# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_20191122-hfp-wtx-l-co-mof-r_sq
_database_code_depnum_ccdc_archive 'CCDC 1977363'
loop_
_audit_author_name
_audit_author_address
'Chaoguo Hong'
;GuangXi Normal University
China
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-12-08 downloaded from the CCDC.
;
_audit_creation_date             2019-11-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H13 Co2 N5 O6'
_chemical_formula_sum            'C16 H11 Co2 N5 O6'
_chemical_formula_weight         487.16
_chemical_absolute_configuration ad
_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'
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      hexagonal
_space_group_IT_number           173
_space_group_name_H-M_alt        'P 63'
_space_group_name_Hall           'P 6c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x-y, x, z+1/2'
'-y, x-y, z'
'-x, -y, z+1/2'
'-x+y, -x, z'
'y, -x+y, z+1/2'

_cell_length_a                   21.6539(6)
_cell_length_b                   21.6539(6)
_cell_length_c                   8.3373(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3385.5(2)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    7850
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.2690
_cell_measurement_theta_min      3.8960
_shelx_estimated_absorpt_T_max   0.733
_shelx_estimated_absorpt_T_min   0.652
_exptl_absorpt_coefficient_mu    1.507
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61226
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       strip
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            20859
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.366
_diffrn_reflns_theta_min         3.764
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     34.00  94.00   0.50   25.00    --   17.77-178.00 150.00  120
  2  ω    -92.00   6.00   0.50   25.00    --  -19.57 -38.00 150.00  196
  3  ω    -41.00  49.00   0.50   25.00    --  -19.57  57.00 -30.00  180
  4  ω    -26.00  43.00   0.50   25.00    --   17.77  19.00  90.00  138
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0196346000
_diffrn_orient_matrix_UB_12      -0.0331821000
_diffrn_orient_matrix_UB_13      -0.0400933000
_diffrn_orient_matrix_UB_21      0.0319507000
_diffrn_orient_matrix_UB_22      -0.0007635000
_diffrn_orient_matrix_UB_23      -0.0134075000
_diffrn_orient_matrix_UB_31      -0.0048362000
_diffrn_orient_matrix_UB_32      -0.0181271000
_diffrn_orient_matrix_UB_33      0.0738641000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.786
_reflns_Friedel_fraction_full    0.919
_reflns_Friedel_fraction_max     0.904
_reflns_number_gt                4054
_reflns_number_total             4411
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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         0.214
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 
;
 Flack x determined using 1677 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.019(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     263
_refine_ls_number_reflns         4411
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0241
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0245P)²+0.5763P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0563
_refine_ls_wR_factor_ref         0.0587
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O6(H6A,H6B)
2.b Ternary CH refined with riding coordinates:
 C2(H2)
2.c Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.d Aromatic/amide H refined with riding coordinates:
 C16(H16), C14(H14), C13(H13), C15(H15), C5(H5), C8(H8), C6(H6), C7(H7)
;
_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 -0.39247(2) 0.05816(2) -0.04817(8) 0.02078(11) Uani 1 1 d . . . . .
Co2 Co -0.47134(2) -0.10825(2) -0.04681(8) 0.02145(11) Uani 1 1 d . . . . .
O1 O -0.43120(13) 0.08275(12) -0.2574(3) 0.0282(6) Uani 1 1 d . . . . .
O3 O -0.40894(12) -0.02413(12) -0.1873(3) 0.0233(5) Uani 1 1 d . . . . .
C12 C -0.26352(18) 0.11232(18) 0.2940(5) 0.0268(8) Uani 1 1 d . . . . .
O6 O -0.55782(15) -0.18400(14) 0.0965(4) 0.0381(7) Uani 1 1 d . . . . .
H6A H -0.5955 -0.2119 0.0374 0.057 Uiso 1 1 d GR . . . .
H6B H -0.5741 -0.1625 0.1594 0.057 Uiso 1 1 d GR . . . .
C16 C -0.2914(2) 0.15533(19) 0.3275(6) 0.0404(11) Uani 1 1 d . . . . .
H16 H -0.3402 0.1377 0.3195 0.049 Uiso 1 1 calc R . . . .
C14 C -0.1494(2) 0.2125(2) 0.3536(6) 0.0431(11) Uani 1 1 d . . . . .
H14 H -0.1003 0.2317 0.3613 0.052 Uiso 1 1 calc R . . . .
O4 O -0.55010(14) -0.15542(14) -0.2246(3) 0.0358(7) Uani 1 1 d . . . . .
C13 C -0.1904(2) 0.1421(2) 0.3083(6) 0.0450(11) Uani 1 1 d . . . . .
H13 H -0.1691 0.1148 0.2876 0.054 Uiso 1 1 calc R . . . .
C15 C -0.24629(19) 0.22516(19) 0.3733(5) 0.0411(11) Uani 1 1 d . . . . .
