# 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_22
_database_code_depnum_ccdc_archive 'CCDC 1402762'
_audit_update_record             
;
2015-05-25 deposited with the CCDC.
2015-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            
'2-{[Benzhydryl-(7-iodo-2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-ylmethyl)-amino]-methyl}-5-iodo-thiophene-3,4-diol '
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H17 I2 N O4 S2'
_chemical_formula_weight         653.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_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'
'-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                   16.591
_cell_length_b                   16.098(3)
_cell_length_c                   16.591(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4431.2(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.958
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2512
_exptl_absorpt_coefficient_mu    3.054
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25379
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_sigmaI/netI    0.0492
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         29.24
_reflns_number_total             4320
_reflns_number_gt                2810
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0583P)²+1.2314P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4320
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0475
_refine_ls_wR_factor_ref         0.1269
_refine_ls_wR_factor_gt          0.1101
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
I1 I 0.58715(2) 0.16038(2) 0.75878(2) 0.05467(13) Uani 1 1 d . . .
I2 I 1.16441(2) 0.62808(3) 0.81511(3) 0.06062(14) Uani 1 1 d . . .
S1 S 0.71149(9) 0.30204(8) 0.69008(8) 0.0488(3) Uani 1 1 d . . .
S2 S 1.04215(9) 0.49473(9) 0.72497(8) 0.0503(3) Uani 1 1 d . . .
C1 C 0.6639(3) 0.2597(4) 0.7733(3) 0.0474(11) Uani 1 1 d . . .
C2 C 0.6859(4) 0.2987(4) 0.8419(3) 0.0534(12) Uani 1 1 d . . .
C3 C 0.6928(8) 0.3300(8) 0.9770(4) 0.132(5) Uani 1 1 d . . .
H3A H 0.6483 0.3579 1.0036 0.159 Uiso 1 1 calc R . .
H3B H 0.7166 0.2932 1.0166 0.159 Uiso 1 1 calc R . .
C4 C 0.7458(14) 0.3861(10) 0.9613(5) 0.232(13) Uani 1 1 d . . .
H4A H 0.7940 0.3691 0.9901 0.278 Uiso 1 1 calc R . .
H4B H 0.7268 0.4360 0.9881 0.278 Uiso 1 1 calc R . .
C5 C 0.7422(4) 0.3650(4) 0.8275(4) 0.0568(14) Uani 1 1 d . . .
C6 C 0.7618(3) 0.3744(3) 0.7485(4) 0.0480(11) Uani 1 1 d . . .
C7 C 0.8207(4) 0.4364(4) 0.7158(4) 0.0560(13) Uani 1 1 d . . .
H7A H 0.7927 0.4730 0.6788 0.067 Uiso 1 1 calc R . .
H7B H 0.8408 0.4700 0.7600 0.067 Uiso 1 1 calc R . .
C8 C 0.9427(4) 0.3535(4) 0.7293(4) 0.0579(14) Uani 1 1 d . . .
H8A H 0.9739 0.3137 0.6985 0.069 Uiso 1 1 calc R . .
H8B H 0.9105 0.3230 0.7680 0.069 Uiso 1 1 calc R . .
C9 C 0.9989(3) 0.4106(3) 0.7735(3) 0.0482(12) Uani 1 1 d . . .
C10 C 1.0253(3) 0.4047(3) 0.8502(3) 0.0506(12) Uani 1 1 d . . .
C11 C 1.0166(6) 0.3708(5) 0.9843(5) 0.082(2) Uani 1 1 d . . .
H11A H 1.0080 0.3241 1.0202 0.099 Uiso 1 1 calc R . .
H11B H 0.9773 0.4132 0.9978 0.099 Uiso 1 1 calc R . .
C12 C 1.0986(5) 0.4044(5) 0.9978(5) 0.084(2) Uani 1 1 d . . .
H12A H 1.1044 0.4203 1.0539 0.101 Uiso 1 1 calc R . .
H12B H 1.1381 0.3616 0.9862 0.101 Uiso 1 1 calc R . .
C13 C 1.0803(3) 0.4689(3) 0.8716(3) 0.0486(11) Uani 1 1 d . . .
C14 C 1.0946(3) 0.5221(4) 0.8106(3) 0.0484(11) Uani 1 1 d . . .
C15 C 0.8878(4) 0.3831(4) 0.5920(4) 0.0586(14) Uani 1 1 d . . .
C16 C 0.8214(5) 0.3972(6) 0.5444(4) 0.087(2) Uani 1 1 d . . .
H16 H 0.7742 0.4178 0.5670 0.105 Uiso 1 1 calc R . .
C17 C 0.8254(6) 0.3800(8) 0.4606(5) 0.107(4) Uani 1 1 d . . .
H17 H 0.7798 0.3880 0.4291 0.128 Uiso 1 1 calc R . .
C18 C 0.8943(9) 0.3523(8) 0.4253(6) 0.118(4) Uani 1 1 d . . .
H18 H 0.8957 0.3395 0.3707 0.142 Uiso 1 1 calc R . .
C19 C 0.9607(8) 0.3438(7) 0.4720(6) 0.112(4) Uani 1 1 d . . .
H19 H 1.0090 0.3283 0.4478 0.134 Uiso 1 1 calc R . .
C20 C 0.9597(6) 0.3573(5) 0.5532(5) 0.083(2) Uani 1 1 d . . .
H20 H 1.0064 0.3494 0.5832 0.100 Uiso 1 1 calc R . .
