# Electronic Supplementary Material (ESI) for Green Chemistry.
# 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_A
_database_code_depnum_ccdc_archive 'CCDC 2123292'
loop_
_audit_author_name
_audit_author_address
LHphosphate
;Jiangxi Normal university
China
;
_audit_update_record             
;
2021-11-20 deposited with the CCDC.	2022-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C23H27O6P
_chemical_formula_sum            'C23 H27 O6 P'
_chemical_formula_weight         430.41

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      tetragonal
_space_group_IT_number           92
_space_group_name_H-M_alt        'P 41 21 2'
_space_group_name_Hall           'P 4abw 2nw'

_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'
'-y+1/2, x+1/2, z+1/4'
'-x, -y, z+1/2'
'y+1/2, -x+1/2, z+3/4'
'x+1/2, -y+1/2, -z+3/4'
'y, x, -z'
'-x+1/2, y+1/2, -z+1/4'
'-y, -x, -z+1/2'

_cell_length_a                   9.4927(5)
_cell_length_b                   9.4927(5)
_cell_length_c                   47.965(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4322.2(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9427
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      23.88

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_F_000             1824
_exptl_transmission_factor_min   0.6181
_exptl_transmission_factor_max   1.0000
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.164
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33464
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -58
_diffrn_reflns_limit_l_max       58
_diffrn_reflns_theta_min         2.187
_diffrn_reflns_theta_max         25.496
_diffrn_reflns_theta_full        25.242
_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             4035
_reflns_number_gt                3724
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.636
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component inversion 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)+(0.0262P)²+2.5918P] 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 
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   -0.01(17)
_chemical_absolute_configuration s
_refine_ls_number_reflns         4035
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0966
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_restrained_S_all      1.145
_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
C1 C 0.9779(5) 0.0142(5) 0.19949(8) 0.0654(13) Uani 1 1 d . . . . .
H1A H 1.0394 0.0252 0.2152 0.098 Uiso 1 1 calc R U . . .
H1B H 0.9689 -0.0841 0.1951 0.098 Uiso 1 1 calc R U . . .
H1C H 0.8869 0.0522 0.2039 0.098 Uiso 1 1 calc R U . . .
C2 C 1.1806(4) 0.0296(5) 0.16567(9) 0.0589(11) Uani 1 1 d . . . . .
H2A H 1.2062 0.0678 0.1478 0.088 Uiso 1 1 calc R U . . .
H2B H 1.1730 -0.0710 0.1643 0.088 Uiso 1 1 calc R U . . .
H2C H 1.2514 0.0535 0.1791 0.088 Uiso 1 1 calc R U . . .
C3 C 1.0385(4) 0.0913(4) 0.17482(7) 0.0460(9) Uani 1 1 d . . . . .
C4 C 1.0906(4) 0.3288(4) 0.16152(7) 0.0466(9) Uani 1 1 d . . . . .
H4A H 1.1812 0.3029 0.1537 0.056 Uiso 1 1 calc R U . . .
H4B H 1.0974 0.4239 0.1688 0.056 Uiso 1 1 calc R U . . .
C5 C 0.9783(4) 0.3214(4) 0.13942(6) 0.0373(8) Uani 1 1 d . . . . .
H5 H 0.8887 0.3562 0.1469 0.045 Uiso 1 1 calc R U . . .
C6 C 0.9622(4) 0.1691(3) 0.13009(6) 0.0338(7) Uani 1 1 d . . . . .
H6 H 1.0508 0.1389 0.1215 0.041 Uiso 1 1 calc R U . . .
C7 C 0.8466(3) 0.1570(4) 0.10874(7) 0.0340(7) Uani 1 1 d . . . . .
H7 H 0.8367 0.0592 0.1025 0.041 Uiso 1 1 calc R U . . .
C8 C 0.8857(4) 0.2526(4) 0.08420(6) 0.0327(7) Uani 1 1 d . . . . .
H8 H 0.8019 0.2594 0.0723 0.039 Uiso 1 1 calc R U . . .
C9 C 0.9180(4) 0.4021(4) 0.09451(7) 0.0424(9) Uani 1 1 d . . . . .
H9A H 0.9522 0.4580 0.0790 0.051 Uiso 1 1 calc R U . . .
H9B H 0.8315 0.4450 0.1012 0.051 Uiso 1 1 calc R U . . .
