#------------------------------------------------------------------------------
#$Date: 2025-03-04 21:08:27 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298108 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/38/1573807.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_1573807
loop_
_publ_author_name
'Dadgaryeganeh, Reza'
'LeBlanc, Jesse'
'Pradhan, Ekadashi'
'Miao, Dandan'
'Hussein, Amaar'
'Hunter, Howard N.'
'Zeng, Tao'
'Romero-Nieto, Carlos'
'Baumgartner, Thomas'
_publ_section_title
;
 From flat to twisted - multifunctional phosphacyclic nanocarbons based on
 Vat Orange 3.
;
_journal_issue                   8
_journal_name_full               'Chemical science'
_journal_page_first              3680
_journal_page_last               3692
_journal_paper_doi               10.1039/d4sc07106a
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         '2(C H Cl3), C70 H74 O4 P2'
_chemical_formula_sum            'C72 H76 Cl6 O4 P2'
_chemical_formula_weight         1279.96
_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_creation_date             2024-06-27
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-07-12 deposited with the CCDC.	2025-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                92.6920(10)
_cell_angle_beta                 93.0840(10)
_cell_angle_gamma                108.4490(10)
_cell_formula_units_Z            1
_cell_length_a                   8.2286(3)
_cell_length_b                   11.7231(4)
_cell_length_c                   17.5716(6)
_cell_measurement_reflns_used    9857
_cell_measurement_temperature    173.00
_cell_measurement_theta_max      30.39
_cell_measurement_theta_min      2.33
_cell_volume                     1601.93(10)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_temperature      173.00
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_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  0.0433
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            60577
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.553
_diffrn_reflns_theta_min         2.106
_diffrn_source_current           20.0
_diffrn_source_power             1.0
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.368
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6449
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1196 before and 0.0583 after correction.
The Ratio of minimum to maximum transmission is 0.8649.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_description       needle
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         7386
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0436
_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)+(0.0356P)²+0.9717P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.1061
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5966
_reflns_number_total             7386
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc07106a2.cif
_cod_data_source_block           5_10_chcl3_0m
_cod_depositor_comments
'Adding full bibliography for 1573806--1573810.cif.'
_cod_database_code               1573807
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.982
_shelx_estimated_absorpt_t_min   0.898
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C2-C3 \\sim C2A-C3A
 with sigma of 0.02
 C3-C4 \\sim C3A-C4
 with sigma of 0.02
 C2-C4 \\sim C2A-C4
 with sigma of 0.04
 Cl1-C1 \\sim Cl1A-C1
 with sigma of 0.02
 Cl2-C1 \\sim Cl2A-C1
 with sigma of 0.02
 Cl3-C1 \\sim Cl3A-C1
 with sigma of 0.02
3. Others
 Sof(H1B)=Sof(Cl1A)=Sof(Cl2A)=Sof(Cl3A)=1-FVAR(1)
 Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=Sof(H1A)=FVAR(1)
 Fixed Sof: C2(0.6) H2A(0.6) H2B(0.6) H2C(0.6) C3(0.7) H3A(0.7) H3B(0.7)
 H4AA(0.7) H4AB(0.7) H4BC(0.3) H4BD(0.3) C3A(0.15) H3AA(0.15) H3AB(0.15)
 C2A(0.25) H2AA(0.25) H2AB(0.25) H2AC(0.25) C37(0.15) H37A(0.15) H37B(0.15)
 C38(0.15) H38A(0.15) H38B(0.15) H38C(0.15)
4.a Ternary CH refined with riding coordinates:
 C1(H1A), C1(H1B)
4.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4AA,H4AB), C4(H4BC,H4BD), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,
 H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
  C13(H13A,H13B), C3A(H3AA,H3AB), C37(H37A,H37B)
4.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C24(H24), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31),
 C32(H32), C33(H33), C34(H34), C35(H35), C36(H36)
4.d Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C2A(H2AA,H2AB,H2AC), C38(H38A,H38B,H38C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Cl1 Cl -0.8102(4) 0.2072(3) 0.8531(2) 0.0793(8) Uani 0.553(11) 1 d D . P A 1
Cl2 Cl -0.6966(6) 0.4053(2) 0.9685(2) 0.0660(9) Uani 0.553(11) 1 d D . P A 1
Cl3 Cl -0.6529(4) 0.1848(4) 0.9999(2) 0.0627(7) Uani 0.553(11) 1 d D . P A 1
P1 P -0.22442(6) 0.51462(4) 0.81314(2) 0.02935(11) Uani 1 1 d . . . . .
