# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

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

data_SPA632
_database_code_depnum_ccdc_archive 'CCDC 2246023'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2023-06-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H18 Co N2 O5'
_chemical_formula_sum            'C14 H18 Co N2 O5'
_chemical_formula_weight         353.23

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0021 0.0012 '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 0.0044 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0080 0.0047 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3354 0.7855 '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                   10.812(2)
_cell_length_b                   18.958(4)
_cell_length_c                   7.1140(14)
_cell_angle_alpha                90
_cell_angle_beta                 116.03(3)
_cell_angle_gamma                90
_cell_volume                     1310.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    21905
_cell_measurement_theta_min      0.361
_cell_measurement_theta_max      33.548

_exptl_crystal_description       cube
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_F_000             732
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.074
_exptl_crystal_size_min          0.072
_exptl_absorpt_coefficient_mu    0.959
_shelx_estimated_absorpt_T_min   0.932
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.948
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.630
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10943
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.904
_diffrn_reflns_theta_max         33.483
_diffrn_reflns_theta_full        22.210
_diffrn_measured_fraction_theta_max 0.851
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.851
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.851
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3152
_reflns_number_gt                2999
_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       'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018/2(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.0839P)²+2.5339P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3152
_refine_ls_number_parameters     104
_refine_ls_number_restraints     115
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1556
_refine_ls_wR_factor_gt          0.1546
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_restrained_S_all      1.275
_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
Co1 Co 0.500000 0.35380(2) 0.250000 0.00803(9) Uani 1 2 d S T P . .
O1 O 0.65894(11) 0.42308(7) 0.35074(19) 0.0132(2) Uani 1 1 d . U . . .
O2 O 0.80856(14) 0.33478(8) 0.4616(2) 0.0182(2) Uani 1 1 d . U . . .
O3 O 0.500000 0.24692(10) 0.250000 0.0173(3) Uani 1 2 d DS TU P . .
H1O3 H 0.436(2) 0.2194(9) 0.147(3) 0.026 Uiso 1 1 d D U . . .
C1 C 0.78098(14) 0.39869(8) 0.4264(2) 0.0098(2) Uani 1 1 d . U . . .
C2 C 0.89468(13) 0.45135(8) 0.4677(2) 0.0089(2) Uani 1 1 d . U . . .
C3 C 1.02582(15) 0.42794(9) 0.5043(3) 0.0128(2) Uani 1 1 d . U . . .
H3 H 1.043988 0.379341 0.507864 0.015 Uiso 1 1 calc R U . . .
C4 C 1.12971(14) 0.47651(9) 0.5356(2) 0.0123(2) Uani 1 1 d . U . . .
H4 H 1.217515 0.460331 0.559218 0.015 Uiso 1 1 calc R U . . .
