ?
C10 Co1 N1 91.88(4) . 6_654 ?
C10 Co1 N1 91.89(4) . . ?
C10 Co1 N1 88.12(4) . 15_666 ?
C10 Co1 N1 88.12(4) . 12_757 ?
C10 Co1 N1 88.12(4) 15_666 6_654 ?
C10 Co1 N1 88.11(4) 15_666 . ?
C10 Co1 C10 180.0 15_666 . ?
C1 N1 Co1 126.40(13) . . ?
C1 N1 C8 106.88(15) . 15_666 ?
C8 N1 Co1 126.47(13) 15_666 . ?
N1 C1 C2 110.26(17) . 15_666 ?
N1 C1 C9 125.69(17) . . ?
C9 C1 C2 124.00(17) . 15_666 ?
C3 C2 C1 132.48(18) . 12_757 ?
C3 C2 C7 121.29(18) . . ?
C7 C2 C1 106.23(16) . 12_757 ?
C2 C3 H3 121.3 . . ?
C4 C3 C2 117.35(19) . . ?
C4 C3 H3 121.3 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.39(19) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.49(19) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 121.3 . . ?
C5 C6 C7 117.30(18) . . ?
C7 C6 H6 121.3 . . ?
C2 C7 C8 106.19(16) . . ?
C6 C7 C2 121.16(17) . . ?
C6 C7 C8 132.65(18) . . ?
N1 C8 C7 110.36(17) 12_757 . ?
N1 C8 C9 125.38(17) 12_757 . ?
C9 C8 C7 124.15(18) . . ?
C1 C9 C8 124.75(18) . . ?
C1 C9 H9 117.6 . . ?
C8 C9 H9 117.6 . . ?
N2 C10 Co1 180.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 N1 C1 C2 172.02(13) . . . 15_666 ?
Co1 N1 C1 C9 -10.3(3) . . . . ?
N1 C1 C9 C8 6.7(3) . . . . ?
N1 C8 C9 C1 5.0(3) 12_757 . . . ?
C1 C2 C3 C4 -179.1(2) 12_757 . . . ?
C1 C2 C7 C6 -179.75(18) 12_757 . . . ?
C1 C2 C7 C8 0.0(2) 12_757 . . . ?
C2 C1 C9 C8 -175.88(19) 15_666 . . . ?
C2 C3 C4 C5 -0.9(3) . . . . ?
C2 C7 C8 N1 1.6(2) . . . 12_757 ?
C2 C7 C8 C9 -174.63(19) . . . . ?
C3 C2 C7 C6 0.5(3) . . . . ?
C3 C2 C7 C8 -179.75(19) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C4 C5 C6 C7 0.9(3) . . . . ?
C5 C6 C7 C2 -1.2(3) . . . . ?
C5 C6 C7 C8 179.1(2) . . . . ?
C6 C7 C8 N1 -178.7(2) . . . 12_757 ?
C6 C7 C8 C9 5.1(4) . . . . ?
C7 C2 C3 C4 0.6(3) . . . . ?
C7 C8 C9 C1 -179.29(19) . . . . ?
C8 N1 C1 C2 -2.6(2) 15_666 . . 15_666 ?
C8 N1 C1 C9 175.15(19) 15_666 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.301
_oxdiff_exptl_absorpt_empirical_full_min 0.802
####################################################################### 
# 
# 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_FetbpCN2
_database_code_depnum_ccdc_archive 'CCDC 2311222'
loop_
_audit_author_name
_audit_author_address
'Masaki Matsuda'
;Kumamoto University
Japan
;
_audit_update_record             
;
2023-11-30 deposited with the CCDC.	2024-01-22 downloaded from the CCDC.
;
_audit_creation_date             2023-08-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H20 Fe N6'
_chemical_formula_sum            'C38 H20 Fe N6'
_chemical_formula_weight         616.45
_chemical_melting_point          ?
