# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2023

####################################################################### 
# 
# 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_Cotmpdc(NO3)2
_database_code_depnum_ccdc_archive 'CCDC 2261409'
loop_
_audit_author_name
_audit_author_address
'Wei Lv'
;Nanjing University
China
;
_audit_update_record             
;
2023-07-26 deposited with the CCDC.	2023-07-28 downloaded from the CCDC.
;
_audit_creation_date             2023-07-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H15 Co N5 O8'
_chemical_formula_sum            'C11 H15 Co N5 O8'
_chemical_formula_weight         404.21
_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 0.0033 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'

_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.6026(3)
_cell_length_b                   15.4311(6)
_cell_length_c                   13.8687(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.588(2)
_cell_angle_gamma                90
_cell_volume                     1616.28(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8787
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.00
_shelx_estimated_absorpt_T_max   0.897
_shelx_estimated_absorpt_T_min   0.808
_exptl_absorpt_coefficient_mu    1.115
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6231
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1459 before and 0.0598 after correction.
The Ratio of minimum to maximum transmission is 0.8357.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             828
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14908
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.505
_diffrn_reflns_theta_min         1.982
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3301
_reflns_number_total             3690
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       APEX3
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3690
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0280
_refine_ls_restrained_S_all      1.043
_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)+(0.0231P)²+0.7775P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0699
_refine_ls_wR_factor_ref         0.0730
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(N1) \\sim Ueq, Uanis(N3) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.002
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C6(H6)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C)
;
_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
Co1 Co 0.52221(3) 0.26110(2) 0.33500(2) 0.02333(8) Uani 1 1 d . . . . .
O7 O 0.35317(16) 0.37495(7) 0.31478(8) 0.0295(3) Uani 1 1 d . . . . .
O4 O 0.54392(17) 0.28575(8) 0.48813(8) 0.0311(3) Uani 1 1 d . . . . .
O5 O 0.72250(17) 0.34925(8) 0.40239(9) 0.0337(3) Uani 1 1 d . . . . .
O8 O 0.74601(17) 0.20193(9) 0.27358(8) 0.0343(3) Uani 1 1 d . . . . .
O1 O 0.27060(18) 0.19369(8) 0.33987(9) 0.0352(3) Uani 1 1 d . . . . .
N2 N 0.46970(18) 0.27520(8) 0.18643(9) 0.0223(3) Uani 1 1 d . . . . .
O2 O 0.50871(18) 0.12308(9) 0.38364(11) 0.0411(3) Uani 1 1 d . . . . .
O6 O 0.7367(2) 0.37806(9) 0.55675(10) 0.0446(3) Uani 1 1 d . . . . .
N5 N 0.6697(2) 0.33930(9) 0.48504(10) 0.0280(3) Uani 1 1 d . . . . .
O3 O 0.2534(2) 0.06368(9) 0.39882(11) 0.0476(4) Uani 1 1 d . . . . .
N3 N 0.78444(19) 0.11467(9) 0.14733(10) 0.0278(3) Uani 1 1 d . U . . .
N1 N 0.10312(19) 0.40869(9) 0.21851(10) 0.0271(3) Uani 1 1 d . U . . .
N4 N 0.3417(2) 0.12457(9) 0.37471(11) 0.0315(3) Uani 1 1 d . . . . .
C4 C 0.3505(2) 0.33417(10) 0.15190(11) 0.0236(3) Uani 1 1 d . . . . .
C3 C 0.2628(2) 0.37396(10) 0.23355(11) 0.0240(3) Uani 1 1 d . . . . .
C8 C 0.5760(2) 0.23786(10) 0.12785(11) 0.0231(3) Uani 1 1 d . . . . .
C9 C 0.7097(2) 0.18143(10) 0.18635(11) 0.0244(3) Uani 1 1 d . . . . .
C5 C 0.3361(2) 0.36104(11) 0.05591(12) 0.0286(3) Uani 1 1 d . . . . .
H5 H 0.253448 0.402641 0.032647 0.034 Uiso 1 1 calc R U . . .
