# Electronic Supplementary Material (ESI) for Organic & Biomolecular 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_210821d
_database_code_depnum_ccdc_archive 'CCDC 2111303'
loop_
_audit_author_name
_audit_author_address
D-H
;Liaocheng University
China
;
_audit_update_record             
;
2021-09-22 deposited with the CCDC.	2022-03-09 downloaded from the CCDC.
;
_audit_creation_date             2021-09-06
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H35 B O P'
_chemical_formula_sum            'C25 H35 B O P'
_chemical_formula_weight         393.31
_chemical_absolute_configuration ad
_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 0.0033 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'
B B 0.0013 0.0007 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.1696(8)
_cell_length_b                   10.0689(9)
_cell_length_c                   25.845(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2386.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3208
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.041
_cell_measurement_theta_min      2.357
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.127
_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            ?
_exptl_crystal_density_diffrn    1.095
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1006
_diffrn_reflns_av_unetI/netI     0.1244
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            11197
_diffrn_reflns_point_group_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.020
_diffrn_reflns_theta_min         2.171
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.738
_reflns_Friedel_fraction_full    0.959
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                2139
_reflns_number_total             4137
_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       'SAINT V6.36A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V6.36A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.611
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.079
_refine_ls_abs_structure_details 
;
 Flack x determined using 682 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         4137
_refine_ls_number_restraints     762
_refine_ls_R_factor_all          0.1715
_refine_ls_R_factor_gt           0.1046
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1604P)²+0.1593P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2575
_refine_ls_wR_factor_ref         0.2980
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 3.8A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 3.8A
2.a Ternary CH refined with riding coordinates:
 C3(H3), C9(H9), C12(H12), C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C6(H6A,H6B), C16(H16A,H16B), C21(H21A,H21B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C10(H10), C15(H15), C18(H18), C20(H20), C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C19(H19A,H19B,H19C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C)
;
_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 -0.2440(3) -0.6197(2) -0.12402(9) 0.0466(7) Uani 1 1 d . U . . .
C1 C -0.1912(10) -0.5648(11) -0.1871(4) 0.0523(18) Uani 1 1 d . U . . .
C2 C -0.4389(10) -0.5972(11) -0.1199(4) 0.0556(19) Uani 1 1 d . U . . .
H2A H -0.4711 -0.6184 -0.0851 0.067 Uiso 1 1 calc R U . . .
H2B H -0.4623 -0.5048 -0.1265 0.067 Uiso 1 1 calc R U . . .
C3 C -0.1590(11) -0.5104(11) -0.0784(4) 0.0542(18) Uani 1 1 d . U . . .
H3 H -0.2157 -0.4279 -0.0774 0.065 Uiso 1 1 calc R U . . .
O4 O -0.5220(9) -0.4287(9) -0.2366(3) 0.0742(18) Uani 1 1 d . U . . .
C5 C -0.2388(12) -0.4534(10) -0.2133(4) 0.0544(17) Uani 1 1 d . U . . .
C6 C -0.0058(11) -0.4767(11) -0.0979(4) 0.0544(19) Uani 1 1 d . U . . .
H6A H 0.0479 -0.5589 -0.1023 0.065 Uiso 1 1 calc R U . . .
H6B H -0.0145 -0.4354 -0.1316 0.065 Uiso 1 1 calc R U . . .
C7 C -0.0906(11) -0.6480(11) -0.2118(4) 0.056(2) Uani 1 1 d . U . . .
H7 H -0.0573 -0.7239 -0.1951 0.067 Uiso 1 1 calc R U . . .
C8 C -0.3378(12) -0.3485(12) -0.1915(4) 0.0594(19) Uani 1 1 d . U . . .
C9 C -0.1472(11) -0.5634(12) -0.0225(4) 0.052(2) Uani 1 1 d . U . . .
H9 H -0.0884 -0.6445 -0.0244 0.062 Uiso 1 1 calc R U . . .
C10 C -0.2769(13) -0.2541(11) -0.1576(4) 0.063(2) Uani 1 1 d . U . . .
H10 H -0.1801 -0.2602 -0.1471 0.075 Uiso 1 1 calc R U . . .
C11 C -0.4753(13) -0.3394(12) -0.2054(5) 0.066(2) Uani 1 1 d . U . . .
C12 C 0.0819(12) -0.3856(13) -0.0631(4) 0.065(2) Uani 1 1 d . U . . .
H12 H 0.0307 -0.3003 -0.0613 0.078 Uiso 1 1 calc R U . . .
B13 B -0.1965(15) -0.7985(14) -0.1139(5) 0.065(3) Uani 1 1 d . U . . .
C14 C -0.5194(13) -0.6838(13) -0.1580(5) 0.074(3) Uani 1 1 d . U . . .
H14A H -0.4909 -0.6604 -0.1926 0.111 Uiso 1 1 calc R U . . .
H14B H -0.6225 -0.6707 -0.1541 0.111 Uiso 1 1 calc R U . . .
H14C H -0.4960 -0.7753 -0.1517 0.111 Uiso 1 1 calc R U . . .
C15 C -0.0400(11) -0.6181(13) -0.2611(4) 0.062(2) Uani 1 1 d . U . . .
H15 H 0.0280 -0.6734 -0.2769 0.074 Uiso 1 1 calc R U . . .
C16 C -0.0594(12) -0.4637(13) 0.0108(4) 0.066(2) Uani 1 1 d . U . . .
H16A H -0.1115 -0.3800 0.0124 0.079 Uiso 1 1 calc R U . . .
H16B H -0.0512 -0.4978 0.0458 0.079 Uiso 1 1 calc R U . . .
C17 C -0.2908(10) -0.6029(12) 0.0022(4) 0.058(2) Uani 1 1 d . U . . .
H17 H -0.3401 -0.6633 -0.0219 0.069 Uiso 1 1 calc R U . . .
C18 C -0.5651(15) -0.2327(13) -0.1896(4) 0.073(2) Uani 1 1 d . U . . .
H18 H -0.6607 -0.2229 -0.2010 0.087 Uiso 1 1 calc R U . . .
C19 C -0.2627(16) -0.6805(14) 0.0523(4) 0.087(3) Uani 1 1 d . U . . .
H19A H -0.1999 -0.7545 0.0451 0.131 Uiso 1 1 calc R U . . .
H19B H -0.3537 -0.7123 0.0659 0.131 Uiso 1 1 calc R U . . .
H19C H -0.2171 -0.6233 0.0772 0.131 Uiso 1 1 calc R U . . .
C20 C -0.1836(12) -0.4292(12) -0.2640(4) 0.062(2) Uani 1 1 d . U . . .
H20 H -0.2152 -0.3547 -0.2821 0.075 Uiso 1 1 calc R U . . .
C21 C 0.0884(13) -0.4404(13) -0.0103(4) 0.071(2) Uani 1 1 d . U . . .
H21A H 0.1403 -0.3790 0.0120 0.085 Uiso 1 1 calc R U . . .
H21B H 0.1419 -0.5235 -0.0108 0.085 Uiso 1 1 calc R U . . .
C22 C -0.0882(12) -0.5105(11) -0.2860(4) 0.061(2) Uani 1 1 d . U . . .
H22 H -0.0546 -0.4924 -0.3192 0.074 Uiso 1 1 calc R U . . .
C23 C -0.5002(15) -0.1447(14) -0.1562(5) 0.080(3) Uani 1 1 d . U . . .
H23 H -0.5577 -0.0751 -0.1443 0.096 Uiso 1 1 calc R U . . .
C24 C -0.3687(15) -0.1487(14) -0.1398(5) 0.077(3) Uani 1 1 d . U . . .
H24 H -0.3336 -0.0848 -0.1170 0.092 Uiso 1 1 calc R U . . .
C25 C 0.2296(14) -0.3605(16) -0.0849(5) 0.093(4) Uani 1 1 d . U . . .
H25A H 0.2621 -0.4378 -0.1034 0.140 Uiso 1 1 calc R U . . .
H25B H 0.2964 -0.3413 -0.0573 0.140 Uiso 1 1 calc R U . . .
H25C H 0.2254 -0.2862 -0.1081 0.140 Uiso 1 1 calc R U . . .
C26 C -0.3899(14) -0.4922(14) 0.0120(5) 0.082(3) Uani 1 1 d . U . . .
H26A H -0.3474 -0.4337 0.0371 0.124 Uiso 1 1 calc R U . . .
H26B H -0.4809 -0.5257 0.0249 0.124 Uiso 1 1 calc R U . . .
H26C H -0.4066 -0.4445 -0.0197 0.124 Uiso 1 1 calc R U . . .
C27 C -0.6810(14) -0.4368(17) -0.2439(5) 0.093(4) Uani 1 1 d . U . . .
H27A H -0.7018 -0.4825 -0.2757 0.140 Uiso 1 1 calc R U . . .
H27B H -0.7212 -0.3489 -0.2453 0.140 Uiso 1 1 calc R U . . .
H27C H -0.7237 -0.4845 -0.2155 0.140 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 C1 1.788(10) . ?
P1 C2 1.805(10) . ?
P1 C3 1.792(11) . ?
P1 B13 1.870(14) . ?
C1 C5 1.381(14) . ?
C1 C7 1.401(14) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C14 1.509(15) . ?
C3 H3 0.9800 . ?
C3 C6 1.530(13) . ?
C3 C9 1.542(14) . ?
O4 C11 1.280(13) . ?
O4 C27 1.473(15) . ?
C5 C8 1.502(15) . ?
