# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4a
_database_code_depnum_ccdc_archive 'CCDC 2119313'
loop_
_audit_author_name
_audit_author_address
'Dr. Rajesh Gonnade'
;CSIR NATIONAL CHEMICAL LABORATORY PUNE INDIA
India
;
_audit_update_record             
;
2021-10-30 deposited with the CCDC.	2022-02-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H19 Cl2 Co N3 O'
_chemical_formula_sum            'C15 H19 Cl2 Co N3 O'
_chemical_formula_weight         387.16

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3409(3)
_cell_length_b                   8.2378(3)
_cell_length_c                   14.1911(6)
_cell_angle_alpha                77.2420(10)
_cell_angle_beta                 85.133(2)
_cell_angle_gamma                77.2610(10)
_cell_volume                     815.80(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9061
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      30.57

_exptl_crystal_description       NEEDLE
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_F_000             398
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.383
_shelx_estimated_absorpt_T_min   0.698
_shelx_estimated_absorpt_T_max   0.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6762
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            20027
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.701
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3913
_reflns_number_gt                3759
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL, Mercury 2020.20'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0193P)²+0.4650P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0035(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3913
_refine_ls_number_parameters     206
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0193
_refine_ls_R_factor_gt           0.0184
_refine_ls_wR_factor_ref         0.0475
_refine_ls_wR_factor_gt          0.0467
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.22335(2) 0.37110(2) 0.74060(2) 0.01046(5) Uani 1 1 d . . . . .
Cl1 Cl -0.03610(4) 0.38636(4) 0.83956(2) 0.01620(7) Uani 1 1 d . . . . .
Cl2 Cl 0.44090(4) 0.16241(3) 0.82287(2) 0.01341(6) Uani 1 1 d . . . . .
O1 O 0.37020(12) 0.84608(10) 0.69403(6) 0.01638(17) Uani 1 1 d . . . . .
N1 N 0.28316(13) 0.59715(12) 0.67970(6) 0.01101(17) Uani 1 1 d . . . . .
N2 N 0.21421(13) 0.35166(11) 0.60125(6) 0.01052(17) Uani 1 1 d . . . . .
N3 N 0.29777(14) 0.80745(12) 0.87881(7) 0.01199(18) Uani 1 1 d . . . . .
H1 H 0.345(2) 0.878(2) 0.8312(12) 0.024(4) Uiso 1 1 d . . . . .
C1 C 0.28869(15) 0.62825(13) 0.57758(8) 0.01030(19) Uani 1 1 d . . . . .
C2 C 0.32687(15) 0.77108(14) 0.51365(8) 0.0120(2) Uani 1 1 d . . . . .
H2 H 0.355101 0.860881 0.538014 0.014 Uiso 1 1 calc R U . . .
C3 C 0.32445(15) 0.78520(14) 0.41261(8) 0.0130(2) Uani 1 1 d . . . . .
H3 H 0.351094 0.884743 0.370473 0.016 Uiso 1 1 calc R U . . .
C4 C 0.28478(15) 0.65942(14) 0.37384(8) 0.0129(2) Uani 1 1 d . . . . .
H4 H 0.282359 0.672158 0.305745 0.015 Uiso 1 1 calc R U . . .
C5 C 0.24735(15) 0.50989(14) 0.43660(8) 0.0110(2) Uani 1 1 d . . . . .
C6 C 0.21056(15) 0.37193(14) 0.40240(8) 0.0128(2) Uani 1 1 d . . . . .
H6 H 0.207574 0.378091 0.334893 0.015 Uiso 1 1 calc R U . . .
C7 C 0.17927(16) 0.22953(14) 0.46681(8) 0.0139(2) Uani 1 1 d . . . . .
H7 H 0.155377 0.135862 0.444562 0.017 Uiso 1 1 calc R U . . .
C8 C 0.18300(15) 0.22395(14) 0.56631(8) 0.0126(2) Uani 1 1 d . . . . .
H8 H 0.162253 0.124299 0.610549 0.015 Uiso 1 1 calc R U . . .
C9 C 0.24868(14) 0.49483(13) 0.53794(8) 0.00988(19) Uani 1 1 d . . . . .
C10 C 0.32205(16) 0.70886(14) 0.72664(8) 0.0122(2) Uani 1 1 d . . . . .
C11 C 0.30572(18) 0.65396(14) 0.83737(8) 0.0149(2) Uani 1 1 d . . . . .
H11A H 0.191187 0.608138 0.856810 0.018 Uiso 1 1 calc R U . . .
H11B H 0.415063 0.564218 0.861348 0.018 Uiso 1 1 calc R U . . .
C12 C 0.10036(16) 0.89518(15) 0.89978(8) 0.0160(2) Uani 1 1 d . . . . .
H12A H 0.103626 0.998226 0.924106 0.019 Uiso 1 1 calc R U . . .
H12B H 0.042766 0.818246 0.951564 0.019 Uiso 1 1 calc R U . . .
