# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_co19a
_audit_block_doi                 10.5517/cc12bqfk
_database_code_depnum_ccdc_archive 'CCDC 993408'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C4DT03574G 2015
_audit_update_record             
;
2014-03-24 deposited with the CCDC.
2016-05-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H8 Co N14'
_chemical_formula_sum            'C10 H8 Co N14'
_chemical_formula_weight         383.23

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   14.747(2)
_cell_length_b                   8.8586(4)
_cell_length_c                   13.4233(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 119.302(7)
_cell_angle_gamma                90.00
_cell_volume                     1529.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295.0
_cell_measurement_reflns_used    2481
_cell_measurement_theta_min      3.6200
_cell_measurement_theta_max      28.9150

_exptl_crystal_description       prism
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.156
_exptl_crystal_size_mid          0.139
_exptl_crystal_size_min          0.112
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.665
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772
_exptl_absorpt_coefficient_mu    1.152
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.885
_exptl_absorpt_correction_T_max  1.000

_exptl_special_details           
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      295.0
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4265
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.37
_diffrn_reflns_theta_max         25.05
_reflns_number_total             1348
_reflns_number_gt                1168
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0295P)²+0.8381P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1348
_refine_ls_number_parameters     115
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0253
_refine_ls_wR_factor_ref         0.0625
_refine_ls_wR_factor_gt          0.0599
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.2500 -0.2500 0.5000 0.02080(13) Uani 1 2 d S . .
N1 N 0.12983(12) -0.07878(17) 0.44287(13) 0.0253(4) Uani 1 1 d . . .
N4 N 0.10714(15) 0.3142(2) 0.42372(17) 0.0443(5) Uani 1 1 d . . .
H4A H 0.1717 0.3394 0.4573 0.053 Uiso 1 1 calc R . .
H4B H 0.0598 0.3828 0.3978 0.053 Uiso 1 1 calc R . .
N2 N 0.15720(12) 0.06697(17) 0.45396(14) 0.0287(4) Uani 1 1 d . . .
N3 N -0.02307(12) 0.1379(2) 0.35831(15) 0.0354(4) Uani 1 1 d . . .
N98 N 0.33518(13) -0.13738(18) 0.65633(14) 0.0323(4) Uani 1 1 d . . .
N97 N 0.41248(13) -0.0140(2) 0.84294(15) 0.0396(5) Uani 1 1 d . . .
N99 N 0.32423(13) -0.12714(18) 0.42776(14) 0.0313(4) Uani 1 1 d . . .
C1 C 0.08041(15) 0.1692(2) 0.41196(17) 0.0294(5) Uani 1 1 d . . .
C2 C -0.04569(16) -0.0061(2) 0.35037(18) 0.0354(5) Uani 1 1 d . . .
H2 H -0.1151 -0.0353 0.3149 0.042 Uiso 1 1 calc R . .
C3 C 0.03080(15) -0.1165(2) 0.39327(17) 0.0317(5) Uani 1 1 d . . .
H3 H 0.0121 -0.2177 0.3870 0.038 Uiso 1 1 calc R . .
C98 C 0.36562(14) -0.0768(2) 0.74200(17) 0.0257(4) Uani 1 1 d . . .
C99 C 0.36028(15) -0.0605(2) 0.38271(16) 0.0272(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 N99 2.0887(17) . ?
Co1 N99 2.0887(16) 7_546 ?
Co1 N98 2.0968(16) 7_546 ?
Co1 N98 2.0968(16) . ?
Co1 N1 2.1677(15) . ?
Co1 N1 2.1677(15) 7_546 ?
N1 C3 1.317(2) . ?
N1 N2 1.339(2) . ?
N4 C1 1.330(3) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
N2 C1 1.340(2) . ?
N3 C2 1.310(3) . ?
N3 C1 1.360(3) . ?
N98 C98 1.143(2) . ?
N97 C98 1.306(3) . ?
N97 C99 1.309(3) 6_556 ?
N99 C99 1.145(2) . ?
C2 C3 1.387(3) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C99 N97 1.309(3) 6 ?

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
N99 Co1 N99 180.00(7) . 7_546 ?
N99 Co1 N98 88.67(7) . 7_546 ?
N99 Co1 N98 91.33(7) 7_546 7_546 ?
N99 Co1 N98 91.33(7) . . ?
N99 Co1 N98 88.67(7) 7_546 . ?
N98 Co1 N98 180.0 7_546 . ?
N99 Co1 N1 89.69(6) . . ?
N99 Co1 N1 90.31(6) 7_546 . ?
N98 Co1 N1 89.61(6) 7_546 . ?
N98 Co1 N1 90.39(6) . . ?
N99 Co1 N1 90.31(6) . 7_546 ?
N99 Co1 N1 89.69(6) 7_546 7_546 ?
N98 Co1 N1 90.39(6) 7_546 7_546 ?
N98 Co1 N1 89.61(6) . 7_546 ?
N1 Co1 N1 180.00(9) . 7_546 ?
C3 N1 N2 119.99(16) . . ?
C3 N1 Co1 120.89(13) . . ?
N2 N1 Co1 119.05(11) . . ?
C1 N4 H4A 120.0 . . ?
C1 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
N1 N2 C1 117.28(16) . . ?
C2 N3 C1 114.65(17) . . ?
C98 N98 Co1 167.99(17) . . ?
C98 N97 C99 121.29(17) . 6_556 ?
C99 N99 Co1 176.40(16) . . ?
N4 C1 N2 117.55(18) . . ?
N4 C1 N3 116.78(17) . . ?
N2 C1 N3 125.67(18) . . ?
N3 C2 C3 121.99(19) . . ?
N3 C2 H2 119.0 . . ?
C3 C2 H2 119.0 . . ?
N1 C3 C2 120.41(18) . . ?
N1 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
N98 C98 N97 172.5(2) . . ?
N99 C99 N97 172.9(2) . 6 ?

