# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_ChiralSP_0m
_database_code_depnum_ccdc_archive 'CCDC 1060806'
_audit_update_record             
;
2015-04-21 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H21 O3 P S'
_chemical_formula_weight         636.62

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   10.913(3)
_cell_length_b                   16.970(4)
_cell_length_c                   17.246(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.936(3)
_cell_angle_gamma                90
_cell_volume                     3135.8(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4461
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      27.20

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.196
_shelx_estimated_absorpt_T_min   0.962
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34659
_diffrn_reflns_av_unetI/netI     0.0557
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.203
_diffrn_reflns_theta_max         27.614
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             14143
_reflns_number_gt                11709
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.901
_reflns_Friedel_fraction_max     0.952
_reflns_Friedel_fraction_full    0.997

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0300P)²+2.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 4844 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         14143
_refine_ls_number_parameters     847
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0501
_refine_ls_wR_factor_ref         0.1086
_refine_ls_wR_factor_gt          0.1017
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
S1 S -0.42191(11) 0.43912(9) 0.62522(7) 0.0485(3) Uani 1 1 d . . . . .
S2 S 0.44214(9) 1.00791(6) 0.87635(6) 0.0319(2) Uani 1 1 d . . . . .
P1 P -0.26377(10) 0.43718(7) 0.59090(6) 0.0318(2) Uani 1 1 d . . . . .
P2 P 0.29123(9) 0.99401(6) 0.91791(6) 0.0238(2) Uani 1 1 d . . . . .
O1 O -0.2276(3) 0.58633(19) 0.50580(16) 0.0364(7) Uani 1 1 d . . . . .
O2 O -0.2587(3) 0.30386(19) 0.48060(17) 0.0376(7) Uani 1 1 d . . . . .
O3 O -0.0408(3) 0.42080(18) 0.72225(16) 0.0355(7) Uani 1 1 d . . . . .
O4 O 0.3207(3) 1.05410(15) 1.08331(16) 0.0291(6) Uani 1 1 d . . . . .
O5 O 0.0813(2) 1.08305(17) 0.81983(16) 0.0292(6) Uani 1 1 d . . . . .
O6 O 0.2115(3) 0.82537(15) 0.91941(16) 0.0293(6) Uani 1 1 d . . . . .
C1 C 0.4693(4) 0.2873(4) 1.0147(3) 0.0522(14) Uani 1 1 d . . . . .
H1 H 0.5238 0.2848 1.0646 0.063 Uiso 1 1 calc R U . . .
C2 C 0.4665(4) 0.2263(3) 0.9615(3) 0.0456(12) Uani 1 1 d . . . . .
H2 H 0.5200 0.1822 0.9748 0.055 Uiso 1 1 calc R U . . .
C3 C 0.3863(4) 0.2288(3) 0.8890(3) 0.0388(10) Uani 1 1 d . . . . .
H3 H 0.3860 0.1873 0.8520 0.047 Uiso 1 1 calc R U . . .
C4 C 0.3059(4) 0.2932(3) 0.8708(3) 0.0328(9) Uani 1 1 d . . . . .
C5 C 0.2089(4) 0.2925(3) 0.8017(3) 0.0354(10) Uani 1 1 d . . . . .
C6 C 0.1194(4) 0.2902(3) 0.7494(3) 0.0368(10) Uani 1 1 d . . . . .
C7 C 0.0122(4) 0.2895(3) 0.6878(2) 0.0357(10) Uani 1 1 d . . . . .
C8 C -0.0668(4) 0.3550(3) 0.6730(2) 0.0325(9) Uani 1 1 d . . . . .
C9 C -0.1656(4) 0.3546(3) 0.6095(2) 0.0317(9) Uani 1 1 d . . . . .
C10 C -0.1512(4) 0.5101(3) 0.6235(2) 0.0298(9) Uani 1 1 d . . . . .
C11 C -0.1521(4) 0.5789(3) 0.5803(2) 0.0312(9) Uani 1 1 d . . . . .
C12 C -0.0752(4) 0.6421(3) 0.6108(2) 0.0330(9) Uani 1 1 d . . . . .
C13 C -0.0831(4) 0.7166(3) 0.5726(3) 0.0355(10) Uani 1 1 d . . . . .
C14 C -0.0940(4) 0.7809(3) 0.5424(3) 0.0352(10) Uani 1 1 d . . . . .
C15 C -0.1127(4) 0.8568(3) 0.5069(3) 0.0335(9) Uani 1 1 d . . . . .
C16 C -0.0557(4) 0.9236(3) 0.5453(3) 0.0378(10) Uani 1 1 d . . . . .
H16 H -0.0003 0.9182 0.5946 0.045 Uiso 1 1 calc R U . . .
C17 C -0.0794(4) 0.9971(3) 0.5120(3) 0.0447(11) Uani 1 1 d . . . . .
H17 H -0.0410 1.0423 0.5387 0.054 Uiso 1 1 calc R U . . .
C18 C -0.1581(4) 1.0054(3) 0.4403(3) 0.0456(12) Uani 1 1 d . . . . .
H18 H -0.1744 1.0564 0.4180 0.055 Uiso 1 1 calc R U . . .
C19 C -0.2506(4) 0.5195(3) 0.4582(2) 0.0345(10) Uani 1 1 d . . . . .
C20 C -0.2591(4) 0.5273(3) 0.3767(3) 0.0399(11) Uani 1 1 d . . . . .
H20 H -0.2545 0.5775 0.3531 0.048 Uiso 1 1 calc R U . . .
C21 C -0.2745(4) 0.4588(3) 0.3316(3) 0.0410(11) Uani 1 1 d . . . . .
H21 H -0.2854 0.4640 0.2759 0.049 Uiso 1 1 calc R U . . .
C22 C -0.2750(4) 0.3829(3) 0.3629(2) 0.0375(10) Uani 1 1 d . . . . .
C23 C -0.2659(4) 0.3777(3) 0.4453(2) 0.0346(10) Uani 1 1 d . . . . .
C24 C -0.1780(4) 0.2950(3) 0.5533(2) 0.0351(10) Uani 1 1 d . . . . .
C25 C -0.2640(3) 0.4456(3) 0.4891(2) 0.0319(9) Uani 1 1 d . . . . .
C26 C -0.0572(4) 0.4957(3) 0.6887(2) 0.0314(9) Uani 1 1 d . . . . .
C27 C 0.3930(4) 0.3516(3) 0.9955(3) 0.0468(12) Uani 1 1 d . . . . .
H27 H 0.3972 0.3942 1.0316 0.056 Uiso 1 1 calc R U . . .
C28 C 0.3108(4) 0.3549(3) 0.9248(3) 0.0391(10) Uani 1 1 d . . . . .
H28 H 0.2573 0.3992 0.9125 0.047 Uiso 1 1 calc R U . . .
C29 C -0.0146(4) 0.2256(3) 0.6356(3) 0.0392(10) Uani 1 1 d . . . . .
H29 H 0.0326 0.1786 0.6472 0.047 Uiso 1 1 calc R U . . .
C30 C -0.1068(4) 0.2277(3) 0.5680(3) 0.0379(10) Uani 1 1 d . . . . .
H30 H -0.1204 0.1840 0.5329 0.045 Uiso 1 1 calc R U . . .
C31 C 0.0236(4) 0.5556(3) 0.7193(2) 0.0353(10) Uani 1 1 d . . . . .
H31 H 0.0866 0.5471 0.7647 0.042 Uiso 1 1 calc R U . . .
C32 C 0.0103(4) 0.6284(3) 0.6821(2) 0.0339(10) Uani 1 1 d . . . . .
H32 H 0.0608 0.6709 0.7055 0.041 Uiso 1 1 calc R U . . .
C33 C -0.2900(4) 0.3131(3) 0.3156(3) 0.0403(11) Uani 1 1 d . . . . .
C34 C -0.3091(4) 0.2533(3) 0.2786(3) 0.0387(11) Uani 1 1 d . . . . .
C35 C -0.3380(4) 0.1794(3) 0.2395(2) 0.0333(9) Uani 1 1 d . . . . .
C36 C -0.3135(4) 0.1655(3) 0.1645(2) 0.0321(9) Uani 1 1 d . . . . .
H36 H -0.2774 0.2057 0.1377 0.038 Uiso 1 1 calc R U . . .
C37 C -0.3421(4) 0.0928(3) 0.1288(3) 0.0345(10) Uani 1 1 d . . . . .
H37 H -0.3243 0.0833 0.0778 0.041 Uiso 1 1 calc R U . . .
C38 C -0.3958(4) 0.0346(3) 0.1662(3) 0.0401(11) Uani 1 1 d . . . . .
H38 H -0.4151 -0.0150 0.1413 0.048 Uiso 1 1 calc R U . . .
C39 C -0.4216(5) 0.0484(3) 0.2402(3) 0.0529(14) Uani 1 1 d . . . . .
H39 H -0.4599 0.0083 0.2659 0.063 Uiso 1 1 calc R U . . .
C40 C -0.3926(4) 0.1193(4) 0.2771(3) 0.0502(14) Uani 1 1 d . . . . .
H40 H -0.4097 0.1278 0.3285 0.060 Uiso 1 1 calc R U . . .
C41 C -0.1923(4) 0.8664(3) 0.4331(3) 0.0421(11) Uani 1 1 d . . . . .
H41 H -0.2314 0.8218 0.4056 0.051 Uiso 1 1 calc R U . . .
C42 C -0.2133(4) 0.9407(4) 0.4008(3) 0.0493(12) Uani 1 1 d . . . . .
H42 H -0.2664 0.9471 0.3508 0.059 Uiso 1 1 calc R U . . .
C43 C 0.0384(4) 0.4369(3) 0.9801(3) 0.0378(10) Uani 1 1 d . . . . .
H43 H 0.0018 0.3867 0.9668 0.045 Uiso 1 1 calc R U . . .
C44 C 0.1173(4) 0.4475(3) 1.0520(3) 0.0363(10) Uani 1 1 d . . . . .
H44 H 0.1357 0.4045 1.0876 0.044 Uiso 1 1 calc R U . . .
C45 C 0.1697(4) 0.5211(3) 1.0723(3) 0.0335(9) Uani 1 1 d . . . . .
H45 H 0.2242 0.5286 1.1217 0.040 Uiso 1 1 calc R U . . .
C46 C 0.1418(4) 0.5839(2) 1.0199(2) 0.0297(9) Uani 1 1 d . . . . .
C47 C 0.1899(4) 0.6622(2) 1.0388(2) 0.0298(9) Uani 1 1 d . . . . .
C48 C 0.2216(4) 0.7289(3) 1.0509(2) 0.0302(9) Uani 1 1 d . . . . .
C49 C 0.2553(4) 0.8104(2) 1.0601(2) 0.0267(8) Uani 1 1 d . . . . .
C50 C 0.2535(3) 0.8576(2) 0.9937(2) 0.0246(8) Uani 1 1 d . . . . .
C51 C 0.2904(3) 0.9360(2) 1.0027(2) 0.0249(8) Uani 1 1 d . . . . .
C52 C 0.1596(3) 0.9520(2) 0.8576(2) 0.0251(8) Uani 1 1 d . . . . .
C53 C 0.0716(3) 1.0014(2) 0.8131(2) 0.0263(8) Uani 1 1 d . . . . .
C54 C -0.0304(4) 0.9693(3) 0.7617(2) 0.0304(9) Uani 1 1 d . . . . .
C55 C -0.1253(4) 1.0192(3) 0.7193(2) 0.0331(9) Uani 1 1 d . . . . .
C56 C -0.2084(4) 1.0612(3) 0.6884(3) 0.0377(10) Uani 1 1 d . . . . .
C57 C -0.3129(4) 1.1102(3) 0.6549(3) 0.0403(11) Uani 1 1 d . . . . .
C58 C -0.3727(4) 1.1002(3) 0.5768(3) 0.0454(12) Uani 1 1 d . . . . .
H58 H -0.3442 1.0617 0.5443 0.054 Uiso 1 1 calc R U . . .
C59 C -0.4750(5) 1.1473(4) 0.5472(3) 0.0602(16) Uani 1 1 d . . . . .
H59 H -0.5157 1.1415 0.4937 0.072 Uiso 1 1 calc R U . . .
C60 C -0.5178(7) 1.2018(4) 0.5938(4) 0.080(2) Uani 1 1 d . . . . .
H60 H -0.5883 1.2334 0.5731 0.096 Uiso 1 1 calc R U . . .
C61 C 0.4141(5) 1.3816(4) 1.3852(4) 0.0644(18) Uani 1 1 d . . . . .
H61 H 0.4401 1.4139 1.4303 0.077 Uiso 1 1 calc R U . . .
C62 C 0.3784(6) 1.3072(5) 1.3943(3) 0.0667(18) Uani 1 1 d . . . . .
H62 H 0.3802 1.2876 1.4461 0.080 Uiso 1 1 calc R U . . .
C63 C 0.3384(5) 1.2570(3) 1.3291(3) 0.0484(13) Uani 1 1 d . . . . .
H63 H 0.3142 1.2042 1.3364 0.058 Uiso 1 1 calc R U . . .
C64 C 0.3354(4) 1.2876(3) 1.2535(3) 0.0337(9) Uani 1 1 d . . . . .
C65 C 0.2894(4) 1.2418(3) 1.1844(3) 0.0330(9) Uani 1 1 d . . . . .
C66 C 0.2497(4) 1.2077(2) 1.1243(3) 0.0326(9) Uani 1 1 d . . . . .
C67 C 0.2075(4) 1.1738(2) 1.0476(2) 0.0295(9) Uani 1 1 d . . . . .
C68 C 0.2493(3) 1.1014(2) 1.0263(2) 0.0259(8) Uani 1 1 d . . . . .
C69 C 0.3093(3) 0.9728(2) 1.0760(2) 0.0258(8) Uani 1 1 d . . . . .
C70 C 0.1262(4) 1.1150(2) 0.8944(2) 0.0260(8) Uani 1 1 d . . . . .
C71 C 0.2173(3) 1.0768(2) 0.9481(2) 0.0250(8) Uani 1 1 d . . . . .
C72 C 0.0782(4) 1.1857(2) 0.9152(2) 0.0295(9) Uani 1 1 d . . . . .
H72 H 0.0161 1.2132 0.8793 0.035 Uiso 1 1 calc R U . . .
C73 C 0.1233(4) 1.2148(2) 0.9898(3) 0.0311(9) Uani 1 1 d . . . . .
H73 H 0.0959 1.2654 1.0028 0.037 Uiso 1 1 calc R U . . .
C74 C -0.4588(7) 1.2106(4) 0.6702(4) 0.092(2) Uani 1 1 d . . . . .
H74 H -0.4894 1.2484 0.7025 0.110 Uiso 1 1 calc R U . . .
C75 C -0.3558(6) 1.1662(3) 0.7019(4) 0.0659(16) Uani 1 1 d . . . . .
H75 H -0.3149 1.1738 0.7551 0.079 Uiso 1 1 calc R U . . .
C76 C -0.0402(4) 0.8868(3) 0.7601(2) 0.0328(10) Uani 1 1 d . . . . .
H76 H -0.1047 0.8636 0.7223 0.039 Uiso 1 1 calc R U . . .
C77 C 0.0380(4) 0.8377(3) 0.8102(2) 0.0320(9) Uani 1 1 d . . . . .
H77 H 0.0249 0.7823 0.8094 0.038 Uiso 1 1 calc R U . . .
C78 C 0.1372(4) 0.8719(2) 0.8623(2) 0.0281(9) Uani 1 1 d . . . . .
C79 C 0.0123(4) 0.4984(3) 0.9276(3) 0.0347(9) Uani 1 1 d . . . . .
H79 H -0.0407 0.4903 0.8778 0.042 Uiso 1 1 calc R U . . .
C80 C 0.0630(4) 0.5716(3) 0.9470(3) 0.0320(9) Uani 1 1 d . . . . .
H80 H 0.0443 0.6140 0.9107 0.038 Uiso 1 1 calc R U . . .
C81 C 0.2883(4) 0.8470(2) 1.1343(2) 0.0314(9) Uani 1 1 d . . . . .
H81 H 0.2952 0.8154 1.1804 0.038 Uiso 1 1 calc R U . . .
C82 C 0.3114(4) 0.9275(3) 1.1432(2) 0.0314(9) Uani 1 1 d . . . . .
H82 H 0.3283 0.9509 1.1942 0.038 Uiso 1 1 calc R U . . .
C83 C 0.3750(4) 1.3650(3) 1.2454(3) 0.0378(10) Uani 1 1 d . . . . .
H83 H 0.3756 1.3856 1.1943 0.045 Uiso 1 1 calc R U . . .
C84 C 0.4132(4) 1.4116(3) 1.3110(4) 0.0566(15) Uani 1 1 d . . . . .
H84 H 0.4390 1.4644 1.3049 0.068 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
S1 P1 1.9280(15) . ?
S2 P2 1.9311(14) . ?
P1 C9 1.757(5) . ?
P1 C10 1.760(4) . ?
P1 C25 1.762(4) . ?
P2 C71 1.748(4) . ?
P2 C52 1.757(4) . ?
P2 C51 1.764(4) . ?
O1 C11 1.394(5) . ?
O1 C19 1.395(5) . ?
O2 C23 1.389(6) . ?
O2 C24 1.397(5) . ?
O3 C26 1.393(5) . ?
O3 C8 1.398(5) . ?
O4 C68 1.388(5) . ?
O4 C69 1.389(4) . ?
O5 C53 1.393(5) . ?
O5 C70 1.396(5) . ?
O6 C50 1.389(5) . ?
O6 C78 1.396(5) . ?
C1 C27 1.374(8) . ?
C1 C2 1.380(8) . ?
C1 H1 0.9500 . ?
C2 C3 1.385(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.399(6) . ?
C3 H3 0.9500 . ?
C4 C28 1.395(6) . ?
C4 C5 1.436(6) . ?
C5 C6 1.198(6) . ?
C6 C7 1.423(6) . ?
C7 C8 1.401(6) . ?
C7 C29 1.404(6) . ?
C8 C9 1.383(6) . ?
C9 C24 1.389(6) . ?
C10 C11 1.384(6) . ?
C10 C26 1.392(5) . ?
C11 C12 1.401(6) . ?
C12 C32 1.414(6) . ?
C12 C13 1.421(6) . ?
C13 C14 1.205(6) . ?
C14 C15 1.424(6) . ?
C15 C16 1.397(6) . ?
C15 C41 1.407(6) . ?
C16 C17 1.378(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.372(7) . ?
C17 H17 0.9500 . ?
C18 C42 1.371(7) . ?
C18 H18 0.9500 . ?
C19 C25 1.380(7) . ?
C19 C20 1.397(6) . ?
C20 C21 1.392(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.397(7) . ?
C21 H21 0.9500 . ?
C22 C23 1.408(6) . ?
C22 C33 1.429(7) . ?
C23 C25 1.377(6) . ?
C24 C30 1.378(7) . ?
C26 C31 1.383(6) . ?
C27 C28 1.372(7) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C30 1.389(6) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C32 1.388(6) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C34 1.195(6) . ?
C34 C35 1.431(7) . ?
C35 C36 1.390(6) . ?
C35 C40 1.401(7) . ?
C36 C37 1.387(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.372(6) . ?
C37 H37 0.9500 . ?
C38 C39 1.378(7) . ?
C38 H38 0.9500 . ?
C39 C40 1.370(8) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C41 C42 1.381(7) . ?
C41 H41 0.9500 . ?
C42 H42 0.9500 . ?
C43 C79 1.377(6) . ?
C43 C44 1.380(6) . ?
C43 H43 0.9500 . ?
C44 C45 1.391(6) . ?
C44 H44 0.9500 . ?
C45 C46 1.394(6) . ?
C45 H45 0.9500 . ?
C46 C80 1.397(6) . ?
C46 C47 1.442(6) . ?
C47 C48 1.191(6) . ?
C48 C49 1.433(6) . ?
C49 C50 1.394(5) . ?
C49 C81 1.407(6) . ?
C50 C51 1.390(6) . ?
C51 C69 1.389(5) . ?
C52 C78 1.387(6) . ?
C52 C53 1.390(5) . ?
C53 C54 1.395(5) . ?
C54 C76 1.404(6) . ?
C54 C55 1.426(6) . ?
C55 C56 1.197(6) . ?
C56 C57 1.441(6) . ?
C57 C75 1.387(7) . ?
C57 C58 1.391(7) . ?
C58 C59 1.390(7) . ?
C58 H58 0.9500 . ?
C59 C60 1.365(9) . ?
C59 H59 0.9500 . ?
C60 C74 1.361(9) . ?
C60 H60 0.9500 . ?
C61 C62 1.340(10) . ?
C61 C84 1.377(9) . ?
C61 H61 0.9500 . ?
C62 C63 1.411(8) . ?
C62 H62 0.9500 . ?
C63 C64 1.398(6) . ?
C63 H63 0.9500 . ?
C64 C83 1.397(6) . ?
C64 C65 1.432(6) . ?
C65 C66 1.194(6) . ?
C66 C67 1.435(6) . ?
C67 C68 1.385(6) . ?
C67 C73 1.405(6) . ?
C68 C71 1.392(5) . ?
C69 C82 1.388(5) . ?
C70 C72 1.383(6) . ?
C70 C71 1.384(5) . ?
C72 C73 1.379(6) . ?
C72 H72 0.9500 . ?
C73 H73 0.9500 . ?
C74 C75 1.377(8) . ?
C74 H74 0.9500 . ?
C75 H75 0.9500 . ?
C76 C77 1.375(6) . ?
C76 H76 0.9500 . ?
C77 C78 1.396(6) . ?
C77 H77 0.9500 . ?
C79 C80 1.375(6) . ?
C79 H79 0.9500 . ?
C80 H80 0.9500 . ?
C81 C82 1.392(6) . ?
C81 H81 0.9500 . ?
C82 H82 0.9500 . ?
C83 C84 1.378(7) . ?
C83 H83 0.9500 . ?
C84 H84 0.9500 . ?

