# Supplementary Information (SI) for ChemComm.
# 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).
# 
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# 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 
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data_xrf28022024a_auto
_database_code_depnum_ccdc_archive 'CCDC 2368768'
_audit_update_record             
;
2024-07-08 deposited with the CCDC.	2024-09-12 downloaded from the CCDC.
;
_audit_creation_date             2024-05-16
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H37 O5 P'
_chemical_formula_sum            'C27 H37 O5 P'
_chemical_formula_weight         472.53
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.3807(2)
_cell_length_b                   16.9986(3)
_cell_length_c                   9.81420(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.1660(10)
_cell_angle_gamma                90
_cell_volume                     2681.02(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5415
_cell_measurement_temperature    295.15
_cell_measurement_theta_max      155.85
_cell_measurement_theta_min      23.3
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.171
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            19414
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.924
_diffrn_reflns_theta_min         2.750
_diffrn_ambient_temperature      295.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4593
_reflns_number_total             5415
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3-alpha (Bourhis et al., 2015)'
_refine_diff_density_max         0.642
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       0.0015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         5415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0584
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0830P)²+1.1051P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1654
_refine_ls_wR_factor_ref         0.1721
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C2(H2), C5(H5), C15(H15), C3(H3), C4(H4), C8(H8), C9(H9)
2.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C21(H21A,H21B,H21C), C27(H27A,H27B,H27C), C19(H19A,H19B,
 H19C), C22(H22A,H22B,H22C), C26(H26A,H26B,H26C), C20(H20A,H20B,H20C), C25(H25A,
 H25B,H25C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.19823(4) 0.50030(3) 0.41227(5) 0.0566(2) Uani 1 1 d . . . . .
O1 O 0.24906(10) 0.56826(10) 1.04124(15) 0.0607(4) Uani 1 1 d . . . . .
H1 H 0.233360 0.560300 1.114461 0.091 Uiso 1 1 calc R U . . .
O4 O 0.19095(13) 0.52998(12) 0.27093(16) 0.0782(5) Uani 1 1 d . . . . .
O2 O 0.11144(12) 0.47869(12) 0.45064(19) 0.0759(5) Uani 1 1 d . . . . .
C12 C 0.27582(10) 0.54046(11) 0.69246(18) 0.0390(4) Uani 1 1 d . . . . .
C14 C 0.21260(11) 0.48994(10) 0.74087(18) 0.0382(4) Uani 1 1 d . . . . .
H14 H 0.159616 0.510963 0.735037 0.046 Uiso 1 1 calc R U . . .
C13 C 0.22535(13) 0.41766(11) 0.79150(19) 0.0469(4) Uani 1 1 d . . . . .
O3 O 0.24782(16) 0.42241(12) 0.4412(2) 0.0908(7) Uani 1 1 d . . . . .
C6 C 0.21868(11) 0.64732(11) 0.83995(18) 0.0409(4) Uani 1 1 d . . . . .
C7 C 0.29476(11) 0.61420(11) 0.7930(2) 0.0434(4) Uani 1 1 d . . . . .
H7 H 0.332729 0.595980 0.876756 0.052 Uiso 1 1 calc R U . . .
C1 C 0.19751(12) 0.62074(11) 0.96372(19) 0.0439(4) Uani 1 1 d . . . . .
C11 C 0.23972(12) 0.57209(11) 0.54320(19) 0.0444(4) Uani 1 1 d . . . . .
H11 H 0.192718 0.605873 0.552998 0.053 Uiso 1 1 calc R U . . .
C2 C 0.12522(14) 0.64688(13) 1.0027(2) 0.0543(5) Uani 1 1 d . . . . .
H2 H 0.110335 0.627198 1.082910 0.065 Uiso 1 1 calc R U . . .
C5 C 0.16803(14) 0.70389(12) 0.7642(2) 0.0519(5) Uani 1 1 d . . . . .
H5 H 0.182279 0.724083 0.683875 0.062 Uiso 1 1 calc R U . . .
C16 C 0.37496(14) 0.42805(14) 0.7548(2) 0.0577(5) Uani 1 1 d . . . . .
C15 C 0.35693(12) 0.49909(13) 0.7010(2) 0.0508(5) Uani 1 1 d . . . . .
H15 H 0.398257 0.525149 0.665751 0.061 Uiso 1 1 calc R U . . .
C17 C 0.30822(16) 0.38150(13) 0.7989(3) 0.0696(7) Uani 1 1 d . . . . .
O5 O 0.32147(16) 0.31458(13) 0.8412(4) 0.1464(14) Uani 1 1 d . . . . .
C3 C 0.07531(15) 0.70175(15) 0.9237(3) 0.0634(6) Uani 1 1 d . . . . .
H3 H 0.026920 0.719069 0.950480 0.076 Uiso 1 1 calc R U . . .
C4 C 0.09708(16) 0.73090(15) 0.8051(3) 0.0658(6) Uani 1 1 d . . . . .
H4 H 0.064061 0.768754 0.752514 0.079 Uiso 1 1 calc R U . . .
C10 C 0.30178(16) 0.62582(15) 0.4885(2) 0.0633(6) Uani 1 1 d . . . . .
H10A H 0.343579 0.593665 0.457445 0.076 Uiso 1 1 calc R U . . .
H10B H 0.272551 0.655256 0.409176 0.076 Uiso 1 1 calc R U . . .
C8 C 0.34023(15) 0.67713(14) 0.7294(3) 0.0634(6) Uani 1 1 d . . . . .
H8 H 0.368052 0.715512 0.788233 0.076 Uiso 1 1 calc R U . . .
C18 C 0.15682(18) 0.37069(14) 0.8429(3) 0.0685(7) Uani 1 1 d . . . . .
C9 C 0.34350(16) 0.68179(16) 0.5967(3) 0.0712(7) Uani 1 1 d . . . . .
H9 H 0.373928 0.722841 0.568541 0.085 Uiso 1 1 calc R U . . .
