# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1957284'
loop_
_audit_author_name
_audit_author_address
'Wei-Yin Sun'
;Nanjing University
China
;
_audit_update_record             
;
2019-10-03 deposited with the CCDC.	2019-11-20 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         ?
_chemical_formula_sum            'C27 H24 Cl4 Cu N2 O5'
_chemical_formula_weight         661.82

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   30.1293(19)
_cell_length_b                   30.1293(19)
_cell_length_c                   8.9281(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7018.9(10)
_cell_formula_units_Z            9
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9924
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      27.46

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_F_000             3033
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.080
_shelx_estimated_absorpt_T_min   0.821
_shelx_estimated_absorpt_T_max   0.890
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.814
_exptl_absorpt_correction_T_max  0.888
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21302
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.352
_diffrn_reflns_theta_max         27.501
_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             3572
_reflns_number_gt                3271
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0610P)²+12.1827P] 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         3572
_refine_ls_number_parameters     142
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.1094
_refine_ls_wR_factor_gt          0.1079
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.000
_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
Cu1 Cu 0.833333 0.666667 0.166667 0.01567(11) Uani 1 2 d S . P . .
N1 N 0.69771(6) 0.78742(6) 0.81964(16) 0.0191(3) Uani 1 1 d . . . . .
O1 O 0.82416(5) 0.60151(5) 0.32881(15) 0.0241(3) Uani 1 1 d . . . . .
O2 O 0.83447(5) 0.70352(5) 0.34693(13) 0.0194(3) Uani 1 1 d . . . . .
C1 C 0.78870(7) 0.63202(7) 0.51675(19) 0.0187(3) Uani 1 1 d . . . . .
C2 C 0.80464(6) 0.68228(7) 0.46192(18) 0.0168(3) Uani 1 1 d . . . . .
C3 C 0.78676(7) 0.71086(7) 0.54173(18) 0.0185(3) Uani 1 1 d . . . . .
H3 H 0.796860 0.744583 0.508738 0.022 Uiso 1 1 calc R U . . .
C4 C 0.75516(7) 0.69176(7) 0.66592(19) 0.0187(3) Uani 1 1 d . . . . .
C5 C 0.73992(8) 0.64242(7) 0.7192(2) 0.0231(4) Uani 1 1 d . . . . .
H5 H 0.718085 0.629008 0.803918 0.028 Uiso 1 1 calc R U . . .
C6 C 0.75736(7) 0.61376(7) 0.6458(2) 0.0230(4) Uani 1 1 d . . . . .
H6 H 0.748022 0.580693 0.683165 0.028 Uiso 1 1 calc R U . . .
C7 C 0.80257(7) 0.59672(7) 0.4494(2) 0.0220(4) Uani 1 1 d . . . . .
H7 H 0.793991 0.566559 0.504835 0.026 Uiso 1 1 calc R U . . .
C8 C 0.73643(7) 0.72432(7) 0.73383(18) 0.0185(3) Uani 1 1 d . . . . .
C9 C 0.76814(7) 0.77703(7) 0.7436(2) 0.0219(4) Uani 1 1 d . . . . .
H9 H 0.803618 0.792316 0.721288 0.026 Uiso 1 1 calc R U . . .
C10 C 0.74746(7) 0.80717(7) 0.7865(2) 0.0220(4) Uani 1 1 d . . . . .
H10 H 0.769436 0.843231 0.792515 0.026 Uiso 1 1 calc R U . . .
C11 C 0.66761(7) 0.73633(7) 0.81896(19) 0.0196(3) Uani 1 1 d . . . . .
H11 H 0.632752 0.722014 0.847813 0.023 Uiso 1 1 calc R U . . .
C12 C 0.68530(7) 0.70350(7) 0.77785(18) 0.0191(3) Uani 1 1 d . . . . .
H12 H 0.663014 0.667431 0.779569 0.023 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
Cu1 O2 1.9458(12) 13_665 ?
Cu1 O2 1.9458(12) . ?
Cu1 N1 2.0239(14) 12_656 ?
Cu1 N1 2.0240(14) 6_564 ?
Cu1 O1 2.3416(14) . ?
Cu1 O1 2.3417(14) 13_665 ?
N1 C11 1.340(2) . ?
N1 C10 1.341(2) . ?
O1 C7 1.228(2) . ?
O2 C2 1.302(2) . ?
C1 C6 1.415(2) . ?
C1 C2 1.427(2) . ?
C1 C7 1.453(2) . ?
C2 C3 1.415(2) . ?
C3 C4 1.385(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.402(3) . ?
C4 C8 1.484(2) . ?
C5 C6 1.380(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.388(3) . ?
C8 C12 1.398(2) . ?
C9 C10 1.387(2) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.387(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?

