# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_XY20190604222
_database_code_depnum_ccdc_archive 'CCDC 1921043'
loop_
_audit_author_name
_audit_author_address
'Haibo Yang' 'Yangzhou University'
_audit_update_record             
;
2019-06-05 deposited with the CCDC.	2019-08-13 downloaded from the CCDC.
;
_audit_creation_date             2019-06-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_formula_moiety         'C29 H24 N O4 P'
_chemical_formula_sum            'C29 H24 N O4 P'
_chemical_formula_weight         481.49
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z-1/2

_symmetry_Int_Tables_number      15
_cell_length_a                   22.6531(10)
_cell_length_b                   11.2558(4)
_cell_length_c                   20.1149(9)
_cell_angle_alpha                90
_cell_angle_beta                 105.379(1)
_cell_angle_gamma                90
_cell_volume                     4945.2(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7236
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      24.67
_cell_measurement_theta_min      2.40
_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6716
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0999 before and 0.0541 after correction.
The Ratio of minimum to maximum transmission is 0.9008.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.2933
_exptl_crystal_density_meas      .
_exptl_crystal_description       block
_exptl_crystal_F_000             2017.7996
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_unetI/netI     0.0525
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            25070
_diffrn_reflns_theta_full        27.5190
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         2.04
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9975
_diffrn_measured_fraction_theta_max 0.9975
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              28
_reflns_limit_h_min              -29
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                3639
_reflns_number_total             5688
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_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  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.3794
_refine_diff_density_min         -0.5951
_refine_diff_density_rms         0.0902
_refine_ls_d_res_high            0.7691
_refine_ls_d_res_low             10.0054
_refine_ls_goodness_of_fit_ref   1.0759
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    44
_refine_ls_number_parameters     318
_refine_ls_number_reflns         5688
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1032
_refine_ls_R_factor_gt           0.0552
_refine_ls_restrained_S_all      1.0759
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0650P)²+1.9020P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1239
_refine_ls_wR_factor_ref         0.1457
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C21(H21), C19(H19), C17(H17), C13(H13), C10(H10), C6(H6),
 C14(H14), C29(H29), C27(H27), C3(H3), C25(H25), C20(H20), C28(H28), C18(H18),
 C26(H26), C5(H5)
2.b Idealised Me refined as rotating group:
 C8(H8a,H8b,H8c), C7(H7a,H7b,H7c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
P1 P 0.41847(2) 0.83878(5) 0.15531(3) 0.04033(17) Uani 1.000000 .
O3 O 0.47522(6) 0.90513(13) 0.15642(8) 0.0530(4) Uani 1.000000 .
N1 N 0.40939(8) 1.01688(15) 0.30371(10) 0.0478(5) Uani 1.000000 .
H1 H 0.44627(8) 0.99035(15) 0.31270(10) 0.0574(6) Uiso 1.000000 R
C1 C 0.35810(9) 0.88570(18) 0.08372(10) 0.0401(5) Uani 1.000000 .
C4 C 0.26873(10) 0.9660(2) -0.03094(11) 0.0482(5) Uani 1.000000 .
C12 C 0.42466(9) 0.67958(18) 0.15997(10) 0.0414(5) Uani 1.000000 .
C24 C 0.40059(10) 1.12059(19) 0.33979(12) 0.0468(5) Uani 1.000000 .
C2 C 0.29673(10) 0.85645(19) 0.07462(12) 0.0500(6) Uani 1.000000 .
H2 H 0.28538(10) 0.80921(19) 0.10710(12) 0.0600(7) Uiso 1.000000 R
C21 C 0.31773(10) 0.64342(19) 0.31927(12) 0.0481(5) Uani 1.000000 .
H21 H 0.29371(10) 0.61755(19) 0.27678(12) 0.0577(7) Uiso 1.000000 R
C16 C 0.37026(9) 0.70886(18) 0.32247(10) 0.0396(5) Uani 1.000000 .
C19 C 0.33634(12) 0.6517(2) 0.44153(13) 0.0627(7) Uani 1.000000 .
H19 H 0.32519(12) 0.6322(2) 0.48145(13) 0.0753(8) Uiso 1.000000 R
C17 C 0.40566(10) 0.74583(19) 0.38646(11) 0.0504(6) Uani 1.000000 .
H17 H 0.44085(10) 0.79046(19) 0.38961(11) 0.0605(7) Uiso 1.000000 R
O1 O 0.42610(10) 0.32482(14) 0.20990(10) 0.0794(6) Uani 1.000000 .
C13 C 0.44281(10) 0.5992(2) 0.11803(12) 0.0526(6) Uani 1.000000 .
H13 H 0.45401(10) 0.6257(2) 0.07929(12) 0.0631(7) Uiso 1.000000 R
C15 C 0.38931(9) 0.73625(17) 0.25888(10) 0.0390(5) Uani 1.000000 .
C10 C 0.41099(10) 0.52109(18) 0.23489(11) 0.0464(5) Uani 1.000000 .
H10 H 0.40135(10) 0.49490(18) 0.27460(11) 0.0557(6) Uiso 1.000000 R
C9 C 0.42808(11) 0.44014(19) 0.19050(12) 0.0525(6) Uani 1.000000 .
C6 C 0.37271(10) 0.9557(2) 0.03397(12) 0.0596(6) Uani 1.000000 .
