# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2017

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

data_2
_audit_block_doi                 10.5517/ccdc.csd.cc1kxb60
_database_code_depnum_ccdc_archive 'CCDC 1457192'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C6CC02359B 2016
_audit_update_record             
;
2016-03-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_date             2016-03-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C84 H48 Co10 N30 O30)'
_chemical_formula_sum            'C42 H24 Co5 N15 O15'
_chemical_formula_weight         1273.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N Co B F'
_chemical_oxdiff_usercomment     5015
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      hexagonal
_space_group_IT_number           194
_space_group_name_H-M_alt        'P 63/m m c'
_space_group_name_Hall           '-P 6c 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'y, x, z-1/2'
'x-y, -y, z-1/2'
'-x, -x+y, z-1/2'

_cell_length_a                   18.8605(4)
_cell_length_b                   18.8605(4)
_cell_length_c                   16.6183(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     5119.5(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5973
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.6260
_cell_measurement_theta_min      5.3270
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.561
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38169
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    0.826
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11139
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        64.940
_diffrn_reflns_theta_max         64.940
_diffrn_reflns_theta_min         3.795
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3031
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -46.00  -20.00   1.0000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.5455   38.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega -116.00  -25.00   1.0000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.5455  -77.0000  -60.0000 91

#__ type_ start__ end____ width___ exp.time_
  3 omega   34.00   85.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      107.1410  -30.0000 -150.0000 51

#__ type_ start__ end____ width___ exp.time_
  4 omega   61.00   88.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      107.1410  -29.0000   58.0000 27

#__ type_ start__ end____ width___ exp.time_
  5 omega   32.00   59.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      107.1410  -30.0000  -30.0000 27

#__ type_ start__ end____ width___ exp.time_
  6 omega   38.00  170.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      107.1410    0.0000 -150.0000 132

#__ type_ start__ end____ width___ exp.time_
  7 omega   31.00   88.00   1.0000   70.0000
omega____ theta____ kappa____ phi______ frames
    -      107.1410  -30.0000  -90.0000 57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0614747000
_diffrn_orient_matrix_UB_12      0.0563217000
_diffrn_orient_matrix_UB_13      0.0640044000
_diffrn_orient_matrix_UB_21      -0.0576254000
_diffrn_orient_matrix_UB_22      -0.0551564000
_diffrn_orient_matrix_UB_23      0.0670821000
_diffrn_orient_matrix_UB_31      0.0423590000
_diffrn_orient_matrix_UB_32      -0.0517594000
_diffrn_orient_matrix_UB_33      -0.0017845000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1549
_reflns_number_total             1665
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         2.463
_refine_diff_density_min         -1.731
_refine_diff_density_rms         0.146
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         1665
_refine_ls_number_restraints     94
_refine_ls_R_factor_all          0.0987
_refine_ls_R_factor_gt           0.0968
_refine_ls_restrained_S_all      1.109
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2600P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2788
_refine_ls_wR_factor_ref         0.2881
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 Co1-O12
 2.01 with sigma of 0.01
 C4-C0AA
 1.51 with sigma of 0.01
 O3-C4
 1.23 with sigma of 0.01
 N2-C1 = C2-C1 = C2-C0AA
 1.39 with sigma of 0.01
 N2-C8 = C2-C1 = N2-C1 = C2-C0AA = C6-C0AA = C8-C6
 1.38 with sigma of 0.01
3. Restrained planarity
 C006, C007, C009, C00B, C00E
 with sigma of 0.01
 C006, C007, C009, C00B, C00E
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
N005 \\sim N008 \\sim C00B \\sim O9: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
C1 \\sim C2 \\sim N2: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02
Uanis(O3) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C0AA) \\sim Ueq, Uanis(C6)
\\sim Ueq, Uanis(C8) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms
of 0.02
5. Others
 Sof(C6)=Sof(H6)=Sof(C8)=Sof(H8)=0.5*(1-FVAR(2))
 Sof(C1)=Sof(H1)=Sof(C2)=Sof(H2)=0.5*FVAR(2)
 Fixed Sof: N005(0.5) H007(0.5) N008(0.5) C009(0.25) C00B(0.25) C00E(0.5)
 H00E(0.5) O9(0.5)
6.a Riding coordinates:
 C007(H007)
6.b Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C6(H6), C8(H8), C1(H1), C2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.72820(2) 0.45640(4) 0.7500 0.0135(5) Uani 1 4 d S T P . .
O2 O 0.6667 0.3333 0.7500 0.0098(11) Uani 1 12 d S T P A .
N1 N 0.6322(8) 0.4348(6) 0.6636(8) 0.034(2) Uani 0.5 1 d . U . A 2
C2 C 0.55056(14) 0.44944(14) 0.5821(3) 0.0419(13) Uani 1 2 d S T P . .
C5 C 0.5626(3) 0.5626(3) 0.5000 0.079(3) Uani 1 2 d S T P . .
H007 H 0.5925 0.6095 0.4766 0.095 Uiso 0.5 1 d R . . B 2
N2 N 0.6278(3) 0.4902(4) 0.6139(3) 0.0384(13) Uani 0.5 1 d . U . A 2
C4 C 0.5172(3) 0.4828(3) 0.5240(6) 0.045(2) Uani 0.5 2 d S T P A .
C1 C 0.5840(3) 0.4160(3) 0.6405(5) 0.0321(18) Uani 0.5 2 d S TU P A 1
C3 C 0.5945(4) 0.5320(4) 0.5544(5) 0.063(3) Uani 0.5 1 d . . . A 1
H00E H 0.6469 0.5663 0.5741 0.076 Uiso 0.5 1 calc R . . A 1
O1 O 0.6542(5) 0.4615(4) 0.6619(6) 0.0350(19) Uani 0.5 1 d . U . A 1
N3 N 0.79304(16) 0.5861(3) 0.7500 0.0464(14) Uani 1 4 d DS TU P A .
C8 C 0.8570(3) 0.7141(6) 0.6784(7) 0.106(4) Uani 0.801(12) 2 d DS TU P A 5
H6 H 0.8705 0.7411 0.6291 0.127 Uiso 0.801(12) 2 calc RS T P A 5
C9 C 0.8153(3) 0.6305(5) 0.6811(6) 0.088(3) Uani 0.801(12) 2 d DS TU P A 5
H8 H 0.8011 0.6023 0.6325 0.106 Uiso 0.801(12) 2 calc RS T P A 5
Co2 Co 1.0000 1.0000 0.6815(4) 0.156(2) Uani 1 6 d DS T P A .
C7 C 0.8794(5) 0.7588(9) 0.7500 0.114(4) Uani 1 4 d DS TU P . .
O3 O 0.9403(3) 0.8807(7) 0.6822(7) 0.163(5) Uani 1 2 d DS TU P . .
C6 C 0.9259(5) 0.8517(10) 0.7500 0.163(9) Uani 1 4 d DS TU P A .
O4 O 1.0000 1.0000 0.5608(7) 0.241(13) Uani 1 6 d DS T P . .
C10 C 0.7524(15) 0.6298(14) 0.7500 0.068(6) Uani 0.199(12) 2 d DS TU P A 6
H1 H 0.6955 0.6018 0.7500 0.082 Uiso 0.199(12) 2 calc RS T P A 6
C11 C 0.7947(7) 0.7144(15) 0.7500 0.087(8) Uani 0.199(12) 2 d DS TU P A 6
H2 H 0.7656 0.7422 0.7500 0.105 Uiso 0.199(12) 2 calc RS T P A 6