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
O2 Cu1 O2 180.00(7) 13_665 . ?
O2 Cu1 N1 90.17(5) 13_665 12_656 ?
O2 Cu1 N1 89.83(5) . 12_656 ?
O2 Cu1 N1 89.83(5) 13_665 6_564 ?
O2 Cu1 N1 90.17(5) . 6_564 ?
N1 Cu1 N1 180.0 12_656 6_564 ?
O2 Cu1 O1 94.13(5) 13_665 . ?
O2 Cu1 O1 85.87(5) . . ?
N1 Cu1 O1 88.73(5) 12_656 . ?
N1 Cu1 O1 91.27(5) 6_564 . ?
O2 Cu1 O1 85.88(5) 13_665 13_665 ?
O2 Cu1 O1 94.12(5) . 13_665 ?
N1 Cu1 O1 91.28(5) 12_656 13_665 ?
N1 Cu1 O1 88.72(5) 6_564 13_665 ?
O1 Cu1 O1 180.0 . 13_665 ?
C11 N1 C10 118.22(15) . . ?
C11 N1 Cu1 120.46(12) . 8_655 ?
C10 N1 Cu1 120.42(12) . 8_655 ?
C7 O1 Cu1 118.30(11) . . ?
C2 O2 Cu1 124.11(11) . . ?
C6 C1 C2 119.80(15) . . ?
C6 C1 C7 115.63(16) . . ?
C2 C1 C7 124.56(16) . . ?
O2 C2 C3 118.50(15) . . ?
O2 C2 C1 125.11(15) . . ?
C3 C2 C1 116.38(15) . . ?
C4 C3 C2 122.81(16) . . ?
C4 C3 H3 118.6 . . ?
C2 C3 H3 118.6 . . ?
C3 C4 C5 120.32(15) . . ?
C3 C4 C8 117.51(15) . . ?
C5 C4 C8 122.10(16) . . ?
C6 C5 C4 118.51(16) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
C5 C6 C1 122.14(17) . . ?
C5 C6 H6 118.9 . . ?
C1 C6 H6 118.9 . . ?
O1 C7 C1 127.28(17) . . ?
O1 C7 H7 116.4 . . ?
C1 C7 H7 116.4 . . ?
C9 C8 C12 117.98(15) . . ?
C9 C8 C4 120.72(16) . . ?
C12 C8 C4 121.08(16) . . ?
C10 C9 C8 119.29(17) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
N1 C10 C9 122.61(17) . . ?
N1 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
N1 C11 C12 122.67(16) . . ?
N1 C11 H11 118.7 . . ?
C12 C11 H11 118.7 . . ?
C11 C12 C8 118.98(16) . . ?
C11 C12 H12 120.5 . . ?
C8 C12 H12 120.5 . . ?

_refine_diff_density_max         0.400
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.068


####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1957287'
loop_
_audit_author_name
_audit_author_address
'Wei-Yin Sun'
;Nanjing University
China
;
_audit_update_record             
;
2019-10-03 deposited with the CCDC.	2019-11-20 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         ?
_chemical_formula_sum            'C24 H16 Co N2 O4'
_chemical_formula_weight         455.32

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.7775(5)
_cell_length_b                   6.8216(5)
_cell_length_c                   16.1117(9)
_cell_angle_alpha                90
_cell_angle_beta                 105.151(2)
_cell_angle_gamma                90
_cell_volume                     931.18(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    4719
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      27.52

