# 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_3i
_database_code_depnum_ccdc_archive 'CCDC 2251805'
loop_
_audit_author_name
_audit_author_address
'Ying-Chun Chen'
;Sichuan University
China
;
_audit_update_record             
;
2023-03-27 deposited with the CCDC.	2023-09-18 downloaded from the CCDC.
;
_audit_creation_date             2022-04-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H28 N2 O3'
_chemical_formula_sum            'C39 H28 N2 O3'
_chemical_formula_weight         572.63
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

_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                   11.1245(4)
_cell_length_b                   10.5529(3)
_cell_length_c                   13.5415(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.914(2)
_cell_angle_gamma                90
_cell_volume                     1512.64(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9892
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      68.095
_cell_measurement_theta_min      3.430
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.848
_exptl_absorpt_coefficient_mu    0.632
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.5718
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1312 before and 0.0651 after correction.
The Ratio of minimum to maximum transmission is 0.7594.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            15015
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        63.490
_diffrn_reflns_theta_max         63.490
_diffrn_reflns_theta_min         3.430
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.843
_reflns_Friedel_fraction_full    0.952
_reflns_Friedel_fraction_max     0.952
_reflns_number_gt                4514
_reflns_number_total             4840
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.098
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.023
_refine_ls_abs_structure_details 
;
 Flack x determined using 1944 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         4840
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0318
_refine_ls_restrained_S_all      1.039
_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)+(0.0456P)²+0.0833P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0838
_refine_ls_wR_factor_ref         0.0866
_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 C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
2.c Aromatic/amide H refined with riding coordinates:
 C40(H40), C2(H2), C3(H3), C9(H9), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C24(H24), C25(H25), C26(H26), C27(H27),
  C30(H30), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35)
2.d Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C)
;
_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
O1 O 0.21280(18) 0.44346(18) 0.69849(17) 0.0640(5) Uani 1 1 d . . . . .
O2 O 0.2438(2) 0.4047(2) 0.36174(15) 0.0715(6) Uani 1 1 d . . . . .
O3 O 0.2521(2) 0.2863(2) 0.50138(17) 0.0681(5) Uani 1 1 d . . . . .
N2 N 0.48224(19) 0.72114(18) 0.67638(15) 0.0476(5) Uani 1 1 d . . . . .
C39 C 0.6247(2) 0.3568(2) 0.86095(18) 0.0457(5) Uani 1 1 d . . . . .
C38 C 0.5454(2) 0.7706(2) 0.7732(2) 0.0478(5) Uani 1 1 d . . . . .
N4 N 0.5210(3) 0.1827(2) 0.64000(19) 0.0639(6) Uani 1 1 d . . . . .
C40 C 0.0513(3) 0.9230(4) 0.5054(4) 0.0948(12) Uani 1 1 d . . . . .
H40 H -0.0322 0.9503 0.4857 0.114 Uiso 1 1 calc R U . . .
C2 C 0.0836(3) 0.8083(4) 0.5525(3) 0.0861(11) Uani 1 1 d . . . . .
H2 H 0.0222 0.7576 0.5661 0.103 Uiso 1 1 calc R U . . .
C3 C 0.2072(3) 0.7674(3) 0.5800(3) 0.0700(8) Uani 1 1 d . . . . .
H3 H 0.2286 0.6899 0.6133 0.084 Uiso 1 1 calc R U . . .
C4 C 0.2992(2) 0.8395(2) 0.5588(2) 0.0516(6) Uani 1 1 d . . . . .
C5 C 0.4342(2) 0.7963(2) 0.5824(2) 0.0518(6) Uani 1 1 d . . . . .
H5A H 0.4414 0.7467 0.5242 0.062 Uiso 1 1 calc R U . . .
H5B H 0.4875 0.8705 0.5883 0.062 Uiso 1 1 calc R U . . .
C6 C 0.4656(2) 0.5933(2) 0.68974(19) 0.0455(5) Uani 1 1 d . . . . .
C7 C 0.5169(2) 0.5608(2) 0.79180(19) 0.0458(5) Uani 1 1 d . . . . .
C8 C 0.5010(2) 0.4245(2) 0.81319(18) 0.0448(5) Uani 1 1 d . . . . .
H8 H 0.4507 0.4186 0.8611 0.054 Uiso 1 1 calc R U . . .
C9 C 0.6467(2) 0.2923(2) 0.95269(19) 0.0473(5) Uani 1 1 d . . . . .
H9 H 0.5824 0.2868 0.9830 0.057 Uiso 1 1 calc R U . . .
C10 C 0.7639(2) 0.2342(2) 1.0025(2) 0.0532(6) Uani 1 1 d . . . . .
C11 C 0.8608(3) 0.2423(3) 0.9553(2) 0.0614(7) Uani 1 1 d . . . . .
C12 C 0.9781(3) 0.1839(4) 1.0049(3) 0.0840(10) Uani 1 1 d . . . . .
H12 H 1.0432 0.1896 0.9755 0.101 Uiso 1 1 calc R U . . .
C13 C 0.9968(4) 0.1197(4) 1.0950(4) 0.0951(13) Uani 1 1 d . . . . .
H13 H 1.0743 0.0808 1.1260 0.114 Uiso 1 1 calc R U . . .
C14 C 0.1419(4) 0.9963(4) 0.4878(4) 0.1088(15) Uani 1 1 d . . . . .
H14 H 0.1206 1.0761 0.4583 0.131 Uiso 1 1 calc R U . . .
C15 C 0.2648(3) 0.9556(3) 0.5125(3) 0.0811(10) Uani 1 1 d . . . . .
H15 H 0.3252 1.0069 0.4979 0.097 Uiso 1 1 calc R U . . .
C16 C 0.5849(3) 0.8947(3) 0.8004(2) 0.0610(7) Uani 1 1 d . . . . .
H16 H 0.5658 0.9597 0.7517 0.073 Uiso 1 1 calc R U . . .
C17 C 0.6532(3) 0.9170(3) 0.9023(3) 0.0703(8) Uani 1 1 d . . . . .
H17 H 0.6815 0.9987 0.9224 0.084 Uiso 1 1 calc R U . . .
C18 C 0.6813(3) 0.8209(3) 0.9762(2) 0.0672(8) Uani 1 1 d . . . . .
H18 H 0.7285 0.8396 1.0442 0.081 Uiso 1 1 calc R U . . .
C19 C 0.6409(3) 0.6992(3) 0.9508(2) 0.0576(6) Uani 1 1 d . . . . .
H19 H 0.6597 0.6358 1.0009 0.069 Uiso 1 1 calc R U . . .
C20 C 0.5706(2) 0.6720(2) 0.84775(19) 0.0472(5) Uani 1 1 d . . . . .
C21 C 0.4066(2) 0.4895(2) 0.62490(18) 0.0441(5) Uani 1 1 d . . . . .
C22 C 0.4154(2) 0.3767(2) 0.70000(18) 0.0439(5) Uani 1 1 d . . . . .
C23 C 0.4724(2) 0.2660(2) 0.66526(19) 0.0479(5) Uani 1 1 d . . . . .
C24 C 0.7881(3) 0.1666(3) 1.0970(2) 0.0696(8) Uani 1 1 d . . . . .
H24 H 0.7250 0.1603 1.1286 0.084 Uiso 1 1 calc R U . . .
C25 C 0.9017(4) 0.1109(3) 1.1422(3) 0.0850(11) Uani 1 1 d . . . . .
H25 H 0.9162 0.0670 1.2043 0.102 Uiso 1 1 calc R U . . .
C26 C 0.8359(3) 0.3091(3) 0.8606(3) 0.0697(8) Uani 1 1 d . . . . .
H26 H 0.8990 0.3150 0.8289 0.084 Uiso 1 1 calc R U . . .
C27 C 0.7230(3) 0.3648(3) 0.8149(2) 0.0603(7) Uani 1 1 d . . . . .
H27 H 0.7097 0.4086 0.7529 0.072 Uiso 1 1 calc R U . . .
C28 C 0.2808(2) 0.3522(2) 0.70939(18) 0.0476(5) Uani 1 1 d . . . . .
C29 C 0.2410(3) 0.2266(2) 0.73832(19) 0.0511(6) Uani 1 1 d . . . . .
C30 C 0.3237(3) 0.1293(3) 0.7819(2) 0.0579(7) Uani 1 1 d . . . . .
H30 H 0.4100 0.1399 0.7936 0.069 Uiso 1 1 calc R U . . .
C31 C 0.2778(3) 0.0156(3) 0.8081(2) 0.0690(8) Uani 1 1 d . . . . .
H31 H 0.3335 -0.0497 0.8373 0.083 Uiso 1 1 calc R U . . .
C32 C 0.1512(4) -0.0002(3) 0.7910(3) 0.0793(9) Uani 1 1 d . . . . .
H32 H 0.1209 -0.0763 0.8087 0.095 Uiso 1 1 calc R U . . .
C33 C 0.0682(4) 0.0961(4) 0.7477(3) 0.0838(10) Uani 1 1 d . . . . .
H33 H -0.0179 0.0849 0.7362 0.101 Uiso 1 1 calc R U . . .
C34 C 0.1125(3) 0.2096(3) 0.7214(3) 0.0681(7) Uani 1 1 d . . . . .
H34 H 0.0562 0.2745 0.6923 0.082 Uiso 1 1 calc R U . . .
C35 C 0.3492(2) 0.4884(3) 0.52174(19) 0.0500(5) Uani 1 1 d . . . . .
H35 H 0.3551 0.5611 0.4847 0.060 Uiso 1 1 calc R U . . .
C36 C 0.2788(2) 0.3821(3) 0.46411(19) 0.0519(6) Uani 1 1 d . . . . .
C37 C 0.1736(3) 0.3057(4) 0.2956(3) 0.0862(11) Uani 1 1 d . . . . .
H37A H 0.2200 0.2277 0.3111 0.129 Uiso 1 1 calc R U . . .
H37B H 0.1606 0.3279 0.2243 0.129 Uiso 1 1 calc R U . . .
H37C H 0.0933 0.2956 0.3073 0.129 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
O1 C28 1.206(3) . ?
O2 C36 1.341(3) . ?
O2 C37 1.440(4) . ?
O3 C36 1.208(3) . ?
N2 C38 1.385(3) . ?
N2 C5 1.455(3) . ?
N2 C6 1.381(3) . ?
C39 C8 1.509(3) . ?
C39 C9 1.371(3) . ?
C39 C27 1.418(4) . ?
C38 C16 1.395(4) . ?
C38 C20 1.417(4) . ?
N4 C23 1.139(3) . ?
C40 H40 0.9300 . ?
C40 C2 1.364(6) . ?
C40 C14 1.349(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.378(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.375(4) . ?
C4 C5 1.506(4) . ?
C4 C15 1.376(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.367(4) . ?
C6 C21 1.431(4) . ?
C7 C8 1.488(3) . ?
C7 C20 1.425(4) . ?
C8 H8 0.9800 . ?
C8 C22 1.617(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.410(4) . ?
C10 C11 1.415(4) . ?
C10 C24 1.417(4) . ?
C11 C12 1.412(4) . ?
C11 C26 1.415(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.355(6) . ?
C13 H13 0.9300 . ?
C13 C25 1.397(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.373(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.375(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.391(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.368(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.404(4) . ?
C21 C22 1.549(3) . ?
C21 C35 1.346(3) . ?
C22 C23 1.474(3) . ?
C22 C28 1.562(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.358(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C26 C27 1.352(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.487(4) . ?
C29 C30 1.384(4) . ?
C29 C34 1.388(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.392(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.366(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.377(6) . ?
C33 H33 0.9300 . ?
C33 C34 1.383(5) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C35 C36 1.451(4) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?

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
C36 O2 C37 116.3(3) . . ?
C38 N2 C5 124.4(2) . . ?
C6 N2 C38 107.08(19) . . ?
C6 N2 C5 128.3(2) . . ?
C9 C39 C8 120.6(2) . . ?
C9 C39 C27 118.8(2) . . ?
C27 C39 C8 120.5(2) . . ?
N2 C38 C16 129.2(2) . . ?
N2 C38 C20 109.2(2) . . ?
C16 C38 C20 121.6(2) . . ?
C2 C40 H40 120.4 . . ?
C14 C40 H40 120.4 . . ?
C14 C40 C2 119.3(3) . . ?
C40 C2 H2 120.0 . . ?
C40 C2 C3 120.1(3) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C5 123.1(2) . . ?
C3 C4 C15 117.8(3) . . ?
C15 C4 C5 119.1(3) . . ?
N2 C5 C4 115.2(2) . . ?
N2 C5 H5A 108.5 . . ?
N2 C5 H5B 108.5 . . ?
C4 C5 H5A 108.5 . . ?
C4 C5 H5B 108.5 . . ?
H5A C5 H5B 107.5 . . ?
N2 C6 C21 136.2(2) . . ?
C7 C6 N2 110.3(2) . . ?
C7 C6 C21 113.5(2) . . ?
C6 C7 C8 113.7(2) . . ?
C6 C7 C20 107.9(2) . . ?
C20 C7 C8 138.4(2) . . ?
C39 C8 H8 108.5 . . ?
C39 C8 C22 116.90(19) . . ?
C7 C8 C39 113.2(2) . . ?
C7 C8 H8 108.5 . . ?
C7 C8 C22 100.82(18) . . ?
C22 C8 H8 108.5 . . ?
C39 C9 H9 119.0 . . ?
C39 C9 C10 122.0(2) . . ?
C10 C9 H9 119.0 . . ?
C9 C10 C11 118.6(2) . . ?
C9 C10 C24 122.8(3) . . ?
C11 C10 C24 118.6(3) . . ?
C12 C11 C10 118.7(3) . . ?
C12 C11 C26 122.9(3) . . ?
C26 C11 C10 118.4(2) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.7(4) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C25 121.1(3) . . ?
C25 C13 H13 119.4 . . ?
C40 C14 H14 119.4 . . ?
C40 C14 C15 121.3(4) . . ?
C15 C14 H14 119.4 . . ?
C4 C15 H15 119.8 . . ?
C14 C15 C4 120.5(3) . . ?
C14 C15 H15 119.8 . . ?
C38 C16 H16 121.4 . . ?
C17 C16 C38 117.3(3) . . ?
C17 C16 H16 121.4 . . ?
C16 C17 H17 119.0 . . ?
C16 C17 C18 122.0(3) . . ?
C18 C17 H17 119.0 . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.3(3) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 120.6 . . ?
C18 C19 C20 118.8(3) . . ?
C20 C19 H19 120.6 . . ?
C38 C20 C7 105.5(2) . . ?
C19 C20 C38 119.1(2) . . ?
C19 C20 C7 135.3(2) . . ?
C6 C21 C22 105.13(19) . . ?
C35 C21 C6 128.7(2) . . ?
C35 C21 C22 126.1(2) . . ?
C21 C22 C8 106.40(18) . . ?
C21 C22 C28 108.22(19) . . ?
C23 C22 C8 111.34(19) . . ?
C23 C22 C21 110.23(18) . . ?
C23 C22 C28 114.30(19) . . ?
C28 C22 C8 105.95(17) . . ?
N4 C23 C22 177.2(3) . . ?
C10 C24 H24 119.4 . . ?
C25 C24 C10 121.1(4) . . ?
C25 C24 H24 119.4 . . ?
C13 C25 H25 120.1 . . ?
C24 C25 C13 119.8(4) . . ?
C24 C25 H25 120.1 . . ?
C11 C26 H26 119.1 . . ?
C27 C26 C11 121.8(3) . . ?
C27 C26 H26 119.1 . . ?
C39 C27 H27 119.8 . . ?
C26 C27 C39 120.4(3) . . ?
C26 C27 H27 119.8 . . ?
O1 C28 C22 116.0(2) . . ?
O1 C28 C29 121.2(2) . . ?
C29 C28 C22 122.6(2) . . ?
C30 C29 C28 124.1(2) . . ?
C30 C29 C34 119.3(3) . . ?
C34 C29 C28 116.5(3) . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C31 120.0(3) . . ?
C31 C30 H30 120.0 . . ?
C30 C31 H31 119.9 . . ?
C32 C31 C30 120.2(3) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 H32 119.9 . . ?
C31 C32 C33 120.2(3) . . ?
C33 C32 H32 119.9 . . ?
C32 C33 H33 119.9 . . ?
C32 C33 C34 120.2(3) . . ?
C34 C33 H33 119.9 . . ?
C29 C34 H34 120.0 . . ?
C33 C34 C29 120.0(3) . . ?
C33 C34 H34 120.0 . . ?
C21 C35 H35 117.6 . . ?
C21 C35 C36 124.8(2) . . ?
C36 C35 H35 117.6 . . ?
O2 C36 C35 110.8(2) . . ?
O3 C36 O2 123.4(2) . . ?
O3 C36 C35 125.8(2) . . ?
O2 C37 H37A 109.5 . . ?
O2 C37 H37B 109.5 . . ?
O2 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 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
O1 C28 C29 C30 -159.8(3) . . . . ?
O1 C28 C29 C34 19.0(4) . . . . ?
N2 C38 C16 C17 -176.1(3) . . . . ?
N2 C38 C20 C7 -1.4(3) . . . . ?
N2 C38 C20 C19 176.2(2) . . . . ?
N2 C6 C7 C8 179.0(2) . . . . ?
N2 C6 C7 C20 -0.5(3) . . . . ?
N2 C6 C21 C22 -174.0(3) . . . . ?
N2 C6 C21 C35 2.8(5) . . . . ?
C39 C8 C22 C21 -116.6(2) . . . . ?
C39 C8 C22 C23 3.6(3) . . . . ?
C39 C8 C22 C28 128.4(2) . . . . ?
C39 C9 C10 C11 -0.5(4) . . . . ?
C39 C9 C10 C24 -179.6(3) . . . . ?
C38 N2 C5 C4 -92.2(3) . . . . ?
C38 N2 C6 C7 -0.3(3) . . . . ?
C38 N2 C6 C21 177.9(3) . . . . ?
C38 C16 C17 C18 -0.6(4) . . . . ?
C40 C2 C3 C4 -1.3(6) . . . . ?
C40 C14 C15 C4 -1.8(8) . . . . ?
C2 C40 C14 C15 2.6(8) . . . . ?
C2 C3 C4 C5 -176.9(3) . . . . ?
