# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

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

data_1
_audit_block_doi                 10.5517/ccdc.csd.cc22z6mx
_database_code_depnum_ccdc_archive 'CCDC 1935659'
loop_
_audit_author_name
_audit_author_address
'Guangfan Zheng'
;DICP
China
;
_audit_update_record             
;
2019-06-21 deposited with the CCDC.	2022-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H24 N2 O9 S4'
_chemical_formula_weight         744.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/C

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.807
_cell_length_b                   13.731
_cell_length_c                   20.965
_cell_angle_alpha                90.00
_cell_angle_beta                 110.60
_cell_angle_gamma                90.00
_cell_volume                     3450.9
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    29442
_cell_measurement_theta_min      7.149
_cell_measurement_theta_max      136.764

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536
_exptl_absorpt_coefficient_mu    0.333
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  multi-scan
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26169
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         25.64
_reflns_number_total             6432
_reflns_number_gt                5008
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0432P)²+5.5266P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6432
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0550
_refine_ls_wR_factor_ref         0.1402
_refine_ls_wR_factor_gt          0.1255
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.28212(7) 0.58829(6) 0.43581(4) 0.0419(2) Uani 1 1 d . . .
S5 S 0.54920(7) 0.17809(6) 0.37260(4) 0.0483(2) Uani 1 1 d . . .
S6 S 0.30648(8) 0.15115(6) 0.31802(4) 0.0490(2) Uani 1 1 d . . .
S8 S 0.09824(7) 0.51080(6) 0.31551(4) 0.0476(2) Uani 1 1 d . . .
O1 O 0.5547(2) 0.07454(18) 0.37510(13) 0.0656(7) Uani 1 1 d . . .
O2 O 0.6229(2) 0.2332(2) 0.42753(12) 0.0635(7) Uani 1 1 d . . .
O3 O 0.3418(2) 0.09494(19) 0.27223(12) 0.0647(7) Uani 1 1 d . . .
O4 O 0.2199(2) 0.22150(19) 0.29299(13) 0.0669(7) Uani 1 1 d . . .
O5 O 0.0731(2) 0.41366(19) 0.29050(14) 0.0676(7) Uani 1 1 d . . .
O6 O 0.0283(2) 0.5612(2) 0.34379(14) 0.0690(7) Uani 1 1 d . . .
O7 O 0.39936(19) 0.58129(18) 0.45139(12) 0.0543(6) Uani 1 1 d . . .
O8 O 0.2246(2) 0.67590(16) 0.40891(12) 0.0584(6) Uani 1 1 d . . .
O17 O 0.1676(3) 0.1719(2) 0.61579(15) 0.0820(9) Uani 1 1 d . . .
N3 N 0.4202(2) 0.21173(19) 0.36858(13) 0.0441(6) Uani 1 1 d . . .
N4 N 0.2243(2) 0.50040(19) 0.37744(13) 0.0432(6) Uani 1 1 d . . .
C3 C 0.2915(3) 0.4162(2) 0.37916(16) 0.0451(7) Uani 1 1 d . . .
C4 C 0.1187(3) 0.5822(3) 0.25141(16) 0.0470(8) Uani 1 1 d . . .
C9 C 0.2523(3) 0.5512(2) 0.50749(15) 0.0404(7) Uani 1 1 d . . .
C12 C 0.1642(3) 0.3078(3) 0.46489(17) 0.0495(8) Uani 1 1 d . . .
H12 H 0.1167 0.3468 0.4307 0.059 Uiso 1 1 calc R . .
C15 C 0.1263(3) 0.2689(3) 0.51323(19) 0.0562(9) Uani 1 1 d . . .
H15 H 0.0538 0.2812 0.5112 0.067 Uiso 1 1 calc R . .
C17 C 0.5577(3) 0.1520(3) 0.24591(18) 0.0574(9) Uani 1 1 d . . .
H17 H 0.5407 0.0870 0.2502 0.069 Uiso 1 1 calc R . .
C20 C 0.4098(3) 0.3108(2) 0.39436(16) 0.0455(7) Uani 1 1 d . . .
H20 H 0.4795 0.3272 0.4313 0.055 Uiso 1 1 calc R . .
C21 C 0.3272(3) 0.4932(2) 0.55607(15) 0.0455(7) Uani 1 1 d . . .
H21 H 0.3945 0.4752 0.5518 0.055 Uiso 1 1 calc R . .
C23 C 0.5642(3) 0.2184(2) 0.29702(17) 0.0490(8) Uani 1 1 d . . .
