# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1475860'
_audit_update_record             
;
2016-04-22 deposited with the CCDC.
2016-06-22 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                   19.0077(7)
_cell_length_b                   15.6418(6)
_cell_length_c                   8.2319(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.654(4)
_cell_angle_gamma                90
_cell_volume                     2425.67(9)
_cell_measurement_reflns_used    9412
_cell_measurement_theta_min      2.3150
_cell_measurement_theta_max      68.2130
_cell_oxdiff_length_a            19.0027(9)
_cell_oxdiff_length_b            15.6324(7)
_cell_oxdiff_length_c            8.2409(5)
_cell_oxdiff_angle_alpha         89.942(4)
_cell_oxdiff_angle_beta          97.707(4)
_cell_oxdiff_angle_gamma         89.977(4)
_cell_oxdiff_volume              2425.9(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y+1/2,z+1/2
-x,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 0.0181 0.0091 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 0.0311 0.0180 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 0.0492 0.0322 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 0.3331 0.5567 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'
Br -0.6763 1.2805 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
K 0.3868 1.0657 8.2186 12.7949 7.4398 0.7748 1.0519 213.1870 0.8659 41.6841
1.4228 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

_chemical_formula_sum            'C26 H26 Br2 O2 S2'
_chemical_formula_moiety         'C26 H26 Br2 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         594.41


_cell_measurement_temperature    175

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.200
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_max          0.300
_exptl_absorpt_correction_T_min  0.37005
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1200
_exptl_absorpt_coefficient_mu    6.019
_diffrn_radiation_type           'Cu 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     1.54180
#montpellier_reflns_maxres is minimum d (highest resolution)
#where <I/sigI> <= 2.0
#(Z. Dauter, Acta Cryst. D55, 1703-1717, 1999)
_montpellier_reflns_maxres       0.83
_montpellier_reflns_completeness_maxres 99.07
_montpellier_reflns_redundancy_maxres 3.83

#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 1.84 5.4 26.91 0.099 100.0 100.00
1 1.84 1.44 4.1 12.38 0.099 100.0 100.00
2 1.44 1.25 5.7 19.89 0.112 100.0 100.00
3 1.25 1.14 4.1 24.59 0.085 100.0 100.00
4 1.14 1.05 3.9 19.38 0.109 100.0 100.00
5 1.05 0.99 3.6 17.26 0.127 100.0 100.00
6 0.99 0.94 3.5 16.66 0.129 99.8 99.97
7 0.94 0.90 3.1 14.95 0.127 99.8 99.95
8 0.90 0.86 2.8 13.48 0.127 100.0 99.95
9 0.86 0.83 2.1 12.64 0.128 91.8 99.07
#End reflection statistics
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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      -0.0178461000
_diffrn_orient_matrix_UB_12      0.0937949000
_diffrn_orient_matrix_UB_13      0.0346510000
_diffrn_orient_matrix_UB_21      0.0573290000
_diffrn_orient_matrix_UB_22      -0.0001549000
_diffrn_orient_matrix_UB_23      0.1510904000
_diffrn_orient_matrix_UB_31      0.0555446000
_diffrn_orient_matrix_UB_32      0.0301941000
_diffrn_orient_matrix_UB_33      -0.1075635000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -89.00    2.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  126.0000   60.0000 91

#__ type_ start__ end____ width___ exp.time_
  2 omega  -50.00   37.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   38.0000  -30.0000 87

#__ type_ start__ end____ width___ exp.time_
  3 omega -104.00  -11.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -38.0000  150.0000 93

#__ type_ start__ end____ width___ exp.time_
  4 omega   19.00   90.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       35.0065 -126.0000 -150.0000 71

#__ type_ start__ end____ width___ exp.time_
  5 omega  101.00  171.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000  112.0000   30.0000 70

#__ type_ start__ end____ width___ exp.time_
  6 omega   32.00  120.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -61.0000  120.0000 88

#__ type_ start__ end____ width___ exp.time_
  7 omega   30.00   98.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -45.0000  120.0000 68

#__ type_ start__ end____ width___ exp.time_
  8 omega   29.00  115.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000 -112.0000 -120.0000 86