C2 C3 C4 C15 2.2(5) . . . . ?
C3 C4 C5 N2 -35.2(4) . . . . ?
C3 C4 C15 C14 -0.7(6) . . . . ?
C5 N2 C38 C16 -5.7(4) . . . . ?
C5 N2 C38 C20 175.9(2) . . . . ?
C5 N2 C6 C7 -174.9(2) . . . . ?
C5 N2 C6 C21 3.3(4) . . . . ?
C5 C4 C15 C14 178.5(4) . . . . ?
C6 N2 C38 C16 179.4(3) . . . . ?
C6 N2 C38 C20 1.1(3) . . . . ?
C6 N2 C5 C4 81.5(3) . . . . ?
C6 C7 C8 C39 121.2(2) . . . . ?
C6 C7 C8 C22 -4.5(3) . . . . ?
C6 C7 C20 C38 1.1(3) . . . . ?
C6 C7 C20 C19 -175.8(3) . . . . ?
C6 C21 C22 C8 -6.7(2) . . . . ?
C6 C21 C22 C23 -127.5(2) . . . . ?
C6 C21 C22 C28 106.8(2) . . . . ?
C6 C21 C35 C36 -172.3(2) . . . . ?
C7 C6 C21 C22 4.2(3) . . . . ?
C7 C6 C21 C35 -179.0(2) . . . . ?
C7 C8 C22 C21 6.6(2) . . . . ?
C7 C8 C22 C23 126.7(2) . . . . ?
C7 C8 C22 C28 -108.4(2) . . . . ?
C8 C39 C9 C10 -176.2(2) . . . . ?
C8 C39 C27 C26 176.7(3) . . . . ?
C8 C7 C20 C38 -178.2(3) . . . . ?
C8 C7 C20 C19 4.8(5) . . . . ?
C8 C22 C28 O1 84.1(3) . . . . ?
C8 C22 C28 C29 -91.2(2) . . . . ?
C9 C39 C8 C7 125.2(2) . . . . ?
C9 C39 C8 C22 -118.2(2) . . . . ?
C9 C39 C27 C26 0.4(4) . . . . ?
C9 C10 C11 C12 -179.9(3) . . . . ?
C9 C10 C11 C26 0.5(4) . . . . ?
C9 C10 C24 C25 179.4(3) . . . . ?
C10 C11 C12 C13 1.1(5) . . . . ?
C10 C11 C26 C27 0.0(5) . . . . ?
C10 C24 C25 C13 -0.1(5) . . . . ?
C11 C10 C24 C25 0.3(4) . . . . ?
C11 C12 C13 C25 -1.0(6) . . . . ?
C11 C26 C27 C39 -0.5(5) . . . . ?
C12 C11 C26 C27 -179.6(3) . . . . ?
C12 C13 C25 C24 0.5(6) . . . . ?
C14 C40 C2 C3 -1.1(7) . . . . ?
C15 C4 C5 N2 145.7(3) . . . . ?
C16 C38 C20 C7 -179.9(2) . . . . ?
C16 C38 C20 C19 -2.3(4) . . . . ?
C16 C17 C18 C19 -0.6(5) . . . . ?
C17 C18 C19 C20 0.5(4) . . . . ?
C18 C19 C20 C38 1.0(4) . . . . ?
C18 C19 C20 C7 177.6(3) . . . . ?
C20 C38 C16 C17 2.1(4) . . . . ?
C20 C7 C8 C39 -59.4(4) . . . . ?
C20 C7 C8 C22 174.9(3) . . . . ?
C21 C6 C7 C8 0.4(3) . . . . ?
C21 C6 C7 C20 -179.2(2) . . . . ?
C21 C22 C28 O1 -29.7(3) . . . . ?
C21 C22 C28 C29 155.1(2) . . . . ?
C21 C35 C36 O2 -173.7(2) . . . . ?
C21 C35 C36 O3 7.6(4) . . . . ?
C22 C21 C35 C36 3.8(4) . . . . ?
C22 C28 C29 C30 15.2(4) . . . . ?
C22 C28 C29 C34 -165.9(2) . . . . ?
C23 C22 C28 O1 -152.9(2) . . . . ?
C23 C22 C28 C29 31.8(3) . . . . ?
C24 C10 C11 C12 -0.7(4) . . . . ?
C24 C10 C11 C26 179.6(3) . . . . ?
C26 C11 C12 C13 -179.3(4) . . . . ?
C27 C39 C8 C7 -51.1(3) . . . . ?
C27 C39 C8 C22 65.5(3) . . . . ?
C27 C39 C9 C10 0.1(4) . . . . ?
C28 C29 C30 C31 178.9(2) . . . . ?
C28 C29 C34 C33 -179.0(3) . . . . ?
C29 C30 C31 C32 -0.1(4) . . . . ?
C30 C29 C34 C33 -0.1(4) . . . . ?
C30 C31 C32 C33 0.0(5) . . . . ?
C31 C32 C33 C34 -0.1(6) . . . . ?
C32 C33 C34 C29 0.1(6) . . . . ?
C34 C29 C30 C31 0.1(4) . . . . ?
C35 C21 C22 C8 176.4(2) . . . . ?
C35 C21 C22 C23 55.6(3) . . . . ?
C35 C21 C22 C28 -70.1(3) . . . . ?
C37 O2 C36 O3 -1.6(4) . . . . ?
C37 O2 C36 C35 179.7(2) . . . . ?

_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_21
_database_code_depnum_ccdc_archive 'CCDC 2251810'
loop_
_audit_author_name
_audit_author_address
'Ying-Chun Chen'
;Sichuan University
China
;
_audit_update_record             
;
2023-03-27 deposited with the CCDC.	2023-09-18 downloaded from the CCDC.
;
_audit_creation_date             2022-11-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C58 H44 N2 O8 S2'
_chemical_formula_sum            'C58 H44 N2 O8 S2'
_chemical_formula_weight         961.07
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   32.1431(8)
_cell_length_b                   7.1890(2)
_cell_length_c                   11.8007(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.963(2)
_cell_angle_gamma                90
_cell_volume                     2693.57(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8392
_cell_measurement_temperature    302(2)
_cell_measurement_theta_max      24.506
_cell_measurement_theta_min      2.323
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6388
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0845 before and 0.0543 after correction.
The Ratio of minimum to maximum transmission is 0.8568.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1004
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            22880
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.905
_diffrn_ambient_temperature      302.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_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           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.853
_reflns_Friedel_fraction_full    0.982
_reflns_Friedel_fraction_max     0.982
_reflns_number_gt                3803
_reflns_number_total             4626
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 1502 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4626
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.066
_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)+(0.0698P)²+0.0382P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1046
_refine_ls_wR_factor_ref         0.1151
_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 C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C11(H11), C12(H12), C14(H14), C15(H15), C16(H16), C17(H17),
 C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26), C27(H27), C28(H28)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_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 0.64303(3) 0.80424(14) 0.72034(8) 0.0669(3) Uani 1 1 d . . . . .
O1 O 0.47722(7) 0.4220(4) 0.6372(2) 0.0630(7) Uani 1 1 d . . . . .
O2 O 0.64501(11) 0.8971(5) 0.6149(3) 0.0861(9) Uani 1 1 d . . . . .
O3 O 0.61457(10) 0.8650(5) 0.7936(3) 0.1003(12) Uani 1 1 d . . . . .
O4 O 0.33977(7) 0.3417(4) 0.55294(19) 0.0568(6) Uani 1 1 d . . . . .
N1 N 0.63152(9) 0.5865(5) 0.6907(3) 0.0561(7) Uani 1 1 d . . . . .
C30 C 0.72566(10) 0.3829(5) 0.7199(3) 0.0510(8) Uani 1 1 d . . . . .
C1 C 0.81835(15) 0.7417(7) 0.9837(4) 0.0868(14) Uani 1 1 d . . . . .
H1A H 0.8288 0.6207 0.9682 0.130 Uiso 1 1 calc R U . . .
H1B H 0.8177 0.7538 1.0644 0.130 Uiso 1 1 calc R U . . .
H1C H 0.8365 0.8352 0.9601 0.130 Uiso 1 1 calc R U . . .
C2 C 0.77516(12) 0.7656(5) 0.9194(3) 0.0603(9) Uani 1 1 d . . . . .
C3 C 0.74067(13) 0.7272(5) 0.9719(3) 0.0628(10) Uani 1 1 d . . . . .
H3 H 0.7448 0.6875 1.0478 0.075 Uiso 1 1 calc R U . . .
C4 C 0.70010(13) 0.7464(5) 0.9138(3) 0.0612(10) Uani 1 1 d . . . . .
H4 H 0.6772 0.7210 0.9506 0.073 Uiso 1 1 calc R U . . .
C5 C 0.69390(11) 0.8037(6) 0.8004(3) 0.0554(8) Uani 1 1 d . . . . .
C6 C 0.65147(10) 0.4877(5) 0.6104(3) 0.0487(8) Uani 1 1 d . . . . .
C7 C 0.36604(10) 0.4532(5) 0.4992(3) 0.0539(8) Uani 1 1 d . . . . .
C8 C 0.40602(11) 0.5162(6) 0.5698(3) 0.0597(9) Uani 1 1 d . . . . .
H8 H 0.4182 0.6099 0.5244 0.072 Uiso 1 1 calc R U . . .
C9 C 0.43738(11) 0.3650(6) 0.5926(3) 0.0638(10) Uani 1 1 d . . . . .
C10 C 0.50156(12) 0.2630(6) 0.6564(4) 0.0720(11) Uani 1 1 d . . . . .
C11 C 0.54543(11) 0.2896(8) 0.6998(4) 0.0735(11) Uani 1 1 d . . . . .
H11 H 0.5621 0.1834 0.7117 0.088 Uiso 1 1 calc R U . . .
C12 C 0.56413(11) 0.4503(7) 0.7242(3) 0.0644(10) Uani 1 1 d . . . . .
H12 H 0.5478 0.5574 0.7122 0.077 Uiso 1 1 calc R U . . .
C13 C 0.60976(11) 0.4724(7) 0.7698(3) 0.0642(10) Uani 1 1 d . . . . .
H13A H 0.6229 0.3508 0.7795 0.077 Uiso 1 1 calc R U . . .
H13B H 0.6129 0.5320 0.8444 0.077 Uiso 1 1 calc R U . . .
C14 C 0.72813(12) 0.8468(5) 0.7472(3) 0.0603(9) Uani 1 1 d . . . . .
H14 H 0.7240 0.8877 0.6715 0.072 Uiso 1 1 calc R U . . .
C15 C 0.76806(12) 0.8290(6) 0.8066(3) 0.0631(9) Uani 1 1 d . . . . .
H15 H 0.7909 0.8598 0.7708 0.076 Uiso 1 1 calc R U . . .
C16 C 0.47713(16) 0.1141(8) 0.6244(6) 0.0986(16) Uani 1 1 d . . . . .
H16 H 0.4856 -0.0097 0.6286 0.118 Uiso 1 1 calc R U . . .
C17 C 0.43628(14) 0.1803(8) 0.5834(5) 0.0906(15) Uani 1 1 d . . . . .
H17 H 0.4129 0.1084 0.5552 0.109 Uiso 1 1 calc R U . . .
C18 C 0.39713(12) 0.6149(7) 0.6797(4) 0.0694(11) Uani 1 1 d . . . . .
C19 C 0.40412(18) 0.5281(10) 0.7845(4) 0.0999(16) Uani 1 1 d . . . . .
H19 H 0.4138 0.4061 0.7909 0.120 Uiso 1 1 calc R U . . .
C20 C 0.3964(2) 0.6273(16) 0.8826(5) 0.127(3) Uani 1 1 d . . . . .
H20 H 0.4007 0.5689 0.9538 0.153 Uiso 1 1 calc R U . . .
C21 C 0.3830(2) 0.8033(15) 0.8749(7) 0.120(2) Uani 1 1 d . . . . .
H21 H 0.3796 0.8692 0.9406 0.144 Uiso 1 1 calc R U . . .
C22 C 0.3744(2) 0.8861(10) 0.7691(7) 0.113(2) Uani 1 1 d . . . . .
H22 H 0.3639 1.0068 0.7633 0.136 Uiso 1 1 calc R U . . .
C23 C 0.38104(16) 0.7948(9) 0.6724(5) 0.0904(13) Uani 1 1 d . . . . .
H23 H 0.3748 0.8529 0.6013 0.109 Uiso 1 1 calc R U . . .
C24 C 0.30449(9) 0.3094(5) 0.4736(3) 0.0465(7) Uani 1 1 d . . . . .
C25 C 0.69190(9) 0.3961(5) 0.6296(3) 0.0456(7) Uani 1 1 d . . . . .
C26 C 0.76147(10) 0.2909(6) 0.6995(3) 0.0560(8) Uani 1 1 d . . . . .
H26 H 0.7846 0.2847 0.7576 0.067 Uiso 1 1 calc R U . . .
C27 C 0.23613(11) 0.2075(5) 0.4054(3) 0.0554(8) Uani 1 1 d . . . . .
H27 H 0.2115 0.1467 0.4160 0.066 Uiso 1 1 calc R U . . .
C28 C 0.26963(11) 0.2132(5) 0.4945(3) 0.0527(8) Uani 1 1 d . . . . .
H28 H 0.2686 0.1551 0.5644 0.063 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 1.422(3) . ?
S1 O3 1.422(3) . ?
S1 N1 1.634(3) . ?
S1 C5 1.756(4) . ?
O1 C9 1.369(4) . ?
O1 C10 1.383(5) . ?
O4 C7 1.387(4) . ?
O4 C24 1.373(4) . ?
N1 C6 1.416(4) . ?
N1 C13 1.495(5) . ?
C30 C25 1.401(5) . ?
C30 C26 1.380(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.485(6) . ?
C2 C3 1.380(6) . ?
C2 C15 1.392(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(5) . ?
C5 C14 1.384(5) . ?
C6 C7 1.351(5) 2_656 ?
C6 C25 1.443(5) . ?
C7 C6 1.351(5) 2_656 ?
C7 C8 1.489(5) . ?
C8 H8 0.9800 . ?
C8 C9 1.478(6) . ?
C8 C18 1.543(6) . ?
C9 C17 1.333(7) . ?
C10 C11 1.436(5) . ?
C10 C16 1.347(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.313(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.490(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14 0.9300 . ?
C14 C15 1.369(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.409(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.372(7) . ?
C18 C23 1.391(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.415(10) . ?
C20 H20 0.9300 . ?
C20 C21 1.334(11) . ?
C21 H21 0.9300 . ?
C21 C22 1.372(11) . ?
C22 H22 0.9300 . ?
C22 C23 1.361(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.389(5) 2_656 ?
C24 C28 1.371(5) . ?
C25 C24 1.389(5) 2_656 ?
C26 H26 0.9300 . ?
C26 C27 1.388(5) 2_656 ?
C27 C26 1.388(5) 2_656 ?
C27 H27 0.9300 . ?
C27 C28 1.383(5) . ?
C28 H28 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O3 120.6(2) . . ?
O2 S1 N1 107.57(18) . . ?
O2 S1 C5 107.87(19) . . ?
O3 S1 N1 106.2(2) . . ?
O3 S1 C5 107.87(19) . . ?
N1 S1 C5 105.90(17) . . ?
C9 O1 C10 106.7(3) . . ?
C24 O4 C7 106.4(2) . . ?
C6 N1 S1 120.9(2) . . ?
C6 N1 C13 116.6(3) . . ?
C13 N1 S1 120.3(3) . . ?
C26 C30 C25 117.9(3) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.0(4) . . ?
C3 C2 C15 118.1(3) . . ?
C15 C2 C1 121.9(4) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.3(3) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.5(3) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 S1 120.1(3) . . ?
C14 C5 S1 119.7(3) . . ?
C14 C5 C4 120.0(3) . . ?
N1 C6 C25 127.9(3) . . ?
C7 C6 N1 124.6(3) 2_656 . ?
C7 C6 C25 107.3(3) 2_656 . ?
O4 C7 C8 117.0(3) . . ?
C6 C7 O4 110.6(3) 2_656 . ?
C6 C7 C8 132.4(3) 2_656 . ?
C7 C8 H8 106.6 . . ?
C7 C8 C18 110.7(3) . . ?
C9 C8 C7 112.5(3) . . ?
C9 C8 H8 106.6 . . ?
C9 C8 C18 113.3(3) . . ?
C18 C8 H8 106.6 . . ?
O1 C9 C8 114.9(4) . . ?
C17 C9 O1 109.9(4) . . ?
C17 C9 C8 135.2(4) . . ?
O1 C10 C11 116.6(4) . . ?
C16 C10 O1 108.7(4) . . ?
C16 C10 C11 134.7(5) . . ?
C10 C11 H11 117.1 . . ?
C12 C11 C10 125.8(4) . . ?
C12 C11 H11 117.1 . . ?
C11 C12 H12 117.8 . . ?
C11 C12 C13 124.4(4) . . ?
C13 C12 H12 117.8 . . ?
N1 C13 H13A 109.4 . . ?
N1 C13 H13B 109.4 . . ?
C12 C13 N1 111.3(3) . . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C5 C14 H14 120.2 . . ?
C15 C14 C5 119.7(3) . . ?
C15 C14 H14 120.2 . . ?
C2 C15 H15 119.3 . . ?
C14 C15 C2 121.4(3) . . ?
C14 C15 H15 119.3 . . ?
C10 C16 H16 126.3 . . ?
C10 C16 C17 107.4(5) . . ?
C17 C16 H16 126.3 . . ?
C9 C17 C16 107.3(4) . . ?
C9 C17 H17 126.4 . . ?
C16 C17 H17 126.4 . . ?
C19 C18 C8 121.5(5) . . ?
C19 C18 C23 119.1(5) . . ?
C23 C18 C8 119.4(4) . . ?
C18 C19 H19 120.5 . . ?
C18 C19 C20 118.9(7) . . ?
C20 C19 H19 120.5 . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.2(7) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 120.3 . . ?
C20 C21 C22 119.4(6) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.2(7) . . ?
C23 C22 H22 119.4 . . ?
C18 C23 H23 120.0 . . ?
C22 C23 C18 120.1(6) . . ?
C22 C23 H23 120.0 . . ?
O4 C24 C25 110.4(3) . 2_656 ?