C5 C20 1.427(14) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C12 1.515(14) . ?
C7 H7 0.9300 . ?
C7 C15 1.388(14) . ?
C8 C10 1.408(15) . ?
C8 C11 1.315(15) . ?
C9 H9 0.9800 . ?
C9 C16 1.550(14) . ?
C9 C17 1.516(13) . ?
C10 H10 0.9300 . ?
C10 C24 1.431(16) . ?
C11 C18 1.414(16) . ?
C12 H12 0.9800 . ?
C12 C21 1.474(14) . ?
C12 C25 1.488(15) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15 0.9300 . ?
C15 C22 1.336(15) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C21 1.479(15) . ?
C17 H17 0.9800 . ?
C17 C19 1.535(15) . ?
C17 C26 1.460(16) . ?
C18 H18 0.9300 . ?
C18 C23 1.374(17) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20 0.9300 . ?
C20 C22 1.325(14) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.278(17) . ?
C24 H24 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
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
C1 P1 C2 106.4(5) . . ?
C1 P1 C3 107.1(5) . . ?
C1 P1 B13 111.2(6) . . ?
C2 P1 B13 110.1(5) . . ?
C3 P1 C2 108.3(5) . . ?
C3 P1 B13 113.5(6) . . ?
C5 C1 P1 127.8(8) . . ?
C5 C1 C7 118.0(9) . . ?
C7 C1 P1 114.2(8) . . ?
P1 C2 H2A 109.2 . . ?
P1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C14 C2 P1 111.9(8) . . ?
C14 C2 H2A 109.2 . . ?
C14 C2 H2B 109.2 . . ?
P1 C3 H3 107.9 . . ?
C6 C3 P1 108.6(7) . . ?
C6 C3 H3 107.9 . . ?
C6 C3 C9 108.7(8) . . ?
C9 C3 P1 115.7(7) . . ?
C9 C3 H3 107.9 . . ?
C11 O4 C27 116.8(10) . . ?
C1 C5 C8 125.3(9) . . ?
C1 C5 C20 118.5(10) . . ?
C20 C5 C8 116.0(9) . . ?
C3 C6 H6A 108.5 . . ?
C3 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C12 C6 C3 115.2(8) . . ?
C12 C6 H6A 108.5 . . ?
C12 C6 H6B 108.5 . . ?
C1 C7 H7 119.7 . . ?
C15 C7 C1 120.6(11) . . ?
C15 C7 H7 119.7 . . ?
C10 C8 C5 117.9(10) . . ?
C11 C8 C5 121.8(11) . . ?
C11 C8 C10 120.2(12) . . ?
C3 C9 H9 106.3 . . ?
C3 C9 C16 109.5(9) . . ?
C16 C9 H9 106.3 . . ?
C17 C9 C3 115.1(8) . . ?
C17 C9 H9 106.3 . . ?
C17 C9 C16 112.8(9) . . ?
C8 C10 H10 121.1 . . ?
C8 C10 C24 117.9(11) . . ?
C24 C10 H10 121.1 . . ?
O4 C11 C8 116.3(11) . . ?
O4 C11 C18 121.3(12) . . ?
C8 C11 C18 122.2(12) . . ?
C6 C12 H12 107.7 . . ?
C21 C12 C6 110.1(10) . . ?
C21 C12 H12 107.7 . . ?
C21 C12 C25 112.2(11) . . ?
C25 C12 C6 111.2(9) . . ?
C25 C12 H12 107.7 . . ?
C2 C14 H14A 109.5 . . ?
C2 C14 H14B 109.5 . . ?
C2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C7 C15 H15 119.7 . . ?
C22 C15 C7 120.5(11) . . ?
C22 C15 H15 119.7 . . ?
C9 C16 H16A 109.2 . . ?
C9 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
C21 C16 C9 111.9(9) . . ?
C21 C16 H16A 109.2 . . ?
C21 C16 H16B 109.2 . . ?
C9 C17 H17 107.2 . . ?
C9 C17 C19 110.1(9) . . ?
C19 C17 H17 107.2 . . ?
C26 C17 C9 114.4(10) . . ?
C26 C17 H17 107.2 . . ?
C26 C17 C19 110.3(10) . . ?
C11 C18 H18 122.6 . . ?
C23 C18 C11 114.8(13) . . ?
C23 C18 H18 122.6 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C5 C20 H20 119.2 . . ?
C22 C20 C5 121.5(11) . . ?
C22 C20 H20 119.2 . . ?
C12 C21 C16 111.3(10) . . ?
C12 C21 H21A 109.4 . . ?
C12 C21 H21B 109.4 . . ?
C16 C21 H21A 109.4 . . ?
C16 C21 H21B 109.4 . . ?
H21A C21 H21B 108.0 . . ?
C15 C22 H22 119.6 . . ?
C20 C22 C15 120.8(11) . . ?
C20 C22 H22 119.6 . . ?
C18 C23 H23 116.7 . . ?
C24 C23 C18 126.6(14) . . ?
C24 C23 H23 116.7 . . ?
C10 C24 H24 120.9 . . ?
C23 C24 C10 118.2(14) . . ?
C23 C24 H24 120.9 . . ?
C12 C25 H25A 109.5 . . ?
C12 C25 H25B 109.5 . . ?
C12 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C17 C26 H26A 109.5 . . ?
C17 C26 H26B 109.5 . . ?
C17 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O4 C27 H27A 109.5 . . ?
O4 C27 H27B 109.5 . . ?
O4 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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 C1 C5 C8 5.2(15) . . . . ?
P1 C1 C5 C20 -179.1(8) . . . . ?
P1 C1 C7 C15 179.9(8) . . . . ?
P1 C3 C6 C12 -179.4(8) . . . . ?
P1 C3 C9 C16 174.9(8) . . . . ?
P1 C3 C9 C17 -56.9(12) . . . . ?
C1 P1 C2 C14 64.0(9) . . . . ?
C1 P1 C3 C6 -38.4(9) . . . . ?
C1 P1 C3 C9 -160.9(7) . . . . ?
C1 C5 C8 C10 77.7(13) . . . . ?
C1 C5 C8 C11 -105.7(13) . . . . ?
C1 C5 C20 C22 -0.3(16) . . . . ?
C1 C7 C15 C22 -1.0(16) . . . . ?
C2 P1 C1 C5 42.5(10) . . . . ?
C2 P1 C1 C7 -136.9(8) . . . . ?
C2 P1 C3 C6 -152.8(8) . . . . ?
C2 P1 C3 C9 84.7(9) . . . . ?
C3 P1 C1 C5 -73.2(10) . . . . ?
C3 P1 C1 C7 107.4(8) . . . . ?
C3 P1 C2 C14 178.8(8) . . . . ?
C3 C6 C12 C21 54.1(13) . . . . ?
C3 C6 C12 C25 179.1(11) . . . . ?
C3 C9 C16 C21 -58.2(13) . . . . ?
C3 C9 C17 C19 168.0(10) . . . . ?
C3 C9 C17 C26 -67.1(13) . . . . ?
O4 C11 C18 C23 -179.9(11) . . . . ?
C5 C1 C7 C15 0.4(15) . . . . ?
C5 C8 C10 C24 175.6(9) . . . . ?
C5 C8 C11 O4 3.2(16) . . . . ?
C5 C8 C11 C18 -172.9(9) . . . . ?
C5 C20 C22 C15 -0.3(18) . . . . ?
C6 C3 C9 C16 52.4(12) . . . . ?
C6 C3 C9 C17 -179.3(10) . . . . ?
C6 C12 C21 C16 -56.0(13) . . . . ?
C7 C1 C5 C8 -175.5(10) . . . . ?
C7 C1 C5 C20 0.3(14) . . . . ?
C7 C15 C22 C20 1.0(17) . . . . ?
C8 C5 C20 C22 175.8(11) . . . . ?
C8 C10 C24 C23 -0.9(17) . . . . ?
C8 C11 C18 C23 -4.1(17) . . . . ?
C9 C3 C6 C12 -52.7(13) . . . . ?
C9 C16 C21 C12 60.1(14) . . . . ?
C10 C8 C11 O4 179.6(10) . . . . ?
C10 C8 C11 C18 3.6(17) . . . . ?
C11 C8 C10 C24 -1.0(15) . . . . ?
C11 C18 C23 C24 2.1(19) . . . . ?
B13 P1 C1 C5 162.4(9) . . . . ?
B13 P1 C1 C7 -17.0(10) . . . . ?
B13 P1 C2 C14 -56.7(9) . . . . ?
B13 P1 C3 C6 84.7(9) . . . . ?
B13 P1 C3 C9 -37.8(10) . . . . ?
C16 C9 C17 C19 -65.4(14) . . . . ?
C16 C9 C17 C26 59.4(13) . . . . ?
C17 C9 C16 C21 172.3(10) . . . . ?
C18 C23 C24 C10 0(2) . . . . ?
C20 C5 C8 C10 -98.1(12) . . . . ?
C20 C5 C8 C11 78.5(13) . . . . ?
C25 C12 C21 C16 179.6(11) . . . . ?
C27 O4 C11 C8 167.6(11) . . . . ?
C27 O4 C11 C18 -16.3(16) . . . . ?

_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_210821c
_database_code_depnum_ccdc_archive 'CCDC 2111497'
loop_
_audit_author_name
_audit_author_address
'De-Hua Zhai'
;Liaocheng University
China
;
_audit_update_record             
;
2021-09-23 deposited with the CCDC.	2022-03-09 downloaded from the CCDC.
