# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_wpu23008
_database_code_depnum_ccdc_archive 'CCDC 2260255'
loop_
_audit_author_name
_audit_author_address
'Adrian C. Whitwood'
;University of York
United Kingdom
;
_audit_update_record             
;
2023-05-02 deposited with the CCDC.	2023-05-30 downloaded from the CCDC.
;
_audit_creation_date             2023-05-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H18 N O4 P'
_chemical_formula_sum            'C20 H18 N O4 P'
_chemical_formula_weight         367.32
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H18 N1 O4 P1'
_chemical_oxdiff_usercomment     'Zhongzhen Yang YZZ0306-R1'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.34363(18)
_cell_length_b                   9.78579(15)
_cell_length_c                   15.6829(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.0143(14)
_cell_angle_gamma                90
_cell_volume                     1738.49(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6431
_cell_measurement_temperature    110.00(10)
_cell_measurement_theta_max      75.7680
_cell_measurement_theta_min      4.6850
_shelx_estimated_absorpt_T_max   0.881
_shelx_estimated_absorpt_T_min   0.758
_exptl_absorpt_coefficient_mu    1.629
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.684
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             768
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 1 0.0360
1 0 -1 0.0487
1 1 0 0.0828
-1 -1 0 0.0502
0 0 -1 0.0564
0 0 1 0.0551
0 1 0 0.0712
0 -1 -1 0.0581
0 1 1 0.0756
1 -1 0 0.0698
-1 1 0 0.0867
1 0 1 0.0799
-1 0 -1 0.0927
-1 0 2 0.0264
4 1 -5 0.0457
1 -1 2 0.0619

_exptl_crystal_recrystallization_method 
'evaporation of an ethyl acetate solution'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.146
_exptl_crystal_size_min          0.084
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0000 -0.0000 1.0000 -0.0546 0.1434 0.0566
1.0000 0.0000 -1.0000 0.0546 -0.1434 -0.0566
1.0000 1.0000 0.0000 0.0949 -0.1366 0.1247
-1.0000 -1.0000 -0.0000 -0.0949 0.1366 -0.1247
0.0000 0.0000 -1.0000 0.0698 -0.0088 -0.0687
-0.0000 -0.0000 1.0000 -0.0698 0.0088 0.0687
-0.0000 1.0000 0.0000 0.1101 -0.0020 0.1125
0.0000 -1.0000 -1.0000 -0.0403 -0.0068 -0.1812
-0.0000 1.0000 1.0000 0.0403 0.0068 0.1812
1.0000 -1.0000 -0.0000 -0.1254 -0.1326 -0.1004
-1.0000 1.0000 0.0000 0.1254 0.1326 0.1004
1.0000 -0.0000 1.0000 -0.0851 -0.1258 0.0809
-1.0000 0.0000 -1.0000 0.0851 0.1258 -0.0809
-1.0001 -0.0000 2.0000 -0.1244 0.1522 0.1253
4.0002 1.0001 -5.0001 0.3982 -0.5845 -0.1826
1.0000 -1.0000 2.0000 -0.2650 -0.1149 0.0371

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9824
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.049
_diffrn_reflns_theta_max         67.049
_diffrn_reflns_theta_min         4.696
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00  -7.00   0.50    0.15    --  -47.17  59.00-111.00  112
  2  ω   -118.00 -31.00   0.50    0.15    --  -47.17 -59.00 108.00  174
  3  ω     -6.00  20.00   0.50    0.15    --  -47.17  59.00-111.00   52
  4  ω     93.00 178.00   0.50    0.60    --  107.75  59.00-111.00  170
  5  ω     37.00 121.00   0.50    0.60    --  107.75 -59.00 108.00  168
  6  ω      9.00  39.00   0.50    0.15    --   47.17 -59.00 108.00   60
  7  ω     63.00 116.00   0.50    0.15    --   47.17 178.00  30.00  106