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_F_000             466
_exptl_transmission_factor_min   0.861
_exptl_transmission_factor_max   0.900
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.959
_shelx_estimated_absorpt_T_min   0.854
_shelx_estimated_absorpt_T_max   0.902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6460
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.619
_diffrn_reflns_theta_max         25.003
_diffrn_reflns_theta_full        25.003
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             1635
_reflns_number_gt                1539
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0555P)²+1.0600P] 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         1635
_refine_ls_number_parameters     142
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.1118
_refine_ls_wR_factor_gt          0.1103
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.000
_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 0.500000 0.500000 0.500000 0.0170(2) Uani 1 2 d S . P . .
C1 C 0.4143(3) 0.6454(4) 0.29808(15) 0.0158(5) Uani 1 1 d . . . . .
C2 C 0.4789(3) 0.4550(4) 0.31764(16) 0.0156(5) Uani 1 1 d . . . . .
C3 C 0.5429(3) 0.3642(4) 0.25448(15) 0.0167(5) Uani 1 1 d . . . . .
H3 H 0.583759 0.234950 0.264597 0.020 Uiso 1 1 calc R U . . .
C4 C 0.5476(3) 0.4572(4) 0.17941(16) 0.0158(5) Uani 1 1 d . . . . .
C5 C 0.4824(3) 0.6459(4) 0.16082(16) 0.0187(6) Uani 1 1 d . . . . .
H5 H 0.484987 0.710221 0.108917 0.022 Uiso 1 1 calc R U . . .
C6 C 0.4150(3) 0.7353(4) 0.21885(16) 0.0192(6) Uani 1 1 d . . . . .
H6 H 0.367705 0.860624 0.205571 0.023 Uiso 1 1 calc R U . . .
C7 C 0.3464(3) 0.7575(4) 0.35513(16) 0.0179(6) Uani 1 1 d . . . . .
H7 H 0.296525 0.877291 0.333329 0.021 Uiso 1 1 calc R U . . .
C8 C 0.6259(3) 0.3589(4) 0.11949(15) 0.0161(5) Uani 1 1 d . . . . .
C9 C 0.6110(3) 0.1586(4) 0.10467(16) 0.0189(6) Uani 1 1 d . . . . .
H9 H 0.540162 0.083738 0.127504 0.023 Uiso 1 1 calc R U . . .
C10 C 0.7004(3) 0.0686(4) 0.05623(16) 0.0186(5) Uani 1 1 d . . . . .
H10 H 0.689349 -0.068774 0.046862 0.022 Uiso 1 1 calc R U . . .
C11 C 0.8067(3) 0.3599(4) 0.03108(16) 0.0190(6) Uani 1 1 d . . . . .
H11 H 0.871634 0.432199 0.003278 0.023 Uiso 1 1 calc R U . . .
C12 C 0.7226(3) 0.4619(4) 0.07871(17) 0.0184(6) Uani 1 1 d . . . . .
H12 H 0.730788 0.600556 0.083532 0.022 Uiso 1 1 calc R U . . .
N1 N 0.8016(2) 0.1660(3) 0.02210(13) 0.0168(5) Uani 1 1 d . . . . .
O1 O 0.3463(2) 0.7139(3) 0.42967(11) 0.0212(4) Uani 1 1 d . . . . .
O2 O 0.4850(2) 0.3614(3) 0.38824(11) 0.0192(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O2 2.0073(17) . ?
Co1 O2 2.0073(17) 3_666 ?
Co1 O1 2.1057(18) . ?
Co1 O1 2.1057(18) 3_666 ?
Co1 N1 2.183(2) 2_655 ?
Co1 N1 2.183(2) 4_566 ?
C1 C6 1.418(3) . ?
C1 C2 1.419(4) . ?
C1 C7 1.439(3) . ?
C2 O2 1.293(3) . ?
C2 C3 1.426(3) . ?
C3 C4 1.376(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.409(4) . ?
C4 C8 1.483(3) . ?
C5 C6 1.373(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 O1 1.237(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.387(4) . ?
C8 C12 1.392(4) . ?
C9 C10 1.386(4) . ?
C9 H9 0.9500 . ?
C10 N1 1.337(3) . ?
C10 H10 0.9500 . ?
C11 N1 1.330(4) . ?
C11 C12 1.384(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?

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
O2 Co1 O2 180.00(10) . 3_666 ?
O2 Co1 O1 87.76(7) . . ?
O2 Co1 O1 92.24(7) 3_666 . ?
O2 Co1 O1 92.24(7) . 3_666 ?
O2 Co1 O1 87.76(7) 3_666 3_666 ?
O1 Co1 O1 180.0 . 3_666 ?
O2 Co1 N1 88.06(8) . 2_655 ?
O2 Co1 N1 91.94(8) 3_666 2_655 ?
O1 Co1 N1 88.81(8) . 2_655 ?
O1 Co1 N1 91.19(8) 3_666 2_655 ?
O2 Co1 N1 91.94(8) . 4_566 ?
O2 Co1 N1 88.06(8) 3_666 4_566 ?
O1 Co1 N1 91.19(8) . 4_566 ?
O1 Co1 N1 88.81(8) 3_666 4_566 ?
N1 Co1 N1 180.0 2_655 4_566 ?
C6 C1 C2 120.0(2) . . ?
C6 C1 C7 116.5(2) . . ?
C2 C1 C7 123.5(2) . . ?
O2 C2 C1 124.7(2) . . ?
O2 C2 C3 118.7(2) . . ?
C1 C2 C3 116.6(2) . . ?
C4 C3 C2 122.4(2) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 118.8 . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 C8 119.3(2) . . ?
C5 C4 C8 120.4(2) . . ?
C6 C5 C4 119.0(2) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C1 121.7(2) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
O1 C7 C1 126.7(2) . . ?
O1 C7 H7 116.6 . . ?
C1 C7 H7 116.6 . . ?
C9 C8 C12 117.2(2) . . ?
C9 C8 C4 121.2(2) . . ?
C12 C8 C4 121.5(2) . . ?
C10 C9 C8 119.4(2) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
N1 C10 C9 123.1(3) . . ?
N1 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
N1 C11 C12 123.6(2) . . ?
N1 C11 H11 118.2 . . ?
C12 C11 H11 118.2 . . ?
C11 C12 C8 119.1(3) . . ?
C11 C12 H12 120.4 . . ?
C8 C12 H12 120.4 . . ?
C11 N1 C10 117.2(2) . . ?
C11 N1 Co1 121.85(17) . 2_645 ?
C10 N1 Co1 116.93(18) . 2_645 ?
C7 O1 Co1 121.73(16) . . ?
C2 O2 Co1 122.30(17) . . ?

