# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_3n-pce_auto
_database_code_depnum_ccdc_archive 'CCDC 2178302'
loop_
_audit_author_name
_audit_author_address
'Zhuo Huang'
;University of Science and Technology of China
China
;
_audit_update_record             
;
2022-06-10 deposited with the CCDC.	2023-03-24 downloaded from the CCDC.
;
_audit_creation_date             2022-05-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '2(C25 H31 O5 P)'
_chemical_formula_sum            'C50 H62 O10 P2'
_chemical_formula_weight         884.93
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N2O2P1
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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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'

_cell_length_a                   5.37551(9)
_cell_length_b                   7.85484(12)
_cell_length_c                   56.3649(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2379.93(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4299
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.9170
_cell_measurement_theta_min      5.6960
_shelx_estimated_absorpt_T_max   0.783
_shelx_estimated_absorpt_T_min   0.739
_exptl_absorpt_coefficient_mu    1.289
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84275
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -68
_diffrn_reflns_number            7177
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.871
_diffrn_reflns_theta_min         5.687
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4337
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00  -6.00   0.30    4.00    --  -41.76 125.00  60.00  190
  2  ω     14.00 108.20   0.30    4.00    --   41.76  57.00 -60.00  314
  3  ω    139.00 166.00   0.30    8.00    --  106.05  77.00 -60.00   90
  4  ω     35.00 110.90   0.30    8.00    --  106.05-125.00-180.00  253
  5  ω     34.00 117.10   0.30    8.00    --  106.05 -45.00 150.00  277
  6  ω     61.00 166.00   0.30    8.00    --  106.05  15.00  30.00  350
  7  ω    148.00 178.00   0.30    8.00    --  106.05  77.00  60.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1015555000
_diffrn_orient_matrix_UB_12      0.1370542000
_diffrn_orient_matrix_UB_13      0.0169841000
_diffrn_orient_matrix_UB_21      0.0591408000
_diffrn_orient_matrix_UB_22      -0.1157641000
_diffrn_orient_matrix_UB_23      0.0213337000
_diffrn_orient_matrix_UB_31      0.2613365000
_diffrn_orient_matrix_UB_32      0.0794065000
_diffrn_orient_matrix_UB_33      0.0017934000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.649
_reflns_Friedel_fraction_full    0.986
_reflns_Friedel_fraction_max     0.930
_reflns_number_gt                4323
_reflns_number_total             4561
_reflns_odcompleteness_completeness 98.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.100
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.099
_refine_ls_abs_structure_details 
;
 Flack x determined using 1637 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.020(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4561
_refine_ls_number_restraints     85
_refine_ls_R_factor_all          0.0988
_refine_ls_R_factor_gt           0.0953
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0980P)²+5.7324P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2373
_refine_ls_wR_factor_ref         0.2409
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Restrained distances
 C21-O3
 1.4 with sigma of 0.01
 C21-C22 = C24-C25
 1.5 with sigma of 0.01
2. Rigid bond restraints
 O3, C21, C21, C22, C24, C25
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(C17) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C20)
\\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C24) \\sim Ueq,
Uanis(C25) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(O2) \\sim Ueq, Uanis(O3) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(O5) \\sim
Ueq, Uanis(C21) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of
0.04
4.a Ternary CH refined with riding coordinates:
 C19(H19)
4.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C13(H13A,H13B), C21(H21A,H21B), C18(H18A,H18B), C24(H24A,H24B)
4.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C5(H5), C8(H8), C3(H3), C11(H11), C10(H10), C6(H6), C9(H9), C2(H2),
 C16(H16), C17(H17)
4.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C22(H22A,H22B,H22C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
P1 P 0.4301(3) 0.6060(2) 0.34921(3) 0.0340(4) Uani 1 1 d . . . . .
O1 O 0.7019(9) 0.6082(10) 0.35344(9) 0.0655(17) Uani 1 1 d . . . . .
