# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_mnbr1
_database_code_depnum_ccdc_archive 'CCDC 2101729'
loop_
_audit_author_name
_audit_author_address
'Arpan Das'
;Senior Research Fellow, Indian Institute of Science Education and Research Kolkata
India
;
_audit_update_record             
;
2021-08-05 deposited with the CCDC.	2021-11-03 downloaded from the CCDC.
;
_audit_creation_date             2021-07-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H14 Br Mn N2 O4, 1[C4H8O]'
_chemical_formula_sum            'C22 H14 Br Mn N2 O4'
_chemical_formula_weight         505.20
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O Mn Br'
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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
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                   10.9430(3)
_cell_length_b                   12.3084(3)
_cell_length_c                   17.5419(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.232(2)
_cell_angle_gamma                90
_cell_volume                     2356.29(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3573
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      24.9920
_cell_measurement_theta_min      2.1070
_shelx_estimated_absorpt_T_max   0.804
_shelx_estimated_absorpt_T_min   0.726
_exptl_absorpt_coefficient_mu    2.283
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            7041
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.023
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -50.00   65.00   1.0000   14.3450
omega____ theta____ kappa____ phi______ frames
    -       27.0898  -57.0000    0.0000 115

#__ type_ start__ end____ width___ exp.time_
  2 omega  -23.00  101.00   1.0000   14.3450
omega____ theta____ kappa____ phi______ frames
    -       27.0898   38.0000  -60.0000 124
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0516712000
_diffrn_orient_matrix_UB_12      -0.0295185000
_diffrn_orient_matrix_UB_13      -0.0107153000
_diffrn_orient_matrix_UB_21      -0.0353019000
_diffrn_orient_matrix_UB_22      -0.0212895000
_diffrn_orient_matrix_UB_23      -0.0321149000
_diffrn_orient_matrix_UB_31      0.0173618000
_diffrn_orient_matrix_UB_32      0.0446956000
_diffrn_orient_matrix_UB_33      -0.0223488000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3612
_reflns_number_total             4132
_reflns_odcompleteness_completeness 92.36
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.63
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.616
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         4132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0338
_refine_ls_restrained_S_all      1.059
_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)+(0.0435P)²+1.2470P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0857
_refine_ls_wR_factor_ref         0.0894
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C16(H16), C17(H17),
  C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.41862(3) 0.40079(2) 0.74019(2) 0.02716(11) Uani 1 1 d . . . . .
C1 C 0.3952(3) 0.7543(2) 0.67718(14) 0.0171(6) Uani 1 1 d . . . . .
Mn1 Mn 0.37666(4) 0.52176(3) 0.62531(2) 0.01812(12) Uani 1 1 d . . . . .
N1 N 0.1925(2) 0.52095(19) 0.64275(13) 0.0201(5) Uani 1 1 d . . . . .
O1 O 0.60231(19) 0.66232(17) 0.76764(12) 0.0279(5) Uani 1 1 d . . . . .
C2 C 0.2987(3) 0.8087(2) 0.63581(15) 0.0184(6) Uani 1 1 d . . . . .
H2A H 0.221771 0.776401 0.629609 0.022 Uiso 1 1 calc R U . . .
N2 N 0.3729(2) 0.64930(19) 0.70734(14) 0.0181(5) Uani 1 1 d . . . . .
H2 H 0.432(3) 0.630(3) 0.7336(19) 0.038(11) Uiso 1 1 d . . . . .
O2 O 0.6443(2) 0.54154(18) 0.61348(12) 0.0325(5) Uani 1 1 d . . . . .
C3 C 0.3167(3) 0.9080(2) 0.60484(16) 0.0202(6) Uani 1 1 d . . . . .
H3 H 0.251288 0.943103 0.578408 0.024 Uiso 1 1 calc R U . . .
O3 O 0.3748(2) 0.32198(17) 0.53270(13) 0.0386(6) Uani 1 1 d . . . . .
C4 C 0.4321(3) 0.9590(2) 0.61181(15) 0.0200(6) Uani 1 1 d . . . . .
O4 O 0.3241(2) 0.65070(17) 0.48688(12) 0.0269(5) Uani 1 1 d . . . . .
C5 C 0.4526(3) 1.0631(2) 0.58021(16) 0.0250(7) Uani 1 1 d . . . . .
H5 H 0.388054 1.099301 0.553716 0.030 Uiso 1 1 calc R U . . .
C6 C 0.5650(3) 1.1107(2) 0.58806(17) 0.0282(7) Uani 1 1 d . . . . .
