# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_im047_a
_database_code_depnum_ccdc_archive 'CCDC 2293086'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
_audit_creation_date             2022-05-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H55 N P3, C F3 O3 S, C6 H5 F'
_chemical_formula_sum            'C45 H60 F4 N O3 P3 S'
_chemical_formula_weight         863.91
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.6808(4)
_cell_length_b                   20.4088(8)
_cell_length_c                   20.8267(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.752(2)
_cell_angle_gamma                90
_cell_volume                     4508.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9933
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.51
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.955
_shelx_estimated_absorpt_T_min   0.923
_exptl_absorpt_coefficient_mu    0.234
_exptl_absorpt_correction_T_max  .7461
_exptl_absorpt_correction_T_min  .7011
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1832
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            60974
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.587
_diffrn_reflns_theta_min         1.402
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10809
_reflns_number_total             13812
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.658
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    Mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     534
_refine_ls_number_reflns         13812
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      1.026
_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)+(0.0508P)²+1.8958P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1094
_refine_special_details          ?
_olex2_refinement_description    
;
1. Shared sites
{F4A, H40}
{F4C, H42}
{F4B, H43}
2. Uiso/Uaniso restraints and constraints
Uiso(F4A) = Uiso(H40)
Uiso(F4C) = Uiso(H42)
Uiso(F4B) = Uiso(H43)
3. Others
 Fixed Sof: F4B(0.4) F4A(0.3) F4C(0.3) H40(0.7) H42(0.7) H43(0.6)
4.a Ternary CH refined with riding coordinates:
 C9(H9), C36(H36), C12(H12), C24(H24), C21(H21), C33(H33)
4.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C19(H19), C6(H6), C5(H5), C29(H29), C18(H18), C17(H17), C30(H30),
 C31(H31), C45(H45), C41(H41), C44(H44)
4.c Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C), C2(H2A,H2B,H2C), C10(H10A,H10B,H10C), C11(H11A,H11B,
 H11C), C13(H13A,H13B,H13C), C38(H38A,H38B,H38C), C14(H14A,H14B,H14C), C22(H22A,
 H22B,H22C), C26(H26A,H26B,H26C), C25(H25A,H25B,H25C), C23(H23A,H23B,H23C),
 C35(H35A,H35B,H35C), C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   mixed
_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
P2 P 0.63485(3) 0.51908(2) 0.22146(2) 0.01427(7) Uani 1 1 d . . . . .
P3 P 0.46183(3) 0.56598(2) 0.17041(2) 0.01464(7) Uani 1 1 d . . . . .
P1 P 0.63212(3) 0.59756(2) 0.29638(2) 0.01571(7) Uani 1 1 d . . . . .
S1 S 0.31451(4) 0.68855(2) 0.41812(2) 0.02388(8) Uani 1 1 d . . . . .
O1 O 0.34276(12) 0.62236(5) 0.39961(6) 0.0318(3) Uani 1 1 d . . . . .
N1 N 0.46727(11) 0.58568(5) 0.29795(5) 0.0161(2) Uani 1 1 d . . . . .
F3 F 0.53536(13) 0.72155(7) 0.38797(9) 0.0711(5) Uani 1 1 d . . . . .
F1 F 0.46638(13) 0.78396(6) 0.45869(9) 0.0737(5) Uani 1 1 d . . . . .
O2 O 0.26175(14) 0.72881(7) 0.36614(8) 0.0528(4) Uani 1 1 d . . . . .
O3 O 0.25701(16) 0.69233(8) 0.47636(7) 0.0539(4) Uani 1 1 d . . . . .
F2 F 0.53450(15) 0.68694(8) 0.48481(9) 0.0867(6) Uani 1 1 d . . . . .
C20 C 0.80407(13) 0.59976(7) 0.15288(6) 0.0192(3) Uani 1 1 d . . . . .
C27 C 0.70509(12) 0.56135(6) 0.37213(6) 0.0170(2) Uani 1 1 d . . . . .
C9 C 0.37930(13) 0.41269(6) 0.20656(6) 0.0170(2) Uani 1 1 d . . . . .
H9 H 0.427087 0.446083 0.232910 0.020 Uiso 1 1 calc R U . . .
C15 C 0.77412(12) 0.53921(7) 0.18031(6) 0.0164(2) Uani 1 1 d . . . . .
C3 C 0.36386(12) 0.50643(6) 0.12118(6) 0.0148(2) Uani 1 1 d . . . . .
C8 C 0.33238(12) 0.44281(6) 0.14160(6) 0.0156(2) Uani 1 1 d . . . . .
C4 C 0.31761(12) 0.52849(6) 0.05801(6) 0.0161(2) Uani 1 1 d . . . . .
C7 C 0.25432(13) 0.40350(7) 0.09921(7) 0.0203(3) Uani 1 1 d . . . . .
H7 H 0.233755 0.361598 0.112058 0.024 Uiso 1 1 calc R U . . .
C36 C 0.56030(13) 0.45886(7) 0.37424(7) 0.0192(3) Uani 1 1 d . . . . .
H36 H 0.529356 0.474979 0.330948 0.023 Uiso 1 1 calc R U . . .
C1 C 0.39252(12) 0.57267(6) 0.24569(6) 0.0159(2) Uani 1 1 d . . . . .
C28 C 0.66699(13) 0.50359(7) 0.40241(6) 0.0185(3) Uani 1 1 d . . . . .
C12 C 0.34595(13) 0.59539(7) 0.03064(7) 0.0194(3) Uani 1 1 d . . . . .
H12 H 0.403736 0.618503 0.063026 0.023 Uiso 1 1 calc R U . . .
C16 C 0.85706(12) 0.48467(7) 0.17901(7) 0.0195(3) Uani 1 1 d . . . . .
C19 C 0.91519(13) 0.60397(8) 0.12381(7) 0.0241(3) Uani 1 1 d . . . . .
H19 H 0.936743 0.643637 0.106076 0.029 Uiso 1 1 calc R U . . .
C24 C 0.72294(14) 0.66103(7) 0.15091(7) 0.0228(3) Uani 1 1 d . . . . .
H24 H 0.651724 0.651865 0.175223 0.027 Uiso 1 1 calc R U . . .
C6 C 0.20682(14) 0.42569(7) 0.03829(7) 0.0215(3) Uani 1 1 d . . . . .
H6 H 0.153213 0.399168 0.011118 0.026 Uiso 1 1 calc R U . . .
C5 C 0.23905(13) 0.48713(7) 0.01795(6) 0.0201(3) Uani 1 1 d . . . . .
H5 H 0.207797 0.501258 -0.023292 0.024 Uiso 1 1 calc R U . . .
C37 C 0.45044(14) 0.46033(7) 0.41528(8) 0.0253(3) Uani 1 1 d . . . . .
H37A H 0.478063 0.443581 0.457655 0.038 Uiso 1 1 calc R U . . .
H37B H 0.382727 0.433730 0.395202 0.038 Uiso 1 1 calc R U . . .
H37C H 0.421646 0.504616 0.418712 0.038 Uiso 1 1 calc R U . . .
C2 C 0.25325(13) 0.57233(7) 0.24704(7) 0.0227(3) Uani 1 1 d . . . . .
H2A H 0.213593 0.597580 0.211417 0.034 Uiso 1 1 calc R U . . .
H2B H 0.233703 0.591123 0.286933 0.034 Uiso 1 1 calc R U . . .
H2C H 0.222776 0.528065 0.243652 0.034 Uiso 1 1 calc R U . . .
C32 C 0.81075(13) 0.59782(7) 0.40162(7) 0.0219(3) Uani 1 1 d . . . . .
C29 C 0.73085(15) 0.48540(8) 0.46203(7) 0.0253(3) Uani 1 1 d . . . . .
H29 H 0.705422 0.448107 0.482652 0.030 Uiso 1 1 calc R U . . .
C18 C 0.99384(13) 0.55057(9) 0.12078(7) 0.0281(3) Uani 1 1 d . . . . .
H18 H 1.066164 0.554315 0.100161 0.034 Uiso 1 1 calc R U . . .
C10 C 0.46808(14) 0.35540(7) 0.19706(8) 0.0248(3) Uani 1 1 d . . . . .
H10A H 0.422717 0.322013 0.171500 0.037 Uiso 1 1 calc R U . . .
H10B H 0.500194 0.337635 0.238418 0.037 Uiso 1 1 calc R U . . .
H10C H 0.536940 0.370659 0.175301 0.037 Uiso 1 1 calc R U . . .
C17 C 0.96547(13) 0.49194(9) 0.14816(7) 0.0265(3) Uani 1 1 d . . . . .
H17 H 1.019466 0.456451 0.146107 0.032 Uiso 1 1 calc R U . . .
C21 C 0.83871(14) 0.42006(7) 0.21349(7) 0.0240(3) Uani 1 1 d . . . . .
H21 H 0.748125 0.414682 0.215647 0.029 Uiso 1 1 calc R U . . .
C30 C 0.83109(15) 0.52168(8) 0.49106(8) 0.0303(3) Uani 1 1 d . . . . .
H30 H 0.871622 0.508987 0.531096 0.036 Uiso 1 1 calc R U . . .
C11 C 0.27015(15) 0.38994(8) 0.24255(7) 0.0255(3) Uani 1 1 d . . . . .
H11A H 0.211313 0.425237 0.244509 0.038 Uiso 1 1 calc R U . . .
H11B H 0.302247 0.376809 0.285615 0.038 Uiso 1 1 calc R U . . .
H11C H 0.228407 0.353495 0.220090 0.038 Uiso 1 1 calc R U . . .
C31 C 0.87124(15) 0.57658(8) 0.46091(8) 0.0295(3) Uani 1 1 d . . . . .
H31 H 0.940114 0.599962 0.480509 0.035 Uiso 1 1 calc R U . . .
C13 C 0.41036(15) 0.58888(8) -0.03115(8) 0.0281(3) Uani 1 1 d . . . . .
H13A H 0.486086 0.563518 -0.022140 0.042 Uiso 1 1 calc R U . . .
H13B H 0.430967 0.631648 -0.045973 0.042 Uiso 1 1 calc R U . . .
H13C H 0.354325 0.567403 -0.063974 0.042 Uiso 1 1 calc R U . . .
C33 C 0.86600(15) 0.65655(8) 0.36980(8) 0.0278(3) Uani 1 1 d . . . . .
H33 H 0.800488 0.674007 0.337412 0.033 Uiso 1 1 calc R U . . .
C38 C 0.60708(16) 0.38846(7) 0.36756(8) 0.0276(3) Uani 1 1 d . . . . .
H38A H 0.672844 0.387984 0.339856 0.041 Uiso 1 1 calc R U . . .
H38B H 0.538479 0.361411 0.349225 0.041 Uiso 1 1 calc R U . . .
H38C H 0.639224 0.371886 0.409411 0.041 Uiso 1 1 calc R U . . .
C14 C 0.22526(16) 0.63615(8) 0.01747(8) 0.0297(3) Uani 1 1 d . . . . .
H14A H 0.165312 0.613141 -0.012299 0.045 Uiso 1 1 calc R U . . .
H14B H 0.244639 0.677592 -0.000813 0.045 Uiso 1 1 calc R U . . .
H14C H 0.190177 0.643277 0.057270 0.045 Uiso 1 1 calc R U . . .
C22 C 0.90333(17) 0.42440(9) 0.28304(8) 0.0324(4) Uani 1 1 d . . . . .
H22A H 0.991566 0.433008 0.282503 0.049 Uiso 1 1 calc R U . . .
H22B H 0.892830 0.383704 0.304888 0.049 Uiso 1 1 calc R U . . .
H22C H 0.866088 0.459221 0.305307 0.049 Uiso 1 1 calc R U . . .
C26 C 0.66919(17) 0.67732(9) 0.08118(8) 0.0334(4) Uani 1 1 d . . . . .
H26A H 0.736198 0.691381 0.057461 0.050 Uiso 1 1 calc R U . . .
H26B H 0.607960 0.711731 0.081398 0.050 Uiso 1 1 calc R U . . .
H26C H 0.629795 0.639052 0.061040 0.050 Uiso 1 1 calc R U . . .
C25 C 0.79430(19) 0.71988(8) 0.18269(10) 0.0385(4) Uani 1 1 d . . . . .
H25A H 0.824176 0.709510 0.226795 0.058 Uiso 1 1 calc R U . . .
H25B H 0.738825 0.756985 0.181497 0.058 Uiso 1 1 calc R U . . .
H25C H 0.864646 0.730059 0.159696 0.058 Uiso 1 1 calc R U . . .
C23 C 0.88430(18) 0.35966(9) 0.17940(9) 0.0365(4) Uani 1 1 d . . . . .
H23A H 0.848026 0.359626 0.134986 0.055 Uiso 1 1 calc R U . . .
H23B H 0.858920 0.320761 0.200331 0.055 Uiso 1 1 calc R U . . .
H23C H 0.974547 0.360715 0.181510 0.055 Uiso 1 1 calc R U . . .
C39 C 0.46929(18) 0.72206(9) 0.43863(10) 0.0403(4) Uani 1 1 d . . . . .
C35 C 0.97624(18) 0.63421(10) 0.33437(10) 0.0418(4) Uani 1 1 d . . . . .
H35A H 1.040026 0.614641 0.364707 0.063 Uiso 1 1 calc R U . . .
H35B H 1.011002 0.671308 0.314337 0.063 Uiso 1 1 calc R U . . .
H35C H 0.946835 0.602672 0.301853 0.063 Uiso 1 1 calc R U . . .
C34 C 0.9073(2) 0.71189(9) 0.41718(10) 0.0426(5) Uani 1 1 d . . . . .
H34A H 0.839064 0.723110 0.441250 0.064 Uiso 1 1 calc R U . . .
H34B H 0.930507 0.749556 0.393609 0.064 Uiso 1 1 calc R U . . .
H34C H 0.978416 0.697727 0.446408 0.064 Uiso 1 1 calc R U . . .
F4B F 0.9760(3) 0.68077(13) 0.59684(13) 0.0435(6) Uiso 0.4 1 d . . P A 4
F4A F 0.6158(3) 0.78225(17) 0.70379(17) 0.0438(8) Uiso 0.3 1 d . . P B 4
H1 H 0.4345(18) 0.5994(9) 0.3308(9) 0.029(5) Uiso 1 1 d . . . . .
C45 C 0.6705(2) 0.73089(10) 0.62148(11) 0.0457(5) Uani 1 1 d . . . . .
H45 H 0.588114 0.729275 0.601358 0.055 Uiso 1 1 calc R U . . .
C41 C 0.8199(2) 0.76493(9) 0.71088(11) 0.0474(5) Uani 1 1 d . . . . .
H41 H 0.837347 0.785223 0.750917 0.057 Uiso 1 1 calc R U . . .
C44 C 0.7663(2) 0.70282(10) 0.59254(10) 0.0437(5) Uani 1 1 d . . . . .
H44 H 0.749059 0.681183 0.553198 0.052 Uiso 1 1 calc R U . . .
C43 C 0.8879(2) 0.70700(10) 0.62226(11) 0.0455(5) Uani 1 1 d . . . . .
C40 C 0.6971(2) 0.76152(10) 0.68060(11) 0.0492(5) Uani 1 1 d . . . . .
C42 C 0.9150(2) 0.73792(9) 0.68084(11) 0.0468(5) Uani 1 1 d . . . . .
F4C F 1.0155(5) 0.7459(2) 0.7067(2) 0.0744(13) Uiso 0.3 1 d . . P C 4
H40 H 0.6158(3) 0.78225(17) 0.70379(17) 0.0438(8) Uiso 0.7 1 d . . P D 5
H42 H 1.0155(5) 0.7459(2) 0.7067(2) 0.0744(13) Uiso 0.7 1 d . . P E 5
H43 H 0.9760(3) 0.68077(13) 0.59684(13) 0.0435(6) Uiso 0.6 1 d . . P F 5


_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
P2 P3 2.2360(5) . ?
P2 P1 2.2386(5) . ?
P2 C15 1.8482(13) . ?
P3 C3 1.8361(13) . ?
P3 C1 1.8160(13) . ?
P1 N1 1.7815(12) . ?
P1 C27 1.8312(14) . ?
S1 O1 1.4464(11) . ?
S1 O2 1.4218(14) . ?
S1 O3 1.4246(13) . ?
S1 C39 1.7936(19) . ?
N1 C1 1.2992(18) . ?
F3 C39 1.337(3) . ?
F1 C39 1.332(2) . ?
F2 C39 1.329(2) . ?
C20 C15 1.4137(19) . ?
C20 C19 1.3970(18) . ?
C20 C24 1.519(2) . ?
C27 C28 1.4190(19) . ?
C27 C32 1.4288(19) . ?
C9 C8 1.5165(18) . ?
C9 C10 1.5329(19) . ?
C9 C11 1.5303(19) . ?
C15 C16 1.4248(19) . ?
C3 C8 1.4190(17) . ?
C3 C4 1.4229(18) . ?
C8 C7 1.3947(19) . ?
C4 C12 1.5237(18) . ?
C4 C5 1.3957(19) . ?
C7 C6 1.386(2) . ?
C36 C28 1.5227(19) . ?
C36 C37 1.5310(19) . ?
C36 C38 1.533(2) . ?
C1 C2 1.4911(18) . ?
C28 C29 1.395(2) . ?
C12 C13 1.5346(19) . ?
C12 C14 1.532(2) . ?
C16 C17 1.3965(19) . ?
C16 C21 1.525(2) . ?
C19 C18 1.382(2) . ?
C24 C26 1.534(2) . ?
C24 C25 1.531(2) . ?
C6 C5 1.380(2) . ?
C32 C31 1.394(2) . ?
C32 C33 1.522(2) . ?
C29 C30 1.381(2) . ?
C18 C17 1.375(2) . ?
C21 C22 1.532(2) . ?
C21 C23 1.530(2) . ?
C30 C31 1.377(2) . ?
C33 C35 1.531(2) . ?
C33 C34 1.530(2) . ?
F4B C43 1.252(3) . ?
F4A C40 1.124(4) . ?
C45 C44 1.372(3) . ?
C45 C40 1.380(3) . ?
C41 C40 1.389(3) . ?
C41 C42 1.370(3) . ?
C44 C43 1.375(3) . ?
C43 C42 1.374(3) . ?
C42 F4C 1.154(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P3 P2 P1 86.982(17) . . ?
C15 P2 P3 110.46(5) . . ?
C15 P2 P1 103.96(4) . . ?
C3 P3 P2 111.53(4) . . ?
C1 P3 P2 91.13(4) . . ?
C1 P3 C3 105.58(6) . . ?
N1 P1 P2 90.53(4) . . ?
N1 P1 C27 104.52(6) . . ?
C27 P1 P2 105.82(4) . . ?
O1 S1 C39 101.79(8) . . ?
O2 S1 O1 114.41(9) . . ?
O2 S1 O3 116.43(10) . . ?
O2 S1 C39 103.46(9) . . ?
O3 S1 O1 113.69(8) . . ?
O3 S1 C39 104.73(10) . . ?
C1 N1 P1 121.59(9) . . ?
C15 C20 C24 125.09(12) . . ?
C19 C20 C15 118.23(13) . . ?
C19 C20 C24 116.66(12) . . ?
C28 C27 P1 127.08(10) . . ?
C28 C27 C32 119.67(13) . . ?
C32 C27 P1 113.25(10) . . ?
C8 C9 C10 109.79(11) . . ?
C8 C9 C11 111.66(11) . . ?
C11 C9 C10 110.50(12) . . ?
C20 C15 P2 127.91(10) . . ?
C20 C15 C16 120.28(12) . . ?
C16 C15 P2 111.80(10) . . ?
C8 C3 P3 125.30(10) . . ?
C8 C3 C4 119.86(12) . . ?
C4 C3 P3 114.84(9) . . ?
C3 C8 C9 124.97(11) . . ?
C7 C8 C9 116.22(11) . . ?
C7 C8 C3 118.80(12) . . ?
C3 C4 C12 124.53(12) . . ?
C5 C4 C3 118.71(12) . . ?
C5 C4 C12 116.76(12) . . ?
C6 C7 C8 121.25(13) . . ?
C28 C36 C37 111.17(11) . . ?
C28 C36 C38 111.08(12) . . ?
C37 C36 C38 110.40(12) . . ?
N1 C1 P3 117.76(10) . . ?
N1 C1 C2 120.09(12) . . ?
C2 C1 P3 121.65(10) . . ?
C27 C28 C36 124.58(12) . . ?
C29 C28 C27 118.74(13) . . ?
C29 C28 C36 116.67(12) . . ?
C4 C12 C13 111.37(12) . . ?
C4 C12 C14 110.71(12) . . ?
C14 C12 C13 110.35(12) . . ?
C15 C16 C21 123.49(12) . . ?
C17 C16 C15 118.48(13) . . ?
C17 C16 C21 117.89(13) . . ?
C18 C19 C20 121.55(14) . . ?
C20 C24 C26 110.65(12) . . ?
C20 C24 C25 112.38(14) . . ?
C25 C24 C26 110.56(13) . . ?
C5 C6 C7 120.02(13) . . ?
C6 C5 C4 121.34(13) . . ?
C27 C32 C33 123.37(13) . . ?
C31 C32 C27 118.64(13) . . ?
C31 C32 C33 117.88(13) . . ?
C30 C29 C28 121.32(14) . . ?
C17 C18 C19 120.17(13) . . ?
C18 C17 C16 121.23(14) . . ?
C16 C21 C22 109.07(13) . . ?
C16 C21 C23 114.36(13) . . ?
C23 C21 C22 110.65(13) . . ?
C31 C30 C29 120.22(15) . . ?
C30 C31 C32 121.34(14) . . ?
C32 C33 C35 109.57(14) . . ?
C32 C33 C34 113.43(14) . . ?
C34 C33 C35 110.52(14) . . ?
F3 C39 S1 111.50(14) . . ?
F1 C39 S1 112.42(13) . . ?
F1 C39 F3 106.79(18) . . ?
F2 C39 S1 110.89(15) . . ?
F2 C39 F3 106.66(18) . . ?
F2 C39 F1 108.30(17) . . ?
C44 C45 C40 119.7(2) . . ?
C42 C41 C40 119.0(2) . . ?
C45 C44 C43 119.4(2) . . ?
F4B C43 C44 120.0(2) . . ?
F4B C43 C42 118.8(2) . . ?
C42 C43 C44 121.2(2) . . ?
F4A C40 C45 117.8(3) . . ?
F4A C40 C41 121.5(3) . . ?
C45 C40 C41 120.8(2) . . ?
C41 C42 C43 120.0(2) . . ?
F4C C42 C41 115.4(3) . . ?
F4C C42 C43 124.5(3) . . ?

_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_im022_a
_database_code_depnum_ccdc_archive 'CCDC 2293087'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H57 N P3, C F3 O3 S'
_chemical_formula_sum            'C44 H57 F3 N O3 P3 S'
_chemical_formula_weight         829.87

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.8554(10)
_cell_length_b                   11.7203(11)
_cell_length_c                   18.4078(16)
_cell_angle_alpha                106.573(2)
_cell_angle_beta                 104.787(2)
_cell_angle_gamma                94.530(3)
_cell_volume                     2141.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9849
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.45

_exptl_crystal_description       irregular
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.241
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6240
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34614
_diffrn_reflns_av_unetI/netI     0.0553
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.838
_diffrn_reflns_theta_max         26.459
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8818
_reflns_number_gt                6336
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'LinXTL v. 5.9.9 (Spasyuk, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0520P)²+3.3467P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    Mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8818
_refine_ls_number_parameters     512
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.1376
_refine_ls_wR_factor_gt          0.1183
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3205(2) 0.3933(2) 0.35147(16) 0.0168(5) Uani 1 1 d . . . . .
C2 C 0.3354(3) 0.4899(2) 0.42622(16) 0.0178(6) Uani 1 1 d . . . . .
C3 C 0.3494(3) 0.6117(2) 0.42981(17) 0.0199(6) Uani 1 1 d . . . . .
H3 H 0.348343 0.632981 0.383606 0.024 Uiso 1 1 calc R U . . .
C4 C 0.3648(3) 0.7002(3) 0.50100(17) 0.0226(6) Uani 1 1 d . . . . .
H4 H 0.374699 0.782734 0.503667 0.027 Uiso 1 1 calc R U . . .
C5 C 0.3661(3) 0.6697(3) 0.56881(17) 0.0222(6) Uani 1 1 d . . . . .
H5 H 0.377350 0.731514 0.617479 0.027 Uiso 1 1 calc R U . . .
C6 C 0.3509(3) 0.5495(3) 0.56603(17) 0.0210(6) Uani 1 1 d . . . . .
H6 H 0.350841 0.528928 0.612331 0.025 Uiso 1 1 calc R U . . .
C7 C 0.3359(3) 0.4597(2) 0.49463(16) 0.0190(6) Uani 1 1 d . . . . .
H7 H 0.325986 0.377375 0.492278 0.023 Uiso 1 1 calc R U . . .
C8 C 0.3202(3) 0.3573(2) 0.12719(16) 0.0180(6) Uani 1 1 d . . . . .
C9 C 0.2089(3) 0.4117(2) 0.11110(16) 0.0189(6) Uani 1 1 d . . . . .
C10 C 0.1765(3) 0.4434(2) 0.04199(17) 0.0216(6) Uani 1 1 d . . . . .
H10 H 0.103297 0.482005 0.031328 0.026 Uiso 1 1 calc R U . . .
C11 C 0.2477(3) 0.4202(3) -0.01150(18) 0.0245(6) Uani 1 1 d . . . . .
H11 H 0.221664 0.439982 -0.059133 0.029 Uiso 1 1 calc R U . . .
C12 C 0.3566(3) 0.3683(3) 0.00469(17) 0.0245(6) Uani 1 1 d . . . . .
H12 H 0.405698 0.353125 -0.032017 0.029 Uiso 1 1 calc R U . . .
C13 C 0.3963(3) 0.3375(2) 0.07371(17) 0.0199(6) Uani 1 1 d . . . . .
C14 C 0.1211(3) 0.4398(2) 0.16422(17) 0.0205(6) Uani 1 1 d . . . . .
H14 H 0.146703 0.399399 0.205624 0.025 Uiso 1 1 calc R U . . .
C15 C -0.0194(3) 0.3885(3) 0.11804(19) 0.0329(7) Uani 1 1 d . . . . .
H15A H -0.044072 0.418188 0.072546 0.049 Uiso 1 1 calc R U . . .
H15B H -0.074347 0.414122 0.152504 0.049 Uiso 1 1 calc R U . . .
H15C H -0.030480 0.300190 0.099314 0.049 Uiso 1 1 calc R U . . .
C16 C 0.1386(3) 0.5757(3) 0.2069(2) 0.0330(7) Uani 1 1 d . . . . .
H16A H 0.230221 0.606646 0.234923 0.050 Uiso 1 1 calc R U . . .
H16B H 0.088482 0.590069 0.245106 0.050 Uiso 1 1 calc R U . . .
H16C H 0.108372 0.617240 0.168086 0.050 Uiso 1 1 calc R U . . .
C17 C 0.5177(3) 0.2803(2) 0.08534(18) 0.0232(6) Uani 1 1 d . . . . .
H17 H 0.545087 0.279633 0.141348 0.028 Uiso 1 1 calc R U . . .
C18 C 0.4897(3) 0.1495(3) 0.0308(2) 0.0340(8) Uani 1 1 d . . . . .
H18A H 0.425841 0.102372 0.044612 0.051 Uiso 1 1 calc R U . . .
H18B H 0.569668 0.115062 0.037246 0.051 Uiso 1 1 calc R U . . .
H18C H 0.455782 0.147389 -0.024349 0.051 Uiso 1 1 calc R U . . .
C19 C 0.6292(3) 0.3506(3) 0.0713(2) 0.0334(7) Uani 1 1 d . . . . .
H19A H 0.606637 0.348086 0.015792 0.050 Uiso 1 1 calc R U . . .
H19B H 0.706977 0.314173 0.083631 0.050 Uiso 1 1 calc R U . . .
H19C H 0.645606 0.434628 0.105636 0.050 Uiso 1 1 calc R U . . .
C20 C 0.2272(3) 0.0229(2) 0.17594(15) 0.0169(5) Uani 1 1 d . . . . .
C21 C 0.1110(3) -0.0564(2) 0.12557(16) 0.0208(6) Uani 1 1 d . . . . .
C22 C 0.1181(3) -0.1775(3) 0.09223(18) 0.0288(7) Uani 1 1 d . . . . .
H22 H 0.041604 -0.231476 0.058747 0.035 Uiso 1 1 calc R U . . .
C23 C 0.2328(3) -0.2207(3) 0.1066(2) 0.0329(8) Uani 1 1 d . . . . .
H23 H 0.235511 -0.302997 0.081371 0.040 Uiso 1 1 calc R U . . .
C24 C 0.3438(3) -0.1453(3) 0.15738(19) 0.0269(7) Uani 1 1 d . . . . .
H24 H 0.421998 -0.177020 0.167933 0.032 Uiso 1 1 calc R U . . .
C25 C 0.3439(3) -0.0228(2) 0.19384(16) 0.0200(6) Uani 1 1 d . . . . .
C26 C -0.0216(3) -0.0174(3) 0.11034(18) 0.0250(6) Uani 1 1 d . . . . .
H26 H -0.008387 0.069076 0.112489 0.030 Uiso 1 1 calc R U . . .
C27 C -0.0826(3) -0.0242(3) 0.1761(2) 0.0360(8) Uani 1 1 d . . . . .
H27A H -0.096001 -0.108008 0.175932 0.054 Uiso 1 1 calc R U . . .
H27B H -0.165762 0.004504 0.166707 0.054 Uiso 1 1 calc R U . . .
H27C H -0.024833 0.026406 0.227593 0.054 Uiso 1 1 calc R U . . .
C28 C -0.1153(3) -0.0891(3) 0.02917(19) 0.0338(8) Uani 1 1 d . . . . .
H28A H -0.070610 -0.096892 -0.011585 0.051 Uiso 1 1 calc R U . . .
H28B H -0.188515 -0.046672 0.017531 0.051 Uiso 1 1 calc R U . . .
H28C H -0.146778 -0.169471 0.029651 0.051 Uiso 1 1 calc R U . . .
C29 C 0.4720(3) 0.0486(2) 0.25157(17) 0.0216(6) Uani 1 1 d . . . . .
H29 H 0.458763 0.133288 0.274673 0.026 Uiso 1 1 calc R U . . .
C30 C 0.5773(3) 0.0526(3) 0.2105(2) 0.0329(7) Uani 1 1 d . . . . .
H30A H 0.597219 -0.028714 0.191276 0.049 Uiso 1 1 calc R U . . .
H30B H 0.655179 0.106402 0.248199 0.049 Uiso 1 1 calc R U . . .
H30C H 0.547013 0.082837 0.165687 0.049 Uiso 1 1 calc R U . . .
C31 C 0.5177(3) -0.0029(3) 0.3197(2) 0.0342(8) Uani 1 1 d . . . . .
H31A H 0.456501 0.006011 0.351205 0.051 Uiso 1 1 calc R U . . .
H31B H 0.603258 0.040977 0.353460 0.051 Uiso 1 1 calc R U . . .
H31C H 0.522573 -0.088559 0.298192 0.051 Uiso 1 1 calc R U . . .
C32 C 0.1299(3) 0.2097(2) 0.37293(15) 0.0180(6) Uani 1 1 d . . . . .
C33 C 0.0320(3) 0.2816(2) 0.37695(16) 0.0201(6) Uani 1 1 d . . . . .
C34 C -0.0606(3) 0.2534(3) 0.41248(18) 0.0261(7) Uani 1 1 d . . . . .
H34 H -0.123392 0.304412 0.419188 0.031 Uiso 1 1 calc R U . . .
C35 C -0.0638(3) 0.1541(3) 0.43799(19) 0.0330(7) Uani 1 1 d . . . . .
H35 H -0.127177 0.137786 0.462573 0.040 Uiso 1 1 calc R U . . .
C36 C 0.0261(3) 0.0779(3) 0.42764(19) 0.0297(7) Uani 1 1 d . . . . .
H36 H 0.020355 0.006488 0.442063 0.036 Uiso 1 1 calc R U . . .
C37 C 0.1244(3) 0.1045(3) 0.39654(17) 0.0232(6) Uani 1 1 d . . . . .
C38 C 0.0117(3) 0.3826(3) 0.34068(17) 0.0229(6) Uani 1 1 d . . . . .
H38 H 0.081979 0.391472 0.315596 0.027 Uiso 1 1 calc R U . . .
C39 C 0.0158(3) 0.5045(3) 0.40143(18) 0.0268(7) Uani 1 1 d . . . . .
H39A H -0.059593 0.501069 0.421234 0.040 Uiso 1 1 calc R U . . .
H39B H 0.014818 0.567789 0.376242 0.040 Uiso 1 1 calc R U . . .
H39C H 0.094873 0.522581 0.445663 0.040 Uiso 1 1 calc R U . . .
C40 C -0.1179(3) 0.3474(3) 0.27564(19) 0.0306(7) Uani 1 1 d . . . . .
H40A H -0.115734 0.274918 0.233476 0.046 Uiso 1 1 calc R U . . .
H40B H -0.133273 0.413724 0.253722 0.046 Uiso 1 1 calc R U . . .
H40C H -0.187399 0.331000 0.298136 0.046 Uiso 1 1 calc R U . . .
C41 C 0.2223(3) 0.0182(3) 0.38931(18) 0.0265(7) Uani 1 1 d . . . . .
H41 H 0.270152 0.036946 0.353240 0.032 Uiso 1 1 calc R U . . .
C42 C 0.1595(4) -0.1148(3) 0.3529(2) 0.0413(9) Uani 1 1 d . . . . .
H42A H 0.118980 -0.138416 0.389445 0.062 Uiso 1 1 calc R U . . .
H42B H 0.225541 -0.164751 0.343358 0.062 Uiso 1 1 calc R U . . .
H42C H 0.093734 -0.126176 0.302663 0.062 Uiso 1 1 calc R U . . .
C43 C 0.3204(3) 0.0412(3) 0.4694(2) 0.0342(7) Uani 1 1 d . . . . .
H43A H 0.364975 0.124885 0.488822 0.051 Uiso 1 1 calc R U . . .
H43B H 0.383454 -0.013670 0.463977 0.051 Uiso 1 1 calc R U . . .
H43C H 0.275995 0.027309 0.506983 0.051 Uiso 1 1 calc R U . . .
C44 C 0.7427(3) 0.7117(3) 0.3290(2) 0.0296(7) Uani 1 1 d . . . . .
F1 F 0.77204(19) 0.68948(17) 0.39800(11) 0.0400(5) Uani 1 1 d . . . . .
F2 F 0.83952(18) 0.69033(18) 0.29796(13) 0.0434(5) Uani 1 1 d . . . . .
F3 F 0.73798(19) 0.83021(16) 0.34534(13) 0.0433(5) Uani 1 1 d . . . . .
N1 N 0.3625(2) 0.4148(2) 0.29511(13) 0.0175(5) Uani 1 1 d . . . . .
O1 O 0.6191(2) 0.49825(17) 0.25064(13) 0.0294(5) Uani 1 1 d . . . . .
O2 O 0.4985(2) 0.64601(19) 0.30639(13) 0.0313(5) Uani 1 1 d . . . . .
O3 O 0.5712(2) 0.6608(2) 0.19376(14) 0.0345(5) Uani 1 1 d . . . . .
P1 P 0.37594(7) 0.29952(6) 0.21084(4) 0.01684(16) Uani 1 1 d . . . . .
P2 P 0.20104(7) 0.18169(6) 0.20872(4) 0.01641(16) Uani 1 1 d . . . . .
P3 P 0.27277(7) 0.23492(6) 0.33942(4) 0.01689(16) Uani 1 1 d . . . . .
S3 S 0.59088(7) 0.61950(6) 0.26145(4) 0.02382(17) Uani 1 1 d . . . . .
H1 H 0.403(3) 0.485(3) 0.2996(19) 0.030(9) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.311(3) . ?
C1 C2 1.473(4) . ?
C1 P3 1.822(3) . ?
C2 C7 1.400(4) . ?
C2 C3 1.404(4) . ?
C3 C4 1.381(4) . ?
C4 C5 1.391(4) . ?
C5 C6 1.390(4) . ?
C6 C7 1.391(4) . ?
C8 C9 1.415(4) . ?
C8 C13 1.421(4) . ?
C8 P1 1.838(3) . ?
C9 C10 1.394(4) . ?
C9 C14 1.521(4) . ?
C10 C11 1.382(4) . ?
C11 C12 1.376(4) . ?
C12 C13 1.391(4) . ?
C13 C17 1.519(4) . ?
C14 C15 1.521(4) . ?
C14 C16 1.534(4) . ?
C17 C19 1.528(4) . ?
C17 C18 1.530(4) . ?
C20 C25 1.413(4) . ?
C20 C21 1.429(4) . ?
C20 P2 1.854(3) . ?
C21 C22 1.393(4) . ?
C21 C26 1.527(4) . ?
C22 C23 1.373(5) . ?
C23 C24 1.376(4) . ?
C24 C25 1.400(4) . ?
C25 C29 1.522(4) . ?
C26 C28 1.532(4) . ?
C26 C27 1.539(4) . ?
C29 C30 1.527(4) . ?
C29 C31 1.532(4) . ?
C32 C33 1.412(4) . ?
C32 C37 1.420(4) . ?
C32 P3 1.842(3) . ?
C33 C34 1.398(4) . ?
C33 C38 1.521(4) . ?
C34 C35 1.374(4) . ?
C35 C36 1.386(4) . ?
C36 C37 1.387(4) . ?
C37 C41 1.529(4) . ?
C38 C39 1.532(4) . ?
C38 C40 1.533(4) . ?
C41 C43 1.518(5) . ?
C41 C42 1.531(4) . ?
C44 F2 1.327(4) . ?
C44 F1 1.332(4) . ?
C44 F3 1.343(3) . ?
C44 S3 1.827(3) . ?
N1 P1 1.790(2) . ?
O1 S3 1.446(2) . ?
O2 S3 1.453(2) . ?
O3 S3 1.434(2) . ?
P1 P2 2.2428(10) . ?
P2 P3 2.2123(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 121.0(2) . . ?
N1 C1 P3 115.82(19) . . ?
C2 C1 P3 122.2(2) . . ?
C7 C2 C3 119.6(2) . . ?
C7 C2 C1 119.5(2) . . ?
C3 C2 C1 120.9(2) . . ?
C4 C3 C2 119.5(3) . . ?
C3 C4 C5 120.5(3) . . ?
C6 C5 C4 120.6(3) . . ?
C5 C6 C7 119.2(3) . . ?
C6 C7 C2 120.5(3) . . ?
C9 C8 C13 119.8(3) . . ?
C9 C8 P1 126.0(2) . . ?
C13 C8 P1 114.1(2) . . ?
C10 C9 C8 118.3(2) . . ?
C10 C9 C14 116.8(2) . . ?
C8 C9 C14 124.9(2) . . ?
C11 C10 C9 121.9(3) . . ?
C12 C11 C10 119.6(3) . . ?
C11 C12 C13 121.4(3) . . ?
C12 C13 C8 118.9(3) . . ?
C12 C13 C17 116.9(2) . . ?
C8 C13 C17 124.1(3) . . ?
C15 C14 C9 111.3(2) . . ?
C15 C14 C16 111.3(3) . . ?
C9 C14 C16 111.4(2) . . ?
C13 C17 C19 112.5(3) . . ?
C13 C17 C18 110.5(2) . . ?
C19 C17 C18 109.8(2) . . ?
C25 C20 C21 120.1(2) . . ?
C25 C20 P2 127.9(2) . . ?
C21 C20 P2 111.9(2) . . ?
C22 C21 C20 118.2(3) . . ?
C22 C21 C26 118.2(3) . . ?
C20 C21 C26 123.5(2) . . ?
C23 C22 C21 121.6(3) . . ?
C22 C23 C24 120.3(3) . . ?
C23 C24 C25 121.3(3) . . ?
C24 C25 C20 118.4(3) . . ?
C24 C25 C29 115.7(2) . . ?
C20 C25 C29 125.9(2) . . ?
C21 C26 C28 113.9(3) . . ?
C21 C26 C27 110.6(3) . . ?
C28 C26 C27 109.8(3) . . ?
C25 C29 C30 111.9(2) . . ?
C25 C29 C31 111.5(2) . . ?
C30 C29 C31 109.4(3) . . ?
C33 C32 C37 119.9(2) . . ?
C33 C32 P3 127.4(2) . . ?
C37 C32 P3 112.7(2) . . ?
C34 C33 C32 117.9(3) . . ?
C34 C33 C38 116.1(2) . . ?
C32 C33 C38 125.8(2) . . ?
C35 C34 C33 122.1(3) . . ?
C34 C35 C36 119.6(3) . . ?
C35 C36 C37 120.9(3) . . ?
C36 C37 C32 119.1(3) . . ?
C36 C37 C41 117.9(3) . . ?
C32 C37 C41 123.0(3) . . ?
C33 C38 C39 113.3(2) . . ?
C33 C38 C40 109.1(2) . . ?
C39 C38 C40 109.8(2) . . ?
C43 C41 C37 110.1(2) . . ?
C43 C41 C42 111.3(3) . . ?
C37 C41 C42 113.2(3) . . ?
F2 C44 F1 107.9(3) . . ?
F2 C44 F3 107.3(2) . . ?
F1 C44 F3 106.9(3) . . ?
F2 C44 S3 110.9(2) . . ?
F1 C44 S3 111.6(2) . . ?
F3 C44 S3 112.0(2) . . ?
C1 N1 P1 124.01(19) . . ?
N1 P1 C8 104.74(11) . . ?
N1 P1 P2 91.24(8) . . ?
C8 P1 P2 104.65(9) . . ?
C20 P2 P3 103.55(9) . . ?
C20 P2 P1 107.61(9) . . ?
P3 P2 P1 88.53(4) . . ?
C1 P3 C32 112.40(12) . . ?
C1 P3 P2 93.98(9) . . ?
C32 P3 P2 105.80(9) . . ?
O3 S3 O1 116.70(13) . . ?
O3 S3 O2 115.58(14) . . ?
O1 S3 O2 112.24(13) . . ?
O3 S3 C44 103.70(14) . . ?
O1 S3 C44 102.41(13) . . ?
O2 S3 C44 103.89(14) . . ?

_refine_diff_density_max         0.560
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.073

####################################################################### 
# 
# 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_im082
_database_code_depnum_ccdc_archive 'CCDC 2293092'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C53 H77 N O P3, C F3 O3 S'
_chemical_formula_sum            'C54 H77 F3 N O4 P3 S'
_chemical_formula_weight         986.13

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.7735(12)
_cell_length_b                   14.3310(12)
_cell_length_c                   16.4614(14)
_cell_angle_alpha                67.221(2)
_cell_angle_beta                 80.664(3)
_cell_angle_gamma                64.226(2)
_cell_volume                     2697.7(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9952
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      28.32

_exptl_crystal_description       blade
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_F_000             1056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.203
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6561
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo k\a'
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50897
_diffrn_reflns_av_unetI/netI     0.0742
_diffrn_reflns_av_R_equivalents  0.0643
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.342
_diffrn_reflns_theta_max         28.391
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             13452
_reflns_number_gt                8867
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'LinXTL v. 5.9.9 (Spasyuk, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0516P)²+1.2931P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13452
_refine_ls_number_parameters     677
_refine_ls_number_restraints     311
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1284
_refine_ls_wR_factor_gt          0.1099
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.70906(4) 0.19074(4) 0.20039(4) 0.01587(12) Uani 1 1 d . . . . .
P2 P 0.80498(4) 0.15076(4) 0.31515(4) 0.01538(12) Uani 1 1 d . . . . .
P3 P 0.82690(5) 0.30882(4) 0.24240(4) 0.01607(12) Uani 1 1 d . . . . .
O1 O 0.22877(14) 0.61017(14) 0.02762(12) 0.0352(4) Uani 1 1 d . . . . .
N1 N 0.69072(14) 0.38052(14) 0.20615(11) 0.0167(4) Uani 1 1 d . . . . .
H1 H 0.658451 0.449149 0.201014 0.020 Uiso 1 1 calc R U . . .
C1 C 0.63499(17) 0.33696(17) 0.18642(13) 0.0153(4) Uani 1 1 d . . . . .
C40 C 0.74606(17) 0.40372(17) 0.37973(14) 0.0169(4) Uani 1 1 d . . . . .
C2 C 0.53040(17) 0.40718(17) 0.14350(13) 0.0172(4) Uani 1 1 d . . . . .
C41 C 0.74728(18) 0.47467(17) 0.41829(15) 0.0205(5) Uani 1 1 d . . . . .
H41 H 0.696195 0.490972 0.460875 0.025 Uiso 1 1 calc R U . . .
C14 C 0.52848(17) 0.14305(17) 0.29417(14) 0.0167(4) Uani 1 1 d . . . . .
C39 C 0.82491(17) 0.37867(17) 0.31589(14) 0.0170(4) Uani 1 1 d . . . . .
C3 C 0.48499(18) 0.36832(18) 0.10094(14) 0.0207(5) Uani 1 1 d . . . . .
H3 H 0.522995 0.297317 0.099192 0.025 Uiso 1 1 calc R U . . .
C24 C 0.92818(17) 0.03290(17) 0.30281(15) 0.0180(4) Uani 1 1 d . . . . .
C13 C 0.46127(18) 0.08861(18) 0.30655(14) 0.0203(5) Uani 1 1 d . . . . .
H13 H 0.398980 0.107568 0.339526 0.024 Uiso 1 1 calc R U . . .
C42 C 0.82159(18) 0.52169(17) 0.39558(15) 0.0201(5) Uani 1 1 d . . . . .
C25 C 0.98885(17) 0.02715(18) 0.22544(15) 0.0194(5) Uani 1 1 d . . . . .
C44 C 0.90524(18) 0.42114(18) 0.29555(15) 0.0199(5) Uani 1 1 d . . . . .
C21 C 0.49998(17) 0.22284(18) 0.34284(14) 0.0189(5) Uani 1 1 d . . . . .
H21 H 0.547866 0.261657 0.321558 0.023 Uiso 1 1 calc R U . . .
C12 C 0.48353(18) 0.00738(17) 0.27169(15) 0.0204(5) Uani 1 1 d . . . . .
C18 C 0.40602(19) -0.04608(18) 0.27871(16) 0.0233(5) Uani 1 1 d . . . . .
H18 H 0.445860 -0.126679 0.304592 0.028 Uiso 1 1 calc R U . . .
C9 C 0.62095(17) 0.11684(17) 0.24166(14) 0.0164(4) Uani 1 1 d . . . . .
C36 C 0.89268(18) -0.06885(18) 0.46731(15) 0.0217(5) Uani 1 1 d . . . . .
H36 H 0.852323 0.007389 0.465980 0.026 Uiso 1 1 calc R U . . .
C10 C 0.64894(18) 0.02829(18) 0.21087(15) 0.0210(5) Uani 1 1 d . . . . .
C29 C 0.95380(18) -0.06406(17) 0.38034(15) 0.0197(5) Uani 1 1 d . . . . .
C23 C 0.38319(18) 0.31081(19) 0.32622(16) 0.0243(5) Uani 1 1 d . . . . .
H23A H 0.334479 0.275692 0.352509 0.037 Uiso 1 1 calc R U . . .
H23B H 0.369631 0.347283 0.263933 0.037 Uiso 1 1 calc R U . . .
H23C H 0.372548 0.364389 0.351835 0.037 Uiso 1 1 calc R U . . .
C30 C 0.97682(17) 0.12569(18) 0.14073(14) 0.0204(5) Uani 1 1 d . . . . .
H30 H 0.911265 0.188673 0.145615 0.024 Uiso 1 1 calc R U . . .
C48 C 0.8145(2) 0.60569(19) 0.43396(16) 0.0255(5) Uani 1 1 d . . . . .
H48 H 0.867121 0.636311 0.403126 0.031 Uiso 1 1 calc R U . . .
C27 C 1.09397(18) -0.17099(18) 0.30164(16) 0.0239(5) Uani 1 1 d . . . . .
C33 C 1.1802(2) -0.28234(19) 0.30027(17) 0.0283(5) Uani 1 1 d . . . . .
H33 H 1.193347 -0.334196 0.361386 0.034 Uiso 1 1 calc R U . . .
C4 C 0.38435(19) 0.43335(19) 0.06119(15) 0.0239(5) Uani 1 1 d . . . . .
H4 H 0.354566 0.406363 0.033313 0.029 Uiso 1 1 calc R U . . .
C7 C 0.47258(18) 0.51658(18) 0.14290(15) 0.0224(5) Uani 1 1 d . . . . .
H7 H 0.502220 0.544734 0.169762 0.027 Uiso 1 1 calc R U . . .
C28 C 1.03613(18) -0.16354(18) 0.37717(16) 0.0235(5) Uani 1 1 d . . . . .
H28 H 1.052438 -0.226836 0.427732 0.028 Uiso 1 1 calc R U . . .
C45 C 0.65946(18) 0.35878(18) 0.40948(14) 0.0193(5) Uani 1 1 d . . . . .
H45 H 0.669110 0.310677 0.377036 0.023 Uiso 1 1 calc R U . . .
C26 C 1.07022(18) -0.07554(19) 0.22721(16) 0.0238(5) Uani 1 1 d . . . . .
H26 H 1.109904 -0.079814 0.176377 0.029 Uiso 1 1 calc R U . . .
C43 C 0.90088(19) 0.49179(18) 0.33638(15) 0.0220(5) Uani 1 1 d . . . . .
H43 H 0.953395 0.519762 0.323192 0.026 Uiso 1 1 calc R U . . .
C11 C 0.57931(19) -0.02359(18) 0.22684(15) 0.0229(5) Uani 1 1 d . . . . .
H11 H 0.597833 -0.081387 0.206587 0.028 Uiso 1 1 calc R U . . .
C22 C 0.5221(2) 0.1568(2) 0.44162(15) 0.0275(5) Uani 1 1 d . . . . .
H22A H 0.505280 0.206893 0.472242 0.041 Uiso 1 1 calc R U . . .
H22B H 0.596789 0.106477 0.450720 0.041 Uiso 1 1 calc R U . . .
H22C H 0.478114 0.115560 0.463737 0.041 Uiso 1 1 calc R U . . .
C5 C 0.32828(19) 0.54023(19) 0.06364(15) 0.0261(5) Uani 1 1 d . . . . .
C46 C 0.54609(19) 0.4527(2) 0.38864(17) 0.0279(5) Uani 1 1 d . . . . .
H46A H 0.533885 0.499499 0.421376 0.042 Uiso 1 1 calc R U . . .
H46B H 0.493422 0.421610 0.404785 0.042 Uiso 1 1 calc R U . . .
H46C H 0.540054 0.495615 0.326734 0.042 Uiso 1 1 calc R U . . .
C34 C 1.1382(2) -0.3282(2) 0.25004(18) 0.0337(6) Uani 1 1 d . . . . .
H34A H 1.073544 -0.335612 0.277373 0.051 Uiso 1 1 calc R U . . .
H34B H 1.191871 -0.399417 0.251292 0.051 Uiso 1 1 calc R U . . .
H34C H 1.122809 -0.278180 0.190039 0.051 Uiso 1 1 calc R U . . .
C49 C 0.8438(2) 0.5515(2) 0.53113(17) 0.0331(6) Uani 1 1 d . . . . .
H49A H 0.847318 0.604459 0.551399 0.050 Uiso 1 1 calc R U . . .
H49B H 0.912671 0.489586 0.539720 0.050 Uiso 1 1 calc R U . . .
H49C H 0.790056 0.526295 0.563790 0.050 Uiso 1 1 calc R U . . .
C38 C 0.8114(2) -0.1174(2) 0.47416(17) 0.0301(6) Uani 1 1 d . . . . .
H38A H 0.761888 -0.071995 0.425296 0.045 Uiso 1 1 calc R U . . .
H38B H 0.772287 -0.119442 0.528266 0.045 Uiso 1 1 calc R U . . .
H38C H 0.848707 -0.191232 0.473235 0.045 Uiso 1 1 calc R U . . .
C19 C 0.3695(2) -0.0183(2) 0.18590(17) 0.0291(5) Uani 1 1 d . . . . .
H19A H 0.328856 0.060266 0.159566 0.044 Uiso 1 1 calc R U . . .
H19B H 0.325253 -0.056178 0.189461 0.044 Uiso 1 1 calc R U . . .
H19C H 0.431585 -0.041564 0.150550 0.044 Uiso 1 1 calc R U . . .
C50 C 0.7030(2) 0.70182(19) 0.41739(18) 0.0299(6) Uani 1 1 d . . . . .
H50A H 0.650114 0.675074 0.449895 0.045 Uiso 1 1 calc R U . . .
H50B H 0.686121 0.733292 0.355629 0.045 Uiso 1 1 calc R U . . .
H50C H 0.702761 0.757488 0.436237 0.045 Uiso 1 1 calc R U . . .
C6 C 0.37365(19) 0.58131(19) 0.10329(15) 0.0268(5) Uani 1 1 d . . . . .
H6 H 0.336595 0.653363 0.102947 0.032 Uiso 1 1 calc R U . . .
C37 C 0.9674(2) -0.1337(2) 0.54789(16) 0.0289(5) Uani 1 1 d . . . . .
H37A H 1.000929 -0.210888 0.555167 0.043 Uiso 1 1 calc R U . . .
H37B H 0.926230 -0.124886 0.599421 0.043 Uiso 1 1 calc R U . . .
H37C H 1.021875 -0.106150 0.539675 0.043 Uiso 1 1 calc R U . . .
C32 C 1.07288(19) 0.1569(2) 0.13191(17) 0.0291(5) Uani 1 1 d . . . . .
H32A H 1.079906 0.166807 0.184761 0.044 Uiso 1 1 calc R U . . .
H32B H 1.060822 0.224620 0.082626 0.044 Uiso 1 1 calc R U . . .
H32C H 1.137765 0.098688 0.122838 0.044 Uiso 1 1 calc R U . . .
C52 C 1.10489(19) 0.3717(2) 0.25781(17) 0.0306(6) Uani 1 1 d . . . . .
H52A H 1.104966 0.436901 0.261540 0.046 Uiso 1 1 calc R U . . .
H52B H 1.158104 0.348207 0.216176 0.046 Uiso 1 1 calc R U . . .
H52C H 1.121461 0.313592 0.314638 0.046 Uiso 1 1 calc R U . . .
C8 C 0.1732(2) 0.5636(2) 0.00113(17) 0.0354(6) Uani 1 1 d . . . . .
H8A H 0.211103 0.539853 -0.046475 0.053 Uiso 1 1 calc R U . . .
H8B H 0.101721 0.618227 -0.018019 0.053 Uiso 1 1 calc R U . . .
H8C H 0.169189 0.501131 0.049894 0.053 Uiso 1 1 calc R U . . .
C20 C 0.3079(2) -0.0122(2) 0.33566(17) 0.0303(6) Uani 1 1 d . . . . .
H20A H 0.330937 -0.032451 0.394383 0.045 Uiso 1 1 calc R U . . .
H20B H 0.263666 -0.049362 0.337216 0.045 Uiso 1 1 calc R U . . .
H20C H 0.267120 0.066556 0.311347 0.045 Uiso 1 1 calc R U . . .
C47 C 0.6725(2) 0.2888(2) 0.50742(16) 0.0312(6) Uani 1 1 d . . . . .
H47A H 0.741739 0.227217 0.517965 0.047 Uiso 1 1 calc R U . . .
H47B H 0.616840 0.261788 0.525620 0.047 Uiso 1 1 calc R U . . .
H47C H 0.667175 0.333360 0.540371 0.047 Uiso 1 1 calc R U . . .
C35 C 1.2868(2) -0.2766(2) 0.26353(18) 0.0324(6) Uani 1 1 d . . . . .
H35A H 1.278155 -0.231270 0.202105 0.049 Uiso 1 1 calc R U . . .
H35B H 1.340369 -0.349924 0.270545 0.049 Uiso 1 1 calc R U . . .
H35C H 1.309387 -0.244867 0.294728 0.049 Uiso 1 1 calc R U . . .
C15 C 0.75201(19) -0.0116(2) 0.16007(18) 0.0294(6) Uani 1 1 d . . . . .
H15 H 0.795527 0.026216 0.162383 0.035 Uiso 1 1 calc R U . . .
C51 C 0.9941(2) 0.3978(2) 0.22782(17) 0.0314(6) Uani 1 1 d . . . . .
H51 H 0.999198 0.332423 0.218327 0.038 Uiso 1 1 calc R U . . .
C31 C 0.9659(2) 0.1075(2) 0.05734(16) 0.0289(6) Uani 1 1 d . . . . .
H31A H 1.029815 0.047078 0.050174 0.043 Uiso 1 1 calc R U . . .
H31B H 0.956449 0.173667 0.007027 0.043 Uiso 1 1 calc R U . . .
H31C H 0.904526 0.090393 0.062644 0.043 Uiso 1 1 calc R U . . .
C16 C 0.8194(2) -0.1358(2) 0.2015(3) 0.0558(10) Uani 1 1 d . . . . .
H16A H 0.781029 -0.175873 0.197165 0.084 Uiso 1 1 calc R U . . .
H16B H 0.832996 -0.154343 0.262374 0.084 Uiso 1 1 calc R U . . .
H16C H 0.886715 -0.155541 0.171010 0.084 Uiso 1 1 calc R U . . .
C17 C 0.7264(3) 0.0232(3) 0.0633(2) 0.0557(9) Uani 1 1 d . . . . .
H17A H 0.680747 -0.009512 0.058595 0.084 Uiso 1 1 calc R U . . .
H17B H 0.792169 -0.001417 0.032051 0.084 Uiso 1 1 calc R U . . .
H17C H 0.690090 0.102544 0.038329 0.084 Uiso 1 1 calc R U . . .
C53 C 0.9614(2) 0.4940(3) 0.14063(18) 0.0535(9) Uani 1 1 d . . . . .
H53A H 0.891735 0.507967 0.123206 0.080 Uiso 1 1 calc R U . . .
H53B H 1.013334 0.475907 0.096518 0.080 Uiso 1 1 calc R U . . .
H53C H 0.958544 0.558983 0.146968 0.080 Uiso 1 1 calc R U . . .
O2 O 0.67738(14) 0.58845(13) 0.13511(11) 0.0288(4) Uani 1 1 d . U . . .
F2B F 0.5394(11) 0.7765(8) -0.0060(8) 0.146(6) Uani 0.5 1 d . . P A 2
F3A F 0.5713(9) 0.7858(8) -0.0219(5) 0.0567(19) Uani 0.5 1 d . U P B 1
O3B O 0.5214(14) 0.712(2) 0.1818(16) 0.071(5) Uani 0.5 1 d . U P A 2
O3A O 0.4999(15) 0.725(2) 0.1568(17) 0.073(5) Uani 0.5 1 d . U P B 1
O4A O 0.6621(15) 0.7208(19) 0.1990(12) 0.060(4) Uani 0.5 1 d . U P B 1
O4B O 0.6906(15) 0.721(2) 0.1865(13) 0.061(4) Uani 0.5 1 d . U P A 2
S1A S 0.6155(5) 0.6964(4) 0.1475(3) 0.0613(14) Uani 0.5 1 d . U P B 1
S1B S 0.6220(3) 0.6935(3) 0.14701(16) 0.0141(6) Uani 0.5 1 d . U P A 2
F2A F 0.5730(6) 0.8963(6) 0.0318(4) 0.0244(12) Uani 0.5 1 d . U P B 1
F3B F 0.5678(10) 0.8914(9) 0.0298(8) 0.096(3) Uani 0.5 1 d . U P A 2
C54B C 0.6055(16) 0.787(2) 0.0408(15) 0.055(4) Uani 0.5 1 d . U P A 2
C54A C 0.6213(12) 0.7924(15) 0.0318(13) 0.025(2) Uani 0.5 1 d D U P B 1
F1B F 0.6999(9) 0.7659(9) -0.0040(6) 0.112(5) Uani 0.5 1 d . U P A 2
F1A F 0.7224(7) 0.7711(10) 0.0089(8) 0.071(2) Uani 0.5 1 d D U P B 1


