# Supplementary Information (SI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

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

data_NH-J4
_database_code_depnum_ccdc_archive 'CCDC 1897593'
loop_
_audit_author_name
_audit_author_address
'Marcus Korb'
;The University of Western Australia
Australia
;
_audit_update_record             
;
2021-03-29 deposited with the CCDC.	2024-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H14 Cl4 Co N6, 2(C5 H8 N3)'
_chemical_formula_sum            'C20 H30 Cl4 Co N12'
_chemical_formula_weight         639.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   7.6349(7)
_cell_length_b                   8.9698(10)
_cell_length_c                   11.0037(12)
_cell_angle_alpha                106.884(10)
_cell_angle_beta                 97.904(9)
_cell_angle_gamma                110.288(9)
_cell_volume                     652.10(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    125.8(3)
_cell_measurement_reflns_used    1812
_cell_measurement_theta_min      3.6950
_cell_measurement_theta_max      27.8180

_exptl_crystal_description       block
_exptl_crystal_colour            'pale red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_F_000             329
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_absorpt_coefficient_mu    1.105
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.75630
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41l (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.777
_oxdiff_exptl_absorpt_empirical_full_max 1.175
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      125.8(3)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'oxford gemini s'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4142
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.950
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2278
_reflns_number_gt                1958
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.38.41l (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41l (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41l (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.1072P)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_number_reflns         2278
_refine_ls_number_parameters     191
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1606
_refine_ls_wR_factor_gt          0.1528
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.043
_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 0.9478(5) 1.0948(5) -0.2689(4) 0.0149(8) Uani 1 1 d . . . . .
C2 C 1.1771(5) 1.3045(5) -0.0838(4) 0.0157(8) Uani 1 1 d . . . . .
H2 H 1.2361 1.3471 0.0060 0.019 Uiso 1 1 calc R U . . .
C3 C 1.2386(5) 1.4074(5) -0.1532(4) 0.0184(9) Uani 1 1 d . . . . .
