# Supplementary Information (SI) for Chemical Science.
# 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_10a
_database_code_depnum_ccdc_archive 'CCDC 2332101'
loop_
_audit_author_name
_audit_author_address
'Sonia Mallet-Ladeira'
;CNRS
France
;
_audit_update_record             
;
2024-02-09 deposited with the CCDC.	2024-07-30 downloaded from the CCDC.
;


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

_chemical_formula_moiety         'C19 H27 N2 O P, C H2 Cl2'
_chemical_formula_sum            'C20 H29 Cl2 N2 O P'
_chemical_formula_weight         415.32

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.8087(8)
_cell_length_b                   11.2182(8)
_cell_length_c                   11.3752(8)
_cell_angle_alpha                61.101(2)
_cell_angle_beta                 89.292(3)
_cell_angle_gamma                66.734(2)
_cell_volume                     1081.66(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9911
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      28.31

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

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.07
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440

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

_exptl_absorpt_coefficient_mu    0.386
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS(Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.6796
_exptl_absorpt_correction_T_max  0.7457

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

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine focus sealed tube'
_diffrn_radiation_monochromator  triumph
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON3'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_number            22682
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.285
_diffrn_reflns_theta_max         28.456
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.972
_reflns_Friedel_coverage         0
_reflns_number_total             5322
_reflns_number_gt                4583
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

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

_shelx_SHELXL_version_number     2019/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0626P)²+1.8005P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5322
_refine_ls_number_parameters     241
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0594
_refine_ls_wR_factor_ref         0.1743
_refine_ls_wR_factor_gt          0.1698
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.115
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.623
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.07

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 0.4005(2) 0.5454(3) 0.7324(2) 0.0201(4) Uani 1 1 d . . . . .
C2 C 0.6173(2) 0.3684(3) 0.7909(2) 0.0235(5) Uani 1 1 d . . . . .
C3 C 0.6209(2) 0.4841(3) 0.7988(2) 0.0242(5) Uani 1 1 d . . . . .
C4 C 0.4208(3) 0.3210(3) 0.7238(3) 0.0243(5) Uani 1 1 d . . . . .
H4 H 0.317997 0.379474 0.701783 0.029 Uiso 1 1 calc R U . . .
C5 C 0.4582(3) 0.1663(3) 0.8512(3) 0.0356(6) Uani 1 1 d . . . . .
H5A H 0.555825 0.098848 0.867183 0.053 Uiso 1 1 calc R U . . .
H5B H 0.400933 0.122678 0.83759 0.053 Uiso 1 1 calc R U . . .
H5C H 0.441874 0.17746 0.93103 0.053 Uiso 1 1 calc R U . . .
C6 C 0.4590(3) 0.3148(4) 0.5969(3) 0.0348(6) Uani 1 1 d . . . . .
H6A H 0.422239 0.418359 0.516644 0.052 Uiso 1 1 calc R U . . .
H6B H 0.419526 0.257385 0.581104 0.052 Uiso 1 1 calc R U . . .
H6C H 0.55972 0.264741 0.611414 0.052 Uiso 1 1 calc R U . . .
C7 C 0.7356(3) 0.2210(3) 0.8263(3) 0.0340(6) Uani 1 1 d . . . . .
H7A H 0.822568 0.227785 0.833645 0.051 Uiso 1 1 calc R U . . .
H7B H 0.726866 0.199065 0.754086 0.051 Uiso 1 1 calc R U . . .
H7C H 0.735082 0.139382 0.914472 0.051 Uiso 1 1 calc R U . . .
C8 C 0.7437(3) 0.4949(4) 0.8422(3) 0.0369(6) Uani 1 1 d . . . . .
H8A H 0.752124 0.468722 0.938283 0.055 Uiso 1 1 calc R U . . .
H8B H 0.732736 0.598907 0.783408 0.055 Uiso 1 1 calc R U . . .
H8C H 0.827103 0.424262 0.833394 0.055 Uiso 1 1 calc R U . . .
C9 C 0.4316(3) 0.7438(3) 0.7504(3) 0.0250(5) Uani 1 1 d . . . . .
H9 H 0.328838 0.784513 0.73587 0.03 Uiso 1 1 calc R U . . .
C10 C 0.4823(3) 0.7302(4) 0.8824(3) 0.0367(6) Uani 1 1 d . . . . .
H10A H 0.473808 0.645633 0.961622 0.055 Uiso 1 1 calc R U . . .
H10B H 0.426414 0.824864 0.880202 0.055 Uiso 1 1 calc R U . . .
H10C H 0.579233 0.711403 0.89058 0.055 Uiso 1 1 calc R U . . .
C11 C 0.4614(4) 0.8556(3) 0.6237(3) 0.0389(7) Uani 1 1 d . . . . .
H11A H 0.561532 0.819511 0.633308 0.058 Uiso 1 1 calc R U . . .
H11B H 0.420165 0.955548 0.614606 0.058 Uiso 1 1 calc R U . . .
H11C H 0.421836 0.863859 0.541518 0.058 Uiso 1 1 calc R U . . .
C12 C 0.2438(2) 0.6318(3) 0.6929(2) 0.0214(4) Uani 1 1 d . . . . .
C13 C -0.0099(3) 0.8112(3) 0.5101(3) 0.0289(5) Uani 1 1 d . . . . .
H13 H -0.01667 0.839749 0.58152 0.035 Uiso 1 1 calc R U . . .
C14 C -0.0823(3) 0.7127(3) 0.5430(3) 0.0363(6) Uani 1 1 d . . . . .
H14 H -0.106752 0.677566 0.629915 0.044 Uiso 1 1 calc R U . . .
C15 C -0.1161(3) 0.6693(4) 0.4624(4) 0.0409(7) Uani 1 1 d . . . . .
H15 H -0.154539 0.599316 0.501123 0.049 Uiso 1 1 calc R U . . .
C16 C -0.1001(3) 0.7176(4) 0.3231(4) 0.0456(8) Uani 1 1 d . . . . .
H16 H -0.091082 0.649491 0.293105 0.055 Uiso 1 1 calc R U . . .
C17 C -0.0965(3) 0.8487(4) 0.2303(3) 0.0444(7) Uani 1 1 d . . . . .
H17 H -0.084625 0.863078 0.14223 0.053 Uiso 1 1 calc R U . . .
C18 C -0.1091(3) 0.9694(4) 0.2522(3) 0.0414(7) Uani 1 1 d . . . . .
H18 H -0.143604 1.0686 0.17275 0.05 Uiso 1 1 calc R U . . .
C19 C -0.0771(3) 0.9561(3) 0.3728(3) 0.0374(7) Uani 1 1 d . . . . .
H19 H -0.099366 1.047804 0.37122 0.045 Uiso 1 1 calc R U . . .
C20 C 0.9159(3) 0.7722(4) 0.8891(4) 0.0469(8) Uani 1 1 d . . . . .
H20A H 0.993035 0.71616 0.859949 0.056 Uiso 1 1 calc R U . . .
H20B H 0.945745 0.829768 0.916407 0.056 Uiso 1 1 calc R U . . .
Cl1 Cl 0.87737(9) 0.64134(12) 1.03160(9) 0.0526(2) Uani 1 1 d . . . . .
Cl2 Cl 0.77056(10) 0.90041(11) 0.74936(11) 0.0596(3) Uani 1 1 d . . . . .
N1 N 0.4789(2) 0.4085(2) 0.74913(19) 0.0205(4) Uani 1 1 d . . . . .
N2 N 0.4849(2) 0.5933(2) 0.7632(2) 0.0216(4) Uani 1 1 d . . . . .
O1 O 0.18769(19) 0.6412(2) 0.78784(19) 0.0321(4) Uani 1 1 d . . . . .
P1 P 0.17901(6) 0.70728(8) 0.52038(7) 0.02688(18) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   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 N1 1.344(3) . ?
C1 N2 1.350(3) . ?
C1 C12 1.520(3) . ?
C2 C3 1.359(4) . ?
C2 N1 1.396(3) . ?
C2 C7 1.493(4) . ?
C3 N2 1.392(3) . ?
C3 C8 1.491(3) . ?
C4 N1 1.486(3) . ?
C4 C5 1.518(4) . ?
C4 C6 1.521(4) . ?
C4 H4 1 . ?
C5 H5A 0.98 . ?
C5 H5B 0.98 . ?
C5 H5C 0.98 . ?
C6 H6A 0.98 . ?
C6 H6B 0.98 . ?
C6 H6C 0.98 . ?
C7 H7A 0.98 . ?
C7 H7B 0.98 . ?
C7 H7C 0.98 . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 N2 1.483(3) . ?
C9 C10 1.521(4) . ?
C9 C11 1.522(4) . ?
C9 H9 1 . ?
C10 H10A 0.98 . ?
C10 H10B 0.98 . ?
C10 H10C 0.98 . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 O1 1.260(3) . ?
C12 P1 1.737(2) . ?
C13 C19 1.500(4) . ?
C13 C14 1.500(4) . ?
C13 P1 1.880(3) . ?
C13 H13 1 . ?
C14 C15 1.338(4) . ?
C14 H14 0.95 . ?
C15 C16 1.438(5) . ?
C15 H15 0.95 . ?
C16 C17 1.350(5) . ?
C16 H16 0.95 . ?
C17 C18 1.448(5) . ?
C17 H17 0.95 . ?
C18 C19 1.340(5) . ?
C18 H18 0.95 . ?
C19 H19 0.95 . ?
C20 Cl1 1.767(4) . ?
C20 Cl2 1.769(4) . ?
C20 H20A 0.99 . ?
C20 H20B 0.99 . ?