C7 C 0.5705(2) 0.26183(11) 0.03129(12) 0.0279(3) Uani 1 1 d . . . . .
H7 H 0.646825 0.236722 -0.008529 0.034 Uiso 1 1 calc R U . . .
C10 C 0.7250(3) 0.07790(11) 0.05185(13) 0.0338(4) Uani 1 1 d . . . . .
H10A H 0.605550 0.095934 0.031802 0.051 Uiso 1 1 calc R U . . .
H10B H 0.729782 0.015809 0.055505 0.051 Uiso 1 1 calc R U . . .
H10C H 0.800710 0.097852 0.005631 0.051 Uiso 1 1 calc R U . . .
C6 C 0.4492(2) 0.32390(11) -0.00457(12) 0.0310(4) Uani 1 1 d . . . . .
H6 H 0.443075 0.340862 -0.069213 0.037 Uiso 1 1 calc R U . . .
C11 C 0.9271(3) 0.06857(13) 0.20625(15) 0.0408(4) Uani 1 1 d . . . . .
H11A H 1.003066 0.109681 0.242433 0.061 Uiso 1 1 calc R U . . .
H11B H 0.994428 0.035652 0.164620 0.061 Uiso 1 1 calc R U . . .
H11C H 0.877134 0.030178 0.250304 0.061 Uiso 1 1 calc R U . . .
C1 C -0.0254(2) 0.39377(13) 0.13350(15) 0.0377(4) Uani 1 1 d . . . . .
H1A H -0.037395 0.445423 0.094720 0.057 Uiso 1 1 calc R U . . .
H1B H -0.137867 0.378979 0.154114 0.057 Uiso 1 1 calc R U . . .
H1C H 0.014735 0.347107 0.095786 0.057 Uiso 1 1 calc R U . . .
C2 C 0.0388(3) 0.45948(13) 0.29639(14) 0.0369(4) Uani 1 1 d . . . . .
H2A H -0.028975 0.422863 0.334172 0.055 Uiso 1 1 calc R U . . .
H2B H -0.034483 0.505917 0.268798 0.055 Uiso 1 1 calc R U . . .
H2C H 0.137783 0.482996 0.337309 0.055 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O7 2.1757(12) . ?
Co1 O4 2.1452(12) . ?
Co1 O5 2.1716(13) . ?
Co1 O8 2.1879(12) . ?
Co1 O1 2.1853(13) . ?
Co1 N2 2.0648(13) . ?
Co1 O2 2.2400(14) . ?
O7 C3 1.251(2) . ?
O4 N5 1.2684(19) . ?
O5 N5 1.2665(18) . ?
O8 C9 1.2502(19) . ?
O1 N4 1.2663(19) . ?
N2 C4 1.334(2) . ?
N2 C8 1.3403(19) . ?
O2 N4 1.261(2) . ?
O6 N5 1.2206(19) . ?
O3 N4 1.2237(19) . ?
N3 C9 1.322(2) . ?
N3 C10 1.464(2) . ?
N3 C11 1.465(2) . ?
N1 C3 1.321(2) . ?
N1 C1 1.460(2) . ?
N1 C2 1.463(2) . ?
C4 C3 1.509(2) . ?
C4 C5 1.387(2) . ?
C8 C9 1.503(2) . ?
C8 C7 1.385(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(2) . ?
C7 H7 0.9300 . ?
C7 C6 1.382(2) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C6 H6 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 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
O7 Co1 O8 139.56(5) . . ?
O7 Co1 O1 83.23(5) . . ?
O7 Co1 O2 139.44(5) . . ?
O4 Co1 O7 87.80(5) . . ?
O4 Co1 O5 59.49(4) . . ?
O4 Co1 O8 118.98(5) . . ?
O4 Co1 O1 91.26(5) . . ?
O4 Co1 O2 82.61(5) . . ?
O5 Co1 O7 85.66(5) . . ?
O5 Co1 O8 83.73(5) . . ?
