#------------------------------------------------------------------------------
#$Date: 2021-06-05 22:22:20 +0300 (Sat, 05 Jun 2021) $
#$Revision: 266145 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/17/1561785.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_1561785
loop_
_publ_author_name
'Mokrai, Réka'
'Szűcs, Rózsa'
'Duffy, Matthew P.'
'Dorcet, Vincent'
'Roisnel, Thierry'
'Benkő, Zoltán'
'Nyulászi, László'
'Bouit, Pierre-Antoine'
'Hissler, Muriel'
_publ_section_title
;
 Topologically diverse polycyclic aromatic hydrocarbons from pericyclic
 reactions with polyaromatic phospholes
;
_journal_issue                   18
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              8118
_journal_page_last               8124
_journal_paper_doi               10.1039/D1NJ01194D
_journal_volume                  45
_journal_year                    2021
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C44 H35 O6 P S, C H2 Cl2'
_chemical_formula_sum            'C45 H37 Cl2 O6 P S'
_chemical_formula_weight         807.67
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2019-02-01 deposited with the CCDC.	2021-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                105.461(3)
_cell_angle_beta                 91.247(3)
_cell_angle_gamma                115.181(3)
_cell_formula_units_Z            2
_cell_length_a                   12.2704(11)
_cell_length_b                   12.9162(10)
_cell_length_c                   14.0637(11)
_cell_measurement_reflns_used    9943
_cell_measurement_temperature    150
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.58
_cell_measurement_wavelength     0.71073
_cell_volume                     1920.6(3)
_computing_cell_refinement       'APEX3 (Bruker, 2015); SAINT (Bruker, 2014)'
_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics
'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0733
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            43243
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.477
_diffrn_reflns_theta_min         3.035
_exptl_absorpt_coefficient_mu    0.316
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_description       prism
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.050
_refine_diff_density_max         1.092
_refine_diff_density_min         -1.202
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     501
_refine_ls_number_reflns         8789
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0542
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0561P)²+1.9201P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1235
_refine_ls_wR_factor_ref         0.1359
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6557
_reflns_number_total             8789
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1nj01194d2.cif
_cod_data_source_block           RM22
_cod_depositor_comments
'Adding full bibliography for 1561780--1561785.cif.'
_cod_database_code               1561785
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 0.72360(5) 0.23256(5) 0.20090(4) 0.01108(13) Uani 1 1 d . . . . .
S1 S 0.72231(6) 0.23479(5) 0.06356(4) 0.01841(14) Uani 1 1 d . . . . .
C1 C 0.8738(2) 0.3163(2) 0.27672(17) 0.0142(5) Uani 1 1 d . . . . .
C2 C 0.8979(2) 0.3299(2) 0.37819(18) 0.0177(5) Uani 1 1 d . . . . .
H2 H 0.832304 0.299228 0.413483 0.021 Uiso 1 1 calc R U . . .
C3 C 1.0169(2) 0.3876(2) 0.42761(19) 0.0215(5) Uani 1 1 d . . . . .
H3 H 1.032464 0.395129 0.496193 0.026 Uiso 1 1 calc R U . . .
C4 C 1.1128(2) 0.4343(3) 0.3773(2) 0.0298(6) Uani 1 1 d . . . . .
H4 H 1.194187 0.474234 0.411444 0.036 Uiso 1 1 calc R U . . .
C5 C 1.0905(2) 0.4228(3) 0.2777(2) 0.0343(7) Uani 1 1 d . . . . .
H5 H 1.156621 0.455908 0.243568 0.041 Uiso 1 1 calc R U . . .
C6 C 0.9722(2) 0.3634(2) 0.2269(2) 0.0253(6) Uani 1 1 d . . . . .
H6 H 0.957781 0.354661 0.157895 0.030 Uiso 1 1 calc R U . . .
C11 C 0.6021(2) 0.2611(2) 0.26357(16) 0.0115(4) Uani 1 1 d . . . . .
C12 C 0.6247(2) 0.3882(2) 0.27021(16) 0.0127(4) Uani 1 1 d . . . . .
C13 C 0.7274(2) 0.4851(2) 0.33329(17) 0.0168(5) Uani 1 1 d . . . . .
H13 H 0.772924 0.471975 0.380327 0.020 Uiso 1 1 calc R U . . .
