# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1844659'
_audit_update_record             
;
2018-07-23 deposited with the CCDC.
2018-07-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT340_shelx               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01011 Ang.
RESPONSE: Low Bond Precision on C-C Bonds is due to the disorder in the structure
;
_vrf_PLAT915_shelx               
;
PROBLEM: No Flack x Check Done: Low Friedel Pair Coverage         26 %
RESPONSE: The Flack parameter is determined with a large error due to the presence of disorder
;
# Added during the CSD deposition process: Monday 23 July 2018 09:13 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
2,3,4,5-tetraphenyl-1-(1R,2S,5R)-menthyl)oxymethyl-1-phosphacyclopentadiene-2,4
_chemical_name_common            ?
_chemical_formula_moiety         'C39 H41 O P'
_chemical_formula_sum            'C39 H41 O P'
_chemical_melting_point          298
_chemical_formula_weight         556.69

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_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.
;

_cell_length_a                   12.340(10)
_cell_length_b                   5.501(5)
_cell_length_c                   23.97(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.693(13)
_cell_angle_gamma                90
_cell_volume                     1624(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    704
_cell_measurement_theta_min      3.62
_cell_measurement_theta_max      18.16
_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_F_000             596
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.113
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.942
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_process_details   SADABS

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11580
_diffrn_reflns_av_unetI/netI     0.1302
_diffrn_reflns_av_R_equivalents  0.1396
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.296
_diffrn_reflns_theta_max         24.984
_diffrn_reflns_theta_full        24.984
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.670
_diffrn_reflns_point_group_measured_fraction_full 0.670
_reflns_number_total             3844
_reflns_number_gt                2017
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.211
_reflns_Friedel_fraction_max     0.263
_reflns_Friedel_fraction_full    0.263

_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    SHELXT-2014/5
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0625P)²] 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 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.1(2)
_refine_ls_number_reflns         3844
_refine_ls_number_parameters     389
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.1496
_refine_ls_R_factor_gt           0.0631
_refine_ls_wR_factor_ref         0.1562
_refine_ls_wR_factor_gt          0.1216
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_restrained_S_all      0.979
_refine_ls_shift/su_max          0.001
_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
P1 P 0.26774(13) 0.6033(3) 0.25522(7) 0.0499(5) Uani 1 1 d . . . . .
C3 C 0.1590(5) 0.7682(12) 0.3364(3) 0.0457(16) Uani 1 1 d . . . . .
C31 C 0.3035(5) 0.9727(12) 0.5073(3) 0.0479(17) Uani 1 1 d . . . . .
H31 H 0.2820 1.1072 0.5274 0.057 Uiso 1 1 calc R U . . .
C35 C 0.4584(5) 0.6241(13) 0.3273(2) 0.0443(15) Uani 1 1 d . . . . .
C33 C 0.3947(5) 0.5938(14) 0.5050(2) 0.0493(16) Uani 1 1 d . . . . .
H33 H 0.4355 0.4722 0.5233 0.059 Uiso 1 1 calc R U . . .
C34 C 0.3647(4) 0.5710(12) 0.4489(2) 0.0415(15) Uani 1 1 d . . . . .
H34 H 0.3865 0.4348 0.4295 0.050 Uiso 1 1 calc R U . . .
C29 C 0.3017(4) 0.7507(11) 0.4203(2) 0.0378(15) Uani 1 1 d . . . . .
C7 C 0.3520(5) 0.5725(12) 0.1327(3) 0.0519(17) Uani 1 1 d . . . . .
H7 H 0.3199 0.4406 0.1536 0.062 Uiso 1 1 calc R U . . .
C32 C 0.3645(5) 0.7955(13) 0.5339(3) 0.0484(16) Uani 1 1 d . . . . .
H32 H 0.3857 0.8114 0.5716 0.058 Uiso 1 1 calc R U . . .
C38 C 0.6838(6) 0.5948(19) 0.3302(3) 0.073(2) Uani 1 1 d . . . . .
H38 H 0.7592 0.5854 0.3315 0.088 Uiso 1 1 calc R U . . .
C5 C 0.3397(4) 0.6519(10) 0.3215(3) 0.0429(16) Uani 1 1 d . . . . .
C25 C -0.0769(5) 1.1044(16) 0.3935(3) 0.069(2) Uani 1 1 d . . . . .
H25 H -0.1157 1.2474 0.3866 0.082 Uiso 1 1 calc R U . . .
C40 C 0.5101(6) 0.4278(13) 0.3027(3) 0.061(2) Uani 1 1 d . . . . .
H40 H 0.4686 0.3041 0.2857 0.074 Uiso 1 1 calc R U . . .
C8 C 0.4742(6) 0.5538(15) 0.1395(3) 0.069(2) Uani 1 1 d . . . . .
H8A H 0.4979 0.5730 0.1786 0.083 Uiso 1 1 calc R U . . .
H8B H 0.5064 0.6831 0.1186 0.083 Uiso 1 1 calc R U . . .
C39 C 0.6230(6) 0.4163(16) 0.3034(3) 0.070(2) Uani 1 1 d . . . . .
