# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 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_str-br
_database_code_depnum_ccdc_archive 'CCDC 2166501'
loop_
_audit_author_name
_audit_author_address
'Alina Sonina'
;Vorozhtsov Novosibirsk Institute of Organic Chemistry of SB RAS
Russia
;
_audit_update_record             
;
2022-04-14 deposited with the CCDC.	2022-07-05 downloaded from the CCDC.
;
_audit_creation_date             2022-03-10
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        (E)-1,2-bis(5-bromothiophen-2-yl)ethene
_chemical_formula_moiety         'C10 H6 Br2 S2'
_chemical_formula_sum            'C10 H6 Br2 S2'
_chemical_formula_weight         350.09
_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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.186(3)
_cell_length_b                   6.0106(11)
_cell_length_c                   7.5450(15)
_cell_angle_alpha                90
_cell_angle_beta                 102.762(5)
_cell_angle_gamma                90
_cell_volume                     583.23(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2141
_cell_measurement_temperature    299.22
_cell_measurement_theta_max      25.54
_cell_measurement_theta_min      2.77
_shelx_estimated_absorpt_T_max   0.389
_shelx_estimated_absorpt_T_min   0.087
_exptl_absorpt_coefficient_mu    7.264
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.3413
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1479 before and 0.0652 after correction.
The Ratio of minimum to maximum transmission is 0.4579.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.994
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.66
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            4186
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.685
_diffrn_reflns_theta_min         3.168
_diffrn_ambient_temperature      299.22
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_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                945
_reflns_number_total             1105
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.631
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     64
_refine_ls_number_reflns         1105
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0272
_refine_ls_restrained_S_all      1.048
_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)+(0.0276P)²+0.2232P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0675
_refine_ls_wR_factor_ref         0.0715
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.92412(2) 0.16053(6) 0.80823(5) 0.04972(16) Uani 1 1 d . . . . .
S1 S 0.69683(6) 0.27082(14) 0.61861(10) 0.0385(2) Uani 1 1 d . . . . .
C1 C 0.8114(2) 0.3566(5) 0.7578(4) 0.0361(7) Uani 1 1 d . . . . .
C2 C 0.8054(3) 0.5634(6) 0.8240(4) 0.0427(8) Uani 1 1 d . . . . .
H2 H 0.860206 0.635612 0.901341 0.051 Uiso 1 1 calc R U . . .
C3 C 0.7061(3) 0.6566(5) 0.7618(5) 0.0440(8) Uani 1 1 d . . . . .
H3 H 0.688718 0.798375 0.794681 0.053 Uiso 1 1 calc R U . . .
C4 C 0.6376(2) 0.5218(5) 0.6495(4) 0.0355(7) Uani 1 1 d . . . . .
C5 C 0.5311(3) 0.5658(6) 0.5587(4) 0.0404(7) Uani 1 1 d . . . . .
H5 H 0.503186 0.700676 0.585136 0.049 Uiso 1 1 calc R U . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0326(2) 0.0577(3) 0.0558(2) 0.00514(15) 0.00317(15) 0.01375(15)
S1 0.0328(4) 0.0401(4) 0.0399(4) -0.0040(3) 0.0020(3) 0.0101(3)
C1 0.0291(16) 0.0404(17) 0.0386(15) 0.0071(13) 0.0071(12) 0.0037(13)
C2 0.0364(18) 0.0422(19) 0.0469(18) 0.0049(15) 0.0033(14) -0.0057(15)
C3 0.048(2) 0.0307(16) 0.053(2) 0.0029(14) 0.0114(16) 0.0055(15)
C4 0.0359(17) 0.0350(16) 0.0369(15) 0.0064(13) 0.0108(13) 0.0117(14)
C5 0.0390(18) 0.0395(17) 0.0445(17) 0.0064(13) 0.0128(14) 0.0125(14)

_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 1.869(3) . ?
S1 C1 1.718(3) . ?
S1 C4 1.738(3) . ?
C1 C2 1.349(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.406(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.361(5) . ?
C4 C5 1.444(4) . ?
C5 C5 1.327(7) 3_666 ?
C5 H5 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
C1 S1 C4 91.04(15) . . ?
S1 C1 Br1 119.19(18) . . ?
C2 C1 Br1 128.0(3) . . ?
C2 C1 S1 112.8(2) . . ?
C1 C2 H2 124.1 . . ?
C1 C2 C3 111.8(3) . . ?
C3 C2 H2 124.1 . . ?
C2 C3 H3 122.8 . . ?
C4 C3 C2 114.3(3) . . ?
C4 C3 H3 122.8 . . ?
C3 C4 S1 110.1(2) . . ?
C3 C4 C5 128.9(3) . . ?
C5 C4 S1 120.9(2) . . ?
C4 C5 H5 116.6 . . ?
C5 C5 C4 126.9(4) 3_666 . ?
C5 C5 H5 116.6 3_666 . ?

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
Br1 C1 C2 C3 -177.1(2) . . . . ?
S1 C1 C2 C3 0.1(4) . . . . ?
S1 C4 C5 C5 -2.7(6) . . . 3_666 ?
C1 S1 C4 C3 0.0(3) . . . . ?
C1 S1 C4 C5 178.6(3) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C2 C3 C4 S1 0.0(4) . . . . ?
C2 C3 C4 C5 -178.4(3) . . . . ?
C3 C4 C5 C5 175.6(4) . . . 3_666 ?
C4 S1 C1 Br1 177.41(19) . . . . ?
C4 S1 C1 C2 0.0(3) . . . . ?

