# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1443307'
_audit_update_record             
;
2015-12-18 deposited with the CCDC.
2016-01-22 downloaded from the CCDC.
;
_audit_creation_date             2015-02-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.17(C432 H258 Co18 N36 O78)'
_chemical_formula_sum            'C72 H43 Co3 N6 O13'
_chemical_formula_weight         1376.91
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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      trigonal
_space_group_IT_number           155
_space_group_name_H-M_alt        'R 3 2'
_space_group_name_Hall           'R 3 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+1/3'
'x-y+2/3, -y+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+2/3'
'x-y+1/3, -y+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'

_cell_length_a                   24.8110(10)
_cell_length_b                   24.8110(10)
_cell_length_c                   21.455(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     11437.9(14)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    14027
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.477
_cell_measurement_theta_min      3.146
_shelx_estimated_absorpt_T_max   0.933
_shelx_estimated_absorpt_T_min   0.902
_exptl_absorpt_coefficient_mu    0.704
_exptl_absorpt_correction_T_max  0.9329
_exptl_absorpt_correction_T_min  0.9017
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             4212
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0761
_diffrn_reflns_av_unetI/netI     0.0625
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            22971
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.477
_diffrn_reflns_theta_min         3.146
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'R-AXIS SPIDER'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.872
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                4614
_reflns_number_total             5787
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 1815 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.018(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         5787
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0380
_refine_ls_restrained_S_all      1.052
_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)+(0.0410P)²+3.2430P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0914
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 O1(H1)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C19(H19), C21(H21), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_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 0.62352(2) 0.38427(2) 0.59185(3) 0.02480(14) Uani 1 1 d . . . . .
O1 O 0.6667 0.3333 0.5929(3) 0.0508(16) Uani 1 3 d S T P . .
H1 H 0.6667 0.3333 0.6395 0.076 Uiso 1 3 calc RS T P . .
O2 O 0.55543(11) 0.32100(11) 0.52857(18) 0.0362(8) Uani 1 1 d . . . . .
O3 O 0.55661(12) 0.23149(11) 0.51765(19) 0.0428(9) Uani 1 1 d . . . . .
O4 O 0.10095(11) 0.10330(10) 0.33340(17) 0.0325(7) Uani 1 1 d . . . . .
O5 O 0.01914(12) 0.11860(12) 0.32131(19) 0.0462(10) Uani 1 1 d . . . . .
N1 N 0.43372(13) 0.57330(14) 0.40913(17) 0.0313(8) Uani 1 1 d . . . . .
N2 N 0.30254(13) 0.27179(13) 0.41734(19) 0.0310(8) Uani 1 1 d . . . . .
C1 C 0.53308(14) 0.26581(18) 0.5091(2) 0.0327(8) Uani 1 1 d . . . . .
C2 C 0.47270(15) 0.23900(17) 0.4734(2) 0.0387(10) Uani 1 1 d . . . . .
C3 C 0.44727(16) 0.27722(16) 0.4612(3) 0.0331(11) Uani 1 1 d . . . . .
H3 H 0.4692 0.3194 0.4745 0.040 Uiso 1 1 calc R . . . .
C4 C 0.39060(17) 0.25509(16) 0.4301(2) 0.0350(11) Uani 1 1 d . . . . .
C5 C 0.3583(2) 0.19300(17) 0.4114(3) 0.0526(16) Uani 1 1 d . . . . .
H5 H 0.3194 0.1768 0.3907 0.063 Uiso 1 1 calc R . . . .
C6 C 0.3837(2) 0.15468(19) 0.4234(3) 0.066(2) Uani 1 1 d . . . . .
H6 H 0.3617 0.1124 0.4104 0.079 Uiso 1 1 calc R . . . .
C7 C 0.4399(2) 0.17692(19) 0.4539(3) 0.0559(17) Uani 1 1 d . . . . .
H7 H 0.4562 0.1501 0.4615 0.067 Uiso 1 1 calc R . . . .
C8 C 0.36460(16) 0.29799(16) 0.4205(2) 0.0305(9) Uani 1 1 d . . . . .
C9 C 0.40600(16) 0.36210(15) 0.4189(2) 0.0288(9) Uani 1 1 d . . . . .
H9 H 0.4496 0.3779 0.4203 0.035 Uiso 1 1 calc R . . . .
C10 C 0.38239(15) 0.40238(15) 0.4152(2) 0.0269(9) Uani 1 1 d . . . . .
C11 C 0.42492(16) 0.47111(16) 0.4147(2) 0.0296(10) Uani 1 1 d . . . . .
C12 C 0.40026(16) 0.51122(16) 0.4110(2) 0.0286(11) Uani 1 1 d . . . . .
H12 H 0.3562 0.4926 0.4096 0.034 Uiso 1 1 calc R . . . .
C13 C 0.49639(17) 0.60023(18) 0.4118(3) 0.0441(15) Uani 1 1 d . . . . .
H13 H 0.5211 0.6443 0.4110 0.053 Uiso 1 1 calc R . . . .
C14 C 0.52511(18) 0.56503(19) 0.4156(3) 0.0549(19) Uani 1 1 d . . . . .
H14 H 0.5692 0.5849 0.4173 0.066 Uiso 1 1 calc R . . . .
C15 C 0.48917(18) 0.49975(18) 0.4171(3) 0.0483(13) Uani 1 1 d . . . . .
H15 H 0.5089 0.4754 0.4196 0.058 Uiso 1 1 calc R . . . .
C16 C 0.31811(16) 0.37581(16) 0.4132(2) 0.0323(10) Uani 1 1 d . . . . .
H16 H 0.3002 0.4018 0.4117 0.039 Uiso 1 1 calc R . . . .
C17 C 0.27983(16) 0.31153(16) 0.4132(2) 0.0309(10) Uani 1 1 d . . . . .
C18 C 0.21003(16) 0.28313(16) 0.4061(2) 0.0342(10) Uani 1 1 d . . . . .
C19 C 0.17459(16) 0.22378(16) 0.3804(2) 0.0322(10) Uani 1 1 d . . . . .
H19 H 0.1942 0.2003 0.3707 0.039 Uiso 1 1 calc R . . . .
C20 C 0.11155(16) 0.19837(16) 0.3690(2) 0.0372(11) Uani 1 1 d . . . . .
C21 C 0.08248(17) 0.23309(19) 0.3845(3) 0.0498(15) Uani 1 1 d . . . . .
H21 H 0.0394 0.2164 0.3765 0.060 Uiso 1 1 calc R . . . .
C22 C 0.1166(2) 0.2913(2) 0.4114(3) 0.0590(19) Uani 1 1 d . . . . .
H22 H 0.0968 0.3142 0.4227 0.071 Uiso 1 1 calc R . . . .
C23 C 0.18057(19) 0.31623(19) 0.4220(3) 0.0536(17) Uani 1 1 d . . . . .
