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

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2444816'
loop_
_audit_author_name
_audit_author_address
'Lidija Andros Dubraja'
;Rudjer Boskovic Institute
Croatia
;
_audit_update_record             
;
2025-04-17 deposited with the CCDC.	2025-08-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H27 Cl3 Co N2 O2'
_chemical_formula_weight         492.71

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   9.26310(10)
_cell_length_b                   12.9486(3)
_cell_length_c                   9.3056(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.062(2)
_cell_angle_gamma                90
_cell_volume                     1114.56(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6563
_cell_measurement_theta_min      4.7430
_cell_measurement_theta_max      79.3070

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          1.000
_exptl_crystal_size_mid          0.800
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    9.491
_exptl_absorpt_correction_T_min  0.34084
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_F_000             510
_diffrn_ambient_temperature      293(2)
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            9124
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.759
_diffrn_reflns_theta_max         79.518
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.803
_diffrn_reflns_point_group_measured_fraction_full 0.854
_reflns_number_total             3890
_reflns_number_gt                3723
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.579
_reflns_Friedel_fraction_max     0.617
_reflns_Friedel_fraction_full    0.694

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0581P)²+0.2015P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0018(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1260 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.023(3)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         3890
_refine_ls_number_parameters     256
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0906
_refine_ls_wR_factor_gt          0.0897
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5220(4) 0.6142(3) 0.4006(4) 0.0426(8) Uani 1 1 d . . . . .
H1 H 0.582702 0.671404 0.403474 0.051 Uiso 1 1 calc R U . . .
C2 C 0.3933(4) 0.6201(3) 0.4737(4) 0.0425(8) Uani 1 1 d . . . . .
H2 H 0.369818 0.680478 0.521308 0.051 Uiso 1 1 calc R U . . .
C3 C 0.3025(3) 0.5366(3) 0.4745(3) 0.0349(6) Uani 1 1 d . . . . .
C4 C 0.3427(3) 0.4455(3) 0.4006(3) 0.0321(6) Uani 1 1 d . . . . .
C5 C 0.2587(4) 0.3535(3) 0.3950(3) 0.0377(7) Uani 1 1 d . . . . .
H5 H 0.174106 0.350345 0.444294 0.045 Uiso 1 1 calc R U . . .
C6 C 0.3001(4) 0.2702(3) 0.3187(4) 0.0446(8) Uani 1 1 d . . . . .
H6 H 0.244382 0.210415 0.317186 0.053 Uiso 1 1 calc R U . . .
C7 C 0.4267(4) 0.2736(3) 0.2419(4) 0.0449(8) Uani 1 1 d . . . . .
H7 H 0.452808 0.216756 0.188033 0.054 Uiso 1 1 calc R U . . .
C8 C 0.5115(4) 0.3599(3) 0.2459(4) 0.0408(7) Uani 1 1 d . . . . .
H8 H 0.595668 0.361071 0.195724 0.049 Uiso 1 1 calc R U . . .
C9 C 0.4727(3) 0.4470(3) 0.3252(3) 0.0326(6) Uani 1 1 d . . . . .
C10 C 0.1630(3) 0.5436(4) 0.5533(3) 0.0373(6) Uani 1 1 d . . . . .
H10 H 0.086536 0.507348 0.496585 0.045 Uiso 1 1 calc R U . . .
C11 C 0.1832(3) 0.4908(3) 0.7015(3) 0.0354(7) Uani 1 1 d . . . . .
H11 H 0.194461 0.416552 0.684833 0.042 Uiso 1 1 calc R U . . .
C12 C 0.3131(3) 0.5264(4) 0.7994(3) 0.0428(9) Uani 1 1 d . . . . .
H12A H 0.397893 0.485752 0.780291 0.051 Uiso 1 1 calc R U . . .
H12B H 0.334293 0.598445 0.781113 0.051 Uiso 1 1 calc R U . . .
C13 C 0.2736(4) 0.5120(4) 0.9567(4) 0.0505(10) Uani 1 1 d . . . . .
H13 H 0.361143 0.513826 1.020677 0.061 Uiso 1 1 calc R U . . .
C14 C 0.1953(5) 0.4082(4) 0.9720(5) 0.0579(11) Uani 1 1 d . . . . .
H14A H 0.251304 0.353173 0.931481 0.069 Uiso 1 1 calc R U . . .
H14B H 0.184185 0.393106 1.072929 0.069 Uiso 1 1 calc R U . . .
C15 C 0.0460(4) 0.4152(4) 0.8921(4) 0.0500(9) Uani 1 1 d . . . . .
H15A H 0.024724 0.351746 0.839883 0.060 Uiso 1 1 calc R U . . .
H15B H -0.028409 0.426246 0.959938 0.060 Uiso 1 1 calc R U . . .
C16 C 0.0535(4) 0.6052(4) 0.8721(4) 0.0454(8) Uani 1 1 d . . . . .
H16A H -0.040020 0.617000 0.911310 0.054 Uiso 1 1 calc R U . . .
H16B H 0.073542 0.662217 0.808582 0.054 Uiso 1 1 calc R U . . .
C17 C 0.1710(4) 0.5995(4) 0.9949(4) 0.0529(10) Uani 1 1 d . . . . .
H17 H 0.124240 0.579672 1.082860 0.063 Uiso 1 1 calc R U . . .
C18 C 0.2403(6) 0.7066(5) 1.0203(6) 0.0777(16) Uani 1 1 d . . . . .
H18 H 0.181373 0.763438 0.999565 0.093 Uiso 1 1 calc R U . . .
C19 C 0.3687(8) 0.7258(6) 1.0664(7) 0.0879(18) Uani 1 1 d . . . . .
H19A H 0.432170 0.671800 1.088878 0.105 Uiso 1 1 calc R U . . .
H19B H 0.399406 0.793794 1.077807 0.105 Uiso 1 1 calc R U . . .
C20 C -0.2886(8) 0.4016(7) 0.6399(7) 0.098(2) Uani 1 1 d . . . . .
H20A H -0.255295 0.331409 0.639387 0.146 Uiso 1 1 calc R U . . .
H20B H -0.371392 0.408674 0.574018 0.146 Uiso 1 1 calc R U . . .
H20C H -0.314835 0.419730 0.735087 0.146 Uiso 1 1 calc R U . . .
Cl1 Cl 0.68823(9) 0.54762(12) -0.01263(9) 0.0585(3) Uani 1 1 d . . . . .
Cl2 Cl 0.87102(12) 0.68484(9) 0.31252(13) 0.0598(3) Uani 1 1 d . . . . .
Cl3 Cl 0.89770(11) 0.40691(9) 0.27917(11) 0.0541(3) Uani 1 1 d . . . . .
Co1 Co 0.75268(5) 0.54230(5) 0.22308(5) 0.03800(16) Uani 1 1 d . . . . .
N1 N 0.5618(3) 0.5324(3) 0.3284(3) 0.0367(6) Uani 1 1 d . . . . .
N2 N 0.0508(3) 0.5053(3) 0.7887(3) 0.0387(6) Uani 1 1 d . . . . .
H2N H -0.035919 0.503690 0.723625 0.046 Uiso 1 1 calc R U . . .
O1 O 0.1209(3) 0.6468(2) 0.5703(3) 0.0504(6) Uani 1 1 d . . . . .
H1O H 0.067235 0.664160 0.501643 0.076 Uiso 1 1 calc R U . . .
O2 O -0.1812(4) 0.4655(5) 0.5990(4) 0.0975(17) Uani 1 1 d . . . . .
H2O H -0.138458 0.438291 0.533990 0.146 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
C1 N1 1.318(5) . ?
C1 C2 1.406(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.371(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.424(5) . ?
C3 C10 1.522(4) . ?
C4 C5 1.422(5) . ?
C4 C9 1.427(4) . ?
C5 C6 1.358(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.406(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.366(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.404(5) . ?
C8 H8 0.9300 . ?
C9 N1 1.379(5) . ?
C10 O1 1.404(5) . ?
C10 C11 1.542(5) . ?
C10 H10 0.9800 . ?
C11 N2 1.518(4) . ?
C11 C12 1.540(5) . ?
C11 H11 0.9800 . ?
C12 C13 1.539(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C17 1.534(6) . ?
C13 C14 1.537(7) . ?
C13 H13 0.9800 . ?
C14 C15 1.537(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N2 1.514(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N2 1.508(5) . ?
C16 C17 1.537(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.541(8) . ?
C17 H17 0.9800 . ?
C18 C19 1.267(8) . ?
C18 H18 0.9300 . ?
C19 H19A 0.9300 . ?
C19 H19B 0.9300 . ?
C20 O2 1.364(8) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
Cl1 Co1 2.2432(9) . ?
Cl2 Co1 2.2811(12) . ?
Cl3 Co1 2.2529(11) . ?
Co1 N1 2.071(3) . ?
N2 H2N 0.9800 . ?
O1 H1O 0.8200 . ?
O2 H2O 0.8200 . ?

