#------------------------------------------------------------------------------
#$Date: 2019-11-04 17:52:33 +0200 (Mon, 04 Nov 2019) $
#$Revision: 223189 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/72/4127226.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_4127226
loop_
_publ_author_name
'Liu, Liu Leo'
'Zhou, Jiliang'
'Cao, Levy L.'
'Kim, Youngsuk'
'Stephan, Douglas W.'
_publ_section_title
;
 Reversible Intramolecular Cycloaddition of Phosphaalkene to an Arene
 Ring.
;
_journal_issue                   20
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8083
_journal_page_last               8087
_journal_paper_doi               10.1021/jacs.9b03721
_journal_volume                  141
_journal_year                    2019
_chemical_formula_sum            'C39 H57 F4 N O3 P S'
_chemical_formula_weight         726.88
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                76.64(2)
_cell_angle_beta                 69.873(14)
_cell_angle_gamma                79.271(19)
_cell_formula_units_Z            2
_cell_length_a                   11.096(7)
_cell_length_b                   11.353(9)
_cell_length_c                   16.047(11)
_cell_measurement_reflns_used    8087
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.94
_cell_measurement_theta_min      2.73
_cell_volume                     1834(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Ortep 3'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/4 (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            33504
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.194
_diffrn_reflns_theta_min         2.543
_exptl_absorpt_coefficient_mu    0.191
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_description       block
_exptl_crystal_F_000             778
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.451
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     466
_refine_ls_number_reflns         8121
_refine_ls_number_restraints     74
_refine_ls_restrained_S_all      1.126
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0496
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0577P)²+0.9051P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1285
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5849
_reflns_number_total             8121
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b03721_si_002.cif
_cod_data_source_block           7
_cod_depositor_comments
'Adding full bibliography for 4127223--4127226.cif.'
_cod_database_code               4127226
_shelx_shelxl_version_number     2014/7
_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'
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 0.26151(5) 0.36100(5) 0.35171(4) 0.01399(13) Uani 1 1 d . . . . .
S1 S -0.08262(6) 0.72194(5) 0.26358(4) 0.02213(14) Uani 1 1 d . . . . .
N1 N 0.54018(16) 0.40286(15) 0.27120(11) 0.0127(4) Uani 1 1 d . . . . .
O1 O -0.22132(16) 0.72472(16) 0.29483(12) 0.0329(4) Uani 1 1 d . . . . .
O2 O -0.01189(16) 0.62379(14) 0.21692(12) 0.0294(4) Uani 1 1 d . . . . .
O3 O -0.02905(19) 0.74652(16) 0.32693(13) 0.0384(5) Uani 1 1 d . . . . .
F1 F 0.06969(14) 0.86767(14) 0.13392(11) 0.0453(4) Uani 1 1 d . . . . .
F2 F -0.10787(15) 0.95867(13) 0.20938(12) 0.0475(4) Uani 1 1 d . . . . .
F3 F -0.10814(18) 0.85646(16) 0.11240(11) 0.0525(5) Uani 1 1 d . . . . .
C1 C 0.3720(2) 0.31389(17) 0.24940(13) 0.0133(4) Uani 1 1 d . . . . .
C2 C 0.50286(19) 0.32725(17) 0.23078(13) 0.0122(4) Uani 1 1 d . . . . .
C3 C 0.63098(19) 0.26421(18) 0.17130(14) 0.0149(4) Uani 1 1 d . . . . .
C4 C 0.7278(2) 0.28101(19) 0.21639(15) 0.0172(4) Uani 1 1 d . . . . .
H4A H 0.7302 0.2126 0.2671 0.021 Uiso 1 1 calc R U . . .
H4B H 0.8157 0.2827 0.1721 0.021 Uiso 1 1 calc R U . . .
C5 C 0.68310(19) 0.40109(19) 0.25092(14) 0.0160(4) Uani 1 1 d . . . . .
C6 C 0.6725(2) 0.3300(2) 0.06983(14) 0.0193(5) Uani 1 1 d . . . . .
H6A H 0.6284 0.2972 0.0374 0.023 Uiso 1 1 calc DR U . . .
H6B H 0.6404 0.4177 0.0677 0.023 Uiso 1 1 calc R U . . .
C7 C 0.8160(2) 0.3186(2) 0.01905(16) 0.0292(6) Uani 1 1 d . . . . .