H23 H 0.2040 0.3563 0.4403 0.064 Uiso 1 1 calc R . . . .
C24 C 0.07416(15) 0.13479(14) 0.3385(2) 0.0315(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 O1 2.0240(4) . ?
Co1 O2 2.124(3) . ?
Co1 O3 2.107(3) 3_665 ?
Co1 O4 2.141(3) 8 ?
Co1 O5 2.104(3) 7 ?
Co1 N1 2.142(3) 4_556 ?
O1 Co1 2.0239(4) 2_655 ?
O1 Co1 2.0239(4) 3_665 ?
O2 C1 1.264(5) . ?
O3 Co1 2.107(3) 2_655 ?
O3 C1 1.264(5) . ?
O4 Co1 2.141(3) 15_554 ?
O4 C24 1.258(4) . ?
O5 Co1 2.104(3) 13_444 ?
O5 C24 1.270(4) . ?
N1 Co1 2.142(3) 4_556 ?
N1 C12 1.336(5) . ?
N1 C13 1.352(5) . ?
N2 C8 1.341(4) . ?
N2 C17 1.361(4) . ?
C1 C2 1.508(5) . ?
C2 C3 1.401(5) . ?
C2 C7 1.399(5) . ?
C3 C4 1.397(5) . ?
C4 C5 1.393(5) . ?
C4 C8 1.509(4) . ?
C5 C6 1.402(5) . ?
C6 C7 1.381(6) . ?
C8 C9 1.397(5) . ?
C9 C10 1.390(5) . ?
C10 C11 1.491(4) . ?
C10 C16 1.389(5) . ?
C11 C12 1.407(5) . ?
C11 C15 1.384(5) . ?
C13 C14 1.378(5) . ?
C14 C15 1.405(6) . ?
C16 C17 1.390(5) . ?
C17 C18 1.516(5) . ?
C18 C19 1.396(5) . ?
C18 C23 1.388(5) . ?
C19 C20 1.385(5) . ?
C20 C21 1.412(5) . ?
C20 C24 1.521(5) . ?
C21 C22 1.382(6) . ?
C22 C23 1.405(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O2 91.11(13) . . ?
O1 Co1 O3 96.82(15) . 3_665 ?
O1 Co1 O4 91.65(15) . 8 ?
O1 Co1 O5 94.83(13) . 7 ?
O1 Co1 N1 177.00(9) . 4_556 ?
O2 Co1 O4 88.39(12) . 8 ?
O2 Co1 N1 86.64(11) . 4_556 ?
O3 Co1 O2 90.70(12) 3_665 . ?
O3 Co1 O4 171.49(9) 3_665 8 ?
O3 Co1 N1 85.20(12) 3_665 4_556 ?
O4 Co1 N1 86.30(11) 8 4_556 ?
O5 Co1 O2 174.05(9) 7 . ?
O5 Co1 O3 88.92(15) 7 3_665 ?
O5 Co1 O4 91.11(13) 7 8 ?
O5 Co1 N1 87.41(11) 7 4_556 ?
Co1 O1 Co1 119.987(8) 3_665 . ?
Co1 O1 Co1 119.987(8) 3_665 2_655 ?
Co1 O1 Co1 119.987(8) 2_655 . ?
C1 O2 Co1 140.2(2) . . ?
C1 O3 Co1 125.7(3) . 2_655 ?
C24 O4 Co1 127.9(3) . 15_554 ?
C24 O5 Co1 133.0(2) . 13_444 ?
C12 N1 Co1 117.7(2) . 4_556 ?
C12 N1 C13 117.8(3) . . ?
C13 N1 Co1 124.4(2) . 4_556 ?
C8 N2 C17 116.3(3) . . ?
O2 C1 C2 116.5(3) . . ?
O3 C1 O2 125.5(3) . . ?
O3 C1 C2 117.9(3) . . ?
C3 C2 C1 118.7(3) . . ?
C7 C2 C1 122.7(4) . . ?
C7 C2 C3 118.5(3) . . ?
C4 C3 C2 121.9(3) . . ?
C3 C4 C8 119.3(3) . . ?
C5 C4 C3 118.8(3) . . ?
C5 C4 C8 121.9(3) . . ?
C4 C5 C6 119.5(4) . . ?
C7 C6 C5 121.5(4) . . ?
C6 C7 C2 119.8(4) . . ?
N2 C8 C4 117.2(3) . . ?
N2 C8 C9 124.3(3) . . ?
C9 C8 C4 118.4(3) . . ?
C10 C9 C8 119.1(3) . . ?
C9 C10 C11 120.7(3) . . ?
C16 C10 C9 117.2(3) . . ?
C16 C10 C11 122.1(3) . . ?
C12 C11 C10 120.0(3) . . ?
C15 C11 C10 124.2(3) . . ?
C15 C11 C12 115.8(3) . . ?
N1 C12 C11 125.3(3) . . ?
N1 C13 C14 121.4(3) . . ?
C13 C14 C15 120.0(4) . . ?
C11 C15 C14 119.7(3) . . ?
C10 C16 C17 120.6(3) . . ?
N2 C17 C16 122.6(3) . . ?
N2 C17 C18 117.4(3) . . ?
C16 C17 C18 120.0(3) . . ?
C19 C18 C17 120.0(3) . . ?
C23 C18 C17 121.2(3) . . ?
C23 C18 C19 118.7(3) . . ?
C20 C19 C18 121.5(3) . . ?
C19 C20 C21 119.0(3) . . ?
C19 C20 C24 120.9(3) . . ?
C21 C20 C24 120.1(3) . . ?
C22 C21 C20 120.2(4) . . ?
C21 C22 C23 119.6(4) . . ?
C18 C23 C22 120.9(4) . . ?
O4 C24 O5 126.6(3) . . ?
O4 C24 C20 116.3(3) . . ?
O5 C24 C20 117.0(3) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 1443308'
_audit_update_record             
;
2015-12-18 deposited with the CCDC.
2016-01-22 downloaded from the CCDC.
;
_audit_creation_date             2015-02-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C216 H129 Co9 N18 O39)'
_chemical_formula_sum            'C72 H43 Co3 N6 O13'
_chemical_formula_weight         1376.91
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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      trigonal
_space_group_IT_number           146
_space_group_name_H-M_alt        'R 3'
_space_group_name_Hall           'R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'

_cell_length_a                   20.1860(10)
_cell_length_b                   20.1860(10)
_cell_length_c                   20.2891(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7159.7(8)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    6054
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.474
_cell_measurement_theta_min      3.012
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.946
_exptl_absorpt_coefficient_mu    0.563
_exptl_absorpt_correction_T_max  0.9459
_exptl_absorpt_correction_T_min  0.9459
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    0.958
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             2106
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_unetI/netI     0.1020
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            16498
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.474
_diffrn_reflns_theta_min         3.012
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'R-AXIS SPIDER'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.997
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                6431
_reflns_number_total             6919
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 
;
 Flack x determined using 2607 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.037(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         6919
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0502
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0692P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1258
_refine_ls_wR_factor_ref         0.1282
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8582(15) 0.1418(15)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
3. Uiso/Uaniso restraints and constraints
C2 \\sim C3 \\sim C7 \\sim C6 \\sim C5 \\sim C4: within 1.7A with sigma of 0.01
and sigma for terminal atoms of 0.02
4.a Ternary CH refined with riding coordinates:
 O1(H1)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C19(H19), C21(H21), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_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 0.44059(4) 0.68051(4) 0.07740(3) 0.02241(16) Uani 1 1 d . . . . .
