# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2023

####################################################################### 
# 
# 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_exp_9472
_audit_block_doi                 10.5517/ccdc.csd.cc2f7fjn
_database_code_depnum_ccdc_archive 'CCDC 2241471'
loop_
_audit_author_name
_audit_author_address
Qixiaofang
;Qixiaofang
China
;
_audit_update_record             
;
2023-06-28 deposited with the CCDC.	2023-11-06 downloaded from the CCDC.
;
_audit_creation_date             2023-06-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H20 Cl2 Co N4, Cl'
_chemical_formula_sum            'C8 H20 Cl3 Co N4'
_chemical_formula_weight         337.56
_chemical_absolute_configuration ?
_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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   14.5774(8)
_cell_length_b                   7.4338(3)
_cell_length_c                   12.8552(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1393.06(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2224
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.5290
_cell_measurement_theta_min      4.1250
_shelx_estimated_absorpt_T_max   0.841
_shelx_estimated_absorpt_T_min   0.716
_exptl_absorpt_coefficient_mu    1.788
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86173
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5469
_diffrn_reflns_point_group_measured_fraction_full 0.907
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        25.017
_diffrn_reflns_theta_max         25.017
_diffrn_reflns_theta_min         3.461
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  41.00   1.00    5.00    --   15.49 -99.00 -90.00   56
  2  ω    -23.00   3.00   1.00    5.00    --  -16.28 -99.00 -60.00   26
  3  ω     32.00  88.00   1.00    5.00    --   15.49-178.00  60.00   56
  4  ω    -13.00  23.00   1.00    5.00    --  -16.28 -99.00  90.00   36
  5  ω     34.00  83.00   1.00    5.00    --   15.49  57.00-180.00   49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0475329000
_diffrn_orient_matrix_UB_12      0.0137499000
_diffrn_orient_matrix_UB_13      0.0085495000
_diffrn_orient_matrix_UB_21      -0.0052644000
_diffrn_orient_matrix_UB_22      -0.0925274000
_diffrn_orient_matrix_UB_23      0.0121304000
_diffrn_orient_matrix_UB_31      0.0088253000
_diffrn_orient_matrix_UB_32      0.0188166000
_diffrn_orient_matrix_UB_33      0.0531731000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.736
_reflns_Friedel_fraction_full    0.808
_reflns_Friedel_fraction_max     0.808
_reflns_number_gt                2036
_reflns_number_total             2224
_reflns_odcompleteness_completeness 99.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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    ?
_refine_diff_density_max         0.687
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.42(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2224
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0399
_refine_ls_restrained_S_all      1.061
_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)+(0.0439P)²+0.5923P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.0931
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.58(4)
 0.42(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
3.a Ternary CH refined with riding coordinates:
 N11(H11), N28(H28), N27(H27), N17(H17)
3.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C23(H23A,H23B), C18(H18A,H18B), C10(H10A,H10B), C12(H12A,H12B),
 C20(H20A,H20B), C26(H26A,H26B), C33(H33A,H33B)
;
_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
Co19 Co 0.61206(5) 0.40851(10) 0.49007(10) 0.0243(2) Uani 1 1 d . . . . .
Cl29 Cl 0.55435(15) 0.2082(2) 0.36828(15) 0.0402(5) Uani 1 1 d . . . . .
Cl5 Cl 0.56128(16) 0.2428(3) 0.62739(15) 0.0402(5) Uani 1 1 d . . . . .
Cl35 Cl 0.80591(13) 0.9438(3) 0.5644(2) 0.0576(7) Uani 1 1 d . . . . .
N11 N 0.7549(3) 0.3368(6) 0.4866(6) 0.0251(11) Uani 1 1 d . . . . .
H11 H 0.759433 0.206501 0.496993 0.030 Uiso 1 1 calc R U . . .
N28 N 0.6563(4) 0.5604(8) 0.3535(5) 0.0277(14) Uani 1 1 d . . . . .
H28 H 0.634418 0.493150 0.292844 0.033 Uiso 1 1 calc R U . . .
N27 N 0.5132(3) 0.6236(6) 0.4907(6) 0.0248(10) Uani 1 1 d . . . . .
H27 H 0.452685 0.569881 0.502043 0.030 Uiso 1 1 calc R U . . .
N17 N 0.6749(4) 0.6045(7) 0.5936(5) 0.0246(13) Uani 1 1 d . . . . .
H17 H 0.703660 0.697214 0.550350 0.030 Uiso 1 1 calc R U . . .
C3 C 0.8090(5) 0.4263(10) 0.5702(7) 0.0336(18) Uani 1 1 d . . . . .
H3A H 0.847990 0.517933 0.539564 0.040 Uiso 1 1 calc R U . . .
H3B H 0.848238 0.338320 0.603713 0.040 Uiso 1 1 calc R U . . .
C23 C 0.5294(5) 0.7561(10) 0.5764(7) 0.0346(18) Uani 1 1 d . . . . .
H23A H 0.472220 0.777656 0.612877 0.042 Uiso 1 1 calc R U . . .
H23B H 0.549562 0.869400 0.546697 0.042 Uiso 1 1 calc R U . . .
C18 C 0.6006(5) 0.6906(11) 0.6530(6) 0.034(2) Uani 1 1 d . . . . .
H18A H 0.624545 0.790869 0.692911 0.041 Uiso 1 1 calc R U . . .