H6 H 0.41337(10) 0.9769(2) 0.03922(12) 0.0716(8) Uiso 1.000000 R
C14 C 0.44456(11) 0.4784(2) 0.13314(12) 0.0578(6) Uani 1.000000 .
H14 H 0.45679(11) 0.4240(2) 0.10461(12) 0.0694(8) Uiso 1.000000 R
C23 C 0.36728(10) 0.95512(18) 0.25731(11) 0.0426(5) Uani 1.000000 .
C11 C 0.40871(9) 0.63942(18) 0.21879(10) 0.0392(5) Uani 1.000000 .
C22 C 0.39080(9) 0.84489(18) 0.23176(10) 0.0404(5) Uani 1.000000 .
C29 C 0.44313(11) 1.1452(2) 0.40070(13) 0.0634(7) Uani 1.000000 .
H29 H 0.47557(11) 1.0932(2) 0.41754(13) 0.0760(8) Uiso 1.000000 R
C27 C 0.39067(15) 1.3245(3) 0.41308(18) 0.0836(9) Uani 1.000000 .
H27 H 0.38756(15) 1.3932(3) 0.43759(18) 0.1003(11) Uiso 1.000000 R
C3 C 0.25296(10) 0.8966(2) 0.01830(12) 0.0537(6) Uani 1.000000 .
H3 H 0.21212(10) 0.8768(2) 0.01314(12) 0.0645(7) Uiso 1.000000 R
C25 C 0.35219(11) 1.1982(2) 0.31494(14) 0.0595(6) Uani 1.000000 .
H25 H 0.32302(11) 1.1825(2) 0.27373(14) 0.0714(8) Uiso 1.000000 R
C20 C 0.30076(11) 0.6163(2) 0.37839(13) 0.0572(6) Uani 1.000000 .
H20 H 0.26497(11) 0.5737(2) 0.37544(13) 0.0686(7) Uiso 1.000000 R
C28 C 0.43797(14) 1.2469(3) 0.43713(16) 0.0855(9) Uani 1.000000 .
H28 H 0.46696(14) 1.2628(3) 0.47845(16) 0.1026(11) Uiso 1.000000 R
C18 C 0.38872(12) 0.7165(2) 0.44541(13) 0.0634(7) Uani 1.000000 .
H18 H 0.41292(12) 0.7407(2) 0.48819(13) 0.0761(8) Uiso 1.000000 R
C26 C 0.34798(14) 1.2998(2) 0.35254(17) 0.0745(8) Uani 1.000000 .
H26 H 0.31555(14) 1.3521(2) 0.33627(17) 0.0894(10) Uiso 1.000000 R
C8 C 0.4392(2) 0.2352(2) 0.1660(2) 0.1288(16) Uani 1.000000 .
H8a H 0.4103(9) 0.2404(18) 0.1215(6) 0.193(2) Uiso 1.000000 GR
H8b H 0.4799(5) 0.2462(17) 0.1613(13) 0.193(2) Uiso 1.000000 GR
H8c H 0.4361(15) 0.1584(3) 0.1856(9) 0.193(2) Uiso 1.000000 GR
O4 O 0.22165(7) 1.00124(16) -0.08495(9) 0.0691(5) Uani 1.000000 .
O2 O 0.31386(8) 0.98325(16) 0.23583(10) 0.0737(5) Uani 1.000000 .
C5 C 0.32899(11) 0.9949(2) -0.02306(13) 0.0652(7) Uani 1.000000 .
H5 H 0.34024(11) 1.0408(2) -0.05614(13) 0.0783(9) Uiso 1.000000 R
C7 C 0.23639(14) 1.0731(3) -0.13669(15) 0.0955(11) Uani 1.000000 .
H7a H 0.1997(2) 1.0912(18) -0.1718(7) 0.1432(16) Uiso 1.000000 GR
H7b H 0.2552(10) 1.1455(10) -0.1163(3) 0.1432(16) Uiso 1.000000 GR
H7c H 0.2642(9) 1.0308(9) -0.1568(9) 0.1432(16) Uiso 1.000000 GR


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 O3 1.4818(15) . ?
P1 C1 1.783(2) . ?
P1 C12 1.798(2) . ?
P1 C22 1.809(2) . ?
N1 C24 1.416(3) . ?
N1 C23 1.339(3) . ?
C1 C2 1.393(3) . ?
C1 C6 1.381(3) . ?
C4 C3 1.381(3) . ?
C4 O4 1.364(3) . ?
C4 C5 1.371(3) . ?
C12 C13 1.372(3) . ?
C12 C11 1.400(3) . ?
C24 C29 1.371(3) . ?
C24 C25 1.388(3) . ?
C2 C3 1.369(3) . ?
C21 C16 1.386(3) . ?
C21 C20 1.377(3) . ?
C16 C17 1.388(3) . ?
C16 C15 1.487(3) . ?
C19 C20 1.371(3) . ?
C19 C18 1.377(3) . ?
C17 C18 1.380(3) . ?
O1 C9 1.359(3) . ?
O1 C8 1.422(3) . ?
C13 C14 1.392(3) . ?
C15 C11 1.490(3) . ?
C15 C22 1.343(3) . ?
C10 C9 1.400(3) . ?
