# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_95K
_database_code_depnum_ccdc_archive 'CCDC 1810678'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-21 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                   7.7604(8)
_cell_length_b                   5.9132(6)
_cell_length_c                   49.450(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.879(9)
_cell_angle_gamma                90
_cell_volume                     2257.3(2)
_cell_measurement_reflns_used    1440
_cell_measurement_theta_min      3.3240
_cell_measurement_theta_max      28.3770
_cell_oxdiff_length_a            7.7600(9)
_cell_oxdiff_length_b            5.9175(8)
_cell_oxdiff_length_c            49.423(5)
_cell_oxdiff_angle_alpha         89.878(9)
_cell_oxdiff_angle_beta          95.951(9)
_cell_oxdiff_angle_gamma         89.909(10)
_cell_oxdiff_volume              2257.3(5)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  '-I 2ya'
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
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-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'
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            'C26 H32 O2 S2'
_chemical_formula_moiety         'C26 H32 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         440.66


_cell_measurement_temperature    95

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.400
_exptl_absorpt_correction_T_min  0.53668
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.600
_oxdiff_exptl_absorpt_empirical_full_max 1.676
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.257
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143

_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       0.73
_montpellier_reflns_completeness_maxres 90.15
_montpellier_reflns_redundancy_maxres 3.47

#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 1.71 5.6 68.13 0.035 99.7 99.66
1 1.70 1.33 4.8 27.26 0.040 100.0 99.83
2 1.33 1.15 4.3 22.01 0.055 100.0 99.89
3 1.15 1.04 3.8 13.40 0.068 100.0 99.92
4 1.04 0.96 3.4 10.84 0.069 100.0 99.93
5 0.96 0.91 3.2 8.65 0.097 100.0 99.94
6 0.91 0.86 3.1 6.69 0.102 100.0 99.95
7 0.86 0.82 2.8 5.99 0.124 99.7 99.92
8 0.82 0.79 2.4 5.17 0.149 96.4 99.52
9 0.79 0.73 1.4 3.60 0.151 49.3 90.15
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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      -0.0662125518
_diffrn_orient_matrix_UB_12      -0.0493813921
_diffrn_orient_matrix_UB_13      0.0069266320
_diffrn_orient_matrix_UB_21      0.0598796944
_diffrn_orient_matrix_UB_22      -0.0155517118
_diffrn_orient_matrix_UB_23      0.0117080756
_diffrn_orient_matrix_UB_31      -0.0218152044
_diffrn_orient_matrix_UB_32      0.1081085473
_diffrn_orient_matrix_UB_33      0.0048112850
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -2.00  85.00   1.00    8.00    --   16.62  57.00   0.00   87
  2  ω    -12.00  86.00   1.00    8.00    --   16.62  77.00  90.00   98
  3  ω    -24.00  24.00   1.00    8.00    --  -17.25-100.00-120.00   48
  4  ω     34.00  91.00   1.00    8.00    --   16.62 179.00-150.00   57
  5  ω     32.00  91.00   1.00    8.00    --   16.62-179.00 -30.00   59
  6  ω    -52.00  35.00   1.00    8.00    --   16.62 -57.00 -30.00   87
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      95
_diffrn_reflns_number            9808
_reflns_number_total             2715
_diffrn_reflns_av_R_equivalents  0.049
_diffrn_reflns_av_unetI/netI     0.0518
# Number of reflections without Friedels Law is 0
# Number of reflections with Friedels Law is 2715 
# Theoretical number of reflections is about 6045 


_diffrn_reflns_theta_min         1.656
_diffrn_reflns_theta_max         29.075
_diffrn_measured_fraction_theta_max 0.897

_diffrn_reflns_theta_full        25.005
_diffrn_measured_fraction_theta_full 0.977


_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -67
_diffrn_reflns_limit_l_max       62
_reflns_limit_h_min              -10
_reflns_limit_h_max              10
_reflns_limit_k_min              0
_reflns_limit_k_max              7
_reflns_limit_l_min              0
_reflns_limit_l_max              66

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.77
_refine_diff_density_max         0.41


# 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_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         2599
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0604
_refine_ls_wR_factor_ref         0.0652
_refine_ls_goodness_of_fit_ref   1.1160
_refine_ls_shift/su_max          0.0006651
_refine_ls_shift/su_mean         0.0000642


# The values computed with all filters except I/sigma
_oxford_reflns_number_all        2715
_refine_ls_R_factor_all          0.0641
_refine_ls_wR_factor_all         0.0707

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2257
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_gt          0.0619

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_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, 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: 
 878. 0.110E+04 492. 
;

# 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 0.83825(7) 0.54109(10) 0.731698(11) 0.0236 1.0000 Uani . . . . . .
C2 C 0.7398(3) 0.3710(4) 0.70568(4) 0.0217 1.0000 Uani . . . . . .
C3 C 0.6758(3) 0.1664(4) 0.71529(4) 0.0203 1.0000 Uani . . . . . .
C4 C 0.7086(3) 0.1578(4) 0.74433(4) 0.0210 1.0000 Uani . . . . . .
C5 C 0.5908(3) 0.0173(4) 0.69656(4) 0.0249 1.0000 Uani . . . . . .
C6 C 0.5708(3) 0.0739(4) 0.66930(4) 0.0270 1.0000 Uani . . . . . .
C7 C 0.6338(3) 0.2780(4) 0.65979(4) 0.0265 1.0000 Uani . . . . . .
C8 C 0.7202(3) 0.4267(4) 0.67810(4) 0.0249 1.0000 Uani . . . . . .
C9 C 0.6134(3) 0.3336(5) 0.62981(4) 0.0312 1.0000 Uani . . . . . .
C10 C 0.7501(3) 0.2195(5) 0.61441(4) 0.0298 1.0000 Uani . . . . . .
C11 C 0.7488(3) 0.3017(5) 0.58510(4) 0.0322 1.0000 Uani . . . . . .
C12 C 0.8940(3) 0.1973(5) 0.57091(4) 0.0329 1.0000 Uani . . . . . .
C13 C 0.9081(3) 0.2946(5) 0.54261(4) 0.0348 1.0000 Uani . . . . . .
C14 C 1.0635(3) 0.1993(5) 0.53038(5) 0.0380 1.0000 Uani . . . . . .
O15 O 1.0805(2) 0.2975(4) 0.50429(3) 0.0402 1.0000 Uani . . . . . .
H51 H 0.5493 -0.1216 0.7023 0.0291 1.0000 Uiso R . . . . .
H61 H 0.5118 -0.0261 0.6565 0.0319 1.0000 Uiso R . . . . .
H81 H 0.7632 0.5666 0.6722 0.0306 1.0000 Uiso R . . . . .
H91 H 0.6240 0.4953 0.6276 0.0366 1.0000 Uiso R . . . . .
H92 H 0.4993 0.2799 0.6222 0.0361 1.0000 Uiso R . . . . .
H101 H 0.8632 0.2570 0.6238 0.0351 1.0000 Uiso R . . . . .
H102 H 0.7340 0.0570 0.6147 0.0350 1.0000 Uiso R . . . . .
H111 H 0.7614 0.4678 0.5851 0.0385 1.0000 Uiso R . . . . .
H112 H 0.6382 0.2645 0.5753 0.0386 1.0000 Uiso R . . . . .
H121 H 1.0051 0.2261 0.5816 0.0398 1.0000 Uiso R . . . . .
H122 H 0.8750 0.0354 0.5695 0.0389 1.0000 Uiso R . . . . .
H131 H 0.9216 0.4587 0.5444 0.0415 1.0000 Uiso R . . . . .
H132 H 0.8032 0.2582 0.5313 0.0420 1.0000 Uiso R . . . . .
H141 H 1.1708 0.2259 0.5425 0.0450 1.0000 Uiso R . . . . .
H142 H 1.0499 0.0386 0.5277 0.0456 1.0000 Uiso R . . . . .
H151 H 1.0398 0.4231 0.5046 0.0640 0.5000 Uiso R . . . . .
H152 H 1.1853 0.3038 0.5033 0.0640 0.5000 Uiso R . . . . .
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
S1 0.0296(3) 0.0254(3) 0.0171(2) 0.0000(2) 0.00872(19) -0.0037(3)
C2 0.0204(10) 0.0257(12) 0.0202(10) -0.0020(9) 0.0079(8) -0.0006(9)
C3 0.0180(10) 0.0242(12) 0.0201(10) 0.0013(9) 0.0093(8) 0.0032(9)
C4 0.0189(10) 0.0233(11) 0.0223(10) 0.0008(9) 0.0093(8) 0.0007(9)
C5 0.0274(11) 0.0289(13) 0.0198(10) -0.0017(9) 0.0089(8) -0.0029(10)
C6 0.0265(11) 0.0350(14) 0.0200(10) -0.0058(10) 0.0043(8) 0.0000(11)
C7 0.0256(11) 0.0367(14) 0.0179(10) 0.0009(10) 0.0058(8) 0.0068(10)
C8 0.0248(11) 0.0301(13) 0.0215(10) 0.0032(10) 0.0102(8) 0.0046(10)
C9 0.0339(13) 0.0430(15) 0.0174(10) 0.0012(11) 0.0060(9) 0.0050(12)
C10 0.0363(13) 0.0388(15) 0.0158(10) 0.0019(10) 0.0098(9) 0.0024(12)
C11 0.0356(13) 0.0453(16) 0.0165(10) 0.0037(11) 0.0064(9) 0.0030(12)
C12 0.0377(14) 0.0432(15) 0.0190(11) 0.0019(11) 0.0095(9) 0.0004(12)
C13 0.0379(14) 0.0484(17) 0.0200(11) 0.0016(12) 0.0120(10) -0.0013(13)
C14 0.0476(16) 0.0469(17) 0.0222(11) 0.0040(12) 0.0162(11) 0.0032(14)
O15 0.0488(11) 0.0517(12) 0.0232(8) 0.0044(9) 0.0183(8) -0.0008(10)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          3.89(3)
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 . C4 4_656 1.735(2) yes
S1 . C2 . 1.746(2) yes
C2 . C3 . 1.408(3) yes
C2 . C8 . 1.396(3) yes
C3 . C4 . 1.433(3) yes
C3 . C5 . 1.395(3) yes
C4 . C4 4_656 1.357(4) yes
C5 . C6 . 1.382(3) yes
C5 . H51 . 0.937 no
C6 . C7 . 1.401(3) yes
C6 . H61 . 0.949 no
C7 . C8 . 1.385(3) yes
C7 . C9 . 1.511(3) yes
C8 . H81 . 0.949 no
C9 . C10 . 1.525(3) yes
C9 . H91 . 0.967 no
C9 . H92 . 0.978 no
C10 . C11 . 1.528(3) yes
C10 . H101 . 0.976 no
C10 . H102 . 0.970 no
C11 . C12 . 1.519(3) yes
C11 . H111 . 0.987 no
C11 . H112 . 0.967 no
C12 . C13 . 1.528(3) yes
C12 . H121 . 0.977 no
C12 . H122 . 0.970 no
C13 . C14 . 1.512(3) yes
C13 . H131 . 0.979 no
C13 . H132 . 0.965 no
C14 . O15 . 1.433(3) yes
C14 . H141 . 0.987 no
C14 . H142 . 0.963 no
O15 . H151 . 0.808 no
O15 . H152 . 0.820 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
C4 4_656 S1 . C2 . 90.36(10) yes
S1 . C2 . C3 . 112.89(15) yes
S1 . C2 . C8 . 125.40(18) yes
C3 . C2 . C8 . 121.7(2) yes
C2 . C3 . C4 . 109.62(19) yes
C2 . C3 . C5 . 118.55(19) yes
C4 . C3 . C5 . 131.8(2) yes
C3 . C4 . S1 4_656 132.88(18) yes
C3 . C4 . C4 4_656 114.4(2) yes
S1 4_656 C4 . C4 4_656 112.7(2) yes
C3 . C5 . C6 . 119.5(2) yes
C3 . C5 . H51 . 120.5 no
C6 . C5 . H51 . 120.0 no
C5 . C6 . C7 . 121.8(2) yes
C5 . C6 . H61 . 119.9 no
C7 . C6 . H61 . 118.3 no
C6 . C7 . C8 . 119.3(2) yes
C6 . C7 . C9 . 120.8(2) yes
C8 . C7 . C9 . 119.9(2) yes
C2 . C8 . C7 . 119.1(2) yes
C2 . C8 . H81 . 120.0 no
C7 . C8 . H81 . 120.9 no
C7 . C9 . C10 . 112.7(2) yes
C7 . C9 . H91 . 108.9 no
C10 . C9 . H91 . 108.1 no
C7 . C9 . H92 . 107.7 no
C10 . C9 . H92 . 108.3 no
H91 . C9 . H92 . 111.2 no
C9 . C10 . C11 . 113.3(2) yes
C9 . C10 . H101 . 107.4 no
C11 . C10 . H101 . 107.4 no
C9 . C10 . H102 . 109.5 no
C11 . C10 . H102 . 110.0 no
H101 . C10 . H102 . 109.2 no
C10 . C11 . C12 . 112.1(2) yes
C10 . C11 . H111 . 108.8 no
C12 . C11 . H111 . 109.1 no
C10 . C11 . H112 . 108.8 no
C12 . C11 . H112 . 109.8 no
H111 . C11 . H112 . 108.1 no
C11 . C12 . C13 . 113.3(2) yes
C11 . C12 . H121 . 109.6 no
C13 . C12 . H121 . 106.6 no
C11 . C12 . H122 . 108.7 no
C13 . C12 . H122 . 109.2 no
H121 . C12 . H122 . 109.3 no
C12 . C13 . C14 . 111.1(2) yes
C12 . C13 . H131 . 107.8 no
C14 . C13 . H131 . 108.9 no
C12 . C13 . H132 . 108.3 no
C14 . C13 . H132 . 110.1 no
H131 . C13 . H132 . 110.5 no
C13 . C14 . O15 . 111.1(2) yes
C13 . C14 . H141 . 110.9 no
O15 . C14 . H141 . 109.3 no
C13 . C14 . H142 . 110.0 no
O15 . C14 . H142 . 107.2 no
H141 . C14 . H142 . 108.3 no
C14 . O15 . H151 . 106.3 no
C14 . O15 . H152 . 104.7 no
H151 . O15 . H152 . 110.5 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
O15 . H151 . O15 2_766 164.74(10) 0.808 1.926 2.714(3) yes
O15 . H152 . O15 5_756 171.00(9) 0.820 1.894 2.708(3) yes


_iucr_refine_instructions_details 
;
#
# Punched on 10/02/16 at 11:15: 2
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S)
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  92,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S)
RIDE O   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
END                                                                             
#
# Punched on 10/02/16 at 11:15: 2
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE)
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
# start Validation Reply Form
_vrf_PLAT919_95K                 
;
PROBLEM: Reflection # Likely Affected by the Beamstop ...          1 Check
RESPONSE: The flagged reflection (004) appeared NOt to be affected by
the beamstop
;
####################################################################### 
# 
# 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_135K
_database_code_depnum_ccdc_archive 'CCDC 1810681'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-21 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                   7.8560(7)
_cell_length_b                   5.8413(6)
_cell_length_c                   49.561(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.460(8)
_cell_angle_gamma                90
_cell_volume                     2263.98(18)
_cell_measurement_reflns_used    2024
_cell_measurement_theta_min      3.5270
_cell_measurement_theta_max      26.9210
_cell_oxdiff_length_a            7.8563(5)
_cell_oxdiff_length_b            5.8406(5)
_cell_oxdiff_length_c            49.565(3)
_cell_oxdiff_angle_alpha         90.044(6)
_cell_oxdiff_angle_beta          95.469(6)
_cell_oxdiff_angle_gamma         89.994(6)
_cell_oxdiff_volume              2264.0(3)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  '-I 2ya'
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
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-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'
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            4

_chemical_formula_sum            'C26 H32 O2 S2'
_chemical_formula_moiety         'C26 H32 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         440.66


_cell_measurement_temperature    135

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.400
_exptl_absorpt_correction_T_min  0.77200
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.847
_oxdiff_exptl_absorpt_empirical_full_max 1.475
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.256
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143

_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       0.78
_montpellier_reflns_completeness_maxres 86.24
_montpellier_reflns_redundancy_maxres 2.95

#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 1.83 4.8 75.85 0.018 99.6 99.59
1 1.83 1.43 4.2 51.62 0.030 100.0 99.79
2 1.43 1.24 3.7 36.94 0.035 100.0 99.86
3 1.24 1.12 3.2 29.47 0.032 100.0 99.90
4 1.12 1.04 2.8 20.68 0.033 100.0 99.92
5 1.04 0.97 2.7 17.04 0.039 100.0 99.93
6 0.97 0.93 2.5 14.61 0.049 100.0 99.94
7 0.93 0.88 2.4 10.80 0.062 100.0 99.95
8 0.88 0.84 1.9 9.78 0.063 91.3 98.90
9 0.84 0.78 1.3 7.23 0.078 40.2 86.24
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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      -0.0622019383
_diffrn_orient_matrix_UB_12      -0.0486958049
_diffrn_orient_matrix_UB_13      0.0077471683
_diffrn_orient_matrix_UB_21      0.0627144984
_diffrn_orient_matrix_UB_22      -0.0120023208
_diffrn_orient_matrix_UB_23      0.0111869563
_diffrn_orient_matrix_UB_31      -0.0205832478
_diffrn_orient_matrix_UB_32      0.1106034279
_diffrn_orient_matrix_UB_33      0.0046367543
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  82.00   1.00   10.00    --   13.31  57.00  90.00   87
  2  ω     -3.00  27.00   1.00   10.00    --  -14.02-100.00  90.00   30
  3  ω    -59.00  46.00   1.00   10.00    --   13.31 -19.00 -90.00  105
  4  ω    -42.00  52.00   1.00   10.00    --  -14.02  77.00-150.00   94
  5  ω    -50.00 -24.00   1.00   10.00    --  -14.02 108.00 -92.00   26
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      135
_diffrn_reflns_number            6798
_reflns_number_total             2191
_diffrn_reflns_av_R_equivalents  0.027
_diffrn_reflns_av_unetI/netI     0.0326
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2191 
# Theoretical number of reflections is about 5061 


_diffrn_reflns_theta_min         1.651
_diffrn_reflns_theta_max         27.231
_diffrn_measured_fraction_theta_max 0.866

_diffrn_reflns_theta_full        25.226
_diffrn_measured_fraction_theta_full 0.982


_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -61
_diffrn_reflns_limit_l_max       44
_reflns_limit_h_min              -9
_reflns_limit_h_max              9
_reflns_limit_k_min              0
_reflns_limit_k_max              7
_reflns_limit_l_min              0
_reflns_limit_l_max              61

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.23
_refine_diff_density_max         0.25


# 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_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         2134
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0378
_refine_ls_wR_factor_ref         0.0813
_refine_ls_goodness_of_fit_ref   0.9222
_refine_ls_shift/su_max          0.0034421
_refine_ls_shift/su_mean         0.0001021


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2191
_refine_ls_R_factor_all          0.0391
_refine_ls_wR_factor_all         0.0840

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1948
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_gt          0.0776

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_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, 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: 
 0.194E+04 0.316E+04 0.196E+04 825. 182.
;