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
N1 C1 C2 124.0(3) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 118.3(3) . . ?
C2 C3 C10 119.5(3) . . ?
C4 C3 C10 122.2(3) . . ?
C5 C4 C3 123.7(3) . . ?
C5 C4 C9 117.9(3) . . ?
C3 C4 C9 118.4(3) . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C7 120.5(3) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C8 C7 C6 120.4(3) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120.6(3) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
N1 C9 C8 119.0(3) . . ?
N1 C9 C4 121.4(3) . . ?
C8 C9 C4 119.6(3) . . ?
O1 C10 C3 111.0(3) . . ?
O1 C10 C11 110.0(3) . . ?
C3 C10 C11 109.8(3) . . ?
O1 C10 H10 108.6 . . ?
C3 C10 H10 108.6 . . ?
C11 C10 H10 108.6 . . ?
N2 C11 C12 106.0(3) . . ?
N2 C11 C10 111.1(3) . . ?
C12 C11 C10 116.7(3) . . ?
N2 C11 H11 107.6 . . ?
C12 C11 H11 107.6 . . ?
C10 C11 H11 107.6 . . ?
C13 C12 C11 108.0(3) . . ?
C13 C12 H12A 110.1 . . ?
C11 C12 H12A 110.1 . . ?
C13 C12 H12B 110.1 . . ?
C11 C12 H12B 110.1 . . ?
H12A C12 H12B 108.4 . . ?
C17 C13 C14 108.8(4) . . ?
C17 C13 C12 108.2(3) . . ?
C14 C13 C12 109.4(3) . . ?
C17 C13 H13 110.1 . . ?
C14 C13 H13 110.1 . . ?
C12 C13 H13 110.1 . . ?
C15 C14 C13 108.7(4) . . ?
C15 C14 H14A 110.0 . . ?
C13 C14 H14A 110.0 . . ?
C15 C14 H14B 110.0 . . ?
C13 C14 H14B 110.0 . . ?
H14A C14 H14B 108.3 . . ?
N2 C15 C14 107.3(3) . . ?
N2 C15 H15A 110.3 . . ?
C14 C15 H15A 110.3 . . ?
N2 C15 H15B 110.3 . . ?
C14 C15 H15B 110.3 . . ?
H15A C15 H15B 108.5 . . ?
N2 C16 C17 109.5(3) . . ?
N2 C16 H16A 109.8 . . ?
C17 C16 H16A 109.8 . . ?
N2 C16 H16B 109.8 . . ?
C17 C16 H16B 109.8 . . ?
H16A C16 H16B 108.2 . . ?
C13 C17 C16 106.6(3) . . ?
C13 C17 C18 116.2(4) . . ?
C16 C17 C18 110.1(4) . . ?
C13 C17 H17 107.9 . . ?
C16 C17 H17 107.9 . . ?
C18 C17 H17 107.9 . . ?
C19 C18 C17 127.1(6) . . ?
C19 C18 H18 116.4 . . ?
C17 C18 H18 116.4 . . ?
C18 C19 H19A 120.0 . . ?
C18 C19 H19B 120.0 . . ?
H19A C19 H19B 120.0 . . ?
O2 C20 H20A 109.5 . . ?
O2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N1 Co1 Cl1 105.98(8) . . ?
N1 Co1 Cl3 110.82(10) . . ?
Cl1 Co1 Cl3 112.00(5) . . ?
N1 Co1 Cl2 106.46(10) . . ?
Cl1 Co1 Cl2 115.44(5) . . ?
Cl3 Co1 Cl2 106.03(4) . . ?
C1 N1 C9 118.2(3) . . ?
C1 N1 Co1 117.4(2) . . ?
C9 N1 Co1 124.4(2) . . ?
C16 N2 C15 109.5(3) . . ?
C16 N2 C11 112.9(3) . . ?
C15 N2 C11 107.2(3) . . ?
C16 N2 H2N 109.0 . . ?
C15 N2 H2N 109.0 . . ?
C11 N2 H2N 109.0 . . ?
C10 O1 H1O 109.5 . . ?
C20 O2 H2O 109.5 . . ?

