# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_20211222_2
_database_code_depnum_ccdc_archive 'CCDC 2124226'
loop_
_audit_author_name
_audit_author_address
'Conghui Tang'
;Huazhong University of Science and Technology
China
;
_audit_update_record             
;
2022-04-28 deposited with the CCDC.	2022-07-08 downloaded from the CCDC.
;
_audit_creation_date             2022-04-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H30 Co I N3, I'
_chemical_formula_sum            'C22 H30 Co I2 N3'
_chemical_formula_weight         649.22
_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 0.0181 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'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 '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'

_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                   13.46140(10)
_cell_length_b                   20.1893(2)
_cell_length_c                   8.81820(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2396.58(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18899
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.6680
_cell_measurement_theta_min      3.9100
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    25.923
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.06988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   blackish
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.799
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            24321
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.878
_diffrn_reflns_theta_min         3.947
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -29.00  26.00   0.50    0.50    --    0.00 -82.00 150.00  110
  2  ω     42.00  68.00   0.50    0.50    --    0.00  38.00-120.00   52
  3  ω    -19.00  29.00   0.50    0.50    --    0.00 -82.00-150.00   96
  4  ω    -33.00  30.00   0.50    0.50    --    0.00 -82.00  90.00  126
  5  ω    -27.00  20.00   0.50    0.50    --    0.00 -82.00 -90.00   94
  6  ω    -45.00  28.00   0.50    0.50    --    0.00 -77.00  30.00  146
  7  ω     12.00  73.00   0.50    0.50    --   94.60 -82.00-150.00  122
  8  ω     87.00 181.00   0.50    0.50    --   94.60  45.00  30.00  188
  9  ω     21.00 126.00   0.50    0.50    --   94.60 -82.00 -90.00  210
 10  ω     80.00 106.00   0.50    0.50    --   94.60 -77.00   0.00   52
 11  ω     30.00 118.00   0.50    0.50    --   94.60 -61.00 -90.00  176
 12  ω     90.00 116.00   0.50    0.50    --   94.60  15.00 150.00   52
 13  ω    126.00 160.00   0.50    0.50    --   94.60  15.00 150.00   68
 14  ω     59.00 104.00   0.50    0.50    --   94.60 -82.00 150.00   90
 15  ω      5.00 109.00   0.50    0.50    --   94.60 -15.00  90.00  208
 16  ω     75.00 178.00   0.50    0.50    --   94.60  45.00  60.00  206
 17  ω     86.00 111.00   0.50    0.50    --   94.60 -82.00 -30.00   50
 18  ω    101.00 126.00   0.50    0.50    --   94.60 -82.00-150.00   50
 19  ω     93.00 126.00   0.50    0.50    --   94.60 -82.00 120.00   66
 20  ω     68.00 106.00   0.50    0.50    --   94.60 -82.00-180.00   76
 21  ω     33.00 117.00   0.50    0.50    --   94.60 -61.00  60.00  168
 22  ω     34.00 126.00   0.50    0.50    --   94.60 -82.00  60.00  184
 23  ω     14.00 115.00   0.50    0.50    --   94.60 -15.00-120.00  202
;
_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      0.0297927000
_diffrn_orient_matrix_UB_12      -0.0661302000
_diffrn_orient_matrix_UB_13      0.0741455000
_diffrn_orient_matrix_UB_21      0.0591867000
_diffrn_orient_matrix_UB_22      -0.0187477000
_diffrn_orient_matrix_UB_23      -0.1432089000
_diffrn_orient_matrix_UB_31      0.0933799000
_diffrn_orient_matrix_UB_32      0.0330707000
_diffrn_orient_matrix_UB_33      0.0671259000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.872
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                4474
_reflns_number_total             4563
_reflns_odcompleteness_completeness 99.96
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.824
_refine_diff_density_min         -1.080
_refine_diff_density_rms         0.117
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.193(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4563
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0554P)²+1.0454P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0816
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.807(9)
 0.193(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Rigid body (RIGU) restrains
 C1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
4.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C1(H1), C4(H4), C7(H7), C2(H2), C3(H3A)
4.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C20(H20A,H20B,
 H20C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C11(H11A,H11B,H11C), C10(H10A,
 H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.22428(3) 0.55581(2) 0.21347(6) 0.01700(12) Uani 1 1 d . . . . .
I2 I 0.17530(3) 0.32469(2) 0.18386(6) 0.02330(13) Uani 1 1 d . . . . .
