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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2339034'
loop_
_audit_author_name
_audit_author_address
'Dr. Sourav Das'
;Institute of Infrastructure, Technology, Research and Management (IITRAM), Ahmedabad
India
;
_audit_update_record             
;
2024-05-13 deposited with the CCDC.	2024-05-23 downloaded from the CCDC.
;
_audit_creation_date             2024-05-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H18 Cl2 Co2 N4 O3, H2 O'
_chemical_formula_sum            'C21 H20 Cl2 Co2 N4 O4'
_chemical_formula_weight         581.17
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   12.068(3)
_cell_length_b                   14.316(3)
_cell_length_c                   13.869(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.056(6)
_cell_angle_gamma                90
_cell_volume                     2386.9(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9880
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.183
_cell_measurement_theta_min      2.212
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.649
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1371 before and 0.0650 after correction. The Ratio of minimum to maximum transmission is 0.9151. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.076
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.043
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            37251
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.318
_diffrn_reflns_theta_min         2.846
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4901
_reflns_number_total             5930
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.074
_refine_diff_density_min         -0.936
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     315
_refine_ls_number_reflns         5930
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0323
_refine_ls_restrained_S_all      1.085
_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)+(0.0237P)²+2.4910P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0720
_refine_ls_wR_factor_ref         0.0806
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H3A-O3 = O4-H4A
 0.82 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C2(H2), C16(H16), C17(H17), C11(H11), C13(H13), C3(H3), C10(H10),
 C15(H15), C7(H7), C9(H9), C4(H4), C5(H5)
3.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.37561(2) 0.63233(2) 0.67732(2) 0.01756(8) Uani 1 1 d . . . . .
Co2 Co 0.13164(2) 0.72240(2) 0.62556(2) 0.01794(8) Uani 1 1 d . . . . .
Cl1 Cl 0.11804(5) 0.88007(4) 0.62793(4) 0.02665(13) Uani 1 1 d . . . . .
O2 O 0.25054(13) 0.66367(12) 0.56034(10) 0.0215(3) Uani 1 1 d . . . . .
O1 O 0.22026(13) 0.66822(12) 0.73553(11) 0.0231(3) Uani 1 1 d . . . . .
O3 O 0.32378(15) 0.48711(12) 0.66700(12) 0.0232(3) Uani 1 1 d D . . . .
N2 N 0.54603(15) 0.59382(13) 0.71298(13) 0.0203(4) Uani 1 1 d . . . . .
O4 O 0.1005(2) 0.45986(18) 0.61434(17) 0.0458(5) Uani 1 1 d D . . . .
N1 N 0.40318(16) 0.62132(13) 0.83677(13) 0.0195(4) Uani 1 1 d . . . . .
N3 N 0.45662(15) 0.61996(13) 0.53995(13) 0.0192(4) Uani 1 1 d . . . . .
N4 N 0.41659(17) 0.77741(14) 0.68001(14) 0.0240(4) Uani 1 1 d . . . . .
C18 C 0.2057(2) 0.69157(16) 0.39088(16) 0.0230(5) Uani 1 1 d . . . . .
H18 H 0.132313 0.706639 0.399847 0.028 Uiso 1 1 calc R . . . .
C2 C 0.1162(2) 0.68342(16) 0.87378(16) 0.0239(5) Uani 1 1 d . . . . .
H2 H 0.052476 0.701763 0.835884 0.029 Uiso 1 1 calc R . . . .
C16 C 0.3515(2) 0.66975(17) 0.28338(16) 0.0256(5) Uani 1 1 d . . . . .
H16 H 0.374717 0.671612 0.221211 0.031 Uiso 1 1 calc R . . . .
C17 C 0.2422(2) 0.69450(17) 0.29923(16) 0.0258(5) Uani 1 1 d . . . . .
H17 H 0.193381 0.713213 0.247165 0.031 Uiso 1 1 calc R . . . .
C12 C 0.61471(19) 0.58437(16) 0.64266(17) 0.0224(5) Uani 1 1 d . . . . .
C1 C 0.2145(2) 0.66470(16) 0.83051(15) 0.0206(4) Uani 1 1 d . . . . .
C1AA C 0.27938(19) 0.66582(16) 0.47047(15) 0.0197(4) Uani 1 1 d . . . . .
C11 C 0.7277(2) 0.56449(17) 0.66323(19) 0.0283(5) Uani 1 1 d . . . . .
H11 H 0.774511 0.557946 0.613828 0.034 Uiso 1 1 calc R . . . .
C6 C 0.3107(2) 0.63807(15) 0.88922(15) 0.0206(4) Uani 1 1 d . . . . .
C13 C 0.56050(19) 0.59925(16) 0.54497(17) 0.0222(5) Uani 1 1 d . . . . .
H13 H 0.599028 0.594000 0.490028 0.027 Uiso 1 1 calc R . . . .
C3 C 0.1141(2) 0.67455(17) 0.97279(17) 0.0268(5) Uani 1 1 d . . . . .
H3 H 0.048866 0.687596 1.001277 0.032 Uiso 1 1 calc R . . . .
C10 C 0.7680(2) 0.55485(18) 0.7592(2) 0.0327(6) Uani 1 1 d . . . . .
H10 H 0.842826 0.541607 0.774972 0.039 Uiso 1 1 calc R . . . .
C15 C 0.4246(2) 0.64262(16) 0.36039(16) 0.0220(5) Uani 1 1 d . . . . .
H15 H 0.496779 0.625134 0.349977 0.026 Uiso 1 1 calc R . . . .
C8 C 0.58570(19) 0.58413(16) 0.80601(17) 0.0232(5) Uani 1 1 d . . . . .
C7 C 0.5008(2) 0.59949(16) 0.87410(16) 0.0233(5) Uani 1 1 d . . . . .
H7 H 0.517039 0.593713 0.940639 0.028 Uiso 1 1 calc R . . . .
C19 C 0.4172(2) 0.85600(17) 0.66821(17) 0.0243(5) Uani 1 1 d . . . . .
C14 C 0.39016(19) 0.64136(15) 0.45431(15) 0.0200(4) Uani 1 1 d . . . . .
C9 C 0.6973(2) 0.56481(18) 0.83210(19) 0.0300(5) Uani 1 1 d . . . . .