#__ type_ start__ end____ width___ exp.time_
  9 omega   30.00   98.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -45.0000 -120.0000 68

#__ type_ start__ end____ width___ exp.time_
 10 omega   29.00   91.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -30.0000    0.0000 62

#__ type_ start__ end____ width___ exp.time_
 11 omega   74.00  171.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000   30.0000 -150.0000 97

#__ type_ start__ end____ width___ exp.time_
 12 omega   30.00  109.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -95.0000  120.0000 79

#__ type_ start__ end____ width___ exp.time_
 13 omega   30.00   98.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -45.0000  -60.0000 68

#__ type_ start__ end____ width___ exp.time_
 14 omega   29.00  115.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000 -112.0000  120.0000 86

#__ type_ start__ end____ width___ exp.time_
 15 omega   30.00   98.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -45.0000  -30.0000 68

#__ type_ start__ end____ width___ exp.time_
 16 omega   29.00   91.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -30.0000  -30.0000 62

#__ type_ start__ end____ width___ exp.time_
 17 omega   17.00  103.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       35.0065   57.0000    0.0000 86

#__ type_ start__ end____ width___ exp.time_
 18 omega   17.00  103.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       35.0065   57.0000   90.0000 86

#__ type_ start__ end____ width___ exp.time_
 19 omega   -4.00   75.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       35.0065  -99.0000   30.0000 79

#__ type_ start__ end____ width___ exp.time_
 20 omega   17.00  103.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       35.0065   57.0000  -90.0000 86

#__ type_ start__ end____ width___ exp.time_
 21 omega   55.00  126.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000   15.0000  120.0000 71

#__ type_ start__ end____ width___ exp.time_
 22 omega   55.00   80.00   1.0000   20.0100
omega____ theta____ kappa____ phi______ frames
    -      100.0000   15.0000    0.0000 25

;
_diffrn_measurement_method       'ω scans'

_diffrn_ambient_temperature      175
_diffrn_reflns_number            16748
_reflns_number_total             4386
_diffrn_reflns_av_R_equivalents  0.104
_diffrn_reflns_av_unetI/netI     0.0733
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4386 
# Theoretical number of reflections is about 8886 


_diffrn_reflns_theta_min         2.345
_diffrn_reflns_theta_max         68.252
_diffrn_measured_fraction_theta_max 0.990

_diffrn_reflns_theta_full        66.887
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       7
_reflns_limit_h_min              -22
_reflns_limit_h_max              22
_reflns_limit_k_min              0
_reflns_limit_k_max              18
_reflns_limit_l_min              0
_reflns_limit_l_max              9

_oxford_diffrn_Wilson_B_factor   1.30
_oxford_diffrn_Wilson_scale      0.07

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

_refine_diff_density_min         -2.07
_refine_diff_density_max         3.60


# 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>2.0\s(I)
_refine_ls_number_reflns         4035
_refine_ls_number_restraints     0
_refine_ls_number_parameters     289
_oxford_refine_ls_R_factor_ref   0.1194
_refine_ls_wR_factor_ref         0.1096
_refine_ls_goodness_of_fit_ref   0.9036
_refine_ls_shift/su_max          0.0017278
_refine_ls_shift/su_mean         0.0000301


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4386
_refine_ls_R_factor_all          0.1223
_refine_ls_wR_factor_all         0.1133

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4035
_refine_ls_R_factor_gt           0.1194
_refine_ls_wR_factor_gt          0.1096

# 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 F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 67.9 68.8 64.7 23.9 
;

