# 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. 
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data_a7
_database_code_depnum_ccdc_archive 'CCDC 1572980'
_audit_update_record             
;
2017-09-06 deposited with the CCDC.
2018-03-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H24 Co N6 S2'
_chemical_formula_sum            'C24 H24 Co N6 S2'
_chemical_formula_weight         519.54

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'
S S 0.1246 0.1234 '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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   8.4420(5)
_cell_length_b                   12.8784(8)
_cell_length_c                   11.7299(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.682(6)
_cell_angle_gamma                90
_cell_volume                     1273.87(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2545
_cell_measurement_theta_min      4.3850
_cell_measurement_theta_max      23.8580

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_F_000             538
_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    0.861
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82988
_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            9065
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.429
_diffrn_reflns_theta_max         29.328
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.879
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.879
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.732
_diffrn_reflns_point_group_measured_fraction_full 0.883
_reflns_number_total             5100
_reflns_number_gt                3733
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.597
_reflns_Friedel_fraction_max     0.572
_reflns_Friedel_fraction_full    0.759

_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-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0967P)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_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.01(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5100
_refine_ls_number_parameters     356
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1637
_refine_ls_wR_factor_gt          0.1392
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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 0.00783(9) 0.52007(6) 0.58980(6) 0.0644(3) Uani 1 1 d . . . . .
N1 N 0.2153(6) 0.4906(4) 0.5239(5) 0.0736(15) Uani 1 1 d . . . . .
N2 N 0.4358(7) 0.4167(6) 0.4756(6) 0.0856(17) Uani 1 1 d . . . . .
C1 C 0.2655(8) 0.5339(7) 0.4211(6) 0.0803(19) Uani 1 1 d . . . . .
H1 H 0.2115 0.5858 0.3801 0.096 Uiso 1 1 calc R U . . .
C2 C 0.3932(9) 0.4930(6) 0.3921(6) 0.087(2) Uani 1 1 d . . . . .
H2 H 0.4491 0.5096 0.3281 0.104 Uiso 1 1 calc R U . . .
C3 C 0.3226(8) 0.4204(6) 0.5499(6) 0.0745(17) Uani 1 1 d . . . . .
C4 C 0.3179(11) 0.3556(7) 0.6547(6) 0.092(2) Uani 1 1 d . . . . .
H4A H 0.3127 0.3999 0.7203 0.139 Uiso 1 1 calc R U . . .
H4B H 0.4119 0.3137 0.6617 0.139 Uiso 1 1 calc R U . . .
H4C H 0.2262 0.3115 0.6496 0.139 Uiso 1 1 calc R U . . .
C5 C 0.5692(7) 0.3439(8) 0.4680(7) 0.086(2) Uani 1 1 d . . . . .
H5A H 0.5920 0.3126 0.5422 0.103 Uiso 1 1 calc R U . . .
H5B H 0.6628 0.3817 0.4469 0.103 Uiso 1 1 calc R U . . .
C6 C 0.5339(6) 0.2607(6) 0.3826(6) 0.0696(16) Uani 1 1 d . . . . .
C7 C 0.4468(10) 0.1741(7) 0.4109(9) 0.092(2) Uani 1 1 d . . . . .
H7 H 0.4130 0.1674 0.4849 0.110 Uiso 1 1 calc R U . . .
C8 C 0.4095(11) 0.0984(8) 0.3327(12) 0.112(3) Uani 1 1 d . . . . .
H8 H 0.3499 0.0411 0.3529 0.134 Uiso 1 1 calc R U . . .
C9 C 0.4598(14) 0.1077(9) 0.2264(13) 0.126(4) Uani 1 1 d . . . . .
H9 H 0.4347 0.0565 0.1727 0.152 Uiso 1 1 calc R U . . .
C10 C 0.5494(15) 0.1934(12) 0.1956(9) 0.125(4) Uani 1 1 d . . . . .
H10 H 0.5847 0.1988 0.1219 0.150 Uiso 1 1 calc R U . . .
C11 C 0.5843(10) 0.2676(8) 0.2724(8) 0.097(2) Uani 1 1 d . . . . .
H11 H 0.6435 0.3248 0.2513 0.116 Uiso 1 1 calc R U . . .
C16 C 0.0187(9) 0.8382(6) 0.9072(6) 0.0755(18) Uani 1 1 d . . . . .
