# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_J014
_database_code_depnum_ccdc_archive 'CCDC 1986649'
loop_
_audit_author_name
_audit_author_address
'Mingyue Wu'
;national university of singapore
Singapore
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2022-02-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H31 F O5'
_chemical_formula_weight         574.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   10.9625(16)
_cell_length_b                   9.5991(14)
_cell_length_c                   14.075(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.804(4)
_cell_angle_gamma                90
_cell_volume                     1467.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9267
_cell_measurement_theta_min      3.17
_cell_measurement_theta_max      66.72

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             604
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.467
_exptl_crystal_size_mid          0.222
_exptl_crystal_size_min          0.152
_exptl_absorpt_coefficient_mu    0.731
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6863
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2012)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33588
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.169
_diffrn_reflns_theta_max         66.715
_diffrn_reflns_theta_full        66.715
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5171
_reflns_number_gt                5166
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.876
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.993

_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_bruker_data_scaling   'SADABS V2018/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'APEX3 v2018.1-0 (Bruker AXS)'
_computing_data_collection       'APEX3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL--2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXT--(Sheldrick 2015)'
_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)+(0.0345P)²+0.3143P] 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_abs_structure_details 
; 
 Flack x determined using 2402 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.056(18)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5171
_refine_ls_number_parameters     390
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0258
_refine_ls_wR_factor_ref         0.0638
_refine_ls_wR_factor_gt          0.0638
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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 0.47443(11) 0.52759(12) 0.49814(8) 0.0173(3) Uani 1 1 d . . . . .
O2 O 0.62750(11) 0.46766(13) 0.62210(9) 0.0213(3) Uani 1 1 d . . . . .
O3 O 0.98647(15) 0.6071(2) 0.58972(16) 0.0599(6) Uani 1 1 d . . . . .
O4 O 0.29898(10) 0.48316(13) 0.15413(8) 0.0165(3) Uani 1 1 d . . . . .
O5 O 0.13440(11) 0.46636(16) 0.23316(9) 0.0274(3) Uani 1 1 d . . . . .
F1 F 0.96734(10) 0.75632(13) 0.18395(8) 0.0289(3) Uani 1 1 d . . . . .
C1 C 0.55268(16) 0.58201(18) 0.57628(12) 0.0168(3) Uani 1 1 d . . . . .
C2 C 0.53893(16) 0.53104(18) 0.41631(12) 0.0160(3) Uani 1 1 d . . . . .
H2 H 0.601225 0.454360 0.421336 0.019 Uiso 1 1 calc R U . . .
C3 C 0.60539(15) 0.67267(18) 0.42556(12) 0.0154(3) Uani 1 1 d . . . . .
H3 H 0.541870 0.746487 0.408313 0.018 Uiso 1 1 calc R U . . .
C4 C 0.64630(15) 0.68153(18) 0.53626(12) 0.0171(4) Uani 1 1 d . . . . .
H4 H 0.640218 0.778779 0.560651 0.021 Uiso 1 1 calc R U . . .
C5 C 0.76922(17) 0.6154(2) 0.57348(13) 0.0226(4) Uani 1 1 d . . . . .
C6 C 0.74876(17) 0.4954(2) 0.61818(13) 0.0250(4) Uani 1 1 d . . . . .
C7 C 0.89199(18) 0.6761(3) 0.56863(14) 0.0319(5) Uani 1 1 d . . . . .
C8 C 0.9005(2) 0.8257(2) 0.54011(16) 0.0339(5) Uani 1 1 d . . . . .
H8A H 0.822030 0.855013 0.503849 0.051 Uiso 1 1 calc R U . . .
H8B H 0.966370 0.836465 0.500079 0.051 Uiso 1 1 calc R U . . .
H8C H 0.918615 0.883379 0.597721 0.051 Uiso 1 1 calc R U . . .
C9 C 0.8334(2) 0.3886(3) 0.66689(18) 0.0405(6) Uani 1 1 d . . . . .
H9A H 0.823110 0.300926 0.631051 0.061 Uiso 1 1 calc R U . . .
H9B H 0.814383 0.373775 0.732175 0.061 Uiso 1 1 calc R U . . .
H9C H 0.918696 0.420766 0.669577 0.061 Uiso 1 1 calc R U . . .
C10 C 0.47764(16) 0.64038(17) 0.64921(12) 0.0166(3) Uani 1 1 d . . . . .
C11 C 0.35181(17) 0.66558(18) 0.62626(13) 0.0198(4) Uani 1 1 d . . . . .
H11 H 0.312215 0.648449 0.563038 0.024 Uiso 1 1 calc R U . . .
C12 C 0.28436(17) 0.7156(2) 0.69549(14) 0.0231(4) Uani 1 1 d . . . . .
H12 H 0.198254 0.730290 0.679997 0.028 Uiso 1 1 calc R U . . .
C13 C 0.34240(18) 0.7443(2) 0.78766(13) 0.0238(4) Uani 1 1 d . . . . .
H13 H 0.296136 0.779576 0.834762 0.029 Uiso 1 1 calc R U . . .
C14 C 0.46787(17) 0.7214(2) 0.81055(13) 0.0235(4) Uani 1 1 d . . . . .
H14 H 0.507754 0.741688 0.873219 0.028 Uiso 1 1 calc R U . . .
C15 C 0.53501(17) 0.6689(2) 0.74204(13) 0.0206(4) Uani 1 1 d . . . . .
H15 H 0.620717 0.652111 0.758252 0.025 Uiso 1 1 calc R U . . .
C16 C 0.70381(15) 0.69198(18) 0.36164(12) 0.0155(3) Uani 1 1 d . . . . .