  8  ω     67.00  92.00   0.50    0.15    --   47.17 178.00-180.00   50
  9  ω     65.00 120.00   0.50    0.15    --   47.17 178.00 150.00  110
 10  ω     38.00 120.00   0.50    0.60    --  107.75 -37.00-120.00  164
 11  ω     42.00  72.00   0.50    0.60    --  107.75 -99.00-120.00   60
 12  ω     56.00 112.00   0.50    0.60    --  107.75-125.00 120.00  112
 13  ω     76.00 112.00   0.50    0.60    --  107.75 -19.00 -60.00   72
 14  ω     43.00  71.00   0.50    0.60    --  107.75 -19.00 -60.00   56
 15  ω     97.00 168.00   0.50    0.60    --  107.75  19.00-150.00  142
 16  ω     58.00  83.00   0.50    0.60    --  107.75 -99.00-180.00   50
 17  ω     63.00 108.00   0.50    0.60    --  107.75-125.00   0.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0152477000
_diffrn_orient_matrix_UB_12      0.1101106000
_diffrn_orient_matrix_UB_13      -0.0698099000
_diffrn_orient_matrix_UB_21      -0.1345948000
_diffrn_orient_matrix_UB_22      -0.0020181000
_diffrn_orient_matrix_UB_23      0.0088198000
_diffrn_orient_matrix_UB_31      0.0121395000
_diffrn_orient_matrix_UB_32      0.1125083000
_diffrn_orient_matrix_UB_33      0.0687347000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2842
_reflns_number_total             3108
_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 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         3108
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0305
_refine_ls_restrained_S_all      1.042
_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)+(0.0367P)²+0.6828P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0763
_refine_ls_wR_factor_ref         0.0780
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_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
C1 C 0.12282(12) 0.77686(14) 0.51208(9) 0.0163(3) Uani 1 1 d . . . . .
C2 C 0.14801(12) 0.85762(14) 0.44037(9) 0.0173(3) Uani 1 1 d . . . . .
C3 C 0.15461(13) 0.80263(16) 0.35672(9) 0.0214(3) Uani 1 1 d . . . . .
H3 H 0.1484(15) 0.7071(19) 0.3496(10) 0.020(4) Uiso 1 1 d . . . . .
C4 C 0.17969(15) 0.88596(17) 0.28934(10) 0.0269(3) Uani 1 1 d . . . . .
H4 H 0.1853(16) 0.8490(19) 0.2327(12) 0.028(5) Uiso 1 1 d . . . . .
C5 C 0.19366(15) 1.02857(16) 0.30186(11) 0.0274(3) Uani 1 1 d . . . . .
H5 H 0.2124(16) 1.0849(19) 0.2529(12) 0.026(5) Uiso 1 1 d . . . . .
C6 C 0.19170(13) 1.08338(16) 0.38200(10) 0.0228(3) Uani 1 1 d . . . . .
H6 H 0.2006(17) 1.178(2) 0.3912(12) 0.033(5) Uiso 1 1 d . . . . .
C7 C 0.16581(12) 0.99992(15) 0.45302(10) 0.0187(3) Uani 1 1 d . . . . .
C8 C 0.15601(13) 1.05582(15) 0.53579(10) 0.0212(3) Uani 1 1 d . . . . .
H8 H 0.1671(16) 1.151(2) 0.5435(11) 0.025(4) Uiso 1 1 d . . . . .
C9 C 0.13097(13) 0.97475(15) 0.60277(10) 0.0203(3) Uani 1 1 d . . . . .
H9 H 0.1231(17) 1.0110(19) 0.6585(13) 0.028(5) Uiso 1 1 d . . . . .
C10 C 0.11280(12) 0.83198(15) 0.59204(9) 0.0178(3) Uani 1 1 d . . . . .
C11 C 0.09237(12) 0.74854(15) 0.67025(9) 0.0188(3) Uani 1 1 d . . . . .
C12 C -0.00685(13) 0.55264(16) 0.72978(9) 0.0222(3) Uani 1 1 d . . . . .
H12A H -0.0185(16) 0.5982(18) 0.7856(12) 0.025(4) Uiso 1 1 d . . . . .
H12B H -0.0795(16) 0.5041(17) 0.7139(11) 0.020(4) Uiso 1 1 d . . . . .
C13 C 0.09634(14) 0.45241(17) 0.73725(9) 0.0237(3) Uani 1 1 d . . . . .
H13A H 0.1614(17) 0.4933(18) 0.7683(12) 0.024(4) Uiso 1 1 d . . . . .
H13B H 0.0748(16) 0.374(2) 0.7707(12) 0.029(5) Uiso 1 1 d . . . . .