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O2 2.0102(6) . ?
Co1 N1 2.183(14) 11_656 ?
Co1 N1 2.183(14) . ?
Co1 N1 2.183(14) 16_557 ?
Co1 N1 2.183(14) 20_655 ?
Co1 O1 2.058(10) 11_656 ?
Co1 O1 2.058(10) 16_557 ?
Co1 O1 2.058(10) . ?
Co1 O1 2.058(10) 20_655 ?
Co1 N3 2.118(5) . ?
O2 Co1 2.0103(6) 3_665 ?
O2 Co1 2.0101(6) 2_655 ?
N1 N1 1.26(2) 19_665 ?
N1 N2 1.367(13) . ?
C2 N2 1.368(6) . ?
C2 N2 1.368(6) 19_665 ?
C2 C4 1.457(10) 19_665 ?
C2 C4 1.457(10) . ?
C2 C1 1.462(11) . ?
C2 C3 1.426(7) 19_665 ?
C2 C3 1.426(7) . ?
C5 H007 0.8667 . ?
C5 C4 1.367(7) 13_666 ?
C5 C4 1.367(7) 19_665 ?
C5 C4 1.367(7) 7_556 ?
C5 C4 1.367(7) . ?
C5 C3 1.363(8) 7_556 ?
C5 C3 1.363(8) . ?
C4 C5 1.367(7) 13_666 ?
C4 C4 0.000(19) 19_665 ?
C4 C3 1.374(9) 19_665 ?
C1 O1 1.216(9) 19_665 ?
C1 O1 1.216(9) . ?
C3 H00E 0.9300 . ?
N3 C9 1.356(8) . ?
N3 C9 1.356(8) 16_557 ?
N3 C10 1.377(7) . ?
N3 C10 1.377(7) 20_655 ?
C8 H6 0.9300 . ?
C8 C9 1.366(9) . ?
C8 C7 1.396(9) . ?
C9 H8 0.9300 . ?
Co2 Co2 2.278(13) 16_557 ?
Co2 O3 1.949(11) 2_765 ?
Co2 O3 1.949(11) 3_675 ?
Co2 O3 1.949(11) . ?
Co2 O4 2.006(10) . ?
C7 C8 1.396(9) 16_557 ?
C7 C6 1.517(10) . ?
C7 C11 1.384(7) 20_655 ?
C7 C11 1.384(7) . ?
O3 C6 1.222(9) . ?
C6 O3 1.222(9) 16_557 ?
C10 H1 0.9300 . ?
C10 C11 1.383(7) . ?
C11 H2 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Co1 N1 80.7(3) . 20_655 ?
O2 Co1 N1 80.7(3) . . ?
O2 Co1 N1 80.7(3) . 16_557 ?
O2 Co1 N1 80.7(3) . 11_656 ?
O2 Co1 O1 92.3(2) . 16_557 ?
O2 Co1 O1 92.3(2) . 11_656 ?
O2 Co1 O1 92.3(2) . 20_655 ?
O2 Co1 O1 92.3(2) . . ?
O2 Co1 N3 180.0 . . ?
N1 Co1 N1 94.8(6) 20_655 . ?
N1 Co1 N1 82.2(6) . 16_557 ?
N1 Co1 N1 94.8(7) 11_656 16_557 ?
N1 Co1 N1 82.2(6) 11_656 20_655 ?
N1 Co1 N1 161.4(5) 11_656 . ?
N1 Co1 N1 161.4(5) 20_655 16_557 ?
O1 Co1 O1 89.1(6) 20_655 . ?
O1 Co1 O1 90.7(6) . 16_557 ?
O1 Co1 O1 175.3(4) 11_656 . ?
O1 Co1 O1 175.3(4) 20_655 16_557 ?
O1 Co1 O1 89.1(6) 11_656 16_557 ?
O1 Co1 O1 90.7(6) 11_656 20_655 ?
O1 Co1 N3 87.7(2) 16_557 . ?
O1 Co1 N3 87.7(2) 20_655 . ?
O1 Co1 N3 87.7(2) 11_656 . ?
O1 Co1 N3 87.7(2) . . ?
N3 Co1 N1 99.3(3) . 20_655 ?
N3 Co1 N1 99.3(3) . 16_557 ?
N3 Co1 N1 99.3(3) . 11_656 ?
N3 Co1 N1 99.3(3) . . ?
Co1 O2 Co1 120.000(1) 3_665 . ?
Co1 O2 Co1 120.0 3_665 2_655 ?
Co1 O2 Co1 120.0 2_655 . ?
N1 N1 Co1 120.5(3) 19_665 . ?
N1 N1 N2 110.6(6) 19_665 . ?
N2 N1 Co1 128.1(7) . . ?
N2 C2 N2 108.8(5) . 19_665 ?
N2 C2 C4 125.6(3) 19_665 19_665 ?
N2 C2 C4 125.6(3) . 19_665 ?
N2 C2 C4 125.6(3) . . ?
N2 C2 C4 125.6(3) 19_665 . ?