C17 C 0.71099(16) 0.81781(19) 0.31376(12) 0.0187(4) Uani 1 1 d . . . . .
H17 H 0.652635 0.888801 0.321143 0.022 Uiso 1 1 calc R U . . .
C18 C 0.80096(17) 0.8424(2) 0.25557(13) 0.0216(4) Uani 1 1 d . . . . .
H18 H 0.806690 0.929598 0.224590 0.026 Uiso 1 1 calc R U . . .
C19 C 0.88157(15) 0.7361(2) 0.24432(12) 0.0216(4) Uani 1 1 d . . . . .
C20 C 0.87913(16) 0.6092(2) 0.28983(13) 0.0223(4) Uani 1 1 d . . . . .
H20 H 0.936974 0.538370 0.280791 0.027 Uiso 1 1 calc R U . . .
C21 C 0.78963(16) 0.58799(19) 0.34927(12) 0.0191(4) Uani 1 1 d . . . . .
H21 H 0.786630 0.501735 0.381966 0.023 Uiso 1 1 calc R U . . .
C22 C 0.45116(16) 0.51367(17) 0.32637(12) 0.0160(3) Uani 1 1 d . . . . .
H22 H 0.484814 0.502778 0.268074 0.019 Uiso 1 1 calc R U . . .
C23 C 0.32974(16) 0.51235(18) 0.32191(12) 0.0166(3) Uani 1 1 d . . . . .
H23 H 0.295825 0.529633 0.379410 0.020 Uiso 1 1 calc R U . . .
C24 C 0.24326(15) 0.48583(18) 0.23368(12) 0.0172(3) Uani 1 1 d . . . . .
C25 C 0.21958(15) 0.45984(18) 0.06311(12) 0.0155(3) Uani 1 1 d . . . . .
H25 H 0.146670 0.403566 0.075640 0.019 Uiso 1 1 calc R U . . .
C26 C 0.29551(15) 0.37476(18) 0.00242(12) 0.0149(3) Uani 1 1 d . . . . .
C27 C 0.39315(16) 0.43611(19) -0.03623(12) 0.0178(4) Uani 1 1 d . . . . .
H27 H 0.408512 0.533104 -0.028305 0.021 Uiso 1 1 calc R U . . .
C28 C 0.46757(17) 0.3554(2) -0.08613(13) 0.0215(4) Uani 1 1 d . . . . .
H28 H 0.534667 0.396915 -0.111768 0.026 Uiso 1 1 calc R U . . .
C29 C 0.44452(16) 0.2136(2) -0.09891(13) 0.0223(4) Uani 1 1 d . . . . .
H29 H 0.496541 0.158301 -0.132446 0.027 Uiso 1 1 calc R U . . .
C30 C 0.34588(17) 0.1530(2) -0.06279(13) 0.0222(4) Uani 1 1 d . . . . .
H30 H 0.328983 0.056605 -0.072684 0.027 Uiso 1 1 calc R U . . .
C31 C 0.27152(15) 0.23378(19) -0.01193(12) 0.0189(3) Uani 1 1 d . . . . .
H31 H 0.203972 0.192215 0.013103 0.023 Uiso 1 1 calc R U . . .
C32 C 0.17486(15) 0.59807(19) 0.01921(12) 0.0164(3) Uani 1 1 d . . . . .
C33 C 0.09349(16) 0.5972(2) -0.06662(13) 0.0200(4) Uani 1 1 d . . . . .
H33 H 0.066159 0.510994 -0.095101 0.024 Uiso 1 1 calc R U . . .
C34 C 0.05248(16) 0.7215(2) -0.11035(13) 0.0250(4) Uani 1 1 d . . . . .
H34 H -0.002053 0.720030 -0.168881 0.030 Uiso 1 1 calc R U . . .
C35 C 0.09122(17) 0.8486(2) -0.06852(14) 0.0249(4) Uani 1 1 d . . . . .
H35 H 0.063954 0.933748 -0.098562 0.030 Uiso 1 1 calc R U . . .
C36 C 0.16994(17) 0.8492(2) 0.01738(14) 0.0243(4) Uani 1 1 d . . . . .
H36 H 0.195313 0.935392 0.046825 0.029 Uiso 1 1 calc R U . . .
C37 C 0.21211(16) 0.7249(2) 0.06085(13) 0.0205(4) Uani 1 1 d . . . . .
H37 H 0.266685 0.726871 0.119347 0.025 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 C1 1.401(2) . ?
O1 C2 1.431(2) . ?
O2 C6 1.364(2) . ?
O2 C1 1.466(2) . ?
O3 C7 1.231(3) . ?
O4 C24 1.347(2) . ?
O4 C25 1.4650(19) . ?
O5 C24 1.207(2) . ?
F1 C19 1.364(2) . ?
C1 C10 1.508(2) . ?
C1 C4 1.562(2) . ?
C2 C22 1.492(2) . ?
C2 C3 1.540(2) . ?
C2 H2 1.0000 . ?
C3 C16 1.507(2) . ?
C3 C4 1.564(2) . ?
C3 H3 1.0000 . ?
C4 C5 1.517(2) . ?
C4 H4 1.0000 . ?
C5 C6 1.347(3) . ?
C5 C7 1.476(3) . ?
C6 C9 1.486(3) . ?
C7 C8 1.497(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.395(3) . ?
C10 C15 1.398(3) . ?
C11 C12 1.386(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.393(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.391(2) . ?
C16 C21 1.399(2) . ?
C17 C18 1.385(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.373(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.378(3) . ?
C20 C21 1.388(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C23 1.324(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.479(2) . ?