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
C9 P1 C10 97.95(19) . . ?
C9 P1 C25 97.6(2) . . ?
C10 P1 C25 97.5(2) . . ?
C9 P1 S1 120.52(16) . . ?
C10 P1 S1 120.07(14) . . ?
C25 P1 S1 118.21(14) . . ?
C71 P2 C52 97.50(18) . . ?
C71 P2 C51 97.24(18) . . ?
C52 P2 C51 97.62(18) . . ?
C71 P2 S2 119.11(14) . . ?
C52 P2 S2 119.26(13) . . ?
C51 P2 S2 120.99(13) . . ?
C11 O1 C19 118.5(3) . . ?
C23 O2 C24 117.7(3) . . ?
C26 O3 C8 118.7(3) . . ?
C68 O4 C69 118.8(3) . . ?
C53 O5 C70 118.1(3) . . ?
C50 O6 C78 118.3(3) . . ?
C27 C1 C2 120.0(5) . . ?
C27 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 C3 120.5(5) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C2 C3 C4 119.3(5) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C28 C4 C3 119.5(4) . . ?
C28 C4 C5 119.3(4) . . ?
C3 C4 C5 120.8(4) . . ?
C6 C5 C4 173.0(5) . . ?
C5 C6 C7 178.5(5) . . ?
C8 C7 C29 116.8(4) . . ?
C8 C7 C6 121.3(4) . . ?
C29 C7 C6 121.8(4) . . ?
C9 C8 O3 121.5(4) . . ?
C9 C8 C7 120.0(4) . . ?
O3 C8 C7 118.5(4) . . ?
C8 C9 C24 121.0(4) . . ?
C8 C9 P1 119.8(3) . . ?
C24 C9 P1 118.5(3) . . ?
C11 C10 C26 120.9(4) . . ?
C11 C10 P1 119.2(3) . . ?
C26 C10 P1 119.8(3) . . ?
C10 C11 O1 121.0(4) . . ?
C10 C11 C12 120.0(4) . . ?
O1 C11 C12 119.0(4) . . ?
C11 C12 C32 116.7(4) . . ?
C11 C12 C13 121.8(4) . . ?
C32 C12 C13 121.4(4) . . ?
C14 C13 C12 176.8(5) . . ?
C13 C14 C15 177.4(5) . . ?
C16 C15 C41 118.6(4) . . ?
C16 C15 C14 121.0(4) . . ?
C41 C15 C14 120.4(4) . . ?
C17 C16 C15 120.4(4) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C18 C17 C16 120.3(5) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C42 C18 C17 120.5(5) . . ?
C42 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C25 C19 O1 122.1(4) . . ?
C25 C19 C20 118.9(4) . . ?
O1 C19 C20 119.0(4) . . ?
C21 C20 C19 117.4(5) . . ?
C21 C20 H20 121.3 . . ?
C19 C20 H20 121.3 . . ?
C20 C21 C22 124.3(4) . . ?
C20 C21 H21 117.9 . . ?
C22 C21 H21 117.9 . . ?
C21 C22 C23 116.3(4) . . ?
C21 C22 C33 123.5(4) . . ?
C23 C22 C33 120.1(5) . . ?
C25 C23 O2 121.4(4) . . ?
C25 C23 C22 119.5(4) . . ?
O2 C23 C22 119.1(4) . . ?
C30 C24 C9 119.9(4) . . ?
C30 C24 O2 119.4(4) . . ?
C9 C24 O2 120.7(4) . . ?
C23 C25 C19 122.7(4) . . ?
C23 C25 P1 118.4(4) . . ?
C19 C25 P1 118.6(3) . . ?
C31 C26 C10 119.8(4) . . ?
C31 C26 O3 119.3(4) . . ?
C10 C26 O3 120.9(4) . . ?
C28 C27 C1 120.8(5) . . ?
C28 C27 H27 119.6 . . ?
C1 C27 H27 119.6 . . ?
C27 C28 C4 119.9(5) . . ?
C27 C28 H28 120.1 . . ?
C4 C28 H28 120.1 . . ?
C30 C29 C7 123.2(4) . . ?
C30 C29 H29 118.4 . . ?
C7 C29 H29 118.4 . . ?
C24 C30 C29 118.0(4) . . ?
C24 C30 H30 121.0 . . ?
C29 C30 H30 121.0 . . ?
C26 C31 C32 118.3(4) . . ?
C26 C31 H31 120.8 . . ?
C32 C31 H31 120.8 . . ?
C31 C32 C12 122.9(4) . . ?
C31 C32 H32 118.6 . . ?
C12 C32 H32 118.6 . . ?
C34 C33 C22 175.4(5) . . ?
C33 C34 C35 175.0(5) . . ?
C36 C35 C40 118.8(4) . . ?
C36 C35 C34 121.6(4) . . ?
C40 C35 C34 119.6(4) . . ?
C37 C36 C35 119.8(4) . . ?
C37 C36 H36 120.1 . . ?
C35 C36 H36 120.1 . . ?
C38 C37 C36 120.8(4) . . ?
C38 C37 H37 119.6 . . ?
C36 C37 H37 119.6 . . ?
C37 C38 C39 119.6(5) . . ?
C37 C38 H38 120.2 . . ?
C39 C38 H38 120.2 . . ?
C40 C39 C38 120.7(5) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C39 C40 C35 120.4(5) . . ?
C39 C40 H40 119.8 . . ?
C35 C40 H40 119.8 . . ?
C42 C41 C15 119.8(5) . . ?
C42 C41 H41 120.1 . . ?
C15 C41 H41 120.1 . . ?
C18 C42 C41 120.5(5) . . ?
C18 C42 H42 119.7 . . ?
C41 C42 H42 119.7 . . ?
C79 C43 C44 120.6(4) . . ?
C79 C43 H43 119.7 . . ?
C44 C43 H43 119.7 . . ?
C43 C44 C45 120.0(4) . . ?
C43 C44 H44 120.0 . . ?
C45 C44 H44 120.0 . . ?
C44 C45 C46 119.6(4) . . ?
C44 C45 H45 120.2 . . ?
C46 C45 H45 120.2 . . ?
C45 C46 C80 119.4(4) . . ?
C45 C46 C47 122.1(4) . . ?
C80 C46 C47 118.5(4) . . ?
C48 C47 C46 175.0(5) . . ?
C47 C48 C49 176.1(5) . . ?
C50 C49 C81 117.1(4) . . ?
C50 C49 C48 120.0(4) . . ?
C81 C49 C48 122.9(4) . . ?
O6 C50 C51 121.2(3) . . ?
O6 C50 C49 118.8(3) . . ?
C51 C50 C49 120.0(4) . . ?
C69 C51 C50 121.4(4) . . ?
C69 C51 P2 118.7(3) . . ?
C50 C51 P2 119.2(3) . . ?
C78 C52 C53 120.8(4) . . ?
C78 C52 P2 119.7(3) . . ?
C53 C52 P2 119.0(3) . . ?
C52 C53 O5 121.3(3) . . ?
C52 C53 C54 120.0(4) . . ?
O5 C53 C54 118.7(3) . . ?
C53 C54 C76 116.7(4) . . ?
C53 C54 C55 120.6(4) . . ?
C76 C54 C55 122.4(4) . . ?
C56 C55 C54 175.5(4) . . ?
C55 C56 C57 176.3(5) . . ?
C75 C57 C58 120.1(5) . . ?
C75 C57 C56 119.4(4) . . ?
C58 C57 C56 120.5(5) . . ?
C59 C58 C57 118.8(5) . . ?
C59 C58 H58 120.6 . . ?
C57 C58 H58 120.6 . . ?
C60 C59 C58 121.0(5) . . ?
C60 C59 H59 119.5 . . ?
C58 C59 H59 119.5 . . ?
C74 C60 C59 119.6(6) . . ?
C74 C60 H60 120.2 . . ?
C59 C60 H60 120.2 . . ?
C62 C61 C84 120.4(5) . . ?
C62 C61 H61 119.8 . . ?
C84 C61 H61 119.8 . . ?
C61 C62 C63 121.9(6) . . ?
C61 C62 H62 119.0 . . ?
C63 C62 H62 119.0 . . ?
C64 C63 C62 117.9(6) . . ?
C64 C63 H63 121.1 . . ?
C62 C63 H63 121.1 . . ?
C83 C64 C63 119.3(4) . . ?
C83 C64 C65 119.6(4) . . ?
C63 C64 C65 121.1(5) . . ?
C66 C65 C64 176.1(5) . . ?
C65 C66 C67 173.5(5) . . ?
C68 C67 C73 117.0(4) . . ?
C68 C67 C66 122.3(4) . . ?
C73 C67 C66 120.6(4) . . ?
C67 C68 O4 119.6(4) . . ?
C67 C68 C71 119.2(4) . . ?
O4 C68 C71 121.2(3) . . ?
C82 C69 O4 119.2(4) . . ?
C82 C69 C51 119.2(4) . . ?
O4 C69 C51 121.6(4) . . ?
C72 C70 C71 119.5(4) . . ?
C72 C70 O5 119.4(3) . . ?
C71 C70 O5 121.1(3) . . ?
C70 C71 C68 121.6(4) . . ?
C70 C71 P2 119.4(3) . . ?
C68 C71 P2 119.0(3) . . ?
C73 C72 C70 117.8(4) . . ?
C73 C72 H72 121.1 . . ?
C70 C72 H72 121.1 . . ?
C72 C73 C67 123.7(4) . . ?
C72 C73 H73 118.2 . . ?
C67 C73 H73 118.2 . . ?
C60 C74 C75 121.6(6) . . ?
C60 C74 H74 119.2 . . ?
C75 C74 H74 119.2 . . ?
C74 C75 C57 119.0(6) . . ?
C74 C75 H75 120.5 . . ?
C57 C75 H75 120.5 . . ?
C77 C76 C54 123.9(4) . . ?
C77 C76 H76 118.1 . . ?
C54 C76 H76 118.1 . . ?
C76 C77 C78 117.7(4) . . ?
C76 C77 H77 121.1 . . ?
C78 C77 H77 121.1 . . ?
C52 C78 O6 120.7(3) . . ?
C52 C78 C77 119.6(4) . . ?
O6 C78 C77 119.6(4) . . ?
C80 C79 C43 120.1(4) . . ?
C80 C79 H79 120.0 . . ?
C43 C79 H79 120.0 . . ?
C79 C80 C46 120.3(4) . . ?
C79 C80 H80 119.8 . . ?
C46 C80 H80 119.8 . . ?
C82 C81 C49 122.9(4) . . ?
C82 C81 H81 118.6 . . ?
C49 C81 H81 118.6 . . ?
C69 C82 C81 118.5(4) . . ?
C69 C82 H82 120.7 . . ?
C81 C82 H82 120.7 . . ?
C84 C83 C64 120.6(5) . . ?
C84 C83 H83 119.7 . . ?
C64 C83 H83 119.7 . . ?
C61 C84 C83 119.9(6) . . ?
C61 C84 H84 120.1 . . ?
C83 C84 H84 120.1 . . ?