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
N1 C1 N2 108.1(2) . . ?
N1 C1 C12 127.5(2) . . ?
N2 C1 C12 124.3(2) . . ?
C3 C2 N1 107.1(2) . . ?
C3 C2 C7 128.0(2) . . ?
N1 C2 C7 124.9(2) . . ?
C2 C3 N2 107.2(2) . . ?
C2 C3 C8 128.2(2) . . ?
N2 C3 C8 124.6(2) . . ?
N1 C4 C5 112.1(2) . . ?
N1 C4 C6 110.4(2) . . ?
C5 C4 C6 113.9(2) . . ?
N1 C4 H4 106.7 . . ?
C5 C4 H4 106.7 . . ?
C6 C4 H4 106.7 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 C10 111.7(2) . . ?
N2 C9 C11 111.2(2) . . ?
C10 C9 C11 113.3(2) . . ?
N2 C9 H9 106.7 . . ?
C10 C9 H9 106.7 . . ?
C11 C9 H9 106.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O1 C12 C1 114.9(2) . . ?
O1 C12 P1 132.90(19) . . ?
C1 C12 P1 112.13(16) . . ?
C19 C13 C14 112.4(2) . . ?
C19 C13 P1 110.5(2) . . ?
C14 C13 P1 112.12(19) . . ?
C19 C13 H13 107.2 . . ?
C14 C13 H13 107.2 . . ?
P1 C13 H13 107.2 . . ?
C15 C14 C13 126.7(3) . . ?
C15 C14 H14 116.7 . . ?
C13 C14 H14 116.7 . . ?
C14 C15 C16 126.7(3) . . ?
C14 C15 H15 116.6 . . ?
C16 C15 H15 116.6 . . ?
C17 C16 C15 127.4(3) . . ?
C17 C16 H16 116.3 . . ?
C15 C16 H16 116.3 . . ?
C16 C17 C18 126.1(3) . . ?
C16 C17 H17 116.9 . . ?
C18 C17 H17 116.9 . . ?
C19 C18 C17 126.9(3) . . ?
C19 C18 H18 116.6 . . ?
C17 C18 H18 116.6 . . ?
C18 C19 C13 126.6(3) . . ?
C18 C19 H19 116.7 . . ?
C13 C19 H19 116.7 . . ?
Cl1 C20 Cl2 111.17(18) . . ?
Cl1 C20 H20A 109.4 . . ?
Cl2 C20 H20A 109.4 . . ?
Cl1 C20 H20B 109.4 . . ?
Cl2 C20 H20B 109.4 . . ?
H20A C20 H20B 108 . . ?
C1 N1 C2 108.85(19) . . ?
C1 N1 C4 123.18(19) . . ?
C2 N1 C4 128.0(2) . . ?
C1 N2 C3 108.8(2) . . ?
C1 N2 C9 122.0(2) . . ?
C3 N2 C9 129.2(2) . . ?
C12 P1 C13 99.49(12) . . ?


####################################################################### 
# 
# 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_13b
_database_code_depnum_ccdc_archive 'CCDC 2332103'
loop_
_audit_author_name
_audit_author_address
'Sonia Mallet-Ladeira'
;CNRS
France
;
_audit_update_record             
;
2024-02-09 deposited with the CCDC.	2024-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H15 O P'
_chemical_formula_sum            'C14 H15 O P'
_chemical_formula_weight         230.23

