# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_yong13a
_database_code_depnum_ccdc_archive 'CCDC 1455144'
_audit_update_record             
;
2016-02-22 deposited with the CCDC.
2016-02-24 downloaded from the CCDC.
;
_audit_creation_date             2016-02-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
(S)-1-((4-Hydroxyphenyl)(thiophen-3-yl)methyl)naphthalen-2-ol
_chemical_formula_moiety         'C21 H16 O2 S'
_chemical_formula_sum            'C21 H16 O2 S'
_chemical_formula_weight         332.40
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'S1 O2 ph3'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   10.2816(3)
_cell_length_b                   10.4360(3)
_cell_length_c                   15.0467(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1614.50(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5423
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.9790
_cell_measurement_theta_min      5.1500
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.852
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77575
_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_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8852
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.966
_diffrn_reflns_theta_min         5.158
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   41.00   91.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -30.0000  120.0000 50

#__ type_ start__ end____ width___ exp.time_
  2 omega  -96.00   -2.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8203  125.0000  -30.0000 94

#__ type_ start__ end____ width___ exp.time_
  3 omega -115.00  -12.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8203  -57.0000  150.0000 103

#__ type_ start__ end____ width___ exp.time_
  4 omega -120.00   -7.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8203  -77.0000  -90.0000 113

#__ type_ start__ end____ width___ exp.time_
  5 omega   50.00  177.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   15.0000   60.0000 127

#__ type_ start__ end____ width___ exp.time_
  6 omega   92.00  175.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   45.0000  -60.0000 83

#__ type_ start__ end____ width___ exp.time_
  7 omega  108.00  177.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  111.0000 -120.0000 69

#__ type_ start__ end____ width___ exp.time_
  8 omega   56.00  140.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -61.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
  9 omega   67.00  114.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703 -111.0000  -30.0000 47

#__ type_ start__ end____ width___ exp.time_
 10 omega   36.00  128.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -61.0000  -60.0000 92

#__ type_ start__ end____ width___ exp.time_
 11 omega   34.00  108.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -94.0000 -180.0000 74