O5 Co1 O1 149.08(5) . . ?
O5 Co1 O2 121.33(5) . . ?
O8 Co1 O2 77.58(5) . . ?
O1 Co1 O8 122.41(5) . . ?
O1 Co1 O2 57.83(5) . . ?
N2 Co1 O7 75.08(5) . . ?
N2 Co1 O4 162.43(5) . . ?
N2 Co1 O5 114.16(5) . . ?
N2 Co1 O8 74.06(5) . . ?
N2 Co1 O1 90.65(5) . . ?
N2 Co1 O2 112.98(5) . . ?
C3 O7 Co1 111.20(10) . . ?
N5 O4 Co1 93.14(9) . . ?
N5 O5 Co1 91.96(9) . . ?
C9 O8 Co1 112.77(11) . . ?
N4 O1 Co1 94.34(10) . . ?
C4 N2 Co1 118.42(10) . . ?
C4 N2 C8 120.52(14) . . ?
C8 N2 Co1 119.90(11) . . ?
N4 O2 Co1 91.92(10) . . ?
O5 N5 O4 115.34(13) . . ?
O6 N5 O4 122.52(14) . . ?
O6 N5 O5 122.14(15) . . ?
C9 N3 C10 124.74(15) . . ?
C9 N3 C11 118.39(15) . . ?
C10 N3 C11 116.64(14) . . ?
C3 N1 C1 125.50(14) . . ?
C3 N1 C2 118.64(15) . . ?
C1 N1 C2 115.55(14) . . ?
O2 N4 O1 115.70(14) . . ?
O3 N4 O1 121.81(16) . . ?
O3 N4 O2 122.48(16) . . ?
N2 C4 C3 110.40(13) . . ?
N2 C4 C5 121.61(14) . . ?
C5 C4 C3 127.29(15) . . ?
O7 C3 N1 122.49(14) . . ?
O7 C3 C4 115.88(14) . . ?
N1 C3 C4 121.57(15) . . ?
N2 C8 C9 109.83(13) . . ?
N2 C8 C7 121.18(15) . . ?
C7 C8 C9 128.31(14) . . ?
O8 C9 N3 122.38(16) . . ?
O8 C9 C8 115.87(14) . . ?
N3 C9 C8 121.75(14) . . ?
C4 C5 H5 121.0 . . ?
C4 C5 C6 118.01(16) . . ?
C6 C5 H5 121.0 . . ?
C8 C7 H7 120.7 . . ?
C6 C7 C8 118.53(15) . . ?
C6 C7 H7 120.7 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.10(15) . . ?
C7 C6 H6 119.9 . . ?
N3 C11 H11A 109.5 . . ?
N3 C11 H11B 109.5 . . ?
N3 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 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 O7 C3 N1 148.69(12) . . . . ?
Co1 O7 C3 C4 -34.04(16) . . . . ?
Co1 O4 N5 O5 -2.51(14) . . . . ?
Co1 O4 N5 O6 178.15(14) . . . . ?
Co1 O5 N5 O4 2.48(14) . . . . ?
Co1 O5 N5 O6 -178.18(14) . . . . ?
Co1 O8 C9 N3 -148.99(13) . . . . ?
Co1 O8 C9 C8 31.40(17) . . . . ?
Co1 O1 N4 O2 -4.47(15) . . . . ?
Co1 O1 N4 O3 174.89(14) . . . . ?
Co1 N2 C4 C3 -5.64(17) . . . . ?
Co1 N2 C4 C5 165.46(12) . . . . ?
Co1 N2 C8 C9 6.57(17) . . . . ?
Co1 N2 C8 C7 -164.77(12) . . . . ?
Co1 O2 N4 O1 4.35(14) . . . . ?
Co1 O2 N4 O3 -175.01(15) . . . . ?
N2 C4 C3 O7 27.51(19) . . . . ?
N2 C4 C3 N1 -155.20(14) . . . . ?
N2 C4 C5 C6 0.7(2) . . . . ?
N2 C8 C9 O8 -25.9(2) . . . . ?