C14 C 0.13580(13) 0.39818(15) 0.65297(9) 0.0206(3) Uani 1 1 d . . . . .
H14A H 0.0689(15) 0.3822(17) 0.6118(11) 0.019(4) Uiso 1 1 d . . . . .
H14B H 0.1839(16) 0.3139(18) 0.6622(11) 0.022(4) Uiso 1 1 d . . . . .
C15 C 0.34647(12) 0.61227(14) 0.50173(9) 0.0183(3) Uani 1 1 d . . . . .
C16 C 0.40218(13) 0.58886(16) 0.42613(10) 0.0224(3) Uani 1 1 d . . . . .
H16 H 0.3718(17) 0.5171(19) 0.3888(12) 0.030(5) Uiso 1 1 d . . . . .
C17 C 0.50162(14) 0.66338(18) 0.40792(11) 0.0302(4) Uani 1 1 d . . . . .
H17 H 0.5369(18) 0.647(2) 0.3571(13) 0.034(5) Uiso 1 1 d . . . . .
C18 C 0.54502(15) 0.76099(19) 0.46488(13) 0.0358(4) Uani 1 1 d . . . . .
H18 H 0.611(2) 0.812(2) 0.4506(13) 0.042(6) Uiso 1 1 d . . . . .
C19 C 0.49148(15) 0.78284(19) 0.54120(13) 0.0354(4) Uani 1 1 d . . . . .
H19 H 0.520(2) 0.854(2) 0.5785(14) 0.048(6) Uiso 1 1 d . . . . .
C20 C 0.39249(14) 0.70880(16) 0.56010(11) 0.0258(3) Uani 1 1 d . . . . .
H20 H 0.3523(16) 0.7216(18) 0.6128(12) 0.024(4) Uiso 1 1 d . . . . .
N1 N 0.00676(11) 0.65504(13) 0.66366(8) 0.0187(3) Uani 1 1 d . . . . .
H1 H -0.0344(16) 0.6461(18) 0.6164(12) 0.021(4) Uiso 1 1 d . . . . .
O1 O 0.10785(8) 0.63634(9) 0.49723(6) 0.0162(2) Uani 1 1 d . . . . .
O2 O 0.15362(9) 0.76830(12) 0.73634(6) 0.0258(2) Uani 1 1 d . . . . .
O3 O 0.21555(8) 0.49809(10) 0.61555(6) 0.0184(2) Uani 1 1 d . . . . .
O4 O 0.18481(9) 0.40664(10) 0.46183(6) 0.0196(2) Uani 1 1 d . . . . .
P1 P 0.21125(3) 0.52535(3) 0.51713(2) 0.01497(11) Uani 1 1 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
C1 C2 1.416(2) . ?
C1 C10 1.375(2) . ?
C1 O1 1.4035(16) . ?
C2 C3 1.424(2) . ?
C2 C7 1.419(2) . ?
C3 H3 0.944(18) . ?
C3 C4 1.376(2) . ?
C4 H4 0.964(19) . ?
C4 C5 1.417(2) . ?
C5 H5 0.977(19) . ?
C5 C6 1.368(2) . ?
C6 H6 0.94(2) . ?
C6 C7 1.424(2) . ?
C7 C8 1.418(2) . ?
C8 H8 0.947(19) . ?
C8 C9 1.358(2) . ?
C9 H9 0.95(2) . ?
C9 C10 1.421(2) . ?
C10 C11 1.502(2) . ?
C11 N1 1.3343(19) . ?
C11 O2 1.2322(17) . ?
C12 H12A 0.998(19) . ?
C12 H12B 0.973(18) . ?
C12 C13 1.527(2) . ?
C12 N1 1.4561(19) . ?
C13 H13A 0.950(19) . ?
C13 H13B 0.97(2) . ?
C13 C14 1.514(2) . ?
C14 H14A 0.983(18) . ?
C14 H14B 0.995(18) . ?
C14 O3 1.4746(17) . ?
C15 C16 1.391(2) . ?
C15 C20 1.397(2) . ?
C15 P1 1.7815(15) . ?
C16 H16 0.97(2) . ?
C16 C17 1.386(2) . ?
C17 H17 0.92(2) . ?
