# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_exp_3159
_audit_block_doi                 10.5517/cc115sss
_database_code_depnum_ccdc_archive 'CCDC 958885'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1002/adsc.201400172 2014
_audit_update_record             
;
2013-09-03 deposited with the CCDC.
2015-03-06 downloaded from the CCDC.
;
_audit_creation_date             2013-08-10
_audit_creation_method           
;
  Olex2 1.2
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C23 H18 O3'
_chemical_formula_sum            'C23 H18 O3'
_chemical_formula_weight         342.37
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         C10H11O2S
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z'

_cell_length_a                   6.7969(3)
_cell_length_b                   14.0639(6)
_cell_length_c                   9.4194(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.811(5)
_cell_angle_gamma                90.00
_cell_volume                     894.05(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2833
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.5140
_cell_measurement_theta_min      8.2660
_exptl_absorpt_coefficient_mu    0.669
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93252
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5229
_diffrn_reflns_theta_full        67.24
_diffrn_reflns_theta_max         67.24
_diffrn_reflns_theta_min         4.73
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.2563
_diffrn_measured_fraction_theta_full 0.9976
_diffrn_measured_fraction_theta_max 0.8339
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -18.00   31.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -150.0000 49

#__ type_ start__ end____ width___ exp.time_
  2 omega  -79.00  -33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  178.0000  -90.0000 46

#__ type_ start__ end____ width___ exp.time_
  3 omega  -82.00  -57.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
  4 omega   38.00   66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -150.0000 28

#__ type_ start__ end____ width___ exp.time_
  5 omega  -67.00  -42.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
  6 omega -112.00  -80.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -56.4922  -94.0000   30.0000 32

#__ type_ start__ end____ width___ exp.time_
  7 omega -111.00  -80.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -56.4922  -94.0000 -120.0000 31

#__ type_ start__ end____ width___ exp.time_
  8 omega -124.00  -37.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -56.4922  -61.0000   90.0000 87

#__ type_ start__ end____ width___ exp.time_
  9 omega -130.00  -93.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -56.4922  -94.0000   90.0000 37

#__ type_ start__ end____ width___ exp.time_
 10 omega   18.00  116.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.4922 -125.0000   90.0000 98

#__ type_ start__ end____ width___ exp.time_
 11 omega   33.00  118.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.4922   61.0000  -60.0000 85

#__ type_ start__ end____ width___ exp.time_
 12 omega   20.00   66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.4922 -125.0000  -90.0000 46

#__ type_ start__ end____ width___ exp.time_
 13 omega   24.00   82.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.4922  -45.0000   60.0000 58

#__ type_ start__ end____ width___ exp.time_
 14 omega  -56.00  -29.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.5000   50.0000 -120.0000 27

#__ type_ start__ end____ width___ exp.time_
 15 omega  -72.00   -8.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.5000   63.0000   30.0000 64

#__ type_ start__ end____ width___ exp.time_
 16 omega   44.00  126.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843  -77.0000   90.0000 82

#__ type_ start__ end____ width___ exp.time_
 17 omega  100.00  127.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843  111.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
 18 omega   78.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843 -111.0000 -150.0000 27

#__ type_ start__ end____ width___ exp.time_
 19 omega   49.00  149.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843  -91.0000 -120.0000 100

#__ type_ start__ end____ width___ exp.time_
 20 omega   50.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843   12.0000  -60.0000 128

#__ type_ start__ end____ width___ exp.time_
 21 omega   85.00  144.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843   50.0000 -180.0000 59

#__ type_ start__ end____ width___ exp.time_
 22 omega   36.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843  -25.0000  -30.0000 55

#__ type_ start__ end____ width___ exp.time_
 23 omega   41.00   99.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843  -50.0000 -150.0000 58

#__ type_ start__ end____ width___ exp.time_
 24 omega   46.00  100.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843  -50.0000   90.0000 54

#__ type_ start__ end____ width___ exp.time_
 25 omega   41.00   82.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843  -50.0000  -90.0000 41

#__ type_ start__ end____ width___ exp.time_
 26 omega   39.00   88.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843  -37.0000  150.0000 49

#__ type_ start__ end____ width___ exp.time_
 27 omega   45.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843 -111.0000   60.0000 70

#__ type_ start__ end____ width___ exp.time_
 28 omega   36.00   94.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843  -25.0000  -90.0000 58

#__ type_ start__ end____ width___ exp.time_
 29 omega   39.00   92.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843  -37.0000   30.0000 53