H15 H -0.2664 0.2534 0.3962 0.049 Uiso 1 1 calc R . . . .
C2 C -0.42274(17) -0.01666(17) -0.3491(4) 0.0231(7) Uani 1 1 d . . . . .
H2 H -0.3767 0.0055 -0.4045 0.028 Uiso 1 1 calc R . . . .
C3 C -0.47001(19) -0.08727(19) -0.4328(5) 0.0301(8) Uani 1 1 d . . . . .
H3A H -0.4746 -0.0784 -0.5450 0.036 Uiso 1 1 calc R . . . .
H3B H -0.4475 -0.1163 -0.4275 0.036 Uiso 1 1 calc R . . . .
C4 C -0.54343(19) -0.12800(17) -0.3590(5) 0.0273(8) Uani 1 1 d . . . . .
O2 O -0.48995(13) 0.03152(13) -0.4817(3) 0.0292(6) Uani 1 1 d . . . . .
O5 O -0.59617(13) -0.13436(13) -0.4365(3) 0.0336(6) Uani 1 1 d . . . . .
C1 C -0.45141(17) 0.03570(17) -0.3646(4) 0.0225(7) Uani 1 1 d . . . . .
N2 N -0.30315(15) -0.01718(15) 0.3106(4) 0.0304(7) Uani 1 1 d . . . . .
C11 C -0.30976(17) 0.03693(17) 0.2477(4) 0.0239(7) Uani 1 1 d . . . . .
N3 N -0.36398(14) 0.01453(13) 0.1455(4) 0.0226(6) Uani 1 1 d . . . . .
N4 N -0.39576(14) -0.05837(14) 0.1409(4) 0.0218(6) Uani 1 1 d . . . . .
C10 C -0.35830(18) -0.07473(17) 0.2439(4) 0.0243(8) Uani 1 1 d . . . . .
C9 C -0.37743(19) -0.14878(17) 0.2846(4) 0.0255(8) Uani 1 1 d . . . . .
C5 C -0.44816(19) -0.20052(18) 0.3050(5) 0.0330(9) Uani 1 1 d . . . . .
H5 H -0.4841 -0.1897 0.2864 0.040 Uiso 1 1 calc R . . . .
C8 C -0.3272(2) -0.1683(2) 0.3127(6) 0.0450(11) Uani 1 1 d . . . . .
H8 H -0.2789 -0.1352 0.3025 0.054 Uiso 1 1 calc R . . . .
C6 C -0.46508(19) -0.26762(18) 0.3524(5) 0.0333(9) Uani 1 1 d . . . . .
H6 H -0.5129 -0.3014 0.3666 0.040 Uiso 1 1 calc R . . . .
C7 C -0.3493(2) -0.2377(2) 0.3564(6) 0.0471(12) Uani 1 1 d . . . . .
H7 H -0.3147 -0.2508 0.3709 0.057 Uiso 1 1 calc R . . . .
N5 N -0.41679(15) -0.28681(15) 0.3790(4) 0.0285(7) Uani 1 1 d . . . . .
N1 N -0.17626(15) 0.25427(15) 0.3867(4) 0.0272(7) 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 2.116(2) . ?
Co1 O3 2.003(2) . ?
Co1 O2 2.370(2) 4_455 ?
Co1 O5 2.014(2) 4_455 ?
Co1 N3 2.112(3) . ?
Co1 N5 2.113(3) 6_554 ?
Co2 O3 2.014(2) . ?
Co2 O6 2.134(3) . ?
Co2 O4 2.099(3) . ?
Co2 O2 2.269(2) 4_455 ?
Co2 N4 2.128(3) . ?
Co2 N1 2.135(3) 2_554 ?
O1 C1 1.258(4) . ?
O3 C2 1.408(4) . ?
C12 C16 1.367(5) . ?
C12 C13 1.384(5) . ?
C12 C11 1.477(4) . ?
O6 H6A 0.8830 . ?
O6 H6B 0.8824 . ?
C16 H16 0.9300 . ?
C16 C15 1.382(5) . ?
C14 H14 0.9300 . ?
C14 C13 1.380(5) . ?
C14 N1 1.326(5) . ?
O4 C4 1.242(5) . ?
C13 H13 0.9300 . ?
C15 H15 0.9300 . ?
C15 N1 1.324(4) . ?
C2 H2 0.9800 . ?
C2 C3 1.519(5) . ?
C2 C1 1.546(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.510(5) . ?
C4 O5 1.258(4) . ?
O2 Co1 2.370(2) 4_454 ?
O2 Co2 2.269(2) 4_454 ?
O2 C1 1.258(4) . ?
O5 Co1 2.014(2) 4_454 ?
N2 C11 1.355(4) . ?
N2 C10 1.342(4) . ?
C11 N3 1.331(4) . ?