_shelx_res_file                  
;
TITL STR-BR_a.res in P2(1)/c
    str-br.res
    created by SHELXL-2018/3 at 12:36:39 on 10-Mar-2022
CELL 0.71073 13.1863 6.0106 7.545 90 102.762 90
ZERR 2 0.0025 0.0011 0.0015 0 0.005 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H Br S
UNIT 20 12 4 4

L.S. 12
PLAN  2 0 0
SIZE 0.16 0.36 0.66
TEMP 26.07
CONF
HTAB
MORE -1
BOND $H
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\STR-BR.hkl">
REM </olex2.extras>

WGHT    0.027600    0.223200
FVAR       0.71323
BR1   3    0.924121    0.160527    0.808229    11.00000    0.03260    0.05773 =
         0.05577    0.00514    0.00317    0.01375
S1    4    0.696828    0.270818    0.618608    11.00000    0.03281    0.04005 =
         0.03994   -0.00395    0.00203    0.01010
C1    1    0.811421    0.356591    0.757837    11.00000    0.02906    0.04037 =
         0.03860    0.00713    0.00712    0.00371
C2    1    0.805381    0.563436    0.824012    11.00000    0.03637    0.04222 =
         0.04692    0.00486    0.00334   -0.00569
AFIX  43
H2    2    0.860206    0.635612    0.901341    11.00000   -1.20000
AFIX   0
C3    1    0.706106    0.656632    0.761843    11.00000    0.04846    0.03068 =
         0.05304    0.00295    0.01143    0.00547
AFIX  43
H3    2    0.688718    0.798375    0.794681    11.00000   -1.20000
AFIX   0
C4    1    0.637583    0.521825    0.649504    11.00000    0.03591    0.03504 =
         0.03693    0.00636    0.01079    0.01172
C5    1    0.531108    0.565831    0.558651    11.00000    0.03899    0.03947 =
         0.04451    0.00641    0.01283    0.01253
AFIX  43
H5    2    0.503186    0.700676    0.585136    11.00000   -1.20000
AFIX   0
HKLF 4




REM  STR-BR_a.res in P2(1)/c
REM wR2 = 0.0715, GooF = S = 1.048, Restrained GooF = 1.048 for all data
REM R1 = 0.0272 for 945 Fo > 4sig(Fo) and 0.0351 for all 1105 data
REM 64 parameters refined using 0 restraints

END

WGHT      0.0278      0.2224

REM No hydrogen bonds found for HTAB generation

REM Highest difference peak  0.298,  deepest hole -0.631,  1-sigma level  0.096
Q1    1   0.8594  0.1598  0.8536  11.00000  0.05    0.30
Q2    1   0.8575  0.2075  0.8976  11.00000  0.05    0.29
;
_shelx_res_checksum              63690
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_K812_r4_rem1_s1_80k
_database_code_depnum_ccdc_archive 'CCDC 2168067'
loop_
_audit_author_name
_audit_author_address
'Vladislav Yu. Komarov'
;Nikolaev Institute of Inorganic Chemistry SB RAS
Russia
;
_audit_update_record             
;
2022-04-22 deposited with the CCDC.	2022-07-05 downloaded from the CCDC.
;
_audit_creation_date             2022-04-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H48 S2'
_chemical_formula_sum            'C38 H48 S2'
_chemical_formula_weight         568.88
_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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   7.9829(13)
_cell_length_b                   5.3716(10)
_cell_length_c                   35.817(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.535(6)
_cell_angle_gamma                90
_cell_volume                     1534.4(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2238
_cell_measurement_temperature    80(3)
_cell_measurement_theta_max      24.97
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.948
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1283 before and 0.0614 after correction.
The Ratio of minimum to maximum transmission is 0.8167.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.005
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            8325
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.086
_diffrn_reflns_theta_max         25.086
_diffrn_reflns_theta_min         1.707
_diffrn_ambient_temperature      80(3)
_diffrn_detector                 PIXEL
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTON-III'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_details      
;
 Data collection was performed by V.Yu.Komarov in XRD Facility of NIIC SB RAS.

 Diffuse scattering is observed along with Bragg peaks in both the allowed and
 in forbidden by mC lattice rows along c* (h + k = int). Higher angle
 reflections are elongated due to slight bending of the thin film  crystal.