O1 O 0.22291(14) 0.27631(9) 0.57539(6) 0.0269(2) Uani 1 1 d . . . . .
O2 O -0.30268(16) 0.41577(11) 0.86302(7) 0.0381(3) Uani 1 1 d . . . . .
C1 C -0.6533(3) 0.2775(2) 0.92265(14) 0.0560(6) Uani 1 1 d D . . . .
H1A H -0.538293 0.303391 0.901029 0.067 Uiso 0.553(11) 1 calc R U P A 1
H1B H -0.529492 0.321117 0.916293 0.067 Uiso 0.447(11) 1 calc R U P A 2
C2 C 1.4683(6) -0.0755(5) 0.1737(3) 0.0733(13) Uani 0.6 1 d D . P B 1
H2A H 1.504205 -0.065753 0.121418 0.110 Uiso 0.6 1 calc R U P B 1
H2B H 1.418147 -0.161512 0.181405 0.110 Uiso 0.6 1 calc R U P B 1
H2C H 1.568245 -0.039961 0.210047 0.110 Uiso 0.6 1 calc R U P B 1
C3 C 1.3373(7) -0.0134(6) 0.1860(3) 0.0647(11) Uani 0.7 1 d D . P B 1
H3A H 1.235988 -0.049292 0.149417 0.078 Uiso 0.7 1 calc R U P B 1
H3B H 1.386557 0.073074 0.176879 0.078 Uiso 0.7 1 calc R U P B 1
C4 C 1.2811(3) -0.0267(2) 0.26930(14) 0.0630(6) Uani 1 1 d D . . . .
H4AA H 1.235183 -0.113023 0.279386 0.076 Uiso 0.7 1 calc R U P B 1
H4AB H 1.380747 0.012469 0.306186 0.076 Uiso 0.7 1 calc R U P B 1
H4BC H 1.256286 -0.092696 0.304454 0.076 Uiso 0.3 1 calc R U P B 3
H4BD H 1.390796 0.033578 0.289643 0.076 Uiso 0.3 1 calc R U P B 3
C5 C 1.1445(3) 0.0325(2) 0.27803(12) 0.0503(5) Uani 1 1 d . . . . .
H5A H 1.049105 -0.005165 0.238794 0.060 Uiso 1 1 calc R U . . .
H5B H 1.193434 0.118606 0.267889 0.060 Uiso 1 1 calc R U . . .
C6 C 1.0718(3) 0.02438(17) 0.35596(11) 0.0408(4) Uani 1 1 d . . . . .
H6A H 1.165901 0.065289 0.395142 0.049 Uiso 1 1 calc R U . . .
H6B H 1.026652 -0.061489 0.367175 0.049 Uiso 1 1 calc R U . . .
C7 C 0.9290(2) 0.08049(17) 0.36211(11) 0.0397(4) Uani 1 1 d . . . . .
H7A H 0.971630 0.164642 0.347199 0.048 Uiso 1 1 calc R U . . .
H7B H 0.831461 0.035705 0.325474 0.048 Uiso 1 1 calc R U . . .
C8 C 0.8648(2) 0.08041(16) 0.44148(10) 0.0363(4) Uani 1 1 d . . . . .
