# Supplementary Information (SI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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_MnoCH3
_database_code_depnum_ccdc_archive 'CCDC 2393969'
loop_
_audit_author_name
_audit_author_address
'Adailton Bortoluzzi'
;Universidade Federal de Santa Catarina
Brazil
;
_audit_update_record             
;
2024-10-25 deposited with the CCDC.	2025-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H23 Br Mn N O3 Se2'
_chemical_formula_sum            'C21 H23 Br Mn N O3 Se2'
_chemical_formula_weight         630.17

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'
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'
Se Se -0.0929 2.2259 '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                   13.1607(9)
_cell_length_b                   12.1226(8)
_cell_length_c                   14.9077(9)
_cell_angle_alpha                90
_cell_angle_beta                 103.543(2)
_cell_angle_gamma                90
_cell_volume                     2312.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7669
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      30.35

_exptl_crystal_description       block
_exptl_crystal_colour            gold
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.810
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    5.469
_shelx_estimated_absorpt_T_min   0.218
_shelx_estimated_absorpt_T_max   0.560
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4604
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24270
_diffrn_reflns_av_unetI/netI     0.0550
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.592
_diffrn_reflns_theta_max         30.543
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7062
_reflns_number_gt                5077
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0195P)²+3.9713P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7062
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.0773
_refine_ls_wR_factor_gt          0.0696
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.65722(4) 0.63965(4) 0.28722(3) 0.01668(10) Uani 1 1 d . . . . .
Br1 Br 0.60516(3) 0.80983(3) 0.19008(2) 0.02470(8) Uani 1 1 d . . . . .
C1 C 0.5818(2) 0.5534(3) 0.1970(2) 0.0230(7) Uani 1 1 d . . . . .
O1 O 0.5423(2) 0.4976(2) 0.13656(18) 0.0346(6) Uani 1 1 d . . . . .
C2 C 0.7664(3) 0.6114(3) 0.2368(2) 0.0214(7) Uani 1 1 d . . . . .
O2 O 0.83359(19) 0.5892(2) 0.20342(18) 0.0347(6) Uani 1 1 d . . . . .
C3 C 0.6904(3) 0.5254(3) 0.3653(2) 0.0222(7) Uani 1 1 d . . . . .
O3 O 0.7110(2) 0.4531(2) 0.41587(18) 0.0346(6) Uani 1 1 d . . . . .
Se1 Se 0.76145(3) 0.77557(3) 0.39421(2) 0.02083(8) Uani 1 1 d . . . . .
C4 C 0.6459(2) 0.8152(3) 0.4504(2) 0.0243(7) Uani 1 1 d . . . . .
H4A H 0.674291 0.833066 0.516292 0.029 Uiso 1 1 calc R U . . .
H4B H 0.610836 0.882032 0.419690 0.029 Uiso 1 1 calc R U . . .
C5 C 0.5666(3) 0.7242(3) 0.4431(2) 0.0234(7) Uani 1 1 d . . . . .
H5A H 0.597867 0.662514 0.483802 0.028 Uiso 1 1 calc R U . . .
H5B H 0.505768 0.751884 0.464774 0.028 Uiso 1 1 calc R U . . .
N1 N 0.5307(2) 0.6829(2) 0.34722(17) 0.0177(5) Uani 1 1 d . . . . .
H1N H 0.505905 0.744832 0.314714 0.021 Uiso 1 1 d R U . . .
C6 C 0.4490(3) 0.5966(3) 0.3411(2) 0.0224(7) Uani 1 1 d . . . . .
H6A H 0.477797 0.537172 0.385354 0.027 Uiso 1 1 calc R U . . .
H6B H 0.434502 0.564245 0.278467 0.027 Uiso 1 1 calc R U . . .
C7 C 0.3457(3) 0.6347(3) 0.3604(2) 0.0266(7) Uani 1 1 d . . . . .
H7A H 0.358291 0.659517 0.425349 0.032 Uiso 1 1 calc R U . . .
H7B H 0.297099 0.571245 0.352760 0.032 Uiso 1 1 calc R U . . .
Se2 Se 0.27897(3) 0.75526(3) 0.27940(3) 0.03141(10) Uani 1 1 d . . . . .
C11 C 0.8567(3) 0.7019(3) 0.4950(2) 0.0240(7) Uani 1 1 d . . . . .
C12 C 0.9589(3) 0.6834(3) 0.4868(3) 0.0369(9) Uani 1 1 d . . . . .
C13 C 1.0267(3) 0.6307(4) 0.5611(4) 0.0536(14) Uani 1 1 d . . . . .
H13 H 1.096317 0.615516 0.557269 0.064 Uiso 1 1 calc R U . . .
C14 C 0.9955(4) 0.6005(4) 0.6393(4) 0.0566(14) Uani 1 1 d . . . . .
H14 H 1.043612 0.565415 0.688503 0.068 Uiso 1 1 calc R U . . .
C15 C 0.8957(3) 0.6207(3) 0.6465(3) 0.0459(11) Uani 1 1 d . . . . .
H15 H 0.874602 0.600674 0.701027 0.055 Uiso 1 1 calc R U . . .
C16 C 0.8257(3) 0.6701(3) 0.5744(3) 0.0328(8) Uani 1 1 d . . . . .
H16 H 0.755752 0.682612 0.578895 0.039 Uiso 1 1 calc R U . . .
C17 C 0.9956(3) 0.7191(5) 0.4029(3) 0.0589(15) Uani 1 1 d . . . . .
H17A H 0.961296 0.674121 0.349857 0.088 Uiso 1 1 calc R U . . .
H17B H 1.071539 0.709549 0.414379 0.088 Uiso 1 1 calc R U . . .
H17C H 0.977978 0.796939 0.389972 0.088 Uiso 1 1 calc R U . . .
C21 C 0.2539(3) 0.6765(3) 0.1639(2) 0.0216(7) Uani 1 1 d . . . . .
C22 C 0.1623(3) 0.6154(3) 0.1318(2) 0.0252(7) Uani 1 1 d . . . . .
C23 C 0.1504(3) 0.5632(3) 0.0467(3) 0.0325(9) Uani 1 1 d . . . . .
H23 H 0.088987 0.521055 0.023446 0.039 Uiso 1 1 calc R U . . .
C24 C 0.2239(3) 0.5704(3) -0.0049(3) 0.0342(9) Uani 1 1 d . . . . .
H24 H 0.212643 0.534382 -0.062966 0.041 Uiso 1 1 calc R U . . .
C25 C 0.3142(3) 0.6301(3) 0.0279(3) 0.0308(8) Uani 1 1 d . . . . .
H25 H 0.366076 0.634229 -0.006825 0.037 Uiso 1 1 calc R U . . .
C26 C 0.3285(3) 0.6837(3) 0.1117(2) 0.0262(7) Uani 1 1 d . . . . .
H26 H 0.390040 0.725995 0.133946 0.031 Uiso 1 1 calc R U . . .
C27 C 0.0773(3) 0.6062(4) 0.1838(3) 0.0420(10) Uani 1 1 d . . . . .
H27A H 0.108893 0.596247 0.249708 0.063 Uiso 1 1 calc R U . . .
H27B H 0.032741 0.542714 0.160772 0.063 Uiso 1 1 calc R U . . .
H27C H 0.035085 0.673638 0.174863 0.063 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 C3 1.797(3) . y
Mn1 C2 1.803(3) . y
Mn1 C1 1.806(3) . y
Mn1 N1 2.132(3) . y
Mn1 Se1 2.4730(6) . y
Mn1 Br1 2.5215(6) . y
C1 O1 1.149(4) . y
C2 O2 1.145(4) . y
C3 O3 1.146(4) . y
Se1 C11 1.934(3) . ?
Se1 C4 1.960(3) . ?
C4 C5 1.504(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.483(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
N1 C6 1.487(4) . ?
N1 H1N 0.9110 . ?
C6 C7 1.526(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 Se2 1.967(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
Se2 C21 1.928(3) . ?
C11 C16 1.395(5) . ?
C11 C12 1.397(5) . ?
C12 C13 1.402(6) . ?
C12 C17 1.506(6) . ?
C13 C14 1.372(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.365(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.378(5) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C21 C26 1.392(5) . ?
C21 C22 1.400(5) . ?
C22 C23 1.394(5) . ?
C22 C27 1.506(5) . ?
C23 C24 1.372(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.379(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.382(5) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 Mn1 C2 91.54(15) . . y
C3 Mn1 C1 92.51(15) . . y
C2 Mn1 C1 86.12(14) . . y
C3 Mn1 N1 90.77(13) . . y
C2 Mn1 N1 176.66(12) . . y
C1 Mn1 N1 96.19(12) . . y
C3 Mn1 Se1 94.69(10) . . y
C2 Mn1 Se1 91.12(10) . . y
C1 Mn1 Se1 172.36(11) . . y
N1 Mn1 Se1 86.29(7) . . y
C3 Mn1 Br1 174.43(10) . . y
C2 Mn1 Br1 92.98(11) . . y
C1 Mn1 Br1 91.04(11) . . y
N1 Mn1 Br1 84.59(7) . . y
Se1 Mn1 Br1 81.975(18) . . y
O1 C1 Mn1 173.5(3) . . y
O2 C2 Mn1 177.0(3) . . y
O3 C3 Mn1 179.2(3) . . y
C11 Se1 C4 102.00(14) . . ?
C11 Se1 Mn1 110.73(10) . . ?
C4 Se1 Mn1 94.01(10) . . ?
C5 C4 Se1 112.6(2) . . ?
C5 C4 H4A 109.1 . . ?
Se1 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
Se1 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
N1 C5 C4 112.1(3) . . ?
N1 C5 H5A 109.2 . . ?
C4 C5 H5A 109.2 . . ?
N1 C5 H5B 109.2 . . ?
C4 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C5 N1 C6 111.0(2) . . ?
C5 N1 Mn1 112.50(19) . . ?
C6 N1 Mn1 115.17(18) . . ?
C5 N1 H1N 103.2 . . ?
C6 N1 H1N 112.6 . . ?
Mn1 N1 H1N 101.3 . . ?
N1 C6 C7 116.0(3) . . ?
N1 C6 H6A 108.3 . . ?
C7 C6 H6A 108.3 . . ?
N1 C6 H6B 108.3 . . ?
C7 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
C6 C7 Se2 113.5(2) . . ?
C6 C7 H7A 108.9 . . ?
Se2 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
Se2 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C21 Se2 C7 97.99(14) . . ?
C16 C11 C12 120.6(3) . . ?
C16 C11 Se1 121.4(3) . . ?
C12 C11 Se1 118.0(3) . . ?
C11 C12 C13 116.8(4) . . ?
C11 C12 C17 121.9(4) . . ?
C13 C12 C17 121.3(4) . . ?
C14 C13 C12 122.1(4) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C15 C14 C13 120.2(4) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 119.8(4) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C11 120.4(4) . . ?
C15 C16 H16 119.8 . . ?
C11 C16 H16 119.8 . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C26 C21 C22 120.4(3) . . ?
C26 C21 Se2 118.2(2) . . ?
C22 C21 Se2 121.4(2) . . ?
C23 C22 C21 117.1(3) . . ?
C23 C22 C27 119.7(3) . . ?
C21 C22 C27 123.1(3) . . ?
C24 C23 C22 122.5(3) . . ?
C24 C23 H23 118.7 . . ?
C22 C23 H23 118.7 . . ?
C23 C24 C25 119.8(3) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C24 C25 C26 119.4(3) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
C25 C26 C21 120.8(3) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