#__ type_ start__ end____ width___ exp.time_
 30 omega   41.00   74.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      112.9843 -111.0000   90.0000 33
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0670321000
_diffrn_orient_matrix_UB_12      -0.0548708000
_diffrn_orient_matrix_UB_13      0.1389477000
_diffrn_orient_matrix_UB_21      -0.0992250000
_diffrn_orient_matrix_UB_22      -0.0908147000
_diffrn_orient_matrix_UB_23      -0.0661350000
_diffrn_orient_matrix_UB_31      0.1942667000
_diffrn_orient_matrix_UB_32      -0.0273935000
_diffrn_orient_matrix_UB_33      -0.0587059000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2601
_reflns_number_total             2737
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.126
_refine_diff_density_rms         0.026
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_coef       0.0245(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         2737
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0317
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0470P)²+0.0661P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0894
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H1(0.072) H2(0.091) H3(0.085) H4(0.069) H5(0.057) H9(0.049)
 H10A(0.061) H10B(0.061) H13(0.057) H14(0.069) H15(0.074) H16(0.075) H17(0.06)
 H19(0.069) H20(0.089) H21(0.093) H22(0.089) H23(0.07)
 Fixed X: H1(-0.0367) H2(-0.1025) H3(0.1388) H4(0.4494) H5(0.5218) H9(0.4048)
 H10A(0.814) H10B(0.7083) H13(0.3491) H14(0.4867) H15(0.8047) H16(0.9856)
 H17(0.8515) H19(0.1927) H20(0.1276) H21(0.3714) H22(0.6761) H23(0.74)
 Fixed Y: H1(0.473) H2(0.5613) H3(0.6579) H4(0.6647) H5(0.5731) H9(0.2927)
 H10A(0.3197) H10B(0.2259) H13(0.5421) H14(0.6683) H15(0.7187) H16(0.6424)
 H17(0.516) H19(0.2926) H20(0.3035) H21(0.357) H22(0.3999) H23(0.3912)
 Fixed Z: H1(0.2316) H2(0.0258) H3(-0.0502) H4(0.0777) H5(0.2802) H9(0.5169)
 H10A(0.6019) H10B(0.5399) H13(0.6633) H14(0.7981) H15(0.774) H16(0.6171)
 H17(0.4832) H19(0.6886) H20(0.9246) H21(1.0976) H22(1.0362) H23(0.8017)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.1482(2) 0.41922(13) 0.46328(15) 0.0606(4) Uani 1 1 d . . .
O2 O 0.61186(18) 0.40698(9) 0.35780(12) 0.0419(3) Uani 1 1 d . . .
O3 O 0.8201(2) 0.29653(11) 0.29756(16) 0.0575(4) Uani 1 1 d . . .
C1 C 0.0619(3) 0.51083(19) 0.2004(2) 0.0602(6) Uani 1 1 d . . .
H1 H -0.0367 0.4730 0.2316 0.072 Uiso 1 1 calc R . .
C2 C 0.0223(4) 0.5640(2) 0.0781(3) 0.0761(7) Uani 1 1 d . . .
H2 H -0.1025 0.5613 0.0258 0.091 Uiso 1 1 calc R . .
C3 C 0.1669(4) 0.6216(2) 0.0323(3) 0.0706(7) Uani 1 1 d . . .
H3 H 0.1388 0.6579 -0.0502 0.085 Uiso 1 1 calc R . .
C4 C 0.3527(4) 0.62545(17) 0.1084(2) 0.0574(5) Uani 1 1 d . . .
H4 H 0.4494 0.6647 0.0777 0.069 Uiso 1 1 calc R . .
C5 C 0.3955(3) 0.57116(14) 0.2300(2) 0.0477(5) Uani 1 1 d . . .
H5 H 0.5218 0.5731 0.2802 0.057 Uiso 1 1 calc R . .
C6 C 0.2507(3) 0.51346(14) 0.27812(19) 0.0427(4) Uani 1 1 d . . .
C7 C 0.2848(3) 0.45199(14) 0.40766(19) 0.0418(4) Uani 1 1 d . . .
C8 C 0.4978(3) 0.42954(13) 0.47571(17) 0.0377(4) Uani 1 1 d . . .
C9 C 0.5071(3) 0.33491(13) 0.56400(19) 0.0409(4) Uani 1 1 d . . .
H9 H 0.4048 0.2927 0.5169 0.049 Uiso 1 1 calc R . .
C10 C 0.7074(3) 0.29479(16) 0.5345(2) 0.0507(5) Uani 1 1 d . . .
H10A H 0.8140 0.3197 0.6019 0.061 Uiso 1 1 calc R . .
H10B H 0.7083 0.2259 0.5399 0.061 Uiso 1 1 calc R . .
C11 C 0.7261(3) 0.32793(13) 0.3861(2) 0.0441(4) Uani 1 1 d . . .
C12 C 0.5860(3) 0.51521(13) 0.55873(18) 0.0387(4) Uani 1 1 d . . .
C13 C 0.4775(3) 0.56181(15) 0.6537(2) 0.0475(4) Uani 1 1 d . . .
H13 H 0.3491 0.5421 0.6633 0.057 Uiso 1 1 calc R . .
C14 C 0.5598(4) 0.63760(16) 0.7343(2) 0.0571(6) Uani 1 1 d . . .
H14 H 0.4867 0.6683 0.7981 0.069 Uiso 1 1 calc R . .
C15 C 0.7500(4) 0.66770(16) 0.7202(2) 0.0618(6) Uani 1 1 d . . .
H15 H 0.8047 0.7187 0.7740 0.074 Uiso 1 1 calc R . .
C16 C 0.8575(3) 0.62221(18) 0.6266(3) 0.0622(6) Uani 1 1 d . . .
H16 H 0.9856 0.6424 0.6171 0.075 Uiso 1 1 calc R . .
C17 C 0.7769(3) 0.54640(15) 0.5463(2) 0.0498(5) Uani 1 1 d . . .
H17 H 0.8515 0.5160 0.4832 0.060 Uiso 1 1 calc R . .
C18 C 0.4723(3) 0.34182(13) 0.71987(19) 0.0449(4) Uani 1 1 d . . .
C19 C 0.2902(3) 0.31494(16) 0.7582(2) 0.0579(6) Uani 1 1 d . . .
H19 H 0.1927 0.2926 0.6886 0.069 Uiso 1 1 calc R . .
C20 C 0.2511(4) 0.3210(2) 0.8999(3) 0.0745(8) Uani 1 1 d . . .
H20 H 0.1276 0.3035 0.9246 0.089 Uiso 1 1 calc R . .
C21 C 0.3964(5) 0.35290(19) 1.0028(3) 0.0778(8) Uani 1 1 d . . .
H21 H 0.3714 0.3570 1.0976 0.093 Uiso 1 1 calc R . .
C22 C 0.5780(5) 0.37870(17) 0.9661(2) 0.0740(8) Uani 1 1 d . . .
H22 H 0.6761 0.3999 1.0362 0.089 Uiso 1 1 calc R . .
C23 C 0.6162(4) 0.37339(15) 0.8256(2) 0.0582(6) Uani 1 1 d . . .
H23 H 0.7400 0.3912 0.8017 0.070 Uiso 1 1 calc R . .