_chemical_oxdiff_formula         C38H20N6Fe
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'
Fe Fe 0.3463 0.8444 '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'

_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      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   13.7275(3)
_cell_length_b                   13.7275(3)
_cell_length_c                   14.5027(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2732.95(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4095
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.7790
_cell_measurement_theta_min      2.0380
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.594
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1264
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.125
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6559
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.065
_diffrn_reflns_theta_min         2.043
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  25.00   0.50  144.23    --   12.27-112.00 -87.00   50
  2  ω    -77.00  -7.00   0.50  144.23    --  -12.43 -14.00  52.00  140
  3  ω     13.00  45.00   0.50  144.23    --   12.27-125.00-120.00   64
  4  ω    -12.00  20.00   0.50  144.23    --   12.27  77.00   0.00   64
  5  ω    -41.00  17.00   0.50  144.23    --   12.27 -77.00  60.00  116
  6  ω    -41.00  13.00   0.50  144.23    --  -12.43 -77.00 -30.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0343020000
_diffrn_orient_matrix_UB_12      0.0070602000
_diffrn_orient_matrix_UB_13      -0.0359099000
_diffrn_orient_matrix_UB_21      -0.0386599000
_diffrn_orient_matrix_UB_22      -0.0065990000
_diffrn_orient_matrix_UB_23      0.0318766000
_diffrn_orient_matrix_UB_31      -0.0002538000
_diffrn_orient_matrix_UB_32      0.0507789000
_diffrn_orient_matrix_UB_33      0.0091202000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1220
_reflns_number_total             1586
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.544
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     103
_refine_ls_number_reflns         1586
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      1.073
_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)+(0.0555P)²+1.6355P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1069
_refine_ls_wR_factor_ref         0.1161
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9)
;
_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
Fe1 Fe 0.500000 0.250000 0.375000 0.0383(2) Uani 1 4 d S T P . .
N1 N 0.59983(12) 0.35693(12) 0.37065(12) 0.0385(4) Uani 1 1 d . . . . .
N2 N 0.500000 0.250000 0.5893(3) 0.0557(8) Uani 1 2 d S T P . .
C1 C 0.69882(15) 0.34548(15) 0.36331(15) 0.0389(5) Uani 1 1 d . . . . .
C2 C 0.74567(15) 0.43933(15) 0.34944(15) 0.0386(5) Uani 1 1 d . . . . .
C3 C 0.84235(16) 0.46642(16) 0.33663(17) 0.0452(5) Uani 1 1 d . . . . .
H3 H 0.892128 0.420474 0.336259 0.054 Uiso 1 1 calc R U . . .
C4 C 0.86141(16) 0.56451(16) 0.32447(17) 0.0484(6) Uani 1 1 d . . . . .
H4 H 0.925258 0.584836 0.315020 0.058 Uiso 1 1 calc R U . . .
C5 C 0.78754(16) 0.63303(16) 0.32605(17) 0.0501(6) Uani 1 1 d . . . . .
H5 H 0.802788 0.698416 0.317513 0.060 Uiso 1 1 calc R U . . .
C6 C 0.69181(16) 0.60651(15) 0.34002(17) 0.0485(6) Uani 1 1 d . . . . .
H6 H 0.642310 0.652741 0.341463 0.058 Uiso 1 1 calc R U . . .
C7 C 0.67225(15) 0.50841(15) 0.35180(15) 0.0401(5) Uani 1 1 d . . . . .
C8 C 0.58159(15) 0.45509(15) 0.36653(14) 0.0395(5) Uani 1 1 d . . . . .
C9 C 0.49206(15) 0.49796(15) 0.37793(15) 0.0435(5) Uani 1 1 d . . . . .
H9 H 0.490057 0.565648 0.379949 0.052 Uiso 1 1 calc R U . . .
C10 C 0.500000 0.250000 0.5111(3) 0.0402(7) 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
Fe1 N1 2.0091(17) . ?
Fe1 N1 2.0091(17) 16_656 ?
Fe1 N1 2.0091(17) 11_666 ?
Fe1 N1 2.0091(17) 6_554 ?
Fe1 C10 1.974(4) . ?
Fe1 C10 1.974(4) 11_666 ?
N1 C1 1.372(3) . ?
N1 C8 1.372(3) . ?
N2 C10 1.135(4) . ?
C1 C2 1.454(3) . ?
C1 C9 1.384(3) 11_666 ?
C2 C3 1.391(3) . ?
C2 C7 1.384(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.379(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.384(3) . ?
C7 C8 1.459(3) . ?
C8 C9 1.373(3) . ?
C9 H9 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 N1 176.40(10) . 6_554 ?
N1 Fe1 N1 176.40(10) 11_666 16_656 ?
N1 Fe1 N1 90.057(3) . 16_656 ?
N1 Fe1 N1 90.056(3) 6_554 11_666 ?
N1 Fe1 N1 90.056(3) . 11_666 ?
