# 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 
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data_kato2101f
_database_code_depnum_ccdc_archive 'CCDC 2231637'
loop_
_audit_author_name
_audit_author_address
'Taisuke Matsumoto '
;Kyushu University
Japan
;
_audit_update_record             
;
2022-12-20 deposited with the CCDC.	2023-05-15 downloaded from the CCDC.
;
_audit_creation_date             2021-01-22
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C52 H46 N2 S, C2 H3 N'
_chemical_formula_sum            'C54 H49 N3 S'
_chemical_formula_weight         772.02
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.0183(8)
_cell_length_b                   14.4087(10)
_cell_length_c                   17.3579(9)
_cell_angle_alpha                65.994(6)
_cell_angle_beta                 87.485(5)
_cell_angle_gamma                71.975(6)
_cell_volume                     2383.1(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7707
_cell_measurement_temperature    113
_cell_measurement_theta_max      30.0660
_cell_measurement_theta_min      2.1760
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72482
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.076
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.2
_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  0.1182
_diffrn_reflns_av_unetI/netI     0.1385
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            39193
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         1.952
_diffrn_ambient_temperature      113
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn70 area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50   40.00    --  -20.00  45.00 180.00  360
  2  ω   -110.00  70.00   0.50   40.00    --  -20.00  45.00 270.00  360
  3  ω   -110.00  70.00   0.50   40.00    --  -20.00  45.00  90.00  360
  4  ω   -110.00  70.00   0.50   40.00    --  -20.00  45.00   0.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0157127000
_diffrn_orient_matrix_UB_12      -0.0412906000
_diffrn_orient_matrix_UB_13      -0.0145922000
_diffrn_orient_matrix_UB_21      -0.0144576000
_diffrn_orient_matrix_UB_22      0.0391030000
_diffrn_orient_matrix_UB_23      -0.0424712000
_diffrn_orient_matrix_UB_31      0.0645614000
_diffrn_orient_matrix_UB_32      -0.0003312000
_diffrn_orient_matrix_UB_33      -0.0014920000
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           16.0000
_diffrn_source_power             0.8000
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0000
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5540
_reflns_number_total             10929
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     545
_refine_ls_number_reflns         10929
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1642
_refine_ls_R_factor_gt           0.0884
_refine_ls_restrained_S_all      0.975
_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)+(0.1186P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2055
_refine_ls_wR_factor_ref         0.2488
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H50A)=Sof(H50B)=Sof(H50C)=Sof(N3)=1-FVAR(1)
 Sof(H52A)=Sof(H52B)=Sof(H52C)=Sof(N2)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C18(H18), C9(H9)
3.b Aromatic/amide H refined with riding coordinates:
 C23(H23), C20(H20), C21(H21), C4(H4), C29(H29), C15(H15), C40(H40), C11(H11),
 C6(H6), C7(H7), C12(H12), C31(H31), C16(H16), C38(H38)
3.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C44(H44A,H44B,H44C), C51(H51A,H51B,H51C), C52(H52A,H52B,
 H52C), C50(H50A,H50B,H50C), C43(H43A,H43B,H43C), C35(H35A,H35B,H35C), C34(H34A,
 H34B,H34C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C42(H42A,H42B,H42C),
 C53(H53A,H53B,H53C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.35382(8) 0.47118(6) 0.50399(5) 0.0324(2) Uani 1 1 d . . . . .
C3 C 0.3554(3) 0.5073(3) 0.29616(19) 0.0308(8) Uani 1 1 d . . . . .
C19 C 0.3233(3) 0.4141(3) 0.7935(2) 0.0327(8) Uani 1 1 d . . . . .
C41 C 0.2012(3) 0.6035(3) 0.8880(2) 0.0349(8) Uani 1 1 d . . . . .
C24 C 0.3424(3) 0.4039(3) 0.71714(19) 0.0311(8) Uani 1 1 d . . . . .
C26 C 0.3241(3) 0.5479(3) 0.5621(2) 0.0305(8) Uani 1 1 d . . . . .
C13 C 0.2993(3) 0.6792(2) 0.42249(19) 0.0318(8) Uani 1 1 d . . . . .
C18 C 0.2961(3) 0.5290(3) 0.7809(2) 0.0347(8) Uani 1 1 d . . . . .
H18 H 0.373666 0.533437 0.805214 0.042 Uiso 1 1 calc R U . . .