H6 H 0.576902 1.178632 0.566651 0.034 Uiso 1 1 calc R U . . .
C7 C 0.6628(3) 1.0575(2) 0.62834(17) 0.0276(7) Uani 1 1 d . . . . .
H7 H 0.739480 1.090433 0.633428 0.033 Uiso 1 1 calc R U . . .
C8 C 0.6467(3) 0.9565(2) 0.66058(16) 0.0224(7) Uani 1 1 d . . . . .
C9 C 0.7459(3) 0.9034(2) 0.70522(17) 0.0259(7) Uani 1 1 d . . . . .
H9 H 0.822442 0.936561 0.710240 0.031 Uiso 1 1 calc R U . . .
C10 C 0.7301(3) 0.8077(3) 0.73951(18) 0.0289(7) Uani 1 1 d . . . . .
H10 H 0.796238 0.776818 0.768044 0.035 Uiso 1 1 calc R U . . .
C11 C 0.6140(3) 0.7503(2) 0.73386(16) 0.0225(6) Uani 1 1 d . . . . .
C12 C 0.5115(3) 0.8010(2) 0.68663(15) 0.0166(6) Uani 1 1 d . . . . .
C13 C 0.5308(3) 0.9047(2) 0.65267(15) 0.0179(6) Uani 1 1 d . . . . .
C14 C 0.2580(3) 0.6381(2) 0.74784(15) 0.0193(6) Uani 1 1 d . . . . .
H14A H 0.230964 0.709489 0.762777 0.023 Uiso 1 1 calc R U . . .
H14B H 0.275162 0.595569 0.793959 0.023 Uiso 1 1 calc R U . . .
C15 C 0.1578(3) 0.5845(2) 0.69893(15) 0.0189(6) Uani 1 1 d . . . . .
C16 C 0.0356(3) 0.5981(2) 0.71334(16) 0.0251(7) Uani 1 1 d . . . . .
H16 H 0.014072 0.643424 0.752565 0.030 Uiso 1 1 calc R U . . .
C17 C -0.0533(3) 0.5433(3) 0.66860(17) 0.0323(8) Uani 1 1 d . . . . .
H17 H -0.135670 0.551255 0.677124 0.039 Uiso 1 1 calc R U . . .
C18 C -0.0181(3) 0.4772(3) 0.61148(19) 0.0364(8) Uani 1 1 d . . . . .
H18 H -0.076350 0.438778 0.580979 0.044 Uiso 1 1 calc R U . . .
C19 C 0.1049(3) 0.4681(3) 0.59968(18) 0.0296(7) Uani 1 1 d . . . . .
H19 H 0.128028 0.423566 0.560372 0.036 Uiso 1 1 calc R U . . .
C20 C 0.3752(3) 0.4002(2) 0.56833(17) 0.0248(7) Uani 1 1 d . . . . .
C21 C 0.5410(3) 0.5338(2) 0.61877(16) 0.0243(7) Uani 1 1 d . . . . .
C22 C 0.3439(3) 0.6044(2) 0.53998(18) 0.0215(7) 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
Br1 Mn1 2.5205(5) . ?
C1 C2 1.406(4) . ?
C1 N2 1.425(4) . ?
C1 C12 1.395(4) . ?
Mn1 N1 2.060(2) . ?
Mn1 N2 2.132(2) . ?
Mn1 C20 1.799(3) . ?
Mn1 C21 1.817(3) . ?
Mn1 C22 1.823(3) . ?
N1 C15 1.335(4) . ?
N1 C19 1.344(4) . ?
O1 C11 1.245(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.357(4) . ?
N2 H2 0.80(4) . ?
N2 C14 1.495(3) . ?
O2 C21 1.145(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.407(4) . ?
O3 C20 1.147(4) . ?
C4 C5 1.420(4) . ?
C4 C13 1.419(4) . ?
O4 C22 1.100(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.360(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.401(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.382(4) . ?
C8 C9 1.447(4) . ?
C8 C13 1.417(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.340(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.452(4) . ?
C11 C12 1.482(4) . ?
C12 C13 1.432(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.496(4) . ?
C15 C16 1.388(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.380(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.368(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.382(5) . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N2 118.8(3) . . ?
C12 C1 C2 120.6(2) . . ?
C12 C1 N2 120.6(3) . . ?
N1 Mn1 Br1 90.05(6) . . ?
N1 Mn1 N2 80.54(9) . . ?
N2 Mn1 Br1 84.65(7) . . ?