N1 N 0.50105(13) 0.35007(7) 0.5667(2) 0.0084(2) Uani 1 1 d . . . . .
C5 C 0.49820(16) 0.42296(8) 0.6401(2) 0.0109(2) Uani 1 1 d . . . . .
H5A H 0.414476 0.446809 0.541041 0.013 Uiso 1 1 calc R U . . .
H5B H 0.577599 0.449217 0.644798 0.013 Uiso 1 1 calc R U . . .
C6 C 0.37914(16) 0.31208(10) 0.5599(2) 0.0146(3) Uani 1 1 d . . . . .
H6A H 0.382331 0.262754 0.521039 0.018 Uiso 1 1 calc R U . . .
H6B H 0.295207 0.333372 0.452748 0.018 Uiso 1 1 calc R U . . .
C7 C 0.62571(16) 0.31491(10) 0.7266(2) 0.0140(3) Uani 1 1 d . . . . .
H7A H 0.707955 0.340786 0.741336 0.017 Uiso 1 1 calc R U . . .
H7B H 0.631869 0.266859 0.680570 0.017 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 O3 2.026(2) . ?
Co1 O1 2.0276(12) 2_655 ?
Co1 O1 2.0276(12) . ?
Co1 N1 2.2490(14) . ?
Co1 N1 2.2490(14) 2_655 ?
O1 C1 1.2733(18) . ?
O2 C1 1.247(2) . ?
O3 H1O3 0.918(7) . ?
O3 H1O3 0.918(7) 2_655 ?
C1 C2 1.509(2) . ?
C2 C4 1.391(2) 5_766 ?
C2 C3 1.397(2) . ?
C3 C4 1.393(2) . ?
C3 H3 0.9400 . ?
C4 H4 0.9400 . ?
N1 C5 1.482(2) . ?
N1 C6 1.484(2) . ?
N1 C7 1.486(2) . ?
C5 C5 1.547(3) 2_656 ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 C7 1.544(2) 2_656 ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 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
O3 Co1 O1 130.38(4) . 2_655 ?
O3 Co1 O1 130.38(4) . . ?
O1 Co1 O1 99.25(8) 2_655 . ?
O3 Co1 N1 88.20(3) . . ?
O1 Co1 N1 90.31(5) 2_655 . ?
O1 Co1 N1 92.03(5) . . ?
O3 Co1 N1 88.20(3) . 2_655 ?
O1 Co1 N1 92.03(5) 2_655 2_655 ?
O1 Co1 N1 90.31(5) . 2_655 ?
N1 Co1 N1 176.40(6) . 2_655 ?
C1 O1 Co1 118.32(11) . . ?
Co1 O3 H1O3 124.6(11) . . ?
Co1 O3 H1O3 124.6(11) . 2_655 ?
H1O3 O3 H1O3 111(2) . 2_655 ?
O2 C1 O1 123.37(14) . . ?
O2 C1 C2 120.08(13) . . ?
O1 C1 C2 116.52(14) . . ?
C4 C2 C3 119.01(13) 5_766 . ?
C4 C2 C1 120.98(12) 5_766 . ?
C3 C2 C1 119.98(14) . . ?
C4 C3 C2 120.08(15) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C4 C3 120.91(13) 5_766 . ?
C2 C4 H4 119.5 5_766 . ?
C3 C4 H4 119.5 . . ?
C5 N1 C6 107.96(13) . . ?
C5 N1 C7 107.49(12) . . ?
C6 N1 C7 107.54(13) . . ?
C5 N1 Co1 109.38(9) . . ?
C6 N1 Co1 111.64(9) . . ?
C7 N1 Co1 112.64(10) . . ?
N1 C5 C5 111.15(7) . 2_656 ?
N1 C5 H5A 109.4 . . ?
C5 C5 H5A 109.4 2_656 . ?
N1 C5 H5B 109.4 . . ?
C5 C5 H5B 109.4 2_656 . ?
H5A C5 H5B 108.0 . . ?
N1 C6 C7 111.37(12) . 2_656 ?
N1 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 2_656 . ?
N1 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 2_656 . ?
H6A C6 H6B 108.0 . . ?
N1 C7 C6 110.96(12) . 2_656 ?
N1 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 2_656 . ?
N1 C7 H7B 109.4 . . ?
C6 C7 H7B 109.4 2_656 . ?
H7A C7 H7B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O1 C1 O2 -7.6(2) . . . . ?
Co1 O1 C1 C2 170.63(9) . . . . ?
O2 C1 C2 C4 -168.80(15) . . . 5_766 ?
O1 C1 C2 C4 12.9(2) . . . 5_766 ?
O2 C1 C2 C3 12.9(2) . . . . ?
O1 C1 C2 C3 -165.37(14) . . . . ?
C4 C2 C3 C4 -0.4(3) 5_766 . . . ?
C1 C2 C3 C4 177.90(14) . . . . ?
C2 C3 C4 C2 0.4(3) . . . 5_766 ?
C6 N1 C5 C5 59.49(19) . . . 2_656 ?
C7 N1 C5 C5 -56.25(19) . . . 2_656 ?
Co1 N1 C5 C5 -178.85(13) . . . 2_656 ?
C5 N1 C6 C7 -55.14(18) . . . 2_656 ?
C7 N1 C6 C7 60.57(16) . . . 2_656 ?
Co1 N1 C6 C7 -175.39(11) . . . 2_656 ?
C5 N1 C7 C6 60.64(17) . . . 2_656 ?
C6 N1 C7 C6 -55.38(16) . . . 2_656 ?
Co1 N1 C7 C6 -178.80(11) . . . 2_656 ?

