# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1851361'
_audit_update_record             
;
2018-06-25 deposited with the CCDC.
2018-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H23 O3'
_chemical_formula_weight         395.45

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                   9.8049(9)
_cell_length_b                   9.8109(10)
_cell_length_c                   11.3980(12)
_cell_angle_alpha                87.971(4)
_cell_angle_beta                 75.802(4)
_cell_angle_gamma                85.937(4)
_cell_volume                     1060.08(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9882
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      27.40

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_F_000             418
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48875
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.466
_diffrn_reflns_theta_max         27.973
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5052
_reflns_number_gt                3935
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0780P)²+0.4851P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5052
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1761
_refine_ls_wR_factor_gt          0.1658
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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
O2 O 0.37181(14) 0.53601(12) 0.31906(11) 0.0407(3) Uani 1 1 d . . . . .
O1 O 0.2457(2) 0.76179(17) 0.04062(17) 0.0789(6) Uani 1 1 d . . . . .
O3 O 0.93752(17) 0.15155(18) 0.36824(17) 0.0706(5) Uani 1 1 d . . . . .
C4 C 0.30617(17) 0.42239(17) 0.17744(15) 0.0344(4) Uani 1 1 d . . . . .
C3 C 0.30338(17) 0.56719(17) 0.14681(15) 0.0354(4) Uani 1 1 d . . . . .
C22 C 0.26874(19) 0.30825(17) 0.49000(16) 0.0391(4) Uani 1 1 d . . . . .
C8 C 0.26208(18) 0.30898(17) 0.11529(15) 0.0359(4) Uani 1 1 d . . . . .
C15 C 0.51949(19) 0.25184(17) 0.36192(15) 0.0374(4) Uani 1 1 d . . . . .
C5 C 0.34815(19) 0.40968(17) 0.28198(15) 0.0370(4) Uani 1 1 d . . . . .
C14 C 0.36621(19) 0.28898(17) 0.36283(16) 0.0381(4) Uani 1 1 d . . . . .
C20 C 0.6070(2) 0.34563(18) 0.38885(16) 0.0403(4) Uani 1 1 d . . . . .
H20 H 0.5712 0.4349 0.4066 0.048 Uiso 1 1 calc R U . . .
C6 C 0.34391(19) 0.63048(17) 0.23636(16) 0.0384(4) Uani 1 1 d . . . . .
C2 C 0.27378(19) 0.6399(2) 0.03917(17) 0.0428(4) Uani 1 1 d . . . . .
C19 C 0.7448(2) 0.30970(19) 0.38986(17) 0.0450(4) Uani 1 1 d . . . . .
H19 H 0.8010 0.3744 0.4082 0.054 Uiso 1 1 calc R U . . .
C9 C 0.1229(2) 0.3063(2) 0.10794(19) 0.0489(5) Uani 1 1 d . . . . .
H9 H 0.0575 0.3760 0.1422 0.059 Uiso 1 1 calc R U . . .
C27 C 0.3167(2) 0.2915(2) 0.59410(17) 0.0463(4) Uani 1 1 d . . . . .
H27 H 0.4121 0.2708 0.5884 0.056 Uiso 1 1 calc R U . . .
C13 C 0.3566(2) 0.2031(2) 0.0647(2) 0.0500(5) Uani 1 1 d . . . . .
H13 H 0.4503 0.2030 0.0684 0.060 Uiso 1 1 calc R U . . .
C7 C 0.3635(3) 0.7747(2) 0.2601(2) 0.0547(5) Uani 1 1 d . . . . .
H7A H 0.3412 0.8327 0.1968 0.082 Uiso 1 1 calc R U . . .
H7B H 0.3023 0.8010 0.3364 0.082 Uiso 1 1 calc R U . . .
H7C H 0.4597 0.7837 0.2623 0.082 Uiso 1 1 calc R U . . .
C23 C 0.1260(2) 0.3390(2) 0.5016(2) 0.0589(6) Uani 1 1 d . . . . .
H23 H 0.0915 0.3508 0.4325 0.071 Uiso 1 1 calc R U . . .
C16 C 0.5775(2) 0.1209(2) 0.3356(2) 0.0554(5) Uani 1 1 d . . . . .
H16 H 0.5217 0.0561 0.3169 0.066 Uiso 1 1 calc R U . . .
C18 C 0.7999(2) 0.1776(2) 0.36369(18) 0.0488(5) Uani 1 1 d . . . . .