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
Se1 C4 C5 N1 -51.4(3) . . . . ?
C4 C5 N1 C6 -177.5(3) . . . . ?
C4 C5 N1 Mn1 51.8(3) . . . . ?
C5 N1 C6 C7 65.8(4) . . . . ?
Mn1 N1 C6 C7 -164.8(2) . . . . ?
N1 C6 C7 Se2 57.1(3) . . . . ?
C16 C11 C12 C13 0.8(5) . . . . ?
Se1 C11 C12 C13 179.5(3) . . . . ?
C16 C11 C12 C17 -178.5(4) . . . . ?
Se1 C11 C12 C17 0.1(5) . . . . ?
C11 C12 C13 C14 -1.3(6) . . . . ?
C17 C12 C13 C14 178.0(4) . . . . ?
C12 C13 C14 C15 0.4(7) . . . . ?
C13 C14 C15 C16 0.9(7) . . . . ?
C14 C15 C16 C11 -1.4(6) . . . . ?
C12 C11 C16 C15 0.5(5) . . . . ?
Se1 C11 C16 C15 -178.1(3) . . . . ?
C26 C21 C22 C23 0.1(5) . . . . ?
Se2 C21 C22 C23 178.8(3) . . . . ?
C26 C21 C22 C27 -178.7(3) . . . . ?
Se2 C21 C22 C27 0.0(5) . . . . ?
C21 C22 C23 C24 -0.2(5) . . . . ?
C27 C22 C23 C24 178.6(3) . . . . ?
C22 C23 C24 C25 0.8(6) . . . . ?
C23 C24 C25 C26 -1.2(5) . . . . ?
C24 C25 C26 C21 1.2(5) . . . . ?
C22 C21 C26 C25 -0.6(5) . . . . ?
Se2 C21 C26 C25 -179.3(3) . . . . ?

_refine_diff_density_max         1.371
_refine_diff_density_min         -1.103
_refine_diff_density_rms         0.128



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/toluene 50/50'
####################################################################### 
# 
# 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_MnpCl
_database_code_depnum_ccdc_archive 'CCDC 2393970'
loop_
_audit_author_name
_audit_author_address
'Adailton Bortoluzzi'
;Universidade Federal de Santa Catarina
Brazil
;
_audit_update_record             
;
2024-10-25 deposited with the CCDC.	2025-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H17 Br Cl2 Mn N O3 Se2'
_chemical_formula_sum            'C19 H17 Br Cl2 Mn N O3 Se2'
_chemical_formula_weight         671.00

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.0199(4)
_cell_length_b                   13.2640(5)
_cell_length_c                   15.7873(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.6860(10)
_cell_angle_gamma                90
_cell_volume                     2274.70(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7068
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      30.31