C10 C 0.5963(4) 0.1881(4) 0.10786(8) 0.0412(8) Uani 1 1 d . . . . .
C11 C 0.4755(4) 0.2417(4) 0.12477(10) 0.0563(11) Uani 1 1 d . . . . .
H11A H 0.3889 0.2232 0.1151 0.085 Uiso 1 1 calc R U . . .
H11B H 0.4857 0.3413 0.1276 0.085 Uiso 1 1 calc R U . . .
H11C H 0.4743 0.1949 0.1425 0.085 Uiso 1 1 calc R U . . .
C12 C 0.9745(4) 0.0090(4) 0.05201(7) 0.0375(8) Uani 1 1 d . . . . .
C13 C 0.8364(5) -0.0332(5) 0.04852(9) 0.0621(12) Uani 1 1 d . . . . .
H13 H 0.7636 0.0307 0.0514 0.075 Uiso 1 1 calc R U . . .
C14 C 0.8060(6) -0.1695(5) 0.04078(11) 0.0747(14) Uani 1 1 d . . . . .
H14 H 0.7128 -0.1976 0.0386 0.090 Uiso 1 1 calc R U . . .
C15 C 0.9128(7) -0.2638(5) 0.03631(10) 0.0736(15) Uani 1 1 d . . . . .
H15 H 0.8921 -0.3556 0.0309 0.088 Uiso 1 1 calc R U . . .
C16 C 1.0487(6) -0.2234(5) 0.03974(11) 0.0756(15) Uani 1 1 d . . . . .
H16 H 1.1210 -0.2877 0.0367 0.091 Uiso 1 1 calc R U . . .
C17 C 1.0801(5) -0.0879(5) 0.04765(9) 0.0558(10) Uani 1 1 d . . . . .
H17 H 1.1736 -0.0615 0.0501 0.067 Uiso 1 1 calc R U . . .
C18 C 1.0189(4) 0.2919(4) 0.03147(7) 0.0417(9) Uani 1 1 d . . . . .
C19 C 1.1416(5) 0.3544(5) 0.02259(9) 0.0605(12) Uani 1 1 d . . . . .
H19 H 1.2243 0.3424 0.0327 0.073 Uiso 1 1 calc R U . . .
C20 C 1.1418(7) 0.4353(5) -0.00142(11) 0.0831(17) Uani 1 1 d . . . . .
H20 H 1.2250 0.4774 -0.0074 0.100 Uiso 1 1 calc R U . . .
C21 C 1.0212(8) 0.4537(5) -0.01643(9) 0.0825(18) Uani 1 1 d . . . . .
H21 H 1.0225 0.5071 -0.0327 0.099 Uiso 1 1 calc R U . . .
C22 C 0.8997(7) 0.3943(6) -0.00766(9) 0.0782(16) Uani 1 1 d . . . . .
H22 H 0.8173 0.4083 -0.0178 0.094 Uiso 1 1 calc R U . . .
C23 C 0.8967(5) 0.3130(5) 0.01624(8) 0.0605(12) Uani 1 1 d . . . . .
H23 H 0.8126 0.2724 0.0221 0.073 Uiso 1 1 calc R U . . .
O1 O 0.9346(3) 0.0806(3) 0.15331(5) 0.0396(6) Uani 1 1 d . . . . .
O2 O 1.0538(3) 0.2339(3) 0.18331(5) 0.0493(7) Uani 1 1 d . . . . .
O3 O 1.0201(3) 0.4048(3) 0.11634(5) 0.0439(6) Uani 1 1 d . . . . .
O4 O 1.1695(3) 0.1846(3) 0.07495(5) 0.0509(7) Uani 1 1 d . . . . .
O5 O 0.7181(2) 0.2046(3) 0.12215(5) 0.0405(6) Uani 1 1 d . . . . .
O6 O 0.5902(3) 0.1383(3) 0.08512(6) 0.0559(8) Uani 1 1 d . . . . .
P1 P 1.02755(9) 0.18365(10) 0.06237(2) 0.0350(2) Uani 1 1 d . . . . .


_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 C3 1.506(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.534(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 O2 1.421(5) . ?
C3 O1 1.431(4) . ?
C4 O2 1.423(4) . ?
C4 C5 1.505(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 O3 1.418(4) . ?
C5 C6 1.521(5) . ?