H16A H 0.0677 0.7953 0.9668 0.091 Uiso 0.536(16) 1 calc R U P A 1
H16B H 0.0824 0.9004 0.9001 0.091 Uiso 0.536(16) 1 calc R U P A 1
H16C H 0.0555 0.8872 0.8514 0.091 Uiso 0.464(16) 1 calc R U P A 2
H16D H 0.0893 0.8428 0.9747 0.091 Uiso 0.464(16) 1 calc R U P A 2
C17 C -0.1474(9) 0.8676(6) 0.9382(5) 0.0718(17) Uani 1 1 d . . . . .
C18 C -0.2250(13) 0.8049(10) 1.0153(7) 0.108(3) Uani 1 1 d . . . . .
H18 H -0.1765 0.7465 1.0479 0.130 Uiso 1 1 calc R U . . .
C19 C -0.3770(17) 0.8336(15) 1.0410(10) 0.137(5) Uani 1 1 d . . . . .
H19 H -0.4323 0.7934 1.0916 0.165 Uiso 1 1 calc R U . . .
C20 C -0.4485(14) 0.9206(15) 0.9933(12) 0.138(5) Uani 1 1 d . . . . .
H20 H -0.5522 0.9372 1.0097 0.166 Uiso 1 1 calc R U . . .
C21 C -0.3656(13) 0.9832(11) 0.9210(9) 0.121(4) Uani 1 1 d . . . . .
H21 H -0.4113 1.0437 0.8914 0.145 Uiso 1 1 calc R U . . .
C22 C -0.2190(10) 0.9558(6) 0.8941(6) 0.084(2) Uani 1 1 d . . . . .
H22 H -0.1642 0.9974 0.8444 0.101 Uiso 1 1 calc R U . . .
C98 C -0.1477(7) 0.3412(5) 0.7177(6) 0.0642(15) Uani 1 1 d . . . . .
C99 C -0.1646(7) 0.5681(5) 0.3572(6) 0.0647(14) Uani 1 1 d . . . . .
N98 N -0.0867(8) 0.4022(5) 0.6609(6) 0.0799(16) Uani 1 1 d . . . . .
N99 N -0.1135(7) 0.5600(6) 0.4514(6) 0.0892(18) Uani 1 1 d . . . . .
S98 S -0.2353(3) 0.25664(19) 0.79470(19) 0.0932(6) Uani 1 1 d . . . . .
S99 S -0.2358(2) 0.57662(18) 0.22943(18) 0.0881(5) Uani 1 1 d . . . . .
N3 N 0.0100(13) 0.6545(9) 0.6683(11) 0.071(4) Uani 0.536(16) 1 d . . P A 1
C12 C 0.020(3) 0.681(2) 0.760(2) 0.071(6) Uani 0.536(16) 1 d . . P A 1
N4 N 0.0113(13) 0.7786(11) 0.7938(12) 0.068(3) Uani 0.536(16) 1 d . . P A 1
C13 C -0.005(2) 0.8226(16) 0.6853(15) 0.072(4) Uani 0.536(16) 1 d . . P A 1
H13 H -0.0118 0.8933 0.6696 0.086 Uiso 0.536(16) 1 calc R U P A 1
C14 C -0.010(3) 0.7464(14) 0.6073(17) 0.079(6) Uani 0.536(16) 1 d . . P A 1
H14 H -0.0232 0.7536 0.5285 0.095 Uiso 0.536(16) 1 calc R U P A 1
C15 C 0.031(4) 0.5950(16) 0.869(2) 0.087(7) Uani 0.536(16) 1 d . . P A 1
H15A H 0.0769 0.5314 0.8425 0.130 Uiso 0.536(16) 1 calc R U P A 1
H15B H -0.0728 0.5816 0.8944 0.130 Uiso 0.536(16) 1 calc R U P A 1
H15C H 0.0970 0.6228 0.9304 0.130 Uiso 0.536(16) 1 calc R U P A 1
N3' N 0.0200(13) 0.6124(11) 0.7367(10) 0.058(4) Uani 0.464(16) 1 d . . P A 2
C12' C -0.004(4) 0.715(2) 0.765(4) 0.080(8) Uani 0.464(16) 1 d . . P A 2
N4' N 0.0248(14) 0.7367(9) 0.8620(11) 0.061(4) Uani 0.464(16) 1 d . . P A 2
C13' C 0.054(2) 0.6452(15) 0.9201(14) 0.080(6) Uani 0.464(16) 1 d . . P A 2
H13' H 0.0689 0.6384 0.9987 0.096 Uiso 0.464(16) 1 calc R U P A 2
C14' C 0.057(4) 0.566(2) 0.842(2) 0.072(6) Uani 0.464(16) 1 d . . P A 2
H14' H 0.0784 0.4959 0.8560 0.086 Uiso 0.464(16) 1 calc R U P A 2
C15' C -0.039(3) 0.7821(17) 0.652(2) 0.073(7) Uani 0.464(16) 1 d . . P A 2
H15D H 0.0042 0.7469 0.5882 0.110 Uiso 0.464(16) 1 calc R U P A 2
H15E H 0.0103 0.8491 0.6610 0.110 Uiso 0.464(16) 1 calc R U P A 2
H15F H -0.1510 0.7904 0.6390 0.110 Uiso 0.464(16) 1 calc R U P A 2


_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 N98 1.924(6) . ?