C14 C 0.7630(2) 0.6001(2) 0.32740(18) 0.0194(5) Uani 1 1 d . . . . .
C15 C 0.6978(2) 0.6229(2) 0.25967(18) 0.0190(5) Uani 1 1 d . . . . .
H15 H 0.722967 0.701727 0.255391 0.023 Uiso 1 1 calc R U . . .
C16 C 0.5945(2) 0.5256(2) 0.19846(17) 0.0158(5) Uani 1 1 d . . . . .
C17 C 0.5577(2) 0.4098(2) 0.20358(16) 0.0138(5) Uani 1 1 d . . . . .
H17 H 0.486587 0.345210 0.161454 0.017 Uiso 1 1 calc R U . . .
O18 O 0.86615(18) 0.68764(16) 0.39079(15) 0.0315(5) Uani 1 1 d . . . . .
C19 C 0.9246(3) 0.8007(2) 0.3725(3) 0.0360(7) Uani 1 1 d . . . . .
H19A H 0.936583 0.787889 0.302398 0.054 Uiso 1 1 calc R U . . .
H19B H 1.003824 0.849379 0.415702 0.054 Uiso 1 1 calc R U . . .
H19C H 0.873565 0.842555 0.386727 0.054 Uiso 1 1 calc R U . . .
O20 O 0.52238(17) 0.53550(15) 0.12934(13) 0.0214(4) Uani 1 1 d . . . . .
C21 C 0.5624(3) 0.6493(2) 0.1121(2) 0.0302(6) Uani 1 1 d . . . . .
H21A H 0.560381 0.708084 0.171902 0.045 Uiso 1 1 calc R U . . .
H21B H 0.508420 0.641640 0.055545 0.045 Uiso 1 1 calc R U . . .
H21C H 0.645885 0.676339 0.097049 0.045 Uiso 1 1 calc R U . . .
C22 C 0.4895(2) 0.15533(19) 0.18867(16) 0.0111(4) Uani 1 1 d . . . . .
H22 H 0.486165 0.178336 0.126564 0.013 Uiso 1 1 calc R U . . .
C23 C 0.3701(2) 0.1346(2) 0.22713(16) 0.0137(5) Uani 1 1 d . . . . .
O24 O 0.35566(15) 0.21466(15) 0.28514(12) 0.0188(4) Uani 1 1 d . . . . .
C25 C 0.2687(2) 0.0114(2) 0.18995(17) 0.0170(5) Uani 1 1 d . . . . .
H25 H 0.186972 0.000398 0.182610 0.020 Uiso 1 1 calc R U . . .
C31 C 0.6428(2) 0.08070(19) 0.21831(16) 0.0106(4) Uani 1 1 d . . . . .
C32 C 0.7132(2) 0.01089(19) 0.17756(16) 0.0118(4) Uani 1 1 d . . . . .
C33 C 0.8245(2) 0.0413(2) 0.23336(17) 0.0144(5) Uani 1 1 d . . . . .
H33 H 0.848102 0.095157 0.299377 0.017 Uiso 1 1 calc R U . . .
C34 C 0.8994(2) -0.0075(2) 0.19186(18) 0.0167(5) Uani 1 1 d . . . . .
C35 C 0.8685(2) -0.0850(2) 0.09400(18) 0.0180(5) Uani 1 1 d . . . . .
H35 H 0.921522 -0.116831 0.065653 0.022 Uiso 1 1 calc R U . . .
C36 C 0.7592(2) -0.1136(2) 0.03997(17) 0.0155(5) Uani 1 1 d . . . . .
C37 C 0.6803(2) -0.0679(2) 0.08132(17) 0.0138(5) Uani 1 1 d . . . . .
H37 H 0.604136 -0.090836 0.043525 0.017 Uiso 1 1 calc R U . . .
O38 O 1.00903(16) 0.01562(17) 0.24103(13) 0.0242(4) Uani 1 1 d . . . . .
C39 C 1.0510(3) 0.1037(3) 0.3377(2) 0.0324(7) Uani 1 1 d . . . . .
H39A H 1.056149 0.179762 0.332320 0.049 Uiso 1 1 calc R U . . .
H39B H 1.131719 0.115856 0.363555 0.049 Uiso 1 1 calc R U . . .
