# 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 2022

####################################################################### 
# 
# 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_a_a
_database_code_depnum_ccdc_archive 'CCDC 2116876'
loop_
_audit_author_name
_audit_author_address
'Xiu-Yan Dong'
;Lanzhou Jiaotong University
China
;
_audit_update_record             
;
2021-10-20 deposited with the CCDC.	2022-05-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H21 Co N4 O7'
_chemical_formula_weight         536.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 -0.6628 2.9049 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4774(3)
_cell_length_b                   10.1088(3)
_cell_length_c                   13.6080(4)
_cell_angle_alpha                111.2890(10)
_cell_angle_beta                 107.7040(10)
_cell_angle_gamma                92.8710(10)
_cell_volume                     1138.15(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9995
_cell_measurement_theta_min      3.23
_cell_measurement_theta_max      53.84

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    4.443
_shelx_estimated_absorpt_T_min   0.665
_shelx_estimated_absorpt_T_max   0.746
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17385
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.232
_diffrn_reflns_theta_max         53.890
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4155
_reflns_number_gt                4012
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.1791P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4155
_refine_ls_number_parameters     329
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.1279
_refine_ls_wR_factor_gt          0.1267
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.114
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1365(2) 0.2399(2) 0.43302(17) 0.0182(5) Uani 1 1 d . . . . .
C2 C 0.4038(2) 0.4438(2) 0.30559(18) 0.0182(4) Uani 1 1 d . . . . .
C3 C 0.2210(2) 0.3084(2) 0.38186(18) 0.0194(5) Uani 1 1 d . . . . .
C4 C 0.2978(3) 0.2284(2) 0.31481(19) 0.0234(5) Uani 1 1 d . . . . .
H4 H 0.290133 0.127576 0.296402 0.028 Uiso 1 1 calc R U . . .
C5 C 0.2327(3) 0.4568(3) 0.4078(2) 0.0269(5) Uani 1 1 d . . . . .
H5A H 0.177007 0.511700 0.450212 0.032 Uiso 1 1 calc R U . . .
C6 C 0.3253(3) 0.5234(2) 0.3717(2) 0.0267(5) Uani 1 1 d . . . . .
H6 H 0.335679 0.624670 0.392130 0.032 Uiso 1 1 calc R U . . .
C7 C 0.3854(3) 0.2949(2) 0.27486(19) 0.0228(5) Uani 1 1 d . . . . .
H7 H 0.433173 0.238574 0.226183 0.027 Uiso 1 1 calc R U . . .
C8 C 0.5125(2) 0.5159(2) 0.27364(17) 0.0178(4) Uani 1 1 d . . . . .
C9 C 0.5883(2) 0.6572(2) 0.34268(17) 0.0163(4) Uani 1 1 d . . . . .
H9 H 0.565433 0.708687 0.408086 0.020 Uiso 1 1 calc R U . . .
C10 C 0.6439(2) 0.5054(2) 0.15563(17) 0.0181(4) Uani 1 1 d . . . . .
C11 C 0.7197(2) 0.6448(2) 0.22619(18) 0.0197(5) Uani 1 1 d . . . . .
H11 H 0.794076 0.687346 0.207618 0.024 Uiso 1 1 calc R U . . .
C12 C 0.7245(2) 0.2823(2) -0.15176(17) 0.0182(4) Uani 1 1 d . . . . .
C13 C 0.6729(2) 0.4254(2) 0.05008(17) 0.0180(4) Uani 1 1 d . . . . .
C14 C 0.6092(3) 0.2238(2) -0.12823(18) 0.0226(5) Uani 1 1 d . . . . .
H14 H 0.546483 0.134504 -0.181420 0.027 Uiso 1 1 calc R U . . .
C15 C 0.5845(3) 0.2939(2) -0.02854(19) 0.0226(5) Uani 1 1 d . . . . .
H15 H 0.505877 0.251498 -0.013653 0.027 Uiso 1 1 calc R U . . .
C16 C 0.8137(3) 0.4117(3) -0.0733(2) 0.0307(6) Uani 1 1 d . . . . .
H16 H 0.893356 0.452877 -0.087914 0.037 Uiso 1 1 calc R U . . .
C17 C 0.7893(3) 0.4831(3) 0.0266(2) 0.0339(6) Uani 1 1 d . . . . .
H17 H 0.852515 0.572251 0.079640 0.041 Uiso 1 1 calc R U . . .
C18 C 0.7522(2) 0.2112(2) -0.26103(17) 0.0175(4) Uani 1 1 d . . . . .
