# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1999640'
loop_
_audit_author_name
_audit_author_address
'Arie van der Lee'
;University of Montpellier
France
;
_audit_update_record             
;
2020-04-28 deposited with the CCDC.	2020-06-30 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
_cell_length_a                   8.343981(17)
_cell_length_b                   5.578950(13)
_cell_length_c                   27.61589(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.345(3)
_cell_angle_gamma                90
_cell_volume                     1271.928(12)
_cell_measurement_reflns_used    5239
_cell_measurement_theta_min      3.7190
_cell_measurement_theta_max      27.7220
_cell_oxdiff_length_a            8.3435(3)
_cell_oxdiff_length_b            5.5784(2)
_cell_oxdiff_length_c            27.6208(11)
_cell_oxdiff_angle_alpha         89.994(3)
_cell_oxdiff_angle_beta          98.352(3)
_cell_oxdiff_angle_gamma         90.013(3)
_cell_oxdiff_volume              1271.93(9)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n '
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y+1/2,z+1/2
-x+1/2,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

_chemical_formula_sum            'C32 H22 S4'
_chemical_formula_moiety         'C32 H22 S4'
_chemical_compound_source        .
_chemical_formula_weight         534.74


_cell_measurement_temperature    173

_exptl_crystal_description       'rectangular plate'
_exptl_crystal_colour            'transparent orange'
_exptl_crystal_size_min          0.030
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_max          0.250
_exptl_absorpt_correction_T_min  0.94878
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.965
_oxdiff_exptl_absorpt_empirical_full_max 1.063
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_source                   'fine-focus sealed X-ray tube'

_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             556
_exptl_absorpt_coefficient_mu    0.395
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Sapphire2, large Be window'
_diffrn_detector_area_resol_mean 8.4205

_diffrn_measurement_device       Area
_diffrn_radiation_wavelength     0.71073
#montpellier_reflns_maxres is minimum d (highest resolution)
#where <I/sigI> <= 2.0
#(Z. Dauter, Acta Cryst. D55, 1703-1717, 1999)
_montpellier_reflns_maxres       0.76
_montpellier_reflns_completeness_maxres 86.54
_montpellier_reflns_redundancy_maxres 4.80

#montpellier_diffrn_reflns_class_completeness_shell is completeness in shell
#montpellier_diffrn_class_reflns_cumul_completeness is cumulative
#completeness to resolution of shell
#Note: completeness percentage takes into account the fact whether
#group is centrosymmetric or not
loop_
_montpellier_diffrn_reflns_class_number
_montpellier_diffrn_reflns_class_d_res_high
_montpellier_diffrn_reflns_class_d_res_low
_montpellier_diffrn_reflns_class_redundancy
_montpellier_diffrn_reflns_class_av_I/uI
_diffrn_reflns_class_av_R_eq
_montpellier_diffrn_reflns_class_completeness_shell
_montpellier_diffrn_reflns_class_cumul_completeness
0 100.0 1.79 7.8 136.95 0.015 97.6 97.59
1 1.78 1.39 6.3 53.67 0.021 100.0 98.78
2 1.39 1.22 5.8 40.04 0.027 100.0 99.19
3 1.22 1.10 5.2 29.18 0.035 100.0 99.39
4 1.10 1.02 4.8 23.34 0.040 100.0 99.51
5 1.02 0.96 4.5 15.71 0.059 100.0 99.59
6 0.96 0.91 4.2 12.10 0.078 100.0 99.65
7 0.91 0.87 4.0 11.30 0.084 100.0 99.69
8 0.87 0.83 3.4 9.59 0.095 96.3 99.30
9 0.83 0.76 2.1 7.30 0.106 40.3 86.54
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_diffrn_orient_matrix_UB_11      0.0108640000
_diffrn_orient_matrix_UB_12      0.0552011000
_diffrn_orient_matrix_UB_13      0.0233812000
_diffrn_orient_matrix_UB_21      0.0850676000
_diffrn_orient_matrix_UB_22      -0.0141303000
_diffrn_orient_matrix_UB_23      0.0015209000
_diffrn_orient_matrix_UB_31      0.0053166000
_diffrn_orient_matrix_UB_32      0.1136697000
_diffrn_orient_matrix_UB_33      -0.0111680000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  95.00   1.00  105.00    --   15.95  77.00 -90.00   99
  2  ω     -6.00  94.00   1.00  105.00    --   15.95  77.00 150.00  100
  3  ω     -4.00  96.00   1.00  105.00    --   15.95  77.00  30.00  100
  4  ω    -52.00  49.00   1.00  105.00    --  -19.15  77.00  30.00  101
  5  ω    -54.00  47.00   1.00  105.00    --  -19.15  77.00 -90.00  101
  6  ω    -53.00  48.00   1.00  105.00    --  -19.15  77.00 150.00  101
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      173
_diffrn_reflns_number            12735
_diffrn_reflns_av_unetI/netI     0.033
_reflns_number_total             2569
_diffrn_reflns_av_R_equivalents  0.026
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2569 
# Theoretical number of reflections is about 5971 


_diffrn_reflns_theta_min         2.982
_diffrn_reflns_theta_max         27.715
_diffrn_measured_fraction_theta_max 0.863

_diffrn_reflns_theta_full        26.042
_diffrn_measured_fraction_theta_full 0.976


_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_reflns_limit_h_min              -10
_reflns_limit_h_max              10
_reflns_limit_k_min              0
_reflns_limit_k_max              6
_reflns_limit_l_min              0
_reflns_limit_l_max              34

_oxford_diffrn_Wilson_B_factor   1.94
_oxford_diffrn_Wilson_scale      0.21

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.48
_refine_diff_density_max         0.47


