# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_cu_220621e_0m
_database_code_depnum_ccdc_archive 'CCDC 2191870'
loop_
_audit_author_name
_audit_author_address
'Yankun Li'
;Shandong University
China
;
_audit_update_record             
;
2022-07-21 deposited with the CCDC.	2023-04-20 downloaded from the CCDC.
;
_audit_creation_date             2022-07-21
_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         'C29 H24 Fe N4 O2'
_chemical_formula_sum            'C29 H24 Fe N4 O2'
_chemical_formula_weight         516.37
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.5500(9)
_cell_length_b                   10.0510(8)
_cell_length_c                   12.1412(10)
_cell_angle_alpha                90
_cell_angle_beta                 109.660(4)
_cell_angle_gamma                90
_cell_volume                     1212.38(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8034
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      66.578
_cell_measurement_theta_min      3.866
_shelx_estimated_absorpt_T_max   0.858
_shelx_estimated_absorpt_T_min   0.779
_exptl_absorpt_coefficient_mu    5.266
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.4256
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1379 before and 0.0855 after correction.
The Ratio of minimum to maximum transmission is 0.5654.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0588
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10500
_diffrn_reflns_point_group_measured_fraction_full 0.825
_diffrn_reflns_point_group_measured_fraction_max 0.825
_diffrn_reflns_theta_full        66.642
_diffrn_reflns_theta_max         66.642
_diffrn_reflns_theta_min         3.866
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON III'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.565
_reflns_Friedel_fraction_full    0.636
_reflns_Friedel_fraction_max     0.636
_reflns_number_gt                3255
_reflns_number_total             3544
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    ?
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.026(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         3544
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0299
_refine_ls_restrained_S_all      1.011
_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)+(0.0374P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0688
_refine_ls_wR_factor_ref         0.0706
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.974(6)
 0.026(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12), C14(H14), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25),
  C26(H26), C28(H28), C29(H29)
3.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.34358(4) 0.73811(6) 0.92042(4) 0.02790(14) Uani 1 1 d . . . . .
O1 O 0.0350(2) 0.4587(2) 0.7001(2) 0.0387(6) Uani 1 1 d . . . . .
O2 O 0.0788(2) 0.2671(2) 0.8018(2) 0.0363(6) Uani 1 1 d . . . . .
N1 N 0.2772(2) 0.4199(2) 0.6456(2) 0.0202(5) Uani 1 1 d . . . . .
N2 N 0.1351(2) 0.5734(2) 0.5048(2) 0.0223(5) Uani 1 1 d . . . . .
N3 N 0.2043(2) 0.7655(2) 0.5793(2) 0.0236(5) Uani 1 1 d . . . . .
N4 N 0.1178(2) 0.7055(2) 0.4880(2) 0.0258(6) Uani 1 1 d . . . . .
C1 C 0.4548(3) 0.6147(3) 0.8556(3) 0.0303(8) Uani 1 1 d . . . . .
H1 H 0.448807 0.520385 0.851911 0.036 Uiso 1 1 calc R U . . .
C2 C 0.3973(2) 0.2291(3) 0.6655(2) 0.0203(5) Uani 1 1 d . . . . .
C3 C 0.3886(3) 0.3631(3) 0.6277(2) 0.0193(6) Uani 1 1 d . . . . .
C4 C 0.2325(3) 0.5494(3) 0.6087(2) 0.0191(6) Uani 1 1 d . . . . .
C5 C 0.2186(3) 0.3254(3) 0.6981(3) 0.0228(6) Uani 1 1 d . . . . .
C6 C 0.3792(3) 0.7054(3) 0.7676(3) 0.0224(6) Uani 1 1 d . . . . .
C7 C 0.5894(3) 0.2061(3) 0.6040(3) 0.0266(7) Uani 1 1 d . . . . .
H7 H 0.658826 0.152570 0.593767 0.032 Uiso 1 1 calc R U . . .
C8 C 0.2769(3) 0.6707(2) 0.6561(3) 0.0208(6) Uani 1 1 d . . . . .
C9 C 0.5002(3) 0.1501(3) 0.6513(3) 0.0251(7) Uani 1 1 d . . . . .
H9 H 0.508350 0.059163 0.673953 0.030 Uiso 1 1 calc R U . . .
C10 C 0.2901(3) 0.2095(3) 0.7110(3) 0.0237(6) Uani 1 1 d . . . . .
H10 H 0.271641 0.129508 0.744475 0.028 Uiso 1 1 calc R U . . .
C11 C 0.1444(3) 0.2588(3) 0.3963(3) 0.0276(7) Uani 1 1 d . . . . .
H11 H 0.113147 0.223851 0.455252 0.033 Uiso 1 1 calc R U . . .
C12 C 0.5802(3) 0.3397(3) 0.5706(3) 0.0284(7) Uani 1 1 d . . . . .
H12 H 0.644149 0.375648 0.539323 0.034 Uiso 1 1 calc R U . . .
C13 C 0.1013(3) 0.3590(3) 0.7303(3) 0.0271(7) Uani 1 1 d . . . . .
C14 C 0.4798(3) 0.4203(3) 0.5822(3) 0.0253(6) Uani 1 1 d . . . . .
H14 H 0.473382 0.511378 0.560006 0.030 Uiso 1 1 calc R U . . .
C15 C 0.0458(3) 0.4802(3) 0.4209(3) 0.0293(7) Uani 1 1 d . . . . .
H15A H -0.023009 0.531333 0.359683 0.035 Uiso 1 1 calc R U . . .
H15B H -0.001556 0.424382 0.461974 0.035 Uiso 1 1 calc R U . . .
C16 C 0.5406(4) 0.6910(4) 0.9498(3) 0.0406(10) Uani 1 1 d . . . . .
H16 H 0.602534 0.656263 1.020148 0.049 Uiso 1 1 calc R U . . .
C17 C 0.1207(3) 0.3910(3) 0.3635(3) 0.0248(7) Uani 1 1 d . . . . .
