# Electronic Supplementary Material (ESI) for ChemComm.
# 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_tokura_211118_2
_database_code_depnum_ccdc_archive 'CCDC 2180994'
loop_
_audit_author_name
_audit_author_address
'Koji Hirano'
;Osaka University
Japan
;
_audit_update_record             
;
2022-06-22 deposited with the CCDC.	2022-10-12 downloaded from the CCDC.
;
_audit_creation_date             2021-11-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H25 O P'
_chemical_formula_sum            'C38 H25 O P'
_chemical_formula_weight         528.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C38 H25 P1 O1'
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'

_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                   8.4130(3)
_cell_length_b                   10.9151(5)
_cell_length_c                   16.0946(7)
_cell_angle_alpha                81.509(4)
_cell_angle_beta                 81.007(3)
_cell_angle_gamma                86.633(4)
_cell_volume                     1442.82(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8085
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.6710
_cell_measurement_theta_min      2.1270
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90794
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             552
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
8 8 16 0.1063
-2 15 -3 0.0397
-9 -2 -18 0.1095
1 -15 1 0.0521
10 2 16 0.1029
-1 2 22 0.1118
-12 -1 -4 0.1222
0 -2 -23 0.1234
8 -1 -14 0.0984

_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.219
_exptl_crystal_size_min          0.103
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
8.0223 8.2516 16.0201 -0.0789 0.4199 0.9041
-1.5407 14.5504 -3.3877 -0.1791 0.9641 -0.1960
-8.7869 -2.0698 -17.6813 0.0025 -0.0088 -1.0000
0.5210 -15.0201 1.3402 0.1822 -0.9800 0.0803
9.6656 1.7681 15.8760 0.1156 0.0205 0.9931
-1.4713 2.0326 21.7989 -0.8050 -0.1503 0.5740
-11.8584 -0.6824 -3.8353 -0.6505 -0.1202 -0.7500
-0.4834 -2.1552 -22.5378 0.7012 0.1311 -0.7008
8.2002 -1.0861 -13.7393 0.9828 0.1827 0.0278

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.822
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            18696
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.822
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.972
_diffrn_reflns_theta_min         2.134
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.822
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -13.00  16.00   0.50    4.95    --    9.13  64.00  89.00   58
  2  ω     28.00  59.00   0.50    4.95    --    9.13  64.00  89.00   62
  3  ω    -12.00  23.00   0.50    4.95    --    9.13 -57.00  60.00   70
  4  ω     -6.00  31.00   0.50    4.95    --   -8.66 -99.00 150.00   74
  5  ω    -25.00  48.00   0.50    4.95    --    9.13 -99.00 120.00  146
  6  ω    -24.00  25.00   0.50    4.95    --    9.13 -99.00  30.00   98
  7  ω    -20.00  28.00   0.50    4.95    --   -8.66 -99.00 -60.00   96
  8  ω    -26.00  47.00   0.50    4.95    --    9.13 -99.00-120.00  146
  9  ω    -41.00  30.00   0.50    4.95    --    9.13 -64.00 -46.00  142
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0657068000
_diffrn_orient_matrix_UB_12      -0.0126437000
_diffrn_orient_matrix_UB_13      -0.0313137000
_diffrn_orient_matrix_UB_21      0.0103706000
_diffrn_orient_matrix_UB_22      0.0645150000
_diffrn_orient_matrix_UB_23      -0.0122106000
_diffrn_orient_matrix_UB_31      0.0535816000
_diffrn_orient_matrix_UB_32      -0.0008077000
_diffrn_orient_matrix_UB_33      0.0300211000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5057
_reflns_number_total             6900
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         6900
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0461
_refine_ls_restrained_S_all      1.085
_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)+(0.0544P)²+0.1456P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1152
_refine_ls_wR_factor_ref         0.1241
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C17(H17), C16(H16), C23(H23), C6(H6), C35(H35), C7(H7), C39(H39),
 C9(H9), C33(H33), C10(H10), C26(H26), C29(H29), C25(H25), C24(H24), C32(H32),
 C38(H38), C15(H15), C12(H12), C31(H31), C37(H37), C30(H30), C36(H36), C13(H13),
  C14(H14)
;
_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
P19 P 0.43134(5) 0.24404(4) 0.82178(3) 0.03053(11) Uani 1 1 d . . . . .
O40 O 0.35933(13) 0.16561(10) 0.77124(7) 0.0405(3) Uani 1 1 d . . . . .
C21 C 0.35999(17) 0.47391(13) 0.84476(9) 0.0279(3) Uani 1 1 d . . . . .
C20 C 0.43847(17) 0.40852(13) 0.78375(9) 0.0274(3) Uani 1 1 d . . . . .
C34 C 0.33893(17) 0.61083(14) 0.83347(9) 0.0300(3) Uani 1 1 d . . . . .