 Data integration was performed in a routine way in mC lattice. No special
 precautions were taken to avoid contamination of the Bragg intensities by the
 diffuse one.
;
_diffrn_radiation_monochromator  'Incoatec HELIOS multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec IuS3.0 microfocus X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_special_details          ?
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1359
_reflns_number_total             1524
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.558
_refine_diff_density_min         -0.738
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.260
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         1524
_refine_ls_number_restraints     167
_refine_ls_R_factor_all          0.1282
_refine_ls_R_factor_gt           0.1205
_refine_ls_restrained_S_all      1.201
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1264P)²+27.6372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3905
_refine_ls_wR_factor_ref         0.3937
_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
 C1A-C2A
 1.54 with sigma of 0.02
 C3A-C2A \\sim C4A-C5A
 with sigma of 0.02
 C2B-C3B \\sim C5B-C6B
 with sigma of 0.02
 S1A-C2A \\sim S1A-C5A
 with sigma of 0.02
 C2B-C1B \\sim C6B-C1B \\sim C5B-C4B \\sim C3B-C4B
 with sigma of 0.02
 C4B-C1C \\sim C2C-C1C \\sim C3C-C2C \\sim C4C-C3C \\sim C5C-C4C \\sim C6C-C5C
\\sim C7C-C6C \\sim C8C-C7C
 with sigma of 0.02
 C1C-C3C \\sim C2C-C4C \\sim C3C-C5C \\sim C4C-C6C \\sim C5C-C7C \\sim C6C-C8C
 with sigma of 0.02
3. Restrained planarity
 C1B, C1C, C2B, C3B, C4B, C5A, C5B, C6B
 with sigma of 0.1
 S1A, C1A, C1B, C2A, C3A, C4A, C5A
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(C5A) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
5. Rigid body (RIGU) restrains
 S1A, C1A, C1B, C2A, C3A, C4A, C5A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1B, C1C, C2B, C3B, C4B, C5A, C5B, C6B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: S1A(0.5) C1A(0.5) H1A(0.5) C1B(0.5) C1C(0.5) H1CA(0.5) H1CB(0.5)
 C2A(0.5) C2B(0.5) H2B(0.5) C2C(0.5) H2CA(0.5) H2CB(0.5) C3A(0.5) H3A(0.5)
 C3B(0.5) H3B(0.5) C3C(0.5) H3CA(0.5) H3CB(0.5) C4A(0.5) H4A(0.5) C4B(0.5)
 C4C(0.5) H4CA(0.5) H4CB(0.5) C5A(0.5) C5B(0.5) H5B(0.5) C5C(0.5) H5CA(0.5)
 H5CB(0.5) C6B(0.5) H6B(0.5) C6C(0.5) H6CA(0.5) H6CB(0.5) C7C(0.5) H7CA(0.5)
 H7CB(0.5) C8C(0.5) H8CA(0.5) H8CB(0.5) H8CC(0.5)
7.a Riding coordinates:
 C1A(H1A)
7.b Secondary CH2 refined with riding coordinates:
 C1C(H1CA,H1CB), C2C(H2CA,H2CB), C3C(H3CA,H3CB), C4C(H4CA,H4CB), C5C(H5CA,
 H5CB), C6C(H6CA,H6CB), C7C(H7CA,H7CB)
7.c Aromatic/amide H refined with riding coordinates:
 C2B(H2B), C3A(H3A), C3B(H3B), C4A(H4A), C5B(H5B), C6B(H6B)
7.d Idealised Me refined as rotating group:
 C8C(H8CA,H8CB,H8CC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1A S 0.3023(4) 0.8049(6) 0.42027(8) 0.0208(9) Uani 0.5 1 d D U P A -1
C1A C 0.2131(12) 0.857(2) 0.4951(3) 0.022(3) Uani 0.5 1 d D U P A -1
H1A H 0.1649 0.9527 0.5141 0.026 Uiso 0.5 1 d R U P A -1
C1B C 0.2717(9) 1.009(2) 0.3483(2) 0.0204(18) Uani 0.5 1 d D U P A -1
C1C C 0.4055(12) 0.990(4) 0.2323(2) 0.022(2) Uani 0.5 1 d D U P A -1
H1CA H 0.3187 1.0845 0.2176 0.026 Uiso 0.5 1 calc R U P A -1
H1CB H 0.5123 1.0822 0.2305 0.026 Uiso 0.5 1 calc R U P A -1
C2A C 0.2046(13) 0.953(2) 0.4563(3) 0.021(3) Uani 0.5 1 d D U P A -1
C2B C 0.2184(13) 1.196(2) 0.3233(3) 0.025(2) Uani 0.5 1 d D U P A -1
H2B H 0.1525 1.3302 0.3317 0.030 Uiso 0.5 1 calc R U P A -1
C2C C 0.4260(15) 0.741(2) 0.2134(3) 0.025(3) Uiso 0.5 1 d D . P A -1
H2CA H 0.3171 0.6524 0.2128 0.031 Uiso 0.5 1 calc R U P A -1
H2CB H 0.5074 0.6397 0.2285 0.031 Uiso 0.5 1 calc R U P A -1
C3A C 0.1198(14) 1.159(2) 0.4439(3) 0.019(2) Uani 0.5 1 d D U P A -1
H3A H 0.0584 1.2651 0.4595 0.023 Uiso 0.5 1 calc R U P A -1
C3B C 0.2612(13) 1.185(2) 0.2864(3) 0.022(2) Uani 0.5 1 d D U P A -1
H3B H 0.2228 1.3128 0.2697 0.027 Uiso 0.5 1 calc R U P A -1
C3C C 0.4855(14) 0.760(2) 0.1738(2) 0.021(2) Uiso 0.5 1 d D . P A -1
H3CA H 0.4041 0.8611 0.1587 0.025 Uiso 0.5 1 calc R U P A -1
H3CB H 0.5944 0.8482 0.1745 0.025 Uiso 0.5 1 calc R U P A -1
C4A C 0.1341(13) 1.195(2) 0.4049(3) 0.022(2) Uani 0.5 1 d D U P A -1
H4A H 0.0819 1.3301 0.3917 0.026 Uiso 0.5 1 calc R U P A -1
C4B C 0.3588(10) 0.994(3) 0.2727(2) 0.0218(19) Uani 0.5 1 d D U P A -1
C4C C 0.5064(11) 0.511(3) 0.1546(2) 0.022(2) Uiso 0.5 1 d D . P A -1
H4CA H 0.3969 0.4241 0.1536 0.026 Uiso 0.5 1 calc R U P A -1
H4CB H 0.5860 0.4085 0.1700 0.026 Uiso 0.5 1 calc R U P A -1
C5A C 0.2288(10) 1.022(3) 0.3878(2) 0.019(2) Uani 0.5 1 d D U P A -1
C5B C 0.4112(13) 0.808(2) 0.2979(3) 0.021(2) Uani 0.5 1 d D U P A -1
H5B H 0.4769 0.6738 0.2894 0.025 Uiso 0.5 1 calc R U P A -1
C5C C 0.5688(11) 0.527(3) 0.1153(2) 0.021(2) Uiso 0.5 1 d D . P A -1
H5CA H 0.4888 0.6287 0.0999 0.025 Uiso 0.5 1 calc R U P A -1
H5CB H 0.6779 0.6152 0.1163 0.025 Uiso 0.5 1 calc R U P A -1
C6B C 0.3692(13) 0.816(2) 0.3349(3) 0.021(2) Uani 0.5 1 d D U P A -1
H6B H 0.4073 0.6876 0.3514 0.025 Uiso 0.5 1 calc R U P A -1
C6C C 0.5908(14) 0.279(2) 0.0962(2) 0.022(3) Uiso 0.5 1 d D . P A -1
H6CA H 0.4817 0.1909 0.0949 0.027 Uiso 0.5 1 calc R U P A -1
H6CB H 0.6704 0.1763 0.1116 0.027 Uiso 0.5 1 calc R U P A -1
C7C C 0.6550(15) 0.298(2) 0.0568(3) 0.024(3) Uiso 0.5 1 d D . P A -1
H7CA H 0.5753 0.3987 0.0412 0.029 Uiso 0.5 1 calc R U P A -1
H7CB H 0.7641 0.3855 0.0580 0.029 Uiso 0.5 1 calc R U P A -1
C8C C 0.6771(14) 0.046(2) 0.0381(3) 0.028(3) Uiso 0.5 1 d D . P A -1
H8CA H 0.7144 0.0712 0.0127 0.042 Uiso 0.5 1 calc R U P A -1
H8CB H 0.5699 -0.0433 0.0371 0.042 Uiso 0.5 1 calc R U P A -1
H8CC H 0.7611 -0.0516 0.0525 0.042 Uiso 0.5 1 calc R U P A -1

