# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2024

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 2338714'
loop_
_audit_author_name
_audit_author_address
'Wen-Bin Sun'
;Heilongjiang University
China
;
_audit_update_record             
;
2024-03-08 deposited with the CCDC.	2024-04-04 downloaded from the CCDC.
;
_audit_creation_date             2023-06-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C16 H18 N2 O4), 2(C6 Fe N6), 4(H2 O)'
_chemical_formula_sum            'C60 H62 Fe2 N18 O16'
_chemical_formula_weight         1402.97
_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'
Fe Fe 0.3463 0.8444 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.1707(7)
_cell_length_b                   11.8170(10)
_cell_length_c                   35.685(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.123(3)
_cell_angle_gamma                90
_cell_volume                     3444.8(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9588
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.419
_cell_measurement_theta_min      2.998
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.498
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0937 before and 0.0625 after correction.
The Ratio of minimum to maximum transmission is 0.9231.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            78744
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         27.578
_diffrn_reflns_theta_min         2.861
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6293
_reflns_number_total             7948
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.172
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         7948
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0673
_refine_ls_restrained_S_all      1.057
_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)+(0.1124P)²+4.6745P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1984
_refine_ls_wR_factor_ref         0.2157
_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) groups, All O(H,H) groups
2.a Riding coordinates:
 O8(H8C,H8D), O7(H7A,H7B)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C20(H20A,H20B), C9(H9A,H9B), C8(H8A,H8B), C24(H24A,H24B),
 C25(H25A,H25B)
2.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C17(H17), C19(H19), C16(H16), C12(H12), C11(H11), C13(H13),
 C10(H10), C30(H30), C29(H29), C26(H26), C27(H27)
2.d Tetrahedral OH refined with riding coordinates:
 O1(H1)
2.e Idealised tetrahedral OH refined as rotating group:
 O4(H4), O5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
O4 O 0.6240(3) 0.0193(2) 0.81141(10) 0.0639(8) Uani 1 1 d . . . . .
H4 H 0.592994 -0.042176 0.803344 0.096 Uiso 1 1 calc R U . . .
O3 O 0.3652(3) 0.0676(2) 0.80009(10) 0.0682(8) Uani 1 1 d . . . . .
O2 O 0.4364(6) 0.6634(5) 0.49002(12) 0.1233(18) Uani 1 1 d . . . . .
O1 O 0.6392(7) 0.7789(5) 0.49484(13) 0.152(2) Uani 1 1 d . . . . .
H1 H 0.687681 0.756858 0.476299 0.228 Uiso 1 1 calc R U . . .
N7 N 0.4356(3) 0.3419(2) 0.78151(7) 0.0387(6) Uani 1 1 d . . . . .
C22 C 0.5008(4) 0.0904(3) 0.81108(10) 0.0463(8) Uani 1 1 d . . . . .
N8 N 0.4953(4) 0.5375(3) 0.59811(8) 0.0489(7) Uani 1 1 d . . . . .
C21 C 0.5503(5) 0.2039(3) 0.82684(10) 0.0507(8) Uani 1 1 d . . . . .
H21A H 0.652720 0.226383 0.815755 0.061 Uiso 1 1 calc R U . . .
H21B H 0.569746 0.195942 0.853614 0.061 Uiso 1 1 calc R U . . .
C20 C 0.4263(5) 0.2969(3) 0.82031(10) 0.0491(8) Uani 1 1 d . . . . .
H20A H 0.317255 0.267594 0.824439 0.059 Uiso 1 1 calc R U . . .
H20B H 0.446549 0.357618 0.838078 0.059 Uiso 1 1 calc R U . . .
C18 C 0.3500(4) 0.2930(3) 0.75345(10) 0.0455(7) Uani 1 1 d . . . . .
H18 H 0.279986 0.233171 0.758654 0.055 Uiso 1 1 calc R U . . .
C17 C 0.3639(4) 0.3295(3) 0.71745(10) 0.0445(7) Uani 1 1 d . . . . .
H17 H 0.305183 0.293850 0.698225 0.053 Uiso 1 1 calc R U . . .
C19 C 0.5330(4) 0.4305(3) 0.77489(9) 0.0459(8) Uani 1 1 d . . . . .
H19 H 0.589709 0.464590 0.794730 0.055 Uiso 1 1 calc R U . . .
C16 C 0.5503(4) 0.4716(3) 0.73944(10) 0.0447(7) Uani 1 1 d . . . . .
H16 H 0.617599 0.533491 0.735168 0.054 Uiso 1 1 calc R U . . .
C15 C 0.4658(4) 0.4197(2) 0.70951(8) 0.0357(6) Uani 1 1 d . . . . .
C14 C 0.4825(4) 0.4604(3) 0.67054(9) 0.0365(6) Uani 1 1 d . . . . .
C12 C 0.4788(4) 0.3859(3) 0.64069(9) 0.0443(7) Uani 1 1 d . . . . .
H12 H 0.471097 0.308433 0.644998 0.053 Uiso 1 1 calc R U . . .
C11 C 0.4865(5) 0.4262(3) 0.60464(10) 0.0490(8) Uani 1 1 d . . . . .
H11 H 0.485524 0.375802 0.584634 0.059 Uiso 1 1 calc R U . . .
C13 C 0.5006(4) 0.5758(3) 0.66296(9) 0.0440(7) Uani 1 1 d . . . . .
H13 H 0.507897 0.627781 0.682473 0.053 Uiso 1 1 calc R U . . .
C10 C 0.5073(5) 0.6112(3) 0.62670(11) 0.0499(8) Uani 1 1 d . . . . .
H10 H 0.520398 0.687797 0.621635 0.060 Uiso 1 1 calc R U . . .
C9 C 0.4710(7) 0.5807(4) 0.55934(12) 0.0777(14) Uani 1 1 d . . . . .
H9A H 0.468657 0.516628 0.542325 0.093 Uiso 1 1 calc R U . . .
H9B H 0.364865 0.617218 0.557587 0.093 Uiso 1 1 calc R U . . .
C8 C 0.5943(7) 0.6601(5) 0.54677(13) 0.0768(13) Uani 1 1 d . . . . .
H8A H 0.700875 0.623989 0.547082 0.092 Uiso 1 1 calc R U . . .
H8B H 0.599176 0.724769 0.563510 0.092 Uiso 1 1 calc R U . . .
C7 C 0.5505(7) 0.6990(4) 0.50730(13) 0.0751(13) Uani 1 1 d . . . . .
Fe1 Fe 0.50161(5) -0.00637(3) 0.64193(2) 0.03467(16) Uani 1 1 d . . . . .
N6 N 0.5271(5) -0.1799(3) 0.70621(9) 0.0576(8) Uani 1 1 d . . . . .
C6 C 0.5177(4) -0.1154(3) 0.68219(9) 0.0392(7) Uani 1 1 d . . . . .
N3 N 0.7986(5) -0.1208(4) 0.60528(12) 0.0755(11) Uani 1 1 d . . . . .
C3 C 0.6923(4) -0.0751(3) 0.61938(10) 0.0489(8) Uani 1 1 d . . . . .
N1 N 0.2933(4) -0.1700(3) 0.59384(10) 0.0570(8) Uani 1 1 d . . . . .
C1 C 0.3696(4) -0.1091(3) 0.61178(9) 0.0393(7) Uani 1 1 d . . . . .
N4 N 0.1857(4) 0.0940(3) 0.67434(10) 0.0611(8) Uani 1 1 d . . . . .
C4 C 0.3039(4) 0.0568(3) 0.66329(9) 0.0409(7) Uani 1 1 d . . . . .
N5 N 0.4546(6) 0.1621(3) 0.57672(10) 0.0804(12) Uani 1 1 d . . . . .
C5 C 0.4790(5) 0.1017(3) 0.60125(10) 0.0504(8) Uani 1 1 d . . . . .
N2 N 0.7086(5) 0.1561(3) 0.69105(10) 0.0647(9) Uani 1 1 d . . . . .
C2 C 0.6321(4) 0.0961(3) 0.67244(10) 0.0439(7) Uani 1 1 d . . . . .
O5 O 0.0886(5) 0.5149(3) 0.59857(15) 0.0946(12) Uani 1 1 d . . . . .
H5 H 0.043629 0.576655 0.596311 0.142 Uiso 1 1 calc R U . . .
O6 O -0.1526(4) 0.4437(4) 0.58236(13) 0.1038(14) Uani 1 1 d . . . . .
N9 N -0.0578(4) 0.1638(3) 0.57996(9) 0.0534(7) Uani 1 1 d . . . . .
C23 C -0.0215(5) 0.4349(4) 0.59727(13) 0.0672(11) Uani 1 1 d . . . . .
C24 C 0.0359(5) 0.3298(4) 0.61763(12) 0.0670(11) Uani 1 1 d . . . . .
H24A H 0.140338 0.306918 0.607609 0.080 Uiso 1 1 calc R U . . .
H24B H 0.053820 0.348281 0.643878 0.080 Uiso 1 1 calc R U . . .
C25 C -0.0803(5) 0.2310(4) 0.61496(11) 0.0657(11) Uani 1 1 d . . . . .
H25A H -0.062922 0.182175 0.636529 0.079 Uiso 1 1 calc R U . . .
H25B H -0.191927 0.258748 0.615543 0.079 Uiso 1 1 calc R U . . .
C30 C -0.1543(7) 0.1778(6) 0.54974(14) 0.096(2) Uani 1 1 d . . . . .
H30 H -0.238291 0.230878 0.550291 0.116 Uiso 1 1 calc R U . . .
C29 C -0.1318(8) 0.1158(6) 0.51806(16) 0.112(2) Uani 1 1 d . . . . .
H29 H -0.199331 0.128392 0.497202 0.135 Uiso 1 1 calc R U . . .
