#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:32:15 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178786 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/40/4104068.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_4104068
loop_
_publ_author_name
'Manfred T. Reetz'
'Hongchao Guo'
'Jun-An Ma'
'Richard Goddard'
'Richard J. Mynott'
_publ_section_title
;
 Helical Triskelion Monophosphites as Ligands in Asymmetric Catalysis
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4136
_journal_page_last               4142
_journal_paper_doi               10.1021/ja809297a
_journal_volume                  131
_journal_year                    2009
_chemical_compound_source        dichloromethane/pentane
_chemical_formula_moiety         'C69 H69 O10 P, 3(C H2 Cl2)'
_chemical_formula_sum            'C72 H75 Cl6 O10 P'
_chemical_formula_weight         1343.99
_chemical_name_systematic
; 
 tris[2'-(1-adamantylcarbonyl)oxy-1,1'-biphenyl-2-yl]phosphite oxide
 tris-dichloromethane solute
;
_space_group_IT_number           2
_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     direct
_atom_sites_solution_secondary   difmap
_audit_block_code                GUO-GB-322-01
_audit_creation_date             2007-07-12
_cell_angle_alpha                100.216(2)
_cell_angle_beta                 102.279(2)
_cell_angle_gamma                102.329(2)
_cell_formula_units_Z            2
_cell_length_a                   13.2620(7)
_cell_length_b                   13.9991(6)
_cell_length_c                   18.9895(8)
_cell_measurement_reflns_used    3583
_cell_measurement_temperature    100
_cell_measurement_theta_max      54.43
_cell_measurement_theta_min      2.45
_cell_volume                     3272.5(3)
_computing_cell_refinement       'PROTEUM2 (Bruker AXS, 2004)'
_computing_data_collection       'PROTEUM2 (Bruker AXS, 2004)'
_computing_data_reduction        'SAINT software (Bruker AXS, 2004)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact GbR, 2005)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 30.62
_diffrn_measured_fraction_theta_full 0.893
_diffrn_measured_fraction_theta_max 0.893
_diffrn_measurement_device_type  'Bruker AXS X8 Proteum'
_diffrn_measurement_method       'CCD φ- and ω-scans'
_diffrn_radiation_monochromator  'focusing multilayer optic'
_diffrn_radiation_source         '0.2 x 2mm^2^ focus rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0928
_diffrn_reflns_av_sigmaI/netI    0.1752
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29644
_diffrn_reflns_theta_full        64.76
_diffrn_reflns_theta_max         64.76
_diffrn_reflns_theta_min         2.45
_diffrn_standards_decay_%        0.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.110
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.631764
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker AXS (2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    none
_exptl_crystal_description       needle
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.754
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     802
_refine_ls_number_reflns         9886
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.1906
_refine_ls_R_factor_gt           0.0973
_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)+(0.1814P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2505
_refine_ls_wR_factor_ref         0.3124
_reflns_number_gt                4653
_reflns_number_total             9886
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ja809297a_si_002.cif
_cod_data_source_block           8
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               4104068
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
C1 C 0.0390(6) 0.5669(5) 0.6224(3) 0.0365(17) Uani 1 1 d .
C2 C 0.1307(6) 0.5327(5) 0.6411(4) 0.0408(18) Uani 1 1 d .
C3 C 0.1241(6) 0.4378(5) 0.6545(4) 0.0421(19) Uani 1 1 d .
H3 H 0.1862 0.4169 0.6670 0.051 Uiso 1 1 calc R
C4 C 0.0279(6) 0.3748(5) 0.6498(4) 0.0419(18) Uani 1 1 d .
H4 H 0.0243 0.3114 0.6593 0.050 Uiso 1 1 calc R
C5 C -0.0630(7) 0.4055(5) 0.6310(4) 0.047(2) Uani 1 1 d .
H5 H -0.1286 0.3622 0.6273 0.056 Uiso 1 1 calc R
C6 C -0.0595(6) 0.5005(6) 0.6173(4) 0.0452(19) Uani 1 1 d .
H6 H -0.1224 0.5200 0.6048 0.054 Uiso 1 1 calc R
C7 C 0.0423(6) 0.6693(5) 0.6105(4) 0.0377(18) Uani 1 1 d .
C8 C 0.0908(6) 0.7531(5) 0.6678(4) 0.0407(18) Uani 1 1 d .
