#------------------------------------------------------------------------------
#$Date: 2024-10-04 12:49:52 +0300 (Fri, 04 Oct 2024) $
#$Revision: 295044 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/27/1572781.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1572781
loop_
_publ_author_name
'Nguyen, Thi Hong Van'
'Chelli, Saloua'
'Mallet-Ladeira, Sonia'
'Breugst, Martin'
'Lakhdar, Sami'
_publ_section_title
;
 Reactivity of the phosphaethynolate anion with stabilized carbocations:
 mechanistic studies and synthetic applications.
;
_journal_issue                   35
_journal_name_full               'Chemical science'
_journal_page_first              14406
_journal_page_last               14414
_journal_paper_doi               10.1039/d4sc03518f
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C45 H45 O7 P'
_chemical_formula_sum            'C45 H45 O7 P'
_chemical_formula_weight         728.78
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2024-02-09 deposited with the CCDC.	2024-07-30 downloaded from the CCDC.
;
_cell_angle_alpha                102.003(5)
_cell_angle_beta                 99.318(6)
_cell_angle_gamma                98.164(7)
_cell_formula_units_Z            2
_cell_length_a                   6.8013(13)
_cell_length_b                   13.832(3)
_cell_length_c                   20.961(4)
_cell_measurement_reflns_used    3100
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      18.11
_cell_measurement_theta_min      3.05
_cell_volume                     1871.6(7)
_computing_cell_refinement       SAINT
_computing_data_collection       APEX2
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1230
_diffrn_reflns_av_unetI/netI     0.1896
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            49470
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        24.861
_diffrn_reflns_theta_max         24.861
_diffrn_reflns_theta_min         1.013
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.6691
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       0.040(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     631
_refine_ls_number_reflns         49470
_refine_ls_number_restraints     589
_refine_ls_restrained_S_all      1.02
_refine_ls_R_factor_all          0.19
_refine_ls_R_factor_gt           0.097
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1584P)²+0.4543P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2388
_refine_ls_wR_factor_ref         0.3356
_reflns_Friedel_coverage         0
_reflns_number_gt                24968
_reflns_number_total             49470
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc03518f74.cif
_cod_data_source_block           13a
_cod_original_cell_volume        1871.6(6)
_cod_database_code               1572781
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8173(13) 0.1726(6) 0.7038(4) 0.036(2) Uani 1 1 d . . . . .
H1 H 0.952501 0.181254 0.733516 0.043 Uiso 1 1 calc R U . . .
C2 C 0.8623(13) 0.1630(6) 0.6329(4) 0.034(2) Uani 1 1 d . . . . .
C3 C 0.7113(13) 0.1397(6) 0.5755(4) 0.042(2) Uani 1 1 d . . . . .
H3 H 0.572746 0.131953 0.579048 0.05 Uiso 1 1 calc R U . . .
C4 C 0.7635(14) 0.1278(6) 0.5122(4) 0.043(2) Uani 1 1 d . . . . .
H4 H 0.659802 0.112134 0.473455 0.052 Uiso 1 1 calc R U . . .
C5 C 0.9629(14) 0.1387(6) 0.5063(4) 0.039(2) Uani 1 1 d . . . . .
C6 C 1.1103(14) 0.1622(6) 0.5619(4) 0.041(2) Uani 1 1 d . . . . .
H6 H 1.248616 0.170809 0.558073 0.05 Uiso 1 1 calc R U . . .
C7 C 1.0601(13) 0.1740(6) 0.6250(4) 0.037(2) Uani 1 1 d . . . . .
H7 H 1.165647 0.190031 0.663329 0.045 Uiso 1 1 calc R U . . .
C8 C 1.1932(15) 0.1108(7) 0.4348(5) 0.059(3) Uani 1 1 d . . . . .
H8A H 1.294221 0.169502 0.460465 0.089 Uiso 1 1 calc R U . . .
H8B H 1.199528 0.100667 0.387511 0.089 Uiso 1 1 calc R U . . .
H8C H 1.22141 0.051135 0.450247 0.089 Uiso 1 1 calc R U . . .
C9 C 0.6990(14) 0.0747(6) 0.7103(4) 0.034(2) Uani 1 1 d . . . . .
C10 C 0.7991(14) 0.0088(7) 0.7396(4) 0.042(2) Uani 1 1 d . . . . .