_refine_diff_density_max         0.306
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.050


####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2444819'
loop_
_audit_author_name
_audit_author_address
'Lidija Andros Dubraja'
;Rudjer Boskovic Institute
Croatia
;
_audit_update_record             
;
2025-04-17 deposited with the CCDC.	2025-08-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
'cinchoninium tetrachlorocobaltate(II) acetonitile'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H27 Cl4 Co N3 O'
_chemical_formula_weight         538.18

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'

_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'

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

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

_cell_length_a                   8.8394(4)
_cell_length_b                   11.8844(7)
_cell_length_c                   23.9884(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2520.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4602
_cell_measurement_theta_min      4.1400
_cell_measurement_theta_max      70.3320

_exptl_crystal_description       stick
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_F_000             1108
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    9.379
_exptl_absorpt_correction_T_min  0.48693
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.505
_oxdiff_exptl_absorpt_empirical_full_max 1.947
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            12387
_diffrn_reflns_av_unetI/netI     0.0694
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.685
_diffrn_reflns_theta_max         80.682
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.886
_diffrn_reflns_point_group_measured_fraction_full 0.945
_reflns_number_total             4903
_reflns_number_gt                3338
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.609
_reflns_Friedel_fraction_max     0.776
_reflns_Friedel_fraction_full    0.875