;
_audit_creation_date             2021-09-06
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H33 B O P'
_chemical_formula_sum            'C24 H33 B O P'
_chemical_formula_weight         379.28
_chemical_absolute_configuration ad
_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 0.0033 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'
B B 0.0013 0.0007 '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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.6028(9)
_cell_length_b                   14.6741(13)
_cell_length_c                   16.2270(15)
_cell_angle_alpha                90
_cell_angle_beta                 95.398(2)
_cell_angle_gamma                90
_cell_volume                     2276.4(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2964
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20.955
_cell_measurement_theta_min      2.521
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.107
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             820
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_av_unetI/netI     0.0873
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11606
_diffrn_reflns_point_group_measured_fraction_full 0.826
_diffrn_reflns_point_group_measured_fraction_max 0.847
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_min         2.522
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.628
_reflns_Friedel_fraction_full    0.666
_reflns_Friedel_fraction_max     0.683
_reflns_number_gt                4270
_reflns_number_total             6809
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    ?
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 1278 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.958
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     497
_refine_ls_number_reflns         6809
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1054
_refine_ls_R_factor_gt           0.0608
_refine_ls_restrained_S_all      0.957
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0858P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1396
_refine_ls_wR_factor_ref         0.1599
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C19(H19), C20(H20), C27(H27), C33(H33), C38(H38), C43(H43)
1.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C5(H5A,H5B), C18(H18A,H18B), C22(H22A,H22B), C31(H31A,H31B),
 C40(H40A,H40B), C42(H42A,H42B), C44(H44A,H44B)
1.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C10(H10), C12(H12), C13(H13), C15(H15), C16(H16), C17(H17), C21(H21),
 C32(H32), C34(H34), C35(H35), C37(H37), C39(H39), C41(H41), C45(H45), C47(H47)
1.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C48(H48A,H48B,
 H48C), C49(H49A,H49B,H49C), C50(H50A,H50B,H50C), C51(H51A,H51B,H51C), C52(H52A,
 H52B,H52C)
1.e Idealised tetrahedral OH refined as rotating group:
 O9(H9), O36(H36)
;
_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 0.22682(17) 0.86056(11) 0.92517(9) 0.0439(4) Uani 1 1 d . . . . .
C1 C 0.2157(7) 1.0804(4) 0.9676(4) 0.0510(16) Uani 1 1 d . . . . .
C2 C 0.4791(7) 0.9042(5) 0.9988(4) 0.0570(17) Uani 1 1 d . . . . .
H2A H 0.5138 0.8531 0.9688 0.068 Uiso 1 1 calc R U . . .
H2B H 0.4724 0.9562 0.9617 0.068 Uiso 1 1 calc R U . . .
C3 C 0.3396(8) 0.8024(5) 1.0833(4) 0.0548(18) Uani 1 1 d . . . . .
H3 H 0.3804 0.7510 1.0554 0.066 Uiso 1 1 calc R U . . .
C4 C 0.3321(6) 0.8810(4) 1.0225(3) 0.0439(15) Uani 1 1 d . . . . .
H4 H 0.2946 0.9344 1.0492 0.053 Uiso 1 1 calc R U . . .
C5 C 0.0417(6) 0.8576(5) 0.9373(4) 0.0533(16) Uani 1 1 d . . . . .
H5A H 0.0175 0.7976 0.9567 0.064 Uiso 1 1 calc R U . . .
H5B H 0.0213 0.9015 0.9792 0.064 Uiso 1 1 calc R U . . .
C6 C 0.2399(6) 1.0503(5) 0.8849(4) 0.0484(16) Uani 1 1 d . . . . .
C7 C 0.0864(8) 1.0781(5) 0.9965(5) 0.0612(19) Uani 1 1 d . . . . .
H7 H 0.0116 1.0557 0.9618 0.073 Uiso 1 1 calc R U . . .
C8 C 0.2459(7) 0.9588(5) 0.8606(4) 0.0484(16) Uani 1 1 d . . . . .
O9 O 0.4507(5) 1.1263(4) 0.9944(3) 0.0719(14) Uani 1 1 d . . . . .
H9 H 0.4562 1.0936 0.9538 0.108 Uiso 1 1 calc R U . . .
C10 C 0.2682(7) 0.9400(5) 0.7781(4) 0.0607(19) Uani 1 1 d . . . . .
H10 H 0.2715 0.8797 0.7608 0.073 Uiso 1 1 calc R U . . .
C11 C 0.3239(8) 1.1185(4) 1.0203(4) 0.0565(17) Uani 1 1 d . . . . .
C12 C 0.2851(8) 1.0074(7) 0.7230(4) 0.073(2) Uani 1 1 d . . . . .
H12 H 0.3023 0.9931 0.6691 0.088 Uiso 1 1 calc R U . . .
C13 C 0.2541(8) 1.1174(5) 0.8264(5) 0.069(2) Uani 1 1 d . . . . .
H13 H 0.2482 1.1783 0.8416 0.083 Uiso 1 1 calc R U . . .
B14 B 0.2808(10) 0.7475(6) 0.8757(5) 0.064(2) Uani 1 1 d . . . . .
C15 C 0.1714(11) 1.1412(6) 1.1246(5) 0.079(2) Uani 1 1 d . . . . .
H15 H 0.1570 1.1609 1.1776 0.095 Uiso 1 1 calc R U . . .
C16 C 0.2990(9) 1.1465(5) 1.0982(5) 0.070(2) Uani 1 1 d . . . . .
H16 H 0.3724 1.1697 1.1334 0.083 Uiso 1 1 calc R U . . .
C17 C 0.0619(9) 1.1070(6) 1.0737(5) 0.074(2) Uani 1 1 d . . . . .
H17 H -0.0273 1.1035 1.0914 0.089 Uiso 1 1 calc R U . . .
C18 C 0.4449(10) 0.8278(5) 1.1565(4) 0.079(3) Uani 1 1 d . . . . .
H18A H 0.4107 0.8808 1.1840 0.095 Uiso 1 1 calc R U . . .
H18B H 0.4516 0.7779 1.1959 0.095 Uiso 1 1 calc R U . . .
C19 C 0.5833(8) 0.9257(5) 1.0715(4) 0.068(2) Uani 1 1 d . . . . .
H19 H 0.5522 0.9806 1.0990 0.082 Uiso 1 1 calc R U . . .
C20 C 0.2032(9) 0.7693(5) 1.1099(4) 0.071(2) Uani 1 1 d . . . . .
H20 H 0.1426 0.7579 1.0589 0.085 Uiso 1 1 calc R U . . .
C21 C 0.2769(8) 1.0959(7) 0.7464(5) 0.081(3) Uani 1 1 d . . . . .
H21 H 0.2867 1.1421 0.7082 0.097 Uiso 1 1 calc R U . . .
C22 C 0.5873(9) 0.8481(6) 1.1313(5) 0.086(3) Uani 1 1 d . . . . .
H22A H 0.6239 0.7944 1.1060 0.103 Uiso 1 1 calc R U . . .
H22B H 0.6495 0.8631 1.1800 0.103 Uiso 1 1 calc R U . . .
C23 C 0.7257(9) 0.9448(8) 1.0404(6) 0.112(4) Uani 1 1 d . . . . .
H23A H 0.7940 0.9539 1.0868 0.169 Uiso 1 1 calc R U . . .
H23B H 0.7199 0.9986 1.0066 0.169 Uiso 1 1 calc R U . . .
H23C H 0.7528 0.8940 1.0083 0.169 Uiso 1 1 calc R U . . .
C24 C 0.1266(11) 0.8371(7) 1.1591(6) 0.106(3) Uani 1 1 d . . . . .
H24A H 0.0385 0.8118 1.1710 0.159 Uiso 1 1 calc R U . . .
H24B H 0.1106 0.8921 1.1276 0.159 Uiso 1 1 calc R U . . .
H24C H 0.1819 0.8506 1.2100 0.159 Uiso 1 1 calc R U . . .
C25 C 0.2184(11) 0.6789(6) 1.1545(5) 0.101(3) Uani 1 1 d . . . . .
H25A H 0.2815 0.6856 1.2036 0.151 Uiso 1 1 calc R U . . .
H25B H 0.2548 0.6343 1.1188 0.151 Uiso 1 1 calc R U . . .
H25C H 0.1287 0.6593 1.1693 0.151 Uiso 1 1 calc R U . . .
P2 P 0.24571(18) 0.39573(11) 0.49733(9) 0.0436(4) Uani 1 1 d . . . . .
C26 C 0.3075(6) 0.3960(4) 0.3958(3) 0.0398(13) Uani 1 1 d . . . . .
C27 C 0.3113(7) 0.5002(5) 0.6430(4) 0.0552(17) Uani 1 1 d . . . . .
H27 H 0.3279 0.4413 0.6707 0.066 Uiso 1 1 calc R U . . .
C28 C 0.3055(6) 0.4707(4) 0.3425(4) 0.0393(14) Uani 1 1 d . . . . .
C29 C 0.3421(7) 0.6314(4) 0.3876(4) 0.0470(16) Uani 1 1 d . . . . .
C30 C 0.2524(6) 0.5619(4) 0.3611(3) 0.0385(14) Uani 1 1 d . . . . .
C31 C 0.4948(7) 0.4672(5) 0.5486(4) 0.0580(18) Uani 1 1 d . . . . .
H31A H 0.5159 0.4080 0.5733 0.070 Uiso 1 1 calc R U . . .
H31B H 0.5126 0.4637 0.4908 0.070 Uiso 1 1 calc R U . . .