H7A H 0.8306 0.3628 -0.0431 0.044 Uiso 1 1 calc R U . . .
H7B H 0.8611 0.3533 0.0489 0.044 Uiso 1 1 calc R U . . .
H7C H 0.8490 0.2324 0.0185 0.044 Uiso 1 1 calc R U . . .
C8 C 0.6317(2) 0.12565(19) 0.17752(15) 0.0201(5) Uani 1 1 d . . . . .
H8A H 0.5722 0.1154 0.1464 0.024 Uiso 1 1 calc R U . . .
H8B H 0.7196 0.0928 0.1436 0.024 Uiso 1 1 calc R U . . .
C9 C 0.5938(2) 0.0477(2) 0.27183(16) 0.0255(5) Uani 1 1 d . . . . .
H9A H 0.5979 -0.0375 0.2669 0.038 Uiso 1 1 calc R U . . .
H9B H 0.6536 0.0540 0.3031 0.038 Uiso 1 1 calc R U . . .
H9C H 0.5056 0.0767 0.3060 0.038 Uiso 1 1 calc R U . . .
C10 C 0.7342(2) 0.51315(19) 0.18164(15) 0.0206(5) Uani 1 1 d . . . . .
H10A H 0.8274 0.5092 0.1700 0.031 Uiso 1 1 calc R U . . .
H10B H 0.7174 0.5145 0.1253 0.031 Uiso 1 1 calc R U . . .
H10C H 0.6903 0.5874 0.2054 0.031 Uiso 1 1 calc R U . . .
C11 C 0.7208(2) 0.3984(2) 0.33392(15) 0.0227(5) Uani 1 1 d . . . . .
H11A H 0.8146 0.3973 0.3167 0.034 Uiso 1 1 calc R U . . .
H11B H 0.6777 0.4709 0.3602 0.034 Uiso 1 1 calc R U . . .
H11C H 0.6942 0.3251 0.3784 0.034 Uiso 1 1 calc R U . . .
C12 C 0.44031(19) 0.46591(17) 0.33385(13) 0.0130(4) Uani 1 1 d . . . . .
C13 C 0.3629(2) 0.38016(18) 0.41739(13) 0.0139(4) Uani 1 1 d . . . . .
C14 C 0.2777(2) 0.44949(19) 0.48989(14) 0.0181(5) Uani 1 1 d . . . . .
H14A H 0.2627 0.4146 0.5519 0.022 Uiso 1 1 calc R U . . .
C15 C 0.2241(2) 0.56070(19) 0.46510(15) 0.0195(5) Uani 1 1 d . . . . .
H15A H 0.1772 0.6121 0.5076 0.023 Uiso 1 1 calc R U . . .
C16 C 0.2415(2) 0.60068(19) 0.36659(14) 0.0173(4) Uani 1 1 d . . . . .
H16A H 0.2057 0.6878 0.3525 0.021 Uiso 1 1 calc R U . . .
C17 C 0.3811(2) 0.57708(18) 0.30869(14) 0.0149(4) Uani 1 1 d . . . . .
C18 C 0.4430(2) 0.26511(18) 0.45444(14) 0.0176(4) Uani 1 1 d . . . . .
H18A H 0.5179 0.2419 0.4024 0.021 Uiso 1 1 calc R U . . .
C19 C 0.3710(2) 0.1533(2) 0.50057(16) 0.0255(5) Uani 1 1 d . . . . .
H19A H 0.3350 0.1319 0.4589 0.038 Uiso 1 1 calc DR U . . .
H19B H 0.4311 0.0846 0.5177 0.038 Uiso 1 1 calc R U . . .
H19C H 0.3009 0.1715 0.5547 0.038 Uiso 1 1 calc R U . . .
C20 C 0.4976(2) 0.2948(2) 0.52217(15) 0.0248(5) Uani 1 1 d . . . . .
H20A H 0.5444 0.3665 0.4945 0.037 Uiso 1 1 calc R U . . .
H20B H 0.4264 0.3119 0.5761 0.037 Uiso 1 1 calc R U . . .
H20C H 0.5566 0.2251 0.5391 0.037 Uiso 1 1 calc R U . . .
C21 C 0.4322(2) 0.66487(18) 0.22164(14) 0.0180(5) Uani 1 1 d . . . . .