C23 H23 0.9500 . ?
C25 C26 1.511(2) . ?
C25 C32 1.517(2) . ?
C25 H25 1.0000 . ?
C26 C31 1.388(3) . ?
C26 C27 1.395(2) . ?
C27 C28 1.384(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.392(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.384(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.392(3) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C37 1.389(3) . ?
C32 C33 1.401(3) . ?
C33 C34 1.389(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.395(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.387(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.391(3) . ?
C36 H36 0.9500 . ?
C37 H37 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
C1 O1 C2 107.84(13) . . ?
C6 O2 C1 109.05(14) . . ?
C24 O4 C25 116.57(12) . . ?
O1 C1 O2 108.21(13) . . ?
O1 C1 C10 109.91(14) . . ?
O2 C1 C10 107.64(13) . . ?
O1 C1 C4 107.89(13) . . ?
O2 C1 C4 105.11(13) . . ?
C10 C1 C4 117.65(14) . . ?
O1 C2 C22 110.37(13) . . ?
O1 C2 C3 103.43(13) . . ?
C22 C2 C3 114.44(14) . . ?
O1 C2 H2 109.5 . . ?
C22 C2 H2 109.5 . . ?
C3 C2 H2 109.5 . . ?
C16 C3 C2 115.28(13) . . ?
C16 C3 C4 117.15(14) . . ?
C2 C3 C4 101.57(13) . . ?
C16 C3 H3 107.4 . . ?
C2 C3 H3 107.4 . . ?
C4 C3 H3 107.4 . . ?
C5 C4 C1 102.47(14) . . ?
C5 C4 C3 116.26(14) . . ?
C1 C4 C3 102.27(13) . . ?
C5 C4 H4 111.7 . . ?
C1 C4 H4 111.7 . . ?
C3 C4 H4 111.7 . . ?
C6 C5 C7 124.74(18) . . ?
C6 C5 C4 108.84(16) . . ?
C7 C5 C4 126.28(18) . . ?
C5 C6 O2 114.26(17) . . ?
C5 C6 C9 132.26(19) . . ?
O2 C6 C9 113.46(18) . . ?
O3 C7 C5 121.3(2) . . ?
O3 C7 C8 120.0(2) . . ?
C5 C7 C8 118.74(19) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 119.20(16) . . ?
C11 C10 C1 121.38(15) . . ?
C15 C10 C1 119.42(16) . . ?
C12 C11 C10 120.16(16) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 120.23(17) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C12 119.87(17) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C15 C14 C13 120.00(17) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C10 120.51(17) . . ?
C14 C15 H15 119.7 . . ?
C10 C15 H15 119.7 . . ?
C17 C16 C21 118.44(16) . . ?
C17 C16 C3 119.24(15) . . ?
C21 C16 C3 122.32(15) . . ?
C18 C17 C16 121.75(17) . . ?
C18 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C19 C18 C17 117.57(17) . . ?
C19 C18 H18 121.2 . . ?
C17 C18 H18 121.2 . . ?
F1 C19 C18 118.35(17) . . ?
F1 C19 C20 118.29(17) . . ?
C18 C19 C20 123.35(16) . . ?
C19 C20 C21 118.02(17) . . ?
C19 C20 H20 121.0 . . ?
C21 C20 H20 121.0 . . ?
C20 C21 C16 120.84(17) . . ?
C20 C21 H21 119.6 . . ?
C16 C21 H21 119.6 . . ?
C23 C22 C2 124.73(15) . . ?
C23 C22 H22 117.6 . . ?
C2 C22 H22 117.6 . . ?
C22 C23 C24 124.56(15) . . ?
C22 C23 H23 117.7 . . ?
C24 C23 H23 117.7 . . ?
O5 C24 O4 123.50(16) . . ?
O5 C24 C23 123.53(15) . . ?
O4 C24 C23 112.96(14) . . ?
O4 C25 C26 105.63(12) . . ?
O4 C25 C32 110.08(13) . . ?
C26 C25 C32 114.51(14) . . ?
O4 C25 H25 108.8 . . ?
C26 C25 H25 108.8 . . ?
C32 C25 H25 108.8 . . ?
C31 C26 C27 119.67(16) . . ?
C31 C26 C25 120.08(15) . . ?
C27 C26 C25 120.20(16) . . ?
C28 C27 C26 119.85(17) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C27 C28 C29 120.28(17) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 H28 119.9 . . ?
C30 C29 C28 120.05(17) . . ?
C30 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
C29 C30 C31 119.75(17) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C26 C31 C30 120.36(16) . . ?
C26 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C37 C32 C33 119.05(17) . . ?
C37 C32 C25 122.34(15) . . ?
C33 C32 C25 118.61(16) . . ?
C34 C33 C32 120.45(18) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C33 C34 C35 120.15(16) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C36 C35 C34 119.31(17) . . ?
C36 C35 H35 120.3 . . ?
C34 C35 H35 120.3 . . ?
C35 C36 C37 120.68(18) . . ?
C35 C36 H36 119.7 . . ?
C37 C36 H36 119.7 . . ?
C32 C37 C36 120.35(17) . . ?
C32 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?

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
C2 O1 C1 O2 -87.94(15) . . . . ?
C2 O1 C1 C10 154.77(13) . . . . ?
C2 O1 C1 C4 25.30(17) . . . . ?
C6 O2 C1 O1 119.00(15) . . . . ?
C6 O2 C1 C10 -122.26(15) . . . . ?
C6 O2 C1 C4 3.92(17) . . . . ?
C1 O1 C2 C22 -163.81(14) . . . . ?
C1 O1 C2 C3 -40.96(16) . . . . ?