# 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
Br1 Br 0.08463(3) 0.33600(4) 1.14205(8) 0.0384 1.0000 Uani . . . . . .
C2 C 0.1420(3) 0.4374(3) 1.1095(6) 0.0274 1.0000 Uani . . . . . .
C5 C 0.2082(3) 0.4130(3) 1.0358(6) 0.0248 1.0000 Uani . . . . . .
C6 C 0.2510(3) 0.4946(3) 1.0109(6) 0.0252 1.0000 Uani . . . . . .
C7 C 0.3186(3) 0.4758(3) 0.9354(6) 0.0241 1.0000 Uani . . . . . .
C8 C 0.3584(3) 0.5601(3) 0.9169(6) 0.0261 1.0000 Uani . . . . . .
C9 C 0.4251(3) 0.5500(3) 0.8397(6) 0.0242 1.0000 Uani . . . . . .
O10 O 0.4464(2) 0.4797(2) 0.8008(5) 0.0344 1.0000 Uani . . . . . .
C11 C 0.4663(3) 0.6271(3) 0.8090(6) 0.0235 1.0000 Uani . . . . . .
C12 C 0.5293(3) 0.6196(3) 0.7386(6) 0.0225 1.0000 Uani . . . . . .
S13 S 0.56629(6) 0.52497(7) 0.67510(15) 0.0219 1.0000 Uani . . . . . .
C14 C 0.6371(2) 0.5822(3) 0.6160(5) 0.0201 1.0000 Uani . . . . . .
C15 C 0.6322(3) 0.6676(3) 0.6400(7) 0.0235 1.0000 Uani . . . . . .
C16 C 0.5707(3) 0.6923(3) 0.7114(6) 0.0238 1.0000 Uani . . . . . .
C17 C 0.5478(3) 0.7738(3) 0.7517(7) 0.0284 1.0000 Uani . . . . . .
C18 C 0.4857(3) 0.7809(4) 0.8218(8) 0.0328 1.0000 Uani . . . . . .
C19 C 0.4463(2) 0.7092(3) 0.8481(6) 0.0241 1.0000 Uani . . . . . .
S20 S 0.70252(7) 0.72477(8) 0.58200(17) 0.0261 1.0000 Uani . . . . . .
C21 C 0.7404(3) 0.6302(3) 0.5184(6) 0.0245 1.0000 Uani . . . . . .
C22 C 0.6987(3) 0.5574(3) 0.5442(6) 0.0239 1.0000 Uani . . . . . .
C23 C 0.7226(3) 0.4767(3) 0.5031(6) 0.0256 1.0000 Uani . . . . . .
C24 C 0.7860(3) 0.4702(3) 0.4410(6) 0.0265 1.0000 Uani . . . . . .
C25 C 0.8268(3) 0.5422(3) 0.4184(6) 0.0229 1.0000 Uani . . . . . .
C26 C 0.8045(3) 0.6230(3) 0.4562(6) 0.0244 1.0000 Uani . . . . . .
C27 C 0.8962(3) 0.5298(4) 0.3496(6) 0.0282 1.0000 Uani . . . . . .
O28 O 0.9112(2) 0.4609(3) 0.2978(6) 0.0436 1.0000 Uani . . . . . .
C29 C 0.9443(3) 0.6058(4) 0.3451(7) 0.0329 1.0000 Uani . . . . . .
C30 C 1.0129(3) 0.5896(4) 0.2741(7) 0.0318 1.0000 Uani . . . . . .
C31 C 1.0547(3) 0.6732(4) 0.2778(8) 0.0378 1.0000 Uani . . . . . .
C32 C 1.1261(3) 0.6638(3) 0.2131(8) 0.0317 1.0000 Uani . . . . . .
C33 C 1.1661(3) 0.7453(4) 0.2306(9) 0.0366 1.0000 Uani . . . . . .
Br34 Br 1.26174(3) 0.73525(4) 0.16598(8) 0.0390 1.0000 Uani . . . . . .
H21 H 0.1558 0.4648 1.2123 0.0350 1.0000 Uiso R . . . . .
H22 H 0.1148 0.4763 1.0377 0.0350 1.0000 Uiso R . . . . .
H51 H 0.2360 0.3750 1.1080 0.0276 1.0000 Uiso R . . . . .
H52 H 0.1947 0.3851 0.9334 0.0276 1.0000 Uiso R . . . . .
H61 H 0.2639 0.5221 1.1137 0.0295 1.0000 Uiso R . . . . .
H62 H 0.2224 0.5324 0.9394 0.0295 1.0000 Uiso R . . . . .
H71 H 0.3477 0.4370 1.0048 0.0276 1.0000 Uiso R . . . . .
H72 H 0.3067 0.4498 0.8307 0.0276 1.0000 Uiso R . . . . .
H81 H 0.3717 0.5833 1.0228 0.0303 1.0000 Uiso R . . . . .
H82 H 0.3276 0.5986 0.8528 0.0303 1.0000 Uiso R . . . . .
H171 H 0.5749 0.8230 0.7303 0.0330 1.0000 Uiso R . . . . .
