# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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 1583132'
_audit_update_record             
;
2017-12-05 deposited with the CCDC.
2018-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H24 Co N14 O6'
_chemical_formula_weight         591.44

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      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                   12.3648(12)
_cell_length_b                   12.3648(12)
_cell_length_c                   14.547(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1926.1(5)
_cell_formula_units_Z            3
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    2635
_cell_measurement_theta_min      2.363
_cell_measurement_theta_max      27.364

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_F_000             915
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.400
_exptl_absorpt_coefficient_mu    0.732
_shelx_estimated_absorpt_T_min   0.720
_shelx_estimated_absorpt_T_max   0.720
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.718
_exptl_absorpt_correction_T_max  0.753
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3154
_diffrn_reflns_av_unetI/netI     0.0141
_diffrn_reflns_av_R_equivalents  0.0148
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.295
_diffrn_reflns_theta_max         27.421
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             974
_reflns_number_gt                948
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0271P)²+2.7108P] 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         974
_refine_ls_number_parameters     60
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0235
_refine_ls_wR_factor_ref         0.0603
_refine_ls_wR_factor_gt          0.0597
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_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 0.333333 0.666667 0.166667 0.01197(12) Uani 1 6 d S T P . .
N1 N 0.21673(9) 0.50438(9) 0.08356(7) 0.0160(2) Uani 1 1 d . . . . .
N2 N 0.08723(11) 0.30634(10) 0.05177(8) 0.0255(3) Uani 1 1 d . . . . .
H2 H 0.043517 0.226658 0.058375 0.031 Uiso 1 1 calc R U . . .
N3 N 0.000000 0.000000 0.10657(11) 0.0161(3) Uani 1 3 d S T P . .
O1 O 0.11609(8) 0.07025(9) 0.10638(7) 0.0265(2) Uani 1 1 d . . . . .
C1 C 0.16981(13) 0.49484(12) -0.00408(9) 0.0234(3) Uani 1 1 d . . . . .
H1 H 0.189294 0.561705 -0.043123 0.028 Uiso 1 1 calc R U . . .
C2 C 0.09073(15) 0.37264(13) -0.02453(11) 0.0331(3) Uani 1 1 d . . . . .
H2A H 0.047713 0.340622 -0.079342 0.040 Uiso 1 1 calc R U . . .
C3 C 0.16424(11) 0.38803(11) 0.11432(8) 0.0187(2) Uani 1 1 d . . . . .
H3 H 0.179045 0.365911 0.172102 0.022 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 2.1618(10) 15 ?
Co1 N1 2.1618(10) . ?
Co1 N1 2.1618(10) 3_565 ?
Co1 N1 2.1618(10) 2_665 ?
Co1 N1 2.1619(10) 13_565 ?
Co1 N1 2.1619(10) 14_455 ?
N1 C3 1.3257(15) . ?
N1 C1 1.3812(16) . ?
N2 C3 1.3391(16) . ?
N2 C2 1.3676(19) . ?
N2 H2 0.8600 . ?
N3 O1 1.2523(9) 3 ?
N3 O1 1.2523(9) 2 ?
N3 O1 1.2523(9) . ?
C1 C2 1.3603(19) . ?
C1 H1 0.9300 . ?
C2 H2A 0.9300 . ?
C3 H3 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
N1 Co1 N1 88.23(4) 15 . ?
N1 Co1 N1 180.0 15 3_565 ?
N1 Co1 N1 91.77(4) . 3_565 ?
N1 Co1 N1 88.23(4) 15 2_665 ?
N1 Co1 N1 91.77(4) . 2_665 ?
N1 Co1 N1 91.77(4) 3_565 2_665 ?
N1 Co1 N1 91.77(4) 15 13_565 ?
N1 Co1 N1 180.0 . 13_565 ?
N1 Co1 N1 88.23(4) 3_565 13_565 ?
N1 Co1 N1 88.23(4) 2_665 13_565 ?