C19 C 0.1093(2) 0.0369(2) 0.76858(18) 0.0196(4) Uani 1 1 d . . . . .
H19 H 0.039186 0.100623 0.766285 0.024 Uiso 1 1 calc R U . . .
C20 C 0.2746(3) -0.0928(3) 0.7318(2) 0.0263(5) Uani 1 1 d . . . . .
H20 H 0.343215 -0.137048 0.697471 0.032 Uiso 1 1 calc R U . . .
C21 C 0.2466(3) -0.1134(3) 0.8175(2) 0.0312(6) Uani 1 1 d . . . . .
H21 H 0.290679 -0.172903 0.854249 0.037 Uiso 1 1 calc R U . . .
C22 C 0.0700(3) -0.0146(3) 0.92274(19) 0.0244(5) Uani 1 1 d . . . . .
C23 C -0.0346(3) -0.1170(3) 1.0234(2) 0.0345(6) Uani 1 1 d . . . . .
H23 H -0.058535 -0.197215 1.039771 0.041 Uiso 1 1 calc R U . . .
C24 C 0.0360(3) -0.1322(3) 0.9453(2) 0.0346(6) Uani 1 1 d . . . . .
H24 H 0.060494 -0.222503 0.907850 0.042 Uiso 1 1 calc R U . . .
Co1 Co 0.17905(3) 0.06425(3) 0.56878(2) 0.01300(14) Uani 1 1 d . . . . .
N1 N 0.6923(2) 0.7213(2) 0.31872(15) 0.0174(4) Uani 1 1 d . . . . .
N2 N 0.5404(2) 0.43987(19) 0.17989(15) 0.0192(4) Uani 1 1 d . . . . .
N3 N 0.1890(2) 0.0017(2) 0.70159(15) 0.0178(4) Uani 1 1 d . . . . .
N4 N 0.1400(2) -0.0290(2) 0.84058(16) 0.0228(4) Uani 1 1 d . . . . .
O1 O 0.04240(18) 0.30310(17) 0.47133(14) 0.0248(4) Uani 1 1 d . . . . .
O2 O 0.17210(18) 0.12252(16) 0.43857(12) 0.0182(3) Uani 1 1 d . . . . .
O3 O 0.64356(18) 0.12439(19) -0.34400(13) 0.0280(4) Uani 1 1 d . . . . .
O4 O 0.87960(17) 0.24518(17) -0.26308(12) 0.0217(3) Uani 1 1 d . . . . .
O5 O 0.36255(17) -0.03083(18) 0.55318(13) 0.0205(4) Uani 1 1 d D . . . .
H5B H 0.361899 -0.053248 0.476567 0.072(12) Uiso 1 1 d DR . . . .
H5C H 0.450571 0.042396 0.600899 0.068(12) Uiso 1 1 d DR . . . .
O6 O -0.03503(17) 0.13701(16) 0.55873(13) 0.0155(3) Uani 1 1 d D . . . .
H6A H -0.078611 0.180005 0.616713 0.062(11) Uiso 1 1 d DR . . . .
H6B H -0.018893 0.198405 0.520835 0.088(15) Uiso 1 1 d DR . . . .
O1S O 0.1389(9) 0.5638(8) 0.6688(6) 0.269(5) Uani 1 1 d . . . . .
H1S1 H 0.230716 0.623643 0.730318 0.404 Uiso 1 1 d R U . . .
H1S3 H 0.126640 0.587789 0.603389 0.404 Uiso 1 1 d R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.255(3) . ?
C1 O2 1.271(3) . ?
C1 C3 1.496(3) . ?
C2 C7 1.394(3) . ?
C2 C6 1.398(3) . ?
C2 C8 1.486(3) . ?
C3 C4 1.395(3) . ?
C3 C5 1.401(3) . ?
C4 C7 1.385(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.380(3) . ?
C5 H5A 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 N2 1.343(3) . ?
C8 C9 1.396(3) . ?
C9 N1 1.335(3) . ?
C9 H9 0.9500 . ?
C10 N2 1.342(3) . ?
C10 C11 1.386(3) . ?
C10 C13 1.487(3) . ?
C11 N1 1.328(3) . ?
C11 H11 0.9500 . ?
C12 C16 1.376(3) . ?
C12 C14 1.390(3) . ?
C12 C18 1.509(3) . ?
C13 C15 1.387(3) . ?
C13 C17 1.395(3) . ?
C14 C15 1.382(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.384(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 O4 1.250(3) . ?