C28 C24 O4 125.0(3) . . ?
C28 C24 C25 124.5(3) . 2_656 ?
C30 C25 C6 136.3(3) . . ?
C24 C25 C30 118.4(3) 2_656 . ?
C24 C25 C6 105.3(3) 2_656 . ?
C30 C26 H26 119.1 . . ?
C30 C26 C27 121.7(3) . 2_656 ?
C27 C26 H26 119.1 2_656 . ?
C26 C27 H27 119.3 2_656 . ?
C28 C27 C26 121.3(3) . 2_656 ?
C28 C27 H27 119.3 . . ?
C24 C28 C27 116.1(3) . . ?
C24 C28 H28 122.0 . . ?
C27 C28 H28 122.0 . . ?

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 N1 C6 C7 -101.1(4) . . . 2_656 ?
S1 N1 C6 C25 83.2(4) . . . . ?
S1 N1 C13 C12 102.5(3) . . . . ?
S1 C5 C14 C15 -173.7(3) . . . . ?
O1 C9 C17 C16 0.3(6) . . . . ?
O1 C10 C11 C12 1.0(6) . . . . ?
O1 C10 C16 C17 0.2(6) . . . . ?
O2 S1 N1 C6 43.7(3) . . . . ?
O2 S1 N1 C13 -154.1(3) . . . . ?
O2 S1 C5 C4 170.6(3) . . . . ?
O2 S1 C5 C14 -14.5(4) . . . . ?
O3 S1 N1 C6 174.0(3) . . . . ?
O3 S1 N1 C13 -23.7(3) . . . . ?
O3 S1 C5 C4 38.8(4) . . . . ?
O3 S1 C5 C14 -146.2(3) . . . . ?
O4 C7 C8 C9 73.4(4) . . . . ?
O4 C7 C8 C18 -54.5(5) . . . . ?
O4 C24 C28 C27 175.4(3) . . . . ?
N1 S1 C5 C4 -74.5(3) . . . . ?
N1 S1 C5 C14 100.4(3) . . . . ?
N1 C6 C25 C30 -6.8(6) . . . . ?
N1 C6 C25 C24 175.9(3) . . . 2_656 ?
C1 C2 C3 C4 -179.4(4) . . . . ?
C1 C2 C15 C14 178.6(4) . . . . ?
C2 C3 C4 C5 0.6(6) . . . . ?
C3 C2 C15 C14 -2.3(6) . . . . ?
C3 C4 C5 S1 172.9(3) . . . . ?
C3 C4 C5 C14 -2.0(6) . . . . ?
C4 C5 C14 C15 1.3(6) . . . . ?
C5 S1 N1 C6 -71.5(3) . . . . ?
C5 S1 N1 C13 90.8(3) . . . . ?
C5 C14 C15 C2 0.9(6) . . . . ?
C6 N1 C13 C12 -94.5(4) . . . . ?
C6 C7 C8 C9 -108.9(5) 2_656 . . . ?
C6 C7 C8 C18 123.1(4) 2_656 . . . ?
C7 O4 C24 C25 0.7(4) . . . 2_656 ?
C7 O4 C24 C28 -176.2(3) . . . . ?
C7 C6 C25 C30 176.9(4) 2_656 . . . ?
C7 C6 C25 C24 -0.4(4) 2_656 . . 2_656 ?
C7 C8 C9 O1 167.8(3) . . . . ?
C7 C8 C9 C17 -14.8(7) . . . . ?
C7 C8 C18 C19 103.6(5) . . . . ?
C7 C8 C18 C23 -75.4(4) . . . . ?
C8 C9 C17 C16 -177.2(5) . . . . ?
C8 C18 C19 C20 178.4(5) . . . . ?
C8 C18 C23 C22 -177.7(4) . . . . ?
C9 O1 C10 C11 177.8(3) . . . . ?
C9 O1 C10 C16 -0.1(5) . . . . ?
C9 C8 C18 C19 -23.9(5) . . . . ?
C9 C8 C18 C23 157.1(4) . . . . ?
C10 O1 C9 C8 177.9(3) . . . . ?
C10 O1 C9 C17 -0.1(5) . . . . ?
C10 C11 C12 C13 179.6(4) . . . . ?
C10 C16 C17 C9 -0.3(7) . . . . ?
C11 C10 C16 C17 -177.1(5) . . . . ?
C11 C12 C13 N1 119.9(4) . . . . ?
C13 N1 C6 C7 96.0(4) . . . 2_656 ?
C13 N1 C6 C25 -79.7(4) . . . . ?
C15 C2 C3 C4 1.5(6) . . . . ?
C16 C10 C11 C12 178.2(6) . . . . ?
C18 C8 C9 O1 -65.7(4) . . . . ?
C18 C8 C9 C17 111.7(6) . . . . ?
C18 C19 C20 C21 -0.9(10) . . . . ?
C19 C18 C23 C22 3.3(7) . . . . ?
C19 C20 C21 C22 3.6(10) . . . . ?
C20 C21 C22 C23 -2.9(10) . . . . ?
C21 C22 C23 C18 -0.6(8) . . . . ?
C23 C18 C19 C20 -2.6(7) . . . . ?
C24 O4 C7 C6 -1.0(4) . . . 2_656 ?
C24 O4 C7 C8 177.1(3) . . . . ?
C25 C30 C26 C27 -2.3(5) . . . 2_656 ?
C25 C24 C28 C27 -1.1(5) 2_656 . . . ?
C26 C30 C25 C6 -174.2(4) . . . . ?
C26 C30 C25 C24 2.8(5) . . . 2_656 ?
C26 C27 C28 C24 1.6(5) 2_656 . . . ?

_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_6c
_database_code_depnum_ccdc_archive 'CCDC 2251807'
loop_
_audit_author_name
_audit_author_address
'Ying-Chun Chen'
;Sichuan University
China
;
_audit_update_record             
;
2023-03-27 deposited with the CCDC.	2023-09-18 downloaded from the CCDC.
;
_audit_creation_date             2022-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H24 N2 O4, C H Cl3'
_chemical_formula_sum            'C37 H25 Cl3 N2 O4'
_chemical_formula_weight         667.94
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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           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                   13.2537(4)
_cell_length_b                   8.0062(2)
_cell_length_c                   15.7406(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.6260(10)
_cell_angle_gamma                90
_cell_volume                     1664.82(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9319
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      24.608
_cell_measurement_theta_min      2.596
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.875
_exptl_absorpt_coefficient_mu    0.318
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1204 before and 0.0693 after correction.
The Ratio of minimum to maximum transmission is 0.8372.
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    1.332
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            35129
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.532
_diffrn_reflns_theta_min         2.094
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_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           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.865
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                5230
_reflns_number_total             7649
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details 
;
 Flack x determined using 1836 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         7649
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.1003
_refine_ls_R_factor_gt           0.0667
_refine_ls_restrained_S_all      1.043
_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)+(0.1053P)²+0.5758P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1763
_refine_ls_wR_factor_ref         0.2034
_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 C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C14) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C14) = Uanis(C2)
3.a Ternary CH refined with riding coordinates:
 C8(H8), C36(H36)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
3.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C15(H15), C14(H14), C1(H1), C2(H2), C3(H3), C18(H18),
 C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C31(H31), C32(H32),
  C33(H33), C34(H34)
3.d Fitted hexagon refined as free rotating group:
 C15(C14,C1,C2,C3,C37)
3.e Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_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
O1 O 0.5060(3) 0.2805(6) 0.7115(3) 0.0714(12) Uani 1 1 d . . . . .
O2 O 0.6913(3) 0.5483(5) 0.8262(2) 0.0626(10) Uani 1 1 d . . . . .
O4 O 0.6736(3) 0.1698(4) 0.5982(2) 0.0592(9) Uani 1 1 d . . . . .
Cl4 Cl 0.63578(17) 0.0640(4) 0.36894(19) 0.1253(9) Uani 1 1 d . . . . .
Cl5 Cl 0.8337(2) -0.0793(4) 0.39137(19) 0.1161(8) Uani 1 1 d . . . . .
Cl6 Cl 0.80539(19) 0.2753(3) 0.4156(2) 0.1304(11) Uani 1 1 d . . . . .
N1 N 0.8301(3) 0.0397(5) 0.9052(3) 0.0506(10) Uani 1 1 d . . . . .
N2 N 1.0230(6) 1.0890(8) 0.6261(5) 0.107(2) Uani 1 1 d . . . . .
O3 O 0.4380(3) 0.0736(7) 0.7826(3) 0.0822(14) Uani 1 1 d . . . . .
C4 C 0.6439(3) 0.4656(6) 0.6079(3) 0.0438(10) Uani 1 1 d . . . . .
C5 C 0.7713(5) -0.0857(7) 0.9461(4) 0.0618(14) Uani 1 1 d . . . . .
H5A H 0.8177 -0.1645 0.9753 0.074 Uiso 1 1 calc R U . . .
H5B H 0.7310 -0.1468 0.9023 0.074 Uiso 1 1 calc R U . . .
C6 C 0.7968(4) 0.1439(6) 0.8386(3) 0.0465(11) Uani 1 1 d . . . . .
C7 C 0.8775(4) 0.2230(6) 0.8058(3) 0.0445(10) Uani 1 1 d . . . . .
C8 C 0.8437(4) 0.3138(6) 0.7255(3) 0.0425(10) Uani 1 1 d . . . . .
H8 H 0.8577 0.2407 0.6779 0.051 Uiso 1 1 calc R U . . .
C9 C 0.8894(4) 0.4825(6) 0.7084(3) 0.0436(10) Uani 1 1 d . . . . .
C10 C 0.9231(5) 0.5945(7) 0.7714(3) 0.0563(13) Uani 1 1 d . . . . .
H10 H 0.9220 0.5640 0.8283 0.068 Uiso 1 1 calc R U . . .
C11 C 0.9582(5) 0.7494(7) 0.7514(4) 0.0660(16) Uani 1 1 d . . . . .
H11 H 0.9811 0.8226 0.7946 0.079 Uiso 1 1 calc R U . . .
C12 C 0.9595(5) 0.7967(7) 0.6673(4) 0.0615(14) Uani 1 1 d . . . . .
C13 C 0.9950(6) 0.9616(8) 0.6453(5) 0.078(2) Uani 1 1 d . . . . .
C15 C 0.7295(4) 0.1187(8) 1.0594(4) 0.137(5) Uani 1 1 d G . . . .
H15 H 0.7913 0.1711 1.0542 0.164 Uiso 1 1 calc R U . . .
C14 C 0.6645(6) 0.1783(9) 1.1175(4) 0.151(3) Uani 1 1 d G U . . .
H14 H 0.6829 0.2705 1.1512 0.181 Uiso 1 1 calc R U . . .
C1 C 0.5721(5) 0.1000(11) 1.1252(5) 0.156(5) Uani 1 1 d G U . . .
H1 H 0.5286 0.1399 1.1640 0.187 Uiso 1 1 calc R U . . .
C2 C 0.5446(4) -0.0378(11) 1.0748(5) 0.151(3) Uani 1 1 d G . . . .
H2 H 0.4828 -0.0901 1.0800 0.181 Uiso 1 1 calc R U . . .
C3 C 0.6096(4) -0.0973(8) 1.0167(4) 0.098(3) Uani 1 1 d G . . . .
H3 H 0.5912 -0.1895 0.9830 0.118 Uiso 1 1 calc R U . . .
C37 C 0.7020(3) -0.0191(6) 1.0090(3) 0.0673(16) Uani 1 1 d G . . . .
C16 C 0.7224(4) 0.3164(6) 0.7304(3) 0.0427(10) Uani 1 1 d . . . . .
C17 C 0.7006(4) 0.1818(6) 0.7952(3) 0.0457(10) Uani 1 1 d . . . . .
C18 C 0.6097(4) 0.1188(7) 0.8087(3) 0.0539(12) Uani 1 1 d . . . . .
H18 H 0.6065 0.0372 0.8504 0.065 Uiso 1 1 calc R U . . .
C19 C 0.5155(4) 0.1703(8) 0.7617(4) 0.0576(13) Uani 1 1 d . . . . .
C20 C 0.3397(5) 0.1155(14) 0.7406(6) 0.106(3) Uani 1 1 d . . . . .
H20A H 0.3287 0.2336 0.7445 0.159 Uiso 1 1 calc R U . . .
H20B H 0.2878 0.0570 0.7677 0.159 Uiso 1 1 calc R U . . .
H20C H 0.3375 0.0834 0.6817 0.159 Uiso 1 1 calc R U . . .
C21 C 0.6758(4) 0.2979(6) 0.6386(3) 0.0437(10) Uani 1 1 d . . . . .
C22 C 0.6523(4) 0.5788(6) 0.6745(3) 0.0451(10) Uani 1 1 d . . . . .
C23 C 0.6882(4) 0.4927(6) 0.7549(3) 0.0455(10) Uani 1 1 d . . . . .
C24 C 0.6299(4) 0.7464(7) 0.6607(4) 0.0603(14) Uani 1 1 d . . . . .
H24 H 0.6346 0.8233 0.7051 0.072 Uiso 1 1 calc R U . . .
C25 C 0.6005(5) 0.7936(7) 0.5784(5) 0.0696(17) Uani 1 1 d . . . . .
H25 H 0.5867 0.9057 0.5671 0.084 Uiso 1 1 calc R U . . .
C26 C 0.5909(5) 0.6811(8) 0.5122(4) 0.0676(16) Uani 1 1 d . . . . .
H26 H 0.5696 0.7182 0.4577 0.081 Uiso 1 1 calc R U . . .
C27 C 0.6120(4) 0.5155(7) 0.5253(3) 0.0536(12) Uani 1 1 d . . . . .
H27 H 0.6053 0.4390 0.4808 0.064 Uiso 1 1 calc R U . . .
C28 C 0.9286(5) 0.6864(8) 0.6029(4) 0.0605(14) Uani 1 1 d . . . . .
H28 H 0.9306 0.7179 0.5462 0.073 Uiso 1 1 calc R U . . .
C29 C 0.8949(4) 0.5299(7) 0.6231(3) 0.0520(12) Uani 1 1 d . . . . .
H29 H 0.8757 0.4547 0.5797 0.062 Uiso 1 1 calc R U . . .
C30 C 0.9664(4) 0.1676(6) 0.8523(3) 0.0482(11) Uani 1 1 d . . . . .
C31 C 1.0704(4) 0.1959(7) 0.8476(4) 0.0553(12) Uani 1 1 d . . . . .
H31 H 1.0934 0.2692 0.8076 0.066 Uiso 1 1 calc R U . . .
C32 C 1.1378(5) 0.1114(8) 0.9044(4) 0.0644(15) Uani 1 1 d . . . . .
H32 H 1.2070 0.1255 0.9008 0.077 Uiso 1 1 calc R U . . .
C33 C 1.1044(5) 0.0066(8) 0.9661(4) 0.0699(16) Uani 1 1 d . . . . .
H33 H 1.1522 -0.0429 1.0047 0.084 Uiso 1 1 calc R U . . .
C34 C 1.0042(5) -0.0272(7) 0.9730(4) 0.0625(14) Uani 1 1 d . . . . .
H34 H 0.9830 -0.0999 1.0141 0.075 Uiso 1 1 calc R U . . .
C35 C 0.9342(4) 0.0549(6) 0.9138(3) 0.0507(11) Uani 1 1 d . . . . .
C36 C 0.7525(5) 0.0782(11) 0.4217(5) 0.086(2) Uani 1 1 d . . . . .
H36 H 0.7431 0.0590 0.4821 0.103 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
O1 C19 1.185(7) . ?
O2 C23 1.205(6) . ?
O4 C21 1.206(6) . ?
Cl4 C36 1.700(8) . ?
Cl5 C36 1.749(8) . ?
Cl6 C36 1.732(9) . ?
N1 C5 1.454(7) . ?
N1 C6 1.383(6) . ?
N1 C35 1.380(7) . ?
N2 C13 1.135(9) . ?
O3 C19 1.347(7) . ?
O3 C20 1.452(9) . ?
C4 C21 1.477(7) . ?
C4 C22 1.384(7) . ?
C4 C27 1.392(7) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C37 1.501(7) . ?
C6 C7 1.379(7) . ?
C6 C17 1.429(7) . ?
C7 C8 1.494(7) . ?
C7 C30 1.409(7) . ?
C8 H8 0.9800 . ?
C8 C9 1.513(6) . ?
C8 C16 1.616(7) . ?
C9 C10 1.383(7) . ?
C9 C29 1.404(7) . ?
C10 H10 0.9300 . ?
C10 C11 1.370(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.378(9) . ?
C12 C13 1.453(8) . ?
C12 C28 1.381(9) . ?
C15 H15 0.9300 . ?
C15 C14 1.3900 . ?
C15 C37 1.3900 . ?
C14 H14 0.9300 . ?
C14 C1 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C37 1.3900 . ?
C16 C17 1.527(6) . ?
C16 C21 1.532(7) . ?
C16 C23 1.541(6) . ?
C17 C18 1.339(7) . ?
C18 H18 0.9300 . ?
C18 C19 1.459(8) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C22 C23 1.485(7) . ?
C22 C24 1.388(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.376(9) . ?
C25 H25 0.9300 . ?
C25 C26 1.375(10) . ?
C26 H26 0.9300 . ?
C26 C27 1.368(8) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C28 C29 1.376(8) . ?
C29 H29 0.9300 . ?
C30 C31 1.404(8) . ?
C30 C35 1.414(7) . ?
C31 H31 0.9300 . ?
C31 C32 1.388(9) . ?
C32 H32 0.9300 . ?
C32 C33 1.384(10) . ?
C33 H33 0.9300 . ?
C33 C34 1.369(9) . ?
C34 H34 0.9300 . ?
C34 C35 1.421(8) . ?
C36 H36 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
C6 N1 C5 127.1(4) . . ?
C35 N1 C5 125.8(4) . . ?
C35 N1 C6 106.1(4) . . ?
C19 O3 C20 115.5(5) . . ?
C22 C4 C21 110.1(4) . . ?
C22 C4 C27 121.3(5) . . ?
C27 C4 C21 128.6(5) . . ?
N1 C5 H5A 108.5 . . ?
N1 C5 H5B 108.5 . . ?
N1 C5 C37 115.2(5) . . ?
H5A C5 H5B 107.5 . . ?