H9 H 0.723798 0.558723 0.896811 0.036 Uiso 1 1 calc R . . . .
C4 C 0.2086(2) 0.64626(19) 1.03053(17) 0.0312(6) Uani 1 1 d . . . . .
H4 H 0.205529 0.639212 1.096894 0.037 Uiso 1 1 calc R . . . .
C5 C 0.3070(2) 0.62863(18) 0.98961(16) 0.0272(5) Uani 1 1 d . . . . .
H5 H 0.370225 0.610644 1.028342 0.033 Uiso 1 1 calc R . . . .
C20 C 0.4164(2) 0.95653(18) 0.6508(2) 0.0339(6) Uani 1 1 d . . . . .
H20A H 0.473798 0.972148 0.609812 0.051 Uiso 1 1 calc GR . . . .
H20B H 0.429575 0.988913 0.711339 0.051 Uiso 1 1 calc GR . . . .
H20C H 0.345442 0.974678 0.619782 0.051 Uiso 1 1 calc GR . . . .
Cl2 Cl -0.03518(5) 0.65701(5) 0.58217(6) 0.04292(18) Uani 1 1 d . . . . .
H3A H 0.2577(16) 0.473(2) 0.6476(19) 0.033(8) Uiso 1 1 d D . . . .
H3B H 0.335(3) 0.457(3) 0.716(3) 0.062(12) Uiso 1 1 d . . . . .
H4A H 0.063(4) 0.508(3) 0.598(4) 0.14(2) Uiso 1 1 d D . . . .
H4B H 0.100(5) 0.411(4) 0.579(4) 0.13(2) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O2 2.1633(16) . ?
Co1 O1 2.1673(16) . ?
Co1 O3 2.1722(18) . ?
Co1 N2 2.1446(19) . ?
Co1 N1 2.2128(19) . ?
Co1 N3 2.2238(18) . ?
Co1 N4 2.135(2) . ?
Co2 Cl1 2.2638(8) . ?
Co2 O2 1.9527(15) . ?
Co2 O1 1.9453(16) . ?
Co2 Cl2 2.2534(8) . ?
O2 C1AA 1.324(2) . ?
O1 C1 1.326(2) . ?
N2 C12 1.341(3) . ?
N2 C8 1.343(3) . ?
N1 C6 1.406(3) . ?
N1 C7 1.283(3) . ?
N3 C13 1.284(3) . ?
N3 C14 1.407(3) . ?
N4 C19 1.137(3) . ?
C18 C17 1.382(3) . ?
C18 C1AA 1.404(3) . ?
C2 C1 1.402(3) . ?
C2 C3 1.381(3) . ?
C16 C17 1.402(3) . ?
C16 C15 1.379(3) . ?
C12 C11 1.398(3) . ?
C12 C13 1.467(3) . ?
C1 C6 1.410(3) . ?
C1AA C14 1.419(3) . ?
C11 C10 1.383(4) . ?
C6 C5 1.403(3) . ?
C3 C4 1.395(4) . ?
C10 C9 1.386(4) . ?
C15 C14 1.402(3) . ?
C8 C7 1.469(3) . ?
C8 C9 1.391(3) . ?
C19 C20 1.459(3) . ?
C4 C5 1.383(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Co1 O1 70.18(6) . . ?
O2 Co1 O3 88.35(7) . . ?
O2 Co1 N1 142.92(6) . . ?
O2 Co1 N3 72.80(6) . . ?
O1 Co1 O3 89.88(7) . . ?
O1 Co1 N1 72.75(6) . . ?
O1 Co1 N3 142.94(6) . . ?
O3 Co1 N1 90.84(7) . . ?
O3 Co1 N3 90.75(6) . . ?
N2 Co1 O2 144.87(6) . . ?
N2 Co1 O1 144.93(7) . . ?
N2 Co1 O3 91.94(7) . . ?
N2 Co1 N1 72.21(7) . . ?
N2 Co1 N3 72.06(7) . . ?
N1 Co1 N3 144.27(7) . . ?
N4 Co1 O2 87.51(7) . . ?
N4 Co1 O1 88.25(7) . . ?
N4 Co1 O3 175.84(7) . . ?
N4 Co1 N2 91.73(8) . . ?
N4 Co1 N1 92.16(7) . . ?
N4 Co1 N3 88.50(7) . . ?
O2 Co2 Cl1 119.56(5) . . ?
O2 Co2 Cl2 111.91(6) . . ?
O1 Co2 Cl1 114.95(5) . . ?
O1 Co2 O2 79.39(7) . . ?
O1 Co2 Cl2 117.40(6) . . ?
Cl2 Co2 Cl1 110.73(3) . . ?
Co2 O2 Co1 103.56(7) . . ?
C1AA O2 Co1 119.15(14) . . ?
C1AA O2 Co2 133.72(14) . . ?
Co2 O1 Co1 103.67(7) . . ?
C1 O1 Co1 118.91(14) . . ?
C1 O1 Co2 136.12(15) . . ?
C12 N2 Co1 119.98(15) . . ?
C12 N2 C8 119.8(2) . . ?
C8 N2 Co1 120.10(15) . . ?
C6 N1 Co1 116.66(14) . . ?
C7 N1 Co1 118.18(15) . . ?
C7 N1 C6 125.15(19) . . ?
C13 N3 Co1 118.21(15) . . ?
C13 N3 C14 125.25(19) . . ?
C14 N3 Co1 116.42(14) . . ?
C19 N4 Co1 164.7(2) . . ?
C17 C18 C1AA 120.0(2) . . ?
C3 C2 C1 119.9(2) . . ?
C15 C16 C17 119.7(2) . . ?
C18 C17 C16 121.1(2) . . ?
N2 C12 C11 121.8(2) . . ?
N2 C12 C13 113.8(2) . . ?
C11 C12 C13 124.4(2) . . ?
O1 C1 C2 122.5(2) . . ?
O1 C1 C6 118.1(2) . . ?
C2 C1 C6 119.3(2) . . ?
O2 C1AA C18 123.0(2) . . ?
O2 C1AA C14 118.2(2) . . ?
C18 C1AA C14 118.76(19) . . ?
C10 C11 C12 118.0(2) . . ?
N1 C6 C1 113.45(19) . . ?
C5 C6 N1 126.4(2) . . ?
C5 C6 C1 120.2(2) . . ?