C9 C 0.0948(6) 0.8497(5) 0.6599(4) 0.0441(19) Uani 1 1 d .
H9 H 0.1263 0.9048 0.6998 0.053 Uiso 1 1 calc R
C10 C 0.0501(6) 0.8617(6) 0.5900(4) 0.049(2) Uani 1 1 d .
H10 H 0.0530 0.9263 0.5831 0.058 Uiso 1 1 calc R
C11 C 0.0014(6) 0.7808(5) 0.5304(4) 0.0420(19) Uani 1 1 d .
H11 H -0.0277 0.7905 0.4840 0.050 Uiso 1 1 calc R
C12 C -0.0032(6) 0.6850(5) 0.5414(4) 0.0426(19) Uani 1 1 d .
H12 H -0.0374 0.6298 0.5019 0.051 Uiso 1 1 calc R
C13 C 0.0723(7) 0.7297(6) 0.7856(4) 0.048(2) Uani 1 1 d .
C14 C 0.1213(6) 0.6932(5) 0.8512(4) 0.0410(19) Uani 1 1 d .
C15 C 0.2401(6) 0.7463(6) 0.8854(4) 0.056(2) Uani 1 1 d .
H15A H 0.2493 0.8179 0.9027 0.067 Uiso 1 1 calc R
H15B H 0.2799 0.7367 0.8485 0.067 Uiso 1 1 calc R
C16 C 0.1108(7) 0.5776(6) 0.8242(4) 0.061(2) Uani 1 1 d .
H16A H 0.0363 0.5421 0.8017 0.073 Uiso 1 1 calc R
H16B H 0.1504 0.5674 0.7872 0.073 Uiso 1 1 calc R
C17 C 0.0585(7) 0.7070(7) 0.9096(4) 0.073(3) Uani 1 1 d .
H17A H -0.0169 0.6747 0.8874 0.087 Uiso 1 1 calc R
H17B H 0.0663 0.7781 0.9283 0.087 Uiso 1 1 calc R
C18 C 0.2833(7) 0.7007(6) 0.9525(4) 0.055(2) Uani 1 1 d .
H18 H 0.3590 0.7348 0.9754 0.066 Uiso 1 1 calc R
C19 C 0.1552(6) 0.5360(6) 0.8908(4) 0.055(2) Uani 1 1 d .
H19 H 0.1483 0.4639 0.8743 0.067 Uiso 1 1 calc R
C20 C 0.1014(7) 0.6592(7) 0.9758(4) 0.059(2) Uani 1 1 d .
H20 H 0.0615 0.6679 1.0133 0.071 Uiso 1 1 calc R
C21 C 0.2714(7) 0.5915(6) 0.9219(5) 0.062(2) Uani 1 1 d .
H21A H 0.3037 0.5625 0.9608 0.074 Uiso 1 1 calc R
H21B H 0.3084 0.5844 0.8831 0.074 Uiso 1 1 calc R
C22 C 0.0879(7) 0.5524(7) 0.9457(5) 0.071(3) Uani 1 1 d .
H22A H 0.0131 0.5207 0.9210 0.085 Uiso 1 1 calc R
H22B H 0.1086 0.5208 0.9861 0.085 Uiso 1 1 calc R
C23 C 0.2195(7) 0.7180(7) 1.0085(4) 0.072(3) Uani 1 1 d .
H23A H 0.2244 0.7892 1.0229 0.086 Uiso 1 1 calc R
H23B H 0.2491 0.6966 1.0524 0.086 Uiso 1 1 calc R
C24 C 0.4764(6) 0.7904(5) 0.5521(4) 0.0368(17) Uani 1 1 d .
C25 C 0.3828(6) 0.7443(5) 0.5681(4) 0.0389(18) Uani 1 1 d .
C26 C 0.2847(6) 0.7601(5) 0.5364(3) 0.0372(17) Uani 1 1 d .
H26 H 0.2229 0.7286 0.5476 0.045 Uiso 1 1 calc R
C27 C 0.2804(6) 0.8227(5) 0.4886(4) 0.0420(19) Uani 1 1 d .
H27 H 0.2155 0.8346 0.4680 0.050 Uiso 1 1 calc R
C28 C 0.3708(6) 0.8678(5) 0.4706(4) 0.0450(19) Uani 1 1 d .
