# 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_r20201212b
_database_code_depnum_ccdc_archive 'CCDC 2108048'
loop_
_audit_author_name
_audit_author_address
'Yihan Zhang'
;Tianjin university
China
;
_audit_update_record             
;
2021-09-06 deposited with the CCDC.	2021-11-01 downloaded from the CCDC.
;
_audit_creation_date             2020-12-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        BDBT-TCNB
_chemical_formula_moiety         'C10 H2 N4, C16 H10 S'
_chemical_formula_sum            'C26 H12 N4 S'
_chemical_formula_weight         412.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7920(3)
_cell_length_b                   8.0111(4)
_cell_length_c                   15.7519(9)
_cell_angle_alpha                93.915(4)
_cell_angle_beta                 98.871(4)
_cell_angle_gamma                93.579(4)
_cell_volume                     966.59(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9215
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      32.8920
_cell_measurement_theta_min      2.5350
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91240
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10224
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.555
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00  65.00   1.00    1.00    --  -25.00  45.00   0.00  180
  2  ω   -115.00  65.00   1.00    1.00    --  -25.00  45.00  90.00  180
  3  ω   -115.00  65.00   1.00    1.00    --  -25.00  45.00 180.00  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0053333000
_diffrn_orient_matrix_UB_12      -0.0885691000
_diffrn_orient_matrix_UB_13      0.0008370000
_diffrn_orient_matrix_UB_21      -0.0202597000
_diffrn_orient_matrix_UB_22      0.0079950000
_diffrn_orient_matrix_UB_23      0.0424036000
_diffrn_orient_matrix_UB_31      -0.0899783000
_diffrn_orient_matrix_UB_32      -0.0033125000
_diffrn_orient_matrix_UB_33      -0.0170684000
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3534
_reflns_number_total             3948
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       CrystalClear(Rigaku,2008)
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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         0.235
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.064(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         3948
_refine_ls_number_restraints     420
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0349
_refine_ls_restrained_S_all      1.094
_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)+(0.0419P)²+0.1598P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0858
_refine_ls_wR_factor_ref         0.0888
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
C26A: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002
S1 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim
C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim
C26: within 1.7A with sigma of 0.005 and sigma for terminal atoms of 0.01
S1A \\sim C11A \\sim C12A \\sim C13A \\sim C14A \\sim C15A \\sim C16A \\sim
C17A \\sim C18A \\sim C19A \\sim C20A \\sim C21A \\sim C22A \\sim C23A \\sim
C24A \\sim C25A: within 1.7A with sigma of 0.005 and sigma for terminal atoms
of 0.01
Uanis(C26A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(S1) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C13)
\\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C16) \\sim Ueq,
Uanis(C17) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C20)
\\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq,
Uanis(C24) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C26) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.01
Uanis(S1A) \\sim Ueq, Uanis(C11A) \\sim Ueq, Uanis(C12A) \\sim Ueq, Uanis(C13A)
\\sim Ueq, Uanis(C14A) \\sim Ueq, Uanis(C15A) \\sim Ueq, Uanis(C16A) \\sim Ueq,
Uanis(C17A) \\sim Ueq, Uanis(C18A) \\sim Ueq, Uanis(C19A) \\sim Ueq,
Uanis(C20A) \\sim Ueq, Uanis(C21A) \\sim Ueq, Uanis(C22A) \\sim Ueq,
Uanis(C23A) \\sim Ueq, Uanis(C24A) \\sim Ueq, Uanis(C25A) \\sim Ueq: with sigma
of 0.005 and sigma for terminal atoms of 0.01
3. Others
 Sof(S1A)=Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=Sof(H13A)=
 Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(C16A)=Sof(C17A)=Sof(H17A)=Sof(C18A)=
 Sof(H18A)=Sof(C19A)=Sof(C20A)=Sof(H20A)=Sof(C21A)=Sof(H21A)=Sof(C22A)=
 Sof(H22A)=Sof(C23A)=Sof(H23A)=Sof(C24A)=Sof(C25A)=Sof(C26A)=1-FVAR(1)
 Sof(S1)=Sof(C11)=Sof(H11)=Sof(C12)=Sof(H12)=Sof(C13)=Sof(H13)=Sof(C14)=
 Sof(H14)=Sof(C15)=Sof(C16)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(H18)=Sof(C19)=
 Sof(C20)=Sof(H20)=Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=
 Sof(C24)=Sof(C25)=Sof(C26)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C11(H11), C12(H12), C13(H13), C14(H14), C17(H17), C18(H18),
 C20(H20), C21(H21), C22(H22), C23(H23), C11A(H11A), C12A(H12A), C13A(H13A),
 C14A(H14A), C17A(H17A), C18A(H18A), C20A(H20A), C21A(H21A), C22A(H22A),
 C23A(H23A)
;
_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
N1 N -0.12580(15) -0.11748(13) 0.34852(7) 0.0313(3) Uani 1 1 d . . . . .
N2 N -0.16838(16) 0.31541(14) 0.48999(7) 0.0325(3) Uani 1 1 d . . . . .
N3 N 0.10656(16) 0.76287(13) 0.17170(7) 0.0327(3) Uani 1 1 d . . . . .
N4 N 0.18152(15) 0.33738(14) 0.04172(7) 0.0315(3) Uani 1 1 d . . . . .
C1 C -0.03735(15) 0.16986(14) 0.29551(8) 0.0201(3) Uani 1 1 d . . . . .
C2 C -0.06274(15) 0.32082(14) 0.34193(8) 0.0196(3) Uani 1 1 d . . . . .
C3 C -0.02689(15) 0.47423(14) 0.31003(8) 0.0213(3) Uani 1 1 d . . . . .
H3 H -0.045423 0.575734 0.341014 0.026 Uiso 1 1 calc R . . . .
C4 C 0.03644(15) 0.47796(14) 0.23223(8) 0.0204(3) Uani 1 1 d . . . . .
C5 C 0.06514(15) 0.32764(14) 0.18670(8) 0.0195(3) Uani 1 1 d . . . . .
C6 C 0.02857(15) 0.17377(14) 0.21869(8) 0.0207(3) Uani 1 1 d . . . . .
H6 H 0.048624 0.072297 0.188134 0.025 Uiso 1 1 calc R . . . .
C7 C -0.08412(16) 0.01034(15) 0.32628(8) 0.0240(3) Uani 1 1 d . . . . .
C8 C -0.12379(16) 0.31676(14) 0.42390(8) 0.0237(3) Uani 1 1 d . . . . .
C9 C 0.07459(17) 0.63652(15) 0.19821(8) 0.0241(3) Uani 1 1 d . . . . .
C10 C 0.13091(16) 0.33232(14) 0.10606(8) 0.0225(3) Uani 1 1 d . . . . .