N3 C13 C12 115.9(2) . . ?
C2 C3 C4 120.8(2) . . ?
C11 C10 C9 120.3(2) . . ?
C16 C15 C14 120.1(2) . . ?
N2 C8 C7 113.1(2) . . ?
N2 C8 C9 121.7(2) . . ?
C9 C8 C7 125.2(2) . . ?
N1 C7 C8 116.4(2) . . ?
N4 C19 C20 178.6(3) . . ?
N3 C14 C1AA 113.29(18) . . ?
C15 C14 N3 126.4(2) . . ?
C15 C14 C1AA 120.3(2) . . ?
C10 C9 C8 118.3(2) . . ?
C5 C4 C3 120.4(2) . . ?
C4 C5 C6 119.5(2) . . ?

_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_2
_database_code_depnum_ccdc_archive 'CCDC 2339035'
loop_
_audit_author_name
_audit_author_address
'Dr. Sourav Das'
;Institute of Infrastructure, Technology, Research and Management (IITRAM), Ahmedabad
India
;
_audit_update_record             
;
2024-05-13 deposited with the CCDC.	2024-05-23 downloaded from the CCDC.
;
_audit_creation_date             2024-05-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H17 Br2 Co2 N4 O3, H2 O'
_chemical_formula_sum            'C21 H19 Br2 Co2 N4 O4'
_chemical_formula_weight         669.08
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 '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/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                   12.3152(7)
_cell_length_b                   14.3406(8)
_cell_length_c                   13.8984(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.729(2)
_cell_angle_gamma                90
_cell_volume                     2449.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9985
_cell_measurement_temperature    105.00
_cell_measurement_theta_max      66.45
_cell_measurement_theta_min      4.43
_shelx_estimated_absorpt_T_max   0.177
_shelx_estimated_absorpt_T_min   0.067
_exptl_absorpt_coefficient_mu    14.732
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.3375
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1397 before and 0.0733 after correction. The Ratio of minimum to maximum transmission is 0.4483. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1316
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            45670
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        66.670
_diffrn_reflns_theta_max         66.670
_diffrn_reflns_theta_min         4.435
_diffrn_ambient_temperature      105.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3961
_reflns_number_total             4319
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.245
_refine_diff_density_min         -2.096
_refine_diff_density_rms         0.175
_refine_ls_extinction_coef       0.0031(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         4319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0667
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1038P)²+15.6565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1860
_refine_ls_wR_factor_ref         0.1899
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C2(H2), C5(H5), C13(H13), C4(H4), C7(H7), C3(H3A), C17(H17),
 C15(H15), C11(H11), C9(H9), C10(H10), C16(H16)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
2.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br2 Br 0.88131(7) 0.11673(6) 0.37636(6) 0.0422(3) Uani 1 1 d . . . . .
Co1 Co 0.62441(8) 0.36481(7) 0.32515(7) 0.0208(3) Uani 1 1 d . . . . .
Co2 Co 0.86452(8) 0.28026(7) 0.37262(7) 0.0223(3) Uani 1 1 d . . . . .
O2 O 0.7764(4) 0.3298(3) 0.2640(3) 0.0281(10) Uani 1 1 d . . . . .
O3 O 0.6746(4) 0.5105(3) 0.3356(3) 0.0288(10) Uani 1 1 d . . . . .
H3 H 0.658922 0.537367 0.282870 0.043 Uiso 1 1 calc GR . . . .
O1 O 0.7475(4) 0.3359(3) 0.4396(3) 0.0281(10) Uani 1 1 d . . . . .
N2 N 0.4584(4) 0.4041(4) 0.2923(4) 0.0238(11) Uani 1 1 d . . . . .
N1 N 0.5454(4) 0.3775(4) 0.4635(4) 0.0234(11) Uani 1 1 d . . . . .
C18 C 0.8783(6) 0.3158(4) 0.1241(5) 0.0282(14) Uani 1 1 d . . . . .
H18 H 0.942061 0.297000 0.161300 0.034 Uiso 1 1 calc R . . . .
C19 C 0.7825(5) 0.3340(4) 0.1691(4) 0.0244(13) Uani 1 1 d . . . . .
N4 N 0.5843(5) 0.2200(4) 0.3229(4) 0.0288(12) Uani 1 1 d . . . . .
O5 O 0.8884(5) 0.5448(5) 0.3884(5) 0.0576(17) Uani 1 1 d . . . . .
H5A H 0.916516 0.569086 0.441677 0.086 Uiso 1 1 d G . . . .
H5B H 0.873275 0.588827 0.346566 0.086 Uiso 1 1 d G . . . .
C14 C 0.6885(5) 0.3590(4) 0.1124(5) 0.0240(13) Uani 1 1 d . . . . .
C2 C 0.7899(6) 0.3059(5) 0.6076(5) 0.0294(14) Uani 1 1 d . . . . .
H2 H 0.862928 0.289963 0.596711 0.035 Uiso 1 1 calc R . . . .
C5 C 0.5757(6) 0.3544(5) 0.6426(5) 0.0292(14) Uani 1 1 d . . . . .
H5 H 0.503354 0.371774 0.654579 0.035 Uiso 1 1 calc R . . . .
C6 C 0.6106(5) 0.3564(5) 0.5475(5) 0.0253(13) Uani 1 1 d . . . . .
C8 C 0.3912(5) 0.4153(4) 0.3643(5) 0.0258(13) Uani 1 1 d . . . . .
C13 C 0.5017(6) 0.3986(5) 0.1312(5) 0.0280(14) Uani 1 1 d . . . . .
H13 H 0.485008 0.404335 0.063735 0.034 Uiso 1 1 calc R . . . .
C1 C 0.7175(5) 0.3327(5) 0.5308(5) 0.0258(13) Uani 1 1 d . . . . .
C4 C 0.6470(6) 0.3272(5) 0.7174(5) 0.0315(15) Uani 1 1 d . . . . .
H4 H 0.623758 0.324878 0.781215 0.038 Uiso 1 1 calc R . . . .
C7 C 0.4449(5) 0.3995(4) 0.4601(5) 0.0264(14) Uani 1 1 d . . . . .
H7 H 0.406642 0.405317 0.516926 0.032 Uiso 1 1 calc R . . . .