C32 C 0.1120(7) 0.5812(5) 0.3470(4) 0.0570(18) Uani 1 1 d . . . . .
H32 H 0.0500 0.5365 0.3258 0.068 Uiso 1 1 calc R U . . .
C33 C 0.3418(7) 0.4877(4) 0.5536(4) 0.0456(16) Uani 1 1 d . . . . .
H33 H 0.3197 0.5448 0.5240 0.055 Uiso 1 1 calc R U . . .
C34 C 0.2940(9) 0.7159(5) 0.4034(4) 0.064(2) Uani 1 1 d . . . . .
H34 H 0.3555 0.7621 0.4220 0.077 Uiso 1 1 calc R U . . .
C35 C 0.4031(7) 0.3782(5) 0.2421(4) 0.063(2) Uani 1 1 d . . . . .
H35 H 0.4337 0.3725 0.1897 0.075 Uiso 1 1 calc R U . . .
O36 O 0.4787(5) 0.6118(3) 0.3953(3) 0.0704(14) Uani 1 1 d . . . . .
H36 H 0.5235 0.6576 0.4096 0.106 Uiso 1 1 calc R U . . .
C37 C 0.3541(7) 0.4600(5) 0.2667(4) 0.0506(16) Uani 1 1 d . . . . .
H37 H 0.3538 0.5097 0.2311 0.061 Uiso 1 1 calc R U . . .
C38 C 0.1616(8) 0.5273(5) 0.6536(4) 0.062(2) Uani 1 1 d . . . . .
H38 H 0.1015 0.4840 0.6209 0.075 Uiso 1 1 calc R U . . .
C39 C 0.3603(8) 0.3148(5) 0.3692(4) 0.0610(19) Uani 1 1 d . . . . .
H39 H 0.3637 0.2645 0.4042 0.073 Uiso 1 1 calc R U . . .
C40 C 0.0603(7) 0.4161(5) 0.4791(4) 0.0533(18) Uani 1 1 d . . . . .
H40A H 0.0175 0.4055 0.5301 0.064 Uiso 1 1 calc R U . . .
H40B H 0.0449 0.4795 0.4639 0.064 Uiso 1 1 calc R U . . .
C41 C 0.4076(8) 0.3063(5) 0.2926(4) 0.065(2) Uani 1 1 d . . . . .
H41 H 0.4426 0.2509 0.2759 0.078 Uiso 1 1 calc R U . . .
C42 C 0.5598(9) 0.5423(6) 0.6794(5) 0.082(3) Uani 1 1 d . . . . .
H42A H 0.6199 0.5878 0.7077 0.098 Uiso 1 1 calc R U . . .
H42B H 0.5799 0.4841 0.7063 0.098 Uiso 1 1 calc R U . . .
C43 C 0.5910(7) 0.5363(5) 0.5909(5) 0.068(2) Uani 1 1 d . . . . .
H43 H 0.5714 0.5957 0.5646 0.082 Uiso 1 1 calc R U . . .
C44 C 0.4100(8) 0.5669(6) 0.6862(5) 0.076(2) Uani 1 1 d . . . . .
H44A H 0.3935 0.5696 0.7442 0.091 Uiso 1 1 calc R U . . .
H44B H 0.3919 0.6270 0.6626 0.091 Uiso 1 1 calc R U . . .
C45 C 0.0633(9) 0.6666(6) 0.3643(5) 0.072(2) Uani 1 1 d . . . . .
H45 H -0.0321 0.6788 0.3572 0.086 Uiso 1 1 calc R U . . .
B46 B 0.2743(11) 0.2814(6) 0.5542(6) 0.071(3) Uani 1 1 d . . . . .
C47 C 0.1536(10) 0.7320(5) 0.3915(5) 0.074(2) Uani 1 1 d . . . . .
H47 H 0.1198 0.7897 0.4025 0.089 Uiso 1 1 calc R U . . .
C48 C 0.7410(9) 0.5120(8) 0.5825(7) 0.118(4) Uani 1 1 d . . . . .
H48A H 0.8011 0.5514 0.6170 0.177 Uiso 1 1 calc R U . . .
H48B H 0.7602 0.5192 0.5259 0.177 Uiso 1 1 calc R U . . .
H48C H 0.7574 0.4499 0.5992 0.177 Uiso 1 1 calc R U . . .
C49 C 0.1223(9) 0.6199(6) 0.6214(5) 0.090(3) Uani 1 1 d . . . . .
H49A H 0.0260 0.6316 0.6290 0.135 Uiso 1 1 calc R U . . .
H49B H 0.1354 0.6230 0.5636 0.135 Uiso 1 1 calc R U . . .
H49C H 0.1802 0.6647 0.6510 0.135 Uiso 1 1 calc R U . . .
C50 C 0.1265(10) 0.5180(8) 0.7427(5) 0.102(3) Uani 1 1 d . . . . .
H50A H 0.1872 0.5565 0.7778 0.154 Uiso 1 1 calc R U . . .
H50B H 0.1390 0.4558 0.7602 0.154 Uiso 1 1 calc R U . . .
H50C H 0.0311 0.5357 0.7464 0.154 Uiso 1 1 calc R U . . .
C51 C -0.0474(7) 0.8783(6) 0.8585(4) 0.077(2) Uani 1 1 d . . . . .
H51A H -0.0169 0.8420 0.8144 0.115 Uiso 1 1 calc R U . . .
H51B H -0.0390 0.9417 0.8453 0.115 Uiso 1 1 calc R U . . .
H51C H -0.1433 0.8644 0.8655 0.115 Uiso 1 1 calc R U . . .
C52 C -0.0094(9) 0.3571(6) 0.4128(5) 0.084(2) Uani 1 1 d . . . . .
H52A H 0.0255 0.3718 0.3608 0.126 Uiso 1 1 calc R U . . .
H52B H -0.1086 0.3671 0.4088 0.126 Uiso 1 1 calc R U . . .
H52C H 0.0099 0.2943 0.4258 0.126 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 C4 1.819(6) . ?
P1 C5 1.807(6) . ?
P1 C8 1.802(6) . ?
P1 B14 1.935(9) . ?
C1 C6 1.453(9) . ?
C1 C7 1.367(9) . ?
C1 C11 1.399(9) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C4 1.537(8) . ?
C2 C19 1.506(9) . ?
C3 H3 0.9800 . ?
C3 C4 1.515(8) . ?
C3 C18 1.531(10) . ?
C3 C20 1.498(10) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C51 1.501(8) . ?
C6 C8 1.401(9) . ?
C6 C13 1.383(9) . ?
C7 H7 0.9300 . ?
C7 C17 1.363(10) . ?
C8 C10 1.403(8) . ?
O9 H9 0.8200 . ?
O9 C11 1.330(7) . ?
C10 H10 0.9300 . ?
C10 C12 1.353(10) . ?
C11 C16 1.371(9) . ?
C12 H12 0.9300 . ?
C12 C21 1.358(12) . ?
C13 H13 0.9300 . ?
C13 C21 1.373(10) . ?
C15 H15 0.9300 . ?
C15 C16 1.338(10) . ?
C15 C17 1.370(12) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C22 1.493(11) . ?
C19 H19 0.9800 . ?
C19 C22 1.495(11) . ?
C19 C23 1.528(10) . ?
C20 H20 0.9800 . ?
C20 C24 1.511(11) . ?
C20 C25 1.511(11) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
P2 C26 1.803(5) . ?
P2 C33 1.829(6) . ?
P2 C40 1.803(6) . ?
P2 B46 1.922(9) . ?
C26 C28 1.396(8) . ?
C26 C39 1.380(8) . ?
C27 H27 0.9800 . ?
C27 C33 1.519(8) . ?
C27 C38 1.516(10) . ?
C27 C44 1.491(9) . ?
C28 C30 1.473(8) . ?
C28 C37 1.365(8) . ?
C29 C30 1.378(8) . ?
C29 C34 1.356(9) . ?
C29 O36 1.338(7) . ?
C30 C32 1.375(8) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C33 1.510(9) . ?
C31 C43 1.495(9) . ?
C32 H32 0.9300 . ?
C32 C45 1.375(10) . ?
C33 H33 0.9800 . ?
C34 H34 0.9300 . ?
C34 C47 1.364(11) . ?
C35 H35 0.9300 . ?
C35 C37 1.363(9) . ?
C35 C41 1.334(10) . ?
O36 H36 0.8200 . ?
C37 H37 0.9300 . ?
C38 H38 0.9800 . ?
C38 C49 1.492(11) . ?
C38 C50 1.521(9) . ?
C39 H39 0.9300 . ?
C39 C41 1.369(9) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C52 1.491(9) . ?
C41 H41 0.9300 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C43 1.497(10) . ?
C42 C44 1.497(11) . ?
C43 H43 0.9800 . ?
C43 C48 1.502(11) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 H45 0.9300 . ?
C45 C47 1.340(11) . ?
C47 H47 0.9300 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 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
C4 P1 B14 110.7(3) . . ?
C5 P1 C4 112.4(3) . . ?
C5 P1 B14 109.2(4) . . ?
C8 P1 C4 107.2(3) . . ?
C8 P1 C5 103.7(3) . . ?
C8 P1 B14 113.5(3) . . ?
C7 C1 C6 122.6(6) . . ?
C7 C1 C11 116.5(6) . . ?
C11 C1 C6 120.8(6) . . ?
H2A C2 H2B 107.6 . . ?
C4 C2 H2A 108.7 . . ?
C4 C2 H2B 108.7 . . ?
