# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_mo_yxd20180809_0m
_database_code_depnum_ccdc_archive 'CCDC 1989882'
loop_
_audit_author_name
_audit_author_address
Br-BNSF-bpin
;University
China
;
_audit_update_record             
;
2020-03-12 deposited with the CCDC.	2021-02-09 downloaded from the CCDC.
;
_audit_creation_date             2019-04-17
_audit_creation_method           
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.17(C32 H32 B2 Br N O2 S2)'
_chemical_formula_sum            'C5.33 H5.17 B0.33 Br0.17 N0.17 O0.33 S0.33'
_chemical_formula_weight         104.54
_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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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           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                   10.337(6)
_cell_length_b                   12.780(8)
_cell_length_c                   13.153(7)
_cell_angle_alpha                80.485(10)
_cell_angle_beta                 69.729(9)
_cell_angle_gamma                81.294(9)
_cell_volume                     1599.2(16)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    1071
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.32
_cell_measurement_theta_min      2.49
_shelx_estimated_absorpt_T_max   0.794
_shelx_estimated_absorpt_T_min   0.702
_exptl_absorpt_coefficient_mu    1.444
_exptl_absorpt_correction_T_max  0.794
_exptl_absorpt_correction_T_min  0.702
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             646
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16144
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.799
_diffrn_reflns_theta_min         1.624
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.980
_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_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4320
_reflns_number_total             6046
_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 v8.27A (Bruker, 2012)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_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         0.869
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         6046
_refine_ls_number_restraints     602
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0626
_refine_ls_restrained_S_all      1.142
_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)+(0.1279P)²+0.8656P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1844
_refine_ls_wR_factor_ref         0.2068
_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. Restrained distances 
 C25-C24 
 1.5 with sigma of 0.02 
3. Rigid bond restraints 
 C21, C22 
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02 
4. Uiso/Uaniso restraints and constraints 
C6 \\sim C3 \\sim C4 \\sim C5 \\sim C15 \\sim C2 \\sim C26 \\sim C7 \\sim C1 
\\sim C8 \\sim C18 \\sim C16 \\sim C20 \\sim C17 \\sim C31 \\sim C10 \\sim C19 
\\sim C9 \\sim C30 \\sim C29 \\sim C27 \\sim C21 \\sim C28 \\sim C13 \\sim C23 
\\sim C14 \\sim C12 \\sim C11 \\sim C22 \\sim C3AA \\sim C25 \\sim C24: within 
3.8A with sigma of 0.01 and sigma for terminal atoms of 0.02 
C22 \\sim C23: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04 
5.a Secondary CH2 refined with riding coordinates: 
 C21(H21A,H21B), C22(H22A,H22B) 
5.b Aromatic/amide H refined with riding coordinates: 
 C2(H2), C7(H7), C16(H16), C20(H20), C17(H17), C31(H31), C19(H19), C30(H30), 
 C29(H29), C27(H27), C28(H28), C23(H23), C3AA(H3AA) 
5.c Idealised Me refined as rotating group: 
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C12(H12A,H12B,H12C), C11(H11A,H11B, 
 H11C), C25(H25A,H25B,H25C) 
;
_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
Br1 Br 1.14446(5) 0.33523(5) 0.07381(4) 0.0877(2) Uani 1 1 d . . . . .
S1 S 0.89378(11) 0.33209(8) 0.60864(8) 0.0607(3) Uani 1 1 d . . . . .
S2 S 1.04317(11) 0.32973(8) 0.32660(9) 0.0608(3) Uani 1 1 d . . . . .
O1 O 0.7987(4) 0.2576(3) 0.8649(3) 0.0975(12) Uani 1 1 d . . . . .
O2 O 0.6550(5) 0.4027(3) 0.9151(3) 0.1002(12) Uani 1 1 d . . . . .
N1 N 0.7098(3) 0.5856(2) 0.4849(2) 0.0521(7) Uani 1 1 d . . . . .
C1 C 1.0366(4) 0.3951(3) 0.2019(3) 0.0628(9) Uani 1 1 d . U . . .
C2 C 0.9472(4) 0.4840(3) 0.2109(3) 0.0585(9) Uani 1 1 d . U . . .
