# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_ee300823
_database_code_depnum_ccdc_archive 'CCDC 2469381'
loop_
_audit_author_name
_audit_author_address
'Geoffrey Gontard'
;Sorbonne Universite, Paris
France
;
_audit_update_record             
;
2025-07-02 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_moiety         'C40 H64 Cs F N O8 P, C7 H8'
_chemical_formula_sum            'C47 H72 Cs F N O8 P'
_chemical_formula_weight         961.93

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'
Cs Cs -0.3680 2.1192 '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/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.9121(5)
_cell_length_b                   23.2605(11)
_cell_length_c                   21.4065(11)
_cell_angle_alpha                90
_cell_angle_beta                 93.563(1)
_cell_angle_gamma                90
_cell_volume                     4926.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(1)
_cell_measurement_reflns_used    9880
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      29.38

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_F_000             2016
_exptl_absorpt_coefficient_mu    0.837
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.686
_exptl_absorpt_correction_T_max  0.780
_exptl_absorpt_process_details   
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;

_diffrn_ambient_temperature      200(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            64528
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.906
_diffrn_reflns_theta_max         30.508
_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             15036
_reflns_number_gt                12555
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0260P)²+4.4592P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         15036
_refine_ls_number_parameters     569
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.0967
_refine_ls_wR_factor_gt          0.0924
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.394
_refine_diff_density_min         -0.693
_refine_diff_density_rms         0.067

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
Cs1 Cs 0.56865(2) 0.30729(2) 0.14259(2) 0.03422(5) Uani 1 1 d . . . . .
P1A P 0.55984(17) 0.25182(7) 0.32613(7) 0.0193(3) Uani 0.6 1 d . . P A 1
P1B P 0.5576(3) 0.26529(10) 0.30671(10) 0.0220(4) Uani 0.4 1 d . . P A 2
F1A F 0.5018(2) 0.30209(8) 0.27776(9) 0.0255(4) Uani 0.6 1 d . . P A 1
F1B F 0.5337(4) 0.21562(16) 0.35753(18) 0.0426(9) Uani 0.4 1 d . . P A 2
O1A O 0.5882(8) 0.3035(3) 0.3866(3) 0.0221(10) Uani 0.6 1 d . . P A 1
O1B O 0.5835(11) 0.3170(4) 0.3710(4) 0.0227(15) Uani 0.4 1 d . . P A 2
O2 O 0.56484(14) 0.20588(6) 0.24865(7) 0.0281(3) Uani 1 1 d . . . . .
O3 O 0.7816(2) 0.38260(8) 0.20657(8) 0.0442(4) Uani 1 1 d . . . . .
O4 O 0.8714(2) 0.32481(8) 0.09984(9) 0.0463(4) Uani 1 1 d . . . . .
O5 O 0.6736(2) 0.27687(8) 0.01317(9) 0.0454(4) Uani 1 1 d . . . . .
O6 O 0.40969(19) 0.32646(9) 0.01304(8) 0.0443(4) Uani 1 1 d . . . . .
O7 O 0.3058(2) 0.37965(8) 0.11786(9) 0.0456(4) Uani 1 1 d . . . . .
O8 O 0.5187(2) 0.43128(8) 0.19733(8) 0.0436(4) Uani 1 1 d . . . . .
N1A N 0.7353(13) 0.2542(4) 0.3182(5) 0.0203(14) Uani 0.6 1 d . . P A 1
N1B N 0.7302(19) 0.2660(6) 0.3056(7) 0.019(2) Uani 0.4 1 d . . P A 2
C1 C 0.71375(18) 0.32995(9) 0.38648(9) 0.0220(4) Uani 1 1 d . . . . .
C2 C 0.75843(18) 0.37441(8) 0.42652(9) 0.0191(3) Uani 1 1 d . . . . .
C3 C 0.89505(18) 0.38986(8) 0.42448(9) 0.0204(4) Uani 1 1 d . . . . .
H3 H 0.928881 0.419690 0.451423 0.024 Uiso 1 1 calc R U . . .
C4 C 0.98375(18) 0.36381(8) 0.38509(8) 0.0184(3) Uani 1 1 d . . . . .
C5 C 0.93465(18) 0.32004(8) 0.34536(9) 0.0206(4) Uani 1 1 d . . . . .
H5 H 0.992088 0.302460 0.317010 0.025 Uiso 1 1 calc R U . . .
C6 C 0.80130(18) 0.30236(8) 0.34752(9) 0.0217(4) Uani 1 1 d . . . . .
C7 C 0.79133(19) 0.21659(9) 0.27716(9) 0.0218(4) Uani 1 1 d . . . . .
C8 C 0.92563(19) 0.19999(9) 0.27750(9) 0.0237(4) Uani 1 1 d . . . . .
H8 H 0.991525 0.218602 0.304556 0.028 Uiso 1 1 calc R U . . .
C9 C 0.96411(19) 0.15587(9) 0.23803(9) 0.0231(4) Uani 1 1 d . . . . .
C10 C 0.8643(2) 0.12891(9) 0.20024(9) 0.0240(4) Uani 1 1 d . . . . .
H10 H 0.890726 0.099596 0.172602 0.029 Uiso 1 1 calc R U . . .
C11 C 0.72667(19) 0.14261(8) 0.20068(9) 0.0209(4) Uani 1 1 d . . . . .
C12 C 0.69094(18) 0.18713(8) 0.24022(9) 0.0203(3) Uani 1 1 d . . . . .
C13 C 0.66232(19) 0.40408(8) 0.46915(9) 0.0213(4) Uani 1 1 d . . . . .
C14 C 0.5958(3) 0.35925(11) 0.50978(11) 0.0367(5) Uani 1 1 d . . . . .
H14A H 0.534195 0.378513 0.537088 0.055 Uiso 1 1 calc R U . . .
H14B H 0.545033 0.331738 0.482805 0.055 Uiso 1 1 calc R U . . .
H14C H 0.665807 0.338827 0.535416 0.055 Uiso 1 1 calc R U . . .
C15 C 0.5536(2) 0.43629(10) 0.42872(11) 0.0302(4) Uani 1 1 d . . . . .
H15A H 0.491462 0.455477 0.455847 0.045 Uiso 1 1 calc R U . . .
H15B H 0.596775 0.465044 0.403092 0.045 Uiso 1 1 calc R U . . .
H15C H 0.503222 0.408924 0.401408 0.045 Uiso 1 1 calc R U . . .
C16 C 0.7343(2) 0.44806(10) 0.51290(10) 0.0292(4) Uani 1 1 d . . . . .
H16A H 0.668537 0.465890 0.539249 0.044 Uiso 1 1 calc R U . . .
H16B H 0.804326 0.428652 0.539477 0.044 Uiso 1 1 calc R U . . .
H16C H 0.775970 0.477747 0.487954 0.044 Uiso 1 1 calc R U . . .
C17 C 1.13281(19) 0.38232(8) 0.38707(9) 0.0213(4) Uani 1 1 d . . . . .
C18 C 1.1926(2) 0.37850(11) 0.45485(10) 0.0318(5) Uani 1 1 d . . . . .
H18A H 1.139351 0.402445 0.481827 0.048 Uiso 1 1 calc R U . . .
H18B H 1.190350 0.338480 0.469064 0.048 Uiso 1 1 calc R U . . .
H18C H 1.286343 0.392133 0.456926 0.048 Uiso 1 1 calc R U . . .
C19 C 1.2177(2) 0.34461(10) 0.34601(11) 0.0281(4) Uani 1 1 d . . . . .
H19A H 1.180836 0.346562 0.302514 0.042 Uiso 1 1 calc R U . . .
H19B H 1.311317 0.358391 0.348548 0.042 Uiso 1 1 calc R U . . .
H19C H 1.215324 0.304738 0.360686 0.042 Uiso 1 1 calc R U . . .
C20 C 1.1430(2) 0.44486(9) 0.36440(12) 0.0326(5) Uani 1 1 d . . . . .
H20A H 1.089187 0.469781 0.390144 0.049 Uiso 1 1 calc R U . . .
H20B H 1.237653 0.457219 0.368056 0.049 Uiso 1 1 calc R U . . .
H20C H 1.108551 0.447405 0.320575 0.049 Uiso 1 1 calc R U . . .
C21 C 1.1136(2) 0.13899(11) 0.23781(11) 0.0326(5) Uani 1 1 d . . . . .
C22 C 1.1953(3) 0.19052(16) 0.2179(3) 0.0912(16) Uani 1 1 d . . . . .
H22A H 1.161151 0.203221 0.176180 0.137 Uiso 1 1 calc R U . . .
H22B H 1.186707 0.221909 0.247888 0.137 Uiso 1 1 calc R U . . .
H22C H 1.290575 0.179588 0.216673 0.137 Uiso 1 1 calc R U . . .
C23 C 1.1640(4) 0.1187(3) 0.30157(16) 0.105(2) Uani 1 1 d . . . . .
H23A H 1.110447 0.085574 0.313707 0.157 Uiso 1 1 calc R U . . .
H23B H 1.259167 0.107491 0.300725 0.157 Uiso 1 1 calc R U . . .
H23C H 1.155298 0.149812 0.331940 0.157 Uiso 1 1 calc R U . . .
C24 C 1.1375(3) 0.09094(14) 0.19129(16) 0.0548(8) Uani 1 1 d . . . . .
H24A H 1.105288 0.103178 0.149159 0.082 Uiso 1 1 calc R U . . .
H24B H 1.234301 0.082318 0.191862 0.082 Uiso 1 1 calc R U . . .
H24C H 1.088105 0.056456 0.202964 0.082 Uiso 1 1 calc R U . . .
C25 C 0.6184(2) 0.10886(9) 0.16219(10) 0.0259(4) Uani 1 1 d . . . . .
C26 C 0.6803(2) 0.06291(10) 0.12083(12) 0.0353(5) Uani 1 1 d . . . . .
H26A H 0.607773 0.042306 0.097008 0.053 Uiso 1 1 calc R U . . .
H26B H 0.739315 0.081490 0.091823 0.053 Uiso 1 1 calc R U . . .
H26C H 0.733073 0.035679 0.147345 0.053 Uiso 1 1 calc R U . . .
C27 C 0.5275(2) 0.07824(10) 0.20687(13) 0.0371(5) Uani 1 1 d . . . . .
H27A H 0.457656 0.056464 0.182626 0.056 Uiso 1 1 calc R U . . .
H27B H 0.582033 0.051887 0.233747 0.056 Uiso 1 1 calc R U . . .
H27C H 0.484541 0.106760 0.232874 0.056 Uiso 1 1 calc R U . . .
C28 C 0.5342(3) 0.14973(10) 0.11896(12) 0.0373(5) Uani 1 1 d . . . . .
H28A H 0.465117 0.127700 0.094521 0.056 Uiso 1 1 calc R U . . .
H28B H 0.490331 0.178537 0.144254 0.056 Uiso 1 1 calc R U . . .
H28C H 0.593408 0.169010 0.090541 0.056 Uiso 1 1 calc R U . . .
C29 C 0.7500(3) 0.43456(12) 0.23659(13) 0.0512(7) Uani 1 1 d . . . . .
H29A H 0.764562 0.467432 0.208417 0.061 Uiso 1 1 calc R U . . .
H29B H 0.809858 0.439519 0.274978 0.061 Uiso 1 1 calc R U . . .
C30 C 0.6064(4) 0.43324(12) 0.25308(12) 0.0530(8) Uani 1 1 d . . . . .
H30A H 0.590741 0.399040 0.279189 0.064 Uiso 1 1 calc R U . . .
H30B H 0.586273 0.467936 0.277627 0.064 Uiso 1 1 calc R U . . .
C31 C 0.3806(3) 0.43004(14) 0.21035(15) 0.0553(8) Uani 1 1 d . . . . .
H31A H 0.359581 0.463274 0.236950 0.066 Uiso 1 1 calc R U . . .
H31B H 0.360908 0.394392 0.233361 0.066 Uiso 1 1 calc R U . . .
C32 C 0.2953(3) 0.43230(13) 0.15052(17) 0.0559(8) Uani 1 1 d . . . . .
H32A H 0.199852 0.439265 0.159463 0.067 Uiso 1 1 calc R U . . .
H32B H 0.325480 0.464347 0.124349 0.067 Uiso 1 1 calc R U . . .
C33 C 0.2375(3) 0.38024(15) 0.05710(15) 0.0539(7) Uani 1 1 d . . . . .
H33A H 0.266735 0.414017 0.033245 0.065 Uiso 1 1 calc R U . . .
H33B H 0.138727 0.382988 0.060937 0.065 Uiso 1 1 calc R U . . .
C34 C 0.2703(3) 0.32624(15) 0.02354(15) 0.0533(7) Uani 1 1 d . . . . .
H34A H 0.248246 0.292396 0.049021 0.064 Uiso 1 1 calc R U . . .
H34B H 0.216301 0.324063 -0.016885 0.064 Uiso 1 1 calc R U . . .
C35 C 0.4460(3) 0.28296(14) -0.02937(14) 0.0533(8) Uani 1 1 d . . . . .
H35A H 0.389473 0.286127 -0.069012 0.064 Uiso 1 1 calc R U . . .
H35B H 0.431286 0.244512 -0.011164 0.064 Uiso 1 1 calc R U . . .
C36 C 0.5911(3) 0.29046(14) -0.04158(12) 0.0524(7) Uani 1 1 d . . . . .
H36A H 0.614564 0.264985 -0.076330 0.063 Uiso 1 1 calc R U . . .
H36B H 0.607661 0.330693 -0.054088 0.063 Uiso 1 1 calc R U . . .
C37 C 0.8141(3) 0.27979(15) 0.00324(16) 0.0564(8) Uani 1 1 d . . . . .
H37A H 0.835186 0.316915 -0.016571 0.068 Uiso 1 1 calc R U . . .
H37B H 0.839038 0.248400 -0.025074 0.068 Uiso 1 1 calc R U . . .
C38 C 0.8925(3) 0.27431(14) 0.06450(18) 0.0578(8) Uani 1 1 d . . . . .
H38A H 0.861942 0.240104 0.087233 0.069 Uiso 1 1 calc R U . . .
H38B H 0.989907 0.269743 0.057846 0.069 Uiso 1 1 calc R U . . .
C39 C 0.9451(3) 0.32533(14) 0.15920(15) 0.0529(7) Uani 1 1 d . . . . .
H39A H 1.043058 0.321276 0.153577 0.063 Uiso 1 1 calc R U . . .
H39B H 0.916224 0.292877 0.185141 0.063 Uiso 1 1 calc R U . . .
C40 C 0.9182(3) 0.38074(14) 0.19046(13) 0.0517(8) Uani 1 1 d . . . . .
H40A H 0.978994 0.384779 0.228676 0.062 Uiso 1 1 calc R U . . .
H40B H 0.936172 0.413039 0.162026 0.062 Uiso 1 1 calc R U . . .
C41 C 0.7330(4) 0.49360(14) 0.06684(15) 0.0632(9) Uani 1 1 d . . . . .
C42 C 0.8725(5) 0.49713(17) 0.06261(17) 0.0720(10) Uani 1 1 d . . . . .
H42 H 0.918759 0.468045 0.041303 0.086 Uiso 1 1 calc R U . . .
C43 C 0.9439(6) 0.5433(2) 0.0896(2) 0.0954(14) Uani 1 1 d . . . . .
H43 H 1.038560 0.545894 0.085286 0.115 Uiso 1 1 calc R U . . .
C44 C 0.8823(7) 0.5842(2) 0.1216(2) 0.0957(17) Uani 1 1 d . . . . .
H44 H 0.931998 0.614760 0.141520 0.115 Uiso 1 1 calc R U . . .
C45 C 0.7462(7) 0.58027(18) 0.12446(19) 0.0894(15) Uani 1 1 d . . . . .
H45 H 0.700633 0.609610 0.145741 0.107 Uiso 1 1 calc R U . . .
C46 C 0.6709(5) 0.53578(17) 0.09798(18) 0.0757(11) Uani 1 1 d . . . . .
H46 H 0.575866 0.534662 0.101535 0.091 Uiso 1 1 calc R U . . .
C47 C 0.6556(6) 0.44401(17) 0.0376(2) 0.0973(16) Uani 1 1 d . . . . .
H47A H 0.559158 0.448724 0.043982 0.146 Uiso 1 1 calc R U . . .
H47B H 0.688019 0.408036 0.057058 0.146 Uiso 1 1 calc R U . . .
H47C H 0.669022 0.442866 -0.007359 0.146 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
P1A F1A 1.642(2) . ?
P1A N1A 1.759(13) . ?
P1A O1A 1.777(8) . ?
P1A O2 1.976(2) . ?
P1B F1B 1.614(4) . ?
P1B N1B 1.712(19) . ?
P1B O1B 1.835(11) . ?
P1B O2 1.863(3) . ?
O1A C1 1.389(8) . ?
O1B C1 1.347(11) . ?
O2 C12 1.346(2) . ?
O3 C29 1.413(3) . ?
O3 C40 1.419(4) . ?
O4 C38 1.420(4) . ?
O4 C39 1.426(3) . ?
O5 C36 1.422(3) . ?
O5 C37 1.424(4) . ?
O6 C34 1.414(4) . ?
O6 C35 1.421(3) . ?
O7 C32 1.417(4) . ?
O7 C33 1.428(4) . ?
O8 C31 1.414(4) . ?
O8 C30 1.433(3) . ?
N1A C7 1.380(13) . ?
N1A C6 1.424(13) . ?
N1B C6 1.392(18) . ?
N1B C7 1.451(17) . ?
C1 C6 1.396(3) . ?
C1 C2 1.398(3) . ?
C2 C3 1.404(3) . ?
C2 C13 1.525(3) . ?
C3 C4 1.394(3) . ?
C4 C5 1.395(2) . ?
C4 C17 1.537(3) . ?
C5 C6 1.388(3) . ?
C7 C8 1.386(3) . ?
C7 C12 1.410(2) . ?
C8 C9 1.397(3) . ?
C9 C10 1.388(3) . ?
C9 C21 1.533(3) . ?
C10 C11 1.402(3) . ?
C11 C12 1.397(3) . ?
C11 C25 1.529(3) . ?
C13 C16 1.533(3) . ?
C13 C14 1.533(3) . ?
C13 C15 1.535(3) . ?
C17 C19 1.530(3) . ?
C17 C18 1.535(3) . ?
C17 C20 1.539(3) . ?
C21 C23 1.500(4) . ?
C21 C22 1.522(4) . ?
C21 C24 1.525(3) . ?
C25 C27 1.530(3) . ?
C25 C28 1.536(3) . ?
C25 C26 1.540(3) . ?
C29 C30 1.488(5) . ?
C31 C32 1.491(5) . ?
C33 C34 1.493(5) . ?
C35 C36 1.488(5) . ?
C37 C38 1.488(5) . ?
C39 C40 1.484(5) . ?
C41 C46 1.355(5) . ?
C41 C42 1.394(6) . ?
C41 C47 1.500(5) . ?
C42 C43 1.392(6) . ?
C43 C44 1.342(7) . ?
C44 C45 1.358(7) . ?
C45 C46 1.377(6) . ?

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
F1A P1A N1A 103.1(2) . . ?
F1A P1A O1A 90.63(18) . . ?
N1A P1A O1A 86.4(5) . . ?
F1A P1A O2 83.21(10) . . ?
N1A P1A O2 81.9(4) . . ?
O1A P1A O2 165.2(2) . . ?
F1B P1B N1B 101.8(4) . . ?
F1B P1B O1B 89.0(3) . . ?
N1B P1B O1B 84.9(7) . . ?
F1B P1B O2 86.11(18) . . ?
N1B P1B O2 85.3(6) . . ?
O1B P1B O2 167.9(3) . . ?
C1 O1A P1A 113.5(5) . . ?
C1 O1B P1B 114.7(7) . . ?
C12 O2 P1B 113.85(14) . . ?
C12 O2 P1A 111.07(12) . . ?
C29 O3 C40 112.2(2) . . ?
C38 O4 C39 113.4(2) . . ?
C36 O5 C37 112.6(2) . . ?
C34 O6 C35 112.8(2) . . ?
C32 O7 C33 113.3(2) . . ?
C31 O8 C30 112.4(2) . . ?
C7 N1A C6 126.0(10) . . ?
C7 N1A P1A 118.8(8) . . ?
C6 N1A P1A 114.3(8) . . ?
C6 N1B C7 122.9(12) . . ?
C6 N1B P1B 117.6(12) . . ?
C7 N1B P1B 116.2(11) . . ?
O1B C1 C6 111.9(5) . . ?
O1A C1 C6 112.9(3) . . ?
O1B C1 C2 125.3(5) . . ?
O1A C1 C2 125.2(3) . . ?
C6 C1 C2 121.42(17) . . ?
C1 C2 C3 116.08(17) . . ?
C1 C2 C13 121.08(16) . . ?
C3 C2 C13 122.84(16) . . ?
C4 C3 C2 123.59(17) . . ?
C3 C4 C5 118.48(16) . . ?
C3 C4 C17 120.19(16) . . ?
C5 C4 C17 121.32(16) . . ?
C6 C5 C4 119.53(17) . . ?
C5 C6 N1B 127.1(8) . . ?
C5 C6 C1 120.81(17) . . ?
N1B C6 C1 110.8(8) . . ?
C5 C6 N1A 129.1(5) . . ?
C1 C6 N1A 109.9(6) . . ?
N1A C7 C8 126.7(5) . . ?
N1A C7 C12 111.5(5) . . ?
C8 C7 C12 120.79(17) . . ?
C8 C7 N1B 130.2(8) . . ?
C12 C7 N1B 108.8(7) . . ?
C7 C8 C9 119.99(17) . . ?
C10 C9 C8 118.22(17) . . ?
C10 C9 C21 122.43(18) . . ?
C8 C9 C21 119.35(18) . . ?
C9 C10 C11 123.50(18) . . ?
C12 C11 C10 117.14(17) . . ?
C12 C11 C25 120.74(17) . . ?
C10 C11 C25 122.05(17) . . ?
O2 C12 C11 126.42(16) . . ?
O2 C12 C7 113.34(16) . . ?
C11 C12 C7 120.23(17) . . ?
C2 C13 C16 112.55(16) . . ?
C2 C13 C14 109.77(17) . . ?
C16 C13 C14 107.91(18) . . ?
C2 C13 C15 109.04(16) . . ?
C16 C13 C15 107.61(17) . . ?
C14 C13 C15 109.92(18) . . ?
C19 C17 C18 108.41(17) . . ?
C19 C17 C4 112.68(16) . . ?
C18 C17 C4 108.91(16) . . ?
C19 C17 C20 108.15(17) . . ?
C18 C17 C20 108.89(17) . . ?
C4 C17 C20 109.74(16) . . ?
C23 C21 C22 110.5(3) . . ?
C23 C21 C24 107.9(3) . . ?
C22 C21 C24 106.7(3) . . ?
C23 C21 C9 110.2(2) . . ?
C22 C21 C9 109.3(2) . . ?
C24 C21 C9 112.25(19) . . ?
C11 C25 C27 108.85(18) . . ?
C11 C25 C28 110.10(17) . . ?
C27 C25 C28 110.23(19) . . ?
C11 C25 C26 112.01(17) . . ?
C27 C25 C26 107.91(18) . . ?
C28 C25 C26 107.71(19) . . ?
O3 C29 C30 109.4(2) . . ?
O8 C30 C29 110.1(2) . . ?
O8 C31 C32 109.5(2) . . ?
O7 C32 C31 109.8(2) . . ?
O7 C33 C34 109.0(2) . . ?
O6 C34 C33 108.5(2) . . ?
O6 C35 C36 108.3(2) . . ?
O5 C36 C35 110.0(2) . . ?
O5 C37 C38 109.1(3) . . ?
O4 C38 C37 108.2(2) . . ?
O4 C39 C40 108.2(2) . . ?
O3 C40 C39 109.7(2) . . ?
C46 C41 C42 118.2(4) . . ?
C46 C41 C47 121.7(4) . . ?
C42 C41 C47 120.1(4) . . ?
C43 C42 C41 120.0(4) . . ?
C44 C43 C42 121.5(5) . . ?
C43 C44 C45 117.4(5) . . ?
C44 C45 C46 123.2(4) . . ?
C41 C46 C45 119.7(5) . . ?

####################################################################### 
# 
# 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_ee555
_database_code_depnum_ccdc_archive 'CCDC 2469384'
loop_
_audit_author_name
_audit_author_address
'Geoffrey Gontard'
;Sorbonne Universite, Paris
France
;
_audit_update_record             
;
2025-10-01 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_moiety         'C43 H52 N O2 P'
_chemical_formula_sum            'C43 H52 N O2 P'
_chemical_formula_weight         645.82

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   12.0403(2)
_cell_length_b                   12.4082(2)
_cell_length_c                   14.2936(3)
_cell_angle_alpha                102.9730(10)
_cell_angle_beta                 98.8280(10)
_cell_angle_gamma                106.3890(10)
_cell_volume                     1941.95(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(1)
_cell_measurement_reflns_used    9343
_cell_measurement_theta_min      3.27
_cell_measurement_theta_max      68.16

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.9
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.104
_exptl_crystal_F_000             696
_exptl_absorpt_coefficient_mu    0.882
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.51
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
; 
 SADABS : Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;

_diffrn_ambient_temperature      200(1)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   micro-source
_diffrn_source_type              'Incoatec I\uS'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker APEX-II'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker QUAZAR'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            17711
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.262
_diffrn_reflns_theta_max         66.593
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             6811
_reflns_number_gt                6109
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0807P)²+0.6025P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6811
_refine_ls_number_parameters     451
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0511
_refine_ls_wR_factor_ref         0.1442
_refine_ls_wR_factor_gt          0.1390
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.049