H28 H 0.3662 0.9080 0.4366 0.054 Uiso 1 1 calc R
C29 C 0.4679(6) 0.8540(5) 0.5027(4) 0.0430(19) Uani 1 1 d .
H29 H 0.5291 0.8871 0.4916 0.052 Uiso 1 1 calc R
C30 C 0.5807(6) 0.7720(5) 0.5837(4) 0.0345(17) Uani 1 1 d .
C31 C 0.6305(6) 0.7977(5) 0.6585(4) 0.0358(17) Uani 1 1 d .
C32 C 0.7265(6) 0.7776(5) 0.6876(4) 0.0421(18) Uani 1 1 d .
H32 H 0.7578 0.7972 0.7384 0.051 Uiso 1 1 calc R
C33 C 0.7746(6) 0.7291(5) 0.6417(4) 0.0392(18) Uani 1 1 d .
H33 H 0.8377 0.7130 0.6612 0.047 Uiso 1 1 calc R
C34 C 0.7292(6) 0.7031(5) 0.5649(4) 0.0427(19) Uani 1 1 d .
H34 H 0.7634 0.6728 0.5329 0.051 Uiso 1 1 calc R
C35 C 0.6328(6) 0.7234(5) 0.5376(4) 0.0433(19) Uani 1 1 d .
H35 H 0.6016 0.7040 0.4868 0.052 Uiso 1 1 calc R
C36 C 0.5893(7) 0.9478(5) 0.7122(4) 0.047(2) Uani 1 1 d .
C37 C 0.5261(6) 0.9868(5) 0.7615(4) 0.0409(18) Uani 1 1 d .
C38 C 0.5975(6) 1.0146(5) 0.8424(4) 0.0454(19) Uani 1 1 d .
H38A H 0.6136 0.9548 0.8559 0.054 Uiso 1 1 calc R
H38B H 0.6644 1.0623 0.8462 0.054 Uiso 1 1 calc R
C39 C 0.4204(6) 0.9112(5) 0.7562(4) 0.046(2) Uani 1 1 d .
H39A H 0.4345 0.8502 0.7688 0.055 Uiso 1 1 calc R
H39B H 0.3750 0.8937 0.7061 0.055 Uiso 1 1 calc R
C40 C 0.5018(6) 1.0838(5) 0.7415(4) 0.0458(19) Uani 1 1 d .
H40A H 0.5680 1.1314 0.7436 0.055 Uiso 1 1 calc R
H40B H 0.4565 1.0675 0.6913 0.055 Uiso 1 1 calc R
C41 C 0.5385(6) 1.0615(5) 0.8963(4) 0.045(2) Uani 1 1 d .
H41 H 0.5836 1.0785 0.9472 0.055 Uiso 1 1 calc R
C42 C 0.3638(6) 0.9596(5) 0.8107(4) 0.0430(19) Uani 1 1 d .
H42 H 0.2963 0.9115 0.8073 0.052 Uiso 1 1 calc R
C43 C 0.4455(6) 1.1317(6) 0.7956(4) 0.049(2) Uani 1 1 d .
H43 H 0.4310 1.1931 0.7828 0.059 Uiso 1 1 calc R
C44 C 0.4336(6) 0.9855(6) 0.8904(4) 0.050(2) Uani 1 1 d .
H44A H 0.3965 1.0138 0.9243 0.060 Uiso 1 1 calc R
H44B H 0.4483 0.9251 0.9036 0.060 Uiso 1 1 calc R
C45 C 0.3389(6) 1.0546(5) 0.7889(4) 0.050(2) Uani 1 1 d .
H45A H 0.3003 1.0835 0.8213 0.060 Uiso 1 1 calc R
H45B H 0.2947 1.0373 0.7384 0.060 Uiso 1 1 calc R
C46 C 0.5169(6) 1.1566(5) 0.8753(4) 0.049(2) Uani 1 1 d .
H46A H 0.5840 1.2040 0.8792 0.058 Uiso 1 1 calc R
H46B H 0.4818 1.1878 0.9094 0.058 Uiso 1 1 calc R
C47 C 0.4543(6) 0.3883(5) 0.6699(3) 0.0357(17) Uani 1 1 d .
C48 C 0.4569(6) 0.4781(5) 0.6473(4) 0.0384(18) Uani 1 1 d .