H8A H 0.963808 0.119055 0.478790 0.044 Uiso 1 1 calc R U . . .
H8B H 0.812738 -0.004009 0.454624 0.044 Uiso 1 1 calc R U . . .
C9 C 0.7327(2) 0.14614(17) 0.44872(11) 0.0383(4) Uani 1 1 d . . . . .
H9A H 0.784198 0.229854 0.434167 0.046 Uiso 1 1 calc R U . . .
H9B H 0.633006 0.106287 0.411974 0.046 Uiso 1 1 calc R U . . .
C10 C 0.6687(2) 0.14999(16) 0.52812(10) 0.0360(4) Uani 1 1 d . . . . .
H10A H 0.768228 0.186170 0.565599 0.043 Uiso 1 1 calc R U . . .
H10B H 0.610266 0.066660 0.541754 0.043 Uiso 1 1 calc R U . . .
C11 C 0.5448(2) 0.22255(16) 0.53322(10) 0.0361(4) Uani 1 1 d . . . . .
H11A H 0.600663 0.303332 0.514960 0.043 Uiso 1 1 calc R U . . .
H11B H 0.442028 0.182349 0.498200 0.043 Uiso 1 1 calc R U . . .
C12 C 0.4864(2) 0.23837(16) 0.61255(10) 0.0362(4) Uani 1 1 d . . . . .
H12A H 0.411795 0.159437 0.627265 0.043 Uiso 1 1 calc R U . . .
H12B H 0.588274 0.265511 0.649577 0.043 Uiso 1 1 calc R U . . .
C13 C 0.3893(2) 0.32837(16) 0.61739(10) 0.0356(4) Uani 1 1 d . . . . .
H13A H 0.373776 0.347482 0.671455 0.043 Uiso 1 1 calc R U . . .
H13B H 0.454768 0.403956 0.595219 0.043 Uiso 1 1 calc R U . . .
C14 C 0.13809(19) 0.35813(13) 0.56050(9) 0.0255(3) Uani 1 1 d . . . . .
C15 C -0.14008(19) 0.59877(13) 0.51166(9) 0.0251(3) Uani 1 1 d . . . . .
C16 C -0.04645(19) 0.51753(13) 0.52830(8) 0.0247(3) Uani 1 1 d . . . . .
C17 C -0.04747(19) 0.47368(13) 0.60217(9) 0.0250(3) Uani 1 1 d . . . . .
C18 C -0.14251(19) 0.50909(13) 0.66016(9) 0.0259(3) Uani 1 1 d . . . . .
C19 C -0.2467(2) 0.58567(14) 0.64032(9) 0.0262(3) Uani 1 1 d . . . . .
C20 C -0.3692(2) 0.61002(14) 0.69351(9) 0.0286(3) Uani 1 1 d . . . . .
C21 C -0.3690(2) 0.58309(15) 0.77052(9) 0.0307(3) Uani 1 1 d . . . . .
C22 C -0.1323(2) 0.46647(14) 0.73293(9) 0.0288(3) Uani 1 1 d . . . . .
C23 C -0.0429(2) 0.38439(15) 0.74717(9) 0.0332(4) Uani 1 1 d . . . . .
H23 H -0.041222 0.354789 0.796514 0.040 Uiso 1 1 calc R U . . .
C24 C 0.0414(2) 0.34641(15) 0.69142(9) 0.0313(3) Uani 1 1 d . . . . .
H24 H 0.097841 0.288984 0.701866 0.038 Uiso 1 1 calc R U . . .
C25 C 0.0452(2) 0.39214(14) 0.61831(9) 0.0261(3) Uani 1 1 d . . . . .
C26 C -0.0542(2) 0.63344(15) 0.86495(9) 0.0311(3) Uani 1 1 d . . . . .
C27 C -0.0126(3) 0.75261(18) 0.84758(14) 0.0571(6) Uani 1 1 d . . . . .
