# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_zyq-0909
_database_code_depnum_ccdc_archive 'CCDC 2056434'
loop_
_audit_author_name
_audit_author_address
'Ya-Qian Zhang'
;University of Science and Technology of China
China
;
_audit_update_record             
;
2021-01-15 deposited with the CCDC.	2022-02-25 downloaded from the CCDC.
;
_audit_creation_date             2020-09-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C25 H25 O2 P'
_chemical_formula_sum            'C25 H25 O2 P'
_chemical_formula_weight         388.42
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20P1O2
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'
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, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.89107(7)
_cell_length_b                   16.00327(17)
_cell_length_c                   22.3169(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2103.96(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9867
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      69.9680
_cell_measurement_theta_min      3.9510
_shelx_estimated_absorpt_T_max   0.831
_shelx_estimated_absorpt_T_min   0.793
_exptl_absorpt_coefficient_mu    1.284
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74732
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            14995
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.068
_diffrn_reflns_theta_min         3.398
_diffrn_ambient_temperature      291(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2169
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -17.00   1.00    4.00    --  -41.05 -38.00-180.00   98
  2  ω   -115.00 -17.00   1.00    4.00    --  -41.05 -38.00-150.00   98
  3  ω      1.00  82.00   1.00    4.00    --   41.05 -99.00  60.00   81
  4  ω     26.00 118.00   1.00    8.00    --   99.68-125.00 -60.00   92
  5  ω     74.00 173.00   1.00    8.00    --   99.68  45.00 -60.00   99
  6  ω     94.00 173.00   1.00    8.00    --   99.68 125.00 120.00   79
  7  ω     27.00 126.00   1.00    8.00    --   99.68 -45.00 120.00   99
  8  ω     74.00 173.00   1.00    8.00    --   99.68  45.00-180.00   99
  9  ω     94.00 173.00   1.00    8.00    --   99.68 125.00-120.00   79
 10  ω   -113.00 -13.00   1.00    4.00    --  -41.05 -57.00  60.00  100
 11  ω   -113.00 -13.00   1.00    4.00    --  -41.05 -57.00 -30.00  100
 12  ω     74.00 173.00   1.00    8.00    --   99.68  45.00  90.00   99
 13  ω     67.00  92.00   1.00    8.00    --   99.68  77.00-150.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0226253000
_diffrn_orient_matrix_UB_12      0.0086359000
_diffrn_orient_matrix_UB_13      0.0684940000
_diffrn_orient_matrix_UB_21      -0.0036930000
_diffrn_orient_matrix_UB_22      -0.0958468000
_diffrn_orient_matrix_UB_23      0.0063080000
_diffrn_orient_matrix_UB_31      0.2605131000
_diffrn_orient_matrix_UB_32      -0.0021237000
_diffrn_orient_matrix_UB_33      -0.0058591000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.704
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.969
_reflns_number_gt                3754
_reflns_number_total             3919
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 1505 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.007(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3919
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0437
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0785P)²+0.3844P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1251
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C7(H7), C3(H3), C17(H17), C2(H2), C15(H15), C6(H6), C14(H14),
 C20(H20), C5(H5), C24(H24), C22(H22), C23(H23), C21(H21), C9(H9)
2.c X=CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.46653(13) 0.79627(5) 0.26746(3) 0.0502(2) Uani 1 1 d . . . . .
O2 O 0.2277(4) 0.82478(16) 0.27234(11) 0.0637(6) Uani 1 1 d . . . . .
O1 O 0.4222(5) 0.56167(18) 0.59789(11) 0.0788(8) Uani 1 1 d . . . . .
C16 C 0.5528(5) 0.66953(17) 0.08247(12) 0.0462(6) Uani 1 1 d . . . . .
C19 C 0.5652(6) 0.63441(17) 0.02064(13) 0.0496(7) Uani 1 1 d . . . . .
C4 C 0.4175(5) 0.67254(18) 0.42937(14) 0.0503(7) Uani 1 1 d . . . . .
C13 C 0.5174(5) 0.74406(18) 0.19689(12) 0.0486(6) Uani 1 1 d . . . . .
C18 C 0.7095(5) 0.7548(2) 0.16235(15) 0.0586(8) Uani 1 1 d . . . . .
H18 H 0.8296 0.7865 0.1770 0.070 Uiso 1 1 calc R . . . .