C28 C 0.63302(18) 0.19201(14) 0.83777(10) 0.0322(3) Uani 1 1 d . . . . .
C5 C 0.69290(18) 0.44276(14) 0.56266(9) 0.0306(3) Uani 1 1 d . . . . .
C4 C 0.81425(18) 0.37063(14) 0.51856(9) 0.0310(3) Uani 1 1 d . . . . .
C22 C 0.28960(17) 0.39687(14) 0.92381(9) 0.0305(3) Uani 1 1 d . . . . .
C18 C 0.52251(17) 0.45993(14) 0.70203(9) 0.0291(3) Uani 1 1 d . . . . .
H18 H 0.519765 0.545717 0.688031 0.035 Uiso 1 1 calc R . . . .
C17 C 0.60430(18) 0.39285(14) 0.64484(9) 0.0308(3) Uani 1 1 d . . . . .
H17 H 0.604550 0.307070 0.658772 0.037 Uiso 1 1 calc R . . . .
C3 C 0.89312(18) 0.42137(14) 0.43701(9) 0.0311(3) Uani 1 1 d . . . . .
C2 C 1.01515(18) 0.34926(15) 0.39108(9) 0.0333(3) Uani 1 1 d . . . . .
C11 C 1.09669(19) 0.40153(17) 0.31052(10) 0.0384(4) Uani 1 1 d . . . . .
C27 C 0.31924(17) 0.26887(14) 0.92303(10) 0.0332(3) Uani 1 1 d . . . . .
C16 C 0.8650(2) 0.24871(15) 0.55313(10) 0.0395(4) Uani 1 1 d . . . . .
H16 H 0.818710 0.215467 0.607471 0.047 Uiso 1 1 calc R . . . .
C23 C 0.19642(18) 0.43829(16) 0.99421(10) 0.0363(4) Uani 1 1 d . . . . .
H23 H 0.176958 0.522684 0.996009 0.044 Uiso 1 1 calc R . . . .
C6 C 0.65702(19) 0.56336(15) 0.52477(10) 0.0346(4) Uani 1 1 d . . . . .
H6 H 0.578142 0.611507 0.553477 0.042 Uiso 1 1 calc R . . . .
C8 C 0.85344(18) 0.54331(15) 0.40091(9) 0.0339(4) Uani 1 1 d . . . . .
C35 C 0.4010(2) 0.68130(15) 0.88521(10) 0.0388(4) Uani 1 1 d . . . . .
H35 H 0.455573 0.642611 0.928519 0.047 Uiso 1 1 calc R . . . .
C7 C 0.73516(19) 0.61244(15) 0.44637(10) 0.0363(4) Uani 1 1 d . . . . .
H7 H 0.708652 0.692920 0.423396 0.044 Uiso 1 1 calc R . . . .
C39 C 0.25651(19) 0.67074(15) 0.76956(10) 0.0364(4) Uani 1 1 d . . . . .
H39 H 0.214991 0.624482 0.734363 0.044 Uiso 1 1 calc R . . . .
C9 C 0.9367(2) 0.59254(17) 0.31885(10) 0.0404(4) Uani 1 1 d . . . . .
H9 H 0.910047 0.672287 0.294563 0.049 Uiso 1 1 calc R . . . .
C33 C 0.7131(2) 0.10502(15) 0.78958(11) 0.0405(4) Uani 1 1 d . . . . .
H33 H 0.659846 0.069637 0.753055 0.049 Uiso 1 1 calc R . . . .
C10 C 1.0523(2) 0.52529(18) 0.27681(10) 0.0426(4) Uani 1 1 d . . . . .
H10 H 1.105133 0.560117 0.224246 0.051 Uiso 1 1 calc R . . . .
C26 C 0.25703(19) 0.18404(16) 0.99127(11) 0.0415(4) Uani 1 1 d . . . . .
H26 H 0.277700 0.099515 0.990615 0.050 Uiso 1 1 calc R . . . .
C1 C 1.0564(2) 0.22754(16) 0.42598(11) 0.0423(4) Uani 1 1 d . . . . .
C29 C 0.7138(2) 0.24184(16) 0.89299(11) 0.0418(4) Uani 1 1 d . . . . .
H29 H 0.661042 0.299755 0.925640 0.050 Uiso 1 1 calc R . . . .
C25 C 0.1632(2) 0.22706(18) 1.06083(11) 0.0469(4) Uani 1 1 d . . . . .
H25 H 0.120601 0.170896 1.107031 0.056 Uiso 1 1 calc R . . . .
C24 C 0.1328(2) 0.35207(18) 1.06182(11) 0.0438(4) Uani 1 1 d . . . . .
H24 H 0.068547 0.379338 1.108486 0.053 Uiso 1 1 calc R . . . .