H27 H -0.072530 0.773880 0.805703 0.069 Uiso 1 1 calc R U . . .
C28 C 0.1158(3) 0.8412(2) 0.89088(17) 0.0732(8) Uani 1 1 d . . . . .
H28 H 0.143685 0.923033 0.878792 0.088 Uiso 1 1 calc R U . . .
C29 C 0.2028(3) 0.8105(2) 0.95138(14) 0.0580(6) Uani 1 1 d . . . . .
H29 H 0.289308 0.871638 0.981614 0.070 Uiso 1 1 calc R U . . .
C30 C 0.1661(3) 0.6928(2) 0.96842(11) 0.0485(5) Uani 1 1 d . . . . .
H30 H 0.228310 0.671899 1.009612 0.058 Uiso 1 1 calc R U . . .
C31 C 0.0379(2) 0.60459(18) 0.92538(10) 0.0392(4) Uani 1 1 d . . . . .
H31 H 0.012261 0.522845 0.937319 0.047 Uiso 1 1 calc R U . . .
C32 C -0.4893(2) 0.60500(18) 0.81777(10) 0.0401(4) Uani 1 1 d . . . . .
H32 H -0.486478 0.586786 0.869838 0.048 Uiso 1 1 calc R U . . .
C33 C -0.6116(3) 0.65256(19) 0.78967(11) 0.0449(5) Uani 1 1 d . . . . .
H33 H -0.692109 0.668057 0.822018 0.054 Uiso 1 1 calc R U . . .
C34 C -0.6152(2) 0.67741(19) 0.71360(11) 0.0430(4) Uani 1 1 d . . . . .
H34 H -0.700236 0.709073 0.693509 0.052 Uiso 1 1 calc R U . . .
C35 C -0.4974(2) 0.65698(17) 0.66647(10) 0.0367(4) Uani 1 1 d . . . . .
H35 H -0.502887 0.675025 0.614438 0.044 Uiso 1 1 calc R U . . .
C36 C -0.2376(2) 0.62929(14) 0.56956(9) 0.0272(3) Uani 1 1 d . . . . .
H36 H -0.299615 0.683042 0.558091 0.033 Uiso 1 1 calc R U . . .
C3A C 1.4278(15) 0.0013(12) 0.2136(7) 0.033(3) Uani 0.15 1 d D . P B 2
H3AA H 1.477330 0.088979 0.208119 0.039 Uiso 0.15 1 calc R U P B 2
H3AB H 1.520277 -0.030940 0.230647 0.039 Uiso 0.15 1 calc R U P B 2
C2A C 1.331(2) -0.065(2) 0.1397(8) 0.110(6) Uani 0.25 1 d D . P B 2
H2AA H 1.409435 -0.050955 0.098515 0.165 Uiso 0.25 1 calc R U P B 2
H2AB H 1.235550 -0.034892 0.126447 0.165 Uiso 0.25 1 calc R U P B 2
H2AC H 1.286382 -0.151485 0.146679 0.165 Uiso 0.25 1 calc R U P B 2
Cl1A Cl -0.7493(11) 0.1892(4) 0.8294(4) 0.1003(19) Uani 0.447(11) 1 d D . P A 2
Cl2A Cl -0.7507(7) 0.3812(5) 0.9377(6) 0.1004(13) Uani 0.447(11) 1 d D . P A 2
Cl3A Cl -0.6617(8) 0.1692(6) 0.9867(4) 0.0953(17) Uani 0.447(11) 1 d D . P A 2
C37 C 1.319(3) -0.082(2) 0.1898(13) 0.058(5) Uani 0.15 1 d . . P B 3
H37A H 1.383777 -0.139266 0.197858 0.070 Uiso 0.15 1 calc R U P B 3
H37B H 1.210857 -0.124017 0.158244 0.070 Uiso 0.15 1 calc R U P B 3
C38 C 1.424(4) 0.0285(19) 0.1542(15) 0.101(9) Uani 0.15 1 d . . P B 3
H38A H 1.459613 0.005281 0.105043 0.151 Uiso 0.15 1 calc R U P B 3
H38B H 1.526253 0.070275 0.188199 0.151 Uiso 0.15 1 calc R U P B 3
H38C H 1.355581 0.082212 0.146117 0.151 Uiso 0.15 1 calc R U P B 3
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'
Cl Cl 0.1484 0.1585 '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'
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
O2 P1 C21 115.37(8) . . ?