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 0.50094(4) 0.66274(3) 0.17118(3) 0.03082(14) Uani 1 1 d . . . . .
O1 O 0.58631(10) 0.80615(9) 0.19633(8) 0.0367(3) Uani 1 1 d . . . . .
O2 O 0.40027(10) 0.52620(9) 0.14989(8) 0.0344(3) Uani 1 1 d . . . . .
N1 N 0.47595(12) 0.69631(11) 0.28710(10) 0.0314(3) Uani 1 1 d . . . . .
C1 C 0.36232(13) 0.50298(13) 0.23083(11) 0.0296(3) Uani 1 1 d . . . . .
C2 C 0.28981(14) 0.39522(13) 0.23325(12) 0.0319(3) Uani 1 1 d . . . . .
C3 C 0.26107(15) 0.39203(14) 0.32453(13) 0.0350(4) Uani 1 1 d . . . . .
H3 H 0.213915 0.319384 0.330465 0.042 Uiso 1 1 calc R U . . .
C4 C 0.29789(14) 0.48931(14) 0.40649(12) 0.0348(4) Uani 1 1 d . . . . .
C5 C 0.36863(14) 0.59625(14) 0.39917(12) 0.0336(4) Uani 1 1 d . . . . .
H5 H 0.392873 0.664595 0.453502 0.040 Uiso 1 1 calc R U . . .
C6 C 0.40294(13) 0.60146(13) 0.31193(12) 0.0296(3) Uani 1 1 d . . . . .
C7 C 0.56109(14) 0.80102(13) 0.35069(12) 0.0323(3) Uani 1 1 d . . . . .
C8 C 0.58682(15) 0.84387(14) 0.45223(12) 0.0365(4) Uani 1 1 d . . . . .
H8 H 0.544017 0.801215 0.490259 0.044 Uiso 1 1 calc R U . . .
C9 C 0.67668(16) 0.95080(15) 0.49787(13) 0.0397(4) Uani 1 1 d . . . . .
C10 C 0.73876(16) 1.00962(15) 0.43994(14) 0.0420(4) Uani 1 1 d . . . . .
H10 H 0.799755 1.082477 0.471990 0.050 Uiso 1 1 calc R U . . .
C11 C 0.71677(15) 0.96792(14) 0.33732(13) 0.0391(4) Uani 1 1 d . . . . .
C12 C 0.62485(15) 0.86222(14) 0.29515(12) 0.0339(4) Uani 1 1 d . . . . .
C13 C 0.24798(17) 0.28832(14) 0.14241(13) 0.0406(4) Uani 1 1 d . . . . .
C14 C 0.1870(2) 0.31625(17) 0.05278(15) 0.0566(5) Uani 1 1 d . . . . .
H14A H 0.242175 0.383706 0.040499 0.085 Uiso 1 1 calc R U . . .
H14B H 0.164088 0.248307 -0.005321 0.085 Uiso 1 1 calc R U . . .
H14C H 0.115895 0.334562 0.065899 0.085 Uiso 1 1 calc R U . . .
C15 C 0.3566(2) 0.25506(17) 0.12092(18) 0.0599(6) Uani 1 1 d . . . . .
H15A H 0.414730 0.321915 0.110462 0.090 Uiso 1 1 calc R U . . .
H15B H 0.392893 0.233500 0.177040 0.090 Uiso 1 1 calc R U . . .
H15C H 0.331730 0.188478 0.061526 0.090 Uiso 1 1 calc R U . . .
C16 C 0.1587(2) 0.18294(16) 0.15845(16) 0.0585(6) Uani 1 1 d . . . . .
H16A H 0.088634 0.202952 0.172288 0.088 Uiso 1 1 calc R U . . .
H16B H 0.134558 0.116624 0.098909 0.088 Uiso 1 1 calc R U . . .
H16C H 0.195721 0.161645 0.214423 0.088 Uiso 1 1 calc R U . . .
C17A C 0.26269(17) 0.48360(16) 0.50469(13) 0.0432(4) Uani 0.5 1 d . . P A 1
C18A C 0.1766(9) 0.3681(7) 0.4993(8) 0.102(4) Uani 0.5 1 d . . P A 1
H18A H 0.108407 0.346590 0.443538 0.152 Uiso 0.5 1 calc R U P A 1
H18B H 0.215730 0.308372 0.490095 0.152 Uiso 0.5 1 calc R U P A 1
H18C H 0.149040 0.373314 0.560691 0.152 Uiso 0.5 1 calc R U P A 1
C19A C 0.1928(10) 0.5721(8) 0.5252(8) 0.074(2) Uani 0.5 1 d . . P A 1
H19A H 0.121850 0.548323 0.471453 0.111 Uiso 0.5 1 calc R U P A 1
H19B H 0.168710 0.572671 0.587698 0.111 Uiso 0.5 1 calc R U P A 1
H19C H 0.243975 0.650787 0.529187 0.111 Uiso 0.5 1 calc R U P A 1
C20A C 0.3691(7) 0.5228(12) 0.5875(8) 0.083(3) Uani 0.5 1 d . . P A 1
H20A H 0.422403 0.598804 0.587583 0.124 Uiso 0.5 1 calc R U P A 1
H20B H 0.344169 0.530125 0.650151 0.124 Uiso 0.5 1 calc R U P A 1
H20C H 0.410860 0.465183 0.579556 0.124 Uiso 0.5 1 calc R U P A 1
C17B C 0.26269(17) 0.48360(16) 0.50469(13) 0.0432(4) Uani 0.5 1 d . . P A 2
C18B C 0.1587(12) 0.5130(13) 0.5133(11) 0.145(6) Uani 0.5 1 d . . P A 2
H18D H 0.093726 0.463639 0.456365 0.218 Uiso 0.5 1 calc R U P A 2
H18E H 0.136405 0.500091 0.574071 0.218 Uiso 0.5 1 calc R U P A 2
H18F H 0.173921 0.595471 0.515613 0.218 Uiso 0.5 1 calc R U P A 2
C19B C 0.3657(11) 0.5565(13) 0.5901(8) 0.136(6) Uani 0.5 1 d . . P A 2
H19D H 0.435781 0.533564 0.581409 0.203 Uiso 0.5 1 calc R U P A 2
H19E H 0.383014 0.639402 0.593145 0.203 Uiso 0.5 1 calc R U P A 2
H19F H 0.345497 0.544021 0.651603 0.203 Uiso 0.5 1 calc R U P A 2
C20B C 0.2430(13) 0.3587(9) 0.5167(9) 0.141(6) Uani 0.5 1 d . . P A 2
H20D H 0.314531 0.337294 0.510847 0.212 Uiso 0.5 1 calc R U P A 2
H20E H 0.227016 0.357416 0.581709 0.212 Uiso 0.5 1 calc R U P A 2
H20F H 0.175058 0.302579 0.465148 0.212 Uiso 0.5 1 calc R U P A 2
C21 C 0.70930(17) 1.00285(16) 0.61037(14) 0.0460(4) Uani 1 1 d . . . . .
C22 C 0.6248(3) 0.9331(3) 0.66031(17) 0.0919(11) Uani 1 1 d . . . . .
H22A H 0.543548 0.930444 0.634519 0.138 Uiso 1 1 calc R U . . .
H22B H 0.628163 0.853190 0.647047 0.138 Uiso 1 1 calc R U . . .
H22C H 0.648119 0.970451 0.731668 0.138 Uiso 1 1 calc R U . . .
C23 C 0.7065(3) 1.1282(2) 0.63579(19) 0.0814(9) Uani 1 1 d . . . . .
H23A H 0.760715 1.174573 0.604005 0.122 Uiso 1 1 calc R U . . .
H23B H 0.625394 1.127637 0.612186 0.122 Uiso 1 1 calc R U . . .
H23C H 0.731443 1.162885 0.707499 0.122 Uiso 1 1 calc R U . . .
C24 C 0.8353(2) 1.0061(2) 0.65123(17) 0.0613(6) Uani 1 1 d . . . . .
H24A H 0.890604 1.051119 0.619351 0.092 Uiso 1 1 calc R U . . .
H24B H 0.858053 1.043352 0.722602 0.092 Uiso 1 1 calc R U . . .
H24C H 0.838098 0.926091 0.637982 0.092 Uiso 1 1 calc R U . . .
C25 C 0.78592(19) 1.03285(17) 0.27416(16) 0.0528(5) Uani 1 1 d . . . . .
C26 C 0.8881(2) 1.14254(19) 0.33728(18) 0.0645(6) Uani 1 1 d . . . . .
H26A H 0.930140 1.181571 0.294210 0.097 Uiso 1 1 calc R U . . .
H26B H 0.856132 1.196086 0.377429 0.097 Uiso 1 1 calc R U . . .
H26C H 0.943568 1.120193 0.380592 0.097 Uiso 1 1 calc R U . . .
C27 C 0.7003(3) 1.0694(2) 0.2067(2) 0.0813(9) Uani 1 1 d . . . . .
H27A H 0.743722 1.111196 0.165775 0.122 Uiso 1 1 calc R U . . .
H27B H 0.636092 0.999567 0.164096 0.122 Uiso 1 1 calc R U . . .
H27C H 0.666497 1.120898 0.247064 0.122 Uiso 1 1 calc R U . . .
C28 C 0.8414(2) 0.9531(2) 0.2128(2) 0.0781(8) Uani 1 1 d . . . . .
H28A H 0.885569 0.995157 0.172436 0.117 Uiso 1 1 calc R U . . .
H28B H 0.895659 0.930654 0.257014 0.117 Uiso 1 1 calc R U . . .
H28C H 0.778219 0.882718 0.169706 0.117 Uiso 1 1 calc R U . . .
C29 C 0.43136(16) 0.67054(14) 0.05149(12) 0.0380(4) Uani 1 1 d . . . . .
H29A H 0.492835 0.716906 0.024195 0.046 Uiso 1 1 calc R U . . .
H29B H 0.396738 0.590542 0.005548 0.046 Uiso 1 1 calc R U . . .
C30 C 0.33479(17) 0.72568(15) 0.05817(12) 0.0417(4) Uani 1 1 d . . . . .
C31 C 0.3553(2) 0.83938(18) 0.05282(16) 0.0599(6) Uani 1 1 d . . . . .
H31 H 0.431181 0.883951 0.047396 0.072 Uiso 1 1 calc R U . . .
C32 C 0.2645(3) 0.8886(2) 0.0554(2) 0.0791(8) Uani 1 1 d . . . . .
H32 H 0.279304 0.966760 0.051876 0.095 Uiso 1 1 calc R U . . .
C33 C 0.1550(3) 0.8261(3) 0.06294(19) 0.0785(8) Uani 1 1 d . . . . .
H33 H 0.093523 0.860089 0.063800 0.094 Uiso 1 1 calc R U . . .
C34 C 0.1340(2) 0.7140(3) 0.06925(19) 0.0720(7) Uani 1 1 d . . . . .
H34 H 0.057975 0.670278 0.075014 0.086 Uiso 1 1 calc R U . . .
C35 C 0.22378(19) 0.6639(2) 0.06726(16) 0.0547(5) Uani 1 1 d . . . . .
H35 H 0.208575 0.586185 0.072206 0.066 Uiso 1 1 calc R U . . .
C36 C 0.62265(15) 0.61138(14) 0.16740(13) 0.0371(4) Uani 1 1 d . . . . .
C37 C 0.70906(16) 0.58231(15) 0.18245(12) 0.0382(4) Uani 1 1 d . . . . .
C38 C 0.81128(16) 0.54630(16) 0.20052(13) 0.0406(4) Uani 1 1 d . . . . .
C39 C 0.9234(2) 0.6277(2) 0.2343(2) 0.0714(7) Uani 1 1 d . . . . .
H39 H 0.934539 0.708855 0.245463 0.086 Uiso 1 1 calc R U . . .
C40 C 1.0212(2) 0.5886(4) 0.2521(3) 0.0950(10) Uani 1 1 d . . . . .
H40 H 1.099200 0.643834 0.276504 0.114 Uiso 1 1 calc R U . . .
C41 C 1.0053(3) 0.4723(3) 0.2347(2) 0.0855(9) Uani 1 1 d . . . . .
H41 H 1.072237 0.446922 0.246188 0.103 Uiso 1 1 calc R U . . .
C42 C 0.8952(3) 0.3929(3) 0.20122(19) 0.0756(7) Uani 1 1 d . . . . .
H42 H 0.885133 0.311862 0.189226 0.091 Uiso 1 1 calc R U . . .
C43 C 0.7973(2) 0.42806(18) 0.18428(15) 0.0536(5) Uani 1 1 d . . . . .
H43 H 0.719952 0.371424 0.161417 0.064 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.7087(11) . ?
P1 N1 1.7097(13) . ?
P1 O2 1.7113(11) . ?
P1 C36 1.7585(18) . ?
P1 C29 1.8217(17) . ?
O1 C12 1.367(2) . ?
O2 C1 1.3667(19) . ?
N1 C6 1.408(2) . ?
N1 C7 1.413(2) . ?
C1 C2 1.387(2) . ?
C1 C6 1.389(2) . ?
C2 C3 1.406(2) . ?
C2 C13 1.532(2) . ?
C3 C4 1.389(2) . ?
C4 C5 1.396(2) . ?
C4 C17B 1.538(2) . ?
C4 C17A 1.538(2) . ?
C5 C6 1.382(2) . ?
C7 C8 1.381(2) . ?
C7 C12 1.387(2) . ?
C8 C9 1.393(2) . ?
C9 C10 1.389(3) . ?
C9 C21 1.534(2) . ?
C10 C11 1.397(3) . ?
C11 C12 1.389(2) . ?
C11 C25 1.528(3) . ?
C13 C16 1.528(2) . ?
C13 C15 1.532(3) . ?
C13 C14 1.534(3) . ?
C17A C20A 1.485(9) . ?
C17A C18A 1.491(7) . ?
C17A C19A 1.567(9) . ?
C17B C18B 1.414(11) . ?
C17B C19B 1.501(11) . ?
C17B C20B 1.553(9) . ?
C21 C22 1.516(3) . ?
C21 C24 1.525(3) . ?
C21 C23 1.528(3) . ?
C25 C26 1.531(3) . ?
C25 C27 1.534(4) . ?
C25 C28 1.535(3) . ?
C29 C30 1.511(3) . ?
C30 C35 1.382(3) . ?
C30 C31 1.384(3) . ?
C31 C32 1.396(4) . ?
C32 C33 1.363(4) . ?
C33 C34 1.367(4) . ?
C34 C35 1.392(3) . ?
C36 C37 1.199(3) . ?
C37 C38 1.430(3) . ?
C38 C39 1.374(3) . ?
C38 C43 1.389(3) . ?
C39 C40 1.405(4) . ?
C40 C41 1.359(5) . ?
C41 C42 1.346(4) . ?
C42 C43 1.374(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 N1 87.69(6) . . ?
O1 P1 O2 172.20(6) . . ?
N1 P1 O2 87.92(6) . . ?
O1 P1 C36 93.77(7) . . ?
N1 P1 C36 112.60(8) . . ?
O2 P1 C36 93.87(7) . . ?
O1 P1 C29 88.52(7) . . ?
N1 P1 C29 134.36(8) . . ?
O2 P1 C29 89.94(7) . . ?
C36 P1 C29 113.03(8) . . ?
C12 O1 P1 113.16(10) . . ?
C1 O2 P1 114.96(9) . . ?
C6 N1 C7 128.59(14) . . ?
C6 N1 P1 114.81(10) . . ?
C7 N1 P1 112.94(11) . . ?
O2 C1 C2 125.03(14) . . ?
O2 C1 C6 112.13(13) . . ?
C2 C1 C6 122.83(15) . . ?
C1 C2 C3 115.14(14) . . ?
C1 C2 C13 121.21(14) . . ?
C3 C2 C13 123.63(14) . . ?
C4 C3 C2 123.58(15) . . ?
C3 C4 C5 118.79(15) . . ?
C3 C4 C17B 122.35(15) . . ?
C5 C4 C17B 118.85(15) . . ?
C3 C4 C17A 122.35(15) . . ?
C5 C4 C17A 118.85(15) . . ?
C6 C5 C4 119.18(14) . . ?
C5 C6 C1 120.38(14) . . ?
C5 C6 N1 130.13(14) . . ?
C1 C6 N1 109.48(14) . . ?
C8 C7 C12 120.69(15) . . ?
C8 C7 N1 130.09(15) . . ?
C12 C7 N1 109.21(14) . . ?
C7 C8 C9 118.80(16) . . ?
C10 C9 C8 118.94(16) . . ?
C10 C9 C21 119.87(16) . . ?
C8 C9 C21 121.18(17) . . ?
C9 C10 C11 123.85(16) . . ?
C12 C11 C10 115.02(16) . . ?
C12 C11 C25 121.44(16) . . ?
C10 C11 C25 123.54(16) . . ?
O1 C12 C7 112.09(14) . . ?
O1 C12 C11 125.22(16) . . ?
C7 C12 C11 122.68(16) . . ?
C16 C13 C15 108.55(16) . . ?
C16 C13 C2 112.10(15) . . ?
C15 C13 C2 108.47(15) . . ?
C16 C13 C14 107.46(17) . . ?
C15 C13 C14 109.77(17) . . ?
C2 C13 C14 110.47(14) . . ?
C20A C17A C18A 112.9(7) . . ?
C20A C17A C4 111.5(4) . . ?
C18A C17A C4 113.4(4) . . ?
C20A C17A C19A 107.7(6) . . ?
C18A C17A C19A 104.7(5) . . ?
C4 C17A C19A 106.0(3) . . ?
C18B C17B C19B 112.0(9) . . ?
C18B C17B C4 113.4(5) . . ?
C19B C17B C4 110.4(5) . . ?
C18B C17B C20B 108.7(7) . . ?
C19B C17B C20B 101.9(8) . . ?
C4 C17B C20B 109.9(4) . . ?
C22 C21 C24 108.9(2) . . ?
C22 C21 C23 108.4(2) . . ?
C24 C21 C23 108.27(19) . . ?
C22 C21 C9 112.44(16) . . ?
C24 C21 C9 109.26(16) . . ?
C23 C21 C9 109.48(18) . . ?
C11 C25 C26 111.97(18) . . ?
C11 C25 C27 108.73(18) . . ?
C26 C25 C27 108.75(19) . . ?
C11 C25 C28 109.79(17) . . ?
C26 C25 C28 107.01(19) . . ?
C27 C25 C28 110.6(2) . . ?
C30 C29 P1 112.16(11) . . ?
C35 C30 C31 118.5(2) . . ?
C35 C30 C29 121.37(17) . . ?
C31 C30 C29 120.16(19) . . ?
C30 C31 C32 120.0(3) . . ?
C33 C32 C31 120.9(2) . . ?
C32 C33 C34 119.6(2) . . ?
C33 C34 C35 120.2(3) . . ?
C30 C35 C34 120.8(2) . . ?
C37 C36 P1 168.54(16) . . ?
C36 C37 C38 179.31(19) . . ?
C39 C38 C43 119.6(2) . . ?
C39 C38 C37 120.57(19) . . ?
C43 C38 C37 119.85(18) . . ?
C38 C39 C40 118.7(3) . . ?
C41 C40 C39 120.6(3) . . ?
C42 C41 C40 120.5(3) . . ?
C41 C42 C43 120.6(3) . . ?
C42 C43 C38 120.1(2) . . ?

####################################################################### 
# 
# 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_ee241123
_database_code_depnum_ccdc_archive 'CCDC 2469385'
loop_
_audit_author_name
_audit_author_address
'Geoffrey Gontard'
;Sorbonne Universite, Paris
France
;
_audit_update_record             
;
2025-10-01 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_moiety         'C72 H90 N2 O4 P2'
_chemical_formula_sum            'C72 H90 N2 O4 P2'
_chemical_formula_weight         1109.39

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'
P P 0.1023 0.0942 '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                   12.6836(9)
_cell_length_b                   44.721(3)
_cell_length_c                   11.8935(8)
_cell_angle_alpha                90
_cell_angle_beta                 98.9730(10)
_cell_angle_gamma                90
_cell_volume                     6663.8(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9966
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      26.37

_exptl_crystal_description       bar
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_colour            colourless
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.106
_exptl_crystal_F_000             2392
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.923
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;

_diffrn_ambient_temperature      200(1)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_source                   'fine-focus sealed tube'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker APEX-II'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            67081
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_av_R_equivalents  0.0642
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -55
_diffrn_reflns_limit_k_max       50
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.688
_diffrn_reflns_theta_max         26.372
_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             13614
_reflns_number_gt                9983
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0330P)²+7.2743P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         13614
_refine_ls_number_parameters     749
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.1110
_refine_ls_R_factor_gt           0.0789
_refine_ls_wR_factor_ref         0.1487
_refine_ls_wR_factor_gt          0.1378
_refine_ls_goodness_of_fit_ref   1.192
_refine_ls_restrained_S_all      1.191
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.906
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.055

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 0.72045(5) 0.35463(2) 0.47150(6) 0.01597(15) Uani 1 1 d . . . . .
P2 P 0.71967(5) 0.39813(2) 0.56399(6) 0.01865(16) Uani 1 1 d . . . . .
O1 O 0.59040(13) 0.35892(4) 0.40785(15) 0.0194(4) Uani 1 1 d . . . . .
O2 O 0.84959(13) 0.34828(4) 0.53808(15) 0.0202(4) Uani 1 1 d . . . . .
O3 O 0.62287(14) 0.38176(4) 0.63039(15) 0.0209(4) Uani 1 1 d . . . . .
O4 O 0.82840(15) 0.41080(4) 0.50945(16) 0.0245(4) Uani 1 1 d . . . . .
N1 N 0.68381(17) 0.32272(5) 0.53116(18) 0.0179(5) Uani 1 1 d . . . . .
N2 N 0.78182(17) 0.40843(5) 0.69482(19) 0.0221(5) Uani 1 1 d . . . . .
C1 C 0.5260(2) 0.33498(6) 0.4216(2) 0.0183(6) Uani 1 1 d . . . . .
C2 C 0.4211(2) 0.33128(6) 0.3686(2) 0.0220(6) Uani 1 1 d . . . . .
C3 C 0.3719(2) 0.30444(6) 0.3944(2) 0.0244(6) Uani 1 1 d . . . . .
H3 H 0.299461 0.301354 0.361878 0.029 Uiso 1 1 calc R U . . .
C4 C 0.4225(2) 0.28225(6) 0.4641(2) 0.0214(6) Uani 1 1 d . . . . .
C5 C 0.5289(2) 0.28674(6) 0.5128(2) 0.0207(6) Uani 1 1 d . . . . .
H5 H 0.566771 0.271702 0.558947 0.025 Uiso 1 1 calc R U . . .
C6 C 0.5781(2) 0.31322(6) 0.4929(2) 0.0166(5) Uani 1 1 d . . . . .
C7 C 0.7649(2) 0.30848(6) 0.6074(2) 0.0175(6) Uani 1 1 d . . . . .
C8 C 0.7587(2) 0.28432(6) 0.6782(2) 0.0236(6) Uani 1 1 d . . . . .
H8 H 0.691886 0.275214 0.683282 0.028 Uiso 1 1 calc R U . . .
C9 C 0.8524(2) 0.27357(6) 0.7422(2) 0.0267(7) Uani 1 1 d . . . . .
C10 C 0.9485(2) 0.28732(6) 0.7306(2) 0.0248(6) Uani 1 1 d . . . . .
H10 H 1.012279 0.279183 0.771744 0.030 Uiso 1 1 calc R U . . .
C11 C 0.9571(2) 0.31228(6) 0.6624(2) 0.0193(6) Uani 1 1 d . . . . .
C12 C 0.8609(2) 0.32300(6) 0.6047(2) 0.0172(6) Uani 1 1 d . . . . .
C13 C 0.3659(2) 0.35370(7) 0.2814(2) 0.0296(7) Uani 1 1 d . . . . .
C14 C 0.4265(3) 0.35398(8) 0.1798(3) 0.0450(9) Uani 1 1 d . . . . .
H14A H 0.392654 0.368196 0.122612 0.067 Uiso 1 1 calc R U . . .
H14B H 0.500693 0.359982 0.205385 0.067 Uiso 1 1 calc R U . . .
H14C H 0.425062 0.333927 0.146332 0.067 Uiso 1 1 calc R U . . .
C15 C 0.3670(3) 0.38522(7) 0.3324(3) 0.0437(9) Uani 1 1 d . . . . .
H15A H 0.328253 0.385115 0.397465 0.065 Uiso 1 1 calc R U . . .
H15B H 0.440981 0.391479 0.357631 0.065 Uiso 1 1 calc R U . . .
H15C H 0.332600 0.399199 0.274577 0.065 Uiso 1 1 calc R U . . .
C16 C 0.2496(3) 0.34532(9) 0.2380(3) 0.0509(10) Uani 1 1 d . . . . .
H16A H 0.209291 0.345022 0.301903 0.076 Uiso 1 1 calc R U . . .
H16B H 0.218114 0.360093 0.181685 0.076 Uiso 1 1 calc R U . . .
H16C H 0.246868 0.325491 0.202584 0.076 Uiso 1 1 calc R U . . .
C17 C 0.3685(2) 0.25274(6) 0.4891(2) 0.0270(7) Uani 1 1 d . . . . .
C18 C 0.2506(3) 0.25182(8) 0.4338(3) 0.0442(9) Uani 1 1 d . . . . .
H18A H 0.212380 0.268560 0.462169 0.066 Uiso 1 1 calc R U . . .
H18B H 0.245719 0.253400 0.351001 0.066 Uiso 1 1 calc R U . . .
H18C H 0.218667 0.232921 0.453100 0.066 Uiso 1 1 calc R U . . .
C19 C 0.4263(3) 0.22643(7) 0.4435(3) 0.0411(8) Uani 1 1 d . . . . .
H19A H 0.423511 0.228617 0.361141 0.062 Uiso 1 1 calc R U . . .
H19B H 0.500872 0.226125 0.480669 0.062 Uiso 1 1 calc R U . . .
H19C H 0.391427 0.207689 0.459585 0.062 Uiso 1 1 calc R U . . .
C20 C 0.3732(3) 0.24914(8) 0.6177(3) 0.0402(8) Uani 1 1 d . . . . .
H20A H 0.336267 0.265940 0.647423 0.060 Uiso 1 1 calc R U . . .
H20B H 0.338427 0.230362 0.633521 0.060 Uiso 1 1 calc R U . . .
H20C H 0.447872 0.248798 0.654605 0.060 Uiso 1 1 calc R U . . .
C21 C 0.8514(3) 0.24665(8) 0.8220(3) 0.0441(9) Uani 1 1 d . . . . .
C22 C 0.7403(3) 0.23434(11) 0.8220(4) 0.094(2) Uani 1 1 d . . . . .
H22A H 0.708640 0.229021 0.744091 0.140 Uiso 1 1 calc R U . . .
H22B H 0.744332 0.216514 0.870361 0.140 Uiso 1 1 calc R U . . .
H22C H 0.696096 0.249523 0.851490 0.140 Uiso 1 1 calc R U . . .
C23 C 0.9183(4) 0.22118(8) 0.7801(4) 0.0682(13) Uani 1 1 d . . . . .
H23A H 0.991222 0.228255 0.778862 0.102 Uiso 1 1 calc R U . . .
H23B H 0.919997 0.204056 0.831796 0.102 Uiso 1 1 calc R U . . .
H23C H 0.885973 0.215114 0.703288 0.102 Uiso 1 1 calc R U . . .
C24 C 0.9034(4) 0.25519(9) 0.9415(3) 0.0656(12) Uani 1 1 d . . . . .
H24A H 0.975083 0.263083 0.939235 0.098 Uiso 1 1 calc R U . . .
H24B H 0.860146 0.270499 0.971780 0.098 Uiso 1 1 calc R U . . .
H24C H 0.908382 0.237490 0.990651 0.098 Uiso 1 1 calc R U . . .
C25 C 1.0645(2) 0.32653(6) 0.6490(2) 0.0239(6) Uani 1 1 d . . . . .
C26 C 1.0760(2) 0.32751(8) 0.5224(3) 0.0373(8) Uani 1 1 d . . . . .
H26A H 1.016988 0.339061 0.480306 0.056 Uiso 1 1 calc R U . . .
H26B H 1.143962 0.336980 0.513842 0.056 Uiso 1 1 calc R U . . .
H26C H 1.074362 0.307095 0.492136 0.056 Uiso 1 1 calc R U . . .
C27 C 1.1582(2) 0.30831(7) 0.7102(3) 0.0390(8) Uani 1 1 d . . . . .
H27A H 1.154711 0.287913 0.679690 0.058 Uiso 1 1 calc R U . . .
H27B H 1.225425 0.317659 0.698257 0.058 Uiso 1 1 calc R U . . .
H27C H 1.154460 0.307669 0.791839 0.058 Uiso 1 1 calc R U . . .
C28 C 1.0706(2) 0.35829(7) 0.6972(3) 0.0329(7) Uani 1 1 d . . . . .
H28A H 1.010676 0.370095 0.658255 0.049 Uiso 1 1 calc R U . . .
H28B H 1.067007 0.357568 0.778824 0.049 Uiso 1 1 calc R U . . .
H28C H 1.137972 0.367558 0.685243 0.049 Uiso 1 1 calc R U . . .
C29 C 0.6228(2) 0.39254(6) 0.7388(2) 0.0189(6) Uani 1 1 d . . . . .
C30 C 0.5421(2) 0.38852(6) 0.8031(2) 0.0213(6) Uani 1 1 d . . . . .
C31 C 0.5568(2) 0.40323(6) 0.9082(2) 0.0245(6) Uani 1 1 d . . . . .
H31 H 0.503073 0.401123 0.955000 0.029 Uiso 1 1 calc R U . . .
C32 C 0.6453(2) 0.42077(6) 0.9483(2) 0.0231(6) Uani 1 1 d . . . . .
C33 C 0.7271(2) 0.42298(6) 0.8825(2) 0.0228(6) Uani 1 1 d . . . . .
H33 H 0.789700 0.434219 0.908562 0.027 Uiso 1 1 calc R U . . .
C34 C 0.7149(2) 0.40846(6) 0.7788(2) 0.0194(6) Uani 1 1 d . . . . .
C35 C 0.8837(2) 0.42094(6) 0.6981(3) 0.0246(6) Uani 1 1 d . . . . .
C36 C 0.9564(2) 0.42889(7) 0.7918(3) 0.0287(7) Uani 1 1 d . . . . .
H36 H 0.939275 0.426798 0.866378 0.034 Uiso 1 1 calc R U . . .
C37 C 1.0559(2) 0.44014(7) 0.7752(3) 0.0334(7) Uani 1 1 d . . . . .
C38 C 1.0758(2) 0.44287(7) 0.6649(3) 0.0345(8) Uani 1 1 d . . . . .
H38 H 1.142410 0.451147 0.654016 0.041 Uiso 1 1 calc R U . . .
C39 C 1.0047(2) 0.43431(6) 0.5675(3) 0.0308(7) Uani 1 1 d . . . . .
C40 C 0.9080(2) 0.42255(6) 0.5892(2) 0.0243(6) Uani 1 1 d . . . . .
C41 C 0.4447(2) 0.36888(7) 0.7618(2) 0.0288(7) Uani 1 1 d . . . . .
C42 C 0.3835(3) 0.38200(9) 0.6518(3) 0.0475(10) Uani 1 1 d . . . . .
H42A H 0.430951 0.383315 0.594389 0.071 Uiso 1 1 calc R U . . .
H42B H 0.322686 0.369073 0.623620 0.071 Uiso 1 1 calc R U . . .
H42C H 0.357561 0.402022 0.666922 0.071 Uiso 1 1 calc R U . . .
C43 C 0.4830(3) 0.33707(7) 0.7410(3) 0.0432(9) Uani 1 1 d . . . . .
H43A H 0.531279 0.337662 0.684264 0.065 Uiso 1 1 calc R U . . .
H43B H 0.520741 0.328815 0.812416 0.065 Uiso 1 1 calc R U . . .
H43C H 0.421308 0.324440 0.713029 0.065 Uiso 1 1 calc R U . . .
C44 C 0.3697(3) 0.36695(8) 0.8507(3) 0.0423(9) Uani 1 1 d . . . . .
H44A H 0.408359 0.358564 0.921419 0.063 Uiso 1 1 calc R U . . .
H44B H 0.343865 0.387002 0.865361 0.063 Uiso 1 1 calc R U . . .
H44C H 0.308990 0.354053 0.822059 0.063 Uiso 1 1 calc R U . . .
C45A C 0.6498(2) 0.43845(7) 1.0597(2) 0.0301(7) Uani 0.769(17) 1 d . . P A 1
C46A C 0.6003(8) 0.4207(2) 1.1480(7) 0.061(2) Uani 0.769(17) 1 d . . P A 1
H46A H 0.638249 0.401723 1.163056 0.091 Uiso 0.769(17) 1 calc R U P A 1
H46B H 0.605873 0.432309 1.218621 0.091 Uiso 0.769(17) 1 calc R U P A 1
H46C H 0.524961 0.416818 1.118863 0.091 Uiso 0.769(17) 1 calc R U P A 1
C47A C 0.5946(9) 0.46751(14) 1.0342(6) 0.067(3) Uani 0.769(17) 1 d . . P A 1
H47A H 0.628088 0.478354 0.977443 0.101 Uiso 0.769(17) 1 calc R U P A 1
H47B H 0.519259 0.463925 1.004284 0.101 Uiso 0.769(17) 1 calc R U P A 1
H47C H 0.600171 0.479417 1.104042 0.101 Uiso 0.769(17) 1 calc R U P A 1
C48A C 0.7669(5) 0.4441(3) 1.1146(6) 0.069(3) Uani 0.769(17) 1 d . . P A 1
H48A H 0.803242 0.424890 1.131375 0.103 Uiso 0.769(17) 1 calc R U P A 1
H48B H 0.803417 0.455511 1.061775 0.103 Uiso 0.769(17) 1 calc R U P A 1
H48C H 0.768271 0.455422 1.185291 0.103 Uiso 0.769(17) 1 calc R U P A 1
C45B C 0.6498(2) 0.43845(7) 1.0597(2) 0.0301(7) Uani 0.231(17) 1 d . . P A 2
C46B C 0.536(2) 0.4555(10) 1.057(3) 0.100(12) Uani 0.231(17) 1 d . . P A 2
H46D H 0.523786 0.468933 0.990677 0.149 Uiso 0.231(17) 1 calc R U P A 2
H46E H 0.478378 0.440760 1.050907 0.149 Uiso 0.231(17) 1 calc R U P A 2
H46F H 0.537328 0.467236 1.126574 0.149 Uiso 0.231(17) 1 calc R U P A 2
C47B C 0.735(3) 0.4622(7) 1.073(2) 0.070(9) Uani 0.231(17) 1 d . . P A 2
H47D H 0.726860 0.474828 1.005032 0.104 Uiso 0.231(17) 1 calc R U P A 2
H47E H 0.729415 0.474461 1.139979 0.104 Uiso 0.231(17) 1 calc R U P A 2
H47F H 0.805854 0.452600 1.082945 0.104 Uiso 0.231(17) 1 calc R U P A 2
C48B C 0.660(3) 0.4201(6) 1.155(2) 0.070(9) Uani 0.231(17) 1 d . . P A 2
H48D H 0.603967 0.404881 1.145118 0.105 Uiso 0.231(17) 1 calc R U P A 2
H48E H 0.730211 0.410336 1.165671 0.105 Uiso 0.231(17) 1 calc R U P A 2
H48F H 0.653772 0.432197 1.222705 0.105 Uiso 0.231(17) 1 calc R U P A 2
C49 C 1.1358(3) 0.44917(8) 0.8799(3) 0.0444(9) Uani 1 1 d . . . . .
C50 C 1.1544(3) 0.42301(10) 0.9635(4) 0.0620(12) Uani 1 1 d . . . . .
H50A H 1.205562 0.428981 1.030172 0.093 Uiso 1 1 calc R U . . .
H50B H 1.086691 0.417369 0.987610 0.093 Uiso 1 1 calc R U . . .
H50C H 1.182930 0.405921 0.926316 0.093 Uiso 1 1 calc R U . . .
C51 C 1.0897(3) 0.47570(10) 0.9378(4) 0.0674(13) Uani 1 1 d . . . . .
H51A H 1.077689 0.492490 0.884452 0.101 Uiso 1 1 calc R U . . .
H51B H 1.021871 0.469837 0.961148 0.101 Uiso 1 1 calc R U . . .
H51C H 1.140153 0.481719 1.005003 0.101 Uiso 1 1 calc R U . . .
C52 C 1.2439(3) 0.45839(10) 0.8482(4) 0.0644(12) Uani 1 1 d . . . . .
H52A H 1.233677 0.475163 0.794596 0.097 Uiso 1 1 calc R U . . .
H52B H 1.291947 0.464473 0.917079 0.097 Uiso 1 1 calc R U . . .
H52C H 1.275038 0.441442 0.812836 0.097 Uiso 1 1 calc R U . . .
C53 C 1.0294(3) 0.43796(8) 0.4464(3) 0.0411(8) Uani 1 1 d . . . . .
C54 C 1.1402(3) 0.45149(10) 0.4446(4) 0.0643(12) Uani 1 1 d . . . . .
H54A H 1.194798 0.438372 0.486010 0.096 Uiso 1 1 calc R U . . .
H54B H 1.152444 0.453545 0.365567 0.096 Uiso 1 1 calc R U . . .
H54C H 1.144200 0.471217 0.480876 0.096 Uiso 1 1 calc R U . . .
C55 C 0.9469(3) 0.45893(10) 0.3813(4) 0.0640(12) Uani 1 1 d . . . . .
H55A H 0.949683 0.478309 0.420145 0.096 Uiso 1 1 calc R U . . .
H55B H 0.962400 0.461712 0.303808 0.096 Uiso 1 1 calc R U . . .
H55C H 0.875535 0.450261 0.378121 0.096 Uiso 1 1 calc R U . . .
C56 C 1.0263(4) 0.40762(9) 0.3872(4) 0.0652(13) Uani 1 1 d . . . . .
H56A H 1.079710 0.394349 0.429825 0.098 Uiso 1 1 calc R U . . .
H56B H 0.955220 0.398786 0.384014 0.098 Uiso 1 1 calc R U . . .
H56C H 1.042085 0.410236 0.309701 0.098 Uiso 1 1 calc R U . . .
C59 C 0.7643(2) 0.35630(6) 0.3387(2) 0.0217(6) Uani 1 1 d . . . . .
C60 C 0.7900(2) 0.35395(6) 0.2478(3) 0.0278(7) Uani 1 1 d . . . . .
C61 C 0.8195(2) 0.35129(7) 0.1359(2) 0.0298(7) Uani 1 1 d . . . . .
C62 C 0.9247(3) 0.35504(9) 0.1210(3) 0.0532(10) Uani 1 1 d . . . . .
H62 H 0.978011 0.359475 0.184109 0.064 Uiso 1 1 calc R U . . .
C63 C 0.9513(4) 0.35226(10) 0.0127(4) 0.0674(13) Uani 1 1 d . . . . .
H63 H 1.023227 0.355036 0.001570 0.081 Uiso 1 1 calc R U . . .
C64 C 0.8750(4) 0.34557(9) -0.0780(3) 0.0588(11) Uani 1 1 d . . . . .
H64 H 0.894115 0.343758 -0.151758 0.071 Uiso 1 1 calc R U . . .
C65 C 0.7718(3) 0.34150(9) -0.0634(3) 0.0528(10) Uani 1 1 d . . . . .
H65 H 0.719365 0.336599 -0.126783 0.063 Uiso 1 1 calc R U . . .
C66 C 0.7430(3) 0.34445(8) 0.0432(3) 0.0405(8) Uani 1 1 d . . . . .
H66 H 0.670725 0.341791 0.053060 0.049 Uiso 1 1 calc R U . . .
C67 C 0.6354(2) 0.42499(6) 0.4912(2) 0.0249(6) Uani 1 1 d . . . . .
C68 C 0.5858(2) 0.44571(6) 0.4465(2) 0.0275(7) Uani 1 1 d . . . . .
C69 C 0.5305(3) 0.47095(7) 0.3911(3) 0.0336(8) Uani 1 1 d . . . . .
C70 C 0.5870(4) 0.49576(8) 0.3675(4) 0.0612(12) Uani 1 1 d . . . . .
H70 H 0.662523 0.496126 0.387408 0.073 Uiso 1 1 calc R U . . .
C71 C 0.5338(5) 0.52019(10) 0.3147(4) 0.0889(19) Uani 1 1 d . . . . .
H71 H 0.572945 0.537327 0.298317 0.107 Uiso 1 1 calc R U . . .
C72 C 0.4263(6) 0.51987(12) 0.2863(4) 0.093(2) Uani 1 1 d . . . . .
H72 H 0.390230 0.536861 0.251040 0.111 Uiso 1 1 calc R U . . .
C73 C 0.3702(5) 0.49546(13) 0.3079(5) 0.0953(19) Uani 1 1 d . . . . .
H73 H 0.294824 0.495235 0.286308 0.114 Uiso 1 1 calc R U . . .
C74 C 0.4213(3) 0.47076(9) 0.3613(4) 0.0654(12) Uani 1 1 d . . . . .
H74 H 0.381171 0.453770 0.377260 0.078 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 1.691(2) . ?
P1 O1 1.7150(18) . ?
P1 O2 1.7279(18) . ?
P1 C59 1.756(3) . ?
P1 P2 2.2356(10) . ?
P2 N2 1.695(2) . ?
P2 O4 1.7097(19) . ?
P2 O3 1.7231(19) . ?
P2 C67 1.746(3) . ?
O1 C1 1.372(3) . ?
O2 C12 1.376(3) . ?
O3 C29 1.376(3) . ?
O4 C40 1.377(3) . ?
N1 C7 1.412(3) . ?
N1 C6 1.413(3) . ?
N2 C35 1.403(3) . ?
N2 C34 1.408(3) . ?
C1 C6 1.388(4) . ?
C1 C2 1.390(4) . ?
C2 C3 1.408(4) . ?
C2 C13 1.532(4) . ?
C3 C4 1.385(4) . ?
C4 C5 1.397(4) . ?
C4 C17 1.537(4) . ?
C5 C6 1.376(4) . ?
C7 C8 1.380(4) . ?
C7 C12 1.385(4) . ?
C8 C9 1.393(4) . ?
C9 C10 1.391(4) . ?
C9 C21 1.534(4) . ?
C10 C11 1.394(4) . ?
C11 C12 1.389(4) . ?
C11 C25 1.534(4) . ?
C13 C14 1.530(4) . ?
C13 C16 1.532(4) . ?
C13 C15 1.534(4) . ?
C17 C19 1.529(4) . ?
C17 C20 1.530(4) . ?
C17 C18 1.537(4) . ?
C21 C22 1.513(5) . ?
C21 C24 1.519(5) . ?
C21 C23 1.548(6) . ?
C25 C27 1.529(4) . ?
C25 C28 1.529(4) . ?
C25 C26 1.536(4) . ?
C29 C30 1.383(4) . ?
C29 C34 1.387(4) . ?
C30 C31 1.398(4) . ?
C30 C41 1.532(4) . ?
C31 C32 1.391(4) . ?
C32 C33 1.397(4) . ?
C32 C45B 1.537(4) . ?
C32 C45A 1.537(4) . ?
C33 C34 1.381(4) . ?
C35 C36 1.377(4) . ?
C35 C40 1.379(4) . ?
C36 C37 1.401(4) . ?
C37 C38 1.379(5) . ?
C37 C49 1.532(4) . ?
C38 C39 1.406(4) . ?
C39 C40 1.396(4) . ?
C39 C53 1.529(5) . ?
C41 C44 1.530(4) . ?
C41 C42 1.531(4) . ?
C41 C43 1.535(4) . ?
C45A C47A 1.485(7) . ?
C45A C46A 1.526(7) . ?
C45A C48A 1.547(6) . ?
C45B C48B 1.39(2) . ?
C45B C47B 1.509(19) . ?
C45B C46B 1.63(2) . ?
C49 C50 1.530(6) . ?
C49 C51 1.533(5) . ?
C49 C52 1.534(5) . ?
C53 C55 1.524(5) . ?
C53 C56 1.527(5) . ?
C53 C54 1.533(4) . ?
C59 C60 1.182(4) . ?
C60 C61 1.443(4) . ?
C61 C62 1.383(5) . ?
C61 C66 1.384(4) . ?
C62 C63 1.386(5) . ?
C63 C64 1.366(6) . ?
C64 C65 1.359(6) . ?
C65 C66 1.379(5) . ?
C67 C68 1.197(4) . ?
C68 C69 1.434(4) . ?
C69 C70 1.373(5) . ?
C69 C74 1.375(5) . ?
C70 C71 1.383(6) . ?
C71 C72 1.352(8) . ?
C72 C73 1.350(8) . ?
C73 C74 1.384(6) . ?