H39 H 0.6567 0.2888 0.2858 0.084 Uiso 1 1 calc R U . . .
C27 C -0.0459(5) 0.7440(14) 0.4468(3) 0.0578(19) Uani 1 1 d . . . . .
H27 H -0.0639 0.6418 0.4757 0.069 Uiso 1 1 calc R U . . .
C30 C 0.2735(5) 0.9545(11) 0.4514(3) 0.0447(16) Uani 1 1 d . . . . .
H30 H 0.2338 1.0795 0.4337 0.054 Uiso 1 1 calc R U . . .
C37 C 0.6363(5) 0.7834(16) 0.3547(3) 0.063(2) Uani 1 1 d . . . . .
H37 H 0.6789 0.9035 0.3725 0.075 Uiso 1 1 calc R U . . .
C4 C 0.2702(5) 0.7220(11) 0.3604(2) 0.0390(15) Uani 1 1 d . . . . .
C2 C 0.1481(5) 0.7366(12) 0.2797(3) 0.0491(17) Uani 1 1 d . . . . .
C23 C 0.0676(4) 0.8333(12) 0.3711(3) 0.0414(15) Uani 1 1 d . . . . .
C28 C 0.0407(5) 0.6859(12) 0.4143(3) 0.0499(18) Uani 1 1 d . . . . .
H28 H 0.0806 0.5452 0.4220 0.060 Uiso 1 1 calc R U . . .
C9 C 0.5118(7) 0.3090(16) 0.1186(3) 0.078(2) Uani 1 1 d . . . . .
H9 H 0.4785 0.1812 0.1402 0.094 Uiso 1 1 calc R U . . .
C24 C 0.0075(5) 1.0458(12) 0.3612(3) 0.060(2) Uani 1 1 d . . . . .
H24 H 0.0248 1.1490 0.3324 0.072 Uiso 1 1 calc R U . . .
C12 C 0.3127(6) 0.5530(15) 0.0717(3) 0.069(2) Uani 1 1 d . . . . .
H12 H 0.3486 0.6826 0.0517 0.082 Uiso 1 1 calc R U . . .
C17 C 0.0472(5) 0.7573(14) 0.2424(3) 0.0569(19) Uani 1 1 d . . . . .
C13 C 0.1898(7) 0.594(2) 0.0620(3) 0.089(3) Uani 1 1 d . . . . .
H13 H 0.1746 0.7502 0.0794 0.107 Uiso 1 1 calc R U . . .
C22A C -0.0500(14) 0.639(4) 0.2525(8) 0.089(6) Uani 0.67(2) 1 d . . P A 1
H22A H -0.0531 0.5434 0.2844 0.107 Uiso 0.67(2) 1 calc R U P A 1
C18B C 0.0335(19) 0.950(5) 0.2094(9) 0.128(12) Uani 0.67(2) 1 d . . P A 2
H18B H 0.0837 1.0763 0.2127 0.154 Uiso 0.67(2) 1 calc R U P A 2
C21A C -0.1385(16) 0.658(5) 0.2177(7) 0.105(8) Uani 0.67(2) 1 d D . P A 1
H21A H -0.2019 0.5767 0.2257 0.126 Uiso 0.67(2) 1 calc R U P A 1
C19B C -0.056(2) 0.969(6) 0.1689(15) 0.163(11) Uani 0.67(2) 1 d D . P A 2
H19B H -0.0594 1.0947 0.1429 0.196 Uiso 0.67(2) 1 calc R U P A 2
C20A C -0.1365(8) 0.799(2) 0.1689(4) 0.114(4) Uani 0.67(2) 1 d D . P A 1
H20A H -0.1994 0.8129 0.1456 0.137 Uiso 0.67(2) 1 calc R U P A 1
C22B C -0.014(3) 0.579(10) 0.2347(16) 0.089(6) Uani 0.33(2) 1 d . . P A 2
H22B H 0.0022 0.4356 0.2538 0.107 Uiso 0.33(2) 1 calc R U P A 2
C18A C 0.045(5) 0.884(10) 0.1884(17) 0.11(2) Uani 0.33(2) 1 d D . P A 1
H18A H 0.1088 0.9495 0.1759 0.128 Uiso 0.33(2) 1 calc R U P A 1
C21B C -0.111(4) 0.590(11) 0.1963(17) 0.105(8) Uani 0.33(2) 1 d . . P A 2
H21B H -0.1545 0.4538 0.1907 0.126 Uiso 0.33(2) 1 calc R U P A 2
C19A C -0.052(5) 0.908(13) 0.156(3) 0.163(11) Uani 0.33(2) 1 d D . P A 1
H19A H -0.0539 1.0049 0.1240 0.196 Uiso 0.33(2) 1 calc R U P A 1
C20B C -0.1365(8) 0.799(2) 0.1689(4) 0.114(4) Uani 0.33(2) 1 d . . P A 2
H20B H -0.2048 0.8252 0.1513 0.137 Uiso 0.33(2) 1 calc R U P A 2
C26 C -0.1041(6) 0.9537(15) 0.4357(3) 0.063(2) Uani 1 1 d . . . . .
