# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_stoi869_corr
_database_code_depnum_ccdc_archive 'CCDC 2496614'
loop_
_audit_author_name
_audit_author_address
'Daut Islamov'
;KFU
Russia
;
_audit_update_record             
;
2025-10-20 deposited with the CCDC.	2025-11-28 downloaded from the CCDC.
;
_audit_creation_date             2025-10-17
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H21 N2 O4 P'
_chemical_formula_sum            'C13 H21 N2 O4 P'
_chemical_formula_weight         300.29
_chemical_melting_point          ?
_chemical_oxdiff_formula         C13H21N2O4P
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                   9.24880(10)
_cell_length_b                   14.78870(10)
_cell_length_c                   11.20740(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.8870(10)
_cell_angle_gamma                90
_cell_volume                     1524.84(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13461
_cell_measurement_temperature    304.06(10)
_cell_measurement_theta_max      75.6210
_cell_measurement_theta_min      2.9290
_shelx_estimated_absorpt_T_max   0.712
_shelx_estimated_absorpt_T_min   0.558
_exptl_absorpt_coefficient_mu    1.738
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.444
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.80a (Rigaku Oxford Diffraction, 2023)
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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             640
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 2 0.1384
2 -1 -1 0.0389
-1 -1 -1 0.0661
1 2 0 0.1279
0 1 0 0.1107
0 -1 0 0.0957
0 1 2 0.1491
-1 2 2 0.1634
-2 1 0 0.1424

_exptl_crystal_size_max          0.382
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.206
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
-0.0002 -0.9996 1.9994 0.1003 0.1797 -0.2117
1.9998 -0.9984 -0.9991 0.1708 -0.3071 -0.0954
-1.0004 -0.9989 -0.9995 0.0686 0.0586 0.2336
1.0007 1.9982 -0.0003 -0.1696 -0.1573 -0.1338
0.0003 0.9990 -0.0002 -0.1019 -0.0177 -0.0121
-0.0003 -0.9990 0.0002 0.1019 0.0177 0.0121
0.0004 0.9984 1.9989 -0.1034 0.1443 -0.2358
-0.9993 1.9973 1.9986 -0.2394 0.2485 -0.1382
-1.9998 0.9987 -0.0005 -0.1700 0.2261 0.2073

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            20745
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.036
_diffrn_reflns_theta_min         4.968
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      304.06(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 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     25.00 107.00   0.50    0.05    --   46.31  77.00 -60.00  164
  2  ω     92.00 162.00   0.50    0.16    --  103.80  77.00 -60.00  140
  3  ω    142.00 167.00   0.50    0.16    --  103.80  45.00 -30.00   50
  4  ω    141.00 178.00   0.50    0.16    --  103.80  15.00-120.00   74
  5  ω     90.00 122.00   0.50    0.16    --  103.80  15.00-120.00   64
  6  ω     92.00 118.00   0.50    0.16    --  103.80  45.00 -30.00   52
  7  ω     -2.00  23.00   0.50    0.05    --   46.31 -19.00 120.00   50
  8  ω     31.00  75.00   0.50    0.16    --  103.80 -77.00 120.00   88
  9  ω     34.00 100.00   0.50    0.16    --  103.80-125.00  60.00  132
 10  ω     70.00  95.00   0.50    0.16    --  103.80-120.00 147.00   50
 11  ω     11.00  61.00   0.50    0.05    --   46.31-120.00 147.00  100
 12  ω     32.00 130.00   0.50    0.16    --  103.80-154.00 -10.00  196
 13  ω     83.00 111.00   0.50    0.05    --   46.31-154.00 -10.00   56
 14  ω     32.00  71.00   0.50    0.16    --  103.80 -61.00 -60.00   78
 15  ω     60.00 116.00   0.50    0.05    --   46.31 154.00  29.00  112
 16  ω     74.00  99.00   0.50    0.05    --   46.31 125.00 -30.00   50
 17  ω    100.00 133.00   0.50    0.16    --  103.80 120.00-128.00   66