C18 O3 1.260(3) . ?
C19 N3 1.319(3) . ?
C19 N4 1.345(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.354(3) . ?
C20 N3 1.378(3) . ?
C20 H20 0.9500 . ?
C21 N4 1.390(3) . ?
C21 H21 0.9500 . ?
C22 C24 1.378(3) . ?
C22 C23 1.381(4) 2_557 ?
C22 N4 1.433(3) . ?
C23 C24 1.387(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
Co1 O2 2.0450(15) . ?
Co1 O5 2.0585(16) . ?
Co1 N3 2.0995(18) . ?
Co1 N1 2.1727(19) 2_666 ?
Co1 O6 2.1748(15) . ?
Co1 O6 2.1751(15) 2_556 ?
O5 H5B 0.9812 . ?
O5 H5C 0.9618 . ?
O6 H6A 0.9743 . ?
O6 H6B 0.9723 . ?
O1S H1S1 0.9800 . ?
O1S H1S3 0.9800 . ?

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 C1 O2 124.8(2) . . ?
O1 C1 C3 119.14(19) . . ?
O2 C1 C3 116.03(19) . . ?
C7 C2 C6 118.8(2) . . ?
C7 C2 C8 119.85(19) . . ?
C6 C2 C8 121.24(19) . . ?
C4 C3 C5 119.1(2) . . ?
C4 C3 C1 120.74(19) . . ?
C5 C3 C1 120.0(2) . . ?
C7 C4 C3 120.5(2) . . ?
C7 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C6 C5 C3 120.0(2) . . ?
C6 C5 H5A 120.0 . . ?
C3 C5 H5A 120.0 . . ?
C5 C6 C2 120.9(2) . . ?
C5 C6 H6 119.5 . . ?
C2 C6 H6 119.5 . . ?
C4 C7 C2 120.5(2) . . ?
C4 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
N2 C8 C9 121.18(19) . . ?
N2 C8 C2 118.35(19) . . ?
C9 C8 C2 120.41(19) . . ?
N1 C9 C8 121.40(19) . . ?
N1 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
N2 C10 C11 120.78(19) . . ?
N2 C10 C13 118.20(18) . . ?
C11 C10 C13 121.01(19) . . ?
N1 C11 C10 122.52(19) . . ?
N1 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
C16 C12 C14 118.4(2) . . ?
C16 C12 C18 119.16(19) . . ?
C14 C12 C18 122.43(19) . . ?
C15 C13 C17 118.1(2) . . ?
C15 C13 C10 121.65(19) . . ?
C17 C13 C10 120.27(19) . . ?
C15 C14 C12 120.9(2) . . ?
C15 C14 H14 119.6 . . ?
C12 C14 H14 119.6 . . ?
C14 C15 C13 120.9(2) . . ?
C14 C15 H15 119.6 . . ?
C13 C15 H15 119.6 . . ?
C12 C16 C17 121.1(2) . . ?
C12 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C16 C17 C13 120.6(2) . . ?
C16 C17 H17 119.7 . . ?
C13 C17 H17 119.7 . . ?
O4 C18 O3 125.05(19) . . ?
O4 C18 C12 117.69(18) . . ?
O3 C18 C12 117.23(18) . . ?
N3 C19 N4 111.3(2) . . ?
N3 C19 H19 124.3 . . ?
N4 C19 H19 124.3 . . ?
C21 C20 N3 110.0(2) . . ?
C21 C20 H20 125.0 . . ?
N3 C20 H20 125.0 . . ?
C20 C21 N4 105.5(2) . . ?
C20 C21 H21 127.2 . . ?
N4 C21 H21 127.2 . . ?
C24 C22 C23 120.8(2) . 2_557 ?
C24 C22 N4 119.9(2) . . ?
C23 C22 N4 119.2(2) 2_557 . ?
C22 C23 C24 120.0(2) 2_557 . ?
C22 C23 H23 120.0 2_557 . ?
C24 C23 H23 120.0 . . ?
C22 C24 C23 119.1(2) . . ?
C22 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
O2 Co1 O5 89.99(6) . . ?
O2 Co1 N3 178.89(6) . . ?
O5 Co1 N3 88.94(7) . . ?
O2 Co1 N1 87.29(6) . 2_666 ?
O5 Co1 N1 95.74(7) . 2_666 ?
N3 Co1 N1 93.10(7) . 2_666 ?
O2 Co1 O6 86.42(6) . . ?
O5 Co1 O6 170.69(6) . . ?
N3 Co1 O6 94.60(7) . . ?