C26 C 0.0543(6) 0.0834(4) 0.57914(13) 0.0737(13) Uani 1 1 d . . . . .
H26 H 0.118401 0.070216 0.600513 0.088 Uiso 1 1 calc R U . . .
C27 C 0.0791(7) 0.0197(4) 0.54846(15) 0.0797(15) Uani 1 1 d . . . . .
H27 H 0.159619 -0.035959 0.549167 0.096 Uiso 1 1 calc R U . . .
C28 C -0.0117(5) 0.0353(3) 0.51633(11) 0.0524(9) Uani 1 1 d . . . . .
O8 O 0.9363(4) 0.3213(2) 0.71435(7) 0.0594(7) Uani 1 1 d . . . . .
H8C H 0.944633 0.310917 0.737881 0.089 Uiso 1 1 d R U . . .
H8D H 0.870703 0.270077 0.706721 0.089 Uiso 1 1 d R U . . .
O7 O 0.0130(4) 0.7181(3) 0.56999(9) 0.0774(9) Uani 1 1 d . . . . .
H7A H -0.053782 0.773318 0.569355 0.116 Uiso 1 1 d R U . . .
H7B H 0.104688 0.748048 0.575875 0.116 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
O4 H4 0.8200 . ?
O4 C22 1.311(4) . ?
O3 C22 1.198(4) . ?
O2 C7 1.185(6) . ?
O1 H1 0.8200 . ?
O1 C7 1.275(6) . ?
N7 C20 1.486(4) . ?
N7 C18 1.341(4) . ?
N7 C19 1.340(4) . ?
C22 C21 1.506(5) . ?
N8 C11 1.337(5) . ?
N8 C10 1.343(5) . ?
N8 C9 1.484(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C20 1.509(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C18 H18 0.9300 . ?
C18 C17 1.362(5) . ?
C17 H17 0.9300 . ?
C17 C15 1.385(4) . ?
C19 H19 0.9300 . ?
C19 C16 1.365(5) . ?
C16 H16 0.9300 . ?
C16 C15 1.401(5) . ?
C15 C14 1.481(4) . ?
C14 C12 1.382(5) . ?
C14 C13 1.398(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.375(5) . ?
C11 H11 0.9300 . ?
C13 H13 0.9300 . ?
C13 C10 1.362(5) . ?
C10 H10 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.454(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.518(6) . ?
Fe1 C6 1.933(3) . ?
Fe1 C3 1.946(4) . ?
Fe1 C1 1.937(3) . ?
Fe1 C4 1.948(4) . ?
Fe1 C5 1.940(3) . ?
Fe1 C2 1.935(3) . ?
N6 C6 1.148(4) . ?
N3 C3 1.147(5) . ?
N1 C1 1.141(4) . ?
N4 C4 1.139(5) . ?
N5 C5 1.144(5) . ?
N2 C2 1.148(5) . ?
O5 H5 0.8200 . ?
O5 C23 1.306(6) . ?
O6 C23 1.191(5) . ?
N9 C25 1.495(5) . ?
N9 C30 1.334(5) . ?
N9 C26 1.320(5) . ?
C23 C24 1.509(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.506(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C30 H30 0.9300 . ?
C30 C29 1.363(8) . ?
C29 H29 0.9300 . ?
C29 C28 1.368(6) . ?
C26 H26 0.9300 . ?
C26 C27 1.347(7) . ?
C27 H27 0.9300 . ?
C27 C28 1.366(6) . ?
C28 C28 1.449(8) 3_556 ?
O8 H8C 0.8500 . ?
O8 H8D 0.8503 . ?
O7 H7A 0.8504 . ?
O7 H7B 0.8507 . ?

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
C22 O4 H4 109.5 . . ?
C7 O1 H1 109.5 . . ?
C18 N7 C20 120.4(3) . . ?
C19 N7 C20 119.0(3) . . ?
C19 N7 C18 120.6(3) . . ?
O4 C22 C21 111.5(3) . . ?
O3 C22 O4 124.3(4) . . ?
O3 C22 C21 124.2(3) . . ?
C11 N8 C10 120.5(3) . . ?
C11 N8 C9 119.6(3) . . ?
C10 N8 C9 119.5(3) . . ?
C22 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
C22 C21 C20 114.6(3) . . ?
H21A C21 H21B 107.6 . . ?
C20 C21 H21A 108.6 . . ?
C20 C21 H21B 108.6 . . ?
N7 C20 C21 111.0(3) . . ?
N7 C20 H20A 109.4 . . ?
N7 C20 H20B 109.4 . . ?
C21 C20 H20A 109.4 . . ?
C21 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
N7 C18 H18 119.5 . . ?
N7 C18 C17 121.1(3) . . ?
C17 C18 H18 119.5 . . ?
C18 C17 H17 120.1 . . ?
C18 C17 C15 119.9(3) . . ?
C15 C17 H17 120.1 . . ?
N7 C19 H19 119.5 . . ?
N7 C19 C16 120.9(3) . . ?
C16 C19 H19 119.5 . . ?
C19 C16 H16 120.2 . . ?
C19 C16 C15 119.5(3) . . ?
C15 C16 H16 120.2 . . ?
C17 C15 C16 118.0(3) . . ?
C17 C15 C14 120.6(3) . . ?
C16 C15 C14 121.4(3) . . ?
C12 C14 C15 121.0(3) . . ?
C12 C14 C13 118.3(3) . . ?
C13 C14 C15 120.7(3) . . ?
C14 C12 H12 120.0 . . ?
C11 C12 C14 119.9(3) . . ?
C11 C12 H12 120.0 . . ?
N8 C11 C12 120.5(3) . . ?
N8 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C14 C13 H13 120.3 . . ?
C10 C13 C14 119.3(3) . . ?
C10 C13 H13 120.3 . . ?
N8 C10 C13 121.2(3) . . ?
N8 C10 H10 119.4 . . ?
C13 C10 H10 119.4 . . ?
N8 C9 H9A 108.4 . . ?
N8 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C8 C9 N8 115.4(4) . . ?
C8 C9 H9A 108.4 . . ?
C8 C9 H9B 108.4 . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
C9 C8 C7 109.3(4) . . ?
H8A C8 H8B 108.3 . . ?
C7 C8 H8A 109.8 . . ?
C7 C8 H8B 109.8 . . ?
O2 C7 O1 121.9(5) . . ?
O2 C7 C8 122.9(5) . . ?
O1 C7 C8 115.0(5) . . ?
C6 Fe1 C3 89.18(15) . . ?
C6 Fe1 C1 91.37(13) . . ?
C6 Fe1 C4 90.56(14) . . ?
C6 Fe1 C5 178.36(15) . . ?
C6 Fe1 C2 88.30(14) . . ?
C3 Fe1 C4 177.18(14) . . ?
C1 Fe1 C3 87.16(14) . . ?
C1 Fe1 C4 90.04(13) . . ?
C1 Fe1 C5 87.32(14) . . ?
C5 Fe1 C3 91.75(16) . . ?
C5 Fe1 C4 88.44(15) . . ?
C2 Fe1 C3 93.27(15) . . ?
C2 Fe1 C1 179.46(14) . . ?
C2 Fe1 C4 89.53(14) . . ?
C2 Fe1 C5 93.00(15) . . ?
N6 C6 Fe1 179.7(3) . . ?
N3 C3 Fe1 175.8(4) . . ?
N1 C1 Fe1 179.3(3) . . ?
N4 C4 Fe1 177.2(3) . . ?
N5 C5 Fe1 174.9(4) . . ?
N2 C2 Fe1 178.9(3) . . ?
C23 O5 H5 109.5 . . ?
C30 N9 C25 122.0(4) . . ?
C26 N9 C25 119.9(3) . . ?
C26 N9 C30 118.1(4) . . ?
O5 C23 C24 111.8(4) . . ?
O6 C23 O5 124.5(5) . . ?
O6 C23 C24 123.7(5) . . ?
C23 C24 H24A 108.6 . . ?
C23 C24 H24B 108.6 . . ?
H24A C24 H24B 107.6 . . ?
C25 C24 C23 114.7(4) . . ?
C25 C24 H24A 108.6 . . ?
C25 C24 H24B 108.6 . . ?
N9 C25 C24 112.2(3) . . ?
N9 C25 H25A 109.2 . . ?
N9 C25 H25B 109.2 . . ?
C24 C25 H25A 109.2 . . ?
C24 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
N9 C30 H30 119.5 . . ?
N9 C30 C29 121.1(4) . . ?
C29 C30 H30 119.5 . . ?
C30 C29 H29 119.3 . . ?
C30 C29 C28 121.3(4) . . ?
C28 C29 H29 119.3 . . ?
N9 C26 H26 118.8 . . ?
N9 C26 C27 122.4(4) . . ?
C27 C26 H26 118.8 . . ?
C26 C27 H27 119.4 . . ?
C26 C27 C28 121.2(4) . . ?
C28 C27 H27 119.4 . . ?
C29 C28 C28 122.9(4) . 3_556 ?
C27 C28 C29 115.7(4) . . ?
C27 C28 C28 121.2(4) . 3_556 ?
H8C O8 H8D 104.5 . . ?
H7A O7 H7B 104.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O4 H4 O8 0.82 1.75 2.558(4) 169.9 2_646 yes
O5 H5 O7 0.82 1.93 2.676(6) 150.6 . yes
O8 H8C N6 0.85 2.01 2.844(4) 168.4 2_656 yes
O8 H8D N2 0.85 1.96 2.812(4) 176.4 . yes
O7 H7A N3 0.85 2.17 2.892(5) 142.1 1_465 yes
O7 H7B N1 0.85 1.92 2.764(4) 171.5 1_565 yes

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
O4 C22 C21 C20 168.2(3) . . . . ?
O3 C22 C21 C20 -12.7(5) . . . . ?
N7 C18 C17 C15 -1.1(5) . . . . ?