H3 H 1.3381 1.5159 -0.1126 0.022 Uiso 1 1 calc R U . . .
C4 C 1.1464(5) 1.3438(5) -0.2873(4) 0.0159(8) Uani 1 1 d . . . . .
C5 C 1.2021(6) 1.4440(5) -0.3731(4) 0.0214(9) Uani 1 1 d . . . . .
H5A H 1.2079 1.3714 -0.4546 0.032 Uiso 1 1 calc R U . . .
H5B H 1.3268 1.5367 -0.3294 0.032 Uiso 1 1 calc R U . . .
H5C H 1.1077 1.4884 -0.3907 0.032 Uiso 1 1 calc R U . . .
C6 C 0.6459(5) 0.9617(5) 0.3188(4) 0.0159(8) Uani 1 1 d . . . . .
C7 C 0.3822(6) 0.7885(5) 0.1297(4) 0.0196(9) Uani 1 1 d . . . . .
H70 H 0.3179 0.7681 0.0445 0.024 Uiso 1 1 calc R U . . .
C8 C 0.3059(6) 0.6830(5) 0.1924(4) 0.0198(9) Uani 1 1 d . . . . .
H71 H 0.1889 0.5881 0.1515 0.024 Uiso 1 1 calc R U . . .
C9 C 0.4099(5) 0.7212(5) 0.3231(4) 0.0176(9) Uani 1 1 d . . . . .
C10 C 0.3375(6) 0.6074(6) 0.3958(4) 0.0240(10) Uani 1 1 d . . . . .
H72A H 0.4410 0.6303 0.4683 0.036 Uiso 1 1 calc R U . . .
H72B H 0.2902 0.4907 0.3377 0.036 Uiso 1 1 calc R U . . .
H72C H 0.2344 0.6277 0.4286 0.036 Uiso 1 1 calc R U . . .
Co1 Co 1.0000 1.0000 0.0000 0.0137(3) Uani 1 2 d S . P . .
N1 N 1.0357(4) 1.1443(4) -0.1375(3) 0.0155(7) Uani 1 1 d . . . . .
N2 N 0.8004(5) 0.9420(4) -0.3279(3) 0.0180(7) Uani 1 1 d D . . . .
N3 N 1.0009(4) 1.1879(4) -0.3444(3) 0.0157(7) Uani 1 1 d . . . . .
N4 N 0.5534(5) 0.9245(4) 0.1924(3) 0.0176(7) Uani 1 1 d D . . . .
N5 N 0.8065(5) 1.1015(5) 0.3787(3) 0.0190(8) Uani 1 1 d D . . . .
N6 N 0.5741(4) 0.8593(4) 0.3845(3) 0.0164(7) Uani 1 1 d . . . . .
Cl1 Cl 0.64092(12) 0.84672(12) -0.09995(9) 0.0169(3) Uani 1 1 d . . . . .
Cl2 Cl 0.94171(12) 1.22828(12) 0.15122(9) 0.0172(3) Uani 1 1 d . . . . .
H2NA H 0.740(10) 0.901(9) -0.4161(19) 0.09(2) Uiso 1 1 d D . . . .
H2NB H 0.758(5) 0.876(4) -0.279(3) 0.008(9) Uiso 1 1 d D . . . .
H4N H 0.607(6) 0.987(5) 0.144(4) 0.034(13) Uiso 1 1 d D . . . .
H5NA H 0.862(5) 1.166(4) 0.332(3) 0.004(9) Uiso 1 1 d D . . . .
H5NB H 0.859(6) 1.111(6) 0.462(2) 0.035(13) 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 N2 1.333(5) . ?
C1 N3 1.347(5) . ?
C1 N1 1.376(5) . ?
C2 N1 1.355(5) . ?
C2 C3 1.365(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.394(5) . ?
C3 H3 0.9300 . ?
C4 N3 1.343(5) . ?
C4 C5 1.490(6) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 N5 1.320(5) . ?
C6 N6 1.346(5) . ?
C6 N4 1.357(5) . ?
C7 C8 1.349(6) . ?
C7 N4 1.352(5) . ?
C7 H70 0.9300 . ?
C8 C9 1.423(5) . ?
C8 H71 0.9300 . ?
C9 N6 1.329(5) . ?
C9 C10 1.481(6) . ?
C10 H72A 0.9600 . ?
C10 H72B 0.9600 . ?
C10 H72C 0.9600 . ?
Co1 N1 2.246(3) . ?
Co1 N1 2.246(3) 2_775 ?
Co1 Cl2 2.4528(9) . ?
Co1 Cl2 2.4528(9) 2_775 ?
Co1 Cl1 2.5088(9) 2_775 ?
Co1 Cl1 2.5089(9) . ?
N2 H2NA 0.918(10) . ?
N2 H2NB 0.917(10) . ?
N4 H4N 0.915(10) . ?
N5 H5NA 0.916(10) . ?
N5 H5NB 0.915(10) . ?