 18  ω     90.00 117.00   0.50    0.05    --   46.31 125.00   0.00   54
 19  ω     74.00 119.00   0.50    0.05    --   46.31 125.00 120.00   90
 20  ω    -94.00 -69.00   0.50    0.05    --  -47.56 154.00  29.00   50
 21  ω   -131.00 -81.00   0.50    0.16    -- -105.05 154.00  29.00  100
 22  ω    -75.00 -36.00   0.50    0.16    -- -105.05 154.00  29.00   78
 23  ω   -102.00 -34.00   0.50    0.16    -- -105.05 125.00 -60.00  136
 24  ω   -127.00-102.00   0.50    0.16    -- -105.05 146.00 -68.18   50
 25  ω    -96.00 -71.00   0.50    0.16    -- -105.05 125.00-180.00   50
 26  ω   -112.00 -34.00   0.50    0.16    -- -105.05 125.00-150.00  156
 27  ω    -67.00 -37.00   0.50    0.16    -- -105.05 125.00-180.00   60
 28  ω    -88.00 -35.00   0.50    0.05    --  -47.56 120.00-128.00  106
 29  ω    -95.00 -70.00   0.50    0.16    -- -105.05 120.00-128.00   50
 30  ω    -86.00 -61.00   0.50    0.16    -- -105.05 146.00 -68.18   50
 31  ω   -112.00 -36.00   0.50    0.16    -- -105.05 125.00   0.00  152
 32  ω   -112.00 -84.00   0.50    0.16    -- -105.05 125.00 150.00   56
 33  ω    -82.00 -40.00   0.50    0.16    -- -105.05  77.00  90.00   84
 34  ω    -26.00  28.00   0.50    0.05    --  -47.56  19.00  60.00  108
 35  ω    -11.00  24.00   0.50    0.05    --  -47.56  19.00-180.00   70
 36  ω    -71.00 -33.00   0.50    0.16    -- -105.05  61.00-180.00   76
 37  ω    -67.00 -33.00   0.50    0.16    -- -105.05  61.00-150.00   68
 38  ω    -71.00 -32.00   0.50    0.16    -- -105.05  61.00-120.00   78
 39  ω   -177.00 -91.00   0.50    0.16    -- -105.05 -61.00-180.00  172
 40  ω   -177.00-101.00   0.50    0.16    -- -105.05 -45.00  60.00  152
 41  ω   -124.00 -98.00   0.50    0.16    -- -105.05 -45.00 150.00   52
 42  ω   -177.00-134.00   0.50    0.16    -- -105.05 -45.00 150.00   86
 43  ω   -151.00-126.00   0.50    0.16    -- -105.05-120.00 147.00   50
 44  ω   -118.00 -90.00   0.50    0.05    --  -47.56-154.00 -10.00   56
 45  ω    -87.00 -54.00   0.50    0.05    --  -47.56-154.00 -10.00   66
 46  ω   -132.00-107.00   0.50    0.16    -- -105.05-154.00 -10.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source 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      0.0340832000
_diffrn_orient_matrix_UB_12      -0.1019655000
_diffrn_orient_matrix_UB_13      -0.0008230000
_diffrn_orient_matrix_UB_21      -0.1218962000
_diffrn_orient_matrix_UB_22      -0.0176634000
_diffrn_orient_matrix_UB_23      0.0810172000
_diffrn_orient_matrix_UB_31      -0.1096376000
_diffrn_orient_matrix_UB_32      -0.0120554000
_diffrn_orient_matrix_UB_33      -0.1119176000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2919
_reflns_number_total             3142
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         3142
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0464
_refine_ls_restrained_S_all      1.126
_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)+(0.0662P)²+0.4254P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1216
_refine_ls_wR_factor_ref         0.1239
_refine_special_details          ?
_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), C8(H8), C10(H10), C13(H13)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C9(H9A,H9B,H9C), C5(H5A,H5B,H5C), C11(H11A,H11B,H11C),
 C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   mixed
_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
P1 P 0.06790(5) 0.34548(3) 0.36274(3) 0.04041(16) Uani 1 1 d . . . . .
O1 O 0.16159(15) 0.38125(10) 0.46556(10) 0.0548(4) Uani 1 1 d . . . . .
O4 O 0.75722(16) 0.64692(9) 0.09067(11) 0.0550(4) Uani 1 1 d . . . . .
O2 O 0.06608(15) 0.23983(10) 0.35630(13) 0.0573(4) Uani 1 1 d . . . . .
O3 O -0.09835(15) 0.36822(12) 0.36186(13) 0.0604(4) Uani 1 1 d . . . . .
N1 N 0.72689(15) 0.60548(10) 0.28127(12) 0.0410(3) Uani 1 1 d . . . . .