C18 C 0.2050(4) 0.6241(4) 0.9616(4) 0.0415(10) Uani 1 1 d . . . . .
H18 H 0.190125 0.531589 0.946991 0.050 Uiso 1 1 calc R U . . .
C19 C 0.2948(4) 0.6800(5) 1.0626(4) 0.0478(11) Uani 1 1 d . . . . .
H19 H 0.351871 0.632399 1.128157 0.057 Uiso 1 1 calc R U . . .
C20 C 0.1402(3) 0.7263(5) 0.8848(3) 0.0395(8) Uani 1 1 d . . . . .
H20 H 0.073953 0.714678 0.809811 0.047 Uiso 1 1 calc R U . . .
C21 C 0.2136(3) 0.1769(3) 0.3438(3) 0.0382(9) Uani 1 1 d . . . . .
H21 H 0.229663 0.086399 0.366850 0.046 Uiso 1 1 calc R U . . .
C22 C 0.4190(4) 0.8366(3) 0.8086(3) 0.0315(8) Uani 1 1 d . . . . .
H22 H 0.385292 0.916854 0.767986 0.038 Uiso 1 1 calc R U . . .
C23 C 0.1650(4) 0.4398(3) 0.2759(3) 0.0375(8) Uani 1 1 d . . . . .
H23 H 0.147707 0.529714 0.251362 0.045 Uiso 1 1 calc R U . . .
C24 C 0.2590(3) 0.2274(5) 0.2579(3) 0.0453(9) Uani 1 1 d . . . . .
H24 H 0.306974 0.171975 0.222211 0.054 Uiso 1 1 calc R U . . .
C25 C 0.5187(4) 0.8258(4) 0.9217(4) 0.0421(10) Uani 1 1 d . . . . .
H25 H 0.562844 0.898017 0.969829 0.051 Uiso 1 1 calc R U . . .
C26 C 0.2864(5) 0.8179(5) 1.0511(4) 0.0587(14) Uani 1 1 d . . . . .
H26 H 0.335628 0.880770 1.107873 0.070 Uiso 1 1 calc R U . . .
C27 C -0.0345(4) 0.2940(4) 0.8397(4) 0.0501(10) Uani 1 1 d . . . . .
H27A H -0.116975 0.297950 0.771427 0.075 Uiso 1 1 calc R U . . .
H27B H -0.020883 0.379268 0.881124 0.075 Uiso 1 1 calc R U . . .
H27C H -0.042522 0.222896 0.892197 0.075 Uiso 1 1 calc R U . . .
C28 C 0.1894(5) 0.8487(4) 0.9372(5) 0.0569(13) Uani 1 1 d . . . . .
H28 H 0.164308 0.934621 0.904567 0.068 Uiso 1 1 calc R U . . .
C29 C 0.2343(4) 0.3581(4) 0.2244(4) 0.0480(10) Uani 1 1 d . . . . .
H29 H 0.265269 0.392605 0.165134 0.058 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 2.038(3) . ?
Fe1 C6 2.040(3) . ?
Fe1 C16 2.043(4) . ?
Fe1 C18 2.047(4) . ?
Fe1 C19 2.046(4) . ?
Fe1 C20 2.045(3) . ?
Fe1 C22 2.045(4) . ?
Fe1 C25 2.042(4) . ?
Fe1 C26 2.042(4) . ?
Fe1 C28 2.036(4) . ?
O1 C13 1.206(4) . ?
O2 C13 1.342(4) . ?
O2 C27 1.444(4) . ?
N1 C3 1.388(4) . ?
N1 C4 1.406(3) . ?
N1 C5 1.397(4) . ?
N2 N4 1.346(3) . ?
N2 C4 1.354(4) . ?
N2 C15 1.469(4) . ?
N3 N4 1.320(3) . ?
N3 C8 1.372(3) . ?
C1 H1 0.9500 . ?
C1 C6 1.427(4) . ?
C1 C16 1.422(5) . ?
C2 C3 1.416(4) . ?
C2 C9 1.402(4) . ?
C2 C10 1.429(4) . ?
C3 C14 1.385(4) . ?
C4 C8 1.363(4) . ?
C5 C10 1.369(4) . ?
C5 C13 1.458(4) . ?
C6 C8 1.461(4) . ?
C6 C22 1.422(4) . ?
C7 H7 0.9500 . ?
C7 C9 1.376(4) . ?
C7 C12 1.397(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C11 C17 1.386(4) . ?
C11 C21 1.389(4) . ?
C12 H12 0.9500 . ?
C12 C14 1.378(4) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C17 1.512(4) . ?
C16 H16 0.9500 . ?
C16 C25 1.397(6) . ?
C17 C23 1.387(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.391(6) . ?
C18 C20 1.401(6) . ?
C19 H19 0.9500 . ?
C19 C26 1.393(6) . ?
C20 H20 0.9500 . ?
C20 C28 1.402(6) . ?
C21 H21 0.9500 . ?
C21 C24 1.382(5) . ?
C22 H22 0.9500 . ?
C22 C25 1.426(5) . ?
C23 H23 0.9500 . ?
C23 C29 1.382(5) . ?
C24 H24 0.9500 . ?
C24 C29 1.374(6) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C26 C28 1.450(7) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Fe1 C6 40.97(12) . . ?
C1 Fe1 C16 40.77(13) . . ?
C1 Fe1 C18 107.73(17) . . ?
C1 Fe1 C19 119.54(18) . . ?
C1 Fe1 C20 125.61(16) . . ?
C1 Fe1 C22 68.61(13) . . ?
C1 Fe1 C25 68.21(15) . . ?
C1 Fe1 C26 153.88(18) . . ?
C6 Fe1 C16 68.52(13) . . ?
C6 Fe1 C18 119.81(14) . . ?
C6 Fe1 C19 153.83(16) . . ?
C6 Fe1 C20 107.42(12) . . ?
C6 Fe1 C22 40.73(12) . . ?
C6 Fe1 C25 68.49(13) . . ?
C6 Fe1 C26 164.39(18) . . ?
C16 Fe1 C18 126.58(17) . . ?