S1 S 0.45135(13) 0.54342(12) 0.34028(7) 0.0271(4) Uani 0.532(4) 1 d . U P A 1
C11 C 0.4187(14) 0.0553(13) 0.3258(6) 0.0241(15) Uani 0.532(4) 1 d . U P A 1
H11 H 0.443429 -0.034280 0.287922 0.029 Uiso 0.532(4) 1 calc R . P A 1
C12 C 0.3545(11) 0.0136(9) 0.3981(5) 0.0259(13) Uani 0.532(4) 1 d . U P A 1
H12 H 0.333075 -0.100828 0.408255 0.031 Uiso 0.532(4) 1 calc R . P A 1
C13 C 0.3205(9) 0.1415(7) 0.4570(5) 0.0238(11) Uani 0.532(4) 1 d . U P A 1
H13 H 0.277814 0.113582 0.507975 0.029 Uiso 0.532(4) 1 calc R . P A 1
C14 C 0.3485(9) 0.3067(7) 0.4417(5) 0.0212(11) Uani 0.532(4) 1 d . U P A 1
H14 H 0.323756 0.392691 0.481681 0.025 Uiso 0.532(4) 1 calc R . P A 1
C15 C 0.4126(16) 0.3480(13) 0.3683(7) 0.0204(13) Uani 0.532(4) 1 d . U P A 1
C16 C 0.5156(14) 0.4664(15) 0.2465(5) 0.0198(12) Uani 0.532(4) 1 d . U P A 1
C17 C 0.5648(5) 0.5707(4) 0.1836(3) 0.0289(7) Uani 0.532(4) 1 d . U P A 1
H17 H 0.561064 0.688958 0.191526 0.035 Uiso 0.532(4) 1 calc R . P A 1
C18 C 0.6177(8) 0.4993(7) 0.1117(3) 0.0272(11) Uani 0.532(4) 1 d . U P A 1
H18 H 0.643341 0.566973 0.067375 0.033 Uiso 0.532(4) 1 calc R . P A 1
C19 C 0.635(2) 0.3146(15) 0.1029(11) 0.0197(13) Uani 0.532(4) 1 d . U P A 1
C20 C 0.7097(14) 0.2497(10) 0.0295(5) 0.0197(12) Uani 0.532(4) 1 d . U P A 1
H20 H 0.738659 0.321578 -0.012556 0.024 Uiso 0.532(4) 1 calc R . P A 1
C21 C 0.7374(15) 0.0818(9) 0.0222(8) 0.0218(12) Uani 0.532(4) 1 d . U P A 1
H21 H 0.792884 0.036083 -0.022790 0.026 Uiso 0.532(4) 1 calc R . P A 1
C22 C 0.6809(17) -0.0210(14) 0.0836(7) 0.0221(13) Uani 0.532(4) 1 d . U P A 1
H22 H 0.694170 -0.138054 0.077253 0.027 Uiso 0.532(4) 1 calc R . P A 1
C23 C 0.615(2) 0.0351(16) 0.1452(9) 0.0206(15) Uani 0.532(4) 1 d . U P A 1
H23 H 0.583187 -0.042924 0.183912 0.025 Uiso 0.532(4) 1 calc R . P A 1
C24 C 0.5787(11) 0.2237(8) 0.1655(6) 0.0203(12) Uani 0.532(4) 1 d . U P A 1
C25 C 0.5193(18) 0.2849(15) 0.2319(7) 0.0162(13) Uani 0.532(4) 1 d . U P A 1
C26 C 0.4499(16) 0.2114(13) 0.3037(6) 0.0186(12) Uani 0.532(4) 1 d . U P A 1
S1A S 0.60653(18) 0.52865(16) 0.14311(10) 0.0288(5) Uani 0.468(4) 1 d . U P A 2
C11A C 0.603(2) 0.048(2) 0.1523(10) 0.0218(18) Uani 0.468(4) 1 d . U P A 2
H11A H 0.566477 -0.030822 0.189581 0.026 Uiso 0.468(4) 1 calc R . P A 2
C12A C 0.6926(19) -0.0061(17) 0.0744(8) 0.0276(18) Uani 0.468(4) 1 d . U P A 2
H12A H 0.719769 -0.118810 0.063938 0.033 Uiso 0.468(4) 1 calc R . P A 2
C13A C 0.7311(17) 0.1150(11) 0.0210(9) 0.0262(16) Uani 0.468(4) 1 d . U P A 2
H13A H 0.776913 0.083170 -0.029712 0.031 Uiso 0.468(4) 1 calc R . P A 2
C14A C 0.7047(16) 0.2812(11) 0.0392(7) 0.0254(16) Uani 0.468(4) 1 d . U P A 2
H14A H 0.739695 0.361606 0.002457 0.031 Uiso 0.468(4) 1 calc R . P A 2
C15A C 0.632(3) 0.3334(18) 0.1067(14) 0.0250(18) Uani 0.468(4) 1 d . U P A 2
C16A C 0.5290(17) 0.4638(19) 0.2314(6) 0.0256(15) Uani 0.468(4) 1 d . U P A 2
C17A C 0.4882(5) 0.5763(4) 0.2969(4) 0.0315(7) Uani 0.468(4) 1 d . U P A 2
H17A H 0.502141 0.694075 0.293195 0.038 Uiso 0.468(4) 1 calc R . P A 2
C18A C 0.4243(6) 0.5083(6) 0.3701(4) 0.0318(11) Uani 0.468(4) 1 d . U P A 2
H18A H 0.398070 0.582355 0.415281 0.038 Uiso 0.468(4) 1 calc R . P A 2
C19A C 0.3998(19) 0.3269(15) 0.3751(9) 0.0221(15) Uani 0.468(4) 1 d . U P A 2
C20A C 0.3302(10) 0.2636(8) 0.4466(5) 0.0222(13) Uani 0.468(4) 1 d . U P A 2
H20A H 0.304716 0.339267 0.491334 0.027 Uiso 0.468(4) 1 calc R . P A 2
C21A C 0.3006(11) 0.0965(8) 0.4506(6) 0.0226(12) Uani 0.468(4) 1 d . U P A 2
H21A H 0.257284 0.054590 0.498787 0.027 Uiso 0.468(4) 1 calc R . P A 2
C22A C 0.3340(12) -0.0148(10) 0.3835(5) 0.0223(12) Uani 0.468(4) 1 d . U P A 2
H22A H 0.309076 -0.131702 0.386441 0.027 Uiso 0.468(4) 1 calc R . P A 2
C23A C 0.4023(14) 0.0396(13) 0.3130(6) 0.0168(12) Uani 0.468(4) 1 d . U P A 2
H23A H 0.422603 -0.036407 0.267224 0.020 Uiso 0.468(4) 1 calc R . P A 2
C24A C 0.4428(17) 0.2283(13) 0.3130(7) 0.0165(13) Uani 0.468(4) 1 d . U P A 2
C25A C 0.509(2) 0.2960(19) 0.2413(8) 0.0168(15) Uani 0.468(4) 1 d . U P A 2
C26A C 0.5837(12) 0.1976(9) 0.1627(6) 0.0124(13) Uani 0.468(4) 1 d . 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
N1 C7 1.1486(16) . ?
N2 C8 1.1477(17) . ?
N3 C9 1.1486(16) . ?
N4 C10 1.1451(17) . ?
C1 C2 1.4107(16) . ?
C1 C6 1.3872(17) . ?
C1 C7 1.4428(17) . ?
C2 C3 1.3876(16) . ?
C2 C8 1.4449(17) . ?
C3 H3 0.9500 . ?
C3 C4 1.3913(17) . ?
C4 C5 1.4070(16) . ?
C4 C9 1.4436(16) . ?
C5 C6 1.3927(16) . ?
C5 C10 1.4431(17) . ?
C6 H6 0.9500 . ?
S1 C15 1.677(9) . ?
S1 C16 1.720(8) . ?
C11 H11 0.9500 . ?
C11 C12 1.366(12) . ?
C11 C26 1.339(16) . ?
C12 H12 0.9500 . ?
C12 C13 1.401(9) . ?
C13 H13 0.9500 . ?
C13 C14 1.371(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.381(12) . ?
C15 C26 1.516(15) . ?
C16 C17 1.420(10) . ?
C16 C25 1.459(17) . ?
C17 H17 0.9500 . ?
C17 C18 1.366(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.493(12) . ?
