# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1544489'
_audit_update_record             
;
2017-04-18 deposited with the CCDC.
2017-12-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H20 O3'
_chemical_formula_sum            'C23 H20 O3'
_chemical_formula_weight         344.39

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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

_cell_length_a                   14.4555(7)
_cell_length_b                   5.3900(3)
_cell_length_c                   22.7358(10)
_cell_angle_alpha                90
_cell_angle_beta                 100.038(4)
_cell_angle_gamma                90
_cell_volume                     1744.35(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10863
_cell_measurement_theta_min      1.81
_cell_measurement_theta_max      31.26

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_F_000             728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.086
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.784
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Varimax 50 kV 24 mA Rotating anode'
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            28315
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.819
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4205
_reflns_number_gt                3060
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_publication_material  'CrystalStructure 4.2.4'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0487P)²+0.5208P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4205
_refine_ls_number_parameters     238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1202
_refine_ls_wR_factor_gt          0.1085
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_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_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
O1 O 0.67806(8) 0.3958(2) 0.47451(5) 0.0276(3) Uani 1 1 d . . . . .
O2 O 0.78776(8) 0.1765(2) 0.43830(5) 0.0233(3) Uani 1 1 d . . . . .
O3 O 0.80870(8) 0.8674(2) 0.20939(5) 0.0285(3) Uani 1 1 d . . . . .
C1 C 0.72689(10) 0.5202(3) 0.38338(7) 0.0189(3) Uani 1 1 d . . . . .
C2 C 0.79003(11) 0.4916(3) 0.34411(7) 0.0206(3) Uani 1 1 d . . . . .
H2 H 0.837994 0.369197 0.347884 0.025 Uiso 1 1 calc R U . . .
C3 C 0.77308(11) 0.6680(3) 0.29830(7) 0.0197(3) Uani 1 1 d . . . . .
C4 C 0.69617(10) 0.8172(3) 0.30849(7) 0.0178(3) Uani 1 1 d . . . . .
C5 C 0.65827(11) 1.0202(3) 0.27507(7) 0.0201(3) Uani 1 1 d . . . . .
H5 H 0.688094 1.063885 0.242454 0.024 Uiso 1 1 calc R U . . .
C6 C 0.58282(11) 1.1676(3) 0.28290(7) 0.0208(3) Uani 1 1 d . . . . .
H6 H 0.569781 1.301634 0.255590 0.025 Uiso 1 1 calc R U . . .
C7 C 0.52327(11) 1.1495(3) 0.32455(7) 0.0200(3) Uani 1 1 d . . . . .
H7 H 0.474875 1.270776 0.320422 0.024 Uiso 1 1 calc R U . . .
C8 C 0.52285(10) 0.9821(3) 0.37158(6) 0.0173(3) Uani 1 1 d . . . . .
C9 C 0.58878(10) 0.7933(3) 0.38807(7) 0.0176(3) Uani 1 1 d . . . . .
H9 H 0.579733 0.700751 0.422174 0.021 Uiso 1 1 calc R U . . .
C10 C 0.66523(10) 0.7185(3) 0.36291(7) 0.0177(3) Uani 1 1 d . . . . .
C11 C 0.72575(11) 0.3659(3) 0.43636(7) 0.0194(3) Uani 1 1 d . . . . .
C12 C 0.79304(12) 0.0118(3) 0.48867(7) 0.0263(4) Uani 1 1 d . . . . .
H12A H 0.818749 0.101356 0.525398 0.032 Uiso 1 1 calc R U . . .
H12B H 0.833942 -0.128799 0.483643 0.032 Uiso 1 1 calc R U . . .
H12C H 0.730006 -0.049297 0.491231 0.032 Uiso 1 1 calc R U . . .
C13 C 0.44299(11) 1.0061(3) 0.40726(7) 0.0193(3) Uani 1 1 d . . . . .
H13 H 0.455498 0.885399 0.441129 0.023 Uiso 1 1 calc R U . . .
C14 C 0.34911(11) 0.9360(4) 0.36893(8) 0.0286(4) Uani 1 1 d . . . . .
H14A H 0.298972 0.951568 0.392687 0.034 Uiso 1 1 calc R U . . .
H14B H 0.351953 0.764280 0.355167 0.034 Uiso 1 1 calc R U . . .
H14C H 0.336146 1.047026 0.334351 0.034 Uiso 1 1 calc R U . . .
C15 C 0.43819(12) 1.2647(3) 0.43399(8) 0.0272(4) Uani 1 1 d . . . . .
H15A H 0.389955 1.267167 0.459400 0.033 Uiso 1 1 calc R U . . .
H15B H 0.422265 1.386188 0.401750 0.033 Uiso 1 1 calc R U . . .
H15C H 0.499267 1.306693 0.457983 0.033 Uiso 1 1 calc R U . . .
C16 C 0.82678(11) 0.6762(3) 0.25021(7) 0.0206(3) Uani 1 1 d . . . . .
C17 C 0.89336(11) 0.5232(3) 0.23583(7) 0.0269(4) Uani 1 1 d . . . . .
H17 H 0.917847 0.379427 0.257212 0.032 Uiso 1 1 calc R U . . .
C18 C 0.92025(11) 0.6176(3) 0.18248(7) 0.0244(4) Uani 1 1 d . . . . .
C19 C 0.98415(12) 0.5501(4) 0.14543(8) 0.0323(4) Uani 1 1 d . . . . .
H19 H 1.022732 0.407388 0.153874 0.039 Uiso 1 1 calc R U . . .
C20 C 0.98949(12) 0.6969(4) 0.09629(8) 0.0310(4) Uani 1 1 d . . . . .
H20 H 1.032450 0.653446 0.070777 0.037 Uiso 1 1 calc R U . . .
C21 C 0.93396(14) 0.9051(4) 0.08331(9) 0.0389(5) Uani 1 1 d . . . . .
H21 H 0.939339 1.001506 0.049091 0.047 Uiso 1 1 calc R U . . .
C22 C 0.87079(16) 0.9754(4) 0.11925(9) 0.0428(5) Uani 1 1 d . . . . .
H22 H 0.832280 1.118198 0.110711 0.051 Uiso 1 1 calc R U . . .
C23 C 0.86648(12) 0.8280(3) 0.16804(8) 0.0260(4) 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
O1 C11 1.2092(18) . ?
O2 C11 1.3541(18) . ?
O2 C12 1.4406(19) . ?
O3 C23 1.3785(19) . ?
O3 C16 1.3809(19) . ?
C1 C2 1.392(2) . ?
C1 C10 1.417(2) . ?
C1 C11 1.466(2) . ?
C2 C3 1.400(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.424(2) . ?
C3 C16 1.448(2) . ?
C4 C5 1.389(2) . ?
C4 C10 1.486(2) . ?
C5 C6 1.386(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.390(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.400(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.400(2) . ?
C8 C13 1.528(2) . ?
C9 C10 1.390(2) . ?
C9 H9 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.527(2) . ?
C13 C15 1.527(2) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.350(2) . ?
C17 C18 1.430(2) . ?
C17 H17 0.9500 . ?
C18 C23 1.382(2) . ?
C18 C19 1.402(2) . ?
C19 C20 1.382(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.382(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.380(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.375(3) . ?
C22 H22 0.9500 . ?

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 C12 115.70(12) . . ?
C23 O3 C16 106.10(13) . . ?
C2 C1 C10 108.56(14) . . ?
C2 C1 C11 124.50(14) . . ?
C10 C1 C11 126.94(14) . . ?
C1 C2 C3 110.64(14) . . ?
C1 C2 H2 124.7 . . ?
C3 C2 H2 124.7 . . ?
C2 C3 C4 107.65(14) . . ?
C2 C3 C16 122.38(14) . . ?
C4 C3 C16 129.95(15) . . ?
C5 C4 C3 126.93(14) . . ?
C5 C4 C10 126.19(14) . . ?
C3 C4 C10 106.86(13) . . ?
C6 C5 C4 128.71(15) . . ?
C6 C5 H5 115.6 . . ?
C4 C5 H5 115.6 . . ?
C5 C6 C7 129.98(15) . . ?
C5 C6 H6 115.0 . . ?
C7 C6 H6 115.0 . . ?
C6 C7 C8 130.63(15) . . ?
C6 C7 H7 114.7 . . ?
C8 C7 H7 114.7 . . ?
C7 C8 C9 125.43(14) . . ?
C7 C8 C13 117.09(13) . . ?
C9 C8 C13 117.48(13) . . ?
C10 C9 C8 130.83(15) . . ?
C10 C9 H9 114.6 . . ?
C8 C9 H9 114.6 . . ?
C9 C10 C1 125.69(14) . . ?
C9 C10 C4 127.97(14) . . ?
C1 C10 C4 106.27(13) . . ?
O1 C11 O2 122.26(14) . . ?
O1 C11 C1 127.11(15) . . ?
O2 C11 C1 110.63(13) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C15 110.82(14) . . ?
C14 C13 C8 110.78(12) . . ?
C15 C13 C8 112.30(13) . . ?
C14 C13 H13 107.6 . . ?
C15 C13 H13 107.6 . . ?
C8 C13 H13 107.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 O3 110.62(14) . . ?
C17 C16 C3 131.52(16) . . ?
O3 C16 C3 117.84(14) . . ?
C16 C17 C18 107.39(16) . . ?
C16 C17 H17 126.3 . . ?
C18 C17 H17 126.3 . . ?
C23 C18 C19 118.18(16) . . ?
C23 C18 C17 105.58(14) . . ?
C19 C18 C17 136.24(17) . . ?
C20 C19 C18 118.21(18) . . ?
C20 C19 H19 120.9 . . ?
C18 C19 H19 120.9 . . ?
C21 C20 C19 121.70(16) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C22 C21 C20 121.08(18) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C23 C22 C21 116.54(19) . . ?
C23 C22 H22 121.7 . . ?
C21 C22 H22 121.7 . . ?
C22 C23 O3 125.41(16) . . ?
C22 C23 C18 124.29(16) . . ?
O3 C23 C18 110.30(14) . . ?

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
C10 C1 C2 C3 0.85(18) . . . . ?
C11 C1 C2 C3 -179.74(14) . . . . ?
C1 C2 C3 C4 0.23(18) . . . . ?
C1 C2 C3 C16 -178.19(14) . . . . ?
C2 C3 C4 C5 177.43(15) . . . . ?
C16 C3 C4 C5 -4.3(3) . . . . ?
C2 C3 C4 C10 -1.17(17) . . . . ?
C16 C3 C4 C10 177.10(15) . . . . ?
C3 C4 C5 C6 178.91(16) . . . . ?
C10 C4 C5 C6 -2.8(3) . . . . ?
C4 C5 C6 C7 -2.1(3) . . . . ?
C5 C6 C7 C8 1.7(3) . . . . ?
C6 C7 C8 C9 2.5(3) . . . . ?
C6 C7 C8 C13 -176.67(16) . . . . ?
C7 C8 C9 C10 -2.6(3) . . . . ?
C13 C8 C9 C10 176.55(15) . . . . ?
C8 C9 C10 C1 -179.12(15) . . . . ?
C8 C9 C10 C4 -2.5(3) . . . . ?
C2 C1 C10 C9 175.65(14) . . . . ?
C11 C1 C10 C9 -3.7(3) . . . . ?
C2 C1 C10 C4 -1.53(17) . . . . ?
C11 C1 C10 C4 179.07(14) . . . . ?
C5 C4 C10 C9 5.9(3) . . . . ?
C3 C4 C10 C9 -175.44(15) . . . . ?
C5 C4 C10 C1 -176.95(15) . . . . ?
C3 C4 C10 C1 1.66(17) . . . . ?
C12 O2 C11 O1 0.3(2) . . . . ?
C12 O2 C11 C1 179.89(13) . . . . ?
C2 C1 C11 O1 173.20(16) . . . . ?
C10 C1 C11 O1 -7.5(3) . . . . ?
C2 C1 C11 O2 -6.4(2) . . . . ?
C10 C1 C11 O2 172.91(14) . . . . ?
C7 C8 C13 C14 67.68(18) . . . . ?
C9 C8 C13 C14 -111.57(16) . . . . ?
C7 C8 C13 C15 -56.83(18) . . . . ?
C9 C8 C13 C15 123.92(15) . . . . ?
C23 O3 C16 C17 0.41(18) . . . . ?
C23 O3 C16 C3 -178.31(13) . . . . ?
C2 C3 C16 C17 5.8(3) . . . . ?
C4 C3 C16 C17 -172.28(17) . . . . ?
C2 C3 C16 O3 -175.83(14) . . . . ?
C4 C3 C16 O3 6.1(2) . . . . ?
O3 C16 C17 C18 -0.37(19) . . . . ?
C3 C16 C17 C18 178.13(16) . . . . ?
C16 C17 C18 C23 0.17(19) . . . . ?
C16 C17 C18 C19 179.47(19) . . . . ?
C23 C18 C19 C20 -0.4(2) . . . . ?
C17 C18 C19 C20 -179.61(18) . . . . ?
C18 C19 C20 C21 0.0(3) . . . . ?
C19 C20 C21 C22 0.2(3) . . . . ?
C20 C21 C22 C23 0.0(3) . . . . ?
C21 C22 C23 O3 179.55(17) . . . . ?
C21 C22 C23 C18 -0.4(3) . . . . ?
C16 O3 C23 C22 179.74(18) . . . . ?
C16 O3 C23 C18 -0.30(18) . . . . ?
C19 C18 C23 C22 0.6(3) . . . . ?
C17 C18 C23 C22 -179.95(18) . . . . ?
C19 C18 C23 O3 -179.37(14) . . . . ?
C17 C18 C23 O3 0.08(19) . . . . ?

_refine_diff_density_max         0.233
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_shelxl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1544491'
_audit_update_record             
;
2017-04-18 deposited with the CCDC.
2017-12-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 O4'
_chemical_formula_sum            'C24 H20 O4'
_chemical_formula_weight         372.40

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.7449(4)
_cell_length_b                   11.3462(7)
_cell_length_c                   12.9292(7)
_cell_angle_alpha                67.033(5)
_cell_angle_beta                 83.287(5)
_cell_angle_gamma                88.921(5)
_cell_volume                     904.39(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6168
_cell_measurement_theta_min      1.76
_cell_measurement_theta_max      31.28

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_F_000             392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.869
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Varimax 50 kV 24 mA Rotating anode'
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            15396
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.950
_diffrn_reflns_theta_max         27.988
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4353
_reflns_number_gt                3179
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_publication_material  'CrystalStructure 4.2.4'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0546P)²+0.3520P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4353
_refine_ls_number_parameters     256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0792
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1253
_refine_ls_wR_factor_gt          0.1121
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.000
_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_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
O1 O 0.3292(2) 0.76422(11) -0.00692(10) 0.0273(3) Uani 1 1 d . . . . .
O2 O 0.27236(19) 0.55246(11) 0.08154(9) 0.0227(3) Uani 1 1 d . . . . .
O3 O 0.23575(17) 0.53922(10) 0.58572(9) 0.0165(3) Uani 1 1 d . . . . .
O4 O 0.2079(2) 0.52205(11) 0.76216(10) 0.0247(3) Uani 1 1 d . . . . .
C1 C 0.3027(2) 0.66566(14) 0.19499(13) 0.0139(3) Uani 1 1 d . . . . .
C2 C 0.2808(2) 0.55521(15) 0.29369(13) 0.0140(3) Uani 1 1 d . . . . .
H2 H 0.273462 0.470687 0.295968 0.017 Uiso 1 1 calc R U . . .
C3 C 0.2711(2) 0.58566(14) 0.38951(13) 0.0126(3) Uani 1 1 d . . . . .
C4 C 0.2842(2) 0.72157(14) 0.35076(13) 0.0131(3) Uani 1 1 d . . . . .
C5 C 0.2705(2) 0.79545(15) 0.41598(13) 0.0160(3) Uani 1 1 d . . . . .
H5 H 0.253775 0.748201 0.495520 0.019 Uiso 1 1 calc R U . . .
C6 C 0.2778(2) 0.92775(15) 0.38179(14) 0.0174(3) Uani 1 1 d . . . . .
H6 H 0.261282 0.956337 0.442151 0.021 Uiso 1 1 calc R U . . .
C7 C 0.3054(2) 1.02639(15) 0.27378(14) 0.0162(3) Uani 1 1 d . . . . .
C8 C 0.3322(2) 1.01070(15) 0.17193(14) 0.0170(3) Uani 1 1 d . . . . .
H8 H 0.354167 1.087794 0.106361 0.020 Uiso 1 1 calc R U . . .
C9 C 0.3319(2) 0.89920(15) 0.15117(14) 0.0155(3) Uani 1 1 d . . . . .
H9 H 0.351998 0.912051 0.073505 0.019 Uiso 1 1 calc R U . . .
C10 C 0.3068(2) 0.77257(14) 0.22597(13) 0.0132(3) Uani 1 1 d . . . . .
C11 C 0.3045(2) 0.66953(15) 0.08025(14) 0.0170(3) Uani 1 1 d . . . . .
C12 C 0.2623(3) 0.54844(18) -0.02808(14) 0.0267(4) Uani 1 1 d . . . . .
H12A H 0.388289 0.582273 -0.076386 0.032 Uiso 1 1 calc R U . . .
H12B H 0.152148 0.600600 -0.063080 0.032 Uiso 1 1 calc R U . . .
H12C H 0.239750 0.459723 -0.019097 0.032 Uiso 1 1 calc R U . . .
C13 C 0.2492(2) 0.48851(15) 0.50392(13) 0.0133(3) Uani 1 1 d . . . . .
C14 C 0.2153(2) 0.46560(15) 0.70009(13) 0.0159(3) Uani 1 1 d . . . . .
C15 C 0.2041(2) 0.32714(15) 0.73367(13) 0.0151(3) Uani 1 1 d . . . . .
C16 C 0.1787(2) 0.24749(16) 0.84902(14) 0.0184(4) Uani 1 1 d . . . . .
H16 H 0.168930 0.283569 0.904451 0.022 Uiso 1 1 calc R U . . .
C17 C 0.1681(2) 0.11684(16) 0.88146(14) 0.0198(4) Uani 1 1 d . . . . .
H17 H 0.149665 0.062484 0.959533 0.024 Uiso 1 1 calc R U . . .
C18 C 0.1843(2) 0.06392(16) 0.80000(15) 0.0205(4) Uani 1 1 d . . . . .
H18 H 0.178629 -0.026485 0.823125 0.025 Uiso 1 1 calc R U . . .
C19 C 0.2083(2) 0.14114(15) 0.68660(14) 0.0184(4) Uani 1 1 d . . . . .
H19 H 0.218569 0.103900 0.631977 0.022 Uiso 1 1 calc R U . . .
C20 C 0.2176(2) 0.27504(15) 0.65129(13) 0.0143(3) Uani 1 1 d . . . . .
C21 C 0.2417(2) 0.36102(14) 0.53415(13) 0.0149(3) Uani 1 1 d . . . . .
H21 H 0.252394 0.327129 0.477206 0.018 Uiso 1 1 calc R U . . .
C22 C 0.3060(3) 1.16361(15) 0.26727(15) 0.0210(4) Uani 1 1 d . . . . .
H22 H 0.331462 1.221647 0.185465 0.025 Uiso 1 1 calc R U . . .
C23 C 0.4745(3) 1.18889(17) 0.32617(17) 0.0284(4) Uani 1 1 d . . . . .
H23A H 0.601607 1.163642 0.296807 0.034 Uiso 1 1 calc R U . . .
H23B H 0.448054 1.138950 0.407827 0.034 Uiso 1 1 calc R U . . .
H23C H 0.481902 1.280267 0.311628 0.034 Uiso 1 1 calc R U . . .
C24 C 0.1032(3) 1.19583(18) 0.3129(2) 0.0371(5) Uani 1 1 d . . . . .
H24A H 0.078616 1.145938 0.394652 0.045 Uiso 1 1 calc R U . . .
H24B H -0.001119 1.174906 0.275535 0.045 Uiso 1 1 calc R U . . .
H24C H 0.101439 1.287404 0.297972 0.045 Uiso 1 1 calc R U . . .