C24 C 0.3002(3) 0.4623(3) 0.61123(16) 0.0528(9) Uani 1 1 d . . .
H24 H 0.3495 0.4228 0.6443 0.063 Uiso 1 1 calc R . .
C25 C 0.2705(3) 0.0718(3) 0.37236(17) 0.0528(8) Uani 1 1 d . . .
C27 C 0.1275(3) 0.5469(3) 0.56884(18) 0.0592(10) Uani 1 1 d . . .
H27 H 0.0605 0.5648 0.5735 0.071 Uiso 1 1 calc R . .
C28 C 0.3391(3) 0.2289(3) 0.51652(18) 0.0555(9) Uani 1 1 d . . .
H28 H 0.4105 0.2140 0.5176 0.067 Uiso 1 1 calc R . .
C33 C 0.1090(4) 0.7337(3) 0.1949(2) 0.0744(12) Uani 1 1 d . . .
H33 H 0.0940 0.8001 0.1916 0.089 Uiso 1 1 calc R . .
C36 C 0.0937(3) 0.6801(3) 0.24694(19) 0.0602(10) Uani 1 1 d . . .
H36 H 0.0672 0.7097 0.2782 0.072 Uiso 1 1 calc R . .
C38 C 0.1461(4) 0.6895(4) 0.1486(2) 0.0782(13) Uani 1 1 d . . .
H38 H 0.1550 0.7262 0.1135 0.094 Uiso 1 1 calc R . .
C43 C 0.1702(4) 0.5926(4) 0.15287(19) 0.0719(12) Uani 1 1 d . . .
H43 H 0.1959 0.5635 0.1211 0.086 Uiso 1 1 calc R . .
C44 C 0.2009(3) 0.4897(3) 0.61730(17) 0.0555(9) Uani 1 1 d . . .
H44 H 0.1836 0.4691 0.6547 0.067 Uiso 1 1 calc R . .
C46 C 0.1963(3) 0.2112(3) 0.56500(18) 0.0559(9) Uani 1 1 d . . .
C47 C 0.3016(3) 0.1895(3) 0.56529(19) 0.0650(11) Uani 1 1 d . . .
H47 H 0.3476 0.1481 0.5984 0.078 Uiso 1 1 calc R . .
C49 C 0.1564(3) 0.5373(3) 0.20492(17) 0.0565(9) Uani 1 1 d . . .
H49 H 0.1724 0.4710 0.2083 0.068 Uiso 1 1 calc R . .
C50 C 0.3742(3) 0.3984(2) 0.34415(18) 0.0528(9) Uani 1 1 d . . .
H50A H 0.4305 0.4487 0.3514 0.063 Uiso 1 1 calc R . .
H50B H 0.3413 0.3805 0.2965 0.063 Uiso 1 1 calc R . .
C56 C 0.5895(3) 0.3147(3) 0.2914(2) 0.0632(10) Uani 1 1 d . . .
H56 H 0.5950 0.3585 0.3262 0.076 Uiso 1 1 calc R . .
C57 C 0.5767(4) 0.1837(3) 0.1893(2) 0.0677(11) Uani 1 1 d . . .
H57 H 0.5729 0.1400 0.1547 0.081 Uiso 1 1 calc R . .
C58 C 0.0713(4) 0.2086(4) 0.6257(3) 0.0856(14) Uani 1 1 d . . .
H58A H 0.0602 0.1750 0.6629 0.128 Uiso 1 1 calc R . .
H58B H 0.0075 0.1989 0.5850 0.128 Uiso 1 1 calc R . .
H58C H 0.0806 0.2770 0.6358 0.128 Uiso 1 1 calc R . .
C59 C 0.6013(4) 0.2795(4) 0.1832(2) 0.0766(12) Uani 1 1 d . . .
H59 H 0.6146 0.3002 0.1445 0.092 Uiso 1 1 calc R . .
C66 C 0.6066(4) 0.3451(3) 0.2332(3) 0.0798(13) Uani 1 1 d . . .
H66 H 0.6217 0.4102 0.2279 0.096 Uiso 1 1 calc R . .
C67 C 0.3430(4) -0.0023(3) 0.4059(2) 0.0733(12) Uani 1 1 d . . .
H67 H 0.4119 -0.0086 0.4007 0.088 Uiso 1 1 calc R . .
C68 C 0.1418(5) 0.0173(5) 0.4243(3) 0.0991(17) Uani 1 1 d . . .
H68 H 0.0748 0.0243 0.4318 0.119 Uiso 1 1 calc R . .