C16 Fe1 C19 108.46(17) . . ?
C16 Fe1 C20 163.20(18) . . ?
C16 Fe1 C22 68.15(16) . . ?
C18 Fe1 C19 39.75(17) . . ?
C20 Fe1 C18 40.05(17) . . ?
C20 Fe1 C19 67.54(15) . . ?
C20 Fe1 C22 120.16(15) . . ?
C22 Fe1 C18 154.44(15) . . ?
C22 Fe1 C19 164.36(15) . . ?
C25 Fe1 C16 39.98(17) . . ?
C25 Fe1 C18 163.35(17) . . ?
C25 Fe1 C19 126.91(17) . . ?
C25 Fe1 C20 155.35(17) . . ?
C25 Fe1 C22 40.82(15) . . ?
C26 Fe1 C16 120.29(17) . . ?
C26 Fe1 C18 66.95(18) . . ?
C26 Fe1 C19 39.85(17) . . ?
C26 Fe1 C20 67.91(16) . . ?
C26 Fe1 C22 127.47(19) . . ?
C26 Fe1 C25 109.12(16) . . ?
C28 Fe1 C1 162.49(18) . . ?
C28 Fe1 C6 125.21(18) . . ?
C28 Fe1 C16 155.39(18) . . ?
C28 Fe1 C18 67.73(15) . . ?
C28 Fe1 C19 68.6(2) . . ?
C28 Fe1 C20 40.18(19) . . ?
C28 Fe1 C22 107.73(18) . . ?
C28 Fe1 C25 120.99(19) . . ?
C28 Fe1 C26 41.7(2) . . ?
C13 O2 C27 115.0(3) . . ?
C3 N1 C4 122.8(2) . . ?
C3 N1 C5 108.6(2) . . ?
C5 N1 C4 128.5(2) . . ?
N4 N2 C4 109.8(2) . . ?
N4 N2 C15 120.1(2) . . ?
C4 N2 C15 129.9(2) . . ?
N4 N3 C8 108.9(2) . . ?
N3 N4 N2 107.6(2) . . ?
Fe1 C1 H1 126.0 . . ?
C6 C1 Fe1 69.57(18) . . ?
C6 C1 H1 126.2 . . ?
C16 C1 Fe1 69.8(2) . . ?
C16 C1 H1 126.2 . . ?
C16 C1 C6 107.6(3) . . ?
C3 C2 C10 106.4(2) . . ?
C9 C2 C3 117.9(3) . . ?
C9 C2 C10 135.7(3) . . ?
N1 C3 C2 107.9(2) . . ?
C14 C3 N1 129.1(3) . . ?
C14 C3 C2 123.1(3) . . ?
N2 C4 N1 122.1(2) . . ?
N2 C4 C8 106.2(2) . . ?
C8 C4 N1 131.5(2) . . ?
N1 C5 C13 120.7(3) . . ?
C10 C5 N1 108.6(3) . . ?
C10 C5 C13 130.7(3) . . ?
C1 C6 Fe1 69.47(19) . . ?
C1 C6 C8 126.4(2) . . ?
C8 C6 Fe1 125.2(2) . . ?
C22 C6 Fe1 69.84(19) . . ?
C22 C6 C1 107.8(3) . . ?
C22 C6 C8 125.8(3) . . ?
C9 C7 H7 119.2 . . ?
C9 C7 C12 121.6(3) . . ?
C12 C7 H7 119.2 . . ?
N3 C8 C6 122.2(2) . . ?
C4 C8 N3 107.4(2) . . ?
C4 C8 C6 130.3(3) . . ?
C2 C9 H9 120.5 . . ?
C7 C9 C2 119.1(3) . . ?
C7 C9 H9 120.5 . . ?
C2 C10 H10 125.8 . . ?
C5 C10 C2 108.4(3) . . ?
C5 C10 H10 125.8 . . ?
C17 C11 H11 119.7 . . ?
C21 C11 H11 119.7 . . ?
C21 C11 C17 120.5(3) . . ?
C7 C12 H12 119.5 . . ?
C14 C12 C7 121.1(3) . . ?
C14 C12 H12 119.5 . . ?
O1 C13 O2 123.9(3) . . ?
O1 C13 C5 124.7(3) . . ?
O2 C13 C5 111.4(3) . . ?
C3 C14 H14 121.4 . . ?
C12 C14 C3 117.2(3) . . ?
C12 C14 H14 121.4 . . ?
N2 C15 H15A 109.1 . . ?
N2 C15 H15B 109.1 . . ?
N2 C15 C17 112.7(2) . . ?
H15A C15 H15B 107.8 . . ?
C17 C15 H15A 109.1 . . ?
C17 C15 H15B 109.1 . . ?
Fe1 C16 H16 126.4 . . ?
C1 C16 Fe1 69.4(2) . . ?
C1 C16 H16 125.7 . . ?
C25 C16 Fe1 70.0(2) . . ?
C25 C16 C1 108.6(4) . . ?
C25 C16 H16 125.7 . . ?
C11 C17 C15 120.5(3) . . ?
C23 C17 C11 119.0(3) . . ?
C23 C17 C15 120.5(3) . . ?
Fe1 C18 H18 126.1 . . ?
C19 C18 Fe1 70.1(2) . . ?
C19 C18 H18 125.5 . . ?
C19 C18 C20 109.0(4) . . ?
C20 C18 Fe1 69.9(2) . . ?
C20 C18 H18 125.5 . . ?
Fe1 C19 H19 125.6 . . ?
C18 C19 Fe1 70.2(2) . . ?
C18 C19 H19 125.9 . . ?
C18 C19 C26 108.2(5) . . ?
C26 C19 Fe1 69.9(3) . . ?
C26 C19 H19 125.9 . . ?
Fe1 C20 H20 126.2 . . ?
C18 C20 Fe1 70.1(2) . . ?
C18 C20 H20 125.7 . . ?
C28 C20 Fe1 69.6(2) . . ?
C28 C20 C18 108.5(3) . . ?
C28 C20 H20 125.7 . . ?