_refine_diff_density_max         0.343
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.083

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1957286'
loop_
_audit_author_name
_audit_author_address
'Wei-Yin Sun'
;Nanjing University
China
;
_audit_update_record             
;
2019-10-03 deposited with the CCDC.	2019-11-20 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         ?
_chemical_formula_sum            'C26 H22 Cl2 N2 O5 Zn'
_chemical_formula_weight         578.72

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.516(2)
_cell_length_b                   17.110(2)
_cell_length_c                   9.6566(14)
_cell_angle_alpha                90
_cell_angle_beta                 95.233(3)
_cell_angle_gamma                90
_cell_volume                     2552.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4033
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      25.71

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    1.211
_shelx_estimated_absorpt_T_min   0.803
_shelx_estimated_absorpt_T_max   0.868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.794
_exptl_absorpt_correction_T_max  0.865
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9191
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.636
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_full        25.009
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2255
_reflns_number_gt                2067
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0406P)²+4.2896P] 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         2255
_refine_ls_number_parameters     141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0763
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.001
_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
Zn1 Zn 0.500000 0.86481(2) 0.250000 0.02511(12) Uani 1 2 d S T P . .
C1 C 0.40076(14) 0.75312(13) 0.4787(2) 0.0316(5) Uani 1 1 d . . . . .
C2 C 0.37823(12) 0.73949(12) 0.3334(2) 0.0265(4) Uani 1 1 d . . . . .
C3 C 0.31970(13) 0.67713(13) 0.2992(2) 0.0308(5) Uani 1 1 d . . . . .
H3 H 0.302829 0.666594 0.204022 0.037 Uiso 1 1 calc R U . . .
C4 C 0.28641(15) 0.63123(13) 0.3992(2) 0.0340(5) Uani 1 1 d . . . . .
C5 C 0.30954(18) 0.64589(15) 0.5411(3) 0.0468(7) Uani 1 1 d . . . . .
H5 H 0.287110 0.614232 0.610246 0.056 Uiso 1 1 calc R U . . .
C6 C 0.36445(17) 0.70596(15) 0.5783(2) 0.0449(6) Uani 1 1 d . . . . .
H6 H 0.378746 0.716439 0.674215 0.054 Uiso 1 1 calc R U . . .
C7 C 0.45659(14) 0.81461(13) 0.5317(2) 0.0338(5) Uani 1 1 d . . . . .
H7 H 0.466039 0.817411 0.630200 0.041 Uiso 1 1 calc R U . . .
C8 C 0.22369(14) 0.56859(13) 0.3555(2) 0.0328(5) Uani 1 1 d . . . . .
C9 C 0.16001(14) 0.57890(13) 0.2462(2) 0.0330(5) Uani 1 1 d . . . . .
H9 H 0.157580 0.626024 0.193980 0.040 Uiso 1 1 calc R U . . .
C10 C 0.10044(13) 0.52053(12) 0.2140(2) 0.0314(5) Uani 1 1 d . . . . .
H10 H 0.057291 0.528895 0.139152 0.038 Uiso 1 1 calc R U . . .
C11 C 0.16326(15) 0.44160(14) 0.3839(3) 0.0388(6) Uani 1 1 d . . . . .
H11 H 0.165685 0.392817 0.431134 0.047 Uiso 1 1 calc R U . . .
C12 C 0.22520(15) 0.49699(14) 0.4242(3) 0.0409(6) Uani 1 1 d . . . . .
H12 H 0.268411 0.486377 0.497915 0.049 Uiso 1 1 calc R U . . .
N1 N 0.10023(11) 0.45274(10) 0.28256(19) 0.0315(4) Uani 1 1 d . . . . .
O1 O 0.49413(10) 0.86441(9) 0.46802(16) 0.0344(4) Uani 1 1 d . . . . .
O2 O 0.40655(9) 0.78011(9) 0.23482(15) 0.0321(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O2 2.0458(14) . ?
Zn1 O2 2.0458(14) 2_655 ?
Zn1 O1 2.1156(16) 2_655 ?
Zn1 O1 2.1156(16) . ?
Zn1 N1 2.1661(17) 3 ?
Zn1 N1 2.1661(17) 4 ?
C1 C6 1.411(3) . ?
C1 C7 1.428(3) . ?
C1 C2 1.434(3) . ?
C2 O2 1.288(2) . ?
C2 C3 1.420(3) . ?
C3 C4 1.381(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.407(3) . ?
C4 C8 1.483(3) . ?
C5 C6 1.362(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 O1 1.229(3) . ?
C7 H7 0.9500 . ?
C8 C12 1.392(3) . ?
C8 C9 1.390(3) . ?
C9 C10 1.377(3) . ?
C9 H9 0.9500 . ?
C10 N1 1.336(3) . ?
C10 H10 0.9500 . ?
C11 N1 1.333(3) . ?
C11 C12 1.380(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?