C20 Mn1 Br1 86.92(9) . . ?
C20 Mn1 N1 96.32(12) . . ?
C20 Mn1 N2 170.99(11) . . ?
C20 Mn1 C21 90.05(14) . . ?
C20 Mn1 C22 90.84(12) . . ?
C21 Mn1 Br1 88.62(9) . . ?
C21 Mn1 N1 173.42(11) . . ?
C21 Mn1 N2 92.92(11) . . ?
C21 Mn1 C22 92.17(13) . . ?
C22 Mn1 Br1 177.62(9) . . ?
C22 Mn1 N1 89.41(11) . . ?
C22 Mn1 N2 97.54(11) . . ?
C15 N1 Mn1 116.23(19) . . ?
C15 N1 C19 117.9(3) . . ?
C19 N1 Mn1 125.7(2) . . ?
C1 C2 H2A 119.7 . . ?
C3 C2 C1 120.6(3) . . ?
C3 C2 H2A 119.7 . . ?
C1 N2 Mn1 113.90(17) . . ?
C1 N2 H2 109(3) . . ?
C1 N2 C14 115.7(2) . . ?
Mn1 N2 H2 97(3) . . ?
C14 N2 Mn1 108.14(17) . . ?
C14 N2 H2 112(3) . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.5(3) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 122.3(3) . . ?
C3 C4 C13 118.6(2) . . ?
C13 C4 C5 119.0(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.1(3) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 120.1(3) . . ?
C7 C6 H6 120.0 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.7(3) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 C9 120.9(3) . . ?
C7 C8 C13 120.3(3) . . ?
C13 C8 C9 118.7(3) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 C8 121.6(3) . . ?
C10 C9 H9 119.2 . . ?
C9 C10 H10 118.7 . . ?
C9 C10 C11 122.6(3) . . ?
C11 C10 H10 118.7 . . ?
O1 C11 C10 120.7(3) . . ?
O1 C11 C12 122.2(3) . . ?
C10 C11 C12 117.1(3) . . ?
C1 C12 C11 122.6(2) . . ?
C1 C12 C13 118.7(3) . . ?
C13 C12 C11 118.6(3) . . ?
C4 C13 C12 120.0(3) . . ?
C8 C13 C4 118.7(2) . . ?
C8 C13 C12 121.3(3) . . ?
N2 C14 H14A 109.2 . . ?
N2 C14 H14B 109.2 . . ?
N2 C14 C15 112.0(2) . . ?
H14A C14 H14B 107.9 . . ?
C15 C14 H14A 109.2 . . ?
C15 C14 H14B 109.2 . . ?
N1 C15 C14 116.4(2) . . ?
N1 C15 C16 122.4(3) . . ?
C16 C15 C14 121.2(3) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 C15 119.0(3) . . ?
C17 C16 H16 120.5 . . ?
C16 C17 H17 120.6 . . ?
C18 C17 C16 118.9(3) . . ?
C18 C17 H17 120.6 . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.2(3) . . ?
C19 C18 H18 120.4 . . ?
N1 C19 C18 122.6(3) . . ?
N1 C19 H19 118.7 . . ?
C18 C19 H19 118.7 . . ?
O3 C20 Mn1 179.2(3) . . ?
O2 C21 Mn1 179.0(3) . . ?
O4 C22 Mn1 177.3(2) . . ?

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
C1 C2 C3 C4 1.1(4) . . . . ?
C1 N2 C14 C15 101.3(3) . . . . ?
C1 C12 C13 C4 1.3(4) . . . . ?
C1 C12 C13 C8 179.7(2) . . . . ?
Mn1 N1 C15 C14 -6.8(3) . . . . ?
Mn1 N1 C15 C16 175.1(2) . . . . ?
Mn1 N1 C19 C18 -175.4(2) . . . . ?
Mn1 N2 C14 C15 -27.8(3) . . . . ?
N1 C15 C16 C17 0.7(4) . . . . ?
O1 C11 C12 C1 0.4(4) . . . . ?
O1 C11 C12 C13 177.0(3) . . . . ?
C2 C1 N2 Mn1 79.8(3) . . . . ?
C2 C1 N2 C14 -46.4(3) . . . . ?
C2 C1 C12 C11 175.9(2) . . . . ?
C2 C1 C12 C13 -0.7(4) . . . . ?
C2 C3 C4 C5 -179.6(3) . . . . ?
C2 C3 C4 C13 -0.4(4) . . . . ?