H39C H 0.993775 0.075879 0.383233 0.049 Uiso 1 1 calc R U . . .
O40 O 0.71820(16) -0.18830(16) -0.05675(12) 0.0218(4) Uani 1 1 d . . . . .
C41 C 0.7953(3) -0.2375(3) -0.1043(2) 0.0296(6) Uani 1 1 d . . . . .
H41A H 0.873520 -0.171999 -0.106274 0.044 Uiso 1 1 calc R U . . .
H41B H 0.755837 -0.288336 -0.172617 0.044 Uiso 1 1 calc R U . . .
H41C H 0.809103 -0.285756 -0.066669 0.044 Uiso 1 1 calc R U . . .
C42 C 0.51522(19) 0.04260(19) 0.16010(16) 0.0109(4) Uani 1 1 d . . . . .
H42 H 0.522271 0.023930 0.087438 0.013 Uiso 1 1 calc R U . . .
C43 C 0.4171(2) -0.0706(2) 0.17481(16) 0.0130(5) Uani 1 1 d . . . . .
O44 O 0.43870(15) -0.14872(14) 0.18985(12) 0.0182(4) Uani 1 1 d . . . . .
C45 C 0.2907(2) -0.0840(2) 0.16674(17) 0.0159(5) Uani 1 1 d . . . . .
H45 H 0.224238 -0.162156 0.144566 0.019 Uiso 1 1 calc R U . . .
C51 C 0.61035(19) 0.21916(19) 0.35404(16) 0.0107(4) Uani 1 1 d . . . . .
C52 C 0.5988(2) 0.2717(2) 0.45493(16) 0.0122(4) Uani 1 1 d . . . . .
C53 C 0.5557(2) 0.3597(2) 0.48025(17) 0.0154(5) Uani 1 1 d . . . . .
H53 H 0.529804 0.383392 0.429084 0.019 Uiso 1 1 calc R U . . .
C54 C 0.5507(2) 0.4112(2) 0.57816(18) 0.0179(5) Uani 1 1 d . . . . .
H54 H 0.520067 0.468986 0.594120 0.022 Uiso 1 1 calc R U . . .
C55 C 0.5908(2) 0.3786(2) 0.65443(17) 0.0163(5) Uani 1 1 d . . . . .
H55 H 0.591709 0.417672 0.722242 0.020 Uiso 1 1 calc R U . . .
C56 C 0.6288(2) 0.2906(2) 0.63140(17) 0.0146(5) Uani 1 1 d . . . . .
H56 H 0.654116 0.268134 0.683696 0.018 Uiso 1 1 calc R U . . .
C57 C 0.6310(2) 0.23243(19) 0.53134(16) 0.0117(4) Uani 1 1 d . . . . .
C58 C 0.6555(2) 0.1284(2) 0.50467(16) 0.0115(4) Uani 1 1 d . . . . .
C59 C 0.6816(2) 0.0816(2) 0.57751(17) 0.0172(5) Uani 1 1 d . . . . .
H59 H 0.693843 0.124952 0.646184 0.021 Uiso 1 1 calc R U . . .
C60 C 0.6897(2) -0.0250(2) 0.55150(18) 0.0196(5) Uani 1 1 d . . . . .
H60 H 0.708539 -0.053839 0.601924 0.024 Uiso 1 1 calc R U . . .
C61 C 0.6702(2) -0.0908(2) 0.45127(18) 0.0170(5) Uani 1 1 d . . . . .
H61 H 0.671756 -0.166390 0.433595 0.020 Uiso 1 1 calc R U . . .
C62 C 0.6488(2) -0.0467(2) 0.37787(17) 0.0137(5) Uani 1 1 d . . . . .
H62 H 0.636020 -0.091969 0.309691 0.016 Uiso 1 1 calc R U . . .
C63 C 0.64550(19) 0.06514(19) 0.40270(16) 0.0109(4) Uani 1 1 d . . . . .
C64 C 0.63180(19) 0.11907(19) 0.32875(16) 0.0111(4) Uani 1 1 d . . . . .