H26 H -0.1621 0.9929 0.4569 0.076 Uiso 1 1 calc R U . . .
C10 C 0.4738(7) 0.2778(16) 0.0581(3) 0.086(3) Uani 1 1 d . . . . .
H10A H 0.4928 0.1162 0.0459 0.103 Uiso 1 1 calc R U . . .
H10B H 0.5107 0.3946 0.0357 0.103 Uiso 1 1 calc R U . . .
C36 C 0.5240(5) 0.7991(13) 0.3535(3) 0.0523(18) Uani 1 1 d . . . . .
H36 H 0.4922 0.9302 0.3707 0.063 Uiso 1 1 calc R U . . .
C15 C 0.1549(9) 0.621(3) 0.0005(4) 0.175(6) Uani 1 1 d . . . . .
H15A H 0.1995 0.7402 -0.0160 0.262 Uiso 1 1 calc R U . . .
H15B H 0.1627 0.4674 -0.0180 0.262 Uiso 1 1 calc R U . . .
H15C H 0.0803 0.6709 -0.0034 0.262 Uiso 1 1 calc R U . . .
C6 C 0.3316(5) 0.8377(12) 0.2118(2) 0.0519(18) Uani 1 1 d . . . . .
H6A H 0.3029 0.9958 0.2211 0.062 Uiso 1 1 calc R U . . .
H6B H 0.4091 0.8400 0.2217 0.062 Uiso 1 1 calc R U . . .
O6 O 0.3154(4) 0.8026(8) 0.15347(18) 0.0580(13) Uani 1 1 d . . . . .
C11 C 0.3518(8) 0.3134(17) 0.0490(3) 0.091(3) Uani 1 1 d . . . . .
H11A H 0.3317 0.3054 0.0093 0.110 Uiso 1 1 calc R U . . .
H11B H 0.3153 0.1814 0.0670 0.110 Uiso 1 1 calc R U . . .
C16 C 0.6347(7) 0.280(2) 0.1258(4) 0.132(4) Uani 1 1 d . . . . .
H16A H 0.6581 0.2999 0.1645 0.198 Uiso 1 1 calc R U . . .
H16B H 0.6546 0.1205 0.1136 0.198 Uiso 1 1 calc R U . . .
H16C H 0.6689 0.4002 0.1039 0.198 Uiso 1 1 calc R U . . .
C14 C 0.1221(8) 0.407(2) 0.0906(5) 0.131(4) Uani 1 1 d . . . . .
H14A H 0.1466 0.3950 0.1293 0.196 Uiso 1 1 calc R U . . .
H14B H 0.0472 0.4550 0.0875 0.196 Uiso 1 1 calc R U . . .
H14C H 0.1297 0.2514 0.0729 0.196 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 C2 1.781(6) . ?
P1 C5 1.789(6) . ?
P1 C6 1.864(6) . ?
C3 C2 1.369(8) . ?
C3 C4 1.476(8) . ?
C3 C23 1.487(8) . ?
C31 C32 1.364(9) . ?
C31 C30 1.372(8) . ?
C35 C36 1.382(9) . ?
C35 C40 1.403(9) . ?
C35 C5 1.470(8) . ?
C33 C32 1.372(9) . ?
C33 C34 1.378(7) . ?
C34 C29 1.408(8) . ?
C29 C30 1.402(8) . ?
C29 C4 1.473(8) . ?
C7 O6 1.443(8) . ?
C7 C8 1.510(9) . ?
C7 C12 1.515(9) . ?
C38 C37 1.345(11) . ?
C38 C39 1.371(11) . ?
C5 C4 1.363(8) . ?
C25 C26 1.366(10) . ?
C25 C24 1.377(9) . ?
C40 C39 1.393(9) . ?
C8 C9 1.521(11) . ?
C27 C26 1.376(10) . ?
C27 C28 1.400(8) . ?
C37 C36 1.387(8) . ?
C2 C17 1.490(9) . ?
C23 C28 1.373(8) . ?
C23 C24 1.396(9) . ?
C9 C10 1.504(10) . ?
C9 C16 1.524(10) . ?
C12 C11 1.516(11) . ?
C12 C13 1.536(10) . ?
C17 C22B 1.24(5) . ?
C17 C18B 1.33(2) . ?
C17 C22A 1.400(18) . ?
C17 C18A 1.47(5) . ?
C13 C14 1.516(12) . ?
C13 C15 1.517(10) . ?
C22A C21A 1.34(3) . ?
C18B C19B 1.43(2) . ?
C21A C20A 1.405(17) . ?
C19B C20B 1.36(2) . ?
C20A C19A 1.26(7) . ?
C22B C21B 1.46(6) . ?
C18A C19A 1.39(2) . ?
C21B C20B 1.35(6) . ?
C10 C11 1.520(10) . ?
C6 O6 1.414(7) . ?

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
C2 P1 C5 91.2(3) . . ?
C2 P1 C6 106.7(3) . . ?
C5 P1 C6 100.9(3) . . ?
C2 C3 C4 113.2(5) . . ?
C2 C3 C23 123.8(6) . . ?
C4 C3 C23 122.9(6) . . ?
C32 C31 C30 120.6(6) . . ?