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_refine_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2568
_oxford_refine_ls_R_factor_ref   0.0510
_refine_ls_wR_factor_ref         0.1269
_refine_ls_goodness_of_fit_ref   1.1203
_refine_ls_shift/su_max          0.0009899
_refine_ls_shift/su_mean         0.0000611


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2568
_refine_ls_R_factor_all          0.0510
_refine_ls_wR_factor_all         0.1269

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2160
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_gt          0.0764


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.02P)² + 4.31P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S1 S 0.98583(9) 0.70149(15) 0.63397(3) 0.0226 1.0000 Uani . . . . . .
C2 C 1.1066(3) 0.6447(6) 0.58880(11) 0.0198 1.0000 Uani . . . . . .
C3 C 1.2062(4) 0.4535(6) 0.60226(12) 0.0254 1.0000 Uani . . . . . .
C4 C 1.1862(4) 0.3509(6) 0.64759(12) 0.0268 1.0000 Uani . . . . . .
C5 C 1.0712(4) 0.4664(6) 0.66989(11) 0.0224 1.0000 Uani . . . . . .
C6 C 1.0203(4) 0.4245(6) 0.71751(11) 0.0257 1.0000 Uani . . . . . .
S7 S 1.09368(14) 0.1838(2) 0.75259(4) 0.0460 1.0000 Uani . . . . . .
C8 C 0.9954(5) 0.2733(9) 0.79987(14) 0.0449 1.0000 Uani . . . . . .
C9 C 0.9109(5) 0.4745(8) 0.78923(13) 0.0416 1.0000 Uani . . . . . .
C10 C 0.9235(4) 0.5643(7) 0.74219(12) 0.0317 1.0000 Uani . . . . . .
H101 H 0.8744 0.6989 0.7296 0.0406 1.0000 Uiso R . . . . .
H91 H 0.8481 0.5478 0.8103 0.0510 1.0000 Uiso R . . . . .
H81 H 1.0017 0.1865 0.8288 0.0559 1.0000 Uiso R . . . . .
H41 H 1.2447 0.2202 0.6616 0.0317 1.0000 Uiso R . . . . .
H31 H 1.2814 0.3944 0.5830 0.0301 1.0000 Uiso R . . . . .
C11 C 1.1041(3) 0.7840(6) 0.54453(11) 0.0194 1.0000 Uani . . . . . .
C12 C 0.9887(3) 0.9338(5) 0.52210(10) 0.0177 1.0000 Uani . . . . . .
C13 C 0.8304(3) 0.9578(6) 0.54080(10) 0.0174 1.0000 Uani . . . . . .
C14 C 0.7953(4) 1.1546(6) 0.56833(11) 0.0235 1.0000 Uani . . . . . .
C15 C 0.6480(4) 1.1675(6) 0.58683(12) 0.0283 1.0000 Uani . . . . . .
C16 C 0.5353(4) 0.9856(7) 0.57761(12) 0.0281 1.0000 Uani . . . . . .
C17 C 0.5686(4) 0.7909(7) 0.54994(12) 0.0266 1.0000 Uani . . . . . .
C18 C 0.7157(4) 0.7764(6) 0.53133(11) 0.0212 1.0000 Uani . . . . . .
H181 H 0.7397 0.6435 0.5131 0.0269 1.0000 Uiso R . . . . .
H171 H 0.4926 0.6665 0.5433 0.0334 1.0000 Uiso R . . . . .
H161 H 0.4362 0.9946 0.5899 0.0335 1.0000 Uiso R . . . . .
H151 H 0.6268 1.2984 0.6057 0.0349 1.0000 Uiso R . . . . .
H141 H 0.8707 1.2782 0.5744 0.0277 1.0000 Uiso R . . . . .
H111 H 1.1979 0.7650 0.5296 0.0234 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.556(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . C2 . 1.743(3) yes
S1 . C5 . 1.734(3) yes
C2 . C3 . 1.370(4) yes
C2 . C11 . 1.446(4) yes
C3 . C4 . 1.408(4) yes
C3 . H31 . 0.940 no
C4 . C5 . 1.373(5) yes
C4 . H41 . 0.930 no
C5 . C6 . 1.458(4) yes
C6 . S7 . 1.716(3) yes
C6 . C10 . 1.373(5) yes
S7 . C8 . 1.714(4) yes
C8 . C9 . 1.335(6) yes
C8 . H81 . 0.930 no
C9 . C10 . 1.410(5) yes
C9 . H91 . 0.933 no
C10 . H101 . 0.900 no
C11 . C12 . 1.355(4) yes
C11 . H111 . 0.943 no
C12 . C12 2_776 1.462(6) yes
C12 . C13 . 1.493(4) yes
C13 . C14 . 1.390(4) yes
C13 . C18 . 1.391(4) yes
C14 . C15 . 1.400(4) yes
C14 . H141 . 0.932 no
C15 . C16 . 1.382(5) yes
C15 . H151 . 0.928 no
C16 . C17 . 1.379(5) yes
C16 . H161 . 0.939 no
C17 . C18 . 1.400(4) yes
C17 . H171 . 0.940 no
C18 . H181 . 0.935 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . S1 . C5 . 92.27(15) yes
S1 . C2 . C3 . 109.8(2) yes
S1 . C2 . C11 . 124.7(2) yes
C3 . C2 . C11 . 125.5(3) yes
C2 . C3 . C4 . 114.3(3) yes
C2 . C3 . H31 . 123.3 no
C4 . C3 . H31 . 122.4 no
C3 . C4 . C5 . 112.9(3) yes
C3 . C4 . H41 . 124.4 no
C5 . C4 . H41 . 122.7 no
S1 . C5 . C4 . 110.7(2) yes
S1 . C5 . C6 . 119.2(2) yes
C4 . C5 . C6 . 130.0(3) yes
C5 . C6 . S7 . 120.5(3) yes
C5 . C6 . C10 . 128.8(3) yes
S7 . C6 . C10 . 110.6(2) yes
C6 . S7 . C8 . 91.79(19) yes
S7 . C8 . C9 . 111.9(3) yes
S7 . C8 . H81 . 122.0 no
C9 . C8 . H81 . 126.1 no
C8 . C9 . C10 . 113.2(4) yes
C8 . C9 . H91 . 123.9 no
C10 . C9 . H91 . 122.9 no
C9 . C10 . C6 . 112.5(3) yes
C9 . C10 . H101 . 124.1 no
C6 . C10 . H101 . 123.4 no
C2 . C11 . C12 . 129.8(3) yes
C2 . C11 . H111 . 113.5 no
C12 . C11 . H111 . 116.7 no
C12 2_776 C12 . C11 . 121.6(3) yes
C12 2_776 C12 . C13 . 118.1(3) yes
C11 . C12 . C13 . 120.2(3) yes
C12 . C13 . C14 . 121.8(3) yes
C12 . C13 . C18 . 119.3(3) yes
C14 . C13 . C18 . 118.9(3) yes
C13 . C14 . C15 . 120.4(3) yes
C13 . C14 . H141 . 119.5 no
C15 . C14 . H141 . 120.1 no
C14 . C15 . C16 . 120.4(3) yes
C14 . C15 . H151 . 119.6 no
C16 . C15 . H151 . 120.1 no
C15 . C16 . C17 . 119.6(3) yes
C15 . C16 . H161 . 120.4 no
C17 . C16 . H161 . 120.0 no
C16 . C17 . C18 . 120.5(3) yes
C16 . C17 . H171 . 120.4 no
C18 . C17 . H171 . 119.2 no
C17 . C18 . C13 . 120.3(3) yes
C17 . C18 . H181 . 120.8 no
C13 . C18 . H181 . 118.9 no


