# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_shi_4304_gaal
_database_code_depnum_ccdc_archive 'CCDC 2072597'
loop_
_audit_author_name
_audit_author_address
'Sergiu Shova'
;Institute of Macromolecular Chemistry, Iasi, Romania
Romania
;
_audit_update_record             
;
2021-03-23 deposited with the CCDC.	2021-10-05 downloaded from the CCDC.
;
_audit_creation_date             2021-03-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
# start Validation Reply Form
_vrf_PLAT420_shi_4304_gaal       
;
PROBLEM: D-H Bond Without Acceptor O3W --H3WB
RESPONSE: Some of the coordinated water molecules are oriented towards the disordered solvent area
;
_vrf_PLAT341_shi_4304_gaal       
;
PROBLEM: Low Bond Precision on C-C Bonds
RESPONSE: A consequence of poor crystal quality 
;
# end Validation Reply Form
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H28 Co3 N16 O3 S, 1.4(H2 O)'
_chemical_formula_sum            'C33 H30.80 Co3 N16 O4.40 S'
_chemical_formula_weight         930.78
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H30N8O2Co2
_chemical_oxdiff_usercomment     'C0DPPCobik_ orange'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   12.231(3)
_cell_length_b                   8.1876(11)
_cell_length_c                   21.110(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.09(2)
_cell_angle_gamma                90
_cell_volume                     2102.0(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1441
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.6140
_cell_measurement_theta_min      1.9260
_shelx_estimated_absorpt_T_max   0.916
_shelx_estimated_absorpt_T_min   0.832
_exptl_absorpt_coefficient_mu    1.277
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96153
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             946
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1124
_diffrn_reflns_av_unetI/netI     0.2052
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            14566
_diffrn_reflns_point_group_measured_fraction_full 0.926
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         1.674
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0797
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -84.00 -37.00   1.00   60.00    --  -15.21-178.00 -60.00   47
  2  ω      4.00  86.00   1.00   60.00    --   17.63  38.00-120.00   82
  3  ω     -3.00  88.00   1.00   60.00    --   17.63  19.00  60.00   91
  4  ω    -52.00  81.00   1.00   60.00    --   17.63   0.00-150.00  133
  5  ω     63.00  89.00   1.00   60.00    --   17.79 178.00  30.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0221015000
_diffrn_orient_matrix_UB_12      0.0543094000
_diffrn_orient_matrix_UB_13      0.0214907000
_diffrn_orient_matrix_UB_21      0.0517085000
_diffrn_orient_matrix_UB_22      0.0033828000
_diffrn_orient_matrix_UB_23      0.0186905000
_diffrn_orient_matrix_UB_31      0.0154153000
_diffrn_orient_matrix_UB_32      0.0674153000
_diffrn_orient_matrix_UB_33      -0.0182059000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.850
_reflns_Friedel_fraction_full    0.852
_reflns_Friedel_fraction_max     0.852
_reflns_number_gt                3766
_reflns_number_total             6888
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.610
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.105
_refine_ls_abs_structure_details 
;
 Flack x determined using 956 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     531
_refine_ls_number_reflns         6888
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.1665
_refine_ls_R_factor_gt           0.0869
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0399P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1326
_refine_ls_wR_factor_ref         0.1638
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 S1-C33X \\sim S1-C33 \\sim S1-C32 \\sim S1-C32X
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C33) \\sim Ueq, Uanis(C33X) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C32X) \\sim Ueq, Uanis(C32) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C20) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C32) = Uanis(C32X)
Uanis(C33X) = Uanis(C33)
4. Others
 Sof(C32X)=Sof(H32D)=Sof(H32E)=Sof(H32F)=Sof(C33X)=Sof(H33D)=Sof(H33E)=
 Sof(H33F)=1-FVAR(1)
 Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)=Sof(C33)=Sof(H33A)=Sof(H33B)=Sof(H33C)=
 FVAR(1)
 Fixed Sof: O2W(0.2) H2WA(0.2) H2WB(0.2) O4W(0.5) H4WA(0.5) H4WB(0.5) O1W(0.2)
 H1WA(0.2) H1WB(0.2) O3W(0.5) H3WA(0.5) H3WB(0.5)
5.a Riding coordinates:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C32X(H32D,H32E,H32F), C33X(H33D,
 H33E,H33F), O2W(H2WA,H2WB), O4W(H4WA,H4WB), O1W(H1WA,H1WB), O3W(H3WA,H3WB)
5.b Rotating group:
 O0AA(H0AA,H0AB)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14), C23(H23), C24(H24), C30(H30), C31(H31)
5.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.6932(2) 0.3201(2) 0.34301(12) 0.0313(6) Uani 1 1 d . . . . .
Co2 Co 0.3169(2) 0.7572(3) 0.47452(13) 0.0341(6) Uani 1 1 d . . . . .
Co3 Co 0.5824(2) 0.4580(3) 0.62337(12) 0.0359(7) Uani 1 1 d . . . . .
S1 S 0.3848(7) 0.2393(9) 0.6675(4) 0.099(3) Uani 1 1 d D . . . .
O0AA O 0.5794(10) 0.3438(12) 0.5316(5) 0.043(3) Uani 1 1 d . . . . .
H0AA H 0.519730 0.277232 0.523042 0.065 Uiso 1 1 d R U . . .
H0AB H 0.568742 0.416398 0.498246 0.065 Uiso 1 1 d R U . . .
O1 O 0.9514(13) 0.5258(17) 0.5732(8) 0.079(5) Uani 1 1 d . . . . .
O2 O 0.5032(13) 0.2503(15) 0.6514(7) 0.052(4) Uani 1 1 d . . . . .
N1 N 0.7710(13) 0.5279(14) 0.3546(7) 0.030(4) Uani 1 1 d . . . . .
N2 N 0.5744(12) 0.4391(15) 0.3795(6) 0.022(3) Uani 1 1 d . . . . .
N3 N 0.4285(12) 0.6395(15) 0.4302(7) 0.029(4) Uani 1 1 d . . . . .
N4 N 0.2333(13) 0.5501(16) 0.4554(7) 0.038(4) Uani 1 1 d . . . . .
N5 N 0.7892(14) 0.2239(17) 0.4775(8) 0.050(5) Uani 1 1 d . . . . .
N6 N 0.5899(14) 0.4280(18) 0.2148(8) 0.051(5) Uani 1 1 d . . . . .
N7 N 0.8817(18) 0.1642(19) 0.2860(10) 0.073(6) Uani 1 1 d . . . . .
N8 N 0.5617(16) 0.0125(19) 0.3273(8) 0.058(5) Uani 1 1 d . . . . .
N9 N 0.4343(14) 0.5851(17) 0.5899(7) 0.042(5) Uani 1 1 d . . . . .
N10 N 0.2057(18) 0.901(2) 0.3494(10) 0.075(6) Uani 1 1 d . . . . .
N11 N 0.4502(15) 1.0698(18) 0.4963(9) 0.060(5) Uani 1 1 d . . . . .
N12 N 0.1547(17) 0.930(2) 0.5485(11) 0.099(9) Uani 1 1 d . . . . .
N13 N 0.6799(14) 0.6474(15) 0.5904(7) 0.039(4) Uani 1 1 d . . . . .
N14 N 0.7340(14) 0.3432(18) 0.6494(7) 0.038(4) Uani 1 1 d . . . . .
N15 N 0.9088(15) 0.262(2) 0.6529(9) 0.062(5) Uani 1 1 d . . . . .
