# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_202009174
_audit_block_doi                 10.5517/ccdc.csd.cc28kjcr
_database_code_depnum_ccdc_archive 'CCDC 2102214'
loop_
_audit_author_name
_audit_author_address
'yunqing Jia'
;Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences,
China
;
_audit_update_record             
;
2021-08-07 deposited with the CCDC.	2022-09-29 downloaded from the CCDC.
;
_audit_creation_date             2020-09-19
_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         'C29 H26 N O2 P, C2 H6 O'
_chemical_formula_sum            'C31 H32 N O3 P'
_chemical_formula_weight         497.54
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N4O4P1
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                   10.45953(19)
_cell_length_b                   13.5092(3)
_cell_length_c                   19.3396(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2732.69(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10033
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.9750
_cell_measurement_theta_min      3.9750
_shelx_estimated_absorpt_T_max   0.905
_shelx_estimated_absorpt_T_min   0.839
_exptl_absorpt_coefficient_mu    1.138
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            24771
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.069
_diffrn_reflns_theta_max         67.069
_diffrn_reflns_theta_min         3.992
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -14.00   11.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000  -90.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -61.00  -36.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000  -90.0000 25

#__ type_ start__ end____ width___ exp.time_
  3 omega  -56.00   35.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   77.0000   90.0000 91

#__ type_ start__ end____ width___ exp.time_
  4 omega  -50.00  -18.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -57.0000  -30.0000 32

#__ type_ start__ end____ width___ exp.time_
  5 omega  -10.00   15.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  110.0000  -77.9103 25

#__ type_ start__ end____ width___ exp.time_
  6 omega   18.00   46.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000    0.0000 28

#__ type_ start__ end____ width___ exp.time_
  7 omega   21.00   67.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000  120.0000 46

#__ type_ start__ end____ width___ exp.time_
  8 omega   26.00   52.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
  9 omega   63.00   96.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000   30.0000 33

#__ type_ start__ end____ width___ exp.time_
 10 omega   23.00   56.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   19.0000   60.0000 33

#__ type_ start__ end____ width___ exp.time_
 11 omega   30.00   79.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000   90.0000 49

#__ type_ start__ end____ width___ exp.time_
 12 omega   14.00   84.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000   60.0000 70

#__ type_ start__ end____ width___ exp.time_
 13 omega  -32.00   63.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -77.0000  150.0000 95

#__ type_ start__ end____ width___ exp.time_
 14 omega   -6.00   22.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  104.0000   93.4890 28

#__ type_ start__ end____ width___ exp.time_
 15 omega   -1.00   34.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   19.0000    0.0000 35

#__ type_ start__ end____ width___ exp.time_
 16 omega  -16.00   72.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -89.0000 -102.0000 88

#__ type_ start__ end____ width___ exp.time_
 17 omega   58.00   88.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -90.0000 30

#__ type_ start__ end____ width___ exp.time_
 18 omega   24.00   50.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 19 omega   39.00   85.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000   90.0000 46

#__ type_ start__ end____ width___ exp.time_
 20 omega   75.00  109.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   19.0000   60.0000 34

#__ type_ start__ end____ width___ exp.time_
 21 omega   18.00   53.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000 -120.0000 35

#__ type_ start__ end____ width___ exp.time_
 22 omega    8.00   33.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 23 omega   75.00  100.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 24 omega   19.00   45.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 25 omega  124.00  174.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 50

#__ type_ start__ end____ width___ exp.time_
 26 omega   88.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 27 omega   82.00  110.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -60.0000 28

#__ type_ start__ end____ width___ exp.time_
 28 omega   79.00  112.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 33

#__ type_ start__ end____ width___ exp.time_
 29 omega   85.00  111.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 30 omega   88.00  151.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -30.0000 63

#__ type_ start__ end____ width___ exp.time_
 31 omega  101.00  153.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  120.0000 52

#__ type_ start__ end____ width___ exp.time_
 32 omega  110.00  175.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 65