# 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 0.84131(5) 0.54121(7) 0.731586(7) 0.0241 1.0000 Uani . . . . . .
C2 C 0.74274(19) 0.3710(3) 0.70583(3) 0.0223 1.0000 Uani . . . . . .
C3 C 0.67713(18) 0.1661(3) 0.71542(3) 0.0211 1.0000 Uani . . . . . .
C4 C 0.70839(18) 0.1567(3) 0.74432(3) 0.0203 1.0000 Uani . . . . . .
C5 C 0.5914(2) 0.0160(3) 0.69687(3) 0.0259 1.0000 Uani . . . . . .
C6 C 0.5741(2) 0.0729(3) 0.66968(3) 0.0294 1.0000 Uani . . . . . .
C7 C 0.6386(2) 0.2773(3) 0.66014(3) 0.0281 1.0000 Uani . . . . . .
C8 C 0.7251(2) 0.4267(3) 0.67827(3) 0.0257 1.0000 Uani . . . . . .
C9 C 0.6198(2) 0.3349(3) 0.63014(3) 0.0342 1.0000 Uani . . . . . .
C10 C 0.7545(2) 0.2195(3) 0.61480(3) 0.0324 1.0000 Uani . . . . . .
C11 C 0.7548(2) 0.3017(4) 0.58560(3) 0.0366 1.0000 Uani . . . . . .
C12 C 0.8980(2) 0.1965(4) 0.57124(3) 0.0378 1.0000 Uani . . . . . .
C13 C 0.9138(2) 0.2946(4) 0.54315(3) 0.0403 1.0000 Uani . . . . . .
C14 C 1.0650(3) 0.1988(4) 0.53058(4) 0.0457 1.0000 Uani . . . . . .
O15 O 1.08301(19) 0.2991(3) 0.50468(3) 0.0510 1.0000 Uani . . . . . .
H51 H 0.5479 -0.1226 0.7025 0.0304 1.0000 Uiso R . . . . .
H61 H 0.5139 -0.0288 0.6571 0.0351 1.0000 Uiso R . . . . .
H81 H 0.7703 0.5675 0.6723 0.0311 1.0000 Uiso R . . . . .
H91 H 0.6301 0.5010 0.6285 0.0408 1.0000 Uiso R . . . . .
H92 H 0.5056 0.2880 0.6227 0.0410 1.0000 Uiso R . . . . .
H101 H 0.8661 0.2512 0.6246 0.0384 1.0000 Uiso R . . . . .
H102 H 0.7381 0.0540 0.6153 0.0388 1.0000 Uiso R . . . . .
H111 H 0.7702 0.4666 0.5859 0.0433 1.0000 Uiso R . . . . .
H112 H 0.6458 0.2632 0.5752 0.0434 1.0000 Uiso R . . . . .
H121 H 1.0057 0.2216 0.5823 0.0447 1.0000 Uiso R . . . . .
H122 H 0.8826 0.0317 0.5698 0.0442 1.0000 Uiso R . . . . .
H131 H 0.9278 0.4591 0.5448 0.0473 1.0000 Uiso R . . . . .
H132 H 0.8082 0.2666 0.5312 0.0481 1.0000 Uiso R . . . . .
H141 H 1.1711 0.2286 0.5423 0.0545 1.0000 Uiso R . . . . .
H142 H 1.0514 0.0339 0.5277 0.0549 1.0000 Uiso R . . . . .
H151 H 1.0399 0.4232 0.5046 0.0640 0.5000 Uiso R . . . . .
H152 H 1.1853 0.3039 0.5033 0.0640 0.5000 Uiso R . . . . .
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
S1 0.0316(2) 0.0241(2) 0.0180(2) 0.00034(14) 0.00922(15) -0.00513(15)
C2 0.0228(7) 0.0253(8) 0.0199(7) -0.0015(6) 0.0081(6) 0.0007(6)
C3 0.0198(7) 0.0259(8) 0.0190(7) -0.0008(6) 0.0085(5) 0.0019(6)
C4 0.0201(7) 0.0236(7) 0.0186(7) 0.0001(6) 0.0091(5) 0.0000(6)
C5 0.0272(8) 0.0293(8) 0.0223(8) -0.0024(6) 0.0075(6) -0.0025(6)
C6 0.0306(9) 0.0368(10) 0.0209(8) -0.0052(7) 0.0036(6) -0.0011(7)
C7 0.0286(8) 0.0396(10) 0.0172(7) 0.0010(7) 0.0076(6) 0.0069(7)
C8 0.0283(8) 0.0302(9) 0.0205(7) 0.0025(6) 0.0118(6) 0.0029(6)
C9 0.0385(9) 0.0471(11) 0.0177(8) 0.0041(7) 0.0057(7) 0.0066(8)
C10 0.0372(9) 0.0439(10) 0.0171(7) 0.0042(7) 0.0081(6) 0.0028(8)
C11 0.0416(10) 0.0525(12) 0.0166(8) 0.0051(7) 0.0081(7) 0.0026(9)
C12 0.0436(10) 0.0507(12) 0.0206(8) 0.0031(8) 0.0115(7) 0.0021(9)
C13 0.0474(11) 0.0543(12) 0.0213(8) 0.0045(8) 0.0144(7) -0.0005(9)
C14 0.0558(12) 0.0565(13) 0.0280(9) 0.0033(9) 0.0209(9) 0.0017(10)
O15 0.0627(9) 0.0651(10) 0.0292(7) 0.0057(7) 0.0253(6) -0.0013(8)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          4.03(5)
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 . C4 4_656 1.7331(15) yes
S1 . C2 . 1.7405(16) yes
C2 . C3 . 1.403(2) yes
C2 . C8 . 1.398(2) yes
C3 . C4 . 1.431(2) yes
C3 . C5 . 1.396(2) yes
C4 . C4 4_656 1.365(3) yes
C5 . C6 . 1.382(2) yes
C5 . H51 . 0.932 no
C6 . C7 . 1.397(2) yes
C6 . H61 . 0.953 no
C7 . C8 . 1.384(2) yes
C7 . C9 . 1.518(2) yes
C8 . H81 . 0.954 no
C9 . C10 . 1.518(2) yes
C9 . H91 . 0.978 no
C9 . H92 . 0.977 no
C10 . C11 . 1.525(2) yes
C10 . H101 . 0.978 no
C10 . H102 . 0.976 no
C11 . C12 . 1.517(3) yes
C11 . H111 . 0.971 no
C11 . H112 . 0.983 no
C12 . C13 . 1.521(2) yes
C12 . H121 . 0.974 no
C12 . H122 . 0.972 no
C13 . C14 . 1.501(3) yes
C13 . H131 . 0.970 no
C13 . H132 . 0.986 no
C14 . O15 . 1.430(2) yes
C14 . H141 . 0.986 no
C14 . H142 . 0.978 no
O15 . H151 . 0.800 no
O15 . H152 . 0.813 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
C4 4_656 S1 . C2 . 90.61(7) yes
S1 . C2 . C3 . 113.01(11) yes
S1 . C2 . C8 . 125.40(13) yes
C3 . C2 . C8 . 121.59(15) yes
C2 . C3 . C4 . 109.76(14) yes
C2 . C3 . C5 . 118.82(14) yes
C4 . C3 . C5 . 131.37(15) yes
C3 . C4 . S1 4_656 133.39(12) yes
C3 . C4 . C4 4_656 114.33(17) yes
S1 4_656 C4 . C4 4_656 112.27(14) yes
C3 . C5 . C6 . 119.18(15) yes
C3 . C5 . H51 . 121.2 no
C6 . C5 . H51 . 119.6 no
C5 . C6 . C7 . 122.03(15) yes
C5 . C6 . H61 . 118.9 no
C7 . C6 . H61 . 119.0 no
C6 . C7 . C8 . 119.39(14) yes
C6 . C7 . C9 . 121.10(16) yes
C8 . C7 . C9 . 119.48(16) yes
C2 . C8 . C7 . 118.98(15) yes
C2 . C8 . H81 . 119.9 no
C7 . C8 . H81 . 121.1 no
C7 . C9 . C10 . 112.63(14) yes
C7 . C9 . H91 . 107.6 no
C10 . C9 . H91 . 109.4 no
C7 . C9 . H92 . 108.0 no
C10 . C9 . H92 . 110.1 no
H91 . C9 . H92 . 109.0 no
C9 . C10 . C11 . 113.57(15) yes
C9 . C10 . H101 . 107.6 no
C11 . C10 . H101 . 109.2 no
C9 . C10 . H102 . 109.2 no
C11 . C10 . H102 . 110.2 no
H101 . C10 . H102 . 106.8 no
C10 . C11 . C12 . 112.71(15) yes
C10 . C11 . H111 . 108.0 no
C12 . C11 . H111 . 108.2 no
C10 . C11 . H112 . 110.2 no
C12 . C11 . H112 . 108.0 no
H111 . C11 . H112 . 109.6 no
C11 . C12 . C13 . 113.90(16) yes
C11 . C12 . H121 . 108.6 no
C13 . C12 . H121 . 108.4 no
C11 . C12 . H122 . 110.1 no
C13 . C12 . H122 . 108.9 no
H121 . C12 . H122 . 106.7 no
C12 . C13 . C14 . 112.08(17) yes
C12 . C13 . H131 . 108.3 no
C14 . C13 . H131 . 108.5 no
C12 . C13 . H132 . 110.5 no
C14 . C13 . H132 . 110.0 no
H131 . C13 . H132 . 107.3 no
C13 . C14 . O15 . 111.70(17) yes
C13 . C14 . H141 . 110.3 no
O15 . C14 . H141 . 107.9 no
C13 . C14 . H142 . 110.4 no
O15 . C14 . H142 . 106.8 no
H141 . C14 . H142 . 109.6 no
C14 . O15 . H151 . 107.2 no
C14 . O15 . H152 . 105.7 no
H151 . O15 . H152 . 113.0 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
O15 . H151 . O15 2_766 165.59(8) 0.800 1.921 2.704(2) yes
O15 . H152 . O15 5_756 172.09(8) 0.813 1.900 2.708(2) yes


_iucr_refine_instructions_details 
;
#
# Punched on 10/02/16 at 11:20:55
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S)
RIDE C   (   9,X'S) H   (  92,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S)
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) 
RIDE O   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
END                                                                             
#
# Punched on 10/02/16 at 11:20:55
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_215K
_database_code_depnum_ccdc_archive 'CCDC 1810684'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-21 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                   8.0891(6)
_cell_length_b                   5.7282(4)
_cell_length_c                   49.849(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.255(6)
_cell_angle_gamma                90
_cell_volume                     2303.46(19)
_cell_measurement_reflns_used    2290
_cell_measurement_theta_min      3.5980
_cell_measurement_theta_max      27.5340
_cell_oxdiff_length_a            8.0888(5)
_cell_oxdiff_length_b            5.7279(3)
_cell_oxdiff_length_c            49.857(3)
_cell_oxdiff_angle_alpha         90.005(5)
_cell_oxdiff_angle_beta          94.304(5)
_cell_oxdiff_angle_gamma         90.009(5)
_cell_oxdiff_volume              2303.5(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  '-I 2ya'
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
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-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'
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            4

_chemical_formula_sum            'C26 H32 O2 S2'
_chemical_formula_moiety         'C26 H32 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         440.66


_cell_measurement_temperature    215

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.400
_exptl_absorpt_correction_T_min  0.95267
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
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 1.047
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.251
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143

_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 85.69
_montpellier_reflns_redundancy_maxres 3.09

#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 1.80 4.9 91.89 0.017 99.2 99.24
1 1.79 1.39 4.4 62.33 0.021 100.0 99.62
2 1.39 1.22 4.0 44.31 0.026 100.0 99.74
3 1.21 1.10 3.3 31.05 0.028 100.0 99.81
4 1.10 1.02 3.1 22.10 0.033 100.0 99.85
5 1.02 0.95 2.7 16.37 0.040 100.0 99.87
6 0.95 0.90 2.6 14.09 0.051 100.0 99.89
7 0.90 0.86 2.3 11.10 0.056 100.0 99.90
8 0.86 0.83 2.1 10.02 0.058 93.9 99.19
9 0.83 0.76 1.4 7.65 0.069 38.9 85.69
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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      0.0407023000
_diffrn_orient_matrix_UB_12      -0.0424737000
_diffrn_orient_matrix_UB_13      -0.0111331000
_diffrn_orient_matrix_UB_21      -0.0732454000
_diffrn_orient_matrix_UB_22      0.0182101000
_diffrn_orient_matrix_UB_23      -0.0084808000
_diffrn_orient_matrix_UB_31      0.0266724000
_diffrn_orient_matrix_UB_32      0.1148859000
_diffrn_orient_matrix_UB_33      -0.0027701000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  82.00   1.00   15.00    --   13.31  57.00  90.00   87
  2  ω     -3.00  27.00   1.00   15.00    --  -14.02-100.00  90.00   30
  3  ω    -59.00  46.00   1.00   15.00    --   13.31 -19.00 -90.00  105
  4  ω    -42.00  52.00   1.00   15.00    --  -14.02  77.00-150.00   94
  5  ω    -50.00 -24.00   1.00   15.00    --  -14.02 108.00 -92.00   26
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      215
_diffrn_reflns_number            7662
_reflns_number_total             2362
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_av_unetI/netI     0.0275
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2362 
# Theoretical number of reflections is about 5533 


_diffrn_reflns_theta_min         2.458
_diffrn_reflns_theta_max         27.948
_diffrn_measured_fraction_theta_max 0.853

_diffrn_reflns_theta_full        25.226
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_limit_l_max       64
_reflns_limit_h_min              -9
_reflns_limit_h_max              9
_reflns_limit_k_min              0
_reflns_limit_k_max              6
_reflns_limit_l_min              0
_reflns_limit_l_max              64

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.23
_refine_diff_density_max         0.23


# 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_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         2288
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0357
_refine_ls_wR_factor_ref         0.0736
_refine_ls_goodness_of_fit_ref   0.8551
_refine_ls_shift/su_max          0.0039958
_refine_ls_shift/su_mean         0.0001075


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2362
_refine_ls_R_factor_all          0.0373
_refine_ls_wR_factor_all         0.0773

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2106
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_gt          0.0711

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    mixed #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: 
 0.159E+04 0.261E+04 0.159E+04 659. 140. 
;

# 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 0.84771(4) 0.54097(6) 0.731488(6) 0.0341 1.0000 Uani . . . . . .
C2 C 0.75007(16) 0.3708(2) 0.70601(2) 0.0299 1.0000 Uani . . . . . .
C3 C 0.68010(15) 0.1661(2) 0.71575(2) 0.0283 1.0000 Uani . . . . . .
C4 C 0.70792(15) 0.1569(2) 0.74446(2) 0.0274 1.0000 Uani . . . . . .
C5 C 0.59538(17) 0.0159(3) 0.69754(3) 0.0350 1.0000 Uani . . . . . .
C6 C 0.58138(19) 0.0740(3) 0.67055(3) 0.0413 1.0000 Uani . . . . . .
C7 C 0.64979(18) 0.2782(3) 0.66087(3) 0.0382 1.0000 Uani . . . . . .
C8 C 0.73606(18) 0.4273(3) 0.67869(3) 0.0355 1.0000 Uani . . . . . .
C9 C 0.6346(2) 0.3355(3) 0.63112(3) 0.0477 1.0000 Uani . . . . . .
C10 C 0.7667(2) 0.2184(3) 0.61572(3) 0.0464 1.0000 Uani . . . . . .
C11 C 0.7694(2) 0.3022(4) 0.58671(3) 0.0527 1.0000 Uani . . . . . .
C12 C 0.9079(2) 0.1944(4) 0.57210(3) 0.0572 1.0000 Uani . . . . . .
C13 C 0.9244(3) 0.2971(4) 0.54419(3) 0.0635 1.0000 Uani . . . . . .
C14 C 1.0705(3) 0.1990(5) 0.53117(4) 0.0727 1.0000 Uani . . . . . .
O15 O 1.0888(2) 0.3038(4) 0.50559(3) 0.0884 1.0000 Uani . . . . . .
H51 H 0.5484 -0.1212 0.7034 0.0408 1.0000 Uiso R . . . . .
H61 H 0.5221 -0.0268 0.6583 0.0502 1.0000 Uiso R . . . . .
H81 H 0.7832 0.5662 0.6727 0.0412 1.0000 Uiso R . . . . .
H91 H 0.6438 0.5036 0.6294 0.0564 1.0000 Uiso R . . . . .
H92 H 0.5247 0.2868 0.6236 0.0569 1.0000 Uiso R . . . . .
H101 H 0.8760 0.2490 0.6252 0.0541 1.0000 Uiso R . . . . .
H102 H 0.7484 0.0515 0.6161 0.0546 1.0000 Uiso R . . . . .
H111 H 0.7837 0.4700 0.5871 0.0625 1.0000 Uiso R . . . . .
H112 H 0.6625 0.2657 0.5769 0.0619 1.0000 Uiso R . . . . .
H121 H 1.0124 0.2200 0.5829 0.0669 1.0000 Uiso R . . . . .
H122 H 0.8899 0.0266 0.5706 0.0674 1.0000 Uiso R . . . . .
H131 H 0.9383 0.4630 0.5461 0.0744 1.0000 Uiso R . . . . .
H132 H 0.8221 0.2695 0.5327 0.0743 1.0000 Uiso R . . . . .
H141 H 1.1717 0.2277 0.5426 0.0866 1.0000 Uiso R . . . . .
H142 H 1.0563 0.0336 0.5281 0.0861 1.0000 Uiso R . . . . .
H151 H 1.0398 0.4232 0.5046 0.1141 0.5000 Uiso . . . . . .
H152 H 1.1853 0.3039 0.5033 0.1140 0.5000 Uiso . . . . . .
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
S1 0.0455(2) 0.0319(2) 0.02603(17) 0.00045(13) 0.00971(14) -0.00885(14)
C2 0.0324(6) 0.0323(7) 0.0260(6) -0.0011(5) 0.0091(5) 0.0014(5)
C3 0.0284(6) 0.0321(7) 0.0252(6) -0.0004(5) 0.0079(5) 0.0017(5)
C4 0.0285(6) 0.0294(7) 0.0252(6) 0.0005(5) 0.0081(5) 0.0004(5)
C5 0.0375(7) 0.0379(8) 0.0301(6) -0.0032(6) 0.0055(5) -0.0055(6)
C6 0.0427(8) 0.0507(9) 0.0304(7) -0.0074(7) 0.0013(6) -0.0030(7)
C7 0.0413(8) 0.0499(9) 0.0240(6) 0.0011(6) 0.0058(5) 0.0079(6)
C8 0.0416(8) 0.0382(8) 0.0282(6) 0.0040(6) 0.0119(5) 0.0033(6)
C9 0.0549(9) 0.0624(11) 0.0261(7) 0.0047(7) 0.0039(6) 0.0091(8)
C10 0.0562(9) 0.0598(10) 0.0240(6) 0.0059(7) 0.0075(6) 0.0038(8)
C11 0.0600(10) 0.0735(12) 0.0253(7) 0.0081(8) 0.0086(7) 0.0030(9)
C12 0.0652(11) 0.0780(14) 0.0300(8) 0.0063(8) 0.0136(7) 0.0020(10)
C13 0.0704(12) 0.0885(15) 0.0337(8) 0.0083(9) 0.0183(8) 0.0000(11)
C14 0.0844(15) 0.0941(17) 0.0432(10) 0.0074(11) 0.0295(10) 0.0034(13)
O15 0.1036(12) 0.1171(15) 0.0500(8) 0.0146(9) 0.0424(8) 0.0030(11)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          3.96(4)
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 . C4 4_656 1.7335(13) yes
S1 . C2 . 1.7432(14) yes
C2 . C3 . 1.4040(19) yes
C2 . C8 . 1.3961(18) yes
C3 . C4 . 1.4333(17) yes
C3 . C5 . 1.3933(19) yes
C4 . C4 4_656 1.360(3) yes
C5 . C6 . 1.382(2) yes
C5 . H51 . 0.929 no
C6 . C7 . 1.395(2) yes
C6 . H61 . 0.944 no
C7 . C8 . 1.383(2) yes
C7 . C9 . 1.5153(19) yes
C8 . H81 . 0.941 no
C9 . C10 . 1.517(2) yes
C9 . H91 . 0.970 no
C9 . H92 . 0.980 no
C10 . C11 . 1.5251(19) yes
C10 . H101 . 0.987 no
C10 . H102 . 0.968 no
C11 . C12 . 1.513(2) yes
C11 . H111 . 0.968 no
C11 . H112 . 0.984 no
C12 . C13 . 1.526(2) yes
C12 . H121 . 0.979 no
C12 . H122 . 0.974 no
C13 . C14 . 1.499(3) yes
C13 . H131 . 0.961 no
C13 . H132 . 0.982 no
C14 . O15 . 1.427(2) yes
C14 . H141 . 0.976 no
C14 . H142 . 0.965 no
O15 . H151 . 0.790 no
O15 . H152 . 0.796 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
C4 4_656 S1 . C2 . 90.65(6) yes
S1 . C2 . C3 . 112.80(9) yes
S1 . C2 . C8 . 125.50(11) yes
C3 . C2 . C8 . 121.69(13) yes
C2 . C3 . C4 . 109.79(12) yes
C2 . C3 . C5 . 118.81(12) yes
C4 . C3 . C5 . 131.37(13) yes
C3 . C4 . S1 4_656 133.25(10) yes
C3 . C4 . C4 4_656 114.42(14) yes
S1 4_656 C4 . C4 4_656 112.31(12) yes
C3 . C5 . C6 . 119.08(14) yes
C3 . C5 . H51 . 120.6 no
C6 . C5 . H51 . 120.3 no
C5 . C6 . C7 . 122.16(14) yes
C5 . C6 . H61 . 118.8 no
C7 . C6 . H61 . 119.0 no
C6 . C7 . C8 . 119.33(13) yes
C6 . C7 . C9 . 120.98(14) yes
C8 . C7 . C9 . 119.68(15) yes
C2 . C8 . C7 . 118.93(14) yes
C2 . C8 . H81 . 120.1 no
C7 . C8 . H81 . 120.9 no
C7 . C9 . C10 . 113.00(13) yes
C7 . C9 . H91 . 107.5 no
C10 . C9 . H91 . 109.4 no
C7 . C9 . H92 . 108.5 no
C10 . C9 . H92 . 109.5 no
H91 . C9 . H92 . 108.8 no
C9 . C10 . C11 . 113.62(14) yes
C9 . C10 . H101 . 108.6 no
C11 . C10 . H101 . 108.8 no
C9 . C10 . H102 . 108.2 no
C11 . C10 . H102 . 110.0 no
H101 . C10 . H102 . 107.4 no
C10 . C11 . C12 . 113.02(15) yes
C10 . C11 . H111 . 107.8 no
C12 . C11 . H111 . 108.8 no
C10 . C11 . H112 . 109.4 no
C12 . C11 . H112 . 109.1 no
H111 . C11 . H112 . 108.6 no
C11 . C12 . C13 . 113.54(17) yes
C11 . C12 . H121 . 108.2 no
C13 . C12 . H121 . 108.4 no
C11 . C12 . H122 . 109.2 no
C13 . C12 . H122 . 109.3 no
H121 . C12 . H122 . 108.0 no
C12 . C13 . C14 . 112.03(18) yes
C12 . C13 . H131 . 108.1 no
C14 . C13 . H131 . 108.8 no
C12 . C13 . H132 . 110.0 no
C14 . C13 . H132 . 110.2 no
H131 . C13 . H132 . 107.6 no
C13 . C14 . O15 . 111.51(19) yes
C13 . C14 . H141 . 109.8 no
O15 . C14 . H141 . 108.1 no
C13 . C14 . H142 . 110.4 no
O15 . C14 . H142 . 106.8 no
H141 . C14 . H142 . 110.1 no
C14 . O15 . H151 . 109.5 no
C14 . O15 . H152 . 107.1 no
H151 . O15 . H152 . 118.9 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
O15 . H151 . O15 2_766 167.85(7) 0.790 1.926 2.703(2) yes
O15 . H152 . O15 5_756 174.65(6) 0.796 1.913 2.707(2) yes