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   18.3122(8)
_cell_length_b                   5.9341(2)
_cell_length_c                   22.4465(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.4662(18)
_cell_angle_gamma                90
_cell_volume                     2418.50(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9821
_cell_measurement_theta_min      3.69
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.203
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7137
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8-Venture Photon III-C14 detector'
_diffrn_measurement_method       'Phi and omega scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            37622
_diffrn_reflns_av_unetI/netI     0.0130
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.075
_diffrn_reflns_theta_max         28.316
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             2960
_reflns_number_gt                2826
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+3.7229P] 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         2960
_refine_ls_number_parameters     204
_refine_ls_number_restraints     222
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.1019
_refine_ls_wR_factor_gt          0.1009
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.110
_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
P1 P 0.27291(2) 0.63625(7) 0.33913(2) 0.02197(12) Uani 1 1 d . . . . .
H1A H 0.2885(10) 0.660(3) 0.3967(8) 0.029(5) Uiso 1 1 d . . . . .
O1 O 0.26534(6) 0.8527(2) 0.30581(5) 0.0332(3) Uani 1 1 d . . . . .
C1 C 0.34458(8) 0.4475(3) 0.31786(7) 0.0315(4) Uani 1 1 d . . . . .
H1 H 0.320830 0.351628 0.284146 0.038 Uiso 1 1 calc R U . . .
C2 C 0.40695(9) 0.5690(4) 0.29482(8) 0.0385(4) Uani 1 1 d . . . . .
H2 H 0.411482 0.553692 0.253330 0.046 Uiso 1 1 calc R U . . .
C3 C 0.45600(9) 0.6954(3) 0.32747(9) 0.0404(4) Uani 1 1 d . . . . .
H3 H 0.490610 0.771581 0.306615 0.048 Uiso 1 1 calc R U . . .
C4 C 0.46259(9) 0.7295(3) 0.39030(10) 0.0421(4) Uani 1 1 d . . . . .
H4 H 0.482149 0.870134 0.404986 0.050 Uiso 1 1 calc R U . . .
C5 C 0.44411(10) 0.5843(4) 0.43075(8) 0.0442(5) Uani 1 1 d . . . . .
H5 H 0.451026 0.632566 0.471445 0.053 Uiso 1 1 calc R U . . .
C6 C 0.41447(10) 0.3597(4) 0.41931(10) 0.0492(5) Uani 1 1 d . . . . .
H6 H 0.425045 0.251923 0.450518 0.059 Uiso 1 1 calc R U . . .
C7 C 0.37321(10) 0.2892(3) 0.36842(11) 0.0451(5) Uani 1 1 d . . . . .
H7 H 0.361676 0.133510 0.364195 0.054 Uiso 1 1 calc R U . . .
C8 C 0.19024(8) 0.4591(3) 0.32888(7) 0.0300(3) Uani 1 1 d D U . . .
H8 H 0.187007 0.388773 0.288138 0.036 Uiso 1 1 calc R U . A 1
C9 C 0.1896(12) 0.286(3) 0.3708(6) 0.0295(17) Uani 0.362(13) 1 d D U P B 1
H9 H 0.192042 0.135960 0.356220 0.035 Uiso 0.362(13) 1 calc R U P B 1
C10 C 0.1859(8) 0.311(2) 0.4293(6) 0.0330(17) Uani 0.362(13) 1 d D U P B 1
H10 H 0.191823 0.176928 0.452772 0.040 Uiso 0.362(13) 1 calc R U P B 1
C11 C 0.1739(6) 0.514(2) 0.4616(5) 0.0387(16) Uani 0.362(13) 1 d D U P B 1
H11 H 0.193257 0.520316 0.502975 0.046 Uiso 0.362(13) 1 calc R U P B 1
C12 C 0.1380(6) 0.6953(18) 0.4381(5) 0.0384(16) Uani 0.362(13) 1 d D U P B 1
H12 H 0.136675 0.821388 0.464031 0.046 Uiso 0.362(13) 1 calc R U P B 1
C13 C 0.1010(6) 0.7219(17) 0.3783(6) 0.0369(16) Uani 0.362(13) 1 d D U P B 1
H13 H 0.060121 0.821579 0.372970 0.044 Uiso 0.362(13) 1 calc R U P B 1
C14 C 0.1189(8) 0.620(2) 0.3297(6) 0.0347(18) Uani 0.362(13) 1 d D U P B 1
H14 H 0.087740 0.642021 0.292904 0.042 Uiso 0.362(13) 1 calc R U P B 1
C9' C 0.1212(4) 0.5800(13) 0.3162(3) 0.0332(11) Uani 0.638(13) 1 d D U P B 2
H9' H 0.095198 0.568491 0.276838 0.040 Uiso 0.638(13) 1 calc R U P B 2
C10' C 0.0918(3) 0.7063(11) 0.3561(3) 0.0358(10) Uani 0.638(13) 1 d D U P B 2
H10' H 0.048544 0.788153 0.341590 0.043 Uiso 0.638(13) 1 calc R U P B 2
C11' C 0.1189(3) 0.7311(8) 0.4188(3) 0.0354(11) Uani 0.638(13) 1 d D U P B 2
H11' H 0.109761 0.871370 0.436771 0.042 Uiso 0.638(13) 1 calc R U P B 2
C12' C 0.1561(3) 0.5754(11) 0.4547(2) 0.0357(11) Uani 0.638(13) 1 d D U P B 2
H12' H 0.170587 0.616642 0.495400 0.043 Uiso 0.638(13) 1 calc R U P B 2
C13' C 0.1759(4) 0.3523(13) 0.4369(3) 0.0367(13) Uani 0.638(13) 1 d D U P B 2
H13' H 0.179926 0.239093 0.467092 0.044 Uiso 0.638(13) 1 calc R U P B 2
C14' C 0.1890(8) 0.2891(16) 0.3821(4) 0.0319(13) Uani 0.638(13) 1 d D U P B 2
H14' H 0.198069 0.134219 0.375149 0.038 Uiso 0.638(13) 1 calc R U P B 2