C36 C35 C40 117.2(6) . . ?
C36 C35 C5 121.5(6) . . ?
C40 C35 C5 121.1(6) . . ?
C32 C33 C34 120.1(7) . . ?
C33 C34 C29 121.1(6) . . ?
C30 C29 C34 116.8(6) . . ?
C30 C29 C4 123.1(5) . . ?
C34 C29 C4 120.1(6) . . ?
O6 C7 C8 110.8(6) . . ?
O6 C7 C12 107.9(5) . . ?
C8 C7 C12 110.7(6) . . ?
C31 C32 C33 120.2(6) . . ?
C37 C38 C39 121.1(7) . . ?
C4 C5 C35 129.1(6) . . ?
C4 C5 P1 110.6(4) . . ?
C35 C5 P1 120.2(4) . . ?
C26 C25 C24 120.3(7) . . ?
C39 C40 C35 120.8(7) . . ?
C7 C8 C9 110.4(7) . . ?
C38 C39 C40 119.3(7) . . ?
C26 C27 C28 119.4(7) . . ?
C31 C30 C29 121.2(6) . . ?
C38 C37 C36 120.1(7) . . ?
C5 C4 C29 124.1(5) . . ?
C5 C4 C3 113.2(6) . . ?
C29 C4 C3 122.8(5) . . ?
C3 C2 C17 127.6(6) . . ?
C3 C2 P1 110.4(5) . . ?
C17 C2 P1 120.9(5) . . ?
C28 C23 C24 118.1(6) . . ?
C28 C23 C3 120.6(6) . . ?
C24 C23 C3 121.3(6) . . ?
C23 C28 C27 121.1(6) . . ?
C10 C9 C8 109.6(7) . . ?
C10 C9 C16 110.2(7) . . ?
C8 C9 C16 112.3(8) . . ?
C25 C24 C23 120.9(7) . . ?
C7 C12 C11 108.6(6) . . ?
C7 C12 C13 112.7(6) . . ?
C11 C12 C13 114.0(7) . . ?
C22B C17 C18B 119(3) . . ?
C22A C17 C18A 114(2) . . ?
C22B C17 C2 120(2) . . ?
C18B C17 C2 119.2(12) . . ?
C22A C17 C2 123.6(9) . . ?
C18A C17 C2 122(2) . . ?
C14 C13 C15 112.0(10) . . ?
C14 C13 C12 113.6(8) . . ?
C15 C13 C12 112.1(7) . . ?
C21A C22A C17 122.1(15) . . ?
C17 C18B C19B 122(3) . . ?
C22A C21A C20A 120.4(15) . . ?
C20B C19B C18B 119(3) . . ?
C19A C20A C21A 122(4) . . ?
C17 C22B C21B 122(4) . . ?
C19A C18A C17 120(5) . . ?
C20B C21B C22B 120(4) . . ?
C20A C19A C18A 121(7) . . ?
C21B C20B C19B 116(3) . . ?
C25 C26 C27 120.2(7) . . ?
C9 C10 C11 111.6(6) . . ?
C35 C36 C37 121.5(7) . . ?
O6 C6 P1 114.8(4) . . ?
C6 O6 C7 115.7(5) . . ?
C12 C11 C10 113.3(7) . . ?

_refine_diff_density_max         0.177
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_za1_sq
_database_code_depnum_ccdc_archive 'CCDC 1844660'
_audit_update_record             
;
2018-07-23 deposited with the CCDC.
2018-07-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT340_za1_sq              
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01098 Ang.
RESPONSE: Low Bond Precision on C-C Bonds is due to the disorder in the structure
;
# Added during the CSD deposition process: Monday 23 July 2018 09:13 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
1-((1R,2S,5R)-(-)-menthyl)methyl)-2,3,4,5-tetraphenylphosphole-1-oxide
_chemical_name_common            ?
_chemical_formula_moiety         'C39 H41 O2 P'
_chemical_formula_sum            'C39 H41 O2 P'
_chemical_melting_point          ?

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      296(2)
_chemical_formula_weight         572.69

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      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_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                   25.309(2)
_cell_length_b                   11.6311(10)
_cell_length_c                   24.649(2)
_cell_angle_alpha                90
_cell_angle_beta                 117.220(5)
_cell_angle_gamma                90
_cell_volume                     6452.5(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7611
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      25.71
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.590
_exptl_crystal_F_000             1224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.241
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.118
_exptl_absorpt_coefficient_mu    0.059
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            60988
_diffrn_reflns_av_unetI/netI     0.0779
_diffrn_reflns_av_R_equivalents  0.0931
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         0.929
_diffrn_reflns_theta_max         25.250
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             11615
_reflns_number_gt                8325
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.888
_reflns_Friedel_fraction_max     0.988
_reflns_Friedel_fraction_full    0.988

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1681P)²] 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 2864 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.17(8)
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'C 2'
_symmetry_int_tables_number      5
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         11615
_refine_ls_number_parameters     369
_refine_ls_number_restraints     285
_refine_ls_R_factor_all          0.1080
_refine_ls_R_factor_gt           0.0763
_refine_ls_wR_factor_ref         0.2454
_refine_ls_wR_factor_gt          0.2039
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.003
_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
P1A P 0.25696(5) 0.49837(12) 0.50503(6) 0.0257(3) Uani 1 1 d . U . . .