C37 C5 H5A 108.5 . . ?
C37 C5 H5B 108.5 . . ?
N1 C6 C17 135.1(5) . . ?
C7 C6 N1 110.6(4) . . ?
C7 C6 C17 114.3(4) . . ?
C6 C7 C8 110.6(4) . . ?
C6 C7 C30 107.6(4) . . ?
C30 C7 C8 140.7(4) . . ?
C7 C8 H8 107.1 . . ?
C7 C8 C9 119.2(4) . . ?
C7 C8 C16 101.4(4) . . ?
C9 C8 H8 107.1 . . ?
C9 C8 C16 114.3(4) . . ?
C16 C8 H8 107.1 . . ?
C10 C9 C8 124.2(4) . . ?
C10 C9 C29 118.1(5) . . ?
C29 C9 C8 117.7(4) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.2(5) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0(6) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C13 120.5(6) . . ?
C11 C12 C28 120.2(5) . . ?
C28 C12 C13 119.2(6) . . ?
N2 C13 C12 178.3(8) . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C37 120.0 . . ?
C37 C15 H15 120.0 . . ?
C15 C14 H14 120.0 . . ?
C1 C14 C15 120.0 . . ?
C1 C14 H14 120.0 . . ?
C14 C1 H1 120.0 . . ?
C14 C1 C2 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C37 120.0 . . ?
C37 C3 H3 120.0 . . ?
C15 C37 C5 120.8(4) . . ?
C3 C37 C5 119.2(4) . . ?
C3 C37 C15 120.0 . . ?
C17 C16 C8 105.4(4) . . ?
C17 C16 C21 118.6(4) . . ?
C17 C16 C23 113.8(4) . . ?
C21 C16 C8 106.3(4) . . ?
C21 C16 C23 102.7(4) . . ?
C23 C16 C8 109.7(4) . . ?
C6 C17 C16 105.1(4) . . ?
C18 C17 C6 128.6(5) . . ?
C18 C17 C16 126.3(5) . . ?
C17 C18 H18 118.0 . . ?
C17 C18 C19 123.9(5) . . ?
C19 C18 H18 118.0 . . ?
O1 C19 O3 123.3(5) . . ?
O1 C19 C18 126.1(5) . . ?
O3 C19 C18 110.7(5) . . ?
O3 C20 H20A 109.5 . . ?
O3 C20 H20B 109.5 . . ?
O3 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O4 C21 C4 127.3(4) . . ?
O4 C21 C16 124.7(4) . . ?
C4 C21 C16 107.7(4) . . ?
C4 C22 C23 110.0(4) . . ?
C4 C22 C24 120.8(5) . . ?
C24 C22 C23 129.2(5) . . ?
O2 C23 C16 125.6(5) . . ?
O2 C23 C22 127.4(4) . . ?
C22 C23 C16 107.0(4) . . ?
C22 C24 H24 121.5 . . ?
C25 C24 C22 117.0(6) . . ?
C25 C24 H24 121.5 . . ?
C24 C25 H25 118.8 . . ?
C24 C25 C26 122.4(5) . . ?
C26 C25 H25 118.8 . . ?
C25 C26 H26 119.5 . . ?
C27 C26 C25 121.0(6) . . ?
C27 C26 H26 119.5 . . ?
C4 C27 H27 121.2 . . ?
C26 C27 C4 117.5(6) . . ?
C26 C27 H27 121.2 . . ?
C12 C28 H28 120.1 . . ?
C29 C28 C12 119.7(5) . . ?
C29 C28 H28 120.1 . . ?
C9 C29 H29 119.7 . . ?
C28 C29 C9 120.6(5) . . ?
C28 C29 H29 119.7 . . ?
C7 C30 C35 105.7(4) . . ?
C31 C30 C7 134.9(5) . . ?
C31 C30 C35 119.4(5) . . ?
C30 C31 H31 120.9 . . ?
C32 C31 C30 118.1(6) . . ?
C32 C31 H31 120.9 . . ?
C31 C32 H32 119.3 . . ?
C33 C32 C31 121.4(6) . . ?
C33 C32 H32 119.3 . . ?
C32 C33 H33 118.6 . . ?
C34 C33 C32 122.9(6) . . ?
C34 C33 H33 118.6 . . ?
C33 C34 H34 121.9 . . ?
C33 C34 C35 116.3(6) . . ?
C35 C34 H34 121.9 . . ?
N1 C35 C30 110.1(4) . . ?
N1 C35 C34 128.2(5) . . ?
C30 C35 C34 121.8(5) . . ?
Cl4 C36 Cl5 111.9(4) . . ?
Cl4 C36 Cl6 113.0(5) . . ?
Cl4 C36 H36 106.3 . . ?
Cl5 C36 H36 106.3 . . ?
Cl6 C36 Cl5 112.4(4) . . ?
Cl6 C36 H36 106.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C5 C37 C15 -34.8(7) . . . . ?
N1 C5 C37 C3 145.5(5) . . . . ?
N1 C6 C7 C8 170.9(4) . . . . ?
N1 C6 C7 C30 0.4(6) . . . . ?
N1 C6 C17 C16 177.4(5) . . . . ?
N1 C6 C17 C18 -0.9(10) . . . . ?
C4 C22 C23 O2 -169.6(5) . . . . ?
C4 C22 C23 C16 10.9(5) . . . . ?
C4 C22 C24 C25 -0.8(8) . . . . ?
C5 N1 C6 C7 -168.4(5) . . . . ?
C5 N1 C6 C17 8.7(9) . . . . ?
C5 N1 C35 C30 168.2(5) . . . . ?
C5 N1 C35 C34 -11.0(8) . . . . ?
C6 N1 C5 C37 -78.4(7) . . . . ?
C6 N1 C35 C30 -0.4(5) . . . . ?
C6 N1 C35 C34 -179.6(5) . . . . ?
C6 C7 C8 C9 141.5(4) . . . . ?
C6 C7 C8 C16 15.1(5) . . . . ?
C6 C7 C30 C31 176.9(5) . . . . ?
C6 C7 C30 C35 -0.6(5) . . . . ?
C6 C17 C18 C19 178.3(5) . . . . ?
C7 C6 C17 C16 -5.6(6) . . . . ?
C7 C6 C17 C18 176.1(5) . . . . ?
C7 C8 C9 C10 -30.7(7) . . . . ?
C7 C8 C9 C29 151.4(4) . . . . ?
C7 C8 C16 C17 -17.7(4) . . . . ?
C7 C8 C16 C21 -144.4(4) . . . . ?
C7 C8 C16 C23 105.2(4) . . . . ?
C7 C30 C31 C32 -177.5(5) . . . . ?
C7 C30 C35 N1 0.6(5) . . . . ?
C7 C30 C35 C34 179.9(5) . . . . ?
C8 C7 C30 C31 10.9(11) . . . . ?
C8 C7 C30 C35 -166.6(6) . . . . ?
C8 C9 C10 C11 -176.0(5) . . . . ?
C8 C9 C29 C28 175.1(5) . . . . ?
C8 C16 C17 C6 14.5(5) . . . . ?
C8 C16 C17 C18 -167.1(5) . . . . ?
C8 C16 C21 O4 74.2(6) . . . . ?
C8 C16 C21 C4 -100.7(4) . . . . ?
C8 C16 C23 O2 -82.0(6) . . . . ?
C8 C16 C23 C22 97.6(4) . . . . ?
C9 C8 C16 C17 -147.2(4) . . . . ?
C9 C8 C16 C21 86.0(5) . . . . ?
C9 C8 C16 C23 -24.4(5) . . . . ?
C9 C10 C11 C12 0.6(9) . . . . ?
C10 C9 C29 C28 -2.9(8) . . . . ?
C10 C11 C12 C13 179.1(6) . . . . ?
C10 C11 C12 C28 -2.1(9) . . . . ?
C11 C12 C28 C29 1.0(9) . . . . ?
C12 C28 C29 C9 1.5(8) . . . . ?
C13 C12 C28 C29 179.9(6) . . . . ?
C15 C14 C1 C2 0.0 . . . . ?
C14 C15 C37 C5 -179.8(5) . . . . ?
C14 C15 C37 C3 0.0 . . . . ?
C14 C1 C2 C3 0.0 . . . . ?
C1 C2 C3 C37 0.0 . . . . ?
C2 C3 C37 C5 179.8(5) . . . . ?
C2 C3 C37 C15 0.0 . . . . ?
C37 C15 C14 C1 0.0 . . . . ?
C16 C8 C9 C10 89.4(6) . . . . ?
C16 C8 C9 C29 -88.6(5) . . . . ?
C16 C17 C18 C19 0.3(9) . . . . ?
C17 C6 C7 C8 -6.8(6) . . . . ?
C17 C6 C7 C30 -177.4(4) . . . . ?
C17 C16 C21 O4 -44.1(7) . . . . ?
C17 C16 C21 C4 141.0(4) . . . . ?
C17 C16 C23 O2 35.8(7) . . . . ?
C17 C16 C23 C22 -144.7(4) . . . . ?
C17 C18 C19 O1 -6.0(10) . . . . ?
C17 C18 C19 O3 173.6(6) . . . . ?
C20 O3 C19 O1 -1.4(10) . . . . ?
C20 O3 C19 C18 179.0(7) . . . . ?
C21 C4 C22 C23 -1.4(6) . . . . ?
C21 C4 C22 C24 177.8(5) . . . . ?
C21 C4 C27 C26 -176.9(5) . . . . ?
C21 C16 C17 C6 133.3(4) . . . . ?
C21 C16 C17 C18 -48.3(7) . . . . ?
C21 C16 C23 O2 165.3(5) . . . . ?
C21 C16 C23 C22 -15.2(5) . . . . ?
C22 C4 C21 O4 176.5(5) . . . . ?
C22 C4 C21 C16 -8.7(5) . . . . ?
C22 C4 C27 C26 1.0(8) . . . . ?
C22 C24 C25 C26 1.6(9) . . . . ?
C23 C16 C17 C6 -105.7(5) . . . . ?
C23 C16 C17 C18 72.7(7) . . . . ?
C23 C16 C21 O4 -170.6(5) . . . . ?
C23 C16 C21 C4 14.5(5) . . . . ?
C23 C22 C24 C25 178.2(5) . . . . ?
C24 C22 C23 O2 11.3(9) . . . . ?
C24 C22 C23 C16 -168.2(5) . . . . ?
C24 C25 C26 C27 -1.2(10) . . . . ?
C25 C26 C27 C4 -0.2(9) . . . . ?
C27 C4 C21 O4 -5.4(8) . . . . ?
C27 C4 C21 C16 169.4(5) . . . . ?
C27 C4 C22 C23 -179.7(4) . . . . ?
C27 C4 C22 C24 -0.5(8) . . . . ?
C29 C9 C10 C11 1.9(8) . . . . ?
C30 C7 C8 C9 -52.8(8) . . . . ?
C30 C7 C8 C16 -179.2(6) . . . . ?
C30 C31 C32 C33 -2.3(8) . . . . ?
C31 C30 C35 N1 -177.3(4) . . . . ?
C31 C30 C35 C34 1.9(7) . . . . ?
C31 C32 C33 C34 3.3(9) . . . . ?
C32 C33 C34 C35 -1.5(9) . . . . ?
C33 C34 C35 N1 178.0(5) . . . . ?
C33 C34 C35 C30 -1.1(8) . . . . ?
C35 N1 C5 C37 115.4(6) . . . . ?
C35 N1 C6 C7 0.0(5) . . . . ?
C35 N1 C6 C17 177.1(5) . . . . ?
C35 C30 C31 C32 -0.2(7) . . . . ?

_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_11g
_database_code_depnum_ccdc_archive 'CCDC 2251809'
loop_
_audit_author_name
_audit_author_address
'Ying-Chun Chen'
;Sichuan University
China
;
_audit_update_record             
;
2023-03-27 deposited with the CCDC.	2023-09-18 downloaded from the CCDC.
;
_audit_creation_date             2022-07-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H18.85 N2 O4 S2, C20 H19.574 N2 O4 S2'
_chemical_formula_sum            'C40 H38 N4 O8 S4'
_chemical_formula_weight         830.98
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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      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                   10.1003(4)
_cell_length_b                   15.1715(5)
_cell_length_c                   13.9176(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.792(2)
_cell_angle_gamma                90
_cell_volume                     2087.68(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9964
_cell_measurement_temperature    184(2)
_cell_measurement_theta_max      27.201
_cell_measurement_theta_min      2.459
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.900
_exptl_absorpt_coefficient_mu    0.283
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1117 before and 0.0709 after correction.
The Ratio of minimum to maximum transmission is 0.9307.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0821
_diffrn_reflns_av_unetI/netI     0.0654
_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       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            37794
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.543
_diffrn_reflns_theta_min         2.009
_diffrn_ambient_temperature      184.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_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           1.41
_diffrn_source_power             0.0705
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.919
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.989
_reflns_number_gt                7247
_reflns_number_total             9567
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Flack x determined using 2669 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     562
_refine_ls_number_reflns         9567
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0537
_refine_ls_restrained_S_all      1.034
_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)+(0.0401P)²+1.0088P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1156
_refine_ls_wR_factor_ref         0.1273
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H21,H21A,H21B} of C21, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  {H11A,H11B,H11C} of C11, {H41A,H41B,H41C} of C41, {H11D,H11E,H11F} of C11A,
  {H41D,H41E,H41F} of C41A
2. Rigid bond restraints
 C11A, C11
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C3, C3A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 S1, C40
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C11A \\sim C11: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
C3 \\sim C3A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
S1 \\sim C40: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
Uanis(C11A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C3) \\sim Ueq, Uanis(C3A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C2A) = Uanis(C2)
4. Others
 Sof(H21A)=Sof(H21B)=Sof(C41A)=Sof(H41D)=Sof(H41E)=Sof(H41F)=1-FVAR(1)
 Sof(H21)=Sof(C41)=Sof(H41A)=Sof(H41B)=Sof(H41C)=FVAR(1)
 Sof(N3A)=Sof(H3A)=1-FVAR(2)
 Sof(N3)=Sof(H3)=Sof(H4)=FVAR(2)
 Sof(C3A)=Sof(H3AA)=Sof(H3AB)=1-FVAR(3)
 Sof(C3)=Sof(H3B)=Sof(H3C)=FVAR(3)
 Sof(C11A)=Sof(H11D)=Sof(H11E)=Sof(H11F)=1-FVAR(4)
 Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H11C)=FVAR(4)
 Sof(H12A)=Sof(S1A)=1-FVAR(5)
 Sof(S1)=FVAR(5)
 Sof(H1)=Sof(C2A)=Sof(H2A)=1-FVAR(6)
 Sof(C2)=Sof(H12)=FVAR(6)
5.a Riding coordinates:
 C11A(H11D,H11E,H11F)
5.b Ternary CH refined with riding coordinates:
 C4(H4), C27(H27)
5.c Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C3(H3B,H3C), C3A(H3AA,H3AB)
5.d Aromatic/amide H refined with riding coordinates:
 N7(H7), N4(H4A), N1(H1A), C1(H1), N3(H3), C7(H7A), C8(H8), C12(H12A),
 C12(H12), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20),
  C21(H21), C23(H23), C24(H24), C29(H29), C30(H30), C31(H31), C32(H32),
 C33(H33), C35(H35), C36(H36), C37(H37), C38(H38), C39(H39), N3A(H3A), C2A(H2A)
5.e Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C41(H41A,H41B,H41C), C41A(H41D,H41E,H41F)
;
_atom_sites_solution_hydrogens   mixed
_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
S4 S 0.75586(13) 0.45515(8) 0.81150(12) 0.0551(4) Uani 1 1 d . . . . .
S2 S -0.24732(10) 0.54522(7) 0.17243(8) 0.0342(2) Uani 1 1 d . . . . .
S3 S -0.06516(17) 0.68508(11) 0.27754(14) 0.0735(5) Uani 1 1 d . . . . .
S1 S 0.5493(10) 0.3329(6) 0.6860(8) 0.071(2) Uani 0.542(16) 1 d . U P A 1
O7 O -0.3168(3) 0.5581(2) 0.2510(2) 0.0441(8) Uani 1 1 d . . . . .
O4 O -0.3221(3) 0.5345(2) 0.0745(2) 0.0494(8) Uani 1 1 d . . . . .
N7 N 0.3491(4) 0.5135(2) 0.7205(3) 0.0382(9) Uani 1 1 d . . . . .
H7 H 0.3600 0.5328 0.6630 0.046 Uiso 1 1 calc R U . . .
O2 O 0.0118(4) 0.4403(3) 0.3982(2) 0.0588(10) Uani 1 1 d . . . . .
O8 O 0.8608(5) 0.4415(3) 0.8949(3) 0.0713(12) Uani 1 1 d . . . . .
N4 N -0.1557(4) 0.4587(2) 0.2007(2) 0.0329(8) Uani 1 1 d . . . . .
H4A H -0.1568 0.4314 0.2563 0.040 Uiso 1 1 calc R U . . .
O5 O 0.4689(5) 0.5660(4) 0.5603(3) 0.0908(18) Uani 1 1 d . . . . .
O1 O -0.0592(5) 0.3614(4) 0.5133(3) 0.0902(17) Uani 1 1 d . . . . .
C2 C 0.604(4) 0.3164(17) 0.854(3) 0.044(3) Uani 0.29(4) 1 d . . P A 1
O3 O 0.5819(4) 0.6039(4) 0.4454(3) 0.0823(15) Uani 1 1 d . . . . .
N1 N 0.1419(4) 0.4902(2) 0.2335(3) 0.0375(9) Uani 1 1 d . . . . .
H1A H 0.1227 0.4774 0.2908 0.045 Uiso 1 1 calc R U . . .
C1 C 0.4759(7) 0.2551(4) 0.7487(7) 0.075(2) Uani 1 1 d . . . . .
H1 H 0.4102 0.2184 0.7092 0.090 Uiso 0.71(4) 1 calc R U P A 2
C40 C 0.6482(5) 0.3639(3) 0.8014(4) 0.0504(13) Uani 1 1 d . U . . .
N3 N 0.6835(5) 0.5387(3) 0.8613(3) 0.0322(14) Uani 0.686(9) 1 d . . P B 1
H3 H 0.7190 0.5582 0.9205 0.039 Uiso 0.686(9) 1 calc R U P B 1
C4 C 0.5667(5) 0.5762(3) 0.8069(5) 0.0560(14) Uani 1 1 d . . . . .