N2 C1 C2 C3 -178.7(2) . . . . ?
N2 C1 C12 C11 -5.9(4) . . . . ?
N2 C1 C12 C13 177.5(2) . . . . ?
N2 C14 C15 N1 23.9(3) . . . . ?
N2 C14 C15 C16 -158.0(2) . . . . ?
C3 C4 C5 C6 179.8(3) . . . . ?
C3 C4 C13 C8 -179.2(2) . . . . ?
C3 C4 C13 C12 -0.8(4) . . . . ?
C4 C5 C6 C7 -0.5(4) . . . . ?
C5 C4 C13 C8 0.1(4) . . . . ?
C5 C4 C13 C12 178.4(2) . . . . ?
C5 C6 C7 C8 -0.1(4) . . . . ?
C6 C7 C8 C9 -177.1(3) . . . . ?
C6 C7 C8 C13 0.6(4) . . . . ?
C7 C8 C9 C10 177.1(3) . . . . ?
C7 C8 C13 C4 -0.6(4) . . . . ?
C7 C8 C13 C12 -179.0(2) . . . . ?
C8 C9 C10 C11 0.6(5) . . . . ?
C9 C8 C13 C4 177.2(2) . . . . ?
C9 C8 C13 C12 -1.2(4) . . . . ?
C9 C10 C11 O1 -178.7(3) . . . . ?
C9 C10 C11 C12 1.2(4) . . . . ?
C10 C11 C12 C1 -179.5(3) . . . . ?
C10 C11 C12 C13 -2.9(4) . . . . ?
C11 C12 C13 C4 -175.4(2) . . . . ?
C11 C12 C13 C8 2.9(4) . . . . ?
C12 C1 C2 C3 -0.5(4) . . . . ?
C12 C1 N2 Mn1 -98.3(3) . . . . ?
C12 C1 N2 C14 135.4(3) . . . . ?
C13 C4 C5 C6 0.5(4) . . . . ?
C13 C8 C9 C10 -0.7(4) . . . . ?
C14 C15 C16 C17 -177.3(3) . . . . ?
C15 N1 C19 C18 0.0(4) . . . . ?
C15 C16 C17 C18 0.1(4) . . . . ?
C16 C17 C18 C19 -0.8(5) . . . . ?
C17 C18 C19 N1 0.7(5) . . . . ?
C19 N1 C15 C14 177.4(2) . . . . ?
C19 N1 C15 C16 -0.7(4) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 166 electrons were 
found in a volume of 498Å³ in 1 void per unit cell. 
This is consistent with the presence of 
1[C4H8O] per Formula Unit 
which account for 160 electrons 
per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 249.1 82.9 '2 THF'
2 0.500 0.500 0.000 249.1 82.9 '2 THF'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_date_sample_data_collection 2018-03-13
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sou_mnagbf4
_database_code_depnum_ccdc_archive 'CCDC 2101730'
loop_
_audit_author_name
_audit_author_address
'Arpan Das'
;Senior Research Fellow, Indian Institute of Science Education and Research Kolkata
India
;
_audit_update_record             
;
2021-08-05 deposited with the CCDC.	2021-11-03 downloaded from the CCDC.
