# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_compound_rac-1
_database_code_depnum_ccdc_archive 'CCDC 1811243'
_audit_update_record             
;
2017-12-14 deposited with the CCDC.
2018-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          '167 \%C, decomp.'
_chemical_formula_moiety         'C39 H44 P2, C3.50 H4'
_chemical_formula_sum            'C42.50 H48 P2'
_chemical_formula_weight         620.75

#==============================================================================

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   11.005(3)
_cell_length_b                   13.932(3)
_cell_length_c                   13.967(3)
_cell_angle_alpha                111.2151(18)
_cell_angle_beta                 97.790(2)
_cell_angle_gamma                113.0868(12)
_cell_volume                     1737.7(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    5686
_cell_measurement_theta_min      3.1065
_cell_measurement_theta_max      27.4816

_exptl_crystal_description       Prism
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_F_000             666
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.154
_shelx_estimated_absorpt_T_min   0.968
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9582
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?

#==============================================================================

_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_detector       CCD
_diffrn_measurement_device_type  'Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            21401
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.018
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.992

#==============================================================================
# REFINEMENT DATA

_reflns_number_total             7889
_reflns_number_gt                6470
_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.
;

_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)+(0.0596P)²+0.4001P] 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         7889
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.1054
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.763
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.050

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SIR2014 (Giacovazzo et al., 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  
'SHELXL-2014/7 and Yadokari-XG 2009 (Kabuto et al., 2009)'