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

_computing_data_collection       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1185P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 993 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.035(8)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         4903
_refine_ls_number_parameters     275
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0644
_refine_ls_wR_factor_ref         0.1966
_refine_ls_wR_factor_gt          0.1718
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1984(11) 0.2976(10) 0.2683(5) 0.088(3) Uani 1 1 d . . . . .
H1 H 0.167477 0.222846 0.266590 0.105 Uiso 1 1 calc R U . . .
C2 C 0.3033(10) 0.3317(8) 0.3067(4) 0.077(2) Uani 1 1 d . . . . .
H2 H 0.343651 0.278975 0.331209 0.093 Uiso 1 1 calc R U . . .
C3 C 0.3505(9) 0.4406(7) 0.3102(3) 0.0659(18) Uani 1 1 d . . . . .
C4 C 0.2928(9) 0.5206(8) 0.2715(3) 0.067(2) Uani 1 1 d . . . . .
C5 C 0.3354(12) 0.6337(8) 0.2702(4) 0.084(2) Uani 1 1 d . . . . .
H5 H 0.405603 0.660226 0.295886 0.101 Uiso 1 1 calc R U . . .
C6 C 0.2759(16) 0.7057(12) 0.2320(5) 0.109(4) Uani 1 1 d . . . . .
H6 H 0.308105 0.780230 0.231244 0.131 Uiso 1 1 calc R U . . .
C7 C 0.1664(17) 0.6689(13) 0.1937(5) 0.113(4) Uani 1 1 d . . . . .
H7 H 0.123231 0.719129 0.168557 0.136 Uiso 1 1 calc R U . . .
C8 C 0.1244(12) 0.5593(13) 0.1937(4) 0.098(4) Uani 1 1 d . . . . .
H8 H 0.054322 0.533980 0.167638 0.117 Uiso 1 1 calc R U . . .
C9 C 0.1847(9) 0.4842(9) 0.2321(4) 0.076(2) Uani 1 1 d . . . . .
C10 C 0.4581(8) 0.4753(7) 0.3565(3) 0.0637(18) Uani 1 1 d . . . . .
H10 H 0.528392 0.531807 0.341879 0.076 Uiso 1 1 calc R U . . .
C11 C 0.3677(8) 0.5275(7) 0.4038(3) 0.0582(16) Uani 1 1 d . . . . .
H11 H 0.326400 0.598410 0.389563 0.070 Uiso 1 1 calc R U . . .
C12 C 0.2337(8) 0.4604(7) 0.4273(3) 0.0634(18) Uani 1 1 d . . . . .
H12A H 0.253751 0.380326 0.424455 0.076 Uiso 1 1 calc R U . . .
H12B H 0.142681 0.477095 0.406297 0.076 Uiso 1 1 calc R U . . .
C13 C 0.2125(8) 0.4941(8) 0.4891(4) 0.067(2) Uani 1 1 d . . . . .
H13 H 0.112466 0.470552 0.502280 0.080 Uiso 1 1 calc R U . . .
C14 C 0.3355(11) 0.4382(8) 0.5234(4) 0.078(2) Uani 1 1 d . . . . .
H14 H 0.339820 0.477522 0.559290 0.093 Uiso 1 1 calc R U . . .
C15 C 0.4867(9) 0.4605(9) 0.4934(4) 0.076(2) Uani 1 1 d . . . . .
H15A H 0.564459 0.478950 0.520389 0.092 Uiso 1 1 calc R U . . .
H15B H 0.518224 0.393603 0.473286 0.092 Uiso 1 1 calc R U . . .
C16 C 0.3930(9) 0.6527(8) 0.4837(4) 0.075(2) Uani 1 1 d . . . . .
H16A H 0.398672 0.720961 0.461651 0.090 Uiso 1 1 calc R U . . .
H16B H 0.444502 0.665775 0.518846 0.090 Uiso 1 1 calc R U . . .
C17 C 0.2294(9) 0.6217(8) 0.4942(4) 0.073(2) Uani 1 1 d . . . . .
H17A H 0.164830 0.658943 0.467199 0.088 Uiso 1 1 calc R U . . .
H17B H 0.199411 0.645929 0.531187 0.088 Uiso 1 1 calc R U . . .
C18 C 0.3048(13) 0.3183(11) 0.5355(6) 0.108(4) Uani 1 1 d . . . . .
H18 H 0.203967 0.300963 0.542414 0.129 Uiso 1 1 calc R U . . .
C19 C 0.392(2) 0.2381(15) 0.5377(11) 0.180(9) Uani 1 1 d . . . . .
H19A H 0.495059 0.248989 0.531205 0.216 Uiso 1 1 calc R U . . .
H19B H 0.355938 0.166589 0.545853 0.216 Uiso 1 1 calc R U . . .
C20 C 0.7088(17) 0.5462(13) 0.1226(8) 0.128(5) Uani 1 1 d . . . . .
C21 C 0.599(3) 0.468(2) 0.1331(14) 0.279(18) Uani 1 1 d . . . . .
H21A H 0.610738 0.405587 0.107771 0.418 Uiso 1 1 calc R U . . .
H21B H 0.501355 0.500906 0.128172 0.418 Uiso 1 1 calc R U . . .
H21C H 0.609240 0.441021 0.170718 0.418 Uiso 1 1 calc R U . . .
Cl1 Cl -0.0514(2) 0.2587(2) 0.13763(11) 0.0883(8) Uani 1 1 d . . . . .
Cl2 Cl 0.1732(2) 0.0810(2) 0.03633(10) 0.0783(6) Uani 1 1 d . . . . .
Cl3 Cl 0.36452(19) 0.24864(19) 0.13814(9) 0.0735(5) Uani 1 1 d . . . . .
Cl4 Cl 0.1522(3) -0.0051(3) 0.18348(15) 0.1147(10) Uani 1 1 d . . . . .
Co1 Co 0.15164(13) 0.14436(12) 0.12506(6) 0.0690(4) Uani 1 1 d . . . . .
N1 N 0.1421(8) 0.3734(8) 0.2337(3) 0.084(2) Uani 1 1 d . . . . .
H1N H 0.073864 0.351591 0.210528 0.100 Uiso 1 1 calc R U . . .
N2 N 0.4662(6) 0.5571(6) 0.4531(3) 0.0613(15) Uani 1 1 d . . . . .
H2N H 0.565675 0.581301 0.439620 0.074 Uiso 1 1 calc R U . . .
N3 N 0.8028(19) 0.6062(15) 0.1162(8) 0.168(6) Uani 1 1 d . . . . .
O1 O 0.5431(6) 0.3808(6) 0.3757(3) 0.0805(16) Uani 1 1 d D . . . .
H1O H 0.637(4) 0.385(8) 0.368(4) 0.09(3) 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
C1 N1 1.322(14) . ?
C1 C2 1.369(14) . ?
C1 H1 0.9300 . ?
C2 C3 1.362(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.423(12) . ?
C3 C10 1.519(11) . ?
C4 C5 1.396(13) . ?
C4 C9 1.412(12) . ?
C5 C6 1.359(15) . ?
C5 H5 0.9300 . ?
C6 C7 1.406(19) . ?
C6 H6 0.9300 . ?
C7 C8 1.354(18) . ?
C7 H7 0.9300 . ?
C8 C9 1.390(15) . ?
C8 H8 0.9300 . ?
C9 N1 1.370(13) . ?
C10 O1 1.427(10) . ?
C10 C11 1.520(11) . ?
C10 H10 0.9800 . ?
C11 N2 1.511(9) . ?
C11 C12 1.535(11) . ?
C11 H11 0.9800 . ?
C12 C13 1.547(12) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.518(12) . ?
C13 C17 1.529(13) . ?
C13 H13 0.9800 . ?
C14 C18 1.479(15) . ?
C14 C15 1.542(13) . ?
C14 H14 0.9800 . ?
C15 N2 1.511(11) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N2 1.500(11) . ?
C16 C17 1.513(12) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.23(2) . ?
C18 H18 0.9300 . ?
C19 H19A 0.9300 . ?
C19 H19B 0.9300 . ?
C20 N3 1.11(2) . ?
C20 C21 1.37(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
Cl1 Co1 2.271(2) . ?
Cl2 Co1 2.266(3) . ?
Cl3 Co1 2.275(2) . ?
Cl4 Co1 2.262(3) . ?
N1 H1N 0.8600 . ?
N2 H2N 0.9800 . ?
O1 H1O 0.85(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 118.4(10) . . ?
N1 C1 H1 120.8 . . ?
C2 C1 H1 120.8 . . ?
C3 C2 C1 122.0(10) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C4 119.0(8) . . ?
C2 C3 C10 119.6(8) . . ?
C4 C3 C10 121.4(7) . . ?
C5 C4 C9 117.5(9) . . ?
C5 C4 C3 124.1(8) . . ?
C9 C4 C3 118.3(9) . . ?
C6 C5 C4 121.2(10) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 120.7(13) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 119.2(11) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C7 C8 C9 120.9(10) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
N1 C9 C8 122.0(9) . . ?
N1 C9 C4 117.5(9) . . ?
C8 C9 C4 120.5(10) . . ?
O1 C10 C3 110.6(7) . . ?
O1 C10 C11 110.9(7) . . ?
C3 C10 C11 109.1(6) . . ?
O1 C10 H10 108.7 . . ?
C3 C10 H10 108.7 . . ?
C11 C10 H10 108.7 . . ?
N2 C11 C10 112.1(6) . . ?
N2 C11 C12 106.1(6) . . ?
C10 C11 C12 117.9(7) . . ?
N2 C11 H11 106.7 . . ?
C10 C11 H11 106.7 . . ?
C12 C11 H11 106.7 . . ?
C11 C12 C13 108.1(6) . . ?
C11 C12 H12A 110.1 . . ?
C13 C12 H12A 110.1 . . ?
C11 C12 H12B 110.1 . . ?
C13 C12 H12B 110.1 . . ?
H12A C12 H12B 108.4 . . ?
C14 C13 C17 108.7(7) . . ?
C14 C13 C12 108.6(7) . . ?
C17 C13 C12 108.8(7) . . ?
C14 C13 H13 110.2 . . ?
C17 C13 H13 110.2 . . ?
C12 C13 H13 110.2 . . ?
C18 C14 C13 113.3(8) . . ?
C18 C14 C15 114.6(10) . . ?
C13 C14 C15 107.0(6) . . ?
C18 C14 H14 107.2 . . ?
C13 C14 H14 107.2 . . ?
C15 C14 H14 107.2 . . ?
N2 C15 C14 109.0(6) . . ?
N2 C15 H15A 109.9 . . ?
C14 C15 H15A 109.9 . . ?
N2 C15 H15B 109.9 . . ?
C14 C15 H15B 109.9 . . ?
H15A C15 H15B 108.3 . . ?
N2 C16 C17 108.0(7) . . ?
N2 C16 H16A 110.1 . . ?
C17 C16 H16A 110.1 . . ?
N2 C16 H16B 110.1 . . ?
C17 C16 H16B 110.1 . . ?
H16A C16 H16B 108.4 . . ?
C16 C17 C13 108.8(7) . . ?
C16 C17 H17A 109.9 . . ?
C13 C17 H17A 109.9 . . ?
C16 C17 H17B 109.9 . . ?
C13 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
C19 C18 C14 129.8(13) . . ?
C19 C18 H18 115.1 . . ?
C14 C18 H18 115.1 . . ?
C18 C19 H19A 120.0 . . ?
C18 C19 H19B 120.0 . . ?
H19A C19 H19B 120.0 . . ?
N3 C20 C21 176(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Cl4 Co1 Cl2 108.72(13) . . ?
Cl4 Co1 Cl1 112.91(11) . . ?
Cl2 Co1 Cl1 112.97(10) . . ?
Cl4 Co1 Cl3 109.90(11) . . ?
Cl2 Co1 Cl3 103.94(9) . . ?
Cl1 Co1 Cl3 108.01(9) . . ?
C1 N1 C9 124.6(8) . . ?
C1 N1 H1N 117.7 . . ?
C9 N1 H1N 117.7 . . ?
C16 N2 C11 108.1(6) . . ?
C16 N2 C15 108.3(7) . . ?
C11 N2 C15 113.1(6) . . ?
C16 N2 H2N 109.1 . . ?
C11 N2 H2N 109.1 . . ?
C15 N2 H2N 109.1 . . ?
C10 O1 H1O 114(7) . . ?