C69 C 0.1702(4) 0.0827(4) 0.3812(2) 0.0801(13) Uani 1 1 d . . .
H69 H 0.1217 0.1325 0.3592 0.096 Uiso 1 1 calc R . .
C70 C 0.2720(3) 0.2903(2) 0.46597(15) 0.0409(7) Uani 1 1 d . . .
C71 C 0.3127(3) 0.3355(2) 0.41653(15) 0.0404(7) Uani 1 1 d . . .
C88 C 0.1515(3) 0.5786(3) 0.51287(17) 0.0526(9) Uani 1 1 d . . .
H88 H 0.1013 0.6173 0.4797 0.063 Uiso 1 1 calc R . .
C90 C 0.3128(5) -0.0662(4) 0.4467(2) 0.0894(15) Uani 1 1 d . . .
H90 H 0.3612 -0.1161 0.4686 0.107 Uiso 1 1 calc R . .
C91 C 0.2141(5) -0.0574(4) 0.4553(3) 0.0934(16) Uani 1 1 d . . .
H91 H 0.1943 -0.1020 0.4824 0.112 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O8 1.420(2) . ?
S1 O7 1.423(2) . ?
S1 N4 1.693(3) . ?
S1 C9 1.751(3) . ?
S5 O2 1.423(3) . ?
S5 O1 1.424(3) . ?
S5 N3 1.689(3) . ?
S5 C23 1.752(4) . ?
S6 O3 1.424(3) . ?
S6 O4 1.424(3) . ?
S6 N3 1.688(3) . ?
S6 C25 1.751(4) . ?
S8 O6 1.417(3) . ?
S8 O5 1.428(3) . ?
S8 N4 1.684(3) . ?
S8 C4 1.756(3) . ?
O17 C46 1.355(4) . ?
O17 C58 1.414(5) . ?
N3 C20 1.487(4) . ?
N4 C3 1.434(4) . ?
C3 C71 1.329(4) . ?
C3 C50 1.506(5) . ?
C4 C36 1.377(5) . ?
C4 C49 1.377(5) . ?
C9 C21 1.381(4) . ?
C9 C88 1.386(4) . ?
C12 C15 1.376(5) . ?
C12 C70 1.393(5) . ?
C12 H12 0.9300 . ?
C15 C46 1.387(5) . ?
C15 H15 0.9300 . ?
C17 C57 1.364(5) . ?
C17 C23 1.387(5) . ?
C17 H17 0.9300 . ?
C20 C71 1.512(4) . ?
C20 C50 1.557(5) . ?
C20 H20 0.9800 . ?
C21 C24 1.385(5) . ?
C21 H21 0.9300 . ?
C23 C56 1.376(5) . ?
C24 C44 1.375(5) . ?
C24 H24 0.9300 . ?
C25 C69 1.369(6) . ?
C25 C67 1.390(5) . ?
C27 C44 1.364(5) . ?
C27 C88 1.384(5) . ?
C27 H27 0.9300 . ?
C28 C47 1.384(5) . ?
C28 C70 1.390(4) . ?
C28 H28 0.9300 . ?
C33 C38 1.365(6) . ?
C33 C36 1.385(5) . ?
C33 H33 0.9300 . ?
C36 H36 0.9300 . ?
C38 C43 1.363(7) . ?
C38 H38 0.9300 . ?
C43 C49 1.391(5) . ?
C43 H43 0.9300 . ?
C44 H44 0.9300 . ?
C46 C47 1.378(5) . ?
C47 H47 0.9300 . ?
C49 H49 0.9300 . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C56 C66 1.378(6) . ?
C56 H56 0.9300 . ?
C57 C59 1.369(6) . ?
C57 H57 0.9300 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C59 C66 1.365(6) . ?
C59 H59 0.9300 . ?
C66 H66 0.9300 . ?
C67 C90 1.372(6) . ?
C67 H67 0.9300 . ?
C68 C91 1.381(8) . ?
C68 C69 1.410(7) . ?
C68 H68 0.9300 . ?
C69 H69 0.9300 . ?
C70 C71 1.453(4) . ?
C88 H88 0.9300 . ?
C90 C91 1.344(7) . ?
C90 H90 0.9300 . ?
C91 H91 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
O8 S1 O7 120.43(16) . . ?
O8 S1 N4 106.44(14) . . ?
O7 S1 N4 106.00(14) . . ?
O8 S1 C9 110.34(15) . . ?
O7 S1 C9 108.34(15) . . ?
N4 S1 C9 103.95(14) . . ?
O2 S5 O1 119.42(17) . . ?