C5 H5 0.9800 . ?
C6 O1 1.419(4) . ?
C6 C7 1.506(5) . ?
C6 H6 0.9800 . ?
C7 O5 1.452(4) . ?
C7 C8 1.532(4) . ?
C7 H7 0.9800 . ?
C8 C9 1.533(5) . ?
C8 P1 1.827(3) . ?
C8 H8 0.9800 . ?
C9 O3 1.427(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O6 1.190(4) . ?
C10 O5 1.353(4) . ?
C10 C11 1.494(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C17 1.377(5) . ?
C12 C13 1.381(5) . ?
C12 P1 1.803(4) . ?
C13 C14 1.376(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.369(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.356(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.373(6) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.375(6) . ?
C18 C23 1.385(5) . ?
C18 P1 1.806(4) . ?
C19 C20 1.384(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.364(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.351(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.382(6) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
O4 P1 1.476(3) . ?

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
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O2 C3 O1 110.2(3) . . ?
O2 C3 C1 106.1(3) . . ?
O1 C3 C1 105.6(3) . . ?
O2 C3 C2 110.8(3) . . ?
O1 C3 C2 111.9(3) . . ?
C1 C3 C2 112.0(3) . . ?
O2 C4 C5 108.3(3) . . ?
O2 C4 H4A 110.0 . . ?
C5 C4 H4A 110.0 . . ?
O2 C4 H4B 110.0 . . ?
C5 C4 H4B 110.0 . . ?
H4A C4 H4B 108.4 . . ?
O3 C5 C4 109.0(3) . . ?
O3 C5 C6 109.2(3) . . ?
C4 C5 C6 108.8(3) . . ?
O3 C5 H5 109.9 . . ?
C4 C5 H5 109.9 . . ?
C6 C5 H5 109.9 . . ?
O1 C6 C7 110.7(3) . . ?
O1 C6 C5 110.5(2) . . ?
C7 C6 C5 110.2(3) . . ?
O1 C6 H6 108.4 . . ?
C7 C6 H6 108.4 . . ?
C5 C6 H6 108.4 . . ?
O5 C7 C6 106.7(3) . . ?
O5 C7 C8 111.1(3) . . ?
C6 C7 C8 107.5(3) . . ?
O5 C7 H7 110.5 . . ?
C6 C7 H7 110.5 . . ?
C8 C7 H7 110.5 . . ?
C7 C8 C9 110.4(3) . . ?
C7 C8 P1 114.0(2) . . ?
C9 C8 P1 111.6(3) . . ?
C7 C8 H8 106.8 . . ?
C9 C8 H8 106.8 . . ?
P1 C8 H8 106.8 . . ?
O3 C9 C8 112.9(3) . . ?
O3 C9 H9A 109.0 . . ?
C8 C9 H9A 109.0 . . ?
O3 C9 H9B 109.0 . . ?
C8 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
O6 C10 O5 123.5(3) . . ?
O6 C10 C11 126.5(4) . . ?
O5 C10 C11 110.0(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C17 C12 C13 118.6(4) . . ?
C17 C12 P1 116.9(3) . . ?
C13 C12 P1 124.4(3) . . ?
C12 C13 C14 120.3(4) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 120.1(5) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 120.0(5) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 120.3(4) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C12 120.6(4) . . ?
C16 C17 H17 119.7 . . ?
C12 C17 H17 119.7 . . ?
C19 C18 C23 118.9(4) . . ?
C19 C18 P1 117.5(3) . . ?
C23 C18 P1 123.6(3) . . ?
C18 C19 C20 119.9(5) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C21 C20 C19 120.6(5) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C22 C21 C20 119.9(4) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 120.6(5) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C18 C23 C22 120.1(5) . . ?
C18 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C6 O1 C3 113.4(3) . . ?
C3 O2 C4 114.7(3) . . ?
C5 O3 C9 111.9(3) . . ?
C10 O5 C7 117.2(3) . . ?
O4 P1 C12 111.90(17) . . ?
O4 P1 C18 111.95(17) . . ?
C12 P1 C18 106.54(16) . . ?
O4 P1 C8 115.88(15) . . ?
C12 P1 C8 106.34(17) . . ?
C18 P1 C8 103.46(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
O2 C4 C5 O3 -174.4(3) . . . . ?
O2 C4 C5 C6 -55.3(4) . . . . ?