C10 C11 1.369(3) . ?
C9 C14 1.373(3) . ?
C6 C5 1.374(3) . ?
C23 C22 1.494(3) . ?
C23 O2 1.214(2) . ?
C29 C28 1.381(3) . ?
C27 C28 1.367(4) . ?
C27 C26 1.368(4) . ?
C25 C26 1.388(4) . ?
O4 C7 1.426(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 O3 109.84(9) . . ?
C12 P1 O3 116.50(9) . . ?
C12 P1 C1 111.71(9) . . ?
C22 P1 O3 117.57(9) . . ?
C22 P1 C1 108.11(9) . . ?
C22 P1 C12 91.91(9) . . ?
C23 N1 C24 127.90(18) . . ?
C2 C1 P1 124.14(16) . . ?
C6 C1 P1 118.32(16) . . ?
C6 C1 C2 117.5(2) . . ?
O4 C4 C3 116.1(2) . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 O4 124.6(2) . . ?
C13 C12 P1 131.05(17) . . ?
C11 C12 P1 109.37(14) . . ?
C11 C12 C13 119.56(19) . . ?
C29 C24 N1 117.6(2) . . ?
C25 C24 N1 122.7(2) . . ?
C25 C24 C29 119.7(2) . . ?
C3 C2 C1 120.6(2) . . ?
C20 C21 C16 120.7(2) . . ?
C17 C16 C21 118.69(19) . . ?
C15 C16 C21 120.77(19) . . ?
C15 C16 C17 120.51(18) . . ?
C18 C19 C20 119.5(2) . . ?
C18 C17 C16 120.1(2) . . ?
C8 O1 C9 118.1(2) . . ?
C14 C13 C12 120.4(2) . . ?
C11 C15 C16 120.58(17) . . ?
C22 C15 C16 125.64(18) . . ?
C22 C15 C11 113.78(18) . . ?
C11 C10 C9 118.8(2) . . ?
C10 C9 O1 113.7(2) . . ?
C14 C9 O1 125.3(2) . . ?
C14 C9 C10 121.0(2) . . ?
C5 C6 C1 122.0(2) . . ?
C9 C14 C13 119.5(2) . . ?
C22 C23 N1 114.70(18) . . ?
O2 C23 N1 124.85(19) . . ?
O2 C23 C22 120.46(19) . . ?
C15 C11 C12 113.61(18) . . ?
C10 C11 C12 120.80(19) . . ?
C10 C11 C15 125.59(19) . . ?
C15 C22 P1 111.25(15) . . ?
C23 C22 P1 124.02(15) . . ?
C23 C22 C15 124.51(19) . . ?
C28 C29 C24 120.2(3) . . ?
C26 C27 C28 119.2(3) . . ?
C2 C3 C4 120.8(2) . . ?
C26 C25 C24 119.0(3) . . ?
C19 C20 C21 120.4(2) . . ?
C27 C28 C29 120.7(3) . . ?
C17 C18 C19 120.6(2) . . ?
C25 C26 C27 121.2(3) . . ?
C7 O4 C4 117.46(19) . . ?
C6 C5 C4 119.7(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_XY20190603111_sx
_database_code_depnum_ccdc_archive 'CCDC 1921051'
loop_
_audit_author_name
_audit_author_address
'Haibo Yang'
;Yangzhou University
China
;
_audit_update_record             
;
2019-06-10 deposited with the CCDC.	2019-08-13 downloaded from the CCDC.
;
_audit_creation_date             2019-06-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H28 N O2 P'
_chemical_formula_sum            'C31 H28 N O2 P'
_chemical_formula_weight         477.55
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   10.4035(16)
_cell_length_b                   10.5900(16)
_cell_length_c                   13.0053(19)
_cell_angle_alpha                89.785(5)
_cell_angle_beta                 77.673(5)
_cell_angle_gamma                69.240(4)
_cell_volume                     1304.9(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4163
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      24.71
_cell_measurement_theta_min      2.37
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1283 before and 0.0570 after correction.
The Ratio of minimum to maximum transmission is 0.9195.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.2153
_exptl_crystal_density_meas      .
_exptl_crystal_description       block
_exptl_crystal_F_000             504.4163
_exptl_crystal_preparation       ?
_exptl_crystal_size_min          ?
_diffrn_reflns_av_R_equivalents  0.0824
_diffrn_reflns_av_unetI/netI     0.1265
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20113
_diffrn_reflns_theta_full        27.5822
_diffrn_reflns_theta_max         27.58
_diffrn_reflns_theta_min         2.06
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9906
_diffrn_measured_fraction_theta_max 0.9906
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2931
_reflns_number_total             5999
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_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  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.7975
_refine_diff_density_min         -0.6594
_refine_diff_density_rms         0.1590
_refine_ls_d_res_high            0.7675
_refine_ls_d_res_low             9.8717
_refine_ls_goodness_of_fit_ref   1.0676
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    48
_refine_ls_number_parameters     320
_refine_ls_number_reflns         5999
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1853
_refine_ls_R_factor_gt           0.0768
_refine_ls_restrained_S_all      1.0676
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0737P)²+0.0644P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1396
_refine_ls_wR_factor_ref         0.1745
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C25(H25), C27(H27), C29(H29), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C23(H23), C22(H22), C21(H21), C20(H20), C19(H19), N1(H1)
2.b Idealised Me refined as rotating group:
 C31(H31a,H31b,H31c), C11(H11a,H11b,H11c), C30(H30a,H30b,H30c), C10(H10a,H10b,
 H10c)
;
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_refinement_flags_posn
P1 P 0.37491(8) 0.33381(7) 0.74570(6) 0.0414(2) Uani 1.000000 .
