# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_PU_collatone
_database_code_depnum_ccdc_archive 'CCDC 2241570'
loop_
_audit_author_name
_audit_author_address
'Thierry ROISNEL'
;CDIFX ISCR CNRS Univ Rennes
France
;
_audit_update_record             
;
2023-02-13 deposited with the CCDC.	2024-02-07 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 02 mai 2022                                              #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C29 H32 O8'
_chemical_formula_sum            'C29 H32 O8'
_chemical_formula_weight         508.54
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_IT_number           61
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   14.8340(12)
_cell_length_b                   12.7431(9)
_cell_length_c                   27.038(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5110.9(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7913
_cell_measurement_theta_min      2.2375
_cell_measurement_theta_max      27.4694
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0433885
_diffrn_orient_matrix_UB_21      0.0526113
_diffrn_orient_matrix_UB_31      0.0388287
_diffrn_orient_matrix_UB_12      0.0017400
_diffrn_orient_matrix_UB_22      0.0409407
_diffrn_orient_matrix_UB_32      -0.0535286
_diffrn_orient_matrix_UB_13      -0.0308033
_diffrn_orient_matrix_UB_23      -0.0157653
_diffrn_orient_matrix_UB_33      -0.0130592


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.060
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             2160
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.852
_exptl_absorpt_correction_T_max  0.994

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

# Software                   : BIS V6.2.15/2021-03-15 && APEX4 2021.10-0       #
# Number of scans            :        3                                        #
# Total number of frames [*] :      302                                        #
# Total length of scans  [*] :   151.00 (deg.)                                 #
# Rotation speed         [*] :  ?                                              #
# Total exposition time  [*] :      1 h  40.7 min.                             #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
#    Scan  Time(s) Width DX(mm) Frames Range 2Theta  Omega    Phi    Chi  T(K) #
#..............................................................................#
#                                                                              #
#  1 Fast     4.0  1.00    34.0   180  180.0    0.0    0.0    0.0   54.7 150.0 #
#  2 Phi     20.0  0.50    34.0   302  151.0    0.1  270.3  176.5   24.0 150.0 #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 CMOS-PHOTON70
_diffrn_detector_area_resol_mean ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0401
_diffrn_reflns_av_r_equivalents  0.0529
_diffrn_reflns_number            27684
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.590
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             5857
_reflns_number_gt                5062
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019_2 (Sheldrick, 2019)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2021)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0479P)²+6.3571P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5857
_refine_ls_number_parameters     355
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0959
_refine_ls_R_factor_gt           0.0840
_refine_ls_wR_factor_ref         0.1758
_refine_ls_wR_factor_gt          0.1704
_refine_ls_goodness_of_fit_ref   1.275
_refine_ls_restrained_S_all      1.275
_refine_ls_shift/su_max          0.033
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.496
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.061

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

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'

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
C1 C 0.38257(15) 0.57029(18) 0.67373(8) 0.0154(5) Uani 1 1 d . . . . .
C2 C 0.35800(16) 0.66227(19) 0.65022(9) 0.0182(5) Uani 1 1 d . . . . .
H2 H 0.400065 0.698964 0.630154 0.022 Uiso 1 1 calc R U . . .
C3 C 0.27052(17) 0.70053(19) 0.65638(9) 0.0203(5) Uani 1 1 d . . . . .
O4 O 0.24014(13) 0.79197(14) 0.63654(7) 0.0287(4) Uani 1 1 d . . . . .
C5 C 0.3006(2) 0.8526(2) 0.60696(13) 0.0398(8) Uani 1 1 d . . . . .
H5A H 0.354156 0.870445 0.626434 0.060 Uiso 1 1 calc R U . . .
H5B H 0.270461 0.917252 0.596298 0.060 Uiso 1 1 calc R U . . .
H5C H 0.318559 0.811869 0.577857 0.060 Uiso 1 1 calc R U . . .
C6 C 0.20769(16) 0.64676(19) 0.68436(9) 0.0207(5) Uani 1 1 d . . . . .
H6 H 0.148174 0.673381 0.687670 0.025 Uiso 1 1 calc R U . . .