_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 C11 1.2125(19) . ?
O2 C11 1.3432(19) . ?
O2 C12 1.445(2) . ?
O3 C14 1.3770(18) . ?
O3 C13 1.3813(18) . ?
O4 C14 1.2031(19) . ?
C1 C2 1.391(2) . ?
C1 C10 1.420(2) . ?
C1 C11 1.465(2) . ?
C2 C3 1.405(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.424(2) . ?
C3 C13 1.452(2) . ?
C4 C5 1.397(2) . ?
C4 C10 1.476(2) . ?
C5 C6 1.390(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.402(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.387(2) . ?
C7 C22 1.526(2) . ?
C8 C9 1.392(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(2) . ?
C9 H9 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C21 1.343(2) . ?
C14 C15 1.458(2) . ?
C15 C20 1.400(2) . ?
C15 C16 1.402(2) . ?
C16 C17 1.375(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.395(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.375(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.406(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.438(2) . ?
C21 H21 0.9500 . ?
C22 C24 1.521(3) . ?
C22 C23 1.529(2) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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 C12 115.10(13) . . ?
C14 O3 C13 123.52(12) . . ?
C2 C1 C10 108.04(14) . . ?
C2 C1 C11 125.22(14) . . ?
C10 C1 C11 126.57(14) . . ?
C1 C2 C3 110.78(14) . . ?
C1 C2 H2 124.6 . . ?
C3 C2 H2 124.6 . . ?
C2 C3 C4 107.44(13) . . ?
C2 C3 C13 122.50(13) . . ?
C4 C3 C13 130.06(14) . . ?
C5 C4 C3 127.74(14) . . ?
C5 C4 C10 125.35(14) . . ?
C3 C4 C10 106.87(13) . . ?
C6 C5 C4 129.61(15) . . ?
C6 C5 H5 115.2 . . ?
C4 C5 H5 115.2 . . ?
C5 C6 C7 131.24(15) . . ?
C5 C6 H6 114.4 . . ?
C7 C6 H6 114.4 . . ?
C8 C7 C6 125.91(15) . . ?
C8 C7 C22 116.87(14) . . ?
C6 C7 C22 117.23(14) . . ?
C7 C8 C9 129.84(15) . . ?
C7 C8 H8 115.1 . . ?
C9 C8 H8 115.1 . . ?
C10 C9 C8 130.10(16) . . ?
C10 C9 H9 115.0 . . ?
C8 C9 H9 115.0 . . ?
C9 C10 C1 125.34(15) . . ?
C9 C10 C4 127.79(14) . . ?
C1 C10 C4 106.86(13) . . ?
O1 C11 O2 122.31(15) . . ?
O1 C11 C1 126.22(15) . . ?
O2 C11 C1 111.47(13) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C21 C13 O3 120.15(14) . . ?
C21 C13 C3 126.74(14) . . ?
O3 C13 C3 113.11(13) . . ?
O4 C14 O3 116.69(14) . . ?
O4 C14 C15 126.62(15) . . ?
O3 C14 C15 116.69(13) . . ?
C20 C15 C16 120.67(14) . . ?
C20 C15 C14 120.12(14) . . ?
C16 C15 C14 119.21(15) . . ?
C17 C16 C15 119.61(15) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 120.15(15) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C19 C18 C17 120.74(15) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 120.18(16) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C15 C20 C19 118.64(15) . . ?
C15 C20 C21 118.45(14) . . ?
C19 C20 C21 122.91(15) . . ?
C13 C21 C20 121.06(15) . . ?
C13 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C24 C22 C7 111.04(14) . . ?
C24 C22 C23 111.93(15) . . ?
C7 C22 C23 111.70(14) . . ?
C24 C22 H22 107.3 . . ?
C7 C22 H22 107.3 . . ?
C23 C22 H22 107.3 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

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
C10 C1 C2 C3 -0.23(18) . . . . ?
C11 C1 C2 C3 -175.77(15) . . . . ?
C1 C2 C3 C4 0.92(18) . . . . ?
C1 C2 C3 C13 -179.73(14) . . . . ?
C2 C3 C4 C5 176.41(16) . . . . ?
C13 C3 C4 C5 -2.9(3) . . . . ?
C2 C3 C4 C10 -1.21(17) . . . . ?
C13 C3 C4 C10 179.51(15) . . . . ?
C3 C4 C5 C6 -178.36(16) . . . . ?
C10 C4 C5 C6 -1.2(3) . . . . ?
C4 C5 C6 C7 -1.7(3) . . . . ?
C5 C6 C7 C8 0.2(3) . . . . ?
C5 C6 C7 C22 -179.77(17) . . . . ?
C6 C7 C8 C9 2.4(3) . . . . ?
C22 C7 C8 C9 -177.60(16) . . . . ?
C7 C8 C9 C10 -0.7(3) . . . . ?
C8 C9 C10 C1 177.80(16) . . . . ?
C8 C9 C10 C4 -3.7(3) . . . . ?
C2 C1 C10 C9 178.23(15) . . . . ?
C11 C1 C10 C9 -6.3(3) . . . . ?
C2 C1 C10 C4 -0.53(17) . . . . ?
C11 C1 C10 C4 174.93(15) . . . . ?
C5 C4 C10 C9 4.7(3) . . . . ?
C3 C4 C10 C9 -177.64(15) . . . . ?
C5 C4 C10 C1 -176.61(15) . . . . ?
C3 C4 C10 C1 1.08(17) . . . . ?
C12 O2 C11 O1 -2.1(2) . . . . ?
C12 O2 C11 C1 177.19(14) . . . . ?
C2 C1 C11 O1 -177.67(17) . . . . ?
C10 C1 C11 O1 7.6(3) . . . . ?
C2 C1 C11 O2 3.1(2) . . . . ?
C10 C1 C11 O2 -171.65(15) . . . . ?
C14 O3 C13 C21 0.3(2) . . . . ?
C14 O3 C13 C3 -179.66(13) . . . . ?
C2 C3 C13 C21 2.2(3) . . . . ?
C4 C3 C13 C21 -178.64(17) . . . . ?
C2 C3 C13 O3 -177.85(14) . . . . ?
C4 C3 C13 O3 1.3(2) . . . . ?
C13 O3 C14 O4 179.05(14) . . . . ?
C13 O3 C14 C15 -1.1(2) . . . . ?
O4 C14 C15 C20 -179.12(16) . . . . ?
O3 C14 C15 C20 1.1(2) . . . . ?
O4 C14 C15 C16 1.2(3) . . . . ?
O3 C14 C15 C16 -178.57(14) . . . . ?
C20 C15 C16 C17 0.4(2) . . . . ?
C14 C15 C16 C17 -179.99(15) . . . . ?
C15 C16 C17 C18 0.6(2) . . . . ?
C16 C17 C18 C19 -0.9(3) . . . . ?
C17 C18 C19 C20 0.3(3) . . . . ?
C16 C15 C20 C19 -1.0(2) . . . . ?
C14 C15 C20 C19 179.38(15) . . . . ?
C16 C15 C20 C21 179.40(14) . . . . ?
C14 C15 C20 C21 -0.2(2) . . . . ?
C18 C19 C20 C15 0.7(2) . . . . ?
C18 C19 C20 C21 -179.72(15) . . . . ?
O3 C13 C21 C20 0.6(2) . . . . ?
C3 C13 C21 C20 -179.42(15) . . . . ?
C15 C20 C21 C13 -0.6(2) . . . . ?
C19 C20 C21 C13 179.76(16) . . . . ?
C8 C7 C22 C24 115.17(18) . . . . ?
C6 C7 C22 C24 -64.8(2) . . . . ?
C8 C7 C22 C23 -119.11(17) . . . . ?
C6 C7 C22 C23 60.9(2) . . . . ?

_refine_diff_density_max         0.269
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_shelxl_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1544492'
_audit_update_record             
;
2017-04-18 deposited with the CCDC.
2017-12-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H13 I O4'
_chemical_formula_sum            'C21 H13 I O4'
_chemical_formula_weight         456.21

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.76154(16)
_cell_length_b                   14.0693(3)
_cell_length_c                   16.6303(3)
_cell_angle_alpha                103.6260(17)
_cell_angle_beta                 100.7920(17)
_cell_angle_gamma                99.5738(17)
_cell_volume                     1691.05(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    18691
_cell_measurement_theta_min      1.75
_cell_measurement_theta_max      31.26

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.792
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.040
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.918
_shelx_estimated_absorpt_T_min   0.927
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.864
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Varimax 50 kV 24 mA Rotating anode'
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            28239
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.259
_diffrn_reflns_theta_max         27.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8138
_reflns_number_gt                6953
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_publication_material  'CrystalStructure 4.2.4'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0258P)²+2.4452P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8138
_refine_ls_number_parameters     471
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0332
_refine_ls_wR_factor_ref         0.0719
_refine_ls_wR_factor_gt          0.0686
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.002
_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_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
I1 I -0.10177(3) 0.53761(2) 0.62323(2) 0.01560(6) Uani 1 1 d . . . . .
I2 I 0.57353(3) 0.16741(2) 0.92419(2) 0.01497(6) Uani 1 1 d . . . . .
O1 O 0.0925(3) 1.07559(16) 0.79013(14) 0.0184(5) Uani 1 1 d . . . . .
O2 O 0.1000(3) 1.01407(15) 0.90356(14) 0.0153(5) Uani 1 1 d . . . . .
O3 O 0.3115(3) 0.66977(15) 0.85447(13) 0.0136(4) Uani 1 1 d . . . . .
O4 O 0.4599(3) 0.61959(17) 0.95652(14) 0.0217(5) Uani 1 1 d . . . . .
O5 O 0.6942(3) 0.59296(16) 0.81801(14) 0.0212(5) Uani 1 1 d . . . . .
O6 O 0.8602(3) 0.52551(16) 0.90620(14) 0.0200(5) Uani 1 1 d . . . . .
O7 O 0.6645(3) 0.09503(15) 0.67092(13) 0.0149(4) Uani 1 1 d . . . . .
O8 O 0.7402(4) -0.02827(17) 0.58634(14) 0.0247(6) Uani 1 1 d . . . . .
C1 C 0.1464(4) 0.9116(2) 0.78169(19) 0.0116(6) Uani 1 1 d . . . . .
C2 C 0.1481(4) 0.8309(2) 0.81732(19) 0.0110(6) Uani 1 1 d . . . . .
H2 H 0.131886 0.831725 0.872675 0.013 Uiso 1 1 calc R U . . .
C3 C 0.1773(4) 0.7486(2) 0.75896(19) 0.0117(6) Uani 1 1 d . . . . .
C4 C 0.2047(4) 0.7784(2) 0.68617(19) 0.0114(6) Uani 1 1 d . . . . .
C5 C 0.2601(4) 0.7220(2) 0.61890(19) 0.0143(6) Uani 1 1 d . . . . .
H5 H 0.278051 0.658148 0.623539 0.017 Uiso 1 1 calc R U . . .
C6 C 0.2928(4) 0.7461(2) 0.5458(2) 0.0178(7) Uani 1 1 d . . . . .
H6 H 0.335890 0.698161 0.508817 0.021 Uiso 1 1 calc R U . . .
C7 C 0.2706(4) 0.8314(2) 0.5200(2) 0.0198(7) Uani 1 1 d . . . . .
H7 H 0.293856 0.831759 0.465926 0.024 Uiso 1 1 calc R U . . .
C8 C 0.2198(4) 0.9155(2) 0.5614(2) 0.0200(7) Uani 1 1 d . . . . .
H8 H 0.209260 0.964233 0.530869 0.024 Uiso 1 1 calc R U . . .
C9 C 0.1815(4) 0.9395(2) 0.6416(2) 0.0164(6) Uani 1 1 d . . . . .
H9 H 0.153960 1.003344 0.659169 0.020 Uiso 1 1 calc R U . . .
C10 C 0.1786(4) 0.8822(2) 0.69902(19) 0.0122(6) Uani 1 1 d . . . . .
C11 C 0.1114(4) 1.0084(2) 0.82268(19) 0.0127(6) Uani 1 1 d . . . . .
C12 C 0.0695(4) 1.1081(2) 0.9505(2) 0.0198(7) Uani 1 1 d . . . . .
H12A H -0.030592 1.126088 0.916226 0.024 Uiso 1 1 calc R U . . .
H12B H 0.178329 1.160847 0.963232 0.024 Uiso 1 1 calc R U . . .
H12C H 0.040035 1.100836 1.003878 0.024 Uiso 1 1 calc R U . . .
C13 C 0.1896(4) 0.6531(2) 0.77685(18) 0.0123(6) Uani 1 1 d . . . . .
C14 C 0.3522(4) 0.5949(2) 0.88958(19) 0.0158(6) Uani 1 1 d . . . . .
C15 C 0.2590(4) 0.4916(2) 0.84037(19) 0.0134(6) Uani 1 1 d . . . . .
C16 C 0.2998(4) 0.4129(2) 0.8724(2) 0.0166(6) Uani 1 1 d . . . . .
H16 H 0.385539 0.426306 0.924813 0.020 Uiso 1 1 calc R U . . .
C17 C 0.2149(4) 0.3153(2) 0.8275(2) 0.0173(7) Uani 1 1 d . . . . .
H17 H 0.242444 0.261549 0.849195 0.021 Uiso 1 1 calc R U . . .
C18 C 0.0896(4) 0.2955(2) 0.7507(2) 0.0164(7) Uani 1 1 d . . . . .
H18 H 0.032033 0.228146 0.720150 0.020 Uiso 1 1 calc R U . . .
C19 C 0.0479(4) 0.3736(2) 0.7186(2) 0.0149(6) Uani 1 1 d . . . . .
H19 H -0.038427 0.359438 0.666197 0.018 Uiso 1 1 calc R U . . .
C20 C 0.1325(4) 0.4728(2) 0.76285(19) 0.0131(6) Uani 1 1 d . . . . .
C21 C 0.0999(4) 0.5595(2) 0.73287(18) 0.0120(6) Uani 1 1 d . . . . .
C22 C 0.6591(4) 0.4149(2) 0.78659(19) 0.0124(6) Uani 1 1 d . . . . .
C23 C 0.7046(4) 0.3314(2) 0.80976(19) 0.0131(6) Uani 1 1 d . . . . .
H23 H 0.789004 0.334277 0.860140 0.016 Uiso 1 1 calc R U . . .
C24 C 0.6091(4) 0.2437(2) 0.74877(19) 0.0124(6) Uani 1 1 d . . . . .
C25 C 0.4969(4) 0.2702(2) 0.68357(19) 0.0124(6) Uani 1 1 d . . . . .
C26 C 0.3748(4) 0.2030(2) 0.61289(19) 0.0139(6) Uani 1 1 d . . . . .
H26 H 0.372703 0.134111 0.607711 0.017 Uiso 1 1 calc R U . . .
C27 C 0.2550(4) 0.2230(2) 0.54864(19) 0.0168(6) Uani 1 1 d . . . . .
H27 H 0.177622 0.165856 0.507435 0.020 Uiso 1 1 calc R U . . .
C28 C 0.2333(4) 0.3150(2) 0.5366(2) 0.0186(7) Uani 1 1 d . . . . .
H28 H 0.144114 0.311962 0.487814 0.022 Uiso 1 1 calc R U . . .
C29 C 0.3236(4) 0.4113(2) 0.5858(2) 0.0164(6) Uani 1 1 d . . . . .
H29 H 0.292492 0.464341 0.563913 0.020 Uiso 1 1 calc R U . . .
C30 C 0.4527(4) 0.4408(2) 0.66246(19) 0.0137(6) Uani 1 1 d . . . . .
H30 H 0.493816 0.511134 0.686955 0.016 Uiso 1 1 calc R U . . .
C31 C 0.5297(4) 0.3809(2) 0.70805(19) 0.0122(6) Uani 1 1 d . . . . .
C32 C 0.7342(4) 0.5197(2) 0.83584(19) 0.0140(6) Uani 1 1 d . . . . .
C33 C 0.9414(5) 0.6265(3) 0.9592(2) 0.0277(8) Uani 1 1 d . . . . .
H33A H 0.850230 0.656209 0.983251 0.033 Uiso 1 1 calc R U . . .
H33B H 0.990258 0.667016 0.924762 0.033 Uiso 1 1 calc R U . . .
H33C H 1.038516 0.624613 1.005471 0.033 Uiso 1 1 calc R U . . .
C34 C 0.6290(4) 0.1413(2) 0.74793(19) 0.0130(6) Uani 1 1 d . . . . .
C35 C 0.6984(4) 0.0006(2) 0.6526(2) 0.0149(6) Uani 1 1 d . . . . .
C36 C 0.6784(4) -0.0561(2) 0.71464(19) 0.0136(6) Uani 1 1 d . . . . .
C37 C 0.7025(4) -0.1540(2) 0.6962(2) 0.0158(6) Uani 1 1 d . . . . .
H37 H 0.729991 -0.182761 0.643726 0.019 Uiso 1 1 calc R U . . .
C38 C 0.6866(4) -0.2096(2) 0.7534(2) 0.0167(7) Uani 1 1 d . . . . .
H38 H 0.702789 -0.276474 0.740671 0.020 Uiso 1 1 calc R U . . .
C39 C 0.6464(4) -0.1667(2) 0.8303(2) 0.0175(7) Uani 1 1 d . . . . .
H39 H 0.634191 -0.205092 0.869698 0.021 Uiso 1 1 calc R U . . .
C40 C 0.6242(4) -0.0693(2) 0.8501(2) 0.0156(6) Uani 1 1 d . . . . .
H40 H 0.597835 -0.041294 0.903068 0.019 Uiso 1 1 calc R U . . .
C41 C 0.6400(4) -0.0111(2) 0.79295(19) 0.0119(6) Uani 1 1 d . . . . .
C42 C 0.6182(4) 0.0923(2) 0.80753(18) 0.0126(6) 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 C21 2.092(3) . ?
I2 C42 2.100(3) . ?
O1 C11 1.210(4) . ?
O2 C11 1.349(4) . ?
O2 C12 1.450(4) . ?
O3 C14 1.372(4) . ?
O3 C13 1.394(3) . ?
O4 C14 1.196(4) . ?
O5 C32 1.210(4) . ?
O6 C32 1.353(4) . ?
O6 C33 1.448(4) . ?
O7 C35 1.372(4) . ?
O7 C34 1.393(3) . ?
O8 C35 1.204(4) . ?
C1 C2 1.400(4) . ?
C1 C10 1.421(4) . ?
C1 C11 1.466(4) . ?
C2 C3 1.406(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.411(4) . ?
C3 C13 1.456(4) . ?
C4 C5 1.393(4) . ?
C4 C10 1.479(4) . ?
C5 C6 1.392(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.393(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.379(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.397(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.388(4) . ?
C9 H9 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C21 1.344(4) . ?
C14 C15 1.474(4) . ?
C15 C16 1.393(4) . ?
C15 C20 1.406(4) . ?
C16 C17 1.381(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.389(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.389(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.398(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.463(4) . ?
C22 C23 1.398(4) . ?
C22 C31 1.413(4) . ?
C22 C32 1.466(4) . ?
C23 C24 1.388(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.420(4) . ?
C24 C34 1.472(4) . ?
C25 C26 1.391(4) . ?
C25 C31 1.479(4) . ?
C26 C27 1.393(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.388(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.394(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.391(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.394(4) . ?
C30 H30 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C42 1.341(4) . ?
C35 C36 1.460(4) . ?
C36 C37 1.391(4) . ?
C36 C41 1.416(4) . ?
C37 C38 1.376(4) . ?
C37 H37 0.9500 . ?
C38 C39 1.395(5) . ?
C38 H38 0.9500 . ?
C39 C40 1.380(4) . ?
C39 H39 0.9500 . ?
C40 C41 1.402(4) . ?
C40 H40 0.9500 . ?
C41 C42 1.461(4) . ?