C13 C -0.02061(17) 0.94613(17) 0.81247(9) 0.0205(2) Uani 1 1 d . . . . .
H13A H 0.037577 1.019217 0.760023 0.031 Uiso 1 1 calc R U . . .
H13B H -0.144457 1.008233 0.829696 0.031 Uiso 1 1 calc R U . . .
H13C H -0.033253 0.843928 0.791172 0.031 Uiso 1 1 calc R U . . .
C14 C 0.41273(17) 0.77265(15) 0.96659(8) 0.0148(2) Uani 1 1 d . . . . .
H14A H 0.373626 0.680075 1.015879 0.018 Uiso 1 1 calc R U . . .
H14B H 0.388991 0.875803 0.994447 0.018 Uiso 1 1 calc R U . . .
C15 C 0.61973(17) 0.72225(16) 0.94292(9) 0.0196(2) Uani 1 1 d . . . . .
H15A H 0.646110 0.612468 0.923102 0.029 Uiso 1 1 calc R U . . .
H15B H 0.690303 0.712682 1.000200 0.029 Uiso 1 1 calc R U . . .
H15C H 0.656816 0.808982 0.890141 0.029 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 N1 1.9982(9) . ?
Co1 N2 2.0268(9) . ?
Co1 Cl2 2.2557(3) . ?
Co1 Cl1 2.2658(3) . ?
O1 C10 1.2387(14) . ?
N1 C10 1.3383(14) . ?
N1 C1 1.4135(13) . ?
N2 C8 1.3271(14) . ?
N2 C9 1.3737(13) . ?
N3 C11 1.4959(14) . ?
N3 C14 1.5034(14) . ?
N3 C12 1.5069(15) . ?
N3 H1 0.892(17) . ?
C1 C2 1.3845(15) . ?
C1 C9 1.4332(15) . ?
C2 C3 1.4141(15) . ?
C2 H2 0.9500 . ?
C3 C4 1.3686(16) . ?
C3 H3 0.9500 . ?
C4 C5 1.4175(15) . ?
C4 H4 0.9500 . ?
C5 C6 1.4147(15) . ?
C5 C9 1.4165(14) . ?
C6 C7 1.3689(16) . ?
C6 H6 0.9500 . ?
C7 C8 1.4049(15) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C10 C11 1.5383(15) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.5142(17) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.5137(17) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 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 N2 83.09(4) . . ?
N1 Co1 Cl2 120.47(3) . . ?
N2 Co1 Cl2 112.33(3) . . ?
N1 Co1 Cl1 113.98(3) . . ?
N2 Co1 Cl1 121.47(3) . . ?
Cl2 Co1 Cl1 105.330(12) . . ?
C10 N1 C1 121.32(9) . . ?
C10 N1 Co1 126.00(7) . . ?
C1 N1 Co1 112.64(7) . . ?
C8 N2 C9 119.05(9) . . ?
C8 N2 Co1 129.37(8) . . ?
C9 N2 Co1 111.58(7) . . ?
C11 N3 C14 113.77(9) . . ?
C11 N3 C12 112.52(9) . . ?
C14 N3 C12 110.27(9) . . ?
C11 N3 H1 103.9(11) . . ?
C14 N3 H1 108.9(11) . . ?
C12 N3 H1 107.0(11) . . ?
C2 C1 N1 127.39(10) . . ?
C2 C1 C9 117.82(10) . . ?
N1 C1 C9 114.79(9) . . ?
C1 C2 C3 120.94(10) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C4 C3 C2 121.81(10) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 119.15(10) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C9 117.83(10) . . ?
C6 C5 C4 122.70(10) . . ?
C9 C5 C4 119.46(10) . . ?
C7 C6 C5 119.85(10) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C6 C7 C8 119.02(10) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
N2 C8 C7 122.93(10) . . ?
N2 C8 H8 118.5 . . ?
C7 C8 H8 118.5 . . ?
N2 C9 C5 121.30(10) . . ?
N2 C9 C1 117.89(9) . . ?
C5 C9 C1 120.80(10) . . ?
O1 C10 N1 129.61(10) . . ?
O1 C10 C11 116.68(10) . . ?
N1 C10 C11 113.71(9) . . ?
N3 C11 C10 107.65(9) . . ?
N3 C11 H11A 110.2 . . ?
C10 C11 H11A 110.2 . . ?
N3 C11 H11B 110.2 . . ?
C10 C11 H11B 110.2 . . ?
H11A C11 H11B 108.5 . . ?
N3 C12 C13 113.38(10) . . ?
N3 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
N3 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C14 C15 112.02(9) . . ?
N3 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
N3 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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
C10 N1 C1 C2 -1.98(17) . . . . ?
Co1 N1 C1 C2 -179.61(9) . . . . ?
C10 N1 C1 C9 178.37(10) . . . . ?
Co1 N1 C1 C9 0.74(11) . . . . ?