O3 C5 C6 O1 174.0(3) . . . . ?
C4 C5 C6 O1 55.1(4) . . . . ?
O3 C5 C6 C7 -63.3(4) . . . . ?
C4 C5 C6 C7 177.8(3) . . . . ?
O1 C6 C7 O5 62.0(3) . . . . ?
C5 C6 C7 O5 -60.6(3) . . . . ?
O1 C6 C7 C8 -178.7(3) . . . . ?
C5 C6 C7 C8 58.6(3) . . . . ?
O5 C7 C8 C9 63.6(4) . . . . ?
C6 C7 C8 C9 -52.7(4) . . . . ?
O5 C7 C8 P1 -169.8(2) . . . . ?
C6 C7 C8 P1 73.8(3) . . . . ?
C7 C8 C9 O3 52.6(4) . . . . ?
P1 C8 C9 O3 -75.3(3) . . . . ?
C17 C12 C13 C14 -0.1(7) . . . . ?
P1 C12 C13 C14 -179.4(4) . . . . ?
C12 C13 C14 C15 -0.5(8) . . . . ?
C13 C14 C15 C16 0.6(8) . . . . ?
C14 C15 C16 C17 -0.1(8) . . . . ?
C15 C16 C17 C12 -0.5(7) . . . . ?
C13 C12 C17 C16 0.6(6) . . . . ?
P1 C12 C17 C16 180.0(3) . . . . ?
C23 C18 C19 C20 -0.9(6) . . . . ?
P1 C18 C19 C20 178.2(3) . . . . ?
C18 C19 C20 C21 0.0(7) . . . . ?
C19 C20 C21 C22 0.9(8) . . . . ?
C20 C21 C22 C23 -1.0(8) . . . . ?
C19 C18 C23 C22 0.8(6) . . . . ?
P1 C18 C23 C22 -178.2(3) . . . . ?
C21 C22 C23 C18 0.1(7) . . . . ?
C7 C6 O1 C3 -177.9(3) . . . . ?
C5 C6 O1 C3 -55.4(4) . . . . ?
O2 C3 O1 C6 55.0(4) . . . . ?
C1 C3 O1 C6 169.1(3) . . . . ?
C2 C3 O1 C6 -68.8(4) . . . . ?
O1 C3 O2 C4 -57.4(4) . . . . ?
C1 C3 O2 C4 -171.3(3) . . . . ?
C2 C3 O2 C4 66.9(4) . . . . ?
C5 C4 O2 C3 58.6(4) . . . . ?
C4 C5 O3 C9 179.8(3) . . . . ?
C6 C5 O3 C9 61.1(4) . . . . ?
C8 C9 O3 C5 -57.0(4) . . . . ?
O6 C10 O5 C7 -0.7(5) . . . . ?
C11 C10 O5 C7 179.6(3) . . . . ?
C6 C7 O5 C10 -172.7(3) . . . . ?
C8 C7 O5 C10 70.4(4) . . . . ?
C17 C12 P1 O4 -21.9(3) . . . . ?
C13 C12 P1 O4 157.4(3) . . . . ?
C17 C12 P1 C18 100.8(3) . . . . ?
C13 C12 P1 C18 -79.9(4) . . . . ?
C17 C12 P1 C8 -149.3(3) . . . . ?
C13 C12 P1 C8 30.0(4) . . . . ?
C19 C18 P1 O4 3.3(4) . . . . ?
C23 C18 P1 O4 -177.8(3) . . . . ?
C19 C18 P1 C12 -119.4(3) . . . . ?
C23 C18 P1 C12 59.6(4) . . . . ?
C19 C18 P1 C8 128.7(3) . . . . ?
C23 C18 P1 C8 -52.3(4) . . . . ?
C7 C8 P1 O4 -71.0(3) . . . . ?
C9 C8 P1 O4 54.9(3) . . . . ?
C7 C8 P1 C12 54.0(3) . . . . ?
C9 C8 P1 C12 180.0(2) . . . . ?
C7 C8 P1 C18 166.1(2) . . . . ?
C9 C8 P1 C18 -68.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C13 H13 O6 0.93 2.52 3.346(5) 147.6 .
C8 H8 O6 0.98 2.39 3.008(4) 120.0 .
C6 H6 O4 0.98 2.54 3.300(4) 134.6 .