H21A H 0.5162 0.6247 0.1859 0.022 Uiso 1 1 calc R U . . .
C22 C 0.3417(2) 0.6944(2) 0.16417(16) 0.0301(6) Uani 1 1 d . . . . .
H22A H 0.3788 0.7513 0.1087 0.045 Uiso 1 1 calc R U . . .
H22B H 0.3310 0.6192 0.1487 0.045 Uiso 1 1 calc R U . . .
H22C H 0.2574 0.7315 0.1983 0.045 Uiso 1 1 calc R U . . .
C23 C 0.4596(3) 0.7814(2) 0.24058(17) 0.0333(6) Uani 1 1 d . . . . .
H23A H 0.4925 0.8370 0.1834 0.050 Uiso 1 1 calc R U . . .
H23B H 0.3796 0.8209 0.2782 0.050 Uiso 1 1 calc R U . . .
H23C H 0.5242 0.7612 0.2723 0.050 Uiso 1 1 calc R U . . .
C24 C 0.3063(2) 0.26645(18) 0.19357(14) 0.0147(4) Uani 1 1 d . . . . .
C25 C 0.2818(2) 0.13102(18) 0.22817(15) 0.0189(5) Uani 1 1 d . . . . .
H25A H 0.3655 0.0792 0.2224 0.023 Uiso 1 1 calc R U . . .
H25B H 0.2299 0.1197 0.2928 0.023 Uiso 1 1 calc R U . . .
C26 C 0.2102(2) 0.0908(2) 0.17452(16) 0.0234(5) Uani 1 1 d . . . . .
H26A H 0.1961 0.0033 0.1982 0.028 Uiso 1 1 calc R U . . .
C27 C 0.0793(2) 0.1692(2) 0.18478(17) 0.0249(5) Uani 1 1 d . . . . .
H27A H 0.0318 0.1421 0.1518 0.030 Uiso 1 1 calc R U . . .
H27B H 0.0268 0.1600 0.2493 0.030 Uiso 1 1 calc R U . . .
C28 C 0.1016(2) 0.3029(2) 0.14683(15) 0.0213(5) Uani 1 1 d . . . . .
H28A H 0.0162 0.3541 0.1538 0.026 Uiso 1 1 calc R U . . .
C29 C 0.1746(2) 0.34591(19) 0.19794(14) 0.0168(4) Uani 1 1 d . . . . .
H29A H 0.1205 0.3425 0.2618 0.020 Uiso 1 1 calc R U . . .
H29B H 0.1900 0.4318 0.1717 0.020 Uiso 1 1 calc R U . . .
C30 C 0.3809(2) 0.2813(2) 0.09262(14) 0.0193(5) Uani 1 1 d . . . . .
H30A H 0.4668 0.2329 0.0841 0.023 Uiso 1 1 calc DR U . . .
H30B H 0.3947 0.3680 0.0687 0.023 Uiso 1 1 calc R U . . .
C31 C 0.3109(2) 0.2408(2) 0.03863(15) 0.0240(5) Uani 1 1 d . . . . .
H31A H 0.3649 0.2506 -0.0264 0.029 Uiso 1 1 calc R U . . .
C32 C 0.2912(2) 0.1063(2) 0.07527(17) 0.0290(6) Uani 1 1 d . . . . .
H32A H 0.2467 0.0784 0.0406 0.035 Uiso 1 1 calc R U . . .
H32B H 0.3760 0.0561 0.0685 0.035 Uiso 1 1 calc R U . . .
C33 C 0.1806(2) 0.3180(2) 0.04730(15) 0.0232(5) Uani 1 1 d . . . . .
H33A H 0.1933 0.4048 0.0225 0.028 Uiso 1 1 calc R U . . .
H33B H 0.1347 0.2911 0.0131 0.028 Uiso 1 1 calc R U . . .
C34 C 0.1702(2) 0.51287(19) 0.34212(15) 0.0183(5) Uani 1 1 d . . . . .
H34A H 0.1664 0.5417 0.2798 0.022 Uiso 1 1 calc R U . . .
H34B H 0.0807 0.5103 0.3840 0.022 Uiso 1 1 calc R U . . .
C35 C 0.1354(2) 0.2634(2) 0.42033(15) 0.0218(5) Uani 1 1 d . . . . .