C17 C18 1.381(3) . ?
C18 H18 0.93(2) . ?
C18 C19 1.387(3) . ?
C19 H19 0.95(2) . ?
C19 C20 1.382(2) . ?
C20 H20 0.973(18) . ?
N1 H1 0.860(19) . ?
O1 P1 1.6168(10) . ?
O3 P1 1.5647(10) . ?
O4 P1 1.4712(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 C1 C2 122.35(13) . . ?
C10 C1 O1 121.37(13) . . ?
O1 C1 C2 116.28(12) . . ?
C1 C2 C3 122.93(13) . . ?
C1 C2 C7 118.01(13) . . ?
C7 C2 C3 119.05(13) . . ?
C2 C3 H3 118.5(10) . . ?
C4 C3 C2 120.44(14) . . ?
C4 C3 H3 120.8(10) . . ?
C3 C4 H4 120.8(11) . . ?
C3 C4 C5 120.21(15) . . ?
C5 C4 H4 119.0(11) . . ?
C4 C5 H5 118.3(11) . . ?
C6 C5 C4 120.43(15) . . ?
C6 C5 H5 121.0(11) . . ?
C5 C6 H6 121.3(12) . . ?
C5 C6 C7 120.51(14) . . ?
C7 C6 H6 118.0(12) . . ?
C2 C7 C6 119.14(13) . . ?
C8 C7 C2 119.26(14) . . ?
C8 C7 C6 121.59(14) . . ?
C7 C8 H8 118.7(11) . . ?
C9 C8 C7 120.81(14) . . ?
C9 C8 H8 120.5(11) . . ?
C8 C9 H9 121.7(11) . . ?
C8 C9 C10 121.17(14) . . ?
C10 C9 H9 117.1(11) . . ?
C1 C10 C9 118.38(13) . . ?
C1 C10 C11 123.73(13) . . ?
C9 C10 C11 117.74(13) . . ?
N1 C11 C10 116.90(12) . . ?
O2 C11 C10 119.82(13) . . ?
O2 C11 N1 123.28(14) . . ?
H12A C12 H12B 107.1(14) . . ?
C13 C12 H12A 110.9(10) . . ?
C13 C12 H12B 110.0(10) . . ?
N1 C12 H12A 109.9(10) . . ?
N1 C12 H12B 105.9(10) . . ?
N1 C12 C13 112.78(12) . . ?
C12 C13 H13A 109.9(11) . . ?
C12 C13 H13B 109.6(11) . . ?
H13A C13 H13B 105.5(15) . . ?
C14 C13 C12 114.77(12) . . ?
C14 C13 H13A 109.7(11) . . ?
C14 C13 H13B 106.9(11) . . ?
C13 C14 H14A 112.1(10) . . ?
C13 C14 H14B 110.4(10) . . ?
H14A C14 H14B 111.2(14) . . ?
O3 C14 C13 109.32(12) . . ?
O3 C14 H14A 108.2(10) . . ?
O3 C14 H14B 105.3(10) . . ?
C16 C15 C20 119.91(14) . . ?
C16 C15 P1 118.02(11) . . ?
C20 C15 P1 121.91(12) . . ?
C15 C16 H16 118.2(12) . . ?
C17 C16 C15 120.01(15) . . ?
C17 C16 H16 121.7(12) . . ?
C16 C17 H17 118.6(12) . . ?
C18 C17 C16 119.81(16) . . ?
C18 C17 H17 121.5(12) . . ?
C17 C18 H18 118.4(13) . . ?
C17 C18 C19 120.50(16) . . ?
C19 C18 H18 121.1(13) . . ?
C18 C19 H19 119.4(14) . . ?
C20 C19 C18 120.13(17) . . ?
C20 C19 H19 120.3(14) . . ?
C15 C20 H20 117.9(11) . . ?
C19 C20 C15 119.60(16) . . ?
C19 C20 H20 122.5(11) . . ?
C11 N1 C12 121.38(12) . . ?
C11 N1 H1 119.8(12) . . ?
C12 N1 H1 118.1(12) . . ?
C1 O1 P1 123.09(8) . . ?
C14 O3 P1 121.17(9) . . ?
O1 P1 C15 105.91(6) . . ?
O3 P1 C15 103.46(6) . . ?
