# Electronic Supplementary Material (ESI) for ChemComm.
# 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_kr055_0m
_database_code_depnum_ccdc_archive 'CCDC 2026578'
loop_
_audit_author_name
_audit_author_address
'Indranil Chakraborty'
;University of California Santa Cruz
United States of America
;
_audit_update_record             
;
2020-09-01 deposited with the CCDC.	2021-01-05 downloaded from the CCDC.
;
_audit_creation_date             2019-10-22
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H14 Br Cl Mn N3 O4'
_chemical_formula_sum            'C20 H14 Br Cl Mn N3 O4'
_chemical_formula_weight         530.64
_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'
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'
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'
O O 0.0106 0.0060 '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           61
_space_group_name_H-M_alt        'P c a b'
_space_group_name_Hall           '-P 2bc 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'x+1/2, -y, -z+1/2'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'-x-1/2, y, z-1/2'
'x-1/2, -y-1/2, z'

_cell_length_a                   7.6931(7)
_cell_length_b                   17.5230(15)
_cell_length_c                   30.345(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4090.7(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8210
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.70
_cell_measurement_theta_min      2.68
_shelx_estimated_absorpt_T_max   0.914
_shelx_estimated_absorpt_T_min   0.449
_exptl_absorpt_coefficient_mu    2.762
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6065
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.345
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.033
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1402
_diffrn_reflns_av_unetI/netI     0.0739
_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       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            43983
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.119
_diffrn_reflns_theta_max         25.119
_diffrn_reflns_theta_min         2.685
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Quest PHOTON 100'
_diffrn_measurement_method       ω-scan
_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                2331
_reflns_number_total             3640
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_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    ?
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.804
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3640
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1397
_refine_ls_R_factor_gt           0.0796
_refine_ls_restrained_S_all      1.121
_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)+(0.0360P)²+31.7759P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1429
_refine_ls_wR_factor_ref         0.1625
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C9(H9), C14(H14), C15(H15), C17(H17), C18(H18)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   diffmap
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
Br1 Br 0.26360(14) 0.60245(6) 0.57344(3) 0.0585(3) Uani 1 1 d . . . . .
Mn1 Mn -0.01403(16) 0.56825(7) 0.61138(4) 0.0330(3) Uani 1 1 d . . . . .
Cl1 Cl 0.3210(4) 0.48414(14) 0.74549(8) 0.0704(9) Uani 1 1 d . . . . .
O4 O 0.1244(7) 0.5322(3) 0.66571(15) 0.0324(13) Uani 1 1 d . . . . .
O1 O -0.3297(12) 0.5143(4) 0.6475(2) 0.071(2) Uani 1 1 d . . . . .
O2 O 0.0012(11) 0.4279(4) 0.5581(2) 0.075(2) Uani 1 1 d . . . . .
O3 O -0.2081(11) 0.6339(4) 0.5381(2) 0.082(3) Uani 1 1 d . . . . .
N1 N 0.0050(8) 0.6686(3) 0.64641(18) 0.0262(14) Uani 1 1 d . . . . .
N2 N 0.2075(9) 0.7661(4) 0.7835(2) 0.0368(17) Uani 1 1 d . . . . .
N3 N 0.4611(9) 0.8279(4) 0.9501(2) 0.0390(18) Uani 1 1 d . . . . .
C1 C -0.2222(11) 0.5341(5) 0.6366(3) 0.028(2) Uani 1 1 d . . . . .
C2 C -0.0028(13) 0.4808(5) 0.5804(3) 0.045(2) Uani 1 1 d . . . . .
C3 C -0.1329(14) 0.6087(5) 0.5667(3) 0.050(3) Uani 1 1 d . . . . .
C4 C -0.0368(10) 0.7388(5) 0.6342(2) 0.031(2) Uani 1 1 d . . . . .
H4 H -0.090955 0.745694 0.607116 0.038 Uiso 1 1 calc R . . . .
C5 C -0.0037(11) 0.8021(5) 0.6598(2) 0.035(2) Uani 1 1 d . . . . .
H5 H -0.031437 0.850612 0.649613 0.042 Uiso 1 1 calc R . . . .
C6 C 0.0699(10) 0.7929(4) 0.7002(3) 0.0310(19) Uani 1 1 d . . . . .
H6 H 0.090018 0.835126 0.718054 0.037 Uiso 1 1 calc R . . . .