H18B H 0.573404 0.604910 0.700804 0.041 Uiso 1 1 calc R U . . .
C10 C 0.5125(5) 0.7067(9) 0.3874(6) 0.0336(18) Uani 1 1 d . . . . .
H10A H 0.480160 0.820688 0.390347 0.040 Uiso 1 1 calc R U . . .
H10B H 0.480423 0.629061 0.338808 0.040 Uiso 1 1 calc R U . . .
C12 C 0.7477(5) 0.5110(10) 0.6498(6) 0.0325(18) Uani 1 1 d . . . . .
H12A H 0.721875 0.419619 0.694916 0.039 Uiso 1 1 calc R U . . .
H12B H 0.782178 0.595312 0.692108 0.039 Uiso 1 1 calc R U . . .
C20 C 0.6094(5) 0.7372(10) 0.3502(6) 0.0340(19) Uani 1 1 d . . . . .
H20A H 0.609310 0.784212 0.279777 0.041 Uiso 1 1 calc R U . . .
H20B H 0.640542 0.822607 0.394966 0.041 Uiso 1 1 calc R U . . .
C26 C 0.7574(5) 0.5618(11) 0.3463(7) 0.038(2) Uani 1 1 d . . . . .
H26A H 0.782698 0.655396 0.390408 0.045 Uiso 1 1 calc R U . . .
H26B H 0.776580 0.584203 0.275219 0.045 Uiso 1 1 calc R U . . .
C33 C 0.7906(5) 0.3783(10) 0.3820(6) 0.0339(18) Uani 1 1 d . . . . .
H33A H 0.770141 0.287167 0.333220 0.041 Uiso 1 1 calc R U . . .
H33B H 0.857142 0.376748 0.383295 0.041 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co19 Cl29 2.319(2) . ?
Co19 Cl5 2.276(2) . ?
Co19 N11 2.150(4) . ?
Co19 N28 2.185(6) . ?
Co19 N27 2.152(4) . ?
Co19 N17 2.176(5) . ?
N11 H11 0.9800 . ?
N11 C3 1.490(10) . ?
N11 C33 1.475(10) . ?
N28 H28 0.9800 . ?
N28 C20 1.481(9) . ?
N28 C26 1.477(9) . ?
N27 H27 0.9800 . ?
N27 C23 1.497(10) . ?
N27 C10 1.465(11) . ?
N17 H17 0.9800 . ?
N17 C18 1.471(9) . ?
N17 C12 1.460(9) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C12 1.497(11) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C18 1.511(10) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C20 1.510(10) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C33 1.518(10) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?

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
Cl5 Co19 Cl29 93.34(8) . . ?
N11 Co19 Cl29 100.26(17) . . ?
N11 Co19 Cl5 101.36(19) . . ?
N11 Co19 N28 79.9(2) . . ?
N11 Co19 N27 146.36(18) . . ?
N11 Co19 N17 76.8(2) . . ?
N28 Co19 Cl29 84.06(17) . . ?
N28 Co19 Cl5 177.28(18) . . ?
N27 Co19 Cl29 103.69(18) . . ?
N27 Co19 Cl5 100.47(19) . . ?
N27 Co19 N28 79.4(2) . . ?
N27 Co19 N17 77.4(2) . . ?
N17 Co19 Cl29 174.83(18) . . ?
N17 Co19 Cl5 91.42(17) . . ?
N17 Co19 N28 91.2(3) . . ?
Co19 N11 H11 107.9 . . ?
C3 N11 Co19 112.8(4) . . ?
C3 N11 H11 107.9 . . ?
C33 N11 Co19 108.0(5) . . ?
C33 N11 H11 107.9 . . ?
C33 N11 C3 112.2(6) . . ?
Co19 N28 H28 106.2 . . ?
C20 N28 Co19 110.2(4) . . ?
C20 N28 H28 106.2 . . ?
C26 N28 Co19 110.4(5) . . ?
C26 N28 H28 106.2 . . ?
C26 N28 C20 116.9(5) . . ?
Co19 N27 H27 107.5 . . ?
C23 N27 Co19 112.7(4) . . ?
C23 N27 H27 107.5 . . ?
C10 N27 Co19 108.4(4) . . ?
C10 N27 H27 107.5 . . ?
C10 N27 C23 113.0(5) . . ?
Co19 N17 H17 107.7 . . ?
C18 N17 Co19 107.4(4) . . ?
C18 N17 H17 107.7 . . ?
C12 N17 Co19 106.8(4) . . ?
C12 N17 H17 107.7 . . ?
C12 N17 C18 119.1(6) . . ?
N11 C3 H3A 109.3 . . ?
N11 C3 H3B 109.3 . . ?
N11 C3 C12 111.4(6) . . ?
H3A C3 H3B 108.0 . . ?
C12 C3 H3A 109.3 . . ?
C12 C3 H3B 109.3 . . ?
N27 C23 H23A 109.2 . . ?
N27 C23 H23B 109.2 . . ?
N27 C23 C18 112.1(6) . . ?
H23A C23 H23B 107.9 . . ?
C18 C23 H23A 109.2 . . ?
C18 C23 H23B 109.2 . . ?
N17 C18 C23 107.9(6) . . ?
N17 C18 H18A 110.1 . . ?