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1A 0.0208(16) 0.0165(15) 0.0255(15) 0.0009(12) 0.0036(11) 0.0027(12)
C1A 0.015(6) 0.024(6) 0.027(5) -0.001(4) 0.002(4) -0.001(5)
C1B 0.014(4) 0.020(4) 0.026(3) 0.000(4) 0.001(3) -0.004(6)
C1C 0.019(4) 0.019(5) 0.027(4) 0.002(7) 0.001(3) 0.001(14)
C2A 0.015(4) 0.020(8) 0.027(4) 0.001(4) 0.004(3) 0.004(5)
C2B 0.023(5) 0.024(5) 0.028(4) 0.002(4) 0.000(4) -0.001(5)
C3A 0.017(5) 0.014(5) 0.027(4) -0.003(4) -0.002(4) 0.001(4)
C3B 0.020(5) 0.019(5) 0.027(4) 0.002(4) 0.000(4) 0.000(5)
C4A 0.018(5) 0.019(5) 0.027(4) -0.001(4) -0.001(3) -0.003(4)
C4B 0.016(4) 0.023(4) 0.026(4) 0.000(5) -0.002(3) 0.000(7)
C5A 0.014(3) 0.019(4) 0.025(3) 0.000(3) 0.000(2) -0.005(4)
C5B 0.016(5) 0.019(5) 0.028(4) -0.001(4) -0.002(3) -0.002(4)
C6B 0.019(5) 0.016(5) 0.027(4) 0.000(4) -0.003(3) -0.001(4)