C7 C 0.1153(10) 0.7203(4) 0.7150(2) 0.0273(18) Uani 1 1 d . . . . .
C8 C 0.1952(10) 0.7052(5) 0.7576(2) 0.034(2) Uani 1 1 d . . . . .
C9 C 0.2597(12) 0.6298(5) 0.7649(2) 0.039(2) Uani 1 1 d . . . . .
H9 H 0.321021 0.619490 0.790678 0.047 Uiso 1 1 calc R . . . .
C10 C 0.2339(11) 0.5727(4) 0.7354(2) 0.036(2) Uani 1 1 d . . . . .
C11 C 0.1438(10) 0.5843(4) 0.6949(2) 0.0295(19) Uani 1 1 d . . . . .
C12 C 0.0842(9) 0.6601(4) 0.6861(2) 0.0230(17) Uani 1 1 d . . . . .
C13 C 0.2617(10) 0.7734(4) 0.8256(2) 0.0338(19) Uani 1 1 d . . . . .
C14 C 0.2948(11) 0.7165(5) 0.8572(2) 0.040(2) Uani 1 1 d . . . . .
H14 H 0.275423 0.665649 0.849937 0.048 Uiso 1 1 calc R . . . .
C15 C 0.3557(11) 0.7344(5) 0.8988(2) 0.038(2) Uani 1 1 d . . . . .
H15 H 0.373498 0.695530 0.919178 0.046 Uiso 1 1 calc R . . . .
C16 C 0.3913(11) 0.8108(5) 0.9109(2) 0.034(2) Uani 1 1 d . . . . .
C17 C 0.3467(12) 0.8680(5) 0.8798(2) 0.039(2) Uani 1 1 d . . . . .
H17 H 0.362526 0.919139 0.886904 0.046 Uiso 1 1 calc R . . . .
C18 C 0.2817(12) 0.8491(4) 0.8401(3) 0.041(2) Uani 1 1 d . . . . .
H18 H 0.248342 0.888215 0.821195 0.049 Uiso 1 1 calc R . . . .
C19 C 0.4989(14) 0.9063(5) 0.9623(3) 0.063(3) Uani 1 1 d . . . . .
H19A H 0.581881 0.927319 0.942053 0.095 Uiso 1 1 calc GR . . . .
H19B H 0.545891 0.907592 0.991609 0.095 Uiso 1 1 calc GR . . . .
H19C H 0.393814 0.935813 0.961329 0.095 Uiso 1 1 calc GR . . . .
C20 C 0.5088(13) 0.7687(5) 0.9819(3) 0.056(3) Uani 1 1 d . . . . .
H20A H 0.407714 0.739221 0.989311 0.084 Uiso 1 1 calc GR . . . .
H20B H 0.554787 0.792027 1.007988 0.084 Uiso 1 1 calc GR . . . .
H20C H 0.595097 0.735845 0.969104 0.084 Uiso 1 1 calc GR . . . .


_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
Br1 Mn1 2.4992(16) . ?
Mn1 O4 2.062(5) . ?
Mn1 N1 2.061(6) . ?
Mn1 C1 1.873(9) . ?
Mn1 C2 1.800(9) . ?
Mn1 C3 1.783(10) . ?
Cl1 C10 1.718(8) . ?
O4 C11 1.281(9) . ?
O1 C1 0.956(9) . ?
O2 C2 1.149(10) . ?
O3 C3 1.132(10) . ?
N1 C4 1.323(9) . ?
N1 C12 1.357(9) . ?
N2 C8 1.328(9) . ?
N2 C13 1.351(9) . ?
N3 C16 1.340(9) . ?
N3 C19 1.452(11) . ?
N3 C20 1.462(10) . ?
C4 C5 1.378(10) . ?
C5 C6 1.360(10) . ?
C6 C7 1.392(10) . ?
C7 C8 1.458(10) . ?
C7 C12 1.393(10) . ?
C8 C9 1.429(11) . ?
C9 C10 1.358(11) . ?
C10 C11 1.424(10) . ?
C11 C12 1.430(10) . ?
C13 C14 1.406(11) . ?
C13 C18 1.406(11) . ?
C14 C15 1.382(11) . ?
C15 C16 1.415(11) . ?
C16 C17 1.420(11) . ?
C17 C18 1.345(10) . ?

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
O4 Mn1 Br1 90.02(16) . . ?
N1 Mn1 Br1 88.41(17) . . ?