Co1 N99 1.948(7) . ?
Co1 N3 1.961(11) . ?
Co1 N1 1.984(6) . ?
Co1 N3' 2.093(13) . ?
N1 C3 1.306(9) . ?
N1 C1 1.411(9) . ?
N2 C3 1.324(9) . ?
N2 C2 1.421(10) . ?
N2 C5 1.472(10) . ?
C1 C2 1.261(11) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.487(10) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.487(12) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C11 1.383(11) . ?
C6 C7 1.385(11) . ?
C7 C8 1.366(15) . ?
C7 H7 0.9300 . ?
C8 C9 1.341(16) . ?
C8 H8 0.9300 . ?
C9 C10 1.395(18) . ?
C9 H9 0.9300 . ?
C10 C11 1.337(16) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C16 N4' 1.413(13) . ?
C16 C17 1.513(10) . ?
C16 N4 1.534(15) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C16 H16D 0.9700 . ?
C17 C22 1.377(11) . ?
C17 C18 1.398(12) . ?
C18 C19 1.382(18) . ?
C18 H18 0.9300 . ?
C19 C20 1.38(2) . ?
C19 H19 0.9300 . ?
C20 C21 1.38(2) . ?
C20 H20 0.9300 . ?
C21 C22 1.338(13) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C98 N98 1.166(9) . ?
C98 S98 1.615(7) . ?
C99 N99 1.172(9) . ?
C99 S99 1.592(7) . ?
N3 C12 1.13(3) . ?
N3 C14 1.39(2) . ?
C12 N4 1.31(2) . ?
C12 C15 1.69(4) . ?
C12 C14 1.99(4) . ?
C12 C13 2.03(4) . ?
N4 C13 1.39(2) . ?
C13 C14 1.34(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
N3' C12' 1.38(3) . ?
N3' C14' 1.39(3) . ?
C12' N4' 1.19(4) . ?
C12' C15' 1.59(5) . ?
N4' C13' 1.38(2) . ?
C13' C14' 1.38(2) . ?
C13' H13' 0.9300 . ?
C14' H14' 0.9300 . ?
C15' H15D 0.9600 . ?
C15' H15E 0.9600 . ?
C15' H15F 0.9600 . ?

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
N98 Co1 N99 110.9(3) . . ?
N98 Co1 N3 119.2(4) . . ?
N99 Co1 N3 98.7(4) . . ?
N98 Co1 N1 114.2(3) . . ?
N99 Co1 N1 99.5(3) . . ?
N3 Co1 N1 111.3(4) . . ?
N98 Co1 N3' 95.6(4) . . ?
N99 Co1 N3' 122.7(4) . . ?
N1 Co1 N3' 114.8(4) . . ?
C3 N1 C1 103.9(6) . . ?
C3 N1 Co1 131.0(5) . . ?
C1 N1 Co1 124.3(5) . . ?
C3 N2 C2 105.2(6) . . ?
C3 N2 C5 129.9(7) . . ?
C2 N2 C5 124.6(6) . . ?
C2 C1 N1 111.1(7) . . ?
C2 C1 H1 124.5 . . ?
N1 C1 H1 124.5 . . ?
C1 C2 N2 107.1(7) . . ?
C1 C2 H2 126.4 . . ?
N2 C2 H2 126.4 . . ?
N1 C3 N2 112.6(7) . . ?
N1 C3 C4 122.5(7) . . ?
N2 C3 C4 124.9(7) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 C6 111.7(6) . . ?
N2 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
N2 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
C11 C6 C7 117.8(8) . . ?
C11 C6 C5 121.5(7) . . ?
C7 C6 C5 120.7(7) . . ?
C8 C7 C6 121.5(9) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C9 C8 C7 119.2(10) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 120.7(10) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 119.7(10) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C6 121.1(10) . . ?
C10 C11 H11 119.5 . . ?
C6 C11 H11 119.5 . . ?
N4' C16 C17 111.8(7) . . ?