_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
S1A C2A 1.730(10) . ?
S1A C5A 1.730(13) . ?
C1A C1A 1.33(2) 7_566 ?
C1A H1A 0.9500 . ?
C1A C2A 1.481(12) . ?
C1B C2B 1.397(13) . ?
C1B C5A 1.473(12) . ?
C1B C6B 1.397(13) . ?
C1C H1CA 0.9900 . ?
C1C H1CB 0.9900 . ?
C1C C2C 1.512(15) . ?
C1C C4B 1.513(10) . ?
C2A C3A 1.362(14) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.381(14) . ?
C2C H2CA 0.9900 . ?
C2C H2CB 0.9900 . ?
C2C C3C 1.519(10) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.422(16) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.392(13) . ?
C3C H3CA 0.9900 . ?
C3C H3CB 0.9900 . ?
C3C C4C 1.514(14) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.361(16) . ?
C4B C5B 1.394(13) . ?
C4C H4CA 0.9900 . ?
C4C H4CB 0.9900 . ?
C4C C5C 1.515(10) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.382(14) . ?
C5C H5CA 0.9900 . ?
C5C H5CB 0.9900 . ?
C5C C6C 1.514(12) . ?
C6B H6B 0.9500 . ?
C6C H6CA 0.9900 . ?
C6C H6CB 0.9900 . ?
C6C C7C 1.525(10) . ?
C7C H7CA 0.9900 . ?
C7C H7CB 0.9900 . ?
C7C C8C 1.522(12) . ?
C8C H8CA 0.9800 . ?
C8C H8CB 0.9800 . ?
C8C H8CC 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5A S1A C2A 92.4(6) . . ?
C1A C1A H1A 117.9 7_566 . ?
C1A C1A C2A 123.4(14) 7_566 . ?
C2A C1A H1A 118.7 . . ?
C2B C1B C5A 120.5(11) . . ?
C2B C1B C6B 118.2(9) . . ?
C6B C1B C5A 121.4(11) . . ?
H1CA C1C H1CB 107.1 . . ?
C2C C1C H1CA 107.7 . . ?
C2C C1C H1CB 107.7 . . ?
C2C C1C C4B 118.4(13) . . ?
C4B C1C H1CA 107.7 . . ?
C4B C1C H1CB 107.7 . . ?
C1A C2A S1A 122.5(9) . . ?
C3A C2A S1A 111.3(8) . . ?
C3A C2A C1A 126.2(10) . . ?
C1B C2B H2B 119.9 . . ?
C3B C2B C1B 120.2(11) . . ?
C3B C2B H2B 119.9 . . ?
C1C C2C H2CA 108.8 . . ?
C1C C2C H2CB 108.8 . . ?
C1C C2C C3C 113.7(9) . . ?
H2CA C2C H2CB 107.7 . . ?
C3C C2C H2CA 108.8 . . ?
C3C C2C H2CB 108.8 . . ?
C2A C3A H3A 124.0 . . ?
C2A C3A C4A 111.9(10) . . ?
C4A C3A H3A 124.0 . . ?
C2B C3B H3B 118.9 . . ?
C2B C3B C4B 122.2(10) . . ?
C4B C3B H3B 118.9 . . ?
C2C C3C H3CA 108.7 . . ?
C2C C3C H3CB 108.7 . . ?
H3CA C3C H3CB 107.6 . . ?
C4C C3C C2C 114.2(9) . . ?
C4C C3C H3CA 108.7 . . ?
C4C C3C H3CB 108.7 . . ?
C3A C4A H4A 122.7 . . ?
C5A C4A C3A 114.6(10) . . ?
C5A C4A H4A 122.7 . . ?
C3B C4B C1C 120.7(12) . . ?
C3B C4B C5B 117.2(9) . . ?
C5B C4B C1C 122.0(12) . . ?
C3C C4C H4CA 108.6 . . ?
C3C C4C H4CB 108.6 . . ?
C3C C4C C5C 114.8(12) . . ?
H4CA C4C H4CB 107.6 . . ?
C5C C4C H4CA 108.6 . . ?
C5C C4C H4CB 108.6 . . ?
C1B C5A S1A 122.0(10) . . ?
C4A C5A S1A 109.8(7) . . ?
C4A C5A C1B 128.3(12) . . ?
C4B C5B H5B 119.3 . . ?
C6B C5B C4B 121.3(10) . . ?
C6B C5B H5B 119.3 . . ?
C4C C5C H5CA 108.6 . . ?
C4C C5C H5CB 108.6 . . ?
H5CA C5C H5CB 107.5 . . ?
C6C C5C C4C 114.8(11) . . ?
C6C C5C H5CA 108.6 . . ?
C6C C5C H5CB 108.6 . . ?
C1B C6B H6B 119.5 . . ?
C5B C6B C1B 120.9(10) . . ?
C5B C6B H6B 119.5 . . ?
C5C C6C H6CA 108.7 . . ?
C5C C6C H6CB 108.7 . . ?
C5C C6C C7C 114.2(9) . . ?
H6CA C6C H6CB 107.6 . . ?
C7C C6C H6CA 108.7 . . ?
C7C C6C H6CB 108.7 . . ?
C6C C7C H7CA 108.9 . . ?
C6C C7C H7CB 108.9 . . ?
H7CA C7C H7CB 107.7 . . ?
C8C C7C C6C 113.5(9) . . ?
C8C C7C H7CA 108.9 . . ?
C8C C7C H7CB 108.9 . . ?
C7C C8C H8CA 109.5 . . ?
C7C C8C H8CB 109.5 . . ?
C7C C8C H8CC 109.5 . . ?
H8CA C8C H8CB 109.5 . . ?
H8CA C8C H8CC 109.5 . . ?
H8CB C8C H8CC 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1A C2A C3A C4A 0.2(11) . . . . ?
C1A C1A C2A S1A -4.2(16) 7_566 . . . ?
C1A C1A C2A C3A 174.4(11) 7_566 . . . ?
C1A C2A C3A C4A -178.6(9) . . . . ?
C1B C2B C3B C4B -0.6(13) . . . . ?
C1C C2C C3C C4C -180.0(9) . . . . ?
C1C C4B C5B C6B 179.1(9) . . . . ?
C2A S1A C5A C1B 178.6(8) . . . . ?
C2A S1A C5A C4A -0.2(9) . . . . ?
C2A C3A C4A C5A -0.4(13) . . . . ?
C2B C1B C5A S1A -176.2(7) . . . . ?
C2B C1B C5A C4A 2.3(13) . . . . ?
C2B C1B C6B C5B -0.3(12) . . . . ?
C2B C3B C4B C1C -179.1(9) . . . . ?
C2B C3B C4B C5B 0.7(15) . . . . ?
C2C C1C C4B C3B -148.0(11) . . . . ?
C2C C1C C4B C5B 32.1(14) . . . . ?
C2C C3C C4C C5C -178.9(9) . . . . ?
C3A C4A C5A S1A 0.3(12) . . . . ?
C3A C4A C5A C1B -178.3(9) . . . . ?
C3B C4B C5B C6B -0.7(15) . . . . ?
C3C C4C C5C C6C 179.6(9) . . . . ?
C4B C1C C2C C3C -175.7(8) . . . . ?
C4B C5B C6B C1B 0.5(15) . . . . ?
C4C C5C C6C C7C -179.6(9) . . . . ?
C5A S1A C2A C1A 178.8(8) . . . . ?
C5A S1A C2A C3A 0.0(9) . . . . ?
C5A C1B C2B C3B 179.0(8) . . . . ?
C5A C1B C6B C5B -178.9(8) . . . . ?
C5C C6C C7C C8C 179.7(9) . . . . ?
C6B C1B C2B C3B 0.4(10) . . . . ?
C6B C1B C5A S1A 2.4(11) . . . . ?
C6B C1B C5A C4A -179.1(10) . . . . ?