C7 C 0.4005(5) 0.7181(2) 0.37230(14) 0.0530(7) Uani 1 1 d . . . . .
H7 H 0.2660 0.7477 0.3673 0.064 Uiso 1 1 calc R . . . .
C8 C 0.5455(6) 0.7242(2) 0.32622(13) 0.0564(7) Uani 1 1 d . . . . .
C1 C 0.4326(6) 0.59672(19) 0.54235(14) 0.0554(7) Uani 1 1 d . . . . .
C3 C 0.2416(6) 0.6827(2) 0.47074(14) 0.0567(7) Uani 1 1 d . . . . .
H3 H 0.1170 0.7155 0.4605 0.068 Uiso 1 1 calc R . . . .
C17 C 0.7251(5) 0.7186(2) 0.10593(15) 0.0594(8) Uani 1 1 d . . . . .
H17 H 0.8551 0.7276 0.0832 0.071 Uiso 1 1 calc R . . . .
C2 C 0.2485(6) 0.6454(2) 0.52612(15) 0.0622(8) Uani 1 1 d . . . . .
H2 H 0.1291 0.6529 0.5528 0.075 Uiso 1 1 calc R . . . .
C15 C 0.3644(7) 0.6573(3) 0.11841(16) 0.0732(11) Uani 1 1 d . . . . .
H15 H 0.2478 0.6230 0.1048 0.088 Uiso 1 1 calc R . . . .
C6 C 0.6086(6) 0.5855(2) 0.50239(15) 0.0607(8) Uani 1 1 d . . . . .
H6 H 0.7331 0.5529 0.5129 0.073 Uiso 1 1 calc R . . . .
C14 C 0.3447(6) 0.6947(3) 0.17418(14) 0.0717(11) Uani 1 1 d . . . . .
H14 H 0.2136 0.6866 0.1966 0.086 Uiso 1 1 calc R . . . .
C20 C 0.3986(6) 0.5816(2) -0.00131(17) 0.0690(10) Uani 1 1 d . . . . .
H20 H 0.2773 0.5669 0.0232 0.083 Uiso 1 1 calc R . . . .
C5 C 0.5990(6) 0.6228(2) 0.44668(16) 0.0645(9) Uani 1 1 d . . . . .
H5 H 0.7178 0.6143 0.4199 0.077 Uiso 1 1 calc R . . . .
C24 C 0.7404(7) 0.6543(2) -0.01751(16) 0.0727(10) Uani 1 1 d . . . . .
H24 H 0.8548 0.6899 -0.0043 0.087 Uiso 1 1 calc R . . . .
C22 C 0.5827(7) 0.5712(2) -0.09600(16) 0.0714(10) Uani 1 1 d . . . . .
H22 H 0.5879 0.5509 -0.1350 0.086 Uiso 1 1 calc R . . . .
C11 C 0.6668(6) 0.8802(2) 0.27314(16) 0.0672(9) Uani 1 1 d . . . . .
H11A H 0.6695 0.9003 0.3141 0.081 Uiso 1 1 calc R . . . .
H11B H 0.8171 0.8593 0.2636 0.081 Uiso 1 1 calc R . . . .
C23 C 0.7497(9) 0.6225(3) -0.07503(17) 0.0824(12) Uani 1 1 d . . . . .
H23 H 0.8713 0.6362 -0.0997 0.099 Uiso 1 1 calc R . . . .
C21 C 0.4089(8) 0.5502(3) -0.05903(18) 0.0768(11) Uani 1 1 d . . . . .
H21 H 0.2957 0.5144 -0.0726 0.092 Uiso 1 1 calc R . . . .
C10 C 0.8707(8) 0.6381(3) 0.2944(2) 0.0932(14) Uani 1 1 d . . . . .
H10A H 0.7862 0.6061 0.2678 0.112 Uiso 1 1 calc R . . . .
H10B H 1.0252 0.6280 0.2991 0.112 Uiso 1 1 calc R . . . .
C25 C 0.6191(8) 0.5246(3) 0.62187(18) 0.0822(12) Uani 1 1 d . . . . .
H25A H 0.6583 0.4762 0.5987 0.123 Uiso 1 1 calc GR . . . .
H25B H 0.5913 0.5084 0.6626 0.123 Uiso 1 1 calc GR . . . .
H25C H 0.7419 0.5640 0.6206 0.123 Uiso 1 1 calc GR . . . .