C17 C16 N4 109.4(7) . . ?
C17 C16 H16A 109.8 . . ?
N4 C16 H16A 109.8 . . ?
C17 C16 H16B 109.8 . . ?
N4 C16 H16B 109.8 . . ?
H16A C16 H16B 108.2 . . ?
N4' C16 H16C 109.2 . . ?
C17 C16 H16C 109.2 . . ?
N4' C16 H16D 109.2 . . ?
C17 C16 H16D 109.2 . . ?
H16C C16 H16D 107.9 . . ?
C22 C17 C18 120.6(9) . . ?
C22 C17 C16 120.8(7) . . ?
C18 C17 C16 118.6(8) . . ?
C19 C18 C17 117.0(12) . . ?
C19 C18 H18 121.5 . . ?
C17 C18 H18 121.5 . . ?
C20 C19 C18 121.5(13) . . ?
C20 C19 H19 119.3 . . ?
C18 C19 H19 119.3 . . ?
C19 C20 C21 119.8(11) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C22 C21 C20 119.4(12) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C17 121.5(10) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
N98 C98 S98 178.9(6) . . ?
N99 C99 S99 178.7(7) . . ?
C98 N98 Co1 169.5(6) . . ?
C99 N99 Co1 164.9(6) . . ?
C12 N3 C14 103.4(18) . . ?
C12 N3 Co1 135.8(19) . . ?
C14 N3 Co1 120.8(11) . . ?
N3 C12 N4 125(3) . . ?
N3 C12 C15 121(2) . . ?
N4 C12 C15 114(2) . . ?
N3 C12 C14 42.9(14) . . ?
N4 C12 C14 82.1(18) . . ?
C15 C12 C14 163.4(17) . . ?
N3 C12 C13 81.9(19) . . ?
N4 C12 C13 43.1(14) . . ?
C15 C12 C13 156.9(16) . . ?
C14 C12 C13 39.1(9) . . ?
C12 N4 C13 97(2) . . ?
C12 N4 C16 137.3(18) . . ?
C13 N4 C16 125.9(13) . . ?
C14 C13 N4 108.9(18) . . ?
C14 C13 C12 68.9(15) . . ?
N4 C13 C12 40.1(9) . . ?
C14 C13 H13 125.5 . . ?
N4 C13 H13 125.5 . . ?
C12 C13 H13 165.5 . . ?
C13 C14 N3 105.8(17) . . ?
C13 C14 C12 72.1(14) . . ?
N3 C14 C12 33.7(9) . . ?
C13 C14 H14 127.1 . . ?
N3 C14 H14 127.1 . . ?
C12 C14 H14 160.8 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12' N3' C14' 104(2) . . ?
C12' N3' Co1 138(2) . . ?
C14' N3' Co1 118.9(12) . . ?
N4' C12' N3' 115(3) . . ?
N4' C12' C15' 134(3) . . ?
N3' C12' C15' 110(3) . . ?
C12' N4' C13' 107.6(19) . . ?
C12' N4' C16 124(2) . . ?
C13' N4' C16 128.0(12) . . ?
C14' C13' N4' 108.4(17) . . ?
C14' C13' H13' 125.8 . . ?
N4' C13' H13' 125.8 . . ?
C13' C14' N3' 104.9(19) . . ?
C13' C14' H14' 127.5 . . ?
N3' C14' H14' 127.5 . . ?
C12' C15' H15D 109.5 . . ?
C12' C15' H15E 109.5 . . ?
H15D C15' H15E 109.5 . . ?
C12' C15' H15F 109.5 . . ?
H15D C15' H15F 109.5 . . ?
H15E C15' H15F 109.5 . . ?

_refine_diff_density_max         0.451
_refine_diff_density_min         -0.205
_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_a19
_database_code_depnum_ccdc_archive 'CCDC 1572982'
_audit_update_record             
;
2017-09-06 deposited with the CCDC.
2018-03-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 Co N10'
_chemical_formula_sum            'C22 H24 Co N10'
_chemical_formula_weight         487.44

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 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, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   10.8520(8)
_cell_length_b                   6.7781(7)
_cell_length_c                   16.9837(14)
_cell_angle_alpha                90
_cell_angle_beta                 107.081(9)
_cell_angle_gamma                90
_cell_volume                     1194.15(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1595
_cell_measurement_theta_min      4.8050
_cell_measurement_theta_max      24.6740

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_F_000             506
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.095
_exptl_crystal_size_mid          0.092
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.749
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.60284
_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            5642
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.591
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.975
_reflns_number_total             2104
_reflns_number_gt                1652
_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-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0553P)²+0.1758P] 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         2104
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1109
_refine_ls_wR_factor_gt          0.1026
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_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 0.26718(8) 0.2500 0.0478(2) Uani 1 2 d S T P . .