N1 C1 C2 C3 -179.00(10) . . . . ?
C9 C1 C2 C3 0.64(16) . . . . ?
C1 C2 C3 C4 -0.06(17) . . . . ?
C2 C3 C4 C5 -0.80(17) . . . . ?
C3 C4 C5 C6 -178.11(10) . . . . ?
C3 C4 C5 C9 1.04(16) . . . . ?
C9 C5 C6 C7 -0.52(16) . . . . ?
C4 C5 C6 C7 178.64(10) . . . . ?
C5 C6 C7 C8 0.48(17) . . . . ?
C9 N2 C8 C7 -1.49(16) . . . . ?
Co1 N2 C8 C7 179.42(8) . . . . ?
C6 C7 C8 N2 0.55(17) . . . . ?
C8 N2 C9 C5 1.42(15) . . . . ?
Co1 N2 C9 C5 -179.34(8) . . . . ?
C8 N2 C9 C1 -177.76(10) . . . . ?
Co1 N2 C9 C1 1.48(12) . . . . ?
C6 C5 C9 N2 -0.43(15) . . . . ?
C4 C5 C9 N2 -179.62(10) . . . . ?
C6 C5 C9 C1 178.73(10) . . . . ?
C4 C5 C9 C1 -0.46(15) . . . . ?
C2 C1 C9 N2 178.81(9) . . . . ?
N1 C1 C9 N2 -1.51(14) . . . . ?
C2 C1 C9 C5 -0.38(15) . . . . ?
N1 C1 C9 C5 179.30(9) . . . . ?
C1 N1 C10 O1 -1.77(18) . . . . ?
Co1 N1 C10 O1 175.53(9) . . . . ?
C1 N1 C10 C11 179.11(9) . . . . ?
Co1 N1 C10 C11 -3.59(14) . . . . ?
C14 N3 C11 C10 -138.17(10) . . . . ?
C12 N3 C11 C10 95.50(11) . . . . ?
O1 C10 C11 N3 16.80(14) . . . . ?
N1 C10 C11 N3 -163.95(9) . . . . ?
C11 N3 C12 C13 -56.04(12) . . . . ?
C14 N3 C12 C13 175.77(9) . . . . ?
C11 N3 C14 C15 65.57(12) . . . . ?
C12 N3 C14 C15 -166.93(9) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C15 H15C Cl2 0.98 2.98 3.6504(13) 126.4 1_565 yes
C15 H15B Cl2 0.98 2.93 3.6201(13) 128.3 2_667 yes
C15 H15A Cl1 0.98 2.98 3.7778(13) 138.8 1_655 yes
C14 H14B Cl2 0.99 2.90 3.4456(11) 115.8 2_667 yes
C11 H11A Cl1 0.99 2.79 3.6814(12) 149.9 . yes
C8 H8 O1 0.95 2.56 3.3026(14) 135.2 1_545 yes
C2 H2 O1 0.95 2.20 2.8212(14) 121.9 . yes
N3 H1 O1 0.892(17) 2.010(17) 2.5941(12) 121.8(14) . yes
N3 H1 Cl2 0.892(17) 2.562(17) 3.2362(10) 132.9(13) 1_565 yes

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_2a
_database_code_depnum_ccdc_archive 'CCDC 2119314'
loop_
_audit_author_name
_audit_author_address
'Dr. Rajesh Gonnade'
;CSIR NATIONAL CHEMICAL LABORATORY PUNE INDIA
India
;
_audit_update_record             
;
2021-10-30 deposited with the CCDC.	2022-02-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H21 Cl2 Co N3'
_chemical_formula_sum            'C15 H21 Cl2 Co N3'
_chemical_formula_weight         373.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.6500(9)
_cell_length_b                   24.8705(12)
_cell_length_c                   7.9667(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.490(2)
_cell_angle_gamma                90
_cell_volume                     3298.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9581
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      28.65

_exptl_crystal_description       'thin plate'
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_F_000             1544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.361
_shelx_estimated_absorpt_T_min   0.745
_shelx_estimated_absorpt_T_max   0.923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.745
_exptl_absorpt_correction_T_max  0.923
_exptl_absorpt_process_details   'SADABS (Bruker. 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            49368
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.447
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6459
_reflns_number_gt                5975
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL, Mercury 2020.20'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0027P)²+12.0193P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6459
_refine_ls_number_parameters     384
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.0855
_refine_ls_wR_factor_gt          0.0834
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_restrained_S_all      1.132
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.83533(3) 0.62765(2) 0.27866(6) 0.00991(11) Uani 1 1 d . . . . .
Cl1 Cl 0.86987(5) 0.70199(3) 0.11536(12) 0.01597(19) Uani 1 1 d . . . . .
Cl2 Cl 0.88102(5) 0.55856(3) 0.11075(12) 0.01584(19) Uani 1 1 d . . . . .