O1 O 0.3333 0.6667 0.0827(3) 0.0145(10) Uani 1 3 d S T P . .
H1 H 0.3333 0.6667 0.1320 0.022 Uiso 1 3 calc RS T P . .
O2 O 0.4123(2) 0.6066(2) 0.1583(2) 0.0330(8) Uani 1 1 d . . . . .
O3 O 0.2910(2) 0.5138(3) 0.1373(2) 0.0384(9) Uani 1 1 d . . . . .
O4 O 0.5897(2) 0.3853(2) 0.65812(19) 0.0324(9) Uani 1 1 d . . . . .
O5 O 0.5134(2) 0.2590(2) 0.6797(2) 0.0334(9) Uani 1 1 d . . . . .
N1 N 0.8073(3) 0.7804(3) 0.4089(2) 0.0271(9) Uani 1 1 d . . . . .
N2 N 0.4816(3) 0.4132(3) 0.3692(3) 0.0438(13) Uani 1 1 d . . . . .
C1 C 0.3588(3) 0.5395(3) 0.1587(3) 0.0299(11) Uani 1 1 d . . . . .
C2 C 0.3762(4) 0.4810(4) 0.1877(4) 0.0503(17) Uani 1 1 d . U . . .
C3 C 0.4313(4) 0.5025(4) 0.2384(3) 0.0440(15) Uani 1 1 d . U . . .
H3 H 0.4594 0.5545 0.2520 0.053 Uiso 1 1 calc R . . . .
C4 C 0.4451(5) 0.4478(4) 0.2692(5) 0.063(2) Uani 1 1 d . U . . .
C5 C 0.4109(7) 0.3738(5) 0.2390(5) 0.085(3) Uani 1 1 d . U . . .
H5 H 0.4226 0.3370 0.2559 0.102 Uiso 1 1 calc R . . . .
C6 C 0.3629(7) 0.3549(6) 0.1879(6) 0.091(3) Uani 1 1 d . U . . .
H6 H 0.3441 0.3064 0.1674 0.109 Uiso 1 1 calc R . . . .
C7 C 0.3402(6) 0.4055(5) 0.1644(5) 0.080(3) Uani 1 1 d . U . . .
H7 H 0.3004 0.3888 0.1326 0.096 Uiso 1 1 calc R . . . .
C8 C 0.4977(4) 0.4687(4) 0.3260(4) 0.054(2) Uani 1 1 d . . . . .
C9 C 0.5605(4) 0.5432(4) 0.3326(4) 0.0512(18) Uani 1 1 d . . . . .
H9 H 0.5710 0.5818 0.3008 0.061 Uiso 1 1 calc R . . . .
C10 C 0.6068(3) 0.5579(3) 0.3885(3) 0.0357(12) Uani 1 1 d . . . . .
C11 C 0.6760(3) 0.6362(3) 0.3969(3) 0.0344(12) Uani 1 1 d . . . . .
C12 C 0.7209(4) 0.6718(4) 0.3428(3) 0.0422(15) Uani 1 1 d . . . . .
H12 H 0.7076 0.6479 0.3008 0.051 Uiso 1 1 calc R . . . .
C13 C 0.7869(4) 0.7444(4) 0.3504(3) 0.0381(13) Uani 1 1 d . . . . .
H13 H 0.8180 0.7685 0.3129 0.046 Uiso 1 1 calc R . . . .
C14 C 0.7634(3) 0.7454(3) 0.4610(3) 0.0326(11) Uani 1 1 d . . . . .
H14 H 0.7770 0.7705 0.5025 0.039 Uiso 1 1 calc R . . . .
C15 C 0.6980(4) 0.6731(3) 0.4568(3) 0.0358(12) Uani 1 1 d . . . . .
H15 H 0.6687 0.6494 0.4952 0.043 Uiso 1 1 calc R . . . .
C16 C 0.5882(3) 0.5001(3) 0.4342(3) 0.0349(12) Uani 1 1 d . . . . .
H16 H 0.6184 0.5099 0.4728 0.042 Uiso 1 1 calc R . . . .
C17 C 0.5260(3) 0.4287(3) 0.4239(3) 0.0347(12) Uani 1 1 d . . . . .
C18 C 0.5006(3) 0.3608(3) 0.4685(3) 0.0341(12) Uani 1 1 d . . . . .
C19 C 0.5310(3) 0.3703(3) 0.5324(3) 0.0297(10) Uani 1 1 d . . . . .
H19 H 0.5675 0.4200 0.5474 0.036 Uiso 1 1 calc R . . . .
C20 C 0.5083(3) 0.3078(3) 0.5739(3) 0.0319(11) Uani 1 1 d . . . . .
C21 C 0.4547(4) 0.2351(4) 0.5517(4) 0.0470(15) Uani 1 1 d . . . . .
H21 H 0.4377 0.1923 0.5802 0.056 Uiso 1 1 calc R . . . .
C22 C 0.4259(4) 0.2250(4) 0.4880(3) 0.0502(18) Uani 1 1 d . . . . .
H22 H 0.3908 0.1751 0.4725 0.060 Uiso 1 1 calc R . . . .
C23 C 0.4486(4) 0.2878(4) 0.4470(3) 0.0404(14) Uani 1 1 d . . . . .
H23 H 0.4281 0.2806 0.4037 0.048 Uiso 1 1 calc R . . . .
C24 C 0.5397(3) 0.3184(3) 0.6431(3) 0.0281(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 O1 2.0425(7) . ?
Co1 O2 2.097(4) . ?
Co1 O3 2.082(4) 2_665 ?
Co1 O4 2.073(4) 6_564 ?
Co1 O5 2.101(4) 5_554 ?
Co1 N1 2.149(4) 8_654 ?
O1 Co1 2.0425(7) 2_665 ?
O1 Co1 2.0425(7) 3_565 ?
O1 H1 1.0000 . ?
O2 C1 1.241(7) . ?
O3 Co1 2.082(4) 3_565 ?
O3 C1 1.273(7) . ?
O4 Co1 2.073(4) 8_655 ?
O4 C24 1.254(7) . ?
O5 Co1 2.101(4) 9 ?
O5 C24 1.277(7) . ?
N1 Co1 2.149(4) 6_565 ?