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
C27 C1 C2 C3 -0.7(7) . . . . ?
C1 C2 C3 C4 -1.5(6) . . . . ?
C2 C3 C4 C28 2.2(6) . . . . ?
C2 C3 C4 C5 -170.6(4) . . . . ?
C26 O3 C8 C9 -37.4(5) . . . . ?
C26 O3 C8 C7 140.7(4) . . . . ?
C29 C7 C8 C9 0.0(6) . . . . ?
C6 C7 C8 C9 175.7(4) . . . . ?
C29 C7 C8 O3 -178.1(4) . . . . ?
C6 C7 C8 O3 -2.4(6) . . . . ?
O3 C8 C9 C24 168.8(4) . . . . ?
C7 C8 C9 C24 -9.2(6) . . . . ?
O3 C8 C9 P1 -1.6(5) . . . . ?
C7 C8 C9 P1 -179.6(3) . . . . ?
C10 P1 C9 C8 33.4(4) . . . . ?
C25 P1 C9 C8 132.1(4) . . . . ?
S1 P1 C9 C8 -98.7(3) . . . . ?
C10 P1 C9 C24 -137.2(4) . . . . ?
C25 P1 C9 C24 -38.5(4) . . . . ?
S1 P1 C9 C24 90.7(3) . . . . ?
C9 P1 C10 C11 138.3(3) . . . . ?
C25 P1 C10 C11 39.5(4) . . . . ?
S1 P1 C10 C11 -89.3(3) . . . . ?
C9 P1 C10 C26 -36.9(3) . . . . ?
C25 P1 C10 C26 -135.7(3) . . . . ?
S1 P1 C10 C26 95.4(3) . . . . ?
C26 C10 C11 O1 165.3(4) . . . . ?
P1 C10 C11 O1 -9.8(5) . . . . ?
C26 C10 C11 C12 -13.9(6) . . . . ?
P1 C10 C11 C12 171.0(3) . . . . ?
C19 O1 C11 C10 -32.8(5) . . . . ?
C19 O1 C11 C12 146.4(4) . . . . ?
C10 C11 C12 C32 6.6(6) . . . . ?
O1 C11 C12 C32 -172.6(4) . . . . ?
C10 C11 C12 C13 -173.0(4) . . . . ?
O1 C11 C12 C13 7.8(6) . . . . ?
C41 C15 C16 C17 1.3(6) . . . . ?
C14 C15 C16 C17 -176.9(4) . . . . ?
C15 C16 C17 C18 -0.7(7) . . . . ?
C16 C17 C18 C42 -0.5(7) . . . . ?
C11 O1 C19 C25 35.7(6) . . . . ?
C11 O1 C19 C20 -143.6(4) . . . . ?
C25 C19 C20 C21 -3.1(6) . . . . ?
O1 C19 C20 C21 176.2(4) . . . . ?
C19 C20 C21 C22 -3.7(7) . . . . ?
C20 C21 C22 C23 3.5(7) . . . . ?
C20 C21 C22 C33 -179.5(4) . . . . ?
C24 O2 C23 C25 -39.2(5) . . . . ?
C24 O2 C23 C22 140.7(4) . . . . ?
C21 C22 C23 C25 3.5(6) . . . . ?
C33 C22 C23 C25 -173.6(4) . . . . ?
C21 C22 C23 O2 -176.4(4) . . . . ?
C33 C22 C23 O2 6.5(6) . . . . ?
C8 C9 C24 C30 12.9(6) . . . . ?
P1 C9 C24 C30 -176.7(3) . . . . ?
C8 C9 C24 O2 -164.7(4) . . . . ?
P1 C9 C24 O2 5.7(5) . . . . ?
C23 O2 C24 C30 -139.1(4) . . . . ?
C23 O2 C24 C9 38.5(5) . . . . ?
O2 C23 C25 C19 169.2(4) . . . . ?
C22 C23 C25 C19 -10.6(6) . . . . ?
O2 C23 C25 P1 -4.6(5) . . . . ?
C22 C23 C25 P1 175.5(3) . . . . ?
O1 C19 C25 C23 -168.9(4) . . . . ?
C20 C19 C25 C23 10.4(6) . . . . ?
O1 C19 C25 P1 5.0(5) . . . . ?
C20 C19 C25 P1 -175.8(3) . . . . ?
C9 P1 C25 C23 38.1(4) . . . . ?
C10 P1 C25 C23 137.2(3) . . . . ?
S1 P1 C25 C23 -92.7(3) . . . . ?
C9 P1 C25 C19 -136.0(3) . . . . ?
C10 P1 C25 C19 -36.9(4) . . . . ?
S1 P1 C25 C19 93.2(3) . . . . ?
C11 C10 C26 C31 11.4(6) . . . . ?
P1 C10 C26 C31 -173.4(3) . . . . ?
C11 C10 C26 O3 -166.6(4) . . . . ?
P1 C10 C26 O3 8.6(5) . . . . ?
C8 O3 C26 C31 -144.7(4) . . . . ?
C8 O3 C26 C10 33.3(5) . . . . ?
C2 C1 C27 C28 2.1(7) . . . . ?
C1 C27 C28 C4 -1.3(7) . . . . ?
C3 C4 C28 C27 -0.9(6) . . . . ?
C5 C4 C28 C27 172.0(4) . . . . ?
C8 C7 C29 C30 5.8(6) . . . . ?
C6 C7 C29 C30 -169.8(4) . . . . ?
C9 C24 C30 C29 -6.9(6) . . . . ?
O2 C24 C30 C29 170.7(4) . . . . ?
C7 C29 C30 C24 -2.4(7) . . . . ?
C10 C26 C31 C32 -1.9(6) . . . . ?
O3 C26 C31 C32 176.2(4) . . . . ?
C26 C31 C32 C12 -5.3(7) . . . . ?
C11 C12 C32 C31 2.9(6) . . . . ?
C13 C12 C32 C31 -177.5(4) . . . . ?
C40 C35 C36 C37 -0.7(6) . . . . ?
C34 C35 C36 C37 179.6(4) . . . . ?
C35 C36 C37 C38 0.8(6) . . . . ?
C36 C37 C38 C39 0.0(7) . . . . ?
C37 C38 C39 C40 -0.9(7) . . . . ?
C38 C39 C40 C35 1.0(7) . . . . ?
C36 C35 C40 C39 -0.2(7) . . . . ?
C34 C35 C40 C39 179.5(4) . . . . ?
C16 C15 C41 C42 -0.7(6) . . . . ?
C14 C15 C41 C42 177.5(4) . . . . ?
C17 C18 C42 C41 1.2(7) . . . . ?
C15 C41 C42 C18 -0.6(7) . . . . ?
C79 C43 C44 C45 1.0(6) . . . . ?
C43 C44 C45 C46 0.2(6) . . . . ?
C44 C45 C46 C80 -1.0(6) . . . . ?
C44 C45 C46 C47 177.8(4) . . . . ?
C78 O6 C50 C51 -38.2(5) . . . . ?
C78 O6 C50 C49 140.1(4) . . . . ?
C81 C49 C50 O6 -174.7(3) . . . . ?
C48 C49 C50 O6 3.9(5) . . . . ?
C81 C49 C50 C51 3.6(5) . . . . ?
C48 C49 C50 C51 -177.8(4) . . . . ?
O6 C50 C51 C69 167.4(3) . . . . ?
C49 C50 C51 C69 -10.9(5) . . . . ?
O6 C50 C51 P2 -3.3(5) . . . . ?
C49 C50 C51 P2 178.4(3) . . . . ?
C71 P2 C51 C69 -37.0(3) . . . . ?
C52 P2 C51 C69 -135.6(3) . . . . ?
S2 P2 C51 C69 93.5(3) . . . . ?
C71 P2 C51 C50 134.0(3) . . . . ?
C52 P2 C51 C50 35.4(3) . . . . ?
S2 P2 C51 C50 -95.6(3) . . . . ?
C71 P2 C52 C78 -135.1(3) . . . . ?
C51 P2 C52 C78 -36.7(3) . . . . ?
S2 P2 C52 C78 95.4(3) . . . . ?
C71 P2 C52 C53 37.0(3) . . . . ?
C51 P2 C52 C53 135.4(3) . . . . ?
S2 P2 C52 C53 -92.5(3) . . . . ?
C78 C52 C53 O5 167.4(3) . . . . ?
P2 C52 C53 O5 -4.7(5) . . . . ?
C78 C52 C53 C54 -11.3(6) . . . . ?
P2 C52 C53 C54 176.7(3) . . . . ?
C70 O5 C53 C52 -36.7(5) . . . . ?
C70 O5 C53 C54 141.9(4) . . . . ?
C52 C53 C54 C76 2.2(6) . . . . ?
O5 C53 C54 C76 -176.5(3) . . . . ?
C52 C53 C54 C55 176.2(4) . . . . ?
O5 C53 C54 C55 -2.5(6) . . . . ?
C75 C57 C58 C59 0.4(8) . . . . ?
C56 C57 C58 C59 178.5(5) . . . . ?
C57 C58 C59 C60 -1.1(9) . . . . ?
C58 C59 C60 C74 0.6(11) . . . . ?
C84 C61 C62 C63 -0.4(9) . . . . ?
C61 C62 C63 C64 -0.7(8) . . . . ?
C62 C63 C64 C83 1.7(7) . . . . ?
C62 C63 C64 C65 -176.6(4) . . . . ?
C73 C67 C68 O4 -172.4(3) . . . . ?
C66 C67 C68 O4 9.3(6) . . . . ?
C73 C67 C68 C71 6.7(5) . . . . ?
C66 C67 C68 C71 -171.6(4) . . . . ?
C69 O4 C68 C67 147.1(4) . . . . ?
C69 O4 C68 C71 -32.0(5) . . . . ?
C68 O4 C69 C82 -141.1(4) . . . . ?
C68 O4 C69 C51 36.1(5) . . . . ?
C50 C51 C69 C82 10.6(5) . . . . ?
P2 C51 C69 C82 -178.6(3) . . . . ?
C50 C51 C69 O4 -166.5(3) . . . . ?
P2 C51 C69 O4 4.2(5) . . . . ?
C53 O5 C70 C72 -144.6(3) . . . . ?
C53 O5 C70 C71 35.0(5) . . . . ?
C72 C70 C71 C68 9.5(6) . . . . ?
O5 C70 C71 C68 -170.1(3) . . . . ?
C72 C70 C71 P2 -172.3(3) . . . . ?
O5 C70 C71 P2 8.1(5) . . . . ?
C67 C68 C71 C70 -12.7(6) . . . . ?
O4 C68 C71 C70 166.4(3) . . . . ?
C67 C68 C71 P2 169.2(3) . . . . ?
O4 C68 C71 P2 -11.7(5) . . . . ?
C52 P2 C71 C70 -38.8(3) . . . . ?
C51 P2 C71 C70 -137.5(3) . . . . ?
S2 P2 C71 C70 90.8(3) . . . . ?
C52 P2 C71 C68 139.4(3) . . . . ?
C51 P2 C71 C68 40.7(3) . . . . ?
S2 P2 C71 C68 -91.0(3) . . . . ?
C71 C70 C72 C73 -0.6(6) . . . . ?
O5 C70 C72 C73 179.0(3) . . . . ?
C70 C72 C73 C67 -5.2(6) . . . . ?
C68 C67 C73 C72 2.1(6) . . . . ?
C66 C67 C73 C72 -179.5(4) . . . . ?
C59 C60 C74 C75 0.5(13) . . . . ?
C60 C74 C75 C57 -1.1(12) . . . . ?
C58 C57 C75 C74 0.6(9) . . . . ?
C56 C57 C75 C74 -177.5(6) . . . . ?
C53 C54 C76 C77 5.4(6) . . . . ?
C55 C54 C76 C77 -168.4(4) . . . . ?
C54 C76 C77 C78 -4.0(6) . . . . ?
C53 C52 C78 O6 -166.0(3) . . . . ?
P2 C52 C78 O6 6.0(5) . . . . ?
C53 C52 C78 C77 12.8(6) . . . . ?
P2 C52 C78 C77 -175.2(3) . . . . ?
C50 O6 C78 C52 36.7(5) . . . . ?
C50 O6 C78 C77 -142.1(4) . . . . ?
C76 C77 C78 C52 -5.2(6) . . . . ?
C76 C77 C78 O6 173.6(4) . . . . ?
C44 C43 C79 C80 -1.3(6) . . . . ?
C43 C79 C80 C46 0.5(6) . . . . ?
C45 C46 C80 C79 0.7(6) . . . . ?
C47 C46 C80 C79 -178.2(4) . . . . ?
C50 C49 C81 C82 3.8(6) . . . . ?
C48 C49 C81 C82 -174.7(4) . . . . ?
O4 C69 C82 C81 174.1(4) . . . . ?
C51 C69 C82 C81 -3.1(6) . . . . ?
C49 C81 C82 C69 -4.1(6) . . . . ?
C63 C64 C83 C84 -1.9(6) . . . . ?
C65 C64 C83 C84 176.5(4) . . . . ?
C62 C61 C84 C83 0.3(8) . . . . ?
C64 C83 C84 C61 0.8(7) . . . . ?