_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
O1 C7 1.210(2) . ?
O2 C8 1.4626(18) . ?
O2 C11 1.364(2) . ?
O3 C11 1.193(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.373(3) . ?
C1 C6 1.400(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.377(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.378(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.392(3) . ?
C6 C7 1.491(3) . ?
C7 C8 1.545(2) . ?
C8 C9 1.567(2) . ?
C8 C12 1.520(3) . ?
C9 H9 0.9800 . ?
C9 C10 1.529(3) . ?
C9 C18 1.518(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.494(3) . ?
C12 C13 1.389(3) . ?
C12 C17 1.388(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.388(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.381(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.369(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.382(3) . ?
C18 C23 1.384(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.394(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.375(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.369(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.381(3) . ?
C23 H23 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O2 C8 111.67(13) . . ?
C2 C1 H1 120.0 . . ?
C2 C1 C6 120.0(2) . . ?
C6 C1 H1 120.0 . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.1(2) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.38(18) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C7 117.15(17) . . ?
C5 C6 C1 118.96(18) . . ?
C5 C6 C7 123.88(17) . . ?
O1 C7 C6 121.52(17) . . ?
O1 C7 C8 118.15(16) . . ?
C6 C7 C8 120.32(15) . . ?
O2 C8 C7 106.51(13) . . ?
O2 C8 C9 103.13(13) . . ?
O2 C8 C12 110.52(14) . . ?
C7 C8 C9 111.75(14) . . ?
C12 C8 C7 110.14(14) . . ?
C12 C8 C9 114.31(13) . . ?
C8 C9 H9 107.0 . . ?
C10 C9 C8 101.41(14) . . ?
C10 C9 H9 107.0 . . ?
C18 C9 C8 117.25(15) . . ?
C18 C9 H9 107.0 . . ?
C18 C9 C10 116.35(15) . . ?
C9 C10 H10A 111.1 . . ?
C9 C10 H10B 111.1 . . ?
H10A C10 H10B 109.1 . . ?
C11 C10 C9 103.38(15) . . ?
C11 C10 H10A 111.1 . . ?
C11 C10 H10B 111.1 . . ?
O2 C11 C10 109.10(15) . . ?
O3 C11 O2 120.31(18) . . ?
O3 C11 C10 130.59(19) . . ?
C13 C12 C8 119.88(16) . . ?
C17 C12 C8 121.50(15) . . ?
C17 C12 C13 118.58(18) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.30(19) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.24(19) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.8(2) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 C12 120.74(19) . . ?
C16 C17 H17 119.6 . . ?
C19 C18 C9 118.85(18) . . ?
C19 C18 C23 118.58(19) . . ?
C23 C18 C9 122.57(18) . . ?
C18 C19 H19 119.6 . . ?
C18 C19 C20 120.8(2) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 120.3 . . ?
C21 C20 C19 119.5(2) . . ?
C21 C20 H20 120.3 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.1(2) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 119.8 . . ?
C21 C22 C23 120.4(2) . . ?
C23 C22 H22 119.8 . . ?
C18 C23 H23 119.7 . . ?
C22 C23 C18 120.6(2) . . ?
C22 C23 H23 119.7 . . ?