_refine_diff_density_max         0.196
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_A_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2123293'
loop_
_audit_author_name
_audit_author_address
LHphosphateI
;Jiangxi Normal university
China
;
_audit_update_record             
;
2021-11-20 deposited with the CCDC.	2022-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C24H27O8P
_chemical_formula_sum            'C24 H27 O8 P'
_chemical_formula_weight         474.42

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.9882(7)
_cell_length_b                   12.7368(8)
_cell_length_c                   16.1339(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2463.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8504
_cell_measurement_theta_min      3.6090
_cell_measurement_theta_max      24.9010

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   0.7145
_exptl_transmission_factor_max   1.0000
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.156
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20045
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.399
_diffrn_reflns_theta_max         25.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4583
_reflns_number_gt                4159
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_max     0.999
_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_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0553P)²+0.2786P] 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 1530 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.02(4)
_chemical_absolute_configuration s
_refine_ls_number_reflns         4583
_refine_ls_number_parameters     301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1033
_refine_ls_wR_factor_gt          0.1002
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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
P1 P 0.02207(6) 0.29525(7) -0.04377(5) 0.0444(2) Uani 1 1 d . . . . .
O2 O 0.18060(18) 0.57218(17) -0.07128(12) 0.0499(5) Uani 1 1 d . . . . .
O1 O -0.09412(17) 0.3323(2) -0.03664(18) 0.0707(7) Uani 1 1 d . . . . .
O7 O 0.20123(19) 0.79263(18) -0.05110(16) 0.0641(6) Uani 1 1 d . . . . .
O5 O 0.27421(18) 0.52741(18) 0.08579(12) 0.0523(5) Uani 1 1 d . . . . .
O3 O 0.12249(19) 0.37697(17) 0.12662(12) 0.0517(6) Uani 1 1 d . . . . .
C1 C 0.0554(3) 0.2525(2) -0.14772(19) 0.0502(8) Uani 1 1 d . . . . .
C2 C 0.1597(3) 0.2181(3) -0.1716(2) 0.0607(9) Uani 1 1 d . . . . .
H2 H 0.2184 0.2190 -0.1338 0.073 Uiso 1 1 calc R U . . .
C3 C 0.1771(4) 0.1824(3) -0.2509(2) 0.0754(11) Uani 1 1 d . . . . .
H3 H 0.2477 0.1594 -0.2666 0.091 Uiso 1 1 calc R U . . .
C4 C 0.0918(5) 0.1803(4) -0.3067(3) 0.0859(15) Uani 1 1 d . . . . .
H4 H 0.1044 0.1559 -0.3602 0.103 Uiso 1 1 calc R U . . .
C6 C -0.0309(4) 0.2510(3) -0.2052(2) 0.0719(11) Uani 1 1 d . . . . .
H6 H -0.1016 0.2749 -0.1907 0.086 Uiso 1 1 calc R U . . .
C5 C -0.0104(5) 0.2132(4) -0.2848(3) 0.0925(16) Uani 1 1 d . . . . .
H5 H -0.0682 0.2109 -0.3232 0.111 Uiso 1 1 calc R U . . .
C7 C 0.0493(2) 0.1832(3) 0.02175(18) 0.0465(8) Uani 1 1 d . . . . .
C12 C 0.1540(2) 0.1449(3) 0.0384(2) 0.0523(8) Uani 1 1 d . . . . .
H12 H 0.2163 0.1786 0.0167 0.063 Uiso 1 1 calc R U . . .
C11 C 0.1675(3) 0.0576(3) 0.0865(2) 0.0696(10) Uani 1 1 d . . . . .
H11 H 0.2390 0.0333 0.0981 0.084 Uiso 1 1 calc R U . . .
C8 C -0.0416(3) 0.1333(4) 0.0550(3) 0.0904(15) Uani 1 1 d . . . . .
H8 H -0.1130 0.1589 0.0452 0.108 Uiso 1 1 calc R U . . .
C9 C -0.0267(5) 0.0447(5) 0.1031(4) 0.127(2) Uani 1 1 d . . . . .
H9 H -0.0883 0.0110 0.1259 0.152 Uiso 1 1 calc R U . . .
C10 C 0.0782(4) 0.0063(4) 0.1175(3) 0.0994(16) Uani 1 1 d . . . . .
H10 H 0.0879 -0.0547 0.1483 0.119 Uiso 1 1 calc R U . . .
