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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
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data_2015ncs0698_sq
_database_code_depnum_ccdc_archive 'CCDC 1452332'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-09-08 downloaded from the CCDC.
;
_audit_creation_date             2015-12-14
_audit_creation_method           'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
# start Validation Reply Form
_vrf_RFACR01_2015ncs0698_sq      
;
PROBLEM: The value of the weighted R factor is > 0.35
RESPONSE: Data collected at the NCS using a rotating anode source
but overall diffraction quality poor, large solvent accessible void
in structure. 
;
_vrf_RINTA01_2015ncs0698_sq      
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: as above
;
_vrf_PLAT430_2015ncs0698_sq      
;
PROBLEM: Short Inter D...A Contact  O1N    ..  O2N     ..       1.99 Ang.  
RESPONSE: components of a disordered nitrate model
;
_vrf_PLAT020_2015ncs0698_sq      
;
PROBLEM: The value of Rint is greater than 0.12 .........      0.240 Report
RESPONSE: as above
;
_vrf_PLAT084_2015ncs0698_sq      
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.40 Report
RESPONSE: as above
;
_vrf_PLAT341_2015ncs0698_sq      
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01693 Ang.  
RESPONSE: as above
;

# end Validation Reply Form

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H28 Co N4 O2, 1(N1 O3)'
_chemical_formula_sum            'C30 H28 Co N5 O5'
_chemical_formula_weight         597.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 H28 N5 O5 Co'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           165
_space_group_name_H-M_alt        'P -3 c 1'
_space_group_name_Hall           '-P 3 2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'y, x, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-y, -x, z-1/2'

_symmetry_space_group_name_H-M_alt 'P -3 c 1'
_cell_length_a                   21.2619(15)
_cell_length_b                   21.2619(15)
_cell_length_c                   14.3882(10)
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                120.0
_cell_volume                     5633.0(7)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    5011
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.0910
_cell_measurement_theta_min      2.2120
_cell_oxdiff_angle_alpha         90.083(6)
_cell_oxdiff_angle_beta          89.910(5)
_cell_oxdiff_angle_gamma         119.962(8)
_cell_oxdiff_length_a            21.2526(14)
_cell_oxdiff_length_b            21.2618(17)
_cell_oxdiff_length_c            14.3890(9)
_cell_oxdiff_measurement_reflns_used 5021
_cell_oxdiff_volume              5633.0(7)
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.493
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.057
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1860
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.010
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2400
_diffrn_reflns_av_unetI/netI     0.3097
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            40590
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.047
_diffrn_reflns_theta_max         25.047
_diffrn_reflns_theta_min         1.916
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -88.00  74.00   1.00  150.00    --  -16.00   0.00-180.00  162
  2  ω    -78.00  15.00   1.00  150.00    --  -16.00 -72.00-150.00   93
  3  ω    -25.00  69.00   1.00  150.00    --  -16.00  72.00 120.00   94
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0039971000
_diffrn_orient_matrix_UB_12      0.0286361000
_diffrn_orient_matrix_UB_13      -0.0187793000
_diffrn_orient_matrix_UB_21      0.0284028000
_diffrn_orient_matrix_UB_22      0.0251556000
_diffrn_orient_matrix_UB_23      0.0290736000
_diffrn_orient_matrix_UB_31      0.0257155000
_diffrn_orient_matrix_UB_32      0.0054746000
_diffrn_orient_matrix_UB_33      -0.0351003000
_diffrn_radiation_collimation    'Confocal mirrors, VHF Varimax '
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'rotating anode'
_diffrn_source_current           45
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'FR-E+ SuperBright '
_diffrn_source_voltage           55.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1325
_reflns_number_total             3339
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.99
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b31 (Rigaku, 2014)
;
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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    'SuperFlip (Palatinus & Chapuis, 2007)'
_refine_diff_density_max         0.891
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.140
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         3339
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.2490
_refine_ls_R_factor_gt           0.1258
_refine_ls_restrained_S_all      1.123
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3299
_refine_ls_wR_factor_ref         0.4028
_refine_special_details          
;Overall data quality not high, probably due to large solvent accessible
voids (19% of cell) and solvent loss. The electron density in the channels
was accounted for using SQUEEZE which calculated a void volume of 1149 A3
containing   214 electrons which could correspond to 5 molecules of Et2O.