_iucr_refine_instructions_details 
;
#
# Punched on 10/02/16 at 11:30:17
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  92,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) 
END                                                                             
#
# Punched on 10/02/16 at 11:30:17
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_155K
_database_code_depnum_ccdc_archive 'CCDC 1810679'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-21 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                   7.9306(5)
_cell_length_b                   5.8288(4)
_cell_length_c                   49.645(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.171(5)
_cell_angle_gamma                90
_cell_volume                     2285.51(14)
_cell_measurement_reflns_used    2300
_cell_measurement_theta_min      3.4930
_cell_measurement_theta_max      27.6610
_cell_oxdiff_length_a            7.9148(5)
_cell_oxdiff_length_b            5.8244(4)
_cell_oxdiff_length_c            49.591(3)
_cell_oxdiff_angle_alpha         90.005(5)
_cell_oxdiff_angle_beta          95.142(5)
_cell_oxdiff_angle_gamma         90.016(5)
_cell_oxdiff_volume              2276.9(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  '-I 2ya'
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
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-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'
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            'C26 H32 O2 S2'
_chemical_formula_moiety         'C26 H32 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         440.66


_cell_measurement_temperature    155

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.400
_exptl_absorpt_correction_T_min  0.89424
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.924
_oxdiff_exptl_absorpt_empirical_full_max 1.392
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.253
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143

_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 87.56
_montpellier_reflns_redundancy_maxres 3.34

#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 1.78 5.6 65.59 0.018 99.2 99.24
1 1.78 1.39 4.9 38.45 0.026 100.0 99.62
2 1.39 1.21 4.2 28.29 0.037 100.0 99.75
3 1.21 1.09 3.8 21.69 0.039 100.0 99.81
4 1.09 1.01 3.2 15.31 0.048 100.0 99.85
5 1.01 0.95 3.0 11.30 0.059 100.0 99.87
6 0.95 0.90 2.7 10.07 0.072 100.0 99.89
7 0.90 0.86 2.6 7.19 0.081 100.0 99.90
8 0.86 0.82 2.0 6.67 0.082 91.9 98.95
9 0.82 0.76 1.4 4.49 0.135 43.2 87.56
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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      0.0611393672
_diffrn_orient_matrix_UB_12      -0.0489067080
_diffrn_orient_matrix_UB_13      -0.0079065989
_diffrn_orient_matrix_UB_21      -0.0627149356
_diffrn_orient_matrix_UB_22      -0.0112498890
_diffrn_orient_matrix_UB_23      -0.0110685217
_diffrn_orient_matrix_UB_31      0.0206186710
_diffrn_orient_matrix_UB_32      0.1109599467
_diffrn_orient_matrix_UB_33      -0.0046052689
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  84.00   1.00    4.00    --   13.31  38.00 -90.00   93
  2  ω    -17.00  26.00   1.00    4.00    --  -14.02-100.00 -90.00   43
  3  ω    -56.00  39.00   1.00    4.00    --   13.31 -77.00 -30.00   95
  4  ω    -24.00  54.00   1.00    4.00    --   13.31-100.00  90.00   78
  5  ω    -38.00  28.00   1.00    4.00    --   13.31 -57.00 120.00   66
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      155
_diffrn_reflns_number            8237
_reflns_number_total             2376
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_av_unetI/netI     0.0421
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2376 
# Theoretical number of reflections is about 5295 


_diffrn_reflns_theta_min         2.472
_diffrn_reflns_theta_max         27.819
_diffrn_measured_fraction_theta_max 0.874

_diffrn_reflns_theta_full        25.226
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -63
_diffrn_reflns_limit_l_max       47
_reflns_limit_h_min              -10
_reflns_limit_h_max              10
_reflns_limit_k_min              0
_reflns_limit_k_max              7
_reflns_limit_l_min              0
_reflns_limit_l_max              63

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.20
_refine_diff_density_max         0.26


# 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_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         2271
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0414
_refine_ls_wR_factor_ref         0.0545
_refine_ls_goodness_of_fit_ref   0.9734
_refine_ls_shift/su_max          0.0020336
_refine_ls_shift/su_mean         0.0000899


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2376
_refine_ls_R_factor_all          0.0442
_refine_ls_wR_factor_all         0.0625

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2012
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_gt          0.0519

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_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, 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: 
 917. 0.132E+04 652. 177. 
;

# 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 0.84250(6) 0.54122(8) 0.731563(8) 0.0264 1.0000 Uani . . . . . .
C2 C 0.74414(19) 0.3708(3) 0.70584(3) 0.0233 1.0000 Uani . . . . . .
C3 C 0.67783(19) 0.1666(3) 0.71551(3) 0.0218 1.0000 Uani . . . . . .
C4 C 0.70831(19) 0.1569(3) 0.74434(3) 0.0215 1.0000 Uani . . . . . .
C5 C 0.5925(2) 0.0164(3) 0.69701(3) 0.0277 1.0000 Uani . . . . . .
C6 C 0.5752(2) 0.0735(3) 0.66992(3) 0.0318 1.0000 Uani . . . . . .
C7 C 0.6410(2) 0.2780(3) 0.66031(3) 0.0297 1.0000 Uani . . . . . .
C8 C 0.7273(2) 0.4268(3) 0.67838(3) 0.0273 1.0000 Uani . . . . . .
C9 C 0.6223(2) 0.3343(4) 0.63040(3) 0.0372 1.0000 Uani . . . . . .
C10 C 0.7569(2) 0.2189(4) 0.61499(3) 0.0356 1.0000 Uani . . . . . .
C11 C 0.7581(2) 0.3019(4) 0.58585(3) 0.0397 1.0000 Uani . . . . . .
C12 C 0.8997(2) 0.1951(4) 0.57144(3) 0.0422 1.0000 Uani . . . . . .
C13 C 0.9152(3) 0.2958(4) 0.54334(4) 0.0452 1.0000 Uani . . . . . .
C14 C 1.0662(3) 0.1986(4) 0.53074(4) 0.0521 1.0000 Uani . . . . . .
O15 O 1.08423(19) 0.3002(3) 0.50486(3) 0.0585 1.0000 Uani . . . . . .
H51 H 0.5477 -0.1222 0.7029 0.0319 1.0000 Uiso R . . . . .
H61 H 0.5149 -0.0265 0.6574 0.0374 1.0000 Uiso R . . . . .
H81 H 0.7729 0.5685 0.6721 0.0326 1.0000 Uiso R . . . . .
H91 H 0.6329 0.4995 0.6283 0.0435 1.0000 Uiso R . . . . .
H92 H 0.5079 0.2847 0.6226 0.0438 1.0000 Uiso R . . . . .
H101 H 0.8684 0.2496 0.6245 0.0417 1.0000 Uiso R . . . . .
H102 H 0.7400 0.0542 0.6153 0.0419 1.0000 Uiso R . . . . .
H111 H 0.7739 0.4703 0.5863 0.0461 1.0000 Uiso R . . . . .
H112 H 0.6490 0.2689 0.5758 0.0467 1.0000 Uiso R . . . . .
H121 H 1.0056 0.2204 0.5823 0.0497 1.0000 Uiso R . . . . .
H122 H 0.8803 0.0287 0.5699 0.0492 1.0000 Uiso R . . . . .
H131 H 0.9285 0.4604 0.5449 0.0534 1.0000 Uiso R . . . . .
H132 H 0.8134 0.2602 0.5320 0.0541 1.0000 Uiso R . . . . .
H141 H 1.1713 0.2254 0.5424 0.0615 1.0000 Uiso R . . . . .
H142 H 1.0526 0.0381 0.5281 0.0620 1.0000 Uiso R . . . . .
H151 H 1.0400 0.4232 0.5046 0.0741 0.5000 Uiso R . . . . .
H152 H 1.1854 0.3039 0.5034 0.0740 0.5000 Uiso R . . . . .
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
S1 0.0346(2) 0.0254(2) 0.02014(18) 0.00010(18) 0.00789(15) -0.0062(2)
C2 0.0234(8) 0.0262(9) 0.0212(7) -0.0020(7) 0.0071(6) 0.0019(7)
C3 0.0211(8) 0.0267(9) 0.0185(7) -0.0003(7) 0.0060(6) 0.0022(7)
C4 0.0220(8) 0.0223(8) 0.0210(8) -0.0001(7) 0.0072(6) -0.0001(7)
C5 0.0291(8) 0.0302(10) 0.0246(8) -0.0024(7) 0.0067(6) -0.0046(8)
C6 0.0319(9) 0.0410(11) 0.0224(8) -0.0082(8) 0.0016(7) -0.0021(8)
C7 0.0297(9) 0.0409(11) 0.0191(8) 0.0011(8) 0.0053(6) 0.0070(8)
C8 0.0305(9) 0.0305(10) 0.0222(8) 0.0036(7) 0.0097(6) 0.0034(8)
C9 0.0415(11) 0.0500(12) 0.0201(8) 0.0036(9) 0.0023(7) 0.0074(10)
C10 0.0421(10) 0.0461(12) 0.0192(8) 0.0057(8) 0.0059(7) 0.0029(9)
C11 0.0447(11) 0.0549(13) 0.0198(8) 0.0055(9) 0.0050(7) 0.0026(10)
C12 0.0476(12) 0.0564(14) 0.0241(9) 0.0037(9) 0.0108(8) 0.0007(11)
C13 0.0514(12) 0.0623(15) 0.0235(9) 0.0047(10) 0.0121(8) -0.0021(11)
C14 0.0644(14) 0.0633(16) 0.0321(11) 0.0053(11) 0.0231(10) 0.0024(13)
O15 0.0714(10) 0.0744(12) 0.0339(8) 0.0075(8) 0.0284(7) 0.0005(9)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          4.02(3)
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 . C4 4_656 1.7362(16) yes
S1 . C2 . 1.7455(16) yes
C2 . C3 . 1.403(2) yes
C2 . C8 . 1.397(2) yes
C3 . C4 . 1.431(2) yes
C3 . C5 . 1.399(2) yes
C4 . C4 4_656 1.365(3) yes
C5 . C6 . 1.380(2) yes
C5 . H51 . 0.940 no
C6 . C7 . 1.402(3) yes
C6 . H61 . 0.949 no
C7 . C8 . 1.384(2) yes
C7 . C9 . 1.515(2) yes
C8 . H81 . 0.964 no
C9 . C10 . 1.524(2) yes
C9 . H91 . 0.973 no
C9 . H92 . 0.997 no
C10 . C11 . 1.526(2) yes
C10 . H101 . 0.981 no
C10 . H102 . 0.970 no
C11 . C12 . 1.519(2) yes
C11 . H111 . 0.989 no
C11 . H112 . 0.978 no
C12 . C13 . 1.528(2) yes
C12 . H121 . 0.966 no
C12 . H122 . 0.984 no
C13 . C14 . 1.511(3) yes
C13 . H131 . 0.968 no
C13 . H132 . 0.963 no
C14 . O15 . 1.434(2) yes
C14 . H141 . 0.983 no
C14 . H142 . 0.949 no
O15 . H151 . 0.798 no
O15 . H152 . 0.813 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
C4 4_656 S1 . C2 . 90.54(8) yes
S1 . C2 . C3 . 112.88(11) yes
S1 . C2 . C8 . 125.34(14) yes
C3 . C2 . C8 . 121.76(15) yes
C2 . C3 . C4 . 109.95(14) yes
C2 . C3 . C5 . 118.71(14) yes
C4 . C3 . C5 . 131.31(16) yes
C3 . C4 . S1 4_656 133.37(13) yes
C3 . C4 . C4 4_656 114.35(18) yes
S1 4_656 C4 . C4 4_656 112.27(15) yes
C3 . C5 . C6 . 119.24(17) yes
C3 . C5 . H51 . 120.5 no
C6 . C5 . H51 . 120.3 no
C5 . C6 . C7 . 121.97(17) yes
C5 . C6 . H61 . 119.3 no
C7 . C6 . H61 . 118.8 no
C6 . C7 . C8 . 119.31(15) yes
C6 . C7 . C9 . 120.76(17) yes
C8 . C7 . C9 . 119.92(17) yes
C2 . C8 . C7 . 119.00(16) yes
C2 . C8 . H81 . 120.5 no
C7 . C8 . H81 . 120.5 no
C7 . C9 . C10 . 112.65(15) yes
C7 . C9 . H91 . 108.5 no
C10 . C9 . H91 . 108.2 no
C7 . C9 . H92 . 108.8 no
C10 . C9 . H92 . 109.4 no
H91 . C9 . H92 . 109.3 no
C9 . C10 . C11 . 113.58(16) yes
C9 . C10 . H101 . 108.6 no
C11 . C10 . H101 . 108.5 no
C9 . C10 . H102 . 109.0 no
C11 . C10 . H102 . 109.9 no
H101 . C10 . H102 . 107.1 no
C10 . C11 . C12 . 112.61(16) yes
C10 . C11 . H111 . 107.7 no
C12 . C11 . H111 . 108.7 no
C10 . C11 . H112 . 109.9 no
C12 . C11 . H112 . 109.6 no
H111 . C11 . H112 . 108.2 no
C11 . C12 . C13 . 113.35(17) yes
C11 . C12 . H121 . 108.5 no
C13 . C12 . H121 . 108.1 no
C11 . C12 . H122 . 108.8 no
C13 . C12 . H122 . 109.5 no
H121 . C12 . H122 . 108.4 no
C12 . C13 . C14 . 111.47(18) yes
C12 . C13 . H131 . 108.9 no
C14 . C13 . H131 . 108.7 no
C12 . C13 . H132 . 108.5 no
C14 . C13 . H132 . 109.4 no
H131 . C13 . H132 . 109.9 no
C13 . C14 . O15 . 111.28(18) yes
C13 . C14 . H141 . 111.0 no
O15 . C14 . H141 . 108.3 no
C13 . C14 . H142 . 110.0 no
O15 . C14 . H142 . 107.6 no
H141 . C14 . H142 . 108.5 no
C14 . O15 . H151 . 107.7 no
C14 . O15 . H152 . 105.8 no
H151 . O15 . H152 . 114.3 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
O15 . H151 . O15 2_766 165.96(9) 0.798 1.926 2.707(3) yes
O15 . H152 . O15 5_756 172.60(8) 0.813 1.908 2.716(3) yes


_iucr_refine_instructions_details 
;
#
# Punched on 10/02/16 at 11:23:21
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  92,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) 
RIDE O   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
END                                                                             
#
# Punched on 10/02/16 at 11:23:21
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_175K
_database_code_depnum_ccdc_archive 'CCDC 1810687'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-21 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                   7.9631(6)
_cell_length_b                   5.8073(4)
_cell_length_c                   49.723(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.850(6)
_cell_angle_gamma                90
_cell_volume                     2291.14(15)
_cell_measurement_reflns_used    2066
_cell_measurement_theta_min      3.5580
_cell_measurement_theta_max      27.7130
_cell_oxdiff_length_a            7.9627(6)
_cell_oxdiff_length_b            5.8106(4)
_cell_oxdiff_length_c            49.698(3)
_cell_oxdiff_angle_alpha         90.022(6)
_cell_oxdiff_angle_beta          94.864(6)
_cell_oxdiff_angle_gamma         90.015(6)
_cell_oxdiff_volume              2291.1(3)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  '-I 2ya'
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
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-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'
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            'C26 H32 O2 S2'
_chemical_formula_moiety         'C26 H32 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         440.66


_cell_measurement_temperature    175

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.400
_exptl_absorpt_correction_T_min  0.97952
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.954
_oxdiff_exptl_absorpt_empirical_full_max 1.100
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.253
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143

_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       0.73
_montpellier_reflns_completeness_maxres 89.52
_montpellier_reflns_redundancy_maxres 3.57