Co1 Co 0.24651(8) 0.52969(4) 0.49696(13) 0.0109(2) Uani 1 1 d . . . . .
N3 N 0.3361(4) 0.3888(2) 0.4724(7) 0.0157(11) Uani 1 1 d . . . . .
H3 H 0.2854 0.3666 0.4421 0.019 Uiso 1 1 calc R . . . .
N2 N 0.3413(4) 0.4560(2) 0.4741(7) 0.0147(11) Uani 1 1 d . . . . .
N1 N 0.3726(4) 0.5787(2) 0.5054(6) 0.0136(11) Uani 1 1 d . . . . .
C16 C 0.2072(4) 0.5007(3) 0.7147(9) 0.0146(12) Uani 1 1 d . . . . .
C15 C 0.2064(4) 0.5715(3) 0.7057(9) 0.0132(11) Uani 1 1 d . . . . .
C22 C 0.0058(6) 0.5269(5) 0.4261(10) 0.0323(18) Uani 1 1 d . . . . .
H22A H 0.0034 0.5663 0.3655 0.048 Uiso 1 1 calc GR . . . .
H22B H -0.0547 0.5227 0.4827 0.048 Uiso 1 1 calc GR . . . .
H22C H 0.0137 0.4890 0.3613 0.048 Uiso 1 1 calc GR . . . .
C14 C 0.1376(5) 0.5903(3) 0.5895(8) 0.0166(13) Uani 1 1 d . . . . .
C1 C 0.3835(5) 0.6450(3) 0.4985(8) 0.0179(13) Uani 1 1 d . U . . .
H1 H 0.3291 0.6711 0.4732 0.022 Uiso 1 1 calc R . . . .
C8 C 0.4210(5) 0.3614(3) 0.5243(8) 0.0175(14) Uani 1 1 d . . . . .
C6 C 0.4320(5) 0.4708(3) 0.5291(8) 0.0156(13) Uani 1 1 d . . . . .
C19 C 0.2659(6) 0.6172(3) 0.8025(9) 0.0207(15) Uani 1 1 d . . . . .
H19A H 0.3292 0.5973 0.8241 0.031 Uiso 1 1 calc GR . . . .
H19B H 0.2311 0.6252 0.8957 0.031 Uiso 1 1 calc GR . . . .
H19C H 0.2758 0.6583 0.7501 0.031 Uiso 1 1 calc GR . . . .
C17 C 0.1355(5) 0.4756(3) 0.6074(8) 0.0178(13) Uani 1 1 d . . . . .
C5 C 0.4523(5) 0.5410(3) 0.5414(8) 0.0159(13) Uani 1 1 d . . . . .
C9 C 0.4333(6) 0.2872(3) 0.5430(9) 0.0245(16) Uani 1 1 d . . . . .
C4 C 0.5449(5) 0.5689(3) 0.5761(8) 0.0188(14) Uani 1 1 d . . . . .
H4 H 0.5986 0.5424 0.6028 0.023 Uiso 1 1 calc R . . . .
C21 C 0.1053(6) 0.4054(3) 0.5844(9) 0.0257(16) Uani 1 1 d . . . . .
H21A H 0.1113 0.3942 0.4790 0.039 Uiso 1 1 calc GR . . . .
H21B H 0.0376 0.3997 0.6162 0.039 Uiso 1 1 calc GR . . . .
H21C H 0.1476 0.3770 0.6432 0.039 Uiso 1 1 calc GR . . . .
C7 C 0.4852(5) 0.4125(3) 0.5618(8) 0.0176(13) Uani 1 1 d . . . . .
H7 H 0.5494 0.4091 0.6000 0.021 Uiso 1 1 calc R . . . .
C20 C 0.2689(5) 0.4601(3) 0.8189(9) 0.0196(15) Uani 1 1 d . . . . .
H20A H 0.2855 0.4190 0.7707 0.029 Uiso 1 1 calc GR . . . .
H20B H 0.2324 0.4515 0.9103 0.029 Uiso 1 1 calc GR . . . .
H20C H 0.3287 0.4837 0.8432 0.029 Uiso 1 1 calc GR . . . .
C12 C 0.4275(6) 0.2518(3) 0.3897(10) 0.0293(18) Uani 1 1 d . . . . .
H12A H 0.3655 0.2622 0.3415 0.044 Uiso 1 1 calc GR . . . .