C8 C 0.3413(3) 0.5570(3) 0.20805(19) 0.0326(8) Uani 1 1 d . . . . .
C14 C 0.2955(3) 0.6581(3) 0.5118(2) 0.0339(8) Uani 1 1 d . . . . .
C23 C 0.3726(3) 0.3056(2) 0.71352(19) 0.0313(8) Uani 1 1 d . . . . .
H23 H 0.386088 0.300488 0.660767 0.038 Uiso 1 1 calc R U . . .
C2 C 0.3337(3) 0.5896(2) 0.32803(19) 0.0320(8) Uani 1 1 d . . . . .
C20 C 0.3325(3) 0.3235(3) 0.8676(2) 0.0359(8) Uani 1 1 d . . . . .
H20 H 0.318724 0.329181 0.920124 0.043 Uiso 1 1 calc R U . . .
C25 C 0.3215(3) 0.5112(3) 0.65014(19) 0.0289(7) Uani 1 1 d . . . . .
C5 C 0.4001(3) 0.3355(3) 0.2927(2) 0.0363(8) Uani 1 1 d . . . . .
C21 C 0.3618(3) 0.2250(3) 0.8639(2) 0.0369(8) Uani 1 1 d . . . . .
H21 H 0.367549 0.163211 0.914459 0.044 Uiso 1 1 calc R U . . .
C10 C 0.3078(3) 0.6900(3) 0.25940(19) 0.0333(8) Uani 1 1 d . . . . .
C4 C 0.3857(3) 0.3967(3) 0.3387(2) 0.0345(8) Uani 1 1 d . . . . .
H4 H 0.396364 0.363375 0.398899 0.041 Uiso 1 1 calc R U . . .
C29 C 0.1384(4) 0.8704(3) -0.0391(2) 0.0406(9) Uani 1 1 d . . . . .
H29 H 0.158858 0.907104 -0.094801 0.049 Uiso 1 1 calc R U . . .
C28 C 0.2387(3) 0.8026(3) 0.0243(2) 0.0333(8) Uani 1 1 d . . . . .
C1 C 0.3288(3) 0.5860(3) 0.40964(19) 0.0329(8) Uani 1 1 d . . . . .
C9 C 0.3179(3) 0.6759(3) 0.17715(19) 0.0336(8) Uani 1 1 d . . . . .
H9 H 0.398321 0.689751 0.153902 0.040 Uiso 1 1 calc R U . . .
C49 C 0.4095(3) 0.1038(3) 0.7868(2) 0.0373(8) Uani 1 1 d . . . . .
C22 C 0.3835(3) 0.2140(3) 0.7871(2) 0.0335(8) Uani 1 1 d . . . . .
C15 C 0.2640(3) 0.7311(3) 0.5488(2) 0.0370(8) Uani 1 1 d . . . . .
H15 H 0.244112 0.805538 0.514120 0.044 Uiso 1 1 calc R U . . .
C40 C 0.0985(3) 0.6344(3) 0.9317(2) 0.0379(8) Uani 1 1 d . . . . .
H40 H 0.112558 0.656027 0.974571 0.046 Uiso 1 1 calc R U . . .
C36 C 0.1816(3) 0.5708(3) 0.8245(2) 0.0350(8) Uani 1 1 d . . . . .
C11 C 0.2804(3) 0.7832(3) 0.2716(2) 0.0361(8) Uani 1 1 d . . . . .
H11 H 0.264625 0.850247 0.224196 0.043 Uiso 1 1 calc R U . . .
C6 C 0.3818(3) 0.3867(3) 0.2041(2) 0.0375(8) Uani 1 1 d . . . . .
H6 H 0.389644 0.345034 0.172400 0.045 Uiso 1 1 calc R U . . .
C17 C 0.2894(3) 0.5868(3) 0.6853(2) 0.0352(8) Uani 1 1 d . . . . .
C7 C 0.3526(3) 0.4964(3) 0.1619(2) 0.0377(8) Uani 1 1 d . . . . .
H7 H 0.340428 0.530000 0.101817 0.045 Uiso 1 1 calc R U . . .
C30 C 0.0125(4) 0.8862(3) -0.0248(2) 0.0426(9) Uani 1 1 d . . . . .
C12 C 0.2758(3) 0.7790(3) 0.3523(2) 0.0377(8) Uani 1 1 d . . . . .
H12 H 0.257007 0.843016 0.360671 0.045 Uiso 1 1 calc R U . . .