C7 C 0.23179(16) 0.55367(18) 0.70763(9) 0.0178(5) Uani 1 1 d . . . . .
C8 C 0.16860(16) 0.49922(19) 0.73913(9) 0.0198(5) Uani 1 1 d . . . . .
H8 H 0.108633 0.524628 0.742118 0.024 Uiso 1 1 calc R U . . .
C9 C 0.19329(15) 0.41420(19) 0.76393(9) 0.0184(5) Uani 1 1 d . . . . .
O10 O 0.27944(11) 0.37327(13) 0.75823(6) 0.0187(4) Uani 1 1 d . . . . .
C11 C 0.34439(16) 0.41740(18) 0.72873(9) 0.0167(5) Uani 1 1 d . . . . .
C12 C 0.32017(16) 0.51316(18) 0.70269(9) 0.0159(5) Uani 1 1 d . . . . .
O13 O 0.41621(11) 0.37164(13) 0.72873(7) 0.0220(4) Uani 1 1 d . . . . .
C14A C 0.14039(16) 0.35442(19) 0.80139(9) 0.0202(5) Uani 0.786(6) 1 d . . P A 1
H14A H 0.077740 0.381194 0.801402 0.024 Uiso 0.786(6) 1 calc R U P A 1
H14B H 0.166253 0.368409 0.834494 0.024 Uiso 0.786(6) 1 calc R U P A 1
C15A C 0.13791(16) 0.23581(19) 0.79321(9) 0.0204(5) Uani 0.786(6) 1 d . . P A 1
H15A H 0.115384 0.221007 0.759457 0.024 Uiso 0.786(6) 1 calc R U P A 1
H15B H 0.199823 0.207334 0.795785 0.024 Uiso 0.786(6) 1 calc R U P A 1
C16A C 0.0778(2) 0.1813(2) 0.83071(10) 0.0306(6) Uani 0.786(6) 1 d . . P A 1
H16A H 0.015656 0.208807 0.827533 0.037 Uiso 0.786(6) 1 calc R U P A 1
H16B H 0.099454 0.197899 0.864445 0.037 Uiso 0.786(6) 1 calc R U P A 1
C17A C 0.0762(3) 0.0627(3) 0.82399(14) 0.0465(9) Uani 0.786(6) 1 d . . P A 1
H17A H 0.050379 0.046781 0.791077 0.056 Uiso 0.786(6) 1 calc R U P A 1
H17B H 0.139151 0.036768 0.824130 0.056 Uiso 0.786(6) 1 calc R U P A 1
C18A C 0.0242(3) 0.0035(3) 0.86208(19) 0.0524(13) Uani 0.786(6) 1 d . . P A 1
H18A H 0.026994 -0.071787 0.854750 0.079 Uiso 0.786(6) 1 calc R U P A 1
H18B H 0.050185 0.016610 0.894821 0.079 Uiso 0.786(6) 1 calc R U P A 1
H18C H -0.038797 0.026647 0.861690 0.079 Uiso 0.786(6) 1 calc R U P A 1
C14B C 0.14039(16) 0.35442(19) 0.80139(9) 0.0202(5) Uani 0.214(6) 1 d . . P A 2
H14C H 0.077740 0.381194 0.801402 0.024 Uiso 0.214(6) 1 calc R U P A 2
H14D H 0.166253 0.368409 0.834494 0.024 Uiso 0.214(6) 1 calc R U P A 2
C15B C 0.13791(16) 0.23581(19) 0.79321(9) 0.0204(5) Uani 0.214(6) 1 d . . P A 2
H15C H 0.115384 0.221007 0.759457 0.024 Uiso 0.214(6) 1 calc R U P A 2
H15D H 0.199823 0.207334 0.795785 0.024 Uiso 0.214(6) 1 calc R U P A 2
C16B C 0.0778(2) 0.1813(2) 0.83071(10) 0.0306(6) Uani 0.214(6) 1 d . . P A 2
H16C H 0.015656 0.208807 0.827533 0.037 Uiso 0.214(6) 1 calc R U P A 2
H16D H 0.099454 0.197899 0.864445 0.037 Uiso 0.214(6) 1 calc R U P A 2
C17B C 0.0762(3) 0.0627(3) 0.82399(14) 0.0465(9) Uani 0.214(6) 1 d . . P A 2
H17C H 0.014827 0.034309 0.829154 0.056 Uiso 0.214(6) 1 calc R U P A 2
H17D H 0.097407 0.042665 0.790572 0.056 Uiso 0.214(6) 1 calc R U P A 2
C18B C 0.1344(12) 0.0275(12) 0.8598(7) 0.0524(13) Uani 0.214(6) 1 d . . P A 2
H18D H 0.137963 -0.049239 0.858372 0.079 Uiso 0.214(6) 1 calc R U P A 2
H18E H 0.194355 0.057436 0.854090 0.079 Uiso 0.214(6) 1 calc R U P A 2
H18F H 0.112398 0.049143 0.892381 0.079 Uiso 0.214(6) 1 calc R U P A 2
O21 O 0.46837(11) 0.53045(13) 0.67051(6) 0.0179(4) Uani 1 1 d . . . . .