H10 H 0.939543 0.027838 0.758691 0.051 Uiso 1 1 calc R U . . .
C11 C 0.6974(17) -0.0826(7) 0.7410(4) 0.051(3) Uani 1 1 d . . . . .
H11 H 0.768509 -0.126591 0.760903 0.061 Uiso 1 1 calc R U . . .
C12 C 0.4950(17) -0.1125(7) 0.7144(4) 0.047(3) Uani 1 1 d . . . . .
C13 C 0.3910(14) -0.0497(7) 0.6856(4) 0.043(2) Uani 1 1 d . . . . .
H13 H 0.250344 -0.069633 0.667061 0.052 Uiso 1 1 calc R U . . .
C14 C 0.4924(14) 0.0422(7) 0.6841(4) 0.041(2) Uani 1 1 d . . . . .
H14 H 0.419262 0.085637 0.664303 0.049 Uiso 1 1 calc R U . . .
C15 C 0.2028(19) -0.2437(8) 0.6822(6) 0.083(4) Uani 1 1 d . . . . .
H15A H 0.110339 -0.20616 0.703969 0.124 Uiso 1 1 calc R U . . .
H15B H 0.164495 -0.315291 0.680783 0.124 Uiso 1 1 calc R U . . .
H15C H 0.194401 -0.234665 0.636756 0.124 Uiso 1 1 calc R U . . .
C16 C 0.8221(12) 0.3219(6) 0.8252(4) 0.034(2) Uani 1 1 d D U . . .
H16 H 0.973136 0.338013 0.831838 0.04 Uiso 1 1 calc R U . A 1
C17 C 0.767(4) 0.231(2) 0.855(2) 0.028(5) Uani 0.544(17) 1 d D U P B 1
C18 C 0.573(4) 0.174(2) 0.8436(15) 0.032(5) Uani 0.544(17) 1 d D U P B 1
H18 H 0.465323 0.192105 0.815929 0.039 Uiso 0.544(17) 1 calc R U P B 1
C19 C 0.532(3) 0.0928(16) 0.8714(10) 0.034(5) Uani 0.544(17) 1 d D U P B 1
H19 H 0.398432 0.054891 0.862484 0.04 Uiso 0.544(17) 1 calc R U P B 1
C20 C 0.690(4) 0.0667(15) 0.9128(10) 0.036(5) Uani 0.544(17) 1 d D U P B 1
C21 C 0.876(4) 0.1239(18) 0.9233(12) 0.042(5) Uani 0.544(17) 1 d D U P B 1
H21 H 0.983703 0.108682 0.952154 0.05 Uiso 0.544(17) 1 calc R U P B 1
C22 C 0.915(3) 0.201(2) 0.8952(15) 0.038(5) Uani 0.544(17) 1 d D U P B 1
H22 H 1.050607 0.236227 0.903245 0.046 Uiso 0.544(17) 1 calc R U P B 1
O4 O 0.664(3) -0.0123(12) 0.9423(7) 0.054(4) Uani 0.544(17) 1 d D U P B 1
C23 C 0.475(4) -0.0807(15) 0.9237(11) 0.066(7) Uani 0.544(17) 1 d D U P B 1
H23A H 0.382302 -0.056683 0.952155 0.099 Uiso 0.544(17) 1 calc R U P B 1
H23B H 0.496898 -0.147291 0.92897 0.099 Uiso 0.544(17) 1 calc R U P B 1
H23C H 0.415409 -0.084984 0.877124 0.099 Uiso 0.544(17) 1 calc R U P B 1
C17' C 0.822(5) 0.230(3) 0.859(2) 0.035(6) Uani 0.456(17) 1 d D U P B 2
C18' C 0.634(4) 0.173(3) 0.8559(19) 0.038(6) Uani 0.456(17) 1 d D U P B 2
H18' H 0.513239 0.188271 0.833884 0.045 Uiso 0.456(17) 1 calc R U P B 2
C19' C 0.625(4) 0.090(2) 0.8865(14) 0.035(5) Uani 0.456(17) 1 d D U P B 2
H19' H 0.501074 0.046425 0.884153 0.042 Uiso 0.456(17) 1 calc R U P B 2
C20' C 0.804(5) 0.0756(19) 0.9190(13) 0.039(5) Uani 0.456(17) 1 d D U P B 2
C21' C 0.980(4) 0.1352(19) 0.9224(12) 0.036(5) Uani 0.456(17) 1 d D U P B 2
H21' H 1.100742 0.122363 0.946307 0.043 Uiso 0.456(17) 1 calc R U P B 2
C22' C 0.991(4) 0.214(2) 0.8927(18) 0.036(6) Uani 0.456(17) 1 d D U P B 2
H22' H 1.117377 0.255719 0.896209 0.043 Uiso 0.456(17) 1 calc R U P B 2
O4' O 0.806(3) -0.0050(11) 0.9499(8) 0.048(5) Uani 0.456(17) 1 d D U P B 2
C23' C 0.630(5) -0.081(2) 0.9347(14) 0.063(8) Uani 0.456(17) 1 d D U P B 2
H23D H 0.556723 -0.071645 0.971472 0.094 Uiso 0.456(17) 1 calc R U P B 2
H23E H 0.669609 -0.147254 0.928312 0.094 Uiso 0.456(17) 1 calc R U P B 2
H23F H 0.542185 -0.076541 0.893861 0.094 Uiso 0.456(17) 1 calc R U P B 2
C24 C 0.7515(13) 0.4122(6) 0.8654(4) 0.033(2) Uani 1 1 d . . . . .