;
_audit_creation_date             2021-07-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B F4, C22 H14 Mn N2 O4'
_chemical_formula_sum            'C22 H14 B F4 Mn N2 O4'
_chemical_formula_weight         512.10
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O Mn B F'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   10.7249(7)
_cell_length_b                   14.4773(7)
_cell_length_c                   13.6836(6)
_cell_angle_alpha                90
_cell_angle_beta                 102.311(5)
_cell_angle_gamma                90
_cell_volume                     2075.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7163
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      65.9650
_cell_measurement_theta_min      4.1810
_shelx_estimated_absorpt_T_max   0.594
_shelx_estimated_absorpt_T_min   0.389
_exptl_absorpt_coefficient_mu    5.816
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.34400
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16033
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.280
_diffrn_reflns_theta_max         67.280
_diffrn_reflns_theta_min         4.219
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00 100.00   1.00    1.00    --   24.33  57.00-180.00  114
  2  ω     55.00 119.00   1.00    1.00    --   24.33-178.00 150.00   64
  3  ω     57.00 119.00   1.00    1.00    --   24.33 178.00 -60.00   62
  4  ω    -14.00 100.00   1.00    1.00    --   24.33  57.00 -60.00  114
  5  ω     79.00 149.00   1.00    3.00    --   66.17 151.00 -85.00   70
  6  ω    -10.00 103.00   1.00    3.00    --   66.17 -61.00-120.00  113
  7  ω    -13.00 114.00   1.00    3.00    --   66.17 -45.00-150.00  127
  8  ω    100.00 152.00   1.00    3.00    --   66.17 111.00 -30.00   52
  9  ω     57.00 150.00   1.00    3.00    --   66.17 178.00-180.00   93
 10  ω     19.00 146.00   1.00    3.00    --   66.17  45.00 -60.00  127
 11  ω     65.00 178.00   1.00    3.00    --  108.00  77.00 -60.00  113
 12  ω     23.00 151.00   1.00    3.00    --  108.00 -77.00-180.00  128
 13  ω     86.00 178.00   1.00    3.00    --  108.00 138.00  60.00   92
 14  ω     71.00 178.00   1.00    3.00    --  108.00  65.00 -30.00  107
 15  ω     21.00 113.00   1.00    3.00    --  108.00-104.00  90.00   92
 16  ω    101.00 178.00   1.00    3.00    --  108.00 104.00-180.00   77
 17  ω     58.00 178.00   1.00    3.00    --  108.00  43.00 -90.00  120
 18  ω    101.00 178.00   1.00    3.00    --  108.00 104.00 120.00   77
 19  ω     71.00 178.00   1.00    3.00    --  108.00  65.00-120.00  107
 20  ω     21.00 113.00   1.00    3.00    --  108.00-104.00-180.00   92
 21  ω     26.00 120.00   1.00    3.00    --  108.00-122.00  31.00   94
 22  ω     23.00 151.00   1.00    3.00    --  108.00 -77.00  30.00  128
 23  ω     86.00 178.00   1.00    3.00    --  108.00 138.00  90.00   92
 24  ω     86.00 178.00   1.00    3.00    --  108.00 138.00 150.00   92
 25  ω     31.00 147.00   1.00    3.00    --  108.00 -54.00 150.00  116
 26  ω    -57.00  80.00   1.00    1.00    --   24.33 -38.00-150.00  137
 27  ω    -14.00 100.00   1.00    1.00    --   24.33  57.00  60.00  114
 28  ω    -52.00  62.00   1.00    1.00    --   24.33 -57.00  60.00  114
 29  ω     19.00 146.00   1.00    3.00    --   66.17  45.00  90.00  127
 30  ω     22.00  49.00   1.00    3.00    --   66.17  78.00  -0.49   27
 31  ω     23.00 151.00   1.00    3.00    --   66.17  77.00-150.00  128
 32  ω     19.00 146.00   1.00    3.00    --   66.17  45.00-180.00  127
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1376022000
_diffrn_orient_matrix_UB_12      0.0356878000
_diffrn_orient_matrix_UB_13      -0.0100933000
_diffrn_orient_matrix_UB_21      0.0470416000
_diffrn_orient_matrix_UB_22      0.0996420000
_diffrn_orient_matrix_UB_23      -0.0077308000
_diffrn_orient_matrix_UB_31      -0.0226723000
_diffrn_orient_matrix_UB_32      -0.0100083000
_diffrn_orient_matrix_UB_33      -0.1145277000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3209
_reflns_number_total             3630
_reflns_odcompleteness_completeness 97.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.906
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         3630
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0402
_refine_ls_restrained_S_all      1.069
_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)+(0.0632P)²+1.3787P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1070
_refine_ls_wR_factor_ref         0.1124
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C16(H16), C17(H17),
 C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.1141(3) 0.2326(2) 0.2794(2) 0.0299(7) Uani 1 1 d . . . . .
F1 F -0.01820(16) 0.22904(12) 0.26976(12) 0.0356(4) Uani 1 1 d . . . . .
F2 F 0.1340(2) 0.24291(12) 0.18207(14) 0.0458(5) Uani 1 1 d . . . . .
F3 F 0.1688(2) 0.15292(14) 0.32032(18) 0.0591(6) Uani 1 1 d . . . . .
F4 F 0.1601(2) 0.30969(14) 0.33492(15) 0.0532(5) Uani 1 1 d . . . . .
C1 C 0.5901(3) 0.27067(18) 0.44911(18) 0.0228(5) Uani 1 1 d . . . . .
Mn1 Mn 0.72627(4) 0.14321(3) 0.60754(3) 0.02100(14) Uani 1 1 d . . . . .
N1 N 0.8525(2) 0.23328(14) 0.55967(15) 0.0210(5) Uani 1 1 d . . . . .