N1 Fe1 N1 90.056(3) 6_554 16_656 ?
C10 Fe1 N1 88.20(5) . 16_656 ?
C10 Fe1 N1 88.20(5) . 11_666 ?
C10 Fe1 N1 88.20(5) 11_666 6_554 ?
C10 Fe1 N1 88.20(5) 11_666 . ?
C10 Fe1 N1 91.80(5) 11_666 11_666 ?
C10 Fe1 N1 91.80(5) 11_666 16_656 ?
C10 Fe1 N1 91.80(5) . 6_554 ?
C10 Fe1 N1 91.80(5) . . ?
C10 Fe1 C10 180.0 . 11_666 ?
C1 N1 Fe1 126.47(14) . . ?
C8 N1 Fe1 126.48(14) . . ?
C8 N1 C1 106.84(17) . . ?
N1 C1 C2 110.33(18) . . ?
N1 C1 C9 125.11(19) . 11_666 ?
C9 C1 C2 124.50(19) 11_666 . ?
C3 C2 C1 132.7(2) . . ?
C7 C2 C1 106.35(18) . . ?
C7 C2 C3 120.99(19) . . ?
C2 C3 H3 121.4 . . ?
C4 C3 C2 117.3(2) . . ?
C4 C3 H3 121.4 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.4(2) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.4(2) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 121.3 . . ?
C5 C6 C7 117.4(2) . . ?
C7 C6 H6 121.3 . . ?
C2 C7 C8 106.31(18) . . ?
C6 C7 C2 121.5(2) . . ?
C6 C7 C8 132.2(2) . . ?
N1 C8 C7 110.09(18) . . ?
N1 C8 C9 125.40(19) . . ?
C9 C8 C7 124.48(19) . . ?
C1 C9 H9 117.3 16_656 . ?
C8 C9 C1 125.4(2) . 16_656 ?
C8 C9 H9 117.3 . . ?
N2 C10 Fe1 180.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 N1 C1 C2 172.10(14) . . . . ?
Fe1 N1 C1 C9 -10.7(3) . . . 11_666 ?
Fe1 N1 C8 C7 -172.34(14) . . . . ?
Fe1 N1 C8 C9 9.9(3) . . . . ?
N1 C1 C2 C3 -178.7(2) . . . . ?
N1 C1 C2 C7 2.0(2) . . . . ?
N1 C8 C9 C1 -6.5(4) . . . 16_656 ?
C1 N1 C8 C7 2.6(2) . . . . ?
C1 N1 C8 C9 -175.1(2) . . . . ?
C1 C2 C3 C4 179.4(2) . . . . ?
C1 C2 C7 C6 -179.5(2) . . . . ?
C1 C2 C7 C8 -0.4(2) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C2 C7 C8 N1 -1.4(2) . . . . ?
C2 C7 C8 C9 176.4(2) . . . . ?
C3 C2 C7 C6 1.1(3) . . . . ?
C3 C2 C7 C8 -179.8(2) . . . . ?
C3 C4 C5 C6 0.1(4) . . . . ?
C4 C5 C6 C7 -0.4(4) . . . . ?
C5 C6 C7 C2 -0.2(4) . . . . ?
C5 C6 C7 C8 -179.1(2) . . . . ?
C6 C7 C8 N1 177.6(2) . . . . ?
C6 C7 C8 C9 -4.6(4) . . . . ?
C7 C2 C3 C4 -1.3(3) . . . . ?
C7 C8 C9 C1 176.1(2) . . . 16_656 ?
C8 N1 C1 C2 -2.9(2) . . . . ?
C8 N1 C1 C9 174.3(2) . . . 11_666 ?
C9 C1 C2 C3 4.1(4) 11_666 . . . ?
C9 C1 C2 C7 -175.2(2) 11_666 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.440
_oxdiff_exptl_absorpt_empirical_full_min 0.750
####################################################################### 
# 
# 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_MntbpCl2
_database_code_depnum_ccdc_archive 'CCDC 2311223'
loop_
_audit_author_name
_audit_author_address
'Masaki Matsuda'
;Kumamoto University
Japan
;
_audit_update_record             
;
2023-11-30 deposited with the CCDC.	2024-01-22 downloaded from the CCDC.