O1 O 0.3023(2) 0.46662(18) 0.70754(15) 0.0570(6) Uani 1.000000 .
C4 C 0.4020(3) 0.2681(3) 0.9373(2) 0.0420(7) Uani 1.000000 .
N1 N 0.0802(2) 0.3423(2) 0.72089(18) 0.0507(6) Uani 1.000000 .
C5 C 0.4627(3) 0.3251(2) 0.8513(2) 0.0396(7) Uani 1.000000 .
C24 C 0.4955(3) 0.2137(3) 0.6401(2) 0.0399(7) Uani 1.000000 .
C3 C 0.2784(3) 0.2381(2) 0.9180(2) 0.0408(7) Uani 1.000000 .
C18 C -0.0258(3) 0.3541(3) 0.6654(2) 0.0513(8) Uani 1.000000 .
C2 C 0.2564(3) 0.2602(3) 0.8204(2) 0.0410(7) Uani 1.000000 .
C12 C 0.1816(3) 0.1994(3) 1.0031(2) 0.0423(7) Uani 1.000000 .
O2 O 0.1089(2) 0.1413(2) 0.79284(16) 0.0660(6) Uani 1.000000 .
C29 C 0.5029(3) 0.2507(3) 0.5380(2) 0.0526(8) Uani 1.000000 .
C17 C 0.0808(3) 0.2971(3) 1.0760(2) 0.0562(8) Uani 1.000000 .
C7 C 0.6356(3) 0.3431(3) 0.9402(2) 0.0496(8) Uani 1.000000 .
C27 C 0.6786(4) 0.0352(4) 0.4755(3) 0.0687(10) Uani 1.000000 .
C6 C 0.5782(3) 0.3612(3) 0.8520(2) 0.0471(7) Uani 1.000000 .
C28 C 0.5955(3) 0.1609(4) 0.4531(2) 0.0651(10) Uani 1.000000 .
C19 C -0.0677(3) 0.2489(3) 0.6446(2) 0.0597(9) Uani 1.000000 .
C20 C -0.1661(3) 0.2682(4) 0.5844(3) 0.0698(9) Uani 1.000000 .
C15 C 0.0016(4) 0.1308(4) 1.1636(3) 0.0806(11) Uani 1.000000 .
C16 C -0.0098(4) 0.2628(4) 1.1559(3) 0.0720(10) Uani 1.000000 .
C13 C 0.1870(4) 0.0684(3) 1.0104(3) 0.0795(11) Uani 1.000000 .
C21 C -0.2212(4) 0.3859(5) 0.5438(3) 0.0980(13) Uani 1.000000 .
C23 C -0.0851(4) 0.4754(4) 0.6271(4) 0.1054(15) Uani 1.000000 .
C31 C 0.6068(4) 0.2044(5) 0.3418(2) 0.1133(16) Uani 1.000000 .
C11 C 0.7607(3) 0.3819(3) 0.9439(3) 0.0714(10) Uani 1.000000 .
C14 C 0.0986(4) 0.0348(4) 1.0896(3) 0.0945(13) Uani 1.000000 .
C22 C -0.1840(6) 0.4920(5) 0.5675(4) 0.140(2) Uani 1.000000 .
C8 C 0.5759(3) 0.2865(3) 1.0240(2) 0.0563(8) Uani 1.000000 .
C9 C 0.4613(3) 0.2465(3) 1.0257(2) 0.0541(8) Uani 1.000000 .
C26 C 0.6754(4) -0.0056(3) 0.5769(3) 0.0636(9) Uani 1.000000 .
C30 C 0.7712(5) -0.1417(3) 0.5970(3) 0.1170(17) Uani 1.000000 .
C10 C 0.4116(4) 0.1800(4) 1.1212(3) 0.0958(13) Uani 1.000000 .
C25 C 0.5816(3) 0.0865(3) 0.6589(2) 0.0542(8) Uani 1.000000 .
C1 C 0.1415(3) 0.2408(3) 0.7786(2) 0.0433(7) Uani 1.000000 .