O2 P1 C22 113.16(7) . . ?
O2 P1 C26 111.09(8) . . ?
C21 P1 C22 103.26(8) . . ?
C21 P1 C26 106.87(8) . . ?
C22 P1 C26 106.36(8) . . ?
C14 O1 C13 114.23(12) . . ?
Cl1 C1 Cl2 110.73(15) . . ?
Cl1 C1 Cl3 111.8(2) . . ?
Cl1 C1 H1A 110.6 . . ?
Cl2 C1 H1A 110.6 . . ?
Cl3 C1 Cl2 102.3(2) . . ?
Cl3 C1 H1A 110.6 . . ?
Cl1A C1 H1B 107.6 . . ?
Cl2A C1 H1B 107.6 . . ?
Cl2A C1 Cl1A 107.9(2) . . ?
Cl2A C1 Cl3A 121.0(4) . . ?
Cl3A C1 H1B 107.6 . . ?
Cl3A C1 Cl1A 104.6(3) . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
C2 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 . . ?
C2 C3 C4 110.0(4) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
C3 C4 H4AA 110.1 . . ?
C3 C4 H4AB 110.1 . . ?
H4AA C4 H4AB 108.4 . . ?
H4BC C4 H4BD 106.4 . . ?
C5 C4 C3 108.1(3) . . ?
C5 C4 H4AA 110.1 . . ?
C5 C4 H4AB 110.1 . . ?
C5 C4 H4BC 106.3 . . ?
C5 C4 H4BD 106.3 . . ?
C5 C4 C3A 128.6(6) . . ?
C5 C4 C37 124.1(8) . . ?
C37 C4 H4BC 106.3 . . ?
C37 C4 H4BD 106.3 . . ?
C4 C5 H5A 108.6 . . ?
C4 C5 H5B 108.6 . . ?
C4 C5 C6 114.72(18) . . ?
H5A C5 H5B 107.6 . . ?
C6 C5 H5A 108.6 . . ?
C6 C5 H5B 108.6 . . ?
C5 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C5 C6 C7 113.57(16) . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C6 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 C6 113.69(15) . . ?
C8 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C7 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C7 C8 C9 113.27(15) . . ?
H8A C8 H8B 107.7 . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
C8 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 C8 114.52(15) . . ?
C10 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
C9 C10 C11 112.30(15) . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C10 C11 H11A 108.5 . . ?
C10 C11 H11B 108.5 . . ?
H11A C11 H11B 107.5 . . ?
C12 C11 C10 115.12(14) . . ?
C12 C11 H11A 108.5 . . ?
C12 C11 H11B 108.5 . . ?
C11 C12 H12A 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 C11 112.95(15) . . ?
C13 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
O1 C13 C12 108.66(13) . . ?
O1 C13 H13A 110.0 . . ?
O1 C13 H13B 110.0 . . ?
C12 C13 H13A 110.0 . . ?
C12 C13 H13B 110.0 . . ?
H13A C13 H13B 108.3 . . ?
O1 C14 C15 119.02(13) . 2_566 ?
O1 C14 C25 119.26(13) . . ?
C15 C14 C25 121.67(13) 2_566 . ?
C14 C15 C16 119.21(14) 2_566 . ?
C14 C15 C36 122.17(14) 2_566 . ?
C36 C15 C16 118.58(13) . . ?