C3 C 0.7535(6) 0.3029(5) 0.6996(5) 0.0313(15) Uani 1 1 d . . . . .
H3A H 0.802057 0.283967 0.751814 0.038 Uiso 1 1 calc R . . . .
C12 C 0.4201(5) 0.4147(4) 0.2010(5) 0.0273(14) Uani 1 1 d . . . . .
C20 C 0.5813(6) 0.1419(5) 0.3326(5) 0.0297(15) Uani 1 1 d . . . . .
C17 C 0.8802(6) 0.3251(5) 0.0253(5) 0.0328(16) Uani 1 1 d . . . . .
H17 H 0.945725 0.313565 -0.005232 0.039 Uiso 1 1 calc R . . . .
C15 C 0.6925(6) 0.3689(5) 0.0111(5) 0.0328(15) Uani 1 1 d . . . . .
H15 H 0.629521 0.387548 -0.027141 0.039 Uiso 1 1 calc R . . . .
C11 C 0.3120(6) 0.4374(5) 0.1767(5) 0.0335(15) Uani 1 1 d . . . . .
H11 H 0.286096 0.445077 0.111258 0.040 Uiso 1 1 calc R . . . .
C21 C 0.5791(7) 0.0411(5) 0.3476(6) 0.0432(18) Uani 1 1 d . . . . .
H21A H 0.570087 0.009497 0.285084 0.065 Uiso 1 1 calc GR . . . .
H21B H 0.518145 0.025045 0.386454 0.065 Uiso 1 1 calc GR . . . .
H21C H 0.647511 0.021169 0.381343 0.065 Uiso 1 1 calc GR . . . .
C9 C 0.2824(5) 0.4375(5) 0.3454(6) 0.0339(16) Uani 1 1 d . . . . .
H9 H 0.235706 0.445138 0.396637 0.041 Uiso 1 1 calc R . . . .
C10 C 0.2431(6) 0.4484(5) 0.2511(6) 0.0369(16) Uani 1 1 d . . . . .
H10 H 0.168659 0.463454 0.236822 0.044 Uiso 1 1 calc R . . . .
C16 C 0.7863(7) 0.3515(6) -0.0303(5) 0.0380(17) Uani 1 1 d . . . . .
H16 H 0.788777 0.357294 -0.098263 0.046 Uiso 1 1 calc R . . . .
Br1 Br 1.03317(9) 0.35036(10) 0.40684(10) 0.0787(5) Uani 1 1 d . . . . .
N0AA N 0.5977(4) 0.3761(4) 0.1663(4) 0.0239(11) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br2 Co2 2.3544(13) . ?
Co1 O2 2.164(4) . ?
Co1 O3 2.181(5) . ?
Co1 O1 2.165(5) . ?
Co1 N2 2.141(5) . ?
Co1 N1 2.219(5) . ?
Co1 N4 2.134(6) . ?
Co1 N0AA 2.217(5) . ?
Co2 O2 1.936(4) . ?
Co2 O1 1.938(4) . ?
Co2 Br1 2.3286(14) . ?
O2 C19 1.327(8) . ?
O3 H3 0.8400 . ?
O1 C1 1.344(8) . ?
N2 C8 1.348(8) . ?
N2 C12 1.335(9) . ?
N1 C6 1.406(9) . ?
N1 C7 1.275(9) . ?
C18 H18 0.9500 . ?
C18 C19 1.395(9) . ?
C18 C17 1.382(9) . ?
C19 C14 1.404(9) . ?
N4 C20 1.129(9) . ?
O5 H5A 0.8699 . ?
O5 H5B 0.8701 . ?
C14 C15 1.419(9) . ?
C14 N0AA 1.407(8) . ?
C2 H2 0.9500 . ?
C2 C1 1.399(10) . ?
C2 C3 1.383(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.416(9) . ?
C5 C4 1.373(10) . ?
C6 C1 1.395(9) . ?
C8 C7 1.465(10) . ?
C8 C9 1.386(10) . ?
C13 H13 0.9500 . ?
C13 C12 1.460(9) . ?
C13 N0AA 1.290(9) . ?
C4 H4 0.9500 . ?
C4 C3 1.394(10) . ?
C7 H7 0.9500 . ?
C3 H3A 0.9500 . ?
C12 C11 1.390(10) . ?
C20 C21 1.461(10) . ?
C17 H17 0.9500 . ?
C17 C16 1.401(11) . ?
C15 H15 0.9500 . ?
C15 C16 1.347(11) . ?
C11 H11 0.9500 . ?
C11 C10 1.389(11) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C9 H9 0.9500 . ?
C9 C10 1.376(11) . ?
C10 H10 0.9500 . ?
C16 H16 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
O2 Co1 O3 90.00(18) . . ?
O2 Co1 O1 70.26(16) . . ?
O2 Co1 N1 143.00(19) . . ?
O2 Co1 N0AA 72.65(18) . . ?
O3 Co1 N1 90.11(17) . . ?
O3 Co1 N0AA 91.12(18) . . ?
O1 Co1 O3 87.27(18) . . ?
O1 Co1 N1 72.79(18) . . ?
O1 Co1 N0AA 142.87(18) . . ?
N2 Co1 O2 144.63(19) . . ?
N2 Co1 O3 91.44(19) . . ?
N2 Co1 O1 145.10(18) . . ?
N2 Co1 N1 72.3(2) . . ?
N2 Co1 N0AA 72.0(2) . . ?
N4 Co1 O2 88.5(2) . . ?
N4 Co1 O3 175.8(2) . . ?
N4 Co1 O1 88.6(2) . . ?
N4 Co1 N2 92.0(2) . . ?
N4 Co1 N1 88.8(2) . . ?
N4 Co1 N0AA 92.1(2) . . ?
N0AA Co1 N1 144.3(2) . . ?
O2 Co2 Br2 115.23(15) . . ?
O2 Co2 O1 80.05(19) . . ?
O2 Co2 Br1 116.64(16) . . ?
O1 Co2 Br2 117.81(15) . . ?
O1 Co2 Br1 113.91(15) . . ?
Br1 Co2 Br2 110.46(6) . . ?
Co2 O2 Co1 103.53(19) . . ?
C19 O2 Co1 119.1(4) . . ?
C19 O2 Co2 136.6(4) . . ?
Co1 O3 H3 109.5 . . ?