O2 S5 N3 104.69(14) . . ?
O1 S5 N3 108.04(16) . . ?
O2 S5 C23 108.15(17) . . ?
O1 S5 C23 109.20(16) . . ?
N3 S5 C23 106.60(15) . . ?
O3 S6 O4 120.66(16) . . ?
O3 S6 N3 106.38(15) . . ?
O4 S6 N3 106.55(14) . . ?
O3 S6 C25 108.65(17) . . ?
O4 S6 C25 108.25(18) . . ?
N3 S6 C25 105.33(15) . . ?
O6 S8 O5 121.08(18) . . ?
O6 S8 N4 107.13(15) . . ?
O5 S8 N4 103.59(15) . . ?
O6 S8 C4 109.48(17) . . ?
O5 S8 C4 108.42(17) . . ?
N4 S8 C4 106.07(14) . . ?
C46 O17 C58 117.7(3) . . ?
C20 N3 S6 120.8(2) . . ?
C20 N3 S5 116.3(2) . . ?
S6 N3 S5 120.60(15) . . ?
C3 N4 S8 119.5(2) . . ?
C3 N4 S1 116.8(2) . . ?
S8 N4 S1 123.63(16) . . ?
C71 C3 N4 133.1(3) . . ?
C71 C3 C50 96.8(3) . . ?
N4 C3 C50 129.6(3) . . ?
C36 C4 C49 121.3(3) . . ?
C36 C4 S8 120.3(3) . . ?
C49 C4 S8 118.4(3) . . ?
C21 C9 C88 121.5(3) . . ?
C21 C9 S1 119.7(2) . . ?
C88 C9 S1 118.8(2) . . ?
C15 C12 C70 121.7(3) . . ?
C15 C12 H12 119.2 . . ?
C70 C12 H12 119.2 . . ?
C12 C15 C46 120.0(3) . . ?
C12 C15 H15 120.0 . . ?
C46 C15 H15 120.0 . . ?
C57 C17 C23 118.8(4) . . ?
C57 C17 H17 120.6 . . ?
C23 C17 H17 120.6 . . ?
N3 C20 C71 120.4(3) . . ?
N3 C20 C50 120.2(3) . . ?
C71 C20 C50 87.6(2) . . ?
N3 C20 H20 109.0 . . ?
C71 C20 H20 109.0 . . ?
C50 C20 H20 109.0 . . ?
C9 C21 C24 118.7(3) . . ?
C9 C21 H21 120.7 . . ?
C24 C21 H21 120.7 . . ?
C56 C23 C17 121.1(3) . . ?
C56 C23 S5 119.0(3) . . ?
C17 C23 S5 119.7(3) . . ?
C44 C24 C21 120.3(3) . . ?
C44 C24 H24 119.8 . . ?
C21 C24 H24 119.8 . . ?
C69 C25 C67 120.2(4) . . ?
C69 C25 S6 119.6(3) . . ?
C67 C25 S6 120.2(3) . . ?
C44 C27 C88 120.8(3) . . ?
C44 C27 H27 119.6 . . ?
C88 C27 H27 119.6 . . ?
C47 C28 C70 121.2(3) . . ?
C47 C28 H28 119.4 . . ?
C70 C28 H28 119.4 . . ?
C38 C33 C36 120.4(4) . . ?
C38 C33 H33 119.8 . . ?
C36 C33 H33 119.8 . . ?
C4 C36 C33 118.6(4) . . ?
C4 C36 H36 120.7 . . ?
C33 C36 H36 120.7 . . ?
C43 C38 C33 121.0(4) . . ?
C43 C38 H38 119.5 . . ?
C33 C38 H38 119.5 . . ?
C38 C43 C49 119.8(4) . . ?
C38 C43 H43 120.1 . . ?
C49 C43 H43 120.1 . . ?
C27 C44 C24 120.4(3) . . ?
C27 C44 H44 119.8 . . ?
C24 C44 H44 119.8 . . ?
O17 C46 C47 116.5(3) . . ?
O17 C46 C15 124.2(3) . . ?
C47 C46 C15 119.3(3) . . ?
C46 C47 C28 120.4(3) . . ?
C46 C47 H47 119.8 . . ?
C28 C47 H47 119.8 . . ?
C4 C49 C43 119.0(4) . . ?
C4 C49 H49 120.5 . . ?
C43 C49 H49 120.5 . . ?
C3 C50 C20 83.4(2) . . ?
C3 C50 H50A 114.7 . . ?
C20 C50 H50A 114.7 . . ?
C3 C50 H50B 114.7 . . ?