H1 H 0.928790 0.236994 0.613681 0.025 Uiso 1 1 calc R U . . .
O1 O 0.60194(17) 0.19068(12) 0.48592(13) 0.0231(4) Uani 1 1 d . . . . .
C2 C 0.4742(3) 0.2926(2) 0.37775(19) 0.0270(6) Uani 1 1 d . . . . .
H2 H 0.417457 0.245654 0.352146 0.032 Uiso 1 1 calc R U . . .
N2 N 0.7876(2) 0.05782(14) 0.50888(15) 0.0221(5) Uani 1 1 d . . . . .
O2 O 0.67071(19) 0.27919(14) 0.75337(14) 0.0308(4) Uani 1 1 d . . . . .
C3 C 0.4472(3) 0.3803(2) 0.3478(2) 0.0287(6) Uani 1 1 d . . . . .
H3 H 0.370562 0.392771 0.303352 0.034 Uiso 1 1 calc R U . . .
O3 O 0.5229(2) 0.01635(15) 0.64069(15) 0.0377(5) Uani 1 1 d . . . . .
C4 C 0.5336(3) 0.45527(19) 0.38252(19) 0.0260(6) Uani 1 1 d . . . . .
O4 O 0.8965(2) 0.05784(15) 0.78216(15) 0.0366(5) Uani 1 1 d . . . . .
C5 C 0.5044(3) 0.5452(2) 0.3515(2) 0.0314(6) Uani 1 1 d . . . . .
H5 H 0.426973 0.557773 0.308096 0.038 Uiso 1 1 calc R U . . .
C6 C 0.5893(3) 0.6174(2) 0.3844(2) 0.0334(7) Uani 1 1 d . . . . .
H6 H 0.568431 0.677312 0.362198 0.040 Uiso 1 1 calc R U . . .
C7 C 0.7030(3) 0.60048(19) 0.4490(2) 0.0305(6) Uani 1 1 d . . . . .
H7 H 0.758527 0.649108 0.471176 0.037 Uiso 1 1 calc R U . . .
C8 C 0.7371(3) 0.50942(18) 0.48244(19) 0.0259(6) Uani 1 1 d . . . . .
C9 C 0.8539(3) 0.48941(19) 0.54769(19) 0.0274(6) Uani 1 1 d . . . . .
H9 H 0.908630 0.537533 0.573230 0.033 Uiso 1 1 calc R U . . .
C10 C 0.8887(3) 0.40020(19) 0.57446(19) 0.0258(6) Uani 1 1 d . . . . .
H10 H 0.967601 0.388241 0.616065 0.031 Uiso 1 1 calc R U . . .
C11 C 0.8058(2) 0.32726(18) 0.53930(18) 0.0215(5) Uani 1 1 d . . . . .
C12 C 0.6847(3) 0.34349(18) 0.47978(18) 0.0221(5) Uani 1 1 d . . . . .
C13 C 0.6511(3) 0.43611(18) 0.44832(18) 0.0239(6) Uani 1 1 d . . . . .
C14 C 0.8945(3) 0.19577(18) 0.46949(19) 0.0237(6) Uani 1 1 d . . . . .
H14A H 0.854281 0.231106 0.411006 0.028 Uiso 1 1 calc R U . . .
H14B H 0.986142 0.203155 0.478510 0.028 Uiso 1 1 calc R U . . .
C15 C 0.8611(2) 0.09594(18) 0.45206(19) 0.0223(5) Uani 1 1 d . . . . .
C16 C 0.9027(3) 0.04698(19) 0.3780(2) 0.0256(6) Uani 1 1 d . . . . .
H16 H 0.954253 0.074946 0.339875 0.031 Uiso 1 1 calc R U . . .
C17 C 0.8660(3) -0.04425(19) 0.3619(2) 0.0280(6) Uani 1 1 d . . . . .
H17 H 0.890886 -0.078292 0.311713 0.034 Uiso 1 1 calc R U . . .
C18 C 0.7917(3) -0.08423(19) 0.4217(2) 0.0281(6) Uani 1 1 d . . . . .
H18 H 0.766904 -0.145726 0.412591 0.034 Uiso 1 1 calc R U . . .
C19 C 0.7552(3) -0.03235(18) 0.4942(2) 0.0260(6) Uani 1 1 d . . . . .
H19 H 0.706568 -0.059885 0.534864 0.031 Uiso 1 1 calc R U . . .
C20 C 0.8341(3) 0.09169(18) 0.7130(2) 0.0261(6) Uani 1 1 d . . . . .