O1A O 0.19998(14) 0.4973(4) 0.44789(16) 0.0312(8) Uani 1 1 d . U . . .
O6A O 0.34972(18) 0.3629(3) 0.5728(2) 0.0401(11) Uani 1 1 d . U . . .
C5A C 0.3182(2) 0.5861(5) 0.5135(3) 0.0299(12) Uani 1 1 d . U . . .
C30A C 0.4483(2) 0.6410(5) 0.6469(3) 0.0305(13) Uani 1 1 d . U . . .
H30A H 0.442197 0.572874 0.663031 0.037 Uiso 1 1 calc R U . . .
C2A C 0.2572(2) 0.5506(5) 0.5752(2) 0.0327(13) Uani 1 1 d . U . . .
C32A C 0.5122(3) 0.7889(6) 0.6452(3) 0.0513(18) Uani 1 1 d . U . . .
H32A H 0.550326 0.815572 0.655836 0.062 Uiso 1 1 calc R U . . .
C29A C 0.4002(2) 0.6956(5) 0.6000(3) 0.0297(12) Uani 1 1 d . U . . .
C35A C 0.3420(2) 0.5794(5) 0.4696(3) 0.0328(13) Uani 1 1 d . U . . .
C9A C 0.3676(3) 0.1701(6) 0.7038(3) 0.0528(18) Uani 1 1 d . U . . .
H9A H 0.351145 0.099907 0.679950 0.063 Uiso 1 1 calc R U . . .
C39A C 0.3198(3) 0.5508(7) 0.3643(3) 0.0492(17) Uani 1 1 d . U . . .
H39A H 0.292701 0.534349 0.324218 0.059 Uiso 1 1 calc R U . . .
C3A C 0.3052(2) 0.6199(5) 0.6033(2) 0.0259(11) Uani 1 1 d . U . . .
C4A C 0.3420(2) 0.6364(5) 0.5696(3) 0.0300(13) Uani 1 1 d . U . . .
C6A C 0.2920(2) 0.3540(4) 0.5222(3) 0.0287(12) Uani 1 1 d . U . . .
H6AA H 0.267836 0.301207 0.531854 0.034 Uiso 1 1 calc R U . . .
H6AB H 0.295052 0.324622 0.486931 0.034 Uiso 1 1 calc R U . . .
C10A C 0.4290(3) 0.1613(7) 0.7318(3) 0.0561(19) Uani 1 1 d . U . . .
H10A H 0.441043 0.093993 0.757858 0.067 Uiso 1 1 calc R U . . .
H10B H 0.446089 0.228364 0.757255 0.067 Uiso 1 1 calc R U . . .
C24A C 0.3300(3) 0.7985(6) 0.6696(3) 0.0522(18) Uani 1 1 d . U . . .
H24A H 0.327416 0.844843 0.637700 0.063 Uiso 1 1 calc R U . . .
C12A C 0.4306(3) 0.2499(7) 0.6388(3) 0.0497(17) Uani 1 1 d . U . . .
H12A H 0.446411 0.320343 0.662636 0.060 Uiso 1 1 calc R U . . .
C17A C 0.2058(3) 0.5308(7) 0.5853(3) 0.0470(18) Uani 1 1 d . U . . .
C7A C 0.3683(3) 0.2619(5) 0.6110(3) 0.0390(14) Uani 1 1 d . U . . .
H7A H 0.350244 0.194061 0.585614 0.047 Uiso 1 1 calc R U . . .
C23A C 0.3205(3) 0.6745(5) 0.6632(3) 0.0402(15) Uani 1 1 d . U . . .
C31A C 0.5047(3) 0.6858(6) 0.6700(3) 0.0394(14) Uani 1 1 d . U . . .
H31A H 0.536853 0.648763 0.701116 0.047 Uiso 1 1 calc R U . . .
C40A C 0.3008(3) 0.5622(6) 0.4079(3) 0.0451(16) Uani 1 1 d . U . . .
H40A H 0.260448 0.558704 0.396691 0.054 Uiso 1 1 calc R U . . .
C22A C 0.1815(3) 0.6259(8) 0.6031(3) 0.056(2) Uani 1 1 d . U . . .
H22A H 0.199381 0.697905 0.610705 0.067 Uiso 1 1 calc R U . . .
C28A C 0.3225(3) 0.6094(7) 0.7088(3) 0.0539(19) Uani 1 1 d . U . . .
H28A H 0.316112 0.530455 0.704162 0.065 Uiso 1 1 calc R U . . .
C33A C 0.4657(3) 0.8491(7) 0.6069(4) 0.068(2) Uani 1 1 d . U . . .
H33A H 0.470048 0.925194 0.598117 0.082 Uiso 1 1 calc R U . . .
C13A C 0.3416(4) 0.1835(8) 0.7481(3) 0.066(2) Uani 1 1 d . U . . .