#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 1.69 5.9 79.62 0.023 99.3 99.34
1 1.68 1.33 4.9 41.33 0.027 100.0 99.67
2 1.33 1.15 4.4 35.19 0.032 100.0 99.78
3 1.15 1.04 3.9 22.84 0.037 100.0 99.84
4 1.04 0.96 3.6 16.13 0.048 100.0 99.87
5 0.96 0.90 3.3 14.36 0.064 100.0 99.89
6 0.90 0.86 3.2 9.98 0.077 100.0 99.91
7 0.86 0.82 2.9 9.22 0.077 99.7 99.88
8 0.82 0.79 2.4 8.14 0.088 96.2 99.45
9 0.79 0.73 1.4 5.24 0.105 47.4 89.52
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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      0.0628211963
_diffrn_orient_matrix_UB_12      -0.0489547586
_diffrn_orient_matrix_UB_13      -0.0075344076
_diffrn_orient_matrix_UB_21      -0.0599894661
_diffrn_orient_matrix_UB_22      -0.0121369771
_diffrn_orient_matrix_UB_23      -0.0113022616
_diffrn_orient_matrix_UB_31      0.0211449583
_diffrn_orient_matrix_UB_32      0.1111631851
_diffrn_orient_matrix_UB_33      -0.0045456092
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -2.00  85.00   1.00    8.00    --   16.62  57.00   0.00   87
  2  ω    -12.00  86.00   1.00    8.00    --   16.62  77.00  90.00   98
  3  ω    -24.00  24.00   1.00    8.00    --  -17.25-100.00-120.00   48
  4  ω     34.00  91.00   1.00    8.00    --   16.62 179.00-150.00   57
  5  ω     32.00  91.00   1.00    8.00    --   16.62-179.00 -30.00   59
  6  ω    -52.00  35.00   1.00    8.00    --   16.62 -57.00 -30.00   87
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      175
_diffrn_reflns_number            10302
_reflns_number_total             2767
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_av_unetI/netI     0.0359
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2767
# Theoretical number of reflections is about 6146 


_diffrn_reflns_theta_min         2.467
_diffrn_reflns_theta_max         29.180
_diffrn_measured_fraction_theta_max 0.894

_diffrn_reflns_theta_full        25.226
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -61
_diffrn_reflns_limit_l_max       67
_reflns_limit_h_min              -10
_reflns_limit_h_max              10
_reflns_limit_k_min              0
_reflns_limit_k_max              7
_reflns_limit_l_min              0
_reflns_limit_l_max              66

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.23
_refine_diff_density_max         0.30


# 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_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         2653
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0403
_refine_ls_wR_factor_ref         0.0848
_refine_ls_goodness_of_fit_ref   0.8841
_refine_ls_shift/su_max          0.0025425
_refine_ls_shift/su_mean         0.0001114


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2767
_refine_ls_R_factor_all          0.0427
_refine_ls_wR_factor_all         0.0868

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2369
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_gt          0.0809

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_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, 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: 
 0.202E+04 0.332E+04 0.213E+04 947. 271. 
;

# 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 0.84387(4) 0.54100(6) 0.731549(6) 0.0285 1.0000 Uani . . . . . .
C2 C 0.74594(16) 0.3711(2) 0.70592(3) 0.0256 1.0000 Uani . . . . . .
C3 C 0.67854(16) 0.1659(2) 0.71560(3) 0.0241 1.0000 Uani . . . . . .
C4 C 0.70810(16) 0.1566(2) 0.74435(3) 0.0239 1.0000 Uani . . . . . .
C5 C 0.59317(18) 0.0160(3) 0.69717(3) 0.0301 1.0000 Uani . . . . . .
C6 C 0.57676(19) 0.0736(3) 0.67004(3) 0.0349 1.0000 Uani . . . . . .
C7 C 0.64325(18) 0.2779(3) 0.66043(3) 0.0328 1.0000 Uani . . . . . .
C8 C 0.72940(18) 0.4268(3) 0.67849(3) 0.0303 1.0000 Uani . . . . . .
C9 C 0.6256(2) 0.3347(3) 0.63057(3) 0.0406 1.0000 Uani . . . . . .
C10 C 0.7592(2) 0.2187(3) 0.61511(3) 0.0392 1.0000 Uani . . . . . .
C11 C 0.7605(2) 0.3020(4) 0.58605(3) 0.0442 1.0000 Uani . . . . . .
C12 C 0.9018(2) 0.1955(4) 0.57158(3) 0.0461 1.0000 Uani . . . . . .
C13 C 0.9175(2) 0.2960(4) 0.54349(3) 0.0503 1.0000 Uani . . . . . .
C14 C 1.0672(3) 0.1987(4) 0.53078(4) 0.0582 1.0000 Uani . . . . . .
O15 O 1.0851(2) 0.3007(3) 0.50502(3) 0.0676 1.0000 Uani . . . . . .
H51 H 0.5490 -0.1223 0.7027 0.0355 1.0000 Uiso R . . . . .
H61 H 0.5176 -0.0270 0.6577 0.0426 1.0000 Uiso R . . . . .
H81 H 0.7738 0.5657 0.6725 0.0357 1.0000 Uiso R . . . . .
H91 H 0.6346 0.5013 0.6290 0.0485 1.0000 Uiso R . . . . .
H92 H 0.5146 0.2844 0.6229 0.0490 1.0000 Uiso R . . . . .
H101 H 0.8710 0.2475 0.6249 0.0460 1.0000 Uiso R . . . . .
H102 H 0.7411 0.0516 0.6154 0.0461 1.0000 Uiso R . . . . .
H111 H 0.7747 0.4682 0.5863 0.0524 1.0000 Uiso R . . . . .
H112 H 0.6530 0.2642 0.5757 0.0526 1.0000 Uiso R . . . . .
H121 H 1.0079 0.2204 0.5825 0.0546 1.0000 Uiso R . . . . .
H122 H 0.8848 0.0280 0.5701 0.0549 1.0000 Uiso R . . . . .
H131 H 0.9306 0.4627 0.5452 0.0597 1.0000 Uiso R . . . . .
H132 H 0.8130 0.2663 0.5317 0.0601 1.0000 Uiso R . . . . .
H141 H 1.1709 0.2300 0.5424 0.0691 1.0000 Uiso R . . . . .
H142 H 1.0544 0.0330 0.5279 0.0692 1.0000 Uiso R . . . . .
H151 H 1.0399 0.4234 0.5047 0.0840 0.5000 Uiso R . . . . .
H152 H 1.1854 0.3040 0.5034 0.0840 0.5000 Uiso R . . . . .
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
S1 0.03727(18) 0.02684(18) 0.02250(16) 0.00028(12) 0.00912(12) -0.00695(13)
C2 0.0267(6) 0.0282(7) 0.0229(6) -0.0019(5) 0.0084(5) 0.0005(5)
C3 0.0238(6) 0.0276(6) 0.0219(6) -0.0008(5) 0.0073(4) 0.0011(5)
C4 0.0252(6) 0.0254(6) 0.0220(6) -0.0002(5) 0.0074(4) -0.0004(5)
C5 0.0330(7) 0.0329(7) 0.0250(6) -0.0032(5) 0.0057(5) -0.0041(6)
C6 0.0361(7) 0.0448(9) 0.0237(6) -0.0061(6) 0.0024(5) -0.0029(6)
C7 0.0341(7) 0.0441(9) 0.0208(6) 0.0010(6) 0.0058(5) 0.0069(6)
C8 0.0345(7) 0.0330(7) 0.0249(6) 0.0039(5) 0.0108(5) 0.0042(6)
C9 0.0463(9) 0.0531(10) 0.0224(6) 0.0031(7) 0.0038(6) 0.0081(8)
C10 0.0464(9) 0.0508(10) 0.0213(6) 0.0050(6) 0.0076(6) 0.0037(7)
C11 0.0500(9) 0.0625(11) 0.0210(7) 0.0058(7) 0.0075(6) 0.0034(8)
C12 0.0536(10) 0.0615(12) 0.0248(7) 0.0049(7) 0.0126(6) 0.0040(9)
C13 0.0566(10) 0.0707(13) 0.0255(7) 0.0053(8) 0.0140(7) -0.0007(9)
C14 0.0686(13) 0.0735(14) 0.0361(9) 0.0053(9) 0.0246(9) 0.0022(11)
O15 0.0819(10) 0.0861(12) 0.0395(7) 0.0087(7) 0.0333(7) 0.0008(9)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          4.03(5)
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 . C4 4_656 1.7343(13) yes
S1 . C2 . 1.7431(14) yes
C2 . C3 . 1.4082(19) yes
C2 . C8 . 1.3968(18) yes
C3 . C4 . 1.4301(17) yes
C3 . C5 . 1.3980(19) yes
C4 . C4 4_656 1.369(3) yes
C5 . C6 . 1.385(2) yes
C5 . H51 . 0.928 no
C6 . C7 . 1.400(2) yes
C6 . H61 . 0.945 no
C7 . C8 . 1.386(2) yes
C7 . C9 . 1.5158(19) yes
C8 . H81 . 0.939 no
C9 . C10 . 1.522(2) yes
C9 . H91 . 0.974 no
C9 . H92 . 0.977 no
C10 . C11 . 1.5246(19) yes
C10 . H101 . 0.992 no
C10 . H102 . 0.981 no
C11 . C12 . 1.518(2) yes
C11 . H111 . 0.971 no
C11 . H112 . 0.986 no
C12 . C13 . 1.528(2) yes
C12 . H121 . 0.977 no
C12 . H122 . 0.984 no
C13 . C14 . 1.506(3) yes
C13 . H131 . 0.977 no
C13 . H132 . 0.990 no
C14 . O15 . 1.429(2) yes
C14 . H141 . 0.984 no
C14 . H142 . 0.977 no
O15 . H151 . 0.797 no
O15 . H152 . 0.810 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
C4 4_656 S1 . C2 . 90.71(6) yes
S1 . C2 . C3 . 112.88(10) yes
S1 . C2 . C8 . 125.59(11) yes
C3 . C2 . C8 . 121.51(13) yes
C2 . C3 . C4 . 109.79(12) yes
C2 . C3 . C5 . 118.75(12) yes
C4 . C3 . C5 . 131.41(13) yes
C3 . C4 . S1 4_656 133.39(10) yes
C3 . C4 . C4 4_656 114.42(15) yes
S1 4_656 C4 . C4 4_656 112.17(13) yes
C3 . C5 . C6 . 119.25(14) yes
C3 . C5 . H51 . 121.2 no
C6 . C5 . H51 . 119.5 no
C5 . C6 . C7 . 121.99(14) yes
C5 . C6 . H61 . 119.1 no
C7 . C6 . H61 . 118.9 no
C6 . C7 . C8 . 119.24(13) yes
C6 . C7 . C9 . 120.83(14) yes
C8 . C7 . C9 . 119.92(15) yes
C2 . C8 . C7 . 119.26(14) yes
C2 . C8 . H81 . 120.0 no
C7 . C8 . H81 . 120.7 no
C7 . C9 . C10 . 112.80(13) yes
C7 . C9 . H91 . 107.1 no
C10 . C9 . H91 . 109.9 no
C7 . C9 . H92 . 108.7 no
C10 . C9 . H92 . 108.6 no
H91 . C9 . H92 . 109.7 no
C9 . C10 . C11 . 113.50(14) yes
C9 . C10 . H101 . 108.2 no
C11 . C10 . H101 . 109.6 no
C9 . C10 . H102 . 108.7 no
C11 . C10 . H102 . 109.9 no
H101 . C10 . H102 . 106.7 no
C10 . C11 . C12 . 112.61(15) yes
C10 . C11 . H111 . 108.4 no
C12 . C11 . H111 . 108.6 no
C10 . C11 . H112 . 110.5 no
C12 . C11 . H112 . 107.9 no
H111 . C11 . H112 . 108.8 no
C11 . C12 . C13 . 113.51(16) yes
C11 . C12 . H121 . 108.4 no
C13 . C12 . H121 . 108.6 no
C11 . C12 . H122 . 109.6 no
C13 . C12 . H122 . 109.3 no
H121 . C12 . H122 . 107.2 no
C12 . C13 . C14 . 111.65(17) yes
C12 . C13 . H131 . 108.4 no
C14 . C13 . H131 . 109.0 no
C12 . C13 . H132 . 110.1 no
C14 . C13 . H132 . 110.0 no
H131 . C13 . H132 . 107.6 no
C13 . C14 . O15 . 111.27(18) yes
C13 . C14 . H141 . 109.8 no
O15 . C14 . H141 . 107.9 no
C13 . C14 . H142 . 110.8 no
O15 . C14 . H142 . 107.0 no
H141 . C14 . H142 . 110.0 no
C14 . O15 . H151 . 108.2 no
C14 . O15 . H152 . 106.0 no
H151 . O15 . H152 . 115.0 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
O15 . H151 . O15 2_766 166.30(9) 0.797 1.926 2.707(2) yes
O15 . H152 . O15 5_756 173.00(8) 0.810 1.909 2.715(2) yes


_iucr_refine_instructions_details 
;
#
# Punched on 10/02/16 at 11:25:31
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  92,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) 
RIDE O   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
END                                                                             
#
# Punched on 10/02/16 at 11:25:31
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_275K
_database_code_depnum_ccdc_archive 'CCDC 1810686'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-21 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                   8.3546(5)
_cell_length_b                   5.6236(3)
_cell_length_c                   50.168(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.146(5)
_cell_angle_gamma                90
_cell_volume                     2353.50(12)
_cell_measurement_reflns_used    2577
_cell_measurement_theta_min      2.4760
_cell_measurement_theta_max      27.7520
_cell_oxdiff_length_a            8.3485(6)
_cell_oxdiff_length_b            5.6242(4)
_cell_oxdiff_length_c            50.202(2)
_cell_oxdiff_angle_alpha         89.964(5)
_cell_oxdiff_angle_beta          93.197(5)
_cell_oxdiff_angle_gamma         90.009(6)
_cell_oxdiff_volume              2353.5(3)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  '-I 2ya'
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
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-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'
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            'C26 H32 O2 S2'
_chemical_formula_moiety         'C26 H32 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         440.66


_cell_measurement_temperature    275

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.400
_exptl_absorpt_correction_T_min  0.94362
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.947
_oxdiff_exptl_absorpt_empirical_full_max 1.074
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.246
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143

_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 87.38
_montpellier_reflns_redundancy_maxres 3.19

#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 5.3 81.24 0.015 99.6 99.63
1 1.79 1.39 4.8 53.80 0.022 100.0 99.81
2 1.39 1.22 4.2 36.83 0.026 100.0 99.88
3 1.22 1.10 3.5 25.97 0.031 100.0 99.91
4 1.10 1.02 3.0 16.36 0.044 100.0 99.93
5 1.02 0.95 2.9 12.51 0.058 100.0 99.94
6 0.95 0.90 2.6 9.62 0.072 100.0 99.95
7 0.90 0.86 2.6 6.81 0.100 100.0 99.95
8 0.86 0.83 1.9 5.96 0.091 95.4 99.42
9 0.83 0.76 1.2 3.74 0.134 42.4 87.38
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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      -0.0640129000
_diffrn_orient_matrix_UB_12      -0.0786797000
_diffrn_orient_matrix_UB_13      -0.0035852000
_diffrn_orient_matrix_UB_21      -0.0550226000
_diffrn_orient_matrix_UB_22      0.0959341000
_diffrn_orient_matrix_UB_23      0.0002744000
_diffrn_orient_matrix_UB_31      0.0107589000
_diffrn_orient_matrix_UB_32      0.0226157000
_diffrn_orient_matrix_UB_33      -0.0136865000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -41.00  31.00   1.00   12.50    --   13.31 -57.00  60.00   72
  2  ω    -23.00  54.00   1.00   12.50    --   13.31-100.00  30.00   77
  3  ω    -13.00  25.00   1.00   12.50    --  -14.02-100.00-150.00   38
  4  ω    -51.00  35.00   1.00   12.50    --   13.31 -77.00 -90.00   86
  5  ω     -4.00  84.00   1.00   12.50    --   13.31  38.00-150.00   88
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      275
_diffrn_reflns_number            8011
_reflns_number_total             2431
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_av_unetI/netI     0.0309
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2431 
# Theoretical number of reflections is about 5586 


_diffrn_reflns_theta_min         1.626
_diffrn_reflns_theta_max         27.826
_diffrn_measured_fraction_theta_max 0.868

_diffrn_reflns_theta_full        25.226
_diffrn_measured_fraction_theta_full 0.998


_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -62
_diffrn_reflns_limit_l_max       62
_reflns_limit_h_min              -10
_reflns_limit_h_max              10
_reflns_limit_k_min              0
_reflns_limit_k_max              7
_reflns_limit_l_min              0
_reflns_limit_l_max              62

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.21
_refine_diff_density_max         0.17


# 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_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         2325
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0443
_refine_ls_wR_factor_ref         0.0575
_refine_ls_goodness_of_fit_ref   0.9597
_refine_ls_shift/su_max          0.0029092
_refine_ls_shift/su_mean         0.0000922


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2431
_refine_ls_R_factor_all          0.0471
_refine_ls_wR_factor_all         0.0603

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2017
_refine_ls_R_factor_gt           0.0368
_refine_ls_wR_factor_gt          0.0541

# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_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, 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: 
 839. 0.123E+04 657. 182. 
;