Possible solvents are diethylether and dimethylformamide or possibly water
as the compound is hygroscopic but no real indication was given in the 
difference Fourier maps.
There are two NO3- anion sites modeled. One is 1/6 occupied and the second
is disordered around a 3-fold axis. There is one central orientation with the 
nitrogen on the 3-fold axis which is 1/6 occupied and 3 equivalent orientations
which have 2 oxygens common with the first orientation and third which lies on
 the 3fold axis. Distance restraints were applied and partially occupied atoms
refined with isotropic adps., SQUEEZE
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O10N-N10N = O11N-N10N = O12N-N10N
 1.239 with sigma of 0.01
 O1N_$2-N2N_$2 = O1N_$1-N2N_$2 = O2N-N2N_$2 = O1N_$2-N1N
 1.239 with sigma of 0.01
 O10N-O11N \\sim O10N-O12N \\sim O11N-O12N
 with sigma of 0.02
3. Restrained planarity
 O10N, O11N, O12N, N10N
 with sigma of 0.1
 O1N, O1N_$2, O1N_$1, N1N
 with sigma of 0.1
 O1N_$1, O1N_$2, O2N, N2N_$2
 with sigma of 0.1
4. Others
 Uiso(N1N)=Uiso(N2N)=FVAR(1)
 Fixed Sof: O10N(0.16666) O11N(0.1666) O12N(0.16666) N10N(0.16666)
 O1N(0.72207) O2N(0.27777) N1N(0.05553) N2N(0.27777)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C11(H11), C13(H13), C14(H14), C17(H17), C18(H18), C20(H20)
5.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
;
_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 0.48521(10) 0.48521(10) 0.2500 0.0611(8) Uani 1 2 d S T P . .
O1 O 0.3985(4) 0.4449(4) 0.1799(4) 0.0663(19) Uani 1 1 d . . . . .
N1 N 0.5275(4) 0.5716(5) 0.1714(5) 0.062(2) Uani 1 1 d . . . . .
N2 N 0.5253(4) 0.4489(5) 0.1587(5) 0.064(2) Uani 1 1 d . . . . .
C2 C 0.3533(7) 0.3780(6) 0.2113(6) 0.070(3) Uani 1 1 d . . . . .
C3 C 0.2856(6) 0.3325(7) 0.1729(8) 0.082(3) Uani 1 1 d . . . . .
H3 H 0.2698 0.3484 0.1207 0.098 Uiso 1 1 calc R . . . .
C4 C 0.2403(7) 0.2635(7) 0.2102(8) 0.096(4) Uani 1 1 d . . . . .
H4 H 0.1943 0.2322 0.1828 0.116 Uiso 1 1 calc R . . . .
C11 C 0.5254(6) 0.6322(6) 0.1845(6) 0.071(3) Uani 1 1 d . . . . .
H11 H 0.5002 0.6357 0.2370 0.085 Uiso 1 1 calc R . . . .
C12 C 0.5582(6) 0.6897(6) 0.1250(7) 0.078(3) Uani 1 1 d . . . . .
C13 C 0.5927(6) 0.6855(6) 0.0501(7) 0.083(4) Uani 1 1 d . . . . .
H13 H 0.6146 0.7248 0.0075 0.100 Uiso 1 1 calc R . . . .
C14 C 0.5963(5) 0.6236(7) 0.0352(6) 0.071(3) Uani 1 1 d . . . . .
H14 H 0.6222 0.6204 -0.0167 0.085 Uiso 1 1 calc R . . . .
C15 C 0.5620(5) 0.5659(6) 0.0964(6) 0.062(3) Uani 1 1 d . . . . .
C16 C 0.5594(5) 0.4963(6) 0.0873(6) 0.063(3) Uani 1 1 d . . . . .
C17 C 0.5875(5) 0.4728(7) 0.0141(6) 0.073(3) Uani 1 1 d . . . . .
H17 H 0.6118 0.5045 -0.0365 0.088 Uiso 1 1 calc R . . . .
C18 C 0.5799(6) 0.4055(6) 0.0157(7) 0.075(3) Uani 1 1 d . . . . .