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 C12 115.4(2) . . ?
C14 O3 C13 124.0(2) . . ?
C32 O6 C33 114.6(3) . . ?
C35 O7 C34 123.3(2) . . ?
C2 C1 C10 108.4(3) . . ?
C2 C1 C11 125.1(3) . . ?
C10 C1 C11 126.5(3) . . ?
C1 C2 C3 109.9(3) . . ?
C1 C2 H2 125.1 . . ?
C3 C2 H2 125.1 . . ?
C2 C3 C4 108.1(3) . . ?
C2 C3 C13 123.7(3) . . ?
C4 C3 C13 128.0(3) . . ?
C5 C4 C3 125.4(3) . . ?
C5 C4 C10 127.4(3) . . ?
C3 C4 C10 107.1(3) . . ?
C6 C5 C4 129.1(3) . . ?
C6 C5 H5 115.5 . . ?
C4 C5 H5 115.5 . . ?
C5 C6 C7 128.4(3) . . ?
C5 C6 H6 115.8 . . ?
C7 C6 H6 115.8 . . ?
C8 C7 C6 129.4(3) . . ?
C8 C7 H7 115.3 . . ?
C6 C7 H7 115.3 . . ?
C7 C8 C9 129.6(3) . . ?
C7 C8 H8 115.2 . . ?
C9 C8 H8 115.2 . . ?
C10 C9 C8 128.5(3) . . ?
C10 C9 H9 115.8 . . ?
C8 C9 H9 115.8 . . ?
C9 C10 C1 126.4(3) . . ?
C9 C10 C4 127.2(3) . . ?
C1 C10 C4 106.4(2) . . ?
O1 C11 O2 122.8(3) . . ?
O1 C11 C1 126.2(3) . . ?
O2 C11 C1 111.0(2) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C21 C13 O3 120.0(3) . . ?
C21 C13 C3 130.2(3) . . ?
O3 C13 C3 109.7(2) . . ?
O4 C14 O3 117.1(3) . . ?
O4 C14 C15 126.5(3) . . ?
O3 C14 C15 116.4(3) . . ?
C16 C15 C20 120.7(3) . . ?
C16 C15 C14 118.4(3) . . ?
C20 C15 C14 120.8(3) . . ?
C17 C16 C15 119.7(3) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 120.3(3) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C19 C18 C17 120.3(3) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C18 C19 C20 120.3(3) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C15 118.6(3) . . ?
C19 C20 C21 124.0(3) . . ?
C15 C20 C21 117.3(3) . . ?
C13 C21 C20 121.4(3) . . ?
C13 C21 I1 119.4(2) . . ?
C20 C21 I1 119.1(2) . . ?
C23 C22 C31 108.3(3) . . ?
C23 C22 C32 125.4(3) . . ?
C31 C22 C32 126.3(3) . . ?
C24 C23 C22 110.4(3) . . ?
C24 C23 H23 124.8 . . ?
C22 C23 H23 124.8 . . ?
C23 C24 C25 108.0(3) . . ?
C23 C24 C34 126.4(3) . . ?
C25 C24 C34 125.5(3) . . ?
C26 C25 C24 125.5(3) . . ?
C26 C25 C31 127.6(3) . . ?
C24 C25 C31 106.8(3) . . ?
C25 C26 C27 128.8(3) . . ?
C25 C26 H26 115.6 . . ?
C27 C26 H26 115.6 . . ?
C28 C27 C26 128.9(3) . . ?
C28 C27 H27 115.6 . . ?
C26 C27 H27 115.6 . . ?
C27 C28 C29 129.3(3) . . ?
C27 C28 H28 115.4 . . ?
C29 C28 H28 115.4 . . ?
C30 C29 C28 129.2(3) . . ?
C30 C29 H29 115.4 . . ?
C28 C29 H29 115.4 . . ?
C29 C30 C31 128.6(3) . . ?
C29 C30 H30 115.7 . . ?
C31 C30 H30 115.7 . . ?
C30 C31 C22 126.2(3) . . ?
C30 C31 C25 127.4(3) . . ?
C22 C31 C25 106.4(3) . . ?
O5 C32 O6 122.7(3) . . ?
O5 C32 C22 126.5(3) . . ?
O6 C32 C22 110.7(3) . . ?
O6 C33 H33A 109.5 . . ?
O6 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O6 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C42 C34 O7 120.5(3) . . ?
C42 C34 C24 130.0(3) . . ?
O7 C34 C24 109.4(2) . . ?
O8 C35 O7 117.0(3) . . ?
O8 C35 C36 126.0(3) . . ?
O7 C35 C36 117.0(3) . . ?
C37 C36 C41 120.8(3) . . ?
C37 C36 C35 118.7(3) . . ?
C41 C36 C35 120.5(3) . . ?
C38 C37 C36 120.4(3) . . ?
C38 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C37 C38 C39 119.4(3) . . ?
C37 C38 H38 120.3 . . ?
C39 C38 H38 120.3 . . ?
C40 C39 C38 121.0(3) . . ?
C40 C39 H39 119.5 . . ?
C38 C39 H39 119.5 . . ?
C39 C40 C41 120.7(3) . . ?
C39 C40 H40 119.7 . . ?
C41 C40 H40 119.7 . . ?
C40 C41 C36 117.7(3) . . ?
C40 C41 C42 125.0(3) . . ?
C36 C41 C42 117.3(3) . . ?
C34 C42 C41 121.1(3) . . ?
C34 C42 I2 118.9(2) . . ?
C41 C42 I2 120.0(2) . . ?

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
C10 C1 C2 C3 -1.1(3) . . . . ?
C11 C1 C2 C3 177.1(3) . . . . ?
C1 C2 C3 C4 3.2(3) . . . . ?
C1 C2 C3 C13 178.9(3) . . . . ?
C2 C3 C4 C5 171.5(3) . . . . ?
C13 C3 C4 C5 -4.0(5) . . . . ?
C2 C3 C4 C10 -3.9(3) . . . . ?
C13 C3 C4 C10 -179.4(3) . . . . ?
C3 C4 C5 C6 -178.9(3) . . . . ?
C10 C4 C5 C6 -4.5(5) . . . . ?
C4 C5 C6 C7 -3.1(6) . . . . ?
C5 C6 C7 C8 3.6(6) . . . . ?
C6 C7 C8 C9 2.0(6) . . . . ?
C7 C8 C9 C10 -2.7(6) . . . . ?
C8 C9 C10 C1 177.0(3) . . . . ?
C8 C9 C10 C4 -4.1(5) . . . . ?
C2 C1 C10 C9 177.7(3) . . . . ?
C11 C1 C10 C9 -0.4(5) . . . . ?
C2 C1 C10 C4 -1.3(3) . . . . ?
C11 C1 C10 C4 -179.5(3) . . . . ?
C5 C4 C10 C9 9.0(5) . . . . ?
C3 C4 C10 C9 -175.8(3) . . . . ?
C5 C4 C10 C1 -172.0(3) . . . . ?
C3 C4 C10 C1 3.2(3) . . . . ?
C12 O2 C11 O1 -2.1(4) . . . . ?
C12 O2 C11 C1 178.7(2) . . . . ?
C2 C1 C11 O1 -172.5(3) . . . . ?
C10 C1 C11 O1 5.3(5) . . . . ?
C2 C1 C11 O2 6.7(4) . . . . ?
C10 C1 C11 O2 -175.4(3) . . . . ?
C14 O3 C13 C21 2.0(4) . . . . ?
C14 O3 C13 C3 179.6(2) . . . . ?
C2 C3 C13 C21 126.9(4) . . . . ?
C4 C3 C13 C21 -58.3(5) . . . . ?
C2 C3 C13 O3 -50.3(4) . . . . ?
C4 C3 C13 O3 124.5(3) . . . . ?
C13 O3 C14 O4 179.7(3) . . . . ?
C13 O3 C14 C15 0.1(4) . . . . ?
O4 C14 C15 C16 -1.3(5) . . . . ?
O3 C14 C15 C16 178.3(3) . . . . ?
O4 C14 C15 C20 178.9(3) . . . . ?
O3 C14 C15 C20 -1.5(4) . . . . ?
C20 C15 C16 C17 0.0(5) . . . . ?
C14 C15 C16 C17 -179.8(3) . . . . ?
C15 C16 C17 C18 0.0(5) . . . . ?
C16 C17 C18 C19 -0.2(5) . . . . ?
C17 C18 C19 C20 0.3(5) . . . . ?
C18 C19 C20 C15 -0.3(4) . . . . ?
C18 C19 C20 C21 178.6(3) . . . . ?
C16 C15 C20 C19 0.1(4) . . . . ?
C14 C15 C20 C19 179.9(3) . . . . ?
C16 C15 C20 C21 -178.8(3) . . . . ?
C14 C15 C20 C21 1.0(4) . . . . ?
O3 C13 C21 C20 -2.6(4) . . . . ?
C3 C13 C21 C20 -179.6(3) . . . . ?
O3 C13 C21 I1 173.6(2) . . . . ?
C3 C13 C21 I1 -3.4(4) . . . . ?
C19 C20 C21 C13 -177.8(3) . . . . ?
C15 C20 C21 C13 1.1(4) . . . . ?
C19 C20 C21 I1 6.1(4) . . . . ?
C15 C20 C21 I1 -175.0(2) . . . . ?
C31 C22 C23 C24 0.0(3) . . . . ?
C32 C22 C23 C24 -179.8(3) . . . . ?
C22 C23 C24 C25 -0.1(3) . . . . ?
C22 C23 C24 C34 175.7(3) . . . . ?
C23 C24 C25 C26 -177.1(3) . . . . ?
C34 C24 C25 C26 6.9(5) . . . . ?
C23 C24 C25 C31 0.2(3) . . . . ?
C34 C24 C25 C31 -175.7(3) . . . . ?
C24 C25 C26 C27 176.8(3) . . . . ?
C31 C25 C26 C27 0.1(5) . . . . ?
C25 C26 C27 C28 3.5(6) . . . . ?
C26 C27 C28 C29 -0.8(6) . . . . ?
C27 C28 C29 C30 -3.8(6) . . . . ?
C28 C29 C30 C31 2.6(6) . . . . ?
C29 C30 C31 C22 -179.0(3) . . . . ?
C29 C30 C31 C25 2.7(5) . . . . ?
C23 C22 C31 C30 -178.5(3) . . . . ?
C32 C22 C31 C30 1.3(5) . . . . ?
C23 C22 C31 C25 0.1(3) . . . . ?
C32 C22 C31 C25 179.9(3) . . . . ?
C26 C25 C31 C30 -4.4(5) . . . . ?
C24 C25 C31 C30 178.4(3) . . . . ?
C26 C25 C31 C22 177.1(3) . . . . ?
C24 C25 C31 C22 -0.1(3) . . . . ?
C33 O6 C32 O5 0.9(4) . . . . ?
C33 O6 C32 C22 -179.7(3) . . . . ?
C23 C22 C32 O5 -178.3(3) . . . . ?
C31 C22 C32 O5 1.9(5) . . . . ?
C23 C22 C32 O6 2.3(4) . . . . ?
C31 C22 C32 O6 -177.5(3) . . . . ?
C35 O7 C34 C42 -3.1(4) . . . . ?
C35 O7 C34 C24 176.8(3) . . . . ?
C23 C24 C34 C42 55.0(5) . . . . ?
C25 C24 C34 C42 -129.8(4) . . . . ?
C23 C24 C34 O7 -124.9(3) . . . . ?
C25 C24 C34 O7 50.3(4) . . . . ?
C34 O7 C35 O8 -174.7(3) . . . . ?
C34 O7 C35 C36 6.0(4) . . . . ?
O8 C35 C36 C37 -2.5(5) . . . . ?
O7 C35 C36 C37 176.7(3) . . . . ?
O8 C35 C36 C41 175.8(3) . . . . ?
O7 C35 C36 C41 -5.0(4) . . . . ?
C41 C36 C37 C38 1.0(5) . . . . ?
C35 C36 C37 C38 179.3(3) . . . . ?
C36 C37 C38 C39 -0.1(5) . . . . ?
C37 C38 C39 C40 -0.6(5) . . . . ?
C38 C39 C40 C41 0.5(5) . . . . ?
C39 C40 C41 C36 0.3(4) . . . . ?
C39 C40 C41 C42 179.7(3) . . . . ?
C37 C36 C41 C40 -1.1(4) . . . . ?
C35 C36 C41 C40 -179.4(3) . . . . ?
C37 C36 C41 C42 179.5(3) . . . . ?
C35 C36 C41 C42 1.2(4) . . . . ?
O7 C34 C42 C41 -1.1(4) . . . . ?
C24 C34 C42 C41 179.1(3) . . . . ?
O7 C34 C42 I2 177.8(2) . . . . ?
C24 C34 C42 I2 -2.0(5) . . . . ?
C40 C41 C42 C34 -177.5(3) . . . . ?
C36 C41 C42 C34 1.9(4) . . . . ?
C40 C41 C42 I2 3.6(4) . . . . ?
C36 C41 C42 I2 -177.0(2) . . . . ?

_refine_diff_density_max         1.813
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.115

####################################################################### 
# 
# 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_shelxl_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1544493'
_audit_update_record             
;
2017-04-18 deposited with the CCDC.
2017-12-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H19 I O4'
_chemical_formula_sum            'C24 H19 I O4'
_chemical_formula_weight         498.29

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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

_cell_length_a                   12.5028(6)
_cell_length_b                   9.0127(3)
_cell_length_c                   17.7036(10)
_cell_angle_alpha                90
_cell_angle_beta                 103.877(5)
_cell_angle_gamma                90
_cell_volume                     1936.69(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    12728
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      30.87

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.030
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.683
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.825
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Varimax 50 kV 24 mA Rotating anode'
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            32058
_diffrn_reflns_av_unetI/netI     0.0666
_diffrn_reflns_av_R_equivalents  0.1044
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.370
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4672
_reflns_number_gt                3597
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_publication_material  'CrystalStructure 4.2.4'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0240P)²+2.3963P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4672
_refine_ls_number_parameters     265
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.0828
_refine_ls_wR_factor_gt          0.0762
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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_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
I1 I 0.14912(2) 0.15534(3) 0.57301(2) 0.01593(8) Uani 1 1 d . . . . .
O1 O 0.4947(2) 0.4123(3) 0.30788(16) 0.0202(7) Uani 1 1 d . . . . .
O2 O 0.3399(2) 0.5476(3) 0.29226(15) 0.0189(6) Uani 1 1 d . . . . .
O3 O 0.2209(2) 0.6173(3) 0.54534(16) 0.0151(6) Uani 1 1 d . . . . .
O4 O 0.1455(2) 0.8313(3) 0.55975(18) 0.0256(7) Uani 1 1 d . . . . .
C1 C 0.3953(3) 0.4155(4) 0.4071(2) 0.0136(8) Uani 1 1 d . . . . .
C2 C 0.3096(3) 0.4764(4) 0.4354(2) 0.0127(8) Uani 1 1 d . . . . .
H2 H 0.259557 0.549633 0.409130 0.015 Uiso 1 1 calc R U . . .
C3 C 0.3077(3) 0.4148(4) 0.5074(2) 0.0126(8) Uani 1 1 d . . . . .
C4 C 0.3987(3) 0.3161(4) 0.5287(2) 0.0117(8) Uani 1 1 d . . . . .
C5 C 0.4350(3) 0.2445(4) 0.6001(2) 0.0122(8) Uani 1 1 d . . . . .
H5 H 0.391335 0.261398 0.636362 0.015 Uiso 1 1 calc R U . . .
C6 C 0.5255(3) 0.1518(4) 0.6262(2) 0.0146(8) Uani 1 1 d . . . . .
H6 H 0.535113 0.117499 0.678174 0.018 Uiso 1 1 calc R U . . .
C7 C 0.6047(3) 0.1013(4) 0.5878(2) 0.0128(8) Uani 1 1 d . . . . .
C8 C 0.6099(3) 0.1374(4) 0.5123(2) 0.0139(8) Uani 1 1 d . . . . .
H8 H 0.667090 0.088972 0.494842 0.017 Uiso 1 1 calc R U . . .
C9 C 0.5455(3) 0.2321(4) 0.4583(2) 0.0125(8) Uani 1 1 d . . . . .
H9 H 0.567353 0.242022 0.410755 0.015 Uiso 1 1 calc R U . . .
C10 C 0.4535(3) 0.3151(4) 0.4635(2) 0.0120(8) Uani 1 1 d . . . . .
C11 C 0.4180(3) 0.4550(4) 0.3325(2) 0.0142(8) Uani 1 1 d . . . . .
C12 C 0.3593(4) 0.6037(5) 0.2208(2) 0.0225(10) Uani 1 1 d . . . . .
H12A H 0.356589 0.521702 0.184011 0.027 Uiso 1 1 calc R U . . .
H12B H 0.432025 0.650809 0.231087 0.027 Uiso 1 1 calc R U . . .
H12C H 0.302552 0.676907 0.198433 0.027 Uiso 1 1 calc R U . . .
C13 C 0.2269(3) 0.4630(4) 0.5494(2) 0.0124(8) Uani 1 1 d . . . . .
C14 C 0.1444(3) 0.6997(4) 0.5713(2) 0.0152(8) Uani 1 1 d . . . . .
C15 C 0.0728(3) 0.6202(4) 0.6109(2) 0.0138(9) Uani 1 1 d . . . . .
C16 C -0.0014(3) 0.7019(5) 0.6424(2) 0.0199(10) Uani 1 1 d . . . . .
H16 H -0.005215 0.806762 0.636680 0.024 Uiso 1 1 calc R U . . .
C17 C -0.0687(3) 0.6298(5) 0.6816(2) 0.0198(10) Uani 1 1 d . . . . .
H17 H -0.119477 0.684472 0.702908 0.024 Uiso 1 1 calc R U . . .
C18 C -0.0620(3) 0.4763(5) 0.6898(2) 0.0196(9) Uani 1 1 d . . . . .
H18 H -0.107505 0.426852 0.717797 0.023 Uiso 1 1 calc R U . . .
C19 C 0.0100(3) 0.3944(5) 0.6578(2) 0.0174(9) Uani 1 1 d . . . . .
H19 H 0.012005 0.289469 0.663102 0.021 Uiso 1 1 calc R U . . .
C20 C 0.0797(3) 0.4643(4) 0.6179(2) 0.0128(8) Uani 1 1 d . . . . .
C21 C 0.1577(3) 0.3872(4) 0.5822(2) 0.0119(8) Uani 1 1 d . . . . .
C22 C 0.6982(3) 0.0033(4) 0.6323(2) 0.0163(9) Uani 1 1 d . . . . .
H22 H 0.708374 -0.077982 0.596231 0.020 Uiso 1 1 calc R U . . .
C23 C 0.8055(3) 0.0937(5) 0.6517(3) 0.0245(10) Uani 1 1 d . . . . .
H23A H 0.798325 0.175709 0.686477 0.029 Uiso 1 1 calc R U . . .
H23B H 0.819971 0.133501 0.603602 0.029 Uiso 1 1 calc R U . . .
H23C H 0.866736 0.029454 0.677384 0.029 Uiso 1 1 calc R U . . .
C24 C 0.6794(3) -0.0705(5) 0.7055(2) 0.0198(9) Uani 1 1 d . . . . .
H24A H 0.609794 -0.125510 0.692657 0.024 Uiso 1 1 calc R U . . .
H24B H 0.676179 0.005639 0.744424 0.024 Uiso 1 1 calc R U . . .
H24C H 0.740143 -0.138963 0.726466 0.024 Uiso 1 1 calc R U . . .


_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 C21 2.097(3) . ?
O1 C11 1.208(5) . ?
O2 C11 1.351(5) . ?
O2 C12 1.436(5) . ?
O3 C14 1.374(4) . ?
O3 C13 1.394(4) . ?
O4 C14 1.204(4) . ?
C1 C2 1.399(5) . ?
C1 C10 1.413(5) . ?
C1 C11 1.460(5) . ?
C2 C3 1.397(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.421(5) . ?
C3 C13 1.457(5) . ?
C4 C5 1.394(5) . ?
C4 C10 1.476(5) . ?
C5 C6 1.393(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.405(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.393(5) . ?
C7 C22 1.525(5) . ?
C8 C9 1.386(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.394(5) . ?
C9 H9 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C21 1.339(5) . ?
C14 C15 1.451(5) . ?
C15 C16 1.401(5) . ?
C15 C20 1.411(5) . ?
C16 C17 1.376(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.392(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.386(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.396(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.460(5) . ?
C22 C24 1.523(5) . ?
C22 C23 1.536(5) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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 C12 115.4(3) . . ?
C14 O3 C13 123.7(3) . . ?
C2 C1 C10 107.9(3) . . ?
C2 C1 C11 124.0(4) . . ?
C10 C1 C11 128.1(4) . . ?
C3 C2 C1 110.6(4) . . ?
C3 C2 H2 124.7 . . ?
C1 C2 H2 124.7 . . ?
C2 C3 C4 107.7(3) . . ?
C2 C3 C13 120.8(4) . . ?
C4 C3 C13 131.3(4) . . ?
C5 C4 C3 126.6(4) . . ?
C5 C4 C10 126.4(3) . . ?
C3 C4 C10 106.8(3) . . ?
C6 C5 C4 129.9(4) . . ?
C6 C5 H5 115.1 . . ?
C4 C5 H5 115.1 . . ?
C5 C6 C7 130.1(4) . . ?
C5 C6 H6 115.0 . . ?
C7 C6 H6 115.0 . . ?
C8 C7 C6 126.1(4) . . ?
C8 C7 C22 115.1(3) . . ?
C6 C7 C22 118.7(4) . . ?
C9 C8 C7 130.7(4) . . ?
C9 C8 H8 114.7 . . ?
C7 C8 H8 114.7 . . ?
C8 C9 C10 129.6(4) . . ?
C8 C9 H9 115.2 . . ?
C10 C9 H9 115.2 . . ?
C9 C10 C1 126.2(4) . . ?
C9 C10 C4 126.9(3) . . ?
C1 C10 C4 106.9(3) . . ?
O1 C11 O2 122.8(4) . . ?
O1 C11 C1 126.4(4) . . ?
O2 C11 C1 110.8(3) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C21 C13 O3 120.0(3) . . ?
C21 C13 C3 131.9(3) . . ?
O3 C13 C3 107.9(3) . . ?
O4 C14 O3 116.0(4) . . ?
O4 C14 C15 127.0(4) . . ?
O3 C14 C15 117.0(3) . . ?
C16 C15 C20 121.3(4) . . ?
C16 C15 C14 118.5(3) . . ?
C20 C15 C14 120.2(3) . . ?
C17 C16 C15 119.7(4) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 119.6(4) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C19 C18 C17 121.0(4) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 C20 120.8(4) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C19 C20 C15 117.5(4) . . ?
C19 C20 C21 124.6(3) . . ?
C15 C20 C21 117.9(3) . . ?
C13 C21 C20 120.9(3) . . ?
C13 C21 I1 120.1(3) . . ?
C20 C21 I1 118.7(3) . . ?
C24 C22 C7 115.9(3) . . ?
C24 C22 C23 110.3(3) . . ?
C7 C22 C23 109.2(3) . . ?
C24 C22 H22 107.0 . . ?
C7 C22 H22 107.0 . . ?
C23 C22 H22 107.0 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