_shelx_res_file                  
;
    20220401_k812_r4_rem1_s1_80k.res created by SHELXL-2014/7

TITL 20220401_k812_r4_rem1_s1_80k_a.res in C2/m
REM Old TITL 20220401_K812_R4_rem1_s1_80K in C2/m
REM SHELXT solution in C2/m
REM R1 0.261, Rweak 0.041, Alpha 0.146, Orientation as input
REM Formula found by SHELXT: C15 S
CELL 0.71073 7.9829 5.3716 35.8169 90 92.535 90
ZERR 2 0.0013 0.001 0.0062 0 0.006 0
LATT 7
SYMM -X,+Y,-Z
SFAC C H S
UNIT 76 96 4
EQIV $1 0.5-X,1.5-Y,1-Z
SADI C3A C2A C4A C5A
SADI C2B C3B C5B C6B
SADI S1A C2A S1A C5A
FLAT C1B C1C C2B C3B C4B C5A C5B C6B
FLAT S1A C1A C1B C2A C3A C4A C5A
RIGU S1A C1A C1B C2A C3A C4A C5A
RIGU C1B C1C C2B C3B C4B C5A C5B C6B
SADI C2B C1B C6B C1B C5B C4B C3B C4B
ISOR 0.005 0.005 C5A
DFIX 1.54 C1A C2A
SADI C4B C1C C2C C1C C3C C2C C4C C3C C5C C4C C6C C5C C7C C6C C8C C7C
SADI C1C C3C C2C C4C C3C C5C C4C C6C C5C C7C C6C C8C

L.S. 4 0 0
PLAN  1
SIZE 0.005 0.14 0.27
TEMP -193(3)
CONF
BIND C1A C1A_$1
BOND $H
list 4
MORE -1
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\20220401_K812_R4_rem1_s1_80K.hkl">
REM </olex2.extras>

WGHT    0.126400   27.637201
FVAR       0.47971
PART -1
S1A   3    0.302281    0.804917    0.420269    10.50000    0.02082    0.01649 =
         0.02547    0.00086    0.00360    0.00271
C1A   1    0.213136    0.856507    0.495083    10.50000    0.01525    0.02358 =
         0.02725   -0.00092    0.00217   -0.00133
AFIX   3
H1A   2    0.164936    0.952747    0.514103    10.50000   -1.20000
AFIX   0
C1B   1    0.271718    1.009460    0.348286    10.50000    0.01444    0.02018 =
         0.02646   -0.00008    0.00064   -0.00407
C1C   1    0.405545    0.990051    0.232258    10.50000    0.01920    0.01896 =
         0.02746    0.00228    0.00066    0.00123
AFIX  23
H1CA  2    0.318743    1.084516    0.217627    10.50000   -1.20000
H1CB  2    0.512287    1.082237    0.230488    10.50000   -1.20000
AFIX   0
C2A   1    0.204580    0.952564    0.456301    10.50000    0.01471    0.02047 =
         0.02667    0.00098    0.00382    0.00367
C2B   1    0.218402    1.195804    0.323275    10.50000    0.02305    0.02402 =
         0.02770    0.00157   -0.00017   -0.00056
AFIX  43
H2B   2    0.152491    1.330190    0.331677    10.50000   -1.20000
AFIX   0
C2C   1    0.425971    0.740764    0.213397    10.50000    0.02547
AFIX  23
H2CA  2    0.317059    0.652385    0.212796    10.50000   -1.20000
H2CB  2    0.507416    0.639668    0.228527    10.50000   -1.20000
AFIX   0
C3A   1    0.119788    1.158583    0.443895    10.50000    0.01682    0.01352 =
         0.02694   -0.00259   -0.00212    0.00104
AFIX  43
H3A   2    0.058387    1.265072    0.459461    10.50000   -1.20000
AFIX   0
C3B   1    0.261247    1.185193    0.286371    10.50000    0.01955    0.01943 =
         0.02729    0.00192    0.00046   -0.00010
AFIX  43
H3B   2    0.222849    1.312827    0.269745    10.50000   -1.20000
AFIX   0
C3C   1    0.485532    0.759582    0.173799    10.50000    0.02076
AFIX  23
H3CA  2    0.404097    0.861081    0.158730    10.50000   -1.20000
H3CB  2    0.594373    0.848166    0.174452    10.50000   -1.20000
AFIX   0
C4A   1    0.134136    1.195277    0.404851    10.50000    0.01812    0.01941 =
         0.02686   -0.00098   -0.00123   -0.00268
AFIX  43
H4A   2    0.081850    1.330057    0.391710    10.50000   -1.20000
AFIX   0
C4B   1    0.358841    0.993650    0.272731    10.50000    0.01597    0.02297 =
         0.02627    0.00016   -0.00242   -0.00029
C4C   1    0.506366    0.511099    0.154595    10.50000    0.02157
AFIX  23
H4CA  2    0.396935    0.424088    0.153572    10.50000   -1.20000
H4CB  2    0.585980    0.408527    0.169978    10.50000   -1.20000
AFIX   0
C5A   1    0.228801    1.021781    0.387813    10.50000    0.01395    0.01870 =
         0.02519   -0.00002   -0.00008   -0.00469
C5B   1    0.411159    0.808148    0.297866    10.50000    0.01610    0.01891 =
         0.02805   -0.00130   -0.00224   -0.00224
AFIX  43
H5B   2    0.476915    0.673839    0.289381    10.50000   -1.20000
AFIX   0
C5C   1    0.568846    0.527077    0.115327    10.50000    0.02112
AFIX  23
H5CA  2    0.488811    0.628697    0.099904    10.50000   -1.20000
H5CB  2    0.677886    0.615163    0.116331    10.50000   -1.20000
AFIX   0
C6B   1    0.369232    0.815819    0.334887    10.50000    0.01875    0.01639 =
         0.02662    0.00030   -0.00327   -0.00126
AFIX  43
H6B   2    0.407274    0.687596    0.351447    10.50000   -1.20000
AFIX   0
C6C   1    0.590849    0.278571    0.096185    10.50000    0.02224
AFIX  23
H6CA  2    0.481676    0.190858    0.094926    10.50000   -1.20000
H6CB  2    0.670370    0.176261    0.111634    10.50000   -1.20000
AFIX   0
C7C   1    0.655019    0.297519    0.056807    10.50000    0.02387
AFIX  23
H7CA  2    0.575285    0.398748    0.041246    10.50000   -1.20000
H7CB  2    0.764111    0.385461    0.057980    10.50000   -1.20000
AFIX   0
C8C   1    0.677087    0.046083    0.038081    10.50000    0.02803
AFIX 137
H8CA  2    0.714430    0.071194    0.012655    10.50000   -1.50000
H8CB  2    0.569947   -0.043257    0.037053    10.50000   -1.50000
H8CC  2    0.761099   -0.051620    0.052475    10.50000   -1.50000
AFIX   0
HKLF 4