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.14052(3) 0.81161(3) 0.20885(3) 0.01471(9) Uani 1 1 d . . . . .
P1 P 0.20213(3) 0.90861(3) 0.37238(3) 0.01417(9) Uani 1 1 d . . . . .
C2 C 0.12137(13) 1.00353(11) 0.37558(10) 0.0132(2) Uani 1 1 d . . . . .
C22 C 0.21612(13) 0.71109(10) 0.19387(10) 0.0125(2) Uani 1 1 d . . . . .
C1 C 0.20656(13) 1.11896(11) 0.39953(10) 0.0135(2) Uani 1 1 d . . . . .
C24 C 0.20361(13) 0.53073(11) 0.18678(10) 0.0143(2) Uani 1 1 d . . . . .
H24 H 0.1523 0.4567 0.1848 0.017 Uiso 1 1 calc R U . . .
C5 C 0.00528(13) 1.15508(11) 0.39520(10) 0.0156(3) Uani 1 1 d . . . . .
C23 C 0.13736(13) 0.59810(11) 0.18850(10) 0.0133(2) Uani 1 1 d . . . . .
C26 C 0.41120(13) 0.67111(11) 0.18457(10) 0.0144(2) Uani 1 1 d . . . . .
H26 H 0.5036 0.6948 0.1818 0.017 Uiso 1 1 calc R U . . .
C19 C 0.32997(13) 1.14776(11) 0.23009(10) 0.0153(3) Uani 1 1 d . . . . .
H19 H 0.2314 1.1104 0.2131 0.018 Uiso 1 1 calc R U . . .
C25 C 0.34082(13) 0.56606(11) 0.18778(10) 0.0139(2) Uani 1 1 d . . . . .
C29 C 0.40612(14) 0.48667(11) 0.18661(11) 0.0174(3) Uani 1 1 d . . . . .
C13 C 0.59467(14) 1.25210(11) 0.53837(11) 0.0172(3) Uani 1 1 d . . . . .
H13 H 0.6540 1.2715 0.6061 0.021 Uiso 1 1 calc R U . . .
C3 C -0.02422(13) 0.96220(11) 0.36330(10) 0.0146(2) Uani 1 1 d . . . . .
C4 C -0.07782(13) 1.03755(11) 0.37315(10) 0.0165(3) Uani 1 1 d . . . . .
H4 H -0.1743 1.0099 0.3649 0.020 Uiso 1 1 calc R U . . .
C10 C 0.15008(13) 1.19779(11) 0.41009(10) 0.0146(3) Uani 1 1 d . . . . .
C27 C 0.35281(13) 0.74449(10) 0.18526(10) 0.0125(2) Uani 1 1 d . . . . .
C12 C 0.44875(14) 1.19839(11) 0.51557(11) 0.0165(3) Uani 1 1 d . . . . .
H12 H 0.4110 1.1838 0.5692 0.020 Uiso 1 1 calc R U . . .
C20 C 0.41648(12) 1.18579(10) 0.33560(10) 0.0130(2) Uani 1 1 d . . . . .
C15 C 0.56397(13) 1.24275(10) 0.35959(10) 0.0143(2) Uani 1 1 d . . . . .
C14 C 0.65104(13) 1.27628(11) 0.46310(11) 0.0162(3) Uani 1 1 d . . . . .
H14 H 0.7496 1.3160 0.4804 0.019 Uiso 1 1 calc R U . . .
C11 C 0.35984(13) 1.16669(10) 0.41747(10) 0.0133(2) Uani 1 1 d . . . . .
C6 C -0.05288(15) 1.23116(12) 0.40353(11) 0.0200(3) Uani 1 1 d . . . . .
H6 H -0.1500 1.2027 0.3927 0.024 Uiso 1 1 calc R U . . .
C18 C 0.38718(14) 1.16441(11) 0.15265(11) 0.0175(3) Uani 1 1 d . . . . .
H18 H 0.3280 1.1369 0.0819 0.021 Uiso 1 1 calc R U . . .
C16 C 0.61944(14) 1.26107(11) 0.27806(11) 0.0179(3) Uani 1 1 d . . . . .
H16 H 0.7177 1.3010 0.2940 0.021 Uiso 1 1 calc R U . . .
C9 C 0.23323(14) 1.31733(11) 0.43636(11) 0.0193(3) Uani 1 1 d . . . . .
H9 H 0.3307 1.3479 0.4482 0.023 Uiso 1 1 calc R U . . .
C17 C 0.53337(14) 1.22205(12) 0.17697(11) 0.0199(3) Uani 1 1 d . . . . .
H17 H 0.5721 1.2338 0.1228 0.024 Uiso 1 1 calc R U . . .
C30 C 0.44712(13) 0.85761(11) 0.17858(10) 0.0146(3) Uani 1 1 d . . . . .
C28 C -0.01683(13) 0.54384(11) 0.18658(10) 0.0158(3) Uani 1 1 d . . . . .
C39 C 0.52302(13) 0.96159(11) 0.29301(11) 0.0188(3) Uani 1 1 d . . . . .
H39 H 0.5881 1.0309 0.2887 0.028 Uiso 1 1 calc R U . . .
H39A H 0.5748 0.9423 0.3392 0.028 Uiso 1 1 calc R U . . .
H39B H 0.4545 0.9779 0.3241 0.028 Uiso 1 1 calc R U . . .
C37 C 0.56098(14) 0.84499(12) 0.12962(12) 0.0198(3) Uani 1 1 d . . . . .
H37 H 0.5177 0.7727 0.0611 0.030 Uiso 1 1 calc R U . . .
H37A H 0.6284 0.8420 0.1805 0.030 Uiso 1 1 calc R U . . .
H37B H 0.6092 0.9123 0.1162 0.030 Uiso 1 1 calc R U . . .
C32 C -0.02289(14) 0.59198(12) 0.30284(11) 0.0199(3) Uani 1 1 d . . . . .
H32 H 0.0170 0.6774 0.3345 0.030 Uiso 1 1 calc R U . . .
H32A H 0.0307 0.5720 0.3470 0.030 Uiso 1 1 calc R U . . .
H32B H -0.1202 0.5573 0.3011 0.030 Uiso 1 1 calc R U . . .
C21 C -0.11963(14) 0.83805(11) 0.33968(11) 0.0191(3) Uani 1 1 d . . . . .
H21 H -0.2090 0.8311 0.3488 0.029 Uiso 1 1 calc R U . . .
H21A H -0.0763 0.8177 0.3900 0.029 Uiso 1 1 calc R U . . .
H21B H -0.1356 0.7846 0.2649 0.029 Uiso 1 1 calc R U . . .
C38 C 0.36646(14) 0.88673(12) 0.10460(11) 0.0198(3) Uani 1 1 d . . . . .
H38 H 0.3028 0.9094 0.1377 0.030 Uiso 1 1 calc R U . . .
H38A H 0.3126 0.8177 0.0338 0.030 Uiso 1 1 calc R U . . .
H38B H 0.4325 0.9516 0.0951 0.030 Uiso 1 1 calc R U . . .
C34 C 0.38061(16) 0.44625(13) 0.27385(12) 0.0244(3) Uani 1 1 d . . . . .
H34 H 0.4283 0.4003 0.2761 0.037 Uiso 1 1 calc R U . . .
H34A H 0.2802 0.3978 0.2566 0.037 Uiso 1 1 calc R U . . .
H34B H 0.4170 0.5148 0.3447 0.037 Uiso 1 1 calc R U . . .
C7 C 0.02986(15) 1.34533(12) 0.42708(12) 0.0229(3) Uani 1 1 d . . . . .
H7 H -0.0103 1.3953 0.4315 0.028 Uiso 1 1 calc R U . . .
C8 C 0.17432(15) 1.38909(12) 0.44475(12) 0.0231(3) Uani 1 1 d . . . . .
H8 H 0.2313 1.4689 0.4626 0.028 Uiso 1 1 calc R U . . .
C33 C -0.08400(14) 0.40950(12) 0.14148(13) 0.0245(3) Uani 1 1 d . . . . .
H33 H -0.1837 0.3772 0.1334 0.037 Uiso 1 1 calc R U . . .
H33A H -0.0385 0.3904 0.1918 0.037 Uiso 1 1 calc R U . . .
H33B H -0.0726 0.3756 0.0706 0.037 Uiso 1 1 calc R U . . .
C31 C -0.11090(14) 0.56345(12) 0.11203(11) 0.0210(3) Uani 1 1 d . . . . .
H31 H -0.2083 0.5200 0.1071 0.032 Uiso 1 1 calc R U . . .
H31A H -0.1017 0.5356 0.0395 0.032 Uiso 1 1 calc R U . . .
H31B H -0.0826 0.6472 0.1420 0.032 Uiso 1 1 calc R U . . .
C35 C 0.33793(19) 0.38044(14) 0.07457(13) 0.0329(4) Uani 1 1 d . . . . .
H35 H 0.3551 0.4067 0.0191 0.049 Uiso 1 1 calc R U . . .
H35A H 0.2371 0.3383 0.0605 0.049 Uiso 1 1 calc R U . . .
H35B H 0.3778 0.3282 0.0722 0.049 Uiso 1 1 calc R U . . .
C36 C 0.56373(16) 0.54893(15) 0.20955(17) 0.0363(4) Uani 1 1 d . . . . .
H36 H 0.6014 0.4966 0.2127 0.054 Uiso 1 1 calc R U . . .
H36A H 0.6075 0.6200 0.2792 0.054 Uiso 1 1 calc R U . . .
H36B H 0.5834 0.5701 0.1515 0.054 Uiso 1 1 calc R U . . .
C40 C 0.0262(3) 0.9595(2) -0.04025(18) 0.0253(6) Uiso 0.5 1 d G . P A -1
C41 C 0.0270(2) 1.05631(19) -0.04830(16) 0.0238(10) Uiso 0.5 1 d G . P A -1
H40 H 0.0581 1.0760 -0.1021 0.029 Uiso 0.5 1 calc R U P A -1
C42 C -0.0177(3) 1.12424(17) 0.0223(2) 0.0358(7) Uiso 0.5 1 d G . P A -1
H41 H -0.0172 1.1904 0.0168 0.043 Uiso 0.5 1 calc R U P A -1
C43 C -0.0632(3) 1.0954(2) 0.1010(2) 0.056(2) Uiso 0.5 1 d G . P A -1
H42 H -0.0938 1.1418 0.1493 0.067 Uiso 0.5 1 calc R U P A -1
C44 C -0.0641(3) 0.9986(2) 0.10909(18) 0.0388(8) Uiso 0.5 1 d G . P A -1
H43 H -0.0952 0.9788 0.1629 0.047 Uiso 0.5 1 calc R U P A -1
C45 C -0.0194(3) 0.93064(18) 0.03845(19) 0.0308(11) Uiso 0.5 1 d G . P A -1
H44 H -0.0199 0.8645 0.0440 0.037 Uiso 0.5 1 calc R U P A -1
C46 C 0.0708(4) 0.8876(4) -0.1149(4) 0.0356(11) Uiso 0.5 1 d . . P A -1
H45 H -0.0111 0.8141 -0.1685 0.053 Uiso 0.5 1 calc R U P A -1
H46 H 0.1328 0.8705 -0.0745 0.053 Uiso 0.5 1 calc R U P A -1
H47 H 0.1208 0.9297 -0.1521 0.053 Uiso 0.5 1 calc R U P A -1