C26 C 0.2240(3) 0.3051(2) 0.70730(19) 0.0573(5) Uani 1 1 d . . . . .
H26 H 0.2577 0.2935 0.7767 0.069 Uiso 1 1 calc R U . . .
C10 C 0.0805(2) 0.2009(2) 0.0502(2) 0.0601(6) Uani 1 1 d . . . . .
H10 H -0.0126 0.2010 0.0448 0.072 Uiso 1 1 calc R U . . .
C17 C 0.7157(3) 0.0828(2) 0.3362(2) 0.0628(6) Uani 1 1 d . . . . .
H17 H 0.7518 -0.0063 0.3181 0.075 Uiso 1 1 calc R U . . .
C11 C 0.1753(3) 0.0967(2) 0.0011(2) 0.0615(6) Uani 1 1 d . . . . .
H11 H 0.1466 0.0258 -0.0372 0.074 Uiso 1 1 calc R U . . .
C1 C 0.2831(3) 0.5622(3) -0.07284(19) 0.0652(6) Uani 1 1 d . . . . .
H1A H 0.3062 0.4672 -0.0587 0.098 Uiso 1 1 calc R U . . .
H1B H 0.1941 0.5720 -0.0943 0.098 Uiso 1 1 calc R U . . .
H1C H 0.3550 0.5972 -0.1377 0.098 Uiso 1 1 calc R U . . .
C25 C 0.0836(3) 0.3356(3) 0.7171(2) 0.0667(6) Uani 1 1 d . . . . .
H25 H 0.0216 0.3449 0.7929 0.080 Uiso 1 1 calc R U . . .
C12 C 0.3127(3) 0.0973(2) 0.0086(2) 0.0617(6) Uani 1 1 d . . . . .
H12 H 0.3769 0.0261 -0.0242 0.074 Uiso 1 1 calc R U . . .
C24 C 0.0344(3) 0.3525(3) 0.6142(3) 0.0728(7) Uani 1 1 d . . . . .
H24 H -0.0611 0.3731 0.6206 0.087 Uiso 1 1 calc R U . . .
C21 C 1.0006(3) 0.0189(3) 0.3381(3) 0.0910(9) Uani 1 1 d . . . . .
H21A H 1.0965 0.0144 0.3449 0.137 Uiso 1 1 calc R U . . .
H21B H 0.9493 -0.0472 0.3924 0.137 Uiso 1 1 calc R U . . .
H21C H 0.9987 -0.0004 0.2565 0.137 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
O2 C6 1.361(2) . ?
O2 C5 1.376(2) . ?
O1 C2 1.208(2) . ?
O3 C18 1.369(3) . ?
O3 C21 1.417(3) . ?
C4 C5 1.352(2) . ?
C4 C3 1.451(2) . ?
C4 C8 1.484(2) . ?
C3 C6 1.365(2) . ?
C3 C2 1.477(2) . ?
C22 C27 1.380(3) . ?
C22 C23 1.386(3) . ?
C22 C14 1.538(3) . ?
C8 C13 1.383(3) . ?
C8 C9 1.390(3) . ?
C15 C16 1.380(3) . ?
C15 C20 1.392(2) . ?
C15 C14 1.519(2) . ?
C5 C14 1.502(2) . ?
C20 C19 1.375(3) . ?
C20 H20 0.9300 . ?
C6 C7 1.484(3) . ?
C2 C1 1.491(3) . ?
C19 C18 1.382(3) . ?
C19 H19 0.9300 . ?
C9 C10 1.384(3) . ?
C9 H9 0.9300 . ?
C27 C26 1.389(3) . ?
C27 H27 0.9300 . ?
C13 C12 1.384(3) . ?
C13 H13 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C23 C24 1.379(3) . ?
C23 H23 0.9300 . ?
C16 C17 1.382(3) . ?
C16 H16 0.9300 . ?
C18 C17 1.378(3) . ?
C26 C25 1.366(3) . ?
C26 H26 0.9300 . ?
C10 C11 1.368(4) . ?
C10 H10 0.9300 . ?
C17 H17 0.9300 . ?
C11 C12 1.371(3) . ?
C11 H11 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C25 C24 1.374(4) . ?
C25 H25 0.9300 . ?
C12 H12 0.9300 . ?
C24 H24 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

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
C6 O2 C5 107.67(13) . . ?