_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 1.824(2) . ?
P1 C9 1.830(2) . ?
P1 P2 2.2262(8) . ?
P2 C24 1.853(2) . ?
P2 P3 2.2433(8) . ?
P3 N1 1.7726(19) . ?
P3 C39 1.836(2) . ?
O1 C5 1.358(3) . ?
O1 C8 1.413(3) . ?
N1 C1 1.319(3) . ?
N1 H1 0.8600 . ?
C1 C2 1.451(3) . ?
C40 C41 1.398(3) . ?
C40 C39 1.413(3) . ?
C40 C45 1.520(3) . ?
C2 C3 1.393(3) . ?
C2 C7 1.413(3) . ?
C41 C42 1.386(3) . ?
C41 H41 0.9300 . ?
C14 C13 1.397(3) . ?
C14 C9 1.410(3) . ?
C14 C21 1.523(3) . ?
C39 C44 1.419(3) . ?
C3 C4 1.384(3) . ?
C3 H3 0.9300 . ?
C24 C25 1.415(3) . ?
C24 C29 1.425(3) . ?
C13 C12 1.389(3) . ?
C13 H13 0.9300 . ?
C42 C43 1.377(3) . ?
C42 C48 1.525(3) . ?
C25 C26 1.402(3) . ?
C25 C30 1.521(3) . ?
C44 C43 1.393(3) . ?
C44 C51 1.531(3) . ?
C21 C22 1.533(3) . ?
C21 C23 1.537(3) . ?
C21 H21 0.9800 . ?
C12 C11 1.382(3) . ?
C12 C18 1.531(3) . ?
C18 C20 1.521(3) . ?
C18 C19 1.533(3) . ?
C18 H18 0.9800 . ?
C9 C10 1.423(3) . ?
C36 C38 1.525(3) . ?
C36 C37 1.529(3) . ?
C36 C29 1.532(3) . ?
C36 H36 0.9800 . ?
C10 C11 1.389(3) . ?
C10 C15 1.523(3) . ?
C29 C28 1.398(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C30 C31 1.534(3) . ?
C30 C32 1.541(3) . ?
C30 H30 0.9800 . ?
C48 C49 1.516(3) . ?
C48 C50 1.528(3) . ?
C48 H48 0.9800 . ?
C27 C28 1.378(3) . ?
C27 C26 1.386(3) . ?
C27 C33 1.526(3) . ?
C33 C35 1.519(4) . ?
C33 C34 1.536(3) . ?
C33 H33 0.9800 . ?
C4 C5 1.398(3) . ?
C4 H4 0.9300 . ?
C7 C6 1.365(3) . ?
C7 H7 0.9300 . ?
C28 H28 0.9300 . ?
C45 C47 1.524(3) . ?
C45 C46 1.535(3) . ?
C45 H45 0.9800 . ?
C26 H26 0.9300 . ?
C43 H43 0.9300 . ?
C11 H11 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C5 C6 1.383(3) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C6 H6 0.9300 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C52 C51 1.522(3) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C15 C17 1.525(4) . ?
C15 C16 1.525(4) . ?
C15 H15 0.9800 . ?
C51 C53 1.517(4) . ?
C51 H51 0.9800 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
O2 S1B 1.438(3) . ?
O2 S1A 1.484(5) . ?
F2B C54B 1.37(3) . ?
F3A C54A 1.26(3) . ?
O3B S1B 1.364(17) . ?
O3A S1A 1.458(19) . ?
O4A S1A 1.361(16) . ?
O4B S1B 1.481(17) . ?
S1A C54A 1.882(17) . ?
S1B C54B 1.72(2) . ?
F2A C54A 1.34(2) . ?
F3B C54B 1.30(3) . ?
C54B F1B 1.358(18) . ?
C54A F1A 1.313(13) . ?

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 C9 110.97(10) . . ?
C1 P1 P2 94.28(7) . . ?
C9 P1 P2 106.71(7) . . ?
C24 P2 P1 100.03(7) . . ?
C24 P2 P3 109.03(7) . . ?
P1 P2 P3 87.97(3) . . ?
N1 P3 C39 100.38(9) . . ?
N1 P3 P2 91.43(6) . . ?
C39 P3 P2 112.51(7) . . ?
C5 O1 C8 116.5(2) . . ?
C1 N1 P3 125.17(14) . . ?
C1 N1 H1 117.4 . . ?
P3 N1 H1 117.4 . . ?
N1 C1 C2 120.47(18) . . ?
N1 C1 P1 114.52(15) . . ?
C2 C1 P1 124.23(15) . . ?
C41 C40 C39 118.1(2) . . ?
C41 C40 C45 117.54(19) . . ?
C39 C40 C45 124.39(18) . . ?
C3 C2 C7 118.3(2) . . ?
C3 C2 C1 120.50(19) . . ?
C7 C2 C1 121.2(2) . . ?
C42 C41 C40 122.6(2) . . ?
C42 C41 H41 118.7 . . ?
C40 C41 H41 118.7 . . ?
C13 C14 C9 118.49(19) . . ?
C13 C14 C21 117.35(19) . . ?
C9 C14 C21 124.06(19) . . ?
C40 C39 C44 119.95(19) . . ?
C40 C39 P3 126.46(16) . . ?
C44 C39 P3 113.10(16) . . ?
C4 C3 C2 121.3(2) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C25 C24 C29 119.37(19) . . ?
C25 C24 P2 127.66(17) . . ?
C29 C24 P2 112.63(16) . . ?
C12 C13 C14 122.8(2) . . ?
C12 C13 H13 118.6 . . ?
C14 C13 H13 118.6 . . ?
C43 C42 C41 118.21(19) . . ?
C43 C42 C48 120.9(2) . . ?
C41 C42 C48 120.8(2) . . ?
C26 C25 C24 118.4(2) . . ?
C26 C25 C30 116.58(19) . . ?
C24 C25 C30 124.97(19) . . ?
C43 C44 C39 118.6(2) . . ?
C43 C44 C51 117.8(2) . . ?
C39 C44 C51 123.57(19) . . ?
C14 C21 C22 109.39(18) . . ?
C14 C21 C23 113.05(18) . . ?
C22 C21 C23 110.96(18) . . ?
C14 C21 H21 107.7 . . ?
C22 C21 H21 107.7 . . ?
C23 C21 H21 107.7 . . ?
C11 C12 C13 117.6(2) . . ?
C11 C12 C18 119.30(19) . . ?
C13 C12 C18 123.1(2) . . ?
C20 C18 C12 114.37(19) . . ?
C20 C18 C19 109.6(2) . . ?
C12 C18 C19 109.00(19) . . ?
C20 C18 H18 107.9 . . ?
C12 C18 H18 107.9 . . ?
C19 C18 H18 107.9 . . ?
C14 C9 C10 119.22(19) . . ?
C14 C9 P1 127.12(15) . . ?
C10 C9 P1 113.54(16) . . ?
C38 C36 C37 110.96(19) . . ?
C38 C36 C29 109.40(19) . . ?
C37 C36 C29 112.95(19) . . ?
C38 C36 H36 107.8 . . ?
C37 C36 H36 107.8 . . ?
C29 C36 H36 107.8 . . ?
C11 C10 C9 119.0(2) . . ?
C11 C10 C15 118.32(19) . . ?
C9 C10 C15 122.72(19) . . ?
C28 C29 C24 119.0(2) . . ?
C28 C29 C36 116.7(2) . . ?
C24 C29 C36 124.21(19) . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C30 C31 114.26(19) . . ?
C25 C30 C32 109.41(19) . . ?
C31 C30 C32 110.04(19) . . ?
C25 C30 H30 107.6 . . ?
C31 C30 H30 107.6 . . ?
C32 C30 H30 107.6 . . ?
C49 C48 C42 111.65(19) . . ?
C49 C48 C50 111.4(2) . . ?
C42 C48 C50 110.88(19) . . ?
C49 C48 H48 107.5 . . ?
C42 C48 H48 107.5 . . ?
C50 C48 H48 107.5 . . ?
C28 C27 C26 118.3(2) . . ?
C28 C27 C33 120.4(2) . . ?
C26 C27 C33 121.3(2) . . ?
C35 C33 C27 112.9(2) . . ?
C35 C33 C34 111.6(2) . . ?
C27 C33 C34 110.0(2) . . ?
C35 C33 H33 107.4 . . ?
C27 C33 H33 107.4 . . ?
C34 C33 H33 107.4 . . ?
C3 C4 C5 118.9(2) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C6 C7 C2 120.6(2) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
C27 C28 C29 122.2(2) . . ?
C27 C28 H28 118.9 . . ?
C29 C28 H28 118.9 . . ?
C40 C45 C47 110.22(19) . . ?
C40 C45 C46 111.37(18) . . ?
C47 C45 C46 111.10(19) . . ?
C40 C45 H45 108.0 . . ?
C47 C45 H45 108.0 . . ?
C46 C45 H45 108.0 . . ?
C27 C26 C25 122.7(2) . . ?
C27 C26 H26 118.7 . . ?
C25 C26 H26 118.7 . . ?
C42 C43 C44 122.4(2) . . ?
C42 C43 H43 118.8 . . ?
C44 C43 H43 118.8 . . ?
C12 C11 C10 122.5(2) . . ?
C12 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O1 C5 C6 115.9(2) . . ?
O1 C5 C4 123.6(2) . . ?
C6 C5 C4 120.5(2) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C48 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C48 C50 H50A 109.5 . . ?
C48 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C48 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C7 C6 C5 120.3(2) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
O1 C8 H8A 109.5 . . ?
O1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C10 C15 C17 110.5(2) . . ?
C10 C15 C16 112.6(2) . . ?
C17 C15 C16 112.2(2) . . ?
C10 C15 H15 107.1 . . ?
C17 C15 H15 107.1 . . ?
C16 C15 H15 107.1 . . ?
C53 C51 C52 111.4(2) . . ?
C53 C51 C44 109.5(2) . . ?
C52 C51 C44 113.8(2) . . ?
C53 C51 H51 107.3 . . ?
C52 C51 H51 107.3 . . ?
C44 C51 H51 107.3 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C51 C53 H53A 109.5 . . ?
C51 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C51 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
O4A S1A O3A 117.6(13) . . ?
O4A S1A O2 116.7(10) . . ?
O3A S1A O2 113.3(12) . . ?
O4A S1A C54A 105.4(11) . . ?
O3A S1A C54A 100.9(12) . . ?
O2 S1A C54A 99.3(7) . . ?
O3B S1B O2 114.3(12) . . ?
O3B S1B O4B 115.5(13) . . ?
O2 S1B O4B 113.4(9) . . ?
O3B S1B C54B 106.8(12) . . ?
O2 S1B C54B 102.8(9) . . ?
O4B S1B C54B 102.1(12) . . ?
F3B C54B F1B 105.2(16) . . ?
F3B C54B F2B 106.8(18) . . ?
F1B C54B F2B 104(2) . . ?
F3B C54B S1B 117.6(19) . . ?
F1B C54B S1B 111.5(15) . . ?
F2B C54B S1B 110.5(14) . . ?
F3A C54A F1A 111.3(16) . . ?
F3A C54A F2A 107.8(13) . . ?
F1A C54A F2A 108.8(14) . . ?
F3A C54A S1A 111.9(11) . . ?
F1A C54A S1A 109.4(12) . . ?
F2A C54A S1A 107.5(12) . . ?

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
C39 P3 N1 C1 -147.40(18) . . . . ?
P2 P3 N1 C1 -34.20(17) . . . . ?
P3 N1 C1 C2 -169.61(15) . . . . ?
P3 N1 C1 P1 0.7(2) . . . . ?
C9 P1 C1 N1 143.35(15) . . . . ?
P2 P1 C1 N1 33.63(15) . . . . ?
C9 P1 C1 C2 -46.8(2) . . . . ?
P2 P1 C1 C2 -156.48(17) . . . . ?
N1 C1 C2 C3 162.1(2) . . . . ?
P1 C1 C2 C3 -7.2(3) . . . . ?
N1 C1 C2 C7 -17.2(3) . . . . ?
P1 C1 C2 C7 173.43(16) . . . . ?
C39 C40 C41 C42 0.7(3) . . . . ?
C45 C40 C41 C42 -179.2(2) . . . . ?
C41 C40 C39 C44 2.8(3) . . . . ?
C45 C40 C39 C44 -177.2(2) . . . . ?
C41 C40 C39 P3 -168.60(17) . . . . ?
C45 C40 C39 P3 11.3(3) . . . . ?
N1 P3 C39 C40 45.5(2) . . . . ?
P2 P3 C39 C40 -50.5(2) . . . . ?
N1 P3 C39 C44 -126.48(16) . . . . ?
P2 P3 C39 C44 137.59(14) . . . . ?
C7 C2 C3 C4 -1.9(3) . . . . ?
C1 C2 C3 C4 178.7(2) . . . . ?
P1 P2 C24 C25 48.1(2) . . . . ?
P3 P2 C24 C25 -43.2(2) . . . . ?
P1 P2 C24 C29 -125.08(15) . . . . ?
P3 P2 C24 C29 143.61(14) . . . . ?
C9 C14 C13 C12 2.1(3) . . . . ?
C21 C14 C13 C12 -174.6(2) . . . . ?
C40 C41 C42 C43 -3.9(3) . . . . ?
C40 C41 C42 C48 175.1(2) . . . . ?
C29 C24 C25 C26 2.1(3) . . . . ?
P2 C24 C25 C26 -170.66(17) . . . . ?
C29 C24 C25 C30 -174.5(2) . . . . ?
P2 C24 C25 C30 12.7(3) . . . . ?
C40 C39 C44 C43 -3.2(3) . . . . ?
P3 C39 C44 C43 169.32(17) . . . . ?
C40 C39 C44 C51 179.6(2) . . . . ?
P3 C39 C44 C51 -7.8(3) . . . . ?
C13 C14 C21 C22 70.7(2) . . . . ?
C9 C14 C21 C22 -105.8(2) . . . . ?
C13 C14 C21 C23 -53.5(3) . . . . ?
C9 C14 C21 C23 130.0(2) . . . . ?
C14 C13 C12 C11 3.3(3) . . . . ?
C14 C13 C12 C18 -175.0(2) . . . . ?
C11 C12 C18 C20 175.4(2) . . . . ?
C13 C12 C18 C20 -6.4(3) . . . . ?
C11 C12 C18 C19 -61.5(3) . . . . ?
C13 C12 C18 C19 116.8(2) . . . . ?
C13 C14 C9 C10 -6.6(3) . . . . ?
C21 C14 C9 C10 169.9(2) . . . . ?
C13 C14 C9 P1 169.15(17) . . . . ?
C21 C14 C9 P1 -14.4(3) . . . . ?
C1 P1 C9 C14 -28.2(2) . . . . ?
P2 P1 C9 C14 73.3(2) . . . . ?
C1 P1 C9 C10 147.73(16) . . . . ?
P2 P1 C9 C10 -110.82(16) . . . . ?
C14 C9 C10 C11 5.6(3) . . . . ?
P1 C9 C10 C11 -170.67(18) . . . . ?
C14 C9 C10 C15 -175.0(2) . . . . ?
P1 C9 C10 C15 8.7(3) . . . . ?
C25 C24 C29 C28 -2.1(3) . . . . ?
P2 C24 C29 C28 171.72(17) . . . . ?
C25 C24 C29 C36 -178.7(2) . . . . ?
P2 C24 C29 C36 -4.9(3) . . . . ?
C38 C36 C29 C28 -78.2(2) . . . . ?
C37 C36 C29 C28 45.9(3) . . . . ?
C38 C36 C29 C24 98.5(2) . . . . ?
C37 C36 C29 C24 -137.4(2) . . . . ?
C26 C25 C30 C31 52.5(3) . . . . ?
C24 C25 C30 C31 -130.8(2) . . . . ?
C26 C25 C30 C32 -71.4(2) . . . . ?
C24 C25 C30 C32 105.3(2) . . . . ?
C43 C42 C48 C49 -110.6(3) . . . . ?
C41 C42 C48 C49 70.5(3) . . . . ?
C43 C42 C48 C50 124.5(2) . . . . ?
C41 C42 C48 C50 -54.5(3) . . . . ?
C28 C27 C33 C35 -130.1(2) . . . . ?
C26 C27 C33 C35 51.1(3) . . . . ?
C28 C27 C33 C34 104.5(3) . . . . ?
C26 C27 C33 C34 -74.3(3) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C2 C7 C6 1.5(3) . . . . ?
C1 C2 C7 C6 -179.2(2) . . . . ?
C26 C27 C28 C29 1.2(4) . . . . ?
C33 C27 C28 C29 -177.6(2) . . . . ?
C24 C29 C28 C27 0.4(3) . . . . ?
C36 C29 C28 C27 177.2(2) . . . . ?
C41 C40 C45 C47 -62.1(3) . . . . ?
C39 C40 C45 C47 118.0(2) . . . . ?
C41 C40 C45 C46 61.7(3) . . . . ?
C39 C40 C45 C46 -118.2(2) . . . . ?
C28 C27 C26 C25 -1.2(4) . . . . ?
C33 C27 C26 C25 177.7(2) . . . . ?
C24 C25 C26 C27 -0.5(3) . . . . ?
C30 C25 C26 C27 176.4(2) . . . . ?
C41 C42 C43 C44 3.5(3) . . . . ?
C48 C42 C43 C44 -175.5(2) . . . . ?
C39 C44 C43 C42 0.0(3) . . . . ?
C51 C44 C43 C42 177.3(2) . . . . ?
C13 C12 C11 C10 -4.4(3) . . . . ?
C18 C12 C11 C10 174.0(2) . . . . ?
C9 C10 C11 C12 0.0(4) . . . . ?
C15 C10 C11 C12 -179.5(2) . . . . ?
C8 O1 C5 C6 -169.0(2) . . . . ?
C8 O1 C5 C4 11.8(3) . . . . ?
C3 C4 C5 O1 -179.2(2) . . . . ?
C3 C4 C5 C6 1.5(3) . . . . ?
C2 C7 C6 C5 0.5(3) . . . . ?
O1 C5 C6 C7 178.7(2) . . . . ?
C4 C5 C6 C7 -2.0(4) . . . . ?
C11 C10 C15 C17 71.7(3) . . . . ?
C9 C10 C15 C17 -107.7(3) . . . . ?
C11 C10 C15 C16 -54.6(3) . . . . ?
C9 C10 C15 C16 126.0(3) . . . . ?
C43 C44 C51 C53 -79.8(3) . . . . ?
C39 C44 C51 C53 97.4(3) . . . . ?
C43 C44 C51 C52 45.7(3) . . . . ?
C39 C44 C51 C52 -137.1(2) . . . . ?
O3B S1B C54B F3B 67(2) . . . . ?
O2 S1B C54B F3B -172.5(15) . . . . ?
O4B S1B C54B F3B -54.8(19) . . . . ?
O3B S1B C54B F1B -171(2) . . . . ?
O2 S1B C54B F1B -51(2) . . . . ?
O4B S1B C54B F1B 67(2) . . . . ?
O3B S1B C54B F2B -56(2) . . . . ?
O2 S1B C54B F2B 64.5(15) . . . . ?
O4B S1B C54B F2B -177.8(16) . . . . ?
O4A S1A C54A F3A -173.7(14) . . . . ?
O3A S1A C54A F3A -50.9(17) . . . . ?
O2 S1A C54A F3A 65.2(12) . . . . ?
O4A S1A C54A F1A 62.5(18) . . . . ?
O3A S1A C54A F1A -174.7(18) . . . . ?
O2 S1A C54A F1A -58.7(16) . . . . ?
O4A S1A C54A F2A -55.5(14) . . . . ?
O3A S1A C54A F2A 67.3(16) . . . . ?
O2 S1A C54A F2A -176.7(10) . . . . ?

_refine_diff_density_max         0.448
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.064

####################################################################### 
# 
# 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_im027_sq
_database_code_depnum_ccdc_archive 'CCDC 2293090'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
_audit_creation_date             2023-08-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/1
loop_
_audit_author_email
''
''
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C F3 O3 S, C19 H33 N P3, 0.5[]'
_chemical_formula_sum            'C20 H33 F3 N O3 P3 S'
_chemical_formula_weight         517.44
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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                   9.5059(5)
_cell_length_b                   14.4773(8)
_cell_length_c                   21.4699(12)
_cell_angle_alpha                90
_cell_angle_beta                 91.586(2)
_cell_angle_gamma                90
_cell_volume                     2953.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9896
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.51
_cell_measurement_theta_min      3.18
_shelx_estimated_absorpt_T_max   0.899
_shelx_estimated_absorpt_T_min   0.884
_exptl_absorpt_coefficient_mu    0.309
_exptl_absorpt_correction_T_max  0.897
_exptl_absorpt_correction_T_min  0.601
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.0704 before and 0.0303 after correction.
 
For component 2:
 wR2(int) was 0.1677 before and 0.0546 after correction.
 The Ratio of minimum to maximum transmission is 0.67.

Final HKLF 4 output contains 48438 reflections, Rint = 0.0445
 (18009 with I > 3sig(I), Rint = 0.0393)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.35
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.045
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            48692
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.512
_diffrn_reflns_theta_min         3.155
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device       'Bruker-Nonius Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.99
_diffrn_source_power             0.0495
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7229
_reflns_number_total             8885
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         8885
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0410
_refine_ls_restrained_S_all      1.081
_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)+(0.0686P)²+0.2493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1148
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,
 H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C18(H18A,
 H18B,H18C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 0.66756(4) 0.19145(3) 0.42937(2) 0.01810(8) Uani 1 1 d . . . . .
F1 F 0.77018(12) 0.35077(7) 0.46714(5) 0.0371(3) Uani 1 1 d . . . . .
F2 F 0.89707(12) 0.23300(9) 0.49254(6) 0.0444(3) Uani 1 1 d . . . . .
F3 F 0.89318(10) 0.28280(8) 0.39804(5) 0.0330(2) Uani 1 1 d . . . . .
O1 O 0.59076(11) 0.24174(8) 0.38051(5) 0.0213(2) Uani 1 1 d . . . . .
O2 O 0.59525(13) 0.18494(10) 0.48689(6) 0.0351(3) Uani 1 1 d . . . . .
O3 O 0.73508(12) 0.10887(8) 0.40805(6) 0.0313(3) Uani 1 1 d . . . . .
C20 C 0.81437(16) 0.26895(12) 0.44769(8) 0.0246(3) Uani 1 1 d . . . . .
P1 P 0.50170(3) 0.25273(2) 0.21470(2) 0.01346(8) Uani 1 1 d . . . . .
P2 P 0.34093(3) 0.21048(2) 0.14409(2) 0.01298(8) Uani 1 1 d . . . . .
P3 P 0.19695(3) 0.15008(2) 0.21121(2) 0.01385(8) Uani 1 1 d . . . . .
N1 N 0.43947(11) 0.18575(8) 0.27699(6) 0.0146(2) Uani 1 1 d . . . . .
H1 H 0.487(2) 0.1956(15) 0.3127(10) 0.034(5) Uiso 1 1 d . . . . .
C1 C 0.31678(13) 0.14430(9) 0.27844(6) 0.0137(2) Uani 1 1 d . . . . .
C2 C 0.27177(13) 0.10093(10) 0.33631(6) 0.0148(3) Uani 1 1 d . . . . .
C3 C 0.13068(14) 0.10697(11) 0.35397(7) 0.0189(3) Uani 1 1 d . . . . .
H3 H 0.064572 0.140255 0.328706 0.023 Uiso 1 1 calc R U . . .
C4 C 0.08790(15) 0.06464(11) 0.40795(7) 0.0219(3) Uani 1 1 d . . . . .
H4 H -0.007290 0.069383 0.419918 0.026 Uiso 1 1 calc R U . . .
C5 C 0.18419(16) 0.01505(11) 0.44481(7) 0.0204(3) Uani 1 1 d . . . . .
H5 H 0.154231 -0.014561 0.481641 0.024 Uiso 1 1 calc R U . . .
C6 C 0.32447(15) 0.00870(11) 0.42786(7) 0.0197(3) Uani 1 1 d . . . . .
H6 H 0.389792 -0.025300 0.453079 0.024 Uiso 1 1 calc R U . . .
C7 C 0.36853(14) 0.05193(10) 0.37427(7) 0.0170(3) Uani 1 1 d . . . . .
H7 H 0.464432 0.048440 0.363168 0.020 Uiso 1 1 calc R U . . .
C8 C 0.16835(14) 0.02663(10) 0.18432(7) 0.0185(3) Uani 1 1 d . . . . .
C9 C 0.08822(17) 0.03726(11) 0.12180(8) 0.0247(3) Uani 1 1 d . . . . .
H9A H 0.002293 0.073196 0.127830 0.037 Uiso 1 1 calc R U . . .
H9B H 0.063299 -0.023929 0.105388 0.037 Uiso 1 1 calc R U . . .
H9C H 0.147827 0.069322 0.092192 0.037 Uiso 1 1 calc R U . . .
C10 C 0.07391(17) -0.02423(11) 0.23008(8) 0.0260(3) Uani 1 1 d . . . . .
H10A H -0.009117 0.013588 0.238175 0.039 Uiso 1 1 calc R U . . .
H10B H 0.126555 -0.035250 0.269263 0.039 Uiso 1 1 calc R U . . .
H10C H 0.044068 -0.083442 0.211974 0.039 Uiso 1 1 calc R U . . .
C11 C 0.30545(16) -0.02645(11) 0.17628(8) 0.0239(3) Uani 1 1 d . . . . .
H11A H 0.363257 0.005555 0.145948 0.036 Uiso 1 1 calc R U . . .
H11B H 0.284207 -0.088997 0.161317 0.036 Uiso 1 1 calc R U . . .
H11C H 0.356880 -0.029962 0.216400 0.036 Uiso 1 1 calc R U . . .
C12 C 0.25418(13) 0.32595(10) 0.12841(7) 0.0150(3) Uani 1 1 d . . . . .
C13 C 0.36145(15) 0.38001(11) 0.09060(7) 0.0212(3) Uani 1 1 d . . . . .
H13A H 0.446976 0.390248 0.116207 0.032 Uiso 1 1 calc R U . . .
H13B H 0.321035 0.439686 0.078088 0.032 Uiso 1 1 calc R U . . .
H13C H 0.384800 0.344612 0.053382 0.032 Uiso 1 1 calc R U . . .
C14 C 0.21422(17) 0.38105(11) 0.18602(7) 0.0234(3) Uani 1 1 d . . . . .
H14A H 0.144292 0.346482 0.209291 0.035 Uiso 1 1 calc R U . . .
H14B H 0.174519 0.440736 0.173089 0.035 Uiso 1 1 calc R U . . .
H14C H 0.298240 0.391256 0.212610 0.035 Uiso 1 1 calc R U . . .
C15 C 0.12281(15) 0.30613(12) 0.08773(8) 0.0256(3) Uani 1 1 d . . . . .
H15A H 0.149133 0.269886 0.051306 0.038 Uiso 1 1 calc R U . . .
H15B H 0.080330 0.364588 0.073932 0.038 Uiso 1 1 calc R U . . .
H15C H 0.054876 0.271235 0.111916 0.038 Uiso 1 1 calc R U . . .
C16 C 0.66543(13) 0.18975(10) 0.19364(7) 0.0169(3) Uani 1 1 d . . . . .
C17 C 0.64640(16) 0.08712(12) 0.18104(9) 0.0291(4) Uani 1 1 d . . . . .
H17A H 0.610614 0.056912 0.218253 0.044 Uiso 1 1 calc R U . . .
H17B H 0.737133 0.059830 0.170644 0.044 Uiso 1 1 calc R U . . .
H17C H 0.579182 0.078443 0.146092 0.044 Uiso 1 1 calc R U . . .
C18 C 0.77408(15) 0.20482(13) 0.24669(8) 0.0264(3) Uani 1 1 d . . . . .
H18A H 0.781025 0.270913 0.256150 0.040 Uiso 1 1 calc R U . . .
H18B H 0.865969 0.181853 0.234035 0.040 Uiso 1 1 calc R U . . .
H18C H 0.744768 0.171339 0.283816 0.040 Uiso 1 1 calc R U . . .
C19 C 0.71385(16) 0.24004(14) 0.13482(8) 0.0316(4) Uani 1 1 d . . . . .
H19A H 0.642979 0.232111 0.101222 0.047 Uiso 1 1 calc R U . . .
H19B H 0.803671 0.214071 0.121899 0.047 Uiso 1 1 calc R U . . .
H19C H 0.725735 0.305974 0.143874 0.047 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
S1 O1 1.4564(11) . ?
S1 O2 1.4329(12) . ?
S1 O3 1.4377(12) . ?
S1 C20 1.8250(16) . ?
F1 C20 1.328(2) . ?
F2 C20 1.3320(18) . ?
F3 C20 1.335(2) . ?
P1 P2 2.2089(5) . ?
P1 N1 1.7671(12) . ?
P1 C16 1.8701(14) . ?
P2 P3 2.1963(5) . ?
P2 C12 1.8902(14) . ?
P3 C1 1.8156(14) . ?
P3 C8 1.8954(15) . ?
N1 H1 0.89(2) . ?
N1 C1 1.3127(17) . ?
C1 C2 1.4666(19) . ?
C2 C3 1.4065(18) . ?
C2 C7 1.4043(19) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.393(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.395(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.385(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.533(2) . ?
C8 C10 1.537(2) . ?
C8 C11 1.527(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.535(2) . ?
C12 C14 1.528(2) . ?
C12 C15 1.531(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.520(2) . ?
C16 C18 1.532(2) . ?
C16 C19 1.539(2) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C20 102.30(7) . . ?
O2 S1 O1 114.25(7) . . ?
O2 S1 O3 116.66(8) . . ?
O2 S1 C20 103.70(8) . . ?
O3 S1 O1 113.93(7) . . ?
O3 S1 C20 103.55(7) . . ?
F1 C20 S1 111.68(11) . . ?
F1 C20 F2 107.86(14) . . ?
F1 C20 F3 107.85(14) . . ?
F2 C20 S1 110.37(11) . . ?
F2 C20 F3 107.63(13) . . ?
F3 C20 S1 111.28(11) . . ?
N1 P1 P2 97.33(4) . . ?
N1 P1 C16 102.34(6) . . ?
C16 P1 P2 105.29(5) . . ?
P3 P2 P1 95.271(19) . . ?
C12 P2 P1 99.64(5) . . ?
C12 P2 P3 101.08(4) . . ?
C1 P3 P2 98.70(4) . . ?
C1 P3 C8 106.28(6) . . ?
C8 P3 P2 105.20(5) . . ?
P1 N1 H1 113.0(13) . . ?
C1 N1 P1 125.81(10) . . ?
C1 N1 H1 118.9(13) . . ?
N1 C1 P3 119.89(11) . . ?
N1 C1 C2 119.74(12) . . ?
C2 C1 P3 120.13(9) . . ?
C3 C2 C1 120.29(12) . . ?
C7 C2 C1 120.41(12) . . ?
C7 C2 C3 119.29(13) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.22(13) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.08(13) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.24(14) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 C5 120.02(13) . . ?
C7 C6 H6 120.0 . . ?
C2 C7 H7 119.9 . . ?
C6 C7 C2 120.14(13) . . ?
C6 C7 H7 119.9 . . ?
C9 C8 P3 103.63(10) . . ?
C9 C8 C10 108.85(12) . . ?
C10 C8 P3 109.78(11) . . ?
C11 C8 P3 113.16(10) . . ?
C11 C8 C9 110.89(13) . . ?
C11 C8 C10 110.29(13) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 P2 104.60(9) . . ?
C14 C12 P2 115.75(10) . . ?
C14 C12 C13 110.20(12) . . ?
C14 C12 C15 110.02(12) . . ?
C15 C12 P2 106.31(10) . . ?
C15 C12 C13 109.70(12) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 115.08(10) . . ?
C17 C16 C18 110.24(13) . . ?
C17 C16 C19 110.68(14) . . ?
C18 C16 P1 107.42(10) . . ?
C18 C16 C19 109.39(13) . . ?
C19 C16 P1 103.74(10) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
O1 S1 C20 F1 59.94(13) . . . . ?
O1 S1 C20 F2 179.93(12) . . . . ?
O1 S1 C20 F3 -60.64(12) . . . . ?
O2 S1 C20 F1 -59.12(13) . . . . ?
O2 S1 C20 F2 60.86(14) . . . . ?
O2 S1 C20 F3 -179.71(11) . . . . ?
O3 S1 C20 F1 178.61(12) . . . . ?
O3 S1 C20 F2 -61.41(14) . . . . ?
O3 S1 C20 F3 58.02(13) . . . . ?
P1 P2 C12 C13 73.09(9) . . . . ?
P1 P2 C12 C14 -48.38(11) . . . . ?
P1 P2 C12 C15 -170.87(9) . . . . ?
P1 N1 C1 P3 2.16(17) . . . . ?
P1 N1 C1 C2 -172.16(10) . . . . ?
P2 P1 N1 C1 -13.17(12) . . . . ?
P2 P1 C16 C17 -48.30(12) . . . . ?
P2 P1 C16 C18 -171.47(9) . . . . ?
P2 P1 C16 C19 72.76(11) . . . . ?
P2 P3 C1 N1 10.32(12) . . . . ?
P2 P3 C1 C2 -175.38(10) . . . . ?
P2 P3 C8 C9 -66.57(10) . . . . ?
P2 P3 C8 C10 177.29(9) . . . . ?
P2 P3 C8 C11 53.61(12) . . . . ?
P3 P2 C12 C13 170.45(9) . . . . ?
P3 P2 C12 C14 48.99(11) . . . . ?
P3 P2 C12 C15 -73.50(10) . . . . ?
P3 C1 C2 C3 -33.36(18) . . . . ?
P3 C1 C2 C7 145.81(12) . . . . ?
N1 P1 C16 C17 52.96(13) . . . . ?
N1 P1 C16 C18 -70.21(11) . . . . ?
N1 P1 C16 C19 174.01(11) . . . . ?
N1 C1 C2 C3 140.95(14) . . . . ?
N1 C1 C2 C7 -39.9(2) . . . . ?
C1 P3 C8 C9 -170.62(10) . . . . ?
C1 P3 C8 C10 73.25(11) . . . . ?
C1 P3 C8 C11 -50.43(13) . . . . ?
C1 C2 C3 C4 178.83(14) . . . . ?
C1 C2 C7 C6 -177.98(14) . . . . ?
C2 C3 C4 C5 -0.6(2) . . . . ?
C3 C2 C7 C6 1.2(2) . . . . ?
C3 C4 C5 C6 0.7(2) . . . . ?
C4 C5 C6 C7 0.1(2) . . . . ?
C5 C6 C7 C2 -1.1(2) . . . . ?
C7 C2 C3 C4 -0.3(2) . . . . ?
C8 P3 C1 N1 119.05(11) . . . . ?
C8 P3 C1 C2 -66.65(12) . . . . ?
C16 P1 N1 C1 -120.64(12) . . . . ?

# start Validation Reply Form
_vrf_PLAT910_im027_sq            
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         11 Note  
RESPONSE: This data is froma twinned crystal.  The missing reflections were
likely rejected during the scaling process.
;
# end Validation Reply Form

_platon_squeeze_details          ?
_platon_squeeze_special_details  ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.499 0.000 1.000 266 89 ' '
2 0.499 0.500 0.500 266 89 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a mylar loop in oil'
_olex2_submission_original_sample_id '200703 EL2'
_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_im073
_database_code_depnum_ccdc_archive 'CCDC 2293088'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
_audit_creation_date             2023-09-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C F3 O3 S, C29 H37 N P3'
_chemical_formula_sum            'C30 H37 F3 N O3 P3 S'
_chemical_formula_weight         641.57
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.5917(10)
_cell_length_b                   22.103(2)
_cell_length_c                   13.3286(12)
_cell_angle_alpha                90
_cell_angle_beta                 115.243(3)
_cell_angle_gamma                90
_cell_volume                     3088.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6356
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.98
_cell_measurement_theta_min      2.50
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.955
_exptl_absorpt_coefficient_mu    0.311
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1760 before and 0.0837 after correction.
 
For component 2:
 wR2(int) was 0.1716 before and 0.0954 after correction.
 The Ratio of minimum to maximum transmission is 0.73.

Final HKLF 4 output contains 75572 reflections, Rint = 0.2218
 (13552 with I > 3sig(I), Rint = 0.1059)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.222
_diffrn_reflns_av_unetI/netI     0.1394
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4016
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        22.496
_diffrn_reflns_theta_max         22.496
_diffrn_reflns_theta_min         1.843
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'Bruker D8 Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           0.99
_diffrn_source_power             0.0495
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2387
_reflns_number_total             4016
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       0.0031(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         4016
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1575
_refine_ls_R_factor_gt           0.0852
_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)+(0.1044P)²+0.4427P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1812
_refine_ls_wR_factor_ref         0.2095
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C6(H6), C9(H9), C15(H15), C18(H18), C24(H24), C27(H27)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C5(H5A,H5B,H5C), C8(H8A,H8B,H8C), C11(H11A,H11B,H11C),
 C14(H14A,H14B,H14C), C17(H17A,H17B,H17C), C20(H20A,H20B,H20C), C23(H23A,H23B,
 H23C), C26(H26A,H26B,H26C), C29(H29A,H29B,H29C)
;
_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
S1 S 1.1003(2) 0.75829(10) 0.42262(19) 0.0433(7) Uani 1 1 d . . . . .
P1 P 0.79334(19) 0.69189(9) 0.48301(16) 0.0266(6) Uani 1 1 d . . . . .
P2 P 0.66089(19) 0.61378(9) 0.45680(16) 0.0256(6) Uani 1 1 d . . . . .
P3 P 0.69225(19) 0.57371(9) 0.32000(16) 0.0274(6) Uani 1 1 d . . . . .
F1 F 1.2817(5) 0.6923(3) 0.4099(5) 0.0763(18) Uani 1 1 d . . . . .
F2 F 1.3143(5) 0.7168(3) 0.5759(4) 0.0681(16) Uani 1 1 d . . . . .
F3 F 1.1772(5) 0.6481(3) 0.4881(5) 0.0701(17) Uani 1 1 d . . . . .
O1 O 1.0119(5) 0.7320(3) 0.3182(4) 0.0509(17) Uani 1 1 d . . . . .
O2 O 1.1657(6) 0.8111(3) 0.4119(5) 0.0625(19) Uani 1 1 d . . . . .
O3 O 1.0509(5) 0.7604(3) 0.5046(5) 0.0481(16) Uani 1 1 d . . . . .
N1 N 0.8137(6) 0.6799(3) 0.3596(5) 0.0281(16) Uani 1 1 d . . . . .
H1 H 0.864793 0.705214 0.347208 0.034 Uiso 1 1 calc R U . . .
C1 C 0.7613(7) 0.6376(3) 0.2850(6) 0.0256(19) Uani 1 1 d . . . . .
C2 C 0.7795(7) 0.6406(4) 0.1804(6) 0.034(2) Uani 1 1 d . . . . .
H2A H 0.800337 0.600213 0.162560 0.051 Uiso 1 1 calc R U . . .
H2B H 0.849331 0.668523 0.190660 0.051 Uiso 1 1 calc R U . . .
H2C H 0.700785 0.654973 0.119539 0.051 Uiso 1 1 calc R U . . .
C3 C 0.5391(7) 0.5605(3) 0.2019(6) 0.0254(19) Uani 1 1 d . . . . .
C4 C 0.5136(7) 0.5005(3) 0.1647(6) 0.0220(18) Uani 1 1 d . . . . .
C5 C 0.6108(7) 0.4498(3) 0.2098(7) 0.037(2) Uani 1 1 d . . . . .
H5A H 0.566421 0.410902 0.198284 0.056 Uiso 1 1 calc R U . . .
H5B H 0.662763 0.456098 0.289290 0.056 Uiso 1 1 calc R U . . .
H5C H 0.666037 0.449710 0.170933 0.056 Uiso 1 1 calc R U . . .
C6 C 0.3940(8) 0.4863(4) 0.0803(6) 0.033(2) Uani 1 1 d . . . . .
H6 H 0.375854 0.445851 0.054047 0.040 Uiso 1 1 calc R U . . .
C7 C 0.3018(7) 0.5304(4) 0.0348(6) 0.030(2) Uani 1 1 d . . . . .
C8 C 0.1694(7) 0.5147(4) -0.0543(6) 0.041(2) Uani 1 1 d . . . . .
H8A H 0.104840 0.526204 -0.028570 0.062 Uiso 1 1 calc R U . . .
H8B H 0.164264 0.471127 -0.068892 0.062 Uiso 1 1 calc R U . . .
H8C H 0.154010 0.536789 -0.122637 0.062 Uiso 1 1 calc R U . . .
C9 C 0.3289(7) 0.5899(3) 0.0718(6) 0.0250(19) Uani 1 1 d . . . . .
H9 H 0.265699 0.620240 0.039887 0.030 Uiso 1 1 calc R U . . .
C10 C 0.4459(7) 0.6051(3) 0.1540(6) 0.0264(19) Uani 1 1 d . . . . .
C11 C 0.4658(8) 0.6711(3) 0.1926(6) 0.032(2) Uani 1 1 d . . . . .
H11A H 0.385204 0.693184 0.156295 0.048 Uiso 1 1 calc R U . . .
H11B H 0.530218 0.689711 0.173061 0.048 Uiso 1 1 calc R U . . .
H11C H 0.494811 0.672619 0.273230 0.048 Uiso 1 1 calc R U . . .
C12 C 0.7470(7) 0.5590(3) 0.5688(6) 0.0254(19) Uani 1 1 d . . . . .
C13 C 0.8716(7) 0.5372(3) 0.5987(6) 0.0237(19) Uani 1 1 d . . . . .
C14 C 0.9633(7) 0.5659(3) 0.5588(6) 0.031(2) Uani 1 1 d . . . . .
H14A H 1.047314 0.546842 0.596358 0.046 Uiso 1 1 calc R U . . .
H14B H 0.970547 0.609247 0.575628 0.046 Uiso 1 1 calc R U . . .
H14C H 0.931306 0.560110 0.478469 0.046 Uiso 1 1 calc R U . . .
C15 C 0.9156(7) 0.4889(3) 0.6710(6) 0.0271(19) Uani 1 1 d . . . . .
H15 H 0.999692 0.474476 0.690769 0.033 Uiso 1 1 calc R U . . .
C16 C 0.8414(7) 0.4609(3) 0.7158(6) 0.028(2) Uani 1 1 d . . . . .
C17 C 0.8896(8) 0.4069(3) 0.7907(6) 0.037(2) Uani 1 1 d . . . . .
H17A H 0.929739 0.378402 0.758953 0.055 Uiso 1 1 calc R U . . .
H17B H 0.818109 0.386971 0.798193 0.055 Uiso 1 1 calc R U . . .
H17C H 0.952362 0.420048 0.863935 0.055 Uiso 1 1 calc R U . . .
C18 C 0.7222(8) 0.4847(3) 0.6897(6) 0.033(2) Uani 1 1 d . . . . .
H18 H 0.671434 0.467356 0.722494 0.039 Uiso 1 1 calc R U . . .
C19 C 0.6730(7) 0.5332(3) 0.6169(6) 0.0262(19) Uani 1 1 d . . . . .
C20 C 0.5427(7) 0.5563(3) 0.6001(6) 0.032(2) Uani 1 1 d . . . . .
H20A H 0.552871 0.587866 0.654941 0.048 Uiso 1 1 calc R U . . .
H20B H 0.492590 0.522837 0.609380 0.048 Uiso 1 1 calc R U . . .
H20C H 0.498373 0.573129 0.525270 0.048 Uiso 1 1 calc R U . . .
C21 C 0.6763(7) 0.7536(3) 0.4419(6) 0.027(2) Uani 1 1 d . . . . .
C22 C 0.6161(7) 0.7604(3) 0.5151(6) 0.0226(18) Uani 1 1 d . . . . .
C23 C 0.6553(7) 0.7243(3) 0.6218(6) 0.030(2) Uani 1 1 d . . . . .
H23A H 0.615878 0.684137 0.604679 0.045 Uiso 1 1 calc R U . . .
H23B H 0.627048 0.745490 0.671968 0.045 Uiso 1 1 calc R U . . .
H23C H 0.748344 0.720037 0.657537 0.045 Uiso 1 1 calc R U . . .
C24 C 0.5191(7) 0.8027(3) 0.4901(6) 0.029(2) Uani 1 1 d . . . . .
H24 H 0.478079 0.806377 0.538229 0.035 Uiso 1 1 calc R U . . .
C25 C 0.4803(7) 0.8395(3) 0.3986(6) 0.0253(19) Uani 1 1 d . . . . .
C26 C 0.3724(8) 0.8840(3) 0.3706(7) 0.042(2) Uani 1 1 d . . . . .
H26A H 0.291518 0.864127 0.324226 0.062 Uiso 1 1 calc R U . . .
H26B H 0.385727 0.918370 0.330310 0.062 Uiso 1 1 calc R U . . .
H26C H 0.369922 0.898424 0.439198 0.062 Uiso 1 1 calc R U . . .
C27 C 0.5455(7) 0.8348(3) 0.3337(6) 0.029(2) Uani 1 1 d . . . . .
H27 H 0.520702 0.860756 0.271133 0.035 Uiso 1 1 calc R U . . .
C28 C 0.6453(7) 0.7946(3) 0.3531(6) 0.0256(19) Uani 1 1 d . . . . .
C29 C 0.7103(8) 0.7985(3) 0.2777(6) 0.033(2) Uani 1 1 d . . . . .
H29A H 0.802598 0.801702 0.321951 0.050 Uiso 1 1 calc R U . . .
H29B H 0.679533 0.834207 0.230061 0.050 Uiso 1 1 calc R U . . .
H29C H 0.691248 0.762039 0.231481 0.050 Uiso 1 1 calc R U . . .
C30 C 1.2249(9) 0.7006(5) 0.4777(8) 0.052(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.452(6) . ?
S1 O2 1.432(6) . ?
S1 O3 1.435(6) . ?
S1 C30 1.829(10) . ?
P1 P2 2.237(3) . ?
P1 N1 1.779(6) . ?
P1 C21 1.835(8) . ?
P2 P3 2.192(3) . ?
P2 C12 1.850(7) . ?
P3 C1 1.781(8) . ?
P3 C3 1.826(8) . ?
F1 C30 1.338(10) . ?
F2 C30 1.326(9) . ?
F3 C30 1.319(10) . ?
N1 H1 0.8800 . ?
N1 C1 1.309(9) . ?
C1 C2 1.499(10) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.402(10) . ?
C3 C10 1.399(10) . ?
C4 C5 1.519(10) . ?
C4 C6 1.399(10) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6 0.9500 . ?
C6 C7 1.382(10) . ?
C7 C8 1.527(10) . ?
C7 C9 1.391(10) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 0.9500 . ?
C9 C10 1.374(10) . ?
C10 C11 1.532(10) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.409(10) . ?
C12 C19 1.392(10) . ?
C13 C14 1.516(10) . ?
C13 C15 1.381(10) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 0.9500 . ?
C15 C16 1.385(10) . ?
C16 C17 1.503(10) . ?
C16 C18 1.378(10) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18 0.9500 . ?
C18 C19 1.395(10) . ?
C19 C20 1.519(10) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.430(10) . ?
C21 C28 1.411(10) . ?
C22 C23 1.521(10) . ?
C22 C24 1.390(10) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24 0.9500 . ?
C24 C25 1.373(10) . ?
C25 C26 1.507(10) . ?
C25 C27 1.374(10) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27 0.9500 . ?
C27 C28 1.392(10) . ?
C28 C29 1.494(10) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C30 102.7(4) . . ?
O2 S1 O1 114.7(4) . . ?
O2 S1 O3 116.7(4) . . ?
O2 S1 C30 104.3(4) . . ?
O3 S1 O1 113.3(3) . . ?
O3 S1 C30 102.7(4) . . ?
N1 P1 P2 95.4(2) . . ?
N1 P1 C21 102.0(3) . . ?
C21 P1 P2 99.0(2) . . ?
P3 P2 P1 95.48(11) . . ?
C12 P2 P1 106.3(2) . . ?
C12 P2 P3 100.5(3) . . ?
C1 P3 P2 98.6(3) . . ?
C1 P3 C3 106.4(3) . . ?
C3 P3 P2 109.7(2) . . ?
P1 N1 H1 116.3 . . ?
C1 N1 P1 127.3(5) . . ?
C1 N1 H1 116.3 . . ?
N1 C1 P3 118.9(6) . . ?
N1 C1 C2 118.1(7) . . ?
C2 C1 P3 122.4(6) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 P3 115.9(5) . . ?
C10 C3 P3 123.9(6) . . ?
C10 C3 C4 120.0(7) . . ?
C3 C4 C5 123.3(7) . . ?
C6 C4 C3 118.9(7) . . ?
C6 C4 C5 117.8(7) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6 119.6 . . ?
C7 C6 C4 120.7(7) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 C8 120.9(7) . . ?
C6 C7 C9 119.7(7) . . ?
C9 C7 C8 119.4(7) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9 119.6 . . ?
C10 C9 C7 120.7(7) . . ?
C10 C9 H9 119.6 . . ?
C3 C10 C11 122.8(7) . . ?
C9 C10 C3 119.9(7) . . ?
C9 C10 C11 117.2(7) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 P2 126.0(6) . . ?
C19 C12 P2 114.4(5) . . ?
C19 C12 C13 119.2(7) . . ?
C12 C13 C14 123.0(7) . . ?
C15 C13 C12 119.4(7) . . ?
C15 C13 C14 117.6(7) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15 118.9 . . ?
C13 C15 C16 122.3(7) . . ?
C16 C15 H15 118.9 . . ?
C15 C16 C17 121.3(7) . . ?
C18 C16 C15 117.4(7) . . ?
C18 C16 C17 121.3(7) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18 118.8 . . ?
C16 C18 C19 122.5(8) . . ?
C19 C18 H18 118.8 . . ?
C12 C19 C18 119.1(7) . . ?
C12 C19 C20 124.4(7) . . ?
C18 C19 C20 116.5(7) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 P1 112.9(5) . . ?
C28 C21 P1 128.3(6) . . ?
C28 C21 C22 118.8(7) . . ?
C21 C22 C23 123.0(7) . . ?
C24 C22 C21 119.2(7) . . ?
C24 C22 C23 117.8(7) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24 118.8 . . ?
C25 C24 C22 122.5(7) . . ?
C25 C24 H24 118.8 . . ?
C24 C25 C26 121.9(7) . . ?
C24 C25 C27 117.1(7) . . ?
C27 C25 C26 121.0(7) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27 117.7 . . ?
C25 C27 C28 124.6(7) . . ?
C28 C27 H27 117.7 . . ?
C21 C28 C29 125.5(7) . . ?
C27 C28 C21 117.4(7) . . ?
C27 C28 C29 117.1(7) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
F1 C30 S1 110.9(7) . . ?
F2 C30 S1 111.1(7) . . ?
F2 C30 F1 107.5(7) . . ?
F3 C30 S1 111.2(6) . . ?
F3 C30 F1 107.4(8) . . ?
F3 C30 F2 108.6(8) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O1 0.88 1.99 2.827(8) 157.7 . yes

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 P2 C12 C13 -50.1(7) . . . . ?
P1 P2 C12 C19 137.5(5) . . . . ?
P1 N1 C1 P3 -16.4(9) . . . . ?
P1 N1 C1 C2 172.7(5) . . . . ?
P1 C21 C22 C23 5.8(9) . . . . ?
P1 C21 C22 C24 -175.8(5) . . . . ?
P1 C21 C28 C27 175.2(5) . . . . ?
P1 C21 C28 C29 -4.5(11) . . . . ?
P2 P1 N1 C1 0.5(6) . . . . ?
P2 P1 C21 C22 65.6(5) . . . . ?
P2 P1 C21 C28 -117.4(6) . . . . ?
P2 P3 C1 N1 21.9(6) . . . . ?
P2 P3 C1 C2 -167.6(6) . . . . ?
P2 P3 C3 C4 -121.7(5) . . . . ?
P2 P3 C3 C10 53.7(7) . . . . ?
P2 C12 C13 C14 13.5(10) . . . . ?
P2 C12 C13 C15 -169.1(5) . . . . ?
P2 C12 C19 C18 170.1(5) . . . . ?
P2 C12 C19 C20 -13.0(9) . . . . ?
P3 P2 C12 C13 48.8(6) . . . . ?
P3 P2 C12 C19 -123.6(5) . . . . ?
P3 C3 C4 C5 -6.3(9) . . . . ?
P3 C3 C4 C6 174.9(5) . . . . ?
P3 C3 C10 C9 -174.1(6) . . . . ?
P3 C3 C10 C11 3.1(10) . . . . ?
O1 S1 C30 F1 61.8(7) . . . . ?
O1 S1 C30 F2 -178.7(6) . . . . ?
O1 S1 C30 F3 -57.6(7) . . . . ?
O2 S1 C30 F1 -58.2(7) . . . . ?
O2 S1 C30 F2 61.3(7) . . . . ?
O2 S1 C30 F3 -177.6(6) . . . . ?
O3 S1 C30 F1 179.6(6) . . . . ?
O3 S1 C30 F2 -61.0(7) . . . . ?
O3 S1 C30 F3 60.1(7) . . . . ?
N1 P1 C21 C22 163.1(5) . . . . ?
N1 P1 C21 C28 -19.9(7) . . . . ?
C1 P3 C3 C4 132.6(5) . . . . ?
C1 P3 C3 C10 -52.0(7) . . . . ?
C3 P3 C1 N1 135.5(6) . . . . ?
C3 P3 C1 C2 -54.1(7) . . . . ?
C3 C4 C6 C7 -0.4(11) . . . . ?
C4 C3 C10 C9 1.1(11) . . . . ?
C4 C3 C10 C11 178.3(6) . . . . ?
C4 C6 C7 C8 -177.7(7) . . . . ?
C4 C6 C7 C9 1.1(11) . . . . ?
C5 C4 C6 C7 -179.2(7) . . . . ?
C6 C7 C9 C10 -0.6(11) . . . . ?
C7 C9 C10 C3 -0.4(11) . . . . ?
C7 C9 C10 C11 -177.8(6) . . . . ?
C8 C7 C9 C10 178.2(7) . . . . ?
C10 C3 C4 C5 178.1(7) . . . . ?
C10 C3 C4 C6 -0.6(10) . . . . ?
C12 C13 C15 C16 0.0(11) . . . . ?
C13 C12 C19 C18 -2.8(10) . . . . ?
C13 C12 C19 C20 174.0(7) . . . . ?
C13 C15 C16 C17 177.5(7) . . . . ?
C13 C15 C16 C18 -3.0(11) . . . . ?
C14 C13 C15 C16 177.5(6) . . . . ?
C15 C16 C18 C19 3.1(11) . . . . ?
C16 C18 C19 C12 -0.2(11) . . . . ?
C16 C18 C19 C20 -177.3(7) . . . . ?
C17 C16 C18 C19 -177.4(7) . . . . ?
C19 C12 C13 C14 -174.4(6) . . . . ?
C19 C12 C13 C15 2.9(10) . . . . ?
C21 P1 N1 C1 -99.8(7) . . . . ?
C21 C22 C24 C25 -1.5(11) . . . . ?
C22 C21 C28 C27 -8.0(10) . . . . ?
C22 C21 C28 C29 172.3(6) . . . . ?
C22 C24 C25 C26 178.2(7) . . . . ?
C22 C24 C25 C27 -2.8(11) . . . . ?
C23 C22 C24 C25 177.1(7) . . . . ?
C24 C25 C27 C28 1.5(11) . . . . ?
C25 C27 C28 C21 3.9(11) . . . . ?
C25 C27 C28 C29 -176.4(7) . . . . ?
C26 C25 C27 C28 -179.4(7) . . . . ?
C28 C21 C22 C23 -171.5(7) . . . . ?
C28 C21 C22 C24 7.0(10) . . . . ?