H181 H 0.4705 0.8355 0.8534 0.0423 1.0000 Uiso R . . . . .
H191 H 0.4034 0.7162 0.8943 0.0292 1.0000 Uiso R . . . . .
H231 H 0.6950 0.4268 0.5175 0.0303 1.0000 Uiso R . . . . .
H241 H 0.8016 0.4152 0.4104 0.0314 1.0000 Uiso R . . . . .
H261 H 0.8318 0.6731 0.4399 0.0291 1.0000 Uiso R . . . . .
H291 H 0.9575 0.6235 0.4570 0.0438 1.0000 Uiso R . . . . .
H292 H 0.9190 0.6507 0.2867 0.0438 1.0000 Uiso R . . . . .
H301 H 1.0396 0.5453 0.3325 0.0413 1.0000 Uiso R . . . . .
H302 H 1.0011 0.5722 0.1621 0.0413 1.0000 Uiso R . . . . .
H311 H 1.0638 0.6909 0.3902 0.0461 1.0000 Uiso R . . . . .
H312 H 1.0272 0.7164 0.2172 0.0461 1.0000 Uiso R . . . . .
H321 H 1.1534 0.6195 0.2707 0.0375 1.0000 Uiso R . . . . .
H322 H 1.1174 0.6482 0.0992 0.0375 1.0000 Uiso R . . . . .
H331 H 1.1706 0.7633 0.3423 0.0423 1.0000 Uiso R . . . . .
H332 H 1.1399 0.7885 0.1647 0.0423 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          2.425(12)
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
Br1 . C2 . 1.964(5) yes
C2 . C5 . 1.517(7) yes
C2 . H21 . 0.952 no
C2 . H22 . 0.952 no
C5 . C6 . 1.543(7) yes
C5 . H51 . 0.950 no
C5 . H52 . 0.954 no
C6 . C7 . 1.528(6) yes
C6 . H61 . 0.951 no
C6 . H62 . 0.952 no
C7 . C8 . 1.537(7) yes
C7 . H71 . 0.957 no
C7 . H72 . 0.953 no
C8 . C9 . 1.501(7) yes
C8 . H81 . 0.947 no
C8 . H82 . 0.950 no
C9 . O10 . 1.230(6) yes
C9 . C11 . 1.477(7) yes
C11 . C12 . 1.403(7) yes
C11 . C19 . 1.389(7) yes
C12 . S13 . 1.748(5) yes
C12 . C16 . 1.418(7) yes
S13 . C14 . 1.739(4) yes
C14 . C15 . 1.355(7) yes
C14 . C22 . 1.434(7) yes
C15 . C16 . 1.430(7) yes
C15 . S20 . 1.727(5) yes
C16 . C17 . 1.402(7) yes
C17 . C18 . 1.384(8) yes
C17 . H171 . 0.956 no
C18 . C19 . 1.382(8) yes
C18 . H181 . 0.950 no
C19 . H191 . 0.951 no
S20 . C21 . 1.755(5) yes
C21 . C22 . 1.418(7) yes
C21 . C26 . 1.389(7) yes
C22 . C23 . 1.399(7) yes
C23 . C24 . 1.373(7) yes
C23 . H231 . 0.956 no
C24 . C25 . 1.394(7) yes
C24 . H241 . 0.955 no
C25 . C26 . 1.382(7) yes
C25 . C27 . 1.517(7) yes
C26 . H261 . 0.958 no
C27 . O28 . 1.207(7) yes
C27 . C29 . 1.503(7) yes
C29 . C30 . 1.520(7) yes
C29 . H291 . 0.962 no
C29 . H292 . 0.945 no
C30 . C31 . 1.528(8) yes
C30 . H301 . 0.951 no
C30 . H302 . 0.958 no
C31 . C32 . 1.530(8) yes
C31 . H311 . 0.960 no
C31 . H312 . 0.953 no
C32 . C33 . 1.481(7) yes
C32 . H321 . 0.953 no
C32 . H322 . 0.962 no
C33 . Br34 . 1.967(5) yes
C33 . H331 . 0.955 no
C33 . H332 . 0.963 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
Br1 . C2 . C5 . 110.9(3) yes
Br1 . C2 . H21 . 109.5 no
C5 . C2 . H21 . 108.9 no
Br1 . C2 . H22 . 109.6 no
C5 . C2 . H22 . 108.9 no
H21 . C2 . H22 . 109.1 no
C2 . C5 . C6 . 109.0(4) yes
C2 . C5 . H51 . 109.3 no
C6 . C5 . H51 . 110.0 no
C2 . C5 . H52 . 109.3 no
C6 . C5 . H52 . 110.2 no
H51 . C5 . H52 . 109.1 no
C5 . C6 . C7 . 112.4(4) yes
C5 . C6 . H61 . 109.4 no
C7 . C6 . H61 . 108.5 no