Co2 O1 Co1 103.45(19) . . ?
C1 O1 Co1 118.5(4) . . ?
C1 O1 Co2 134.3(4) . . ?
C8 N2 Co1 119.8(4) . . ?
C12 N2 Co1 120.4(4) . . ?
C12 N2 C8 119.7(6) . . ?
C6 N1 Co1 116.4(4) . . ?
C7 N1 Co1 117.8(5) . . ?
C7 N1 C6 125.8(6) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.7(7) . . ?
O2 C19 C18 122.8(6) . . ?
O2 C19 C14 118.0(6) . . ?
C18 C19 C14 119.2(6) . . ?
C20 N4 Co1 166.6(6) . . ?
H5A O5 H5B 109.5 . . ?
C19 C14 C15 120.1(6) . . ?
C19 C14 N0AA 113.7(5) . . ?
N0AA C14 C15 126.2(6) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C3 C2 C1 119.0(6) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.6(6) . . ?
N1 C6 C5 126.0(6) . . ?
C1 C6 N1 114.1(5) . . ?
C1 C6 C5 119.8(6) . . ?
N2 C8 C7 113.1(5) . . ?
N2 C8 C9 121.3(6) . . ?
C9 C8 C7 125.5(6) . . ?
C12 C13 H13 121.9 . . ?
N0AA C13 H13 121.9 . . ?
N0AA C13 C12 116.2(6) . . ?
O1 C1 C2 121.9(6) . . ?
O1 C1 C6 118.0(6) . . ?
C6 C1 C2 120.1(6) . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 119.9(6) . . ?
C3 C4 H4 120.0 . . ?
N1 C7 C8 116.9(6) . . ?
N1 C7 H7 121.5 . . ?
C8 C7 H7 121.5 . . ?
C2 C3 C4 121.4(7) . . ?
C2 C3 H3A 119.3 . . ?
C4 C3 H3A 119.3 . . ?
N2 C12 C13 113.5(6) . . ?
N2 C12 C11 122.1(6) . . ?
C11 C12 C13 124.4(6) . . ?
N4 C20 C21 178.5(8) . . ?
C18 C17 H17 119.7 . . ?
C18 C17 C16 120.5(6) . . ?
C16 C17 H17 119.7 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.5(7) . . ?
C16 C15 H15 120.3 . . ?
C12 C11 H11 121.1 . . ?
C10 C11 C12 117.9(7) . . ?
C10 C11 H11 121.1 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C8 C9 H9 120.6 . . ?
C10 C9 C8 118.8(6) . . ?
C10 C9 H9 120.6 . . ?
C11 C10 H10 119.9 . . ?
C9 C10 C11 120.2(6) . . ?
C9 C10 H10 119.9 . . ?
C17 C16 H16 119.5 . . ?
C15 C16 C17 120.9(6) . . ?
C15 C16 H16 119.5 . . ?
C14 N0AA Co1 116.4(4) . . ?
C13 N0AA Co1 117.9(4) . . ?
C13 N0AA C14 125.7(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O2 C19 C18 177.7(5) . . . . ?
Co1 O2 C19 C14 -1.6(8) . . . . ?
Co1 O1 C1 C2 173.9(5) . . . . ?
Co1 O1 C1 C6 -5.6(8) . . . . ?
Co1 N2 C8 C7 0.9(7) . . . . ?
Co1 N2 C8 C9 -177.8(5) . . . . ?
Co1 N2 C12 C13 -0.9(7) . . . . ?
Co1 N2 C12 C11 178.0(5) . . . . ?
Co1 N1 C6 C5 -176.0(5) . . . . ?
Co1 N1 C6 C1 1.6(7) . . . . ?
Co1 N1 C7 C8 -0.6(7) . . . . ?
Co2 O2 C19 C18 -14.4(10) . . . . ?
Co2 O2 C19 C14 166.4(5) . . . . ?
Co2 O1 C1 C2 19.9(10) . . . . ?
Co2 O1 C1 C6 -159.7(5) . . . . ?
O2 C19 C14 C15 176.9(6) . . . . ?
O2 C19 C14 N0AA -0.3(8) . . . . ?
N2 C8 C7 N1 -0.2(8) . . . . ?
N2 C8 C9 C10 -0.1(10) . . . . ?
N2 C12 C11 C10 -0.4(10) . . . . ?
N1 C6 C1 O1 2.5(9) . . . . ?
N1 C6 C1 C2 -177.0(6) . . . . ?
C18 C19 C14 C15 -2.3(9) . . . . ?
C18 C19 C14 N0AA -179.6(6) . . . . ?
C18 C17 C16 C15 0.4(12) . . . . ?
C19 C18 C17 C16 -0.9(10) . . . . ?
C19 C14 C15 C16 1.8(10) . . . . ?
C19 C14 N0AA Co1 2.0(7) . . . . ?
C19 C14 N0AA C13 -178.8(6) . . . . ?
C14 C15 C16 C17 -0.9(12) . . . . ?
C5 C6 C1 O1 -179.7(6) . . . . ?
C5 C6 C1 C2 0.7(10) . . . . ?
C5 C4 C3 C2 0.2(11) . . . . ?
C6 N1 C7 C8 -177.7(6) . . . . ?
C6 C5 C4 C3 0.8(10) . . . . ?
C8 N2 C12 C13 -178.8(6) . . . . ?
C8 N2 C12 C11 0.0(10) . . . . ?
C8 C9 C10 C11 -0.2(11) . . . . ?
C13 C12 C11 C10 178.4(6) . . . . ?
C1 C2 C3 C4 -0.8(10) . . . . ?
C4 C5 C6 N1 176.1(6) . . . . ?
C4 C5 C6 C1 -1.3(10) . . . . ?
C7 N1 C6 C5 1.1(10) . . . . ?
C7 N1 C6 C1 178.7(6) . . . . ?
C7 C8 C9 C10 -178.6(6) . . . . ?
C3 C2 C1 O1 -179.2(6) . . . . ?
C3 C2 C1 C6 0.3(10) . . . . ?
C12 N2 C8 C7 178.9(6) . . . . ?
C12 N2 C8 C9 0.2(9) . . . . ?
C12 C13 N0AA Co1 0.3(8) . . . . ?
C12 C13 N0AA C14 -178.9(6) . . . . ?