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 O1 88.35(10) . . ?
N1 P1 O2 88.40(10) . . ?
O1 P1 O2 176.72(9) . . ?
N1 P1 C59 124.03(12) . . ?
O1 P1 C59 90.93(11) . . ?
O2 P1 C59 90.48(11) . . ?
N1 P1 P2 120.36(8) . . ?
O1 P1 P2 92.41(7) . . ?
O2 P1 P2 89.66(7) . . ?
C59 P1 P2 115.59(10) . . ?
N2 P2 O4 88.34(10) . . ?
N2 P2 O3 87.55(10) . . ?
O4 P2 O3 171.60(10) . . ?
N2 P2 C67 115.45(12) . . ?
O4 P2 C67 92.96(12) . . ?
O3 P2 C67 95.42(12) . . ?
N2 P2 P1 130.63(9) . . ?
O4 P2 P1 92.06(7) . . ?
O3 P2 P1 85.07(7) . . ?
C67 P2 P1 113.83(10) . . ?
C1 O1 P1 114.19(16) . . ?
C12 O2 P1 113.93(16) . . ?
C29 O3 P2 112.63(16) . . ?
C40 O4 P2 114.39(17) . . ?
C7 N1 C6 129.1(2) . . ?
C7 N1 P1 115.45(17) . . ?
C6 N1 P1 115.32(17) . . ?
C35 N2 C34 129.4(2) . . ?
C35 N2 P2 115.38(19) . . ?
C34 N2 P2 113.96(17) . . ?
O1 C1 C6 112.6(2) . . ?
O1 C1 C2 125.8(2) . . ?
C6 C1 C2 121.6(2) . . ?
C1 C2 C3 115.3(2) . . ?
C1 C2 C13 122.2(2) . . ?
C3 C2 C13 122.3(2) . . ?
C4 C3 C2 124.2(3) . . ?
C3 C4 C5 118.2(2) . . ?
C3 C4 C17 123.5(2) . . ?
C5 C4 C17 118.3(2) . . ?
C6 C5 C4 119.1(2) . . ?
C5 C6 C1 121.5(2) . . ?
C5 C6 N1 129.5(2) . . ?
C1 C6 N1 108.9(2) . . ?
C8 C7 C12 121.0(2) . . ?
C8 C7 N1 129.8(2) . . ?
C12 C7 N1 109.2(2) . . ?
C7 C8 C9 118.6(3) . . ?
C10 C9 C8 118.7(2) . . ?
C10 C9 C21 120.0(3) . . ?
C8 C9 C21 121.3(3) . . ?
C9 C10 C11 124.1(3) . . ?
C12 C11 C10 114.9(2) . . ?
C12 C11 C25 122.1(2) . . ?
C10 C11 C25 123.0(2) . . ?
O2 C12 C7 112.6(2) . . ?
O2 C12 C11 125.0(2) . . ?
C7 C12 C11 122.3(2) . . ?
C14 C13 C2 107.9(2) . . ?
C14 C13 C16 108.2(3) . . ?
C2 C13 C16 112.5(3) . . ?
C14 C13 C15 109.3(3) . . ?
C2 C13 C15 111.0(2) . . ?
C16 C13 C15 107.9(3) . . ?
C19 C17 C20 109.1(3) . . ?
C19 C17 C18 108.4(3) . . ?
C20 C17 C18 108.0(3) . . ?
C19 C17 C4 109.8(2) . . ?
C20 C17 C4 109.5(2) . . ?
C18 C17 C4 111.9(2) . . ?
C22 C21 C24 111.1(4) . . ?
C22 C21 C9 112.5(3) . . ?
C24 C21 C9 109.7(3) . . ?
C22 C21 C23 106.8(4) . . ?
C24 C21 C23 107.8(3) . . ?
C9 C21 C23 108.7(3) . . ?
C27 C25 C28 109.1(2) . . ?
C27 C25 C11 111.4(2) . . ?
C28 C25 C11 109.9(2) . . ?
C27 C25 C26 107.2(2) . . ?
C28 C25 C26 109.5(2) . . ?
C11 C25 C26 109.6(2) . . ?
O3 C29 C30 125.5(2) . . ?
O3 C29 C34 112.2(2) . . ?
C30 C29 C34 122.2(2) . . ?
C29 C30 C31 115.2(2) . . ?
C29 C30 C41 121.8(2) . . ?
C31 C30 C41 123.0(2) . . ?
C32 C31 C30 124.1(3) . . ?
C31 C32 C33 118.5(2) . . ?
C31 C32 C45B 120.4(3) . . ?
C33 C32 C45B 121.0(2) . . ?
C31 C32 C45A 120.4(3) . . ?
C33 C32 C45A 121.0(2) . . ?
C34 C33 C32 118.5(2) . . ?
C33 C34 C29 121.3(2) . . ?
C33 C34 N2 129.7(2) . . ?
C29 C34 N2 108.9(2) . . ?
C36 C35 C40 121.8(3) . . ?
C36 C35 N2 128.5(3) . . ?
C40 C35 N2 109.5(2) . . ?
C35 C36 C37 118.8(3) . . ?
C38 C37 C36 117.9(3) . . ?
C38 C37 C49 123.6(3) . . ?
C36 C37 C49 118.4(3) . . ?
C37 C38 C39 124.8(3) . . ?
C40 C39 C38 114.8(3) . . ?
C40 C39 C53 122.0(3) . . ?
C38 C39 C53 123.2(3) . . ?
O4 C40 C35 112.3(2) . . ?
O4 C40 C39 126.0(3) . . ?
C35 C40 C39 121.7(3) . . ?
C44 C41 C42 108.9(3) . . ?
C44 C41 C30 111.6(2) . . ?
C42 C41 C30 109.3(3) . . ?
C44 C41 C43 107.8(3) . . ?
C42 C41 C43 110.4(3) . . ?
C30 C41 C43 108.9(2) . . ?
C47A C45A C46A 111.3(5) . . ?
C47A C45A C32 108.7(3) . . ?
C46A C45A C32 111.2(4) . . ?
C47A C45A C48A 109.5(4) . . ?
C46A C45A C48A 105.4(4) . . ?
C32 C45A C48A 110.6(3) . . ?
C48B C45B C47B 110.7(15) . . ?
C48B C45B C32 112.8(13) . . ?
C47B C45B C32 112.4(8) . . ?
C48B C45B C46B 105.4(17) . . ?
C47B C45B C46B 107.1(15) . . ?
C32 C45B C46B 108.0(9) . . ?
C50 C49 C37 110.0(3) . . ?
C50 C49 C51 109.3(3) . . ?
C37 C49 C51 108.6(3) . . ?
C50 C49 C52 108.2(3) . . ?
C37 C49 C52 112.0(3) . . ?
C51 C49 C52 108.7(3) . . ?
C55 C53 C56 110.3(3) . . ?
C55 C53 C39 108.6(3) . . ?
C56 C53 C39 110.2(3) . . ?
C55 C53 C54 107.9(3) . . ?
C56 C53 C54 107.6(3) . . ?
C39 C53 C54 112.3(3) . . ?
C60 C59 P1 172.1(3) . . ?
C59 C60 C61 179.0(3) . . ?
C62 C61 C66 119.7(3) . . ?
C62 C61 C60 120.1(3) . . ?
C66 C61 C60 120.2(3) . . ?
C61 C62 C63 119.2(4) . . ?
C64 C63 C62 120.5(4) . . ?
C65 C64 C63 120.5(3) . . ?
C64 C65 C66 120.2(4) . . ?
C65 C66 C61 120.0(3) . . ?
C68 C67 P2 172.6(3) . . ?
C67 C68 C69 177.5(3) . . ?
C70 C69 C74 119.3(3) . . ?
C70 C69 C68 119.7(3) . . ?
C74 C69 C68 121.0(3) . . ?
C69 C70 C71 119.8(5) . . ?
C72 C71 C70 120.5(5) . . ?
C73 C72 C71 120.1(4) . . ?
C72 C73 C74 120.6(5) . . ?
C69 C74 C73 119.6(5) . . ?

####################################################################### 
# 
# 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_ee240716
_database_code_depnum_ccdc_archive 'CCDC 2469383'
loop_
_audit_author_name
_audit_author_address
'Geoffrey Gontard'
;Sorbonne Universite, Paris
France
;
_audit_update_record             
;
2025-07-02 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_moiety         'C47 H71 K N O8 P, C5 H12'
_chemical_formula_sum            'C52 H83 K N O8 P'
_chemical_formula_weight         920.26

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.3868 1.0657 '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                   9.2969(1)
_cell_length_b                   15.9116(2)
_cell_length_c                   18.7341(3)
_cell_angle_alpha                79.756(1)
_cell_angle_beta                 79.904(1)
_cell_angle_gamma                79.803(1)
_cell_volume                     2654.30(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(1)
_cell_measurement_reflns_used    9892
_cell_measurement_theta_min      4.02
_cell_measurement_theta_max      68.30

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_F_000             1000
_exptl_absorpt_coefficient_mu    1.553
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.527
_exptl_absorpt_correction_T_max  0.867
_exptl_absorpt_process_details   
; 
 SADABS : Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;

_diffrn_ambient_temperature      200(1)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         micro-source
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            27484
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.454
_diffrn_reflns_theta_max         66.590
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             9328
_reflns_number_gt                8480
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0630P)²+0.6365P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9328
_refine_ls_number_parameters     595
_refine_ls_number_restraints     56
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1107
_refine_ls_wR_factor_gt          0.1074
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.048