_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 1.4839(12) . ?
P1 C8 1.8328(16) . ?
P1 C1 1.8352(16) . ?
P1 H1A 1.294(18) . ?
C1 C2 1.498(2) . ?
C1 C7 1.513(3) . ?
C1 H1 1.0000 . ?
C2 C3 1.317(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.414(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.327(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.449(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.351(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.395(14) . ?
C8 C9' 1.449(8) . ?
C8 C14' 1.566(8) . ?
C8 C14 1.619(12) . ?
C8 H8 1.0000 . ?
C9 C10 1.333(13) . ?
C9 H9 0.9500 . ?
C10 C11 1.441(10) . ?
C10 H10 0.9500 . ?
C11 C12 1.332(9) . ?
C11 H11 0.9500 . ?
C12 C13 1.431(9) . ?
C12 H12 0.9500 . ?
C13 C14 1.326(10) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C9' C10' 1.334(6) . ?
C9' H9' 0.9500 . ?
C10' C11' 1.438(5) . ?
C10' H10' 0.9500 . ?
C11' C12' 1.351(5) . ?
C11' H11' 0.9500 . ?
C12' C13' 1.442(6) . ?
C12' H12' 0.9500 . ?
C13' C14' 1.338(8) . ?
C13' H13' 0.9500 . ?
C14' H14' 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
O1 P1 C8 114.31(7) . . ?
O1 P1 C1 114.85(8) . . ?
C8 P1 C1 102.96(8) . . ?
O1 P1 H1A 113.9(9) . . ?
C8 P1 H1A 104.9(8) . . ?
C1 P1 H1A 104.7(8) . . ?
C2 C1 C7 110.62(13) . . ?
C2 C1 P1 113.52(13) . . ?
C7 C1 P1 111.93(12) . . ?
C2 C1 H1 106.8 . . ?
C7 C1 H1 106.8 . . ?
P1 C1 H1 106.8 . . ?
C3 C2 C1 125.25(16) . . ?
C3 C2 H2 117.4 . . ?
C1 C2 H2 117.4 . . ?
C2 C3 C4 126.87(17) . . ?
C2 C3 H3 116.6 . . ?
C4 C3 H3 116.6 . . ?
C5 C4 C3 126.35(19) . . ?
C5 C4 H4 116.8 . . ?
C3 C4 H4 116.8 . . ?
C4 C5 C6 126.78(18) . . ?
C4 C5 H5 116.6 . . ?
C6 C5 H5 116.6 . . ?
C7 C6 C5 126.15(17) . . ?
C7 C6 H6 116.9 . . ?
C5 C6 H6 116.9 . . ?
C6 C7 C1 122.88(17) . . ?
C6 C7 H7 118.6 . . ?
C1 C7 H7 118.6 . . ?
C9' C8 C14' 111.8(5) . . ?
C9 C8 C14 110.4(9) . . ?
C9 C8 P1 114.7(9) . . ?
C9' C8 P1 115.2(3) . . ?
C14' C8 P1 111.5(5) . . ?
C14 C8 P1 108.4(6) . . ?
C9 C8 H8 107.7 . . ?
C14 C8 H8 107.7 . . ?
P1 C8 H8 107.7 . . ?
C10 C9 C8 126.1(15) . . ?
C10 C9 H9 117.0 . . ?
C8 C9 H9 117.0 . . ?
C9 C10 C11 128.2(13) . . ?
C9 C10 H10 115.9 . . ?
C11 C10 H10 115.9 . . ?
C12 C11 C10 125.2(11) . . ?
C12 C11 H11 117.4 . . ?
C10 C11 H11 117.4 . . ?
C11 C12 C13 127.6(9) . . ?
C11 C12 H12 116.2 . . ?
C13 C12 H12 116.2 . . ?
C14 C13 C12 125.8(9) . . ?
C14 C13 H13 117.1 . . ?
C12 C13 H13 117.1 . . ?
C13 C14 C8 124.3(9) . . ?
C13 C14 H14 117.8 . . ?
C8 C14 H14 117.8 . . ?
C10' C9' C8 124.3(5) . . ?
C10' C9' H9' 117.8 . . ?
C8 C9' H9' 117.8 . . ?
C9' C10' C11' 126.6(5) . . ?
C9' C10' H10' 116.7 . . ?
C11' C10' H10' 116.7 . . ?
C12' C11' C10' 126.7(4) . . ?
C12' C11' H11' 116.7 . . ?
C10' C11' H11' 116.7 . . ?
C11' C12' C13' 126.0(5) . . ?
C11' C12' H12' 117.0 . . ?
C13' C12' H12' 117.0 . . ?
C14' C13' C12' 126.4(7) . . ?
C14' C13' H13' 116.8 . . ?
C12' C13' H13' 116.8 . . ?
C13' C14' C8 122.9(7) . . ?
C13' C14' H14' 118.6 . . ?
C8 C14' H14' 118.6 . . ?

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
O1 P1 C1 C2 28.26(14) . . . . ?
C8 P1 C1 C2 153.16(12) . . . . ?
O1 P1 C1 C7 154.35(12) . . . . ?
C8 P1 C1 C7 -80.74(13) . . . . ?
C7 C1 C2 C3 -57.4(2) . . . . ?
P1 C1 C2 C3 69.4(2) . . . . ?
C1 C2 C3 C4 4.4(3) . . . . ?
C2 C3 C4 C5 29.5(3) . . . . ?
C3 C4 C5 C6 1.0(3) . . . . ?
C4 C5 C6 C7 -28.9(3) . . . . ?
C5 C6 C7 C1 -7.3(3) . . . . ?
C2 C1 C7 C6 58.1(2) . . . . ?
P1 C1 C7 C6 -69.6(2) . . . . ?
O1 P1 C8 C9 -164.5(8) . . . . ?
C1 P1 C8 C9 70.2(8) . . . . ?
O1 P1 C8 C9' -28.4(3) . . . . ?
C1 P1 C8 C9' -153.7(3) . . . . ?
O1 P1 C8 C14' -157.2(4) . . . . ?
C1 P1 C8 C14' 77.5(4) . . . . ?
O1 P1 C8 C14 -40.6(5) . . . . ?
C1 P1 C8 C14 -165.9(5) . . . . ?
C14 C8 C9 C10 -56(2) . . . . ?
P1 C8 C9 C10 67(2) . . . . ?
C8 C9 C10 C11 7(3) . . . . ?
C9 C10 C11 C12 27(2) . . . . ?
C10 C11 C12 C13 3.5(15) . . . . ?
C11 C12 C13 C14 -29.3(16) . . . . ?
C12 C13 C14 C8 -4.8(19) . . . . ?
C9 C8 C14 C13 55.5(16) . . . . ?
P1 C8 C14 C13 -70.9(13) . . . . ?
C14' C8 C9' C10' 58.0(9) . . . . ?
P1 C8 C9' C10' -70.6(7) . . . . ?
C8 C9' C10' C11' -5.4(11) . . . . ?
C9' C10' C11' C12' -30.2(9) . . . . ?
C10' C11' C12' C13' -0.1(8) . . . . ?
C11' C12' C13' C14' 29.1(12) . . . . ?
C12' C13' C14' C8 4.6(16) . . . . ?
C9' C8 C14' C13' -57.8(12) . . . . ?
P1 C8 C14' C13' 72.8(12) . . . . ?

_refine_diff_density_max         0.507
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.046




####################################################################### 
# 
# 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_13a
_database_code_depnum_ccdc_archive 'CCDC 2332102'
loop_
_audit_author_name
_audit_author_address
'Sonia Mallet-Ladeira'
;CNRS
France
;
_audit_update_record             
;
2024-02-09 deposited with the CCDC.	2024-07-30 downloaded from the CCDC.
;


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

_chemical_formula_moiety         'C45 H45 O7 P'
_chemical_formula_sum            'C45 H45 O7 P'
_chemical_formula_weight         728.78

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.8013(13)
_cell_length_b                   13.832(3)
_cell_length_c                   20.961(4)
_cell_angle_alpha                102.003(5)
_cell_angle_beta                 99.318(6)
_cell_angle_gamma                98.164(7)
_cell_volume                     1871.6(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    3100
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      18.11

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

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772

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

_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.6691
_exptl_absorpt_correction_T_max  0.7451

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

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0.1230
_diffrn_reflns_av_unetI/netI     0.1896
_diffrn_reflns_number            49470
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.013
_diffrn_reflns_theta_max         24.861
_diffrn_reflns_theta_full        24.861
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_reflns_Friedel_coverage         0
_reflns_number_total             49470
_reflns_number_gt                24968
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       APEX2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

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

_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1584P)²+0.4543P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.040(6)
_refine_ls_number_reflns         49470
_refine_ls_number_parameters     631
_refine_ls_number_restraints     589
_refine_ls_R_factor_all          0.19
_refine_ls_R_factor_gt           0.097
_refine_ls_wR_factor_ref         0.3356
_refine_ls_wR_factor_gt          0.2388
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.02
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.125