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
N4 H4A N2 0.86 2.35 3.209(2) 174.3 7_556
N4 H4B N97 0.86 2.25 3.082(3) 163.9 8_455

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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_A12a
_database_code_depnum_ccdc_archive 'CCDC 1432272'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-05-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H40 Co N14'
_chemical_formula_sum            'C44 H40 Co N14'
_chemical_formula_weight         823.83

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'

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

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

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

_cell_length_a                   9.4691(6)
_cell_length_b                   9.6862(6)
_cell_length_c                   12.6826(7)
_cell_angle_alpha                92.904(5)
_cell_angle_beta                 96.747(5)
_cell_angle_gamma                115.860(6)
_cell_volume                     1032.73(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3257
_cell_measurement_theta_min      4.0120
_cell_measurement_theta_max      26.9850

_exptl_crystal_description       needle
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_F_000             429
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.043
_exptl_absorpt_coefficient_mu    0.466
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.78341
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9158
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.744
_diffrn_reflns_theta_max         25.048
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             3652
_reflns_number_gt                3019
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0441P)²+0.0896P] 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         3652
_refine_ls_number_parameters     268
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.0908
_refine_ls_wR_factor_gt          0.0855
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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 0.5000 0.0000 0.5000 0.03801(13) Uani 1 2 d S . P . .
N1 N 0.57488(19) -0.06585(19) 0.35990(11) 0.0438(4) Uani 1 1 d . . . . .
N2 N 0.73016(19) -0.0410(2) 0.23897(12) 0.0481(4) Uani 1 1 d . . . . .
N3 N 0.74857(18) 0.12372(19) 0.56324(12) 0.0431(4) Uani 1 1 d . . . . .
N4 N 0.9880(2) 0.3133(2) 0.61680(14) 0.0539(5) Uani 1 1 d . . . . .
N97 N 0.8445(5) -0.3727(4) 0.6465(4) 0.1553(16) Uani 1 1 d . . . . .
N98 N 0.5840(4) -0.3884(3) 0.6265(3) 0.1074(9) Uani 1 1 d . . . . .
N99 N 0.4912(2) -0.2074(2) 0.56047(13) 0.0502(4) Uani 1 1 d . . . . .
C1 C 0.5425(3) -0.2085(2) 0.31269(15) 0.0478(5) Uani 1 1 d . . . . .
H1 H 0.4667 -0.3015 0.3296 0.057 Uiso 1 1 calc R U . . .
C2 C 0.6367(3) -0.1944(3) 0.23791(16) 0.0517(5) Uani 1 1 d . . . . .
H2 H 0.6375 -0.2742 0.1943 0.062 Uiso 1 1 calc R U . . .
C3 C 0.6889(3) 0.0315(2) 0.31309(15) 0.0493(5) Uani 1 1 d . . . . .
H3 H 0.7353 0.1382 0.3295 0.059 Uiso 1 1 calc R U . . .
C4 C 0.8572(3) 0.0321(3) 0.17420(17) 0.0654(7) Uani 1 1 d . . . . .
H4A H 0.9296 -0.0143 0.1829 0.078 Uiso 1 1 calc R U . . .
H4B H 0.9168 0.1410 0.2000 0.078 Uiso 1 1 calc R U . . .
C5 C 0.7276(3) 0.1061(3) 0.0187(2) 0.0678(7) Uani 1 1 d . . . . .
H5 H 0.7201 0.1789 0.0654 0.081 Uiso 1 1 calc R U . . .
C6 C 0.6723(4) 0.0920(4) -0.0880(2) 0.0843(9) Uani 1 1 d . . . . .
H6 H 0.6268 0.1545 -0.1127 0.101 Uiso 1 1 calc R U . . .
C7 C 0.6832(3) -0.0118(4) -0.1577(2) 0.0833(9) Uani 1 1 d . . . . .
H7 H 0.6468 -0.0200 -0.2302 0.100 Uiso 1 1 calc R U . . .
C8 C 0.7477(3) -0.1041(4) -0.1211(2) 0.0821(9) Uani 1 1 d . . . . .
H8 H 0.7549 -0.1762 -0.1686 0.099 Uiso 1 1 calc R U . . .
C9 C 0.8029(3) -0.0915(3) -0.0133(2) 0.0642(6) Uani 1 1 d . . . . .
H9 H 0.8466 -0.1555 0.0112 0.077 Uiso 1 1 calc R U . . .
C10 C 0.7936(2) 0.0150(3) 0.05758(15) 0.0472(5) Uani 1 1 d . . . . .
C11 C 0.8580(3) 0.0658(3) 0.57217(16) 0.0519(5) Uani 1 1 d . . . . .
H11 H 0.8341 -0.0378 0.5575 0.062 Uiso 1 1 calc R U . . .
C12 C 1.0043(3) 0.1804(3) 0.60513(18) 0.0594(6) Uani 1 1 d . . . . .
H12 H 1.0984 0.1710 0.6176 0.071 Uiso 1 1 calc R U . . .
C13 C 0.8321(2) 0.2728(2) 0.59063(16) 0.0485(5) Uani 1 1 d . . . . .
H13 H 0.7888 0.3424 0.5918 0.058 Uiso 1 1 calc R U . . .
C14 C 1.1121(3) 0.4671(3) 0.6590(2) 0.0674(7) Uani 1 1 d . . . . .
H14A H 1.0721 0.5424 0.6463 0.081 Uiso 1 1 calc R U . . .
H14B H 1.2021 0.4916 0.6214 0.081 Uiso 1 1 calc R U . . .
C15 C 1.1666(2) 0.4784(3) 0.77752(18) 0.0535(5) Uani 1 1 d . . . . .