C22 C 0.53561(15) 0.59124(18) 0.64847(9) 0.0170(5) Uani 1 1 d . . . . .
C23 C 0.56917(16) 0.68039(19) 0.67272(9) 0.0178(5) Uani 1 1 d . . . . .
O24 O 0.53047(12) 0.70639(14) 0.71582(7) 0.0230(4) Uani 1 1 d D . . . .
H24 H 0.5545(19) 0.7624(18) 0.7286(10) 0.028 Uiso 1 1 d D U . . .
C25 C 0.63939(17) 0.7374(2) 0.65179(9) 0.0219(5) Uani 1 1 d . . . . .
H25 H 0.659974 0.799797 0.667366 0.026 Uiso 1 1 calc R U . . .
C26 C 0.67927(17) 0.7039(2) 0.60857(9) 0.0229(5) Uani 1 1 d . . . . .
O27 O 0.74837(14) 0.76105(17) 0.58987(8) 0.0359(5) Uani 1 1 d D . . . .
H27 H 0.766(2) 0.723(2) 0.5645(10) 0.043 Uiso 1 1 d D U . . .
C28 C 0.64875(17) 0.6121(2) 0.58495(9) 0.0215(5) Uani 1 1 d . . . . .
C29 C 0.69147(19) 0.5768(2) 0.54011(10) 0.0280(6) Uani 1 1 d . . . . .
O30 O 0.75519(16) 0.61950(18) 0.51981(8) 0.0411(6) Uani 1 1 d . . . . .
O31 O 0.65812(14) 0.48927(16) 0.51784(7) 0.0315(5) Uani 1 1 d . . . . .
C32 C 0.58713(18) 0.4326(2) 0.53776(9) 0.0239(5) Uani 1 1 d . . . . .
C33 C 0.54601(17) 0.4623(2) 0.57939(9) 0.0210(5) Uani 1 1 d . . . . .
H33 H 0.497393 0.421873 0.592070 0.025 Uiso 1 1 calc R U . . .
C34 C 0.57512(16) 0.55548(19) 0.60523(9) 0.0184(5) Uani 1 1 d . . . . .