N16 N 0.8160(15) 0.8040(19) 0.5662(8) 0.045(4) Uani 1 1 d . . . . .
C1 C 0.8746(16) 0.559(2) 0.3409(9) 0.044(5) Uani 1 1 d . . . . .
H1 H 0.915121 0.476757 0.324020 0.053 Uiso 1 1 calc R U . . .
C2 C 0.9207(18) 0.712(2) 0.3519(10) 0.055(6) Uani 1 1 d . . . . .
H2 H 0.987864 0.736537 0.337259 0.067 Uiso 1 1 calc R U . . .
C3 C 0.8654(19) 0.829(2) 0.3853(11) 0.057(7) Uani 1 1 d . . . . .
H3 H 0.899332 0.927498 0.397198 0.068 Uiso 1 1 calc R U . . .
C4 C 0.7604(17) 0.796(2) 0.4002(9) 0.043(6) Uani 1 1 d . . . . .
H4 H 0.720894 0.876792 0.418958 0.052 Uiso 1 1 calc R U . . .
C5 C 0.7130(15) 0.641(2) 0.3868(10) 0.037(5) Uani 1 1 d . . . . .
C6 C 0.6027(16) 0.597(2) 0.3950(8) 0.033(5) Uani 1 1 d . . . . .
C7 C 0.5263(16) 0.695(2) 0.4190(8) 0.032(5) Uani 1 1 d . . . . .
H7 H 0.543672 0.803512 0.427886 0.039 Uiso 1 1 calc R U . . .
C8 C 0.3993(16) 0.4846(19) 0.4118(9) 0.031(5) Uani 1 1 d . . . . .
C9 C 0.4773(16) 0.386(2) 0.3866(9) 0.030(5) Uani 1 1 d . . . . .
H9 H 0.458560 0.279719 0.374605 0.036 Uiso 1 1 calc R U . . .
C10 C 0.2906(16) 0.4339(18) 0.4284(8) 0.028(5) Uani 1 1 d . . . . .
C11 C 0.2435(17) 0.285(2) 0.4103(10) 0.048(6) Uani 1 1 d . . . . .
H11 H 0.281472 0.206932 0.389194 0.057 Uiso 1 1 calc R U . . .
C12 C 0.1393(17) 0.257(2) 0.4248(10) 0.045(6) Uani 1 1 d . . . . .
H12 H 0.104976 0.158719 0.412528 0.054 Uiso 1 1 calc R U . . .
C13 C 0.0851(17) 0.367(2) 0.4561(11) 0.054(6) Uani 1 1 d . . . . .
H13 H 0.016329 0.342421 0.468675 0.065 Uiso 1 1 calc R U . . .
C14 C 0.1327(16) 0.518(2) 0.4698(9) 0.043(5) Uani 1 1 d . . . . .
H14 H 0.093630 0.598265 0.489181 0.052 Uiso 1 1 calc R U . . .
C15 C 0.7555(16) 0.253(2) 0.4243(9) 0.035(5) Uani 1 1 d . . . . .
C16 C 0.6315(16) 0.383(2) 0.2619(9) 0.035(5) Uani 1 1 d . . . . .
C17 C 0.8091(18) 0.221(2) 0.3098(11) 0.057(7) Uani 1 1 d . . . . .
C18 C 0.6091(17) 0.129(2) 0.3319(9) 0.039(5) Uani 1 1 d . . . . .
C19 C 0.3863(14) 0.656(2) 0.5495(9) 0.030(4) Uani 1 1 d . . . . .
C20 C 0.2475(18) 0.851(2) 0.3942(11) 0.043(5) Uani 1 1 d . U . . .
C21 C 0.3994(15) 0.956(2) 0.4884(9) 0.035(5) Uani 1 1 d . . . . .
C22 C 0.2116(16) 0.863(2) 0.5186(10) 0.043(6) Uani 1 1 d . . . . .
C23 C 0.6433(18) 0.800(2) 0.5788(10) 0.051(6) Uani 1 1 d . . . . .
H23 H 0.571701 0.835178 0.581958 0.061 Uiso 1 1 calc R U . . .
C24 C 0.7259(19) 0.897(2) 0.5619(10) 0.059(7) Uani 1 1 d . . . . .
H24 H 0.720679 1.006131 0.549818 0.071 Uiso 1 1 calc R U . . .
C25 C 0.9184(19) 0.866(2) 0.5584(11) 0.072(7) Uani 1 1 d . . . . .
H25A H 0.952419 0.800245 0.528421 0.108 Uiso 1 1 calc R U . . .
H25B H 0.963211 0.865520 0.598621 0.108 Uiso 1 1 calc R U . . .
H25C H 0.910961 0.976199 0.542815 0.108 Uiso 1 1 calc R U . . .
C26 C 0.7864(18) 0.653(2) 0.5838(8) 0.038(5) Uani 1 1 d . . . . .
C27 C 0.8640(19) 0.517(2) 0.5921(11) 0.055(6) Uani 1 1 d . . . . .
C28 C 0.8321(19) 0.375(2) 0.6304(10) 0.051(6) Uani 1 1 d . . . . .
C29 C 1.0278(19) 0.251(3) 0.6437(15) 0.113(12) Uani 1 1 d . . . . .
H29A H 1.069300 0.320740 0.674039 0.170 Uiso 1 1 calc R U . . .
H29B H 1.038303 0.285966 0.601323 0.170 Uiso 1 1 calc R U . . .
H29C H 1.052414 0.140574 0.649823 0.170 Uiso 1 1 calc R U . . .
C30 C 0.849(2) 0.159(2) 0.6885(11) 0.071(7) Uani 1 1 d . . . . .
H30 H 0.878812 0.070504 0.711888 0.085 Uiso 1 1 calc R U . . .
C31 C 0.744(2) 0.201(2) 0.6852(10) 0.058(6) Uani 1 1 d . . . . .
H31 H 0.688656 0.146967 0.703365 0.070 Uiso 1 1 calc R U . . .