;
_audit_creation_date             2023-06-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H20 Cl2 Mn N4'
_chemical_formula_sum            'C36 H20 Cl2 Mn N4'
_chemical_formula_weight         634.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         C36H20Cl2Mn1N4
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'
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'
N N 0.0061 0.0033 '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      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   13.7890(4)
_cell_length_b                   13.7890(4)
_cell_length_c                   14.4334(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2744.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3944
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.8810
_cell_measurement_theta_min      2.0420
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.711
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81340
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   ?
_exptl_crystal_colour_primary    ?
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1292
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.175
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.125
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6340
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.141
_diffrn_reflns_theta_min         2.043
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -57.00  -1.00   0.50   80.00    --   12.19 -19.00  48.00  112
  2  ω     -5.00  37.00   0.50   80.00    --   12.19-110.00-131.00   84
  3  ω    -78.00 -39.00   0.50   80.00    --  -12.50 162.00-158.00   78
  4  ω     -1.00  25.00   0.50   80.00    --   12.19 -99.00 -30.00   52
  5  ω      2.00  75.00   0.50   80.00    --   12.19  37.00  30.00  146
  6  ω     14.00  40.00   0.50   80.00    --  -12.50  77.00 150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0089137000
_diffrn_orient_matrix_UB_12      -0.0503791000
_diffrn_orient_matrix_UB_13      0.0051097000
_diffrn_orient_matrix_UB_21      -0.0097629000
_diffrn_orient_matrix_UB_22      -0.0070267000
_diffrn_orient_matrix_UB_23      -0.0477758000
_diffrn_orient_matrix_UB_31      0.0497275000
_diffrn_orient_matrix_UB_32      0.0076286000
_diffrn_orient_matrix_UB_33      -0.0102625000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1181
_reflns_number_total             1589
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     98
_refine_ls_number_reflns         1589
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0379
_refine_ls_restrained_S_all      1.077
_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)+(0.0632P)²+1.3393P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1103
_refine_ls_wR_factor_ref         0.1199
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9)
;
_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 0.500000 0.750000 0.625000 0.0372(2) Uani 1 4 d S T P . .
Cl1 Cl 0.500000 0.750000 0.80121(6) 0.0465(3) Uani 1 2 d S T P . .
N1 N 0.39980(13) 0.64277(12) 0.62866(12) 0.0380(4) Uani 1 1 d . . . . .
C1 C 0.30114(15) 0.65501(15) 0.63849(15) 0.0380(5) Uani 1 1 d . . . . .
C2 C 0.25512(15) 0.56095(15) 0.65121(15) 0.0373(5) Uani 1 1 d . . . . .
C3 C 0.15921(15) 0.53398(16) 0.66589(17) 0.0436(5) Uani 1 1 d . . . . .
H3 H 0.109803 0.579790 0.668804 0.052 Uiso 1 1 calc R U . . .
C4 C 0.14051(16) 0.43607(16) 0.67595(17) 0.0470(6) Uani 1 1 d . . . . .
H4 H 0.077039 0.415785 0.685936 0.056 Uiso 1 1 calc R U . . .
C5 C 0.21329(17) 0.36757(16) 0.67161(18) 0.0493(6) Uani 1 1 d . . . . .
H5 H 0.197944 0.302443 0.679690 0.059 Uiso 1 1 calc R U . . .
C6 C 0.30901(17) 0.39391(16) 0.65542(17) 0.0469(6) Uani 1 1 d . . . . .
H6 H 0.357924 0.347688 0.651228 0.056 Uiso 1 1 calc R U . . .
C7 C 0.32857(15) 0.49196(15) 0.64577(15) 0.0384(5) Uani 1 1 d . . . . .
C8 C 0.41825(15) 0.54479(15) 0.63073(15) 0.0382(5) Uani 1 1 d . . . . .
C9 C 0.50834(15) 0.50278(15) 0.61833(15) 0.0409(5) Uani 1 1 d . . . . .
H9 H 0.510401 0.435506 0.614231 0.049 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 Cl1 2.5433(9) 15_566 ?
Mn1 Cl1 2.5433(9) . ?
Mn1 N1 2.0244(17) 12_767 ?
Mn1 N1 2.0244(17) 6_564 ?
Mn1 N1 2.0244(17) 15_566 ?
Mn1 N1 2.0244(17) . ?
N1 C1 1.378(3) . ?
N1 C8 1.375(3) . ?
C1 C2 1.455(3) . ?
C1 C9 1.372(3) 15_566 ?
C2 C3 1.390(3) . ?
C2 C7 1.392(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.380(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.389(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.386(3) . ?