N1 Co1 O6 92.66(6) 2_666 . ?
O2 Co1 O6 86.24(6) . 2_556 ?
O5 Co1 O6 88.35(6) . 2_556 ?
N3 Co1 O6 93.45(7) . 2_556 ?
N1 Co1 O6 172.34(6) 2_666 2_556 ?
O6 Co1 O6 82.85(6) . 2_556 ?
C11 N1 C9 116.95(18) . . ?
C11 N1 Co1 121.34(14) . 2_666 ?
C9 N1 Co1 121.60(14) . 2_666 ?
C10 N2 C8 117.16(18) . . ?
C19 N3 C20 105.86(18) . . ?
C19 N3 Co1 127.63(16) . . ?
C20 N3 Co1 126.39(15) . . ?
C19 N4 C21 107.27(18) . . ?
C19 N4 C22 124.74(19) . . ?
C21 N4 C22 127.97(19) . . ?
C1 O2 Co1 124.29(14) . . ?
Co1 O5 H5B 107.8 . . ?
Co1 O5 H5C 106.8 . . ?
H5B O5 H5C 104.8 . . ?
Co1 O6 Co1 97.15(6) . 2_556 ?
Co1 O6 H6A 131.0 . . ?
Co1 O6 H6A 110.3 2_556 . ?
Co1 O6 H6B 93.5 . . ?
Co1 O6 H6B 107.7 2_556 . ?
H6A O6 H6B 114.2 . . ?
H1S1 O1S H1S3 109.5 . . ?

_refine_diff_density_max         0.772
_refine_diff_density_min         -0.942
_refine_diff_density_rms         0.075

####################################################################### 
# 
# 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_191028b_sq
_database_code_depnum_ccdc_archive 'CCDC 2116877'
loop_
_audit_author_name
_audit_author_address
'Xiu-Yan Dong'
;Lanzhou Jiaotong University
China
;
_audit_update_record             
;
2022-05-01 deposited with the CCDC.	2022-05-19 downloaded from the CCDC.
;
_audit_creation_date             2022-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H14 Co N3 O4'
_chemical_formula_sum            'C23 H14 Co N3 O4'
_chemical_formula_weight         455.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         CoCNO
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.1211(2)
_cell_length_b                   16.1892(2)
_cell_length_c                   15.1628(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.0340(10)
_cell_angle_gamma                90
_cell_volume                     4171.15(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6611
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      75.8940
_cell_measurement_theta_min      3.7330
_shelx_estimated_absorpt_T_max   0.877
_shelx_estimated_absorpt_T_min   0.729
_exptl_absorpt_coefficient_mu    6.753
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12906
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.089
_diffrn_reflns_theta_min         3.771
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00  -4.00   1.00    0.90    --  -48.45 117.00-155.00   63
  2  ω   -107.00 -50.00   1.00    0.90    --  -48.45-161.00 -33.00   57
  3  ω     36.00  61.00   1.00    0.90    --   48.45-117.00 117.00   25
  4  ω   -120.00 -29.00   1.00    0.90    --  -48.45 -77.00  60.00   91
  5  ω   -141.00-116.00   1.00    3.50    --  -86.25-117.00 117.00   25
  6  ω   -137.00 -52.00   1.00    3.50    --  -86.25-161.00 -33.00   85
  7  ω    -80.00 -19.00   1.00    3.50    --  -86.25 117.00-155.00   61
  8  ω   -158.00 -83.00   1.00    3.50    --  -86.25 -99.00-120.00   75
  9  ω    108.00 141.00   1.00    3.50    --  106.49-161.00 -33.00   33
 10  ω    113.00 138.00   1.00    3.50    --  106.49 117.00-155.00   25
 11  ω    111.00 139.00   1.00    3.50    --  106.49 161.00  -4.00   28
 12  ω     78.00 112.00   1.00    3.50    --  106.49-117.00 117.00   34
 13  ω     35.00 120.00   1.00    3.50    --  106.49 -38.00  90.00   85
 14  ω     92.00 178.00   1.00    3.50    --  106.49 125.00-120.00   86
 15  ω     33.00 119.00   1.00    3.50    --  106.49 -19.00  60.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0216079000
_diffrn_orient_matrix_UB_12      -0.0889265000
_diffrn_orient_matrix_UB_13      0.0296825000
_diffrn_orient_matrix_UB_21      0.0239896000
_diffrn_orient_matrix_UB_22      0.0307488000
_diffrn_orient_matrix_UB_23      0.0956659000
_diffrn_orient_matrix_UB_31      -0.0847200000
_diffrn_orient_matrix_UB_32      -0.0140008000
_diffrn_orient_matrix_UB_33      0.0212788000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3424
_reflns_number_total             3920
_reflns_odcompleteness_completeness 98.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.00014(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3920
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0333
_refine_ls_restrained_S_all      1.086
_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)+(0.0351P)²+6.1838P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0924
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.56413(2) 0.83553(2) 0.62872(2) 0.02327(12) Uani 1 1 d . . . . .