C49 C 0.5321(6) 0.5174(5) 0.6126(4) 0.0411(18) Uani 1 1 d .
H49 H 0.5318 0.5772 0.5977 0.049 Uiso 1 1 calc R
C50 C 0.6082(6) 0.4667(5) 0.6003(4) 0.0415(18) Uani 1 1 d .
H50 H 0.6584 0.4922 0.5762 0.050 Uiso 1 1 calc R
C51 C 0.6099(6) 0.3781(5) 0.6236(4) 0.0427(19) Uani 1 1 d .
H51 H 0.6619 0.3448 0.6166 0.051 Uiso 1 1 calc R
C52 C 0.5329(6) 0.3412(5) 0.6571(4) 0.0442(19) Uani 1 1 d .
H52 H 0.5334 0.2815 0.6721 0.053 Uiso 1 1 calc R
C53 C 0.3688(6) 0.3428(5) 0.7029(4) 0.0417(19) Uani 1 1 d .
C54 C 0.3640(6) 0.3849(6) 0.7730(4) 0.0407(18) Uani 1 1 d .
C55 C 0.2860(7) 0.3417(6) 0.8050(4) 0.052(2) Uani 1 1 d .
H55 H 0.2843 0.3721 0.8522 0.062 Uiso 1 1 calc R
C56 C 0.2111(6) 0.2530(6) 0.7659(4) 0.050(2) Uani 1 1 d .
H56 H 0.1593 0.2226 0.7869 0.060 Uiso 1 1 calc R
C57 C 0.2141(6) 0.2096(6) 0.6945(4) 0.051(2) Uani 1 1 d .
H57 H 0.1635 0.1504 0.6676 0.062 Uiso 1 1 calc R
C58 C 0.2916(6) 0.2539(6) 0.6637(4) 0.0446(19) Uani 1 1 d .
H58 H 0.2927 0.2242 0.6161 0.053 Uiso 1 1 calc R
C59 C 0.5350(8) 0.4733(6) 0.8523(5) 0.065(3) Uani 1 1 d .
C60 C 0.6072(6) 0.5752(5) 0.8890(4) 0.0447(19) Uani 1 1 d .
C61 C 0.7226(7) 0.5663(6) 0.9048(4) 0.056(2) Uani 1 1 d .
H61A H 0.7389 0.5419 0.8585 0.067 Uiso 1 1 calc R
H61B H 0.7307 0.5182 0.9352 0.067 Uiso 1 1 calc R
C62 C 0.5841(6) 0.6136(6) 0.9641(4) 0.051(2) Uani 1 1 d .
H62A H 0.5115 0.6202 0.9556 0.061 Uiso 1 1 calc R
H62B H 0.5911 0.5654 0.9946 0.061 Uiso 1 1 calc R
C63 C 0.5955(7) 0.6523(5) 0.8419(4) 0.053(2) Uani 1 1 d .
H63A H 0.6098 0.6294 0.7946 0.064 Uiso 1 1 calc R
H63B H 0.5228 0.6591 0.8324 0.064 Uiso 1 1 calc R
C64 C 0.8009(6) 0.6692(6) 0.9451(4) 0.049(2) Uani 1 1 d .
H64 H 0.8745 0.6628 0.9545 0.059 Uiso 1 1 calc R
C65 C 0.6617(7) 0.7145(5) 1.0042(4) 0.048(2) Uani 1 1 d .
H65 H 0.6468 0.7379 1.0518 0.057 Uiso 1 1 calc R
C66 C 0.6728(6) 0.7531(6) 0.8819(4) 0.049(2) Uani 1 1 d .
H66 H 0.6651 0.8018 0.8513 0.059 Uiso 1 1 calc R
C67 C 0.7755(7) 0.7028(6) 1.0176(4) 0.056(2) Uani 1 1 d .
H67A H 0.8255 0.7665 1.0449 0.067 Uiso 1 1 calc R
H67B H 0.7832 0.6538 1.0472 0.067 Uiso 1 1 calc R
C68 C 0.6479(7) 0.7900(6) 0.9564(4) 0.054(2) Uani 1 1 d .
H68A H 0.6960 0.8554 0.9819 0.064 Uiso 1 1 calc R
H68B H 0.5752 0.7965 0.9475 0.064 Uiso 1 1 calc R
C69 C 0.7881(7) 0.7440(6) 0.8981(4) 0.055(2) Uani 1 1 d .