C12 C11 C10 C9 0.4(11) . . . . ?
C17 C18 C19 O2 -177.4(6) . . . . ?
C17 C18 C19 C14 1.8(10) . . . . ?
C15 C14 N0AA Co1 -175.1(5) . . . . ?
C15 C14 N0AA C13 4.1(10) . . . . ?
C9 C8 C7 N1 178.4(6) . . . . ?
N0AA C14 C15 C16 178.7(7) . . . . ?
N0AA C13 C12 N2 0.4(9) . . . . ?
N0AA C13 C12 C11 -178.5(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT420_2                   
;
PROBLEM: D-H Bond Without Acceptor  O5       --H5B      .     Please Check 
RESPONSE: Assignment of H atom leads to shift error. Hence it is not assigned. 
;
# end Validation Reply Form
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2339036'
loop_
_audit_author_name
_audit_author_address
'Dr. Sourav Das'
;Institute of Infrastructure, Technology, Research and Management (IITRAM), Ahmedabad
India
;
_audit_update_record             
;
2024-05-13 deposited with the CCDC.	2024-05-23 downloaded from the CCDC.
;
_audit_creation_date             2024-05-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H19 Co2 I2 N5 O2'
_chemical_formula_sum            'C23 H19 Co2 I2 N5 O2'
_chemical_formula_weight         769.09
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   12.8418(7)
_cell_length_b                   14.6125(8)
_cell_length_c                   14.0835(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.407(2)
_cell_angle_gamma                90
_cell_volume                     2640.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9952
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.605
_cell_measurement_theta_min      2.523
_shelx_estimated_absorpt_T_max   0.631
_shelx_estimated_absorpt_T_min   0.595
_exptl_absorpt_coefficient_mu    3.624
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0839 before and 0.0600 after correction. The Ratio of minimum to maximum transmission is 0.8188. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.935
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            62636
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_min         2.009
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4141
_reflns_number_total             4918
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.734
_refine_diff_density_min         -2.899
_refine_diff_density_rms         0.262
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         4918
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0824
_refine_ls_restrained_S_all      1.146
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1575P)²+15.1665P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2556
_refine_ls_wR_factor_ref         0.2787
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N5-C22
 1.2 with sigma of 0.02
 C22-C23
 1.51 with sigma of 0.02
3. Rigid body (RIGU) restrains
 N5, C22, C23
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C3(H3), C2(H2), C13(H13), C9(H9), C10(H10), C11(H11), C7(H7),
 C15(H15), C16(H16), C17(H17), C18(H18)
4.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I -0.01799(10) 0.61831(12) 0.61009(11) 0.1315(6) Uani 1 1 d . . . . .
Co2 Co 0.13818(10) 0.71112(10) 0.62650(8) 0.0550(4) Uani 1 1 d . . . . .
I2 I 0.11135(8) 0.88087(6) 0.61654(6) 0.0858(4) Uani 1 1 d . . . . .
Co1 Co 0.37324(9) 0.63977(8) 0.66936(8) 0.0447(3) Uani 1 1 d . . . . .
O1 O 0.2562(6) 0.6652(7) 0.5589(4) 0.071(2) Uani 1 1 d . . . . .
N1 N 0.4495(6) 0.6278(5) 0.5313(5) 0.0509(18) Uani 1 1 d . . . . .
N3 N 0.3974(6) 0.6295(5) 0.8258(5) 0.0457(16) Uani 1 1 d . . . . .
O2 O 0.2283(5) 0.6744(6) 0.7330(4) 0.066(2) Uani 1 1 d . . . . .
N2 N 0.5313(6) 0.6002(5) 0.6980(6) 0.0525(18) Uani 1 1 d . . . . .
N4 N 0.4151(9) 0.7842(7) 0.6688(7) 0.074(3) Uani 1 1 d . . . . .
C1 C 0.2840(9) 0.6697(7) 0.4688(7) 0.062(2) Uani 1 1 d . . . . .
C6 C 0.3868(8) 0.6470(6) 0.4507(6) 0.051(2) Uani 1 1 d . . . . .
C5 C 0.4208(10) 0.6485(8) 0.3560(7) 0.069(3) Uani 1 1 d . . . . .
H5 H 0.489135 0.633170 0.343237 0.083 Uiso 1 1 calc R . . . .
C4 C 0.3501(12) 0.6733(9) 0.2826(7) 0.080(4) Uani 1 1 d . . . . .
H4 H 0.371672 0.675733 0.220424 0.096 Uiso 1 1 calc R . . . .
C3 C 0.2477(13) 0.6943(9) 0.3020(8) 0.082(4) Uani 1 1 d . . . . .
H3 H 0.200570 0.709821 0.252713 0.098 Uiso 1 1 calc R . . . .
C2 C 0.2157(10) 0.6921(8) 0.3941(7) 0.070(3) Uani 1 1 d . . . . .
H2 H 0.146813 0.705953 0.406215 0.084 Uiso 1 1 calc R . . . .
C13 C 0.4879(8) 0.6078(7) 0.8576(7) 0.055(2) Uani 1 1 d . . . . .
H13 H 0.503257 0.603720 0.922630 0.066 Uiso 1 1 calc R . . . .
C12 C 0.5689(7) 0.5892(7) 0.7873(8) 0.056(2) Uani 1 1 d . . . . .
C8 C 0.5955(7) 0.5896(7) 0.6270(8) 0.056(2) Uani 1 1 d . . . . .
C9 C 0.6999(9) 0.5664(9) 0.6435(11) 0.082(4) Uani 1 1 d . . . . .
H9 H 0.743392 0.558801 0.592949 0.099 Uiso 1 1 calc R . . . .
C10 C 0.7374(9) 0.5552(10) 0.7338(11) 0.086(4) Uani 1 1 d . . . . .
H10 H 0.807295 0.541130 0.746006 0.103 Uiso 1 1 calc R . . . .
C11 C 0.6695(9) 0.5650(9) 0.8099(10) 0.079(3) Uani 1 1 d . . . . .
H11 H 0.692522 0.555355 0.872555 0.095 Uiso 1 1 calc R . . . .
C7 C 0.5446(8) 0.6041(7) 0.5333(8) 0.059(2) Uani 1 1 d . . . . .
H7 H 0.580346 0.596407 0.477776 0.071 Uiso 1 1 calc R . . . .