N3 N4 1.371(4) . ?
N4 C10 1.345(4) . ?
C10 C9 1.481(4) . ?
C9 C5 1.383(5) . ?
C9 C8 1.370(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.367(5) . ?
C8 H8 0.9300 . ?
C8 C7 1.379(5) . ?
C6 H6 0.9300 . ?
C6 N5 1.323(4) . ?
C7 H7 0.9300 . ?
C7 N5 1.322(5) . ?
N5 Co1 2.113(3) 2 ?
N1 Co2 2.135(3) 6 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O2 90.02(9) . 4_455 ?
O3 Co1 O1 80.19(9) . . ?
O3 Co1 O2 76.47(9) . 4_455 ?
O3 Co1 O5 162.98(10) . 4_455 ?
O3 Co1 N3 90.38(10) . . ?
O3 Co1 N5 97.69(11) . 6_554 ?
O5 Co1 O1 87.07(10) 4_455 . ?
O5 Co1 O2 92.41(9) 4_455 4_455 ?
O5 Co1 N3 101.29(11) 4_455 . ?
O5 Co1 N5 93.48(11) 4_455 6_554 ?
N3 Co1 O1 169.67(10) . . ?
N3 Co1 O2 83.64(10) . 4_455 ?
N3 Co1 N5 95.62(11) . 6_554 ?
N5 Co1 O1 89.84(11) 6_554 . ?
N5 Co1 O2 174.09(10) 6_554 4_455 ?
O3 Co2 O6 162.78(10) . . ?
O3 Co2 O4 92.51(10) . . ?
O3 Co2 O2 78.66(9) . 4_455 ?
O3 Co2 N4 88.32(10) . . ?
O3 Co2 N1 98.67(11) . 2_554 ?
O6 Co2 O2 85.73(10) . 4_455 ?
O6 Co2 N1 97.01(11) . 2_554 ?
O4 Co2 O6 80.45(11) . . ?
O4 Co2 O2 91.01(10) . 4_455 ?
O4 Co2 N4 176.35(11) . . ?
O4 Co2 N1 89.80(12) . 2_554 ?
N4 Co2 O6 97.77(11) . . ?
N4 Co2 O2 85.67(10) . 4_455 ?
N4 Co2 N1 93.59(11) . 2_554 ?
N1 Co2 O2 177.24(10) 2_554 4_455 ?
C1 O1 Co1 113.8(2) . . ?
Co1 O3 Co2 102.01(11) . . ?
C2 O3 Co1 113.96(19) . . ?
C2 O3 Co2 125.2(2) . . ?
C16 C12 C13 117.1(3) . . ?
C16 C12 C11 121.3(3) . . ?
C13 C12 C11 121.5(3) . . ?
Co2 O6 H6A 111.6 . . ?
Co2 O6 H6B 110.8 . . ?
H6A O6 H6B 102.5 . . ?
C12 C16 H16 120.3 . . ?
C12 C16 C15 119.4(3) . . ?
C15 C16 H16 120.3 . . ?
C13 C14 H14 118.3 . . ?
N1 C14 H14 118.3 . . ?
N1 C14 C13 123.4(3) . . ?
C4 O4 Co2 122.2(2) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.5(4) . . ?
C14 C13 H13 120.2 . . ?
C16 C15 H15 118.0 . . ?
N1 C15 C16 123.9(3) . . ?
N1 C15 H15 118.0 . . ?
O3 C2 H2 106.6 . . ?
O3 C2 C3 113.5(3) . . ?
O3 C2 C1 110.5(3) . . ?
C3 C2 H2 106.6 . . ?
C3 C2 C1 112.6(3) . . ?
C1 C2 H2 106.6 . . ?
C2 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
C4 C3 C2 112.6(3) . . ?
C4 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
O4 C4 C3 118.9(3) . . ?
O4 C4 O5 121.9(3) . . ?
O5 C4 C3 119.2(3) . . ?
Co2 O2 Co1 84.57(8) 4_454 4_454 ?
C1 O2 Co1 130.0(2) . 4_454 ?
C1 O2 Co2 127.4(2) . 4_454 ?
C4 O5 Co1 128.6(2) . 4_454 ?
O1 C1 C2 115.5(3) . . ?
O2 C1 O1 124.0(3) . . ?
O2 C1 C2 120.5(3) . . ?
C10 N2 C11 102.3(3) . . ?
N2 C11 C12 123.3(3) . . ?
N3 C11 C12 123.8(3) . . ?
N3 C11 N2 112.8(3) . . ?
C11 N3 Co1 136.7(2) . . ?
C11 N3 N4 106.3(3) . . ?
N4 N3 Co1 113.8(2) . . ?
N3 N4 Co2 114.9(2) . . ?
C10 N4 Co2 138.4(2) . . ?
C10 N4 N3 105.3(3) . . ?