C23 C 0.46262(18) 0.3919(2) 0.7726(3) 0.0858(9) Uani 1 1 d . . . . .
C24 C 0.49535(19) 0.3725(2) 0.9248(3) 0.0927(10) Uani 1 1 d . . . . .
H24A H 0.497145 0.419541 0.979361 0.139 Uiso 1 1 calc R U . . .
H24B H 0.550326 0.350777 0.935344 0.139 Uiso 1 1 calc R U . . .
H24C H 0.459206 0.334830 0.955786 0.139 Uiso 1 1 calc R U . . .
C21 C 0.1385(2) 0.29564(16) 0.7562(4) 0.0942(10) Uani 1 1 d . . . . .
H21A H 0.116983 0.309346 0.661121 0.141 Uiso 1 1 calc R U . . .
H21B H 0.098198 0.264581 0.791275 0.141 Uiso 1 1 calc R U . . .
H21C H 0.188883 0.265905 0.761772 0.141 Uiso 1 1 calc R U . . .
C27 C 0.0585(2) 0.4208(2) 0.3736(4) 0.0994(11) Uani 1 1 d . . . . .
H27A H 0.059201 0.426453 0.276511 0.149 Uiso 1 1 calc R U . . .
H27B H 0.002717 0.427694 0.388468 0.149 Uiso 1 1 calc R U . . .
H27C H 0.077969 0.369230 0.404016 0.149 Uiso 1 1 calc R U . . .
C19 C 0.0758(2) 0.41792(19) 0.8247(4) 0.1007(12) Uani 1 1 d . . . . .
H19A H 0.085528 0.466030 0.876546 0.151 Uiso 1 1 calc R U . . .
H19B H 0.034301 0.387554 0.858118 0.151 Uiso 1 1 calc R U . . .
H19C H 0.056719 0.429754 0.728158 0.151 Uiso 1 1 calc R U . . .
C22 C 0.5242(2) 0.4507(3) 0.7292(5) 0.141(2) Uani 1 1 d . . . . .
H22A H 0.508980 0.460588 0.631215 0.212 Uiso 1 1 calc R U . . .
H22B H 0.579412 0.429230 0.750231 0.212 Uiso 1 1 calc R U . . .
H22C H 0.522687 0.499158 0.778994 0.212 Uiso 1 1 calc R U . . .
C26 C 0.3048(2) 0.3930(2) 0.3613(4) 0.1091(13) Uani 1 1 d . . . . .
H26A H 0.287130 0.408622 0.266177 0.164 Uiso 1 1 calc R U . . .
H26B H 0.306588 0.336675 0.367181 0.164 Uiso 1 1 calc R U . . .
H26C H 0.359210 0.413992 0.396702 0.164 Uiso 1 1 calc R U . . .
C20 C 0.1846(3) 0.3519(3) 0.9973(4) 0.1382(19) Uani 1 1 d . . . . .
H20A H 0.233559 0.319553 1.010435 0.207 Uiso 1 1 calc R U . . .
H20B H 0.140930 0.324430 1.029867 0.207 Uiso 1 1 calc R U . . .
H20C H 0.196863 0.399987 1.048532 0.207 Uiso 1 1 calc R U . . .
C25 C 0.4605(3) 0.3177(3) 0.6846(5) 0.185(3) Uani 1 1 d . . . . .
H25A H 0.426501 0.278657 0.717219 0.278 Uiso 1 1 calc R U . . .
H25B H 0.516024 0.297671 0.691923 0.278 Uiso 1 1 calc R U . . .
H25C H 0.437758 0.329925 0.589365 0.278 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 O4 1.4590(17) . ?
P1 O2 1.583(2) . ?
P1 O3 1.5506(19) . ?
P1 C11 1.807(2) . ?
O1 H1 0.8200 . ?
O1 C1 1.356(2) . ?
O2 C27 1.428(3) . ?
C12 C14 1.492(2) . ?
C12 C7 1.588(3) . ?
C12 C11 1.565(2) . ?
C12 C15 1.491(2) . ?
C14 H14 0.9300 . ?
C14 C13 1.327(3) . ?
C13 C17 1.479(3) . ?
C13 C18 1.540(3) . ?
O3 C26 1.421(4) . ?
C6 C7 1.518(2) . ?
C6 C1 1.401(3) . ?
C6 C5 1.388(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.506(3) . ?
C1 C2 1.386(3) . ?
C11 H11 0.9800 . ?
C11 C10 1.539(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.376(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.380(3) . ?
C16 C15 1.328(3) . ?
C16 C17 1.480(4) . ?
C16 C23 1.541(3) . ?
C15 H15 0.9300 . ?
C17 O5 1.216(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(3) . ?
C4 H4 0.9300 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C9 1.490(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.316(4) . ?
C18 C21 1.531(4) . ?
C18 C19 1.532(5) . ?
C18 C20 1.529(4) . ?
C9 H9 0.9300 . ?
C23 C24 1.523(4) . ?
C23 C22 1.539(6) . ?
C23 C25 1.525(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

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
O4 P1 O2 113.24(12) . . ?
O4 P1 O3 114.40(11) . . ?
O4 P1 C11 113.13(10) . . ?
O2 P1 C11 102.65(9) . . ?
O3 P1 O2 102.76(13) . . ?
O3 P1 C11 109.56(11) . . ?
C1 O1 H1 109.5 . . ?
C27 O2 P1 121.0(2) . . ?
C14 C12 C7 108.69(14) . . ?
C14 C12 C11 109.63(14) . . ?
C11 C12 C7 107.65(14) . . ?
C15 C12 C14 112.12(16) . . ?
C15 C12 C7 105.82(15) . . ?
C15 C12 C11 112.69(15) . . ?
C12 C14 H14 117.1 . . ?
C13 C14 C12 125.71(17) . . ?
C13 C14 H14 117.1 . . ?
C14 C13 C17 118.66(19) . . ?
C14 C13 C18 122.1(2) . . ?
C17 C13 C18 119.27(19) . . ?