C14 C 0.3122(7) 0.6465(6) 0.8802(6) 0.0489(19) Uani 1 1 d . . . . .
C15 C 0.3069(10) 0.6368(9) 0.9791(7) 0.072(3) Uani 1 1 d . . . . .
H15 H 0.365541 0.617812 1.014754 0.087 Uiso 1 1 calc R . . . .
C16 C 0.2197(11) 0.6542(11) 1.0223(8) 0.081(4) Uani 1 1 d . . . . .
H16 H 0.218822 0.650217 1.088128 0.097 Uiso 1 1 calc R . . . .
C17 C 0.1294(10) 0.6785(8) 0.9706(8) 0.071(3) Uani 1 1 d . . . . .
H17 H 0.068478 0.690193 1.001840 0.085 Uiso 1 1 calc R . . . .
C18 C 0.1301(8) 0.6852(7) 0.8730(7) 0.055(2) Uani 1 1 d . . . . .
H18 H 0.069208 0.700217 0.838376 0.066 Uiso 1 1 calc R . . . .
C19 C 0.2216(7) 0.6697(6) 0.8263(5) 0.0464(18) Uani 1 1 d . . . . .
C20 C 0.4135(13) 0.8600(8) 0.6586(11) 0.087(4) Uani 1 1 d . . . . .
C21 C 0.425(2) 0.9584(11) 0.648(2) 0.171(11) Uani 1 1 d . . . . .
H21A H 0.424700 0.973683 0.581700 0.256 Uiso 1 1 calc GR . . . .
H21B H 0.489953 0.977544 0.678223 0.256 Uiso 1 1 calc GR . . . .
H21C H 0.368527 0.988972 0.677120 0.256 Uiso 1 1 calc GR . . . .
C22 C 0.2544(11) 0.4557(11) 0.6435(11) 0.094(4) Uani 1 1 d D U . . .
C23 C 0.162(2) 0.402(2) 0.6102(16) 0.192(15) Uani 1 1 d D U . . .
H23A H 0.181273 0.360353 0.561508 0.289 Uiso 1 1 calc GR . . . .
H23B H 0.109024 0.443042 0.585147 0.289 Uiso 1 1 calc GR . . . .
H23C H 0.135394 0.368544 0.662568 0.289 Uiso 1 1 calc GR . . . .
N5 N 0.3232(7) 0.4986(6) 0.6611(6) 0.063(2) Uani 1 1 d D 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
I1 Co2 2.4240(19) . ?
Co2 I2 2.5074(17) . ?
Co2 O1 1.943(6) . ?
Co2 O2 1.931(6) . ?
Co1 O1 2.150(7) . ?
Co1 N1 2.219(7) . ?
Co1 N3 2.218(7) . ?
Co1 O2 2.159(6) . ?
Co1 N2 2.132(8) . ?
Co1 N4 2.177(11) . ?
Co1 N5 2.162(9) . ?
O1 C1 1.334(11) . ?
N1 C6 1.392(13) . ?
N1 C7 1.269(13) . ?
N3 C13 1.268(13) . ?
N3 C14 1.384(11) . ?
O2 C19 1.323(10) . ?
N2 C12 1.338(13) . ?
N2 C8 1.332(12) . ?
N4 C20 1.118(15) . ?
C1 C6 1.395(15) . ?
C1 C2 1.380(16) . ?
C6 C5 1.421(12) . ?
C5 H5 0.9300 . ?
C5 C4 1.40(2) . ?
C4 H4 0.9300 . ?
C4 C3 1.39(2) . ?
C3 H3 0.9300 . ?
C3 C2 1.377(15) . ?
C2 H2 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.491(14) . ?
C12 C11 1.363(15) . ?
C8 C9 1.393(15) . ?
C8 C7 1.463(16) . ?
C9 H9 0.9300 . ?
C9 C10 1.35(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.416(18) . ?
C11 H11 0.9300 . ?
C7 H7 0.9300 . ?
C14 C15 1.406(13) . ?
C14 C19 1.404(13) . ?
C15 H15 0.9300 . ?
C15 C16 1.320(17) . ?
C16 H16 0.9300 . ?
C16 C17 1.389(19) . ?
C17 H17 0.9300 . ?
C17 C18 1.378(14) . ?
C18 H18 0.9300 . ?
C18 C19 1.389(12) . ?
C20 C21 1.454(18) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.481(16) . ?
C22 N5 1.104(12) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

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
I1 Co2 I2 115.91(7) . . ?
O1 Co2 I1 114.8(3) . . ?
O1 Co2 I2 115.0(3) . . ?
O2 Co2 I1 112.6(3) . . ?
O2 Co2 I2 113.3(3) . . ?
O2 Co2 O1 80.2(3) . . ?
O1 Co1 N1 72.6(3) . . ?
O1 Co1 N3 142.7(3) . . ?
O1 Co1 O2 70.8(2) . . ?
O1 Co1 N4 89.7(4) . . ?
O1 Co1 N5 85.9(4) . . ?
N3 Co1 N1 144.7(3) . . ?
O2 Co1 N1 143.2(3) . . ?
O2 Co1 N3 72.0(2) . . ?
O2 Co1 N4 89.5(4) . . ?
O2 Co1 N5 89.2(3) . . ?
N2 Co1 O1 144.6(3) . . ?
N2 Co1 N1 72.1(3) . . ?
N2 Co1 N3 72.6(3) . . ?
N2 Co1 O2 144.6(3) . . ?
N2 Co1 N4 91.7(4) . . ?
N2 Co1 N5 91.7(3) . . ?
N4 Co1 N1 87.4(3) . . ?
N4 Co1 N3 92.6(3) . . ?
N5 Co1 N1 91.1(3) . . ?
N5 Co1 N3 91.0(3) . . ?
N5 Co1 N4 175.7(4) . . ?
Co2 O1 Co1 103.9(3) . . ?
C1 O1 Co2 134.0(7) . . ?
C1 O1 Co1 119.3(7) . . ?
C6 N1 Co1 115.9(6) . . ?
C7 N1 Co1 117.5(7) . . ?
C7 N1 C6 126.6(8) . . ?
C13 N3 Co1 117.1(6) . . ?
C13 N3 C14 125.7(8) . . ?
C14 N3 Co1 117.1(6) . . ?