N2 C8 C9 N3 154.53(14) . . . . ?
N2 C8 C7 C6 -1.7(2) . . . . ?
C4 N2 C8 C9 174.08(14) . . . . ?
C4 N2 C8 C7 2.7(2) . . . . ?
C4 C5 C6 C7 0.3(3) . . . . ?
C3 C4 C5 C6 170.18(16) . . . . ?
C8 N2 C4 C3 -173.33(13) . . . . ?
C8 N2 C4 C5 -2.2(2) . . . . ?
C8 C7 C6 C5 0.1(3) . . . . ?
C9 C8 C7 C6 -171.27(16) . . . . ?
C5 C4 C3 O7 -142.95(17) . . . . ?
C5 C4 C3 N1 34.3(2) . . . . ?
C7 C8 C9 O8 144.69(17) . . . . ?
C7 C8 C9 N3 -34.9(3) . . . . ?
C10 N3 C9 O8 168.19(16) . . . . ?
C10 N3 C9 C8 -12.2(2) . . . . ?
C11 N3 C9 O8 -6.1(2) . . . . ?
C11 N3 C9 C8 173.53(15) . . . . ?
C1 N1 C3 O7 -165.46(16) . . . . ?
C1 N1 C3 C4 17.4(2) . . . . ?
C2 N1 C3 O7 7.8(2) . . . . ?
C2 N1 C3 C4 -169.30(14) . . . . ?

_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_Cotmpdt(NO3)2
_database_code_depnum_ccdc_archive 'CCDC 2261435'
loop_
_audit_author_name
_audit_author_address
'Wei Lv'
;Nanjing University
China
;
_audit_update_record             
;
2023-07-26 deposited with the CCDC.	2023-07-28 downloaded from the CCDC.
;
_audit_creation_date             2023-07-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H15 Co N5 O6 S2, C2 H3 N'
_chemical_formula_sum            'C13 H18 Co N6 O6 S2'
_chemical_formula_weight         477.38
_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 0.0033 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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7797(9)
_cell_length_b                   10.3740(11)
_cell_length_c                   10.8769(9)
_cell_angle_alpha                92.616(4)
_cell_angle_beta                 103.465(3)
_cell_angle_gamma                112.947(3)
_cell_volume                     976.72(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5823
_cell_measurement_temperature    193.15
_cell_measurement_theta_max      27.209
_cell_measurement_theta_min      2.350
_shelx_estimated_absorpt_T_max   0.876
_shelx_estimated_absorpt_T_min   0.839
_exptl_absorpt_coefficient_mu    1.136
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5172
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1148 before and 0.0474 after correction.
The Ratio of minimum to maximum transmission is 0.6938.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             490
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8631
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.239
_diffrn_reflns_theta_min         2.350
_diffrn_ambient_temperature      193.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3860
_reflns_number_total             4279
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       APEX3
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.573
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         4279
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0331
_refine_ls_restrained_S_all      1.059
_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)+(0.0466P)²+0.2519P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0911
_refine_special_details          ?
_olex2_refinement_description    
;
1. Rigid bond restraints
 Co1, O2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 Co1, O4
 with sigma for 1-2 distances of 0.0008 and sigma for 1-3 distances of 0.0016
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C5(H5)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C11(H11A,H11B,H11C),
 C12(H12A,H12B,H12C)
;
_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
Co1 Co 0.27894(2) 0.43338(2) 0.67160(2) 0.02074(9) Uani 1 1 d . U . . .
S1 S 0.05205(5) 0.35798(5) 0.48718(4) 0.02712(12) Uani 1 1 d . . . . .
S2 S 0.51324(5) 0.46199(5) 0.83204(4) 0.02612(12) Uani 1 1 d . . . . .
N2 N 0.32308(15) 0.28003(15) 0.57559(13) 0.0183(3) Uani 1 1 d . . . . .
O2 O 0.15207(15) 0.41998(15) 0.80884(13) 0.0312(3) Uani 1 1 d . U . . .