H2 H 0.9325 0.5280 0.1513 0.070 Uiso 1 1 calc R . . . .
C3 C 0.8774(4) 0.5036(3) 0.3213(3) 0.0531(8) Uani 1 1 d . U . . .
C3AA C -0.0453(12) 1.0091(9) 0.7119(11) 0.183(3) Uani 1 1 d . U . . .
H3AA H -0.0473 1.0002 0.7841 0.220 Uiso 1 1 calc R . . . .
C4 C 0.9194(4) 0.4249(3) 0.3926(3) 0.0517(8) Uani 1 1 d . U . . .
C5 C 0.8588(4) 0.4248(3) 0.5079(3) 0.0524(8) Uani 1 1 d . U . . .
C6 C 0.7566(4) 0.5035(3) 0.5524(3) 0.0521(8) Uani 1 1 d . U . . .
C7 C 0.7093(4) 0.4876(3) 0.6675(3) 0.0570(8) Uani 1 1 d . U . . .
H7 H 0.6414 0.5337 0.7100 0.068 Uiso 1 1 calc R . . . .
C8 C 0.7722(4) 0.3984(3) 0.7110(3) 0.0598(9) Uani 1 1 d . U . . .
C9 C 0.7434(6) 0.2374(4) 0.9824(4) 0.0842(13) Uani 1 1 d . U . . .
C10 C 0.6503(6) 0.3409(4) 1.0181(4) 0.0803(12) Uani 1 1 d . U . . .
C11 C 0.6670(9) 0.1415(6) 1.0085(7) 0.146(3) Uani 1 1 d . U . . .
H11A H 0.5942 0.1551 0.9770 0.219 Uiso 1 1 calc GR . . . .
H11B H 0.6277 0.1254 1.0863 0.219 Uiso 1 1 calc GR . . . .
H11C H 0.7296 0.0820 0.9792 0.219 Uiso 1 1 calc GR . . . .
C12 C 0.8649(9) 0.2089(9) 1.0216(8) 0.164(3) Uani 1 1 d . U . . .
H12A H 0.9195 0.1475 0.9898 0.247 Uiso 1 1 calc GR . . . .
H12B H 0.8330 0.1933 1.0997 0.247 Uiso 1 1 calc GR . . . .
H12C H 0.9203 0.2677 1.0004 0.247 Uiso 1 1 calc GR . . . .
C13 C 0.5075(9) 0.3247(7) 1.0862(8) 0.159(3) Uani 1 1 d . U . . .
H13A H 0.4601 0.3906 1.1122 0.239 Uiso 1 1 calc GR . . . .
H13B H 0.5078 0.2719 1.1473 0.239 Uiso 1 1 calc GR . . . .
H13C H 0.4609 0.3008 1.0439 0.239 Uiso 1 1 calc GR . . . .
C14 C 0.7036(11) 0.4067(7) 1.0758(7) 0.149(3) Uani 1 1 d . U . . .
H14A H 0.7939 0.3758 1.0767 0.223 Uiso 1 1 calc GR . . . .
H14B H 0.6416 0.4086 1.1494 0.223 Uiso 1 1 calc GR . . . .
H14C H 0.7095 0.4779 1.0385 0.223 Uiso 1 1 calc GR . . . .
C15 C 0.6009(4) 0.6638(3) 0.5376(3) 0.0558(8) Uani 1 1 d . U . . .
C16 C 0.4656(5) 0.6419(4) 0.5777(4) 0.0694(10) Uani 1 1 d . U . . .
H16 H 0.4437 0.5744 0.5761 0.083 Uiso 1 1 calc R . . . .
C17 C 0.3606(5) 0.7202(4) 0.6210(4) 0.0808(11) Uani 1 1 d . U . . .
H17 H 0.2693 0.7038 0.6483 0.097 Uiso 1 1 calc R . . . .
C18 C 0.3884(5) 0.8210(4) 0.6243(4) 0.0763(11) Uani 1 1 d . U . . .
C19 C 0.5244(6) 0.8397(4) 0.5879(5) 0.0868(12) Uani 1 1 d . U . . .
H19 H 0.5467 0.9062 0.5924 0.104 Uiso 1 1 calc R . . . .