N1 N 0.42581(18) 0.0933(3) 0.32064(12) 0.0466(5) Uani 1 1 d . . . . .
N2 N 0.32625(18) 0.0064(3) 0.41046(12) 0.0461(5) Uani 1 1 d . . . . .
C1 C 0.4711(2) -0.0874(4) 0.35347(17) 0.0558(7) Uani 1 1 d . . . . .
H1 H 0.5340 -0.1608 0.3395 0.067 Uiso 1 1 calc R U . . .
C2 C 0.4110(2) -0.1419(5) 0.40861(18) 0.0575(7) Uani 1 1 d . . . . .
H2 H 0.4243 -0.2575 0.4395 0.069 Uiso 1 1 calc R U . . .
C3 C 0.3368(2) 0.1458(4) 0.35646(15) 0.0452(6) Uani 1 1 d . . . . .
C4 C 0.2602(3) 0.3301(5) 0.3397(2) 0.0685(8) Uani 1 1 d . . . . .
H4A H 0.2914 0.4132 0.3039 0.103 Uiso 1 1 calc R U . . .
H4B H 0.2681 0.3979 0.3905 0.103 Uiso 1 1 calc R U . . .
H4C H 0.1712 0.2987 0.3136 0.103 Uiso 1 1 calc R U . . .
C5 C 0.2391(3) 0.0108(5) 0.46242(16) 0.0565(7) Uani 1 1 d . . . . .
H5A H 0.2398 0.1423 0.4851 0.068 Uiso 1 1 calc R U . . .
H5B H 0.2710 -0.0798 0.5081 0.068 Uiso 1 1 calc R U . . .
C6 C 0.1019(3) -0.0443(5) 0.41613(17) 0.0557(7) Uani 1 1 d . . . . .
C7 C 0.0698(3) -0.2309(6) 0.3909(3) 0.1018(15) Uani 1 1 d . . . . .
H7 H 0.1337 -0.3270 0.4016 0.122 Uiso 1 1 calc R U . . .
C8 C -0.0561(4) -0.2832(8) 0.3492(4) 0.129(2) Uani 1 1 d . . . . .
H8 H -0.0746 -0.4137 0.3333 0.155 Uiso 1 1 calc R U . . .
C9 C -0.1486(4) -0.1544(10) 0.3320(3) 0.1113(15) Uani 1 1 d . . . . .
H9 H -0.2318 -0.1921 0.3025 0.134 Uiso 1 1 calc R U . . .
C10 C -0.1239(3) 0.0370(8) 0.3572(3) 0.0994(14) Uani 1 1 d . . . . .
H10 H -0.1903 0.1291 0.3461 0.119 Uiso 1 1 calc R U . . .
C11 C 0.0039(3) 0.0938(6) 0.4005(2) 0.0805(10) Uani 1 1 d . . . . .
H11 H 0.0217 0.2234 0.4182 0.097 Uiso 1 1 calc R U . . .
N97 N 0.3382(4) 0.5019(6) 0.03871(18) 0.1072(12) Uani 1 1 d . . . . .
N98 N 0.3543(2) 0.4616(3) 0.10686(16) 0.0562(6) Uani 1 1 d . . . . .
N99 N 0.3692(3) 0.4316(5) 0.17536(18) 0.0795(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 N99 1.951(3) . ?
Co1 N99 1.951(3) 2_655 ?
Co1 N1 2.011(2) . ?
Co1 N1 2.011(2) 2_655 ?
N1 C3 1.332(3) . ?
N1 C1 1.375(3) . ?
N2 C3 1.345(3) . ?
N2 C2 1.369(3) . ?
N2 C5 1.471(3) . ?
C1 C2 1.340(4) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.482(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.513(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.348(5) . ?
C6 C11 1.382(4) . ?
C7 C8 1.387(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.298(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.367(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.419(6) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
N97 N98 1.151(4) . ?
N98 N99 1.145(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
N99 Co1 N99 110.3(2) . 2_655 ?
N99 Co1 N1 112.34(10) . . ?
N99 Co1 N1 106.83(10) 2_655 . ?
N99 Co1 N1 106.83(10) . 2_655 ?
N99 Co1 N1 112.34(10) 2_655 2_655 ?
N1 Co1 N1 108.25(13) . 2_655 ?
C3 N1 C1 105.9(2) . . ?