N1 N 0.8887(3) 0.3992(3) 0.6743(3) 0.0545(10) Uani 1 1 d . . .
O3 O 1.0036(3) 0.3441(3) 0.9024(3) 0.0655(11) Uani 1 1 d . . .
O4 O 1.1135(3) 0.4755(3) 0.9472(2) 0.0650(11) Uani 1 1 d . . .
O8 O 0.7718(3) 0.4115(3) 0.8874(3) 0.0805(14) Uani 1 1 d . . .
O9 O 0.6585(4) 0.2788(4) 0.9168(2) 0.0821(16) Uani 1 1 d . . .


_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
I1 C1 2.058(5) . ?
I2 C14 2.063(6) . ?
S1 C1 1.730(6) . ?
S1 C6 1.730(6) . ?
S2 C14 1.723(5) . ?
S2 C9 1.731(6) . ?
C1 C2 1.350(8) . ?
C2 O9 1.361(7) . ?
C2 C5 1.439(8) . ?
C3 C4 1.288(14) . ?
C3 O9 1.414(9) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 O8 1.363(12) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 O8 1.338(7) . ?
C5 C6 1.358(8) . ?
C6 C7 1.498(8) . ?
C7 N1 1.452(8) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N1 1.474(7) . ?
C8 C9 1.501(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.349(8) . ?
C10 O3 1.353(7) . ?
C10 C13 1.423(8) . ?
C11 O3 1.442(9) . ?
C11 C12 1.480(12) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 O4 1.441(9) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.347(7) . ?
C13 O4 1.375(6) . ?
C15 C16 1.374(10) . ?
C15 N1 1.390(8) . ?
C15 C20 1.418(10) . ?
C16 C17 1.419(12) . ?
C16 H16 0.9300 . ?
C17 C18 1.359(17) . ?
C17 H17 0.9300 . ?
C18 C19 1.354(17) . ?
C18 H18 0.9300 . ?
C19 C20 1.364(12) . ?
C19 H19 0.9300 . ?
C20 H20 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
C1 S1 C6 92.2(3) . . ?
C14 S2 C9 91.5(3) . . ?
C2 C1 S1 111.5(4) . . ?
C2 C1 I1 128.8(4) . . ?
S1 C1 I1 119.7(3) . . ?
C1 C2 O9 124.7(6) . . ?
C1 C2 C5 112.3(5) . . ?
O9 C2 C5 122.9(5) . . ?
C4 C3 O9 122.8(7) . . ?
C4 C3 H3A 106.6 . . ?
O9 C3 H3A 106.6 . . ?
C4 C3 H3B 106.6 . . ?
O9 C3 H3B 106.6 . . ?
H3A C3 H3B 106.6 . . ?
C3 C4 O8 127.4(8) . . ?
C3 C4 H4A 105.5 . . ?
O8 C4 H4A 105.5 . . ?
C3 C4 H4B 105.5 . . ?
O8 C4 H4B 105.5 . . ?
H4A C4 H4B 106.0 . . ?
O8 C5 C6 124.5(6) . . ?
O8 C5 C2 122.0(5) . . ?
C6 C5 C2 113.5(5) . . ?
C5 C6 C7 125.4(5) . . ?
C5 C6 S1 110.5(4) . . ?
C7 C6 S1 124.0(5) . . ?
N1 C7 C6 113.8(5) . . ?
N1 C7 H7A 108.8 . . ?
C6 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
N1 C8 C9 112.0(5) . . ?
N1 C8 H8A 109.2 . . ?
C9 C8 H8A 109.2 . . ?
N1 C8 H8B 109.2 . . ?
C9 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
C10 C9 C8 128.3(5) . . ?
C10 C9 S2 111.0(4) . . ?
C8 C9 S2 120.6(4) . . ?
C9 C10 O3 124.6(5) . . ?
C9 C10 C13 113.1(5) . . ?
O3 C10 C13 122.3(5) . . ?
O3 C11 C12 112.8(6) . . ?
O3 C11 H11A 109.0 . . ?
C12 C11 H11A 109.0 . . ?
O3 C11 H11B 109.0 . . ?
C12 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
O4 C12 C11 111.2(7) . . ?
O4 C12 H12A 109.4 . . ?
C11 C12 H12A 109.4 . . ?
O4 C12 H12B 109.4 . . ?
C11 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C14 C13 O4 124.4(5) . . ?
C14 C13 C10 112.8(5) . . ?
O4 C13 C10 122.8(5) . . ?
C13 C14 S2 111.6(4) . . ?
C13 C14 I2 126.7(4) . . ?
S2 C14 I2 121.7(3) . . ?
C16 C15 N1 122.9(6) . . ?
C16 C15 C20 117.5(7) . . ?
N1 C15 C20 119.4(6) . . ?
C15 C16 C17 119.5(9) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
C18 C17 C16 121.7(9) . . ?
C18 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C19 C18 C17 118.1(9) . . ?
C19 C18 H18 121.0 . . ?
C17 C18 H18 121.0 . . ?
C18 C19 C20 122.6(10) . . ?
C18 C19 H19 118.7 . . ?
C20 C19 H19 118.7 . . ?
C19 C20 C15 120.4(9) . . ?
C19 C20 H20 119.8 . . ?
C15 C20 H20 119.8 . . ?
C15 N1 C7 122.3(5) . . ?
C15 N1 C8 121.5(5) . . ?
C7 N1 C8 112.6(5) . . ?
C10 O3 C11 110.5(5) . . ?