C26 O3 P1 125.1(2) . . ?
C1 C6 C7 119.95(16) . . ?
C5 C6 C7 122.34(17) . . ?
C5 C6 C1 117.71(17) . . ?
C12 C7 H7 106.7 . . ?
C6 C7 C12 114.09(14) . . ?
C6 C7 H7 106.7 . . ?
C8 C7 C12 110.84(16) . . ?
C8 C7 C6 111.30(17) . . ?
C8 C7 H7 106.7 . . ?
O1 C1 C6 117.82(17) . . ?
O1 C1 C2 121.89(18) . . ?
C2 C1 C6 120.28(18) . . ?
P1 C11 H11 105.7 . . ?
C12 C11 P1 117.10(13) . . ?
C12 C11 H11 105.7 . . ?
C10 C11 P1 109.61(14) . . ?
C10 C11 C12 112.04(17) . . ?
C10 C11 H11 105.7 . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 H2 119.8 . . ?
C6 C5 H5 119.2 . . ?
C4 C5 C6 121.64(19) . . ?
C4 C5 H5 119.2 . . ?
C15 C16 C17 118.83(19) . . ?
C15 C16 C23 122.6(2) . . ?
C17 C16 C23 118.6(2) . . ?
C12 C15 H15 117.3 . . ?
C16 C15 C12 125.32(19) . . ?
C16 C15 H15 117.3 . . ?
C13 C17 C16 119.10(18) . . ?
O5 C17 C13 120.4(3) . . ?
O5 C17 C16 120.4(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 H3 120.0 . . ?
C5 C4 H4 120.1 . . ?
C3 C4 C5 119.9(2) . . ?
C3 C4 H4 120.1 . . ?
C11 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C9 C10 C11 111.91(18) . . ?
C9 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
C7 C8 H8 117.6 . . ?
C9 C8 C7 124.8(2) . . ?
C9 C8 H8 117.6 . . ?
C21 C18 C13 109.1(2) . . ?
C21 C18 C19 107.5(3) . . ?
C19 C18 C13 111.1(2) . . ?
C20 C18 C13 109.7(2) . . ?
C20 C18 C21 111.4(3) . . ?
C20 C18 C19 108.0(3) . . ?
C10 C9 H9 117.8 . . ?
C8 C9 C10 124.5(2) . . ?
C8 C9 H9 117.8 . . ?
C24 C23 C16 109.9(2) . . ?
C24 C23 C22 106.7(3) . . ?
C24 C23 C25 110.0(3) . . ?
C22 C23 C16 110.8(3) . . ?
C25 C23 C16 110.4(3) . . ?
C25 C23 C22 109.0(4) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O2 C27 H27A 109.5 . . ?
O2 C27 H27B 109.5 . . ?
O2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
C23 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O3 C26 H26A 109.5 . . ?
O3 C26 H26B 109.5 . . ?
O3 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 C11 C10 C9 -175.06(18) . . . . ?
O1 C1 C2 C3 178.3(2) . . . . ?
O4 P1 O2 C27 59.6(3) . . . . ?
O4 P1 O3 C26 20.1(3) . . . . ?
O4 P1 C11 C12 -161.48(14) . . . . ?
O4 P1 C11 C10 -32.44(19) . . . . ?
O2 P1 O3 C26 143.2(3) . . . . ?
O2 P1 C11 C12 76.13(16) . . . . ?
O2 P1 C11 C10 -154.84(16) . . . . ?
C12 C14 C13 C17 -1.6(3) . . . . ?
C12 C14 C13 C18 178.25(18) . . . . ?
C12 C7 C8 C9 18.0(3) . . . . ?
C12 C11 C10 C9 -43.3(3) . . . . ?
C14 C12 C7 C6 -38.7(2) . . . . ?
C14 C12 C7 C8 -165.25(17) . . . . ?
C14 C12 C11 P1 -53.05(18) . . . . ?
C14 C12 C11 C10 179.08(16) . . . . ?
C14 C12 C15 C16 -5.0(3) . . . . ?
C14 C13 C17 C16 2.4(3) . . . . ?
C14 C13 C17 O5 -178.0(3) . . . . ?
C14 C13 C18 C21 119.2(3) . . . . ?
C14 C13 C18 C19 0.9(3) . . . . ?
C14 C13 C18 C20 -118.5(3) . . . . ?
O3 P1 O2 C27 -64.3(2) . . . . ?
O3 P1 C11 C12 -32.54(18) . . . . ?
O3 P1 C11 C10 96.50(17) . . . . ?
C6 C7 C8 C9 -110.2(3) . . . . ?
C6 C1 C2 C3 -2.8(3) . . . . ?
C6 C5 C4 C3 0.1(4) . . . . ?
C7 C12 C14 C13 -114.1(2) . . . . ?
C7 C12 C11 P1 -171.13(12) . . . . ?
C7 C12 C11 C10 61.0(2) . . . . ?
C7 C12 C15 C16 113.4(2) . . . . ?
C7 C6 C1 O1 3.1(3) . . . . ?
C7 C6 C1 C2 -175.81(18) . . . . ?
C7 C6 C5 C4 177.1(2) . . . . ?
C7 C8 C9 C10 0.7(4) . . . . ?
C1 C6 C7 C12 92.1(2) . . . . ?
C1 C6 C7 C8 -141.55(19) . . . . ?
C1 C6 C5 C4 -2.8(3) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C11 P1 O2 C27 -178.0(2) . . . . ?
C11 P1 O3 C26 -108.2(3) . . . . ?
C11 C12 C14 C13 128.52(19) . . . . ?
C11 C12 C7 C6 80.02(18) . . . . ?
C11 C12 C7 C8 -46.6(2) . . . . ?
C11 C12 C15 C16 -129.3(2) . . . . ?
C11 C10 C9 C8 11.8(4) . . . . ?
C2 C3 C4 C5 1.3(4) . . . . ?
C5 C6 C7 C12 -87.8(2) . . . . ?