#__ type_ start__ end____ width___ exp.time_
 33 omega  127.00  160.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   60.0000 33

#__ type_ start__ end____ width___ exp.time_
 34 omega   88.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 35 omega  102.00  162.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000   90.0000 60

#__ type_ start__ end____ width___ exp.time_
 36 omega   79.00  105.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 37 omega   88.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 38 omega  145.00  171.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 39 omega   86.00  129.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   30.0000 43

#__ type_ start__ end____ width___ exp.time_
 40 omega  103.00  166.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000   60.0000 63

#__ type_ start__ end____ width___ exp.time_
 41 omega   89.00  118.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -120.0000 29

#__ type_ start__ end____ width___ exp.time_
 42 omega   83.00  160.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000    0.0000 77

#__ type_ start__ end____ width___ exp.time_
 43 omega  129.00  171.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 42

#__ type_ start__ end____ width___ exp.time_
 44 omega   79.00  105.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 45 omega   39.00   92.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  120.0000 53

#__ type_ start__ end____ width___ exp.time_
 46 omega   42.00   97.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 55

#__ type_ start__ end____ width___ exp.time_
 47 omega   79.00  104.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 48 omega   92.00  118.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 49 omega   89.00  115.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 50 omega   88.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 51 omega   64.00  103.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -90.0000 39

#__ type_ start__ end____ width___ exp.time_
 52 omega   79.00  105.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 53 omega   86.00  115.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -90.0000 29