####################################################################### 
# 
# 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_I_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1999641'
loop_
_audit_author_name
_audit_author_address
'Arie van der Lee'
;University of Montpellier
France
;
_audit_update_record             
;
2020-05-11 deposited with the CCDC.	2020-06-30 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;

_cell_length_a                   9.7622(5)
_cell_length_b                   22.7394(10)
_cell_length_c                   11.8095(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2621.5(2)
_cell_oxdiff_length_a            9.7601(6)
_cell_oxdiff_length_b            22.7446(11)
_cell_oxdiff_length_c            11.8093(7)
_cell_oxdiff_angle_alpha         89.986(4)
_cell_oxdiff_angle_beta          89.983(5)
_cell_oxdiff_angle_gamma         90.001(4)
_cell_oxdiff_volume              2621.5(3)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y+1/2,z
-x,y+1/2,-z
-x+1/2,-y,z+1/2
x+1/2,y,-z+1/2
x+1/2,-y+1/2,-z+1/2
-x+1/2,y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Si 0.0817 0.0704 6.2915 2.4386 3.0353 32.3337 1.9891 0.6785 1.5410 81.6937
1.1407 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4



_chemical_formula_sum            'C30 H26 O4 S2 Si'
_chemical_formula_moiety         'C30 H26 O4 S2 Si'
_chemical_compound_source        .
_chemical_formula_weight         542.72


_cell_measurement_reflns_used    2801
_cell_measurement_theta_min      2.7190
_cell_measurement_theta_max      28.7490
_cell_measurement_temperature    175

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.020
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_max          0.150

_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1136.000
_exptl_absorpt_coefficient_mu    0.285

# Sheldrick geometric approximatio 0.98 0.99 

_exptl_absorpt_correction_T_min  0.97824
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43c (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;




_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143
#montpellier_reflns_maxres is minimum d (highest resolution)
#where <I/sigI> <= 2.0
#(Z. Dauter, Acta Cryst. D55, 1703-1717, 1999)
_montpellier_reflns_maxres       0.80


# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0154697000
_diffrn_orient_matrix_UB_12      -0.0303673000
_diffrn_orient_matrix_UB_13      0.0048526000
_diffrn_orient_matrix_UB_21      0.0501326000
_diffrn_orient_matrix_UB_22      -0.0028510000
_diffrn_orient_matrix_UB_23      0.0431243000
_diffrn_orient_matrix_UB_31      -0.0502875000
_diffrn_orient_matrix_UB_32      0.0064985000
_diffrn_orient_matrix_UB_33      0.0415246000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -1.00  83.00   1.00  375.00    --   17.09  57.00  60.00   84
  2  ω     53.00  80.00   1.00  375.00    --   17.09  57.00-180.00   27
  3  ω    -46.00  29.00   1.00  375.00    --   17.09 -77.00 -90.00   75
;

_diffrn_ambient_temperature      175
_diffrn_reflns_number            9934
_reflns_number_total             3126

_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_unetI/netI     0.0692

# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 3126 
# Theoretical number of reflections is about 7112 


_diffrn_reflns_theta_min         1.791
_diffrn_reflns_theta_max         29.213
_diffrn_measured_fraction_theta_max 0.859

_diffrn_reflns_theta_full        26.462
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       9
_reflns_limit_h_min              0
_reflns_limit_h_max              12
_reflns_limit_k_min              0
_reflns_limit_k_max              28
_reflns_limit_l_min              0
_reflns_limit_l_max              16

_oxford_diffrn_Wilson_B_factor   2.55
_oxford_diffrn_Wilson_scale      2.79

_atom_sites_solution_primary     iterative #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.41
_refine_diff_density_max         0.36