C35A C 0.5675(2) 0.3395(2) 0.50601(10) 0.0288(6) Uani 0.629(5) 1 d . . P B 1
H35A H 0.622853 0.296456 0.503398 0.035 Uiso 0.629(5) 1 calc R U P B 1
H35B H 0.552183 0.364333 0.472346 0.035 Uiso 0.629(5) 1 calc R U P B 1
C36A C 0.4917(2) 0.2707(2) 0.52449(11) 0.0371(7) Uani 0.629(5) 1 d . . P B 1
H36A H 0.436334 0.313464 0.527651 0.045 Uiso 0.629(5) 1 calc R U P B 1
H36B H 0.507383 0.243893 0.557770 0.045 Uiso 0.629(5) 1 calc R U P B 1
C37A C 0.4721(15) 0.1741(15) 0.4889(8) 0.0368(17) Uani 0.629(5) 1 d . . P B 1
H37A H 0.443061 0.199947 0.458247 0.044 Uiso 0.629(5) 1 calc R U P B 1
H37B H 0.529874 0.140621 0.479573 0.044 Uiso 0.629(5) 1 calc R U P B 1
C38A C 0.4108(4) 0.0920(4) 0.5133(2) 0.0438(12) Uani 0.629(5) 1 d . . P B 1
H38A H 0.391689 0.041463 0.487495 0.053 Uiso 0.629(5) 1 calc R U P B 1
H38B H 0.447065 0.052649 0.537772 0.053 Uiso 0.629(5) 1 calc R U P B 1
C39A C 0.3275(5) 0.1323(5) 0.5389(3) 0.0528(15) Uani 0.629(5) 1 d . . P B 1
H39A H 0.293889 0.073188 0.552946 0.079 Uiso 0.629(5) 1 calc R U P B 1
H39B H 0.344988 0.180581 0.565415 0.079 Uiso 0.629(5) 1 calc R U P B 1
H39C H 0.289416 0.169356 0.514960 0.079 Uiso 0.629(5) 1 calc R U P B 1
C35B C 0.5675(2) 0.3395(2) 0.50601(10) 0.0288(6) Uani 0.371(5) 1 d . . P B 2
H35C H 0.622853 0.296456 0.503398 0.035 Uiso 0.371(5) 1 calc R U P B 2
H35D H 0.552183 0.364333 0.472346 0.035 Uiso 0.371(5) 1 calc R U P B 2
C36B C 0.4917(2) 0.2707(2) 0.52449(11) 0.0371(7) Uani 0.371(5) 1 d . . P B 2
H36C H 0.508761 0.240526 0.556916 0.045 Uiso 0.371(5) 1 calc R U P B 2
H36D H 0.437126 0.314103 0.529387 0.045 Uiso 0.371(5) 1 calc R U P B 2
C37B C 0.472(3) 0.187(3) 0.4909(14) 0.0368(17) Uani 0.371(5) 1 d . . P B 2
H37C H 0.518749 0.133055 0.494658 0.044 Uiso 0.371(5) 1 calc R U P B 2
H37D H 0.476798 0.215542 0.456856 0.044 Uiso 0.371(5) 1 calc R U P B 2
C38B C 0.3805(7) 0.1334(8) 0.4951(4) 0.0438(12) Uani 0.371(5) 1 d . . P B 2
H38C H 0.375858 0.077035 0.470015 0.053 Uiso 0.371(5) 1 calc R U P B 2
H38D H 0.331675 0.184710 0.488891 0.053 Uiso 0.371(5) 1 calc R U P B 2
C39B C 0.3699(9) 0.0867(9) 0.5468(5) 0.0528(15) Uani 0.371(5) 1 d . . P B 2
H39D H 0.311145 0.051925 0.549458 0.079 Uiso 0.371(5) 1 calc R U P B 2
H39E H 0.417919 0.035336 0.552699 0.079 Uiso 0.371(5) 1 calc R U P B 2
H39F H 0.373836 0.142766 0.571532 0.079 Uiso 0.371(5) 1 calc R U P B 2



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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
C1 O21 1.373(3) . ?
C1 C2 1.382(3) . ?
C1 C12 1.414(3) . ?
C2 C3 1.396(3) . ?
C2 H2 0.9500 . ?
C3 O4 1.359(3) . ?
C3 C6 1.382(4) . ?
O4 C5 1.429(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.390(3) . ?
C6 H6 0.9500 . ?
C7 C12 1.415(3) . ?
C7 C8 1.444(3) . ?
C8 C9 1.326(3) . ?
C8 H8 0.9500 . ?
C9 O10 1.389(3) . ?
C9 C14B 1.491(3) . ?
C9 C14A 1.491(3) . ?
O10 C11 1.371(3) . ?
C11 O13 1.215(3) . ?
C11 C12 1.454(3) . ?
C14A C15A 1.528(3) . ?
C14A H14A 0.9900 . ?
C14A H14B 0.9900 . ?
C15A C16A 1.518(4) . ?
C15A H15A 0.9900 . ?
C15A H15B 0.9900 . ?
C16A C17A 1.523(4) . ?
C16A H16A 0.9900 . ?
C16A H16B 0.9900 . ?
