# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_111
_database_code_depnum_ccdc_archive 'CCDC 2019323'
loop_
_audit_author_name
_audit_author_address
'Fuxing Yang'
;School of Chemistry and Chemical Engineering, Guangxi University
China
;
_audit_update_record             
;
2020-07-25 deposited with the CCDC.	2021-03-01 downloaded from the CCDC.
;
_audit_creation_date             2020-07-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H38 N O4 P'
_chemical_formula_sum            'C36 H38 N O4 P'
_chemical_formula_weight         579.64
_chemical_absolute_configuration s
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_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'
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                   9.8737(2)
_cell_length_b                   15.5010(3)
_cell_length_c                   20.4589(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3131.28(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9569
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      74.325
_cell_measurement_theta_min      4.478
_shelx_estimated_absorpt_T_max   0.862
_shelx_estimated_absorpt_T_min   0.772
_exptl_absorpt_coefficient_mu    1.090
_exptl_absorpt_correction_T_max  0.1738
_exptl_absorpt_correction_T_min  0.0636
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1110 before and 0.0767 after correction.
The Ratio of minimum to maximum transmission is 0.3659.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            40245
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.502
_diffrn_reflns_theta_min         3.577
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.774
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                6181
_reflns_number_total             6348
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.029
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.025(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         6348
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0307
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0557P)²+0.1739P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0858
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.975(18)
 0.025(18)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 H1-O1
 0.82 with sigma of 0.02
 H1-H2C
 2.2 with sigma of 0.02
 H1-H3A
 2 with sigma of 0.02
4.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C17(H17), C30(H30), C36(H36), C18(H18), C32(H32), C29(H29),
 C20(H20), C19(H19), C26(H26), C33(H33), C35(H35), C34(H34), C28(H28), C27(H27)
4.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C23(H23A,H23B,H23C), C13(H13A,H13B,H13C),
 C1(H1A,H1B,H1C), C12(H12B,H12C,H12A), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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 0.67194(4) 0.54296(3) 0.16280(2) 0.03427(12) Uani 1 1 d . . . . .
O4 O 0.66291(13) 0.52891(9) 0.09096(6) 0.0395(3) Uani 1 1 d . . . . .
O1 O 0.70409(14) 0.43168(10) 0.47897(6) 0.0446(3) Uani 1 1 d D . . . .
O3 O 0.50462(15) 0.37386(11) 0.17776(7) 0.0515(4) Uani 1 1 d . . . . .
N1 N 0.6969(2) 0.32137(10) 0.12582(7) 0.0440(4) Uani 1 1 d . . . . .
C6 C 0.82492(19) 0.47398(11) 0.31212(8) 0.0349(3) Uani 1 1 d . . . . .
H6 H 0.898114 0.500168 0.289430 0.042 Uiso 1 1 calc R . . . .
O2 O 0.7111(2) 0.21244(11) 0.05241(9) 0.0702(5) Uani 1 1 d . . . . .
C31 C 0.79263(19) 0.62658(12) 0.18243(9) 0.0374(4) Uani 1 1 d . . . . .
C7 C 0.72182(19) 0.43628(11) 0.27609(8) 0.0355(4) Uani 1 1 d . . . . .
C15 C 0.72634(19) 0.43823(12) 0.20070(8) 0.0359(4) Uani 1 1 d . . . . .
C25 C 0.5102(2) 0.57294(13) 0.19685(9) 0.0401(4) Uani 1 1 d . . . . .
C21 C 0.8363(2) 0.34616(12) 0.12405(8) 0.0422(4) Uani 1 1 d . . . . .
C8 C 0.6133(2) 0.40050(13) 0.30970(9) 0.0402(4) Uani 1 1 d . . . . .
H8 H 0.541435 0.375222 0.285512 0.048 Uiso 1 1 calc R . . . .
C16 C 0.8588(2) 0.41370(11) 0.16805(8) 0.0382(4) Uani 1 1 d . . . . .
C10 C 0.71502(18) 0.43665(12) 0.41277(9) 0.0359(4) Uani 1 1 d . . . . .
C5 C 0.82570(18) 0.47510(11) 0.38043(8) 0.0348(3) Uani 1 1 d . . . . .
C17 C 0.9863(2) 0.45005(13) 0.17227(9) 0.0417(4) Uani 1 1 d . . . . .
H17 H 1.002901 0.496176 0.201780 0.050 Uiso 1 1 calc R . . . .
C30 C 0.4816(2) 0.58214(13) 0.26340(10) 0.0447(4) Uani 1 1 d . . . . .