C19 C2 H2A 108.7 . . ?
C19 C2 H2B 108.7 . . ?
C19 C2 C4 114.1(5) . . ?
C4 C3 H3 106.4 . . ?
C4 C3 C18 107.9(6) . . ?
C18 C3 H3 106.4 . . ?
C20 C3 H3 106.4 . . ?
C20 C3 C4 116.4(6) . . ?
C20 C3 C18 112.8(6) . . ?
P1 C4 H4 108.5 . . ?
C2 C4 P1 105.5(4) . . ?
C2 C4 H4 108.5 . . ?
C3 C4 P1 115.4(4) . . ?
C3 C4 C2 110.1(5) . . ?
C3 C4 H4 108.5 . . ?
P1 C5 H5A 109.0 . . ?
P1 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
C51 C5 P1 113.0(4) . . ?
C51 C5 H5A 109.0 . . ?
C51 C5 H5B 109.0 . . ?
C8 C6 C1 124.5(5) . . ?
C13 C6 C1 116.9(6) . . ?
C13 C6 C8 118.6(6) . . ?
C1 C7 H7 118.4 . . ?
C17 C7 C1 123.2(7) . . ?
C17 C7 H7 118.4 . . ?
C6 C8 P1 126.4(5) . . ?
C6 C8 C10 118.2(6) . . ?
C10 C8 P1 115.5(5) . . ?
C11 O9 H9 109.5 . . ?
C8 C10 H10 119.2 . . ?
C12 C10 C8 121.7(7) . . ?
C12 C10 H10 119.2 . . ?
O9 C11 C1 119.4(6) . . ?
O9 C11 C16 120.7(7) . . ?
C16 C11 C1 119.9(7) . . ?
C10 C12 H12 120.0 . . ?
C10 C12 C21 120.1(7) . . ?
C21 C12 H12 120.0 . . ?
C6 C13 H13 119.3 . . ?
C21 C13 C6 121.4(8) . . ?
C21 C13 H13 119.3 . . ?
C16 C15 H15 119.9 . . ?
C16 C15 C17 120.2(8) . . ?
C17 C15 H15 119.9 . . ?
C11 C16 H16 119.2 . . ?
C15 C16 C11 121.5(8) . . ?
C15 C16 H16 119.2 . . ?
C7 C17 C15 118.6(8) . . ?
C7 C17 H17 120.7 . . ?
C15 C17 H17 120.7 . . ?
C3 C18 H18A 109.0 . . ?
C3 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C22 C18 C3 113.1(6) . . ?
C22 C18 H18A 109.0 . . ?
C22 C18 H18B 109.0 . . ?
C2 C19 H19 108.7 . . ?
C2 C19 C23 109.2(6) . . ?
C22 C19 C2 108.9(7) . . ?
C22 C19 H19 108.7 . . ?
C22 C19 C23 112.6(7) . . ?
C23 C19 H19 108.7 . . ?
C3 C20 H20 106.2 . . ?
C3 C20 C24 114.9(7) . . ?
C3 C20 C25 112.0(7) . . ?
C24 C20 H20 106.2 . . ?
C25 C20 H20 106.2 . . ?
C25 C20 C24 110.8(6) . . ?
C12 C21 C13 120.1(7) . . ?
C12 C21 H21 119.9 . . ?
C13 C21 H21 119.9 . . ?
C18 C22 C19 111.2(7) . . ?
C18 C22 H22A 109.4 . . ?
C18 C22 H22B 109.4 . . ?
C19 C22 H22A 109.4 . . ?
C19 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C26 P2 C33 105.1(3) . . ?
C26 P2 B46 113.3(4) . . ?
C33 P2 B46 111.2(3) . . ?
C40 P2 C26 104.8(3) . . ?
C40 P2 C33 113.8(3) . . ?
C40 P2 B46 108.5(4) . . ?
C28 C26 P2 125.5(5) . . ?
C39 C26 P2 116.5(5) . . ?
C39 C26 C28 118.0(5) . . ?
C33 C27 H27 107.1 . . ?
C38 C27 H27 107.1 . . ?
C38 C27 C33 114.2(5) . . ?
C44 C27 H27 107.1 . . ?
C44 C27 C33 110.9(6) . . ?
C44 C27 C38 110.0(6) . . ?
C26 C28 C30 124.9(5) . . ?
C37 C28 C26 118.8(5) . . ?
C37 C28 C30 116.4(5) . . ?
C34 C29 C30 121.5(7) . . ?
O36 C29 C30 116.6(6) . . ?
O36 C29 C34 121.9(6) . . ?
C29 C30 C28 121.2(6) . . ?
C32 C30 C28 120.4(6) . . ?
C32 C30 C29 118.3(6) . . ?
H31A C31 H31B 107.7 . . ?
C33 C31 H31A 108.8 . . ?
C33 C31 H31B 108.8 . . ?
C43 C31 H31A 108.8 . . ?
C43 C31 H31B 108.8 . . ?
C43 C31 C33 113.7(6) . . ?
C30 C32 H32 120.0 . . ?
C30 C32 C45 120.1(7) . . ?
C45 C32 H32 120.0 . . ?
P2 C33 H33 108.2 . . ?
C27 C33 P2 115.6(4) . . ?
C27 C33 H33 108.2 . . ?
C31 C33 P2 105.9(4) . . ?
C31 C33 C27 110.6(5) . . ?
C31 C33 H33 108.2 . . ?
C29 C34 H34 120.6 . . ?
C29 C34 C47 118.7(7) . . ?
C47 C34 H34 120.6 . . ?
C37 C35 H35 119.7 . . ?
C41 C35 H35 119.7 . . ?
C41 C35 C37 120.6(6) . . ?
C29 O36 H36 109.5 . . ?
C28 C37 H37 119.3 . . ?
C35 C37 C28 121.5(6) . . ?
C35 C37 H37 119.3 . . ?
C27 C38 H38 106.5 . . ?
C27 C38 C50 112.4(6) . . ?
C49 C38 C27 114.2(7) . . ?
C49 C38 H38 106.5 . . ?
C49 C38 C50 110.1(7) . . ?
C50 C38 H38 106.5 . . ?
C26 C39 H39 119.2 . . ?
C41 C39 C26 121.7(7) . . ?
C41 C39 H39 119.2 . . ?
P2 C40 H40A 109.0 . . ?
P2 C40 H40B 109.0 . . ?
H40A C40 H40B 107.8 . . ?
C52 C40 P2 113.0(5) . . ?
C52 C40 H40A 109.0 . . ?
C52 C40 H40B 109.0 . . ?
C35 C41 C39 119.5(6) . . ?
C35 C41 H41 120.3 . . ?
C39 C41 H41 120.3 . . ?
H42A C42 H42B 108.0 . . ?
C43 C42 H42A 109.3 . . ?
C43 C42 H42B 109.3 . . ?
C43 C42 C44 111.4(6) . . ?
C44 C42 H42A 109.3 . . ?
C44 C42 H42B 109.3 . . ?
C31 C43 C42 108.0(6) . . ?
C31 C43 H43 108.5 . . ?
C31 C43 C48 110.7(7) . . ?
C42 C43 H43 108.5 . . ?
C42 C43 C48 112.4(7) . . ?
C48 C43 H43 108.5 . . ?
C27 C44 C42 112.3(6) . . ?
C27 C44 H44A 109.1 . . ?
C27 C44 H44B 109.1 . . ?
C42 C44 H44A 109.1 . . ?
C42 C44 H44B 109.1 . . ?
H44A C44 H44B 107.9 . . ?
C32 C45 H45 120.1 . . ?
C47 C45 C32 119.8(7) . . ?
C47 C45 H45 120.1 . . ?
C34 C47 H47 119.2 . . ?
C45 C47 C34 121.6(7) . . ?
C45 C47 H47 119.2 . . ?
C43 C48 H48A 109.5 . . ?
C43 C48 H48B 109.5 . . ?
C43 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C38 C49 H49A 109.5 . . ?
C38 C49 H49B 109.5 . . ?
C38 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C38 C50 H50A 109.5 . . ?
C38 C50 H50B 109.5 . . ?
C38 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C5 C51 H51A 109.5 . . ?
C5 C51 H51B 109.5 . . ?
C5 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C40 C52 H52A 109.5 . . ?
C40 C52 H52B 109.5 . . ?
C40 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 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 C8 C10 C12 -179.6(6) . . . . ?
C1 C6 C8 P1 -0.6(10) . . . . ?
C1 C6 C8 C10 179.2(6) . . . . ?
C1 C6 C13 C21 -179.8(7) . . . . ?
C1 C7 C17 C15 1.0(11) . . . . ?
C1 C11 C16 C15 -2.3(11) . . . . ?
C2 C19 C22 C18 -55.3(8) . . . . ?
C3 C18 C22 C19 59.6(9) . . . . ?
C4 P1 C5 C51 157.0(5) . . . . ?
C4 P1 C8 C6 -45.1(6) . . . . ?
C4 P1 C8 C10 135.2(5) . . . . ?
C4 C2 C19 C22 55.0(8) . . . . ?
C4 C2 C19 C23 178.3(7) . . . . ?
C4 C3 C18 C22 -58.2(8) . . . . ?
C4 C3 C20 C24 -65.2(8) . . . . ?
C4 C3 C20 C25 167.2(6) . . . . ?
C5 P1 C4 C2 -166.8(4) . . . . ?
C5 P1 C4 C3 71.4(5) . . . . ?
C5 P1 C8 C6 74.0(6) . . . . ?