C20 C50 H50B 114.7 . . ?
H50A C50 H50B 111.8 . . ?
C23 C56 C66 118.9(4) . . ?
C23 C56 H56 120.6 . . ?
C66 C56 H56 120.6 . . ?
C17 C57 C59 120.4(4) . . ?
C17 C57 H57 119.8 . . ?
C59 C57 H57 119.8 . . ?
O17 C58 H58A 109.5 . . ?
O17 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
O17 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C66 C59 C57 120.8(4) . . ?
C66 C59 H59 119.6 . . ?
C57 C59 H59 119.6 . . ?
C59 C66 C56 120.0(4) . . ?
C59 C66 H66 120.0 . . ?
C56 C66 H66 120.0 . . ?
C90 C67 C25 119.9(4) . . ?
C90 C67 H67 120.1 . . ?
C25 C67 H67 120.1 . . ?
C91 C68 C69 119.5(5) . . ?
C91 C68 H68 120.2 . . ?
C69 C68 H68 120.2 . . ?
C25 C69 C68 118.9(5) . . ?
C25 C69 H69 120.6 . . ?
C68 C69 H69 120.6 . . ?
C28 C70 C12 117.4(3) . . ?
C28 C70 C71 121.5(3) . . ?
C12 C70 C71 121.1(3) . . ?
C3 C71 C70 136.6(3) . . ?
C3 C71 C20 91.4(3) . . ?
C70 C71 C20 131.6(3) . . ?
C27 C88 C9 118.4(3) . . ?
C27 C88 H88 120.8 . . ?
C9 C88 H88 120.8 . . ?
C91 C90 C67 120.7(5) . . ?
C91 C90 H90 119.6 . . ?
C67 C90 H90 119.6 . . ?
C90 C91 C68 120.7(5) . . ?
C90 C91 H91 119.6 . . ?
C68 C91 H91 119.6 . . ?

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
O3 S6 N3 C20 146.4(2) . . . . ?
O4 S6 N3 C20 16.5(3) . . . . ?
C25 S6 N3 C20 -98.4(3) . . . . ?
O3 S6 N3 S5 -15.6(2) . . . . ?
O4 S6 N3 S5 -145.50(19) . . . . ?
C25 S6 N3 S5 99.6(2) . . . . ?
O2 S5 N3 C20 26.7(3) . . . . ?
O1 S5 N3 C20 155.0(2) . . . . ?
C23 S5 N3 C20 -87.7(2) . . . . ?
O2 S5 N3 S6 -170.48(18) . . . . ?
O1 S5 N3 S6 -42.2(2) . . . . ?
C23 S5 N3 S6 75.1(2) . . . . ?
O6 S8 N4 C3 147.4(2) . . . . ?
O5 S8 N4 C3 18.3(3) . . . . ?
C4 S8 N4 C3 -95.7(3) . . . . ?
O6 S8 N4 S1 -37.2(2) . . . . ?
O5 S8 N4 S1 -166.26(19) . . . . ?
C4 S8 N4 S1 79.7(2) . . . . ?
O8 S1 N4 C3 157.0(2) . . . . ?
O7 S1 N4 C3 27.7(3) . . . . ?
C9 S1 N4 C3 -86.4(2) . . . . ?
O8 S1 N4 S8 -18.5(2) . . . . ?
O7 S1 N4 S8 -147.83(18) . . . . ?
C9 S1 N4 S8 98.1(2) . . . . ?
S8 N4 C3 C71 -101.8(4) . . . . ?
S1 N4 C3 C71 82.5(4) . . . . ?
S8 N4 C3 C50 87.6(4) . . . . ?
S1 N4 C3 C50 -88.1(4) . . . . ?
O6 S8 C4 C36 16.1(3) . . . . ?
O5 S8 C4 C36 150.1(3) . . . . ?
N4 S8 C4 C36 -99.2(3) . . . . ?
O6 S8 C4 C49 -161.8(3) . . . . ?
O5 S8 C4 C49 -27.8(3) . . . . ?
N4 S8 C4 C49 82.9(3) . . . . ?
O8 S1 C9 C21 -155.2(3) . . . . ?
O7 S1 C9 C21 -21.4(3) . . . . ?
N4 S1 C9 C21 91.1(3) . . . . ?
O8 S1 C9 C88 26.9(3) . . . . ?
O7 S1 C9 C88 160.7(3) . . . . ?
N4 S1 C9 C88 -86.8(3) . . . . ?
C70 C12 C15 C46 0.5(6) . . . . ?