H13A H 0.299162 0.188967 0.725685 0.099 Uiso 1 1 calc R U . . .
H13B H 0.352163 0.117944 0.774656 0.099 Uiso 1 1 calc R U . . .
H13C H 0.357159 0.251934 0.771842 0.099 Uiso 1 1 calc R U . . .
C11A C 0.4535(3) 0.1521(7) 0.6845(3) 0.063(2) Uani 1 1 d . U . . .
H11A H 0.496546 0.154077 0.705555 0.076 Uiso 1 1 calc R U . . .
H11B H 0.441373 0.079264 0.663125 0.076 Uiso 1 1 calc R U . . .
C18A C 0.1764(3) 0.4275(7) 0.5732(3) 0.0510(19) Uani 1 1 d . U . . .
H18A H 0.191041 0.365390 0.560489 0.061 Uiso 1 1 calc R U . . .
C21A C 0.1309(3) 0.6064(9) 0.6084(3) 0.067(2) Uani 1 1 d . U . . .
H21A H 0.116008 0.667730 0.621411 0.081 Uiso 1 1 calc R U . . .
C36A C 0.4027(3) 0.5826(8) 0.4837(3) 0.054(2) Uani 1 1 d . U . . .
H36A H 0.431770 0.580308 0.524126 0.065 Uiso 1 1 calc R U . . .
C25A C 0.3428(4) 0.8409(7) 0.7254(3) 0.067(2) Uani 1 1 d . U . . .
H25A H 0.351861 0.918697 0.732434 0.080 Uiso 1 1 calc R U . . .
C8A C 0.3462(3) 0.2704(6) 0.6612(3) 0.0507(18) Uani 1 1 d . U . . .
H8AA H 0.360796 0.341042 0.684103 0.061 Uiso 1 1 calc R U . . .
H8AB H 0.303122 0.272486 0.641626 0.061 Uiso 1 1 calc R U . . .
C34A C 0.4101(3) 0.7962(5) 0.5799(4) 0.0519(19) Uani 1 1 d . U . . .
H34A H 0.378989 0.831874 0.546968 0.062 Uiso 1 1 calc R U . . .
C20A C 0.1022(4) 0.5117(10) 0.5972(3) 0.0746(18) Uani 1 1 d . U . . .
H20A H 0.066952 0.506403 0.600240 0.089 Uiso 1 1 calc R U . . .
C38A C 0.3794(3) 0.5637(8) 0.3801(3) 0.062(2) Uani 1 1 d . U . . .
H38A H 0.392361 0.554736 0.350644 0.074 Uiso 1 1 calc R U . . .
C19A C 0.1253(4) 0.4144(10) 0.5798(4) 0.083(3) Uani 1 1 d . U . . .
H19A H 0.106436 0.343497 0.573061 0.100 Uiso 1 1 calc R U . . .
C37A C 0.4188(3) 0.5892(9) 0.4381(3) 0.067(2) Uani 1 1 d . U . . .
H37A H 0.457161 0.611437 0.446918 0.081 Uiso 1 1 calc R U . . .
C26A C 0.3434(4) 0.7749(9) 0.7733(3) 0.0746(18) Uani 1 1 d . U . . .
H26A H 0.349746 0.810225 0.809633 0.089 Uiso 1 1 calc R U . . .
C27A C 0.3353(4) 0.6674(8) 0.7671(3) 0.074(3) Uani 1 1 d . U . . .
H27A H 0.337446 0.623897 0.799743 0.089 Uiso 1 1 calc R U . . .
C14A C 0.4596(4) 0.2412(10) 0.5970(4) 0.085(3) Uani 1 1 d D U . . .
H14A H 0.498528 0.207809 0.623631 0.102 Uiso 1 1 calc R U . . .
C16A C 0.4743(6) 0.3382(9) 0.5742(4) 0.105(3) Uani 1 1 d D U . . .
H16A H 0.443920 0.395349 0.564471 0.157 Uiso 1 1 calc R U . . .
H16B H 0.477552 0.318325 0.538066 0.157 Uiso 1 1 calc R U . . .
H16C H 0.511564 0.368139 0.604319 0.157 Uiso 1 1 calc R U . . .
C15A C 0.4335(6) 0.1563(9) 0.5480(4) 0.105(3) Uani 1 1 d D U . . .
H15A H 0.457768 0.088446 0.558970 0.157 Uiso 1 1 calc R U . . .
H15B H 0.431290 0.187855 0.511037 0.157 Uiso 1 1 calc R U . . .
H15C H 0.394280 0.136897 0.541871 0.157 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
P1A O1A 1.485(4) . ?
P1A C5A 1.786(6) . ?
P1A C2A 1.831(6) . ?
P1A C6A 1.855(6) . ?
O6A C6A 1.426(7) . ?
O6A C7A 1.442(7) . ?
C5A C4A 1.363(8) . ?
C5A C35A 1.462(8) . ?
C30A C31A 1.375(8) . ?
C30A C29A 1.392(8) . ?
C30A H30A 0.9300 . ?
C2A C3A 1.356(8) . ?
C2A C17A 1.450(8) . ?
C32A C33A 1.322(10) . ?
C32A C31A 1.397(9) . ?