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_refine_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_restraints     30
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2140
_oxford_refine_ls_R_factor_ref   0.0452
_refine_ls_wR_factor_ref         0.0378
_refine_ls_goodness_of_fit_ref   1.1738
_refine_ls_shift/su_max          0.0016810
_refine_ls_shift/su_mean         0.0000727


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2140
_refine_ls_R_factor_all          0.0452
_refine_ls_wR_factor_all         0.0378

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2140
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_gt          0.0378


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 -0.201 -8.26 -2.86 -2.99 -1.63 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S1 S 0.89109(7) 0.57350(3) 0.52254(6) 0.0358 1.0000 Uani . . . . . .
C2 C 0.7926(3) 0.51733(12) 0.4706(3) 0.0414 1.0000 Uani . . . . . .
C3 C 0.6836(3) 0.53791(12) 0.4116(3) 0.0386 1.0000 Uani . . . . . .
O4 O 0.5892(2) 0.50298(8) 0.3595(2) 0.0524 1.0000 Uani . . . . . .
O7 O 0.5787(2) 0.62993(8) 0.3526(2) 0.0523 1.0000 Uani . . . . . .
C8 C 0.6802(3) 0.59995(11) 0.4079(2) 0.0340 1.0000 Uani . . . . . .
C9 C 0.7858(3) 0.62771(10) 0.4639(2) 0.0292 1.0000 Uani . . . . . .
C10 C 0.8083(2) 0.69044(10) 0.4733(2) 0.0286 1.0000 Uani . . . . . .
Si11 Si 0.69255(10) 0.7500 0.41580(8) 0.0284 1.0000 Uani S T . . . .
C12 C 0.5223(4) 0.7500 0.4859(4) 0.0416 1.0000 Uani S T . . . .
H123 H 0.4706 0.7160 0.4655 0.0600 1.0000 Uiso R . . . . .
H122 H 0.5353 0.7500 0.5659 0.0601 1.0000 Uiso RS . . . . .
C13 C 0.6878(5) 0.7500 0.2581(3) 0.0494 1.0000 Uani S T . . . .
H133 H 0.5938 0.7500 0.2331 0.0699 1.0000 Uiso RS . . . . .
H132 H 0.7336 0.7836 0.2303 0.0703 1.0000 Uiso R . . . . .
C14 C 0.9147(2) 0.71744(10) 0.5269(2) 0.0274 1.0000 Uani . . . . . .
C15 C 1.0262(2) 0.68579(10) 0.5870(2) 0.0278 1.0000 Uani . . . . . .
C16 C 1.0128(3) 0.67282(12) 0.7011(2) 0.0354 1.0000 Uani . . . . . .
C17 C 1.1090(3) 0.63833(12) 0.7553(3) 0.0457 1.0000 Uani . . . . . .
C18 C 1.2213(3) 0.61794(12) 0.6982(3) 0.0453 1.0000 Uani . . . . . .
C19 C 1.2404(3) 0.63350(12) 0.5865(3) 0.0416 1.0000 Uani . . . . . .
C20 C 1.1437(3) 0.66714(11) 0.5312(2) 0.0355 1.0000 Uani . . . . . .
H201 H 1.1585 0.6775 0.4568 0.0420 1.0000 Uiso R . . . . .
H191 H 1.3184 0.6217 0.5471 0.0491 1.0000 Uiso R . . . . .
H181 H 1.2848 0.5938 0.7327 0.0534 1.0000 Uiso R . . . . .
H171 H 1.0971 0.6301 0.8315 0.0522 1.0000 Uiso R . . . . .
H161 H 0.9369 0.6869 0.7421 0.0422 1.0000 Uiso R . . . . .
H21 H 0.8128 0.4762 0.4818 0.0488 1.0000 Uiso R . . . . .
C610 C 0.4651(19) 0.5913(9) 0.312(2) 0.0581 0.285(13) Uani D U P 1 1 .
C611 C 0.5067(9) 0.5947(3) 0.2763(7) 0.0595 0.715(13) Uani D U P 1 2 .
C500 C 0.4718(7) 0.5352(2) 0.3240(8) 0.0580 0.715(13) Uani D U P 1 2 .
C501 C 0.521(2) 0.5340(6) 0.2697(18) 0.0613 0.285(13) Uani D U P 1 1 .
H6101 H 0.4184 0.6106 0.2523 0.0793 0.285(13) Uiso R . P 1 1 .
H6102 H 0.4024 0.5829 0.3716 0.0793 0.285(13) Uiso R . P 1 1 .
H5001 H 0.4112 0.5396 0.3864 0.0792 0.715(13) Uiso R . P 1 2 .
H5002 H 0.4278 0.5133 0.2659 0.0792 0.715(13) Uiso R . P 1 2 .
H5011 H 0.5872 0.5429 0.2134 0.0792 0.285(13) Uiso R . P 1 1 .
H5012 H 0.4515 0.5098 0.2379 0.0792 0.285(13) Uiso R . P 1 1 .
H6111 H 0.4236 0.6143 0.2583 0.0793 0.715(13) Uiso R . P 1 2 .
H6112 H 0.5598 0.5900 0.2096 0.0793 0.715(13) Uiso R . P 1 2 .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.187(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . C2 . 1.712(3) yes
S1 . C9 . 1.748(3) yes
C2 . C3 . 1.356(4) yes
C2 . H21 . 0.965 no
C3 . O4 . 1.363(3) yes
C3 . C8 . 1.412(4) yes