C19 C20 1.452(17) . ?
C19 C24 1.37(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.376(8) . ?
C21 H21 0.9500 . ?
C21 C22 1.415(13) . ?
C22 H22 0.9500 . ?
C22 C23 1.237(19) . ?
C23 H23 0.9500 . ?
C23 C24 1.575(14) . ?
C24 C25 1.287(15) . ?
C25 C26 1.468(15) . ?
S1A C15A 1.663(15) . ?
S1A C16A 1.699(11) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.55(2) . ?
C11A C26A 1.224(17) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.375(15) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.378(10) . ?
C14A H14A 0.9500 . ?
C14A C15A 1.33(2) . ?
C15A C26A 1.51(2) . ?
C16A C17A 1.410(12) . ?
C16A C25A 1.37(2) . ?
C17A H17A 0.9500 . ?
C17A C18A 1.450(9) . ?
C18A H18A 0.9500 . ?
C18A C19A 1.463(11) . ?
C19A C20A 1.432(14) . ?
C19A C24A 1.312(18) . ?
C20A H20A 0.9500 . ?
C20A C21A 1.351(6) . ?
C21A H21A 0.9500 . ?
C21A C22A 1.402(10) . ?
C22A H22A 0.9500 . ?
C22A C23A 1.389(12) . ?
C23A H23A 0.9500 . ?
C23A C24A 1.524(16) . ?
C24A C25A 1.438(17) . ?
C25A C26A 1.624(16) . ?

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
C2 C1 C7 120.33(11) . . ?
C6 C1 C2 120.17(11) . . ?
C6 C1 C7 119.49(10) . . ?
C1 C2 C8 120.10(10) . . ?
C3 C2 C1 120.42(11) . . ?
C3 C2 C8 119.47(10) . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.37(11) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 120.29(11) . . ?
C3 C4 C9 120.06(10) . . ?
C5 C4 C9 119.65(11) . . ?
C4 C5 C10 120.04(10) . . ?
C6 C5 C4 120.26(11) . . ?
C6 C5 C10 119.71(10) . . ?
C1 C6 C5 119.48(11) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
N1 C7 C1 177.73(14) . . ?
N2 C8 C2 178.31(13) . . ?
N3 C9 C4 179.29(15) . . ?
N4 C10 C5 179.13(14) . . ?
C15 S1 C16 90.8(6) . . ?
C12 C11 H11 117.1 . . ?
C26 C11 H11 117.1 . . ?
C26 C11 C12 125.7(9) . . ?
C11 C12 H12 120.4 . . ?
C11 C12 C13 119.2(7) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.5(7) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0(7) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 S1 125.5(8) . . ?
C14 C15 C26 120.3(8) . . ?
C26 C15 S1 114.2(8) . . ?
C17 C16 S1 123.1(8) . . ?
C17 C16 C25 119.2(8) . . ?
C25 C16 S1 117.7(8) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 C16 119.3(5) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.8(8) . . ?
C19 C18 H18 120.1 . . ?
C20 C19 C18 116.9(12) . . ?
C24 C19 C18 116.3(12) . . ?
C24 C19 C20 126.8(9) . . ?
C19 C20 H20 120.8 . . ?
C21 C20 C19 118.4(9) . . ?
C21 C20 H20 120.8 . . ?
C20 C21 H21 120.9 . . ?
C20 C21 C22 118.2(10) . . ?
C22 C21 H21 120.9 . . ?
C21 C22 H22 118.6 . . ?
C23 C22 C21 122.8(11) . . ?
C23 C22 H22 118.6 . . ?
C22 C23 H23 117.0 . . ?
C22 C23 C24 126.1(11) . . ?
C24 C23 H23 117.0 . . ?
C19 C24 C23 107.6(9) . . ?
C25 C24 C19 125.6(9) . . ?
C25 C24 C23 126.5(9) . . ?
C16 C25 C26 106.6(9) . . ?
C24 C25 C16 119.3(10) . . ?
C24 C25 C26 134.1(10) . . ?
C11 C26 C15 114.3(10) . . ?
C11 C26 C25 135.1(9) . . ?
C25 C26 C15 110.6(8) . . ?
C15A S1A C16A 92.5(9) . . ?
C12A C11A H11A 122.2 . . ?
C26A C11A H11A 122.2 . . ?
C26A C11A C12A 115.6(13) . . ?
C11A C12A H12A 121.1 . . ?
C13A C12A C11A 117.8(12) . . ?
C13A C12A H12A 121.1 . . ?
C12A C13A H13A 119.2 . . ?
C12A C13A C14A 121.6(13) . . ?
C14A C13A H13A 119.2 . . ?
C13A C14A H14A 118.8 . . ?
C15A C14A C13A 122.4(11) . . ?
C15A C14A H14A 118.8 . . ?
C14A C15A S1A 128.7(13) . . ?
C14A C15A C26A 115.2(11) . . ?
C26A C15A S1A 115.7(14) . . ?
C17A C16A S1A 122.8(10) . . ?
C25A C16A S1A 119.2(10) . . ?
C25A C16A C17A 117.9(10) . . ?
C16A C17A H17A 120.7 . . ?
C16A C17A C18A 118.6(7) . . ?
C18A C17A H17A 120.7 . . ?
C17A C18A H18A 119.6 . . ?
C17A C18A C19A 120.7(7) . . ?
C19A C18A H18A 119.6 . . ?
C20A C19A C18A 119.4(10) . . ?
C24A C19A C18A 118.0(10) . . ?
C24A C19A C20A 122.6(10) . . ?
C19A C20A H20A 119.9 . . ?
C21A C20A C19A 120.1(8) . . ?
C21A C20A H20A 119.9 . . ?
C20A C21A H21A 120.1 . . ?
C20A C21A C22A 119.9(8) . . ?
C22A C21A H21A 120.1 . . ?
C21A C22A H22A 118.8 . . ?
C23A C22A C21A 122.3(7) . . ?
C23A C22A H22A 118.8 . . ?
C22A C23A H23A 121.9 . . ?
C22A C23A C24A 116.2(9) . . ?
C24A C23A H23A 121.9 . . ?
C19A C24A C23A 118.6(10) . . ?
C19A C24A C25A 121.2(10) . . ?
C25A C24A C23A 119.9(9) . . ?
C16A C25A C24A 123.5(11) . . ?
C16A C25A C26A 107.6(11) . . ?
C24A C25A C26A 128.8(11) . . ?
C11A C26A C15A 127.2(13) . . ?
C11A C26A C25A 128.0(11) . . ?
C15A C26A C25A 104.8(10) . . ?

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
C1 C2 C3 C4 -0.78(17) . . . . ?
C2 C1 C6 C5 -1.66(17) . . . . ?
C2 C3 C4 C5 -0.50(17) . . . . ?
C2 C3 C4 C9 -179.93(11) . . . . ?
C3 C4 C5 C6 0.70(17) . . . . ?
C3 C4 C5 C10 -179.98(11) . . . . ?
C4 C5 C6 C1 0.39(17) . . . . ?
C6 C1 C2 C3 1.87(17) . . . . ?
C6 C1 C2 C8 -177.13(11) . . . . ?
C7 C1 C2 C3 -176.42(11) . . . . ?
C7 C1 C2 C8 4.57(17) . . . . ?
C7 C1 C6 C5 176.65(11) . . . . ?
C8 C2 C3 C4 178.24(10) . . . . ?
C9 C4 C5 C6 -179.87(11) . . . . ?
C9 C4 C5 C10 -0.55(17) . . . . ?
C10 C5 C6 C1 -178.93(11) . . . . ?