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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 0.8173(13) 0.1726(6) 0.7038(4) 0.036(2) Uani 1 1 d . . . . .
H1 H 0.952501 0.181254 0.733516 0.043 Uiso 1 1 calc R U . . .
C2 C 0.8623(13) 0.1630(6) 0.6329(4) 0.034(2) Uani 1 1 d . . . . .
C3 C 0.7113(13) 0.1397(6) 0.5755(4) 0.042(2) Uani 1 1 d . . . . .
H3 H 0.572746 0.131953 0.579048 0.05 Uiso 1 1 calc R U . . .
C4 C 0.7635(14) 0.1278(6) 0.5122(4) 0.043(2) Uani 1 1 d . . . . .
H4 H 0.659802 0.112134 0.473455 0.052 Uiso 1 1 calc R U . . .
C5 C 0.9629(14) 0.1387(6) 0.5063(4) 0.039(2) Uani 1 1 d . . . . .
C6 C 1.1103(14) 0.1622(6) 0.5619(4) 0.041(2) Uani 1 1 d . . . . .
H6 H 1.248616 0.170809 0.558073 0.05 Uiso 1 1 calc R U . . .
C7 C 1.0601(13) 0.1740(6) 0.6250(4) 0.037(2) Uani 1 1 d . . . . .
H7 H 1.165647 0.190031 0.663329 0.045 Uiso 1 1 calc R U . . .
C8 C 1.1932(15) 0.1108(7) 0.4348(5) 0.059(3) Uani 1 1 d . . . . .
H8A H 1.294221 0.169502 0.460465 0.089 Uiso 1 1 calc R U . . .
H8B H 1.199528 0.100667 0.387511 0.089 Uiso 1 1 calc R U . . .
H8C H 1.22141 0.051135 0.450247 0.089 Uiso 1 1 calc R U . . .
C9 C 0.6990(14) 0.0747(6) 0.7103(4) 0.034(2) Uani 1 1 d . . . . .
C10 C 0.7991(14) 0.0088(7) 0.7396(4) 0.042(2) Uani 1 1 d . . . . .
H10 H 0.939543 0.027838 0.758691 0.051 Uiso 1 1 calc R U . . .
C11 C 0.6974(17) -0.0826(7) 0.7410(4) 0.051(3) Uani 1 1 d . . . . .
H11 H 0.768509 -0.126591 0.760903 0.061 Uiso 1 1 calc R U . . .
C12 C 0.4950(17) -0.1125(7) 0.7144(4) 0.047(3) Uani 1 1 d . . . . .
C13 C 0.3910(14) -0.0497(7) 0.6856(4) 0.043(2) Uani 1 1 d . . . . .
H13 H 0.250344 -0.069633 0.667061 0.052 Uiso 1 1 calc R U . . .
C14 C 0.4924(14) 0.0422(7) 0.6841(4) 0.041(2) Uani 1 1 d . . . . .
H14 H 0.419262 0.085637 0.664303 0.049 Uiso 1 1 calc R U . . .
C15 C 0.2028(19) -0.2437(8) 0.6822(6) 0.083(4) Uani 1 1 d . . . . .
H15A H 0.110339 -0.20616 0.703969 0.124 Uiso 1 1 calc R U . . .
H15B H 0.164495 -0.315291 0.680783 0.124 Uiso 1 1 calc R U . . .
H15C H 0.194401 -0.234665 0.636756 0.124 Uiso 1 1 calc R U . . .
C16 C 0.8221(12) 0.3219(6) 0.8252(4) 0.034(2) Uani 1 1 d D U . . .
H16 H 0.973136 0.338013 0.831838 0.04 Uiso 1 1 calc R U . A 1
C17 C 0.767(4) 0.231(2) 0.855(2) 0.028(5) Uani 0.544(17) 1 d D U P B 1
C18 C 0.573(4) 0.174(2) 0.8436(15) 0.032(5) Uani 0.544(17) 1 d D U P B 1
H18 H 0.465323 0.192105 0.815929 0.039 Uiso 0.544(17) 1 calc R U P B 1
C19 C 0.532(3) 0.0928(16) 0.8714(10) 0.034(5) Uani 0.544(17) 1 d D U P B 1
H19 H 0.398432 0.054891 0.862484 0.04 Uiso 0.544(17) 1 calc R U P B 1
C20 C 0.690(4) 0.0667(15) 0.9128(10) 0.036(5) Uani 0.544(17) 1 d D U P B 1
C21 C 0.876(4) 0.1239(18) 0.9233(12) 0.042(5) Uani 0.544(17) 1 d D U P B 1
H21 H 0.983703 0.108682 0.952154 0.05 Uiso 0.544(17) 1 calc R U P B 1
C22 C 0.915(3) 0.201(2) 0.8952(15) 0.038(5) Uani 0.544(17) 1 d D U P B 1
H22 H 1.050607 0.236227 0.903245 0.046 Uiso 0.544(17) 1 calc R U P B 1
O4 O 0.664(3) -0.0123(12) 0.9423(7) 0.054(4) Uani 0.544(17) 1 d D U P B 1
C23 C 0.475(4) -0.0807(15) 0.9237(11) 0.066(7) Uani 0.544(17) 1 d D U P B 1
H23A H 0.382302 -0.056683 0.952155 0.099 Uiso 0.544(17) 1 calc R U P B 1
H23B H 0.496898 -0.147291 0.92897 0.099 Uiso 0.544(17) 1 calc R U P B 1
H23C H 0.415409 -0.084984 0.877124 0.099 Uiso 0.544(17) 1 calc R U P B 1
C17' C 0.822(5) 0.230(3) 0.859(2) 0.035(6) Uani 0.456(17) 1 d D U P B 2
C18' C 0.634(4) 0.173(3) 0.8559(19) 0.038(6) Uani 0.456(17) 1 d D U P B 2
H18' H 0.513239 0.188271 0.833884 0.045 Uiso 0.456(17) 1 calc R U P B 2
C19' C 0.625(4) 0.090(2) 0.8865(14) 0.035(5) Uani 0.456(17) 1 d D U P B 2
H19' H 0.501074 0.046425 0.884153 0.042 Uiso 0.456(17) 1 calc R U P B 2
C20' C 0.804(5) 0.0756(19) 0.9190(13) 0.039(5) Uani 0.456(17) 1 d D U P B 2
C21' C 0.980(4) 0.1352(19) 0.9224(12) 0.036(5) Uani 0.456(17) 1 d D U P B 2
H21' H 1.100742 0.122363 0.946307 0.043 Uiso 0.456(17) 1 calc R U P B 2