O4 . C501 . 1.438(17) yes
O4 . C500 . 1.423(6) yes
O7 . C8 . 1.368(3) yes
O7 . C610 . 1.49(2) yes
O7 . C8 . 1.368(3) yes
O7 . C611 . 1.396(7) yes
C8 . C9 . 1.378(4) yes
C9 . C10 . 1.447(3) yes
C10 . Si11 . 1.890(2) yes
C10 . C14 . 1.362(3) yes
Si11 . C12 . 1.857(4) yes
Si11 . C13 . 1.863(4) yes
C12 . H123 3_565 0.954 no
C12 . H123 . 0.954 no
C12 . H122 . 0.953 no
C13 . H132 3_565 0.944 no
C13 . H133 . 0.964 no
C13 . H132 . 0.944 no
C14 . C14 3_565 1.481(5) yes
C14 . C15 . 1.486(3) yes
C15 . C16 . 1.385(3) yes
C15 . C20 . 1.389(3) yes
C16 . C17 . 1.381(4) yes
C16 . H161 . 0.941 no
C17 . C18 . 1.368(5) yes
C17 . H171 . 0.926 no
C18 . C19 . 1.379(4) yes
C18 . H181 . 0.923 no
C19 . C20 . 1.379(4) yes
C19 . H191 . 0.931 no
C20 . H201 . 0.922 no
C610 . C501 . 1.498(9) yes
C610 . H6101 . 0.950 no
C610 . H6102 . 0.950 no
C611 . C500 . 1.504(7) yes
C611 . H6111 . 0.950 no
C611 . H6112 . 0.950 no
C500 . H5001 . 0.950 no
C500 . H5002 . 0.950 no
C501 . H5011 . 0.950 no
C501 . H5012 . 0.950 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . S1 . C9 . 93.10(12) yes
S1 . C2 . C3 . 111.6(2) yes
S1 . C2 . H21 . 124.0 no
C3 . C2 . H21 . 124.4 no
C2 . C3 . O4 . 124.2(2) yes
C2 . C3 . C8 . 112.3(2) yes
O4 . C3 . C8 . 123.5(3) yes
C3 . O4 . C501 . 111.2(7) yes
C3 . O4 . C500 . 112.2(3) yes
C8 . O7 . C610 . 113.4(8) yes
C8 . O7 . C611 . 112.7(4) yes
C3 . C8 . O7 . 122.0(2) yes
C3 . C8 . C9 . 115.2(3) yes
O7 . C8 . C9 . 122.8(2) yes
S1 . C9 . C8 . 107.87(18) yes
S1 . C9 . C10 . 125.14(19) yes
C8 . C9 . C10 . 127.0(2) yes
C9 . C10 . Si11 . 126.02(18) yes
C9 . C10 . C14 . 126.5(2) yes
Si11 . C10 . C14 . 107.43(17) yes
C10 . Si11 . C10 3_565 91.55(15) yes
C10 . Si11 . C12 . 112.02(12) yes
C10 3_565 Si11 . C12 . 112.02(12) yes
C10 . Si11 . C13 . 111.97(13) yes
C10 3_565 Si11 . C13 . 111.97(13) yes
C12 . Si11 . C13 . 115.0(2) yes
H123 3_565 C12 . Si11 . 111.1 no
H123 3_565 C12 . H123 . 108.3 no
Si11 . C12 . H123 . 111.1 no
H123 3_565 C12 . H122 . 108.7 no
Si11 . C12 . H122 . 108.8 no
H123 . C12 . H122 . 108.7 no
H132 3_565 C13 . Si11 . 109.6 no
H132 3_565 C13 . H133 . 110.2 no
Si11 . C13 . H133 . 109.3 no
H132 3_565 C13 . H132 . 108.0 no
Si11 . C13 . H132 . 109.6 no
H133 . C13 . H132 . 110.2 no
C14 3_565 C14 . C10 . 116.79(14) yes
C14 3_565 C14 . C15 . 118.97(13) yes
C10 . C14 . C15 . 124.2(2) yes
C14 . C15 . C16 . 119.9(2) yes
C14 . C15 . C20 . 121.8(2) yes
C16 . C15 . C20 . 118.3(2) yes
C15 . C16 . C17 . 120.5(3) yes
C15 . C16 . H161 . 120.2 no
C17 . C16 . H161 . 119.3 no
C16 . C17 . C18 . 120.5(3) yes
C16 . C17 . H171 . 118.7 no
C18 . C17 . H171 . 120.7 no
C17 . C18 . C19 . 119.6(3) yes
C17 . C18 . H181 . 121.4 no
C19 . C18 . H181 . 119.0 no
C18 . C19 . C20 . 120.1(3) yes
C18 . C19 . H191 . 121.0 no
C20 . C19 . H191 . 118.9 no
C15 . C20 . C19 . 120.7(3) yes
C15 . C20 . H201 . 120.2 no
C19 . C20 . H201 . 119.1 no
O7 . C610 . C501 . 110.4(14) yes
O7 . C610 . H6101 . 108.8 no
C501 . C610 . H6101 . 109.1 no
O7 . C610 . H6102 . 111.1 no
C501 . C610 . H6102 . 107.9 no
H6101 . C610 . H6102 . 109.5 no
O7 . C611 . C500 . 112.9(6) yes
O7 . C611 . H6111 . 107.8 no
C500 . C611 . H6111 . 108.3 no
O7 . C611 . H6112 . 109.0 no
C500 . C611 . H6112 . 109.4 no
H6111 . C611 . H6112 . 109.5 no
C611 . C500 . O4 . 113.0(6) yes
C611 . C500 . H5001 . 109.7 no
O4 . C500 . H5001 . 109.1 no
C611 . C500 . H5002 . 107.6 no
O4 . C500 . H5002 . 107.9 no
H5001 . C500 . H5002 . 109.5 no
C610 . C501 . O4 . 110.4(17) yes
C610 . C501 . H5011 . 107.3 no
O4 . C501 . H5011 . 107.7 no
C610 . C501 . H5012 . 112.2 no
O4 . C501 . H5012 . 109.7 no
H5011 . C501 . H5012 . 109.5 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C12 . H123 . O7 . 122 0.95 2.59 3.199(7) yes