N1 N 0.78546(17) 0.68523(12) 0.4598(4) 0.0117(6) Uani 1 1 d . . . . .
H1 H 0.818819 0.718666 0.461652 0.014 Uiso 1 1 calc R U . . .
N2 N 0.71110(17) 0.61632(12) 0.2493(4) 0.0112(6) Uani 1 1 d . . . . .
N3 N 0.88280(18) 0.59344(12) 0.5086(4) 0.0125(6) Uani 1 1 d . . . . .
C1 C 0.7051(2) 0.69789(14) 0.4065(5) 0.0126(7) Uani 1 1 d . . . . .
C2 C 0.6645(2) 0.74361(14) 0.4512(5) 0.0138(7) Uani 1 1 d . . . . .
H2 H 0.690336 0.769981 0.518903 0.017 Uiso 1 1 calc R U . . .
C3 C 0.5843(2) 0.75166(15) 0.3970(5) 0.0156(8) Uani 1 1 d . . . . .
H3 H 0.557460 0.784003 0.426098 0.019 Uiso 1 1 calc R U . . .
C4 C 0.5447(2) 0.71385(15) 0.3035(5) 0.0153(8) Uani 1 1 d . . . . .
H4 H 0.490385 0.719596 0.270813 0.018 Uiso 1 1 calc R U . . .
C5 C 0.5847(2) 0.66597(15) 0.2551(5) 0.0129(7) Uani 1 1 d . . . . .
C6 C 0.5486(2) 0.62453(15) 0.1593(5) 0.0162(8) Uani 1 1 d . . . . .
H6 H 0.493719 0.627159 0.126809 0.019 Uiso 1 1 calc R U . . .
C7 C 0.5928(2) 0.58064(15) 0.1135(5) 0.0169(8) Uani 1 1 d . . . . .
H7 H 0.568565 0.551800 0.053500 0.020 Uiso 1 1 calc R U . . .
C8 C 0.6755(2) 0.57900(14) 0.1571(5) 0.0140(7) Uani 1 1 d . . . . .
H8 H 0.706737 0.549661 0.118169 0.017 Uiso 1 1 calc R U . . .
C9 C 0.6663(2) 0.65923(14) 0.3038(4) 0.0120(7) Uani 1 1 d . . . . .
C10 C 0.7876(2) 0.65930(15) 0.6279(5) 0.0151(8) Uani 1 1 d . . . . .
H10A H 0.743722 0.632622 0.636828 0.018 Uiso 1 1 calc R U . . .
H10B H 0.780444 0.686679 0.716719 0.018 Uiso 1 1 calc R U . . .
C11 C 0.8682(2) 0.63183(15) 0.6489(5) 0.0145(7) Uani 1 1 d . . . . .
H11A H 0.911285 0.659243 0.651446 0.017 Uiso 1 1 calc R U . . .
H11B H 0.869588 0.612199 0.756970 0.017 Uiso 1 1 calc R U . . .
C12 C 0.9698(2) 0.58015(16) 0.4983(5) 0.0171(8) Uani 1 1 d . . . . .
H12A H 0.976433 0.547040 0.430844 0.021 Uiso 1 1 calc R U . . .
H12B H 0.990864 0.572808 0.612648 0.021 Uiso 1 1 calc R U . . .
C13 C 1.0186(2) 0.62490(16) 0.4204(5) 0.0195(8) Uani 1 1 d . . . . .
H13A H 0.999044 0.631655 0.305903 0.029 Uiso 1 1 calc R U . . .
H13B H 1.075233 0.614348 0.417174 0.029 Uiso 1 1 calc R U . . .
H13C H 1.012935 0.657665 0.487579 0.029 Uiso 1 1 calc R U . . .
C14 C 0.8351(2) 0.54306(15) 0.5288(5) 0.0175(8) Uani 1 1 d . . . . .
H14A H 0.843780 0.520336 0.428497 0.021 Uiso 1 1 calc R U . . .
H14B H 0.777500 0.552848 0.530203 0.021 Uiso 1 1 calc R U . . .
C15 C 0.8533(3) 0.50918(16) 0.6845(5) 0.0223(9) Uani 1 1 d . . . . .
H15A H 0.910258 0.499321 0.686091 0.033 Uiso 1 1 calc R U . . .
H15B H 0.820399 0.476495 0.681807 0.033 Uiso 1 1 calc R U . . .
H15C H 0.840788 0.529977 0.785421 0.033 Uiso 1 1 calc R U . . .
Co1' Co 0.33079(3) 0.87100(2) 0.31402(6) 0.01049(11) Uani 1 1 d . . . . .
Cl1' Cl 0.36793(5) 0.79799(4) 0.48392(12) 0.01739(19) Uani 1 1 d . . . . .
Cl2' Cl 0.37508(5) 0.94116(3) 0.48160(12) 0.01655(19) Uani 1 1 d . . . . .
