# Electronic Supplementary Material (ESI) for Sustainable Energy & Fuels.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_ss
_audit_block_doi                 10.5517/ccdc.csd.cc2ch377
_database_code_depnum_ccdc_archive 'CCDC 2189258'
loop_
_audit_author_name
_audit_author_address
'Sukanta Saha'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2022-07-11 deposited with the CCDC.	2022-07-22 downloaded from the CCDC.
;
_audit_creation_date             2022-07-11
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H20 Cl Co N6 O4, C4 H7 O'
_chemical_formula_sum            'C17 H27 Cl Co N6 O5'
_chemical_formula_weight         489.82
_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'
Cl Cl 0.1484 0.1585 '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                   8.1412(2)
_cell_length_b                   22.2100(6)
_cell_length_c                   11.7627(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.9580(10)
_cell_angle_gamma                90
_cell_volume                     2118.93(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3330
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      2.53
_shelx_estimated_absorpt_T_max   0.947
_shelx_estimated_absorpt_T_min   0.855
_exptl_absorpt_coefficient_mu    0.978
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6507
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0649 before and 0.0549 after correction. The Ratio of minimum to maximum transmission is 0.8732. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.165
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.056
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11573
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         1.965
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3088
_reflns_number_total             3717
_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 V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.711
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         3717
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.034
_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)+(0.0344P)²+2.8066P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0875
_refine_ls_wR_factor_ref         0.0940
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Rotating group:
 N6(H6A)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C12(H12), C13(H13), C1S(H1S)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C8(H8A,H8B,H8C), C3S(H3SA,
 H3SB,H3SC), C4S(H4SA,H4SB,H4SC)
2.d Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   mixed
_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 0.57995(5) 0.65985(2) 0.42828(3) 0.00944(12) Uani 1 1 d . . . . .
Cl1 Cl 0.43912(9) 0.68057(3) 0.26065(6) 0.01303(17) Uani 1 1 d . . . . .
O1 O 0.4948(2) 0.77488(8) 0.51206(16) 0.0134(4) Uani 1 1 d . . . . .
O2 O 0.3997(3) 0.55068(9) 0.42602(17) 0.0167(5) Uani 1 1 d . . . . .
H2 H 0.520(7) 0.544(3) 0.377(5) 0.11(2) Uiso 1 1 d . . . . .
O3 O 0.6605(3) 0.54625(9) 0.33298(18) 0.0193(5) Uani 1 1 d . . . . .
O4 O 0.7587(3) 0.77157(9) 0.41797(17) 0.0165(5) Uani 1 1 d . . . . .
H4 H 0.674744 0.780920 0.450817 0.025 Uiso 1 1 calc GR . . . .
N1 N 0.4513(3) 0.71655(10) 0.50156(19) 0.0110(5) Uani 1 1 d . . . . .
N2 N 0.4072(3) 0.60822(10) 0.46057(19) 0.0120(5) Uani 1 1 d . . . . .
N3 N 0.7083(3) 0.60390(10) 0.3517(2) 0.0129(5) Uani 1 1 d . . . . .
N4 N 0.7539(3) 0.71165(10) 0.3925(2) 0.0122(5) Uani 1 1 d . . . . .
N5 N 0.6980(3) 0.63919(10) 0.57446(19) 0.0103(5) Uani 1 1 d . . . . .
N6 N 0.9304(3) 0.59606(13) 0.8936(2) 0.0185(6) Uani 1 1 d . . . . .
H6A H 0.928496 0.556589 0.909164 0.022 Uiso 1 1 d GR . . . .
H6B H 0.963(4) 0.6253(16) 0.936(3) 0.020(9) Uiso 1 1 d . . . . .
C1 C 0.1981(4) 0.73282(14) 0.6002(3) 0.0173(7) Uani 1 1 d . . . . .
H1A H 0.232922 0.775062 0.601180 0.026 Uiso 1 1 calc GR . . . .
H1B H 0.194127 0.718453 0.678668 0.026 Uiso 1 1 calc GR . . . .
H1C H 0.088405 0.729271 0.559302 0.026 Uiso 1 1 calc GR . . . .
C2 C 0.3183(4) 0.69569(13) 0.5413(2) 0.0125(6) Uani 1 1 d . . . . .
C3 C 0.2936(3) 0.63122(13) 0.5187(2) 0.0122(6) Uani 1 1 d . . . . .
C4 C 0.1527(4) 0.59501(14) 0.5550(3) 0.0196(7) Uani 1 1 d . . . . .
H4A H 0.067382 0.591646 0.491298 0.029 Uiso 1 1 calc GR . . . .
H4B H 0.106660 0.614907 0.619534 0.029 Uiso 1 1 calc GR . . . .
H4C H 0.191610 0.554708 0.578153 0.029 Uiso 1 1 calc GR . . . .
C5 C 0.9550(4) 0.58675(16) 0.2478(3) 0.0267(8) Uani 1 1 d . . . . .
H5A H 0.937476 0.543981 0.263204 0.040 Uiso 1 1 calc GR . . . .
H5B H 1.069828 0.597421 0.271097 0.040 Uiso 1 1 calc GR . . . .
H5C H 0.931508 0.594517 0.165955 0.040 Uiso 1 1 calc GR . . . .
C6 C 0.8424(4) 0.62396(14) 0.3135(2) 0.0154(6) Uani 1 1 d . . . . .
C7 C 0.8701(4) 0.68838(14) 0.3386(2) 0.0139(6) Uani 1 1 d . . . . .
C8 C 1.0139(4) 0.72214(15) 0.3011(3) 0.0200(7) Uani 1 1 d . . . . .
H8A H 1.006872 0.764375 0.324299 0.030 Uiso 1 1 calc GR . . . .
H8B H 1.013234 0.719835 0.217824 0.030 Uiso 1 1 calc GR . . . .
H8C H 1.116156 0.704454 0.336364 0.030 Uiso 1 1 calc GR . . . .