C32 C 0.8729(2) 0.07123(17) 0.79624(12) 0.0480(5) Uani 1 1 d . . . . .
H32 H 0.926865 0.013907 0.763492 0.058 Uiso 1 1 calc R . . . .
C38 C 0.2358(2) 0.79862(16) 0.75793(12) 0.0472(4) Uani 1 1 d . . . . .
H38 H 0.178902 0.837814 0.715729 0.057 Uiso 1 1 calc R . . . .
C15 C 0.9782(2) 0.18070(16) 0.50906(11) 0.0466(4) Uani 1 1 d . . . . .
H15 H 1.006146 0.101262 0.533396 0.056 Uiso 1 1 calc R . . . .
C12 C 1.2169(2) 0.32966(19) 0.26801(11) 0.0472(5) Uani 1 1 d . . . . .
H12 H 1.272327 0.363210 0.215775 0.057 Uiso 1 1 calc R . . . .
C31 C 0.9514(2) 0.12177(18) 0.85071(13) 0.0514(5) Uani 1 1 d . . . . .
H31 H 1.058601 0.099107 0.854519 0.062 Uiso 1 1 calc R . . . .
C37 C 0.2995(2) 0.86775(16) 0.80900(13) 0.0512(5) Uani 1 1 d . . . . .
H37 H 0.287106 0.953712 0.800756 0.061 Uiso 1 1 calc R . . . .
C30 C 0.8719(2) 0.20616(18) 0.89991(13) 0.0517(5) Uani 1 1 d . . . . .
H30 H 0.924678 0.239038 0.937742 0.062 Uiso 1 1 calc R . . . .
C36 C 0.3816(2) 0.80931(17) 0.87219(12) 0.0495(5) Uani 1 1 d . . . . .
H36 H 0.424496 0.856219 0.906514 0.059 Uiso 1 1 calc R . . . .
C13 C 1.2546(2) 0.2110(2) 0.30175(13) 0.0568(5) Uani 1 1 d . . . . .
H13 H 1.334876 0.164880 0.272236 0.068 Uiso 1 1 calc R . . . .
C14 C 1.1742(2) 0.15899(19) 0.37946(13) 0.0574(5) Uani 1 1 d . . . . .
H14 H 1.198968 0.077452 0.400950 0.069 Uiso 1 1 calc R . . . .


_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
P19 O40 1.4773(11) . ?
P19 C20 1.8106(15) . ?
P19 C28 1.8021(15) . ?
P19 C27 1.7995(16) . ?
C21 C20 1.363(2) . ?
C21 C34 1.482(2) . ?
C21 C22 1.478(2) . ?
C20 C18 1.443(2) . ?
C34 C35 1.389(2) . ?
C34 C39 1.392(2) . ?
C28 C33 1.391(2) . ?
C28 C29 1.387(2) . ?
C5 C4 1.418(2) . ?
C5 C17 1.459(2) . ?
C5 C6 1.404(2) . ?
C4 C3 1.423(2) . ?
C4 C16 1.432(2) . ?
C22 C27 1.406(2) . ?
C22 C23 1.391(2) . ?
C18 H18 0.9300 . ?
C18 C17 1.341(2) . ?
C17 H17 0.9300 . ?
C3 C2 1.435(2) . ?
C3 C8 1.414(2) . ?
C2 C11 1.424(2) . ?
C2 C1 1.410(2) . ?
C11 C10 1.430(3) . ?
C11 C12 1.398(2) . ?
C27 C26 1.384(2) . ?
C16 H16 0.9300 . ?
C16 C15 1.350(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.390(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.376(2) . ?
C8 C7 1.394(2) . ?
C8 C9 1.439(2) . ?
C35 H35 0.9300 . ?
C35 C36 1.386(2) . ?
C7 H7 0.9300 . ?
C39 H39 0.9300 . ?
C39 C38 1.385(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.341(2) . ?
C33 H33 0.9300 . ?
C33 C32 1.389(2) . ?
C10 H10 0.9300 . ?
C26 H26 0.9300 . ?
C26 C25 1.390(2) . ?
C1 C15 1.430(2) . ?
C1 C14 1.396(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.380(2) . ?
C25 H25 0.9300 . ?
C25 C24 1.375(3) . ?
C24 H24 0.9300 . ?
C32 H32 0.9300 . ?
C32 C31 1.370(3) . ?
C38 H38 0.9300 . ?
C38 C37 1.379(3) . ?
C15 H15 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.368(3) . ?
C31 H31 0.9300 . ?
C31 C30 1.379(3) . ?
C37 H37 0.9300 . ?
C37 C36 1.376(3) . ?
C30 H30 0.9300 . ?
C36 H36 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.384(3) . ?
C14 H14 0.9300 . ?

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
O40 P19 C20 117.38(7) . . ?