N1' N 0.28080(17) 0.81207(12) 0.1356(4) 0.0118(6) Uani 1 1 d . . . . .
H1' H 0.314843 0.778951 0.134882 0.014 Uiso 1 1 calc R U . . .
N2' N 0.20670(18) 0.88272(12) 0.3354(4) 0.0118(6) Uani 1 1 d . . . . .
N3' N 0.37951(18) 0.90241(12) 0.0850(4) 0.0133(6) Uani 1 1 d . . . . .
C1' C 0.2012(2) 0.79905(14) 0.1892(4) 0.0115(7) Uani 1 1 d . . . . .
C2' C 0.1614(2) 0.75228(14) 0.1497(5) 0.0141(7) Uani 1 1 d . . . . .
H2' H 0.187433 0.725300 0.085658 0.017 Uiso 1 1 calc R U . . .
C3' C 0.0821(2) 0.74426(15) 0.2037(5) 0.0146(8) Uani 1 1 d . . . . .
H3' H 0.055528 0.711510 0.177077 0.018 Uiso 1 1 calc R U . . .
C4' C 0.0423(2) 0.78264(15) 0.2940(5) 0.0135(7) Uani 1 1 d . . . . .
H4' H -0.011523 0.776764 0.327918 0.016 Uiso 1 1 calc R U . . .
C5' C 0.0820(2) 0.83112(14) 0.3362(4) 0.0115(7) Uani 1 1 d . . . . .
C6' C 0.0456(2) 0.87341(15) 0.4286(5) 0.0144(7) Uani 1 1 d . . . . .
H6' H -0.008650 0.870457 0.463114 0.017 Uiso 1 1 calc R U . . .
C7' C 0.0892(2) 0.91828(15) 0.4672(5) 0.0159(8) Uani 1 1 d . . . . .
H7' H 0.064789 0.947474 0.524192 0.019 Uiso 1 1 calc R U . . .
C8' C 0.1710(2) 0.92101(14) 0.4218(5) 0.0145(7) Uani 1 1 d . . . . .
H8' H 0.201381 0.951609 0.454774 0.017 Uiso 1 1 calc R U . . .
C9' C 0.1627(2) 0.83867(14) 0.2876(4) 0.0102(7) Uani 1 1 d . . . . .
C10' C 0.2820(2) 0.83799(15) -0.0318(5) 0.0147(8) Uani 1 1 d . . . . .
H10C H 0.239245 0.865542 -0.039833 0.018 Uiso 1 1 calc R U . . .
H10D H 0.272549 0.810836 -0.120689 0.018 Uiso 1 1 calc R U . . .
C11' C 0.3630(2) 0.86369(15) -0.0540(5) 0.0174(8) Uani 1 1 d . . . . .
H11C H 0.405036 0.835551 -0.054835 0.021 Uiso 1 1 calc R U . . .
H11D H 0.364408 0.882791 -0.162957 0.021 Uiso 1 1 calc R U . . .
C12' C 0.4676(2) 0.91167(15) 0.1034(5) 0.0169(8) Uani 1 1 d . . . . .
H12C H 0.476395 0.944617 0.170872 0.020 Uiso 1 1 calc R U . . .
H12D H 0.490543 0.917983 -0.009076 0.020 Uiso 1 1 calc R U . . .
C13' C 0.5123(2) 0.86536(17) 0.1863(5) 0.0219(9) Uani 1 1 d . . . . .
H13D H 0.490837 0.859282 0.298844 0.033 Uiso 1 1 calc R U . . .
H13E H 0.569563 0.874178 0.194800 0.033 Uiso 1 1 calc R U . . .
H13F H 0.505360 0.832759 0.118619 0.033 Uiso 1 1 calc R U . . .
C14' C 0.3384(2) 0.95489(15) 0.0558(5) 0.0174(8) Uani 1 1 d . . . . .
H14C H 0.343406 0.976605 0.159540 0.021 Uiso 1 1 calc R U . . .
H14D H 0.280495 0.947768 0.037164 0.021 Uiso 1 1 calc R U . . .
C15' C 0.3686(3) 0.98837(16) -0.0897(5) 0.0243(9) Uani 1 1 d . . . . .
H15D H 0.426263 0.995047 -0.075164 0.036 Uiso 1 1 calc R U . . .
H15E H 0.339849 1.022741 -0.092935 0.036 Uiso 1 1 calc R U . . .
H15F H 0.359260 0.968963 -0.195160 0.036 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 N2 2.099(3) . ?
Co1 N3 2.163(3) . ?
Co1 N1 2.201(3) . ?
Co1 Cl2 2.3103(10) . ?
Co1 Cl1 2.3355(10) . ?
N1 C1 1.435(4) . ?
N1 C10 1.487(5) . ?
N1 H1 1.0000 . ?
N2 C8 1.321(5) . ?
N2 C9 1.375(5) . ?
N3 C12 1.490(5) . ?
N3 C11 1.492(5) . ?