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
K1 K 0.54438(4) 0.03326(2) 0.27153(2) 0.03820(10) Uani 1 1 d . . . . .
P1 P 0.23382(4) 0.16741(2) 0.34176(2) 0.02865(10) Uani 1 1 d . . . . .
O1 O 0.25380(11) 0.26073(6) 0.38303(5) 0.0326(2) Uani 1 1 d . . . . .
O2 O 0.22198(11) 0.08502(6) 0.27856(6) 0.0325(2) Uani 1 1 d . . . . .
O3 O 0.63431(13) 0.08018(8) 0.11118(6) 0.0443(3) Uani 1 1 d . . . . .
O4 O 0.58528(13) -0.08813(8) 0.16810(6) 0.0441(3) Uani 1 1 d . . . . .
O5 O 0.63890(14) -0.15133(7) 0.30933(6) 0.0443(3) Uani 1 1 d . . . . .
O6 O 0.62470(12) -0.04209(8) 0.41258(6) 0.0429(3) Uani 1 1 d . . . . .
O7 O 0.68310(12) 0.12702(7) 0.35034(6) 0.0399(2) Uani 1 1 d . . . . .
O8 O 0.63008(12) 0.19484(7) 0.20752(7) 0.0425(3) Uani 1 1 d . . . . .
N1 N 0.26633(13) 0.23490(7) 0.25630(6) 0.0281(2) Uani 1 1 d . . . . .
C1 C 0.28723(15) 0.32962(9) 0.33341(8) 0.0285(3) Uani 1 1 d . . . . .
C2 C 0.31936(17) 0.40579(9) 0.34989(8) 0.0331(3) Uani 1 1 d . . . . .
C3 C 0.36248(17) 0.46761(9) 0.29036(9) 0.0356(3) Uani 1 1 d . . . . .
H3 H 0.383379 0.520330 0.300331 0.043 Uiso 1 1 calc R U . . .
C4 C 0.37634(16) 0.45597(9) 0.21752(8) 0.0320(3) Uani 1 1 d . . . . .
C5 C 0.34531(15) 0.37819(9) 0.20311(8) 0.0296(3) Uani 1 1 d . . . . .
H5 H 0.356943 0.367549 0.153952 0.036 Uiso 1 1 calc R U . . .
C6 C 0.29781(14) 0.31690(9) 0.26026(8) 0.0267(3) Uani 1 1 d . . . . .
C7 C 0.21000(14) 0.21303(9) 0.19876(7) 0.0264(3) Uani 1 1 d . . . . .
C8 C 0.17164(15) 0.26604(9) 0.13602(7) 0.0281(3) Uani 1 1 d . . . . .
H8 H 0.183734 0.325197 0.128048 0.034 Uiso 1 1 calc R U . . .
C9 C 0.11503(15) 0.23293(9) 0.08415(7) 0.0284(3) Uani 1 1 d . . . . .
C10 C 0.09540(15) 0.14693(9) 0.09846(8) 0.0294(3) Uani 1 1 d . . . . .
H10 H 0.059512 0.124030 0.062654 0.035 Uiso 1 1 calc R U . . .
C11 C 0.12584(15) 0.09174(9) 0.16327(8) 0.0285(3) Uani 1 1 d . . . . .
C12 C 0.18568(14) 0.12601(9) 0.21330(8) 0.0276(3) Uani 1 1 d . . . . .
C13 C 0.3131(2) 0.41909(11) 0.42966(9) 0.0435(4) Uani 1 1 d . . . . .
C14 C 0.4388(2) 0.35735(12) 0.46269(9) 0.0486(4) Uani 1 1 d . . . . .
H14A H 0.428906 0.297677 0.460221 0.073 Uiso 1 1 calc R U . . .
H14B H 0.533929 0.370442 0.434990 0.073 Uiso 1 1 calc R U . . .
H14C H 0.434071 0.364433 0.513996 0.073 Uiso 1 1 calc R U . . .
C15 C 0.1646(3) 0.40147(17) 0.47515(12) 0.0679(6) Uani 1 1 d . . . . .
H15A H 0.149774 0.342631 0.472746 0.102 Uiso 1 1 calc R U . . .
H15B H 0.164568 0.407598 0.526285 0.102 Uiso 1 1 calc R U . . .
H15C H 0.084555 0.442916 0.455488 0.102 Uiso 1 1 calc R U . . .
C16 C 0.3327(3) 0.51124(13) 0.43459(12) 0.0749(7) Uani 1 1 d . . . . .
H16A H 0.253454 0.552204 0.413758 0.112 Uiso 1 1 calc R U . . .
H16B H 0.328688 0.517272 0.486088 0.112 Uiso 1 1 calc R U . . .
H16C H 0.428546 0.523281 0.407082 0.112 Uiso 1 1 calc R U . . .
C17 C 0.42296(19) 0.52428(10) 0.15293(9) 0.0396(3) Uani 1 1 d . . . . .
C18 C 0.5625(2) 0.48677(12) 0.10576(11) 0.0553(5) Uani 1 1 d . . . . .
H18A H 0.544908 0.434873 0.089273 0.083 Uiso 1 1 calc R U . . .
H18B H 0.588081 0.529704 0.063021 0.083 Uiso 1 1 calc R U . . .
H18C H 0.644091 0.471672 0.134704 0.083 Uiso 1 1 calc R U . . .
C19 C 0.2986(2) 0.55192(13) 0.10549(11) 0.0577(5) Uani 1 1 d . . . . .
H19A H 0.208350 0.576137 0.135177 0.087 Uiso 1 1 calc R U . . .
H19B H 0.327991 0.595669 0.064142 0.087 Uiso 1 1 calc R U . . .
H19C H 0.280278 0.501592 0.086892 0.087 Uiso 1 1 calc R U . . .
C20 C 0.4539(3) 0.60493(11) 0.17772(11) 0.0574(5) Uani 1 1 d . . . . .
H20A H 0.365466 0.630020 0.208140 0.086 Uiso 1 1 calc R U . . .
H20B H 0.536018 0.589227 0.206304 0.086 Uiso 1 1 calc R U . . .
H20C H 0.480008 0.647259 0.134621 0.086 Uiso 1 1 calc R U . . .
C21 C 0.07891(18) 0.29330(10) 0.01400(8) 0.0363(3) Uani 1 1 d . . . . .
C22 C -0.0288(2) 0.37362(11) 0.03374(11) 0.0537(5) Uani 1 1 d . . . . .
H22A H 0.013824 0.402307 0.065423 0.080 Uiso 1 1 calc R U . . .
H22B H -0.046318 0.413521 -0.011219 0.080 Uiso 1 1 calc R U . . .
H22C H -0.122544 0.356284 0.059602 0.080 Uiso 1 1 calc R U . . .
C23 C 0.2227(2) 0.32097(15) -0.02965(10) 0.0603(5) Uani 1 1 d . . . . .
H23A H 0.269862 0.348565 0.000992 0.090 Uiso 1 1 calc R U . . .
H23B H 0.289604 0.270077 -0.044470 0.090 Uiso 1 1 calc R U . . .
H23C H 0.200730 0.361950 -0.073406 0.090 Uiso 1 1 calc R U . . .
C24 C 0.0086(2) 0.25071(11) -0.03518(9) 0.0445(4) Uani 1 1 d . . . . .
H24A H -0.083768 0.232464 -0.008282 0.067 Uiso 1 1 calc R U . . .
H24B H -0.012211 0.292077 -0.078901 0.067 Uiso 1 1 calc R U . . .
H24C H 0.076664 0.200204 -0.049965 0.067 Uiso 1 1 calc R U . . .
C25 C 0.08497(16) 0.00008(9) 0.18062(8) 0.0333(3) Uani 1 1 d . . . . .
C26 C 0.0365(2) -0.02690(11) 0.11502(11) 0.0534(5) Uani 1 1 d . . . . .
H26A H -0.047071 0.014884 0.099297 0.080 Uiso 1 1 calc R U . . .
H26B H 0.118985 -0.028512 0.074506 0.080 Uiso 1 1 calc R U . . .
H26C H 0.006666 -0.084326 0.129297 0.080 Uiso 1 1 calc R U . . .
C27 C -0.0444(2) -0.00108(11) 0.24343(11) 0.0506(4) Uani 1 1 d . . . . .
H27A H -0.127764 0.041790 0.228976 0.076 Uiso 1 1 calc R U . . .
H27B H -0.074169 -0.058625 0.254634 0.076 Uiso 1 1 calc R U . . .
H27C H -0.014108 0.012862 0.286968 0.076 Uiso 1 1 calc R U . . .
C28 C 0.2148(2) -0.06662(10) 0.20307(13) 0.0521(5) Uani 1 1 d . . . . .
H28A H 0.297758 -0.065850 0.162766 0.078 Uiso 1 1 calc R U . . .
H28B H 0.245144 -0.052695 0.246600 0.078 Uiso 1 1 calc R U . . .
H28C H 0.185083 -0.124182 0.214266 0.078 Uiso 1 1 calc R U . . .
C29 C 0.02650(16) 0.19378(11) 0.36090(8) 0.0378(3) Uani 1 1 d . . . . .
H29A H -0.003769 0.251940 0.334073 0.045 Uiso 1 1 calc R U . . .
H29B H -0.016622 0.152040 0.340780 0.045 Uiso 1 1 calc R U . . .
C30 C -0.03829(15) 0.19240(10) 0.43982(8) 0.0323(3) Uani 1 1 d . . . . .
C31 C -0.1154(2) 0.26520(12) 0.46705(12) 0.0580(5) Uani 1 1 d . . . . .
H31 H -0.122547 0.319390 0.435917 0.070 Uiso 1 1 calc R U . . .
C32 C -0.1835(3) 0.25966(16) 0.54056(14) 0.0729(7) Uani 1 1 d . . . . .
H32 H -0.237611 0.310061 0.558462 0.087 Uiso 1 1 calc R U . . .
C33 C -0.1727(2) 0.18323(16) 0.58620(11) 0.0616(5) Uani 1 1 d . . . . .
H33 H -0.217384 0.180409 0.636061 0.074 Uiso 1 1 calc R U . . .
C34 C -0.0980(2) 0.11070(14) 0.56046(10) 0.0543(5) Uani 1 1 d . . . . .
H34 H -0.091661 0.056729 0.591917 0.065 Uiso 1 1 calc R U . . .
C35 C -0.03106(18) 0.11594(11) 0.48805(9) 0.0418(4) Uani 1 1 d . . . . .
H35 H 0.021959 0.064855 0.470907 0.050 Uiso 1 1 calc R U . . .
C36 C 0.5717(2) 0.03074(13) 0.07238(10) 0.0512(4) Uani 1 1 d . . . . .
H36A H 0.596758 0.048827 0.018907 0.061 Uiso 1 1 calc R U . . .
H36B H 0.462752 0.039684 0.085340 0.061 Uiso 1 1 calc R U . . .
C37 C 0.6321(2) -0.06224(13) 0.09254(9) 0.0496(4) Uani 1 1 d . . . . .
H37A H 0.596152 -0.097831 0.063079 0.060 Uiso 1 1 calc R U . . .
H37B H 0.741430 -0.070495 0.082257 0.060 Uiso 1 1 calc R U . . .
C38 C 0.6322(2) -0.17714(12) 0.19034(11) 0.0533(4) Uani 1 1 d . . . . .
H38A H 0.741458 -0.189708 0.181591 0.064 Uiso 1 1 calc R U . . .
H38B H 0.593059 -0.211955 0.161416 0.064 Uiso 1 1 calc R U . . .
C39 C 0.5773(2) -0.20020(12) 0.26962(11) 0.0526(4) Uani 1 1 d . . . . .
H39A H 0.468087 -0.187241 0.278609 0.063 Uiso 1 1 calc R U . . .
H39B H 0.606903 -0.262686 0.285614 0.063 Uiso 1 1 calc R U . . .
C40 C 0.6192(2) -0.18112(12) 0.38598(9) 0.0495(4) Uani 1 1 d . . . . .
H40A H 0.661175 -0.243002 0.395672 0.059 Uiso 1 1 calc R U . . .
H40B H 0.512537 -0.174658 0.405847 0.059 Uiso 1 1 calc R U . . .
C41 C 0.6956(2) -0.12909(12) 0.42199(9) 0.0468(4) Uani 1 1 d . . . . .
H41A H 0.691088 -0.152110 0.474894 0.056 Uiso 1 1 calc R U . . .
H41B H 0.800800 -0.132301 0.399682 0.056 Uiso 1 1 calc R U . . .
C42 C 0.68907(19) 0.01080(12) 0.44819(9) 0.0446(4) Uani 1 1 d . . . . .
H42A H 0.797828 0.001600 0.434380 0.054 Uiso 1 1 calc R U . . .
H42B H 0.665899 -0.004798 0.502058 0.054 Uiso 1 1 calc R U . . .
C43 C 0.62871(18) 0.10320(12) 0.42569(9) 0.0432(4) Uani 1 1 d . . . . .
H43A H 0.519358 0.111033 0.433262 0.052 Uiso 1 1 calc R U . . .
H43B H 0.660163 0.140079 0.455640 0.052 Uiso 1 1 calc R U . . .
C44 C 0.64861(19) 0.21691(11) 0.32702(11) 0.0455(4) Uani 1 1 d . . . . .
H44A H 0.694686 0.249061 0.355324 0.055 Uiso 1 1 calc R U . . .
H44B H 0.540250 0.234809 0.335864 0.055 Uiso 1 1 calc R U . . .
C45 C 0.7047(2) 0.23718(11) 0.24749(11) 0.0484(4) Uani 1 1 d . . . . .
H45A H 0.686734 0.300372 0.231419 0.058 Uiso 1 1 calc R U . . .
H45B H 0.812392 0.217234 0.238269 0.058 Uiso 1 1 calc R U . . .
C46 C 0.6716(2) 0.21638(12) 0.13097(10) 0.0487(4) Uani 1 1 d . . . . .
H46A H 0.779383 0.199167 0.117721 0.058 Uiso 1 1 calc R U . . .
H46B H 0.647942 0.279563 0.116117 0.058 Uiso 1 1 calc R U . . .
C47 C 0.5893(2) 0.17015(12) 0.09222(10) 0.0479(4) Uani 1 1 d . . . . .
H47A H 0.481532 0.184924 0.107311 0.057 Uiso 1 1 calc R U . . .
H47B H 0.611734 0.187394 0.038501 0.057 Uiso 1 1 calc R U . . .
C48 C 0.0101(4) 0.7091(2) 0.2759(3) 0.1171(12) Uani 1 1 d D . . . .
H48A H 0.106847 0.716452 0.285819 0.176 Uiso 1 1 calc R U . A 1
H48B H 0.004332 0.726913 0.223559 0.176 Uiso 1 1 calc R U . A 1
H48C H -0.067849 0.744751 0.304536 0.176 Uiso 1 1 calc R U . A 1
C49A C -0.0094(4) 0.6180(3) 0.2968(2) 0.1196(12) Uani 0.6 1 d D . P B 1
H49A H 0.072964 0.583370 0.268682 0.144 Uiso 0.6 1 calc R U P B 1
H49B H 0.001125 0.601125 0.349276 0.144 Uiso 0.6 1 calc R U P B 1
C50A C -0.1367(7) 0.5950(4) 0.2872(4) 0.1012(17) Uani 0.6 1 d D . P B 1
H50A H -0.149652 0.615072 0.235263 0.121 Uiso 0.6 1 calc R U P B 1
H50B H -0.218322 0.627638 0.317337 0.121 Uiso 0.6 1 calc R U P B 1
C51A C -0.1558(19) 0.5071(6) 0.3034(6) 0.176(5) Uani 0.6 1 d D . P B 1
H51A H -0.262815 0.505295 0.318743 0.212 Uiso 0.6 1 calc R U P B 1
H51B H -0.106458 0.481154 0.346619 0.212 Uiso 0.6 1 calc R U P B 1
C52A C -0.1039(12) 0.4505(6) 0.2474(6) 0.143(3) Uani 0.6 1 d D . P B 1
H52A H -0.125567 0.392125 0.267475 0.214 Uiso 0.6 1 calc R U P B 1
H52B H -0.154298 0.472912 0.204609 0.214 Uiso 0.6 1 calc R U P B 1
H52C H 0.003004 0.448625 0.232652 0.214 Uiso 0.6 1 calc R U P B 1
C49B C -0.0094(4) 0.6180(3) 0.2968(2) 0.1196(12) Uani 0.4 1 d D . P B 2
H49C H 0.088301 0.581799 0.299294 0.144 Uiso 0.4 1 calc R U P B 2
H49D H -0.069168 0.609813 0.346021 0.144 Uiso 0.4 1 calc R U P B 2
C50B C -0.0774(8) 0.5925(5) 0.2479(5) 0.085(2) Uani 0.4 1 d D . P B 2
H50C H -0.032781 0.615624 0.197856 0.103 Uiso 0.4 1 calc R U P B 2
H50D H -0.182626 0.619047 0.254542 0.103 Uiso 0.4 1 calc R U P B 2
C51B C -0.0709(16) 0.5012(8) 0.2522(16) 0.248(13) Uani 0.4 1 d D . P B 2
H51C H -0.054777 0.487749 0.201554 0.297 Uiso 0.4 1 calc R U P B 2
H51D H 0.016972 0.472331 0.274961 0.297 Uiso 0.4 1 calc R U P B 2
C52B C -0.1958(15) 0.4635(12) 0.2918(11) 0.153(7) Uani 0.4 1 d D . P B 2
H52D H -0.177552 0.401090 0.290687 0.230 Uiso 0.4 1 calc R U P B 2
H52E H -0.211694 0.473957 0.342782 0.230 Uiso 0.4 1 calc R U P B 2
H52F H -0.283740 0.489438 0.269072 0.230 Uiso 0.4 1 calc R U P B 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
K1 O8 2.8243(12) . ?
K1 O7 2.8637(12) . ?
K1 O6 2.8679(12) . ?
K1 O4 2.9057(12) . ?
K1 O5 2.9094(12) . ?
K1 O2 2.9505(11) . ?
K1 O3 2.9705(12) . ?
K1 P1 3.4797(5) . ?
K1 C43 3.5269(16) . ?
P1 N1 1.7724(12) . ?
P1 O1 1.8421(10) . ?
P1 C29 1.8827(15) . ?
P1 O2 1.9447(11) . ?
O1 C1 1.3487(17) . ?
O2 C12 1.3480(17) . ?
O3 C36 1.414(2) . ?
O3 C47 1.418(2) . ?
O4 C37 1.415(2) . ?
O4 C38 1.416(2) . ?
O5 C39 1.414(2) . ?
O5 C40 1.420(2) . ?
O6 C41 1.419(2) . ?
O6 C42 1.425(2) . ?
O7 C44 1.416(2) . ?
O7 C43 1.421(2) . ?
O8 C46 1.415(2) . ?
O8 C45 1.422(2) . ?
N1 C7 1.3977(18) . ?
N1 C6 1.4038(17) . ?
C1 C2 1.396(2) . ?
C1 C6 1.405(2) . ?
C2 C3 1.402(2) . ?
C2 C13 1.536(2) . ?
C3 C4 1.390(2) . ?
C4 C5 1.400(2) . ?
C4 C17 1.533(2) . ?
C5 C6 1.381(2) . ?
C7 C8 1.381(2) . ?
C7 C12 1.4133(19) . ?
C8 C9 1.3993(19) . ?
C9 C10 1.385(2) . ?
C9 C21 1.534(2) . ?
C10 C11 1.407(2) . ?
C11 C12 1.399(2) . ?
C11 C25 1.5367(19) . ?
C13 C16 1.530(2) . ?
C13 C14 1.531(2) . ?
C13 C15 1.533(3) . ?
C17 C18 1.527(3) . ?
C17 C20 1.528(2) . ?
C17 C19 1.536(3) . ?
C21 C24 1.525(2) . ?
C21 C23 1.532(2) . ?
C21 C22 1.535(2) . ?
C25 C28 1.525(2) . ?
C25 C27 1.528(2) . ?
C25 C26 1.532(2) . ?
C29 C30 1.493(2) . ?
C30 C35 1.379(2) . ?
C30 C31 1.380(2) . ?
C31 C32 1.406(3) . ?
C32 C33 1.355(4) . ?
C33 C34 1.358(3) . ?
C34 C35 1.384(2) . ?
C36 C37 1.493(3) . ?
C38 C39 1.486(3) . ?
C40 C41 1.490(3) . ?
C42 C43 1.491(3) . ?
C44 C45 1.487(3) . ?
C46 C47 1.496(3) . ?
C48 C49B 1.467(5) . ?
C48 C49A 1.467(5) . ?
C49A C50A 1.348(7) . ?
C50A C51A 1.413(10) . ?
C51A C52A 1.467(12) . ?
C49B C50B 1.353(9) . ?
C50B C51B 1.432(13) . ?
C51B C52B 1.430(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
O8 K1 O7 58.86(3) . . ?
O8 K1 O6 118.05(3) . . ?
O7 K1 O6 59.44(3) . . ?
O8 K1 O4 113.43(4) . . ?
O7 K1 O4 146.68(3) . . ?
O6 K1 O4 114.29(3) . . ?
O8 K1 O5 146.48(3) . . ?
O7 K1 O5 109.91(3) . . ?
O6 K1 O5 57.83(3) . . ?
O4 K1 O5 56.59(3) . . ?
O8 K1 O2 97.89(3) . . ?
O7 K1 O2 114.78(3) . . ?
O6 K1 O2 111.82(3) . . ?
O4 K1 O2 98.09(3) . . ?
O5 K1 O2 114.72(3) . . ?
O8 K1 O3 57.19(3) . . ?
O7 K1 O3 110.05(3) . . ?
O6 K1 O3 149.00(3) . . ?
O4 K1 O3 56.60(3) . . ?
O5 K1 O3 107.51(3) . . ?
O2 K1 O3 99.10(3) . . ?
O8 K1 P1 81.02(2) . . ?
O7 K1 P1 80.83(2) . . ?
O6 K1 P1 94.52(3) . . ?
O4 K1 P1 131.94(3) . . ?
O5 K1 P1 130.80(3) . . ?
O2 K1 P1 33.96(2) . . ?
O3 K1 P1 113.31(2) . . ?
O8 K1 C43 79.25(4) . . ?
O7 K1 C43 22.81(4) . . ?
O6 K1 C43 42.05(4) . . ?
O4 K1 C43 152.50(4) . . ?
O5 K1 C43 98.94(4) . . ?
O2 K1 C43 104.35(3) . . ?
O3 K1 C43 132.83(4) . . ?
P1 K1 C43 72.38(3) . . ?
N1 P1 O1 85.76(5) . . ?
N1 P1 C29 99.33(6) . . ?
O1 P1 C29 90.79(6) . . ?
N1 P1 O2 82.02(5) . . ?
O1 P1 O2 167.77(5) . . ?
C29 P1 O2 91.60(6) . . ?
N1 P1 K1 84.44(4) . . ?
O1 P1 K1 120.51(3) . . ?
C29 P1 K1 148.70(5) . . ?
O2 P1 K1 57.94(3) . . ?
C1 O1 P1 113.77(8) . . ?
C12 O2 P1 110.93(8) . . ?
C12 O2 K1 111.59(8) . . ?
P1 O2 K1 88.11(4) . . ?
C36 O3 C47 112.27(13) . . ?
C36 O3 K1 110.05(10) . . ?
C47 O3 K1 107.96(9) . . ?
C37 O4 C38 111.98(14) . . ?
C37 O4 K1 120.60(10) . . ?
C38 O4 K1 120.27(10) . . ?
C39 O5 C40 112.78(13) . . ?
C39 O5 K1 111.92(10) . . ?
C40 O5 K1 113.66(10) . . ?
C41 O6 C42 111.59(13) . . ?
C41 O6 K1 118.40(9) . . ?
C42 O6 K1 116.18(10) . . ?
C44 O7 C43 112.05(13) . . ?
C44 O7 K1 110.13(9) . . ?
C43 O7 K1 105.83(9) . . ?
C46 O8 C45 111.49(13) . . ?
C46 O8 K1 122.09(10) . . ?
C45 O8 K1 119.12(10) . . ?
C7 N1 C6 125.63(11) . . ?
C7 N1 P1 115.30(9) . . ?
C6 N1 P1 115.24(9) . . ?
O1 C1 C2 125.28(13) . . ?
O1 C1 C6 113.86(12) . . ?
C2 C1 C6 120.73(13) . . ?
C1 C2 C3 116.82(13) . . ?
C1 C2 C13 121.13(14) . . ?
C3 C2 C13 122.01(13) . . ?
C4 C3 C2 123.57(13) . . ?
C3 C4 C5 118.00(13) . . ?
C3 C4 C17 123.03(13) . . ?
C5 C4 C17 118.97(13) . . ?
C6 C5 C4 120.10(13) . . ?
C5 C6 N1 127.86(13) . . ?
C5 C6 C1 120.71(13) . . ?
N1 C6 C1 111.24(12) . . ?
C8 C7 N1 128.07(12) . . ?
C8 C7 C12 120.61(12) . . ?
N1 C7 C12 111.23(12) . . ?
C7 C8 C9 120.24(12) . . ?
C10 C9 C8 118.30(13) . . ?
C10 C9 C21 123.18(12) . . ?
C8 C9 C21 118.52(12) . . ?
C9 C10 C11 123.39(13) . . ?
C12 C11 C10 117.01(12) . . ?
C12 C11 C25 121.54(13) . . ?
C10 C11 C25 121.31(12) . . ?
O2 C12 C11 126.84(12) . . ?
O2 C12 C7 112.80(12) . . ?
C11 C12 C7 120.33(13) . . ?
C16 C13 C14 107.77(16) . . ?
C16 C13 C15 108.10(18) . . ?
C14 C13 C15 109.50(16) . . ?
C16 C13 C2 111.72(15) . . ?
C14 C13 C2 108.98(13) . . ?
C15 C13 C2 110.71(15) . . ?
C18 C17 C20 108.20(15) . . ?
C18 C17 C4 110.05(13) . . ?
C20 C17 C4 112.59(14) . . ?
C18 C17 C19 108.67(16) . . ?
C20 C17 C19 108.02(15) . . ?
C4 C17 C19 109.22(13) . . ?
C24 C21 C23 108.09(14) . . ?
C24 C21 C9 113.00(13) . . ?
C23 C21 C9 108.54(13) . . ?
C24 C21 C22 107.78(14) . . ?
C23 C21 C22 109.38(16) . . ?
C9 C21 C22 109.98(13) . . ?
C28 C25 C27 109.51(15) . . ?
C28 C25 C26 107.57(14) . . ?
C27 C25 C26 108.00(14) . . ?
C28 C25 C11 111.42(12) . . ?
C27 C25 C11 107.98(12) . . ?
C26 C25 C11 112.29(13) . . ?
C30 C29 P1 115.63(10) . . ?
C35 C30 C31 116.87(16) . . ?
C35 C30 C29 120.66(14) . . ?
C31 C30 C29 122.35(15) . . ?
C30 C31 C32 120.40(19) . . ?
C33 C32 C31 120.75(19) . . ?
C32 C33 C34 119.81(19) . . ?
C33 C34 C35 119.54(19) . . ?
C30 C35 C34 122.61(17) . . ?
O3 C36 C37 108.36(14) . . ?
O4 C37 C36 108.86(15) . . ?
O4 C38 C39 109.16(15) . . ?
O5 C39 C38 108.29(15) . . ?
O5 C40 C41 108.49(14) . . ?
O6 C41 C40 108.66(15) . . ?
O6 C42 C43 109.06(13) . . ?
O7 C43 C42 108.33(13) . . ?
O7 C43 K1 51.37(7) . . ?
C42 C43 K1 85.62(9) . . ?
O7 C44 C45 109.38(13) . . ?
O8 C45 C44 108.86(14) . . ?
O8 C46 C47 108.83(14) . . ?
O3 C47 C46 107.91(14) . . ?
C50A C49A C48 118.3(4) . . ?
C49A C50A C51A 119.6(9) . . ?
C50A C51A C52A 119.9(11) . . ?
C50B C49B C48 111.1(5) . . ?
C49B C50B C51B 115.9(14) . . ?
C52B C51B C50B 117.5(15) . . ?

####################################################################### 
# 
# 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_ee600
_database_code_depnum_ccdc_archive 'CCDC 2469382'
loop_
_audit_author_name
_audit_author_address
'Geoffrey Gontard'
;Sorbonne Universite, Paris
France
;
_audit_update_record             
;
2025-10-01 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_moiety         'C48 H69 K N O8 P, 2(C4 H10 O)'
_chemical_formula_sum            'C56 H89 K N O10 P'
_chemical_formula_weight         1006.35

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.3868 1.0657 '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                   14.5374(4)
_cell_length_b                   21.5756(6)
_cell_length_c                   19.1473(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.870(2)
_cell_angle_gamma                90
_cell_volume                     5962.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(1)
_cell_measurement_reflns_used    7328
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      67.35

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.02
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.121
_exptl_crystal_F_000             2184
_exptl_absorpt_coefficient_mu    1.448
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
; 
 SADABS : Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;

_diffrn_ambient_temperature      200(1)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   micro-source
_diffrn_source_type              'Incoatec I\uS'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker APEX-II'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker QUAZAR'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            35832
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.098
_diffrn_reflns_theta_max         66.596
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             10486
_reflns_number_gt                7824
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0703P)²+1.6059P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         10486
_refine_ls_number_parameters     811
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0474
_refine_ls_wR_factor_ref         0.1354
_refine_ls_wR_factor_gt          0.1221
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.039