C7 C 0.2335(10) 0.6224(7) 0.24226(10) 0.0257(11) Uani 1 1 d . . . . .
C4 C 0.2748(10) 0.6231(7) 0.26842(10) 0.0255(11) Uani 1 1 d . . . . .
C12 C 0.3902(11) 0.7079(8) 0.22684(11) 0.0363(14) Uani 1 1 d . . . . .
H12 H 0.5265 0.7706 0.2331 0.044 Uiso 1 1 calc R U . . .
C1 C 0.3561(10) 0.6172(8) 0.31812(10) 0.0291(11) Uani 1 1 d . . . . .
C5 C 0.4860(11) 0.6968(8) 0.27843(11) 0.0366(14) Uani 1 1 d . . . . .
H5 H 0.6036 0.7512 0.2684 0.044 Uiso 1 1 calc R U . . .
C8 C 0.0311(12) 0.5379(8) 0.23224(11) 0.0348(13) Uani 1 1 d . . . . .
H8 H -0.0836 0.4810 0.2423 0.042 Uiso 1 1 calc R U . . .
C3 C 0.1075(11) 0.5465(8) 0.28384(11) 0.0369(14) Uani 1 1 d . . . . .
H3 H -0.0364 0.4928 0.2775 0.044 Uiso 1 1 calc R U . . .
C11 C 0.3526(13) 0.7040(9) 0.20245(12) 0.0434(16) Uani 1 1 d . . . . .
H11 H 0.4650 0.7625 0.1923 0.052 Uiso 1 1 calc R U . . .
C10 C 0.1570(11) 0.6176(8) 0.19285(11) 0.0350(12) Uani 1 1 d . . . . .
H10 H 0.1338 0.6144 0.1761 0.042 Uiso 1 1 calc R U . . .
C6 C 0.5288(12) 0.6929(8) 0.30266(11) 0.0387(14) Uani 1 1 d . . . . .
H6 H 0.6765 0.7420 0.3089 0.046 Uiso 1 1 calc R U . . .
C9 C -0.0069(12) 0.5348(8) 0.20781(10) 0.0367(14) Uani 1 1 d . . . . .
H9 H -0.1457 0.4757 0.2014 0.044 Uiso 1 1 calc R U . . .
C2 C 0.1444(11) 0.5460(9) 0.30821(11) 0.0368(14) Uani 1 1 d . . . . .
H2 H 0.0226 0.4961 0.3182 0.044 Uiso 1 1 calc R U . . .
C15 C 0.2753(18) 0.4148(9) 0.35975(12) 0.0521(19) Uani 1 1 d . . . . .
H15A H 0.0931 0.4332 0.3599 0.063 Uiso 1 1 calc R U . . .
H15B H 0.3118 0.3190 0.3489 0.063 Uiso 1 1 calc R U . . .
C13 C 0.2667(15) 0.7737(9) 0.36342(12) 0.0445(16) Uani 1 1 d . . . . .
H13A H 0.0876 0.7630 0.3596 0.053 Uiso 1 1 calc R U . . .
H13B H 0.2852 0.7607 0.3808 0.053 Uiso 1 1 calc R U . . .
C16 C 0.361(3) 0.3710(11) 0.38412(14) 0.081(3) Uani 1 1 d . . . . .
H16 H 0.5258 0.3290 0.3859 0.097 Uiso 1 1 calc R U . . .
O5 O 0.461(2) 0.5409(16) 0.48356(13) 0.145(4) Uani 1 1 d . U . . .
C14 C 0.353(3) 0.9498(9) 0.35643(13) 0.081(4) Uani 1 1 d . . . . .
H14A H 0.3359 0.9642 0.3392 0.122 Uiso 1 1 calc R U . . .
H14B H 0.5283 0.9641 0.3609 0.122 Uiso 1 1 calc R U . . .