C9 C 0.7801(8) 0.6927(4) 0.3229(2) 0.1023(17) Uani 1 1 d . . . . .
H9 H 0.8793 0.7210 0.3482 0.123 Uiso 1 1 calc R . . . .
C12 C 0.6115(10) 0.9525(3) 0.2317(2) 0.0983(15) Uani 1 1 d . . . . .
H12A H 0.6159 0.9336 0.1909 0.147 Uiso 1 1 calc GR . . . .
H12B H 0.7210 0.9962 0.2372 0.147 Uiso 1 1 calc GR . . . .
H12C H 0.4626 0.9733 0.2407 0.147 Uiso 1 1 calc GR . . . .


_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 O2 1.483(2) . ?
P1 C13 1.808(3) . ?
P1 C8 1.807(3) . ?
P1 C11 1.793(4) . ?
O1 C1 1.362(4) . ?
O1 C25 1.408(5) . ?
C16 C19 1.492(4) . ?
C16 C17 1.386(4) . ?
C16 C15 1.383(5) . ?
C19 C20 1.385(5) . ?
C19 C24 1.375(5) . ?
C4 C7 1.471(4) . ?
C4 C3 1.397(4) . ?
C4 C5 1.388(4) . ?
C13 C18 1.380(4) . ?
C13 C14 1.384(4) . ?
C18 H18 0.9300 . ?
C18 C17 1.389(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.341(4) . ?
C8 C9 1.472(6) . ?
C1 C2 1.384(5) . ?
C1 C6 1.379(5) . ?
C3 H3 0.9300 . ?
C3 C2 1.373(5) . ?
C17 H17 0.9300 . ?
C2 H2 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.386(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.380(5) . ?
C14 H14 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.384(5) . ?
C5 H5 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.382(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.364(6) . ?
C22 C21 1.357(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.516(6) . ?
C23 H23 0.9300 . ?
C21 H21 0.9300 . ?
C10 H10A 0.9300 . ?
C10 H10B 0.9300 . ?
C10 C9 1.206(6) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C9 H9 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 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
O2 P1 C13 111.32(14) . . ?
O2 P1 C8 112.78(15) . . ?
O2 P1 C11 112.87(17) . . ?
C8 P1 C13 107.13(14) . . ?
C11 P1 C13 107.39(15) . . ?
C11 P1 C8 104.91(17) . . ?
C1 O1 C25 118.8(3) . . ?
C17 C16 C19 121.8(3) . . ?
C15 C16 C19 121.5(3) . . ?
C15 C16 C17 116.7(3) . . ?
C20 C19 C16 121.5(3) . . ?
C24 C19 C16 121.5(3) . . ?
C24 C19 C20 117.0(3) . . ?
C3 C4 C7 117.6(3) . . ?
C5 C4 C7 125.3(3) . . ?
C5 C4 C3 117.0(3) . . ?
C18 C13 P1 124.4(2) . . ?
C18 C13 C14 118.0(3) . . ?
C14 C13 P1 117.4(2) . . ?
C13 C18 H18 119.7 . . ?
C13 C18 C17 120.6(3) . . ?
C17 C18 H18 119.7 . . ?
C4 C7 H7 114.5 . . ?
C8 C7 C4 131.1(3) . . ?
C8 C7 H7 114.5 . . ?
C7 C8 P1 116.0(3) . . ?
C7 C8 C9 127.7(3) . . ?
C9 C8 P1 115.1(3) . . ?
O1 C1 C2 115.8(3) . . ?
O1 C1 C6 124.6(3) . . ?
C6 C1 C2 119.6(3) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 C4 121.5(3) . . ?
C2 C3 H3 119.3 . . ?
C16 C17 C18 122.0(3) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 H17 119.0 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.9 . . ?
C16 C15 H15 119.1 . . ?
C16 C15 C14 121.8(3) . . ?
C14 C15 H15 119.1 . . ?
C1 C6 H6 120.2 . . ?
C1 C6 C5 119.7(3) . . ?
C5 C6 H6 120.2 . . ?
C13 C14 C15 120.9(3) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C19 C20 H20 119.3 . . ?
C21 C20 C19 121.3(4) . . ?
C21 C20 H20 119.3 . . ?
C4 C5 H5 119.0 . . ?
C6 C5 C4 122.0(3) . . ?
C6 C5 H5 119.0 . . ?
C19 C24 H24 119.3 . . ?
C19 C24 C23 121.3(4) . . ?
