#------------------------------------------------------------------------------
#$Date: 2023-12-08 16:16:31 +0200 (Fri, 08 Dec 2023) $
#$Revision: 288183 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/55/4025584.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_4025584
loop_
_publ_author_name
'Jean-Christophe Monbaliu'
'Bernard Tinant'
'Jacqueline Marchand-Brynaert'
_publ_section_title
;
 [4 + 2] Cycloadditions of 1-Phosphono-1,3-butadienes with Nitroso
 Heterodienophiles: A Versatile Synthetic Route for Polyfunctionalized
 Aminophosphonic Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5478
_journal_page_last               5486
_journal_paper_doi               10.1021/jo100230r
_journal_volume                  75
_journal_year                    2010
_chemical_formula_sum            'C22 H40 N O8 P S Si'
_chemical_formula_weight         537.67
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.319(5)
_cell_angle_beta                 105.017(6)
_cell_angle_gamma                113.361(7)
_cell_formula_units_Z            2
_cell_length_a                   10.985(5)
_cell_length_b                   11.889(8)
_cell_length_c                   12.965(6)
_cell_measurement_temperature    146(2)
_cell_volume                     1413.4(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      146(2)
_diffrn_measured_fraction_theta_full 0.771
_diffrn_measured_fraction_theta_max 0.771
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_sigmaI/netI    0.0670
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9768
_diffrn_reflns_theta_full        28.25
_diffrn_reflns_theta_max         28.25
_diffrn_reflns_theta_min         3.25
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_T_max  0.9458
_exptl_absorpt_correction_T_min  0.9045
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5399
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0987
_refine_ls_R_factor_gt           0.0566
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0460P)²+0.5047P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1017
_refine_ls_wR_factor_ref         0.1137
_reflns_number_gt                3814
_reflns_number_total             5399
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo100230r_si_003.cif
_cod_data_source_block           jcmon9
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '_atom_site_symetry_multiplicity' was replaced with
'_atom_site_symmetry_multiplicity' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_database_code               4025584
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.26238(8) 0.22256(6) 0.56436(6) 0.02677(19) Uani 1 1 d . . .
S1 S -0.06763(8) 0.28856(7) 0.63417(6) 0.0348(2) Uani 1 1 d . . .
Si1 Si 0.13729(8) 0.33751(7) 0.98916(6) 0.0276(2) Uani 1 1 d . . .
O6 O 0.24372(18) 0.08058(15) 0.69171(14) 0.0246(4) Uani 1 1 d . . .
O2 O 0.4113(2) 0.23094(18) 0.57323(16) 0.0359(5) Uani 1 1 d . . .
O1 O 0.1428(2) 0.12649(17) 0.46039(15) 0.0358(5) Uani 1 1 d . . .
O3 O 0.2933(2) 0.36747(17) 0.58776(15) 0.0363(5) Uani 1 1 d . . .
O4 O 0.08073(19) 0.29493(16) 0.69327(15) 0.0298(5) Uani 1 1 d . . .
O8 O -0.0385(2) 0.42076(19) 0.66556(17) 0.0482(6) Uani 1 1 d . . .
O7 O -0.1750(2) 0.1968(2) 0.66012(18) 0.0469(6) Uani 1 1 d . . .
O5 O 0.16893(18) 0.24920(16) 0.89518(14) 0.0265(4) Uani 1 1 d . . .
N1 N 0.2452(2) 0.06408(19) 0.80261(17) 0.0232(5) Uani 1 1 d . . .
C5 C 0.2358(3) 0.1982(2) 0.6925(2) 0.0234(6) Uani 1 1 d . . .
H5 H 0.3128 0.2727 0.7612 0.028 Uiso 1 1 calc R . .
C6 C 0.0884(3) 0.1741(2) 0.6919(2) 0.0248(6) Uani 1 1 d . . .
H6A H 0.0124 0.1013 0.6216 0.030 Uiso 1 1 calc R . .