C16 C 1.3236(3) 0.5654(3) 0.8205(2) 0.0638(6) Uani 1 1 d . . . . .
H16 H 1.3971 0.6163 0.7762 0.077 Uiso 1 1 calc R U . . .
C17 C 1.3732(3) 0.5781(3) 0.9289(2) 0.0777(8) Uani 1 1 d . . . . .
H17 H 1.4799 0.6377 0.9567 0.093 Uiso 1 1 calc R U . . .
C18 C 1.2689(4) 0.5050(3) 0.9952(2) 0.0765(7) Uani 1 1 d . . . . .
H18 H 1.3033 0.5142 1.0682 0.092 Uiso 1 1 calc R U . . .
C19 C 1.1128(3) 0.4179(3) 0.9541(2) 0.0775(7) Uani 1 1 d . . . . .
H19 H 1.0403 0.3671 0.9991 0.093 Uiso 1 1 calc R U . . .
C20 C 1.0620(3) 0.4046(3) 0.8465(2) 0.0721(7) Uani 1 1 d . . . . .
H20 H 0.9551 0.3447 0.8195 0.087 Uiso 1 1 calc R U . . .
C98 C 0.7254(4) -0.3732(3) 0.6331(2) 0.0780(8) Uani 1 1 d . . . . .
C99 C 0.5418(3) -0.2883(3) 0.58800(16) 0.0535(5) 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 N3 2.1489(15) . ?
Co1 N3 2.1489(15) 2_656 ?
Co1 N1 2.1546(15) . ?
Co1 N1 2.1546(15) 2_656 ?
Co1 N99 2.1574(18) 2_656 ?
Co1 N99 2.1575(18) . ?
N1 C3 1.314(2) . ?
N1 C1 1.366(3) . ?
N2 C3 1.337(3) . ?
N2 C2 1.357(3) . ?
N2 C4 1.474(3) . ?
N3 C13 1.312(3) . ?
N3 C11 1.374(3) . ?
N4 C13 1.345(3) . ?
N4 C12 1.365(3) . ?
N4 C14 1.460(3) . ?
N97 C98 1.118(4) . ?
N98 C98 1.274(4) . ?
N98 C99 1.295(3) . ?
N99 C99 1.133(3) . ?
C1 C2 1.349(3) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 C10 1.502(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C10 1.365(3) . ?
C5 C6 1.370(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.351(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.356(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.384(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.373(3) . ?
C9 H9 0.9300 . ?
C11 C12 1.343(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.513(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.373(3) . ?
C15 C20 1.381(3) . ?
C16 C17 1.381(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.353(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.362(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.372(4) . ?
C19 H19 0.9300 . ?
C20 H20 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
N3 Co1 N3 180.0 . 2_656 ?
N3 Co1 N1 86.01(6) . . ?
N3 Co1 N1 93.99(6) 2_656 . ?
N3 Co1 N1 93.99(6) . 2_656 ?
N3 Co1 N1 86.01(6) 2_656 2_656 ?
N1 Co1 N1 180.0 . 2_656 ?
N3 Co1 N99 89.36(7) . 2_656 ?
N3 Co1 N99 90.64(6) 2_656 2_656 ?
N1 Co1 N99 92.71(6) . 2_656 ?
N1 Co1 N99 87.29(6) 2_656 2_656 ?
N3 Co1 N99 90.64(6) . . ?
N3 Co1 N99 89.36(7) 2_656 . ?
N1 Co1 N99 87.28(6) . . ?
N1 Co1 N99 92.71(6) 2_656 . ?
N99 Co1 N99 180.0 2_656 . ?
C3 N1 C1 104.87(16) . . ?
C3 N1 Co1 123.63(13) . . ?
C1 N1 Co1 130.52(13) . . ?
C3 N2 C2 106.81(17) . . ?
C3 N2 C4 126.4(2) . . ?
C2 N2 C4 126.77(19) . . ?
C13 N3 C11 104.85(17) . . ?
C13 N3 Co1 127.74(14) . . ?
C11 N3 Co1 127.04(14) . . ?
C13 N4 C12 106.49(18) . . ?
C13 N4 C14 126.3(2) . . ?
C12 N4 C14 127.01(19) . . ?
C98 N98 C99 122.8(3) . . ?
C99 N99 Co1 155.32(18) . . ?
C2 C1 N1 109.94(19) . . ?
C2 C1 H1 125.0 . . ?
N1 C1 H1 125.0 . . ?
C1 C2 N2 106.39(19) . . ?
C1 C2 H2 126.8 . . ?
N2 C2 H2 126.8 . . ?
N1 C3 N2 111.99(19) . . ?
N1 C3 H3 124.0 . . ?
N2 C3 H3 124.0 . . ?
N2 C4 C10 112.37(17) . . ?
N2 C4 H4A 109.1 . . ?
C10 C4 H4A 109.1 . . ?
N2 C4 H4B 109.1 . . ?
C10 C4 H4B 109.1 . . ?
H4A C4 H4B 107.9 . . ?
C10 C5 C6 121.1(3) . . ?
C10 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C7 C6 C5 120.6(3) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 119.5(2) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C7 C8 C9 120.3(3) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C10 C9 C8 120.3(3) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C5 C10 C9 118.1(2) . . ?
C5 C10 C4 121.3(2) . . ?
C9 C10 C4 120.6(2) . . ?
C12 C11 N3 110.1(2) . . ?
C12 C11 H11 124.9 . . ?
N3 C11 H11 124.9 . . ?
C11 C12 N4 106.53(19) . . ?
C11 C12 H12 126.7 . . ?
N4 C12 H12 126.7 . . ?
N3 C13 N4 112.03(19) . . ?
N3 C13 H13 124.0 . . ?
N4 C13 H13 124.0 . . ?
N4 C14 C15 111.96(19) . . ?
N4 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
N4 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C16 C15 C20 117.5(2) . . ?
C16 C15 C14 120.5(2) . . ?
C20 C15 C14 121.9(2) . . ?
C15 C16 C17 120.7(2) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C18 C17 C16 120.9(2) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 119.3(3) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C18 C19 C20 120.3(3) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C15 121.3(2) . . ?
C19 C20 H20 119.4 . . ?
C15 C20 H20 119.4 . . ?
N97 C98 N98 172.1(4) . . ?
N99 C99 N98 172.4(3) . . ?