N17 C18 H18B 110.1 . . ?
C23 C18 H18A 110.1 . . ?
C23 C18 H18B 110.1 . . ?
H18A C18 H18B 108.4 . . ?
N27 C10 H10A 109.6 . . ?
N27 C10 H10B 109.6 . . ?
N27 C10 C20 110.1(6) . . ?
H10A C10 H10B 108.2 . . ?
C20 C10 H10A 109.6 . . ?
C20 C10 H10B 109.6 . . ?
N17 C12 C3 107.2(6) . . ?
N17 C12 H12A 110.3 . . ?
N17 C12 H12B 110.3 . . ?
C3 C12 H12A 110.3 . . ?
C3 C12 H12B 110.3 . . ?
H12A C12 H12B 108.5 . . ?
N28 C20 C10 106.9(6) . . ?
N28 C20 H20A 110.3 . . ?
N28 C20 H20B 110.3 . . ?
C10 C20 H20A 110.3 . . ?
C10 C20 H20B 110.3 . . ?
H20A C20 H20B 108.6 . . ?
N28 C26 H26A 110.3 . . ?
N28 C26 H26B 110.3 . . ?
N28 C26 C33 107.0(6) . . ?
H26A C26 H26B 108.6 . . ?
C33 C26 H26A 110.3 . . ?
C33 C26 H26B 110.3 . . ?
N11 C33 C26 110.5(6) . . ?
N11 C33 H33A 109.5 . . ?
N11 C33 H33B 109.5 . . ?
C26 C33 H33A 109.5 . . ?
C26 C33 H33B 109.5 . . ?
H33A C33 H33B 108.1 . . ?

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
Co19 N11 C3 C12 12.7(8) . . . . ?
Co19 N11 C33 C26 44.7(7) . . . . ?
Co19 N28 C20 C10 -37.9(7) . . . . ?
Co19 N28 C26 C33 37.1(7) . . . . ?
Co19 N27 C23 C18 -10.0(8) . . . . ?
Co19 N27 C10 C20 -45.5(6) . . . . ?
Co19 N17 C18 C23 -51.6(7) . . . . ?
Co19 N17 C12 C3 54.2(6) . . . . ?
N11 C3 C12 N17 -44.2(8) . . . . ?
N28 C26 C33 N11 -55.0(8) . . . . ?
N27 C23 C18 N17 40.8(9) . . . . ?
N27 C10 C20 N28 55.9(8) . . . . ?
C3 N11 C33 C26 -80.2(7) . . . . ?
C23 N27 C10 C20 80.2(6) . . . . ?
C18 N17 C12 C3 175.9(6) . . . . ?
C10 N27 C23 C18 -133.3(7) . . . . ?
C12 N17 C18 C23 -173.1(6) . . . . ?
C20 N28 C26 C33 164.1(6) . . . . ?
C26 N28 C20 C10 -165.0(7) . . . . ?
C33 N11 C3 C12 134.9(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.127
_oxdiff_exptl_absorpt_empirical_full_min 0.875
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.58(4)
2 0.42(4)

####################################################################### 
# 
# 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_co
_database_code_depnum_ccdc_archive 'CCDC 2277483'
loop_
_audit_author_name
_audit_author_address
Qixiaofang
;Qixiaofang
China
;
_audit_update_record             
;
2023-06-28 deposited with the CCDC.	2023-11-06 downloaded from the CCDC.
;
_audit_creation_date             2023-03-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.06.28 svn.raecde09e for OlexSys, GUI svn.r6132)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H41 Co2 N8 O3, 3(Cl), H2 O'
_chemical_formula_sum            'C16 H43 Cl3 Co2 N8 O4'
_chemical_formula_weight         635.79
_chemical_absolute_configuration unk
_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'
Cl Cl 0.3639 0.7018 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.7998(3)
_cell_length_b                   12.8690(5)
_cell_length_c                   23.2104(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2628.45(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5348
_cell_measurement_temperature    99.98(11)
_cell_measurement_theta_max      74.8250
_cell_measurement_theta_min      3.8120
_shelx_estimated_absorpt_T_max   0.304
_shelx_estimated_absorpt_T_min   0.191
_exptl_absorpt_coefficient_mu    13.025
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_unetI/netI     0.0600
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            14760
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.103
_diffrn_reflns_theta_min         3.809
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     33.00  65.00   0.50    2.04    --    0.00  42.00 156.00   64
  2  ω    -29.00  -4.00   0.50    2.04    --    0.00 -79.00-170.00   50
  3  ω    112.00 137.00   0.50    8.15    --  101.30  79.00 -45.00   50
  4  ω     46.00  72.00   0.50    8.15    --  101.30 -42.00   4.00   52
  5  ω     49.00  74.00   0.50    8.15    --  101.30 -79.00-170.00   50
  6  ω    134.00 159.00   0.50    8.15    --  101.30  42.00 156.00   50
  7  ω     17.00  46.00   0.50    2.04    --    0.00  77.00  30.00   58
  8  ω    -28.00   7.00   0.50    2.04    --    0.00  77.00   0.00   70
  9  ω    -32.00  -6.00   0.50    2.04    --    0.00  79.00  42.60   52
 10  ω    -19.00  35.00   0.50    2.04    --    0.00  82.00 150.00  108