_refine_diff_density_max         0.529
_refine_diff_density_min         -0.794
_refine_diff_density_rms         0.075



####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2444817'
loop_
_audit_author_name
_audit_author_address
'Lidija Andros Dubraja'
;Rudjer Boskovic Institute
Croatia
;
_audit_update_record             
;
2025-07-16 deposited with the CCDC.	2025-08-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        'cinchoninium tetrachlorocobaltate(II)'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H24 Cl4 Co N2 O'
_chemical_formula_weight         497.13

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'

_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'

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

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

_cell_length_a                   7.02410(10)
_cell_length_b                   15.0076(2)
_cell_length_c                   21.1727(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2231.92(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5253
_cell_measurement_theta_min      4.1760
_cell_measurement_theta_max      76.6590
_exptl_absorpt_correction_T_min  0.21822
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    10.526
_exptl_crystal_description       block
_exptl_crystal_colour            blue

_diffrn_ambient_temperature      293(2)
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            9076
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.610
_diffrn_reflns_theta_max         77.493
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_point_group_measured_fraction_full 0.928
_reflns_number_total             4004
_reflns_number_gt                3547
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.581
_reflns_Friedel_fraction_max     0.727
_reflns_Friedel_fraction_full    0.831

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

_computing_data_collection       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0506P)²+0.0606P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1167 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.036(3)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         4004
_refine_ls_number_parameters     249
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0909
_refine_ls_wR_factor_gt          0.0879
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3545(8) 0.3166(3) 0.4125(3) 0.0603(12) Uani 1 1 d . . . . .
H1 H 0.250003 0.282823 0.424954 0.072 Uiso 1 1 calc R U . . .
C2 C 0.3826(7) 0.3353(3) 0.3495(2) 0.0569(11) Uani 1 1 d . . . . .
H2 H 0.295028 0.315299 0.319787 0.068 Uiso 1 1 calc R U . . .
C3 C 0.5392(7) 0.3835(3) 0.3301(2) 0.0442(9) Uani 1 1 d . . . . .
C4 C 0.6697(6) 0.4141(2) 0.37684(19) 0.0418(9) Uani 1 1 d . . . . .
C5 C 0.8379(7) 0.4628(3) 0.3635(2) 0.0535(11) Uani 1 1 d . . . . .
H5 H 0.866602 0.478394 0.322055 0.064 Uiso 1 1 calc R U . . .
C6 C 0.9575(8) 0.4867(3) 0.4110(3) 0.0643(13) Uani 1 1 d . . . . .
H6 H 1.068200 0.517757 0.401368 0.077 Uiso 1 1 calc R U . . .
C7 C 0.9186(8) 0.4658(3) 0.4740(3) 0.0638(13) Uani 1 1 d . . . . .
H7 H 1.003254 0.482723 0.505556 0.077 Uiso 1 1 calc R U . . .
C8 C 0.7562(7) 0.4206(3) 0.4891(2) 0.0558(11) Uani 1 1 d . . . . .
H8 H 0.728323 0.407260 0.531020 0.067 Uiso 1 1 calc R U . . .
C9 C 0.6312(7) 0.3943(3) 0.4403(2) 0.0440(9) Uani 1 1 d . . . . .
C10 C 0.5727(7) 0.4009(3) 0.2602(2) 0.0499(10) Uani 1 1 d . . . . .
H10 H 0.621011 0.461590 0.254471 0.060 Uiso 1 1 calc R U . . .
C11 C 0.7210(7) 0.3336(2) 0.23600(19) 0.0445(9) Uani 1 1 d . . . . .
H11 H 0.823390 0.330833 0.267371 0.053 Uiso 1 1 calc R U . . .
C12 C 0.6459(8) 0.2388(3) 0.2270(2) 0.0564(12) Uani 1 1 d . . . . .
H12A H 0.673691 0.203276 0.264152 0.068 Uiso 1 1 calc R U . . .
H12B H 0.509000 0.239981 0.221074 0.068 Uiso 1 1 calc R U . . .
C13 C 0.7411(8) 0.1982(3) 0.1695(3) 0.0649(14) Uani 1 1 d . . . . .
H13 H 0.714896 0.134071 0.168091 0.078 Uiso 1 1 calc R U . . .
C14 C 0.6676(9) 0.2425(4) 0.1091(3) 0.0753(17) Uani 1 1 d . . . . .
H14 H 0.752333 0.225358 0.074426 0.090 Uiso 1 1 calc R U . . .
C15 C 0.6853(9) 0.3446(3) 0.1186(2) 0.0681(15) Uani 1 1 d . . . . .
H15A H 0.740320 0.371669 0.081195 0.082 Uiso 1 1 calc R U . . .
H15B H 0.560289 0.370369 0.125346 0.082 Uiso 1 1 calc R U . . .
C16 C 0.9935(8) 0.3127(3) 0.1664(3) 0.0648(14) Uani 1 1 d . . . . .
H16A H 1.084977 0.332540 0.197736 0.078 Uiso 1 1 calc R U . . .
H16B H 1.045977 0.323867 0.124799 0.078 Uiso 1 1 calc R U . . .
C17 C 0.9534(9) 0.2135(3) 0.1747(3) 0.0733(15) Uani 1 1 d . . . . .
H17A H 1.019399 0.179674 0.142399 0.088 Uiso 1 1 calc R U . . .
H17B H 0.998529 0.193715 0.215683 0.088 Uiso 1 1 calc R U . . .