C32A H32A 0.9300 . ?
C29A C34A 1.338(8) . ?
C29A C4A 1.481(8) . ?
C35A C36A 1.412(8) . ?
C35A C40A 1.411(9) . ?
C9A C10A 1.386(10) . ?
C9A C8A 1.495(10) . ?
C9A C13A 1.518(10) . ?
C9A H9A 0.9800 . ?
C39A C40A 1.368(9) . ?
C39A C38A 1.382(9) . ?
C39A H39A 0.9300 . ?
C3A C23A 1.488(8) . ?
C3A C4A 1.516(8) . ?
C6A H6AA 0.9700 . ?
C6A H6AB 0.9700 . ?
C10A C11A 1.553(11) . ?
C10A H10A 0.9700 . ?
C10A H10B 0.9700 . ?
C24A C25A 1.354(9) . ?
C24A C23A 1.459(9) . ?
C24A H24A 0.9300 . ?
C12A C7A 1.409(9) . ?
C12A C11A 1.518(11) . ?
C12A C14A 1.519(10) . ?
C12A H12A 0.9800 . ?
C17A C18A 1.372(10) . ?
C17A C22A 1.428(10) . ?
C7A C8A 1.577(10) . ?
C7A H7A 0.9800 . ?
C23A C28A 1.337(9) . ?
C31A H31A 0.9300 . ?
C40A H40A 0.9300 . ?
C22A C21A 1.363(10) . ?
C22A H22A 0.9300 . ?
C28A C27A 1.483(10) . ?
C28A H28A 0.9300 . ?
C33A C34A 1.395(9) . ?
C33A H33A 0.9300 . ?
C13A H13A 0.9600 . ?
C13A H13B 0.9600 . ?
C13A H13C 0.9600 . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C18A C19A 1.382(10) . ?
C18A H18A 0.9300 . ?
C21A C20A 1.279(13) . ?
C21A H21A 0.9300 . ?
C36A C37A 1.360(9) . ?
C36A H36A 0.9300 . ?
C25A C26A 1.403(11) . ?
C25A H25A 0.9300 . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C34A H34A 0.9300 . ?
C20A C19A 1.428(14) . ?
C20A H20A 0.9300 . ?
C38A C37A 1.349(9) . ?
C38A H38A 0.9300 . ?
C19A H19A 0.9300 . ?
C37A H37A 0.9300 . ?
C26A C27A 1.266(13) . ?
C26A H26A 0.9300 . ?
C27A H27A 0.9300 . ?
C14A C16A 1.384(14) . ?
C14A C15A 1.463(13) . ?
C14A H14A 0.9800 . ?
C16A H16A 0.9600 . ?
C16A H16B 0.9600 . ?
C16A H16C 0.9600 . ?
C15A H15A 0.9600 . ?
C15A H15B 0.9600 . ?
C15A H15C 0.9600 . ?

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
O1A P1A C5A 122.0(2) . . ?
O1A P1A C2A 118.7(2) . . ?
C5A P1A C2A 94.2(3) . . ?
O1A P1A C6A 111.4(2) . . ?
C5A P1A C6A 101.1(2) . . ?
C2A P1A C6A 106.8(3) . . ?
C6A O6A C7A 114.2(4) . . ?
C4A C5A C35A 129.3(5) . . ?
C4A C5A P1A 108.7(4) . . ?
C35A C5A P1A 120.9(4) . . ?
C31A C30A C29A 121.2(6) . . ?
C31A C30A H30A 119.4 . . ?
C29A C30A H30A 119.4 . . ?
C3A C2A C17A 132.3(5) . . ?
C3A C2A P1A 107.1(4) . . ?
C17A C2A P1A 119.6(4) . . ?
C33A C32A C31A 120.8(6) . . ?
C33A C32A H32A 119.6 . . ?
C31A C32A H32A 119.6 . . ?
C34A C29A C30A 117.8(5) . . ?
C34A C29A C4A 122.0(5) . . ?
C30A C29A C4A 119.8(5) . . ?
C36A C35A C40A 116.9(5) . . ?
C36A C35A C5A 126.0(5) . . ?
C40A C35A C5A 117.0(5) . . ?
C10A C9A C8A 111.8(6) . . ?
C10A C9A C13A 113.9(7) . . ?
C8A C9A C13A 106.7(6) . . ?
C10A C9A H9A 108.1 . . ?
C8A C9A H9A 108.1 . . ?
C13A C9A H9A 108.1 . . ?
C40A C39A C38A 119.9(6) . . ?
C40A C39A H39A 120.1 . . ?
C38A C39A H39A 120.1 . . ?
C2A C3A C23A 121.7(5) . . ?
C2A C3A C4A 115.4(5) . . ?
C23A C3A C4A 123.0(5) . . ?
C5A C4A C29A 126.1(5) . . ?
C5A C4A C3A 113.8(5) . . ?
C29A C4A C3A 120.0(5) . . ?
O6A C6A P1A 109.0(3) . . ?
O6A C6A H6AA 109.9 . . ?
P1A C6A H6AA 109.9 . . ?
O6A C6A H6AB 109.9 . . ?