O3 P1 O1 106.84(5) . . ?
O4 P1 C15 116.57(6) . . ?
O4 P1 O1 107.06(5) . . ?
O4 P1 O3 116.22(6) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O4 0.860(19) 2.112(19) 2.9172(16) 155.7(16) 3_566 yes

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
C1 C2 C3 C4 -179.85(14) . . . . ?
C1 C2 C7 C6 179.77(13) . . . . ?
C1 C2 C7 C8 -0.98(19) . . . . ?
C1 C10 C11 N1 -48.01(19) . . . . ?
C1 C10 C11 O2 131.94(15) . . . . ?
C1 O1 P1 C15 -30.75(12) . . . . ?
C1 O1 P1 O3 79.07(11) . . . . ?
C1 O1 P1 O4 -155.78(10) . . . . ?
C2 C1 C10 C9 -1.3(2) . . . . ?
C2 C1 C10 C11 -176.73(13) . . . . ?
C2 C1 O1 P1 98.56(13) . . . . ?
C2 C3 C4 C5 -3.0(2) . . . . ?
C2 C7 C8 C9 0.6(2) . . . . ?
C3 C2 C7 C6 -1.0(2) . . . . ?
C3 C2 C7 C8 178.22(13) . . . . ?
C3 C4 C5 C6 5.2(3) . . . . ?
C4 C5 C6 C7 -5.3(2) . . . . ?
C5 C6 C7 C2 3.2(2) . . . . ?
C5 C6 C7 C8 -176.02(14) . . . . ?
C6 C7 C8 C9 179.83(14) . . . . ?
C7 C2 C3 C4 1.0(2) . . . . ?
C7 C8 C9 C10 -0.6(2) . . . . ?
C8 C9 C10 C1 0.9(2) . . . . ?
C8 C9 C10 C11 176.58(13) . . . . ?
C9 C10 C11 N1 136.58(14) . . . . ?
C9 C10 C11 O2 -43.47(19) . . . . ?
C10 C1 C2 C3 -177.77(13) . . . . ?
C10 C1 C2 C7 1.4(2) . . . . ?
C10 C1 O1 P1 -81.74(15) . . . . ?
C10 C11 N1 C12 168.88(12) . . . . ?
C12 C13 C14 O3 82.55(15) . . . . ?
C13 C12 N1 C11 -66.10(18) . . . . ?
C13 C14 O3 P1 -141.86(10) . . . . ?
C14 O3 P1 C15 -164.20(10) . . . . ?
C14 O3 P1 O1 84.27(11) . . . . ?
C14 O3 P1 O4 -35.11(12) . . . . ?
C15 C16 C17 C18 -0.1(2) . . . . ?
C16 C15 C20 C19 1.6(2) . . . . ?
C16 C15 P1 O1 -101.87(11) . . . . ?
C16 C15 P1 O3 145.92(11) . . . . ?
C16 C15 P1 O4 17.05(14) . . . . ?
C16 C17 C18 C19 1.5(3) . . . . ?
C17 C18 C19 C20 -1.3(3) . . . . ?
C18 C19 C20 C15 -0.2(3) . . . . ?
C20 C15 C16 C17 -1.4(2) . . . . ?
C20 C15 P1 O1 73.60(13) . . . . ?
C20 C15 P1 O3 -38.60(13) . . . . ?
C20 C15 P1 O4 -167.47(11) . . . . ?
N1 C12 C13 C14 -45.18(18) . . . . ?
O1 C1 C2 C3 1.92(19) . . . . ?
O1 C1 C2 C7 -178.92(11) . . . . ?
O1 C1 C10 C9 178.97(12) . . . . ?
O1 C1 C10 C11 3.6(2) . . . . ?
O2 C11 N1 C12 -11.1(2) . . . . ?
P1 C15 C16 C17 174.13(11) . . . . ?
P1 C15 C20 C19 -173.76(13) . . . . ?

_olex2_date_sample_data_collection 2023-04-27
_olex2_date_sample_submission    2023-04-19
_olex2_exptl_crystal_mounting_method 'oil on 200 micrometre micromount'
_olex2_submission_original_sample_id YZZ0306-R1
_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 1.097
_oxdiff_exptl_absorpt_empirical_full_min 0.932