C18 O3 C21 117.9(2) . . ?
C5 C4 C3 106.12(14) . . ?
C5 C4 C8 125.11(15) . . ?
C3 C4 C8 128.61(15) . . ?
C6 C3 C4 106.32(14) . . ?
C6 C3 C2 123.42(16) . . ?
C4 C3 C2 130.14(16) . . ?
C27 C22 C23 118.24(18) . . ?
C27 C22 C14 122.67(16) . . ?
C23 C22 C14 119.05(17) . . ?
C13 C8 C9 118.30(17) . . ?
C13 C8 C4 121.48(16) . . ?
C9 C8 C4 120.21(16) . . ?
C16 C15 C20 116.99(17) . . ?
C16 C15 C14 120.60(16) . . ?
C20 C15 C14 122.41(15) . . ?
C4 C5 O2 110.10(14) . . ?
C4 C5 C14 132.56(15) . . ?
O2 C5 C14 117.28(14) . . ?
C5 C14 C15 112.83(14) . . ?
C5 C14 C22 110.73(15) . . ?
C15 C14 C22 114.21(14) . . ?
C19 C20 C15 121.70(17) . . ?
C19 C20 H20 119.2 . . ?
C15 C20 H20 119.2 . . ?
O2 C6 C3 109.79(15) . . ?
O2 C6 C7 116.10(15) . . ?
C3 C6 C7 134.12(16) . . ?
O1 C2 C3 120.46(18) . . ?
O1 C2 C1 120.12(18) . . ?
C3 C2 C1 119.39(17) . . ?
C20 C19 C18 120.05(18) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C10 C9 C8 120.7(2) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C22 C27 C26 120.7(2) . . ?
C22 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C8 C13 C12 120.52(19) . . ?
C8 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C24 C23 C22 120.8(2) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C15 C16 C17 122.18(19) . . ?
C15 C16 H16 118.9 . . ?
C17 C16 H16 118.9 . . ?
O3 C18 C17 124.89(19) . . ?
O3 C18 C19 115.65(19) . . ?
C17 C18 C19 119.46(19) . . ?
C25 C26 C27 120.3(2) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C11 C10 C9 120.2(2) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C18 C17 C16 119.62(19) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C10 C11 C12 119.78(19) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C26 C25 C24 119.6(2) . . ?
C26 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
C11 C12 C13 120.5(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C25 C24 C23 120.4(2) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_refine_diff_density_max         0.677
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_ysr29_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1863704'
_audit_update_record             
;
2018-08-24 deposited with the CCDC.
2018-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H26 O3'
_chemical_formula_weight         410.49

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9166(11)
_cell_length_b                   10.0554(13)
_cell_length_c                   12.1593(15)
_cell_angle_alpha                106.883(5)
_cell_angle_beta                 98.953(5)
_cell_angle_gamma                94.007(5)
_cell_volume                     1137.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    7918
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      22.89

_exptl_crystal_description       needle
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             436
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            46763
_diffrn_reflns_av_R_equivalents  0.1088
_diffrn_reflns_av_sigmaI/netI    0.0615
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.32
_diffrn_reflns_theta_max         27.65
_reflns_number_total             5243
_reflns_number_gt                2905
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0690P)²+0.4119P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5243
_refine_ls_number_parameters     287
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1298
_refine_ls_R_factor_gt           0.0607
_refine_ls_wR_factor_ref         0.1611
_refine_ls_wR_factor_gt          0.1322
_refine_ls_goodness_of_fit_ref   0.956
_refine_ls_restrained_S_all      0.956
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.61987(15) 0.20734(14) 0.61257(13) 0.0563(4) Uani 1 1 d . . .
O1 O 0.81236(17) 0.1714(2) 0.11372(14) 0.0696(5) Uani 1 1 d . . .
O3 O 0.41579(19) 0.3711(2) 0.90623(14) 0.0840(6) Uani 1 1 d . . .
C17 C 0.64201(19) 0.5915(2) 0.73428(17) 0.0394(5) Uani 1 1 d . . .
C16 C 0.6118(2) 0.4384(2) 0.70089(17) 0.0403(5) Uani 1 1 d . . .
C8 C 0.8177(2) 0.3567(2) 0.60324(19) 0.0458(5) Uani 1 1 d . . .
C23 C 0.4888(2) 0.3615(2) 0.72757(16) 0.0416(5) Uani 1 1 d . . .