C9 C 0.7616(3) 0.68186(13) 0.6474(2) 0.0122(6) Uani 1 1 d . . . . .
H9 H 0.752907 0.722772 0.624040 0.015 Uiso 1 1 calc R . . . .
C10 C 0.8378(4) 0.66942(13) 0.7528(2) 0.0129(6) Uani 1 1 d . . . . .
H10 H 0.880597 0.701223 0.800588 0.016 Uiso 1 1 calc R . . . .
C11 C 0.8529(3) 0.60928(13) 0.7904(2) 0.0134(6) Uani 1 1 d . . . . .
C12 C 0.7863(3) 0.56484(13) 0.7144(2) 0.0134(6) Uani 1 1 d . . . . .
H12 H 0.792650 0.523562 0.735531 0.016 Uiso 1 1 calc R . . . .
C13 C 0.7125(3) 0.58131(13) 0.6101(2) 0.0126(6) Uani 1 1 d . . . . .
H13 H 0.669244 0.550520 0.560064 0.015 Uiso 1 1 calc R . . . .
O1S O 0.8267(3) 0.47208(10) 0.94601(18) 0.0217(5) Uani 1 1 d . . . . .
C1S C 0.6919(4) 0.44641(14) 0.9311(3) 0.0199(7) Uani 1 1 d . . . . .
H1S H 0.649954 0.439270 0.854367 0.024 Uiso 1 1 calc R . . . .
C2S C 0.6004(3) 0.42792(12) 1.0122(2) 0.0073(6) Uani 1 1 d . . . . .
C3S C 0.6531(5) 0.43640(18) 1.1322(3) 0.0319(9) Uani 1 1 d . . . . .
H3SA H 0.674186 0.397102 1.168484 0.048 Uiso 1 1 calc GR . . . .
H3SB H 0.566400 0.457323 1.169576 0.048 Uiso 1 1 calc GR . . . .
H3SC H 0.754283 0.460506 1.139699 0.048 Uiso 1 1 calc GR . . . .
C4S C 0.4430(4) 0.39841(17) 0.9848(3) 0.0347(9) Uani 1 1 d . . . . .
H4SA H 0.355120 0.422382 1.014568 0.052 Uiso 1 1 calc GR . . . .
H4SB H 0.445302 0.358294 1.019638 0.052 Uiso 1 1 calc GR . . . .
H4SC H 0.422128 0.394616 0.901843 0.052 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 Cl1 2.2413(8) . ?
Co1 N1 1.893(2) . ?
Co1 N2 1.879(2) . ?
Co1 N3 1.900(2) . ?
Co1 N4 1.900(2) . ?
Co1 N5 1.951(2) . ?
O1 N1 1.346(3) . ?
O2 H2 1.19(6) . ?
O2 N2 1.341(3) . ?
O3 H2 1.29(6) . ?
O3 N3 1.351(3) . ?
O4 H4 0.8400 . ?
O4 N4 1.364(3) . ?
N1 C2 1.301(4) . ?
N2 C3 1.301(4) . ?
N3 C6 1.295(4) . ?
N4 C7 1.292(4) . ?
N5 C9 1.351(4) . ?
N5 C13 1.354(4) . ?
N6 H6A 0.8959 . ?
N6 H6B 0.85(3) . ?
N6 C11 1.351(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.495(4) . ?
C2 C3 1.467(4) . ?
C3 C4 1.494(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C5 C6 1.498(4) . ?
C6 C7 1.474(4) . ?
C7 C8 1.489(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 0.9500 . ?
C9 C10 1.366(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.409(4) . ?
C11 C12 1.408(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.369(4) . ?
C13 H13 0.9500 . ?
O1S C1S 1.236(4) . ?
C1S H1S 0.9500 . ?
C1S C2S 1.326(4) . ?
C2S C3S 1.452(4) . ?
C2S C4S 1.450(4) . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?
C4S H4SA 0.9800 . ?
C4S H4SB 0.9800 . ?
C4S H4SC 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 Cl1 90.17(7) . . ?
N1 Co1 N3 178.75(10) . . ?
N1 Co1 N4 98.66(10) . . ?
N1 Co1 N5 90.28(10) . . ?
N2 Co1 Cl1 88.18(7) . . ?
N2 Co1 N1 81.98(10) . . ?
N2 Co1 N3 98.55(10) . . ?
N2 Co1 N4 178.86(10) . . ?
N2 Co1 N5 89.91(10) . . ?
N3 Co1 Cl1 88.72(7) . . ?
N3 Co1 N4 80.79(10) . . ?
N3 Co1 N5 90.85(10) . . ?
N4 Co1 Cl1 90.87(7) . . ?
N4 Co1 N5 91.02(10) . . ?
N5 Co1 Cl1 177.96(7) . . ?
N2 O2 H2 105(3) . . ?
N3 O3 H2 103(3) . . ?
N4 O4 H4 109.5 . . ?
O1 N1 Co1 122.03(17) . . ?
C2 N1 Co1 115.92(19) . . ?
C2 N1 O1 122.0(2) . . ?
O2 N2 Co1 122.40(18) . . ?
C3 N2 Co1 116.42(19) . . ?
C3 N2 O2 121.2(2) . . ?
O3 N3 Co1 122.33(18) . . ?
C6 N3 Co1 117.0(2) . . ?
C6 N3 O3 120.6(2) . . ?
O4 N4 Co1 123.36(18) . . ?
C7 N4 Co1 117.3(2) . . ?
C7 N4 O4 119.3(2) . . ?
C9 N5 Co1 121.82(19) . . ?
C9 N5 C13 116.8(2) . . ?
C13 N5 Co1 121.30(19) . . ?
H6A N6 H6B 130.0 . . ?
C11 N6 H6A 112.4 . . ?
C11 N6 H6B 117(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 124.6(3) . . ?