C17A C18A 1.492(5) . ?
C17A H17A 0.9900 . ?
C17A H17B 0.9900 . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C14B C15B 1.528(3) . ?
C14B H14C 0.9900 . ?
C14B H14D 0.9900 . ?
C15B C16B 1.518(4) . ?
C15B H15C 0.9900 . ?
C15B H15D 0.9900 . ?
C16B C17B 1.523(4) . ?
C16B H16C 0.9900 . ?
C16B H16D 0.9900 . ?
C17B C18B 1.371(19) . ?
C17B H17C 0.9900 . ?
C17B H17D 0.9900 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
O21 C22 1.396(3) . ?
C22 C34 1.385(3) . ?
C22 C23 1.403(3) . ?
C23 O24 1.341(3) . ?
C23 C25 1.390(3) . ?
O24 H24 0.870(18) . ?
C25 C26 1.378(4) . ?
C25 H25 0.9500 . ?
C26 O27 1.355(3) . ?
C26 C28 1.407(4) . ?
O27 H27 0.880(18) . ?
C28 C34 1.419(3) . ?
C28 C29 1.440(4) . ?
C29 O30 1.221(3) . ?
C29 O31 1.360(3) . ?
O31 C32 1.386(3) . ?
C32 C33 1.335(4) . ?
C32 C35B 1.493(4) . ?
C32 C35A 1.493(4) . ?
C33 C34 1.444(3) . ?
C33 H33 0.9500 . ?
C35A C36A 1.510(4) . ?
C35A H35A 0.9900 . ?
C35A H35B 0.9900 . ?
C36A C37A 1.59(2) . ?
C36A H36A 0.9900 . ?
C36A H36B 0.9900 . ?
C37A C38A 1.53(2) . ?
C37A H37A 0.9900 . ?
C37A H37B 0.9900 . ?
C38A C39A 1.507(9) . ?
C38A H38A 0.9900 . ?
C38A H38B 0.9900 . ?
C39A H39A 0.9800 . ?
C39A H39B 0.9800 . ?
C39A H39C 0.9800 . ?
C35B C36B 1.510(4) . ?
C35B H35C 0.9900 . ?
C35B H35D 0.9900 . ?
C36B C37B 1.43(4) . ?
C36B H36C 0.9900 . ?
C36B H36D 0.9900 . ?
C37B C38B 1.52(4) . ?
C37B H37C 0.9900 . ?
C37B H37D 0.9900 . ?
C38B C39B 1.528(16) . ?
C38B H38C 0.9900 . ?
C38B H38D 0.9900 . ?
C39B H39D 0.9800 . ?
C39B H39E 0.9800 . ?
C39B H39F 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
O21 C1 C2 121.9(2) . . ?
O21 C1 C12 116.8(2) . . ?
C2 C1 C12 121.2(2) . . ?
C1 C2 C3 119.1(2) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
O4 C3 C6 114.7(2) . . ?
O4 C3 C2 124.1(2) . . ?
C6 C3 C2 121.3(2) . . ?
C3 O4 C5 118.5(2) . . ?
O4 C5 H5A 109.5 . . ?
O4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
O4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 C7 119.8(2) . . ?
C3 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C6 C7 C12 120.5(2) . . ?
C6 C7 C8 120.7(2) . . ?
C12 C7 C8 118.8(2) . . ?
C9 C8 C7 120.8(2) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 O10 120.3(2) . . ?
C8 C9 C14B 128.0(2) . . ?
O10 C9 C14B 111.6(2) . . ?
C8 C9 C14A 128.0(2) . . ?
O10 C9 C14A 111.6(2) . . ?
C11 O10 C9 123.85(18) . . ?
O13 C11 O10 114.8(2) . . ?
O13 C11 C12 128.3(2) . . ?
O10 C11 C12 116.9(2) . . ?
C1 C12 C7 118.1(2) . . ?
C1 C12 C11 122.6(2) . . ?
C7 C12 C11 119.3(2) . . ?
C9 C14A C15A 114.8(2) . . ?
C9 C14A H14A 108.6 . . ?
C15A C14A H14A 108.6 . . ?