# end Validation Reply Form
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT020_im073               
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.222 Report
RESPONSE: The crystal was very weakly scattering, with data barely 
out to 0.93 A.  Even this data is very weak.  Data used to create
the scaling model agree to within 10%, however the agreement for
the remaining weak reflections is considerably worse.  I remain 
confident that thisis the correct crystal symmetryand space group.
;
_vrf_PLAT340_im073               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01111 Ang.  
RESPONSE: Likely a result of the very weak data.
;
_vrf_RINTA01_im073               
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: The crystal was very weakly scattering, with data barely 
out to 0.93 A.  Even this data is very weak.  Data used to create
the scaling model agree to within 10%, however the agreement for
the remaining weak reflections is considerably worse.  I remain 
confident that thisis the correct crystal symmetryand space group.
;
# start Validation Reply Form
_vrf_THETM01_im073               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The crystal was very weakly scattering, with data barely 
out to 0.93 A.  Even this data is very weak.
;
####################################################################### 
# 
# 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_IM086
_database_code_depnum_ccdc_archive 'CCDC 2293091'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C53 H74 F3 N1 P3, C F3 O3 S'
_chemical_formula_sum            'C54 H74 F6 N O3 P3 S'
_chemical_formula_weight         1024.11

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   14.4906(6)
_cell_length_b                   15.0696(7)
_cell_length_c                   17.5125(9)
_cell_angle_alpha                69.989(2)
_cell_angle_beta                 82.093(2)
_cell_angle_gamma                72.732(2)
_cell_volume                     3428.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9335
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      26.40

_exptl_crystal_description       irregular
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    0.992
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.167
_shelx_estimated_absorpt_T_min   0.927
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6702
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo k\a'
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            71096
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.608
_diffrn_reflns_theta_max         26.413
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             14047
_reflns_number_gt                11511
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'LinXTL v. 5.9.9 (Spasyuk, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0706P)²+2.3308P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         14047
_refine_ls_number_parameters     658
_refine_ls_number_restraints     87
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0501
_refine_ls_wR_factor_ref         0.1416
_refine_ls_wR_factor_gt          0.1319
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.43243(3) 0.15178(3) 0.71858(3) 0.02143(11) Uani 1 1 d . . . . .
P2 P 0.27725(3) 0.22935(3) 0.68568(3) 0.02154(11) Uani 1 1 d . . . . .
P3 P 0.27018(3) 0.29035(3) 0.78612(3) 0.02195(11) Uani 1 1 d . . . . .
N005 N 0.44852(10) 0.26302(10) 0.72130(9) 0.0218(3) Uani 1 1 d . . . . .
H005 H 0.502417 0.276779 0.702565 0.026 Uiso 1 1 calc R U . . .
C1 C 0.38233(12) 0.32509(12) 0.75045(10) 0.0209(3) Uani 1 1 d . . . . .
C23 C 0.19413(13) 0.15063(13) 0.72470(11) 0.0240(4) Uani 1 1 d . . . . .
C2 C 0.40780(13) 0.40458(12) 0.76599(11) 0.0236(4) Uani 1 1 d . . . . .
C38 C 0.50719(13) 0.13632(13) 0.62846(11) 0.0244(4) Uani 1 1 d . . . . .
C8 C 0.16479(13) 0.39733(13) 0.76454(11) 0.0250(4) Uani 1 1 d . . . . .
C49 C 0.49807(14) 0.20336(14) 0.54896(12) 0.0274(4) Uani 1 1 d . . . . .
C34 C 0.19810(13) 0.07189(13) 0.79841(11) 0.0261(4) Uani 1 1 d . . . . .
C9 C 0.08512(14) 0.38319(14) 0.81991(12) 0.0308(4) Uani 1 1 d . . . . .
C19 C 0.15535(14) 0.48582(13) 0.69895(12) 0.0293(4) Uani 1 1 d . . . . .
C24 C 0.11489(14) 0.17997(15) 0.67374(12) 0.0317(4) Uani 1 1 d . . . . .
C39 C 0.58119(14) 0.04584(14) 0.64441(13) 0.0318(4) Uani 1 1 d . . . . .
C3 C 0.36252(14) 0.43797(14) 0.83021(12) 0.0313(4) Uani 1 1 d . . . . .
H3 H 0.312965 0.413054 0.861238 0.038 Uiso 1 1 calc R U . . .
C35 C 0.28176(14) 0.03205(14) 0.85479(12) 0.0313(4) Uani 1 1 d . . . . .
H35 H 0.315307 0.083289 0.842770 0.038 Uiso 1 1 calc R U . . .
C7 C 0.47896(14) 0.44517(14) 0.71751(12) 0.0288(4) Uani 1 1 d . . . . .
H7 H 0.507779 0.424511 0.673463 0.035 Uiso 1 1 calc R U . . .
C28 C 0.04143(15) 0.13289(16) 0.69901(13) 0.0348(4) Uani 1 1 d . . . . .
H28 H -0.011235 0.153681 0.666259 0.042 Uiso 1 1 calc R U . . .
C20 C 0.23102(14) 0.50692(14) 0.63066(13) 0.0335(4) Uani 1 1 d . . . . .
H20 H 0.288895 0.451386 0.643354 0.040 Uiso 1 1 calc R U . . .
C43 C 0.64062(16) 0.02585(16) 0.57991(15) 0.0400(5) Uani 1 1 d . . . . .
H43 H 0.689133 -0.032809 0.590253 0.048 Uiso 1 1 calc R U . . .
C29 C 0.04370(14) 0.05711(15) 0.77027(13) 0.0345(4) Uani 1 1 d . . . . .
C10 C 0.08704(15) 0.28825(16) 0.88942(13) 0.0382(5) Uani 1 1 d . . . . .
H10 H 0.145601 0.239041 0.880821 0.046 Uiso 1 1 calc R U . . .
C50 C 0.42662(14) 0.30459(13) 0.52519(11) 0.0278(4) Uani 1 1 d . . . . .
H50 H 0.388242 0.312492 0.574228 0.033 Uiso 1 1 calc R U . . .
C51 C 0.47949(16) 0.38505(15) 0.49423(13) 0.0381(5) Uani 1 1 d . . . . .
H51A H 0.516839 0.379842 0.445471 0.057 Uiso 1 1 calc R U . . .
H51B H 0.521703 0.377735 0.534970 0.057 Uiso 1 1 calc R U . . .
H51C H 0.433128 0.448072 0.482807 0.057 Uiso 1 1 calc R U . . .
C48 C 0.56064(15) 0.17730(16) 0.48713(13) 0.0364(5) Uani 1 1 d . . . . .
H48 H 0.554663 0.221072 0.434471 0.044 Uiso 1 1 calc R U . . .
C44 C 0.63133(16) 0.08852(17) 0.50143(14) 0.0402(5) Uani 1 1 d . . . . .
C13 C 0.00067(15) 0.45976(17) 0.80992(14) 0.0394(5) Uani 1 1 d . . . . .
H13 H -0.051385 0.451216 0.846533 0.047 Uiso 1 1 calc R U . . .
C40 C 0.60314(16) -0.02914(15) 0.72834(14) 0.0410(5) Uani 1 1 d . . . . .
H40 H 0.552141 -0.008612 0.766590 0.049 Uiso 1 1 calc R U . . .
C6 C 0.50687(15) 0.51616(15) 0.73476(13) 0.0358(5) Uani 1 1 d . . . . .
H6 H 0.554327 0.543505 0.702408 0.043 Uiso 1 1 calc R U . . .
C5 C 0.46382(16) 0.54613(15) 0.80031(14) 0.0387(5) Uani 1 1 d . . . . .
C33 C 0.12325(15) 0.02678(14) 0.81860(13) 0.0341(4) Uani 1 1 d . . . . .
H33 H 0.126323 -0.025819 0.866340 0.041 Uiso 1 1 calc R U . . .
C14 C -0.00887(15) 0.54804(16) 0.74769(15) 0.0403(5) Uani 1 1 d . . . . .
C30 C -0.03926(17) 0.00885(17) 0.79537(16) 0.0475(6) Uani 1 1 d . . . . .
H30 H -0.090524 0.047412 0.756726 0.057 Uiso 1 1 calc R U . . .
C36 C 0.35410(17) -0.05688(16) 0.83804(16) 0.0457(6) Uani 1 1 d . . . . .
H36A H 0.324154 -0.109522 0.851430 0.069 Uiso 1 1 calc R U . . .
H36B H 0.409386 -0.077249 0.870624 0.069 Uiso 1 1 calc R U . . .
H36C H 0.374241 -0.039786 0.781529 0.069 Uiso 1 1 calc R U . . .
C18 C 0.06826(15) 0.55866(15) 0.69353(14) 0.0365(5) Uani 1 1 d . . . . .
H18 H 0.062140 0.617398 0.651098 0.044 Uiso 1 1 calc R U . . .
C4 C 0.39139(16) 0.50841(16) 0.84784(14) 0.0395(5) Uani 1 1 d . . . . .
H4 H 0.362240 0.530105 0.891319 0.047 Uiso 1 1 calc R U . . .
C22 C 0.25992(18) 0.59935(16) 0.62379(17) 0.0512(6) Uani 1 1 d . . . . .
H22A H 0.204617 0.655172 0.610318 0.077 Uiso 1 1 calc R U . . .
H22B H 0.309791 0.608514 0.581996 0.077 Uiso 1 1 calc R U . . .
H22C H 0.283467 0.592260 0.674767 0.077 Uiso 1 1 calc R U . . .
C52 C 0.35691(17) 0.31478(18) 0.46285(14) 0.0427(5) Uani 1 1 d . . . . .
H52A H 0.313582 0.379542 0.448486 0.064 Uiso 1 1 calc R U . . .
H52B H 0.320391 0.267351 0.485762 0.064 Uiso 1 1 calc R U . . .
H52C H 0.392923 0.303841 0.415111 0.064 Uiso 1 1 calc R U . . .
C45 C 0.6958(2) 0.0569(2) 0.43361(17) 0.0561(7) Uani 1 1 d . . . . .
H45 H 0.758413 0.017842 0.457280 0.067 Uiso 1 1 calc R U . . .
C37 C 0.24933(19) 0.00711(19) 0.94498(13) 0.0480(6) Uani 1 1 d . . . . .
H37A H 0.201110 0.062503 0.953846 0.072 Uiso 1 1 calc R U . . .
H37B H 0.303911 -0.008745 0.977309 0.072 Uiso 1 1 calc R U . . .
H37C H 0.222655 -0.048033 0.960262 0.072 Uiso 1 1 calc R U . . .
C25 C 0.10246(17) 0.2630(2) 0.59304(14) 0.0522(7) Uani 1 1 d . . . . .
H25 H 0.163235 0.282001 0.578842 0.063 Uiso 1 1 calc R U . . .
C11 C 0.00122(19) 0.2495(2) 0.88961(18) 0.0558(7) Uani 1 1 d . . . . .
H11A H 0.008230 0.186898 0.931070 0.084 Uiso 1 1 calc R U . . .
H11B H -0.001244 0.242423 0.837538 0.084 Uiso 1 1 calc R U . . .
H11C H -0.057461 0.294649 0.900334 0.084 Uiso 1 1 calc R U . . .
C21 C 0.19511(17) 0.51495(19) 0.54997(14) 0.0474(6) Uani 1 1 d . . . . .
H21A H 0.183478 0.454000 0.553966 0.071 Uiso 1 1 calc R U . . .
H21B H 0.243127 0.529414 0.507498 0.071 Uiso 1 1 calc R U . . .
H21C H 0.136147 0.566474 0.537712 0.071 Uiso 1 1 calc R U . . .
C15 C -0.10223(18) 0.6309(2) 0.73769(19) 0.0573(7) Uani 1 1 d . . . . .
H15 H -0.088359 0.682040 0.688819 0.069 Uiso 1 1 calc R U . . .
C42 C 0.6030(2) -0.13146(17) 0.7315(2) 0.0609(7) Uani 1 1 d . . . . .
H42A H 0.652864 -0.153705 0.694821 0.091 Uiso 1 1 calc R U . . .
H42B H 0.541331 -0.129428 0.715707 0.091 Uiso 1 1 calc R U . . .
H42C H 0.614761 -0.175678 0.785783 0.091 Uiso 1 1 calc R U . . .
C12 C 0.0948(3) 0.3003(2) 0.97097(16) 0.0675(8) Uani 1 1 d . . . . .
H12A H 0.153633 0.317344 0.970866 0.101 Uiso 1 1 calc R U . . .
H12B H 0.095165 0.239841 1.013696 0.101 Uiso 1 1 calc R U . . .
H12C H 0.040555 0.351298 0.979770 0.101 Uiso 1 1 calc R U . . .
C41 C 0.6996(2) -0.0309(2) 0.75609(18) 0.0600(7) Uani 1 1 d . . . . .
H41A H 0.710746 -0.076108 0.810123 0.090 Uiso 1 1 calc R U . . .
H41B H 0.697428 0.033543 0.755827 0.090 Uiso 1 1 calc R U . . .
H41C H 0.751024 -0.051062 0.719711 0.090 Uiso 1 1 calc R U . . .
C31 C -0.0085(2) -0.0935(2) 0.7902(3) 0.0894(12) Uani 1 1 d . . . . .
H31A H 0.021835 -0.092555 0.737762 0.134 Uiso 1 1 calc R U . . .
H31B H -0.064168 -0.118159 0.797908 0.134 Uiso 1 1 calc R U . . .
H31C H 0.036474 -0.134974 0.831737 0.134 Uiso 1 1 calc R U . . .
C32 C -0.0818(2) 0.0093(3) 0.8799(2) 0.0825(11) Uani 1 1 d . . . . .
H32A H -0.097223 0.074674 0.882733 0.124 Uiso 1 1 calc R U . . .
H32B H -0.035439 -0.033728 0.919835 0.124 Uiso 1 1 calc R U . . .
H32C H -0.139440 -0.012590 0.890267 0.124 Uiso 1 1 calc R U . . .
C46 C 0.6547(3) -0.0121(3) 0.4112(2) 0.0825(11) Uani 1 1 d . . . . .
H46A H 0.649420 -0.066360 0.458774 0.124 Uiso 1 1 calc R U . . .
H46B H 0.696781 -0.035991 0.371009 0.124 Uiso 1 1 calc R U . . .
H46C H 0.591828 0.022327 0.389615 0.124 Uiso 1 1 calc R U . . .
C17 C -0.1821(2) 0.6052(3) 0.7140(3) 0.0911(12) Uani 1 1 d . . . . .
H17A H -0.161940 0.583986 0.667084 0.137 Uiso 1 1 calc R U . . .
H17B H -0.236954 0.661567 0.701447 0.137 Uiso 1 1 calc R U . . .
H17C H -0.199421 0.553267 0.758134 0.137 Uiso 1 1 calc R U . . .
C47 C 0.7158(3) 0.1382(3) 0.3627(2) 0.0878(11) Uani 1 1 d . . . . .
H47A H 0.761761 0.111776 0.325785 0.132 Uiso 1 1 calc R U . . .
H47B H 0.741655 0.178879 0.380964 0.132 Uiso 1 1 calc R U . . .
H47C H 0.656815 0.176648 0.335528 0.132 Uiso 1 1 calc R U . . .
C26 C 0.0820(3) 0.2334(3) 0.52455(19) 0.0975(13) Uani 1 1 d . . . . .
H26A H 0.134379 0.179793 0.517541 0.146 Uiso 1 1 calc R U . . .
H26B H 0.075360 0.287966 0.475244 0.146 Uiso 1 1 calc R U . . .
H26C H 0.023089 0.213432 0.537207 0.146 Uiso 1 1 calc R U . . .
C16 C -0.1193(3) 0.6768(3) 0.8012(3) 0.0994(14) Uani 1 1 d . . . . .
H16A H -0.128414 0.629812 0.852855 0.149 Uiso 1 1 calc R U . . .
H16B H -0.176021 0.731225 0.789882 0.149 Uiso 1 1 calc R U . . .
H16C H -0.064519 0.699624 0.802704 0.149 Uiso 1 1 calc R U . . .
C27 C 0.0224(2) 0.3528(2) 0.6022(2) 0.0799(10) Uani 1 1 d . . . . .
H27A H 0.018830 0.406415 0.552408 0.120 Uiso 1 1 calc R U . . .
H27B H 0.037057 0.371240 0.645599 0.120 Uiso 1 1 calc R U . . .
H27C H -0.038480 0.336879 0.614460 0.120 Uiso 1 1 calc R U . . .
C53 C 0.4975(2) 0.6205(2) 0.8203(2) 0.0641(8) Uani 1 1 d D . . . .
F1 F 0.5716(6) 0.5835(5) 0.8619(8) 0.115(3) Uani 0.5 1 d D . P A 1
F4 F 0.4322(7) 0.6775(8) 0.8511(6) 0.097(4) Uani 0.5 1 d D U P A 1
F5 F 0.5237(8) 0.6864(5) 0.7491(3) 0.114(3) Uani 0.5 1 d D . P A 1
F5A F 0.4381(8) 0.6986(7) 0.8144(10) 0.151(6) Uani 0.5 1 d . U P A 2
F1A F 0.5794(5) 0.6288(7) 0.7945(7) 0.110(3) Uani 0.5 1 d . . P A 2
F4A F 0.5095(10) 0.5862(8) 0.9059(4) 0.150(4) Uani 0.5 1 d . . P A 2
C54_1 C 0.7628(2) 0.3124(3) 0.7439(3) 0.0958(13) Uani 1 1 d D . . . .
S1_1 S 0.71473(4) 0.28059(5) 0.67101(4) 0.04966(16) Uani 1 1 d D . . . .
O2_1 O 0.64389(11) 0.23249(12) 0.71872(11) 0.0508(4) Uani 1 1 d D . . . .
F1_1 F 0.8055(2) 0.2324(2) 0.8032(2) 0.1755(17) Uani 1 1 d D . . . .
O1_1 O 0.79659(13) 0.22008(17) 0.64055(16) 0.0782(7) Uani 1 1 d D . . . .
F2_1 F 0.69623(14) 0.36501(17) 0.78240(15) 0.0942(7) Uani 1 1 d D . . . .
O3_1 O 0.67238(16) 0.37569(16) 0.61536(14) 0.0874(8) Uani 1 1 d D . . . .
F3_1 F 0.8287(2) 0.3574(3) 0.7165(3) 0.1998(19) Uani 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N005 1.7768(15) . ?
P1 C38 1.8303(18) . ?
P1 P2 2.2560(6) . ?
P2 C23 1.8419(18) . ?
P2 P3 2.2250(6) . ?
P3 C1 1.8186(18) . ?
P3 C8 1.8315(18) . ?
N005 C1 1.309(2) . ?
N005 H005 0.8600 . ?
C1 C2 1.469(2) . ?
C23 C34 1.417(2) . ?
C23 C24 1.422(3) . ?
C2 C7 1.392(3) . ?
C2 C3 1.392(3) . ?
C38 C49 1.409(3) . ?
C38 C39 1.429(3) . ?
C8 C19 1.415(3) . ?
C8 C9 1.419(3) . ?
C49 C48 1.399(3) . ?
C49 C50 1.523(3) . ?
C34 C33 1.390(3) . ?
C34 C35 1.515(3) . ?
C9 C13 1.394(3) . ?
C9 C10 1.524(3) . ?
C19 C18 1.395(3) . ?
C19 C20 1.523(3) . ?
C24 C28 1.391(3) . ?
C24 C25 1.523(3) . ?
C39 C43 1.385(3) . ?
C39 C40 1.522(3) . ?
C3 C4 1.386(3) . ?
C3 H3 0.9300 . ?
C35 C36 1.527(3) . ?
C35 C37 1.533(3) . ?
C35 H35 0.9800 . ?
C7 C6 1.382(3) . ?
C7 H7 0.9300 . ?
C28 C29 1.370(3) . ?
C28 H28 0.9300 . ?
C20 C21 1.526(3) . ?
C20 C22 1.532(3) . ?
C20 H20 0.9800 . ?
C43 C44 1.373(3) . ?
C43 H43 0.9300 . ?
C29 C33 1.395(3) . ?
C29 C30 1.524(3) . ?
C10 C11 1.522(3) . ?
C10 C12 1.523(4) . ?
C10 H10 0.9800 . ?
C50 C52 1.527(3) . ?
C50 C51 1.529(3) . ?
C50 H50 0.9800 . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C48 C44 1.389(3) . ?
C48 H48 0.9300 . ?
C44 C45 1.526(3) . ?
C13 C14 1.384(3) . ?
C13 H13 0.9300 . ?
C40 C42 1.525(3) . ?
C40 C41 1.532(4) . ?
C40 H40 0.9800 . ?
C6 C5 1.379(3) . ?
C6 H6 0.9300 . ?
C5 C4 1.381(3) . ?
C5 C53 1.503(3) . ?
C33 H33 0.9300 . ?
C14 C18 1.373(3) . ?
C14 C15 1.527(3) . ?
C30 C31 1.503(4) . ?
C30 C32 1.524(4) . ?
C30 H30 0.9800 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C18 H18 0.9300 . ?
C4 H4 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C45 C47 1.482(4) . ?
C45 C46 1.518(4) . ?
C45 H45 0.9800 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C25 C26 1.506(4) . ?
C25 C27 1.540(4) . ?
C25 H25 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C15 C16 1.459(4) . ?
C15 C17 1.472(4) . ?
C15 H15 0.9800 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C53 F5A 1.215(9) . ?
C53 F1A 1.236(6) . ?
C53 F1 1.256(6) . ?
C53 F4 1.272(7) . ?
C53 F5 1.389(6) . ?
C53 F4A 1.426(8) . ?
C54_1 F3_1 1.279(4) . ?
C54_1 F2_1 1.321(4) . ?
C54_1 F1_1 1.338(5) . ?
C54_1 S1_1 1.791(4) . ?
S1_1 O1_1 1.428(2) . ?
S1_1 O3_1 1.438(2) . ?
S1_1 O2_1 1.4383(17) . ?

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
N005 P1 C38 101.41(7) . . ?
N005 P1 P2 89.64(5) . . ?
C38 P1 P2 110.57(6) . . ?
C23 P2 P3 102.08(6) . . ?
C23 P2 P1 114.05(6) . . ?
P3 P2 P1 85.76(2) . . ?
C1 P3 C8 111.62(8) . . ?
C1 P3 P2 92.32(6) . . ?
C8 P3 P2 104.13(6) . . ?
C1 N005 P1 123.21(12) . . ?
C1 N005 H005 118.4 . . ?
P1 N005 H005 118.4 . . ?
N005 C1 C2 119.70(15) . . ?
N005 C1 P3 114.77(13) . . ?
C2 C1 P3 124.51(13) . . ?
C34 C23 C24 119.24(16) . . ?
C34 C23 P2 128.20(14) . . ?
C24 C23 P2 112.47(13) . . ?
C7 C2 C3 119.83(17) . . ?
C7 C2 C1 119.94(16) . . ?
C3 C2 C1 120.21(16) . . ?
C49 C38 C39 119.71(16) . . ?
C49 C38 P1 126.65(14) . . ?
C39 C38 P1 113.65(14) . . ?
C19 C8 C9 119.79(17) . . ?
C19 C8 P3 127.14(14) . . ?
C9 C8 P3 113.00(14) . . ?
C48 C49 C38 118.37(18) . . ?
C48 C49 C50 116.86(17) . . ?
C38 C49 C50 124.74(16) . . ?
C33 C34 C23 118.41(18) . . ?
C33 C34 C35 118.33(17) . . ?
C23 C34 C35 123.21(16) . . ?
C13 C9 C8 118.35(19) . . ?
C13 C9 C10 118.33(18) . . ?
C8 C9 C10 123.32(17) . . ?
C18 C19 C8 118.03(18) . . ?
C18 C19 C20 116.54(17) . . ?
C8 C19 C20 125.36(16) . . ?
C28 C24 C23 119.04(18) . . ?
C28 C24 C25 116.62(18) . . ?
C23 C24 C25 124.31(17) . . ?
C43 C39 C38 118.32(19) . . ?
C43 C39 C40 116.88(18) . . ?
C38 C39 C40 124.74(17) . . ?
C4 C3 C2 119.89(19) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C34 C35 C36 110.69(17) . . ?
C34 C35 C37 113.11(17) . . ?
C36 C35 C37 110.56(18) . . ?
C34 C35 H35 107.4 . . ?
C36 C35 H35 107.4 . . ?
C37 C35 H35 107.4 . . ?
C6 C7 C2 120.07(18) . . ?
C6 C7 H7 120.0 . . ?
C2 C7 H7 120.0 . . ?
C29 C28 C24 122.52(19) . . ?
C29 C28 H28 118.7 . . ?
C24 C28 H28 118.7 . . ?
C19 C20 C21 110.58(17) . . ?
C19 C20 C22 111.85(19) . . ?
C21 C20 C22 110.81(18) . . ?
C19 C20 H20 107.8 . . ?
C21 C20 H20 107.8 . . ?
C22 C20 H20 107.8 . . ?
C44 C43 C39 123.1(2) . . ?
C44 C43 H43 118.4 . . ?
C39 C43 H43 118.4 . . ?
C28 C29 C33 118.00(18) . . ?
C28 C29 C30 120.30(19) . . ?
C33 C29 C30 121.69(19) . . ?
C11 C10 C12 111.7(2) . . ?
C11 C10 C9 112.2(2) . . ?
C12 C10 C9 111.1(2) . . ?
C11 C10 H10 107.2 . . ?
C12 C10 H10 107.2 . . ?
C9 C10 H10 107.2 . . ?
C49 C50 C52 111.48(17) . . ?
C49 C50 C51 110.99(16) . . ?
C52 C50 C51 111.23(17) . . ?
C49 C50 H50 107.6 . . ?
C52 C50 H50 107.6 . . ?
C51 C50 H50 107.6 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C44 C48 C49 122.5(2) . . ?
C44 C48 H48 118.8 . . ?
C49 C48 H48 118.8 . . ?
C43 C44 C48 117.91(19) . . ?
C43 C44 C45 119.2(2) . . ?
C48 C44 C45 122.8(2) . . ?
C14 C13 C9 122.7(2) . . ?
C14 C13 H13 118.7 . . ?
C9 C13 H13 118.7 . . ?
C39 C40 C42 112.3(2) . . ?
C39 C40 C41 110.59(19) . . ?
C42 C40 C41 110.6(2) . . ?
C39 C40 H40 107.7 . . ?
C42 C40 H40 107.7 . . ?
C41 C40 H40 107.7 . . ?
C5 C6 C7 119.49(19) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C6 C5 C4 121.20(19) . . ?
C6 C5 C53 118.9(2) . . ?
C4 C5 C53 119.9(2) . . ?
C34 C33 C29 122.73(18) . . ?
C34 C33 H33 118.6 . . ?
C29 C33 H33 118.6 . . ?
C18 C14 C13 117.78(19) . . ?
C18 C14 C15 120.4(2) . . ?
C13 C14 C15 121.8(2) . . ?
C31 C30 C29 111.3(2) . . ?
C31 C30 C32 110.9(3) . . ?
C29 C30 C32 111.9(2) . . ?
C31 C30 H30 107.5 . . ?
C29 C30 H30 107.5 . . ?
C32 C30 H30 107.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C14 C18 C19 123.3(2) . . ?
C14 C18 H18 118.3 . . ?
C19 C18 H18 118.3 . . ?
C5 C4 C3 119.45(19) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C50 C52 H52A 109.5 . . ?
C50 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C50 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C47 C45 C46 113.6(3) . . ?
C47 C45 C44 115.0(2) . . ?
C46 C45 C44 108.5(2) . . ?
C47 C45 H45 106.3 . . ?
C46 C45 H45 106.3 . . ?
C44 C45 H45 106.3 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C26 C25 C24 112.9(3) . . ?
C26 C25 C27 110.6(3) . . ?
C24 C25 C27 110.1(2) . . ?
C26 C25 H25 107.7 . . ?
C24 C25 H25 107.7 . . ?
C27 C25 H25 107.7 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C16 C15 C17 119.6(3) . . ?
C16 C15 C14 112.9(2) . . ?
C17 C15 C14 111.7(2) . . ?
C16 C15 H15 103.4 . . ?
C17 C15 H15 103.4 . . ?
C14 C15 H15 103.4 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
F5A C53 F1A 113.4(7) . . ?
F1 C53 F4 111.1(6) . . ?
F1 C53 F5 105.3(6) . . ?
F4 C53 F5 101.6(6) . . ?
F5A C53 F4A 99.2(7) . . ?
F1A C53 F4A 100.9(6) . . ?
F5A C53 C5 116.0(6) . . ?
F1A C53 C5 116.9(3) . . ?
F1 C53 C5 113.2(4) . . ?
F4 C53 C5 114.7(5) . . ?
F5 C53 C5 109.8(3) . . ?
F4A C53 C5 107.2(3) . . ?
F3_1 C54_1 F2_1 107.1(3) . . ?
F3_1 C54_1 F1_1 103.8(3) . . ?
F2_1 C54_1 F1_1 104.4(4) . . ?
F3_1 C54_1 S1_1 115.6(4) . . ?
F2_1 C54_1 S1_1 113.6(2) . . ?
F1_1 C54_1 S1_1 111.3(3) . . ?
O1_1 S1_1 O3_1 116.48(14) . . ?
O1_1 S1_1 O2_1 115.87(13) . . ?
O3_1 S1_1 O2_1 113.04(12) . . ?
O1_1 S1_1 C54_1 104.51(15) . . ?
O3_1 S1_1 C54_1 101.46(19) . . ?
O2_1 S1_1 C54_1 102.81(17) . . ?

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
C38 P1 N005 C1 149.71(14) . . . . ?
P2 P1 N005 C1 38.79(14) . . . . ?
P1 N005 C1 C2 167.52(12) . . . . ?
P1 N005 C1 P3 -1.46(19) . . . . ?
C8 P3 C1 N005 -143.61(13) . . . . ?
P2 P3 C1 N005 -37.42(13) . . . . ?
C8 P3 C1 C2 48.02(16) . . . . ?
P2 P3 C1 C2 154.21(14) . . . . ?
P3 P2 C23 C34 -56.96(17) . . . . ?
P1 P2 C23 C34 33.77(18) . . . . ?
P3 P2 C23 C24 119.32(13) . . . . ?
P1 P2 C23 C24 -149.95(12) . . . . ?
N005 C1 C2 C7 31.5(2) . . . . ?
P3 C1 C2 C7 -160.64(14) . . . . ?
N005 C1 C2 C3 -147.03(18) . . . . ?
P3 C1 C2 C3 20.8(2) . . . . ?
N005 P1 C38 C49 -57.14(17) . . . . ?
P2 P1 C38 C49 36.81(17) . . . . ?
N005 P1 C38 C39 122.60(14) . . . . ?
P2 P1 C38 C39 -143.46(12) . . . . ?
C1 P3 C8 C19 30.0(2) . . . . ?
P2 P3 C8 C19 -68.34(17) . . . . ?
C1 P3 C8 C9 -153.02(14) . . . . ?
P2 P3 C8 C9 108.66(14) . . . . ?
C39 C38 C49 C48 2.0(3) . . . . ?
P1 C38 C49 C48 -178.26(15) . . . . ?
C39 C38 C49 C50 -175.95(17) . . . . ?
P1 C38 C49 C50 3.8(3) . . . . ?
C24 C23 C34 C33 -0.7(3) . . . . ?
P2 C23 C34 C33 175.33(15) . . . . ?
C24 C23 C34 C35 176.98(18) . . . . ?
P2 C23 C34 C35 -7.0(3) . . . . ?
C19 C8 C9 C13 -3.0(3) . . . . ?
P3 C8 C9 C13 179.73(16) . . . . ?
C19 C8 C9 C10 176.57(19) . . . . ?
P3 C8 C9 C10 -0.7(3) . . . . ?
C9 C8 C19 C18 3.1(3) . . . . ?
P3 C8 C19 C18 179.92(15) . . . . ?
C9 C8 C19 C20 -173.76(19) . . . . ?
P3 C8 C19 C20 3.1(3) . . . . ?
C34 C23 C24 C28 2.3(3) . . . . ?
P2 C23 C24 C28 -174.32(16) . . . . ?
C34 C23 C24 C25 -179.7(2) . . . . ?
P2 C23 C24 C25 3.6(3) . . . . ?
C49 C38 C39 C43 -1.6(3) . . . . ?
P1 C38 C39 C43 178.63(15) . . . . ?
C49 C38 C39 C40 175.38(18) . . . . ?
P1 C38 C39 C40 -4.4(2) . . . . ?
C7 C2 C3 C4 -2.8(3) . . . . ?
C1 C2 C3 C4 175.73(18) . . . . ?
C33 C34 C35 C36 81.9(2) . . . . ?
C23 C34 C35 C36 -95.8(2) . . . . ?
C33 C34 C35 C37 -42.8(2) . . . . ?
C23 C34 C35 C37 139.47(19) . . . . ?
C3 C2 C7 C6 2.2(3) . . . . ?
C1 C2 C7 C6 -176.41(17) . . . . ?
C23 C24 C28 C29 -2.0(3) . . . . ?
C25 C24 C28 C29 179.9(2) . . . . ?
C18 C19 C20 C21 -64.8(2) . . . . ?
C8 C19 C20 C21 112.1(2) . . . . ?
C18 C19 C20 C22 59.3(2) . . . . ?
C8 C19 C20 C22 -123.8(2) . . . . ?
C38 C39 C43 C44 -0.5(3) . . . . ?
C40 C39 C43 C44 -177.7(2) . . . . ?
C24 C28 C29 C33 -0.1(3) . . . . ?
C24 C28 C29 C30 179.4(2) . . . . ?
C13 C9 C10 C11 51.4(3) . . . . ?
C8 C9 C10 C11 -128.2(2) . . . . ?
C13 C9 C10 C12 -74.5(3) . . . . ?
C8 C9 C10 C12 106.0(2) . . . . ?
C48 C49 C50 C52 62.4(2) . . . . ?
C38 C49 C50 C52 -119.6(2) . . . . ?
C48 C49 C50 C51 -62.2(2) . . . . ?
C38 C49 C50 C51 115.8(2) . . . . ?
C38 C49 C48 C44 -0.4(3) . . . . ?
C50 C49 C48 C44 177.70(19) . . . . ?
C39 C43 C44 C48 2.0(3) . . . . ?
C39 C43 C44 C45 -175.9(2) . . . . ?
C49 C48 C44 C43 -1.6(3) . . . . ?
C49 C48 C44 C45 176.2(2) . . . . ?
C8 C9 C13 C14 1.0(3) . . . . ?
C10 C9 C13 C14 -178.7(2) . . . . ?
C43 C39 C40 C42 -56.3(3) . . . . ?
C38 C39 C40 C42 126.7(2) . . . . ?
C43 C39 C40 C41 67.8(3) . . . . ?
C38 C39 C40 C41 -109.2(2) . . . . ?
C2 C7 C6 C5 0.1(3) . . . . ?
C7 C6 C5 C4 -1.8(3) . . . . ?
C7 C6 C5 C53 177.7(2) . . . . ?
C23 C34 C33 C29 -1.4(3) . . . . ?
C35 C34 C33 C29 -179.19(19) . . . . ?
C28 C29 C33 C34 1.8(3) . . . . ?
C30 C29 C33 C34 -177.7(2) . . . . ?
C9 C13 C14 C18 1.0(3) . . . . ?
C9 C13 C14 C15 179.8(2) . . . . ?
C28 C29 C30 C31 110.2(3) . . . . ?
C33 C29 C30 C31 -70.3(3) . . . . ?
C28 C29 C30 C32 -125.0(3) . . . . ?
C33 C29 C30 C32 54.4(3) . . . . ?
C13 C14 C18 C19 -0.9(3) . . . . ?
C15 C14 C18 C19 -179.7(2) . . . . ?
C8 C19 C18 C14 -1.1(3) . . . . ?
C20 C19 C18 C14 176.0(2) . . . . ?
C6 C5 C4 C3 1.1(3) . . . . ?
C53 C5 C4 C3 -178.4(2) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C43 C44 C45 C47 -152.4(3) . . . . ?
C48 C44 C45 C47 29.8(4) . . . . ?
C43 C44 C45 C46 79.0(3) . . . . ?
C48 C44 C45 C46 -98.7(3) . . . . ?
C28 C24 C25 C26 -52.4(3) . . . . ?
C23 C24 C25 C26 129.6(3) . . . . ?
C28 C24 C25 C27 71.7(3) . . . . ?
C23 C24 C25 C27 -106.3(2) . . . . ?
C18 C14 C15 C16 -110.9(3) . . . . ?
C13 C14 C15 C16 70.3(4) . . . . ?
C18 C14 C15 C17 110.9(3) . . . . ?
C13 C14 C15 C17 -67.9(4) . . . . ?
C6 C5 C53 F5A 116.2(9) . . . . ?
C4 C5 C53 F5A -64.4(10) . . . . ?
C6 C5 C53 F1A -21.8(8) . . . . ?
C4 C5 C53 F1A 157.6(8) . . . . ?
C6 C5 C53 F1 -83.1(8) . . . . ?
C4 C5 C53 F1 96.3(8) . . . . ?
C6 C5 C53 F4 147.9(6) . . . . ?
C4 C5 C53 F4 -32.6(7) . . . . ?
C6 C5 C53 F5 34.3(6) . . . . ?
C4 C5 C53 F5 -146.2(6) . . . . ?
C6 C5 C53 F4A -134.1(7) . . . . ?
C4 C5 C53 F4A 45.4(7) . . . . ?
F3_1 C54_1 S1_1 O1_1 58.8(4) . . . . ?
F2_1 C54_1 S1_1 O1_1 -176.7(3) . . . . ?
F1_1 C54_1 S1_1 O1_1 -59.2(3) . . . . ?
F3_1 C54_1 S1_1 O3_1 -62.7(3) . . . . ?
F2_1 C54_1 S1_1 O3_1 61.8(3) . . . . ?
F1_1 C54_1 S1_1 O3_1 179.3(3) . . . . ?
F3_1 C54_1 S1_1 O2_1 -179.8(3) . . . . ?
F2_1 C54_1 S1_1 O2_1 -55.3(3) . . . . ?
F1_1 C54_1 S1_1 O2_1 62.2(3) . . . . ?

_refine_diff_density_max         0.769
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.052


####################################################################### 
# 
# 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_im026_a
_database_code_depnum_ccdc_archive 'CCDC 2293089'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
_audit_creation_date             2022-05-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H39 N1 P3, C O3 F3 S [+solvent]'
_chemical_formula_sum            'C35 H39 F3 N O3 P3 S'
_chemical_formula_weight         703.64
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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                   11.005(2)
_cell_length_b                   12.506(2)
_cell_length_c                   15.198(3)
_cell_angle_alpha                113.278(6)
_cell_angle_beta                 98.207(7)
_cell_angle_gamma                93.456(7)
_cell_volume                     1886.1(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6259
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.96
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.972
_exptl_absorpt_coefficient_mu    0.261
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6898
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_unetI/netI     0.1052
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20519
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.956
_diffrn_reflns_theta_min         1.787
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6015
_reflns_number_total             9011
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_hydrogen_treatment    Mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     428
_refine_ls_number_reflns         9011
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0526
_refine_ls_restrained_S_all      0.967
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0400P)²+0.8735P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1084
_refine_ls_wR_factor_ref         0.1261
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C21(H21), C7(H7), C19(H19), C5(H5), C3(H3), C30(H30), C6(H6), C10(H10),
 C28(H28), C4(H4), C12(H12)
1.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C34(H34A,H34B,H34C), C14(H14A,H14B,H14C), C16(H16A,H16B,
 H16C), C25(H25A,H25B,H25C), C32(H32A,H32B,H32C), C24(H24A,H24B,H24C), C15(H15A,
 H15B,H15C), C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   mixed
_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
P2 P 0.60151(6) 0.59880(6) 0.23154(5) 0.01015(14) Uani 1 1 d . . . . .
S1 S 0.83882(6) 0.88547(6) 0.72357(5) 0.01429(15) Uani 1 1 d . . . . .
P3 P 0.65375(6) 0.60696(6) 0.38211(5) 0.01062(15) Uani 1 1 d . . . . .
P1 P 0.73927(6) 0.74937(6) 0.25933(5) 0.01030(14) Uani 1 1 d . . . . .
O1 O 0.82637(17) 0.79834(15) 0.62367(12) 0.0166(4) Uani 1 1 d . . . . .
F1 F 0.98011(19) 0.90232(17) 0.88363(12) 0.0428(5) Uani 1 1 d . . . . .
F2 F 0.91125(18) 0.72511(15) 0.78235(14) 0.0407(5) Uani 1 1 d . . . . .
F3 F 1.05807(17) 0.8226(2) 0.75493(15) 0.0503(6) Uani 1 1 d . . . . .
O2 O 0.73093(18) 0.88174(18) 0.76591(14) 0.0258(5) Uani 1 1 d . . . . .
O3 O 0.8965(2) 0.99942(16) 0.74088(14) 0.0285(5) Uani 1 1 d . . . . .
N1 N 0.71767(19) 0.75674(18) 0.43577(15) 0.0102(4) Uani 1 1 d . . . . .
C18 C 0.7921(2) 0.4463(2) 0.17058(18) 0.0122(5) Uani 1 1 d . . . . .
C8 C 0.5010(2) 0.6009(2) 0.41561(17) 0.0103(5) Uani 1 1 d . . . . .
C2 C 0.8032(2) 0.9438(2) 0.44443(18) 0.0121(5) Uani 1 1 d . . . . .
C27 C 0.5665(2) 0.9056(2) 0.24161(17) 0.0108(5) Uani 1 1 d . . . . .
C17 C 0.6697(2) 0.4716(2) 0.15390(17) 0.0106(5) Uani 1 1 d . . . . .
C1 C 0.7490(2) 0.8200(2) 0.38953(17) 0.0101(5) Uani 1 1 d . . . . .
C22 C 0.5862(2) 0.3937(2) 0.06934(18) 0.0116(5) Uani 1 1 d . . . . .
C13 C 0.4445(2) 0.6903(2) 0.48073(17) 0.0126(5) Uani 1 1 d . . . . .
C21 C 0.6277(2) 0.2969(2) 0.00306(18) 0.0138(5) Uani 1 1 d . . . . .
H21 H 0.572834 0.247203 -0.052940 0.017 Uiso 1 1 calc R U . . .
C31 C 0.7330(2) 0.8750(2) 0.14680(18) 0.0125(5) Uani 1 1 d . . . . .
C7 C 0.8801(2) 0.9990(2) 0.40487(18) 0.0124(5) Uani 1 1 d . . . . .
H7 H 0.899262 0.957202 0.343813 0.015 Uiso 1 1 calc R U . . .
C19 C 0.8278(2) 0.3470(2) 0.10169(19) 0.0154(6) Uani 1 1 d . . . . .
H19 H 0.908483 0.330530 0.112615 0.018 Uiso 1 1 calc R U . . .
C23 C 0.8877(2) 0.5201(2) 0.25918(18) 0.0160(6) Uani 1 1 d . . . . .
H23A H 0.903448 0.597443 0.261252 0.024 Uiso 1 1 calc R U . . .
H23B H 0.962950 0.484784 0.256008 0.024 Uiso 1 1 calc R U . . .
H23C H 0.857621 0.524979 0.316751 0.024 Uiso 1 1 calc R U . . .
C9 C 0.4395(2) 0.4843(2) 0.37278(18) 0.0143(5) Uani 1 1 d . . . . .
C26 C 0.6704(2) 0.8497(2) 0.21242(17) 0.0106(5) Uani 1 1 d . . . . .
C20 C 0.7477(2) 0.2715(2) 0.01720(18) 0.0148(6) Uani 1 1 d . . . . .
C5 C 0.8989(2) 1.1786(2) 0.54788(19) 0.0170(6) Uani 1 1 d . . . . .
H5 H 0.930893 1.257309 0.582343 0.020 Uiso 1 1 calc R U . . .
C3 C 0.7747(2) 1.0079(2) 0.53626(18) 0.0138(5) Uani 1 1 d . . . . .
H3 H 0.723083 0.971798 0.562691 0.017 Uiso 1 1 calc R U . . .
C30 C 0.6939(3) 0.9596(2) 0.11568(18) 0.0166(6) Uani 1 1 d . . . . .
H30 H 0.734829 0.976618 0.072380 0.020 Uiso 1 1 calc R U . . .
C6 C 0.9276(2) 1.1165(2) 0.45711(19) 0.0154(6) Uani 1 1 d . . . . .
H6 H 0.978834 1.153375 0.431038 0.019 Uiso 1 1 calc R U . . .
C29 C 0.5953(3) 1.0200(2) 0.14720(19) 0.0175(6) Uani 1 1 d . . . . .
C10 C 0.3243(2) 0.4610(2) 0.39209(19) 0.0170(6) Uani 1 1 d . . . . .
H10 H 0.284199 0.384533 0.362363 0.020 Uiso 1 1 calc R U . . .
C28 C 0.5317(2) 0.9901(2) 0.20823(18) 0.0153(6) Uani 1 1 d . . . . .
H28 H 0.463552 1.027647 0.227527 0.018 Uiso 1 1 calc R U . . .
C34 C 0.8425(2) 0.8147(2) 0.10999(19) 0.0161(6) Uani 1 1 d . . . . .
H34A H 0.913921 0.844093 0.161133 0.024 Uiso 1 1 calc R U . . .
H34B H 0.859245 0.830207 0.055574 0.024 Uiso 1 1 calc R U . . .
H34C H 0.823695 0.731582 0.089975 0.024 Uiso 1 1 calc R U . . .
C4 C 0.8232(2) 1.1251(2) 0.58799(19) 0.0169(6) Uani 1 1 d . . . . .
H4 H 0.804870 1.167448 0.649271 0.020 Uiso 1 1 calc R U . . .
C14 C 0.4949(3) 0.3824(2) 0.3046(2) 0.0191(6) Uani 1 1 d . . . . .
H14A H 0.497064 0.391185 0.244815 0.029 Uiso 1 1 calc R U . . .
H14B H 0.445108 0.310108 0.291073 0.029 Uiso 1 1 calc R U . . .
H14C H 0.577444 0.381532 0.334600 0.029 Uiso 1 1 calc R U . . .
C16 C 0.5026(2) 0.8165(2) 0.53577(19) 0.0163(6) Uani 1 1 d . . . . .
H16A H 0.575614 0.820384 0.580407 0.024 Uiso 1 1 calc R U . . .
H16B H 0.444662 0.862015 0.571305 0.024 Uiso 1 1 calc R U . . .
H16C H 0.524454 0.847189 0.490594 0.024 Uiso 1 1 calc R U . . .
C12 C 0.3292(2) 0.6615(2) 0.49783(19) 0.0163(6) Uani 1 1 d . . . . .
H12 H 0.292105 0.720746 0.540259 0.020 Uiso 1 1 calc R U . . .
C25 C 0.4508(2) 0.4077(2) 0.04892(19) 0.0161(6) Uani 1 1 d . . . . .
H25A H 0.407051 0.384561 0.090203 0.024 Uiso 1 1 calc R U . . .
H25B H 0.416467 0.359088 -0.018052 0.024 Uiso 1 1 calc R U . . .
H25C H 0.442920 0.488254 0.061656 0.024 Uiso 1 1 calc R U . . .
C11 C 0.2662(2) 0.5481(2) 0.45446(19) 0.0172(6) Uani 1 1 d . . . . .
C32 C 0.4915(2) 0.8784(2) 0.30713(19) 0.0161(6) Uani 1 1 d . . . . .
H32A H 0.477299 0.794984 0.287086 0.024 Uiso 1 1 calc R U . . .
H32B H 0.413552 0.908360 0.303114 0.024 Uiso 1 1 calc R U . . .
H32C H 0.535703 0.914587 0.373075 0.024 Uiso 1 1 calc R U . . .
C24 C 0.7907(3) 0.1642(2) -0.0548(2) 0.0229(7) Uani 1 1 d . . . . .
H24A H 0.738041 0.095238 -0.063767 0.034 Uiso 1 1 calc R U . . .
H24B H 0.874339 0.158657 -0.030275 0.034 Uiso 1 1 calc R U . . .
H24C H 0.786917 0.170500 -0.116019 0.034 Uiso 1 1 calc R U . . .
C35 C 0.9525(3) 0.8311(3) 0.7889(2) 0.0259(7) Uani 1 1 d . . . . .
C15 C 0.1408(3) 0.5213(3) 0.4749(2) 0.0251(7) Uani 1 1 d . . . . .
H15A H 0.078394 0.540227 0.434328 0.038 Uiso 1 1 calc R U . . .
H15B H 0.138049 0.567260 0.542120 0.038 Uiso 1 1 calc R U . . .
H15C H 0.125923 0.439429 0.461307 0.038 Uiso 1 1 calc R U . . .
C33 C 0.5590(3) 1.1158(2) 0.1163(2) 0.0265(7) Uani 1 1 d . . . . .
H33A H 0.610384 1.188095 0.158091 0.040 Uiso 1 1 calc R U . . .
H33B H 0.473909 1.125210 0.120930 0.040 Uiso 1 1 calc R U . . .
H33C H 0.569669 1.095342 0.050250 0.040 Uiso 1 1 calc R U . . .
H1 H 0.750(3) 0.783(2) 0.497(2) 0.023(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P2 P3 2.2384(10) . ?
P2 P1 2.2063(10) . ?
P2 C17 1.844(2) . ?
S1 O1 1.4583(18) . ?
S1 O2 1.436(2) . ?
S1 O3 1.432(2) . ?
S1 C35 1.816(3) . ?
P3 N1 1.772(2) . ?
P3 C8 1.830(3) . ?
P1 C1 1.804(2) . ?
P1 C26 1.824(3) . ?
F1 C35 1.336(3) . ?
F2 C35 1.336(3) . ?
F3 C35 1.331(4) . ?
N1 C1 1.309(3) . ?
C18 C17 1.413(3) . ?
C18 C19 1.394(3) . ?
C18 C23 1.506(3) . ?
C8 C13 1.414(3) . ?
C8 C9 1.420(3) . ?
C2 C1 1.475(3) . ?
C2 C7 1.399(4) . ?
C2 C3 1.400(3) . ?
C27 C26 1.410(3) . ?
C27 C28 1.393(4) . ?
C27 C32 1.502(4) . ?
C17 C22 1.418(3) . ?
C22 C21 1.386(3) . ?
C22 C25 1.514(4) . ?
C13 C16 1.511(3) . ?
C13 C12 1.386(4) . ?
C21 C20 1.383(4) . ?
C31 C26 1.410(4) . ?
C31 C30 1.386(4) . ?
C31 C34 1.517(4) . ?
C7 C6 1.389(3) . ?
C19 C20 1.392(4) . ?
C9 C10 1.381(4) . ?
C9 C14 1.516(4) . ?
C20 C24 1.512(3) . ?
C5 C6 1.383(4) . ?
C5 C4 1.384(4) . ?
C3 C4 1.388(3) . ?
C30 C29 1.393(4) . ?
C29 C28 1.385(4) . ?
C29 C33 1.504(4) . ?
C10 C11 1.391(4) . ?
C12 C11 1.392(4) . ?
C11 C15 1.504(4) . ?