N1 C2 C3 112.8(3) . . ?
C3 C2 C1 122.5(3) . . ?
N2 C3 C2 112.7(2) . . ?
N2 C3 C4 122.5(3) . . ?
C2 C3 C4 124.8(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C6 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
C6 C5 H5C 109.5 . . ?
N3 C6 C5 124.1(3) . . ?
N3 C6 C7 112.6(3) . . ?
C7 C6 C5 123.3(3) . . ?
N4 C7 C6 112.4(3) . . ?
N4 C7 C8 124.9(3) . . ?
C6 C7 C8 122.7(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N5 C9 H9 118.2 . . ?
N5 C9 C10 123.6(3) . . ?
C10 C9 H9 118.2 . . ?
C9 C10 H10 120.1 . . ?
C9 C10 C11 119.8(3) . . ?
C11 C10 H10 120.1 . . ?
N6 C11 C10 120.6(3) . . ?
N6 C11 C12 122.8(3) . . ?
C12 C11 C10 116.5(3) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.8(3) . . ?
C13 C12 H12 120.1 . . ?
N5 C13 C12 123.4(3) . . ?
N5 C13 H13 118.3 . . ?
C12 C13 H13 118.3 . . ?
O1S C1S H1S 117.0 . . ?
O1S C1S C2S 126.0(3) . . ?
C2S C1S H1S 117.0 . . ?
C1S C2S C3S 121.5(3) . . ?
C1S C2S C4S 121.4(3) . . ?
C4S C2S C3S 117.1(3) . . ?
C2S C3S H3SA 109.5 . . ?
C2S C3S H3SB 109.5 . . ?
C2S C3S H3SC 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?
C2S C4S H4SA 109.5 . . ?
C2S C4S H4SB 109.5 . . ?
C2S C4S H4SC 109.5 . . ?
H4SA C4S H4SB 109.5 . . ?
H4SA C4S H4SC 109.5 . . ?
H4SB C4S H4SC 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol-DMF'
####################################################################### 
# 
# 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_ard_ss_vt02r1_fs_autored
_database_code_depnum_ccdc_archive 'CCDC 2152879'
loop_
_audit_author_name
_audit_author_address
'Dependu Dolui'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2022-02-17 deposited with the CCDC.	2022-07-22 downloaded from the CCDC.
;
_audit_creation_date             2022-02-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6392)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C16 H27 Cl Co N6 O6, C8 H14 Cl2 Co N4 O4, H2 O'
_chemical_formula_sum            'C24 H43 Cl3 Co2 N10 O11'
_chemical_formula_weight         871.89
_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'
Cl Cl 0.1484 0.1585 '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                   8.3675(3)
_cell_length_b                   18.8072(5)
_cell_length_c                   22.1321(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.744(3)
_cell_angle_gamma                90
_cell_volume                     3481.30(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5480
_cell_measurement_temperature    108(2)
_cell_measurement_theta_max      24.7180
_cell_measurement_theta_min      1.8370
_shelx_estimated_absorpt_T_max   0.933
_shelx_estimated_absorpt_T_min   0.828
_exptl_absorpt_coefficient_mu    1.254
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72094
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1800
_exptl_crystal_size_max          0.156
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.056
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1087
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            63643
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.841
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      108(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_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  φ   -121.73  70.27   1.00    7.00   6.61  -9.84 -31.50    --   192
  2  ω    -65.46  -0.46   1.00    7.00    --  -19.34  94.56 145.16   65
  3  ω   -100.81  15.19   1.00    7.00    --   -9.84 -59.25 -51.92  116
  4  ω    -65.46  -0.46   1.00    7.00    --  -19.34  94.56  73.16   65
  5  φ    -26.56 102.44   1.00    7.00  81.02  -9.84  31.50    --   129
  6  ω   -100.81  15.19   1.00    7.00    --   -9.84 -59.25 164.08  116
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0560863000
_diffrn_orient_matrix_UB_12      0.0130161000
_diffrn_orient_matrix_UB_13      -0.0219890000
_diffrn_orient_matrix_UB_21      0.0493539000
_diffrn_orient_matrix_UB_22      -0.0122529000
_diffrn_orient_matrix_UB_23      -0.0233253000
_diffrn_orient_matrix_UB_31      -0.0401504000
_diffrn_orient_matrix_UB_32      -0.0332153000
_diffrn_orient_matrix_UB_33      -0.0000327000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4779
_reflns_number_total             6113
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         6113
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0394
_refine_ls_restrained_S_all      1.044
_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)+(0.0279P)²+2.1054P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0803
_refine_ls_wR_factor_ref         0.0879
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O1S(H1SA,H1SB)
2.b Secondary CH2 refined with riding coordinates:
 N5(H5A,H5B), C9(H9A,H9B), C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 N6(H6A), C14(H14)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C8(H8A,H8B,H8C), C5(H5C,H5D,H5E), C4(H4A,H4B,H4C), C13(H13A,
 H13B,H13C), C8A(H8AA,H8AB,H8AC), C4A(H4AA,H4AB,H4AC), C1A(H1AA,H1AB,H1AC),
 C5A(H5AA,H5AB,H5AC)
2.e Idealised tetrahedral OH refined as rotating group:
 O6(H6), O7(H7), O3A(H3A)
;
_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 0.39409(5) 0.70121(2) 0.45647(2) 0.01505(12) Uani 1 1 d . . . . .
Cl1 Cl 0.35361(10) 0.67411(4) 0.55313(4) 0.02079(19) Uani 1 1 d . . . . .
O2 O 0.0632(3) 0.71574(12) 0.42525(10) 0.0230(6) Uani 1 1 d . . . . .
H2 H 0.101(6) 0.655(2) 0.423(2) 0.070(14) Uiso 1 1 d . . . . .
O1 O 0.1732(3) 0.59409(12) 0.42233(11) 0.0231(6) Uani 1 1 d . . . . .