H6 H 0.6169(3) 0.3974(3) 0.7935(2) 0.0565(9) Uiso 1.000000 R
H8 H 0.6145(3) 0.2742(3) 1.0832(2) 0.0675(10) Uiso 1.000000 R
H25 H 0.5765(3) 0.0620(3) 0.7280(2) 0.0650(10) Uiso 1.000000 R
H27 H 0.7402(4) -0.0255(4) 0.4196(3) 0.0825(12) Uiso 1.000000 R
H29 H 0.4457(3) 0.3366(3) 0.5254(2) 0.0631(10) Uiso 1.000000 R
H13 H 0.2523(4) 0.0012(3) 0.9603(3) 0.0954(14) Uiso 1.000000 R
H14 H 0.1048(4) -0.0548(4) 1.0930(3) 0.1134(16) Uiso 1.000000 R
H15 H -0.0564(4) 0.1070(4) 1.2189(3) 0.0967(13) Uiso 1.000000 R
H16 H -0.0785(4) 0.3299(4) 1.2044(3) 0.0864(12) Uiso 1.000000 R
H17 H 0.0732(3) 0.3871(3) 1.0718(2) 0.0674(10) Uiso 1.000000 R
H23 H -0.0588(4) 0.5477(4) 0.6411(4) 0.1265(18) Uiso 1.000000 R
H22 H -0.2258(6) 0.5762(5) 0.5433(4) 0.168(3) Uiso 1.000000 R
H21 H -0.2837(4) 0.3956(5) 0.5002(3) 0.1176(16) Uiso 1.000000 R
H20 H -0.1950(3) 0.1972(4) 0.5716(3) 0.0837(11) Uiso 1.000000 R
H19 H -0.0297(3) 0.1654(3) 0.6710(2) 0.0717(10) Uiso 1.000000 R
H1 H 0.1100(2) 0.4086(2) 0.71763(18) 0.0609(8) Uiso 1.000000 R
H31a H 0.5139(4) 0.250(3) 0.3301(8) 0.170(2) Uiso 1.000000 GR
H31b H 0.658(3) 0.265(2) 0.3319(8) 0.170(2) Uiso 1.000000 GR
H31c H 0.655(3) 0.1261(6) 0.2925(2) 0.170(2) Uiso 1.000000 GR
H11a H 0.8462(3) 0.3061(7) 0.9169(15) 0.1071(15) Uiso 1.000000 GR
H11b H 0.7588(12) 0.4567(14) 0.9015(13) 0.1071(15) Uiso 1.000000 GR
H11c H 0.7567(12) 0.408(2) 1.0155(3) 0.1071(15) Uiso 1.000000 GR
H30a H 0.798(3) -0.2027(10) 0.5351(10) 0.175(2) Uiso 1.000000 GR
H30b H 0.8539(16) -0.1340(7) 0.613(2) 0.175(2) Uiso 1.000000 GR
H30c H 0.7230(12) -0.1759(15) 0.6552(17) 0.175(2) Uiso 1.000000 GR
H10a H 0.3283(17) 0.2445(8) 1.1656(11) 0.144(2) Uiso 1.000000 GR
H10b H 0.390(3) 0.1048(17) 1.0987(3) 0.144(2) Uiso 1.000000 GR
H10c H 0.4844(12) 0.148(2) 1.1599(12) 0.144(2) Uiso 1.000000 GR


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 O1 1.4821(19) . ?
P1 C5 1.790(3) . ?
P1 C24 1.796(3) . ?
P1 C2 1.798(3) . ?
C4 C5 1.406(4) . ?
C4 C3 1.499(4) . ?
C4 C9 1.398(4) . ?
N1 C18 1.412(3) . ?
N1 C1 1.355(3) . ?
C5 C6 1.385(4) . ?
C24 C29 1.377(3) . ?
C24 C25 1.383(4) . ?
C3 C2 1.343(4) . ?
C3 C12 1.490(4) . ?
C18 C19 1.378(4) . ?
C18 C23 1.358(4) . ?
C2 C1 1.490(4) . ?
C12 C17 1.372(4) . ?
C12 C13 1.372(4) . ?
O2 C1 1.219(3) . ?
C29 C28 1.399(4) . ?
C17 C16 1.386(4) . ?
C7 C6 1.385(4) . ?
C7 C11 1.507(4) . ?
C7 C8 1.379(4) . ?
C27 C28 1.376(4) . ?
C27 C26 1.383(4) . ?
C28 C31 1.511(4) . ?
C19 C20 1.377(4) . ?
C20 C21 1.333(4) . ?
C15 C16 1.365(4) . ?
C15 C14 1.358(5) . ?
C13 C14 1.363(4) . ?
C21 C22 1.367(5) . ?
C23 C22 1.378(5) . ?
C8 C9 1.395(4) . ?
C9 C10 1.511(4) . ?
C26 C30 1.493(4) . ?
C26 C25 1.389(4) . ?

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
C5 P1 O1 120.14(12) . . ?
C24 P1 O1 112.19(12) . . ?
C24 P1 C5 107.79(12) . . ?
C2 P1 O1 113.73(12) . . ?
C2 P1 C5 91.93(12) . . ?
C2 P1 C24 109.14(12) . . ?
C3 C4 C5 112.2(2) . . ?
C9 C4 C5 118.6(3) . . ?
C9 C4 C3 129.2(3) . . ?
C1 N1 C18 128.9(2) . . ?
C4 C5 P1 110.2(2) . . ?
C6 C5 P1 127.7(2) . . ?
C6 C5 C4 122.1(3) . . ?
C29 C24 P1 118.7(2) . . ?
C25 C24 P1 121.7(2) . . ?
C25 C24 C29 119.6(3) . . ?
C2 C3 C4 114.0(2) . . ?
C12 C3 C4 122.4(2) . . ?
C12 C3 C2 123.3(3) . . ?
C19 C18 N1 123.9(3) . . ?
C23 C18 N1 117.3(3) . . ?
C23 C18 C19 118.7(3) . . ?
C3 C2 P1 111.4(2) . . ?
C1 C2 P1 122.0(2) . . ?