 11  ω     11.00  36.00   0.50    2.04    --    0.00  77.00   0.00   50
 12  ω     79.00 188.00   0.50    8.15    --  101.30  38.00 -60.00  218
 13  ω     14.00  55.00   0.50    8.15    --  101.30 -57.00 -60.00   82
 14  ω    104.00 133.00   0.50    8.15    --  101.30 -77.00 120.00   58
 15  ω     18.00  45.00   0.50    8.15    --  101.30 -77.00 120.00   54
 16  ω     69.00 128.00   0.50    8.15    --  101.30 -57.00 -60.00  118
 17  ω    165.00 190.00   0.50    8.15    --  101.30  82.00  60.00   50
 18  ω    148.00 191.00   0.50    8.15    --  101.30  82.00  30.00   86
 19  ω     83.00 157.00   0.50    8.15    --  101.30  82.00  60.00  148
 20  ω    154.00 180.00   0.50    8.15    --  101.30  79.00 -45.00   52
 21  ω    119.00 150.00   0.50    8.15    --  101.30  38.00  30.00   62
 22  ω    161.00 187.00   0.50    8.15    --  101.30  38.00  30.00   52
 23  ω     84.00 116.00   0.50    8.15    --  101.30  38.00  30.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0451740000
_diffrn_orient_matrix_UB_12      0.0098709000
_diffrn_orient_matrix_UB_13      -0.0638384000
_diffrn_orient_matrix_UB_21      0.1415340000
_diffrn_orient_matrix_UB_22      0.0629818000
_diffrn_orient_matrix_UB_23      0.0174760000
_diffrn_orient_matrix_UB_31      0.0923982000
_diffrn_orient_matrix_UB_32      -0.1014601000
_diffrn_orient_matrix_UB_33      0.0046701000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.715
_reflns_Friedel_fraction_full    0.975
_reflns_Friedel_fraction_max     0.916
_reflns_number_gt                4464
_reflns_number_total             5216
_reflns_odcompleteness_completeness 99.85
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.688
_refine_diff_density_min         -0.552
_refine_diff_density_rms         0.109
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.496(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         5216
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0618
_refine_ls_restrained_S_all      1.106
_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)+(0.1110P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1627
_refine_ls_wR_factor_ref         0.1705
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.504(8)
 0.496(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
3. Restrained distances
 O1-H1
 0.85 with sigma of 0.02
 Co2-H1 \\sim H1-Co1
 with sigma of 0.02
4.a Free rotating group:
 O1W(H1WB,H1WA)
4.b Ternary CH refined with riding coordinates:
 N1(H1A), N6(H6), N5(H5), N3(H3), N2(H2), N7(H7), N4(H4), N8(H8)
4.c Secondary CH2 refined with riding coordinates:
 C14(H14B,H14A), C1(H1C,H1B), C7(H7B,H7A), C8(H8A,H8B), C5(H5A,H5B), C9(H9A,
 H9B), C10(H10B,H10A), C15(H15A,H15B), C12(H12B,H12A), C16(H16A,H16B), C6(H6B,
 H6A), C11(H11A,H11B), C13(H13B,H13A), C2(H2A,H2B), C4(H4B,H4A), C3(H3B,H3A)
;
_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
Co1 Co 0.24606(13) 0.49758(9) 0.60080(4) 0.0291(3) Uani 1 1 d D . . . .
Co2 Co 0.21621(15) 0.41978(10) 0.73522(5) 0.0305(3) Uani 1 1 d D . . . .
Cl3 Cl 0.7319(2) 0.48937(15) 0.67357(7) 0.0351(4) Uani 1 1 d . . . . .
Cl1 Cl 0.2049(3) 0.64957(15) 0.42412(7) 0.0395(5) Uani 1 1 d . . . . .
Cl2 Cl 0.2680(3) 0.16302(17) 0.61061(10) 0.0574(6) Uani 1 1 d . . . . .
O2 O 0.2855(7) 0.5797(4) 0.6659(2) 0.0345(12) Uani 1 1 d . . . . .
O1 O 0.2201(8) 0.3853(4) 0.6550(2) 0.0379(13) Uani 1 1 d D . . . .
O3 O 0.1777(7) 0.5557(5) 0.7096(2) 0.0379(13) Uani 1 1 d . . . . .
N1 N 0.2569(8) 0.6252(5) 0.5562(3) 0.0311(13) Uani 1 1 d . . . . .
H1A H 0.244728 0.608602 0.515264 0.037 Uiso 1 1 calc R U . . .
N6 N 0.2419(8) 0.2680(5) 0.7530(3) 0.0322(14) Uani 1 1 d . . . . .
H6 H 0.242975 0.232184 0.715755 0.039 Uiso 1 1 calc R U . . .
N5 N -0.0054(9) 0.3931(6) 0.7499(3) 0.0375(16) Uani 1 1 d . . . . .
H5 H -0.065822 0.422584 0.718441 0.045 Uiso 1 1 calc R U . . .
N3 N 0.2178(8) 0.3937(5) 0.5375(3) 0.0333(14) Uani 1 1 d . . . . .
H3 H 0.212104 0.325419 0.556044 0.040 Uiso 1 1 calc R U . . .
N2 N 0.0256(8) 0.5195(6) 0.5950(3) 0.0359(15) Uani 1 1 d . . . . .
H2 H -0.017739 0.516279 0.633911 0.043 Uiso 1 1 calc R U . . .