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
O2 Zn1 O2 89.79(9) . 2_655 ?
O2 Zn1 O1 91.20(6) . 2_655 ?
O2 Zn1 O1 88.54(6) 2_655 2_655 ?
O2 Zn1 O1 88.54(6) . . ?
O2 Zn1 O1 91.20(6) 2_655 . ?
O1 Zn1 O1 179.63(8) 2_655 . ?
O2 Zn1 N1 175.73(6) . 3 ?
O2 Zn1 N1 89.25(7) 2_655 3 ?
O1 Zn1 N1 92.93(7) 2_655 3 ?
O1 Zn1 N1 87.32(6) . 3 ?
O2 Zn1 N1 89.25(7) . 4 ?
O2 Zn1 N1 175.73(6) 2_655 4 ?
O1 Zn1 N1 87.32(6) 2_655 4 ?
O1 Zn1 N1 92.93(7) . 4 ?
N1 Zn1 N1 92.01(10) 3 4 ?
C6 C1 C7 116.4(2) . . ?
C6 C1 C2 119.8(2) . . ?
C7 C1 C2 123.8(2) . . ?
O2 C2 C3 119.20(19) . . ?
O2 C2 C1 124.50(19) . . ?
C3 C2 C1 116.30(19) . . ?
C4 C3 C2 122.5(2) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 118.8 . . ?
C3 C4 C5 120.1(2) . . ?
C3 C4 C8 119.3(2) . . ?
C5 C4 C8 120.6(2) . . ?
C6 C5 C4 119.3(2) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C1 122.1(2) . . ?
C5 C6 H6 119.0 . . ?
C1 C6 H6 119.0 . . ?
O1 C7 C1 129.2(2) . . ?
O1 C7 H7 115.4 . . ?
C1 C7 H7 115.4 . . ?
C12 C8 C9 117.0(2) . . ?
C12 C8 C4 121.2(2) . . ?
C9 C8 C4 121.8(2) . . ?
C10 C9 C8 119.7(2) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
N1 C10 C9 123.3(2) . . ?
N1 C10 H10 118.3 . . ?
C9 C10 H10 118.3 . . ?
N1 C11 C12 123.6(2) . . ?
N1 C11 H11 118.2 . . ?
C12 C11 H11 118.2 . . ?
C11 C12 C8 119.3(2) . . ?
C11 C12 H12 120.4 . . ?
C8 C12 H12 120.4 . . ?
C10 N1 C11 116.98(18) . . ?
C10 N1 Zn1 124.42(14) . 3_445 ?
C11 N1 Zn1 118.44(15) . 3_445 ?
C7 O1 Zn1 124.47(14) . . ?
C2 O2 Zn1 128.08(13) . . ?

_refine_diff_density_max         0.249
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.051


####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1957288'
loop_
_audit_author_name
_audit_author_address
'Wei-Yin Sun'
;Nanjing University
China
;
_audit_update_record             
;
2019-10-03 deposited with the CCDC.	2019-11-20 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         'C12 H9 Cu I N O2'
_chemical_formula_sum            'C12 H9 Cu I N O2'
_chemical_formula_weight         389.64

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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      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                   12.4544(14)
_cell_length_b                   4.0990(5)
_cell_length_c                   23.844(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.822(2)
_cell_angle_gamma                90
_cell_volume                     1182.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    4221
_cell_measurement_theta_min      2.13
_cell_measurement_theta_max      27.80