#==============================================================================

# MOLECULAR GEOMETRY

_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 C22 1.8565(13) . ?
P2 P1 2.0323(6) . ?
P1 C2 1.8523(13) . ?
C2 C1 1.3857(17) . ?
C2 C3 1.4347(17) . ?
C22 C27 1.4263(17) . ?
C22 C23 1.4359(17) . ?
C1 C10 1.4343(17) . ?
C1 C11 1.4952(17) . ?
C24 C25 1.3888(17) . ?
C24 C23 1.3923(17) . ?
C5 C4 1.4130(18) . ?
C5 C6 1.4176(18) . ?
C5 C10 1.4191(18) . ?
C23 C28 1.5551(17) . ?
C26 C25 1.3828(17) . ?
C26 C27 1.4029(17) . ?
C19 C18 1.3682(18) . ?
C19 C20 1.4205(18) . ?
C25 C29 1.5341(17) . ?
C29 C36 1.527(2) . ?
C29 C35 1.529(2) . ?
C29 C34 1.5318(18) . ?
C13 C14 1.3685(18) . ?
C13 C12 1.4094(19) . ?
C3 C4 1.3682(17) . ?
C3 C21 1.5074(17) . ?
C10 C9 1.4204(18) . ?
C27 C30 1.5555(16) . ?
C12 C11 1.3746(18) . ?
C20 C15 1.4235(17) . ?
C20 C11 1.4320(17) . ?
C15 C16 1.4181(18) . ?
C15 C14 1.4181(18) . ?
C6 C7 1.368(2) . ?
C18 C17 1.4106(19) . ?
C16 C17 1.365(2) . ?
C9 C8 1.3703(19) . ?
C30 C38 1.5354(18) . ?
C30 C39 1.5377(18) . ?
C30 C37 1.5448(17) . ?
C28 C31 1.5382(18) . ?
C28 C32 1.5387(18) . ?
C28 C33 1.5433(18) . ?
C7 C8 1.409(2) . ?
C40 C41 1.3900 . ?
C40 C45 1.3900 . ?
C40 C46 1.449(5) . ?
C41 C42 1.3900 . ?
C42 C43 1.3900 . ?
C43 C44 1.3900 . ?
C44 C45 1.3900 . ?

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
C22 P2 P1 103.07(4) . . ?
C2 P1 P2 98.59(4) . . ?
C1 C2 C3 120.18(11) . . ?
C1 C2 P1 118.66(9) . . ?
C3 C2 P1 120.92(9) . . ?
C27 C22 C23 119.08(11) . . ?
C27 C22 P2 120.14(9) . . ?
C23 C22 P2 120.76(9) . . ?
C2 C1 C10 120.59(11) . . ?
C2 C1 C11 121.81(11) . . ?
C10 C1 C11 117.59(11) . . ?
C25 C24 C23 123.46(11) . . ?
C4 C5 C6 121.35(12) . . ?
C4 C5 C10 119.17(11) . . ?
C6 C5 C10 119.48(12) . . ?
C24 C23 C22 118.17(11) . . ?
C24 C23 C28 116.14(11) . . ?
C22 C23 C28 125.68(11) . . ?
C25 C26 C27 123.23(12) . . ?
C18 C19 C20 120.68(12) . . ?
C26 C25 C24 117.32(11) . . ?
C26 C25 C29 122.54(11) . . ?
C24 C25 C29 120.06(11) . . ?
C36 C29 C35 109.05(13) . . ?
C36 C29 C34 107.36(12) . . ?
C35 C29 C34 109.80(12) . . ?
C36 C29 C25 112.48(11) . . ?
C35 C29 C25 108.15(11) . . ?
C34 C29 C25 109.98(10) . . ?
C14 C13 C12 120.09(12) . . ?
C4 C3 C2 119.05(11) . . ?
C4 C3 C21 119.17(11) . . ?
C2 C3 C21 121.77(11) . . ?
C3 C4 C5 122.31(12) . . ?
C5 C10 C9 118.50(11) . . ?
C5 C10 C1 118.66(11) . . ?
C9 C10 C1 122.82(12) . . ?
C26 C27 C22 118.26(11) . . ?
C26 C27 C30 115.63(11) . . ?
C22 C27 C30 126.10(11) . . ?
C11 C12 C13 121.44(12) . . ?
C19 C20 C15 118.70(11) . . ?
C19 C20 C11 122.04(11) . . ?
C15 C20 C11 119.24(11) . . ?
C16 C15 C14 121.90(12) . . ?
C16 C15 C20 118.98(12) . . ?
C14 C15 C20 119.09(11) . . ?
C13 C14 C15 120.74(12) . . ?
C12 C11 C20 119.28(11) . . ?
C12 C11 C1 119.89(11) . . ?
C20 C11 C1 120.75(11) . . ?
C7 C6 C5 120.46(13) . . ?
C19 C18 C17 120.51(12) . . ?
C17 C16 C15 120.85(12) . . ?
C8 C9 C10 120.71(13) . . ?
C16 C17 C18 120.25(12) . . ?
C38 C30 C39 110.26(11) . . ?
C38 C30 C37 104.90(11) . . ?
C39 C30 C37 106.86(11) . . ?
C38 C30 C27 113.05(10) . . ?
C39 C30 C27 110.01(10) . . ?
C37 C30 C27 111.50(10) . . ?
C31 C28 C32 111.01(11) . . ?
C31 C28 C33 104.80(11) . . ?
C32 C28 C33 106.48(11) . . ?
C31 C28 C23 112.82(10) . . ?
C32 C28 C23 109.86(10) . . ?
C33 C28 C23 111.61(10) . . ?
C6 C7 C8 120.33(12) . . ?
C9 C8 C7 120.48(13) . . ?
C41 C40 C45 120.0 . . ?
C41 C40 C46 120.0(2) . . ?
C45 C40 C46 119.9(2) . . ?
C42 C41 C40 120.0 . . ?
C43 C42 C41 120.0 . . ?
C42 C43 C44 120.0 . . ?
C45 C44 C43 120.0 . . ?
C44 C45 C40 120.0 . . ?