C9 C 0.9153(2) 0.2847(2) 0.67004(19) 0.0479(5) Uani 1 1 d . . .
C4 C 0.8152(2) 0.30886(19) 0.47185(18) 0.0418(5) Uani 1 1 d . . .
C2A C 0.9398(2) 0.2781(2) 0.31235(19) 0.0502(6) Uani 1 1 d . . .
H2A H 1.0226 0.2879 0.2869 0.060 Uiso 1 1 calc R . .
C15B C 0.6804(2) 0.3446(2) 0.63826(18) 0.0450(5) Uani 1 1 d . . .
C1C C 0.8210(2) 0.2213(2) 0.23272(18) 0.0471(5) Uani 1 1 d . . .
C3D C 0.9361(2) 0.3205(2) 0.42999(19) 0.0495(5) Uani 1 1 d . . .
H3D H 1.0174 0.3582 0.4831 0.059 Uiso 1 1 calc R . .
C18E C 0.6687(2) 0.6557(2) 0.6521(2) 0.0508(5) Uani 1 1 d . . .
H18E H 0.6685 0.6007 0.5759 0.061 Uiso 1 1 calc R . .
C22F C 0.6412(2) 0.6767(2) 0.84677(19) 0.0540(6) Uani 1 1 d . . .
H22F H 0.6218 0.6369 0.9036 0.065 Uiso 1 1 calc R . .
C27G C 0.5099(2) 0.3563(2) 0.85438(19) 0.0522(6) Uani 1 1 d . . .
C24H C 0.4969(2) 0.2130(2) 0.65352(19) 0.0519(6) Uani 1 1 d . . .
C5I C 0.6965(2) 0.2537(2) 0.3899(2) 0.0529(6) Uani 1 1 d . . .
H5I H 0.6131 0.2467 0.4149 0.063 Uiso 1 1 calc R . .
C6J C 0.6990(2) 0.2091(3) 0.2723(2) 0.0570(6) Uani 1 1 d . . .
H6J H 0.6179 0.1704 0.2190 0.068 Uiso 1 1 calc R . .
C26K C 0.3523(2) 0.4137(3) 0.6959(2) 0.0599(6) Uani 1 1 d . . .
H26A H 0.3407 0.4162 0.6166 0.090 Uiso 1 1 calc R . .
H26B H 0.3514 0.5062 0.7475 0.090 Uiso 1 1 calc R . .
H26C H 0.2786 0.3518 0.7035 0.090 Uiso 1 1 calc R . .
C19L C 0.6954(2) 0.7987(3) 0.6804(3) 0.0678(7) Uani 1 1 d . . .
H19L H 0.7134 0.8392 0.6237 0.081 Uiso 1 1 calc R . .
C21M C 0.6692(3) 0.8210(3) 0.8748(2) 0.0689(8) Uani 1 1 d . . .
H21M H 0.6700 0.8773 0.9507 0.083 Uiso 1 1 calc R . .
C14N C 0.9899(3) 0.3585(3) 0.7794(2) 0.0654(7) Uani 1 1 d . . .
H14N H 0.9828 0.4533 0.8104 0.078 Uiso 1 1 calc R . .
C10O C 0.9292(3) 0.1444(3) 0.6275(2) 0.0639(7) Uani 1 1 d . . .
H10O H 0.8804 0.0920 0.5541 0.077 Uiso 1 1 calc R . .
C20P C 0.6957(3) 0.8813(3) 0.7912(3) 0.0757(8) Uani 1 1 d . . .
H20P H 0.7137 0.9781 0.8103 0.091 Uiso 1 1 calc R . .
C13Q C 1.0751(3) 0.2933(4) 0.8435(3) 0.0796(8) Uani 1 1 d . . .
H13Q H 1.1241 0.3444 0.9172 0.096 Uiso 1 1 calc R . .
C25R C 0.4091(3) 0.1011(3) 0.6298(2) 0.0829(10) Uani 1 1 d . . .
H25A H 0.4286 0.0153 0.5846 0.100 Uiso 1 1 calc R . .
H25B H 0.3272 0.1072 0.6582 0.100 Uiso 1 1 calc R . .
C12S C 1.0873(3) 0.1550(4) 0.7991(3) 0.0804(8) Uani 1 1 d . . .
H12S H 1.1452 0.1115 0.8418 0.097 Uiso 1 1 calc R . .