N1 Co1 N1 91.77(4) 15 14_455 ?
N1 Co1 N1 88.23(4) . 14_455 ?
N1 Co1 N1 88.23(4) 3_565 14_455 ?
N1 Co1 N1 180.0 2_665 14_455 ?
N1 Co1 N1 91.77(4) 13_565 14_455 ?
C3 N1 C1 105.19(10) . . ?
C3 N1 Co1 123.78(8) . . ?
C1 N1 Co1 130.71(8) . . ?
C3 N2 C2 107.57(11) . . ?
C3 N2 H2 126.2 . . ?
C2 N2 H2 126.2 . . ?
O1 N3 O1 119.999(1) 3 2 ?
O1 N3 O1 120.000(1) 3 . ?
O1 N3 O1 119.999(1) 2 . ?
C2 C1 N1 109.55(12) . . ?
C2 C1 H1 125.2 . . ?
N1 C1 H1 125.2 . . ?
C1 C2 N2 106.15(12) . . ?
C1 C2 H2A 126.9 . . ?
N2 C2 H2A 126.9 . . ?
N1 C3 N2 111.53(11) . . ?
N1 C3 H3 124.2 . . ?
N2 C3 H3 124.2 . . ?

_refine_diff_density_max         0.241
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1583133'
_audit_update_record             
;
2017-12-19 deposited with the CCDC.
2018-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C66.60 H64.90 B2 Co N12.30'
_chemical_formula_weight         1118.15

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'
B B 0.0013 0.0007 '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'
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           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                   23.170(4)
_cell_length_b                   13.301(2)
_cell_length_c                   21.712(3)
_cell_angle_alpha                90
_cell_angle_beta                 118.421(2)
_cell_angle_gamma                90
_cell_volume                     5884.7(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    14456
_cell_measurement_theta_min      2.422
_cell_measurement_theta_max      27.348

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_F_000             2350
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.440
_exptl_crystal_size_min          0.410
_exptl_absorpt_coefficient_mu    0.345
_shelx_estimated_absorpt_T_min   0.855
_shelx_estimated_absorpt_T_max   0.872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.853
_exptl_absorpt_correction_T_max  0.871
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38279
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.344
_diffrn_reflns_theta_max         27.456
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6700
_reflns_number_gt                5552
_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    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIMOND(Brandenburg & Putz, 2005)'
_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)+(0.0280P)²+7.5850P] 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         6700
_refine_ls_number_parameters     408
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.0887
_refine_ls_wR_factor_gt          0.0837
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.035
_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 0.250000 0.750000 0.500000 0.01801(8) Uani 1 2 d S . P . .
N1 N 0.22489(6) 0.60357(9) 0.45261(7) 0.0231(3) Uani 1 1 d . . . . .
N2 N 0.23533(8) 0.45367(10) 0.41624(7) 0.0318(3) Uani 1 1 d . . . . .
H2 H 0.251280 0.403909 0.402222 0.038 Uiso 1 1 calc R U . . .
N3 N 0.32404(7) 0.76933(9) 0.46589(7) 0.0251(3) Uani 1 1 d . . . . .
N5 N 0.17963(7) 0.81924(10) 0.40185(7) 0.0269(3) Uani 1 1 d . . . . .
N6B N 0.1243(10) 0.8393(18) 0.2886(12) 0.049(3) Uani 0.5 1 d . . P A 2
H6B H 0.105127 0.826016 0.243493 0.059 Uiso 0.5 1 calc R U P A 2
B1 B 0.13793(9) 0.74640(13) 0.11219(9) 0.0239(3) Uani 1 1 d . . . . .
C1 C 0.26019(8) 0.54712(12) 0.43271(8) 0.0263(3) Uani 1 1 d . . . . .
H1 H 0.298012 0.569653 0.430390 0.032 Uiso 1 1 calc R U . . .
C2 C 0.17507(8) 0.54221(12) 0.44750(9) 0.0279(3) Uani 1 1 d . . . . .