C14 C 0.1205(2) 0.4005(2) -0.02052(16) 0.0384(7) Uani 1 1 d . . . . .
H14 H 0.1965 0.3722 -0.0191 0.046 Uiso 1 1 calc R U . . .
C16 C 0.1574(3) 0.5511(3) 0.07635(18) 0.0463(7) Uani 1 1 d . . . . .
H16 H 0.1297 0.5864 0.1262 0.056 Uiso 1 1 calc R U . . .
C15 C 0.0929(2) 0.4509(2) 0.06236(17) 0.0431(7) Uani 1 1 d . . . . .
H15 H 0.0128 0.4656 0.0651 0.052 Uiso 1 1 calc R U . . .
C13 C 0.1118(3) 0.4843(3) -0.08827(18) 0.0503(8) Uani 1 1 d . . . . .
H13A H 0.1335 0.4539 -0.1410 0.060 Uiso 1 1 calc R U . . .
H13B H 0.0349 0.5073 -0.0929 0.060 Uiso 1 1 calc R U . . .
C17 C 0.1482(3) 0.6244(2) 0.00239(19) 0.0475(7) Uani 1 1 d . . . . .
H17 H 0.0711 0.6490 -0.0030 0.057 Uiso 1 1 calc R U . . .
C20 C 0.3177(3) 0.5316(3) 0.1632(3) 0.0624(10) Uani 1 1 d . . . . .
C23 C 0.2820(3) 0.8615(3) -0.0670(2) 0.0615(9) Uani 1 1 d . . . . .
C18 C 0.0529(4) 0.3625(3) 0.1900(2) 0.0726(11) Uani 1 1 d . . . . .
C21 C 0.4408(4) 0.5187(3) 0.1582(3) 0.0884(14) Uani 1 1 d . . . . .
H21A H 0.4724 0.5253 0.2126 0.133 Uiso 1 1 calc R U . . .
H21B H 0.4714 0.5718 0.1227 0.133 Uiso 1 1 calc R U . . .
H21C H 0.4579 0.4506 0.1361 0.133 Uiso 1 1 calc R U . . .
C19 C 0.1007(5) 0.2878(4) 0.2518(3) 0.1096(19) Uani 1 1 d . . . . .
H19A H 0.0426 0.2631 0.2878 0.164 Uiso 1 1 calc R U . . .
H19B H 0.1567 0.3230 0.2841 0.164 Uiso 1 1 calc R U . . .
H19C H 0.1337 0.2293 0.2234 0.164 Uiso 1 1 calc R U . . .
C24 C 0.2501(4) 0.9372(4) -0.1327(3) 0.0859(13) Uani 1 1 d . . . . .
H24A H 0.3161 0.9678 -0.1562 0.129 Uiso 1 1 calc R U . . .
H24B H 0.2044 0.9915 -0.1092 0.129 Uiso 1 1 calc R U . . .
H24C H 0.2091 0.9014 -0.1752 0.129 Uiso 1 1 calc R U . . .
O6 O 0.2634(3) 0.5460(3) 0.22363(18) 0.0995(11) Uani 1 1 d . . . . .
O8 O 0.3666(3) 0.8625(3) -0.0293(2) 0.1088(12) Uani 1 1 d . . . . .
O4 O -0.0345(3) 0.4039(3) 0.1946(2) 0.1250(15) Uani 1 1 d . . . . .
C22 C 0.2247(3) 0.7170(3) 0.0125(2) 0.0642(9) Uani 1 1 d . . . . .
H22A H 0.2137 0.7485 0.0666 0.077 Uiso 1 1 calc R U . . .
H22B H 0.3018 0.6943 0.0085 0.077 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
P1 O1 1.475(2) . ?
P1 C1 1.808(3) . ?
P1 C7 1.806(3) . ?
P1 C14 1.825(3) . ?
O2 C17 1.416(4) . ?
O2 C13 1.417(4) . ?
O7 C23 1.331(4) . ?
O7 C22 1.435(4) . ?
O5 C20 1.354(4) . ?
O5 C16 1.441(4) . ?
O3 C18 1.333(4) . ?
O3 C15 1.444(3) . ?
C1 C2 1.380(5) . ?
C1 C6 1.389(5) . ?
C2 C3 1.374(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.363(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.342(7) . ?
C4 H4 0.9300 . ?