_exptl_crystal_description       block
_exptl_crystal_colour            gold
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.959
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    5.793
_shelx_estimated_absorpt_T_min   0.205
_shelx_estimated_absorpt_T_max   0.543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4604
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24113
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.017
_diffrn_reflns_theta_max         30.546
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6954
_reflns_number_gt                5473
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0192P)²+1.1316P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6954
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0310
_refine_ls_wR_factor_ref         0.0535
_refine_ls_wR_factor_gt          0.0495
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.57723(3) 0.33550(2) 0.67466(2) 0.01389(7) Uani 1 1 d . . . . .
Br1 Br 0.65701(2) 0.27842(2) 0.82763(2) 0.02022(5) Uani 1 1 d . . . . .
C1 C 0.4242(2) 0.29706(16) 0.68851(15) 0.0210(5) Uani 1 1 d . . . . .
O1 O 0.32836(16) 0.26811(13) 0.69590(13) 0.0345(4) Uani 1 1 d . . . . .
C2 C 0.6051(2) 0.21248(16) 0.63433(14) 0.0189(4) Uani 1 1 d . . . . .
O2 O 0.62612(16) 0.13524(12) 0.60720(11) 0.0289(4) Uani 1 1 d . . . . .
C3 C 0.5218(2) 0.37418(16) 0.56632(14) 0.0187(4) Uani 1 1 d . . . . .
O3 O 0.48410(17) 0.39177(12) 0.49534(11) 0.0310(4) Uani 1 1 d . . . . .
Se1 Se 0.79635(2) 0.37471(2) 0.67311(2) 0.01445(5) Uani 1 1 d . . . . .
C4 C 0.79276(18) 0.50017(15) 0.73680(14) 0.0161(4) Uani 1 1 d . . . . .
H4A H 0.811405 0.485940 0.799200 0.019 Uiso 1 1 calc R U . . .
H4B H 0.856982 0.546263 0.722435 0.019 Uiso 1 1 calc R U . . .
C5 C 0.66875(18) 0.55066(15) 0.71583(14) 0.0165(4) Uani 1 1 d . . . . .
H5A H 0.667727 0.611291 0.752285 0.020 Uiso 1 1 calc R U . . .
H5B H 0.654713 0.572655 0.655044 0.020 Uiso 1 1 calc R U . . .
N1 N 0.56800(15) 0.48123(12) 0.73027(11) 0.0137(3) Uani 1 1 d . . . . .
H1N H 0.586050 0.463433 0.786704 0.026(7) Uiso 1 1 d R . . . .
C6 C 0.44764(18) 0.53445(16) 0.71332(14) 0.0173(4) Uani 1 1 d . . . . .
H6A H 0.382117 0.486152 0.721521 0.021 Uiso 1 1 calc R U . . .
H6B H 0.431868 0.555981 0.652411 0.021 Uiso 1 1 calc R U . . .
C7 C 0.4379(2) 0.62685(17) 0.76987(14) 0.0213(5) Uani 1 1 d . . . . .
H7A H 0.351427 0.650456 0.760155 0.026 Uiso 1 1 calc R U . . .
H7B H 0.489157 0.681664 0.752083 0.026 Uiso 1 1 calc R U . . .
Se2 Se 0.49028(2) 0.60088(2) 0.89334(2) 0.02755(6) Uani 1 1 d . . . . .
C11 C 0.81848(18) 0.42468(16) 0.56197(14) 0.0157(4) Uani 1 1 d . . . . .
C12 C 0.8432(2) 0.35234(17) 0.50355(15) 0.0242(5) Uani 1 1 d . . . . .
H12 H 0.844221 0.282983 0.518673 0.029 Uiso 1 1 calc R U . . .
C13 C 0.8662(2) 0.38080(19) 0.42344(16) 0.0272(5) Uani 1 1 d . . . . .
H13 H 0.883613 0.331254 0.383705 0.033 Uiso 1 1 calc R U . . .
C14 C 0.86378(19) 0.48157(19) 0.40165(14) 0.0217(5) Uani 1 1 d . . . . .
C15 C 0.8403(2) 0.55423(18) 0.45931(15) 0.0238(5) Uani 1 1 d . . . . .
H15 H 0.839113 0.623449 0.443742 0.029 Uiso 1 1 calc R U . . .
C16 C 0.8187(2) 0.52617(17) 0.53983(15) 0.0211(5) Uani 1 1 d . . . . .
H16 H 0.803895 0.576171 0.579963 0.025 Uiso 1 1 calc R U . . .
C21 C 0.3506(2) 0.51923(17) 0.90663(14) 0.0230(5) Uani 1 1 d . . . . .
C22 C 0.3459(2) 0.41813(17) 0.88296(15) 0.0244(5) Uani 1 1 d . . . . .
H22 H 0.416490 0.386776 0.867405 0.029 Uiso 1 1 calc R U . . .
C23 C 0.2391(2) 0.36288(18) 0.88192(15) 0.0250(5) Uani 1 1 d . . . . .
H23 H 0.235153 0.294323 0.864247 0.030 Uiso 1 1 calc R U . . .
C24 C 0.1383(2) 0.40886(18) 0.90695(15) 0.0235(5) Uani 1 1 d . . . . .
C25 C 0.1429(2) 0.50760(18) 0.93566(16) 0.0290(5) Uani 1 1 d . . . . .
H25 H 0.074313 0.536926 0.955611 0.035 Uiso 1 1 calc R U . . .
C26 C 0.2498(2) 0.56316(18) 0.93482(16) 0.0281(5) Uani 1 1 d . . . . .
H26 H 0.254018 0.631331 0.953546 0.034 Uiso 1 1 calc R U . . .
Cl1 Cl 0.89043(5) 0.51686(6) 0.30038(4) 0.03332(15) Uani 1 1 d . . . . .
Cl2 Cl 0.00115(6) 0.34120(5) 0.90058(4) 0.03310(14) 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 C3 1.792(2) . y
Mn1 C2 1.797(2) . y
Mn1 C1 1.810(2) . y
Mn1 N1 2.1325(17) . y
Mn1 Se1 2.4743(4) . y
Mn1 Br1 2.5424(4) . y
C1 O1 1.148(3) . y
C2 O2 1.149(3) . y
C3 O3 1.151(3) . y
Se1 C11 1.929(2) . ?
Se1 C4 1.948(2) . ?
C4 C5 1.508(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.489(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
N1 C6 1.486(2) . ?
N1 H1N 0.9107 . ?
C6 C7 1.531(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 Se2 1.968(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
Se2 C21 1.922(2) . ?
C11 C12 1.389(3) . ?
C11 C16 1.391(3) . ?
C12 C13 1.384(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.379(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.380(3) . ?
C14 Cl1 1.738(2) . ?
C15 C16 1.383(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.391(3) . ?
C21 C26 1.392(3) . ?
C22 C23 1.384(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.382(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(3) . ?
C24 Cl2 1.746(2) . ?
C25 C26 1.391(4) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?

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
C3 Mn1 C2 88.45(10) . . y
C3 Mn1 C1 91.19(10) . . y
C2 Mn1 C1 90.31(10) . . y
C3 Mn1 N1 95.81(8) . . y
C2 Mn1 N1 172.72(8) . . y
C1 Mn1 N1 95.49(8) . . y
C3 Mn1 Se1 96.15(7) . . y
C2 Mn1 Se1 87.82(7) . . y
C1 Mn1 Se1 172.37(7) . . y
N1 Mn1 Se1 85.86(5) . . y
C3 Mn1 Br1 179.22(7) . . y
C2 Mn1 Br1 90.79(7) . . y
C1 Mn1 Br1 88.95(7) . . y
N1 Mn1 Br1 84.93(5) . . y
Se1 Mn1 Br1 83.677(12) . . y
O1 C1 Mn1 176.7(2) . . y
O2 C2 Mn1 177.6(2) . . y
O3 C3 Mn1 175.01(19) . . y
C11 Se1 C4 101.10(9) . . ?
C11 Se1 Mn1 110.74(6) . . ?
C4 Se1 Mn1 94.00(6) . . ?
C5 C4 Se1 111.25(13) . . ?
C5 C4 H4A 109.4 . . ?
Se1 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
Se1 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
N1 C5 C4 111.30(17) . . ?
N1 C5 H5A 109.4 . . ?
C4 C5 H5A 109.4 . . ?
N1 C5 H5B 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C6 N1 C5 110.14(15) . . ?
C6 N1 Mn1 117.34(12) . . ?
C5 N1 Mn1 114.15(13) . . ?
C6 N1 H1N 109.9 . . ?
C5 N1 H1N 105.3 . . ?
Mn1 N1 H1N 98.6 . . ?
N1 C6 C7 115.05(16) . . ?
N1 C6 H6A 108.5 . . ?
C7 C6 H6A 108.5 . . ?
N1 C6 H6B 108.5 . . ?
C7 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C6 C7 Se2 113.57(15) . . ?
C6 C7 H7A 108.9 . . ?
Se2 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
Se2 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C21 Se2 C7 95.73(9) . . ?
C12 C11 C16 119.5(2) . . ?
C12 C11 Se1 115.81(16) . . ?
C16 C11 Se1 124.53(17) . . ?
C13 C12 C11 120.3(2) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C12 119.6(2) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 120.7(2) . . ?
C13 C14 Cl1 119.42(19) . . ?
C15 C14 Cl1 119.89(18) . . ?
C14 C15 C16 119.9(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 119.9(2) . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
C22 C21 C26 119.6(2) . . ?
C22 C21 Se2 120.54(18) . . ?
C26 C21 Se2 119.72(18) . . ?
C23 C22 C21 120.4(2) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C22 119.1(2) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C23 C24 C25 121.6(2) . . ?
C23 C24 Cl2 119.10(19) . . ?
C25 C24 Cl2 119.28(19) . . ?
C24 C25 C26 118.9(2) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 H25 120.6 . . ?
C25 C26 C21 120.2(2) . . ?
C25 C26 H26 119.9 . . ?
C21 C26 H26 119.9 . . ?

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
Se1 C4 C5 N1 54.8(2) . . . . ?
C4 C5 N1 C6 177.19(16) . . . . ?
C4 C5 N1 Mn1 -48.3(2) . . . . ?
C5 N1 C6 C7 -60.1(2) . . . . ?
Mn1 N1 C6 C7 167.07(15) . . . . ?
N1 C6 C7 Se2 -49.9(2) . . . . ?
C16 C11 C12 C13 -0.8(3) . . . . ?
Se1 C11 C12 C13 -176.97(18) . . . . ?
C11 C12 C13 C14 -0.4(3) . . . . ?
C12 C13 C14 C15 0.9(3) . . . . ?
C12 C13 C14 Cl1 -179.01(18) . . . . ?
C13 C14 C15 C16 -0.2(3) . . . . ?
Cl1 C14 C15 C16 179.75(17) . . . . ?
C14 C15 C16 C11 -1.1(3) . . . . ?
C12 C11 C16 C15 1.6(3) . . . . ?
Se1 C11 C16 C15 177.35(16) . . . . ?
C26 C21 C22 C23 4.2(3) . . . . ?
Se2 C21 C22 C23 -171.52(17) . . . . ?
C21 C22 C23 C24 -1.7(3) . . . . ?
C22 C23 C24 C25 -2.2(3) . . . . ?
C22 C23 C24 Cl2 176.84(17) . . . . ?
C23 C24 C25 C26 3.5(4) . . . . ?
Cl2 C24 C25 C26 -175.54(18) . . . . ?
C24 C25 C26 C21 -0.9(4) . . . . ?
C22 C21 C26 C25 -2.9(4) . . . . ?
Se2 C21 C26 C25 172.89(18) . . . . ?