H12B H 0.4319 0.2048 0.4051 0.044 Uiso 1 1 calc GR . . . .
H12C H 0.4814 0.2661 0.3264 0.044 Uiso 1 1 calc GR . . . .
C2 C 0.4733(6) 0.6750(3) 0.5278(9) 0.0229(16) Uani 1 1 d . . . . .
H2 H 0.4795 0.7208 0.5196 0.027 Uiso 1 1 calc R . . . .
C3 C 0.5542(5) 0.6370(3) 0.5697(9) 0.0236(16) Uani 1 1 d . . . . .
H3A H 0.6143 0.6572 0.5933 0.028 Uiso 1 1 calc R . . . .
C13 C 0.1100(6) 0.6594(3) 0.5443(9) 0.0228(15) Uani 1 1 d . . . . .
H13A H 0.1607 0.6895 0.5772 0.034 Uiso 1 1 calc GR . . . .
H13B H 0.0479 0.6712 0.5907 0.034 Uiso 1 1 calc GR . . . .
H13C H 0.1036 0.6617 0.4360 0.034 Uiso 1 1 calc GR . . . .
C11 C 0.3499(9) 0.2628(4) 0.6483(12) 0.048(3) Uani 1 1 d . . . . .
H11A H 0.3555 0.2843 0.7450 0.072 Uiso 1 1 calc GR . . . .
H11B H 0.3555 0.2157 0.6615 0.072 Uiso 1 1 calc GR . . . .
H11C H 0.2866 0.2731 0.6040 0.072 Uiso 1 1 calc GR . . . .
C18 C 0.0915(5) 0.5308(3) 0.5329(8) 0.0173(13) Uani 1 1 d . . . . .
C10 C 0.5359(8) 0.2736(4) 0.6143(12) 0.045(3) Uani 1 1 d . . . . .
H10A H 0.5870 0.2901 0.5485 0.067 Uiso 1 1 calc GR . . . .
H10B H 0.5443 0.2268 0.6280 0.067 Uiso 1 1 calc GR . . . .
H10C H 0.5401 0.2954 0.7108 0.067 Uiso 1 1 calc GR . . . .


_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 2.5723(12) . ?
Co1 N2 1.970(6) . ?
Co1 N1 1.966(6) . ?
Co1 C16 2.076(7) . ?
Co1 C15 2.096(7) . ?
Co1 C14 2.078(7) . ?
Co1 C17 2.092(7) . ?
Co1 C18 2.110(7) . ?
N3 H3 0.8600 . ?
N3 N2 1.359(7) . ?
N3 C8 1.349(9) . ?
N2 C6 1.347(9) . ?
N1 C1 1.348(8) . ?
N1 C5 1.354(9) . ?
C16 C15 1.432(7) . ?
C16 C17 1.444(10) . ?
C16 C20 1.485(9) . ?
C15 C14 1.432(10) . ?
C15 C19 1.490(9) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22 C18 1.491(10) . ?
C14 C13 1.497(9) . ?
C14 C18 1.442(10) . ?
C1 H1 0.9300 . ?
C1 C2 1.377(10) . ?
C8 C9 1.516(8) . ?
C8 C7 1.387(9) . ?
C6 C5 1.447(8) . ?
C6 C7 1.407(8) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C17 C21 1.487(9) . ?
C17 C18 1.423(9) . ?
C5 C4 1.403(10) . ?
C9 C12 1.532(11) . ?
C9 C11 1.539(13) . ?
C9 C10 1.542(11) . ?
C4 H4 0.9300 . ?
C4 C3 1.382(9) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C7 H7 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C2 H2 0.9300 . ?
C2 C3 1.381(10) . ?
C3 H3A 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Co1 I1 97.52(18) . . ?
N2 Co1 C16 92.7(2) . . ?
N2 Co1 C15 124.1(2) . . ?
N2 Co1 C14 160.4(3) . . ?
N2 Co1 C17 96.7(3) . . ?
N2 Co1 C18 131.6(2) . . ?
N1 Co1 I1 91.95(17) . . ?
N1 Co1 N2 79.9(2) . . ?
N1 Co1 C16 109.1(2) . . ?
N1 Co1 C15 89.2(2) . . ?
N1 Co1 C14 107.3(2) . . ?
N1 Co1 C17 149.5(3) . . ?
N1 Co1 C18 147.4(2) . . ?
C16 Co1 I1 157.98(18) . . ?
C16 Co1 C15 40.1(2) . . ?