Co2 O2 Co1 104.0(3) . . ?
C19 O2 Co2 136.4(6) . . ?
C19 O2 Co1 119.6(6) . . ?
C12 N2 Co1 120.9(6) . . ?
C8 N2 Co1 120.3(7) . . ?
C8 N2 C12 118.8(9) . . ?
C20 N4 Co1 163.4(13) . . ?
O1 C1 C6 117.0(10) . . ?
O1 C1 C2 123.3(10) . . ?
C2 C1 C6 119.6(9) . . ?
N1 C6 C1 114.8(7) . . ?
N1 C6 C5 125.3(9) . . ?
C1 C6 C5 119.9(10) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 C6 118.9(11) . . ?
C4 C5 H5 120.6 . . ?
C5 C4 H4 119.9 . . ?
C3 C4 C5 120.2(9) . . ?
C3 C4 H4 119.9 . . ?
C4 C3 H3 119.9 . . ?
C2 C3 C4 120.2(13) . . ?
C2 C3 H3 119.9 . . ?
C1 C2 H2 119.4 . . ?
C3 C2 C1 121.2(12) . . ?
C3 C2 H2 119.4 . . ?
N3 C13 H13 121.1 . . ?
N3 C13 C12 117.7(9) . . ?
C12 C13 H13 121.1 . . ?
N2 C12 C13 111.6(8) . . ?
N2 C12 C11 123.5(10) . . ?
C11 C12 C13 125.0(11) . . ?
N2 C8 C9 121.6(11) . . ?
N2 C8 C7 113.1(9) . . ?
C9 C8 C7 125.2(10) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.3(11) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.6(11) . . ?
C11 C10 H10 120.2 . . ?
C12 C11 C10 117.2(13) . . ?
C12 C11 H11 121.4 . . ?
C10 C11 H11 121.4 . . ?
N1 C7 C8 116.9(8) . . ?
N1 C7 H7 121.6 . . ?
C8 C7 H7 121.6 . . ?
N3 C14 C15 127.1(9) . . ?
N3 C14 C19 113.7(7) . . ?
C19 C14 C15 119.1(9) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.0(11) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.9(10) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.1(9) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.1(10) . . ?
C19 C18 H18 120.0 . . ?
O2 C19 C14 117.5(7) . . ?
O2 C19 C18 123.6(8) . . ?
C18 C19 C14 118.9(8) . . ?
N4 C20 C21 173(2) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N5 C22 C23 174(2) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 N5 Co1 141.9(12) . . ?

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
Co2 O1 C1 C6 165.2(8) . . . . ?
Co2 O1 C1 C2 -17.4(18) . . . . ?
Co2 O2 C19 C14 -173.7(8) . . . . ?
Co2 O2 C19 C18 7.1(17) . . . . ?
Co1 O1 C1 C6 7.3(13) . . . . ?
Co1 O1 C1 C2 -175.3(9) . . . . ?
Co1 N1 C6 C1 -0.9(11) . . . . ?
Co1 N1 C6 C5 176.3(7) . . . . ?
Co1 N1 C7 C8 -1.7(11) . . . . ?
Co1 N3 C13 C12 -1.4(12) . . . . ?
Co1 N3 C14 C15 174.4(9) . . . . ?
Co1 N3 C14 C19 -0.9(10) . . . . ?
Co1 O2 C19 C14 3.2(12) . . . . ?
Co1 O2 C19 C18 -176.0(7) . . . . ?
Co1 N2 C12 C13 0.0(11) . . . . ?
Co1 N2 C12 C11 -179.3(9) . . . . ?
Co1 N2 C8 C9 178.1(8) . . . . ?
Co1 N2 C8 C7 -2.2(11) . . . . ?
O1 C1 C6 N1 -4.0(14) . . . . ?
O1 C1 C6 C5 178.6(10) . . . . ?
O1 C1 C2 C3 -178.8(12) . . . . ?
N1 C6 C5 C4 -176.8(10) . . . . ?
N3 C13 C12 N2 0.9(13) . . . . ?
N3 C13 C12 C11 -179.8(11) . . . . ?
N3 C14 C15 C16 -179.0(12) . . . . ?
N3 C14 C19 O2 -1.4(13) . . . . ?
N3 C14 C19 C18 177.8(8) . . . . ?
N2 C12 C11 C10 2.8(18) . . . . ?
N2 C8 C9 C10 -0.5(19) . . . . ?
N2 C8 C7 N1 2.5(13) . . . . ?
C1 C6 C5 C4 0.2(15) . . . . ?
C6 N1 C7 C8 178.7(8) . . . . ?
C6 C1 C2 C3 -1.4(18) . . . . ?
C6 C5 C4 C3 -1.3(17) . . . . ?
C5 C4 C3 C2 1.0(19) . . . . ?
C4 C3 C2 C1 0(2) . . . . ?
C2 C1 C6 N1 178.5(10) . . . . ?
C2 C1 C6 C5 1.1(16) . . . . ?
C13 N3 C14 C15 -5.1(16) . . . . ?
C13 N3 C14 C19 179.6(9) . . . . ?
C13 C12 C11 C10 -176.4(11) . . . . ?
C12 N2 C8 C9 0.6(15) . . . . ?
C12 N2 C8 C7 -179.6(8) . . . . ?
C8 N2 C12 C13 177.4(8) . . . . ?
C8 N2 C12 C11 -1.8(15) . . . . ?
C8 C9 C10 C11 1(2) . . . . ?
C9 C8 C7 N1 -177.8(10) . . . . ?
C9 C10 C11 C12 -3(2) . . . . ?
C7 N1 C6 C1 178.8(9) . . . . ?
C7 N1 C6 C5 -4.0(15) . . . . ?
C7 C8 C9 C10 179.8(11) . . . . ?
C14 N3 C13 C12 178.1(8) . . . . ?
C14 C15 C16 C17 3(2) . . . . ?
C15 C14 C19 O2 -177.1(10) . . . . ?
C15 C14 C19 C18 2.1(14) . . . . ?
C15 C16 C17 C18 0(2) . . . . ?
C16 C17 C18 C19 -1.4(18) . . . . ?
C17 C18 C19 O2 179.6(10) . . . . ?
C17 C18 C19 C14 0.5(15) . . . . ?
C19 C14 C15 C16 -3.9(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