C11 C21 H21 120.1 . . ?
C24 C21 C11 119.8(3) . . ?
C24 C21 H21 120.1 . . ?
Fe1 C22 H22 126.4 . . ?
C6 C22 Fe1 69.43(19) . . ?
C6 C22 H22 126.2 . . ?
C6 C22 C25 107.6(3) . . ?
C25 C22 Fe1 69.5(2) . . ?
C25 C22 H22 126.2 . . ?
C17 C23 H23 119.9 . . ?
C29 C23 C17 120.2(3) . . ?
C29 C23 H23 119.9 . . ?
C21 C24 H24 120.1 . . ?
C29 C24 C21 119.7(3) . . ?
C29 C24 H24 120.1 . . ?
Fe1 C25 H25 126.1 . . ?
C16 C25 Fe1 70.0(2) . . ?
C16 C25 C22 108.5(3) . . ?
C16 C25 H25 125.8 . . ?
C22 C25 Fe1 69.7(2) . . ?
C22 C25 H25 125.8 . . ?
Fe1 C26 H26 126.4 . . ?
C19 C26 Fe1 70.2(3) . . ?
C19 C26 H26 126.0 . . ?
C19 C26 C28 108.0(4) . . ?
C28 C26 Fe1 68.9(2) . . ?
C28 C26 H26 126.0 . . ?
O2 C27 H27A 109.5 . . ?
O2 C27 H27B 109.5 . . ?
O2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
Fe1 C28 H28 125.1 . . ?
C20 C28 Fe1 70.3(2) . . ?
C20 C28 C26 106.3(4) . . ?
C20 C28 H28 126.8 . . ?
C26 C28 Fe1 69.4(3) . . ?
C26 C28 H28 126.8 . . ?
C23 C29 H29 119.7 . . ?
C24 C29 C23 120.7(4) . . ?
C24 C29 H29 119.7 . . ?

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
Fe1 C1 C6 C8 -119.3(3) . . . . ?
Fe1 C1 C6 C22 59.6(2) . . . . ?
Fe1 C1 C16 C25 -59.2(3) . . . . ?
Fe1 C6 C8 N3 87.3(3) . . . . ?
Fe1 C6 C8 C4 -91.2(4) . . . . ?
Fe1 C6 C22 C25 59.2(2) . . . . ?
Fe1 C16 C25 C22 -59.3(3) . . . . ?
Fe1 C18 C19 C26 59.8(4) . . . . ?
Fe1 C18 C20 C28 -59.1(2) . . . . ?
Fe1 C19 C26 C28 58.8(3) . . . . ?
Fe1 C20 C28 C26 -60.3(3) . . . . ?
Fe1 C22 C25 C16 59.5(3) . . . . ?
Fe1 C26 C28 C20 60.9(3) . . . . ?
N1 C3 C14 C12 -178.2(3) . . . . ?
N1 C4 C8 N3 175.1(3) . . . . ?
N1 C4 C8 C6 -6.2(6) . . . . ?
N1 C5 C10 C2 -0.2(3) . . . . ?
N1 C5 C13 O1 11.6(5) . . . . ?
N1 C5 C13 O2 -166.1(2) . . . . ?
N2 C4 C8 N3 0.2(3) . . . . ?
N2 C4 C8 C6 178.9(3) . . . . ?
N2 C15 C17 C11 104.9(3) . . . . ?
N2 C15 C17 C23 -76.0(4) . . . . ?
N4 N2 C4 N1 -176.1(3) . . . . ?
N4 N2 C4 C8 -0.6(3) . . . . ?
N4 N2 C15 C17 119.0(3) . . . . ?
N4 N3 C8 C4 0.3(3) . . . . ?
N4 N3 C8 C6 -178.5(3) . . . . ?
C1 C6 C8 N3 176.6(3) . . . . ?
C1 C6 C8 C4 -2.0(5) . . . . ?
C1 C6 C22 Fe1 -59.3(2) . . . . ?
C1 C6 C22 C25 -0.1(4) . . . . ?
C1 C16 C25 Fe1 58.9(3) . . . . ?
C1 C16 C25 C22 -0.4(5) . . . . ?
C2 C3 C14 C12 2.2(4) . . . . ?
C3 N1 C4 N2 94.6(3) . . . . ?
C3 N1 C4 C8 -79.6(4) . . . . ?
C3 N1 C5 C10 -1.2(3) . . . . ?
C3 N1 C5 C13 178.2(3) . . . . ?
C3 C2 C9 C7 1.4(4) . . . . ?
C3 C2 C10 C5 1.5(3) . . . . ?
C4 N1 C3 C2 -174.6(2) . . . . ?
C4 N1 C3 C14 5.7(5) . . . . ?
C4 N1 C5 C10 175.3(3) . . . . ?
C4 N1 C5 C13 -5.2(4) . . . . ?
C4 N2 N4 N3 0.8(3) . . . . ?
C4 N2 C15 C17 -67.2(4) . . . . ?
C5 N1 C3 C2 2.1(3) . . . . ?
C5 N1 C3 C14 -177.5(3) . . . . ?
C5 N1 C4 N2 -81.5(4) . . . . ?
C5 N1 C4 C8 104.3(4) . . . . ?
C6 C1 C16 Fe1 59.5(2) . . . . ?
C6 C1 C16 C25 0.3(4) . . . . ?
C6 C22 C25 Fe1 -59.2(2) . . . . ?
C6 C22 C25 C16 0.3(4) . . . . ?
C7 C12 C14 C3 -0.3(4) . . . . ?
C8 N3 N4 N2 -0.6(3) . . . . ?
C8 C6 C22 Fe1 119.5(3) . . . . ?
C8 C6 C22 C25 178.7(3) . . . . ?
C9 C2 C3 N1 177.5(2) . . . . ?
C9 C2 C3 C14 -2.8(4) . . . . ?
C9 C2 C10 C5 -178.2(3) . . . . ?
C9 C7 C12 C14 -1.0(5) . . . . ?