# 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 0.85409(6) 0.54066(8) 0.731524(8) 0.0455 1.0000 Uani . . . . . .
C2 C 0.75738(19) 0.3710(3) 0.70630(3) 0.0384 1.0000 Uani . . . . . .
C3 C 0.68366(18) 0.1670(3) 0.71605(3) 0.0355 1.0000 Uani . . . . . .
C4 C 0.70732(18) 0.1573(3) 0.74454(3) 0.0346 1.0000 Uani . . . . . .
C5 C 0.5993(2) 0.0178(3) 0.69794(3) 0.0465 1.0000 Uani . . . . . .
C6 C 0.5897(2) 0.0762(4) 0.67117(3) 0.0523 1.0000 Uani . . . . . .
C7 C 0.6623(2) 0.2802(4) 0.66144(3) 0.0483 1.0000 Uani . . . . . .
C8 C 0.7472(2) 0.4276(3) 0.67914(3) 0.0452 1.0000 Uani . . . . . .
C9 C 0.6509(2) 0.3383(4) 0.63188(3) 0.0598 1.0000 Uani . . . . . .
C10 C 0.7797(2) 0.2176(4) 0.61654(3) 0.0587 1.0000 Uani . . . . . .
C11 C 0.7848(2) 0.3034(5) 0.58777(3) 0.0667 1.0000 Uani . . . . . .
C12 C 0.9184(3) 0.1921(5) 0.57291(4) 0.0732 1.0000 Uani . . . . . .
C13 C 0.9363(3) 0.3002(5) 0.54527(4) 0.0829 1.0000 Uani . . . . . .
C14 C 1.0755(3) 0.2005(6) 0.53162(4) 0.0965 1.0000 Uani . . . . . .
O15 O 1.0956(2) 0.3130(4) 0.50671(3) 0.1208 1.0000 Uani . . . . . .
H51 H 0.5496 -0.1174 0.7040 0.0541 1.0000 Uiso R . . . . .
H61 H 0.5332 -0.0244 0.6590 0.0629 1.0000 Uiso R . . . . .
H81 H 0.7941 0.5653 0.6729 0.0533 1.0000 Uiso R . . . . .
H91 H 0.6632 0.5090 0.6304 0.0707 1.0000 Uiso R . . . . .
H92 H 0.5450 0.2907 0.6248 0.0713 1.0000 Uiso R . . . . .
H101 H 0.8839 0.2485 0.6259 0.0699 1.0000 Uiso R . . . . .
H102 H 0.7621 0.0472 0.6170 0.0696 1.0000 Uiso R . . . . .
H111 H 0.7983 0.4719 0.5879 0.0782 1.0000 Uiso R . . . . .
H112 H 0.6838 0.2638 0.5782 0.0782 1.0000 Uiso R . . . . .
H121 H 1.0195 0.2165 0.5832 0.0864 1.0000 Uiso R . . . . .
H122 H 0.9001 0.0233 0.5715 0.0861 1.0000 Uiso R . . . . .
H131 H 0.9504 0.4716 0.5472 0.0974 1.0000 Uiso R . . . . .
H132 H 0.8374 0.2721 0.5343 0.0972 1.0000 Uiso R . . . . .
H141 H 1.1731 0.2286 0.5429 0.1125 1.0000 Uiso R . . . . .
H142 H 1.0603 0.0301 0.5284 0.1121 1.0000 Uiso R . . . . .
H151 H 1.0406 0.4254 0.5047 0.1440 0.5000 Uiso R . . . . .
H152 H 1.1860 0.3061 0.5035 0.1440 0.5000 Uiso R . . . . .
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
S1 0.0600(3) 0.0423(2) 0.0352(2) 0.00060(19) 0.01118(18) -0.0133(2)
C2 0.0414(8) 0.0411(9) 0.0336(8) -0.0008(7) 0.0093(6) 0.0030(7)
C3 0.0358(8) 0.0392(9) 0.0321(8) -0.0016(7) 0.0087(6) 0.0023(7)
C4 0.0371(8) 0.0344(8) 0.0334(8) 0.0010(7) 0.0096(6) 0.0001(7)
C5 0.0504(10) 0.0501(11) 0.0394(9) -0.0042(8) 0.0064(7) -0.0084(9)
C6 0.0565(11) 0.0624(13) 0.0377(9) -0.0092(9) 0.0003(8) -0.0035(10)
C7 0.0523(10) 0.0607(12) 0.0322(8) 0.0008(8) 0.0054(7) 0.0119(9)
C8 0.0537(10) 0.0463(10) 0.0369(9) 0.0062(8) 0.0133(7) 0.0029(9)
C9 0.0689(13) 0.0759(15) 0.0347(9) 0.0055(10) 0.0036(8) 0.0108(12)
C10 0.0698(13) 0.0749(14) 0.0322(9) 0.0072(9) 0.0088(8) 0.0062(12)
C11 0.0751(14) 0.0908(17) 0.0348(9) 0.0099(11) 0.0093(9) 0.0038(13)
C12 0.0793(15) 0.1015(19) 0.0404(10) 0.0081(12) 0.0168(10) 0.0039(14)
C13 0.0859(16) 0.120(2) 0.0445(11) 0.0122(14) 0.0231(11) 0.0011(17)
C14 0.102(2) 0.136(3) 0.0551(14) 0.0103(16) 0.0335(13) 0.007(2)
O15 0.1227(15) 0.177(2) 0.0683(11) 0.0289(13) 0.0530(11) 0.0118(16)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          3.97(3)
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 . C4 4_656 1.7354(15) yes
S1 . C2 . 1.7469(17) yes
C2 . C3 . 1.403(2) yes
C2 . C8 . 1.397(2) yes
C3 . C4 . 1.433(2) yes
C3 . C5 . 1.398(2) yes
C4 . C4 4_656 1.362(3) yes
C5 . C6 . 1.381(2) yes
C5 . H51 . 0.926 no
C6 . C7 . 1.398(3) yes
C6 . H61 . 0.939 no
C7 . C8 . 1.382(2) yes
C7 . C9 . 1.516(2) yes
C8 . H81 . 0.929 no
C9 . C10 . 1.517(2) yes
C9 . H91 . 0.969 no
C9 . H92 . 0.973 no
C10 . C11 . 1.525(2) yes
C10 . H101 . 0.982 no
C10 . H102 . 0.969 no
C11 . C12 . 1.512(3) yes
C11 . H111 . 0.954 no
C11 . H112 . 0.974 no
C12 . C13 . 1.529(3) yes
C12 . H121 . 0.975 no
C12 . H122 . 0.963 no
C13 . C14 . 1.491(3) yes
C13 . H131 . 0.975 no
C13 . H132 . 0.982 no
C14 . O15 . 1.419(3) yes
C14 . H141 . 0.980 no
C14 . H142 . 0.979 no
O15 . H151 . 0.785 no
O15 . H152 . 0.782 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
C4 4_656 S1 . C2 . 90.48(7) yes
S1 . C2 . C3 . 112.87(11) yes
S1 . C2 . C8 . 125.66(14) yes
C3 . C2 . C8 . 121.45(16) yes
C2 . C3 . C4 . 109.87(14) yes
C2 . C3 . C5 . 118.66(14) yes
C4 . C3 . C5 . 131.43(15) yes
C3 . C4 . S1 4_656 133.22(12) yes
C3 . C4 . C4 4_656 114.35(17) yes
S1 4_656 C4 . C4 4_656 112.41(15) yes
C3 . C5 . C6 . 119.30(17) yes
C3 . C5 . H51 . 119.9 no
C6 . C5 . H51 . 120.8 no
C5 . C6 . C7 . 122.11(17) yes
C5 . C6 . H61 . 119.1 no
C7 . C6 . H61 . 118.8 no
C6 . C7 . C8 . 119.02(15) yes
C6 . C7 . C9 . 120.87(18) yes
C8 . C7 . C9 . 120.11(18) yes
C2 . C8 . C7 . 119.44(17) yes
C2 . C8 . H81 . 120.8 no
C7 . C8 . H81 . 119.7 no
C7 . C9 . C10 . 113.03(16) yes
C7 . C9 . H91 . 106.6 no
C10 . C9 . H91 . 108.9 no
C7 . C9 . H92 . 107.9 no
C10 . C9 . H92 . 110.3 no
H91 . C9 . H92 . 110.1 no
C9 . C10 . C11 . 113.30(17) yes
C9 . C10 . H101 . 108.2 no
C11 . C10 . H101 . 109.2 no
C9 . C10 . H102 . 108.6 no
C11 . C10 . H102 . 110.2 no
H101 . C10 . H102 . 107.2 no
C10 . C11 . C12 . 113.28(18) yes
C10 . C11 . H111 . 108.5 no
C12 . C11 . H111 . 108.9 no
C10 . C11 . H112 . 109.0 no
C12 . C11 . H112 . 107.8 no
H111 . C11 . H112 . 109.3 no
C11 . C12 . C13 . 113.2(2) yes
C11 . C12 . H121 . 108.8 no
C13 . C12 . H121 . 107.4 no
C11 . C12 . H122 . 109.1 no
C13 . C12 . H122 . 110.3 no
H121 . C12 . H122 . 107.9 no
C12 . C13 . C14 . 112.6(2) yes
C12 . C13 . H131 . 108.6 no
C14 . C13 . H131 . 109.0 no
C12 . C13 . H132 . 109.0 no
C14 . C13 . H132 . 109.6 no
H131 . C13 . H132 . 107.9 no
C13 . C14 . O15 . 111.7(2) yes
C13 . C14 . H141 . 108.6 no
O15 . C14 . H141 . 107.6 no
C13 . C14 . H142 . 110.3 no
O15 . C14 . H142 . 108.2 no
H141 . C14 . H142 . 110.5 no
C14 . O15 . H151 . 111.9 no
C14 . O15 . H152 . 108.9 no
H151 . O15 . H152 . 125.4 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
O15 . H151 . O15 2_766 169.81(10) 0.785 1.928 2.704(3) yes
O15 . H152 . O15 5_756 174.78(7) 0.782 1.922 2.701(3) yes


_iucr_refine_instructions_details 
;
#
# Punched on 10/02/16 at 11:53:15
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  92,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S)
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) 
RIDE O   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
END                                                                             
#
# Punched on 10/02/16 at 11:53:15
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
# start Validation Reply Form
_vrf_PLAT919_275K                
;
PROBLEM: Reflection # Likely Affected by the Beamstop ...          1 Check
RESPONSE: The flagged reflection (004) appeared NOt to be affected by
the beamstop
;
####################################################################### 
# 
# 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_195K
_database_code_depnum_ccdc_archive 'CCDC 1810683'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-21 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                   8.0248(6)
_cell_length_b                   5.7688(5)
_cell_length_c                   49.827(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.591(7)
_cell_angle_gamma                90
_cell_volume                     2299.26(18)
_cell_measurement_reflns_used    2273
_cell_measurement_theta_min      3.5740
_cell_measurement_theta_max      27.5710
_cell_oxdiff_length_a            8.0222(5)
_cell_oxdiff_length_b            5.7695(3)
_cell_oxdiff_length_c            49.840(3)
_cell_oxdiff_angle_alpha         89.972(5)
_cell_oxdiff_angle_beta          94.644(5)
_cell_oxdiff_angle_gamma         90.028(5)
_cell_oxdiff_volume              2299.3(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  '-I 2ya'
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
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-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'
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            'C26 H32 O2 S2'
_chemical_formula_moiety         'C26 H32 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         440.66


_cell_measurement_temperature    195

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.400
_exptl_absorpt_correction_T_min  0.97169
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.947
_oxdiff_exptl_absorpt_empirical_full_max 1.047
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.252
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143

_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 86.90
_montpellier_reflns_redundancy_maxres 3.08

#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 1.80 5.0 76.70 0.024 99.2 99.23
1 1.79 1.39 4.4 56.33 0.026 100.0 99.62
2 1.39 1.21 4.0 42.13 0.031 100.0 99.74
3 1.21 1.10 3.3 30.21 0.027 100.0 99.81
4 1.10 1.02 3.1 22.53 0.032 100.0 99.85
5 1.02 0.95 2.7 17.02 0.038 100.0 99.87
6 0.95 0.90 2.6 15.11 0.048 100.0 99.89
7 0.90 0.87 2.4 11.87 0.047 100.0 99.90
8 0.87 0.83 2.1 10.48 0.053 93.5 99.15
9 0.83 0.76 1.3 8.36 0.063 41.4 86.90
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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      0.0412009000
_diffrn_orient_matrix_UB_12      -0.0420742000
_diffrn_orient_matrix_UB_13      -0.0110837000
_diffrn_orient_matrix_UB_21      -0.0739074000
_diffrn_orient_matrix_UB_22      0.0176185000
_diffrn_orient_matrix_UB_23      -0.0085644000
_diffrn_orient_matrix_UB_31      0.0266334000
_diffrn_orient_matrix_UB_32      0.1141632000
_diffrn_orient_matrix_UB_33      -0.0027700000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  82.00   1.00   15.00    --   13.31  57.00  90.00   87
  2  ω     -3.00  27.00   1.00   15.00    --  -14.02-100.00  90.00   30
  3  ω    -59.00  46.00   1.00   15.00    --   13.31 -19.00 -90.00  105
  4  ω    -42.00  52.00   1.00   15.00    --  -14.02  77.00-150.00   94
  5  ω    -50.00 -24.00   1.00   15.00    --  -14.02 108.00 -92.00   26
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      195
_diffrn_reflns_number            7616
_reflns_number_total             2351
_diffrn_reflns_av_R_equivalents  0.027
_diffrn_reflns_av_unetI/netI     0.0314
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2351 
# Theoretical number of reflections is about 5413 


_diffrn_reflns_theta_min         2.460
_diffrn_reflns_theta_max         27.745
_diffrn_measured_fraction_theta_max 0.865

_diffrn_reflns_theta_full        25.226
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_limit_l_max       64
_reflns_limit_h_min              -9
_reflns_limit_h_max              9
_reflns_limit_k_min              0
_reflns_limit_k_max              6
_reflns_limit_l_min              0
_reflns_limit_l_max              64

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.22
_refine_diff_density_max         0.23


# 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_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         2297
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0357
_refine_ls_wR_factor_ref         0.0624
_refine_ls_goodness_of_fit_ref   0.9514
_refine_ls_shift/su_max          0.0029156
_refine_ls_shift/su_mean         0.0000984


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2351
_refine_ls_R_factor_all          0.0366
_refine_ls_wR_factor_all         0.0667

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2117
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_gt          0.0603

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_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, 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: 
 0.102E+04 0.157E+04 845. 254. 
;

# 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 0.84577(5) 0.54101(7) 0.731520(7) 0.0309 1.0000 Uani . . . . . .
C2 C 0.74793(17) 0.3707(3) 0.70594(3) 0.0273 1.0000 Uani . . . . . .
C3 C 0.67908(16) 0.1660(3) 0.71565(3) 0.0256 1.0000 Uani . . . . . .
C4 C 0.70817(16) 0.1567(2) 0.74442(3) 0.0249 1.0000 Uani . . . . . .
C5 C 0.59433(18) 0.0157(3) 0.69738(3) 0.0318 1.0000 Uani . . . . . .
C6 C 0.5792(2) 0.0735(3) 0.67032(3) 0.0376 1.0000 Uani . . . . . .
C7 C 0.64660(19) 0.2782(3) 0.66073(3) 0.0351 1.0000 Uani . . . . . .
C8 C 0.73252(18) 0.4272(3) 0.67860(3) 0.0326 1.0000 Uani . . . . . .
C9 C 0.6299(2) 0.3347(4) 0.63086(3) 0.0442 1.0000 Uani . . . . . .
C10 C 0.7629(2) 0.2181(3) 0.61539(3) 0.0429 1.0000 Uani . . . . . .
C11 C 0.7649(2) 0.3020(4) 0.58638(3) 0.0484 1.0000 Uani . . . . . .
C12 C 0.9049(2) 0.1945(4) 0.57183(3) 0.0519 1.0000 Uani . . . . . .
C13 C 0.9208(2) 0.2970(4) 0.54383(3) 0.0563 1.0000 Uani . . . . . .
C14 C 1.0687(3) 0.1986(4) 0.53096(4) 0.0646 1.0000 Uani . . . . . .
O15 O 1.0870(2) 0.3022(3) 0.50528(3) 0.0776 1.0000 Uani . . . . . .
H51 H 0.5497 -0.1245 0.7035 0.0372 1.0000 Uiso R . . . . .
H61 H 0.5193 -0.0280 0.6578 0.0452 1.0000 Uiso R . . . . .
H81 H 0.7780 0.5670 0.6722 0.0387 1.0000 Uiso R . . . . .
H91 H 0.6409 0.5010 0.6291 0.0529 1.0000 Uiso R . . . . .
H92 H 0.5177 0.2868 0.6234 0.0522 1.0000 Uiso R . . . . .
H101 H 0.8727 0.2472 0.6252 0.0502 1.0000 Uiso R . . . . .
H102 H 0.7455 0.0506 0.6158 0.0505 1.0000 Uiso R . . . . .
H111 H 0.7789 0.4706 0.5863 0.0571 1.0000 Uiso R . . . . .
H112 H 0.6586 0.2670 0.5764 0.0564 1.0000 Uiso R . . . . .
H121 H 1.0090 0.2188 0.5827 0.0612 1.0000 Uiso R . . . . .
H122 H 0.8849 0.0286 0.5702 0.0616 1.0000 Uiso R . . . . .
H131 H 0.9341 0.4621 0.5460 0.0663 1.0000 Uiso R . . . . .
H132 H 0.8203 0.2658 0.5327 0.0666 1.0000 Uiso R . . . . .
H141 H 1.1724 0.2249 0.5427 0.0759 1.0000 Uiso R . . . . .
H142 H 1.0551 0.0360 0.5279 0.0756 1.0000 Uiso R . . . . .
H151 H 1.0400 0.4235 0.5047 0.0940 0.5000 Uiso R . . . . .
H152 H 1.1855 0.3042 0.5034 0.0940 0.5000 Uiso R . . . . .
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
S1 0.0409(2) 0.0291(2) 0.02384(18) 0.00033(14) 0.00908(14) -0.00797(15)
C2 0.0283(7) 0.0302(8) 0.0244(7) -0.0023(6) 0.0082(5) 0.0011(6)
C3 0.0254(6) 0.0296(7) 0.0228(6) -0.0010(6) 0.0077(5) 0.0021(5)
C4 0.0252(7) 0.0266(7) 0.0237(6) 0.0006(5) 0.0078(5) -0.0006(5)
C5 0.0339(8) 0.0353(8) 0.0268(7) -0.0029(6) 0.0056(6) -0.0041(6)
C6 0.0392(8) 0.0467(10) 0.0268(7) -0.0072(7) 0.0015(6) -0.0028(7)
C7 0.0370(8) 0.0463(10) 0.0227(7) 0.0006(7) 0.0062(6) 0.0079(7)
C8 0.0370(8) 0.0358(8) 0.0266(7) 0.0046(6) 0.0115(6) 0.0033(6)
C9 0.0504(10) 0.0584(12) 0.0240(7) 0.0041(8) 0.0037(7) 0.0078(9)
C10 0.0510(10) 0.0556(11) 0.0229(7) 0.0059(8) 0.0073(6) 0.0051(8)
C11 0.0547(11) 0.0667(13) 0.0247(7) 0.0079(8) 0.0082(7) 0.0037(9)
C12 0.0598(11) 0.0701(14) 0.0274(8) 0.0051(9) 0.0129(7) 0.0012(10)
C13 0.0639(12) 0.0777(15) 0.0293(8) 0.0067(9) 0.0158(8) -0.0008(11)
C14 0.0772(14) 0.0815(16) 0.0387(10) 0.0057(11) 0.0268(10) 0.0037(13)
O15 0.0944(12) 0.1002(13) 0.0436(8) 0.0117(8) 0.0379(8) 0.0019(10)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          4.00(3)
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 . C4 4_656 1.7346(14) yes
S1 . C2 . 1.7450(14) yes
C2 . C3 . 1.406(2) yes
C2 . C8 . 1.3967(19) yes
C3 . C4 . 1.4348(18) yes
C3 . C5 . 1.394(2) yes
C4 . C4 4_656 1.364(3) yes
C5 . C6 . 1.385(2) yes
C5 . H51 . 0.945 no
C6 . C7 . 1.399(2) yes
C6 . H61 . 0.958 no
C7 . C8 . 1.382(2) yes
C7 . C9 . 1.519(2) yes
C8 . H81 . 0.950 no
C9 . C10 . 1.522(2) yes
C9 . H91 . 0.968 no
C9 . H92 . 0.986 no
C10 . C11 . 1.526(2) yes
C10 . H101 . 0.986 no
C10 . H102 . 0.976 no
C11 . C12 . 1.517(2) yes
C11 . H111 . 0.979 no
C11 . H112 . 0.973 no
C12 . C13 . 1.530(2) yes
C12 . H121 . 0.970 no
C12 . H122 . 0.973 no
C13 . C14 . 1.505(3) yes
C13 . H131 . 0.964 no
C13 . H132 . 0.957 no
C14 . O15 . 1.430(2) yes
C14 . H141 . 0.990 no
C14 . H142 . 0.955 no
O15 . H151 . 0.794 no
O15 . H152 . 0.803 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
C4 4_656 S1 . C2 . 90.69(7) yes
S1 . C2 . C3 . 112.82(10) yes
S1 . C2 . C8 . 125.51(12) yes
C3 . C2 . C8 . 121.65(14) yes
C2 . C3 . C4 . 109.77(12) yes
C2 . C3 . C5 . 118.85(13) yes
C4 . C3 . C5 . 131.35(13) yes
C3 . C4 . S1 4_656 133.28(11) yes
C3 . C4 . C4 4_656 114.42(15) yes
S1 4_656 C4 . C4 4_656 112.28(13) yes
C3 . C5 . C6 . 119.10(15) yes
C3 . C5 . H51 . 120.0 no
C6 . C5 . H51 . 120.9 no
C5 . C6 . C7 . 121.98(15) yes
C5 . C6 . H61 . 119.4 no
C7 . C6 . H61 . 118.7 no
C6 . C7 . C8 . 119.45(13) yes
C6 . C7 . C9 . 120.65(15) yes
C8 . C7 . C9 . 119.88(15) yes
C2 . C8 . C7 . 118.97(15) yes
C2 . C8 . H81 . 121.2 no
C7 . C8 . H81 . 119.9 no
C7 . C9 . C10 . 113.00(14) yes
C7 . C9 . H91 . 107.3 no
C10 . C9 . H91 . 108.7 no
C7 . C9 . H92 . 108.4 no
C10 . C9 . H92 . 109.9 no
H91 . C9 . H92 . 109.3 no
C9 . C10 . C11 . 113.60(15) yes
C9 . C10 . H101 . 108.0 no
C11 . C10 . H101 . 109.6 no
C9 . C10 . H102 . 108.7 no
C11 . C10 . H102 . 110.2 no
H101 . C10 . H102 . 106.4 no
C10 . C11 . C12 . 112.79(15) yes
C10 . C11 . H111 . 109.2 no
C12 . C11 . H111 . 108.3 no
C10 . C11 . H112 . 110.1 no
C12 . C11 . H112 . 108.8 no
H111 . C11 . H112 . 107.5 no
C11 . C12 . C13 . 113.36(17) yes
C11 . C12 . H121 . 108.1 no
C13 . C12 . H121 . 108.9 no
C11 . C12 . H122 . 108.6 no
C13 . C12 . H122 . 109.1 no
H121 . C12 . H122 . 108.6 no
C12 . C13 . C14 . 111.66(17) yes
C12 . C13 . H131 . 107.3 no
C14 . C13 . H131 . 109.6 no
C12 . C13 . H132 . 109.0 no
C14 . C13 . H132 . 109.8 no
H131 . C13 . H132 . 109.3 no
C13 . C14 . O15 . 111.37(18) yes
C13 . C14 . H141 . 110.1 no
O15 . C14 . H141 . 108.9 no
C13 . C14 . H142 . 110.7 no
O15 . C14 . H142 . 106.6 no
H141 . C14 . H142 . 108.9 no
C14 . O15 . H151 . 108.7 no
C14 . O15 . H152 . 106.5 no
H151 . O15 . H152 . 116.8 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
O15 . H151 . O15 2_766 166.88(9) 0.794 1.925 2.705(2) yes
O15 . H152 . O15 5_756 173.68(9) 0.803 1.909 2.709(2) yes