C5 C6 C7 C8 38.5(3) . . . . ?
C5 C6 C1 O1 -176.93(18) . . . . ?
C5 C6 C1 C2 4.1(3) . . . . ?
C15 C12 C14 C13 2.6(3) . . . . ?
C15 C12 C7 C6 -159.26(16) . . . . ?
C15 C12 C7 C8 74.2(2) . . . . ?
C15 C12 C11 P1 72.57(19) . . . . ?
C15 C12 C11 C10 -55.3(2) . . . . ?
C15 C16 C17 C13 -4.6(3) . . . . ?
C15 C16 C17 O5 175.8(3) . . . . ?
C15 C16 C23 C24 121.4(3) . . . . ?
C15 C16 C23 C22 3.7(4) . . . . ?
C15 C16 C23 C25 -117.2(4) . . . . ?
C17 C13 C18 C21 -61.0(3) . . . . ?
C17 C13 C18 C19 -179.3(2) . . . . ?
C17 C13 C18 C20 61.3(3) . . . . ?
C17 C16 C15 C12 6.1(3) . . . . ?
C17 C16 C23 C24 -59.0(3) . . . . ?
C17 C16 C23 C22 -176.7(3) . . . . ?
C17 C16 C23 C25 62.5(4) . . . . ?
C18 C13 C17 C16 -177.5(2) . . . . ?
C18 C13 C17 O5 2.1(4) . . . . ?
C23 C16 C15 C12 -174.2(2) . . . . ?
C23 C16 C17 C13 175.8(2) . . . . ?
C23 C16 C17 O5 -3.8(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_xrf03052024b_auto
_database_code_depnum_ccdc_archive 'CCDC 2369911'
loop_
_audit_author_name
_audit_author_address
'Ruchir Kant'
;CSIR Central Drug Research Institute
India
;
_audit_update_record             
;
2024-07-11 deposited with the CCDC.	2024-09-12 downloaded from the CCDC.
;
_audit_creation_date             2024-05-27
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H37 O4 P'
_chemical_formula_sum            'C27 H37 O4 P'
_chemical_formula_weight         456.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c27 h37 O4 P'
_chemical_oxdiff_usercomment     'crystallized from 1-PrOH'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8921(2)
_cell_length_b                   10.1200(2)
_cell_length_c                   14.8901(2)
_cell_angle_alpha                90.0870(10)
_cell_angle_beta                 103.6160(10)
_cell_angle_gamma                118.610(2)
_cell_volume                     1260.38(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8984
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      77.4640
_cell_measurement_theta_min      3.0800
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.198
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.88a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.627
_exptl_crystal_size_mid          0.269
_exptl_crystal_size_min          0.088
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15215
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.965
_diffrn_reflns_theta_min         3.081
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00  25.00   0.50    0.05    --  -47.50  83.00-121.00  190
  2  ω    -17.00  73.00   0.50    0.05    --   47.50 -83.00 117.00  180
  3  ω    -68.00 -43.00   0.50    0.15    --  -91.75  83.00-121.00   50
  4  ω   -144.00-110.00   0.50    0.15    --  -91.75 -83.00 117.00   68
  5  ω     37.00  70.00   0.50    0.15    --  109.69 -83.00 117.00   66
  6  ω    102.00 157.00   0.50    0.15    --  109.69  83.00-121.00  110
  7  ω    -62.00  -8.00   0.50    0.05    --  -47.50  57.00-180.00  108
  8  ω    -13.00  24.00   0.50    0.05    --  -47.50  19.00-120.00   74
  9  ω     -9.00  26.00   0.50    0.05    --  -47.50  19.00 150.00   70
 10  ω    -23.00  27.00   0.50    0.05    --  -47.50  19.00 -60.00  100
 11  ω    -19.00  23.00   0.50    0.05    --  -47.50  19.00-150.00   84
 12  ω    -20.00   6.00   0.50    0.05    --  -47.50  19.00 -90.00   52
 13  ω   -111.00 -86.00   0.50    0.15    --  -91.75 -99.00-120.00   50
 14  ω   -166.00-107.00   0.50    0.15    --  -91.75 -19.00 -60.00  118
 15  ω   -142.00 -86.00   0.50    0.15    --  -91.75 -99.00-150.00  112
 16  ω   -162.00-116.00   0.50    0.15    --  -91.75 -57.00  60.00   92
 17  ω   -157.00 -87.00   0.50    0.15    --  -91.75 -99.00  90.00  140
 18  ω   -159.00-116.00   0.50    0.15    --  -91.75 -99.00-120.00   86
 19  ω   -105.00 -77.00   0.50    0.15    --  -91.75 -57.00  60.00   56
 20  ω     39.00  96.00   0.50    0.15    --  109.69 -99.00 -90.00  114
 21  ω     39.00 104.00   0.50    0.15    --  109.69 -99.00  30.00  130
 22  ω     40.00  75.00   0.50    0.15    --  109.69 -77.00 -90.00   70
 23  ω     65.00 105.00   0.50    0.15    --  109.69 -99.00 120.00   80
 24  ω     37.00  68.00   0.50    0.15    --  109.69 -57.00  60.00   62
 25  ω     45.00  87.00   0.50    0.15    --  109.69-125.00  90.00   84
 26  ω     43.00 102.00   0.50    0.15    --  109.69 -99.00-150.00  118
 27  ω     38.00  68.00   0.50    0.15    --  109.69 -57.00-150.00   60
 28  ω     40.00  68.00   0.50    0.15    --  109.69 -57.00 120.00   56
 29  ω     68.00  94.00   0.50    0.15    --  109.69 -77.00 -30.00   52