C11T C 1.0141(3) 0.0807(3) 0.6917(3) 0.0793(8) Uani 1 1 d . . .
H11T H 1.0215 -0.0141 0.6615 0.095 Uiso 1 1 calc R . .
C28U C 0.6459(3) 0.3266(3) 0.9073(2) 0.0811(8) Uani 1 1 d . . .
H28A H 0.7043 0.4132 0.9464 0.122 Uiso 1 1 calc R . .
H28B H 0.6879 0.2699 0.8470 0.122 Uiso 1 1 calc R . .
H28C H 0.6333 0.2776 0.9627 0.122 Uiso 1 1 calc R . .
C7V C 0.9336(3) 0.1844(3) 0.0690(2) 0.0845(9) Uani 1 1 d . . .
H7V1 H 0.9700 0.2813 0.0915 0.127 Uiso 1 1 calc R . .
H7V2 H 0.9134 0.1473 -0.0147 0.127 Uiso 1 1 calc R . .
H7V3 H 1.0001 0.1332 0.0998 0.127 Uiso 1 1 calc R . .
H29 H 0.8504(19) 0.454(2) 0.6303(16) 0.040(5) Uiso 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
O2 C24H 1.386(2) . ?
O2 C15B 1.393(2) . ?
O1 C1C 1.374(3) . ?
O1 C7V 1.407(3) . ?
O3 C27G 1.199(3) . ?
C17 C18E 1.386(3) . ?
C17 C22F 1.389(3) . ?
C17 C16 1.469(3) . ?
C16 C15B 1.328(3) . ?
C16 C23 1.526(3) . ?
C8 C15B 1.496(3) . ?
C8 C9 1.522(3) . ?
C8 C4 1.525(3) . ?
C8 H29 0.95(2) . ?
C23 C26K 1.520(3) . ?
C23 C24H 1.518(3) . ?
C23 C27G 1.540(3) . ?
C9 C14N 1.382(3) . ?
C9 C10O 1.379(3) . ?
C4 C5I 1.382(3) . ?
C4 C3D 1.383(3) . ?
C2A C1C 1.372(3) . ?
C2A C3D 1.376(3) . ?
C2A H2A 0.9300 . ?
C1C C6J 1.380(3) . ?
C3D H3D 0.9300 . ?
C18E C19L 1.374(3) . ?
C18E H18E 0.9300 . ?
C22F C21M 1.388(3) . ?
C22F H22F 0.9300 . ?
C27G C28U 1.491(4) . ?
C24H C25R 1.305(3) . ?
C5I C6J 1.373(3) . ?
C5I H5I 0.9300 . ?
C6J H6J 0.9300 . ?
C26K H26A 0.9600 . ?
C26K H26B 0.9600 . ?
C26K H26C 0.9600 . ?
C19L C20P 1.362(4) . ?
C19L H19L 0.9300 . ?
C21M C20P 1.374(4) . ?
C21M H21M 0.9300 . ?
C14N C13Q 1.386(4) . ?
C14N H14N 0.9300 . ?
C10O C11T 1.374(4) . ?
C10O H10O 0.9300 . ?
C20P H20P 0.9300 . ?
C13Q C12S 1.359(4) . ?
C13Q H13Q 0.9300 . ?
C25R H25A 0.9300 . ?
C25R H25B 0.9300 . ?
C12S C11T 1.361(4) . ?
C12S H12S 0.9300 . ?
C11T H11T 0.9300 . ?
C28U H28A 0.9600 . ?
C28U H28B 0.9600 . ?
C28U H28C 0.9600 . ?
C7V H7V1 0.9600 . ?
C7V H7V2 0.9600 . ?
C7V H7V3 0.9600 . ?

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
C24H O2 C15B 107.31(15) . . ?
C1C O1 C7V 117.77(19) . . ?
C18E C17 C22F 117.8(2) . . ?
C18E C17 C16 120.27(18) . . ?
C22F C17 C16 121.94(19) . . ?
C15B C16 C17 126.70(18) . . ?
C15B C16 C23 108.76(17) . . ?
C17 C16 C23 124.45(16) . . ?
C15B C8 C9 108.41(17) . . ?
C15B C8 C4 115.12(18) . . ?
C9 C8 C4 113.38(16) . . ?
C15B C8 H29 105.8(11) . . ?
C9 C8 H29 107.1(12) . . ?
C4 C8 H29 106.5(12) . . ?