O40 P19 C28 112.54(7) . . ?
O40 P19 C27 117.35(7) . . ?
C28 P19 C20 106.72(7) . . ?
C27 P19 C20 92.69(7) . . ?
C27 P19 C28 108.12(7) . . ?
C20 C21 C34 123.97(13) . . ?
C20 C21 C22 114.58(13) . . ?
C22 C21 C34 121.40(12) . . ?
C21 C20 P19 109.94(11) . . ?
C21 C20 C18 126.23(13) . . ?
C18 C20 P19 123.76(11) . . ?
C35 C34 C21 121.27(14) . . ?
C35 C34 C39 119.01(14) . . ?
C39 C34 C21 119.73(13) . . ?
C33 C28 P19 119.00(13) . . ?
C29 C28 P19 121.72(12) . . ?
C29 C28 C33 119.16(15) . . ?
C4 C5 C17 121.22(14) . . ?
C6 C5 C4 118.51(14) . . ?
C6 C5 C17 120.26(14) . . ?
C5 C4 C3 119.28(14) . . ?
C5 C4 C16 122.98(14) . . ?
C3 C4 C16 117.72(14) . . ?
C27 C22 C21 113.76(13) . . ?
C23 C22 C21 126.83(14) . . ?
C23 C22 C27 119.37(14) . . ?
C20 C18 H18 117.7 . . ?
C17 C18 C20 124.68(14) . . ?
C17 C18 H18 117.7 . . ?
C5 C17 H17 117.2 . . ?
C18 C17 C5 125.67(14) . . ?
C18 C17 H17 117.2 . . ?
C4 C3 C2 120.05(14) . . ?
C8 C3 C4 120.51(14) . . ?
C8 C3 C2 119.43(14) . . ?
C11 C2 C3 119.87(15) . . ?
C1 C2 C3 120.28(14) . . ?
C1 C2 C11 119.84(15) . . ?
C2 C11 C10 118.55(15) . . ?
C12 C11 C2 118.50(16) . . ?
C12 C11 C10 122.95(15) . . ?
C22 C27 P19 109.01(11) . . ?
C26 C27 P19 130.02(13) . . ?
C26 C27 C22 120.85(15) . . ?
C4 C16 H16 119.1 . . ?
C15 C16 C4 121.87(15) . . ?
C15 C16 H16 119.1 . . ?
C22 C23 H23 120.4 . . ?
C24 C23 C22 119.21(16) . . ?
C24 C23 H23 120.4 . . ?
C5 C6 H6 119.0 . . ?
C7 C6 C5 121.91(15) . . ?
C7 C6 H6 119.0 . . ?
C3 C8 C9 119.20(15) . . ?
C7 C8 C3 118.81(14) . . ?
C7 C8 C9 121.99(15) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 119.91(16) . . ?
C36 C35 H35 120.0 . . ?
C6 C7 C8 120.96(15) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C34 C39 H39 119.7 . . ?
C38 C39 C34 120.59(16) . . ?
C38 C39 H39 119.7 . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 121.06(16) . . ?
C10 C9 H9 119.5 . . ?
C28 C33 H33 120.1 . . ?
C32 C33 C28 119.73(16) . . ?
C32 C33 H33 120.1 . . ?
C11 C10 H10 119.1 . . ?
C9 C10 C11 121.88(15) . . ?
C9 C10 H10 119.1 . . ?
C27 C26 H26 120.5 . . ?
C27 C26 C25 119.00(16) . . ?
C25 C26 H26 120.5 . . ?
C2 C1 C15 118.23(15) . . ?
C14 C1 C2 119.06(16) . . ?
C14 C1 C15 122.69(17) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 C28 120.53(16) . . ?
C30 C29 H29 119.7 . . ?
C26 C25 H25 119.8 . . ?
C24 C25 C26 120.49(16) . . ?
C24 C25 H25 119.8 . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 121.07(16) . . ?
C25 C24 H24 119.5 . . ?
C33 C32 H32 119.8 . . ?
C31 C32 C33 120.45(16) . . ?
C31 C32 H32 119.8 . . ?
C39 C38 H38 120.0 . . ?
C37 C38 C39 119.91(17) . . ?
C37 C38 H38 120.0 . . ?
C16 C15 C1 121.75(16) . . ?
C16 C15 H15 119.1 . . ?
C1 C15 H15 119.1 . . ?
C11 C12 H12 119.3 . . ?
C13 C12 C11 121.30(16) . . ?
C13 C12 H12 119.3 . . ?
C32 C31 H31 119.9 . . ?
C32 C31 C30 120.13(16) . . ?
C30 C31 H31 119.9 . . ?
C38 C37 H37 120.1 . . ?
C36 C37 C38 119.88(16) . . ?
C36 C37 H37 120.1 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 119.98(18) . . ?