S1 C15 C26 C11 -179.9(9) . . . . ?
S1 C15 C26 C25 2.3(12) . . . . ?
S1 C16 C17 C18 178.6(6) . . . . ?
S1 C16 C25 C24 -175.0(8) . . . . ?
S1 C16 C25 C26 4.3(13) . . . . ?
C11 C12 C13 C14 1.1(10) . . . . ?
C12 C11 C26 C15 1.7(16) . . . . ?
C12 C11 C26 C25 178.9(11) . . . . ?
C12 C13 C14 C15 -0.8(10) . . . . ?
C13 C14 C15 S1 179.3(7) . . . . ?
C13 C14 C15 C26 0.9(13) . . . . ?
C14 C15 C26 C11 -1.3(15) . . . . ?
C14 C15 C26 C25 -179.1(9) . . . . ?
C15 S1 C16 C17 177.4(8) . . . . ?
C15 S1 C16 C25 -2.7(10) . . . . ?
C16 S1 C15 C14 -178.4(10) . . . . ?
C16 S1 C15 C26 0.2(9) . . . . ?
C16 C17 C18 C19 -4.3(11) . . . . ?
C16 C25 C26 C11 178.9(13) . . . . ?
C16 C25 C26 C15 -3.9(13) . . . . ?
C17 C16 C25 C24 4.9(17) . . . . ?
C17 C16 C25 C26 -175.8(8) . . . . ?
C17 C18 C19 C20 -173.5(9) . . . . ?
C17 C18 C19 C24 6.4(17) . . . . ?
C18 C19 C20 C21 176.1(10) . . . . ?
C18 C19 C24 C23 -178.1(11) . . . . ?
C18 C19 C24 C25 -3(2) . . . . ?
C19 C20 C21 C22 4.2(15) . . . . ?
C19 C24 C25 C16 -3(2) . . . . ?
C19 C24 C25 C26 178.3(14) . . . . ?
C20 C19 C24 C23 1.8(19) . . . . ?
C20 C19 C24 C25 177.1(12) . . . . ?
C20 C21 C22 C23 -3.2(18) . . . . ?
C21 C22 C23 C24 1(2) . . . . ?
C22 C23 C24 C19 -1(2) . . . . ?
C22 C23 C24 C25 -175.8(14) . . . . ?
C23 C24 C25 C16 171.8(11) . . . . ?
C23 C24 C25 C26 -7(2) . . . . ?
C24 C19 C20 C21 -4(2) . . . . ?
C24 C25 C26 C11 -2(2) . . . . ?
C24 C25 C26 C15 175.3(14) . . . . ?
C25 C16 C17 C18 -1.2(12) . . . . ?
C26 C11 C12 C13 -1.7(13) . . . . ?
S1A C15A C26A C11A -174.2(13) . . . . ?
S1A C15A C26A C25A 3.2(17) . . . . ?
S1A C16A C17A C18A -179.4(6) . . . . ?
S1A C16A C25A C24A -179.2(10) . . . . ?
S1A C16A C25A C26A 4.0(17) . . . . ?
C11A C12A C13A C14A 5.1(19) . . . . ?
C12A C11A C26A C15A 2(2) . . . . ?
C12A C11A C26A C25A -174.9(12) . . . . ?
C12A C13A C14A C15A -3.8(19) . . . . ?
C13A C14A C15A S1A 174.0(14) . . . . ?
C13A C14A C15A C26A 1(2) . . . . ?
C14A C15A C26A C11A 0(2) . . . . ?
C14A C15A C26A C25A 176.9(13) . . . . ?
C15A S1A C16A C17A 176.2(11) . . . . ?
C15A S1A C16A C25A -2.0(14) . . . . ?
C16A S1A C15A C14A -173.8(18) . . . . ?
C16A S1A C15A C26A -1.1(14) . . . . ?
C16A C17A C18A C19A -1.1(10) . . . . ?
C16A C25A C26A C11A 173.1(14) . . . . ?
C16A C25A C26A C15A -4.2(16) . . . . ?
C17A C16A C25A C24A 3(2) . . . . ?
C17A C16A C25A C26A -174.2(8) . . . . ?
C17A C18A C19A C20A -177.6(8) . . . . ?
C17A C18A C19A C24A 2.2(15) . . . . ?
C18A C19A C20A C21A 177.5(9) . . . . ?
C18A C19A C24A C23A -174.3(10) . . . . ?
C18A C19A C24A C25A -1.0(19) . . . . ?
C19A C20A C21A C22A -1.6(11) . . . . ?
C19A C24A C25A C16A -1(2) . . . . ?
C19A C24A C25A C26A 174.7(13) . . . . ?
C20A C19A C24A C23A 5.5(19) . . . . ?
C20A C19A C24A C25A 178.8(11) . . . . ?
C20A C21A C22A C23A 2.0(11) . . . . ?
C21A C22A C23A C24A 1.2(13) . . . . ?
C22A C23A C24A C19A -4.9(16) . . . . ?
C22A C23A C24A C25A -178.3(10) . . . . ?
C23A C24A C25A C16A 171.8(14) . . . . ?
C23A C24A C25A C26A -12(2) . . . . ?
C24A C19A C20A C21A -2.3(17) . . . . ?
C24A C25A C26A C11A -3(2) . . . . ?
C24A C25A C26A C15A 179.2(14) . . . . ?
C25A C16A C17A C18A -1.2(15) . . . . ?
C26A C11A C12A C13A -4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.299
_oxdiff_exptl_absorpt_empirical_full_min 0.811
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile'
_chemical_properties_physical    Photo-sensitive
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_booo5
_database_code_depnum_ccdc_archive 'CCDC 2108051'
loop_
_audit_author_name
_audit_author_address
'Yihan Zhang'
;Tianjin university
China
;
_audit_update_record             
;
2021-09-06 deposited with the CCDC.	2021-11-01 downloaded from the CCDC.