_refine_diff_density_max         0.321
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.044

_shelxl_version_number           2014-3



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_chiralp3_a_sqd
_database_code_depnum_ccdc_archive 'CCDC 1060807'
_audit_update_record             
;
2015-04-21 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H21 O3 P'
_chemical_formula_weight         604.56

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'

_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'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   30.262(14)
_cell_length_b                   51.48(2)
_cell_length_c                   4.0818(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6359(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    821
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      25.00

_exptl_crystal_description       fiber
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_F_000             2496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.126
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.998
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33744
_diffrn_reflns_av_unetI/netI     0.1595
_diffrn_reflns_av_R_equivalents  0.1301
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -55
_diffrn_reflns_limit_k_max       57
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         1.039
_diffrn_reflns_theta_max         23.226
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.806
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.806
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.797
_reflns_number_total             9120
_reflns_number_gt                5424
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.672
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.783

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXD-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+4.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1473 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.09(16)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9120
_refine_ls_number_parameters     819
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1426
_refine_ls_R_factor_gt           0.0901
_refine_ls_wR_factor_ref         0.1854
_refine_ls_wR_factor_gt          0.1675
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.012 121 30 ' '
2 0.000 0.500 0.890 182 44 ' '
3 0.500 0.500 0.898 121 30 ' '
4 0.500 1.000 0.132 182 44 ' '
_platon_squeeze_details          ?
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 0.61925(9) 0.72850(5) -0.0902(7) 0.0228(7) Uani 1 1 d . . . . .
P2 P 0.78569(9) 0.44950(5) 1.0629(7) 0.0269(7) Uani 1 1 d . . . . .
O1 O 0.70899(19) 0.41992(12) 0.7850(17) 0.0257(17) Uani 1 1 d . . . . .
O2 O 0.54628(19) 0.76113(12) 0.1847(15) 0.0201(17) Uani 1 1 d . . . . .
O3 O 0.6061(2) 0.67486(12) 0.1802(18) 0.0304(19) Uani 1 1 d . . . . .
O4 O 0.8673(2) 0.42495(12) 0.7829(17) 0.0255(17) Uani 1 1 d . . . . .
O5 O 0.7809(2) 0.50334(12) 0.7746(17) 0.0290(18) Uani 1 1 d . . . . .
O6 O 0.70324(19) 0.74829(12) 0.2093(16) 0.0250(17) Uani 1 1 d . . . . .
C1 C 0.5044(3) 0.72601(18) 0.424(2) 0.017(2) Uiso 1 1 d . . . . .
C2 C 0.6732(3) 0.78755(18) 0.442(2) 0.019(2) Uani 1 1 d . . . . .
C3 C 0.6480(3) 0.68519(19) 0.247(2) 0.020(2) Uani 1 1 d . . . . .
C4 C 0.5409(3) 0.73484(18) 0.240(2) 0.019(2) Uani 1 1 d . . . . .
C5 C 0.8317(3) 0.38765(18) 0.547(2) 0.020(2) Uani 1 1 d . . . . .
C6 C 0.7504(4) 0.80224(19) 0.663(3) 0.027(3) Uani 1 1 d . . . . .
C7 C 0.7935(3) 0.81045(18) 0.772(3) 0.024(3) Uani 1 1 d . . . . .
C8 C 0.3673(3) 0.7618(2) 0.849(2) 0.025(3) Uani 1 1 d . . . . .
H1 H 0.3685 0.7439 0.9031 0.030 Uiso 1 1 calc R U . . .
C9 C 0.6963(3) 0.72192(18) 0.261(2) 0.018(2) Uani 1 1 d . . . . .
C10 C 0.8206(3) 0.4901(2) 0.719(3) 0.027(3) Uani 1 1 d . . . . .
C11 C 0.6786(3) 0.67029(18) 0.425(3) 0.022(2) Uani 1 1 d . . . . .
C12 C 0.6663(3) 0.76480(19) 0.269(2) 0.021(2) Uani 1 1 d . . . . .
C13 C 0.4018(3) 0.7731(2) 0.687(2) 0.028(3) Uani 1 1 d . . . . .
C14 C 0.5689(3) 0.4109(2) 0.255(3) 0.032(3) Uani 1 1 d . . . . .
C15 C 0.8530(3) 0.50333(19) 0.530(2) 0.022(3) Uani 1 1 d . . . . .
C16 C 0.7503(3) 0.4081(2) 0.721(3) 0.029(3) Uani 1 1 d . . . . .
C17 C 0.6586(3) 0.71033(18) 0.145(2) 0.018(2) Uani 1 1 d . . . . .
C18 C 0.6254(3) 0.75777(17) 0.147(2) 0.019(3) Uani 1 1 d . . . . .
C19 C 0.6347(3) 0.80176(19) 0.520(2) 0.027(3) Uani 1 1 d . . . . .
H2 H 0.6377 0.8176 0.6365 0.032 Uiso 1 1 calc R U . . .
C20 C 0.5891(3) 0.77101(19) 0.262(3) 0.024(3) Uani 1 1 d . . . . .
C21 C 0.9522(3) 0.36467(19) 0.235(3) 0.023(3) Uani 1 1 d . . . . .
C22 C 0.7988(3) 0.83327(18) 0.952(3) 0.026(3) Uani 1 1 d . . . . .
H3 H 0.7735 0.8431 1.0115 0.031 Uiso 1 1 calc R U . . .
C23 C 0.6471(4) 0.5958(2) 0.643(3) 0.033(3) Uani 1 1 d . . . . .
C24 C 0.6735(3) 0.4829(2) 0.463(3) 0.030(3) Uani 1 1 d . . . . .
H4 H 0.6486 0.4906 0.3590 0.035 Uiso 1 1 calc R U . . .
C25 C 0.5359(3) 0.68302(19) 0.430(3) 0.026(3) Uani 1 1 d . . . . .
H5 H 0.5349 0.6655 0.5040 0.031 Uiso 1 1 calc R U . . .
C26 C 0.7269(3) 0.70808(19) 0.444(2) 0.021(2) Uani 1 1 d . . . . .
H6 H 0.7532 0.7162 0.5216 0.026 Uiso 1 1 calc R U . . .
C27 C 0.7931(3) 0.37482(18) 0.479(2) 0.024(3) Uani 1 1 d . . . . .
H7 H 0.7946 0.3583 0.3766 0.029 Uiso 1 1 calc R U . . .
C28 C 0.7430(3) 0.4877(2) 0.716(3) 0.023(3) Uani 1 1 d . . . . .
C29 C 0.7513(3) 0.38519(19) 0.553(3) 0.024(3) Uani 1 1 d . . . . .
H8 H 0.7249 0.3766 0.4893 0.029 Uiso 1 1 calc R U . . .
C30 C 0.8270(3) 0.46537(19) 0.823(2) 0.020(2) Uani 1 1 d . . . . .
C31 C 0.5016(3) 0.69998(18) 0.501(2) 0.027(3) Uani 1 1 d . . . . .
H9 H 0.4756 0.6936 0.6036 0.032 Uiso 1 1 calc R U . . .
C32 C 0.5928(3) 0.79343(18) 0.433(3) 0.028(3) Uani 1 1 d . . . . .
H10 H 0.5674 0.8032 0.4919 0.034 Uiso 1 1 calc R U . . .
C33 C 0.4699(3) 0.74362(19) 0.514(3) 0.027(3) Uani 1 1 d . . . . .
C34 C 0.7070(3) 0.44660(19) 0.723(2) 0.026(3) Uiso 1 1 d . . . . .
C35 C 0.8284(3) 0.4106(2) 0.724(3) 0.025(3) Uani 1 1 d . . . . .
C36 C 0.6714(3) 0.45668(19) 0.542(3) 0.033(3) Uani 1 1 d . . . . .
C37 C 0.5709(3) 0.69167(18) 0.253(3) 0.022(2) Uani 1 1 d . . . . .
C38 C 0.5725(3) 0.71720(19) 0.141(2) 0.022(3) Uani 1 1 d . . . . .
C39 C 0.4008(3) 0.7994(2) 0.620(3) 0.031(3) Uani 1 1 d . . . . .
H11 H 0.4251 0.8076 0.5141 0.037 Uiso 1 1 calc R U . . .
C40 C 0.7183(3) 0.68192(18) 0.511(2) 0.025(3) Uani 1 1 d . . . . .
H12 H 0.7401 0.6718 0.6193 0.030 Uiso 1 1 calc R U . . .
C41 C 0.6075(3) 0.5860(2) 0.533(3) 0.035(3) Uani 1 1 d . . . . .
H13 H 0.5876 0.5969 0.4177 0.042 Uiso 1 1 calc R U . . .
C42 C 0.6592(3) 0.6220(2) 0.576(3) 0.020(2) Uani 1 1 d . . . . .
C43 C 0.9084(4) 0.37215(18) 0.338(3) 0.029(3) Uani 1 1 d . . . . .
C44 C 0.7157(4) 0.79552(18) 0.560(3) 0.030(3) Uani 1 1 d . . . . .
C45 C 0.8288(4) 0.5763(2) 0.193(3) 0.032(3) Uani 1 1 d . . . . .
C46 C 0.4977(4) 0.3806(2) 0.088(3) 0.044(3) Uani 1 1 d . . . . .
H14 H 0.4731 0.3701 0.0309 0.052 Uiso 1 1 calc R U . . .
C47 C 0.7096(4) 0.4984(2) 0.527(3) 0.032(3) Uani 1 1 d . . . . .
H15 H 0.7116 0.5156 0.4452 0.038 Uiso 1 1 calc R U . . .
C48 C 0.9875(3) 0.3804(2) 0.312(3) 0.039(3) Uani 1 1 d . . . . .
H16 H 0.9834 0.3960 0.4339 0.047 Uiso 1 1 calc R U . . .
C49 C 0.7415(3) 0.4624(2) 0.827(2) 0.021(3) Uani 1 1 d . . . . .
C50 C 0.8761(4) 0.8271(2) 0.963(3) 0.043(3) Uani 1 1 d . . . . .
H17 H 0.9047 0.8331 1.0232 0.052 Uiso 1 1 calc R U . . .
C51 C 0.8641(3) 0.45169(19) 0.718(3) 0.027(3) Uani 1 1 d . . . . .
C52 C 0.8390(3) 0.5500(2) 0.311(3) 0.028(3) Uani 1 1 d . . . . .
C53 C 0.8399(4) 0.8417(2) 1.045(3) 0.041(3) Uani 1 1 d . . . . .
H18 H 0.8432 0.8574 1.1642 0.049 Uiso 1 1 calc R U . . .
C54 C 0.8913(3) 0.48897(19) 0.450(3) 0.033(3) Uani 1 1 d . . . . .
H19 H 0.9143 0.4973 0.3319 0.039 Uiso 1 1 calc R U . . .
C55 C 0.8739(4) 0.37861(18) 0.436(3) 0.026(3) Uani 1 1 d . . . . .
C56 C 0.8461(3) 0.5289(2) 0.412(3) 0.032(3) Uani 1 1 d . . . . .
C57 C 0.3298(3) 0.8027(2) 0.863(3) 0.031(3) Uani 1 1 d . . . . .
H20 H 0.3048 0.8128 0.9210 0.037 Uiso 1 1 calc R U . . .
C58 C 0.4392(4) 0.7578(2) 0.596(3) 0.030(3) Uani 1 1 d . . . . .
C59 C 0.8966(3) 0.46343(19) 0.537(3) 0.029(3) Uani 1 1 d . . . . .
H21 H 0.9222 0.4541 0.4739 0.035 Uiso 1 1 calc R U . . .
C60 C 0.6056(3) 0.4278(2) 0.349(3) 0.031(3) Uani 1 1 d . . . . .
C61 C 0.8591(3) 0.5899(2) 0.005(3) 0.039(3) Uani 1 1 d . . . . .
H22 H 0.8865 0.5821 -0.0497 0.047 Uiso 1 1 calc R U . . .
C62 C 0.7891(3) 0.42009(18) 0.834(2) 0.019(2) Uani 1 1 d . . . . .
C63 C 0.5323(4) 0.4223(2) 0.098(3) 0.047(3) Uani 1 1 d . . . . .
H23 H 0.5318 0.4403 0.0469 0.056 Uiso 1 1 calc R U . . .
C64 C 0.6676(3) 0.6441(2) 0.512(3) 0.029(3) Uani 1 1 d . . . . .
C65 C 0.5691(3) 0.3852(2) 0.321(3) 0.044(4) Uani 1 1 d . . . . .
H24 H 0.5941 0.3777 0.4259 0.053 Uiso 1 1 calc R U . . .
C66 C 0.8311(4) 0.7959(2) 0.691(3) 0.035(3) Uani 1 1 d . . . . .
H25 H 0.8285 0.7805 0.5639 0.042 Uiso 1 1 calc R U . . .
C67 C 1.0361(4) 0.3498(3) 0.035(3) 0.043(3) Uani 1 1 d . . . . .
H26 H 1.0650 0.3446 -0.0290 0.051 Uiso 1 1 calc R U . . .
C68 C 0.9586(3) 0.3421(2) 0.057(3) 0.036(3) Uani 1 1 d . . . . .
H27 H 0.9339 0.3317 0.0018 0.044 Uiso 1 1 calc R U . . .
C69 C 0.8722(4) 0.8043(2) 0.799(3) 0.042(3) Uani 1 1 d . . . . .
H28 H 0.8977 0.7940 0.7581 0.050 Uiso 1 1 calc R U . . .
C70 C 0.3311(3) 0.7763(2) 0.934(3) 0.031(3) Uani 1 1 d . . . . .
H29 H 0.3069 0.7682 1.0427 0.038 Uiso 1 1 calc R U . . .
C71 C 1.0007(4) 0.3345(2) -0.042(3) 0.041(3) Uani 1 1 d . . . . .
H30 H 1.0047 0.3189 -0.1625 0.049 Uiso 1 1 calc R U . . .
C72 C 0.6359(4) 0.4404(2) 0.444(3) 0.037(3) Uani 1 1 d . . . . .
C73 C 0.6765(4) 0.5795(2) 0.816(3) 0.034(3) Uani 1 1 d . . . . .
H31 H 0.7039 0.5860 0.8939 0.041 Uiso 1 1 calc R U . . .
C74 C 0.3647(4) 0.8137(2) 0.708(3) 0.037(3) Uani 1 1 d . . . . .
H32 H 0.3640 0.8318 0.6607 0.044 Uiso 1 1 calc R U . . .
C75 C 0.7885(4) 0.5873(2) 0.270(3) 0.041(3) Uani 1 1 d . . . . .
H33 H 0.7673 0.5778 0.3922 0.049 Uiso 1 1 calc R U . . .
C76 C 0.5339(4) 0.3698(2) 0.240(4) 0.050(4) Uani 1 1 d . . . . .
H34 H 0.5345 0.3517 0.2886 0.060 Uiso 1 1 calc R U . . .
C77 C 1.0300(4) 0.3729(3) 0.207(3) 0.048(4) Uani 1 1 d . . . . .
H35 H 1.0547 0.3837 0.2528 0.058 Uiso 1 1 calc R U . . .
C78 C 0.8096(5) 0.6260(2) -0.019(3) 0.055(4) Uani 1 1 d . . . . .
H36 H 0.8030 0.6431 -0.0914 0.066 Uiso 1 1 calc R U . . .
C79 C 0.8498(4) 0.6149(2) -0.103(3) 0.043(3) Uani 1 1 d . . . . .
H37 H 0.8705 0.6242 -0.2316 0.052 Uiso 1 1 calc R U . . .
C80 C 0.5964(4) 0.5599(2) 0.590(4) 0.054(4) Uani 1 1 d . . . . .
H38 H 0.5695 0.5529 0.5089 0.065 Uiso 1 1 calc R U . . .
C81 C 0.7792(4) 0.6128(2) 0.164(4) 0.060(4) Uani 1 1 d . . . . .
H39 H 0.7519 0.6208 0.2205 0.072 Uiso 1 1 calc R U . . .
C82 C 0.6646(5) 0.5539(2) 0.871(3) 0.051(4) Uani 1 1 d . . . . .
H40 H 0.6844 0.5427 0.9834 0.061 Uiso 1 1 calc R U . . .
C83 C 0.4971(4) 0.4063(2) 0.022(3) 0.047(3) Uani 1 1 d . . . . .
H41 H 0.4718 0.4136 -0.0808 0.056 Uiso 1 1 calc R U . . .
C84 C 0.6254(5) 0.5445(2) 0.767(3) 0.057(4) Uani 1 1 d . . . . .
H42 H 0.6175 0.5271 0.8168 0.069 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C17 1.794(9) . ?
P1 C38 1.800(10) . ?
P1 C18 1.800(9) . ?
P2 C49 1.778(10) . ?
P2 C62 1.782(9) . ?
P2 C30 1.787(10) . ?
O1 C34 1.398(11) . ?
O1 C16 1.413(11) . ?
O2 C4 1.381(11) . ?
O2 C20 1.428(11) . ?
O3 C3 1.401(11) . ?
O3 C37 1.406(11) . ?
O4 C51 1.405(11) . ?
O4 C35 1.412(11) . ?
O5 C10 1.401(12) . ?
O5 C28 1.421(11) . ?
O6 C9 1.390(10) . ?
O6 C12 1.424(11) . ?
C1 C31 1.378(12) . ?
C1 C4 1.410(12) . ?
C1 C33 1.431(13) . ?
C2 C12 1.384(13) . ?
C2 C19 1.412(13) . ?
C2 C44 1.433(14) . ?
C3 C17 1.396(13) . ?
C3 C11 1.404(13) . ?
C4 C38 1.378(13) . ?
C5 C27 1.371(12) . ?
C5 C35 1.385(13) . ?
C5 C55 1.434(14) . ?
C6 C44 1.183(13) . ?
C6 C7 1.441(14) . ?
C7 C22 1.395(13) . ?
C7 C66 1.403(13) . ?
C8 C13 1.366(13) . ?
C8 C70 1.368(13) . ?
C8 H1 0.9500 . ?
C9 C17 1.370(12) . ?
C9 C26 1.388(12) . ?
C10 C30 1.354(13) . ?
C10 C15 1.422(14) . ?
C11 C40 1.387(13) . ?
C11 C64 1.433(14) . ?
C12 C18 1.382(13) . ?
C13 C39 1.381(14) . ?
C13 C58 1.431(14) . ?
C14 C65 1.350(14) . ?
C14 C63 1.409(15) . ?
C14 C60 1.463(15) . ?
C15 C54 1.413(13) . ?
C15 C56 1.416(14) . ?
C16 C29 1.366(14) . ?
C16 C62 1.403(13) . ?
C18 C20 1.375(13) . ?
C19 C32 1.385(13) . ?
C19 H2 0.9500 . ?
C20 C32 1.354(13) . ?
C21 C48 1.379(14) . ?
C21 C68 1.382(14) . ?
C21 C43 1.443(14) . ?
C22 C53 1.371(13) . ?
C22 H3 0.9500 . ?
C23 C41 1.375(14) . ?
C23 C73 1.412(14) . ?
C23 C42 1.426(14) . ?
C24 C47 1.379(14) . ?
C24 C36 1.388(13) . ?
C24 H4 0.9500 . ?
C25 C37 1.356(13) . ?
C25 C31 1.387(13) . ?
C25 H5 0.9500 . ?
C26 C40 1.399(12) . ?
C26 H6 0.9500 . ?
C27 C29 1.405(12) . ?
C27 H7 0.9500 . ?
C28 C49 1.379(13) . ?
C28 C47 1.383(13) . ?
C29 H8 0.9500 . ?
C30 C51 1.393(13) . ?
C31 H9 0.9500 . ?
C32 H10 0.9500 . ?
C33 C58 1.227(13) . ?
C34 C49 1.389(13) . ?
C34 C36 1.406(14) . ?
C35 C62 1.363(13) . ?
C36 C72 1.420(15) . ?
C37 C38 1.392(13) . ?
C39 C74 1.367(13) . ?
C39 H11 0.9500 . ?
C40 H12 0.9500 . ?
C41 C80 1.402(14) . ?
C41 H13 0.9500 . ?
C42 C64 1.194(13) . ?
C43 C55 1.164(13) . ?
C45 C75 1.382(14) . ?
C45 C61 1.383(14) . ?
C45 C52 1.471(15) . ?
C46 C83 1.349(14) . ?
C46 C76 1.379(16) . ?
C46 H14 0.9500 . ?
C47 H15 0.9500 . ?
C48 C77 1.411(15) . ?
C48 H16 0.9500 . ?
C50 C69 1.360(15) . ?
C50 C53 1.369(15) . ?
C50 H17 0.9500 . ?
C51 C59 1.369(13) . ?
C52 C56 1.182(14) . ?
C53 H18 0.9500 . ?
C54 C59 1.371(13) . ?
C54 H19 0.9500 . ?
C57 C74 1.353(14) . ?
C57 C70 1.391(13) . ?
C57 H20 0.9500 . ?
C59 H21 0.9500 . ?
C60 C72 1.189(14) . ?
C61 C79 1.388(14) . ?
C61 H22 0.9500 . ?
C63 C83 1.380(15) . ?
C63 H23 0.9500 . ?
C65 C76 1.368(14) . ?
C65 H24 0.9500 . ?
C66 C69 1.390(15) . ?
C66 H25 0.9500 . ?
C67 C71 1.367(14) . ?
C67 C77 1.393(15) . ?
C67 H26 0.9500 . ?
C68 C71 1.392(13) . ?
C68 H27 0.9500 . ?
C69 H28 0.9500 . ?
C70 H29 0.9500 . ?
C71 H30 0.9500 . ?
C73 C82 1.386(15) . ?
C73 H31 0.9500 . ?
C74 H32 0.9500 . ?
C75 C81 1.410(16) . ?
C75 H33 0.9500 . ?
C76 H34 0.9500 . ?
C77 H35 0.9500 . ?
C78 C81 1.367(17) . ?
C78 C79 1.387(16) . ?
C78 H36 0.9500 . ?
C79 H37 0.9500 . ?
C80 C84 1.386(17) . ?
C80 H38 0.9500 . ?
C81 H39 0.9500 . ?
C82 C84 1.347(17) . ?
C82 H40 0.9500 . ?
C83 H41 0.9500 . ?
C84 H42 0.9500 . ?