N1 Mn1 O4 79.2(2) . . ?
C1 Mn1 Br1 174.5(3) . . ?
C1 Mn1 O4 91.0(3) . . ?
C1 Mn1 N1 97.1(3) . . ?
C2 Mn1 Br1 85.6(3) . . ?
C2 Mn1 O4 97.6(3) . . ?
C2 Mn1 N1 173.2(4) . . ?
C2 Mn1 C1 88.9(4) . . ?
C3 Mn1 Br1 89.6(3) . . ?
C3 Mn1 O4 174.3(3) . . ?
C3 Mn1 N1 95.1(3) . . ?
C3 Mn1 C1 89.9(4) . . ?
C3 Mn1 C2 88.1(4) . . ?
C11 O4 Mn1 113.3(5) . . ?
C4 N1 Mn1 129.2(5) . . ?
C4 N1 C12 117.4(6) . . ?
C12 N1 Mn1 113.3(5) . . ?
C8 N2 C13 131.1(7) . . ?
C16 N3 C19 121.2(7) . . ?
C16 N3 C20 121.8(7) . . ?
C19 N3 C20 117.0(7) . . ?
O1 C1 Mn1 175.8(10) . . ?
O2 C2 Mn1 175.2(8) . . ?
O3 C3 Mn1 179.4(10) . . ?
N1 C4 C5 123.0(7) . . ?
C6 C5 C4 119.3(7) . . ?
C5 C6 C7 120.2(7) . . ?
C6 C7 C8 123.8(7) . . ?
C6 C7 C12 116.5(7) . . ?
C12 C7 C8 119.6(7) . . ?
N2 C8 C7 114.1(7) . . ?
N2 C8 C9 128.8(7) . . ?
C9 C8 C7 116.9(7) . . ?
C10 C9 C8 121.9(7) . . ?
C9 C10 Cl1 119.4(6) . . ?
C9 C10 C11 122.3(7) . . ?
C11 C10 Cl1 118.2(6) . . ?
O4 C11 C10 123.5(7) . . ?
O4 C11 C12 119.5(6) . . ?
C10 C11 C12 116.8(7) . . ?
N1 C12 C7 123.5(7) . . ?
N1 C12 C11 114.4(6) . . ?
C7 C12 C11 122.0(7) . . ?
N2 C13 C14 129.4(7) . . ?
N2 C13 C18 114.7(7) . . ?
C18 C13 C14 115.9(7) . . ?
C15 C14 C13 121.5(8) . . ?
C14 C15 C16 121.2(7) . . ?
N3 C16 C15 121.3(7) . . ?
N3 C16 C17 122.0(7) . . ?
C15 C16 C17 116.6(7) . . ?
C18 C17 C16 120.8(7) . . ?
C17 C18 C13 123.5(8) . . ?

_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_kr076
_database_code_depnum_ccdc_archive 'CCDC 2026579'
loop_
_audit_author_name
_audit_author_address
'Indranil Chakraborty'
;University of California Santa Cruz
United States of America
;
_audit_update_record             
;
2020-09-01 deposited with the CCDC.	2021-01-05 downloaded from the CCDC.
;
_audit_creation_date             2020-08-27
_audit_creation_method           
;
Olex2 1.3-dev
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r5830)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25.823 H18 Br1.177 Mn N4 O2.823 S'
_chemical_formula_sum            'C25.75 H18 Br1.25 Cl0.25 Mn N4 O2.75 S'
_chemical_formula_weight         623.19
_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'
Br Br -0.2901 2.4595 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_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                   13.6697(17)
_cell_length_b                   22.226(3)
_cell_length_c                   8.0170(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.760(3)
_cell_angle_gamma                90
_cell_volume                     2400.5(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9613
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.04
_cell_measurement_theta_min      2.74
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.663
_exptl_absorpt_coefficient_mu    2.782
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6148
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.724
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1246
_exptl_crystal_size_max          0.161
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2041
_diffrn_reflns_av_unetI/netI     0.1456
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            29772
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.067
_diffrn_reflns_theta_max         25.067
_diffrn_reflns_theta_min         2.736
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Quest PHOTON 100'
_diffrn_measurement_method       ω-scan
_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                2538
_reflns_number_total             4252
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.675
_refine_diff_density_min         -1.276
_refine_diff_density_rms         0.169
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         4252
_refine_ls_number_restraints     328
_refine_ls_R_factor_all          0.1786
_refine_ls_R_factor_gt           0.1002
_refine_ls_restrained_S_all      1.007
_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)+(0.0274P)²+44.8856P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1639
_refine_ls_wR_factor_ref         0.1929
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C00L) \\sim Ueq, Uanis(C009) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.02
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Sof(Br1)=1-FVAR(1)
 Sof(O1)=Sof(C2)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H), C00J(H00J),
 C00P(H00P), C00R(H00R), C00U(H00U), C00W(H00W), C00X(H00X), C00Z(H00Z)
5.b Idealised Me refined as rotating group:
 C00V(H00A,H00B,H00D), C00Y(H00I,H00K,H00L)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   diffmap
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
Br01 Br 0.31572(9) 0.45965(6) 0.43898(14) 0.0304(4) Uani 1 1 d . . . . .