C9 C14A H14B 108.6 . . ?
C15A C14A H14B 108.6 . . ?
H14A C14A H14B 107.5 . . ?
C16A C15A C14A 111.7(2) . . ?
C16A C15A H15A 109.3 . . ?
C14A C15A H15A 109.3 . . ?
C16A C15A H15B 109.3 . . ?
C14A C15A H15B 109.3 . . ?
H15A C15A H15B 107.9 . . ?
C15A C16A C17A 112.6(3) . . ?
C15A C16A H16A 109.1 . . ?
C17A C16A H16A 109.1 . . ?
C15A C16A H16B 109.1 . . ?
C17A C16A H16B 109.1 . . ?
H16A C16A H16B 107.8 . . ?
C18A C17A C16A 115.3(3) . . ?
C18A C17A H17A 108.4 . . ?
C16A C17A H17A 108.4 . . ?
C18A C17A H17B 108.4 . . ?
C16A C17A H17B 108.4 . . ?
H17A C17A H17B 107.5 . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C17A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C9 C14B C15B 114.8(2) . . ?
C9 C14B H14C 108.6 . . ?
C15B C14B H14C 108.6 . . ?
C9 C14B H14D 108.6 . . ?
C15B C14B H14D 108.6 . . ?
H14C C14B H14D 107.5 . . ?
C16B C15B C14B 111.7(2) . . ?
C16B C15B H15C 109.3 . . ?
C14B C15B H15C 109.3 . . ?
C16B C15B H15D 109.3 . . ?
C14B C15B H15D 109.3 . . ?
H15C C15B H15D 107.9 . . ?
C15B C16B C17B 112.6(3) . . ?
C15B C16B H16C 109.1 . . ?
C17B C16B H16C 109.1 . . ?
C15B C16B H16D 109.1 . . ?
C17B C16B H16D 109.1 . . ?
H16C C16B H16D 107.8 . . ?
C18B C17B C16B 103.4(7) . . ?
C18B C17B H17C 111.1 . . ?
C16B C17B H17C 111.1 . . ?
C18B C17B H17D 111.1 . . ?
C16B C17B H17D 111.1 . . ?
H17C C17B H17D 109.1 . . ?
C17B C18B H18D 109.5 . . ?
C17B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C17B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C1 O21 C22 118.95(18) . . ?
C34 C22 O21 118.7(2) . . ?
C34 C22 C23 120.7(2) . . ?
O21 C22 C23 120.2(2) . . ?
O24 C23 C25 123.1(2) . . ?
O24 C23 C22 117.0(2) . . ?
C25 C23 C22 119.9(2) . . ?
C23 O24 H24 112(2) . . ?
C26 C25 C23 120.3(2) . . ?
C26 C25 H25 119.8 . . ?
C23 C25 H25 119.8 . . ?
O27 C26 C25 118.3(2) . . ?
O27 C26 C28 121.4(2) . . ?
C25 C26 C28 120.3(2) . . ?
C26 O27 H27 102(2) . . ?
C26 C28 C34 119.7(2) . . ?
C26 C28 C29 120.0(2) . . ?
C34 C28 C29 120.3(2) . . ?
O30 C29 O31 116.6(2) . . ?
O30 C29 C28 125.4(3) . . ?
O31 C29 C28 118.0(2) . . ?
C29 O31 C32 122.1(2) . . ?
C33 C32 O31 121.8(2) . . ?
C33 C32 C35B 128.4(3) . . ?
O31 C32 C35B 109.8(2) . . ?
C33 C32 C35A 128.4(3) . . ?
O31 C32 C35A 109.8(2) . . ?
C32 C33 C34 120.3(2) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C22 C34 C28 119.0(2) . . ?
C22 C34 C33 123.5(2) . . ?
C28 C34 C33 117.5(2) . . ?
C32 C35A C36A 114.6(2) . . ?
C32 C35A H35A 108.6 . . ?
C36A C35A H35A 108.6 . . ?
C32 C35A H35B 108.6 . . ?
C36A C35A H35B 108.6 . . ?
H35A C35A H35B 107.6 . . ?
C35A C36A C37A 112.7(8) . . ?
C35A C36A H36A 109.1 . . ?