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.190
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    4.446
_shelx_estimated_absorpt_T_min   0.369
_shelx_estimated_absorpt_T_max   0.641
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4394
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8822
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.684
_diffrn_reflns_theta_max         27.361
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             2662
_reflns_number_gt                2376
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0300P)²+1.8127P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2662
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0273
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0690
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_restrained_S_all      1.150
_refine_ls_shift/su_max          0.001
_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
Cu1 Cu 0.55456(4) -0.13354(12) 0.28160(2) 0.02618(13) Uani 1 1 d . . . . .
C1 C 0.8860(3) 0.6123(9) 0.63853(16) 0.0232(8) Uani 1 1 d . . . . .
C2 C 0.9420(3) 0.5179(10) 0.59806(18) 0.0267(8) Uani 1 1 d . . . . .
C3 C 0.8875(3) 0.3639(10) 0.54771(17) 0.0265(8) Uani 1 1 d . . . . .
H3 H 0.928031 0.301793 0.520341 0.032 Uiso 1 1 calc R U . . .
C4 C 0.7759(3) 0.2983(9) 0.53627(16) 0.0222(7) Uani 1 1 d . . . . .
C5 C 0.7175(3) 0.3841(10) 0.57858(17) 0.0264(8) Uani 1 1 d . . . . .
H5 H 0.641030 0.334831 0.572147 0.032 Uiso 1 1 calc R U . . .
C6 C 0.7708(3) 0.5373(10) 0.62861(17) 0.0262(8) Uani 1 1 d . . . . .
H6 H 0.731244 0.593760 0.656684 0.031 Uiso 1 1 calc R U . . .
C7 C 0.9393(3) 0.7885(11) 0.69086(18) 0.0309(9) Uani 1 1 d . . . . .
H7 H 0.896095 0.849852 0.717029 0.037 Uiso 1 1 calc R U . . .
C8 C 0.7182(3) 0.1547(9) 0.48002(16) 0.0216(7) Uani 1 1 d . . . . .
C9 C 0.7732(3) -0.0287(10) 0.44715(17) 0.0264(8) Uani 1 1 d . . . . .
H9 H 0.848592 -0.083850 0.462386 0.032 Uiso 1 1 calc R U . . .
C10 C 0.7202(3) -0.1334(9) 0.39236(17) 0.0271(8) Uani 1 1 d . . . . .
H10 H 0.760795 -0.255067 0.370487 0.032 Uiso 1 1 calc R U . . .
C11 C 0.5589(3) 0.0977(10) 0.40047(17) 0.0281(8) Uani 1 1 d . . . . .
H11 H 0.482735 0.142050 0.384914 0.034 Uiso 1 1 calc R U . . .
C12 C 0.6074(3) 0.2129(11) 0.45553(17) 0.0287(8) Uani 1 1 d . . . . .
H12 H 0.564292 0.332019 0.476444 0.034 Uiso 1 1 calc R U . . .
I1 I 0.33998(2) -0.11339(5) 0.25404(2) 0.02267(10) Uani 1 1 d . . . . .
N1 N 0.6120(3) -0.0676(8) 0.36896(14) 0.0237(7) Uani 1 1 d . . . . .
O1 O 1.0379(2) 0.8609(8) 0.70247(15) 0.0413(8) Uani 1 1 d . . . . .
O2 O 1.0522(2) 0.5840(8) 0.60522(15) 0.0419(8) Uani 1 1 d . . . . .
H2A H 1.081032 0.684485 0.639542 0.050 Uiso 1 1 d 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
Cu1 N1 2.052(3) . ?
Cu1 I1 2.5965(6) . ?
Cu1 I1 2.6170(5) 2_645 ?
Cu1 Cu1 2.7093(7) 2_655 ?
Cu1 Cu1 2.7093(7) 2_645 ?
Cu1 I1 2.7434(6) 2_655 ?
C1 C2 1.374(5) . ?
C1 C6 1.431(5) . ?
C1 C7 1.457(6) . ?
C2 O2 1.369(4) . ?
C2 C3 1.382(6) . ?
C3 C4 1.378(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.421(5) . ?
C4 C8 1.484(5) . ?
C5 C6 1.371(6) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 O1 1.229(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.380(5) . ?
C8 C12 1.385(5) . ?
C9 C10 1.384(6) . ?
C9 H9 0.9500 . ?
C10 N1 1.356(5) . ?
C10 H10 0.9500 . ?
C11 N1 1.304(5) . ?
C11 C12 1.390(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
O2 H2A 0.9100 . ?

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 Cu1 I1 109.94(9) . . ?
N1 Cu1 I1 110.37(9) . 2_645 ?
I1 Cu1 I1 120.51(2) . 2_645 ?
N1 Cu1 Cu1 118.16(9) . 2_655 ?
I1 Cu1 Cu1 59.06(2) . 2_655 ?
I1 Cu1 Cu1 127.73(3) 2_645 2_655 ?
N1 Cu1 Cu1 132.15(9) . 2_645 ?
I1 Cu1 Cu1 62.23(2) . 2_645 ?
I1 Cu1 Cu1 58.321(15) 2_645 2_645 ?
Cu1 Cu1 Cu1 98.31(3) 2_655 2_645 ?
N1 Cu1 I1 97.78(9) . 2_655 ?
I1 Cu1 I1 115.903(19) . 2_655 ?
I1 Cu1 I1 99.730(19) 2_645 2_655 ?
Cu1 Cu1 I1 56.870(15) 2_655 2_655 ?
Cu1 Cu1 I1 129.00(3) 2_645 2_655 ?
C2 C1 C6 118.7(4) . . ?
C2 C1 C7 122.5(4) . . ?
C6 C1 C7 118.8(3) . . ?
O2 C2 C1 121.2(4) . . ?
O2 C2 C3 117.9(4) . . ?
C1 C2 C3 120.8(3) . . ?
C4 C3 C2 121.6(4) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 118.3(3) . . ?
C3 C4 C8 120.3(3) . . ?
C5 C4 C8 121.4(3) . . ?
C6 C5 C4 120.5(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 120.0(3) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
O1 C7 C1 122.6(4) . . ?
O1 C7 H7 118.7 . . ?
C1 C7 H7 118.7 . . ?
C9 C8 C12 115.7(4) . . ?
C9 C8 C4 122.0(3) . . ?
C12 C8 C4 122.1(3) . . ?
C8 C9 C10 121.1(3) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
N1 C10 C9 122.0(4) . . ?
N1 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
N1 C11 C12 123.7(4) . . ?
N1 C11 H11 118.1 . . ?
C12 C11 H11 118.1 . . ?
C8 C12 C11 120.2(4) . . ?
C8 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
Cu1 I1 Cu1 62.616(14) . 2_655 ?
Cu1 I1 Cu1 60.902(14) . 2_645 ?
Cu1 I1 Cu1 99.729(19) 2_655 2_645 ?
C11 N1 C10 117.2(3) . . ?
C11 N1 Cu1 123.5(3) . . ?
C10 N1 Cu1 117.6(3) . . ?
C2 O2 H2A 111.7 . . ?