O3 O 0.6094(3) 0.81011(13) 0.49844(11) 0.0247(6) Uani 1 1 d . . . . .
H3 H 0.678(6) 0.762(3) 0.488(2) 0.084(17) Uiso 1 1 d . . . . .
O4 O 0.7294(3) 0.69328(12) 0.47219(11) 0.0245(6) Uani 1 1 d . . . . .
O6 O 0.2224(3) 0.78876(12) 0.28518(10) 0.0210(5) Uani 1 1 d . . . . .
H6 H 0.139940 0.787232 0.262587 0.032 Uiso 1 1 calc R U . . .
O7 O 0.9287(3) 0.76833(12) 0.23889(10) 0.0224(5) Uani 1 1 d . . . . .
H7 H 0.914348 0.729788 0.220331 0.034 Uiso 1 1 calc R U . . .
N1 N 0.3279(3) 0.60933(14) 0.43362(12) 0.0179(6) Uani 1 1 d . . . . .
N4 N 0.5962(3) 0.65647(14) 0.45923(12) 0.0179(6) Uani 1 1 d . . . . .
N3 N 0.4581(3) 0.79375(14) 0.48087(12) 0.0182(6) Uani 1 1 d . . . . .
N2 N 0.1941(3) 0.74812(14) 0.44908(12) 0.0175(6) Uani 1 1 d . . . . .
N5 N 0.4213(3) 0.71957(13) 0.37029(11) 0.0170(6) Uani 1 1 d . . . . .
H5A H 0.473896 0.681536 0.355073 0.020 Uiso 1 1 calc R U . . .
H5B H 0.321925 0.719822 0.352375 0.020 Uiso 1 1 calc R U . . .
N6 N 0.4854(3) 0.79531(13) 0.15989(12) 0.0200(7) Uani 1 1 d . . . . .
H6A H 0.481910 0.798941 0.120229 0.024 Uiso 1 1 calc R U . . .
C2 C 0.4399(4) 0.56196(17) 0.42880(14) 0.0193(8) Uani 1 1 d . . . . .
C14 C 0.6288(4) 0.79035(16) 0.18755(15) 0.0182(7) Uani 1 1 d . . . . .
H14 H 0.722379 0.790353 0.164291 0.022 Uiso 1 1 calc R U . . .
C10 C 0.5026(4) 0.78681(15) 0.28191(14) 0.0166(7) Uani 1 1 d . . . . .
C3 C 0.5994(4) 0.59041(17) 0.44258(14) 0.0194(8) Uani 1 1 d . . . . .
C11 C 0.3539(4) 0.79034(16) 0.25087(15) 0.0170(7) Uani 1 1 d . . . . .
C6 C 0.1902(4) 0.81533(16) 0.46287(15) 0.0189(8) Uani 1 1 d . . . . .
C15 C 0.6424(4) 0.78520(16) 0.24978(14) 0.0164(7) Uani 1 1 d . . . . .
C1 C 0.4088(5) 0.48694(16) 0.40889(16) 0.0269(9) Uani 1 1 d . . . . .
H1A H 0.299700 0.473351 0.418945 0.040 Uiso 1 1 calc R U . . .
H1B H 0.485205 0.455066 0.429610 0.040 Uiso 1 1 calc R U . . .
H1C H 0.421141 0.483326 0.365110 0.040 Uiso 1 1 calc R U . . .
C8 C 0.3811(5) 0.91535(18) 0.50650(17) 0.0306(9) Uani 1 1 d . . . . .
H8A H 0.409484 0.914010 0.549771 0.046 Uiso 1 1 calc R U . . .
H8B H 0.285672 0.944892 0.499863 0.046 Uiso 1 1 calc R U . . .
H8C H 0.470035 0.935504 0.484353 0.046 Uiso 1 1 calc R U . . .
C5 C 0.0428(5) 0.85943(19) 0.45549(18) 0.0321(9) Uani 1 1 d . . . . .
H5C H 0.034565 0.877855 0.414089 0.048 Uiso 1 1 calc R U . . .
H5D H 0.048044 0.899239 0.484046 0.048 Uiso 1 1 calc R U . . .
H5E H -0.051175 0.830170 0.463468 0.048 Uiso 1 1 calc R U . . .
C4 C 0.7488(5) 0.54836(19) 0.43545(17) 0.0301(9) Uani 1 1 d . . . . .
H4A H 0.836536 0.580425 0.425576 0.045 Uiso 1 1 calc R U . . .
H4B H 0.732558 0.513660 0.402798 0.045 Uiso 1 1 calc R U . . .
H4C H 0.775407 0.523358 0.473279 0.045 Uiso 1 1 calc R U . . .
C12 C 0.3456(4) 0.79515(16) 0.18840(15) 0.0187(8) Uani 1 1 d . . . . .
C9 C 0.5034(4) 0.78335(16) 0.34994(14) 0.0195(8) Uani 1 1 d . . . . .
H9A H 0.615219 0.783050 0.365949 0.023 Uiso 1 1 calc R U . . .
H9B H 0.449877 0.826043 0.365908 0.023 Uiso 1 1 calc R U . . .
C7 C 0.3474(4) 0.84135(17) 0.48434(14) 0.0201(8) Uani 1 1 d . . . . .
C13 C 0.1944(4) 0.80155(18) 0.15063(15) 0.0234(8) Uani 1 1 d . . . . .
H13A H 0.220250 0.816352 0.109611 0.035 Uiso 1 1 calc R U . . .
H13B H 0.124411 0.837037 0.168573 0.035 Uiso 1 1 calc R U . . .
H13C H 0.139850 0.755459 0.149032 0.035 Uiso 1 1 calc R U . . .
C16 C 0.8047(4) 0.77799(17) 0.28099(15) 0.0199(8) Uani 1 1 d . . . . .
H16A H 0.827273 0.821200 0.305324 0.024 Uiso 1 1 calc R U . . .