C4 C2 C4 0.0(7) . 19_665 ?
C4 C2 C1 179.92(19) . . ?
C4 C2 C1 179.92(19) 19_665 . ?
C3 C2 C4 56.9(3) . . ?
C3 C2 C4 56.9(3) 19_665 19_665 ?
C3 C2 C4 56.9(3) 19_665 . ?
C3 C2 C4 56.9(3) . 19_665 ?
C3 C2 C1 123.1(3) . . ?
C3 C2 C1 123.1(3) 19_665 . ?
C3 C2 C3 113.5(7) . 19_665 ?
C4 C5 H007 169.5 19_665 . ?
C4 C5 H007 117.4 13_666 . ?
C4 C5 H007 169.5 . . ?
C4 C5 H007 117.4 7_556 . ?
C4 C5 C4 0.0(5) . 19_665 ?
C4 C5 C4 0.00(17) 7_556 13_666 ?
C4 C5 C4 60.4(7) 13_666 19_665 ?
C4 C5 C4 60.4(7) 7_556 . ?
C4 C5 C4 60.4(7) 13_666 . ?
C4 C5 C4 60.4(7) 7_556 19_665 ?
C3 C5 C4 60.5(5) 7_556 7_556 ?
C3 C5 C4 60.5(5) 7_556 13_666 ?
C3 C5 C4 60.5(5) . . ?
C3 C5 C4 120.5(5) 7_556 . ?
C3 C5 C4 120.5(5) . 13_666 ?
C3 C5 C4 60.5(5) . 19_665 ?
C3 C5 C4 120.5(5) 7_556 19_665 ?
C3 C5 C4 120.5(5) . 7_556 ?
C3 C5 C3 179.0(7) 7_556 . ?
N1 N2 C2 105.0(6) . . ?
C5 C4 C2 120.0(4) . . ?
C5 C4 C2 120.0(4) 13_666 . ?
C5 C4 C5 119.6(7) 13_666 . ?
C5 C4 C3 59.6(3) 13_666 19_665 ?
C5 C4 C3 173.9(10) . 19_665 ?
C4 C4 C2 0(10) 19_665 . ?
C4 C4 C5 0.0(3) 19_665 . ?
C4 C4 C5 0.0(11) 19_665 13_666 ?
C4 C4 C3 0(10) 19_665 19_665 ?
C3 C4 C2 60.4(5) 19_665 . ?
O1 C1 C2 116.2(6) . . ?
O1 C1 C2 116.2(6) 19_665 . ?
O1 C1 O1 127.7(12) 19_665 . ?
C2 C3 H00E 118.7 . . ?
C5 C3 C2 122.6(5) . . ?
C5 C3 H00E 118.7 . . ?
C1 O1 Co1 134.3(7) . . ?
C9 N3 Co1 122.4(5) 16_557 . ?
C9 N3 Co1 122.4(5) . . ?
C9 N3 C9 115.3(10) 16_557 . ?
C10 N3 Co1 121.2(12) . . ?
C10 N3 Co1 121.2(11) 20_655 . ?
C10 N3 C10 118(2) 20_655 . ?
C9 C8 H6 120.1 . . ?
C9 C8 C7 119.7(13) . . ?
C7 C8 H6 120.1 . . ?
N3 C9 C8 124.2(10) . . ?
N3 C9 H8 117.9 . . ?
C8 C9 H8 117.9 . . ?
O3 Co2 Co2 89.7(4) . 16_557 ?
O3 Co2 Co2 89.7(4) 2_765 16_557 ?
O3 Co2 Co2 89.7(4) 3_675 16_557 ?
O3 Co2 O3 119.996(13) 2_765 3_675 ?
O3 Co2 O3 119.996(11) . 2_765 ?
O3 Co2 O3 119.997(14) . 3_675 ?
O3 Co2 O4 90.3(4) . . ?
O3 Co2 O4 90.3(4) 3_675 . ?
O3 Co2 O4 90.3(4) 2_765 . ?
O4 Co2 Co2 180.0 . 16_557 ?
C8 C7 C8 116.9(15) 16_557 . ?
C8 C7 C6 121.6(7) 16_557 . ?
C8 C7 C6 121.6(7) . . ?
C11 C7 C6 121.6(14) 20_655 . ?
C11 C7 C6 121.6(14) . . ?
C11 C7 C11 117(3) . 20_655 ?
C6 O3 Co2 113.1(13) . . ?
O3 C6 C7 112.8(10) . . ?
O3 C6 C7 112.8(10) 16_557 . ?
O3 C6 O3 134(2) . 16_557 ?
N3 C10 H1 119.4 . . ?
N3 C10 C11 121(2) . . ?
C11 C10 H1 119.4 . . ?
C7 C11 H2 119.2 . . ?
C10 C11 C7 122(3) . . ?
C10 C11 H2 119.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 N1 N2 C2 -170.4(7) . . . . ?
Co1 N3 C9 C8 180.000(4) . . . . ?
Co1 N3 C10 C11 180.0 . . . . ?