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
P2 P1 C2 C1 -105.02(10) . . . . ?
P2 P1 C2 C3 80.54(10) . . . . ?
P1 P2 C22 C27 -89.96(10) . . . . ?
P1 P2 C22 C23 91.36(10) . . . . ?
C3 C2 C1 C10 -1.31(18) . . . . ?
P1 C2 C1 C10 -175.79(9) . . . . ?
C3 C2 C1 C11 177.43(11) . . . . ?
P1 C2 C1 C11 2.95(16) . . . . ?
C25 C24 C23 C22 -1.34(18) . . . . ?
C25 C24 C23 C28 179.79(11) . . . . ?
C27 C22 C23 C24 6.79(17) . . . . ?
P2 C22 C23 C24 -174.51(9) . . . . ?
C27 C22 C23 C28 -174.45(11) . . . . ?
P2 C22 C23 C28 4.24(17) . . . . ?
C27 C26 C25 C24 2.92(19) . . . . ?
C27 C26 C25 C29 179.80(12) . . . . ?
C23 C24 C25 C26 -3.50(19) . . . . ?
C23 C24 C25 C29 179.54(11) . . . . ?
C26 C25 C29 C36 14.08(18) . . . . ?
C24 C25 C29 C36 -169.12(13) . . . . ?
C26 C25 C29 C35 -106.41(15) . . . . ?
C24 C25 C29 C35 70.39(15) . . . . ?
C26 C25 C29 C34 133.69(13) . . . . ?
C24 C25 C29 C34 -49.51(16) . . . . ?
C1 C2 C3 C4 1.46(18) . . . . ?
P1 C2 C3 C4 175.81(10) . . . . ?
C1 C2 C3 C21 -178.64(11) . . . . ?
P1 C2 C3 C21 -4.28(17) . . . . ?
C2 C3 C4 C5 -0.08(19) . . . . ?
C21 C3 C4 C5 -179.99(12) . . . . ?
C6 C5 C4 C3 179.08(12) . . . . ?
C10 C5 C4 C3 -1.41(19) . . . . ?
C4 C5 C10 C9 -177.60(12) . . . . ?
C6 C5 C10 C9 1.92(18) . . . . ?
C4 C5 C10 C1 1.53(18) . . . . ?
C6 C5 C10 C1 -178.95(12) . . . . ?
C2 C1 C10 C5 -0.19(18) . . . . ?
C11 C1 C10 C5 -178.99(11) . . . . ?
C2 C1 C10 C9 178.89(12) . . . . ?
C11 C1 C10 C9 0.10(18) . . . . ?
C25 C26 C27 C22 2.47(19) . . . . ?
C25 C26 C27 C30 -178.66(11) . . . . ?
C23 C22 C27 C26 -7.32(17) . . . . ?
P2 C22 C27 C26 173.97(9) . . . . ?
C23 C22 C27 C30 173.94(11) . . . . ?
P2 C22 C27 C30 -4.77(17) . . . . ?
C14 C13 C12 C11 1.51(19) . . . . ?
C18 C19 C20 C15 0.67(17) . . . . ?
C18 C19 C20 C11 -178.18(11) . . . . ?
C19 C20 C15 C16 0.90(17) . . . . ?
C11 C20 C15 C16 179.79(11) . . . . ?
C19 C20 C15 C14 -177.18(11) . . . . ?
C11 C20 C15 C14 1.70(17) . . . . ?
C12 C13 C14 C15 -3.10(19) . . . . ?
C16 C15 C14 C13 -176.55(12) . . . . ?
C20 C15 C14 C13 1.47(18) . . . . ?
C13 C12 C11 C20 1.69(18) . . . . ?
C13 C12 C11 C1 -174.99(11) . . . . ?
C19 C20 C11 C12 175.60(11) . . . . ?
C15 C20 C11 C12 -3.25(17) . . . . ?
C19 C20 C11 C1 -7.75(17) . . . . ?
C15 C20 C11 C1 173.40(11) . . . . ?
C2 C1 C11 C12 -79.21(16) . . . . ?
C10 C1 C11 C12 99.57(14) . . . . ?
C2 C1 C11 C20 104.17(14) . . . . ?
C10 C1 C11 C20 -77.06(15) . . . . ?
C4 C5 C6 C7 178.69(13) . . . . ?
C10 C5 C6 C7 -0.8(2) . . . . ?
C20 C19 C18 C17 -1.41(18) . . . . ?
C14 C15 C16 C17 176.23(12) . . . . ?
C20 C15 C16 C17 -1.79(18) . . . . ?
C5 C10 C9 C8 -1.41(19) . . . . ?
C1 C10 C9 C8 179.50(12) . . . . ?
C15 C16 C17 C18 1.1(2) . . . . ?
C19 C18 C17 C16 0.52(19) . . . . ?
C26 C27 C30 C38 139.59(12) . . . . ?
C22 C27 C30 C38 -41.64(17) . . . . ?
C26 C27 C30 C39 -96.68(13) . . . . ?
C22 C27 C30 C39 82.09(15) . . . . ?
C26 C27 C30 C37 21.70(15) . . . . ?
C22 C27 C30 C37 -159.54(12) . . . . ?
C24 C23 C28 C31 -138.70(12) . . . . ?
C22 C23 C28 C31 42.53(16) . . . . ?
C24 C23 C28 C32 96.87(13) . . . . ?
C22 C23 C28 C32 -81.91(15) . . . . ?
C24 C23 C28 C33 -21.01(16) . . . . ?
C22 C23 C28 C33 160.22(12) . . . . ?
C5 C6 C7 C8 -0.8(2) . . . . ?
C10 C9 C8 C7 -0.2(2) . . . . ?
C6 C7 C8 C9 1.4(2) . . . . ?
C45 C40 C41 C42 0.0 . . . . ?
C46 C40 C41 C42 179.1(3) . . . . ?
C40 C41 C42 C43 0.0 . . . . ?
C41 C42 C43 C44 0.0 . . . . ?
C42 C43 C44 C45 0.0 . . . . ?
C43 C44 C45 C40 0.0 . . . . ?
C41 C40 C45 C44 0.0 . . . . ?
C46 C40 C45 C44 -179.1(3) . . . . ?