#__ type_ start__ end____ width___ exp.time_
 12 omega   27.00  108.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -94.0000   90.0000 81
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1343166000
_diffrn_orient_matrix_UB_12      -0.0195389000
_diffrn_orient_matrix_UB_13      -0.0439836000
_diffrn_orient_matrix_UB_21      -0.0665777000
_diffrn_orient_matrix_UB_22      0.0501160000
_diffrn_orient_matrix_UB_23      0.0846953000
_diffrn_orient_matrix_UB_31      0.0057769000
_diffrn_orient_matrix_UB_32      0.1372813000
_diffrn_orient_matrix_UB_33      -0.0370701000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Cu
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.742
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                2705
_reflns_number_total             2811
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.629
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 
;
 Flack x determined using 1090 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.056(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         2811
_refine_ls_number_restraints     100
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0570
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0960P)²+1.3070P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1486
_refine_ls_wR_factor_ref         0.1503
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C23-C24 = C23A-C24A
 1.38 with sigma of 0.01
 O2-C24 = O2A-C24A
 1.4 with sigma of 0.02
 C25-C23
 2.4 with sigma of 0.02
 O2-C25
 2.43 with sigma of 0.04
 C25A-O2A
 2.43 with sigma of 0.04
 O2-C23
 2.43 with sigma of 0.04
 O2A-C23A
 2.43 with sigma of 0.04
 C26-C21 \\sim C25-C26 \\sim C24-C25 \\sim C23-C24 \\sim C22-C23 \\sim C22-C21
 with sigma of 0.02
 C26A-C21 \\sim C26A-C25A \\sim C25A-C24A \\sim C24A-C23A \\sim C23A-C22A \\sim
C22A-C21
 with sigma of 0.02
 O2-C24 \\sim O2A-C24A
 with sigma of 0.02
 O2-C25 \\sim O2-C23 \\sim O2A-C25A \\sim O2A-C23A
 with sigma of 0.02
3. Restrained planarity
 C21, C22, C23, C24, C25, C26
 with sigma of 0.1
 C21, C22A, C23A, C24A, C25A, C26A
 with sigma of 0.1
4. Rigid bond restraints
 C21, C22, C23, C24, C25, C26
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.002
5. Uiso/Uaniso restraints and constraints
C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim C26: within 1.5A with sigma
of 0.015 and sigma for terminal atoms of 0.008
Uanis(C26) = Uanis(C26A)
Uanis(C25) = Uanis(C25A)
Uanis(C22) = Uanis(C22A)
Uanis(C24) = Uanis(C24A)
Uanis(C23) = Uanis(C23A)
Uanis(O2) = Uanis(O2A)
6. Others
 Fixed Sof: O2(0.7) O2A(0.3) C22(0.7) H22(0.7) C22A(0.3) H22A(0.3) C23(0.7)
 H23(0.7) C23A(0.3) H23A(0.3) C24(0.7) C24A(0.3) C25(0.7) H25(0.7) C25A(0.3)