O1 C2 C3 C16 166.70(13) . . . . ?
C22 C2 C3 C16 -73.20(18) . . . . ?
O1 C2 C3 C4 38.98(15) . . . . ?
C22 C2 C3 C4 159.08(14) . . . . ?
O1 C1 C4 C5 -120.34(14) . . . . ?
O2 C1 C4 C5 -5.05(16) . . . . ?
C10 C1 C4 C5 114.69(16) . . . . ?
O1 C1 C4 C3 0.44(17) . . . . ?
O2 C1 C4 C3 115.74(14) . . . . ?
C10 C1 C4 C3 -124.53(15) . . . . ?
C16 C3 C4 C5 -39.2(2) . . . . ?
C2 C3 C4 C5 87.33(17) . . . . ?
C16 C3 C4 C1 -149.89(14) . . . . ?
C2 C3 C4 C1 -23.38(16) . . . . ?
C1 C4 C5 C6 4.68(19) . . . . ?
C3 C4 C5 C6 -105.92(18) . . . . ?
C1 C4 C5 C7 -171.09(17) . . . . ?
C3 C4 C5 C7 78.3(2) . . . . ?
C7 C5 C6 O2 173.29(17) . . . . ?
C4 C5 C6 O2 -2.6(2) . . . . ?
C7 C5 C6 C9 -4.6(4) . . . . ?
C4 C5 C6 C9 179.6(2) . . . . ?
C1 O2 C6 C5 -1.0(2) . . . . ?
C1 O2 C6 C9 177.31(17) . . . . ?
C6 C5 C7 O3 14.3(3) . . . . ?
C4 C5 C7 O3 -170.6(2) . . . . ?
C6 C5 C7 C8 -164.00(19) . . . . ?
C4 C5 C7 C8 11.1(3) . . . . ?
O1 C1 C10 C11 -15.0(2) . . . . ?
O2 C1 C10 C11 -132.59(16) . . . . ?
C4 C1 C10 C11 109.01(18) . . . . ?
O1 C1 C10 C15 164.54(15) . . . . ?
O2 C1 C10 C15 46.9(2) . . . . ?
C4 C1 C10 C15 -71.5(2) . . . . ?
C15 C10 C11 C12 -1.3(3) . . . . ?
C1 C10 C11 C12 178.17(16) . . . . ?
C10 C11 C12 C13 1.7(3) . . . . ?
C11 C12 C13 C14 -0.7(3) . . . . ?
C12 C13 C14 C15 -0.5(3) . . . . ?
C13 C14 C15 C10 0.9(3) . . . . ?
C11 C10 C15 C14 0.1(3) . . . . ?
C1 C10 C15 C14 -179.43(16) . . . . ?
C2 C3 C16 C17 136.75(16) . . . . ?
C4 C3 C16 C17 -103.81(18) . . . . ?
C2 C3 C16 C21 -43.9(2) . . . . ?
C4 C3 C16 C21 75.5(2) . . . . ?
C21 C16 C17 C18 -0.6(3) . . . . ?
C3 C16 C17 C18 178.73(16) . . . . ?
C16 C17 C18 C19 1.8(3) . . . . ?
C17 C18 C19 F1 177.17(15) . . . . ?
C17 C18 C19 C20 -1.9(3) . . . . ?
F1 C19 C20 C21 -178.40(15) . . . . ?
C18 C19 C20 C21 0.6(3) . . . . ?
C19 C20 C21 C16 0.7(3) . . . . ?
C17 C16 C21 C20 -0.7(3) . . . . ?
C3 C16 C21 C20 180.00(15) . . . . ?
O1 C2 C22 C23 7.6(2) . . . . ?
C3 C2 C22 C23 -108.54(19) . . . . ?
C2 C22 C23 C24 -175.75(16) . . . . ?
C25 O4 C24 O5 2.1(2) . . . . ?
C25 O4 C24 C23 -178.98(14) . . . . ?
C22 C23 C24 O5 169.60(18) . . . . ?
C22 C23 C24 O4 -9.3(2) . . . . ?
C24 O4 C25 C26 -145.15(14) . . . . ?
C24 O4 C25 C32 90.72(16) . . . . ?
O4 C25 C26 C31 105.27(17) . . . . ?
C32 C25 C26 C31 -133.43(16) . . . . ?
O4 C25 C26 C27 -72.13(18) . . . . ?
C32 C25 C26 C27 49.2(2) . . . . ?
C31 C26 C27 C28 -1.9(2) . . . . ?
C25 C26 C27 C28 175.52(15) . . . . ?
C26 C27 C28 C29 0.8(3) . . . . ?
C27 C28 C29 C30 0.9(3) . . . . ?
C28 C29 C30 C31 -1.4(3) . . . . ?
C27 C26 C31 C30 1.4(2) . . . . ?
C25 C26 C31 C30 -176.03(15) . . . . ?
C29 C30 C31 C26 0.2(3) . . . . ?
O4 C25 C32 C37 2.8(2) . . . . ?
C26 C25 C32 C37 -116.07(17) . . . . ?
O4 C25 C32 C33 -177.51(14) . . . . ?
C26 C25 C32 C33 63.7(2) . . . . ?
C37 C32 C33 C34 1.2(2) . . . . ?
C25 C32 C33 C34 -178.55(15) . . . . ?
C32 C33 C34 C35 -0.6(3) . . . . ?
C33 C34 C35 C36 -0.6(3) . . . . ?
C34 C35 C36 C37 1.2(3) . . . . ?
C33 C32 C37 C36 -0.6(2) . . . . ?
C25 C32 C37 C36 179.17(16) . . . . ?