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
C6 C1 C2 O2 179.8(4) . . . . ?
C7 C1 C2 O2 0.4(6) . . . . ?
C6 C1 C2 C3 2.3(6) . . . . ?
C7 C1 C2 C3 -177.1(4) . . . . ?
O2 C2 C3 C4 -177.8(4) . . . . ?
C1 C2 C3 C4 -0.2(6) . . . . ?
C2 C3 C4 C5 -1.9(6) . . . . ?
C2 C3 C4 C8 175.5(4) . . . . ?
C3 C4 C5 C6 2.0(6) . . . . ?
C8 C4 C5 C6 -175.4(4) . . . . ?
C4 C5 C6 C1 0.0(6) . . . . ?
C2 C1 C6 C5 -2.2(6) . . . . ?
C7 C1 C6 C5 177.2(4) . . . . ?
C2 C1 C7 O1 -0.8(6) . . . . ?
C6 C1 C7 O1 179.8(4) . . . . ?
C3 C4 C8 C9 25.1(6) . . . . ?
C5 C4 C8 C9 -157.6(4) . . . . ?
C3 C4 C8 C12 -150.8(4) . . . . ?
C5 C4 C8 C12 26.5(5) . . . . ?
C12 C8 C9 C10 2.5(6) . . . . ?
C4 C8 C9 C10 -173.6(4) . . . . ?
C8 C9 C10 N1 -1.4(6) . . . . ?
C9 C8 C12 C11 -1.9(6) . . . . ?
C4 C8 C12 C11 174.3(4) . . . . ?
N1 C11 C12 C8 0.1(7) . . . . ?
C12 C11 N1 C10 1.2(6) . . . . ?
C12 C11 N1 Cu1 -163.3(3) . . . . ?
C9 C10 N1 C11 -0.5(6) . . . . ?
C9 C10 N1 Cu1 164.9(3) . . . . ?

_refine_diff_density_max         0.873
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.123

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1957285'
loop_
_audit_author_name
_audit_author_address
'Wei-Yin Sun'
;Nanjing University
China
;
_audit_update_record             
;
2019-10-03 deposited with the CCDC.	2019-11-20 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         ?
_chemical_formula_sum            'C27 H26 Cl2 Co N2 O6'
_chemical_formula_weight         604.33

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'
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   31.087(8)
_cell_length_b                   31.087(8)
_cell_length_c                   8.954(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7494(4)
_cell_formula_units_Z            9
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1076
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      26.82