C13 O4 C12 113.6(5) . . ?
C5 O8 C4 112.6(6) . . ?
C2 O9 C3 111.9(6) . . ?

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
C6 S1 C1 C2 -0.4(5) . . . . ?
C6 S1 C1 I1 -179.0(3) . . . . ?
S1 C1 C2 O9 -179.7(5) . . . . ?
I1 C1 C2 O9 -1.3(10) . . . . ?
S1 C1 C2 C5 0.5(7) . . . . ?
I1 C1 C2 C5 178.9(4) . . . . ?
O9 C3 C4 O8 7(3) . . . . ?
C1 C2 C5 O8 -179.8(6) . . . . ?
O9 C2 C5 O8 0.4(10) . . . . ?
C1 C2 C5 C6 -0.4(8) . . . . ?
O9 C2 C5 C6 179.8(6) . . . . ?
O8 C5 C6 C7 1.4(10) . . . . ?
C2 C5 C6 C7 -178.0(6) . . . . ?
O8 C5 C6 S1 179.5(5) . . . . ?
C2 C5 C6 S1 0.1(7) . . . . ?
C1 S1 C6 C5 0.1(5) . . . . ?
C1 S1 C6 C7 178.3(5) . . . . ?
C5 C6 C7 N1 119.3(6) . . . . ?
S1 C6 C7 N1 -58.6(7) . . . . ?
N1 C8 C9 C10 143.3(6) . . . . ?
N1 C8 C9 S2 -39.3(7) . . . . ?
C14 S2 C9 C10 -0.9(4) . . . . ?
C14 S2 C9 C8 -178.8(5) . . . . ?
C8 C9 C10 O3 -0.8(9) . . . . ?
S2 C9 C10 O3 -178.5(4) . . . . ?
C8 C9 C10 C13 178.4(6) . . . . ?
S2 C9 C10 C13 0.8(6) . . . . ?
O3 C11 C12 O4 60.3(9) . . . . ?
C9 C10 C13 C14 -0.2(7) . . . . ?
O3 C10 C13 C14 179.1(5) . . . . ?
C9 C10 C13 O4 178.9(5) . . . . ?
O3 C10 C13 O4 -1.8(8) . . . . ?
O4 C13 C14 S2 -179.6(4) . . . . ?
C10 C13 C14 S2 -0.5(6) . . . . ?
O4 C13 C14 I2 -2.9(8) . . . . ?
C10 C13 C14 I2 176.2(4) . . . . ?
C9 S2 C14 C13 0.8(4) . . . . ?
C9 S2 C14 I2 -176.1(3) . . . . ?
N1 C15 C16 C17 179.3(8) . . . . ?
C20 C15 C16 C17 4.3(12) . . . . ?
C15 C16 C17 C18 -2.0(16) . . . . ?
C16 C17 C18 C19 -2.2(17) . . . . ?
C17 C18 C19 C20 4.0(17) . . . . ?
C18 C19 C20 C15 -1.6(16) . . . . ?
C16 C15 C20 C19 -2.6(12) . . . . ?
N1 C15 C20 C19 -177.8(8) . . . . ?
C16 C15 N1 C7 -3.4(10) . . . . ?
C20 C15 N1 C7 171.5(6) . . . . ?
C16 C15 N1 C8 153.5(7) . . . . ?
C20 C15 N1 C8 -31.6(9) . . . . ?
C6 C7 N1 C15 90.7(7) . . . . ?
C6 C7 N1 C8 -68.0(7) . . . . ?
C9 C8 N1 C15 120.8(6) . . . . ?
C9 C8 N1 C7 -80.3(6) . . . . ?
C9 C10 O3 C11 -158.7(6) . . . . ?
C13 C10 O3 C11 22.1(8) . . . . ?
C12 C11 O3 C10 -50.7(8) . . . . ?
C14 C13 O4 C12 -171.1(6) . . . . ?
C10 C13 O4 C12 9.9(8) . . . . ?
C11 C12 O4 C13 -37.4(8) . . . . ?
C6 C5 O8 C4 -176.5(12) . . . . ?
C2 C5 O8 C4 2.9(14) . . . . ?
C3 C4 O8 C5 -7(3) . . . . ?
C1 C2 O9 C3 179.5(9) . . . . ?
C5 C2 O9 C3 -0.7(11) . . . . ?
C4 C3 O9 C2 -3(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.716
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.691
_refine_diff_density_max         0.675
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.076
_chemical_properties_physical    Heat-sensitive
####################################################################### 
# 
# 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_11
_database_code_depnum_ccdc_archive 'CCDC 1402763'
_audit_update_record             
;
2015-05-25 deposited with the CCDC.
2015-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            
Benzhydryl-bis-(7-iodo-2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-ylmethyl)-amine
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H23 I2 N O4 S2'
_chemical_formula_weight         743.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.806(3)
_cell_length_b                   18.527(3)
_cell_length_c                   15.312(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.866(4)
_cell_angle_gamma                90.00
_cell_volume                     5551.2(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.779
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2896
_exptl_absorpt_coefficient_mu    2.450
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            43744
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.99
_diffrn_reflns_theta_max         26.56
_reflns_number_total             11520
_reflns_number_gt                8836
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0344P)²+7.8825P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11520
_refine_ls_number_parameters     669
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.0901
_refine_ls_wR_factor_gt          0.0811
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
I1 I 0.672832(17) -0.216152(18) 0.95494(2) 0.06912(10) Uani 1 1 d . . .