C101 C 0.8534(5) 0.5265(4) 0.0570(3) 0.0830(17) Uani 0.750(4) 1 d . . P A 1
H10A H 0.789058 0.530519 0.096931 0.100 Uiso 0.750(4) 1 calc R U P A 1
H10B H 0.887301 0.478798 0.080237 0.100 Uiso 0.750(4) 1 calc R U P A 1
Cl1A Cl 0.96753(19) 0.67001(18) 0.07478(19) 0.0715(4) Uani 0.750(4) 1 d . . P A
1
Cl2A Cl 0.7891(2) 0.45519(17) -0.07111(17) 0.0715(4) Uani 0.750(4) 1 d . . P A
1
C201 C 0.8534(5) 0.5265(4) 0.0570(3) 0.0830(17) Uani 0.250(4) 1 d . . P A 2
H20A H 0.806536 0.510741 0.112226 0.100 Uiso 0.250(4) 1 calc R U P A 2
H20B H 0.890532 0.470434 0.043584 0.100 Uiso 0.250(4) 1 calc R U P A 2
Cl1B Cl 0.9676(6) 0.6599(6) 0.1053(6) 0.0715(4) Uani 0.250(4) 1 d . . P A 2
Cl2B Cl 0.7485(6) 0.4775(5) -0.0430(5) 0.0715(4) Uani 0.250(4) 1 d . . P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C1 P1 C11 113.82(10) . . ?
C1 P1 C31 110.55(10) . . ?
C11 P1 C31 84.30(10) . . ?
C1 P1 S1 114.21(8) . . ?
C11 P1 S1 114.94(7) . . ?
C31 P1 S1 115.60(7) . . ?
C6 C1 C2 118.5(2) . . ?
C6 C1 P1 116.42(18) . . ?
C2 C1 P1 124.95(18) . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 120.3(2) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
C12 C11 C51 124.07(18) . . ?
C12 C11 C22 117.37(18) . . ?
C51 C11 C22 105.75(17) . . ?
C12 C11 P1 107.95(15) . . ?
C51 C11 P1 99.16(14) . . ?
C22 C11 P1 97.78(14) . . ?
C17 C12 C13 118.9(2) . . ?
C17 C12 C11 121.2(2) . . ?
C13 C12 C11 119.0(2) . . ?
C14 C13 C12 120.3(2) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
O18 C14 C13 115.4(2) . . ?
O18 C14 C15 123.1(2) . . ?
C13 C14 C15 121.4(2) . . ?
C16 C15 C14 117.6(2) . . ?
C16 C15 H15 121.2 . . ?
C14 C15 H15 121.2 . . ?
O20 C16 C17 114.8(2) . . ?
O20 C16 C15 123.6(2) . . ?
C17 C16 C15 121.6(2) . . ?
C16 C17 C12 120.1(2) . . ?
C16 C17 H17 119.9 . . ?
C12 C17 H17 119.9 . . ?
C14 O18 C19 118.2(2) . . ?
O18 C19 H19A 109.5 . . ?
O18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 O20 C21 117.8(2) . . ?
O20 C21 H21A 109.5 . . ?
O20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C11 112.78(18) . . ?
C23 C22 C42 114.80(18) . . ?
C11 C22 C42 107.60(17) . . ?
C23 C22 H22 107.1 . . ?
C11 C22 H22 107.1 . . ?
C42 C22 H22 107.1 . . ?
O24 C23 C25 120.5(2) . . ?
O24 C23 C22 122.4(2) . . ?
C25 C23 C22 117.15(19) . . ?
C45 C25 C23 120.8(2) . . ?
C45 C25 H25 119.6 . . ?
C23 C25 H25 119.6 . . ?
C32 C31 C64 123.24(19) . . ?
C32 C31 C42 118.67(18) . . ?
C64 C31 C42 105.60(17) . . ?
C32 C31 P1 107.52(15) . . ?
C64 C31 P1 99.11(14) . . ?
C42 C31 P1 97.84(14) . . ?
C37 C32 C33 119.3(2) . . ?
C37 C32 C31 121.7(2) . . ?
C33 C32 C31 118.26(19) . . ?
C34 C33 C32 119.6(2) . . ?
C34 C33 H33 120.2 . . ?
C32 C33 H33 120.2 . . ?
O38 C34 C33 123.8(2) . . ?
O38 C34 C35 114.6(2) . . ?
C33 C34 C35 121.6(2) . . ?