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
N2 C1 N3 116.8(3) . . ?
N2 C1 N1 118.2(4) . . ?
N3 C1 N1 125.0(3) . . ?
N1 C2 C3 124.2(4) . . ?
N1 C2 H2 117.9 . . ?
C3 C2 H2 117.9 . . ?
C2 C3 C4 117.5(4) . . ?
C2 C3 H3 121.3 . . ?
C4 C3 H3 121.3 . . ?
N3 C4 C3 120.7(4) . . ?
N3 C4 C5 117.0(3) . . ?
C3 C4 C5 122.2(4) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N5 C6 N6 119.6(3) . . ?
N5 C6 N4 119.5(4) . . ?
N6 C6 N4 120.8(4) . . ?
C8 C7 N4 119.1(3) . . ?
C8 C7 H70 120.4 . . ?
N4 C7 H70 120.4 . . ?
C7 C8 C9 118.0(4) . . ?
C7 C8 H71 121.0 . . ?
C9 C8 H71 121.0 . . ?
N6 C9 C8 121.8(4) . . ?
N6 C9 C10 117.5(3) . . ?
C8 C9 C10 120.7(4) . . ?
C9 C10 H72A 109.5 . . ?
C9 C10 H72B 109.5 . . ?
H72A C10 H72B 109.5 . . ?
C9 C10 H72C 109.5 . . ?
H72A C10 H72C 109.5 . . ?
H72B C10 H72C 109.5 . . ?
N1 Co1 N1 180.0 . 2_775 ?
N1 Co1 Cl2 88.57(8) . . ?
N1 Co1 Cl2 91.43(8) 2_775 . ?
N1 Co1 Cl2 91.43(8) . 2_775 ?
N1 Co1 Cl2 88.57(8) 2_775 2_775 ?
Cl2 Co1 Cl2 180.00(4) . 2_775 ?
N1 Co1 Cl1 87.74(8) . 2_775 ?
N1 Co1 Cl1 92.26(8) 2_775 2_775 ?
Cl2 Co1 Cl1 91.75(3) . 2_775 ?
Cl2 Co1 Cl1 88.25(3) 2_775 2_775 ?
N1 Co1 Cl1 92.26(8) . . ?
N1 Co1 Cl1 87.74(8) 2_775 . ?
Cl2 Co1 Cl1 88.25(3) . . ?
Cl2 Co1 Cl1 91.75(3) 2_775 . ?
Cl1 Co1 Cl1 180.0 2_775 . ?
C2 N1 C1 114.3(3) . . ?
C2 N1 Co1 114.3(2) . . ?
C1 N1 Co1 131.2(3) . . ?
C1 N2 H2NA 122(5) . . ?
C1 N2 H2NB 119(2) . . ?
H2NA N2 H2NB 119(5) . . ?
C4 N3 C1 118.2(3) . . ?
C7 N4 C6 121.7(4) . . ?
C7 N4 H4N 117(3) . . ?
C6 N4 H4N 121(3) . . ?
C6 N5 H5NA 120(2) . . ?
C6 N5 H5NB 112(3) . . ?
H5NA N5 H5NB 127(4) . . ?
C9 N6 C6 118.5(3) . . ?

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
N1 C2 C3 C4 1.3(6) . . . . ?
C2 C3 C4 N3 1.0(5) . . . . ?
C2 C3 C4 C5 -179.5(3) . . . . ?
N4 C7 C8 C9 0.4(5) . . . . ?
C7 C8 C9 N6 2.2(5) . . . . ?
C7 C8 C9 C10 -178.0(4) . . . . ?
C3 C2 N1 C1 -3.8(5) . . . . ?
C3 C2 N1 Co1 172.2(3) . . . . ?
N2 C1 N1 C2 -176.7(3) . . . . ?
N3 C1 N1 C2 4.4(5) . . . . ?
N2 C1 N1 Co1 8.1(5) . . . . ?
N3 C1 N1 Co1 -170.8(3) . . . . ?
C3 C4 N3 C1 -0.5(5) . . . . ?
C5 C4 N3 C1 180.0(3) . . . . ?
N2 C1 N3 C4 178.7(3) . . . . ?
N1 C1 N3 C4 -2.4(5) . . . . ?
C8 C7 N4 C6 -3.0(5) . . . . ?
N5 C6 N4 C7 -175.8(4) . . . . ?
N6 C6 N4 C7 3.0(5) . . . . ?
C8 C9 N6 C6 -2.3(5) . . . . ?
C10 C9 N6 C6 177.9(3) . . . . ?
N5 C6 N6 C9 178.5(3) . . . . ?
N4 C6 N6 C9 -0.3(5) . . . . ?

_refine_diff_density_max         1.532
_refine_diff_density_min         -0.891
_refine_diff_density_rms         0.158

_shelxl_version_number           2013-4