_refine_diff_density_max         0.603
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.099



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/toluene 50/50'
####################################################################### 
# 
# 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_MnpCH3
_database_code_depnum_ccdc_archive 'CCDC 2393972'
loop_
_audit_author_name
_audit_author_address
'Adailton Bortoluzzi'
;Universidade Federal de Santa Catarina
Brazil
;
_audit_update_record             
;
2024-10-25 deposited with the CCDC.	2025-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H23 Br Mn N O3 Se2'
_chemical_formula_sum            'C21 H23 Br Mn N O3 Se2'
_chemical_formula_weight         630.17

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'
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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.0773(3)
_cell_length_b                   22.5834(9)
_cell_length_c                   13.0086(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.3390(10)
_cell_angle_gamma                90
_cell_volume                     2368.91(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9082
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      30.89

_exptl_crystal_description       prismatic
_exptl_crystal_colour            gold
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.767
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    5.338
_shelx_estimated_absorpt_T_min   0.224
_shelx_estimated_absorpt_T_max   0.675
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5045
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24784
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.803
_diffrn_reflns_theta_max         31.048
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7577
_reflns_number_gt                5891
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0207P)²+2.4256P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7577
_refine_ls_number_parameters     265
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0673
_refine_ls_wR_factor_gt          0.0626
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.51767(4) 0.29290(2) 0.36258(3) 0.02048(8) Uani 1 1 d . . . . .
Br1 Br 0.63385(3) 0.22443(2) 0.23199(2) 0.02872(6) Uani 1 1 d . . . . .
C1 C 0.3139(3) 0.26194(12) 0.33252(18) 0.0270(5) Uani 1 1 d . . . . .
O1 O 0.1831(2) 0.24533(10) 0.30924(15) 0.0392(5) Uani 1 1 d . . . . .
C2 C 0.4740(3) 0.34747(12) 0.26426(18) 0.0277(5) Uani 1 1 d . . . . .
O2 O 0.4441(3) 0.38215(10) 0.20086(15) 0.0421(5) Uani 1 1 d . . . . .
C3 C 0.4375(3) 0.33878(11) 0.46022(18) 0.0257(5) Uani 1 1 d . . . . .
O3 O 0.3801(3) 0.36702(9) 0.52267(14) 0.0376(5) Uani 1 1 d . . . . .
Se1 Se 0.80903(3) 0.32658(2) 0.37917(2) 0.02260(6) Uani 1 1 d . . . . .
C4 C 0.8828(3) 0.25942(11) 0.46520(19) 0.0260(5) Uani 1 1 d . . . . .
H4A H 0.909276 0.225469 0.420893 0.031 Uiso 1 1 calc R U . . .
H4B H 0.984637 0.270336 0.506944 0.031 Uiso 1 1 calc R U . . .
C5 C 0.7490(3) 0.24195(12) 0.53520(18) 0.0263(5) Uani 1 1 d . . . . .
H5A H 0.785586 0.206686 0.575657 0.032 Uiso 1 1 calc R U . . .
H5B H 0.731159 0.274609 0.584093 0.032 Uiso 1 1 calc R U . . .
N1 N 0.5899(2) 0.22839(9) 0.47626(14) 0.0218(4) Uani 1 1 d . . . . .
H1N H 0.612603 0.196536 0.435180 0.025(7) Uiso 1 1 d R . . . .
C6 C 0.4601(3) 0.21198(11) 0.54800(18) 0.0263(5) Uani 1 1 d . . . . .
H6A H 0.354054 0.206126 0.507186 0.032 Uiso 1 1 calc R U . . .
H6B H 0.444795 0.245638 0.595262 0.032 Uiso 1 1 calc R U . . .
C7 C 0.4959(3) 0.15652(12) 0.61244(18) 0.0300(6) Uani 1 1 d . . . . .
H7A H 0.400262 0.148536 0.654605 0.036 Uiso 1 1 calc R U . . .
H7B H 0.593865 0.163904 0.660062 0.036 Uiso 1 1 calc R U . . .
Se2 Se 0.53781(3) 0.08646(2) 0.52925(2) 0.03061(7) Uani 1 1 d . . . . .
C11 C 0.8272(3) 0.39094(11) 0.47714(17) 0.0226(5) Uani 1 1 d . . . . .
C12 C 0.7193(3) 0.43847(12) 0.4627(2) 0.0293(5) Uani 1 1 d . . . . .
H12 H 0.634492 0.437338 0.409001 0.035 Uiso 1 1 calc R U . . .
C13 C 0.7351(3) 0.48728(12) 0.5261(2) 0.0304(5) Uani 1 1 d . . . . .
H13 H 0.660912 0.519604 0.515185 0.036 Uiso 1 1 calc R U . . .
C14 C 0.8578(3) 0.49016(12) 0.60583(18) 0.0283(5) Uani 1 1 d . . . . .
C15 C 0.9663(3) 0.44290(12) 0.61676(19) 0.0295(5) Uani 1 1 d . . . . .
H15 H 1.053009 0.444442 0.669273 0.035 Uiso 1 1 calc R U . . .
C16 C 0.9532(3) 0.39335(12) 0.55385(18) 0.0267(5) Uani 1 1 d . . . . .
H16 H 1.029461 0.361525 0.563271 0.032 Uiso 1 1 calc R U . . .
C17 C 0.8692(4) 0.54216(13) 0.6782(2) 0.0395(7) Uani 1 1 d . . . . .
H17A H 0.792750 0.536322 0.733168 0.059 Uiso 1 1 calc R U . . .
H17B H 0.839404 0.578471 0.640283 0.059 Uiso 1 1 calc R U . . .
H17C H 0.982805 0.545533 0.708424 0.059 Uiso 1 1 calc R U . . .
C21 C 0.3269(3) 0.08554(11) 0.45395(19) 0.0277(5) Uani 1 1 d . . . . .
C22 C 0.3158(4) 0.09664(14) 0.3491(2) 0.0365(6) Uani 1 1 d . . . . .
H22 H 0.412321 0.107033 0.314759 0.044 Uiso 1 1 calc R U . . .
C23 C 0.1641(4) 0.09261(14) 0.2941(2) 0.0384(7) Uani 1 1 d . . . . .
H23 H 0.158622 0.099700 0.222039 0.046 Uiso 1 1 calc R U . . .
C24 C 0.0208(3) 0.07855(12) 0.3416(2) 0.0340(6) Uani 1 1 d . . . . .
C25 C 0.0333(4) 0.06970(17) 0.4475(2) 0.0493(8) Uani 1 1 d . . . . .
H25 H -0.064250 0.061651 0.482475 0.059 Uiso 1 1 calc R U . . .
C26 C 0.1832(4) 0.07230(16) 0.5030(2) 0.0456(8) Uani 1 1 d . . . . .
H26 H 0.188560 0.065039 0.575084 0.055 Uiso 1 1 calc R U . . .
C27 C -0.1424(4) 0.07173(16) 0.2810(3) 0.0486(8) Uani 1 1 d . . . . .
H27A H -0.169887 0.108730 0.244541 0.073 Uiso 1 1 calc R U . . .
H27B H -0.229329 0.062472 0.327993 0.073 Uiso 1 1 calc R U . . .
H27C H -0.134297 0.039539 0.231035 0.073 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 C3 1.789(2) . y
Mn1 C2 1.796(3) . y
Mn1 C1 1.810(3) . y
Mn1 N1 2.1329(19) . y
Mn1 Se1 2.4708(4) . y
Mn1 Br1 2.5185(4) . y
C1 O1 1.145(3) . y
C2 O2 1.153(3) . y
C3 O3 1.151(3) . y
Se1 C11 1.933(2) . ?
Se1 C4 1.957(2) . ?
C4 C5 1.506(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.490(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
N1 C6 1.490(3) . ?
N1 H1N 0.9210 . ?
C6 C7 1.525(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 Se2 1.957(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
Se2 C21 1.915(3) . ?
C11 C16 1.384(3) . ?
C11 C12 1.388(4) . ?
C12 C13 1.378(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.383(4) . ?
C14 C17 1.505(4) . ?
C15 C16 1.387(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C21 C22 1.385(4) . ?
C21 C26 1.390(4) . ?
C22 C23 1.385(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.380(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.391(4) . ?
C24 C27 1.503(4) . ?
C25 C26 1.374(4) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 Mn1 C2 92.52(11) . . y
C3 Mn1 C1 90.85(11) . . y
C2 Mn1 C1 88.44(12) . . y
C3 Mn1 N1 89.94(9) . . y
C2 Mn1 N1 175.39(10) . . y
C1 Mn1 N1 95.43(10) . . y
C3 Mn1 Se1 98.16(8) . . y
C2 Mn1 Se1 89.86(8) . . y
C1 Mn1 Se1 170.89(8) . . y
N1 Mn1 Se1 85.93(5) . . y
C3 Mn1 Br1 177.12(8) . . y
C2 Mn1 Br1 90.36(8) . . y
C1 Mn1 Br1 89.26(8) . . y
N1 Mn1 Br1 87.18(5) . . y
Se1 Mn1 Br1 81.808(13) . . y
O1 C1 Mn1 175.6(2) . . y
O2 C2 Mn1 179.2(3) . . y
O3 C3 Mn1 177.2(2) . . y
C11 Se1 C4 101.36(10) . . ?
C11 Se1 Mn1 108.93(7) . . ?
C4 Se1 Mn1 93.90(7) . . ?
C5 C4 Se1 110.09(16) . . ?
C5 C4 H4A 109.6 . . ?
Se1 C4 H4A 109.6 . . ?
C5 C4 H4B 109.6 . . ?
Se1 C4 H4B 109.6 . . ?
H4A C4 H4B 108.2 . . ?
N1 C5 C4 111.76(19) . . ?
N1 C5 H5A 109.3 . . ?
C4 C5 H5A 109.3 . . ?
N1 C5 H5B 109.3 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
C5 N1 C6 110.26(18) . . ?
C5 N1 Mn1 114.17(14) . . ?
C6 N1 Mn1 115.47(15) . . ?
C5 N1 H1N 105.3 . . ?
C6 N1 H1N 109.9 . . ?
Mn1 N1 H1N 100.8 . . ?
N1 C6 C7 115.5(2) . . ?
N1 C6 H6A 108.4 . . ?
C7 C6 H6A 108.4 . . ?
N1 C6 H6B 108.4 . . ?
C7 C6 H6B 108.4 . . ?
H6A C6 H6B 107.5 . . ?
C6 C7 Se2 113.15(16) . . ?
C6 C7 H7A 108.9 . . ?
Se2 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
Se2 C7 H7B 108.9 . . ?
H7A C7 H7B 107.8 . . ?
C21 Se2 C7 96.57(11) . . ?
C16 C11 C12 119.8(2) . . ?
C16 C11 Se1 121.95(19) . . ?
C12 C11 Se1 117.98(18) . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 121.3(2) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C15 C14 C13 117.3(2) . . ?
C15 C14 C17 121.5(2) . . ?
C13 C14 C17 121.2(3) . . ?
C14 C15 C16 122.4(2) . . ?
C14 C15 H15 118.8 . . ?
C16 C15 H15 118.8 . . ?
C11 C16 C15 119.0(2) . . ?
C11 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C22 C21 C26 118.9(3) . . ?
C22 C21 Se2 120.4(2) . . ?
C26 C21 Se2 120.6(2) . . ?
C23 C22 C21 120.1(3) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C24 C23 C22 121.6(3) . . ?
C24 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C23 C24 C25 117.5(3) . . ?
C23 C24 C27 121.5(3) . . ?
C25 C24 C27 121.0(3) . . ?
C26 C25 C24 121.7(3) . . ?
C26 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?
C25 C26 C21 120.1(3) . . ?
C25 C26 H26 119.9 . . ?
C21 C26 H26 119.9 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