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
O3 H1O3 O2 0.918(7) 1.760(8) 2.677(2) 176(3) 8_455 yes

_refine_diff_density_max         1.290
_refine_diff_density_min         -1.644
_refine_diff_density_rms         0.161
























####################################################################### 
# 
# 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_SPA641
_database_code_depnum_ccdc_archive 'CCDC 2246024'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2023-03-03 deposited with the CCDC.	2023-06-21 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         'C18 H14 Co N2 O5'
_chemical_formula_sum            'C18 H14 Co N2 O5'
_chemical_formula_weight         397.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0021 0.0012 '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 0.0044 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0080 0.0047 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3354 0.7855 '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                   9.6550(19)
_cell_length_b                   16.355(3)
_cell_length_c                   11.069(2)
_cell_angle_alpha                90
_cell_angle_beta                 110.97(3)
_cell_angle_gamma                90
_cell_volume                     1632.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    54501
_cell_measurement_theta_min      0.361
_cell_measurement_theta_max      33.548

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_F_000             812
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.074
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.043
_exptl_absorpt_coefficient_mu    0.778
_shelx_estimated_absorpt_T_min   0.945
_shelx_estimated_absorpt_T_max   0.967
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.936
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.630
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15198
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_av_R_equivalents  0.0732
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.066
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        22.210
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4121
_reflns_number_gt                3642
_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       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.0986P)²] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4121
_refine_ls_number_parameters     241
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1563
_refine_ls_wR_factor_gt          0.1533
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_restrained_S_all      1.190
_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
Co1 Co 0.30050(3) 0.46154(2) 0.63022(2) 0.01323(14) Uani 1 1 d . . . . .
O1 O 0.37298(16) 0.38034(10) 0.52489(14) 0.0201(3) Uani 1 1 d . . . . .
O2 O 0.20378(17) 0.39827(11) 0.32625(16) 0.0287(4) Uani 1 1 d . . . . .
O3 O 0.77933(16) 0.12906(10) 0.26472(14) 0.0211(3) Uani 1 1 d . . . . .
O4 O 0.57623(17) 0.09431(10) 0.10553(15) 0.0228(3) Uani 1 1 d . . . . .
O5 O 0.20199(18) 0.52951(9) 0.46343(16) 0.0198(3) Uani 1 1 d D . . . .
H1O5 H 0.1106(17) 0.5517(15) 0.452(3) 0.030 Uiso 1 1 d D U . . .