N1 C13 1.344(8) . ?
N1 C14 1.333(8) . ?
N2 C8 1.328(9) . ?
N2 C17 1.361(7) . ?
C1 C2 1.508(8) . ?
C2 C3 1.415(9) . ?
C2 C7 1.403(12) . ?
C3 H3 0.9500 . ?
C3 C4 1.412(9) . ?
C4 C5 1.432(12) . ?
C4 C8 1.479(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.337(13) . ?
C6 H6 0.9500 . ?
C6 C7 1.398(14) . ?
C7 H7 0.9500 . ?
C8 C9 1.408(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.403(9) . ?
C10 C11 1.507(8) . ?
C10 C16 1.387(8) . ?
C11 C12 1.375(9) . ?
C11 C15 1.377(9) . ?
C12 H12 0.9500 . ?
C12 C13 1.412(9) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.398(8) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.374(8) . ?
C17 C18 1.505(7) . ?
C18 C19 1.404(8) . ?
C18 C23 1.385(8) . ?
C19 H19 0.9500 . ?
C19 C20 1.391(8) . ?
C20 C21 1.392(9) . ?
C20 C24 1.511(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.390(10) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(9) . ?
C23 H23 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O2 88.20(16) . . ?
O1 Co1 O3 92.25(15) . 2_665 ?
O1 Co1 O4 90.69(17) . 6_564 ?
O1 Co1 O5 93.99(15) . 5_554 ?
O1 Co1 N1 177.9(2) . 8_654 ?
O2 Co1 O5 90.00(17) . 5_554 ?
O2 Co1 N1 89.79(17) . 8_654 ?
O3 Co1 O2 92.62(17) 2_665 . ?
O3 Co1 O5 173.30(18) 2_665 5_554 ?
O3 Co1 N1 87.14(17) 2_665 8_654 ?
O4 Co1 O2 174.08(18) 6_564 . ?
O4 Co1 O3 93.24(18) 6_564 2_665 ?
O4 Co1 O5 84.28(17) 6_564 5_554 ?
O4 Co1 N1 91.38(17) 6_564 8_654 ?
O5 Co1 N1 86.70(16) 5_554 8_654 ?
Co1 O1 Co1 119.72(3) 2_665 3_565 ?
Co1 O1 Co1 119.72(3) 3_565 . ?
Co1 O1 Co1 119.73(3) 2_665 . ?
Co1 O1 H1 93.0 2_665 . ?
Co1 O1 H1 93.0 . . ?
Co1 O1 H1 93.0 3_565 . ?
C1 O2 Co1 124.1(3) . . ?
C1 O3 Co1 133.5(4) . 3_565 ?
C24 O4 Co1 129.8(3) . 8_655 ?
C24 O5 Co1 128.5(3) . 9 ?
C13 N1 Co1 117.3(4) . 6_565 ?
C14 N1 Co1 124.6(4) . 6_565 ?
C14 N1 C13 118.1(5) . . ?
C8 N2 C17 119.2(5) . . ?
O2 C1 O3 127.9(5) . . ?
O2 C1 C2 116.1(5) . . ?
O3 C1 C2 116.0(5) . . ?
C3 C2 C1 119.9(6) . . ?
C7 C2 C1 121.4(6) . . ?
C7 C2 C3 118.7(6) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 120.9(6) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C5 116.5(7) . . ?
C3 C4 C8 121.1(7) . . ?
C5 C4 C8 122.2(7) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 C4 122.2(9) . . ?
C6 C5 H5 118.9 . . ?
C5 C6 H6 119.6 . . ?
C5 C6 C7 120.8(10) . . ?
C7 C6 H6 119.6 . . ?
C2 C7 H7 120.1 . . ?
C6 C7 C2 119.9(7) . . ?
C6 C7 H7 120.1 . . ?
N2 C8 C4 115.9(6) . . ?
N2 C8 C9 123.3(6) . . ?
C9 C8 C4 120.9(6) . . ?
C8 C9 H9 121.6 . . ?
C10 C9 C8 116.8(6) . . ?
C10 C9 H9 121.6 . . ?
C9 C10 C11 118.9(5) . . ?
C16 C10 C9 119.4(6) . . ?
C16 C10 C11 121.7(5) . . ?
C12 C11 C10 118.8(5) . . ?
C12 C11 C15 118.1(5) . . ?
C15 C11 C10 123.1(5) . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.3(5) . . ?
C13 C12 H12 120.3 . . ?
N1 C13 C12 122.1(5) . . ?
N1 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
N1 C14 H14 118.8 . . ?
N1 C14 C15 122.4(5) . . ?
C15 C14 H14 118.8 . . ?
C11 C15 C14 119.9(5) . . ?
C11 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C10 C16 H16 120.0 . . ?
C17 C16 C10 120.1(5) . . ?
C17 C16 H16 120.0 . . ?
N2 C17 C16 121.2(5) . . ?
N2 C17 C18 113.3(5) . . ?
C16 C17 C18 125.4(5) . . ?
C19 C18 C17 120.3(5) . . ?
C23 C18 C17 120.7(5) . . ?
C23 C18 C19 119.0(5) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.8(5) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 C21 119.3(5) . . ?
C19 C20 C24 120.7(5) . . ?
C21 C20 C24 120.0(5) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.3(6) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(6) . . ?
C23 C22 H22 120.0 . . ?
C18 C23 C22 120.6(6) . . ?
C18 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
O4 C24 O5 127.1(5) . . ?
O4 C24 C20 115.6(5) . . ?
O5 C24 C20 117.3(5) . . ?

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 O2 C1 O3 -44.3(8) . . . . ?
Co1 O2 C1 C2 135.2(5) . . . . ?
Co1 O3 C1 O2 13.8(10) 3_565 . . . ?
Co1 O3 C1 C2 -165.7(5) 3_565 . . . ?
Co1 O4 C24 O5 3.0(9) 8_655 . . . ?
Co1 O4 C24 C20 -176.5(4) 8_655 . . . ?
Co1 O5 C24 O4 -41.7(8) 9 . . . ?
Co1 O5 C24 C20 137.7(4) 9 . . . ?
Co1 N1 C13 C12 -177.2(5) 6_565 . . . ?
Co1 N1 C14 C15 178.0(4) 6_565 . . . ?
O2 C1 C2 C3 30.4(10) . . . . ?
O2 C1 C2 C7 -148.1(9) . . . . ?
O3 C1 C2 C3 -150.0(7) . . . . ?
O3 C1 C2 C7 31.5(12) . . . . ?
N1 C14 C15 C11 -1.5(9) . . . . ?
N2 C8 C9 C10 -0.5(13) . . . . ?
N2 C17 C18 C19 -168.1(6) . . . . ?
N2 C17 C18 C23 13.4(9) . . . . ?
C1 C2 C3 C4 175.9(8) . . . . ?
C1 C2 C7 C6 173.9(10) . . . . ?