N3 C14 1.493(5) . ?
C1 C2 1.371(5) . ?
C1 C9 1.415(5) . ?
C2 C3 1.414(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.366(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.419(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.414(5) . ?
C5 C9 1.420(5) . ?
C6 C7 1.368(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.417(5) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C10 C11 1.513(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.513(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.528(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
Co1' N2' 2.095(3) . ?
Co1' N3' 2.150(3) . ?
Co1' N1' 2.200(3) . ?
Co1' Cl2' 2.3139(10) . ?
Co1' Cl1' 2.3445(10) . ?
N1' C1' 1.432(4) . ?
N1' C10' 1.482(5) . ?
N1' H1' 1.0000 . ?
N2' C8' 1.320(5) . ?
N2' C9' 1.370(4) . ?
N3' C12' 1.491(4) . ?
N3' C14' 1.491(5) . ?
N3' C11' 1.492(5) . ?
C1' C2' 1.375(5) . ?
C1' C9' 1.416(5) . ?
C2' C3' 1.406(5) . ?
C2' H2' 0.9500 . ?
C3' C4' 1.369(5) . ?
C3' H3' 0.9500 . ?
C4' C5' 1.414(5) . ?
C4' H4' 0.9500 . ?
C5' C9' 1.414(5) . ?
C5' C6' 1.422(5) . ?
C6' C7' 1.365(5) . ?
C6' H6' 0.9500 . ?
C7' C8' 1.412(5) . ?
C7' H7' 0.9500 . ?
C8' H8' 0.9500 . ?
C10' C11' 1.503(5) . ?
C10' H10C 0.9900 . ?
C10' H10D 0.9900 . ?
C11' H11C 0.9900 . ?
C11' H11D 0.9900 . ?
C12' C13' 1.519(5) . ?
C12' H12C 0.9900 . ?
C12' H12D 0.9900 . ?
C13' H13D 0.9800 . ?
C13' H13E 0.9800 . ?
C13' H13F 0.9800 . ?
C14' C15' 1.517(5) . ?
C14' H14C 0.9900 . ?
C14' H14D 0.9900 . ?
C15' H15D 0.9800 . ?
C15' H15E 0.9800 . ?
C15' H15F 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
N2 Co1 N3 113.21(11) . . ?
N2 Co1 N1 77.49(11) . . ?
N3 Co1 N1 80.67(11) . . ?
N2 Co1 Cl2 99.48(9) . . ?
N3 Co1 Cl2 94.48(9) . . ?
N1 Co1 Cl2 172.55(8) . . ?
N2 Co1 Cl1 106.94(8) . . ?
N3 Co1 Cl1 133.88(9) . . ?
N1 Co1 Cl1 86.91(8) . . ?
Cl2 Co1 Cl1 100.51(4) . . ?
C1 N1 C10 112.1(3) . . ?
C1 N1 Co1 107.8(2) . . ?
C10 N1 Co1 107.6(2) . . ?
C1 N1 H1 109.8 . . ?
C10 N1 H1 109.8 . . ?
Co1 N1 H1 109.8 . . ?
C8 N2 C9 118.6(3) . . ?
C8 N2 Co1 126.4(2) . . ?
C9 N2 Co1 113.4(2) . . ?
C12 N3 C11 110.4(3) . . ?
C12 N3 C14 109.8(3) . . ?
C11 N3 C14 111.5(3) . . ?
C12 N3 Co1 112.9(2) . . ?
C11 N3 Co1 108.8(2) . . ?
C14 N3 Co1 103.3(2) . . ?
C2 C1 C9 119.3(3) . . ?
C2 C1 N1 124.5(3) . . ?
C9 C1 N1 116.2(3) . . ?
C1 C2 C3 120.3(3) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 121.3(3) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 124.1(3) . . ?
C6 C5 C9 117.6(3) . . ?
C4 C5 C9 118.4(3) . . ?
C7 C6 C5 119.9(3) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C8 118.8(3) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 H7 120.6 . . ?
N2 C8 C7 123.1(3) . . ?
N2 C8 H8 118.4 . . ?
C7 C8 H8 118.4 . . ?
N2 C9 C1 117.6(3) . . ?
N2 C9 C5 121.8(3) . . ?
C1 C9 C5 120.6(3) . . ?
N1 C10 C11 108.1(3) . . ?
N1 C10 H10A 110.1 . . ?
C11 C10 H10A 110.1 . . ?
N1 C10 H10B 110.1 . . ?
C11 C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?
N3 C11 C10 110.9(3) . . ?
N3 C11 H11A 109.5 . . ?
C10 C11 H11A 109.5 . . ?
N3 C11 H11B 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
N3 C12 C13 112.6(3) . . ?
N3 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
N3 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
H12A C12 H12B 107.8 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C14 C15 116.7(3) . . ?
N3 C14 H14A 108.1 . . ?
C15 C14 H14A 108.1 . . ?