C32 C 0.363(4) 0.025(3) 0.669(2) 0.121(16) Uani 0.78(4) 1 d D U P A 1
H32A H 0.430231 -0.028918 0.684839 0.181 Uiso 0.78(4) 1 d R U P A 1
H32B H 0.340371 -0.013118 0.626429 0.181 Uiso 0.78(4) 1 d R U P A 1
H32C H 0.307001 0.000012 0.695919 0.181 Uiso 0.78(4) 1 d R U P A 1
C33 C 0.390(4) 0.295(4) 0.7491(11) 0.085(11) Uani 0.78(4) 1 d D U P A 1
H33A H 0.392944 0.411320 0.752947 0.128 Uiso 0.78(4) 1 d R U P A 1
H33B H 0.453614 0.247290 0.772387 0.128 Uiso 0.78(4) 1 d R U P A 1
H33C H 0.324844 0.255020 0.766077 0.128 Uiso 0.78(4) 1 d R U P A 1
C32X C 0.364(17) 0.042(9) 0.700(8) 0.121(16) Uani 0.22(4) 1 d D U P A 2
H32D H 0.287695 0.026593 0.704054 0.181 Uiso 0.22(4) 1 d R U P A 2
H32E H 0.405535 0.035213 0.741214 0.181 Uiso 0.22(4) 1 d R U P A 2
H32F H 0.389235 -0.040317 0.672614 0.181 Uiso 0.22(4) 1 d R U P A 2
C33X C 0.302(10) 0.304(13) 0.727(5) 0.085(11) Uani 0.22(4) 1 d D U P A 2
H33D H 0.343020 0.302721 0.767963 0.128 Uiso 0.22(4) 1 d R U P A 2
H33E H 0.239580 0.232361 0.726693 0.128 Uiso 0.22(4) 1 d R U P A 2
H33F H 0.276120 0.413421 0.717093 0.128 Uiso 0.22(4) 1 d R U P A 2
O2W O 0.165(10) 0.376(13) 0.242(6) 0.14(4) Uiso 0.2 1 d . . P B 1
H2WA H 0.219863 0.360186 0.270072 0.204 Uiso 0.2 1 d R U P B 1
H2WB H 0.127643 0.456336 0.253662 0.204 Uiso 0.2 1 d R U P B 1
O4W O 0.102(3) 0.080(4) 0.2483(19) 0.129(15) Uiso 0.5 1 d . . P C 1
H4WA H 0.107958 0.155040 0.221145 0.193 Uiso 0.5 1 d R U P C 1
H4WB H 0.034678 0.051890 0.247375 0.193 Uiso 0.5 1 d R U P C 1
O1W O 0.207(7) 0.330(9) 0.196(4) 0.09(3) Uiso 0.2 1 d . . P D 2
H1WA H 0.174254 0.242141 0.184003 0.135 Uiso 0.2 1 d R U P D 2
H1WB H 0.161344 0.397911 0.208133 0.135 Uiso 0.2 1 d R U P D 2
O3W O 0.124(3) 0.479(4) 0.2722(18) 0.104(12) Uiso 0.5 1 d . . P E 3
H3WA H 0.171466 0.473239 0.245523 0.156 Uiso 0.5 1 d R U P E 3
H3WB H 0.069466 0.418239 0.259723 0.156 Uiso 0.5 1 d R U P E 3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 1.952(14) . ?
Co1 N2 1.972(13) . ?
Co1 C15 1.88(2) . ?
Co1 C16 1.87(2) . ?
Co1 C17 1.84(2) . ?
Co1 C18 1.87(2) . ?
Co2 N3 1.984(14) . ?
Co2 N4 1.999(14) . ?
Co2 C19 1.90(2) . ?
Co2 C20 1.97(2) . ?
Co2 C21 1.918(19) . ?
Co2 C22 1.88(2) . ?
Co3 O0AA 2.149(11) . ?
Co3 O2 2.074(13) . ?
Co3 N6 2.137(17) 2_565 ?
Co3 N9 2.143(18) . ?
Co3 N13 2.119(15) . ?
Co3 N14 2.100(16) . ?
S1 O2 1.525(16) . ?
S1 C32 1.78(2) . ?
S1 C33 1.78(2) . ?
S1 C32X 1.78(2) . ?
S1 C33X 1.78(2) . ?
O0AA H0AA 0.9129 . ?
O0AA H0AB 0.9196 . ?
O1 C27 1.18(2) . ?
N1 C1 1.35(2) . ?
N1 C5 1.39(2) . ?
N2 C6 1.372(19) . ?
N2 C9 1.29(2) . ?
N3 C7 1.32(2) . ?
N3 C8 1.363(19) . ?
N4 C10 1.344(19) . ?
N4 C14 1.32(2) . ?
N5 C15 1.18(2) . ?
N6 C16 1.13(2) . ?
N7 C17 1.16(2) . ?
N8 C18 1.11(2) . ?
N9 C19 1.14(2) . ?
N10 C20 1.10(2) . ?
N11 C21 1.13(2) . ?
N12 C22 1.13(2) . ?
N13 C23 1.34(2) . ?
N13 C26 1.33(2) . ?
N14 C28 1.33(2) . ?
N14 C31 1.38(2) . ?
N15 C28 1.37(2) . ?
N15 C29 1.49(2) . ?
N15 C30 1.39(3) . ?
N16 C24 1.33(2) . ?
N16 C25 1.38(2) . ?
N16 C26 1.35(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.38(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.41(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.38(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.41(2) . ?
C5 C6 1.42(2) . ?
C6 C7 1.37(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.40(2) . ?
C8 C10 1.47(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.39(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.36(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.34(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.39(2) . ?
C14 H14 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.36(3) . ?
C24 H24 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.46(3) . ?
C27 C28 1.49(3) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30 0.9300 . ?
C30 C31 1.32(3) . ?
C31 H31 0.9300 . ?
C32 H32A 0.9599 . ?
C32 H32B 0.9599 . ?
C32 H32C 0.9599 . ?
C33 H33A 0.9601 . ?
C33 H33B 0.9602 . ?
C33 H33C 0.9599 . ?
C32X H32D 0.9600 . ?
C32X H32E 0.9601 . ?
C32X H32F 0.9601 . ?
C33X H33D 0.9599 . ?
C33X H33E 0.9600 . ?
C33X H33F 0.9600 . ?
O2W H2WA 0.8505 . ?
O2W H2WB 0.8505 . ?
O4W H4WA 0.8503 . ?
O4W H4WB 0.8506 . ?
O1W H1WA 0.8507 . ?
O1W H1WB 0.8502 . ?
O3W H3WA 0.8505 . ?
O3W H3WB 0.8504 . ?

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 N2 83.7(6) . . ?
C15 Co1 N1 89.8(7) . . ?
C15 Co1 N2 91.8(7) . . ?
C16 Co1 N1 91.2(7) . . ?
C16 Co1 N2 88.9(7) . . ?
C16 Co1 C15 178.8(8) . . ?
C16 Co1 C18 87.2(8) . . ?
C17 Co1 N1 92.6(7) . . ?
C17 Co1 N2 176.3(7) . . ?
C17 Co1 C15 88.0(9) . . ?
C17 Co1 C16 91.3(10) . . ?
C17 Co1 C18 91.2(8) . . ?
C18 Co1 N1 175.9(7) . . ?
C18 Co1 N2 92.5(7) . . ?
C18 Co1 C15 91.9(8) . . ?
N3 Co2 N4 81.7(6) . . ?
C19 Co2 N3 85.0(6) . . ?
C19 Co2 N4 88.4(7) . . ?
C19 Co2 C20 176.8(8) . . ?
C19 Co2 C21 93.5(8) . . ?
C20 Co2 N3 92.2(7) . . ?
C20 Co2 N4 89.6(7) . . ?
C21 Co2 N3 96.1(7) . . ?
C21 Co2 N4 177.0(7) . . ?
C21 Co2 C20 88.4(8) . . ?
C22 Co2 N3 178.1(8) . . ?
C22 Co2 N4 97.4(7) . . ?
C22 Co2 C19 93.3(8) . . ?
C22 Co2 C20 89.4(9) . . ?
C22 Co2 C21 84.8(7) . . ?
O2 Co3 O0AA 86.4(5) . . ?
O2 Co3 N6 94.4(6) . 2_565 ?
O2 Co3 N9 95.1(6) . . ?
O2 Co3 N13 172.0(6) . . ?
O2 Co3 N14 89.1(6) . . ?
N6 Co3 O0AA 178.5(6) 2_565 . ?
N6 Co3 N9 92.3(6) 2_565 . ?
N9 Co3 O0AA 88.9(5) . . ?
N13 Co3 O0AA 88.8(5) . . ?
N13 Co3 N6 90.3(6) . 2_565 ?
N13 Co3 N9 91.2(6) . . ?
N14 Co3 O0AA 88.3(5) . . ?
N14 Co3 N6 90.4(6) . 2_565 ?
N14 Co3 N9 174.8(6) . . ?
N14 Co3 N13 84.3(6) . . ?