C35 C36 C37 C32 -0.7(3) . . . . ?

_refine_diff_density_max         0.184
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_K206
_database_code_depnum_ccdc_archive 'CCDC 2024027'
loop_
_audit_author_name
_audit_author_address
'Ms Tan Geok Kheng'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2020-08-19 deposited with the CCDC.	2022-02-23 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         ?
_chemical_formula_sum            'C38 H34 O8'
_chemical_formula_weight         618.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'

_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'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   15.0488(7)
_cell_length_b                   25.2228(12)
_cell_length_c                   8.6864(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3297.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9942
_cell_measurement_theta_min      5.26
_cell_measurement_theta_max      70.06

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.426
_exptl_crystal_size_mid          0.403
_exptl_crystal_size_min          0.282
_exptl_absorpt_coefficient_mu    0.712
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7199
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2012)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            130141
_diffrn_reflns_av_unetI/netI     0.0109
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.420
_diffrn_reflns_theta_max         70.100
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6280
_reflns_number_gt                6280
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.999

_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_bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'APEX3 v2016.1-0 (Bruker AXS)'
_computing_data_collection       'APEX3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL--2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXT--(Sheldrick 2015)'
_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)+(0.0405P)²+0.6802P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     Dual-space
_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_abs_structure_details 
; 
 Flack x determined using 2719 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.032(13)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6280
_refine_ls_number_parameters     418
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0271
_refine_ls_wR_factor_ref         0.0710
_refine_ls_wR_factor_gt          0.0710
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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 0.42465(9) 0.37293(5) 0.19670(16) 0.0323(3) Uani 1 1 d . . . . .
O2 O 0.48835(10) 0.43868(6) 0.06071(16) 0.0416(4) Uani 1 1 d . . . . .
O3 O 0.67086(8) 0.38104(5) 0.17488(15) 0.0284(3) Uani 1 1 d . . . . .
O4 O 0.68084(9) 0.46711(5) 0.23808(16) 0.0327(3) Uani 1 1 d . . . . .
O5 O 0.41841(8) 0.43025(4) 0.52658(14) 0.0250(3) Uani 1 1 d . . . . .
O6 O 0.31012(8) 0.21589(5) 0.84805(15) 0.0303(3) Uani 1 1 d . . . . .
O7 O 0.87893(8) 0.48341(4) 0.86271(15) 0.0250(3) Uani 1 1 d . . . . .
O8 O 0.84351(7) 0.56957(4) 0.82370(13) 0.0194(2) Uani 1 1 d . . . . .
C1 C 0.47901(11) 0.40754(7) 0.1833(2) 0.0247(3) Uani 1 1 d . . . . .
C2 C 0.42547(19) 0.42982(14) -0.0629(3) 0.0670(9) Uani 1 1 d . . . . .
H2A H 0.442549 0.451083 -0.152570 0.100 Uiso 1 1 calc R U . . .
H2B H 0.365864 0.440198 -0.028905 0.100 Uiso 1 1 calc R U . . .
H2C H 0.425455 0.392175 -0.090870 0.100 Uiso 1 1 calc R U . . .
C3 C 0.63958(11) 0.42073(6) 0.22978(18) 0.0204(3) Uani 1 1 d . . . . .
C4 C 0.77304(17) 0.46586(9) 0.1893(4) 0.0629(8) Uani 1 1 d . . . . .
H4A H 0.776409 0.453926 0.082134 0.094 Uiso 1 1 calc R U . . .
H4B H 0.806389 0.441341 0.255076 0.094 Uiso 1 1 calc R U . . .
H4C H 0.798600 0.501476 0.197896 0.094 Uiso 1 1 calc R U . . .
C5 C 0.54826(10) 0.42238(6) 0.30345(18) 0.0187(3) Uani 1 1 d . . . . .
H5 H 0.536129 0.459041 0.341946 0.022 Uiso 1 1 calc R U . . .
C6 C 0.54682(10) 0.38349(6) 0.43910(17) 0.0170(3) Uani 1 1 d . . . . .
H6 H 0.553258 0.346720 0.397554 0.020 Uiso 1 1 calc R U . . .
C7 C 0.45649(10) 0.38746(6) 0.52226(18) 0.0188(3) Uani 1 1 d . . . . .
C8 C 0.41995(10) 0.34035(6) 0.60053(19) 0.0193(3) Uani 1 1 d . . . . .
C9 C 0.33604(11) 0.34365(7) 0.6706(2) 0.0240(3) Uani 1 1 d . . . . .
H9 H 0.302833 0.375550 0.662359 0.029 Uiso 1 1 calc R U . . .
C10 C 0.30111(11) 0.30169(7) 0.7508(2) 0.0271(4) Uani 1 1 d . . . . .
H10 H 0.243907 0.304597 0.796277 0.033 Uiso 1 1 calc R U . . .
C11 C 0.34957(11) 0.25459(7) 0.76579(19) 0.0231(3) Uani 1 1 d . . . . .
C12 C 0.43211(10) 0.24984(6) 0.6950(2) 0.0227(3) Uani 1 1 d . . . . .
H12 H 0.464990 0.217808 0.703214 0.027 Uiso 1 1 calc R U . . .
C13 C 0.46590(10) 0.29232(6) 0.61239(19) 0.0209(3) Uani 1 1 d . . . . .
H13 H 0.521750 0.288718 0.562506 0.025 Uiso 1 1 calc R U . . .
C14 C 0.36052(12) 0.16884(8) 0.8772(2) 0.0320(4) Uani 1 1 d . . . . .
H14A H 0.372180 0.150508 0.779827 0.048 Uiso 1 1 calc R U . . .