H18 H 0.5972 0.3898 -0.0350 0.090 Uiso 1 1 calc R . . . .
C19 C 0.5474(6) 0.3599(7) 0.0897(7) 0.078(3) Uani 1 1 d . . . . .
C20 C 0.5210(6) 0.3850(7) 0.1600(6) 0.068(3) Uani 1 1 d . . . . .
H20 H 0.4985 0.3543 0.2120 0.082 Uiso 1 1 calc R . . . .
C21 C 0.5497(8) 0.7563(6) 0.1430(8) 0.118(5) Uani 1 1 d . . . . .
H21A H 0.4998 0.7403 0.1625 0.177 Uiso 1 1 calc GR . . . .
H21B H 0.5606 0.7851 0.0860 0.177 Uiso 1 1 calc GR . . . .
H21C H 0.5834 0.7861 0.1922 0.177 Uiso 1 1 calc GR . . . .
C22 C 0.5397(8) 0.2863(7) 0.0940(8) 0.102(4) Uani 1 1 d . . . . .
H22A H 0.5719 0.2856 0.1422 0.153 Uiso 1 1 calc GR . . . .
H22B H 0.5528 0.2746 0.0337 0.153 Uiso 1 1 calc GR . . . .
H22C H 0.4893 0.2503 0.1089 0.153 Uiso 1 1 calc GR . . . .
O10N O 0.862(2) 0.732(3) 0.033(3) 0.15(2) Uiso 0.1667 1 d D . . . .
O11N O 0.7705(17) 0.669(2) 0.122(2) 0.067(11) Uiso 0.1666 1 d D . . . .
O12N O 0.866(2) 0.662(3) 0.137(4) 0.14(2) Uiso 0.1667 1 d D . . . .
N10N N 0.8335(16) 0.6894(17) 0.098(2) 0.11(2) Uiso 0.1667 1 d D . . . .
O1N O 0.3677(6) 0.6302(6) 0.2000(8) 0.106(4) Uiso 0.7221 1 d D . . . .
O2N O 0.3333 0.6667 0.0961(14) 0.156(9) Uiso 0.8333 3 d DS T P A 2
N1N N 0.3333 0.6667 0.1992(17) 0.034(6) Uiso 0.1666 3 d DS T P B 1
N2N N 0.3199(6) 0.6405(8) 0.1753(12) 0.034(6) Uiso 0.2778 1 d D . . A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 1.889(6) . ?
Co1 O1 1.889(6) 6 ?
Co1 N1 1.951(8) . ?
Co1 N1 1.951(8) 6 ?
Co1 N2 1.926(8) . ?
Co1 N2 1.926(8) 6 ?
O1 C2 1.335(11) . ?
N1 C11 1.325(11) . ?
N1 C15 1.344(11) . ?
N2 C16 1.366(11) . ?
N2 C20 1.315(12) . ?
C2 C2 1.439(19) 6 ?
C2 C3 1.386(13) . ?
C3 H3 0.9500 . ?
C3 C4 1.400(14) . ?
C4 C4 1.43(2) 6 ?
C4 H4 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.365(13) . ?
C12 C13 1.332(14) . ?
C12 C21 1.535(16) . ?
C13 H13 0.9500 . ?
C13 C14 1.372(15) . ?
C14 H14 0.9500 . ?
C14 C15 1.385(13) . ?
C15 C16 1.458(14) . ?
C16 C17 1.419(14) . ?
C17 H17 0.9500 . ?
C17 C18 1.359(14) . ?
C18 H18 0.9500 . ?
C18 C19 1.371(14) . ?
C19 C20 1.387(13) . ?
C19 C22 1.491(15) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
O10N N10N 1.239(10) . ?
O11N N10N 1.231(10) . ?
O12N N10N 1.238(10) . ?
O1N N1N 1.306(7) . ?
O1N N2N 1.198(9) 2_665 ?
O1N N2N 1.823(17) 3_565 ?
O1N N2N 1.197(9) . ?
O2N N2N 1.238(10) 3_565 ?
O2N N2N 1.238(10) . ?
O2N N2N 1.238(10) 2_665 ?
N1N O1N 1.306(7) 3_565 ?
N1N O1N 1.306(7) 2_665 ?
N2N O1N 1.198(9) 3_565 ?