N1 N1 N2 C2 -0.9(6) 19_665 . . . ?
C2 C1 O1 Co1 170.7(7) . . . . ?
N2 C2 N2 N1 1.4(10) 19_665 . . . ?
N2 C2 C4 C5 176.4(7) 19_665 . . . ?
N2 C2 C4 C5 -176.4(7) . . . 13_666 ?
N2 C2 C4 C5 3.5(8) 19_665 . . 13_666 ?
N2 C2 C4 C5 -3.5(8) . . . . ?
N2 C2 C4 C4 0.0(9) 19_665 . . 19_665 ?
N2 C2 C4 C4 0.0(14) . . . 19_665 ?
C4 C2 N2 N1 -178.7(6) . . . . ?
C4 C2 N2 N1 -178.7(6) 19_665 . . . ?
C4 C2 C4 C5 0(100) 19_665 . . . ?
C4 C2 C4 C5 0(6) 19_665 . . 13_666 ?
C4 C2 C4 C3 0(8) 19_665 . . 19_665 ?
C4 C2 C3 C5 0.0(2) 19_665 . . . ?
C4 C2 C3 C5 0.0(2) . . . . ?
C4 C5 C4 C2 -172.9(11) 7_556 . . . ?
C4 C5 C4 C2 0.00(12) 19_665 . . . ?
C4 C5 C4 C2 -172.9(11) 13_666 . . . ?
C4 C5 C4 C5 0.000(2) 7_556 . . 13_666 ?
C4 C5 C4 C5 0.000(2) 13_666 . . 13_666 ?
C4 C5 C4 C5 0.0(12) 19_665 . . 13_666 ?
C4 C5 C4 C4 0.0(8) 7_556 . . 19_665 ?
C4 C5 C4 C4 0.0(8) 13_666 . . 19_665 ?
C4 C5 C3 C2 7.1(12) 7_556 . . . ?
C4 C5 C3 C2 0.0(2) . . . . ?
C4 C5 C3 C2 7.1(12) 13_666 . . . ?
C4 C5 C3 C2 0.0(2) 19_665 . . . ?
C1 C2 C3 C5 -179.9(3) . . . . ?
C3 C2 C4 C5 0.0(2) 19_665 . . 13_666 ?
C3 C2 C4 C5 0.0(2) . . . . ?
C3 C2 C4 C5 172.9(11) 19_665 . . . ?
C3 C2 C4 C5 -172.9(11) . . . 13_666 ?
C3 C2 C4 C4 0.0(9) . . . 19_665 ?
C3 C2 C4 C4 0.0(14) 19_665 . . 19_665 ?
C3 C2 C4 C3 -173.0(12) . . . 19_665 ?
C3 C2 C1 O1 176.5(8) . . . 19_665 ?
C3 C2 C1 O1 3.7(11) 19_665 . . 19_665 ?
C3 C2 C1 O1 -176.5(8) 19_665 . . . ?
C3 C2 C1 O1 -3.7(11) . . . . ?
C3 C2 C3 C5 -6.4(11) 19_665 . . . ?
C3 C5 C4 C2 180.0(2) 7_556 . . . ?
C3 C5 C4 C2 0.0(2) . . . . ?
C3 C5 C4 C5 -7.1(12) 7_556 . . 13_666 ?
C3 C5 C4 C5 173.0(11) . . . 13_666 ?
C3 C5 C4 C4 0.0(3) 7_556 . . 19_665 ?
C3 C5 C4 C4 0.0(3) . . . 19_665 ?
O1 C1 O1 Co1 -10(2) 19_665 . . . ?
N3 C10 C11 C7 0.0 . . . . ?
C8 C7 C6 O3 -0.002(7) 16_557 . . 16_557 ?
C8 C7 C6 O3 179.999(3) 16_557 . . . ?
C8 C7 C6 O3 179.999(5) . . . 16_557 ?
C8 C7 C6 O3 0.000(4) . . . . ?
C9 N3 C9 C8 0.000(5) 16_557 . . . ?
C9 C8 C7 C8 0.001(9) . . . 16_557 ?
C9 C8 C7 C6 180.000(4) . . . . ?
Co2 O3 C6 O3 0.002(7) . . . 16_557 ?
C7 C8 C9 N3 0.000(6) . . . . ?
C6 C7 C11 C10 180.0 . . . . ?
C10 N3 C10 C11 0.0 20_655 . . . ?
C11 C7 C6 O3 -90.001(6) 20_655 . . 16_557 ?
C11 C7 C6 O3 -90.000(3) . . . . ?
C11 C7 C6 O3 89.999(6) . . . 16_557 ?
C11 C7 C6 O3 90.000(3) 20_655 . . . ?
C11 C7 C11 C10 0.0 20_655 . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_platon_squeeze_details          
;
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.009 0.184 -0.016 3221 1821 ' '