H35A H 0.0819 0.2983 0.4737 0.033 Uiso 1 1 calc R U . . .
H35B H 0.0812 0.2579 0.3846 0.033 Uiso 1 1 calc R U . . .
H35C H 0.1755 0.1818 0.4394 0.033 Uiso 1 1 calc DR U . . .
C36 C -0.0559(2) 0.8568(2) 0.17497(17) 0.0291(6) Uani 1 1 d . . . . .
F1S F -0.1601(3) 1.0637(3) 0.4109(3) 0.0568(9) Uani 0.5 1 d D U P A -1
F2S F -0.1946(3) 1.1391(3) 0.5659(3) 0.0626(11) Uani 0.5 1 d D U P A -1
C1S C -0.0720(6) 1.0250(8) 0.4534(4) 0.0352(13) Uani 0.5 1 d DG U P A -1
C2S C -0.0896(6) 1.0645(8) 0.5330(4) 0.0373(13) Uani 0.5 1 d DG U P A -1
C3S C 0.0024(7) 1.0263(8) 0.5775(5) 0.0376(14) Uani 0.5 1 d DG U P A -1
H3SA H -0.0096 1.0533 0.6319 0.045 Uiso 0.5 1 calc R U P A -1
C4S C 0.1119(6) 0.9486(8) 0.5423(5) 0.0407(15) Uani 0.5 1 d G U P A -1
H4SA H 0.1747 0.9225 0.5727 0.049 Uiso 0.5 1 calc R U P A -1
C5S C 0.1294(6) 0.9091(8) 0.4627(5) 0.0392(15) Uani 0.5 1 d G U P A -1
H5SA H 0.2043 0.8560 0.4387 0.047 Uiso 0.5 1 calc R U P A -1
C6S C 0.0375(6) 0.9473(8) 0.4183(5) 0.0353(14) Uani 0.5 1 d DG U P A -1
H6SA H 0.0495 0.9203 0.3638 0.042 Uiso 0.5 1 calc R U P A -1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 P1 C35 117.09(10)
C1 P1 C34 117.84(10)
C35 P1 C34 102.63(11)
C1 P1 C13 106.18(11)
C35 P1 C13 111.41(11)
C34 P1 C13 100.55(10)
O2 S1 O3 115.01(11)
O2 S1 O1 115.60(11)
O3 S1 O1 114.73(12)
O2 S1 C36 103.33(12)
O3 S1 C36 102.68(13)
O1 S1 C36 102.90(11)
C2 N1 C12 116.93(17)
C2 N1 C5 116.36(16)
C12 N1 C5 126.45(16)
C2 C1 C24 129.71(18)
C2 C1 P1 115.97(15)
C24 C1 P1 114.31(15)
N1 C2 C1 121.88(17)
N1 C2 C3 105.81(17)
C1 C2 C3 132.23(17)
C4 C3 C8 108.31(17)
C4 C3 C2 100.66(16)
C8 C3 C2 114.35(17)
C4 C3 C6 109.47(17)
C8 C3 C6 110.30(17)
C2 C3 C6 113.17(17)
C5 C4 C3 107.72(17)
C5 C4 H4A 110.2
C3 C4 H4A 110.2
C5 C4 H4B 110.2
C3 C4 H4B 110.2
H4A C4 H4B 108.5
N1 C5 C11 113.09(17)
N1 C5 C4 98.48(15)
C11 C5 C4 111.96(18)
N1 C5 C10 111.56(17)
C11 C5 C10 107.16(18)
C4 C5 C10 114.61(18)
C7 C6 C3 116.45(18)
C7 C6 H6A 108.2
C3 C6 H6A 108.2
C7 C6 H6B 108.2
C3 C6 H6B 108.2
H6A C6 H6B 107.3
C6 C7 H7A 109.5
C6 C7 H7B 109.5
H7A C7 H7B 109.5
C6 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C9 C8 C3 117.12(18)
C9 C8 H8A 108.0
C3 C8 H8A 108.0
C9 C8 H8B 108.0
C3 C8 H8B 108.0
H8A C8 H8B 107.3
C8 C9 H9A 109.5
C8 C9 H9B 109.5
H9A C9 H9B 109.5
C8 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C5 C10 H10A 109.5
C5 C10 H10B 109.5
H10A C10 H10B 109.5
C5 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C5 C11 H11A 109.5
C5 C11 H11B 109.5
H11A C11 H11B 109.5