N7 C19 C16 C15 -0.5(5) . . . . ?
C22 C21 C20 N7 -79.1(4) . . . . ?
N8 C9 C8 C7 -178.4(4) . . . . ?
C20 N7 C18 C17 -176.5(3) . . . . ?
C20 N7 C19 C16 177.3(3) . . . . ?
C18 N7 C20 C21 87.1(4) . . . . ?
C18 N7 C19 C16 -1.4(5) . . . . ?
C18 C17 C15 C16 -0.8(5) . . . . ?
C18 C17 C15 C14 180.0(3) . . . . ?
C17 C15 C14 C12 -35.6(5) . . . . ?
C17 C15 C14 C13 143.7(3) . . . . ?
C19 N7 C20 C21 -91.6(4) . . . . ?
C19 N7 C18 C17 2.2(5) . . . . ?
C19 C16 C15 C17 1.5(5) . . . . ?
C19 C16 C15 C14 -179.2(3) . . . . ?
C16 C15 C14 C12 145.2(3) . . . . ?
C16 C15 C14 C13 -35.6(5) . . . . ?
C15 C14 C12 C11 176.8(3) . . . . ?
C15 C14 C13 C10 -176.7(3) . . . . ?
C14 C12 C11 N8 -0.9(6) . . . . ?
C14 C13 C10 N8 0.6(6) . . . . ?
C12 C14 C13 C10 2.6(5) . . . . ?
C11 N8 C10 C13 -4.1(6) . . . . ?
C11 N8 C9 C8 -131.2(5) . . . . ?
C13 C14 C12 C11 -2.5(5) . . . . ?
C10 N8 C11 C12 4.2(6) . . . . ?
C10 N8 C9 C8 56.4(6) . . . . ?
C9 N8 C11 C12 -168.1(4) . . . . ?
C9 N8 C10 C13 168.3(4) . . . . ?
C9 C8 C7 O2 -3.2(9) . . . . ?
C9 C8 C7 O1 172.2(6) . . . . ?
O5 C23 C24 C25 -175.9(4) . . . . ?
O6 C23 C24 C25 5.2(7) . . . . ?
N9 C30 C29 C28 1.3(12) . . . . ?
N9 C26 C27 C28 -0.1(9) . . . . ?
C23 C24 C25 N9 84.5(5) . . . . ?
C25 N9 C30 C29 179.9(6) . . . . ?
C25 N9 C26 C27 179.6(5) . . . . ?
C30 N9 C25 C24 -98.5(5) . . . . ?
C30 N9 C26 C27 3.3(8) . . . . ?
C30 C29 C28 C27 1.8(10) . . . . ?
C30 C29 C28 C28 177.5(7) . . . 3_556 ?
C26 N9 C25 C24 85.3(5) . . . . ?
C26 N9 C30 C29 -3.9(9) . . . . ?
C26 C27 C28 C29 -2.4(9) . . . . ?
C26 C27 C28 C28 -178.2(6) . . . 3_556 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1a
_database_code_depnum_ccdc_archive 'CCDC 2338715'
loop_
_audit_author_name
_audit_author_address
'Wen-Bin Sun'
;Heilongjiang University
China
;
_audit_update_record             
;
2024-03-08 deposited with the CCDC.	2024-04-04 downloaded from the CCDC.
;
_audit_creation_date             2023-06-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C6 Fe N6), 4(H2 O), 3(C16 H18 N2 O4)'
_chemical_formula_sum            'C60 H62 Fe2 N18 O16'
_chemical_formula_weight         1402.97
_chemical_melting_point          ?
_chemical_oxdiff_formula         FeCNO
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'
Fe Fe -1.1336 3.1974 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.1584(2)
_cell_length_b                   11.8139(3)
_cell_length_c                   35.5425(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.982(2)
_cell_angle_gamma                90
_cell_volume                     3425.17(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7880
_cell_measurement_temperature    293
_cell_measurement_theta_max      75.4370
_cell_measurement_theta_min      4.4840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.053
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0947
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            27658
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.053
_diffrn_reflns_theta_max         67.053
_diffrn_reflns_theta_min         3.943
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     37.00 105.00   1.00    5.00    --  106.65 -77.00-180.00   68
  2  ω     39.00 123.00   1.00    0.50    --   48.67  30.00 -48.00   84
  3  ω     40.00  65.00   1.00    5.00    --  106.65 -57.00  90.00   25
  4  ω     94.00 177.00   1.00    5.00    --  106.65  30.00 -48.00   83
  5  ω     10.00  35.00   1.00    0.50    --   48.67 -30.00 151.00   25
  6  ω    -23.00   2.00   1.00    0.50    --   48.67 -30.00 151.00   25
  7  ω     36.00  75.00   1.00    5.00    --  106.65-125.00  60.00   39
  8  ω     78.00 110.00   1.00    5.00    --  106.65-125.00  60.00   32
  9  ω     77.00 107.00   1.00    5.00    --  106.65-125.00  30.00   30
 10  ω     40.00  74.00   1.00    5.00    --  106.65-125.00  30.00   34
 11  ω   -121.00 -54.00   1.00    0.50    --  -48.67 -30.00 151.00   67
 12  ω   -118.00 -82.00   1.00    5.00    --  -91.75 -30.00 151.00   36
 13  ω   -166.00-140.00   1.00    5.00    --  -91.75 -30.00 151.00   26
 14  ω   -166.00 -95.00   1.00    5.00    --  -91.75 -19.00-180.00   71
 15  ω    -65.00 -19.00   1.00    5.00    --  -91.75  57.00 -90.00   46
 16  ω    -66.00 -19.00   1.00    5.00    --  -91.75  57.00 -60.00   47
 17  ω    -26.00  23.00   1.00    0.50    --  -48.67  30.00 -48.00   49
 18  ω    -65.00 -19.00   1.00    5.00    --  -91.75  57.00  60.00   46
 19  ω    -66.00 -19.00   1.00    5.00    --  -91.75  57.00  90.00   47
 20  ω    -66.00 -19.00   1.00    5.00    --  -91.75  57.00 120.00   47
 21  ω    -22.00  27.00   1.00    0.50    --  -48.67  19.00  90.00   49
 22  ω     74.00 105.00   1.00    5.00    --  106.65 -94.00-133.00   31
 23  ω     97.00 133.00   1.00    5.00    --  106.65  19.00-120.00   36
 24  ω    136.00 176.00   1.00    5.00    --  106.65  19.00-120.00   40
 25  ω     34.00  60.00   1.00    5.00    --  106.65 -57.00 120.00   26
 26  ω    -52.00 -27.00   1.00    0.50    --  -48.42  94.00 -22.00   25
 27  ω   -166.00-140.00   1.00    5.00    --  -91.75 -19.00  90.00   26
 28  ω   -117.00 -79.00   1.00    5.00    --  -91.75 -19.00  90.00   38
 29  ω     37.00  65.00   1.00    5.00    --  106.65 -57.00 -60.00   28
 30  ω    -79.00 -38.00   1.00    0.50    --  -48.42  97.00  74.00   41
 31  ω    -24.00   2.00   1.00    0.50    --  -48.42  97.00  74.00   26
 32  ω   -103.00 -75.00   1.00    0.50    --  -48.42-125.00  90.00   28
 33  ω    -64.00 -28.00   1.00    5.00    --  -91.75  57.00  30.00   36
 34  ω   -165.00-116.00   1.00    5.00    --  -91.75 -38.00  60.00   49
 35  ω   -103.00 -78.00   1.00    5.00    --  -91.75 -38.00  60.00   25
 36  ω    -52.00 -19.00   1.00    5.00    --  -91.75 125.00-120.00   33
 37  ω    -85.00 -57.00   1.00    5.00    --  -91.75 125.00-120.00   28
 38  ω     64.00 105.00   1.00    5.00    --  106.65 -99.00  60.00   41
 39  ω     34.00  59.00   1.00    5.00    --  106.65-125.00 150.00   25
;
_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      -0.0781025000
_diffrn_orient_matrix_UB_12      -0.0258079000
_diffrn_orient_matrix_UB_13      0.0382238000
_diffrn_orient_matrix_UB_21      0.0500724000
_diffrn_orient_matrix_UB_22      0.1183468000
_diffrn_orient_matrix_UB_23      0.0142925000
_diffrn_orient_matrix_UB_31      -0.1645154000
_diffrn_orient_matrix_UB_32      0.0482418000
_diffrn_orient_matrix_UB_33      -0.0146397000
_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                4682
_reflns_number_total             6044
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.566
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         6044
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0572
_refine_ls_restrained_S_all      1.102
_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)+(0.0971P)²+1.6791P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1562
_refine_ls_wR_factor_ref         0.1827
_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) groups, All O(H,H) groups
2. Rigid bond restraints
 O2, C7
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
3.a Riding coordinates:
 O8(H8C,H8D), O7(H7A,H7B)
3.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C21(H21A,H21B), C24(H24A,H24B), C25(H25A,H25B), C9(H9A,H9B),
 C8(H8A,H8B)
3.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C19(H19), C18(H18), C13(H13), C12(H12), C11(H11),
 C10(H10), C30(H30), C29(H29), C26(H26), C27(H27)
3.d Tetrahedral OH refined with riding coordinates:
 O4(H4), O1(H1)
3.e Idealised tetrahedral OH refined as rotating group:
 O5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
Fe1 Fe 0.50282(7) 0.50589(4) 0.64165(2) 0.03812(19) Uani 1 1 d . . . . .
O8 O 0.4377(4) -0.6790(2) 0.21426(8) 0.0649(8) Uani 1 1 d . . . . .
H8C H 0.348246 -0.715252 0.211589 0.097 Uiso 1 1 d R U . . .
H8D H 0.452136 -0.673902 0.237949 0.097 Uiso 1 1 d R U . . .
O4 O 0.3784(4) -0.4818(3) 0.18829(10) 0.0694(8) Uani 1 1 d . . . . .