H69A H 0.8058 0.7224 0.8519 0.066 Uiso 1 1 calc R
H69B H 0.8366 0.8091 0.9238 0.066 Uiso 1 1 calc R
C70 C 0.8305(7) 0.9647(5) 0.5963(4) 0.050(2) Uani 1 1 d .
H70A H 0.7620 0.9613 0.6075 0.060 Uiso 1 1 calc R
H70B H 0.8555 0.9087 0.6102 0.060 Uiso 1 1 calc R
C71 C 0.8326(9) 0.2265(8) 0.7934(7) 0.123(4) Uani 1 1 d .
H71A H 0.8059 0.1889 0.8268 0.147 Uiso 1 1 calc R
H71B H 0.8130 0.1811 0.7449 0.147 Uiso 1 1 calc R
C72 C -0.0331(10) -0.0244(9) 0.8319(7) 0.124(4) Uani 1 1 d .
H72A H -0.0474 0.0024 0.7881 0.148 Uiso 1 1 calc R
H72B H -0.0605 -0.0969 0.8165 0.148 Uiso 1 1 calc R
Cl1 Cl 0.92181(18) 1.07767(16) 0.64839(13) 0.0700(7) Uani 1 1 d .
Cl2 Cl 0.8139(2) 0.95361(15) 0.50068(11) 0.0664(7) Uani 1 1 d .
Cl3 Cl 0.7697(3) 0.3236(2) 0.78744(17) 0.1080(10) Uani 1 1 d .
Cl4 Cl 0.9686(2) 0.2656(2) 0.82348(15) 0.1013(9) Uani 1 1 d .
Cl5 Cl -0.0990(4) 0.0218(3) 0.8922(4) 0.252(3) Uani 1 1 d .
Cl6 Cl 0.1029(3) 0.0053(3) 0.8695(2) 0.1476(15) Uani 1 1 d .
O1 O 0.2670(5) 0.5147(4) 0.5310(3) 0.0807(19) Uani 1 1 d .
O2 O 0.2288(4) 0.6018(3) 0.6480(2) 0.0370(11) Uani 1 1 d .
O3 O 0.1378(4) 0.7386(3) 0.7378(2) 0.0398(12) Uani 1 1 d .
O4 O -0.0135(5) 0.7461(5) 0.7720(3) 0.0641(17) Uani 1 1 d .
O5 O 0.3912(4) 0.6813(3) 0.6180(2) 0.0353(11) Uani 1 1 d .
O6 O 0.5797(4) 0.8464(3) 0.7080(2) 0.0386(12) Uani 1 1 d .
O7 O 0.6437(5) 0.9941(4) 0.6790(3) 0.0616(16) Uani 1 1 d .
O8 O 0.3792(4) 0.5283(3) 0.6636(2) 0.0378(12) Uani 1 1 d .
O9 O 0.4378(4) 0.4769(3) 0.8129(2) 0.0435(13) Uani 1 1 d .
O10 O 0.5540(6) 0.3939(5) 0.8555(5) 0.136(4) Uani 1 1 d .