N2 N 0.25492(16) 0.36427(10) 0.19419(13) 0.0424(3) Uani 1 1 d . . . . .
C1 C 0.61124(16) 0.54318(11) 0.25863(13) 0.0363(3) Uani 1 1 d . . . . .
C4 C 0.37194(17) 0.42517(10) 0.21908(13) 0.0357(3) Uani 1 1 d . . . . .
C6 C 0.59328(17) 0.48933(11) 0.15630(14) 0.0391(3) Uani 1 1 d . . . . .
H6 H 0.661248 0.491710 0.100710 0.047 Uiso 1 1 calc R U . . .
C8 C 0.47469(18) 0.43231(11) 0.13704(13) 0.0381(3) Uani 1 1 d . . . . .
H8 H 0.463235 0.397780 0.067362 0.046 Uiso 1 1 calc R U . . .
C10 C 0.51128(19) 0.53481(12) 0.34231(14) 0.0425(4) Uani 1 1 d . . . . .
H10 H 0.523007 0.569417 0.411917 0.051 Uiso 1 1 calc R U . . .
C12 C 0.10351(17) 0.38655(12) 0.21439(14) 0.0400(4) Uani 1 1 d . . . . .
C13 C 0.39456(18) 0.47609(12) 0.32440(14) 0.0430(4) Uani 1 1 d . . . . .
H13 H 0.330698 0.470471 0.382884 0.052 Uiso 1 1 calc R U . . .
C7 C 0.78824(18) 0.65486(11) 0.19868(15) 0.0403(4) Uani 1 1 d . . . . .
C2 C 0.0670(2) 0.48724(14) 0.2013(2) 0.0590(5) Uani 1 1 d . . . . .
H2A H -0.034829 0.496035 0.207544 0.089 Uiso 1 1 calc R U . . .
H2B H 0.090219 0.508255 0.124485 0.089 Uiso 1 1 calc R U . . .
H2C H 0.122553 0.520587 0.263592 0.089 Uiso 1 1 calc R U . . .
C9 C 0.8994(2) 0.72230(15) 0.24968(19) 0.0577(5) Uani 1 1 d . . . . .
H9A H 0.988664 0.713027 0.214669 0.087 Uiso 1 1 calc R U . . .
H9B H 0.916001 0.714554 0.335026 0.087 Uiso 1 1 calc R U . . .
H9C H 0.864385 0.782429 0.231921 0.087 Uiso 1 1 calc R U . . .
C5 C 0.0045(2) 0.33276(18) 0.12129(17) 0.0616(6) Uani 1 1 d . . . . .
H5A H 0.027039 0.269540 0.129085 0.092 Uiso 1 1 calc R U . . .
H5B H 0.019824 0.352800 0.042100 0.092 Uiso 1 1 calc R U . . .
H5C H -0.095276 0.342360 0.134578 0.092 Uiso 1 1 calc R U . . .
C11 C -0.1696(3) 0.37449(18) 0.4677(2) 0.0689(6) Uani 1 1 d . . . . .
H11A H -0.263940 0.400942 0.448874 0.103 Uiso 1 1 calc R U . . .
H11B H -0.113180 0.411634 0.525284 0.103 Uiso 1 1 calc R U . . .
H11C H -0.179793 0.315151 0.500486 0.103 Uiso 1 1 calc R U . . .
C3 C 0.1900(3) 0.18595(18) 0.3905(3) 0.0769(7) Uani 1 1 d . . . . .
H3A H 0.251027 0.184291 0.326211 0.115 Uiso 1 1 calc R U . . .
H3B H 0.159819 0.125663 0.407795 0.115 Uiso 1 1 calc R U . . .
H3C H 0.243130 0.211382 0.460620 0.115 Uiso 1 1 calc R U . . .
H2 H 0.254(3) 0.3408(16) 0.125(2) 0.058(6) Uiso 1 1 d . . . . .
H1 H 0.754(3) 0.6155(16) 0.352(2) 0.060(7) Uiso 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
P1 O1 1.4676(12) . ?
P1 O2 1.5641(15) . ?
P1 O3 1.5729(14) . ?
P1 C12 1.8315(17) . ?
O4 C7 1.221(2) . ?
O2 C3 1.416(3) . ?
O3 C11 1.417(2) . ?
N1 C1 1.415(2) . ?
N1 C7 1.349(2) . ?