C10 C2 C3 N1 -2.2(3) . . . . ?
C10 C2 C3 C14 177.5(3) . . . . ?
C10 C2 C9 C7 -179.0(3) . . . . ?
C10 C5 C13 O1 -169.1(3) . . . . ?
C10 C5 C13 O2 13.2(4) . . . . ?
C11 C17 C23 C29 -1.4(5) . . . . ?
C11 C21 C24 C29 -0.5(5) . . . . ?
C12 C7 C9 C2 0.4(4) . . . . ?
C13 C5 C10 C2 -179.6(3) . . . . ?
C15 N2 N4 N3 175.7(3) . . . . ?
C15 N2 C4 N1 9.6(5) . . . . ?
C15 N2 C4 C8 -174.9(3) . . . . ?
C15 C17 C23 C29 179.5(3) . . . . ?
C16 C1 C6 Fe1 -59.7(3) . . . . ?
C16 C1 C6 C8 -178.9(3) . . . . ?
C16 C1 C6 C22 -0.1(4) . . . . ?
C17 C11 C21 C24 -0.1(5) . . . . ?
C17 C23 C29 C24 0.7(6) . . . . ?
C18 C19 C26 Fe1 -60.0(3) . . . . ?
C18 C19 C26 C28 -1.2(6) . . . . ?
C18 C20 C28 Fe1 59.4(2) . . . . ?
C18 C20 C28 C26 -0.9(4) . . . . ?
C19 C18 C20 Fe1 59.3(3) . . . . ?
C19 C18 C20 C28 0.2(4) . . . . ?
C19 C26 C28 Fe1 -59.6(4) . . . . ?
C19 C26 C28 C20 1.3(5) . . . . ?
C20 C18 C19 Fe1 -59.2(3) . . . . ?
C20 C18 C19 C26 0.6(5) . . . . ?
C21 C11 C17 C15 -179.8(3) . . . . ?
C21 C11 C17 C23 1.1(4) . . . . ?
C21 C24 C29 C23 0.2(6) . . . . ?
C22 C6 C8 N3 -2.0(5) . . . . ?
C22 C6 C8 C4 179.4(3) . . . . ?
C27 O2 C13 O1 1.3(4) . . . . ?
C27 O2 C13 C5 179.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.974(6)
2 0.026(6)

####################################################################### 
# 
# 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_cu_220715c_0m
_database_code_depnum_ccdc_archive 'CCDC 2192307'
loop_
_audit_author_name
_audit_author_address
'Yankun Li'
;Shandong University
China
;
_audit_update_record             
;
2022-07-25 deposited with the CCDC.	2023-04-20 downloaded from the CCDC.
;
_audit_creation_date             2022-07-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H26 N4 O3 S'
_chemical_formula_sum            'C31 H26 N4 O3 S'
_chemical_formula_weight         534.62
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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'
S S 0.3331 0.5567 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.2557(5)
_cell_length_b                   14.5568(9)
_cell_length_c                   21.8087(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2620.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5787
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      68.519
_cell_measurement_theta_min      3.651
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.958
_exptl_absorpt_coefficient_mu    1.431
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.6091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0911 before and 0.0637 after correction.
The Ratio of minimum to maximum transmission is 0.8089.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.03
_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  0.0404
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            12512
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.513
_diffrn_reflns_theta_min         3.651
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON III'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.727
_reflns_Friedel_fraction_full    0.962
_reflns_Friedel_fraction_max     0.954
_reflns_number_gt                4270
_reflns_number_total             4693
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 1684 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.020(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         4693
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0350
_refine_ls_restrained_S_all      1.104
_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)+(0.0382P)²+0.1959P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0842
_refine_ls_wR_factor_ref         0.0878
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
1.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C9(H9), C10(H10), C12(H12), C14(H14), C16(H16), C17(H17), C18(H18),
 C19(H19), C20(H20), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28),
  C29(H29), C30(H30)
1.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.48285(9) 0.68004(4) 0.43455(3) 0.03328(18) Uani 1 1 d . . . . .
O1 O 0.8260(3) 0.35411(15) 0.20090(9) 0.0407(5) Uani 1 1 d . . . . .
O2 O 0.3344(2) 0.66905(16) 0.40114(10) 0.0456(5) Uani 1 1 d . . . . .
O3 O 0.5085(3) 0.76038(13) 0.47173(9) 0.0490(6) Uani 1 1 d . . . . .
N1 N 0.4482(3) 0.49841(15) 0.47047(9) 0.0295(5) Uani 1 1 d . . . . .
N2 N 0.1685(3) 0.48547(15) 0.43985(10) 0.0320(5) Uani 1 1 d . . . . .
N3 N 0.1768(3) 0.41643(17) 0.35348(10) 0.0368(6) Uani 1 1 d . . . . .
N4 N 0.0779(3) 0.45142(17) 0.39452(11) 0.0382(6) Uani 1 1 d . . . . .
C1 C 0.6466(3) 0.67044(19) 0.38379(11) 0.0276(6) Uani 1 1 d . . . . .
C2 C 0.4686(4) 0.40179(18) 0.33195(11) 0.0301(6) Uani 1 1 d . . . . .
C3 C 0.3339(4) 0.42896(19) 0.37211(12) 0.0308(6) Uani 1 1 d . . . . .
C4 C 0.6029(4) 0.5835(2) 0.53463(12) 0.0374(7) Uani 1 1 d . . . . .
H4 H 0.658189 0.633846 0.552746 0.045 Uiso 1 1 calc R U . . .
C5 C 0.6045(4) 0.4901(2) 0.55560(11) 0.0354(7) Uani 1 1 d . . . . .
C6 C 0.7159(4) 0.3675(2) 0.24714(12) 0.0343(7) Uani 1 1 d . . . . .
C7 C 0.3279(3) 0.47273(18) 0.42799(11) 0.0301(6) Uani 1 1 d . . . . .
C8 C 0.5071(4) 0.58623(18) 0.48384(11) 0.0298(6) Uani 1 1 d . . . . .