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
C3 N1 C1 C2 -0.4(2) . . . . ?
Co1 N1 C1 C2 -169.11(14) . . . . ?
N1 C1 C2 N2 0.5(2) . . . . ?
C3 N2 C2 C1 -0.3(2) . . . . ?
C4 N2 C2 C1 177.42(19) . . . . ?
C1 N1 C3 N2 0.2(2) . . . . ?
Co1 N1 C3 N2 169.88(12) . . . . ?
C2 N2 C3 N1 0.1(2) . . . . ?
C4 N2 C3 N1 -177.66(18) . . . . ?
C3 N2 C4 C10 -113.7(2) . . . . ?
C2 N2 C4 C10 68.9(3) . . . . ?
C10 C5 C6 C7 -0.7(4) . . . . ?
C5 C6 C7 C8 0.9(4) . . . . ?
C6 C7 C8 C9 -0.4(4) . . . . ?
C7 C8 C9 C10 -0.3(4) . . . . ?
C6 C5 C10 C9 0.0(4) . . . . ?
C6 C5 C10 C4 178.8(2) . . . . ?
C8 C9 C10 C5 0.5(3) . . . . ?
C8 C9 C10 C4 -178.4(2) . . . . ?
N2 C4 C10 C5 78.1(3) . . . . ?
N2 C4 C10 C9 -103.0(3) . . . . ?
C13 N3 C11 C12 0.3(2) . . . . ?
Co1 N3 C11 C12 173.70(14) . . . . ?
N3 C11 C12 N4 -0.3(2) . . . . ?
C13 N4 C12 C11 0.2(2) . . . . ?
C14 N4 C12 C11 174.9(2) . . . . ?
C11 N3 C13 N4 -0.2(2) . . . . ?
Co1 N3 C13 N4 -173.51(12) . . . . ?
C12 N4 C13 N3 0.0(2) . . . . ?
C14 N4 C13 N3 -174.72(19) . . . . ?
C13 N4 C14 C15 104.5(3) . . . . ?
C12 N4 C14 C15 -69.1(3) . . . . ?
N4 C14 C15 C16 143.2(2) . . . . ?
N4 C14 C15 C20 -37.8(3) . . . . ?
C20 C15 C16 C17 -0.2(4) . . . . ?
C14 C15 C16 C17 178.9(2) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C16 C17 C18 C19 0.0(4) . . . . ?
C17 C18 C19 C20 -0.1(4) . . . . ?
C18 C19 C20 C15 0.0(4) . . . . ?
C16 C15 C20 C19 0.1(4) . . . . ?
C14 C15 C20 C19 -178.9(3) . . . . ?

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
C13 H13 N97 0.93 2.61 3.418(4) 145.4 1_565
C14 H14A N97 0.97 2.62 3.495(4) 150.1 1_565

_refine_diff_density_max         0.514
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.045

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_A2
_database_code_depnum_ccdc_archive 'CCDC 1432273'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-05-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 Co N10'
_chemical_formula_sum            'C24 H20 Co N10'
_chemical_formula_weight         507.43

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.725(3)
_cell_length_b                   12.576(3)
_cell_length_c                   17.464(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.57(3)
_cell_angle_gamma                90
_cell_volume                     2678.6(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    3054
_cell_measurement_theta_min      3.7070
_cell_measurement_theta_max      28.8420