C3 N1 Co1 125.94(18) . . ?
C1 N1 Co1 127.30(17) . . ?
C3 N2 C2 107.9(2) . . ?
C3 N2 C5 126.4(2) . . ?
C2 N2 C5 125.7(2) . . ?
C2 C1 N1 109.9(2) . . ?
C2 C1 H1 125.1 . . ?
N1 C1 H1 125.1 . . ?
C1 C2 N2 106.4(3) . . ?
C1 C2 H2 126.8 . . ?
N2 C2 H2 126.8 . . ?
N1 C3 N2 110.0(2) . . ?
N1 C3 C4 125.4(2) . . ?
N2 C3 C4 124.6(2) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 C6 113.0(2) . . ?
N2 C5 H5A 109.0 . . ?
C6 C5 H5A 109.0 . . ?
N2 C5 H5B 109.0 . . ?
C6 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
C7 C6 C11 117.5(3) . . ?
C7 C6 C5 121.3(3) . . ?
C11 C6 C5 121.1(3) . . ?
C6 C7 C8 121.7(4) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 H7 119.2 . . ?
C9 C8 C7 121.6(5) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C8 C9 C10 120.0(4) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 C11 119.5(4) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C6 C11 C10 119.7(4) . . ?
C6 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
N99 N98 N97 176.4(3) . . ?
N98 N99 Co1 128.3(2) . . ?

_refine_diff_density_max         0.229
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.052

_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_A10
_database_code_depnum_ccdc_archive 'CCDC 1572981'
_audit_update_record             
;
2017-09-06 deposited with the CCDC.
2018-03-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H24 Co N6 O2'
_chemical_formula_sum            'C24 H24 Co N6 O2'
_chemical_formula_weight         487.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.7712(6)
_cell_length_b                   10.3490(6)
_cell_length_c                   15.0292(11)
_cell_angle_alpha                106.403(6)
_cell_angle_beta                 90.987(5)
_cell_angle_gamma                112.873(6)
_cell_volume                     1193.30(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2776
_cell_measurement_theta_min      3.8940
_cell_measurement_theta_max      24.3570

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_F_000             506
_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    0.751
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.73216
_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            9882
_diffrn_reflns_av_unetI/netI     0.0485
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.543
_diffrn_reflns_theta_max         25.050
_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             4221
_reflns_number_gt                3232
_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-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0495P)²+0.0449P] 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         4221
_refine_ls_number_parameters     300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1007
_refine_ls_wR_factor_gt          0.0923
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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
C1 C 0.5790(3) 0.7089(3) 0.71490(18) 0.0525(6) Uani 1 1 d . . . . .
H1 H 0.5348 0.7098 0.6585 0.063 Uiso 1 1 calc R U . . .
C2 C 0.4896(3) 0.6476(3) 0.77491(18) 0.0541(7) Uani 1 1 d . . . . .
H2 H 0.3738 0.5991 0.7681 0.065 Uiso 1 1 calc R U . . .
C3 C 0.7549(3) 0.7448(2) 0.83063(17) 0.0454(6) Uani 1 1 d . . . . .
C4 C 0.9142(3) 0.7931(3) 0.8919(2) 0.0674(8) Uani 1 1 d . . . . .
H4A H 1.0050 0.8118 0.8558 0.101 Uiso 1 1 calc R U . . .
H4B H 0.9084 0.7169 0.9180 0.101 Uiso 1 1 calc R U . . .
H4C H 0.9323 0.8817 0.9417 0.101 Uiso 1 1 calc R U . . .
C5 C 0.5552(3) 0.6297(3) 0.93295(18) 0.0539(6) Uani 1 1 d . . . . .
H5A H 0.6512 0.6297 0.9660 0.065 Uiso 1 1 calc R U . . .
H5B H 0.4676 0.5305 0.9152 0.065 Uiso 1 1 calc R U . . .
C6 C 0.4947(3) 0.7354(3) 0.99760(16) 0.0480(6) Uani 1 1 d . . . . .
C7 C 0.3273(3) 0.7049(3) 0.99223(18) 0.0584(7) Uani 1 1 d . . . . .
H7 H 0.2503 0.6172 0.9501 0.070 Uiso 1 1 calc R U . . .
C8 C 0.2723(4) 0.8036(4) 1.0491(2) 0.0727(8) Uani 1 1 d . . . . .
H8 H 0.1586 0.7815 1.0455 0.087 Uiso 1 1 calc R U . . .
C9 C 0.3847(5) 0.9337(4) 1.1107(2) 0.0771(9) Uani 1 1 d . . . . .