#__ type_ start__ end____ width___ exp.time_
 54 omega   88.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
 55 omega   67.00   93.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 56 omega  135.00  161.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -60.0000 26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1003014000
_diffrn_orient_matrix_UB_12      -0.0405651000
_diffrn_orient_matrix_UB_13      -0.0509782000
_diffrn_orient_matrix_UB_21      0.1074809000
_diffrn_orient_matrix_UB_22      0.0295451000
_diffrn_orient_matrix_UB_23      0.0504214000
_diffrn_orient_matrix_UB_31      -0.0088173000
_diffrn_orient_matrix_UB_32      -0.1024142000
_diffrn_orient_matrix_UB_33      0.0347014000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.764
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4553
_reflns_number_total             4884
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 1849 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         4884
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0391
_refine_ls_restrained_S_all      1.068
_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)+(0.0710P)²+0.2312P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1077
_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, All O(H) groups
2. Restrained distances
 C31-C30
 1.75 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C13(H13)
3.b Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C15(H15), C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23),
  C24(H24)
3.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C29(H29A,H29B,H29C), C31(H31A,H31B,H31C)
3.e Idealised tetrahedral OH refined as rotating group:
 O3(H3A)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 0.1147(3) 0.6652(2) 0.31386(15) 0.0455(6) Uani 1 1 d . . . . .
C2 C 0.0166(3) 0.6123(3) 0.28307(19) 0.0601(8) Uani 1 1 d . . . . .
H2 H -0.003289 0.623038 0.236793 0.072 Uiso 1 1 calc R . . . .
C3 C -0.0519(4) 0.5438(3) 0.3209(2) 0.0726(10) Uani 1 1 d . . . . .
H3 H -0.117272 0.507856 0.300104 0.087 Uiso 1 1 calc R . . . .
C4 C -0.0229(4) 0.5287(3) 0.3899(2) 0.0729(11) Uani 1 1 d . . . . .
H4 H -0.068928 0.482642 0.415604 0.088 Uiso 1 1 calc R . . . .
C5 C 0.0736(4) 0.5817(3) 0.4205(2) 0.0696(10) Uani 1 1 d . . . . .
H5 H 0.092441 0.571598 0.467002 0.084 Uiso 1 1 calc R . . . .
C6 C 0.1429(3) 0.6497(3) 0.38296(17) 0.0567(7) Uani 1 1 d . . . . .
H6 H 0.208435 0.685199 0.403987 0.068 Uiso 1 1 calc R . . . .
C7 C 0.2461(3) 0.8506(2) 0.32126(15) 0.0486(6) Uani 1 1 d . . . . .
C8 C 0.1472(4) 0.9079(3) 0.3461(2) 0.0727(10) Uani 1 1 d . . . . .
H8 H 0.064475 0.897377 0.330154 0.087 Uiso 1 1 calc R . . . .
C9 C 0.1702(5) 0.9805(4) 0.3946(3) 0.0940(15) Uani 1 1 d . . . . .
H9 H 0.102619 1.017865 0.411801 0.113 Uiso 1 1 calc R . . . .
C10 C 0.2919(6) 0.9981(4) 0.4174(2) 0.0931(15) Uani 1 1 d . . . . .
H10 H 0.307054 1.047594 0.449874 0.112 Uiso 1 1 calc R . . . .
C11 C 0.3908(5) 0.9431(4) 0.3926(2) 0.0853(13) Uani 1 1 d . . . . .
H11 H 0.473519 0.955398 0.407993 0.102 Uiso 1 1 calc R . . . .
C12 C 0.3687(3) 0.8684(3) 0.34437(19) 0.0650(9) Uani 1 1 d . . . . .
H12 H 0.436494 0.830710 0.327781 0.078 Uiso 1 1 calc R . . . .
C13 C 0.3451(2) 0.6866(2) 0.23357(13) 0.0409(5) Uani 1 1 d . . . . .
H13 H 0.380957 0.656412 0.275365 0.049 Uiso 1 1 calc R . . . .
C14 C 0.3034(3) 0.6009(2) 0.18732(14) 0.0420(5) Uani 1 1 d . . . . .
C15 C 0.2714(3) 0.6165(2) 0.11892(15) 0.0492(7) Uani 1 1 d . . . . .