H4 H 0.400062 -0.534902 0.202366 0.104 Uiso 1 1 calc R U . . .
N7 N 0.5639(4) -0.1594(2) 0.21790(8) 0.0430(7) Uani 1 1 d . . . . .
O3 O 0.6357(4) -0.4336(3) 0.19951(11) 0.0767(9) Uani 1 1 d . . . . .
N8 N 0.5029(4) 0.0390(3) 0.40170(8) 0.0512(8) Uani 1 1 d . . . . .
N1 N 0.2965(4) 0.6694(3) 0.59303(10) 0.0612(9) Uani 1 1 d . . . . .
N9 N -0.0574(4) 1.3346(3) 0.57999(10) 0.0603(9) Uani 1 1 d . . . . .
N6 N 0.5273(5) 0.6790(3) 0.70614(9) 0.0625(9) Uani 1 1 d . . . . .
C16 C 0.6341(5) -0.1708(3) 0.28199(10) 0.0481(8) Uani 1 1 d . . . . .
H16 H 0.693297 -0.205692 0.301338 0.058 Uiso 1 1 calc R U . . .
C14 C 0.5149(4) -0.0382(3) 0.32885(10) 0.0398(7) Uani 1 1 d . . . . .
C15 C 0.5311(4) -0.0801(3) 0.28985(9) 0.0396(7) Uani 1 1 d . . . . .
O7 O 0.0163(4) 0.7816(3) 0.56912(10) 0.0851(10) Uani 1 1 d . . . . .
H7A H 0.104549 0.746274 0.574374 0.128 Uiso 1 1 d R U . . .
H7B H -0.057951 0.743834 0.579944 0.128 Uiso 1 1 d R U . . .
C17 C 0.4478(5) -0.0294(3) 0.25997(10) 0.0483(9) Uani 1 1 d . . . . .
H17 H 0.379870 0.032388 0.264143 0.058 Uiso 1 1 calc R U . . .
N2 N 0.7087(5) 0.3434(3) 0.69113(11) 0.0684(10) Uani 1 1 d . . . . .
C1 C 0.3717(4) 0.6084(3) 0.61127(10) 0.0443(8) Uani 1 1 d . . . . .
C6 C 0.5179(5) 0.6147(3) 0.68216(10) 0.0446(8) Uani 1 1 d . . . . .
C19 C 0.6481(5) -0.2081(3) 0.24607(11) 0.0489(8) Uani 1 1 d . . . . .
H19 H 0.717347 -0.268538 0.241007 0.059 Uiso 1 1 calc R U . . .
C3 C 0.3047(5) 0.4429(3) 0.66324(10) 0.0480(9) Uani 1 1 d . . . . .
N3 N 0.1862(5) 0.4059(3) 0.67452(11) 0.0680(10) Uani 1 1 d . . . . .
C18 C 0.4661(5) -0.0707(3) 0.22441(10) 0.0493(9) Uani 1 1 d . . . . .
H18 H 0.409798 -0.036718 0.204425 0.059 Uiso 1 1 calc R U . . .
C22 C 0.4998(5) -0.4109(3) 0.18856(11) 0.0515(9) Uani 1 1 d . . . . .
C4 C 0.6936(5) 0.5742(3) 0.61887(12) 0.0552(10) Uani 1 1 d . . . . .
O5 O 0.0938(5) 0.9860(4) 0.59620(16) 0.1029(14) Uani 1 1 d . . . . .
H5 H 0.051134 0.924942 0.591029 0.154 Uiso 1 1 calc R U . . .
C13 C 0.5193(5) -0.1132(3) 0.35929(10) 0.0492(9) Uani 1 1 d . . . . .
H13 H 0.526347 -0.190786 0.355150 0.059 Uiso 1 1 calc R U . . .
C12 C 0.4981(5) 0.0756(3) 0.33652(10) 0.0465(8) Uani 1 1 d . . . . .
H12 H 0.490830 0.127341 0.316851 0.056 Uiso 1 1 calc R U . . .
C20 C 0.5759(5) -0.2045(3) 0.17887(10) 0.0541(9) Uani 1 1 d . . . . .
H20A H 0.685292 -0.234004 0.175018 0.065 Uiso 1 1 calc R U . . .
H20B H 0.556683 -0.143904 0.160924 0.065 Uiso 1 1 calc R U . . .
C11 C 0.4922(5) 0.1123(3) 0.37268(11) 0.0534(9) Uani 1 1 d . . . . .
H11 H 0.480509 0.189231 0.377497 0.064 Uiso 1 1 calc R U . . .
C21 C 0.4518(5) -0.2973(3) 0.17233(12) 0.0579(10) Uani 1 1 d . . . . .
H21A H 0.433434 -0.305755 0.145446 0.069 Uiso 1 1 calc R U . . .
H21B H 0.348754 -0.274187 0.183208 0.069 Uiso 1 1 calc R U . . .
O6 O -0.1497(5) 1.0541(4) 0.58156(14) 0.1105(15) Uani 1 1 d . . . . .
N4 N 0.8006(5) 0.6196(4) 0.60481(13) 0.0821(12) Uani 1 1 d . . . . .
C28 C -0.0117(5) 1.4644(4) 0.51664(12) 0.0576(10) Uani 1 1 d . . . . .
C5 C 0.4801(6) 0.3979(3) 0.60115(11) 0.0542(10) Uani 1 1 d . . . . .
C2 C 0.6336(5) 0.4034(3) 0.67265(11) 0.0482(8) Uani 1 1 d . . . . .
C10 C 0.5132(5) -0.0720(3) 0.39511(11) 0.0539(9) Uani 1 1 d . . . . .
H10 H 0.516239 -0.122131 0.415285 0.065 Uiso 1 1 calc R U . . .
N5 N 0.4541(6) 0.3366(3) 0.57663(11) 0.0819(12) Uani 1 1 d . . . . .
C24 C 0.0390(7) 1.1691(5) 0.61696(14) 0.0763(13) Uani 1 1 d . . . . .
H24A H 0.057525 1.149849 0.643223 0.092 Uiso 1 1 calc R U . . .
H24B H 0.143007 1.193145 0.606833 0.092 Uiso 1 1 calc R U . . .
C23 C -0.0177(6) 1.0645(5) 0.59617(15) 0.0736(13) Uani 1 1 d . . . . .
C25 C -0.0795(6) 1.2665(5) 0.61466(13) 0.0727(13) Uani 1 1 d . . . . .
H25A H -0.190690 1.237576 0.615053 0.087 Uiso 1 1 calc R U . . .
H25B H -0.063629 1.314793 0.636504 0.087 Uiso 1 1 calc R U . . .
C9 C 0.5245(7) 0.0818(4) 0.44091(13) 0.0772(14) Uani 1 1 d . . . . .
H9A H 0.527102 0.017426 0.457850 0.093 Uiso 1 1 calc R U . . .
H9B H 0.630056 0.119216 0.442972 0.093 Uiso 1 1 calc R U . . .
C30 C 0.0518(7) 1.4156(4) 0.57943(15) 0.0819(15) Uani 1 1 d . . . . .
H30 H 0.113553 1.429998 0.601137 0.098 Uiso 1 1 calc R U . . .
C29 C 0.0784(8) 1.4791(4) 0.54850(17) 0.0867(17) Uani 1 1 d . . . . .
H29 H 0.160290 1.533856 0.549167 0.104 Uiso 1 1 calc R U . . .
C26 C -0.1532(7) 1.3187(6) 0.54952(16) 0.0966(19) Uani 1 1 d . . . . .
H26 H -0.235446 1.264223 0.549882 0.116 Uiso 1 1 calc R U . . .
C8 C 0.4010(7) 0.1588(5) 0.45327(13) 0.0829(15) Uani 1 1 d . . . . .
H8A H 0.294945 0.121658 0.452777 0.100 Uiso 1 1 calc R U . . .
H8B H 0.395446 0.223602 0.436545 0.100 Uiso 1 1 calc R U . . .
C27 C -0.1307(8) 1.3824(7) 0.51770(16) 0.110(2) Uani 1 1 d . . . . .
H27 H -0.196977 1.369774 0.496573 0.131 Uiso 1 1 calc R U . . .
O2 O 0.5562(7) 0.1614(5) 0.51064(13) 0.1245(17) Uani 1 1 d . U . . .
C7 C 0.4435(8) 0.1981(4) 0.49357(14) 0.0771(14) Uani 1 1 d . U . . .
O1 O 0.3532(8) 0.2742(5) 0.50566(13) 0.162(3) Uani 1 1 d . . . . .
H1 H 0.391165 0.298380 0.525609 0.244 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
Fe1 C1 1.933(4) . ?
Fe1 C6 1.932(4) . ?
Fe1 C3 1.949(4) . ?
Fe1 C4 1.942(5) . ?
Fe1 C5 1.930(4) . ?
Fe1 C2 1.944(4) . ?
O8 H8C 0.8498 . ?
O8 H8D 0.8504 . ?
O4 H4 0.8200 . ?
O4 C22 1.297(5) . ?
N7 C19 1.335(5) . ?
N7 C18 1.340(5) . ?
N7 C20 1.491(4) . ?
O3 C22 1.199(5) . ?
N8 C11 1.348(5) . ?
N8 C10 1.335(5) . ?
N8 C9 1.490(5) . ?
N1 C1 1.141(5) . ?
N9 C25 1.485(6) . ?
N9 C30 1.308(6) . ?
N9 C26 1.338(6) . ?
N6 C6 1.144(5) . ?
C16 H16 0.9300 . ?
C16 C15 1.392(5) . ?
C16 C19 1.357(5) . ?
C14 C15 1.480(5) . ?
C14 C13 1.398(5) . ?
C14 C12 1.379(5) . ?
C15 C17 1.387(5) . ?