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
P1 P2 P3 93.41(3) . . ?
C17 P2 P3 104.64(8) . . ?
C17 P2 P1 103.39(9) . . ?
O1 S1 C35 102.03(12) . . ?
O2 S1 O1 113.58(12) . . ?
O2 S1 C35 103.65(14) . . ?
O3 S1 O1 114.77(12) . . ?
O3 S1 O2 116.55(13) . . ?
O3 S1 C35 103.80(13) . . ?
N1 P3 P2 95.34(8) . . ?
N1 P3 C8 106.55(11) . . ?
C8 P3 P2 100.67(8) . . ?
C1 P1 P2 97.41(9) . . ?
C1 P1 C26 105.12(11) . . ?
C26 P1 P2 110.44(8) . . ?
C1 N1 P3 126.34(18) . . ?
C17 C18 C23 124.0(2) . . ?
C19 C18 C17 118.7(2) . . ?
C19 C18 C23 117.2(2) . . ?
C13 C8 P3 129.99(19) . . ?
C13 C8 C9 118.7(2) . . ?
C9 C8 P3 111.06(19) . . ?
C7 C2 C1 120.9(2) . . ?
C7 C2 C3 119.5(2) . . ?
C3 C2 C1 119.6(2) . . ?
C26 C27 C32 123.2(2) . . ?
C28 C27 C26 118.5(2) . . ?
C28 C27 C32 118.3(2) . . ?
C18 C17 P2 127.06(18) . . ?
C18 C17 C22 119.2(2) . . ?
C22 C17 P2 113.79(18) . . ?
N1 C1 P1 118.81(18) . . ?
N1 C1 C2 120.2(2) . . ?
C2 C1 P1 120.68(19) . . ?
C17 C22 C25 123.2(2) . . ?
C21 C22 C17 119.4(2) . . ?
C21 C22 C25 117.4(2) . . ?
C8 C13 C16 124.4(2) . . ?
C12 C13 C8 118.8(2) . . ?
C12 C13 C16 116.8(2) . . ?
C20 C21 C22 122.4(2) . . ?
C26 C31 C34 122.8(2) . . ?
C30 C31 C26 118.6(2) . . ?
C30 C31 C34 118.7(2) . . ?
C6 C7 C2 119.8(2) . . ?
C20 C19 C18 122.6(2) . . ?
C8 C9 C14 122.4(2) . . ?
C10 C9 C8 119.8(2) . . ?
C10 C9 C14 117.8(2) . . ?
C27 C26 P1 124.4(2) . . ?
C27 C26 C31 120.3(2) . . ?
C31 C26 P1 115.15(19) . . ?
C21 C20 C19 117.7(2) . . ?
C21 C20 C24 121.7(2) . . ?
C19 C20 C24 120.5(2) . . ?
C4 C5 C6 120.8(2) . . ?
C4 C3 C2 120.2(3) . . ?
C31 C30 C29 122.1(3) . . ?
C5 C6 C7 120.1(3) . . ?
C30 C29 C33 121.0(3) . . ?
C28 C29 C30 118.3(2) . . ?
C28 C29 C33 120.8(3) . . ?
C9 C10 C11 122.3(2) . . ?
C29 C28 C27 122.1(2) . . ?
C5 C4 C3 119.6(3) . . ?
C13 C12 C11 123.1(3) . . ?
C10 C11 C12 117.3(3) . . ?
C10 C11 C15 121.6(3) . . ?
C12 C11 C15 121.1(3) . . ?
F1 C35 S1 111.4(2) . . ?
F1 C35 F2 107.2(3) . . ?
F2 C35 S1 111.54(19) . . ?
F3 C35 S1 111.8(2) . . ?
F3 C35 F1 107.0(2) . . ?
F3 C35 F2 107.6(3) . . ?

_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_im017_a_a
_database_code_depnum_ccdc_archive 'CCDC 2293093'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C47H73NP3,CO3F3S
_chemical_formula_sum            'C48 H73 F3 N O3 P3 S'
_chemical_formula_weight         894.04

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.0397(5)
_cell_length_b                   21.2666(8)
_cell_length_c                   18.7063(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.2170(10)
_cell_angle_gamma                90
_cell_volume                     5088.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9953
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      25.28

_exptl_crystal_description       plate
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.167
_exptl_crystal_F_000             1920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.207
_shelx_estimated_absorpt_T_min   0.974
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6902
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50698
_diffrn_reflns_av_unetI/netI     0.0706
_diffrn_reflns_av_R_equivalents  0.0762
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.592
_diffrn_reflns_theta_max         25.431
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9359
_reflns_number_gt                6285
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'LinXTL v. 5.9.9 (Spasyuk, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0780P)²+6.6447P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    Mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9359
_refine_ls_number_parameters     582
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.1110
_refine_ls_R_factor_gt           0.0674
_refine_ls_wR_factor_ref         0.1816
_refine_ls_wR_factor_gt          0.1632
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8527(3) 0.58121(16) 0.3386(2) 0.0178(8) Uani 1 1 d . . . . .
C30 C 0.4574(3) 0.61405(18) 0.1328(2) 0.0270(9) Uani 1 1 d . . . . .
H30 H 0.521685 0.636136 0.155130 0.032 Uiso 1 1 calc R U . . .
C41 C 0.7195(3) 0.73850(19) 0.1659(2) 0.0298(10) Uani 1 1 d . . . . .
H41A H 0.747497 0.766509 0.134304 0.045 Uiso 1 1 calc R U . . .
H41B H 0.673048 0.761269 0.190514 0.045 Uiso 1 1 calc R U . . .
H41C H 0.681793 0.705214 0.137604 0.045 Uiso 1 1 calc R U . . .
C28 C 0.2568(3) 0.3873(2) 0.0960(2) 0.0335(11) Uani 1 1 d . . . . .
H28A H 0.222913 0.426463 0.102027 0.050 Uiso 1 1 calc R U . . .
H28B H 0.290886 0.371751 0.142774 0.050 Uiso 1 1 calc R U . . .
H28C H 0.205799 0.357294 0.073199 0.050 Uiso 1 1 calc R U . . .
P1 P 0.66509(7) 0.52929(4) 0.33996(5) 0.0175(2) Uani 1 1 d . . . . .
N1 N 0.7814(2) 0.57183(13) 0.37730(18) 0.0177(7) Uani 1 1 d . . . . .
O1 O 0.8521(3) 0.60768(16) 0.51704(16) 0.0444(8) Uani 1 1 d . . . . .
C38 C 0.9710(3) 0.57593(18) 0.1587(2) 0.0216(8) Uani 1 1 d . . . . .
C27 C 0.3380(3) 0.39751(19) 0.0481(2) 0.0232(9) Uani 1 1 d . . . . .
H27 H 0.369810 0.356657 0.041651 0.028 Uiso 1 1 calc R U . . .
C25 C 0.6696(3) 0.35871(19) 0.2493(2) 0.0333(10) Uani 1 1 d . . . . .
H25A H 0.621601 0.369546 0.280253 0.050 Uiso 1 1 calc R U . . .
H25B H 0.733736 0.343791 0.278517 0.050 Uiso 1 1 calc R U . . .
H25C H 0.639571 0.326344 0.215907 0.050 Uiso 1 1 calc R U . . .
C47 C 0.9947(3) 0.4710(2) 0.0982(2) 0.0328(10) Uani 1 1 d . . . . .
H47A H 1.046667 0.486250 0.072502 0.049 Uiso 1 1 calc R U . . .
H47B H 0.926448 0.477130 0.068800 0.049 Uiso 1 1 calc R U . . .
H47C H 1.005872 0.426967 0.108234 0.049 Uiso 1 1 calc R U . . .
P3 P 0.82861(8) 0.55336(4) 0.24540(5) 0.0179(2) Uani 1 1 d . . . . .
O2 O 0.8621(3) 0.51584(14) 0.5942(2) 0.0496(9) Uani 1 1 d . . . . .
C3 C 0.5528(3) 0.56711(17) 0.36812(19) 0.0184(8) Uani 1 1 d . . . . .
C22 C 0.4102(3) 0.50464(18) 0.0914(2) 0.0223(9) Uani 1 1 d . . . . .
H22 H 0.349032 0.522276 0.065272 0.027 Uiso 1 1 calc R U . . .
C6 C 0.3593(3) 0.61156(19) 0.3933(2) 0.0300(10) Uani 1 1 d . . . . .
C13 C 0.6595(3) 0.71086(19) 0.4529(2) 0.0327(10) Uani 1 1 d . . . . .
H13A H 0.602104 0.729971 0.470140 0.049 Uiso 1 1 calc R U . . .
H13B H 0.711864 0.742021 0.450337 0.049 Uiso 1 1 calc R U . . .
H13C H 0.688976 0.678088 0.485905 0.049 Uiso 1 1 calc R U . . .
C29 C 0.2866(4) 0.4210(2) -0.0263(2) 0.0453(13) Uani 1 1 d . . . . .
H29A H 0.252463 0.460301 -0.021559 0.068 Uiso 1 1 calc R U . . .
H29B H 0.235955 0.390752 -0.049174 0.068 Uiso 1 1 calc R U . . .
H29C H 0.338640 0.426766 -0.055673 0.068 Uiso 1 1 calc R U . . .
P2 P 0.65893(7) 0.57510(4) 0.23177(5) 0.0169(2) Uani 1 1 d . . . . .
O3 O 0.8547(3) 0.61977(15) 0.64466(17) 0.0551(10) Uani 1 1 d . . . . .
C4 C 0.4694(3) 0.52440(17) 0.37088(19) 0.0187(8) Uani 1 1 d . . . . .
C37 C 1.0213(3) 0.61125(18) 0.1124(2) 0.0245(9) Uani 1 1 d . . . . .
H37 H 1.068272 0.591164 0.088479 0.029 Uiso 1 1 calc R U . . .
C39 C 0.8093(3) 0.71050(17) 0.2224(2) 0.0235(9) Uani 1 1 d . . . . .
H39 H 0.778553 0.682092 0.253688 0.028 Uiso 1 1 calc R U . . .
C42 C 1.0589(3) 0.7129(2) 0.0502(2) 0.0306(10) Uani 1 1 d . . . . .
H42 H 1.092937 0.749263 0.077187 0.037 Uiso 1 1 calc R U . . .
C32 C 0.4222(4) 0.6412(2) 0.0565(3) 0.0430(12) Uani 1 1 d . . . . .
H32A H 0.474369 0.632752 0.027893 0.065 Uiso 1 1 calc R U . . .
H32B H 0.412854 0.685822 0.059724 0.065 Uiso 1 1 calc R U . . .
H32C H 0.357314 0.622146 0.033740 0.065 Uiso 1 1 calc R U . . .
S1 S 0.88219(8) 0.58218(5) 0.58851(6) 0.0281(3) Uani 1 1 d . . . . .
C23 C 0.4840(3) 0.54400(17) 0.1324(2) 0.0204(8) Uani 1 1 d . . . . .
C24 C 0.6918(3) 0.41704(17) 0.2063(2) 0.0229(9) Uani 1 1 d . . . . .
H24 H 0.732094 0.446466 0.241187 0.027 Uiso 1 1 calc R U . . .
C5 C 0.3743(3) 0.54885(19) 0.3825(2) 0.0267(9) Uani 1 1 d . . . . .
H5 H 0.319032 0.521318 0.382811 0.032 Uiso 1 1 calc R U . . .
C31 C 0.3778(3) 0.6258(2) 0.1812(2) 0.0311(10) Uani 1 1 d . . . . .
H31A H 0.314272 0.603646 0.161836 0.047 Uiso 1 1 calc R U . . .
H31B H 0.363504 0.670024 0.182482 0.047 Uiso 1 1 calc R U . . .
H31C H 0.405338 0.611116 0.229626 0.047 Uiso 1 1 calc R U . . .
C15 C 0.2544(4) 0.6360(2) 0.4072(3) 0.0477(14) Uani 1 1 d . . . . .
H15 H 0.204318 0.601336 0.396589 0.057 Uiso 1 1 calc R U . . .
C33 C 0.8986(3) 0.60651(17) 0.19395(19) 0.0192(8) Uani 1 1 d . . . . .
C20 C 0.5165(3) 0.41530(17) 0.1257(2) 0.0210(8) Uani 1 1 d . . . . .
H20 H 0.527721 0.372334 0.121965 0.025 Uiso 1 1 calc R U . . .
C40 C 0.8685(3) 0.76197(18) 0.2709(2) 0.0290(10) Uani 1 1 d . . . . .
H40A H 0.925854 0.743552 0.304283 0.044 Uiso 1 1 calc R U . . .
H40B H 0.822070 0.782214 0.297660 0.044 Uiso 1 1 calc R U . . .
H40C H 0.894734 0.792411 0.241029 0.044 Uiso 1 1 calc R U . . .
C26 C 0.7590(3) 0.4000(2) 0.1512(2) 0.0343(10) Uani 1 1 d . . . . .
H26A H 0.721642 0.371042 0.116123 0.051 Uiso 1 1 calc R U . . .
H26B H 0.822729 0.380857 0.175887 0.051 Uiso 1 1 calc R U . . .
H26C H 0.774914 0.437366 0.126660 0.051 Uiso 1 1 calc R U . . .
C18 C 0.5771(3) 0.51748(17) 0.1728(2) 0.0188(8) Uani 1 1 d . . . . .
C12 C 0.6203(3) 0.68293(16) 0.3771(2) 0.0230(9) Uani 1 1 d . . . . .
H12 H 0.679936 0.662965 0.361439 0.028 Uiso 1 1 calc R U . . .
C35 C 0.9357(3) 0.70425(18) 0.1385(2) 0.0235(9) Uani 1 1 d . . . . .
H35 H 0.925506 0.747370 0.132623 0.028 Uiso 1 1 calc R U . . .
C46 C 1.1130(3) 0.5020(2) 0.2157(2) 0.0343(10) Uani 1 1 d . . . . .
H46A H 1.129092 0.458685 0.227218 0.052 Uiso 1 1 calc R U . . .
H46B H 1.116761 0.525458 0.260036 0.052 Uiso 1 1 calc R U . . .
H46C H 1.162345 0.518753 0.188799 0.052 Uiso 1 1 calc R U . . .
C17 C 0.2122(4) 0.6891(2) 0.3576(4) 0.072(2) Uani 1 1 d . . . . .
H17A H 0.144024 0.700423 0.365551 0.108 Uiso 1 1 calc R U . . .
H17B H 0.207435 0.676283 0.307891 0.108 Uiso 1 1 calc R U . . .
H17C H 0.258096 0.724680 0.367638 0.108 Uiso 1 1 calc R U . . .
C34 C 0.8817(3) 0.67183(18) 0.1850(2) 0.0209(8) Uani 1 1 d . . . . .
C9 C 0.4744(3) 0.45379(17) 0.3600(2) 0.0232(9) Uani 1 1 d . . . . .
H9 H 0.545612 0.443054 0.354682 0.028 Uiso 1 1 calc R U . . .
C7 C 0.4428(3) 0.65243(19) 0.3933(2) 0.0284(10) Uani 1 1 d . . . . .
H7 H 0.434224 0.694756 0.403150 0.034 Uiso 1 1 calc R U . . .
C6AA C 0.3995(3) 0.4329(2) 0.2912(2) 0.0325(10) Uani 1 1 d . . . . .
H6AA H 0.328878 0.440761 0.296387 0.049 Uiso 1 1 calc R U . . .
H6AB H 0.408572 0.388732 0.283633 0.049 Uiso 1 1 calc R U . . .
H6AC H 0.414005 0.455948 0.250162 0.049 Uiso 1 1 calc R U . . .
C44 C 0.9822(5) 0.7362(3) -0.0141(3) 0.0641(17) Uani 1 1 d . . . . .
H44A H 0.955948 0.701362 -0.044897 0.096 Uiso 1 1 calc R U . . .
H44B H 1.015893 0.765556 -0.040910 0.096 Uiso 1 1 calc R U . . .
H44C H 0.925206 0.756632 0.002248 0.096 Uiso 1 1 calc R U . . .
C21 C 0.4239(3) 0.44045(18) 0.0878(2) 0.0214(8) Uani 1 1 d . . . . .
C8 C 0.5385(3) 0.63255(17) 0.3790(2) 0.0200(8) Uani 1 1 d . . . . .
C36 C 1.0034(3) 0.67476(19) 0.1010(2) 0.0256(9) Uani 1 1 d . . . . .
C14 C 0.5791(3) 0.73446(18) 0.3220(2) 0.0298(10) Uani 1 1 d . . . . .
H14A H 0.554273 0.715870 0.275055 0.045 Uiso 1 1 calc R U . . .
H14B H 0.634351 0.763545 0.318892 0.045 Uiso 1 1 calc R U . . .
H14C H 0.522762 0.756331 0.337439 0.045 Uiso 1 1 calc R U . . .
C43 C 1.1408(5) 0.6763(3) 0.0192(4) 0.0679(18) Uani 1 1 d . . . . .
H43A H 1.107676 0.642005 -0.009879 0.102 Uiso 1 1 calc R U . . .
H43B H 1.192661 0.660120 0.058411 0.102 Uiso 1 1 calc R U . . .
H43C H 1.173453 0.703630 -0.010555 0.102 Uiso 1 1 calc R U . . .
C19 C 0.5936(3) 0.45104(17) 0.1689(2) 0.0203(8) Uani 1 1 d . . . . .
C2 C 0.9584(3) 0.60527(19) 0.3735(2) 0.0254(9) Uani 1 1 d . . . . .
H2A H 0.953211 0.628415 0.416692 0.038 Uiso 1 1 calc R U . . .
H2B H 0.984396 0.632342 0.339997 0.038 Uiso 1 1 calc R U . . .
H2C H 1.005322 0.570488 0.386120 0.038 Uiso 1 1 calc R U . . .
C45 C 1.0030(3) 0.50698(18) 0.1700(2) 0.0255(9) Uani 1 1 d . . . . .
H45 H 0.955086 0.487087 0.197549 0.031 Uiso 1 1 calc R U . . .
C10 C 0.4506(4) 0.41783(19) 0.4262(2) 0.0346(11) Uani 1 1 d . . . . .
H10A H 0.496525 0.432119 0.469631 0.052 Uiso 1 1 calc R U . . .
H10B H 0.460981 0.373637 0.419956 0.052 Uiso 1 1 calc R U . . .
H10C H 0.379372 0.425285 0.430377 0.052 Uiso 1 1 calc R U . . .
C16 C 0.2624(5) 0.6526(4) 0.4865(4) 0.092(2) Uani 1 1 d . . . . .
H16A H 0.309234 0.687492 0.498728 0.138 Uiso 1 1 calc R U . . .
H16B H 0.288531 0.617057 0.516189 0.138 Uiso 1 1 calc R U . . .
H16C H 0.194510 0.663778 0.495131 0.138 Uiso 1 1 calc R U . . .
H1 H 0.800(3) 0.5752(19) 0.429(3) 0.035(12) Uiso 1 1 d . . . . .
C48 C 1.0219(4) 0.5846(2) 0.6037(3) 0.0493(14) Uani 1 1 d . . . . .
F2B F 1.0734(9) 0.5622(5) 0.6627(6) 0.050(3) Uani 0.5 1 d . U P . .
F2A F 1.0563(12) 0.5777(7) 0.6792(9) 0.089(5) Uani 0.5 1 d . U P . .
F3A F 1.0655(14) 0.5498(9) 0.5716(7) 0.061(4) Uani 0.5 1 d . U P . .
F3B F 1.0552(12) 0.5457(9) 0.5466(6) 0.049(3) Uani 0.5 1 d . U P . .
F1A F 1.0598(11) 0.6385(7) 0.5787(6) 0.068(4) Uani 0.5 1 d . U P . .
F1B F 1.0546(10) 0.6457(6) 0.6081(5) 0.049(3) Uani 0.5 1 d . U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.300(5) . ?
C1 C2 1.495(5) . ?
C1 P3 1.810(4) . ?
C30 C31 1.525(6) . ?
C30 C32 1.526(6) . ?
C30 C23 1.530(5) . ?
C41 C39 1.536(6) . ?
C28 C27 1.530(5) . ?
P1 N1 1.788(3) . ?
P1 C3 1.835(4) . ?
P1 P2 2.2335(13) . ?
O1 S1 1.425(3) . ?
C38 C37 1.402(5) . ?
C38 C33 1.411(5) . ?
C38 C45 1.528(5) . ?
C27 C29 1.507(6) . ?
C27 C21 1.522(5) . ?
C25 C24 1.536(5) . ?
C47 C45 1.532(6) . ?
P3 C33 1.838(4) . ?
P3 P2 2.2259(14) . ?
O2 S1 1.443(3) . ?
C3 C8 1.424(5) . ?
C3 C4 1.425(5) . ?
C22 C21 1.380(5) . ?
C22 C23 1.388(5) . ?
C6 C5 1.369(6) . ?
C6 C7 1.393(6) . ?
C6 C15 1.533(6) . ?
C13 C12 1.531(6) . ?
P2 C18 1.844(4) . ?
O3 S1 1.420(3) . ?
C4 C5 1.400(5) . ?
C4 C9 1.518(5) . ?
C37 C36 1.380(6) . ?
C39 C34 1.521(5) . ?
C39 C40 1.531(5) . ?
C42 C44 1.492(7) . ?
C42 C43 1.525(7) . ?
C42 C36 1.534(5) . ?
S1 C48 1.790(6) . ?
C23 C18 1.417(5) . ?
C24 C19 1.518(5) . ?
C24 C26 1.521(6) . ?
C15 C17 1.497(7) . ?
C15 C16 1.508(8) . ?
C33 C34 1.411(5) . ?
C20 C21 1.384(5) . ?
C20 C19 1.387(5) . ?
C18 C19 1.433(5) . ?
C12 C8 1.517(5) . ?
C12 C14 1.529(5) . ?
C35 C36 1.380(6) . ?
C35 C34 1.403(5) . ?
C46 C45 1.524(6) . ?
C9 C6AA 1.523(6) . ?
C9 C10 1.538(5) . ?
C7 C8 1.391(5) . ?
C48 F3A 1.167(17) . ?
C48 F2B 1.267(11) . ?
C48 F1B 1.367(14) . ?
C48 F1A 1.367(14) . ?
C48 F2A 1.402(16) . ?
C48 F3B 1.482(16) . ?
F2B F2A 0.53(2) . ?
F2B F3A 1.708(17) . ?
F1A F1B 0.587(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 120.5(3) . . ?
N1 C1 P3 118.5(3) . . ?
C2 C1 P3 120.3(3) . . ?
C31 C30 C32 112.2(3) . . ?
C31 C30 C23 110.1(3) . . ?
C32 C30 C23 113.0(3) . . ?
N1 P1 C3 109.25(16) . . ?
N1 P1 P2 90.66(11) . . ?
C3 P1 P2 100.31(12) . . ?
C1 N1 P1 120.3(3) . . ?
C37 C38 C33 118.5(4) . . ?
C37 C38 C45 116.8(3) . . ?
C33 C38 C45 124.6(3) . . ?
C29 C27 C21 113.9(3) . . ?
C29 C27 C28 110.7(4) . . ?
C21 C27 C28 109.0(3) . . ?
C1 P3 C33 107.00(17) . . ?
C1 P3 P2 91.42(12) . . ?
C33 P3 P2 113.32(13) . . ?
C8 C3 C4 119.7(3) . . ?
C8 C3 P1 127.1(3) . . ?
C4 C3 P1 112.8(3) . . ?
C21 C22 C23 122.8(4) . . ?
C5 C6 C7 118.3(4) . . ?
C5 C6 C15 120.9(4) . . ?
C7 C6 C15 120.8(4) . . ?
C18 P2 P3 112.18(12) . . ?
C18 P2 P1 99.59(12) . . ?
P3 P2 P1 86.90(5) . . ?
C5 C4 C3 118.3(3) . . ?
C5 C4 C9 116.8(3) . . ?
C3 C4 C9 124.9(3) . . ?
C36 C37 C38 122.3(4) . . ?
C34 C39 C40 111.8(3) . . ?
C34 C39 C41 110.6(3) . . ?
C40 C39 C41 111.1(3) . . ?
C44 C42 C43 105.8(4) . . ?
C44 C42 C36 110.5(4) . . ?
C43 C42 C36 114.5(4) . . ?
O3 S1 O1 114.6(2) . . ?
O3 S1 O2 114.8(2) . . ?
O1 S1 O2 114.9(2) . . ?
O3 S1 C48 105.2(3) . . ?
O1 S1 C48 103.0(2) . . ?
O2 S1 C48 102.1(2) . . ?
C22 C23 C18 119.0(3) . . ?
C22 C23 C30 117.2(3) . . ?
C18 C23 C30 123.8(3) . . ?
C19 C24 C26 110.2(3) . . ?
C19 C24 C25 113.5(3) . . ?
C26 C24 C25 110.8(3) . . ?
C6 C5 C4 122.8(4) . . ?
C17 C15 C16 112.4(5) . . ?
C17 C15 C6 112.5(4) . . ?
C16 C15 C6 110.7(4) . . ?
C38 C33 C34 120.1(3) . . ?
C38 C33 P3 114.0(3) . . ?
C34 C33 P3 125.9(3) . . ?
C21 C20 C19 123.2(4) . . ?
C23 C18 C19 119.1(3) . . ?
C23 C18 P2 113.0(3) . . ?
C19 C18 P2 127.7(3) . . ?
C8 C12 C14 111.5(3) . . ?
C8 C12 C13 111.2(3) . . ?
C14 C12 C13 110.9(3) . . ?
C36 C35 C34 122.7(4) . . ?
C35 C34 C33 118.2(4) . . ?
C35 C34 C39 116.8(3) . . ?
C33 C34 C39 125.0(3) . . ?
C4 C9 C6AA 111.4(3) . . ?
C4 C9 C10 111.3(3) . . ?
C6AA C9 C10 109.8(3) . . ?
C8 C7 C6 122.7(4) . . ?
C22 C21 C20 117.7(3) . . ?
C22 C21 C27 121.9(4) . . ?
C20 C21 C27 120.3(3) . . ?
C7 C8 C3 118.2(3) . . ?
C7 C8 C12 116.8(3) . . ?
C3 C8 C12 125.0(3) . . ?
C35 C36 C37 118.2(4) . . ?
C35 C36 C42 120.0(4) . . ?
C37 C36 C42 121.9(4) . . ?
C20 C19 C18 118.1(3) . . ?
C20 C19 C24 117.3(3) . . ?
C18 C19 C24 124.6(3) . . ?
C46 C45 C38 110.3(3) . . ?
C46 C45 C47 110.9(3) . . ?
C38 C45 C47 112.8(3) . . ?
F3A C48 F2B 89.0(10) . . ?
F3A C48 F1B 117.2(11) . . ?
F2B C48 F1B 101.5(8) . . ?
F3A C48 F1A 96.4(11) . . ?
F2B C48 F1A 116.6(9) . . ?
F1B C48 F1A 24.8(7) . . ?
F3A C48 F2A 111.1(10) . . ?
F2B C48 F2A 22.1(8) . . ?
F1B C48 F2A 90.3(8) . . ?
F1A C48 F2A 111.5(9) . . ?
F3A C48 F3B 15.2(12) . . ?
F2B C48 F3B 103.8(9) . . ?
F1B C48 F3B 116.3(9) . . ?
F1A C48 F3B 92.6(9) . . ?
F2A C48 F3B 125.9(8) . . ?
F3A C48 S1 118.8(9) . . ?
F2B C48 S1 118.6(7) . . ?
F1B C48 S1 109.4(6) . . ?
F1A C48 S1 113.2(7) . . ?
F2A C48 S1 105.9(8) . . ?
F3B C48 S1 107.5(7) . . ?
F2A F2B C48 93(3) . . ?
F2A F2B F3A 137(3) . . ?
C48 F2B F3A 43.1(7) . . ?
F2B F2A C48 64(2) . . ?
C48 F3A F2B 47.9(6) . . ?
F1B F1A C48 78(2) . . ?
F1A F1B C48 78(2) . . ?

_refine_diff_density_max         1.610
_refine_diff_density_min         -0.622
_refine_diff_density_rms         0.081

####################################################################### 
# 
# 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_im020_a
_database_code_depnum_ccdc_archive 'CCDC 2293094'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C52 H75 N P3, C S F3 O3'
_chemical_formula_sum            'C53 H75 F3 N O3 P3 S'
_chemical_formula_weight         956.11

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.2057(6)
_cell_length_b                   14.4979(7)
_cell_length_c                   16.1649(8)
_cell_angle_alpha                65.0680(10)
_cell_angle_beta                 79.1030(10)
_cell_angle_gamma                64.9930(10)
_cell_volume                     2543.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9867
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      30.58

_exptl_crystal_description       prism
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.212
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7201
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            63351
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.389
_diffrn_reflns_theta_max         30.629
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             15654
_reflns_number_gt                12042
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'LinXTL v. 5.9.9 (Spasyuk, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0384P)²+1.2085P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    Mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         15654
_refine_ls_number_parameters     599
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.0979
_refine_ls_wR_factor_gt          0.0880
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P2 P 0.70466(3) 0.83990(3) 0.20505(2) 0.00883(7) Uani 1 1 d . . . . .
P1 P 0.68896(3) 0.67632(3) 0.28171(2) 0.00925(7) Uani 1 1 d . . . . .
P3 P 0.81455(3) 0.79692(3) 0.31545(2) 0.00894(7) Uani 1 1 d . . . . .
S1 S 0.92330(3) 0.29480(3) 0.35452(2) 0.01721(8) Uani 1 1 d . . . . .
F1 F 0.93408(8) 0.10075(7) 0.47160(7) 0.0259(2) Uani 1 1 d . . . . .
O3 O 1.03921(10) 0.26556(9) 0.36695(9) 0.0269(3) Uani 1 1 d . . . . .
N1 N 0.83222(9) 0.60908(9) 0.31161(8) 0.0096(2) Uani 1 1 d . . . . .
C1 C 0.89019(11) 0.65372(10) 0.32827(9) 0.0092(2) Uani 1 1 d . . . . .
C23 C 0.58005(10) 0.94898(10) 0.22924(9) 0.0092(2) Uani 1 1 d . . . . .
C43 C 0.76449(11) 0.59539(10) 0.13537(9) 0.0108(2) Uani 1 1 d . . . . .
C38 C 0.68504(11) 0.61514(10) 0.20443(9) 0.0103(2) Uani 1 1 d . . . . .
C2 C 1.00110(11) 0.58454(10) 0.36980(9) 0.0103(2) Uani 1 1 d . . . . .
C9 C 0.87718(11) 0.96102(10) 0.29711(9) 0.0101(2) Uani 1 1 d . . . . .
C26 C 0.41817(11) 1.14233(11) 0.25084(9) 0.0120(2) Uani 1 1 d . . . . .
C13 C 0.99800(11) 0.85232(10) 0.20846(9) 0.0107(2) Uani 1 1 d . . . . .
C28 C 0.54640(11) 1.05147(10) 0.15311(9) 0.0102(2) Uani 1 1 d . . . . .
C29 C 0.54714(11) 0.83841(10) 0.39978(9) 0.0110(2) Uani 1 1 d . . . . .
H29 H 0.613986 0.780561 0.388301 0.013 Uiso 1 1 calc R U . . .
C8 C 0.90421(11) 0.87500(10) 0.26611(9) 0.0099(2) Uani 1 1 d . . . . .
C32 C 0.33626(12) 1.24597(11) 0.26493(10) 0.0146(3) Uani 1 1 d . . . . .
H32 H 0.308151 1.223740 0.327933 0.018 Uiso 1 1 calc R U . . .
C41 C 0.68321(12) 0.47985(11) 0.12080(9) 0.0136(3) Uani 1 1 d . . . . .
C7 C 1.05948(11) 0.47837(11) 0.36941(9) 0.0129(3) Uani 1 1 d . . . . .
H7 H 1.028174 0.451474 0.342254 0.015 Uiso 1 1 calc R U . . .
C12 C 1.06908(11) 0.90734(11) 0.19190(9) 0.0131(3) Uani 1 1 d . . . . .
H12 H 1.132340 0.890928 0.155497 0.016 Uiso 1 1 calc R U . . .
C25 C 0.44821(11) 1.04077(11) 0.32332(9) 0.0117(2) Uani 1 1 d . . . . .
H25 H 0.413937 1.037108 0.379819 0.014 Uiso 1 1 calc R U . . .
C5 C 1.21149(12) 0.45327(11) 0.44900(10) 0.0153(3) Uani 1 1 d . . . . .
H5 H 1.281888 0.409848 0.474792 0.018 Uiso 1 1 calc R U . . .
C4 C 1.15434(11) 0.55811(11) 0.45028(10) 0.0146(3) Uani 1 1 d . . . . .
H4 H 1.186306 0.584600 0.477311 0.018 Uiso 1 1 calc R U . . .
C44 C 0.85537(11) 0.64142(11) 0.10203(9) 0.0118(2) Uani 1 1 d . . . . .
H44 H 0.846586 0.687893 0.134833 0.014 Uiso 1 1 calc R U . . .
C24 C 0.52746(10) 0.94401(10) 0.31519(9) 0.0095(2) Uani 1 1 d . . . . .
C11 C 1.04927(11) 0.98580(11) 0.22759(9) 0.0119(2) Uani 1 1 d . . . . .
C14 C 0.77205(11) 0.99649(11) 0.35302(9) 0.0120(2) Uani 1 1 d . . . . .
H14 H 0.722851 0.963491 0.348993 0.014 Uiso 1 1 calc R U . . .
C40 C 0.60244(11) 0.50488(11) 0.18515(10) 0.0142(3) Uani 1 1 d . . . . .
H40 H 0.547350 0.476153 0.200605 0.017 Uiso 1 1 calc R U . . .
C42 C 0.76156(12) 0.52812(11) 0.09540(9) 0.0133(3) Uani 1 1 d . . . . .
H42 H 0.813877 0.515002 0.050090 0.016 Uiso 1 1 calc R U . . .
C20 C 1.02191(11) 0.77758(11) 0.15760(9) 0.0124(2) Uani 1 1 d . . . . .
H20 H 0.971325 0.738209 0.181930 0.015 Uiso 1 1 calc R U . . .
C39 C 0.60102(11) 0.57174(11) 0.22751(9) 0.0125(2) Uani 1 1 d . . . . .
C6 C 1.16355(11) 0.41331(11) 0.40927(10) 0.0150(3) Uani 1 1 d . . . . .
H6 H 1.201397 0.342660 0.409390 0.018 Uiso 1 1 calc R U . . .
C10 C 0.95039(11) 1.01438(11) 0.27681(9) 0.0120(2) Uani 1 1 d . . . . .
H10 H 0.932637 1.070985 0.296791 0.014 Uiso 1 1 calc R U . . .
C50 C 0.68602(12) 0.40211(12) 0.07965(10) 0.0157(3) Uani 1 1 d . . . . .
H50 H 0.630925 0.370031 0.112643 0.019 Uiso 1 1 calc R U . . .
C33 C 0.23600(12) 1.30682(12) 0.20198(11) 0.0198(3) Uani 1 1 d . . . . .
H33A H 0.261246 1.328670 0.139589 0.030 Uiso 1 1 calc R U . . .
H33B H 0.185806 1.371019 0.213729 0.030 Uiso 1 1 calc R U . . .
H33C H 0.197907 1.259006 0.213061 0.030 Uiso 1 1 calc R U . . .
C31 C 0.56742(12) 0.84701(12) 0.48614(9) 0.0169(3) Uani 1 1 d . . . . .
H31A H 0.630046 0.867907 0.476122 0.025 Uiso 1 1 calc R U . . .
H31B H 0.582784 0.776961 0.536139 0.025 Uiso 1 1 calc R U . . .
H31C H 0.502138 0.901563 0.500220 0.025 Uiso 1 1 calc R U . . .
C21 C 1.14188(12) 0.69174(12) 0.16936(11) 0.0169(3) Uani 1 1 d . . . . .
H21A H 1.192681 0.728138 0.139984 0.025 Uiso 1 1 calc R U . . .
H21B H 1.149748 0.641435 0.142307 0.025 Uiso 1 1 calc R U . . .
H21C H 1.158454 0.651816 0.233161 0.025 Uiso 1 1 calc R U . . .
C3 C 1.04964(11) 0.62332(11) 0.41125(9) 0.0130(3) Uani 1 1 d . . . . .
H3 H 1.011457 0.693232 0.412637 0.016 Uiso 1 1 calc R U . . .
C27 C 0.46691(11) 1.14542(11) 0.16631(9) 0.0129(3) Uani 1 1 d . . . . .
H27 H 0.445931 1.212433 0.116589 0.015 Uiso 1 1 calc R U . . .
C17 C 1.13066(11) 1.03981(11) 0.21615(10) 0.0143(3) Uani 1 1 d . . . . .
H17 H 1.090854 1.119643 0.186009 0.017 Uiso 1 1 calc R U . . .
C53 C 0.88055(12) 0.20584(11) 0.46064(10) 0.0173(3) Uani 1 1 d . . . . .
C34 C 0.39501(13) 1.32198(12) 0.25311(10) 0.0188(3) Uani 1 1 d . . . . .
H34A H 0.454747 1.283539 0.295932 0.028 Uiso 1 1 calc R U . . .
H34B H 0.342385 1.386121 0.263824 0.028 Uiso 1 1 calc R U . . .
H34C H 0.424758 1.343968 0.192149 0.028 Uiso 1 1 calc R U . . .
C16 C 0.80035(13) 0.95157(13) 0.45343(10) 0.0197(3) Uani 1 1 d . . . . .
H16A H 0.832709 0.872483 0.476721 0.029 Uiso 1 1 calc R U . . .
H16B H 0.733438 0.975547 0.487443 0.029 Uiso 1 1 calc R U . . .
H16C H 0.852694 0.978422 0.459281 0.029 Uiso 1 1 calc R U . . .
C35 C 0.59609(11) 1.06736(11) 0.05732(9) 0.0128(3) Uani 1 1 d . . . . .
H35 H 0.634976 0.994252 0.054552 0.015 Uiso 1 1 calc R U . . .
C15 C 0.70814(12) 1.12145(12) 0.31541(11) 0.0206(3) Uani 1 1 d . . . . .
H15A H 0.753289 1.156242 0.320278 0.031 Uiso 1 1 calc R U . . .
H15B H 0.640056 1.139729 0.349812 0.031 Uiso 1 1 calc R U . . .
H15C H 0.690938 1.146845 0.252525 0.031 Uiso 1 1 calc R U . . .
C19 C 1.23378(12) 1.00486(13) 0.15815(11) 0.0206(3) Uani 1 1 d . . . . .
H19A H 1.274619 0.926766 0.186169 0.031 Uiso 1 1 calc R U . . .
H19B H 1.280521 1.042726 0.153435 0.031 Uiso 1 1 calc R U . . .
H19C H 1.211132 1.023077 0.098328 0.031 Uiso 1 1 calc R U . . .
C47 C 0.50911(12) 0.59038(13) 0.29849(11) 0.0177(3) Uani 1 1 d . . . . .
H47 H 0.514344 0.643333 0.318457 0.021 Uiso 1 1 calc R U . . .
C30 C 0.44871(12) 0.80335(12) 0.41471(11) 0.0188(3) Uani 1 1 d . . . . .
H30A H 0.383180 0.855531 0.431207 0.028 Uiso 1 1 calc R U . . .
H30B H 0.465904 0.731686 0.462786 0.028 Uiso 1 1 calc R U . . .
H30C H 0.435307 0.800856 0.359496 0.028 Uiso 1 1 calc R U . . .
C22 C 0.99562(13) 0.84884(13) 0.05631(10) 0.0191(3) Uani 1 1 d . . . . .
H22A H 0.918269 0.897596 0.050082 0.029 Uiso 1 1 calc R U . . .
H22B H 1.010690 0.802175 0.023731 0.029 Uiso 1 1 calc R U . . .
H22C H 1.041447 0.891333 0.031749 0.029 Uiso 1 1 calc R U . . .
C46 C 0.97162(12) 0.54931(12) 0.12193(11) 0.0180(3) Uani 1 1 d . . . . .
H46A H 0.978069 0.505457 0.186203 0.027 Uiso 1 1 calc R U . . .
H46B H 1.027140 0.580881 0.102863 0.027 Uiso 1 1 calc R U . . .
H46C H 0.982672 0.503704 0.089235 0.027 Uiso 1 1 calc R U . . .
C52 C 0.80009(13) 0.30766(12) 0.08992(11) 0.0206(3) Uani 1 1 d . . . . .
H52A H 0.854854 0.336500 0.054665 0.031 Uiso 1 1 calc R U . . .
H52B H 0.796467 0.256592 0.068546 0.031 Uiso 1 1 calc R U . . .
H52C H 0.820663 0.270497 0.152994 0.031 Uiso 1 1 calc R U . . .
C45 C 0.84310(14) 0.71329(13) 0.00011(10) 0.0214(3) Uani 1 1 d . . . . .
H45A H 0.855686 0.668445 -0.033650 0.032 Uiso 1 1 calc R U . . .
H45B H 0.896818 0.747041 -0.018676 0.032 Uiso 1 1 calc R U . . .
H45C H 0.769090 0.769519 -0.011355 0.032 Uiso 1 1 calc R U . . .
C51 C 0.65238(14) 0.46508(13) -0.02070(11) 0.0220(3) Uani 1 1 d . . . . .
H51A H 0.582126 0.526016 -0.026075 0.033 Uiso 1 1 calc R U . . .
H51B H 0.645391 0.416629 -0.043413 0.033 Uiso 1 1 calc R U . . .
H51C H 0.708516 0.492066 -0.055552 0.033 Uiso 1 1 calc R U . . .
C18 C 1.16651(13) 1.01673(13) 0.31013(11) 0.0210(3) Uani 1 1 d . . . . .
H18A H 1.101827 1.045347 0.344265 0.032 Uiso 1 1 calc R U . . .
H18B H 1.217071 1.051731 0.302571 0.032 Uiso 1 1 calc R U . . .
H18C H 1.203081 0.938654 0.342350 0.032 Uiso 1 1 calc R U . . .
C36 C 0.50684(13) 1.13607(13) -0.01683(10) 0.0216(3) Uani 1 1 d . . . . .
H36A H 0.449010 1.107600 -0.000542 0.032 Uiso 1 1 calc R U . . .
H36B H 0.540344 1.132197 -0.074019 0.032 Uiso 1 1 calc R U . . .
H36C H 0.475299 1.211396 -0.022341 0.032 Uiso 1 1 calc R U . . .
C37 C 0.68279(14) 1.11773(14) 0.03956(11) 0.0233(3) Uani 1 1 d . . . . .
H37A H 0.647629 1.188443 0.044202 0.035 Uiso 1 1 calc R U . . .
H37B H 0.714326 1.126325 -0.020541 0.035 Uiso 1 1 calc R U . . .
H37C H 0.740924 1.070066 0.083848 0.035 Uiso 1 1 calc R U . . .
C49 C 0.39289(13) 0.63961(15) 0.25842(13) 0.0294(4) Uani 1 1 d . . . . .
H49A H 0.385359 0.705054 0.204749 0.044 Uiso 1 1 calc R U . . .
H49B H 0.336975 0.657783 0.302693 0.044 Uiso 1 1 calc R U . . .
H49C H 0.383467 0.586858 0.242676 0.044 Uiso 1 1 calc R U . . .
C48 C 0.52495(16) 0.48427(17) 0.38151(12) 0.0358(4) Uani 1 1 d . . . . .
H48A H 0.521241 0.430525 0.363580 0.054 Uiso 1 1 calc R U . . .
H48B H 0.467121 0.498428 0.425750 0.054 Uiso 1 1 calc R U . . .
H48C H 0.596522 0.456759 0.407687 0.054 Uiso 1 1 calc R U . . .
F3 F 0.90275(10) 0.21572(8) 0.53305(6) 0.0310(2) Uani 1 1 d . . . . .
F2 F 0.77173(8) 0.22918(9) 0.46208(8) 0.0359(3) Uani 1 1 d . . . . .
H1 H 0.8573(14) 0.5362(15) 0.3316(12) 0.020(5) Uiso 1 1 d . . . . .
O1 O 0.85081(9) 0.40360(8) 0.35424(8) 0.0213(2) Uani 1 1 d . . . . .
O2 O 0.89844(13) 0.26803(10) 0.28686(8) 0.0353(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P2 C23 1.8545(12) . ?
P2 P3 2.2263(5) . ?
P2 P1 2.2459(5) . ?
P1 N1 1.7754(11) . ?
P1 C38 1.8296(13) . ?
P3 C1 1.8201(13) . ?
P3 C8 1.8261(13) . ?
S1 O2 1.4338(12) . ?
S1 O3 1.4349(12) . ?
S1 O1 1.4573(11) . ?
S1 C53 1.8192(16) . ?
F1 C53 1.3272(16) . ?
N1 C1 1.3120(16) . ?
C1 C2 1.4710(18) . ?
C23 C24 1.4182(18) . ?
C23 C28 1.4236(18) . ?
C43 C42 1.3938(18) . ?
C43 C38 1.4147(18) . ?
C43 C44 1.5184(19) . ?
C38 C39 1.4149(18) . ?
C2 C3 1.4002(18) . ?
C2 C7 1.4025(17) . ?
C9 C10 1.3926(18) . ?
C9 C8 1.4201(17) . ?
C9 C14 1.5240(18) . ?
C26 C27 1.3870(19) . ?
C26 C25 1.3876(18) . ?
C26 C32 1.5169(18) . ?
C13 C12 1.3953(18) . ?
C13 C8 1.4101(18) . ?
C13 C20 1.5210(17) . ?
C28 C27 1.3978(17) . ?
C28 C35 1.5245(19) . ?
C29 C24 1.5213(18) . ?
C29 C30 1.5306(19) . ?
C29 C31 1.5338(19) . ?
C32 C33 1.527(2) . ?
C32 C34 1.530(2) . ?
C41 C40 1.3867(19) . ?
C41 C42 1.3923(19) . ?
C41 C50 1.5170(18) . ?
C7 C6 1.3856(19) . ?
C12 C11 1.3927(18) . ?
C25 C24 1.3938(17) . ?
C5 C6 1.388(2) . ?
C5 C4 1.3897(19) . ?
C4 C3 1.3875(18) . ?
C44 C46 1.5280(19) . ?
C44 C45 1.529(2) . ?
C11 C10 1.3920(19) . ?
C11 C17 1.5222(18) . ?
C14 C16 1.527(2) . ?
C14 C15 1.5286(19) . ?
C40 C39 1.3958(18) . ?
C20 C21 1.5304(19) . ?
C20 C22 1.534(2) . ?
C39 C47 1.5233(19) . ?
C50 C52 1.527(2) . ?
C50 C51 1.531(2) . ?
C17 C19 1.525(2) . ?
C17 C18 1.534(2) . ?
C53 F2 1.3279(17) . ?
C53 F3 1.3352(17) . ?
C35 C37 1.527(2) . ?
C35 C36 1.5340(19) . ?
C47 C48 1.518(2) . ?
C47 C49 1.531(2) . ?

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
C23 P2 P3 98.82(4) . . ?
C23 P2 P1 109.34(4) . . ?
P3 P2 P1 88.295(17) . . ?
N1 P1 C38 101.44(5) . . ?
N1 P1 P2 92.00(4) . . ?
C38 P1 P2 111.68(5) . . ?
C1 P3 C8 111.18(6) . . ?
C1 P3 P2 95.01(4) . . ?
C8 P3 P2 107.37(4) . . ?
O2 S1 O3 116.46(8) . . ?
O2 S1 O1 115.00(7) . . ?
O3 S1 O1 113.86(7) . . ?
O2 S1 C53 103.17(7) . . ?
O3 S1 C53 104.35(7) . . ?
O1 S1 C53 101.38(7) . . ?
C1 N1 P1 125.04(9) . . ?
N1 C1 C2 120.17(11) . . ?
N1 C1 P3 115.28(9) . . ?
C2 C1 P3 123.68(9) . . ?
C24 C23 C28 118.99(11) . . ?
C24 C23 P2 127.17(10) . . ?
C28 C23 P2 113.29(9) . . ?
C42 C43 C38 118.77(12) . . ?
C42 C43 C44 116.90(12) . . ?
C38 C43 C44 124.32(11) . . ?
C43 C38 C39 119.51(12) . . ?
C43 C38 P1 126.46(10) . . ?
C39 C38 P1 113.43(10) . . ?
C3 C2 C7 118.89(12) . . ?
C3 C2 C1 120.45(11) . . ?
C7 C2 C1 120.66(12) . . ?
C10 C9 C8 118.80(12) . . ?
C10 C9 C14 118.42(11) . . ?
C8 C9 C14 122.78(11) . . ?
C27 C26 C25 117.69(12) . . ?
C27 C26 C32 121.71(12) . . ?
C25 C26 C32 120.59(12) . . ?
C12 C13 C8 118.29(12) . . ?
C12 C13 C20 117.73(12) . . ?
C8 C13 C20 123.82(12) . . ?
C27 C28 C23 119.04(12) . . ?
C27 C28 C35 116.90(11) . . ?
C23 C28 C35 123.98(11) . . ?
C24 C29 C30 109.64(11) . . ?
C24 C29 C31 113.67(11) . . ?
C30 C29 C31 110.39(12) . . ?
C13 C8 C9 119.82(12) . . ?
C13 C8 P3 126.63(10) . . ?
C9 C8 P3 113.37(10) . . ?
C26 C32 C33 112.14(11) . . ?
C26 C32 C34 110.67(12) . . ?
C33 C32 C34 110.89(12) . . ?
C40 C41 C42 117.89(12) . . ?
C40 C41 C50 120.93(13) . . ?
C42 C41 C50 121.18(13) . . ?
C6 C7 C2 120.36(12) . . ?
C11 C12 C13 122.77(12) . . ?
C26 C25 C24 122.91(12) . . ?
C6 C5 C4 120.04(12) . . ?
C3 C4 C5 120.06(13) . . ?
C43 C44 C46 111.33(11) . . ?
C43 C44 C45 110.53(11) . . ?
C46 C44 C45 110.60(12) . . ?
C25 C24 C23 118.86(12) . . ?
C25 C24 C29 116.58(11) . . ?
C23 C24 C29 124.49(11) . . ?
C10 C11 C12 117.62(12) . . ?
C10 C11 C17 119.16(12) . . ?
C12 C11 C17 123.22(12) . . ?
C9 C14 C16 110.59(11) . . ?
C9 C14 C15 112.22(12) . . ?
C16 C14 C15 111.60(12) . . ?
C41 C40 C39 122.23(13) . . ?
C41 C42 C43 122.42(13) . . ?
C13 C20 C21 113.01(11) . . ?
C13 C20 C22 109.00(11) . . ?
C21 C20 C22 110.79(11) . . ?
C40 C39 C38 119.00(12) . . ?
C40 C39 C47 116.74(12) . . ?
C38 C39 C47 124.24(12) . . ?
C7 C6 C5 120.21(12) . . ?
C11 C10 C9 122.17(12) . . ?
C41 C50 C52 111.98(12) . . ?
C41 C50 C51 110.65(12) . . ?
C52 C50 C51 110.69(12) . . ?
C4 C3 C2 120.43(12) . . ?
C26 C27 C28 122.40(12) . . ?
C11 C17 C19 114.23(11) . . ?
C11 C17 C18 109.78(12) . . ?
C19 C17 C18 109.72(12) . . ?
F1 C53 F2 107.68(12) . . ?
F1 C53 F3 107.22(12) . . ?
F2 C53 F3 107.70(13) . . ?
F1 C53 S1 110.87(10) . . ?
F2 C53 S1 111.39(10) . . ?
F3 C53 S1 111.77(10) . . ?
C28 C35 C37 110.17(11) . . ?
C28 C35 C36 112.73(11) . . ?
C37 C35 C36 111.14(12) . . ?
C48 C47 C39 111.02(12) . . ?
C48 C47 C49 110.61(14) . . ?
C39 C47 C49 111.58(13) . . ?