C2 C3 C4 C5 10.4(15) . . . . ?
C2 C3 C4 C8 -174.7(9) . . . . ?
C3 C2 C7 C6 -4.6(17) . . . . ?
C3 C4 C5 C6 -5.6(19) . . . . ?
C3 C4 C8 N2 149.6(9) . . . . ?
C3 C4 C8 C9 -30.3(15) . . . . ?
C4 C5 C6 C7 -4(2) . . . . ?
C4 C8 C9 C10 179.3(9) . . . . ?
C5 C4 C8 N2 -35.8(15) . . . . ?
C5 C4 C8 C9 144.3(11) . . . . ?
C5 C6 C7 C2 10(2) . . . . ?
C7 C2 C3 C4 -5.5(14) . . . . ?
C8 N2 C17 C16 -1.7(11) . . . . ?
C8 N2 C17 C18 179.6(7) . . . . ?
C8 C4 C5 C6 179.5(12) . . . . ?
C8 C9 C10 C11 178.2(7) . . . . ?
C8 C9 C10 C16 -1.2(11) . . . . ?
C9 C10 C11 C12 -41.8(9) . . . . ?
C9 C10 C11 C15 140.2(7) . . . . ?
C9 C10 C16 C17 1.5(10) . . . . ?
C10 C11 C12 C13 -178.4(6) . . . . ?
C10 C11 C15 C14 179.3(5) . . . . ?
C10 C16 C17 N2 -0.1(10) . . . . ?
C10 C16 C17 C18 178.5(6) . . . . ?
C11 C10 C16 C17 -177.9(6) . . . . ?
C11 C12 C13 N1 -0.6(11) . . . . ?
C12 C11 C15 C14 1.4(9) . . . . ?
C13 N1 C14 C15 0.5(9) . . . . ?
C14 N1 C13 C12 0.5(9) . . . . ?
C15 C11 C12 C13 -0.4(10) . . . . ?
C16 C10 C11 C12 137.6(7) . . . . ?
C16 C10 C11 C15 -40.3(9) . . . . ?
C16 C17 C18 C19 13.2(10) . . . . ?
C16 C17 C18 C23 -165.2(7) . . . . ?
C17 N2 C8 C4 -177.9(8) . . . . ?
C17 N2 C8 C9 2.0(13) . . . . ?
C17 C18 C19 C20 -179.6(6) . . . . ?
C17 C18 C23 C22 179.2(7) . . . . ?
C18 C19 C20 C21 -0.2(9) . . . . ?
C18 C19 C20 C24 -178.6(5) . . . . ?
C19 C18 C23 C22 0.8(10) . . . . ?
C19 C20 C21 C22 2.0(11) . . . . ?
C19 C20 C24 O4 -4.1(8) . . . . ?
C19 C20 C24 O5 176.4(5) . . . . ?
C20 C21 C22 C23 -2.3(12) . . . . ?
C21 C20 C24 O4 177.6(6) . . . . ?
C21 C20 C24 O5 -1.9(8) . . . . ?
C21 C22 C23 C18 0.9(12) . . . . ?
C23 C18 C19 C20 -1.2(9) . . . . ?
C24 C20 C21 C22 -179.7(7) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8582(15)
2 0.1418(15)
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1443309'
_audit_update_record             
;
2015-12-18 deposited with the CCDC.
2016-01-22 downloaded from the CCDC.
;
_audit_creation_date             2015-02-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.08(C864 H516 Co36 N360 O12)'
_chemical_formula_sum            'C72 H43 Co3 N30 O'
_chemical_formula_weight         1521.15
_chemical_melting_point          ?
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'

_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      trigonal
_space_group_IT_number           167
_space_group_name_H-M_alt        'R -3 c'
_space_group_name_Hall           '-R 3 2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'

_cell_length_a                   27.3444(8)
_cell_length_b                   27.3444(8)
_cell_length_c                   71.115(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     46050(3)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    34757
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.484
_cell_measurement_theta_min      2.991
_shelx_estimated_absorpt_T_max   0.966
_shelx_estimated_absorpt_T_min   0.949
_exptl_absorpt_coefficient_mu    0.352
_exptl_absorpt_correction_T_max  0.9657
_exptl_absorpt_correction_T_min  0.9491
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    0.658
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             9288
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0926
_diffrn_reflns_av_unetI/netI     0.0778
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       92
_diffrn_reflns_limit_l_min       -88
_diffrn_reflns_number            59766
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.991
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'R-AXIS SPIDER'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6840
_reflns_number_total             11698
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.693
_refine_diff_density_min         -1.108
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         11698
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1062
_refine_ls_R_factor_gt           0.0727
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1857P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2478
_refine_ls_wR_factor_ref         0.2902
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C23) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23') \\sim Ueq, Uanis(C22')
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C20') \\sim Ueq, Uanis(C19') \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C20)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(C19')=Sof(H19')=Sof(C20')=Sof(H20')=Sof(C22')=Sof(H22')=Sof(C23')=
 Sof(H23')=1-FVAR(1)
 Sof(C19)=Sof(H19)=Sof(C20)=Sof(H20)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 O1(H1)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C19(H19), C20(H20), C22(H22), C23(H23), C19'(H19'),
 C20'(H20'), C22'(H22'), C23'(H23')
;
_atom_sites_solution_hydrogens   geom
_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 0.33517(2) 0.59428(2) 0.56606(2) 0.03166(18) Uani 1 1 d . . . . .
O1 O 0.3333 0.6667 0.56766(4) 0.0207(7) Uani 1 3 d S T P . .
H1 H 0.3333 0.6667 0.5817 0.031 Uiso 1 3 calc RS T P . .
N1 N 0.15169(13) 0.14649(13) 0.60404(4) 0.0380(7) Uani 1 1 d . . . . .
N2 N 0.41197(14) 0.39221(13) 0.62623(4) 0.0431(8) Uani 1 1 d . . . . .
N3 N 0.40423(13) 0.63933(13) 0.58637(4) 0.0368(7) Uani 1 1 d . . . . .
N4 N 0.43253(12) 0.69667(12) 0.58535(4) 0.0313(6) Uani 1 1 d . . . . .
N5 N 0.47836(14) 0.71667(14) 0.59572(4) 0.0449(8) Uani 1 1 d . . . . .
N6 N 0.48122(16) 0.67368(14) 0.60374(5) 0.0507(9) Uani 1 1 d . . . . .
N7 N 0.58632(13) 0.38381(13) 0.69775(4) 0.0413(7) Uani 1 1 d . . . . .
N8 N 0.60414(13) 0.36449(14) 0.71188(4) 0.0388(7) Uani 1 1 d . . . . .
N9 N 0.57501(12) 0.30809(12) 0.71198(4) 0.0331(6) Uani 1 1 d . . . . .
N10 N 0.53789(13) 0.28971(13) 0.69760(4) 0.0400(7) Uani 1 1 d . . . . .