H2A H 0.141413 0.561988 0.458156 0.033 Uiso 1 1 calc R U . . .
C3 C 0.18076(9) 0.44986(12) 0.42520(8) 0.0296(4) Uani 1 1 d . . . . .
H3 H 0.152692 0.393794 0.417347 0.036 Uiso 1 1 calc R U . . .
C5 C 0.31807(9) 0.82680(14) 0.41009(9) 0.0328(4) Uani 1 1 d . . . . .
C4 C 0.38704(9) 0.75073(14) 0.50277(10) 0.0337(4) Uani 1 1 d . . . . .
C7B C 0.1505(16) 0.771(2) 0.3402(17) 0.032(3) Uani 0.5 1 d . . P A 2
H7B H 0.148679 0.700558 0.334093 0.038 Uiso 0.5 1 calc R U P A 2
C8B C 0.1324(10) 0.9323(17) 0.3176(12) 0.056(3) Uani 0.5 1 d . . P A 2
H8B H 0.118739 0.994419 0.293260 0.067 Uiso 0.5 1 calc R U P A 2
C9B C 0.1632(9) 0.9193(19) 0.3871(13) 0.036(2) Uani 0.5 1 d . . P A 2
H9B H 0.172343 0.970715 0.420881 0.043 Uiso 0.5 1 calc R U P A 2
C10 C 0.11805(8) 0.67161(11) 0.15990(8) 0.0244(3) Uani 1 1 d . . . . .
C11 C 0.15704(8) 0.59080(12) 0.19876(9) 0.0290(3) Uani 1 1 d . . . . .
H11 H 0.198032 0.580102 0.199800 0.035 Uiso 1 1 calc R U . . .
C12 C 0.13806(9) 0.52534(13) 0.23604(9) 0.0330(4) Uani 1 1 d . . . . .
H12 H 0.166326 0.471952 0.262276 0.040 Uiso 1 1 calc R U . . .
C13 C 0.07852(9) 0.53763(14) 0.23504(9) 0.0358(4) Uani 1 1 d . . . . .
H13 H 0.065702 0.493608 0.260823 0.043 Uiso 1 1 calc R U . . .
C14 C 0.03781(9) 0.61508(16) 0.19591(9) 0.0382(4) Uani 1 1 d . . . . .
H14 H -0.003834 0.623677 0.193711 0.046 Uiso 1 1 calc R U . . .
C15 C 0.05786(8) 0.68042(14) 0.15976(8) 0.0317(4) Uani 1 1 d . . . . .
H15 H 0.029272 0.733612 0.133712 0.038 Uiso 1 1 calc R U . . .
C16 C 0.21627(8) 0.73402(11) 0.13615(8) 0.0245(3) Uani 1 1 d . . . . .
C17 C 0.26490(8) 0.75208(12) 0.20565(8) 0.0288(3) Uani 1 1 d . . . . .
H17 H 0.251458 0.769124 0.239395 0.035 Uiso 1 1 calc R U . . .
C18 C 0.33161(8) 0.74606(13) 0.22697(9) 0.0320(4) Uani 1 1 d . . . . .
H18 H 0.362630 0.760462 0.274171 0.038 Uiso 1 1 calc R U . . .
C19 C 0.35304(9) 0.71911(13) 0.17960(10) 0.0343(4) Uani 1 1 d . . . . .
H19 H 0.398617 0.715229 0.193863 0.041 Uiso 1 1 calc R U . . .
C20 C 0.30696(9) 0.69789(12) 0.11109(10) 0.0333(4) Uani 1 1 d . . . . .
H20 H 0.320913 0.677862 0.078273 0.040 Uiso 1 1 calc R U . . .
C21 C 0.24019(8) 0.70587(11) 0.09021(9) 0.0279(3) Uani 1 1 d . . . . .
H21 H 0.209561 0.691635 0.042840 0.034 Uiso 1 1 calc R U . . .