C31 C -0.0147(4) 0.8300(3) 0.0567(2) 0.0452(9) Uani 1 1 d . . . . .
H31 H -0.101761 0.838713 0.067979 0.054 Uiso 1 1 calc R U . . .
C27 C 0.2087(3) 0.7486(3) 0.1071(2) 0.0363(8) Uani 1 1 d . . . . .
C33 C 0.3747(3) 0.7910(3) 0.0024(2) 0.0452(10) Uani 1 1 d . . . . .
H33A H 0.376150 0.819884 -0.059297 0.068 Uiso 1 1 calc R U . . .
H33B H 0.426326 0.715030 0.027464 0.068 Uiso 1 1 calc R U . . .
H33C H 0.410179 0.830607 0.024769 0.068 Uiso 1 1 calc R U . . .
C16 C 0.2614(3) 0.6956(3) 0.6358(2) 0.0380(8) Uani 1 1 d . . . . .
H16 H 0.240903 0.745218 0.661205 0.046 Uiso 1 1 calc R U . . .
C39 C -0.0211(4) 0.6347(3) 0.9151(2) 0.0423(9) Uani 1 1 d . . . . .
C32 C 0.0809(3) 0.7615(3) 0.1220(2) 0.0416(9) Uani 1 1 d . . . . .
C44 C 0.3300(3) 0.6062(3) 0.9094(2) 0.0444(9) Uani 1 1 d . . . . .
H44A H 0.322895 0.636670 0.951305 0.067 Uiso 1 1 calc R U . . .
H44B H 0.360716 0.650494 0.858094 0.067 Uiso 1 1 calc R U . . .
H44C H 0.390716 0.533137 0.932956 0.067 Uiso 1 1 calc R U . . .
C37 C 0.0579(3) 0.5745(3) 0.8051(2) 0.0438(9) Uani 1 1 d . . . . .
C51 C 0.2873(3) 0.0713(3) 0.8034(2) 0.0463(10) Uani 1 1 d . . . . .
H51A H 0.261469 0.067323 0.859166 0.069 Uiso 1 1 calc R U . . .
H51B H 0.304037 0.001074 0.802159 0.069 Uiso 1 1 calc R U . . .
H51C H 0.218343 0.124735 0.759629 0.069 Uiso 1 1 calc R U . . .
C45 C 0.4342(4) 0.2136(3) 0.3346(2) 0.0440(9) Uani 1 1 d . . . . .
C46 C 0.5510(4) 0.1683(3) 0.2984(3) 0.0574(11) Uani 1 1 d . . . . .
C38 C -0.0404(3) 0.6052(3) 0.8508(2) 0.0468(10) Uani 1 1 d . . . . .
H38 H -0.123752 0.606087 0.837923 0.056 Uiso 1 1 calc R U . . .
N1 N 0.6385(4) 0.1377(3) 0.2680(3) 0.0815(13) Uani 1 1 d . . . . .
C52 C 0.4544(4) 0.1012(3) 0.7027(2) 0.0519(11) Uani 1 1 d . . . . .
H52A H 0.385239 0.148609 0.657287 0.078 Uiso 0.781(8) 1 calc R U P A 1
H52B H 0.476953 0.027823 0.707029 0.078 Uiso 0.781(8) 1 calc R U P A 1
H52C H 0.529582 0.125634 0.689950 0.078 Uiso 0.781(8) 1 calc R U P A 1
C50 C 0.5120(4) 0.0229(3) 0.8555(3) 0.0541(11) Uani 1 1 d . . . . .
H50A H 0.590177 0.043367 0.846385 0.081 Uiso 0.219(8) 1 calc R U P A 2
H50B H 0.529829 -0.047705 0.854792 0.081 Uiso 0.219(8) 1 calc R U P A 2
H50C H 0.483398 0.019954 0.910478 0.081 Uiso 0.219(8) 1 calc R U P A 2
C43 C -0.1312(4) 0.6654(3) 0.9645(3) 0.0553(11) Uani 1 1 d . . . . .
H43A H -0.159890 0.603379 0.995962 0.083 Uiso 1 1 calc R U . . .
H43B H -0.202284 0.724067 0.925174 0.083 Uiso 1 1 calc R U . . .
H43C H -0.102826 0.688808 1.004202 0.083 Uiso 1 1 calc R U . . .
C35 C 0.0411(4) 0.7050(4) 0.2094(2) 0.0605(12) Uani 1 1 d . . . . .