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
C10 C1 C2 C3 -2.1(4) . . . . ?
C11 C1 C2 C3 178.9(3) . . . . ?
C1 C2 C3 C4 3.0(4) . . . . ?
C1 C2 C3 C13 178.7(3) . . . . ?
C2 C3 C4 C5 172.0(4) . . . . ?
C13 C3 C4 C5 -3.0(7) . . . . ?
C2 C3 C4 C10 -2.7(4) . . . . ?
C13 C3 C4 C10 -177.8(4) . . . . ?
C3 C4 C5 C6 -177.0(4) . . . . ?
C10 C4 C5 C6 -3.2(6) . . . . ?
C4 C5 C6 C7 -1.6(7) . . . . ?
C5 C6 C7 C8 1.1(7) . . . . ?
C5 C6 C7 C22 178.0(4) . . . . ?
C6 C7 C8 C9 3.0(7) . . . . ?
C22 C7 C8 C9 -174.0(4) . . . . ?
C7 C8 C9 C10 -2.7(7) . . . . ?
C8 C9 C10 C1 176.6(4) . . . . ?
C8 C9 C10 C4 -2.9(6) . . . . ?
C2 C1 C10 C9 -179.3(4) . . . . ?
C11 C1 C10 C9 -0.3(6) . . . . ?
C2 C1 C10 C4 0.3(4) . . . . ?
C11 C1 C10 C4 179.2(4) . . . . ?
C5 C4 C10 C9 6.3(6) . . . . ?
C3 C4 C10 C9 -178.9(4) . . . . ?
C5 C4 C10 C1 -173.3(3) . . . . ?
C3 C4 C10 C1 1.5(4) . . . . ?
C12 O2 C11 O1 -5.6(5) . . . . ?
C12 O2 C11 C1 174.9(3) . . . . ?
C2 C1 C11 O1 175.2(4) . . . . ?
C10 C1 C11 O1 -3.6(7) . . . . ?
C2 C1 C11 O2 -5.2(5) . . . . ?
C10 C1 C11 O2 176.0(4) . . . . ?
C14 O3 C13 C21 -2.2(6) . . . . ?
C14 O3 C13 C3 172.6(3) . . . . ?
C2 C3 C13 C21 130.0(5) . . . . ?
C4 C3 C13 C21 -55.5(7) . . . . ?
C2 C3 C13 O3 -43.9(5) . . . . ?
C4 C3 C13 O3 130.6(4) . . . . ?
C13 O3 C14 O4 -175.8(4) . . . . ?
C13 O3 C14 C15 5.4(5) . . . . ?
O4 C14 C15 C16 -2.5(7) . . . . ?
O3 C14 C15 C16 176.0(3) . . . . ?
O4 C14 C15 C20 178.3(4) . . . . ?
O3 C14 C15 C20 -3.2(6) . . . . ?
C20 C15 C16 C17 0.5(6) . . . . ?
C14 C15 C16 C17 -178.7(4) . . . . ?
C15 C16 C17 C18 0.3(6) . . . . ?
C16 C17 C18 C19 -1.2(6) . . . . ?
C17 C18 C19 C20 1.5(6) . . . . ?
C18 C19 C20 C15 -0.7(6) . . . . ?
C18 C19 C20 C21 -179.8(4) . . . . ?
C16 C15 C20 C19 -0.2(6) . . . . ?
C14 C15 C20 C19 178.9(4) . . . . ?
C16 C15 C20 C21 178.9(4) . . . . ?
C14 C15 C20 C21 -2.0(6) . . . . ?
O3 C13 C21 C20 -3.4(6) . . . . ?
C3 C13 C21 C20 -176.8(4) . . . . ?
O3 C13 C21 I1 170.4(3) . . . . ?
C3 C13 C21 I1 -3.0(6) . . . . ?
C19 C20 C21 C13 -175.6(4) . . . . ?
C15 C20 C21 C13 5.4(5) . . . . ?
C19 C20 C21 I1 10.5(5) . . . . ?
C15 C20 C21 I1 -168.5(3) . . . . ?
C8 C7 C22 C24 -164.5(3) . . . . ?
C6 C7 C22 C24 18.2(5) . . . . ?
C8 C7 C22 C23 70.3(4) . . . . ?
C6 C7 C22 C23 -106.9(4) . . . . ?

_refine_diff_density_max         0.811
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.138

####################################################################### 
# 
# 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_shelxl_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1544494'
_audit_update_record             
;
2017-04-18 deposited with the CCDC.
2017-12-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H21 I O4'
_chemical_formula_sum            'C25 H21 I O4'
_chemical_formula_weight         512.32

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.7649(2)
_cell_length_b                   12.8471(4)
_cell_length_c                   24.6221(7)
_cell_angle_alpha                82.354(2)
_cell_angle_beta                 86.293(2)
_cell_angle_gamma                88.097(2)
_cell_volume                     2115.77(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14590
_cell_measurement_theta_min      1.88
_cell_measurement_theta_max      30.86

_exptl_crystal_description       plate
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    1.543
_shelx_estimated_absorpt_T_min   0.887
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.930
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Varimax 50 kV 24 mA Rotating anode'
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            36416
_diffrn_reflns_av_unetI/netI     0.0830
_diffrn_reflns_av_R_equivalents  0.0759
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.600
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10163
_reflns_number_gt                7269
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_publication_material  'CrystalStructure 4.2.4'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0284P)²+1.1814P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10163
_refine_ls_number_parameters     549
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0804
_refine_ls_R_factor_gt           0.0483
_refine_ls_wR_factor_ref         0.0899
_refine_ls_wR_factor_gt          0.0806
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_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_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
I1 I 0.65315(4) 0.33716(2) 0.65790(2) 0.01856(8) Uani 1 1 d . . . . .
I2 I 1.20490(4) 1.12295(2) 0.63613(2) 0.01888(8) Uani 1 1 d . . . . .
O1 O 0.1849(5) 0.4263(3) 0.89053(12) 0.0319(8) Uani 1 1 d . . . . .
O2 O 0.0555(5) 0.3707(2) 0.81871(12) 0.0284(8) Uani 1 1 d . . . . .
O3 O 0.5409(4) 0.6710(2) 0.64196(10) 0.0148(6) Uani 1 1 d . . . . .
O4 O 0.6168(4) 0.8076(2) 0.58047(11) 0.0188(6) Uani 1 1 d . . . . .
O5 O 0.6772(5) 1.0587(3) 0.87369(13) 0.0364(9) Uani 1 1 d . . . . .
O6 O 0.5621(5) 1.1116(3) 0.79092(13) 0.0358(9) Uani 1 1 d . . . . .
O7 O 1.0432(4) 0.7987(2) 0.66491(10) 0.0159(6) Uani 1 1 d . . . . .
O8 O 1.0386(4) 0.6643(2) 0.61822(11) 0.0181(6) Uani 1 1 d . . . . .
C1 C 0.3250(6) 0.4811(3) 0.79981(16) 0.0145(9) Uani 1 1 d . . . . .
C2 C 0.3236(6) 0.4856(3) 0.74200(16) 0.0142(9) Uani 1 1 d . . . . .
C3 C 0.4891(6) 0.5418(3) 0.71855(16) 0.0133(8) Uani 1 1 d . . . . .
C4 C 0.5994(6) 0.5732(3) 0.76000(15) 0.0129(8) Uani 1 1 d . . . . .
C5 C 0.7783(6) 0.6237(3) 0.75123(16) 0.0146(9) Uani 1 1 d . . . . .
H5 H 0.825981 0.639235 0.713976 0.018 Uiso 1 1 calc R U . . .
C6 C 0.8966(6) 0.6543(3) 0.78957(17) 0.0195(9) Uani 1 1 d . . . . .
H6 H 1.016923 0.686078 0.775084 0.023 Uiso 1 1 calc R U . . .
C7 C 0.8649(6) 0.6453(3) 0.84664(16) 0.0188(9) Uani 1 1 d . . . . .
H7 H 0.967301 0.672084 0.865081 0.023 Uiso 1 1 calc R U . . .
C8 C 0.7080(6) 0.6035(3) 0.88058(16) 0.0158(9) Uani 1 1 d . . . . .
C9 C 0.5453(6) 0.5533(3) 0.86430(16) 0.0159(9) Uani 1 1 d . . . . .
H9 H 0.455293 0.526605 0.893661 0.019 Uiso 1 1 calc R U . . .
C10 C 0.4926(6) 0.5358(3) 0.81286(16) 0.0154(9) Uani 1 1 d . . . . .
C11 C 0.1862(6) 0.4258(3) 0.84150(18) 0.0198(10) Uani 1 1 d . . . . .
C12 C -0.0851(7) 0.3116(4) 0.8561(2) 0.0383(13) Uani 1 1 d . . . . .
H12A H -0.160432 0.359094 0.878181 0.046 Uiso 1 1 calc R U . . .
H12B H -0.014304 0.258277 0.880322 0.046 Uiso 1 1 calc R U . . .
H12C H -0.176158 0.277090 0.835179 0.046 Uiso 1 1 calc R U . . .
C13 C 0.1727(6) 0.4422(3) 0.70949(16) 0.0186(9) Uani 1 1 d . . . . .
H13A H 0.197128 0.468228 0.670453 0.022 Uiso 1 1 calc R U . . .
H13B H 0.039570 0.464802 0.721981 0.022 Uiso 1 1 calc R U . . .
H13C H 0.182896 0.365298 0.714806 0.022 Uiso 1 1 calc R U . . .
C14 C 0.5500(6) 0.5633(3) 0.65987(16) 0.0151(9) Uani 1 1 d . . . . .
C15 C 0.6084(6) 0.7132(3) 0.58939(15) 0.0128(8) Uani 1 1 d . . . . .
C16 C 0.6598(6) 0.6385(3) 0.55081(16) 0.0140(9) Uani 1 1 d . . . . .
C17 C 0.7081(6) 0.6770(3) 0.49592(16) 0.0155(9) Uani 1 1 d . . . . .
H17 H 0.702545 0.750609 0.484488 0.019 Uiso 1 1 calc R U . . .
C18 C 0.7635(6) 0.6100(3) 0.45832(16) 0.0170(9) Uani 1 1 d . . . . .
H18 H 0.795870 0.637138 0.421119 0.020 Uiso 1 1 calc R U . . .
C19 C 0.7720(6) 0.5017(3) 0.47503(16) 0.0140(9) Uani 1 1 d . . . . .
H19 H 0.809837 0.455046 0.449118 0.017 Uiso 1 1 calc R U . . .
C20 C 0.7257(6) 0.4626(3) 0.52902(15) 0.0144(9) Uani 1 1 d . . . . .
H20 H 0.732306 0.388963 0.540126 0.017 Uiso 1 1 calc R U . . .
C21 C 0.6690(5) 0.5301(3) 0.56770(15) 0.0110(8) Uani 1 1 d . . . . .
C22 C 0.6147(6) 0.4958(3) 0.62546(16) 0.0136(9) Uani 1 1 d . . . . .
C23 C 0.7090(6) 0.6056(3) 0.94239(16) 0.0201(10) Uani 1 1 d . . . . .
H23 H 0.570709 0.624403 0.955177 0.024 Uiso 1 1 calc R U . . .
C24 C 0.8438(7) 0.6859(4) 0.96068(17) 0.0290(11) Uani 1 1 d . . . . .
H24A H 0.814418 0.755663 0.941089 0.035 Uiso 1 1 calc R U . . .
H24B H 0.982628 0.666237 0.952374 0.035 Uiso 1 1 calc R U . . .
H24C H 0.820879 0.687378 1.000281 0.035 Uiso 1 1 calc R U . . .
C25 C 0.7554(6) 0.4948(3) 0.97143(16) 0.0217(10) Uani 1 1 d . . . . .
H25A H 0.887337 0.471320 0.958484 0.026 Uiso 1 1 calc R U . . .
H25B H 0.656293 0.446159 0.963156 0.026 Uiso 1 1 calc R U . . .
H25C H 0.752049 0.496259 1.011176 0.026 Uiso 1 1 calc R U . . .
C26 C 0.8384(6) 0.9984(3) 0.79395(17) 0.0187(9) Uani 1 1 d . . . . .
C27 C 0.8436(6) 0.9862(3) 0.73749(16) 0.0181(9) Uani 1 1 d . . . . .
C28 C 1.0169(6) 0.9298(3) 0.72402(15) 0.0133(8) Uani 1 1 d . . . . .
C29 C 1.1253(6) 0.9044(3) 0.77131(16) 0.0148(9) Uani 1 1 d . . . . .
C30 C 1.3057(6) 0.8503(3) 0.77320(17) 0.0179(9) Uani 1 1 d . . . . .
H30 H 1.357100 0.828543 0.739563 0.021 Uiso 1 1 calc R U . . .
C31 C 1.4218(7) 0.8235(3) 0.81791(18) 0.0243(10) Uani 1 1 d . . . . .
H31 H 1.544917 0.788877 0.810486 0.029 Uiso 1 1 calc R U . . .
C32 C 1.3799(7) 0.8412(4) 0.87244(18) 0.0283(11) Uani 1 1 d . . . . .
H32 H 1.478947 0.814693 0.896646 0.034 Uiso 1 1 calc R U . . .
C33 C 1.2196(7) 0.8905(4) 0.89745(18) 0.0284(11) Uani 1 1 d . . . . .
C34 C 1.0560(7) 0.9379(3) 0.87125(17) 0.0239(10) Uani 1 1 d . . . . .
H34 H 0.960858 0.969297 0.894566 0.029 Uiso 1 1 calc R U . . .
C35 C 1.0104(6) 0.9466(3) 0.81682(16) 0.0183(9) Uani 1 1 d . . . . .
C36 C 0.6901(7) 1.0565(4) 0.82446(18) 0.0241(10) Uani 1 1 d . . . . .
C37 C 0.4052(8) 1.1714(4) 0.8172(2) 0.0442(15) Uani 1 1 d . . . . .
H37A H 0.464139 1.223528 0.836511 0.053 Uiso 1 1 calc R U . . .
H37B H 0.325322 1.123563 0.843553 0.053 Uiso 1 1 calc R U . . .
H37C H 0.320766 1.207173 0.789290 0.053 Uiso 1 1 calc R U . . .
C38 C 0.6929(6) 1.0231(3) 0.69688(17) 0.0249(10) Uani 1 1 d . . . . .
H38A H 0.719602 0.988848 0.663799 0.030 Uiso 1 1 calc R U . . .
H38B H 0.700053 1.099407 0.687166 0.030 Uiso 1 1 calc R U . . .
H38C H 0.560194 1.005134 0.713057 0.030 Uiso 1 1 calc R U . . .
C39 C 1.0757(6) 0.9038(3) 0.66889(16) 0.0140(9) Uani 1 1 d . . . . .
C40 C 1.0696(6) 0.7567(3) 0.61686(16) 0.0159(9) Uani 1 1 d . . . . .
C41 C 1.1346(6) 0.8284(3) 0.56778(16) 0.0122(8) Uani 1 1 d . . . . .
C42 C 1.1549(6) 0.7892(3) 0.51732(15) 0.0141(9) Uani 1 1 d . . . . .
H42 H 1.122169 0.718610 0.515131 0.017 Uiso 1 1 calc R U . . .
C43 C 1.2222(6) 0.8530(3) 0.47077(16) 0.0161(9) Uani 1 1 d . . . . .
H43 H 1.237875 0.826219 0.436547 0.019 Uiso 1 1 calc R U . . .
C44 C 1.2673(6) 0.9569(3) 0.47418(16) 0.0157(9) Uani 1 1 d . . . . .
H44 H 1.313672 1.001007 0.442137 0.019 Uiso 1 1 calc R U . . .
C45 C 1.2452(6) 0.9961(3) 0.52369(16) 0.0139(9) Uani 1 1 d . . . . .
H45 H 1.276119 1.067252 0.525204 0.017 Uiso 1 1 calc R U . . .
C46 C 1.1781(6) 0.9336(3) 0.57174(16) 0.0122(8) Uani 1 1 d . . . . .
C47 C 1.1463(6) 0.9681(3) 0.62527(15) 0.0119(8) Uani 1 1 d . . . . .
C48 C 1.2126(8) 0.8991(4) 0.95947(19) 0.0381(13) Uani 1 1 d . . . . .
H48 H 1.070995 0.889501 0.973006 0.046 Uiso 1 1 calc R U . . .
C49 C 1.2606(7) 1.0123(4) 0.96680(18) 0.0300(11) Uani 1 1 d . . . . .
H49A H 1.391137 1.029904 0.948958 0.036 Uiso 1 1 calc R U . . .
H49B H 1.261324 1.018548 1.006023 0.036 Uiso 1 1 calc R U . . .
H49C H 1.159895 1.060748 0.950077 0.036 Uiso 1 1 calc R U . . .
C50 C 1.3278(8) 0.8193(4) 0.99400(19) 0.0435(15) Uani 1 1 d . . . . .
H50A H 1.469508 0.827995 0.984139 0.052 Uiso 1 1 calc R U . . .
H50B H 1.289695 0.748949 0.988049 0.052 Uiso 1 1 calc R U . . .
H50C H 1.300574 0.828028 1.032736 0.052 Uiso 1 1 calc R U . . .


_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 C22 2.102(4) . ?
I2 C47 2.096(4) . ?
O1 C11 1.208(5) . ?
O2 C11 1.345(5) . ?
O2 C12 1.442(5) . ?
O3 C15 1.390(4) . ?
O3 C14 1.396(4) . ?
O4 C15 1.205(4) . ?
O5 C36 1.214(5) . ?
O6 C36 1.352(5) . ?
O6 C37 1.458(5) . ?
O7 C40 1.363(5) . ?
O7 C39 1.393(4) . ?
O8 C40 1.208(5) . ?
C1 C2 1.418(5) . ?
C1 C10 1.429(5) . ?
C1 C11 1.472(5) . ?
C2 C3 1.403(5) . ?
C2 C13 1.502(5) . ?
C3 C4 1.411(5) . ?
C3 C14 1.469(5) . ?
C4 C5 1.383(5) . ?
C4 C10 1.478(5) . ?
C5 C6 1.380(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.398(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.385(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.399(6) . ?
C8 C23 1.526(5) . ?
C9 C10 1.386(5) . ?
C9 H9 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C22 1.335(5) . ?
C15 C16 1.457(5) . ?
C16 C17 1.398(5) . ?
C16 C21 1.400(5) . ?
C17 C18 1.373(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.398(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.377(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.398(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.459(5) . ?
C23 C24 1.530(6) . ?
C23 C25 1.537(6) . ?
C23 H23 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.417(6) . ?
C26 C35 1.431(6) . ?
C26 C36 1.460(6) . ?
C27 C28 1.402(6) . ?
C27 C38 1.496(6) . ?
C28 C29 1.412(5) . ?
C28 C39 1.468(5) . ?
C29 C30 1.385(6) . ?
C29 C35 1.475(6) . ?
C30 C31 1.393(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.401(6) . ?
C31 H31 0.9500 . ?
C32 C33 1.389(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.398(6) . ?
C33 C48 1.543(6) . ?
C34 C35 1.384(6) . ?
C34 H34 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C47 1.337(5) . ?
C40 C41 1.471(5) . ?
C41 C42 1.398(5) . ?
C41 C46 1.410(5) . ?
C42 C43 1.378(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.394(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.377(5) . ?
C44 H44 0.9500 . ?
C45 C46 1.398(5) . ?
C45 H45 0.9500 . ?
C46 C47 1.447(5) . ?
C48 C50 1.477(7) . ?
C48 C49 1.538(6) . ?
C48 H48 1.0000 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?