_exptl_crystal_description       prism
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_F_000             1044
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.172
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.092
_exptl_absorpt_coefficient_mu    0.671
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.57661
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13604
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.322
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             4728
_reflns_number_gt                3037
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0829P)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         4728
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1029
_refine_ls_R_factor_gt           0.0576
_refine_ls_wR_factor_ref         0.1630
_refine_ls_wR_factor_gt          0.1422
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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 0.25339(3) 0.31032(3) 0.75581(3) 0.0336(2) Uani 1 1 d . . . . .
N1 N 0.1790(2) 0.2971(2) 0.63055(18) 0.0424(7) Uani 1 1 d . . . . .
N2 N 0.1028(3) 0.2244(3) 0.51274(19) 0.0538(8) Uani 1 1 d . . . . .
N3 N 0.3255(2) 0.3192(2) 0.88193(17) 0.0416(7) Uani 1 1 d . . . . .
N4 N 0.4004(3) 0.2687(3) 1.00651(19) 0.0543(8) Uani 1 1 d . . . . .
N94 N 0.3676(3) 0.4306(2) 0.7364(2) 0.0552(9) Uani 1 1 d . . . . .
N95 N 0.5324(4) 0.0618(4) 0.8217(2) 0.120(2) Uani 1 1 d . . . . .
N96 N 0.3812(3) 0.1899(2) 0.7564(2) 0.0599(10) Uani 1 1 d . . . . .
N97 N 0.1349(3) 0.1906(2) 0.7727(2) 0.0599(10) Uani 1 1 d . . . . .
N98 N 0.0040(4) 0.5775(3) 0.6881(2) 0.0990(16) Uani 1 1 d . . . . .
N99 N 0.1286(3) 0.4332(3) 0.7568(2) 0.0585(9) Uani 1 1 d . . . . .
C1 C 0.1404(3) 0.3754(3) 0.5749(2) 0.0557(11) Uani 1 1 d . . . . .
H1 H 0.1460 0.4480 0.5855 0.067 Uiso 1 1 calc R U . . .
C2 C 0.0937(4) 0.3322(4) 0.5030(3) 0.0645(12) Uani 1 1 d . . . . .
H2 H 0.0614 0.3685 0.4558 0.077 Uiso 1 1 calc R U . . .
C3 C 0.1543(3) 0.2072(3) 0.5905(2) 0.0485(9) Uani 1 1 d . . . . .
H3 H 0.1706 0.1401 0.6132 0.058 Uiso 1 1 calc R U . . .
C4 C 0.0583(4) 0.1437(4) 0.4514(3) 0.0698(13) Uani 1 1 d . . . . .
H4A H 0.0901 0.0753 0.4709 0.084 Uiso 1 1 calc R U . . .
H4B H 0.0806 0.1609 0.4042 0.084 Uiso 1 1 calc R U . . .
C5 C -0.0756(4) 0.1333(3) 0.4260(3) 0.0631(12) Uani 1 1 d . . . . .
C6 C -0.1331(4) 0.0959(4) 0.3521(3) 0.0813(15) Uani 1 1 d . . . . .
H6 H -0.0945 0.0769 0.3163 0.098 Uiso 1 1 calc R U . . .
C7 C -0.2534(5) 0.0847(5) 0.3272(3) 0.0986(18) Uani 1 1 d . . . . .
H7 H -0.2873 0.0591 0.2762 0.118 Uiso 1 1 calc R U . . .
C8 C -0.3191(5) 0.1106(5) 0.3764(4) 0.1024(19) Uani 1 1 d . . . . .
H8 H -0.3952 0.1066 0.3590 0.123 Uiso 1 1 calc R U . . .
C9 C -0.2628(5) 0.1426(5) 0.4529(4) 0.115(2) Uani 1 1 d . . . . .
H9 H -0.3013 0.1575 0.4896 0.138 Uiso 1 1 calc R U . . .
C10 C -0.1414(4) 0.1535(5) 0.4770(3) 0.102(2) Uani 1 1 d . . . . .
H10 H -0.1068 0.1750 0.5291 0.122 Uiso 1 1 calc R U . . .
C11 C 0.3534(3) 0.4073(3) 0.9291(3) 0.0621(12) Uani 1 1 d . . . . .
H11 H 0.3422 0.4773 0.9113 0.075 Uiso 1 1 calc R U . . .
C12 C 0.3998(4) 0.3771(4) 1.0059(3) 0.0691(13) Uani 1 1 d . . . . .
H12 H 0.4262 0.4217 1.0496 0.083 Uiso 1 1 calc R U . . .
C13 C 0.3560(3) 0.2379(3) 0.9314(2) 0.0486(10) Uani 1 1 d . . . . .
H13 H 0.3474 0.1671 0.9154 0.058 Uiso 1 1 calc R U . . .
C14 C 0.4500(4) 0.1981(4) 1.0752(3) 0.0665(12) Uani 1 1 d . . . . .
H14A H 0.4185 0.1276 1.0636 0.080 Uiso 1 1 calc R U . . .
H14B H 0.4315 0.2247 1.1218 0.080 Uiso 1 1 calc R U . . .
C15 C 0.5812(4) 0.1895(4) 1.0953(3) 0.0651(12) Uani 1 1 d . . . . .
C16 C 0.6334(6) 0.1194(5) 1.0572(4) 0.114(2) Uani 1 1 d . . . . .
H16 H 0.5901 0.0750 1.0182 0.137 Uiso 1 1 calc R U . . .
C17 C 0.7555(8) 0.1107(7) 1.0746(7) 0.158(4) Uani 1 1 d . . . . .
H17 H 0.7855 0.0624 1.0464 0.190 Uiso 1 1 calc R U . . .
C18 C 0.8243(7) 0.1746(9) 1.1328(7) 0.153(4) Uani 1 1 d . . . . .
H18 H 0.9002 0.1683 1.1463 0.183 Uiso 1 1 calc R U . . .
C19 C 0.7745(7) 0.2472(8) 1.1693(5) 0.147(3) Uani 1 1 d . . . . .
H19 H 0.8177 0.2943 1.2061 0.177 Uiso 1 1 calc R U . . .
C20 C 0.6527(5) 0.2530(5) 1.1516(3) 0.1067(19) Uani 1 1 d . . . . .
H20 H 0.6233 0.3018 1.1799 0.128 Uiso 1 1 calc R U . . .
C96 C 0.4168(3) 0.4945(3) 0.7147(2) 0.0573(11) Uani 1 1 d . . . . .
C97 C 0.4522(4) 0.1297(3) 0.7824(3) 0.0614(12) Uani 1 1 d . . . . .
C98 C 0.0695(3) 0.1345(3) 0.7861(2) 0.0513(10) Uani 1 1 d . . . . .
C99 C 0.0686(3) 0.5015(3) 0.7297(2) 0.0552(10) 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 N1 2.128(3) . ?
Co1 N3 2.134(3) . ?
Co1 N94 2.190(3) . ?
Co1 N97 2.209(3) . ?
Co1 N99 2.219(3) . ?
Co1 N96 2.220(3) . ?
N1 C3 1.320(4) . ?
N1 C1 1.372(4) . ?
N2 C3 1.346(5) . ?
N2 C2 1.367(5) . ?
N2 C4 1.466(5) . ?
N3 C13 1.323(4) . ?
N3 C11 1.366(5) . ?
N4 C13 1.329(5) . ?
N4 C12 1.364(5) . ?
N4 C14 1.480(5) . ?
N94 C96 1.148(4) . ?
N95 C96 1.331(5) 2_646 ?
N95 C97 1.358(5) . ?
N96 C97 1.166(5) . ?
N97 C98 1.164(4) . ?
N98 C99 1.334(5) . ?
N98 C98 1.354(5) 2_556 ?
N99 C99 1.157(5) . ?
C1 C2 1.341(6) . ?
C4 C5 1.639(6) . ?
C5 C6 1.373(6) . ?
C5 C10 1.409(6) . ?
C6 C7 1.474(7) . ?
C7 C8 1.397(8) . ?
C8 C9 1.384(8) . ?
C9 C10 1.487(7) . ?
C11 C12 1.357(6) . ?
C14 C15 1.609(6) . ?
C15 C16 1.383(7) . ?
C15 C20 1.387(7) . ?
C16 C17 1.500(10) . ?
C17 C18 1.392(13) . ?
C18 C19 1.368(11) . ?
C19 C20 1.493(9) . ?
C96 N95 1.331(5) 2_656 ?
C98 N98 1.354(5) 2_546 ?