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
C17 P1 C38 94.1(4) . . ?
C17 P1 C18 94.5(4) . . ?
C38 P1 C18 94.0(5) . . ?
C49 P2 C62 94.4(5) . . ?
C49 P2 C30 93.3(5) . . ?
C62 P2 C30 93.4(5) . . ?
C34 O1 C16 115.2(7) . . ?
C4 O2 C20 114.9(7) . . ?
C3 O3 C37 114.3(7) . . ?
C51 O4 C35 115.1(7) . . ?
C10 O5 C28 112.8(7) . . ?
C9 O6 C12 115.9(7) . . ?
C31 C1 C4 118.9(9) . . ?
C31 C1 C33 120.8(9) . . ?
C4 C1 C33 120.2(9) . . ?
C12 C2 C19 115.4(9) . . ?
C12 C2 C44 123.4(9) . . ?
C19 C2 C44 121.0(9) . . ?
C17 C3 O3 120.2(9) . . ?
C17 C3 C11 120.5(9) . . ?
O3 C3 C11 119.3(9) . . ?
C38 C4 O2 121.1(8) . . ?
C38 C4 C1 119.0(9) . . ?
O2 C4 C1 119.7(8) . . ?
C27 C5 C35 117.0(9) . . ?
C27 C5 C55 122.6(9) . . ?
C35 C5 C55 120.4(9) . . ?
C44 C6 C7 177.4(12) . . ?
C22 C7 C66 118.8(10) . . ?
C22 C7 C6 120.9(9) . . ?
C66 C7 C6 120.2(10) . . ?
C13 C8 C70 120.2(10) . . ?
C13 C8 H1 119.9 . . ?
C70 C8 H1 119.9 . . ?
C17 C9 C26 121.2(9) . . ?
C17 C9 O6 119.9(9) . . ?
C26 C9 O6 118.8(8) . . ?
C30 C10 O5 122.0(9) . . ?
C30 C10 C15 121.5(10) . . ?
O5 C10 C15 116.4(9) . . ?
C40 C11 C3 117.8(9) . . ?
C40 C11 C64 122.9(9) . . ?
C3 C11 C64 119.3(9) . . ?
C18 C12 C2 122.7(9) . . ?
C18 C12 O6 119.0(8) . . ?
C2 C12 O6 118.3(9) . . ?
C8 C13 C39 119.8(10) . . ?
C8 C13 C58 119.7(11) . . ?
C39 C13 C58 120.5(10) . . ?
C65 C14 C63 120.3(11) . . ?
C65 C14 C60 121.9(10) . . ?
C63 C14 C60 117.8(10) . . ?
C54 C15 C56 121.9(10) . . ?
C54 C15 C10 116.0(9) . . ?
C56 C15 C10 122.0(10) . . ?
C29 C16 C62 121.6(9) . . ?
C29 C16 O1 119.0(9) . . ?
C62 C16 O1 119.4(10) . . ?
C9 C17 C3 119.5(9) . . ?
C9 C17 P1 120.7(8) . . ?
C3 C17 P1 119.3(7) . . ?
C20 C18 C12 117.6(9) . . ?
C20 C18 P1 121.0(8) . . ?
C12 C18 P1 120.3(8) . . ?
C32 C19 C2 122.5(9) . . ?
C32 C19 H2 118.7 . . ?
C2 C19 H2 118.7 . . ?
C32 C20 C18 122.2(9) . . ?
C32 C20 O2 119.5(9) . . ?
C18 C20 O2 118.2(9) . . ?
C48 C21 C68 120.3(10) . . ?
C48 C21 C43 119.3(10) . . ?
C68 C21 C43 120.5(9) . . ?
C53 C22 C7 121.1(10) . . ?
C53 C22 H3 119.5 . . ?
C7 C22 H3 119.5 . . ?
C41 C23 C73 119.6(10) . . ?
C41 C23 C42 120.7(10) . . ?
C73 C23 C42 119.7(10) . . ?
C47 C24 C36 123.5(10) . . ?
C47 C24 H4 118.2 . . ?
C36 C24 H4 118.2 . . ?
C37 C25 C31 119.3(9) . . ?
C37 C25 H5 120.4 . . ?
C31 C25 H5 120.4 . . ?
C9 C26 C40 118.3(9) . . ?
C9 C26 H6 120.9 . . ?
C40 C26 H6 120.9 . . ?
C5 C27 C29 122.6(9) . . ?
C5 C27 H7 118.7 . . ?
C29 C27 H7 118.7 . . ?
C49 C28 C47 122.2(9) . . ?
C49 C28 O5 120.4(9) . . ?
C47 C28 O5 117.3(9) . . ?
C16 C29 C27 117.3(9) . . ?
C16 C29 H8 121.4 . . ?
C27 C29 H8 121.4 . . ?
C10 C30 C51 119.6(9) . . ?
C10 C30 P2 120.1(8) . . ?
C51 C30 P2 120.1(8) . . ?
C1 C31 C25 121.1(10) . . ?
C1 C31 H9 119.4 . . ?
C25 C31 H9 119.4 . . ?
C20 C32 C19 118.1(9) . . ?
C20 C32 H10 120.9 . . ?
C19 C32 H10 120.9 . . ?
C58 C33 C1 177.1(11) . . ?
C49 C34 O1 119.3(9) . . ?
C49 C34 C36 121.3(9) . . ?
O1 C34 C36 119.4(9) . . ?
C62 C35 C5 122.8(9) . . ?
C62 C35 O4 118.9(9) . . ?
C5 C35 O4 118.3(9) . . ?
C24 C36 C34 116.5(10) . . ?
C24 C36 C72 122.8(11) . . ?
C34 C36 C72 120.6(9) . . ?
C25 C37 C38 120.7(10) . . ?
C25 C37 O3 120.2(9) . . ?
C38 C37 O3 119.1(9) . . ?
C4 C38 C37 120.2(9) . . ?
C4 C38 P1 119.1(8) . . ?
C37 C38 P1 120.3(8) . . ?
C74 C39 C13 119.5(10) . . ?
C74 C39 H11 120.2 . . ?
C13 C39 H11 120.2 . . ?
C11 C40 C26 121.9(9) . . ?
C11 C40 H12 119.1 . . ?
C26 C40 H12 119.1 . . ?
C23 C41 C80 120.4(11) . . ?
C23 C41 H13 119.8 . . ?
C80 C41 H13 119.8 . . ?
C64 C42 C23 177.0(11) . . ?
C55 C43 C21 176.7(12) . . ?
C6 C44 C2 179.0(13) . . ?
C75 C45 C61 120.3(10) . . ?
C75 C45 C52 119.2(10) . . ?
C61 C45 C52 120.5(10) . . ?
C83 C46 C76 119.8(11) . . ?
C83 C46 H14 120.1 . . ?
C76 C46 H14 120.1 . . ?
C24 C47 C28 117.1(10) . . ?
C24 C47 H15 121.4 . . ?
C28 C47 H15 121.4 . . ?
C21 C48 C77 118.5(11) . . ?
C21 C48 H16 120.8 . . ?
C77 C48 H16 120.8 . . ?
C28 C49 C34 118.5(9) . . ?
C28 C49 P2 120.4(8) . . ?
C34 C49 P2 120.7(8) . . ?
C69 C50 C53 121.6(11) . . ?
C69 C50 H17 119.2 . . ?
C53 C50 H17 119.2 . . ?
C59 C51 C30 121.4(10) . . ?
C59 C51 O4 119.0(9) . . ?
C30 C51 O4 119.5(9) . . ?
C56 C52 C45 178.0(12) . . ?
C50 C53 C22 119.1(11) . . ?
C50 C53 H18 120.5 . . ?
C22 C53 H18 120.5 . . ?
C59 C54 C15 122.6(10) . . ?
C59 C54 H19 118.7 . . ?
C15 C54 H19 118.7 . . ?
C43 C55 C5 177.4(11) . . ?
C52 C56 C15 177.9(11) . . ?
C74 C57 C70 119.2(10) . . ?
C74 C57 H20 120.4 . . ?
C70 C57 H20 120.4 . . ?
C33 C58 C13 176.7(11) . . ?
C51 C59 C54 118.6(10) . . ?
C51 C59 H21 120.7 . . ?
C54 C59 H21 120.7 . . ?
C72 C60 C14 175.2(13) . . ?
C45 C61 C79 120.6(11) . . ?
C45 C61 H22 119.7 . . ?
C79 C61 H22 119.7 . . ?
C35 C62 C16 117.7(9) . . ?
C35 C62 P2 121.9(8) . . ?
C16 C62 P2 119.8(8) . . ?
C83 C63 C14 117.4(11) . . ?
C83 C63 H23 121.3 . . ?
C14 C63 H23 121.3 . . ?
C42 C64 C11 177.8(12) . . ?
C14 C65 C76 121.0(11) . . ?
C14 C65 H24 119.5 . . ?
C76 C65 H24 119.5 . . ?
C69 C66 C7 119.1(10) . . ?
C69 C66 H25 120.5 . . ?
C7 C66 H25 120.5 . . ?
C71 C67 C77 120.3(11) . . ?
C71 C67 H26 119.9 . . ?
C77 C67 H26 119.9 . . ?
C21 C68 C71 121.3(11) . . ?
C21 C68 H27 119.4 . . ?
C71 C68 H27 119.4 . . ?
C50 C69 C66 120.2(10) . . ?
C50 C69 H28 119.9 . . ?
C66 C69 H28 119.9 . . ?
C8 C70 C57 119.9(10) . . ?
C8 C70 H29 120.0 . . ?
C57 C70 H29 120.0 . . ?
C67 C71 C68 119.2(11) . . ?
C67 C71 H30 120.4 . . ?
C68 C71 H30 120.4 . . ?
C60 C72 C36 176.1(13) . . ?
C82 C73 C23 118.8(11) . . ?
C82 C73 H31 120.6 . . ?
C23 C73 H31 120.6 . . ?
C57 C74 C39 121.3(11) . . ?
C57 C74 H32 119.4 . . ?
C39 C74 H32 119.4 . . ?
C45 C75 C81 119.3(12) . . ?
C45 C75 H33 120.4 . . ?
C81 C75 H33 120.4 . . ?
C65 C76 C46 119.6(11) . . ?
C65 C76 H34 120.2 . . ?
C46 C76 H34 120.2 . . ?
C67 C77 C48 120.5(11) . . ?
C67 C77 H35 119.8 . . ?
C48 C77 H35 119.8 . . ?
C81 C78 C79 121.3(12) . . ?
C81 C78 H36 119.3 . . ?
C79 C78 H36 119.3 . . ?
C78 C79 C61 118.9(12) . . ?
C78 C79 H37 120.5 . . ?
C61 C79 H37 120.5 . . ?
C84 C80 C41 118.8(12) . . ?
C84 C80 H38 120.6 . . ?
C41 C80 H38 120.6 . . ?
C78 C81 C75 119.6(12) . . ?
C78 C81 H39 120.2 . . ?
C75 C81 H39 120.2 . . ?
C84 C82 C73 121.2(12) . . ?
C84 C82 H40 119.4 . . ?
C73 C82 H40 119.4 . . ?
C46 C83 C63 121.9(11) . . ?
C46 C83 H41 119.0 . . ?
C63 C83 H41 119.0 . . ?
C82 C84 C80 121.1(12) . . ?
C82 C84 H42 119.4 . . ?
C80 C84 H42 119.4 . . ?