C36 C35 C34 118.1(2) . . ?
C36 C35 H35 121.0 . . ?
C34 C35 H35 121.0 . . ?
O40 C36 C35 123.9(2) . . ?
O40 C36 C37 114.7(2) . . ?
C35 C36 C37 121.3(2) . . ?
C32 C37 C36 120.0(2) . . ?
C32 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C34 O38 C39 116.89(19) . . ?
O38 C39 H39A 109.5 . . ?
O38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
O38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C36 O40 C41 117.73(19) . . ?
O40 C41 H41A 109.5 . . ?
O40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
O40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C43 C42 C31 112.40(18) . . ?
C43 C42 C22 115.53(18) . . ?
C31 C42 C22 107.34(17) . . ?
C43 C42 H42 107.0 . . ?
C31 C42 H42 107.0 . . ?
C22 C42 H42 107.0 . . ?
O44 C43 C45 120.8(2) . . ?
O44 C43 C42 122.5(2) . . ?
C45 C43 C42 116.71(19) . . ?
C25 C45 C43 121.3(2) . . ?
C25 C45 H45 119.4 . . ?
C43 C45 H45 119.4 . . ?
C64 C51 C52 121.1(2) . . ?
C64 C51 C11 111.40(19) . . ?
C52 C51 C11 127.47(19) . . ?
C53 C52 C57 119.1(2) . . ?
C53 C52 C51 122.6(2) . . ?
C57 C52 C51 118.3(2) . . ?
C54 C53 C52 120.7(2) . . ?
C54 C53 H53 119.7 . . ?
C52 C53 H53 119.7 . . ?
C53 C54 C55 120.1(2) . . ?
C53 C54 H54 119.9 . . ?
C55 C54 H54 119.9 . . ?
C56 C55 C54 120.1(2) . . ?
C56 C55 H55 119.9 . . ?
C54 C55 H55 119.9 . . ?
C55 C56 C57 121.4(2) . . ?
C55 C56 H56 119.3 . . ?
C57 C56 H56 119.3 . . ?
C56 C57 C52 118.3(2) . . ?
C56 C57 C58 121.9(2) . . ?
C52 C57 C58 119.61(19) . . ?
C59 C58 C63 117.6(2) . . ?
C59 C58 C57 121.9(2) . . ?
C63 C58 C57 120.37(19) . . ?
C60 C59 C58 121.7(2) . . ?
C60 C59 H59 119.2 . . ?
C58 C59 H59 119.2 . . ?
C59 C60 C61 120.1(2) . . ?
C59 C60 H60 120.0 . . ?
C61 C60 H60 120.0 . . ?
C62 C61 C60 120.2(2) . . ?
C62 C61 H61 119.9 . . ?
C60 C61 H61 119.9 . . ?
C61 C62 C63 120.7(2) . . ?
C61 C62 H62 119.7 . . ?
C63 C62 H62 119.7 . . ?
C62 C63 C58 119.4(2) . . ?
C62 C63 C64 122.8(2) . . ?
C58 C63 C64 117.7(2) . . ?
C51 C64 C63 121.2(2) . . ?
C51 C64 C31 111.82(19) . . ?
C63 C64 C31 126.9(2) . . ?
Cl1A C101 Cl2A 110.7(3) . . ?
Cl1A C101 H10A 109.5 . . ?
Cl2A C101 H10A 109.5 . . ?
Cl1A C101 H10B 109.5 . . ?
Cl2A C101 H10B 109.5 . . ?
H10A C101 H10B 108.1 . . ?
Cl1B C201 Cl2B 128.7(4) . . ?
Cl1B C201 H20A 105.1 . . ?
Cl2B C201 H20A 105.1 . . ?
Cl1B C201 H20B 105.1 . . ?
Cl2B C201 H20B 105.1 . . ?
H20A C201 H20B 105.9 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.818(2) . ?
P1 C11 1.867(2) . ?
P1 C31 1.871(2) . ?
P1 S1 1.9392(8) . ?
C1 C6 1.399(3) . ?
C1 C2 1.400(3) . ?
C2 C3 1.387(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.381(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.378(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C11 C12 1.520(3) . ?
C11 C51 1.527(3) . ?
C11 C22 1.565(3) . ?