;
_audit_creation_date             2021-03-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        BDBT-OFN
_chemical_formula_moiety         'C10 F8, C16 H10 S'
_chemical_formula_sum            'C26 H10 F8 S'
_chemical_formula_weight         506.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         C1H1F1S1
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.2054(2)
_cell_length_b                   10.1966(3)
_cell_length_c                   28.0448(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.670(2)
_cell_angle_gamma                90
_cell_volume                     2058.23(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6002
_cell_measurement_temperature    294.15
_cell_measurement_theta_max      73.8800
_cell_measurement_theta_min      4.3450
_shelx_estimated_absorpt_T_max   0.720
_shelx_estimated_absorpt_T_min   0.668
_exptl_absorpt_coefficient_mu    2.196
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53310
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            White
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            11862
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.117
_diffrn_reflns_theta_min         4.615
_diffrn_ambient_temperature      294.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1975
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  32.00   1.00    5.00    --  -41.12  37.00-180.00   97
  2  ω    -57.00  28.00   1.00    5.00    --  -41.12  57.00 -60.00   85
  3  ω   -108.00 -18.00   1.00    5.00    --  -41.12 -37.00   0.00   90
  4  ω     46.00  94.00   1.00    5.00    --   41.12-125.00   0.00   48
  5  ω     24.00  59.00   1.00    5.00    --   41.12-125.00 -60.00   35
  6  ω     99.00 139.00   1.00    5.89    --  105.32 125.00-150.00   40
  7  ω     94.00 162.00   1.00    5.89    --  105.32 125.00-180.00   68
  8  ω     36.00 116.00   1.00    5.89    --  105.32-125.00 150.00   80
  9  ω    110.00 176.00   1.00    5.89    --  105.32 126.00 144.00   66
 10  ω     37.00  90.00   1.00    5.89    --  105.32 -94.00-150.00   53
 11  ω    120.00 170.00   1.00    5.89    --  105.32 125.00 -90.00   50
 12  ω     39.00 101.00   1.00    5.89    --  105.32 -94.00 -90.00   62
 13  ω    101.00 168.00   1.00    5.89    --  105.32  30.00   0.00   67
 14  ω     92.00 173.00   1.00    5.89    --  105.32  30.00 -60.00   81
 15  ω     46.00 117.00   1.00    5.89    --  105.32 -45.00-120.00   71
 16  ω     88.00 117.00   1.00    5.89    --  105.32-125.00   0.00   29
 17  ω     77.00 132.00   1.00    5.89    --  105.32 -30.00 120.00   55
 18  ω     32.00  62.00   1.00    5.89    --  105.32 -30.00 120.00   30
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0552496000
_diffrn_orient_matrix_UB_12      0.1402752000
_diffrn_orient_matrix_UB_13      0.0152935000
_diffrn_orient_matrix_UB_21      -0.0146012000
_diffrn_orient_matrix_UB_22      0.0442149000
_diffrn_orient_matrix_UB_23      -0.0525742000
_diffrn_orient_matrix_UB_31      -0.2062701000
_diffrn_orient_matrix_UB_32      0.0345162000
_diffrn_orient_matrix_UB_33      0.0051613000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3171
_reflns_number_total             4038
_reflns_odcompleteness_completeness 99.77
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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         0.305
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.0047(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         4038
_refine_ls_number_restraints     749
_refine_ls_R_factor_all          0.0762
_refine_ls_R_factor_gt           0.0583
_refine_ls_restrained_S_all      1.115
_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)+(0.0992P)²+0.9118P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1757
_refine_ls_wR_factor_ref         0.2063
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C7A-C16A = C6A-C5A
 1.38 with sigma of 0.01
 S1A-C5A = S1A-C16A
 1.82 with sigma of 0.01
 S1-C16 \\sim S1-C5
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
S1 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C12 \\sim C11
\\sim C10 \\sim C9 \\sim C8 \\sim C13 \\sim C15 \\sim C14 \\sim C7 \\sim C16
\\sim S1A \\sim C1A \\sim C2A \\sim C3A \\sim C4A \\sim C5A \\sim C6A \\sim
C12A \\sim C11A \\sim C10A \\sim C9A \\sim C14A \\sim C13A \\sim C8A \\sim C7A
\\sim C16A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(S1) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(C4) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C12)
\\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C9) \\sim Ueq,
Uanis(C8) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C14)
\\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(S1A) \\sim Ueq,
Uanis(C1A) \\sim Ueq, Uanis(C2A) \\sim Ueq, Uanis(C3A) \\sim Ueq, Uanis(C4A)
\\sim Ueq, Uanis(C5A) \\sim Ueq, Uanis(C6A) \\sim Ueq, Uanis(C12A) \\sim Ueq,
Uanis(C11A) \\sim Ueq, Uanis(C10A) \\sim Ueq, Uanis(C9A) \\sim Ueq, Uanis(C14A)
\\sim Ueq, Uanis(C13A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C7A) \\sim Ueq,
Uanis(C16A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(S1A)=Sof(C1A)=Sof(H1A)=Sof(C2A)=Sof(H2A)=Sof(C3A)=Sof(H3A)=Sof(C4A)=
 Sof(H4A)=Sof(C5A)=Sof(C6A)=Sof(C12A)=Sof(H12A)=Sof(C11A)=Sof(H11A)=Sof(C10A)=
 Sof(H10A)=Sof(C9A)=Sof(H9A)=Sof(C14A)=Sof(H14A)=Sof(C13A)=Sof(C8A)=Sof(C7A)=
 Sof(C16A)=Sof(C15A)=Sof(H15A)=1-FVAR(1)
 Sof(S1)=Sof(C1)=Sof(H1)=Sof(C2)=Sof(H2)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4)=
 Sof(C5)=Sof(C6)=Sof(C12)=Sof(H12)=Sof(C11)=Sof(H11)=Sof(C10)=Sof(H10)=Sof(C9)=
 Sof(H9)=Sof(C8)=Sof(C13)=Sof(C15)=Sof(H15)=Sof(C14)=Sof(H14)=Sof(C7)=Sof(C16)=
 FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C11(H11), C10(H10), C9(H9),
 C15(H15), C14(H14), C1A(H1A), C2A(H2A), C3A(H3A), C4A(H4A), C12A(H12A),
 C11A(H11A), C10A(H10A), C9A(H9A), C14A(H14A), C15A(H15A)
5.b Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,C6), C12(C11,C10,C9,C8,C13), C14A(C13A,C8A,C7A,C16A,C15A)
;
_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 1.1558(4) 0.7720(3) 0.72331(7) 0.1156(9) Uani 1 1 d . . . . .
F2 F 1.2413(4) 0.9770(3) 0.66923(12) 0.1273(10) Uani 1 1 d . . . . .
F3 F 1.2832(3) 0.9482(2) 0.57552(11) 0.1128(9) Uani 1 1 d . . . . .
F4 F 1.2293(3) 0.7171(3) 0.53313(7) 0.0968(7) Uani 1 1 d . . . . .
F5 F 1.1404(3) 0.4735(3) 0.53852(8) 0.1029(8) Uani 1 1 d . . . . .
F6 F 1.0470(4) 0.2696(3) 0.59191(13) 0.1318(11) Uani 1 1 d . . . . .
F7 F 1.0119(4) 0.2948(3) 0.68611(13) 0.1443(13) Uani 1 1 d . . . . .
F8 F 1.0679(3) 0.5276(3) 0.72957(8) 0.1200(10) Uani 1 1 d . . . . .
C17 C 1.1696(4) 0.7544(4) 0.67624(11) 0.0730(9) Uani 1 1 d . . . . .
C18 C 1.2157(5) 0.8585(3) 0.64927(15) 0.0799(10) Uani 1 1 d . . . . .
C19 C 1.2352(4) 0.8437(4) 0.60111(14) 0.0753(9) Uani 1 1 d . . . . .
C20 C 1.2070(4) 0.7265(4) 0.57977(11) 0.0664(8) Uani 1 1 d . . . . .
C21 C 1.1558(3) 0.6144(3) 0.60612(9) 0.0560(7) Uani 1 1 d . . . . .
C22 C 1.1236(4) 0.4911(4) 0.58558(12) 0.0718(8) Uani 1 1 d . . . . .
C23 C 1.0741(5) 0.3870(4) 0.61259(18) 0.0862(11) Uani 1 1 d . . . . .
C24 C 1.0571(5) 0.4010(4) 0.66119(18) 0.0896(12) Uani 1 1 d . . . . .
C25 C 1.0861(4) 0.5178(4) 0.68248(13) 0.0795(10) Uani 1 1 d . . . . .
C26 C 1.1367(4) 0.6302(3) 0.65627(10) 0.0602(7) Uani 1 1 d . . . . .