N2 C10 N4 113.2(3) . . ?
N2 C10 C9 123.2(3) . . ?
N4 C10 C9 123.5(3) . . ?
C5 C9 C10 120.1(3) . . ?
C8 C9 C10 122.5(3) . . ?
C8 C9 C5 117.2(3) . . ?
C9 C5 H5 120.1 . . ?
C6 C5 C9 119.7(3) . . ?
C6 C5 H5 120.1 . . ?
C9 C8 H8 120.5 . . ?
C9 C8 C7 119.1(4) . . ?
C7 C8 H8 120.5 . . ?
C5 C6 H6 118.4 . . ?
N5 C6 C5 123.3(3) . . ?
N5 C6 H6 118.4 . . ?
C8 C7 H7 118.2 . . ?
N5 C7 C8 123.7(4) . . ?
N5 C7 H7 118.2 . . ?
C6 N5 Co1 119.2(2) . 2 ?
C7 N5 Co1 123.8(2) . 2 ?
C7 N5 C6 117.0(3) . . ?
C14 N1 Co2 120.7(2) . 6 ?
C15 N1 Co2 122.7(2) . 6 ?
C15 N1 C14 116.5(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 O1 C1 C2 -18.9(4) . . . . ?
Co1 O1 C1 O2 163.8(3) . . . . ?
Co1 O3 C2 C3 -150.6(2) . . . . ?
Co1 O3 C2 C1 -23.0(3) . . . . ?
Co1 O2 C1 O1 -114.8(3) 4_454 . . . ?
Co1 O2 C1 C2 68.1(4) 4_454 . . . ?
Co1 N3 N4 Co2 -5.0(3) . . . . ?
Co1 N3 N4 C10 164.1(2) . . . . ?
Co2 O3 C2 C3 -24.3(4) . . . . ?
Co2 O3 C2 C1 103.3(3) . . . . ?
Co2 O4 C4 C3 33.8(4) . . . . ?
Co2 O4 C4 O5 -147.6(3) . . . . ?
Co2 O2 C1 O1 4.3(5) 4_454 . . . ?
Co2 O2 C1 C2 -172.8(2) 4_454 . . . ?
Co2 N4 C10 N2 163.0(3) . . . . ?
Co2 N4 C10 C9 -19.2(6) . . . . ?
O3 C2 C3 C4 62.7(4) . . . . ?
O3 C2 C1 O1 28.1(4) . . . . ?
O3 C2 C1 O2 -154.5(3) . . . . ?
C12 C16 C15 N1 0.4(7) . . . . ?
C12 C11 N3 Co1 25.8(6) . . . . ?
C12 C11 N3 N4 -176.7(3) . . . . ?
C16 C12 C13 C14 -0.5(7) . . . . ?
C16 C12 C11 N2 -134.2(4) . . . . ?
C16 C12 C11 N3 42.9(6) . . . . ?
C16 C15 N1 Co2 178.7(4) . . . 6 ?
C16 C15 N1 C14 -0.2(7) . . . . ?
O4 C4 O5 Co1 132.3(3) . . . 4_454 ?
C13 C12 C16 C15 0.0(7) . . . . ?
C13 C12 C11 N2 44.5(6) . . . . ?
C13 C12 C11 N3 -138.4(4) . . . . ?
C13 C14 N1 Co2 -179.3(4) . . . 6 ?
C13 C14 N1 C15 -0.4(7) . . . . ?
C2 C3 C4 O4 -71.3(4) . . . . ?
C2 C3 C4 O5 110.1(4) . . . . ?
C3 C2 C1 O1 156.2(3) . . . . ?
C3 C2 C1 O2 -26.4(4) . . . . ?
C3 C4 O5 Co1 -49.1(4) . . . 4_454 ?
C1 C2 C3 C4 -63.8(4) . . . . ?
N2 C11 N3 Co1 -156.8(3) . . . . ?
N2 C11 N3 N4 0.6(4) . . . . ?
N2 C10 C9 C5 138.0(4) . . . . ?
N2 C10 C9 C8 -38.2(6) . . . . ?
C11 C12 C16 C15 178.7(4) . . . . ?
C11 C12 C13 C14 -179.3(4) . . . . ?
C11 N2 C10 N4 2.3(4) . . . . ?
C11 N2 C10 C9 -175.5(3) . . . . ?
C11 N3 N4 Co2 -168.3(2) . . . . ?
C11 N3 N4 C10 0.8(4) . . . . ?
N3 N4 C10 N2 -2.1(4) . . . . ?
N3 N4 C10 C9 175.8(3) . . . . ?
N4 C10 C9 C5 -39.7(5) . . . . ?
N4 C10 C9 C8 144.2(4) . . . . ?
C10 N2 C11 C12 175.6(3) . . . . ?
C10 N2 C11 N3 -1.8(4) . . . . ?