C20 C 0.6309(5) 0.7625(4) 0.5442(4) 0.0761(11) Uani 1 1 d . U . . .
H20 H 0.7226 0.7781 0.5195 0.091 Uiso 1 1 calc R . . . .
C21 C 0.2734(7) 0.9070(5) 0.6673(6) 0.1067(16) Uani 1 1 d . U . . .
H21A H 0.2108 0.8784 0.7369 0.128 Uiso 1 1 calc R . . . .
H21B H 0.3133 0.9655 0.6801 0.128 Uiso 1 1 calc R . . . .
C22 C 0.1928(8) 0.9488(6) 0.5932(7) 0.1251(18) Uani 1 1 d . U . . .
H22A H 0.1521 0.8903 0.5813 0.150 Uiso 1 1 calc R . . . .
H22B H 0.2559 0.9761 0.5233 0.150 Uiso 1 1 calc R . . . .
C23 C 0.0781(9) 1.0365(7) 0.6341(8) 0.152(2) Uani 1 1 d . U . . .
H23 H 0.0906 1.1076 0.6071 0.183 Uiso 1 1 calc R . . . .
C24 C -0.1635(13) 0.9935(10) 0.6965(11) 0.186(3) Uani 1 1 d D U . . .
C25 C -0.2819(12) 0.9466(9) 0.7762(10) 0.192(4) Uani 1 1 d D U . . .
H25A H -0.2873 0.8781 0.7579 0.288 Uiso 1 1 calc GR . . . .
H25B H -0.3648 0.9922 0.7766 0.288 Uiso 1 1 calc GR . . . .
H25C H -0.2723 0.9383 0.8473 0.288 Uiso 1 1 calc GR . . . .
C26 C 0.7112(4) 0.6843(3) 0.2927(3) 0.0597(9) Uani 1 1 d . U . . .
C27 C 0.5739(6) 0.7021(4) 0.2954(5) 0.0851(12) Uani 1 1 d . U . . .
H27 H 0.5094 0.6594 0.3457 0.102 Uiso 1 1 calc R . . . .
C28 C 0.5309(6) 0.7808(5) 0.2260(5) 0.0964(14) Uani 1 1 d . U . . .
H28 H 0.4389 0.7895 0.2285 0.116 Uiso 1 1 calc R . . . .
C29 C 0.6227(6) 0.8463(4) 0.1534(5) 0.0914(14) Uani 1 1 d . U . . .
H29 H 0.5940 0.8989 0.1057 0.110 Uiso 1 1 calc R . . . .
C30 C 0.7544(6) 0.8341(4) 0.1514(5) 0.0883(13) Uani 1 1 d . U . . .
H30 H 0.8164 0.8805 0.1042 0.106 Uiso 1 1 calc R . . . .
C31 C 0.7990(5) 0.7528(4) 0.2193(4) 0.0771(11) Uani 1 1 d . U . . .
H31 H 0.8917 0.7444 0.2149 0.092 Uiso 1 1 calc R . . . .
B1 B 0.7649(5) 0.5919(3) 0.3674(4) 0.0535(10) Uani 1 1 d . . . . .
B2 B 0.7418(5) 0.3534(4) 0.8331(4) 0.0630(11) Uani 1 1 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
Br1 C1 1.879(4) . ?
S1 C5 1.725(4) . ?
S1 C8 1.730(4) . ?
S2 C1 1.732(4) . ?
S2 C4 1.725(4) . ?
O1 C9 1.444(6) . ?
O1 B2 1.343(6) . ?
O2 C10 1.440(6) . ?
O2 B2 1.322(6) . ?
N1 C6 1.400(5) . ?
N1 C15 1.447(5) . ?
N1 B1 1.442(5) . ?
C2 C1 1.345(6) . ?
C3 C2 1.425(6) . ?
C3 C4 1.385(5) . ?
C3 B1 1.528(6) . ?
C3AA C24 1.353(16) . ?
C4 C5 1.426(5) . ?
C6 C5 1.383(5) . ?
C6 C7 1.410(5) . ?
C7 C8 1.366(6) . ?
C8 B2 1.552(6) . ?
C9 C11 1.487(9) . ?
C9 C12 1.490(10) . ?
C10 C9 1.550(8) . ?
C10 C13 1.463(9) . ?