 H25A(0.3) C26(0.7) H26(0.7) C26A(0.3) H26A(0.3)
7.a Ternary CH refined with riding coordinates:
 C10(H10)
7.b Aromatic/amide H refined with riding coordinates:
 C1(H1A), C3(H3), C4(H4), C13(H13), C14(H14), C16(H16), C17(H17), C18(H18),
 C19(H19), C22(H22), C22A(H22A), C23(H23), C23A(H23A), C25(H25), C25A(H25A),
 C26(H26), C26A(H26A)
7.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.10474(13) 0.80350(14) 0.25416(10) 0.0521(4) Uani 1 1 d . . . . .
O1 O 0.2477(3) 0.3337(3) 0.3352(2) 0.0415(8) Uani 1 1 d . . . . .
H1 H 0.2940 0.3762 0.3705 0.062 Uiso 1 1 calc GR . . . .
O2 O 0.5850(18) 0.367(2) 0.6236(10) 0.043(3) Uani 0.7 1 d D . P A 1
H2 H 0.6377 0.3059 0.6174 0.064 Uiso 1 1 calc GR . . A 1
O2A O 0.561(5) 0.366(5) 0.618(2) 0.043(3) Uani 0.3 1 d D . P B 2
C1 C 0.1853(4) 0.6570(5) 0.2393(3) 0.0346(10) Uani 1 1 d . . . . .
H1A H 0.1556 0.5863 0.2052 0.041 Uiso 1 1 calc R . . . .
C2 C 0.3042(4) 0.6640(4) 0.2883(3) 0.0278(9) Uani 1 1 d . . . . .
C3 C 0.3211(4) 0.7834(4) 0.3323(3) 0.0293(9) Uani 1 1 d . . . . .
H3 H 0.3952 0.8022 0.3677 0.035 Uiso 1 1 calc R . . . .
C4 C 0.2225(5) 0.8685(4) 0.3197(3) 0.0374(11) Uani 1 1 d . . . . .
H4 H 0.2198 0.9524 0.3440 0.045 Uiso 1 1 calc R . . . .
C10 C 0.4062(4) 0.5590(4) 0.2852(3) 0.0253(8) Uani 1 1 d . . . . .
H10 H 0.4846 0.5996 0.2577 0.030 Uiso 1 1 calc R . . . .
C11 C 0.3687(4) 0.4508(4) 0.2228(3) 0.0278(9) Uani 1 1 d . . . . .
C12 C 0.2962(4) 0.3466(4) 0.2496(3) 0.0326(9) Uani 1 1 d . . . . .
C13 C 0.2658(5) 0.2434(4) 0.1930(3) 0.0359(10) Uani 1 1 d . . . . .
H13 H 0.2165 0.1731 0.2147 0.043 Uiso 1 1 calc R . . . .
C14 C 0.3071(4) 0.2444(4) 0.1074(3) 0.0356(10) Uani 1 1 d . . . . .
H14 H 0.2880 0.1738 0.0696 0.043 Uiso 1 1 calc R . . . .
C15 C 0.3789(4) 0.3502(4) 0.0737(3) 0.0294(9) Uani 1 1 d . . . . .
C16 C 0.4264(5) 0.3512(5) -0.0153(3) 0.0371(10) Uani 1 1 d . . . . .
H16 H 0.4104 0.2797 -0.0528 0.044 Uiso 1 1 calc R . . . .
C17 C 0.4944(5) 0.4531(5) -0.0472(3) 0.0390(11) Uani 1 1 d . . . . .
H17 H 0.5255 0.4524 -0.1067 0.047 Uiso 1 1 calc R . . . .
C18 C 0.5189(5) 0.5595(5) 0.0078(3) 0.0377(10) Uani 1 1 d . . . . .
H18 H 0.5639 0.6316 -0.0155 0.045 Uiso 1 1 calc R . . . .
C19 C 0.4785(4) 0.5600(4) 0.0942(3) 0.0323(9) Uani 1 1 d . . . . .
H19 H 0.4976 0.6322 0.1305 0.039 Uiso 1 1 calc R . . . .
C20 C 0.4082(4) 0.4548(4) 0.1316(3) 0.0268(8) Uani 1 1 d . . . . .
C21 C 0.4521(4) 0.5100(4) 0.3765(3) 0.0249(8) Uani 1 1 d D U . . .
C22 C 0.3938(15) 0.5451(16) 0.4574(7) 0.0295(15) Uani 0.7 1 d D U P A 1
H22 H 0.3227 0.6031 0.4598 0.035 Uiso 0.7 1 calc R . P A 1
C22A C 0.410(4) 0.558(4) 0.4563(15) 0.0295(15) Uani 0.3 1 d D . P B 2
H22A H 0.3481 0.6251 0.4516 0.035 Uiso 0.3 1 calc R . P B 2