C22 C 0.09404(7) 0.71289(12) 0.02966(8) 0.0241(3) Uani 1 1 d . . . . .
C23 C 0.06972(8) 0.61498(12) 0.00903(8) 0.0262(3) Uani 1 1 d . . . . .
H23 H 0.077900 0.566270 0.044254 0.031 Uiso 1 1 calc R U . . .
C24 C 0.03413(8) 0.58643(13) -0.06088(9) 0.0309(4) Uani 1 1 d . . . . .
H24 H 0.018716 0.519318 -0.072579 0.037 Uiso 1 1 calc R U . . .
C25 C 0.02119(8) 0.65595(15) -0.11342(9) 0.0340(4) Uani 1 1 d . . . . .
H25 H -0.003572 0.637210 -0.161245 0.041 Uiso 1 1 calc R U . . .
C26 C 0.04479(9) 0.75300(14) -0.09535(9) 0.0345(4) Uani 1 1 d . . . . .
H26 H 0.036524 0.801149 -0.130922 0.041 Uiso 1 1 calc R U . . .
C27 C 0.08056(8) 0.78018(13) -0.02529(9) 0.0308(4) Uani 1 1 d . . . . .
H27 H 0.096532 0.847095 -0.014154 0.037 Uiso 1 1 calc R U . . .
C28 C 0.12036(8) 0.86462(12) 0.12072(8) 0.0262(3) Uani 1 1 d . . . . .
C29 C 0.05542(9) 0.90024(14) 0.08631(10) 0.0411(5) Uani 1 1 d . . . . .
H29 H 0.021668 0.854775 0.057541 0.049 Uiso 1 1 calc R U . . .
C30 C 0.03793(10) 0.99832(15) 0.09209(11) 0.0466(5) Uani 1 1 d . . . . .
H30 H -0.006848 1.018093 0.068091 0.056 Uiso 1 1 calc R U . . .
C31 C 0.08542(10) 1.06680(14) 0.13256(10) 0.0406(4) Uani 1 1 d . . . . .
H31 H 0.073885 1.134018 0.136785 0.049 Uiso 1 1 calc R U . . .
C32 C 0.14973(9) 1.03637(13) 0.16671(10) 0.0376(4) Uani 1 1 d . . . . .
H32 H 0.183139 1.083091 0.194273 0.045 Uiso 1 1 calc R U . . .
C33 C 0.16633(8) 0.93717(13) 0.16119(9) 0.0294(3) Uani 1 1 d . . . . .
H33 H 0.211192 0.918071 0.186235 0.035 Uiso 1 1 calc R U . . .
C6 C 0.37741(9) 0.84230(14) 0.41478(10) 0.0341(4) Uani 1 1 d . . . . .
N1S N 0.000000 1.0839(16) 0.250000 0.129(6) Uani 0.3 2 d S T P . .
C1S C -0.0012(12) 1.0004(14) 0.2344(11) 0.071(5) Uiso 0.15 1 d . . P B -1
C2S C -0.0153(13) 0.9047(19) 0.1999(13) 0.104(7) Uiso 0.15 1 d . . P B -1
H2SA H 0.017496 0.886158 0.186965 0.156 Uiso 0.15 1 d R U P B -1
H2SB H -0.057294 0.908608 0.158665 0.156 Uiso 0.15 1 d R U P B -1
H2SC H -0.016964 0.855008 0.231155 0.156 Uiso 0.15 1 d R U P B -1
N4 N 0.42101(8) 0.79385(12) 0.47349(10) 0.0398(4) Uani 1 1 d . . . . .
H4 H 0.4064(10) 0.7149(16) 0.5435(11) 0.039(5) Uiso 1 1 d . . . . .
H5 H 0.2766(11) 0.8529(16) 0.3751(11) 0.045(6) Uiso 1 1 d . . . . .
H4A H 0.4646(12) 0.7898(18) 0.4905(12) 0.056(7) Uiso 1 1 d . . . . .