H16B H 0.803485 0.736858 0.308886 0.024 Uiso 1 1 calc R U . . .
Co1A Co 0.67236(5) 0.53496(2) 0.20691(2) 0.01504(12) Uani 1 1 d . . . . .
Cl2A Cl 0.77225(10) 0.46161(4) 0.13779(4) 0.02017(19) Uani 1 1 d . . . . .
Cl1A Cl 0.57163(10) 0.60650(4) 0.27771(4) 0.0219(2) Uani 1 1 d . . . . .
O4A O 0.8845(3) 0.64700(11) 0.17491(10) 0.0210(5) Uani 1 1 d . . . . .
O2A O 0.4570(3) 0.42653(11) 0.24227(11) 0.0240(6) Uani 1 1 d . . . . .
H2A H 0.605(6) 0.423(2) 0.277(2) 0.073(16) Uiso 1 1 d . . . . .
O1A O 0.7173(3) 0.42904(11) 0.29772(10) 0.0218(5) Uani 1 1 d . . . . .
O3A O 0.6191(3) 0.64295(12) 0.11583(11) 0.0237(6) Uani 1 1 d . . . . .
H3A H 0.713000 0.650861 0.128538 0.036 Uiso 1 1 calc R U . . .
N1A N 0.7821(3) 0.48486(13) 0.26861(12) 0.0174(6) Uani 1 1 d . . . . .
N3A N 0.5586(3) 0.58528(13) 0.14567(12) 0.0180(6) Uani 1 1 d . . . . .
N4A N 0.8635(3) 0.58911(13) 0.20955(12) 0.0173(6) Uani 1 1 d . . . . .
N2A N 0.4798(3) 0.48211(13) 0.20600(12) 0.0183(6) Uani 1 1 d . . . . .
C3A C 0.9233(4) 0.50672(16) 0.28391(15) 0.0184(8) Uani 1 1 d . . . . .
C2A C 0.9714(4) 0.56918(17) 0.24957(15) 0.0182(8) Uani 1 1 d . . . . .
C8A C 0.3029(4) 0.60181(19) 0.08903(16) 0.0286(9) Uani 1 1 d . . . . .
H8AA H 0.347850 0.648030 0.078170 0.043 Uiso 1 1 calc R U . . .
H8AB H 0.199103 0.608876 0.107472 0.043 Uiso 1 1 calc R U . . .
H8AC H 0.288916 0.572554 0.052614 0.043 Uiso 1 1 calc R U . . .
C6A C 0.3683(4) 0.50267(17) 0.16758(15) 0.0189(8) Uani 1 1 d . . . . .
C7A C 0.4142(4) 0.56512(17) 0.13306(15) 0.0202(8) Uani 1 1 d . . . . .
C4A C 1.0287(4) 0.47343(17) 0.33115(15) 0.0242(8) Uani 1 1 d . . . . .
H4AA H 0.966536 0.439721 0.354679 0.036 Uiso 1 1 calc R U . . .
H4AB H 1.072960 0.510393 0.358010 0.036 Uiso 1 1 calc R U . . .
H4AC H 1.116155 0.448226 0.311910 0.036 Uiso 1 1 calc R U . . .
C1A C 1.1264(4) 0.60681(18) 0.26085(16) 0.0249(8) Uani 1 1 d . . . . .
H1AA H 1.157126 0.631447 0.223952 0.037 Uiso 1 1 calc R U . . .
H1AB H 1.209260 0.572191 0.272560 0.037 Uiso 1 1 calc R U . . .
H1AC H 1.114751 0.641509 0.293456 0.037 Uiso 1 1 calc R U . . .
C5A C 0.2115(4) 0.46617(18) 0.16005(16) 0.0245(8) Uani 1 1 d . . . . .
H5AA H 0.129814 0.500637 0.146898 0.037 Uiso 1 1 calc R U . . .
H5AB H 0.182016 0.445184 0.198674 0.037 Uiso 1 1 calc R U . . .
H5AC H 0.219335 0.428592 0.129599 0.037 Uiso 1 1 calc R U . . .
O1S O 0.4730(3) 0.84967(15) 0.04894(11) 0.0316(6) Uani 1 1 d G . . . .
H1SA H 0.569407 0.849012 0.035373 0.047 Uiso 1 1 d G U . . .
H1SB H 0.412987 0.834562 0.018823 0.047 Uiso 1 1 d G 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 Cl1 2.2350(9) . ?
Co1 N1 1.879(3) . ?
Co1 N4 1.889(3) . ?
Co1 N3 1.895(3) . ?
Co1 N2 1.894(3) . ?
Co1 N5 1.958(3) . ?
O2 H2 1.19(5) . ?
O2 N2 1.346(3) . ?
O1 H2 1.30(5) . ?
O1 N1 1.342(3) . ?
O3 H3 1.10(5) . ?
O3 N3 1.348(4) . ?
O4 H3 1.41(5) . ?
O4 N4 1.335(3) . ?
O6 H6 0.8400 . ?
O6 C11 1.356(4) . ?
O7 H7 0.8400 . ?
O7 C16 1.427(4) . ?
N1 C2 1.300(4) . ?
N4 C3 1.296(4) . ?
N3 C7 1.292(4) . ?
N2 C6 1.301(4) . ?
N5 H5A 0.9100 . ?
N5 H5B 0.9100 . ?
N5 C9 1.461(4) . ?
N6 H6A 0.8800 . ?
N6 C14 1.334(4) . ?
N6 C12 1.346(4) . ?
C2 C3 1.461(5) . ?
C2 C1 1.499(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(4) . ?
C10 C11 1.404(5) . ?
C10 C15 1.387(5) . ?
C10 C9 1.507(4) . ?
C3 C4 1.492(5) . ?
C11 C12 1.385(5) . ?
C6 C5 1.491(5) . ?
C6 C7 1.469(5) . ?