C9 C 0.9320(4) 0.6798(2) 0.36754(12) 0.0359(6) Uani 1 1 d . . . . .
H9 H 1.037359 0.693490 0.382510 0.043 Uiso 1 1 calc R U . . .
C10 C 0.8004(3) 0.6916(2) 0.40508(12) 0.0334(6) Uani 1 1 d . . . . .
H10 H 0.814509 0.714104 0.445605 0.040 Uiso 1 1 calc R U . . .
C11 C 0.9129(4) 0.6481(2) 0.30754(12) 0.0353(7) Uani 1 1 d . . . . .
C12 C 0.5559(4) 0.3504(2) 0.23193(12) 0.0418(8) Uani 1 1 d . . . . .
H12 H 0.529840 0.327159 0.192422 0.050 Uiso 1 1 calc R U . . .
C13 C 0.5063(4) 0.43936(19) 0.51578(11) 0.0331(6) Uani 1 1 d . . . . .
C14 C 0.4737(4) 0.3462(2) 0.52376(12) 0.0446(8) Uani 1 1 d . . . . .
H14 H 0.405360 0.313174 0.496509 0.053 Uiso 1 1 calc R U . . .
C15 C 0.1024(4) 0.4735(2) 0.54989(12) 0.0335(6) Uani 1 1 d . . . . .
C16 C 0.4345(4) 0.3667(2) 0.27363(12) 0.0414(7) Uani 1 1 d . . . . .
H16 H 0.325397 0.353985 0.262663 0.050 Uiso 1 1 calc R U . . .
C17 C 0.6305(4) 0.4139(2) 0.34731(12) 0.0352(7) Uani 1 1 d . . . . .
H17 H 0.657394 0.434676 0.387339 0.042 Uiso 1 1 calc R U . . .
C18 C 0.6241(4) 0.6392(2) 0.32411(12) 0.0335(6) Uani 1 1 d . . . . .
H18 H 0.518765 0.625074 0.309371 0.040 Uiso 1 1 calc R U . . .
C19 C 0.7572(4) 0.6292(2) 0.28688(12) 0.0373(7) Uani 1 1 d . . . . .
H19 H 0.742381 0.608871 0.245872 0.045 Uiso 1 1 calc R U . . .
C20 C 0.6793(4) 0.4446(3) 0.60511(13) 0.0488(9) Uani 1 1 d . . . . .
H20 H 0.748816 0.476608 0.632449 0.059 Uiso 1 1 calc R U . . .
C21 C 0.0910(4) 0.5308(2) 0.49242(12) 0.0367(7) Uani 1 1 d . . . . .
H21A H -0.024415 0.542300 0.482794 0.044 Uiso 1 1 calc R U . . .
H21B H 0.143737 0.590944 0.499633 0.044 Uiso 1 1 calc R U . . .
C22 C 0.7544(4) 0.3966(2) 0.30561(13) 0.0379(7) Uani 1 1 d . . . . .
H22 H 0.864328 0.404617 0.317270 0.045 Uiso 1 1 calc R U . . .
C23 C 0.1501(4) 0.5111(2) 0.60443(14) 0.0467(8) Uani 1 1 d . . . . .
H23 H 0.178525 0.574253 0.606140 0.056 Uiso 1 1 calc R U . . .
C24 C 1.0595(4) 0.6334(2) 0.26796(15) 0.0510(9) Uani 1 1 d . . . . .
H24A H 1.131182 0.686819 0.271093 0.077 Uiso 1 1 calc R U . . .
H24B H 1.025586 0.625349 0.225230 0.077 Uiso 1 1 calc R U . . .
H24C H 1.117386 0.578324 0.281727 0.077 Uiso 1 1 calc R U . . .
C25 C 0.0606(5) 0.3814(2) 0.54878(14) 0.0528(10) Uani 1 1 d . . . . .
H25 H 0.025518 0.354063 0.511524 0.063 Uiso 1 1 calc R U . . .
C26 C 0.6487(5) 0.3524(3) 0.61269(13) 0.0535(10) Uani 1 1 d . . . . .
H26 H 0.698911 0.320613 0.645641 0.064 Uiso 1 1 calc R U . . .
C27 C 0.1177(4) 0.3671(3) 0.65526(14) 0.0511(9) Uani 1 1 d . . . . .
H27 H 0.123511 0.330642 0.691330 0.061 Uiso 1 1 calc R U . . .
C28 C 0.1576(5) 0.4586(3) 0.65706(15) 0.0599(10) Uani 1 1 d . . . . .
H28 H 0.190458 0.485834 0.694628 0.072 Uiso 1 1 calc R U . . .
C29 C 0.5465(5) 0.3045(2) 0.57348(13) 0.0544(10) Uani 1 1 d . . . . .
H29 H 0.526040 0.241333 0.581119 0.065 Uiso 1 1 calc R U . . .
C30 C 0.0697(5) 0.3292(3) 0.60127(15) 0.0580(10) Uani 1 1 d . . . . .
H30 H 0.042017 0.265891 0.599749 0.070 Uiso 1 1 calc R U . . .
C31 C 0.9886(4) 0.3804(2) 0.21266(15) 0.0531(9) Uani 1 1 d . . . . .
H31A H 1.054853 0.368297 0.176264 0.080 Uiso 1 1 calc R U . . .
H31B H 1.030679 0.344950 0.247384 0.080 Uiso 1 1 calc R U . . .
H31C H 0.992481 0.446053 0.222454 0.080 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
S1 O2 1.435(2) . ?
S1 O3 1.439(2) . ?
S1 C1 1.753(3) . ?
S1 C8 1.749(3) . ?
O1 C6 1.371(3) . ?
O1 C31 1.419(4) . ?
N1 C7 1.409(3) . ?
N1 C8 1.398(3) . ?
N1 C13 1.395(3) . ?
N2 N4 1.335(3) . ?
N2 C7 1.353(4) . ?
N2 C21 1.470(3) . ?
N3 N4 1.314(3) . ?
N3 C3 1.371(4) . ?
C1 C10 1.386(4) . ?