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
Se1 C4 C5 N1 56.0(2) . . . . ?
C4 C5 N1 C6 -179.4(2) . . . . ?
C4 C5 N1 Mn1 -47.4(2) . . . . ?
C5 N1 C6 C7 -62.3(3) . . . . ?
Mn1 N1 C6 C7 166.45(17) . . . . ?
N1 C6 C7 Se2 -55.9(3) . . . . ?
C16 C11 C12 C13 -1.6(4) . . . . ?
Se1 C11 C12 C13 -175.36(19) . . . . ?
C11 C12 C13 C14 -0.3(4) . . . . ?
C12 C13 C14 C15 2.0(4) . . . . ?
C12 C13 C14 C17 -176.8(2) . . . . ?
C13 C14 C15 C16 -1.9(4) . . . . ?
C17 C14 C15 C16 176.9(2) . . . . ?
C12 C11 C16 C15 1.7(3) . . . . ?
Se1 C11 C16 C15 175.21(18) . . . . ?
C14 C15 C16 C11 0.1(4) . . . . ?
C26 C21 C22 C23 -2.1(4) . . . . ?
Se2 C21 C22 C23 176.4(2) . . . . ?
C21 C22 C23 C24 1.0(5) . . . . ?
C22 C23 C24 C25 1.3(5) . . . . ?
C22 C23 C24 C27 -177.4(3) . . . . ?
C23 C24 C25 C26 -2.7(5) . . . . ?
C27 C24 C25 C26 176.1(3) . . . . ?
C24 C25 C26 C21 1.7(6) . . . . ?
C22 C21 C26 C25 0.7(5) . . . . ?
Se2 C21 C26 C25 -177.7(3) . . . . ?

_refine_diff_density_max         0.676
_refine_diff_density_min         -0.601
_refine_diff_density_rms         0.092



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/toluene 50/50'
####################################################################### 
# 
# 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 
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data_MnmCF3
_database_code_depnum_ccdc_archive 'CCDC 2393973'
loop_
_audit_author_name
_audit_author_address
'Adailton Bortoluzzi'
;Universidade Federal de Santa Catarina
Brazil
;
_audit_update_record             
;
2024-10-25 deposited with the CCDC.	2025-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H17 Br F6 Mn N O3 Se2'
_chemical_formula_sum            'C21 H17 Br F6 Mn N O3 Se2'
_chemical_formula_weight         738.12

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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                   7.8186(3)
_cell_length_b                   12.1015(5)
_cell_length_c                   26.1675(12)
_cell_angle_alpha                90
_cell_angle_beta                 94.5210(10)
_cell_angle_gamma                90
_cell_volume                     2468.18(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9917
_cell_measurement_theta_min      2.88
_cell_measurement_theta_max      30.48