REM  20220401_k812_r4_rem1_s1_80k_a.res in C2/m
REM R1 =  0.1205 for    1359 Fo > 4sig(Fo)  and  0.1282 for all    1524 data
REM    147 parameters refined using    167 restraints

END

WGHT      0.1283     27.2940

REM Highest difference peak  0.558,  deepest hole -0.738,  1-sigma level  0.137
Q1    1   0.0000  1.0000  0.5000  10.25000  0.05    0.56
;
_shelx_res_checksum              78937
_olex2_submission_special_instructions 'No special instructions were received'


# start Validation Reply Form
_vrf_PLAT084_20220401_k812_r4_rem1_s1_80k 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.39 Report
RESPONSE: Highly disordered crystal structure with partial short range order.
 Only Bragg reflections, which were integrated without special consideration
 of diffuse intensity, were used to refine the structure model. This give 
 notable effect to the refinement indicators and give some artefacts in 
 the residual electron density map.

 However, the conformation and principal positions of the
 non-H atoms seems to be reliable.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_kd174_s1_80k
_database_code_depnum_ccdc_archive 'CCDC 2168068'
loop_
_audit_author_name
_audit_author_address
'Vladislav Yu. Komarov'
;Nikolaev Institute of Inorganic Chemistry SB RAS
Russia
;
_audit_update_record             
;
2022-04-22 deposited with the CCDC.	2022-07-05 downloaded from the CCDC.
;
_audit_creation_date             2022-04-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H6 Br2 S2'
_chemical_formula_sum            'C10 H6 Br2 S2'
_chemical_formula_weight         350.09
_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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.1360(7)
_cell_length_b                   5.9520(3)
_cell_length_c                   7.3714(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.414(2)
_cell_angle_gamma                90
_cell_volume                     562.86(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9627
_cell_measurement_temperature    80(3)
_cell_measurement_theta_max      33.14
_cell_measurement_theta_min      3.18
_shelx_estimated_absorpt_T_max   0.705
_shelx_estimated_absorpt_T_min   0.419
_exptl_absorpt_coefficient_mu    7.527
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.5379
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0817 before and 0.0483 after correction.
The Ratio of minimum to maximum transmission is 0.7206.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'yellowish colourless'
_exptl_crystal_colour_modifier   yellowish
_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             336
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7682
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.141
_diffrn_reflns_theta_min         3.176
_diffrn_ambient_temperature      80(3)
_diffrn_detector                 PIXEL
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTON-III'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_details      
;
 Data collection was performed by V.Yu.Komarov in XRD Facility of NIIC SB RAS.
;
_diffrn_radiation_monochromator  'Incoatec HELIOS multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec IuS3.0 microfocus X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2008
_reflns_number_total             2140
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     64
_refine_ls_number_reflns         2140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0178
_refine_ls_R_factor_gt           0.0161
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0110P)²+0.2247P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0388
_refine_ls_wR_factor_ref         0.0395
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4)
;
_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 0.92636(2) 0.84319(2) 0.80556(2) 0.01343(4) Uani 1 1 d . . . . .
S1 S 0.69789(2) 0.73076(5) 0.61560(4) 0.01163(6) Uani 1 1 d . . . . .
C1 C 0.53116(9) 0.43137(19) 0.56035(16) 0.0133(2) Uani 1 1 d . . . . .
H1 H 0.5025 0.2925 0.5887 0.016 Uiso 1 1 calc R U . . .
C2 C 0.63841(9) 0.47843(19) 0.65038(15) 0.01197(19) Uani 1 1 d . . . . .
C3 C 0.70734(10) 0.33874(19) 0.76474(16) 0.0134(2) Uani 1 1 d . . . . .
H3 H 0.6892 0.1928 0.7995 0.016 Uiso 1 1 calc R U . . .
C4 C 0.80818(9) 0.43350(19) 0.82591(16) 0.01321(19) Uani 1 1 d . . . . .
H4 H 0.8647 0.3595 0.9055 0.016 Uiso 1 1 calc R U . . .
C5 C 0.81348(9) 0.64431(18) 0.75578(16) 0.01164(19) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.00973(6) 0.01505(6) 0.01476(6) -0.00111(4) 0.00097(4) -0.00333(4)
S1 0.01030(12) 0.01200(11) 0.01180(11) 0.00115(9) 0.00062(9) -0.00240(9)
C1 0.0125(5) 0.0141(5) 0.0137(5) -0.0024(4) 0.0033(4) -0.0043(4)
C2 0.0124(5) 0.0116(4) 0.0121(4) -0.0015(4) 0.0033(4) -0.0032(4)
C3 0.0144(5) 0.0111(4) 0.0146(5) -0.0007(4) 0.0028(4) -0.0015(4)
C4 0.0126(5) 0.0126(5) 0.0140(5) -0.0015(4) 0.0017(4) 0.0006(4)
C5 0.0087(4) 0.0134(5) 0.0127(5) -0.0014(4) 0.0020(4) -0.0019(3)