C25 C 0.5475(13) 0.4198(6) 0.8616(4) 0.038(2) Uani 1 1 d . . . . .
H25 H 0.446104 0.368891 0.831715 0.046 Uiso 1 1 calc R U . . .
C26 C 0.4906(13) 0.5020(6) 0.9014(4) 0.038(2) Uani 1 1 d . . . . .
H26 H 0.351633 0.50617 0.899433 0.045 Uiso 1 1 calc R U . . .
C27 C 0.6387(14) 0.5761(6) 0.9430(4) 0.034(2) Uani 1 1 d . . . . .
C28 C 0.8419(13) 0.5686(6) 0.9477(4) 0.036(2) Uani 1 1 d . . . . .
H28 H 0.943566 0.619523 0.977404 0.043 Uiso 1 1 calc R U . . .
C29 C 0.8943(13) 0.4878(6) 0.9095(4) 0.034(2) Uani 1 1 d . . . . .
H29 H 1.03358 0.483139 0.913257 0.04 Uiso 1 1 calc R U . . .
C30 C 0.3933(13) 0.6660(7) 0.9875(4) 0.045(2) Uani 1 1 d . . . . .
H30A H 0.316646 0.666266 0.943753 0.067 Uiso 1 1 calc R U . . .
H30B H 0.387945 0.727598 1.01971 0.067 Uiso 1 1 calc R U . . .
H30C H 0.33406 0.607429 1.002005 0.067 Uiso 1 1 calc R U . . .
C31 C 0.8553(12) 0.3842(6) 0.6993(4) 0.036(2) Uani 1 1 d D . . . .
H31 H 0.993378 0.367221 0.699045 0.043 Uiso 1 1 calc R U . C 1
C32 C 0.890(5) 0.492(2) 0.740(3) 0.032(8) Uani 0.571(13) 1 d D . P D 1
C33 C 0.746(5) 0.550(2) 0.756(2) 0.045(4) Uani 0.571(13) 1 d D U P D 1
H33 H 0.606076 0.52392 0.73831 0.053 Uiso 0.571(13) 1 calc R U P D 1
C34 C 0.804(3) 0.6483(16) 0.7972(12) 0.043(3) Uani 0.571(13) 1 d D U P D 1
H34 H 0.704334 0.688003 0.806496 0.052 Uiso 0.571(13) 1 calc R U P D 1
C35 C 1.002(3) 0.6854(15) 0.8235(12) 0.044(3) Uani 0.571(13) 1 d D U P D 1
C36 C 1.147(3) 0.6292(15) 0.8084(12) 0.040(4) Uani 0.571(13) 1 d D U P D 1
H36 H 1.285972 0.657355 0.824742 0.048 Uiso 0.571(13) 1 calc R U P D 1
C37 C 1.091(5) 0.5311(17) 0.769(2) 0.037(4) Uani 0.571(13) 1 d D U P D 1
H37 H 1.191424 0.490909 0.762705 0.044 Uiso 0.571(13) 1 calc R U P D 1
O6 O 1.074(2) 0.7775(10) 0.8665(6) 0.058(3) Uani 0.571(13) 1 d D U P D 1
C38 C 0.921(3) 0.8248(13) 0.8958(10) 0.061(5) Uani 0.571(13) 1 d D U P D 1
H38A H 0.80413 0.821635 0.860795 0.092 Uiso 0.571(13) 1 calc R U P D 1
H38B H 0.978362 0.895181 0.917822 0.092 Uiso 0.571(13) 1 calc R U P D 1
H38C H 0.877878 0.789358 0.928492 0.092 Uiso 0.571(13) 1 calc R U P D 1
C32' C 0.898(7) 0.490(3) 0.747(4) 0.039(5) Uani 0.429(13) 1 d D U P D 2