O2 S1 C32 102.1(19) . . ?
O2 S1 C33 105.5(16) . . ?
O2 S1 C32X 108(7) . . ?
O2 S1 C33X 140(5) . . ?
C33 S1 C32 103.1(18) . . ?
C33X S1 C32X 83(7) . . ?
Co3 O0AA H0AA 112.0 . . ?
Co3 O0AA H0AB 113.3 . . ?
H0AA O0AA H0AB 101.0 . . ?
S1 O2 Co3 126.6(9) . . ?
C1 N1 Co1 126.4(12) . . ?
C1 N1 C5 121.1(16) . . ?
C5 N1 Co1 112.1(12) . . ?
C6 N2 Co1 112.5(11) . . ?
C9 N2 Co1 127.3(11) . . ?
C9 N2 C6 120.1(14) . . ?
C7 N3 Co2 126.7(11) . . ?
C7 N3 C8 118.8(15) . . ?
C8 N3 Co2 114.5(12) . . ?
C10 N4 Co2 114.0(12) . . ?
C14 N4 Co2 126.0(12) . . ?
C14 N4 C10 119.9(15) . . ?
C16 N6 Co3 155.5(18) . 2_564 ?
C19 N9 Co3 147.5(15) . . ?
C23 N13 Co3 123.6(14) . . ?
C26 N13 Co3 130.7(12) . . ?
C26 N13 C23 105.3(16) . . ?
C28 N14 Co3 129.3(13) . . ?
C28 N14 C31 107.3(18) . . ?
C31 N14 Co3 123.0(15) . . ?
C28 N15 C29 130(2) . . ?
C28 N15 C30 102.5(19) . . ?
C30 N15 C29 128(2) . . ?
C24 N16 C25 122.4(18) . . ?
C24 N16 C26 107.4(18) . . ?
C26 N16 C25 130.1(19) . . ?
N1 C1 H1 119.6 . . ?
N1 C1 C2 120.7(19) . . ?
C2 C1 H1 119.6 . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119(2) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.4(19) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(18) . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 118.6(16) . . ?
N1 C5 C6 115.5(16) . . ?
C4 C5 C6 125.2(17) . . ?
N2 C6 C5 115.3(16) . . ?
C7 C6 N2 118.4(16) . . ?
C7 C6 C5 126.3(17) . . ?
N3 C7 C6 122.3(16) . . ?
N3 C7 H7 118.9 . . ?
C6 C7 H7 118.9 . . ?
N3 C8 C9 118.5(17) . . ?
N3 C8 C10 114.2(15) . . ?
C9 C8 C10 126.8(15) . . ?
N2 C9 C8 121.7(16) . . ?
N2 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
N4 C10 C8 115.3(14) . . ?
N4 C10 C11 121.3(17) . . ?
C11 C10 C8 122.9(16) . . ?
C10 C11 H11 121.4 . . ?
C12 C11 C10 117.3(18) . . ?
C12 C11 H11 121.4 . . ?
C11 C12 H12 119.2 . . ?
C13 C12 C11 121.6(18) . . ?
C13 C12 H12 119.2 . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.2(18) . . ?
C14 C13 H13 120.4 . . ?
N4 C14 C13 120.5(18) . . ?
N4 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
N5 C15 Co1 173.3(16) . . ?
N6 C16 Co1 175.2(17) . . ?
N7 C17 Co1 176(2) . . ?
N8 C18 Co1 177(2) . . ?
N9 C19 Co2 172.2(16) . . ?
N10 C20 Co2 178(2) . . ?
N11 C21 Co2 178.2(17) . . ?
N12 C22 Co2 175(2) . . ?
N13 C23 H23 124.8 . . ?
N13 C23 C24 110.3(19) . . ?
C24 C23 H23 124.8 . . ?
N16 C24 C23 106.3(18) . . ?
N16 C24 H24 126.8 . . ?
C23 C24 H24 126.8 . . ?
N16 C25 H25A 109.5 . . ?
N16 C25 H25B 109.5 . . ?
N16 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N13 C26 N16 110.6(17) . . ?
N13 C26 C27 126.7(17) . . ?
N16 C26 C27 123(2) . . ?
O1 C27 C26 121(2) . . ?
O1 C27 C28 122(2) . . ?
C26 C27 C28 117.1(19) . . ?
N14 C28 N15 111.7(19) . . ?
N14 C28 C27 127.7(19) . . ?
N15 C28 C27 121(2) . . ?
N15 C29 H29A 109.5 . . ?
N15 C29 H29B 109.5 . . ?
N15 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N15 C30 H30 124.0 . . ?
C31 C30 N15 112.1(19) . . ?
C31 C30 H30 124.0 . . ?
N14 C31 H31 126.8 . . ?
C30 C31 N14 106(2) . . ?
C30 C31 H31 126.8 . . ?
S1 C32 H32A 109.5 . . ?
S1 C32 H32B 109.4 . . ?
S1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
S1 C33 H33A 109.4 . . ?
S1 C33 H33B 109.6 . . ?
S1 C33 H33C 109.4 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
S1 C32X H32D 109.6 . . ?
S1 C32X H32E 108.9 . . ?
S1 C32X H32F 110.0 . . ?
H32D C32X H32E 109.5 . . ?
H32D C32X H32F 109.5 . . ?
H32E C32X H32F 109.5 . . ?
S1 C33X H33D 110.3 . . ?
S1 C33X H33E 109.1 . . ?
S1 C33X H33F 109.1 . . ?
H33D C33X H33E 109.5 . . ?
H33D C33X H33F 109.5 . . ?
H33E C33X H33F 109.5 . . ?
H2WA O2W H2WB 109.5 . . ?
H4WA O4W H4WB 109.5 . . ?
H1WA O1W H1WB 109.4 . . ?
H3WA O3W H3WB 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 N1 C1 C2 -179.5(14) . . . . ?
Co1 N1 C5 C4 178.5(14) . . . . ?
Co1 N1 C5 C6 -11(2) . . . . ?
Co1 N2 C6 C5 -4.8(19) . . . . ?
Co1 N2 C6 C7 178.1(13) . . . . ?
Co1 N2 C9 C8 -178.3(13) . . . . ?
Co2 N3 C7 C6 171.9(13) . . . . ?
Co2 N3 C8 C9 -173.0(13) . . . . ?
Co2 N3 C8 C10 0(2) . . . . ?
Co2 N4 C10 C8 -6.1(19) . . . . ?
Co2 N4 C10 C11 -177.9(14) . . . . ?
Co2 N4 C14 C13 -177.4(15) . . . . ?
Co3 N13 C23 C24 176.4(14) . . . . ?
Co3 N13 C26 N16 -174.7(12) . . . . ?
Co3 N13 C26 C27 7(3) . . . . ?
Co3 N14 C28 N15 -173.5(12) . . . . ?
Co3 N14 C28 C27 9(3) . . . . ?
Co3 N14 C31 C30 175.8(14) . . . . ?
O1 C27 C28 N14 -173(2) . . . . ?
O1 C27 C28 N15 10(3) . . . . ?
N1 C1 C2 C3 9(3) . . . . ?
N1 C5 C6 N2 10(2) . . . . ?
N1 C5 C6 C7 -172.8(17) . . . . ?
N2 C6 C7 N3 3(3) . . . . ?
N3 C8 C9 N2 -1(3) . . . . ?
N3 C8 C10 N4 4(2) . . . . ?
N3 C8 C10 C11 175.9(17) . . . . ?