C37A C36A H36A 109.1 . . ?
C35A C36A H36B 109.1 . . ?
C37A C36A H36B 109.1 . . ?
H36A C36A H36B 107.8 . . ?
C38A C37A C36A 112.1(13) . . ?
C38A C37A H37A 109.2 . . ?
C36A C37A H37A 109.2 . . ?
C38A C37A H37B 109.2 . . ?
C36A C37A H37B 109.2 . . ?
H37A C37A H37B 107.9 . . ?
C39A C38A C37A 116.8(9) . . ?
C39A C38A H38A 108.1 . . ?
C37A C38A H38A 108.1 . . ?
C39A C38A H38B 108.1 . . ?
C37A C38A H38B 108.1 . . ?
H38A C38A H38B 107.3 . . ?
C38A C39A H39A 109.5 . . ?
C38A C39A H39B 109.5 . . ?
H39A C39A H39B 109.5 . . ?
C38A C39A H39C 109.5 . . ?
H39A C39A H39C 109.5 . . ?
H39B C39A H39C 109.5 . . ?
C32 C35B C36B 114.6(2) . . ?
C32 C35B H35C 108.6 . . ?
C36B C35B H35C 108.6 . . ?
C32 C35B H35D 108.6 . . ?
C36B C35B H35D 108.6 . . ?
H35C C35B H35D 107.6 . . ?
C37B C36B C35B 112.1(15) . . ?
C37B C36B H36C 109.2 . . ?
C35B C36B H36C 109.2 . . ?
C37B C36B H36D 109.2 . . ?
C35B C36B H36D 109.2 . . ?
H36C C36B H36D 107.9 . . ?
C36B C37B C38B 118(2) . . ?
C36B C37B H37C 107.8 . . ?
C38B C37B H37C 107.7 . . ?
C36B C37B H37D 107.7 . . ?
C38B C37B H37D 107.7 . . ?
H37C C37B H37D 107.1 . . ?
C37B C38B C39B 109.7(17) . . ?
C37B C38B H38C 109.8 . . ?
C39B C38B H38C 109.7 . . ?
C37B C38B H38D 109.7 . . ?
C39B C38B H38D 109.7 . . ?
H38C C38B H38D 108.2 . . ?
C38B C39B H39D 109.5 . . ?
C38B C39B H39E 109.5 . . ?
H39D C39B H39E 109.5 . . ?
C38B C39B H39F 109.5 . . ?
H39D C39B H39F 109.5 . . ?
H39E C39B H39F 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
O21 C1 C2 C3 -177.8(2) . . . . ?
C12 C1 C2 C3 1.7(3) . . . . ?
C1 C2 C3 O4 177.5(2) . . . . ?
C1 C2 C3 C6 -1.8(4) . . . . ?
C6 C3 O4 C5 -179.9(3) . . . . ?
C2 C3 O4 C5 0.9(4) . . . . ?
O4 C3 C6 C7 -178.2(2) . . . . ?
C2 C3 C6 C7 1.1(4) . . . . ?
C3 C6 C7 C12 -0.3(4) . . . . ?
C3 C6 C7 C8 176.7(2) . . . . ?
C6 C7 C8 C9 -175.5(2) . . . . ?
C12 C7 C8 C9 1.6(4) . . . . ?
C7 C8 C9 O10 -2.9(4) . . . . ?
C7 C8 C9 C14B 173.7(2) . . . . ?
C7 C8 C9 C14A 173.7(2) . . . . ?
C8 C9 O10 C11 1.9(3) . . . . ?
C14B C9 O10 C11 -175.3(2) . . . . ?
C14A C9 O10 C11 -175.3(2) . . . . ?
C9 O10 C11 O13 179.1(2) . . . . ?
C9 O10 C11 C12 0.6(3) . . . . ?
O21 C1 C12 C7 178.5(2) . . . . ?
C2 C1 C12 C7 -1.0(3) . . . . ?
O21 C1 C12 C11 0.8(3) . . . . ?
C2 C1 C12 C11 -178.6(2) . . . . ?
C6 C7 C12 C1 0.3(3) . . . . ?