C31 C30 H30 120.0 . . ?
C35 C36 H36 119.7 . . ?
C37 C36 C35 120.69(17) . . ?
C37 C36 H36 119.7 . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.48(17) . . ?
C14 C13 H13 119.8 . . ?
C1 C14 H14 119.6 . . ?
C13 C14 C1 120.76(19) . . ?
C13 C14 H14 119.6 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 0.000 0.500 167.0 56.3 ?

_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 1.451
_oxdiff_exptl_absorpt_empirical_full_min 0.753
####################################################################### 
# 
# 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_tokura_220228
_database_code_depnum_ccdc_archive 'CCDC 2180995'
loop_
_audit_author_name
_audit_author_address
'Koji Hirano'
;Osaka University
Japan
;
_audit_update_record             
;
2022-06-22 deposited with the CCDC.	2022-10-12 downloaded from the CCDC.
;
_audit_creation_date             2022-02-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H26 O4 P2'
_chemical_formula_sum            'C26 H26 O4 P2'
_chemical_formula_weight         464.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H24 O4 P2'
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                   8.7292(2)
_cell_length_b                   12.4540(2)
_cell_length_c                   21.6161(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.026(2)
_cell_angle_gamma                90
_cell_volume                     2348.49(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8288
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      73.6570
_cell_measurement_theta_min      4.0660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.930
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.43a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             976
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3 -1 12 0.0630
6 0 1 0.0297
-2 1 -13 0.0556
-1 0 14 0.0280
0 8 -1 0.1559
1 0 -14 0.0360
0 -8 1 0.2288
-5 0 -3 0.0372

_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.076
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-3.0993 -1.2976 11.7997 0.0322 -0.4020 0.9151
5.6304 0.4031 0.9279 -0.0786 0.9943 -0.0714
-2.0314 0.9446 -12.8088 0.0395 -0.5060 -0.8616
-0.8880 -0.1420 13.9295 -0.1408 0.0039 0.9900
0.4249 8.0395 -0.9653 -0.9718 0.0251 -0.2343
0.8599 -0.4621 -13.9173 0.2145 -0.0058 -0.9767
-0.4044 -8.0522 0.6322 0.9772 -0.0253 0.2109
-5.4446 -0.1720 -3.3945 0.0782 -0.9910 -0.1086

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20479
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.110
_diffrn_reflns_theta_min         4.093
_diffrn_ambient_temperature      193(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -92.00 -17.00   0.50    0.10    --  -42.80 116.00-133.00  150
  2  ω    -64.00 -28.00   0.50    0.42    -- -106.00  37.00 -90.00   72
  3  ω    -67.00 -42.00   0.50    0.42    -- -106.00  57.00-150.00   50
  4  ω    -92.00 -65.00   0.50    0.42    -- -106.00 125.00-180.00   54
  5  ω   -112.00 -32.00   0.50    0.42    -- -106.00 116.00-133.00  160
  6  ω   -109.00 -76.00   0.50    0.10    --  -42.80 165.00  13.00   66
  7  ω   -113.00 -88.00   0.50    0.42    -- -106.00 165.00  13.00   50
  8  ω   -112.00 -32.00   0.50    0.42    -- -106.00 125.00 -30.00  160
  9  ω   -114.00 -75.00   0.50    0.42    -- -106.00 125.00 120.00   78
 10  ω   -116.00 -34.00   0.50    0.42    -- -106.00 125.00  60.00  164
 11  ω   -102.00 -77.00   0.50    0.42    -- -106.00 125.00  30.00   50
 12  ω   -110.00 -42.00   0.50    0.42    -- -106.00 125.00 -90.00  136
 13  ω   -107.00 -76.00   0.50    0.42    -- -106.00  37.00 -90.00   62
 14  ω   -124.00 -98.00   0.50    0.42    -- -106.00  57.00-150.00   52
 15  ω   -177.00 -83.00   0.50    0.42    -- -106.00 -57.00 -90.00  188
 16  ω   -106.00 -80.00   0.50    0.42    -- -106.00 -77.00 -30.00   52
 17  ω   -128.00 -84.00   0.50    0.42    -- -106.00 -99.00  30.00   88
 18  ω   -111.00 -78.00   0.50    0.42    -- -106.00 -77.00  60.00   66
 19  ω   -114.00 -76.00   0.50    0.10    --  -42.80-165.00  -9.00   76