C7 C 0.0702(3) 0.1405(2) 0.7961(2) 0.0255(6) Uani 1 1 d . . .
H7 H -0.0297 0.1161 0.7918 0.031 Uiso 1 1 calc R . .
C8 C 0.0998(3) 0.0262(2) 0.7986(2) 0.0265(6) Uani 1 1 d . . .
H8A H 0.0897 0.0024 0.8660 0.032 Uiso 1 1 calc R . .
H8B H 0.0305 -0.0502 0.7299 0.032 Uiso 1 1 calc R . .
C9 C 0.2984(3) -0.0278(2) 0.8121(2) 0.0265(6) Uani 1 1 d . . .
C14 C 0.2088(3) -0.1562(3) 0.7989(2) 0.0350(7) Uani 1 1 d . . .
H14 H 0.1092 -0.1863 0.7804 0.042 Uiso 1 1 calc R . .
C13 C 0.2664(4) -0.2397(3) 0.8132(3) 0.0489(9) Uani 1 1 d . . .
H13 H 0.2063 -0.3273 0.8044 0.059 Uiso 1 1 calc R . .
C12 C 0.4098(5) -0.1957(4) 0.8398(3) 0.0536(10) Uani 1 1 d . . .
H12 H 0.4490 -0.2529 0.8496 0.064 Uiso 1 1 calc R . .
C11 C 0.4981(4) -0.0687(3) 0.8526(3) 0.0477(9) Uani 1 1 d . . .
H11 H 0.5975 -0.0397 0.8711 0.057 Uiso 1 1 calc R . .
C10 C 0.4438(3) 0.0180(3) 0.8389(2) 0.0333(7) Uani 1 1 d . . .
C15 C 0.5421(3) 0.1565(3) 0.8558(3) 0.0456(8) Uani 1 1 d . . .
H15B H 0.5353 0.1672 0.7818 0.068 Uiso 1 1 calc R . .
H15A H 0.6407 0.1784 0.8993 0.068 Uiso 1 1 calc R . .
H15C H 0.5145 0.2144 0.8973 0.068 Uiso 1 1 calc R . .
C1 C 0.4243(4) 0.1187(3) 0.5194(3) 0.0474(8) Uani 1 1 d . . .
H1A H 0.3474 0.0385 0.5189 0.057 Uiso 1 1 calc R . .
H1B H 0.5172 0.1267 0.5639 0.057 Uiso 1 1 calc R . .
C2 C 0.4146(4) 0.1079(3) 0.4005(3) 0.0621(10) Uani 1 1 d . . .
H2A H 0.3199 0.0934 0.3548 0.093 Uiso 1 1 calc R . .
H2B H 0.4292 0.0347 0.3683 0.093 Uiso 1 1 calc R . .
H2C H 0.4883 0.1886 0.4004 0.093 Uiso 1 1 calc R . .
C3 C 0.2918(4) 0.4227(3) 0.4976(3) 0.0475(8) Uani 1 1 d . . .
H3A H 0.2069 0.3616 0.4281 0.057 Uiso 1 1 calc R . .
H3B H 0.3786 0.4391 0.4801 0.057 Uiso 1 1 calc R . .
C4 C 0.2875(5) 0.5455(3) 0.5360(3) 0.0770(13) Uani 1 1 d . . .
H4A H 0.2034 0.5287 0.5560 0.115 Uiso 1 1 calc R . .
H4B H 0.2820 0.5827 0.4749 0.115 Uiso 1 1 calc R . .
H4C H 0.3743 0.6069 0.6025 0.115 Uiso 1 1 calc R . .
C16 C -0.1035(4) 0.2299(3) 0.4890(2) 0.0441(8) Uani 1 1 d . . .
H16A H -0.1974 0.2187 0.4453 0.066 Uiso 1 1 calc R . .
H16B H -0.1033 0.1460 0.4703 0.066 Uiso 1 1 calc R . .
H16C H -0.0298 0.2923 0.4703 0.066 Uiso 1 1 calc R . .