C1 C 0.43484(16) 0.62658(16) 0.59787(5) 0.0389(8) Uani 1 1 d . . . . .
C2 C 0.41980(16) 0.56854(16) 0.60307(5) 0.0393(8) Uani 1 1 d . . . . .
C3 C 0.36322(17) 0.52769(17) 0.60541(5) 0.0423(9) Uani 1 1 d . . . . .
H3 H 0.3350 0.5382 0.6046 0.051 Uiso 1 1 calc R . . . .
C4 C 0.34736(16) 0.47126(16) 0.60895(5) 0.0411(8) Uani 1 1 d . . . . .
H4 H 0.3086 0.4434 0.6101 0.049 Uiso 1 1 calc R . . . .
C5 C 0.38939(16) 0.45654(15) 0.61073(5) 0.0378(8) Uani 1 1 d . . . . .
C6 C 0.44639(16) 0.49825(16) 0.60878(6) 0.0444(9) Uani 1 1 d . . . . .
H6 H 0.4749 0.4884 0.6102 0.053 Uiso 1 1 calc R . . . .
C7 C 0.46126(16) 0.55314(16) 0.60489(5) 0.0437(9) Uani 1 1 d . . . . .
H7 H 0.5000 0.5808 0.6034 0.052 Uiso 1 1 calc R . . . .
C8 C 0.37385(17) 0.39725(16) 0.61553(5) 0.0424(9) Uani 1 1 d . . . . .
C9 C 0.32336(16) 0.35064(16) 0.60951(5) 0.0424(9) Uani 1 1 d . . . . .
H9 H 0.2980 0.3557 0.6017 0.051 Uiso 1 1 calc R . . . .
C10 C 0.31072(16) 0.29670(16) 0.61510(5) 0.0421(9) Uani 1 1 d . . . . .
C11 C 0.25605(16) 0.24527(16) 0.61038(5) 0.0396(8) Uani 1 1 d . . . . .
C12 C 0.20661(16) 0.24807(16) 0.60767(5) 0.0420(9) Uani 1 1 d . . . . .
H12 H 0.2078 0.2834 0.6078 0.050 Uiso 1 1 calc R . . . .
C13 C 0.15604(17) 0.19832(17) 0.60472(5) 0.0427(9) Uani 1 1 d . . . . .
H13 H 0.1227 0.2005 0.6031 0.051 Uiso 1 1 calc R . . . .
C14 C 0.19976(15) 0.14441(16) 0.60606(5) 0.0380(8) Uani 1 1 d . . . . .
H14 H 0.1977 0.1087 0.6055 0.046 Uiso 1 1 calc R . . . .
C15 C 0.25140(16) 0.19155(16) 0.60895(5) 0.0415(9) Uani 1 1 d . . . . .
H15 H 0.2842 0.1881 0.6100 0.050 Uiso 1 1 calc R . . . .
C16 C 0.34993(17) 0.29238(17) 0.62638(6) 0.0478(10) Uani 1 1 d . . . . .
H16 H 0.3433 0.2564 0.6303 0.057 Uiso 1 1 calc R . . . .
C17 C 0.39878(17) 0.34087(17) 0.63182(5) 0.0458(9) Uani 1 1 d . . . . .
C18 C 0.43932(19) 0.33790(18) 0.64532(6) 0.0513(10) Uani 1 1 d . . . . .
C19 C 0.4232(6) 0.2881(5) 0.6559(2) 0.056(3) Uani 0.490(19) 1 d . U . A 1
H19 H 0.3880 0.2549 0.6536 0.067 Uiso 0.490(19) 1 calc R . . A 1
C20 C 0.4605(6) 0.2888(5) 0.6700(2) 0.057(3) Uani 0.490(19) 1 d . U . A 1
H20 H 0.4503 0.2557 0.6771 0.068 Uiso 0.490(19) 1 calc R . . A 1
C22 C 0.5275(5) 0.3836(5) 0.66197(18) 0.051(3) Uani 0.490(19) 1 d . U . A 1
H22 H 0.5643 0.4154 0.6634 0.062 Uiso 0.490(19) 1 calc R . . A 1
C23 C 0.4917(5) 0.3854(4) 0.64857(19) 0.051(3) Uani 0.490(19) 1 d . U . A 1
H23 H 0.5029 0.4191 0.6416 0.062 Uiso 0.490(19) 1 calc R . . A 1
C19' C 0.4418(6) 0.2901(5) 0.64912(18) 0.049(3) Uani 0.510(19) 1 d . U . A 2
H19' H 0.4188 0.2564 0.6423 0.058 Uiso 0.510(19) 1 calc R . . A 2
C20' C 0.4782(6) 0.2909(5) 0.66299(18) 0.053(3) Uani 0.510(19) 1 d . U . A 2
H20' H 0.4796 0.2574 0.6653 0.064 Uiso 0.510(19) 1 calc R . . A 2
C22' C 0.5102(7) 0.3863(5) 0.6694(2) 0.063(4) Uani 0.510(19) 1 d . U . A 2
H22' H 0.5358 0.4201 0.6758 0.076 Uiso 0.510(19) 1 calc R . . A 2
C23' C 0.4736(7) 0.3875(5) 0.6567(2) 0.071(4) Uani 0.510(19) 1 d . U . A 2
H23' H 0.4704 0.4203 0.6554 0.086 Uiso 0.510(19) 1 calc R . . A 2
C21 C 0.51124(17) 0.33701(16) 0.67328(5) 0.0443(9) Uani 1 1 d . . . . .
C24 C 0.54559(17) 0.33681(16) 0.68925(5) 0.0418(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 O1 2.0082(5) . ?
Co1 N1 2.088(3) 17 ?
Co1 N3 2.201(3) . ?
Co1 N4 2.184(3) 3_565 ?
Co1 N8 2.147(3) 30_455 ?
Co1 N9 2.163(3) 29 ?
O1 Co1 2.0083(5) 3_565 ?
O1 Co1 2.0082(5) 2_665 ?
O1 H1 1.0000 . ?
N1 Co1 2.088(3) 17 ?
N1 C13 1.363(5) . ?
N1 C14 1.351(5) . ?
N2 C8 1.352(5) . ?
N2 C17 1.324(5) . ?
N3 N4 1.360(4) . ?
N3 C1 1.335(4) . ?
N4 Co1 2.184(3) 2_665 ?
N4 N5 1.314(4) . ?
N5 N6 1.343(4) . ?
N6 C1 1.345(5) . ?
N7 N8 1.336(4) . ?
N7 C24 1.351(5) . ?
N8 Co1 2.147(3) 36 ?
N8 N9 1.336(4) . ?
N9 Co1 2.163(3) 35_545 ?
N9 N10 1.348(4) . ?
N10 C24 1.336(5) . ?
C1 C2 1.474(5) . ?
C2 C3 1.393(5) . ?