S6 N3 C20 C71 39.0(4) . . . . ?
S5 N3 C20 C71 -158.3(2) . . . . ?
S6 N3 C20 C50 -67.5(4) . . . . ?
S5 N3 C20 C50 95.2(3) . . . . ?
C88 C9 C21 C24 -0.2(5) . . . . ?
S1 C9 C21 C24 -178.0(3) . . . . ?
C57 C17 C23 C56 -0.1(6) . . . . ?
C57 C17 C23 S5 -175.9(3) . . . . ?
O2 S5 C23 C56 -32.4(3) . . . . ?
O1 S5 C23 C56 -163.8(3) . . . . ?
N3 S5 C23 C56 79.7(3) . . . . ?
O2 S5 C23 C17 143.4(3) . . . . ?
O1 S5 C23 C17 12.0(4) . . . . ?
N3 S5 C23 C17 -104.5(3) . . . . ?
C9 C21 C24 C44 -0.4(5) . . . . ?
O3 S6 C25 C69 -129.9(3) . . . . ?
O4 S6 C25 C69 2.7(4) . . . . ?
N3 S6 C25 C69 116.4(3) . . . . ?
O3 S6 C25 C67 49.6(4) . . . . ?
O4 S6 C25 C67 -177.7(3) . . . . ?
N3 S6 C25 C67 -64.0(3) . . . . ?
C49 C4 C36 C33 -1.0(6) . . . . ?
S8 C4 C36 C33 -178.8(3) . . . . ?
C38 C33 C36 C4 1.2(6) . . . . ?
C36 C33 C38 C43 -0.9(7) . . . . ?
C33 C38 C43 C49 0.4(7) . . . . ?
C88 C27 C44 C24 -0.2(6) . . . . ?
C21 C24 C44 C27 0.5(6) . . . . ?
C58 O17 C46 C47 166.8(4) . . . . ?
C58 O17 C46 C15 -14.7(6) . . . . ?
C12 C15 C46 O17 178.2(4) . . . . ?
C12 C15 C46 C47 -3.3(6) . . . . ?
O17 C46 C47 C28 -178.0(4) . . . . ?
C15 C46 C47 C28 3.3(6) . . . . ?
C70 C28 C47 C46 -0.5(6) . . . . ?
C36 C4 C49 C43 0.5(5) . . . . ?
S8 C4 C49 C43 178.4(3) . . . . ?
C38 C43 C49 C4 -0.2(6) . . . . ?
C71 C3 C50 C20 -6.8(3) . . . . ?
N4 C3 C50 C20 166.3(3) . . . . ?
N3 C20 C50 C3 130.0(3) . . . . ?
C71 C20 C50 C3 5.9(2) . . . . ?
C17 C23 C56 C66 1.1(6) . . . . ?
S5 C23 C56 C66 176.9(3) . . . . ?
C23 C17 C57 C59 -0.2(6) . . . . ?
C17 C57 C59 C66 -0.4(7) . . . . ?
C57 C59 C66 C56 1.5(8) . . . . ?
C23 C56 C66 C59 -1.8(7) . . . . ?
C69 C25 C67 C90 1.6(6) . . . . ?
S6 C25 C67 C90 -177.9(4) . . . . ?
C67 C25 C69 C68 -0.5(7) . . . . ?
S6 C25 C69 C68 179.0(4) . . . . ?
C91 C68 C69 C25 -1.4(8) . . . . ?
C47 C28 C70 C12 -2.2(5) . . . . ?
C47 C28 C70 C71 177.1(3) . . . . ?
C15 C12 C70 C28 2.2(5) . . . . ?
C15 C12 C70 C71 -177.1(3) . . . . ?
N4 C3 C71 C70 7.7(7) . . . . ?
C50 C3 C71 C70 -179.6(4) . . . . ?
N4 C3 C71 C20 -165.8(4) . . . . ?
C50 C3 C71 C20 6.9(3) . . . . ?
C28 C70 C71 C3 -152.4(4) . . . . ?
C12 C70 C71 C3 26.9(6) . . . . ?
C28 C70 C71 C20 18.9(5) . . . . ?
C12 C70 C71 C20 -161.8(3) . . . . ?
N3 C20 C71 C3 -130.6(3) . . . . ?
C50 C20 C71 C3 -6.7(3) . . . . ?
N3 C20 C71 C70 55.4(5) . . . . ?
C50 C20 C71 C70 179.3(3) . . . . ?
C44 C27 C88 C9 -0.3(6) . . . . ?
C21 C9 C88 C27 0.5(5) . . . . ?