####################################################################### 
# 
# 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_I_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1999642'
loop_
_audit_author_name
_audit_author_address
'Arie van der Lee'
;University of Montpellier
France
;
_audit_update_record             
;
2020-04-28 deposited with the CCDC.	2020-06-30 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K.
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
_cell_length_a                   8.974979(18)
_cell_length_b                   9.87642(2)
_cell_length_c                   11.38296(2)
_cell_angle_alpha                100.050(3)
_cell_angle_beta                 98.367(3)
_cell_angle_gamma                104.414(3)
_cell_volume                     943.16(2)
_cell_measurement_reflns_used    5702
_cell_measurement_theta_min      3.1530
_cell_measurement_theta_max      28.9140
_cell_oxdiff_length_a            8.9750(3)
_cell_oxdiff_length_b            9.8764(4)
_cell_oxdiff_length_c            11.3830(4)
_cell_oxdiff_angle_alpha         100.050(3)
_cell_oxdiff_angle_beta          98.367(3)
_cell_oxdiff_angle_gamma         104.414(3)
_cell_oxdiff_volume              943.16(6)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

_chemical_formula_sum            'C24 H18 S2'
_chemical_formula_moiety         'C24 H18 S2'
_chemical_compound_source        .
_chemical_formula_weight         370.50


_cell_measurement_temperature    173

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.050
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_max          0.150
_exptl_absorpt_correction_T_min  0.95041
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.950
_oxdiff_exptl_absorpt_empirical_full_max 1.088
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_source                   'fine-focus sealed X-ray tube'

_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             388
_exptl_absorpt_coefficient_mu    0.287
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Sapphire2, large Be window'
_diffrn_detector_area_resol_mean 8.4205

_diffrn_measurement_device       Area
_diffrn_radiation_wavelength     0.71073
#montpellier_reflns_maxres is minimum d (highest resolution)
#where <I/sigI> <= 2.0
#(Z. Dauter, Acta Cryst. D55, 1703-1717, 1999)
_montpellier_reflns_maxres       0.74
_montpellier_reflns_completeness_maxres 87.55
_montpellier_reflns_redundancy_maxres 2.76

#montpellier_diffrn_reflns_class_completeness_shell is completeness in shell
#montpellier_diffrn_class_reflns_cumul_completeness is cumulative
#completeness to resolution of shell
#Note: completeness percentage takes into account the fact whether
#group is centrosymmetric or not
loop_
_montpellier_diffrn_reflns_class_number
_montpellier_diffrn_reflns_class_d_res_high
_montpellier_diffrn_reflns_class_d_res_low
_montpellier_diffrn_reflns_class_redundancy
_montpellier_diffrn_reflns_class_av_I/uI
_diffrn_reflns_class_av_R_eq
_montpellier_diffrn_reflns_class_completeness_shell
_montpellier_diffrn_reflns_class_cumul_completeness
0 100.0 1.64 4.3 88.10 0.015 98.6 98.64
1 1.64 1.31 3.6 47.85 0.018 100.0 99.31
2 1.31 1.15 3.3 39.93 0.020 100.0 99.54
3 1.15 1.04 2.9 27.05 0.028 100.0 99.66
4 1.04 0.97 2.7 22.36 0.035 100.0 99.72
5 0.97 0.91 2.5 16.44 0.046 100.0 99.77
6 0.91 0.87 2.3 12.76 0.053 100.0 99.80
7 0.87 0.83 2.2 11.15 0.049 100.0 99.83
8 0.83 0.80 2.1 9.37 0.069 100.0 99.85
9 0.80 0.74 1.6 7.88 0.095 41.7 87.55
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_diffrn_orient_matrix_UB_11      0.0053837000
_diffrn_orient_matrix_UB_12      -0.0524580000
_diffrn_orient_matrix_UB_13      0.0345158000
_diffrn_orient_matrix_UB_21      -0.0097489000
_diffrn_orient_matrix_UB_22      0.0458224000
_diffrn_orient_matrix_UB_23      0.0519151000
_diffrn_orient_matrix_UB_31      -0.0825017000
_diffrn_orient_matrix_UB_32      -0.0304366000
_diffrn_orient_matrix_UB_33      -0.0167909000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      1.00  98.00   1.00  110.00    --   19.26  77.00  30.00   97
  2  ω     -8.00 101.00   1.00  110.00    --   19.26  77.00 150.00  109
  3  ω    -19.00  84.00   1.00  110.00    --   19.26  77.00 -60.00  103
  4  ω    -57.00  66.00   1.00  110.00    --  -22.54  77.00  30.00  123
  5  ω    -61.00  50.00   1.00  110.00    --  -22.54  77.00 150.00  111
  6  ω    -61.00  49.00   1.00  110.00    --  -22.54  77.00 -90.00  110
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      173
_diffrn_reflns_number            12007

_reflns_number_total             4344
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_av_unetI/netI     0.0299
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4344 
# Theoretical number of reflections is about 9919 


_diffrn_reflns_theta_min         3.160
_diffrn_reflns_theta_max         28.881
_diffrn_measured_fraction_theta_max 0.875

_diffrn_reflns_theta_full        26.412
_diffrn_measured_fraction_theta_full 0.998


_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_reflns_limit_h_min              -11
_reflns_limit_h_max              11
_reflns_limit_k_min              -13
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              14

_oxford_diffrn_Wilson_B_factor   1.84
_oxford_diffrn_Wilson_scale      0.12

_atom_sites_solution_primary     iterative #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.44
_refine_diff_density_max         0.43