C2 C7 1.399(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.401(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.401(5) . ?
C5 C6 1.404(5) . ?
C5 C8 1.496(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.373(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.398(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.394(5) . ?
C10 C11 1.491(5) . ?
C10 C16 1.391(5) . ?
C11 C12 1.405(5) . ?
C11 C15 1.413(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(5) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.370(5) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.386(6) . ?
C17 C18 1.499(5) . ?
C18 C19 1.419(13) . ?
C18 C23 1.390(11) . ?
C18 C19' 1.369(12) . ?
C18 C23' 1.451(13) . ?
C19 H19 0.9500 . ?
C19 C20 1.422(17) . ?
C20 H20 0.9500 . ?
C20 C21 1.375(13) . ?
C22 H22 0.9500 . ?
C22 C23 1.384(15) . ?
C22 C21 1.379(11) . ?
C23 H23 0.9500 . ?
C19' H19' 0.9500 . ?
C19' C20' 1.393(16) . ?
C20' H20' 0.9500 . ?
C20' C21 1.343(12) . ?
C22' H22' 0.9500 . ?
C22' C23' 1.359(16) . ?
C22' C21 1.390(12) . ?
C23' H23' 0.9500 . ?
C21 C24 1.476(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 N1 176.43(11) . 17 ?
O1 Co1 N3 81.28(10) . . ?
O1 Co1 N4 80.73(9) . 3_565 ?
O1 Co1 N8 83.42(11) . 30_455 ?
O1 Co1 N9 82.33(10) . 29 ?
N1 Co1 N3 100.24(12) 17 . ?
N1 Co1 N4 102.17(11) 17 3_565 ?
N1 Co1 N8 94.83(12) 17 30_455 ?
N1 Co1 N9 94.58(11) 17 29 ?
N4 Co1 N3 98.38(10) 3_565 . ?
N8 Co1 N3 164.28(13) 30_455 . ?
N8 Co1 N4 82.63(11) 30_455 3_565 ?
N8 Co1 N9 90.28(11) 30_455 29 ?
N9 Co1 N3 84.14(11) 29 . ?
N9 Co1 N4 162.27(11) 29 3_565 ?
Co1 O1 Co1 119.682(18) 3_565 . ?
Co1 O1 Co1 119.684(18) 2_665 . ?
Co1 O1 Co1 119.676(18) 3_565 2_665 ?
Co1 O1 H1 93.3 3_565 . ?
Co1 O1 H1 93.3 2_665 . ?
Co1 O1 H1 93.3 . . ?
C13 N1 Co1 122.1(3) . 17 ?
C14 N1 Co1 120.5(2) . 17 ?
C14 N1 C13 117.3(3) . . ?
C17 N2 C8 117.5(3) . . ?
N4 N3 Co1 116.4(2) . . ?
C1 N3 Co1 136.9(3) . . ?
C1 N3 N4 105.3(3) . . ?
N3 N4 Co1 121.1(2) . 2_665 ?
N5 N4 Co1 129.5(2) . 2_665 ?
N5 N4 N3 108.9(3) . . ?
N4 N5 N6 109.6(3) . . ?
N5 N6 C1 105.5(3) . . ?
N8 N7 C24 104.5(3) . . ?
N7 N8 Co1 131.6(2) . 36 ?
N7 N8 N9 109.6(3) . . ?
N9 N8 Co1 118.8(2) . 36 ?
N8 N9 Co1 120.6(2) . 35_545 ?
N8 N9 N10 109.3(3) . . ?
N10 N9 Co1 130.1(2) . 35_545 ?
C24 N10 N9 104.6(3) . . ?
N3 C1 N6 110.8(3) . . ?
N3 C1 C2 124.1(3) . . ?
N6 C1 C2 125.1(3) . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 C7 119.3(4) . . ?
C7 C2 C1 121.0(4) . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.8(4) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 C6 119.7(3) . . ?
C4 C5 C8 120.2(3) . . ?
C6 C5 C8 120.1(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.6(4) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.4(4) . . ?
C6 C7 H7 119.8 . . ?
N2 C8 C5 115.0(3) . . ?
N2 C8 C9 122.7(4) . . ?
C9 C8 C5 122.3(3) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.1(3) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 C11 122.4(3) . . ?
C16 C10 C9 117.4(3) . . ?
C16 C10 C11 120.1(3) . . ?
C12 C11 C10 121.2(4) . . ?
C12 C11 C15 117.2(3) . . ?
C15 C11 C10 121.6(4) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.8(4) . . ?
C13 C12 H12 120.6 . . ?
N1 C13 C12 123.4(4) . . ?
N1 C13 H13 118.3 . . ?
C12 C13 H13 118.3 . . ?
N1 C14 H14 118.6 . . ?
N1 C14 C15 122.9(3) . . ?
C15 C14 H14 118.6 . . ?
C11 C15 H15 119.9 . . ?
C14 C15 C11 120.2(4) . . ?
C14 C15 H15 119.9 . . ?
C10 C16 H16 120.2 . . ?
C17 C16 C10 119.7(4) . . ?
C17 C16 H16 120.2 . . ?
N2 C17 C16 123.5(3) . . ?
N2 C17 C18 115.7(3) . . ?
C16 C17 C18 120.8(4) . . ?
C19 C18 C17 120.5(6) . . ?
C23 C18 C17 120.0(5) . . ?
C23 C18 C19 119.3(7) . . ?
C19' C18 C17 124.7(6) . . ?
C19' C18 C23' 117.6(7) . . ?
C23' C18 C17 117.2(6) . . ?
C18 C19 H19 120.6 . . ?
C18 C19 C20 118.9(10) . . ?
C20 C19 H19 120.6 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.4(10) . . ?
C21 C20 H20 119.8 . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C21 C22 C23 121.8(9) . . ?
C18 C23 H23 120.1 . . ?
C22 C23 C18 119.8(9) . . ?
C22 C23 H23 120.1 . . ?
C18 C19' H19' 119.9 . . ?
C18 C19' C20' 120.1(9) . . ?
C20' C19' H19' 119.9 . . ?
C19' C20' H20' 118.7 . . ?
C21 C20' C19' 122.7(10) . . ?
C21 C20' H20' 118.7 . . ?
C23' C22' H22' 119.1 . . ?
C23' C22' C21 121.8(10) . . ?
C21 C22' H22' 119.1 . . ?
C18 C23' H23' 120.4 . . ?
C22' C23' C18 119.2(11) . . ?
C22' C23' H23' 120.4 . . ?
C20 C21 C22 119.4(7) . . ?
C20 C21 C24 117.9(6) . . ?
C22 C21 C24 122.7(6) . . ?
C20' C21 C22' 118.2(7) . . ?
C20' C21 C24 123.1(6) . . ?
C22' C21 C24 118.5(6) . . ?
N7 C24 C21 124.4(3) . . ?