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
K1 K 0.67523(3) 0.35986(2) 0.57525(2) 0.04582(14) Uani 1 1 d . . . . .
P1 P 0.70565(3) 0.36839(2) 0.40522(2) 0.03600(13) Uani 1 1 d . . . . .
O1 O 0.59523(9) 0.34165(6) 0.43675(7) 0.0372(3) Uani 1 1 d . . . . .
O2 O 0.80066(9) 0.39541(7) 0.35902(7) 0.0418(3) Uani 1 1 d . . . . .
O3A O 0.8136(7) 0.4499(5) 0.5859(6) 0.081(3) Uani 0.5 1 d . . P A 1
O4A O 0.8555(13) 0.3243(7) 0.5743(11) 0.076(4) Uani 0.5 1 d . . P A 1
O5A O 0.7195(7) 0.2313(5) 0.5949(5) 0.0615(19) Uani 0.5 1 d . . P A 1
O6A O 0.6231(5) 0.2910(4) 0.6908(4) 0.0548(15) Uani 0.5 1 d . . P A 1
O7A O 0.5385(5) 0.4042(4) 0.6613(4) 0.089(2) Uani 0.5 1 d . . P A 1
O8A O 0.6219(7) 0.4820(4) 0.5656(4) 0.094(2) Uani 0.5 1 d . . P A 1
O3B O 0.8422(6) 0.4379(5) 0.5819(6) 0.0524(17) Uani 0.5 1 d . . P A 2
O4B O 0.8570(15) 0.3075(7) 0.5813(11) 0.067(3) Uani 0.5 1 d . . P A 2
O5B O 0.7054(13) 0.2371(7) 0.6141(7) 0.139(7) Uani 0.5 1 d . . P A 2
O6B O 0.6023(8) 0.3164(5) 0.6914(6) 0.098(3) Uani 0.5 1 d . . P A 2
O7B O 0.5253(4) 0.4203(3) 0.6289(3) 0.0680(14) Uani 0.5 1 d . . P A 2
O8B O 0.6661(4) 0.4919(3) 0.5763(4) 0.0588(15) Uani 0.5 1 d . . P A 2
O9 O 0.83609(16) 0.63373(10) 0.30092(12) 0.0825(6) Uani 1 1 d . . . . .
O10A O 1.0493(4) 0.2053(4) 0.4759(2) 0.176(2) Uani 0.5 1 d . . P B 1
O10B O 1.0493(4) 0.2053(4) 0.4759(2) 0.176(2) Uani 0.5 1 d . . P C 2
N1 N 0.63087(10) 0.39825(7) 0.33272(8) 0.0319(3) Uani 1 1 d . . . . .
C1 C 0.52627(13) 0.33633(9) 0.38311(10) 0.0335(4) Uani 1 1 d . . . . .
C2 C 0.44530(14) 0.30172(9) 0.38439(10) 0.0358(4) Uani 1 1 d . . . . .
C3 C 0.38013(13) 0.30497(9) 0.32436(10) 0.0372(4) Uani 1 1 d . . . . .
H3 H 0.323881 0.282540 0.324303 0.045 Uiso 1 1 calc R U . . .
C4 C 0.39329(13) 0.33917(9) 0.26497(10) 0.0354(4) Uani 1 1 d . . . . .
C5 C 0.47654(13) 0.37157(9) 0.26460(10) 0.0332(4) Uani 1 1 d . . . . .
H5 H 0.487803 0.394626 0.224214 0.040 Uiso 1 1 calc R U . . .
C6 C 0.54265(12) 0.37009(8) 0.32312(9) 0.0300(4) Uani 1 1 d . . . . .
C7 C 0.67700(12) 0.42325(8) 0.27857(10) 0.0306(4) Uani 1 1 d . . . . .
C8 C 0.63988(13) 0.45237(9) 0.21728(10) 0.0340(4) Uani 1 1 d . . . . .
H8 H 0.574861 0.458641 0.208312 0.041 Uiso 1 1 calc R U . . .
C9 C 0.69770(14) 0.47270(9) 0.16826(10) 0.0370(4) Uani 1 1 d . . . . .
C10 C 0.79208(14) 0.46381(10) 0.18383(11) 0.0384(4) Uani 1 1 d . . . . .
H10 H 0.831208 0.476309 0.150061 0.046 Uiso 1 1 calc R U . . .
C11 C 0.83305(13) 0.43736(9) 0.24671(11) 0.0371(4) Uani 1 1 d . . . . .
C12 C 0.77353(13) 0.41824(9) 0.29439(10) 0.0332(4) Uani 1 1 d . . . . .
C13 C 0.42953(16) 0.26279(10) 0.44871(11) 0.0460(5) Uani 1 1 d . . . . .
C14 C 0.4254(2) 0.30609(14) 0.51195(13) 0.0635(7) Uani 1 1 d . . . . .
H14A H 0.415262 0.281521 0.553406 0.095 Uiso 1 1 calc R U . . .
H14B H 0.483893 0.328822 0.521319 0.095 Uiso 1 1 calc R U . . .
H14C H 0.374252 0.335544 0.501470 0.095 Uiso 1 1 calc R U . . .
C15 C 0.50873(18) 0.21616(12) 0.46408(14) 0.0587(6) Uani 1 1 d . . . . .
H15A H 0.498601 0.191240 0.505266 0.088 Uiso 1 1 calc R U . . .
H15B H 0.510650 0.188928 0.423316 0.088 Uiso 1 1 calc R U . . .
H15C H 0.567635 0.238458 0.473498 0.088 Uiso 1 1 calc R U . . .
C16 C 0.33896(18) 0.22597(13) 0.43752(14) 0.0623(7) Uani 1 1 d . . . . .
H16A H 0.331886 0.201853 0.479920 0.093 Uiso 1 1 calc R U . . .
H16B H 0.286681 0.254638 0.427995 0.093 Uiso 1 1 calc R U . . .
H16C H 0.340335 0.197833 0.397474 0.093 Uiso 1 1 calc R U . . .
C17 C 0.31731(14) 0.34090(11) 0.20182(11) 0.0424(5) Uani 1 1 d . . . . .
C18 C 0.2998(2) 0.27546(14) 0.17186(15) 0.0697(7) Uani 1 1 d . . . . .
H18A H 0.283078 0.247831 0.208948 0.105 Uiso 1 1 calc R U . . .
H18B H 0.249146 0.276681 0.133240 0.105 Uiso 1 1 calc R U . . .
H18C H 0.356157 0.260045 0.154252 0.105 Uiso 1 1 calc R U . . .
C19 C 0.22767(18) 0.36501(15) 0.22593(16) 0.0697(8) Uani 1 1 d . . . . .
H19A H 0.210576 0.338942 0.264259 0.105 Uiso 1 1 calc R U . . .
H19B H 0.236721 0.407786 0.242565 0.105 Uiso 1 1 calc R U . . .
H19C H 0.178123 0.363806 0.186464 0.105 Uiso 1 1 calc R U . . .
C20 C 0.3429(2) 0.38167(17) 0.14251(15) 0.0786(9) Uani 1 1 d . . . . .
H20A H 0.400499 0.366509 0.126662 0.118 Uiso 1 1 calc R U . . .
H20B H 0.293108 0.380423 0.103239 0.118 Uiso 1 1 calc R U . . .
H20C H 0.351706 0.424403 0.159340 0.118 Uiso 1 1 calc R U . . .
C21 C 0.65386(16) 0.50152(11) 0.09927(11) 0.0473(5) Uani 1 1 d . . . . .
C22 C 0.5846(2) 0.55213(12) 0.11358(14) 0.0626(7) Uani 1 1 d . . . . .
H22A H 0.557147 0.570098 0.068881 0.094 Uiso 1 1 calc R U . . .
H22B H 0.535603 0.534064 0.138150 0.094 Uiso 1 1 calc R U . . .
H22C H 0.616705 0.584589 0.142872 0.094 Uiso 1 1 calc R U . . .
C23 C 0.7261(2) 0.53110(16) 0.05749(15) 0.0756(9) Uani 1 1 d . . . . .
H23A H 0.695064 0.548918 0.013832 0.113 Uiso 1 1 calc R U . . .
H23B H 0.759188 0.563850 0.085733 0.113 Uiso 1 1 calc R U . . .
H23C H 0.770380 0.499423 0.046203 0.113 Uiso 1 1 calc R U . . .
C24 C 0.6036(2) 0.45039(13) 0.05389(13) 0.0619(7) Uani 1 1 d . . . . .
H24A H 0.575106 0.468213 0.009413 0.093 Uiso 1 1 calc R U . . .
H24B H 0.648155 0.418341 0.044252 0.093 Uiso 1 1 calc R U . . .
H24C H 0.555444 0.431971 0.079028 0.093 Uiso 1 1 calc R U . . .
C25 C 0.93818(14) 0.42939(12) 0.26311(14) 0.0518(6) Uani 1 1 d . . . . .
C26 C 0.98941(17) 0.45269(17) 0.20293(18) 0.0783(9) Uani 1 1 d . . . . .
H26A H 0.968310 0.429537 0.159953 0.117 Uiso 1 1 calc R U . . .
H26B H 0.976543 0.496900 0.195131 0.117 Uiso 1 1 calc R U . . .
H26C H 1.056189 0.446560 0.215154 0.117 Uiso 1 1 calc R U . . .
C27 C 0.97300(18) 0.46659(15) 0.32897(17) 0.0733(8) Uani 1 1 d . . . . .
H27A H 0.941181 0.452538 0.368433 0.110 Uiso 1 1 calc R U . . .
H27B H 1.039885 0.460364 0.340355 0.110 Uiso 1 1 calc R U . . .
H27C H 0.960239 0.510705 0.320332 0.110 Uiso 1 1 calc R U . . .
C28 C 0.96056(17) 0.36044(14) 0.27424(18) 0.0699(8) Uani 1 1 d . . . . .
H28A H 0.937803 0.337327 0.231594 0.105 Uiso 1 1 calc R U . . .
H28B H 1.027768 0.355030 0.284360 0.105 Uiso 1 1 calc R U . . .
H28C H 0.930436 0.344875 0.313885 0.105 Uiso 1 1 calc R U . . .
C29 C 0.72581(14) 0.28978(10) 0.37809(11) 0.0413(5) Uani 1 1 d . . . . .
C30 C 0.74257(15) 0.23643(10) 0.36678(12) 0.0455(5) Uani 1 1 d . . . . .
C31 C 0.75991(16) 0.17242(11) 0.35308(13) 0.0500(5) Uani 1 1 d . . . . .
C32 C 0.7210(2) 0.12636(12) 0.39028(15) 0.0663(7) Uani 1 1 d . . . . .
H32 H 0.682841 0.137365 0.425258 0.080 Uiso 1 1 calc R U . . .
C33 C 0.7370(3) 0.06454(14) 0.3773(2) 0.0859(10) Uani 1 1 d . . . . .
H33 H 0.709863 0.033433 0.403377 0.103 Uiso 1 1 calc R U . . .
C34 C 0.7915(3) 0.04802(15) 0.3272(2) 0.0915(11) Uani 1 1 d . . . . .
H34 H 0.803565 0.005481 0.319211 0.110 Uiso 1 1 calc R U . . .
C35 C 0.8286(3) 0.09223(16) 0.2886(2) 0.0964(12) Uani 1 1 d . . . . .
H35 H 0.865071 0.080446 0.252837 0.116 Uiso 1 1 calc R U . . .
C36 C 0.8136(2) 0.15465(14) 0.30119(18) 0.0774(9) Uani 1 1 d . . . . .
H36 H 0.840178 0.185295 0.274147 0.093 Uiso 1 1 calc R U . . .
C37A C 0.8893(11) 0.4276(7) 0.5550(7) 0.098(4) Uani 0.5 1 d . . P A 1
H37A H 0.938605 0.459512 0.558624 0.118 Uiso 0.5 1 calc R U P A 1
H37B H 0.870116 0.419417 0.504495 0.118 Uiso 0.5 1 calc R U P A 1
C38A C 0.9255(14) 0.3708(8) 0.5893(12) 0.091(6) Uani 0.5 1 d . . P A 1
H38A H 0.983369 0.358115 0.570765 0.109 Uiso 0.5 1 calc R U P A 1
H38B H 0.938962 0.377192 0.640684 0.109 Uiso 0.5 1 calc R U P A 1
C39A C 0.8840(11) 0.2650(9) 0.6017(12) 0.089(7) Uani 0.5 1 d . . P A 1
H39A H 0.889239 0.265384 0.653725 0.107 Uiso 0.5 1 calc R U P A 1
H39B H 0.945034 0.253807 0.587313 0.107 Uiso 0.5 1 calc R U P A 1
C40A C 0.8118(14) 0.2194(7) 0.5725(9) 0.091(5) Uani 0.5 1 d . . P A 1
H40A H 0.806604 0.220582 0.520521 0.110 Uiso 0.5 1 calc R U P A 1
H40B H 0.832191 0.177166 0.587723 0.110 Uiso 0.5 1 calc R U P A 1
C41A C 0.7173(10) 0.2071(5) 0.6626(6) 0.068(3) Uani 0.5 1 d . . P A 1
H41A H 0.768588 0.224321 0.695521 0.082 Uiso 0.5 1 calc R U P A 1
H41B H 0.723361 0.161358 0.662062 0.082 Uiso 0.5 1 calc R U P A 1
C42A C 0.6257(9) 0.2254(6) 0.6845(7) 0.064(3) Uani 0.5 1 d . . P A 1
H42A H 0.574966 0.211196 0.648991 0.077 Uiso 0.5 1 calc R U P A 1
H42B H 0.617430 0.205875 0.730098 0.077 Uiso 0.5 1 calc R U P A 1
C43A C 0.5454(8) 0.3092(6) 0.7224(6) 0.078(3) Uani 0.5 1 d . . P A 1
H43A H 0.547132 0.290056 0.769466 0.093 Uiso 0.5 1 calc R U P A 1
H43B H 0.488076 0.295468 0.693311 0.093 Uiso 0.5 1 calc R U P A 1
C44A C 0.5459(8) 0.3757(7) 0.7286(6) 0.077(3) Uani 0.5 1 d . . P A 1
H44A H 0.493494 0.389012 0.753551 0.092 Uiso 0.5 1 calc R U P A 1
H44B H 0.604129 0.389092 0.756662 0.092 Uiso 0.5 1 calc R U P A 1
C45A C 0.5286(8) 0.4656(5) 0.6630(6) 0.120(4) Uani 0.5 1 d . . P A 1
H45A H 0.578919 0.483718 0.696224 0.144 Uiso 0.5 1 calc R U P A 1
H45B H 0.468785 0.475991 0.679968 0.144 Uiso 0.5 1 calc R U P A 1
C46A C 0.5316(13) 0.4929(8) 0.5911(9) 0.133(9) Uani 0.5 1 d . . P A 1
H46A H 0.481924 0.474208 0.557789 0.160 Uiso 0.5 1 calc R U P A 1
H46B H 0.519958 0.538084 0.592794 0.160 Uiso 0.5 1 calc R U P A 1
C47A C 0.6929(17) 0.5226(7) 0.5869(10) 0.170(11) Uani 0.5 1 d . . P A 1
H47A H 0.707400 0.521178 0.638727 0.204 Uiso 0.5 1 calc R U P A 1
H47B H 0.673935 0.565339 0.573155 0.204 Uiso 0.5 1 calc R U P A 1
C48A C 0.7767(10) 0.5048(6) 0.5531(8) 0.124(7) Uani 0.5 1 d . . P A 1
H48A H 0.759451 0.497527 0.502124 0.149 Uiso 0.5 1 calc R U P A 1
H48B H 0.823272 0.538387 0.558947 0.149 Uiso 0.5 1 calc R U P A 1
C37B C 0.9164(8) 0.4061(6) 0.5554(8) 0.060(2) Uani 0.5 1 d . . P A 2
H37C H 0.973094 0.431997 0.560823 0.072 Uiso 0.5 1 calc R U P A 2
H37D H 0.900241 0.396487 0.504877 0.072 Uiso 0.5 1 calc R U P A 2
C38B C 0.9324(15) 0.3468(7) 0.5977(12) 0.067(4) Uani 0.5 1 d . . P A 2
H38C H 0.989733 0.326348 0.586476 0.081 Uiso 0.5 1 calc R U P A 2
H38D H 0.939660 0.356499 0.648594 0.081 Uiso 0.5 1 calc R U P A 2
C39B C 0.8672(14) 0.2468(10) 0.6108(13) 0.100(7) Uani 0.5 1 d . . P A 2
H39C H 0.880493 0.249628 0.662593 0.121 Uiso 0.5 1 calc R U P A 2
H39D H 0.919794 0.225381 0.592729 0.121 Uiso 0.5 1 calc R U P A 2
C40B C 0.7815(18) 0.2111(8) 0.5919(10) 0.138(11) Uani 0.5 1 d . . P A 2
H40C H 0.771038 0.206650 0.540078 0.166 Uiso 0.5 1 calc R U P A 2
H40D H 0.789891 0.169054 0.612298 0.166 Uiso 0.5 1 calc R U P A 2
C41B C 0.6795(12) 0.2228(7) 0.6818(7) 0.095(7) Uani 0.5 1 d . . P A 2
H41C H 0.731689 0.233884 0.717588 0.114 Uiso 0.5 1 calc R U P A 2
H41D H 0.670429 0.177394 0.684470 0.114 Uiso 0.5 1 calc R U P A 2
C42B C 0.5961(9) 0.2532(8) 0.7003(7) 0.095(5) Uani 0.5 1 d . . P A 2
H42C H 0.541224 0.237108 0.670111 0.114 Uiso 0.5 1 calc R U P A 2
H42D H 0.588302 0.243912 0.749833 0.114 Uiso 0.5 1 calc R U P A 2
C43B C 0.5269(13) 0.3465(8) 0.7175(9) 0.100(6) Uani 0.5 1 d . . P A 2
H43C H 0.529262 0.339974 0.768864 0.120 Uiso 0.5 1 calc R U P A 2
H43D H 0.467382 0.330141 0.694257 0.120 Uiso 0.5 1 calc R U P A 2
C44B C 0.5359(8) 0.4113(6) 0.7020(7) 0.094(3) Uani 0.5 1 d . . P A 2
H44C H 0.488150 0.435258 0.723169 0.113 Uiso 0.5 1 calc R U P A 2
H44D H 0.597592 0.426388 0.722558 0.113 Uiso 0.5 1 calc R U P A 2
C45B C 0.5118(8) 0.4824(5) 0.6063(7) 0.065(4) Uani 0.5 1 d . . P A 2
H45C H 0.465986 0.502005 0.633634 0.079 Uiso 0.5 1 calc R U P A 2
H45D H 0.485063 0.482373 0.556198 0.079 Uiso 0.5 1 calc R U P A 2
C46B C 0.5990(6) 0.5213(3) 0.6139(6) 0.091(3) Uani 0.5 1 d . . P A 2
H46C H 0.585085 0.563344 0.594631 0.110 Uiso 0.5 1 calc R U P A 2
H46D H 0.623401 0.525366 0.664170 0.110 Uiso 0.5 1 calc R U P A 2
C47B C 0.7469(7) 0.5279(6) 0.5779(6) 0.063(2) Uani 0.5 1 d . . P A 2
H47C H 0.771319 0.537502 0.627237 0.075 Uiso 0.5 1 calc R U P A 2
H47D H 0.732624 0.567455 0.552752 0.075 Uiso 0.5 1 calc R U P A 2
C48B C 0.8180(5) 0.4922(4) 0.5432(5) 0.0523(18) Uani 0.5 1 d . . P A 2
H48C H 0.792541 0.481269 0.494545 0.063 Uiso 0.5 1 calc R U P A 2
H48D H 0.873794 0.518182 0.541132 0.063 Uiso 0.5 1 calc R U P A 2
C49 C 0.7584(3) 0.59865(18) 0.3127(2) 0.0973(11) Uani 1 1 d . . . . .
H49A H 0.759707 0.558565 0.287702 0.117 Uiso 1 1 calc R U . . .
H49B H 0.701464 0.620987 0.293604 0.117 Uiso 1 1 calc R U . . .
C50 C 0.7565(4) 0.5874(3) 0.3863(3) 0.153(2) Uani 1 1 d . . . . .
H50A H 0.701629 0.562851 0.393080 0.229 Uiso 1 1 calc R U . . .
H50B H 0.812443 0.564725 0.405131 0.229 Uiso 1 1 calc R U . . .
H50C H 0.754260 0.627081 0.411027 0.229 Uiso 1 1 calc R U . . .
C51 C 0.8391(3) 0.6448(2) 0.2294(2) 0.1049(12) Uani 1 1 d . . . . .
H51A H 0.779785 0.663403 0.208773 0.126 Uiso 1 1 calc R U . . .
H51B H 0.847211 0.605044 0.205086 0.126 Uiso 1 1 calc R U . . .
C52 C 0.9136(4) 0.6856(3) 0.2190(3) 0.153(2) Uani 1 1 d . . . . .
H52A H 0.914391 0.692680 0.168571 0.230 Uiso 1 1 calc R U . . .
H52B H 0.905039 0.725136 0.242544 0.230 Uiso 1 1 calc R U . . .
H52C H 0.972377 0.666853 0.238861 0.230 Uiso 1 1 calc R U . . .
C53A C 0.9937(12) 0.1553(10) 0.4671(8) 0.155(4) Uani 0.5 1 d . . P B 1
H53A H 0.976690 0.149336 0.415875 0.186 Uiso 0.5 1 calc R U P B 1
H53B H 0.935900 0.165124 0.487394 0.186 Uiso 0.5 1 calc R U P B 1
C54A C 1.0333(19) 0.0884(12) 0.5007(13) 0.192(9) Uani 0.5 1 d . . P B 1
H54A H 0.985939 0.056356 0.490341 0.287 Uiso 0.5 1 calc R U P B 1
H54B H 1.089256 0.076746 0.479908 0.287 Uiso 0.5 1 calc R U P B 1
H54C H 1.048275 0.092607 0.551763 0.287 Uiso 0.5 1 calc R U P B 1
C55A C 1.0059(7) 0.2601(6) 0.4431(4) 0.122(3) Uani 0.5 1 d . . P B 1
H55A H 0.985716 0.252956 0.392545 0.146 Uiso 0.5 1 calc R U P B 1
H55B H 0.951713 0.272842 0.466464 0.146 Uiso 0.5 1 calc R U P B 1
C56A C 1.0775(6) 0.3058(5) 0.4526(4) 0.199(3) Uani 0.5 1 d . . P B 1
H56A H 1.054169 0.345067 0.431764 0.299 Uiso 0.5 1 calc R U P B 1
H56B H 1.096815 0.311661 0.502981 0.299 Uiso 0.5 1 calc R U P B 1
H56C H 1.130569 0.291921 0.429604 0.299 Uiso 0.5 1 calc R U P B 1
C55B C 1.1087(15) 0.244(2) 0.5087(10) 0.48(4) Uani 0.5 1 d . . P C 2
H55C H 1.173731 0.230379 0.507537 0.575 Uiso 0.5 1 calc R U P C 2
H55D H 1.096859 0.251618 0.557702 0.575 Uiso 0.5 1 calc R U P C 2
C53B C 1.0559(19) 0.1317(13) 0.5135(12) 0.199(8) Uani 0.5 1 d . . P C 2
H53C H 1.118355 0.113539 0.512963 0.239 Uiso 0.5 1 calc R U P C 2
H53D H 1.040960 0.132891 0.562638 0.239 Uiso 0.5 1 calc R U P C 2
C54B C 0.998(2) 0.1027(17) 0.4763(15) 0.310(19) Uani 0.5 1 d . . P C 2
H54D H 0.996758 0.059955 0.493393 0.466 Uiso 0.5 1 calc R U P C 2
H54E H 0.937513 0.121926 0.477287 0.466 Uiso 0.5 1 calc R U P C 2
H54F H 1.014313 0.102722 0.427994 0.466 Uiso 0.5 1 calc R U P C 2
C56B C 1.0775(6) 0.3058(5) 0.4526(4) 0.199(3) Uani 0.5 1 d . . P C 2
H56D H 1.115360 0.341973 0.467923 0.299 Uiso 0.5 1 calc R U P C 2
H56E H 1.087636 0.294689 0.404494 0.299 Uiso 0.5 1 calc R U P C 2
H56F H 1.011898 0.315616 0.453921 0.299 Uiso 0.5 1 calc R U P C 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
K1 O4A 2.733(18) . ?
K1 O6B 2.740(12) . ?
K1 O8A 2.746(7) . ?
K1 O5B 2.772(15) . ?
K1 O3A 2.787(11) . ?
K1 O1 2.7931(13) . ?
K1 O7B 2.836(6) . ?
K1 O6A 2.842(9) . ?
K1 O8B 2.851(7) . ?
K1 O5A 2.863(13) . ?
K1 O4B 2.864(19) . ?
K1 O7A 2.891(8) . ?
P1 N1 1.7785(16) . ?
P1 C29 1.808(2) . ?
P1 O2 1.8227(14) . ?
P1 O1 1.8724(14) . ?
O1 C1 1.352(2) . ?
O2 C12 1.346(2) . ?
O3A C37A 1.394(16) . ?
O3A C48A 1.416(15) . ?
O4A C39A 1.426(17) . ?
O4A C38A 1.43(3) . ?
O5A C41A 1.400(17) . ?
O5A C40A 1.48(2) . ?
O6A C43A 1.399(14) . ?
O6A C42A 1.422(16) . ?
O7A C45A 1.335(13) . ?
O7A C44A 1.421(15) . ?
O8A C47A 1.378(18) . ?
O8A C46A 1.473(19) . ?
O3B C48B 1.407(13) . ?
O3B C37B 1.423(10) . ?
O4B C38B 1.39(3) . ?
O4B C39B 1.428(18) . ?
O5B C40B 1.35(3) . ?
O5B C41B 1.43(2) . ?
O6B C42B 1.379(15) . ?
O6B C43B 1.42(2) . ?
O7B C44B 1.404(13) . ?
O7B C45B 1.415(14) . ?
O8B C47B 1.405(14) . ?
O8B C46B 1.429(11) . ?
O9 C51 1.395(4) . ?
O9 C49 1.400(4) . ?
O10A C53A 1.346(19) . ?
O10A C55A 1.448(11) . ?
O10B C55B 1.30(4) . ?
O10B C53B 1.74(3) . ?
N1 C7 1.408(2) . ?
N1 C6 1.411(2) . ?
C1 C2 1.397(3) . ?
C1 C6 1.404(3) . ?
C2 C3 1.401(3) . ?
C2 C13 1.531(3) . ?
C3 C4 1.388(3) . ?
C4 C5 1.398(3) . ?
C4 C17 1.538(3) . ?
C5 C6 1.387(3) . ?
C7 C8 1.383(3) . ?
C7 C12 1.404(3) . ?
C8 C9 1.403(3) . ?
C9 C10 1.382(3) . ?
C9 C21 1.528(3) . ?
C10 C11 1.399(3) . ?
C11 C12 1.393(3) . ?
C11 C25 1.533(3) . ?
C13 C16 1.531(3) . ?
C13 C15 1.531(3) . ?
C13 C14 1.536(3) . ?
C17 C20 1.518(3) . ?
C17 C19 1.525(3) . ?
C17 C18 1.534(4) . ?
C21 C22 1.532(4) . ?
C21 C23 1.534(3) . ?
C21 C24 1.534(3) . ?
C25 C27 1.529(4) . ?
C25 C26 1.530(4) . ?
C25 C28 1.532(4) . ?
C29 C30 1.202(3) . ?
C30 C31 1.434(3) . ?
C31 C32 1.382(4) . ?
C31 C36 1.389(4) . ?
C32 C33 1.381(4) . ?
C33 C34 1.363(5) . ?
C34 C35 1.356(5) . ?
C35 C36 1.390(4) . ?
C37A C38A 1.459(19) . ?
C39A C40A 1.50(3) . ?
C41A C42A 1.496(18) . ?
C43A C44A 1.438(18) . ?
C45A C46A 1.503(18) . ?
C47A C48A 1.50(3) . ?
C37B C38B 1.517(17) . ?
C39B C40B 1.47(3) . ?
C41B C42B 1.459(19) . ?
C43B C44B 1.44(2) . ?
C45B C46B 1.513(13) . ?
C47B C48B 1.506(12) . ?
C49 C50 1.433(6) . ?
C51 C52 1.427(7) . ?
C53A C54A 1.66(3) . ?
C55A C56A 1.428(13) . ?
C55B C56B 1.74(4) . ?
C53B C54B 1.21(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
O4A K1 O8A 122.2(4) . . ?
O6B K1 O5B 61.3(4) . . ?
O4A K1 O3A 60.8(4) . . ?
O8A K1 O3A 62.1(3) . . ?
O4A K1 O1 104.2(5) . . ?
O6B K1 O1 124.4(2) . . ?
O8A K1 O1 89.38(16) . . ?
O5B K1 O1 98.9(3) . . ?
O3A K1 O1 112.5(2) . . ?
O6B K1 O7B 58.3(3) . . ?
O5B K1 O7B 116.5(4) . . ?
O1 K1 O7B 99.08(13) . . ?
O4A K1 O6A 101.8(4) . . ?
O8A K1 O6A 117.0(2) . . ?
O3A K1 O6A 124.4(3) . . ?
O1 K1 O6A 123.10(16) . . ?
O6B K1 O8B 108.2(3) . . ?
O5B K1 O8B 163.4(3) . . ?
O1 K1 O8B 97.64(15) . . ?
O7B K1 O8B 60.00(17) . . ?
O4A K1 O5A 61.8(4) . . ?
O8A K1 O5A 174.7(3) . . ?
O3A K1 O5A 121.1(3) . . ?
O1 K1 O5A 92.88(16) . . ?
O6A K1 O5A 57.8(3) . . ?
O6B K1 O4B 106.1(4) . . ?
O5B K1 O4B 59.8(5) . . ?
O1 K1 O4B 105.1(4) . . ?
O7B K1 O4B 155.8(5) . . ?
O8B K1 O4B 115.9(4) . . ?
O4A K1 O7A 145.3(5) . . ?
O8A K1 O7A 60.9(3) . . ?
O3A K1 O7A 105.5(3) . . ?
O1 K1 O7A 110.54(14) . . ?
O6A K1 O7A 57.6(2) . . ?
O5A K1 O7A 113.8(3) . . ?
N1 P1 C29 102.74(8) . . ?
N1 P1 O2 86.17(7) . . ?
C29 P1 O2 90.13(8) . . ?
N1 P1 O1 84.01(7) . . ?
C29 P1 O1 88.75(8) . . ?
O2 P1 O1 169.62(6) . . ?
N1 P1 K1 129.83(5) . . ?
C29 P1 K1 105.85(7) . . ?
O2 P1 K1 133.36(5) . . ?
O1 P1 K1 56.68(4) . . ?
C1 O1 P1 111.58(11) . . ?
C1 O1 K1 156.95(11) . . ?
P1 O1 K1 89.26(5) . . ?
C12 O2 P1 114.04(12) . . ?
C37A O3A C48A 112.1(11) . . ?
C37A O3A K1 109.1(8) . . ?
C48A O3A K1 108.5(7) . . ?
C39A O4A C38A 112.7(16) . . ?
C39A O4A K1 119.1(12) . . ?
C38A O4A K1 117.4(11) . . ?
C41A O5A C40A 109.0(10) . . ?
C41A O5A K1 117.0(7) . . ?
C40A O5A K1 109.1(8) . . ?
C43A O6A C42A 110.3(9) . . ?
C43A O6A K1 119.6(7) . . ?
C42A O6A K1 116.2(7) . . ?
C45A O7A C44A 113.8(10) . . ?
C45A O7A K1 115.2(7) . . ?
C44A O7A K1 113.0(5) . . ?
C47A O8A C46A 117.8(13) . . ?
C47A O8A K1 113.2(8) . . ?
C46A O8A K1 112.8(9) . . ?
C48B O3B C37B 111.5(9) . . ?
C48B O3B K1 107.5(6) . . ?
C37B O3B K1 111.4(8) . . ?
C38B O4B C39B 115.4(17) . . ?
C38B O4B K1 117.8(10) . . ?
C39B O4B K1 115.4(13) . . ?
C40B O5B C41B 120.7(16) . . ?
C40B O5B K1 114.8(12) . . ?
C41B O5B K1 113.6(10) . . ?
C42B O6B C43B 110.2(11) . . ?
C42B O6B K1 118.4(9) . . ?
C43B O6B K1 121.4(9) . . ?
C44B O7B C45B 115.5(8) . . ?
C44B O7B K1 107.5(6) . . ?
C45B O7B K1 114.1(5) . . ?
C47B O8B C46B 111.2(7) . . ?
C47B O8B K1 120.9(5) . . ?
C46B O8B K1 118.9(5) . . ?
C51 O9 C49 111.8(3) . . ?
C53A O10A C55A 112.1(9) . . ?
C55B O10B C53B 112.3(18) . . ?
C7 N1 C6 125.07(15) . . ?
C7 N1 P1 114.40(12) . . ?
C6 N1 P1 114.01(12) . . ?
O1 C1 C2 125.61(17) . . ?
O1 C1 C6 113.24(16) . . ?
C2 C1 C6 121.16(18) . . ?
C1 C2 C3 116.59(17) . . ?
C1 C2 C13 121.01(18) . . ?
C3 C2 C13 122.40(18) . . ?
C4 C3 C2 123.55(18) . . ?
C3 C4 C5 118.31(18) . . ?
C3 C4 C17 120.05(17) . . ?
C5 C4 C17 121.64(17) . . ?
C6 C5 C4 120.07(17) . . ?
C5 C6 C1 120.26(17) . . ?
C5 C6 N1 128.80(17) . . ?
C1 C6 N1 110.93(16) . . ?
C8 C7 C12 119.78(17) . . ?
C8 C7 N1 128.85(17) . . ?
C12 C7 N1 111.32(16) . . ?
C7 C8 C9 120.38(18) . . ?
C10 C9 C8 118.08(18) . . ?
C10 C9 C21 122.92(18) . . ?
C8 C9 C21 118.96(18) . . ?
C9 C10 C11 123.48(18) . . ?
C12 C11 C10 116.79(17) . . ?
C12 C11 C25 120.97(19) . . ?
C10 C11 C25 122.24(19) . . ?
O2 C12 C11 125.03(17) . . ?
O2 C12 C7 113.69(16) . . ?
C11 C12 C7 121.25(18) . . ?
C2 C13 C16 112.42(19) . . ?
C2 C13 C15 109.50(18) . . ?
C16 C13 C15 107.5(2) . . ?
C2 C13 C14 108.92(18) . . ?
C16 C13 C14 108.2(2) . . ?
C15 C13 C14 110.4(2) . . ?
C20 C17 C19 108.9(2) . . ?
C20 C17 C18 107.4(2) . . ?
C19 C17 C18 108.5(2) . . ?
C20 C17 C4 112.65(18) . . ?
C19 C17 C4 109.25(18) . . ?
C18 C17 C4 110.06(19) . . ?
C9 C21 C22 110.51(19) . . ?
C9 C21 C23 112.28(19) . . ?
C22 C21 C23 107.6(2) . . ?
C9 C21 C24 108.55(19) . . ?
C22 C21 C24 109.6(2) . . ?
C23 C21 C24 108.3(2) . . ?
C27 C25 C26 107.8(2) . . ?
C27 C25 C28 110.6(2) . . ?
C26 C25 C28 108.0(2) . . ?
C27 C25 C11 109.5(2) . . ?
C26 C25 C11 111.8(2) . . ?
C28 C25 C11 109.11(19) . . ?
C30 C29 P1 173.60(19) . . ?
C29 C30 C31 178.4(2) . . ?
C32 C31 C36 118.0(2) . . ?
C32 C31 C30 120.4(2) . . ?
C36 C31 C30 121.5(2) . . ?
C33 C32 C31 120.9(3) . . ?
C34 C33 C32 120.2(3) . . ?
C35 C34 C33 120.1(3) . . ?
C34 C35 C36 120.4(3) . . ?
C31 C36 C35 120.3(3) . . ?
O3A C37A C38A 111.0(13) . . ?
O3A C37A K1 48.8(6) . . ?
C38A C37A K1 82.9(10) . . ?
O4A C38A C37A 106.8(15) . . ?
O4A C39A C40A 107.0(16) . . ?
O5A C40A C39A 113.4(12) . . ?
O5A C41A C42A 106.3(12) . . ?
O6A C42A C41A 108.8(9) . . ?
O6A C43A C44A 108.6(10) . . ?
O7A C44A C43A 110.9(9) . . ?
O7A C45A C46A 110.6(11) . . ?
O8A C46A C45A 111.3(11) . . ?
O8A C47A C48A 109.2(13) . . ?
O8A C47A K1 45.7(5) . . ?
C48A C47A K1 76.9(7) . . ?
O3A C48A C47A 107.9(11) . . ?
O3A C48A K1 49.0(6) . . ?
C47A C48A K1 78.5(7) . . ?
O3B C37B C38B 106.9(13) . . ?
O4B C38B C37B 109.2(17) . . ?
O4B C39B C40B 109.7(17) . . ?
O5B C40B C39B 114.0(17) . . ?
O5B C41B C42B 116.1(12) . . ?
O6B C42B C41B 110.3(12) . . ?
O6B C43B C44B 106.2(11) . . ?
O7B C44B C43B 109.7(9) . . ?
O7B C44B K1 50.2(4) . . ?
C43B C44B K1 84.8(8) . . ?
O7B C45B C46B 114.3(10) . . ?
O8B C46B C45B 108.7(7) . . ?
O8B C47B C48B 108.9(10) . . ?
O3B C48B C47B 109.6(10) . . ?
O9 C49 C50 111.2(4) . . ?
O9 C51 C52 110.8(4) . . ?
O10A C53A C54A 118.2(17) . . ?
C56A C55A O10A 103.6(7) . . ?
O10B C55B C56B 94.8(12) . . ?
C54B C53B O10B 103(2) . . ?