H30 H 0.549945 0.571437 0.295046 0.054 Uiso 1 1 calc R . . . .
C36 C 0.7970(2) 0.67073(13) 0.24152(10) 0.0461(4) Uani 1 1 d . . . . .
H36 H 0.738655 0.654310 0.276291 0.055 Uiso 1 1 calc R . . . .
C18 C 1.0907(2) 0.41852(15) 0.13286(10) 0.0496(5) Uani 1 1 d . . . . .
H18 H 1.178654 0.443082 0.135708 0.059 Uiso 1 1 calc R . . . .
C4 C 0.94370(19) 0.51705(13) 0.41800(8) 0.0390(4) Uani 1 1 d . . . . .
C32 C 0.8793(2) 0.65151(13) 0.13185(10) 0.0408(4) Uani 1 1 d . . . . .
H32 H 0.877808 0.621248 0.091472 0.049 Uiso 1 1 calc R . . . .
C29 C 0.3529(2) 0.60695(15) 0.28302(11) 0.0522(5) Uani 1 1 d . . . . .
H29 H 0.332666 0.611976 0.328255 0.063 Uiso 1 1 calc R . . . .
C9 C 0.6064(2) 0.40044(13) 0.37771(9) 0.0402(4) Uani 1 1 d . . . . .
C20 C 0.9394(3) 0.31432(15) 0.08475(10) 0.0527(5) Uani 1 1 d . . . . .
H20 H 0.923270 0.268122 0.055249 0.063 Uiso 1 1 calc R . . . .
C2 C 0.8907(2) 0.59230(14) 0.46040(10) 0.0469(5) Uani 1 1 d . . . . .
H2A H 0.852241 0.637018 0.432077 0.070 Uiso 1 1 calc GR . . . .
H2B H 0.965611 0.616679 0.485813 0.070 Uiso 1 1 calc GR . . . .
H2C H 0.820600 0.570928 0.490197 0.070 Uiso 1 1 calc DGR . . . .
C22 C 0.6395(3) 0.25464(14) 0.08781(10) 0.0535(6) Uani 1 1 d . . . . .
C19 C 1.0663(3) 0.35160(16) 0.08968(10) 0.0546(6) Uani 1 1 d . . . . .
H19 H 1.137902 0.330889 0.062939 0.065 Uiso 1 1 calc R . . . .
C26 C 0.4089(2) 0.58918(16) 0.15119(11) 0.0496(5) Uani 1 1 d . . . . .
H26 H 0.427296 0.582499 0.105893 0.060 Uiso 1 1 calc R . . . .
C33 C 0.9676(2) 0.72029(14) 0.14034(11) 0.0480(5) Uani 1 1 d . . . . .
H33 H 1.025606 0.737463 0.105674 0.058 Uiso 1 1 calc R . . . .
C3 C 1.0182(2) 0.44885(16) 0.45926(9) 0.0471(5) Uani 1 1 d . . . . .
H3A H 0.954107 0.421468 0.489369 0.071 Uiso 1 1 calc DGR . . . .
H3B H 1.090664 0.476677 0.484311 0.071 Uiso 1 1 calc GR . . . .
H3C H 1.057300 0.405017 0.430352 0.071 Uiso 1 1 calc GR . . . .
C24 C 0.6254(2) 0.37521(13) 0.16923(9) 0.0418(4) Uani 1 1 d . . . . .
C35 C 0.8867(3) 0.73893(15) 0.24966(12) 0.0554(5) Uani 1 1 d . . . . .
H35 H 0.890194 0.768687 0.290214 0.067 Uiso 1 1 calc R . . . .
C34 C 0.9709(3) 0.76367(14) 0.19918(12) 0.0535(5) Uani 1 1 d . . . . .
H34 H 1.031283 0.810746 0.204974 0.064 Uiso 1 1 calc R . . . .
C28 C 0.2536(2) 0.62444(17) 0.23701(13) 0.0595(6) Uani 1 1 d . . . . .
H28 H 0.166310 0.642920 0.250677 0.071 Uiso 1 1 calc R . . . .
C23 C 0.4906(3) 0.23829(17) 0.09356(12) 0.0640(7) Uani 1 1 d . . . . .
H23A H 0.466709 0.230353 0.139664 0.096 Uiso 1 1 calc GR . . . .
H23B H 0.466950 0.186169 0.068968 0.096 Uiso 1 1 calc GR . . . .
H23C H 0.440630 0.287637 0.075817 0.096 Uiso 1 1 calc GR . . . .