 30  ω     98.00 170.00   0.50    0.15    --  109.69  19.00 150.00  144
 31  ω    138.00 176.00   0.50    0.15    --  109.69  57.00-180.00   76
 32  ω     95.00 132.00   0.50    0.15    --  109.69  57.00-180.00   74
 33  ω     64.00 106.00   0.50    0.15    --  109.69 -99.00  90.00   84
 34  ω     78.00 106.00   0.50    0.15    --  109.69 -99.00 -60.00   56
 35  ω     38.00  63.00   0.50    0.15    --  109.69 -57.00 -60.00   50
 36  ω     58.00  84.00   0.50    0.15    --  109.69 -99.00-180.00   52
 37  ω     82.00 107.00   0.50    0.15    --  109.69 -77.00 -90.00   50
 38  ω     37.00  68.00   0.50    0.15    --  109.69 -57.00 -90.00   62
 39  ω     77.00 105.00   0.50    0.15    --  109.69 -83.00 117.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1224838000
_diffrn_orient_matrix_UB_12      -0.0857358000
_diffrn_orient_matrix_UB_13      -0.0940703000
_diffrn_orient_matrix_UB_21      -0.0757503000
_diffrn_orient_matrix_UB_22      0.1014747000
_diffrn_orient_matrix_UB_23      0.0034034000
_diffrn_orient_matrix_UB_31      0.1148201000
_diffrn_orient_matrix_UB_32      0.1138826000
_diffrn_orient_matrix_UB_33      -0.0517541000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4512
_reflns_number_total             5127
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.88a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.88a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.88a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         5127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0624P)²+0.2343P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1195
_refine_ls_wR_factor_ref         0.1235
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00B(H00B), C00G(H00G)
2.b Secondary CH2 refined with riding coordinates:
 C00D(H00C,H00D)
2.c Aromatic/amide H refined with riding coordinates:
 C006(H006), C00A(H00A), C00F(H00F), C00J(H00J), C00K(H00K), C00L(H00L),
 C00N(H00N), C00S(H00Z), C00U(H1)
2.d Idealised Me refined as rotating group:
 C00M(H00E,H00H,H00I), C00O(H00M,H00O,H00P), C00P(H00Q,H00R,H00S), C00Q(H00T,
 H00U,H00V), C00R(H00W,H00X,H00Y), C00T(H00,H,HA), C00V(H2,HB,HC), C00W(H3,HD,
 HE)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P001 P 0.29134(4) 0.65780(4) 0.47396(3) 0.04333(13) Uani 1 1 d . . . . .
O002 O 0.18151(15) 0.49507(13) 0.46464(9) 0.0606(3) Uani 1 1 d . . . . .
O003 O 0.22399(13) 0.74817(14) 0.41064(9) 0.0582(3) Uani 1 1 d . . . . .
O004 O 0.34698(15) 0.74396(16) 0.57543(8) 0.0646(3) Uani 1 1 d . . . . .
O005 O 0.15301(19) 0.49443(14) 0.09382(9) 0.0789(5) Uani 1 1 d . . . . .
C006 C 0.44760(15) 0.76162(15) 0.28584(9) 0.0356(3) Uani 1 1 d . . . . .
H006 H 0.507104 0.866115 0.303716 0.043 Uiso 1 1 calc R U . . .
C007 C 0.24923(16) 0.43992(15) 0.24132(9) 0.0378(3) Uani 1 1 d . . . . .
C008 C 0.47791(15) 0.66315(15) 0.35310(9) 0.0358(3) Uani 1 1 d . . . . .
C009 C 0.34188(16) 0.71137(15) 0.20215(9) 0.0363(3) Uani 1 1 d . . . . .
C00A C 0.35900(16) 0.49915(15) 0.32345(9) 0.0383(3) Uani 1 1 d . . . . .
H00A H 0.361372 0.432251 0.365731 0.046 Uiso 1 1 calc R U . . .
C00B C 0.48422(16) 0.71289(16) 0.45463(9) 0.0390(3) Uani 1 1 d . . . . .
H00B H 0.527052 0.657853 0.495144 0.047 Uiso 1 1 calc R U . . .
C00C C 0.66929(17) 0.64930(18) 0.26699(11) 0.0450(3) Uani 1 1 d . . . . .
C00D C 0.60461(17) 0.88212(17) 0.48727(10) 0.0454(3) Uani 1 1 d . . . . .
H00C H 0.560052 0.942615 0.456709 0.055 Uiso 1 1 calc R U . . .
H00D H 0.623449 0.903245 0.553967 0.055 Uiso 1 1 calc R U . . .
C00E C 0.24099(17) 0.54448(16) 0.17273(10) 0.0423(3) Uani 1 1 d . . . . .
C00F C 0.75957(18) 0.92623(19) 0.46568(11) 0.0514(4) Uani 1 1 d . . . . .
H00F H 0.846877 1.020632 0.492598 0.062 Uiso 1 1 calc R U . . .
C00G C 0.65016(16) 0.68410(17) 0.36060(10) 0.0426(3) Uani 1 1 d . . . . .
H00G H 0.660536 0.609596 0.399410 0.051 Uiso 1 1 calc R U . . .
C00H C 0.13197(19) 0.26915(17) 0.21449(11) 0.0493(4) Uani 1 1 d . . . . .
C00I C 0.32182(19) 0.81859(17) 0.13389(10) 0.0459(3) Uani 1 1 d . . . . .
C00J C 0.77936(17) 0.8386(2) 0.41052(12) 0.0529(4) Uani 1 1 d . . . . .
H00J H 0.880673 0.875009 0.401804 0.063 Uiso 1 1 calc R U . . .
C00K C 0.7255(2) 0.7601(2) 0.20978(13) 0.0573(4) Uani 1 1 d . . . . .
H00K H 0.752046 0.859061 0.228871 0.069 Uiso 1 1 calc R U . . .
C00L C 0.6316(2) 0.5031(2) 0.23630(14) 0.0594(4) Uani 1 1 d . . . . .
H00L H 0.594129 0.426772 0.273522 0.071 Uiso 1 1 calc R U . . .
C00M C 0.2292(2) 0.7327(2) 0.62086(13) 0.0623(5) Uani 1 1 d . . . . .
H00E H 0.124517 0.659831 0.583540 0.094 Uiso 1 1 calc R U . . .