_iucr_refine_instructions_details 
;
#
# Punched on 10/02/16 at 11:27:43
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  92,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) 
RIDE O   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
END                                                                             
#
# Punched on 10/02/16 at 11:27:43
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_295K
_database_code_depnum_ccdc_archive 'CCDC 1810688'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-21 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                   8.4460(3)
_cell_length_b                   5.58942(19)
_cell_length_c                   50.2534(15)
_cell_angle_alpha                90
_cell_angle_beta                 92.829(3)
_cell_angle_gamma                90
_cell_volume                     2369.48(7)
_cell_measurement_reflns_used    7687
_cell_measurement_theta_min      2.4300
_cell_measurement_theta_max      27.8380
_cell_oxdiff_length_a            8.4442(3)
_cell_oxdiff_length_b            5.58879(16)
_cell_oxdiff_length_c            50.2708(11)
_cell_oxdiff_angle_alpha         89.988(2)
_cell_oxdiff_angle_beta          92.863(2)
_cell_oxdiff_angle_gamma         90.001(3)
_cell_oxdiff_volume              2369.48(13)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  '-I 2ya'
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
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-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'
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            'C26 H32 O2 S2'
_chemical_formula_moiety         'C26 H32 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         440.66


_cell_measurement_temperature    295

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.400
_exptl_absorpt_correction_T_min  0.97486
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.946
_oxdiff_exptl_absorpt_empirical_full_max 1.057
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.244
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143

_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 91.93
_montpellier_reflns_redundancy_maxres 7.62

#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 1.74 13.3 156.01 0.026 99.7 99.65
1 1.73 1.37 11.4 94.03 0.026 100.0 99.83
2 1.37 1.19 10.6 75.07 0.029 100.0 99.88
3 1.19 1.07 8.7 49.88 0.030 100.0 99.91
4 1.07 0.99 7.6 30.98 0.042 100.0 99.93
5 0.99 0.93 7.1 23.52 0.058 100.0 99.94
6 0.93 0.88 6.7 18.60 0.063 100.0 99.95
7 0.88 0.84 6.0 14.93 0.078 100.0 99.96
8 0.84 0.81 3.3 10.08 0.089 95.4 99.42
9 0.81 0.76 1.7 6.90 0.092 55.0 91.93
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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      -0.0724129000
_diffrn_orient_matrix_UB_12      -0.0460898000
_diffrn_orient_matrix_UB_13      0.0044178000
_diffrn_orient_matrix_UB_21      0.0363319000
_diffrn_orient_matrix_UB_22      -0.0193741000
_diffrn_orient_matrix_UB_23      0.0128467000
_diffrn_orient_matrix_UB_31      -0.0225761000
_diffrn_orient_matrix_UB_32      0.1166522000
_diffrn_orient_matrix_UB_33      0.0038760000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  82.00   1.00   17.23    --   13.47  57.00-180.00   87
  2  ω    -58.00  85.00   1.00   17.23    --   13.47   0.00 150.00  143
  3  ω    -55.00  32.00   1.00   17.23    --   13.47 -57.00 -60.00   87
  4  ω    -78.00 -27.00   1.00   17.23    --  -14.10 139.00-162.16   51
  5  ω    -78.00 -28.00   1.00   17.23    --  -14.10 140.00 -39.64   50
  6  ω    -24.00  27.00   1.00   17.23    --  -14.10-100.00  90.00   51
  7  ω    -24.00  54.00   1.00   17.23    --   13.47-100.00 150.00   78
  8  ω    -55.00  32.00   1.00   17.23    --   13.47 -57.00  30.00   87
  9  ω    -24.00  27.00   1.00   17.23    --  -14.10-100.00 -60.00   51
 10  ω    -76.00 -26.00   1.00   17.23    --  -14.10 137.00  40.52   50
 11  ω    -86.00  24.00   1.00   17.23    --  -14.10 -19.00-150.00  110
 12  ω    -79.00 -54.00   1.00   17.23    --  -14.10 141.00 115.90   25
 13  ω    -24.00  27.00   1.00   17.23    --  -14.10-100.00   0.00   51
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      295
_diffrn_reflns_number            20985
_reflns_number_total             2631
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_av_unetI/netI     0.0252
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2631 
# Theoretical number of reflections is about 5671 


_diffrn_reflns_theta_min         1.623
_diffrn_reflns_theta_max         27.910
_diffrn_measured_fraction_theta_max 0.924

_diffrn_reflns_theta_full        25.226
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -63
_diffrn_reflns_limit_l_max       65
_reflns_limit_h_min              -10
_reflns_limit_h_max              10
_reflns_limit_k_min              0
_reflns_limit_k_max              7
_reflns_limit_l_min              0
_reflns_limit_l_max              65

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.19
_refine_diff_density_max         0.22


# 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_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         2566
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0394
_refine_ls_wR_factor_ref         0.0915
_refine_ls_goodness_of_fit_ref   0.7832
_refine_ls_shift/su_max          0.0044045
_refine_ls_shift/su_mean         0.0001175


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2631
_refine_ls_R_factor_all          0.0407
_refine_ls_wR_factor_all         0.0972

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2345
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_gt          0.0876

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_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, 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: 
 0.187E+04 0.311E+04 0.186E+04 733. 146.
;

# 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 0.85632(5) 0.54038(7) 0.731557(7) 0.0473 1.0000 Uani . . . . . .
C2 C 0.76037(16) 0.3718(3) 0.70635(3) 0.0398 1.0000 Uani . . . . . .
C3 C 0.68463(15) 0.1669(2) 0.71609(2) 0.0373 1.0000 Uani . . . . . .
C4 C 0.70707(15) 0.1572(2) 0.74458(2) 0.0366 1.0000 Uani . . . . . .
C5 C 0.60121(19) 0.0180(3) 0.69809(3) 0.0483 1.0000 Uani . . . . . .
C6 C 0.5930(2) 0.0762(3) 0.67141(3) 0.0555 1.0000 Uani . . . . . .
C7 C 0.66686(19) 0.2804(3) 0.66166(3) 0.0510 1.0000 Uani . . . . . .
C8 C 0.75193(18) 0.4283(3) 0.67926(3) 0.0479 1.0000 Uani . . . . . .
C9 C 0.6572(2) 0.3396(4) 0.63211(3) 0.0639 1.0000 Uani . . . . . .
C10 C 0.7853(2) 0.2171(4) 0.61684(3) 0.0624 1.0000 Uani . . . . . .
C11 C 0.7906(2) 0.3038(4) 0.58815(3) 0.0699 1.0000 Uani . . . . . .
C12 C 0.9228(3) 0.1910(5) 0.57321(3) 0.0777 1.0000 Uani . . . . . .
C13 C 0.9402(3) 0.3029(6) 0.54565(4) 0.0880 1.0000 Uani . . . . . .
C14 C 1.0788(3) 0.2024(6) 0.53182(4) 0.1020 1.0000 Uani . . . . . .
O15 O 1.0980(2) 0.3163(5) 0.50711(3) 0.1305 1.0000 Uani . . . . . .
H51 H 0.5497 -0.1207 0.7043 0.0571 1.0000 Uiso R . . . . .
H61 H 0.5319 -0.0229 0.6593 0.0674 1.0000 Uiso R . . . . .
H81 H 0.8036 0.5641 0.6732 0.0564 1.0000 Uiso R . . . . .
H91 H 0.6678 0.5141 0.6307 0.0760 1.0000 Uiso R . . . . .
H92 H 0.5493 0.2909 0.6250 0.0763 1.0000 Uiso R . . . . .
H101 H 0.8898 0.2489 0.6261 0.0755 1.0000 Uiso R . . . . .
H102 H 0.7667 0.0440 0.6171 0.0755 1.0000 Uiso R . . . . .
H111 H 0.8030 0.4766 0.5875 0.0849 1.0000 Uiso R . . . . .
H112 H 0.6901 0.2647 0.5789 0.0828 1.0000 Uiso R . . . . .
H121 H 1.0245 0.2171 0.5836 0.0920 1.0000 Uiso R . . . . .
H122 H 0.9038 0.0189 0.5716 0.0926 1.0000 Uiso R . . . . .
H131 H 0.9543 0.4771 0.5479 0.1055 1.0000 Uiso R . . . . .
H132 H 0.8428 0.2781 0.5349 0.1045 1.0000 Uiso R . . . . .
H141 H 1.1770 0.2247 0.5434 0.1234 1.0000 Uiso R . . . . .
H142 H 1.0609 0.0320 0.5280 0.1242 1.0000 Uiso R . . . . .
H151 H 1.0411 0.4260 0.5048 0.1640 0.5000 Uiso R . . . . .
H152 H 1.1865 0.3067 0.5035 0.1640 0.5000 Uiso R . . . . .
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
S1 0.0622(2) 0.0438(2) 0.0367(2) 0.00083(13) 0.01139(16) -0.01426(15)
C2 0.0440(7) 0.0410(7) 0.0352(6) -0.0010(5) 0.0109(5) 0.0019(5)
C3 0.0391(6) 0.0399(6) 0.0333(6) -0.0004(5) 0.0074(5) 0.0026(5)
C4 0.0384(6) 0.0378(6) 0.0341(6) 0.0003(5) 0.0081(5) 0.0005(5)
C5 0.0532(8) 0.0523(8) 0.0397(7) -0.0030(6) 0.0052(6) -0.0081(6)
C6 0.0603(9) 0.0666(10) 0.0393(8) -0.0092(7) -0.0009(7) -0.0045(8)
C7 0.0569(8) 0.0632(9) 0.0333(6) 0.0015(6) 0.0057(6) 0.0110(7)
C8 0.0568(8) 0.0499(8) 0.0382(7) 0.0051(6) 0.0136(6) 0.0037(6)
C9 0.0746(11) 0.0821(13) 0.0349(7) 0.0065(8) 0.0028(7) 0.0145(10)
C10 0.0737(11) 0.0805(12) 0.0336(7) 0.0081(8) 0.0091(7) 0.0074(9)
C11 0.0787(12) 0.0959(15) 0.0360(8) 0.0116(9) 0.0112(8) 0.0040(11)
C12 0.0838(13) 0.1070(17) 0.0437(9) 0.0094(10) 0.0175(9) 0.0052(12)
C13 0.0896(14) 0.130(2) 0.0467(10) 0.0149(12) 0.0243(10) 0.0028(15)
C14 0.1039(18) 0.146(3) 0.0593(12) 0.0118(15) 0.0334(12) 0.0072(18)
O15 0.1291(16) 0.194(2) 0.0740(11) 0.0329(14) 0.0573(11) 0.0122(16)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          4.02(5)
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 . C4 4_656 1.7342(13) yes
S1 . C2 . 1.7457(14) yes
C2 . C3 . 1.4111(19) yes
C2 . C8 . 1.3960(18) yes
C3 . C4 . 1.4361(18) yes
C3 . C5 . 1.394(2) yes
C4 . C4 4_656 1.364(3) yes
C5 . C6 . 1.378(2) yes
C5 . H51 . 0.949 no
C6 . C7 . 1.401(2) yes
C6 . H61 . 0.957 no
C7 . C8 . 1.385(2) yes
C7 . C9 . 1.520(2) yes
C8 . H81 . 0.934 no
C9 . C10 . 1.520(2) yes
C9 . H91 . 0.982 no
C9 . H92 . 1.000 no
C10 . C11 . 1.524(2) yes
C10 . H101 . 0.993 no
C10 . H102 . 0.980 no
C11 . C12 . 1.514(3) yes
C11 . H111 . 0.972 no
C11 . H112 . 0.973 no
C12 . C13 . 1.533(3) yes
C12 . H121 . 0.993 no
C12 . H122 . 0.978 no
C13 . C14 . 1.500(3) yes
C13 . H131 . 0.987 no
C13 . H132 . 0.971 no
C14 . O15 . 1.411(3) yes
C14 . H141 . 0.998 no
C14 . H142 . 0.982 no
O15 . H151 . 0.784 no
O15 . H152 . 0.780 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
C4 4_656 S1 . C2 . 90.56(6) yes
S1 . C2 . C3 . 112.88(9) yes
S1 . C2 . C8 . 125.80(12) yes
C3 . C2 . C8 . 121.30(13) yes
C2 . C3 . C4 . 109.66(11) yes
C2 . C3 . C5 . 118.85(12) yes
C4 . C3 . C5 . 131.46(13) yes
C3 . C4 . S1 4_656 133.10(10) yes
C3 . C4 . C4 4_656 114.26(14) yes
S1 4_656 C4 . C4 4_656 112.62(13) yes
C3 . C5 . C6 . 119.34(14) yes
C3 . C5 . H51 . 119.9 no
C6 . C5 . H51 . 120.7 no
C5 . C6 . C7 . 122.05(14) yes
C5 . C6 . H61 . 119.0 no
C7 . C6 . H61 . 118.9 no
C6 . C7 . C8 . 119.25(13) yes
C6 . C7 . C9 . 121.06(15) yes
C8 . C7 . C9 . 119.68(16) yes
C2 . C8 . C7 . 119.19(15) yes
C2 . C8 . H81 . 120.0 no
C7 . C8 . H81 . 120.8 no
C7 . C9 . C10 . 112.93(14) yes
C7 . C9 . H91 . 106.7 no
C10 . C9 . H91 . 109.9 no
C7 . C9 . H92 . 107.1 no
C10 . C9 . H92 . 110.8 no
H91 . C9 . H92 . 109.2 no
C9 . C10 . C11 . 112.90(16) yes
C9 . C10 . H101 . 108.7 no
C11 . C10 . H101 . 108.6 no
C9 . C10 . H102 . 108.5 no
C11 . C10 . H102 . 109.9 no
H101 . C10 . H102 . 108.0 no
C10 . C11 . C12 . 113.18(17) yes
C10 . C11 . H111 . 111.0 no
C12 . C11 . H111 . 108.2 no
C10 . C11 . H112 . 108.5 no
C12 . C11 . H112 . 108.4 no
H111 . C11 . H112 . 107.4 no
C11 . C12 . C13 . 112.58(19) yes
C11 . C12 . H121 . 108.6 no
C13 . C12 . H121 . 107.1 no
C11 . C12 . H122 . 109.2 no
C13 . C12 . H122 . 110.5 no
H121 . C12 . H122 . 108.8 no
C12 . C13 . C14 . 112.2(2) yes
C12 . C13 . H131 . 108.3 no
C14 . C13 . H131 . 109.3 no
C12 . C13 . H132 . 109.1 no
C14 . C13 . H132 . 110.4 no
H131 . C13 . H132 . 107.4 no
C13 . C14 . O15 . 111.4(2) yes
C13 . C14 . H141 . 109.1 no
O15 . C14 . H141 . 109.3 no
C13 . C14 . H142 . 109.8 no
O15 . C14 . H142 . 106.7 no
H141 . C14 . H142 . 110.6 no
C14 . O15 . H151 . 112.7 no
C14 . O15 . H152 . 108.9 no
H151 . O15 . H152 . 127.4 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
O15 . H151 . O15 2_766 170.33(11) 0.784 1.935 2.711(3) yes
O15 . H152 . O15 5_756 173.81(5) 0.780 1.923 2.700(3) yes


_iucr_refine_instructions_details 
;
#
# Punched on 10/02/16 at 11:50:48
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S)
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) H   (  92,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) H   ( 112,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) H   ( 132,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) H   ( 142,X'S) 
RIDE O   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
END                                                                             
#
# Punched on 10/02/16 at 11:50:48
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
# start Validation Reply Form
_vrf_PLAT919_295K                
;
PROBLEM: Reflection # Likely Affected by the Beamstop ...          1 Check
RESPONSE: The flagged reflection (004) appeared NOt to be affected by
the beamstop
;
####################################################################### 
# 
# 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_115K
_database_code_depnum_ccdc_archive 'CCDC 1810680'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-21 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                   7.8186(5)
_cell_length_b                   5.8811(3)
_cell_length_c                   49.458(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.762(6)
_cell_angle_gamma                90
_cell_volume                     2262.64(14)
_cell_measurement_reflns_used    3004
_cell_measurement_theta_min      2.6460
_cell_measurement_theta_max      27.5810
_cell_oxdiff_length_a            7.8182(5)
_cell_oxdiff_length_b            5.8796(3)
_cell_oxdiff_length_c            49.474(2)
_cell_oxdiff_angle_alpha         89.986(4)
_cell_oxdiff_angle_beta          95.773(4)
_cell_oxdiff_angle_gamma         89.963(4)
_cell_oxdiff_volume              2262.6(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  '-I 2ya'
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
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-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'
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            4

_chemical_formula_sum            'C26 H32 O2 S2'
_chemical_formula_moiety         'C26 H32 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         440.66


_cell_measurement_temperature    115

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.400
_exptl_absorpt_correction_T_min  0.73606
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.892
_oxdiff_exptl_absorpt_empirical_full_max 1.604
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.256
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143

_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 87.29
_montpellier_reflns_redundancy_maxres 3.28

#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 1.80 5.3 144.84 0.015 99.6 99.61
1 1.79 1.39 4.8 75.63 0.018 100.0 99.80
2 1.39 1.21 4.2 53.36 0.020 100.0 99.87
3 1.21 1.10 3.6 43.71 0.021 100.0 99.90
4 1.10 1.02 3.2 31.42 0.025 100.0 99.92
5 1.02 0.95 2.8 21.22 0.028 100.0 99.93
6 0.95 0.91 2.8 20.63 0.029 100.0 99.94
7 0.91 0.86 2.6 15.72 0.036 100.0 99.95
8 0.86 0.83 2.2 13.80 0.042 92.4 99.05
9 0.83 0.76 1.5 10.46 0.041 42.6 87.29
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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      -0.0265752932
_diffrn_orient_matrix_UB_12      -0.0075768346
_diffrn_orient_matrix_UB_13      0.0132626291
_diffrn_orient_matrix_UB_21      0.0844333356
_diffrn_orient_matrix_UB_22      0.0279127961
_diffrn_orient_matrix_UB_23      0.0056139645
_diffrn_orient_matrix_UB_31      -0.0219046335
_diffrn_orient_matrix_UB_32      0.1171198698
_diffrn_orient_matrix_UB_33      -0.0004845929
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00  32.00   1.00   33.52    --   13.31 -57.00   0.00   86
  2  ω     -4.00  23.00   1.00   33.52    --  -14.02-100.00   0.00   27
  3  ω    -18.00  23.00   1.00   33.52    --  -14.02-100.00 -90.00   41
  4  ω    -50.00  41.00   1.00   33.52    --   13.31 -77.00 120.00   91
  5  ω     20.00  47.00   1.00   33.52    --  -14.02  38.00 150.00   27
  6  ω    -15.00  83.00   1.00   33.52    --   13.31  77.00-120.00   98
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      115
_diffrn_reflns_number            7900
_reflns_number_total             2324
_diffrn_reflns_av_R_equivalents  0.019
_diffrn_reflns_av_unetI/netI     0.0211
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2324 
# Theoretical number of reflections is about 5314 


_diffrn_reflns_theta_min         1.655
_diffrn_reflns_theta_max         27.721
_diffrn_measured_fraction_theta_max 0.872