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

data_2
_audit_block_doi                 10.5517/ccdc.csd.cc1my5d4
_database_code_depnum_ccdc_archive 'CCDC 1517586'
_audit_update_record             
;
2016-11-16 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_date             2016-10-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.08(C84 H48 Co6 N36 O14), 0.17(C2 H8 N1)'
_chemical_formula_sum            'C7.33 H5.33 Co0.50 N3.17 O1.17'
_chemical_formula_weight         185.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N Co'
_chemical_oxdiff_usercomment     9510
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      hexagonal
_space_group_IT_number           194
_space_group_name_H-M_alt        'P 63/m m c'
_space_group_name_Hall           '-P 6c 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'y, x, z-1/2'
'x-y, -y, z-1/2'
'-x, -x+y, z-1/2'

_cell_length_a                   16.7919(10)
_cell_length_b                   16.7919(10)
_cell_length_c                   18.9208(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4620.3(7)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    4521
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.5060
_cell_measurement_theta_min      3.8290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.484
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78948
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    0.802
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1132
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11162
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.638
_diffrn_reflns_theta_min         3.834
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3031
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   37.00   65.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      107.1410  -53.0000   83.0000 28

#__ type_ start__ end____ width___ exp.time_
  2 omega   79.00  160.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      107.1410   30.0000   30.0000 81

#__ type_ start__ end____ width___ exp.time_
  3 omega   56.00   89.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       40.7955 -125.0000 -120.0000 33

#__ type_ start__ end____ width___ exp.time_
  4 omega   66.00  121.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      107.1410 -125.0000  -90.0000 55

#__ type_ start__ end____ width___ exp.time_
  5 omega   32.00  139.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      107.1410  -77.0000  -90.0000 107

#__ type_ start__ end____ width___ exp.time_
  6 omega   10.00   38.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       40.7955  -99.0000 -150.0000 28