_refine_diff_density_max         0.614
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_im091
_database_code_depnum_ccdc_archive 'CCDC 2293098'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
_audit_creation_date             2022-11-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H38 N P3'
_chemical_formula_sum            'C34 H38 N P3'
_chemical_formula_weight         553.56
_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'
N N 0.0061 0.0033 '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                   13.3026(7)
_cell_length_b                   15.2580(8)
_cell_length_c                   16.3831(8)
_cell_angle_alpha                103.595(2)
_cell_angle_beta                 90.873(2)
_cell_angle_gamma                109.755(2)
_cell_volume                     3025.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9324
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      27.96
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.957
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_T_max  0.7352
_exptl_absorpt_correction_T_min  0.6665
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1391 before and 0.0958 after correction.
The Ratio of minimum to maximum transmission is 0.9066.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       blade
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.064
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_unetI/netI     0.0674
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            52160
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.964
_diffrn_reflns_theta_min         1.467
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10058
_reflns_number_total             13650
_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 V8.40B (2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     703
_refine_ls_number_reflns         13650
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0502
_refine_ls_restrained_S_all      1.035
_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)+(0.0498P)²+1.6789P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1208
_refine_ls_wR_factor_ref         0.1333
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C3(H3), C20(H20), C48(H48), C54(H54), C14(H14), C57(H57), C41(H41),
 C4(H4), C45(H45), C37(H37), C7(H7), C11(H11), C29(H29), C38(H38), C5(H5),
 C40(H40), C39(H39), C63(H63), C6(H6), C32(H32), C66(H66)
2.b Idealised Me refined as rotating group:
 C50(H50A,H50B,H50C), C25(H25A,H25B,H25C), C22(H22A,H22B,H22C), C10(H10A,H10B,
 H10C), C62(H62A,H62B,H62C), C44(H44A,H44B,H44C), C19(H19A,H19B,H19C),
 C01N(H01A,H01B,H01C), C16(H16A,H16B,H16C), C28(H28A,H28B,H28C), C34(H34A,H34B,
 H34C), C53(H53A,H53B,H53C), C59(H59A,H59B,H59C), C47(H47A,H47B,H47C), C13(H13A,
 H13B,H13C), C68(H68A,H68B,H68C), C31(H31A,H31B,H31C), C65(H65A,H65B,H65C)
;
_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 0.93260(4) 1.25328(4) 0.33744(3) 0.02191(13) Uani 1 1 d . . . . .
P2 P 0.76542(5) 1.19448(4) 0.36287(3) 0.02254(13) Uani 1 1 d . . . . .
P3 P 0.75210(5) 1.04191(4) 0.30262(3) 0.02477(13) Uani 1 1 d . . . . .
P6 P 0.50067(5) 0.59121(4) 0.30875(3) 0.02537(13) Uani 1 1 d . . . . .
P5 P 0.67396(5) 0.67095(4) 0.32456(3) 0.02374(13) Uani 1 1 d . . . . .
P4 P 0.65764(5) 0.76867(4) 0.24505(4) 0.02512(13) Uani 1 1 d . . . . .
N1 N 0.85685(15) 1.06331(13) 0.24360(11) 0.0268(4) Uani 1 1 d . . . . .
N2 N 0.53603(15) 0.70004(13) 0.19141(11) 0.0260(4) Uani 1 1 d . . . . .
C8 C 0.93127(17) 1.34798(15) 0.28572(13) 0.0220(4) Uani 1 1 d . . . . .
C1 C 0.93133(17) 1.14554(15) 0.25406(13) 0.0237(5) Uani 1 1 d . . . . .
C9 C 0.86353(18) 1.33316(16) 0.21304(13) 0.0271(5) Uani 1 1 d . . . . .
C24 C 0.83690(17) 1.16553(15) 0.52082(13) 0.0244(5) Uani 1 1 d . . . . .
C17 C 0.78023(17) 1.20711(15) 0.47771(13) 0.0226(4) Uani 1 1 d . . . . .
C35 C 0.46907(17) 0.62942(15) 0.21405(13) 0.0240(5) Uani 1 1 d . . . . .
C21 C 0.78601(18) 1.23936(16) 0.65520(14) 0.0286(5) Uani 1 1 d . . . . .
C51 C 0.70015(17) 0.74917(15) 0.43323(13) 0.0235(4) Uani 1 1 d . . . . .
C42 C 0.75727(18) 0.76180(15) 0.16970(13) 0.0247(5) Uani 1 1 d . . . . .
C26 C 0.63146(18) 0.99715(15) 0.22717(14) 0.0262(5) Uani 1 1 d . . . . .
C23 C 0.83723(18) 1.18240(16) 0.60854(13) 0.0276(5) Uani 1 1 d . . . . .
H23 H 0.873593 1.153969 0.636736 0.033 Uiso 1 1 calc R U . . .
C49 C 0.86449(18) 0.81032(15) 0.20655(14) 0.0261(5) Uani 1 1 d . . . . .
C36 C 0.35876(17) 0.58250(16) 0.16910(13) 0.0258(5) Uani 1 1 d . . . . .
C52 C 0.64722(18) 0.81325(16) 0.46741(14) 0.0267(5) Uani 1 1 d . . . . .
C55 C 0.76743(18) 0.87084(16) 0.59787(14) 0.0291(5) Uani 1 1 d . . . . .
C3 C 1.11635(19) 1.23743(16) 0.22308(14) 0.0284(5) Uani 1 1 d . . . . .
H3 H 1.117290 1.290464 0.265406 0.034 Uiso 1 1 calc R U . . .
C18 C 0.72860(18) 1.26676(15) 0.52474(13) 0.0262(5) Uani 1 1 d . . . . .
C15 C 0.99556(18) 1.44274(16) 0.32941(14) 0.0268(5) Uani 1 1 d . . . . .
C43 C 0.73795(18) 0.72116(16) 0.08137(14) 0.0284(5) Uani 1 1 d . . . . .
C58 C 0.78511(18) 0.74457(16) 0.48302(13) 0.0262(5) Uani 1 1 d . . . . .
C20 C 0.73270(18) 1.28128(16) 0.61180(14) 0.0295(5) Uani 1 1 d . . . . .
H20 H 0.698445 1.320547 0.642109 0.035 Uiso 1 1 calc R U . . .
C27 C 0.53555(19) 0.98549(15) 0.26628(15) 0.0295(5) Uani 1 1 d . . . . .
C48 C 0.94859(19) 0.81430(17) 0.15641(15) 0.0320(5) Uani 1 1 d . . . . .
H48 H 1.018783 0.847125 0.181269 0.038 Uiso 1 1 calc R U . . .
C2 C 1.02608(18) 1.15379(16) 0.20541(13) 0.0255(5) Uani 1 1 d . . . . .
C60 C 0.49190(18) 0.46493(16) 0.27131(15) 0.0282(5) Uani 1 1 d . . . . .
C54 C 0.68314(18) 0.87326(16) 0.54876(14) 0.0290(5) Uani 1 1 d . . . . .
H54 H 0.649146 0.916507 0.570782 0.035 Uiso 1 1 calc R U . . .
C61 C 0.53379(19) 0.42759(16) 0.19810(15) 0.0321(5) Uani 1 1 d . . . . .
C50 C 0.89212(19) 0.85798(17) 0.29999(14) 0.0327(5) Uani 1 1 d . . . . .
H50A H 0.840275 0.886829 0.320033 0.049 Uiso 1 1 calc R U . . .
H50B H 0.962322 0.906769 0.309493 0.049 Uiso 1 1 calc R U . . .
H50C H 0.891322 0.810587 0.329759 0.049 Uiso 1 1 calc R U . . .
C14 C 0.98805(19) 1.51951(16) 0.30091(16) 0.0328(5) Uani 1 1 d . . . . .
H14 H 1.029850 1.581872 0.330255 0.039 Uiso 1 1 calc R U . . .
C33 C 0.6248(2) 0.96521(16) 0.13842(14) 0.0311(5) Uani 1 1 d . . . . .
C57 C 0.81594(19) 0.80518(17) 0.56424(14) 0.0302(5) Uani 1 1 d . . . . .
H57 H 0.871202 0.801322 0.597039 0.036 Uiso 1 1 calc R U . . .
C41 C 0.27713(18) 0.51483(16) 0.19718(15) 0.0301(5) Uani 1 1 d . . . . .
H41 H 0.291771 0.496530 0.245010 0.036 Uiso 1 1 calc R U . . .
C4 C 1.2051(2) 1.24274(18) 0.17829(15) 0.0340(5) Uani 1 1 d . . . . .
H4 H 1.265159 1.298932 0.190962 0.041 Uiso 1 1 calc R U . . .
C12 C 0.9207(2) 1.50648(17) 0.23059(17) 0.0351(6) Uani 1 1 d . . . . .
C45 C 0.8254(2) 0.72552(17) 0.03544(15) 0.0340(5) Uani 1 1 d . . . . .
H45 H 0.812443 0.696356 -0.022193 0.041 Uiso 1 1 calc R U . . .
C25 C 0.8984(2) 1.10308(18) 0.47949(14) 0.0327(5) Uani 1 1 d . . . . .
H25A H 0.850861 1.037207 0.461896 0.049 Uiso 1 1 calc R U . . .
H25B H 0.955530 1.108586 0.519061 0.049 Uiso 1 1 calc R U . . .
H25C H 0.927864 1.123704 0.431208 0.049 Uiso 1 1 calc R U . . .
C22 C 0.7894(2) 1.25732(19) 0.74974(14) 0.0381(6) Uani 1 1 d . . . . .
H22A H 0.822783 1.217526 0.768212 0.057 Uiso 1 1 calc R U . . .
H22B H 0.717620 1.242040 0.765763 0.057 Uiso 1 1 calc R U . . .
H22C H 0.830059 1.323849 0.775530 0.057 Uiso 1 1 calc R U . . .
C37 C 0.3347(2) 0.60791(19) 0.09669(15) 0.0371(6) Uani 1 1 d . . . . .
H37 H 0.387924 0.652899 0.076610 0.045 Uiso 1 1 calc R U . . .
C7 C 1.0261(2) 1.07511(17) 0.14087(14) 0.0321(5) Uani 1 1 d . . . . .
H7 H 0.966369 1.018630 0.127966 0.039 Uiso 1 1 calc R U . . .
C46 C 0.9309(2) 0.77085(18) 0.07060(16) 0.0350(6) Uani 1 1 d . . . . .
C10 C 0.7939(2) 1.23477(17) 0.16205(15) 0.0357(6) Uani 1 1 d . . . . .
H10A H 0.838489 1.199618 0.137457 0.054 Uiso 1 1 calc R U . . .
H10B H 0.750251 1.240886 0.118059 0.054 Uiso 1 1 calc R U . . .
H10C H 0.748632 1.200915 0.198051 0.054 Uiso 1 1 calc R U . . .
C11 C 0.8604(2) 1.41290(18) 0.18761(15) 0.0339(5) Uani 1 1 d . . . . .
H11 H 0.815834 1.402966 0.139511 0.041 Uiso 1 1 calc R U . . .
C29 C 0.4374(2) 0.94547(17) 0.21724(17) 0.0377(6) Uani 1 1 d . . . . .
H29 H 0.374767 0.937656 0.243793 0.045 Uiso 1 1 calc R U . . .
C62 C 0.5831(2) 0.48552(18) 0.13752(16) 0.0381(6) Uani 1 1 d . . . . .
H62A H 0.528412 0.498381 0.108592 0.057 Uiso 1 1 calc R U . . .
H62B H 0.615996 0.450087 0.097178 0.057 Uiso 1 1 calc R U . . .
H62C H 0.636479 0.545278 0.167887 0.057 Uiso 1 1 calc R U . . .
C44 C 0.6282(2) 0.6777(2) 0.03186(15) 0.0412(6) Uani 1 1 d . . . . .
H44A H 0.585376 0.623094 0.050756 0.062 Uiso 1 1 calc R U . . .
H44B H 0.635716 0.657652 -0.027114 0.062 Uiso 1 1 calc R U . . .
H44C H 0.593972 0.724901 0.040492 0.062 Uiso 1 1 calc R U . . .
C38 C 0.2325(2) 0.5667(2) 0.05466(16) 0.0456(7) Uani 1 1 d . . . . .
H38 H 0.217508 0.583938 0.006310 0.055 Uiso 1 1 calc R U . . .
C67 C 0.4457(2) 0.40527(18) 0.32507(17) 0.0378(6) Uani 1 1 d . . . . .
C5 C 1.2042(2) 1.16455(19) 0.11489(15) 0.0376(6) Uani 1 1 d . . . . .
H5 H 1.263513 1.167929 0.084825 0.045 Uiso 1 1 calc R U . . .
C40 C 0.17423(19) 0.47413(18) 0.15517(16) 0.0358(6) Uani 1 1 d . . . . .
H40 H 0.120356 0.429557 0.175107 0.043 Uiso 1 1 calc R U . . .
C19 C 0.6695(2) 1.31735(19) 0.48418(16) 0.0392(6) Uani 1 1 d . . . . .
H19A H 0.717368 1.356911 0.453182 0.059 Uiso 1 1 calc R U . . .
H19B H 0.644054 1.356926 0.527197 0.059 Uiso 1 1 calc R U . . .
H19C H 0.609671 1.270305 0.446431 0.059 Uiso 1 1 calc R U . . .
C01N C 0.8029(2) 0.93643(19) 0.68557(15) 0.0408(6) Uani 1 1 d . . . . .
H01A H 0.785848 0.993452 0.689129 0.061 Uiso 1 1 calc R U . . .
H01B H 0.878996 0.953923 0.697585 0.061 Uiso 1 1 calc R U . . .
H01C H 0.766394 0.903680 0.725850 0.061 Uiso 1 1 calc R U . . .
C39 C 0.1526(2) 0.5002(2) 0.08388(16) 0.0417(6) Uani 1 1 d . . . . .
H39 H 0.083918 0.472953 0.055300 0.050 Uiso 1 1 calc R U . . .
C16 C 1.0732(2) 1.46468(18) 0.40583(16) 0.0405(6) Uani 1 1 d . . . . .
H16A H 1.109332 1.533061 0.425460 0.061 Uiso 1 1 calc R U . . .
H16B H 1.125097 1.434156 0.390928 0.061 Uiso 1 1 calc R U . . .
H16C H 1.034647 1.440769 0.449727 0.061 Uiso 1 1 calc R U . . .
C63 C 0.5285(2) 0.33254(19) 0.1809(2) 0.0457(7) Uani 1 1 d . . . . .
H63 H 0.555094 0.307357 0.132258 0.055 Uiso 1 1 calc R U . . .
C28 C 0.5349(2) 1.01907(18) 0.36085(16) 0.0380(6) Uani 1 1 d . . . . .
H28A H 0.543408 1.086090 0.375941 0.057 Uiso 1 1 calc R U . . .
H28B H 0.592888 1.010040 0.389217 0.057 Uiso 1 1 calc R U . . .
H28C H 0.467897 0.982356 0.377331 0.057 Uiso 1 1 calc R U . . .
C34 C 0.7195(2) 0.96730(18) 0.08880(15) 0.0398(6) Uani 1 1 d . . . . .
H34A H 0.755827 0.929208 0.106647 0.060 Uiso 1 1 calc R U . . .
H34B H 0.768116 1.032536 0.098373 0.060 Uiso 1 1 calc R U . . .
H34C H 0.695092 0.941496 0.029746 0.060 Uiso 1 1 calc R U . . .
C6 C 1.1144(2) 1.08111(19) 0.09634(15) 0.0381(6) Uani 1 1 d . . . . .
H6 H 1.113610 1.028605 0.053462 0.046 Uiso 1 1 calc R U . . .
C32 C 0.5233(2) 0.92695(18) 0.09282(17) 0.0425(7) Uani 1 1 d . . . . .
H32 H 0.518811 0.907330 0.034258 0.051 Uiso 1 1 calc R U . . .
C53 C 0.5537(2) 0.82124(19) 0.42147(16) 0.0394(6) Uani 1 1 d . . . . .
H53A H 0.577355 0.848619 0.374987 0.059 Uiso 1 1 calc R U . . .
H53B H 0.523720 0.861830 0.459380 0.059 Uiso 1 1 calc R U . . .
H53C H 0.500031 0.758383 0.400618 0.059 Uiso 1 1 calc R U . . .
C66 C 0.4447(2) 0.3116(2) 0.3049(2) 0.0495(8) Uani 1 1 d . . . . .
H66 H 0.415457 0.272587 0.340712 0.059 Uiso 1 1 calc R U . . .
C59 C 0.8438(2) 0.67626(19) 0.45313(16) 0.0387(6) Uani 1 1 d . . . . .
H59A H 0.896371 0.683489 0.497344 0.058 Uiso 1 1 calc R U . . .
H59B H 0.878820 0.690317 0.404531 0.058 Uiso 1 1 calc R U . . .
H59C H 0.793543 0.611310 0.438415 0.058 Uiso 1 1 calc R U . . .
C30 C 0.4296(2) 0.91691(19) 0.13040(18) 0.0446(7) Uani 1 1 d . . . . .
C64 C 0.4851(2) 0.27409(19) 0.2339(2) 0.0521(8) Uani 1 1 d . . . . .
C47 C 1.0223(2) 0.7740(2) 0.01686(19) 0.0554(8) Uani 1 1 d . . . . .
H47A H 1.075318 0.837736 0.031704 0.083 Uiso 1 1 calc R U . . .
H47B H 0.995742 0.757388 -0.041600 0.083 Uiso 1 1 calc R U . . .
H47C H 1.054222 0.728922 0.026228 0.083 Uiso 1 1 calc R U . . .
C13 C 0.9129(3) 1.5912(2) 0.2018(2) 0.0546(8) Uani 1 1 d . . . . .
H13A H 0.843216 1.595365 0.210003 0.082 Uiso 1 1 calc R U . . .
H13B H 0.923458 1.582612 0.143010 0.082 Uiso 1 1 calc R U . . .
H13C H 0.967051 1.649324 0.234042 0.082 Uiso 1 1 calc R U . . .
C68 C 0.3948(3) 0.4385(2) 0.40248(18) 0.0556(8) Uani 1 1 d . . . . .
H68A H 0.445202 0.496911 0.437967 0.083 Uiso 1 1 calc R U . . .
H68B H 0.374991 0.389699 0.433037 0.083 Uiso 1 1 calc R U . . .
H68C H 0.332005 0.450105 0.385672 0.083 Uiso 1 1 calc R U . . .
C31 C 0.3217(3) 0.8763(3) 0.0779(2) 0.0721(10) Uani 1 1 d . . . . .
H31A H 0.331804 0.882810 0.021462 0.108 Uiso 1 1 calc R U . . .
H31B H 0.276693 0.911009 0.102450 0.108 Uiso 1 1 calc R U . . .
H31C H 0.288292 0.809489 0.076645 0.108 Uiso 1 1 calc R U . . .
C65 C 0.4822(3) 0.1708(2) 0.2137(3) 0.0847(13) Uani 1 1 d . . . . .
H65A H 0.543794 0.168284 0.243086 0.127 Uiso 1 1 calc R U . . .
H65B H 0.483100 0.147847 0.154036 0.127 Uiso 1 1 calc R U . . .
H65C H 0.417963 0.131078 0.231373 0.127 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 P2 2.1861(8) . ?
P1 C8 1.844(2) . ?
P1 C1 1.869(2) . ?
P2 P3 2.2496(8) . ?
P2 C17 1.846(2) . ?
P3 N1 1.6927(19) . ?
P3 C26 1.836(2) . ?
P6 P5 2.1907(8) . ?
P6 C35 1.869(2) . ?
P6 C60 1.842(2) . ?
P5 P4 2.2562(8) . ?
P5 C51 1.848(2) . ?
P4 N2 1.6926(19) . ?
P4 C42 1.837(2) . ?
N1 C1 1.280(3) . ?
N2 C35 1.281(3) . ?
C8 C9 1.409(3) . ?
C8 C15 1.412(3) . ?
C1 C2 1.487(3) . ?
C9 C10 1.502(3) . ?
C9 C11 1.388(3) . ?
C24 C17 1.410(3) . ?
C24 C23 1.399(3) . ?
C24 C25 1.509(3) . ?
C17 C18 1.415(3) . ?
C35 C36 1.489(3) . ?
C21 C23 1.381(3) . ?
C21 C20 1.387(3) . ?
C21 C22 1.505(3) . ?
C51 C52 1.409(3) . ?
C51 C58 1.414(3) . ?
C42 C49 1.413(3) . ?
C42 C43 1.416(3) . ?
C26 C27 1.412(3) . ?
C26 C33 1.412(3) . ?
C23 H23 0.9300 . ?
C49 C48 1.391(3) . ?
C49 C50 1.512(3) . ?
C36 C41 1.392(3) . ?
C36 C37 1.396(3) . ?
C52 C54 1.398(3) . ?
C52 C53 1.499(3) . ?
C55 C54 1.386(3) . ?
C55 C57 1.383(3) . ?
C55 C01N 1.508(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.391(3) . ?
C3 C4 1.389(3) . ?
C18 C20 1.388(3) . ?
C18 C19 1.513(3) . ?
C15 C14 1.391(3) . ?
C15 C16 1.509(3) . ?
C43 C45 1.387(3) . ?
C43 C44 1.511(3) . ?
C58 C57 1.394(3) . ?
C58 C59 1.502(3) . ?
C20 H20 0.9300 . ?
C27 C29 1.387(3) . ?
C27 C28 1.514(3) . ?
C48 H48 0.9300 . ?
C48 C46 1.385(3) . ?
C2 C7 1.401(3) . ?
C60 C61 1.410(3) . ?
C60 C67 1.413(3) . ?
C54 H54 0.9300 . ?
C61 C62 1.496(3) . ?
C61 C63 1.388(3) . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C14 H14 0.9300 . ?
C14 C12 1.382(4) . ?
C33 C34 1.506(4) . ?
C33 C32 1.398(3) . ?
C57 H57 0.9300 . ?
C41 H41 0.9300 . ?
C41 C40 1.389(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.382(3) . ?
C12 C11 1.383(4) . ?
C12 C13 1.510(4) . ?
C45 H45 0.9300 . ?
C45 C46 1.382(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C37 H37 0.9300 . ?
C37 C38 1.381(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.380(3) . ?
C46 C47 1.507(4) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9300 . ?
C29 H29 0.9300 . ?
C29 C30 1.378(4) . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C62 H62C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C38 H38 0.9300 . ?
C38 C39 1.380(4) . ?
C67 C66 1.385(4) . ?
C67 C68 1.510(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.385(4) . ?
C40 H40 0.9300 . ?
C40 C39 1.375(4) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C01N H01A 0.9600 . ?
C01N H01B 0.9600 . ?
C01N H01C 0.9600 . ?
C39 H39 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C63 H63 0.9300 . ?
C63 C64 1.382(4) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C6 H6 0.9300 . ?
C32 H32 0.9300 . ?
C32 C30 1.376(4) . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C66 H66 0.9300 . ?
C66 C64 1.373(4) . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?
C30 C31 1.514(4) . ?
C64 C65 1.519(4) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C68 H68A 0.9600 . ?
C68 H68B 0.9600 . ?
C68 H68C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C65 H65A 0.9600 . ?
C65 H65B 0.9600 . ?
C65 H65C 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
C8 P1 P2 102.58(7) . . ?
C8 P1 C1 108.32(9) . . ?
C1 P1 P2 96.62(7) . . ?
P1 P2 P3 92.97(3) . . ?
C17 P2 P1 101.69(7) . . ?
C17 P2 P3 105.24(7) . . ?
N1 P3 P2 99.50(7) . . ?
N1 P3 C26 105.35(10) . . ?
C26 P3 P2 102.99(7) . . ?
C35 P6 P5 96.71(7) . . ?
C60 P6 P5 103.00(8) . . ?
C60 P6 C35 106.86(10) . . ?
P6 P5 P4 92.70(3) . . ?
C51 P5 P6 104.26(7) . . ?
C51 P5 P4 103.15(7) . . ?
N2 P4 P5 99.42(7) . . ?
N2 P4 C42 106.37(10) . . ?
C42 P4 P5 102.70(7) . . ?
C1 N1 P3 123.87(15) . . ?
C35 N2 P4 123.75(16) . . ?
C9 C8 P1 124.86(16) . . ?
C9 C8 C15 119.4(2) . . ?
C15 C8 P1 115.36(16) . . ?
N1 C1 P1 121.94(16) . . ?
N1 C1 C2 119.33(19) . . ?
C2 C1 P1 118.37(15) . . ?
C8 C9 C10 122.8(2) . . ?
C11 C9 C8 118.6(2) . . ?
C11 C9 C10 118.5(2) . . ?
C17 C24 C25 124.91(19) . . ?
C23 C24 C17 118.6(2) . . ?
C23 C24 C25 116.4(2) . . ?
C24 C17 P2 127.19(16) . . ?
C24 C17 C18 119.01(19) . . ?
C18 C17 P2 113.79(16) . . ?
N2 C35 P6 122.01(17) . . ?
N2 C35 C36 119.2(2) . . ?
C36 C35 P6 118.54(16) . . ?
C23 C21 C20 117.4(2) . . ?
C23 C21 C22 121.6(2) . . ?
C20 C21 C22 120.9(2) . . ?
C52 C51 P5 126.18(16) . . ?
C52 C51 C58 119.36(19) . . ?
C58 C51 P5 114.40(16) . . ?
C49 C42 P4 113.40(16) . . ?
C49 C42 C43 118.8(2) . . ?
C43 C42 P4 127.65(17) . . ?
C27 C26 P3 113.37(16) . . ?
C33 C26 P3 127.43(18) . . ?
C33 C26 C27 118.8(2) . . ?
C24 C23 H23 118.5 . . ?
C21 C23 C24 123.0(2) . . ?
C21 C23 H23 118.5 . . ?
C42 C49 C50 122.2(2) . . ?
C48 C49 C42 119.8(2) . . ?
C48 C49 C50 118.0(2) . . ?
C41 C36 C35 122.6(2) . . ?
C41 C36 C37 118.1(2) . . ?
C37 C36 C35 119.3(2) . . ?
C51 C52 C53 123.8(2) . . ?
C54 C52 C51 118.8(2) . . ?
C54 C52 C53 117.5(2) . . ?
C54 C55 C01N 120.7(2) . . ?
C57 C55 C54 117.7(2) . . ?
C57 C55 C01N 121.5(2) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C4 C3 C2 120.8(2) . . ?
C17 C18 C19 122.7(2) . . ?
C20 C18 C17 119.5(2) . . ?
C20 C18 C19 117.9(2) . . ?
C8 C15 C16 122.8(2) . . ?
C14 C15 C8 119.0(2) . . ?
C14 C15 C16 118.2(2) . . ?
C42 C43 C44 124.7(2) . . ?
C45 C43 C42 118.4(2) . . ?
C45 C43 C44 116.8(2) . . ?
C51 C58 C59 123.2(2) . . ?
C57 C58 C51 119.0(2) . . ?
C57 C58 C59 117.8(2) . . ?
C21 C20 C18 122.4(2) . . ?
C21 C20 H20 118.8 . . ?
C18 C20 H20 118.8 . . ?
C26 C27 C28 122.6(2) . . ?
C29 C27 C26 119.8(2) . . ?
C29 C27 C28 117.6(2) . . ?
C49 C48 H48 119.0 . . ?
C46 C48 C49 122.0(2) . . ?
C46 C48 H48 119.0 . . ?
C3 C2 C1 121.76(19) . . ?
C3 C2 C7 118.6(2) . . ?
C7 C2 C1 119.6(2) . . ?
C61 C60 P6 124.93(17) . . ?
C61 C60 C67 119.6(2) . . ?
C67 C60 P6 115.31(19) . . ?
C52 C54 H54 118.7 . . ?
C55 C54 C52 122.6(2) . . ?
C55 C54 H54 118.7 . . ?
C60 C61 C62 123.0(2) . . ?
C63 C61 C60 118.7(2) . . ?
C63 C61 C62 118.3(2) . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C15 C14 H14 118.8 . . ?
C12 C14 C15 122.4(2) . . ?
C12 C14 H14 118.8 . . ?
C26 C33 C34 124.6(2) . . ?
C32 C33 C26 118.3(2) . . ?
C32 C33 C34 117.1(2) . . ?
C55 C57 C58 122.5(2) . . ?
C55 C57 H57 118.8 . . ?
C58 C57 H57 118.8 . . ?
C36 C41 H41 119.4 . . ?
C40 C41 C36 121.3(2) . . ?
C40 C41 H41 119.4 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C14 C12 C11 117.5(2) . . ?
C14 C12 C13 121.3(2) . . ?
C11 C12 C13 121.1(3) . . ?
C43 C45 H45 118.2 . . ?
C46 C45 C43 123.6(2) . . ?
C46 C45 H45 118.2 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C36 C37 H37 119.8 . . ?
C38 C37 C36 120.5(2) . . ?
C38 C37 H37 119.8 . . ?
C2 C7 H7 119.9 . . ?
C6 C7 C2 120.2(2) . . ?
C6 C7 H7 119.9 . . ?
C48 C46 C47 121.8(2) . . ?
C45 C46 C48 117.3(2) . . ?
C45 C46 C47 120.9(2) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11 118.5 . . ?
C12 C11 C9 123.0(2) . . ?
C12 C11 H11 118.5 . . ?
C27 C29 H29 119.0 . . ?
C30 C29 C27 122.1(3) . . ?
C30 C29 H29 119.0 . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C37 C38 H38 119.8 . . ?
C39 C38 C37 120.5(2) . . ?
C39 C38 H38 119.8 . . ?
C60 C67 C68 122.8(2) . . ?
C66 C67 C60 118.7(3) . . ?
C66 C67 C68 118.5(2) . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.7(2) . . ?
C6 C5 H5 120.2 . . ?
C41 C40 H40 120.2 . . ?
C39 C40 C41 119.5(2) . . ?
C39 C40 H40 120.2 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C55 C01N H01A 109.5 . . ?
C55 C01N H01B 109.5 . . ?
C55 C01N H01C 109.5 . . ?
H01A C01N H01B 109.5 . . ?
H01A C01N H01C 109.5 . . ?
H01B C01N H01C 109.5 . . ?
C38 C39 H39 119.9 . . ?
C40 C39 C38 120.1(2) . . ?
C40 C39 H39 119.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C61 C63 H63 118.9 . . ?
C64 C63 C61 122.2(3) . . ?
C64 C63 H63 118.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C7 C6 C5 120.7(2) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C33 C32 H32 118.4 . . ?
C30 C32 C33 123.2(2) . . ?
C30 C32 H32 118.4 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C67 C66 H66 118.8 . . ?
C64 C66 C67 122.5(3) . . ?
C64 C66 H66 118.8 . . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C29 C30 C31 121.2(3) . . ?
C32 C30 C29 117.8(2) . . ?
C32 C30 C31 121.0(3) . . ?
C63 C64 C65 120.7(3) . . ?
C66 C64 C63 118.4(3) . . ?
C66 C64 C65 120.9(3) . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C67 C68 H68A 109.5 . . ?
C67 C68 H68B 109.5 . . ?
C67 C68 H68C 109.5 . . ?
H68A C68 H68B 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C64 C65 H65A 109.5 . . ?
C64 C65 H65B 109.5 . . ?
C64 C65 H65C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 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 P2 C17 C24 -59.82(19) . . . . ?
P1 P2 C17 C18 119.35(15) . . . . ?
P1 C8 C9 C10 -8.5(3) . . . . ?
P1 C8 C9 C11 171.17(17) . . . . ?
P1 C8 C15 C14 -171.38(17) . . . . ?
P1 C8 C15 C16 9.1(3) . . . . ?
P1 C1 C2 C3 3.0(3) . . . . ?
P1 C1 C2 C7 -178.15(17) . . . . ?
P2 P1 C8 C9 -55.75(19) . . . . ?
P2 P1 C8 C15 117.07(16) . . . . ?
P2 P1 C1 N1 -15.61(19) . . . . ?
P2 P1 C1 C2 171.36(16) . . . . ?
P2 P3 N1 C1 15.3(2) . . . . ?
P2 P3 C26 C27 -69.44(16) . . . . ?
P2 P3 C26 C33 117.60(19) . . . . ?
P2 C17 C18 C20 179.29(17) . . . . ?
P2 C17 C18 C19 -1.6(3) . . . . ?
P3 P2 C17 C24 36.6(2) . . . . ?
P3 P2 C17 C18 -144.27(14) . . . . ?
P3 N1 C1 P1 0.0(3) . . . . ?
P3 N1 C1 C2 172.97(16) . . . . ?
P3 C26 C27 C29 -175.23(17) . . . . ?
P3 C26 C27 C28 7.4(3) . . . . ?
P3 C26 C33 C34 -3.4(3) . . . . ?
P3 C26 C33 C32 175.23(18) . . . . ?
P6 P5 C51 C52 -53.2(2) . . . . ?
P6 P5 C51 C58 129.61(15) . . . . ?
P6 C35 C36 C41 3.2(3) . . . . ?
P6 C35 C36 C37 -177.95(18) . . . . ?
P6 C60 C61 C62 -5.3(3) . . . . ?
P6 C60 C61 C63 175.14(19) . . . . ?
P6 C60 C67 C66 -174.56(19) . . . . ?
P6 C60 C67 C68 7.0(3) . . . . ?
P5 P6 C35 N2 -14.70(19) . . . . ?
P5 P6 C35 C36 171.56(15) . . . . ?
P5 P6 C60 C61 -57.9(2) . . . . ?
P5 P6 C60 C67 117.55(17) . . . . ?
P5 P4 N2 C35 17.09(19) . . . . ?
P5 P4 C42 C49 -71.84(16) . . . . ?
P5 P4 C42 C43 113.37(19) . . . . ?
P5 C51 C52 C54 -174.63(17) . . . . ?
P5 C51 C52 C53 5.4(3) . . . . ?
P5 C51 C58 C57 176.02(16) . . . . ?
P5 C51 C58 C59 -4.7(3) . . . . ?
P4 P5 C51 C52 43.1(2) . . . . ?
P4 P5 C51 C58 -134.12(15) . . . . ?
P4 N2 C35 P6 -2.0(3) . . . . ?
P4 N2 C35 C36 171.69(15) . . . . ?
P4 C42 C49 C48 -177.60(17) . . . . ?
P4 C42 C49 C50 3.1(3) . . . . ?
P4 C42 C43 C45 178.48(18) . . . . ?
P4 C42 C43 C44 2.1(3) . . . . ?
N1 P3 C26 C27 -173.26(15) . . . . ?
N1 P3 C26 C33 13.8(2) . . . . ?
N1 C1 C2 C3 -170.3(2) . . . . ?
N1 C1 C2 C7 8.6(3) . . . . ?
N2 P4 C42 C49 -175.80(15) . . . . ?
N2 P4 C42 C43 9.4(2) . . . . ?
N2 C35 C36 C41 -170.8(2) . . . . ?
N2 C35 C36 C37 8.1(3) . . . . ?
C8 P1 C1 N1 -121.24(19) . . . . ?
C8 P1 C1 C2 65.73(18) . . . . ?
C8 C9 C11 C12 -0.2(4) . . . . ?
C8 C15 C14 C12 -0.8(3) . . . . ?
C1 P1 C8 C9 45.7(2) . . . . ?
C1 P1 C8 C15 -141.50(16) . . . . ?
C1 C2 C7 C6 -178.7(2) . . . . ?
C9 C8 C15 C14 1.9(3) . . . . ?
C9 C8 C15 C16 -177.7(2) . . . . ?
C24 C17 C18 C20 -1.5(3) . . . . ?
C24 C17 C18 C19 177.7(2) . . . . ?
C17 C24 C23 C21 -1.1(3) . . . . ?
C17 C18 C20 C21 0.1(3) . . . . ?
C35 P6 C60 C61 43.4(2) . . . . ?
C35 P6 C60 C67 -141.19(18) . . . . ?
C35 C36 C41 C40 178.3(2) . . . . ?
C35 C36 C37 C38 -178.9(2) . . . . ?
C51 C52 C54 C55 -1.4(3) . . . . ?
C51 C58 C57 C55 -0.8(3) . . . . ?
C42 P4 N2 C35 123.41(19) . . . . ?
C42 C49 C48 C46 -0.8(3) . . . . ?
C42 C43 C45 C46 -2.7(4) . . . . ?
C26 P3 N1 C1 121.66(19) . . . . ?
C26 C27 C29 C30 -0.6(4) . . . . ?
C26 C33 C32 C30 -1.6(4) . . . . ?
C23 C24 C17 P2 -178.91(16) . . . . ?
C23 C24 C17 C18 2.0(3) . . . . ?
C23 C21 C20 C18 0.8(3) . . . . ?
C49 C42 C43 C45 3.9(3) . . . . ?
C49 C42 C43 C44 -172.4(2) . . . . ?
C49 C48 C46 C45 2.1(4) . . . . ?
C49 C48 C46 C47 -179.0(2) . . . . ?
C36 C41 C40 C39 0.7(4) . . . . ?
C36 C37 C38 C39 0.3(4) . . . . ?
C52 C51 C58 C57 -1.4(3) . . . . ?
C52 C51 C58 C59 177.9(2) . . . . ?
C3 C2 C7 C6 0.2(4) . . . . ?
C3 C4 C5 C6 0.0(4) . . . . ?
C15 C8 C9 C10 179.0(2) . . . . ?
C15 C8 C9 C11 -1.4(3) . . . . ?
C15 C14 C12 C11 -0.7(4) . . . . ?
C15 C14 C12 C13 179.1(2) . . . . ?
C43 C42 C49 C48 -2.3(3) . . . . ?
C43 C42 C49 C50 178.4(2) . . . . ?
C43 C45 C46 C48 -0.3(4) . . . . ?
C43 C45 C46 C47 -179.2(3) . . . . ?
C58 C51 C52 C54 2.4(3) . . . . ?
C58 C51 C52 C53 -177.6(2) . . . . ?
C20 C21 C23 C24 -0.3(3) . . . . ?
C27 C26 C33 C34 -176.0(2) . . . . ?
C27 C26 C33 C32 2.6(3) . . . . ?
C27 C29 C30 C32 1.7(4) . . . . ?
C27 C29 C30 C31 -178.0(3) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C2 C7 C6 C5 0.2(4) . . . . ?
C60 P6 C35 N2 -120.51(19) . . . . ?
C60 P6 C35 C36 65.76(18) . . . . ?
C60 C61 C63 C64 -1.0(4) . . . . ?
C60 C67 C66 C64 -1.1(4) . . . . ?
C54 C55 C57 C58 1.9(3) . . . . ?
C61 C60 C67 C66 1.1(3) . . . . ?
C61 C60 C67 C68 -177.3(2) . . . . ?
C61 C63 C64 C66 1.0(4) . . . . ?
C61 C63 C64 C65 -179.1(3) . . . . ?
C50 C49 C48 C46 178.5(2) . . . . ?
C14 C12 C11 C9 1.3(4) . . . . ?
C33 C26 C27 C29 -1.6(3) . . . . ?
C33 C26 C27 C28 -178.9(2) . . . . ?
C33 C32 C30 C29 -0.6(4) . . . . ?
C33 C32 C30 C31 179.1(3) . . . . ?
C57 C55 C54 C52 -0.8(3) . . . . ?
C41 C36 C37 C38 0.1(4) . . . . ?
C41 C40 C39 C38 -0.3(4) . . . . ?
C4 C3 C2 C1 178.3(2) . . . . ?
C4 C3 C2 C7 -0.6(3) . . . . ?
C4 C5 C6 C7 -0.4(4) . . . . ?
C25 C24 C17 P2 1.0(3) . . . . ?
C25 C24 C17 C18 -178.1(2) . . . . ?
C25 C24 C23 C21 178.9(2) . . . . ?
C22 C21 C23 C24 -179.0(2) . . . . ?
C22 C21 C20 C18 179.6(2) . . . . ?
C37 C36 C41 C40 -0.6(3) . . . . ?
C37 C38 C39 C40 -0.2(4) . . . . ?
C10 C9 C11 C12 179.5(2) . . . . ?
C62 C61 C63 C64 179.5(3) . . . . ?
C44 C43 C45 C46 174.0(2) . . . . ?
C67 C60 C61 C62 179.4(2) . . . . ?
C67 C60 C61 C63 -0.1(3) . . . . ?
C67 C66 C64 C63 0.1(4) . . . . ?
C67 C66 C64 C65 -179.8(3) . . . . ?
C19 C18 C20 C21 -179.1(2) . . . . ?
C01N C55 C54 C52 -179.5(2) . . . . ?
C01N C55 C57 C58 -179.4(2) . . . . ?
C16 C15 C14 C12 178.8(2) . . . . ?
C28 C27 C29 C30 176.9(2) . . . . ?
C34 C33 C32 C30 177.2(2) . . . . ?
C53 C52 C54 C55 178.6(2) . . . . ?
C59 C58 C57 C55 179.9(2) . . . . ?
C13 C12 C11 C9 -178.6(2) . . . . ?
C68 C67 C66 C64 177.3(3) . . . . ?

_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_im090
_database_code_depnum_ccdc_archive 'CCDC 2293102'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
_audit_creation_date             2023-08-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/1
loop_
_audit_author_email
''
''
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C54 H66 P6, C4 H10 O'
_chemical_formula_sum            'C58 H76 O P6'
_chemical_formula_weight         975.00
_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'
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           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   13.273(4)
_cell_length_b                   8.550(3)
_cell_length_c                   24.630(8)
_cell_angle_alpha                90
_cell_angle_beta                 97.626(4)
_cell_angle_gamma                90
_cell_volume                     2770.3(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6173
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.16
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.944
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.726
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1303 before and 0.0843 after correction.
The ratio of minimum to maximum transmission is 0.7432.
The λ/2 correction factor is not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1044
_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of Et2O and pentane  by slow evaporation'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1005
_diffrn_reflns_av_unetI/netI     0.0912
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            21991
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.332
_diffrn_reflns_theta_min         1.668
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'Bruker-Nonius Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3161
_reflns_number_total             5012
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.902
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         5012
_refine_ls_number_restraints     147
_refine_ls_R_factor_all          0.1136
_refine_ls_R_factor_gt           0.0694
_refine_ls_restrained_S_all      0.989
_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)+(0.1421P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1921
_refine_ls_wR_factor_ref         0.2279
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 C17-C13 \\sim C34-C17A \\sim C18-C15 \\sim C36-C18A
 with sigma of 0.02
 C16-C11 \\sim C17-C13 \\sim C18-C15
 with sigma of 0.01
 C16-C11 \\sim C32-C16A \\sim C34-C17A \\sim C17-C13 \\sim C36-C18A \\sim
C18-C15
 with sigma of 0.01
2. Rigid body (RIGU) restrains
 C10, C11, C12, C13, C14, C15, C16, C17, C18, C31, C32, C33, C34, C35, C36,
 C17A, C18A, C16A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(C31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(C35)=Sof(H35)=Sof(C36)=
 Sof(C17A)=Sof(H17D)=Sof(H17E)=Sof(H17F)=Sof(C18A)=Sof(H18D)=Sof(H18E)=
 Sof(H18F)=Sof(C16A)=Sof(H16D)=Sof(H16E)=Sof(H16F)=1-FVAR(1)
 Sof(C10)=Sof(C11)=Sof(C12)=Sof(H12)=Sof(C13)=Sof(C14)=Sof(H14)=Sof(C15)=
 Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C12(H12), C14(H14), C21(H21), C23(H23), C33(H33), C35(H35)
4.c Fitted hexagon refined as free rotating group:
 C10(C11,C12,C13,C14,C15), C31(C32,C33,C34,C35,C36)
4.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C16(H16A,H16B,H16C),
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C), C30(H30A,H30B,H30C), C17A(H17D,H17E,H17F),
 C18A(H18D,H18E,H18F), C16A(H16D,H16E,H16F)
;
_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 0.88244(8) 0.60645(12) 0.44774(4) 0.0298(3) Uani 1 1 d . . . . .
P2 P 0.85737(8) 0.40156(13) 0.50098(4) 0.0338(3) Uani 1 1 d . . . . .
P3 P 0.96665(8) 0.47065(12) 0.57413(4) 0.0315(3) Uani 1 1 d . . . . .
C1 C 0.8041(3) 0.5615(5) 0.38091(16) 0.0306(9) Uani 1 1 d . . . . .
C2 C 0.7974(3) 0.4188(5) 0.35248(18) 0.0363(10) Uani 1 1 d . . . . .
C3 C 0.7381(3) 0.4092(5) 0.30121(18) 0.0429(11) Uani 1 1 d . . . . .
H3 H 0.733302 0.311626 0.282571 0.052 Uiso 1 1 calc R U . . .
C4 C 0.6860(3) 0.5364(6) 0.27662(18) 0.0457(12) Uani 1 1 d . . . . .
C5 C 0.6920(3) 0.6748(6) 0.30508(18) 0.0435(11) Uani 1 1 d . . . . .
H5 H 0.655684 0.762947 0.289253 0.052 Uiso 1 1 calc R U . . .
C6 C 0.7498(3) 0.6904(5) 0.35675(18) 0.0380(10) Uani 1 1 d . . . . .
C7 C 0.8484(3) 0.2672(5) 0.3735(2) 0.0465(12) Uani 1 1 d . . . . .
H7A H 0.916163 0.290058 0.392841 0.070 Uiso 1 1 calc R U . . .
H7B H 0.854509 0.197302 0.342599 0.070 Uiso 1 1 calc R U . . .
H7C H 0.807300 0.216424 0.398737 0.070 Uiso 1 1 calc R U . . .
C8 C 0.6255(4) 0.5254(7) 0.2200(2) 0.0731(17) Uani 1 1 d . . . . .
H8A H 0.669838 0.549478 0.192332 0.110 Uiso 1 1 calc R U . . .
H8B H 0.569209 0.600419 0.217072 0.110 Uiso 1 1 calc R U . . .
H8C H 0.598391 0.419286 0.214112 0.110 Uiso 1 1 calc R U . . .
C9 C 0.7496(4) 0.8494(6) 0.3841(2) 0.0622(15) Uani 1 1 d . . . . .
H9A H 0.725301 0.838537 0.419794 0.093 Uiso 1 1 calc R U . . .
H9B H 0.704547 0.920427 0.360943 0.093 Uiso 1 1 calc R U . . .
H9C H 0.818725 0.892008 0.389233 0.093 Uiso 1 1 calc R U . . .
C10 C 0.7369(11) 0.435(2) 0.5270(9) 0.030(3) Uani 0.45(4) 1 d G . P A 1
C11 C 0.7085(11) 0.576(2) 0.5490(8) 0.033(3) Uani 0.45(4) 1 d DG . P A 1
C12 C 0.6160(10) 0.587(2) 0.5694(6) 0.034(3) Uani 0.45(4) 1 d G . P A 1
H12 H 0.596515 0.682886 0.584391 0.040 Uiso 0.45(4) 1 calc R U P A 1
C13 C 0.5520(9) 0.458(3) 0.5678(6) 0.034(4) Uani 0.45(4) 1 d DG . P A 1
C14 C 0.5805(10) 0.317(2) 0.5458(7) 0.043(4) Uani 0.45(4) 1 d G . P A 1
H14 H 0.536740 0.229179 0.544686 0.052 Uiso 0.45(4) 1 calc R U P A 1
C15 C 0.6729(11) 0.306(2) 0.5254(8) 0.037(3) Uani 0.45(4) 1 d DG . P A 1
C16 C 0.7670(13) 0.730(2) 0.5503(10) 0.030(4) Uani 0.45(4) 1 d D . P A 1
H16A H 0.840220 0.709274 0.555966 0.044 Uiso 0.45(4) 1 calc R U P A 1
H16B H 0.749084 0.795555 0.580352 0.044 Uiso 0.45(4) 1 calc R U P A 1
H16C H 0.749171 0.785599 0.515474 0.044 Uiso 0.45(4) 1 calc R U P A 1
C17 C 0.4485(12) 0.466(4) 0.5892(10) 0.070(6) Uani 0.45(4) 1 d D . P A 1
H17A H 0.440015 0.568965 0.605227 0.105 Uiso 0.45(4) 1 calc R U P A 1
H17B H 0.445424 0.384961 0.617182 0.105 Uiso 0.45(4) 1 calc R U P A 1
H17C H 0.394063 0.448067 0.558834 0.105 Uiso 0.45(4) 1 calc R U P A 1
C18 C 0.6969(18) 0.150(2) 0.4990(12) 0.071(6) Uani 0.45(4) 1 d D . P A 1
H18A H 0.694946 0.164633 0.459385 0.106 Uiso 0.45(4) 1 calc R U P A 1
H18B H 0.646268 0.071928 0.506005 0.106 Uiso 0.45(4) 1 calc R U P A 1
H18C H 0.764699 0.114657 0.514700 0.106 Uiso 0.45(4) 1 calc R U P A 1
C19 C 0.9380(3) 0.3118(5) 0.62122(16) 0.0336(10) Uani 1 1 d . . . . .
C20 C 0.9102(3) 0.3660(6) 0.67108(17) 0.0409(11) Uani 1 1 d . . . . .
C21 C 0.8832(3) 0.2588(7) 0.7095(2) 0.0529(13) Uani 1 1 d . . . . .
H21 H 0.863342 0.296988 0.742665 0.064 Uiso 1 1 calc R U . . .
C22 C 0.8845(3) 0.1003(6) 0.7008(2) 0.0510(13) Uani 1 1 d . . . . .
C23 C 0.9129(3) 0.0468(6) 0.6517(2) 0.0482(12) Uani 1 1 d . . . . .
H23 H 0.913943 -0.062641 0.645188 0.058 Uiso 1 1 calc R U . . .
C24 C 0.9400(3) 0.1491(5) 0.61160(17) 0.0365(10) Uani 1 1 d . . . . .
C25 C 0.9060(4) 0.5380(6) 0.6855(2) 0.0570(13) Uani 1 1 d . . . . .
H25A H 0.973187 0.585142 0.684958 0.086 Uiso 1 1 calc R U . . .
H25B H 0.885918 0.549122 0.722220 0.086 Uiso 1 1 calc R U . . .
H25C H 0.856265 0.591056 0.658788 0.086 Uiso 1 1 calc R U . . .
C26 C 0.8554(4) -0.0143(7) 0.7426(2) 0.0718(17) Uani 1 1 d . . . . .
H26A H 0.903679 -0.006241 0.776213 0.108 Uiso 1 1 calc R U . . .
H26B H 0.856839 -0.120713 0.727953 0.108 Uiso 1 1 calc R U . . .
H26C H 0.786780 0.009661 0.750752 0.108 Uiso 1 1 calc R U . . .
C27 C 0.9686(3) 0.0729(5) 0.56044(19) 0.0451(12) Uani 1 1 d . . . . .
H27A H 0.906899 0.048802 0.535399 0.068 Uiso 1 1 calc R U . . .
H27B H 1.006158 -0.023962 0.570298 0.068 Uiso 1 1 calc R U . . .
H27C H 1.011467 0.144428 0.542444 0.068 Uiso 1 1 calc R U . . .
O28 O 0.500000 0.9738(9) 0.250000 0.116(3) Uani 1 2 d S T P B 1
C29 C 0.4714(7) 1.0609(9) 0.2936(5) 0.131(4) Uani 1 1 d . . . B 1
H29A H 0.414134 1.130349 0.279501 0.157 Uiso 1 1 calc R U . B 1
H29B H 0.529052 1.127891 0.308869 0.157 Uiso 1 1 calc R U . B 1
C30 C 0.4399(9) 0.9610(14) 0.3387(5) 0.177(5) Uani 1 1 d . . . B 1
H30A H 0.371777 0.918695 0.327259 0.265 Uiso 1 1 calc R U . B 1
H30B H 0.439194 1.024586 0.371753 0.265 Uiso 1 1 calc R U . B 1
H30C H 0.488241 0.874701 0.346478 0.265 Uiso 1 1 calc R U . B 1
C31 C 0.7357(9) 0.4718(18) 0.5323(7) 0.031(3) Uani 0.55(4) 1 d G . P A 2
C32 C 0.7132(9) 0.6197(18) 0.5507(6) 0.033(3) Uani 0.55(4) 1 d DG . P A 2
C33 C 0.6225(9) 0.645(2) 0.5718(5) 0.042(3) Uani 0.55(4) 1 d G . P A 2
H33 H 0.607126 0.746479 0.584437 0.051 Uiso 0.55(4) 1 calc R U P A 2
C34 C 0.5543(8) 0.523(2) 0.5745(5) 0.043(3) Uani 0.55(4) 1 d DG . P A 2
C35 C 0.5769(8) 0.375(2) 0.5560(6) 0.042(3) Uani 0.55(4) 1 d G . P A 2
H35 H 0.530273 0.291469 0.557798 0.051 Uiso 0.55(4) 1 calc R U P A 2
C36 C 0.6675(9) 0.3494(18) 0.5349(6) 0.042(3) Uani 0.55(4) 1 d DG . P A 2
C17A C 0.4527(9) 0.548(3) 0.5966(8) 0.062(4) Uani 0.55(4) 1 d D . P A 2
H17D H 0.452279 0.651719 0.613633 0.093 Uiso 0.55(4) 1 calc R U P A 2
H17E H 0.444110 0.467612 0.623936 0.093 Uiso 0.55(4) 1 calc R U P A 2
H17F H 0.396843 0.541154 0.566401 0.093 Uiso 0.55(4) 1 calc R U P A 2
C18A C 0.6838(12) 0.1809(19) 0.5167(9) 0.059(4) Uani 0.55(4) 1 d D . P A 2
H18D H 0.719715 0.181753 0.484391 0.089 Uiso 0.55(4) 1 calc R U P A 2
H18E H 0.617786 0.129370 0.507546 0.089 Uiso 0.55(4) 1 calc R U P A 2
H18F H 0.724328 0.123866 0.546462 0.089 Uiso 0.55(4) 1 calc R U P A 2
C16A C 0.7846(16) 0.762(2) 0.5518(10) 0.051(4) Uani 0.55(4) 1 d D . P A 2
H16D H 0.854636 0.728345 0.563907 0.077 Uiso 0.55(4) 1 calc R U P A 2
H16E H 0.764506 0.840386 0.577246 0.077 Uiso 0.55(4) 1 calc R U P A 2
H16F H 0.780203 0.806794 0.515000 0.077 Uiso 0.55(4) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 P2 2.2394(16) . ?
P1 P3 2.2412(16) 3_766 ?
P1 C1 1.867(4) . ?
P2 P3 2.2371(16) . ?
P2 C10 1.822(12) . ?
P2 C31 1.973(12) . ?
P3 C19 1.858(4) . ?
C1 C2 1.403(6) . ?
C1 C6 1.406(6) . ?
C2 C3 1.399(6) . ?
C2 C7 1.521(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(7) . ?
C4 C5 1.372(7) . ?
C4 C8 1.516(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.402(6) . ?
C6 C9 1.517(6) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.3900 . ?
C10 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 C16 1.534(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.3900 . ?
C13 C14 1.3900 . ?
C13 C17 1.537(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.3900 . ?
C15 C18 1.534(7) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.407(6) . ?
C19 C24 1.412(6) . ?
C20 C21 1.397(6) . ?
C20 C25 1.517(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.372(7) . ?
C22 C23 1.391(7) . ?
C22 C26 1.507(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.402(6) . ?
C24 C27 1.511(6) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
O28 C29 1.400(10) . ?
O28 C29 1.400(10) 2_655 ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.504(13) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.3900 . ?
C31 C36 1.3900 . ?
C32 C33 1.3900 . ?
C32 C16A 1.538(7) . ?
C33 H33 0.9500 . ?
C33 C34 1.3900 . ?
C34 C35 1.3900 . ?
C34 C17A 1.536(6) . ?
C35 H35 0.9500 . ?
C35 C36 1.3900 . ?
C36 C18A 1.533(7) . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 0.9800 . ?
C18A H18D 0.9800 . ?
C18A H18E 0.9800 . ?
C18A H18F 0.9800 . ?
C16A H16D 0.9800 . ?
C16A H16E 0.9800 . ?
C16A H16F 0.9800 . ?