 20  ω     47.00  80.00   0.50    0.10    --   42.80 165.00  13.00   66
 21  ω     72.00 117.00   0.50    0.10    --   42.80 125.00   0.00   90
 22  ω     73.00 101.00   0.50    0.10    --   42.80 125.00 -60.00   56
 23  ω     74.00 114.00   0.50    0.10    --   42.80 125.00 -90.00   80
 24  ω     71.00 112.00   0.50    0.10    --   42.80 125.00 -30.00   82
 25  ω     62.00  87.00   0.50    0.42    --   76.50 165.00  13.00   50
 26  ω     72.00 103.00   0.50    0.10    --   42.80 125.00 120.00   62
 27  ω     89.00 114.00   0.50    0.42    --   76.50 116.00-133.00   50
 28  ω     71.00  96.00   0.50    0.10    --   42.80 125.00-180.00   50
 29  ω    -79.00 -53.00   0.50    0.42    -- -106.00-165.00  -9.00   52
 30  ω   -114.00 -73.00   0.50    0.10    --  -42.80-125.00 -60.00   82
 31  ω   -140.00 -88.00   0.50    0.42    -- -106.00-165.00  -9.00  104
 32  ω   -144.00-113.00   0.50    0.42    -- -106.00-125.00 -90.00   62
 33  ω   -155.00-122.00   0.50    0.42    -- -106.00 -77.00 -30.00   66
 34  ω   -172.00-146.00   0.50    0.42    -- -106.00 -99.00  30.00   52
 35  ω   -170.00-115.00   0.50    0.42    -- -106.00 -77.00  60.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0033054000
_diffrn_orient_matrix_UB_12      -0.1220969000
_diffrn_orient_matrix_UB_13      -0.0115642000
_diffrn_orient_matrix_UB_21      0.1750661000
_diffrn_orient_matrix_UB_22      -0.0047581000
_diffrn_orient_matrix_UB_23      0.0113896000
_diffrn_orient_matrix_UB_31      -0.0227237000
_diffrn_orient_matrix_UB_32      -0.0196042000
_diffrn_orient_matrix_UB_33      0.0694257000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\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                4168
_reflns_number_total             4706
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.402
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4706
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      1.097
_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)+(0.0623P)²+0.5779P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1157
_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 Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C26(H26A,H26B)
2.b Aromatic/amide H refined with riding coordinates:
 C22(H22), C23(H23), C8(H8), C15(H15), C21(H21), C5(H5), C11(H11), C7(H7),
 C17(H17), C6(H6), C14(H14), C20(H20), C18(H18), C12(H12), C19(H19), C13(H13)
2.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C27(H27A,H27B,H27C)
;
_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
P1 P 0.40719(5) 0.58370(3) 0.36692(2) 0.02820(12) Uani 1 1 d . . . . .
P24 P 0.36928(5) 0.18185(3) 0.39239(2) 0.03275(13) Uani 1 1 d . . . . .
O32 O 0.33314(14) 0.58779(10) 0.42764(5) 0.0366(3) Uani 1 1 d . . . . .
O28 O 0.52074(15) 0.15353(10) 0.43020(6) 0.0409(3) Uani 1 1 d . . . . .
O25 O 0.24442(16) 0.15598(10) 0.44158(6) 0.0416(3) Uani 1 1 d . . . . .
O31 O 0.35484(17) 0.12116(10) 0.33453(5) 0.0434(3) Uani 1 1 d . . . . .
C22 C 0.34030(18) 0.36689(13) 0.32628(7) 0.0303(3) Uani 1 1 d . . . . .
H22 H 0.324429 0.320278 0.293053 0.036 Uiso 1 1 calc R . . . .
C16 C 0.21909(19) 0.46666(12) 0.20572(7) 0.0300(3) Uani 1 1 d . . . . .
C3 C 0.28633(18) 0.52708(12) 0.25931(7) 0.0294(3) Uani 1 1 d . . . . .
C9 C 0.36759(18) 0.68941(12) 0.31185(7) 0.0302(3) Uani 1 1 d . . . . .
C2 C 0.33621(18) 0.48116(12) 0.31343(7) 0.0287(3) Uani 1 1 d . . . . .
C10 C 0.61261(19) 0.57103(13) 0.37467(7) 0.0319(3) Uani 1 1 d . . . . .
C4 C 0.30145(18) 0.64540(12) 0.25755(7) 0.0296(3) Uani 1 1 d . . . . .
C23 C 0.3652(2) 0.32352(13) 0.38234(7) 0.0330(3) Uani 1 1 d . . . . .
H23 H 0.380584 0.368068 0.416529 0.040 Uiso 1 1 calc R . . . .
C8 C 0.3918(2) 0.79921(13) 0.31736(8) 0.0346(3) Uani 1 1 d . . . . .
H8 H 0.437749 0.827594 0.353216 0.042 Uiso 1 1 calc R . . . .
C15 C 0.7089(2) 0.59741(13) 0.32698(8) 0.0365(4) Uani 1 1 d . . . . .
H15 H 0.667831 0.623083 0.289561 0.044 Uiso 1 1 calc R . . . .
C21 C 0.2882(2) 0.47140(14) 0.14853(8) 0.0367(4) Uani 1 1 d . . . . .