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 C12 116.3(4) . . ?
C15 O3 C14 122.3(3) . . ?
C36 O6 C37 116.4(4) . . ?
C40 O7 C39 123.0(3) . . ?
C2 C1 C10 109.1(3) . . ?
C2 C1 C11 127.3(4) . . ?
C10 C1 C11 123.5(4) . . ?
C3 C2 C1 107.9(3) . . ?
C3 C2 C13 124.1(3) . . ?
C1 C2 C13 128.0(4) . . ?
C2 C3 C4 110.2(3) . . ?
C2 C3 C14 126.8(4) . . ?
C4 C3 C14 122.9(4) . . ?
C5 C4 C3 125.1(4) . . ?
C5 C4 C10 128.2(4) . . ?
C3 C4 C10 106.5(3) . . ?
C6 C5 C4 128.4(4) . . ?
C6 C5 H5 115.8 . . ?
C4 C5 H5 115.8 . . ?
C5 C6 C7 129.3(4) . . ?
C5 C6 H6 115.3 . . ?
C7 C6 H6 115.3 . . ?
C8 C7 C6 130.2(4) . . ?
C8 C7 H7 114.9 . . ?
C6 C7 H7 114.9 . . ?
C7 C8 C9 126.3(4) . . ?
C7 C8 C23 119.4(4) . . ?
C9 C8 C23 114.2(4) . . ?
C10 C9 C8 131.3(4) . . ?
C10 C9 H9 114.3 . . ?
C8 C9 H9 114.3 . . ?
C9 C10 C1 127.8(4) . . ?
C9 C10 C4 125.8(4) . . ?
C1 C10 C4 106.3(3) . . ?
O1 C11 O2 121.8(4) . . ?
O1 C11 C1 126.5(4) . . ?
O2 C11 C1 111.7(4) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C2 C13 H13A 109.5 . . ?
C2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C22 C14 O3 120.5(3) . . ?
C22 C14 C3 128.8(4) . . ?
O3 C14 C3 110.7(3) . . ?
O4 C15 O3 116.6(3) . . ?
O4 C15 C16 127.0(4) . . ?
O3 C15 C16 116.3(3) . . ?
C17 C16 C21 119.5(4) . . ?
C17 C16 C15 118.7(3) . . ?
C21 C16 C15 121.8(3) . . ?
C18 C17 C16 120.9(4) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 119.7(4) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 120.0(4) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C20 C21 120.8(4) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C20 C21 C16 119.0(3) . . ?
C20 C21 C22 124.6(3) . . ?
C16 C21 C22 116.3(3) . . ?
C14 C22 C21 122.1(3) . . ?
C14 C22 I1 117.9(3) . . ?
C21 C22 I1 120.0(3) . . ?
C8 C23 C24 115.9(3) . . ?
C8 C23 C25 109.9(3) . . ?
C24 C23 C25 110.7(3) . . ?
C8 C23 H23 106.6 . . ?
C24 C23 H23 106.6 . . ?
C25 C23 H23 106.6 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C35 108.3(4) . . ?
C27 C26 C36 127.3(4) . . ?
C35 C26 C36 124.4(4) . . ?
C28 C27 C26 108.9(4) . . ?
C28 C27 C38 123.0(4) . . ?
C26 C27 C38 128.1(4) . . ?
C27 C28 C29 109.3(3) . . ?
C27 C28 C39 124.7(4) . . ?
C29 C28 C39 126.0(4) . . ?
C30 C29 C28 125.3(4) . . ?
C30 C29 C35 127.7(4) . . ?
C28 C29 C35 107.0(4) . . ?
C29 C30 C31 128.5(4) . . ?
C29 C30 H30 115.7 . . ?
C31 C30 H30 115.7 . . ?
C30 C31 C32 128.2(4) . . ?
C30 C31 H31 115.9 . . ?
C32 C31 H31 115.9 . . ?
C33 C32 C31 131.5(4) . . ?
C33 C32 H32 114.2 . . ?
C31 C32 H32 114.2 . . ?
C32 C33 C34 126.0(4) . . ?
C32 C33 C48 120.4(4) . . ?
C34 C33 C48 113.6(4) . . ?
C35 C34 C33 130.4(4) . . ?
C35 C34 H34 114.8 . . ?
C33 C34 H34 114.8 . . ?
C34 C35 C26 125.9(4) . . ?
C34 C35 C29 127.6(4) . . ?
C26 C35 C29 106.5(3) . . ?
O5 C36 O6 121.6(4) . . ?
O5 C36 C26 126.6(4) . . ?
O6 C36 C26 111.8(4) . . ?
O6 C37 H37A 109.5 . . ?
O6 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O6 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C27 C38 H38A 109.5 . . ?
C27 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C27 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C47 C39 O7 120.6(3) . . ?
C47 C39 C28 127.9(4) . . ?
O7 C39 C28 111.4(3) . . ?
O8 C40 O7 117.5(4) . . ?
O8 C40 C41 125.7(4) . . ?
O7 C40 C41 116.8(3) . . ?
C42 C41 C46 120.9(4) . . ?
C42 C41 C40 118.4(4) . . ?
C46 C41 C40 120.7(4) . . ?
C43 C42 C41 120.0(4) . . ?
C43 C42 H42 120.0 . . ?
C41 C42 H42 120.0 . . ?
C42 C43 C44 119.6(4) . . ?
C42 C43 H43 120.2 . . ?
C44 C43 H43 120.2 . . ?
C45 C44 C43 120.5(4) . . ?
C45 C44 H44 119.8 . . ?
C43 C44 H44 119.8 . . ?
C44 C45 C46 121.4(4) . . ?
C44 C45 H45 119.3 . . ?
C46 C45 H45 119.3 . . ?
C45 C46 C41 117.5(4) . . ?
C45 C46 C47 125.5(4) . . ?
C41 C46 C47 117.0(3) . . ?
C39 C47 C46 121.6(4) . . ?
C39 C47 I2 118.0(3) . . ?
C46 C47 I2 120.4(3) . . ?
C50 C48 C49 113.1(4) . . ?
C50 C48 C33 116.9(4) . . ?
C49 C48 C33 108.4(4) . . ?
C50 C48 H48 105.8 . . ?
C49 C48 H48 105.8 . . ?
C33 C48 H48 105.8 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C48 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C48 C50 H50A 109.5 . . ?
C48 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C48 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?

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
C10 C1 C2 C3 0.4(4) . . . . ?
C11 C1 C2 C3 -176.7(4) . . . . ?
C10 C1 C2 C13 -177.9(4) . . . . ?
C11 C1 C2 C13 5.0(7) . . . . ?
C1 C2 C3 C4 0.6(4) . . . . ?
C13 C2 C3 C4 178.9(4) . . . . ?
C1 C2 C3 C14 178.2(4) . . . . ?
C13 C2 C3 C14 -3.5(6) . . . . ?
C2 C3 C4 C5 175.3(4) . . . . ?
C14 C3 C4 C5 -2.4(6) . . . . ?
C2 C3 C4 C10 -1.3(4) . . . . ?
C14 C3 C4 C10 -179.0(3) . . . . ?
C3 C4 C5 C6 -178.2(4) . . . . ?
C10 C4 C5 C6 -2.4(7) . . . . ?
C4 C5 C6 C7 -2.0(7) . . . . ?
C5 C6 C7 C8 0.1(8) . . . . ?
C6 C7 C8 C9 4.2(7) . . . . ?
C6 C7 C8 C23 -178.8(4) . . . . ?
C7 C8 C9 C10 -2.9(7) . . . . ?
C23 C8 C9 C10 180.0(4) . . . . ?
C8 C9 C10 C1 178.3(4) . . . . ?
C8 C9 C10 C4 -3.2(7) . . . . ?
C2 C1 C10 C9 177.6(4) . . . . ?
C11 C1 C10 C9 -5.2(7) . . . . ?
C2 C1 C10 C4 -1.1(4) . . . . ?
C11 C1 C10 C4 176.1(4) . . . . ?
C5 C4 C10 C9 6.3(7) . . . . ?
C3 C4 C10 C9 -177.3(4) . . . . ?
C5 C4 C10 C1 -175.0(4) . . . . ?
C3 C4 C10 C1 1.5(4) . . . . ?
C12 O2 C11 O1 -0.5(6) . . . . ?
C12 O2 C11 C1 178.7(4) . . . . ?
C2 C1 C11 O1 -176.8(4) . . . . ?
C10 C1 C11 O1 6.5(7) . . . . ?
C2 C1 C11 O2 4.0(6) . . . . ?
C10 C1 C11 O2 -172.7(4) . . . . ?
C15 O3 C14 C22 -3.9(6) . . . . ?
C15 O3 C14 C3 173.8(3) . . . . ?
C2 C3 C14 C22 -66.5(6) . . . . ?
C4 C3 C14 C22 110.8(5) . . . . ?
C2 C3 C14 O3 116.0(4) . . . . ?
C4 C3 C14 O3 -66.7(5) . . . . ?
C14 O3 C15 O4 -170.9(3) . . . . ?
C14 O3 C15 C16 9.6(5) . . . . ?
O4 C15 C16 C17 -6.2(6) . . . . ?
O3 C15 C16 C17 173.2(3) . . . . ?
O4 C15 C16 C21 171.5(4) . . . . ?
O3 C15 C16 C21 -9.1(5) . . . . ?
C21 C16 C17 C18 0.3(6) . . . . ?
C15 C16 C17 C18 178.0(4) . . . . ?
C16 C17 C18 C19 -0.1(6) . . . . ?
C17 C18 C19 C20 -0.2(6) . . . . ?
C18 C19 C20 C21 0.3(6) . . . . ?
C19 C20 C21 C16 0.0(6) . . . . ?
C19 C20 C21 C22 179.1(4) . . . . ?
C17 C16 C21 C20 -0.2(6) . . . . ?
C15 C16 C21 C20 -177.9(4) . . . . ?
C17 C16 C21 C22 -179.5(4) . . . . ?
C15 C16 C21 C22 2.9(6) . . . . ?
O3 C14 C22 C21 -3.0(6) . . . . ?
C3 C14 C22 C21 179.7(4) . . . . ?
O3 C14 C22 I1 173.4(3) . . . . ?
C3 C14 C22 I1 -3.8(6) . . . . ?
C20 C21 C22 C14 -175.8(4) . . . . ?
C16 C21 C22 C14 3.3(6) . . . . ?
C20 C21 C22 I1 7.8(5) . . . . ?
C16 C21 C22 I1 -173.0(3) . . . . ?
C7 C8 C23 C24 20.5(6) . . . . ?
C9 C8 C23 C24 -162.2(4) . . . . ?
C7 C8 C23 C25 -105.9(4) . . . . ?
C9 C8 C23 C25 71.5(5) . . . . ?
C35 C26 C27 C28 -1.2(5) . . . . ?
C36 C26 C27 C28 176.5(4) . . . . ?
C35 C26 C27 C38 177.5(4) . . . . ?
C36 C26 C27 C38 -4.7(7) . . . . ?
C26 C27 C28 C29 0.3(5) . . . . ?
C38 C27 C28 C29 -178.5(4) . . . . ?
C26 C27 C28 C39 -178.7(4) . . . . ?
C38 C27 C28 C39 2.5(6) . . . . ?
C27 C28 C29 C30 -179.0(4) . . . . ?
C39 C28 C29 C30 -0.1(6) . . . . ?
C27 C28 C29 C35 0.7(4) . . . . ?
C39 C28 C29 C35 179.7(4) . . . . ?
C28 C29 C30 C31 179.2(4) . . . . ?
C35 C29 C30 C31 -0.5(7) . . . . ?
C29 C30 C31 C32 2.9(8) . . . . ?
C30 C31 C32 C33 -1.5(9) . . . . ?
C31 C32 C33 C34 -1.3(9) . . . . ?
C31 C32 C33 C48 -179.8(5) . . . . ?
C32 C33 C34 C35 1.2(8) . . . . ?
C48 C33 C34 C35 179.8(5) . . . . ?
C33 C34 C35 C26 -179.3(5) . . . . ?
C33 C34 C35 C29 1.4(8) . . . . ?
C27 C26 C35 C34 -177.8(4) . . . . ?
C36 C26 C35 C34 4.4(7) . . . . ?
C27 C26 C35 C29 1.6(4) . . . . ?
C36 C26 C35 C29 -176.2(4) . . . . ?
C30 C29 C35 C34 -2.3(7) . . . . ?
C28 C29 C35 C34 178.0(4) . . . . ?
C30 C29 C35 C26 178.3(4) . . . . ?
C28 C29 C35 C26 -1.4(4) . . . . ?
C37 O6 C36 O5 -1.5(7) . . . . ?
C37 O6 C36 C26 179.0(4) . . . . ?
C27 C26 C36 O5 172.9(4) . . . . ?
C35 C26 C36 O5 -9.7(7) . . . . ?
C27 C26 C36 O6 -7.6(6) . . . . ?
C35 C26 C36 O6 169.8(4) . . . . ?
C40 O7 C39 C47 -3.8(6) . . . . ?
C40 O7 C39 C28 174.3(3) . . . . ?
C27 C28 C39 C47 73.7(6) . . . . ?
C29 C28 C39 C47 -105.1(5) . . . . ?
C27 C28 C39 O7 -104.2(4) . . . . ?
C29 C28 C39 O7 77.0(5) . . . . ?
C39 O7 C40 O8 179.4(3) . . . . ?
C39 O7 C40 C41 -0.3(5) . . . . ?
O8 C40 C41 C42 3.0(6) . . . . ?
O7 C40 C41 C42 -177.2(3) . . . . ?
O8 C40 C41 C46 -176.0(4) . . . . ?
O7 C40 C41 C46 3.7(5) . . . . ?
C46 C41 C42 C43 1.4(6) . . . . ?
C40 C41 C42 C43 -177.7(4) . . . . ?
C41 C42 C43 C44 -0.9(6) . . . . ?
C42 C43 C44 C45 0.1(6) . . . . ?
C43 C44 C45 C46 0.3(6) . . . . ?
C44 C45 C46 C41 0.2(6) . . . . ?
C44 C45 C46 C47 -178.6(4) . . . . ?
C42 C41 C46 C45 -1.1(6) . . . . ?
C40 C41 C46 C45 178.0(4) . . . . ?
C42 C41 C46 C47 177.9(4) . . . . ?
C40 C41 C46 C47 -3.1(5) . . . . ?
O7 C39 C47 C46 4.5(6) . . . . ?
C28 C39 C47 C46 -173.3(4) . . . . ?
O7 C39 C47 I2 -176.8(3) . . . . ?
C28 C39 C47 I2 5.5(6) . . . . ?
C45 C46 C47 C39 177.9(4) . . . . ?
C41 C46 C47 C39 -1.0(6) . . . . ?
C45 C46 C47 I2 -0.9(5) . . . . ?
C41 C46 C47 I2 -179.8(3) . . . . ?
C32 C33 C48 C50 -25.1(7) . . . . ?
C34 C33 C48 C50 156.2(5) . . . . ?
C32 C33 C48 C49 104.2(5) . . . . ?
C34 C33 C48 C49 -74.5(5) . . . . ?

_refine_diff_density_max         1.108
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.137

####################################################################### 
# 
# 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_shelxl_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 1544490'
_audit_update_record             
;
2017-04-18 deposited with the CCDC.
2017-12-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H22 O3'
_chemical_formula_sum            'C24 H22 O3'
_chemical_formula_weight         358.41

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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

_cell_length_a                   27.2601(8)
_cell_length_b                   10.4030(3)
_cell_length_c                   26.2305(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.833(2)
_cell_angle_gamma                90
_cell_volume                     7437.8(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    24857
_cell_measurement_theta_min      2.12
_cell_measurement_theta_max      31.17