H35A H 0.050923 0.740025 0.245590 0.091 Uiso 1 1 calc R U . . .
H35B H 0.095399 0.629722 0.234527 0.091 Uiso 1 1 calc R U . . .
H35C H -0.048724 0.708714 0.204309 0.091 Uiso 1 1 calc R U . . .
C34 C -0.0938(4) 0.9623(3) -0.0929(3) 0.0599(12) Uani 1 1 d . . . . .
H34A H -0.151492 1.014040 -0.073715 0.090 Uiso 1 1 calc R U . . .
H34B H -0.141693 0.922148 -0.105267 0.090 Uiso 1 1 calc R U . . .
H34C H -0.057640 1.000529 -0.144172 0.090 Uiso 1 1 calc R U . . .
C47 C 0.4670(4) 0.1664(3) 0.4310(3) 0.0603(12) Uani 1 1 d . . . . .
H47A H 0.535020 0.190506 0.443019 0.090 Uiso 1 1 calc R U . . .
H47B H 0.496340 0.087924 0.453675 0.090 Uiso 1 1 calc R U . . .
H47C H 0.390546 0.190645 0.457583 0.090 Uiso 1 1 calc R U . . .
C48 C 0.3252(4) 0.1776(4) 0.3166(3) 0.0663(13) Uani 1 1 d . . . . .
H48A H 0.246601 0.210506 0.337254 0.099 Uiso 1 1 calc R U . . .
H48B H 0.348647 0.099322 0.345683 0.099 Uiso 1 1 calc R U . . .
H48C H 0.310897 0.199853 0.255497 0.099 Uiso 1 1 calc R U . . .
C42 C 0.0279(4) 0.5469(4) 0.7347(3) 0.0712(14) Uani 1 1 d . . . . .
H42A H 0.048547 0.595462 0.680950 0.107 Uiso 1 1 calc R U . . .
H42B H -0.063493 0.554679 0.730881 0.107 Uiso 1 1 calc R U . . .
H42C H 0.078998 0.472802 0.746500 0.107 Uiso 1 1 calc R U . . .
N2 N 0.5869(5) -0.0372(4) 0.9105(3) 0.079(2) Uani 0.781(8) 1 d . . P A 1
N4 N 0.1365(7) 1.0117(5) 0.3955(4) 0.151(3) Uani 1 1 d . . . . .
C54 C 0.0652(7) 1.0691(5) 0.3326(6) 0.132(3) Uani 1 1 d . . . . .
C53 C -0.0304(8) 1.1210(8) 0.2710(5) 0.194(4) Uani 1 1 d . . . . .
H53A H 0.003788 1.126734 0.216778 0.291 Uiso 1 1 calc R U . . .
H53B H -0.073310 1.193008 0.268337 0.291 Uiso 1 1 calc R U . . .
H53C H -0.092095 1.081536 0.282636 0.291 Uiso 1 1 calc R U . . .
N3 N 0.4764(15) 0.1058(11) 0.6365(9) 0.055(6) Uani 0.219(8) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C26 1.733(3) . ?
S1 C1 1.746(3) . ?
C3 C8 1.392(4) . ?
C3 C2 1.454(4) . ?
C3 C4 1.390(4) . ?
C19 C24 1.392(4) . ?
C19 C18 1.511(5) . ?
C19 C20 1.390(4) . ?
C41 C40 1.394(4) . ?
C41 C36 1.411(4) . ?
C41 C44 1.499(5) . ?
C24 C23 1.378(4) . ?
C24 C25 1.462(4) . ?
C26 C14 1.403(4) . ?
C26 C25 1.401(4) . ?
C13 C14 1.454(4) . ?
C13 C1 1.388(4) . ?
C13 C12 1.412(4) . ?
C18 H18 1.0000 . ?
C18 C36 1.530(4) . ?
C18 C17 1.518(4) . ?
C8 C9 1.510(4) . ?
C8 C7 1.382(4) . ?
C14 C15 1.394(4) . ?
C23 H23 0.9500 . ?
C23 C22 1.390(4) . ?
C2 C10 1.403(4) . ?
C2 C1 1.396(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.382(5) . ?
C25 C17 1.401(4) . ?
C5 C4 1.384(4) . ?
C5 C6 1.402(4) . ?
C5 C45 1.528(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.407(4) . ?
C10 C9 1.517(4) . ?
C10 C11 1.383(4) . ?