Mn02 Mn 0.18821(10) 0.53701(7) 0.32316(17) 0.0124(4) Uani 1 1 d . . . . .
S003 S 0.4946(2) 0.65254(13) 0.6060(3) 0.0197(6) Uani 1 1 d . . . . .
N005 N 0.2672(6) 0.5454(4) 0.1322(9) 0.0120(14) Uani 1 1 d . . . . .
O006 O 0.0537(6) 0.4432(3) 0.1577(10) 0.032(2) Uani 1 1 d . . . . .
O007 O 0.0971(5) 0.5090(4) 0.6218(9) 0.033(2) Uani 1 1 d . . . . .
N008 N 0.2919(6) 0.6019(3) 0.4209(10) 0.0115(14) Uani 1 1 d . . . . .
C009 C 0.3539(7) 0.5752(4) 0.1752(12) 0.0109(16) Uani 1 1 d . U . . .
N00A N 0.5761(6) 0.6172(4) 0.0120(10) 0.0157(16) Uani 1 1 d . . . . .
N00B N 0.8873(6) 0.7773(4) -0.0107(11) 0.0198(17) Uani 1 1 d . . . . .
C00C C 0.3194(8) 0.5178(4) -0.1275(12) 0.018(2) Uani 1 1 d . . . . .
H00C H 0.306211 0.496817 -0.232176 0.022 Uiso 1 1 calc R U . . .
C00D C 0.4263(7) 0.5782(4) 0.0705(12) 0.0117(17) Uani 1 1 d . . . . .
C00E C 0.4059(7) 0.5472(4) -0.0832(11) 0.0152(19) Uani 1 1 d . . . . .
H00E H 0.453404 0.546917 -0.156973 0.018 Uiso 1 1 calc R U . . .
C00F C 0.6494(7) 0.7179(4) 0.0746(12) 0.0144(18) Uani 1 1 d . . . . .
H00F H 0.593842 0.731618 0.120844 0.017 Uiso 1 1 calc R U . . .
C00G C 0.2490(8) 0.5180(4) -0.0199(12) 0.0166(19) Uani 1 1 d . . . . .
H00G H 0.187078 0.498373 -0.054575 0.020 Uiso 1 1 calc R U . . .
C00H C 0.8152(8) 0.6783(4) -0.0464(12) 0.0150(19) Uani 1 1 d . . . . .
H00H H 0.873940 0.663530 -0.080749 0.018 Uiso 1 1 calc R U . . .
C00I C 0.1064(8) 0.4793(4) 0.2217(12) 0.0151(19) Uani 1 1 d . . . . .
C00J C 0.5274(7) 0.6417(4) 0.2868(12) 0.0134(18) Uani 1 1 d . . . . .
H00J H 0.585601 0.664598 0.324880 0.016 Uiso 1 1 calc R U . . .
C00K C 0.4608(7) 0.6354(4) 0.3901(12) 0.0134(18) Uani 1 1 d . . . . .
C00L C 0.5147(7) 0.6151(4) 0.1192(12) 0.0121(16) Uani 1 1 d . U . . .
C00M C 0.3683(7) 0.6048(4) 0.3386(12) 0.0112(17) Uani 1 1 d . . . . .
C00N C 0.2920(8) 0.6379(4) 0.5685(12) 0.0153(18) Uani 1 1 d . . . . .
C00O C 0.6528(7) 0.6578(4) 0.0217(11) 0.0131(17) Uani 1 1 d . . . . .
C00P C 0.7256(7) 0.7574(4) 0.0602(12) 0.0135(18) Uani 1 1 d . . . . .