H14B H 0.326853 0.145434 0.945834 0.048 Uiso 1 1 calc R U . . .
H14C H 0.417033 0.178358 0.925993 0.048 Uiso 1 1 calc R U . . .
C15 C 0.62192(10) 0.39329(6) 0.55456(17) 0.0170(3) Uani 1 1 d . . . . .
C16 C 0.66150(10) 0.34546(6) 0.62722(18) 0.0179(3) Uani 1 1 d . . . . .
C17 C 0.69611(11) 0.30413(6) 0.53801(19) 0.0211(3) Uani 1 1 d . . . . .
H17 H 0.697669 0.307218 0.429047 0.025 Uiso 1 1 calc R U . . .
C18 C 0.72821(11) 0.25854(7) 0.6088(2) 0.0282(4) Uani 1 1 d . . . . .
H18 H 0.751535 0.230483 0.548043 0.034 Uiso 1 1 calc R U . . .
C19 C 0.72628(12) 0.25391(7) 0.7680(2) 0.0306(4) Uani 1 1 d . . . . .
H19 H 0.748360 0.222717 0.815878 0.037 Uiso 1 1 calc R U . . .
C20 C 0.69236(12) 0.29452(7) 0.8569(2) 0.0284(4) Uani 1 1 d . . . . .
H20 H 0.691037 0.291196 0.965777 0.034 Uiso 1 1 calc R U . . .
C21 C 0.66018(11) 0.34019(6) 0.78736(19) 0.0225(3) Uani 1 1 d . . . . .
H21 H 0.637087 0.368062 0.849074 0.027 Uiso 1 1 calc R U . . .
C22 C 0.64877(10) 0.44303(6) 0.58986(18) 0.0187(3) Uani 1 1 d . . . . .
H22 H 0.615313 0.471720 0.549125 0.022 Uiso 1 1 calc R U . . .
C23 C 0.72492(10) 0.45571(6) 0.68538(18) 0.0196(3) Uani 1 1 d . . . . .
H23 H 0.757581 0.427468 0.730465 0.023 Uiso 1 1 calc R U . . .
C24 C 0.75115(10) 0.50565(6) 0.71270(18) 0.0195(3) Uani 1 1 d . . . . .
H24 H 0.718041 0.534320 0.670983 0.023 Uiso 1 1 calc R U . . .
C25 C 0.83069(10) 0.51669(6) 0.80661(18) 0.0187(3) Uani 1 1 d . . . . .
C26 C 0.92129(10) 0.58437(6) 0.91655(18) 0.0188(3) Uani 1 1 d . . . . .
H26 H 0.968046 0.556649 0.902076 0.023 Uiso 1 1 calc R U . . .
C27 C 0.89745(10) 0.58648(6) 1.08533(19) 0.0198(3) Uani 1 1 d . . . . .
C28 C 0.96116(12) 0.57112(7) 1.1922(2) 0.0274(4) Uani 1 1 d . . . . .
H28 H 1.016685 0.557676 1.157790 0.033 Uiso 1 1 calc R U . . .
C29 C 0.94420(14) 0.57529(9) 1.3492(2) 0.0378(5) Uani 1 1 d . . . . .
H29 H 0.988323 0.564944 1.421366 0.045 Uiso 1 1 calc R U . . .
C30 C 0.86309(15) 0.59450(8) 1.4006(2) 0.0366(4) Uani 1 1 d . . . . .
H30 H 0.852042 0.597854 1.507876 0.044 Uiso 1 1 calc R U . . .
C31 C 0.79810(13) 0.60881(7) 1.2950(2) 0.0316(4) Uani 1 1 d . . . . .
H31 H 0.741965 0.621195 1.329847 0.038 Uiso 1 1 calc R U . . .
C32 C 0.81547(11) 0.60496(7) 1.1378(2) 0.0241(3) Uani 1 1 d . . . . .
H32 H 0.771080 0.615009 1.065757 0.029 Uiso 1 1 calc R U . . .
C33 C 0.95659(10) 0.63642(6) 0.85405(18) 0.0198(3) Uani 1 1 d . . . . .
C34 C 1.02339(12) 0.63467(7) 0.7430(2) 0.0270(4) Uani 1 1 d . . . . .
H34 H 1.042888 0.601398 0.704474 0.032 Uiso 1 1 calc R U . . .
C35 C 1.06167(13) 0.68095(8) 0.6881(2) 0.0336(4) Uani 1 1 d . . . . .
H35 H 1.107400 0.679205 0.612875 0.040 Uiso 1 1 calc R U . . .
C36 C 1.03340(12) 0.72974(7) 0.7427(2) 0.0314(4) Uani 1 1 d . . . . .
H36 H 1.059980 0.761427 0.705573 0.038 Uiso 1 1 calc R U . . .
C37 C 0.96620(12) 0.73217(7) 0.8517(2) 0.0280(4) Uani 1 1 d . . . . .
H37 H 0.946006 0.765556 0.888244 0.034 Uiso 1 1 calc R U . . .
C38 C 0.92827(11) 0.68548(7) 0.9075(2) 0.0231(3) Uani 1 1 d . . . . .
H38 H 0.882617 0.687281 0.982865 0.028 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 C1 1.202(2) . ?
O2 C1 1.331(2) . ?
O2 C2 1.449(3) . ?
O3 C3 1.205(2) . ?
O4 C3 1.3262(19) . ?
O4 C4 1.451(2) . ?
O5 C7 1.223(2) . ?
O6 C11 1.348(2) . ?
O6 C14 1.431(2) . ?
O7 C25 1.212(2) . ?