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 N3 178.23(10) . . ?
N1 Co1 N94 90.88(12) . . ?
N3 Co1 N94 90.84(12) . . ?
N1 Co1 N97 87.91(12) . . ?
N3 Co1 N97 90.38(12) . . ?
N94 Co1 N97 178.54(12) . . ?
N1 Co1 N99 87.30(12) . . ?
N3 Co1 N99 93.06(12) . . ?
N94 Co1 N99 91.60(14) . . ?
N97 Co1 N99 87.52(13) . . ?
N1 Co1 N96 93.56(13) . . ?
N3 Co1 N96 86.11(12) . . ?
N94 Co1 N96 87.37(13) . . ?
N97 Co1 N96 93.53(15) . . ?
N99 Co1 N96 178.66(13) . . ?
C3 N1 C1 104.8(3) . . ?
C3 N1 Co1 125.5(2) . . ?
C1 N1 Co1 129.5(2) . . ?
C3 N2 C2 106.5(3) . . ?
C3 N2 C4 127.0(4) . . ?
C2 N2 C4 126.4(4) . . ?
C13 N3 C11 104.8(3) . . ?
C13 N3 Co1 126.4(2) . . ?
C11 N3 Co1 128.7(3) . . ?
C13 N4 C12 106.5(3) . . ?
C13 N4 C14 126.0(4) . . ?
C12 N4 C14 127.3(4) . . ?
C96 N94 Co1 169.5(3) . . ?
C96 N95 C97 123.8(4) 2_646 . ?
C97 N96 Co1 158.3(3) . . ?
C98 N97 Co1 173.6(3) . . ?
C99 N98 C98 125.1(4) . 2_556 ?
C99 N99 Co1 154.7(3) . . ?
C2 C1 N1 110.2(4) . . ?
C1 C2 N2 106.7(4) . . ?
N1 C3 N2 111.8(3) . . ?
N2 C4 C5 114.1(3) . . ?
C6 C5 C10 113.8(5) . . ?
C6 C5 C4 121.0(4) . . ?
C10 C5 C4 125.1(4) . . ?
C5 C6 C7 122.7(5) . . ?
C8 C7 C6 123.3(5) . . ?
C9 C8 C7 115.2(5) . . ?
C8 C9 C10 120.6(6) . . ?
C5 C10 C9 124.2(5) . . ?
C12 C11 N3 109.5(4) . . ?
C11 C12 N4 106.7(4) . . ?
N3 C13 N4 112.5(3) . . ?
N4 C14 C15 113.2(3) . . ?
C16 C15 C20 113.6(5) . . ?
C16 C15 C14 123.3(5) . . ?
C20 C15 C14 123.1(5) . . ?
C15 C16 C17 124.1(7) . . ?
C18 C17 C16 120.3(9) . . ?
C19 C18 C17 116.5(9) . . ?
C18 C19 C20 121.9(8) . . ?
C15 C20 C19 123.4(7) . . ?
N94 C96 N95 171.1(4) . 2_656 ?
N96 C97 N95 172.8(5) . . ?
N97 C98 N98 171.4(4) . 2_546 ?
N99 C99 N98 171.0(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
C2 H2 N98 0.93 2.50 3.407(6) 163.7 3_566

_refine_diff_density_max         1.232
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.072

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_A1
_database_code_depnum_ccdc_archive 'CCDC 1432274'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-05-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H24 Co N10'
_chemical_formula_sum            'C26 H24 Co N10'
_chemical_formula_weight         535.48

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   11.7248(6)
_cell_length_b                   12.8927(6)
_cell_length_c                   17.6625(10)
_cell_angle_alpha                90
_cell_angle_beta                 107.706(6)
_cell_angle_gamma                90
_cell_volume                     2543.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    5135
_cell_measurement_theta_min      3.7110
_cell_measurement_theta_max      28.8660