C4 H4 0.9500 . ?
C29 H29 0.9500 . ?
C29 C28 1.397(4) . ?
C29 C30 1.364(5) . ?
C28 C27 1.409(4) . ?
C28 C33 1.505(5) . ?
C9 H9 1.0000 . ?
C9 C27 1.529(4) . ?
C49 C22 1.526(5) . ?
C49 C51 1.537(5) . ?
C49 C52 1.532(5) . ?
C49 C50 1.493(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(4) . ?
C40 H40 0.9500 . ?
C40 C39 1.360(5) . ?
C36 C37 1.398(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.376(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.379(5) . ?
C17 C16 1.386(5) . ?
C7 H7 0.9500 . ?
C30 C31 1.388(5) . ?
C30 C34 1.498(5) . ?
C12 H12 0.9500 . ?
C31 H31 0.9500 . ?
C31 C32 1.386(5) . ?
C27 C32 1.390(5) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C16 H16 0.9500 . ?
C39 C38 1.390(5) . ?
C39 C43 1.513(5) . ?
C32 C35 1.520(5) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C37 C38 1.382(5) . ?
C37 C42 1.507(5) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C45 C46 1.491(6) . ?
C45 C47 1.537(5) . ?
C45 C48 1.536(5) . ?
C46 N1 1.133(5) . ?
C38 H38 0.9500 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C52 N3 1.144(13) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C50 N2 1.139(5) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
N4 C54 1.196(8) . ?
C54 C53 1.332(9) . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 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
C26 S1 C1 90.79(15) . . ?
C8 C3 C2 108.3(3) . . ?
C4 C3 C8 120.9(3) . . ?
C4 C3 C2 130.8(3) . . ?
C24 C19 C18 111.2(3) . . ?
C20 C19 C24 119.3(3) . . ?
C20 C19 C18 129.5(3) . . ?
C40 C41 C36 119.4(3) . . ?
C40 C41 C44 119.1(3) . . ?
C36 C41 C44 121.5(3) . . ?
C19 C24 C25 107.6(3) . . ?
C23 C24 C19 121.5(3) . . ?
C23 C24 C25 130.9(3) . . ?
C14 C26 S1 113.4(2) . . ?
C25 C26 S1 126.9(3) . . ?
C25 C26 C14 119.7(3) . . ?
C1 C13 C14 112.2(3) . . ?
C1 C13 C12 119.7(3) . . ?
C12 C13 C14 128.1(3) . . ?
C19 C18 H18 107.5 . . ?
C19 C18 C36 114.7(3) . . ?
C19 C18 C17 102.0(3) . . ?
C36 C18 H18 107.5 . . ?
C17 C18 H18 107.5 . . ?
C17 C18 C36 117.2(3) . . ?
C3 C8 C9 110.8(3) . . ?
C7 C8 C3 119.8(3) . . ?
C7 C8 C9 129.4(3) . . ?
C26 C14 C13 110.9(3) . . ?
C15 C14 C26 120.4(3) . . ?
C15 C14 C13 128.7(3) . . ?
C24 C23 H23 120.0 . . ?
C24 C23 C22 120.0(3) . . ?
C22 C23 H23 120.0 . . ?
C10 C2 C3 109.2(3) . . ?
C1 C2 C3 132.7(3) . . ?
C1 C2 C10 118.1(3) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 C19 119.2(3) . . ?
C21 C20 H20 120.4 . . ?
C26 C25 C24 131.9(3) . . ?
C26 C25 C17 118.5(3) . . ?
C17 C25 C24 109.6(3) . . ?
C4 C5 C6 119.2(3) . . ?
C4 C5 C45 122.6(3) . . ?
C6 C5 C45 118.1(3) . . ?
C20 C21 H21 119.2 . . ?
C20 C21 C22 121.7(3) . . ?
C22 C21 H21 119.2 . . ?
C2 C10 C9 109.5(3) . . ?
C11 C10 C2 121.4(3) . . ?
C11 C10 C9 129.1(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 H4 120.3 . . ?
C28 C29 H29 118.5 . . ?
C30 C29 H29 118.5 . . ?
C30 C29 C28 122.9(3) . . ?
C29 C28 C27 118.7(3) . . ?
C29 C28 C33 119.0(3) . . ?
C27 C28 C33 122.3(3) . . ?
C13 C1 S1 112.8(2) . . ?
C13 C1 C2 120.9(3) . . ?