O7 H7A 0.8501 . ?
O7 H7B 0.8500 . ?
C17 H17 0.9300 . ?
C17 C18 1.365(5) . ?
N2 C2 1.139(5) . ?
C19 H19 0.9300 . ?
C3 N3 1.140(5) . ?
C18 H18 0.9300 . ?
C22 C21 1.510(6) . ?
C4 N4 1.147(6) . ?
O5 H5 0.8200 . ?
O5 C23 1.299(6) . ?
C13 H13 0.9300 . ?
C13 C10 1.365(5) . ?
C12 H12 0.9300 . ?
C12 C11 1.358(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.507(6) . ?
C11 H11 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
O6 C23 1.194(6) . ?
C28 C28 1.466(9) 3_586 ?
C28 C29 1.351(7) . ?
C28 C27 1.373(7) . ?
C5 N5 1.150(5) . ?
C10 H10 0.9300 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C23 1.508(7) . ?
C24 C25 1.504(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.432(7) . ?
C30 H30 0.9300 . ?
C30 C29 1.352(8) . ?
C29 H29 0.9300 . ?
C26 H26 0.9300 . ?
C26 C27 1.373(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.540(7) . ?
C27 H27 0.9300 . ?
O2 C7 1.176(7) . ?
C7 O1 1.244(7) . ?
O1 H1 0.8200 . ?

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
C1 Fe1 C3 90.27(15) . . ?
C1 Fe1 C4 86.93(16) . . ?
C1 Fe1 C2 179.42(15) . . ?
C6 Fe1 C1 91.54(14) . . ?
C6 Fe1 C3 90.20(15) . . ?
C6 Fe1 C4 89.60(16) . . ?
C6 Fe1 C2 87.96(15) . . ?
C4 Fe1 C3 177.19(16) . . ?
C4 Fe1 C2 93.37(17) . . ?
C5 Fe1 C1 87.28(16) . . ?
C5 Fe1 C6 178.14(17) . . ?
C5 Fe1 C3 88.37(17) . . ?
C5 Fe1 C4 91.77(18) . . ?
C5 Fe1 C2 93.21(16) . . ?
C2 Fe1 C3 89.42(16) . . ?
H8C O8 H8D 104.5 . . ?
C22 O4 H4 109.5 . . ?
C19 N7 C18 120.5(3) . . ?
C19 N7 C20 120.1(3) . . ?
C18 N7 C20 119.3(3) . . ?
C11 N8 C9 120.2(3) . . ?
C10 N8 C11 120.0(3) . . ?
C10 N8 C9 119.4(3) . . ?
C30 N9 C25 120.1(4) . . ?
C30 N9 C26 118.6(4) . . ?
C26 N9 C25 121.2(4) . . ?
C15 C16 H16 120.0 . . ?
C19 C16 H16 120.0 . . ?
C19 C16 C15 120.0(3) . . ?
C13 C14 C15 120.8(3) . . ?
C12 C14 C15 121.5(3) . . ?
C12 C14 C13 117.8(3) . . ?
C16 C15 C14 120.6(3) . . ?
C17 C15 C16 117.9(3) . . ?
C17 C15 C14 121.5(3) . . ?
H7A O7 H7B 104.5 . . ?
C15 C17 H17 120.2 . . ?
C18 C17 C15 119.6(3) . . ?
C18 C17 H17 120.2 . . ?
N1 C1 Fe1 178.9(4) . . ?
N6 C6 Fe1 179.8(4) . . ?
N7 C19 C16 121.0(3) . . ?
N7 C19 H19 119.5 . . ?
C16 C19 H19 119.5 . . ?
N3 C3 Fe1 177.4(4) . . ?
N7 C18 C17 120.9(3) . . ?
N7 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
O4 C22 C21 112.2(4) . . ?
O3 C22 O4 124.0(4) . . ?
O3 C22 C21 123.7(4) . . ?
N4 C4 Fe1 176.0(4) . . ?
C23 O5 H5 109.5 . . ?
C14 C13 H13 120.2 . . ?
C10 C13 C14 119.7(3) . . ?
C10 C13 H13 120.2 . . ?
C14 C12 H12 119.9 . . ?
C11 C12 C14 120.3(3) . . ?
C11 C12 H12 119.9 . . ?
N7 C20 H20A 109.6 . . ?
N7 C20 H20B 109.6 . . ?
N7 C20 C21 110.4(3) . . ?
H20A C20 H20B 108.1 . . ?
C21 C20 H20A 109.6 . . ?
C21 C20 H20B 109.6 . . ?
N8 C11 C12 121.0(3) . . ?
N8 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C22 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
C20 C21 C22 114.7(4) . . ?
C20 C21 H21A 108.6 . . ?
C20 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
C29 C28 C28 121.8(5) . 3_586 ?
C29 C28 C27 116.3(5) . . ?
C27 C28 C28 121.9(5) . 3_586 ?
N5 C5 Fe1 174.6(4) . . ?
N2 C2 Fe1 179.1(4) . . ?
N8 C10 C13 121.2(3) . . ?
N8 C10 H10 119.4 . . ?
C13 C10 H10 119.4 . . ?
H24A C24 H24B 107.6 . . ?
C23 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C25 C24 H24B 108.7 . . ?
C25 C24 C23 114.1(4) . . ?
O5 C23 C24 112.1(5) . . ?
O6 C23 O5 123.6(5) . . ?
O6 C23 C24 124.3(5) . . ?
N9 C25 C24 111.9(4) . . ?
N9 C25 H25A 109.2 . . ?
N9 C25 H25B 109.2 . . ?
C24 C25 H25A 109.2 . . ?
C24 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
N8 C9 H9A 108.4 . . ?
N8 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C8 C9 N8 115.5(4) . . ?
C8 C9 H9A 108.4 . . ?
C8 C9 H9B 108.4 . . ?
N9 C30 H30 118.7 . . ?
N9 C30 C29 122.5(4) . . ?
C29 C30 H30 118.7 . . ?
C28 C29 C30 121.2(5) . . ?
C28 C29 H29 119.4 . . ?
C30 C29 H29 119.4 . . ?
N9 C26 H26 119.8 . . ?
N9 C26 C27 120.3(5) . . ?
C27 C26 H26 119.8 . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
C9 C8 C7 109.2(5) . . ?
H8A C8 H8B 108.3 . . ?
C7 C8 H8A 109.8 . . ?
C7 C8 H8B 109.8 . . ?
C28 C27 C26 120.9(5) . . ?
C28 C27 H27 119.5 . . ?
C26 C27 H27 119.5 . . ?
O2 C7 C8 122.1(5) . . ?
O2 C7 O1 123.4(6) . . ?
O1 C7 C8 114.5(5) . . ?
C7 O1 H1 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 C22 C21 C20 168.3(3) . . . . ?
N7 C20 C21 C22 -79.0(4) . . . . ?
O3 C22 C21 C20 -13.5(6) . . . . ?
N8 C9 C8 C7 -178.1(4) . . . . ?
N9 C30 C29 C28 2.4(10) . . . . ?
N9 C26 C27 C28 -1.0(11) . . . . ?
C16 C15 C17 C18 1.4(5) . . . . ?
C14 C15 C17 C18 -180.0(3) . . . . ?
C14 C13 C10 N8 0.1(6) . . . . ?
C14 C12 C11 N8 0.2(6) . . . . ?
C15 C16 C19 N7 -0.2(6) . . . . ?
C15 C14 C13 C10 176.4(4) . . . . ?
C15 C14 C12 C11 -176.5(4) . . . . ?
C15 C17 C18 N7 -0.2(6) . . . . ?
C19 N7 C18 C17 -1.2(5) . . . . ?
C19 N7 C20 C21 87.4(4) . . . . ?
C19 C16 C15 C14 -179.8(3) . . . . ?
C19 C16 C15 C17 -1.2(5) . . . . ?
C18 N7 C19 C16 1.4(5) . . . . ?
C18 N7 C20 C21 -91.7(4) . . . . ?
C13 C14 C15 C16 -35.8(5) . . . . ?
C13 C14 C15 C17 145.6(4) . . . . ?
C13 C14 C12 C11 2.3(6) . . . . ?
C12 C14 C15 C16 143.0(4) . . . . ?
C12 C14 C15 C17 -35.6(5) . . . . ?
C12 C14 C13 C10 -2.4(6) . . . . ?
C20 N7 C19 C16 -177.6(3) . . . . ?
C20 N7 C18 C17 177.8(4) . . . . ?
C11 N8 C10 C13 2.5(6) . . . . ?
C11 N8 C9 C8 56.9(7) . . . . ?
C28 C28 C29 C30 177.7(6) 3_586 . . . ?
C28 C28 C27 C26 -178.3(7) 3_586 . . . ?
C10 N8 C11 C12 -2.6(6) . . . . ?
C10 N8 C9 C8 -130.7(5) . . . . ?
C23 C24 C25 N9 -84.9(5) . . . . ?
C25 N9 C30 C29 179.1(6) . . . . ?
C25 N9 C26 C27 -179.9(6) . . . . ?
C25 C24 C23 O5 174.6(5) . . . . ?
C25 C24 C23 O6 -6.0(8) . . . . ?
C9 N8 C11 C12 169.7(4) . . . . ?
C9 N8 C10 C13 -169.9(4) . . . . ?
C9 C8 C7 O2 -4.3(9) . . . . ?
C9 C8 C7 O1 172.9(6) . . . . ?
C30 N9 C25 C24 -85.5(5) . . . . ?
C30 N9 C26 C27 3.4(9) . . . . ?
C29 C28 C27 C26 -0.8(10) . . . . ?
C26 N9 C25 C24 97.9(6) . . . . ?
C26 N9 C30 C29 -4.2(9) . . . . ?
C27 C28 C29 C30 0.2(9) . . . . ?