C33' C 0.727(6) 0.533(3) 0.752(3) 0.039(4) Uani 0.429(13) 1 d D U P D 2
H33' H 0.598001 0.494493 0.729471 0.046 Uiso 0.429(13) 1 calc R U P D 2
C34' C 0.738(4) 0.631(2) 0.7884(16) 0.040(4) Uani 0.429(13) 1 d D U P D 2
H34' H 0.618818 0.65683 0.794437 0.048 Uiso 0.429(13) 1 calc R U P D 2
C35' C 0.929(4) 0.689(2) 0.8158(16) 0.042(4) Uani 0.429(13) 1 d D U P D 2
C36' C 1.099(5) 0.651(2) 0.8096(18) 0.042(4) Uani 0.429(13) 1 d D U P D 2
H36' H 1.228087 0.69037 0.831149 0.051 Uiso 0.429(13) 1 calc R U P D 2
C37' C 1.085(6) 0.553(2) 0.771(3) 0.038(5) Uani 0.429(13) 1 d D U P D 2
H37' H 1.205104 0.529515 0.762234 0.046 Uiso 0.429(13) 1 calc R U P D 2
O6' O 0.940(3) 0.7876(12) 0.8503(9) 0.051(4) Uani 0.429(13) 1 d D U P D 2
C38' C 1.118(4) 0.851(2) 0.8842(14) 0.076(7) Uani 0.429(13) 1 d D U P D 2
H38D H 1.197553 0.816578 0.912523 0.114 Uiso 0.429(13) 1 calc R U P D 2
H38E H 1.087357 0.911305 0.911951 0.114 Uiso 0.429(13) 1 calc R U P D 2
H38F H 1.196964 0.871125 0.85225 0.114 Uiso 0.429(13) 1 calc R U P D 2
C39 C 0.7653(15) 0.3815(6) 0.6265(4) 0.039(2) Uani 1 1 d . . . . .
C40 C 0.5602(14) 0.3738(6) 0.6020(4) 0.042(2) Uani 1 1 d . . . . .
H40 H 0.467889 0.369497 0.631205 0.05 Uiso 1 1 calc R U . . .
C41 C 0.4855(15) 0.3721(6) 0.5359(4) 0.046(3) Uani 1 1 d . . . . .
H41 H 0.344296 0.366818 0.520441 0.055 Uiso 1 1 calc R U . . .
C42 C 0.6169(19) 0.3782(7) 0.4936(5) 0.055(3) Uani 1 1 d . . . . .
C43 C 0.823(2) 0.3889(7) 0.5171(5) 0.064(3) Uani 1 1 d . . . . .
H43 H 0.91375 0.395075 0.487697 0.077 Uiso 1 1 calc R U . . .
C44 C 0.8986(15) 0.3907(7) 0.5830(5) 0.048(3) Uani 1 1 d . . . . .
H44 H 1.040447 0.398193 0.598454 0.057 Uiso 1 1 calc R U . . .
C45 C 0.354(2) 0.3606(9) 0.3985(5) 0.103(5) Uani 1 1 d . . . . .
H45A H 0.283654 0.298903 0.406852 0.154 Uiso 1 1 calc R U . . .
H45B H 0.336521 0.354637 0.35042 0.154 Uiso 1 1 calc R U . . .
H45C H 0.296688 0.417926 0.418721 0.154 Uiso 1 1 calc R U . . .
O1 O 0.4902(8) 0.2776(4) 0.7184(3) 0.0385(15) Uani 1 1 d . . . . .
O2 O 0.9989(10) 0.1269(5) 0.4435(3) 0.0531(18) Uani 1 1 d . . . . .
O3 O 0.4078(12) -0.2070(5) 0.7192(3) 0.070(2) Uani 1 1 d . . . . .
O5 O 0.6011(9) 0.6612(4) 0.9832(3) 0.0442(16) Uani 1 1 d . . . . .