C1 C18 1.391(4) . ?
C2 C3 1.470(4) . ?
C2 C16 1.399(4) . ?
C2 C17 1.389(4) . ?
C3 C7 1.376(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.434(4) . ?
C4 C8 1.361(4) . ?
C5 C13 1.399(4) . ?
C5 C20 1.410(4) . ?
C6 C12 1.385(4) . ?
C6 C22 1.380(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.371(4) . ?
C9 C11 1.397(4) . ?
C10 H10 0.9500 . ?
C11 C19 1.389(4) . ?
C11 C24 1.502(4) . ?
C12 H12 0.9500 . ?
C12 C16 1.374(4) . ?
C13 C14 1.394(4) . ?
C14 H14 0.9500 . ?
C14 C29 1.380(4) . ?
C15 C21 1.509(4) . ?
C15 C23 1.367(4) . ?
C15 C25 1.385(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C17 C22 1.392(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.374(4) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C26 1.375(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C23 C28 1.380(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25 0.9500 . ?
C25 C30 1.376(4) . ?
C26 H26 0.9500 . ?
C26 C29 1.389(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.373(5) . ?
C27 C30 1.359(5) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 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
O2 S1 O3 120.18(15) . . ?
O2 S1 C1 109.21(13) . . ?
O2 S1 C8 108.84(14) . . ?
O3 S1 C1 107.88(14) . . ?
O3 S1 C8 105.75(12) . . ?
C8 S1 C1 103.74(13) . . ?
C6 O1 C31 117.1(2) . . ?
C8 N1 C7 128.7(2) . . ?
C13 N1 C7 123.0(2) . . ?
C13 N1 C8 107.2(2) . . ?
N4 N2 C7 110.6(2) . . ?
N4 N2 C21 120.0(2) . . ?
C7 N2 C21 129.3(2) . . ?
N4 N3 C3 109.5(2) . . ?
N3 N4 N2 107.4(2) . . ?
C10 C1 S1 118.5(2) . . ?
C10 C1 C18 120.5(3) . . ?
C18 C1 S1 120.9(2) . . ?
C16 C2 C3 119.2(3) . . ?
C17 C2 C3 123.4(2) . . ?
C17 C2 C16 117.4(3) . . ?
N3 C3 C2 120.2(2) . . ?
N3 C3 C7 106.9(3) . . ?
C7 C3 C2 132.8(3) . . ?
C5 C4 H4 126.5 . . ?
C8 C4 H4 126.5 . . ?
C8 C4 C5 107.0(3) . . ?
C13 C5 C4 107.3(2) . . ?
C13 C5 C20 118.8(3) . . ?
C20 C5 C4 133.9(3) . . ?
O1 C6 C12 115.5(2) . . ?
O1 C6 C22 124.8(3) . . ?
C22 C6 C12 119.7(3) . . ?
N2 C7 N1 121.6(2) . . ?
N2 C7 C3 105.5(2) . . ?
C3 C7 N1 132.8(3) . . ?
N1 C8 S1 123.07(19) . . ?
C4 C8 S1 126.1(2) . . ?
C4 C8 N1 110.1(2) . . ?
C10 C9 H9 119.6 . . ?
C10 C9 C11 120.7(3) . . ?
C11 C9 H9 119.6 . . ?
C1 C10 H10 120.1 . . ?
C9 C10 C1 119.9(2) . . ?
C9 C10 H10 120.1 . . ?
C9 C11 C24 119.7(3) . . ?
C19 C11 C9 118.3(3) . . ?
C19 C11 C24 122.1(3) . . ?
C6 C12 H12 119.8 . . ?
C16 C12 C6 120.4(3) . . ?
C16 C12 H12 119.8 . . ?
N1 C13 C5 108.3(2) . . ?
C14 C13 N1 128.5(3) . . ?
C14 C13 C5 123.2(3) . . ?
C13 C14 H14 121.9 . . ?
C29 C14 C13 116.2(3) . . ?
C29 C14 H14 121.9 . . ?
C23 C15 C21 121.3(3) . . ?
C23 C15 C25 118.3(3) . . ?
C25 C15 C21 120.4(3) . . ?
C2 C16 H16 119.4 . . ?
C12 C16 C2 121.2(3) . . ?
C12 C16 H16 119.4 . . ?
C2 C17 H17 119.1 . . ?
C2 C17 C22 121.7(2) . . ?
C22 C17 H17 119.1 . . ?
C1 C18 H18 120.6 . . ?
C19 C18 C1 118.8(3) . . ?
C19 C18 H18 120.6 . . ?
C11 C19 H19 119.1 . . ?
C18 C19 C11 121.8(2) . . ?
C18 C19 H19 119.1 . . ?
C5 C20 H20 121.0 . . ?
C26 C20 C5 118.1(3) . . ?
C26 C20 H20 121.0 . . ?
N2 C21 C15 111.9(2) . . ?
N2 C21 H21A 109.2 . . ?
N2 C21 H21B 109.2 . . ?
C15 C21 H21A 109.2 . . ?
C15 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C6 C22 C17 119.4(3) . . ?
C6 C22 H22 120.3 . . ?
C17 C22 H22 120.3 . . ?
C15 C23 H23 119.5 . . ?
C15 C23 C28 121.0(3) . . ?
C28 C23 H23 119.5 . . ?
C11 C24 H24A 109.5 . . ?
C11 C24 H24B 109.5 . . ?
C11 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C15 C25 H25 119.8 . . ?
C30 C25 C15 120.4(3) . . ?
C30 C25 H25 119.8 . . ?
C20 C26 H26 119.1 . . ?
C20 C26 C29 121.8(3) . . ?
C29 C26 H26 119.1 . . ?
C28 C27 H27 120.4 . . ?
C30 C27 H27 120.4 . . ?
C30 C27 C28 119.2(3) . . ?
C23 C28 H28 119.9 . . ?
C27 C28 C23 120.2(3) . . ?
C27 C28 H28 119.9 . . ?
C14 C29 C26 121.9(3) . . ?
C14 C29 H29 119.1 . . ?