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
P2 P1 P3 96.76(6) . 3_766 ?
C1 P1 P2 104.27(13) . . ?
C1 P1 P3 97.96(13) . 3_766 ?
P3 P2 P1 97.71(6) . . ?
C10 P2 P1 106.7(6) . . ?
C10 P2 P3 100.4(7) . . ?
C31 P2 P1 100.6(4) . . ?
C31 P2 P3 94.7(5) . . ?
P2 P3 P1 103.50(6) . 3_766 ?
C19 P3 P1 101.44(13) . 3_766 ?
C19 P3 P2 98.35(13) . . ?
C2 C1 P1 127.6(3) . . ?
C2 C1 C6 118.4(4) . . ?
C6 C1 P1 114.0(3) . . ?
C1 C2 C7 125.1(4) . . ?
C3 C2 C1 119.5(4) . . ?
C3 C2 C7 115.4(4) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 C2 122.5(4) . . ?
C4 C3 H3 118.8 . . ?
C3 C4 C8 121.7(5) . . ?
C5 C4 C3 117.5(4) . . ?
C5 C4 C8 120.7(5) . . ?
C4 C5 H5 118.9 . . ?
C4 C5 C6 122.2(4) . . ?
C6 C5 H5 118.9 . . ?
C1 C6 C9 123.1(4) . . ?
C5 C6 C1 119.8(4) . . ?
C5 C6 C9 117.1(4) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 P2 124.7(7) . . ?
C11 C10 C15 120.0 . . ?
C15 C10 P2 115.2(7) . . ?
C10 C11 C12 120.0 . . ?
C10 C11 C16 126.2(8) . . ?
C12 C11 C16 113.7(8) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C17 121.8(9) . . ?
C14 C13 C12 120.0 . . ?
C14 C13 C17 118.2(9) . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
C10 C15 C18 122.8(8) . . ?
C14 C15 C10 120.0 . . ?
C14 C15 C18 117.1(9) . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 P3 113.8(3) . . ?
C20 C19 C24 118.9(4) . . ?
C24 C19 P3 127.3(3) . . ?
C19 C20 C25 123.1(4) . . ?
C21 C20 C19 119.7(4) . . ?
C21 C20 C25 117.2(4) . . ?
C20 C21 H21 118.9 . . ?
C22 C21 C20 122.2(5) . . ?
C22 C21 H21 118.9 . . ?
C21 C22 C23 118.0(4) . . ?
C21 C22 C26 121.8(5) . . ?
C23 C22 C26 120.2(5) . . ?
C22 C23 H23 118.9 . . ?
C22 C23 C24 122.2(5) . . ?
C24 C23 H23 118.9 . . ?
C19 C24 C27 125.2(4) . . ?
C23 C24 C19 118.9(4) . . ?
C23 C24 C27 115.8(4) . . ?
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 . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 O28 C29 115.7(11) 2_655 . ?
O28 C29 H29A 108.9 . . ?
O28 C29 H29B 108.9 . . ?
O28 C29 C30 113.3(7) . . ?
H29A C29 H29B 107.7 . . ?
C30 C29 H29A 108.9 . . ?
C30 C29 H29B 108.9 . . ?
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 . . ?
C32 C31 P2 128.8(5) . . ?
C32 C31 C36 120.0 . . ?
C36 C31 P2 111.2(5) . . ?
C31 C32 C16A 124.4(9) . . ?
C33 C32 C31 120.0 . . ?
C33 C32 C16A 115.6(9) . . ?
C32 C33 H33 120.0 . . ?
C32 C33 C34 120.0 . . ?
C34 C33 H33 120.0 . . ?
C33 C34 C17A 121.3(7) . . ?
C35 C34 C33 120.0 . . ?
C35 C34 C17A 118.7(7) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 120.0 . . ?
C36 C35 H35 120.0 . . ?
C31 C36 C18A 125.1(7) . . ?
C35 C36 C31 120.0 . . ?
C35 C36 C18A 114.9(7) . . ?
C34 C17A H17D 109.5 . . ?
C34 C17A H17E 109.5 . . ?
C34 C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?
C36 C18A H18D 109.5 . . ?
C36 C18A H18E 109.5 . . ?
C36 C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C32 C16A H16D 109.5 . . ?
C32 C16A H16E 109.5 . . ?
C32 C16A H16F 109.5 . . ?
H16D C16A H16E 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 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 P2 C10 C11 -46.4(10) . . . . ?
P1 P2 C10 C15 135.7(7) . . . . ?
P1 P3 C19 C20 129.7(3) 3_766 . . . ?
P1 P3 C19 C24 -51.3(4) 3_766 . . . ?
P1 C1 C2 C3 -176.8(3) . . . . ?
P1 C1 C2 C7 4.8(6) . . . . ?
P1 C1 C6 C5 176.7(3) . . . . ?
P1 C1 C6 C9 -3.6(5) . . . . ?
P2 P1 C1 C2 -45.0(4) . . . . ?
P2 P1 C1 C6 137.6(3) . . . . ?
P2 P3 C19 C20 -124.6(3) . . . . ?
P2 P3 C19 C24 54.4(4) . . . . ?
P2 C10 C11 C12 -177.8(14) . . . . ?
P2 C10 C11 C16 6.4(14) . . . . ?
P2 C10 C15 C14 178.0(13) . . . . ?
P2 C10 C15 C18 -5.3(15) . . . . ?
P2 C31 C32 C33 -179.7(11) . . . . ?
P2 C31 C32 C16A -2.2(14) . . . . ?
P2 C31 C36 C35 179.8(9) . . . . ?
P2 C31 C36 C18A 0.6(10) . . . . ?
P3 P1 C1 C2 54.1(4) 3_766 . . . ?
P3 P1 C1 C6 -123.3(3) 3_766 . . . ?
P3 P2 C10 C11 55.0(9) . . . . ?
P3 P2 C10 C15 -122.9(7) . . . . ?
P3 C19 C20 C21 177.7(3) . . . . ?
P3 C19 C20 C25 -1.1(5) . . . . ?
P3 C19 C24 C23 -178.1(3) . . . . ?
P3 C19 C24 C27 1.4(6) . . . . ?
C1 C2 C3 C4 0.9(6) . . . . ?
C2 C1 C6 C5 -0.9(6) . . . . ?
C2 C1 C6 C9 178.8(4) . . . . ?
C2 C3 C4 C5 -1.7(7) . . . . ?
C2 C3 C4 C8 177.5(4) . . . . ?
C3 C4 C5 C6 1.2(7) . . . . ?
C4 C5 C6 C1 0.1(6) . . . . ?
C4 C5 C6 C9 -179.6(4) . . . . ?
C6 C1 C2 C3 0.5(6) . . . . ?
C6 C1 C2 C7 -177.9(4) . . . . ?
C7 C2 C3 C4 179.4(4) . . . . ?
C8 C4 C5 C6 -178.0(4) . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C11 C10 C15 C14 0.0 . . . . ?
C11 C10 C15 C18 176.7(14) . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C11 C12 C13 C17 -179.2(15) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 C10 0.0 . . . . ?
C13 C14 C15 C18 -176.8(13) . . . . ?
C15 C10 C11 C12 0.0 . . . . ?
C15 C10 C11 C16 -175.8(14) . . . . ?
C16 C11 C12 C13 176.3(13) . . . . ?
C17 C13 C14 C15 179.3(14) . . . . ?
C19 C20 C21 C22 1.2(7) . . . . ?
C20 C19 C24 C23 0.8(6) . . . . ?
C20 C19 C24 C27 -179.7(4) . . . . ?
C20 C21 C22 C23 -0.6(7) . . . . ?
C20 C21 C22 C26 179.9(4) . . . . ?
C21 C22 C23 C24 0.1(7) . . . . ?
C22 C23 C24 C19 -0.3(6) . . . . ?
C22 C23 C24 C27 -179.8(4) . . . . ?
C24 C19 C20 C21 -1.3(6) . . . . ?
C24 C19 C20 C25 179.8(4) . . . . ?
C25 C20 C21 C22 -179.8(4) . . . . ?
C26 C22 C23 C24 179.7(4) . . . . ?
C29 O28 C29 C30 179.1(10) 2_655 . . . ?
C31 C32 C33 C34 0.0 . . . . ?
C32 C31 C36 C35 0.0 . . . . ?
C32 C31 C36 C18A -179.2(11) . . . . ?
C32 C33 C34 C35 0.0 . . . . ?
C32 C33 C34 C17A -178.9(12) . . . . ?
C33 C34 C35 C36 0.0 . . . . ?
C34 C35 C36 C31 0.0 . . . . ?
C34 C35 C36 C18A 179.2(10) . . . . ?
C36 C31 C32 C33 0.0 . . . . ?
C36 C31 C32 C16A 177.5(13) . . . . ?
C17A C34 C35 C36 179.0(12) . . . . ?
C16A C32 C33 C34 -177.7(12) . . . . ?

_olex2_diffrn_ambient_temperature_device Kryoflex
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a mylar loop in oil'
_olex2_submission_original_sample_id P6Mes6.Et2O
_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_im080
_database_code_depnum_ccdc_archive 'CCDC 2293097'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
_audit_creation_date             2022-01-10
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H36 N P3'
_chemical_formula_sum            'C29 H36 N P3'
_chemical_formula_weight         491.50
_chemical_absolute_configuration ?
_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'
N N 0.0061 0.0033 '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           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   15.6132(9)
_cell_length_b                   12.7998(7)
_cell_length_c                   26.6995(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5335.8(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9763
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.91
_cell_measurement_theta_min      2.19
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.940
_exptl_absorpt_coefficient_mu    0.241
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6861
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0562 before and 0.0501 after correction.
The Ratio of minimum to maximum transmission is 0.9202.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2096
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            75209
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.925
_diffrn_reflns_theta_min         1.525
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.956
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                10377
_reflns_number_total             12747
_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 V8.40B (2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 4344 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.34(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     615
_refine_ls_number_reflns         12747
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0405
_refine_ls_restrained_S_all      1.037
_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)+(0.0367P)²+2.6858P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0907
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00M(H00M), C00Q(H00Q), C00X(H00X), C010(H010), C012(H012),
 C016(H016), C01A(H01A), C01E(H4), C01G(H6), C01H(H01H), C01K(H7)
2.b Idealised Me refined as rotating group:
 C00T(H00A,H00B,H00C), C00Y(H00E,H00F,H00G), C00Z(H00H,H00I,H00J), C014(H01,H,
 HA), C015(H1,HB,HC), C018(H2,HD,HE), C01D(H3,HF,HG), C01F(H5,HH,HI), C01I(H01B,
 H01C,H01D), C01J(H01E,H01F,H01G), C01L(H8,HJ,HK), C01M(H01I,H01J,H01K),
 C01N(H01L,H01M,H01N), C01O(H9,HL,HM), C01P(H01O,H01P,H01Q), C01Q(H01R,H01S,
 H01T), C01R(H10,HN,HO), C01S(H01U,H01V,H01W), C01T(H01X,H01Y,HP), C01U(H01Z,HQ,
 HR)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P001 P 0.57158(6) 0.52429(7) 0.37792(4) 0.01275(19) Uani 1 1 d . . . . .
P002 P 0.60084(6) 0.69156(7) 0.38177(4) 0.01229(19) Uani 1 1 d . . . . .
P003 P 0.49780(6) 0.97285(7) 0.61892(4) 0.01345(18) Uani 1 1 d . . . . .
P004 P 0.46832(6) 0.80555(7) 0.61510(4) 0.01277(19) Uani 1 1 d . . . . .
P005 P 0.43124(6) 0.79834(7) 0.69707(4) 0.0141(2) Uani 1 1 d . . . . .
P006 P 0.63865(6) 0.69823(8) 0.29969(4) 0.0145(2) Uani 1 1 d . . . . .
N007 N 0.6561(2) 0.5685(3) 0.28913(12) 0.0174(7) Uani 1 1 d . . . . .
N8 N 0.4156(2) 0.9280(2) 0.70856(12) 0.0166(7) Uani 1 1 d . . . . .
C009 C 0.4337(2) 1.0367(3) 0.56968(15) 0.0138(8) Uani 1 1 d . . . . .
C00A C 0.5865(2) 0.4091(3) 0.46459(15) 0.0142(8) Uani 1 1 d . . . . .
C00B C 0.6482(2) 0.7735(3) 0.64063(15) 0.0166(8) Uani 1 1 d . . . . .
C00C C 0.7438(3) 0.8626(3) 0.32184(18) 0.0169(9) Uani 1 1 d . . . . .
C00D C 0.6284(3) 0.3585(3) 0.50403(15) 0.0154(8) Uani 1 1 d . . . . .
H00D H 0.595971 0.327036 0.529061 0.019 Uiso 1 1 calc R U . . .
C00E C 0.7251(2) 0.4602(3) 0.43090(15) 0.0147(8) Uani 1 1 d . . . . .
C00F C 0.5768(2) 0.7482(3) 0.61037(16) 0.0151(8) Uani 1 1 d . . . . .
C00G C 0.4820(2) 1.0879(3) 0.53208(15) 0.0143(8) Uani 1 1 d . . . . .
C00H C 0.6350(2) 0.4610(3) 0.42752(14) 0.0116(7) Uani 1 1 d . . . . .
C00I C 0.7460(3) 0.7563(3) 0.30650(16) 0.0144(9) Uani 1 1 d . . . . .
C00J C 0.3430(2) 1.0383(3) 0.56706(15) 0.0145(8) Uani 1 1 d . . . . .
C00K C 0.3500(3) 1.1437(3) 0.49129(15) 0.0166(8) Uani 1 1 d . . . . .
C00L C 0.7173(2) 0.3542(3) 0.50677(15) 0.0158(8) Uani 1 1 d . . . . .
C00M C 0.7636(2) 0.4059(3) 0.46991(15) 0.0152(8) Uani 1 1 d . . . . .
H00M H 0.823065 0.404020 0.471405 0.018 Uiso 1 1 calc R U . . .
C00N C 0.4219(2) 0.7272(3) 0.35525(15) 0.0163(8) Uani 1 1 d . . . . .
C00O C 0.8983(3) 0.8693(3) 0.32532(17) 0.0222(9) Uani 1 1 d . . . . .
C00P C 0.3224(2) 0.7425(3) 0.69161(16) 0.0142(8) Uani 1 1 d . . . . .
C00Q C 0.6695(3) 0.6377(3) 0.55957(19) 0.0228(10) Uani 1 1 d . . . . .
H00Q H 0.676289 0.591802 0.532860 0.027 Uiso 1 1 calc R U . . .
C00R C 0.2435(2) 0.7897(3) 0.70238(15) 0.0172(8) Uani 1 1 d . . . . .
C00S C 0.5886(3) 0.6771(3) 0.57027(16) 0.0169(9) Uani 1 1 d . . . . .
C00T C 0.7816(2) 0.5133(3) 0.39278(15) 0.0177(8) Uani 1 1 d . . . . .
H00A H 0.781239 0.473925 0.362191 0.026 Uiso 1 1 calc R U . . .
H00B H 0.839090 0.517321 0.405437 0.026 Uiso 1 1 calc R U . . .
H00C H 0.760531 0.582537 0.386474 0.026 Uiso 1 1 calc R U . . .
C00U C 0.3287(3) 0.8327(3) 0.40863(19) 0.0244(11) Uani 1 1 d . . . . .
C00V C 0.6315(2) 0.4971(3) 0.31945(15) 0.0149(8) Uani 1 1 d . . . . .
C00W C 0.8267(2) 0.7100(3) 0.29628(16) 0.0185(8) Uani 1 1 d . . . . .
C00X C 0.9002(3) 0.7667(3) 0.30770(16) 0.0227(9) Uani 1 1 d . . . . .
H00X H 0.953116 0.734642 0.303387 0.027 Uiso 1 1 calc R U . . .
C00Y C 0.2874(2) 0.9857(3) 0.60539(15) 0.0186(8) Uani 1 1 d . . . . .
H00E H 0.307963 0.916071 0.611253 0.028 Uiso 1 1 calc R U . . .
H00F H 0.229485 0.982691 0.593324 0.028 Uiso 1 1 calc R U . . .
H00G H 0.289049 1.024607 0.636108 0.028 Uiso 1 1 calc R U . . .
C00Z C 0.4310(3) 1.1127(3) 0.69264(17) 0.0227(9) Uani 1 1 d . . . . .
H00H H 0.479196 1.133228 0.712709 0.034 Uiso 1 1 calc R U . . .
H00I H 0.379215 1.122264 0.711463 0.034 Uiso 1 1 calc R U . . .
H00J H 0.428995 1.154900 0.662932 0.034 Uiso 1 1 calc R U . . .
C010 C 0.7280(3) 0.7307(3) 0.62871(17) 0.0232(10) Uani 1 1 d . . . . .
H010 H 0.774657 0.746507 0.648958 0.028 Uiso 1 1 calc R U . . .
C011 C 0.4399(2) 0.9995(3) 0.67825(15) 0.0157(8) Uani 1 1 d . . . . .
C012 C 0.3416(2) 0.7699(3) 0.36702(17) 0.0202(9) Uani 1 1 d . . . . .
H012 H 0.295426 0.755492 0.346156 0.024 Uiso 1 1 calc R U . . .
C013 C 0.7402(3) 0.6653(3) 0.58780(18) 0.0229(10) Uani 1 1 d . . . . .
C014 C 0.5788(2) 1.0896(3) 0.53214(16) 0.0191(9) Uani 1 1 d . . . . .
H01 H 0.598791 1.126700 0.561111 0.029 Uiso 1 1 calc R U . . .
H H 0.598941 1.123839 0.502412 0.029 Uiso 1 1 calc R U . . .
HA H 0.600099 1.019241 0.532951 0.029 Uiso 1 1 calc R U . . .
C015 C 0.4051(3) 0.5748(3) 0.66979(17) 0.0205(9) Uani 1 1 d . . . . .
H1 H 0.393007 0.501493 0.672565 0.031 Uiso 1 1 calc R U . . .
HB H 0.445308 0.594742 0.695229 0.031 Uiso 1 1 calc R U . . .
HC H 0.428875 0.589216 0.637366 0.031 Uiso 1 1 calc R U . . .
C016 C 0.3038(3) 1.0926(3) 0.52787(15) 0.0163(8) Uani 1 1 d . . . . .
H016 H 0.244333 1.094267 0.526396 0.020 Uiso 1 1 calc R U . . .
C017 C 0.4804(2) 0.8169(3) 0.42813(16) 0.0166(8) Uani 1 1 d . . . . .
C018 C 0.3045(3) 1.2046(3) 0.45070(16) 0.0239(9) Uani 1 1 d . . . . .
H2 H 0.258282 1.163592 0.437520 0.036 Uiso 1 1 calc R U . . .
HD H 0.344209 1.220665 0.424329 0.036 Uiso 1 1 calc R U . . .
HE H 0.282283 1.268366 0.464494 0.036 Uiso 1 1 calc R U . . .
C019 C 0.1676(3) 0.6334(4) 0.67469(18) 0.0215(10) Uani 1 1 d . . . . .
C01A C 0.3986(3) 0.8558(3) 0.43827(18) 0.0230(10) Uani 1 1 d . . . . .
H01A H 0.391004 0.898779 0.465991 0.028 Uiso 1 1 calc R U . . .
C01B C 0.3229(2) 0.6364(3) 0.67642(15) 0.0153(8) Uani 1 1 d . . . . .
C01C C 0.4922(2) 0.7490(3) 0.38677(15) 0.0139(8) Uani 1 1 d . . . . .
C01D C 0.5158(3) 0.6399(3) 0.53716(17) 0.0247(10) Uani 1 1 d . . . . .
H3 H 0.485211 0.584817 0.553806 0.037 Uiso 1 1 calc R U . . .
HF H 0.538532 0.614263 0.506099 0.037 Uiso 1 1 calc R U . . .
HG H 0.477488 0.696953 0.530630 0.037 Uiso 1 1 calc R U . . .
C01E C 0.2458(3) 0.5847(3) 0.66815(18) 0.0212(10) Uani 1 1 d . . . . .
H4 H 0.246960 0.515240 0.657919 0.025 Uiso 1 1 calc R U . . .
C01F C 0.6433(2) 0.8464(3) 0.68462(15) 0.0202(9) Uani 1 1 d . . . . .
H5 H 0.639527 0.917113 0.672846 0.030 Uiso 1 1 calc R U . . .
HH H 0.693769 0.838585 0.704848 0.030 Uiso 1 1 calc R U . . .
HI H 0.593607 0.830111 0.704259 0.030 Uiso 1 1 calc R U . . .
C01G C 0.4388(2) 1.1385(3) 0.49342(15) 0.0165(8) Uani 1 1 d . . . . .
H6 H 0.470568 1.169956 0.468109 0.020 Uiso 1 1 calc R U . . .
C01H C 0.8196(3) 0.9162(3) 0.33019(17) 0.0204(10) Uani 1 1 d . . . . .
H01H H 0.817076 0.986231 0.339395 0.024 Uiso 1 1 calc R U . . .
C01I C 0.4895(2) 0.4062(3) 0.46355(16) 0.0180(9) Uani 1 1 d . . . . .
H01B H 0.470627 0.367675 0.434736 0.027 Uiso 1 1 calc R U . . .
H01C H 0.467607 0.476229 0.461867 0.027 Uiso 1 1 calc R U . . .
H01D H 0.468687 0.372904 0.493387 0.027 Uiso 1 1 calc R U . . .
C01J C 0.6608(3) 0.9199(3) 0.32969(18) 0.0196(10) Uani 1 1 d . . . . .
H01E H 0.619497 0.896433 0.305555 0.029 Uiso 1 1 calc R U . . .
H01F H 0.670101 0.993536 0.325675 0.029 Uiso 1 1 calc R U . . .
H01G H 0.639883 0.906206 0.362856 0.029 Uiso 1 1 calc R U . . .
C01K C 0.1685(3) 0.7351(3) 0.69290(19) 0.0216(10) Uani 1 1 d . . . . .
H7 H 0.116462 0.768031 0.699019 0.026 Uiso 1 1 calc R U . . .
C01L C 0.0849(3) 0.5773(4) 0.6632(2) 0.0354(13) Uani 1 1 d . . . . .
H8 H 0.065176 0.597223 0.630503 0.053 Uiso 1 1 calc R U . . .
HJ H 0.042593 0.595626 0.687709 0.053 Uiso 1 1 calc R U . . .
HK H 0.094480 0.503180 0.663987 0.053 Uiso 1 1 calc R U . . .
C01M C 0.6427(3) 0.3830(3) 0.30628(16) 0.0194(9) Uani 1 1 d . . . . .
H01I H 0.650056 0.343081 0.336409 0.029 Uiso 1 1 calc R U . . .
H01J H 0.692345 0.374935 0.285392 0.029 Uiso 1 1 calc R U . . .
H01K H 0.592987 0.358664 0.288681 0.029 Uiso 1 1 calc R U . . .
C01N C 0.7618(3) 0.2940(3) 0.54756(16) 0.0220(9) Uani 1 1 d . . . . .
H01L H 0.721990 0.279276 0.574011 0.033 Uiso 1 1 calc R U . . .
H01M H 0.808513 0.334665 0.560505 0.033 Uiso 1 1 calc R U . . .
H01N H 0.783460 0.229546 0.534174 0.033 Uiso 1 1 calc R U . . .
C01O C 0.2342(3) 0.8945(3) 0.72890(18) 0.0244(10) Uani 1 1 d . . . . .
H9 H 0.264400 0.892423 0.760200 0.037 Uiso 1 1 calc R U . . .
HL H 0.174657 0.908272 0.734987 0.037 Uiso 1 1 calc R U . . .
HM H 0.257626 0.948769 0.708218 0.037 Uiso 1 1 calc R U . . .
C01P C 0.4275(3) 0.6590(3) 0.30942(16) 0.0225(9) Uani 1 1 d . . . . .
H01O H 0.446581 0.590497 0.318895 0.034 Uiso 1 1 calc R U . . .
H01P H 0.467342 0.688886 0.286103 0.034 Uiso 1 1 calc R U . . .
H01Q H 0.372035 0.654074 0.294031 0.034 Uiso 1 1 calc R U . . .
C01Q C 0.5521(3) 0.8513(3) 0.46218(16) 0.0243(9) Uani 1 1 d . . . . .
H01R H 0.582897 0.907736 0.446819 0.036 Uiso 1 1 calc R U . . .
H01S H 0.590408 0.793736 0.467827 0.036 Uiso 1 1 calc R U . . .
H01T H 0.528791 0.874139 0.493584 0.036 Uiso 1 1 calc R U . . .
C01R C 0.8289(3) 0.6266(4) 0.5744(2) 0.0344(12) Uani 1 1 d . . . . .
H10 H 0.860733 0.681983 0.558933 0.052 Uiso 1 1 calc R U . . .
HN H 0.824269 0.568899 0.551601 0.052 Uiso 1 1 calc R U . . .
HO H 0.857880 0.604238 0.604272 0.052 Uiso 1 1 calc R U . . .
C01S C 0.2403(3) 0.8716(4) 0.4220(2) 0.0329(13) Uani 1 1 d . . . . .
H01U H 0.203236 0.864723 0.393550 0.049 Uiso 1 1 calc R U . . .
H01V H 0.243528 0.943659 0.431765 0.049 Uiso 1 1 calc R U . . .
H01W H 0.218019 0.831011 0.449332 0.049 Uiso 1 1 calc R U . . .
C01T C 0.8386(3) 0.6060(3) 0.27041(18) 0.0259(10) Uani 1 1 d . . . . .
H01X H 0.898506 0.594360 0.264405 0.039 Uiso 1 1 calc R U . . .
H01Y H 0.808448 0.606416 0.239094 0.039 Uiso 1 1 calc R U . . .
HP H 0.816546 0.551273 0.291307 0.039 Uiso 1 1 calc R U . . .
C01U C 0.9802(3) 0.9276(4) 0.3359(2) 0.0405(13) Uani 1 1 d . . . . .
H01Z H 1.016762 0.885499 0.356537 0.061 Uiso 1 1 calc R U . . .
HQ H 0.967238 0.991769 0.352892 0.061 Uiso 1 1 calc R U . . .
HR H 1.008759 0.942816 0.304859 0.061 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P001 P002 2.1916(13) . ?
P001 C00H 1.841(4) . ?
P001 C00V 1.853(4) . ?
P002 P006 2.2712(14) . ?
P002 C01C 1.854(4) . ?
P003 P004 2.1928(13) . ?
P003 C009 1.844(4) . ?
P003 C011 1.855(4) . ?
P004 P005 2.2658(14) . ?
P004 C00F 1.851(4) . ?
P005 N8 1.706(3) . ?
P005 C00P 1.850(4) . ?
P006 N007 1.706(3) . ?
P006 C00I 1.842(4) . ?
N007 C00V 1.281(5) . ?
N8 C011 1.279(5) . ?
C009 C00G 1.416(5) . ?
C009 C00J 1.418(5) . ?
C00A C00D 1.398(6) . ?
C00A C00H 1.412(5) . ?
C00A C01I 1.515(6) . ?
C00B C00F 1.415(5) . ?
C00B C010 1.397(5) . ?
C00B C01F 1.502(6) . ?
C00C C00I 1.422(6) . ?
C00C C01H 1.386(6) . ?
C00C C01J 1.502(6) . ?
C00D H00D 0.9300 . ?
C00D C00L 1.392(6) . ?
C00E C00H 1.409(5) . ?
C00E C00M 1.389(5) . ?
C00E C00T 1.509(5) . ?
C00F C00S 1.417(6) . ?
C00G C014 1.511(5) . ?
C00G C01G 1.393(6) . ?
C00I C00W 1.420(5) . ?
C00J C00Y 1.502(5) . ?
C00J C016 1.397(6) . ?
C00K C016 1.379(6) . ?
C00K C018 1.512(5) . ?
C00K C01G 1.390(6) . ?
C00L C00M 1.388(6) . ?
C00L C01N 1.505(5) . ?
C00M H00M 0.9300 . ?
C00N C012 1.402(5) . ?
C00N C01C 1.411(5) . ?
C00N C01P 1.506(6) . ?
C00O C00X 1.395(6) . ?
C00O C01H 1.374(6) . ?
C00O C01U 1.508(6) . ?
C00P C00R 1.401(5) . ?
C00P C01B 1.417(5) . ?
C00Q H00Q 0.9300 . ?
C00Q C00S 1.391(6) . ?
C00Q C013 1.382(7) . ?
C00R C01K 1.388(6) . ?
C00R C01O 1.523(5) . ?
C00S C01D 1.517(6) . ?
C00T H00A 0.9600 . ?
C00T H00B 0.9600 . ?
C00T H00C 0.9600 . ?
C00U C012 1.386(6) . ?
C00U C01A 1.380(7) . ?
C00U C01S 1.510(6) . ?
C00V C01M 1.512(5) . ?
C00W C00X 1.391(6) . ?
C00W C01T 1.511(6) . ?
C00X H00X 0.9300 . ?
C00Y H00E 0.9600 . ?
C00Y H00F 0.9600 . ?
C00Y H00G 0.9600 . ?
C00Z H00H 0.9600 . ?
C00Z H00I 0.9600 . ?
C00Z H00J 0.9600 . ?
C00Z C011 1.506(5) . ?
C010 H010 0.9300 . ?
C010 C013 1.389(6) . ?
C012 H012 0.9300 . ?
C013 C01R 1.514(6) . ?
C014 H01 0.9600 . ?
C014 H 0.9600 . ?
C014 HA 0.9600 . ?
C015 H1 0.9600 . ?
C015 HB 0.9600 . ?
C015 HC 0.9600 . ?
C015 C01B 1.517(5) . ?
C016 H016 0.9300 . ?
C017 C01A 1.397(6) . ?
C017 C01C 1.417(6) . ?
C017 C01Q 1.508(6) . ?
C018 H2 0.9600 . ?
C018 HD 0.9600 . ?
C018 HE 0.9600 . ?
C019 C01E 1.383(6) . ?
C019 C01K 1.389(6) . ?
C019 C01L 1.509(6) . ?
C01A H01A 0.9300 . ?
C01B C01E 1.390(6) . ?
C01D H3 0.9600 . ?
C01D HF 0.9600 . ?
C01D HG 0.9600 . ?
C01E H4 0.9300 . ?
C01F H5 0.9600 . ?
C01F HH 0.9600 . ?
C01F HI 0.9600 . ?
C01G H6 0.9300 . ?
C01H H01H 0.9300 . ?
C01I H01B 0.9600 . ?
C01I H01C 0.9600 . ?
C01I H01D 0.9600 . ?
C01J H01E 0.9600 . ?
C01J H01F 0.9600 . ?
C01J H01G 0.9600 . ?
C01K H7 0.9300 . ?
C01L H8 0.9600 . ?
C01L HJ 0.9600 . ?
C01L HK 0.9600 . ?
C01M H01I 0.9600 . ?
C01M H01J 0.9600 . ?
C01M H01K 0.9600 . ?
C01N H01L 0.9600 . ?
C01N H01M 0.9600 . ?
C01N H01N 0.9600 . ?
C01O H9 0.9600 . ?
C01O HL 0.9600 . ?
C01O HM 0.9600 . ?
C01P H01O 0.9600 . ?
C01P H01P 0.9600 . ?
C01P H01Q 0.9600 . ?
C01Q H01R 0.9600 . ?
C01Q H01S 0.9600 . ?
C01Q H01T 0.9600 . ?
C01R H10 0.9600 . ?
C01R HN 0.9600 . ?
C01R HO 0.9600 . ?
C01S H01U 0.9600 . ?
C01S H01V 0.9600 . ?
C01S H01W 0.9600 . ?
C01T H01X 0.9600 . ?
C01T H01Y 0.9600 . ?
C01T HP 0.9600 . ?
C01U H01Z 0.9600 . ?
C01U HQ 0.9600 . ?
C01U HR 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
C00H P001 P002 106.49(12) . . ?
C00H P001 C00V 104.59(17) . . ?
C00V P001 P002 96.78(12) . . ?
P001 P002 P006 92.62(5) . . ?
C01C P002 P001 101.55(12) . . ?
C01C P002 P006 107.00(13) . . ?
C009 P003 P004 106.61(12) . . ?
C009 P003 C011 105.24(17) . . ?
C011 P003 P004 96.70(13) . . ?
P003 P004 P005 92.78(5) . . ?
C00F P004 P003 101.43(13) . . ?
C00F P004 P005 106.48(14) . . ?
N8 P005 P004 99.83(12) . . ?
N8 P005 C00P 105.00(17) . . ?
C00P P005 P004 100.04(14) . . ?
N007 P006 P002 99.46(12) . . ?
N007 P006 C00I 105.27(18) . . ?
C00I P006 P002 99.00(15) . . ?
C00V N007 P006 122.8(3) . . ?
C011 N8 P005 122.6(3) . . ?
C00G C009 P003 114.9(3) . . ?
C00G C009 C00J 119.4(4) . . ?
C00J C009 P003 125.7(3) . . ?
C00D C00A C00H 119.6(4) . . ?
C00D C00A C01I 118.0(4) . . ?
C00H C00A C01I 122.3(3) . . ?
C00F C00B C01F 123.3(3) . . ?
C010 C00B C00F 118.9(4) . . ?
C010 C00B C01F 117.9(4) . . ?
C00I C00C C01J 121.9(4) . . ?
C01H C00C C00I 119.9(4) . . ?
C01H C00C C01J 118.2(4) . . ?
C00A C00D H00D 119.2 . . ?
C00L C00D C00A 121.6(4) . . ?
C00L C00D H00D 119.2 . . ?
C00H C00E C00T 122.5(3) . . ?
C00M C00E C00H 118.9(4) . . ?
C00M C00E C00T 118.6(3) . . ?
C00B C00F P004 126.3(3) . . ?
C00B C00F C00S 118.4(3) . . ?
C00S C00F P004 115.1(3) . . ?
C009 C00G C014 122.6(4) . . ?
C01G C00G C009 118.9(4) . . ?
C01G C00G C014 118.6(3) . . ?
C00A C00H P001 115.0(3) . . ?
C00E C00H P001 125.9(3) . . ?
C00E C00H C00A 119.1(3) . . ?
C00C C00I P006 113.1(3) . . ?
C00W C00I P006 128.4(3) . . ?
C00W C00I C00C 118.5(4) . . ?
C009 C00J C00Y 122.5(4) . . ?
C016 C00J C009 118.8(4) . . ?
C016 C00J C00Y 118.7(3) . . ?
C016 C00K C018 120.5(4) . . ?
C016 C00K C01G 118.0(4) . . ?
C01G C00K C018 121.5(4) . . ?
C00D C00L C01N 121.3(4) . . ?
C00M C00L C00D 117.6(4) . . ?
C00M C00L C01N 121.1(4) . . ?
C00E C00M H00M 118.5 . . ?
C00L C00M C00E 123.0(4) . . ?
C00L C00M H00M 118.5 . . ?
C012 C00N C01C 119.0(4) . . ?
C012 C00N C01P 117.4(4) . . ?
C01C C00N C01P 123.7(3) . . ?
C00X C00O C01U 120.8(4) . . ?
C01H C00O C00X 117.5(4) . . ?
C01H C00O C01U 121.6(4) . . ?
C00R C00P P005 128.6(3) . . ?
C00R C00P C01B 118.5(3) . . ?
C01B C00P P005 112.9(3) . . ?
C00S C00Q H00Q 119.3 . . ?
C013 C00Q H00Q 119.3 . . ?
C013 C00Q C00S 121.4(4) . . ?
C00P C00R C01O 124.0(4) . . ?
C01K C00R C00P 119.1(4) . . ?
C01K C00R C01O 116.6(4) . . ?
C00F C00S C01D 123.0(4) . . ?
C00Q C00S C00F 120.4(4) . . ?
C00Q C00S C01D 116.6(4) . . ?
C00E C00T H00A 109.5 . . ?
C00E C00T H00B 109.5 . . ?
C00E C00T H00C 109.5 . . ?
H00A C00T H00B 109.5 . . ?
H00A C00T H00C 109.5 . . ?
H00B C00T H00C 109.5 . . ?
C012 C00U C01S 121.0(5) . . ?
C01A C00U C012 117.9(4) . . ?
C01A C00U C01S 121.1(5) . . ?
N007 C00V P001 123.4(3) . . ?
N007 C00V C01M 120.5(4) . . ?
C01M C00V P001 115.9(3) . . ?
C00I C00W C01T 124.4(4) . . ?
C00X C00W C00I 118.2(4) . . ?
C00X C00W C01T 117.3(4) . . ?
C00O C00X H00X 118.4 . . ?
C00W C00X C00O 123.2(4) . . ?
C00W C00X H00X 118.4 . . ?
C00J C00Y H00E 109.5 . . ?
C00J C00Y H00F 109.5 . . ?
C00J C00Y H00G 109.5 . . ?
H00E C00Y H00F 109.5 . . ?
H00E C00Y H00G 109.5 . . ?
H00F C00Y H00G 109.5 . . ?
H00H C00Z H00I 109.5 . . ?
H00H C00Z H00J 109.5 . . ?
H00I C00Z H00J 109.5 . . ?
C011 C00Z H00H 109.5 . . ?
C011 C00Z H00I 109.5 . . ?
C011 C00Z H00J 109.5 . . ?
C00B C010 H010 118.7 . . ?
C013 C010 C00B 122.5(4) . . ?
C013 C010 H010 118.7 . . ?
N8 C011 P003 123.6(3) . . ?
N8 C011 C00Z 120.0(4) . . ?
C00Z C011 P003 116.1(3) . . ?
C00N C012 H012 118.8 . . ?
C00U C012 C00N 122.4(4) . . ?
C00U C012 H012 118.8 . . ?
C00Q C013 C010 118.2(4) . . ?
C00Q C013 C01R 121.2(4) . . ?
C010 C013 C01R 120.6(4) . . ?
C00G C014 H01 109.5 . . ?
C00G C014 H 109.5 . . ?
C00G C014 HA 109.5 . . ?
H01 C014 H 109.5 . . ?
H01 C014 HA 109.5 . . ?
H C014 HA 109.5 . . ?
H1 C015 HB 109.5 . . ?
H1 C015 HC 109.5 . . ?
HB C015 HC 109.5 . . ?
C01B C015 H1 109.5 . . ?
C01B C015 HB 109.5 . . ?
C01B C015 HC 109.5 . . ?
C00J C016 H016 118.7 . . ?
C00K C016 C00J 122.5(4) . . ?
C00K C016 H016 118.7 . . ?
C01A C017 C01C 119.2(4) . . ?
C01A C017 C01Q 117.3(4) . . ?
C01C C017 C01Q 123.5(3) . . ?
C00K C018 H2 109.5 . . ?
C00K C018 HD 109.5 . . ?
C00K C018 HE 109.5 . . ?
H2 C018 HD 109.5 . . ?
H2 C018 HE 109.5 . . ?
HD C018 HE 109.5 . . ?
C01E C019 C01K 117.2(4) . . ?
C01E C019 C01L 121.0(5) . . ?
C01K C019 C01L 121.8(4) . . ?
C00U C01A C017 122.4(4) . . ?
C00U C01A H01A 118.8 . . ?
C017 C01A H01A 118.8 . . ?
C00P C01B C015 122.4(3) . . ?
C01E C01B C00P 119.8(4) . . ?
C01E C01B C015 117.8(4) . . ?
C00N C01C P002 126.2(3) . . ?
C00N C01C C017 119.0(3) . . ?
C017 C01C P002 114.7(3) . . ?
C00S C01D H3 109.5 . . ?
C00S C01D HF 109.5 . . ?
C00S C01D HG 109.5 . . ?
H3 C01D HF 109.5 . . ?
H3 C01D HG 109.5 . . ?
HF C01D HG 109.5 . . ?
C019 C01E C01B 122.0(4) . . ?
C019 C01E H4 119.0 . . ?
C01B C01E H4 119.0 . . ?
C00B C01F H5 109.5 . . ?
C00B C01F HH 109.5 . . ?
C00B C01F HI 109.5 . . ?
H5 C01F HH 109.5 . . ?
H5 C01F HI 109.5 . . ?
HH C01F HI 109.5 . . ?
C00G C01G H6 118.8 . . ?
C00K C01G C00G 122.4(4) . . ?
C00K C01G H6 118.8 . . ?
C00C C01H H01H 118.9 . . ?
C00O C01H C00C 122.1(4) . . ?
C00O C01H H01H 118.9 . . ?
C00A C01I H01B 109.5 . . ?
C00A C01I H01C 109.5 . . ?
C00A C01I H01D 109.5 . . ?
H01B C01I H01C 109.5 . . ?
H01B C01I H01D 109.5 . . ?
H01C C01I H01D 109.5 . . ?
C00C C01J H01E 109.5 . . ?
C00C C01J H01F 109.5 . . ?
C00C C01J H01G 109.5 . . ?
H01E C01J H01F 109.5 . . ?
H01E C01J H01G 109.5 . . ?
H01F C01J H01G 109.5 . . ?
C00R C01K C019 123.0(4) . . ?
C00R C01K H7 118.5 . . ?
C019 C01K H7 118.5 . . ?
C019 C01L H8 109.5 . . ?
C019 C01L HJ 109.5 . . ?
C019 C01L HK 109.5 . . ?
H8 C01L HJ 109.5 . . ?
H8 C01L HK 109.5 . . ?
HJ C01L HK 109.5 . . ?
C00V C01M H01I 109.5 . . ?
C00V C01M H01J 109.5 . . ?
C00V C01M H01K 109.5 . . ?
H01I C01M H01J 109.5 . . ?
H01I C01M H01K 109.5 . . ?
H01J C01M H01K 109.5 . . ?
C00L C01N H01L 109.5 . . ?
C00L C01N H01M 109.5 . . ?
C00L C01N H01N 109.5 . . ?
H01L C01N H01M 109.5 . . ?
H01L C01N H01N 109.5 . . ?
H01M C01N H01N 109.5 . . ?
C00R C01O H9 109.5 . . ?
C00R C01O HL 109.5 . . ?
C00R C01O HM 109.5 . . ?
H9 C01O HL 109.5 . . ?
H9 C01O HM 109.5 . . ?
HL C01O HM 109.5 . . ?
C00N C01P H01O 109.5 . . ?
C00N C01P H01P 109.5 . . ?
C00N C01P H01Q 109.5 . . ?
H01O C01P H01P 109.5 . . ?
H01O C01P H01Q 109.5 . . ?
H01P C01P H01Q 109.5 . . ?
C017 C01Q H01R 109.5 . . ?
C017 C01Q H01S 109.5 . . ?
C017 C01Q H01T 109.5 . . ?
H01R C01Q H01S 109.5 . . ?
H01R C01Q H01T 109.5 . . ?
H01S C01Q H01T 109.5 . . ?
C013 C01R H10 109.5 . . ?
C013 C01R HN 109.5 . . ?
C013 C01R HO 109.5 . . ?
H10 C01R HN 109.5 . . ?
H10 C01R HO 109.5 . . ?
HN C01R HO 109.5 . . ?
C00U C01S H01U 109.5 . . ?
C00U C01S H01V 109.5 . . ?
C00U C01S H01W 109.5 . . ?
H01U C01S H01V 109.5 . . ?
H01U C01S H01W 109.5 . . ?
H01V C01S H01W 109.5 . . ?
C00W C01T H01X 109.5 . . ?
C00W C01T H01Y 109.5 . . ?
C00W C01T HP 109.5 . . ?
H01X C01T H01Y 109.5 . . ?
H01X C01T HP 109.5 . . ?
H01Y C01T HP 109.5 . . ?
C00O C01U H01Z 109.5 . . ?
C00O C01U HQ 109.5 . . ?
C00O C01U HR 109.5 . . ?
H01Z C01U HQ 109.5 . . ?
H01Z C01U HR 109.5 . . ?
HQ C01U HR 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P001 P002 C01C C00N -50.6(3) . . . . ?
P001 P002 C01C C017 126.1(3) . . . . ?
P002 P001 C00H C00A 118.8(3) . . . . ?
P002 P001 C00H C00E -61.5(3) . . . . ?
P002 P001 C00V N007 -16.4(3) . . . . ?
P002 P001 C00V C01M 169.5(3) . . . . ?
P002 P006 N007 C00V 14.0(3) . . . . ?
P002 P006 C00I C00C -70.1(3) . . . . ?
P002 P006 C00I C00W 113.1(4) . . . . ?
P003 P004 C00F C00B 47.6(4) . . . . ?
P003 P004 C00F C00S -128.4(3) . . . . ?
P003 C009 C00G C014 0.3(5) . . . . ?
P003 C009 C00G C01G -179.9(3) . . . . ?
P003 C009 C00J C00Y -0.3(5) . . . . ?
P003 C009 C00J C016 178.4(3) . . . . ?
P004 P003 C009 C00G -118.1(3) . . . . ?
P004 P003 C009 C00J 62.0(3) . . . . ?
P004 P003 C011 N8 15.8(3) . . . . ?
P004 P003 C011 C00Z -171.0(3) . . . . ?
P004 P005 N8 C011 -13.0(3) . . . . ?
P004 P005 C00P C00R -112.7(4) . . . . ?
P004 P005 C00P C01B 70.3(3) . . . . ?
P004 C00F C00S C00Q 173.0(3) . . . . ?
P004 C00F C00S C01D -7.1(5) . . . . ?
P005 P004 C00F C00B -48.8(4) . . . . ?
P005 P004 C00F C00S 135.2(3) . . . . ?
P005 N8 C011 P003 -1.8(5) . . . . ?
P005 N8 C011 C00Z -174.7(3) . . . . ?
P005 C00P C00R C01K 176.4(3) . . . . ?
P005 C00P C00R C01O -9.9(6) . . . . ?
P005 C00P C01B C015 4.7(5) . . . . ?
P005 C00P C01B C01E -176.8(3) . . . . ?
P006 P002 C01C C00N 45.8(4) . . . . ?
P006 P002 C01C C017 -137.5(3) . . . . ?
P006 N007 C00V P001 1.4(5) . . . . ?
P006 N007 C00V C01M 175.3(3) . . . . ?
P006 C00I C00W C00X -175.4(3) . . . . ?
P006 C00I C00W C01T 9.0(6) . . . . ?
N007 P006 C00I C00C -172.5(3) . . . . ?
N007 P006 C00I C00W 10.6(4) . . . . ?
N8 P005 C00P C00R -9.5(4) . . . . ?
N8 P005 C00P C01B 173.4(3) . . . . ?
C009 P003 C011 N8 125.1(3) . . . . ?
C009 P003 C011 C00Z -61.7(3) . . . . ?
C009 C00G C01G C00K 2.3(6) . . . . ?
C009 C00J C016 C00K 0.8(6) . . . . ?
C00A C00D C00L C00M 2.7(6) . . . . ?
C00A C00D C00L C01N -176.1(4) . . . . ?
C00B C00F C00S C00Q -3.3(6) . . . . ?
C00B C00F C00S C01D 176.6(4) . . . . ?
C00B C010 C013 C00Q -3.5(6) . . . . ?
C00B C010 C013 C01R 176.0(4) . . . . ?
C00C C00I C00W C00X 7.8(6) . . . . ?
C00C C00I C00W C01T -167.7(4) . . . . ?
C00D C00A C00H P001 -179.9(3) . . . . ?
C00D C00A C00H C00E 0.4(6) . . . . ?
C00D C00L C00M C00E -0.4(6) . . . . ?
C00F C00B C010 C013 1.0(6) . . . . ?
C00G C009 C00J C00Y 179.8(4) . . . . ?
C00G C009 C00J C016 -1.4(5) . . . . ?
C00H P001 C00V N007 -125.4(3) . . . . ?
C00H P001 C00V C01M 60.4(3) . . . . ?
C00H C00A C00D C00L -2.7(6) . . . . ?
C00H C00E C00M C00L -1.8(6) . . . . ?
C00I P006 N007 C00V 116.1(3) . . . . ?
C00I C00C C01H C00O -1.6(7) . . . . ?
C00I C00W C00X C00O -4.7(7) . . . . ?
C00J C009 C00G C014 -179.9(3) . . . . ?
C00J C009 C00G C01G 0.0(6) . . . . ?
C00M C00E C00H P001 -177.9(3) . . . . ?
C00M C00E C00H C00A 1.7(5) . . . . ?
C00P P005 N8 C011 -116.2(3) . . . . ?
C00P C00R C01K C019 2.3(7) . . . . ?
C00P C01B C01E C019 -0.5(7) . . . . ?
C00R C00P C01B C015 -172.7(4) . . . . ?
C00R C00P C01B C01E 5.8(6) . . . . ?
C00S C00Q C013 C010 2.6(6) . . . . ?
C00S C00Q C013 C01R -176.9(4) . . . . ?
C00T C00E C00H P001 0.1(5) . . . . ?
C00T C00E C00H C00A 179.7(4) . . . . ?
C00T C00E C00M C00L -179.8(4) . . . . ?
C00V P001 C00H C00A -139.4(3) . . . . ?
C00V P001 C00H C00E 40.2(4) . . . . ?
C00X C00O C01H C00C 4.9(7) . . . . ?
C00Y C00J C016 C00K 179.5(4) . . . . ?
C010 C00B C00F P004 -173.4(3) . . . . ?
C010 C00B C00F C00S 2.5(6) . . . . ?
C011 P003 C009 C00G 139.9(3) . . . . ?
C011 P003 C009 C00J -40.0(4) . . . . ?
C012 C00N C01C P002 174.0(3) . . . . ?
C012 C00N C01C C017 -2.7(5) . . . . ?
C012 C00U C01A C017 -1.0(6) . . . . ?
C013 C00Q C00S C00F 0.8(6) . . . . ?
C013 C00Q C00S C01D -179.1(4) . . . . ?
C014 C00G C01G C00K -177.9(4) . . . . ?
C015 C01B C01E C019 178.1(4) . . . . ?
C016 C00K C01G C00G -2.9(6) . . . . ?
C018 C00K C016 C00J -177.8(4) . . . . ?
C018 C00K C01G C00G 176.2(4) . . . . ?
C01A C00U C012 C00N 2.0(6) . . . . ?
C01A C017 C01C P002 -173.5(3) . . . . ?
C01A C017 C01C C00N 3.5(6) . . . . ?
C01B C00P C00R C01K -6.6(6) . . . . ?
C01B C00P C00R C01O 167.1(4) . . . . ?
C01C C00N C012 C00U -0.1(6) . . . . ?
C01C C017 C01A C00U -1.7(6) . . . . ?
C01E C019 C01K C00R 2.9(7) . . . . ?
C01F C00B C00F P004 5.1(6) . . . . ?
C01F C00B C00F C00S -179.0(4) . . . . ?
C01F C00B C010 C013 -177.7(4) . . . . ?
C01G C00K C016 C00J 1.4(6) . . . . ?
C01H C00C C00I P006 177.9(4) . . . . ?
C01H C00C C00I C00W -4.9(7) . . . . ?
C01H C00O C00X C00W -1.7(7) . . . . ?
C01I C00A C00D C00L 177.6(4) . . . . ?
C01I C00A C00H P001 -0.2(5) . . . . ?
C01I C00A C00H C00E -179.9(3) . . . . ?
C01J C00C C00I P006 -1.8(6) . . . . ?
C01J C00C C00I C00W 175.4(4) . . . . ?
C01J C00C C01H C00O 178.1(4) . . . . ?
C01K C019 C01E C01B -3.8(7) . . . . ?
C01L C019 C01E C01B 177.1(4) . . . . ?
C01L C019 C01K C00R -178.0(5) . . . . ?
C01N C00L C00M C00E 178.4(4) . . . . ?
C01O C00R C01K C019 -171.9(4) . . . . ?
C01P C00N C012 C00U 179.2(4) . . . . ?
C01P C00N C01C P002 -5.3(6) . . . . ?
C01P C00N C01C C017 178.1(4) . . . . ?
C01Q C017 C01A C00U 177.7(4) . . . . ?
C01Q C017 C01C P002 7.2(5) . . . . ?
C01Q C017 C01C C00N -175.8(4) . . . . ?
C01S C00U C012 C00N -176.0(4) . . . . ?
C01S C00U C01A C017 176.9(4) . . . . ?
C01T C00W C00X C00O 171.1(4) . . . . ?
C01U C00O C00X C00W -178.5(4) . . . . ?
C01U C00O C01H C00C -178.3(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_im050
_database_code_depnum_ccdc_archive 'CCDC 2293095'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
_audit_creation_date             2022-05-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H54 N P3'
_chemical_formula_sum            'C38 H54 N P3'
_chemical_formula_weight         617.73
_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'
N N 0.0061 0.0033 '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                   11.3450(8)
_cell_length_b                   11.9683(8)
_cell_length_c                   15.3035(10)
_cell_angle_alpha                80.276(2)
_cell_angle_beta                 79.095(2)
_cell_angle_gamma                63.100(2)
_cell_volume                     1811.4(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9923
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.549
_cell_measurement_theta_min      2.243
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.952
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7185
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0446 before and 0.0421 after correction.
The Ratio of minimum to maximum transmission is 0.9630.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.133
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             668
_exptl_crystal_recrystallization_method Acetonitrile
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            53484
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.617
_diffrn_reflns_theta_min         1.361
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8801
_reflns_number_total             11113
_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 V8.40B (2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.930
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         11113
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0363
_refine_ls_restrained_S_all      0.930
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1134
_refine_ls_wR_factor_ref         0.1289
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C33(H33), C9(H9), C36(H36), C12(H12), C24(H24), C21(H21)
1.b Aromatic/amide H refined with riding coordinates:
 C31(H31), C17(H17), C30(H30), C19(H19), C29(H29), C18(H18), C5(H5), C7(H7),
 C6(H6)
1.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C34(H34A,H34B,H34C), C11(H11A,H11B,H11C), C35(H35A,H35B,
 H35C), C10(H10A,H10B,H10C), C37(H37A,H37B,H37C), C14(H14A,H14B,H14C), C38(H38A,
 H38B,H38C), C23(H23A,H23B,H23C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C),
 C13(H13A,H13B,H13C), C22(H22A,H22B,H22C)
;
_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
P2 P 0.39838(3) 0.68070(3) 0.72983(2) 0.01285(7) Uani 1 1 d . . . . .
P1 P 0.58658(3) 0.60251(3) 0.79587(2) 0.01369(7) Uani 1 1 d . . . . .
P3 P 0.28923(3) 0.62702(3) 0.85064(2) 0.01471(8) Uani 1 1 d . . . . .
N1 N 0.55589(10) 0.49075(9) 0.86929(6) 0.01614(19) Uani 1 1 d . . . . .
C3 C 0.20392(11) 0.55136(11) 0.80746(8) 0.0152(2) Uani 1 1 d . . . . .
C15 C 0.31822(11) 0.85495(10) 0.72200(8) 0.0145(2) Uani 1 1 d . . . . .
C16 C 0.25804(11) 0.91180(11) 0.64230(8) 0.0168(2) Uani 1 1 d . . . . .
C1 C 0.43924(12) 0.49547(11) 0.89125(7) 0.0152(2) Uani 1 1 d . . . . .
C20 C 0.31426(12) 0.93158(11) 0.78449(8) 0.0172(2) Uani 1 1 d . . . . .
C8 C 0.26467(12) 0.46437(11) 0.74190(8) 0.0166(2) Uani 1 1 d . . . . .
C27 C 0.70844(11) 0.51568(11) 0.70336(7) 0.0146(2) Uani 1 1 d . . . . .
C31 C 0.86701(12) 0.33788(12) 0.62341(9) 0.0212(2) Uani 1 1 d . . . . .
H31 H 0.915397 0.249534 0.620568 0.025 Uiso 1 1 calc R U . . .
C32 C 0.78345(11) 0.38299(11) 0.70162(8) 0.0166(2) Uani 1 1 d . . . . .
C28 C 0.72852(11) 0.59745(12) 0.62960(8) 0.0168(2) Uani 1 1 d . . . . .
C4 C 0.06542(12) 0.59584(11) 0.83750(8) 0.0190(2) Uani 1 1 d . . . . .
C33 C 0.78460(12) 0.28957(11) 0.78304(9) 0.0206(2) Uani 1 1 d . . . . .
H33 H 0.690086 0.313925 0.810579 0.025 Uiso 1 1 calc R U . . .
C17 C 0.20111(13) 1.04273(12) 0.62610(9) 0.0226(3) Uani 1 1 d . . . . .
H17 H 0.161176 1.081353 0.572989 0.027 Uiso 1 1 calc R U . . .
C30 C 0.88170(13) 0.41778(13) 0.54973(9) 0.0233(3) Uani 1 1 d . . . . .
H30 H 0.937089 0.384223 0.496747 0.028 Uiso 1 1 calc R U . . .
C19 C 0.25679(13) 1.06223(12) 0.76395(9) 0.0234(3) Uani 1 1 d . . . . .
H19 H 0.255728 1.114250 0.804888 0.028 Uiso 1 1 calc R U . . .
C29 C 0.81537(12) 0.54634(13) 0.55382(8) 0.0212(2) Uani 1 1 d . . . . .
H29 H 0.828970 0.600887 0.504385 0.025 Uiso 1 1 calc R U . . .
C2 C 0.41752(14) 0.39732(13) 0.95822(8) 0.0223(3) Uani 1 1 d . . . . .
H2A H 0.358906 0.436966 1.010996 0.033 Uiso 1 1 calc R U . . .
H2B H 0.503357 0.333660 0.975869 0.033 Uiso 1 1 calc R U . . .
H2C H 0.376118 0.357225 0.931539 0.033 Uiso 1 1 calc R U . . .
C9 C 0.41340(12) 0.40104(11) 0.70982(8) 0.0183(2) Uani 1 1 d . . . . .
H9 H 0.458369 0.435630 0.740531 0.022 Uiso 1 1 calc R U . . .
C36 C 0.66353(12) 0.74048(11) 0.62918(8) 0.0195(2) Uani 1 1 d . . . . .
H36 H 0.594645 0.762670 0.682897 0.023 Uiso 1 1 calc R U . . .
C12 C -0.00470(13) 0.69000(12) 0.90799(9) 0.0237(3) Uani 1 1 d . . . . .
H12 H 0.061092 0.674042 0.949207 0.028 Uiso 1 1 calc R U . . .
C18 C 0.20155(13) 1.11744(12) 0.68561(10) 0.0255(3) Uani 1 1 d . . . . .
H18 H 0.164055 1.206303 0.672712 0.031 Uiso 1 1 calc R U . . .
C24 C 0.24504(13) 0.83608(12) 0.57674(8) 0.0209(2) Uani 1 1 d . . . . .
H24 H 0.324687 0.752453 0.577324 0.025 Uiso 1 1 calc R U . . .
C5 C -0.00931(13) 0.55579(13) 0.79947(10) 0.0260(3) Uani 1 1 d . . . . .
H5 H -0.101703 0.583946 0.819988 0.031 Uiso 1 1 calc R U . . .
C21 C 0.36595(14) 0.88180(12) 0.87439(8) 0.0226(3) Uani 1 1 d . . . . .
H21 H 0.401462 0.788064 0.879721 0.027 Uiso 1 1 calc R U . . .
C34 C 0.85982(14) 0.29939(14) 0.85284(10) 0.0282(3) Uani 1 1 d . . . . .
H34A H 0.954030 0.272123 0.828801 0.042 Uiso 1 1 calc R U . . .
H34B H 0.852085 0.245442 0.907279 0.042 Uiso 1 1 calc R U . . .
H34C H 0.821318 0.386855 0.866971 0.042 Uiso 1 1 calc R U . . .
C11 C 0.44489(15) 0.42815(14) 0.60864(9) 0.0273(3) Uani 1 1 d . . . . .
H11A H 0.410538 0.386879 0.576815 0.041 Uiso 1 1 calc R U . . .
H11B H 0.541589 0.395688 0.592282 0.041 Uiso 1 1 calc R U . . .
H11C H 0.402650 0.519181 0.592242 0.041 Uiso 1 1 calc R U . . .
C7 C 0.18389(13) 0.42969(13) 0.70485(10) 0.0246(3) Uani 1 1 d . . . . .
H7 H 0.223064 0.373135 0.659704 0.030 Uiso 1 1 calc R U . . .
C35 C 0.84419(15) 0.15165(13) 0.76273(11) 0.0311(3) Uani 1 1 d . . . . .
H35A H 0.801135 0.145547 0.715092 0.047 Uiso 1 1 calc R U . . .
H35B H 0.829309 0.100128 0.816704 0.047 Uiso 1 1 calc R U . . .
H35C H 0.940107 0.121347 0.743441 0.047 Uiso 1 1 calc R U . . .
C10 C 0.47041(14) 0.25869(12) 0.73612(10) 0.0274(3) Uani 1 1 d . . . . .
H10A H 0.449895 0.242819 0.800835 0.041 Uiso 1 1 calc R U . . .
H10B H 0.567260 0.220472 0.719368 0.041 Uiso 1 1 calc R U . . .
H10C H 0.430515 0.221838 0.704950 0.041 Uiso 1 1 calc R U . . .
C6 C 0.04858(14) 0.47564(13) 0.73226(11) 0.0292(3) Uani 1 1 d . . . . .
H6 H -0.004673 0.452329 0.705087 0.035 Uiso 1 1 calc R U . . .
C37 C 0.59251(14) 0.80822(14) 0.54693(10) 0.0289(3) Uani 1 1 d . . . . .
H37A H 0.658705 0.797685 0.493726 0.043 Uiso 1 1 calc R U . . .
H37B H 0.540379 0.898010 0.554721 0.043 Uiso 1 1 calc R U . . .
H37C H 0.532944 0.772367 0.539634 0.043 Uiso 1 1 calc R U . . .
C14 C -0.04629(16) 0.82469(13) 0.86342(11) 0.0342(3) Uani 1 1 d . . . . .
H14A H 0.033142 0.834994 0.833743 0.051 Uiso 1 1 calc R U . . .
H14B H -0.092991 0.884325 0.908891 0.051 Uiso 1 1 calc R U . . .
H14C H -0.105631 0.840892 0.819127 0.051 Uiso 1 1 calc R U . . .
C38 C 0.76558(16) 0.78725(14) 0.63827(11) 0.0329(3) Uani 1 1 d . . . . .
H38A H 0.805524 0.747007 0.693450 0.049 Uiso 1 1 calc R U . . .
H38B H 0.721054 0.878757 0.640281 0.049 Uiso 1 1 calc R U . . .
H38C H 0.835429 0.765917 0.586892 0.049 Uiso 1 1 calc R U . . .
C23 C 0.48075(18) 0.91249(15) 0.88160(11) 0.0375(4) Uani 1 1 d . . . . .
H23A H 0.553617 0.876076 0.833843 0.056 Uiso 1 1 calc R U . . .
H23B H 0.512768 0.877040 0.939793 0.056 Uiso 1 1 calc R U . . .
H23C H 0.449352 1.004004 0.875773 0.056 Uiso 1 1 calc R U . . .
C25 C 0.24165(16) 0.89603(15) 0.48045(9) 0.0320(3) Uani 1 1 d . . . . .
H25A H 0.157466 0.971858 0.475841 0.048 Uiso 1 1 calc R U . . .
H25B H 0.249021 0.836055 0.440968 0.048 Uiso 1 1 calc R U . . .
H25C H 0.316303 0.918681 0.462685 0.048 Uiso 1 1 calc R U . . .
C26 C 0.12123(15) 0.81199(15) 0.60926(10) 0.0318(3) Uani 1 1 d . . . . .
H26A H 0.129580 0.765050 0.668563 0.048 Uiso 1 1 calc R U . . .
H26B H 0.113507 0.762940 0.567271 0.048 Uiso 1 1 calc R U . . .
H26C H 0.041580 0.892598 0.612694 0.048 Uiso 1 1 calc R U . . .
C13 C -0.12606(15) 0.67783(16) 0.96493(11) 0.0371(4) Uani 1 1 d . . . . .
H13A H -0.199379 0.709599 0.928726 0.056 Uiso 1 1 calc R U . . .
H13B H -0.154018 0.726965 1.016413 0.056 Uiso 1 1 calc R U . . .
H13C H -0.102185 0.589176 0.985955 0.056 Uiso 1 1 calc R U . . .
C22 C 0.25217(19) 0.93039(16) 0.95070(10) 0.0423(4) Uani 1 1 d . . . . .
H22A H 0.216032 1.022202 0.947874 0.063 Uiso 1 1 calc R U . . .
H22B H 0.286042 0.892819 1.008138 0.063 Uiso 1 1 calc R U . . .
H22C H 0.181663 0.907226 0.944900 0.063 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
P2 P1 2.2683(4) . ?
P2 P3 2.1947(4) . ?
P2 C15 1.8524(11) . ?
P1 N1 1.7143(10) . ?
P1 C27 1.8580(12) . ?
P3 C3 1.8522(12) . ?
P3 C1 1.8457(12) . ?
N1 C1 1.2799(15) . ?
C3 C8 1.4169(16) . ?
C3 C4 1.4200(16) . ?
C15 C16 1.4252(16) . ?
C15 C20 1.4143(16) . ?
C16 C17 1.3956(16) . ?
C16 C24 1.5277(17) . ?
C1 C2 1.5002(16) . ?
C20 C19 1.3992(17) . ?
C20 C21 1.5179(18) . ?
C8 C9 1.5224(17) . ?
C8 C7 1.3978(17) . ?
C27 C32 1.4247(16) . ?
C27 C28 1.4196(16) . ?
C31 H31 0.9500 . ?
C31 C32 1.3960(17) . ?
C31 C30 1.3865(19) . ?
C32 C33 1.5249(17) . ?
C28 C29 1.3970(17) . ?
C28 C36 1.5264(17) . ?
C4 C12 1.5300(18) . ?
C4 C5 1.3913(18) . ?
C33 H33 1.0000 . ?
C33 C34 1.5366(19) . ?
C33 C35 1.5370(18) . ?
C17 H17 0.9500 . ?
C17 C18 1.3818(19) . ?
C30 H30 0.9500 . ?
C30 C29 1.3802(19) . ?
C19 H19 0.9500 . ?
C19 C18 1.382(2) . ?
C29 H29 0.9500 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C9 H9 1.0000 . ?
C9 C11 1.5350(18) . ?
C9 C10 1.5338(18) . ?
C36 H36 1.0000 . ?
C36 C37 1.5293(18) . ?
C36 C38 1.5319(19) . ?
C12 H12 1.0000 . ?
C12 C14 1.5325(19) . ?
C12 C13 1.5365(18) . ?
C18 H18 0.9500 . ?
C24 H24 1.0000 . ?
C24 C25 1.5255(18) . ?
C24 C26 1.5353(19) . ?
C5 H5 0.9500 . ?
C5 C6 1.385(2) . ?
C21 H21 1.0000 . ?
C21 C23 1.531(2) . ?
C21 C22 1.532(2) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C6 1.3803(19) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C6 H6 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