C5 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C17 C12 N1 122.44(19)
C17 C12 C13 118.24(18)
N1 C12 C13 113.45(17)
C14 C13 C12 111.51(17)
C14 C13 C18 112.56(18)
C12 C13 C18 115.77(17)
C14 C13 P1 107.12(15)
C12 C13 P1 89.33(13)
C18 C13 P1 118.34(14)
C15 C14 C13 118.2(2)
C15 C14 H14A 120.9
C13 C14 H14A 120.9
C14 C15 C16 116.25(19)
C14 C15 H15A 121.9
C16 C15 H15A 121.9
C15 C16 C17 112.39(18)
C15 C16 C34 105.83(18)
C17 C16 C34 103.59(16)
C15 C16 H16A 111.5
C17 C16 H16A 111.5
C34 C16 H16A 111.5
C12 C17 C21 125.86(19)
C12 C17 C16 114.03(18)
C21 C17 C16 119.04(18)
C19 C18 C20 107.52(18)
C19 C18 C13 115.86(18)
C20 C18 C13 110.23(17)
C19 C18 H18A 107.6
C20 C18 H18A 107.6
C13 C18 H18A 107.6
C18 C19 H19A 109.5
C18 C19 H19B 109.5
H19A C19 H19B 109.5
C18 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C18 C20 H20A 109.5
C18 C20 H20B 109.5
H20A C20 H20B 109.5
C18 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
C17 C21 C23 110.74(18)
C17 C21 C22 112.47(19)
C23 C21 C22 110.81(19)
C17 C21 H21A 107.5
C23 C21 H21A 107.5
C22 C21 H21A 107.5
C21 C22 H22A 109.5
C21 C22 H22B 109.5
H22A C22 H22B 109.5
C21 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C21 C23 H23A 109.5
C21 C23 H23B 109.5
H23A C23 H23B 109.5
C21 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C30 C24 C25 107.74(16)
C30 C24 C29 104.06(17)
C25 C24 C29 108.73(17)
C30 C24 C1 113.87(17)
C25 C24 C1 113.27(17)
C29 C24 C1 108.68(16)
C26 C25 C24 111.26(18)
C26 C25 H25A 109.4
C24 C25 H25A 109.4
C26 C25 H25B 109.4
C24 C25 H25B 109.4
H25A C25 H25B 108.0
C32 C26 C27 109.6(2)
C32 C26 C25 109.40(19)
C27 C26 C25 109.54(18)
C32 C26 H26A 109.4
C27 C26 H26A 109.4
C25 C26 H26A 109.4
C28 C27 C26 109.23(19)
C28 C27 H27A 109.8
C26 C27 H27A 109.8
C28 C27 H27B 109.8
C26 C27 H27B 109.8
H27A C27 H27B 108.3
C33 C28 C27 110.10(19)
C33 C28 C29 108.91(18)
C27 C28 C29 110.20(18)
C33 C28 H28A 109.2
C27 C28 H28A 109.2
C29 C28 H28A 109.2
C28 C29 C24 112.04(17)
C28 C29 H29A 109.2
C24 C29 H29A 109.2
C28 C29 H29B 109.2
C24 C29 H29B 109.2
H29A C29 H29B 107.9
C24 C30 C31 112.91(17)
C24 C30 H30A 109.0
C31 C30 H30A 109.0
C24 C30 H30B 109.0
C31 C30 H30B 109.0
H30A C30 H30B 107.8
C33 C31 C32 110.0(2)
C33 C31 C30 110.00(19)
C32 C31 C30 108.78(19)
C33 C31 H31A 109.4
C32 C31 H31A 109.4
C30 C31 H31A 109.4
C26 C32 C31 109.41(18)
C26 C32 H32A 109.8
C31 C32 H32A 109.8
C26 C32 H32B 109.8
C31 C32 H32B 109.8
H32A C32 H32B 108.2
C28 C33 C31 108.19(18)
C28 C33 H33A 110.1
C31 C33 H33A 110.1
C28 C33 H33B 110.1
C31 C33 H33B 110.1