C22' C 0.991(4) 0.214(2) 0.8927(18) 0.036(6) Uani 0.456(17) 1 d D U P B 2
H22' H 1.117377 0.255719 0.896209 0.043 Uiso 0.456(17) 1 calc R U P B 2
O4' O 0.806(3) -0.0050(11) 0.9499(8) 0.048(5) Uani 0.456(17) 1 d D U P B 2
C23' C 0.630(5) -0.081(2) 0.9347(14) 0.063(8) Uani 0.456(17) 1 d D U P B 2
H23D H 0.556723 -0.071645 0.971472 0.094 Uiso 0.456(17) 1 calc R U P B 2
H23E H 0.669609 -0.147254 0.928312 0.094 Uiso 0.456(17) 1 calc R U P B 2
H23F H 0.542185 -0.076541 0.893861 0.094 Uiso 0.456(17) 1 calc R U P B 2
C24 C 0.7515(13) 0.4122(6) 0.8654(4) 0.033(2) Uani 1 1 d . . . . .
C25 C 0.5475(13) 0.4198(6) 0.8616(4) 0.038(2) Uani 1 1 d . . . . .
H25 H 0.446104 0.368891 0.831715 0.046 Uiso 1 1 calc R U . . .
C26 C 0.4906(13) 0.5020(6) 0.9014(4) 0.038(2) Uani 1 1 d . . . . .
H26 H 0.351633 0.50617 0.899433 0.045 Uiso 1 1 calc R U . . .
C27 C 0.6387(14) 0.5761(6) 0.9430(4) 0.034(2) Uani 1 1 d . . . . .
C28 C 0.8419(13) 0.5686(6) 0.9477(4) 0.036(2) Uani 1 1 d . . . . .
H28 H 0.943566 0.619523 0.977404 0.043 Uiso 1 1 calc R U . . .
C29 C 0.8943(13) 0.4878(6) 0.9095(4) 0.034(2) Uani 1 1 d . . . . .
H29 H 1.03358 0.483139 0.913257 0.04 Uiso 1 1 calc R U . . .
C30 C 0.3933(13) 0.6660(7) 0.9875(4) 0.045(2) Uani 1 1 d . . . . .
H30A H 0.316646 0.666266 0.943753 0.067 Uiso 1 1 calc R U . . .
H30B H 0.387945 0.727598 1.01971 0.067 Uiso 1 1 calc R U . . .
H30C H 0.33406 0.607429 1.002005 0.067 Uiso 1 1 calc R U . . .
C31 C 0.8553(12) 0.3842(6) 0.6993(4) 0.036(2) Uani 1 1 d D . . . .
H31 H 0.993378 0.367221 0.699045 0.043 Uiso 1 1 calc R U . C 1
C32 C 0.890(5) 0.492(2) 0.740(3) 0.032(8) Uani 0.571(13) 1 d D . P D 1
C33 C 0.746(5) 0.550(2) 0.756(2) 0.045(4) Uani 0.571(13) 1 d D U P D 1
H33 H 0.606076 0.52392 0.73831 0.053 Uiso 0.571(13) 1 calc R U P D 1
C34 C 0.804(3) 0.6483(16) 0.7972(12) 0.043(3) Uani 0.571(13) 1 d D U P D 1
H34 H 0.704334 0.688003 0.806496 0.052 Uiso 0.571(13) 1 calc R U P D 1
C35 C 1.002(3) 0.6854(15) 0.8235(12) 0.044(3) Uani 0.571(13) 1 d D U P D 1
C36 C 1.147(3) 0.6292(15) 0.8084(12) 0.040(4) Uani 0.571(13) 1 d D U P D 1
H36 H 1.285972 0.657355 0.824742 0.048 Uiso 0.571(13) 1 calc R U P D 1
C37 C 1.091(5) 0.5311(17) 0.769(2) 0.037(4) Uani 0.571(13) 1 d D U P D 1
H37 H 1.191424 0.490909 0.762705 0.044 Uiso 0.571(13) 1 calc R U P D 1
O6 O 1.074(2) 0.7775(10) 0.8665(6) 0.058(3) Uani 0.571(13) 1 d D U P D 1
C38 C 0.921(3) 0.8248(13) 0.8958(10) 0.061(5) Uani 0.571(13) 1 d D U P D 1
H38A H 0.80413 0.821635 0.860795 0.092 Uiso 0.571(13) 1 calc R U P D 1
H38B H 0.978362 0.895181 0.917822 0.092 Uiso 0.571(13) 1 calc R U P D 1
H38C H 0.877878 0.789358 0.928492 0.092 Uiso 0.571(13) 1 calc R U P D 1
C32' C 0.898(7) 0.490(3) 0.747(4) 0.039(5) Uani 0.429(13) 1 d D U P D 2
C33' C 0.727(6) 0.533(3) 0.752(3) 0.039(4) Uani 0.429(13) 1 d D U P D 2
H33' H 0.598001 0.494493 0.729471 0.046 Uiso 0.429(13) 1 calc R U P D 2
C34' C 0.738(4) 0.631(2) 0.7884(16) 0.040(4) Uani 0.429(13) 1 d D U P D 2
H34' H 0.618818 0.65683 0.794437 0.048 Uiso 0.429(13) 1 calc R U P D 2
C35' C 0.929(4) 0.689(2) 0.8158(16) 0.042(4) Uani 0.429(13) 1 d D U P D 2
C36' C 1.099(5) 0.651(2) 0.8096(18) 0.042(4) Uani 0.429(13) 1 d D U P D 2
H36' H 1.228087 0.69037 0.831149 0.051 Uiso 0.429(13) 1 calc R U P D 2
C37' C 1.085(6) 0.553(2) 0.771(3) 0.038(5) Uani 0.429(13) 1 d D U P D 2
H37' H 1.205104 0.529515 0.762234 0.046 Uiso 0.429(13) 1 calc R U P D 2
O6' O 0.940(3) 0.7876(12) 0.8503(9) 0.051(4) Uani 0.429(13) 1 d D U P D 2
C38' C 1.118(4) 0.851(2) 0.8842(14) 0.076(7) Uani 0.429(13) 1 d D U P D 2
H38D H 1.197553 0.816578 0.912523 0.114 Uiso 0.429(13) 1 calc R U P D 2
H38E H 1.087357 0.911305 0.911951 0.114 Uiso 0.429(13) 1 calc R U P D 2
H38F H 1.196964 0.871125 0.85225 0.114 Uiso 0.429(13) 1 calc R U P D 2
C39 C 0.7653(15) 0.3815(6) 0.6265(4) 0.039(2) Uani 1 1 d . . . . .
C40 C 0.5602(14) 0.3738(6) 0.6020(4) 0.042(2) Uani 1 1 d . . . . .