C16 Co1 C14 67.8(2) . . ?
C16 Co1 C17 40.5(3) . . ?
C16 Co1 C18 67.2(3) . . ?
C15 Co1 I1 137.80(17) . . ?
C15 Co1 C18 67.0(2) . . ?
C14 Co1 I1 100.3(2) . . ?
C14 Co1 C15 40.1(3) . . ?
C14 Co1 C17 67.7(3) . . ?
C14 Co1 C18 40.3(3) . . ?
C17 Co1 I1 118.5(2) . . ?
C17 Co1 C15 67.5(2) . . ?
C17 Co1 C18 39.6(3) . . ?
C18 Co1 I1 91.65(19) . . ?
N2 N3 H3 124.4 . . ?
C8 N3 H3 124.4 . . ?
C8 N3 N2 111.3(5) . . ?
N3 N2 Co1 136.3(4) . . ?
C6 N2 Co1 112.5(4) . . ?
C6 N2 N3 105.7(5) . . ?
C1 N1 Co1 126.3(5) . . ?
C1 N1 C5 118.9(6) . . ?
C5 N1 Co1 114.2(4) . . ?
C15 C16 Co1 70.7(4) . . ?
C15 C16 C17 108.0(6) . . ?
C15 C16 C20 126.1(6) . . ?
C17 C16 Co1 70.3(4) . . ?
C17 C16 C20 125.8(6) . . ?
C20 C16 Co1 125.8(5) . . ?
C16 C15 Co1 69.2(4) . . ?
C16 C15 C14 108.0(6) . . ?
C16 C15 C19 125.5(6) . . ?
C14 C15 Co1 69.2(4) . . ?
C14 C15 C19 126.4(5) . . ?
C19 C15 Co1 127.9(5) . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
C15 C14 Co1 70.6(4) . . ?
C15 C14 C13 126.7(6) . . ?
C15 C14 C18 107.7(5) . . ?
C13 C14 Co1 128.3(5) . . ?
C18 C14 Co1 71.1(4) . . ?
C18 C14 C13 125.3(7) . . ?
N1 C1 H1 119.2 . . ?
N1 C1 C2 121.7(6) . . ?
C2 C1 H1 119.2 . . ?
N3 C8 C9 122.4(6) . . ?
N3 C8 C7 107.6(5) . . ?
C7 C8 C9 129.9(6) . . ?
N2 C6 C5 114.5(6) . . ?
N2 C6 C7 110.5(6) . . ?
C7 C6 C5 135.0(6) . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C17 Co1 69.1(4) . . ?
C16 C17 C21 127.4(7) . . ?
C21 C17 Co1 129.0(5) . . ?
C18 C17 Co1 70.9(4) . . ?
C18 C17 C16 107.8(6) . . ?
C18 C17 C21 124.7(7) . . ?
N1 C5 C6 112.6(6) . . ?
N1 C5 C4 121.9(6) . . ?
C4 C5 C6 125.3(6) . . ?
C8 C9 C12 111.1(6) . . ?
C8 C9 C11 107.6(6) . . ?
C8 C9 C10 108.6(6) . . ?
C12 C9 C11 110.2(7) . . ?
C12 C9 C10 108.8(7) . . ?
C11 C9 C10 110.5(8) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 C5 118.1(6) . . ?
C3 C4 H4 120.9 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C8 C7 C6 104.8(6) . . ?
C8 C7 H7 127.6 . . ?
C6 C7 H7 127.6 . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.8(6) . . ?
C3 C2 H2 120.1 . . ?
C4 C3 H3A 120.2 . . ?
C2 C3 C4 119.5(6) . . ?
C2 C3 H3A 120.2 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C22 C18 Co1 132.0(5) . . ?
C14 C18 Co1 68.6(4) . . ?
C14 C18 C22 126.6(7) . . ?
C17 C18 Co1 69.5(4) . . ?
C17 C18 C22 124.9(7) . . ?
C17 C18 C14 108.3(6) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

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 N2 C6 C5 -21.2(8) . . . . ?
Co1 N2 C6 C7 158.7(5) . . . . ?
Co1 N1 C1 C2 170.2(6) . . . . ?
Co1 N1 C5 C6 14.3(7) . . . . ?
Co1 N1 C5 C4 -169.7(6) . . . . ?
Co1 C16 C15 C14 58.5(5) . . . . ?
Co1 C16 C15 C19 -122.3(7) . . . . ?