H2O5 H 0.192(3) 0.4917(14) 0.400(2) 0.030 Uiso 1 1 d D U . . .
N1 N 0.51866(19) 0.48390(12) 0.75666(17) 0.0169(4) Uani 1 1 d . . . . .
N2 N 0.2755(2) 0.56207(11) 0.74398(18) 0.0188(4) Uani 1 1 d . . . . .
C1 C 0.3174(2) 0.36661(12) 0.40401(19) 0.0152(4) Uani 1 1 d . . . . .
C2 C 0.4002(2) 0.30551(12) 0.35275(18) 0.0145(4) Uani 1 1 d . . . . .
C3 C 0.5487(2) 0.28855(15) 0.4219(2) 0.0256(5) Uani 1 1 d . . . . .
H3 H 0.596758 0.313933 0.502282 0.031 Uiso 1 1 calc R U . . .
C4 C 0.6267(2) 0.23459(15) 0.3735(2) 0.0244(5) Uani 1 1 d . . . . .
H4 H 0.727913 0.224918 0.419782 0.029 Uiso 1 1 calc R U . . .
C5 C 0.5558(2) 0.19472(12) 0.25659(18) 0.0142(4) Uani 1 1 d . . . . .
C6 C 0.4077(2) 0.21219(13) 0.18666(19) 0.0184(4) Uani 1 1 d . . . . .
H6 H 0.359261 0.185991 0.107060 0.022 Uiso 1 1 calc R U . . .
C7 C 0.3309(2) 0.26784(13) 0.2333(2) 0.0184(4) Uani 1 1 d . . . . .
H7 H 0.231617 0.280274 0.184095 0.022 Uiso 1 1 calc R U . . .
C8 C 0.6417(2) 0.13630(12) 0.20585(18) 0.0146(4) Uani 1 1 d . . . . .
C9 C 0.6360(2) 0.43898(15) 0.7597(2) 0.0240(5) Uani 1 1 d . . . . .
H9 H 0.624699 0.401582 0.692338 0.029 Uiso 1 1 calc R U . . .
C10 C 0.7734(3) 0.44548(17) 0.8582(3) 0.0298(5) Uani 1 1 d . . . . .
H10 H 0.853693 0.413025 0.858170 0.036 Uiso 1 1 calc R U . . .
C11 C 0.7890(3) 0.50093(17) 0.9566(2) 0.0290(5) Uani 1 1 d . . . . .
H11 H 0.880916 0.507014 1.024361 0.035 Uiso 1 1 calc R U . . .
C12 C 0.6689(3) 0.54721(14) 0.9544(2) 0.0241(5) Uani 1 1 d . . . . .
H12 H 0.677660 0.584767 1.020994 0.029 Uiso 1 1 calc R U . . .
C13 C 0.5345(2) 0.53768(11) 0.8525(2) 0.0172(4) Uani 1 1 d . . . . .
C14 C 0.3994(2) 0.58426(12) 0.84235(19) 0.0176(4) Uani 1 1 d . . . . .
C15 C 0.3981(3) 0.64709(14) 0.9269(2) 0.0258(5) Uani 1 1 d . . . . .
H15 H 0.485074 0.661160 0.996055 0.031 Uiso 1 1 calc R U . . .
C16 C 0.2673(3) 0.68836(15) 0.9077(3) 0.0325(6) Uani 1 1 d . . . . .
H16 H 0.264145 0.731071 0.963466 0.039 Uiso 1 1 calc R U . . .
C17 C 0.1417(3) 0.66648(15) 0.8063(3) 0.0328(6) Uani 1 1 d . . . . .
H17 H 0.052065 0.694561 0.790782 0.039 Uiso 1 1 calc R U . . .
C18 C 0.1493(3) 0.60236(15) 0.7273(2) 0.0265(5) Uani 1 1 d . . . . .
H18 H 0.062598 0.586527 0.659296 0.032 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 O1 2.0485(14) . ?
Co1 O5 2.0716(16) . ?
Co1 N1 2.1023(19) . ?
Co1 N2 2.1365(18) . ?
Co1 O3 2.1614(15) 4_566 ?
Co1 O4 2.2747(16) 4_566 ?
O1 C1 1.271(2) . ?
O2 C1 1.239(2) . ?
O3 C8 1.259(2) . ?
O4 C8 1.266(2) . ?
O5 H1O5 0.920(10) . ?
O5 H2O5 0.916(10) . ?
N1 C9 1.340(3) . ?
N1 C13 1.344(3) . ?
N2 C18 1.338(3) . ?
N2 C14 1.348(3) . ?
C1 C2 1.511(3) . ?
C2 C3 1.391(3) . ?
C2 C7 1.394(3) . ?
C3 C4 1.387(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.390(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.391(3) . ?
C5 C8 1.500(3) . ?
C6 C7 1.385(3) . ?
C6 H6 0.9400 . ?
C7 H7 0.9400 . ?
C9 C10 1.388(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.383(3) . ?
C10 H10 0.9400 . ?
C11 C12 1.378(4) . ?
C11 H11 0.9400 . ?
C12 C13 1.390(3) . ?
C12 H12 0.9400 . ?
C13 C14 1.480(3) . ?
C14 C15 1.393(3) . ?
C15 C16 1.380(3) . ?
C15 H15 0.9400 . ?
C16 C17 1.372(4) . ?
C16 H16 0.9400 . ?
C17 C18 1.384(3) . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?