C16 C16 C15 120.04(17) 2_566 . ?
C16 C16 C17 120.57(17) 2_566 . ?
C17 C16 C15 119.39(13) . . ?
C16 C17 C18 120.76(13) . . ?
C16 C17 C25 119.16(14) . . ?
C25 C17 C18 120.08(13) . . ?
C17 C18 C19 118.88(13) . . ?
C22 C18 C17 117.84(14) . . ?
C22 C18 C19 123.28(14) . . ?
C18 C19 C20 121.64(14) . . ?
C36 C19 C18 118.41(14) . . ?
C36 C19 C20 119.84(14) . . ?
C21 C20 C19 122.99(14) . . ?
C21 C20 C35 116.75(15) . . ?
C35 C20 C19 120.20(15) . . ?
C20 C21 P1 122.97(12) . . ?
C32 C21 P1 116.13(13) . . ?
C32 C21 C20 120.86(15) . . ?
C18 C22 P1 123.05(12) . . ?
C18 C22 C23 121.01(15) . . ?
C23 C22 P1 115.92(12) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 C22 121.31(15) . . ?
C24 C23 H23 119.3 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.33(15) . . ?
C25 C24 H24 119.8 . . ?
C14 C25 C17 119.35(14) . . ?
C24 C25 C14 121.41(14) . . ?
C24 C25 C17 119.24(14) . . ?
C27 C26 P1 122.67(14) . . ?
C27 C26 C31 118.59(17) . . ?
C31 C26 P1 118.74(14) . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.4(2) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 H28 120.1 . . ?
C29 C28 C27 119.9(2) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 H29 119.7 . . ?
C30 C29 C28 120.6(2) . . ?
C30 C29 H29 119.7 . . ?
C29 C30 H30 120.2 . . ?
C29 C30 C31 119.54(19) . . ?
C31 C30 H30 120.2 . . ?
C26 C31 H31 119.5 . . ?
C30 C31 C26 121.02(18) . . ?
C30 C31 H31 119.5 . . ?
C21 C32 H32 119.6 . . ?
C33 C32 C21 120.83(17) . . ?
C33 C32 H32 119.6 . . ?
C32 C33 H33 120.6 . . ?
C32 C33 C34 118.90(17) . . ?
C34 C33 H33 120.6 . . ?
C33 C34 H34 119.5 . . ?
C35 C34 C33 121.04(17) . . ?
C35 C34 H34 119.5 . . ?
C20 C35 H35 119.2 . . ?
C34 C35 C20 121.61(16) . . ?
C34 C35 H35 119.2 . . ?
C15 C36 H36 118.1 . . ?
C19 C36 C15 123.75(14) . . ?
C19 C36 H36 118.1 . . ?
C4 C3A H3AA 111.5 . . ?
C4 C3A H3AB 111.5 . . ?
H3AA C3A H3AB 109.3 . . ?
C2A C3A C4 101.2(10) . . ?
C2A C3A H3AA 111.5 . . ?
C2A C3A H3AB 111.5 . . ?
C3A C2A H2AA 109.5 . . ?
C3A C2A H2AB 109.5 . . ?
C3A C2A H2AC 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
C4 C37 H37A 111.4 . . ?
C4 C37 H37B 111.4 . . ?
H37A C37 H37B 109.3 . . ?
C38 C37 C4 101.7(18) . . ?
C38 C37 H37A 111.4 . . ?
C38 C37 H37B 111.4 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 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
Cl1 C1 1.703(4) . ?
Cl2 C1 1.810(3) . ?
Cl3 C1 1.779(4) . ?
P1 O2 1.4865(12) . ?
P1 C21 1.7846(17) . ?
P1 C22 1.7863(16) . ?
P1 C26 1.8001(18) . ?
O1 C13 1.4529(19) . ?
O1 C14 1.3795(17) . ?
C1 H1A 1.0000 . ?
C1 H1B 1.0000 . ?