H00H H 0.235783 0.829955 0.628427 0.094 Uiso 1 1 calc R U . . .
H00I H 0.248861 0.700643 0.680910 0.094 Uiso 1 1 calc R U . . .
C00N C 0.7426(3) 0.7255(3) 0.12467(16) 0.0735(6) Uani 1 1 d . . . . .
H00N H 0.779586 0.801064 0.086906 0.088 Uiso 1 1 calc R U . . .
C00O C 0.3629(3) 0.7938(3) 0.04425(13) 0.0727(6) Uani 1 1 d . . . . .
H00M H 0.468451 0.806114 0.059789 0.109 Uiso 1 1 calc R U . . .
H00O H 0.358733 0.866806 0.004185 0.109 Uiso 1 1 calc R U . . .
H00P H 0.287093 0.693151 0.012771 0.109 Uiso 1 1 calc R U . . .
C00P C 0.1559(3) 0.2083(2) 0.12853(15) 0.0721(5) Uani 1 1 d . . . . .
H00Q H 0.131191 0.255606 0.076093 0.108 Uiso 1 1 calc R U . . .
H00R H 0.086473 0.100369 0.115017 0.108 Uiso 1 1 calc R U . . .
H00S H 0.265031 0.230964 0.140691 0.108 Uiso 1 1 calc R U . . .
C00Q C 0.1502(2) 0.7902(3) 0.10942(15) 0.0683(5) Uani 1 1 d . . . . .
H00T H 0.077880 0.686669 0.081659 0.102 Uiso 1 1 calc R U . . .
H00U H 0.139473 0.857012 0.066175 0.102 Uiso 1 1 calc R U . . .
H00V H 0.125560 0.808970 0.165078 0.102 Uiso 1 1 calc R U . . .
C00R C 0.4342(3) 0.9848(2) 0.17544(15) 0.0730(6) Uani 1 1 d . . . . .
H00W H 0.411816 1.004228 0.231849 0.110 Uiso 1 1 calc R U . . .
H00X H 0.418403 1.048865 0.131568 0.110 Uiso 1 1 calc R U . . .
H00Y H 0.542902 1.005810 0.189031 0.110 Uiso 1 1 calc R U . . .
C00S C 0.6490(3) 0.4694(3) 0.15120(17) 0.0783(6) Uani 1 1 d . . . . .
H00Z H 0.622231 0.370561 0.131495 0.094 Uiso 1 1 calc R U . . .
C00T C 0.0631(2) 0.6791(3) 0.35360(16) 0.0766(6) Uani 1 1 d . . . . .
H00 H 0.042884 0.596093 0.311211 0.115 Uiso 1 1 calc R U . . .
H H 0.047417 0.752755 0.318891 0.115 Uiso 1 1 calc R U . . .
HA H -0.009035 0.641943 0.392354 0.115 Uiso 1 1 calc R U . . .
C00U C 0.7054(3) 0.5803(3) 0.09558(16) 0.0787(6) Uani 1 1 d . . . . .
H1 H 0.718277 0.557573 0.038713 0.094 Uiso 1 1 calc R U . . .
C00V C -0.0393(2) 0.2407(2) 0.19257(17) 0.0765(6) Uani 1 1 d . . . . .
H2 H -0.055449 0.277349 0.246420 0.115 Uiso 1 1 calc R U . . .
HB H -0.112700 0.133767 0.176061 0.115 Uiso 1 1 calc R U . . .
HC H -0.057503 0.293181 0.141459 0.115 Uiso 1 1 calc R U . . .
C00W C 0.1584(3) 0.1808(2) 0.29327(16) 0.0914(8) Uani 1 1 d . . . . .
H3 H 0.267446 0.202470 0.309338 0.137 Uiso 1 1 calc R U . . .
HD H 0.088550 0.073959 0.273320 0.137 Uiso 1 1 calc R U . . .
HE H 0.135661 0.210371 0.346744 0.137 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
P001 O002 1.4582(12) . ?
P001 O003 1.5683(12) . ?
P001 O004 1.5783(12) . ?
P001 C00B 1.8095(14) . ?
O003 C00T 1.428(2) . ?
O004 C00M 1.439(2) . ?
O005 C00E 1.2203(18) . ?
C006 H006 0.9300 . ?
C006 C008 1.4946(17) . ?
C006 C009 1.3342(19) . ?
C007 C00A 1.3352(19) . ?
C007 C00E 1.4887(19) . ?
C007 C00H 1.5335(19) . ?
C008 C00A 1.4889(18) . ?
C008 C00B 1.5702(18) . ?
C008 C00G 1.5891(18) . ?
C009 C00E 1.4893(19) . ?
C009 C00I 1.5377(18) . ?
C00A H00A 0.9300 . ?
C00B H00B 0.9800 . ?
C00B C00D 1.536(2) . ?
C00C C00G 1.513(2) . ?
C00C C00K 1.386(2) . ?
C00C C00L 1.388(2) . ?
C00D H00C 0.9700 . ?
C00D H00D 0.9700 . ?
C00D C00F 1.493(2) . ?
C00F H00F 0.9300 . ?
C00F C00J 1.318(2) . ?
C00G H00G 0.9800 . ?
C00G C00J 1.506(2) . ?
C00H C00P 1.534(3) . ?
C00H C00V 1.527(3) . ?
C00H C00W 1.525(2) . ?
C00I C00O 1.536(3) . ?
C00I C00Q 1.529(2) . ?
C00I C00R 1.526(2) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00N 1.383(3) . ?
C00L H00L 0.9300 . ?
C00L C00S 1.382(3) . ?
C00M H00E 0.9600 . ?
C00M H00H 0.9600 . ?
C00M H00I 0.9600 . ?
C00N H00N 0.9300 . ?
C00N C00U 1.373(3) . ?
C00O H00M 0.9600 . ?
C00O H00O 0.9600 . ?
C00O H00P 0.9600 . ?