_exptl_crystal_description       prism
_exptl_crystal_colour            gold
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.986
_exptl_crystal_F_000             1424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    5.173
_shelx_estimated_absorpt_T_min   0.231
_shelx_estimated_absorpt_T_max   0.626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5188
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32585
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.561
_diffrn_reflns_theta_max         30.551
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7522
_reflns_number_gt                6384
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0210P)²+1.6917P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7522
_refine_ls_number_parameters     346
_refine_ls_number_restraints     87
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0251
_refine_ls_wR_factor_ref         0.0529
_refine_ls_wR_factor_gt          0.0502
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.003
_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 0.86273(3) 0.74594(2) 0.68596(2) 0.01552(6) Uani 1 1 d . . . . .
Br1 Br 0.98834(2) 0.91981(2) 0.65036(2) 0.02440(5) Uani 1 1 d . . . . .
C1 C 0.9039(2) 0.67188(16) 0.62768(8) 0.0231(4) Uani 1 1 d . . . . .
O1 O 0.9330(2) 0.62333(13) 0.59212(6) 0.0380(4) Uani 1 1 d . . . . .
C2 C 1.0727(2) 0.70514(15) 0.71236(8) 0.0223(4) Uani 1 1 d . . . . .
O2 O 1.20710(18) 0.67574(13) 0.72779(7) 0.0353(4) Uani 1 1 d . . . . .
C3 C 0.7722(2) 0.62376(14) 0.71133(7) 0.0190(3) Uani 1 1 d . . . . .
O3 O 0.71889(19) 0.54290(11) 0.72663(6) 0.0310(3) Uani 1 1 d . . . . .
Se1 Se 0.81534(2) 0.86871(2) 0.75979(2) 0.01714(4) Uani 1 1 d . . . . .
C4 C 0.6285(2) 0.94812(14) 0.72186(7) 0.0188(3) Uani 1 1 d . . . . .
H4A H 0.558257 0.986745 0.746170 0.023 Uiso 1 1 calc R U . . .
H4B H 0.676359 1.004230 0.699430 0.023 Uiso 1 1 calc R U . . .
C5 C 0.5173(2) 0.86800(14) 0.68965(7) 0.0183(3) Uani 1 1 d . . . . .
H5A H 0.463309 0.815124 0.712360 0.022 Uiso 1 1 calc R U . . .
H5B H 0.424680 0.909138 0.669896 0.022 Uiso 1 1 calc R U . . .
N1 N 0.62065(17) 0.80618(11) 0.65365(6) 0.0160(3) Uani 1 1 d . . . . .
H1N H 0.654484 0.857447 0.633029 0.016(5) Uiso 1 1 d R . . . .
C6 C 0.5111(2) 0.72469(14) 0.62374(7) 0.0194(3) Uani 1 1 d . . . . .
H6A H 0.460538 0.673799 0.648065 0.023 Uiso 1 1 calc R U . . .
H6B H 0.585044 0.680171 0.602635 0.023 Uiso 1 1 calc R U . . .
C7 C 0.3662(2) 0.77413(16) 0.58863(8) 0.0233(4) Uani 1 1 d . . . . .
H7A H 0.278910 0.805480 0.609925 0.028 Uiso 1 1 calc R U . . .
H7B H 0.310750 0.714465 0.567398 0.028 Uiso 1 1 calc R U . . .
Se2 Se 0.44319(3) 0.89016(2) 0.54328(2) 0.02692(5) Uani 1 1 d . . . . .
C11 C 0.6861(2) 0.78553(14) 0.80688(7) 0.0166(3) Uani 1 1 d . . . . .
C12 C 0.5237(2) 0.81723(15) 0.81975(7) 0.0195(3) Uani 1 1 d . . . . .
H12 H 0.469584 0.880819 0.804564 0.023 Uiso 1 1 calc R U . . .
C13 C 0.4417(2) 0.75452(15) 0.85515(7) 0.0198(3) Uani 1 1 d . . . . .
C14 C 0.5196(2) 0.66282(15) 0.87851(7) 0.0214(4) Uani 1 1 d . . . . .
H14 H 0.462348 0.620862 0.902665 0.026 Uiso 1 1 calc R U . . .
C15 C 0.6825(2) 0.63320(15) 0.86610(7) 0.0227(4) Uani 1 1 d . . . . .
H15 H 0.737940 0.571117 0.882281 0.027 Uiso 1 1 calc R U . . .
C16 C 0.7654(2) 0.69328(15) 0.83029(7) 0.0204(3) Uani 1 1 d . . . . .
H16 H 0.876285 0.671589 0.821691 0.024 Uiso 1 1 calc R U . . .
C17 C 0.2649(3) 0.78755(18) 0.86828(8) 0.0302(4) Uani 1 1 d D . . . .
C21 C 0.6276(2) 0.81229(15) 0.51469(7) 0.0230(4) Uani 1 1 d . . . . .
C22 C 0.6009(2) 0.70831(15) 0.49288(7) 0.0221(4) Uani 1 1 d . . . . .
H22 H 0.491526 0.674013 0.492716 0.026 Uiso 1 1 calc R U . . .
C23 C 0.7351(3) 0.65491(16) 0.47133(7) 0.0250(4) Uani 1 1 d . . . . .
C24 C 0.8946(3) 0.70492(19) 0.47049(9) 0.0336(5) Uani 1 1 d . . . . .
H24 H 0.985465 0.668243 0.455364 0.040 Uiso 1 1 calc R U . . .
C25 C 0.9200(3) 0.8087(2) 0.49191(10) 0.0376(5) Uani 1 1 d . . . . .
H25 H 1.028482 0.843735 0.491099 0.045 Uiso 1 1 calc R U . . .
C26 C 0.7881(3) 0.86230(17) 0.51461(9) 0.0306(4) Uani 1 1 d . . . . .
H26 H 0.807317 0.932755 0.530017 0.037 Uiso 1 1 calc R U . . .
C27 C 0.7103(3) 0.54111(18) 0.44950(8) 0.0333(5) Uani 1 1 d . . . . .
F1 F 0.1671(6) 0.8211(6) 0.8286(2) 0.0632(19) Uani 0.601(12) 1 d D U P A 1
F2 F 0.1738(4) 0.7011(3) 0.8858(3) 0.0617(17) Uani 0.601(12) 1 d D U P A 1
F3 F 0.2620(4) 0.8620(6) 0.9032(3) 0.075(3) Uani 0.601(12) 1 d D U P A 1
F1' F 0.1511(9) 0.7645(13) 0.8349(4) 0.098(5) Uani 0.399(12) 1 d D U P A 2
F2' F 0.2351(11) 0.7555(11) 0.9133(3) 0.085(5) Uani 0.399(12) 1 d D U P A 2
F3' F 0.2556(8) 0.9001(5) 0.8727(5) 0.076(3) Uani 0.399(12) 1 d D U P A 2
F4 F 0.7873(2) 0.46406(11) 0.48024(6) 0.0456(4) Uani 1 1 d . . . . .
F5 F 0.54545(19) 0.51146(11) 0.44255(6) 0.0487(4) Uani 1 1 d . . . . .
F6 F 0.7752(2) 0.52998(13) 0.40406(6) 0.0553(4) 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 C3 1.7893(18) . y
Mn1 C2 1.7996(19) . y
Mn1 C1 1.8194(19) . y
Mn1 N1 2.1393(14) . y
Mn1 Se1 2.4880(3) . y
Mn1 Br1 2.5305(3) . y
C1 O1 1.138(2) . y
C2 O2 1.152(2) . y
C3 O3 1.148(2) . y
Se1 C11 1.9361(17) . ?
Se1 C4 1.9527(18) . ?
C4 C5 1.514(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.490(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
N1 C6 1.488(2) . ?
N1 H1N 0.8766 . ?
C6 C7 1.523(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 Se2 1.963(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
Se2 C21 1.9227(18) . ?
C11 C12 1.393(2) . ?
C11 C16 1.395(2) . ?
C12 C13 1.393(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(3) . ?
C13 C17 1.504(2) . ?
C14 C15 1.386(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 F1' 1.229(7) . ?
C17 F2' 1.278(4) . ?
C17 F3 1.284(4) . ?
C17 F1 1.305(5) . ?
C17 F2 1.365(3) . ?
C17 F3' 1.369(6) . ?
C21 C22 1.391(3) . ?
C21 C26 1.393(3) . ?
C22 C23 1.389(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.388(3) . ?
C23 C27 1.498(3) . ?
C24 C25 1.384(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.390(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 F6 1.336(2) . ?
C27 F5 1.337(3) . ?
C27 F4 1.343(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
C3 Mn1 C2 90.37(8) . . y
C3 Mn1 C1 90.30(8) . . y
C2 Mn1 C1 88.29(9) . . y
C3 Mn1 N1 93.71(7) . . y
C2 Mn1 N1 175.81(7) . . y
C1 Mn1 N1 92.65(7) . . y
C3 Mn1 Se1 96.77(6) . . y
C2 Mn1 Se1 93.04(6) . . y
C1 Mn1 Se1 172.80(6) . . y
N1 Mn1 Se1 85.53(4) . . y
C3 Mn1 Br1 179.45(6) . . y
C2 Mn1 Br1 90.04(6) . . y
C1 Mn1 Br1 90.09(6) . . y
N1 Mn1 Br1 85.88(4) . . y
Se1 Mn1 Br1 82.834(10) . . y
O1 C1 Mn1 177.85(18) . . y
O2 C2 Mn1 177.24(19) . . y
O3 C3 Mn1 177.24(16) . . y
C11 Se1 C4 99.93(7) . . ?
C11 Se1 Mn1 107.51(5) . . ?
C4 Se1 Mn1 92.89(5) . . ?
C5 C4 Se1 109.99(11) . . ?
C5 C4 H4A 109.7 . . ?
Se1 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
Se1 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
N1 C5 C4 110.92(13) . . ?
N1 C5 H5A 109.5 . . ?
C4 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 108.0 . . ?
C6 N1 C5 110.29(13) . . ?
C6 N1 Mn1 115.91(10) . . ?
C5 N1 Mn1 115.36(11) . . ?
C6 N1 H1N 109.5 . . ?
C5 N1 H1N 103.8 . . ?
Mn1 N1 H1N 100.6 . . ?
N1 C6 C7 115.26(14) . . ?
N1 C6 H6A 108.5 . . ?
C7 C6 H6A 108.5 . . ?
N1 C6 H6B 108.5 . . ?
C7 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C6 C7 Se2 113.36(12) . . ?
C6 C7 H7A 108.9 . . ?
Se2 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
Se2 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C21 Se2 C7 99.19(8) . . ?
C12 C11 C16 119.74(16) . . ?
C12 C11 Se1 122.82(13) . . ?
C16 C11 Se1 117.37(12) . . ?
C13 C12 C11 119.15(16) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C14 C13 C12 121.37(16) . . ?
C14 C13 C17 119.50(16) . . ?
C12 C13 C17 119.13(16) . . ?
C13 C14 C15 118.97(17) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C16 C15 C14 120.64(17) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C11 120.11(16) . . ?
C15 C16 H16 119.9 . . ?
C11 C16 H16 119.9 . . ?
F1' C17 F2' 114.3(6) . . ?
F3 C17 F1 107.8(4) . . ?
F3 C17 F2 105.0(3) . . ?
F1 C17 F2 102.6(3) . . ?
F1' C17 F3' 104.2(6) . . ?
F2' C17 F3' 102.1(5) . . ?
F1' C17 C13 113.8(5) . . ?
F2' C17 C13 111.5(3) . . ?
F3 C17 C13 114.6(2) . . ?
F1 C17 C13 113.1(3) . . ?
F2 C17 C13 112.7(2) . . ?
F3' C17 C13 109.8(3) . . ?
C22 C21 C26 119.92(18) . . ?
C22 C21 Se2 120.66(14) . . ?
C26 C21 Se2 119.39(15) . . ?
C23 C22 C21 119.56(18) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C24 C23 C22 120.80(19) . . ?
C24 C23 C27 118.97(18) . . ?
C22 C23 C27 120.21(19) . . ?
C25 C24 C23 119.32(19) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C26 120.6(2) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C21 119.8(2) . . ?
C25 C26 H26 120.1 . . ?
C21 C26 H26 120.1 . . ?
F6 C27 F5 106.4(2) . . ?
F6 C27 F4 106.22(16) . . ?
F5 C27 F4 106.10(19) . . ?
F6 C27 C23 112.66(19) . . ?
F5 C27 C23 113.15(17) . . ?
F4 C27 C23 111.82(19) . . ?