C23 C 0.4469(10) 0.4892(6) 0.5351(7) 0.0275(17) Uani 0.7 1 d D U P A 1
H23 H 0.4040 0.5082 0.5894 0.033 Uiso 0.7 1 calc R . P A 1
C23A C 0.442(3) 0.525(2) 0.5418(19) 0.0275(17) Uani 0.3 1 d D . P B 2
H23A H 0.4174 0.5680 0.5947 0.033 Uiso 0.3 1 calc R . P B 2
C24 C 0.5496(9) 0.4135(11) 0.5403(8) 0.0322(19) Uani 0.7 1 d D U P A 1
C24A C 0.515(3) 0.418(3) 0.536(2) 0.0322(19) Uani 0.3 1 d D . P B 2
C25 C 0.6056(19) 0.375(2) 0.4613(10) 0.0308(18) Uani 0.7 1 d D U P A 1
H25 H 0.6751 0.3147 0.4616 0.037 Uiso 0.7 1 calc R . P A 1
C25A C 0.585(5) 0.382(6) 0.460(2) 0.0308(18) Uani 0.3 1 d D . P B 2
H25A H 0.6611 0.3318 0.4677 0.037 Uiso 0.3 1 calc R . P B 2
C26 C 0.560(2) 0.424(2) 0.3820(13) 0.026(2) Uani 0.7 1 d D U P A 1
H26 H 0.6021 0.3993 0.3285 0.031 Uiso 0.7 1 calc R . P A 1
C26A C 0.548(5) 0.417(6) 0.377(3) 0.026(2) Uani 0.3 1 d D . P B 2
H26A H 0.5849 0.3811 0.3244 0.031 Uiso 0.3 1 calc R . P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.753(5) . ?
S1 C4 1.702(6) . ?
O1 C12 1.387(6) . ?
O2 C24 1.394(8) . ?
O2A C24A 1.424(15) . ?
C1 C2 1.429(6) . ?
C2 C3 1.422(6) . ?
C2 C10 1.518(6) . ?
C3 C4 1.362(7) . ?
C10 C11 1.519(6) . ?
C10 C21 1.539(5) . ?
C11 C12 1.379(6) . ?
C11 C20 1.431(6) . ?
C12 C13 1.408(7) . ?
C13 C14 1.357(7) . ?
C14 C15 1.421(7) . ?
C15 C16 1.425(7) . ?
C15 C20 1.429(6) . ?
C16 C17 1.360(8) . ?
C17 C18 1.408(7) . ?
C18 C19 1.365(7) . ?
C19 C20 1.431(6) . ?
C21 C22 1.406(11) . ?
C21 C22A 1.37(2) . ?
C21 C26 1.428(12) . ?
C21 C26A 1.39(2) . ?
C22 C23 1.416(13) . ?
C22A C23A 1.37(2) . ?
C23 C24 1.321(8) . ?
C23A C24A 1.349(12) . ?
C24 C25 1.381(10) . ?
C24A C25A 1.388(19) . ?
C25 C26 1.382(11) . ?
C25A C26A 1.36(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 S1 C1 94.9(2) . . ?
C2 C1 S1 107.1(4) . . ?
C1 C2 C10 122.6(4) . . ?
C3 C2 C1 113.0(4) . . ?
C3 C2 C10 124.2(4) . . ?
C4 C3 C2 114.5(4) . . ?
C3 C4 S1 110.5(3) . . ?
C2 C10 C11 112.4(3) . . ?
C2 C10 C21 115.1(3) . . ?
C11 C10 C21 112.5(3) . . ?
C12 C11 C10 122.8(4) . . ?
C12 C11 C20 117.2(4) . . ?
C20 C11 C10 120.0(4) . . ?
O1 C12 C13 114.1(4) . . ?
C11 C12 O1 122.9(4) . . ?
C11 C12 C13 123.1(4) . . ?
C14 C13 C12 120.0(4) . . ?
C13 C14 C15 120.5(4) . . ?
C14 C15 C16 121.2(4) . . ?
C14 C15 C20 119.1(4) . . ?
C16 C15 C20 119.6(4) . . ?
C17 C16 C15 120.9(4) . . ?
C16 C17 C18 120.1(5) . . ?
C19 C18 C17 120.6(5) . . ?
C18 C19 C20 121.7(4) . . ?
C15 C20 C11 120.2(4) . . ?
C15 C20 C19 117.0(4) . . ?
C19 C20 C11 122.9(4) . . ?
C22 C21 C10 123.7(8) . . ?
C22 C21 C26 116.3(12) . . ?
C22A C21 C10 124(2) . . ?
C22A C21 C26A 119(3) . . ?
C26 C21 C10 119.9(8) . . ?
C26A C21 C10 117.1(19) . . ?
C21 C22 C23 116.3(14) . . ?
C21 C22A C23A 131(4) . . ?
C24 C23 C22 127.1(11) . . ?
C24A C23A C22A 106(3) . . ?