C10 C14 1.492(9) . ?
C15 C16 1.368(6) . ?
C15 C20 1.368(6) . ?
C16 C17 1.390(7) . ?
C18 C17 1.372(7) . ?
C18 C19 1.364(8) . ?
C18 C21 1.512(7) . ?
C20 C19 1.391(7) . ?
C21 C22 1.478(10) . ?
C23 C3AA 1.381(13) . ?
C23 C22 1.518(10) . ?
C25 C24 1.443(12) . ?
C26 C27 1.392(7) . ?
C26 C31 1.369(6) . ?
C26 B1 1.570(6) . ?
C27 C28 1.372(7) . ?
C29 C28 1.365(8) . ?
C30 C29 1.338(8) . ?
C31 C30 1.387(7) . ?

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 S1 C8 92.13(19) . . ?
C4 S2 C1 90.0(2) . . ?
B2 O1 C9 108.3(4) . . ?
B2 O2 C10 110.6(4) . . ?
C6 N1 C15 117.3(3) . . ?
C6 N1 B1 122.0(3) . . ?
B1 N1 C15 120.7(3) . . ?
S2 C1 Br1 119.0(3) . . ?
C2 C1 Br1 127.7(3) . . ?
C2 C1 S2 113.3(3) . . ?
C1 C2 C3 112.9(4) . . ?
C2 C3 B1 129.8(3) . . ?
C4 C3 C2 110.9(4) . . ?
C4 C3 B1 119.2(4) . . ?
C24 C3AA C23 128.3(13) . . ?
C3 C4 S2 112.9(3) . . ?
C3 C4 C5 121.1(4) . . ?
C5 C4 S2 126.0(3) . . ?
C4 C5 S1 127.6(3) . . ?
C6 C5 S1 111.1(3) . . ?
C6 C5 C4 121.2(3) . . ?
N1 C6 C7 127.2(3) . . ?
C5 C6 N1 120.6(3) . . ?
C5 C6 C7 112.1(3) . . ?
C8 C7 C6 114.0(4) . . ?
C7 C8 S1 110.6(3) . . ?
C7 C8 B2 128.2(4) . . ?
B2 C8 S1 121.2(3) . . ?
O1 C9 C10 104.7(4) . . ?
O1 C9 C11 106.7(5) . . ?
O1 C9 C12 106.4(5) . . ?
C11 C9 C10 114.2(5) . . ?
C11 C9 C12 107.8(7) . . ?
C12 C9 C10 116.4(6) . . ?
O2 C10 C9 102.5(4) . . ?
O2 C10 C13 111.0(6) . . ?
O2 C10 C14 106.2(5) . . ?
C13 C10 C9 114.5(5) . . ?
C13 C10 C14 106.8(7) . . ?
C14 C10 C9 115.4(6) . . ?
C16 C15 N1 120.7(4) . . ?
C16 C15 C20 118.8(4) . . ?
C20 C15 N1 120.4(4) . . ?
C15 C16 C17 120.3(4) . . ?
C18 C17 C16 121.7(5) . . ?
C17 C18 C21 121.4(5) . . ?
C19 C18 C17 117.0(4) . . ?
C19 C18 C21 121.6(5) . . ?
C18 C19 C20 122.1(5) . . ?
C15 C20 C19 120.0(5) . . ?
C22 C21 C18 113.9(5) . . ?
C21 C22 C23 114.7(7) . . ?
C3AA C23 C22 119.0(9) . . ?
C3AA C24 C25 127.1(13) . . ?
C27 C26 B1 123.2(4) . . ?
C31 C26 C27 115.7(4) . . ?
C31 C26 B1 121.1(4) . . ?
C28 C27 C26 121.9(5) . . ?
C29 C28 C27 120.2(5) . . ?
C30 C29 C28 119.5(5) . . ?
C29 C30 C31 120.4(5) . . ?
C26 C31 C30 122.2(5) . . ?
N1 B1 C3 115.9(3) . . ?
N1 B1 C26 121.4(4) . . ?
C3 B1 C26 122.6(4) . . ?
O1 B2 C8 122.3(4) . . ?
O2 B2 O1 113.7(4) . . ?
O2 B2 C8 124.0(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