C2 C1 S1 126.2(2) . . ?
C8 C9 C10 101.9(2) . . ?
C8 C9 H9 107.1 . . ?
C8 C9 C27 115.7(3) . . ?
C10 C9 H9 107.1 . . ?
C10 C9 C27 117.2(3) . . ?
C27 C9 H9 107.1 . . ?
C22 C49 C51 109.8(3) . . ?
C22 C49 C52 112.3(3) . . ?
C52 C49 C51 108.8(3) . . ?
C50 C49 C22 109.4(3) . . ?
C50 C49 C51 108.5(3) . . ?
C50 C49 C52 107.9(3) . . ?
C23 C22 C21 118.3(3) . . ?
C23 C22 C49 122.6(3) . . ?
C21 C22 C49 119.0(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C41 C40 H40 118.9 . . ?
C39 C40 C41 122.2(3) . . ?
C39 C40 H40 118.9 . . ?
C41 C36 C18 119.5(3) . . ?
C37 C36 C41 118.6(3) . . ?
C37 C36 C18 121.9(3) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.2(3) . . ?
C7 C6 H6 119.4 . . ?
C25 C17 C18 109.3(3) . . ?
C16 C17 C18 128.6(3) . . ?
C16 C17 C25 122.1(3) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 C8 119.4(3) . . ?
C6 C7 H7 120.3 . . ?
C29 C30 C31 117.4(3) . . ?
C29 C30 C34 122.1(4) . . ?
C31 C30 C34 120.4(4) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 C13 119.7(3) . . ?
C11 C12 H12 120.2 . . ?
C30 C31 H31 118.9 . . ?
C32 C31 C30 122.2(4) . . ?
C32 C31 H31 118.9 . . ?
C28 C27 C9 119.0(3) . . ?
C32 C27 C28 119.0(3) . . ?
C32 C27 C9 122.0(3) . . ?
C28 C33 H33A 109.5 . . ?
C28 C33 H33B 109.5 . . ?
C28 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C15 C16 H16 120.5 . . ?
C17 C16 C15 118.9(3) . . ?
C17 C16 H16 120.5 . . ?
C40 C39 C38 118.0(3) . . ?
C40 C39 C43 121.9(3) . . ?
C38 C39 C43 120.1(3) . . ?
C31 C32 C27 119.8(3) . . ?
C31 C32 C35 118.2(3) . . ?
C27 C32 C35 122.0(3) . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C36 C37 C42 121.7(3) . . ?
C38 C37 C36 119.5(3) . . ?
C38 C37 C42 118.7(3) . . ?
C49 C51 H51A 109.5 . . ?
C49 C51 H51B 109.5 . . ?
C49 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C5 C45 C47 112.9(3) . . ?
C5 C45 C48 111.3(3) . . ?
C46 C45 C5 107.5(3) . . ?
C46 C45 C47 107.1(3) . . ?
C46 C45 C48 108.9(3) . . ?
C48 C45 C47 109.0(3) . . ?
N1 C46 C45 177.2(5) . . ?
C39 C38 H38 118.9 . . ?
C37 C38 C39 122.1(3) . . ?
C37 C38 H38 118.9 . . ?
C49 C52 H52A 109.5 . . ?
C49 C52 H52B 109.5 . . ?
C49 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
N3 C52 C49 173.4(9) . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
N2 C50 C49 176.8(5) . . ?
C39 C43 H43A 109.5 . . ?
C39 C43 H43B 109.5 . . ?
C39 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C30 C34 H34A 109.5 . . ?
C30 C34 H34B 109.5 . . ?
C30 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C37 C42 H42A 109.5 . . ?
C37 C42 H42B 109.5 . . ?
C37 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N4 C54 C53 167.8(9) . . ?
C54 C53 H53A 109.5 . . ?
C54 C53 H53B 109.5 . . ?
C54 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 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 C26 C14 C13 -0.4(4) . . . . ?
S1 C26 C14 C15 177.3(3) . . . . ?
S1 C26 C25 C24 0.4(5) . . . . ?
S1 C26 C25 C17 -176.9(2) . . . . ?
C3 C8 C9 C10 -5.2(4) . . . . ?
C3 C8 C9 C27 -133.6(3) . . . . ?
C3 C8 C7 C6 -2.0(5) . . . . ?
C3 C2 C10 C9 -2.6(4) . . . . ?
C3 C2 C10 C11 178.5(3) . . . . ?