C5 P1 C8 C10 -105.7(5) . . . . ?
C6 C1 C7 C17 -179.3(7) . . . . ?
C6 C1 C11 O9 -0.6(9) . . . . ?
C6 C1 C11 C16 -180.0(6) . . . . ?
C6 C8 C10 C12 0.6(10) . . . . ?
C6 C13 C21 C12 0.4(12) . . . . ?
C7 C1 C6 C8 -75.9(9) . . . . ?
C7 C1 C6 C13 102.4(8) . . . . ?
C7 C1 C11 O9 -177.1(6) . . . . ?
C7 C1 C11 C16 3.5(9) . . . . ?
C8 P1 C4 C2 -53.5(5) . . . . ?
C8 P1 C4 C3 -175.2(5) . . . . ?
C8 P1 C5 C51 41.6(6) . . . . ?
C8 C6 C13 C21 -1.5(10) . . . . ?
C8 C10 C12 C21 -1.8(12) . . . . ?
O9 C11 C16 C15 178.3(7) . . . . ?
C10 C12 C21 C13 1.2(13) . . . . ?
C11 C1 C6 C8 107.8(7) . . . . ?
C11 C1 C6 C13 -73.9(8) . . . . ?
C11 C1 C7 C17 -2.9(10) . . . . ?
C13 C6 C8 P1 -178.8(5) . . . . ?
C13 C6 C8 C10 0.9(9) . . . . ?
B14 P1 C4 C2 70.8(5) . . . . ?
B14 P1 C4 C3 -51.0(6) . . . . ?
B14 P1 C5 C51 -79.8(6) . . . . ?
B14 P1 C8 C6 -167.5(6) . . . . ?
B14 P1 C8 C10 12.7(6) . . . . ?
C16 C15 C17 C7 0.5(12) . . . . ?
C17 C15 C16 C11 0.2(12) . . . . ?
C18 C3 C4 P1 173.6(5) . . . . ?
C18 C3 C4 C2 54.4(7) . . . . ?
C18 C3 C20 C24 60.3(9) . . . . ?
C18 C3 C20 C25 -67.3(8) . . . . ?
C19 C2 C4 P1 178.8(5) . . . . ?
C19 C2 C4 C3 -56.1(7) . . . . ?
C20 C3 C4 P1 -58.4(7) . . . . ?
C20 C3 C4 C2 -177.7(6) . . . . ?
C20 C3 C18 C22 171.8(7) . . . . ?
C23 C19 C22 C18 -176.6(7) . . . . ?
P2 C26 C28 C30 0.2(9) . . . . ?
P2 C26 C28 C37 -179.0(5) . . . . ?
P2 C26 C39 C41 178.7(6) . . . . ?
C26 P2 C33 C27 -178.4(5) . . . . ?
C26 P2 C33 C31 -55.5(5) . . . . ?
C26 P2 C40 C52 48.0(6) . . . . ?
C26 C28 C30 C29 99.9(7) . . . . ?
C26 C28 C30 C32 -84.5(7) . . . . ?
C26 C28 C37 C35 0.6(9) . . . . ?
C26 C39 C41 C35 0.1(11) . . . . ?
C28 C26 C39 C41 -0.9(10) . . . . ?
C28 C30 C32 C45 -179.8(6) . . . . ?
C29 C30 C32 C45 -4.1(9) . . . . ?
C29 C34 C47 C45 -0.3(11) . . . . ?
C30 C28 C37 C35 -178.7(6) . . . . ?
C30 C29 C34 C47 -1.0(10) . . . . ?
C30 C32 C45 C47 2.9(10) . . . . ?
C32 C45 C47 C34 -0.7(12) . . . . ?
C33 P2 C26 C28 -55.5(6) . . . . ?
C33 P2 C26 C39 124.9(5) . . . . ?
C33 P2 C40 C52 162.3(5) . . . . ?
C33 C27 C38 C49 -66.8(8) . . . . ?
C33 C27 C38 C50 166.8(6) . . . . ?
C33 C27 C44 C42 -53.9(8) . . . . ?
C33 C31 C43 C42 57.2(8) . . . . ?
C33 C31 C43 C48 -179.3(7) . . . . ?
C34 C29 C30 C28 178.8(6) . . . . ?
C34 C29 C30 C32 3.2(9) . . . . ?
O36 C29 C30 C28 0.0(8) . . . . ?
O36 C29 C30 C32 -175.6(5) . . . . ?
O36 C29 C34 C47 177.8(6) . . . . ?
C37 C28 C30 C29 -80.9(7) . . . . ?
C37 C28 C30 C32 94.7(7) . . . . ?
C37 C35 C41 C39 1.1(12) . . . . ?
C38 C27 C33 P2 -63.5(7) . . . . ?
C38 C27 C33 C31 176.1(6) . . . . ?
C38 C27 C44 C42 178.7(6) . . . . ?
C39 C26 C28 C30 179.8(6) . . . . ?
C39 C26 C28 C37 0.6(9) . . . . ?
C40 P2 C26 C28 64.7(6) . . . . ?
C40 P2 C26 C39 -114.9(5) . . . . ?
C40 P2 C33 C27 67.6(5) . . . . ?
C40 P2 C33 C31 -169.6(4) . . . . ?
C41 C35 C37 C28 -1.4(11) . . . . ?
C43 C31 C33 P2 179.4(5) . . . . ?
C43 C31 C33 C27 -54.6(7) . . . . ?
C43 C42 C44 C27 58.3(9) . . . . ?
C44 C27 C33 P2 171.5(5) . . . . ?
C44 C27 C33 C31 51.1(7) . . . . ?
C44 C27 C38 C49 58.7(8) . . . . ?
C44 C27 C38 C50 -67.7(9) . . . . ?
C44 C42 C43 C31 -57.8(8) . . . . ?
C44 C42 C43 C48 179.8(7) . . . . ?
B46 P2 C26 C28 -177.1(6) . . . . ?
B46 P2 C26 C39 3.3(6) . . . . ?
B46 P2 C33 C27 -55.4(6) . . . . ?
B46 P2 C33 C31 67.5(5) . . . . ?
B46 P2 C40 C52 -73.3(6) . . . . ?

_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_210606f
_database_code_depnum_ccdc_archive 'CCDC 2111499'
loop_
_audit_author_name
_audit_author_address
'De-Hua Zhai'
;Liaocheng University
China
;
_audit_update_record             
;
2021-09-23 deposited with the CCDC.	2022-03-09 downloaded from the CCDC.
;
_audit_creation_date             2021-09-06
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H37 B O P'
_chemical_formula_sum            'C26 H37 B O P'
_chemical_formula_weight         407.33
_chemical_absolute_configuration unk
_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 0.0033 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'
B B 0.0013 0.0007 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.84(5)
_cell_length_b                   13.69(5)
_cell_length_c                   14.68(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2580(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1979
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      27.277
_cell_measurement_theta_min      2.192
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.120
_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            ?
_exptl_crystal_density_diffrn    1.048
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             884
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1116
_diffrn_reflns_av_unetI/netI     0.1580
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11728
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_min         2.034
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.765
_reflns_Friedel_fraction_full    0.953
_reflns_Friedel_fraction_max     0.982
_reflns_number_gt                1777
_reflns_number_total             4471
_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       'SAINT V6.36A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V6.36A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.956
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.107
_refine_ls_abs_structure_details 
;
 Flack x determined using 600 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(12)
_refine_ls_extinction_coef       0.095(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4471
_refine_ls_number_restraints     732
_refine_ls_R_factor_all          0.2276
_refine_ls_R_factor_gt           0.1183
_refine_ls_restrained_S_all      0.955
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2873
_refine_ls_wR_factor_ref         0.3500
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H3A(0.093) H3B(0.093) H5(0.092) H6(0.099) H7(0.09) H8(0.098)
 H9(0.098) H10(0.096) H12(0.098) H13A(0.092) H13B(0.092) H14(0.09) H15A(0.106)
 H15B(0.106) H16(0.108) H17(0.105) H18A(0.103) H18B(0.103) H19A(0.088)
 H19B(0.088) H20A(0.107) H20B(0.107) H21(0.097) H22A(0.158) H22B(0.158)
 H22C(0.158) H23A(0.175) H23B(0.175) H23C(0.175) H1(0.183) H26(0.097)
 H27A(0.169) H27B(0.169) H27C(0.169) H29A(0.16) H29B(0.16) H29C(0.16)
 Fixed X: H3A(0.584) H3B(0.683) H5(0.8528) H6(0.3085) H7(0.6735) H8(0.6752)
 H9(0.6164) H10(0.649) H12(0.5434) H13A(0.8001) H13B(0.7605) H14(0.587)
 H15A(0.5398) H15B(0.5783) H16(0.312) H17(0.4635) H18A(0.4897) H18B(0.5927)
 H19A(0.5605) H19B(0.515) H20A(0.6819) H20B(0.7504) H21(0.9072) H22A(0.8745)
 H22B(0.8077) H22C(0.8567) H23A(0.3883) H23B(0.3715) H23C(0.4254) H1(0.5059)
 H26(0.8079) H27A(0.5344) H27B(0.652) H27C(0.6076) H29A(0.576) H29B(0.4571)
 H29C(0.4956)
 Fixed Y: H3A(0.3536) H3B(0.3308) H5(0.2491) H6(0.1496) H7(-0.0552) H8(-
 0.1417) H9(0.0249) H10(0.2489) H12(0.0508) H13A(-0.0272) H13B(0.0059)
 H14(0.015) H15A(-0.1612) H15B(-0.2017) H16(0.0047) H17(-0.0627) H18A(0.3784)
 H18B(0.3624) H19A(0.1979) H19B(0.2063) H20A(-0.2652) H20B(-0.2019) H21(0.3298)
 H22A(-0.1985) H22B(-0.2359) H22C(-0.1311) H23A(-0.076) H23B(0.0294)
 H23C(0.0151) H1(0.2819) H26(0.3255) H27A(0.5331) H27B(0.509) H27C(0.5063)
 H29A(-0.0654) H29B(-0.0394) H29C(-0.1366)
 Fixed Z: H3A(0.0531) H3B(-0.0054) H5(0.0932) H6(0.1851) H7(-0.0627)
 H8(0.1822) H9(0.3045) H10(0.3531) H12(-0.0944) H13A(0.0654) H13B(0.1614)
 H14(0.1071) H15A(0.0557) H15B(-0.0385) H16(0.2753) H17(0.3139) H18A(-0.0818)
 H18B(-0.1373) H19A(-0.0691) H19B(0.0298) H20A(0.0787) H20B(0.013) H21(0.2221)
 H22A(0.1332) H22B(0.2155) H22C(0.2181) H23A(-0.0269) H23B(-0.0659) H23C(0.029)
 H1(0.1442) H26(0.3532) H27A(-0.0868) H27B(-0.1046) H27C(-0.0051) H29A(-0.2023)
 H29B(-0.2023) H29C(-0.1569)
;
_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 0.6809(2) 0.1391(2) 0.0355(2) 0.0620(10) Uani 1 1 d . U . . .