C26 C29 H29 119.1 . . ?
C25 C30 H30 119.6 . . ?
C27 C30 C25 120.8(3) . . ?
C27 C30 H30 119.6 . . ?
O1 C31 H31A 109.5 . . ?
O1 C31 H31B 109.5 . . ?
O1 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 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
S1 C1 C10 C9 176.4(2) . . . . ?
S1 C1 C18 C19 -177.3(2) . . . . ?
O1 C6 C12 C16 -176.2(3) . . . . ?
O1 C6 C22 C17 175.4(3) . . . . ?
O2 S1 C1 C10 171.2(2) . . . . ?
O2 S1 C1 C18 -11.1(3) . . . . ?
O2 S1 C8 N1 30.9(3) . . . . ?
O2 S1 C8 C4 -159.4(3) . . . . ?
O3 S1 C1 C10 39.0(3) . . . . ?
O3 S1 C1 C18 -143.3(2) . . . . ?
O3 S1 C8 N1 161.3(2) . . . . ?
O3 S1 C8 C4 -29.0(3) . . . . ?
N1 C13 C14 C29 -179.1(3) . . . . ?
N3 C3 C7 N1 175.7(3) . . . . ?
N3 C3 C7 N2 -0.8(3) . . . . ?
N4 N2 C7 N1 -176.6(2) . . . . ?
N4 N2 C7 C3 0.4(3) . . . . ?
N4 N2 C21 C15 108.8(3) . . . . ?
N4 N3 C3 C2 -175.5(2) . . . . ?
N4 N3 C3 C7 1.0(3) . . . . ?
C1 S1 C8 N1 -85.3(3) . . . . ?
C1 S1 C8 C4 84.4(3) . . . . ?
C1 C18 C19 C11 1.0(4) . . . . ?
C2 C3 C7 N1 -8.4(5) . . . . ?
C2 C3 C7 N2 175.1(3) . . . . ?
C2 C17 C22 C6 0.8(5) . . . . ?
C3 N3 N4 N2 -0.7(3) . . . . ?
C3 C2 C16 C12 172.4(3) . . . . ?
C3 C2 C17 C22 -173.0(3) . . . . ?
C4 C5 C13 N1 1.4(3) . . . . ?
C4 C5 C13 C14 -177.1(3) . . . . ?
C4 C5 C20 C26 177.7(3) . . . . ?
C5 C4 C8 S1 -171.7(2) . . . . ?
C5 C4 C8 N1 -0.8(3) . . . . ?
C5 C13 C14 C29 -1.0(5) . . . . ?
C5 C20 C26 C29 -0.5(5) . . . . ?
C6 C12 C16 C2 0.7(5) . . . . ?
C7 N1 C8 S1 -19.0(4) . . . . ?
C7 N1 C8 C4 169.8(3) . . . . ?
C7 N1 C13 C5 -170.8(2) . . . . ?
C7 N1 C13 C14 7.6(5) . . . . ?
C7 N2 N4 N3 0.2(3) . . . . ?
C7 N2 C21 C15 -72.7(4) . . . . ?
C8 S1 C1 C10 -72.9(2) . . . . ?
C8 S1 C1 C18 104.8(2) . . . . ?
C8 N1 C7 N2 -76.6(4) . . . . ?
C8 N1 C7 C3 107.4(4) . . . . ?
C8 N1 C13 C5 -1.9(3) . . . . ?
C8 N1 C13 C14 176.5(3) . . . . ?
C8 C4 C5 C13 -0.4(3) . . . . ?
C8 C4 C5 C20 -179.7(3) . . . . ?
C9 C11 C19 C18 -1.4(5) . . . . ?
C10 C1 C18 C19 0.4(4) . . . . ?
C10 C9 C11 C19 0.4(5) . . . . ?
C10 C9 C11 C24 -178.3(3) . . . . ?
C11 C9 C10 C1 1.0(4) . . . . ?
C12 C6 C22 C17 -4.1(5) . . . . ?
C13 N1 C7 N2 89.8(3) . . . . ?
C13 N1 C7 C3 -86.2(4) . . . . ?
C13 N1 C8 S1 172.9(2) . . . . ?
C13 N1 C8 C4 1.7(3) . . . . ?
C13 C5 C20 C26 -1.5(5) . . . . ?
C13 C14 C29 C26 -1.2(5) . . . . ?
C15 C23 C28 C27 0.3(6) . . . . ?
C15 C25 C30 C27 0.8(6) . . . . ?
C16 C2 C3 N3 2.7(4) . . . . ?
C16 C2 C3 C7 -172.8(3) . . . . ?
C16 C2 C17 C22 3.2(4) . . . . ?
C17 C2 C3 N3 178.8(3) . . . . ?
C17 C2 C3 C7 3.3(5) . . . . ?
C17 C2 C16 C12 -3.9(5) . . . . ?
C18 C1 C10 C9 -1.4(4) . . . . ?
C20 C5 C13 N1 -179.2(3) . . . . ?
C20 C5 C13 C14 2.3(5) . . . . ?
C20 C26 C29 C14 1.9(6) . . . . ?
C21 N2 N4 N3 179.0(2) . . . . ?
C21 N2 C7 N1 4.7(4) . . . . ?
C21 N2 C7 C3 -178.3(3) . . . . ?
C21 C15 C23 C28 178.9(3) . . . . ?
C21 C15 C25 C30 -179.5(3) . . . . ?
C22 C6 C12 C16 3.4(5) . . . . ?
C23 C15 C21 N2 132.9(3) . . . . ?
C23 C15 C25 C30 -1.0(6) . . . . ?
C24 C11 C19 C18 177.3(3) . . . . ?
C25 C15 C21 N2 -48.7(4) . . . . ?
C25 C15 C23 C28 0.4(5) . . . . ?
C28 C27 C30 C25 -0.1(6) . . . . ?
C30 C27 C28 C23 -0.5(6) . . . . ?
C31 O1 C6 C12 173.4(3) . . . . ?
C31 O1 C6 C22 -6.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