I2 I 0.733154(15) 0.227149(17) 0.995225(19) 0.06338(9) Uani 1 1 d . . .
I3 I 0.810955(16) 0.200870(17) 0.77459(2) 0.06478(10) Uani 1 1 d . . .
I4 I 0.7731(2) -0.2340(3) 0.7705(2) 0.0813(7) Uani 0.61(2) 1 d P A 1
I4A I 0.7680(3) -0.2160(8) 0.7693(3) 0.0723(13) Uani 0.39(2) 1 d P A 2
S1 S 0.61806(5) -0.06616(5) 0.83306(7) 0.0516(2) Uani 1 1 d . . .
S2 S 0.60518(5) 0.13208(5) 0.85047(6) 0.0461(2) Uani 1 1 d . . .
S3 S 0.88866(5) 0.05554(5) 0.73227(7) 0.0453(2) Uani 1 1 d . . .
S4 S 0.90926(5) -0.13838(6) 0.77066(8) 0.0533(2) Uani 1 1 d . A .
C1 C 0.62335(19) -0.1591(2) 0.8353(3) 0.0456(8) Uani 1 1 d . . .
C2 C 0.59220(18) -0.18708(18) 0.7507(3) 0.0417(8) Uani 1 1 d . . .
C3 C 0.5634(3) -0.2740(2) 0.6357(3) 0.0742(14) Uani 1 1 d . . .
H3A H 0.5470 -0.3234 0.6263 0.089 Uiso 1 1 calc R . .
H3B H 0.6007 -0.2699 0.6114 0.089 Uiso 1 1 calc R . .
C4 C 0.5082(3) -0.2257(3) 0.5838(3) 0.0827(16) Uani 1 1 d . . .
H4A H 0.4922 -0.2398 0.5189 0.099 Uiso 1 1 calc R . .
H4B H 0.4704 -0.2308 0.6068 0.099 Uiso 1 1 calc R . .
C5 C 0.56352(17) -0.13376(19) 0.6817(2) 0.0399(8) Uani 1 1 d . . .
C6 C 0.57266(17) -0.06505(19) 0.7146(2) 0.0401(8) Uani 1 1 d . . .
C7 C 0.54857(18) 0.00380(19) 0.6636(2) 0.0428(8) Uani 1 1 d . . .
H7A H 0.5876 0.0340 0.6681 0.051 Uiso 1 1 calc R . .
H7B H 0.5248 -0.0066 0.5985 0.051 Uiso 1 1 calc R . .
C8 C 0.49767(18) 0.11959(18) 0.6790(2) 0.0430(8) Uani 1 1 d . . .
H8A H 0.4570 0.1395 0.6872 0.052 Uiso 1 1 calc R . .
H8B H 0.4934 0.1255 0.6143 0.052 Uiso 1 1 calc R . .
C9 C 0.55892(17) 0.16000(18) 0.7387(2) 0.0400(8) Uani 1 1 d . . .
C10 C 0.58240(19) 0.22474(18) 0.7212(2) 0.0414(8) Uani 1 1 d . . .
C11 C 0.5732(3) 0.3364(2) 0.6488(3) 0.0702(13) Uani 1 1 d . . .
H11A H 0.5470 0.3611 0.6814 0.084 Uiso 1 1 calc R . .
H11B H 0.5620 0.3579 0.5877 0.084 Uiso 1 1 calc R . .
C12 C 0.6480(2) 0.3459(2) 0.7011(3) 0.0635(12) Uani 1 1 d . . .
H12A H 0.6739 0.3220 0.6674 0.076 Uiso 1 1 calc R . .
H12B H 0.6591 0.3969 0.7043 0.076 Uiso 1 1 calc R . .
C13 C 0.63774(18) 0.25252(19) 0.7971(2) 0.0417(8) Uani 1 1 d . . .
C14 C 0.65548(18) 0.20883(19) 0.8717(2) 0.0431(8) Uani 1 1 d . . .
C15 C 0.43608(16) 0.00585(18) 0.6827(2) 0.0375(7) Uani 1 1 d . . .
H15 H 0.4481 -0.0449 0.6974 0.045 Uiso 1 1 calc R . .
C16 C 0.38811(18) 0.0050(2) 0.5815(2) 0.0448(8) Uani 1 1 d . . .
C17 C 0.3708(2) -0.0606(2) 0.5372(3) 0.0569(10) Uani 1 1 d . . .
H17 H 0.3889 -0.1028 0.5689 0.068 Uiso 1 1 calc R . .
C18 C 0.3265(3) -0.0645(3) 0.4459(3) 0.0807(16) Uani 1 1 d . . .
H18 H 0.3150 -0.1093 0.4174 0.097 Uiso 1 1 calc R . .
C19 C 0.3002(2) -0.0042(4) 0.3984(3) 0.0841(18) Uani 1 1 d . . .
H19 H 0.2704 -0.0073 0.3375 0.101 Uiso 1 1 calc R . .
C20 C 0.3172(2) 0.0615(3) 0.4398(3) 0.0866(18) Uani 1 1 d . . .
H20 H 0.2998 0.1032 0.4064 0.104 Uiso 1 1 calc R . .
C21 C 0.3608(2) 0.0665(3) 0.5320(3) 0.0696(13) Uani 1 1 d . . .
H21 H 0.3713 0.1115 0.5601 0.083 Uiso 1 1 calc R . .
C22 C 0.40395(17) 0.02930(17) 0.7534(2) 0.0377(7) Uani 1 1 d . . .