C1 C 0.5516(10) 0.1413(9) 0.2356(9) 0.073(2) Uani 1 1 d . U . . .
C2 C 0.4632(11) 0.1770(9) 0.2099(9) 0.075(2) Uani 1 1 d . U . . .
C3 C 0.6076(10) 0.3261(8) -0.0042(10) 0.078(3) Uani 1 1 d . U . . .
H3A H 0.5840 0.3536 0.0531 0.093 Uiso 1 1 calc R U . . .
H3B H 0.6830 0.3308 -0.0054 0.093 Uiso 1 1 calc R U . . .
C4 C 0.7148(10) 0.1955(9) 0.1424(9) 0.071(2) Uani 1 1 d . U . . .
C5 C 0.8112(11) 0.2477(9) 0.1451(10) 0.077(2) Uani 1 1 d . U . . .
H5 H 0.8528 0.2491 0.0932 0.092 Uiso 1 1 calc R U . . .
C6 C 0.3689(11) 0.1268(10) 0.2128(10) 0.082(3) Uani 1 1 d . U . . .
H6 H 0.3085 0.1496 0.1851 0.099 Uiso 1 1 calc R U . . .
C7 C 0.6125(10) -0.0535(8) -0.0226(9) 0.075(2) Uani 1 1 d . U . . .
H7 H 0.6735 -0.0552 -0.0627 0.090 Uiso 1 1 calc R U . . .
C8 C 0.7306(11) -0.1393(10) 0.1363(9) 0.082(3) Uani 1 1 d . U . . .
H8 H 0.6752 -0.1417 0.1822 0.098 Uiso 1 1 calc R U . . .
C9 C 0.5546(12) 0.0498(9) 0.2810(10) 0.082(2) Uani 1 1 d . U . . .
H9 H 0.6164 0.0249 0.3045 0.098 Uiso 1 1 calc R U . . .
C10 C 0.6902(11) 0.2459(9) 0.3010(9) 0.080(2) Uani 1 1 d . U . . .
H10 H 0.6490 0.2489 0.3531 0.096 Uiso 1 1 calc R U . . .
C11 C 0.6542(10) 0.1926(9) 0.2258(10) 0.074(2) Uani 1 1 d . U . . .
C12 C 0.5254(11) -0.0167(10) -0.0787(9) 0.082(3) Uani 1 1 d . U . . .
H12 H 0.5434 0.0508 -0.0944 0.098 Uiso 1 1 calc R U . . .
C13 C 0.7425(10) -0.0321(9) 0.1079(10) 0.077(2) Uani 1 1 d . U . . .
H13A H 0.8001 -0.0272 0.0654 0.092 Uiso 1 1 calc R U . . .
H13B H 0.7605 0.0059 0.1614 0.092 Uiso 1 1 calc R U . . .
C14 C 0.6442(10) 0.0143(9) 0.0629(9) 0.075(2) Uani 1 1 d . U . . .
H14 H 0.5870 0.0150 0.1071 0.090 Uiso 1 1 calc R U . . .
C15 C 0.5968(11) -0.1599(9) 0.0123(10) 0.089(3) Uani 1 1 d . U . . .
H15A H 0.5398 -0.1612 0.0557 0.106 Uiso 1 1 calc R U . . .
H15B H 0.5783 -0.2017 -0.0385 0.106 Uiso 1 1 calc R U . . .
C16 C 0.3735(13) 0.0374(11) 0.2619(11) 0.090(3) Uani 1 1 d . U . . .
H16 H 0.3120 0.0047 0.2753 0.108 Uiso 1 1 calc R U . . .
C17 C 0.4629(12) -0.0003(10) 0.2888(10) 0.088(3) Uani 1 1 d . U . . .
H17 H 0.4635 -0.0627 0.3139 0.105 Uiso 1 1 calc R U . . .
C18 C 0.5648(11) 0.3857(9) -0.0799(10) 0.086(3) Uani 1 1 d . U . . .
H18A H 0.4897 0.3784 -0.0818 0.103 Uiso 1 1 calc R U . . .
H18B H 0.5927 0.3624 -0.1373 0.103 Uiso 1 1 calc R U . . .
C19 C 0.5769(9) 0.2163(8) -0.0069(9) 0.073(2) Uani 1 1 d . U . . .
H19A H 0.5605 0.1979 -0.0691 0.088 Uiso 1 1 calc R U . . .
H19B H 0.5150 0.2063 0.0298 0.088 Uiso 1 1 calc R U . . .
C20 C 0.6950(12) -0.1991(10) 0.0578(10) 0.089(3) Uani 1 1 d . U . . .
H20A H 0.6819 -0.2652 0.0787 0.107 Uiso 1 1 calc R U . . .
H20B H 0.7504 -0.2019 0.0130 0.107 Uiso 1 1 calc R U . . .
C21 C 0.8444(11) 0.2960(9) 0.2226(11) 0.081(3) Uani 1 1 d . U . . .
H21 H 0.9072 0.3298 0.2221 0.097 Uiso 1 1 calc R U . . .
C22 C 0.8258(13) -0.1798(11) 0.1796(11) 0.105(4) Uani 1 1 d . U . . .
H22A H 0.8745 -0.1985 0.1332 0.158 Uiso 1 1 calc R U . . .
H22B H 0.8077 -0.2359 0.2155 0.158 Uiso 1 1 calc R U . . .
H22C H 0.8567 -0.1311 0.2181 0.158 Uiso 1 1 calc R U . . .
C23 C 0.4173(13) -0.0116(12) -0.0311(12) 0.117(4) Uani 1 1 d . U . . .
H23A H 0.3883 -0.0760 -0.0269 0.175 Uiso 1 1 calc R U . . .
H23B H 0.3715 0.0294 -0.0659 0.175 Uiso 1 1 calc R U . . .
H23C H 0.4254 0.0151 0.0290 0.175 Uiso 1 1 calc R U . . .
O1 O 0.4589(10) 0.2719(8) 0.1809(9) 0.122(3) Uani 1 1 d . U . . .
H1 H 0.5059 0.2819 0.1442 0.183 Uiso 1 1 calc R U . . .
C26 C 0.7846(11) 0.2942(9) 0.3007(10) 0.081(3) Uani 1 1 d . U . . .
H26 H 0.8079 0.3255 0.3532 0.097 Uiso 1 1 calc R U . . .
C27 C 0.5923(13) 0.4936(10) -0.0680(12) 0.113(5) Uani 1 1 d . U . . .
H27A H 0.5344 0.5331 -0.0868 0.169 Uiso 1 1 calc R U . . .
H27B H 0.6520 0.5090 -0.1046 0.169 Uiso 1 1 calc R U . . .
H27C H 0.6076 0.5063 -0.0051 0.169 Uiso 1 1 calc R U . . .
B1 B 0.7890(12) 0.1459(11) -0.0527(11) 0.079(3) Uani 1 1 d . U . . .
C29 C 0.5123(13) -0.0693(12) -0.1682(11) 0.107(4) Uani 1 1 d . U . . .
H29A H 0.5760 -0.0654 -0.2023 0.160 Uiso 1 1 calc R U . . .
H29B H 0.4571 -0.0394 -0.2023 0.160 Uiso 1 1 calc R U . . .
H29C H 0.4956 -0.1366 -0.1569 0.160 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 C4 1.801(15) . ?
P1 C14 1.818(14) . ?
P1 C19 1.813(13) . ?
P1 B1 1.902(16) . ?
C1 C2 1.293(17) . ?
C1 C9 1.419(18) . ?
C1 C11 1.499(18) . ?
C2 C6 1.394(18) . ?
C2 O1 1.367(16) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C18 1.485(17) . ?
C3 C19 1.554(17) . ?
C4 C5 1.430(18) . ?
C4 C11 1.451(19) . ?
C5 H5 0.9300 . ?
C5 C21 1.384(19) . ?
C6 H6 0.9300 . ?
C6 C16 1.421(19) . ?
C7 H7 0.9800 . ?
C7 C12 1.477(17) . ?