N1 H1 0.82(2) . ?
N2 C4 1.414(2) . ?
N2 C12 1.479(2) . ?
N2 H2 0.85(3) . ?
C1 C6 1.392(2) . ?
C1 C10 1.388(2) . ?
C4 C8 1.392(2) . ?
C4 C13 1.398(2) . ?
C6 H6 0.9300 . ?
C6 C8 1.383(2) . ?
C8 H8 0.9300 . ?
C10 H10 0.9300 . ?
C10 C13 1.384(2) . ?
C12 C2 1.531(3) . ?
C12 C5 1.538(2) . ?
C13 H13 0.9300 . ?
C7 C9 1.502(2) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 O2 113.51(8) . . ?
O1 P1 O3 115.21(9) . . ?
O1 P1 C12 116.53(8) . . ?
O2 P1 O3 101.97(8) . . ?
O2 P1 C12 106.95(8) . . ?
O3 P1 C12 100.96(8) . . ?
C3 O2 P1 123.03(15) . . ?
C11 O3 P1 123.13(15) . . ?
C1 N1 H1 116.1(17) . . ?
C7 N1 C1 126.37(13) . . ?
C7 N1 H1 117.2(17) . . ?
C4 N2 C12 123.08(14) . . ?
C4 N2 H2 111.9(16) . . ?
C12 N2 H2 108.4(16) . . ?
C6 C1 N1 122.98(14) . . ?
C10 C1 N1 118.72(14) . . ?
C10 C1 C6 118.30(14) . . ?
C8 C4 N2 118.59(14) . . ?
C8 C4 C13 117.62(14) . . ?
C13 C4 N2 123.73(15) . . ?
C1 C6 H6 119.9 . . ?
C8 C6 C1 120.21(14) . . ?
C8 C6 H6 119.9 . . ?
C4 C8 H8 119.1 . . ?
C6 C8 C4 121.83(14) . . ?
C6 C8 H8 119.1 . . ?
C1 C10 H10 119.3 . . ?
C13 C10 C1 121.43(14) . . ?
C13 C10 H10 119.3 . . ?
N2 C12 P1 109.05(11) . . ?
N2 C12 C2 113.92(14) . . ?
N2 C12 C5 106.76(15) . . ?
C2 C12 P1 110.56(13) . . ?
C2 C12 C5 109.14(16) . . ?
C5 C12 P1 107.12(13) . . ?
C4 C13 H13 119.7 . . ?
C10 C13 C4 120.50(15) . . ?
C10 C13 H13 119.7 . . ?
O4 C7 N1 123.76(15) . . ?
O4 C7 C9 121.54(16) . . ?
N1 C7 C9 114.70(15) . . ?
C12 C2 H2A 109.5 . . ?
C12 C2 H2B 109.5 . . ?
C12 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C12 C5 H5A 109.5 . . ?
C12 C5 H5B 109.5 . . ?
C12 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O3 C11 H11A 109.5 . . ?
O3 C11 H11B 109.5 . . ?
O3 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O2 C3 H3A 109.5 . . ?
O2 C3 H3B 109.5 . . ?
O2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.610
_oxdiff_exptl_absorpt_empirical_full_min 0.652
####################################################################### 
# 
# 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_stoi880_corr
_database_code_depnum_ccdc_archive 'CCDC 2496616'
loop_
_audit_author_name
_audit_author_address
'Daut Islamov'
;KFU
Russia
;
_audit_update_record             
;
2025-10-20 deposited with the CCDC.	2025-11-28 downloaded from the CCDC.