H00P H 0.719908 0.798191 0.092178 0.016 Uiso 1 1 calc R U . . .
C00Q C 0.1323(7) 0.5229(5) 0.5088(12) 0.018(2) Uani 1 1 d . . . . .
C00R C 0.7373(7) 0.6401(5) -0.0433(12) 0.0165(19) Uani 1 1 d . . . . .
H00R H 0.740488 0.600481 -0.086469 0.020 Uiso 1 1 calc R U . . .
C00S C 0.8104(7) 0.7390(4) 0.0003(12) 0.0141(18) Uani 1 1 d . . . . .
C00T C 0.3777(8) 0.6650(4) 0.6568(12) 0.0144(18) Uani 1 1 d . . . . .
C00U C 0.2024(8) 0.6488(5) 0.6238(13) 0.021(2) Uani 1 1 d . . . . .
H00U H 0.142653 0.633178 0.561135 0.025 Uiso 1 1 calc R U . . .
C00V C 0.9733(8) 0.7557(5) -0.0749(14) 0.022(2) Uani 1 1 d . . . . .
H00A H 1.000481 0.720471 -0.009679 0.033 Uiso 1 1 calc R U . . .
H00B H 1.023697 0.787515 -0.064423 0.033 Uiso 1 1 calc R U . . .
H00D H 0.954155 0.744611 -0.194265 0.033 Uiso 1 1 calc R U . . .
C00W C 0.3732(9) 0.6998(5) 0.8026(13) 0.024(2) Uani 1 1 d . . . . .
H00W H 0.431612 0.717776 0.863446 0.029 Uiso 1 1 calc R U . . .
C00X C 0.1990(9) 0.6822(5) 0.7685(14) 0.032(3) Uani 1 1 d . . . . .
H00X H 0.137714 0.687461 0.807442 0.038 Uiso 1 1 calc R U . . .
C00Y C 0.8697(9) 0.8425(5) -0.0223(16) 0.031(3) Uani 1 1 d . . . . .
H00I H 0.826669 0.851874 -0.129846 0.047 Uiso 1 1 calc R U . . .
H00K H 0.933121 0.863551 -0.016614 0.047 Uiso 1 1 calc R U . . .
H00L H 0.837397 0.855512 0.071801 0.047 Uiso 1 1 calc R U . . .
C00Z C 0.2838(9) 0.7075(5) 0.8556(14) 0.034(3) Uani 1 1 d . . . . .
H00Z H 0.280600 0.730764 0.954029 0.041 Uiso 1 1 calc R U . . .
O1 O 0.0331(13) 0.6240(6) 0.1877(18) 0.040(4) Uani 0.823(9) 1 d . . P A 1
C2 C 0.0941(12) 0.5916(8) 0.241(2) 0.016(2) Uani 0.823(9) 1 d . . P A 1
Br1 Br 0.0836(9) 0.6202(6) 0.1915(13) 0.037(4) Uani 0.177(9) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br01 Mn02 2.5116(19) . ?
Mn02 N005 2.025(8) . ?
Mn02 N008 2.080(8) . ?
Mn02 C00I 1.803(10) . ?
Mn02 C00Q 1.812(10) . ?
Mn02 C2 1.81(2) . ?
Mn02 Br1 2.463(11) . ?
S003 C00K 1.756(9) . ?
S003 C00T 1.737(11) . ?
N005 C009 1.350(12) . ?
N005 C00G 1.348(12) . ?
O006 C00I 1.141(11) . ?
O007 C00Q 1.138(11) . ?
N008 C00M 1.328(12) . ?
N008 C00N 1.428(12) . ?
C009 C00D 1.404(13) . ?
C009 C00M 1.450(13) . ?
N00A C00L 1.300(12) . ?
N00A C00O 1.375(13) . ?
N00B C00S 1.368(13) . ?
N00B C00V 1.442(13) . ?
N00B C00Y 1.469(13) . ?
C00C C00E 1.344(14) . ?
C00C C00G 1.398(14) . ?
C00D C00E 1.398(13) . ?
C00D C00L 1.456(13) . ?
C00F C00O 1.405(13) . ?
C00F C00P 1.382(13) . ?
C00H C00R 1.365(14) . ?
C00H C00S 1.404(13) . ?
C00J C00K 1.338(13) . ?
C00J C00L 1.452(13) . ?
C00K C00M 1.434(13) . ?