C18 C 0.4786(16) 0.2161(9) 0.0926(5) 0.161(5) Uani 1 1 d D . . . .
H18 H 0.410995 0.211947 0.130241 0.194 Uiso 1 1 calc R U . . .
Cl3 Cl 0.43849(17) 0.46817(7) 0.71703(5) 0.0563(3) Uani 1 1 d . . . . .
Cl2 Cl -0.03178(17) 0.42195(8) 0.64811(6) 0.0590(3) Uani 1 1 d . . . . .
Cl1 Cl 0.3895(2) 0.28954(6) 0.59616(6) 0.0591(3) Uani 1 1 d . . . . .
Cl4 Cl 0.35431(19) 0.52771(7) 0.55116(6) 0.0596(3) Uani 1 1 d . . . . .
Co1 Co 0.28267(10) 0.42679(4) 0.62636(3) 0.04483(18) Uani 1 1 d . . . . .
N1 N 0.4749(6) 0.3461(3) 0.45509(19) 0.0527(9) Uani 1 1 d . . . . .
N2 N 0.8090(6) 0.3620(2) 0.17434(17) 0.0519(9) Uani 1 1 d . . . . .
H2N H 0.836113 0.426025 0.176346 0.062 Uiso 1 1 calc R U . . .
O1 O 0.4036(5) 0.3902(2) 0.22581(17) 0.0631(9) Uani 1 1 d . . . . .
H1O H 0.332483 0.432389 0.232877 0.095 Uiso 1 1 calc R U . . .
C19 C 0.3711(16) 0.1973(12) 0.0519(5) 0.205(8) Uani 1 1 d D . . . .
H19A H 0.411450 0.197454 0.010081 0.246 Uiso 1 1 calc R U . . .
H19B H 0.246057 0.182366 0.061685 0.246 Uiso 1 1 calc R U . . .
H1N H 0.457(10) 0.339(4) 0.499(3) 0.09(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
C1 N1 1.313(7) . ?
C1 C2 1.377(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.379(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.425(6) . ?
C3 C10 1.520(6) . ?
C4 C9 1.403(6) . ?
C4 C5 1.418(6) . ?
C5 C6 1.359(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.396(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.366(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.412(6) . ?
C8 H8 0.9300 . ?
C9 N1 1.351(6) . ?
C10 O1 1.403(6) . ?
C10 C11 1.539(6) . ?
C10 H10 0.9800 . ?
C11 N2 1.506(5) . ?
C11 C12 1.529(6) . ?
C11 H11 0.9800 . ?
C12 C13 1.516(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C17 1.512(9) . ?
C13 C14 1.531(9) . ?
C13 H13 0.9800 . ?
C14 C18 1.429(11) . ?
C14 C15 1.550(8) . ?
C14 H14 0.9800 . ?
C15 N2 1.489(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N2 1.502(7) . ?
C16 C17 1.525(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.179(9) . ?
C18 H18 0.9300 . ?
Cl3 Co1 2.2954(12) . ?
Cl2 Co1 2.2574(14) . ?
Cl1 Co1 2.2836(12) . ?
Cl4 Co1 2.2544(13) . ?
N1 H1N 0.94(7) . ?
N2 H2N 0.9800 . ?
O1 H1O 0.8200 . ?
C19 H19A 0.9300 . ?
C19 H19B 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 120.2(5) . . ?
N1 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C1 C2 C3 120.7(5) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C2 C3 C4 118.4(4) . . ?
C2 C3 C10 120.2(4) . . ?
C4 C3 C10 121.4(4) . . ?
C9 C4 C5 117.4(4) . . ?
C9 C4 C3 118.3(4) . . ?
C5 C4 C3 124.3(4) . . ?
C6 C5 C4 120.2(4) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 121.8(5) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C8 C7 C6 119.9(5) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 119.1(4) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
N1 C9 C4 119.4(4) . . ?
N1 C9 C8 119.1(4) . . ?
C4 C9 C8 121.5(4) . . ?
O1 C10 C3 110.8(4) . . ?
O1 C10 C11 109.0(4) . . ?
C3 C10 C11 108.5(3) . . ?
O1 C10 H10 109.5 . . ?
C3 C10 H10 109.5 . . ?
C11 C10 H10 109.5 . . ?
N2 C11 C12 107.3(3) . . ?
N2 C11 C10 112.4(3) . . ?
C12 C11 C10 114.7(4) . . ?
N2 C11 H11 107.4 . . ?
C12 C11 H11 107.4 . . ?
C10 C11 H11 107.4 . . ?
C13 C12 C11 108.8(4) . . ?
C13 C12 H12A 109.9 . . ?
C11 C12 H12A 109.9 . . ?
C13 C12 H12B 109.9 . . ?
C11 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?
C17 C13 C12 108.4(5) . . ?
C17 C13 C14 109.1(5) . . ?
C12 C13 C14 110.3(4) . . ?
C17 C13 H13 109.7 . . ?
C12 C13 H13 109.7 . . ?
C14 C13 H13 109.7 . . ?
C18 C14 C13 113.4(7) . . ?
C18 C14 C15 112.3(8) . . ?
C13 C14 C15 107.1(4) . . ?
C18 C14 H14 107.9 . . ?
C13 C14 H14 107.9 . . ?
C15 C14 H14 107.9 . . ?
N2 C15 C14 108.8(4) . . ?
N2 C15 H15A 109.9 . . ?
C14 C15 H15A 109.9 . . ?
N2 C15 H15B 109.9 . . ?
C14 C15 H15B 109.9 . . ?
H15A C15 H15B 108.3 . . ?
N2 C16 C17 108.0(4) . . ?
N2 C16 H16A 110.1 . . ?
C17 C16 H16A 110.1 . . ?
N2 C16 H16B 110.1 . . ?
C17 C16 H16B 110.1 . . ?
H16A C16 H16B 108.4 . . ?
C13 C17 C16 108.8(5) . . ?
C13 C17 H17A 109.9 . . ?
C16 C17 H17A 109.9 . . ?
C13 C17 H17B 109.9 . . ?
C16 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
C19 C18 C14 147.1(12) . . ?
C19 C18 H18 106.4 . . ?
C14 C18 H18 106.4 . . ?
Cl4 Co1 Cl2 112.59(6) . . ?
Cl4 Co1 Cl1 109.56(5) . . ?
Cl2 Co1 Cl1 110.47(5) . . ?
Cl4 Co1 Cl3 107.61(5) . . ?
Cl2 Co1 Cl3 107.73(5) . . ?
Cl1 Co1 Cl3 108.75(5) . . ?
C1 N1 C9 123.1(4) . . ?
C1 N1 H1N 124(4) . . ?
C9 N1 H1N 113(4) . . ?
C15 N2 C16 109.2(4) . . ?
C15 N2 C11 113.5(4) . . ?
C16 N2 C11 108.1(4) . . ?
C15 N2 H2N 108.7 . . ?
C16 N2 H2N 108.7 . . ?
C11 N2 H2N 108.7 . . ?
C10 O1 H1O 109.5 . . ?
C18 C19 H19A 120.0 . . ?
C18 C19 H19B 120.0 . . ?
H19A C19 H19B 120.0 . . ?