C23 C 0.33799(19) 0.0543(2) 0.7318(3) 0.0512(9) Uani 1 1 d . . .
H23 H 0.3116 0.0619 0.6700 0.061 Uiso 1 1 calc R . .
C24 C 0.3102(2) 0.0682(2) 0.8007(3) 0.0615(11) Uani 1 1 d . . .
H24 H 0.2657 0.0853 0.7845 0.074 Uiso 1 1 calc R . .
C25 C 0.3479(2) 0.0568(2) 0.8924(3) 0.0593(11) Uani 1 1 d . . .
H25 H 0.3287 0.0650 0.9383 0.071 Uiso 1 1 calc R . .
C26 C 0.4142(2) 0.0333(2) 0.9156(3) 0.0571(10) Uani 1 1 d . . .
H26 H 0.4403 0.0261 0.9776 0.069 Uiso 1 1 calc R . .
C27 C 0.44209(19) 0.0204(2) 0.8475(2) 0.0473(9) Uani 1 1 d . . .
H27 H 0.4874 0.0055 0.8644 0.057 Uiso 1 1 calc R . .
C28 C 0.87053(18) 0.14619(19) 0.7129(2) 0.0424(8) Uani 1 1 d . . .
C29 C 0.89886(17) 0.17357(19) 0.6530(2) 0.0411(8) Uani 1 1 d . . .
C30 C 0.9259(3) 0.2587(3) 0.5593(4) 0.0728(14) Uani 1 1 d . . .
H30A H 0.9008 0.2972 0.5191 0.087 Uiso 1 1 calc R B 1
H30B H 0.9714 0.2767 0.5924 0.087 Uiso 1 1 calc R B 1
C31 C 0.9314(7) 0.2038(6) 0.5057(8) 0.064(4) Uani 0.427(12) 1 d P C 1
H31A H 0.9559 0.2204 0.4658 0.077 Uiso 0.427(12) 1 calc PR C 1
H31B H 0.8859 0.1898 0.4661 0.077 Uiso 0.427(12) 1 calc PR C 1
C31A C 0.9872(5) 0.2114(4) 0.5639(7) 0.065(3) Uani 0.573(12) 1 d P C 2
H31C H 1.0026 0.2229 0.5125 0.078 Uiso 0.573(12) 1 calc PR C 2
H31D H 1.0244 0.2207 0.6213 0.078 Uiso 0.573(12) 1 calc PR C 2
C32 C 0.93599(17) 0.12062(19) 0.6215(2) 0.0394(8) Uani 1 1 d . C .
C33 C 0.93523(16) 0.05391(19) 0.6568(2) 0.0368(7) Uani 1 1 d . . .
C34 C 0.96559(16) -0.01446(19) 0.6379(2) 0.0394(8) Uani 1 1 d . . .
H34A H 0.9293 -0.0488 0.6095 0.047 Uiso 1 1 calc R . .
H34B H 0.9892 -0.0051 0.5943 0.047 Uiso 1 1 calc R . .
C35 C 1.02389(17) -0.12328(18) 0.7130(3) 0.0429(8) Uani 1 1 d . . .
H35A H 1.0626 -0.1398 0.7650 0.052 Uiso 1 1 calc R . .
H35B H 1.0341 -0.1316 0.6566 0.052 Uiso 1 1 calc R . .
C36 C 0.96158(17) -0.16550(19) 0.7094(3) 0.0425(8) Uani 1 1 d . . .
C37 C 0.93898(18) -0.22832(19) 0.6647(2) 0.0428(8) Uani 1 1 d . . .
C38 C 0.9458(3) -0.3354(2) 0.5881(3) 0.0673(12) Uani 1 1 d . . .
H38A H 0.9663 -0.3668 0.6411 0.081 Uiso 1 1 calc R . .
H38B H 0.9591 -0.3528 0.5370 0.081 Uiso 1 1 calc R . .
C39 C 0.8697(2) -0.3377(2) 0.5614(3) 0.0656(12) Uani 1 1 d . A .
H39A H 0.8496 -0.3050 0.5098 0.079 Uiso 1 1 calc R . .
H39B H 0.8537 -0.3861 0.5409 0.079 Uiso 1 1 calc R . .
C40 C 0.87878(18) -0.2554(2) 0.6779(3) 0.0465(9) Uani 1 1 d . A .
C41 C 0.85697(19) -0.2125(2) 0.7335(3) 0.0525(10) Uani 1 1 d . . .
C42 C 1.07832(15) -0.00452(18) 0.7586(2) 0.0363(7) Uani 1 1 d . . .
H42 H 1.0639 0.0460 0.7562 0.044 Uiso 1 1 calc R . .
C43 C 1.12199(16) -0.0078(2) 0.6965(2) 0.0424(8) Uani 1 1 d . . .
C44 C 1.12335(19) 0.0512(3) 0.6416(3) 0.0566(11) Uani 1 1 d . . .
H44 H 1.1006 0.0933 0.6471 0.068 Uiso 1 1 calc R . .
C45 C 1.1583(2) 0.0488(4) 0.5783(3) 0.0776(16) Uani 1 1 d . . .
H45 H 1.1587 0.0891 0.5424 0.093 Uiso 1 1 calc R . .
C46 C 1.1917(2) -0.0122(4) 0.5686(3) 0.0860(19) Uani 1 1 d . . .
H46 H 1.2140 -0.0141 0.5254 0.103 Uiso 1 1 calc R . .