_diffrn_reflns_theta_full        25.226
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -53
_diffrn_reflns_limit_l_max       63
_reflns_limit_h_min              -10
_reflns_limit_h_max              9
_reflns_limit_k_min              0
_reflns_limit_k_max              7
_reflns_limit_l_min              0
_reflns_limit_l_max              63

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.22
_refine_diff_density_max         0.25


# 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_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         2286
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0319
_refine_ls_wR_factor_ref         0.0639
_refine_ls_goodness_of_fit_ref   0.9209
_refine_ls_shift/su_max          0.0014681
_refine_ls_shift/su_mean         0.0000924


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2324
_refine_ls_R_factor_all          0.0326
_refine_ls_wR_factor_all         0.0651

# 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           0.0296
_refine_ls_wR_factor_gt          0.0624

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_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, 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: 
 0.130E+04 0.210E+04 0.124E+04 475. 77.1 
;

# 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 0.83963(4) 0.54110(5) 0.731648(6) 0.0201 1.0000 Uani . . . . . .
C2 C 0.74137(15) 0.3709(2) 0.70571(2) 0.0186 1.0000 Uani . . . . . .
C3 C 0.67652(14) 0.1662(2) 0.71533(2) 0.0178 1.0000 Uani . . . . . .
C4 C 0.70859(14) 0.1567(2) 0.74427(2) 0.0174 1.0000 Uani . . . . . .
C5 C 0.59118(16) 0.0162(2) 0.69666(3) 0.0218 1.0000 Uani . . . . . .
C6 C 0.57218(17) 0.0732(2) 0.66946(3) 0.0251 1.0000 Uani . . . . . .
C7 C 0.63617(16) 0.2780(2) 0.65992(2) 0.0244 1.0000 Uani . . . . . .
C8 C 0.72249(16) 0.4268(2) 0.67823(3) 0.0220 1.0000 Uani . . . . . .
C9 C 0.61606(18) 0.3342(3) 0.62999(2) 0.0294 1.0000 Uani . . . . . .
C10 C 0.75211(18) 0.2198(3) 0.61456(2) 0.0277 1.0000 Uani . . . . . .
C11 C 0.75166(18) 0.3011(3) 0.58536(3) 0.0314 1.0000 Uani . . . . . .
C12 C 0.89610(19) 0.1965(3) 0.57110(3) 0.0319 1.0000 Uani . . . . . .
C13 C 0.91085(19) 0.2945(3) 0.54290(3) 0.0333 1.0000 Uani . . . . . .
C14 C 1.0644(2) 0.1991(3) 0.53054(3) 0.0373 1.0000 Uani . . . . . .
O15 O 1.08148(15) 0.2980(2) 0.50449(2) 0.0421 1.0000 Uani . . . . . .
H51 H 0.5479 -0.1215 0.7025 0.0254 1.0000 Uiso R . . . . .
H61 H 0.5125 -0.0272 0.6565 0.0301 1.0000 Uiso R . . . . .
H81 H 0.7656 0.5674 0.6721 0.0261 1.0000 Uiso R . . . . .
H91 H 0.6263 0.4994 0.6283 0.0350 1.0000 Uiso R . . . . .
H92 H 0.5027 0.2852 0.6224 0.0355 1.0000 Uiso R . . . . .
H101 H 0.8650 0.2531 0.6246 0.0320 1.0000 Uiso R . . . . .
H102 H 0.7333 0.0557 0.6152 0.0339 1.0000 Uiso R . . . . .
H111 H 0.7640 0.4641 0.5853 0.0381 1.0000 Uiso R . . . . .
H112 H 0.6414 0.2645 0.5748 0.0377 1.0000 Uiso R . . . . .
H121 H 1.0047 0.2237 0.5823 0.0377 1.0000 Uiso R . . . . .
H122 H 0.8807 0.0313 0.5695 0.0376 1.0000 Uiso R . . . . .
H131 H 0.9253 0.4596 0.5446 0.0392 1.0000 Uiso R . . . . .
H132 H 0.8069 0.2641 0.5309 0.0399 1.0000 Uiso R . . . . .
H141 H 1.1701 0.2305 0.5427 0.0446 1.0000 Uiso R . . . . .
H142 H 1.0513 0.0339 0.5277 0.0447 1.0000 Uiso R . . . . .
H151 H 1.0399 0.4232 0.5046 0.0640 0.5000 Uiso R . . . . .
H152 H 1.1853 0.3039 0.5033 0.0640 0.5000 Uiso R . . . . .
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
S1 0.02647(17) 0.01892(17) 0.01602(15) 0.00016(10) 0.00690(12) -0.00427(11)
C2 0.0189(5) 0.0205(6) 0.0175(5) -0.0015(5) 0.0067(4) 0.0017(5)
C3 0.0165(5) 0.0203(6) 0.0175(5) -0.0009(5) 0.0058(4) 0.0013(4)
C4 0.0160(5) 0.0197(6) 0.0172(5) 0.0005(4) 0.0061(4) 0.0002(4)
C5 0.0218(6) 0.0239(6) 0.0204(6) -0.0026(5) 0.0054(5) -0.0017(5)
C6 0.0246(6) 0.0318(7) 0.0189(6) -0.0054(5) 0.0022(5) -0.0012(5)
C7 0.0243(6) 0.0330(7) 0.0166(6) 0.0005(5) 0.0052(5) 0.0060(5)
C8 0.0241(6) 0.0238(6) 0.0196(6) 0.0027(5) 0.0087(5) 0.0033(5)
C9 0.0319(7) 0.0394(8) 0.0169(6) 0.0024(6) 0.0030(5) 0.0065(6)
C10 0.0331(7) 0.0343(7) 0.0163(6) 0.0029(5) 0.0059(5) 0.0023(6)
C11 0.0361(7) 0.0423(8) 0.0163(6) 0.0046(6) 0.0056(5) 0.0036(6)
C12 0.0372(7) 0.0406(8) 0.0191(6) 0.0034(6) 0.0087(6) 0.0015(6)
C13 0.0377(8) 0.0448(9) 0.0186(6) 0.0037(6) 0.0087(6) -0.0002(7)
C14 0.0472(9) 0.0427(9) 0.0243(7) 0.0037(6) 0.0151(6) 0.0019(7)
O15 0.0530(7) 0.0511(7) 0.0253(5) 0.0050(5) 0.0195(5) -0.0012(6)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          3.84(3)
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 . C4 4_656 1.7331(12) yes
S1 . C2 . 1.7436(12) yes
C2 . C3 . 1.4077(17) yes
C2 . C8 . 1.3916(16) yes
C3 . C4 . 1.4289(16) yes
C3 . C5 . 1.3971(17) yes
C4 . C4 4_656 1.368(2) yes
C5 . C6 . 1.3800(18) yes
C5 . H51 . 0.934 no
C6 . C7 . 1.4040(19) yes
C6 . H61 . 0.956 no
C7 . C8 . 1.3850(19) yes
C7 . C9 . 1.5097(17) yes
C8 . H81 . 0.954 no
C9 . C10 . 1.5265(18) yes
C9 . H91 . 0.979 no
C9 . H92 . 0.972 no
C10 . C11 . 1.5206(17) yes
C10 . H101 . 0.987 no
C10 . H102 . 0.977 no
C11 . C12 . 1.5204(19) yes
C11 . H111 . 0.964 no
C11 . H112 . 0.986 no
C12 . C13 . 1.5238(17) yes
C12 . H121 . 0.979 no
C12 . H122 . 0.981 no
C13 . C14 . 1.509(2) yes
C13 . H131 . 0.981 no
C13 . H132 . 0.974 no
C14 . O15 . 1.4322(17) yes
C14 . H141 . 0.990 no
C14 . H142 . 0.985 no
O15 . H151 . 0.805 no
O15 . H152 . 0.820 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
C4 4_656 S1 . C2 . 90.59(6) yes
S1 . C2 . C3 . 112.90(9) yes
S1 . C2 . C8 . 125.34(10) yes
C3 . C2 . C8 . 121.74(11) yes
C2 . C3 . C4 . 109.83(11) yes
C2 . C3 . C5 . 118.73(11) yes
C4 . C3 . C5 . 131.40(11) yes
C3 . C4 . S1 4_656 133.33(9) yes
C3 . C4 . C4 4_656 114.31(13) yes
S1 4_656 C4 . C4 4_656 112.35(11) yes
C3 . C5 . C6 . 119.25(12) yes
C3 . C5 . H51 . 120.5 no
C6 . C5 . H51 . 120.3 no
C5 . C6 . C7 . 121.92(12) yes
C5 . C6 . H61 . 119.9 no
C7 . C6 . H61 . 118.2 no
C6 . C7 . C8 . 119.29(11) yes
C6 . C7 . C9 . 120.78(12) yes
C8 . C7 . C9 . 119.91(13) yes
C2 . C8 . C7 . 119.07(12) yes
C2 . C8 . H81 . 120.6 no
C7 . C8 . H81 . 120.3 no
C7 . C9 . C10 . 112.62(11) yes
C7 . C9 . H91 . 107.5 no
C10 . C9 . H91 . 109.1 no
C7 . C9 . H92 . 108.4 no
C10 . C9 . H92 . 109.3 no
H91 . C9 . H92 . 109.9 no
C9 . C10 . C11 . 113.62(11) yes
C9 . C10 . H101 . 107.1 no
C11 . C10 . H101 . 109.3 no
C9 . C10 . H102 . 107.7 no
C11 . C10 . H102 . 110.9 no
H101 . C10 . H102 . 108.0 no
C10 . C11 . C12 . 112.47(12) yes
C10 . C11 . H111 . 108.9 no
C12 . C11 . H111 . 108.8 no
C10 . C11 . H112 . 110.7 no
C12 . C11 . H112 . 108.4 no
H111 . C11 . H112 . 107.4 no
C11 . C12 . C13 . 113.56(12) yes
C11 . C12 . H121 . 108.3 no
C13 . C12 . H121 . 108.3 no
C11 . C12 . H122 . 110.3 no
C13 . C12 . H122 . 108.8 no
H121 . C12 . H122 . 107.4 no
C12 . C13 . C14 . 111.51(12) yes
C12 . C13 . H131 . 108.2 no
C14 . C13 . H131 . 108.3 no
C12 . C13 . H132 . 110.8 no
C14 . C13 . H132 . 109.4 no
H131 . C13 . H132 . 108.5 no
C13 . C14 . O15 . 111.32(13) yes
C13 . C14 . H141 . 109.5 no
O15 . C14 . H141 . 108.9 no
C13 . C14 . H142 . 110.4 no
O15 . C14 . H142 . 106.8 no
H141 . C14 . H142 . 109.9 no
C14 . O15 . H151 . 106.8 no
C14 . O15 . H152 . 105.2 no
H151 . O15 . H152 . 111.4 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
O15 . H151 . O15 2_766 165.16(6) 0.805 1.925 2.7117(19) yes
O15 . H152 . O15 5_756 171.50(6) 0.820 1.902 2.7160(19) yes


_iucr_refine_instructions_details 
;
#
# Punched on 10/02/16 at 11:18:25
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  92,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) 
RIDE O   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
END                                                                             
#
# Punched on 10/02/16 at 11:18:25
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE)
END
;
# start Validation Reply Form
_vrf_PLAT919_115K                
;
PROBLEM: Reflection # Likely Affected by the Beamstop ...          1 Check
RESPONSE: The flagged reflection (004) appeared NOt to be affected by
the beamstop
;
####################################################################### 
# 
# 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_235K
_database_code_depnum_ccdc_archive 'CCDC 1810682'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-21 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                   8.1615(7)
_cell_length_b                   5.6918(5)
_cell_length_c                   49.870(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.819(7)
_cell_angle_gamma                90
_cell_volume                     2311.5(2)
_cell_measurement_reflns_used    2261
_cell_measurement_theta_min      2.5450
_cell_measurement_theta_max      27.4850
_cell_oxdiff_length_a            8.1609(6)
_cell_oxdiff_length_b            5.6898(3)
_cell_oxdiff_length_c            49.893(3)
_cell_oxdiff_angle_alpha         89.943(5)
_cell_oxdiff_angle_beta          93.867(6)
_cell_oxdiff_angle_gamma         90.010(5)
_cell_oxdiff_volume              2311.5(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  '-I 2ya'
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
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-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'
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            4

_chemical_formula_sum            'C26 H32 O2 S2'
_chemical_formula_moiety         'C26 H32 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         440.66


_cell_measurement_temperature    235

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.400
_exptl_absorpt_correction_T_min  0.90975
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.946
_oxdiff_exptl_absorpt_empirical_full_max 1.071
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.251
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143

_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 87.01
_montpellier_reflns_redundancy_maxres 3.09

#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 4.9 90.98 0.015 99.2 99.24
1 1.78 1.39 4.5 61.05 0.021 100.0 99.62
2 1.39 1.22 4.0 43.82 0.026 100.0 99.75
3 1.22 1.10 3.3 30.51 0.029 100.0 99.81
4 1.10 1.02 3.1 20.61 0.038 100.0 99.85
5 1.02 0.95 2.7 16.20 0.044 100.0 99.87
6 0.95 0.90 2.6 13.23 0.049 100.0 99.89
7 0.90 0.86 2.4 10.15 0.062 100.0 99.90
8 0.86 0.83 2.1 9.90 0.058 94.9 99.32
9 0.83 0.76 1.4 6.77 0.080 41.8 87.01
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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      0.0400704000
_diffrn_orient_matrix_UB_12      -0.0429923000
_diffrn_orient_matrix_UB_13      -0.0111849000
_diffrn_orient_matrix_UB_21      -0.0724533000
_diffrn_orient_matrix_UB_22      0.0193445000
_diffrn_orient_matrix_UB_23      -0.0083794000
_diffrn_orient_matrix_UB_31      0.0270836000
_diffrn_orient_matrix_UB_32      0.1154028000
_diffrn_orient_matrix_UB_33      -0.0027774000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  82.00   1.00   15.00    --   13.31  57.00  90.00   87
  2  ω     -3.00  27.00   1.00   15.00    --  -14.02-100.00  90.00   30
  3  ω    -59.00  46.00   1.00   15.00    --   13.31 -19.00 -90.00  105
  4  ω    -42.00  52.00   1.00   15.00    --  -14.02  77.00-150.00   94
  5  ω    -50.00 -24.00   1.00   15.00    --  -14.02 108.00 -92.00   26
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      235
_diffrn_reflns_number            7686
_reflns_number_total             2371
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_av_unetI/netI     0.0280
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2371 
# Theoretical number of reflections is about 5460 


_diffrn_reflns_theta_min         2.456
_diffrn_reflns_theta_max         27.779
_diffrn_measured_fraction_theta_max 0.866

_diffrn_reflns_theta_full        25.226
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_limit_l_max       64
_reflns_limit_h_min              -9
_reflns_limit_h_max              9
_reflns_limit_k_min              0
_reflns_limit_k_max              6
_reflns_limit_l_min              0
_reflns_limit_l_max              64

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.20
_refine_diff_density_max         0.24


# 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_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         2299
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0377
_refine_ls_wR_factor_ref         0.0804
_refine_ls_goodness_of_fit_ref   0.8332
_refine_ls_shift/su_max          0.0030273
_refine_ls_shift/su_mean         0.0001032


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2371
_refine_ls_R_factor_all          0.0394
_refine_ls_wR_factor_all         0.0830

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2093
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_gt          0.0778

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_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, 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: 
 0.183E+04 0.302E+04 0.188E+04 786. 188. 
;