S1 S 0.5776(3) 0.5411(2) 0.71258(7) 0.0670(8) Uani 0.563(4) 1 d D U P A 1
C1 C 0.6111(15) 0.4515(6) 0.57482(18) 0.0518(17) Uani 0.563(4) 1 d . U P A 1
H1 H 0.643359 0.498266 0.547980 0.062 Uiso 0.563(4) 1 calc R . P A 1
C2 C 0.5611(13) 0.3201(6) 0.57067(17) 0.0594(17) Uani 0.563(4) 1 d G U P A 1
H2 H 0.560014 0.279085 0.541046 0.071 Uiso 0.563(4) 1 calc R . P A 1
C3 C 0.5128(13) 0.2502(5) 0.6108(2) 0.0630(17) Uani 0.563(4) 1 d G U P A 1
H3 H 0.479435 0.162339 0.608007 0.076 Uiso 0.563(4) 1 calc R . P A 1
C4 C 0.5145(16) 0.3116(6) 0.65506(18) 0.0687(19) Uani 0.563(4) 1 d G U P A 1
H4 H 0.482199 0.264774 0.681903 0.082 Uiso 0.563(4) 1 calc R . P A 1
C5 C 0.564(2) 0.4429(7) 0.65922(18) 0.0600(15) Uani 0.563(4) 1 d DG U P A 1
C6 C 0.6127(19) 0.5128(6) 0.6191(2) 0.0443(12) Uani 0.563(4) 1 d G U P A 1
C12 C 0.7960(17) 0.9833(10) 0.5976(2) 0.0604(18) Uani 0.563(4) 1 d . U P A 1
H12 H 0.816512 1.062027 0.613698 0.073 Uiso 0.563(4) 1 calc R . P A 1
C11 C 0.8191(13) 0.9764(8) 0.5487(2) 0.0640(19) Uani 0.563(4) 1 d G U P A 1
H11 H 0.855107 1.050444 0.532138 0.077 Uiso 0.563(4) 1 calc R . P A 1
C10 C 0.7884(14) 0.8587(10) 0.5246(3) 0.068(2) Uani 0.563(4) 1 d G U P A 1
H10 H 0.803857 0.854043 0.491886 0.082 Uiso 0.563(4) 1 calc R . P A 1
C9 C 0.735(2) 0.7480(9) 0.5493(4) 0.061(2) Uani 0.563(4) 1 d G U P A 1
H9 H 0.714012 0.669224 0.533193 0.073 Uiso 0.563(4) 1 calc R . P A 1
C8 C 0.711(2) 0.7549(11) 0.5982(4) 0.0499(16) Uani 0.563(4) 1 d G U P A 1
C13 C 0.742(2) 0.8726(12) 0.6223(3) 0.0539(14) Uani 0.563(4) 1 d G U P A 1
C15 C 0.6784(8) 0.8004(8) 0.6990(2) 0.0604(13) Uani 0.563(4) 1 d . U P A 1
H15 H 0.669128 0.816157 0.731509 0.072 Uiso 0.563(4) 1 calc R . P A 1
C14 C 0.7262(19) 0.8996(12) 0.6672(4) 0.059(2) Uani 0.563(4) 1 d . U P A 1
H14 H 0.746353 0.984669 0.678256 0.071 Uiso 0.563(4) 1 calc R . P A 1
C7 C 0.6593(18) 0.6536(8) 0.6298(2) 0.0442(13) Uani 0.563(4) 1 d . U P A 1
C16 C 0.6455(14) 0.6758(7) 0.6790(3) 0.0559(14) Uani 0.563(4) 1 d D U P A 1
S1A S 0.7073(6) 0.8662(4) 0.67888(13) 0.0704(11) Uani 0.437(4) 1 d D U P A 2
C1A C 0.712(3) 0.7347(14) 0.5461(6) 0.060(2) Uani 0.437(4) 1 d . U P A 2
H1A H 0.690850 0.653348 0.531874 0.072 Uiso 0.437(4) 1 calc R . P A 2
C2A C 0.755(2) 0.8379(15) 0.5186(5) 0.068(2) Uani 0.437(4) 1 d . U P A 2
H2A H 0.753329 0.826113 0.485738 0.081 Uiso 0.437(4) 1 calc R . P A 2
C3A C 0.799(2) 0.9588(14) 0.5366(4) 0.066(2) Uani 0.437(4) 1 d . U P A 2
H3A H 0.832314 1.025830 0.516253 0.079 Uiso 0.437(4) 1 calc R . P A 2
C4A C 0.794(2) 0.9809(13) 0.5837(4) 0.0558(18) Uani 0.437(4) 1 d . U P A 2
H4A H 0.825498 1.062802 0.596271 0.067 Uiso 0.437(4) 1 calc R . P A 2
C5A C 0.739(3) 0.8759(17) 0.6147(3) 0.0549(18) Uani 0.437(4) 1 d D U P A 2
C6A C 0.700(3) 0.7478(15) 0.5969(5) 0.0482(18) Uani 0.437(4) 1 d D U P A 2
C12A C 0.517(2) 0.3029(11) 0.6661(4) 0.0674(18) Uani 0.437(4) 1 d . U P A 2
H12A H 0.490078 0.261697 0.694578 0.081 Uiso 0.437(4) 1 calc R . P A 2
C11A C 0.512(2) 0.2393(11) 0.6269(4) 0.0660(19) Uani 0.437(4) 1 d . U P A 2
H11A H 0.479274 0.151188 0.627080 0.079 Uiso 0.437(4) 1 calc R . P A 2
C10A C 0.5552(19) 0.2973(10) 0.5835(4) 0.061(2) Uani 0.437(4) 1 d . U P A 2
H10A H 0.552150 0.247455 0.555738 0.073 Uiso 0.437(4) 1 calc R . P A 2
C9A C 0.602(2) 0.4283(11) 0.5821(4) 0.0528(17) Uani 0.437(4) 1 d . U P A 2
H9A H 0.631218 0.466543 0.553252 0.063 Uiso 0.437(4) 1 calc R . P A 2
C14A C 0.5622(14) 0.4937(7) 0.7098(2) 0.068(3) Uani 0.437(4) 1 d . U P A 2
H14A H 0.533680 0.444909 0.736538 0.082 Uiso 0.437(4) 1 calc R . P A 2
C13A C 0.563(2) 0.4341(7) 0.6653(3) 0.0546(16) Uani 0.437(4) 1 d G U P A 2
C8A C 0.606(3) 0.5070(9) 0.6254(2) 0.0505(18) Uani 0.437(4) 1 d G U P A 2
C7A C 0.648(2) 0.6396(8) 0.6300(2) 0.0462(18) Uani 0.437(4) 1 d DG U P A 2
C16A C 0.6469(17) 0.6992(6) 0.6746(3) 0.060(2) Uani 0.437(4) 1 d DG U P A 2
C15A C 0.6042(10) 0.6263(7) 0.7145(2) 0.073(2) Uani 0.437(4) 1 d G . P A 2
H15A H 0.603776 0.666173 0.744316 0.087 Uiso 0.437(4) 1 calc R . 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
F1 C17 1.341(4) . ?
F2 C18 1.340(4) . ?
F3 C19 1.339(4) . ?
F4 C20 1.329(4) . ?
F5 C22 1.343(4) . ?
F6 C23 1.341(5) . ?
F7 C24 1.337(4) . ?
F8 C25 1.337(4) . ?
C17 C18 1.354(5) . ?
C17 C26 1.401(5) . ?
C18 C19 1.373(5) . ?
C19 C20 1.348(5) . ?
C20 C21 1.419(4) . ?
C21 C22 1.398(5) . ?
C21 C26 1.428(4) . ?
C22 C23 1.361(5) . ?
C23 C24 1.381(6) . ?
C24 C25 1.344(6) . ?
C25 C26 1.418(5) . ?
S1 C5 1.800(4) . ?
S1 C16 1.748(6) . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C6 1.3900 . ?
C6 C7 1.501(7) . ?
C12 H12 0.9300 . ?
C12 C11 1.3900 . ?
C12 C13 1.3900 . ?