N7 N 0.2148(9) 0.4762(5) 0.8135(3) 0.0340(14) Uani 1 1 d . . . . .
H7 H 0.228611 0.419390 0.841121 0.041 Uiso 1 1 calc R U . . .
N4 N 0.4679(8) 0.4847(6) 0.5806(3) 0.0358(16) Uani 1 1 d . . . . .
H4 H 0.526876 0.472892 0.615759 0.043 Uiso 1 1 calc R U . . .
N8 N 0.4372(8) 0.4288(6) 0.7430(3) 0.0348(15) Uani 1 1 d . . . . .
H8 H 0.477771 0.466306 0.709682 0.042 Uiso 1 1 calc R U . . .
C14 C 0.1060(10) 0.2318(7) 0.7829(3) 0.0366(19) Uani 1 1 d . . . . .
H14B H 0.107049 0.253837 0.822841 0.044 Uiso 1 1 calc R U . . .
H14A H 0.099354 0.156603 0.781579 0.044 Uiso 1 1 calc R U . . .
O1W O 0.3232(9) -0.0743(6) 0.5709(3) 0.0610(19) Uani 1 1 d G . . . .
H1WB H 0.415175 -0.089357 0.578288 0.092 Uiso 1 1 d G U . . .
H1WA H 0.304325 -0.012997 0.582447 0.092 Uiso 1 1 d G U . . .
C1 C 0.4108(9) 0.6694(8) 0.5657(4) 0.039(2) Uani 1 1 d . . . . .
H1C H 0.422450 0.691457 0.605392 0.047 Uiso 1 1 calc R U . . .
H1B H 0.427160 0.728850 0.540763 0.047 Uiso 1 1 calc R U . . .
C7 C -0.0110(10) 0.6231(7) 0.5698(3) 0.0372(19) Uani 1 1 d . . . . .
H7B H -0.095014 0.654607 0.590487 0.045 Uiso 1 1 calc R U . . .
H7A H -0.039951 0.615548 0.529710 0.045 Uiso 1 1 calc R U . . .
C8 C 0.1295(10) 0.6906(7) 0.5748(3) 0.0357(18) Uani 1 1 d . . . . .
H8A H 0.120622 0.751322 0.550263 0.043 Uiso 1 1 calc R U . . .
H8B H 0.143881 0.713380 0.614247 0.043 Uiso 1 1 calc R U . . .
C5 C 0.0689(10) 0.4117(8) 0.5106(3) 0.040(2) Uani 1 1 d . . . . .
H5A H 0.036262 0.350847 0.489256 0.048 Uiso 1 1 calc R U . . .
H5B H 0.073152 0.470489 0.484497 0.048 Uiso 1 1 calc R U . . .
C9 C 0.4794(10) 0.4871(7) 0.7966(4) 0.041(2) Uani 1 1 d . . . . .
H9A H 0.511931 0.438725 0.826211 0.049 Uiso 1 1 calc R U . . .
H9B H 0.562917 0.534069 0.788533 0.049 Uiso 1 1 calc R U . . .
C10 C 0.3445(10) 0.5475(7) 0.8174(4) 0.0371(19) Uani 1 1 d . . . . .
H10B H 0.359459 0.570134 0.856801 0.045 Uiso 1 1 calc R U . . .
H10A H 0.327966 0.608106 0.793331 0.045 Uiso 1 1 calc R U . . .
C15 C 0.3957(9) 0.2525(7) 0.7783(4) 0.0344(19) Uani 1 1 d . . . . .
H15A H 0.426488 0.180275 0.775451 0.041 Uiso 1 1 calc R U . . .
H15B H 0.397111 0.272941 0.818559 0.041 Uiso 1 1 calc R U . . .
C12 C -0.0514(11) 0.4430(7) 0.8059(4) 0.040(2) Uani 1 1 d . . . . .
H12B H -0.150398 0.475335 0.801838 0.048 Uiso 1 1 calc R U . . .
H12A H -0.058122 0.390648 0.835905 0.048 Uiso 1 1 calc R U . . .
C16 C 0.5001(10) 0.3218(7) 0.7428(4) 0.041(2) Uani 1 1 d . . . . .
H16A H 0.601556 0.321737 0.759147 0.049 Uiso 1 1 calc R U . . .
H16B H 0.506383 0.295996 0.703571 0.049 Uiso 1 1 calc R U . . .
C6 C -0.0395(10) 0.4338(7) 0.5607(4) 0.0375(18) Uani 1 1 d . . . . .
H6B H -0.138760 0.453388 0.546045 0.045 Uiso 1 1 calc R U . . .
H6A H -0.051082 0.372224 0.584359 0.045 Uiso 1 1 calc R U . . .
C11 C 0.0646(10) 0.5233(7) 0.8221(3) 0.0384(19) Uani 1 1 d . . . . .
H11A H 0.053603 0.584464 0.798064 0.046 Uiso 1 1 calc R U . . .
H11B H 0.051841 0.543724 0.862044 0.046 Uiso 1 1 calc R U . . .
C13 C -0.0255(11) 0.2804(7) 0.7512(4) 0.040(2) Uani 1 1 d . . . . .
H13B H -0.030025 0.253531 0.712204 0.048 Uiso 1 1 calc R U . . .