O1 O 0.90445(9) 0.31700(10) 0.73349(11) 0.0317(4) Uani 1 1 d . . . . .
O2 O 0.18782(9) 0.33201(10) 0.60582(12) 0.0352(4) Uani 1 1 d . . . . .
O3 O 0.95782(9) 0.39030(11) 0.63232(11) 0.0359(4) Uani 1 1 d . . . . .
O4 O 0.12734(9) 0.44900(10) 0.62342(12) 0.0373(4) Uani 1 1 d . . . . .
N3 N 0.53424(12) 0.83679(12) 0.48457(13) 0.0307(4) Uani 1 1 d . . . . .
C1 C 0.90254(12) 0.37311(13) 0.67632(14) 0.0255(4) Uani 1 1 d . . . . .
C2 C 0.26440(12) 0.45501(14) 0.61195(16) 0.0287(5) Uani 1 1 d . . . . .
C5 C 0.82808(13) 0.42378(14) 0.65787(15) 0.0273(5) Uani 1 1 d . . . . .
C7 C 0.69162(12) 0.52046(14) 0.63563(16) 0.0274(5) Uani 1 1 d . . . . .
C8 C 0.40804(13) 0.53761(14) 0.61676(17) 0.0296(5) Uani 1 1 d . . . . .
C9 C 0.62370(12) 0.65865(13) 0.63135(16) 0.0274(5) Uani 1 1 d . . . . .
H9 H 0.672602 0.684422 0.637065 0.033 Uiso 1 1 calc R U . . .
N1 N 0.55864(10) 0.70482(11) 0.62527(12) 0.0273(4) Uani 1 1 d . . . . .
C4 C 0.49002(13) 0.66612(13) 0.61980(17) 0.0300(5) Uani 1 1 d . . . . .
H4 H 0.443994 0.697145 0.615464 0.036 Uiso 1 1 calc R U . . .
C6 C 0.48496(12) 0.58058(14) 0.62037(16) 0.0276(5) Uani 1 1 d . . . . .
N2 N 0.54982(10) 0.53412(11) 0.62450(13) 0.0282(4) Uani 1 1 d . . . . .
C3 C 0.61987(12) 0.57252(13) 0.62932(15) 0.0254(4) Uani 1 1 d . . . . .
C10 C 0.18859(13) 0.40967(14) 0.61311(16) 0.0291(5) Uani 1 1 d . . . . .
C11 C 0.50703(14) 0.83786(14) 0.29929(16) 0.0325(5) Uani 1 1 d . . . . .
C12 C 0.68865(13) 0.43865(15) 0.66266(18) 0.0344(5) Uani 1 1 d . . . . .
H12 H 0.640786 0.415410 0.672421 0.041 Uiso 1 1 calc R U . . .
C13 C 0.76338(13) 0.55216(15) 0.61630(18) 0.0355(6) Uani 1 1 d . . . . .
H13 H 0.766086 0.606345 0.596549 0.043 Uiso 1 1 calc R U . . .
C14 C 0.48124(15) 0.88647(17) 0.44083(17) 0.0397(6) Uani 1 1 d . . . . .
H14 H 0.452601 0.921262 0.473631 0.048 Uiso 1 1 calc R U . . .
C15 C 0.40402(14) 0.45242(14) 0.60735(18) 0.0359(6) Uani 1 1 d . . . . .
H15 H 0.449677 0.422404 0.602837 0.043 Uiso 1 1 calc R U . . .
C16 C 0.83020(13) 0.50411(15) 0.62615(17) 0.0340(5) Uani 1 1 d . . . . .
H16 H 0.877258 0.525667 0.611412 0.041 Uiso 1 1 calc R U . . .
C17 C 0.33310(14) 0.41193(14) 0.60464(18) 0.0360(6) Uani 1 1 d . . . . .
H17 H 0.331324 0.354843 0.597805 0.043 Uiso 1 1 calc R U . . .
C18 C 0.75682(13) 0.39140(15) 0.67516(17) 0.0342(5) Uani 1 1 d . . . . .