C23 C24 O2 118.1(7) . . ?
C23 C24 C25 117.3(8) . . ?
C25 C24 O2 124.2(7) . . ?
C23A C24A O2A 115.7(16) . . ?
C23A C24A C25A 124(2) . . ?
C25A C24A O2A 115.9(15) . . ?
C24 C25 C26 119.4(10) . . ?
C26A C25A C24A 123(3) . . ?
C25 C26 C21 123.3(13) . . ?
C25A C26A C21 113(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C2 C3 -0.3(4) . . . . ?
S1 C1 C2 C10 -174.7(3) . . . . ?
O1 C12 C13 C14 179.8(4) . . . . ?
O2 C24 C25 C26 178(2) . . . . ?
O2A C24A C25A C26A 176(6) . . . . ?
C1 S1 C4 C3 -0.8(3) . . . . ?
C1 C2 C3 C4 -0.3(5) . . . . ?
C1 C2 C10 C11 1.9(5) . . . . ?
C1 C2 C10 C21 -128.7(4) . . . . ?
C2 C3 C4 S1 0.7(5) . . . . ?
C2 C10 C11 C12 -88.6(5) . . . . ?
C2 C10 C11 C20 91.0(4) . . . . ?
C2 C10 C21 C22 8.4(8) . . . . ?
C2 C10 C21 C22A -2.1(16) . . . . ?
C2 C10 C21 C26 -171.6(14) . . . . ?
C2 C10 C21 C26A -178(4) . . . . ?
C3 C2 C10 C11 -171.8(4) . . . . ?
C3 C2 C10 C21 57.6(5) . . . . ?
C4 S1 C1 C2 0.6(3) . . . . ?
C10 C2 C3 C4 174.0(4) . . . . ?
C10 C11 C12 O1 2.2(6) . . . . ?
C10 C11 C12 C13 -177.2(4) . . . . ?
C10 C11 C20 C15 176.8(4) . . . . ?
C10 C11 C20 C19 -2.6(6) . . . . ?
C10 C21 C22 C23 178.9(5) . . . . ?
C10 C21 C22A C23A -179.8(17) . . . . ?
C10 C21 C26 C25 -179.2(19) . . . . ?
C10 C21 C26A C25A 178(4) . . . . ?
C11 C10 C21 C22 -122.1(7) . . . . ?
C11 C10 C21 C22A -132.6(16) . . . . ?
C11 C10 C21 C26 57.9(15) . . . . ?
C11 C10 C21 C26A 52(4) . . . . ?
C11 C12 C13 C14 -0.8(7) . . . . ?
C12 C11 C20 C15 -3.6(6) . . . . ?
C12 C11 C20 C19 177.0(4) . . . . ?
C12 C13 C14 C15 -1.2(7) . . . . ?
C13 C14 C15 C16 178.1(4) . . . . ?
C13 C14 C15 C20 0.7(6) . . . . ?
C14 C15 C16 C17 179.6(4) . . . . ?
C14 C15 C20 C11 1.7(6) . . . . ?
C14 C15 C20 C19 -178.9(4) . . . . ?
C15 C16 C17 C18 0.1(7) . . . . ?
C16 C15 C20 C11 -175.7(4) . . . . ?
C16 C15 C20 C19 3.7(6) . . . . ?
C16 C17 C18 C19 2.1(7) . . . . ?
C17 C18 C19 C20 -1.3(7) . . . . ?
C18 C19 C20 C11 177.7(4) . . . . ?
C18 C19 C20 C15 -1.7(6) . . . . ?
C20 C11 C12 O1 -177.4(4) . . . . ?
C20 C11 C12 C13 3.2(6) . . . . ?
C20 C15 C16 C17 -3.0(6) . . . . ?
C21 C10 C11 C12 43.3(5) . . . . ?
C21 C10 C11 C20 -137.1(4) . . . . ?
C21 C22 C23 C24 4.1(12) . . . . ?
C21 C22A C23A C24A -8(3) . . . . ?
C22 C21 C26 C25 1(3) . . . . ?
C22 C23 C24 O2 -179.1(14) . . . . ?
C22 C23 C24 C25 -6(2) . . . . ?
C22A C21 C26A C25A 2(6) . . . . ?
C22A C23A C24A O2A 180(4) . . . . ?
C22A C23A C24A C25A 23(5) . . . . ?
C23 C24 C25 C26 5(3) . . . . ?
C23A C24A C25A C26A -28(8) . . . . ?
C24 C25 C26 C21 -3(4) . . . . ?
C24A C25A C26A C21 12(8) . . . . ?
C26 C21 C22 C23 -1.2(13) . . . . ?
C26A C21 C22A C23A -4(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-02-22
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane and ethyl acetate'