C5 . C6 . H62 . 109.1 no
C7 . C6 . H62 . 108.2 no
H61 . C6 . H62 . 109.2 no
C6 . C7 . C8 . 109.0(4) yes
C6 . C7 . H71 . 109.3 no
C8 . C7 . H71 . 110.5 no
C6 . C7 . H72 . 109.7 no
C8 . C7 . H72 . 109.7 no
H71 . C7 . H72 . 108.6 no
C7 . C8 . C9 . 114.0(4) yes
C7 . C8 . H81 . 108.2 no
C9 . C8 . H81 . 107.0 no
C7 . C8 . H82 . 109.0 no
C9 . C8 . H82 . 108.9 no
H81 . C8 . H82 . 109.7 no
C8 . C9 . O10 . 122.0(5) yes
C8 . C9 . C11 . 119.0(4) yes
O10 . C9 . C11 . 119.0(5) yes
C9 . C11 . C12 . 120.2(4) yes
C9 . C11 . C19 . 123.2(5) yes
C12 . C11 . C19 . 116.6(4) yes
C11 . C12 . S13 . 126.4(4) yes
C11 . C12 . C16 . 121.4(5) yes
S13 . C12 . C16 . 112.2(4) yes
C12 . S13 . C14 . 90.3(2) yes
S13 . C14 . C15 . 113.3(4) yes
S13 . C14 . C22 . 133.0(4) yes
C15 . C14 . C22 . 113.7(4) yes
C14 . C15 . C16 . 113.7(4) yes
C14 . C15 . S20 . 113.6(4) yes
C16 . C15 . S20 . 132.7(4) yes
C15 . C16 . C12 . 110.5(4) yes
C15 . C16 . C17 . 129.9(5) yes
C12 . C16 . C17 . 119.7(5) yes
C16 . C17 . C18 . 118.8(5) yes
C16 . C17 . H171 . 119.8 no
C18 . C17 . H171 . 121.5 no
C17 . C18 . C19 . 120.7(5) yes
C17 . C18 . H181 . 119.6 no
C19 . C18 . H181 . 119.7 no
C11 . C19 . C18 . 122.9(5) yes
C11 . C19 . H191 . 118.3 no
C18 . C19 . H191 . 118.7 no
C15 . S20 . C21 . 90.5(2) yes
S20 . C21 . C22 . 111.9(4) yes
S20 . C21 . C26 . 126.4(4) yes
C22 . C21 . C26 . 121.7(5) yes
C14 . C22 . C21 . 110.4(5) yes
C14 . C22 . C23 . 130.7(5) yes
C21 . C22 . C23 . 118.9(5) yes
C22 . C23 . C24 . 119.0(5) yes
C22 . C23 . H231 . 120.3 no
C24 . C23 . H231 . 120.6 no
C23 . C24 . C25 . 121.4(5) yes
C23 . C24 . H241 . 119.0 no
C25 . C24 . H241 . 119.6 no
C24 . C25 . C26 . 121.2(5) yes
C24 . C25 . C27 . 118.3(5) yes
C26 . C25 . C27 . 120.6(5) yes
C21 . C26 . C25 . 117.8(5) yes
C21 . C26 . H261 . 120.3 no
C25 . C26 . H261 . 121.9 no
C25 . C27 . O28 . 120.2(5) yes
C25 . C27 . C29 . 118.0(5) yes
O28 . C27 . C29 . 121.7(5) yes
C27 . C29 . C30 . 115.6(5) yes
C27 . C29 . H291 . 106.6 no
C30 . C29 . H291 . 106.8 no
C27 . C29 . H292 . 109.3 no
C30 . C29 . H292 . 109.4 no
H291 . C29 . H292 . 108.8 no
C29 . C30 . C31 . 108.6(5) yes
C29 . C30 . H301 . 110.8 no
C31 . C30 . H301 . 111.8 no
C29 . C30 . H302 . 108.4 no
C31 . C30 . H302 . 108.4 no
H301 . C30 . H302 . 108.6 no
C30 . C31 . C32 . 113.2(5) yes
C30 . C31 . H311 . 107.0 no
C32 . C31 . H311 . 108.0 no
C30 . C31 . H312 . 110.4 no
C32 . C31 . H312 . 109.7 no
H311 . C31 . H312 . 108.4 no
C31 . C32 . C33 . 110.6(5) yes
C31 . C32 . H321 . 110.2 no
C33 . C32 . H321 . 109.9 no
C31 . C32 . H322 . 108.6 no
C33 . C32 . H322 . 109.4 no
H321 . C32 . H322 . 108.2 no
C32 . C33 . Br34 . 112.7(4) yes
C32 . C33 . H331 . 109.1 no
Br34 . C33 . H331 . 108.5 no
C32 . C33 . H332 . 109.3 no
Br34 . C33 . H332 . 109.3 no
H331 . C33 . H332 . 108.0 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
C17 . H171 . O10 4_656 136.70(15) 0.956 2.490 3.253(7) yes