C12 C17 1.390(3) . ?
C12 C13 1.400(3) . ?
C13 C14 1.386(3) . ?
C13 H13 0.9500 . ?
C14 O18 1.368(3) . ?
C14 C15 1.396(4) . ?
C15 C16 1.395(3) . ?
C15 H15 0.9500 . ?
C16 O20 1.367(3) . ?
C16 C17 1.390(3) . ?
C17 H17 0.9500 . ?
O18 C19 1.425(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
O20 C21 1.429(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.513(3) . ?
C22 C42 1.570(3) . ?
C22 H22 1.0000 . ?
C23 O24 1.216(3) . ?
C23 C25 1.482(3) . ?
C25 C45 1.330(3) . ?
C25 H25 0.9500 . ?
C31 C32 1.516(3) . ?
C31 C64 1.527(3) . ?
C31 C42 1.561(3) . ?
C32 C37 1.387(3) . ?
C32 C33 1.403(3) . ?
C33 C34 1.379(3) . ?
C33 H33 0.9500 . ?
C34 O38 1.373(3) . ?
C34 C35 1.400(3) . ?
C35 C36 1.378(3) . ?
C35 H35 0.9500 . ?
C36 O40 1.375(3) . ?
C36 C37 1.397(3) . ?
C37 H37 0.9500 . ?
O38 C39 1.433(3) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
O40 C41 1.435(3) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C43 1.518(3) . ?
C42 H42 1.0000 . ?
C43 O44 1.213(3) . ?
C43 C45 1.483(3) . ?
C45 H45 0.9500 . ?
C51 C64 1.384(3) . ?
C51 C52 1.439(3) . ?
C52 C53 1.415(3) . ?
C52 C57 1.419(3) . ?
C53 C54 1.375(3) . ?
C53 H53 0.9500 . ?
C54 C55 1.401(3) . ?
C54 H54 0.9500 . ?
C55 C56 1.369(3) . ?
C55 H55 0.9500 . ?
C56 C57 1.415(3) . ?
C56 H56 0.9500 . ?
C57 C58 1.455(3) . ?
C58 C59 1.413(3) . ?
C58 C63 1.422(3) . ?
C59 C60 1.374(3) . ?
C59 H59 0.9500 . ?
C60 C61 1.393(3) . ?
C60 H60 0.9500 . ?
C61 C62 1.374(3) . ?
C61 H61 0.9500 . ?
C62 C63 1.411(3) . ?
C62 H62 0.9500 . ?
C63 C64 1.440(3) . ?
C101 Cl1A 1.728(4) . ?
C101 Cl2A 1.775(5) . ?
C101 H10A 0.9900 . ?
C101 H10B 0.9900 . ?
C201 Cl1B 1.635(8) . ?
C201 Cl2B 1.669(8) . ?
C201 H20A 0.9900 . ?
C201 H20B 0.9900 . ?
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
C11 P1 C1 C6 -140.30(19) . . . . ?
C31 P1 C1 C6 126.9(2) . . . . ?
S1 P1 C1 C6 -5.6(2) . . . . ?
C11 P1 C1 C2 44.0(2) . . . . ?
C31 P1 C1 C2 -48.8(2) . . . . ?
S1 P1 C1 C2 178.78(18) . . . . ?
C6 C1 C2 C3 -0.7(4) . . . . ?
P1 C1 C2 C3 174.92(19) . . . . ?
C1 C2 C3 C4 1.1(4) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C3 C4 C5 C6 -0.8(5) . . . . ?
C4 C5 C6 C1 1.2(5) . . . . ?
C2 C1 C6 C5 -0.5(4) . . . . ?
P1 C1 C6 C5 -176.5(2) . . . . ?
C1 P1 C11 C12 70.28(17) . . . . ?
C31 P1 C11 C12 -179.76(16) . . . . ?
S1 P1 C11 C12 -64.13(16) . . . . ?
C1 P1 C11 C51 -60.16(16) . . . . ?
C31 P1 C11 C51 49.80(14) . . . . ?
S1 P1 C11 C51 165.43(11) . . . . ?
C1 P1 C11 C22 -167.59(13) . . . . ?
C31 P1 C11 C22 -57.62(14) . . . . ?
S1 P1 C11 C22 58.00(14) . . . . ?