C10 C9 C5 C6 -175.9(4) . . . . ?
C10 C9 C8 C7 177.4(4) . . . . ?
C9 C5 C6 N5 -0.8(7) . . . . ?
C9 C8 C7 N5 -2.6(8) . . . . ?
C5 C9 C8 C7 1.1(7) . . . . ?
C5 C6 N5 Co1 -180.0(3) . . . 2 ?
C5 C6 N5 C7 -0.5(6) . . . . ?
C8 C9 C5 C6 0.5(6) . . . . ?
C8 C7 N5 Co1 -178.3(4) . . . 2 ?
C8 C7 N5 C6 2.2(7) . . . . ?
N1 C14 C13 C12 0.8(8) . . . . ?

_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 1.389
_oxdiff_exptl_absorpt_empirical_full_min 0.622
####################################################################### 
# 
# 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_20181119-hfp-wtx-l4-4-co-d_sq
_database_code_depnum_ccdc_archive 'CCDC 1977364'
loop_
_audit_author_name
_audit_author_address
'Chaoguo Hong'
;GuangXi Normal University
China
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-12-08 downloaded from the CCDC.
;
_audit_creation_date             2019-11-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H13 Co2 N5 O6'
_chemical_formula_sum            'C16 H13 Co2 N5 O6.33'
_chemical_formula_weight         494.51
_chemical_absolute_configuration ad
_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'
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      hexagonal
_space_group_IT_number           173
_space_group_name_H-M_alt        'P 63'
_space_group_name_Hall           'P 6c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x-y, x, z+1/2'
'-y, x-y, z'
'-x, -y, z+1/2'
'-x+y, -x, z'
'y, -x+y, z+1/2'

_cell_length_a                   21.6328(9)
_cell_length_b                   21.6328(9)
_cell_length_c                   8.3468(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3382.8(3)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    5487
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.2460
_cell_measurement_theta_min      3.7660
_shelx_estimated_absorpt_T_max   0.840
_shelx_estimated_absorpt_T_min   0.576
_exptl_absorpt_coefficient_mu    1.510
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62459
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       strip
_exptl_crystal_F_000             1492
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            20766
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         3.269
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.833
_reflns_Friedel_fraction_full    0.967
_reflns_Friedel_fraction_max     0.958
_reflns_number_gt                3869
_reflns_number_total             4521
_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, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
 Flack x determined using 1517 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.004(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4521
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0327
_refine_ls_restrained_S_all      0.972
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0266P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0631
_refine_ls_wR_factor_ref         0.0658
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C13(H13), C14(H14), C15(H15), C16(H16)
;
_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 0.45082(3) 0.05843(3) 0.44355(10) 0.01870(14) Uani 1 1 d . . . . .
Co2 Co 0.36330(3) -0.10797(3) 0.44463(10) 0.01962(14) Uani 1 1 d . . . . .
O1 O 0.51432(16) 0.08286(17) 0.2341(4) 0.0249(8) Uani 1 1 d . . . . .
O2 O 0.52122(17) 0.03139(17) 0.0102(4) 0.0250(8) Uani 1 1 d . . . . .
O3 O 0.38493(16) -0.02405(16) 0.3043(3) 0.0193(7) Uani 1 1 d . . . . .
O4 O 0.3952(2) -0.1547(2) 0.2678(4) 0.0329(9) Uani 1 1 d . . . . .
O5 O 0.46149(18) -0.13457(17) 0.0548(4) 0.0298(8) Uani 1 1 d . . . . .
O6 O 0.3741(2) -0.1838(3) 0.5867(6) 0.0371(11) Uani 1 1 d . . . . .
N1 N 0.4299(2) 0.2542(2) 0.8789(4) 0.0234(9) Uani 1 1 d . . . . .
N2 N 0.2862(2) -0.0173(2) 0.8023(5) 0.0273(10) Uani 1 1 d . . . . .
N3 N 0.3789(2) 0.01492(19) 0.6370(4) 0.0193(8) Uani 1 1 d . . . . .
N4 N 0.3379(2) -0.05813(19) 0.6329(4) 0.0199(9) Uani 1 1 d . . . . .
N5 N 0.1303(2) -0.2863(2) 0.8705(5) 0.0256(9) Uani 1 1 d . . . . .
C1 C 0.4868(2) 0.0356(2) 0.1280(5) 0.0206(10) Uani 1 1 d . . . . .
C2 C 0.4064(2) -0.0162(2) 0.1437(5) 0.0214(10) Uani 1 1 d . . . . .
H2 H 0.3826 0.0062 0.0888 0.026 Uiso 1 1 calc R . . . .
C3 C 0.3826(3) -0.0870(3) 0.0587(5) 0.0262(12) Uani 1 1 d . . . . .
H3A H 0.3310 -0.1158 0.0637 0.031 Uiso 1 1 calc R . . . .