H18 H 0.754484 0.337339 0.695414 0.041 Uiso 1 1 calc R U . . .
C19 C 0.26794(14) 0.53976(16) 0.6212(2) 0.0475(7) Uani 1 1 d . . . . .
H19 H 0.222115 0.569546 0.625523 0.057 Uiso 1 1 calc R U . . .
C20 C 0.33854(14) 0.58045(15) 0.6242(2) 0.0481(8) Uani 1 1 d . . . . .
H20 H 0.340024 0.637516 0.631279 0.058 Uiso 1 1 calc R U . . .
C21 C 0.46640(17) 0.88929(18) 0.34976(18) 0.0443(6) Uani 1 1 d . . . . .
H21 H 0.429072 0.925783 0.322362 0.053 Uiso 1 1 calc R U . . .
C22 C 0.5640(2) 0.7886(2) 0.34420(18) 0.0560(8) Uani 1 1 d . . . . .
H22 H 0.594394 0.754248 0.312989 0.067 Uiso 1 1 calc R U . . .
C23 C 0.5757(2) 0.79029(19) 0.43516(19) 0.0542(8) Uani 1 1 d . . . . .
H23 H 0.614967 0.756870 0.464021 0.065 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.1140(17) 4_656 ?
Co1 O2 2.1884(16) 3 ?
Co1 O3 2.0313(15) 3_455 ?
Co1 O4 2.1386(16) 3 ?
Co1 N3 2.183(2) . ?
Co1 N1 2.1187(18) . ?
Co1 C10 2.482(2) 3 ?
O1 C1 1.253(3) . ?
O2 C10 1.262(3) . ?
O3 C1 1.254(3) . ?
O4 C10 1.253(3) . ?
N3 C14 1.328(3) . ?
N3 C23 1.327(3) . ?
C1 C5 1.513(3) . ?
C2 C10 1.493(3) . ?
C2 C17 1.383(3) . ?
C2 C19 1.380(3) . ?
C5 C16 1.389(3) . ?
C5 C18 1.382(3) . ?
C7 C3 1.483(3) . ?
C7 C12 1.389(3) . ?
C7 C13 1.395(3) . ?
C8 C6 1.484(3) . ?
C8 C15 1.387(3) . ?
C8 C20 1.394(3) . ?
C9 H9 0.9300 . ?
C9 N1 1.335(3) . ?
C9 C3 1.396(3) . ?
N1 C4 1.325(3) . ?
C4 H4 0.9300 . ?
C4 C6 1.388(3) . ?
C6 N2 1.336(3) . ?
N2 C3 1.345(3) . ?
C11 C11 1.485(5) 2_655 ?
C11 C21 1.376(3) . ?
C11 C22 1.374(4) . ?
C12 H12 0.9300 . ?
C12 C18 1.389(3) . ?
C13 H13 0.9300 . ?
C13 C16 1.376(3) . ?
C14 H14 0.9300 . ?
C14 C21 1.374(4) . ?
C15 H15 0.9300 . ?
C15 C17 1.376(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.373(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.370(4) . ?
C23 H23 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 91.09(7) 4_656 3 ?
O1 Co1 O4 95.18(7) 4_656 3 ?
O1 Co1 N3 172.26(7) 4_656 . ?
O1 Co1 N1 83.56(7) 4_656 . ?
O1 Co1 C10 92.59(7) 4_656 3 ?
O2 Co1 C10 30.53(7) 3 3 ?
O3 Co1 O1 98.97(6) 3_455 4_656 ?
O3 Co1 O2 154.60(7) 3_455 3 ?
O3 Co1 O4 94.90(7) 3_455 3 ?
O3 Co1 N3 85.52(7) 3_455 . ?
O3 Co1 N1 113.55(7) 3_455 . ?
O3 Co1 C10 125.03(7) 3_455 3 ?
O4 Co1 O2 60.82(6) 3 3 ?
O4 Co1 N3 90.69(7) 3 . ?
O4 Co1 C10 30.32(7) 3 3 ?
N3 Co1 O2 87.37(7) . 3 ?
N3 Co1 C10 89.93(8) . 3 ?
N1 Co1 O2 90.62(6) . 3 ?
N1 Co1 O4 151.42(7) . 3 ?
N1 Co1 N3 88.87(7) . . ?
N1 Co1 C10 121.10(7) . 3 ?
C1 O1 Co1 124.24(15) . 4_646 ?
C10 O2 Co1 87.71(13) . 3_445 ?