C15 C16 1.511(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 C7 1.499(4) . ?
C5 H5C 0.9800 . ?
C5 H5D 0.9800 . ?
C5 H5E 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C12 C13 1.499(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
Co1A Cl2A 2.2405(9) . ?
Co1A Cl1A 2.2485(9) . ?
Co1A N1A 1.876(3) . ?
Co1A N3A 1.887(3) . ?
Co1A N4A 1.895(3) . ?
Co1A N2A 1.893(3) . ?
O4A N4A 1.346(3) . ?
O2A H2A 1.44(5) . ?
O2A N2A 1.335(3) . ?
O1A H2A 1.04(5) . ?
O1A N1A 1.353(3) . ?
O3A H3A 0.8400 . ?
O3A N3A 1.374(3) . ?
N1A C3A 1.287(4) . ?
N3A C7A 1.289(4) . ?
N4A C2A 1.300(4) . ?
N2A C6A 1.302(4) . ?
C3A C2A 1.462(5) . ?
C3A C4A 1.485(4) . ?
C2A C1A 1.492(5) . ?
C8A H8AA 0.9800 . ?
C8A H8AB 0.9800 . ?
C8A H8AC 0.9800 . ?
C8A C7A 1.496(5) . ?
C6A C7A 1.459(5) . ?
C6A C5A 1.485(5) . ?
C4A H4AA 0.9800 . ?
C4A H4AB 0.9800 . ?
C4A H4AC 0.9800 . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
C5A H5AA 0.9800 . ?
C5A H5AB 0.9800 . ?
C5A H5AC 0.9800 . ?
O1S H1SA 0.8697 . ?
O1S H1SB 0.8698 . ?

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 Cl1 89.76(8) . . ?
N1 Co1 N4 81.68(12) . . ?
N1 Co1 N3 178.83(12) . . ?
N1 Co1 N2 98.78(12) . . ?
N1 Co1 N5 86.68(11) . . ?
N4 Co1 Cl1 91.66(8) . . ?
N4 Co1 N3 98.91(12) . . ?
N4 Co1 N2 176.61(11) . . ?
N4 Co1 N5 88.84(11) . . ?
N3 Co1 Cl1 89.22(8) . . ?
N3 Co1 N5 94.33(11) . . ?
N2 Co1 Cl1 91.70(8) . . ?
N2 Co1 N3 80.69(12) . . ?
N2 Co1 N5 87.84(11) . . ?
N5 Co1 Cl1 176.30(8) . . ?
N2 O2 H2 104(2) . . ?
N1 O1 H2 105(2) . . ?
N3 O3 H3 104(3) . . ?
N4 O4 H3 106(2) . . ?
C11 O6 H6 109.5 . . ?
C16 O7 H7 109.5 . . ?
O1 N1 Co1 121.4(2) . . ?
C2 N1 Co1 116.4(2) . . ?
C2 N1 O1 122.1(3) . . ?
O4 N4 Co1 121.1(2) . . ?
C3 N4 Co1 116.3(2) . . ?
C3 N4 O4 122.3(3) . . ?
O3 N3 Co1 123.1(2) . . ?
C7 N3 Co1 117.2(2) . . ?
C7 N3 O3 119.5(3) . . ?
O2 N2 Co1 121.9(2) . . ?
C6 N2 Co1 117.4(2) . . ?
C6 N2 O2 120.4(3) . . ?
Co1 N5 H5A 107.1 . . ?
Co1 N5 H5B 107.1 . . ?
H5A N5 H5B 106.8 . . ?
C9 N5 Co1 121.0(2) . . ?
C9 N5 H5A 107.1 . . ?
C9 N5 H5B 107.1 . . ?
C14 N6 H6A 117.7 . . ?
C14 N6 C12 124.6(3) . . ?
C12 N6 H6A 117.7 . . ?
N1 C2 C3 112.8(3) . . ?
N1 C2 C1 123.4(3) . . ?
C3 C2 C1 123.7(3) . . ?
N6 C14 H14 119.7 . . ?
N6 C14 C15 120.5(3) . . ?
C15 C14 H14 119.7 . . ?
C11 C10 C9 117.9(3) . . ?
C15 C10 C11 119.9(3) . . ?
C15 C10 C9 122.2(3) . . ?
N4 C3 C2 112.6(3) . . ?
N4 C3 C4 124.2(3) . . ?
C2 C3 C4 123.1(3) . . ?
O6 C11 C10 116.6(3) . . ?
O6 C11 C12 122.9(3) . . ?
C12 C11 C10 120.6(3) . . ?
N2 C6 C5 122.8(3) . . ?
N2 C6 C7 111.8(3) . . ?
C7 C6 C5 125.4(3) . . ?
C14 C15 C10 117.7(3) . . ?
C14 C15 C16 120.5(3) . . ?
C10 C15 C16 121.8(3) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
C6 C5 H5C 109.5 . . ?
C6 C5 H5D 109.5 . . ?
C6 C5 H5E 109.5 . . ?
H5C C5 H5D 109.5 . . ?
H5C C5 H5E 109.5 . . ?
H5D C5 H5E 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N6 C12 C11 116.7(3) . . ?
N6 C12 C13 118.0(3) . . ?
C11 C12 C13 125.3(3) . . ?
N5 C9 C10 110.8(3) . . ?
N5 C9 H9A 109.5 . . ?
N5 C9 H9B 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
N3 C7 C6 112.7(3) . . ?
N3 C7 C8 122.3(3) . . ?
C6 C7 C8 124.9(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O7 C16 C15 112.0(3) . . ?
O7 C16 H16A 109.2 . . ?
O7 C16 H16B 109.2 . . ?
C15 C16 H16A 109.2 . . ?
C15 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
Cl2A Co1A Cl1A 178.72(4) . . ?
N1A Co1A Cl2A 90.18(8) . . ?
N1A Co1A Cl1A 88.79(8) . . ?