S1 C9 C88 C27 178.4(3) . . . . ?
C25 C67 C90 C91 -0.7(8) . . . . ?
C67 C90 C91 C68 -1.2(9) . . . . ?
C69 C68 C91 C90 2.3(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.64
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.061
####################################################################### 
# 
# 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_20200710-2
_database_code_depnum_ccdc_archive 'CCDC 2039202'
loop_
_audit_author_name
_audit_author_address
chunyang
;Northeast Normal University
China
;
_audit_update_record             
;
2020-10-19 deposited with the CCDC.	2022-06-10 downloaded from the CCDC.
;
_audit_creation_date             2020-07-11
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.67(C12 H11 Br3 O)'
_chemical_formula_sum            'C8 H7.33 Br2 O0.67'
_chemical_formula_weight         273.96
_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'
Br Br -0.6763 1.2805 '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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   7.6142(4)
_cell_length_b                   7.1461(4)
_cell_length_c                   12.6645(7)
_cell_angle_alpha                90
_cell_angle_beta                 106.526(6)
_cell_angle_gamma                90
_cell_volume                     660.63(7)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    1436
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.0200
_cell_measurement_theta_min      6.0370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.138
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09601
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.38a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    2.066
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             392
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2611
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.012
_diffrn_reflns_theta_max         67.012
_diffrn_reflns_theta_min         3.640
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.2375
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00  82.00   1.00    1.00    --   42.03  57.00 -60.00   62
  2  ω      5.00  96.00   1.00    1.00    --   42.03-125.00-150.00   91
  3  ω     20.00  63.00   1.00    1.00    --   93.50 -61.00 -30.00   43
  4  ω     13.00  62.00   1.00    1.00    --   93.50 -95.00-150.00   49
  5  ω     21.00  57.00   1.00    1.00    --   93.50-125.00   0.00   36
  6  ω     66.00  95.00   1.00    1.00    --   93.50-125.00   0.00   29
  7  ω     80.00 121.00   1.00    1.00    --   93.50 -45.00 -30.00   41
  8  ω     27.00  53.00   1.00    1.00    --   93.50 -45.00 -30.00   26
  9  ω     81.00 116.00   1.00    1.00    --   93.50 -61.00 -30.00   35
 10  ω     91.00 166.00   1.00    1.00    --   93.50 125.00 150.00   75
 11  ω     71.00 159.00   1.00    1.00    --   93.50  30.00 150.00   88
 12  ω     42.00  88.00   1.00    1.00    --   93.50-125.00-150.00   46
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0907164000
_diffrn_orient_matrix_UB_12      0.1736198000
_diffrn_orient_matrix_UB_13      -0.0652062000
_diffrn_orient_matrix_UB_21      0.1901962000
_diffrn_orient_matrix_UB_22      0.0872258000
_diffrn_orient_matrix_UB_23      0.0138412000
_diffrn_orient_matrix_UB_31      0.0089138000
_diffrn_orient_matrix_UB_32      -0.0938398000
_diffrn_orient_matrix_UB_33      -0.1078903000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1091
_reflns_number_total             1269
_reflns_odcompleteness_completeness 98.53
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.249
_refine_diff_density_min         -1.334
_refine_diff_density_rms         0.277
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         1269
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0747
_refine_ls_restrained_S_all      1.076
_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)+(0.1474P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1920
_refine_ls_wR_factor_ref         0.2058
_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. Others
 Fixed Sof: H8A(0.5) H8B(0.5) H11A(0.5) H11B(0.5) H11C(0.5) H12A(0.5) H12B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C12(H12A,H12B)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C9(H9), C10(H10)
3.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_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
Br2 Br -0.05697(11) 0.52782(12) 0.78795(6) 0.0516(4) Uani 1 1 d . . . . .
Br3 Br 0.61776(14) 0.750000 0.97413(7) 0.0508(5) Uani 1 2 d S T P . .
O1 O 0.3794(10) 0.750000 0.3783(5) 0.0468(17) Uani 1 2 d S T P . .
C1 C 0.2998(14) 0.750000 0.6900(7) 0.0374(19) Uani 1 2 d S T P . .
C2 C 0.2677(13) 0.750000 0.7972(7) 0.0363(19) Uani 1 2 d S T P . .
C3 C 0.0937(13) 0.750000 0.8315(7) 0.0377(19) Uani 1 2 d S T P . .
C4 C 0.3629(13) 0.750000 0.9026(7) 0.037(2) Uani 1 2 d S T P . .