H13A H -0.120034 0.263174 0.770471 0.048 Uiso 1 1 calc R U . . .
C2 C 0.5222(10) 0.5840(7) 0.5517(4) 0.0397(19) Uani 1 1 d . . . . .
H2A H 0.622560 0.602259 0.565620 0.048 Uiso 1 1 calc R U . . .
H2B H 0.527874 0.574073 0.510279 0.048 Uiso 1 1 calc R U . . .
C4 C 0.3545(10) 0.3918(7) 0.5007(3) 0.0369(19) Uani 1 1 d . . . . .
H4B H 0.356484 0.451780 0.475338 0.044 Uiso 1 1 calc R U . . .
H4A H 0.356650 0.329276 0.477344 0.044 Uiso 1 1 calc R U . . .
C3 C 0.4861(10) 0.3941(7) 0.5413(4) 0.041(2) Uani 1 1 d . . . . .
H3B H 0.489393 0.330244 0.563523 0.049 Uiso 1 1 calc R U . . .
H3A H 0.580454 0.400178 0.519957 0.049 Uiso 1 1 calc R U . . .
H1 H 0.223(17) 0.323(2) 0.6437(11) 0.11(5) Uiso 1 1 d 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 1.876(5) . ?
Co1 O1 1.928(6) . ?
Co1 N1 1.944(6) . ?
Co1 N3 2.002(6) . ?
Co1 N2 1.965(7) . ?
Co1 N4 2.015(7) . ?
Co2 O1 1.915(5) . ?
Co2 O3 1.878(6) . ?
Co2 N6 2.009(6) . ?
Co2 N5 2.010(8) . ?
Co2 N7 1.956(6) . ?
Co2 N8 1.956(7) . ?
O2 O3 1.422(7) . ?
O1 H1 0.85(3) . ?
N1 H1A 0.9800 . ?
N1 C1 1.485(10) . ?
N1 C8 1.466(11) . ?
N6 H6 0.9800 . ?
N6 C14 1.459(10) . ?
N6 C15 1.489(10) . ?
N5 H5 0.9800 . ?
N5 C12 1.505(11) . ?
N5 C13 1.462(11) . ?
N3 H3 0.9800 . ?
N3 C5 1.470(11) . ?
N3 C4 1.475(10) . ?
N2 H2 0.9800 . ?
N2 C7 1.491(11) . ?
N2 C6 1.477(11) . ?
N7 H7 0.9800 . ?
N7 C10 1.467(11) . ?
N7 C11 1.468(11) . ?
N4 H4 0.9800 . ?
N4 C2 1.520(11) . ?
N4 C3 1.488(11) . ?
N8 H8 0.9800 . ?
N8 C9 1.499(10) . ?
N8 C16 1.484(12) . ?
C14 H14B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 C13 1.506(12) . ?
O1W H1WB 0.8497 . ?
O1W H1WA 0.8494 . ?
C1 H1C 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.509(13) . ?
C7 H7B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 C8 1.516(12) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.530(12) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.498(13) . ?
C10 H10B 0.9700 . ?
C10 H10A 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.524(12) . ?
C12 H12B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 C11 1.501(13) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6A 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13A 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C4 H4B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 C3 1.495(13) . ?
C3 H3B 0.9700 . ?
C3 H3A 0.9700 . ?

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 85.3(2) . . ?
O2 Co1 N1 86.8(2) . . ?
O2 Co1 N3 171.9(2) . . ?
O2 Co1 N2 99.0(3) . . ?
O2 Co1 N4 93.2(3) . . ?
O1 Co1 N1 170.3(3) . . ?
O1 Co1 N3 87.9(2) . . ?
O1 Co1 N2 92.0(3) . . ?
O1 Co1 N4 101.8(3) . . ?
N1 Co1 N3 100.3(3) . . ?
N1 Co1 N2 83.7(3) . . ?
N1 Co1 N4 84.1(3) . . ?
N3 Co1 N4 83.9(3) . . ?
N2 Co1 N3 85.6(3) . . ?
N2 Co1 N4 162.3(3) . . ?
O1 Co2 N6 88.5(2) . . ?
O1 Co2 N5 98.2(3) . . ?
O1 Co2 N7 171.6(3) . . ?
O1 Co2 N8 94.9(3) . . ?
O3 Co2 O1 84.9(2) . . ?
O3 Co2 N6 172.2(3) . . ?
O3 Co2 N5 92.2(3) . . ?
O3 Co2 N7 87.0(3) . . ?
O3 Co2 N8 98.8(3) . . ?
N6 Co2 N5 84.7(3) . . ?
N7 Co2 N6 99.8(3) . . ?
N7 Co2 N5 84.2(3) . . ?
N8 Co2 N6 85.8(3) . . ?
N8 Co2 N5 163.5(3) . . ?
N8 Co2 N7 84.2(3) . . ?
O3 O2 Co1 109.2(4) . . ?
Co1 O1 H1 120.4(17) . . ?
Co2 O1 Co1 117.6(3) . . ?
Co2 O1 H1 121.4(17) . . ?
O2 O3 Co2 107.9(4) . . ?
Co1 N1 H1A 109.1 . . ?
C1 N1 Co1 106.8(5) . . ?
C1 N1 H1A 109.1 . . ?
C8 N1 Co1 106.9(5) . . ?
C8 N1 H1A 109.1 . . ?