C47 C 1.1920(2) -0.0709(3) 0.6237(4) 0.0771(16) Uani 1 1 d . . .
H47 H 1.2152 -0.1125 0.6177 0.093 Uiso 1 1 calc R . .
C48 C 1.15831(19) -0.0691(2) 0.6882(3) 0.0582(11) Uani 1 1 d . . .
H48 H 1.1601 -0.1089 0.7259 0.070 Uiso 1 1 calc R . .
C49 C 1.11400(17) -0.02006(18) 0.8616(2) 0.0397(8) Uani 1 1 d . . .
C50 C 1.18461(19) -0.0200(2) 0.9015(3) 0.0529(10) Uani 1 1 d . . .
H50 H 1.2117 -0.0166 0.8642 0.063 Uiso 1 1 calc R . .
C51 C 1.2151(2) -0.0253(2) 0.9980(3) 0.0692(13) Uani 1 1 d . . .
H51 H 1.2625 -0.0253 1.0244 0.083 Uiso 1 1 calc R . .
C52 C 1.1762(3) -0.0303(3) 1.0538(3) 0.0720(14) Uani 1 1 d . . .
H52 H 1.1970 -0.0325 1.1180 0.086 Uiso 1 1 calc R . .
C53 C 1.1062(3) -0.0321(3) 1.0146(3) 0.0705(13) Uani 1 1 d . . .
H53 H 1.0795 -0.0369 1.0522 0.085 Uiso 1 1 calc R . .
C54 C 1.0751(2) -0.0268(2) 0.9193(3) 0.0533(10) Uani 1 1 d . . .
H54 H 1.0277 -0.0277 0.8936 0.064 Uiso 1 1 calc R . .
N1 N 0.50251(14) 0.04276(14) 0.70193(19) 0.0363(6) Uani 1 1 d . . .
N2 N 1.01377(13) -0.04599(14) 0.72310(18) 0.0353(6) Uani 1 1 d . . .
O1 O 0.52914(15) -0.15066(14) 0.59099(17) 0.0549(7) Uani 1 1 d . . .
O2 O 0.58843(16) -0.25905(14) 0.7323(2) 0.0583(7) Uani 1 1 d . . .
O3 O 0.55501(16) 0.26130(14) 0.63934(17) 0.0593(8) Uani 1 1 d . . .
O4 O 0.66803(15) 0.31718(15) 0.79334(19) 0.0614(8) Uani 1 1 d . . .
O5 O 0.89346(14) 0.24405(14) 0.62547(18) 0.0538(7) Uani 1 1 d . C .
O6 O 0.96813(14) 0.13687(15) 0.55944(19) 0.0560(7) Uani 1 1 d . . .
O7 O 0.84766(15) -0.31781(16) 0.6373(2) 0.0630(8) Uani 1 1 d . . .
O8 O 0.97058(15) -0.26294(14) 0.61134(19) 0.0563(7) Uani 1 1 d . . .


_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
I1 C1 2.062(4) . ?
I2 C14 2.056(3) . ?
I3 C28 2.062(4) . ?
I4 C41 2.047(5) . ?
I4A C41 2.103(7) . ?
S1 C1 1.725(4) . ?
S1 C6 1.737(3) . ?
S2 C14 1.730(4) . ?
S2 C9 1.733(3) . ?
S3 C28 1.725(4) . ?
S3 C33 1.743(3) . ?
S4 C41 1.724(4) . ?
S4 C36 1.735(4) . ?
C1 C2 1.341(5) . ?
C2 O2 1.359(4) . ?
C2 C5 1.421(5) . ?
C3 O2 1.419(5) . ?
C3 C4 1.460(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 O1 1.449(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.359(5) . ?
C5 O1 1.365(4) . ?
C6 C7 1.491(5) . ?
C7 N1 1.472(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N1 1.461(4) . ?
C8 C9 1.493(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.356(5) . ?
C10 O3 1.368(4) . ?
C10 C13 1.425(5) . ?
C11 O3 1.436(5) . ?
C11 C12 1.498(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 O4 1.433(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.344(5) . ?
C13 O4 1.364(4) . ?
C15 N1 1.479(4) . ?
C15 C22 1.516(5) . ?
C15 C16 1.532(4) . ?
C15 H15 0.9800 . ?
C16 C17 1.379(5) . ?
C16 C21 1.380(6) . ?
C17 C18 1.391(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.344(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.362(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.398(6) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.378(5) . ?
C22 C27 1.398(5) . ?
C23 C24 1.388(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.372(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.373(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.377(5) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.346(5) . ?
C29 O5 1.365(4) . ?
C29 C32 1.430(5) . ?
C30 C31 1.335(11) . ?
C30 O5 1.421(5) . ?
C30 C31A 1.530(10) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 O6 1.541(12) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31A O6 1.431(8) . ?
C31A H31C 0.9700 . ?
C31A H31D 0.9700 . ?
C32 C33 1.351(5) . ?
C32 O6 1.368(4) . ?
C33 C34 1.487(5) . ?
C34 N2 1.469(4) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 N2 1.463(4) . ?
C35 C36 1.499(5) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 C37 1.351(5) . ?
C37 O8 1.370(4) . ?
C37 C40 1.426(5) . ?
C38 O8 1.438(5) . ?
C38 C39 1.495(6) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 O7 1.435(5) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.352(6) . ?
C40 O7 1.367(4) . ?
C42 N2 1.481(4) . ?
C42 C43 1.523(5) . ?