H14C H 0.2521 1.0353 0.3646 0.122 Uiso 1 1 calc R U . . .
C17 C 0.225(3) 0.3863(16) 0.40335(16) 0.105(4) Uani 1 1 d . U . . .
H17 H 0.0626 0.4319 0.4016 0.126 Uiso 1 1 calc R U . . .
O4 O 0.481(4) 0.263(3) 0.4722(2) 0.234(9) Uani 1 1 d . U . . .
C21 C 0.749(2) 0.7770(16) 0.4167(3) 0.124(5) Uani 1 1 d D U . . .
H21A H 0.7728 0.7236 0.4010 0.148 Uiso 1 1 calc R U . . .
H21B H 0.8943 0.7477 0.4267 0.148 Uiso 1 1 calc R U . . .
O3 O 0.5292(19) 0.7071(10) 0.42744(13) 0.101(3) Uani 1 1 d D U . . .
C23 C 0.449(5) 0.427(3) 0.4677(2) 0.167(8) Uani 1 1 d . U . . .
C22 C 0.739(5) 0.9633(19) 0.4137(3) 0.176(8) Uani 1 1 d D U . . .
H22A H 0.5656 1.0007 0.4132 0.264 Uiso 1 1 calc R U . . .
H22B H 0.8223 0.9948 0.3989 0.264 Uiso 1 1 calc R U . . .
H22C H 0.8242 1.0182 0.4271 0.264 Uiso 1 1 calc R U . . .
C25 C 0.500(6) 0.619(3) 0.5244(3) 0.241(13) Uani 1 1 d D U . . .
H25A H 0.3224 0.6104 0.5280 0.361 Uiso 1 1 calc R U . . .
H25B H 0.5348 0.7313 0.5174 0.361 Uiso 1 1 calc R U . . .
H25C H 0.5966 0.6061 0.5390 0.361 Uiso 1 1 calc R U . . .
C18 C 0.307(4) 0.337(2) 0.4281(2) 0.145(7) Uani 1 1 d . U . . .
H18A H 0.1742 0.2674 0.4354 0.174 Uiso 1 1 calc R U . . .
H18B H 0.4569 0.2643 0.4268 0.174 Uiso 1 1 calc R U . . .
C19 C 0.365(2) 0.482(2) 0.44434(16) 0.097(4) Uani 1 1 d . U . . .
H19 H 0.2206 0.5614 0.4456 0.117 Uiso 1 1 calc R U . . .
C24 C 0.571(5) 0.485(3) 0.5074(2) 0.197(9) Uani 1 1 d D U . . .
H24A H 0.5014 0.3738 0.5123 0.237 Uiso 1 1 calc R U . . .
H24B H 0.7540 0.4751 0.5063 0.237 Uiso 1 1 calc R U . . .
C20 C 0.564(3) 0.560(2) 0.4345(3) 0.123(5) Uani 1 1 d . U . . .
O2 O 0.770(2) 0.4776(15) 0.4318(2) 0.138(4) Uani 1 1 d . 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
P1 O1 1.481(5) . ?
P1 C1 1.799(6) . ?
P1 C15 1.817(7) . ?
P1 C13 1.774(7) . ?
C7 C4 1.491(8) . ?
C7 C12 1.384(8) . ?
C7 C8 1.394(8) . ?
C4 C5 1.394(8) . ?
C4 C3 1.388(8) . ?
C12 H12 0.9500 . ?
C12 C11 1.390(9) . ?
C1 C6 1.405(8) . ?
C1 C2 1.386(8) . ?
C5 H5 0.9500 . ?
C5 C6 1.386(9) . ?
C8 H8 0.9500 . ?
C8 C9 1.392(8) . ?
C3 H3 0.9500 . ?
C3 C2 1.388(9) . ?
C11 H11 0.9500 . ?
C11 C10 1.363(9) . ?
C10 H10 0.9500 . ?