C8 N1 C1 115.7(6) . . ?
Co2 N6 H6 106.1 . . ?
C14 N6 Co2 108.4(5) . . ?
C14 N6 H6 106.1 . . ?
C14 N6 C15 121.0(6) . . ?
C15 N6 Co2 108.3(5) . . ?
C15 N6 H6 106.1 . . ?
Co2 N5 H5 109.5 . . ?
C12 N5 Co2 109.6(6) . . ?
C12 N5 H5 109.5 . . ?
C13 N5 Co2 106.9(6) . . ?
C13 N5 H5 109.5 . . ?
C13 N5 C12 111.9(7) . . ?
Co1 N3 H3 106.4 . . ?
C5 N3 Co1 108.5(5) . . ?
C5 N3 H3 106.4 . . ?
C5 N3 C4 118.9(6) . . ?
C4 N3 Co1 109.6(5) . . ?
C4 N3 H3 106.4 . . ?
Co1 N2 H2 108.4 . . ?
C7 N2 Co1 111.6(5) . . ?
C7 N2 H2 108.4 . . ?
C6 N2 Co1 108.2(5) . . ?
C6 N2 H2 108.4 . . ?
C6 N2 C7 111.8(6) . . ?
Co2 N7 H7 109.3 . . ?
C10 N7 Co2 106.5(5) . . ?
C10 N7 H7 109.3 . . ?
C10 N7 C11 115.7(7) . . ?
C11 N7 Co2 106.6(5) . . ?
C11 N7 H7 109.3 . . ?
Co1 N4 H4 109.4 . . ?
C2 N4 Co1 109.8(5) . . ?
C2 N4 H4 109.4 . . ?
C3 N4 Co1 108.2(5) . . ?
C3 N4 H4 109.4 . . ?
C3 N4 C2 110.8(6) . . ?
Co2 N8 H8 108.5 . . ?
C9 N8 Co2 110.7(5) . . ?
C9 N8 H8 108.5 . . ?
C16 N8 Co2 108.4(5) . . ?
C16 N8 H8 108.5 . . ?
C16 N8 C9 112.0(7) . . ?
N6 C14 H14B 110.7 . . ?
N6 C14 H14A 110.7 . . ?
N6 C14 C13 105.4(7) . . ?
H14B C14 H14A 108.8 . . ?
C13 C14 H14B 110.7 . . ?
C13 C14 H14A 110.7 . . ?
H1WB O1W H1WA 109.5 . . ?
N1 C1 H1C 110.5 . . ?
N1 C1 H1B 110.5 . . ?
N1 C1 C2 106.4(7) . . ?
H1C C1 H1B 108.6 . . ?
C2 C1 H1C 110.5 . . ?
C2 C1 H1B 110.5 . . ?
N2 C7 H7B 110.1 . . ?
N2 C7 H7A 110.1 . . ?
N2 C7 C8 107.8(7) . . ?
H7B C7 H7A 108.5 . . ?
C8 C7 H7B 110.1 . . ?
C8 C7 H7A 110.1 . . ?
N1 C8 C7 105.8(7) . . ?
N1 C8 H8A 110.6 . . ?
N1 C8 H8B 110.6 . . ?
C7 C8 H8A 110.6 . . ?
C7 C8 H8B 110.6 . . ?
H8A C8 H8B 108.7 . . ?
N3 C5 H5A 110.7 . . ?
N3 C5 H5B 110.7 . . ?
N3 C5 C6 105.3(6) . . ?
H5A C5 H5B 108.8 . . ?
C6 C5 H5A 110.7 . . ?
C6 C5 H5B 110.7 . . ?
N8 C9 H9A 109.8 . . ?
N8 C9 H9B 109.8 . . ?
H9A C9 H9B 108.3 . . ?
C10 C9 N8 109.2(7) . . ?
C10 C9 H9A 109.8 . . ?
C10 C9 H9B 109.8 . . ?
N7 C10 C9 105.8(7) . . ?
N7 C10 H10B 110.6 . . ?
N7 C10 H10A 110.6 . . ?
C9 C10 H10B 110.6 . . ?
C9 C10 H10A 110.6 . . ?
H10B C10 H10A 108.7 . . ?
N6 C15 H15A 110.8 . . ?
N6 C15 H15B 110.8 . . ?
N6 C15 C16 104.8(6) . . ?
H15A C15 H15B 108.9 . . ?
C16 C15 H15A 110.8 . . ?
C16 C15 H15B 110.8 . . ?
N5 C12 H12B 109.9 . . ?
N5 C12 H12A 109.9 . . ?
H12B C12 H12A 108.3 . . ?
C11 C12 N5 109.1(7) . . ?
C11 C12 H12B 109.9 . . ?
C11 C12 H12A 109.9 . . ?
N8 C16 C15 108.4(7) . . ?
N8 C16 H16A 110.0 . . ?
N8 C16 H16B 110.0 . . ?
C15 C16 H16A 110.0 . . ?
C15 C16 H16B 110.0 . . ?
H16A C16 H16B 108.4 . . ?
N2 C6 C5 107.9(7) . . ?
N2 C6 H6B 110.1 . . ?
N2 C6 H6A 110.1 . . ?
C5 C6 H6B 110.1 . . ?
C5 C6 H6A 110.1 . . ?