H40 H 0.467889 0.369497 0.631205 0.05 Uiso 1 1 calc R U . . .
C41 C 0.4855(15) 0.3721(6) 0.5359(4) 0.046(3) Uani 1 1 d . . . . .
H41 H 0.344296 0.366818 0.520441 0.055 Uiso 1 1 calc R U . . .
C42 C 0.6169(19) 0.3782(7) 0.4936(5) 0.055(3) Uani 1 1 d . . . . .
C43 C 0.823(2) 0.3889(7) 0.5171(5) 0.064(3) Uani 1 1 d . . . . .
H43 H 0.91375 0.395075 0.487697 0.077 Uiso 1 1 calc R U . . .
C44 C 0.8986(15) 0.3907(7) 0.5830(5) 0.048(3) Uani 1 1 d . . . . .
H44 H 1.040447 0.398193 0.598454 0.057 Uiso 1 1 calc R U . . .
C45 C 0.354(2) 0.3606(9) 0.3985(5) 0.103(5) Uani 1 1 d . . . . .
H45A H 0.283654 0.298903 0.406852 0.154 Uiso 1 1 calc R U . . .
H45B H 0.336521 0.354637 0.35042 0.154 Uiso 1 1 calc R U . . .
H45C H 0.296688 0.417926 0.418721 0.154 Uiso 1 1 calc R U . . .
O1 O 0.4902(8) 0.2776(4) 0.7184(3) 0.0385(15) Uani 1 1 d . . . . .
O2 O 0.9989(10) 0.1269(5) 0.4435(3) 0.0531(18) Uani 1 1 d . . . . .
O3 O 0.4078(12) -0.2070(5) 0.7192(3) 0.070(2) Uani 1 1 d . . . . .
O5 O 0.6011(9) 0.6612(4) 0.9832(3) 0.0442(16) Uani 1 1 d . . . . .
O7 O 0.5653(14) 0.3757(5) 0.4270(3) 0.082(3) Uani 1 1 d . . . . .
P1 P 0.7182(3) 0.28830(16) 0.73404(10) 0.0314(7) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   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 C9 1.517(11) . ?
C1 C2 1.549(11) . ?
C1 P1 1.854(8) . ?
C1 H1 1 . ?
C2 C7 1.373(10) . ?
C2 C3 1.397(11) . ?
C3 C4 1.410(11) . ?
C3 H3 0.95 . ?
C4 C5 1.372(11) . ?
C4 H4 0.95 . ?
C5 C6 1.357(11) . ?
C5 O2 1.360(10) . ?
C6 C7 1.402(11) . ?
C6 H6 0.95 . ?
C7 H7 0.95 . ?
C8 O2 1.405(10) . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 C10 1.395(11) . ?
C9 C14 1.395(11) . ?
C10 C11 1.360(12) . ?
C10 H10 0.95 . ?
C11 C12 1.368(12) . ?
C11 H11 0.95 . ?
C12 C13 1.369(12) . ?
C12 O3 1.387(11) . ?
C13 C14 1.366(11) . ?
C13 H13 0.95 . ?
C14 H14 0.95 . ?
C15 O3 1.445(12) . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 C24 1.538(10) . ?
C16 C17 1.54(2) . ?
C16 C17' 1.57(3) . ?
C16 P1 1.863(8) . ?
C16 H16 1 . ?
C17 C22 1.37(2) . ?
C17 C18 1.39(2) . ?
C18 C19 1.39(2) . ?
C18 H18 0.95 . ?
C19 C20 1.41(2) . ?
C19 H19 0.95 . ?
C20 C21 1.35(3) . ?
C20 O4 1.37(2) . ?
C21 C22 1.34(3) . ?
C21 H21 0.95 . ?
C22 H22 0.95 . ?
O4 C23 1.43(2) . ?
C23 H23A 0.98 . ?
C23 H23B 0.98 . ?
C23 H23C 0.98 . ?
C17' C22' 1.33(3) . ?
C17' C18' 1.39(3) . ?
C18' C19' 1.43(3) . ?
C18' H18' 0.95 . ?
C19' C20' 1.35(3) . ?
C19' H19' 0.95 . ?
C20' C21' 1.34(3) . ?
C20' O4' 1.40(2) . ?
C21' C22' 1.36(3) . ?
C21' H21' 0.95 . ?
C22' H22' 0.95 . ?
O4' C23' 1.42(3) . ?
C23' H23D 0.98 . ?
C23' H23E 0.98 . ?
C23' H23F 0.98 . ?
C24 C29 1.382(11) . ?
C24 C25 1.397(11) . ?
C25 C26 1.404(11) . ?
C25 H25 0.95 . ?
C26 C27 1.370(11) . ?
C26 H26 0.95 . ?
C27 O5 1.379(9) . ?
C27 C28 1.390(11) . ?
C28 C29 1.360(10) . ?
C28 H28 0.95 . ?
C29 H29 0.95 . ?
C30 O5 1.440(9) . ?
C30 H30A 0.98 . ?
C30 H30B 0.98 . ?
C30 H30C 0.98 . ?
C31 C32 1.52(2) . ?
C31 C39 1.539(11) . ?
C31 C32' 1.54(3) . ?
C31 P1 1.852(8) . ?
C31 H31 1 . ?
C32 C37 1.39(3) . ?
C32 C33 1.39(2) . ?
C33 C34 1.41(2) . ?
C33 H33 0.95 . ?
C34 C35 1.35(2) . ?
C34 H34 0.95 . ?
C35 O6 1.369(19) . ?
C35 C36 1.37(2) . ?
C36 C37 1.40(2) . ?
C36 H36 0.95 . ?
C37 H37 0.95 . ?
O6 C38 1.45(2) . ?
C38 H38A 0.98 . ?
C38 H38B 0.98 . ?
C38 H38C 0.98 . ?
C32' C37' 1.39(3) . ?
C32' C33' 1.39(3) . ?
C33' C34' 1.40(3) . ?
C33' H33' 0.95 . ?
C34' C35' 1.39(3) . ?
C34' H34' 0.95 . ?
C35' C36' 1.35(3) . ?
C35' O6' 1.38(2) . ?
C36' C37' 1.41(3) . ?
C36' H36' 0.95 . ?
C37' H37' 0.95 . ?
O6' C38' 1.38(3) . ?
C38' H38D 0.98 . ?
C38' H38E 0.98 . ?
C38' H38F 0.98 . ?
C39 C40 1.388(11) . ?
C39 C44 1.398(12) . ?
C40 C41 1.389(11) . ?
C40 H40 0.95 . ?
C41 C42 1.364(13) . ?
C41 H41 0.95 . ?
C42 O7 1.375(11) . ?
C42 C43 1.383(13) . ?
C43 C44 1.387(13) . ?
C43 H43 0.95 . ?
C44 H44 0.95 . ?
C45 O7 1.433(13) . ?
C45 H45A 0.98 . ?
C45 H45B 0.98 . ?
C45 H45C 0.98 . ?
O1 P1 1.511(5) . ?