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_refine_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4343
_oxford_refine_ls_R_factor_ref   0.0472
_refine_ls_wR_factor_ref         0.0931
_refine_ls_goodness_of_fit_ref   0.9956
_refine_ls_shift/su_max          0.0008263
_refine_ls_shift/su_mean         0.0001489


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4343
_refine_ls_R_factor_all          0.0472
_refine_ls_wR_factor_all         0.0931

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3645
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_gt          0.0853


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    noref #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.04P)² + 0.67P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S1 S 0.73387(5) 0.98500(5) 0.21552(4) 0.0290 1.0000 Uani . . . . . .
C2 C 0.79498(18) 1.04645(16) 0.37171(14) 0.0204 1.0000 Uani . . . . . .
C3 C 0.69621(18) 1.04352(16) 0.46165(13) 0.0209 1.0000 Uani . . . . . .
C4 C 0.53804(18) 0.99819(16) 0.44713(13) 0.0198 1.0000 Uani . . . . . .
C5 C 0.43798(17) 0.94417(16) 0.32195(13) 0.0196 1.0000 Uani . . . . . .
C6 C 0.41067(18) 1.04033(17) 0.25081(15) 0.0243 1.0000 Uani . . . . . .
C7 C 0.3301(2) 0.99145(19) 0.13106(16) 0.0300 1.0000 Uani . . . . . .
C8 C 0.2751(2) 0.8458(2) 0.08068(15) 0.0329 1.0000 Uani . . . . . .
C9 C 0.2975(2) 0.74871(18) 0.15145(16) 0.0316 1.0000 Uani . . . . . .
C10 C 0.37716(19) 0.79759(17) 0.27152(15) 0.0251 1.0000 Uani . . . . . .
C11 C 0.95672(19) 1.09586(18) 0.40044(15) 0.0263 1.0000 Uani . . . . . .
C12 C 1.02905(19) 1.08243(19) 0.29901(17) 0.0300 1.0000 Uani . . . . . .
C13 C 0.9232(2) 1.0237(2) 0.19323(16) 0.0314 1.0000 Uani . . . . . .
S14 S 0.47091(5) 0.39216(5) 0.13214(4) 0.0307 1.0000 Uani . . . . . .
C15 C 0.33096(18) 0.39356(16) 0.22137(14) 0.0219 1.0000 Uani . . . . . .
C16 C 0.1807(2) 0.35221(17) 0.14752(14) 0.0249 1.0000 Uani . . . . . .
C17 C 0.1851(2) 0.32132(19) 0.02230(16) 0.0335 1.0000 Uani . . . . . .
C18 C 0.3322(2) 0.33832(19) 0.00099(15) 0.0347 1.0000 Uani . . . . . .
C19 C 0.36054(18) 0.43161(16) 0.35323(14) 0.0212 1.0000 Uani . . . . . .
C20 C 0.49858(18) 0.48410(15) 0.43414(13) 0.0193 1.0000 Uani . . . . . .
C21 C 0.65213(17) 0.51196(16) 0.39299(13) 0.0198 1.0000 Uani . . . . . .
C22 C 0.71229(18) 0.63875(16) 0.35635(14) 0.0229 1.0000 Uani . . . . . .
C23 C 0.85162(19) 0.66225(18) 0.31369(15) 0.0268 1.0000 Uani . . . . . .
C24 C 0.9335(2) 0.5603(2) 0.30819(18) 0.0345 1.0000 Uani . . . . . .
C25 C 0.8759(2) 0.4351(2) 0.34673(19) 0.0365 1.0000 Uani . . . . . .
C26 C 0.7364(2) 0.41120(18) 0.38887(16) 0.0279 1.0000 Uani . . . . . .
H31 H 0.7552 1.0780 0.5426 0.0242 1.0000 Uiso . . . . . .
H61 H 0.4506 1.1399 0.2849 0.0293 1.0000 Uiso . . . . . .
H71 H 0.3149 1.0582 0.0849 0.0361 1.0000 Uiso . . . . . .
H81 H 0.2232 0.8124 -0.0026 0.0402 1.0000 Uiso . . . . . .
H91 H 0.2579 0.6501 0.1167 0.0389 1.0000 Uiso . . . . . .
H101 H 0.3911 0.7307 0.3183 0.0304 1.0000 Uiso . . . . . .
H111 H 1.0114 1.1338 0.4800 0.0305 1.0000 Uiso . . . . . .
H121 H 1.1368 1.1118 0.3048 0.0363 1.0000 Uiso . . . . . .
H131 H 0.9450 1.0045 0.1156 0.0389 1.0000 Uiso . . . . . .
H161 H 0.0934 0.3461 0.1776 0.0304 1.0000 Uiso . . . . . .
H171 H 0.0950 0.2935 -0.0398 0.0409 1.0000 Uiso . . . . . .
H181 H 0.3592 0.3227 -0.0757 0.0416 1.0000 Uiso . . . . . .
H191 H 0.2664 0.4168 0.3847 0.0248 1.0000 Uiso . . . . . .
H221 H 0.6585 0.7094 0.3612 0.0272 1.0000 Uiso . . . . . .
H231 H 0.8909 0.7491 0.2895 0.0320 1.0000 Uiso . . . . . .
H241 H 1.0284 0.5763 0.2797 0.0414 1.0000 Uiso . . . . . .
H251 H 0.9319 0.3663 0.3454 0.0449 1.0000 Uiso . . . . . .