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
C37 O3 C3 C17 -46.7(12) . . . . ?
C37 O3 C3 C11 131.5(10) . . . . ?
C20 O2 C4 C38 -45.1(12) . . . . ?
C20 O2 C4 C1 129.2(9) . . . . ?
C31 C1 C4 C38 -0.1(14) . . . . ?
C33 C1 C4 C38 -176.5(9) . . . . ?
C31 C1 C4 O2 -174.5(9) . . . . ?
C33 C1 C4 O2 9.1(14) . . . . ?
C12 O6 C9 C17 45.0(11) . . . . ?
C12 O6 C9 C26 -132.1(9) . . . . ?
C28 O5 C10 C30 -43.3(12) . . . . ?
C28 O5 C10 C15 133.0(9) . . . . ?
C17 C3 C11 C40 3.7(14) . . . . ?
O3 C3 C11 C40 -174.4(9) . . . . ?
C17 C3 C11 C64 -177.1(9) . . . . ?
O3 C3 C11 C64 4.7(14) . . . . ?
C19 C2 C12 C18 7.2(14) . . . . ?
C44 C2 C12 C18 -177.9(9) . . . . ?
C19 C2 C12 O6 -174.1(8) . . . . ?
C44 C2 C12 O6 0.8(14) . . . . ?
C9 O6 C12 C18 -45.8(11) . . . . ?
C9 O6 C12 C2 135.4(9) . . . . ?
C70 C8 C13 C39 2.7(15) . . . . ?
C70 C8 C13 C58 -179.4(10) . . . . ?
C30 C10 C15 C54 1.7(14) . . . . ?
O5 C10 C15 C54 -174.6(9) . . . . ?
C30 C10 C15 C56 178.1(9) . . . . ?
O5 C10 C15 C56 1.7(14) . . . . ?
C34 O1 C16 C29 -134.3(10) . . . . ?
C34 O1 C16 C62 46.2(12) . . . . ?
C26 C9 C17 C3 8.3(14) . . . . ?
O6 C9 C17 C3 -168.7(8) . . . . ?
C26 C9 C17 P1 180.0(7) . . . . ?
O6 C9 C17 P1 2.9(12) . . . . ?
O3 C3 C17 C9 168.3(8) . . . . ?
C11 C3 C17 C9 -9.8(14) . . . . ?
O3 C3 C17 P1 -3.4(12) . . . . ?
C11 C3 C17 P1 178.4(7) . . . . ?
C38 P1 C17 C9 -132.2(8) . . . . ?
C18 P1 C17 C9 -37.9(8) . . . . ?
C38 P1 C17 C3 39.4(8) . . . . ?
C18 P1 C17 C3 133.8(8) . . . . ?
C2 C12 C18 C20 -14.1(14) . . . . ?
O6 C12 C18 C20 167.1(8) . . . . ?
C2 C12 C18 P1 177.5(7) . . . . ?
O6 C12 C18 P1 -1.2(12) . . . . ?
C17 P1 C18 C20 -131.4(8) . . . . ?
C38 P1 C18 C20 -36.9(9) . . . . ?
C17 P1 C18 C12 36.6(8) . . . . ?
C38 P1 C18 C12 131.0(8) . . . . ?
C12 C2 C19 C32 0.7(15) . . . . ?
C44 C2 C19 C32 -174.4(10) . . . . ?
C12 C18 C20 C32 13.6(14) . . . . ?
P1 C18 C20 C32 -178.2(8) . . . . ?
C12 C18 C20 O2 -169.1(8) . . . . ?
P1 C18 C20 O2 -0.8(12) . . . . ?
C4 O2 C20 C32 -134.6(10) . . . . ?
C4 O2 C20 C18 48.0(11) . . . . ?
C66 C7 C22 C53 1.1(15) . . . . ?
C6 C7 C22 C53 -177.3(10) . . . . ?
C17 C9 C26 C40 -0.8(14) . . . . ?
O6 C9 C26 C40 176.3(8) . . . . ?
C35 C5 C27 C29 6.0(15) . . . . ?
C55 C5 C27 C29 -172.1(10) . . . . ?
C10 O5 C28 C49 43.8(12) . . . . ?
C10 O5 C28 C47 -132.3(10) . . . . ?
C62 C16 C29 C27 -4.0(15) . . . . ?
O1 C16 C29 C27 176.5(9) . . . . ?
C5 C27 C29 C16 -4.7(15) . . . . ?
O5 C10 C30 C51 170.0(9) . . . . ?
C15 C10 C30 C51 -6.1(14) . . . . ?
O5 C10 C30 P2 -4.4(13) . . . . ?
C15 C10 C30 P2 179.4(7) . . . . ?
C49 P2 C30 C10 40.4(8) . . . . ?
C62 P2 C30 C10 135.0(8) . . . . ?
C49 P2 C30 C51 -134.0(8) . . . . ?
C62 P2 C30 C51 -39.4(8) . . . . ?
C4 C1 C31 C25 6.9(15) . . . . ?
C33 C1 C31 C25 -176.7(9) . . . . ?
C37 C25 C31 C1 -6.7(16) . . . . ?
C18 C20 C32 C19 -6.2(16) . . . . ?
O2 C20 C32 C19 176.5(9) . . . . ?
C2 C19 C32 C20 -1.1(16) . . . . ?
C16 O1 C34 C49 -44.5(12) . . . . ?
C16 O1 C34 C36 132.3(10) . . . . ?
C27 C5 C35 C62 1.4(15) . . . . ?
C55 C5 C35 C62 179.6(9) . . . . ?
C27 C5 C35 O4 -176.6(8) . . . . ?
C55 C5 C35 O4 1.6(14) . . . . ?
C51 O4 C35 C62 -45.5(12) . . . . ?
C51 O4 C35 C5 132.5(10) . . . . ?
C47 C24 C36 C34 5.9(16) . . . . ?
C47 C24 C36 C72 -173.3(11) . . . . ?
C49 C34 C36 C24 2.4(15) . . . . ?
O1 C34 C36 C24 -174.3(9) . . . . ?
C49 C34 C36 C72 -178.4(10) . . . . ?
O1 C34 C36 C72 5.0(15) . . . . ?
C31 C25 C37 C38 -0.4(15) . . . . ?
C31 C25 C37 O3 179.6(9) . . . . ?
C3 O3 C37 C25 -131.3(10) . . . . ?
C3 O3 C37 C38 48.6(12) . . . . ?
O2 C4 C38 C37 167.4(9) . . . . ?
C1 C4 C38 C37 -6.9(14) . . . . ?
O2 C4 C38 P1 -5.0(12) . . . . ?
C1 C4 C38 P1 -179.3(7) . . . . ?
C25 C37 C38 C4 7.2(15) . . . . ?
O3 C37 C38 C4 -172.8(8) . . . . ?
C25 C37 C38 P1 179.6(8) . . . . ?
O3 C37 C38 P1 -0.4(12) . . . . ?
C17 P1 C38 C4 134.7(8) . . . . ?
C18 P1 C38 C4 39.9(8) . . . . ?
C17 P1 C38 C37 -37.7(8) . . . . ?
C18 P1 C38 C37 -132.6(8) . . . . ?
C8 C13 C39 C74 -2.2(16) . . . . ?
C58 C13 C39 C74 179.9(10) . . . . ?
C3 C11 C40 C26 4.0(15) . . . . ?
C64 C11 C40 C26 -175.2(10) . . . . ?
C9 C26 C40 C11 -5.5(15) . . . . ?
C73 C23 C41 C80 -0.5(17) . . . . ?
C42 C23 C41 C80 178.0(11) . . . . ?
C36 C24 C47 C28 -8.2(16) . . . . ?
C49 C28 C47 C24 2.3(15) . . . . ?
O5 C28 C47 C24 178.3(8) . . . . ?
C68 C21 C48 C77 -0.2(16) . . . . ?
C43 C21 C48 C77 -179.4(10) . . . . ?
C47 C28 C49 C34 5.5(14) . . . . ?
O5 C28 C49 C34 -170.4(9) . . . . ?
C47 C28 C49 P2 179.0(8) . . . . ?
O5 C28 C49 P2 3.1(12) . . . . ?
O1 C34 C49 C28 168.9(9) . . . . ?
C36 C34 C49 C28 -7.8(14) . . . . ?
O1 C34 C49 P2 -4.6(12) . . . . ?
C36 C34 C49 P2 178.7(8) . . . . ?
C62 P2 C49 C28 -133.1(8) . . . . ?
C30 P2 C49 C28 -39.4(8) . . . . ?
C62 P2 C49 C34 40.2(8) . . . . ?
C30 P2 C49 C34 133.9(8) . . . . ?
C10 C30 C51 C59 6.5(15) . . . . ?
P2 C30 C51 C59 -179.0(8) . . . . ?
C10 C30 C51 O4 -170.1(9) . . . . ?
P2 C30 C51 O4 4.3(13) . . . . ?
C35 O4 C51 C59 -132.3(10) . . . . ?
C35 O4 C51 C30 44.4(12) . . . . ?
C69 C50 C53 C22 -1.4(18) . . . . ?
C7 C22 C53 C50 -1.2(16) . . . . ?
C56 C15 C54 C59 -173.8(10) . . . . ?
C10 C15 C54 C59 2.5(15) . . . . ?
C30 C51 C59 C54 -2.3(15) . . . . ?
O4 C51 C59 C54 174.3(9) . . . . ?
C15 C54 C59 C51 -2.2(16) . . . . ?
C75 C45 C61 C79 1.2(17) . . . . ?
C52 C45 C61 C79 -179.3(10) . . . . ?
C5 C35 C62 C16 -9.5(14) . . . . ?
O4 C35 C62 C16 168.4(9) . . . . ?
C5 C35 C62 P2 179.6(8) . . . . ?
O4 C35 C62 P2 -2.5(13) . . . . ?
C29 C16 C62 C35 10.8(15) . . . . ?
O1 C16 C62 C35 -169.7(9) . . . . ?
C29 C16 C62 P2 -178.1(8) . . . . ?
O1 C16 C62 P2 1.4(13) . . . . ?
C49 P2 C62 C35 132.6(9) . . . . ?
C30 P2 C62 C35 39.0(9) . . . . ?
C49 P2 C62 C16 -38.1(8) . . . . ?
C30 P2 C62 C16 -131.7(8) . . . . ?
C65 C14 C63 C83 0.8(18) . . . . ?
C60 C14 C63 C83 -177.5(11) . . . . ?
C63 C14 C65 C76 -0.3(18) . . . . ?
C60 C14 C65 C76 177.9(11) . . . . ?
C22 C7 C66 C69 1.5(15) . . . . ?
C6 C7 C66 C69 179.9(10) . . . . ?
C48 C21 C68 C71 1.3(16) . . . . ?
C43 C21 C68 C71 -179.5(10) . . . . ?
C53 C50 C69 C66 4.1(18) . . . . ?
C7 C66 C69 C50 -4.1(16) . . . . ?
C13 C8 C70 C57 -1.6(15) . . . . ?
C74 C57 C70 C8 0.0(16) . . . . ?
C77 C67 C71 C68 -1.0(17) . . . . ?
C21 C68 C71 C67 -0.7(17) . . . . ?
C41 C23 C73 C82 0.1(15) . . . . ?
C42 C23 C73 C82 -178.4(11) . . . . ?
C70 C57 C74 C39 0.5(17) . . . . ?
C13 C39 C74 C57 0.6(17) . . . . ?
C61 C45 C75 C81 -2.1(17) . . . . ?
C52 C45 C75 C81 178.4(10) . . . . ?
C14 C65 C76 C46 0.0(19) . . . . ?
C83 C46 C76 C65 0(2) . . . . ?
C71 C67 C77 C48 2.1(18) . . . . ?
C21 C48 C77 C67 -1.5(17) . . . . ?
C81 C78 C79 C61 -0.4(18) . . . . ?
C45 C61 C79 C78 0.1(17) . . . . ?
C23 C41 C80 C84 1.9(19) . . . . ?
C79 C78 C81 C75 -0.5(19) . . . . ?
C45 C75 C81 C78 1.8(18) . . . . ?
C23 C73 C82 C84 -1.3(17) . . . . ?
C76 C46 C83 C63 1(2) . . . . ?
C14 C63 C83 C46 -1.0(19) . . . . ?
C73 C82 C84 C80 3(2) . . . . ?
C41 C80 C84 C82 -3(2) . . . . ?