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
C9 C1 C2 110.9(6) . . ?
C9 C1 P1 116.5(6) . . ?
C2 C1 P1 113.1(6) . . ?
C9 C1 H1 105.1 . . ?
C2 C1 H1 105.1 . . ?
P1 C1 H1 105.1 . . ?
C7 C2 C3 117.5(8) . . ?
C7 C2 C1 119.0(7) . . ?
C3 C2 C1 123.4(8) . . ?
C2 C3 C4 120.4(8) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 120.4(8) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C6 C5 O2 124.1(8) . . ?
C6 C5 C4 119.5(8) . . ?
O2 C5 C4 116.4(8) . . ?
C5 C6 C7 120.5(8) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C2 C7 C6 121.6(8) . . ?
C2 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C14 116.5(8) . . ?
C10 C9 C1 120.1(8) . . ?
C14 C9 C1 123.3(8) . . ?
C11 C10 C9 120.6(9) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 121.5(9) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C11 C12 C13 119.8(9) . . ?
C11 C12 O3 116.2(9) . . ?
C13 C12 O3 124.1(10) . . ?
C14 C13 C12 119.0(9) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C13 C14 C9 122.7(9) . . ?
C13 C14 H14 118.6 . . ?
C9 C14 H14 118.6 . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C24 C16 C17 107.8(17) . . ?
C24 C16 C17' 114(2) . . ?
C24 C16 P1 115.4(6) . . ?
C17 C16 P1 110.0(15) . . ?
C17' C16 P1 115.0(19) . . ?
C24 C16 H16 107.8 . . ?
C17 C16 H16 107.8 . . ?
P1 C16 H16 107.8 . . ?
C22 C17 C18 115.9(18) . . ?
C22 C17 C16 119.8(18) . . ?
C18 C17 C16 124.2(17) . . ?
C19 C18 C17 121.9(18) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C18 C19 C20 119.3(18) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C21 C20 O4 120(2) . . ?
C21 C20 C19 117.1(19) . . ?
O4 C20 C19 123.3(19) . . ?
C22 C21 C20 123(2) . . ?
C22 C21 H21 118.4 . . ?
C20 C21 H21 118.4 . . ?
C21 C22 C17 122(2) . . ?
C21 C22 H22 118.8 . . ?
C17 C22 H22 118.8 . . ?
C20 O4 C23 119.1(17) . . ?
O4 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O4 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22' C17' C18' 122(2) . . ?
C22' C17' C16 121(2) . . ?
C18' C17' C16 117(2) . . ?
C17' C18' C19' 119(2) . . ?
C17' C18' H18' 120.5 . . ?
C19' C18' H18' 120.5 . . ?
C20' C19' C18' 116(2) . . ?
C20' C19' H19' 121.9 . . ?
C18' C19' H19' 121.9 . . ?
C21' C20' C19' 123(2) . . ?
C21' C20' O4' 118(2) . . ?
C19' C20' O4' 119(3) . . ?
C20' C21' C22' 122(2) . . ?
C20' C21' H21' 119.1 . . ?
C22' C21' H21' 119.1 . . ?
C17' C22' C21' 119(2) . . ?
C17' C22' H22' 120.7 . . ?
C21' C22' H22' 120.7 . . ?
C20' O4' C23' 119(2) . . ?
O4' C23' H23D 109.5 . . ?
O4' C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
O4' C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?
C29 C24 C25 117.9(7) . . ?
C29 C24 C16 119.1(7) . . ?
C25 C24 C16 123.0(8) . . ?
C24 C25 C26 120.7(8) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C27 C26 C25 119.0(8) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C26 C27 O5 124.1(8) . . ?
C26 C27 C28 120.6(8) . . ?
O5 C27 C28 115.3(8) . . ?
C29 C28 C27 119.6(8) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C28 C29 C24 122.1(8) . . ?
C28 C29 H29 119 . . ?
C24 C29 H29 119 . . ?
O5 C30 H30A 109.5 . . ?
O5 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O5 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 C39 108(2) . . ?
C39 C31 C32' 114(4) . . ?
C32 C31 P1 116(2) . . ?
C39 C31 P1 114.5(6) . . ?
C32' C31 P1 112(4) . . ?
C32 C31 H31 105.7 . . ?
C39 C31 H31 105.7 . . ?
P1 C31 H31 105.7 . . ?
C37 C32 C33 118(2) . . ?
C37 C32 C31 114(2) . . ?
C33 C32 C31 128(2) . . ?
C32 C33 C34 121(2) . . ?
C32 C33 H33 119.5 . . ?
C34 C33 H33 119.5 . . ?
C35 C34 C33 120(2) . . ?
C35 C34 H34 120.1 . . ?
C33 C34 H34 120.1 . . ?
C34 C35 O6 124.4(19) . . ?
C34 C35 C36 120.1(17) . . ?
O6 C35 C36 115.5(16) . . ?
C35 C36 C37 121(2) . . ?
C35 C36 H36 119.6 . . ?
C37 C36 H36 119.6 . . ?
C32 C37 C36 120(2) . . ?
C32 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C35 O6 C38 115.0(16) . . ?
O6 C38 H38A 109.5 . . ?
O6 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O6 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37' C32' C33' 117(3) . . ?
C37' C32' C31 127(3) . . ?
C33' C32' C31 114(3) . . ?
C32' C33' C34' 122(3) . . ?
C32' C33' H33' 118.9 . . ?
C34' C33' H33' 118.9 . . ?
C35' C34' C33' 118(3) . . ?
C35' C34' H34' 120.9 . . ?
C33' C34' H34' 120.9 . . ?
C36' C35' O6' 121(2) . . ?
C36' C35' C34' 121(2) . . ?
O6' C35' C34' 118(2) . . ?
C35' C36' C37' 120(3) . . ?
C35' C36' H36' 119.9 . . ?
C37' C36' H36' 119.9 . . ?
C32' C37' C36' 121(3) . . ?
C32' C37' H37' 119.7 . . ?
C36' C37' H37' 119.7 . . ?
C38' O6' C35' 124(2) . . ?
O6' C38' H38D 109.5 . . ?
O6' C38' H38E 109.5 . . ?
H38D C38' H38E 109.5 . . ?
O6' C38' H38F 109.5 . . ?
H38D C38' H38F 109.5 . . ?
H38E C38' H38F 109.5 . . ?
C40 C39 C44 117.9(8) . . ?
C40 C39 C31 124.0(8) . . ?
C44 C39 C31 118.1(8) . . ?
C39 C40 C41 122.1(9) . . ?
C39 C40 H40 119 . . ?
C41 C40 H40 119 . . ?
C42 C41 C40 119.4(9) . . ?
C42 C41 H41 120.3 . . ?
C40 C41 H41 120.3 . . ?
C41 C42 O7 125.9(11) . . ?
C41 C42 C43 119.8(9) . . ?
O7 C42 C43 114.2(10) . . ?
C42 C43 C44 121.2(9) . . ?
C42 C43 H43 119.4 . . ?
C44 C43 H43 119.4 . . ?
C43 C44 C39 119.6(10) . . ?
C43 C44 H44 120.2 . . ?
C39 C44 H44 120.2 . . ?
O7 C45 H45A 109.5 . . ?
O7 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
O7 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C5 O2 C8 116.8(7) . . ?
C12 O3 C15 115.4(8) . . ?
C27 O5 C30 117.5(7) . . ?
C42 O7 C45 117.3(9) . . ?
O1 P1 C31 114.5(4) . . ?
O1 P1 C1 115.1(4) . . ?
C31 P1 C1 104.1(4) . . ?
O1 P1 C16 112.3(3) . . ?
C31 P1 C16 106.4(4) . . ?
C1 P1 C16 103.4(4) . . ?



# start Validation Reply Form
_vrf_PLAT340_13a                 
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PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01318 Ang.
RESPONSE: The crystal was very weakly diffracting.

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