C21 C 0.6025(3) 0.0655(2) 0.62943(19) 0.0267(6) Uani 1 1 d . . . . .
C22 C 0.6879(2) 0.22734(19) 0.69416(19) 0.0242(6) 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
B1 F1 1.398(4) . ?
B1 F2 1.401(4) . ?
B1 F3 1.359(4) . ?
B1 F4 1.381(4) . ?
C1 O1 1.258(3) . ?
C1 C2 1.443(4) . ?
C1 C12 1.462(4) . ?
Mn1 N1 2.084(2) . ?
Mn1 O1 2.0183(18) . ?
Mn1 N2 2.040(2) . ?
Mn1 C20 1.806(3) . ?
Mn1 C21 1.813(3) . ?
Mn1 C22 1.807(3) . ?
N1 H1 0.9800 . ?
N1 C11 1.456(3) . ?
N1 C14 1.502(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.346(4) . ?
N2 C15 1.339(3) . ?
N2 C19 1.355(3) . ?
O2 C22 1.148(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.441(4) . ?
O3 C21 1.146(3) . ?
C4 C5 1.385(4) . ?
C4 C13 1.411(4) . ?
O4 C20 1.147(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.396(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.368(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.417(4) . ?
C8 C9 1.405(4) . ?
C8 C13 1.418(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.372(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.398(4) . ?
C11 C12 1.397(4) . ?
C12 C13 1.431(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.496(4) . ?
C15 C16 1.386(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.382(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.384(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.366(4) . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 B1 F2 105.7(2) . . ?
F3 B1 F1 110.4(3) . . ?
F3 B1 F2 110.0(3) . . ?
F3 B1 F4 112.8(3) . . ?
F4 B1 F1 108.5(3) . . ?
F4 B1 F2 109.1(2) . . ?
O1 C1 C2 118.2(2) . . ?
O1 C1 C12 123.0(2) . . ?
C2 C1 C12 118.7(2) . . ?
O1 Mn1 N1 83.51(8) . . ?
O1 Mn1 N2 84.85(8) . . ?
N2 Mn1 N1 81.28(8) . . ?
C20 Mn1 N1 99.27(10) . . ?
C20 Mn1 O1 175.52(10) . . ?
C20 Mn1 N2 92.09(10) . . ?
C20 Mn1 C21 88.76(12) . . ?
C20 Mn1 C22 87.19(12) . . ?
C21 Mn1 N1 171.15(10) . . ?
C21 Mn1 O1 88.25(10) . . ?
C21 Mn1 N2 94.80(11) . . ?
C22 Mn1 N1 92.20(10) . . ?
C22 Mn1 O1 96.23(9) . . ?
C22 Mn1 N2 173.25(11) . . ?
C22 Mn1 C21 91.89(12) . . ?
Mn1 N1 H1 106.9 . . ?
C11 N1 Mn1 115.12(16) . . ?
C11 N1 H1 106.9 . . ?
C11 N1 C14 109.37(19) . . ?
C14 N1 Mn1 111.14(15) . . ?
C14 N1 H1 106.9 . . ?
C1 O1 Mn1 129.49(17) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 H2 119.6 . . ?
C15 N2 Mn1 116.58(17) . . ?
C15 N2 C19 118.4(2) . . ?
C19 N2 Mn1 125.01(18) . . ?
C2 C3 H3 119.0 . . ?
C2 C3 C4 121.9(3) . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 121.3(3) . . ?
C5 C4 C13 119.5(3) . . ?
C13 C4 C3 119.1(2) . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.1(3) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.3(3) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.6(3) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 C13 119.0(3) . . ?
C9 C8 C7 122.0(3) . . ?
C9 C8 C13 119.0(2) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 C8 121.3(3) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.1(3) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 N1 118.2(2) . . ?
C12 C11 N1 120.5(2) . . ?
C12 C11 C10 121.1(2) . . ?
C11 C12 C1 123.2(2) . . ?
C11 C12 C13 118.5(2) . . ?
C13 C12 C1 118.3(2) . . ?
C4 C13 C8 119.5(2) . . ?
C4 C13 C12 120.7(2) . . ?
C8 C13 C12 119.8(2) . . ?
N1 C14 H14A 109.2 . . ?
N1 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C15 C14 N1 112.1(2) . . ?
C15 C14 H14A 109.2 . . ?
C15 C14 H14B 109.2 . . ?
N2 C15 C14 117.2(2) . . ?
N2 C15 C16 122.4(2) . . ?