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
Se1 C4 C5 N1 -57.71(16) . . . . ?
C4 C5 N1 C6 177.76(14) . . . . ?
C4 C5 N1 Mn1 44.08(17) . . . . ?
C5 N1 C6 C7 63.50(19) . . . . ?
Mn1 N1 C6 C7 -163.09(12) . . . . ?
N1 C6 C7 Se2 51.51(18) . . . . ?
C16 C11 C12 C13 -1.3(3) . . . . ?
Se1 C11 C12 C13 -178.06(14) . . . . ?
C11 C12 C13 C14 1.3(3) . . . . ?
C11 C12 C13 C17 -178.85(18) . . . . ?
C12 C13 C14 C15 -0.2(3) . . . . ?
C17 C13 C14 C15 179.99(18) . . . . ?
C13 C14 C15 C16 -1.0(3) . . . . ?
C14 C15 C16 C11 0.9(3) . . . . ?
C12 C11 C16 C15 0.2(3) . . . . ?
Se1 C11 C16 C15 177.13(14) . . . . ?
C14 C13 C17 F1' -104.7(9) . . . . ?
C12 C13 C17 F1' 75.5(9) . . . . ?
C14 C13 C17 F2' 26.5(8) . . . . ?
C12 C13 C17 F2' -153.3(8) . . . . ?
C14 C13 C17 F3 95.4(5) . . . . ?
C12 C13 C17 F3 -84.4(5) . . . . ?
C14 C13 C17 F1 -140.4(4) . . . . ?
C12 C13 C17 F1 39.7(4) . . . . ?
C14 C13 C17 F2 -24.7(4) . . . . ?
C12 C13 C17 F2 155.5(4) . . . . ?
C14 C13 C17 F3' 139.0(6) . . . . ?
C12 C13 C17 F3' -40.9(6) . . . . ?
C26 C21 C22 C23 0.3(3) . . . . ?
Se2 C21 C22 C23 178.40(14) . . . . ?
C21 C22 C23 C24 -1.2(3) . . . . ?
C21 C22 C23 C27 177.64(18) . . . . ?
C22 C23 C24 C25 0.7(3) . . . . ?
C27 C23 C24 C25 -178.1(2) . . . . ?
C23 C24 C25 C26 0.7(3) . . . . ?
C24 C25 C26 C21 -1.6(3) . . . . ?
C22 C21 C26 C25 1.1(3) . . . . ?
Se2 C21 C26 C25 -177.05(16) . . . . ?
C24 C23 C27 F6 -45.9(3) . . . . ?
C22 C23 C27 F6 135.3(2) . . . . ?
C24 C23 C27 F5 -166.63(19) . . . . ?
C22 C23 C27 F5 14.5(3) . . . . ?
C24 C23 C27 F4 73.6(2) . . . . ?
C22 C23 C27 F4 -105.2(2) . . . . ?

_refine_diff_density_max         0.619
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.078



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/toluene 50/50'
####################################################################### 
# 
# 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_MnpOCH3
_database_code_depnum_ccdc_archive 'CCDC 2393971'
loop_
_audit_author_name
_audit_author_address
'Adailton Bortoluzzi'
;Universidade Federal de Santa Catarina
Brazil
;
_audit_update_record             
;
2024-10-25 deposited with the CCDC.	2025-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H23 Br Mn N O5 Se2'
_chemical_formula_sum            'C21 H23 Br Mn N O5 Se2'
_chemical_formula_weight         662.17

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'
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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.4793(10)
_cell_length_b                   11.6911(7)
_cell_length_c                   14.1830(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.235(2)
_cell_angle_gamma                90
_cell_volume                     2386.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7272
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      30.40