_refine_diff_density_max         0.385
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.051



####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2444818'
loop_
_audit_author_name
_audit_author_address
'Lidija Andros Dubraja'
;Rudjer Boskovic Institute
Croatia
;
_audit_update_record             
;
2025-04-17 deposited with the CCDC.	2025-08-21 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT220_shelx               
;
PROBLEM: NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        6.5 Ratio
RESPONSE: This is an ethylene fragment in a certain disorder with temperature ellipsoids significantly larger compared to the rest of the molecule.
;
# Added during the CSD deposition process: Thursday 17 April 2025 02:06 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H23 Cl3 Co N2 O'
_chemical_formula_weight         460.67

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   8.4143(2)
_cell_length_b                   12.7417(2)
_cell_length_c                   10.0547(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.461(2)
_cell_angle_gamma                90
_cell_volume                     1068.86(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6120
_cell_measurement_theta_min      4.4190
_cell_measurement_theta_max      79.3950
_exptl_absorpt_correction_T_min  0.58988
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.101a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.382
_oxdiff_exptl_absorpt_empirical_full_max 2.912
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_description       stick
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_F_000             474
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    9.822

_diffrn_ambient_temperature      293(2)
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            8115
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.435
_diffrn_reflns_theta_max         79.749
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.695
_diffrn_reflns_point_group_measured_fraction_full 0.732
_reflns_number_total             3235
_reflns_number_gt                3066
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.362
_reflns_Friedel_fraction_max     0.387
_reflns_Friedel_fraction_full    0.439