#__ type_ start__ end____ width___ exp.time_
  7 omega  -50.00   33.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.7955   38.0000  120.0000 83
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0048778000
_diffrn_orient_matrix_UB_12      -0.0595470000
_diffrn_orient_matrix_UB_13      0.0597080000
_diffrn_orient_matrix_UB_21      -0.0532764000
_diffrn_orient_matrix_UB_22      0.0299451000
_diffrn_orient_matrix_UB_23      0.0493432000
_diffrn_orient_matrix_UB_31      -0.0915520000
_diffrn_orient_matrix_UB_32      -0.0821823000
_diffrn_orient_matrix_UB_33      -0.0255256000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1669
_reflns_number_total             1769
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.766
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         1769
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0518
_refine_ls_restrained_S_all      1.195
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1284P)²+0.2552P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1636
_refine_ls_wR_factor_ref         0.1651
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C0AA-C6
 2.4 with sigma of 0.01
 N3-C6 = N3-C0AA
 1.42 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
N004 \\sim N00C: within 2A with sigma of 0.05 and sigma for terminal atoms of
0.1
C0AA \\sim N3 \\sim C6: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.01
Uanis(N00C) \\sim Ueq, Uanis(N004) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(N004) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C0AA) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C00B) \\sim Ueq, Uanis(C00F) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Fixed Sof: N004(0.5) H00B(0.5) N00C(0.5) C00D(0.25) C00E(0.25) C00F(0.5)
 H00F(0.5) O8(0.5) C0AA(0.08333) H0AA(0.08333) H0AB(0.08333) H0AC(0.08333)
 N3(0.08333) H3A(0.08333) H3B(0.08333) C6(0.08333) H6A(0.08333) H6B(0.08333)
 H6C(0.08333)
5.a Riding coordinates:
 C00B(H00B), N3(H3A,H3B)
5.b Me refined with riding coordinates:
 C0AA(H0AA,H0AB,H0AC), C6(H6A,H6B,H6C)
5.c Aromatic/amide H refined with riding coordinates:
 C009(H009), C00A(H00A), C00F(H00F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.73590(2) 0.26410(2) 0.2500 0.01400(7) Uani 1 4 d S T P . .
O2 O 0.6667 0.3333 0.2500 0.0110(4) Uani 1 12 d S T P A .
N3 N 0.80841(6) 0.19159(6) 0.2500 0.0316(4) Uani 1 4 d S T P A .
N1 N 0.82084(11) 0.37039(10) 0.32643(9) 0.0227(4) Uani 0.5 1 d . U . A 2
N4 N 0.90618(13) -0.04691(7) 0.2500 0.0465(7) Uani 1 4 d S T P . .
C3 C 0.90445(8) 0.09555(8) 0.2500 0.0404(6) Uani 1 4 d S T P . .
C4 C 0.95532(8) 0.04468(8) 0.2500 0.0432(7) Uani 1 4 d S T P . .
C1 C 0.90021(10) 0.23557(11) 0.2500 0.0507(6) Uani 1 2 d S T P . .
H009 H 0.9320 0.2995 0.2500 0.061 Uiso 1 2 calc RS T P A .
C2 C 0.95029(11) 0.19071(11) 0.2500 0.0588(7) Uani 1 2 d S T P A .
H00A H 1.0142 0.2241 0.2500 0.071 Uiso 1 2 calc RS T P . .
C9 C 1.0000 0.57061(13) 0.5000 0.0733(6) Uani 1 2 d S TU P . .