_refine_diff_density_max         0.676
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.077

_shelxl_version_number           2014-3



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_psph_0m
_database_code_depnum_ccdc_archive 'CCDC 1060808'
_audit_update_record             
;
2015-04-21 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H22 Cl3 O3 P S'
_chemical_formula_weight         755.98

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.036(5)
_cell_length_b                   16.260(6)
_cell_length_c                   16.551(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.896(3)
_cell_angle_gamma                90
_cell_volume                     3552(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3120
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      22.73

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_F_000             1544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.403
_shelx_estimated_absorpt_T_min   0.924
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33137
_diffrn_reflns_av_unetI/netI     0.0681
_diffrn_reflns_av_R_equivalents  0.0770
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.618
_diffrn_reflns_theta_max         26.344
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             7145
_reflns_number_gt                4402
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0300P)²+20.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7145
_refine_ls_number_parameters     481
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1488
_refine_ls_R_factor_gt           0.0924
_refine_ls_wR_factor_ref         0.2138
_refine_ls_wR_factor_gt          0.1826
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_restrained_S_all      0.987
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
P2 P 0.28156(11) 0.80656(8) 0.98832(9) 0.0366(3) Uani 1 1 d . . . . .
S1 S 0.27316(12) 0.82613(10) 1.10065(9) 0.0519(4) Uani 1 1 d . . . . .
O1 O 0.1963(3) 0.6433(2) 0.9139(2) 0.0428(9) Uani 1 1 d . . . . .
Cl1 Cl -0.0372(2) 1.5105(2) 1.09160(17) 0.1202(10) Uani 1 1 d . . . . .
O2 O 0.4956(3) 0.8113(2) 0.9931(2) 0.0412(9) Uani 1 1 d . . . . .
Cl2 Cl 0.1321(8) 1.6274(3) 1.1051(4) 0.112(3) Uani 0.637(14) 1 d . . P A 1
C1 C 0.9826(5) 0.8591(5) 1.0087(4) 0.068(2) Uani 1 1 d . . . . .
H1 H 1.0514 0.8431 1.0226 0.081 Uiso 1 1 calc R U . . .
C2 C 0.9211(6) 0.8223(6) 1.0490(5) 0.083(2) Uani 1 1 d . . . . .
H2 H 0.9491 0.7811 1.0912 0.100 Uiso 1 1 calc R U . . .
C3 C 0.8205(5) 0.8440(5) 1.0293(4) 0.0639(19) Uani 1 1 d . . . . .
H3 H 0.7796 0.8189 1.0578 0.077 Uiso 1 1 calc R U . . .
C4 C 0.7812(5) 0.9027(4) 0.9675(4) 0.0537(16) Uani 1 1 d . . . . .
C5 C 0.6752(5) 0.9223(4) 0.9448(4) 0.0531(16) Uani 1 1 d . . . . .
C6 C 0.5853(5) 0.9336(3) 0.9288(4) 0.0509(15) Uani 1 1 d . . . . .
C7 C 0.4821(5) 0.9390(3) 0.9167(4) 0.0459(14) Uani 1 1 d . . . . .
C8 C 0.4359(4) 0.8785(3) 0.9511(3) 0.0370(12) Uani 1 1 d . . . . .
C9 C 0.3352(4) 0.8825(3) 0.9406(3) 0.0364(12) Uani 1 1 d . . . . .
C10 C 0.1708(4) 0.7902(3) 0.8996(3) 0.0395(12) Uani 1 1 d . . . . .
C11 C 0.1216(4) 0.8583(3) 0.8508(3) 0.0414(13) Uani 1 1 d . . . . .
C12 C 0.0286(4) 0.8479(4) 0.7863(4) 0.0483(14) Uani 1 1 d . . . . .
C13 C -0.0270(4) 0.9179(4) 0.7421(4) 0.0522(16) Uani 1 1 d . . . . .
C14 C -0.0759(4) 0.9780(4) 0.7120(4) 0.0490(14) Uani 1 1 d . . . . .
C15 C -0.1358(4) 1.0513(4) 0.6829(3) 0.0439(13) Uani 1 1 d . . . . .
C16 C -0.2013(4) 1.0592(4) 0.5986(3) 0.0449(13) Uani 1 1 d . . . . .
H16 H -0.2057 1.0168 0.5580 0.054 Uiso 1 1 calc R U . . .
C17 C -0.2593(5) 1.1286(4) 0.5744(4) 0.0543(16) Uani 1 1 d . . . . .
H17 H -0.3038 1.1336 0.5168 0.065 Uiso 1 1 calc R U . . .
C18 C -0.2547(5) 1.1912(4) 0.6313(4) 0.0627(18) Uani 1 1 d . . . . .
H18 H -0.2962 1.2386 0.6137 0.075 Uiso 1 1 calc R U . . .
C19 C 0.9413(6) 0.9196(5) 0.9478(5) 0.070(2) Uani 1 1 d . . . . .
H19 H 0.9826 0.9462 0.9207 0.084 Uiso 1 1 calc R U . . .
C20 C 0.8416(5) 0.9413(4) 0.9264(4) 0.0589(17) Uani 1 1 d . . . . .
H20 H 0.8135 0.9823 0.8841 0.071 Uiso 1 1 calc R U . . .
C21 C 0.1364(4) 0.7115(3) 0.8757(4) 0.0430(13) Uani 1 1 d . . . . .
C22 C 0.3013(4) 0.6493(3) 0.9378(3) 0.0369(12) Uani 1 1 d . . . . .
C23 C 0.3565(4) 0.5820(3) 0.9242(3) 0.0350(11) Uani 1 1 d . . . . .
C24 C 0.3087(4) 0.5061(3) 0.8892(3) 0.0381(12) Uani 1 1 d . . . . .
C25 C 0.2739(4) 0.4404(3) 0.8590(3) 0.0402(12) Uani 1 1 d . . . . .
C26 C 0.2340(4) 0.3624(3) 0.8223(3) 0.0386(12) Uani 1 1 d . . . . .
C27 C 0.1305(5) 0.3488(3) 0.7862(4) 0.0467(14) Uani 1 1 d . . . . .
H27 H 0.0842 0.3916 0.7853 0.056 Uiso 1 1 calc R U . . .
C28 C 0.0947(5) 0.2723(4) 0.7513(4) 0.0563(16) Uani 1 1 d . . . . .
H28 H 0.0238 0.2631 0.7265 0.068 Uiso 1 1 calc R U . . .
C29 C 0.1610(6) 0.2102(4) 0.7526(4) 0.0562(17) Uani 1 1 d . . . . .
H29 H 0.1360 0.1578 0.7297 0.067 Uiso 1 1 calc R U . . .
C30 C 0.2631(5) 0.2232(3) 0.7866(4) 0.0485(15) Uani 1 1 d . . . . .
H30 H 0.3085 0.1802 0.7858 0.058 Uiso 1 1 calc R U . . .
C31 C 0.3009(4) 0.2986(3) 0.8221(3) 0.0420(13) Uani 1 1 d . . . . .
H31 H 0.3720 0.3070 0.8462 0.050 Uiso 1 1 calc R U . . .
C32 C 0.4602(4) 0.5929(3) 0.9417(3) 0.0377(12) Uani 1 1 d . . . . .
H32 H 0.4993 0.5466 0.9371 0.045 Uiso 1 1 calc R U . . .
C33 C 0.5094(4) 0.6680(3) 0.9656(3) 0.0359(11) Uani 1 1 d . . . . .
H33 H 0.5794 0.6741 0.9739 0.043 Uiso 1 1 calc R U . . .
C34 C 0.4518(4) 0.7336(3) 0.9769(3) 0.0361(12) Uani 1 1 d . . . . .
C35 C 0.3517(4) 0.7226(3) 0.9708(3) 0.0329(11) Uani 1 1 d . . . . .
C36 C 0.0436(4) 0.6995(4) 0.8110(4) 0.0517(15) Uani 1 1 d . . . . .
H36 H 0.0171 0.6458 0.7955 0.062 Uiso 1 1 calc R U . . .
C37 C -0.0085(4) 0.7681(4) 0.7701(4) 0.0543(16) Uani 1 1 d . . . . .
H37 H -0.0738 0.7603 0.7283 0.065 Uiso 1 1 calc R U . . .
O3 O 0.1666(3) 0.9354(2) 0.8642(2) 0.0450(9) Uani 1 1 d . . . . .
C39 C 0.2701(5) 0.9404(3) 0.8854(3) 0.0444(14) Uani 1 1 d . . . . .
C40 C 0.3138(5) 1.0017(3) 0.8516(4) 0.0497(15) Uani 1 1 d . . . . .
H40 H 0.2726 1.0435 0.8166 0.060 Uiso 1 1 calc R U . . .
C41 C 0.4166(5) 1.0022(3) 0.8686(4) 0.0540(17) Uani 1 1 d . . . . .
H41 H 0.4454 1.0465 0.8474 0.065 Uiso 1 1 calc R U . . .
C42 C -0.1893(7) 1.1838(4) 0.7137(5) 0.075(2) Uani 1 1 d . . . . .
H42 H -0.1843 1.2272 0.7534 0.090 Uiso 1 1 calc R U . . .
C43 C -0.1302(5) 1.1145(4) 0.7402(4) 0.0595(17) Uani 1 1 d . . . . .
H43 H -0.0855 1.1102 0.7979 0.071 Uiso 1 1 calc R U . . .
C44 C 0.0867(6) 1.5374(6) 1.1312(6) 0.101(3) Uani 1 1 d . . . . .
H44 H 0.1231 1.4930 1.1115 0.28(16) Uiso 0.637(14) 1 calc R . P A 1
H45 H 0.1300 1.5012 1.1091 0.03(5) Uiso 0.363(14) 1 calc R . P A 2
Cl3 Cl 0.1239(4) 1.5263(6) 1.2388(4) 0.123(3) Uani 0.637(14) 1 d . . P A 1
Cl4 Cl 0.1505(15) 1.5783(14) 1.2246(13) 0.205(11) Uani 0.363(14) 1 d . . P A 2
Cl5 Cl 0.0539(10) 1.6507(6) 1.0655(7) 0.100(4) Uani 0.363(14) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
P2 C10 1.759(5) . ?
P2 C35 1.764(5) . ?
P2 C9 1.767(6) . ?
P2 S1 1.929(2) . ?
O1 C22 1.393(6) . ?
O1 C21 1.405(6) . ?
Cl1 C44 1.693(9) . ?
O2 C34 1.390(6) . ?
O2 C8 1.407(6) . ?
Cl2 C44 1.710(11) . ?
C1 C19 1.385(10) . ?
C1 C2 1.393(10) . ?
C1 H1 0.9500 . ?
C2 C3 1.384(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.370(9) . ?
C3 H3 0.9500 . ?
C4 C20 1.402(8) . ?
C4 C5 1.441(9) . ?
C5 C6 1.211(9) . ?
C6 C7 1.396(9) . ?
C7 C8 1.400(8) . ?
C7 C41 1.428(8) . ?
C8 C9 1.366(7) . ?
C9 C39 1.409(7) . ?
C10 C21 1.376(7) . ?
C10 C11 1.406(7) . ?
C11 C12 1.386(8) . ?
C11 O3 1.388(6) . ?
C12 C37 1.391(9) . ?
C12 C13 1.432(8) . ?
C13 C14 1.201(8) . ?
C14 C15 1.443(8) . ?
C15 C43 1.382(8) . ?
C15 C16 1.392(7) . ?
C16 C17 1.369(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.372(9) . ?
C17 H17 0.9500 . ?
C18 C42 1.365(10) . ?
C18 H18 0.9500 . ?
C19 C20 1.368(10) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C36 1.390(8) . ?
C22 C35 1.399(7) . ?
C22 C23 1.402(7) . ?
C23 C32 1.396(7) . ?
C23 C24 1.430(7) . ?
C24 C25 1.210(7) . ?
C25 C26 1.435(7) . ?
C26 C27 1.387(8) . ?
C26 C31 1.401(7) . ?
C27 C28 1.391(8) . ?
C27 H27 0.9500 . ?
C28 C29 1.369(9) . ?
C28 H28 0.9500 . ?
C29 C30 1.365(9) . ?
C29 H29 0.9500 . ?
C30 C31 1.384(8) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C33 1.392(7) . ?
C32 H32 0.9500 . ?
C33 C34 1.391(7) . ?
C33 H33 0.9500 . ?
C34 C35 1.385(7) . ?
C36 C37 1.379(8) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
O3 C39 1.376(7) . ?
C39 C40 1.385(8) . ?
C40 C41 1.373(9) . ?
C40 H40 0.9500 . ?
C41 H41 0.9500 . ?
C42 C43 1.380(10) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C44 Cl4 1.641(16) . ?
C44 Cl3 1.686(11) . ?
C44 Cl5 2.109(16) . ?
C44 H44 1.0000 . ?
C44 H45 1.0000 . ?

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
C10 P2 C35 97.5(2) . . ?
C10 P2 C9 97.0(3) . . ?
C35 P2 C9 96.9(2) . . ?
C10 P2 S1 120.23(19) . . ?
C35 P2 S1 120.43(17) . . ?
C9 P2 S1 119.40(18) . . ?
C22 O1 C21 119.1(4) . . ?
C34 O2 C8 117.4(4) . . ?
C19 C1 C2 118.7(7) . . ?
C19 C1 H1 120.7 . . ?
C2 C1 H1 120.7 . . ?
C3 C2 C1 121.7(8) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C4 C3 C2 118.3(7) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
C3 C4 C20 121.2(7) . . ?
C3 C4 C5 117.7(6) . . ?
C20 C4 C5 121.1(6) . . ?
C6 C5 C4 175.3(7) . . ?
C5 C6 C7 173.3(7) . . ?
C6 C7 C8 120.0(5) . . ?
C6 C7 C41 124.3(6) . . ?
C8 C7 C41 115.7(5) . . ?
C9 C8 C7 121.1(5) . . ?
C9 C8 O2 121.1(5) . . ?
C7 C8 O2 117.7(5) . . ?
C8 C9 C39 122.0(5) . . ?
C8 C9 P2 119.3(4) . . ?
C39 C9 P2 118.4(4) . . ?
C21 C10 C11 120.8(5) . . ?
C21 C10 P2 120.3(4) . . ?
C11 C10 P2 118.8(4) . . ?
C12 C11 O3 119.4(5) . . ?
C12 C11 C10 119.8(5) . . ?
O3 C11 C10 120.8(5) . . ?
C11 C12 C37 117.0(5) . . ?
C11 C12 C13 120.2(6) . . ?
C37 C12 C13 122.6(5) . . ?
C14 C13 C12 173.8(6) . . ?
C13 C14 C15 175.0(6) . . ?
C43 C15 C16 118.9(6) . . ?
C43 C15 C14 119.7(5) . . ?
C16 C15 C14 121.4(5) . . ?
C17 C16 C15 119.6(6) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 121.7(6) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C42 C18 C17 118.6(6) . . ?
C42 C18 H18 120.7 . . ?
C17 C18 H18 120.7 . . ?
C20 C19 C1 120.6(7) . . ?
C20 C19 H19 119.7 . . ?
C1 C19 H19 119.7 . . ?
C19 C20 C4 119.5(7) . . ?
C19 C20 H20 120.2 . . ?
C4 C20 H20 120.2 . . ?
C10 C21 C36 119.8(5) . . ?
C10 C21 O1 120.4(5) . . ?
C36 C21 O1 119.7(5) . . ?
O1 C22 C35 121.1(4) . . ?
O1 C22 C23 119.3(4) . . ?
C35 C22 C23 119.6(5) . . ?
C32 C23 C22 117.5(5) . . ?
C32 C23 C24 120.4(5) . . ?
C22 C23 C24 122.0(5) . . ?
C25 C24 C23 175.8(6) . . ?
C24 C25 C26 179.0(6) . . ?
C27 C26 C31 119.1(5) . . ?
C27 C26 C25 121.6(5) . . ?
C31 C26 C25 119.3(5) . . ?
C26 C27 C28 119.9(5) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.1 . . ?
C29 C28 C27 120.4(6) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C30 C29 C28 120.3(6) . . ?
C30 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C29 C30 C31 120.6(6) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C30 C31 C26 119.7(5) . . ?
C30 C31 H31 120.1 . . ?
C26 C31 H31 120.1 . . ?
C33 C32 C23 123.5(5) . . ?
C33 C32 H32 118.3 . . ?
C23 C32 H32 118.3 . . ?
C34 C33 C32 117.2(5) . . ?
C34 C33 H33 121.4 . . ?
C32 C33 H33 121.4 . . ?
C35 C34 O2 120.2(4) . . ?
C35 C34 C33 120.8(5) . . ?
O2 C34 C33 118.9(5) . . ?
C34 C35 C22 120.3(5) . . ?
C34 C35 P2 119.8(4) . . ?
C22 C35 P2 119.1(4) . . ?
C37 C36 C21 117.8(6) . . ?
C37 C36 H36 121.1 . . ?
C21 C36 H36 121.1 . . ?
C36 C37 C12 124.0(6) . . ?
C36 C37 H37 118.0 . . ?
C12 C37 H37 118.0 . . ?
C39 O3 C11 118.6(4) . . ?
O3 C39 C40 120.9(5) . . ?
O3 C39 C9 121.5(5) . . ?
C40 C39 C9 117.6(6) . . ?
C41 C40 C39 120.0(6) . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C40 C41 C7 122.8(6) . . ?
C40 C41 H41 118.6 . . ?
C7 C41 H41 118.6 . . ?
C18 C42 C43 121.1(7) . . ?
C18 C42 H42 119.5 . . ?
C43 C42 H42 119.5 . . ?
C42 C43 C15 120.1(6) . . ?
C42 C43 H43 119.9 . . ?
C15 C43 H43 119.9 . . ?
Cl4 C44 Cl1 128.9(11) . . ?
Cl3 C44 Cl1 106.8(6) . . ?
Cl3 C44 Cl2 110.5(6) . . ?
Cl1 C44 Cl2 123.0(7) . . ?
Cl4 C44 Cl5 94.9(10) . . ?
Cl1 C44 Cl5 90.6(5) . . ?
Cl3 C44 H44 105.0 . . ?
Cl1 C44 H44 105.0 . . ?
Cl2 C44 H44 105.0 . . ?
Cl4 C44 H45 112.2 . . ?
Cl1 C44 H45 112.2 . . ?
Cl5 C44 H45 112.2 . . ?