C11 H11 0.9300 . ?
C11 C10 1.3900 . ?
C10 H10 0.9300 . ?
C10 C9 1.3900 . ?
C9 H9 0.9300 . ?
C9 C8 1.3900 . ?
C8 C13 1.3900 . ?
C8 C7 1.423(10) . ?
C13 C14 1.300(14) . ?
C15 H15 0.9300 . ?
C15 C14 1.402(11) . ?
C15 C16 1.404(9) . ?
C14 H14 0.9300 . ?
C7 C16 1.407(7) . ?
S1A C5A 1.827(8) . ?
S1A C16A 1.760(6) . ?
C1A H1A 0.9300 . ?
C1A C2A 1.346(11) . ?
C1A C6A 1.440(10) . ?
C2A H2A 0.9300 . ?
C2A C3A 1.364(13) . ?
C3A H3A 0.9300 . ?
C3A C4A 1.342(13) . ?
C4A H4A 0.9300 . ?
C4A C5A 1.446(11) . ?
C5A C6A 1.422(7) . ?
C6A C7A 1.501(13) . ?
C12A H12A 0.9300 . ?
C12A C11A 1.277(14) . ?
C12A C13A 1.379(10) . ?
C11A H11A 0.9300 . ?
C11A C10A 1.398(11) . ?
C10A H10A 0.9300 . ?
C10A C9A 1.379(12) . ?
C9A H9A 0.9300 . ?
C9A C8A 1.455(9) . ?
C14A H14A 0.9300 . ?
C14A C13A 1.3900 . ?
C14A C15A 1.3900 . ?
C13A C8A 1.3900 . ?
C8A C7A 1.3900 . ?
C7A C16A 1.3900 . ?
C16A C15A 1.3900 . ?
C15A H15A 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
F1 C17 C18 118.5(3) . . ?
F1 C17 C26 119.7(3) . . ?
C18 C17 C26 121.8(3) . . ?
F2 C18 C17 120.4(4) . . ?
F2 C18 C19 119.5(4) . . ?
C17 C18 C19 120.1(3) . . ?
F3 C19 C18 118.7(4) . . ?
F3 C19 C20 120.3(4) . . ?
C20 C19 C18 121.0(3) . . ?
F4 C20 C19 118.6(3) . . ?
F4 C20 C21 120.1(3) . . ?
C19 C20 C21 121.4(3) . . ?
C20 C21 C26 117.5(3) . . ?
C22 C21 C20 123.5(3) . . ?
C22 C21 C26 119.0(3) . . ?
F5 C22 C21 120.3(3) . . ?
F5 C22 C23 118.8(4) . . ?
C23 C22 C21 120.9(3) . . ?
F6 C23 C22 119.4(4) . . ?
F6 C23 C24 120.1(4) . . ?
C22 C23 C24 120.4(4) . . ?
F7 C24 C23 117.8(5) . . ?
F7 C24 C25 121.4(4) . . ?
C25 C24 C23 120.7(3) . . ?
F8 C25 C24 119.0(4) . . ?
F8 C25 C26 119.4(4) . . ?
C24 C25 C26 121.6(3) . . ?
C17 C26 C21 118.2(3) . . ?
C17 C26 C25 124.5(3) . . ?
C25 C26 C21 117.3(3) . . ?
C16 S1 C5 89.7(3) . . ?
C2 C1 H1 120.0 . . ?
C2 C1 C6 120.0 . . ?
C6 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 C4 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 S1 127.5(3) . . ?
C4 C5 C6 120.0 . . ?
C6 C5 S1 112.5(3) . . ?
C1 C6 C7 127.0(4) . . ?
C5 C6 C1 120.0 . . ?
C5 C6 C7 113.0(4) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C11 H11 120.0 . . ?
C12 C11 C10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C10 H10 120.0 . . ?
C11 C10 C9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C9 H9 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C8 C7 128.7(8) . . ?
C13 C8 C9 120.0 . . ?
C13 C8 C7 111.3(8) . . ?
C8 C13 C12 120.0 . . ?
C14 C13 C12 110.5(9) . . ?
C14 C13 C8 129.4(9) . . ?
C14 C15 H15 121.9 . . ?
C14 C15 C16 116.1(8) . . ?
C16 C15 H15 121.9 . . ?
C13 C14 C15 119.9(12) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C8 C7 C6 129.2(7) . . ?
C16 C7 C6 109.0(5) . . ?
C16 C7 C8 121.8(8) . . ?
C15 C16 S1 122.8(6) . . ?
C15 C16 C7 121.3(6) . . ?
C7 C16 S1 115.8(5) . . ?
C16A S1A C5A 91.6(6) . . ?
C2A C1A H1A 119.3 . . ?
C2A C1A C6A 121.3(8) . . ?
C6A C1A H1A 119.3 . . ?
C1A C2A H2A 118.3 . . ?
C1A C2A C3A 123.4(9) . . ?
C3A C2A H2A 118.3 . . ?
C2A C3A H3A 120.0 . . ?
C4A C3A C2A 120.0(8) . . ?
C4A C3A H3A 120.0 . . ?
C3A C4A H4A 120.4 . . ?
C3A C4A C5A 119.2(8) . . ?
C5A C4A H4A 120.4 . . ?
C4A C5A S1A 133.1(9) . . ?
C6A C5A S1A 105.3(10) . . ?
C6A C5A C4A 121.6(7) . . ?
C1A C6A C7A 125.0(11) . . ?
C5A C6A C1A 114.3(6) . . ?
C5A C6A C7A 120.6(12) . . ?
C11A C12A H12A 120.8 . . ?
C11A C12A C13A 118.3(9) . . ?
C13A C12A H12A 120.8 . . ?
C12A C11A H11A 118.8 . . ?
C12A C11A C10A 122.5(9) . . ?
C10A C11A H11A 118.8 . . ?
C11A C10A H10A 120.0 . . ?
C9A C10A C11A 120.0(9) . . ?
C9A C10A H10A 120.0 . . ?
C10A C9A H9A 119.9 . . ?
C10A C9A C8A 120.3(8) . . ?
C8A C9A H9A 119.9 . . ?
C13A C14A H14A 120.0 . . ?
C13A C14A C15A 120.0 . . ?
C15A C14A H14A 120.0 . . ?
C12A C13A C14A 113.5(7) . . ?
C12A C13A C8A 126.5(7) . . ?
C8A C13A C14A 120.0 . . ?
C13A C8A C9A 112.4(6) . . ?
C13A C8A C7A 120.0 . . ?
C7A C8A C9A 127.6(6) . . ?
C8A C7A C6A 135.8(8) . . ?
C8A C7A C16A 120.0 . . ?
C16A C7A C6A 104.2(8) . . ?
C7A C16A S1A 118.2(5) . . ?
C15A C16A S1A 121.7(5) . . ?
C15A C16A C7A 120.0 . . ?
C14A C15A H15A 120.0 . . ?
C16A C15A C14A 120.0 . . ?
C16A C15A H15A 120.0 . . ?

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
F1 C17 C18 F2 -1.9(5) . . . . ?
F1 C17 C18 C19 178.6(3) . . . . ?
F1 C17 C26 C21 -179.0(2) . . . . ?
F1 C17 C26 C25 0.8(5) . . . . ?
F2 C18 C19 F3 1.3(5) . . . . ?
F2 C18 C19 C20 -178.7(3) . . . . ?
F3 C19 C20 F4 0.5(5) . . . . ?
F3 C19 C20 C21 -179.9(3) . . . . ?
F4 C20 C21 C22 -0.9(4) . . . . ?