C51 C11 C12 C17 -144.0(2) . . . . ?
C22 C11 C12 C17 -8.1(3) . . . . ?
P1 C11 C12 C17 101.1(2) . . . . ?
C51 C11 C12 C13 46.7(3) . . . . ?
C22 C11 C12 C13 -177.4(2) . . . . ?
P1 C11 C12 C13 -68.2(2) . . . . ?
C17 C12 C13 C14 -1.5(3) . . . . ?
C11 C12 C13 C14 168.0(2) . . . . ?
C12 C13 C14 O18 -178.5(2) . . . . ?
C12 C13 C14 C15 0.4(4) . . . . ?
O18 C14 C15 C16 179.5(2) . . . . ?
C13 C14 C15 C16 0.6(4) . . . . ?
C14 C15 C16 O20 179.7(2) . . . . ?
C14 C15 C16 C17 -0.6(4) . . . . ?
O20 C16 C17 C12 179.2(2) . . . . ?
C15 C16 C17 C12 -0.5(3) . . . . ?
C13 C12 C17 C16 1.6(3) . . . . ?
C11 C12 C17 C16 -167.7(2) . . . . ?
C13 C14 O18 C19 164.8(2) . . . . ?
C15 C14 O18 C19 -14.1(4) . . . . ?
C17 C16 O20 C21 -173.1(2) . . . . ?
C15 C16 O20 C21 6.6(3) . . . . ?
C12 C11 C22 C23 -76.5(2) . . . . ?
C51 C11 C22 C23 66.7(2) . . . . ?
P1 C11 C22 C23 168.57(15) . . . . ?
C12 C11 C22 C42 155.83(18) . . . . ?
C51 C11 C22 C42 -60.9(2) . . . . ?
P1 C11 C22 C42 40.94(17) . . . . ?
C11 C22 C23 O24 28.0(3) . . . . ?
C42 C22 C23 O24 151.7(2) . . . . ?
C11 C22 C23 C25 -152.90(19) . . . . ?
C42 C22 C23 C25 -29.2(3) . . . . ?
O24 C23 C25 C45 -149.1(2) . . . . ?
C22 C23 C25 C45 31.7(3) . . . . ?
C1 P1 C31 C32 -65.24(17) . . . . ?
C11 P1 C31 C32 -178.57(16) . . . . ?
S1 P1 C31 C32 66.47(15) . . . . ?
C1 P1 C31 C64 64.03(16) . . . . ?
C11 P1 C31 C64 -49.30(14) . . . . ?
S1 P1 C31 C64 -164.27(11) . . . . ?
C1 P1 C31 C42 171.31(13) . . . . ?
C11 P1 C31 C42 57.98(14) . . . . ?
S1 P1 C31 C42 -56.99(14) . . . . ?
C64 C31 C32 C37 150.1(2) . . . . ?
C42 C31 C32 C37 13.6(3) . . . . ?
P1 C31 C32 C37 -96.0(2) . . . . ?
C64 C31 C32 C33 -39.9(3) . . . . ?
C42 C31 C32 C33 -176.37(19) . . . . ?
P1 C31 C32 C33 74.0(2) . . . . ?
C37 C32 C33 C34 0.0(3) . . . . ?
C31 C32 C33 C34 -170.3(2) . . . . ?
C32 C33 C34 O38 -179.1(2) . . . . ?
C32 C33 C34 C35 1.5(4) . . . . ?
O38 C34 C35 C36 179.3(2) . . . . ?
C33 C34 C35 C36 -1.3(4) . . . . ?
C34 C35 C36 O40 179.9(2) . . . . ?
C34 C35 C36 C37 -0.5(4) . . . . ?
C33 C32 C37 C36 -1.7(3) . . . . ?
C31 C32 C37 C36 168.2(2) . . . . ?
O40 C36 C37 C32 -178.3(2) . . . . ?
C35 C36 C37 C32 2.0(3) . . . . ?
C33 C34 O38 C39 -5.6(4) . . . . ?
C35 C34 O38 C39 173.8(2) . . . . ?
C35 C36 O40 C41 -1.0(3) . . . . ?
C37 C36 O40 C41 179.3(2) . . . . ?
C32 C31 C42 C43 75.6(2) . . . . ?