C1 O3 Co1 130.88(15) . 3_545 ?
C10 O4 Co1 90.19(13) . 3_445 ?
C14 N3 Co1 124.60(16) . . ?
C23 N3 Co1 118.95(17) . . ?
C23 N3 C14 116.2(2) . . ?
O1 C1 O3 124.8(2) . . ?
O1 C1 C5 118.09(19) . . ?
O3 C1 C5 117.06(19) . . ?
C17 C2 C10 120.1(2) . . ?
C19 C2 C10 121.0(2) . . ?
C19 C2 C17 118.8(2) . . ?
C16 C5 C1 121.0(2) . . ?
C18 C5 C1 120.2(2) . . ?
C18 C5 C16 118.8(2) . . ?
C12 C7 C3 120.06(19) . . ?
C12 C7 C13 118.5(2) . . ?
C13 C7 C3 121.4(2) . . ?
C15 C8 C6 120.1(2) . . ?
C15 C8 C20 118.1(2) . . ?
C20 C8 C6 121.8(2) . . ?
N1 C9 H9 119.3 . . ?
N1 C9 C3 121.41(19) . . ?
C3 C9 H9 119.3 . . ?
C9 N1 Co1 121.56(14) . . ?
C4 N1 Co1 120.66(15) . . ?
C4 N1 C9 117.74(19) . . ?
N1 C4 H4 119.1 . . ?
N1 C4 C6 121.8(2) . . ?
C6 C4 H4 119.1 . . ?
C4 C6 C8 121.5(2) . . ?
N2 C6 C8 117.80(19) . . ?
N2 C6 C4 120.7(2) . . ?
C6 N2 C3 118.21(19) . . ?
C9 C3 C7 122.00(19) . . ?
N2 C3 C7 117.83(19) . . ?
N2 C3 C9 120.13(19) . . ?
O2 C10 Co1 61.76(12) . 3_445 ?
O2 C10 C2 119.2(2) . . ?
O4 C10 Co1 59.50(11) . 3_445 ?
O4 C10 O2 121.2(2) . . ?
O4 C10 C2 119.6(2) . . ?
C2 C10 Co1 175.22(17) . 3_445 ?
C21 C11 C11 122.0(2) . 2_655 ?
C22 C11 C11 121.1(2) . 2_655 ?
C22 C11 C21 116.9(2) . . ?
C7 C12 H12 119.8 . . ?
C18 C12 C7 120.3(2) . . ?
C18 C12 H12 119.8 . . ?
C7 C13 H13 119.6 . . ?
C16 C13 C7 120.7(2) . . ?
C16 C13 H13 119.6 . . ?
N3 C14 H14 118.2 . . ?
N3 C14 C21 123.6(2) . . ?
C21 C14 H14 118.2 . . ?
C8 C15 H15 119.7 . . ?
C17 C15 C8 120.6(2) . . ?
C17 C15 H15 119.7 . . ?
C5 C16 H16 119.7 . . ?
C13 C16 C5 120.7(2) . . ?
C13 C16 H16 119.7 . . ?
C2 C17 H17 119.6 . . ?
C15 C17 C2 120.9(2) . . ?
C15 C17 H17 119.6 . . ?
C5 C18 C12 120.8(2) . . ?
C5 C18 H18 119.6 . . ?
C12 C18 H18 119.6 . . ?
C2 C19 H19 119.7 . . ?
C20 C19 C2 120.5(2) . . ?
C20 C19 H19 119.7 . . ?
C8 C20 H20 119.5 . . ?
C19 C20 C8 121.0(2) . . ?
C19 C20 H20 119.5 . . ?
C11 C21 H21 120.2 . . ?
C14 C21 C11 119.7(2) . . ?
C14 C21 H21 120.2 . . ?
C11 C22 H22 120.2 . . ?
C23 C22 C11 119.7(2) . . ?
C23 C22 H22 120.2 . . ?
N3 C23 C22 123.9(3) . . ?
N3 C23 H23 118.1 . . ?
C22 C23 H23 118.1 . . ?

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 O3 94.7(2) 4_646 . . . ?
Co1 O1 C1 C5 -85.9(2) 4_646 . . . ?
Co1 O2 C10 O4 -3.6(2) 3_445 . . . ?
Co1 O2 C10 C2 174.7(2) 3_445 . . . ?
Co1 O3 C1 O1 3.7(4) 3_545 . . . ?
Co1 O3 C1 C5 -175.70(15) 3_545 . . . ?
Co1 O4 C10 O2 3.7(2) 3_445 . . . ?