F4 C20 C21 C26 179.1(2) . . . . ?
F5 C22 C23 F6 1.4(5) . . . . ?
F5 C22 C23 C24 179.4(3) . . . . ?
F6 C23 C24 F7 -0.5(5) . . . . ?
F6 C23 C24 C25 179.1(3) . . . . ?
F7 C24 C25 F8 -0.5(5) . . . . ?
F7 C24 C25 C26 179.0(3) . . . . ?
F8 C25 C26 C17 -0.2(5) . . . . ?
F8 C25 C26 C21 179.5(2) . . . . ?
C17 C18 C19 F3 -179.2(3) . . . . ?
C17 C18 C19 C20 0.7(5) . . . . ?
C18 C17 C26 C21 0.9(4) . . . . ?
C18 C17 C26 C25 -179.3(3) . . . . ?
C18 C19 C20 F4 -179.4(3) . . . . ?
C18 C19 C20 C21 0.2(5) . . . . ?
C19 C20 C21 C22 179.5(3) . . . . ?
C19 C20 C21 C26 -0.6(4) . . . . ?
C20 C21 C22 F5 -0.1(4) . . . . ?
C20 C21 C22 C23 -179.7(3) . . . . ?
C20 C21 C26 C17 0.0(4) . . . . ?
C20 C21 C26 C25 -179.8(2) . . . . ?
C21 C22 C23 F6 -179.0(3) . . . . ?
C21 C22 C23 C24 -0.9(5) . . . . ?
C22 C21 C26 C17 179.9(3) . . . . ?
C22 C21 C26 C25 0.2(4) . . . . ?
C22 C23 C24 F7 -178.6(3) . . . . ?
C22 C23 C24 C25 1.1(5) . . . . ?
C23 C24 C25 F8 179.8(3) . . . . ?
C23 C24 C25 C26 -0.6(5) . . . . ?
C24 C25 C26 C17 -179.8(3) . . . . ?
C24 C25 C26 C21 0.0(4) . . . . ?
C26 C17 C18 F2 178.1(3) . . . . ?
C26 C17 C18 C19 -1.3(5) . . . . ?
C26 C21 C22 F5 179.9(2) . . . . ?
C26 C21 C22 C23 0.3(4) . . . . ?
S1 C5 C6 C1 179.6(9) . . . . ?
S1 C5 C6 C7 -1.4(5) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C1 C6 C7 C8 0.0(15) . . . . ?
C1 C6 C7 C16 -179.6(9) . . . . ?
C2 C1 C6 C5 0.0 . . . . ?
C2 C1 C6 C7 -178.8(8) . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 S1 -179.6(10) . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C4 C5 C6 C1 0.0 . . . . ?
C4 C5 C6 C7 178.9(7) . . . . ?
C5 S1 C16 C15 178.0(9) . . . . ?
C5 S1 C16 C7 0.2(4) . . . . ?
C5 C6 C7 C8 -178.9(13) . . . . ?
C5 C6 C7 C16 1.5(6) . . . . ?
C6 C1 C2 C3 0.0 . . . . ?
C6 C7 C16 S1 -1.0(5) . . . . ?
C6 C7 C16 C15 -178.8(9) . . . . ?
C12 C11 C10 C9 0.0 . . . . ?
C12 C13 C14 C15 -178.1(10) . . . . ?
C11 C12 C13 C8 0.0 . . . . ?
C11 C12 C13 C14 -179.2(14) . . . . ?
C11 C10 C9 C8 0.0 . . . . ?
C10 C9 C8 C13 0.0 . . . . ?
C10 C9 C8 C7 -179.4(16) . . . . ?
C9 C8 C13 C12 0.0 . . . . ?
C9 C8 C13 C14 179.1(16) . . . . ?
C9 C8 C7 C6 -0.9(18) . . . . ?
C9 C8 C7 C16 178.6(8) . . . . ?
C8 C13 C14 C15 3(2) . . . . ?
C8 C7 C16 S1 179.4(12) . . . . ?
C8 C7 C16 C15 1.5(14) . . . . ?
C13 C12 C11 C10 0.0 . . . . ?
C13 C8 C7 C6 179.7(7) . . . . ?
C13 C8 C7 C16 -0.8(14) . . . . ?
C14 C15 C16 S1 -178.0(9) . . . . ?
C14 C15 C16 C7 -0.3(12) . . . . ?
C7 C8 C13 C12 179.5(13) . . . . ?
C7 C8 C13 C14 -1.5(14) . . . . ?
C16 S1 C5 C4 -179.7(8) . . . . ?
C16 S1 C5 C6 0.7(4) . . . . ?
C16 C15 C14 C13 -1.7(19) . . . . ?
S1A C5A C6A C1A 178.4(13) . . . . ?
S1A C5A C6A C7A -0.5(14) . . . . ?
S1A C16A C15A C14A -178.2(10) . . . . ?
C1A C2A C3A C4A -2.9(15) . . . . ?
C1A C6A C7A C8A 3(2) . . . . ?
C1A C6A C7A C16A -177.6(11) . . . . ?
C2A C1A C6A C5A -1.1(11) . . . . ?
C2A C1A C6A C7A 178(2) . . . . ?
C2A C3A C4A C5A -0.8(13) . . . . ?
C3A C4A C5A S1A -177.6(17) . . . . ?
C3A C4A C5A C6A 3.5(12) . . . . ?
C4A C5A C6A C1A -2.5(10) . . . . ?
C4A C5A C6A C7A 178.6(19) . . . . ?
C5A S1A C16A C7A 1.1(10) . . . . ?
C5A S1A C16A C15A 179.3(10) . . . . ?
C5A C6A C7A C8A -178.4(10) . . . . ?
C5A C6A C7A C16A 1.2(15) . . . . ?
C6A C1A C2A C3A 3.9(14) . . . . ?
C6A C7A C16A S1A -1.4(12) . . . . ?
C6A C7A C16A C15A -179.7(13) . . . . ?
C12A C11A C10A C9A -1.0(14) . . . . ?
C12A C13A C8A C9A -1.4(9) . . . . ?
C12A C13A C8A C7A 179.3(11) . . . . ?
C11A C12A C13A C14A 179.5(12) . . . . ?
C11A C12A C13A C8A 0.1(12) . . . . ?
C11A C10A C9A C8A -0.4(12) . . . . ?
C10A C9A C8A C13A 1.5(9) . . . . ?
C10A C9A C8A C7A -179.3(11) . . . . ?
C9A C8A C7A C6A 0(2) . . . . ?
C9A C8A C7A C16A -179.1(13) . . . . ?
C14A C13A C8A C9A 179.3(11) . . . . ?
C14A C13A C8A C7A 0.0 . . . . ?
C13A C12A C11A C10A 1.2(14) . . . . ?
C13A C14A C15A C16A 0.0 . . . . ?
C13A C8A C7A C6A 179.5(19) . . . . ?
C13A C8A C7A C16A 0.0 . . . . ?
C8A C7A C16A S1A 178.3(10) . . . . ?
C8A C7A C16A C15A 0.0 . . . . ?
C7A C16A C15A C14A 0.0 . . . . ?
C16A S1A C5A C4A -179.3(15) . . . . ?
C16A S1A C5A C6A -0.3(9) . . . . ?
C15A C14A C13A C12A -179.4(10) . . . . ?
C15A C14A C13A C8A 0.0 . . . . ?

_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 4.005
_oxdiff_exptl_absorpt_empirical_full_min 0.673
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_chemical_properties_physical    Moisture-sensitive
_exptl_crystal_preparation       Luminescent