C7 C14 1.613(18) . ?
C7 C15 1.558(17) . ?
C8 H8 0.9800 . ?
C8 C13 1.534(18) . ?
C8 C20 1.485(19) . ?
C8 C22 1.485(19) . ?
C9 H9 0.9300 . ?
C9 C17 1.369(19) . ?
C10 H10 0.9300 . ?
C10 C11 1.402(18) . ?
C10 C26 1.382(18) . ?
C12 H12 0.9800 . ?
C12 C23 1.56(2) . ?
C12 C29 1.506(19) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.559(18) . ?
C14 H14 0.9800 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C20 1.526(19) . ?
C16 H16 0.9300 . ?
C16 C17 1.319(19) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C27 1.528(19) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21 0.9300 . ?
C21 C26 1.380(19) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
O1 H1 0.8200 . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 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
C4 P1 C14 105.9(6) . . ?
C4 P1 C19 103.1(6) . . ?
C4 P1 B1 113.3(7) . . ?
C14 P1 B1 112.7(6) . . ?
C19 P1 C14 115.7(6) . . ?
C19 P1 B1 106.0(7) . . ?
C2 C1 C9 119.7(13) . . ?
C2 C1 C11 124.5(12) . . ?
C9 C1 C11 115.8(11) . . ?
C1 C2 C6 124.6(13) . . ?
C1 C2 O1 119.0(13) . . ?
O1 C2 C6 116.3(13) . . ?
H3A C3 H3B 107.6 . . ?
C18 C3 H3A 108.6 . . ?
C18 C3 H3B 108.6 . . ?
C18 C3 C19 114.7(11) . . ?
C19 C3 H3A 108.6 . . ?
C19 C3 H3B 108.6 . . ?
C5 C4 P1 116.6(11) . . ?
C5 C4 C11 117.1(12) . . ?
C11 C4 P1 126.3(10) . . ?
C4 C5 H5 119.0 . . ?
C21 C5 C4 121.9(14) . . ?
C21 C5 H5 119.0 . . ?
C2 C6 H6 123.1 . . ?
C2 C6 C16 113.8(14) . . ?
C16 C6 H6 123.1 . . ?
C12 C7 H7 106.2 . . ?
C12 C7 C14 115.4(10) . . ?
C12 C7 C15 113.8(11) . . ?
C14 C7 H7 106.2 . . ?
C15 C7 H7 106.2 . . ?
C15 C7 C14 108.3(10) . . ?
C13 C8 H8 106.9 . . ?
C20 C8 H8 106.9 . . ?
C20 C8 C13 110.3(11) . . ?
C22 C8 H8 106.9 . . ?
C22 C8 C13 113.0(12) . . ?
C22 C8 C20 112.3(12) . . ?
C1 C9 H9 121.4 . . ?
C17 C9 C1 117.3(13) . . ?
C17 C9 H9 121.4 . . ?
C11 C10 H10 118.8 . . ?
C26 C10 H10 118.8 . . ?
C26 C10 C11 122.4(14) . . ?
C4 C11 C1 124.5(12) . . ?
C10 C11 C1 117.2(12) . . ?
C10 C11 C4 118.2(12) . . ?
C7 C12 H12 105.8 . . ?
C7 C12 C23 116.1(13) . . ?
C7 C12 C29 114.0(12) . . ?
C23 C12 H12 105.8 . . ?
C29 C12 H12 105.8 . . ?
C29 C12 C23 108.3(12) . . ?
C8 C13 H13A 108.5 . . ?
C8 C13 H13B 108.5 . . ?
C8 C13 C14 115.1(11) . . ?
H13A C13 H13B 107.5 . . ?
C14 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
P1 C14 H14 109.3 . . ?
C7 C14 P1 115.7(9) . . ?
C7 C14 H14 109.3 . . ?
C13 C14 P1 105.5(9) . . ?
C13 C14 C7 107.5(10) . . ?
C13 C14 H14 109.3 . . ?
C7 C15 H15A 109.3 . . ?
C7 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
C20 C15 C7 111.5(11) . . ?
C20 C15 H15A 109.3 . . ?
C20 C15 H15B 109.3 . . ?
C6 C16 H16 119.1 . . ?
C17 C16 C6 121.7(14) . . ?
C17 C16 H16 119.1 . . ?
C9 C17 H17 119.1 . . ?
C16 C17 C9 121.8(14) . . ?
C16 C17 H17 119.1 . . ?
C3 C18 H18A 109.4 . . ?
C3 C18 H18B 109.4 . . ?
C3 C18 C27 111.1(12) . . ?
H18A C18 H18B 108.0 . . ?
C27 C18 H18A 109.4 . . ?
C27 C18 H18B 109.4 . . ?
P1 C19 H19A 109.3 . . ?
P1 C19 H19B 109.3 . . ?
C3 C19 P1 111.5(9) . . ?
C3 C19 H19A 109.3 . . ?
C3 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
C8 C20 C15 113.6(12) . . ?
C8 C20 H20A 108.9 . . ?
C8 C20 H20B 108.9 . . ?
C15 C20 H20A 108.9 . . ?
C15 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C5 C21 H21 119.9 . . ?
C26 C21 C5 120.2(13) . . ?
C26 C21 H21 119.9 . . ?
C8 C22 H22A 109.5 . . ?
C8 C22 H22B 109.5 . . ?
C8 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C12 C23 H23A 109.5 . . ?
C12 C23 H23B 109.5 . . ?
C12 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C2 O1 H1 109.5 . . ?
C10 C26 H26 120.0 . . ?
C21 C26 C10 120.0(13) . . ?
C21 C26 H26 120.0 . . ?
C18 C27 H27A 109.5 . . ?
C18 C27 H27B 109.5 . . ?
C18 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C12 C29 H29A 109.5 . . ?
C12 C29 H29B 109.5 . . ?
C12 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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 C4 C5 C21 178.4(10) . . . . ?
P1 C4 C11 C1 -0.3(18) . . . . ?
P1 C4 C11 C10 -176.3(10) . . . . ?
C1 C2 C6 C16 11(2) . . . . ?
C1 C9 C17 C16 -5(2) . . . . ?
C2 C1 C9 C17 5(2) . . . . ?
C2 C1 C11 C4 -81.0(18) . . . . ?
C2 C1 C11 C10 95.0(17) . . . . ?
C2 C6 C16 C17 -10(2) . . . . ?
C4 P1 C14 C7 -178.7(9) . . . . ?
C4 P1 C14 C13 -60.0(10) . . . . ?
C4 P1 C19 C3 50.0(11) . . . . ?
C4 C5 C21 C26 1(2) . . . . ?
C5 C4 C11 C1 -179.9(12) . . . . ?
C5 C4 C11 C10 4.1(17) . . . . ?
C5 C21 C26 C10 -2(2) . . . . ?
C6 C16 C17 C9 8(2) . . . . ?
C7 C15 C20 C8 58.4(16) . . . . ?
C8 C13 C14 P1 -179.4(10) . . . . ?
C8 C13 C14 C7 -55.3(15) . . . . ?
C9 C1 C2 C6 -9(2) . . . . ?
C9 C1 C2 O1 168.6(12) . . . . ?
C9 C1 C11 C4 102.4(15) . . . . ?
C9 C1 C11 C10 -81.5(15) . . . . ?
C11 C1 C2 C6 175.0(13) . . . . ?
C11 C1 C2 O1 -8(2) . . . . ?
C11 C1 C9 C17 -178.1(13) . . . . ?
C11 C4 C5 C21 -1.9(18) . . . . ?
C11 C10 C26 C21 4(2) . . . . ?
C12 C7 C14 P1 -57.8(14) . . . . ?
C12 C7 C14 C13 -175.3(11) . . . . ?
C12 C7 C15 C20 171.7(12) . . . . ?
C13 C8 C20 C15 -53.4(16) . . . . ?
C14 P1 C4 C5 131.1(10) . . . . ?
C14 P1 C4 C11 -48.5(12) . . . . ?
C14 P1 C19 C3 165.1(9) . . . . ?
C14 C7 C12 C23 -65.3(16) . . . . ?
C14 C7 C12 C29 167.8(12) . . . . ?
C14 C7 C15 C20 -58.4(15) . . . . ?
C15 C7 C12 C23 60.9(16) . . . . ?
C15 C7 C12 C29 -66.1(16) . . . . ?
C15 C7 C14 P1 173.3(9) . . . . ?
C15 C7 C14 C13 55.7(14) . . . . ?
C18 C3 C19 P1 145.6(10) . . . . ?
C19 P1 C4 C5 -107.0(10) . . . . ?
C19 P1 C4 C11 73.4(12) . . . . ?
C19 P1 C14 C7 67.8(11) . . . . ?
C19 P1 C14 C13 -173.5(8) . . . . ?
C19 C3 C18 C27 175.8(13) . . . . ?
C20 C8 C13 C14 53.9(16) . . . . ?
C22 C8 C13 C14 -179.5(12) . . . . ?
C22 C8 C20 C15 179.6(12) . . . . ?
O1 C2 C6 C16 -166.6(13) . . . . ?
C26 C10 C11 C1 178.4(12) . . . . ?
C26 C10 C11 C4 -5.3(19) . . . . ?
B1 P1 C4 C5 7.2(12) . . . . ?
B1 P1 C4 C11 -172.5(10) . . . . ?
B1 P1 C14 C7 -54.3(12) . . . . ?
B1 P1 C14 C13 64.3(11) . . . . ?
B1 P1 C19 C3 -69.3(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