H261 H 0.6987 0.3268 0.4160 0.0339 1.0000 Uiso . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          2.75(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . C2 . 1.7332(16) yes
S1 . C13 . 1.7130(17) yes
C2 . C3 . 1.448(2) yes
C2 . C11 . 1.380(2) yes
C3 . C4 . 1.354(2) yes
C3 . H31 . 0.951 no
C4 . C4 2_676 1.467(3) yes
C4 . C5 . 1.498(2) yes
C5 . C6 . 1.394(2) yes
C5 . C10 . 1.396(2) yes
C6 . C7 . 1.387(2) yes
C6 . H61 . 0.947 no
C7 . C8 . 1.385(3) yes
C7 . H71 . 0.935 no
C8 . C9 . 1.388(3) yes
C8 . H81 . 0.954 no
C9 . C10 . 1.388(2) yes
C9 . H91 . 0.940 no
C10 . H101 . 0.938 no
C11 . C12 . 1.407(2) yes
C11 . H111 . 0.929 no
C12 . C13 . 1.356(3) yes
C12 . H121 . 0.927 no
C13 . H131 . 0.931 no
S14 . C15 . 1.7276(16) yes
S14 . C18 . 1.7069(19) yes
C15 . C16 . 1.403(2) yes
C15 . C19 . 1.450(2) yes
C16 . C17 . 1.413(2) yes
C16 . H161 . 0.892 no
C17 . C18 . 1.352(3) yes
C17 . H171 . 0.941 no
C18 . H181 . 0.937 no
C19 . C20 . 1.354(2) yes
C19 . H191 . 0.954 no
C20 . C20 2_666 1.472(3) yes
C20 . C21 . 1.496(2) yes
C21 . C22 . 1.395(2) yes
C21 . C26 . 1.391(2) yes
C22 . C23 . 1.387(2) yes
C22 . H221 . 0.941 no
C23 . C24 . 1.385(3) yes
C23 . H231 . 0.946 no
C24 . C25 . 1.388(3) yes
C24 . H241 . 0.942 no
C25 . C26 . 1.386(2) yes
C25 . H251 . 0.939 no
C26 . H261 . 0.941 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . S1 . C13 . 92.07(8) yes
S1 . C2 . C3 . 126.78(11) yes
S1 . C2 . C11 . 109.54(12) yes
C3 . C2 . C11 . 123.64(14) yes
C2 . C3 . C4 . 130.10(14) yes
C2 . C3 . H31 . 112.5 no
C4 . C3 . H31 . 117.4 no
C4 2_676 C4 . C3 . 120.84(17) yes
C4 2_676 C4 . C5 . 119.03(16) yes
C3 . C4 . C5 . 120.12(13) yes
C4 . C5 . C6 . 120.20(13) yes
C4 . C5 . C10 . 121.18(13) yes
C6 . C5 . C10 . 118.53(14) yes
C5 . C6 . C7 . 120.72(15) yes
C5 . C6 . H61 . 118.9 no
C7 . C6 . H61 . 120.4 no
C6 . C7 . C8 . 120.18(15) yes
C6 . C7 . H71 . 119.0 no
C8 . C7 . H71 . 120.8 no
C7 . C8 . C9 . 119.73(15) yes
C7 . C8 . H81 . 120.1 no
C9 . C8 . H81 . 120.2 no
C8 . C9 . C10 . 120.08(16) yes
C8 . C9 . H91 . 118.9 no
C10 . C9 . H91 . 121.0 no
C5 . C10 . C9 . 120.68(15) yes
C5 . C10 . H101 . 120.2 no
C9 . C10 . H101 . 119.1 no
C2 . C11 . C12 . 113.93(15) yes
C2 . C11 . H111 . 122.2 no
C12 . C11 . H111 . 123.8 no
C11 . C12 . C13 . 112.25(15) yes
C11 . C12 . H121 . 123.2 no
C13 . C12 . H121 . 124.5 no
S1 . C13 . C12 . 112.20(13) yes
S1 . C13 . H131 . 121.0 no
C12 . C13 . H131 . 126.8 no
C15 . S14 . C18 . 92.20(8) yes
S14 . C15 . C16 . 110.07(11) yes
S14 . C15 . C19 . 126.15(12) yes
C16 . C15 . C19 . 123.77(14) yes
C15 . C16 . C17 . 112.20(15) yes
C15 . C16 . H161 . 122.9 no
C17 . C16 . H161 . 124.9 no
C16 . C17 . C18 . 113.12(16) yes
C16 . C17 . H171 . 123.4 no
C18 . C17 . H171 . 123.5 no
S14 . C18 . C17 . 112.42(13) yes
S14 . C18 . H181 . 121.7 no
C17 . C18 . H181 . 125.9 no
C15 . C19 . C20 . 129.68(14) yes
C15 . C19 . H191 . 112.7 no
C20 . C19 . H191 . 117.6 no
C20 2_666 C20 . C19 . 120.61(17) yes
C20 2_666 C20 . C21 . 118.04(16) yes
C19 . C20 . C21 . 121.35(13) yes
C20 . C21 . C22 . 120.54(14) yes
C20 . C21 . C26 . 120.70(14) yes
C22 . C21 . C26 . 118.75(14) yes
C21 . C22 . C23 . 120.59(15) yes
C21 . C22 . H221 . 119.8 no
C23 . C22 . H221 . 119.6 no
C22 . C23 . C24 . 120.23(15) yes
C22 . C23 . H231 . 119.4 no
C24 . C23 . H231 . 120.4 no
C23 . C24 . C25 . 119.51(16) yes
C23 . C24 . H241 . 120.4 no
C25 . C24 . H241 . 120.1 no
C24 . C25 . C26 . 120.30(16) yes
C24 . C25 . H251 . 120.2 no
C26 . C25 . H251 . 119.4 no
C21 . C26 . C25 . 120.59(15) yes
C21 . C26 . H261 . 119.4 no
C25 . C26 . H261 . 120.0 no


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