O4 O 0.33167(16) 0.65292(15) 0.71424(14) 0.0340(3) Uani 1 1 d . U . . .
O1 O 0.14629(16) 0.21511(16) 0.75697(13) 0.0346(3) Uani 1 1 d . . . . .
O3 O 0.04860(17) 0.24760(18) 0.90974(14) 0.0391(4) Uani 1 1 d . . . . .
O6 O 0.4814(2) 0.81949(16) 0.63042(16) 0.0445(4) Uani 1 1 d . . . . .
O5 O 0.4198(2) 0.59754(16) 0.56767(15) 0.0419(4) Uani 1 1 d . . . . .
N3 N 0.69236(16) 0.34784(17) 0.77249(14) 0.0244(3) Uani 1 1 d . . . . .
N1 N 0.03949(17) 0.20158(18) 0.28216(14) 0.0268(3) Uani 1 1 d . . . . .
N5 N 0.41344(18) 0.69412(17) 0.63714(15) 0.0283(3) Uani 1 1 d . . . . .
N4 N 0.11389(16) 0.29234(18) 0.82717(14) 0.0267(3) Uani 1 1 d . . . . .
C4 C 0.20557(18) 0.18752(19) 0.48058(16) 0.0200(3) Uani 1 1 d . . . . .
C8 C 0.42505(18) 0.23692(18) 0.64569(15) 0.0191(3) Uani 1 1 d . . . . .
C3 C 0.09867(19) 0.24509(19) 0.40661(16) 0.0217(3) Uani 1 1 d . . . . .
C9 C 0.55407(19) 0.34806(18) 0.74776(16) 0.0203(3) Uani 1 1 d . . . . .
C10 C 0.7449(2) 0.2750(2) 0.68759(18) 0.0296(4) Uani 1 1 d . . . . .
H10A H 0.761261 0.196944 0.726350 0.044 Uiso 1 1 calc R U . . .
H10B H 0.841931 0.341987 0.674640 0.044 Uiso 1 1 calc R U . . .
H10C H 0.666563 0.237436 0.604998 0.044 Uiso 1 1 calc R U . . .
C6 C 0.2735(2) -0.00141(19) 0.54348(17) 0.0254(4) Uani 1 1 d . . . . .
H6 H 0.252027 -0.099407 0.536911 0.031 Uiso 1 1 calc R U . . .
C7 C 0.4026(2) 0.09607(19) 0.63394(17) 0.0233(4) Uani 1 1 d . . . . .
H7 H 0.474057 0.066984 0.686711 0.028 Uiso 1 1 calc R U . . .
C5 C 0.17617(19) 0.04483(19) 0.46282(17) 0.0236(4) Uani 1 1 d . . . . .
H5 H 0.090953 -0.019693 0.396625 0.028 Uiso 1 1 calc R U . . .
C1 C 0.0992(3) 0.1286(2) 0.20317(18) 0.0361(5) Uani 1 1 d . . . . .
H1A H 0.201359 0.137827 0.251637 0.054 Uiso 1 1 calc R U . . .
H1B H 0.107413 0.171402 0.125219 0.054 Uiso 1 1 calc R U . . .
H1C H 0.028666 0.028143 0.180119 0.054 Uiso 1 1 calc R U . . .
C2 C -0.0846(2) 0.2374(3) 0.21196(19) 0.0384(5) Uani 1 1 d . . . . .
H2A H -0.177003 0.190220 0.241166 0.058 Uiso 1 1 calc R U . . .
H2B H -0.107890 0.205876 0.120243 0.058 Uiso 1 1 calc R U . . .
H2C H -0.051986 0.340209 0.227436 0.058 Uiso 1 1 calc R U . . .
N6 N 0.6576(3) 0.0687(3) 0.9072(2) 0.0611(6) Uani 1 1 d . . . . .
C11 C 0.8119(2) 0.4371(3) 0.8867(2) 0.0387(5) Uani 1 1 d . . . . .
H11A H 0.838172 0.537019 0.878396 0.058 Uiso 1 1 calc R U . . .
