# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 2162594'
loop_
_audit_author_name
_audit_author_address
'Denis Korchagin'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2022-03-28 deposited with the CCDC.	2022-07-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H16 Co I2 N4'
_chemical_formula_weight         505.00

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.47783(19)
_cell_length_b                   14.8545(3)
_cell_length_c                   12.8023(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.042(2)
_cell_angle_gamma                90
_cell_volume                     1596.39(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    14118
_cell_measurement_theta_min      3.0370
_cell_measurement_theta_max      35.6649

_exptl_crystal_description       prism
_exptl_crystal_colour            'blue greenish'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.101
_exptl_crystal_F_000             948
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    4.929
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.61088
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25984
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.043
_diffrn_reflns_theta_max         34.069
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6543
_reflns_number_gt                5581
_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, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0212P)²+0.5716P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6543
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0214
_refine_ls_wR_factor_ref         0.0500
_refine_ls_wR_factor_gt          0.0474
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_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
I1 I 0.40794(2) 0.13703(2) 0.68533(2) 0.01572(3) Uani 1 1 d . . . . .
I2 I 0.77015(2) 0.13879(2) 0.96154(2) 0.01847(3) Uani 1 1 d . . . . .
Co1 Co 0.59141(2) 0.23202(2) 0.82254(2) 0.01288(4) Uani 1 1 d . . . . .
N2 N 0.67168(16) 0.30858(9) 0.62202(10) 0.0163(2) Uani 1 1 d . . . . .
H2A H 0.598797 0.275772 0.587358 0.020 Uiso 1 1 calc R U . . .
C10 C 0.4265(2) 0.39410(16) 1.17508(13) 0.0273(4) Uani 1 1 d . . . . .
H10A H 0.429460 0.337239 1.210926 0.041 Uiso 1 1 calc R U . . .
H10B H 0.335192 0.427670 1.189374 0.041 Uiso 1 1 calc R U . . .
H10C H 0.521625 0.427400 1.199502 0.041 Uiso 1 1 calc R U . . .
N1 N 0.70658(15) 0.30853(9) 0.72909(10) 0.0155(2) Uani 1 1 d . . . . .
N4 N 0.50736(16) 0.31708(10) 1.01843(10) 0.0169(2) Uani 1 1 d . . . . .
H4A H 0.575437 0.283076 1.055783 0.020 Uiso 1 1 calc R U . . .
C1 C 0.7465(2) 0.37962(13) 0.46059(13) 0.0230(3) Uani 1 1 d . . . . .
H1A H 0.732779 0.322341 0.425782 0.034 Uiso 1 1 calc R U . . .
H1B H 0.839957 0.408592 0.442078 0.034 Uiso 1 1 calc R U . . .
H1C H 0.654979 0.416666 0.438925 0.034 Uiso 1 1 calc R U . . .
C9 C 0.41623(19) 0.37856(12) 1.05911(13) 0.0190(3) Uani 1 1 d . . . . .
C2 C 0.76477(19) 0.36610(11) 0.57668(13) 0.0174(3) Uani 1 1 d . . . . .
C7 C 0.3657(2) 0.37731(11) 0.88394(13) 0.0192(3) Uani 1 1 d . . . . .
C4 C 0.8265(2) 0.36777(11) 0.75147(13) 0.0186(3) Uani 1 1 d . . . . .
C6 C 0.3024(3) 0.39258(14) 0.77060(15) 0.0302(4) Uani 1 1 d . . . . .
H6A H 0.389250 0.394045 0.729851 0.045 Uiso 1 1 calc R U . . .
H6B H 0.246429 0.448895 0.763249 0.045 Uiso 1 1 calc R U . . .
H6C H 0.230969 0.344633 0.745786 0.045 Uiso 1 1 calc R U . . .
C8 C 0.3232(2) 0.41807(13) 0.97435(14) 0.0232(3) Uani 1 1 d . . . . .
H8A H 0.247338 0.462923 0.976891 0.028 Uiso 1 1 calc R U . . .
C5 C 0.8970(2) 0.38543(14) 0.86316(14) 0.0290(4) Uani 1 1 d . . . . .
H5A H 0.815632 0.380135 0.907971 0.043 Uiso 1 1 calc R U . . .
H5B H 0.940839 0.445094 0.868840 0.043 Uiso 1 1 calc R U . . .
H5C H 0.979731 0.342393 0.884453 0.043 Uiso 1 1 calc R U . . .
C3 C 0.8662(2) 0.40438(12) 0.65817(14) 0.0214(3) Uani 1 1 d . . . . .
H3A H 0.945673 0.446444 0.652139 0.026 Uiso 1 1 calc R U . . .
N3 N 0.47882(16) 0.31521(9) 0.91122(10) 0.0160(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Co1 2.5946(2) . ?
I2 Co1 2.5742(2) . ?
Co1 N1 2.0008(13) . ?
Co1 N3 2.0076(14) . ?
N2 C2 1.348(2) . ?
N2 N1 1.3613(18) . ?
C10 C9 1.493(2) . ?
N1 C4 1.345(2) . ?
N4 C9 1.347(2) . ?
N4 N3 1.3603(18) . ?
C1 C2 1.486(2) . ?
C9 C8 1.380(2) . ?
C2 C3 1.378(2) . ?
C7 N3 1.341(2) . ?
C7 C8 1.397(2) . ?
C7 C6 1.492(2) . ?
C4 C3 1.396(2) . ?
C4 C5 1.494(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 Co1 N3 107.39(6) . . ?
N1 Co1 I2 115.45(4) . . ?
N3 Co1 I2 102.75(4) . . ?
N1 Co1 I1 101.57(4) . . ?
N3 Co1 I1 115.48(4) . . ?
I2 Co1 I1 114.497(9) . . ?
C2 N2 N1 112.09(13) . . ?
C4 N1 N2 105.39(13) . . ?
C4 N1 Co1 131.45(11) . . ?
N2 N1 Co1 123.15(10) . . ?
C9 N4 N3 111.91(13) . . ?
N4 C9 C8 106.25(14) . . ?
N4 C9 C10 122.16(16) . . ?
C8 C9 C10 131.59(16) . . ?
N2 C2 C3 106.04(14) . . ?
N2 C2 C1 122.06(15) . . ?
C3 C2 C1 131.90(16) . . ?
N3 C7 C8 109.88(15) . . ?
N3 C7 C6 120.29(15) . . ?
C8 C7 C6 129.82(16) . . ?
N1 C4 C3 109.76(14) . . ?
N1 C4 C5 120.52(15) . . ?
C3 C4 C5 129.72(15) . . ?
C9 C8 C7 106.38(15) . . ?
C2 C3 C4 106.71(15) . . ?
C7 N3 N4 105.57(13) . . ?
C7 N3 Co1 130.94(11) . . ?
N4 N3 Co1 123.48(10) . . ?

_refine_diff_density_max         2.350
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.101