C3 C2 C1 S1 1.9(6) . . . . ?
C3 C2 C1 C13 -176.6(3) . . . . ?
C19 C24 C23 C22 0.6(5) . . . . ?
C19 C24 C25 C26 -177.7(3) . . . . ?
C19 C24 C25 C17 -0.2(4) . . . . ?
C19 C18 C36 C41 117.9(3) . . . . ?
C19 C18 C36 C37 -60.1(4) . . . . ?
C19 C18 C17 C25 -5.2(3) . . . . ?
C19 C18 C17 C16 177.1(3) . . . . ?
C19 C20 C21 C22 0.4(5) . . . . ?
C41 C40 C39 C38 -1.4(5) . . . . ?
C41 C40 C39 C43 178.3(3) . . . . ?
C41 C36 C37 C38 -2.9(6) . . . . ?
C41 C36 C37 C42 176.4(4) . . . . ?
C24 C19 C18 C36 132.9(3) . . . . ?
C24 C19 C18 C17 5.1(4) . . . . ?
C24 C19 C20 C21 0.7(5) . . . . ?
C24 C23 C22 C21 0.5(5) . . . . ?
C24 C23 C22 C49 176.6(3) . . . . ?
C24 C25 C17 C18 3.6(4) . . . . ?
C24 C25 C17 C16 -178.5(3) . . . . ?
C26 S1 C1 C13 0.2(3) . . . . ?
C26 S1 C1 C2 -178.4(3) . . . . ?
C26 C14 C15 C16 0.5(5) . . . . ?
C26 C25 C17 C18 -178.6(3) . . . . ?
C26 C25 C17 C16 -0.6(5) . . . . ?
C13 C14 C15 C16 177.8(3) . . . . ?
C18 C19 C24 C23 178.0(3) . . . . ?
C18 C19 C24 C25 -3.3(4) . . . . ?
C18 C19 C20 C21 -178.3(3) . . . . ?
C18 C36 C37 C38 175.1(3) . . . . ?
C18 C36 C37 C42 -5.6(6) . . . . ?
C18 C17 C16 C15 178.3(3) . . . . ?
C8 C3 C2 C10 -0.8(4) . . . . ?
C8 C3 C2 C1 176.0(4) . . . . ?
C8 C3 C4 C5 -0.9(5) . . . . ?
C8 C9 C27 C28 -108.1(4) . . . . ?
C8 C9 C27 C32 70.5(4) . . . . ?
C14 C26 C25 C24 177.7(3) . . . . ?
C14 C26 C25 C17 0.4(5) . . . . ?
C14 C13 C1 S1 -0.5(4) . . . . ?
C14 C13 C1 C2 178.2(3) . . . . ?
C14 C13 C12 C11 -178.0(3) . . . . ?
C14 C15 C16 C17 -0.7(5) . . . . ?
C23 C24 C25 C26 0.9(6) . . . . ?
C23 C24 C25 C17 178.4(3) . . . . ?
C2 C3 C8 C9 3.9(4) . . . . ?
C2 C3 C8 C7 -177.6(3) . . . . ?
C2 C3 C4 C5 179.2(3) . . . . ?
C2 C10 C9 C8 4.6(4) . . . . ?
C2 C10 C9 C27 132.1(3) . . . . ?
C2 C10 C11 C12 -1.1(5) . . . . ?
C20 C19 C24 C23 -1.2(5) . . . . ?
C20 C19 C24 C25 177.5(3) . . . . ?
C20 C19 C18 C36 -48.0(5) . . . . ?
C20 C19 C18 C17 -175.8(3) . . . . ?
C20 C21 C22 C23 -1.0(5) . . . . ?
C20 C21 C22 C49 -177.3(3) . . . . ?
C25 C24 C23 C22 -177.8(3) . . . . ?
C25 C26 C14 C13 -178.1(3) . . . . ?
C25 C26 C14 C15 -0.3(5) . . . . ?
C25 C17 C16 C15 0.8(5) . . . . ?
C5 C6 C7 C8 0.0(5) . . . . ?
C10 C2 C1 S1 178.5(3) . . . . ?
C10 C2 C1 C13 0.0(5) . . . . ?
C10 C9 C27 C28 131.5(3) . . . . ?
C10 C9 C27 C32 -49.9(5) . . . . ?
C10 C11 C12 C13 0.0(5) . . . . ?
C4 C3 C8 C9 -176.0(3) . . . . ?