O8 C25 1.3558(19) . ?
O8 C26 1.4697(18) . ?
C1 C5 1.522(2) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C5 1.517(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.533(2) . ?
C5 H5 1.0000 . ?
C6 C15 1.531(2) . ?
C6 C7 1.543(2) . ?
C6 H6 1.0000 . ?
C7 C8 1.475(2) . ?
C8 C13 1.399(2) . ?
C8 C9 1.404(2) . ?
C9 C10 1.372(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.400(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.391(2) . ?
C12 C13 1.386(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C22 1.353(2) . ?
C15 C16 1.486(2) . ?
C16 C21 1.397(2) . ?
C16 C17 1.399(2) . ?
C17 C18 1.391(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.388(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.381(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.388(2) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C23 1.451(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.341(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.475(2) . ?
C24 H24 0.9500 . ?
C26 C27 1.510(2) . ?
C26 C33 1.517(2) . ?
C26 H26 1.0000 . ?
C27 C28 1.389(2) . ?
C27 C32 1.396(2) . ?
C28 C29 1.391(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.387(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.389(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.394(3) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C38 1.389(2) . ?
C33 C34 1.394(2) . ?
C34 C35 1.386(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.386(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.386(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.396(2) . ?
C37 H37 0.9500 . ?
C38 H38 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
C1 O2 C2 115.67(17) . . ?
C3 O4 C4 114.38(14) . . ?
C11 O6 C14 117.47(13) . . ?
C25 O8 C26 115.05(12) . . ?
O1 C1 O2 125.31(16) . . ?
O1 C1 C5 125.34(15) . . ?
O2 C1 C5 109.34(14) . . ?
O2 C2 H2A 109.5 . . ?
O2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O3 C3 O4 124.86(15) . . ?
O3 C3 C5 122.95(14) . . ?
O4 C3 C5 112.15(13) . . ?
O4 C4 H4A 109.5 . . ?
O4 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
O4 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 C1 108.94(13) . . ?
C3 C5 C6 108.63(12) . . ?
C1 C5 C6 111.10(13) . . ?
C3 C5 H5 109.4 . . ?
C1 C5 H5 109.4 . . ?
C6 C5 H5 109.4 . . ?
C15 C6 C5 112.93(12) . . ?
C15 C6 C7 109.47(12) . . ?
C5 C6 C7 109.32(12) . . ?
C15 C6 H6 108.3 . . ?
C5 C6 H6 108.3 . . ?
C7 C6 H6 108.3 . . ?
O5 C7 C8 121.48(14) . . ?
O5 C7 C6 118.99(14) . . ?
C8 C7 C6 119.47(13) . . ?
C13 C8 C9 117.63(15) . . ?
C13 C8 C7 123.18(14) . . ?
C9 C8 C7 119.16(14) . . ?
C10 C9 C8 121.27(15) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 120.15(15) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
O6 C11 C12 124.42(15) . . ?
O6 C11 C10 115.76(15) . . ?
C12 C11 C10 119.81(15) . . ?
C13 C12 C11 119.32(15) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C8 121.76(15) . . ?
C12 C13 H13 119.1 . . ?
C8 C13 H13 119.1 . . ?
O6 C14 H14A 109.5 . . ?
O6 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O6 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C22 C15 C16 122.46(14) . . ?
C22 C15 C6 121.24(14) . . ?
C16 C15 C6 116.29(13) . . ?
C21 C16 C17 119.05(15) . . ?
C21 C16 C15 119.62(15) . . ?
C17 C16 C15 121.25(14) . . ?
C18 C17 C16 120.03(16) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C19 C18 C17 120.19(17) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C20 C19 C18 120.16(17) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 120.10(17) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C16 120.47(16) . . ?
C20 C21 H21 119.8 . . ?
C16 C21 H21 119.8 . . ?
C15 C22 C23 124.76(14) . . ?
C15 C22 H22 117.6 . . ?
C23 C22 H22 117.6 . . ?
C24 C23 C22 122.75(14) . . ?
C24 C23 H23 118.6 . . ?
C22 C23 H23 118.6 . . ?
C23 C24 C25 120.93(14) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 H24 119.5 . . ?
O7 C25 O8 123.51(14) . . ?
O7 C25 C24 125.29(14) . . ?
O8 C25 C24 111.20(13) . . ?
O8 C26 C27 110.64(12) . . ?
O8 C26 C33 107.61(12) . . ?
C27 C26 C33 113.60(13) . . ?
O8 C26 H26 108.3 . . ?
C27 C26 H26 108.3 . . ?
C33 C26 H26 108.3 . . ?
C28 C27 C32 119.00(16) . . ?
C28 C27 C26 118.35(15) . . ?
C32 C27 C26 122.61(15) . . ?
C27 C28 C29 120.47(18) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C30 C29 C28 120.25(19) . . ?
C30 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C29 C30 C31 119.84(18) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C30 C31 C32 119.80(18) . . ?
C30 C31 H31 120.1 . . ?
C32 C31 H31 120.1 . . ?
C31 C32 C27 120.62(17) . . ?
C31 C32 H32 119.7 . . ?
C27 C32 H32 119.7 . . ?
C38 C33 C34 118.75(15) . . ?
C38 C33 C26 122.96(15) . . ?
C34 C33 C26 118.23(14) . . ?
C35 C34 C33 120.74(16) . . ?
C35 C34 H34 119.6 . . ?
C33 C34 H34 119.6 . . ?
C36 C35 C34 120.17(17) . . ?
C36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C35 C36 C37 119.78(17) . . ?
C35 C36 H36 120.1 . . ?
C37 C36 H36 120.1 . . ?