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

_computing_data_collection       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0581P)²+0.1578P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0022(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.014(4)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         3235
_refine_ls_number_parameters     253
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0886
_refine_ls_wR_factor_gt          0.0877
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4370(5) 0.3892(4) 0.5728(4) 0.0449(9) Uani 1 1 d . . . . .
H1 H 0.463789 0.337451 0.637104 0.054 Uiso 1 1 calc R U . . .
C2 C 0.4889(5) 0.3773(4) 0.4468(4) 0.0453(10) Uani 1 1 d . . . . .
H2 H 0.546610 0.317958 0.428627 0.054 Uiso 1 1 calc R U . . .
C3 C 0.4553(3) 0.4522(3) 0.3509(3) 0.0332(7) Uani 1 1 d . . . . .
C4 C 0.3690(4) 0.5430(3) 0.3820(3) 0.0288(7) Uani 1 1 d . . . . .
C5 C 0.3266(4) 0.6259(3) 0.2911(3) 0.0345(7) Uani 1 1 d . . . . .
H5 H 0.360941 0.624558 0.206871 0.041 Uiso 1 1 calc R U . . .
C6 C 0.2360(5) 0.7081(3) 0.3251(4) 0.0382(8) Uani 1 1 d . . . . .
H6 H 0.209657 0.762142 0.264083 0.046 Uiso 1 1 calc R U . . .
C7 C 0.1819(5) 0.7116(3) 0.4521(4) 0.0396(8) Uani 1 1 d . . . . .
H7 H 0.118984 0.767447 0.473933 0.048 Uiso 1 1 calc R U . . .
C8 C 0.2213(4) 0.6336(3) 0.5429(3) 0.0370(7) Uani 1 1 d . . . . .
H8 H 0.185042 0.636550 0.626294 0.044 Uiso 1 1 calc R U . . .
C9 C 0.3166(4) 0.5485(3) 0.5115(3) 0.0302(7) Uani 1 1 d . . . . .
C10 C 0.5023(4) 0.4316(3) 0.2118(3) 0.0345(7) Uani 1 1 d . . . . .
H10 H 0.411303 0.448315 0.144088 0.041 Uiso 1 1 calc R U . . .
C11 C 0.6463(4) 0.5003(3) 0.1878(3) 0.0342(7) Uani 1 1 d . . . . .
H11 H 0.613968 0.573960 0.192966 0.041 Uiso 1 1 calc R U . . .
C12 C 0.7988(4) 0.4843(4) 0.2873(4) 0.0492(11) Uani 1 1 d . . . . .
H12A H 0.800075 0.414277 0.325235 0.059 Uiso 1 1 calc R U . . .
H12B H 0.802346 0.534755 0.359940 0.059 Uiso 1 1 calc R U . . .
C13 C 0.9442(5) 0.4996(4) 0.2107(5) 0.0546(12) Uani 1 1 d . . . . .
H13 H 1.041797 0.506931 0.274735 0.066 Uiso 1 1 calc R U . . .
C14 C 0.9207(5) 0.5977(5) 0.1230(5) 0.0583(12) Uani 1 1 d . . . . .
H14A H 1.018435 0.613711 0.085498 0.070 Uiso 1 1 calc R U . . .
H14B H 0.894350 0.657262 0.176170 0.070 Uiso 1 1 calc R U . . .
C15 C 0.7838(5) 0.5764(4) 0.0102(4) 0.0458(9) Uani 1 1 d . . . . .
H15A H 0.712937 0.636593 -0.001912 0.055 Uiso 1 1 calc R U . . .
H15B H 0.826600 0.563471 -0.073318 0.055 Uiso 1 1 calc R U . . .
C16 C 0.7969(6) 0.3862(4) 0.0388(5) 0.0553(12) Uani 1 1 d . . . . .
H16A H 0.811539 0.374167 -0.054071 0.066 Uiso 1 1 calc R U . . .
H16B H 0.745404 0.324849 0.071133 0.066 Uiso 1 1 calc R U . . .
C17 C 0.9585(6) 0.4037(5) 0.1224(6) 0.0624(14) Uani 1 1 d . . . . .
H17 H 1.036182 0.420234 0.060826 0.075 Uiso 1 1 calc R U . . .
C18 C 1.0110(12) 0.3017(9) 0.1936(11) 0.117(4) Uani 1 1 d D . . . .
H18A H 1.03(3) 0.246(13) 0.130(19) 0.140 Uiso 0.51(4) 1 d D U P A 1
C19A C 1.1047(17) 0.2847(18) 0.297(3) 0.105(10) Uani 0.51(4) 1 d . . P A 1
H19A H 1.156404 0.340325 0.344043 0.126 Uiso 0.51(4) 1 calc R U P A 1
H19B H 1.123526 0.216218 0.326826 0.126 Uiso 0.51(4) 1 calc R U P A 1
H18B H 1.01(3) 0.345(14) 0.274(13) 0.126 Uiso 0.49(4) 1 d D U P A 2
C19B C 1.095(6) 0.251(2) 0.218(3) 0.189(19) Uani 0.49(4) 1 d . . P A 2
H19C H 1.195476 0.261226 0.190660 0.226 Uiso 0.49(4) 1 calc R U P A 2
H19D H 1.075702 0.192505 0.268221 0.226 Uiso 0.49(4) 1 calc R U P A 2
Cl1 Cl 0.35158(13) 0.59765(7) 0.92108(9) 0.0463(2) Uani 1 1 d . . . . .
Cl2 Cl 0.39229(17) 0.32050(8) 0.88881(10) 0.0560(3) Uani 1 1 d . . . . .
Cl3 Cl -0.00280(12) 0.44882(12) 0.73677(12) 0.0628(3) Uani 1 1 d . . . . .
Co1 Co 0.26304(6) 0.46323(4) 0.78550(5) 0.03462(16) Uani 1 1 d . . . . .
N1 N 0.3520(3) 0.4703(3) 0.6046(2) 0.0346(6) Uani 1 1 d . . . . .
N2 N 0.6931(3) 0.4814(3) 0.0488(3) 0.0375(7) Uani 1 1 d . . . . .
H2N H 0.595276 0.473734 -0.015006 0.045 Uiso 1 1 calc R U . . .
O1 O 0.5392(4) 0.3245(3) 0.2033(3) 0.0497(7) Uani 1 1 d . . . . .
H1O H 0.485731 0.298934 0.137282 0.074 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
C1 N1 1.319(5) . ?
C1 C2 1.401(5) . ?
C2 C3 1.359(5) . ?
C3 C4 1.422(5) . ?
C3 C10 1.525(4) . ?
C4 C5 1.413(5) . ?
C4 C9 1.430(4) . ?
C5 C6 1.364(6) . ?
C6 C7 1.412(5) . ?
C7 C8 1.360(6) . ?
C8 C9 1.409(5) . ?
C9 N1 1.373(5) . ?
C10 O1 1.404(5) . ?
C10 C11 1.539(5) . ?
C11 N2 1.521(4) . ?
C11 C12 1.535(5) . ?
C12 C13 1.540(6) . ?
C13 C17 1.525(8) . ?
C13 C14 1.528(7) . ?
C14 C15 1.532(6) . ?
C15 N2 1.508(5) . ?
C16 N2 1.505(6) . ?
C16 C17 1.519(8) . ?
C17 C18 1.521(11) . ?
C18 C19B 0.96(3) . ?
C18 C19A 1.24(2) . ?
Cl1 Co1 2.2546(10) . ?
Cl2 Co1 2.2968(12) . ?
Cl3 Co1 2.2345(11) . ?
Co1 N1 2.057(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 123.1(4) . . ?
C3 C2 C1 120.4(4) . . ?
C2 C3 C4 118.7(3) . . ?
C2 C3 C10 118.4(3) . . ?
C4 C3 C10 122.8(3) . . ?
C5 C4 C3 124.1(3) . . ?
C5 C4 C9 118.1(3) . . ?
C3 C4 C9 117.8(3) . . ?
C6 C5 C4 121.0(3) . . ?
C5 C6 C7 120.5(4) . . ?
C8 C7 C6 120.3(4) . . ?
C7 C8 C9 120.6(3) . . ?
N1 C9 C8 119.1(3) . . ?
N1 C9 C4 121.3(3) . . ?
C8 C9 C4 119.6(3) . . ?
O1 C10 C3 108.0(3) . . ?
O1 C10 C11 111.0(3) . . ?
C3 C10 C11 110.4(3) . . ?
N2 C11 C12 106.5(3) . . ?
N2 C11 C10 110.9(3) . . ?
C12 C11 C10 115.5(3) . . ?
C11 C12 C13 108.0(3) . . ?
C17 C13 C14 109.5(4) . . ?
C17 C13 C12 108.5(4) . . ?
C14 C13 C12 109.9(4) . . ?
C13 C14 C15 108.1(4) . . ?
N2 C15 C14 108.0(3) . . ?
N2 C16 C17 109.3(4) . . ?
C16 C17 C18 108.7(7) . . ?
C16 C17 C13 107.9(4) . . ?
C18 C17 C13 116.8(6) . . ?
C19B C18 C17 148(3) . . ?
C19A C18 C17 131.2(16) . . ?
N1 Co1 Cl3 106.18(8) . . ?
N1 Co1 Cl1 111.84(11) . . ?
Cl3 Co1 Cl1 115.96(5) . . ?
N1 Co1 Cl2 103.24(10) . . ?
Cl3 Co1 Cl2 115.84(5) . . ?
Cl1 Co1 Cl2 103.19(4) . . ?
C1 N1 C9 118.7(3) . . ?
C1 N1 Co1 116.8(3) . . ?
C9 N1 Co1 124.2(2) . . ?
C16 N2 C15 108.2(3) . . ?
C16 N2 C11 114.3(3) . . ?
C15 N2 C11 108.0(3) . . ?

_refine_diff_density_max         0.341
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.052