#==============================================================================


#==============================================================================
#     End of CIF
#==============================================================================

_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_compound_S-1
_database_code_depnum_ccdc_archive 'CCDC 1811244'
_audit_update_record             
;
2017-12-14 deposited with the CCDC.
2018-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          '179 \%C, decomp.'
_chemical_formula_moiety         'C39 H44 P2'
_chemical_formula_sum            'C39 H44 P2'
_chemical_formula_weight         574.68

#==============================================================================

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 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+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.8360(5)
_cell_length_b                   10.5827(4)
_cell_length_c                   30.5320(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3178.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    9299
_cell_measurement_theta_min      3.1266
_cell_measurement_theta_max      27.4739

_exptl_crystal_description       Prism
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.163
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9283
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?

#==============================================================================

_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_detector       CCD
_diffrn_measurement_device_type  'Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            43278
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         3.127
_diffrn_reflns_theta_max         27.469
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995

#==============================================================================
# REFINEMENT DATA

_reflns_number_total             7236
_reflns_number_gt                7097
_reflns_threshold_expression     'I > 2σ(I)'
_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.
;

_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)+(0.0320P)²+1.0480P] 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 2933 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_reflns_Friedel_coverage         0.777
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.997
_refine_ls_abs_structure_Flack   0.02(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7236
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0727
_refine_ls_wR_factor_gt          0.0720
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.038

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SIR2014 (Giacovazzo et al., 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  
'SHELXL-2014/7 and Yadokari-XG 2009 (Kabuto et al., 2009)'