H6B C6 H6A 108.4 . . ?
N7 C11 C12 107.1(7) . . ?
N7 C11 H11A 110.3 . . ?
N7 C11 H11B 110.3 . . ?
C12 C11 H11A 110.3 . . ?
C12 C11 H11B 110.3 . . ?
H11A C11 H11B 108.5 . . ?
N5 C13 C14 109.2(8) . . ?
N5 C13 H13B 109.8 . . ?
N5 C13 H13A 109.8 . . ?
C14 C13 H13B 109.8 . . ?
C14 C13 H13A 109.8 . . ?
H13B C13 H13A 108.3 . . ?
N4 C2 H2A 110.1 . . ?
N4 C2 H2B 110.1 . . ?
C1 C2 N4 108.2(7) . . ?
C1 C2 H2A 110.1 . . ?
C1 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
N3 C4 H4B 110.7 . . ?
N3 C4 H4A 110.7 . . ?
N3 C4 C3 105.4(6) . . ?
H4B C4 H4A 108.8 . . ?
C3 C4 H4B 110.7 . . ?
C3 C4 H4A 110.7 . . ?
N4 C3 C4 108.5(7) . . ?
N4 C3 H3B 110.0 . . ?
N4 C3 H3A 110.0 . . ?
C4 C3 H3B 110.0 . . ?
C4 C3 H3A 110.0 . . ?
H3B C3 H3A 108.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A Cl1 0.98 2.21 3.116(6) 153.4 . yes
N5 H5 Cl3 0.98 2.23 3.165(7) 158.2 1_455 yes
N2 H2 Cl3 0.98 2.41 3.186(7) 135.4 1_455 yes
N7 H7 Cl1 0.98 2.20 3.116(6) 155.1 2_565 yes
N4 H4 Cl3 0.98 2.26 3.172(7) 154.7 . yes
N8 H8 Cl3 0.98 2.41 3.152(7) 132.4 . yes
O1 H1 Cl2 0.85(3) 2.23(4) 3.070(6) 171(14) . yes

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 O3 Co2 68.0(4) . . . . ?
Co1 N1 C1 C2 53.2(7) . . . . ?
Co1 N1 C8 C7 -52.3(6) . . . . ?
Co1 N3 C5 C6 -41.3(8) . . . . ?
Co1 N3 C4 C3 43.2(8) . . . . ?
Co1 N2 C7 C8 -18.1(7) . . . . ?
Co1 N2 C6 C5 -40.6(8) . . . . ?
Co1 N4 C2 C1 18.8(8) . . . . ?
Co1 N4 C3 C4 38.9(8) . . . . ?
Co2 N6 C14 C13 42.5(8) . . . . ?
Co2 N6 C15 C16 -41.0(7) . . . . ?
Co2 N5 C12 C11 18.4(8) . . . . ?
Co2 N5 C13 C14 40.5(8) . . . . ?
Co2 N7 C10 C9 -51.6(7) . . . . ?
Co2 N7 C11 C12 51.7(7) . . . . ?
Co2 N8 C9 C10 -17.3(8) . . . . ?
Co2 N8 C16 C15 -40.6(7) . . . . ?
O1 Co1 O2 O3 -43.8(4) . . . . ?
O1 Co2 O3 O2 -48.6(4) . . . . ?
N1 Co1 O2 O3 130.6(4) . . . . ?
N1 C1 C2 N4 -46.2(8) . . . . ?
N6 C14 C13 N5 -55.7(9) . . . . ?
N6 C15 C16 N8 53.7(8) . . . . ?
N5 Co2 O3 O2 -146.6(4) . . . . ?
N5 C12 C11 N7 -45.6(9) . . . . ?
N3 C5 C6 N2 54.1(9) . . . . ?
N3 C4 C3 N4 -53.8(9) . . . . ?
N2 Co1 O2 O3 47.5(5) . . . . ?
N2 C7 C8 N1 45.1(8) . . . . ?
N7 Co2 O3 O2 129.3(4) . . . . ?
N4 Co1 O2 O3 -145.4(4) . . . . ?
N8 Co2 O3 O2 45.7(4) . . . . ?
N8 C9 C10 N7 44.6(9) . . . . ?
C14 N6 C15 C16 -166.9(7) . . . . ?
C1 N1 C8 C7 -171.1(6) . . . . ?
C7 N2 C6 C5 82.7(8) . . . . ?
C8 N1 C1 C2 172.0(6) . . . . ?
C5 N3 C4 C3 168.7(8) . . . . ?
C9 N8 C16 C15 81.8(8) . . . . ?
C10 N7 C11 C12 169.9(7) . . . . ?
C15 N6 C14 C13 168.4(7) . . . . ?
C12 N5 C13 C14 -79.4(9) . . . . ?
C16 N8 C9 C10 -138.4(7) . . . . ?
C6 N2 C7 C8 -139.5(7) . . . . ?
C11 N7 C10 C9 -169.8(7) . . . . ?
C13 N5 C12 C11 136.7(8) . . . . ?
C2 N4 C3 C4 -81.5(9) . . . . ?
C4 N3 C5 C6 -167.3(7) . . . . ?
C3 N4 C2 C1 138.2(7) . . . . ?

_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 3.192
_oxdiff_exptl_absorpt_empirical_full_min 0.415
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.504(8)
2 0.496(8)