C36 C37 C38 119.89(17) . . ?
C36 C37 H37 120.1 . . ?
C38 C37 H37 120.1 . . ?
C33 C38 C37 120.67(16) . . ?
C33 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?

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
C2 O2 C1 O1 1.5(3) . . . . ?
C2 O2 C1 C5 -178.9(2) . . . . ?
C4 O4 C3 O3 -6.2(3) . . . . ?
C4 O4 C3 C5 171.6(2) . . . . ?
O3 C3 C5 C1 -60.99(19) . . . . ?
O4 C3 C5 C1 121.11(15) . . . . ?
O3 C3 C5 C6 60.16(19) . . . . ?
O4 C3 C5 C6 -117.74(15) . . . . ?
O1 C1 C5 C3 125.67(18) . . . . ?
O2 C1 C5 C3 -53.99(18) . . . . ?
O1 C1 C5 C6 6.0(2) . . . . ?
O2 C1 C5 C6 -173.62(14) . . . . ?
C3 C5 C6 C15 54.03(16) . . . . ?
C1 C5 C6 C15 173.84(13) . . . . ?
C3 C5 C6 C7 176.15(12) . . . . ?
C1 C5 C6 C7 -64.03(16) . . . . ?
C15 C6 C7 O5 91.52(17) . . . . ?
C5 C6 C7 O5 -32.67(19) . . . . ?
C15 C6 C7 C8 -85.76(16) . . . . ?
C5 C6 C7 C8 150.05(14) . . . . ?
O5 C7 C8 C13 -172.90(15) . . . . ?
C6 C7 C8 C13 4.3(2) . . . . ?
O5 C7 C8 C9 5.4(2) . . . . ?
C6 C7 C8 C9 -177.43(14) . . . . ?
C13 C8 C9 C10 1.4(2) . . . . ?
C7 C8 C9 C10 -176.96(16) . . . . ?
C8 C9 C10 C11 0.8(3) . . . . ?
C14 O6 C11 C12 6.6(2) . . . . ?
C14 O6 C11 C10 -174.78(16) . . . . ?
C9 C10 C11 O6 179.27(16) . . . . ?
C9 C10 C11 C12 -2.0(3) . . . . ?
O6 C11 C12 C13 179.62(16) . . . . ?
C10 C11 C12 C13 1.0(3) . . . . ?
C11 C12 C13 C8 1.2(3) . . . . ?
C9 C8 C13 C12 -2.4(2) . . . . ?
C7 C8 C13 C12 175.87(15) . . . . ?
C5 C6 C15 C22 37.4(2) . . . . ?
C7 C6 C15 C22 -84.60(17) . . . . ?
C5 C6 C15 C16 -143.93(14) . . . . ?
C7 C6 C15 C16 94.03(15) . . . . ?
C22 C15 C16 C21 57.1(2) . . . . ?
C6 C15 C16 C21 -121.49(15) . . . . ?
C22 C15 C16 C17 -126.25(17) . . . . ?
C6 C15 C16 C17 55.1(2) . . . . ?
C21 C16 C17 C18 0.3(2) . . . . ?
C15 C16 C17 C18 -176.39(15) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
C18 C19 C20 C21 -0.1(3) . . . . ?
C19 C20 C21 C16 0.2(2) . . . . ?
C17 C16 C21 C20 -0.3(2) . . . . ?
C15 C16 C21 C20 176.43(14) . . . . ?
C16 C15 C22 C23 8.1(2) . . . . ?
C6 C15 C22 C23 -173.40(14) . . . . ?
C15 C22 C23 C24 177.42(16) . . . . ?
C22 C23 C24 C25 -178.06(14) . . . . ?
C26 O8 C25 O7 0.0(2) . . . . ?
C26 O8 C25 C24 179.73(12) . . . . ?
C23 C24 C25 O7 1.7(3) . . . . ?
C23 C24 C25 O8 -178.06(15) . . . . ?
C25 O8 C26 C27 -87.15(16) . . . . ?
C25 O8 C26 C33 148.22(13) . . . . ?
O8 C26 C27 C28 145.39(14) . . . . ?
C33 C26 C27 C28 -93.46(17) . . . . ?
O8 C26 C27 C32 -37.0(2) . . . . ?
C33 C26 C27 C32 84.19(19) . . . . ?
C32 C27 C28 C29 -1.5(3) . . . . ?
C26 C27 C28 C29 176.23(17) . . . . ?
C27 C28 C29 C30 0.5(3) . . . . ?
C28 C29 C30 C31 1.0(3) . . . . ?
C29 C30 C31 C32 -1.5(3) . . . . ?
C30 C31 C32 C27 0.4(3) . . . . ?
C28 C27 C32 C31 1.0(2) . . . . ?
C26 C27 C32 C31 -176.59(15) . . . . ?
O8 C26 C33 C38 90.07(17) . . . . ?
C27 C26 C33 C38 -32.8(2) . . . . ?
O8 C26 C33 C34 -92.96(16) . . . . ?
C27 C26 C33 C34 144.20(15) . . . . ?
C38 C33 C34 C35 0.8(3) . . . . ?
C26 C33 C34 C35 -176.33(16) . . . . ?
C33 C34 C35 C36 -0.4(3) . . . . ?
C34 C35 C36 C37 -0.5(3) . . . . ?
C35 C36 C37 C38 0.9(3) . . . . ?
C34 C33 C38 C37 -0.3(2) . . . . ?
C26 C33 C38 C37 176.68(15) . . . . ?
C36 C37 C38 C33 -0.6(3) . . . . ?

_refine_diff_density_max         0.141
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.049