# 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 0.84977(5) 0.54102(7) 0.731485(6) 0.0375 1.0000 Uani . . . . . .
C2 C 0.75274(17) 0.3711(3) 0.70610(3) 0.0324 1.0000 Uani . . . . . .
C3 C 0.68139(16) 0.1662(2) 0.71584(3) 0.0305 1.0000 Uani . . . . . .
C4 C 0.70772(15) 0.1569(2) 0.74451(3) 0.0298 1.0000 Uani . . . . . .
C5 C 0.59668(18) 0.0165(3) 0.69771(3) 0.0384 1.0000 Uani . . . . . .
C6 C 0.5839(2) 0.0743(3) 0.67076(3) 0.0450 1.0000 Uani . . . . . .
C7 C 0.65373(19) 0.2782(3) 0.66108(3) 0.0417 1.0000 Uani . . . . . .
C8 C 0.73982(19) 0.4275(3) 0.67886(3) 0.0385 1.0000 Uani . . . . . .
C9 C 0.6397(2) 0.3366(4) 0.63135(3) 0.0519 1.0000 Uani . . . . . .
C10 C 0.7707(2) 0.2182(4) 0.61593(3) 0.0504 1.0000 Uani . . . . . .
C11 C 0.7744(2) 0.3028(4) 0.58707(3) 0.0578 1.0000 Uani . . . . . .
C12 C 0.9111(3) 0.1936(4) 0.57236(3) 0.0625 1.0000 Uani . . . . . .
C13 C 0.9278(3) 0.2981(5) 0.54454(4) 0.0704 1.0000 Uani . . . . . .
C14 C 1.0724(3) 0.1995(5) 0.53131(4) 0.0806 1.0000 Uani . . . . . .
O15 O 1.0907(2) 0.3064(4) 0.50594(3) 0.0988 1.0000 Uani . . . . . .
H51 H 0.5493 -0.1205 0.7037 0.0450 1.0000 Uiso R . . . . .
H61 H 0.5233 -0.0267 0.6585 0.0537 1.0000 Uiso R . . . . .
H81 H 0.7864 0.5653 0.6726 0.0452 1.0000 Uiso R . . . . .
H91 H 0.6503 0.5066 0.6298 0.0617 1.0000 Uiso R . . . . .
H92 H 0.5293 0.2867 0.6243 0.0617 1.0000 Uiso R . . . . .
H101 H 0.8794 0.2484 0.6255 0.0594 1.0000 Uiso R . . . . .
H102 H 0.7521 0.0494 0.6162 0.0595 1.0000 Uiso R . . . . .
H111 H 0.7870 0.4706 0.5871 0.0686 1.0000 Uiso R . . . . .
H112 H 0.6703 0.2629 0.5774 0.0681 1.0000 Uiso R . . . . .
H121 H 1.0143 0.2200 0.5830 0.0729 1.0000 Uiso R . . . . .
H122 H 0.8919 0.0249 0.5708 0.0734 1.0000 Uiso R . . . . .
H131 H 0.9407 0.4662 0.5463 0.0826 1.0000 Uiso R . . . . .
H132 H 0.8258 0.2712 0.5332 0.0819 1.0000 Uiso R . . . . .
H141 H 1.1730 0.2289 0.5427 0.0958 1.0000 Uiso R . . . . .
H142 H 1.0578 0.0319 0.5279 0.0952 1.0000 Uiso R . . . . .
H151 H 1.0401 0.4241 0.5047 0.1240 0.5000 Uiso R . . . . .
H152 H 1.1855 0.3048 0.5034 0.1240 0.5000 Uiso R . . . . .
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
S1 0.0503(2) 0.0351(2) 0.02821(18) 0.00034(13) 0.01035(15) -0.01009(15)
C2 0.0351(7) 0.0350(7) 0.0280(6) -0.0019(6) 0.0093(5) 0.0010(5)
C3 0.0317(6) 0.0332(7) 0.0276(6) -0.0004(5) 0.0081(5) 0.0018(5)
C4 0.0314(6) 0.0315(7) 0.0274(6) 0.0003(5) 0.0077(5) -0.0002(5)
C5 0.0418(8) 0.0419(8) 0.0319(7) -0.0036(6) 0.0055(6) -0.0064(6)
C6 0.0480(9) 0.0551(10) 0.0317(7) -0.0079(7) 0.0010(6) -0.0033(7)
C7 0.0458(8) 0.0534(9) 0.0264(7) 0.0018(6) 0.0063(6) 0.0093(7)
C8 0.0459(8) 0.0419(8) 0.0291(7) 0.0049(6) 0.0120(6) 0.0035(6)
C9 0.0602(10) 0.0673(12) 0.0283(7) 0.0040(8) 0.0035(7) 0.0095(9)
C10 0.0606(10) 0.0649(11) 0.0267(7) 0.0064(7) 0.0088(7) 0.0041(9)
C11 0.0655(11) 0.0797(13) 0.0290(7) 0.0085(8) 0.0090(7) 0.0045(10)
C12 0.0709(12) 0.0862(15) 0.0320(8) 0.0061(9) 0.0155(8) 0.0025(11)
C13 0.0768(13) 0.0994(17) 0.0371(9) 0.0098(10) 0.0195(9) 0.0007(12)
C14 0.0918(16) 0.1085(19) 0.0450(10) 0.0078(12) 0.0310(11) 0.0046(15)
O15 0.1126(14) 0.1342(17) 0.0551(9) 0.0180(10) 0.0470(9) 0.0053(13)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          4.00(5)
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 . C4 4_656 1.7313(13) yes
S1 . C2 . 1.7411(14) yes
C2 . C3 . 1.4049(19) yes
C2 . C8 . 1.3929(18) yes
C3 . C4 . 1.4326(18) yes
C3 . C5 . 1.392(2) yes
C4 . C4 4_656 1.359(3) yes
C5 . C6 . 1.380(2) yes
C5 . H51 . 0.928 no
C6 . C7 . 1.394(2) yes
C6 . H61 . 0.953 no
C7 . C8 . 1.385(2) yes
C7 . C9 . 1.5162(19) yes
C8 . H81 . 0.935 no
C9 . C10 . 1.516(2) yes
C9 . H91 . 0.975 no
C9 . H92 . 0.987 no
C10 . C11 . 1.520(2) yes
C10 . H101 . 0.993 no
C10 . H102 . 0.973 no
C11 . C12 . 1.510(3) yes
C11 . H111 . 0.961 no
C11 . H112 . 0.976 no
C12 . C13 . 1.524(2) yes
C12 . H121 . 0.977 no
C12 . H122 . 0.975 no
C13 . C14 . 1.499(3) yes
C13 . H131 . 0.966 no
C13 . H132 . 0.986 no
C14 . O15 . 1.421(2) yes
C14 . H141 . 0.982 no
C14 . H142 . 0.975 no
O15 . H151 . 0.787 no
O15 . H152 . 0.792 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
C4 4_656 S1 . C2 . 90.58(6) yes
S1 . C2 . C3 . 112.87(10) yes
S1 . C2 . C8 . 125.63(12) yes
C3 . C2 . C8 . 121.48(13) yes
C2 . C3 . C4 . 109.72(12) yes
C2 . C3 . C5 . 118.87(12) yes
C4 . C3 . C5 . 131.37(13) yes
C3 . C4 . S1 4_656 133.19(11) yes
C3 . C4 . C4 4_656 114.32(15) yes
S1 4_656 C4 . C4 4_656 112.48(13) yes
C3 . C5 . C6 . 119.24(14) yes
C3 . C5 . H51 . 120.3 no
C6 . C5 . H51 . 120.4 no
C5 . C6 . C7 . 122.00(14) yes
C5 . C6 . H61 . 118.8 no
C7 . C6 . H61 . 119.2 no
C6 . C7 . C8 . 119.37(13) yes
C6 . C7 . C9 . 121.04(15) yes
C8 . C7 . C9 . 119.59(15) yes
C2 . C8 . C7 . 119.04(14) yes
C2 . C8 . H81 . 120.9 no
C7 . C8 . H81 . 120.0 no
C7 . C9 . C10 . 112.85(14) yes
C7 . C9 . H91 . 107.1 no
C10 . C9 . H91 . 109.4 no
C7 . C9 . H92 . 107.1 no
C10 . C9 . H92 . 110.4 no
H91 . C9 . H92 . 110.0 no
C9 . C10 . C11 . 113.49(15) yes
C9 . C10 . H101 . 108.5 no
C11 . C10 . H101 . 108.9 no
C9 . C10 . H102 . 108.5 no
C11 . C10 . H102 . 109.8 no
H101 . C10 . H102 . 107.4 no
C10 . C11 . C12 . 113.06(16) yes
C10 . C11 . H111 . 108.8 no
C12 . C11 . H111 . 109.1 no
C10 . C11 . H112 . 108.8 no
C12 . C11 . H112 . 108.2 no
H111 . C11 . H112 . 108.8 no
C11 . C12 . C13 . 113.28(18) yes
C11 . C12 . H121 . 108.1 no
C13 . C12 . H121 . 108.0 no
C11 . C12 . H122 . 108.9 no
C13 . C12 . H122 . 109.5 no
H121 . C12 . H122 . 108.9 no
C12 . C13 . C14 . 112.0(2) yes
C12 . C13 . H131 . 108.5 no
C14 . C13 . H131 . 109.1 no
C12 . C13 . H132 . 109.7 no
C14 . C13 . H132 . 110.4 no
H131 . C13 . H132 . 106.9 no
C13 . C14 . O15 . 111.4(2) yes
C13 . C14 . H141 . 109.5 no
O15 . C14 . H141 . 108.0 no
C13 . C14 . H142 . 110.7 no
O15 . C14 . H142 . 106.3 no
H141 . C14 . H142 . 110.9 no
C14 . O15 . H151 . 110.4 no
C14 . O15 . H152 . 107.4 no
H151 . O15 . H152 . 120.7 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
O15 . H151 . O15 2_766 168.31(10) 0.787 1.923 2.699(2) yes
O15 . H152 . O15 5_756 175.05(10) 0.792 1.915 2.705(2) yes


_iucr_refine_instructions_details 
;
#
# Punched on 10/02/16 at 11:32:48
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  92,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) 
RIDE O   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
END                                                                             
#
# Punched on 10/02/16 at 11:32:48
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_255K
_database_code_depnum_ccdc_archive 'CCDC 1810685'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-21 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                   8.2606(6)
_cell_length_b                   5.6541(3)
_cell_length_c                   49.944(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.621(6)
_cell_angle_gamma                90
_cell_volume                     2328.04(15)
_cell_measurement_reflns_used    2581
_cell_measurement_theta_min      3.6360
_cell_measurement_theta_max      27.4450
_cell_oxdiff_length_a            8.2596(6)
_cell_oxdiff_length_b            5.6545(2)
_cell_oxdiff_length_c            49.946(2)
_cell_oxdiff_angle_alpha         89.989(3)
_cell_oxdiff_angle_beta          93.605(5)
_cell_oxdiff_angle_gamma         89.979(4)
_cell_oxdiff_volume              2328.0(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  '-I 2ya'
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
-x+1/2,y,-z
x+1/2,-y,z
-x+1,y+1/2,-z+1/2
x+1,-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'
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            4

_chemical_formula_sum            'C26 H32 O2 S2'
_chemical_formula_moiety         'C26 H32 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         440.66


_cell_measurement_temperature    255

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.400
_exptl_absorpt_correction_T_min  0.88036
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.935
_oxdiff_exptl_absorpt_empirical_full_max 1.124
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.249
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0143

_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 86.35
_montpellier_reflns_redundancy_maxres 3.03

#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 4.8 94.17 0.015 99.6 99.62
1 1.78 1.39 4.4 59.21 0.019 99.6 99.62
2 1.39 1.21 4.0 42.12 0.026 100.0 99.75
3 1.21 1.09 3.3 28.38 0.026 100.0 99.81
4 1.09 1.01 3.0 18.94 0.036 100.0 99.85
5 1.01 0.95 2.7 15.63 0.046 100.0 99.87
6 0.95 0.90 2.5 11.53 0.050 100.0 99.89
7 0.90 0.86 2.4 8.87 0.071 100.0 99.91
8 0.86 0.82 2.0 8.53 0.065 92.7 99.04
9 0.82 0.76 1.3 6.16 0.080 40.6 86.35
#End reflection statistics
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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      0.0392973000
_diffrn_orient_matrix_UB_12      -0.0458365000
_diffrn_orient_matrix_UB_13      -0.0111104000
_diffrn_orient_matrix_UB_21      -0.0709685000
_diffrn_orient_matrix_UB_22      0.0211051000
_diffrn_orient_matrix_UB_23      -0.0084065000
_diffrn_orient_matrix_UB_31      0.0286900000
_diffrn_orient_matrix_UB_32      0.1148432000
_diffrn_orient_matrix_UB_33      -0.0028930000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  82.00   1.00   15.00    --   13.31  57.00  90.00   87
  2  ω     -3.00  27.00   1.00   15.00    --  -14.02-100.00  90.00   30
  3  ω    -59.00  46.00   1.00   15.00    --   13.31 -19.00 -90.00  105
  4  ω    -42.00  52.00   1.00   15.00    --  -14.02  77.00-150.00   94
  5  ω    -50.00 -24.00   1.00   15.00    --  -14.02 108.00 -92.00   26
;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      255
_diffrn_reflns_number            7663
_reflns_number_total             2411
_diffrn_reflns_av_R_equivalents  0.020
_diffrn_reflns_av_unetI/netI     0.0278
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2411 
# Theoretical number of reflections is about 5576 


_diffrn_reflns_theta_min         1.634
_diffrn_reflns_theta_max         27.949
_diffrn_measured_fraction_theta_max 0.861

_diffrn_reflns_theta_full        25.226
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_limit_l_max       64
_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              64

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.16
_refine_diff_density_max         0.21


# 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_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         2322
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0404
_refine_ls_wR_factor_ref         0.0660
_refine_ls_goodness_of_fit_ref   0.9880
_refine_ls_shift/su_max          0.0034841
_refine_ls_shift/su_mean         0.0001314


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2411
_refine_ls_R_factor_all          0.0427
_refine_ls_wR_factor_all         0.0696

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2104
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_gt          0.0630

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_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, 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: 
 953. 0.148E+04 780. 239. 
;

# 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 0.85197(6) 0.54093(8) 0.731504(8) 0.0405 1.0000 Uani . . . . . .
C2 C 0.75503(19) 0.3714(3) 0.70615(3) 0.0342 1.0000 Uani . . . . . .
C3 C 0.68256(18) 0.1666(3) 0.71591(3) 0.0322 1.0000 Uani . . . . . .
C4 C 0.70738(18) 0.1572(3) 0.74453(3) 0.0317 1.0000 Uani . . . . . .
C5 C 0.5980(2) 0.0168(3) 0.69785(3) 0.0414 1.0000 Uani . . . . . .
C6 C 0.5867(2) 0.0749(4) 0.67098(3) 0.0478 1.0000 Uani . . . . . .
C7 C 0.6578(2) 0.2793(4) 0.66131(3) 0.0438 1.0000 Uani . . . . . .
C8 C 0.7437(2) 0.4278(3) 0.67900(3) 0.0413 1.0000 Uani . . . . . .
C9 C 0.6451(2) 0.3372(4) 0.63159(3) 0.0550 1.0000 Uani . . . . . .
C10 C 0.7755(2) 0.2179(4) 0.61629(3) 0.0539 1.0000 Uani . . . . . .
C11 C 0.7794(2) 0.3035(5) 0.58743(3) 0.0608 1.0000 Uani . . . . . .
C12 C 0.9147(3) 0.1925(5) 0.57263(4) 0.0670 1.0000 Uani . . . . . .
C13 C 0.9316(3) 0.2996(5) 0.54490(4) 0.0755 1.0000 Uani . . . . . .
C14 C 1.0740(3) 0.1997(6) 0.53147(4) 0.0869 1.0000 Uani . . . . . .
O15 O 1.0933(2) 0.3098(4) 0.50632(3) 0.1083 1.0000 Uani . . . . . .
H51 H 0.5487 -0.1209 0.7040 0.0479 1.0000 Uiso R . . . . .
H61 H 0.5276 -0.0261 0.6588 0.0570 1.0000 Uiso R . . . . .
H81 H 0.7920 0.5650 0.6726 0.0489 1.0000 Uiso R . . . . .
H91 H 0.6565 0.5064 0.6299 0.0653 1.0000 Uiso R . . . . .
H92 H 0.5358 0.2879 0.6246 0.0660 1.0000 Uiso R . . . . .
H101 H 0.8823 0.2504 0.6256 0.0638 1.0000 Uiso R . . . . .
H102 H 0.7579 0.0484 0.6168 0.0635 1.0000 Uiso R . . . . .
H111 H 0.7920 0.4721 0.5872 0.0726 1.0000 Uiso R . . . . .
H112 H 0.6776 0.2629 0.5779 0.0724 1.0000 Uiso R . . . . .
H121 H 1.0170 0.2177 0.5831 0.0790 1.0000 Uiso R . . . . .
H122 H 0.8957 0.0234 0.5712 0.0791 1.0000 Uiso R . . . . .
H131 H 0.9449 0.4685 0.5467 0.0884 1.0000 Uiso R . . . . .
H132 H 0.8310 0.2712 0.5338 0.0883 1.0000 Uiso R . . . . .
H141 H 1.1740 0.2277 0.5428 0.1026 1.0000 Uiso R . . . . .
H142 H 1.0594 0.0312 0.5282 0.1019 1.0000 Uiso R . . . . .
H151 H 1.0404 0.4247 0.5047 0.1340 0.5000 Uiso R . . . . .
H152 H 1.1858 0.3054 0.5034 0.1340 0.5000 Uiso R . . . . .
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
S1 0.0542(3) 0.0379(2) 0.0304(2) 0.00037(17) 0.01061(17) -0.01144(19)
C2 0.0370(8) 0.0364(9) 0.0300(7) -0.0017(7) 0.0095(6) 0.0015(7)
C3 0.0339(8) 0.0356(8) 0.0280(7) -0.0010(6) 0.0085(6) 0.0022(6)
C4 0.0342(8) 0.0326(8) 0.0292(7) 0.0006(6) 0.0087(6) 0.0003(6)
C5 0.0449(10) 0.0455(10) 0.0345(8) -0.0037(8) 0.0068(7) -0.0067(8)
C6 0.0509(10) 0.0589(12) 0.0332(8) -0.0082(9) 0.0002(7) -0.0034(9)
C7 0.0478(10) 0.0562(11) 0.0277(8) 0.0019(8) 0.0060(7) 0.0087(9)
C8 0.0493(10) 0.0439(10) 0.0322(8) 0.0050(7) 0.0131(7) 0.0033(8)
C9 0.0648(12) 0.0715(14) 0.0287(8) 0.0058(9) 0.0040(8) 0.0112(11)
C10 0.0645(12) 0.0688(14) 0.0293(8) 0.0063(9) 0.0096(8) 0.0051(11)
C11 0.0672(13) 0.0853(16) 0.0306(9) 0.0098(10) 0.0090(8) 0.0044(12)
C12 0.0742(14) 0.0925(18) 0.0359(9) 0.0070(11) 0.0157(9) 0.0014(13)
C13 0.0810(16) 0.108(2) 0.0393(10) 0.0096(13) 0.0215(10) -0.0002(15)
C14 0.0966(19) 0.118(2) 0.0501(12) 0.0097(15) 0.0332(13) 0.0064(18)
O15 0.1181(15) 0.153(2) 0.0594(10) 0.0225(12) 0.0506(10) 0.0080(15)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          3.98(3)
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 . C4 4_656 1.7328(15) yes
S1 . C2 . 1.7423(16) yes
C2 . C3 . 1.405(2) yes
C2 . C8 . 1.391(2) yes
C3 . C4 . 1.432(2) yes
C3 . C5 . 1.392(2) yes
C4 . C4 4_656 1.359(3) yes
C5 . C6 . 1.379(2) yes
C5 . H51 . 0.939 no
C6 . C7 . 1.396(3) yes
C6 . H61 . 0.947 no
C7 . C8 . 1.382(3) yes
C7 . C9 . 1.517(2) yes
C8 . H81 . 0.938 no
C9 . C10 . 1.517(3) yes
C9 . H91 . 0.965 no
C9 . H92 . 0.988 no
C10 . C11 . 1.523(2) yes
C10 . H101 . 0.988 no
C10 . H102 . 0.970 no
C11 . C12 . 1.514(3) yes
C11 . H111 . 0.959 no
C11 . H112 . 0.967 no
C12 . C13 . 1.526(3) yes
C12 . H121 . 0.977 no
C12 . H122 . 0.971 no
C13 . C14 . 1.501(3) yes
C13 . H131 . 0.965 no
C13 . H132 . 0.983 no
C14 . O15 . 1.420(3) yes
C14 . H141 . 0.983 no
C14 . H142 . 0.972 no
O15 . H151 . 0.785 no
O15 . H152 . 0.786 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
C4 4_656 S1 . C2 . 90.51(7) yes
S1 . C2 . C3 . 112.83(11) yes
S1 . C2 . C8 . 125.59(14) yes
C3 . C2 . C8 . 121.56(15) yes
C2 . C3 . C4 . 109.83(14) yes
C2 . C3 . C5 . 118.96(14) yes
C4 . C3 . C5 . 131.17(15) yes
C3 . C4 . S1 4_656 133.18(12) yes
C3 . C4 . C4 4_656 114.25(17) yes
S1 4_656 C4 . C4 4_656 112.56(15) yes
C3 . C5 . C6 . 119.06(17) yes
C3 . C5 . H51 . 120.2 no
C6 . C5 . H51 . 120.7 no
C5 . C6 . C7 . 121.98(17) yes
C5 . C6 . H61 . 118.8 no
C7 . C6 . H61 . 119.2 no
C6 . C7 . C8 . 119.48(15) yes
C6 . C7 . C9 . 120.83(18) yes
C8 . C7 . C9 . 119.68(18) yes
C2 . C8 . C7 . 118.96(17) yes
C2 . C8 . H81 . 121.2 no
C7 . C8 . H81 . 119.8 no
C7 . C9 . C10 . 112.90(16) yes
C7 . C9 . H91 . 107.4 no
C10 . C9 . H91 . 108.7 no
C7 . C9 . H92 . 106.9 no
C10 . C9 . H92 . 111.0 no
H91 . C9 . H92 . 109.9 no
C9 . C10 . C11 . 113.17(17) yes
C9 . C10 . H101 . 108.7 no
C11 . C10 . H101 . 108.3 no
C9 . C10 . H102 . 108.3 no
C11 . C10 . H102 . 110.5 no
H101 . C10 . H102 . 107.6 no
C10 . C11 . C12 . 113.00(18) yes
C10 . C11 . H111 . 109.5 no
C12 . C11 . H111 . 108.9 no
C10 . C11 . H112 . 108.6 no
C12 . C11 . H112 . 108.0 no
H111 . C11 . H112 . 108.8 no
C11 . C12 . C13 . 113.0(2) yes
C11 . C12 . H121 . 108.5 no
C13 . C12 . H121 . 107.7 no
C11 . C12 . H122 . 108.9 no
C13 . C12 . H122 . 110.3 no
H121 . C12 . H122 . 108.3 no
C12 . C13 . C14 . 112.1(2) yes
C12 . C13 . H131 . 108.8 no
C14 . C13 . H131 . 109.1 no
C12 . C13 . H132 . 109.1 no
C14 . C13 . H132 . 110.1 no
H131 . C13 . H132 . 107.6 no
C13 . C14 . O15 . 111.5(2) yes
C13 . C14 . H141 . 109.7 no
O15 . C14 . H141 . 107.4 no
C13 . C14 . H142 . 110.5 no
O15 . C14 . H142 . 107.5 no
H141 . C14 . H142 . 110.1 no
C14 . O15 . H151 . 111.1 no
C14 . O15 . H152 . 108.3 no
H151 . O15 . H152 . 123.3 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
O15 . H151 . O15 2_766 169.08(11) 0.785 1.924 2.699(3) yes
O15 . H152 . O15 5_756 175.17(9) 0.786 1.918 2.702(3) yes


_iucr_refine_instructions_details 
;
#
# Punched on 10/02/16 at 11:35:33
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  92,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) 
RIDE O   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
END                                                                             
#
# Punched on 10/02/16 at 11:35:33
#
#LIST     16                                                                    
NO
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
# start Validation Reply Form
_vrf_PLAT919_255K                
;
PROBLEM: Reflection # Likely Affected by the Beamstop ...          1 Check
RESPONSE: The flagged reflection (004) appeared NOt to be affected by
the beamstop
;