H6 H 0.3878(11) 0.8787(17) 0.3866(11) 0.050(6) Uiso 1 1 d . . . . .
N6A N 0.1405(10) 0.8468(18) 0.2878(12) 0.049(3) Uani 0.5 1 d . . P A 1
H6A H 0.123750 0.833667 0.242772 0.059 Uiso 0.5 1 calc R U P A 1
C8A C 0.1512(10) 0.9398(17) 0.3176(12) 0.056(3) Uani 0.5 1 d . . P A 1
H8A H 0.141924 1.003000 0.294481 0.067 Uiso 0.5 1 calc R U P A 1
C9A C 0.1782(10) 0.9224(19) 0.3876(13) 0.036(2) Uani 0.5 1 d . . P A 1
H9A H 0.193964 0.973565 0.422299 0.043 Uiso 0.5 1 calc R U P A 1
C7A C 0.1601(16) 0.779(2) 0.3395(17) 0.032(3) Uani 0.5 1 d . . P A 1
H7A H 0.159919 0.708557 0.331980 0.038 Uiso 0.5 1 calc R U P A 1


_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 2.1495(13) 7_566 ?
Co1 N1 2.1496(13) . ?
Co1 N5 2.1772(13) . ?
Co1 N5 2.1772(13) 7_566 ?
Co1 N3 2.1834(13) 7_566 ?
Co1 N3 2.1834(13) . ?
N1 C1 1.325(2) . ?
N1 C2 1.374(2) . ?
N2 C1 1.345(2) . ?
N2 C3 1.369(2) . ?
N3 C4 1.312(2) . ?
N3 C5 1.382(2) . ?
N5 C7A 1.32(3) . ?
N5 C7B 1.34(3) . ?
N5 C9B 1.38(2) . ?
N5 C9A 1.40(2) . ?
N6B C7B 1.34(3) . ?
N6B C8B 1.36(3) . ?
B1 C16 1.641(2) . ?
B1 C22 1.646(2) . ?
B1 C10 1.652(2) . ?
B1 C28 1.657(2) . ?
C2 C3 1.350(2) . ?
C5 C6 1.345(3) . ?
C4 N4 1.352(2) . ?
C8B C9B 1.34(3) . ?
C10 C15 1.398(2) . ?
C10 C11 1.399(2) . ?
C11 C12 1.395(2) . ?
C12 C13 1.379(3) . ?
C13 C14 1.382(3) . ?
C14 C15 1.391(3) . ?
C16 C21 1.403(2) . ?
C16 C17 1.409(2) . ?
C17 C18 1.389(2) . ?
C18 C19 1.385(3) . ?
C19 C20 1.386(3) . ?
C20 C21 1.394(2) . ?
C22 C27 1.403(2) . ?
C22 C23 1.405(2) . ?
C23 C24 1.392(2) . ?
C24 C25 1.386(3) . ?
C25 C26 1.384(3) . ?
C26 C27 1.390(2) . ?
C28 C33 1.395(2) . ?
C28 C29 1.406(2) . ?
C29 C30 1.389(3) . ?
C30 C31 1.376(3) . ?
C31 C32 1.372(3) . ?
C32 C33 1.395(2) . ?
C6 N4 1.355(3) . ?
N1S C1S 1.16(2) . ?
C1S C2S 1.43(3) . ?
N6A C7A 1.34(3) . ?
N6A C8A 1.36(3) . ?
C8A C9A 1.36(3) . ?

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 N1 180.0 7_566 . ?
N1 Co1 N5 89.50(5) 7_566 . ?
N1 Co1 N5 90.50(5) . . ?
N1 Co1 N5 90.50(5) 7_566 7_566 ?
N1 Co1 N5 89.50(5) . 7_566 ?
N5 Co1 N5 180.0 . 7_566 ?
N1 Co1 N3 91.24(5) 7_566 7_566 ?