C26K C23 C24H 113.07(18) . . ?
C26K C23 C16 114.18(18) . . ?
C24H C23 C16 100.07(14) . . ?
C26K C23 C27G 110.54(16) . . ?
C24H C23 C27G 105.05(17) . . ?
C16 C23 C27G 113.19(17) . . ?
C14N C9 C10O 117.5(2) . . ?
C14N C9 C8 120.2(2) . . ?
C10O C9 C8 122.3(2) . . ?
C5I C4 C3D 116.98(19) . . ?
C5I C4 C8 123.26(17) . . ?
C3D C4 C8 119.76(19) . . ?
C1C C2A C3D 119.77(19) . . ?
C1C C2A H2A 120.1 . . ?
C3D C2A H2A 120.1 . . ?
C16 C15B O2 113.19(17) . . ?
C16 C15B C8 132.26(18) . . ?
O2 C15B C8 114.04(16) . . ?
C2A C1C O1 125.11(19) . . ?
C2A C1C C6J 119.2(2) . . ?
O1 C1C C6J 115.72(19) . . ?
C2A C3D C4 122.2(2) . . ?
C2A C3D H3D 118.9 . . ?
C4 C3D H3D 118.9 . . ?
C19L C18E C17 121.6(2) . . ?
C19L C18E H18E 119.2 . . ?
C17 C18E H18E 119.2 . . ?
C21M C22F C17 120.3(2) . . ?
C21M C22F H22F 119.9 . . ?
C17 C22F H22F 119.9 . . ?
O3 C27G C28U 121.9(2) . . ?
O3 C27G C23 119.5(2) . . ?
C28U C27G C23 118.58(19) . . ?
C25R C24H O2 121.4(2) . . ?
C25R C24H C23 129.0(2) . . ?
O2 C24H C23 109.59(16) . . ?
C6J C5I C4 121.51(19) . . ?
C6J C5I H5I 119.2 . . ?
C4 C5I H5I 119.2 . . ?
C5I C6J C1C 120.4(2) . . ?
C5I C6J H6J 119.8 . . ?
C1C C6J H6J 119.8 . . ?
C23 C26K H26A 109.5 . . ?
C23 C26K H26B 109.5 . . ?
H26A C26K H26B 109.5 . . ?
C23 C26K H26C 109.5 . . ?
H26A C26K H26C 109.5 . . ?
H26B C26K H26C 109.5 . . ?
C20P C19L C18E 120.2(3) . . ?
C20P C19L H19L 119.9 . . ?
C18E C19L H19L 119.9 . . ?
C20P C21M C22F 120.5(2) . . ?
C20P C21M H21M 119.8 . . ?
C22F C21M H21M 119.8 . . ?
C9 C14N C13Q 121.0(3) . . ?
C9 C14N H14N 119.5 . . ?
C13Q C14N H14N 119.5 . . ?
C11T C10O C9 121.1(3) . . ?
C11T C10O H10O 119.4 . . ?
C9 C10O H10O 119.4 . . ?
C19L C20P C21M 119.7(2) . . ?
C19L C20P H20P 120.2 . . ?
C21M C20P H20P 120.2 . . ?
C12S C13Q C14N 120.3(3) . . ?
C12S C13Q H13Q 119.9 . . ?
C14N C13Q H13Q 119.9 . . ?
C24H C25R H25A 120.0 . . ?
C24H C25R H25B 120.0 . . ?
H25A C25R H25B 120.0 . . ?
C13Q C12S C11T 119.5(3) . . ?
C13Q C12S H12S 120.3 . . ?
C11T C12S H12S 120.3 . . ?
C12S C11T C10O 120.7(3) . . ?
C12S C11T H11T 119.7 . . ?
C10O C11T H11T 119.7 . . ?
C27G C28U H28A 109.5 . . ?
C27G C28U H28B 109.5 . . ?
H28A C28U H28B 109.5 . . ?
C27G C28U H28C 109.5 . . ?
H28A C28U H28C 109.5 . . ?
H28B C28U H28C 109.5 . . ?
O1 C7V H7V1 109.5 . . ?
O1 C7V H7V2 109.5 . . ?
H7V1 C7V H7V2 109.5 . . ?
O1 C7V H7V3 109.5 . . ?
H7V1 C7V H7V3 109.5 . . ?
H7V2 C7V H7V3 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        27.65
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.143
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.040