C4 C3 C8 C7 2.4(5) . . . . ?
C4 C3 C2 C10 179.1(3) . . . . ?
C4 C3 C2 C1 -4.1(6) . . . . ?
C4 C5 C6 C7 1.5(5) . . . . ?
C4 C5 C45 C46 -125.1(4) . . . . ?
C4 C5 C45 C47 -7.3(5) . . . . ?
C4 C5 C45 C48 115.7(4) . . . . ?
C29 C28 C27 C9 -178.9(3) . . . . ?
C29 C28 C27 C32 2.4(5) . . . . ?
C29 C30 C31 C32 1.1(6) . . . . ?
C28 C29 C30 C31 -1.3(5) . . . . ?
C28 C29 C30 C34 177.7(3) . . . . ?
C28 C27 C32 C31 -2.6(5) . . . . ?
C28 C27 C32 C35 179.3(3) . . . . ?
C1 S1 C26 C14 0.2(3) . . . . ?
C1 S1 C26 C25 177.6(3) . . . . ?
C1 C13 C14 C26 0.6(4) . . . . ?
C1 C13 C14 C15 -176.9(3) . . . . ?
C1 C13 C12 C11 1.1(5) . . . . ?
C1 C2 C10 C9 -179.9(3) . . . . ?
C1 C2 C10 C11 1.1(5) . . . . ?
C9 C8 C7 C6 176.1(3) . . . . ?
C9 C10 C11 C12 -179.8(3) . . . . ?
C9 C27 C32 C31 178.8(3) . . . . ?
C9 C27 C32 C35 0.7(6) . . . . ?
C40 C41 C36 C18 -175.5(3) . . . . ?
C40 C41 C36 C37 2.5(5) . . . . ?
C40 C39 C38 C37 1.0(6) . . . . ?
C36 C41 C40 C39 -0.3(5) . . . . ?
C36 C18 C17 C25 -131.3(3) . . . . ?
C36 C18 C17 C16 51.0(5) . . . . ?
C36 C37 C38 C39 1.2(6) . . . . ?
C11 C10 C9 C8 -176.6(3) . . . . ?
C11 C10 C9 C27 -49.1(5) . . . . ?
C6 C5 C4 C3 -1.0(5) . . . . ?
C6 C5 C45 C46 55.4(4) . . . . ?
C6 C5 C45 C47 173.3(3) . . . . ?
C6 C5 C45 C48 -63.8(4) . . . . ?
C17 C18 C36 C41 -122.5(3) . . . . ?
C17 C18 C36 C37 59.5(5) . . . . ?
C7 C8 C9 C10 176.6(3) . . . . ?
C7 C8 C9 C27 48.1(5) . . . . ?
C30 C29 C28 C27 -0.5(5) . . . . ?
C30 C29 C28 C33 -179.5(3) . . . . ?
C30 C31 C32 C27 0.8(6) . . . . ?
C30 C31 C32 C35 179.0(4) . . . . ?
C12 C13 C14 C26 179.8(3) . . . . ?
C12 C13 C14 C15 2.2(6) . . . . ?
C12 C13 C1 S1 -179.7(3) . . . . ?
C12 C13 C1 C2 -1.0(5) . . . . ?
C33 C28 C27 C9 0.1(5) . . . . ?
C33 C28 C27 C32 -178.6(3) . . . . ?
C44 C41 C40 C39 179.5(3) . . . . ?
C44 C41 C36 C18 4.6(5) . . . . ?
C44 C41 C36 C37 -177.3(3) . . . . ?
C51 C49 C22 C23 -107.1(4) . . . . ?
C51 C49 C22 C21 69.0(4) . . . . ?
C45 C5 C4 C3 179.5(3) . . . . ?
C45 C5 C6 C7 -179.1(3) . . . . ?
C52 C49 C22 C23 14.1(5) . . . . ?
C52 C49 C22 C21 -169.8(3) . . . . ?
C50 C49 C22 C23 133.9(3) . . . . ?
C50 C49 C22 C21 -50.0(4) . . . . ?
C43 C39 C38 C37 -178.7(4) . . . . ?
C34 C30 C31 C32 -177.9(4) . . . . ?
C42 C37 C38 C39 -178.1(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.500 359.4 88.4 ?
2 0.392 0.360 0.031 8.1 0.0 ?
3 0.608 0.640 0.969 8.1 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.922
_oxdiff_exptl_absorpt_empirical_full_min 0.586