C5 C 0.3640(14) 0.750000 0.4816(7) 0.038(2) Uani 1 2 d S T P . .
C6 C 0.5103(14) 0.750000 0.5777(7) 0.042(2) Uani 1 2 d S T P . .
H6 H 0.630492 0.750000 0.573839 0.050 Uiso 1 2 calc RS T P . .
C7 C 0.4740(13) 0.750000 0.6787(7) 0.039(2) Uani 1 2 d S T P . .
H7 H 0.572423 0.750000 0.742198 0.046 Uiso 1 2 calc RS T P . .
C8 C 0.2088(14) 0.750000 0.9538(7) 0.042(2) Uani 1 2 d S T P . .
H8A H 0.198520 0.862564 0.994409 0.051 Uiso 0.5 1 calc R . . . .
H8B H 0.198520 0.637436 0.994409 0.051 Uiso 0.5 1 calc R . . . .
C9 C 0.1507(14) 0.750000 0.5935(7) 0.045(2) Uani 1 2 d S T P . .
H9 H 0.031586 0.750000 0.599252 0.054 Uiso 1 2 calc RS T P . .
C10 C 0.1800(15) 0.750000 0.4904(7) 0.050(3) Uani 1 2 d S T P . .
H10 H 0.081020 0.750000 0.427226 0.060 Uiso 1 2 calc RS T P . .
C11 C 0.544(2) 0.750000 0.2442(9) 0.065(3) Uani 1 2 d S T P . .
H11A H 0.474781 0.642283 0.210521 0.098 Uiso 0.5 1 calc GR . . A -1
H11B H 0.663222 0.746161 0.233271 0.098 Uiso 0.5 1 calc GR . . A -1
H11C H 0.481267 0.861557 0.211305 0.098 Uiso 0.5 1 calc GR . . A -1
C12 C 0.5617(15) 0.750000 0.3671(8) 0.045(2) Uani 1 2 d S T P . .
H12A H 0.627827 0.639792 0.401785 0.054 Uiso 0.5 1 calc R . . . .
H12B H 0.627827 0.860208 0.401785 0.054 Uiso 0.5 1 calc R . . . .


_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
Br2 C3 1.944(6) . ?
Br3 C4 1.894(10) . ?
O1 C5 1.347(10) . ?
O1 C12 1.435(13) . ?
C1 C2 1.446(12) . ?
C1 C7 1.374(13) . ?
C1 C9 1.411(13) . ?
C2 C3 1.507(13) . ?
C2 C4 1.325(13) . ?
C3 C4 1.991(13) . ?
C3 C8 1.548(12) . ?
C4 C8 1.493(13) . ?
C5 C6 1.396(13) . ?
C5 C10 1.437(15) . ?
C6 C7 1.384(12) . ?
C9 C10 1.386(13) . ?
C11 C12 1.523(13) . ?

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
C5 O1 C12 116.7(8) . . ?
C7 C1 C2 121.5(8) . . ?
C7 C1 C9 118.2(8) . . ?
C9 C1 C2 120.2(9) . . ?
C1 C2 C3 131.9(9) . . ?
C4 C2 C1 139.0(9) . . ?
C4 C2 C3 89.1(7) . . ?
Br2 C3 Br2 109.5(5) . 4_575 ?
Br2 C3 C4 125.2(2) 4_575 . ?
Br2 C3 C4 125.2(2) . . ?
C2 C3 Br2 114.5(3) . 4_575 ?
C2 C3 Br2 114.5(3) . . ?
C2 C3 C4 41.7(5) . . ?
C2 C3 C8 89.7(7) . . ?
C8 C3 Br2 113.8(3) . . ?
C8 C3 Br2 113.8(3) . 4_575 ?
C8 C3 C4 47.9(5) . . ?
Br3 C4 C3 178.4(5) . . ?
C2 C4 Br3 132.4(7) . . ?
C2 C4 C3 49.2(6) . . ?
C2 C4 C8 99.5(8) . . ?
C8 C4 Br3 128.1(6) . . ?
C8 C4 C3 50.3(5) . . ?
O1 C5 C6 125.4(9) . . ?
O1 C5 C10 115.5(8) . . ?
C6 C5 C10 119.1(8) . . ?
C7 C6 C5 119.1(9) . . ?
C1 C7 C6 123.3(9) . . ?
C4 C8 C3 81.8(6) . . ?
C10 C9 C1 120.7(9) . . ?
C9 C10 C5 119.6(8) . . ?
O1 C12 C11 107.0(9) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 6.472
_oxdiff_exptl_absorpt_empirical_full_min 0.461