_exptl_crystal_description       plate
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_F_000             3040
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.846
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Varimax 50 kV 24 mA Rotating anode'
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            123687
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_av_R_equivalents  0.0929
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.733
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             17968
_reflns_number_gt                10528
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_publication_material  'CrystalStructure 4.2.4'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+6.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         17968
_refine_ls_number_parameters     1153
_refine_ls_number_restraints     1146
_refine_ls_R_factor_all          0.1460
_refine_ls_R_factor_gt           0.0885
_refine_ls_wR_factor_ref         0.2379
_refine_ls_wR_factor_gt          0.2033
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.031
_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_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
O1 O 0.39177(7) 1.3033(2) 0.66168(8) 0.0295(5) Uani 1 1 d . . . . .
O2 O 0.33834(7) 1.16398(19) 0.69384(7) 0.0235(4) Uani 1 1 d . . . . .
O4 O 0.39348(7) 0.78106(19) 0.63922(7) 0.0254(5) Uani 1 1 d . . . . .
O5 O 0.35075(7) 0.70391(19) 0.70416(7) 0.0246(5) Uani 1 1 d . . . . .
O6 O 0.14519(6) 0.94250(18) 0.61846(7) 0.0194(4) Uani 1 1 d . . . . .
O7 O 0.10721(7) 0.4629(2) 0.86612(8) 0.0286(5) Uani 1 1 d . . . . .
O8 O 0.15078(7) 0.5421(2) 0.80220(7) 0.0278(5) Uani 1 1 d . . . . .
O9 O 0.35522(6) 0.29725(19) 0.88851(7) 0.0202(4) Uani 1 1 d . . . . .
O10 O 0.10829(7) -0.0557(2) 0.84708(8) 0.0305(5) Uani 1 1 d . . . . .
O11 O 0.16127(7) 0.08216(19) 0.81308(7) 0.0246(5) Uani 1 1 d . . . . .
C1 C 0.30626(9) 1.3471(2) 0.65311(9) 0.0157(5) Uani 1 1 d . . . . .
C2 C 0.25772(10) 1.3306(3) 0.67046(10) 0.0184(6) Uani 1 1 d . . . . .
C3 C 0.22716(9) 1.4188(3) 0.64445(10) 0.0208(6) Uani 1 1 d D . . . .
C4 C 0.25604(9) 1.4932(3) 0.61107(9) 0.0174(6) Uani 1 1 d . . . . .
C5 C 0.23945(10) 1.5943(3) 0.58088(10) 0.0229(6) Uani 1 1 d . . . . .
H5 H 0.205455 1.613259 0.583071 0.027 Uiso 1 1 calc R U . . .
C6 C 0.26583(11) 1.6712(3) 0.54795(11) 0.0258(7) Uani 1 1 d . . . . .
H6 H 0.247833 1.739126 0.532273 0.031 Uiso 1 1 calc R U . . .
C7 C 0.31460(11) 1.6631(3) 0.53474(11) 0.0246(6) Uani 1 1 d . . . . .
H7 H 0.324810 1.726280 0.510985 0.029 Uiso 1 1 calc R U . . .
C8 C 0.35153(10) 1.5778(3) 0.55035(10) 0.0224(6) Uani 1 1 d . . . . .
C9 C 0.34701(9) 1.4829(3) 0.58739(10) 0.0174(6) Uani 1 1 d . . . . .
H9 H 0.376153 1.435505 0.594264 0.021 Uiso 1 1 calc R U . . .
C10 C 0.30672(9) 1.4460(3) 0.61605(9) 0.0162(5) Uani 1 1 d . . . . .
C11 C 0.34969(10) 1.2735(3) 0.66905(10) 0.0178(6) Uani 1 1 d . . . . .
C12 C 0.37982(11) 1.0877(3) 0.71019(11) 0.0273(7) Uani 1 1 d . . . . .
H12A H 0.401191 1.139211 0.732533 0.033 Uiso 1 1 calc R U . . .
H12B H 0.398212 1.059778 0.680332 0.033 Uiso 1 1 calc R U . . .
H12C H 0.368258 1.012113 0.728829 0.033 Uiso 1 1 calc R U . . .
C13 C 0.24077(11) 1.2414(3) 0.71079(11) 0.0263(7) Uani 1 1 d . . . . .
H13A H 0.265349 1.237877 0.738397 0.032 Uiso 1 1 calc R U . . .
H13B H 0.236231 1.155334 0.696304 0.032 Uiso 1 1 calc R U . . .
H13C H 0.209563 1.272219 0.724280 0.032 Uiso 1 1 calc R U . . .
O3 O 0.1445(3) 1.3144(7) 0.6557(5) 0.0238(17) Uani 0.560(12) 1 d D U P A 1
C14 C 0.1738(3) 1.4095(11) 0.6514(5) 0.0203(19) Uani 0.560(12) 1 d D U P A 1
C15 C 0.1481(6) 1.5115(13) 0.6483(8) 0.031(2) Uani 0.560(12) 1 d D U P A 1
H15 H 0.161245 1.595473 0.644429 0.037 Uiso 0.560(12) 1 calc R U P A 1
C16 C 0.0981(5) 1.4839(12) 0.6513(8) 0.020(2) Uani 0.560(12) 1 d D U P A 1
C17 C 0.0580(4) 1.5679(13) 0.6494(6) 0.026(2) Uani 0.560(12) 1 d D U P A 1
H17 H 0.061755 1.657868 0.644629 0.032 Uiso 0.560(12) 1 calc R U P A 1
C18 C 0.0125(4) 1.5104(10) 0.6549(5) 0.024(2) Uani 0.560(12) 1 d D U P A 1
H18 H -0.016113 1.562653 0.654865 0.029 Uiso 0.560(12) 1 calc R U P A 1
C19 C 0.0078(4) 1.3798(11) 0.6605(5) 0.024(2) Uani 0.560(12) 1 d D U P A 1
H19 H -0.024005 1.343232 0.662628 0.029 Uiso 0.560(12) 1 calc R U P A 1
C20 C 0.0483(4) 1.3004(11) 0.6630(6) 0.026(2) Uani 0.560(12) 1 d D U P A 1
H20 H 0.044442 1.210532 0.667960 0.032 Uiso 0.560(12) 1 calc R U P A 1
C21 C 0.0947(4) 1.3529(10) 0.6584(7) 0.0170(17) Uani 0.560(12) 1 d D U P A 1
O103 O 0.1450(4) 1.5450(9) 0.6477(6) 0.0188(18) Uani 0.440(12) 1 d D U P A 2
C114 C 0.1750(3) 1.4514(10) 0.6479(7) 0.016(2) Uani 0.440(12) 1 d D U P A 2
C115 C 0.1497(6) 1.3457(14) 0.6531(10) 0.025(3) Uani 0.440(12) 1 d D U P A 2
H115 H 0.162928 1.261241 0.654165 0.030 Uiso 0.440(12) 1 calc R U P A 2
C116 C 0.1000(6) 1.3771(15) 0.6568(11) 0.022(2) Uani 0.440(12) 1 d D U P A 2
C117 C 0.0621(4) 1.2868(15) 0.6612(7) 0.020(2) Uani 0.440(12) 1 d D U P A 2
H117 H 0.067741 1.196775 0.663035 0.025 Uiso 0.440(12) 1 calc R U P A 2
C118 C 0.0155(5) 1.3409(11) 0.6628(7) 0.018(2) Uani 0.440(12) 1 d D U P A 2
H118 H -0.012198 1.286999 0.667252 0.022 Uiso 0.440(12) 1 calc R U P A 2
C119 C 0.0091(5) 1.4707(12) 0.6579(7) 0.024(3) Uani 0.440(12) 1 d D U P A 2
H119 H -0.023417 1.503459 0.656253 0.029 Uiso 0.440(12) 1 calc R U P A 2
C120 C 0.0479(5) 1.5569(16) 0.6552(8) 0.022(2) Uani 0.440(12) 1 d D U P A 2
H120 H 0.042284 1.646975 0.655097 0.026 Uiso 0.440(12) 1 calc R U P A 2
C121 C 0.0953(6) 1.5075(14) 0.6528(10) 0.017(2) Uani 0.440(12) 1 d D U P A 2
C22 C 0.40053(12) 1.5911(3) 0.52367(12) 0.0337(8) Uani 1 1 d . . . . .
H22 H 0.405479 1.684479 0.516211 0.040 Uiso 1 1 calc R U . . .
C23 C 0.44496(11) 1.5451(4) 0.55433(12) 0.0415(9) Uani 1 1 d . . . . .
H23A H 0.474986 1.576220 0.538349 0.050 Uiso 1 1 calc R U . . .
H23B H 0.445262 1.450939 0.555205 0.050 Uiso 1 1 calc R U . . .
H23C H 0.443253 1.578533 0.589193 0.050 Uiso 1 1 calc R U . . .
C24 C 0.39846(15) 1.5210(6) 0.47313(13) 0.0807(18) Uani 1 1 d . . . . .
H24A H 0.369767 1.550090 0.453367 0.097 Uiso 1 1 calc R U . . .
H24B H 0.395939 1.428272 0.479228 0.097 Uiso 1 1 calc R U . . .
H24C H 0.428329 1.539084 0.454066 0.097 Uiso 1 1 calc R U . . .
C25 C 0.30990(9) 0.8449(2) 0.64867(9) 0.0124(5) Uani 1 1 d . . . . .
C26 C 0.26301(9) 0.8250(2) 0.66950(9) 0.0132(5) Uani 1 1 d . . . . .
C27 C 0.22971(9) 0.9110(2) 0.64615(9) 0.0128(5) Uani 1 1 d . . . . .
C28 C 0.25534(9) 0.9886(2) 0.61111(9) 0.0116(5) Uani 1 1 d . . . . .
C29 C 0.23625(9) 1.0929(2) 0.58438(9) 0.0153(5) Uani 1 1 d . . . . .
H29 H 0.202560 1.110929 0.589772 0.018 Uiso 1 1 calc R U . . .
C30 C 0.25999(10) 1.1741(3) 0.55086(10) 0.0182(6) Uani 1 1 d . . . . .
H30 H 0.240849 1.243816 0.538240 0.022 Uiso 1 1 calc R U . . .
C31 C 0.30783(10) 1.1684(3) 0.53297(9) 0.0172(6) Uani 1 1 d . . . . .
H31 H 0.315785 1.233051 0.508888 0.021 Uiso 1 1 calc R U . . .
C32 C 0.34581(9) 1.0837(2) 0.54456(9) 0.0158(5) Uani 1 1 d . . . . .
C33 C 0.34467(9) 0.9854(2) 0.58118(9) 0.0135(5) Uani 1 1 d . . . . .
H33 H 0.374622 0.939946 0.585835 0.016 Uiso 1 1 calc R U . . .
C34 C 0.30643(9) 0.9443(2) 0.61170(9) 0.0114(5) Uani 1 1 d . . . . .
C35 C 0.35498(9) 0.7759(2) 0.66192(9) 0.0138(5) Uani 1 1 d . . . . .
C36 C 0.39274(10) 0.6272(3) 0.71828(11) 0.0279(7) Uani 1 1 d . . . . .
H36A H 0.421357 0.683100 0.723187 0.033 Uiso 1 1 calc R U . . .
H36B H 0.399334 0.564941 0.691192 0.033 Uiso 1 1 calc R U . . .
H36C H 0.386120 0.581324 0.750081 0.033 Uiso 1 1 calc R U . . .
C37 C 0.24950(10) 0.7253(3) 0.70805(10) 0.0185(6) Uani 1 1 d . . . . .
H37A H 0.258330 0.755962 0.742290 0.022 Uiso 1 1 calc R U . . .
H37B H 0.267224 0.645403 0.701021 0.022 Uiso 1 1 calc R U . . .
H37C H 0.214097 0.709218 0.706043 0.022 Uiso 1 1 calc R U . . .
C38 C 0.17784(9) 0.9180(2) 0.65821(10) 0.0160(5) Uani 1 1 d . . . . .
C39 C 0.15358(9) 0.8994(3) 0.70235(10) 0.0186(6) Uani 1 1 d . . . . .
H39 H 0.168085 0.883163 0.734858 0.022 Uiso 1 1 calc R U . . .
C40 C 0.10238(10) 0.9088(3) 0.69117(10) 0.0189(6) Uani 1 1 d . . . . .
C41 C 0.05924(10) 0.8965(3) 0.71902(11) 0.0239(6) Uani 1 1 d . . . . .
H41 H 0.060379 0.879060 0.754568 0.029 Uiso 1 1 calc R U . . .
C42 C 0.01478(10) 0.9106(3) 0.69327(11) 0.0251(6) Uani 1 1 d . . . . .
H42 H -0.014883 0.901376 0.711478 0.030 Uiso 1 1 calc R U . . .
C43 C 0.01266(10) 0.9377(3) 0.64142(11) 0.0256(7) Uani 1 1 d . . . . .
H43 H -0.018382 0.947138 0.624903 0.031 Uiso 1 1 calc R U . . .
C44 C 0.05512(10) 0.9514(3) 0.61335(10) 0.0217(6) Uani 1 1 d . . . . .
H44 H 0.053919 0.970508 0.577935 0.026 Uiso 1 1 calc R U . . .
C45 C 0.09881(9) 0.9361(3) 0.63906(10) 0.0179(6) Uani 1 1 d . . . . .
C46 C 0.39369(10) 1.0993(3) 0.51571(10) 0.0208(6) Uani 1 1 d . . . . .
H46 H 0.389680 1.174840 0.492418 0.025 Uiso 1 1 calc R U . . .
C47 C 0.43710(11) 1.1274(3) 0.55118(12) 0.0325(7) Uani 1 1 d . . . . .
H47A H 0.444856 1.050568 0.571360 0.039 Uiso 1 1 calc R U . . .
H47B H 0.428764 1.198324 0.574061 0.039 Uiso 1 1 calc R U . . .
H47C H 0.465624 1.151337 0.530939 0.039 Uiso 1 1 calc R U . . .
C48 C 0.40356(12) 0.9812(3) 0.48239(11) 0.0309(7) Uani 1 1 d . . . . .
H48A H 0.375928 0.968172 0.458640 0.037 Uiso 1 1 calc R U . . .
H48B H 0.407415 0.905162 0.504140 0.037 Uiso 1 1 calc R U . . .
H48C H 0.433650 0.994794 0.463119 0.037 Uiso 1 1 calc R U . . .
C49 C 0.19102(9) 0.4014(2) 0.85805(9) 0.0135(5) Uani 1 1 d . . . . .
C50 C 0.23787(9) 0.4197(2) 0.83717(9) 0.0131(5) Uani 1 1 d . . . . .
C51 C 0.27087(9) 0.3333(2) 0.86058(9) 0.0125(5) Uani 1 1 d . . . . .
C52 C 0.24509(9) 0.2572(2) 0.89584(9) 0.0125(5) Uani 1 1 d . . . . .
C53 C 0.26354(9) 0.1522(2) 0.92256(9) 0.0142(5) Uani 1 1 d . . . . .
H53 H 0.296980 0.132031 0.916710 0.017 Uiso 1 1 calc R U . . .
C54 C 0.23958(10) 0.0727(2) 0.95671(9) 0.0164(5) Uani 1 1 d . . . . .
H54 H 0.258348 0.002283 0.969259 0.020 Uiso 1 1 calc R U . . .
C55 C 0.19209(10) 0.0812(2) 0.97525(9) 0.0162(5) Uani 1 1 d . . . . .
H55 H 0.184050 0.017673 0.999773 0.019 Uiso 1 1 calc R U . . .
C56 C 0.15456(9) 0.1671(2) 0.96383(9) 0.0144(5) Uani 1 1 d . . . . .
C57 C 0.15607(9) 0.2638(2) 0.92664(9) 0.0148(5) Uani 1 1 d . . . . .
H57 H 0.126216 0.309691 0.921918 0.018 Uiso 1 1 calc R U . . .
C58 C 0.19411(9) 0.3038(2) 0.89546(9) 0.0118(5) Uani 1 1 d . . . . .
C59 C 0.14576(9) 0.4701(2) 0.84403(9) 0.0151(5) Uani 1 1 d . . . . .
C60 C 0.10869(11) 0.6176(3) 0.78749(12) 0.0312(7) Uani 1 1 d . . . . .
H60A H 0.102928 0.683732 0.813304 0.037 Uiso 1 1 calc R U . . .
H60B H 0.079838 0.561702 0.784595 0.037 Uiso 1 1 calc R U . . .
H60C H 0.114643 0.658653 0.754531 0.037 Uiso 1 1 calc R U . . .
C61 C 0.25159(10) 0.5179(3) 0.79855(10) 0.0188(6) Uani 1 1 d . . . . .
H61A H 0.234766 0.598888 0.805879 0.023 Uiso 1 1 calc R U . . .
H61B H 0.241878 0.487693 0.764479 0.023 Uiso 1 1 calc R U . . .
H61C H 0.287153 0.531568 0.799891 0.023 Uiso 1 1 calc R U . . .
C62 C 0.32273(9) 0.3243(2) 0.84869(9) 0.0146(5) Uani 1 1 d . . . . .
C63 C 0.34731(10) 0.3434(3) 0.80489(10) 0.0202(6) Uani 1 1 d . . . . .
H63 H 0.333077 0.361377 0.772385 0.024 Uiso 1 1 calc R U . . .
C64 C 0.39852(10) 0.3319(3) 0.81632(10) 0.0198(6) Uani 1 1 d . . . . .
C65 C 0.44187(11) 0.3442(3) 0.78894(11) 0.0259(7) Uani 1 1 d . . . . .
H65 H 0.441006 0.362469 0.753457 0.031 Uiso 1 1 calc R U . . .
C66 C 0.48614(11) 0.3291(3) 0.81486(12) 0.0291(7) Uani 1 1 d . . . . .
H66 H 0.515981 0.339255 0.797043 0.035 Uiso 1 1 calc R U . . .
C67 C 0.48759(10) 0.2994(3) 0.86628(12) 0.0283(7) Uani 1 1 d . . . . .
H67 H 0.518504 0.288829 0.882933 0.034 Uiso 1 1 calc R U . . .
C68 C 0.44531(10) 0.2847(3) 0.89403(11) 0.0261(7) Uani 1 1 d . . . . .
H68 H 0.446356 0.263025 0.929213 0.031 Uiso 1 1 calc R U . . .
C69 C 0.40156(10) 0.3030(3) 0.86818(10) 0.0198(6) Uani 1 1 d . . . . .
C70 C 0.10705(10) 0.1547(3) 0.99343(10) 0.0193(6) Uani 1 1 d . . . . .
H70 H 0.111429 0.082246 1.018111 0.023 Uiso 1 1 calc R U . . .
C71 C 0.09667(11) 0.2760(3) 1.02443(11) 0.0275(7) Uani 1 1 d . . . . .
H71A H 0.090734 0.348364 1.001219 0.033 Uiso 1 1 calc R U . . .
H71B H 0.124981 0.295225 1.046587 0.033 Uiso 1 1 calc R U . . .
H71C H 0.067642 0.262159 1.045340 0.033 Uiso 1 1 calc R U . . .
C72 C 0.06337(10) 0.1219(3) 0.95911(11) 0.0293(7) Uani 1 1 d . . . . .
H72A H 0.055223 0.196108 0.937564 0.035 Uiso 1 1 calc R U . . .
H72B H 0.035127 0.100158 0.980133 0.035 Uiso 1 1 calc R U . . .
H72C H 0.071601 0.048383 0.937509 0.035 Uiso 1 1 calc R U . . .
C73 C 0.19383(9) -0.0993(2) 0.85366(9) 0.0151(5) Uani 1 1 d . . . . .
C74 C 0.24218(10) -0.0848(3) 0.83558(9) 0.0182(6) Uani 1 1 d . . . . .
C75 C 0.27297(9) -0.1722(3) 0.86111(10) 0.0199(6) Uani 1 1 d D . . . .
C76 C 0.24458(9) -0.2452(3) 0.89539(9) 0.0167(6) Uani 1 1 d . . . . .
C77 C 0.26155(10) -0.3456(3) 0.92588(10) 0.0222(6) Uani 1 1 d . . . . .
H77 H 0.295393 -0.365577 0.922947 0.027 Uiso 1 1 calc R U . . .
C78 C 0.23573(11) -0.4203(3) 0.95993(11) 0.0248(6) Uani 1 1 d . . . . .
H78 H 0.253914 -0.488090 0.975426 0.030 Uiso 1 1 calc R U . . .
C79 C 0.18704(11) -0.4109(3) 0.97484(10) 0.0218(6) Uani 1 1 d . . . . .
H79 H 0.177249 -0.472598 0.999362 0.026 Uiso 1 1 calc R U . . .
C80 C 0.15047(10) -0.3253(3) 0.95953(10) 0.0175(6) Uani 1 1 d . . . . .
C81 C 0.15440(9) -0.2324(2) 0.92111(9) 0.0153(5) Uani 1 1 d . . . . .
H81 H 0.125075 -0.185758 0.914307 0.018 Uiso 1 1 calc R U . . .
C82 C 0.19390(9) -0.1970(2) 0.89126(9) 0.0142(5) Uani 1 1 d . . . . .
C83 C 0.15011(10) -0.0261(3) 0.83843(9) 0.0178(6) Uani 1 1 d . . . . .
C84 C 0.11956(11) 0.1586(3) 0.79696(11) 0.0279(7) Uani 1 1 d . . . . .
H84A H 0.098262 0.107317 0.774446 0.033 Uiso 1 1 calc R U . . .
H84B H 0.131003 0.234680 0.778588 0.033 Uiso 1 1 calc R U . . .
H84C H 0.101131 0.185612 0.826922 0.033 Uiso 1 1 calc R U . . .
C85 C 0.25853(11) 0.0046(3) 0.79471(10) 0.0265(7) Uani 1 1 d . . . . .
H85A H 0.263768 0.090440 0.809180 0.032 Uiso 1 1 calc R U . . .
H85B H 0.233299 0.008999 0.767774 0.032 Uiso 1 1 calc R U . . .
H85C H 0.289258 -0.026945 0.780353 0.032 Uiso 1 1 calc R U . . .
O12 O 0.3547(3) -0.0733(6) 0.8442(3) 0.0191(13) Uani 0.588(11) 1 d D U P B 3
C86 C 0.3251(2) -0.1684(9) 0.8519(4) 0.0221(16) Uani 0.588(11) 1 d D U P B 3
C87 C 0.3509(4) -0.2700(11) 0.8572(6) 0.0278(16) Uani 0.588(11) 1 d D U P B 3
H87 H 0.338036 -0.352264 0.865378 0.033 Uiso 0.588(11) 1 calc R U P B 3
C88 C 0.4011(4) -0.2435(11) 0.8494(7) 0.0213(14) Uani 0.588(11) 1 d D U P B 3
C89 C 0.4421(3) -0.3228(10) 0.8502(4) 0.0274(15) Uani 0.588(11) 1 d D U P B 3
H89 H 0.439672 -0.412549 0.856324 0.033 Uiso 0.588(11) 1 calc R U P B 3
C90 C 0.4870(3) -0.2633(8) 0.8415(4) 0.0254(15) Uani 0.588(11) 1 d D U P B 3
H90 H 0.516173 -0.313351 0.841005 0.030 Uiso 0.588(11) 1 calc R U P B 3
C91 C 0.4896(3) -0.1322(9) 0.8335(4) 0.0267(16) Uani 0.588(11) 1 d D U P B 3
H91 H 0.520820 -0.094207 0.828059 0.032 Uiso 0.588(11) 1 calc R U P B 3
C92 C 0.4488(3) -0.0549(10) 0.8330(5) 0.0236(15) Uani 0.588(11) 1 d D U P B 3
H92 H 0.451394 0.035229 0.827791 0.028 Uiso 0.588(11) 1 calc R U P B 3
C93 C 0.4036(4) -0.1130(10) 0.8406(6) 0.0182(13) Uani 0.588(11) 1 d D U P B 3
O112 O 0.3562(4) -0.3020(8) 0.8565(5) 0.0220(16) Uani 0.412(11) 1 d D U P B 4
C186 C 0.3259(3) -0.2052(11) 0.8572(6) 0.0165(18) Uani 0.412(11) 1 d D U P B 4
C187 C 0.3509(6) -0.0995(15) 0.8510(8) 0.0209(19) Uani 0.412(11) 1 d D U P B 4
H187 H 0.337855 -0.014860 0.851151 0.025 Uiso 0.412(11) 1 calc R U P B 4
C188 C 0.4003(6) -0.1316(15) 0.8440(10) 0.0199(17) Uani 0.412(11) 1 d D U P B 4
C189 C 0.4367(4) -0.0418(14) 0.8346(7) 0.0201(18) Uani 0.412(11) 1 d D U P B 4
H189 H 0.429910 0.047178 0.830412 0.024 Uiso 0.412(11) 1 calc R U P B 4
C190 C 0.4839(5) -0.0919(11) 0.8317(5) 0.0193(17) Uani 0.412(11) 1 d D U P B 4
H190 H 0.510919 -0.036148 0.826092 0.023 Uiso 0.412(11) 1 calc R U P B 4
C191 C 0.4916(4) -0.2212(12) 0.8369(5) 0.0221(18) Uani 0.412(11) 1 d D U P B 4
H191 H 0.524285 -0.252393 0.834946 0.027 Uiso 0.412(11) 1 calc R U P B 4
C192 C 0.4543(4) -0.3091(13) 0.8448(6) 0.0216(18) Uani 0.412(11) 1 d D U P B 4
H192 H 0.461252 -0.398437 0.847307 0.026 Uiso 0.412(11) 1 calc R U P B 4
C193 C 0.4058(6) -0.2633(15) 0.8490(10) 0.0193(16) Uani 0.412(11) 1 d D U P B 4
C94 C 0.10232(10) -0.3317(3) 0.98791(10) 0.0226(6) Uani 1 1 d . . . . .
H94 H 0.102600 -0.412526 1.008561 0.027 Uiso 1 1 calc R U . . .
C95 C 0.09842(12) -0.2189(3) 1.02488(11) 0.0313(7) Uani 1 1 d . . . . .
H95A H 0.067327 -0.224356 1.043051 0.038 Uiso 1 1 calc R U . . .
H95B H 0.099638 -0.137985 1.005835 0.038 Uiso 1 1 calc R U . . .
H95C H 0.125789 -0.222078 1.049491 0.038 Uiso 1 1 calc R U . . .
C96 C 0.05705(12) -0.3353(4) 0.95330(13) 0.0515(11) Uani 1 1 d . . . . .
H96A H 0.060195 -0.405659 0.928708 0.062 Uiso 1 1 calc R U . . .
H96B H 0.053990 -0.253537 0.935002 0.062 Uiso 1 1 calc R U . . .
H96C H 0.027821 -0.349141 0.973914 0.062 Uiso 1 1 calc R U . . .