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_F_000             2799
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.712
_shelx_estimated_absorpt_T_min   0.877
_shelx_estimated_absorpt_T_max   0.926
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.873
_exptl_absorpt_correction_T_max  0.925
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6642
_diffrn_reflns_av_unetI/netI     0.1087
_diffrn_reflns_av_R_equivalents  0.0694
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.269
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2940
_reflns_number_gt                1668
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0676P)²] 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         2940
_refine_ls_number_parameters     142
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1058
_refine_ls_R_factor_gt           0.0538
_refine_ls_wR_factor_ref         0.1465
_refine_ls_wR_factor_gt          0.1281
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_restrained_S_all      0.944
_refine_ls_shift/su_max          0.000
_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 0.666667 0.833333 0.833333 0.0416(3) Uani 1 2 d S . P . .
C1 C 0.63827(15) 0.78981(14) 0.4878(4) 0.0428(10) Uani 1 1 d . . . . .
C2 C 0.68651(14) 0.80474(14) 0.5429(4) 0.0392(10) Uani 1 1 d . . . . .
C3 C 0.71425(15) 0.78765(14) 0.4627(4) 0.0451(10) Uani 1 1 d . . . . .
H3 H 0.746363 0.797384 0.494102 0.054 Uiso 1 1 calc R U . . .
C4 C 0.69538(15) 0.75696(14) 0.3392(4) 0.0420(10) Uani 1 1 d . . . . .
C5 C 0.64763(15) 0.74260(16) 0.2874(4) 0.0535(11) Uani 1 1 d . . . . .
H5 H 0.634435 0.721617 0.205489 0.064 Uiso 1 1 calc R U . . .
C6 C 0.62080(16) 0.76007(16) 0.3599(4) 0.0552(12) Uani 1 1 d . . . . .
H6 H 0.589672 0.751871 0.322800 0.066 Uiso 1 1 calc R U . . .
C7 C 0.60517(16) 0.80322(15) 0.5594(5) 0.0499(11) Uani 1 1 d . . . . .
H7 H 0.576306 0.795564 0.507428 0.060 Uiso 1 1 calc R U . . .
C8 C 0.72618(16) 0.73769(16) 0.2715(4) 0.0421(10) Uani 1 1 d . . . . .
C9 C 0.77704(17) 0.76727(16) 0.2627(5) 0.0572(12) Uani 1 1 d . . . . .
H9 H 0.792113 0.800928 0.285260 0.069 Uiso 1 1 calc R U . . .
C10 C 0.80561(16) 0.74654(17) 0.2200(5) 0.0572(12) Uani 1 1 d . . . . .
H10 H 0.839973 0.766747 0.218122 0.069 Uiso 1 1 calc R U . . .
C11 C 0.73646(16) 0.67088(16) 0.1845(4) 0.0455(10) Uani 1 1 d . . . . .
H11 H 0.721942 0.637716 0.156328 0.055 Uiso 1 1 calc R U . . .
C12 C 0.70604(15) 0.68921(16) 0.2278(4) 0.0441(10) Uani 1 1 d . . . . .
H12 H 0.671741 0.668513 0.227364 0.053 Uiso 1 1 calc R U . . .
N1 N 0.78613(13) 0.69907(13) 0.1815(3) 0.0460(9) Uani 1 1 d . . . . .
O1 O 0.61058(10) 0.82375(10) 0.6821(3) 0.0516(8) Uani 1 1 d . . . . .
O2 O 0.70656(9) 0.83304(9) 0.6586(3) 0.0450(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O2 1.999(2) . ?
Co1 O2 1.999(2) 16_666 ?
Co1 O1 2.108(3) . ?
Co1 O1 2.108(3) 16_666 ?
Co1 N1 2.160(3) 11_566 ?
Co1 N1 2.160(3) 8_655 ?
C1 C6 1.400(5) . ?
C1 C2 1.418(5) . ?
C1 C7 1.440(5) . ?
C2 O2 1.300(4) . ?
C2 C3 1.414(5) . ?
C3 C4 1.385(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.398(5) . ?
C4 C8 1.489(5) . ?
C5 C6 1.365(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O1 1.239(4) . ?
C7 H7 0.9300 . ?
C8 C12 1.368(5) . ?
C8 C9 1.378(6) . ?
C9 C10 1.387(5) . ?
C9 H9 0.9300 . ?
C10 N1 1.330(5) . ?
C10 H10 0.9300 . ?
C11 N1 1.342(5) . ?
C11 C12 1.381(5) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?

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
O2 Co1 O2 180.00(16) . 16_666 ?
O2 Co1 O1 88.15(10) . . ?
O2 Co1 O1 91.85(10) 16_666 . ?
O2 Co1 O1 91.85(10) . 16_666 ?
O2 Co1 O1 88.16(10) 16_666 16_666 ?
O1 Co1 O1 180.0 . 16_666 ?
O2 Co1 N1 91.26(11) . 11_566 ?
O2 Co1 N1 88.74(11) 16_666 11_566 ?
O1 Co1 N1 90.07(11) . 11_566 ?
O1 Co1 N1 89.93(11) 16_666 11_566 ?
O2 Co1 N1 88.73(11) . 8_655 ?
O2 Co1 N1 91.27(11) 16_666 8_655 ?
O1 Co1 N1 89.93(11) . 8_655 ?
O1 Co1 N1 90.07(11) 16_666 8_655 ?
N1 Co1 N1 180.0 11_566 8_655 ?
C6 C1 C2 119.9(4) . . ?
C6 C1 C7 117.3(4) . . ?
C2 C1 C7 122.8(3) . . ?
O2 C2 C3 118.9(3) . . ?
O2 C2 C1 124.7(3) . . ?
C3 C2 C1 116.4(3) . . ?
C4 C3 C2 122.4(4) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 118.8 . . ?
C3 C4 C5 120.1(4) . . ?
C3 C4 C8 117.8(4) . . ?
C5 C4 C8 122.0(3) . . ?
C6 C5 C4 118.6(4) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
C5 C6 C1 122.6(4) . . ?
C5 C6 H6 118.7 . . ?
C1 C6 H6 118.7 . . ?
O1 C7 C1 127.7(4) . . ?
O1 C7 H7 116.1 . . ?
C1 C7 H7 116.1 . . ?
C12 C8 C9 117.3(4) . . ?
C12 C8 C4 121.8(4) . . ?
C9 C8 C4 120.6(4) . . ?
C8 C9 C10 119.6(4) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
N1 C10 C9 123.0(4) . . ?
N1 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
N1 C11 C12 122.5(4) . . ?
N1 C11 H11 118.7 . . ?
C12 C11 H11 118.7 . . ?
C8 C12 C11 120.3(4) . . ?
C8 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C10 N1 C11 117.2(4) . . ?
C10 N1 Co1 119.6(3) . 6_564 ?
C11 N1 Co1 121.7(3) . 6_564 ?
C7 O1 Co1 122.1(3) . . ?
C2 O2 Co1 122.6(2) . . ?

_refine_diff_density_max         0.316
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.055