_exptl_crystal_description       plate
_exptl_crystal_colour            gold
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.843
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    5.309
_shelx_estimated_absorpt_T_min   0.225
_shelx_estimated_absorpt_T_max   0.816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5423
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28888
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.244
_diffrn_reflns_theta_max         30.590
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7309
_reflns_number_gt                5630
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0196P)²+1.6988P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7309
_refine_ls_number_parameters     283
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0608
_refine_ls_wR_factor_gt          0.0547
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.36031(3) 0.31227(3) 0.73027(2) 0.01182(7) Uani 1 1 d . . . . .
Br1 Br 0.39934(2) 0.13355(2) 0.82884(2) 0.01738(6) Uani 1 1 d . . . . .
C1 C 0.45371(18) 0.3830(2) 0.80255(17) 0.0156(5) Uani 1 1 d . . . . .
O1 O 0.51047(14) 0.42675(15) 0.85314(13) 0.0242(4) Uani 1 1 d . . . . .
C2 C 0.27960(18) 0.36304(19) 0.80838(16) 0.0145(5) Uani 1 1 d . . . . .
O2 O 0.22609(14) 0.39840(15) 0.85539(13) 0.0237(4) Uani 1 1 d . . . . .
C3 C 0.33723(18) 0.4374(2) 0.65835(17) 0.0170(5) Uani 1 1 d . . . . .
O3 O 0.32258(14) 0.52002(15) 0.61510(13) 0.0258(4) Uani 1 1 d . . . . .
Se1 Se 0.23633(2) 0.18977(2) 0.65303(2) 0.01267(5) Uani 1 1 d . . . . .
C4 C 0.32119(18) 0.10045(19) 0.58392(17) 0.0156(5) Uani 1 1 d . . . . .
H4A H 0.346410 0.036284 0.624392 0.019 Uiso 1 1 calc R U . . .
H4B H 0.286121 0.067485 0.526487 0.019 Uiso 1 1 calc R U . . .
C5 C 0.40129(17) 0.17124(19) 0.55473(16) 0.0147(5) Uani 1 1 d . . . . .
H5A H 0.447416 0.119496 0.530488 0.018 Uiso 1 1 calc R U . . .
H5B H 0.377634 0.223101 0.502423 0.018 Uiso 1 1 calc R U . . .
N1 N 0.44840(14) 0.24088(16) 0.63455(13) 0.0133(4) Uani 1 1 d . . . . .
H1N H 0.478008 0.185814 0.668094 0.015(7) Uiso 1 1 d R . . . .
C6 C 0.51393(18) 0.3243(2) 0.59850(18) 0.0172(5) Uani 1 1 d . . . . .
H6A H 0.545491 0.366519 0.653314 0.021 Uiso 1 1 calc R U . . .
H6B H 0.477296 0.380494 0.557794 0.021 Uiso 1 1 calc R U . . .
C7 C 0.58778(19) 0.2739(2) 0.54228(18) 0.0202(5) Uani 1 1 d . . . . .
H7A H 0.630442 0.335755 0.526973 0.024 Uiso 1 1 calc R U . . .
H7B H 0.557335 0.243169 0.481686 0.024 Uiso 1 1 calc R U . . .
Se2 Se 0.66056(2) 0.15169(2) 0.60982(2) 0.02104(6) Uani 1 1 d . . . . .
C11 C 0.16091(17) 0.26819(19) 0.55224(16) 0.0131(5) Uani 1 1 d . . . . .
C12 C 0.06566(18) 0.2644(2) 0.55513(17) 0.0170(5) Uani 1 1 d . . . . .
H12 H 0.040996 0.221851 0.603666 0.020 Uiso 1 1 calc R U . . .
C13 C 0.00559(18) 0.3219(2) 0.48819(18) 0.0188(5) Uani 1 1 d . . . . .
H13 H -0.059602 0.319295 0.491167 0.023 Uiso 1 1 calc R U . . .
C14 C 0.04207(19) 0.3835(2) 0.41653(17) 0.0162(5) Uani 1 1 d . . . . .
C15 C 0.13809(19) 0.3860(2) 0.41262(17) 0.0178(5) Uani 1 1 d . . . . .
H15 H 0.162838 0.426183 0.362825 0.021 Uiso 1 1 calc R U . . .
C16 C 0.19719(18) 0.3305(2) 0.48072(17) 0.0165(5) Uani 1 1 d . . . . .
H16 H 0.262501 0.334648 0.478928 0.020 Uiso 1 1 calc R U . . .
O10 O -0.01026(13) 0.44232(15) 0.34709(12) 0.0225(4) Uani 1 1 d . . . . .
C17 C -0.10800(19) 0.4498(2) 0.35289(19) 0.0223(6) Uani 1 1 d . . . . .
H17A H -0.135418 0.373185 0.346988 0.034 Uiso 1 1 calc R U . . .
H17B H -0.136554 0.498520 0.301514 0.034 Uiso 1 1 calc R U . . .
H17C H -0.119053 0.482951 0.414141 0.034 Uiso 1 1 calc R U . . .
C21 C 0.73802(19) 0.2437(2) 0.69804(18) 0.0193(5) Uani 1 1 d . . . . .
C22 C 0.71208(19) 0.2717(2) 0.78758(19) 0.0211(6) Uani 1 1 d . . . . .
H22 H 0.653441 0.247903 0.804767 0.025 Uiso 1 1 calc R U . . .
C23 C 0.7715(2) 0.3336(2) 0.85070(19) 0.0225(6) Uani 1 1 d . . . . .
H23 H 0.753144 0.352464 0.911108 0.027 Uiso 1 1 calc R U . . .
C24 C 0.8581(2) 0.3689(2) 0.82721(18) 0.0214(6) Uani 1 1 d . . . . .
C25 C 0.8844(2) 0.3422(2) 0.73834(19) 0.0256(6) Uani 1 1 d . . . . .
H25 H 0.942781 0.366784 0.721021 0.031 Uiso 1 1 calc R U . . .
C26 C 0.8244(2) 0.2792(2) 0.67518(19) 0.0232(6) Uani 1 1 d . . . . .
H26 H 0.842884 0.259963 0.614917 0.028 Uiso 1 1 calc R U . . .
O20 O 0.91276(15) 0.42778(16) 0.89552(13) 0.0269(4) Uani 1 1 d . . . . .
C27 C 1.0055(2) 0.4550(3) 0.8758(2) 0.0333(7) Uani 1 1 d . . . . .
H27A H 1.037602 0.384707 0.860489 0.050 Uiso 1 1 calc R U . . .
H27B H 1.039287 0.491125 0.931624 0.050 Uiso 1 1 calc R U . . .
H27C H 1.002871 0.507705 0.821855 0.050 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 C3 1.794(3) . y
Mn1 C2 1.796(2) . y
Mn1 C1 1.806(3) . y
Mn1 N1 2.1313(19) . y
Mn1 Se1 2.4589(4) . y
Mn1 Br1 2.5433(4) . y
C1 O1 1.150(3) . y
C2 O2 1.152(3) . y
C3 O3 1.151(3) . y
Se1 C11 1.933(2) . ?
Se1 C4 1.955(2) . ?
C4 C5 1.519(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.497(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
N1 C6 1.489(3) . ?
N1 H1N 0.8833 . ?
C6 C7 1.520(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 Se2 1.963(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
Se2 C21 1.917(3) . ?
C11 C12 1.385(3) . ?
C11 C16 1.397(3) . ?
C12 C13 1.389(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.395(3) . ?
C13 H13 0.9500 . ?
C14 O10 1.362(3) . ?
C14 C15 1.398(4) . ?
C15 C16 1.381(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
O10 C17 1.429(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C21 C26 1.389(4) . ?
C21 C22 1.402(3) . ?
C22 C23 1.377(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.395(4) . ?
C23 H23 0.9500 . ?
C24 O20 1.369(3) . ?
C24 C25 1.391(4) . ?
C25 C26 1.389(4) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
O20 C27 1.437(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 Mn1 C2 89.30(11) . . y
C3 Mn1 C1 91.78(11) . . y
C2 Mn1 C1 89.76(11) . . y
C3 Mn1 N1 92.55(9) . . y
C2 Mn1 N1 175.33(9) . . y
C1 Mn1 N1 94.47(9) . . y
C3 Mn1 Se1 98.04(8) . . y
C2 Mn1 Se1 88.56(8) . . y
C1 Mn1 Se1 170.02(7) . . y
N1 Mn1 Se1 86.94(6) . . y
C3 Mn1 Br1 177.55(8) . . y
C2 Mn1 Br1 93.04(7) . . y
C1 Mn1 Br1 87.49(7) . . y
N1 Mn1 Br1 85.17(5) . . y
Se1 Mn1 Br1 82.778(13) . . y
O1 C1 Mn1 176.0(2) . . y
O2 C2 Mn1 177.1(2) . . y
O3 C3 Mn1 177.6(2) . . y
C11 Se1 C4 102.58(10) . . ?
C11 Se1 Mn1 112.31(7) . . ?
C4 Se1 Mn1 93.80(8) . . ?
C5 C4 Se1 112.69(15) . . ?
C5 C4 H4A 109.1 . . ?
Se1 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
Se1 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
N1 C5 C4 112.89(18) . . ?
N1 C5 H5A 109.0 . . ?
C4 C5 H5A 109.0 . . ?
N1 C5 H5B 109.0 . . ?
C4 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
C6 N1 C5 110.57(18) . . ?
C6 N1 Mn1 114.21(14) . . ?
C5 N1 Mn1 116.07(15) . . ?
C6 N1 H1N 111.8 . . ?
C5 N1 H1N 99.5 . . ?
Mn1 N1 H1N 103.4 . . ?
N1 C6 C7 115.94(19) . . ?
N1 C6 H6A 108.3 . . ?
C7 C6 H6A 108.3 . . ?
N1 C6 H6B 108.3 . . ?
C7 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
C6 C7 Se2 113.39(17) . . ?
C6 C7 H7A 108.9 . . ?
Se2 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
Se2 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C21 Se2 C7 98.92(11) . . ?
C12 C11 C16 119.5(2) . . ?
C12 C11 Se1 116.58(17) . . ?
C16 C11 Se1 123.88(19) . . ?
C11 C12 C13 121.1(2) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C12 C13 C14 119.3(2) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
O10 C14 C13 124.2(2) . . ?
O10 C14 C15 116.0(2) . . ?
C13 C14 C15 119.8(2) . . ?
C16 C15 C14 120.4(2) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C11 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
C14 O10 C17 117.8(2) . . ?
O10 C17 H17A 109.5 . . ?
O10 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O10 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C26 C21 C22 118.6(3) . . ?
C26 C21 Se2 119.54(19) . . ?
C22 C21 Se2 121.8(2) . . ?
C23 C22 C21 120.1(2) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.9(2) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
O20 C24 C25 124.0(3) . . ?
O20 C24 C23 116.5(2) . . ?
C25 C24 C23 119.5(3) . . ?
C26 C25 C24 119.3(3) . . ?
C26 C25 H25 120.4 . . ?
C24 C25 H25 120.4 . . ?
C21 C26 C25 121.6(2) . . ?
C21 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C24 O20 C27 117.0(2) . . ?
O20 C27 H27A 109.5 . . ?
O20 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O20 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

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
Se1 C4 C5 N1 48.8(2) . . . . ?
C4 C5 N1 C6 -169.39(19) . . . . ?
C4 C5 N1 Mn1 -37.2(2) . . . . ?
C5 N1 C6 C7 -55.9(3) . . . . ?
Mn1 N1 C6 C7 171.00(17) . . . . ?
N1 C6 C7 Se2 -53.6(3) . . . . ?
C16 C11 C12 C13 -0.2(4) . . . . ?
Se1 C11 C12 C13 177.39(18) . . . . ?
C11 C12 C13 C14 0.6(4) . . . . ?
C12 C13 C14 O10 179.6(2) . . . . ?
C12 C13 C14 C15 0.4(4) . . . . ?
O10 C14 C15 C16 179.0(2) . . . . ?
C13 C14 C15 C16 -1.7(4) . . . . ?
C14 C15 C16 C11 2.1(4) . . . . ?
C12 C11 C16 C15 -1.2(3) . . . . ?
Se1 C11 C16 C15 -178.54(18) . . . . ?
C13 C14 O10 C17 5.8(3) . . . . ?
C15 C14 O10 C17 -174.9(2) . . . . ?
C26 C21 C22 C23 0.3(4) . . . . ?
Se2 C21 C22 C23 177.02(19) . . . . ?
C21 C22 C23 C24 -0.3(4) . . . . ?
C22 C23 C24 O20 -178.6(2) . . . . ?
C22 C23 C24 C25 0.7(4) . . . . ?
O20 C24 C25 C26 178.3(2) . . . . ?
C23 C24 C25 C26 -1.0(4) . . . . ?
C22 C21 C26 C25 -0.7(4) . . . . ?
Se2 C21 C26 C25 -177.5(2) . . . . ?
C24 C25 C26 C21 1.0(4) . . . . ?
C25 C24 O20 C27 -5.2(4) . . . . ?
C23 C24 O20 C27 174.1(2) . . . . ?

_refine_diff_density_max         0.829
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.118



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/toluene 50/50'