_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 2.004
_oxdiff_exptl_absorpt_empirical_full_min 0.797
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 2338716'
loop_
_audit_author_name
_audit_author_address
'Wen-Bin Sun'
;Heilongjiang University
China
;
_audit_update_record             
;
2024-03-08 deposited with the CCDC.	2024-04-04 downloaded from the CCDC.
;
_audit_creation_date             2023-03-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C6 Co N6), 4(H2 O), 3(C16 H16 N2 O4)'
_chemical_formula_sum            'C60 H56 Co2 N18 O16'
_chemical_formula_weight         1403.08
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.0593(4)
_cell_length_b                   11.7604(5)
_cell_length_c                   35.7418(17)
_cell_angle_alpha                90
_cell_angle_beta                 91.528(2)
_cell_angle_gamma                90
_cell_volume                     3386.4(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8106
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      24.89
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.935
_exptl_absorpt_coefficient_mu    0.568
_exptl_absorpt_correction_T_max  0.0276
_exptl_absorpt_correction_T_min  0.0111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0728 before and 0.0652 after correction.
The Ratio of minimum to maximum transmission is 0.4022.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            51654
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         1.823
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5320
_reflns_number_total             5950
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.310
_refine_diff_density_min         -0.770
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.178
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     510
_refine_ls_number_reflns         5950
_refine_ls_number_restraints     278
_refine_ls_R_factor_all          0.1089
_refine_ls_R_factor_gt           0.1007
_refine_ls_restrained_S_all      1.225
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0976P)²+15.4586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2458
_refine_ls_wR_factor_ref         0.2522
_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. Restrained distances
 O4-N2_$1
 3.5 with sigma of 0.02
 C17A-C16A \\sim C16-C15
 with sigma of 0.02
 O4A-C15A \\sim O4-C15
 with sigma of 0.02
 N8-C17 \\sim N8-C17A
 with sigma of 0.02
 C17A-C16A \\sim C17-C16
 with sigma of 0.02
 C16A-C15A \\sim C16-C15
 with sigma of 0.02
 O5A-C15A \\sim O5-C15
 with sigma of 0.02
 N7-C10A \\sim N7-C10 \\sim N7-C13 \\sim N7-C13A
 with sigma of 0.02
 C11-C10 \\sim C11A-C10A \\sim C12-C11A \\sim C12-C11 \\sim C14-C12 \\sim
C14A-C12 \\sim C14A-C13A ~
 C14-C13
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O4 \\sim O5 \\sim C15 \\sim C16 \\sim C17 \\sim O4A \\sim O5A \\sim C15A \\sim
C16A \\sim C17A \\sim N8: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C10A \\sim C11A \\sim C14A
\\sim C13A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
4. Rigid body (RIGU) restrains
 C17A, C16, O4, C15, O5, N8
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 N8, C17, C16A, C15A, O5A, O4A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5. Others
 Sof(O4A)=Sof(O5A)=Sof(C15A)=Sof(C16A)=Sof(H16C)=Sof(H16D)=Sof(C17A)=Sof(H17C)=
 Sof(H17D)=1-FVAR(1)
 Sof(O4)=Sof(O5)=Sof(C15)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(C17)=Sof(H17A)=
 Sof(H17B)=FVAR(1)
 Sof(C13A)=Sof(H13A)=Sof(C14A)=Sof(H14A)=Sof(C11A)=Sof(H11A)=Sof(C10A)=
 Sof(H10A)=1-FVAR(2)
 Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C11)=Sof(H11)=Sof(C10)=Sof(H10)=FVAR(2)
6.a Free rotating group:
 O1(H1A,H1B), O8(H8C,H8D)
6.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C16(H16A,H16B), C17(H17A,H17B), C28(H28A,H28B),
 C29(H29A,H29B), C16A(H16C,H16D), C17A(H17C,H17D)
6.c Aromatic/amide H refined with riding coordinates:
 C13A(H13A), C14A(H14A), C11A(H11A), C10A(H10A), C13(H13), C14(H14), C11(H11),
 C10(H10), C18(H18), C19(H19), C20(H20), C21(H21), C24(H24), C25(H25), C26(H26),
  C27(H27)
6.d Fitted hexagon refined as free rotating group:
 N7(C13A,C14A,C12,C11A,C10A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.49902(10) 0.50574(6) 0.35718(2) 0.0325(3) Uani 1 1 d . . . . .
N1 N 0.2904(7) 0.3440(5) 0.30907(16) 0.0490(14) Uani 1 1 d . . . . .
N2 N 0.5330(13) 0.3391(5) 0.41976(19) 0.087(3) Uani 1 1 d . . . . .
N3 N 0.2037(8) 0.6175(7) 0.39307(19) 0.0671(19) Uani 1 1 d . . . . .
N4 N 0.7069(6) 0.6690(4) 0.40488(16) 0.0436(13) Uani 1 1 d . . . . .
N5 N 0.4754(7) 0.6775(4) 0.29365(14) 0.0392(12) Uani 1 1 d . . . . .
N6 N 0.8171(7) 0.4046(5) 0.32607(16) 0.0457(13) Uani 1 1 d . . . . .
C1 C 0.3104(8) 0.5726(6) 0.37884(18) 0.0419(15) Uani 1 1 d . . . . .
C2 C 0.5186(10) 0.3992(5) 0.3970(2) 0.0516(18) Uani 1 1 d . . . . .
C3 C 0.6952(8) 0.4428(5) 0.33688(17) 0.0369(14) Uani 1 1 d . . . . .
C4 C 0.4855(7) 0.6129(5) 0.31752(16) 0.0310(12) Uani 1 1 d . . . . .
C5 C 0.6305(7) 0.6066(5) 0.38633(16) 0.0331(13) Uani 1 1 d . . . . .
C6 C 0.3691(8) 0.4045(5) 0.32769(18) 0.0393(14) Uani 1 1 d . . . . .
O1 O 0.9927(6) 0.7775(5) 0.42800(15) 0.0620(14) Uani 1 1 d G . . . .
H1A H 0.899126 0.743575 0.422817 0.093 Uiso 1 1 d G U . . .
H1B H 0.993742 0.843771 0.417256 0.093 Uiso 1 1 d G U . . .
O2 O -0.0845(7) -0.0227(6) 0.39896(16) 0.0706(16) Uani 1 1 d . . . . .
O3 O 0.1524(6) 0.0557(6) 0.41882(16) 0.0704(16) Uani 1 1 d . . . . .
N7 N 0.0559(6) 0.3324(5) 0.41963(12) 0.0463(14) Uani 1 1 d DG . . . .
C13A C -0.006(2) 0.4425(7) 0.41637(13) 0.051(4) Uani 0.273(12) 1 d DG U P A 2
H13A H -0.032482 0.473040 0.392350 0.061 Uiso 0.273(12) 1 calc R U P A 2
C14A C -0.028(2) 0.5078(7) 0.44824(16) 0.050(3) Uani 0.273(12) 1 d DG U P A 2
H14A H -0.070452 0.583020 0.446005 0.060 Uiso 0.273(12) 1 calc R U P A 2
C12 C 0.0108(7) 0.4631(5) 0.48338(13) 0.0461(14) Uani 1 1 d DG U . A .
C11A C 0.072(2) 0.3531(8) 0.48665(11) 0.051(3) Uani 0.273(12) 1 d DG U P A 2
H11A H 0.099156 0.322517 0.510664 0.061 Uiso 0.273(12) 1 calc R U P A 2
C10A C 0.095(2) 0.2877(7) 0.45478(14) 0.053(3) Uani 0.273(12) 1 d DG U P A 2
H10A H 0.137127 0.212534 0.457010 0.063 Uiso 0.273(12) 1 calc R U P A 2
C13 C -0.0619(13) 0.4140(8) 0.4213(3) 0.048(2) Uani 0.727(12) 1 d D U P A 1
H13 H -0.130440 0.427147 0.399694 0.058 Uiso 0.727(12) 1 calc R U P A 1
C14 C -0.0877(13) 0.4786(8) 0.4524(2) 0.047(2) Uani 0.727(12) 1 d D U P A 1
H14 H -0.173798 0.533851 0.452387 0.056 Uiso 0.727(12) 1 calc R U P A 1
C11 C 0.1518(12) 0.3985(9) 0.4812(3) 0.053(2) Uani 0.727(12) 1 d D U P A 1
H11 H 0.234286 0.398250 0.500648 0.064 Uiso 0.727(12) 1 calc R U P A 1
C10 C 0.1681(12) 0.3338(10) 0.4493(2) 0.052(2) Uani 0.727(12) 1 d D U P A 1
H10 H 0.263610 0.286827 0.447736 0.063 Uiso 0.727(12) 1 calc R U P A 1
C7 C 0.0220(9) 0.0627(8) 0.40218(19) 0.056(2) Uani 1 1 d . . . . .
C8 C -0.0380(9) 0.1674(7) 0.38177(19) 0.0552(19) Uani 1 1 d . . . . .
H8A H -0.146891 0.189682 0.391628 0.066 Uiso 1 1 calc R U . . .
H8B H -0.054981 0.148500 0.354947 0.066 Uiso 1 1 calc R U . . .
C9 C 0.0795(8) 0.2683(7) 0.38513(18) 0.0528(18) Uani 1 1 d . . . . .
H9A H 0.195528 0.240739 0.384605 0.063 Uiso 1 1 calc R U . . .
H9B H 0.060836 0.319276 0.363381 0.063 Uiso 1 1 calc R U . . .
O4 O 0.6512(11) 1.2848(8) 0.4972(2) 0.052(2) Uani 0.533(6) 1 d D U P B 1
O5 O 0.4314(12) 1.1698(8) 0.4906(2) 0.056(3) Uani 0.533(6) 1 d D U P B 1
O6 O 0.6269(5) 0.5194(4) 0.81181(13) 0.0424(10) Uani 1 1 d . . . . .