N4 C10 C11 C12 -4(3) . . . . ?
N13 C23 C24 N16 -3(3) . . . . ?
N13 C26 C27 O1 165(2) . . . . ?
N13 C26 C27 C28 -20(3) . . . . ?
N15 C30 C31 N14 -4(3) . . . . ?
N16 C26 C27 O1 -14(3) . . . . ?
N16 C26 C27 C28 161.3(17) . . . . ?
C1 N1 C5 C4 6(3) . . . . ?
C1 N1 C5 C6 176.5(17) . . . . ?
C1 C2 C3 C4 -7(3) . . . . ?
C2 C3 C4 C5 5(3) . . . . ?
C3 C4 C5 N1 -5(3) . . . . ?
C3 C4 C5 C6 -174(2) . . . . ?
C4 C5 C6 N2 -179.5(17) . . . . ?
C4 C5 C6 C7 -3(3) . . . . ?
C5 N1 C1 C2 -8(3) . . . . ?
C5 C6 C7 N3 -173.9(18) . . . . ?
C6 N2 C9 C8 -2(3) . . . . ?
C7 N3 C8 C9 5(3) . . . . ?
C7 N3 C8 C10 178.0(16) . . . . ?
C8 N3 C7 C6 -6(3) . . . . ?
C8 C10 C11 C12 -175.4(19) . . . . ?
C9 N2 C6 C5 178.4(17) . . . . ?
C9 N2 C6 C7 1(2) . . . . ?
C9 C8 C10 N4 176.4(18) . . . . ?
C9 C8 C10 C11 -12(3) . . . . ?
C10 N4 C14 C13 -1(3) . . . . ?
C10 C8 C9 N2 -173.0(18) . . . . ?
C10 C11 C12 C13 -1(3) . . . . ?
C11 C12 C13 C14 5(4) . . . . ?
C12 C13 C14 N4 -4(3) . . . . ?
C14 N4 C10 C8 177.3(18) . . . . ?
C14 N4 C10 C11 5(3) . . . . ?
C23 N13 C26 N16 -2(2) . . . . ?
C23 N13 C26 C27 179.2(19) . . . . ?
C24 N16 C26 N13 0(2) . . . . ?
C24 N16 C26 C27 179.0(19) . . . . ?
C25 N16 C24 C23 -173.5(19) . . . . ?
C25 N16 C26 N13 175(2) . . . . ?
C25 N16 C26 C27 -6(3) . . . . ?
C26 N13 C23 C24 3(2) . . . . ?
C26 N16 C24 C23 2(2) . . . . ?
C26 C27 C28 N14 12(3) . . . . ?
C26 C27 C28 N15 -164.8(18) . . . . ?
C28 N14 C31 C30 3(2) . . . . ?
C28 N15 C30 C31 3(2) . . . . ?
C29 N15 C28 N14 -180(2) . . . . ?
C29 N15 C28 C27 -2(3) . . . . ?
C29 N15 C30 C31 -179(2) . . . . ?
C30 N15 C28 N14 -1(2) . . . . ?
C30 N15 C28 C27 176.3(17) . . . . ?
C31 N14 C28 N15 -1(2) . . . . ?
C31 N14 C28 C27 -178.1(19) . . . . ?
C32 S1 O2 Co3 167.0(18) . . . . ?
C33 S1 O2 Co3 -85.6(15) . . . . ?
C32X S1 O2 Co3 -171(6) . . . . ?
C33X S1 O2 Co3 -69(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.167
_oxdiff_exptl_absorpt_empirical_full_min 0.855
####################################################################### 
# 
# 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_cobik2ncs2_0ma
_database_code_depnum_ccdc_archive 'CCDC 2096752'
loop_
_audit_author_name
_audit_author_address
'Lise-Marie Chamoreau'
;Sorbonne Universite, CNRS, IPCM 
France
;
_audit_update_record             
;
2021-09-02 deposited with the CCDC.	2021-10-05 downloaded from the CCDC.
;
_audit_creation_date             2021-06-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 Co N10 O2 S2'
_chemical_formula_sum            'C20 H20 Co N10 O2 S2'
_chemical_formula_weight         555.51
_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'
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'
S S 0.3331 0.5567 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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'
'-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                   7.5868(3)
_cell_length_b                   14.4413(7)
_cell_length_c                   22.1581(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.377(2)
_cell_angle_gamma                90
_cell_volume                     2395.27(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2230
_cell_measurement_temperature    200
_cell_measurement_theta_max      62
_cell_measurement_theta_min      4
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.596
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_correction_T_min  0.5
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9312
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.565
_diffrn_reflns_theta_max         66.565
_diffrn_reflns_theta_min         4.044
_diffrn_ambient_temperature      200
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker QUAZAR'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2042
_reflns_number_total             2110
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'DIAMOND (Brandenburg)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         2110
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0277
_refine_ls_restrained_S_all      1.065
_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)+(0.0496P)²+0.7922P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0756
_refine_ls_wR_factor_ref         0.0764
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C6(H6), C7(H7)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.500000 0.73706(2) 0.750000 0.02670(13) Uani 1 2 d S T P . .
S1 S 0.29878(6) 0.94757(3) 0.89353(2) 0.04107(15) Uani 1 1 d . . . . .
O1 O 0.42241(19) 0.62916(10) 0.54409(6) 0.0444(3) Uani 1 1 d . . . . .
N1 N 0.61134(19) 0.62934(10) 0.70273(6) 0.0304(3) Uani 1 1 d . . . . .
N2 N 0.2857(2) 0.73362(10) 0.67496(7) 0.0319(3) Uani 1 1 d . . . . .
N3 N 0.3710(2) 0.83618(11) 0.79763(7) 0.0387(4) Uani 1 1 d . . . . .
N4 N 0.68291(19) 0.53649(11) 0.63117(7) 0.0356(3) Uani 1 1 d . . . . .
N5 N 0.1178(2) 0.70620(11) 0.58557(7) 0.0374(4) Uani 1 1 d . . . . .
C1 C 0.7478(3) 0.57296(14) 0.72784(9) 0.0402(4) Uani 1 1 d . . . . .
H1 H 0.803995 0.574124 0.769402 0.048 Uiso 1 1 calc R . . . .
C2 C 0.7910(3) 0.51496(15) 0.68442(9) 0.0431(5) Uani 1 1 d . . . . .
H2 H 0.880053 0.468098 0.690138 0.052 Uiso 1 1 calc R . . . .
C3 C 0.5730(2) 0.60579(11) 0.64411(8) 0.0285(3) Uani 1 1 d . . . . .
C4 C 0.4267(2) 0.64291(12) 0.59877(8) 0.0310(4) Uani 1 1 d . . . . .
C5 C 0.2813(2) 0.69372(11) 0.62064(7) 0.0302(4) Uani 1 1 d . . . . .
C6 C 0.0178(3) 0.75509(15) 0.61946(11) 0.0489(5) Uani 1 1 d . . . . .
H6 H -0.103019 0.773543 0.607439 0.059 Uiso 1 1 calc R . . . .
C7 C 0.1223(3) 0.77284(14) 0.67387(10) 0.0441(5) Uani 1 1 d . . . . .
H7 H 0.086834 0.807448 0.706326 0.053 Uiso 1 1 calc R . . . .
C8 C 0.6800(3) 0.48529(16) 0.57402(9) 0.0463(5) Uani 1 1 d . . . . .
H8A H 0.774543 0.438365 0.579558 0.069 Uiso 1 1 calc GR . . . .