C6 C5 1.393(6) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C7 C8 1.371(5) . ?
C7 C12 1.373(4) . ?
C12 C11 1.365(5) . ?
C12 H12 0.9300 . ?
C11 C10 1.350(6) . ?
C11 H11 0.9300 . ?
C8 C9 1.381(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.370(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C14 C15 1.520(4) . ?
C14 C13 1.531(4) . ?
C14 H14 0.9800 . ?
C16 C15 1.509(4) . ?
C16 C17 1.519(4) . ?
C16 H16 0.9800 . ?
C15 H15 0.9800 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C17 C22 1.504(5) . ?
C17 H17 0.9800 . ?
C20 O6 1.187(5) . ?
C20 C21 1.487(6) . ?
C23 O8 1.181(4) . ?
C23 C24 1.484(6) . ?
C18 O4 1.175(5) . ?
C18 C19 1.492(6) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?

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 112.16(16) . . ?
O1 P1 C7 112.21(15) . . ?
C1 P1 C7 105.37(15) . . ?
O1 P1 C14 111.08(15) . . ?
C1 P1 C14 105.60(14) . . ?
C7 P1 C14 110.07(13) . . ?
C17 O2 C13 111.9(2) . . ?
C23 O7 C22 115.9(3) . . ?
C20 O5 C16 117.6(3) . . ?
C18 O3 C15 119.2(3) . . ?
C2 C1 C6 119.0(3) . . ?
C2 C1 P1 123.7(2) . . ?
C6 C1 P1 117.3(3) . . ?
C3 C2 C1 120.2(4) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 120.5(5) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 120.4(4) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C1 C6 C5 119.2(4) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C4 C5 C6 120.7(4) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C8 C7 C12 119.0(3) . . ?
C8 C7 P1 116.9(3) . . ?
C12 C7 P1 124.1(2) . . ?
C11 C12 C7 120.6(3) . . ?
C11 C12 H12 119.7 . . ?
C7 C12 H12 119.7 . . ?
C10 C11 C12 120.7(4) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C7 C8 C9 119.8(4) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C10 C9 C8 120.3(4) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C11 C10 C9 119.5(4) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C15 C14 C13 108.6(2) . . ?
C15 C14 P1 110.50(19) . . ?
C13 C14 P1 108.75(19) . . ?
C15 C14 H14 109.7 . . ?
C13 C14 H14 109.7 . . ?
P1 C14 H14 109.7 . . ?
O5 C16 C15 109.7(3) . . ?
O5 C16 C17 106.4(2) . . ?
C15 C16 C17 111.4(2) . . ?
O5 C16 H16 109.8 . . ?
C15 C16 H16 109.8 . . ?
C17 C16 H16 109.8 . . ?
O3 C15 C16 108.5(2) . . ?
O3 C15 C14 107.6(2) . . ?
C16 C15 C14 112.2(2) . . ?
O3 C15 H15 109.5 . . ?
C16 C15 H15 109.5 . . ?
C14 C15 H15 109.5 . . ?
O2 C13 C14 111.9(2) . . ?
O2 C13 H13A 109.2 . . ?
C14 C13 H13A 109.2 . . ?
O2 C13 H13B 109.2 . . ?
C14 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
O2 C17 C22 107.0(3) . . ?
O2 C17 C16 110.5(2) . . ?
C22 C17 C16 110.7(3) . . ?
O2 C17 H17 109.5 . . ?
C22 C17 H17 109.5 . . ?
C16 C17 H17 109.5 . . ?
O6 C20 O5 123.6(4) . . ?
O6 C20 C21 127.2(4) . . ?
O5 C20 C21 109.1(4) . . ?
O8 C23 O7 122.2(4) . . ?
O8 C23 C24 125.5(4) . . ?
O7 C23 C24 112.2(3) . . ?
O4 C18 O3 122.9(4) . . ?
O4 C18 C19 125.9(4) . . ?
O3 C18 C19 111.1(4) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O7 C22 C17 109.2(3) . . ?
O7 C22 H22A 109.8 . . ?
C17 C22 H22A 109.8 . . ?
O7 C22 H22B 109.8 . . ?
C17 C22 H22B 109.8 . . ?
H22A C22 H22B 108.3 . . ?

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 177.5(3) . . . . ?
C7 P1 C1 C2 -60.2(3) . . . . ?