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.82040(5) 0.92718(5) 0.13776(2) 0.01435(11) Uani 1 1 d . . . . .
P1 P 0.98385(5) 0.93404(5) 0.09696(2) 0.01445(11) Uani 1 1 d . . . . .
C24 C 0.59474(19) 1.08276(19) 0.03737(6) 0.0149(4) Uani 1 1 d . . . . .
H24 H 0.5552 1.0544 0.0107 0.018 Uiso 1 1 calc R U . . .
C10 C 1.3145(2) 0.81092(18) 0.17000(6) 0.0149(4) Uani 1 1 d . . . . .
C20 C 1.16752(18) 1.07378(18) 0.20091(6) 0.0127(3) Uani 1 1 d . . . . .
C23 C 0.6392(2) 0.99214(18) 0.06775(6) 0.0134(4) Uani 1 1 d . . . . .
C2 C 1.10883(19) 0.83134(18) 0.12517(6) 0.0129(4) Uani 1 1 d . . . . .
C27 C 0.70162(19) 1.16567(18) 0.11702(6) 0.0137(4) Uani 1 1 d . . . . .
C4 C 1.2169(2) 0.62691(18) 0.13341(7) 0.0164(4) Uani 1 1 d . . . . .
H4 H 1.2204 0.5392 0.1268 0.020 Uiso 1 1 calc R U . . .
C22 C 0.70691(18) 1.03482(17) 0.10614(6) 0.0122(4) Uani 1 1 d . . . . .
C11 C 1.21433(19) 1.02548(18) 0.15963(6) 0.0135(4) Uani 1 1 d . . . . .
C15 C 1.1873(2) 1.20402(18) 0.21057(6) 0.0138(4) Uani 1 1 d . . . . .
C8 C 1.5174(2) 0.7885(2) 0.21456(7) 0.0211(4) Uani 1 1 d . . . . .
H8 H 1.5840 0.8248 0.2333 0.025 Uiso 1 1 calc R U . . .
C3 C 1.1129(2) 0.69794(18) 0.11623(6) 0.0145(4) Uani 1 1 d . . . . .
C18 C 1.0537(2) 1.04731(19) 0.27072(7) 0.0194(4) Uani 1 1 d . . . . .
H18 H 1.0065 0.9951 0.2910 0.023 Uiso 1 1 calc R U . . .
C19 C 1.1003(2) 0.99713(18) 0.23216(7) 0.0155(4) Uani 1 1 d . . . . .
H19 H 1.0874 0.9098 0.2263 0.019 Uiso 1 1 calc R U . . .
C12 C 1.2740(2) 1.10543(19) 0.13000(7) 0.0177(4) Uani 1 1 d . . . . .
H12 H 1.3041 1.0732 0.1026 0.021 Uiso 1 1 calc R U . . .
C35 C 0.4385(2) 1.3841(2) 0.02691(8) 0.0237(5) Uani 1 1 d . . . . .
H35 H 0.4619 1.4289 0.0540 0.036 Uiso 1 1 calc R U . . .
H35A H 0.3643 1.3247 0.0327 0.036 Uiso 1 1 calc R U . . .
H35B H 0.4098 1.4453 0.0047 0.036 Uiso 1 1 calc R U . . .
C1 C 1.2088(2) 0.88626(18) 0.15105(6) 0.0133(4) Uani 1 1 d . . . . .
C5 C 1.3192(2) 0.67950(18) 0.16062(6) 0.0158(4) Uani 1 1 d . . . . .
C36 C 0.6806(2) 1.40674(19) 0.00320(7) 0.0221(4) Uani 1 1 d . . . . .
H36 H 0.7600 1.3629 -0.0089 0.033 Uiso 1 1 calc R U . . .
H36A H 0.7049 1.4455 0.0313 0.033 Uiso 1 1 calc R U . . .
H36B H 0.6510 1.4725 -0.0173 0.033 Uiso 1 1 calc R U . . .
C14 C 1.2501(2) 1.28293(18) 0.17899(7) 0.0169(4) Uani 1 1 d . . . . .
H14 H 1.2635 1.3699 0.1853 0.020 Uiso 1 1 calc R U . . .
C16 C 1.1414(2) 1.25212(19) 0.25124(7) 0.0171(4) Uani 1 1 d . . . . .
H16 H 1.1566 1.3384 0.2583 0.021 Uiso 1 1 calc R U . . .
C21 C 1.0031(2) 0.63524(18) 0.08958(7) 0.0197(4) Uani 1 1 d . . . . .
H21 H 0.9201 0.6284 0.1072 0.030 Uiso 1 1 calc R U . . .
H21A H 1.0332 0.5506 0.0808 0.030 Uiso 1 1 calc R U . . .
H21B H 0.9846 0.6859 0.0634 0.030 Uiso 1 1 calc R U . . .
C6 C 1.4261(2) 0.6058(2) 0.17826(7) 0.0208(4) Uani 1 1 d . . . . .
H6 H 1.4306 0.5182 0.1716 0.025 Uiso 1 1 calc R U . . .
C25 C 0.60596(19) 1.21166(19) 0.04445(6) 0.0147(4) Uani 1 1 d . . . . .
C13 C 1.2914(2) 1.23534(19) 0.13961(7) 0.0200(4) Uani 1 1 d . . . . .
H13 H 1.3321 1.2896 0.1186 0.024 Uiso 1 1 calc R U . . .
C17 C 1.0754(2) 1.1760(2) 0.28055(7) 0.0186(4) Uani 1 1 d . . . . .
H17 H 1.0441 1.2098 0.3075 0.022 Uiso 1 1 calc R U . . .
C26 C 0.6527(2) 1.24948(18) 0.08554(6) 0.0163(4) Uani 1 1 d . . . . .
H26 H 0.6512 1.3370 0.0924 0.020 Uiso 1 1 calc R U . . .
C30 C 0.7487(2) 1.22329(19) 0.16119(7) 0.0201(4) Uani 1 1 d . . . . .
C31 C 0.6202(2) 0.75839(19) 0.09384(7) 0.0200(4) Uani 1 1 d . . . . .
H31 H 0.7168 0.7442 0.0999 0.030 Uiso 1 1 calc R U . . .
H31A H 0.5773 0.6782 0.0857 0.030 Uiso 1 1 calc R U . . .
H31B H 0.5758 0.7924 0.1200 0.030 Uiso 1 1 calc R U . . .
C32 C 0.6953(2) 0.8101(2) 0.01760(7) 0.0215(4) Uani 1 1 d . . . . .
H32 H 0.6696 0.7242 0.0089 0.032 Uiso 1 1 calc R U . . .
H32A H 0.7909 0.8110 0.0266 0.032 Uiso 1 1 calc R U . . .
H32B H 0.6826 0.8676 -0.0072 0.032 Uiso 1 1 calc R U . . .
C9 C 1.4168(2) 0.86313(19) 0.19741(7) 0.0180(4) Uani 1 1 d . . . . .
H9 H 1.4154 0.9509 0.2039 0.022 Uiso 1 1 calc R U . . .
C28 C 0.6056(2) 0.85298(18) 0.05601(6) 0.0153(4) Uani 1 1 d . . . . .
C34 C 0.5304(2) 1.2513(2) -0.03437(7) 0.0216(4) Uani 1 1 d . . . . .
H34 H 0.4536 1.1930 -0.0311 0.032 Uiso 1 1 calc R U . . .
H34A H 0.6098 1.2048 -0.0452 0.032 Uiso 1 1 calc R U . . .
H34B H 0.5064 1.3178 -0.0553 0.032 Uiso 1 1 calc R U . . .
C29 C 0.5639(2) 1.31100(19) 0.01024(7) 0.0178(4) Uani 1 1 d . . . . .
C37 C 0.6690(2) 1.3444(2) 0.17188(7) 0.0257(5) Uani 1 1 d . . . . .
H37 H 0.6928 1.4105 0.1508 0.039 Uiso 1 1 calc R U . . .
H37A H 0.6921 1.3728 0.2015 0.039 Uiso 1 1 calc R U . . .
H37B H 0.5712 1.3272 0.1702 0.039 Uiso 1 1 calc R U . . .
C7 C 1.5233(2) 0.6584(2) 0.20473(7) 0.0226(4) Uani 1 1 d . . . . .
H7 H 1.5941 0.6075 0.2164 0.027 Uiso 1 1 calc R U . . .
C33 C 0.4540(2) 0.8452(2) 0.04260(7) 0.0204(4) Uani 1 1 d . . . . .
H33 H 0.4311 0.7577 0.0352 0.031 Uiso 1 1 calc R U . . .
H33A H 0.4381 0.8995 0.0171 0.031 Uiso 1 1 calc R U . . .
H33B H 0.3971 0.8735 0.0670 0.031 Uiso 1 1 calc R U . . .
C39 C 0.8989(3) 1.2595(3) 0.15749(10) 0.0412(7) Uani 1 1 d . . . . .
H39 H 0.9524 1.1844 0.1501 0.062 Uiso 1 1 calc R U . . .
H39A H 0.9303 1.2938 0.1855 0.062 Uiso 1 1 calc R U . . .
H39B H 0.9100 1.3233 0.1345 0.062 Uiso 1 1 calc R U . . .
C38 C 0.7279(4) 1.1358(3) 0.20021(8) 0.0536(10) Uani 1 1 d . . . . .
H38 H 0.7410 1.1834 0.2274 0.080 Uiso 1 1 calc R U . . .
H38A H 0.7938 1.0665 0.1989 0.080 Uiso 1 1 calc R U . . .
H38B H 0.6355 1.1013 0.1995 0.080 Uiso 1 1 calc R U . . .