H4 H 0.5786 0.5713 0.7375 0.067 Uiso 0.686(9) 1 calc R U P B 1
C5 C 0.4361(5) 0.5272(3) 0.8069(4) 0.0413(11) Uani 1 1 d . . . . .
C6 C 0.2404(4) 0.4648(3) 0.7367(3) 0.0358(9) Uani 1 1 d . . . . .
C7 C 0.1355(5) 0.4352(3) 0.6588(3) 0.0399(11) Uani 1 1 d . . . . .
H7A H 0.0666 0.3995 0.6761 0.048 Uiso 1 1 calc R U . . .
C8 C 0.1256(5) 0.4533(4) 0.5633(3) 0.0497(12) Uani 1 1 d . . . . .
H8 H 0.1919 0.4913 0.5462 0.060 Uiso 1 1 calc R U . . .
C9 C 0.0225(6) 0.4198(4) 0.4844(4) 0.0511(13) Uani 1 1 d . . . . .
C11 C -0.2025(14) 0.2355(10) 0.4785(10) 0.130(7) Uani 0.742(16) 1 d . U P C 1
H11A H -0.1826 0.1983 0.4257 0.195 Uiso 0.742(16) 1 calc R U P C 1
H11B H -0.2922 0.2208 0.4904 0.195 Uiso 0.742(16) 1 calc R U P C 1
H11C H -0.1343 0.2254 0.5386 0.195 Uiso 0.742(16) 1 calc R U P C 1
C12 C 0.5240(7) 0.2453(4) 0.8431(6) 0.075(2) Uani 1 1 d . . . . .
H12A H 0.4872 0.2011 0.8784 0.090 Uiso 0.458(16) 1 calc R U P A 2
H12 H 0.5076 0.2021 0.8887 0.090 Uiso 0.29(4) 1 calc R U P A 1
C13 C 0.5559(4) 0.6739(3) 0.8226(3) 0.0370(10) Uani 1 1 d . . . . .
C14 C 0.5173(6) 0.7285(4) 0.7428(4) 0.0633(16) Uani 1 1 d . . . . .
H14 H 0.4982 0.7046 0.6784 0.076 Uiso 1 1 calc R U . . .
C15 C 0.5063(7) 0.8192(5) 0.7568(6) 0.081(2) Uani 1 1 d . . . . .
H15 H 0.4798 0.8568 0.7015 0.097 Uiso 1 1 calc R U . . .
C16 C 0.5327(6) 0.8541(4) 0.8479(6) 0.0650(17) Uani 1 1 d . . . . .
H16 H 0.5242 0.9157 0.8570 0.078 Uiso 1 1 calc R U . . .
C17 C 0.5712(6) 0.8008(3) 0.9257(5) 0.0629(16) Uani 1 1 d . . . . .
H17 H 0.5915 0.8254 0.9898 0.075 Uiso 1 1 calc R U . . .
C18 C 0.5818(5) 0.7107(3) 0.9141(4) 0.0480(12) Uani 1 1 d . . . . .
H18 H 0.6073 0.6741 0.9702 0.058 Uiso 1 1 calc R U . . .
C19 C 0.2611(5) 0.4498(3) 0.8357(3) 0.0412(10) Uani 1 1 d . . . . .
H19 H 0.2024 0.4185 0.8688 0.049 Uiso 1 1 calc R U . . .
C20 C 0.3843(5) 0.4889(3) 0.8796(4) 0.0434(11) Uani 1 1 d . . . . .
H20 H 0.4243 0.4888 0.9476 0.052 Uiso 1 1 calc R U . . .
C21 C 0.7035(9) 0.6197(8) 0.5215(6) 0.121(4) Uani 1 1 d . . . . .
H21 H 0.7017 0.6141 0.5892 0.145 Uiso 0.43(3) 1 calc R U P D 1
H21A H 0.6890 0.5979 0.5856 0.145 Uiso 0.57(3) 1 calc R U P D 2
H21B H 0.7813 0.5876 0.5051 0.145 Uiso 0.57(3) 1 calc R U P D 2
C22 C 0.4739(6) 0.5737(4) 0.4735(4) 0.0637(17) Uani 1 1 d . . . . .
C23 C 0.3631(5) 0.5524(4) 0.3945(4) 0.0562(15) Uani 1 1 d . . . . .
H23 H 0.2816 0.5330 0.4117 0.067 Uiso 1 1 calc R U . . .
C24 C 0.3648(5) 0.5574(3) 0.2992(3) 0.0422(11) Uani 1 1 d . . . . .
H24 H 0.4445 0.5803 0.2822 0.051 Uiso 1 1 calc R U . . .
C25 C 0.2583(5) 0.5315(3) 0.2203(3) 0.0375(10) Uani 1 1 d . . . . .
C26 C 0.0608(5) 0.4718(3) 0.1449(3) 0.0367(10) Uani 1 1 d . . . . .
C27 C -0.0701(5) 0.4240(3) 0.1357(3) 0.0370(10) Uani 1 1 d . . . . .
H27 H -0.1209 0.4311 0.0665 0.044 Uiso 1 1 calc R U . . .
C28 C -0.1418(5) 0.6358(3) 0.1692(4) 0.0438(12) Uani 1 1 d . . . . .
C29 C -0.1011(6) 0.6700(4) 0.0898(5) 0.0627(16) Uani 1 1 d . . . . .
H29 H -0.1347 0.6519 0.0239 0.075 Uiso 1 1 calc R U . . .
C30 C -0.0023(7) 0.7359(4) 0.1179(7) 0.084(2) Uani 1 1 d . . . . .
H30 H 0.0402 0.7666 0.0730 0.100 Uiso 1 1 calc R U . . .
C31 C 0.0249(7) 0.7502(4) 0.2143(7) 0.086(3) Uani 1 1 d . . . . .
H31 H 0.0887 0.7928 0.2450 0.104 Uiso 1 1 calc R U . . .
C32 C 0.2478(5) 0.5403(4) 0.1207(3) 0.0459(11) Uani 1 1 d . . . . .
H32 H 0.3129 0.5667 0.0894 0.055 Uiso 1 1 calc R U . . .
C33 C 0.1236(5) 0.5032(3) 0.0731(3) 0.0426(11) Uani 1 1 d . . . . .
H33 H 0.0897 0.5005 0.0043 0.051 Uiso 1 1 calc R U . . .
C34 C -0.0533(5) 0.3251(3) 0.1565(3) 0.0372(10) Uani 1 1 d . . . . .
C35 C 0.0720(5) 0.2847(3) 0.1747(4) 0.0509(13) Uani 1 1 d . . . . .
H35 H 0.1517 0.3184 0.1763 0.061 Uiso 1 1 calc R U . . .
C36 C 0.0804(6) 0.1941(4) 0.1907(5) 0.0632(16) Uani 1 1 d . . . . .
H36 H 0.1666 0.1664 0.2032 0.076 Uiso 1 1 calc R U . . .
C37 C -0.0322(6) 0.1445(3) 0.1888(5) 0.0619(16) Uani 1 1 d . . . . .
H37 H -0.0244 0.0828 0.2005 0.074 Uiso 1 1 calc R U . . .
C38 C -0.1560(6) 0.1835(3) 0.1701(5) 0.0671(17) Uani 1 1 d . . . . .
H38 H -0.2351 0.1488 0.1674 0.080 Uiso 1 1 calc R U . . .
C39 C -0.1669(5) 0.2739(3) 0.1552(4) 0.0537(13) Uani 1 1 d . . . . .
H39 H -0.2535 0.3009 0.1439 0.064 Uiso 1 1 calc R U . . .
O6 O 0.7868(5) 0.4690(4) 0.7204(3) 0.0941(17) Uani 1 1 d . . . . .
C41 C 0.813(2) 0.642(3) 0.4932(15) 0.127(15) Uani 0.43(3) 1 d . . P D 1
H41A H 0.8373 0.5953 0.4506 0.191 Uiso 0.43(3) 1 calc R U P D 1
H41B H 0.8870 0.6487 0.5506 0.191 Uiso 0.43(3) 1 calc R U P D 1
H41C H 0.7992 0.6972 0.4568 0.191 Uiso 0.43(3) 1 calc R U P D 1
C41A C 0.731(3) 0.7115(16) 0.5274(19) 0.159(14) Uani 0.57(3) 1 d . . P D 2
H41D H 0.7249 0.7353 0.4612 0.239 Uiso 0.57(3) 1 calc R U P D 2
H41E H 0.8229 0.7212 0.5660 0.239 Uiso 0.57(3) 1 calc R U P D 2
H41F H 0.6657 0.7412 0.5592 0.239 Uiso 0.57(3) 1 calc R U P D 2
N3A N 0.6513(9) 0.5397(7) 0.7658(8) 0.030(3) Uani 0.314(9) 1 d . . P B 2
H3A H 0.6573 0.5598 0.7075 0.036 Uiso 0.314(9) 1 calc R U P B 2
C3 C -0.199(3) 0.356(2) 0.4415(16) 0.070(5) Uani 0.35(3) 1 d . U P C 1
H3B H -0.1955 0.3657 0.3717 0.085 Uiso 0.35(3) 1 calc R U P C 1
H3C H -0.2704 0.3928 0.4611 0.085 Uiso 0.35(3) 1 calc R U P C 1
C3A C -0.1473(15) 0.3108(12) 0.4325(9) 0.076(4) Uani 0.65(3) 1 d . U P C 2
H3AA H -0.1162 0.2497 0.4256 0.091 Uiso 0.65(3) 1 calc R U P C 2
H3AB H -0.1646 0.3417 0.3685 0.091 Uiso 0.65(3) 1 calc R U P C 2
C11A C -0.289(4) 0.319(3) 0.499(3) 0.123(11) Uani 0.258(16) 1 d . U P C 2
H11D H -0.3705 0.2918 0.4593 0.185 Uiso 0.258(16) 1 d R U P C 2
H11E H -0.3069 0.3815 0.5088 0.185 Uiso 0.258(16) 1 d R U P C 2
H11F H -0.2662 0.2894 0.5627 0.185 Uiso 0.258(16) 1 d R U P C 2
S1A S 0.6422(7) 0.3058(3) 0.8989(10) 0.083(3) Uani 0.458(16) 1 d . . P A 2
C2A C 0.543(2) 0.3346(14) 0.7133(13) 0.044(3) Uani 0.71(4) 1 d . . P A 2
H2A H 0.5228 0.3606 0.6498 0.053 Uiso 0.71(4) 1 calc R U 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
S4 O8 1.418(4) . ?
S4 C40 1.748(6) . ?
S4 N3 1.682(5) . ?
S4 O6 1.382(5) . ?
S4 N3A 1.701(10) . ?
S2 O7 1.428(3) . ?
S2 O4 1.426(3) . ?
S2 N4 1.608(4) . ?
S2 C28 1.745(5) . ?
S3 C28 1.719(5) . ?
S3 C31 1.704(8) . ?
S1 C2 2.30(3) . ?
S1 C1 1.723(13) . ?
S1 C40 1.773(12) . ?
N7 H7 0.8800 . ?
N7 C5 1.352(6) . ?
N7 C6 1.380(5) . ?
O2 C9 1.222(6) . ?
N4 H4A 0.8800 . ?
N4 C27 1.471(6) . ?
O5 C22 1.226(6) . ?
O1 C9 1.328(6) . ?
O1 C3 1.56(2) . ?
O1 C3A 1.495(11) . ?
C2 C1 1.98(3) . ?
C2 C40 1.17(3) . ?
C2 C12 1.34(2) . ?
O3 C21 1.468(8) . ?
O3 C22 1.314(6) . ?
N1 H1A 0.8800 . ?
N1 C25 1.377(5) . ?
N1 C26 1.363(6) . ?
C1 H1 0.9500 . ?
C1 C12 1.314(10) . ?
C1 C2A 1.51(2) . ?
C40 S1A 1.630(13) . ?
C40 C2A 1.52(2) . ?
N3 H3 0.8800 . ?
N3 C4 1.387(7) . ?
C4 H4 1.0000 . ?
C4 C5 1.515(7) . ?
C4 C13 1.505(6) . ?
C4 N3A 1.250(11) . ?
C5 C20 1.360(7) . ?
C6 C7 1.424(6) . ?
C6 C19 1.371(6) . ?
C7 H7A 0.9500 . ?
C7 C8 1.342(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.442(7) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 C3 1.90(3) . ?
C12 H12A 0.9500 . ?
C12 H12 0.9500 . ?
C12 S1A 1.579(11) . ?
C13 C14 1.376(7) . ?
C13 C18 1.366(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.398(9) . ?
C15 H15 0.9500 . ?
C15 C16 1.349(10) . ?
C16 H16 0.9500 . ?
C16 C17 1.344(9) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(7) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.400(7) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C41 1.29(2) . ?
C21 C41A 1.42(2) . ?
C22 C23 1.436(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.332(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.426(6) . ?
C25 C32 1.375(6) . ?
C26 C27 1.490(6) . ?
C26 C33 1.373(6) . ?
C27 H27 1.0000 . ?
C27 C34 1.532(6) . ?
C28 C29 1.359(8) . ?
C29 H29 0.9500 . ?
C29 C30 1.409(9) . ?
C30 H30 0.9500 . ?
C30 C31 1.331(11) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C32 C33 1.410(7) . ?
C33 H33 0.9500 . ?
C34 C35 1.382(7) . ?
C34 C39 1.382(7) . ?
C35 H35 0.9500 . ?
C35 C36 1.392(7) . ?
C36 H36 0.9500 . ?
C36 C37 1.360(7) . ?
C37 H37 0.9500 . ?
C37 C38 1.360(8) . ?
C38 H38 0.9500 . ?
C38 C39 1.388(7) . ?
C39 H39 0.9500 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C41A H41D 0.9800 . ?
C41A H41E 0.9800 . ?
C41A H41F 0.9800 . ?
N3A H3A 0.8800 . ?
C3 H3B 0.9900 . ?
C3 H3C 0.9900 . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C3A C11A 1.86(5) . ?
C11A H11D 0.9799 . ?
C11A H11E 0.9799 . ?
C11A H11F 0.9801 . ?
C2A H2A 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
O8 S4 C40 107.4(3) . . ?
O8 S4 N3 95.0(2) . . ?
O8 S4 N3A 136.0(4) . . ?
N3 S4 C40 108.3(2) . . ?
O6 S4 O8 120.1(3) . . ?
O6 S4 C40 107.5(3) . . ?
O6 S4 N3 117.5(3) . . ?
O6 S4 N3A 77.4(4) . . ?
N3A S4 C40 103.8(4) . . ?
O7 S2 N4 105.86(19) . . ?
O7 S2 C28 108.1(2) . . ?
O4 S2 O7 120.0(2) . . ?
O4 S2 N4 107.8(2) . . ?
O4 S2 C28 105.8(2) . . ?
N4 S2 C28 109.0(2) . . ?
C31 S3 C28 89.5(3) . . ?
C1 S1 C2 56.7(8) . . ?
C1 S1 C40 86.8(6) . . ?
C40 S1 C2 30.1(6) . . ?
C5 N7 H7 125.3 . . ?
C5 N7 C6 109.4(4) . . ?
C6 N7 H7 125.3 . . ?
S2 N4 H4A 119.2 . . ?
C27 N4 S2 121.5(3) . . ?
C27 N4 H4A 119.2 . . ?
C9 O1 C3 112.3(10) . . ?
C9 O1 C3A 115.2(6) . . ?
C1 C2 S1 46.8(9) . . ?
C40 C2 S1 49.3(14) . . ?
C40 C2 C1 96(2) . . ?
C40 C2 C12 136(3) . . ?
C12 C2 S1 87.8(18) . . ?
C12 C2 C1 41.3(11) . . ?
C22 O3 C21 117.8(5) . . ?
C25 N1 H1A 125.0 . . ?
C26 N1 H1A 125.0 . . ?
C26 N1 C25 110.1(4) . . ?
S1 C1 C2 76.5(8) . . ?
C12 C1 S1 118.3(7) . . ?
C12 C1 C2 42.3(10) . . ?
C12 C1 H1 125.7 . . ?
C12 C1 C2A 108.5(9) . . ?
C2A C1 H1 125.7 . . ?
S4 C40 S1 120.6(5) . . ?
C2 C40 S4 138.1(16) . . ?
C2 C40 S1 100.6(17) . . ?
S1A C40 S4 119.3(5) . . ?
C2A C40 S4 128.3(8) . . ?
C2A C40 S1A 112.0(9) . . ?
S4 N3 H3 120.8 . . ?
C4 N3 S4 118.5(4) . . ?
C4 N3 H3 120.8 . . ?
N3 C4 H4 103.9 . . ?
N3 C4 C5 116.2(5) . . ?
N3 C4 C13 113.8(4) . . ?
C5 C4 H4 103.9 . . ?
C13 C4 H4 103.9 . . ?
C13 C4 C5 113.3(4) . . ?
N3A C4 C5 117.3(6) . . ?
N3A C4 C13 125.4(7) . . ?
N7 C5 C4 118.9(5) . . ?
N7 C5 C20 108.4(4) . . ?
C20 C5 C4 132.6(5) . . ?
N7 C6 C7 122.6(4) . . ?
C19 C6 N7 106.8(4) . . ?
C19 C6 C7 130.5(4) . . ?
C6 C7 H7A 117.2 . . ?
C8 C7 C6 125.6(4) . . ?
C8 C7 H7A 117.2 . . ?
C7 C8 H8 117.3 . . ?
C7 C8 C9 125.3(5) . . ?
C9 C8 H8 117.3 . . ?
O2 C9 O1 122.1(5) . . ?
O2 C9 C8 124.2(5) . . ?
O1 C9 C8 113.7(4) . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
C2 C12 H12 131.8 . . ?
C1 C12 C2 96.3(18) . . ?
C1 C12 H12A 119.5 . . ?
C1 C12 H12 131.8 . . ?
C1 C12 S1A 121.0(8) . . ?
S1A C12 H12A 119.5 . . ?
C14 C13 C4 119.5(5) . . ?
C18 C13 C4 122.1(4) . . ?
C18 C13 C14 118.3(5) . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.9(6) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.7(6) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.3 . . ?
C17 C16 C15 119.4(5) . . ?