H15 H 0.274881 0.680153 0.100749 0.059 Uiso 1 1 calc R . . . .
C16 C 0.2344(3) 0.5388(2) 0.07718(16) 0.0561(7) Uani 1 1 d . . . . .
H16 H 0.212313 0.550827 0.031361 0.067 Uiso 1 1 calc R . . . .
C17 C 0.2297(3) 0.4435(2) 0.10259(17) 0.0552(7) Uani 1 1 d . . . . .
C18 C 0.2617(4) 0.4263(2) 0.17076(19) 0.0630(9) Uani 1 1 d . . . . .
H18 H 0.259393 0.362434 0.188629 0.076 Uiso 1 1 calc R . . . .
C19 C 0.2973(4) 0.5051(2) 0.21230(16) 0.0575(7) Uani 1 1 d . . . . .
H19 H 0.317752 0.493300 0.258369 0.069 Uiso 1 1 calc R . . . .
C20 C 0.1961(7) 0.2714(3) 0.0785(3) 0.1057(17) Uani 1 1 d . . . . .
H20A H 0.138523 0.263389 0.116729 0.158 Uiso 1 1 calc GR . . . .
H20B H 0.281137 0.253989 0.092676 0.158 Uiso 1 1 calc GR . . . .
H20C H 0.169944 0.229265 0.041140 0.158 Uiso 1 1 calc GR . . . .
C21 C 0.3539(3) 0.8989(2) 0.13321(17) 0.0540(7) Uani 1 1 d . . . . .
H21 H 0.268007 0.886128 0.141787 0.065 Uiso 1 1 calc R . . . .
C22 C 0.3896(4) 0.9796(3) 0.0938(2) 0.0669(9) Uani 1 1 d . . . . .
H22 H 0.326735 1.021084 0.075939 0.080 Uiso 1 1 calc R . . . .
C23 C 0.5180(5) 1.0003(3) 0.0801(2) 0.0731(11) Uani 1 1 d . . . . .
H23 H 0.539319 1.055210 0.053534 0.088 Uiso 1 1 calc R . . . .
C24 C 0.6129(4) 0.9406(3) 0.10543(17) 0.0665(10) Uani 1 1 d . . . . .
H24 H 0.698484 0.954524 0.096699 0.080 Uiso 1 1 calc R . . . .
C25 C 0.5778(3) 0.8584(3) 0.14462(15) 0.0530(7) Uani 1 1 d . . . . .
C26 C 0.4483(3) 0.8366(2) 0.16006(14) 0.0462(6) Uani 1 1 d . . . . .
C27 C 0.4518(2) 0.7486(2) 0.20234(13) 0.0434(5) Uani 1 1 d . . . . .
C28 C 0.5773(3) 0.7215(3) 0.20947(15) 0.0526(7) Uani 1 1 d . . . . .
C29 C 0.6352(3) 0.6369(3) 0.2474(2) 0.0737(10) Uani 1 1 d . . . . .
H29A H 0.640847 0.652698 0.295664 0.111 Uiso 1 1 calc GR . . . .
H29B H 0.719294 0.624210 0.229522 0.111 Uiso 1 1 calc GR . . . .
H29C H 0.582939 0.579119 0.241366 0.111 Uiso 1 1 calc GR . . . .
N1 N 0.6530(2) 0.7888(3) 0.17507(15) 0.0601(7) Uani 1 1 d . . . . .
H1 H 0.732(4) 0.779(3) 0.172(2) 0.073(12) Uiso 1 1 d . . . . .
O1 O 0.12080(19) 0.79100(16) 0.20388(11) 0.0517(5) Uani 1 1 d . . . . .
O2 O 0.1943(3) 0.37209(19) 0.05610(15) 0.0776(8) Uani 1 1 d . . . . .
P1 P 0.20132(6) 0.75369(5) 0.26143(3) 0.04048(18) Uani 1 1 d . . . . .
C30 C 0.5769(7) 0.2534(8) 0.5611(3) 0.153(3) Uani 1 1 d D . . . .
H30A H 0.656888 0.235431 0.539053 0.184 Uiso 1 1 calc R . . . .
H30B H 0.571354 0.324942 0.558260 0.184 Uiso 1 1 calc R . . . .
C31 C 0.4825(6) 0.2184(5) 0.5178(3) 0.113(2) Uani 1 1 d D . . . .
H31A H 0.403219 0.214556 0.542696 0.169 Uiso 1 1 calc GR . . . .
H31B H 0.505543 0.153683 0.501463 0.169 Uiso 1 1 calc GR . . . .
H31C H 0.473052 0.262408 0.479238 0.169 Uiso 1 1 calc GR . . . .
O3 O 0.5933(2) 0.2334(4) 0.62801(17) 0.1073(14) Uani 1 1 d . . . . .
H3A H 0.523465 0.229558 0.647043 0.161 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
C1 C2 1.386(4) . ?
C1 C6 1.384(4) . ?
C1 P1 1.810(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.372(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.378(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.379(5) . ?
C7 C12 1.379(5) . ?
C7 P1 1.808(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.378(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.369(8) . ?
C10 H10 0.9300 . ?
C10 C11 1.361(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.394(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9800 . ?
C13 C14 1.527(4) . ?
C13 C27 1.520(4) . ?
C13 P1 1.837(3) . ?
C14 C15 1.381(4) . ?