H8B H 0.699673 0.528229 0.541524 0.069 Uiso 1 1 calc GR . . . .
H8C H 0.563705 0.454977 0.562700 0.069 Uiso 1 1 calc GR . . . .
C9 C 0.0487(3) 0.66770(15) 0.52494(9) 0.0475(5) Uani 1 1 d . . . . .
H9A H 0.111776 0.695892 0.494342 0.071 Uiso 1 1 calc GR . . . .
H9B H -0.079361 0.680986 0.514543 0.071 Uiso 1 1 calc GR . . . .
H9C H 0.067465 0.600547 0.525497 0.071 Uiso 1 1 calc GR . . . .
C10 C 0.3393(2) 0.88187(12) 0.83733(8) 0.0305(4) 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
Co1 N1 2.1257(14) 2_656 ?
Co1 N1 2.1257(14) . ?
Co1 N2 2.1283(15) 2_656 ?
Co1 N2 2.1283(15) . ?
Co1 N3 2.1113(16) 2_656 ?
Co1 N3 2.1113(15) . ?
S1 C10 1.6340(18) . ?
O1 C4 1.223(2) . ?
N1 C1 1.362(2) . ?
N1 C3 1.328(2) . ?
N2 C5 1.330(2) . ?
N2 C7 1.359(3) . ?
N3 C10 1.156(2) . ?
N4 C2 1.359(2) . ?
N4 C3 1.363(2) . ?
N4 C8 1.463(2) . ?
N5 C5 1.364(2) . ?
N5 C6 1.351(3) . ?
N5 C9 1.469(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.356(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.471(2) . ?
C4 C5 1.471(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.355(3) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

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 N1 85.92(8) 2_656 . ?
N1 Co1 N2 84.97(6) 2_656 2_656 ?
N1 Co1 N2 93.07(6) 2_656 . ?
N1 Co1 N2 84.97(6) . . ?
N1 Co1 N2 93.07(6) . 2_656 ?
N2 Co1 N2 177.33(8) . 2_656 ?
N3 Co1 N1 175.04(6) . . ?
N3 Co1 N1 89.77(6) . 2_656 ?
N3 Co1 N1 175.04(6) 2_656 2_656 ?
N3 Co1 N1 89.77(6) 2_656 . ?
N3 Co1 N2 89.00(6) 2_656 . ?
N3 Co1 N2 92.81(6) . . ?
N3 Co1 N2 92.81(6) 2_656 2_656 ?
N3 Co1 N2 89.00(6) . 2_656 ?
N3 Co1 N3 94.63(9) 2_656 . ?
C1 N1 Co1 124.93(12) . . ?
C3 N1 Co1 128.89(11) . . ?
C3 N1 C1 106.09(14) . . ?
C5 N2 Co1 128.34(12) . . ?
C5 N2 C7 106.04(15) . . ?
C7 N2 Co1 125.62(13) . . ?
C10 N3 Co1 159.79(15) . . ?
C2 N4 C3 106.79(15) . . ?
C2 N4 C8 123.90(16) . . ?
C3 N4 C8 129.01(15) . . ?
C5 N5 C9 128.82(16) . . ?
C6 N5 C5 107.06(16) . . ?
C6 N5 C9 123.84(17) . . ?
N1 C1 H1 125.2 . . ?
C2 C1 N1 109.58(16) . . ?
C2 C1 H1 125.2 . . ?
N4 C2 H2 126.5 . . ?
C1 C2 N4 107.05(16) . . ?
C1 C2 H2 126.5 . . ?
N1 C3 N4 110.47(15) . . ?
N1 C3 C4 126.51(15) . . ?
N4 C3 C4 122.91(15) . . ?
O1 C4 C3 120.84(16) . . ?
O1 C4 C5 120.46(16) . . ?
C5 C4 C3 118.65(14) . . ?
N2 C5 N5 110.15(15) . . ?
N2 C5 C4 127.22(15) . . ?
N5 C5 C4 122.63(15) . . ?
N5 C6 H6 126.5 . . ?
N5 C6 C7 107.05(18) . . ?
C7 C6 H6 126.5 . . ?
N2 C7 H7 125.2 . . ?
C6 C7 N2 109.67(18) . . ?
C6 C7 H7 125.2 . . ?
N4 C8 H8A 109.5 . . ?
N4 C8 H8B 109.5 . . ?
N4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N5 C9 H9A 109.5 . . ?
N5 C9 H9B 109.5 . . ?
N5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 S1 178.73(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_jr_cobik_cnnnc_0m
_database_code_depnum_ccdc_archive 'CCDC 2096754'
loop_
_audit_author_name
_audit_author_address
'Lise-Marie Chamoreau'
;Sorbonne Universite, CNRS, IPCM 
France
;
_audit_update_record             
;
2021-08-31 deposited with the CCDC.	2021-10-05 downloaded from the CCDC.
;
_audit_creation_date             2021-08-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H20 Co N14 O2'
_chemical_formula_sum            'C22 H20 Co N14 O2'
_chemical_formula_weight         571.45
_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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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'
'-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                   8.4394(6)
_cell_length_b                   13.0372(9)
_cell_length_c                   23.9828(16)
_cell_angle_alpha                90
_cell_angle_beta                 98.148(4)
_cell_angle_gamma                90
_cell_volume                     2612.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4931
_cell_measurement_temperature    200
_cell_measurement_theta_max      68
_cell_measurement_theta_min      6
_shelx_estimated_absorpt_T_max   0.768
_shelx_estimated_absorpt_T_min   0.402
_exptl_absorpt_coefficient_mu    5.577
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1172
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            8338
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.350
_diffrn_reflns_theta_min         3.724
_diffrn_ambient_temperature      200
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker Quazar'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2231
_reflns_number_total             2329
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'DIAMOND (Brandenburg)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         2329
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0300
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0465P)²+1.1306P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0841
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 N6, C10, C11
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N6B, C10, C11
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Fixed Sof: N6B(0.5) N6(0.5) N7B(0.5) N7(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C6(H6), C7(H7)
4.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.500000 0.44947(3) 0.250000 0.03924(14) Uani 1 2 d S T P . .
O1 O 0.6059(2) 0.38599(14) 0.44416(5) 0.0734(5) Uani 1 1 d . . . . .
N1 N 0.63842(19) 0.33862(11) 0.29961(6) 0.0443(3) Uani 1 1 d . . . . .
N2 N 0.35657(19) 0.44657(12) 0.31565(7) 0.0470(4) Uani 1 1 d . . . . .
N3 N 0.6484(2) 0.56192(13) 0.29496(7) 0.0537(4) Uani 1 1 d . . . . .
N4 N 0.78333(19) 0.26712(13) 0.37341(6) 0.0506(4) Uani 1 1 d . . . . .
N5 N 0.2826(2) 0.43918(13) 0.40033(7) 0.0576(4) Uani 1 1 d . . . . .
N6B N 0.8110(12) 0.6792(7) 0.3571(4) 0.114(4) Uani 0.5 1 d . U . A 2
N6 N 0.7551(10) 0.6754(5) 0.3713(4) 0.087(3) Uani 0.5 1 d . U . A 1
N7B N 0.951(2) 0.6521(15) 0.4496(8) 0.093(5) Uani 0.5 1 d . . . A 2
N7 N 0.973(2) 0.6379(17) 0.4463(8) 0.092(4) Uani 0.5 1 d . . . A 1
C1 C 0.7529(3) 0.27839(16) 0.28201(8) 0.0555(5) Uani 1 1 d . . . . .