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
P3 P2 P1 91.869(16) . . ?
C15 P2 P1 110.36(4) . . ?
C15 P2 P3 103.73(4) . . ?
N1 P1 P2 97.10(4) . . ?
N1 P1 C27 105.39(5) . . ?
C27 P1 P2 98.77(4) . . ?
C3 P3 P2 103.55(4) . . ?
C1 P3 P2 94.69(4) . . ?
C1 P3 C3 105.02(5) . . ?
C1 N1 P1 122.72(9) . . ?
C8 C3 P3 124.32(8) . . ?
C8 C3 C4 119.98(11) . . ?
C4 C3 P3 115.39(9) . . ?
C16 C15 P2 113.29(8) . . ?
C20 C15 P2 126.93(9) . . ?
C20 C15 C16 119.77(11) . . ?
C15 C16 C24 122.73(10) . . ?
C17 C16 C15 118.74(11) . . ?
C17 C16 C24 118.40(11) . . ?
N1 C1 P3 122.73(9) . . ?
N1 C1 C2 120.41(11) . . ?
C2 C1 P3 116.68(9) . . ?
C15 C20 C21 124.29(11) . . ?
C19 C20 C15 118.66(11) . . ?
C19 C20 C21 117.04(11) . . ?
C3 C8 C9 125.21(10) . . ?
C7 C8 C3 118.39(11) . . ?
C7 C8 C9 116.36(11) . . ?
C32 C27 P1 127.75(9) . . ?
C28 C27 P1 112.49(8) . . ?
C28 C27 C32 119.69(10) . . ?
C32 C31 H31 118.9 . . ?
C30 C31 H31 118.9 . . ?
C30 C31 C32 122.16(12) . . ?
C27 C32 C33 123.06(10) . . ?
C31 C32 C27 117.98(11) . . ?
C31 C32 C33 118.79(11) . . ?
C27 C28 C36 123.45(10) . . ?
C29 C28 C27 119.37(11) . . ?
C29 C28 C36 117.15(10) . . ?
C3 C4 C12 121.89(11) . . ?
C5 C4 C3 118.93(12) . . ?
C5 C4 C12 119.14(11) . . ?
C32 C33 H33 107.5 . . ?
C32 C33 C34 110.13(10) . . ?
C32 C33 C35 114.86(11) . . ?
C34 C33 H33 107.5 . . ?
C34 C33 C35 108.98(11) . . ?
C35 C33 H33 107.5 . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.46(12) . . ?
C18 C17 H17 119.3 . . ?
C31 C30 H30 120.2 . . ?
C29 C30 C31 119.61(11) . . ?
C29 C30 H30 120.2 . . ?
C20 C19 H19 119.2 . . ?
C18 C19 C20 121.63(12) . . ?
C18 C19 H19 119.2 . . ?
C28 C29 H29 119.5 . . ?
C30 C29 C28 120.97(12) . . ?
C30 C29 H29 119.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C8 C9 H9 107.8 . . ?
C8 C9 C11 112.28(10) . . ?
C8 C9 C10 110.58(10) . . ?
C11 C9 H9 107.8 . . ?
C10 C9 H9 107.8 . . ?
C10 C9 C11 110.38(11) . . ?
C28 C36 H36 107.4 . . ?
C28 C36 C37 112.87(11) . . ?
C28 C36 C38 110.86(11) . . ?
C37 C36 H36 107.4 . . ?
C37 C36 C38 110.76(11) . . ?
C38 C36 H36 107.4 . . ?
C4 C12 H12 107.6 . . ?
C4 C12 C14 110.10(11) . . ?
C4 C12 C13 113.80(12) . . ?
C14 C12 H12 107.6 . . ?
C14 C12 C13 109.83(12) . . ?
C13 C12 H12 107.6 . . ?
C17 C18 C19 119.65(12) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C16 C24 H24 107.4 . . ?
C16 C24 C26 109.68(11) . . ?
C25 C24 C16 114.17(11) . . ?
C25 C24 H24 107.4 . . ?
C25 C24 C26 110.42(11) . . ?
C26 C24 H24 107.4 . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.18(12) . . ?
C6 C5 H5 119.4 . . ?
C20 C21 H21 107.5 . . ?
C20 C21 C23 111.95(11) . . ?
C20 C21 C22 110.56(12) . . ?
C23 C21 H21 107.5 . . ?
C23 C21 C22 111.67(13) . . ?
C22 C21 H21 107.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C7 H7 119.2 . . ?
C6 C7 C8 121.59(13) . . ?
C6 C7 H7 119.2 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C5 C6 H6 120.1 . . ?
C7 C6 C5 119.81(12) . . ?
C7 C6 H6 120.1 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
P2 P1 N1 C1 -19.91(10) . . . . ?
P2 P1 C27 C32 -112.47(10) . . . . ?
P2 P1 C27 C28 70.61(8) . . . . ?
P2 P3 C3 C8 43.62(11) . . . . ?
P2 P3 C3 C4 -129.97(8) . . . . ?
P2 P3 C1 N1 24.66(10) . . . . ?
P2 P3 C1 C2 -160.22(8) . . . . ?
P2 C15 C16 C17 -176.31(9) . . . . ?
P2 C15 C16 C24 7.82(14) . . . . ?
P2 C15 C20 C19 175.55(9) . . . . ?
P2 C15 C20 C21 -5.82(17) . . . . ?
P1 P2 C15 C16 143.94(7) . . . . ?
P1 P2 C15 C20 -34.94(11) . . . . ?
P1 N1 C1 P3 -2.99(14) . . . . ?
P1 N1 C1 C2 -177.93(9) . . . . ?
P1 C27 C32 C31 178.17(9) . . . . ?
P1 C27 C32 C33 -6.67(16) . . . . ?
P1 C27 C28 C29 -178.66(9) . . . . ?
P1 C27 C28 C36 3.58(14) . . . . ?
P3 P2 C15 C16 -118.79(8) . . . . ?
P3 P2 C15 C20 62.33(10) . . . . ?
P3 C3 C8 C9 12.18(17) . . . . ?
P3 C3 C8 C7 -169.91(10) . . . . ?
P3 C3 C4 C12 -5.96(15) . . . . ?
P3 C3 C4 C5 171.83(10) . . . . ?
N1 P1 C27 C32 -12.56(11) . . . . ?
N1 P1 C27 C28 170.53(8) . . . . ?
C3 P3 C1 N1 130.04(10) . . . . ?
C3 P3 C1 C2 -54.84(10) . . . . ?
C3 C8 C9 C11 -121.82(13) . . . . ?
C3 C8 C9 C10 114.41(13) . . . . ?
C3 C8 C7 C6 -1.6(2) . . . . ?
C3 C4 C12 C14 85.27(15) . . . . ?
C3 C4 C12 C13 -150.94(12) . . . . ?
C3 C4 C5 C6 -1.1(2) . . . . ?
C15 C16 C17 C18 -0.30(18) . . . . ?
C15 C16 C24 C25 -152.43(12) . . . . ?
C15 C16 C24 C26 83.06(14) . . . . ?
C15 C20 C19 C18 1.56(19) . . . . ?
C15 C20 C21 C23 117.72(14) . . . . ?
C15 C20 C21 C22 -117.09(14) . . . . ?
C16 C15 C20 C19 -3.26(17) . . . . ?
C16 C15 C20 C21 175.36(11) . . . . ?
C16 C17 C18 C19 -1.4(2) . . . . ?
C1 P3 C3 C8 -55.10(11) . . . . ?
C1 P3 C3 C4 131.30(9) . . . . ?
C20 C15 C16 C17 2.66(16) . . . . ?
C20 C15 C16 C24 -173.21(11) . . . . ?
C20 C19 C18 C17 0.8(2) . . . . ?
C8 C3 C4 C12 -179.86(11) . . . . ?
C8 C3 C4 C5 -2.07(17) . . . . ?
C8 C7 C6 C5 -1.5(2) . . . . ?
C27 P1 N1 C1 -121.07(10) . . . . ?
C27 C32 C33 C34 -70.08(14) . . . . ?
C27 C32 C33 C35 166.45(11) . . . . ?
C27 C28 C29 C30 0.01(18) . . . . ?
C27 C28 C36 C37 -128.88(12) . . . . ?
C27 C28 C36 C38 106.21(13) . . . . ?
C31 C32 C33 C34 105.05(13) . . . . ?
C31 C32 C33 C35 -18.43(16) . . . . ?
C31 C30 C29 C28 -3.11(19) . . . . ?
C32 C27 C28 C29 4.15(17) . . . . ?
C32 C27 C28 C36 -173.61(11) . . . . ?
C32 C31 C30 C29 2.05(19) . . . . ?
C28 C27 C32 C31 -5.12(16) . . . . ?
C28 C27 C32 C33 170.05(11) . . . . ?
C4 C3 C8 C9 -174.50(11) . . . . ?
C4 C3 C8 C7 3.41(17) . . . . ?
C4 C5 C6 C7 2.9(2) . . . . ?
C17 C16 C24 C25 31.69(16) . . . . ?
C17 C16 C24 C26 -92.82(13) . . . . ?
C30 C31 C32 C27 2.06(18) . . . . ?
C30 C31 C32 C33 -173.31(12) . . . . ?
C19 C20 C21 C23 -63.63(15) . . . . ?
C19 C20 C21 C22 61.56(15) . . . . ?
C29 C28 C36 C37 53.31(15) . . . . ?
C29 C28 C36 C38 -71.60(15) . . . . ?
C9 C8 C7 C6 176.46(13) . . . . ?
C36 C28 C29 C30 177.91(11) . . . . ?
C12 C4 C5 C6 176.72(13) . . . . ?
C24 C16 C17 C18 175.75(12) . . . . ?
C5 C4 C12 C14 -92.52(15) . . . . ?
C5 C4 C12 C13 31.27(17) . . . . ?
C21 C20 C19 C18 -177.17(12) . . . . ?
C7 C8 C9 C11 60.23(15) . . . . ?
C7 C8 C9 C10 -63.53(14) . . . . ?

_olex2_submission_original_sample_id MAN241
_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_im025_a
_database_code_depnum_ccdc_archive 'CCDC 2293100'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
_audit_creation_date             2023-09-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C47 H72 N P3'
_chemical_formula_sum            'C47 H72 N P3'
_chemical_formula_weight         743.96
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   16.9451(7)
_cell_length_b                   13.2118(6)
_cell_length_c                   20.9116(10)
_cell_angle_alpha                90
_cell_angle_beta                 104.798(4)
_cell_angle_gamma                90
_cell_volume                     4526.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4925
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      55.29
_cell_measurement_theta_min      2.70
_shelx_estimated_absorpt_T_max   0.907
_shelx_estimated_absorpt_T_min   0.784
_exptl_absorpt_coefficient_mu    1.422
_exptl_absorpt_correction_T_max  0.905
_exptl_absorpt_correction_T_min  0.641
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1088 before and 0.0874 after correction.
 
For component 2:
 wR2(int) was 0.1220 before and 0.0957 after correction.
 The Ratio of minimum to maximum transmission is 0.71.

Final HKLF 4 output contains 52513 reflections, Rint = 0.1992
 (11231 with I > 3sig(I), Rint = 0.1248)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.199
_diffrn_reflns_av_unetI/netI     0.1066
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            52653
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        56.059
_diffrn_reflns_theta_max         56.059
_diffrn_reflns_theta_min         2.697
_diffrn_ambient_temperature      90(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'Bruker D8 Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.6
_diffrn_source_power             0.026928
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           44.88
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4111
_reflns_number_total             5896
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     479
_refine_ls_number_reflns         5896
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0669
_refine_ls_restrained_S_all      1.066
_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)+(0.0729P)²+0.5506P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1526
_refine_ls_wR_factor_ref         0.1677
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C12(H12), C15(H15), C24(H24), C27(H27), C30(H30), C39(H39), C42(H42),
 C45(H45)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C20(H20), C22(H22), C35(H35), C37(H37)
2.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,
 H13C), C14(H14A,H14B,H14C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C25(H25A,
 H25B,H25C), C26(H26A,H26B,H26C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C),
 C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C40(H40A,H40B,H40C), C41(H41A,H41B,
 H41C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C46(H46A,H46B,H46C), C47(H47A,
 H47B,H47C)
;
_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 0.72221(7) 0.37841(8) 0.09908(6) 0.0274(3) Uani 1 1 d . . . . .
P2 P 0.66809(7) 0.36168(8) 0.18698(5) 0.0267(3) Uani 1 1 d . . . . .
P3 P 0.74678(7) 0.23414(8) 0.22826(5) 0.0273(3) Uani 1 1 d . . . . .
N1 N 0.8118(2) 0.3143(3) 0.13022(18) 0.0284(9) Uani 1 1 d . . . . .
C1 C 0.8248(2) 0.2582(3) 0.1823(2) 0.0266(10) Uani 1 1 d . . . . .
C2 C 0.9043(3) 0.2031(3) 0.2069(2) 0.0339(11) Uani 1 1 d . . . . .
H2A H 0.929160 0.222380 0.252854 0.051 Uiso 1 1 calc R U . . .
H2B H 0.941208 0.221045 0.179408 0.051 Uiso 1 1 calc R U . . .
H2C H 0.894405 0.129955 0.204365 0.051 Uiso 1 1 calc R U . . .
C3 C 0.7581(3) 0.5122(3) 0.1114(2) 0.0273(10) Uani 1 1 d . . . . .
C4 C 0.8366(3) 0.5426(3) 0.1094(2) 0.0301(11) Uani 1 1 d . . . . .
C5 C 0.8631(3) 0.6400(3) 0.1307(2) 0.0358(11) Uani 1 1 d . . . . .
H5 H 0.917928 0.658796 0.133153 0.043 Uiso 1 1 calc R U . . .
C6 C 0.8117(3) 0.7093(4) 0.1483(2) 0.0382(12) Uani 1 1 d . . . . .
C7 C 0.7298(3) 0.6833(3) 0.1395(2) 0.0368(12) Uani 1 1 d . . . . .
H7 H 0.692443 0.732547 0.147262 0.044 Uiso 1 1 calc R U . . .
C8 C 0.7016(3) 0.5855(3) 0.1193(2) 0.0312(11) Uani 1 1 d . . . . .
C9 C 0.8919(3) 0.4799(3) 0.0768(2) 0.0361(12) Uani 1 1 d . . . . .
H9 H 0.862634 0.415389 0.060813 0.043 Uiso 1 1 calc R U . . .
C10 C 0.9035(3) 0.5377(4) 0.0156(2) 0.0420(13) Uani 1 1 d . . . . .
H10A H 0.850239 0.559650 -0.011594 0.063 Uiso 1 1 calc R U . . .
H10B H 0.929450 0.493022 -0.010481 0.063 Uiso 1 1 calc R U . . .
H10C H 0.938242 0.596987 0.030001 0.063 Uiso 1 1 calc R U . . .
C11 C 0.9740(3) 0.4521(4) 0.1227(2) 0.0423(13) Uani 1 1 d . . . . .
H11A H 1.002754 0.513892 0.141501 0.063 Uiso 1 1 calc R U . . .
H11B H 1.006662 0.415504 0.097776 0.063 Uiso 1 1 calc R U . . .
H11C H 0.965443 0.409011 0.158505 0.063 Uiso 1 1 calc R U . . .
C12 C 0.8451(4) 0.8116(4) 0.1767(3) 0.0521(14) Uani 1 1 d . . . . .
H12 H 0.898065 0.821266 0.164726 0.063 Uiso 1 1 calc R U . . .
C13 C 0.8649(3) 0.8108(4) 0.2517(3) 0.0513(14) Uani 1 1 d . . . . .
H13A H 0.814502 0.802225 0.265864 0.077 Uiso 1 1 calc R U . . .
H13B H 0.890889 0.874952 0.268868 0.077 Uiso 1 1 calc R U . . .
H13C H 0.902206 0.754703 0.268720 0.077 Uiso 1 1 calc R U . . .
C14 C 0.7935(4) 0.8981(4) 0.1488(3) 0.077(2) Uani 1 1 d . . . . .
H14A H 0.779181 0.894061 0.100370 0.115 Uiso 1 1 calc R U . . .
H14B H 0.823233 0.961181 0.163034 0.115 Uiso 1 1 calc R U . . .
H14C H 0.743549 0.896953 0.164227 0.115 Uiso 1 1 calc R U . . .
C15 C 0.6100(3) 0.5680(4) 0.0993(2) 0.0381(12) Uani 1 1 d . . . . .
H15 H 0.600579 0.493476 0.101460 0.046 Uiso 1 1 calc R U . . .
C16 C 0.5773(3) 0.6010(4) 0.0268(3) 0.0525(15) Uani 1 1 d . . . . .
H16A H 0.585421 0.673982 0.023176 0.079 Uiso 1 1 calc R U . . .
H16B H 0.518897 0.585378 0.011989 0.079 Uiso 1 1 calc R U . . .
H16C H 0.606623 0.564633 -0.000859 0.079 Uiso 1 1 calc R U . . .
C17 C 0.5634(3) 0.6195(4) 0.1428(3) 0.0599(16) Uani 1 1 d . . . . .
H17A H 0.588488 0.602724 0.189214 0.090 Uiso 1 1 calc R U . . .
H17B H 0.506617 0.596251 0.130726 0.090 Uiso 1 1 calc R U . . .
H17C H 0.564921 0.692964 0.136742 0.090 Uiso 1 1 calc R U . . .
C18 C 0.5680(3) 0.2984(3) 0.1579(2) 0.0264(10) Uani 1 1 d . . . . .
C19 C 0.5470(3) 0.2217(3) 0.1089(2) 0.0254(10) Uani 1 1 d . . . . .
C20 C 0.4675(3) 0.1856(3) 0.0911(2) 0.0301(11) Uani 1 1 d . . . . .
H20 H 0.453608 0.135694 0.057405 0.036 Uiso 1 1 calc R U . . .
C21 C 0.4075(3) 0.2189(3) 0.1203(2) 0.0299(11) Uani 1 1 d . . . . .
C22 C 0.4300(3) 0.2907(3) 0.1702(2) 0.0315(11) Uani 1 1 d . . . . .
H22 H 0.389992 0.313401 0.191514 0.038 Uiso 1 1 calc R U . . .
C23 C 0.5078(3) 0.3305(3) 0.1902(2) 0.0274(10) Uani 1 1 d . . . . .
C24 C 0.6083(3) 0.1714(3) 0.0762(2) 0.0296(11) Uani 1 1 d . . . . .
H24 H 0.662776 0.203275 0.095393 0.036 Uiso 1 1 calc R U . . .
C25 C 0.6167(3) 0.0593(3) 0.0918(2) 0.0372(12) Uani 1 1 d . . . . .
H25A H 0.631021 0.049627 0.139858 0.056 Uiso 1 1 calc R U . . .
H25B H 0.659560 0.030457 0.073585 0.056 Uiso 1 1 calc R U . . .
H25C H 0.564744 0.025277 0.072069 0.056 Uiso 1 1 calc R U . . .
C26 C 0.5868(3) 0.1896(4) 0.0015(2) 0.0383(12) Uani 1 1 d . . . . .
H26A H 0.533875 0.158554 -0.018928 0.057 Uiso 1 1 calc R U . . .
H26B H 0.628881 0.159228 -0.017051 0.057 Uiso 1 1 calc R U . . .
H26C H 0.584006 0.262495 -0.007263 0.057 Uiso 1 1 calc R U . . .
C27 C 0.3195(3) 0.1816(3) 0.0996(2) 0.0357(12) Uani 1 1 d . . . . .
H27 H 0.300742 0.176052 0.141029 0.043 Uiso 1 1 calc R U . . .
C28 C 0.2646(3) 0.2577(4) 0.0566(3) 0.0617(16) Uani 1 1 d . . . . .
H28A H 0.269836 0.323072 0.079402 0.093 Uiso 1 1 calc R U . . .
H28B H 0.207900 0.234422 0.047475 0.093 Uiso 1 1 calc R U . . .
H28C H 0.280240 0.265174 0.014832 0.093 Uiso 1 1 calc R U . . .
C29 C 0.3098(3) 0.0778(4) 0.0685(3) 0.0570(16) Uani 1 1 d . . . . .
H29A H 0.324201 0.080356 0.026061 0.085 Uiso 1 1 calc R U . . .
H29B H 0.253007 0.055614 0.061339 0.085 Uiso 1 1 calc R U . . .
H29C H 0.345831 0.029986 0.098041 0.085 Uiso 1 1 calc R U . . .
C30 C 0.5287(3) 0.4004(3) 0.2500(2) 0.0312(11) Uani 1 1 d . . . . .
H30 H 0.570647 0.449382 0.243037 0.037 Uiso 1 1 calc R U . . .
C31 C 0.4577(3) 0.4620(4) 0.2612(3) 0.0489(14) Uani 1 1 d . . . . .
H31A H 0.429368 0.495311 0.219799 0.073 Uiso 1 1 calc R U . . .
H31B H 0.478207 0.513272 0.295204 0.073 Uiso 1 1 calc R U . . .
H31C H 0.419578 0.417092 0.275700 0.073 Uiso 1 1 calc R U . . .
C32 C 0.5686(3) 0.3372(4) 0.3116(2) 0.0430(13) Uani 1 1 d . . . . .
H32A H 0.530138 0.285241 0.318309 0.064 Uiso 1 1 calc R U . . .
H32B H 0.582975 0.381412 0.350487 0.064 Uiso 1 1 calc R U . . .
H32C H 0.617968 0.304579 0.305302 0.064 Uiso 1 1 calc R U . . .
C33 C 0.7971(3) 0.2692(3) 0.3146(2) 0.0283(11) Uani 1 1 d . . . . .
C34 C 0.7855(3) 0.2004(3) 0.3630(2) 0.0278(10) Uani 1 1 d . . . . .
C35 C 0.8247(3) 0.2196(3) 0.4293(2) 0.0347(11) Uani 1 1 d . . . . .
H35 H 0.817180 0.173171 0.461870 0.042 Uiso 1 1 calc R U . . .
C36 C 0.8740(3) 0.3032(3) 0.4495(2) 0.0333(11) Uani 1 1 d . . . . .
C37 C 0.8825(3) 0.3709(3) 0.4010(2) 0.0344(11) Uani 1 1 d . . . . .
H37 H 0.915767 0.429040 0.413841 0.041 Uiso 1 1 calc R U . . .
C38 C 0.8445(3) 0.3571(3) 0.3343(2) 0.0296(11) Uani 1 1 d . . . . .
C39 C 0.7316(3) 0.1071(3) 0.3461(2) 0.0292(11) Uani 1 1 d . . . . .
H39 H 0.687109 0.123525 0.305887 0.035 Uiso 1 1 calc R U . . .
C40 C 0.6907(3) 0.0754(3) 0.4007(2) 0.0349(11) Uani 1 1 d . . . . .
H40A H 0.732682 0.055588 0.440345 0.052 Uiso 1 1 calc R U . . .
H40B H 0.654097 0.018108 0.385281 0.052 Uiso 1 1 calc R U . . .
H40C H 0.659271 0.132435 0.411310 0.052 Uiso 1 1 calc R U . . .
C41 C 0.7796(3) 0.0180(3) 0.3285(2) 0.0358(12) Uani 1 1 d . . . . .
H41A H 0.800102 0.035867 0.290219 0.054 Uiso 1 1 calc R U . . .
H41B H 0.743758 -0.041173 0.317788 0.054 Uiso 1 1 calc R U . . .
H41C H 0.825617 0.002194 0.366242 0.054 Uiso 1 1 calc R U . . .
C42 C 0.9139(3) 0.3223(4) 0.5218(2) 0.0392(12) Uani 1 1 d . . . . .
H42 H 0.901236 0.263191 0.547341 0.047 Uiso 1 1 calc R U . . .
C43 C 0.8781(3) 0.4161(4) 0.5459(2) 0.0450(13) Uani 1 1 d . . . . .
H43A H 0.886022 0.474751 0.519501 0.067 Uiso 1 1 calc R U . . .
H43B H 0.905500 0.428176 0.592510 0.067 Uiso 1 1 calc R U . . .
H43C H 0.819569 0.405907 0.541163 0.067 Uiso 1 1 calc R U . . .
C44 C 1.0060(3) 0.3296(4) 0.5354(2) 0.0498(14) Uani 1 1 d . . . . .
H44A H 1.026846 0.270568 0.516446 0.075 Uiso 1 1 calc R U . . .
H44B H 1.030146 0.331466 0.583232 0.075 Uiso 1 1 calc R U . . .
H44C H 1.020632 0.391452 0.515196 0.075 Uiso 1 1 calc R U . . .
C45 C 0.8524(3) 0.4434(3) 0.2877(2) 0.0292(11) Uani 1 1 d . . . . .
H45 H 0.826648 0.420347 0.241566 0.035 Uiso 1 1 calc R U . . .
C46 C 0.8049(3) 0.5363(3) 0.3011(2) 0.0375(12) Uani 1 1 d . . . . .
H46A H 0.747809 0.517585 0.296820 0.056 Uiso 1 1 calc R U . . .
H46B H 0.807438 0.589600 0.269111 0.056 Uiso 1 1 calc R U . . .
H46C H 0.829022 0.561187 0.346024 0.056 Uiso 1 1 calc R U . . .
C47 C 0.9409(3) 0.4704(3) 0.2912(2) 0.0350(11) Uani 1 1 d . . . . .
H47A H 0.967359 0.495879 0.335530 0.052 Uiso 1 1 calc R U . . .
H47B H 0.942425 0.522640 0.258334 0.052 Uiso 1 1 calc R U . . .
H47C H 0.969724 0.409936 0.282122 0.052 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 P2 2.2648(15) . ?
P1 N1 1.716(4) . ?
P1 C3 1.865(4) . ?
P2 P3 2.1851(16) . ?
P2 C18 1.849(4) . ?
P3 C1 1.850(4) . ?
P3 C33 1.847(4) . ?
N1 C1 1.289(5) . ?
C1 C2 1.502(6) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.400(6) . ?
C3 C8 1.402(6) . ?
C4 C5 1.398(6) . ?
C4 C9 1.534(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.377(7) . ?
C6 C7 1.397(6) . ?
C6 C12 1.525(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.404(6) . ?
C8 C15 1.518(6) . ?
C9 H9 1.0000 . ?
C9 C10 1.546(6) . ?
C9 C11 1.519(6) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 1.0000 . ?
C12 C13 1.518(7) . ?
C12 C14 1.467(8) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.538(7) . ?
C15 C17 1.511(7) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.419(6) . ?
C18 C23 1.425(6) . ?
C19 C20 1.387(6) . ?
C19 C24 1.535(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.383(6) . ?
C21 C22 1.389(6) . ?
C21 C27 1.525(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.382(6) . ?
C23 C30 1.522(6) . ?
C24 H24 1.0000 . ?
C24 C25 1.516(6) . ?
C24 C26 1.528(6) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27 1.0000 . ?
C27 C28 1.502(7) . ?
C27 C29 1.508(7) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30 1.0000 . ?
C30 C31 1.519(6) . ?
C30 C32 1.539(6) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.411(6) . ?
C33 C38 1.413(6) . ?
C34 C35 1.398(6) . ?
C34 C39 1.522(6) . ?
C35 H35 0.9500 . ?
C35 C36 1.383(6) . ?
C36 C37 1.388(6) . ?
C36 C42 1.513(6) . ?
C37 H37 0.9500 . ?
C37 C38 1.391(6) . ?
C38 C45 1.527(6) . ?
C39 H39 1.0000 . ?
C39 C40 1.537(6) . ?
C39 C41 1.528(6) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42 1.0000 . ?
C42 C43 1.522(7) . ?
C42 C44 1.517(7) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45 1.0000 . ?
C45 C46 1.533(6) . ?
C45 C47 1.524(6) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 P1 P2 98.42(13) . . ?
N1 P1 C3 100.93(18) . . ?
C3 P1 P2 99.57(13) . . ?
P3 P2 P1 93.62(6) . . ?
C18 P2 P1 107.72(14) . . ?
C18 P2 P3 101.36(14) . . ?
C1 P3 P2 96.16(14) . . ?
C33 P3 P2 105.98(14) . . ?
C33 P3 C1 104.62(19) . . ?
C1 N1 P1 123.2(3) . . ?
N1 C1 P3 123.2(3) . . ?
N1 C1 C2 120.8(4) . . ?
C2 C1 P3 115.9(3) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 P1 123.2(3) . . ?
C4 C3 C8 119.2(4) . . ?
C8 C3 P1 117.5(3) . . ?
C3 C4 C9 123.4(4) . . ?
C5 C4 C3 119.0(4) . . ?
C5 C4 C9 117.1(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.6(4) . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C7 118.4(4) . . ?
C5 C6 C12 119.8(4) . . ?
C7 C6 C12 121.8(5) . . ?
C6 C7 H7 119.4 . . ?
C6 C7 C8 121.1(4) . . ?
C8 C7 H7 119.4 . . ?
C3 C8 C7 118.8(4) . . ?
C3 C8 C15 122.9(4) . . ?
C7 C8 C15 117.9(4) . . ?
C4 C9 H9 107.5 . . ?
C4 C9 C10 108.8(4) . . ?
C10 C9 H9 107.5 . . ?
C11 C9 C4 114.4(4) . . ?
C11 C9 H9 107.5 . . ?
C11 C9 C10 110.7(4) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6 C12 H12 106.4 . . ?
C13 C12 C6 111.0(4) . . ?
C13 C12 H12 106.4 . . ?
C14 C12 C6 114.3(5) . . ?
C14 C12 H12 106.4 . . ?
C14 C12 C13 111.7(5) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C15 H15 107.6 . . ?
C8 C15 C16 108.3(4) . . ?
C16 C15 H15 107.6 . . ?
C17 C15 C8 114.8(4) . . ?
C17 C15 H15 107.6 . . ?
C17 C15 C16 110.7(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 P2 126.9(3) . . ?
C19 C18 C23 118.4(4) . . ?
C23 C18 P2 114.6(3) . . ?
C18 C19 C24 123.8(4) . . ?
C20 C19 C18 119.2(4) . . ?
C20 C19 C24 117.0(4) . . ?
C19 C20 H20 118.5 . . ?
C21 C20 C19 123.0(4) . . ?
C21 C20 H20 118.5 . . ?
C20 C21 C22 117.2(4) . . ?
C20 C21 C27 123.2(4) . . ?
C22 C21 C27 119.6(4) . . ?
C21 C22 H22 118.5 . . ?
C23 C22 C21 123.0(4) . . ?
C23 C22 H22 118.5 . . ?
C18 C23 C30 121.8(4) . . ?
C22 C23 C18 119.1(4) . . ?
C22 C23 C30 118.9(4) . . ?
C19 C24 H24 107.4 . . ?
C25 C24 C19 111.3(3) . . ?
C25 C24 H24 107.4 . . ?
C25 C24 C26 111.0(4) . . ?
C26 C24 C19 112.1(4) . . ?
C26 C24 H24 107.4 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C21 C27 H27 106.4 . . ?
C28 C27 C21 111.4(4) . . ?
C28 C27 H27 106.4 . . ?
C28 C27 C29 111.6(4) . . ?
C29 C27 C21 114.1(4) . . ?
C29 C27 H27 106.4 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C23 C30 H30 107.3 . . ?
C23 C30 C32 108.6(4) . . ?
C31 C30 C23 115.1(4) . . ?
C31 C30 H30 107.3 . . ?
C31 C30 C32 111.0(4) . . ?
C32 C30 H30 107.3 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 P3 115.2(3) . . ?
C34 C33 C38 119.6(4) . . ?
C38 C33 P3 125.2(3) . . ?
C33 C34 C39 122.7(4) . . ?
C35 C34 C33 118.5(4) . . ?
C35 C34 C39 118.8(4) . . ?
C34 C35 H35 118.5 . . ?
C36 C35 C34 123.0(4) . . ?
C36 C35 H35 118.5 . . ?
C35 C36 C37 117.3(4) . . ?
C35 C36 C42 121.3(4) . . ?
C37 C36 C42 121.3(4) . . ?
C36 C37 H37 118.6 . . ?
C36 C37 C38 122.7(4) . . ?
C38 C37 H37 118.7 . . ?
C33 C38 C45 124.4(4) . . ?
C37 C38 C33 118.9(4) . . ?
C37 C38 C45 116.6(4) . . ?
C34 C39 H39 107.3 . . ?
C34 C39 C40 113.9(3) . . ?
C34 C39 C41 110.8(4) . . ?
C40 C39 H39 107.3 . . ?
C41 C39 H39 107.3 . . ?
C41 C39 C40 109.8(4) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C36 C42 H42 107.5 . . ?
C36 C42 C43 110.7(4) . . ?
C36 C42 C44 112.0(4) . . ?
C43 C42 H42 107.5 . . ?
C44 C42 H42 107.5 . . ?
C44 C42 C43 111.4(4) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C42 C44 H44A 109.5 . . ?
C42 C44 H44B 109.5 . . ?
C42 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C38 C45 H45 107.4 . . ?
C38 C45 C46 110.2(3) . . ?
C46 C45 H45 107.4 . . ?
C47 C45 C38 113.0(4) . . ?
C47 C45 H45 107.4 . . ?
C47 C45 C46 111.1(4) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 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 P2 C18 C19 35.6(4) . . . . ?
P1 P2 C18 C23 -145.9(3) . . . . ?
P1 N1 C1 P3 3.1(5) . . . . ?
P1 N1 C1 C2 179.5(3) . . . . ?
P1 C3 C4 C5 -168.6(3) . . . . ?
P1 C3 C4 C9 19.5(6) . . . . ?
P1 C3 C8 C7 169.5(3) . . . . ?
P1 C3 C8 C15 -17.9(6) . . . . ?
P2 P1 N1 C1 13.3(4) . . . . ?
P2 P1 C3 C4 131.4(3) . . . . ?
P2 P1 C3 C8 -52.2(3) . . . . ?
P2 P3 C1 N1 -18.0(4) . . . . ?
P2 P3 C1 C2 165.4(3) . . . . ?
P2 P3 C33 C34 123.5(3) . . . . ?
P2 P3 C33 C38 -56.5(4) . . . . ?
P2 C18 C19 C20 -177.3(3) . . . . ?
P2 C18 C19 C24 6.0(6) . . . . ?
P2 C18 C23 C22 177.4(3) . . . . ?
P2 C18 C23 C30 -7.9(5) . . . . ?
P3 P2 C18 C19 -62.0(4) . . . . ?
P3 P2 C18 C23 116.5(3) . . . . ?
P3 C33 C34 C35 177.2(3) . . . . ?
P3 C33 C34 C39 -3.4(5) . . . . ?
P3 C33 C38 C37 -176.4(3) . . . . ?
P3 C33 C38 C45 8.2(6) . . . . ?
N1 P1 C3 C4 30.8(4) . . . . ?
N1 P1 C3 C8 -152.8(3) . . . . ?
C1 P3 C33 C34 -135.5(3) . . . . ?
C1 P3 C33 C38 44.5(4) . . . . ?
C3 P1 N1 C1 114.9(4) . . . . ?
C3 C4 C5 C6 -5.5(7) . . . . ?
C3 C4 C9 C10 113.2(5) . . . . ?
C3 C4 C9 C11 -122.4(5) . . . . ?
C3 C8 C15 C16 -89.6(5) . . . . ?
C3 C8 C15 C17 146.1(4) . . . . ?
C4 C3 C8 C7 -13.9(6) . . . . ?
C4 C3 C8 C15 158.6(4) . . . . ?
C4 C5 C6 C7 -5.0(7) . . . . ?
C4 C5 C6 C12 175.0(4) . . . . ?
C5 C4 C9 C10 -58.9(5) . . . . ?
C5 C4 C9 C11 65.6(5) . . . . ?
C5 C6 C7 C8 6.1(7) . . . . ?
C5 C6 C12 C13 -97.5(5) . . . . ?
C5 C6 C12 C14 135.2(5) . . . . ?
C6 C7 C8 C3 3.3(6) . . . . ?
C6 C7 C8 C15 -169.6(4) . . . . ?
C7 C6 C12 C13 82.5(6) . . . . ?
C7 C6 C12 C14 -44.8(7) . . . . ?
C7 C8 C15 C16 83.0(5) . . . . ?
C7 C8 C15 C17 -41.3(6) . . . . ?
C8 C3 C4 C5 15.0(6) . . . . ?
C8 C3 C4 C9 -156.9(4) . . . . ?
C9 C4 C5 C6 166.9(4) . . . . ?
C12 C6 C7 C8 -173.9(4) . . . . ?
C18 C19 C20 C21 -1.8(6) . . . . ?
C18 C19 C24 C25 116.7(5) . . . . ?
C18 C19 C24 C26 -118.4(4) . . . . ?
C18 C23 C30 C31 155.4(4) . . . . ?
C18 C23 C30 C32 -79.5(5) . . . . ?
C19 C18 C23 C22 -3.9(6) . . . . ?
C19 C18 C23 C30 170.8(4) . . . . ?
C19 C20 C21 C22 -1.0(6) . . . . ?
C19 C20 C21 C27 178.2(4) . . . . ?
C20 C19 C24 C25 -60.2(5) . . . . ?
C20 C19 C24 C26 64.8(5) . . . . ?
C20 C21 C22 C23 1.4(7) . . . . ?
C20 C21 C27 C28 -102.0(5) . . . . ?
C20 C21 C27 C29 25.5(6) . . . . ?
C21 C22 C23 C18 1.1(7) . . . . ?
C21 C22 C23 C30 -173.7(4) . . . . ?
C22 C21 C27 C28 77.2(6) . . . . ?
C22 C21 C27 C29 -155.3(5) . . . . ?
C22 C23 C30 C31 -29.9(6) . . . . ?
C22 C23 C30 C32 95.2(5) . . . . ?
C23 C18 C19 C20 4.3(6) . . . . ?
C23 C18 C19 C24 -172.5(4) . . . . ?
C24 C19 C20 C21 175.2(4) . . . . ?
C27 C21 C22 C23 -177.9(4) . . . . ?
C33 P3 C1 N1 -126.3(4) . . . . ?
C33 P3 C1 C2 57.1(4) . . . . ?
C33 C34 C35 C36 0.3(7) . . . . ?
C33 C34 C39 C40 -149.2(4) . . . . ?
C33 C34 C39 C41 86.4(5) . . . . ?
C33 C38 C45 C46 107.3(5) . . . . ?
C33 C38 C45 C47 -127.8(4) . . . . ?
C34 C33 C38 C37 3.6(6) . . . . ?
C34 C33 C38 C45 -171.8(4) . . . . ?
C34 C35 C36 C37 1.3(7) . . . . ?
C34 C35 C36 C42 178.7(4) . . . . ?
C35 C34 C39 C40 30.2(6) . . . . ?
C35 C34 C39 C41 -94.2(5) . . . . ?
C35 C36 C37 C38 -0.5(7) . . . . ?
C35 C36 C42 C43 -112.6(5) . . . . ?
C35 C36 C42 C44 122.5(5) . . . . ?
C36 C37 C38 C33 -2.0(7) . . . . ?
C36 C37 C38 C45 173.8(4) . . . . ?
C37 C36 C42 C43 64.7(6) . . . . ?
C37 C36 C42 C44 -60.3(6) . . . . ?
C37 C38 C45 C46 -68.2(5) . . . . ?
C37 C38 C45 C47 56.7(5) . . . . ?
C38 C33 C34 C35 -2.8(6) . . . . ?
C38 C33 C34 C39 176.6(4) . . . . ?
C39 C34 C35 C36 -179.1(4) . . . . ?
C42 C36 C37 C38 -177.9(4) . . . . ?