N3 C14 H14B 108.1 . . ?
C15 C14 H14B 108.1 . . ?
H14A C14 H14B 107.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2' Co1' N3' 113.46(12) . . ?
N2' Co1' N1' 77.13(11) . . ?
N3' Co1' N1' 80.63(11) . . ?
N2' Co1' Cl2' 99.08(9) . . ?
N3' Co1' Cl2' 95.45(9) . . ?
N1' Co1' Cl2' 172.75(8) . . ?
N2' Co1' Cl1' 108.43(9) . . ?
N3' Co1' Cl1' 132.20(9) . . ?
N1' Co1' Cl1' 87.34(8) . . ?
Cl2' Co1' Cl1' 99.77(4) . . ?
C1' N1' C10' 112.8(3) . . ?
C1' N1' Co1' 107.7(2) . . ?
C10' N1' Co1' 106.5(2) . . ?
C1' N1' H1' 109.9 . . ?
C10' N1' H1' 109.9 . . ?
Co1' N1' H1' 109.9 . . ?
C8' N2' C9' 118.7(3) . . ?
C8' N2' Co1' 126.3(3) . . ?
C9' N2' Co1' 113.0(2) . . ?
C12' N3' C14' 109.3(3) . . ?
C12' N3' C11' 110.4(3) . . ?
C14' N3' C11' 111.6(3) . . ?
C12' N3' Co1' 110.5(2) . . ?
C14' N3' Co1' 105.9(2) . . ?
C11' N3' Co1' 109.1(2) . . ?
C2' C1' C9' 119.7(3) . . ?
C2' C1' N1' 124.7(3) . . ?
C9' C1' N1' 115.6(3) . . ?
C1' C2' C3' 120.2(3) . . ?
C1' C2' H2' 119.9 . . ?
C3' C2' H2' 119.9 . . ?
C4' C3' C2' 121.4(3) . . ?
C4' C3' H3' 119.3 . . ?
C2' C3' H3' 119.3 . . ?
C3' C4' C5' 119.5(3) . . ?
C3' C4' H4' 120.3 . . ?
C5' C4' H4' 120.3 . . ?
C9' C5' C4' 119.4(3) . . ?
C9' C5' C6' 117.0(3) . . ?
C4' C5' C6' 123.6(3) . . ?
C7' C6' C5' 119.5(3) . . ?
C7' C6' H6' 120.2 . . ?
C5' C6' H6' 120.2 . . ?
C6' C7' C8' 119.6(3) . . ?
C6' C7' H7' 120.2 . . ?
C8' C7' H7' 120.2 . . ?
N2' C8' C7' 122.6(3) . . ?
N2' C8' H8' 118.7 . . ?
C7' C8' H8' 118.7 . . ?
N2' C9' C5' 122.5(3) . . ?
N2' C9' C1' 117.8(3) . . ?
C5' C9' C1' 119.7(3) . . ?
N1' C10' C11' 108.1(3) . . ?
N1' C10' H10C 110.1 . . ?
C11' C10' H10C 110.1 . . ?
N1' C10' H10D 110.1 . . ?
C11' C10' H10D 110.1 . . ?
H10C C10' H10D 108.4 . . ?
N3' C11' C10' 110.3(3) . . ?
N3' C11' H11C 109.6 . . ?
C10' C11' H11C 109.6 . . ?
N3' C11' H11D 109.6 . . ?
C10' C11' H11D 109.6 . . ?
H11C C11' H11D 108.1 . . ?
N3' C12' C13' 113.8(3) . . ?
N3' C12' H12C 108.8 . . ?
C13' C12' H12C 108.8 . . ?
N3' C12' H12D 108.8 . . ?
C13' C12' H12D 108.8 . . ?
H12C C12' H12D 107.7 . . ?
C12' C13' H13D 109.5 . . ?
C12' C13' H13E 109.5 . . ?
H13D C13' H13E 109.5 . . ?
C12' C13' H13F 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?
N3' C14' C15' 116.4(3) . . ?
N3' C14' H14C 108.2 . . ?
C15' C14' H14C 108.2 . . ?
N3' C14' H14D 108.2 . . ?
C15' C14' H14D 108.2 . . ?
H14C C14' H14D 107.3 . . ?
C14' C15' H15D 109.5 . . ?
C14' C15' H15E 109.5 . . ?
H15D C15' H15E 109.5 . . ?
C14' C15' H15F 109.5 . . ?
H15D C15' H15F 109.5 . . ?
H15E C15' H15F 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
C10 N1 C1 C2 84.1(4) . . . . ?
Co1 N1 C1 C2 -157.7(3) . . . . ?
C10 N1 C1 C9 -94.6(4) . . . . ?
Co1 N1 C1 C9 23.6(4) . . . . ?
C9 C1 C2 C3 0.8(5) . . . . ?
N1 C1 C2 C3 -177.8(3) . . . . ?
C1 C2 C3 C4 1.9(6) . . . . ?