C10 C9 1.382(8) . ?
C6 H6 0.9500 . ?
C9 H9 0.9500 . ?
C2 H2 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.489(11) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.512(11) . ?
C16 H16 0.9500 . ?
C16 C17 1.312(15) . ?
O5 C23 1.26(2) . ?
O5 C24 1.532(16) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C17 H17 0.9500 . ?
C17 C18 1.513(15) . ?
O4 C23 1.33(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 O3 1.435(11) . ?
C21 C22 1.473(12) . ?
O3 C20 1.237(18) . ?
C23 C19 1.458(18) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C25 C24 1.474(12) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.49(2) . ?
C19 H19 1.0000 . ?
C19 C20 1.35(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C20 O2 1.293(18) . ?

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
O1 P1 C1 112.0(3) . . ?
O1 P1 C15 114.1(4) . . ?
O1 P1 C13 114.0(4) . . ?
C1 P1 C15 104.9(3) . . ?
C13 P1 C1 107.1(3) . . ?
C13 P1 C15 103.8(4) . . ?
C12 C7 C4 121.9(5) . . ?
C12 C7 C8 116.8(5) . . ?
C8 C7 C4 121.2(5) . . ?
C5 C4 C7 121.5(5) . . ?
C3 C4 C7 121.4(5) . . ?
C3 C4 C5 117.1(5) . . ?
C7 C12 H12 119.3 . . ?
C7 C12 C11 121.5(6) . . ?
C11 C12 H12 119.3 . . ?
C6 C1 P1 118.6(4) . . ?
C2 C1 P1 123.7(4) . . ?
C2 C1 C6 117.6(5) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.7(5) . . ?
C6 C5 H5 119.2 . . ?
C7 C8 H8 119.2 . . ?
C9 C8 C7 121.6(5) . . ?
C9 C8 H8 119.2 . . ?
C4 C3 H3 119.1 . . ?
C2 C3 C4 121.9(6) . . ?
C2 C3 H3 119.1 . . ?
C12 C11 H11 119.5 . . ?
C10 C11 C12 121.0(6) . . ?
C10 C11 H11 119.5 . . ?
C11 C10 H10 120.5 . . ?
C11 C10 C9 118.9(6) . . ?
C9 C10 H10 120.5 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.7(6) . . ?
C5 C6 H6 119.6 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.1(6) . . ?
C10 C9 H9 119.9 . . ?
C1 C2 C3 121.0(5) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
P1 C15 H15A 109.5 . . ?
P1 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 P1 110.5(7) . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
P1 C13 H13A 108.7 . . ?
P1 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 P1 114.1(6) . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
C15 C16 H16 117.7 . . ?
C17 C16 C15 124.6(12) . . ?
C17 C16 H16 117.7 . . ?
C23 O5 C24 115.9(15) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C17 H17 117.4 . . ?
C16 C17 C18 125.2(16) . . ?
C18 C17 H17 117.4 . . ?
H21A C21 H21B 107.7 . . ?
O3 C21 H21A 108.8 . . ?
O3 C21 H21B 108.8 . . ?
O3 C21 C22 113.6(14) . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C20 O3 C21 111.6(14) . . ?
O5 C23 O4 123.2(15) . . ?
O5 C23 C19 116.5(18) . . ?
O4 C23 C19 119.7(17) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
C17 C18 H18A 108.4 . . ?
C17 C18 H18B 108.4 . . ?
H18A C18 H18B 107.5 . . ?
C19 C18 C17 115.6(12) . . ?
C19 C18 H18A 108.4 . . ?
C19 C18 H18B 108.4 . . ?
C23 C19 C18 113.3(15) . . ?
C23 C19 H19 111.1 . . ?
C18 C19 H19 111.1 . . ?
C20 C19 C23 105.0(15) . . ?
C20 C19 C18 105.0(12) . . ?
C20 C19 H19 111.1 . . ?