C64 C31 C42 C43 -67.6(2) . . . . ?
P1 C31 C42 C43 -169.42(15) . . . . ?
C32 C31 C42 C22 -156.25(18) . . . . ?
C64 C31 C42 C22 60.5(2) . . . . ?
P1 C31 C42 C22 -41.31(17) . . . . ?
C23 C22 C42 C43 0.1(3) . . . . ?
C11 C22 C42 C43 126.58(19) . . . . ?
C23 C22 C42 C31 -126.13(19) . . . . ?
C11 C22 C42 C31 0.3(2) . . . . ?
C31 C42 C43 O44 -30.2(3) . . . . ?
C22 C42 C43 O44 -153.8(2) . . . . ?
C31 C42 C43 C45 151.73(19) . . . . ?
C22 C42 C43 C45 28.1(3) . . . . ?
C23 C25 C45 C43 -1.5(3) . . . . ?
O44 C43 C45 C25 152.8(2) . . . . ?
C42 C43 C45 C25 -29.1(3) . . . . ?
C12 C11 C51 C64 -157.1(2) . . . . ?
C22 C11 C51 C64 62.8(2) . . . . ?
P1 C11 C51 C64 -38.0(2) . . . . ?
C12 C11 C51 C52 22.7(3) . . . . ?
C22 C11 C51 C52 -117.4(2) . . . . ?
P1 C11 C51 C52 141.8(2) . . . . ?
C64 C51 C52 C53 -168.4(2) . . . . ?
C11 C51 C52 C53 11.8(3) . . . . ?
C64 C51 C52 C57 11.0(3) . . . . ?
C11 C51 C52 C57 -168.8(2) . . . . ?
C57 C52 C53 C54 3.3(3) . . . . ?
C51 C52 C53 C54 -177.3(2) . . . . ?
C52 C53 C54 C55 1.2(4) . . . . ?
C53 C54 C55 C56 -3.6(4) . . . . ?
C54 C55 C56 C57 1.3(4) . . . . ?
C55 C56 C57 C52 3.2(3) . . . . ?
C55 C56 C57 C58 -171.7(2) . . . . ?
C53 C52 C57 C56 -5.4(3) . . . . ?
C51 C52 C57 C56 175.2(2) . . . . ?
C53 C52 C57 C58 169.6(2) . . . . ?
C51 C52 C57 C58 -9.8(3) . . . . ?
C56 C57 C58 C59 -1.8(3) . . . . ?
C52 C57 C58 C59 -176.6(2) . . . . ?
C56 C57 C58 C63 173.9(2) . . . . ?
C52 C57 C58 C63 -0.9(3) . . . . ?
C63 C58 C59 C60 -4.0(3) . . . . ?
C57 C58 C59 C60 171.8(2) . . . . ?
C58 C59 C60 C61 -0.9(4) . . . . ?
C59 C60 C61 C62 3.2(4) . . . . ?
C60 C61 C62 C63 -0.3(4) . . . . ?
C61 C62 C63 C58 -4.7(3) . . . . ?
C61 C62 C63 C64 175.6(2) . . . . ?
C59 C58 C63 C62 6.7(3) . . . . ?
C57 C58 C63 C62 -169.1(2) . . . . ?
C59 C58 C63 C64 -173.6(2) . . . . ?
C57 C58 C63 C64 10.6(3) . . . . ?
C52 C51 C64 C63 -1.1(3) . . . . ?
C11 C51 C64 C63 178.72(19) . . . . ?
C52 C51 C64 C31 -179.04(19) . . . . ?
C11 C51 C64 C31 0.8(3) . . . . ?
C62 C63 C64 C51 170.0(2) . . . . ?
C58 C63 C64 C51 -9.7(3) . . . . ?
C62 C63 C64 C31 -12.4(3) . . . . ?
C58 C63 C64 C31 167.9(2) . . . . ?
C32 C31 C64 C51 154.7(2) . . . . ?
C42 C31 C64 C51 -64.1(2) . . . . ?
P1 C31 C64 C51 36.7(2) . . . . ?
C32 C31 C64 C63 -23.1(3) . . . . ?
C42 C31 C64 C63 118.1(2) . . . . ?
P1 C31 C64 C63 -141.1(2) . . . . ?