H1 H 0.768655 0.269249 0.243885 0.067 Uiso 1 1 calc R . . . .
C2 C 0.8413(3) 0.23326(17) 0.32694(9) 0.0597(5) Uani 1 1 d . . . . .
H2 H 0.927547 0.186737 0.325996 0.072 Uiso 1 1 calc R . . . .
C3 C 0.6585(2) 0.33081(13) 0.35564(7) 0.0414(4) Uani 1 1 d . . . . .
C4 C 0.5607(2) 0.38116(14) 0.39362(7) 0.0474(4) Uani 1 1 d . . . . .
C5 C 0.4029(2) 0.42209(14) 0.36934(7) 0.0454(4) Uani 1 1 d . . . . .
C6 C 0.1564(3) 0.4746(2) 0.36444(11) 0.0704(6) Uani 1 1 d . . . . .
H6 H 0.054275 0.492563 0.373814 0.084 Uiso 1 1 calc R . . . .
C7 C 0.2024(3) 0.4798(2) 0.31276(10) 0.0660(6) Uani 1 1 d . . . . .
H7 H 0.137410 0.503089 0.279573 0.079 Uiso 1 1 calc R . . . .
C8 C 0.8434(3) 0.2331(2) 0.43130(9) 0.0704(6) Uani 1 1 d . . . . .
H8A H 0.883647 0.292404 0.454123 0.106 Uiso 1 1 calc GR . . . .
H8B H 0.930208 0.183477 0.430303 0.106 Uiso 1 1 calc GR . . . .
H8C H 0.756197 0.200764 0.447895 0.106 Uiso 1 1 calc GR . . . .
C9 C 0.2792(4) 0.4191(2) 0.46064(10) 0.0807(7) Uani 1 1 d . . . . .
H9A H 0.314425 0.348653 0.469575 0.121 Uiso 1 1 calc GR . . . .
H9B H 0.169957 0.428281 0.469185 0.121 Uiso 1 1 calc GR . . . .
H9C H 0.351086 0.467145 0.483259 0.121 Uiso 1 1 calc GR . . . .
C10 C 0.7161(3) 0.61201(15) 0.32930(9) 0.0580(5) Uani 1 1 d . U . . .
C11 C 0.8767(3) 0.65556(18) 0.40874(10) 0.0604(5) Uani 1 1 d . 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
Co1 N1 2.1153(14) 2_655 ?
Co1 N1 2.1154(14) . ?
Co1 N2 2.1179(15) . ?
Co1 N2 2.1180(15) 2_655 ?
Co1 N3 2.1208(16) 2_655 ?
Co1 N3 2.1208(17) . ?
O1 C4 1.219(2) . ?
N1 C1 1.358(2) . ?
N1 C3 1.334(2) . ?
N2 C5 1.331(2) . ?
N2 C7 1.364(3) . ?
N3 C10 1.139(3) . ?
N4 C2 1.353(3) . ?
N4 C3 1.361(2) . ?
N4 C8 1.477(2) . ?
N5 C5 1.358(3) . ?
N5 C6 1.353(3) . ?
N5 C9 1.474(3) . ?
N6B C10 1.305(9) . ?
N6B C11 1.319(9) . ?
N6 C10 1.308(8) . ?
N6 C11 1.290(9) . ?
N7B C11 1.085(18) . ?
N7 C11 1.148(19) . ?
C1 H1 0.9500 . ?
C1 C2 1.355(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.468(3) . ?
C4 C5 1.475(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.352(3) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

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 N1 93.82(8) 2_655 . ?
N1 Co1 N2 94.46(6) . 2_655 ?
N1 Co1 N2 84.14(6) 2_655 2_655 ?
N1 Co1 N2 84.14(6) . . ?
N1 Co1 N2 94.45(6) 2_655 . ?
N1 Co1 N3 86.96(6) 2_655 2_655 ?
N1 Co1 N3 175.93(6) . 2_655 ?
N1 Co1 N3 86.96(6) . . ?
N1 Co1 N3 175.93(6) 2_655 . ?
N2 Co1 N2 177.95(8) . 2_655 ?
N2 Co1 N3 89.60(7) 2_655 2_655 ?
N2 Co1 N3 89.60(7) . . ?
N2 Co1 N3 91.82(7) 2_655 . ?
N2 Co1 N3 91.82(7) . 2_655 ?
N3 Co1 N3 92.54(9) 2_655 . ?
C1 N1 Co1 125.51(12) . . ?
C3 N1 Co1 126.86(12) . . ?
C3 N1 C1 105.92(15) . . ?
C5 N2 Co1 127.11(13) . . ?
C5 N2 C7 105.83(17) . . ?
C7 N2 Co1 126.74(15) . . ?
C10 N3 Co1 164.43(18) . . ?
C2 N4 C3 107.18(15) . . ?
C2 N4 C8 124.06(18) . . ?
C3 N4 C8 128.65(17) . . ?
C5 N5 C9 128.9(2) . . ?
C6 N5 C5 106.87(18) . . ?
C6 N5 C9 124.2(2) . . ?
C10 N6B C11 118.0(6) . . ?
C11 N6 C10 119.9(5) . . ?
N1 C1 H1 125.1 . . ?
C2 C1 N1 109.87(16) . . ?
C2 C1 H1 125.1 . . ?
N4 C2 C1 106.89(18) . . ?
N4 C2 H2 126.6 . . ?
C1 C2 H2 126.6 . . ?
N1 C3 N4 110.12(15) . . ?
N1 C3 C4 126.04(16) . . ?
N4 C3 C4 123.83(15) . . ?
O1 C4 C3 121.02(18) . . ?
O1 C4 C5 120.75(17) . . ?
C3 C4 C5 118.18(14) . . ?
N2 C5 N5 110.50(18) . . ?
N2 C5 C4 126.42(16) . . ?
N5 C5 C4 123.08(17) . . ?
N5 C6 H6 126.3 . . ?
C7 C6 N5 107.3(2) . . ?
C7 C6 H6 126.3 . . ?
N2 C7 H7 125.3 . . ?
C6 C7 N2 109.5(2) . . ?
C6 C7 H7 125.3 . . ?
N4 C8 H8A 109.5 . . ?
N4 C8 H8B 109.5 . . ?
N4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N5 C9 H9A 109.5 . . ?
N5 C9 H9B 109.5 . . ?
N5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 N6B 164.4(5) . . ?
N3 C10 N6 164.6(4) . . ?
N7B C11 N6B 165.5(10) . . ?
N7 C11 N6 172.3(10) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_jr_cobik_secn_0m
_database_code_depnum_ccdc_archive 'CCDC 2096753'
loop_
_audit_author_name
_audit_author_address
'Lise-Marie Chamoreau'
;Sorbonne Universite, CNRS, IPCM 
France
;
_audit_update_record             
;
2021-09-02 deposited with the CCDC.	2021-10-05 downloaded from the CCDC.