C1 C2 C3 126.3(3) . . ?
C17 C12 C3 119.8(3) . . ?
C13 C12 C3 122.2(3) . . ?
C13 C12 C17 117.9(3) . . ?
C28 C29 C24 120.8(3) . . ?
C16 C17 C12 120.5(3) . . ?
C11 C7 C6 121.1(3) . . ?
C8 C7 C6 117.9(3) . . ?
C8 C7 C11 121.0(3) . . ?
C26 C27 C28 123.4(3) . . ?
C7 C6 C5 119.7(3) . . ?
C27 C28 C29 117.6(3) . . ?
C31 C28 C29 120.4(4) . . ?
C31 C28 C27 122.0(3) . . ?
C20 C19 C18 119.6(3) . . ?
C21 C20 C19 121.8(3) . . ?
C14 C15 C16 119.2(3) . . ?
C15 C16 C17 120.2(3) . . ?
C14 C13 C12 121.4(3) . . ?
C22 C21 C20 118.8(3) . . ?
C22 C23 C18 120.4(3) . . ?
C13 C14 C15 120.7(3) . . ?
C23 C22 C21 120.6(4) . . ?
C9 C8 C7 124.2(3) . . ?
C8 C9 C4 117.5(3) . . ?
C10 C9 C4 124.3(3) . . ?
C10 C9 C8 118.2(3) . . ?
C30 C26 C27 121.2(3) . . ?
C25 C26 C27 117.1(3) . . ?
C25 C26 C30 121.7(3) . . ?
C26 C25 C24 121.4(3) . . ?
C2 C1 N1 113.5(2) . . ?
O2 C1 N1 123.6(3) . . ?
O2 C1 C2 122.9(3) . . ?

####################################################################### 
# 
# 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_XY051302_sx
_database_code_depnum_ccdc_archive 'CCDC 1921050'
loop_
_audit_author_name
_audit_author_address
'Haibo Yang' 'Yangzhou University'
_audit_update_record             
;
2019-06-05 deposited with the CCDC.	2019-08-13 downloaded from the CCDC.
;
_audit_creation_date             2019-06-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H27 O3 P'
_chemical_formula_sum            'C31 H27 O3 P'
_chemical_formula_weight         478.53
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   17.0617(8)
_cell_length_b                   13.6110(6)
_cell_length_c                   11.3034(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.030(2)
_cell_angle_gamma                90
_cell_volume                     2522.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9136
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      27.41
_cell_measurement_theta_min      2.40
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6689
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0988 before and 0.0584 after correction.
The Ratio of minimum to maximum transmission is 0.8971.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.2598
_exptl_crystal_density_meas      .
_exptl_crystal_description       block
_exptl_crystal_F_000             1008.8721
_exptl_crystal_recrystallization_method ?
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0518
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            25855
_diffrn_reflns_theta_full        27.5349
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         2.40
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9960
_diffrn_measured_fraction_theta_max 0.9960
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              21
_reflns_limit_h_min              -22
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                3909
_reflns_number_total             5795
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_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  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.6012
_refine_diff_density_min         -0.4045
_refine_diff_density_rms         0.0844
_refine_ls_d_res_high            0.7687
_refine_ls_d_res_low             8.4908
_refine_ls_goodness_of_fit_ref   1.0516
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    48
_refine_ls_number_parameters     319
_refine_ls_number_reflns         5795
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0565
_refine_ls_restrained_S_all      1.0516
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0750P)²+0.8790P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1418
_refine_ls_wR_factor_ref         0.1596
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C19(H19), C16(H16), C9(H9), C8(H8), C15(H15), C21(H21), C28(H28),
 C25(H25), C27(H27), C18(H18), C24(H24), C30(H30), C29(H29), C23(H23), C22(H22),
  C17(H17), C31(H31)
2.b Idealised Me refined as rotating group:
 C12(H12a,H12b,H12c), C11(H11a,H11b,H11c), C13(H13a,H13b,H13c)
;
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_refinement_flags_posn
C5 C 0.63433(13) 0.56811(15) 0.4054(2) 0.0356(5) Uani 1.000000 .
C4 C 0.71355(12) 0.60338(15) 0.43088(19) 0.0339(5) Uani 1.000000 .
C3 C 0.77510(12) 0.56560(14) 0.53686(19) 0.0334(5) Uani 1.000000 .
C2 C 0.75225(12) 0.50022(15) 0.61324(19) 0.0332(5) Uani 1.000000 .
C6 C 0.57304(14) 0.59531(17) 0.3031(2) 0.0418(5) Uani 1.000000 .
H6 H 0.52115(14) 0.56860(17) 0.2898(2) 0.0502(6) Uiso 1.000000 R
C20 C 0.82836(14) 0.49125(17) 0.8784(2) 0.0431(5) Uani 1.000000 .
C19 C 0.90269(14) 0.58537(18) 0.4713(2) 0.0489(6) Uani 1.000000 .
H19 H 0.87907(14) 0.54821(18) 0.4015(2) 0.0586(7) Uiso 1.000000 R
C7 C 0.58856(14) 0.66230(17) 0.2202(2) 0.0420(5) Uani 1.000000 .
C16 C 0.97352(18) 0.6965(2) 0.6771(3) 0.0755(9) Uani 1.000000 .