N1 Co1 N3 88.76(5) . 7_566 ?
N5 Co1 N3 92.22(5) . 7_566 ?
N5 Co1 N3 87.78(5) 7_566 7_566 ?
N1 Co1 N3 88.76(5) 7_566 . ?
N1 Co1 N3 91.24(5) . . ?
N5 Co1 N3 87.79(5) . . ?
N5 Co1 N3 92.21(5) 7_566 . ?
N3 Co1 N3 180.0 7_566 . ?
C1 N1 C2 105.20(13) . . ?
C1 N1 Co1 126.95(11) . . ?
C2 N1 Co1 127.03(10) . . ?
C1 N2 C3 107.71(13) . . ?
C4 N3 C5 104.92(14) . . ?
C4 N3 Co1 126.61(12) . . ?
C5 N3 Co1 126.53(12) . . ?
C7B N5 C9B 105.9(18) . . ?
C7A N5 C9A 102.1(17) . . ?
C7A N5 Co1 124.3(15) . . ?
C7B N5 Co1 124.3(15) . . ?
C9B N5 Co1 129.1(11) . . ?
C9A N5 Co1 123.9(10) . . ?
C7B N6B C8B 109(2) . . ?
C16 B1 C22 109.57(13) . . ?
C16 B1 C10 109.70(13) . . ?
C22 B1 C10 107.90(13) . . ?
C16 B1 C28 110.70(13) . . ?
C22 B1 C28 108.75(12) . . ?
C10 B1 C28 110.16(13) . . ?
N1 C1 N2 110.96(15) . . ?
C3 C2 N1 110.34(15) . . ?
C2 C3 N2 105.78(14) . . ?
C6 C5 N3 110.24(17) . . ?
N3 C4 N4 111.13(17) . . ?
N5 C7B N6B 109(3) . . ?
C9B C8B N6B 107(2) . . ?
C8B C9B N5 109(2) . . ?
C15 C10 C11 115.00(15) . . ?
C15 C10 B1 121.58(14) . . ?
C11 C10 B1 123.24(14) . . ?
C12 C11 C10 122.56(16) . . ?
C13 C12 C11 120.41(17) . . ?
C12 C13 C14 118.88(16) . . ?
C13 C14 C15 119.95(17) . . ?
C14 C15 C10 123.17(17) . . ?
C21 C16 C17 114.94(15) . . ?
C21 C16 B1 123.57(14) . . ?
C17 C16 B1 121.49(14) . . ?
C18 C17 C16 122.88(16) . . ?
C19 C18 C17 120.19(16) . . ?
C18 C19 C20 118.97(16) . . ?
C19 C20 C21 120.16(17) . . ?
C20 C21 C16 122.82(16) . . ?
C27 C22 C23 115.29(15) . . ?
C27 C22 B1 121.69(14) . . ?
C23 C22 B1 122.98(14) . . ?
C24 C23 C22 122.69(15) . . ?
C25 C24 C23 119.96(16) . . ?
C26 C25 C24 119.18(16) . . ?
C25 C26 C27 120.15(16) . . ?
C26 C27 C22 122.71(16) . . ?
C33 C28 C29 113.88(15) . . ?
C33 C28 B1 124.91(14) . . ?
C29 C28 B1 121.22(14) . . ?
C30 C29 C28 123.56(17) . . ?
C31 C30 C29 120.03(18) . . ?
C32 C31 C30 118.86(17) . . ?
C31 C32 C33 120.36(17) . . ?
C28 C33 C32 123.29(16) . . ?
C5 C6 N4 106.02(16) . . ?
N1S C1S C2S 167(2) . . ?
C4 N4 C6 107.69(16) . . ?
C7A N6A C8A 107(2) . . ?
C9A C8A N6A 105(2) . . ?
C8A C9A N5 111(2) . . ?
N5 C7A N6A 114(3) . . ?

_refine_diff_density_max         0.312
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.046