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1475861'
_audit_update_record             
;
2016-04-22 deposited with the CCDC.
2016-06-22 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)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1 '
_symmetry_space_group_name_Hall  ?
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         440.67


_cell_measurement_reflns_used    7683
_cell_measurement_theta_min      2.4330
_cell_measurement_theta_max      27.8350
_cell_measurement_temperature    293

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.250
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_max          0.450

_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

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_type   none
_diffrn_measurement_device_type  Unknown
_diffrn_measurement_device       'Xcalibur, Sapphire3, Gemini'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω/2θ

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'USER DEFINED DATA COLLECTION'
_computing_cell_refinement       'USER DEFINED CELL REFINEMENT'
_computing_data_reduction        'USER DEFINED DATA REDUCTION'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      293
_diffrn_reflns_number            20985
_reflns_number_total             2631
_diffrn_reflns_av_R_equivalents  0.028
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2631 
# Theoretical number of reflections is about 5610 


_diffrn_reflns_theta_min         1.623
_diffrn_reflns_theta_max         27.910
_diffrn_measured_fraction_theta_max 0.924

_diffrn_reflns_theta_full        25.119
_diffrn_measured_fraction_theta_full 0.980


_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     direct #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         0.18


# 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>2.0\s(I)
_refine_ls_number_reflns         2345
_refine_ls_number_restraints     0
_refine_ls_number_parameters     136
_oxford_refine_ls_R_factor_ref   0.0357
_refine_ls_wR_factor_ref         0.0272
_refine_ls_goodness_of_fit_ref   1.0996
_refine_ls_shift/su_max          0.0049566
_refine_ls_shift/su_mean         0.0001830


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2631
_refine_ls_R_factor_all          0.0403
_refine_ls_wR_factor_all         0.0303

# 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           0.0357
_refine_ls_wR_factor_gt          0.0272

# 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 F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 -0.491 -9.23 -5.22 -4.37 -3.11 
;