O7 O 0.5653(14) 0.3757(5) 0.4270(3) 0.082(3) Uani 1 1 d . . . . .
P1 P 0.7182(3) 0.28830(16) 0.73404(10) 0.0314(7) Uani 1 1 d . . . . .
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'
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
C9 C1 C2 110.9(6) . . ?
C9 C1 P1 116.5(6) . . ?
C2 C1 P1 113.1(6) . . ?
C9 C1 H1 105.1 . . ?
C2 C1 H1 105.1 . . ?
P1 C1 H1 105.1 . . ?
C7 C2 C3 117.5(8) . . ?
C7 C2 C1 119.0(7) . . ?
C3 C2 C1 123.4(8) . . ?
C2 C3 C4 120.4(8) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 120.4(8) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C6 C5 O2 124.1(8) . . ?
C6 C5 C4 119.5(8) . . ?
O2 C5 C4 116.4(8) . . ?
C5 C6 C7 120.5(8) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C2 C7 C6 121.6(8) . . ?
C2 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C14 116.5(8) . . ?
C10 C9 C1 120.1(8) . . ?
C14 C9 C1 123.3(8) . . ?
C11 C10 C9 120.6(9) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 121.5(9) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C11 C12 C13 119.8(9) . . ?
C11 C12 O3 116.2(9) . . ?
C13 C12 O3 124.1(10) . . ?
C14 C13 C12 119.0(9) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C13 C14 C9 122.7(9) . . ?
C13 C14 H14 118.6 . . ?
C9 C14 H14 118.6 . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C24 C16 C17 107.8(17) . . ?
C24 C16 C17' 114(2) . . ?
C24 C16 P1 115.4(6) . . ?
C17 C16 P1 110.0(15) . . ?
C17' C16 P1 115.0(19) . . ?
C24 C16 H16 107.8 . . ?
C17 C16 H16 107.8 . . ?
P1 C16 H16 107.8 . . ?
C22 C17 C18 115.9(18) . . ?
C22 C17 C16 119.8(18) . . ?
C18 C17 C16 124.2(17) . . ?
C19 C18 C17 121.9(18) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C18 C19 C20 119.3(18) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C21 C20 O4 120(2) . . ?
C21 C20 C19 117.1(19) . . ?
O4 C20 C19 123.3(19) . . ?
C22 C21 C20 123(2) . . ?
C22 C21 H21 118.4 . . ?
C20 C21 H21 118.4 . . ?
C21 C22 C17 122(2) . . ?
C21 C22 H22 118.8 . . ?
C17 C22 H22 118.8 . . ?
C20 O4 C23 119.1(17) . . ?
O4 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O4 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22' C17' C18' 122(2) . . ?
C22' C17' C16 121(2) . . ?
C18' C17' C16 117(2) . . ?
C17' C18' C19' 119(2) . . ?
C17' C18' H18' 120.5 . . ?
C19' C18' H18' 120.5 . . ?
C20' C19' C18' 116(2) . . ?
C20' C19' H19' 121.9 . . ?
C18' C19' H19' 121.9 . . ?
C21' C20' C19' 123(2) . . ?
C21' C20' O4' 118(2) . . ?
C19' C20' O4' 119(3) . . ?
C20' C21' C22' 122(2) . . ?
C20' C21' H21' 119.1 . . ?
C22' C21' H21' 119.1 . . ?
C17' C22' C21' 119(2) . . ?
C17' C22' H22' 120.7 . . ?
C21' C22' H22' 120.7 . . ?
C20' O4' C23' 119(2) . . ?
O4' C23' H23D 109.5 . . ?
O4' C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
O4' C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?
C29 C24 C25 117.9(7) . . ?
C29 C24 C16 119.1(7) . . ?
C25 C24 C16 123.0(8) . . ?
C24 C25 C26 120.7(8) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C27 C26 C25 119.0(8) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C26 C27 O5 124.1(8) . . ?
C26 C27 C28 120.6(8) . . ?
O5 C27 C28 115.3(8) . . ?
C29 C28 C27 119.6(8) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C28 C29 C24 122.1(8) . . ?
C28 C29 H29 119 . . ?
C24 C29 H29 119 . . ?
O5 C30 H30A 109.5 . . ?
O5 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O5 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 C39 108(2) . . ?
C39 C31 C32' 114(4) . . ?