H9 H 0.3475 1.0007 1.1481 0.092 Uiso 1 1 calc R U . . .
C10 C 0.5515(5) 0.9648(3) 1.1172(2) 0.0774(9) Uani 1 1 d . . . . .
H10 H 0.6279 1.0525 1.1596 0.093 Uiso 1 1 calc R U . . .
C11 C 0.6068(4) 0.8662(3) 1.06077(19) 0.0631(7) Uani 1 1 d . . . . .
H11 H 0.7205 0.8880 1.0653 0.076 Uiso 1 1 calc R U . . .
C12 C 0.7814(4) 1.0249(3) 0.5797(2) 0.0637(7) Uani 1 1 d . . . . .
H12 H 0.8002 1.1080 0.6305 0.076 Uiso 1 1 calc R U . . .
C13 C 0.7117(4) 0.9986(3) 0.4942(2) 0.0690(8) Uani 1 1 d . . . . .
H13 H 0.6736 1.0594 0.4743 0.083 Uiso 1 1 calc R U . . .
C14 C 0.7744(3) 0.8152(3) 0.49575(19) 0.0543(6) Uani 1 1 d . . . . .
C15 C 0.7918(5) 0.6728(3) 0.4652(2) 0.0897(11) Uani 1 1 d . . . . .
H15A H 0.8429 0.6603 0.5173 0.135 Uiso 1 1 calc R U . . .
H15B H 0.8603 0.6729 0.4161 0.135 Uiso 1 1 calc R U . . .
H15C H 0.6833 0.5932 0.4424 0.135 Uiso 1 1 calc R U . . .
C16 C 0.6321(4) 0.7927(4) 0.34216(19) 0.0695(8) Uani 1 1 d . . . . .
H16A H 0.6806 0.7239 0.3136 0.083 Uiso 1 1 calc R U . . .
H16B H 0.6616 0.8668 0.3104 0.083 Uiso 1 1 calc R U . . .
C98 C 1.1695(3) 0.7486(3) 0.64297(18) 0.0557(6) Uani 1 1 d . . . . .
C99 C 1.0924(3) 1.2185(3) 0.8252(2) 0.0663(8) Uani 1 1 d . . . . .
N1 N 0.7460(2) 0.7702(2) 0.74963(13) 0.0463(5) Uani 1 1 d . . . . .
N2 N 0.6018(2) 0.6702(2) 0.84857(14) 0.0463(5) Uani 1 1 d . . . . .
N3 N 0.8220(3) 0.9090(2) 0.58160(14) 0.0533(5) Uani 1 1 d . . . . .
N4 N 0.7056(3) 0.8646(2) 0.44015(15) 0.0559(5) Uani 1 1 d . . . . .
N98 N 1.1005(3) 0.8207(3) 0.67008(17) 0.0662(6) Uani 1 1 d . . . . .
N99 N 1.0232(3) 1.0987(3) 0.78270(17) 0.0700(7) Uani 1 1 d . . . . .
O98 O 1.2405(3) 0.6698(3) 0.61355(17) 0.1005(8) Uani 1 1 d . . . . .
O99 O 1.1658(3) 1.3448(3) 0.8718(2) 0.1341(12) Uani 1 1 d . . . . .
Co1 Co 0.93315(4) 0.89889(3) 0.69657(2) 0.04960(14) Uani 1 1 d . . . . .
C17 C 0.5562(3) 0.2900(3) 0.67354(17) 0.0510(6) Uani 1 1 d . . . . .
C18 C 0.6459(3) 0.3372(3) 0.60573(19) 0.0574(7) Uani 1 1 d . . . . .
H18 H 0.5902 0.3168 0.5469 0.069 Uiso 1 1 calc R U . . .
C19 C 0.8169(4) 0.4140(3) 0.6242(2) 0.0652(7) Uani 1 1 d . . . . .
H19 H 0.8761 0.4461 0.5783 0.078 Uiso 1 1 calc R U . . .
C20 C 0.8990(4) 0.4429(3) 0.7097(2) 0.0722(8) Uani 1 1 d . . . . .
H20 H 1.0147 0.4947 0.7221 0.087 Uiso 1 1 calc R U . . .
C21 C 0.8131(4) 0.3964(3) 0.7779(2) 0.0740(8) Uani 1 1 d . . . . .
H21 H 0.8701 0.4160 0.8362 0.089 Uiso 1 1 calc R U . . .
C22 C 0.6426(4) 0.3208(3) 0.75975(19) 0.0629(7) Uani 1 1 d . . . . .