N1A Co1A N3A 178.97(12) . . ?
N1A Co1A N4A 81.58(12) . . ?
N1A Co1A N2A 98.15(12) . . ?
N3A Co1A Cl2A 90.51(8) . . ?
N3A Co1A Cl1A 90.51(8) . . ?
N3A Co1A N4A 99.17(12) . . ?
N3A Co1A N2A 81.08(12) . . ?
N4A Co1A Cl2A 91.14(8) . . ?
N4A Co1A Cl1A 89.48(8) . . ?
N2A Co1A Cl2A 90.26(8) . . ?
N2A Co1A Cl1A 89.12(8) . . ?
N2A Co1A N4A 178.58(12) . . ?
N2A O2A H2A 102.3(19) . . ?
N1A O1A H2A 103(3) . . ?
N3A O3A H3A 109.5 . . ?
O1A N1A Co1A 122.8(2) . . ?
C3A N1A Co1A 117.1(2) . . ?
C3A N1A O1A 120.0(3) . . ?
O3A N3A Co1A 123.8(2) . . ?
C7A N3A Co1A 117.2(2) . . ?
C7A N3A O3A 119.0(3) . . ?
O4A N4A Co1A 122.8(2) . . ?
C2A N4A Co1A 115.7(2) . . ?
C2A N4A O4A 121.4(3) . . ?
O2A N2A Co1A 122.8(2) . . ?
C6A N2A Co1A 116.3(2) . . ?
C6A N2A O2A 120.8(3) . . ?
N1A C3A C2A 112.6(3) . . ?
N1A C3A C4A 124.8(3) . . ?
C2A C3A C4A 122.5(3) . . ?
N4A C2A C3A 112.9(3) . . ?
N4A C2A C1A 124.0(3) . . ?
C3A C2A C1A 123.1(3) . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C7A C8A H8AA 109.5 . . ?
C7A C8A H8AB 109.5 . . ?
C7A C8A H8AC 109.5 . . ?
N2A C6A C7A 112.7(3) . . ?
N2A C6A C5A 123.3(3) . . ?
C7A C6A C5A 124.0(3) . . ?
N3A C7A C8A 124.5(3) . . ?
N3A C7A C6A 112.5(3) . . ?
C6A C7A C8A 123.0(3) . . ?
C3A C4A H4AA 109.5 . . ?
C3A C4A H4AB 109.5 . . ?
C3A C4A H4AC 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 109.5 . . ?
C2A C1A H1AA 109.5 . . ?
C2A C1A H1AB 109.5 . . ?
C2A C1A H1AC 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
C6A C5A H5AA 109.5 . . ?
C6A C5A H5AB 109.5 . . ?
C6A C5A H5AC 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
H1SA O1S H1SB 104.5 . . ?

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 C2 C3 0.1(4) . . . . ?
Co1 N1 C2 C1 -177.7(2) . . . . ?
Co1 N4 C3 C2 -4.2(4) . . . . ?
Co1 N4 C3 C4 173.3(3) . . . . ?
Co1 N3 C7 C6 -5.2(4) . . . . ?
Co1 N3 C7 C8 176.4(2) . . . . ?
Co1 N2 C6 C5 176.2(2) . . . . ?
Co1 N2 C6 C7 -2.2(4) . . . . ?
Co1 N5 C9 C10 -177.6(2) . . . . ?
Cl1 Co1 N1 O1 87.2(2) . . . . ?
Cl1 Co1 N1 C2 -93.5(2) . . . . ?
Cl1 Co1 N4 O4 -93.2(2) . . . . ?
Cl1 Co1 N4 C3 92.9(2) . . . . ?
Cl1 Co1 N3 O3 86.7(2) . . . . ?
Cl1 Co1 N3 C7 -88.6(2) . . . . ?
Cl1 Co1 N2 O2 -97.5(2) . . . . ?
Cl1 Co1 N2 C6 88.6(2) . . . . ?
O2 N2 C6 C5 2.2(5) . . . . ?
O2 N2 C6 C7 -176.2(3) . . . . ?
O1 N1 C2 C3 179.4(3) . . . . ?
O1 N1 C2 C1 1.6(5) . . . . ?
O3 N3 C7 C6 179.4(3) . . . . ?
O3 N3 C7 C8 1.0(5) . . . . ?
O4 N4 C3 C2 -178.0(3) . . . . ?
O4 N4 C3 C4 -0.6(5) . . . . ?
O6 C11 C12 N6 -179.2(3) . . . . ?
O6 C11 C12 C13 2.1(5) . . . . ?
N1 Co1 N4 O4 177.3(2) . . . . ?
N1 Co1 N4 C3 3.4(2) . . . . ?
N1 Co1 N2 O2 -7.5(2) . . . . ?
N1 Co1 N2 C6 178.6(2) . . . . ?
N1 C2 C3 N4 2.6(4) . . . . ?
N1 C2 C3 C4 -174.8(3) . . . . ?
N4 Co1 N1 O1 178.9(2) . . . . ?
N4 Co1 N1 C2 -1.8(2) . . . . ?
N4 Co1 N3 O3 -4.9(2) . . . . ?
N4 Co1 N3 C7 179.9(2) . . . . ?
N3 Co1 N4 O4 -3.7(2) . . . . ?
N3 Co1 N4 C3 -177.6(2) . . . . ?
N3 Co1 N2 O2 173.6(2) . . . . ?
N3 Co1 N2 C6 -0.4(2) . . . . ?
N2 Co1 N1 O1 -4.5(2) . . . . ?
N2 Co1 N1 C2 174.8(2) . . . . ?
N2 Co1 N3 O3 178.5(2) . . . . ?
N2 Co1 N3 C7 3.3(2) . . . . ?
N2 C6 C7 N3 4.7(4) . . . . ?
N2 C6 C7 C8 -177.0(3) . . . . ?