Co1 C16 C17 C21 123.8(7) . . . . ?
Co1 C16 C17 C18 -60.7(5) . . . . ?
Co1 C15 C14 C13 -123.8(7) . . . . ?
Co1 C15 C14 C18 61.7(5) . . . . ?
Co1 C14 C18 C22 -127.2(7) . . . . ?
Co1 C14 C18 C17 58.3(5) . . . . ?
Co1 C17 C18 C22 127.6(7) . . . . ?
Co1 C17 C18 C14 -57.8(5) . . . . ?
N3 N2 C6 C5 -179.5(6) . . . . ?
N3 N2 C6 C7 0.4(8) . . . . ?
N3 C8 C9 C12 64.1(9) . . . . ?
N3 C8 C9 C11 -56.6(9) . . . . ?
N3 C8 C9 C10 -176.2(7) . . . . ?
N3 C8 C7 C6 0.4(8) . . . . ?
N2 N3 C8 C9 176.5(6) . . . . ?
N2 N3 C8 C7 -0.2(8) . . . . ?
N2 C6 C5 N1 4.7(9) . . . . ?
N2 C6 C5 C4 -171.2(7) . . . . ?
N2 C6 C7 C8 -0.5(8) . . . . ?
N1 C1 C2 C3 -1.8(12) . . . . ?
N1 C5 C4 C3 -1.4(11) . . . . ?
C16 C15 C14 Co1 -58.4(5) . . . . ?
C16 C15 C14 C13 177.7(7) . . . . ?
C16 C15 C14 C18 3.3(8) . . . . ?
C16 C17 C18 Co1 59.5(5) . . . . ?
C16 C17 C18 C22 -172.8(7) . . . . ?
C16 C17 C18 C14 1.8(8) . . . . ?
C15 C16 C17 Co1 61.0(5) . . . . ?
C15 C16 C17 C21 -175.3(7) . . . . ?
C15 C16 C17 C18 0.3(8) . . . . ?
C15 C14 C18 Co1 -61.5(5) . . . . ?
C15 C14 C18 C22 171.3(7) . . . . ?
C15 C14 C18 C17 -3.2(8) . . . . ?
C1 N1 C5 C6 -174.0(6) . . . . ?
C1 N1 C5 C4 2.0(10) . . . . ?
C1 C2 C3 C4 2.4(12) . . . . ?
C8 N3 N2 Co1 -150.5(6) . . . . ?
C8 N3 N2 C6 -0.1(8) . . . . ?
C6 C5 C4 C3 174.1(7) . . . . ?
C19 C15 C14 Co1 122.4(7) . . . . ?
C19 C15 C14 C13 -1.4(12) . . . . ?
C19 C15 C14 C18 -175.8(6) . . . . ?
C17 C16 C15 Co1 -60.7(5) . . . . ?
C17 C16 C15 C14 -2.2(8) . . . . ?
C17 C16 C15 C19 176.9(7) . . . . ?
C5 N1 C1 C2 -0.4(11) . . . . ?
C5 C6 C7 C8 179.4(8) . . . . ?
C5 C4 C3 C2 -0.8(12) . . . . ?
C9 C8 C7 C6 -175.9(7) . . . . ?
C21 C17 C18 Co1 -124.7(7) . . . . ?
C21 C17 C18 C22 2.9(11) . . . . ?
C21 C17 C18 C14 177.5(6) . . . . ?
C7 C8 C9 C12 -120.1(8) . . . . ?
C7 C8 C9 C11 119.2(9) . . . . ?
C7 C8 C9 C10 -0.4(11) . . . . ?
C7 C6 C5 N1 -175.2(7) . . . . ?
C7 C6 C5 C4 8.9(13) . . . . ?
C20 C16 C15 Co1 120.8(7) . . . . ?
C20 C16 C15 C14 179.3(6) . . . . ?
C20 C16 C15 C19 -1.5(11) . . . . ?
C20 C16 C17 Co1 -120.6(7) . . . . ?
C20 C16 C17 C21 3.2(11) . . . . ?
C20 C16 C17 C18 178.7(6) . . . . ?
C13 C14 C18 Co1 124.0(7) . . . . ?
C13 C14 C18 C22 -3.2(11) . . . . ?
C13 C14 C18 C17 -177.7(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 7.746
_oxdiff_exptl_absorpt_empirical_full_min 0.340
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.807(9)
2 0.193(9)