_exptl_crystal_description       prism
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_F_000             1108
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.156
_exptl_crystal_size_mid          0.139
_exptl_crystal_size_min          0.112
_exptl_absorpt_coefficient_mu    0.711
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.78938
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19321
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.384
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             4494
_reflns_number_gt                2801
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.1186P)²+0.0090P] 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         4494
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0602
_refine_ls_wR_factor_ref         0.1997
_refine_ls_wR_factor_gt          0.1786
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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 -0.00001(3) 0.49879(2) 0.24964(2) 0.0218(2) Uani 1 1 d . . . . .
N1 N 0.0677(3) 0.4757(2) 0.37635(17) 0.0303(7) Uani 1 1 d . . . . .
N2 N 0.1484(3) 0.4791(3) 0.50649(19) 0.0381(8) Uani 1 1 d . . . . .
N3 N -0.0685(3) 0.5149(2) 0.12189(18) 0.0321(7) Uani 1 1 d . . . . .
N4 N -0.1553(3) 0.4964(2) -0.0063(2) 0.0456(10) Uani 1 1 d . . . . .
N94 N 0.1133(3) 0.3754(2) 0.23702(18) 0.0369(7) Uani 1 1 d . . . . .
N95 N 0.2778(4) 0.7488(3) 0.3148(2) 0.0781(14) Uani 1 1 d . . . . .
N96 N 0.1382(3) 0.6108(2) 0.25428(17) 0.0343(7) Uani 1 1 d . . . . .
N97 N -0.1430(3) 0.3912(2) 0.24306(18) 0.0372(7) Uani 1 1 d . . . . .
N99 N -0.1078(3) 0.6268(2) 0.26487(18) 0.0356(7) Uani 1 1 d . . . . .
N98 N -0.1992(4) 0.7668(3) 0.3186(2) 0.0751(13) Uani 1 1 d . . . . .
C1 C 0.0738(3) 0.3763(3) 0.4068(2) 0.0393(9) Uani 1 1 d . . . . .
H1 H 0.0473 0.3169 0.3767 0.047 Uiso 1 1 calc R U . . .
C2 C 0.1234(3) 0.3778(3) 0.4860(2) 0.0427(9) Uani 1 1 d . . . . .
H2 H 0.1379 0.3210 0.5202 0.051 Uiso 1 1 calc R U . . .
C3 C 0.1139(3) 0.5365(3) 0.4383(2) 0.0317(8) Uani 1 1 d . . . . .
C4 C 0.1279(4) 0.6514(3) 0.4377(2) 0.0494(11) Uani 1 1 d . . . . .
H4A H 0.2101 0.6682 0.4443 0.074 Uiso 1 1 calc R U . . .
H4B H 0.1044 0.6812 0.4805 0.074 Uiso 1 1 calc R U . . .
H4C H 0.0784 0.6787 0.3881 0.074 Uiso 1 1 calc R U . . .
C5 C 0.2096(4) 0.5173(4) 0.5865(2) 0.0523(11) Uani 1 1 d . . . . .
H5A H 0.1953 0.4696 0.6251 0.063 Uiso 1 1 calc R U . . .
H5B H 0.1764 0.5841 0.5938 0.063 Uiso 1 1 calc R U . . .
C6 C 0.3425(4) 0.5283(3) 0.6012(2) 0.0461(10) Uani 1 1 d . . . . .
C7 C 0.4034(5) 0.6088(4) 0.6415(4) 0.101(2) Uani 1 1 d . . . . .
H7 H 0.3624 0.6592 0.6605 0.121 Uiso 1 1 calc R U . . .
C8 C 0.5261(6) 0.6196(5) 0.6558(5) 0.134(3) Uani 1 1 d . . . . .
H8 H 0.5643 0.6789 0.6812 0.161 Uiso 1 1 calc R U . . .
C9 C 0.5893(5) 0.5471(5) 0.6341(4) 0.100(2) Uani 1 1 d . . . . .
H9 H 0.6715 0.5548 0.6443 0.120 Uiso 1 1 calc R U . . .
C10 C 0.5322(5) 0.4608(6) 0.5965(4) 0.119(3) Uani 1 1 d . . . . .
H10 H 0.5754 0.4083 0.5817 0.143 Uiso 1 1 calc R U . . .
C11 C 0.4090(5) 0.4514(4) 0.5805(4) 0.097(2) Uani 1 1 d . . . . .
H11 H 0.3707 0.3920 0.5554 0.116 Uiso 1 1 calc R U . . .
C12 C -0.0934(3) 0.6110(3) 0.0876(2) 0.0440(10) Uani 1 1 d . . . . .
H12 H -0.0754 0.6740 0.1143 0.053 Uiso 1 1 calc R U . . .
C13 C -0.1482(4) 0.5996(3) 0.0093(2) 0.0535(11) Uani 1 1 d . . . . .
H13 H -0.1760 0.6526 -0.0274 0.064 Uiso 1 1 calc R U . . .
C14 C -0.1071(3) 0.4475(3) 0.0628(2) 0.0367(9) Uani 1 1 d . . . . .
C15 C -0.0987(4) 0.3316(3) 0.0688(3) 0.0533(11) Uani 1 1 d . . . . .
H15A H -0.0487 0.3066 0.0386 0.080 Uiso 1 1 calc R U . . .
H15B H -0.1773 0.3021 0.0480 0.080 Uiso 1 1 calc R U . . .
H15C H -0.0649 0.3118 0.1234 0.080 Uiso 1 1 calc R U . . .
C16 C -0.2153(4) 0.4488(4) -0.0839(2) 0.0640(13) Uani 1 1 d . . . . .
H16A H -0.1771 0.3831 -0.0875 0.077 Uiso 1 1 calc R U . . .
H16B H -0.2053 0.4936 -0.1256 0.077 Uiso 1 1 calc R U . . .
C17 C -0.3480(4) 0.4305(4) -0.0978(3) 0.0651(14) Uani 1 1 d . . . . .
C18 C -0.4228(5) 0.4219(5) -0.1711(3) 0.0944(19) Uani 1 1 d . . . . .
H18 H -0.3923 0.4252 -0.2139 0.113 Uiso 1 1 calc R U . . .
C19 C -0.5451(6) 0.4082(6) -0.1857(4) 0.123(3) Uani 1 1 d . . . . .
H19 H -0.5954 0.4081 -0.2378 0.148 Uiso 1 1 calc R U . . .
C20 C -0.5903(6) 0.3955(6) -0.1275(5) 0.114(2) Uani 1 1 d . . . . .
H20 H -0.6729 0.3924 -0.1383 0.137 Uiso 1 1 calc R U . . .
C21 C -0.5192(5) 0.3868(4) -0.0523(4) 0.0844(16) Uani 1 1 d . . . . .
H21 H -0.5510 0.3697 -0.0117 0.101 Uiso 1 1 calc R U . . .
C22 C -0.3957(4) 0.4039(4) -0.0359(3) 0.0756(14) Uani 1 1 d . . . . .
H22 H -0.3451 0.3978 0.0158 0.091 Uiso 1 1 calc R U . . .
C96 C 0.1674(3) 0.3134(3) 0.2186(2) 0.0388(9) Uani 1 1 d . . . . .
C97 C 0.2049(3) 0.6760(3) 0.2768(2) 0.0385(9) Uani 1 1 d . . . . .
C98 C -0.2172(3) 0.3308(3) 0.2184(2) 0.0391(9) Uani 1 1 d . . . . .
C99 C -0.1545(3) 0.6943(3) 0.2851(2) 0.0361(9) 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 N94 2.127(3) . ?
Co1 N99 2.145(3) . ?
Co1 N97 2.152(3) . ?
Co1 N96 2.153(3) . ?
Co1 N1 2.156(3) . ?
Co1 N3 2.163(3) . ?
N1 C3 1.321(5) . ?
N1 C1 1.384(4) . ?
N2 C2 1.364(5) . ?
N2 C3 1.365(5) . ?
N2 C5 1.461(5) . ?
N3 C14 1.326(5) . ?
N3 C12 1.372(5) . ?
N4 C14 1.337(5) . ?
N4 C13 1.357(5) . ?
N4 C16 1.471(5) . ?
N94 C96 1.129(4) . ?
N95 C96 1.298(5) 2 ?
N95 C97 1.309(5) . ?
N96 C97 1.135(4) . ?
N97 C98 1.150(4) . ?
N99 C99 1.142(4) . ?
N98 C98 1.295(5) 2_455 ?
N98 C99 1.300(5) . ?
C1 C2 1.342(5) . ?
C3 C4 1.490(5) . ?
C5 C6 1.506(6) . ?
C6 C7 1.335(6) . ?
C6 C11 1.378(7) . ?
C7 C8 1.390(8) . ?
C8 C9 1.321(9) . ?
C9 C10 1.363(8) . ?
C10 C11 1.389(8) . ?
C12 C13 1.344(6) . ?
C14 C15 1.500(5) . ?
C16 C17 1.518(6) . ?
C17 C18 1.329(6) . ?
C17 C22 1.413(7) . ?
C18 C19 1.389(8) . ?
C19 C20 1.301(9) . ?
C20 C21 1.342(8) . ?
C21 C22 1.405(7) . ?
C96 N95 1.298(5) 2_545 ?
C98 N98 1.295(5) 2_445 ?