N5 Co1 N1 O1 -91.8(2) . . . . ?
N5 Co1 N1 C2 87.5(2) . . . . ?
N5 Co1 N4 O4 90.5(2) . . . . ?
N5 Co1 N4 C3 -83.4(2) . . . . ?
N5 Co1 N3 O3 -94.4(2) . . . . ?
N5 Co1 N3 C7 90.4(3) . . . . ?
N5 Co1 N2 O2 78.8(2) . . . . ?
N5 Co1 N2 C6 -95.1(2) . . . . ?
N6 C14 C15 C10 -1.2(4) . . . . ?
N6 C14 C15 C16 178.7(3) . . . . ?
C14 N6 C12 C11 0.8(5) . . . . ?
C14 N6 C12 C13 179.7(3) . . . . ?
C14 C15 C16 O7 -7.5(4) . . . . ?
C10 C11 C12 N6 0.8(4) . . . . ?
C10 C11 C12 C13 -177.9(3) . . . . ?
C10 C15 C16 O7 172.5(3) . . . . ?
C11 C10 C15 C14 2.8(4) . . . . ?
C11 C10 C15 C16 -177.1(3) . . . . ?
C11 C10 C9 N5 61.4(4) . . . . ?
C15 C10 C11 O6 177.4(3) . . . . ?
C15 C10 C11 C12 -2.6(5) . . . . ?
C15 C10 C9 N5 -117.3(3) . . . . ?
C1 C2 C3 N4 -179.6(3) . . . . ?
C1 C2 C3 C4 2.9(5) . . . . ?
C5 C6 C7 N3 -173.6(3) . . . . ?
C5 C6 C7 C8 4.7(5) . . . . ?
C12 N6 C14 C15 -0.6(5) . . . . ?
C9 C10 C11 O6 -1.4(4) . . . . ?
C9 C10 C11 C12 178.6(3) . . . . ?
C9 C10 C15 C14 -178.5(3) . . . . ?
C9 C10 C15 C16 1.6(5) . . . . ?
Co1A N1A C3A C2A 0.8(4) . . . . ?
Co1A N1A C3A C4A -179.3(2) . . . . ?
Co1A N3A C7A C8A 175.6(3) . . . . ?
Co1A N3A C7A C6A -3.2(4) . . . . ?
Co1A N4A C2A C3A 1.4(4) . . . . ?
Co1A N4A C2A C1A -177.0(2) . . . . ?
Co1A N2A C6A C7A -1.4(4) . . . . ?
Co1A N2A C6A C5A 178.6(2) . . . . ?
Cl2A Co1A N1A O1A -90.6(2) . . . . ?
Cl2A Co1A N1A C3A 91.1(2) . . . . ?
Cl2A Co1A N3A O3A -90.2(2) . . . . ?
Cl2A Co1A N3A C7A 92.2(2) . . . . ?
Cl2A Co1A N4A O4A 92.8(2) . . . . ?
Cl2A Co1A N4A C2A -90.8(2) . . . . ?
Cl2A Co1A N2A O2A 89.3(2) . . . . ?
Cl2A Co1A N2A C6A -90.6(2) . . . . ?
Cl1A Co1A N1A O1A 88.6(2) . . . . ?
Cl1A Co1A N1A C3A -89.7(2) . . . . ?
Cl1A Co1A N3A O3A 90.6(2) . . . . ?
Cl1A Co1A N3A C7A -87.0(2) . . . . ?
Cl1A Co1A N4A O4A -88.4(2) . . . . ?
Cl1A Co1A N4A C2A 88.0(2) . . . . ?
Cl1A Co1A N2A O2A -89.6(2) . . . . ?
Cl1A Co1A N2A C6A 90.5(2) . . . . ?
O4A N4A C2A C3A 177.9(3) . . . . ?
O4A N4A C2A C1A -0.5(5) . . . . ?
O2A N2A C6A C7A 178.7(3) . . . . ?
O2A N2A C6A C5A -1.3(5) . . . . ?
O1A N1A C3A C2A -177.6(3) . . . . ?
O1A N1A C3A C4A 2.3(5) . . . . ?
O3A N3A C7A C8A -2.2(5) . . . . ?
O3A N3A C7A C6A 179.0(3) . . . . ?
N1A Co1A N4A O4A -177.2(2) . . . . ?
N1A Co1A N4A C2A -0.8(2) . . . . ?
N1A Co1A N2A O2A -1.0(2) . . . . ?
N1A Co1A N2A C6A 179.2(2) . . . . ?
N1A C3A C2A N4A -1.5(4) . . . . ?
N1A C3A C2A C1A 176.9(3) . . . . ?
N3A Co1A N4A O4A 2.1(2) . . . . ?
N3A Co1A N4A C2A 178.5(2) . . . . ?
N3A Co1A N2A O2A 179.7(2) . . . . ?
N3A Co1A N2A C6A -0.2(2) . . . . ?
N4A Co1A N1A O1A 178.3(2) . . . . ?
N4A Co1A N1A C3A -0.1(2) . . . . ?
N4A Co1A N3A O3A 1.1(3) . . . . ?
N4A Co1A N3A C7A -176.6(2) . . . . ?
N2A Co1A N1A O1A -0.3(2) . . . . ?
N2A Co1A N1A C3A -178.7(2) . . . . ?
N2A Co1A N3A O3A 179.7(2) . . . . ?
N2A Co1A N3A C7A 2.0(2) . . . . ?
N2A C6A C7A N3A 3.0(4) . . . . ?
N2A C6A C7A C8A -175.8(3) . . . . ?
C4A C3A C2A N4A 178.6(3) . . . . ?
C4A C3A C2A C1A -3.0(5) . . . . ?
C5A C6A C7A N3A -177.1(3) . . . . ?
C5A C6A C7A C8A 4.1(5) . . . . ?

_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 1.441
_oxdiff_exptl_absorpt_empirical_full_min 0.754