H00B H 1.0251 0.6366 0.5196 0.088 Uiso 0.5 1 d R . . B 3
N2 N 0.87293(13) 0.36995(12) 0.37783(10) 0.0337(5) Uani 0.5 1 d . U . A 2
C5 C 0.8488(2) 0.42440(11) 0.35078(15) 0.0264(6) Uani 0.5 2 d S T P A 1
C7 C 0.9664(3) 0.48321(13) 0.47072(18) 0.0431(9) Uani 0.5 2 d S T P A .
C8 C 0.9450(2) 0.54311(17) 0.44163(17) 0.0676(7) Uani 0.5 1 d . U . A .
H00F H 0.9302 0.5843 0.4209 0.081 Uiso 0.5 1 calc R . . . .
O1 O 0.82408(11) 0.34441(10) 0.32792(9) 0.0348(4) Uani 0.5 1 d . . . A 1
C6 C 0.90930(14) 0.45465(7) 0.41102(9) 0.0375(4) Uani 1 2 d S T P . .
C11 C 0.6722(8) 0.3519(6) 0.4735(3) 0.0803(11) Uani 0.0833 1 d D U . C -1
H0AA H 0.6498 0.2878 0.4647 0.120 Uiso 0.0833 1 calc R . . C -1
H0AB H 0.6214 0.3628 0.4754 0.120 Uiso 0.0833 1 calc R . . C -1
H0AC H 0.7132 0.3878 0.4362 0.120 Uiso 0.0833 1 calc R . . C -1
N5 N 0.7198(7) 0.3772(4) 0.5387(4) 0.082(3) Uani 0.0833 1 d D U . C -1
H3A H 0.6877 0.3427 0.5738 0.099 Uiso 0.0833 1 d R . . C -1
H3B H 0.7664 0.3736 0.5308 0.099 Uiso 0.0833 1 d R . . C -1
C10 C 0.7572(13) 0.4707(4) 0.5590(5) 0.091(5) Uani 0.0833 1 d D U . C -1
H6A H 0.7879 0.4807 0.6037 0.136 Uiso 0.0833 1 calc R . . C -1
H6B H 0.8004 0.5098 0.5239 0.136 Uiso 0.0833 1 calc R . . C -1
H6C H 0.7086 0.4848 0.5632 0.136 Uiso 0.0833 1 calc R . . C -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O2 2.0136(3) . ?
Co1 N3 2.1088(18) . ?
Co1 N1 2.1829(15) . ?
Co1 N1 2.1830(15) 16_556 ?
Co1 N1 2.1830(15) 10_665 ?
Co1 N1 2.1830(15) 19_665 ?
Co1 O1 2.0465(15) 16_556 ?
Co1 O1 2.0465(15) 10_665 ?
Co1 O1 2.0465(15) 19_665 ?
Co1 O1 2.0465(15) . ?
O2 Co1 2.0136(3) 2_655 ?
O2 Co1 2.0136(3) 3_665 ?
N3 C1 1.3353(18) 19_665 ?
N3 C1 1.3354(18) . ?
N1 N1 1.344(4) 21 ?
N1 N2 1.311(3) . ?
N4 C4 1.3332(15) . ?
N4 C4 1.3332(15) 2_645 ?
C3 C4 1.479(3) . ?
C3 C2 1.384(2) . ?
C3 C2 1.384(2) 19_665 ?
C4 N4 1.3332(15) 3_765 ?
C1 H009 0.9300 . ?
C1 C2 1.381(3) . ?
C2 H00A 0.9300 . ?
C9 H00B 1.0369 . ?
C9 C7 1.397(3) 9_766 ?
C9 C7 1.397(3) 13_766 ?
C9 C7 1.397(3) . ?
C9 C7 1.397(3) 21 ?
C9 C8 1.364(3) . ?
C9 C8 1.364(3) 9_766 ?
N2 C6 1.386(2) . ?
C5 O1 1.267(2) 21 ?
C5 O1 1.267(2) . ?
C5 C6 1.440(3) . ?
C7 C9 1.397(3) 13_766 ?
C7 C7 0.000(9) 21 ?
C7 C8 1.344(4) 21 ?
C7 C6 1.402(4) . ?
C8 H00F 0.9300 . ?
C8 C6 1.418(3) . ?
C6 N2 1.386(2) 21 ?
C6 C7 1.402(4) 21 ?
C6 C8 1.418(3) 21 ?
C11 H0AA 0.9600 . ?
C11 H0AB 0.9600 . ?
C11 H0AC 0.9600 . ?
C11 N5 1.414(8) . ?
N5 H3A 0.8689 . ?
N5 H3B 0.8268 . ?
N5 C10 1.422(7) . ?
C10 H6A 0.9600 . ?
C10 H6B 0.9600 . ?
C10 H6C 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
O2 Co1 N3 180.0 . . ?
O2 Co1 N1 81.82(5) . . ?
O2 Co1 N1 81.82(5) . 10_665 ?
O2 Co1 N1 81.82(5) . 19_665 ?
O2 Co1 N1 81.82(5) . 16_556 ?
O2 Co1 O1 93.20(5) . 16_556 ?
O2 Co1 O1 93.20(5) . 19_665 ?
O2 Co1 O1 93.20(5) . . ?
O2 Co1 O1 93.20(5) . 10_665 ?
N3 Co1 N1 98.18(5) . . ?
N3 Co1 N1 98.18(5) . 19_665 ?
N3 Co1 N1 98.18(5) . 10_665 ?
N3 Co1 N1 98.18(5) . 16_556 ?