####################################################################### 
# 
# 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_ee500
_database_code_depnum_ccdc_archive 'CCDC 2469386'
loop_
_audit_author_name
_audit_author_address
'Geoffrey Gontard'
;Sorbonne Universite, Paris
France
;
_audit_update_record             
;
2025-10-01 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_moiety         '0.75(C41 H51 F N O2 P) 0.25(C42 H54 N O2 P)'
_chemical_formula_sum            'C41.25 H51.75 F0.75 N O2 P'
_chemical_formula_weight         638.80

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   10.5896(4)
_cell_length_b                   15.6048(5)
_cell_length_c                   22.7972(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.184(2)
_cell_angle_gamma                90
_cell_volume                     3767.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(1)
_cell_measurement_reflns_used    7715
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      24.03

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.126
_exptl_crystal_F_000             1376
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;

_diffrn_ambient_temperature      200(1)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_source                   'fine-focus sealed tube'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker APEX-II'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            33757
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.118
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        26.372
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7708
_reflns_number_gt                5396
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0502P)²+4.3886P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7708
_refine_ls_number_parameters     543
_refine_ls_number_restraints     208
_refine_ls_R_factor_all          0.1120
_refine_ls_R_factor_gt           0.0768
_refine_ls_wR_factor_ref         0.1835
_refine_ls_wR_factor_gt          0.1674
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.692
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.045

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 0.89534(6) 0.58473(5) 0.70572(4) 0.0407(2) Uani 1 1 d . . . . .
F1 F 1.0512(5) 0.9040(2) 0.82331(17) 0.0995(13) Uani 0.75 1 d . . P A 1
O1 O 0.88542(17) 0.61731(14) 0.63401(9) 0.0491(6) Uani 1 1 d . . . . .
O2 O 0.89302(17) 0.53867(17) 0.77503(9) 0.0547(6) Uani 1 1 d . . . . .
N1 N 0.73382(19) 0.57412(16) 0.70461(10) 0.0388(6) Uani 1 1 d . . . . .
C1 C 0.7652(3) 0.62770(19) 0.61261(14) 0.0426(7) Uani 1 1 d . . . . .
C2 C 0.7359(3) 0.6575(2) 0.55697(15) 0.0502(8) Uani 1 1 d . . . . .
C3 C 0.6073(3) 0.6633(2) 0.54412(15) 0.0548(9) Uani 1 1 d . . . . .
H3 H 0.582893 0.684078 0.506577 0.066 Uiso 1 1 calc R U . . .
C4 C 0.5130(3) 0.6404(2) 0.58343(15) 0.0542(9) Uani 1 1 d . . . . .
C5 C 0.5475(3) 0.6086(2) 0.63809(14) 0.0475(8) Uani 1 1 d . . . . .
H5 H 0.484822 0.590871 0.665217 0.057 Uiso 1 1 calc R U . . .
C6 C 0.6742(2) 0.60293(19) 0.65257(13) 0.0402(7) Uani 1 1 d . . . . .
C7 C 0.6803(2) 0.54946(19) 0.75841(12) 0.0371(6) Uani 1 1 d . . . . .
C8 C 0.5550(2) 0.53959(18) 0.77429(13) 0.0380(7) Uani 1 1 d . . . . .
H8 H 0.489461 0.549891 0.746639 0.046 Uiso 1 1 calc R U . . .
C9 C 0.5265(2) 0.51449(19) 0.83103(13) 0.0407(7) Uani 1 1 d . . . . .
C10 C 0.6242(3) 0.5012(2) 0.87064(14) 0.0539(9) Uani 1 1 d . . . . .
H10 H 0.603383 0.485169 0.909626 0.065 Uiso 1 1 calc R U . . .
C11 C 0.7517(3) 0.5101(3) 0.85626(14) 0.0595(10) Uani 1 1 d . . . . .
C12 C 0.7759(2) 0.5320(2) 0.79899(13) 0.0476(8) Uani 1 1 d . . . . .
C13 C 0.8405(3) 0.6803(3) 0.51284(17) 0.0677(11) Uani 1 1 d . . . . .
C14 C 0.9232(4) 0.6017(3) 0.50228(18) 0.0812(13) Uani 1 1 d . . . . .
H14A H 0.871266 0.555017 0.486547 0.122 Uiso 1 1 calc R U . . .
H14B H 0.989692 0.616009 0.474124 0.122 Uiso 1 1 calc R U . . .
H14C H 0.961774 0.583552 0.539397 0.122 Uiso 1 1 calc R U . . .
C15 C 0.9216(4) 0.7537(3) 0.5375(2) 0.0928(15) Uani 1 1 d . . . . .
H15A H 0.868235 0.804039 0.544245 0.139 Uiso 1 1 calc R U . . .
H15B H 0.960116 0.735684 0.574664 0.139 Uiso 1 1 calc R U . . .
H15C H 0.988035 0.768141 0.509390 0.139 Uiso 1 1 calc R U . . .
C16 C 0.7846(4) 0.7082(4) 0.4534(2) 0.1011(17) Uani 1 1 d . . . . .
H16A H 0.730954 0.758685 0.459002 0.152 Uiso 1 1 calc R U . . .
H16B H 0.853190 0.722232 0.426301 0.152 Uiso 1 1 calc R U . . .
H16C H 0.733894 0.661317 0.437009 0.152 Uiso 1 1 calc R U . . .
C17A C 0.3821(19) 0.6423(11) 0.5615(7) 0.055(3) Uani 0.6 1 d . . P B 1
C18A C 0.3406(15) 0.7335(8) 0.5411(8) 0.090(4) Uani 0.6 1 d . . P B 1
H18A H 0.253137 0.731399 0.526977 0.136 Uiso 0.6 1 calc R U P B 1
H18B H 0.346567 0.773370 0.574223 0.136 Uiso 0.6 1 calc R U P B 1
H18C H 0.395866 0.752917 0.509432 0.136 Uiso 0.6 1 calc R U P B 1
C19A C 0.2866(6) 0.6145(9) 0.6071(4) 0.112(4) Uani 0.6 1 d . . P B 1
H19A H 0.201496 0.616979 0.590120 0.168 Uiso 0.6 1 calc R U P B 1
H19B H 0.305040 0.555692 0.619508 0.168 Uiso 0.6 1 calc R U P B 1
H19C H 0.291464 0.652862 0.641029 0.168 Uiso 0.6 1 calc R U P B 1
C20A C 0.3569(7) 0.5843(6) 0.5059(4) 0.090(2) Uani 0.6 1 d . . P B 1
H20A H 0.268029 0.589165 0.494212 0.135 Uiso 0.6 1 calc R U P B 1
H20B H 0.410828 0.603207 0.473554 0.135 Uiso 0.6 1 calc R U P B 1
H20C H 0.376098 0.524430 0.515453 0.135 Uiso 0.6 1 calc R U P B 1
C17B C 0.359(3) 0.656(2) 0.5727(14) 0.070(5) Uani 0.4 1 d . . P B 2
C18B C 0.2965(10) 0.6944(10) 0.6264(6) 0.093(4) Uani 0.4 1 d . . P B 2
H18D H 0.300835 0.653501 0.658948 0.140 Uiso 0.4 1 calc R U P B 2
H18E H 0.340647 0.747279 0.637436 0.140 Uiso 0.4 1 calc R U P B 2
H18F H 0.207970 0.707479 0.617555 0.140 Uiso 0.4 1 calc R U P B 2
C19B C 0.3147(12) 0.5660(10) 0.5631(10) 0.128(6) Uani 0.4 1 d . . P B 2
H19D H 0.323523 0.533439 0.599608 0.192 Uiso 0.4 1 calc R U P B 2
H19E H 0.225937 0.566423 0.550848 0.192 Uiso 0.4 1 calc R U P B 2
H19F H 0.365983 0.539153 0.532414 0.192 Uiso 0.4 1 calc R U P B 2
C20B C 0.354(2) 0.716(2) 0.5233(13) 0.148(12) Uani 0.4 1 d . . P B 2
H20D H 0.385031 0.772006 0.535892 0.222 Uiso 0.4 1 calc R U P B 2
H20E H 0.406106 0.694249 0.491211 0.222 Uiso 0.4 1 calc R U P B 2
H20F H 0.266060 0.721519 0.509646 0.222 Uiso 0.4 1 calc R U P B 2
C21A C 0.3886(3) 0.5029(2) 0.85118(14) 0.0480(8) Uani 0.8 1 d . . P C 1
C22A C 0.3555(6) 0.5748(4) 0.8919(3) 0.0871(19) Uani 0.8 1 d . . P C 1
H22A H 0.366542 0.629631 0.871656 0.131 Uiso 0.8 1 calc R U P C 1
H22B H 0.267424 0.568846 0.904324 0.131 Uiso 0.8 1 calc R U P C 1
H22C H 0.410910 0.572807 0.926405 0.131 Uiso 0.8 1 calc R U P C 1
C23A C 0.2976(4) 0.5047(6) 0.7989(2) 0.088(2) Uani 0.8 1 d . . P C 1
H23A H 0.318354 0.457893 0.771875 0.132 Uiso 0.8 1 calc R U P C 1
H23B H 0.210782 0.497631 0.812838 0.132 Uiso 0.8 1 calc R U P C 1
H23C H 0.305344 0.559622 0.778369 0.132 Uiso 0.8 1 calc R U P C 1
C24A C 0.3732(5) 0.4166(4) 0.8804(4) 0.0899(19) Uani 0.8 1 d . . P C 1
H24A H 0.395527 0.371175 0.852594 0.135 Uiso 0.8 1 calc R U P C 1
H24B H 0.428714 0.413311 0.914759 0.135 Uiso 0.8 1 calc R U P C 1
H24C H 0.285227 0.409350 0.892678 0.135 Uiso 0.8 1 calc R U P C 1
C21B C 0.3886(3) 0.5029(2) 0.85118(14) 0.0480(8) Uani 0.2 1 d . . P C 2
C22B C 0.324(2) 0.588(2) 0.842(2) 0.143(14) Uani 0.2 1 d . . P C 2
H22D H 0.367072 0.632066 0.864461 0.214 Uiso 0.2 1 calc R U P C 2
H22E H 0.326465 0.602423 0.799900 0.214 Uiso 0.2 1 calc R U P C 2
H22F H 0.235733 0.583435 0.854378 0.214 Uiso 0.2 1 calc R U P C 2
C23B C 0.319(3) 0.438(2) 0.8154(14) 0.119(11) Uani 0.2 1 d . . P C 2
H23D H 0.358627 0.381290 0.820571 0.179 Uiso 0.2 1 calc R U P C 2
H23E H 0.230821 0.434751 0.828390 0.179 Uiso 0.2 1 calc R U P C 2
H23F H 0.321553 0.453738 0.773911 0.179 Uiso 0.2 1 calc R U P C 2
C24B C 0.372(2) 0.477(3) 0.9174(10) 0.117(11) Uani 0.2 1 d . . P C 2
H24D H 0.416139 0.518929 0.942248 0.176 Uiso 0.2 1 calc R U P C 2
H24E H 0.281620 0.477558 0.927166 0.176 Uiso 0.2 1 calc R U P C 2
H24F H 0.406612 0.420131 0.923938 0.176 Uiso 0.2 1 calc R U P C 2
C25 C 0.8580(3) 0.5000(4) 0.90140(17) 0.0962(18) Uani 1 1 d . . . . .
C26 C 0.8059(4) 0.4827(5) 0.96275(19) 0.153(3) Uani 1 1 d . . . . .
H26A H 0.751781 0.530506 0.974717 0.229 Uiso 1 1 calc R U . . .
H26B H 0.756426 0.429629 0.962269 0.229 Uiso 1 1 calc R U . . .
H26C H 0.876098 0.476882 0.990582 0.229 Uiso 1 1 calc R U . . .
C27 C 0.9419(5) 0.4259(5) 0.8828(2) 0.132(3) Uani 1 1 d . . . . .
H27A H 0.975260 0.437057 0.843479 0.198 Uiso 1 1 calc R U . . .
H27B H 1.012134 0.420100 0.910614 0.198 Uiso 1 1 calc R U . . .
H27C H 0.892461 0.372847 0.882302 0.198 Uiso 1 1 calc R U . . .
C28 C 0.9357(4) 0.5830(5) 0.90384(19) 0.128(3) Uani 1 1 d . . . . .
H28A H 0.881253 0.630619 0.915851 0.192 Uiso 1 1 calc R U . . .
H28B H 1.004713 0.576424 0.932247 0.192 Uiso 1 1 calc R U . . .
H28C H 0.970866 0.595035 0.864977 0.192 Uiso 1 1 calc R U . . .
C29 C 1.0211(3) 0.5101(2) 0.68632(14) 0.0448(7) Uani 1 1 d . . . . .
H29A H 1.061243 0.529209 0.649403 0.054 Uiso 1 1 calc R U . . .
H29B H 1.086370 0.510579 0.717506 0.054 Uiso 1 1 calc R U . . .
C30 C 0.9727(3) 0.4207(2) 0.67863(13) 0.0460(7) Uani 1 1 d . . . . .
C31 C 0.8859(4) 0.4005(2) 0.63539(14) 0.0585(9) Uani 1 1 d . . . . .
H31 H 0.853739 0.444468 0.610717 0.070 Uiso 1 1 calc R U . . .
C32 C 0.8450(4) 0.3168(3) 0.62757(17) 0.0732(11) Uani 1 1 d . . . . .
H32 H 0.785796 0.303811 0.597441 0.088 Uiso 1 1 calc R U . . .
C33 C 0.8899(4) 0.2523(3) 0.66335(18) 0.0736(11) Uani 1 1 d . . . . .
H33 H 0.862802 0.194852 0.657824 0.088 Uiso 1 1 calc R U . . .
C34 C 0.9733(5) 0.2721(3) 0.7065(2) 0.0829(13) Uani 1 1 d . . . . .
H34 H 1.003290 0.228196 0.731865 0.099 Uiso 1 1 calc R U . . .
C35 C 1.0152(4) 0.3551(3) 0.71412(18) 0.0691(11) Uani 1 1 d . . . . .
H35 H 1.074467 0.367312 0.744375 0.083 Uiso 1 1 calc R U . . .
C36 C 0.9525(4) 0.6824(3) 0.73753(17) 0.0336(9) Uani 0.75 1 d . . P A 1
C37 C 1.0616(5) 0.6873(4) 0.7685(3) 0.0701(18) Uani 0.75 1 d . . P A 1
H37 H 1.115193 0.638744 0.771798 0.084 Uiso 0.75 1 calc R U P A 1
C38 C 1.0948(9) 0.7649(6) 0.7956(4) 0.087(3) Uani 0.75 1 d . . P A 1
H38 H 1.173153 0.769102 0.815804 0.104 Uiso 0.75 1 calc R U P A 1
C39 C 1.0201(6) 0.8312(3) 0.7936(2) 0.0588(12) Uani 0.75 1 d . . P A 1
C40 C 0.9082(8) 0.8301(5) 0.7614(3) 0.0659(19) Uani 0.75 1 d . . P A 1
H40 H 0.856374 0.879599 0.758449 0.079 Uiso 0.75 1 calc R U P A 1
C41 C 0.8758(4) 0.7557(3) 0.7344(2) 0.0514(11) Uani 0.75 1 d . . P A 1
H41 H 0.799142 0.753170 0.712738 0.062 Uiso 0.75 1 calc R U P A 1
C42 C 0.9476(18) 0.7099(13) 0.7053(10) 0.098(6) Uani 0.25 1 d . U P A 2
H42A H 1.014464 0.715314 0.675317 0.118 Uiso 0.25 1 calc R U P A 2
H42B H 0.873951 0.742437 0.690360 0.118 Uiso 0.25 1 calc R U P A 2
C43 C 0.9863(15) 0.7495(11) 0.7494(8) 0.080(4) Uani 0.25 1 d . U P A 2
C44 C 1.104(2) 0.7397(18) 0.7771(13) 0.073(6) Uani 0.25 1 d . U P A 2
H44 H 1.161826 0.698666 0.762138 0.088 Uiso 0.25 1 calc R U P A 2
C45 C 1.136(2) 0.7843(16) 0.8219(11) 0.099(6) Uani 0.25 1 d . U P A 2
H45 H 1.215423 0.771658 0.839203 0.118 Uiso 0.25 1 calc R U P A 2
C46 C 1.063(2) 0.852(2) 0.8486(11) 0.122(9) Uani 0.25 1 d . U P A 2
H46 H 1.093310 0.889727 0.878180 0.147 Uiso 0.25 1 calc R U P A 2
C47 C 0.951(2) 0.8534(17) 0.8263(12) 0.111(7) Uani 0.25 1 d . U P A 2
H47 H 0.891791 0.889515 0.845748 0.134 Uiso 0.25 1 calc R U P A 2
C48 C 0.908(2) 0.8130(17) 0.7820(10) 0.061(5) Uani 0.25 1 d . U P A 2
H48 H 0.823654 0.823627 0.769339 0.073 Uiso 0.25 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 O1 1.715(2) . ?
P1 N1 1.719(2) . ?
P1 O2 1.736(2) . ?
P1 C36 1.792(5) . ?
P1 C29 1.825(3) . ?
P1 C42 2.030(18) . ?
F1 C39 1.363(6) . ?
O1 C1 1.371(3) . ?
O2 C12 1.361(3) . ?
N1 C7 1.406(4) . ?
N1 C6 1.415(4) . ?
C1 C6 1.383(4) . ?
C1 C2 1.385(4) . ?
C2 C3 1.395(4) . ?
C2 C13 1.541(5) . ?
C3 C4 1.391(5) . ?
C4 C5 1.389(4) . ?
C4 C17A 1.47(2) . ?
C4 C17B 1.67(3) . ?
C5 C6 1.383(4) . ?
C7 C8 1.385(4) . ?
C7 C12 1.396(4) . ?
C8 C9 1.386(4) . ?
C9 C10 1.387(4) . ?
C9 C21B 1.543(4) . ?
C9 C21A 1.543(4) . ?
C10 C11 1.397(4) . ?
C11 C12 1.374(4) . ?
C11 C25 1.531(4) . ?
C13 C14 1.527(6) . ?
C13 C15 1.536(6) . ?
C13 C16 1.540(5) . ?
C17A C19A 1.516(16) . ?
C17A C18A 1.56(2) . ?
C17A C20A 1.58(2) . ?
C17B C20B 1.47(4) . ?
C17B C19B 1.49(4) . ?
C17B C18B 1.52(3) . ?
C21A C22A 1.498(6) . ?
C21A C24A 1.511(6) . ?
C21A C23A 1.532(6) . ?
C21B C23B 1.50(2) . ?
C21B C22B 1.50(2) . ?
C21B C24B 1.57(2) . ?
C25 C27 1.519(8) . ?
C25 C26 1.529(6) . ?
C25 C28 1.536(8) . ?
C29 C30 1.496(4) . ?
C30 C35 1.379(5) . ?
C30 C31 1.383(4) . ?
C31 C32 1.387(5) . ?
C32 C33 1.379(5) . ?
C33 C34 1.356(6) . ?
C34 C35 1.380(6) . ?
C36 C37 1.354(6) . ?
C36 C41 1.404(6) . ?
C37 C38 1.403(8) . ?
C38 C39 1.304(10) . ?
C39 C40 1.391(10) . ?
C40 C41 1.358(9) . ?
C42 C43 1.25(3) . ?
C43 C44 1.40(3) . ?
C43 C48 1.49(3) . ?
C44 C45 1.28(4) . ?
C45 C46 1.44(3) . ?
C46 C47 1.29(3) . ?
C47 C48 1.27(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
O1 P1 N1 87.51(10) . . ?
O1 P1 O2 171.62(12) . . ?
N1 P1 O2 87.51(10) . . ?
O1 P1 C36 98.82(15) . . ?
N1 P1 C36 115.00(17) . . ?
O2 P1 C36 89.39(15) . . ?
O1 P1 C29 90.04(13) . . ?
N1 P1 C29 131.46(13) . . ?
O2 P1 C29 88.21(13) . . ?
C36 P1 C29 113.28(17) . . ?
O1 P1 C42 74.1(7) . . ?
N1 P1 C42 111.3(6) . . ?
O2 P1 C42 114.0(7) . . ?
C29 P1 C42 114.5(6) . . ?
C1 O1 P1 115.35(18) . . ?
C12 O2 P1 114.36(18) . . ?
C7 N1 C6 129.7(2) . . ?
C7 N1 P1 114.66(17) . . ?
C6 N1 P1 115.02(18) . . ?
O1 C1 C6 112.4(3) . . ?
O1 C1 C2 124.8(3) . . ?
C6 C1 C2 122.9(3) . . ?
C1 C2 C3 115.5(3) . . ?
C1 C2 C13 121.1(3) . . ?
C3 C2 C13 123.5(3) . . ?
C4 C3 C2 123.4(3) . . ?
C5 C4 C3 118.9(3) . . ?
C5 C4 C17A 123.8(6) . . ?
C3 C4 C17A 116.9(6) . . ?
C5 C4 C17B 116.0(11) . . ?
C3 C4 C17B 125.0(11) . . ?
C6 C5 C4 119.3(3) . . ?
C1 C6 C5 120.1(3) . . ?
C1 C6 N1 109.3(2) . . ?
C5 C6 N1 130.5(3) . . ?
C8 C7 C12 119.9(3) . . ?
C8 C7 N1 130.3(2) . . ?
C12 C7 N1 109.8(2) . . ?
C7 C8 C9 119.2(2) . . ?
C8 C9 C10 119.1(3) . . ?
C8 C9 C21B 121.3(2) . . ?
C10 C9 C21B 119.6(3) . . ?
C8 C9 C21A 121.3(2) . . ?
C10 C9 C21A 119.6(3) . . ?
C9 C10 C11 123.5(3) . . ?
C12 C11 C10 115.5(3) . . ?
C12 C11 C25 121.7(3) . . ?
C10 C11 C25 122.8(3) . . ?
O2 C12 C11 125.0(3) . . ?
O2 C12 C7 112.3(3) . . ?
C11 C12 C7 122.8(3) . . ?
C14 C13 C15 109.7(3) . . ?
C14 C13 C16 107.9(4) . . ?
C15 C13 C16 109.0(3) . . ?
C14 C13 C2 109.3(3) . . ?
C15 C13 C2 109.6(4) . . ?
C16 C13 C2 111.4(3) . . ?
C4 C17A C19A 113.0(13) . . ?
C4 C17A C18A 112.5(14) . . ?
C19A C17A C18A 106.1(12) . . ?
C4 C17A C20A 114.7(9) . . ?
C19A C17A C20A 105.9(14) . . ?
C18A C17A C20A 103.7(14) . . ?
C20B C17B C19B 118(3) . . ?
C20B C17B C18B 111(2) . . ?
C19B C17B C18B 111(2) . . ?
C20B C17B C4 103.8(19) . . ?
C19B C17B C4 100.9(17) . . ?
C18B C17B C4 111(2) . . ?
C22A C21A C24A 111.6(4) . . ?
C22A C21A C23A 108.7(4) . . ?
C24A C21A C23A 106.9(5) . . ?
C22A C21A C9 108.7(3) . . ?
C24A C21A C9 109.8(3) . . ?
C23A C21A C9 111.1(3) . . ?
C23B C21B C22B 107(2) . . ?
C23B C21B C9 112.5(11) . . ?
C22B C21B C9 106.6(9) . . ?
C23B C21B C24B 107.0(18) . . ?
C22B C21B C24B 108(2) . . ?
C9 C21B C24B 115.3(9) . . ?
C27 C25 C26 109.5(5) . . ?
C27 C25 C11 108.7(4) . . ?
C26 C25 C11 111.5(3) . . ?
C27 C25 C28 109.8(4) . . ?
C26 C25 C28 108.1(5) . . ?
C11 C25 C28 109.3(4) . . ?
C30 C29 P1 111.9(2) . . ?
C35 C30 C31 117.6(3) . . ?
C35 C30 C29 120.8(3) . . ?
C31 C30 C29 121.5(3) . . ?
C30 C31 C32 120.9(3) . . ?
C33 C32 C31 120.2(4) . . ?
C34 C33 C32 119.1(4) . . ?
C33 C34 C35 120.9(4) . . ?
C30 C35 C34 121.2(4) . . ?
C37 C36 C41 118.1(4) . . ?
C37 C36 P1 123.1(4) . . ?
C41 C36 P1 118.6(3) . . ?
C36 C37 C38 119.4(6) . . ?
C39 C38 C37 121.2(7) . . ?
C38 C39 F1 119.9(5) . . ?
C38 C39 C40 121.7(6) . . ?
F1 C39 C40 118.5(6) . . ?
C41 C40 C39 117.6(6) . . ?
C40 C41 C36 121.9(5) . . ?
C43 C42 P1 124.1(13) . . ?
C42 C43 C44 127(2) . . ?
C42 C43 C48 123(2) . . ?
C44 C43 C48 110(2) . . ?
C45 C44 C43 122(2) . . ?
C44 C45 C46 127(2) . . ?
C47 C46 C45 110(3) . . ?
C48 C47 C46 129(3) . . ?
C47 C48 C43 122(2) . . ?

####################################################################### 
# 
# 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_ee570
_database_code_depnum_ccdc_archive 'CCDC 2469387'
loop_
_audit_author_name
_audit_author_address
'Geoffrey Gontard'
;Sorbonne Universite, Paris
France
;
_audit_update_record             
;
2025-10-01 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_moiety         'C78 H95 F N2 O4 P2'
_chemical_formula_sum            'C78 H95 F N2 O4 P2'
_chemical_formula_weight         1205.49

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'

_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                   14.5273(2)
_cell_length_b                   16.7003(2)
_cell_length_c                   17.1757(2)
_cell_angle_alpha                118.6470(10)
_cell_angle_beta                 101.0450(10)
_cell_angle_gamma                96.3220(10)
_cell_volume                     3489.12(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(1)
_cell_measurement_reflns_used    9927
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      68.25

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_F_000             1296
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_process_details   
; 
 SADABS : Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;

_diffrn_ambient_temperature      200(1)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   micro-source
_diffrn_source_type              'Incoatec I\uS'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker APEX-II'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker QUAZAR'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            44823
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.054
_diffrn_reflns_theta_max         66.594
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12321
_reflns_number_gt                10556
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0653P)²+1.0221P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         12321
_refine_ls_number_parameters     845
_refine_ls_number_restraints     116
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1164
_refine_ls_wR_factor_gt          0.1101
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.043