# end Validation Reply Form
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_RINTA01_im025_a             
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: The Rint is high, however the data is very weak.  The Rint for 
reflections used in the scaling model were approximately 10%.  Based on
the succesful structure solution and refinement I am confident this is the
correct symmetry and space group.
;
# start Validation Reply Form
_vrf_THETM01_im025_a             
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: This crystal was very weakly scattering, with little to
no usable data beyond 0.93 A.
;
####################################################################### 
# 
# 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_im024_a
_database_code_depnum_ccdc_archive 'CCDC 2293096'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H56 N1 P3'
_chemical_formula_sum            'C43 H56 N P3'
_chemical_formula_weight         679.79

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7516(4)
_cell_length_b                   11.3824(5)
_cell_length_c                   20.2888(11)
_cell_angle_alpha                86.071(2)
_cell_angle_beta                 89.119(3)
_cell_angle_gamma                79.852(2)
_cell_volume                     1984.75(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9994
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      26.43

_exptl_crystal_description       irregular
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_F_000             732
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    0.179
_shelx_estimated_absorpt_T_min   0.958
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  .7238
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28331
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.006
_diffrn_reflns_theta_max         26.431
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             8107
_reflns_number_gt                6576
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'LinXTL v. 5.9.9 (Spasyuk, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0373P)²+0.7620P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8107
_refine_ls_number_parameters     436
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.0925
_refine_ls_wR_factor_gt          0.0860
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.27625(17) 0.66284(13) 0.17307(8) 0.0195(3) Uani 1 1 d . . . . .
C2 C 0.27374(19) 0.60490(15) 0.10910(8) 0.0260(4) Uani 1 1 d . . . . .
C3 C 0.1938(3) 0.66799(18) 0.05535(10) 0.0433(5) Uani 1 1 d . . . . .
H3 H 0.143288 0.746239 0.059277 0.052 Uiso 1 1 calc R U . . .
C4 C 0.1886(3) 0.6155(2) -0.00393(11) 0.0608(7) Uani 1 1 d . . . . .
H4 H 0.134816 0.658661 -0.039523 0.073 Uiso 1 1 calc R U . . .
C5 C 0.2627(3) 0.4994(2) -0.01052(11) 0.0559(6) Uani 1 1 d . . . . .
H5 H 0.259376 0.464531 -0.050482 0.067 Uiso 1 1 calc R U . . .
C6 C 0.3415(2) 0.43556(18) 0.04230(10) 0.0455(5) Uani 1 1 d . . . . .
H6 H 0.390644 0.357047 0.038123 0.055 Uiso 1 1 calc R U . . .
C7 C 0.3479(2) 0.48766(16) 0.10171(9) 0.0333(4) Uani 1 1 d . . . . .
H7 H 0.402237 0.443982 0.137022 0.040 Uiso 1 1 calc R U . . .
C8 C 0.18295(18) 0.98410(13) 0.24012(8) 0.0233(3) Uani 1 1 d . . . . .
C9 C 0.20663(19) 1.04753(14) 0.17939(9) 0.0276(4) Uani 1 1 d . . . . .
C10 C 0.2295(2) 1.16592(15) 0.18093(10) 0.0378(5) Uani 1 1 d . . . . .
H10 H 0.247879 1.207971 0.141522 0.045 Uiso 1 1 calc R U . . .
C11 C 0.2257(2) 1.22183(16) 0.23902(11) 0.0418(5) Uani 1 1 d . . . . .
H11 H 0.246013 1.299350 0.238842 0.050 Uiso 1 1 calc R U . . .
C12 C 0.1918(2) 1.16274(15) 0.29754(10) 0.0360(4) Uani 1 1 d . . . . .
H12 H 0.185507 1.202134 0.336424 0.043 Uiso 1 1 calc R U . . .
C13 C 0.16668(19) 1.04518(14) 0.29945(9) 0.0265(4) Uani 1 1 d . . . . .
C14 C 0.1918(2) 0.99770(16) 0.11276(9) 0.0352(4) Uani 1 1 d . . . . .
H14 H 0.245036 0.914247 0.115330 0.042 Uiso 1 1 calc R U . . .
C15 C 0.2607(3) 1.06392(19) 0.05443(11) 0.0554(6) Uani 1 1 d . . . . .
H15A H 0.196820 1.140760 0.045166 0.083 Uiso 1 1 calc R U . . .
H15B H 0.264994 1.018108 0.016233 0.083 Uiso 1 1 calc R U . . .
H15C H 0.363635 1.074361 0.065366 0.083 Uiso 1 1 calc R U . . .
C16 C 0.0194(2) 0.99905(19) 0.09947(11) 0.0481(5) Uani 1 1 d . . . . .
H16A H -0.023805 0.955854 0.135314 0.072 Uiso 1 1 calc R U . . .
H16B H 0.008942 0.961926 0.059084 0.072 Uiso 1 1 calc R U . . .
H16C H -0.034858 1.080214 0.095687 0.072 Uiso 1 1 calc R U . . .
C17 C 0.1113(2) 0.98966(15) 0.36421(9) 0.0307(4) Uani 1 1 d . . . . .
H17 H 0.161082 0.905346 0.368205 0.037 Uiso 1 1 calc R U . . .
C18 C 0.1515(3) 1.04752(18) 0.42642(10) 0.0480(5) Uani 1 1 d . . . . .
H18A H 0.258098 1.057708 0.424292 0.072 Uiso 1 1 calc R U . . .
H18B H 0.135770 0.996928 0.464845 0.072 Uiso 1 1 calc R U . . .
H18C H 0.085798 1.124078 0.428987 0.072 Uiso 1 1 calc R U . . .
C19 C -0.0647(2) 0.99389(18) 0.36285(11) 0.0438(5) Uani 1 1 d . . . . .
H19A H -0.116772 1.075653 0.360958 0.066 Uiso 1 1 calc R U . . .
H19B H -0.096162 0.952189 0.402060 0.066 Uiso 1 1 calc R U . . .
H19C H -0.091351 0.956460 0.324673 0.066 Uiso 1 1 calc R U . . .
C20 C 0.30583(17) 0.68288(13) 0.38579(7) 0.0187(3) Uani 1 1 d . . . . .
C21 C 0.38934(18) 0.71094(14) 0.44048(8) 0.0247(4) Uani 1 1 d . . . . .
C22 C 0.3242(2) 0.70349(17) 0.50324(9) 0.0354(4) Uani 1 1 d . . . . .
H22 H 0.376336 0.724522 0.539011 0.043 Uiso 1 1 calc R U . . .
C23 C 0.1844(2) 0.66576(18) 0.51363(9) 0.0379(4) Uani 1 1 d . . . . .
H23 H 0.140477 0.664768 0.555654 0.046 Uiso 1 1 calc R U . . .
C24 C 0.1099(2) 0.62952(15) 0.46152(8) 0.0294(4) Uani 1 1 d . . . . .
H24 H 0.018805 0.599308 0.469390 0.035 Uiso 1 1 calc R U . . .
C25 C 0.16740(18) 0.63684(13) 0.39708(8) 0.0210(3) Uani 1 1 d . . . . .
C26 C 0.5489(2) 0.74756(17) 0.43354(9) 0.0340(4) Uani 1 1 d . . . . .
H26 H 0.597770 0.713665 0.393674 0.041 Uiso 1 1 calc R U . . .
C27 C 0.5375(2) 0.8825(2) 0.42468(13) 0.0551(6) Uani 1 1 d . . . . .
H27A H 0.478886 0.912445 0.385617 0.083 Uiso 1 1 calc R U . . .
H27B H 0.639906 0.901699 0.420428 0.083 Uiso 1 1 calc R U . . .
H27C H 0.486669 0.918681 0.462415 0.083 Uiso 1 1 calc R U . . .
C28 C 0.6553(2) 0.6978(2) 0.49199(11) 0.0595(7) Uani 1 1 d . . . . .
H28A H 0.614819 0.734442 0.531314 0.089 Uiso 1 1 calc R U . . .
H28B H 0.757553 0.714875 0.483189 0.089 Uiso 1 1 calc R U . . .
H28C H 0.660343 0.612778 0.498042 0.089 Uiso 1 1 calc R U . . .
C29 C 0.08067(18) 0.58598(13) 0.34443(8) 0.0219(3) Uani 1 1 d . . . . .
H29 H 0.119572 0.611409 0.301182 0.026 Uiso 1 1 calc R U . . .
C30 C 0.1177(2) 0.44961(14) 0.35200(9) 0.0314(4) Uani 1 1 d . . . . .
H30A H 0.227417 0.423405 0.346825 0.047 Uiso 1 1 calc R U . . .
H30B H 0.063235 0.417118 0.318896 0.047 Uiso 1 1 calc R U . . .
H30C H 0.085888 0.422525 0.395058 0.047 Uiso 1 1 calc R U . . .
C31 C -0.09438(19) 0.62947(16) 0.34566(9) 0.0312(4) Uani 1 1 d . . . . .
H31A H -0.137097 0.598284 0.385635 0.047 Uiso 1 1 calc R U . . .
H31B H -0.140673 0.602196 0.308279 0.047 Uiso 1 1 calc R U . . .
H31C H -0.115567 0.715298 0.343828 0.047 Uiso 1 1 calc R U . . .
C32 C 0.60401(17) 0.56123(14) 0.20960(8) 0.0205(3) Uani 1 1 d . . . . .
C33 C 0.67852(18) 0.65480(14) 0.18366(8) 0.0245(4) Uani 1 1 d . . . . .
C34 C 0.8358(2) 0.62872(17) 0.16715(9) 0.0323(4) Uani 1 1 d . . . . .
H34 H 0.886028 0.690047 0.150576 0.039 Uiso 1 1 calc R U . . .
C35 C 0.9180(2) 0.51355(18) 0.17499(10) 0.0383(5) Uani 1 1 d . . . . .
H35 H 1.023056 0.498018 0.164373 0.046 Uiso 1 1 calc R U . . .
C36 C 0.8445(2) 0.42158(17) 0.19855(9) 0.0337(4) Uani 1 1 d . . . . .
H36 H 0.900414 0.343998 0.202561 0.040 Uiso 1 1 calc R U . . .
C37 C 0.68862(19) 0.44226(14) 0.21644(8) 0.0245(4) Uani 1 1 d . . . . .
C38 C 0.6168(2) 0.33686(14) 0.24426(9) 0.0306(4) Uani 1 1 d . . . . .
H38 H 0.504505 0.358252 0.237405 0.037 Uiso 1 1 calc R U . . .
C39 C 0.6724(3) 0.22113(18) 0.21032(13) 0.0592(7) Uani 1 1 d . . . . .
H39A H 0.656482 0.235517 0.163538 0.089 Uiso 1 1 calc R U . . .
H39B H 0.614708 0.161097 0.227068 0.089 Uiso 1 1 calc R U . . .
H39C H 0.780829 0.194060 0.219012 0.089 Uiso 1 1 calc R U . . .
C40 C 0.6438(3) 0.3172(2) 0.31876(11) 0.0573(6) Uani 1 1 d . . . . .
H40A H 0.753277 0.299318 0.327386 0.086 Uiso 1 1 calc R U . . .
H40B H 0.596153 0.251671 0.335923 0.086 Uiso 1 1 calc R U . . .
H40C H 0.598903 0.388374 0.339752 0.086 Uiso 1 1 calc R U . . .
C41 C 0.5970(2) 0.78360(15) 0.17006(9) 0.0307(4) Uani 1 1 d . . . . .
H41 H 0.488713 0.788409 0.184396 0.037 Uiso 1 1 calc R U . . .
C42 C 0.6689(3) 0.87068(18) 0.20914(13) 0.0528(6) Uani 1 1 d . . . . .
H42A H 0.664631 0.848047 0.255503 0.079 Uiso 1 1 calc R U . . .
H42B H 0.611985 0.950304 0.200585 0.079 Uiso 1 1 calc R U . . .
H42C H 0.775060 0.868209 0.195808 0.079 Uiso 1 1 calc R U . . .
C43 C 0.5968(3) 0.8168(2) 0.09571(11) 0.0549(6) Uani 1 1 d . . . . .
H43A H 0.701757 0.806658 0.079658 0.082 Uiso 1 1 calc R U . . .
H43B H 0.547747 0.898737 0.087344 0.082 Uiso 1 1 calc R U . . .
H43C H 0.540802 0.765982 0.073459 0.082 Uiso 1 1 calc R U . . .
N1 N 0.18340(15) 0.76152(11) 0.18064(7) 0.0222(3) Uani 1 1 d . . . . .
P1 P 0.15720(5) 0.82519(3) 0.25413(2) 0.01973(10) Uani 1 1 d . . . . .
P2 P 0.38086(5) 0.73301(3) 0.30442(2) 0.01906(10) Uani 1 1 d . . . . .
P3 P 0.40142(5) 0.58143(3) 0.24144(2) 0.01890(10) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.2821(19) . ?
C1 C2 1.498(2) . ?
C1 P3 1.8697(16) . ?
C2 C3 1.391(3) . ?
C2 C7 1.394(2) . ?
C3 C4 1.384(3) . ?
C4 C5 1.379(3) . ?
C5 C6 1.375(3) . ?
C6 C7 1.385(3) . ?
C8 C9 1.416(2) . ?
C8 C13 1.424(2) . ?
C8 P1 1.8640(15) . ?
C9 C10 1.399(2) . ?
C9 C14 1.517(3) . ?
C10 C11 1.374(3) . ?
C11 C12 1.379(3) . ?
C12 C13 1.391(2) . ?
C13 C17 1.528(2) . ?
C14 C15 1.533(3) . ?
C14 C16 1.534(3) . ?
C17 C19 1.533(3) . ?
C17 C18 1.536(3) . ?
C20 C25 1.412(2) . ?
C20 C21 1.422(2) . ?
C20 P2 1.8579(16) . ?
C21 C22 1.391(2) . ?
C21 C26 1.528(2) . ?
C22 C23 1.375(3) . ?
C23 C24 1.374(2) . ?
C24 C25 1.396(2) . ?
C25 C29 1.522(2) . ?
C26 C27 1.520(3) . ?
C26 C28 1.533(3) . ?
C29 C31 1.525(2) . ?
C29 C30 1.526(2) . ?
C32 C33 1.412(2) . ?
C32 C37 1.423(2) . ?
C32 P3 1.8588(16) . ?
C33 C34 1.397(2) . ?
C33 C41 1.522(2) . ?
C34 C35 1.380(3) . ?
C35 C36 1.377(3) . ?
C36 C37 1.390(2) . ?
C37 C38 1.521(2) . ?
C38 C39 1.528(2) . ?
C38 C40 1.529(3) . ?
C41 C43 1.530(3) . ?
C41 C42 1.533(3) . ?
N1 P1 1.6970(14) . ?
P1 P2 2.2724(6) . ?
P2 P3 2.1972(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 118.73(14) . . ?
N1 C1 P3 122.45(12) . . ?
C2 C1 P3 118.58(11) . . ?
C3 C2 C7 118.30(16) . . ?
C3 C2 C1 119.81(15) . . ?
C7 C2 C1 121.88(15) . . ?
C4 C3 C2 120.65(19) . . ?
C5 C4 C3 120.4(2) . . ?
C6 C5 C4 119.68(19) . . ?
C5 C6 C7 120.31(19) . . ?
C6 C7 C2 120.67(18) . . ?
C9 C8 C13 119.60(14) . . ?
C9 C8 P1 128.02(13) . . ?
C13 C8 P1 112.27(12) . . ?
C10 C9 C8 118.15(16) . . ?
C10 C9 C14 118.52(16) . . ?
C8 C9 C14 123.02(15) . . ?
C11 C10 C9 121.89(17) . . ?
C10 C11 C12 119.86(16) . . ?
C11 C12 C13 121.15(18) . . ?
C12 C13 C8 118.93(16) . . ?
C12 C13 C17 118.50(16) . . ?
C8 C13 C17 122.41(14) . . ?
C9 C14 C15 114.98(17) . . ?
C9 C14 C16 108.63(15) . . ?
C15 C14 C16 109.10(17) . . ?
C13 C17 C19 110.53(15) . . ?
C13 C17 C18 114.64(15) . . ?
C19 C17 C18 108.52(16) . . ?
C25 C20 C21 119.44(14) . . ?
C25 C20 P2 126.33(12) . . ?
C21 C20 P2 113.63(12) . . ?
C22 C21 C20 118.77(15) . . ?
C22 C21 C26 118.32(15) . . ?
C20 C21 C26 122.90(15) . . ?
C23 C22 C21 121.51(16) . . ?
C24 C23 C22 119.58(17) . . ?
C23 C24 C25 121.77(16) . . ?
C24 C25 C20 118.57(14) . . ?
C24 C25 C29 116.76(14) . . ?
C20 C25 C29 124.53(14) . . ?
C27 C26 C21 112.12(15) . . ?
C27 C26 C28 109.72(17) . . ?
C21 C26 C28 112.32(17) . . ?
C25 C29 C31 113.55(13) . . ?
C25 C29 C30 109.18(13) . . ?
C31 C29 C30 110.50(13) . . ?
C33 C32 C37 119.67(14) . . ?
C33 C32 P3 124.80(12) . . ?
C37 C32 P3 115.42(12) . . ?
C34 C33 C32 118.92(15) . . ?
C34 C33 C41 116.92(15) . . ?
C32 C33 C41 124.12(14) . . ?
C35 C34 C33 121.15(17) . . ?
C36 C35 C34 120.03(17) . . ?
C35 C36 C37 121.40(16) . . ?
C36 C37 C32 118.78(16) . . ?
C36 C37 C38 118.41(15) . . ?
C32 C37 C38 122.79(14) . . ?
C37 C38 C39 114.02(16) . . ?
C37 C38 C40 110.18(15) . . ?
C39 C38 C40 110.63(17) . . ?
C33 C41 C43 109.62(15) . . ?
C33 C41 C42 111.96(16) . . ?
C43 C41 C42 111.95(17) . . ?
C1 N1 P1 122.95(11) . . ?
N1 P1 C8 107.81(7) . . ?
N1 P1 P2 98.79(5) . . ?
C8 P1 P2 103.97(5) . . ?
C20 P2 P3 106.94(5) . . ?
C20 P2 P1 100.97(5) . . ?
P3 P2 P1 91.91(2) . . ?
C32 P3 C1 106.23(7) . . ?
C32 P3 P2 104.97(5) . . ?
C1 P3 P2 96.14(5) . . ?

_refine_diff_density_max         0.330
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_im030_a
_database_code_depnum_ccdc_archive 'CCDC 2293101'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
_audit_creation_date             2022-05-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C52 H74 N P3'
_chemical_formula_sum            'C52 H74 N P3'
_chemical_formula_weight         806.03
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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                   12.9840(4)
_cell_length_b                   8.7134(3)
_cell_length_c                   42.5367(14)
_cell_angle_alpha                90
_cell_angle_beta                 98.699(3)
_cell_angle_gamma                90
_cell_volume                     4757.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7620
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      55.62
_cell_measurement_theta_min      3.75
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.390
_exptl_absorpt_correction_T_max  0.7510
_exptl_absorpt_correction_T_min  0.6591
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0960 before and 0.0779 after correction.
The Ratio of minimum to maximum transmission is 0.8776.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1752
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1149
_diffrn_reflns_av_unetI/netI     0.0775
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            39675
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        56.054
_diffrn_reflns_theta_max         56.054
_diffrn_reflns_theta_min         2.101
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4534
_reflns_number_total             6153
_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 V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.661
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     561
_refine_ls_number_reflns         6153
_refine_ls_number_restraints     390
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0596
_refine_ls_restrained_S_all      1.009
_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)+(0.0456P)²+6.4409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1308
_refine_ls_wR_factor_ref         0.1455
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
2. Others
 Fixed Sof: C18A(0.6667) H18A(0.6667) H18B(0.6667) H18C(0.6667) C18B(0.3333)
 H18D(0.3333) H18E(0.3333) H18F(0.3333) C19A(0.6667) H19A(0.6667) H19B(0.6667)
 H19C(0.6667) C19B(0.3333) H19D(0.3333) H19E(0.3333) H19F(0.3333) C30A(0.6667)
 H30A(0.6667) H30B(0.6667) H30C(0.6667) C30B(0.3333) H30D(0.3333) H30E(0.3333)
 H30F(0.3333)
3.a Ternary CH refined with riding coordinates:
 C14(H14), C20(H20), C32(H32), C35(H35), C44(H44), C47(H47), C50(H50)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C10(H10), C12(H12), C25(H25),
 C27(H27), C40(H40), C42(H42)
3.c Idealised Me refined as rotating group:
 C52(H52A,H52B,H52C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C18A(H18A,H18B,
 H18C), C18B(H18D,H18E,H18F), C19A(H19A,H19B,H19C), C19B(H19D,H19E,H19F),
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C30A(H30A,H30B,H30C), C30B(H30D,H30E,
 H30F), C31(H31A,H31B,H31C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C36(H36A,
 H36B,H36C), C37(H37A,H37B,H37C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C),
 C48(H48A,H48B,H48C), C49(H49A,H49B,H49C), C51(H51A,H51B,H51C)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 0.8865(3) 0.1779(5) 0.39270(9) 0.0300(9) Uani 1 1 d . U . . .
C2 C 0.9735(3) 0.1205(5) 0.41666(9) 0.0378(11) Uani 1 1 d . U . . .
C3 C 0.9555(4) 0.0154(6) 0.43962(10) 0.0493(13) Uani 1 1 d . U . . .
H3 H 0.886750 -0.020705 0.440099 0.059 Uiso 1 1 calc R U . . .
C4 C 1.0370(5) -0.0380(6) 0.46205(12) 0.0651(16) Uani 1 1 d . U . . .
H4 H 1.024305 -0.111847 0.477442 0.078 Uiso 1 1 calc R U . . .
C5 C 1.1361(5) 0.0172(8) 0.46167(14) 0.082(2) Uani 1 1 d . U . . .
H5 H 1.191732 -0.017105 0.477169 0.098 Uiso 1 1 calc R U . . .
C6 C 1.1554(4) 0.1232(8) 0.43871(15) 0.0724(18) Uani 1 1 d . U . . .
H6 H 1.223957 0.160747 0.438543 0.087 Uiso 1 1 calc R U . . .
C7 C 1.0745(3) 0.1733(6) 0.41623(11) 0.0510(13) Uani 1 1 d . U . . .
H7 H 1.087797 0.244231 0.400360 0.061 Uiso 1 1 calc R U . . .
C8 C 0.7353(3) 0.2257(5) 0.43952(9) 0.0288(9) Uani 1 1 d . U . . .
C9 C 0.6710(3) 0.1394(5) 0.45704(9) 0.0316(10) Uani 1 1 d . U . . .
C52 C 0.5690(3) 0.4746(5) 0.27576(11) 0.0450(12) Uani 1 1 d . U . . .
H52A H 0.569307 0.528680 0.295981 0.068 Uiso 1 1 calc R U . . .
H52B H 0.508326 0.406459 0.271951 0.068 Uiso 1 1 calc R U . . .
H52C H 0.565338 0.549524 0.258438 0.068 Uiso 1 1 calc R U . . .
C10 C 0.6503(3) 0.1993(5) 0.48597(9) 0.0316(10) Uani 1 1 d . U . . .
H10 H 0.605734 0.142996 0.497525 0.038 Uiso 1 1 calc R U . . .
C11 C 0.6913(3) 0.3360(5) 0.49852(9) 0.0310(10) Uani 1 1 d . U . . .
C12 C 0.7561(3) 0.4165(5) 0.48134(9) 0.0304(10) Uani 1 1 d . U . . .
H12 H 0.787121 0.509099 0.489955 0.036 Uiso 1 1 calc R U . . .
C13 C 0.7774(3) 0.3666(5) 0.45191(9) 0.0286(9) Uani 1 1 d . U . . .
C14 C 0.6191(3) -0.0110(5) 0.44536(9) 0.0370(11) Uani 1 1 d . U . . .
H14 H 0.659293 -0.054231 0.429133 0.044 Uiso 1 1 calc R U . . .
C15 C 0.5089(4) 0.0174(6) 0.42890(12) 0.0610(15) Uani 1 1 d . U . . .
H15A H 0.468582 0.067207 0.443746 0.091 Uiso 1 1 calc R U . . .
H15B H 0.476171 -0.080696 0.421908 0.091 Uiso 1 1 calc R U . . .
H15C H 0.510515 0.083917 0.410416 0.091 Uiso 1 1 calc R U . . .
C16 C 0.6207(3) -0.1309(5) 0.47169(10) 0.0414(11) Uani 1 1 d . U . . .
H16A H 0.575197 -0.097417 0.486783 0.062 Uiso 1 1 calc R U . . .
H16B H 0.691984 -0.142823 0.482837 0.062 Uiso 1 1 calc R U . . .
H16C H 0.595789 -0.229416 0.462323 0.062 Uiso 1 1 calc R U . . .
C17 C 0.6660(4) 0.3947(5) 0.53015(9) 0.0378(11) Uani 1 1 d . U . . .
C18A C 0.6147(7) 0.5546(10) 0.52593(16) 0.064(3) Uani 0.6667 1 d . U P A 1
H18A H 0.592422 0.586444 0.545955 0.096 Uiso 0.6667 1 calc R U P A 1
H18B H 0.554045 0.550067 0.509171 0.096 Uiso 0.6667 1 calc R U P A 1
H18C H 0.665056 0.628940 0.519994 0.096 Uiso 0.6667 1 calc R U P A 1
C18B C 0.7154(16) 0.558(2) 0.5391(4) 0.079(5) Uani 0.3333 1 d . U P A 2
H18D H 0.790624 0.553543 0.538776 0.118 Uiso 0.3333 1 calc R U P A 2
H18E H 0.702375 0.586485 0.560410 0.118 Uiso 0.3333 1 calc R U P A 2
H18F H 0.683684 0.633778 0.523633 0.118 Uiso 0.3333 1 calc R U P A 2
C19A C 0.7548(6) 0.3943(10) 0.55549(18) 0.0382(19) Uani 0.6667 1 d . U P A 1
H19A H 0.786721 0.292124 0.557082 0.057 Uiso 0.6667 1 calc R U P A 1
H19B H 0.731441 0.420341 0.575682 0.057 Uiso 0.6667 1 calc R U P A 1
H19C H 0.806072 0.470115 0.550765 0.057 Uiso 0.6667 1 calc R U P A 1
C19B C 0.7324(15) 0.293(2) 0.5573(4) 0.060(5) Uani 0.3333 1 d . U P A 2
H19D H 0.708857 0.186540 0.555216 0.090 Uiso 0.3333 1 calc R U P A 2
H19E H 0.722787 0.332840 0.578212 0.090 Uiso 0.3333 1 calc R U P A 2
H19F H 0.806363 0.298715 0.555039 0.090 Uiso 0.3333 1 calc R U P A 2
C20 C 0.8435(3) 0.4730(4) 0.43463(9) 0.0285(9) Uani 1 1 d . U . . .
H20 H 0.851559 0.424322 0.413849 0.034 Uiso 1 1 calc R U . . .
C21 C 0.7885(3) 0.6265(5) 0.42767(10) 0.0375(11) Uani 1 1 d . U . . .
H21A H 0.718545 0.608901 0.415938 0.056 Uiso 1 1 calc R U . . .
H21B H 0.828465 0.690242 0.414864 0.056 Uiso 1 1 calc R U . . .
H21C H 0.783093 0.678911 0.447736 0.056 Uiso 1 1 calc R U . . .
C22 C 0.9526(3) 0.4946(5) 0.45373(10) 0.0381(11) Uani 1 1 d . U . . .
H22A H 0.946975 0.547588 0.473718 0.057 Uiso 1 1 calc R U . . .
H22B H 0.995285 0.555930 0.441307 0.057 Uiso 1 1 calc R U . . .
H22C H 0.985232 0.394067 0.458361 0.057 Uiso 1 1 calc R U . . .
C23 C 0.5609(3) 0.2088(5) 0.34925(9) 0.0298(10) Uani 1 1 d . U . . .
C24 C 0.4680(3) 0.2896(5) 0.35101(10) 0.0397(11) Uani 1 1 d . U . . .
C25 C 0.3731(3) 0.2095(6) 0.34676(11) 0.0499(14) Uani 1 1 d . U . . .
H25 H 0.311153 0.263906 0.348876 0.060 Uiso 1 1 calc R U . . .
C26 C 0.3661(3) 0.0545(6) 0.33962(11) 0.0463(13) Uani 1 1 d . U . . .
C27 C 0.4560(3) -0.0171(6) 0.33512(10) 0.0388(11) Uani 1 1 d . U . . .
H27 H 0.451865 -0.121115 0.328378 0.047 Uiso 1 1 calc R U . . .
C28 C 0.5538(3) 0.0532(5) 0.33980(9) 0.0318(10) Uani 1 1 d . U . . .
C29 C 0.4675(4) 0.4575(6) 0.35875(15) 0.0627(16) Uani 1 1 d . U . . .
C30A C 0.3736(8) 0.5373(13) 0.3347(2) 0.048(3) Uani 0.6667 1 d . U P B 2
H30A H 0.379259 0.508606 0.312761 0.072 Uiso 0.6667 1 calc R U P B 2
H30B H 0.378423 0.649076 0.336959 0.072 Uiso 0.6667 1 calc R U P B 2
H30C H 0.306466 0.502249 0.339919 0.072 Uiso 0.6667 1 calc R U P B 2
C30B C 0.3905(16) 0.576(3) 0.3535(6) 0.076(8) Uani 0.3333 1 d . U P B 1
H30D H 0.370762 0.593179 0.330596 0.114 Uiso 0.3333 1 calc R U P B 1
H30E H 0.419106 0.671542 0.363569 0.114 Uiso 0.3333 1 calc R U P B 1
H30F H 0.328872 0.545842 0.362746 0.114 Uiso 0.3333 1 calc R U P B 1
C31 C 0.4677(5) 0.4798(7) 0.39426(17) 0.092(2) Uani 1 1 d . U . C 2
H31A H 0.403849 0.436181 0.400232 0.138 Uiso 1 1 calc R U . C 2
H31B H 0.471053 0.589602 0.399260 0.138 Uiso 1 1 calc R U . C 2
H31C H 0.528408 0.427835 0.406137 0.138 Uiso 1 1 calc R U . C 2
C32 C 0.2655(3) -0.0363(7) 0.33937(12) 0.0584(15) Uani 1 1 d . U . . .
H32 H 0.275523 -0.133036 0.327542 0.070 Uiso 1 1 calc R U . . .
C33 C 0.1720(4) 0.0295(8) 0.32320(14) 0.085(2) Uani 1 1 d . U . . .
H33A H 0.155327 0.122400 0.334410 0.127 Uiso 1 1 calc R U . . .
H33B H 0.114945 -0.044463 0.322613 0.127 Uiso 1 1 calc R U . . .
H33C H 0.181440 0.056114 0.301425 0.127 Uiso 1 1 calc R U . . .
C34 C 0.2604(4) -0.0868(8) 0.37360(12) 0.0731(19) Uani 1 1 d . U . . .
H34A H 0.247146 0.002702 0.386344 0.110 Uiso 1 1 calc R U . . .
H34B H 0.326742 -0.134056 0.382679 0.110 Uiso 1 1 calc R U . . .
H34C H 0.203952 -0.161509 0.373668 0.110 Uiso 1 1 calc R U . . .
C35 C 0.6448(3) -0.0439(5) 0.33380(9) 0.0343(10) Uani 1 1 d . U . . .
H35 H 0.709988 0.014872 0.341404 0.041 Uiso 1 1 calc R U . . .
C36 C 0.6409(4) -0.0727(5) 0.29818(10) 0.0444(12) Uani 1 1 d . U . . .
H36A H 0.577787 -0.130912 0.290104 0.067 Uiso 1 1 calc R U . . .
H36B H 0.702406 -0.131453 0.294602 0.067 Uiso 1 1 calc R U . . .
H36C H 0.639819 0.025716 0.286991 0.067 Uiso 1 1 calc R U . . .
C37 C 0.6515(3) -0.1971(5) 0.35164(10) 0.0404(11) Uani 1 1 d . U . . .
H37A H 0.653045 -0.178057 0.374411 0.061 Uiso 1 1 calc R U . . .
H37B H 0.715022 -0.251322 0.348281 0.061 Uiso 1 1 calc R U . . .
H37C H 0.590526 -0.259993 0.343634 0.061 Uiso 1 1 calc R U . . .
C38 C 0.8302(3) 0.4538(5) 0.31736(8) 0.0262(9) Uani 1 1 d . U . . .
C39 C 0.9101(3) 0.5619(5) 0.32717(9) 0.0303(10) Uani 1 1 d . U . . .
C40 C 0.9261(3) 0.6790(5) 0.30627(10) 0.0384(11) Uani 1 1 d . U . . .
H40 H 0.981780 0.748408 0.312600 0.046 Uiso 1 1 calc R U . . .
C41 C 0.8663(3) 0.7011(5) 0.27689(10) 0.0377(11) Uani 1 1 d . U . . .
C42 C 0.7832(3) 0.6007(5) 0.26868(9) 0.0326(10) Uani 1 1 d . U . . .
H42 H 0.738052 0.615801 0.249164 0.039 Uiso 1 1 calc R U . . .
C43 C 0.7642(3) 0.4791(5) 0.28815(8) 0.0266(9) Uani 1 1 d . U . . .
C44 C 0.9804(3) 0.5597(5) 0.35921(9) 0.0357(11) Uani 1 1 d . U . . .
H44 H 0.949790 0.487279 0.373530 0.043 Uiso 1 1 calc R U . . .
C45 C 1.0882(3) 0.5024(6) 0.35549(11) 0.0495(13) Uani 1 1 d . U . . .
H45A H 1.083212 0.397222 0.347242 0.074 Uiso 1 1 calc R U . . .
H45B H 1.132990 0.504017 0.376210 0.074 Uiso 1 1 calc R U . . .
H45C H 1.117975 0.568967 0.340618 0.074 Uiso 1 1 calc R U . . .
C46 C 0.9869(3) 0.7202(5) 0.37464(10) 0.0453(12) Uani 1 1 d . U . . .
H46A H 1.021920 0.790963 0.361804 0.068 Uiso 1 1 calc R U . . .
H46B H 1.026379 0.713921 0.396136 0.068 Uiso 1 1 calc R U . . .
H46C H 0.916391 0.757836 0.375788 0.068 Uiso 1 1 calc R U . . .
C47 C 0.8936(4) 0.8326(6) 0.25619(12) 0.0572(14) Uani 1 1 d . U . . .
H47 H 0.911048 0.921870 0.270789 0.069 Uiso 1 1 calc R U . . .
C48 C 0.9927(4) 0.7962(7) 0.24219(12) 0.0672(16) Uani 1 1 d . U . . .
H48A H 1.049917 0.775131 0.259472 0.101 Uiso 1 1 calc R U . . .
H48B H 1.010947 0.884115 0.229766 0.101 Uiso 1 1 calc R U . . .
H48C H 0.980765 0.705913 0.228368 0.101 Uiso 1 1 calc R U . . .
C49 C 0.8062(5) 0.8848(7) 0.23137(13) 0.0719(17) Uani 1 1 d . U . . .
H49A H 0.788246 0.802836 0.215733 0.108 Uiso 1 1 calc R U . . .
H49B H 0.827924 0.976288 0.220677 0.108 Uiso 1 1 calc R U . . .
H49C H 0.745231 0.909567 0.241478 0.108 Uiso 1 1 calc R U . . .
C50 C 0.6690(3) 0.3796(5) 0.27718(9) 0.0294(9) Uani 1 1 d . U . . .
H50 H 0.666782 0.297889 0.293582 0.035 Uiso 1 1 calc R U . . .
C51 C 0.6745(3) 0.2997(5) 0.24569(9) 0.0406(11) Uani 1 1 d . U . . .
H51A H 0.675740 0.376827 0.228979 0.061 Uiso 1 1 calc R U . . .
H51B H 0.613430 0.233488 0.240239 0.061 Uiso 1 1 calc R U . . .
H51C H 0.737982 0.237381 0.247562 0.061 Uiso 1 1 calc R U . . .
N1 N 0.9060(2) 0.2332(4) 0.36599(7) 0.0301(8) Uani 1 1 d . U . . .
P1 P 0.80751(7) 0.26686(12) 0.33535(2) 0.0253(3) Uani 1 1 d . U . . .
P2 P 0.68179(7) 0.31451(12) 0.36530(2) 0.0250(3) Uani 1 1 d . U . . .
P3 P 0.75152(8) 0.14359(12) 0.40027(2) 0.0279(3) Uani 1 1 d . U . . .
H29 H 0.537(4) 0.507(5) 0.3547(10) 0.058(14) Uiso 1 1 d . . . . .
H17 H 0.604(4) 0.336(6) 0.5355(12) 0.070(16) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.489(6) . ?
C1 N1 1.294(5) . ?
C1 P3 1.853(4) . ?
C2 C3 1.384(6) . ?
C2 C7 1.393(6) . ?
C3 C4 1.393(7) . ?
C4 C5 1.376(9) . ?
C5 C6 1.394(9) . ?
C6 C7 1.380(7) . ?
C8 C9 1.416(5) . ?
C8 C13 1.413(6) . ?
C8 P3 1.858(4) . ?
C9 C10 1.400(5) . ?
C9 C14 1.522(6) . ?
C52 C50 1.534(6) . ?
C10 C11 1.379(6) . ?
C11 C12 1.386(5) . ?
C11 C17 1.521(5) . ?
C12 C13 1.392(5) . ?
C13 C20 1.526(5) . ?
C14 C15 1.515(6) . ?
C14 C16 1.530(6) . ?
C17 C18A 1.543(8) . ?
C17 C18B 1.579(19) . ?
C17 C19A 1.454(9) . ?
C17 C19B 1.598(19) . ?
C20 C21 1.524(6) . ?
C20 C22 1.534(5) . ?
C23 C24 1.409(6) . ?
C23 C28 1.413(6) . ?
C23 P2 1.858(4) . ?
C24 C25 1.403(6) . ?
C24 C29 1.500(7) . ?
C25 C26 1.384(7) . ?
C26 C27 1.361(6) . ?
C26 C32 1.526(6) . ?
C27 C28 1.396(6) . ?
C28 C35 1.507(6) . ?
C29 C30A 1.624(12) . ?
C29 C30B 1.43(2) . ?
C29 C31 1.523(8) . ?
C32 C33 1.422(7) . ?
C32 C34 1.532(7) . ?
C35 C36 1.529(5) . ?
C35 C37 1.531(6) . ?
C38 C39 1.416(5) . ?
C38 C43 1.416(5) . ?
C38 P1 1.842(4) . ?
C39 C40 1.389(6) . ?
C39 C44 1.521(6) . ?
C40 C41 1.381(6) . ?
C41 C42 1.392(6) . ?
C41 C47 1.519(6) . ?
C42 C43 1.390(5) . ?
C43 C50 1.525(5) . ?
C44 C45 1.516(6) . ?
C44 C46 1.542(6) . ?
C47 C48 1.531(7) . ?
C47 C49 1.499(7) . ?
C50 C51 1.521(5) . ?
N1 P1 1.708(3) . ?
P1 P2 2.2560(13) . ?
P2 P3 2.2006(14) . ?

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
C2 C1 P3 117.8(3) . . ?
N1 C1 C2 119.8(4) . . ?
N1 C1 P3 121.9(3) . . ?
C3 C2 C1 120.9(4) . . ?
C3 C2 C7 119.2(4) . . ?
C7 C2 C1 119.9(4) . . ?
C2 C3 C4 120.9(5) . . ?
C5 C4 C3 119.3(6) . . ?
C4 C5 C6 120.5(5) . . ?
C7 C6 C5 119.8(6) . . ?
C6 C7 C2 120.4(5) . . ?
C9 C8 P3 115.1(3) . . ?
C13 C8 C9 119.4(3) . . ?
C13 C8 P3 125.4(3) . . ?
C8 C9 C14 123.6(3) . . ?
C10 C9 C8 118.2(4) . . ?
C10 C9 C14 118.2(4) . . ?
C11 C10 C9 123.2(4) . . ?
C10 C11 C12 117.6(4) . . ?
C10 C11 C17 120.7(4) . . ?
C12 C11 C17 121.7(4) . . ?
C11 C12 C13 122.3(4) . . ?
C8 C13 C20 124.2(3) . . ?
C12 C13 C8 119.2(4) . . ?
C12 C13 C20 116.5(4) . . ?
C9 C14 C16 113.2(3) . . ?
C15 C14 C9 110.5(4) . . ?
C15 C14 C16 110.9(4) . . ?
C11 C17 C18A 110.4(4) . . ?
C11 C17 C18B 112.4(6) . . ?
C11 C17 C19B 106.7(7) . . ?
C18B C17 C19B 99.7(11) . . ?
C19A C17 C11 113.7(4) . . ?
C19A C17 C18A 111.6(6) . . ?
C13 C20 C22 111.2(3) . . ?
C21 C20 C13 110.2(3) . . ?
C21 C20 C22 111.3(3) . . ?
C24 C23 C28 118.3(4) . . ?
C24 C23 P2 114.5(3) . . ?
C28 C23 P2 126.6(3) . . ?
C23 C24 C29 122.1(4) . . ?
C25 C24 C23 119.1(4) . . ?
C25 C24 C29 118.7(4) . . ?
C26 C25 C24 122.7(4) . . ?
C25 C26 C32 122.4(5) . . ?
C27 C26 C25 116.6(4) . . ?
C27 C26 C32 120.8(5) . . ?
C26 C27 C28 124.0(5) . . ?
C23 C28 C35 124.5(3) . . ?
C27 C28 C23 118.7(4) . . ?
C27 C28 C35 116.7(4) . . ?
C24 C29 C30A 107.9(6) . . ?
C24 C29 C31 110.0(4) . . ?
C30B C29 C24 134.2(11) . . ?
C31 C29 C30A 117.3(5) . . ?
C26 C32 C34 107.6(4) . . ?
C33 C32 C26 117.5(5) . . ?
C33 C32 C34 114.8(5) . . ?
C28 C35 C36 110.5(3) . . ?
C28 C35 C37 113.1(3) . . ?
C36 C35 C37 109.8(4) . . ?
C39 C38 P1 128.4(3) . . ?
C43 C38 C39 118.3(4) . . ?
C43 C38 P1 112.9(3) . . ?
C38 C39 C44 124.7(4) . . ?
C40 C39 C38 118.2(4) . . ?
C40 C39 C44 117.1(4) . . ?
C41 C40 C39 124.3(4) . . ?
C40 C41 C42 116.6(4) . . ?
C40 C41 C47 118.8(4) . . ?
C42 C41 C47 124.6(4) . . ?
C43 C42 C41 122.0(4) . . ?
C38 C43 C50 122.4(3) . . ?
C42 C43 C38 120.2(4) . . ?
C42 C43 C50 117.4(3) . . ?
C39 C44 C46 110.9(4) . . ?
C45 C44 C39 110.4(3) . . ?
C45 C44 C46 110.6(3) . . ?
C41 C47 C48 110.6(4) . . ?
C49 C47 C41 114.8(4) . . ?
C49 C47 C48 112.4(4) . . ?
C43 C50 C52 110.4(3) . . ?
C51 C50 C52 111.4(3) . . ?
C51 C50 C43 112.7(3) . . ?
C1 N1 P1 120.7(3) . . ?
C38 P1 P2 104.28(12) . . ?
N1 P1 C38 108.70(17) . . ?
N1 P1 P2 97.06(11) . . ?
C23 P2 P1 110.13(13) . . ?
C23 P2 P3 98.68(13) . . ?
P3 P2 P1 89.90(5) . . ?
C1 P3 C8 109.43(17) . . ?
C1 P3 P2 94.41(13) . . ?
C8 P3 P2 104.84(13) . . ?

_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_im023_a
_database_code_depnum_ccdc_archive 'CCDC 2293099'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H32 N P3'
_chemical_formula_sum            'C19 H32 N P3'
_chemical_formula_weight         367.36

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3017(5)
_cell_length_b                   9.9102(7)
_cell_length_c                   15.2826(11)
_cell_angle_alpha                91.383(2)
_cell_angle_beta                 101.010(2)
_cell_angle_gamma                104.534(2)
_cell_volume                     1047.75(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9878
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      30.50

_exptl_crystal_description       prism
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_F_000             396
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.284
_shelx_estimated_absorpt_T_min   0.927
_shelx_estimated_absorpt_T_max   0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7250
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24581
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.361
_diffrn_reflns_theta_max         30.507
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6401
_reflns_number_gt                5836
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'LinXTL v. 5.9.9 (Spasyuk, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0309P)²+0.3327P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6401
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0268
_refine_ls_wR_factor_ref         0.0723
_refine_ls_wR_factor_gt          0.0704
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.61265(3) 0.30551(2) 0.78351(2) 0.01030(5) Uani 1 1 d . . . . .
P2 P 0.31990(3) 0.28860(2) 0.70043(2) 0.00984(5) Uani 1 1 d . . . . .
P3 P 0.39196(3) 0.51000(2) 0.67327(2) 0.00980(5) Uani 1 1 d . . . . .
N1 N 0.68796(11) 0.48113(8) 0.81106(5) 0.01158(14) Uani 1 1 d . . . . .
C2 C 0.71662(12) 0.71938(9) 0.77846(6) 0.01094(15) Uani 1 1 d . . . . .
C3 C 0.70587(13) 0.80616(10) 0.70793(6) 0.01368(16) Uani 1 1 d . . . . .
H3 H 0.624420 0.769892 0.651765 0.016 Uiso 1 1 calc R U . . .
C7 C 0.83734(13) 0.77464(10) 0.86114(6) 0.01350(16) Uani 1 1 d . . . . .
H7 H 0.846401 0.716867 0.909644 0.016 Uiso 1 1 calc R U . . .
C1 C 0.61214(12) 0.56760(9) 0.76479(6) 0.01025(15) Uani 1 1 d . . . . .
C12 C 0.33755(13) 0.20152(9) 0.59153(6) 0.01233(16) Uani 1 1 d . . . . .
C17 C 0.48476(15) 0.07602(10) 0.87193(6) 0.01696(18) Uani 1 1 d . . . . .
H17A H 0.466481 0.032066 0.927485 0.025 Uiso 1 1 calc R U . . .
H17B H 0.573655 0.036877 0.845085 0.025 Uiso 1 1 calc R U . . .
H17C H 0.359979 0.058061 0.830150 0.025 Uiso 1 1 calc R U . . .
C6 C 0.94369(14) 0.91388(10) 0.87214(7) 0.01670(18) Uani 1 1 d . . . . .
H6 H 1.024630 0.950803 0.928310 0.020 Uiso 1 1 calc R U . . .
C8 C 0.20015(13) 0.57566(9) 0.71588(6) 0.01245(16) Uani 1 1 d . . . . .
C5 C 0.93235(14) 0.99968(10) 0.80132(7) 0.01693(18) Uani 1 1 d . . . . .
H5 H 1.005415 1.094627 0.809161 0.020 Uiso 1 1 calc R U . . .
C10 C 0.00833(13) 0.49823(10) 0.65401(7) 0.01686(18) Uani 1 1 d . . . . .
H10A H -0.018835 0.398159 0.663071 0.025 Uiso 1 1 calc R U . . .
H10B H 0.017956 0.512194 0.591616 0.025 Uiso 1 1 calc R U . . .
H10C H -0.096378 0.534980 0.667909 0.025 Uiso 1 1 calc R U . . .
C4 C 0.81352(14) 0.94549(10) 0.71917(7) 0.01579(17) Uani 1 1 d . . . . .
H4 H 0.805670 1.003397 0.670690 0.019 Uiso 1 1 calc R U . . .
C9 C 0.19154(15) 0.54726(12) 0.81304(6) 0.01941(19) Uani 1 1 d . . . . .
H9A H 0.315329 0.595182 0.851843 0.029 Uiso 1 1 calc R U . . .
H9B H 0.165791 0.446440 0.819394 0.029 Uiso 1 1 calc R U . . .
H9C H 0.087983 0.581934 0.830196 0.029 Uiso 1 1 calc R U . . .
C16 C 0.56976(13) 0.23455(9) 0.89242(6) 0.01314(16) Uani 1 1 d . . . . .
C15 C 0.15878(15) 0.21108(11) 0.52260(6) 0.01838(19) Uani 1 1 d . . . . .
H15A H 0.169493 0.308908 0.509915 0.028 Uiso 1 1 calc R U . . .
H15B H 0.042259 0.174737 0.546632 0.028 Uiso 1 1 calc R U . . .
H15C H 0.150662 0.155699 0.467334 0.028 Uiso 1 1 calc R U . . .
C13 C 0.32381(15) 0.04800(10) 0.60938(7) 0.01807(18) Uani 1 1 d . . . . .
H13A H 0.320225 -0.004808 0.553748 0.027 Uiso 1 1 calc R U . . .
H13B H 0.205814 0.008591 0.631656 0.027 Uiso 1 1 calc R U . . .
H13C H 0.436630 0.042130 0.654124 0.027 Uiso 1 1 calc R U . . .
C18 C 0.43475(15) 0.29769(11) 0.93542(6) 0.01856(19) Uani 1 1 d . . . . .
H18A H 0.422296 0.257414 0.992604 0.028 Uiso 1 1 calc R U . . .
H18B H 0.307308 0.276973 0.895583 0.028 Uiso 1 1 calc R U . . .
H18C H 0.488023 0.399189 0.945651 0.028 Uiso 1 1 calc R U . . .
C19 C 0.76956(15) 0.26442(11) 0.95515(7) 0.01947(19) Uani 1 1 d . . . . .
H19A H 0.825264 0.365668 0.965641 0.029 Uiso 1 1 calc R U . . .
H19B H 0.854850 0.222495 0.927531 0.029 Uiso 1 1 calc R U . . .
H19C H 0.755761 0.224108 1.012214 0.029 Uiso 1 1 calc R U . . .
C11 C 0.23310(15) 0.73260(10) 0.70393(8) 0.0233(2) Uani 1 1 d . . . . .
H11A H 0.123301 0.763708 0.717039 0.035 Uiso 1 1 calc R U . . .
H11B H 0.245231 0.750104 0.642190 0.035 Uiso 1 1 calc R U . . .
H11C H 0.351823 0.784240 0.744933 0.035 Uiso 1 1 calc R U . . .
C14 C 0.52168(14) 0.26371(11) 0.55700(6) 0.01724(18) Uani 1 1 d . . . . .
H14A H 0.634657 0.260508 0.602517 0.026 Uiso 1 1 calc R U . . .
H14B H 0.528073 0.360973 0.544071 0.026 Uiso 1 1 calc R U . . .
H14C H 0.520353 0.209531 0.502281 0.026 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 N1 1.7043(8) . ?
P1 C16 1.8730(9) . ?
P1 P2 2.2322(3) . ?
P2 C12 1.8972(9) . ?
P2 P3 2.1934(3) . ?
P3 C1 1.8732(9) . ?
P3 C8 1.8958(9) . ?
N1 C1 1.2878(11) . ?
C2 C3 1.3978(13) . ?
C2 C7 1.4044(12) . ?
C2 C1 1.4954(12) . ?
C3 C4 1.3950(13) . ?
C7 C6 1.3915(13) . ?
C12 C14 1.5286(13) . ?
C12 C13 1.5340(13) . ?
C12 C15 1.5376(13) . ?
C17 C16 1.5376(13) . ?
C6 C5 1.3954(14) . ?
C8 C9 1.5280(13) . ?
C8 C11 1.5338(13) . ?
C8 C10 1.5376(13) . ?
C5 C4 1.3910(14) . ?
C16 C18 1.5271(13) . ?
C16 C19 1.5397(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 P1 C16 102.19(4) . . ?
N1 P1 P2 100.37(3) . . ?
C16 P1 P2 105.65(3) . . ?
C12 P2 P3 101.58(3) . . ?
C12 P2 P1 101.49(3) . . ?
P3 P2 P1 93.015(12) . . ?
C1 P3 C8 104.49(4) . . ?
C1 P3 P2 96.65(3) . . ?
C8 P3 P2 102.52(3) . . ?
C1 N1 P1 121.68(6) . . ?
C3 C2 C7 118.98(8) . . ?
C3 C2 C1 120.74(8) . . ?
C7 C2 C1 120.14(8) . . ?
C4 C3 C2 120.67(8) . . ?
C6 C7 C2 120.12(9) . . ?
N1 C1 C2 118.21(8) . . ?
N1 C1 P3 122.91(7) . . ?
C2 C1 P3 118.57(6) . . ?
C14 C12 C13 109.72(8) . . ?
C14 C12 C15 110.29(8) . . ?
C13 C12 C15 109.52(8) . . ?
C14 C12 P2 115.42(6) . . ?
C13 C12 P2 105.54(6) . . ?
C15 C12 P2 106.13(6) . . ?
C7 C6 C5 120.51(9) . . ?
C9 C8 C11 110.22(8) . . ?
C9 C8 C10 110.01(8) . . ?
C11 C8 C10 108.24(8) . . ?
C9 C8 P3 113.80(6) . . ?
C11 C8 P3 109.34(7) . . ?
C10 C8 P3 104.98(6) . . ?
C4 C5 C6 119.66(9) . . ?
C5 C4 C3 120.05(9) . . ?
C18 C16 C17 110.43(8) . . ?
C18 C16 C19 109.91(8) . . ?
C17 C16 C19 110.01(8) . . ?
C18 C16 P1 114.28(6) . . ?
C17 C16 P1 105.74(6) . . ?
C19 C16 P1 106.30(7) . . ?

_refine_diff_density_max         0.442
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.049