# 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 0.85631(4) 0.54048(5) 0.731553(5) 0.0479 1.0000 Uani . . . . . .
C2 C 0.76031(12) 0.3714(2) 0.70633(2) 0.0403 1.0000 Uani . . . . . .
C3 C 0.68475(12) 0.16708(19) 0.71613(2) 0.0383 1.0000 Uani . . . . . .
C4 C 0.70708(11) 0.15724(18) 0.74454(2) 0.0373 1.0000 Uani . . . . . .
C5 C 0.60107(14) 0.0178(2) 0.69809(2) 0.0489 1.0000 Uani . . . . . .
C6 C 0.59300(15) 0.0760(3) 0.67142(2) 0.0564 1.0000 Uani . . . . . .
C7 C 0.66676(14) 0.2804(2) 0.66163(2) 0.0515 1.0000 Uani . . . . . .
C8 C 0.75183(14) 0.4286(2) 0.67932(2) 0.0485 1.0000 Uani . . . . . .
H81 H 0.7966 0.5684 0.6732 0.0566 1.0000 Uiso R . . . . .
C9 C 0.65725(17) 0.3397(3) 0.63216(2) 0.0645 1.0000 Uani . . . . . .
C10 C 0.78519(17) 0.2174(3) 0.61682(2) 0.0627 1.0000 Uani . . . . . .
C11 C 0.79089(18) 0.3033(3) 0.58815(2) 0.0704 1.0000 Uani . . . . . .
C12 C 0.92304(19) 0.1910(4) 0.57321(3) 0.0783 1.0000 Uani . . . . . .
C13 C 0.9407(2) 0.3031(4) 0.54576(3) 0.0894 1.0000 Uani . . . . . .
C14 C 1.0786(2) 0.2027(5) 0.53183(3) 0.1032 1.0000 Uani . . . . . .
O15 O 1.09751(18) 0.3148(3) 0.50706(3) 0.1308 1.0000 Uani . . . . . .
H142 H 1.1766 0.2210 0.5425 0.1208 1.0000 Uiso R . . . . .
H141 H 1.0566 0.0351 0.5284 0.1208 1.0000 Uiso R . . . . .
H132 H 0.9507 0.4724 0.5474 0.1063 1.0000 Uiso R . . . . .
H131 H 0.8393 0.2705 0.5343 0.1057 1.0000 Uiso R . . . . .
H121 H 1.0210 0.2101 0.5830 0.0902 1.0000 Uiso R . . . . .
H122 H 0.8973 0.0254 0.5713 0.0909 1.0000 Uiso R . . . . .
H112 H 0.7973 0.4737 0.5877 0.0828 1.0000 Uiso R . . . . .
H111 H 0.6860 0.2705 0.5783 0.0835 1.0000 Uiso R . . . . .
H101 H 0.8856 0.2448 0.6256 0.0726 1.0000 Uiso R . . . . .
H102 H 0.7640 0.0497 0.6166 0.0749 1.0000 Uiso R . . . . .
H92 H 0.6591 0.5079 0.6301 0.0758 1.0000 Uiso R . . . . .
H91 H 0.5471 0.2958 0.6243 0.0771 1.0000 Uiso R . . . . .
H61 H 0.5279 -0.0243 0.6590 0.0680 1.0000 Uiso R . . . . .
H51 H 0.5503 -0.1240 0.7034 0.0579 1.0000 Uiso R . . . . .
H151 H 1.0791 0.4571 0.5087 0.1951 0.5000 Uiso R . . . . .
H152 H 1.1879 0.3470 0.5034 0.1947 0.5000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          4.060(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 1.7365(10) yes
S1 . C2 . 1.7481(11) yes
C2 . C3 . 1.4092(15) yes
C2 . C8 . 1.3925(15) yes
C3 . C4 . 1.4318(14) yes
C3 . C5 . 1.3980(16) yes
C4 . C4 4_656 1.365(2) yes
C5 . C6 . 1.3777(16) yes
C5 . H51 . 0.947 no
C6 . C7 . 1.4022(19) yes
C6 . H61 . 0.987 no