C1 Cl1A 1.888(6) . ?
C1 Cl2A 1.674(5) . ?
C1 Cl3A 1.724(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C2 C3 1.499(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.558(5) . ?
C4 H4AA 0.9900 . ?
C4 H4AB 0.9900 . ?
C4 H4BC 0.9900 . ?
C4 H4BD 0.9900 . ?
C4 C5 1.507(3) . ?
C4 C3A 1.558(11) . ?
C4 C37 1.60(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.518(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.524(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.518(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.526(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.521(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.524(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.521(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.514(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.386(2) 2_566 ?
C14 C25 1.419(2) . ?
C15 C16 1.433(2) . ?
C15 C36 1.429(2) . ?
C16 C16 1.409(3) 2_566 ?
C16 C17 1.418(2) . ?
C17 C18 1.440(2) . ?
C17 C25 1.428(2) . ?
C18 C19 1.465(2) . ?
C18 C22 1.403(2) . ?
C19 C20 1.493(2) . ?
C19 C36 1.363(2) . ?
C20 C21 1.404(2) . ?
C20 C35 1.407(2) . ?
C21 C32 1.402(2) . ?
C22 C23 1.407(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.367(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.413(2) . ?
C26 C27 1.382(3) . ?
C26 C31 1.387(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.386(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.375(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.368(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.380(3) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C32 C33 1.376(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.382(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.377(2) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C3A C2A 1.525(14) . ?
C2A H2AA 0.9800 . ?
C2A H2AB 0.9800 . ?
C2A H2AC 0.9800 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.50(3) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 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
P1 C21 C32 C33 -177.12(16) . . . . ?
P1 C22 C23 C24 -176.19(14) . . . . ?
P1 C26 C27 C28 177.8(2) . . . . ?
P1 C26 C31 C30 -177.98(15) . . . . ?
O1 C14 C25 C17 -177.89(13) . . . . ?
O1 C14 C25 C24 1.7(2) . . . . ?
O2 P1 C21 C20 -135.79(14) . . . . ?
O2 P1 C21 C32 41.80(17) . . . . ?
O2 P1 C22 C18 141.54(14) . . . . ?
O2 P1 C22 C23 -40.18(16) . . . . ?
O2 P1 C26 C27 -150.03(17) . . . . ?
O2 P1 C26 C31 29.16(16) . . . . ?
C2 C3 C4 C5 -177.7(4) . . . . ?
C3 C4 C5 C6 178.4(3) . . . . ?
C4 C5 C6 C7 -177.65(18) . . . . ?
C5 C4 C3A C2A -79.9(12) . . . . ?
C5 C4 C37 C38 79.8(19) . . . . ?
C5 C6 C7 C8 -175.92(16) . . . . ?
C6 C7 C8 C9 175.14(15) . . . . ?
C7 C8 C9 C10 -178.73(15) . . . . ?
C8 C9 C10 C11 176.83(15) . . . . ?
C9 C10 C11 C12 -175.46(15) . . . . ?
C10 C11 C12 C13 169.98(15) . . . . ?
C11 C12 C13 O1 70.53(19) . . . . ?
C13 O1 C14 C15 101.29(16) . . . 2_566 ?
C13 O1 C14 C25 -81.32(18) . . . . ?
C14 O1 C13 C12 -165.90(14) . . . . ?
C14 C15 C16 C16 0.1(3) 2_566 . . 2_566 ?
C14 C15 C16 C17 179.69(14) 2_566 . . . ?
C14 C15 C36 C19 177.92(15) 2_566 . . . ?
C15 C14 C25 C17 -0.6(2) 2_566 . . . ?
C15 C14 C25 C24 178.99(15) 2_566 . . . ?
C15 C16 C17 C18 0.5(2) . . . . ?
C15 C16 C17 C25 179.61(14) . . . . ?
C16 C15 C36 C19 0.2(2) . . . . ?