C14 C19 1.382(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.379(5) . ?
C17 C18 1.380(5) . ?
C17 O2 1.370(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.385(5) . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C20 O2 1.427(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.382(5) . ?
C21 C26 1.397(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.397(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.369(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.394(5) . ?
C25 C26 1.417(4) . ?
C25 N1 1.360(5) . ?
C26 C27 1.443(5) . ?
C27 C28 1.370(4) . ?
C28 C29 1.487(5) . ?
C28 N1 1.377(5) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
N1 H1 0.84(4) . ?
O1 P1 1.484(2) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.378(8) . ?
C30 O3 1.333(7) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
O3 H3A 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 P1 118.1(2) . . ?
C6 C1 C2 119.6(3) . . ?
C6 C1 P1 122.3(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.2(3) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.8(4) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.5(4) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 H6 120.1 . . ?
C5 C6 C1 119.9(3) . . ?
C5 C6 H6 120.1 . . ?
C8 C7 C12 119.1(3) . . ?
C8 C7 P1 115.8(3) . . ?
C12 C7 P1 125.1(3) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.4(4) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.4(4) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.9(4) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.4(4) . . ?
C12 C11 H11 119.8 . . ?
C7 C12 C11 119.8(4) . . ?
C7 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C14 C13 H13 106.1 . . ?
C14 C13 P1 108.17(17) . . ?
C27 C13 H13 106.1 . . ?
C27 C13 C14 113.3(2) . . ?
C27 C13 P1 116.5(2) . . ?
P1 C13 H13 106.1 . . ?
C15 C14 C13 121.0(2) . . ?
C15 C14 C19 117.8(3) . . ?
C19 C14 C13 121.2(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.9(3) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.8(3) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C18 119.3(3) . . ?
O2 C17 C16 115.7(3) . . ?
O2 C17 C18 125.0(3) . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.3(3) . . ?
C19 C18 H18 120.3 . . ?
C14 C19 C18 121.9(3) . . ?
C14 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O2 C20 H20A 109.5 . . ?
O2 C20 H20B 109.5 . . ?
O2 C20 H20C 109.5 . . ?
C22 C21 H21 120.4 . . ?
C22 C21 C26 119.3(3) . . ?
C26 C21 H21 120.4 . . ?
C21 C22 H22 119.3 . . ?
C21 C22 C23 121.4(4) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.8(3) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 120.9 . . ?
C23 C24 C25 118.2(3) . . ?
C25 C24 H24 120.9 . . ?
C24 C25 C26 122.1(3) . . ?
N1 C25 C24 129.3(3) . . ?
N1 C25 C26 108.5(3) . . ?
C21 C26 C25 118.2(3) . . ?
C21 C26 C27 136.4(3) . . ?
C25 C26 C27 105.5(3) . . ?
C26 C27 C13 131.4(2) . . ?
C28 C27 C13 121.0(3) . . ?
C28 C27 C26 107.5(3) . . ?
C27 C28 C29 130.2(3) . . ?
C27 C28 N1 109.0(3) . . ?
N1 C28 C29 120.8(3) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C25 N1 C28 109.5(3) . . ?
C25 N1 H1 130(3) . . ?
C28 N1 H1 120(3) . . ?
C17 O2 C20 117.9(3) . . ?
C1 P1 C13 104.38(13) . . ?
C7 P1 C1 104.41(14) . . ?
C7 P1 C13 109.42(13) . . ?
O1 P1 C1 111.12(13) . . ?
O1 P1 C7 112.40(14) . . ?
O1 P1 C13 114.35(12) . . ?
H30A C30 H30B 106.0 . . ?
C31 C30 H30A 105.4 . . ?
C31 C30 H30B 105.4 . . ?
O3 C30 H30A 105.4 . . ?
O3 C30 H30B 105.4 . . ?
O3 C30 C31 127.8(6) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 O3 H3A 109.5 . . ?