H11B H 0.903979 0.417935 0.895965 0.058 Uiso 1 1 calc R U . . .
H11C H 0.773467 0.416103 0.962292 0.058 Uiso 1 1 calc R U . . .
C13 C 0.6308(3) -0.0366(3) 0.9416(2) 0.0431(5) Uani 1 1 d . . . . .
C12 C 0.5973(3) -0.1706(3) 0.9885(3) 0.0552(7) Uani 1 1 d . . . . .
H12A H 0.621572 -0.232645 0.934841 0.083 Uiso 1 1 calc R U . . .
H12B H 0.487717 -0.215272 0.985527 0.083 Uiso 1 1 calc R U . . .
H12C H 0.660079 -0.154706 1.076914 0.083 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 S1 2.4474(5) . ?
Co1 S2 2.4380(5) . ?
Co1 N2 2.0979(15) . ?
Co1 O2 2.1294(14) . ?
Co1 O4 2.1318(15) . ?
Co1 O1 2.4768(16) . ?
Co1 O5 2.2688(15) . ?
S1 C3 1.6901(18) . ?
S2 C9 1.6841(18) . ?
N2 C4 1.344(2) . ?
N2 C8 1.342(2) . ?
O2 N4 1.267(2) . ?
O4 N5 1.266(2) . ?
O1 N4 1.257(2) . ?
O3 N4 1.226(2) . ?
O6 N5 1.223(2) . ?
O5 N5 1.257(2) . ?
N3 C9 1.317(2) . ?
N3 C10 1.465(2) . ?
N3 C11 1.464(2) . ?
N1 C3 1.322(2) . ?
N1 C1 1.474(2) . ?
N1 C2 1.463(3) . ?
C4 C3 1.495(3) . ?
C4 C5 1.388(3) . ?
C8 C9 1.500(2) . ?
C8 C7 1.385(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C6 H6 0.9500 . ?
C6 C7 1.386(2) . ?
C6 C5 1.383(3) . ?
C7 H7 0.9500 . ?
C5 H5 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
N6 C13 1.123(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C12 1.445(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 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
S1 Co1 O1 88.75(4) . . ?
S2 Co1 S1 166.427(19) . . ?
S2 Co1 O1 86.70(4) . . ?
N2 Co1 S1 83.11(4) . . ?
N2 Co1 S2 83.40(4) . . ?
N2 Co1 O2 131.66(6) . . ?
N2 Co1 O4 146.45(6) . . ?
N2 Co1 O1 76.65(5) . . ?
N2 Co1 O5 89.02(6) . . ?
O2 Co1 S1 94.39(4) . . ?
O2 Co1 S2 93.46(4) . . ?
O2 Co1 O4 81.53(6) . . ?
O2 Co1 O1 55.01(5) . . ?
O2 Co1 O5 139.31(6) . . ?
O4 Co1 S1 101.31(4) . . ?
O4 Co1 S2 90.79(4) . . ?
O4 Co1 O1 136.15(5) . . ?
O4 Co1 O5 57.94(6) . . ?
O5 Co1 S1 90.54(5) . . ?
O5 Co1 S2 90.71(5) . . ?
O5 Co1 O1 165.64(5) . . ?
C3 S1 Co1 95.69(6) . . ?
C9 S2 Co1 95.69(6) . . ?
C4 N2 Co1 116.60(11) . . ?
C8 N2 Co1 116.12(10) . . ?
C8 N2 C4 119.05(15) . . ?
N4 O2 Co1 102.04(11) . . ?
N5 O4 Co1 96.24(11) . . ?
N4 O1 Co1 85.87(11) . . ?
N5 O5 Co1 90.08(11) . . ?
C9 N3 C10 125.28(14) . . ?
C9 N3 C11 119.52(16) . . ?
C11 N3 C10 114.91(15) . . ?
C3 N1 C1 124.48(17) . . ?
C3 N1 C2 119.78(17) . . ?
C2 N1 C1 115.49(15) . . ?