_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 C11 1.206(3) . ?
O2 C11 1.351(3) . ?
O2 C12 1.442(3) . ?
O4 C35 1.215(3) . ?
O5 C35 1.344(3) . ?
O5 C36 1.440(3) . ?
O6 C45 1.384(3) . ?
O6 C38 1.385(3) . ?
O7 C59 1.210(3) . ?
O8 C59 1.337(3) . ?
O8 C60 1.438(3) . ?
O9 C69 1.380(3) . ?
O9 C62 1.389(3) . ?
O10 C83 1.205(3) . ?
O11 C83 1.345(3) . ?
O11 C84 1.446(3) . ?
C1 C10 1.415(4) . ?
C1 C2 1.416(4) . ?
C1 C11 1.466(4) . ?
C2 C3 1.409(4) . ?
C2 C13 1.486(4) . ?
C3 C4 1.416(4) . ?
C3 C114 1.465(10) . ?
C3 C14 1.473(8) . ?
C4 C5 1.388(4) . ?
C4 C10 1.470(3) . ?
C5 C6 1.386(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.381(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.399(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.392(4) . ?
C8 C22 1.523(4) . ?
C9 C10 1.394(3) . ?
C9 H9 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
O3 C14 1.277(9) . ?
O3 C21 1.419(13) . ?
C14 C15 1.273(11) . ?
C15 C16 1.397(17) . ?
C15 H15 0.9500 . ?
C16 C21 1.378(9) . ?
C16 C17 1.399(13) . ?
C17 C18 1.387(10) . ?
C17 H17 0.9500 . ?
C18 C19 1.373(9) . ?
C18 H18 0.9500 . ?
C19 C20 1.380(9) . ?
C19 H19 0.9500 . ?
C20 C21 1.383(11) . ?
C20 H20 0.9500 . ?
O103 C114 1.272(10) . ?
O103 C121 1.418(17) . ?
C114 C115 1.305(12) . ?
C115 C116 1.399(19) . ?
C115 H115 0.9500 . ?
C116 C121 1.365(11) . ?
C116 C117 1.403(14) . ?
C117 C118 1.389(11) . ?
C117 H117 0.9500 . ?
C118 C119 1.367(10) . ?
C118 H118 0.9500 . ?
C119 C120 1.389(12) . ?
C119 H119 0.9500 . ?
C120 C121 1.394(15) . ?
C120 H120 0.9500 . ?
C22 C24 1.514(5) . ?
C22 C23 1.521(5) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.412(3) . ?
C25 C34 1.420(3) . ?
C25 C35 1.461(3) . ?
C26 C27 1.409(4) . ?
C26 C37 1.499(3) . ?
C27 C28 1.415(3) . ?
C27 C38 1.455(3) . ?
C28 C29 1.389(3) . ?
C28 C34 1.467(3) . ?
C29 C30 1.387(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.394(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.390(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.404(3) . ?
C32 C46 1.527(3) . ?
C33 C34 1.391(3) . ?
C33 H33 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.355(3) . ?
C39 C40 1.425(4) . ?
C39 H39 0.9500 . ?
C40 C45 1.398(4) . ?
C40 C41 1.399(4) . ?
C41 C42 1.387(4) . ?
C41 H41 0.9500 . ?
C42 C43 1.390(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.388(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.370(4) . ?
C44 H44 0.9500 . ?
C46 C47 1.523(4) . ?
C46 C48 1.534(4) . ?
C46 H46 1.0000 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 C50 1.410(3) . ?
C49 C58 1.414(3) . ?
C49 C59 1.468(3) . ?
C50 C51 1.406(3) . ?
C50 C61 1.490(3) . ?
C51 C52 1.413(3) . ?
C51 C62 1.455(3) . ?
C52 C53 1.388(3) . ?
C52 C58 1.472(3) . ?
C53 C54 1.389(4) . ?
C53 H53 0.9500 . ?
C54 C55 1.392(4) . ?
C54 H54 0.9500 . ?
C55 C56 1.388(4) . ?
C55 H55 0.9500 . ?
C56 C57 1.402(3) . ?
C56 C70 1.525(3) . ?
C57 C58 1.393(3) . ?
C57 H57 0.9500 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 C63 1.353(3) . ?
C63 C64 1.429(4) . ?
C63 H63 0.9500 . ?
C64 C69 1.394(4) . ?
C64 C65 1.398(4) . ?
C65 C66 1.385(4) . ?
C65 H65 0.9500 . ?
C66 C67 1.384(4) . ?
C66 H66 0.9500 . ?
C67 C68 1.381(4) . ?
C67 H67 0.9500 . ?
C68 C69 1.377(4) . ?
C68 H68 0.9500 . ?
C70 C72 1.521(4) . ?
C70 C71 1.530(4) . ?
C70 H70 1.0000 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C73 C74 1.415(3) . ?
C73 C82 1.416(4) . ?
C73 C83 1.465(4) . ?
C74 C75 1.401(4) . ?
C74 C85 1.492(4) . ?
C75 C76 1.416(4) . ?
C75 C86 1.446(7) . ?
C75 C186 1.488(10) . ?
C76 C77 1.391(4) . ?
C76 C82 1.472(3) . ?
C77 C78 1.384(4) . ?
C77 H77 0.9500 . ?
C78 C79 1.393(4) . ?
C78 H78 0.9500 . ?
C79 C80 1.391(4) . ?
C79 H79 0.9500 . ?
C80 C81 1.401(4) . ?
C80 C94 1.520(4) . ?
C81 C82 1.391(3) . ?
C81 H81 0.9500 . ?
C84 H84A 0.9800 . ?
C84 H84B 0.9800 . ?
C84 H84C 0.9800 . ?
C85 H85A 0.9800 . ?
C85 H85B 0.9800 . ?
C85 H85C 0.9800 . ?
O12 C86 1.293(8) . ?
O12 C93 1.401(12) . ?
C86 C87 1.275(10) . ?
C87 C88 1.414(14) . ?
C87 H87 0.9500 . ?
C88 C93 1.380(8) . ?
C88 C89 1.389(11) . ?
C89 C90 1.395(9) . ?
C89 H89 0.9500 . ?
C90 C91 1.381(8) . ?
C90 H90 0.9500 . ?
C91 C92 1.373(9) . ?
C91 H91 0.9500 . ?
C92 C93 1.390(11) . ?
C92 H92 0.9500 . ?
O112 C186 1.302(10) . ?
O112 C193 1.429(16) . ?
C186 C187 1.306(13) . ?
C187 C188 1.401(18) . ?
C187 H187 0.9500 . ?
C188 C193 1.385(11) . ?
C188 C189 1.387(15) . ?
C189 C190 1.392(11) . ?
C189 H189 0.9500 . ?
C190 C191 1.367(11) . ?
C190 H190 0.9500 . ?
C191 C192 1.386(11) . ?
C191 H191 0.9500 . ?
C192 C193 1.411(14) . ?
C192 H192 0.9500 . ?
C94 C96 1.522(4) . ?
C94 C95 1.527(4) . ?
C94 H94 1.0000 . ?
C95 H95A 0.9800 . ?
C95 H95B 0.9800 . ?
C95 H95C 0.9800 . ?
C96 H96A 0.9800 . ?
C96 H96B 0.9800 . ?
C96 H96C 0.9800 . ?

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 C12 115.1(2) . . ?
C35 O5 C36 116.3(2) . . ?
C45 O6 C38 106.14(19) . . ?
C59 O8 C60 115.8(2) . . ?
C69 O9 C62 106.14(19) . . ?
C83 O11 C84 115.0(2) . . ?
C10 C1 C2 109.1(2) . . ?
C10 C1 C11 124.1(2) . . ?
C2 C1 C11 126.9(2) . . ?
C3 C2 C1 108.3(2) . . ?
C3 C2 C13 124.3(3) . . ?
C1 C2 C13 127.3(3) . . ?
C2 C3 C4 109.0(2) . . ?
C2 C3 C114 133.4(6) . . ?
C4 C3 C114 117.4(6) . . ?
C2 C3 C14 118.4(5) . . ?
C4 C3 C14 132.2(5) . . ?
C5 C4 C3 126.0(3) . . ?
C5 C4 C10 127.0(3) . . ?
C3 C4 C10 107.0(2) . . ?
C6 C5 C4 128.7(3) . . ?
C6 C5 H5 115.6 . . ?
C4 C5 H5 115.6 . . ?
C7 C6 C5 129.1(3) . . ?
C7 C6 H6 115.4 . . ?
C5 C6 H6 115.4 . . ?
C6 C7 C8 131.0(3) . . ?
C6 C7 H7 114.5 . . ?
C8 C7 H7 114.5 . . ?
C9 C8 C7 125.7(3) . . ?
C9 C8 C22 118.2(3) . . ?
C7 C8 C22 116.1(3) . . ?
C8 C9 C10 130.6(3) . . ?
C8 C9 H9 114.7 . . ?
C10 C9 H9 114.7 . . ?
C9 C10 C1 125.8(2) . . ?
C9 C10 C4 127.4(2) . . ?
C1 C10 C4 106.6(2) . . ?
O1 C11 O2 121.2(2) . . ?
O1 C11 C1 125.9(3) . . ?
O2 C11 C1 112.8(2) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C2 C13 H13A 109.5 . . ?
C2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C14 O3 C21 112.6(6) . . ?
C15 C14 O3 107.9(7) . . ?
C15 C14 C3 118.7(10) . . ?
O3 C14 C3 133.0(8) . . ?
C14 C15 C16 111.1(10) . . ?
C14 C15 H15 124.4 . . ?
C16 C15 H15 124.4 . . ?
C21 C16 C15 106.2(10) . . ?
C21 C16 C17 124.7(14) . . ?
C15 C16 C17 129.1(11) . . ?
C18 C17 C16 115.2(12) . . ?
C18 C17 H17 122.4 . . ?
C16 C17 H17 122.4 . . ?
C19 C18 C17 121.4(10) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C18 C19 C20 121.5(10) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C19 C20 C21 119.4(10) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
C16 C21 C20 117.8(13) . . ?
C16 C21 O3 101.9(9) . . ?
C20 C21 O3 140.2(10) . . ?
C114 O103 C121 113.8(8) . . ?
O103 C114 C115 107.8(9) . . ?
O103 C114 C3 143.2(9) . . ?
C115 C114 C3 109.0(10) . . ?
C114 C115 C116 108.9(11) . . ?
C114 C115 H115 125.5 . . ?
C116 C115 H115 125.5 . . ?
C121 C116 C115 108.4(12) . . ?
C121 C116 C117 127.2(18) . . ?
C115 C116 C117 124.4(14) . . ?
C118 C117 C116 113.9(13) . . ?
C118 C117 H117 123.1 . . ?
C116 C117 H117 123.1 . . ?
C119 C118 C117 120.9(12) . . ?
C119 C118 H118 119.6 . . ?
C117 C118 H118 119.6 . . ?
C118 C119 C120 123.0(13) . . ?
C118 C119 H119 118.5 . . ?
C120 C119 H119 118.5 . . ?
C119 C120 C121 118.2(15) . . ?
C119 C120 H120 120.9 . . ?
C121 C120 H120 120.9 . . ?
C116 C121 C120 116.6(18) . . ?
C116 C121 O103 101.1(12) . . ?
C120 C121 O103 142.3(14) . . ?
C24 C22 C23 109.3(3) . . ?
C24 C22 C8 109.7(3) . . ?
C23 C22 C8 115.2(3) . . ?
C24 C22 H22 107.5 . . ?
C23 C22 H22 107.5 . . ?
C8 C22 H22 107.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C34 108.6(2) . . ?
C26 C25 C35 126.8(2) . . ?
C34 C25 C35 124.6(2) . . ?
C27 C26 C25 108.7(2) . . ?
C27 C26 C37 124.8(2) . . ?
C25 C26 C37 126.5(2) . . ?
C26 C27 C28 108.9(2) . . ?
C26 C27 C38 124.0(2) . . ?
C28 C27 C38 127.1(2) . . ?
C29 C28 C27 126.0(2) . . ?
C29 C28 C34 126.8(2) . . ?
C27 C28 C34 107.0(2) . . ?
C30 C29 C28 128.4(2) . . ?
C30 C29 H29 115.8 . . ?
C28 C29 H29 115.8 . . ?
C29 C30 C31 129.4(3) . . ?
C29 C30 H30 115.3 . . ?
C31 C30 H30 115.3 . . ?
C32 C31 C30 130.6(2) . . ?
C32 C31 H31 114.7 . . ?
C30 C31 H31 114.7 . . ?
C31 C32 C33 126.0(2) . . ?
C31 C32 C46 117.6(2) . . ?
C33 C32 C46 116.4(2) . . ?
C34 C33 C32 129.9(2) . . ?
C34 C33 H33 115.0 . . ?
C32 C33 H33 115.0 . . ?
C33 C34 C25 125.0(2) . . ?
C33 C34 C28 128.1(2) . . ?
C25 C34 C28 106.8(2) . . ?
O4 C35 O5 120.9(2) . . ?
O4 C35 C25 126.2(2) . . ?
O5 C35 C25 112.8(2) . . ?
O5 C36 H36A 109.5 . . ?
O5 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O5 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C26 C37 H37A 109.5 . . ?
C26 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C26 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 O6 110.7(2) . . ?
C39 C38 C27 131.8(2) . . ?
O6 C38 C27 117.5(2) . . ?
C38 C39 C40 107.6(2) . . ?
C38 C39 H39 126.2 . . ?
C40 C39 H39 126.2 . . ?
C45 C40 C41 118.8(2) . . ?
C45 C40 C39 105.6(2) . . ?
C41 C40 C39 135.6(3) . . ?
C42 C41 C40 118.1(3) . . ?
C42 C41 H41 120.9 . . ?
C40 C41 H41 120.9 . . ?
C41 C42 C43 121.5(3) . . ?
C41 C42 H42 119.3 . . ?
C43 C42 H42 119.3 . . ?
C44 C43 C42 121.1(3) . . ?
C44 C43 H43 119.4 . . ?
C42 C43 H43 119.4 . . ?
C45 C44 C43 116.9(3) . . ?
C45 C44 H44 121.5 . . ?
C43 C44 H44 121.5 . . ?
C44 C45 O6 126.5(2) . . ?
C44 C45 C40 123.6(2) . . ?
O6 C45 C40 109.9(2) . . ?
C47 C46 C32 112.3(2) . . ?
C47 C46 C48 111.1(3) . . ?
C32 C46 C48 110.8(2) . . ?
C47 C46 H46 107.4 . . ?
C32 C46 H46 107.4 . . ?
C48 C46 H46 107.4 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C50 C49 C58 108.7(2) . . ?
C50 C49 C59 126.9(2) . . ?
C58 C49 C59 124.4(2) . . ?
C51 C50 C49 108.8(2) . . ?
C51 C50 C61 124.7(2) . . ?
C49 C50 C61 126.5(2) . . ?
C50 C51 C52 108.8(2) . . ?
C50 C51 C62 124.4(2) . . ?
C52 C51 C62 126.7(2) . . ?
C53 C52 C51 126.3(2) . . ?
C53 C52 C58 126.7(2) . . ?
C51 C52 C58 106.8(2) . . ?
C52 C53 C54 128.6(2) . . ?
C52 C53 H53 115.7 . . ?
C54 C53 H53 115.7 . . ?
C53 C54 C55 129.5(2) . . ?
C53 C54 H54 115.3 . . ?
C55 C54 H54 115.3 . . ?
C56 C55 C54 130.6(2) . . ?
C56 C55 H55 114.7 . . ?
C54 C55 H55 114.7 . . ?
C55 C56 C57 125.7(2) . . ?
C55 C56 C70 117.7(2) . . ?
C57 C56 C70 116.7(2) . . ?
C58 C57 C56 130.7(2) . . ?
C58 C57 H57 114.7 . . ?
C56 C57 H57 114.7 . . ?
C57 C58 C49 125.7(2) . . ?
C57 C58 C52 127.5(2) . . ?
C49 C58 C52 106.7(2) . . ?
O7 C59 O8 121.9(2) . . ?
O7 C59 C49 125.6(2) . . ?
O8 C59 C49 112.5(2) . . ?
O8 C60 H60A 109.5 . . ?
O8 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
O8 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C50 C61 H61A 109.5 . . ?
C50 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C50 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C63 C62 O9 110.5(2) . . ?
C63 C62 C51 131.8(2) . . ?
O9 C62 C51 117.6(2) . . ?
C62 C63 C64 107.7(2) . . ?
C62 C63 H63 126.2 . . ?
C64 C63 H63 126.2 . . ?
C69 C64 C65 118.8(3) . . ?
C69 C64 C63 105.5(2) . . ?
C65 C64 C63 135.7(3) . . ?
C66 C65 C64 118.3(3) . . ?
C66 C65 H65 120.8 . . ?
C64 C65 H65 120.8 . . ?
C67 C66 C65 121.1(3) . . ?
C67 C66 H66 119.5 . . ?
C65 C66 H66 119.5 . . ?
C68 C67 C66 121.8(3) . . ?
C68 C67 H67 119.1 . . ?
C66 C67 H67 119.1 . . ?
C69 C68 C67 116.7(3) . . ?
C69 C68 H68 121.7 . . ?
C67 C68 H68 121.7 . . ?
C68 C69 O9 126.5(2) . . ?
C68 C69 C64 123.3(2) . . ?
O9 C69 C64 110.2(2) . . ?
C72 C70 C56 112.4(2) . . ?
C72 C70 C71 110.5(2) . . ?
C56 C70 C71 111.5(2) . . ?
C72 C70 H70 107.4 . . ?
C56 C70 H70 107.4 . . ?
C71 C70 H70 107.4 . . ?
C70 C71 H71A 109.5 . . ?
C70 C71 H71B 109.5 . . ?
H71A C71 H71B 109.5 . . ?
C70 C71 H71C 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C70 C72 H72A 109.5 . . ?
C70 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
C70 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C74 C73 C82 108.5(2) . . ?
C74 C73 C83 127.7(2) . . ?
C82 C73 C83 123.8(2) . . ?
C75 C74 C73 109.0(2) . . ?
C75 C74 C85 124.4(2) . . ?
C73 C74 C85 126.6(3) . . ?
C74 C75 C76 108.8(2) . . ?
C74 C75 C86 119.1(5) . . ?
C76 C75 C86 132.0(5) . . ?
C74 C75 C186 133.8(5) . . ?
C76 C75 C186 117.3(5) . . ?
C77 C76 C75 126.0(2) . . ?
C77 C76 C82 127.0(2) . . ?
C75 C76 C82 107.0(2) . . ?
C78 C77 C76 128.7(3) . . ?
C78 C77 H77 115.7 . . ?
C76 C77 H77 115.7 . . ?
C77 C78 C79 129.6(3) . . ?
C77 C78 H78 115.2 . . ?
C79 C78 H78 115.2 . . ?
C80 C79 C78 130.2(3) . . ?
C80 C79 H79 114.9 . . ?
C78 C79 H79 114.9 . . ?
C79 C80 C81 125.9(3) . . ?
C79 C80 C94 116.8(2) . . ?
C81 C80 C94 117.2(2) . . ?
C82 C81 C80 131.0(2) . . ?
C82 C81 H81 114.5 . . ?
C80 C81 H81 114.5 . . ?
C81 C82 C73 126.1(2) . . ?
C81 C82 C76 127.0(2) . . ?
C73 C82 C76 106.7(2) . . ?
O10 C83 O11 121.9(3) . . ?
O10 C83 C73 125.7(3) . . ?
O11 C83 C73 112.4(2) . . ?
O11 C84 H84A 109.5 . . ?
O11 C84 H84B 109.5 . . ?
H84A C84 H84B 109.5 . . ?
O11 C84 H84C 109.5 . . ?
H84A C84 H84C 109.5 . . ?
H84B C84 H84C 109.5 . . ?
C74 C85 H85A 109.5 . . ?
C74 C85 H85B 109.5 . . ?
H85A C85 H85B 109.5 . . ?
C74 C85 H85C 109.5 . . ?
H85A C85 H85C 109.5 . . ?
H85B C85 H85C 109.5 . . ?
C86 O12 C93 112.4(6) . . ?
C87 C86 O12 108.0(6) . . ?
C87 C86 C75 120.0(8) . . ?
O12 C86 C75 131.5(7) . . ?
C86 C87 C88 110.8(8) . . ?
C86 C87 H87 124.6 . . ?
C88 C87 H87 124.6 . . ?
C93 C88 C89 123.0(13) . . ?
C93 C88 C87 105.4(9) . . ?
C89 C88 C87 131.5(10) . . ?
C88 C89 C90 116.3(10) . . ?
C88 C89 H89 121.9 . . ?
C90 C89 H89 121.9 . . ?
C91 C90 C89 120.7(8) . . ?
C91 C90 H90 119.7 . . ?
C89 C90 H90 119.7 . . ?
C92 C91 C90 122.4(8) . . ?
C92 C91 H91 118.8 . . ?
C90 C91 H91 118.8 . . ?
C91 C92 C93 117.7(10) . . ?
C91 C92 H92 121.2 . . ?
C93 C92 H92 121.2 . . ?
C88 C93 C92 119.9(13) . . ?
C88 C93 O12 103.3(9) . . ?
C92 C93 O12 136.8(9) . . ?
C186 O112 C193 112.8(8) . . ?
O112 C186 C187 108.4(9) . . ?
O112 C186 C75 142.7(9) . . ?
C187 C186 C75 108.9(10) . . ?
C186 C187 C188 108.7(11) . . ?
C186 C187 H187 125.6 . . ?
C188 C187 H187 125.6 . . ?
C193 C188 C189 127.3(19) . . ?
C193 C188 C187 109.1(13) . . ?
C189 C188 C187 123.6(13) . . ?
C188 C189 C190 115.0(14) . . ?
C188 C189 H189 122.5 . . ?
C190 C189 H189 122.5 . . ?
C191 C190 C189 120.2(12) . . ?
C191 C190 H190 119.9 . . ?
C189 C190 H190 119.9 . . ?
C190 C191 C192 123.6(11) . . ?
C190 C191 H191 118.2 . . ?
C192 C191 H191 118.2 . . ?
C191 C192 C193 118.6(13) . . ?
C191 C192 H192 120.7 . . ?
C193 C192 H192 120.7 . . ?
C188 C193 C192 115.3(18) . . ?
C188 C193 O112 100.9(12) . . ?
C192 C193 O112 143.7(13) . . ?
C80 C94 C96 114.0(2) . . ?
C80 C94 C95 110.3(2) . . ?
C96 C94 C95 109.5(3) . . ?
C80 C94 H94 107.6 . . ?
C96 C94 H94 107.6 . . ?
C95 C94 H94 107.6 . . ?
C94 C95 H95A 109.5 . . ?
C94 C95 H95B 109.5 . . ?
H95A C95 H95B 109.5 . . ?
C94 C95 H95C 109.5 . . ?
H95A C95 H95C 109.5 . . ?
H95B C95 H95C 109.5 . . ?
C94 C96 H96A 109.5 . . ?
C94 C96 H96B 109.5 . . ?
H96A C96 H96B 109.5 . . ?
C94 C96 H96C 109.5 . . ?
H96A C96 H96C 109.5 . . ?
H96B C96 H96C 109.5 . . ?