#==============================================================================

# MOLECULAR GEOMETRY

_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 C22 1.8643(19) . ?
P2 P1 2.0351(7) . ?
P1 C2 1.853(2) . ?
C24 C25 1.386(3) . ?
C24 C23 1.404(3) . ?
C10 C9 1.420(3) . ?
C10 C5 1.421(3) . ?
C10 C1 1.433(3) . ?
C20 C19 1.416(3) . ?
C20 C15 1.423(3) . ?
C20 C11 1.436(3) . ?
C23 C22 1.422(3) . ?
C23 C28 1.551(3) . ?
C2 C1 1.389(3) . ?
C2 C3 1.438(3) . ?
C27 C26 1.394(3) . ?
C27 C22 1.425(3) . ?
C27 C30 1.551(3) . ?
C4 C3 1.374(3) . ?
C4 C5 1.419(3) . ?
C11 C12 1.371(3) . ?
C11 C1 1.497(3) . ?
C15 C16 1.416(3) . ?
C15 C14 1.417(3) . ?
C8 C9 1.370(3) . ?
C8 C7 1.411(3) . ?
C3 C21 1.506(3) . ?
C18 C19 1.370(3) . ?
C18 C17 1.410(3) . ?
C12 C13 1.416(3) . ?
C35 C29 1.542(3) . ?
C5 C6 1.416(3) . ?
C36 C29 1.546(3) . ?
C14 C13 1.365(3) . ?
C16 C17 1.368(3) . ?
C6 C7 1.369(3) . ?
C25 C26 1.395(3) . ?
C25 C29 1.538(3) . ?
C30 C38 1.522(3) . ?
C30 C39 1.530(3) . ?
C30 C37 1.538(3) . ?
C31 C28 1.535(3) . ?
C32 C28 1.536(3) . ?
C28 C33 1.549(3) . ?
C34 C29 1.538(3) . ?

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
C22 P2 P1 97.72(6) . . ?
C2 P1 P2 102.64(6) . . ?
C25 C24 C23 122.99(18) . . ?
C9 C10 C5 118.49(18) . . ?
C9 C10 C1 122.38(18) . . ?
C5 C10 C1 119.12(18) . . ?
C19 C20 C15 118.62(17) . . ?
C19 C20 C11 122.50(18) . . ?
C15 C20 C11 118.88(17) . . ?
C24 C23 C22 118.27(17) . . ?
C24 C23 C28 115.42(16) . . ?
C22 C23 C28 126.29(16) . . ?
C1 C2 C3 119.94(17) . . ?
C1 C2 P1 119.25(15) . . ?
C3 C2 P1 120.39(14) . . ?
C26 C27 C22 118.05(17) . . ?
C26 C27 C30 116.91(17) . . ?
C22 C27 C30 125.03(17) . . ?
C3 C4 C5 122.48(18) . . ?
C23 C22 C27 118.94(16) . . ?
C23 C22 P2 120.88(14) . . ?
C27 C22 P2 119.67(14) . . ?
C12 C11 C20 119.80(18) . . ?
C12 C11 C1 120.50(18) . . ?
C20 C11 C1 119.48(17) . . ?
C16 C15 C14 121.59(18) . . ?
C16 C15 C20 119.10(17) . . ?
C14 C15 C20 119.29(17) . . ?
C9 C8 C7 120.7(2) . . ?
C4 C3 C2 119.03(18) . . ?
C4 C3 C21 119.94(17) . . ?
C2 C3 C21 121.01(17) . . ?
C19 C18 C17 120.41(19) . . ?
C18 C19 C20 120.87(18) . . ?
C11 C12 C13 120.95(19) . . ?
C2 C1 C10 120.72(18) . . ?
C2 C1 C11 122.49(17) . . ?
C10 C1 C11 116.77(17) . . ?
C6 C5 C4 122.26(18) . . ?
C6 C5 C10 119.09(19) . . ?
C4 C5 C10 118.65(18) . . ?
C13 C14 C15 120.77(18) . . ?
C17 C16 C15 120.87(19) . . ?
C7 C6 C5 121.30(19) . . ?
C24 C25 C26 116.68(17) . . ?
C24 C25 C29 123.06(18) . . ?
C26 C25 C29 120.20(17) . . ?
C14 C13 C12 120.29(19) . . ?
C16 C17 C18 120.09(19) . . ?
C27 C26 C25 123.48(18) . . ?
C38 C30 C39 109.8(2) . . ?
C38 C30 C37 105.8(2) . . ?
C39 C30 C37 107.41(19) . . ?
C38 C30 C27 113.67(19) . . ?
C39 C30 C27 108.79(19) . . ?
C37 C30 C27 111.13(17) . . ?
C8 C9 C10 120.84(19) . . ?
C31 C28 C32 109.16(17) . . ?
C31 C28 C33 104.71(16) . . ?
C32 C28 C33 109.59(17) . . ?
C31 C28 C23 115.17(16) . . ?
C32 C28 C23 109.57(16) . . ?
C33 C28 C23 108.46(16) . . ?
C34 C29 C25 112.21(17) . . ?
C34 C29 C35 109.09(17) . . ?
C25 C29 C35 109.50(17) . . ?
C34 C29 C36 107.78(17) . . ?
C25 C29 C36 110.03(16) . . ?
C35 C29 C36 108.12(17) . . ?
C6 C7 C8 119.57(19) . . ?