C17 C 0.1563(4) 0.4886(3) 0.9593(3) 0.0465(9) Uani 1 1 d . . .
H17A H 0.2458 0.5298 0.9470 0.070 Uiso 1 1 calc R . .
H17B H 0.1577 0.5487 1.0238 0.070 Uiso 1 1 calc R . .
H17C H 0.0754 0.4673 0.8911 0.070 Uiso 1 1 calc R . .
C18 C -0.0457(3) 0.2398(3) 0.9850(3) 0.0464(8) Uani 1 1 d . . .
H18A H -0.1164 0.2234 0.9122 0.070 Uiso 1 1 calc R . .
H18B H -0.0606 0.2878 1.0469 0.070 Uiso 1 1 calc R . .
H18C H -0.0563 0.1567 0.9936 0.070 Uiso 1 1 calc R . .
C19 C 0.2801(3) 0.3786(3) 1.1278(2) 0.0326(7) Uani 1 1 d . . .
C20 C 0.4272(3) 0.4421(3) 1.1190(3) 0.0434(8) Uani 1 1 d . . .
H20A H 0.5020 0.4633 1.1913 0.065 Uiso 1 1 calc R . .
H20B H 0.4420 0.5219 1.1015 0.065 Uiso 1 1 calc R . .
H20C H 0.4317 0.3815 1.0586 0.065 Uiso 1 1 calc R . .
C21 C 0.2595(4) 0.2546(3) 1.1570(3) 0.0502(9) Uani 1 1 d . . .
H21A H 0.2614 0.1928 1.0959 0.075 Uiso 1 1 calc R . .
H21B H 0.1673 0.2151 1.1655 0.075 Uiso 1 1 calc R . .
H21C H 0.3367 0.2770 1.2281 0.075 Uiso 1 1 calc R . .
C22 C 0.2753(4) 0.4746(3) 1.2241(3) 0.0575(10) Uani 1 1 d . . .
H22A H 0.1825 0.4341 1.2316 0.086 Uiso 1 1 calc R . .
H22B H 0.2885 0.5540 1.2063 0.086 Uiso 1 1 calc R . .
H22C H 0.3517 0.4965 1.2956 0.086 Uiso 1 1 calc R . .
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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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 O3 116.63(11) . . ?
O1 P1 O2 114.80(11) . . ?
O3 P1 O2 102.96(11) . . ?
O1 P1 C5 113.24(12) . . ?
O3 P1 C5 100.60(11) . . ?
O2 P1 C5 107.07(11) . . ?
O8 S1 O7 119.72(14) . . ?
O8 S1 O4 104.24(11) . . ?
O7 S1 O4 109.67(12) . . ?
O8 S1 C16 109.24(14) . . ?
O7 S1 C16 108.78(15) . . ?
O4 S1 C16 104.03(13) . . ?
O5 Si1 C17 110.13(13) . . ?
O5 Si1 C18 109.20(13) . . ?
C17 Si1 C18 110.81(16) . . ?
O5 Si1 C19 104.07(11) . . ?
C17 Si1 C19 109.93(14) . . ?
C18 Si1 C19 112.49(15) . . ?
C5 O6 N1 107.46(16) . . ?
C1 O2 P1 122.08(19) . . ?
C3 O3 P1 120.59(18) . . ?
C6 O4 S1 119.74(15) . . ?
C7 O5 Si1 129.02(17) . . ?
C9 N1 C8 117.7(2) . . ?
C9 N1 O6 104.84(17) . . ?
C8 N1 O6 105.65(18) . . ?
O6 C5 C6 106.91(19) . . ?
O6 C5 P1 103.95(15) . . ?
C6 C5 P1 113.69(17) . . ?
O6 C5 H5 110.7 . . ?
C6 C5 H5 110.7 . . ?
P1 C5 H5 110.7 . . ?
O4 C6 C7 110.48(19) . . ?
O4 C6 C5 106.82(19) . . ?