H16 H 0.99753(18) 0.7343(2) 0.7461(3) 0.0906(11) Uiso 1.000000 R
C14 C 0.86016(13) 0.60254(16) 0.5581(2) 0.0383(5) Uani 1.000000 .
C9 C 0.72810(14) 0.67286(16) 0.3471(2) 0.0420(5) Uani 1.000000 .
H9 H 0.77978(14) 0.70026(16) 0.3609(2) 0.0504(6) Uiso 1.000000 R
C8 C 0.66752(14) 0.70074(17) 0.2457(2) 0.0464(6) Uani 1.000000 .
H8 H 0.67919(14) 0.74668(17) 0.1921(2) 0.0557(7) Uiso 1.000000 R
C15 C 0.89585(15) 0.65767(18) 0.6613(3) 0.0540(6) Uani 1.000000 .
H15 H 0.86809(15) 0.66885(18) 0.7202(3) 0.0647(8) Uiso 1.000000 R
C21 C 0.7690(2) 0.5505(2) 0.8987(3) 0.0708(9) Uani 1.000000 .
H21 H 0.7210(2) 0.5597(2) 0.8363(3) 0.0850(11) Uiso 1.000000 R
C28 C 0.7692(2) 0.1491(2) 0.6502(3) 0.0754(9) Uani 1.000000 .
H28 H 0.7765(2) 0.1054(2) 0.5907(3) 0.0905(11) Uiso 1.000000 R
C25 C 0.89796(17) 0.4722(3) 0.9762(3) 0.0793(10) Uani 1.000000 .
H25 H 0.93698(17) 0.4277(3) 0.9663(3) 0.0951(12) Uiso 1.000000 R
C27 C 0.79666(18) 0.24460(19) 0.6507(2) 0.0579(7) Uani 1.000000 .
H27 H 0.82371(18) 0.26416(19) 0.5936(2) 0.0694(8) Uiso 1.000000 R
C18 C 0.98044(16) 0.6238(2) 0.4891(3) 0.0660(8) Uani 1.000000 .
H18 H 1.00905(16) 0.6117(2) 0.4315(3) 0.0792(10) Uiso 1.000000 R
C10 C 0.52250(16) 0.6965(2) 0.1065(2) 0.0580(7) Uani 1.000000 .
C24 C 0.9082(2) 0.5205(4) 1.0883(3) 0.1006(13) Uani 1.000000 .
H24 H 0.9548(2) 0.5099(4) 1.1528(3) 0.1207(16) Uiso 1.000000 R
C30 C 0.71969(19) 0.1826(2) 0.8195(3) 0.0680(8) Uani 1.000000 .
H30 H 0.69371(19) 0.1619(2) 0.8775(3) 0.0816(10) Uiso 1.000000 R
C29 C 0.7321(2) 0.1180(2) 0.7347(3) 0.0667(8) Uani 1.000000 .
H29 H 0.7151(2) 0.0530(2) 0.7349(3) 0.0801(10) Uiso 1.000000 R
C23 C 0.8482(3) 0.5844(3) 1.1028(3) 0.0821(11) Uani 1.000000 .
H23 H 0.8557(3) 0.6187(3) 1.1763(3) 0.0985(13) Uiso 1.000000 R
C22 C 0.7791(3) 0.5972(2) 1.0110(3) 0.0859(11) Uani 1.000000 .
H22 H 0.7381(3) 0.6376(2) 1.0230(3) 0.1030(13) Uiso 1.000000 R
C12 C 0.5508(2) 0.6819(4) -0.0082(3) 0.1048(14) Uani 1.000000 .
H12a H 0.6006(11) 0.7175(19) 0.0000(13) 0.157(2) Uiso 1.000000 GR
H12b H 0.5600(18) 0.6132(4) -0.0185(16) 0.157(2) Uiso 1.000000 GR
H12c H 0.5097(9) 0.706(2) -0.0786(5) 0.157(2) Uiso 1.000000 GR
C1 C 0.66609(13) 0.47768(16) 0.5948(2) 0.0393(5) Uani 1.000000 .
O2 O 0.63766(10) 0.43647(14) 0.66734(17) 0.0579(5) Uani 1.000000 .
C26 C 0.78399(12) 0.31103(15) 0.73568(19) 0.0360(5) Uani 1.000000 .
C17 C 1.01489(18) 0.6789(2) 0.5900(4) 0.0759(9) Uani 1.000000 .
H17 H 1.06676(18) 0.7050(2) 0.6007(4) 0.0911(11) Uiso 1.000000 R
C31 C 0.74546(16) 0.27888(18) 0.8202(2) 0.0520(6) Uani 1.000000 .
H31 H 0.73661(16) 0.32240(18) 0.8786(2) 0.0623(7) Uiso 1.000000 R
O1 O 0.61223(9) 0.50485(11) 0.48576(14) 0.0436(4) Uani 1.000000 .
P1 P 0.82557(3) 0.43283(4) 0.73397(5) 0.03434(17) Uani 1.000000 .
O3 O 0.90644(9) 0.42708(12) 0.71123(15) 0.0463(4) Uani 1.000000 .
C11 C 0.44299(19) 0.6440(4) 0.0920(3) 0.1152(17) Uani 1.000000 .