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
C25 C24 C23 C22 -4.3(3) . . . . ?
C25 C24 C23 C28 174.40(18) . . . . ?
P2 P1 C2 C1 -98.03(15) . . . . ?
P2 P1 C2 C3 89.47(15) . . . . ?
C24 C23 C22 C27 13.3(3) . . . . ?
C28 C23 C22 C27 -165.28(18) . . . . ?
C24 C23 C22 P2 -158.42(15) . . . . ?
C28 C23 C22 P2 23.0(3) . . . . ?
C26 C27 C22 C23 -11.9(3) . . . . ?
C30 C27 C22 C23 169.21(18) . . . . ?
C26 C27 C22 P2 159.85(15) . . . . ?
C30 C27 C22 P2 -19.0(3) . . . . ?
P1 P2 C22 C23 76.94(15) . . . . ?
P1 P2 C22 C27 -94.69(15) . . . . ?
C19 C20 C11 C12 177.47(19) . . . . ?
C15 C20 C11 C12 -1.5(3) . . . . ?
C19 C20 C11 C1 -8.0(3) . . . . ?
C15 C20 C11 C1 173.04(17) . . . . ?
C19 C20 C15 C16 1.0(3) . . . . ?
C11 C20 C15 C16 -179.96(17) . . . . ?
C19 C20 C15 C14 -177.79(18) . . . . ?
C11 C20 C15 C14 1.2(3) . . . . ?
C5 C4 C3 C2 1.6(3) . . . . ?
C5 C4 C3 C21 -176.68(18) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
P1 C2 C3 C4 172.05(15) . . . . ?
C1 C2 C3 C21 177.85(18) . . . . ?
P1 C2 C3 C21 -9.7(3) . . . . ?
C17 C18 C19 C20 -1.8(3) . . . . ?
C15 C20 C19 C18 0.8(3) . . . . ?
C11 C20 C19 C18 -178.19(18) . . . . ?
C20 C11 C12 C13 0.5(3) . . . . ?
C1 C11 C12 C13 -173.93(18) . . . . ?
C3 C2 C1 C10 -1.6(3) . . . . ?
P1 C2 C1 C10 -174.14(14) . . . . ?
C3 C2 C1 C11 176.76(18) . . . . ?
P1 C2 C1 C11 4.2(3) . . . . ?
C9 C10 C1 C2 -178.60(18) . . . . ?
C5 C10 C1 C2 2.4(3) . . . . ?
C9 C10 C1 C11 3.0(3) . . . . ?
C5 C10 C1 C11 -176.02(17) . . . . ?
C12 C11 C1 C2 -83.2(3) . . . . ?
C20 C11 C1 C2 102.4(2) . . . . ?
C12 C11 C1 C10 95.3(2) . . . . ?
C20 C11 C1 C10 -79.2(2) . . . . ?
C3 C4 C5 C6 179.95(19) . . . . ?
C3 C4 C5 C10 -0.8(3) . . . . ?
C9 C10 C5 C6 -1.0(3) . . . . ?
C1 C10 C5 C6 178.06(18) . . . . ?
C9 C10 C5 C4 179.73(18) . . . . ?
C1 C10 C5 C4 -1.3(3) . . . . ?
C16 C15 C14 C13 -178.78(19) . . . . ?
C20 C15 C14 C13 0.0(3) . . . . ?
C14 C15 C16 C17 176.95(19) . . . . ?
C20 C15 C16 C17 -1.8(3) . . . . ?
C4 C5 C6 C7 -179.5(2) . . . . ?
C10 C5 C6 C7 1.2(3) . . . . ?
C23 C24 C25 C26 -5.8(3) . . . . ?
C23 C24 C25 C29 176.83(18) . . . . ?
C15 C14 C13 C12 -1.0(3) . . . . ?
C11 C12 C13 C14 0.7(3) . . . . ?
C15 C16 C17 C18 0.8(3) . . . . ?
C19 C18 C17 C16 1.0(3) . . . . ?
C22 C27 C26 C25 1.5(3) . . . . ?
C30 C27 C26 C25 -179.51(19) . . . . ?
C24 C25 C26 C27 7.3(3) . . . . ?
C29 C25 C26 C27 -175.30(18) . . . . ?
C26 C27 C30 C38 148.8(2) . . . . ?
C22 C27 C30 C38 -32.3(3) . . . . ?
C26 C27 C30 C39 -88.4(2) . . . . ?
C22 C27 C30 C39 90.4(2) . . . . ?
C26 C27 C30 C37 29.6(3) . . . . ?
C22 C27 C30 C37 -151.5(2) . . . . ?
C7 C8 C9 C10 1.2(3) . . . . ?
C5 C10 C9 C8 -0.2(3) . . . . ?
C1 C10 C9 C8 -179.18(19) . . . . ?
C24 C23 C28 C31 -164.82(17) . . . . ?
C22 C23 C28 C31 13.8(3) . . . . ?
C24 C23 C28 C32 71.7(2) . . . . ?
C22 C23 C28 C32 -109.7(2) . . . . ?
C24 C23 C28 C33 -47.9(2) . . . . ?
C22 C23 C28 C33 130.7(2) . . . . ?
C24 C25 C29 C34 -9.0(3) . . . . ?
C26 C25 C29 C34 173.75(19) . . . . ?
C24 C25 C29 C35 112.3(2) . . . . ?
C26 C25 C29 C35 -65.0(2) . . . . ?
C24 C25 C29 C36 -129.0(2) . . . . ?
C26 C25 C29 C36 53.7(3) . . . . ?
C5 C6 C7 C8 -0.3(3) . . . . ?
C9 C8 C7 C6 -0.9(3) . . . . ?

#==============================================================================


#==============================================================================
#     End of CIF
#==============================================================================


_chemical_properties_physical    Air-sensitive,Moisture-sensitive