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 0.50125(3) 0.51193(3) 0.81319(3) 0.02720(10) Uani 1 1 d . . . . .
P2 P 0.27894(3) 0.24952(3) 0.64342(2) 0.02370(10) Uani 1 1 d . . . . .
F1 F 0.44998(13) -0.00215(12) 0.36003(10) 0.0848(5) Uani 1 1 d . . . . .
O1 O 0.58241(7) 0.45358(8) 0.83853(8) 0.0316(2) Uani 1 1 d . . . . .
O2 O 0.43339(8) 0.58788(8) 0.80516(10) 0.0398(3) Uani 1 1 d . . . . .
O3 O 0.33297(7) 0.22328(7) 0.72428(7) 0.0255(2) Uani 1 1 d . . . . .
O4 O 0.21406(7) 0.28664(8) 0.57731(7) 0.0286(2) Uani 1 1 d . . . . .
N1 N 0.59840(9) 0.58698(9) 0.82244(10) 0.0297(3) Uani 1 1 d . . . . .
N2 N 0.17070(9) 0.19079(9) 0.63773(9) 0.0278(3) Uani 1 1 d . . . . .
C1 C 0.67364(11) 0.47934(11) 0.83524(11) 0.0289(3) Uani 1 1 d . . . . .
C2 C 0.74800(11) 0.43410(11) 0.83952(11) 0.0291(3) Uani 1 1 d . . . . .
C3 C 0.83526(11) 0.47463(12) 0.83574(11) 0.0317(3) Uani 1 1 d . . . . .
H3 H 0.888179 0.446649 0.839464 0.038 Uiso 1 1 calc R U . . .
C4 C 0.84966(11) 0.55342(12) 0.82685(11) 0.0318(3) Uani 1 1 d . . . . .
C5 C 0.77244(11) 0.59483(12) 0.82093(11) 0.0315(3) Uani 1 1 d . . . . .
H5 H 0.779289 0.647538 0.813074 0.038 Uiso 1 1 calc R U . . .
C6 C 0.68569(11) 0.55799(11) 0.82667(11) 0.0287(3) Uani 1 1 d . . . . .
C7 C 0.58066(11) 0.66872(11) 0.82359(11) 0.0293(3) Uani 1 1 d . . . . .
C8 C 0.64363(12) 0.74542(12) 0.83746(12) 0.0337(4) Uani 1 1 d . . . . .
H8 H 0.710721 0.747784 0.847009 0.040 Uiso 1 1 calc R U . . .
C9 C 0.60783(13) 0.81951(12) 0.83734(12) 0.0343(4) Uani 1 1 d . . . . .
C10 C 0.50979(12) 0.81434(12) 0.82521(12) 0.0347(4) Uani 1 1 d . . . . .
H10 H 0.485859 0.864808 0.824647 0.042 Uiso 1 1 calc R U . . .
C11 C 0.44394(12) 0.73895(12) 0.81374(12) 0.0334(4) Uani 1 1 d . . . . .
C12 C 0.48298(11) 0.66618(11) 0.81255(11) 0.0310(3) Uani 1 1 d . . . . .
C13 C 0.73478(11) 0.34721(12) 0.84908(12) 0.0326(3) Uani 1 1 d . . . . .
C14 C 0.65188(13) 0.26962(13) 0.76820(14) 0.0435(4) Uani 1 1 d . . . . .
H14A H 0.666620 0.253670 0.709837 0.065 Uiso 1 1 calc R U . . .
H14B H 0.643904 0.213899 0.774071 0.065 Uiso 1 1 calc R U . . .
H14C H 0.592097 0.291689 0.768968 0.065 Uiso 1 1 calc R U . . .
C15 C 0.71260(14) 0.37273(14) 0.94059(14) 0.0415(4) Uani 1 1 d . . . . .
H15A H 0.765901 0.422348 0.991943 0.062 Uiso 1 1 calc R U . . .
H15B H 0.652931 0.394991 0.941693 0.062 Uiso 1 1 calc R U . . .
H15C H 0.704738 0.317201 0.946797 0.062 Uiso 1 1 calc R U . . .
C16 C 0.82587(13) 0.30871(14) 0.84832(14) 0.0424(4) Uani 1 1 d . . . . .
H16A H 0.841705 0.291774 0.790218 0.064 Uiso 1 1 calc R U . . .
H16B H 0.879677 0.356765 0.900370 0.064 Uiso 1 1 calc R U . . .
H16C H 0.814465 0.252973 0.853886 0.064 Uiso 1 1 calc R U . . .
C17 C 0.94831(12) 0.59117(14) 0.82183(13) 0.0386(4) Uani 1 1 d . . . . .
C18 C 0.96603(16) 0.51931(17) 0.73142(16) 0.0540(5) Uani 1 1 d . . . . .
H18A H 0.962362 0.458981 0.728596 0.081 Uiso 1 1 calc R U . . .
H18B H 0.916899 0.511392 0.678835 0.081 Uiso 1 1 calc R U . . .
H18C H 1.030137 0.541620 0.729068 0.081 Uiso 1 1 calc R U . . .
C19 C 0.95427(14) 0.68503(16) 0.82520(16) 0.0486(5) Uani 1 1 d . . . . .
H19A H 0.943036 0.731486 0.882767 0.073 Uiso 1 1 calc R U . . .
H19B H 1.018409 0.706928 0.822604 0.073 Uiso 1 1 calc R U . . .
H19C H 0.905171 0.676700 0.772372 0.073 Uiso 1 1 calc R U . . .
C20 C 1.02774(13) 0.60748(18) 0.90447(16) 0.0534(5) Uani 1 1 d . . . . .
H20A H 1.025883 0.548575 0.904337 0.080 Uiso 1 1 calc R U . . .
H20B H 1.090801 0.629354 0.899899 0.080 Uiso 1 1 calc R U . . .
H20C H 1.017265 0.654931 0.961985 0.080 Uiso 1 1 calc R U . . .
C21A C 0.67841(14) 0.90469(13) 0.85255(15) 0.0445(4) Uani 0.8 1 d . . P A 1
C22A C 0.7479(3) 0.9551(2) 0.9502(2) 0.0700(9) Uani 0.8 1 d . . P A 1
H22A H 0.780019 0.910358 0.959261 0.105 Uiso 0.8 1 calc R U P A 1
H22B H 0.796354 1.006027 0.958001 0.105 Uiso 0.8 1 calc R U P A 1
H22C H 0.711668 0.981079 0.995798 0.105 Uiso 0.8 1 calc R U P A 1
C23A C 0.7382(3) 0.8696(3) 0.7823(3) 0.0651(10) Uani 0.8 1 d . . P A 1
H23A H 0.771464 0.824616 0.789578 0.098 Uiso 0.8 1 calc R U P A 1
H23B H 0.695170 0.838967 0.719434 0.098 Uiso 0.8 1 calc R U P A 1
H23C H 0.785828 0.922993 0.793471 0.098 Uiso 0.8 1 calc R U P A 1
C24A C 0.6290(2) 0.9733(2) 0.8385(3) 0.0651(9) Uani 0.8 1 d . . P A 1
H24A H 0.584617 0.941007 0.776113 0.098 Uiso 0.8 1 calc R U P A 1
H24B H 0.592750 0.999278 0.884098 0.098 Uiso 0.8 1 calc R U P A 1
H24C H 0.677437 1.024227 0.846301 0.098 Uiso 0.8 1 calc R U P A 1
C21B C 0.67841(14) 0.90469(13) 0.85255(15) 0.0445(4) Uani 0.2 1 d . . P A 2
C22B C 0.7725(13) 0.8927(14) 0.8457(19) 0.105(7) Uani 0.2 1 d . . P A 2
H22D H 0.811625 0.950619 0.856426 0.158 Uiso 0.2 1 calc R U P A 2
H22E H 0.802718 0.878177 0.892067 0.158 Uiso 0.2 1 calc R U P A 2
H22F H 0.768081 0.840983 0.783821 0.158 Uiso 0.2 1 calc R U P A 2
C23B C 0.6285(15) 0.9291(13) 0.7789(12) 0.108(7) Uani 0.2 1 d . . P A 2
H23D H 0.563809 0.937193 0.784412 0.162 Uiso 0.2 1 calc R U P A 2
H23E H 0.667233 0.987398 0.789936 0.162 Uiso 0.2 1 calc R U P A 2
H23F H 0.623555 0.877952 0.716575 0.162 Uiso 0.2 1 calc R U P A 2
C24B C 0.6775(12) 0.9877(9) 0.9474(10) 0.080(4) Uani 0.2 1 d . . P A 2
H24D H 0.610819 0.992034 0.947497 0.120 Uiso 0.2 1 calc R U P A 2
H24E H 0.706945 0.976936 0.996848 0.120 Uiso 0.2 1 calc R U P A 2
H24F H 0.714264 1.046363 0.957570 0.120 Uiso 0.2 1 calc R U P A 2
C25 C 0.33615(13) 0.73541(13) 0.80308(15) 0.0451(4) Uani 1 1 d . . . . .
C26 C 0.27853(17) 0.65113(18) 0.7097(2) 0.0804(9) Uani 1 1 d . . . . .
H26A H 0.293891 0.593706 0.705398 0.121 Uiso 1 1 calc R U . . .
H26B H 0.209428 0.647208 0.703244 0.121 Uiso 1 1 calc R U . . .
H26C H 0.295181 0.658193 0.660301 0.121 Uiso 1 1 calc R U . . .
C27 C 0.31068(16) 0.82375(17) 0.8077(2) 0.0639(6) Uani 1 1 d . . . . .
H27A H 0.347134 0.878917 0.867442 0.096 Uiso 1 1 calc R U . . .
H27B H 0.327163 0.829960 0.757801 0.096 Uiso 1 1 calc R U . . .
H27C H 0.241410 0.818975 0.800744 0.096 Uiso 1 1 calc R U . . .
C28 C 0.30786(16) 0.72793(19) 0.8815(2) 0.0657(6) Uani 1 1 d . . . . .
H28A H 0.345467 0.782593 0.941183 0.099 Uiso 1 1 calc R U . . .
H28B H 0.238943 0.725899 0.874529 0.099 Uiso 1 1 calc R U . . .
H28C H 0.321127 0.670542 0.878904 0.099 Uiso 1 1 calc R U . . .
C29 C 0.42885(10) 0.40933(11) 0.70282(11) 0.0267(3) Uani 1 1 d . . . . .
C30 C 0.35718(10) 0.36895(10) 0.72096(10) 0.0248(3) Uani 1 1 d . . . . .
C31 C 0.35257(11) 0.42099(11) 0.81950(11) 0.0265(3) Uani 1 1 d . . . . .
C32 C 0.42750(11) 0.49316(11) 0.87890(11) 0.0296(3) Uani 1 1 d . . . . .
H32 H 0.439733 0.528331 0.944167 0.035 Uiso 1 1 calc R U . . .
C33 C 0.45465(12) 0.38682(11) 0.61635(11) 0.0306(3) Uani 1 1 d . . . . .
C34 C 0.54284(17) 0.36785(19) 0.60461(16) 0.0579(6) Uani 1 1 d . . . . .
H34 H 0.587350 0.365712 0.651562 0.069 Uiso 1 1 calc R U . . .
C35 C 0.5669(2) 0.3519(2) 0.52498(19) 0.0741(8) Uani 1 1 d . . . . .
H35 H 0.627661 0.338679 0.517684 0.089 Uiso 1 1 calc R U . . .
C36 C 0.50366(18) 0.3551(2) 0.45638(16) 0.0644(6) Uani 1 1 d . . . . .
H36 H 0.519774 0.342778 0.401259 0.077 Uiso 1 1 calc R U . . .
C37 C 0.41780(17) 0.3760(2) 0.46846(17) 0.0693(7) Uani 1 1 d . . . . .
H37 H 0.374306 0.379966 0.422170 0.083 Uiso 1 1 calc R U . . .
C38 C 0.39330(14) 0.39165(18) 0.54786(15) 0.0538(5) Uani 1 1 d . . . . .
H38 H 0.332891 0.405994 0.555111 0.065 Uiso 1 1 calc R U . . .
C39 C 0.26481(11) 0.39687(11) 0.84343(11) 0.0279(3) Uani 1 1 d . . . . .
C40 C 0.17416(12) 0.38717(12) 0.78980(12) 0.0345(4) Uani 1 1 d . . . . .
H40 H 0.169462 0.397647 0.739632 0.041 Uiso 1 1 calc R U . . .
C41 C 0.09124(13) 0.36239(14) 0.80937(14) 0.0425(4) Uani 1 1 d . . . . .
H41 H 0.029870 0.355013 0.772020 0.051 Uiso 1 1 calc R U . . .
C42 C 0.09728(13) 0.34839(14) 0.88272(14) 0.0437(4) Uani 1 1 d . . . . .
H42 H 0.040104 0.330519 0.895338 0.052 Uiso 1 1 calc R U . . .
C43 C 0.18633(13) 0.36030(13) 0.93798(13) 0.0396(4) Uani 1 1 d . . . . .
H43 H 0.190500 0.351702 0.989253 0.048 Uiso 1 1 calc R U . . .
C44 C 0.26958(12) 0.38479(12) 0.91853(11) 0.0325(3) Uani 1 1 d . . . . .
H44 H 0.330710 0.393424 0.957063 0.039 Uiso 1 1 calc R U . . .
C45 C 0.33373(11) 0.17629(11) 0.55647(11) 0.0283(3) Uani 1 1 d . . . . .
C46 C 0.42497(13) 0.16390(13) 0.58154(12) 0.0392(4) Uani 1 1 d . . . . .
H46 H 0.460171 0.196036 0.644993 0.047 Uiso 1 1 calc R U . . .
C47 C 0.46569(15) 0.10537(15) 0.51552(15) 0.0492(5) Uani 1 1 d . . . . .
H47 H 0.529301 0.098672 0.532556 0.059 Uiso 1 1 calc R U . . .
C48 C 0.41182(18) 0.05731(15) 0.42489(14) 0.0528(5) Uani 1 1 d . . . . .
C49 C 0.32059(17) 0.06566(15) 0.39734(13) 0.0522(5) Uani 1 1 d . . . . .
H49 H 0.284313 0.029942 0.334142 0.063 Uiso 1 1 calc R U . . .
C50 C 0.28216(14) 0.12749(13) 0.46377(12) 0.0396(4) Uani 1 1 d . . . . .
H50 H 0.219988 0.136534 0.445671 0.047 Uiso 1 1 calc R U . . .
C51 C 0.27175(11) 0.17373(10) 0.74564(10) 0.0250(3) Uani 1 1 d . . . . .
C52 C 0.29836(11) 0.14577(10) 0.80969(10) 0.0264(3) Uani 1 1 d . . . . .
C53 C 0.22190(12) 0.10027(12) 0.82364(11) 0.0317(3) Uani 1 1 d . . . . .
H53 H 0.236649 0.081980 0.868260 0.038 Uiso 1 1 calc R U . . .
C54 C 0.12549(12) 0.08024(13) 0.77596(12) 0.0362(4) Uani 1 1 d . . . . .
C55A C 0.102(2) 0.102(2) 0.707(2) 0.0336(17) Uani 0.5 1 d . . P B 1
H55A H 0.037997 0.081607 0.668110 0.040 Uiso 0.5 1 calc R U P B 1
C55B C 0.104(2) 0.114(2) 0.715(2) 0.0336(17) Uani 0.5 1 d . . P B 2
H55B H 0.038741 0.107468 0.686843 0.040 Uiso 0.5 1 calc R U P B 2
C56 C 0.17610(11) 0.15470(11) 0.69726(11) 0.0281(3) Uani 1 1 d . . . . .
C57 C 0.08816(11) 0.19773(11) 0.58519(10) 0.0279(3) Uani 1 1 d . . . . .
C58A C -0.007(3) 0.156(2) 0.563(2) 0.0292(17) Uani 0.5 1 d . . P C 1
H58A H -0.025361 0.110746 0.578729 0.035 Uiso 0.5 1 calc R U P C 1
C58B C -0.010(3) 0.164(2) 0.572(2) 0.0292(17) Uani 0.5 1 d . . P C 2
H58B H -0.029512 0.131210 0.600473 0.035 Uiso 0.5 1 calc R U P C 2
C59 C -0.07802(11) 0.18182(12) 0.51652(11) 0.0313(3) Uani 1 1 d . . . . .
C60 C -0.04738(11) 0.23817(12) 0.48337(11) 0.0316(3) Uani 1 1 d . . . . .
H60 H -0.095068 0.251974 0.448391 0.038 Uiso 1 1 calc R U . . .
C61 C 0.04963(11) 0.27582(11) 0.49846(11) 0.0288(3) Uani 1 1 d . . . . .
C62 C 0.11589(11) 0.25384(11) 0.55088(10) 0.0275(3) Uani 1 1 d . . . . .
C63 C 0.40383(11) 0.15985(11) 0.85892(11) 0.0290(3) Uani 1 1 d . . . . .
C64 C 0.45687(13) 0.11037(14) 0.78622(13) 0.0422(4) Uani 1 1 d . . . . .
H64A H 0.424891 0.043503 0.747583 0.063 Uiso 1 1 calc R U . . .
H64B H 0.455690 0.138414 0.747422 0.063 Uiso 1 1 calc R U . . .
H64C H 0.523909 0.117608 0.817244 0.063 Uiso 1 1 calc R U . . .
C65 C 0.45368(13) 0.26415(12) 0.91922(13) 0.0408(4) Uani 1 1 d . . . . .
H65A H 0.448987 0.293049 0.881061 0.061 Uiso 1 1 calc R U . . .
H65B H 0.422262 0.294972 0.968012 0.061 Uiso 1 1 calc R U . . .
H65C H 0.521759 0.271307 0.947233 0.061 Uiso 1 1 calc R U . . .
C66 C 0.41301(13) 0.11784(14) 0.92137(13) 0.0411(4) Uani 1 1 d . . . . .
H66A H 0.381609 0.050769 0.884529 0.062 Uiso 1 1 calc R U . . .
H66B H 0.481399 0.126107 0.949372 0.062 Uiso 1 1 calc R U . . .
H66C H 0.381901 0.149772 0.970150 0.062 Uiso 1 1 calc R U . . .
C67 C 0.04620(14) 0.03085(17) 0.79638(15) 0.0500(5) Uani 1 1 d . . . . .
C68 C 0.07296(18) -0.05427(19) 0.79838(19) 0.0675(7) Uani 1 1 d . . . . .
H68A H 0.080267 -0.099014 0.738055 0.101 Uiso 1 1 calc R U . . .
H68B H 0.133878 -0.033887 0.846183 0.101 Uiso 1 1 calc R U . . .
H68C H 0.021905 -0.084474 0.812177 0.101 Uiso 1 1 calc R U . . .
C69 C 0.0351(2) 0.0992(2) 0.8894(2) 0.0860(9) Uani 1 1 d . . . . .
H69A H 0.017969 0.153968 0.888576 0.129 Uiso 1 1 calc R U . . .
H69B H -0.015856 0.068738 0.903043 0.129 Uiso 1 1 calc R U . . .
H69C H 0.096117 0.119325 0.937049 0.129 Uiso 1 1 calc R U . . .
C70 C -0.04867(17) -0.0089(3) 0.7196(2) 0.0923(11) Uani 1 1 d . . . . .
H70A H -0.038263 -0.052897 0.660546 0.138 Uiso 1 1 calc R U . . .
H70B H -0.097146 -0.041877 0.733524 0.138 Uiso 1 1 calc R U . . .
H70C H -0.071372 0.042461 0.715640 0.138 Uiso 1 1 calc R U . . .
C71A C -0.18621(12) 0.14873(13) 0.50089(13) 0.0371(4) Uani 0.85 1 d . . P C 1
C72A C -0.20703(18) 0.0795(3) 0.5326(3) 0.0678(9) Uani 0.85 1 d . . P C 1
H72A H -0.172121 0.108060 0.598022 0.102 Uiso 0.85 1 calc R U P C 1
H72B H -0.276461 0.063231 0.524588 0.102 Uiso 0.85 1 calc R U P C 1
H72C H -0.185901 0.022555 0.495777 0.102 Uiso 0.85 1 calc R U P C 1
C73A C -0.2230(2) 0.2358(2) 0.5578(2) 0.0592(7) Uani 0.85 1 d . . P C 1
H73A H -0.188076 0.265521 0.623317 0.089 Uiso 0.85 1 calc R U P C 1
H73B H -0.212291 0.280350 0.536875 0.089 Uiso 0.85 1 calc R U P C 1
H73C H -0.292146 0.216894 0.549477 0.089 Uiso 0.85 1 calc R U P C 1
C74A C -0.24061(18) 0.1035(2) 0.40000(18) 0.0582(7) Uani 0.85 1 d . . P C 1
H74A H -0.227773 0.147418 0.378735 0.087 Uiso 0.85 1 calc R U P C 1
H74B H -0.219384 0.046462 0.363538 0.087 Uiso 0.85 1 calc R U P C 1
H74C H -0.309944 0.087138 0.392349 0.087 Uiso 0.85 1 calc R U P C 1
C71B C -0.18621(12) 0.14873(13) 0.50089(13) 0.0371(4) Uani 0.15 1 d . . P C 2
C72B C -0.2106(11) 0.1948(17) 0.5912(12) 0.080(6) Uani 0.15 1 d . . P C 2
H72D H -0.195638 0.262991 0.618014 0.120 Uiso 0.15 1 calc R U P C 2
H72E H -0.279518 0.172111 0.580803 0.120 Uiso 0.15 1 calc R U P C 2
H72F H -0.172678 0.179397 0.633685 0.120 Uiso 0.15 1 calc R U P C 2
C73B C -0.2520(9) 0.1662(15) 0.4312(14) 0.062(4) Uani 0.15 1 d . . P C 2
H73D H -0.236001 0.136061 0.372229 0.093 Uiso 0.15 1 calc R U P C 2
H73E H -0.319587 0.139687 0.421665 0.093 Uiso 0.15 1 calc R U P C 2
H73F H -0.242041 0.233832 0.455554 0.093 Uiso 0.15 1 calc R U P C 2
C74B C -0.2102(11) 0.0436(10) 0.4614(13) 0.066(4) Uani 0.15 1 d . . P C 2
H74D H -0.194836 0.011962 0.402263 0.099 Uiso 0.15 1 calc R U P C 2
H74E H -0.172302 0.029065 0.504697 0.099 Uiso 0.15 1 calc R U P C 2
H74F H -0.279142 0.021778 0.451815 0.099 Uiso 0.15 1 calc R U P C 2
C75 C 0.08064(12) 0.33926(12) 0.46263(12) 0.0328(3) Uani 1 1 d . . . . .
C76 C 0.13537(14) 0.43622(13) 0.54497(13) 0.0410(4) Uani 1 1 d . . . . .
H76A H 0.155526 0.477358 0.522479 0.062 Uiso 1 1 calc R U . . .
H76B H 0.093211 0.463198 0.584220 0.062 Uiso 1 1 calc R U . . .
H76C H 0.192420 0.430168 0.580916 0.062 Uiso 1 1 calc R U . . .
C77 C 0.14507(13) 0.29596(14) 0.39984(12) 0.0392(4) Uani 1 1 d . . . . .
H77A H 0.164916 0.336767 0.376899 0.059 Uiso 1 1 calc R U . . .
H77B H 0.202362 0.289406 0.435004 0.059 Uiso 1 1 calc R U . . .
H77C H 0.109114 0.234042 0.347476 0.059 Uiso 1 1 calc R U . . .
C78 C -0.00588(14) 0.35212(16) 0.40659(15) 0.0468(5) Uani 1 1 d . . . . .
H78A H 0.017018 0.393140 0.384912 0.070 Uiso 1 1 calc R U . . .
H78B H -0.042252 0.290885 0.353342 0.070 Uiso 1 1 calc R U . . .
H78C H -0.047764 0.380550 0.445650 0.070 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 1.7092(13) . ?
P1 O2 1.7293(11) . ?
P1 O1 1.7300(11) . ?
P1 C32 1.8025(17) . ?
P1 C29 1.8332(16) . ?
P2 N2 1.7187(13) . ?
P2 O4 1.7192(10) . ?
P2 O3 1.7260(10) . ?
P2 C45 1.8105(16) . ?
P2 C30 1.8486(15) . ?
F1 C48 1.353(2) . ?
O1 C1 1.3679(19) . ?
O2 C12 1.358(2) . ?
O3 C51 1.3654(18) . ?
O4 C62 1.3717(19) . ?
N1 C6 1.408(2) . ?
N1 C7 1.409(2) . ?
N2 C57 1.4078(19) . ?
N2 C56 1.409(2) . ?
C1 C6 1.386(2) . ?
C1 C2 1.395(2) . ?
C2 C3 1.398(2) . ?
C2 C13 1.533(2) . ?
C3 C4 1.394(2) . ?
C4 C5 1.394(2) . ?
C4 C17 1.536(2) . ?
C5 C6 1.383(2) . ?
C7 C8 1.378(2) . ?
C7 C12 1.388(2) . ?
C8 C9 1.395(2) . ?
C9 C10 1.386(2) . ?
C9 C21B 1.537(2) . ?
C9 C21A 1.537(2) . ?
C10 C11 1.401(2) . ?
C11 C12 1.390(2) . ?
C11 C25 1.532(2) . ?
C13 C15 1.529(2) . ?
C13 C14 1.533(2) . ?
C13 C16 1.533(2) . ?
C17 C19 1.533(3) . ?
C17 C18 1.534(3) . ?
C17 C20 1.534(3) . ?
C21A C24A 1.505(3) . ?
C21A C22A 1.533(4) . ?
C21A C23A 1.545(4) . ?
C21B C22B 1.422(17) . ?
C21B C24B 1.556(14) . ?
C21B C23B 1.582(16) . ?
C25 C26 1.522(3) . ?
C25 C27 1.529(3) . ?
C25 C28 1.537(3) . ?
C29 C30 1.344(2) . ?
C29 C33 1.482(2) . ?
C30 C31 1.507(2) . ?
C31 C32 1.336(2) . ?
C31 C39 1.484(2) . ?
C33 C38 1.375(3) . ?
C33 C34 1.382(3) . ?
C34 C35 1.385(3) . ?
C35 C36 1.375(4) . ?
C36 C37 1.359(4) . ?
C37 C38 1.386(3) . ?
C39 C44 1.388(2) . ?
C39 C40 1.398(2) . ?
C40 C41 1.383(3) . ?
C41 C42 1.376(3) . ?
C42 C43 1.381(3) . ?
C43 C44 1.385(2) . ?
C45 C46 1.383(2) . ?
C45 C50 1.388(2) . ?
C46 C47 1.383(3) . ?
C47 C48 1.370(3) . ?
C48 C49 1.365(3) . ?
C49 C50 1.386(3) . ?
C51 C56 1.389(2) . ?
C51 C52 1.395(2) . ?
C52 C53 1.400(2) . ?
C52 C63 1.533(2) . ?
C53 C54 1.393(2) . ?
C54 C55A 1.39(4) . ?
C54 C55B 1.40(4) . ?
C54 C67 1.534(2) . ?
C55A C56 1.40(2) . ?
C55B C56 1.35(2) . ?
C57 C58A 1.37(4) . ?
C57 C62 1.388(2) . ?
C57 C58B 1.41(4) . ?
C58A C59 1.41(4) . ?
C58B C59 1.39(4) . ?
C59 C60 1.388(2) . ?
C59 C71B 1.534(2) . ?
C59 C71A 1.534(2) . ?
C60 C61 1.399(2) . ?
C61 C62 1.391(2) . ?
C61 C75 1.527(2) . ?
C63 C65 1.528(2) . ?
C63 C66 1.532(2) . ?
C63 C64 1.535(2) . ?
C67 C69 1.507(4) . ?
C67 C68 1.528(3) . ?
C67 C70 1.530(3) . ?
C71A C74A 1.512(3) . ?
C71A C72A 1.522(3) . ?
C71A C73A 1.537(3) . ?
C71B C72B 1.500(17) . ?
C71B C74B 1.516(14) . ?
C71B C73B 1.545(15) . ?
C75 C76 1.531(3) . ?
C75 C78 1.532(2) . ?
C75 C77 1.533(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
N1 P1 O2 86.73(6) . . ?
N1 P1 O1 86.90(6) . . ?
O2 P1 O1 169.84(6) . . ?
N1 P1 C32 142.86(7) . . ?
O2 P1 C32 88.23(7) . . ?
O1 P1 C32 92.08(6) . . ?
N1 P1 C29 123.02(7) . . ?
O2 P1 C29 94.71(6) . . ?
O1 P1 C29 95.39(6) . . ?
C32 P1 C29 94.05(7) . . ?
N2 P2 O4 87.56(6) . . ?
N2 P2 O3 87.40(5) . . ?
O4 P2 O3 169.49(6) . . ?
N2 P2 C45 113.21(7) . . ?
O4 P2 C45 95.76(6) . . ?
O3 P2 C45 94.70(6) . . ?
N2 P2 C30 135.43(7) . . ?
O4 P2 C30 90.72(6) . . ?
O3 P2 C30 86.42(6) . . ?
C45 P2 C30 111.27(7) . . ?
C1 O1 P1 114.76(10) . . ?
C12 O2 P1 115.87(10) . . ?
C51 O3 P2 115.44(9) . . ?
C62 O4 P2 115.23(9) . . ?
C6 N1 C7 128.52(13) . . ?
C6 N1 P1 115.34(11) . . ?
C7 N1 P1 116.13(10) . . ?
C57 N2 C56 128.56(13) . . ?
C57 N2 P2 115.39(10) . . ?
C56 N2 P2 115.28(10) . . ?
O1 C1 C6 112.01(13) . . ?
O1 C1 C2 125.91(14) . . ?
C6 C1 C2 122.08(14) . . ?
C1 C2 C3 115.08(15) . . ?
C1 C2 C13 122.13(14) . . ?
C3 C2 C13 122.79(14) . . ?
C4 C3 C2 124.26(15) . . ?
C5 C4 C3 118.39(15) . . ?
C5 C4 C17 121.72(15) . . ?
C3 C4 C17 119.88(14) . . ?
C6 C5 C4 118.93(15) . . ?
C5 C6 C1 121.23(14) . . ?
C5 C6 N1 129.44(15) . . ?
C1 C6 N1 109.31(13) . . ?
C8 C7 C12 120.59(15) . . ?
C8 C7 N1 130.33(15) . . ?
C12 C7 N1 109.00(14) . . ?
C7 C8 C9 119.32(15) . . ?
C10 C9 C8 118.60(15) . . ?
C10 C9 C21B 122.33(16) . . ?
C8 C9 C21B 119.06(16) . . ?
C10 C9 C21A 122.33(16) . . ?
C8 C9 C21A 119.06(16) . . ?
C9 C10 C11 123.78(15) . . ?
C12 C11 C10 115.31(15) . . ?
C12 C11 C25 121.47(15) . . ?
C10 C11 C25 123.22(15) . . ?
O2 C12 C7 112.19(14) . . ?
O2 C12 C11 125.39(15) . . ?
C7 C12 C11 122.36(15) . . ?
C15 C13 C14 109.96(15) . . ?
C15 C13 C2 109.63(14) . . ?
C14 C13 C2 109.55(14) . . ?
C15 C13 C16 107.83(14) . . ?
C14 C13 C16 108.00(15) . . ?
C2 C13 C16 111.84(14) . . ?
C19 C17 C18 108.83(16) . . ?
C19 C17 C20 107.41(17) . . ?
C18 C17 C20 109.79(17) . . ?
C19 C17 C4 112.13(14) . . ?
C18 C17 C4 109.03(16) . . ?
C20 C17 C4 109.62(14) . . ?
C24A C21A C22A 109.5(3) . . ?
C24A C21A C9 113.37(19) . . ?
C22A C21A C9 109.52(17) . . ?
C24A C21A C23A 107.3(2) . . ?
C22A C21A C23A 108.3(3) . . ?
C9 C21A C23A 108.7(2) . . ?
C22B C21B C9 115.9(7) . . ?
C22B C21B C24B 113.7(13) . . ?
C9 C21B C24B 105.2(5) . . ?
C22B C21B C23B 110.4(12) . . ?
C9 C21B C23B 106.0(6) . . ?
C24B C21B C23B 104.8(10) . . ?
C26 C25 C27 108.23(19) . . ?
C26 C25 C11 109.01(17) . . ?
C27 C25 C11 111.85(16) . . ?
C26 C25 C28 110.4(2) . . ?
C27 C25 C28 107.59(19) . . ?
C11 C25 C28 109.78(16) . . ?
C30 C29 C33 132.95(15) . . ?
C30 C29 P1 106.82(11) . . ?
C33 C29 P1 120.22(11) . . ?
C29 C30 C31 115.27(14) . . ?
C29 C30 P2 126.27(12) . . ?
C31 C30 P2 117.65(11) . . ?
C32 C31 C39 124.16(15) . . ?
C32 C31 C30 115.39(14) . . ?
C39 C31 C30 120.18(13) . . ?
C31 C32 P1 107.84(12) . . ?
C38 C33 C34 117.92(17) . . ?
C38 C33 C29 120.00(16) . . ?
C34 C33 C29 121.89(16) . . ?
C33 C34 C35 120.6(2) . . ?
C36 C35 C34 120.6(2) . . ?
C37 C36 C35 119.1(2) . . ?
C36 C37 C38 120.4(2) . . ?
C33 C38 C37 121.3(2) . . ?
C44 C39 C40 118.50(15) . . ?
C44 C39 C31 122.14(14) . . ?
C40 C39 C31 119.36(15) . . ?
C41 C40 C39 120.37(16) . . ?
C42 C41 C40 120.28(17) . . ?
C41 C42 C43 120.08(17) . . ?
C42 C43 C44 119.88(17) . . ?
C43 C44 C39 120.83(16) . . ?
C46 C45 C50 119.05(16) . . ?
C46 C45 P2 120.74(12) . . ?
C50 C45 P2 120.11(13) . . ?
C45 C46 C47 120.92(17) . . ?
C48 C47 C46 118.20(18) . . ?
F1 C48 C49 118.5(2) . . ?
F1 C48 C47 118.7(2) . . ?
C49 C48 C47 122.78(18) . . ?
C48 C49 C50 118.42(18) . . ?
C49 C50 C45 120.54(18) . . ?
O3 C51 C56 112.26(13) . . ?
O3 C51 C52 125.80(13) . . ?
C56 C51 C52 121.92(14) . . ?
C51 C52 C53 115.31(14) . . ?
C51 C52 C63 122.87(14) . . ?
C53 C52 C63 121.78(14) . . ?
C54 C53 C52 123.85(15) . . ?
C55A C54 C53 119.5(11) . . ?
C53 C54 C55B 117.5(11) . . ?
C55A C54 C67 120.2(11) . . ?
C53 C54 C67 120.31(15) . . ?
C55B C54 C67 122.0(11) . . ?
C54 C55A C56 118(3) . . ?
C56 C55B C54 120(3) . . ?
C55B C56 C51 120.8(19) . . ?
C51 C56 C55A 121.2(18) . . ?
C55B C56 N2 129.4(19) . . ?
C51 C56 N2 109.59(13) . . ?
C55A C56 N2 129.1(18) . . ?
C58A C57 C62 120.3(19) . . ?
C62 C57 C58B 120.5(19) . . ?
C58A C57 N2 130.3(19) . . ?
C62 C57 N2 109.39(13) . . ?
C58B C57 N2 129.8(19) . . ?
C57 C58A C59 119(3) . . ?
C59 C58B C57 118(3) . . ?
C60 C59 C58B 119.4(18) . . ?
C60 C59 C58A 117.9(18) . . ?
C60 C59 C71B 119.71(14) . . ?
C58B C59 C71B 120.5(18) . . ?
C60 C59 C71A 119.71(14) . . ?
C58A C59 C71A 122.4(18) . . ?
C59 C60 C61 123.82(14) . . ?
C62 C61 C60 115.34(14) . . ?
C62 C61 C75 122.25(14) . . ?
C60 C61 C75 122.38(14) . . ?
O4 C62 C57 112.41(13) . . ?
O4 C62 C61 124.99(14) . . ?
C57 C62 C61 122.57(14) . . ?
C65 C63 C66 107.57(14) . . ?
C65 C63 C52 110.95(13) . . ?
C66 C63 C52 112.21(13) . . ?
C65 C63 C64 109.50(15) . . ?
C66 C63 C64 107.49(14) . . ?
C52 C63 C64 109.03(13) . . ?
C69 C67 C68 109.1(2) . . ?
C69 C67 C70 112.2(2) . . ?
C68 C67 C70 105.0(2) . . ?
C69 C67 C54 108.60(19) . . ?
C68 C67 C54 110.62(18) . . ?
C70 C67 C54 111.38(16) . . ?
C74A C71A C72A 108.7(2) . . ?
C74A C71A C59 110.90(16) . . ?
C72A C71A C59 112.50(16) . . ?
C74A C71A C73A 109.0(2) . . ?
C72A C71A C73A 108.2(2) . . ?
C59 C71A C73A 107.44(16) . . ?
C72B C71B C74B 108.0(13) . . ?
C72B C71B C59 110.0(6) . . ?
C74B C71B C59 108.8(6) . . ?
C72B C71B C73B 109.5(12) . . ?
C74B C71B C73B 106.3(11) . . ?
C59 C71B C73B 114.0(6) . . ?
C61 C75 C76 109.01(14) . . ?
C61 C75 C78 112.02(14) . . ?
C76 C75 C78 107.85(15) . . ?
C61 C75 C77 109.57(14) . . ?
C76 C75 C77 110.38(15) . . ?
C78 C75 C77 108.00(15) . . ?