C7 C6 C5 109.9(2) . . ?
O4 C6 H6A 109.9 . . ?
C7 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
O5 C7 C6 109.6(2) . . ?
O5 C7 C8 109.7(2) . . ?
C6 C7 C8 108.0(2) . . ?
O5 C7 H7 109.9 . . ?
C6 C7 H7 109.9 . . ?
C8 C7 H7 109.9 . . ?
N1 C8 C7 108.5(2) . . ?
N1 C8 H8A 110.0 . . ?
C7 C8 H8A 110.0 . . ?
N1 C8 H8B 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?
C10 C9 C14 121.2(2) . . ?
C10 C9 N1 117.1(2) . . ?
C14 C9 N1 121.7(3) . . ?
C13 C14 C9 119.5(3) . . ?
C13 C14 H14 120.3 . . ?
C9 C14 H14 120.3 . . ?
C12 C13 C14 119.9(3) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C12 C11 120.5(3) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C11 C10 121.1(3) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C9 C10 C11 117.8(3) . . ?
C9 C10 C15 121.8(2) . . ?
C11 C10 C15 120.3(3) . . ?
C10 C15 H15B 109.5 . . ?
C10 C15 H15A 109.5 . . ?
H15B C15 H15A 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
O2 C1 C2 111.5(2) . . ?
O2 C1 H1A 109.3 . . ?
C2 C1 H1A 109.3 . . ?
O2 C1 H1B 109.3 . . ?
C2 C1 H1B 109.3 . . ?
H1A C1 H1B 108.0 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O3 C3 C4 108.0(3) . . ?
O3 C3 H3A 110.1 . . ?
C4 C3 H3A 110.1 . . ?
O3 C3 H3B 110.1 . . ?
C4 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
S1 C16 H16A 109.5 . . ?
S1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si1 C17 H17A 109.5 . . ?
Si1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si1 C18 H18A 109.5 . . ?
Si1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C21 108.8(2) . . ?
C20 C19 C22 108.9(3) . . ?
C21 C19 C22 108.9(3) . . ?
C20 C19 Si1 109.4(2) . . ?
C21 C19 Si1 110.3(2) . . ?
C22 C19 Si1 110.5(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
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 1.461(2) . ?
P1 O3 1.566(2) . ?
P1 O2 1.571(2) . ?
P1 C5 1.817(3) . ?
S1 O8 1.422(2) . ?
S1 O7 1.423(2) . ?
S1 O4 1.575(2) . ?
S1 C16 1.751(3) . ?
Si1 O5 1.6476(18) . ?
Si1 C17 1.855(3) . ?
Si1 C18 1.860(3) . ?
Si1 C19 1.875(3) . ?
O6 C5 1.433(3) . ?
O6 N1 1.486(3) . ?
O2 C1 1.458(3) . ?
O3 C3 1.448(3) . ?
O4 C6 1.468(3) . ?
O5 C7 1.418(3) . ?
N1 C9 1.439(3) . ?
N1 C8 1.461(3) . ?
C5 C6 1.526(4) . ?
C5 H5 1.0000 . ?
C6 C7 1.521(4) . ?
C6 H6A 1.0000 . ?
C7 C8 1.522(3) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.384(4) . ?
C9 C14 1.396(4) . ?
C14 C13 1.389(4) . ?
C14 H14 0.9500 . ?
C13 C12 1.366(5) . ?
C13 H13 0.9500 . ?
C12 C11 1.379(5) . ?
C12 H12 0.9500 . ?
C11 C10 1.398(4) . ?
C11 H11 0.9500 . ?
C10 C15 1.501(4) . ?
C15 H15B 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15C 0.9800 . ?
C1 C2 1.493(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.470(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.535(4) . ?
C19 C21 1.538(4) . ?
C19 C22 1.545(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 P1 O2 C1 -29.7(2) . . . . ?
O3 P1 O2 C1 -157.5(2) . . . . ?
C5 P1 O2 C1 97.0(2) . . . . ?