Co1 O4 C10 C2 -174.6(2) 3_445 . . . ?
Co1 N3 C14 C21 176.4(2) . . . . ?
Co1 N3 C23 C22 -177.5(3) . . . . ?
Co1 N1 C4 C6 -177.85(18) . . . . ?
O1 C1 C5 C16 153.4(2) . . . . ?
O1 C1 C5 C18 -24.5(3) . . . . ?
O3 C1 C5 C16 -27.1(3) . . . . ?
O3 C1 C5 C18 155.0(2) . . . . ?
N3 C14 C21 C11 0.8(4) . . . . ?
C1 C5 C16 C13 -174.7(2) . . . . ?
C1 C5 C18 C12 176.8(2) . . . . ?
C2 C19 C20 C8 0.9(5) . . . . ?
C7 C12 C18 C5 -2.4(4) . . . . ?
C7 C13 C16 C5 -1.8(4) . . . . ?
C8 C6 N2 C3 -178.9(2) . . . . ?
C8 C15 C17 C2 -0.5(4) . . . . ?
C9 N1 C4 C6 0.1(3) . . . . ?
N1 C9 C3 C7 179.7(2) . . . . ?
N1 C9 C3 N2 -2.5(4) . . . . ?
N1 C4 C6 C8 178.3(2) . . . . ?
N1 C4 C6 N2 -1.5(4) . . . . ?
C4 C6 N2 C3 0.9(3) . . . . ?
C6 C8 C15 C17 179.5(2) . . . . ?
C6 C8 C20 C19 -179.6(3) . . . . ?
C6 N2 C3 C7 178.8(2) . . . . ?
C6 N2 C3 C9 1.0(3) . . . . ?
C3 C7 C12 C18 -175.1(2) . . . . ?
C3 C7 C13 C16 177.2(2) . . . . ?
C3 C9 N1 Co1 179.80(16) . . . . ?
C3 C9 N1 C4 1.9(3) . . . . ?
C10 C2 C17 C15 -177.2(2) . . . . ?
C10 C2 C19 C20 177.0(3) . . . . ?
C11 C11 C21 C14 179.6(3) 2_655 . . . ?
C11 C11 C22 C23 179.7(3) 2_655 . . . ?
C11 C22 C23 N3 0.8(6) . . . . ?
C12 C7 C3 C9 158.7(2) . . . . ?
C12 C7 C3 N2 -19.1(3) . . . . ?
C12 C7 C13 C16 -1.8(4) . . . . ?
C13 C7 C3 C9 -20.3(4) . . . . ?
C13 C7 C3 N2 161.9(2) . . . . ?
C13 C7 C12 C18 3.8(4) . . . . ?
C14 N3 C23 C22 -3.1(5) . . . . ?
C15 C8 C6 C4 172.7(2) . . . . ?
C15 C8 C6 N2 -7.5(4) . . . . ?
C15 C8 C20 C19 -0.8(5) . . . . ?
C16 C5 C18 C12 -1.1(4) . . . . ?
C17 C2 C10 O2 -1.2(4) . . . . ?
C17 C2 C10 O4 177.1(2) . . . . ?
C17 C2 C19 C20 -0.7(5) . . . . ?
C18 C5 C16 C13 3.2(4) . . . . ?
C19 C2 C10 O2 -178.9(3) . . . . ?
C19 C2 C10 O4 -0.6(4) . . . . ?
C19 C2 C17 C15 0.6(4) . . . . ?
C20 C8 C6 C4 -8.4(4) . . . . ?
C20 C8 C6 N2 171.4(3) . . . . ?
C20 C8 C15 C17 0.6(4) . . . . ?
C21 C11 C22 C23 2.4(5) . . . . ?
C22 C11 C21 C14 -3.1(4) . . . . ?
C23 N3 C14 C21 2.3(4) . . . . ?

_platon_squeeze_details          ?
_platon_squeeze_special_details  ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.250 0.250 0.000 124 0 ' '
2 0.750 0.750 0.000 124 0 ' '
3 0.000 0.143 0.250 8 0 ' '
4 0.750 0.250 0.500 124 0 ' '
5 0.500 0.643 0.250 8 0 ' '
6 0.250 0.750 0.500 124 0 ' '
7 0.500 0.357 0.750 8 0 ' '
8 0.000 0.857 0.750 8 0 ' '

_platon_squeeze_void_probe_radius 1.20
_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 1.698
_oxdiff_exptl_absorpt_empirical_full_min 0.554