C16 C15 C14 120.5(2) . . ?
C15 C16 H16 120.7 . . ?
C17 C16 C15 118.7(3) . . ?
C17 C16 H16 120.7 . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 119.1(3) . . ?
C18 C17 H17 120.5 . . ?
C17 C18 H18 120.4 . . ?
C19 C18 C17 119.3(3) . . ?
C19 C18 H18 120.4 . . ?
N2 C19 C18 122.2(3) . . ?
N2 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
O4 C20 Mn1 176.0(2) . . ?
O3 C21 Mn1 178.2(2) . . ?
O2 C22 Mn1 175.6(2) . . ?

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
C1 C2 C3 C4 2.0(4) . . . . ?
C1 C12 C13 C4 -5.2(4) . . . . ?
C1 C12 C13 C8 175.6(2) . . . . ?
Mn1 N1 C11 C10 135.8(2) . . . . ?
Mn1 N1 C11 C12 -48.9(3) . . . . ?
Mn1 N1 C14 C15 -13.5(3) . . . . ?
Mn1 N2 C15 C14 2.3(3) . . . . ?
Mn1 N2 C15 C16 -176.1(2) . . . . ?
Mn1 N2 C19 C18 175.0(2) . . . . ?
N1 C11 C12 C1 10.9(4) . . . . ?
N1 C11 C12 C13 -169.9(2) . . . . ?
N1 C14 C15 N2 7.8(3) . . . . ?
N1 C14 C15 C16 -173.9(2) . . . . ?
O1 C1 C2 C3 169.5(2) . . . . ?
O1 C1 C12 C11 11.3(4) . . . . ?
O1 C1 C12 C13 -167.9(2) . . . . ?
C2 C1 O1 Mn1 -164.33(17) . . . . ?
C2 C1 C12 C11 -172.5(2) . . . . ?
C2 C1 C12 C13 8.4(3) . . . . ?
C2 C3 C4 C5 -179.7(3) . . . . ?
C2 C3 C4 C13 1.3(4) . . . . ?
N2 C15 C16 C17 0.5(4) . . . . ?
C3 C4 C5 C6 -179.1(3) . . . . ?
C3 C4 C13 C8 179.6(2) . . . . ?
C3 C4 C13 C12 0.4(4) . . . . ?
C4 C5 C6 C7 -0.7(4) . . . . ?
C5 C4 C13 C8 0.6(4) . . . . ?
C5 C4 C13 C12 -178.6(2) . . . . ?
C5 C6 C7 C8 0.9(4) . . . . ?
C6 C7 C8 C9 179.1(3) . . . . ?
C6 C7 C8 C13 -0.3(4) . . . . ?
C7 C8 C9 C10 -175.9(3) . . . . ?
C7 C8 C13 C4 -0.4(4) . . . . ?
C7 C8 C13 C12 178.8(2) . . . . ?
C8 C9 C10 C11 -2.0(4) . . . . ?
C9 C8 C13 C4 -179.8(2) . . . . ?
C9 C8 C13 C12 -0.6(4) . . . . ?
C9 C10 C11 N1 172.8(2) . . . . ?
C9 C10 C11 C12 -2.4(4) . . . . ?
C10 C11 C12 C1 -174.0(2) . . . . ?
C10 C11 C12 C13 5.2(4) . . . . ?
C11 N1 C14 C15 -141.7(2) . . . . ?
C11 C12 C13 C4 175.6(2) . . . . ?
C11 C12 C13 C8 -3.6(4) . . . . ?
C12 C1 O1 Mn1 11.9(4) . . . . ?
C12 C1 C2 C3 -6.9(4) . . . . ?
C13 C4 C5 C6 -0.1(4) . . . . ?
C13 C8 C9 C10 3.5(4) . . . . ?
C14 N1 C11 C10 -98.2(3) . . . . ?
C14 N1 C11 C12 77.0(3) . . . . ?
C14 C15 C16 C17 -177.8(2) . . . . ?
C15 N2 C19 C18 -2.1(4) . . . . ?
C15 C16 C17 C18 -1.5(4) . . . . ?
C16 C17 C18 C19 0.8(4) . . . . ?
C17 C18 C19 N2 1.1(4) . . . . ?
C19 N2 C15 C14 179.6(2) . . . . ?
C19 N2 C15 C16 1.3(4) . . . . ?

_olex2_date_sample_data_collection 2020-02-07
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.655
_oxdiff_exptl_absorpt_empirical_full_min 0.540