C23 C24 H24 119.3 . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C21 C22 C23 119.0(3) . . ?
P1 C11 H11A 109.0 . . ?
P1 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 P1 112.8(3) . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C24 C23 H23 119.6 . . ?
C22 C23 C24 120.8(4) . . ?
C22 C23 H23 119.6 . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.6(4) . . ?
C22 C21 H21 119.7 . . ?
H10A C10 H10B 120.0 . . ?
C9 C10 H10A 120.0 . . ?
C9 C10 H10B 120.0 . . ?
O1 C25 H25A 109.5 . . ?
O1 C25 H25B 109.5 . . ?
O1 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C8 C9 H9 113.2 . . ?
C10 C9 C8 133.6(6) . . ?
C10 C9 H9 113.2 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

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
P1 C13 C18 C17 -173.6(3) . . . . ?
P1 C13 C14 C15 175.5(3) . . . . ?
P1 C8 C9 C10 -81.3(7) . . . . ?
O2 P1 C13 C18 138.5(3) . . . . ?
O2 P1 C13 C14 -36.7(3) . . . . ?
O2 P1 C8 C7 -12.5(3) . . . . ?
O2 P1 C8 C9 179.0(3) . . . . ?
O2 P1 C11 C12 -50.2(3) . . . . ?
O1 C1 C2 C3 -179.2(3) . . . . ?
O1 C1 C6 C5 178.7(3) . . . . ?
C16 C19 C20 C21 179.0(3) . . . . ?
C16 C19 C24 C23 -179.1(4) . . . . ?
C16 C15 C14 C13 -2.0(7) . . . . ?
C19 C16 C17 C18 176.9(3) . . . . ?
C19 C16 C15 C14 -175.2(4) . . . . ?
C19 C20 C21 C22 -0.6(6) . . . . ?
C19 C24 C23 C22 1.0(7) . . . . ?
C4 C7 C8 P1 -174.0(3) . . . . ?
C4 C7 C8 C9 -7.2(7) . . . . ?
C4 C3 C2 C1 0.3(5) . . . . ?
C13 P1 C8 C7 -135.3(3) . . . . ?
C13 P1 C8 C9 56.2(4) . . . . ?
C13 P1 C11 C12 72.9(3) . . . . ?
C13 C18 C17 C16 -1.2(6) . . . . ?
C18 C13 C14 C15 0.0(6) . . . . ?
C7 C4 C3 C2 -177.1(3) . . . . ?
C7 C4 C5 C6 176.4(3) . . . . ?
C7 C8 C9 C10 111.8(6) . . . . ?
C8 P1 C13 C18 -97.8(3) . . . . ?
C8 P1 C13 C14 87.0(3) . . . . ?
C8 P1 C11 C12 -173.4(3) . . . . ?
C1 C6 C5 C4 0.7(6) . . . . ?
C3 C4 C7 C8 175.9(3) . . . . ?
C3 C4 C5 C6 -0.7(5) . . . . ?
C17 C16 C19 C20 176.3(3) . . . . ?
C17 C16 C19 C24 -4.9(5) . . . . ?
C17 C16 C15 C14 2.4(6) . . . . ?
C2 C1 C6 C5 -0.1(5) . . . . ?
C15 C16 C19 C20 -6.2(5) . . . . ?
C15 C16 C19 C24 172.5(4) . . . . ?
C15 C16 C17 C18 -0.7(5) . . . . ?
C6 C1 C2 C3 -0.4(5) . . . . ?
C14 C13 C18 C17 1.6(5) . . . . ?
C20 C19 C24 C23 -0.4(6) . . . . ?
C5 C4 C7 C8 -1.2(6) . . . . ?
C5 C4 C3 C2 0.3(5) . . . . ?
C24 C19 C20 C21 0.2(6) . . . . ?
C11 P1 C13 C18 14.5(3) . . . . ?
C11 P1 C13 C14 -160.8(3) . . . . ?
C11 P1 C8 C7 110.7(3) . . . . ?
C11 P1 C8 C9 -57.8(4) . . . . ?
C23 C22 C21 C20 1.2(6) . . . . ?
C21 C22 C23 C24 -1.4(7) . . . . ?
C25 O1 C1 C2 -168.3(3) . . . . ?
C25 O1 C1 C6 12.9(5) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.587
_oxdiff_exptl_absorpt_empirical_full_min 0.729