C17 C16 H16 120.3 . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.1(6) . . ?
C18 C17 H17 119.4 . . ?
C13 C18 C17 120.5(5) . . ?
C13 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C6 C19 H19 126.0 . . ?
C6 C19 C20 107.9(4) . . ?
C20 C19 H19 126.0 . . ?
C5 C20 C19 107.4(4) . . ?
C5 C20 H20 126.3 . . ?
C19 C20 H20 126.3 . . ?
O3 C21 H21 121.2 . . ?
O3 C21 H21A 109.8 . . ?
O3 C21 H21B 109.8 . . ?
H21A C21 H21B 108.3 . . ?
C41 C21 O3 117.7(10) . . ?
C41 C21 H21 121.2 . . ?
C41A C21 O3 109.2(12) . . ?
C41A C21 H21A 109.8 . . ?
C41A C21 H21B 109.8 . . ?
O5 C22 O3 122.0(5) . . ?
O5 C22 C23 123.4(5) . . ?
O3 C22 C23 114.6(5) . . ?
C22 C23 H23 117.2 . . ?
C24 C23 C22 125.6(5) . . ?
C24 C23 H23 117.2 . . ?
C23 C24 H24 116.9 . . ?
C23 C24 C25 126.1(4) . . ?
C25 C24 H24 116.9 . . ?
N1 C25 C24 123.5(4) . . ?
C32 C25 N1 106.7(4) . . ?
C32 C25 C24 129.8(4) . . ?
N1 C26 C27 122.4(4) . . ?
N1 C26 C33 107.8(4) . . ?
C33 C26 C27 129.8(4) . . ?
N4 C27 C26 113.3(4) . . ?
N4 C27 H27 107.6 . . ?
N4 C27 C34 106.9(4) . . ?
C26 C27 H27 107.6 . . ?
C26 C27 C34 113.5(4) . . ?
C34 C27 H27 107.6 . . ?
S3 C28 S2 119.2(3) . . ?
C29 C28 S2 127.6(4) . . ?
C29 C28 S3 113.0(4) . . ?
C28 C29 H29 124.5 . . ?
C28 C29 C30 111.1(6) . . ?
C30 C29 H29 124.5 . . ?
C29 C30 H30 123.7 . . ?
C31 C30 C29 112.6(6) . . ?
C31 C30 H30 123.7 . . ?
S3 C31 H31 123.1 . . ?
C30 C31 S3 113.8(5) . . ?
C30 C31 H31 123.1 . . ?
C25 C32 H32 125.9 . . ?
C25 C32 C33 108.2(4) . . ?
C33 C32 H32 125.9 . . ?
C26 C33 C32 107.2(4) . . ?
C26 C33 H33 126.4 . . ?
C32 C33 H33 126.4 . . ?
C35 C34 C27 122.0(4) . . ?
C39 C34 C27 119.3(4) . . ?
C39 C34 C35 118.7(4) . . ?
C34 C35 H35 120.3 . . ?
C34 C35 C36 119.4(5) . . ?
C36 C35 H35 120.3 . . ?
C35 C36 H36 119.3 . . ?
C37 C36 C35 121.3(5) . . ?
C37 C36 H36 119.3 . . ?
C36 C37 H37 120.1 . . ?
C38 C37 C36 119.7(5) . . ?
C38 C37 H37 120.1 . . ?
C37 C38 H38 120.0 . . ?
C37 C38 C39 120.0(5) . . ?
C39 C38 H38 120.0 . . ?
C34 C39 C38 120.9(5) . . ?
C34 C39 H39 119.6 . . ?
C38 C39 H39 119.6 . . ?
C21 C41 H41A 109.5 . . ?
C21 C41 H41B 109.5 . . ?
C21 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C21 C41A H41D 109.5 . . ?
C21 C41A H41E 109.5 . . ?
C21 C41A H41F 109.5 . . ?
H41D C41A H41E 109.5 . . ?
H41D C41A H41F 109.5 . . ?
H41E C41A H41F 109.5 . . ?
S4 N3A H3A 116.8 . . ?
C4 N3A S4 126.4(9) . . ?
C4 N3A H3A 116.8 . . ?
O1 C3 C11 86.5(16) . . ?
O1 C3 H3B 114.2 . . ?
O1 C3 H3C 114.2 . . ?
C11 C3 H3B 114.2 . . ?
C11 C3 H3C 114.2 . . ?
H3B C3 H3C 111.4 . . ?
O1 C3A H3AA 113.7 . . ?
O1 C3A H3AB 113.7 . . ?
O1 C3A C11A 89.6(14) . . ?
H3AA C3A H3AB 111.0 . . ?
C11A C3A H3AA 113.7 . . ?
C11A C3A H3AB 113.7 . . ?
C3A C11A H11D 109.5 . . ?
C3A C11A H11E 108.2 . . ?
C3A C11A H11F 110.6 . . ?
H11D C11A H11E 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 109.5 . . ?
C12 S1A C40 93.3(9) . . ?
C1 C2A C40 104.9(12) . . ?
C1 C2A H2A 127.6 . . ?
C40 C2A H2A 127.6 . . ?

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
S4 C40 S1A C12 175.0(4) . . . . ?
S4 C40 C2A C1 -177.0(6) . . . . ?
S4 N3 C4 C5 80.5(6) . . . . ?
S4 N3 C4 C13 -145.2(4) . . . . ?
S2 N4 C27 C26 80.6(4) . . . . ?
S2 N4 C27 C34 -153.6(3) . . . . ?
S2 C28 C29 C30 -172.3(4) . . . . ?
S3 C28 C29 C30 1.9(6) . . . . ?
S1 C2 C40 S4 170(2) . . . . ?
S1 C2 C12 C1 -6.5(11) . . . . ?
S1 C1 C12 C2 9.8(16) . . . . ?
O7 S2 N4 C27 179.2(3) . . . . ?
O7 S2 C28 S3 35.1(3) . . . . ?
O7 S2 C28 C29 -151.0(5) . . . . ?
O4 S2 N4 C27 49.6(4) . . . . ?
O4 S2 C28 S3 164.8(3) . . . . ?
O4 S2 C28 C29 -21.3(5) . . . . ?
N7 C5 C20 C19 0.5(5) . . . . ?
N7 C6 C7 C8 -3.0(8) . . . . ?
N7 C6 C19 C20 -0.7(5) . . . . ?
O8 S4 C40 S1 -154.1(5) . . . . ?
O8 S4 C40 C2 38(3) . . . . ?
O8 S4 C40 S1A 24.3(4) . . . . ?
O8 S4 C40 C2A -163.3(12) . . . . ?
O8 S4 N3 C4 -178.0(5) . . . . ?
O8 S4 N3A C4 -61.1(11) . . . . ?
N4 S2 C28 S3 -79.5(3) . . . . ?
N4 S2 C28 C29 94.4(5) . . . . ?
N4 C27 C34 C35 -130.2(5) . . . . ?
N4 C27 C34 C39 51.2(6) . . . . ?
O5 C22 C23 C24 -178.1(7) . . . . ?
C2 S1 C1 C12 -6.8(11) . . . . ?
C2 S1 C40 S4 -172.0(17) . . . . ?
O3 C22 C23 C24 3.0(10) . . . . ?
N1 C25 C32 C33 -0.3(5) . . . . ?
N1 C26 C27 N4 47.7(6) . . . . ?
N1 C26 C27 C34 -74.5(5) . . . . ?
N1 C26 C33 C32 1.1(5) . . . . ?
C1 S1 C40 S4 -174.3(4) . . . . ?
C1 S1 C40 C2 -2.3(17) . . . . ?
C1 C2 C40 S4 171.7(10) . . . . ?
C1 C2 C40 S1 2.0(15) . . . . ?
C1 C12 S1A C40 2.3(7) . . . . ?
C40 S4 N3 C4 -67.8(5) . . . . ?
C40 S4 N3A C4 73.2(9) . . . . ?
C40 S1 C1 C2 1.4(10) . . . . ?
C40 S1 C1 C12 -5.4(7) . . . . ?
C40 C2 C12 C1 -16(4) . . . . ?
N3 S4 C40 S1 104.3(5) . . . . ?
N3 S4 C40 C2 -64(3) . . . . ?
N3 C4 C5 N7 -132.9(5) . . . . ?
N3 C4 C5 C20 45.1(8) . . . . ?
N3 C4 C13 C14 134.4(6) . . . . ?
N3 C4 C13 C18 -46.3(7) . . . . ?
C4 C5 C20 C19 -177.7(5) . . . . ?
C4 C13 C14 C15 179.7(6) . . . . ?
C4 C13 C18 C17 179.8(5) . . . . ?
C5 N7 C6 C7 -176.0(4) . . . . ?
C5 N7 C6 C19 1.0(5) . . . . ?
C5 C4 C13 C14 -89.9(6) . . . . ?
C5 C4 C13 C18 89.4(6) . . . . ?
C5 C4 N3A S4 -76.3(10) . . . . ?
C6 N7 C5 C4 177.5(4) . . . . ?
C6 N7 C5 C20 -0.9(5) . . . . ?
C6 C7 C8 C9 177.0(5) . . . . ?
C6 C19 C20 C5 0.2(5) . . . . ?
C7 C6 C19 C20 176.0(5) . . . . ?
C7 C8 C9 O2 176.5(6) . . . . ?
C7 C8 C9 O1 -5.4(9) . . . . ?
C9 O1 C3 C11 149.1(8) . . . . ?
C9 O1 C3A C11A -140.5(16) . . . . ?
C12 C2 C40 S4 -178(2) . . . . ?
C12 C2 C40 S1 13(5) . . . . ?
C12 C1 C2A C40 5.5(16) . . . . ?
C13 C4 C5 N7 92.5(6) . . . . ?
C13 C4 C5 C20 -89.5(7) . . . . ?
C13 C4 N3A S4 127.9(8) . . . . ?
C13 C14 C15 C16 -0.2(10) . . . . ?
C14 C13 C18 C17 -0.9(8) . . . . ?
C14 C15 C16 C17 0.6(10) . . . . ?
C15 C16 C17 C18 -1.2(10) . . . . ?
C16 C17 C18 C13 1.3(9) . . . . ?
C18 C13 C14 C15 0.3(9) . . . . ?
C19 C6 C7 C8 -179.3(5) . . . . ?
C21 O3 C22 O5 6.4(11) . . . . ?
C21 O3 C22 C23 -174.6(8) . . . . ?
C22 O3 C21 C41 174(2) . . . . ?
C22 O3 C21 C41A -113.9(17) . . . . ?
C22 C23 C24 C25 176.1(6) . . . . ?
C23 C24 C25 N1 -5.9(8) . . . . ?
C23 C24 C25 C32 174.7(6) . . . . ?
C24 C25 C32 C33 179.1(5) . . . . ?
C25 N1 C26 C27 177.6(4) . . . . ?
C25 N1 C26 C33 -1.3(5) . . . . ?
C25 C32 C33 C26 -0.5(6) . . . . ?
C26 N1 C25 C24 -178.5(4) . . . . ?
C26 N1 C25 C32 1.0(5) . . . . ?
C26 C27 C34 C35 -4.5(6) . . . . ?
C26 C27 C34 C39 176.8(4) . . . . ?
C27 C26 C33 C32 -177.8(5) . . . . ?
C27 C34 C35 C36 -178.4(5) . . . . ?
C27 C34 C39 C38 177.6(5) . . . . ?
C28 S2 N4 C27 -64.8(4) . . . . ?
C28 S3 C31 C30 0.5(6) . . . . ?
C28 C29 C30 C31 -1.5(8) . . . . ?
C29 C30 C31 S3 0.5(9) . . . . ?
C31 S3 C28 S2 173.4(4) . . . . ?
C31 S3 C28 C29 -1.4(5) . . . . ?
C33 C26 C27 N4 -133.6(5) . . . . ?
C33 C26 C27 C34 104.2(6) . . . . ?
C34 C35 C36 C37 0.0(10) . . . . ?
C35 C34 C39 C38 -1.1(9) . . . . ?
C35 C36 C37 C38 0.6(10) . . . . ?
C36 C37 C38 C39 -1.4(10) . . . . ?
C37 C38 C39 C34 1.6(10) . . . . ?
C39 C34 C35 C36 0.3(8) . . . . ?
O6 S4 C40 S1 -23.6(6) . . . . ?
O6 S4 C40 C2 168(3) . . . . ?
O6 S4 C40 S1A 154.9(4) . . . . ?
O6 S4 C40 C2A -32.8(12) . . . . ?
O6 S4 N3 C4 54.1(5) . . . . ?
O6 S4 N3A C4 178.3(9) . . . . ?
N3A S4 C40 S1A -124.2(5) . . . . ?
N3A S4 C40 C2A 48.1(13) . . . . ?
N3A C4 C5 N7 -66.1(8) . . . . ?
N3A C4 C5 C20 111.9(8) . . . . ?
N3A C4 C13 C14 66.7(9) . . . . ?
N3A C4 C13 C18 -114.0(9) . . . . ?
C3 O1 C9 O2 -26.1(16) . . . . ?
C3 O1 C9 C8 155.8(15) . . . . ?
C3A O1 C9 O2 10.9(13) . . . . ?
C3A O1 C9 C8 -167.2(10) . . . . ?
S1A C40 C2A C1 -4.2(16) . . . . ?
C2A C1 C12 S1A -5.2(13) . . . . ?
C2A C40 S1A C12 1.5(11) . . . . ?

_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_4d
_database_code_depnum_ccdc_archive 'CCDC 2251806'
loop_
_audit_author_name
_audit_author_address
'Ying-Chun Chen'
;Sichuan University
China
;
_audit_update_record             
;
2023-03-27 deposited with the CCDC.	2023-09-18 downloaded from the CCDC.
;
_audit_creation_date             2023-03-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H23 F3 N2 O3'
_chemical_formula_sum            'C34 H23 F3 N2 O3'
_chemical_formula_weight         564.54
_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'
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'
F F 0.0171 0.0103 '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                   10.0380(5)
_cell_length_b                   12.1514(6)
_cell_length_c                   12.3554(7)
_cell_angle_alpha                77.395(2)
_cell_angle_beta                 67.131(2)
_cell_angle_gamma                85.909(2)
_cell_volume                     1354.98(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4516
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.299
_cell_measurement_theta_min      2.621
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.972
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6652
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0863 before and 0.0541 after correction.
The Ratio of minimum to maximum transmission is 0.8922.
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    1.384
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0795
_diffrn_reflns_av_unetI/netI     0.0713
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19422
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.494
_diffrn_reflns_theta_min         2.202
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.981
_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           1.4
_diffrn_source_power             0.07
_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                4053
_reflns_number_total             6096
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         6096
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0971
_refine_ls_R_factor_gt           0.0525
_refine_ls_restrained_S_all      1.030
_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)+(0.0436P)²+0.6649P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1142
_refine_ls_wR_factor_ref         0.1319
_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 C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C10(H10), C12(H12), C13(H13), C14(H14), C16(H16),
 C17(H17), C18(H18), C19(H19), C21(H21), C23(H23), C24(H24), C28(H28), C33(H33),
  C34(H34)
2.d Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C)
;
_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
F1 F 0.64754(16) 0.94035(12) 0.35323(15) 0.0555(4) Uani 1 1 d . . . . .
F2 F 0.61203(17) 1.00570(13) 0.19415(13) 0.0576(4) Uani 1 1 d . . . . .
F3 F 0.49627(16) 1.07109(12) 0.35064(18) 0.0694(6) Uani 1 1 d . . . . .
O1 O 0.50099(15) 0.79457(11) 0.31377(14) 0.0315(4) Uani 1 1 d . . . . .
O2 O 0.33729(18) 0.48838(12) 0.28602(15) 0.0391(4) Uani 1 1 d . . . . .
O3 O 0.41507(17) 0.41436(12) 0.43354(15) 0.0376(4) Uani 1 1 d . . . . .
N1 N 0.34059(18) 0.72189(13) 0.13574(15) 0.0270(4) Uani 1 1 d . . . . .
N2 N 0.1738(2) 1.08167(16) 0.47910(18) 0.0360(4) Uani 1 1 d . . . . .
C1 C 0.8305(3) 0.8786(2) -0.1786(2) 0.0404(6) Uani 1 1 d . . . . .
H1 H 0.9143 0.9235 -0.2291 0.049 Uiso 1 1 calc R U . . .
C2 C 0.8131(3) 0.7740(2) -0.1992(2) 0.0402(6) Uani 1 1 d . . . . .
H2 H 0.8853 0.7469 -0.2638 0.048 Uiso 1 1 calc R U . . .
C3 C 0.6912(2) 0.70907(18) -0.12612(19) 0.0331(5) Uani 1 1 d . . . . .
H3 H 0.6794 0.6378 -0.1413 0.040 Uiso 1 1 calc R U . . .
C4 C 0.5852(2) 0.74731(16) -0.03013(18) 0.0258(4) Uani 1 1 d . . . . .
C5 C 0.4588(2) 0.66999(17) 0.0517(2) 0.0321(5) Uani 1 1 d . . . . .
H5A H 0.4208 0.6388 0.0016 0.039 Uiso 1 1 calc R U . . .
H5B H 0.4941 0.6060 0.0979 0.039 Uiso 1 1 calc R U . . .
C6 C 0.3264(2) 0.73213(16) 0.24882(18) 0.0251(4) Uani 1 1 d . . . . .
C7 C 0.2009(2) 0.78434(15) 0.30294(18) 0.0232(4) Uani 1 1 d . . . . .
C8 C 0.1693(2) 0.81915(16) 0.42049(18) 0.0244(4) Uani 1 1 d . . . . .
H8 H 0.0755 0.8600 0.4406 0.029 Uiso 1 1 calc R U . . .
C9 C 0.1522(2) 0.72054(16) 0.52507(18) 0.0243(4) Uani 1 1 d . . . . .
C10 C 0.2209(2) 0.71487(16) 0.60278(18) 0.0262(4) Uani 1 1 d . . . . .
H10 H 0.2845 0.7746 0.5909 0.031 Uiso 1 1 calc R U . . .
C11 C 0.1994(2) 0.62210(16) 0.70059(18) 0.0258(4) Uani 1 1 d . . . . .
C12 C 0.2695(2) 0.61493(18) 0.78116(19) 0.0323(5) Uani 1 1 d . . . . .