N1 Co1 N1 82.97(8) 10_665 19_665 ?
N1 Co1 N1 94.70(8) . 19_665 ?
N1 Co1 N1 163.64(11) 16_556 19_665 ?
N1 Co1 N1 82.97(8) . 16_556 ?
N1 Co1 N1 163.64(11) . 10_665 ?
N1 Co1 N1 94.70(8) 10_665 16_556 ?
O1 Co1 N3 86.80(5) . . ?
O1 Co1 N3 86.80(5) 16_556 . ?
O1 Co1 N3 86.80(5) 10_665 . ?
O1 Co1 N3 86.80(5) 19_665 . ?
O1 Co1 O1 173.59(11) . 10_665 ?
O1 Co1 O1 173.59(11) 19_665 16_556 ?
O1 Co1 O1 87.46(9) . 19_665 ?
O1 Co1 O1 87.46(9) 10_665 16_556 ?
O1 Co1 O1 92.18(9) . 16_556 ?
O1 Co1 O1 92.18(9) 10_665 19_665 ?
Co1 O2 Co1 120.0 . 2_655 ?
Co1 O2 Co1 120.0 3_665 2_655 ?
Co1 O2 Co1 120.0 . 3_665 ?
C1 N3 Co1 121.38(10) 19_665 . ?
C1 N3 Co1 121.38(10) . . ?
C1 N3 C1 117.2(2) 19_665 . ?
N1 N1 Co1 119.40(5) 21 . ?
N2 N1 Co1 130.70(15) . . ?
N2 N1 N1 109.83(12) . 21 ?
C4 N4 C4 115.2(2) . 2_645 ?
C2 C3 C4 121.21(11) 19_665 . ?
C2 C3 C4 121.21(11) . . ?
C2 C3 C2 117.6(2) . 19_665 ?
N4 C4 N4 124.8(2) . 3_765 ?
N4 C4 C3 117.59(11) . . ?
N4 C4 C3 117.59(11) 3_765 . ?
N3 C1 H009 118.4 . . ?
N3 C1 C2 123.21(14) . . ?
C2 C1 H009 118.4 . . ?
C3 C2 H00A 120.3 . . ?
C1 C2 C3 119.39(15) . . ?
C1 C2 H00A 120.3 . . ?
C7 C9 H00B 177.6 . . ?
C7 C9 H00B 117.9 9_766 . ?
C7 C9 H00B 117.9 13_766 . ?
C7 C9 H00B 177.6 21 . ?
C8 C9 H00B 119.8 . . ?
C8 C9 H00B 60.2 9_766 . ?
C8 C9 C7 121.7(2) . 13_766 ?
C8 C9 C7 58.25(18) 9_766 13_766 ?
C8 C9 C7 58.25(18) 9_766 9_766 ?
C8 C9 C7 121.7(2) 9_766 21 ?
C8 C9 C7 58.25(18) . . ?
C8 C9 C7 121.7(2) 9_766 . ?
C8 C9 C7 58.25(18) . 21 ?
C8 C9 C7 121.7(2) . 9_766 ?
C8 C9 C8 180.0(3) . 9_766 ?
N1 N2 C6 106.46(18) . . ?
O1 C5 O1 127.3(3) 21 . ?
O1 C5 C6 116.33(14) . . ?
O1 C5 C6 116.33(14) 21 . ?
C9 C7 C9 116.2(3) 13_766 . ?
C9 C7 C6 121.77(13) . . ?
C9 C7 C6 121.77(13) 13_766 . ?
C8 C7 C9 172.9(3) 21 . ?
C8 C7 C9 59.64(13) 21 13_766 ?
C8 C7 C6 62.14(17) 21 . ?
C9 C8 H00F 118.5 . . ?
C9 C8 C6 123.1(3) . . ?
C6 C8 H00F 118.5 . . ?
C5 O1 Co1 133.63(17) . . ?
N2 C6 N2 107.4(2) . 21 ?
N2 C6 C7 126.23(11) 21 21 ?
N2 C6 C7 126.23(11) 21 . ?
N2 C6 C7 126.23(11) . . ?
N2 C6 C7 126.23(11) . 21 ?
N2 C6 C8 176.8(2) . . ?
N2 C6 C8 69.58(16) 21 . ?
N2 C6 C8 176.8(2) 21 21 ?
N2 C6 C8 69.58(16) . 21 ?
C7 C6 C5 178.7(3) . . ?
C7 C6 C5 178.7(3) 21 . ?
C7 C6 C7 0.0(3) 21 . ?
C7 C6 C8 56.91(14) 21 . ?
C7 C6 C8 56.91(14) 21 21 ?
C7 C6 C8 56.91(14) . . ?
C7 C6 C8 56.91(14) . 21 ?
C8 C6 C5 123.16(14) . . ?
C8 C6 C5 123.16(14) 21 . ?
C8 C6 C8 113.5(3) . 21 ?
H0AA C11 H0AB 109.5 . . ?
H0AA C11 H0AC 109.5 . . ?
H0AB C11 H0AC 109.5 . . ?
N5 C11 H0AA 109.5 . . ?
N5 C11 H0AB 109.5 . . ?
N5 C11 H0AC 109.5 . . ?
C11 N5 H3A 113.4 . . ?
C11 N5 H3B 103.6 . . ?
C11 N5 C10 116.1(8) . . ?
H3A N5 H3B 112.6 . . ?
C10 N5 H3A 108.2 . . ?
C10 N5 H3B 102.5 . . ?
N5 C10 H6A 109.5 . . ?
N5 C10 H6B 109.5 . . ?
N5 C10 H6C 109.5 . . ?
H6A C10 H6B 109.5 . . ?
H6A C10 H6C 109.5 . . ?
H6B C10 H6C 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.012 -0.008 0.002 2241 480 ' '

_platon_squeeze_void_probe_radius 1.20