C00N C00T 1.399(14) . ?
C00N C00U 1.392(14) . ?
C00O C00R 1.402(13) . ?
C00P C00S 1.389(13) . ?
C00T C00W 1.412(14) . ?
C00U C00X 1.384(14) . ?
C00W C00Z 1.371(16) . ?
C00X C00Z 1.369(16) . ?
O1 C2 1.13(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
N005 Mn02 Br01 85.2(2) . . ?
N005 Mn02 N008 78.7(3) . . ?
N005 Mn02 Br1 87.3(4) . . ?
N008 Mn02 Br01 87.1(2) . . ?
N008 Mn02 Br1 87.1(4) . . ?
C00I Mn02 Br01 91.0(3) . . ?
C00I Mn02 N005 95.4(4) . . ?
C00I Mn02 N008 173.9(4) . . ?
C00I Mn02 C00Q 86.1(4) . . ?
C00I Mn02 C2 88.0(5) . . ?
C00I Mn02 Br1 94.1(4) . . ?
C00Q Mn02 Br01 86.6(3) . . ?
C00Q Mn02 N005 171.8(4) . . ?
C00Q Mn02 N008 99.5(4) . . ?
C00Q Mn02 Br1 100.7(5) . . ?
C2 Mn02 Br01 178.7(5) . . ?
C2 Mn02 N005 95.6(5) . . ?
C2 Mn02 N008 94.0(5) . . ?
C2 Mn02 C00Q 92.5(6) . . ?
Br1 Mn02 Br01 171.3(4) . . ?
C00T S003 C00K 99.6(5) . . ?
C009 N005 Mn02 114.2(6) . . ?
C00G N005 Mn02 127.0(7) . . ?
C00G N005 C009 118.1(8) . . ?
C00M N008 Mn02 112.9(6) . . ?
C00M N008 C00N 119.6(8) . . ?
C00N N008 Mn02 127.3(6) . . ?
N005 C009 C00D 123.3(9) . . ?
N005 C009 C00M 115.6(8) . . ?
C00D C009 C00M 121.1(9) . . ?
C00L N00A C00O 124.0(9) . . ?
C00S N00B C00V 119.9(8) . . ?
C00S N00B C00Y 119.9(9) . . ?
C00V N00B C00Y 116.1(8) . . ?
C00E C00C C00G 120.2(9) . . ?
C009 C00D C00L 120.3(8) . . ?
C00E C00D C009 116.5(9) . . ?
C00E C00D C00L 123.1(9) . . ?
C00C C00E C00D 120.6(10) . . ?
C00P C00F C00O 120.9(9) . . ?
N005 C00G C00C 121.2(9) . . ?
C00R C00H C00S 121.3(10) . . ?
O006 C00I Mn02 179.1(9) . . ?
C00K C00J C00L 122.9(9) . . ?
C00J C00K S003 119.6(8) . . ?
C00J C00K C00M 122.1(9) . . ?
C00M C00K S003 117.3(7) . . ?
N00A C00L C00D 116.3(9) . . ?
N00A C00L C00J 127.4(9) . . ?
C00J C00L C00D 116.2(8) . . ?
N008 C00M C009 115.4(8) . . ?
N008 C00M C00K 127.6(9) . . ?
C00K C00M C009 117.0(9) . . ?
C00T C00N N008 122.9(9) . . ?
C00U C00N N008 119.0(9) . . ?
C00U C00N C00T 118.0(9) . . ?
N00A C00O C00F 125.2(9) . . ?
N00A C00O C00R 117.6(9) . . ?
C00R C00O C00F 116.8(9) . . ?
C00F C00P C00S 121.8(9) . . ?
O007 C00Q Mn02 174.1(10) . . ?
C00H C00R C00O 121.8(9) . . ?
N00B C00S C00H 120.6(9) . . ?
N00B C00S C00P 122.3(9) . . ?
C00P C00S C00H 117.0(9) . . ?
C00N C00T S003 122.5(8) . . ?
C00N C00T C00W 120.3(10) . . ?
C00W C00T S003 117.0(8) . . ?
C00X C00U C00N 121.1(11) . . ?
C00Z C00W C00T 119.4(11) . . ?
C00Z C00X C00U 120.2(11) . . ?
C00X C00Z C00W 120.8(11) . . ?
O1 C2 Mn02 177.4(14) . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_chemical_properties_physical    Light-sensitive