C7 . C8 . 1.3891(18) yes
C7 . C9 . 1.5158(16) yes
C8 . H81 . 0.928 no
C9 . C10 . 1.5202(18) yes
C9 . H92 . 0.946 no
C9 . H91 . 1.022 no
C10 . C11 . 1.5217(16) yes
C10 . H101 . 0.948 no
C10 . H102 . 0.955 no
C11 . C12 . 1.512(2) yes
C11 . H112 . 0.954 no
C11 . H111 . 1.010 no
C12 . C13 . 1.529(2) yes
C12 . H121 . 0.948 no
C12 . H122 . 0.955 no
C13 . C14 . 1.497(3) yes
C13 . H132 . 0.954 no
C13 . H131 . 1.024 no
C14 . O15 . 1.410(2) yes
C14 . H142 . 0.970 no
C14 . H141 . 0.969 no
O15 . H151 . 0.815 no
O15 . H152 . 0.815 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 . 90.57(5) yes
S1 . C2 . C3 . 112.73(8) yes
S1 . C2 . C8 . 125.62(9) yes
C3 . C2 . C8 . 121.62(10) yes
C2 . C3 . C4 . 109.88(9) yes
C2 . C3 . C5 . 118.71(10) yes
C4 . C3 . C5 . 131.38(10) yes
C3 . C4 . S1 4_656 133.19(8) yes
C3 . C4 . C4 4_656 114.40(11) yes
S1 4_656 C4 . C4 4_656 112.39(10) yes
C3 . C5 . C6 . 119.27(12) yes
C3 . C5 . H51 . 122.5 no
C6 . C5 . H51 . 118.2 no
C5 . C6 . C7 . 122.17(12) yes
C5 . C6 . H61 . 118.8 no
C7 . C6 . H61 . 119.0 no
C6 . C7 . C8 . 119.07(10) yes
C6 . C7 . C9 . 121.18(12) yes
C8 . C7 . C9 . 119.74(12) yes
C2 . C8 . C7 . 119.15(11) yes
C2 . C8 . H81 . 121.0 no
C7 . C8 . H81 . 119.7 no
C7 . C9 . C10 . 113.11(11) yes
C7 . C9 . H92 . 109.0 no
C10 . C9 . H92 . 112.0 no
C7 . C9 . H91 . 109.1 no
C10 . C9 . H91 . 110.7 no
H92 . C9 . H91 . 102.4 no
C9 . C10 . C11 . 113.25(12) yes
C9 . C10 . H101 . 109.5 no
C11 . C10 . H101 . 108.5 no
C9 . C10 . H102 . 108.0 no
C11 . C10 . H102 . 108.3 no
H101 . C10 . H102 . 109.1 no
C10 . C11 . C12 . 113.43(14) yes
C10 . C11 . H112 . 110.0 no
C12 . C11 . H112 . 111.0 no
C10 . C11 . H111 . 109.8 no
C12 . C11 . H111 . 109.4 no
H112 . C11 . H111 . 102.7 no
C11 . C12 . C13 . 112.64(16) yes
C11 . C12 . H121 . 109.9 no
C13 . C12 . H121 . 107.6 no
C11 . C12 . H122 . 106.5 no
C13 . C12 . H122 . 109.7 no
H121 . C12 . H122 . 110.6 no
C12 . C13 . C14 . 112.39(18) yes
C12 . C13 . H132 . 109.9 no
C14 . C13 . H132 . 110.2 no
C12 . C13 . H131 . 108.5 no
C14 . C13 . H131 . 108.6 no
H132 . C13 . H131 . 107.1 no
C13 . C14 . O15 . 111.77(19) yes
C13 . C14 . H142 . 111.3 no
O15 . C14 . H142 . 108.2 no
C13 . C14 . H141 . 107.4 no
O15 . C14 . H141 . 107.6 no
H142 . C14 . H141 . 110.6 no
C14 . O15 . H151 . 108.4 no
C14 . O15 . H152 . 116.6 no
H151 . O15 . H152 . 89.6 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_766 134.02(11) 0.815 2.088 2.718(2) yes
O15 . H152 . O15 5_756 161.706(16) 0.815 1.920 2.705(2) yes