P P 0.31213(16) 0.57426(14) 0.60513(11) 0.0392(5) 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 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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_publ_flag
C2 C1 C6 117.0(7) y
C2 C1 C7 123.2(7) y
C6 C1 C7 119.8(6) y
C3 C2 C1 121.2(7) y
C3 C2 O2 122.9(6) y
C1 C2 O2 115.9(6) y
C4 C3 C2 120.9(7) y
C5 C4 C3 119.4(7) y
C4 C5 C6 121.4(7) y
C5 C6 C1 120.2(7) y
C8 C7 C12 117.4(6) y
C8 C7 C1 120.7(6) y
C12 C7 C1 121.8(6) y
C7 C8 C9 123.0(7) y
C7 C8 O3 118.2(6) y
C9 C8 O3 118.8(6) y
C8 C9 C10 117.5(7) y
C11 C10 C9 122.1(7) y
C10 C11 C12 118.5(7) y
C11 C12 C7 121.5(7) y
O4 C13 O3 121.6(7) y
O4 C13 C14 126.7(7) y
O3 C13 C14 111.7(7) y
C13 C14 C17 109.1(6) y
C13 C14 C15 113.2(6) y
C17 C14 C15 110.1(6) y
C13 C14 C16 107.8(6) y
C17 C14 C16 108.6(6) y
C15 C14 C16 107.9(6) y
C14 C15 C18 108.8(6) y
C19 C16 C14 109.5(6) y
C14 C17 C20 109.9(6) y
C21 C18 C23 112.9(7) y
C21 C18 C15 107.3(6) y
C23 C18 C15 107.9(6) y
C21 C19 C22 113.2(7) y
C21 C19 C16 107.4(7) y
C22 C19 C16 106.9(6) y
C22 C20 C23 112.9(7) y
C22 C20 C17 108.1(7) y
C23 C20 C17 105.3(7) y
C18 C21 C19 110.7(7) y
C20 C22 C19 111.6(7) y
C18 C23 C20 110.7(7) y
C25 C24 C29 117.2(7) y
C25 C24 C30 122.0(6) y
C29 C24 C30 120.8(6) y
C24 C25 C26 121.5(6) y
C24 C25 O5 117.3(6) y
C26 C25 O5 121.2(6) y
C27 C26 C25 119.1(7) y
C26 C27 C28 120.8(7) y
C27 C28 C29 120.2(7) y
C28 C29 C24 121.1(7) y
C31 C30 C35 116.1(6) y
C31 C30 C24 123.6(6) y
C35 C30 C24 120.3(6) y
C30 C31 C32 123.0(6) y
C30 C31 O6 118.2(6) y
C32 C31 O6 118.8(6) y
C33 C32 C31 119.7(7) y
C32 C33 C34 120.0(7) y
C35 C34 C33 118.9(6) y
C34 C35 C30 122.2(7) y
O7 C36 O6 121.5(6) y
O7 C36 C37 127.8(7) y
O6 C36 C37 110.7(6) y
C36 C37 C39 113.7(6) y
C36 C37 C40 108.8(6) y
C39 C37 C40 109.1(6) y
C36 C37 C38 107.3(6) y
C39 C37 C38 109.2(6) y
C40 C37 C38 108.6(5) y
C41 C38 C37 109.8(6) y
C37 C39 C42 108.7(6) y
C43 C40 C37 110.4(5) y
C46 C41 C44 110.5(6) y
C46 C41 C38 108.7(6) y
C44 C41 C38 109.2(6) y
C44 C42 C45 110.6(6) y
C44 C42 C39 110.5(6) y
C45 C42 C39 109.4(5) y
C40 C43 C46 109.6(6) y
C40 C43 C45 107.9(6) y
C46 C43 C45 109.7(6) y
C41 C44 C42 109.1(6) y
C42 C45 C43 109.0(6) y
C41 C46 C43 110.4(6) y
C52 C47 C48 116.5(6) y
C52 C47 C53 121.6(6) y
C48 C47 C53 121.9(6) y
C49 C48 C47 122.1(7) y
C49 C48 O8 121.7(6) y
C47 C48 O8 116.2(6) y
C48 C49 C50 119.2(6) y
C49 C50 C51 120.5(7) y
C52 C51 C50 118.3(7) y
C51 C52 C47 123.4(7) y
C54 C53 C58 117.7(7) y
C54 C53 C47 121.7(7) y
C58 C53 C47 120.5(6) y
C53 C54 C55 122.2(8) y
C53 C54 O9 119.3(7) y
C55 C54 O9 118.5(7) y
C56 C55 C54 119.4(7) y
C55 C56 C57 119.3(7) y
C58 C57 C56 120.4(8) y
C57 C58 C53 121.0(7) y
O10 C59 O9 120.4(8) y
O10 C59 C60 127.2(8) y
O9 C59 C60 112.5(7) y
C59 C60 C63 113.0(6) y