_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 C5 1.8710(11) . ?
S1 C2 1.7372(11) . ?
S1 C5 1.7216(12) . ?
C1 C1 1.348(2) 3_666 ?
C1 H1 0.9500 . ?
C1 C2 1.4497(16) . ?
C2 C3 1.3761(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.4211(16) . ?
C4 H4 0.9500 . ?
C4 C5 1.3645(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
C5 S1 C2 91.13(5) . . ?
C1 C1 H1 117.4 3_666 . ?
C1 C1 C2 125.29(14) 3_666 . ?
C2 C1 H1 117.4 . . ?
C1 C2 S1 121.54(9) . . ?
C3 C2 S1 110.81(9) . . ?
C3 C2 C1 127.62(10) . . ?
C2 C3 H3 123.2 . . ?
C2 C3 C4 113.60(10) . . ?
C4 C3 H3 123.2 . . ?
C3 C4 H4 124.3 . . ?
C5 C4 C3 111.39(10) . . ?
C5 C4 H4 124.3 . . ?
S1 C5 Br1 119.22(6) . . ?
C4 C5 Br1 127.61(9) . . ?
C4 C5 S1 113.08(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C2 C3 C4 0.27(13) . . . . ?
C1 C1 C2 S1 2.2(2) 3_666 . . . ?
C1 C1 C2 C3 -175.37(15) 3_666 . . . ?
C1 C2 C3 C4 178.08(11) . . . . ?
C2 S1 C5 Br1 -176.61(7) . . . . ?
C2 S1 C5 C4 0.24(10) . . . . ?
C2 C3 C4 C5 -0.09(15) . . . . ?
C3 C4 C5 Br1 176.40(9) . . . . ?
C3 C4 C5 S1 -0.13(13) . . . . ?
C5 S1 C2 C1 -178.26(10) . . . . ?
C5 S1 C2 C3 -0.29(9) . . . . ?

_shelx_res_file                  
;
    20220319_kd174_s1_80k.res created by SHELXL-2014/7

TITL 20220319_kd174_s1_80k_a.res in P2(1)/c
REM Old TITL 20220319_KD174_s1_80K in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.053, Rweak 0.002, Alpha 0.023, Orientation as input
REM Formula found by SHELXT: C5 S Br
CELL 0.71073 13.136 5.952 7.3714 90 102.414 90
ZERR 2 0.0007 0.0003 0.0004 0 0.002 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H Br S
UNIT 20 12 4 4

L.S. 10
PLAN  1
SIZE 0.05 0.09 0.14
TEMP -193(3)
CONF
BOND $H
list 4
fmap 2 53
MORE -1
ACTA
OMIT 1 0 0
REM <olex2.extras>
REM <HklSrc "%.\\20220319_KD174_s1_80K.hkl">
REM </olex2.extras>

WGHT    0.011000    0.224700
FVAR       0.60413
BR1   3    0.926365    0.843193    0.805560    11.00000    0.00973    0.01505 =
         0.01476   -0.00111    0.00097   -0.00333
S1    4    0.697888    0.730762    0.615596    11.00000    0.01030    0.01200 =
         0.01180    0.00115    0.00062   -0.00240
C1    1    0.531159    0.431374    0.560346    11.00000    0.01249    0.01413 =
         0.01366   -0.00237    0.00334   -0.00435
AFIX  43
H1    2    0.502489    0.292522    0.588728    11.00000   -1.20000
AFIX   0
C2    1    0.638406    0.478435    0.650384    11.00000    0.01244    0.01165 =
         0.01211   -0.00148    0.00332   -0.00323
C3    1    0.707335    0.338736    0.764736    11.00000    0.01441    0.01108 =
         0.01464   -0.00074    0.00283   -0.00147
AFIX  43
H3    2    0.689229    0.192832    0.799478    11.00000   -1.20000
AFIX   0
C4    1    0.808184    0.433497    0.825912    11.00000    0.01256    0.01260 =
         0.01397   -0.00151    0.00173    0.00064
AFIX  43
H4    2    0.864721    0.359487    0.905507    11.00000   -1.20000
AFIX   0
C5    1    0.813483    0.644310    0.755785    11.00000    0.00870    0.01340 =
         0.01271   -0.00135    0.00205   -0.00192
HKLF 4

REM  20220319_kd174_s1_80k_a.res in P2(1)/c
REM R1 =  0.0161 for    2008 Fo > 4sig(Fo)  and  0.0178 for all    2140 data
REM     64 parameters refined using      0 restraints

END

WGHT      0.0110      0.2247

REM Highest difference peak  0.443,  deepest hole -0.394,  1-sigma level  0.077
Q1    1   0.9019  0.8503  0.9534  11.00000  0.05    0.44
;
_shelx_res_checksum              39669
_olex2_submission_special_instructions 'No special instructions were received'