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
N94 Co1 N99 177.63(9) . . ?
N94 Co1 N97 90.78(13) . . ?
N99 Co1 N97 91.36(12) . . ?
N94 Co1 N96 91.06(13) . . ?
N99 Co1 N96 86.82(12) . . ?
N97 Co1 N96 177.88(9) . . ?
N94 Co1 N1 87.78(11) . . ?
N99 Co1 N1 91.19(11) . . ?
N97 Co1 N1 90.11(11) . . ?
N96 Co1 N1 91.02(11) . . ?
N94 Co1 N3 90.46(12) . . ?
N99 Co1 N3 90.63(11) . . ?
N97 Co1 N3 88.24(11) . . ?
N96 Co1 N3 90.69(11) . . ?
N1 Co1 N3 177.58(9) . . ?
C3 N1 C1 105.5(3) . . ?
C3 N1 Co1 135.0(3) . . ?
C1 N1 Co1 119.4(2) . . ?
C2 N2 C3 107.7(3) . . ?
C2 N2 C5 125.5(3) . . ?
C3 N2 C5 126.6(3) . . ?
C14 N3 C12 105.6(3) . . ?
C14 N3 Co1 133.4(2) . . ?
C12 N3 Co1 120.6(2) . . ?
C14 N4 C13 107.1(3) . . ?
C14 N4 C16 127.2(4) . . ?
C13 N4 C16 125.5(4) . . ?
C96 N94 Co1 169.7(3) . . ?
C96 N95 C97 124.3(4) 2 . ?
C97 N96 Co1 160.2(3) . . ?
C98 N97 Co1 160.8(3) . . ?
C99 N99 Co1 169.3(3) . . ?
C98 N98 C99 125.2(3) 2_455 . ?
C2 C1 N1 110.3(3) . . ?
C1 C2 N2 106.2(3) . . ?
N1 C3 N2 110.3(3) . . ?
N1 C3 C4 127.0(3) . . ?
N2 C3 C4 122.7(3) . . ?
N2 C5 C6 112.1(4) . . ?
C7 C6 C11 116.5(5) . . ?
C7 C6 C5 121.5(4) . . ?
C11 C6 C5 121.7(4) . . ?
C6 C7 C8 122.1(5) . . ?
C9 C8 C7 121.2(5) . . ?
C8 C9 C10 118.9(6) . . ?
C9 C10 C11 119.8(6) . . ?
C6 C11 C10 121.4(5) . . ?
C13 C12 N3 109.0(4) . . ?
C12 C13 N4 107.3(4) . . ?
N3 C14 N4 111.0(3) . . ?
N3 C14 C15 126.8(3) . . ?
N4 C14 C15 122.2(3) . . ?
N4 C16 C17 113.1(4) . . ?
C18 C17 C22 115.8(5) . . ?
C18 C17 C16 120.7(5) . . ?
C22 C17 C16 122.7(4) . . ?
C17 C18 C19 121.9(6) . . ?
C20 C19 C18 121.0(6) . . ?
C19 C20 C21 120.9(7) . . ?
C20 C21 C22 118.7(6) . . ?
C21 C22 C17 120.3(5) . . ?
N94 C96 N95 170.0(4) . 2_545 ?
N96 C97 N95 169.8(4) . . ?
N97 C98 N98 172.4(4) . 2_445 ?
N99 C99 N98 171.6(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
C15 H15C N94 0.96 2.55 3.292(5) 133.9 .

_refine_diff_density_max         1.353
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.098

_shelxl_version_number           2014/6