C16 C16 C17 C18 -179.88(17) 2_566 . . . ?
C16 C16 C17 C25 -0.8(3) 2_566 . . . ?
C16 C17 C18 C19 3.6(2) . . . . ?
C16 C17 C18 C22 -177.39(14) . . . . ?
C16 C17 C25 C14 0.9(2) . . . . ?
C16 C17 C25 C24 -178.71(15) . . . . ?
C17 C18 C19 C20 170.35(14) . . . . ?
C17 C18 C19 C36 -5.8(2) . . . . ?
C17 C18 C22 P1 173.38(12) . . . . ?
C17 C18 C22 C23 -4.8(2) . . . . ?
C18 C17 C25 C14 179.96(14) . . . . ?
C18 C17 C25 C24 0.4(2) . . . . ?
C18 C19 C20 C21 13.2(2) . . . . ?
C18 C19 C20 C35 -163.79(15) . . . . ?
C18 C19 C36 C15 4.0(2) . . . . ?
C18 C22 C23 C24 2.1(3) . . . . ?
C19 C18 C22 P1 -7.6(2) . . . . ?
C19 C18 C22 C23 174.17(15) . . . . ?
C19 C20 C21 P1 -1.0(2) . . . . ?
C19 C20 C21 C32 -178.45(16) . . . . ?
C19 C20 C35 C34 178.24(17) . . . . ?
C20 C19 C36 C15 -172.22(14) . . . . ?
C20 C21 C32 C33 0.5(3) . . . . ?
C21 P1 C22 C18 16.11(16) . . . . ?
C21 P1 C22 C23 -165.61(13) . . . . ?
C21 P1 C26 C27 -23.38(19) . . . . ?
C21 P1 C26 C31 155.81(14) . . . . ?
C21 C20 C35 C34 1.1(3) . . . . ?
C21 C32 C33 C34 0.7(3) . . . . ?
C22 P1 C21 C20 -11.80(16) . . . . ?
C22 P1 C21 C32 165.79(14) . . . . ?
C22 P1 C26 C27 86.42(18) . . . . ?
C22 P1 C26 C31 -94.39(15) . . . . ?
C22 C18 C19 C20 -8.6(2) . . . . ?
C22 C18 C19 C36 175.26(15) . . . . ?
C22 C23 C24 C25 2.0(3) . . . . ?
C23 C24 C25 C14 177.24(16) . . . . ?
C23 C24 C25 C17 -3.2(2) . . . . ?
C25 C17 C18 C19 -175.49(14) . . . . ?
C25 C17 C18 C22 3.5(2) . . . . ?
C26 P1 C21 C20 100.15(15) . . . . ?
C26 P1 C21 C32 -82.26(15) . . . . ?
C26 P1 C22 C18 -96.22(15) . . . . ?
C26 P1 C22 C23 82.06(14) . . . . ?
C26 C27 C28 C29 0.2(4) . . . . ?
C27 C26 C31 C30 1.2(3) . . . . ?
C27 C28 C29 C30 1.2(4) . . . . ?
C28 C29 C30 C31 -1.4(4) . . . . ?
C29 C30 C31 C26 0.1(3) . . . . ?
C31 C26 C27 C28 -1.4(3) . . . . ?
C32 C33 C34 C35 -1.0(3) . . . . ?
C33 C34 C35 C20 0.1(3) . . . . ?
C35 C20 C21 P1 176.12(13) . . . . ?
C35 C20 C21 C32 -1.4(3) . . . . ?
C36 C15 C16 C16 177.93(17) . . . 2_566 ?
C36 C15 C16 C17 -2.5(2) . . . . ?
C36 C19 C20 C21 -170.73(16) . . . . ?
C36 C19 C20 C35 12.3(2) . . . . ?
C3A C4 C5 C6 -155.0(6) . . . . ?
C37 C4 C5 C6 151.8(10) . . . . ?