C00P H00Q 0.9600 . ?
C00P H00R 0.9600 . ?
C00P H00S 0.9600 . ?
C00Q H00T 0.9600 . ?
C00Q H00U 0.9600 . ?
C00Q H00V 0.9600 . ?
C00R H00W 0.9600 . ?
C00R H00X 0.9600 . ?
C00R H00Y 0.9600 . ?
C00S H00Z 0.9300 . ?
C00S C00U 1.371(3) . ?
C00T H00 0.9600 . ?
C00T H 0.9600 . ?
C00T HA 0.9600 . ?
C00U H1 0.9300 . ?
C00V H2 0.9600 . ?
C00V HB 0.9600 . ?
C00V HC 0.9600 . ?
C00W H3 0.9600 . ?
C00W HD 0.9600 . ?
C00W HE 0.9600 . ?

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
O002 P001 O003 114.99(7) . . ?
O002 P001 O004 114.31(8) . . ?
O002 P001 C00B 116.29(7) . . ?
O003 P001 O004 103.99(8) . . ?
O003 P001 C00B 105.70(6) . . ?
O004 P001 C00B 99.77(6) . . ?
C00T O003 P001 122.68(13) . . ?
C00M O004 P001 119.65(12) . . ?
C008 C006 H006 117.4 . . ?
C009 C006 H006 117.4 . . ?
C009 C006 C008 125.13(12) . . ?
C00A C007 C00E 118.43(12) . . ?
C00A C007 C00H 122.92(13) . . ?
C00E C007 C00H 118.65(12) . . ?
C006 C008 C00B 111.73(11) . . ?
C006 C008 C00G 109.28(11) . . ?
C00A C008 C006 112.35(11) . . ?
C00A C008 C00B 110.38(11) . . ?
C00A C008 C00G 107.80(11) . . ?
C00B C008 C00G 104.95(10) . . ?
C006 C009 C00E 118.74(12) . . ?
C006 C009 C00I 122.76(12) . . ?
C00E C009 C00I 118.49(11) . . ?
C007 C00A C008 125.57(12) . . ?
C007 C00A H00A 117.2 . . ?
C008 C00A H00A 117.2 . . ?
P001 C00B H00B 105.6 . . ?
C008 C00B P001 114.71(9) . . ?
C008 C00B H00B 105.6 . . ?
C00D C00B P001 112.58(10) . . ?
C00D C00B C008 111.85(11) . . ?
C00D C00B H00B 105.6 . . ?
C00K C00C C00G 122.03(15) . . ?
C00K C00C C00L 117.86(16) . . ?
C00L C00C C00G 120.11(15) . . ?
C00B C00D H00C 109.3 . . ?
C00B C00D H00D 109.3 . . ?
H00C C00D H00D 108.0 . . ?
C00F C00D C00B 111.41(13) . . ?
C00F C00D H00C 109.3 . . ?
C00F C00D H00D 109.3 . . ?
O005 C00E C007 120.63(13) . . ?
O005 C00E C009 120.55(13) . . ?
C007 C00E C009 118.82(11) . . ?
C00D C00F H00F 118.2 . . ?
C00J C00F C00D 123.57(14) . . ?
C00J C00F H00F 118.2 . . ?
C008 C00G H00G 106.8 . . ?
C00C C00G C008 112.37(11) . . ?
C00C C00G H00G 106.8 . . ?
C00J C00G C008 110.92(12) . . ?
C00J C00G C00C 112.76(13) . . ?
C00J C00G H00G 106.8 . . ?
C007 C00H C00P 110.49(14) . . ?
C00V C00H C007 109.49(14) . . ?
C00V C00H C00P 109.09(16) . . ?
C00W C00H C007 111.06(13) . . ?
C00W C00H C00P 107.37(17) . . ?
C00W C00H C00V 109.28(18) . . ?
C00O C00I C009 109.96(13) . . ?
C00Q C00I C009 110.58(13) . . ?
C00Q C00I C00O 109.34(15) . . ?
C00R C00I C009 111.35(12) . . ?
C00R C00I C00O 107.26(16) . . ?
C00R C00I C00Q 108.26(16) . . ?
C00F C00J C00G 124.87(14) . . ?
C00F C00J H00J 117.6 . . ?
C00G C00J H00J 117.6 . . ?
C00C C00K H00K 119.5 . . ?
C00N C00K C00C 120.92(18) . . ?
C00N C00K H00K 119.5 . . ?
C00C C00L H00L 119.5 . . ?
C00S C00L C00C 120.91(18) . . ?
C00S C00L H00L 119.5 . . ?
O004 C00M H00E 109.5 . . ?
O004 C00M H00H 109.5 . . ?
O004 C00M H00I 109.5 . . ?
H00E C00M H00H 109.5 . . ?
H00E C00M H00I 109.5 . . ?
H00H C00M H00I 109.5 . . ?
C00K C00N H00N 119.8 . . ?
C00U C00N C00K 120.4(2) . . ?
C00U C00N H00N 119.8 . . ?
C00I C00O H00M 109.5 . . ?
C00I C00O H00O 109.5 . . ?
C00I C00O H00P 109.5 . . ?
H00M C00O H00O 109.5 . . ?
H00M C00O H00P 109.5 . . ?
H00O C00O H00P 109.5 . . ?
C00H C00P H00Q 109.5 . . ?
C00H C00P H00R 109.5 . . ?
C00H C00P H00S 109.5 . . ?
H00Q C00P H00R 109.5 . . ?
H00Q C00P H00S 109.5 . . ?
H00R C00P H00S 109.5 . . ?
C00I C00Q H00T 109.5 . . ?
C00I C00Q H00U 109.5 . . ?
C00I C00Q H00V 109.5 . . ?
H00T C00Q H00U 109.5 . . ?
H00T C00Q H00V 109.5 . . ?
H00U C00Q H00V 109.5 . . ?
C00I C00R H00W 109.5 . . ?
C00I C00R H00X 109.5 . . ?