N2N O1N 1.823(17) 2_665 ?
N2N N2N 0.84(3) 2_665 ?
N2N N2N 0.84(3) 3_565 ?

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 O1 88.8(4) . 6 ?
O1 Co1 N1 90.2(3) 6 6 ?
O1 Co1 N1 90.2(3) . . ?
O1 Co1 N1 176.6(3) . 6 ?
O1 Co1 N1 176.6(3) 6 . ?
O1 Co1 N2 92.8(3) . 6 ?
O1 Co1 N2 88.9(3) . . ?
O1 Co1 N2 92.8(3) 6 . ?
O1 Co1 N2 88.9(3) 6 6 ?
N1 Co1 N1 91.0(4) . 6 ?
N2 Co1 N1 83.9(4) 6 6 ?
N2 Co1 N1 83.9(4) . . ?
N2 Co1 N1 94.4(3) . 6 ?
N2 Co1 N1 94.4(3) 6 . ?
N2 Co1 N2 177.6(5) 6 . ?
C2 O1 Co1 108.9(6) . . ?
C11 N1 Co1 127.5(7) . . ?
C11 N1 C15 119.1(9) . . ?
C15 N1 Co1 113.3(7) . . ?
C16 N2 Co1 113.2(7) . . ?
C20 N2 Co1 126.0(7) . . ?
C20 N2 C16 120.7(9) . . ?
O1 C2 C2 116.8(5) . 6 ?
O1 C2 C3 123.5(9) . . ?
C3 C2 C2 119.7(7) . 6 ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(10) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C4 119.7(6) . 6 ?
C3 C4 H4 120.2 . . ?
C4 C4 H4 120.2 6 . ?
N1 C11 H11 118.9 . . ?
N1 C11 C12 122.2(10) . . ?
C12 C11 H11 118.9 . . ?
C11 C12 C21 118.5(11) . . ?
C13 C12 C11 119.9(10) . . ?
C13 C12 C21 121.5(11) . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.2(10) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.5(10) . . ?
C15 C14 H14 120.2 . . ?
N1 C15 C14 120.0(10) . . ?
N1 C15 C16 114.7(9) . . ?
C14 C15 C16 125.3(10) . . ?
N2 C16 C15 114.8(9) . . ?
N2 C16 C17 117.4(10) . . ?
C17 C16 C15 127.9(10) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.6(10) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 119.6 . . ?
C17 C18 C19 120.7(10) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C20 116.9(10) . . ?
C18 C19 C22 121.8(10) . . ?
C20 C19 C22 121.4(11) . . ?
N2 C20 C19 123.6(10) . . ?
N2 C20 H20 118.2 . . ?
C19 C20 H20 118.2 . . ?
C12 C21 H21A 109.5 . . ?
C12 C21 H21B 109.5 . . ?
C12 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O11N N10N O10N 120.8(13) . . ?
O11N N10N O12N 118.9(13) . . ?
O12N N10N O10N 120.0(13) . . ?
N2N O1N N2N 21.6(8) . 3_565 ?
N2N O1N N2N 21.6(8) 2_665 3_565 ?
N2N O1N N2N 40.8(14) . 2_665 ?
N2N O2N N2N 39.4(13) 3_565 . ?
N2N O2N N2N 39.4(13) 3_565 2_665 ?
N2N O2N N2N 39.4(13) . 2_665 ?
O1N N1N O1N 119.99(4) 3_565 2_665 ?
O1N N1N O1N 119.99(4) 3_565 . ?
O1N N1N O1N 119.99(4) 2_665 . ?
O1N N2N O1N 94.7(9) . 2_665 ?
O1N N2N O1N 141.5(17) . 3_565 ?
O1N N2N O1N 94.7(9) 3_565 2_665 ?
O1N N2N O2N 109.3(10) . . ?
O1N N2N O2N 109.2(10) 3_565 . ?
O2N N2N O1N 78.3(11) . 2_665 ?
N2N N2N O1N 126.5(11) 2_665 3_565 ?
N2N N2N O1N 69.7(12) 2_665 . ?
N2N N2N O1N 31.9(6) 3_565 2_665 ?
N2N N2N O1N 69.5(12) 3_565 3_565 ?
N2N N2N O1N 126.6(11) 3_565 . ?