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
C19 C1 C2 C3 0.6(11) . . . . ?
C1 C2 C3 C4 0.8(11) . . . . ?
C2 C3 C4 C20 -1.4(10) . . . . ?
C2 C3 C4 C5 177.3(6) . . . . ?
C6 C7 C8 C9 179.7(5) . . . . ?
C41 C7 C8 C9 -1.9(7) . . . . ?
C6 C7 C8 O2 -3.5(7) . . . . ?
C41 C7 C8 O2 174.9(4) . . . . ?
C34 O2 C8 C9 39.1(7) . . . . ?
C34 O2 C8 C7 -137.7(5) . . . . ?
C7 C8 C9 C39 8.9(7) . . . . ?
O2 C8 C9 C39 -167.9(4) . . . . ?
C7 C8 C9 P2 -177.9(4) . . . . ?
O2 C8 C9 P2 5.4(6) . . . . ?
C10 P2 C9 C8 -135.9(4) . . . . ?
C35 P2 C9 C8 -37.5(4) . . . . ?
S1 P2 C9 C8 93.4(4) . . . . ?
C10 P2 C9 C39 37.6(4) . . . . ?
C35 P2 C9 C39 136.0(4) . . . . ?
S1 P2 C9 C39 -93.1(4) . . . . ?
C35 P2 C10 C21 38.4(5) . . . . ?
C9 P2 C10 C21 136.4(5) . . . . ?
S1 P2 C10 C21 -93.5(5) . . . . ?
C35 P2 C10 C11 -138.0(4) . . . . ?
C9 P2 C10 C11 -40.0(5) . . . . ?
S1 P2 C10 C11 90.1(5) . . . . ?
C21 C10 C11 C12 10.4(8) . . . . ?
P2 C10 C11 C12 -173.2(4) . . . . ?
C21 C10 C11 O3 -167.2(5) . . . . ?
P2 C10 C11 O3 9.2(7) . . . . ?
O3 C11 C12 C37 173.9(5) . . . . ?
C10 C11 C12 C37 -3.7(8) . . . . ?
O3 C11 C12 C13 -8.8(8) . . . . ?
C10 C11 C12 C13 173.6(5) . . . . ?
C43 C15 C16 C17 -0.8(9) . . . . ?
C14 C15 C16 C17 177.8(6) . . . . ?
C15 C16 C17 C18 0.1(9) . . . . ?
C16 C17 C18 C42 1.0(10) . . . . ?
C2 C1 C19 C20 -1.4(11) . . . . ?
C1 C19 C20 C4 0.9(10) . . . . ?
C3 C4 C20 C19 0.6(9) . . . . ?
C5 C4 C20 C19 -178.1(6) . . . . ?
C11 C10 C21 C36 -10.1(8) . . . . ?
P2 C10 C21 C36 173.6(4) . . . . ?
C11 C10 C21 O1 167.3(5) . . . . ?
P2 C10 C21 O1 -9.0(7) . . . . ?
C22 O1 C21 C10 -33.8(7) . . . . ?
C22 O1 C21 C36 143.6(5) . . . . ?
C21 O1 C22 C35 36.5(7) . . . . ?
C21 O1 C22 C23 -140.1(5) . . . . ?
O1 C22 C23 C32 174.3(4) . . . . ?
C35 C22 C23 C32 -2.4(7) . . . . ?
O1 C22 C23 C24 -2.2(7) . . . . ?
C35 C22 C23 C24 -178.9(5) . . . . ?
C31 C26 C27 C28 0.7(8) . . . . ?
C25 C26 C27 C28 -180.0(5) . . . . ?
C26 C27 C28 C29 0.2(9) . . . . ?
C27 C28 C29 C30 -1.4(9) . . . . ?
C28 C29 C30 C31 1.6(9) . . . . ?
C29 C30 C31 C26 -0.7(8) . . . . ?
C27 C26 C31 C30 -0.4(8) . . . . ?
C25 C26 C31 C30 -179.8(5) . . . . ?
C22 C23 C32 C33 -4.8(8) . . . . ?
C24 C23 C32 C33 171.7(5) . . . . ?
C23 C32 C33 C34 3.7(8) . . . . ?
C8 O2 C34 C35 -40.3(6) . . . . ?
C8 O2 C34 C33 138.6(5) . . . . ?
C32 C33 C34 C35 4.7(7) . . . . ?
C32 C33 C34 O2 -174.2(4) . . . . ?
O2 C34 C35 C22 167.0(4) . . . . ?
C33 C34 C35 C22 -11.9(7) . . . . ?
O2 C34 C35 P2 -2.8(6) . . . . ?
C33 C34 C35 P2 178.3(4) . . . . ?
O1 C22 C35 C34 -166.0(4) . . . . ?
C23 C22 C35 C34 10.6(7) . . . . ?
O1 C22 C35 P2 3.8(7) . . . . ?
C23 C22 C35 P2 -179.5(4) . . . . ?
C10 P2 C35 C34 134.4(4) . . . . ?
C9 P2 C35 C34 36.3(4) . . . . ?
S1 P2 C35 C34 -93.8(4) . . . . ?
C10 P2 C35 C22 -35.5(4) . . . . ?
C9 P2 C35 C22 -133.6(4) . . . . ?
S1 P2 C35 C22 96.2(4) . . . . ?
C10 C21 C36 C37 3.1(9) . . . . ?
O1 C21 C36 C37 -174.4(5) . . . . ?
C21 C36 C37 C12 3.8(10) . . . . ?
C11 C12 C37 C36 -3.4(9) . . . . ?
C13 C12 C37 C36 179.4(6) . . . . ?
C12 C11 O3 C39 -142.2(5) . . . . ?
C10 C11 O3 C39 35.4(7) . . . . ?
C11 O3 C39 C40 140.4(5) . . . . ?
C11 O3 C39 C9 -38.1(7) . . . . ?
C8 C9 C39 O3 169.0(4) . . . . ?
P2 C9 C39 O3 -4.3(6) . . . . ?
C8 C9 C39 C40 -9.5(7) . . . . ?
P2 C9 C39 C40 177.2(4) . . . . ?
O3 C39 C40 C41 -175.2(5) . . . . ?
C9 C39 C40 C41 3.3(8) . . . . ?
C39 C40 C41 C7 3.4(8) . . . . ?
C6 C7 C41 C40 174.1(5) . . . . ?
C8 C7 C41 C40 -4.2(8) . . . . ?
C17 C18 C42 C43 -1.3(11) . . . . ?
C18 C42 C43 C15 0.6(11) . . . . ?
C16 C15 C43 C42 0.4(10) . . . . ?
C14 C15 C43 C42 -178.2(6) . . . . ?

_refine_diff_density_max         0.724
_refine_diff_density_min         -1.096
_refine_diff_density_rms         0.090

_shelxl_version_number           2014-3



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_p2_0ma
_database_code_depnum_ccdc_archive 'CCDC 1060809'
_audit_update_record             
;
2015-04-21 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H23 O4 P'
_chemical_formula_weight         622.57

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'

_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

_cell_length_a                   20.785(7)
_cell_length_b                   20.785(7)
_cell_length_c                   4.1189(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1541.1(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    1564
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      27.55

_exptl_crystal_description       fiber
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_F_000             644
_exptl_transmission_factor_min   0.995
_exptl_transmission_factor_max   0.996
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.135
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8681
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         1.131
_diffrn_reflns_theta_max         27.509
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2351
_reflns_number_gt                2068
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0902P)²+0.2775P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2351
_refine_ls_number_parameters     143
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1383
_refine_ls_wR_factor_gt          0.1330
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
P001 P 0.6667 0.3333 0.4634(3) 0.0269(2) Uani 1 3 d S T P . .
O1 O 0.51447(8) 0.28023(9) 0.7415(5) 0.0322(4) Uani 1 1 d . . . . .
C1 C 0.59352(13) 0.47110(13) 1.0459(7) 0.0331(5) Uani 1 1 d . . . . .
H1 H 0.5777 0.5020 1.1466 0.040 Uiso 1 1 calc R U . . .
C004 C 0.54021(12) 0.39745(12) 0.9737(5) 0.0274(5) Uani 1 1 d . . . . .
C006 C 0.56435(12) 0.35539(12) 0.7999(6) 0.0272(5) Uani 1 1 d . . . . .
C007 C 0.69013(12) 0.45776(12) 0.8026(6) 0.0276(5) Uani 1 1 d . . . . .
C00 C 0.17184(15) 0.23431(16) 1.3584(8) 0.0455(7) Uani 1 1 d . . . . .
H2 H 0.1202 0.2111 1.4032 0.055 Uiso 1 1 calc R U . . .
C1IM C 0.63743(12) 0.38729(12) 0.6985(6) 0.0275(5) Uani 1 1 d . . . . .
C22E C 0.66825(13) 0.50073(12) 0.9764(6) 0.0300(5) Uani 1 1 d . . . . .
H3 H 0.7037 0.5494 1.0462 0.036 Uiso 1 1 calc R U . . .
C23E C 0.19968(15) 0.19708(15) 1.1813(8) 0.0450(7) Uani 1 1 d . . . . .
H4 H 0.1670 0.1483 1.1043 0.054 Uiso 1 1 calc R U . . .
C24E C 0.21958(15) 0.30565(16) 1.4702(8) 0.0428(6) Uani 1 1 d . . . . .
H5 H 0.2003 0.3315 1.5887 0.051 Uiso 1 1 calc R U . . .
C25E C 0.27497(14) 0.23063(14) 1.1157(7) 0.0394(6) Uani 1 1 d . . . . .
H6 H 0.2938 0.2049 0.9933 0.047 Uiso 1 1 calc R U . . .
C26E C 0.29477(14) 0.33930(14) 1.4108(7) 0.0365(6) Uani 1 1 d . . . . .
H7 H 0.3273 0.3877 1.4931 0.044 Uiso 1 1 calc R U . . .
C27E C 0.40099(14) 0.33787(13) 1.1508(6) 0.0332(5) Uani 1 1 d . . . . .
C28E C 0.46407(13) 0.36535(13) 1.0692(7) 0.0333(5) Uani 1 1 d . . . . .
C29E C 0.32326(13) 0.30230(13) 1.2295(7) 0.0322(5) Uani 1 1 d . . . . .
O2 O 0.0000 0.0000 0.213(9) 0.35(3) Uani 1 3 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
P001 C1IM 1.802(2) . ?
P001 C1IM 1.802(2) 3_665 ?
P001 C1IM 1.802(2) 2_655 ?
O1 C006 1.398(3) . ?
O1 C007 1.400(3) 2_655 ?
C1 C22E 1.385(3) . ?
C1 C004 1.401(3) . ?
C004 C006 1.403(3) . ?
C004 C28E 1.431(3) . ?
C006 C1IM 1.384(3) . ?
C007 C22E 1.387(3) . ?
C007 C1IM 1.387(3) . ?
C007 O1 1.400(3) 3_665 ?
C00 C23E 1.383(4) . ?
C00 C24E 1.387(4) . ?
C23E C25E 1.384(4) . ?
C24E C26E 1.378(4) . ?
C25E C29E 1.397(4) . ?
C26E C29E 1.398(3) . ?
C27E C28E 1.187(4) . ?
C27E C29E 1.438(3) . ?
O2 O2 1.76(7) 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
C1IM P001 C1IM 93.82(11) . 3_665 ?
C1IM P001 C1IM 93.82(11) . 2_655 ?
C1IM P001 C1IM 93.82(11) 3_665 2_655 ?
C006 O1 C007 115.11(16) . 2_655 ?
C22E C1 C004 122.7(2) . . ?
C1 C004 C006 117.08(19) . . ?
C1 C004 C28E 122.5(2) . . ?
C006 C004 C28E 120.4(2) . . ?
C1IM C006 O1 120.45(19) . . ?
C1IM C006 C004 120.3(2) . . ?
O1 C006 C004 119.20(19) . . ?
C22E C007 C1IM 120.0(2) . . ?
C22E C007 O1 119.3(2) . 3_665 ?
C1IM C007 O1 120.7(2) . 3_665 ?
C23E C00 C24E 119.8(2) . . ?
C006 C1IM C007 120.7(2) . . ?
C006 C1IM P001 119.67(17) . . ?
C007 C1IM P001 119.29(17) . . ?
C1 C22E C007 118.5(2) . . ?
C00 C23E C25E 120.3(3) . . ?
C26E C24E C00 120.5(3) . . ?
C23E C25E C29E 120.0(2) . . ?
C24E C26E C29E 120.0(2) . . ?
C28E C27E C29E 176.3(3) . . ?
C27E C28E C004 179.0(3) . . ?
C25E C29E C26E 119.3(2) . . ?
C25E C29E C27E 119.8(2) . . ?
C26E C29E C27E 120.9(2) . . ?

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
C22E C1 C004 C006 -5.4(4) . . . . ?
C22E C1 C004 C28E 174.9(2) . . . . ?
C007 O1 C006 C1IM 43.7(3) 2_655 . . . ?
C007 O1 C006 C004 -133.8(2) 2_655 . . . ?
C1 C004 C006 C1IM -1.9(3) . . . . ?
C28E C004 C006 C1IM 177.8(2) . . . . ?
C1 C004 C006 O1 175.6(2) . . . . ?
C28E C004 C006 O1 -4.6(3) . . . . ?
O1 C006 C1IM C007 -168.9(2) . . . . ?
C004 C006 C1IM C007 8.6(3) . . . . ?
O1 C006 C1IM P001 4.7(3) . . . . ?
C004 C006 C1IM P001 -177.87(18) . . . . ?
C22E C007 C1IM C006 -8.1(3) . . . . ?
O1 C007 C1IM C006 170.2(2) 3_665 . . . ?
C22E C007 C1IM P001 178.30(18) . . . . ?
O1 C007 C1IM P001 -3.4(3) 3_665 . . . ?
C1IM P001 C1IM C006 -134.26(15) 3_665 . . . ?
C1IM P001 C1IM C006 -40.2(2) 2_655 . . . ?
C1IM P001 C1IM C007 39.4(2) 3_665 . . . ?
C1IM P001 C1IM C007 133.47(14) 2_655 . . . ?
C004 C1 C22E C007 5.9(4) . . . . ?
C1IM C007 C22E C1 1.0(4) . . . . ?
O1 C007 C22E C1 -177.4(2) 3_665 . . . ?
C24E C00 C23E C25E 0.1(4) . . . . ?
C23E C00 C24E C26E -1.1(4) . . . . ?
C00 C23E C25E C29E 0.2(4) . . . . ?
C00 C24E C26E C29E 1.6(4) . . . . ?
C23E C25E C29E C26E 0.3(4) . . . . ?
C23E C25E C29E C27E -177.8(2) . . . . ?
C24E C26E C29E C25E -1.3(4) . . . . ?
C24E C26E C29E C27E 176.8(3) . . . . ?

_refine_diff_density_max         0.550
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.071

_shelxl_version_number           2014-3