H12 H 0.3340 0.6736 0.7706 0.039 Uiso 1 1 calc R U . . .
C13 C 0.2452(3) 0.52370(19) 0.8748(2) 0.0377(5) Uani 1 1 d . . . . .
H13 H 0.2922 0.5202 0.9289 0.045 Uiso 1 1 calc R U . . .
C14 C 0.1521(3) 0.43601(19) 0.8914(2) 0.0408(6) Uani 1 1 d . . . . .
H14 H 0.1365 0.3731 0.9562 0.049 Uiso 1 1 calc R U . . .
C15 C 0.1278(2) 0.80710(15) 0.22171(18) 0.0243(4) Uani 1 1 d . . . . .
C16 C -0.0038(2) 0.85669(16) 0.22486(19) 0.0277(4) Uani 1 1 d . . . . .
H16 H -0.0686 0.8810 0.2947 0.033 Uiso 1 1 calc R U . . .
C17 C -0.0373(3) 0.86942(18) 0.1247(2) 0.0346(5) Uani 1 1 d . . . . .
H17 H -0.1261 0.9029 0.1258 0.042 Uiso 1 1 calc R U . . .
C18 C 0.0574(3) 0.83382(18) 0.0212(2) 0.0361(5) Uani 1 1 d . . . . .
H18 H 0.0321 0.8451 -0.0469 0.043 Uiso 1 1 calc R U . . .
C19 C 0.1861(3) 0.78296(17) 0.01577(19) 0.0315(5) Uani 1 1 d . . . . .
H19 H 0.2495 0.7584 -0.0544 0.038 Uiso 1 1 calc R U . . .
C20 C 0.2199(2) 0.76883(16) 0.11751(18) 0.0260(4) Uani 1 1 d . . . . .
C21 C 0.0838(3) 0.44065(19) 0.8146(2) 0.0390(5) Uani 1 1 d . . . . .
H21 H 0.0212 0.3804 0.8262 0.047 Uiso 1 1 calc R U . . .
C22 C 0.1044(2) 0.53370(17) 0.71758(19) 0.0296(5) Uani 1 1 d . . . . .
C23 C 0.0325(3) 0.54197(19) 0.6378(2) 0.0354(5) Uani 1 1 d . . . . .
H23 H -0.0332 0.4839 0.6494 0.043 Uiso 1 1 calc R U . . .
C24 C 0.0561(2) 0.63202(18) 0.54463(19) 0.0316(5) Uani 1 1 d . . . . .
H24 H 0.0071 0.6355 0.4919 0.038 Uiso 1 1 calc R U . . .
C25 C 0.2870(2) 0.90400(16) 0.39891(18) 0.0247(4) Uani 1 1 d . . . . .
C26 C 0.4299(2) 0.88913(16) 0.34678(19) 0.0257(4) Uani 1 1 d . . . . .
C27 C 0.4341(2) 0.70204(16) 0.30218(19) 0.0257(4) Uani 1 1 d . . . . .
C28 C 0.4742(2) 0.60072(16) 0.34384(19) 0.0288(5) Uani 1 1 d . . . . .
H28 H 0.5507 0.5945 0.3719 0.035 Uiso 1 1 calc R U . . .
C29 C 0.4025(2) 0.49756(17) 0.3474(2) 0.0300(5) Uani 1 1 d . . . . .
C30 C 0.3431(3) 0.30915(19) 0.4506(3) 0.0485(7) Uani 1 1 d . . . . .
H30A H 0.2383 0.3203 0.4788 0.073 Uiso 1 1 calc R U . . .
H30B H 0.3653 0.2518 0.5103 0.073 Uiso 1 1 calc R U . . .
H30C H 0.3768 0.2841 0.3742 0.073 Uiso 1 1 calc R U . . .
C31 C 0.5451(2) 0.97777(17) 0.3127(2) 0.0298(5) Uani 1 1 d . . . . .
C32 C 0.2314(2) 1.00612(16) 0.43995(18) 0.0254(4) Uani 1 1 d . . . . .
C33 C 0.6035(2) 0.85237(17) -0.0113(2) 0.0337(5) Uani 1 1 d . . . . .
H33 H 0.5312 0.8804 0.0526 0.040 Uiso 1 1 calc R U . . .
C34 C 0.7261(3) 0.91699(19) -0.0848(2) 0.0388(5) Uani 1 1 d . . . . .
H34 H 0.7381 0.9885 -0.0702 0.047 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
F1 C31 1.322(2) . ?
F2 C31 1.328(3) . ?
F3 C31 1.311(2) . ?
O1 C26 1.363(2) . ?
O1 C27 1.410(2) . ?
O2 C29 1.204(2) . ?
O3 C29 1.337(3) . ?
O3 C30 1.448(3) . ?
N1 C5 1.451(3) . ?
N1 C6 1.381(3) . ?
N1 C20 1.379(3) . ?
N2 C32 1.145(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.386(3) . ?
C1 C34 1.371(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.379(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(3) . ?
C4 C5 1.508(3) . ?
C4 C33 1.383(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.361(3) . ?
C6 C27 1.459(3) . ?
C7 C8 1.510(3) . ?
C7 C15 1.430(3) . ?
C8 H8 1.0000 . ?
C8 C9 1.522(3) . ?
C8 C25 1.529(3) . ?
C9 C10 1.371(3) . ?
C9 C24 1.414(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.420(3) . ?
C11 C12 1.411(3) . ?
C11 C22 1.414(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.373(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.396(3) . ?
C14 H14 0.9500 . ?
C14 C21 1.360(3) . ?
C15 C16 1.403(3) . ?
C15 C20 1.415(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.379(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.401(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.376(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.398(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.416(3) . ?
C22 C23 1.415(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.361(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.342(3) . ?
C25 C32 1.437(3) . ?
C26 C31 1.509(3) . ?
C27 C28 1.325(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.474(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C33 H33 0.9500 . ?
C33 C34 1.384(3) . ?
C34 H34 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
C26 O1 C27 123.91(15) . . ?
C29 O3 C30 115.52(17) . . ?
C6 N1 C5 126.78(17) . . ?
C20 N1 C5 125.93(17) . . ?
C20 N1 C6 107.28(16) . . ?
C2 C1 H1 120.2 . . ?
C34 C1 H1 120.2 . . ?
C34 C1 C2 119.6(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.5(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 118.36(18) . . ?
C33 C4 C3 118.7(2) . . ?
C33 C4 C5 122.93(18) . . ?
N1 C5 C4 115.25(16) . . ?
N1 C5 H5A 108.5 . . ?
N1 C5 H5B 108.5 . . ?
C4 C5 H5A 108.5 . . ?
C4 C5 H5B 108.5 . . ?
H5A C5 H5B 107.5 . . ?
N1 C6 C27 126.28(18) . . ?
C7 C6 N1 110.72(17) . . ?
C7 C6 C27 122.77(18) . . ?
C6 C7 C8 120.91(17) . . ?
C6 C7 C15 107.11(17) . . ?
C15 C7 C8 131.55(17) . . ?
C7 C8 H8 107.3 . . ?
C7 C8 C9 113.86(15) . . ?
C7 C8 C25 107.34(16) . . ?
C9 C8 H8 107.3 . . ?
C9 C8 C25 113.41(16) . . ?
C25 C8 H8 107.3 . . ?
C10 C9 C8 123.73(18) . . ?
C10 C9 C24 118.70(19) . . ?
C24 C9 C8 117.53(17) . . ?
C9 C10 H10 119.1 . . ?
C9 C10 C11 121.76(19) . . ?
C11 C10 H10 119.1 . . ?
C12 C11 C10 122.42(19) . . ?
C12 C11 C22 118.94(19) . . ?
C22 C11 C10 118.65(18) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.4(2) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.8(2) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 120.0 . . ?
C21 C14 C13 119.9(2) . . ?
C21 C14 H14 120.0 . . ?
C16 C15 C7 134.83(19) . . ?
C16 C15 C20 119.11(18) . . ?
C20 C15 C7 106.05(17) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 C15 118.7(2) . . ?
C17 C16 H16 120.6 . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.2(2) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 119.2 . . ?
C19 C18 C17 121.6(2) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 H19 121.3 . . ?
C18 C19 C20 117.4(2) . . ?
C20 C19 H19 121.3 . . ?
N1 C20 C15 108.80(17) . . ?
N1 C20 C19 129.27(19) . . ?
C19 C20 C15 121.90(19) . . ?
C14 C21 H21 119.4 . . ?
C14 C21 C22 121.2(2) . . ?
C22 C21 H21 119.4 . . ?
C11 C22 C21 118.70(19) . . ?
C11 C22 C23 118.80(19) . . ?
C23 C22 C21 122.5(2) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 120.9(2) . . ?
C24 C23 H23 119.5 . . ?
C9 C24 H24 119.4 . . ?
C23 C24 C9 121.13(19) . . ?
C23 C24 H24 119.4 . . ?
C26 C25 C8 125.49(17) . . ?
C26 C25 C32 120.87(18) . . ?
C32 C25 C8 113.64(17) . . ?
O1 C26 C31 106.14(16) . . ?
C25 C26 O1 128.50(18) . . ?
C25 C26 C31 125.36(17) . . ?
O1 C27 C6 114.73(16) . . ?
C28 C27 O1 116.10(18) . . ?
C28 C27 C6 129.14(19) . . ?
C27 C28 H28 119.4 . . ?
C27 C28 C29 121.25(19) . . ?
C29 C28 H28 119.4 . . ?
O2 C29 O3 123.89(19) . . ?
O2 C29 C28 126.27(19) . . ?
O3 C29 C28 109.80(18) . . ?
O3 C30 H30A 109.5 . . ?
O3 C30 H30B 109.5 . . ?
O3 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
F1 C31 F2 105.39(18) . . ?
F1 C31 C26 111.97(17) . . ?
F2 C31 C26 110.28(17) . . ?
F3 C31 F1 107.35(18) . . ?
F3 C31 F2 107.19(19) . . ?
F3 C31 C26 114.17(17) . . ?
N2 C32 C25 173.0(2) . . ?
C4 C33 H33 119.7 . . ?
C4 C33 C34 120.6(2) . . ?
C34 C33 H33 119.7 . . ?
C1 C34 C33 120.5(2) . . ?
C1 C34 H34 119.7 . . ?
C33 C34 H34 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
O1 C26 C31 F1 -50.4(2) . . . . ?
O1 C26 C31 F2 66.6(2) . . . . ?
O1 C26 C31 F3 -172.67(19) . . . . ?
O1 C27 C28 C29 174.16(18) . . . . ?
N1 C6 C7 C8 -171.99(17) . . . . ?
N1 C6 C7 C15 1.3(2) . . . . ?
N1 C6 C27 O1 108.8(2) . . . . ?
N1 C6 C27 C28 -73.2(3) . . . . ?
C1 C2 C3 C4 -0.7(3) . . . . ?
C2 C1 C34 C33 -0.4(4) . . . . ?
C2 C3 C4 C5 -176.1(2) . . . . ?
C2 C3 C4 C33 1.3(3) . . . . ?
C3 C4 C5 N1 -169.33(19) . . . . ?
C3 C4 C33 C34 -1.4(3) . . . . ?
C4 C33 C34 C1 1.0(4) . . . . ?
C5 N1 C6 C7 -179.28(18) . . . . ?
C5 N1 C6 C27 6.1(3) . . . . ?
C5 N1 C20 C15 178.05(18) . . . . ?
C5 N1 C20 C19 -3.6(3) . . . . ?
C5 C4 C33 C34 175.9(2) . . . . ?
C6 N1 C5 C4 -87.7(2) . . . . ?
C6 N1 C20 C15 -1.1(2) . . . . ?
C6 N1 C20 C19 177.3(2) . . . . ?
C6 C7 C8 C9 -65.1(2) . . . . ?
C6 C7 C8 C25 61.3(2) . . . . ?
C6 C7 C15 C16 179.1(2) . . . . ?
C6 C7 C15 C20 -1.9(2) . . . . ?
C6 C27 C28 C29 -3.7(4) . . . . ?
C7 C6 C27 O1 -65.2(3) . . . . ?
C7 C6 C27 C28 112.7(3) . . . . ?
C7 C8 C9 C10 131.41(19) . . . . ?
C7 C8 C9 C24 -50.8(2) . . . . ?
C7 C8 C25 C26 -50.7(3) . . . . ?
C7 C8 C25 C32 129.11(17) . . . . ?
C7 C15 C16 C17 177.1(2) . . . . ?
C7 C15 C20 N1 1.8(2) . . . . ?
C7 C15 C20 C19 -176.65(18) . . . . ?
C8 C7 C15 C16 -8.6(4) . . . . ?
C8 C7 C15 C20 170.4(2) . . . . ?
C8 C9 C10 C11 178.73(18) . . . . ?
C8 C9 C24 C23 -178.6(2) . . . . ?
C8 C25 C26 O1 -7.3(3) . . . . ?
C8 C25 C26 C31 172.57(19) . . . . ?
C9 C8 C25 C26 76.0(3) . . . . ?
C9 C8 C25 C32 -104.23(19) . . . . ?
C9 C10 C11 C12 179.85(19) . . . . ?
C9 C10 C11 C22 -0.1(3) . . . . ?
C10 C9 C24 C23 -0.7(3) . . . . ?
C10 C11 C12 C13 179.8(2) . . . . ?
C10 C11 C22 C21 179.49(19) . . . . ?
C10 C11 C22 C23 -1.1(3) . . . . ?
C11 C12 C13 C14 0.7(3) . . . . ?
C11 C22 C23 C24 1.3(3) . . . . ?
C12 C11 C22 C21 -0.4(3) . . . . ?
C12 C11 C22 C23 179.02(19) . . . . ?
C12 C13 C14 C21 -0.3(4) . . . . ?
C13 C14 C21 C22 -0.4(4) . . . . ?
C14 C21 C22 C11 0.8(3) . . . . ?
C14 C21 C22 C23 -178.6(2) . . . . ?
C15 C7 C8 C9 123.4(2) . . . . ?
C15 C7 C8 C25 -110.2(2) . . . . ?
C15 C16 C17 C18 0.0(3) . . . . ?
C16 C15 C20 N1 -178.98(17) . . . . ?
C16 C15 C20 C19 2.5(3) . . . . ?
C16 C17 C18 C19 1.2(3) . . . . ?
C17 C18 C19 C20 -0.5(3) . . . . ?
C18 C19 C20 N1 -179.5(2) . . . . ?
C18 C19 C20 C15 -1.3(3) . . . . ?
C20 N1 C5 C4 93.4(2) . . . . ?
C20 N1 C6 C7 -0.2(2) . . . . ?
C20 N1 C6 C27 -174.81(19) . . . . ?
C20 C15 C16 C17 -1.8(3) . . . . ?
C21 C22 C23 C24 -179.2(2) . . . . ?
C22 C11 C12 C13 -0.3(3) . . . . ?
C22 C23 C24 C9 -0.5(3) . . . . ?
C24 C9 C10 C11 0.9(3) . . . . ?
C25 C8 C9 C10 8.3(3) . . . . ?
C25 C8 C9 C24 -173.91(17) . . . . ?
C25 C26 C31 F1 129.7(2) . . . . ?
C25 C26 C31 F2 -113.3(2) . . . . ?
C25 C26 C31 F3 7.4(3) . . . . ?
C26 O1 C27 C6 39.4(3) . . . . ?
C26 O1 C27 C28 -138.8(2) . . . . ?
C27 O1 C26 C25 16.3(3) . . . . ?
C27 O1 C26 C31 -163.57(18) . . . . ?
C27 C6 C7 C8 2.9(3) . . . . ?
C27 C6 C7 C15 176.18(18) . . . . ?
C27 C28 C29 O2 23.3(3) . . . . ?
C27 C28 C29 O3 -154.3(2) . . . . ?
C30 O3 C29 O2 -0.4(3) . . . . ?
C30 O3 C29 C28 177.19(19) . . . . ?
C32 C25 C26 O1 172.90(19) . . . . ?
C32 C25 C26 C31 -7.2(3) . . . . ?
C33 C4 C5 N1 13.4(3) . . . . ?
C34 C1 C2 C3 0.2(4) . . . . ?

_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_9f
_database_code_depnum_ccdc_archive 'CCDC 2251808'
loop_
_audit_author_name
_audit_author_address
'Ying-Chun Chen'
;Sichuan University
China
;
_audit_update_record             
;
2023-03-27 deposited with the CCDC.	2023-09-18 downloaded from the CCDC.
;
_audit_creation_date             2022-01-12
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H27 F N2 O3 S'
_chemical_formula_sum            'C32 H27 F N2 O3 S'
_chemical_formula_weight         538.61
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   9.2530(5)
_cell_length_b                   9.3566(5)
_cell_length_c                   9.9037(6)
_cell_angle_alpha                106.668(2)
_cell_angle_beta                 101.698(2)
_cell_angle_gamma                117.979(2)
_cell_volume                     665.24(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7730
_cell_measurement_temperature    302(2)
_cell_measurement_theta_max      27.506
_cell_measurement_theta_min      2.341
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.935
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1113 before and 0.0594 after correction.
The Ratio of minimum to maximum transmission is 0.8826.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             282
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            19634
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.629
_diffrn_reflns_theta_min         2.341
_diffrn_ambient_temperature      302.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_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           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.979
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                5129
_reflns_number_total             6078
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.146
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 
;
 Flack x determined using 2104 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         6078
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0386
_refine_ls_restrained_S_all      1.038
_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)+(0.0466P)²+0.0310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0881
_refine_ls_wR_factor_ref         0.0941
_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. Restrained distances
 N2-H2
 0.86 with sigma of 0.01
3.a Ternary CH refined with riding coordinates:
 C9(H9)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2A), C32(H32), C6(H6), C7(H7), C11(H11), C12(H12), C15(H15), C16(H16),
 C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27), C28(H28),
  C29(H29), C30(H30), C31(H31)
3.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.67110(9) 0.87058(9) 0.64744(7) 0.04581(19) Uani 1 1 d . . . . .
F1 F 0.5936(4) 0.0622(4) 1.0553(3) 0.0890(7) Uani 1 1 d . . . . .
O2 O 0.6001(4) 0.7994(3) 0.7461(3) 0.0627(6) Uani 1 1 d . . . . .