H33A C33 H33B 108.4
C16 C34 P1 107.49(15)
C16 C34 H34A 110.2
P1 C34 H34A 110.2
C16 C34 H34B 110.2
P1 C34 H34B 110.2
H34A C34 H34B 108.5
P1 C35 H35A 109.5
P1 C35 H35B 109.5
H35A C35 H35B 109.5
P1 C35 H35C 109.5
H35A C35 H35C 109.5
H35B C35 H35C 109.5
F3 C36 F1 107.8(2)
F3 C36 F2 107.3(2)
F1 C36 F2 106.25(19)
F3 C36 S1 112.23(17)
F1 C36 S1 112.20(17)
F2 C36 S1 110.76(18)
F1S C1S C2S 119.28(18)
F1S C1S C6S 120.71(18)
C2S C1S C6S 120.0
F2S C2S C1S 119.51(19)
F2S C2S C3S 120.49(19)
C1S C2S C3S 120.0
C2S C3S C4S 120.0
C2S C3S H3SA 120.0
C4S C3S H3SA 120.0
C5S C4S C3S 120.0
C5S C4S H4SA 120.0
C3S C4S H4SA 120.0
C6S C5S C4S 120.0
C6S C5S H5SA 120.0
C4S C5S H5SA 120.0
C5S C6S C1S 120.0
C5S C6S H6SA 120.0
C1S C6S H6SA 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P1 C1 1.806(2)
P1 C35 1.830(2)
P1 C34 1.832(2)
P1 C13 1.854(2)
S1 O2 1.4401(18)
S1 O3 1.4399(19)
S1 O1 1.442(2)
S1 C36 1.824(3)
N1 C2 1.380(3)
N1 C12 1.422(3)
N1 C5 1.502(3)
F1 C36 1.336(3)
F2 C36 1.343(3)
F3 C36 1.322(3)
C1 C2 1.408(3)
C1 C24 1.564(3)
C2 C3 1.564(3)
C3 C4 1.546(3)
C3 C8 1.552(3)
C3 C6 1.572(3)
C4 C5 1.523(3)
C4 H4A 0.9900
C4 H4B 0.9900
C5 C11 1.519(3)
C5 C10 1.535(3)
C6 C7 1.515(3)
C6 H6A 0.9900
C6 H6B 0.9900
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 C9 1.527(3)
C8 H8A 0.9900
C8 H8B 0.9900
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
C12 C17 1.351(3)
C12 C13 1.549(3)
C13 C14 1.502(3)
C13 C18 1.557(3)
C14 C15 1.326(3)
C14 H14A 0.9500
C15 C16 1.494(3)
C15 H15A 0.9500
C16 C17 1.518(3)
C16 C34 1.570(3)
C16 H16A 1.0000
C17 C21 1.513(3)
C18 C19 1.528(3)
C18 C20 1.536(3)
C18 H18A 1.0000
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
C21 C23 1.528(3)
C21 C22 1.530(3)
C21 H21A 1.0000
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C24 C30 1.530(3)
C24 C25 1.550(3)
C24 C29 1.556(3)
C25 C26 1.539(3)
C25 H25A 0.9900
C25 H25B 0.9900
C26 C32 1.523(3)
C26 C27 1.533(3)
C26 H26A 1.0000
C27 C28 1.531(3)
C27 H27A 0.9900
C27 H27B 0.9900
C28 C33 1.521(3)
C28 C29 1.535(3)
C28 H28A 1.0000
C29 H29A 0.9900
C29 H29B 0.9900
C30 C31 1.531(3)
C30 H30A 0.9900
C30 H30B 0.9900
C31 C33 1.525(3)
C31 C32 1.532(4)
C31 H31A 1.0000
C32 H32A 0.9900
C32 H32B 0.9900
C33 H33A 0.9900
C33 H33B 0.9900
C34 H34A 0.9900
C34 H34B 0.9900
C35 H35A 0.9800
C35 H35B 0.9800
C35 H35C 0.9800
F1S C1S 1.331(5)
F2S C2S 1.330(5)
C1S C2S 1.3900
C1S C6S 1.3900
C2S C3S 1.3900
C3S C4S 1.3900
C3S H3SA 0.9500
C4S C5S 1.3900
C4S H4SA 0.9500
C5S C6S 1.3900
C5S H5SA 0.9500
C6S H6SA 0.9500