C14 P1 C1 C2 56.3(3) . . . . ?
O1 P1 C1 C6 -5.1(3) . . . . ?
C7 P1 C1 C6 117.3(3) . . . . ?
C14 P1 C1 C6 -126.2(3) . . . . ?
C6 C1 C2 C3 -0.4(5) . . . . ?
P1 C1 C2 C3 177.1(3) . . . . ?
C1 C2 C3 C4 -0.2(6) . . . . ?
C2 C3 C4 C5 0.1(7) . . . . ?
C2 C1 C6 C5 1.1(5) . . . . ?
P1 C1 C6 C5 -176.6(3) . . . . ?
C3 C4 C5 C6 0.6(7) . . . . ?
C1 C6 C5 C4 -1.2(7) . . . . ?
O1 P1 C7 C8 13.4(4) . . . . ?
C1 P1 C7 C8 -108.9(3) . . . . ?
C14 P1 C7 C8 137.7(3) . . . . ?
O1 P1 C7 C12 -167.9(3) . . . . ?
C1 P1 C7 C12 69.8(3) . . . . ?
C14 P1 C7 C12 -43.7(3) . . . . ?
C8 C7 C12 C11 0.7(6) . . . . ?
P1 C7 C12 C11 -177.9(3) . . . . ?
C7 C12 C11 C10 1.2(6) . . . . ?
C12 C7 C8 C9 -1.2(7) . . . . ?
P1 C7 C8 C9 177.6(5) . . . . ?
C7 C8 C9 C10 -0.3(10) . . . . ?
C12 C11 C10 C9 -2.6(8) . . . . ?
C8 C9 C10 C11 2.2(10) . . . . ?
O1 P1 C14 C15 52.2(2) . . . . ?
C1 P1 C14 C15 174.08(19) . . . . ?
C7 P1 C14 C15 -72.7(2) . . . . ?
O1 P1 C14 C13 -66.9(3) . . . . ?
C1 P1 C14 C13 55.0(2) . . . . ?
C7 P1 C14 C13 168.2(2) . . . . ?
C20 O5 C16 C15 -104.8(3) . . . . ?
C20 O5 C16 C17 134.6(3) . . . . ?
C18 O3 C15 C16 101.7(3) . . . . ?
C18 O3 C15 C14 -136.7(3) . . . . ?
O5 C16 C15 O3 51.3(3) . . . . ?
C17 C16 C15 O3 168.8(2) . . . . ?
O5 C16 C15 C14 -67.5(3) . . . . ?
C17 C16 C15 C14 50.0(3) . . . . ?
C13 C14 C15 O3 -169.0(2) . . . . ?
P1 C14 C15 O3 71.8(3) . . . . ?
C13 C14 C15 C16 -49.6(3) . . . . ?
P1 C14 C15 C16 -168.85(19) . . . . ?
C17 O2 C13 C14 -62.8(3) . . . . ?
C15 C14 C13 O2 55.6(3) . . . . ?
P1 C14 C13 O2 175.9(2) . . . . ?
C13 O2 C17 C22 -178.5(2) . . . . ?
C13 O2 C17 C16 60.9(3) . . . . ?
O5 C16 C17 O2 65.3(3) . . . . ?
C15 C16 C17 O2 -54.2(3) . . . . ?
O5 C16 C17 C22 -53.0(3) . . . . ?
C15 C16 C17 C22 -172.5(3) . . . . ?
C16 O5 C20 O6 5.8(5) . . . . ?
C16 O5 C20 C21 -172.7(3) . . . . ?
C22 O7 C23 O8 -2.2(6) . . . . ?
C22 O7 C23 C24 -179.3(3) . . . . ?
C15 O3 C18 O4 3.4(6) . . . . ?
C15 O3 C18 C19 -177.0(4) . . . . ?
C23 O7 C22 C17 -159.6(3) . . . . ?
O2 C17 C22 O7 68.7(3) . . . . ?
C16 C17 C22 O7 -170.8(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C12 H12 O1 0.93 2.30 3.034(4) 135.4 4
C13 H13A O6 0.97 2.51 3.405(4) 153.5 2_564
C17 H17 O8 0.98 2.51 3.409(5) 152.2 4_465
C24 H24A O4 0.96 2.50 3.429(6) 162.3 4_565

_refine_diff_density_max         0.198
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.032