H3B H 0.3962 -0.0779 -0.0533 0.031 Uiso 1 1 calc R . . . .
C4 C 0.4149(3) -0.1283(2) 0.1318(6) 0.0234(11) Uani 1 1 d . . . . .
C5 C 0.2479(3) -0.2002(3) 0.7965(6) 0.0302(12) Uani 1 1 d . . . . .
H5 H 0.2947 -0.1893 0.7781 0.036 Uiso 1 1 calc R . . . .
C6 C 0.1979(3) -0.2674(3) 0.8437(6) 0.0303(12) Uani 1 1 d . . . . .
H6 H 0.2119 -0.3013 0.8575 0.036 Uiso 1 1 calc R . . . .
C7 C 0.1120(3) -0.2375(3) 0.8492(7) 0.0441(15) Uani 1 1 d . . . . .
H7 H 0.0645 -0.2503 0.8647 0.053 Uiso 1 1 calc R . . . .
C8 C 0.1597(3) -0.1681(3) 0.8049(7) 0.0431(14) Uani 1 1 d . . . . .
H8 H 0.1447 -0.1348 0.7947 0.052 Uiso 1 1 calc R . . . .
C9 C 0.2293(3) -0.1487(2) 0.7762(5) 0.0226(11) Uani 1 1 d . . . . .
C10 C 0.2837(2) -0.0751(2) 0.7355(5) 0.0217(11) Uani 1 1 d . . . . .
C11 C 0.3474(2) 0.0374(2) 0.7400(5) 0.0216(10) Uani 1 1 d . . . . .
C12 C 0.3760(3) 0.1123(2) 0.7854(5) 0.0229(11) Uani 1 1 d . . . . .
C13 C 0.3326(3) 0.1423(3) 0.8016(7) 0.0432(15) Uani 1 1 d . . . . .
H13 H 0.2840 0.1150 0.7812 0.052 Uiso 1 1 calc R . . . .
C14 C 0.3620(3) 0.2125(3) 0.8480(7) 0.0404(15) Uani 1 1 d . . . . .
H14 H 0.3318 0.2314 0.8581 0.048 Uiso 1 1 calc R . . . .
C15 C 0.4714(3) 0.2253(3) 0.8639(6) 0.0391(14) Uani 1 1 d . . . . .
H15 H 0.5198 0.2537 0.8862 0.047 Uiso 1 1 calc R . . . .
C16 C 0.4468(3) 0.1559(3) 0.8174(7) 0.0371(14) Uani 1 1 d . . . . .
H16 H 0.4784 0.1387 0.8078 0.045 Uiso 1 1 calc R . . . .
H6A H 0.414(3) -0.161(3) 0.629(7) 0.05(2) Uiso 1 1 d . . . . .
H6B H 0.376(3) -0.214(3) 0.566(7) 0.03(2) Uiso 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 2.121(3) . ?
Co1 O2 2.372(3) 4_655 ?
Co1 O3 2.006(3) . ?
Co1 O5 2.012(3) 4_655 ?
Co1 N3 2.109(4) . ?
Co1 N5 2.118(4) 2_554 ?
Co2 O2 2.269(3) 4_655 ?
Co2 O3 2.009(3) . ?
Co2 O4 2.092(3) . ?
Co2 O6 2.130(5) . ?
Co2 N1 2.135(4) 6_554 ?
Co2 N4 2.128(4) . ?
O1 C1 1.255(5) . ?
O2 Co1 2.372(3) 4_654 ?
O2 Co2 2.269(3) 4_654 ?
O2 C1 1.264(5) . ?
O3 C2 1.401(5) . ?
O4 C4 1.246(6) . ?
O5 Co1 2.012(3) 4_654 ?
O5 C4 1.258(5) . ?
O6 H6A 0.83(6) . ?
O6 H6B 0.70(5) . ?
N1 Co2 2.135(4) 2 ?
N1 C14 1.309(6) . ?
N1 C15 1.333(6) . ?
N2 C10 1.345(6) . ?
N2 C11 1.363(6) . ?
N3 N4 1.373(5) . ?
N3 C11 1.330(6) . ?
N4 C10 1.345(5) . ?
N5 Co1 2.118(4) 6 ?
N5 C6 1.327(6) . ?
N5 C7 1.312(6) . ?
C1 C2 1.533(6) . ?
C2 H2 0.9800 . ?
C2 C3 1.526(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.511(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.367(6) . ?
C5 C9 1.371(6) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.383(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.366(7) . ?
C9 C10 1.471(6) . ?
C11 C12 1.466(6) . ?
C12 C13 1.389(7) . ?
C12 C16 1.366(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.377(7) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.374(7) . ?
C16 H16 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
O1 Co1 O2 89.92(12) . 4_655 ?
O3 Co1 O1 80.08(12) . . ?