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
C10 C1 C2 C3 0.1(3) . . . . ?
C11 C1 C2 C3 -178.5(2) . . . . ?
C10 C1 C2 C13 -177.2(2) . . . . ?
C11 C1 C2 C13 4.2(4) . . . . ?
C1 C2 C3 C4 -0.9(3) . . . . ?
C13 C2 C3 C4 176.4(2) . . . . ?
C1 C2 C3 C114 -176.3(8) . . . . ?
C13 C2 C3 C114 1.1(9) . . . . ?
C1 C2 C3 C14 172.6(6) . . . . ?
C13 C2 C3 C14 -10.0(7) . . . . ?
C2 C3 C4 C5 -176.6(2) . . . . ?
C114 C3 C4 C5 -0.4(8) . . . . ?
C14 C3 C4 C5 11.1(8) . . . . ?
C2 C3 C4 C10 1.4(3) . . . . ?
C114 C3 C4 C10 177.6(7) . . . . ?
C14 C3 C4 C10 -170.9(7) . . . . ?
C3 C4 C5 C6 179.3(3) . . . . ?
C10 C4 C5 C6 1.7(5) . . . . ?
C4 C5 C6 C7 3.7(5) . . . . ?
C5 C6 C7 C8 -0.6(5) . . . . ?
C6 C7 C8 C9 -4.9(5) . . . . ?
C6 C7 C8 C22 174.7(3) . . . . ?
C7 C8 C9 C10 2.4(5) . . . . ?
C22 C8 C9 C10 -177.2(3) . . . . ?
C8 C9 C10 C1 -180.0(3) . . . . ?
C8 C9 C10 C4 5.5(5) . . . . ?
C2 C1 C10 C9 -174.7(2) . . . . ?
C11 C1 C10 C9 3.9(4) . . . . ?
C2 C1 C10 C4 0.8(3) . . . . ?
C11 C1 C10 C4 179.4(2) . . . . ?
C5 C4 C10 C9 -8.0(4) . . . . ?
C3 C4 C10 C9 174.1(3) . . . . ?
C5 C4 C10 C1 176.7(2) . . . . ?
C3 C4 C10 C1 -1.3(3) . . . . ?
C12 O2 C11 O1 -0.1(4) . . . . ?
C12 O2 C11 C1 179.8(2) . . . . ?
C10 C1 C11 O1 16.6(4) . . . . ?
C2 C1 C11 O1 -165.0(3) . . . . ?
C10 C1 C11 O2 -163.2(2) . . . . ?
C2 C1 C11 O2 15.2(4) . . . . ?
C21 O3 C14 C15 -3.1(17) . . . . ?
C21 O3 C14 C3 -176.0(13) . . . . ?
C2 C3 C14 C15 149.6(12) . . . . ?
C4 C3 C14 C15 -38.6(15) . . . . ?
C2 C3 C14 O3 -38.1(15) . . . . ?
C4 C3 C14 O3 133.6(11) . . . . ?
O3 C14 C15 C16 1(2) . . . . ?
C3 C14 C15 C16 174.8(14) . . . . ?
C14 C15 C16 C21 2(2) . . . . ?
C14 C15 C16 C17 -179.8(19) . . . . ?
C21 C16 C17 C18 0(3) . . . . ?
C15 C16 C17 C18 -178.3(19) . . . . ?
C16 C17 C18 C19 -2(2) . . . . ?
C17 C18 C19 C20 2.8(18) . . . . ?
C18 C19 C20 C21 -2.0(19) . . . . ?
C15 C16 C21 C20 179.5(17) . . . . ?
C17 C16 C21 C20 1(3) . . . . ?
C15 C16 C21 O3 -3.4(19) . . . . ?
C17 C16 C21 O3 178.2(18) . . . . ?
C19 C20 C21 C16 0(2) . . . . ?
C19 C20 C21 O3 -175.6(19) . . . . ?
C14 O3 C21 C16 4.1(17) . . . . ?
C14 O3 C21 C20 -180(2) . . . . ?
C121 O103 C114 C115 0(2) . . . . ?
C121 O103 C114 C3 180(2) . . . . ?
C2 C3 C114 O103 138.6(19) . . . . ?
C4 C3 C114 O103 -36(3) . . . . ?
C2 C3 C114 C115 -41.6(18) . . . . ?
C4 C3 C114 C115 143.3(13) . . . . ?
O103 C114 C115 C116 -1(2) . . . . ?
C3 C114 C115 C116 179.6(18) . . . . ?
C114 C115 C116 C121 1(3) . . . . ?
C114 C115 C116 C117 178(2) . . . . ?
C121 C116 C117 C118 -2(3) . . . . ?
C115 C116 C117 C118 -178(2) . . . . ?
C116 C117 C118 C119 3(2) . . . . ?
C117 C118 C119 C120 -5(3) . . . . ?
C118 C119 C120 C121 6(3) . . . . ?
C115 C116 C121 C120 180(2) . . . . ?
C117 C116 C121 C120 2(4) . . . . ?
C115 C116 C121 O103 -1(3) . . . . ?
C117 C116 C121 O103 -178(2) . . . . ?
C119 C120 C121 C116 -4(3) . . . . ?
C119 C120 C121 O103 176(3) . . . . ?
C114 O103 C121 C116 1(2) . . . . ?
C114 O103 C121 C120 180(3) . . . . ?
C9 C8 C22 C24 97.5(4) . . . . ?
C7 C8 C22 C24 -82.1(4) . . . . ?
C9 C8 C22 C23 -26.3(4) . . . . ?
C7 C8 C22 C23 154.1(3) . . . . ?
C34 C25 C26 C27 -0.1(3) . . . . ?
C35 C25 C26 C27 -179.7(2) . . . . ?
C34 C25 C26 C37 177.1(2) . . . . ?
C35 C25 C26 C37 -2.6(4) . . . . ?
C25 C26 C27 C28 -1.4(3) . . . . ?
C37 C26 C27 C28 -178.6(2) . . . . ?
C25 C26 C27 C38 -180.0(2) . . . . ?
C37 C26 C27 C38 2.8(4) . . . . ?
C26 C27 C28 C29 -173.3(2) . . . . ?
C38 C27 C28 C29 5.2(4) . . . . ?
C26 C27 C28 C34 2.2(3) . . . . ?
C38 C27 C28 C34 -179.3(2) . . . . ?
C27 C28 C29 C30 178.0(2) . . . . ?
C34 C28 C29 C30 3.3(4) . . . . ?
C28 C29 C30 C31 4.2(5) . . . . ?
C29 C30 C31 C32 -2.5(5) . . . . ?
C30 C31 C32 C33 -4.4(5) . . . . ?
C30 C31 C32 C46 176.6(3) . . . . ?
C31 C32 C33 C34 4.0(4) . . . . ?
C46 C32 C33 C34 -177.0(2) . . . . ?
C32 C33 C34 C25 -178.4(2) . . . . ?
C32 C33 C34 C28 4.5(4) . . . . ?
C26 C25 C34 C33 -176.2(2) . . . . ?
C35 C25 C34 C33 3.4(4) . . . . ?
C26 C25 C34 C28 1.4(3) . . . . ?
C35 C25 C34 C28 -178.9(2) . . . . ?
C29 C28 C34 C33 -9.2(4) . . . . ?
C27 C28 C34 C33 175.3(2) . . . . ?
C29 C28 C34 C25 173.2(2) . . . . ?
C27 C28 C34 C25 -2.2(3) . . . . ?
C36 O5 C35 O4 -4.5(4) . . . . ?
C36 O5 C35 C25 176.7(2) . . . . ?
C26 C25 C35 O4 169.3(3) . . . . ?
C34 C25 C35 O4 -10.3(4) . . . . ?
C26 C25 C35 O5 -12.1(4) . . . . ?
C34 C25 C35 O5 168.4(2) . . . . ?
C45 O6 C38 C39 -1.2(3) . . . . ?
C45 O6 C38 C27 176.3(2) . . . . ?
C26 C27 C38 C39 33.6(4) . . . . ?
C28 C27 C38 C39 -144.7(3) . . . . ?
C26 C27 C38 O6 -143.3(2) . . . . ?
C28 C27 C38 O6 38.4(4) . . . . ?
O6 C38 C39 C40 1.6(3) . . . . ?
C27 C38 C39 C40 -175.5(3) . . . . ?
C38 C39 C40 C45 -1.2(3) . . . . ?
C38 C39 C40 C41 178.3(3) . . . . ?
C45 C40 C41 C42 0.8(4) . . . . ?
C39 C40 C41 C42 -178.7(3) . . . . ?
C40 C41 C42 C43 -0.9(4) . . . . ?
C41 C42 C43 C44 0.3(5) . . . . ?
C42 C43 C44 C45 0.4(4) . . . . ?
C43 C44 C45 O6 178.3(3) . . . . ?
C43 C44 C45 C40 -0.4(4) . . . . ?
C38 O6 C45 C44 -178.5(3) . . . . ?
C38 O6 C45 C40 0.4(3) . . . . ?
C41 C40 C45 C44 -0.2(4) . . . . ?
C39 C40 C45 C44 179.4(3) . . . . ?
C41 C40 C45 O6 -179.1(2) . . . . ?
C39 C40 C45 O6 0.5(3) . . . . ?
C31 C32 C46 C47 119.7(3) . . . . ?
C33 C32 C46 C47 -59.4(3) . . . . ?
C31 C32 C46 C48 -115.4(3) . . . . ?
C33 C32 C46 C48 65.6(3) . . . . ?
C58 C49 C50 C51 0.7(3) . . . . ?
C59 C49 C50 C51 -179.1(2) . . . . ?
C58 C49 C50 C61 -176.6(2) . . . . ?
C59 C49 C50 C61 3.7(4) . . . . ?
C49 C50 C51 C52 1.3(3) . . . . ?
C61 C50 C51 C52 178.6(2) . . . . ?
C49 C50 C51 C62 180.0(2) . . . . ?
C61 C50 C51 C62 -2.7(4) . . . . ?
C50 C51 C52 C53 172.8(2) . . . . ?
C62 C51 C52 C53 -5.9(4) . . . . ?
C50 C51 C52 C58 -2.6(3) . . . . ?
C62 C51 C52 C58 178.7(2) . . . . ?
C51 C52 C53 C54 -178.5(2) . . . . ?
C58 C52 C53 C54 -4.1(4) . . . . ?
C52 C53 C54 C55 -4.0(5) . . . . ?
C53 C54 C55 C56 2.8(5) . . . . ?
C54 C55 C56 C57 4.5(4) . . . . ?
C54 C55 C56 C70 -176.6(3) . . . . ?
C55 C56 C57 C58 -4.8(4) . . . . ?
C70 C56 C57 C58 176.3(3) . . . . ?
C56 C57 C58 C49 178.4(3) . . . . ?
C56 C57 C58 C52 -3.9(4) . . . . ?
C50 C49 C58 C57 175.9(2) . . . . ?
C59 C49 C58 C57 -4.3(4) . . . . ?
C50 C49 C58 C52 -2.2(3) . . . . ?
C59 C49 C58 C52 177.5(2) . . . . ?
C53 C52 C58 C57 9.5(4) . . . . ?
C51 C52 C58 C57 -175.2(2) . . . . ?
C53 C52 C58 C49 -172.4(2) . . . . ?
C51 C52 C58 C49 2.9(3) . . . . ?
C60 O8 C59 O7 4.5(4) . . . . ?
C60 O8 C59 C49 -177.0(2) . . . . ?
C50 C49 C59 O7 -171.5(3) . . . . ?
C58 C49 C59 O7 8.8(4) . . . . ?
C50 C49 C59 O8 10.0(4) . . . . ?
C58 C49 C59 O8 -169.6(2) . . . . ?
C69 O9 C62 C63 1.3(3) . . . . ?
C69 O9 C62 C51 -175.8(2) . . . . ?
C50 C51 C62 C63 -32.2(4) . . . . ?
C52 C51 C62 C63 146.3(3) . . . . ?
C50 C51 C62 O9 144.2(2) . . . . ?
C52 C51 C62 O9 -37.3(4) . . . . ?
O9 C62 C63 C64 -1.5(3) . . . . ?
C51 C62 C63 C64 175.1(3) . . . . ?
C62 C63 C64 C69 1.1(3) . . . . ?
C62 C63 C64 C65 -177.9(3) . . . . ?
C69 C64 C65 C66 -1.0(4) . . . . ?
C63 C64 C65 C66 177.9(3) . . . . ?
C64 C65 C66 C67 1.6(4) . . . . ?
C65 C66 C67 C68 -0.6(5) . . . . ?
C66 C67 C68 C69 -1.0(5) . . . . ?
C67 C68 C69 O9 -177.9(3) . . . . ?
C67 C68 C69 C64 1.6(4) . . . . ?
C62 O9 C69 C68 178.9(3) . . . . ?
C62 O9 C69 C64 -0.6(3) . . . . ?
C65 C64 C69 C68 -0.6(4) . . . . ?
C63 C64 C69 C68 -179.8(3) . . . . ?
C65 C64 C69 O9 178.9(2) . . . . ?
C63 C64 C69 O9 -0.3(3) . . . . ?
C55 C56 C70 C72 -117.2(3) . . . . ?
C57 C56 C70 C72 61.8(3) . . . . ?
C55 C56 C70 C71 118.1(3) . . . . ?
C57 C56 C70 C71 -62.9(3) . . . . ?
C82 C73 C74 C75 0.1(3) . . . . ?
C83 C73 C74 C75 178.6(2) . . . . ?
C82 C73 C74 C85 178.1(2) . . . . ?
C83 C73 C74 C85 -3.4(4) . . . . ?
C73 C74 C75 C76 0.8(3) . . . . ?
C85 C74 C75 C76 -177.1(2) . . . . ?
C73 C74 C75 C86 -175.2(5) . . . . ?
C85 C74 C75 C86 6.8(6) . . . . ?
C73 C74 C75 C186 177.2(8) . . . . ?
C85 C74 C75 C186 -0.8(9) . . . . ?
C74 C75 C76 C77 176.9(2) . . . . ?
C86 C75 C76 C77 -7.8(7) . . . . ?
C186 C75 C76 C77 -0.2(7) . . . . ?
C74 C75 C76 C82 -1.4(3) . . . . ?
C86 C75 C76 C82 173.9(6) . . . . ?
C186 C75 C76 C82 -178.5(7) . . . . ?
C75 C76 C77 C78 -179.9(3) . . . . ?
C82 C76 C77 C78 -1.9(5) . . . . ?
C76 C77 C78 C79 -3.9(5) . . . . ?
C77 C78 C79 C80 0.8(5) . . . . ?
C78 C79 C80 C81 5.4(5) . . . . ?
C78 C79 C80 C94 -173.2(3) . . . . ?
C79 C80 C81 C82 -3.6(5) . . . . ?
C94 C80 C81 C82 175.0(3) . . . . ?
C80 C81 C82 C73 -179.0(3) . . . . ?
C80 C81 C82 C76 -4.6(5) . . . . ?
C74 C73 C82 C81 174.4(2) . . . . ?
C83 C73 C82 C81 -4.2(4) . . . . ?
C74 C73 C82 C76 -1.0(3) . . . . ?
C83 C73 C82 C76 -179.6(2) . . . . ?
C77 C76 C82 C81 7.9(4) . . . . ?
C75 C76 C82 C81 -173.8(2) . . . . ?
C77 C76 C82 C73 -176.8(2) . . . . ?
C75 C76 C82 C73 1.5(3) . . . . ?
C84 O11 C83 O10 -0.5(4) . . . . ?
C84 O11 C83 C73 180.0(2) . . . . ?
C74 C73 C83 O10 165.2(3) . . . . ?
C82 C73 C83 O10 -16.5(4) . . . . ?
C74 C73 C83 O11 -15.2(4) . . . . ?
C82 C73 C83 O11 163.1(2) . . . . ?
C93 O12 C86 C87 4.3(13) . . . . ?
C93 O12 C86 C75 175.6(11) . . . . ?
C74 C75 C86 C87 -152.7(9) . . . . ?
C76 C75 C86 C87 32.4(13) . . . . ?
C74 C75 C86 O12 36.9(12) . . . . ?
C76 C75 C86 O12 -138.0(8) . . . . ?
O12 C86 C87 C88 -4.0(14) . . . . ?
C75 C86 C87 C88 -176.5(11) . . . . ?
C86 C87 C88 C93 2.2(17) . . . . ?
C86 C87 C88 C89 -178.5(16) . . . . ?
C93 C88 C89 C90 0(2) . . . . ?
C87 C88 C89 C90 -179.1(15) . . . . ?
C88 C89 C90 C91 1.1(15) . . . . ?
C89 C90 C91 C92 -0.8(14) . . . . ?
C90 C91 C92 C93 -0.6(16) . . . . ?
C89 C88 C93 C92 -1(2) . . . . ?
C87 C88 C93 C92 177.8(14) . . . . ?
C89 C88 C93 O12 -179.0(14) . . . . ?
C87 C88 C93 O12 0.3(16) . . . . ?
C91 C92 C93 C88 2(2) . . . . ?
C91 C92 C93 O12 178.2(15) . . . . ?
C86 O12 C93 C88 -2.8(15) . . . . ?
C86 O12 C93 C92 -179.6(17) . . . . ?
C193 O112 C186 C187 -0.3(19) . . . . ?
C193 O112 C186 C75 177.1(19) . . . . ?
C74 C75 C186 O112 -136.9(16) . . . . ?
C76 C75 C186 O112 39(2) . . . . ?
C74 C75 C186 C187 40.5(15) . . . . ?
C76 C75 C186 C187 -143.4(11) . . . . ?
O112 C186 C187 C188 2(2) . . . . ?
C75 C186 C187 C188 -176.1(15) . . . . ?
C186 C187 C188 C193 -3(2) . . . . ?
C186 C187 C188 C189 178(2) . . . . ?
C193 C188 C189 C190 -2(3) . . . . ?
C187 C188 C189 C190 176.4(19) . . . . ?
C188 C189 C190 C191 1(2) . . . . ?
C189 C190 C191 C192 0(2) . . . . ?
C190 C191 C192 C193 -2(2) . . . . ?
C189 C188 C193 C192 1(4) . . . . ?
C187 C188 C193 C192 -177.7(19) . . . . ?
C189 C188 C193 O112 -178(2) . . . . ?
C187 C188 C193 O112 3(2) . . . . ?
C191 C192 C193 C188 1(3) . . . . ?
C191 C192 C193 O112 180(3) . . . . ?
C186 O112 C193 C188 -2(2) . . . . ?
C186 O112 C193 C192 179(3) . . . . ?
C79 C80 C94 C96 -131.9(3) . . . . ?
C81 C80 C94 C96 49.4(4) . . . . ?
C79 C80 C94 C95 104.4(3) . . . . ?
C81 C80 C94 C95 -74.4(3) . . . . ?

_refine_diff_density_max         0.981
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.093