C32 C31 P1 116(2) . . ?
C39 C31 P1 114.5(6) . . ?
C32' C31 P1 112(4) . . ?
C32 C31 H31 105.7 . . ?
C39 C31 H31 105.7 . . ?
P1 C31 H31 105.7 . . ?
C37 C32 C33 118(2) . . ?
C37 C32 C31 114(2) . . ?
C33 C32 C31 128(2) . . ?
C32 C33 C34 121(2) . . ?
C32 C33 H33 119.5 . . ?
C34 C33 H33 119.5 . . ?
C35 C34 C33 120(2) . . ?
C35 C34 H34 120.1 . . ?
C33 C34 H34 120.1 . . ?
C34 C35 O6 124.4(19) . . ?
C34 C35 C36 120.1(17) . . ?
O6 C35 C36 115.5(16) . . ?
C35 C36 C37 121(2) . . ?
C35 C36 H36 119.6 . . ?
C37 C36 H36 119.6 . . ?
C32 C37 C36 120(2) . . ?
C32 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C35 O6 C38 115.0(16) . . ?
O6 C38 H38A 109.5 . . ?
O6 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O6 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37' C32' C33' 117(3) . . ?
C37' C32' C31 127(3) . . ?
C33' C32' C31 114(3) . . ?
C32' C33' C34' 122(3) . . ?
C32' C33' H33' 118.9 . . ?
C34' C33' H33' 118.9 . . ?
C35' C34' C33' 118(3) . . ?
C35' C34' H34' 120.9 . . ?
C33' C34' H34' 120.9 . . ?
C36' C35' O6' 121(2) . . ?
C36' C35' C34' 121(2) . . ?
O6' C35' C34' 118(2) . . ?
C35' C36' C37' 120(3) . . ?
C35' C36' H36' 119.9 . . ?
C37' C36' H36' 119.9 . . ?
C32' C37' C36' 121(3) . . ?
C32' C37' H37' 119.7 . . ?
C36' C37' H37' 119.7 . . ?
C38' O6' C35' 124(2) . . ?
O6' C38' H38D 109.5 . . ?
O6' C38' H38E 109.5 . . ?
H38D C38' H38E 109.5 . . ?
O6' C38' H38F 109.5 . . ?
H38D C38' H38F 109.5 . . ?
H38E C38' H38F 109.5 . . ?
C40 C39 C44 117.9(8) . . ?
C40 C39 C31 124.0(8) . . ?
C44 C39 C31 118.1(8) . . ?
C39 C40 C41 122.1(9) . . ?
C39 C40 H40 119 . . ?
C41 C40 H40 119 . . ?
C42 C41 C40 119.4(9) . . ?
C42 C41 H41 120.3 . . ?
C40 C41 H41 120.3 . . ?
C41 C42 O7 125.9(11) . . ?
C41 C42 C43 119.8(9) . . ?
O7 C42 C43 114.2(10) . . ?
C42 C43 C44 121.2(9) . . ?
C42 C43 H43 119.4 . . ?
C44 C43 H43 119.4 . . ?
C43 C44 C39 119.6(10) . . ?
C43 C44 H44 120.2 . . ?
C39 C44 H44 120.2 . . ?
O7 C45 H45A 109.5 . . ?
O7 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
O7 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C5 O2 C8 116.8(7) . . ?
C12 O3 C15 115.4(8) . . ?
C27 O5 C30 117.5(7) . . ?
C42 O7 C45 117.3(9) . . ?
O1 P1 C31 114.5(4) . . ?
O1 P1 C1 115.1(4) . . ?
C31 P1 C1 104.1(4) . . ?
O1 P1 C16 112.3(3) . . ?
C31 P1 C16 106.4(4) . . ?
C1 P1 C16 103.4(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C9 1.517(11) . ?
C1 C2 1.549(11) . ?
C1 P1 1.854(8) . ?
C1 H1 1 . ?
C2 C7 1.373(10) . ?
C2 C3 1.397(11) . ?
C3 C4 1.410(11) . ?
C3 H3 0.95 . ?
C4 C5 1.372(11) . ?
C4 H4 0.95 . ?
C5 C6 1.357(11) . ?
C5 O2 1.360(10) . ?
C6 C7 1.402(11) . ?
C6 H6 0.95 . ?
C7 H7 0.95 . ?
C8 O2 1.405(10) . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 C10 1.395(11) . ?