O3 O 0.0518(3) -0.0078(3) 0.4994(3) 0.0624(6) Uani 1 1 d . . . . .
O4 O 0.8155(3) 1.0555(3) 0.7089(3) 0.0620(6) Uani 1 1 d . . . . .
C1 C 0.3156(4) 0.3186(4) 0.2934(3) 0.0385(6) Uani 1 1 d . . . . .
N2 N 0.7425(3) 0.7547(3) 0.5689(3) 0.0406(5) Uani 1 1 d D . . . .
C3 C 0.7536(4) 0.4905(4) 0.5207(3) 0.0394(6) Uani 1 1 d . . . . .
C33 C 0.5026(5) 0.0729(5) 0.9364(4) 0.0621(9) Uani 1 1 d . . . . .
C2 C 0.3241(6) -0.0517(7) 0.8609(5) 0.0869(14) Uani 1 1 d . . . . .
H2A H 0.2649 -0.1409 0.8910 0.104 Uiso 1 1 calc R U . . .
C32 C 0.2335(5) -0.0429(6) 0.7394(5) 0.0773(12) Uani 1 1 d . . . . .
H32 H 0.1106 -0.1256 0.6884 0.093 Uiso 1 1 calc R U . . .
C4 C 0.3192(4) 0.0848(4) 0.6907(3) 0.0421(6) Uani 1 1 d . . . . .
C5 C 0.2150(4) 0.0848(4) 0.5542(3) 0.0423(6) Uani 1 1 d . . . . .
C6 C 0.3140(4) 0.1959(4) 0.4843(3) 0.0431(6) Uani 1 1 d . . . . .
H6 H 0.4372 0.2541 0.5206 0.052 Uiso 1 1 calc R U . . .
C7 C 0.2325(4) 0.2155(4) 0.3709(3) 0.0415(6) Uani 1 1 d . . . . .
H7 H 0.1094 0.1568 0.3383 0.050 Uiso 1 1 calc R U . . .
C8 C 0.4904(3) 0.4640(3) 0.3431(3) 0.0367(6) Uani 1 1 d . . . . .
C9 C 0.6317(3) 0.5568(4) 0.5028(3) 0.0372(6) Uani 1 1 d . . . . .
H9 H 0.5673 0.5273 0.5686 0.045 Uiso 1 1 calc R U . . .
C10 C 0.4930(4) 0.8306(4) 0.5007(3) 0.0428(6) Uani 1 1 d . . . . .
C11 C 0.5315(5) 0.9226(5) 0.4121(4) 0.0539(8) Uani 1 1 d . . . . .
H11 H 0.6494 1.0070 0.4327 0.065 Uiso 1 1 calc R U . . .
C12 C 0.3947(5) 0.8889(5) 0.2933(4) 0.0597(8) Uani 1 1 d . . . . .
H12 H 0.4216 0.9519 0.2346 0.072 Uiso 1 1 calc R U . . .
C13 C 0.2197(4) 0.7645(5) 0.2598(4) 0.0548(8) Uani 1 1 d . . . . .
C14 C 0.0711(6) 0.7311(7) 0.1316(5) 0.0843(13) Uani 1 1 d . . . . .
H14A H 0.1205 0.8093 0.0850 0.126 Uiso 1 1 calc R U . . .
H14B H -0.0053 0.7550 0.1720 0.126 Uiso 1 1 calc R U . . .
H14C H 0.0032 0.6078 0.0559 0.126 Uiso 1 1 calc R U . . .
C15 C 0.3188(4) 0.7060(4) 0.4690(4) 0.0553(8) Uani 1 1 d . . . . .
H15 H 0.2914 0.6431 0.5278 0.066 Uiso 1 1 calc R U . . .
C16 C 0.1848(5) 0.6750(5) 0.3493(5) 0.0652(9) Uani 1 1 d . . . . .
H16 H 0.0668 0.5905 0.3284 0.078 Uiso 1 1 calc R U . . .
C17 C 0.5920(5) 0.1978(6) 0.8935(5) 0.0754(11) Uani 1 1 d . . . . .
H17 H 0.7149 0.2799 0.9458 0.090 Uiso 1 1 calc R U . . .
C18 C 0.4992(5) 0.2039(5) 0.7694(5) 0.0680(10) Uani 1 1 d . . . . .
H18 H 0.5612 0.2916 0.7389 0.082 Uiso 1 1 calc R U . . .
N19 N 0.2170(3) 0.2823(3) 0.1482(3) 0.0457(6) Uani 1 1 d . . . . .
C20 C 0.0309(5) 0.1378(6) 0.0542(4) 0.0699(10) Uani 1 1 d . . . . .
H20A H -0.0433 0.1695 0.0909 0.105 Uiso 1 1 calc R U . . .
H20B H 0.0077 0.0289 0.0602 0.105 Uiso 1 1 calc R U . . .
H20C H 0.0050 0.1192 -0.0506 0.105 Uiso 1 1 calc R U . . .
C21 C 0.3261(4) 0.4006(4) 0.1022(3) 0.0434(6) Uani 1 1 d . . . . .
C22 C 0.2845(5) 0.4153(5) -0.0350(4) 0.0547(8) Uani 1 1 d . . . . .
H22 H 0.1698 0.3376 -0.1119 0.066 Uiso 1 1 calc R U . . .
C23 C 0.4178(5) 0.5474(5) -0.0519(4) 0.0630(9) Uani 1 1 d . . . . .
H23 H 0.3934 0.5612 -0.1413 0.076 Uiso 1 1 calc R U . . .
C24 C 0.5914(5) 0.6633(5) 0.0631(4) 0.0632(9) Uani 1 1 d . . . . .
H24 H 0.6802 0.7509 0.0473 0.076 Uiso 1 1 calc R U . . .
C25 C 0.6337(5) 0.6503(5) 0.1986(4) 0.0528(7) Uani 1 1 d . . . . .
H25 H 0.7492 0.7283 0.2741 0.063 Uiso 1 1 calc R U . . .
C26 C 0.4980(4) 0.5162(4) 0.2208(3) 0.0404(6) Uani 1 1 d . . . . .
C27 C 0.7623(4) 0.3859(4) 0.3969(4) 0.0509(7) Uani 1 1 d . . . . .
H27 H 0.6948 0.3561 0.2977 0.061 Uiso 1 1 calc R U . . .
C28 C 0.8714(5) 0.3245(5) 0.4196(4) 0.0610(9) Uani 1 1 d . . . . .
H28 H 0.8775 0.2552 0.3352 0.073 Uiso 1 1 calc R U . . .
C29 C 0.9702(5) 0.3648(5) 0.5645(5) 0.0605(9) Uani 1 1 d . . . . .
H29 H 1.0436 0.3238 0.5787 0.073 Uiso 1 1 calc R U . . .
C30 C 0.9600(5) 0.4664(5) 0.6887(4) 0.0631(9) Uani 1 1 d . . . . .
H30 H 1.0244 0.4917 0.7873 0.076 Uiso 1 1 calc R U . . .
C31 C 0.8541(4) 0.5315(4) 0.6676(4) 0.0539(8) Uani 1 1 d . . . . .
H31 H 0.8504 0.6030 0.7524 0.065 Uiso 1 1 calc R U . . .
H2 H 0.812(4) 0.802(4) 0.527(3) 0.051(9) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.433(2) . ?
S1 O4 1.431(2) . ?
S1 N2 1.616(2) . ?
S1 C10 1.763(3) . ?
F1 C33 1.359(4) . ?
O3 C5 1.223(4) . ?
C1 C7 1.442(4) . ?
C1 C8 1.392(4) . ?
C1 N19 1.383(3) . ?
N2 C9 1.470(3) . ?
N2 H2 0.854(14) . ?
C3 C9 1.525(4) . ?
C3 C27 1.376(4) . ?
C3 C31 1.388(4) . ?
C33 C2 1.356(6) . ?
C33 C17 1.324(5) . ?
C2 H2A 0.9300 . ?
C2 C32 1.368(6) . ?
C32 H32 0.9300 . ?
C32 C4 1.373(4) . ?
C4 C5 1.493(4) . ?
C4 C18 1.363(5) . ?
C5 C6 1.475(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.329(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.508(4) . ?
C8 C26 1.432(4) . ?
C9 H9 0.9800 . ?
C10 C11 1.382(4) . ?
C10 C15 1.370(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.377(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.371(5) . ?
C13 C14 1.504(5) . ?
C13 C16 1.371(5) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15 0.9300 . ?
C15 C16 1.377(5) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C17 C18 1.382(5) . ?
C18 H18 0.9300 . ?
N19 C20 1.451(4) . ?
N19 C21 1.370(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.400(4) . ?
C21 C26 1.407(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.359(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.403(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.377(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.411(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.387(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.368(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.373(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.387(5) . ?
C31 H31 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 N2 107.06(13) . . ?
O2 S1 C10 107.48(15) . . ?
O4 S1 O2 120.41(15) . . ?
O4 S1 N2 105.51(14) . . ?
O4 S1 C10 107.95(13) . . ?
N2 S1 C10 107.89(12) . . ?
C8 C1 C7 130.1(2) . . ?
N19 C1 C7 120.6(2) . . ?
N19 C1 C8 109.2(2) . . ?
S1 N2 H2 115(2) . . ?
C9 N2 S1 120.37(18) . . ?
C9 N2 H2 117(2) . . ?
C27 C3 C9 122.7(3) . . ?
C27 C3 C31 118.8(3) . . ?
C31 C3 C9 118.5(3) . . ?
C2 C33 F1 118.4(3) . . ?
C17 C33 F1 119.1(4) . . ?
C17 C33 C2 122.4(4) . . ?
C33 C2 H2A 120.9 . . ?
C33 C2 C32 118.3(4) . . ?
C32 C2 H2A 120.9 . . ?
C2 C32 H32 119.1 . . ?
C2 C32 C4 121.8(4) . . ?
C4 C32 H32 119.1 . . ?
C32 C4 C5 119.6(3) . . ?
C18 C4 C32 117.1(3) . . ?
C18 C4 C5 123.2(3) . . ?
O3 C5 C4 121.1(3) . . ?
O3 C5 C6 120.7(3) . . ?
C6 C5 C4 118.3(2) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 C5 122.1(3) . . ?
C7 C6 H6 119.0 . . ?
C1 C7 H7 116.7 . . ?
C6 C7 C1 126.6(2) . . ?
C6 C7 H7 116.7 . . ?
C1 C8 C9 124.6(2) . . ?
C1 C8 C26 106.3(2) . . ?
C26 C8 C9 128.7(2) . . ?
N2 C9 C3 108.8(2) . . ?
N2 C9 C8 114.6(2) . . ?
N2 C9 H9 105.9 . . ?
C3 C9 H9 105.9 . . ?
C8 C9 C3 114.8(2) . . ?
C8 C9 H9 105.9 . . ?
C11 C10 S1 118.7(2) . . ?
C15 C10 S1 121.5(2) . . ?
C15 C10 C11 119.7(3) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.8(3) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 119.3 . . ?
C13 C12 C11 121.4(3) . . ?
C13 C12 H12 119.3 . . ?
C12 C13 C14 120.9(3) . . ?
C12 C13 C16 117.8(3) . . ?
C16 C13 C14 121.2(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C10 C15 H15 120.4 . . ?
C10 C15 C16 119.2(3) . . ?
C16 C15 H15 120.4 . . ?
C13 C16 C15 122.2(3) . . ?
C13 C16 H16 118.9 . . ?
C15 C16 H16 118.9 . . ?
C33 C17 H17 120.6 . . ?
C33 C17 C18 118.7(4) . . ?
C18 C17 H17 120.6 . . ?
C4 C18 C17 121.7(3) . . ?
C4 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C1 N19 C20 126.5(3) . . ?
C21 N19 C1 108.9(2) . . ?
C21 N19 C20 124.5(3) . . ?
N19 C20 H20A 109.5 . . ?
N19 C20 H20B 109.5 . . ?
N19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N19 C21 C22 129.1(3) . . ?
N19 C21 C26 108.3(2) . . ?
C22 C21 C26 122.6(3) . . ?
C21 C22 H22 121.2 . . ?
C23 C22 C21 117.6(3) . . ?
C23 C22 H22 121.2 . . ?
C22 C23 H23 119.3 . . ?
C22 C23 C24 121.3(3) . . ?
C24 C23 H23 119.3 . . ?
C23 C24 H24 119.2 . . ?
C25 C24 C23 121.6(3) . . ?
C25 C24 H24 119.2 . . ?
C24 C25 H25 120.7 . . ?
C24 C25 C26 118.6(3) . . ?
C26 C25 H25 120.7 . . ?
C21 C26 C8 107.3(2) . . ?
C21 C26 C25 118.3(3) . . ?
C25 C26 C8 134.5(3) . . ?
C3 C27 H27 119.9 . . ?
C3 C27 C28 120.3(3) . . ?
C28 C27 H27 119.9 . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.8(3) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 120.3 . . ?
C28 C29 C30 119.4(3) . . ?
C30 C29 H29 120.3 . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.3(3) . . ?
C31 C30 H30 119.8 . . ?
C3 C31 H31 119.8 . . ?
C30 C31 C3 120.4(3) . . ?
C30 C31 H31 119.8 . . ?

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 N2 C9 C3 -148.38(19) . . . . ?
S1 N2 C9 C8 81.6(3) . . . . ?
S1 C10 C11 C12 177.7(3) . . . . ?
S1 C10 C15 C16 -177.5(3) . . . . ?
F1 C33 C2 C32 -178.7(4) . . . . ?
F1 C33 C17 C18 177.9(4) . . . . ?
O2 S1 N2 C9 46.4(2) . . . . ?
O2 S1 C10 C11 164.8(2) . . . . ?
O2 S1 C10 C15 -17.8(3) . . . . ?
O3 C5 C6 C7 7.3(4) . . . . ?
O4 S1 N2 C9 175.7(2) . . . . ?
O4 S1 C10 C11 33.5(3) . . . . ?
O4 S1 C10 C15 -149.1(3) . . . . ?
C1 C8 C9 N2 -137.2(3) . . . . ?
C1 C8 C9 C3 95.8(3) . . . . ?
C1 C8 C26 C21 0.6(3) . . . . ?
C1 C8 C26 C25 -179.5(3) . . . . ?
C1 N19 C21 C22 -179.5(3) . . . . ?
C1 N19 C21 C26 -0.4(3) . . . . ?
N2 S1 C10 C11 -80.0(3) . . . . ?
N2 S1 C10 C15 97.3(3) . . . . ?
C3 C27 C28 C29 0.8(5) . . . . ?
C33 C2 C32 C4 1.7(8) . . . . ?
C33 C17 C18 C4 -0.2(7) . . . . ?
C2 C33 C17 C18 1.6(7) . . . . ?
C2 C32 C4 C5 178.0(4) . . . . ?
C2 C32 C4 C18 -0.4(6) . . . . ?
C32 C4 C5 O3 11.6(5) . . . . ?
C32 C4 C5 C6 -166.9(3) . . . . ?
C32 C4 C18 C17 -0.3(6) . . . . ?
C4 C5 C6 C7 -174.2(3) . . . . ?
C5 C4 C18 C17 -178.7(4) . . . . ?
C5 C6 C7 C1 -179.2(3) . . . . ?
C7 C1 C8 C9 -5.5(4) . . . . ?
C7 C1 C8 C26 -178.7(3) . . . . ?
C7 C1 N19 C20 -4.0(5) . . . . ?
C7 C1 N19 C21 178.9(2) . . . . ?
C8 C1 C7 C6 -24.2(5) . . . . ?
C8 C1 N19 C20 177.9(3) . . . . ?
C8 C1 N19 C21 0.8(3) . . . . ?
C9 C3 C27 C28 -178.0(3) . . . . ?
C9 C3 C31 C30 176.8(3) . . . . ?
C9 C8 C26 C21 -172.3(3) . . . . ?
C9 C8 C26 C25 7.6(5) . . . . ?
C10 S1 N2 C9 -69.1(2) . . . . ?
C10 C11 C12 C13 -0.4(5) . . . . ?
C10 C15 C16 C13 0.2(5) . . . . ?
C11 C10 C15 C16 -0.2(5) . . . . ?
C11 C12 C13 C14 178.9(4) . . . . ?
C11 C12 C13 C16 0.4(5) . . . . ?
C12 C13 C16 C15 -0.3(5) . . . . ?
C14 C13 C16 C15 -178.7(4) . . . . ?
C15 C10 C11 C12 0.3(5) . . . . ?
C17 C33 C2 C32 -2.3(7) . . . . ?
C18 C4 C5 O3 -170.1(4) . . . . ?
C18 C4 C5 C6 11.4(4) . . . . ?
N19 C1 C7 C6 158.1(3) . . . . ?
N19 C1 C8 C9 172.4(2) . . . . ?
N19 C1 C8 C26 -0.8(3) . . . . ?
N19 C21 C22 C23 179.0(3) . . . . ?
N19 C21 C26 C8 -0.1(3) . . . . ?
N19 C21 C26 C25 180.0(3) . . . . ?
C20 N19 C21 C22 3.4(5) . . . . ?
C20 N19 C21 C26 -177.6(3) . . . . ?
C21 C22 C23 C24 0.9(5) . . . . ?
C22 C21 C26 C8 179.0(3) . . . . ?
C22 C21 C26 C25 -0.9(4) . . . . ?
C22 C23 C24 C25 -1.1(6) . . . . ?
C23 C24 C25 C26 0.3(5) . . . . ?
C24 C25 C26 C8 -179.2(3) . . . . ?
C24 C25 C26 C21 0.7(5) . . . . ?
C26 C8 C9 N2 34.5(4) . . . . ?
C26 C8 C9 C3 -92.5(3) . . . . ?
C26 C21 C22 C23 0.1(5) . . . . ?
C27 C3 C9 N2 -115.8(3) . . . . ?
C27 C3 C9 C8 14.2(4) . . . . ?
C27 C3 C31 C30 -0.6(5) . . . . ?
C27 C28 C29 C30 0.4(5) . . . . ?
C28 C29 C30 C31 -1.7(5) . . . . ?
C29 C30 C31 C3 1.8(5) . . . . ?
C31 C3 C9 N2 66.9(3) . . . . ?
C31 C3 C9 C8 -163.1(3) . . . . ?
C31 C3 C27 C28 -0.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