C42 C49 1.525(5) . ?
C42 H42 0.9800 . ?
C43 C44 1.386(5) . ?
C43 C48 1.393(5) . ?
C44 C45 1.397(6) . ?
C44 H44 0.9300 . ?
C45 C46 1.360(8) . ?
C45 H45 0.9300 . ?
C46 C47 1.374(8) . ?
C46 H46 0.9300 . ?
C47 C48 1.394(6) . ?
C47 H47 0.9300 . ?
C48 H48 0.9300 . ?
C49 C50 1.386(5) . ?
C49 C54 1.391(5) . ?
C50 C51 1.398(6) . ?
C50 H50 0.9300 . ?
C51 C52 1.366(7) . ?
C51 H51 0.9300 . ?
C52 C53 1.375(7) . ?
C52 H52 0.9300 . ?
C53 C54 1.383(6) . ?
C53 H53 0.9300 . ?
C54 H54 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
C1 S1 C6 92.35(17) . . ?
C14 S2 C9 92.15(17) . . ?
C28 S3 C33 92.34(17) . . ?
C41 S4 C36 91.87(18) . . ?
C2 C1 S1 111.1(3) . . ?
C2 C1 I1 126.3(3) . . ?
S1 C1 I1 122.6(2) . . ?
C1 C2 O2 123.7(3) . . ?
C1 C2 C5 113.1(3) . . ?
O2 C2 C5 123.2(3) . . ?
O2 C3 C4 112.9(4) . . ?
O2 C3 H3A 109.0 . . ?
C4 C3 H3A 109.0 . . ?
O2 C3 H3B 109.0 . . ?
C4 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
O1 C4 C3 112.8(4) . . ?
O1 C4 H4A 109.0 . . ?
C3 C4 H4A 109.0 . . ?
O1 C4 H4B 109.0 . . ?
C3 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C6 C5 O1 123.5(3) . . ?
C6 C5 C2 113.9(3) . . ?
O1 C5 C2 122.6(3) . . ?
C5 C6 C7 128.9(3) . . ?
C5 C6 S1 109.5(3) . . ?
C7 C6 S1 121.6(3) . . ?
N1 C7 C6 111.1(3) . . ?
N1 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 . . ?
N1 C7 H7B 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
N1 C8 C9 111.5(3) . . ?
N1 C8 H8A 109.3 . . ?
C9 C8 H8A 109.3 . . ?
N1 C8 H8B 109.3 . . ?
C9 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
C10 C9 C8 127.8(3) . . ?
C10 C9 S2 110.0(2) . . ?
C8 C9 S2 121.8(3) . . ?
C9 C10 O3 123.6(3) . . ?
C9 C10 C13 113.8(3) . . ?
O3 C10 C13 122.6(3) . . ?
O3 C11 C12 111.0(4) . . ?
O3 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
O3 C11 H11B 109.4 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
O4 C12 C11 112.6(4) . . ?
O4 C12 H12A 109.1 . . ?
C11 C12 H12A 109.1 . . ?
O4 C12 H12B 109.1 . . ?
C11 C12 H12B 109.1 . . ?
H12A C12 H12B 107.8 . . ?
C14 C13 O4 124.6(3) . . ?
C14 C13 C10 112.8(3) . . ?
O4 C13 C10 122.6(3) . . ?
C13 C14 S2 111.2(3) . . ?
C13 C14 I2 125.8(3) . . ?
S2 C14 I2 123.0(2) . . ?
N1 C15 C22 109.5(3) . . ?
N1 C15 C16 116.7(3) . . ?
C22 C15 C16 115.5(3) . . ?
N1 C15 H15 104.5 . . ?
C22 C15 H15 104.5 . . ?
C16 C15 H15 104.5 . . ?
C17 C16 C21 117.9(4) . . ?
C17 C16 C15 118.6(3) . . ?
C21 C16 C15 123.6(3) . . ?
C16 C17 C18 120.9(5) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C19 C18 C17 120.6(5) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 119.9(4) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C21 120.4(5) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C16 C21 C20 120.3(5) . . ?
C16 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C23 C22 C27 117.2(4) . . ?
C23 C22 C15 124.7(3) . . ?
C27 C22 C15 117.9(3) . . ?
C22 C23 C24 121.2(4) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C25 C24 C23 120.6(4) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 119.1(4) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C25 C26 C27 120.3(4) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C26 C27 C22 121.5(4) . . ?
C26 C27 H27 119.2 . . ?
C22 C27 H27 119.2 . . ?
C29 C28 S3 111.3(3) . . ?
C29 C28 I3 126.7(3) . . ?
S3 C28 I3 122.0(2) . . ?
C28 C29 O5 124.2(3) . . ?
C28 C29 C32 112.5(3) . . ?
O5 C29 C32 123.3(3) . . ?
C31 C30 O5 117.0(6) . . ?
C31 C30 C31A 49.3(6) . . ?
O5 C30 C31A 116.6(4) . . ?
C31 C30 H30A 108.1 . . ?
O5 C30 H30A 108.1 . . ?
C31A C30 H30A 135.3 . . ?
C31 C30 H30B 108.1 . . ?
O5 C30 H30B 108.1 . . ?
C31A C30 H30B 61.4 . . ?
H30A C30 H30B 107.3 . . ?
C30 C31 O6 114.5(8) . . ?
C30 C31 H31A 108.6 . . ?
O6 C31 H31A 108.6 . . ?
C30 C31 H31B 108.6 . . ?