O3 Co1 O2 76.47(12) . 4_655 ?
O3 Co1 O5 162.82(14) . 4_655 ?
O3 Co1 N3 90.52(13) . . ?
O3 Co1 N5 97.62(14) . 2_554 ?
O5 Co1 O1 87.04(13) 4_655 . ?
O5 Co1 O2 92.30(12) 4_655 4_655 ?
O5 Co1 N3 101.25(15) 4_655 . ?
O5 Co1 N5 93.68(15) 4_655 2_554 ?
N3 Co1 O1 169.63(13) . . ?
N3 Co1 O2 83.58(13) . 4_655 ?
N3 Co1 N5 95.60(15) . 2_554 ?
N5 Co1 O1 90.02(14) 2_554 . ?
N5 Co1 O2 174.01(14) 2_554 4_655 ?
O3 Co2 O2 78.86(12) . 4_655 ?
O3 Co2 O4 92.38(13) . . ?
O3 Co2 O6 162.73(15) . . ?
O3 Co2 N1 98.52(14) . 6_554 ?
O3 Co2 N4 88.56(13) . . ?
O4 Co2 O2 90.81(14) . 4_655 ?
O4 Co2 O6 80.25(18) . . ?
O4 Co2 N1 90.31(15) . 6_554 ?
O4 Co2 N4 175.93(15) . . ?
O6 Co2 O2 85.61(15) . 4_655 ?
O6 Co2 N1 97.11(17) . 6_554 ?
N1 Co2 O2 177.19(14) 6_554 4_655 ?
N4 Co2 O2 85.49(13) . 4_655 ?
N4 Co2 O6 97.76(18) . . ?
N4 Co2 N1 93.47(14) . 6_554 ?
C1 O1 Co1 113.2(3) . . ?
Co2 O2 Co1 84.43(11) 4_654 4_654 ?
C1 O2 Co1 130.0(3) . 4_654 ?
C1 O2 Co2 127.5(3) . 4_654 ?
Co1 O3 Co2 101.95(13) . . ?
C2 O3 Co1 113.7(3) . . ?
C2 O3 Co2 125.5(3) . . ?
C4 O4 Co2 122.8(3) . . ?
C4 O5 Co1 128.7(3) . 4_654 ?
Co2 O6 H6A 105(4) . . ?
Co2 O6 H6B 132(5) . . ?
H6A O6 H6B 98(6) . . ?
C14 N1 Co2 121.2(3) . 2 ?
C14 N1 C15 116.4(4) . . ?
C15 N1 Co2 122.4(3) . 2 ?
C10 N2 C11 102.6(4) . . ?
N4 N3 Co1 113.8(3) . . ?
C11 N3 Co1 136.8(3) . . ?
C11 N3 N4 106.4(3) . . ?
N3 N4 Co2 114.8(3) . . ?
C10 N4 Co2 138.0(3) . . ?
C10 N4 N3 105.8(4) . . ?
C6 N5 Co1 118.8(3) . 6 ?
C7 N5 Co1 123.8(3) . 6 ?
C7 N5 C6 117.4(4) . . ?
O1 C1 O2 123.4(4) . . ?
O1 C1 C2 116.0(4) . . ?
O2 C1 C2 120.5(4) . . ?
O3 C2 C1 110.9(4) . . ?
O3 C2 H2 106.5 . . ?
O3 C2 C3 113.5(4) . . ?
C1 C2 H2 106.5 . . ?
C3 C2 C1 112.6(4) . . ?
C3 C2 H2 106.5 . . ?
C2 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
C4 C3 C2 112.5(4) . . ?
C4 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
O4 C4 O5 121.6(5) . . ?
O4 C4 C3 119.0(4) . . ?
O5 C4 C3 119.3(4) . . ?
C6 C5 H5 119.9 . . ?
C6 C5 C9 120.3(5) . . ?
C9 C5 H5 119.9 . . ?
N5 C6 C5 122.6(5) . . ?
N5 C6 H6 118.7 . . ?
C5 C6 H6 118.7 . . ?
N5 C7 H7 118.4 . . ?
N5 C7 C8 123.3(5) . . ?
C8 C7 H7 118.4 . . ?
C7 C8 H8 120.3 . . ?
C9 C8 C7 119.4(5) . . ?
C9 C8 H8 120.3 . . ?
C5 C9 C10 120.4(4) . . ?
C8 C9 C5 117.0(4) . . ?
C8 C9 C10 122.4(4) . . ?
N2 C10 N4 112.7(4) . . ?
N2 C10 C9 123.2(4) . . ?
N4 C10 C9 124.0(4) . . ?
N2 C11 C12 123.4(4) . . ?
N3 C11 N2 112.5(4) . . ?
N3 C11 C12 124.1(4) . . ?
C13 C12 C11 122.2(5) . . ?