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 O3 0.84(4) 2.02(5) 2.821(4) 159(4) 2_664 yes
O3 H3A O1 0.82 1.89 2.698(3) 169.5 2_565 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 0.6(6) . . . . ?
C2 C1 C6 C5 0.3(5) . . . . ?
C2 C1 P1 C7 147.8(3) . . . . ?
C2 C1 P1 C13 -97.4(3) . . . . ?
C2 C1 P1 O1 26.4(3) . . . . ?
C2 C3 C4 C5 -0.1(6) . . . . ?
C3 C4 C5 C6 -0.4(6) . . . . ?
C4 C5 C6 C1 0.3(5) . . . . ?
C6 C1 C2 C3 -0.7(5) . . . . ?
C6 C1 P1 C7 -31.7(3) . . . . ?
C6 C1 P1 C13 83.1(3) . . . . ?
C6 C1 P1 O1 -153.2(3) . . . . ?
C7 C8 C9 C10 1.4(8) . . . . ?
C8 C7 C12 C11 0.5(6) . . . . ?
C8 C7 P1 C1 -69.3(3) . . . . ?
C8 C7 P1 C13 179.5(3) . . . . ?
C8 C7 P1 O1 51.3(3) . . . . ?
C8 C9 C10 C11 -0.5(9) . . . . ?
C9 C10 C11 C12 -0.4(8) . . . . ?
C10 C11 C12 C7 0.4(7) . . . . ?
C12 C7 C8 C9 -1.4(6) . . . . ?
C12 C7 P1 C1 108.9(3) . . . . ?
C12 C7 P1 C13 -2.4(3) . . . . ?
C12 C7 P1 O1 -130.6(3) . . . . ?
C13 C14 C15 C16 179.7(3) . . . . ?
C13 C14 C19 C18 -178.9(3) . . . . ?
C13 C27 C28 C29 -2.4(5) . . . . ?
C13 C27 C28 N1 178.5(2) . . . . ?
C14 C13 C27 C26 92.1(3) . . . . ?
C14 C13 C27 C28 -84.6(3) . . . . ?
C14 C13 P1 C1 64.7(2) . . . . ?
C14 C13 P1 C7 175.99(18) . . . . ?
C14 C13 P1 O1 -56.9(2) . . . . ?
C14 C15 C16 C17 -0.7(5) . . . . ?
C15 C14 C19 C18 0.6(5) . . . . ?
C15 C16 C17 C18 0.5(5) . . . . ?
C15 C16 C17 O2 -178.7(3) . . . . ?
C16 C17 C18 C19 0.3(5) . . . . ?
C16 C17 O2 C20 175.9(4) . . . . ?
C17 C18 C19 C14 -0.8(6) . . . . ?
C18 C17 O2 C20 -3.2(6) . . . . ?
C19 C14 C15 C16 0.2(5) . . . . ?
C21 C22 C23 C24 0.2(6) . . . . ?
C21 C26 C27 C13 1.7(5) . . . . ?
C21 C26 C27 C28 178.8(3) . . . . ?
C22 C21 C26 C25 -0.9(4) . . . . ?
C22 C21 C26 C27 179.5(3) . . . . ?
C22 C23 C24 C25 0.5(5) . . . . ?
C23 C24 C25 C26 -1.5(5) . . . . ?
C23 C24 C25 N1 -180.0(3) . . . . ?
C24 C25 C26 C21 1.7(4) . . . . ?
C24 C25 C26 C27 -178.7(3) . . . . ?
C24 C25 N1 C28 179.2(3) . . . . ?
C25 C26 C27 C13 -177.8(3) . . . . ?
C25 C26 C27 C28 -0.8(3) . . . . ?
C26 C21 C22 C23 0.1(5) . . . . ?
C26 C25 N1 C28 0.5(3) . . . . ?
C26 C27 C28 C29 -179.8(3) . . . . ?
C26 C27 C28 N1 1.1(3) . . . . ?
C27 C13 C14 C15 -51.5(3) . . . . ?
C27 C13 C14 C19 128.0(3) . . . . ?
C27 C13 P1 C1 -166.40(19) . . . . ?
C27 C13 P1 C7 -55.1(2) . . . . ?
C27 C13 P1 O1 72.0(2) . . . . ?
C27 C28 N1 C25 -1.1(3) . . . . ?
C29 C28 N1 C25 179.8(3) . . . . ?
N1 C25 C26 C21 -179.5(3) . . . . ?
N1 C25 C26 C27 0.2(3) . . . . ?
O2 C17 C18 C19 179.3(4) . . . . ?
P1 C1 C2 C3 179.8(3) . . . . ?
P1 C1 C6 C5 179.8(3) . . . . ?
P1 C7 C8 C9 176.9(4) . . . . ?
P1 C7 C12 C11 -177.6(3) . . . . ?
P1 C13 C14 C15 79.2(3) . . . . ?
P1 C13 C14 C19 -101.3(3) . . . . ?
P1 C13 C27 C26 -34.3(4) . . . . ?
P1 C13 C27 C28 149.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