####################################################################### 
# 
# 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_ee520
_database_code_depnum_ccdc_archive 'CCDC 2469388'
loop_
_audit_author_name
_audit_author_address
'Geoffrey Gontard'
;Sorbonne Universite, Paris
France
;
_audit_update_record             
;
2025-07-02 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_moiety         'C82 H118 Li4 N4 O6 P2, C4 H10 O'
_chemical_formula_sum            'C86 H128 Li4 N4 O7 P2'
_chemical_formula_weight         1419.62

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'
Li Li 0.0008 0.0003 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   12.2271(4)
_cell_length_b                   19.3733(8)
_cell_length_c                   19.2094(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.632(3)
_cell_angle_gamma                90
_cell_volume                     4519.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(1)
_cell_measurement_reflns_used    2974
_cell_measurement_theta_min      3.26
_cell_measurement_theta_max      60.13

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.043
_exptl_crystal_F_000             1540
_exptl_absorpt_coefficient_mu    0.815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   
; 
 Sheldrick, G. M. (2012). TWINABS 2012/1. Bruker, Madison, Wisconsin, USA.
;

_diffrn_ambient_temperature      200(1)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         micro-source
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            13669
_diffrn_reflns_av_unetI/netI     0.0811
_diffrn_reflns_av_R_equivalents  0.0768
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.251
_diffrn_reflns_theta_max         66.718
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             13669
_reflns_number_gt                7932
_reflns_threshold_expression     'I > 2σ(I)'

_reflns_special_details          
;
 Completeness statistics refer to single and composite
 reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'

_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         13669
_refine_ls_number_parameters     488
_refine_ls_number_restraints     107
_refine_ls_R_factor_all          0.1594
_refine_ls_R_factor_gt           0.1013
_refine_ls_wR_factor_ref         0.3322
_refine_ls_wR_factor_gt          0.2819
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.960
_refine_diff_density_min         -0.632
_refine_diff_density_rms         0.106

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 0.52781(9) 0.40282(6) 0.60772(6) 0.0303(3) Uani 1 1 d . . . . .
O1 O 0.4636(2) 0.44402(16) 0.55041(16) 0.0309(7) Uani 1 1 d . . . . .
O2 O 0.6492(2) 0.54366(16) 0.58588(16) 0.0348(8) Uani 1 1 d . . . . .
O3 O 0.6468(2) 0.42859(17) 0.46238(16) 0.0332(7) Uani 1 1 d . . . . .
O4 O 0.4022(13) 0.0903(8) 0.5633(10) 0.140(6) Uani 0.5 1 d D . P . .
N1 N 0.6626(3) 0.39951(19) 0.60713(18) 0.0278(8) Uani 1 1 d . . . . .
N2 N 0.8303(4) 0.5503(3) 0.4673(3) 0.0601(14) Uani 1 1 d . . . . .
Li1 Li 0.6792(6) 0.5196(4) 0.4919(4) 0.0360(17) Uani 1 1 d . . . . .
Li2 Li 0.4972(6) 0.4522(4) 0.4521(4) 0.0344(17) Uani 1 1 d . . . . .
C1 C 0.7358(3) 0.4483(2) 0.6470(2) 0.0280(9) Uani 1 1 d . . . . .
C2 C 0.7253(3) 0.5201(2) 0.6345(2) 0.0310(10) Uani 1 1 d . . . . .
C3 C 0.7979(4) 0.5645(2) 0.6766(3) 0.0355(10) Uani 1 1 d . . . . .
C4 C 0.8792(4) 0.5354(3) 0.7246(3) 0.0405(12) Uani 1 1 d . . . . .
H4 H 0.928901 0.565623 0.751305 0.049 Uiso 1 1 calc R U . . .
C5 C 0.8917(4) 0.4646(3) 0.7357(3) 0.0412(12) Uani 1 1 d . . . . .
C6 C 0.8171(4) 0.4223(2) 0.6967(2) 0.0331(10) Uani 1 1 d . . . . .
H6 H 0.821420 0.373850 0.704071 0.040 Uiso 1 1 calc R U . . .
C7 C 0.7859(5) 0.6437(3) 0.6712(3) 0.0463(13) Uani 1 1 d . . . . .
C8 C 0.6713(5) 0.6648(3) 0.6855(4) 0.069(2) Uani 1 1 d . . . . .
H8A H 0.616663 0.641784 0.651991 0.104 Uiso 1 1 calc R U . . .
H8B H 0.659803 0.651362 0.733286 0.104 Uiso 1 1 calc R U . . .
H8C H 0.663324 0.714952 0.680418 0.104 Uiso 1 1 calc R U . . .
C9 C 0.8091(6) 0.6684(3) 0.5981(3) 0.0680(19) Uani 1 1 d . . . . .
H9A H 0.883484 0.654338 0.589838 0.102 Uiso 1 1 calc R U . . .
H9B H 0.755269 0.647835 0.562355 0.102 Uiso 1 1 calc R U . . .
H9C H 0.803306 0.718845 0.595707 0.102 Uiso 1 1 calc R U . . .
C10 C 0.8669(6) 0.6813(3) 0.7251(4) 0.0639(18) Uani 1 1 d . . . . .
H10A H 0.942472 0.669018 0.717730 0.096 Uiso 1 1 calc R U . . .
H10B H 0.856818 0.731261 0.719624 0.096 Uiso 1 1 calc R U . . .
H10C H 0.853297 0.667670 0.772492 0.096 Uiso 1 1 calc R U . . .
C11 C 0.9839(5) 0.4359(3) 0.7901(4) 0.0626(18) Uani 1 1 d . . . . .
C12 C 1.0886(6) 0.4646(6) 0.7801(7) 0.148(5) Uani 1 1 d . . . . .
H12A H 1.080351 0.513984 0.769926 0.222 Uiso 1 1 calc R U . . .
H12B H 1.139815 0.458023 0.822689 0.222 Uiso 1 1 calc R U . . .
H12C H 1.117381 0.441314 0.740694 0.222 Uiso 1 1 calc R U . . .
C13 C 0.9575(11) 0.4695(6) 0.8660(5) 0.121(4) Uani 1 1 d . . . . .
H13A H 0.886165 0.452496 0.877421 0.181 Uiso 1 1 calc R U . . .
H13B H 1.015337 0.455764 0.903031 0.181 Uiso 1 1 calc R U . . .
H13C H 0.955317 0.519915 0.862361 0.181 Uiso 1 1 calc R U . . .
C14 C 0.9718(8) 0.3638(4) 0.8058(5) 0.117(4) Uani 1 1 d . . . . .
H14A H 0.894530 0.353975 0.810853 0.175 Uiso 1 1 calc R U . . .
H14B H 0.995156 0.335888 0.767652 0.175 Uiso 1 1 calc R U . . .
H14C H 1.017590 0.352598 0.849647 0.175 Uiso 1 1 calc R U . . .
C15 C 0.7110(3) 0.3554(2) 0.5572(2) 0.0311(10) Uani 1 1 d . . . . .
C16 C 0.7003(3) 0.3731(2) 0.4854(2) 0.0299(9) Uani 1 1 d . . . . .
C17 C 0.7501(4) 0.3281(3) 0.4394(2) 0.0364(11) Uani 1 1 d . . . . .
C18 C 0.8077(5) 0.2716(3) 0.4670(3) 0.0545(15) Uani 1 1 d . . . . .
H18 H 0.841471 0.242644 0.435741 0.065 Uiso 1 1 calc R U . . .
C19 C 0.8197(6) 0.2538(3) 0.5389(3) 0.0593(17) Uani 1 1 d . . . . .
C20 C 0.7684(5) 0.2969(3) 0.5822(3) 0.0440(12) Uani 1 1 d . . . . .
H20 H 0.772386 0.286127 0.630710 0.053 Uiso 1 1 calc R U . . .
C21 C 0.7407(4) 0.3418(3) 0.3605(3) 0.0449(12) Uani 1 1 d . . . . .
C22 C 0.6182(5) 0.3427(4) 0.3304(3) 0.0561(15) Uani 1 1 d . . . . .
H22A H 0.584128 0.298556 0.340246 0.084 Uiso 1 1 calc R U . . .
H22B H 0.580504 0.380236 0.352199 0.084 Uiso 1 1 calc R U . . .
H22C H 0.612172 0.350037 0.279614 0.084 Uiso 1 1 calc R U . . .
C23 C 0.7954(6) 0.2857(3) 0.3205(3) 0.0583(16) Uani 1 1 d . . . . .
H23A H 0.763022 0.240764 0.329550 0.088 Uiso 1 1 calc R U . . .
H23B H 0.783781 0.295649 0.270214 0.088 Uiso 1 1 calc R U . . .
H23C H 0.874585 0.284693 0.336239 0.088 Uiso 1 1 calc R U . . .
C24 C 0.7934(6) 0.4106(4) 0.3451(3) 0.0634(17) Uani 1 1 d . . . . .
H24A H 0.759786 0.447568 0.370124 0.095 Uiso 1 1 calc R U . . .
H24B H 0.872588 0.408701 0.360599 0.095 Uiso 1 1 calc R U . . .
H24C H 0.781784 0.419658 0.294574 0.095 Uiso 1 1 calc R U . . .
C25 C 0.8880(9) 0.1919(4) 0.5653(4) 0.100(3) Uani 1 1 d . . . . .
C26 C 1.0209(10) 0.2133(8) 0.5578(8) 0.188(6) Uani 1 1 d . . . . .
H26A H 1.029016 0.222926 0.508561 0.281 Uiso 1 1 calc R U . . .
H26B H 1.041034 0.254442 0.586078 0.281 Uiso 1 1 calc R U . . .
H26C H 1.069182 0.174908 0.574366 0.281 Uiso 1 1 calc R U . . .
C27 C 0.8611(12) 0.1291(4) 0.5198(4) 0.138(5) Uani 1 1 d . . . . .
H27A H 0.857305 0.142257 0.470312 0.206 Uiso 1 1 calc R U . . .
H27B H 0.918611 0.094119 0.530326 0.206 Uiso 1 1 calc R U . . .
H27C H 0.789999 0.110071 0.529207 0.206 Uiso 1 1 calc R U . . .
C28 C 0.8962(9) 0.1807(4) 0.6381(4) 0.099(3) Uani 1 1 d . . . . .
H28A H 0.913730 0.224351 0.662677 0.148 Uiso 1 1 calc R U . . .
H28B H 0.825950 0.163002 0.650556 0.148 Uiso 1 1 calc R U . . .
H28C H 0.954562 0.147050 0.651675 0.148 Uiso 1 1 calc R U . . .
C29 C 0.4989(6) 0.4470(5) 0.6901(4) 0.077(2) Uani 1 1 d . . . . .
H29A H 0.549401 0.487087 0.695725 0.092 Uiso 1 1 calc R U . . .
H29B H 0.423644 0.466247 0.680359 0.092 Uiso 1 1 calc R U . . .
C30 C 0.5040(8) 0.4156(5) 0.7570(5) 0.085(2) Uani 1 1 d . . . . .
C31 C 0.6010(9) 0.3987(6) 0.7955(6) 0.122(4) Uani 1 1 d . . . . .
H31 H 0.667692 0.407459 0.776164 0.146 Uiso 1 1 calc R U . . .
C32 C 0.6067(14) 0.3683(8) 0.8639(6) 0.152(5) Uani 1 1 d . . . . .
H32 H 0.675716 0.356036 0.888709 0.182 Uiso 1 1 calc R U . . .
C33 C 0.5038(16) 0.3565(8) 0.8951(7) 0.162(6) Uani 1 1 d . . . . .
H33 H 0.505434 0.335834 0.940004 0.194 Uiso 1 1 calc R U . . .
C34 C 0.3984(16) 0.3771(10) 0.8559(7) 0.176(6) Uani 1 1 d . . . . .
H34 H 0.330914 0.373511 0.875682 0.212 Uiso 1 1 calc R U . . .
C35 C 0.4029(10) 0.4037(7) 0.7844(6) 0.124(4) Uani 1 1 d . . . . .
H35 H 0.335900 0.413201 0.755840 0.149 Uiso 1 1 calc R U . . .
C36 C 0.4692(5) 0.3156(3) 0.6082(4) 0.0570(15) Uani 1 1 d . . . . .
C37 C 0.5257(6) 0.2698(4) 0.6655(5) 0.086(2) Uani 1 1 d . . . . .
H37A H 0.522756 0.291793 0.711139 0.129 Uiso 1 1 calc R U . . .
H37B H 0.488238 0.225016 0.664685 0.129 Uiso 1 1 calc R U . . .
H37C H 0.602766 0.262863 0.657606 0.129 Uiso 1 1 calc R U . . .
C38 C 0.3475(6) 0.3237(4) 0.6190(5) 0.085(2) Uani 1 1 d . . . . .
H38A H 0.310645 0.353238 0.582041 0.127 Uiso 1 1 calc R U . . .
H38B H 0.312160 0.278172 0.616911 0.127 Uiso 1 1 calc R U . . .
H38C H 0.341872 0.344670 0.664810 0.127 Uiso 1 1 calc R U . . .
C39 C 0.4716(7) 0.2837(4) 0.5360(4) 0.083(2) Uani 1 1 d . . . . .
H39A H 0.434481 0.314502 0.500296 0.124 Uiso 1 1 calc R U . . .
H39B H 0.548132 0.276889 0.527041 0.124 Uiso 1 1 calc R U . . .
H39C H 0.433604 0.239042 0.534121 0.124 Uiso 1 1 calc R U . . .
C40 C 0.9145(5) 0.5653(4) 0.4546(3) 0.0556(15) Uani 1 1 d . . . . .
C41 C 1.0233(6) 0.5846(5) 0.4392(5) 0.092(3) Uani 1 1 d . . . . .
H41A H 1.071218 0.591721 0.483077 0.138 Uiso 1 1 calc R U . . .
H41B H 1.018853 0.627332 0.411741 0.138 Uiso 1 1 calc R U . . .
H41C H 1.053606 0.547679 0.412187 0.138 Uiso 1 1 calc R U . . .
C42 C 0.3002(19) 0.070(2) 0.5788(18) 0.180(13) Uani 0.5 1 d D . P . .
H42A H 0.276051 0.098335 0.617229 0.216 Uiso 0.5 1 calc R U P . .
H42B H 0.299615 0.020857 0.591955 0.216 Uiso 0.5 1 calc R U P . .
C44 C 0.475(2) 0.0587(14) 0.6139(17) 0.172(13) Uani 0.5 1 d D . P . .
H44A H 0.463027 0.008191 0.612138 0.207 Uiso 0.5 1 calc R U P . .
H44B H 0.461035 0.075186 0.660849 0.207 Uiso 0.5 1 calc R U P . .
C45 C 0.5889(19) 0.0736(15) 0.6033(16) 0.152(10) Uani 0.5 1 d D . P . .
H45A H 0.638630 0.050668 0.639831 0.227 Uiso 0.5 1 calc R U P . .
H45B H 0.603316 0.056663 0.557200 0.227 Uiso 0.5 1 calc R U P . .
H45C H 0.601326 0.123594 0.605865 0.227 Uiso 0.5 1 calc R U P . .
C43 C 0.234(2) 0.0822(19) 0.5160(16) 0.179(13) Uani 0.5 1 d D . P . .
H43A H 0.158094 0.069436 0.521089 0.268 Uiso 0.5 1 calc R U P . .
H43B H 0.237495 0.131249 0.503819 0.268 Uiso 0.5 1 calc R U P . .
H43C H 0.260865 0.054414 0.478755 0.268 Uiso 0.5 1 calc R 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
P1 O1 1.505(3) . ?
P1 N1 1.651(3) . ?
P1 C36 1.835(6) . ?
P1 C29 1.868(8) . ?
P1 Li2 3.037(8) 3_666 ?
P1 Li2 3.119(8) . ?
O1 Li1 1.969(8) 3_666 ?
O1 Li2 1.984(8) . ?
O1 Li2 2.069(8) 3_666 ?
O2 C2 1.321(5) . ?
O2 Li2 1.855(8) 3_666 ?
O2 Li1 1.940(9) . ?
O3 C16 1.308(5) . ?
O3 Li2 1.874(8) . ?
O3 Li1 1.881(9) . ?
O4 C42 1.37(2) . ?
O4 C44 1.38(2) . ?
N1 C1 1.457(5) . ?
N1 C15 1.459(6) . ?
N2 C40 1.124(8) . ?
N2 Li1 2.048(9) . ?
Li1 Li2 2.576(11) 3_666 ?
Li1 Li2 2.617(10) . ?
Li1 C2 2.731(9) . ?
Li2 Li2 2.605(16) 3_666 ?
C1 C6 1.390(6) . ?
C1 C2 1.415(6) . ?
C2 C3 1.420(6) . ?
C3 C4 1.394(6) . ?
C3 C7 1.543(7) . ?
C4 C5 1.395(7) . ?
C5 C6 1.381(7) . ?
C5 C11 1.549(6) . ?
C7 C8 1.515(9) . ?
C7 C10 1.531(7) . ?
C7 C9 1.541(9) . ?
C11 C12 1.428(11) . ?
C11 C14 1.440(10) . ?
C11 C13 1.662(13) . ?
C15 C20 1.390(7) . ?
C15 C16 1.412(6) . ?
C16 C17 1.427(6) . ?
C17 C18 1.375(7) . ?
C17 C21 1.529(7) . ?
C18 C19 1.415(8) . ?
C19 C20 1.380(8) . ?
C19 C25 1.515(8) . ?
C21 C24 1.524(9) . ?
C21 C23 1.528(7) . ?
C21 C22 1.542(8) . ?
C25 C28 1.406(10) . ?
C25 C27 1.513(12) . ?
C25 C26 1.699(18) . ?
C29 C30 1.418(11) . ?
C30 C31 1.362(13) . ?
C30 C35 1.418(13) . ?
C31 C32 1.435(15) . ?
C32 C33 1.47(2) . ?
C33 C34 1.47(2) . ?
C34 C35 1.473(16) . ?
C36 C37 1.518(9) . ?
C36 C39 1.522(11) . ?
C36 C38 1.534(9) . ?
C40 C41 1.444(9) . ?
C42 C43 1.39(2) . ?
C44 C45 1.46(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
O1 P1 N1 116.90(19) . . ?
O1 P1 C36 108.7(2) . . ?
N1 P1 C36 110.8(2) . . ?
O1 P1 C29 104.0(3) . . ?
N1 P1 C29 108.1(3) . . ?
C36 P1 C29 107.8(4) . . ?
O1 P1 Li2 37.96(19) . 3_666 ?
N1 P1 Li2 95.2(2) . 3_666 ?
C36 P1 Li2 146.2(2) . 3_666 ?
C29 P1 Li2 82.9(3) . 3_666 ?
O1 P1 Li2 30.89(19) . . ?
N1 P1 Li2 90.85(19) . . ?
C36 P1 Li2 106.4(3) . . ?
C29 P1 Li2 131.1(3) . . ?
Li2 P1 Li2 50.1(3) 3_666 . ?
P1 O1 Li1 148.7(3) . 3_666 ?
P1 O1 Li2 126.2(3) . . ?
Li1 O1 Li2 81.3(3) 3_666 . ?
P1 O1 Li2 115.5(3) . 3_666 ?
Li1 O1 Li2 80.8(3) 3_666 3_666 ?
Li2 O1 Li2 80.0(4) . 3_666 ?
C2 O2 Li2 149.6(4) . 3_666 ?
C2 O2 Li1 112.4(4) . . ?
Li2 O2 Li1 85.5(3) 3_666 . ?
C16 O3 Li2 132.8(4) . . ?
C16 O3 Li1 126.0(4) . . ?
Li2 O3 Li1 88.4(4) . . ?
C42 O4 C44 105(2) . . ?
C1 N1 C15 117.0(3) . . ?
C1 N1 P1 121.7(3) . . ?
C15 N1 P1 120.5(3) . . ?
C40 N2 Li1 177.9(6) . . ?
O3 Li1 O2 116.8(4) . . ?
O3 Li1 O1 93.7(3) . 3_666 ?
O2 Li1 O1 92.5(4) . 3_666 ?
O3 Li1 N2 111.5(4) . . ?
O2 Li1 N2 114.7(4) . . ?
O1 Li1 N2 125.5(5) 3_666 . ?
O3 Li1 Li2 99.6(4) . 3_666 ?
O2 Li1 Li2 45.9(3) . 3_666 ?
O1 Li1 Li2 49.6(3) 3_666 3_666 ?
N2 Li1 Li2 148.9(5) . 3_666 ?
O3 Li1 Li2 45.7(3) . . ?
O2 Li1 Li2 98.4(4) . . ?
O1 Li1 Li2 51.3(3) 3_666 . ?
N2 Li1 Li2 146.8(5) . . ?
Li2 Li1 Li2 60.2(3) 3_666 . ?
O3 Li1 C2 108.5(4) . . ?
O2 Li1 C2 26.57(17) . . ?
O1 Li1 C2 118.9(4) 3_666 . ?
N2 Li1 C2 98.2(3) . . ?
Li2 Li1 C2 70.6(3) 3_666 . ?
Li2 Li1 C2 111.4(3) . . ?
O2 Li2 O3 159.7(5) 3_666 . ?
O2 Li2 O1 94.7(4) 3_666 . ?
O3 Li2 O1 100.8(4) . . ?
O2 Li2 O1 99.5(4) 3_666 3_666 ?
O3 Li2 O1 90.8(3) . 3_666 ?
O1 Li2 O1 100.0(4) . 3_666 ?
O2 Li2 Li1 48.6(3) 3_666 3_666 ?
O3 Li2 Li1 149.5(4) . 3_666 ?
O1 Li2 Li1 49.1(3) . 3_666 ?
O1 Li2 Li1 90.6(4) 3_666 3_666 ?
O2 Li2 Li2 101.1(5) 3_666 3_666 ?
O3 Li2 Li2 98.8(4) . 3_666 ?
O1 Li2 Li2 51.4(3) . 3_666 ?
O1 Li2 Li2 48.6(3) 3_666 3_666 ?
Li1 Li2 Li2 60.7(3) 3_666 3_666 ?
O2 Li2 Li1 147.4(5) 3_666 . ?
O3 Li2 Li1 45.9(3) . . ?
O1 Li2 Li1 91.4(3) . . ?
O1 Li2 Li1 48.0(3) 3_666 . ?
Li1 Li2 Li1 119.8(3) 3_666 . ?
Li2 Li2 Li1 59.1(3) 3_666 . ?
O2 Li2 P1 76.1(3) 3_666 3_666 ?
O3 Li2 P1 108.6(3) . 3_666 ?
O1 Li2 P1 114.3(3) . 3_666 ?
O1 Li2 P1 26.59(13) 3_666 3_666 ?
Li1 Li2 P1 84.8(3) 3_666 3_666 ?
Li2 Li2 P1 66.6(3) 3_666 3_666 ?
Li1 Li2 P1 72.2(3) . 3_666 ?
O2 Li2 P1 113.2(3) 3_666 . ?
O3 Li2 P1 79.4(3) . . ?
O1 Li2 P1 22.92(14) . . ?
O1 Li2 P1 108.6(3) 3_666 . ?
Li1 Li2 P1 71.3(3) 3_666 . ?
Li2 Li2 P1 63.3(3) 3_666 . ?
Li1 Li2 P1 82.5(3) . . ?
P1 Li2 P1 129.9(3) 3_666 . ?
C6 C1 C2 121.1(4) . . ?
C6 C1 N1 118.2(4) . . ?
C2 C1 N1 120.7(4) . . ?
O2 C2 C1 120.1(4) . . ?
O2 C2 C3 122.4(4) . . ?
C1 C2 C3 117.4(4) . . ?
O2 C2 Li1 41.0(3) . . ?
C1 C2 Li1 99.8(3) . . ?
C3 C2 Li1 128.1(4) . . ?
C4 C3 C2 118.9(4) . . ?
C4 C3 C7 120.1(4) . . ?
C2 C3 C7 121.0(4) . . ?
C3 C4 C5 123.8(4) . . ?
C6 C5 C4 116.5(4) . . ?
C6 C5 C11 122.5(5) . . ?
C4 C5 C11 120.9(4) . . ?
C5 C6 C1 122.2(4) . . ?
C8 C7 C10 106.8(5) . . ?
C8 C7 C9 110.6(5) . . ?
C10 C7 C9 107.2(5) . . ?
C8 C7 C3 109.8(5) . . ?
C10 C7 C3 112.2(4) . . ?
C9 C7 C3 110.1(5) . . ?
C12 C11 C14 121.3(8) . . ?
C12 C11 C5 111.3(6) . . ?
C14 C11 C5 113.9(5) . . ?
C12 C11 C13 103.6(9) . . ?
C14 C11 C13 99.2(7) . . ?
C5 C11 C13 104.6(6) . . ?
C20 C15 C16 121.4(4) . . ?
C20 C15 N1 118.5(4) . . ?
C16 C15 N1 120.0(4) . . ?
O3 C16 C15 121.1(4) . . ?
O3 C16 C17 121.6(4) . . ?
C15 C16 C17 117.3(4) . . ?
C18 C17 C16 118.9(4) . . ?
C18 C17 C21 119.7(5) . . ?
C16 C17 C21 121.4(4) . . ?
C17 C18 C19 124.1(5) . . ?
C20 C19 C18 116.0(5) . . ?
C20 C19 C25 123.2(5) . . ?
C18 C19 C25 120.8(5) . . ?
C19 C20 C15 122.1(5) . . ?
C24 C21 C23 107.7(5) . . ?
C24 C21 C17 111.0(5) . . ?
C23 C21 C17 112.8(4) . . ?
C24 C21 C22 109.3(5) . . ?
C23 C21 C22 106.4(5) . . ?
C17 C21 C22 109.4(4) . . ?
C28 C25 C27 115.9(8) . . ?
C28 C25 C19 115.3(6) . . ?
C27 C25 C19 111.6(6) . . ?
C28 C25 C26 99.4(9) . . ?
C27 C25 C26 107.1(9) . . ?
C19 C25 C26 105.8(8) . . ?
C30 C29 P1 125.3(7) . . ?
C31 C30 C29 122.7(9) . . ?
C31 C30 C35 120.1(10) . . ?
C29 C30 C35 117.2(9) . . ?
C30 C31 C32 122.9(12) . . ?
C31 C32 C33 118.8(13) . . ?
C34 C33 C32 119.3(13) . . ?
C33 C34 C35 116.6(15) . . ?
C30 C35 C34 122.1(13) . . ?
C37 C36 C39 111.6(6) . . ?
C37 C36 C38 109.2(6) . . ?
C39 C36 C38 106.6(6) . . ?
C37 C36 P1 113.4(5) . . ?
C39 C36 P1 108.8(5) . . ?
C38 C36 P1 107.0(5) . . ?
N2 C40 C41 179.3(8) . . ?
O4 C42 C43 102(2) . . ?
O4 C44 C45 111(2) . . ?