H22 H 0.5843 0.2899 0.8063 0.075 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
C1 C2 1.338(4) . ?
C1 N1 1.373(3) . ?
C2 N2 1.373(3) . ?
C3 N1 1.323(3) . ?
C3 N2 1.341(3) . ?
C3 C4 1.485(3) . ?
C5 N2 1.461(3) . ?
C5 C6 1.514(3) . ?
C6 C7 1.372(3) . ?
C6 C11 1.381(3) . ?
C7 C8 1.382(4) . ?
C8 C9 1.369(5) . ?
C9 C10 1.365(4) . ?
C10 C11 1.380(4) . ?
C12 C13 1.320(4) . ?
C12 N3 1.385(3) . ?
C13 N4 1.375(3) . ?
C14 N3 1.319(3) . ?
C14 N4 1.337(3) . ?
C14 C15 1.483(3) . ?
C16 N4 1.454(3) . ?
C16 C17 1.513(4) 2_666 ?
C98 N98 1.130(3) . ?
C98 O98 1.203(3) . ?
C99 N99 1.126(3) . ?
C99 O99 1.194(4) . ?
N1 Co1 2.012(2) . ?
N3 Co1 2.017(2) . ?
N98 Co1 1.931(2) . ?
N99 Co1 1.939(2) . ?
C17 C22 1.378(4) . ?
C17 C18 1.381(4) . ?
C17 C16 1.513(4) 2_666 ?
C18 C19 1.376(4) . ?
C19 C20 1.358(4) . ?
C20 C21 1.368(4) . ?
C21 C22 1.371(4) . ?

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
C2 C1 N1 109.4(2) . . ?
C1 C2 N2 106.8(2) . . ?
N1 C3 N2 110.7(2) . . ?
N1 C3 C4 123.8(2) . . ?
N2 C3 C4 125.5(2) . . ?
N2 C5 C6 111.73(19) . . ?
C7 C6 C11 118.8(2) . . ?
C7 C6 C5 120.4(2) . . ?
C11 C6 C5 120.8(2) . . ?
C6 C7 C8 120.4(3) . . ?
C9 C8 C7 120.3(3) . . ?
C10 C9 C8 119.9(3) . . ?
C9 C10 C11 120.0(3) . . ?
C10 C11 C6 120.6(3) . . ?
C13 C12 N3 109.2(2) . . ?
C12 C13 N4 107.4(2) . . ?
N3 C14 N4 110.8(2) . . ?
N3 C14 C15 124.7(2) . . ?
N4 C14 C15 124.4(2) . . ?
N4 C16 C17 114.4(2) . 2_666 ?
N98 C98 O98 178.9(3) . . ?
N99 C99 O99 178.7(4) . . ?
C3 N1 C1 106.1(2) . . ?
C3 N1 Co1 127.36(16) . . ?
C1 N1 Co1 125.97(18) . . ?
C3 N2 C2 107.1(2) . . ?
C3 N2 C5 128.2(2) . . ?
C2 N2 C5 124.5(2) . . ?
C14 N3 C12 105.8(2) . . ?
C14 N3 Co1 130.11(17) . . ?
C12 N3 Co1 124.11(18) . . ?
C14 N4 C13 106.8(2) . . ?
C14 N4 C16 128.3(2) . . ?
C13 N4 C16 124.9(2) . . ?
C98 N98 Co1 165.0(2) . . ?
C99 N99 Co1 170.5(3) . . ?
N98 Co1 N99 112.95(10) . . ?
N98 Co1 N1 111.19(9) . . ?
N99 Co1 N1 108.58(9) . . ?
N98 Co1 N3 113.28(9) . . ?
N99 Co1 N3 105.17(9) . . ?
N1 Co1 N3 105.19(8) . . ?
C22 C17 C18 118.2(3) . . ?
C22 C17 C16 118.6(2) . 2_666 ?
C18 C17 C16 123.1(2) . 2_666 ?
C19 C18 C17 120.7(3) . . ?
C20 C19 C18 119.9(3) . . ?
C19 C20 C21 120.5(3) . . ?
C20 C21 C22 119.6(3) . . ?
C21 C22 C17 121.0(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
C1 H1 O98 0.93 2.50 3.140(3) 126.3 1_455
C5 H5B O99 0.97 2.53 3.426(4) 153.5 1_445
C7 H7 O99 0.93 2.52 3.342(3) 147.4 1_445
C18 H18 N4 0.93 2.59 2.908(4) 100.2 2_666

_refine_diff_density_max         0.261
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.052

_shelxl_version_number           2014/6