C8 C7 C12 C1 -176.8(2) . . . . ?
C6 C7 C12 C11 178.0(2) . . . . ?
C8 C7 C12 C11 0.9(3) . . . . ?
O13 C11 C12 C1 -2.5(4) . . . . ?
O10 C11 C12 C1 175.7(2) . . . . ?
O13 C11 C12 C7 179.8(2) . . . . ?
O10 C11 C12 C7 -1.9(3) . . . . ?
C8 C9 C14A C15A 131.1(3) . . . . ?
O10 C9 C14A C15A -52.0(3) . . . . ?
C9 C14A C15A C16A -176.2(2) . . . . ?
C14A C15A C16A C17A -178.6(2) . . . . ?
C15A C16A C17A C18A 175.4(3) . . . . ?
C8 C9 C14B C15B 131.1(3) . . . . ?
O10 C9 C14B C15B -52.0(3) . . . . ?
C9 C14B C15B C16B -176.2(2) . . . . ?
C14B C15B C16B C17B -178.6(2) . . . . ?
C15B C16B C17B C18B 100.4(7) . . . . ?
C2 C1 O21 C22 8.7(3) . . . . ?
C12 C1 O21 C22 -170.8(2) . . . . ?
C1 O21 C22 C34 -115.9(2) . . . . ?
C1 O21 C22 C23 71.2(3) . . . . ?
C34 C22 C23 O24 -176.3(2) . . . . ?
O21 C22 C23 O24 -3.5(3) . . . . ?
C34 C22 C23 C25 3.9(4) . . . . ?
O21 C22 C23 C25 176.6(2) . . . . ?
O24 C23 C25 C26 176.9(2) . . . . ?
C22 C23 C25 C26 -3.3(4) . . . . ?
C23 C25 C26 O27 -179.0(2) . . . . ?
C23 C25 C26 C28 0.6(4) . . . . ?
O27 C26 C28 C34 -178.9(2) . . . . ?
C25 C26 C28 C34 1.5(4) . . . . ?
O27 C26 C28 C29 0.4(4) . . . . ?
C25 C26 C28 C29 -179.2(2) . . . . ?
C26 C28 C29 O30 1.0(4) . . . . ?
C34 C28 C29 O30 -179.8(3) . . . . ?
C26 C28 C29 O31 -178.2(2) . . . . ?
C34 C28 C29 O31 1.0(4) . . . . ?
O30 C29 O31 C32 178.7(3) . . . . ?
C28 C29 O31 C32 -2.0(4) . . . . ?
C29 O31 C32 C33 1.7(4) . . . . ?
C29 O31 C32 C35B -178.3(2) . . . . ?
C29 O31 C32 C35A -178.3(2) . . . . ?
O31 C32 C33 C34 -0.2(4) . . . . ?
C35B C32 C33 C34 179.8(2) . . . . ?
C35A C32 C33 C34 179.8(2) . . . . ?
O21 C22 C34 C28 -174.6(2) . . . . ?
C23 C22 C34 C28 -1.7(3) . . . . ?
O21 C22 C34 C33 4.9(3) . . . . ?
C23 C22 C34 C33 177.7(2) . . . . ?
C26 C28 C34 C22 -0.9(4) . . . . ?
C29 C28 C34 C22 179.8(2) . . . . ?
C26 C28 C34 C33 179.6(2) . . . . ?
C29 C28 C34 C33 0.3(4) . . . . ?
C32 C33 C34 C22 179.8(2) . . . . ?
C32 C33 C34 C28 -0.7(4) . . . . ?
C33 C32 C35A C36A -0.7(4) . . . . ?
O31 C32 C35A C36A 179.3(2) . . . . ?
C32 C35A C36A C37A 178.8(9) . . . . ?
C35A C36A C37A C38A 167.2(10) . . . . ?
C36A C37A C38A C39A 47.2(17) . . . . ?
C33 C32 C35B C36B -0.7(4) . . . . ?
O31 C32 C35B C36B 179.3(2) . . . . ?
C32 C35B C36B C37B 175.7(17) . . . . ?
C35B C36B C37B C38B -161(2) . . . . ?
C36B C37B C38B C39B -59(3) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