P1A C6A H6AB 109.9 . . ?
H6AA C6A H6AB 108.3 . . ?
C9A C10A C11A 111.9(6) . . ?
C9A C10A H10A 109.2 . . ?
C11A C10A H10A 109.2 . . ?
C9A C10A H10B 109.2 . . ?
C11A C10A H10B 109.2 . . ?
H10A C10A H10B 107.9 . . ?
C25A C24A C23A 114.9(7) . . ?
C25A C24A H24A 122.6 . . ?
C23A C24A H24A 122.6 . . ?
C7A C12A C11A 113.5(7) . . ?
C7A C12A C14A 117.2(6) . . ?
C11A C12A C14A 108.3(6) . . ?
C7A C12A H12A 105.6 . . ?
C11A C12A H12A 105.6 . . ?
C14A C12A H12A 105.6 . . ?
C18A C17A C22A 118.5(6) . . ?
C18A C17A C2A 122.8(6) . . ?
C22A C17A C2A 118.4(6) . . ?
C12A C7A O6A 110.9(5) . . ?
C12A C7A C8A 110.0(5) . . ?
O6A C7A C8A 109.5(5) . . ?
C12A C7A H7A 108.8 . . ?
O6A C7A H7A 108.8 . . ?
C8A C7A H7A 108.8 . . ?
C28A C23A C24A 121.9(6) . . ?
C28A C23A C3A 119.1(6) . . ?
C24A C23A C3A 118.9(5) . . ?
C30A C31A C32A 117.9(6) . . ?
C30A C31A H31A 121.1 . . ?
C32A C31A H31A 121.1 . . ?
C39A C40A C35A 120.5(6) . . ?
C39A C40A H40A 119.7 . . ?
C35A C40A H40A 119.7 . . ?
C21A C22A C17A 117.1(8) . . ?
C21A C22A H22A 121.4 . . ?
C17A C22A H22A 121.4 . . ?
C23A C28A C27A 117.7(7) . . ?
C23A C28A H28A 121.2 . . ?
C27A C28A H28A 121.2 . . ?
C32A C33A C34A 118.8(6) . . ?
C32A C33A H33A 120.6 . . ?
C34A C33A H33A 120.6 . . ?
C9A C13A H13A 109.5 . . ?
C9A C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
C9A C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C12A C11A C10A 110.9(5) . . ?
C12A C11A H11A 109.5 . . ?
C10A C11A H11A 109.5 . . ?
C12A C11A H11B 109.5 . . ?
C10A C11A H11B 109.5 . . ?
H11A C11A H11B 108.1 . . ?
C17A C18A C19A 121.0(8) . . ?
C17A C18A H18A 119.5 . . ?
C19A C18A H18A 119.5 . . ?
C20A C21A C22A 126.1(9) . . ?
C20A C21A H21A 117.0 . . ?
C22A C21A H21A 117.0 . . ?
C37A C36A C35A 120.0(6) . . ?
C37A C36A H36A 120.0 . . ?
C35A C36A H36A 120.0 . . ?
C24A C25A C26A 124.2(7) . . ?
C24A C25A H25A 117.9 . . ?
C26A C25A H25A 117.9 . . ?
C9A C8A C7A 110.9(6) . . ?
C9A C8A H8AA 109.4 . . ?
C7A C8A H8AA 109.4 . . ?
C9A C8A H8AB 109.4 . . ?
C7A C8A H8AB 109.4 . . ?
H8AA C8A H8AB 108.0 . . ?
C29A C34A C33A 121.8(6) . . ?
C29A C34A H34A 119.1 . . ?
C33A C34A H34A 119.1 . . ?
C21A C20A C19A 118.4(8) . . ?
C21A C20A H20A 120.8 . . ?
C19A C20A H20A 120.8 . . ?
C37A C38A C39A 120.3(6) . . ?
C37A C38A H38A 119.9 . . ?
C39A C38A H38A 119.9 . . ?
C18A C19A C20A 118.9(8) . . ?
C18A C19A H19A 120.6 . . ?
C20A C19A H19A 120.6 . . ?
C38A C37A C36A 120.5(6) . . ?
C38A C37A H37A 119.8 . . ?
C36A C37A H37A 119.8 . . ?
C27A C26A C25A 120.1(7) . . ?
C27A C26A H26A 120.0 . . ?
C25A C26A H26A 120.0 . . ?
C26A C27A C28A 121.2(7) . . ?
C26A C27A H27A 119.4 . . ?
C28A C27A H27A 119.4 . . ?
C16A C14A C15A 108.6(8) . . ?
C16A C14A C12A 121.6(9) . . ?
C15A C14A C12A 115.4(9) . . ?
C16A C14A H14A 102.8 . . ?
C15A C14A H14A 102.8 . . ?
C12A C14A H14A 102.8 . . ?
C14A C16A H16A 109.5 . . ?
C14A C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
C14A C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
C14A C15A H15A 109.5 . . ?
C14A C15A H15B 109.5 . . ?
H15A C15A H15B 109.5 . . ?
C14A C15A H15C 109.5 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?

_refine_diff_density_max         0.663
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.099