O7 O 0.3635(5) 0.5702(4) 0.79959(13) 0.0427(10) Uani 1 1 d . . . . .
N8 N 0.5038(6) 1.0361(4) 0.59763(14) 0.0359(11) Uani 1 1 d D U . . .
N9 N 0.4334(6) 0.8456(4) 0.78092(13) 0.0326(10) Uani 1 1 d . . . . .
C15 C 0.5467(14) 1.2069(9) 0.5083(3) 0.039(2) Uani 0.533(6) 1 d D U P B 1
C16 C 0.5925(14) 1.1672(9) 0.5472(3) 0.036(2) Uani 0.533(6) 1 d D U P B 1
H16A H 0.597397 1.232777 0.564561 0.043 Uiso 0.533(6) 1 calc R U P B 1
H16B H 0.702889 1.130246 0.547433 0.043 Uiso 0.533(6) 1 calc R U P B 1
C17 C 0.4622(15) 1.0837(11) 0.5593(3) 0.037(2) Uani 0.533(6) 1 d D U P B 1
H17A H 0.352995 1.122151 0.559708 0.045 Uiso 0.533(6) 1 calc R U P B 1
H17B H 0.454067 1.020621 0.540985 0.045 Uiso 0.533(6) 1 calc R U P B 1
C18 C 0.5102(7) 1.1121(5) 0.62554(16) 0.0330(12) Uani 1 1 d . . . . .
H18 H 0.524157 1.190493 0.620040 0.040 Uiso 1 1 calc R U . . .
C19 C 0.4968(7) 1.0775(5) 0.66215(17) 0.0329(12) Uani 1 1 d . . . . .
H19 H 0.499328 1.131858 0.681818 0.040 Uiso 1 1 calc R U . . .
C20 C 0.4913(7) 0.9240(5) 0.60489(16) 0.0343(13) Uani 1 1 d . . . . .
H20 H 0.491038 0.870942 0.584841 0.041 Uiso 1 1 calc R U . . .
C21 C 0.4792(7) 0.8862(5) 0.64064(15) 0.0311(12) Uani 1 1 d . . . . .
H21 H 0.470497 0.806985 0.645416 0.037 Uiso 1 1 calc R U . . .
C22 C 0.4796(6) 0.9624(5) 0.67013(16) 0.0296(12) Uani 1 1 d . . . . .
C23 C 0.4629(6) 0.9226(5) 0.70919(16) 0.0300(12) Uani 1 1 d . . . . .
C24 C 0.5465(7) 0.9754(5) 0.73913(17) 0.0344(13) Uani 1 1 d . . . . .
H24 H 0.615483 1.039243 0.734719 0.041 Uiso 1 1 calc R U . . .
C25 C 0.5300(7) 0.9362(5) 0.77432(17) 0.0363(13) Uani 1 1 d . . . . .
H25 H 0.586980 0.972916 0.794559 0.044 Uiso 1 1 calc R U . . .
C26 C 0.3612(7) 0.8306(5) 0.71709(17) 0.0337(13) Uani 1 1 d . . . . .
H26 H 0.301405 0.793201 0.697414 0.040 Uiso 1 1 calc R U . . .
C27 C 0.3472(7) 0.7940(5) 0.75324(16) 0.0331(12) Uani 1 1 d . . . . .
H27 H 0.276179 0.732047 0.758675 0.040 Uiso 1 1 calc R U . . .
C28 C 0.4264(7) 0.7996(5) 0.81993(16) 0.0359(13) Uani 1 1 d . . . . .
H28A H 0.314160 0.768886 0.824213 0.043 Uiso 1 1 calc R U . . .
H28B H 0.447330 0.861955 0.838072 0.043 Uiso 1 1 calc R U . . .
C29 C 0.5539(7) 0.7068(5) 0.82634(16) 0.0353(13) Uani 1 1 d . . . . .
H29A H 0.658564 0.730097 0.814672 0.042 Uiso 1 1 calc R U . . .
H29B H 0.576496 0.699343 0.853587 0.042 Uiso 1 1 calc R U . . .
C30 C 0.5037(7) 0.5923(5) 0.81106(16) 0.0343(13) Uani 1 1 d . . . . .
O8 O 0.9388(5) 0.8222(3) 0.71423(11) 0.0386(10) Uani 1 1 d G . . . .
H8C H 0.956002 0.817682 0.738321 0.058 Uiso 1 1 d G U . . .
H8D H 0.859798 0.773507 0.709449 0.058 Uiso 1 1 d G U . . .
O4A O 0.1281(13) 1.0689(9) 0.5082(2) 0.051(3) Uani 0.467(6) 1 d D U P B 2
O5A O 0.2881(18) 0.9305(9) 0.5331(3) 0.073(4) Uani 0.467(6) 1 d D U P B 2
C15A C 0.2652(16) 1.0306(10) 0.5262(3) 0.042(3) Uani 0.467(6) 1 d D U P B 2
C16A C 0.3909(15) 1.1173(11) 0.5381(4) 0.039(2) Uani 0.467(6) 1 d D U P B 2
H16C H 0.338120 1.171891 0.555248 0.047 Uiso 0.467(6) 1 calc R U P B 2
H16D H 0.425038 1.160198 0.515778 0.047 Uiso 0.467(6) 1 calc R U P B 2
C17A C 0.5426(18) 1.0696(13) 0.5573(3) 0.039(2) Uani 0.467(6) 1 d D U P B 2
H17C H 0.632501 1.126930 0.557485 0.046 Uiso 0.467(6) 1 calc R U P B 2
H17D H 0.581009 1.001943 0.543509 0.046 Uiso 0.467(6) 1 calc R U P B 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 C1 1.895(7) . ?
Co1 C2 1.899(7) . ?
Co1 C3 1.907(7) . ?
Co1 C4 1.897(6) . ?
Co1 C5 1.886(6) . ?
Co1 C6 1.889(6) . ?
N1 C6 1.153(8) . ?
N2 C2 1.082(9) . ?
N3 C1 1.141(9) . ?
N4 C5 1.156(8) . ?
N5 C4 1.144(7) . ?
N6 C3 1.156(8) . ?
O1 H1A 0.8691 . ?
O1 H1B 0.8692 . ?
O2 C7 1.324(10) . ?
O3 C7 1.197(8) . ?
N7 C13A 1.3900 . ?
N7 C10A 1.3900 . ?
N7 C13 1.352(9) . ?
N7 C10 1.375(9) . ?
N7 C9 1.463(8) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.3900 . ?
C14A H14A 0.9500 . ?
C14A C12 1.3900 . ?
C12 C12 1.485(8) 3_566 ?
C12 C11A 1.3900 . ?
C12 C14 1.356(9) . ?
C12 C11 1.371(9) . ?
C11A H11A 0.9500 . ?
C11A C10A 1.3900 . ?
C10A H10A 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.368(10) . ?
C14 H14 0.9500 . ?
C11 H11 0.9500 . ?
C11 C10 1.378(10) . ?
C10 H10 0.9500 . ?
C7 C8 1.504(11) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.521(11) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
O4 C15 1.313(12) . ?
O5 C15 1.192(12) . ?
O6 C30 1.311(7) . ?
O7 C30 1.220(7) . ?
N8 C17 1.509(11) . ?
N8 C18 1.339(8) . ?
N8 C20 1.348(7) . ?
N8 C17A 1.534(12) . ?
N9 C25 1.345(8) . ?
N9 C27 1.339(7) . ?
N9 C28 1.498(7) . ?
C15 C16 1.503(11) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.510(12) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18 0.9500 . ?
C18 C19 1.377(8) . ?
C19 H19 0.9500 . ?
C19 C22 1.390(8) . ?
C20 H20 0.9500 . ?
C20 C21 1.359(8) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(8) . ?
C22 C23 1.482(8) . ?
C23 C24 1.395(8) . ?
C23 C26 1.390(8) . ?
C24 H24 0.9500 . ?
C24 C25 1.349(8) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.369(8) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.512(8) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.504(8) . ?
O8 H8C 0.8700 . ?
O8 H8D 0.8700 . ?
O4A C15A 1.341(14) . ?
O5A C15A 1.216(14) . ?
C15A C16A 1.492(13) . ?
C16A H16C 0.9900 . ?
C16A H16D 0.9900 . ?
C16A C17A 1.495(13) . ?
C17A H17C 0.9900 . ?
C17A H17D 0.9900 . ?

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
C1 Co1 C2 91.1(3) . . ?
C1 Co1 C3 177.3(3) . . ?
C1 Co1 C4 89.9(3) . . ?
C2 Co1 C3 88.6(3) . . ?
C4 Co1 C2 178.5(3) . . ?
C4 Co1 C3 90.3(2) . . ?
C5 Co1 C1 87.6(3) . . ?
C5 Co1 C2 88.1(3) . . ?
C5 Co1 C3 89.7(2) . . ?
C5 Co1 C4 90.9(2) . . ?
C5 Co1 C6 179.5(3) . . ?
C6 Co1 C1 92.9(3) . . ?
C6 Co1 C2 92.0(3) . . ?
C6 Co1 C3 89.8(3) . . ?
C6 Co1 C4 88.9(2) . . ?
N3 C1 Co1 175.6(7) . . ?
N2 C2 Co1 178.5(9) . . ?
N6 C3 Co1 177.1(5) . . ?
N5 C4 Co1 179.2(5) . . ?
N4 C5 Co1 177.9(6) . . ?
N1 C6 Co1 178.7(6) . . ?
H1A O1 H1B 109.6 . . ?
C13A N7 C10A 120.0 . . ?
C13A N7 C9 117.6(4) . . ?
C10A N7 C9 122.4(4) . . ?
C13 N7 C10 114.0(7) . . ?
C13 N7 C9 120.7(6) . . ?
C10 N7 C9 123.9(6) . . ?
N7 C13A H13A 120.0 . . ?