O6 C31 H31B 108.6 . . ?
H31A C31 H31B 107.6 . . ?
O6 C31A C30 109.7(6) . . ?
O6 C31A H31C 109.7 . . ?
C30 C31A H31C 109.7 . . ?
O6 C31A H31D 109.7 . . ?
C30 C31A H31D 109.7 . . ?
H31C C31A H31D 108.2 . . ?
C33 C32 O6 123.6(3) . . ?
C33 C32 C29 114.3(3) . . ?
O6 C32 C29 122.1(3) . . ?
C32 C33 C34 129.6(3) . . ?
C32 C33 S3 109.5(3) . . ?
C34 C33 S3 120.8(3) . . ?
N2 C34 C33 111.9(3) . . ?
N2 C34 H34A 109.2 . . ?
C33 C34 H34A 109.2 . . ?
N2 C34 H34B 109.2 . . ?
C33 C34 H34B 109.2 . . ?
H34A C34 H34B 107.9 . . ?
N2 C35 C36 111.2(3) . . ?
N2 C35 H35A 109.4 . . ?
C36 C35 H35A 109.4 . . ?
N2 C35 H35B 109.4 . . ?
C36 C35 H35B 109.4 . . ?
H35A C35 H35B 108.0 . . ?
C37 C36 C35 128.0(3) . . ?
C37 C36 S4 110.4(3) . . ?
C35 C36 S4 121.5(3) . . ?
C36 C37 O8 123.4(3) . . ?
C36 C37 C40 113.8(3) . . ?
O8 C37 C40 122.8(3) . . ?
O8 C38 C39 110.6(4) . . ?
O8 C38 H38A 109.5 . . ?
C39 C38 H38A 109.5 . . ?
O8 C38 H38B 109.5 . . ?
C39 C38 H38B 109.5 . . ?
H38A C38 H38B 108.1 . . ?
O7 C39 C38 111.8(3) . . ?
O7 C39 H39A 109.3 . . ?
C38 C39 H39A 109.3 . . ?
O7 C39 H39B 109.3 . . ?
C38 C39 H39B 109.3 . . ?
H39A C39 H39B 107.9 . . ?
C41 C40 O7 125.1(3) . . ?
C41 C40 C37 112.4(3) . . ?
O7 C40 C37 122.5(3) . . ?
C40 C41 S4 111.5(3) . . ?
C40 C41 I4 124.1(3) . . ?
S4 C41 I4 124.4(3) . . ?
C40 C41 I4A 131.3(4) . . ?
S4 C41 I4A 116.8(4) . . ?
I4 C41 I4A 9.5(3) . . ?
N2 C42 C43 114.1(3) . . ?
N2 C42 C49 110.1(3) . . ?
C43 C42 C49 117.0(3) . . ?
N2 C42 H42 104.7 . . ?
C43 C42 H42 104.7 . . ?
C49 C42 H42 104.7 . . ?
C44 C43 C48 117.7(4) . . ?
C44 C43 C42 119.1(3) . . ?
C48 C43 C42 123.1(4) . . ?
C43 C44 C45 121.2(5) . . ?
C43 C44 H44 119.4 . . ?
C45 C44 H44 119.4 . . ?
C46 C45 C44 120.5(5) . . ?
C46 C45 H45 119.7 . . ?
C44 C45 H45 119.7 . . ?
C45 C46 C47 119.1(5) . . ?
C45 C46 H46 120.4 . . ?
C47 C46 H46 120.4 . . ?
C46 C47 C48 121.1(5) . . ?
C46 C47 H47 119.4 . . ?
C48 C47 H47 119.4 . . ?
C43 C48 C47 120.2(5) . . ?
C43 C48 H48 119.9 . . ?
C47 C48 H48 119.9 . . ?
C50 C49 C54 118.5(3) . . ?
C50 C49 C42 121.8(3) . . ?
C54 C49 C42 119.3(3) . . ?
C49 C50 C51 119.9(4) . . ?
C49 C50 H50 120.1 . . ?
C51 C50 H50 120.1 . . ?
C52 C51 C50 120.9(4) . . ?
C52 C51 H51 119.6 . . ?
C50 C51 H51 119.6 . . ?
C51 C52 C53 119.5(4) . . ?
C51 C52 H52 120.2 . . ?
C53 C52 H52 120.2 . . ?
C52 C53 C54 120.3(4) . . ?
C52 C53 H53 119.8 . . ?
C54 C53 H53 119.8 . . ?
C53 C54 C49 120.8(4) . . ?
C53 C54 H54 119.6 . . ?
C49 C54 H54 119.6 . . ?
C8 N1 C7 112.5(3) . . ?
C8 N1 C15 114.8(3) . . ?
C7 N1 C15 112.6(3) . . ?
C35 N2 C34 112.0(3) . . ?
C35 N2 C42 113.7(3) . . ?
C34 N2 C42 112.3(3) . . ?
C5 O1 C4 109.7(3) . . ?
C2 O2 C3 112.5(3) . . ?
C10 O3 C11 112.0(3) . . ?
C13 O4 C12 112.6(3) . . ?
C29 O5 C30 113.2(3) . . ?
C32 O6 C31A 111.8(4) . . ?
C32 O6 C31 106.1(5) . . ?
C31A O6 C31 47.8(5) . . ?
C40 O7 C39 110.7(3) . . ?
C37 O8 C38 112.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.56
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         1.176
_refine_diff_density_min         -1.189
_refine_diff_density_rms         0.076