C13 C 0.4142(2) 0.4320(2) 0.45621(12) 0.0656(7) Uani 1 1 d . . . . .
H13A H 0.479397 0.452156 0.488950 0.098 Uiso 1 1 calc GR . . . .
H13B H 0.335341 0.406988 0.478269 0.098 Uiso 1 1 calc GR . . . .
H13C H 0.385192 0.480726 0.429091 0.098 Uiso 1 1 calc GR . . . .
C1 C 1.0494(2) 0.55640(18) 0.37147(10) 0.0532(5) Uani 1 1 d . . . . .
H1A H 1.088352 0.510798 0.344117 0.080 Uiso 1 1 calc GR . . . .
H1B H 1.121441 0.583807 0.397068 0.080 Uiso 1 1 calc GR . . . .
H1C H 1.005827 0.599652 0.343577 0.080 Uiso 1 1 calc GR . . . .
C27 C 0.2816(2) 0.61501(18) 0.17149(13) 0.0602(6) Uani 1 1 d . . . . .
H27 H 0.213066 0.626301 0.140033 0.072 Uiso 1 1 calc R . . . .
C11 C 0.4811(2) 0.36330(18) 0.41287(10) 0.0556(6) Uani 1 1 d . . . . .
C12 C 0.3735(3) 0.3342(3) 0.36338(13) 0.0885(11) Uani 1 1 d . . . . .
H12B H 0.348822 0.382853 0.335209 0.133 Uiso 1 1 calc GR . . . .
H12C H 0.292956 0.313886 0.386797 0.133 Uiso 1 1 calc GR . . . .
H12A H 0.409919 0.287244 0.336549 0.133 Uiso 1 1 calc GR . . . .
C14 C 0.5213(3) 0.28472(18) 0.45375(13) 0.0707(8) Uani 1 1 d . . . . .
H14A H 0.559635 0.240282 0.425130 0.106 Uiso 1 1 calc GR . . . .
H14B H 0.441115 0.261724 0.475953 0.106 Uiso 1 1 calc GR . . . .
H14C H 0.588922 0.301811 0.486332 0.106 Uiso 1 1 calc GR . . . .
H1 H 0.7642(18) 0.4430(13) 0.5031(11) 0.051(7) Uiso 1 1 d D . . . .


_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 O4 1.4884(13) . ?
P1 C31 1.8060(19) . ?
P1 C15 1.8776(19) . ?
P1 C25 1.803(2) . ?
O1 C10 1.361(2) . ?
O1 H1 0.792(19) . ?
O3 C24 1.205(3) . ?
N1 C21 1.429(3) . ?
N1 C22 1.413(3) . ?
N1 C24 1.409(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.386(3) . ?
C6 C5 1.398(2) . ?
O2 C22 1.205(3) . ?
C31 C36 1.390(3) . ?
C31 C32 1.397(3) . ?
C7 C15 1.543(2) . ?
C7 C8 1.388(3) . ?
C15 C16 1.517(3) . ?
C15 C24 1.537(3) . ?
C25 C30 1.398(3) . ?
C25 C26 1.391(3) . ?
C21 C16 1.398(3) . ?
C21 C20 1.388(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.393(3) . ?
C16 C17 1.382(3) . ?
C10 C5 1.410(3) . ?
C10 C9 1.407(3) . ?
C5 C4 1.540(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.397(3) . ?
C30 H30 0.9500 . ?
C30 C29 1.387(3) . ?
C36 H36 0.9500 . ?
C36 C35 1.389(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(3) . ?
C4 C2 1.545(3) . ?
C4 C3 1.540(3) . ?
C4 C1 1.539(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.388(3) . ?
C29 H29 0.9500 . ?
C29 C28 1.386(4) . ?
C9 C11 1.543(3) . ?
C20 H20 0.9500 . ?
C20 C19 1.383(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C22 C23 1.497(4) . ?
C19 H19 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.383(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.379(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C35 H35 0.9500 . ?
C35 C34 1.380(4) . ?
C34 H34 0.9500 . ?
C28 H28 0.9500 . ?
C28 C27 1.377(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 C11 1.535(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C27 H27 0.9500 . ?
C11 C12 1.536(3) . ?
C11 C14 1.530(4) . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12 H12A 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

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
O4 P1 C31 111.36(8) . . ?
O4 P1 C15 107.36(8) . . ?
O4 P1 C25 111.48(8) . . ?
C31 P1 C15 109.88(8) . . ?