H21 H 0.375446 0.513074 0.143825 0.044 Uiso 1 1 calc R . . . .
C5 C 0.2575(2) 0.71291(14) 0.20875(8) 0.0356(4) Uani 1 1 d . . . . .
H5 H 0.213589 0.684721 0.172433 0.043 Uiso 1 1 calc R . . . .
C11 C 0.6753(2) 0.53213(15) 0.43065(8) 0.0398(4) Uani 1 1 d . . . . .
H11 H 0.611413 0.513957 0.462554 0.048 Uiso 1 1 calc R . . . .
C7 C 0.3464(2) 0.86633(13) 0.26863(8) 0.0382(4) Uani 1 1 d . . . . .
H7 H 0.360556 0.940124 0.272056 0.046 Uiso 1 1 calc R . . . .
C17 C 0.0869(2) 0.40525(14) 0.21179(8) 0.0383(4) Uani 1 1 d . . . . .
H17 H 0.039489 0.402413 0.249617 0.046 Uiso 1 1 calc R . . . .
C6 C 0.2800(2) 0.82324(14) 0.21496(8) 0.0387(4) Uani 1 1 d . . . . .
H6 H 0.250069 0.868656 0.182595 0.046 Uiso 1 1 calc R . . . .
C14 C 0.8666(2) 0.58533(15) 0.33536(10) 0.0466(4) Uani 1 1 d . . . . .
H14 H 0.930902 0.602537 0.303439 0.056 Uiso 1 1 calc R . . . .
C20 C 0.2261(3) 0.41346(15) 0.09854(8) 0.0452(4) Uani 1 1 d . . . . .
H20 H 0.272567 0.415822 0.060501 0.054 Uiso 1 1 calc R . . . .
C18 C 0.0259(2) 0.34844(17) 0.16156(10) 0.0485(5) Uani 1 1 d . . . . .
H18 H -0.062225 0.307494 0.165776 0.058 Uiso 1 1 calc R . . . .
C29 C 0.5719(2) 0.20884(16) 0.48641(8) 0.0429(4) Uani 1 1 d . . . . .
H29A H 0.485072 0.224832 0.511657 0.052 Uiso 1 1 calc R . . . .
H29B H 0.621704 0.275847 0.476212 0.052 Uiso 1 1 calc R . . . .
C12 C 0.8327(2) 0.52061(18) 0.43865(10) 0.0507(5) Uani 1 1 d . . . . .
H12 H 0.874139 0.494650 0.475942 0.061 Uiso 1 1 calc R . . . .
C19 C 0.0956(3) 0.35254(17) 0.10539(9) 0.0493(5) Uani 1 1 d . . . . .
H19 H 0.054544 0.314026 0.071883 0.059 Uiso 1 1 calc R . . . .
C13 C 0.9282(2) 0.54753(18) 0.39145(11) 0.0526(5) Uani 1 1 d . . . . .
H13 H 1.033764 0.540381 0.397188 0.063 Uiso 1 1 calc R . . . .
C30 C 0.6817(3) 0.13691(19) 0.52076(9) 0.0537(5) Uani 1 1 d . . . . .
H30A H 0.760539 0.114550 0.493708 0.081 Uiso 1 1 calc GR . . . .
H30B H 0.628151 0.074989 0.535241 0.081 Uiso 1 1 calc GR . . . .
H30C H 0.727096 0.174883 0.555433 0.081 Uiso 1 1 calc GR . . . .
C26 C 0.0832(3) 0.1492(2) 0.42353(11) 0.0574(5) Uani 1 1 d . . . . .
H26A H 0.034088 0.096005 0.448911 0.069 Uiso 1 1 calc R . . . .
H26B H 0.072757 0.126210 0.380717 0.069 Uiso 1 1 calc R . . . .
C27 C 0.0050(3) 0.2555(2) 0.43075(11) 0.0608(6) Uani 1 1 d . . . . .
H27A H 0.044937 0.306016 0.401889 0.091 Uiso 1 1 calc GR . . . .
H27B H 0.023207 0.281492 0.472170 0.091 Uiso 1 1 calc GR . . . .
H27C H -0.103233 0.247064 0.422801 0.091 Uiso 1 1 calc GR . . . .


_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 O32 1.4842(12) . ?
P1 C9 1.8002(16) . ?
P1 C2 1.8169(15) . ?
P1 C10 1.8020(17) . ?
P24 O28 1.5697(13) . ?
P24 O25 1.5825(13) . ?
P24 O31 1.4630(12) . ?
P24 C23 1.7778(16) . ?
O28 C29 1.453(2) . ?
O25 C26 1.449(3) . ?
C22 H22 0.9300 . ?
C22 C2 1.450(2) . ?
C22 C23 1.338(2) . ?
C16 C3 1.485(2) . ?