H11a H 0.4493(6) 0.5758(7) 0.075(3) 0.173(3) Uiso 1.000000 GR
H11b H 0.4269(11) 0.650(2) 0.1666(12) 0.173(3) Uiso 1.000000 GR
H11c H 0.4019(5) 0.6727(18) 0.025(2) 0.173(3) Uiso 1.000000 GR
C13 C 0.5101(3) 0.8071(3) 0.1179(4) 0.1140(15) Uani 1.000000 .
H13a H 0.4844(18) 0.8190(3) 0.182(2) 0.171(2) Uiso 1.000000 GR
H13b H 0.5620(3) 0.8396(4) 0.137(3) 0.171(2) Uiso 1.000000 GR
H13c H 0.4762(16) 0.8319(5) 0.0414(10) 0.171(2) Uiso 1.000000 GR


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
C5 C4 1.388(3) . ?
C5 C6 1.378(3) . ?
C5 O1 1.377(2) . ?
C4 C3 1.452(3) . ?
C4 C9 1.408(3) . ?
C3 C2 1.369(3) . ?
C3 C14 1.491(3) . ?
C2 C1 1.459(3) . ?
C2 P1 1.824(2) . ?
C6 C7 1.385(3) . ?
C20 C21 1.362(4) . ?
C20 C25 1.405(4) . ?
C20 P1 1.805(2) . ?
C19 C14 1.391(3) . ?
C19 C18 1.388(4) . ?
C7 C8 1.399(3) . ?
C7 C10 1.530(3) . ?
C16 C15 1.392(4) . ?
C16 C17 1.381(5) . ?
C14 C15 1.379(3) . ?
C9 C8 1.368(3) . ?
C21 C22 1.387(4) . ?
C28 C27 1.381(4) . ?
C28 C29 1.353(4) . ?
C25 C24 1.395(5) . ?
C27 C26 1.379(3) . ?
C18 C17 1.356(5) . ?
C10 C12 1.515(4) . ?
C10 C11 1.501(4) . ?
C10 C13 1.531(5) . ?
C24 C23 1.387(6) . ?
C30 C29 1.360(4) . ?
C30 C31 1.381(4) . ?
C23 C22 1.350(5) . ?
C1 O2 1.201(3) . ?
C1 O1 1.369(3) . ?
C26 C31 1.373(3) . ?
C26 P1 1.805(2) . ?
P1 O3 1.4738(15) . ?

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
C6 C5 C4 123.43(19) . . ?
O1 C5 C4 120.53(18) . . ?
O1 C5 C6 116.01(18) . . ?
C3 C4 C5 119.33(18) . . ?
C9 C4 C5 115.81(19) . . ?
C9 C4 C3 124.83(19) . . ?
C2 C3 C4 118.91(18) . . ?
C14 C3 C4 117.61(18) . . ?
C14 C3 C2 123.46(19) . . ?
C1 C2 C3 119.83(18) . . ?
P1 C2 C3 122.87(15) . . ?
P1 C2 C1 117.19(15) . . ?
C7 C6 C5 120.1(2) . . ?
C25 C20 C21 118.9(2) . . ?
P1 C20 C21 125.3(2) . . ?
P1 C20 C25 115.8(2) . . ?
C18 C19 C14 119.9(3) . . ?
C8 C7 C6 117.4(2) . . ?
C10 C7 C6 122.3(2) . . ?
C10 C7 C8 120.2(2) . . ?
C17 C16 C15 119.9(3) . . ?
C19 C14 C3 120.2(2) . . ?
C15 C14 C3 120.1(2) . . ?
C15 C14 C19 119.5(2) . . ?
C8 C9 C4 121.1(2) . . ?
C9 C8 C7 122.0(2) . . ?
C14 C15 C16 119.8(3) . . ?
C22 C21 C20 121.0(3) . . ?
C29 C28 C27 121.1(3) . . ?
C24 C25 C20 119.6(3) . . ?
C26 C27 C28 120.1(3) . . ?
C17 C18 C19 120.3(3) . . ?
C12 C10 C7 110.1(2) . . ?
C11 C10 C7 112.4(2) . . ?
C11 C10 C12 109.7(3) . . ?
C13 C10 C7 108.4(3) . . ?
C13 C10 C12 106.6(3) . . ?
C13 C10 C11 109.6(3) . . ?
C23 C24 C25 119.4(3) . . ?
C31 C30 C29 120.4(3) . . ?
C30 C29 C28 119.3(3) . . ?
C22 C23 C24 120.4(3) . . ?
C23 C22 C21 120.4(3) . . ?
O2 C1 C2 125.6(2) . . ?
O1 C1 C2 118.11(18) . . ?
O1 C1 O2 116.33(19) . . ?
C31 C26 C27 118.2(2) . . ?
P1 C26 C27 117.19(18) . . ?
P1 C26 C31 124.43(17) . . ?
C18 C17 C16 120.5(3) . . ?
C26 C31 C30 120.8(2) . . ?
C1 O1 C5 121.62(16) . . ?
C20 P1 C2 107.26(10) . . ?
C26 P1 C2 106.23(9) . . ?
C26 P1 C20 107.88(10) . . ?
O3 P1 C2 112.21(9) . . ?
O3 P1 C20 112.90(10) . . ?
O3 P1 C26 110.04(10) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