N10 C24 N7 112.1(3) . . ?
N10 C24 C21 123.5(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
Co1 N1 C13 C12 177.6(3) 17 . . . ?
Co1 N1 C14 C15 -177.9(3) 17 . . . ?
Co1 N3 N4 Co1 4.9(3) . . . 2_665 ?
Co1 N3 N4 N5 -168.3(2) . . . . ?
Co1 N3 C1 N6 164.5(3) . . . . ?
Co1 N3 C1 C2 -14.6(6) . . . . ?
Co1 N4 N5 N6 -172.5(2) 2_665 . . . ?
Co1 N8 N9 Co1 -0.1(3) 36 . . 35_545 ?
Co1 N8 N9 N10 -178.7(2) 36 . . . ?
Co1 N9 N10 C24 -179.1(3) 35_545 . . . ?
N1 C14 C15 C11 1.5(6) . . . . ?
N2 C8 C9 C10 1.8(6) . . . . ?
N2 C17 C18 C19 163.8(9) . . . . ?
N2 C17 C18 C23 -11.5(10) . . . . ?
N2 C17 C18 C19' -162.7(9) . . . . ?
N2 C17 C18 C23' 25.0(11) . . . . ?
N3 N4 N5 N6 -0.2(4) . . . . ?
N3 C1 C2 C3 -35.8(5) . . . . ?
N3 C1 C2 C7 141.4(4) . . . . ?
N4 N3 C1 N6 -0.9(4) . . . . ?
N4 N3 C1 C2 180.0(3) . . . . ?
N4 N5 N6 C1 -0.4(4) . . . . ?
N5 N6 C1 N3 0.8(5) . . . . ?
N5 N6 C1 C2 179.9(4) . . . . ?
N6 C1 C2 C3 145.2(4) . . . . ?
N6 C1 C2 C7 -37.6(6) . . . . ?
N7 N8 N9 Co1 179.3(2) . . . 35_545 ?
N7 N8 N9 N10 0.8(4) . . . . ?
N8 N7 C24 N10 -0.1(4) . . . . ?
N8 N7 C24 C21 176.8(4) . . . . ?
N8 N9 N10 C24 -0.8(4) . . . . ?
N9 N10 C24 N7 0.5(4) . . . . ?
N9 N10 C24 C21 -176.4(4) . . . . ?
C1 N3 N4 Co1 173.8(2) . . . 2_665 ?
C1 N3 N4 N5 0.7(4) . . . . ?
C1 C2 C3 C4 175.2(3) . . . . ?
C1 C2 C7 C6 -176.6(3) . . . . ?
C2 C3 C4 C5 2.0(5) . . . . ?
C3 C2 C7 C6 0.6(6) . . . . ?
C3 C4 C5 C6 -0.5(5) . . . . ?
C3 C4 C5 C8 176.7(3) . . . . ?
C4 C5 C6 C7 -0.9(6) . . . . ?
C4 C5 C8 N2 -146.4(4) . . . . ?
C4 C5 C8 C9 33.1(6) . . . . ?
C5 C6 C7 C2 0.9(6) . . . . ?
C5 C8 C9 C10 -177.7(4) . . . . ?
C6 C5 C8 N2 30.8(5) . . . . ?
C6 C5 C8 C9 -149.7(4) . . . . ?
C7 C2 C3 C4 -2.1(5) . . . . ?
C8 N2 C17 C16 4.0(6) . . . . ?
C8 N2 C17 C18 -173.7(4) . . . . ?
C8 C5 C6 C7 -178.2(4) . . . . ?
C8 C9 C10 C11 175.7(4) . . . . ?
C8 C9 C10 C16 -0.5(6) . . . . ?
C9 C10 C11 C12 -28.1(6) . . . . ?
C9 C10 C11 C15 153.7(4) . . . . ?
C9 C10 C16 C17 1.0(6) . . . . ?
C10 C11 C12 C13 -175.2(3) . . . . ?
C10 C11 C15 C14 174.9(3) . . . . ?
C10 C16 C17 N2 -2.9(7) . . . . ?
C10 C16 C17 C18 174.6(4) . . . . ?
C11 C10 C16 C17 -175.3(4) . . . . ?
C11 C12 C13 N1 -1.0(6) . . . . ?
C12 C11 C15 C14 -3.5(5) . . . . ?
C13 N1 C14 C15 0.8(5) . . . . ?
C14 N1 C13 C12 -1.1(5) . . . . ?
C15 C11 C12 C13 3.2(5) . . . . ?
C16 C10 C11 C12 148.0(4) . . . . ?
C16 C10 C11 C15 -30.2(6) . . . . ?
C16 C17 C18 C19 -13.9(11) . . . . ?
C16 C17 C18 C23 170.8(9) . . . . ?
C16 C17 C18 C19' 19.6(11) . . . . ?
C16 C17 C18 C23' -152.7(10) . . . . ?
C17 N2 C8 C5 176.1(4) . . . . ?
C17 N2 C8 C9 -3.4(6) . . . . ?
C17 C18 C19 C20 -173.5(9) . . . . ?
C17 C18 C23 C22 175.6(9) . . . . ?
C17 C18 C19' C20' -175.0(8) . . . . ?
C17 C18 C23' C22' 178.9(10) . . . . ?
C18 C19 C20 C21 0.3(18) . . . . ?
C18 C19' C20' C21 0.8(17) . . . . ?
C19 C18 C23 C22 0.3(15) . . . . ?
C19 C20 C21 C22 -4.5(16) . . . . ?
C19 C20 C21 C24 174.2(9) . . . . ?
C20 C21 C24 N7 -159.1(9) . . . . ?
C20 C21 C24 N10 17.4(11) . . . . ?
C22 C21 C24 N7 19.5(10) . . . . ?
C22 C21 C24 N10 -164.0(9) . . . . ?
C23 C18 C19 C20 1.8(15) . . . . ?
C23 C22 C21 C20 6.7(16) . . . . ?
C23 C22 C21 C24 -171.8(9) . . . . ?
C19' C18 C23' C22' 6.0(16) . . . . ?
C19' C20' C21 C22' -2.1(15) . . . . ?
C19' C20' C21 C24 173.7(8) . . . . ?
C20' C21 C24 N7 168.0(9) . . . . ?
C20' C21 C24 N10 -15.5(11) . . . . ?
C22' C21 C24 N7 -16.2(11) . . . . ?
C22' C21 C24 N10 160.3(10) . . . . ?
C23' C18 C19' C20' -2.7(14) . . . . ?
C23' C22' C21 C20' 5.6(17) . . . . ?
C23' C22' C21 C24 -170.4(10) . . . . ?
C21 C22 C23 C18 -4.6(18) . . . . ?
C21 C22' C23' C18 -7.6(19) . . . . ?
C24 N7 N8 Co1 178.9(3) . . . 36 ?
C24 N7 N8 N9 -0.4(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'