N2N N2N O1N 31.8(6) 2_665 2_665 ?
N2N N2N O2N 70.3(7) 3_565 . ?
N2N N2N O2N 70.3(7) 2_665 . ?
N2N N2N N2N 60.000(10) 3_565 2_665 ?

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 O1 C2 C2 1.5(13) . . . 6 ?
Co1 O1 C2 C3 -177.9(9) . . . . ?
Co1 N1 C11 C12 179.0(8) . . . . ?
Co1 N1 C15 C14 -178.4(7) . . . . ?
Co1 N1 C15 C16 1.6(10) . . . . ?
Co1 N2 C16 C15 2.9(10) . . . . ?
Co1 N2 C16 C17 -176.9(6) . . . . ?
Co1 N2 C20 C19 176.3(8) . . . . ?
O1 Co1 O1 C2 -0.5(5) 6 . . . ?
O1 C2 C3 C4 -178.9(10) . . . . ?
N1 Co1 O1 C2 176.2(6) . . . . ?
N1 C11 C12 C13 1.1(17) . . . . ?
N1 C11 C12 C21 177.1(10) . . . . ?
N1 C15 C16 N2 -3.0(11) . . . . ?
N1 C15 C16 C17 176.8(8) . . . . ?
N2 Co1 O1 C2 92.3(6) . . . . ?
N2 Co1 O1 C2 -89.4(6) 6 . . . ?
N2 C16 C17 C18 0.4(13) . . . . ?
C2 C2 C3 C4 1.7(19) 6 . . . ?
C2 C3 C4 C4 1(2) . . . 6 ?
C11 N1 C15 C14 1.6(13) . . . . ?
C11 N1 C15 C16 -178.4(8) . . . . ?
C11 C12 C13 C14 -1.6(17) . . . . ?
C12 C13 C14 C15 2.2(15) . . . . ?
C13 C14 C15 N1 -2.2(14) . . . . ?
C13 C14 C15 C16 177.8(9) . . . . ?
C14 C15 C16 N2 177.0(8) . . . . ?
C14 C15 C16 C17 -3.2(15) . . . . ?
C15 N1 C11 C12 -1.1(15) . . . . ?
C15 C16 C17 C18 -179.3(9) . . . . ?
C16 N2 C20 C19 -2.4(14) . . . . ?
C16 C17 C18 C19 -2.5(15) . . . . ?
C17 C18 C19 C20 2.2(15) . . . . ?
C17 C18 C19 C22 -178.8(10) . . . . ?
C18 C19 C20 N2 0.3(15) . . . . ?
C20 N2 C16 C15 -178.2(8) . . . . ?
C20 N2 C16 C17 2.0(12) . . . . ?
C21 C12 C13 C14 -177.5(10) . . . . ?
C22 C19 C20 N2 -178.7(10) . . . . ?
N2N O1N N2N O1N -124(2) 2_665 . . 3_565 ?
N2N O1N N2N O1N -104(3) 3_565 . . 3_565 ?
N2N O1N N2N O1N 0.0(4) 3_565 . . 2_665 ?
N2N O1N N2N O1N -20.0(10) 2_665 . . 2_665 ?
N2N O1N N2N O2N 79.3(13) 3_565 . . . ?
N2N O1N N2N O2N 59.3(12) 2_665 . . . ?
N2N O1N N2N N2N -20.0(10) 2_665 . . 3_565 ?
N2N O1N N2N N2N 20.0(10) 3_565 . . 2_665 ?
N2N O2N N2N O1N -32.1(7) 3_565 . . 2_665 ?
N2N O2N N2N O1N 123.0(13) 2_665 . . 3_565 ?
N2N O2N N2N O1N -123.1(13) 3_565 . . . ?
N2N O2N N2N O1N 58.8(15) 3_565 . . 3_565 ?
N2N O2N N2N O1N -58.9(15) 2_665 . . . ?
N2N O2N N2N O1N 32.0(7) 2_665 . . 2_665 ?
N2N O2N N2N N2N 64.2(3) 2_665 . . 3_565 ?
N2N O2N N2N N2N -64.2(3) 3_565 . . 2_665 ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.928
_oxdiff_exptl_absorpt_empirical_full_min 0.656