C16 C21 1.396(2) . ?
C16 C17 1.395(2) . ?
C3 C2 1.360(2) . ?
C3 C4 1.480(2) . ?
C9 C4 1.401(2) . ?
C9 C8 1.388(2) . ?
C10 C15 1.392(2) . ?
C10 C11 1.397(2) . ?
C4 C5 1.392(2) . ?
C23 H23 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.391(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.389(3) . ?
C21 H21 0.9300 . ?
C21 C20 1.393(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.394(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.386(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(2) . ?
C6 H6 0.9300 . ?
C14 H14 0.9300 . ?
C14 C13 1.391(3) . ?
C20 H20 0.9300 . ?
C20 C19 1.381(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.378(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.491(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.381(3) . ?
C19 H19 0.9300 . ?
C13 H13 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.500(3) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 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
O32 P1 C9 118.70(7) . . ?
O32 P1 C2 115.95(7) . . ?
O32 P1 C10 112.57(7) . . ?
C9 P1 C2 92.29(7) . . ?
C9 P1 C10 107.02(8) . . ?
C10 P1 C2 108.27(7) . . ?
O28 P24 O25 101.06(7) . . ?
O28 P24 C23 107.42(7) . . ?
O25 P24 C23 105.83(8) . . ?
O31 P24 O28 112.00(7) . . ?
O31 P24 O25 115.38(8) . . ?
O31 P24 C23 114.05(8) . . ?
C29 O28 P24 123.85(11) . . ?
C26 O25 P24 121.07(13) . . ?
C2 C22 H22 117.6 . . ?
C23 C22 H22 117.6 . . ?
C23 C22 C2 124.88(14) . . ?
C21 C16 C3 119.88(15) . . ?
C17 C16 C3 120.67(14) . . ?
C17 C16 C21 119.45(15) . . ?
C2 C3 C16 124.32(14) . . ?
C2 C3 C4 114.50(13) . . ?
C4 C3 C16 121.18(13) . . ?
C4 C9 P1 109.37(11) . . ?
C8 C9 P1 129.70(12) . . ?
C8 C9 C4 120.93(14) . . ?
C22 C2 P1 124.22(11) . . ?
C3 C2 P1 110.09(11) . . ?
C3 C2 C22 125.62(14) . . ?
C15 C10 P1 122.38(13) . . ?
C15 C10 C11 119.65(16) . . ?
C11 C10 P1 117.96(14) . . ?
C9 C4 C3 113.73(13) . . ?
C5 C4 C3 126.74(14) . . ?
C5 C4 C9 119.53(15) . . ?
P24 C23 H23 119.6 . . ?
C22 C23 P24 120.89(12) . . ?
C22 C23 H23 119.6 . . ?
C9 C8 H8 120.4 . . ?
C9 C8 C7 119.25(15) . . ?
C7 C8 H8 120.4 . . ?
C10 C15 H15 120.0 . . ?
C14 C15 C10 119.94(17) . . ?
C14 C15 H15 120.0 . . ?
C16 C21 H21 120.1 . . ?
C20 C21 C16 119.76(17) . . ?
C20 C21 H21 120.1 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.21(15) . . ?
C6 C5 H5 120.4 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.00(18) . . ?
C12 C11 H11 120.0 . . ?
C8 C7 H7 120.0 . . ?
C6 C7 C8 120.03(15) . . ?
C6 C7 H7 120.0 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.16(17) . . ?
C18 C17 H17 119.9 . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 121.04(15) . . ?
C7 C6 H6 119.5 . . ?
C15 C14 H14 120.0 . . ?
C15 C14 C13 120.05(19) . . ?
C13 C14 H14 120.0 . . ?
C21 C20 H20 120.0 . . ?
C19 C20 C21 120.08(18) . . ?
C19 C20 H20 120.0 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.11(18) . . ?
C19 C18 H18 119.9 . . ?
O28 C29 H29A 110.2 . . ?
O28 C29 H29B 110.2 . . ?
O28 C29 C30 107.74(15) . . ?
H29A C29 H29B 108.5 . . ?
C30 C29 H29A 110.2 . . ?
C30 C29 H29B 110.2 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.28(18) . . ?
C13 C12 H12 119.9 . . ?
C20 C19 H19 119.8 . . ?
C18 C19 C20 120.43(16) . . ?
C18 C19 H19 119.8 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 C14 120.07(18) . . ?
C12 C13 H13 120.0 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O25 C26 H26A 109.4 . . ?
O25 C26 H26B 109.4 . . ?
O25 C26 C27 111.22(18) . . ?
H26A C26 H26B 108.0 . . ?
C27 C26 H26A 109.4 . . ?
C27 C26 H26B 109.4 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

_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 1.397
_oxdiff_exptl_absorpt_empirical_full_min 0.476