O1 P1 O3 C3 -43.9(3) . . . . ?
O2 P1 O3 C3 82.7(2) . . . . ?
C5 P1 O3 C3 -166.8(2) . . . . ?
O8 S1 O4 C6 172.08(18) . . . . ?
O7 S1 O4 C6 42.7(2) . . . . ?
C16 S1 O4 C6 -73.5(2) . . . . ?
C17 Si1 O5 C7 -98.5(2) . . . . ?
C18 Si1 O5 C7 23.4(2) . . . . ?
C19 Si1 O5 C7 143.7(2) . . . . ?
C5 O6 N1 C9 -162.15(19) . . . . ?
C5 O6 N1 C8 72.8(2) . . . . ?
N1 O6 C5 C6 -68.0(2) . . . . ?
N1 O6 C5 P1 171.49(14) . . . . ?
O1 P1 C5 O6 69.28(18) . . . . ?
O3 P1 C5 O6 -165.49(15) . . . . ?
O2 P1 C5 O6 -58.27(17) . . . . ?
O1 P1 C5 C6 -46.6(2) . . . . ?
O3 P1 C5 C6 78.65(18) . . . . ?
O2 P1 C5 C6 -174.13(16) . . . . ?
S1 O4 C6 C7 -91.1(2) . . . . ?
S1 O4 C6 C5 149.41(17) . . . . ?
O6 C5 C6 O4 179.72(18) . . . . ?
P1 C5 C6 O4 -66.2(2) . . . . ?
O6 C5 C6 C7 59.8(2) . . . . ?
P1 C5 C6 C7 173.94(15) . . . . ?
Si1 O5 C7 C6 115.8(2) . . . . ?
Si1 O5 C7 C8 -125.8(2) . . . . ?
O4 C6 C7 O5 -52.8(3) . . . . ?
C5 C6 C7 O5 64.9(2) . . . . ?
O4 C6 C7 C8 -172.18(19) . . . . ?
C5 C6 C7 C8 -54.5(3) . . . . ?
C9 N1 C8 C7 176.5(2) . . . . ?
O6 N1 C8 C7 -66.9(2) . . . . ?
O5 C7 C8 N1 -60.3(3) . . . . ?
C6 C7 C8 N1 59.1(3) . . . . ?
C8 N1 C9 C10 -167.2(2) . . . . ?
O6 N1 C9 C10 75.8(2) . . . . ?
C8 N1 C9 C14 10.5(3) . . . . ?
O6 N1 C9 C14 -106.5(3) . . . . ?
C10 C9 C14 C13 0.1(4) . . . . ?
N1 C9 C14 C13 -177.6(2) . . . . ?
C9 C14 C13 C12 0.0(4) . . . . ?
C14 C13 C12 C11 -0.1(5) . . . . ?
C13 C12 C11 C10 0.1(5) . . . . ?
C14 C9 C10 C11 -0.1(4) . . . . ?
N1 C9 C10 C11 177.7(2) . . . . ?
C14 C9 C10 C15 -178.7(3) . . . . ?
N1 C9 C10 C15 -1.0(4) . . . . ?
C12 C11 C10 C9 0.0(4) . . . . ?
C12 C11 C10 C15 178.6(3) . . . . ?
P1 O2 C1 C2 88.6(3) . . . . ?
P1 O3 C3 C4 165.8(3) . . . . ?
O5 Si1 C19 C20 54.0(2) . . . . ?
C17 Si1 C19 C20 -63.9(2) . . . . ?
C18 Si1 C19 C20 172.12(19) . . . . ?
O5 Si1 C19 C21 -65.7(2) . . . . ?
C17 Si1 C19 C21 176.4(2) . . . . ?
C18 Si1 C19 C21 52.4(2) . . . . ?
O5 Si1 C19 C22 173.9(2) . . . . ?
C17 Si1 C19 C22 56.0(3) . . . . ?
C18 Si1 C19 C22 -68.0(3) . . . . ?