O6 N5 O4 122.27(17) . . ?
O6 N5 O5 122.19(18) . . ?
O5 N5 O4 115.54(16) . . ?
O1 N4 O2 116.77(15) . . ?
O3 N4 O2 121.03(17) . . ?
O3 N4 O1 122.20(18) . . ?
N2 C4 C3 115.41(15) . . ?
N2 C4 C5 121.71(16) . . ?
C5 C4 C3 122.47(15) . . ?
N2 C8 C9 115.34(15) . . ?
N2 C8 C7 121.95(15) . . ?
C7 C8 C9 122.32(16) . . ?
N1 C3 S1 122.56(15) . . ?
N1 C3 C4 118.99(16) . . ?
C4 C3 S1 118.39(12) . . ?
N3 C9 S2 122.69(13) . . ?
N3 C9 C8 118.84(15) . . ?
C8 C9 S2 118.37(13) . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C5 C6 C7 119.58(17) . . ?
C8 C7 C6 118.49(17) . . ?
C8 C7 H7 120.8 . . ?
C6 C7 H7 120.8 . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.61(15) . . ?
C6 C5 H5 120.7 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N3 C11 H11A 109.5 . . ?
N3 C11 H11B 109.5 . . ?
N3 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N6 C13 C12 178.9(3) . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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 S1 C3 N1 -160.29(14) . . . . ?
Co1 S1 C3 C4 22.55(13) . . . . ?
Co1 S2 C9 N3 161.13(15) . . . . ?
Co1 S2 C9 C8 -22.64(14) . . . . ?
Co1 N2 C4 C3 33.37(18) . . . . ?
Co1 N2 C4 C5 -139.42(14) . . . . ?
Co1 N2 C8 C9 -33.78(18) . . . . ?
Co1 N2 C8 C7 139.20(14) . . . . ?
Co1 O2 N4 O1 -5.98(17) . . . . ?
Co1 O2 N4 O3 173.98(13) . . . . ?
Co1 O4 N5 O6 -175.64(16) . . . . ?
Co1 O4 N5 O5 4.57(18) . . . . ?
Co1 O1 N4 O2 5.04(14) . . . . ?
Co1 O1 N4 O3 -174.92(15) . . . . ?
Co1 O5 N5 O4 -4.26(16) . . . . ?
Co1 O5 N5 O6 175.94(17) . . . . ?
N2 C4 C3 S1 -39.3(2) . . . . ?
N2 C4 C3 N1 143.43(16) . . . . ?
N2 C4 C5 C6 -1.7(3) . . . . ?
N2 C8 C9 S2 39.8(2) . . . . ?
N2 C8 C9 N3 -143.84(17) . . . . ?
N2 C8 C7 C6 2.4(3) . . . . ?
C4 N2 C8 C9 178.78(13) . . . . ?
C4 N2 C8 C7 -8.2(2) . . . . ?
C8 N2 C4 C3 -179.35(14) . . . . ?
C8 N2 C4 C5 7.9(2) . . . . ?
C3 C4 C5 C6 -174.01(16) . . . . ?
C9 C8 C7 C6 174.94(16) . . . . ?
C10 N3 C9 S2 -165.72(16) . . . . ?
C10 N3 C9 C8 18.1(3) . . . . ?
C7 C8 C9 S2 -133.17(16) . . . . ?
C7 C8 C9 N3 43.2(2) . . . . ?
C7 C6 C5 C4 -4.1(3) . . . . ?
C5 C4 C3 S1 133.43(15) . . . . ?
C5 C4 C3 N1 -43.8(2) . . . . ?
C5 C6 C7 C8 3.8(3) . . . . ?
C1 N1 C3 S1 166.49(16) . . . . ?
C1 N1 C3 C4 -16.4(3) . . . . ?
C2 N1 C3 S1 -7.5(2) . . . . ?
C2 N1 C3 C4 169.68(17) . . . . ?
C11 N3 C9 S2 7.8(3) . . . . ?
C11 N3 C9 C8 -168.43(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