C9 C14 1.395(11) . ?
C10 C11 1.360(12) . ?
C10 H10 0.95 . ?
C11 C12 1.368(12) . ?
C11 H11 0.95 . ?
C12 C13 1.369(12) . ?
C12 O3 1.387(11) . ?
C13 C14 1.366(11) . ?
C13 H13 0.95 . ?
C14 H14 0.95 . ?
C15 O3 1.445(12) . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 C24 1.538(10) . ?
C16 C17 1.54(2) . ?
C16 C17' 1.57(3) . ?
C16 P1 1.863(8) . ?
C16 H16 1 . ?
C17 C22 1.37(2) . ?
C17 C18 1.39(2) . ?
C18 C19 1.39(2) . ?
C18 H18 0.95 . ?
C19 C20 1.41(2) . ?
C19 H19 0.95 . ?
C20 C21 1.35(3) . ?
C20 O4 1.37(2) . ?
C21 C22 1.34(3) . ?
C21 H21 0.95 . ?
C22 H22 0.95 . ?
O4 C23 1.43(2) . ?
C23 H23A 0.98 . ?
C23 H23B 0.98 . ?
C23 H23C 0.98 . ?
C17' C22' 1.33(3) . ?
C17' C18' 1.39(3) . ?
C18' C19' 1.43(3) . ?
C18' H18' 0.95 . ?
C19' C20' 1.35(3) . ?
C19' H19' 0.95 . ?
C20' C21' 1.34(3) . ?
C20' O4' 1.40(2) . ?
C21' C22' 1.36(3) . ?
C21' H21' 0.95 . ?
C22' H22' 0.95 . ?
O4' C23' 1.42(3) . ?
C23' H23D 0.98 . ?
C23' H23E 0.98 . ?
C23' H23F 0.98 . ?
C24 C29 1.382(11) . ?
C24 C25 1.397(11) . ?
C25 C26 1.404(11) . ?
C25 H25 0.95 . ?
C26 C27 1.370(11) . ?
C26 H26 0.95 . ?
C27 O5 1.379(9) . ?
C27 C28 1.390(11) . ?
C28 C29 1.360(10) . ?
C28 H28 0.95 . ?
C29 H29 0.95 . ?
C30 O5 1.440(9) . ?
C30 H30A 0.98 . ?
C30 H30B 0.98 . ?
C30 H30C 0.98 . ?
C31 C32 1.52(2) . ?
C31 C39 1.539(11) . ?
C31 C32' 1.54(3) . ?
C31 P1 1.852(8) . ?
C31 H31 1 . ?
C32 C37 1.39(3) . ?
C32 C33 1.39(2) . ?
C33 C34 1.41(2) . ?
C33 H33 0.95 . ?
C34 C35 1.35(2) . ?
C34 H34 0.95 . ?
C35 O6 1.369(19) . ?
C35 C36 1.37(2) . ?
C36 C37 1.40(2) . ?
C36 H36 0.95 . ?
C37 H37 0.95 . ?
O6 C38 1.45(2) . ?
C38 H38A 0.98 . ?
C38 H38B 0.98 . ?
C38 H38C 0.98 . ?
C32' C37' 1.39(3) . ?
C32' C33' 1.39(3) . ?
C33' C34' 1.40(3) . ?
C33' H33' 0.95 . ?
C34' C35' 1.39(3) . ?
C34' H34' 0.95 . ?
C35' C36' 1.35(3) . ?
C35' O6' 1.38(2) . ?
C36' C37' 1.41(3) . ?
C36' H36' 0.95 . ?
C37' H37' 0.95 . ?
O6' C38' 1.38(3) . ?
C38' H38D 0.98 . ?
C38' H38E 0.98 . ?
C38' H38F 0.98 . ?
C39 C40 1.388(11) . ?
C39 C44 1.398(12) . ?
C40 C41 1.389(11) . ?
C40 H40 0.95 . ?
C41 C42 1.364(13) . ?
C41 H41 0.95 . ?
C42 O7 1.375(11) . ?
C42 C43 1.383(13) . ?
C43 C44 1.387(13) . ?
C43 H43 0.95 . ?
C44 H44 0.95 . ?
C45 O7 1.433(13) . ?
C45 H45A 0.98 . ?
C45 H45B 0.98 . ?
C45 H45C 0.98 . ?
O1 P1 1.511(5) . ?