N7 C13A C14A 120.0 . . ?
C14A C13A H13A 120.0 . . ?
C13A C14A H14A 120.0 . . ?
C12 C14A C13A 120.0 . . ?
C12 C14A H14A 120.0 . . ?
C14A C12 C12 118.2(7) . 3_566 ?
C14A C12 C11A 120.0 . . ?
C11A C12 C12 121.7(7) . 3_566 ?
C14 C12 C12 119.7(8) . 3_566 ?
C14 C12 C11 119.7(7) . . ?
C11 C12 C12 119.0(8) . 3_566 ?
C12 C11A H11A 120.0 . . ?
C10A C11A C12 120.0 . . ?
C10A C11A H11A 120.0 . . ?
N7 C10A H10A 120.0 . . ?
C11A C10A N7 120.0 . . ?
C11A C10A H10A 120.0 . . ?
N7 C13 H13 118.2 . . ?
N7 C13 C14 123.5(8) . . ?
C14 C13 H13 118.2 . . ?
C12 C14 C13 119.3(8) . . ?
C12 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C12 C11 H11 121.6 . . ?
C12 C11 C10 116.8(8) . . ?
C10 C11 H11 121.6 . . ?
N7 C10 C11 124.6(8) . . ?
N7 C10 H10 117.7 . . ?
C11 C10 H10 117.7 . . ?
O2 C7 C8 112.3(6) . . ?
O3 C7 O2 123.3(8) . . ?
O3 C7 C8 124.3(8) . . ?
C7 C8 H8A 108.7 . . ?
C7 C8 H8B 108.7 . . ?
C7 C8 C9 114.1(6) . . ?
H8A C8 H8B 107.6 . . ?
C9 C8 H8A 108.7 . . ?
C9 C8 H8B 108.7 . . ?
N7 C9 C8 112.0(5) . . ?
N7 C9 H9A 109.2 . . ?
N7 C9 H9B 109.2 . . ?
C8 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C18 N8 C17 115.6(7) . . ?
C18 N8 C20 120.7(5) . . ?
C18 N8 C17A 121.6(7) . . ?
C20 N8 C17 121.4(7) . . ?
C20 N8 C17A 116.7(7) . . ?
C25 N9 C28 119.0(5) . . ?
C27 N9 C25 121.4(5) . . ?
C27 N9 C28 119.5(5) . . ?
O4 C15 C16 110.6(9) . . ?
O5 C15 O4 126.3(9) . . ?
O5 C15 C16 123.1(10) . . ?
C15 C16 H16A 110.1 . . ?
C15 C16 H16B 110.1 . . ?
C15 C16 C17 108.1(9) . . ?
H16A C16 H16B 108.4 . . ?
C17 C16 H16A 110.1 . . ?
C17 C16 H16B 110.1 . . ?
N8 C17 C16 111.2(8) . . ?
N8 C17 H17A 109.4 . . ?
N8 C17 H17B 109.4 . . ?
C16 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
N8 C18 H18 119.7 . . ?
N8 C18 C19 120.5(5) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C22 119.5(5) . . ?
C22 C19 H19 120.2 . . ?
N8 C20 H20 119.7 . . ?
N8 C20 C21 120.6(5) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.4(5) . . ?
C22 C21 H21 119.8 . . ?
C19 C22 C23 120.9(5) . . ?
C21 C22 C19 118.2(5) . . ?
C21 C22 C23 120.9(5) . . ?
C24 C23 C22 121.8(5) . . ?
C26 C23 C22 120.4(5) . . ?
C26 C23 C24 117.7(5) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.4(5) . . ?
C25 C24 H24 119.8 . . ?
N9 C25 C24 120.4(5) . . ?
N9 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C23 C26 H26 120.0 . . ?
C27 C26 C23 120.0(5) . . ?
C27 C26 H26 120.0 . . ?
N9 C27 C26 120.0(5) . . ?
N9 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
N9 C28 H28A 109.4 . . ?
N9 C28 H28B 109.4 . . ?
N9 C28 C29 111.0(5) . . ?
H28A C28 H28B 108.0 . . ?
C29 C28 H28A 109.4 . . ?
C29 C28 H28B 109.4 . . ?
C28 C29 H29A 108.6 . . ?
C28 C29 H29B 108.6 . . ?
H29A C29 H29B 107.6 . . ?
C30 C29 C28 114.6(5) . . ?
C30 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
O6 C30 C29 112.5(5) . . ?
O7 C30 O6 124.1(6) . . ?
O7 C30 C29 123.4(5) . . ?
H8C O8 H8D 104.5 . . ?
O4A C15A C16A 116.9(10) . . ?
O5A C15A O4A 122.7(12) . . ?
O5A C15A C16A 120.4(12) . . ?
C15A C16A H16C 108.6 . . ?
C15A C16A H16D 108.6 . . ?
C15A C16A C17A 114.5(11) . . ?
H16C C16A H16D 107.6 . . ?
C17A C16A H16C 108.6 . . ?
C17A C16A H16D 108.6 . . ?
N8 C17A H17C 109.7 . . ?
N8 C17A H17D 109.7 . . ?
C16A C17A N8 110.0(10) . . ?
C16A C17A H17C 109.7 . . ?
C16A C17A H17D 109.7 . . ?
H17C C17A H17D 108.2 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1A N4 0.87 1.88 2.742(7) 172.2 . yes
O1 H1B O2 0.87 1.81 2.637(8) 158.7 1_665 yes
O8 H8C N5 0.87 1.98 2.846(6) 173.1 4_676 yes
O8 H8D N1 0.87 1.94 2.800(7) 169.0 3_666 yes

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
O2 C7 C8 C9 179.2(6) . . . . ?
O3 C7 C8 C9 -2.3(10) . . . . ?
N7 C13A C14A C12 0.0 . . . . ?
N7 C13 C14 C12 1.4(15) . . . . ?
C13A N7 C10A C11A 0.0 . . . . ?
C13A N7 C9 C8 -113.4(10) . . . . ?
C13A C14A C12 C12 178.3(9) . . . 3_566 ?
C13A C14A C12 C11A 0.0 . . . . ?
C14A C12 C11A C10A 0.0 . . . . ?
C12 C12 C11A C10A -178.3(9) 3_566 . . . ?
C12 C12 C14 C13 176.9(11) 3_566 . . . ?
C12 C12 C11 C10 -178.3(11) 3_566 . . . ?
C12 C11A C10A N7 0.0 . . . . ?
C12 C11 C10 N7 1.9(15) . . . . ?
C10A N7 C13A C14A 0.0 . . . . ?
C10A N7 C9 C8 67.6(11) . . . . ?
C13 N7 C10 C11 9.9(13) . . . . ?
C13 N7 C9 C8 -84.9(9) . . . . ?
C14 C12 C11 C10 -12.8(13) . . . . ?
C11 C12 C14 C13 11.5(14) . . . . ?
C10 N7 C13 C14 -11.5(13) . . . . ?
C10 N7 C9 C8 109.4(8) . . . . ?
C7 C8 C9 N7 -83.7(7) . . . . ?
C9 N7 C13A C14A -179.1(5) . . . . ?
C9 N7 C10A C11A 179.0(5) . . . . ?
C9 N7 C13 C14 -178.5(9) . . . . ?
C9 N7 C10 C11 176.4(9) . . . . ?
O4 C15 C16 C17 176.4(10) . . . . ?
O5 C15 C16 C17 -4.4(17) . . . . ?
N8 C18 C19 C22 1.2(9) . . . . ?
N8 C20 C21 C22 0.0(9) . . . . ?
N9 C28 C29 C30 -79.9(6) . . . . ?
C15 C16 C17 N8 177.6(9) . . . . ?
C17 N8 C18 C19 160.3(7) . . . . ?
C17 N8 C20 C21 -159.9(7) . . . . ?
C18 N8 C17 C16 62.3(11) . . . . ?
C18 N8 C20 C21 2.3(9) . . . . ?
C18 N8 C17A C16A -84.7(12) . . . . ?
C18 C19 C22 C21 1.0(8) . . . . ?
C18 C19 C22 C23 -179.3(5) . . . . ?
C19 C22 C23 C24 -35.3(8) . . . . ?
C19 C22 C23 C26 144.3(6) . . . . ?
C20 N8 C17 C16 -134.6(9) . . . . ?
C20 N8 C18 C19 -2.9(9) . . . . ?
C20 N8 C17A C16A 106.5(10) . . . . ?
C20 C21 C22 C19 -1.6(8) . . . . ?
C20 C21 C22 C23 178.7(5) . . . . ?
C21 C22 C23 C24 144.4(6) . . . . ?
C21 C22 C23 C26 -36.0(8) . . . . ?
C22 C23 C24 C25 -179.3(5) . . . . ?
C22 C23 C26 C27 179.7(5) . . . . ?
C23 C24 C25 N9 0.3(9) . . . . ?
C23 C26 C27 N9 -1.1(8) . . . . ?
C24 C23 C26 C27 -0.7(8) . . . . ?
C25 N9 C27 C26 2.5(8) . . . . ?
C25 N9 C28 C29 -92.2(6) . . . . ?
C26 C23 C24 C25 1.1(8) . . . . ?
C27 N9 C25 C24 -2.2(8) . . . . ?
C27 N9 C28 C29 86.1(6) . . . . ?
C28 N9 C25 C24 176.1(5) . . . . ?
C28 N9 C27 C26 -175.7(5) . . . . ?
C28 C29 C30 O6 169.7(5) . . . . ?
C28 C29 C30 O7 -10.8(8) . . . . ?
O4A C15A C16A C17A -178.7(11) . . . . ?
O5A C15A C16A C17A 2(2) . . . . ?
C15A C16A C17A N8 -76.2(14) . . . . ?
C17A N8 C18 C19 -171.3(8) . . . . ?
C17A N8 C20 C21 171.2(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