C16 C12 C11 121.4(4) . . ?
C16 C12 C13 116.4(4) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.8(5) . . ?
C14 C13 H13 120.1 . . ?
N1 C14 C13 123.7(5) . . ?
N1 C14 H14 118.1 . . ?
C13 C14 H14 118.1 . . ?
N1 C15 H15 118.1 . . ?
N1 C15 C16 123.8(5) . . ?
C16 C15 H15 118.1 . . ?
C12 C16 C15 119.8(5) . . ?
C12 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?

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 C1 O2 -164.1(3) . . . . ?
Co1 O1 C1 C2 18.7(5) . . . . ?
Co1 O2 C1 O1 114.7(4) 4_654 . . . ?
Co1 O2 C1 C2 -68.3(5) 4_654 . . . ?
Co1 O3 C2 C1 23.3(4) . . . . ?
Co1 O3 C2 C3 151.1(3) . . . . ?
Co1 O5 C4 O4 -130.8(4) 4_654 . . . ?
Co1 O5 C4 C3 48.6(6) 4_654 . . . ?
Co1 N3 N4 Co2 4.7(4) . . . . ?
Co1 N3 N4 C10 -164.0(3) . . . . ?
Co1 N3 C11 N2 156.7(4) . . . . ?
Co1 N3 C11 C12 -24.9(7) . . . . ?
Co1 N5 C6 C5 -179.9(4) 6 . . . ?
Co1 N5 C7 C8 178.6(5) 6 . . . ?
Co2 O2 C1 O1 -4.2(6) 4_654 . . . ?
Co2 O2 C1 C2 172.8(3) 4_654 . . . ?
Co2 O3 C2 C1 -102.9(4) . . . . ?
Co2 O3 C2 C3 25.0(5) . . . . ?
Co2 O4 C4 O5 147.6(4) . . . . ?
Co2 O4 C4 C3 -31.8(6) . . . . ?
Co2 N1 C14 C13 178.5(5) 2 . . . ?
Co2 N1 C15 C16 -178.1(4) 2 . . . ?
Co2 N4 C10 N2 -162.8(3) . . . . ?
Co2 N4 C10 C9 19.7(7) . . . . ?
O1 C1 C2 O3 -28.4(6) . . . . ?
O1 C1 C2 C3 -156.7(4) . . . . ?
O2 C1 C2 O3 154.4(4) . . . . ?
O2 C1 C2 C3 26.1(6) . . . . ?
O3 C2 C3 C4 -62.8(5) . . . . ?
N1 C15 C16 C12 -0.7(9) . . . . ?
N2 C11 C12 C13 -43.3(7) . . . . ?
N2 C11 C12 C16 135.2(5) . . . . ?
N3 N4 C10 N2 1.7(5) . . . . ?
N3 N4 C10 C9 -175.8(4) . . . . ?
N3 C11 C12 C13 138.4(5) . . . . ?
N3 C11 C12 C16 -43.0(7) . . . . ?
N4 N3 C11 N2 -1.4(5) . . . . ?
N4 N3 C11 C12 177.1(4) . . . . ?
N5 C7 C8 C9 2.2(10) . . . . ?
C1 C2 C3 C4 64.1(5) . . . . ?
C2 C3 C4 O4 69.6(6) . . . . ?
C2 C3 C4 O5 -109.8(5) . . . . ?
C5 C9 C10 N2 -137.8(5) . . . . ?
C5 C9 C10 N4 39.4(7) . . . . ?
C6 N5 C7 C8 -1.7(9) . . . . ?
C6 C5 C9 C8 -0.1(7) . . . . ?
C6 C5 C9 C10 176.1(4) . . . . ?
C7 N5 C6 C5 0.4(8) . . . . ?
C7 C8 C9 C5 -1.2(8) . . . . ?
C7 C8 C9 C10 -177.3(5) . . . . ?
C8 C9 C10 N2 38.1(7) . . . . ?
C8 C9 C10 N4 -144.6(5) . . . . ?
C9 C5 C6 N5 0.5(8) . . . . ?
C10 N2 C11 N3 2.3(5) . . . . ?
C10 N2 C11 C12 -176.1(4) . . . . ?
C11 N2 C10 N4 -2.5(5) . . . . ?
C11 N2 C10 C9 175.1(4) . . . . ?
C11 N3 N4 Co2 168.4(3) . . . . ?
C11 N3 N4 C10 -0.2(5) . . . . ?
C11 C12 C13 C14 178.6(5) . . . . ?
C11 C12 C16 C15 -178.2(5) . . . . ?
C12 C13 C14 N1 0.0(10) . . . . ?
C13 C12 C16 C15 0.4(8) . . . . ?
C14 N1 C15 C16 0.6(8) . . . . ?
C15 N1 C14 C13 -0.3(8) . . . . ?
C16 C12 C13 C14 -0.1(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