;
_audit_creation_date             2021-06-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 Co N10 O2 Se2'
_chemical_formula_sum            'C20 H20 Co N10 O2 Se2'
_chemical_formula_weight         649.31
_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'
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'
Se Se -0.7943 1.1372 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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'
'-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                   7.7139(3)
_cell_length_b                   14.5798(5)
_cell_length_c                   22.4322(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.092(2)
_cell_angle_gamma                90
_cell_volume                     2491.19(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4033
_cell_measurement_temperature    200
_cell_measurement_theta_max      68
_cell_measurement_theta_min      4
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    9.080
_exptl_absorpt_correction_T_max  0.7
_exptl_absorpt_correction_T_min  0.48
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1284
_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  0.0266
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            7437
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.116
_diffrn_reflns_theta_min         3.991
_diffrn_ambient_temperature      200
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker KappaAPEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2090
_reflns_number_total             2245
_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       'Bruker SAINT'
_computing_data_collection       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'DIAMONd (Brandeburg)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         2245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0266
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0356P)²+2.4177P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0671
_refine_ls_wR_factor_ref         0.0684
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C6(H6), C7(H7)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.29763(4) 0.94571(2) 0.89671(2) 0.03890(11) Uani 1 1 d . . . . .
Co1 Co 0.500000 0.72952(3) 0.750000 0.02592(14) Uani 1 2 d S T P . .
O1 O 0.4256(3) 0.62820(13) 0.54574(7) 0.0437(4) Uani 1 1 d . . . . .
N1 N 0.6098(3) 0.62434(13) 0.70252(8) 0.0294(4) Uani 1 1 d . . . . .
N2 N 0.2909(3) 0.72779(13) 0.67627(9) 0.0320(4) Uani 1 1 d . . . . .
N3 N 0.3745(3) 0.82917(15) 0.79711(10) 0.0392(5) Uani 1 1 d . . . . .
N4 N 0.6825(3) 0.53555(14) 0.63048(9) 0.0346(5) Uani 1 1 d . . . . .
N5 N 0.1282(3) 0.70629(14) 0.58725(9) 0.0376(5) Uani 1 1 d . . . . .
C1 C 0.7441(3) 0.56834(19) 0.72627(12) 0.0403(6) Uani 1 1 d . . . . .
H1 H 0.797590 0.568131 0.766447 0.048 Uiso 1 1 calc R . . . .
C2 C 0.7881(3) 0.5130(2) 0.68268(12) 0.0438(7) Uani 1 1 d . . . . .
H2 H 0.874545 0.467968 0.687555 0.053 Uiso 1 1 calc R . . . .
C3 C 0.5729(3) 0.60307(15) 0.64398(10) 0.0277(5) Uani 1 1 d . . . . .
C4 C 0.4303(3) 0.64072(15) 0.59984(10) 0.0296(5) Uani 1 1 d . . . . .
C5 C 0.2870(3) 0.69098(15) 0.62192(10) 0.0293(5) Uani 1 1 d . . . . .
C6 C 0.0308(4) 0.7537(2) 0.62142(15) 0.0514(7) Uani 1 1 d . . . . .
H6 H -0.084432 0.773075 0.609840 0.062 Uiso 1 1 calc R . . . .
C7 C 0.1314(4) 0.7678(2) 0.67568(14) 0.0471(7) Uani 1 1 d . . . . .
H7 H 0.096907 0.799950 0.707651 0.057 Uiso 1 1 calc R . . . .
C8 C 0.6824(4) 0.4874(2) 0.57291(13) 0.0490(7) Uani 1 1 d . . . . .
H8A H 0.773330 0.441763 0.577717 0.074 Uiso 1 1 calc GR . . . .
H8B H 0.703193 0.530572 0.542521 0.074 Uiso 1 1 calc GR . . . .
H8C H 0.570691 0.458318 0.560900 0.074 Uiso 1 1 calc GR . . . .
C9 C 0.0600(4) 0.67139(19) 0.52644(12) 0.0472(7) Uani 1 1 d . . . . .
H9A H 0.124222 0.698661 0.497653 0.071 Uiso 1 1 calc GR . . . .
H9B H -0.062057 0.686811 0.516231 0.071 Uiso 1 1 calc GR . . . .
H9C H 0.073454 0.605955 0.525817 0.071 Uiso 1 1 calc GR . . . .
C10 C 0.3425(3) 0.87436(16) 0.83588(10) 0.0292(5) 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
Se1 C10 1.793(2) . ?
Co1 N1 2.119(2) 2_656 ?
Co1 N1 2.1187(19) . ?
Co1 N2 2.1200(19) 2_656 ?
Co1 N2 2.1199(19) . ?
Co1 N3 2.118(2) 2_656 ?
Co1 N3 2.118(2) . ?
O1 C4 1.222(3) . ?
N1 C1 1.360(3) . ?
N1 C3 1.336(3) . ?
N2 C5 1.328(3) . ?
N2 C7 1.360(3) . ?
N3 C10 1.149(3) . ?
N4 C2 1.357(3) . ?
N4 C3 1.363(3) . ?
N4 C8 1.470(3) . ?
N5 C5 1.362(3) . ?
N5 C6 1.346(4) . ?
N5 C9 1.473(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.352(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.466(3) . ?
C4 C5 1.475(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.352(4) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 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
N1 Co1 N1 87.26(11) 2_656 . ?
N1 Co1 N2 93.91(8) 2_656 . ?
N1 Co1 N2 85.10(7) . . ?
N1 Co1 N2 85.10(7) 2_656 2_656 ?
N1 Co1 N2 93.91(8) . 2_656 ?
N2 Co1 N2 178.64(11) . 2_656 ?
N3 Co1 N1 89.72(8) . 2_656 ?
N3 Co1 N1 176.10(8) . . ?
N3 Co1 N1 176.10(8) 2_656 2_656 ?
N3 Co1 N1 89.72(8) 2_656 . ?
N3 Co1 N2 92.64(8) . . ?
N3 Co1 N2 88.29(8) . 2_656 ?
N3 Co1 N2 92.64(8) 2_656 2_656 ?
N3 Co1 N2 88.29(8) 2_656 . ?
N3 Co1 N3 93.40(12) . 2_656 ?
C1 N1 Co1 125.31(16) . . ?
C3 N1 Co1 128.48(15) . . ?
C3 N1 C1 106.1(2) . . ?
C5 N2 Co1 128.71(16) . . ?
C5 N2 C7 106.0(2) . . ?
C7 N2 Co1 125.31(18) . . ?
C10 N3 Co1 160.2(2) . . ?
C2 N4 C3 107.0(2) . . ?
C2 N4 C8 124.0(2) . . ?
C3 N4 C8 128.8(2) . . ?
C5 N5 C9 129.0(2) . . ?
C6 N5 C5 106.9(2) . . ?
C6 N5 C9 123.7(2) . . ?
N1 C1 H1 125.1 . . ?
C2 C1 N1 109.7(2) . . ?
C2 C1 H1 125.1 . . ?
N4 C2 H2 126.4 . . ?
C1 C2 N4 107.1(2) . . ?
C1 C2 H2 126.4 . . ?
N1 C3 N4 110.05(19) . . ?
N1 C3 C4 126.7(2) . . ?
N4 C3 C4 123.1(2) . . ?
O1 C4 C3 121.1(2) . . ?
O1 C4 C5 120.1(2) . . ?
C3 C4 C5 118.8(2) . . ?
N2 C5 N5 110.3(2) . . ?
N2 C5 C4 126.8(2) . . ?
N5 C5 C4 122.9(2) . . ?
N5 C6 H6 126.3 . . ?
N5 C6 C7 107.4(3) . . ?
C7 C6 H6 126.3 . . ?
N2 C7 H7 125.3 . . ?
C6 C7 N2 109.4(3) . . ?
C6 C7 H7 125.3 . . ?
N4 C8 H8A 109.5 . . ?
N4 C8 H8B 109.5 . . ?
N4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N5 C9 H9A 109.5 . . ?
N5 C9 H9B 109.5 . . ?
N5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 Se1 178.7(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