O5 C24 H24A 110.7 . . ?
O5 C24 H24B 110.7 . . ?
C25 C24 O5 105.4(15) . . ?
C25 C24 H24A 110.7 . . ?
C25 C24 H24B 110.7 . . ?
H24A C24 H24B 108.8 . . ?
O3 C20 C19 115.9(15) . . ?
O3 C20 O2 124.1(18) . . ?
O2 C20 C19 119.9(16) . . ?

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
P1 C1 C6 C5 176.7(5) . . . . ?
P1 C1 C2 C3 -174.6(5) . . . . ?
P1 C15 C16 C17 108.9(12) . . . . ?
O1 P1 C1 C6 -25.3(6) . . . . ?
O1 P1 C1 C2 150.6(6) . . . . ?
O1 P1 C15 C16 45.9(8) . . . . ?
O1 P1 C13 C14 58.2(7) . . . . ?
C7 C4 C5 C6 -177.9(6) . . . . ?
C7 C4 C3 C2 179.8(6) . . . . ?
C7 C12 C11 C10 1.0(10) . . . . ?
C7 C8 C9 C10 -0.4(10) . . . . ?
C4 C7 C12 C11 178.9(6) . . . . ?
C4 C7 C8 C9 -179.2(5) . . . . ?
C4 C5 C6 C1 -1.5(10) . . . . ?
C4 C3 C2 C1 -2.4(10) . . . . ?
C12 C7 C4 C5 -6.0(8) . . . . ?
C12 C7 C4 C3 175.7(6) . . . . ?
C12 C7 C8 C9 2.1(9) . . . . ?
C12 C11 C10 C9 0.8(10) . . . . ?
C1 P1 C15 C16 168.9(6) . . . . ?
C1 P1 C13 C14 -66.3(7) . . . . ?
C5 C4 C3 C2 1.4(9) . . . . ?
C8 C7 C4 C5 175.3(6) . . . . ?
C8 C7 C4 C3 -3.0(8) . . . . ?
C8 C7 C12 C11 -2.4(9) . . . . ?
C3 C4 C5 C6 0.5(9) . . . . ?
C11 C10 C9 C8 -1.1(10) . . . . ?
C6 C1 C2 C3 1.4(9) . . . . ?
C2 C1 C6 C5 0.5(9) . . . . ?
C15 P1 C1 C6 -149.6(5) . . . . ?
C15 P1 C1 C2 26.3(6) . . . . ?
C15 P1 C13 C14 -177.0(6) . . . . ?
C15 C16 C17 C18 177.9(11) . . . . ?
C13 P1 C1 C6 100.4(5) . . . . ?
C13 P1 C1 C2 -83.6(6) . . . . ?
C13 P1 C15 C16 -78.9(7) . . . . ?
C16 C17 C18 C19 106.7(17) . . . . ?
O5 C23 C19 C18 -168(2) . . . . ?
O5 C23 C19 C20 78(2) . . . . ?
C17 C18 C19 C23 -178.5(17) . . . . ?
C17 C18 C19 C20 -64(2) . . . . ?
O4 C23 C19 C18 4(3) . . . . ?
O4 C23 C19 C20 -110(3) . . . . ?
C21 O3 C20 C19 -178.4(12) . . . . ?
C21 O3 C20 O2 -2(2) . . . . ?
C23 O5 C24 C25 -164(2) . . . . ?
C23 C19 C20 O3 -125.0(15) . . . . ?
C23 C19 C20 O2 59(2) . . . . ?
C22 C21 O3 C20 -164.9(14) . . . . ?
C18 C19 C20 O3 115.2(15) . . . . ?
C18 C19 C20 O2 -61.2(18) . . . . ?
C24 O5 C23 O4 13(4) . . . . ?
C24 O5 C23 C19 -174.9(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.339
_oxdiff_exptl_absorpt_empirical_full_min 0.553