C7 C8 1.452(3) . ?
C8 C9 1.382(3) . ?
C9 H9 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Mn1 Cl1 180.0 15_566 . ?
N1 Mn1 Cl1 88.50(5) 6_564 . ?
N1 Mn1 Cl1 91.49(5) . 15_566 ?
N1 Mn1 Cl1 91.50(5) 6_564 15_566 ?
N1 Mn1 Cl1 91.50(5) 12_767 . ?
N1 Mn1 Cl1 91.50(5) 15_566 . ?
N1 Mn1 Cl1 88.50(5) 12_767 15_566 ?
N1 Mn1 Cl1 88.50(5) 15_566 15_566 ?
N1 Mn1 Cl1 88.51(5) . . ?
N1 Mn1 N1 90.038(3) . 15_566 ?
N1 Mn1 N1 90.039(3) 6_564 12_767 ?
N1 Mn1 N1 177.01(10) . 6_564 ?
N1 Mn1 N1 90.039(3) 6_564 15_566 ?
N1 Mn1 N1 177.01(10) 12_767 15_566 ?
N1 Mn1 N1 90.040(3) . 12_767 ?
C1 N1 Mn1 125.94(14) . . ?
C8 N1 Mn1 126.30(14) . . ?
C8 N1 C1 107.50(17) . . ?
N1 C1 C2 109.52(18) . . ?
C9 C1 N1 125.39(19) 15_566 . ?
C9 C1 C2 124.98(19) 15_566 . ?
C3 C2 C1 132.3(2) . . ?
C3 C2 C7 121.2(2) . . ?
C7 C2 C1 106.55(18) . . ?
C2 C3 H3 121.5 . . ?
C4 C3 C2 117.1(2) . . ?
C4 C3 H3 121.5 . . ?
C3 C4 H4 119.1 . . ?
C5 C4 C3 121.9(2) . . ?
C5 C4 H4 119.1 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.3(2) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 121.4 . . ?
C7 C6 C5 117.2(2) . . ?
C7 C6 H6 121.4 . . ?
C2 C7 C8 106.57(18) . . ?
C6 C7 C2 121.31(19) . . ?
C6 C7 C8 132.1(2) . . ?
N1 C8 C7 109.80(19) . . ?
N1 C8 C9 125.11(19) . . ?
C9 C8 C7 125.07(19) . . ?
C1 C9 C8 126.0(2) 12_767 . ?
C1 C9 H9 117.0 12_767 . ?
C8 C9 H9 117.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 N1 C1 C2 -171.94(14) . . . . ?
Mn1 N1 C1 C9 11.8(3) . . . 15_566 ?
Mn1 N1 C8 C7 172.24(14) . . . . ?
Mn1 N1 C8 C9 -9.1(3) . . . . ?
N1 C1 C2 C3 178.5(2) . . . . ?
N1 C1 C2 C7 -1.8(2) . . . . ?
N1 C8 C9 C1 7.1(4) . . . 12_767 ?
C1 N1 C8 C7 -2.1(2) . . . . ?
C1 N1 C8 C9 176.6(2) . . . . ?
C1 C2 C3 C4 -179.5(2) . . . . ?
C1 C2 C7 C6 179.8(2) . . . . ?
C1 C2 C7 C8 0.5(2) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C2 C7 C8 N1 1.0(2) . . . . ?
C2 C7 C8 C9 -177.8(2) . . . . ?
C3 C2 C7 C6 -0.5(4) . . . . ?
C3 C2 C7 C8 -179.7(2) . . . . ?
C3 C4 C5 C6 -1.0(4) . . . . ?
C4 C5 C6 C7 1.3(4) . . . . ?
C5 C6 C7 C2 -0.6(4) . . . . ?
C5 C6 C7 C8 178.4(2) . . . . ?
C6 C7 C8 N1 -178.2(2) . . . . ?
C6 C7 C8 C9 3.1(4) . . . . ?
C7 C2 C3 C4 0.8(4) . . . . ?
C7 C8 C9 C1 -174.4(2) . . . 12_767 ?
C8 N1 C1 C2 2.4(2) . . . . ?
C8 N1 C1 C9 -173.9(2) . . . 15_566 ?
C9 C1 C2 C3 -5.2(4) 15_566 . . . ?
C9 C1 C2 C7 174.5(2) 15_566 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.178
_oxdiff_exptl_absorpt_empirical_full_min 0.884