C00I C00R H00Y 109.5 . . ?
H00W C00R H00X 109.5 . . ?
H00W C00R H00Y 109.5 . . ?
H00X C00R H00Y 109.5 . . ?
C00L C00S H00Z 119.7 . . ?
C00U C00S C00L 120.5(2) . . ?
C00U C00S H00Z 119.7 . . ?
O003 C00T H00 109.5 . . ?
O003 C00T H 109.5 . . ?
O003 C00T HA 109.5 . . ?
H00 C00T H 109.5 . . ?
H00 C00T HA 109.5 . . ?
H C00T HA 109.5 . . ?
C00N C00U H1 120.3 . . ?
C00S C00U C00N 119.34(19) . . ?
C00S C00U H1 120.3 . . ?
C00H C00V H2 109.5 . . ?
C00H C00V HB 109.5 . . ?
C00H C00V HC 109.5 . . ?
H2 C00V HB 109.5 . . ?
H2 C00V HC 109.5 . . ?
HB C00V HC 109.5 . . ?
C00H C00W H3 109.5 . . ?
C00H C00W HD 109.5 . . ?
C00H C00W HE 109.5 . . ?
H3 C00W HD 109.5 . . ?
H3 C00W HE 109.5 . . ?
HD C00W HE 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P001 C00B C00D C00F -176.84(10) . . . . ?
O002 P001 O003 C00T 4.77(18) . . . . ?
O002 P001 O004 C00M -55.30(16) . . . . ?
O002 P001 C00B C008 63.69(12) . . . . ?
O002 P001 C00B C00D -166.89(10) . . . . ?
O003 P001 O004 C00M 70.87(15) . . . . ?
O003 P001 C00B C008 -65.23(11) . . . . ?
O003 P001 C00B C00D 64.19(11) . . . . ?
O004 P001 O003 C00T -120.97(16) . . . . ?
O004 P001 C00B C008 -172.88(10) . . . . ?
O004 P001 C00B C00D -43.45(11) . . . . ?
C006 C008 C00A C007 8.4(2) . . . . ?
C006 C008 C00B P001 76.15(12) . . . . ?
C006 C008 C00B C00D -53.63(14) . . . . ?
C006 C008 C00G C00C -56.84(15) . . . . ?
C006 C008 C00G C00J 70.39(15) . . . . ?
C006 C009 C00E O005 -173.65(17) . . . . ?
C006 C009 C00E C007 6.4(2) . . . . ?
C006 C009 C00I C00O 117.56(17) . . . . ?
C006 C009 C00I C00Q -121.60(16) . . . . ?
C006 C009 C00I C00R -1.2(2) . . . . ?
C008 C006 C009 C00E 2.0(2) . . . . ?
C008 C006 C009 C00I -176.88(13) . . . . ?
C008 C00B C00D C00F -45.95(16) . . . . ?
C008 C00G C00J C00F 19.9(2) . . . . ?
C009 C006 C008 C00A -8.96(19) . . . . ?
C009 C006 C008 C00B -133.65(14) . . . . ?
C009 C006 C008 C00G 110.65(15) . . . . ?
C00A C007 C00E O005 173.12(16) . . . . ?
C00A C007 C00E C009 -7.0(2) . . . . ?
C00A C007 C00H C00P -118.72(17) . . . . ?
C00A C007 C00H C00V 121.10(17) . . . . ?
C00A C007 C00H C00W 0.3(2) . . . . ?
C00A C008 C00B P001 -49.63(13) . . . . ?
C00A C008 C00B C00D -179.42(11) . . . . ?
C00A C008 C00G C00C 65.53(15) . . . . ?
C00A C008 C00G C00J -167.23(12) . . . . ?
C00B P001 O003 C00T 134.45(15) . . . . ?
C00B P001 O004 C00M 179.89(14) . . . . ?
C00B C008 C00A C007 133.83(14) . . . . ?
C00B C008 C00G C00C -176.80(12) . . . . ?
C00B C008 C00G C00J -49.57(15) . . . . ?
C00B C00D C00F C00J 11.8(2) . . . . ?
C00C C00G C00J C00F 146.92(17) . . . . ?
C00C C00K C00N C00U -0.6(3) . . . . ?
C00C C00L C00S C00U 0.6(3) . . . . ?
C00D C00F C00J C00G 0.9(3) . . . . ?
C00E C007 C00A C008 -0.9(2) . . . . ?
C00E C007 C00H C00P 61.03(19) . . . . ?
C00E C007 C00H C00V -59.15(19) . . . . ?
C00E C007 C00H C00W -179.93(18) . . . . ?
C00E C009 C00I C00O -61.29(19) . . . . ?
C00E C009 C00I C00Q 59.56(18) . . . . ?
C00E C009 C00I C00R 179.97(15) . . . . ?
C00G C008 C00A C007 -112.07(15) . . . . ?
C00G C008 C00B P001 -165.53(9) . . . . ?
C00G C008 C00B C00D 64.69(14) . . . . ?
C00G C00C C00K C00N 179.69(17) . . . . ?
C00G C00C C00L C00S -179.71(18) . . . . ?
C00H C007 C00A C008 178.87(13) . . . . ?
C00H C007 C00E O005 -6.6(2) . . . . ?
C00H C007 C00E C009 173.28(13) . . . . ?
C00I C009 C00E O005 5.2(2) . . . . ?
C00I C009 C00E C007 -174.68(13) . . . . ?
C00K C00C C00G C008 90.04(17) . . . . ?
C00K C00C C00G C00J -36.2(2) . . . . ?
C00K C00C C00L C00S -0.3(3) . . . . ?
C00K C00N C00U C00S 0.8(4) . . . . ?
C00L C00C C00G C008 -90.58(17) . . . . ?
C00L C00C C00G C00J 143.17(15) . . . . ?
C00L C00C C00K C00N 0.3(3) . . . . ?
C00L C00S C00U C00N -0.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.491
_oxdiff_exptl_absorpt_empirical_full_min 0.606