C59 C60 C61 108.1(6) y
C63 C60 C61 109.3(6) y
C59 C60 C62 109.7(7) y
C63 C60 C62 108.6(6) y
C61 C60 C62 108.0(6) y
C60 C61 C64 110.3(6) y
C65 C62 C60 110.2(6) y
C66 C63 C60 110.0(6) y
C67 C64 C69 110.2(6) y
C67 C64 C61 108.0(6) y
C69 C64 C61 109.6(6) y
C62 C65 C68 108.9(6) y
C62 C65 C67 109.0(6) y
C68 C65 C67 110.1(6) y
C63 C66 C69 110.6(6) y
C63 C66 C68 109.3(6) y
C69 C66 C68 108.4(6) y
C64 C67 C65 110.5(6) y
C65 C68 C66 109.2(6) y
C64 C69 C66 110.1(6) y
Cl1 C70 Cl2 111.8(4) y
Cl4 C71 Cl3 114.5(7) y
Cl5 C72 Cl6 112.8(7) y
C2 O2 P 122.0(4) y
C13 O3 C8 116.0(5) y
C25 O5 P 124.0(4) y
C36 O6 C31 116.6(5) y
C48 O8 P 122.7(4) y
C59 O9 C54 117.7(6) y
O1 P O2 115.3(3) y
O1 P O5 118.7(3) y
O2 P O5 100.9(2) y
O1 P O8 118.2(3) y
O2 P O8 99.9(2) y
O5 P O8 100.6(3) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.401(9) y
C1 C6 1.405(10) y
C1 C7 1.483(9) y
C2 C3 1.384(9) y
C2 O2 1.411(8) y
C3 C4 1.363(10) y
C4 C5 1.363(10) y
C5 C6 1.393(9) y
C7 C8 1.379(9) y
C7 C12 1.399(9) y
C8 C9 1.379(9) y
C8 O3 1.411(8) y
C9 C10 1.388(10) y
C10 C11 1.378(10) y
C11 C12 1.384(9) y
C13 O4 1.194(8) y
C13 O3 1.385(8) y
C13 C14 1.502(10) y
C14 C17 1.532(10) y
C14 C15 1.534(10) y
C14 C16 1.575(10) y
C15 C18 1.579(10) y
C16 C19 1.541(10) y
C17 C20 1.583(10) y
C18 C21 1.497(11) y
C18 C23 1.512(10) y
C19 C21 1.506(11) y
C19 C22 1.528(10) y
C20 C22 1.460(11) y
C20 C23 1.539(11) y
C24 C25 1.392(10) y
C24 C29 1.406(9) y
C24 C30 1.481(10) y
C25 C26 1.393(9) y
C25 O5 1.408(7) y
C26 C27 1.370(9) y
C27 C28 1.370(10) y
C28 C29 1.372(10) y
C30 C31 1.379(9) y
C30 C35 1.399(9) y
C31 C32 1.383(9) y
C31 O6 1.428(7) y
C32 C33 1.356(9) y
C33 C34 1.403(9) y
C34 C35 1.381(10) y
C36 O7 1.216(8) y
C36 O6 1.383(8) y
C36 C37 1.491(9) y
C37 C39 1.538(10) y
C37 C40 1.553(9) y
C37 C38 1.557(9) y
C38 C41 1.552(9) y
C39 C42 1.547(9) y
C40 C43 1.535(9) y
C41 C46 1.522(9) y
C41 C44 1.529(10) y
C42 C44 1.531(10) y
C42 C45 1.540(9) y
C43 C46 1.541(10) y
C43 C45 1.550(10) y
C47 C52 1.388(9) y
C47 C48 1.395(9) y
C47 C53 1.489(9) y
C48 C49 1.380(9) y
C48 O8 1.420(8) y
C49 C50 1.387(9) y
C50 C51 1.392(9) y
C51 C52 1.373(10) y
C53 C54 1.377(9) y
C53 C58 1.397(10) y
C54 C55 1.391(10) y
C54 O9 1.412(8) y
C55 C56 1.382(11) y
C56 C57 1.396(10) y
C57 C58 1.377(10) y
C59 O10 1.201(9) y
C59 O9 1.362(9) y
C59 C60 1.489(11) y
C60 C63 1.532(9) y
C60 C61 1.532(11) y
C60 C62 1.549(10) y
C61 C64 1.541(11) y
C62 C65 1.516(10) y
C63 C66 1.512(10) y
C64 C67 1.504(9) y
C64 C69 1.505(9) y
C65 C68 1.525(9) y
C65 C67 1.526(11) y
C66 C69 1.532(10) y
C66 C68 1.546(9) y
C70 Cl1 1.751(8) y
C70 Cl2 1.756(7) y
C71 Cl4 1.705(11) y
C71 Cl3 1.748(11) y
C72 Cl5 1.702(13) y
C72 Cl6 1.721(12) y
O1 P 1.431(6) y
O2 P 1.577(4) y
O5 P 1.579(5) y
O8 P 1.587(4) y