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
O1 Co1 O5 88.97(6) . . ?
O1 Co1 N1 91.53(7) . . ?
O5 Co1 N1 122.08(7) . . ?
O1 Co1 N2 165.47(7) . . ?
O5 Co1 N2 89.98(7) . . ?
N1 Co1 N2 76.78(7) . . ?
O1 Co1 O3 94.78(7) . 4_566 ?
O5 Co1 O3 148.78(6) . 4_566 ?
N1 Co1 O3 88.85(7) . 4_566 ?
N2 Co1 O3 93.62(7) . 4_566 ?
O1 Co1 O4 100.12(6) . 4_566 ?
O5 Co1 O4 89.69(6) . 4_566 ?
N1 Co1 O4 146.49(6) . 4_566 ?
N2 Co1 O4 94.37(7) . 4_566 ?
O3 Co1 O4 59.13(6) 4_566 4_566 ?
C1 O1 Co1 127.74(13) . . ?
C8 O3 Co1 92.89(12) . 4_665 ?
C8 O4 Co1 87.54(12) . 4_665 ?
Co1 O5 H1O5 116.7(18) . . ?
Co1 O5 H2O5 102.3(18) . . ?
H1O5 O5 H2O5 109.0(17) . . ?
C9 N1 C13 118.84(19) . . ?
C9 N1 Co1 123.89(15) . . ?
C13 N1 Co1 116.33(15) . . ?
C18 N2 C14 118.68(19) . . ?
C18 N2 Co1 125.93(16) . . ?
C14 N2 Co1 115.38(14) . . ?
O2 C1 O1 126.36(18) . . ?
O2 C1 C2 118.10(18) . . ?
O1 C1 C2 115.54(17) . . ?
C3 C2 C7 118.95(18) . . ?
C3 C2 C1 120.34(18) . . ?
C7 C2 C1 120.66(17) . . ?
C4 C3 C2 120.66(19) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 120.23(18) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 119.18(18) . . ?
C4 C5 C8 119.53(18) . . ?
C6 C5 C8 121.25(17) . . ?
C7 C6 C5 120.56(18) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C2 120.34(18) . . ?
C6 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
O3 C8 O4 120.44(18) . . ?
O3 C8 C5 119.26(18) . . ?
O4 C8 C5 120.30(18) . . ?
N1 C9 C10 122.6(2) . . ?
N1 C9 H9 118.7 . . ?
C10 C9 H9 118.7 . . ?
C11 C10 C9 118.3(2) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 H10 120.9 . . ?
C12 C11 C10 119.5(2) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 119.2(2) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
N1 C13 C12 121.6(2) . . ?
N1 C13 C14 115.37(19) . . ?
C12 C13 C14 123.05(19) . . ?
N2 C14 C15 121.5(2) . . ?
N2 C14 C13 115.23(18) . . ?
C15 C14 C13 123.2(2) . . ?
C16 C15 C14 119.0(2) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C17 C16 C15 119.4(2) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C16 C17 C18 118.9(2) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
N2 C18 C17 122.5(2) . . ?
N2 C18 H18 118.8 . . ?
C17 C18 H18 118.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O1 C1 O2 -2.7(3) . . . . ?
Co1 O1 C1 C2 177.25(13) . . . . ?
O2 C1 C2 C3 158.8(2) . . . . ?
O1 C1 C2 C3 -21.2(3) . . . . ?
O2 C1 C2 C7 -18.6(3) . . . . ?
O1 C1 C2 C7 161.43(19) . . . . ?
C7 C2 C3 C4 -0.5(4) . . . . ?
C1 C2 C3 C4 -177.9(2) . . . . ?
C2 C3 C4 C5 -2.0(4) . . . . ?
C3 C4 C5 C6 2.6(3) . . . . ?
C3 C4 C5 C8 -179.8(2) . . . . ?
C4 C5 C6 C7 -0.8(3) . . . . ?
C8 C5 C6 C7 -178.35(19) . . . . ?
C5 C6 C7 C2 -1.7(3) . . . . ?
C3 C2 C7 C6 2.3(3) . . . . ?
C1 C2 C7 C6 179.71(18) . . . . ?
Co1 O3 C8 O4 0.2(2) 4_665 . . . ?
Co1 O3 C8 C5 179.67(15) 4_665 . . . ?
Co1 O4 C8 O3 -0.22(19) 4_665 . . . ?
Co1 O4 C8 C5 -179.65(16) 4_665 . . . ?
C4 C5 C8 O3 -5.5(3) . . . . ?
C6 C5 C8 O3 172.09(19) . . . . ?
C4 C5 C8 O4 173.9(2) . . . . ?
C6 C5 C8 O4 -8.5(3) . . . . ?
C13 N1 C9 C10 0.3(4) . . . . ?
Co1 N1 C9 C10 -168.19(19) . . . . ?
N1 C9 C10 C11 -0.3(4) . . . . ?
C9 C10 C11 C12 0.5(4) . . . . ?
C10 C11 C12 C13 -0.6(4) . . . . ?
C9 N1 C13 C12 -0.4(3) . . . . ?
Co1 N1 C13 C12 168.90(16) . . . . ?
C9 N1 C13 C14 -179.50(19) . . . . ?
Co1 N1 C13 C14 -10.2(2) . . . . ?
C11 C12 C13 N1 0.6(3) . . . . ?
C11 C12 C13 C14 179.6(2) . . . . ?
C18 N2 C14 C15 0.7(3) . . . . ?
Co1 N2 C14 C15 -177.90(16) . . . . ?
C18 N2 C14 C13 -178.88(19) . . . . ?
Co1 N2 C14 C13 2.5(2) . . . . ?
N1 C13 C14 N2 5.0(3) . . . . ?
C12 C13 C14 N2 -174.1(2) . . . . ?
N1 C13 C14 C15 -174.63(19) . . . . ?
C12 C13 C14 C15 6.3(3) . . . . ?
N2 C14 C15 C16 -1.2(3) . . . . ?
C13 C14 C15 C16 178.4(2) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C15 C16 C17 C18 1.2(4) . . . . ?
C14 N2 C18 C17 0.7(3) . . . . ?
Co1 N2 C18 C17 179.20(18) . . . . ?
C16 C17 C18 N2 -1.7(4) . . . . ?

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
O5 H1O5 O4 0.920(10) 1.822(12) 2.730(2) 169(3) 2 yes
O5 H2O5 O2 0.916(10) 1.754(13) 2.633(2) 160(3) . yes

_refine_diff_density_max         1.570
_refine_diff_density_min         -1.061
_refine_diff_density_rms         0.114