C25 P1 C31 108.27(9) . . ?
C25 P1 C15 108.46(9) . . ?
C10 O1 H1 123.3(16) . . ?
C22 N1 C21 124.68(19) . . ?
C24 N1 C21 109.85(15) . . ?
C24 N1 C22 125.4(2) . . ?
C7 C6 H6 118.6 . . ?
C7 C6 C5 122.76(17) . . ?
C5 C6 H6 118.6 . . ?
C36 C31 P1 124.56(16) . . ?
C36 C31 C32 119.28(18) . . ?
C32 C31 P1 115.97(14) . . ?
C6 C7 C15 120.13(16) . . ?
C6 C7 C8 118.14(16) . . ?
C8 C7 C15 121.68(16) . . ?
C7 C15 P1 114.92(12) . . ?
C16 C15 P1 106.35(12) . . ?
C16 C15 C7 117.39(15) . . ?
C16 C15 C24 102.45(14) . . ?
C24 C15 P1 101.01(12) . . ?
C24 C15 C7 112.79(15) . . ?
C30 C25 P1 125.57(16) . . ?
C26 C25 P1 115.07(15) . . ?
C26 C25 C30 119.35(19) . . ?
C16 C21 N1 109.75(17) . . ?
C20 C21 N1 128.70(19) . . ?
C20 C21 C16 121.5(2) . . ?
C7 C8 H8 118.9 . . ?
C7 C8 C9 122.19(17) . . ?
C9 C8 H8 118.9 . . ?
C21 C16 C15 109.52(17) . . ?
C17 C16 C15 130.99(16) . . ?
C17 C16 C21 119.34(18) . . ?
O1 C10 C5 123.54(16) . . ?
O1 C10 C9 115.11(16) . . ?
C9 C10 C5 121.35(16) . . ?
C6 C5 C10 117.37(16) . . ?
C6 C5 C4 120.56(16) . . ?
C10 C5 C4 122.07(15) . . ?
C16 C17 H17 120.2 . . ?
C16 C17 C18 119.57(19) . . ?
C18 C17 H17 120.2 . . ?
C25 C30 H30 120.2 . . ?
C29 C30 C25 119.7(2) . . ?
C29 C30 H30 120.2 . . ?
C31 C36 H36 120.0 . . ?
C35 C36 C31 119.9(2) . . ?
C35 C36 H36 120.0 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.2(2) . . ?
C19 C18 H18 119.9 . . ?
C5 C4 C2 110.04(16) . . ?
C5 C4 C3 110.20(16) . . ?
C3 C4 C2 111.86(15) . . ?
C1 C4 C5 111.83(14) . . ?
C1 C4 C2 106.14(17) . . ?
C1 C4 C3 106.68(17) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 C31 120.28(19) . . ?
C33 C32 H32 119.9 . . ?
C30 C29 H29 119.8 . . ?
C28 C29 C30 120.4(2) . . ?
C28 C29 H29 119.8 . . ?
C8 C9 C10 118.14(17) . . ?
C8 C9 C11 120.35(18) . . ?
C10 C9 C11 121.50(16) . . ?
C21 C20 H20 120.9 . . ?
C19 C20 C21 118.3(2) . . ?
C19 C20 H20 120.9 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C22 C23 118.3(2) . . ?
O2 C22 N1 119.5(2) . . ?
O2 C22 C23 122.1(2) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 C18 121.2(2) . . ?
C20 C19 H19 119.4 . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.3(2) . . ?
C27 C26 H26 119.9 . . ?
C32 C33 H33 120.0 . . ?
C34 C33 C32 119.9(2) . . ?
C34 C33 H33 120.0 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O3 C24 N1 125.25(18) . . ?
O3 C24 C15 126.30(18) . . ?
N1 C24 C15 108.38(17) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 C36 120.4(2) . . ?
C34 C35 H35 119.8 . . ?
C33 C34 C35 120.2(2) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C29 C28 H28 120.1 . . ?
C27 C28 C29 119.9(2) . . ?
C27 C28 H28 120.1 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.4(2) . . ?
C28 C27 H27 119.8 . . ?
C13 C11 C9 110.8(2) . . ?
C13 C11 C12 106.7(2) . . ?
C12 C11 C9 110.93(18) . . ?
C14 C11 C9 110.1(2) . . ?
C14 C11 C13 110.4(2) . . ?
C14 C11 C12 107.8(2) . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H12B C12 H12A 109.5 . . ?
H12C C12 H12A 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.975(18)
2 0.025(18)