C2 C3 C4 C5 -1.7(6) . . . . ?
C3 C4 C5 C6 179.7(4) . . . . ?
C3 C4 C5 C9 -1.1(5) . . . . ?
C4 C5 C6 C7 177.6(4) . . . . ?
C9 C5 C6 C7 -1.6(5) . . . . ?
C5 C6 C7 C8 -2.9(6) . . . . ?
C9 N2 C8 C7 -0.9(5) . . . . ?
Co1 N2 C8 C7 -165.7(3) . . . . ?
C6 C7 C8 N2 4.4(6) . . . . ?
C8 N2 C9 C1 178.2(3) . . . . ?
Co1 N2 C9 C1 -15.1(4) . . . . ?
C8 N2 C9 C5 -3.9(5) . . . . ?
Co1 N2 C9 C5 162.8(3) . . . . ?
C2 C1 C9 N2 174.3(3) . . . . ?
N1 C1 C9 N2 -6.9(5) . . . . ?
C2 C1 C9 C5 -3.6(5) . . . . ?
N1 C1 C9 C5 175.1(3) . . . . ?
C6 C5 C9 N2 5.2(5) . . . . ?
C4 C5 C9 N2 -174.1(3) . . . . ?
C6 C5 C9 C1 -177.0(3) . . . . ?
C4 C5 C9 C1 3.7(5) . . . . ?
C1 N1 C10 C11 162.1(3) . . . . ?
Co1 N1 C10 C11 43.8(3) . . . . ?
C12 N3 C11 C10 161.8(3) . . . . ?
C14 N3 C11 C10 -75.9(4) . . . . ?
Co1 N3 C11 C10 37.4(3) . . . . ?
N1 C10 C11 N3 -55.4(4) . . . . ?
C11 N3 C12 C13 -76.2(4) . . . . ?
C14 N3 C12 C13 160.5(3) . . . . ?
Co1 N3 C12 C13 45.8(4) . . . . ?
C12 N3 C14 C15 60.4(4) . . . . ?
C11 N3 C14 C15 -62.2(4) . . . . ?
Co1 N3 C14 C15 -178.9(3) . . . . ?
C10' N1' C1' C2' 86.4(4) . . . . ?
Co1' N1' C1' C2' -156.5(3) . . . . ?
C10' N1' C1' C9' -92.6(4) . . . . ?
Co1' N1' C1' C9' 24.5(4) . . . . ?
C9' C1' C2' C3' 1.3(5) . . . . ?
N1' C1' C2' C3' -177.7(3) . . . . ?
C1' C2' C3' C4' 1.0(6) . . . . ?
C2' C3' C4' C5' -1.0(5) . . . . ?
C3' C4' C5' C9' -1.3(5) . . . . ?
C3' C4' C5' C6' 179.6(3) . . . . ?
C9' C5' C6' C7' -0.7(5) . . . . ?
C4' C5' C6' C7' 178.4(4) . . . . ?
C5' C6' C7' C8' -3.0(6) . . . . ?
C9' N2' C8' C7' 0.2(5) . . . . ?
Co1' N2' C8' C7' -162.7(3) . . . . ?
C6' C7' C8' N2' 3.4(6) . . . . ?
C8' N2' C9' C5' -4.1(5) . . . . ?
Co1' N2' C9' C5' 160.9(3) . . . . ?
C8' N2' C9' C1' 177.5(3) . . . . ?
Co1' N2' C9' C1' -17.5(4) . . . . ?
C4' C5' C9' N2' -174.8(3) . . . . ?
C6' C5' C9' N2' 4.3(5) . . . . ?
C4' C5' C9' C1' 3.6(5) . . . . ?
C6' C5' C9' C1' -177.3(3) . . . . ?
C2' C1' C9' N2' 174.9(3) . . . . ?
N1' C1' C9' N2' -6.1(5) . . . . ?
C2' C1' C9' C5' -3.6(5) . . . . ?
N1' C1' C9' C5' 175.5(3) . . . . ?
C1' N1' C10' C11' 164.2(3) . . . . ?
Co1' N1' C10' C11' 46.3(3) . . . . ?
C12' N3' C11' C10' 158.1(3) . . . . ?
C14' N3' C11' C10' -80.2(4) . . . . ?
Co1' N3' C11' C10' 36.5(3) . . . . ?
N1' C10' C11' N3' -56.6(4) . . . . ?
C14' N3' C12' C13' 161.9(3) . . . . ?
C11' N3' C12' C13' -75.1(4) . . . . ?
Co1' N3' C12' C13' 45.7(4) . . . . ?
C12' N3' C14' C15' 54.7(4) . . . . ?
C11' N3' C14' C15' -67.7(4) . . . . ?
Co1' N3' C14' C15' 173.7(3) . . . . ?

_refine_diff_density_max         0.502
_refine_diff_density_min         -0.703
_refine_diff_density_rms         0.082