;
_audit_creation_date             2025-10-17
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H29 N2 O4 P'
_chemical_formula_sum            'C17 H29 N2 O4 P'
_chemical_formula_weight         356.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         C17H29N2O4P
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3755(4)
_cell_length_b                   8.9060(3)
_cell_length_c                   14.1032(5)
_cell_angle_alpha                79.245(3)
_cell_angle_beta                 82.358(3)
_cell_angle_gamma                72.517(4)
_cell_volume                     982.44(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13205
_cell_measurement_temperature    303.8(9)
_cell_measurement_theta_max      75.9680
_cell_measurement_theta_min      3.2010
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.607
_exptl_absorpt_coefficient_mu    1.423
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.595
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.80a (Rigaku Oxford Diffraction, 2023)
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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             384
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0643
-1 0 0 0.0192
-2 -2 -1 0.1453
2 2 1 0.1643
1 -2 -1 0.1615
-1 2 1 0.1261
0 0 -1 0.0149
0 0 1 0.0075

_exptl_crystal_size_max          0.395
_exptl_crystal_size_mid          0.083
_exptl_crystal_size_min          0.022
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
1.0010 -0.0019 -0.0165 -0.1441 0.0884 0.0951
-1.0010 0.0019 0.0165 0.1441 -0.0884 -0.0951
-2.0008 -1.9961 -0.9622 0.0460 -0.0550 -0.4373
2.0008 1.9961 0.9622 -0.0460 0.0550 0.4373
1.0023 -2.0018 -1.0117 -0.3863 0.2101 -0.1520
-1.0023 2.0018 1.0117 0.3863 -0.2101 0.1520
-0.0051 0.0001 -1.0008 -0.0677 -0.0887 -0.0013
0.0051 -0.0001 1.0008 0.0677 0.0887 0.0013

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24581
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.266
_diffrn_reflns_theta_min         5.271
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      303.8(9)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     67.00  92.00   0.50    9.00    --   46.31-150.00-151.00   50
  2  ω     20.00  52.00   0.50    9.00    --   46.31-122.00  10.00   64
  3  ω     80.00 115.00   0.50    9.00    --   46.31 150.00-106.00   70
  4  ω   -109.00 -71.00   0.50    9.00    --  -47.56 150.00-106.00   76
  5  ω    -93.00 -41.00   0.50    9.00    --  -47.56 122.00  91.00  104
  6  ω   -118.00 -56.00   0.50    9.00    --  -47.56-150.00-151.00  124
  7  ω    -36.00 -11.00   0.50    9.00    --  -47.56 122.00  91.00   50
  8  ω     33.00 126.00   0.50   25.00    --  103.80-150.00-151.00  186
  9  ω    102.00 127.00   0.50   25.00    --  103.80 122.00  91.00   50
 10  ω     87.00 112.00   0.50   25.00    --  103.80 150.00-106.00   50
 11  ω   -135.00-110.00   0.50   25.00    -- -105.05-150.00-151.00   50
 12  ω    -95.00 -70.00   0.50   25.00    -- -105.05 122.00  91.00   50
 13  ω   -129.00 -47.00   0.50   25.00    -- -105.05 150.00-106.00  164
 14  ω   -135.00-109.00   0.50   25.00    -- -105.05-122.00  10.00   52
 15  ω    -39.00 -13.00   0.50    9.00    --    8.00 125.00   4.43   52
 16  ω    -14.00  11.00   0.50    9.00    --   20.00 100.00  34.91   50
 17  ω     -5.00  25.00   0.50    9.00    --   24.00  94.00 158.20   60
 18  ω     11.00  36.00   0.50    9.00    --   40.00  91.00 130.10   50
 19  ω     11.00  36.00   0.50    9.00    --   40.00  90.00-120.98   50
 20  ω     28.00  54.00   0.50    9.00    --   46.31  77.00  30.00   52
 21  ω     24.00  50.00   0.50    9.00    --   46.31  77.00   0.00   52
 22  ω     82.00 108.00   0.50    9.00    --   46.31  77.00  30.00   52
 23  ω     86.00 112.00   0.50    9.00    --   46.31  77.00   0.00   52
 24  ω     39.00  92.00   0.50    9.00    --   46.31  19.00 -90.00  106
 25  ω    -52.00 -26.00   0.50    9.00    --  -47.56 -77.00  60.00   52
 26  ω     32.00  58.00   0.50    9.00    --   52.00  77.00-139.28   52
 27  ω     33.00  71.00   0.50    9.00    --   52.00  74.00 -47.45   76
 28  ω    -68.00 -29.00   0.50    9.00    --  -52.00 -76.00  -5.47   78
 29  ω     40.00  66.00   0.50    9.00    --   60.00  73.00   5.92   52
 30  ω     40.00  66.00   0.50    9.00    --   60.00  74.00 -83.44   52
 31  ω     38.00  63.00   0.50    9.00    --   60.00  75.00  93.13   50
 32  ω     41.00  90.00   0.50    9.00    --   60.00  76.00 166.67   98
 33  ω    -65.00 -39.00   0.50    9.00    --  -60.00 -73.00 101.61   52
 34  ω     42.00  68.00   0.50    9.00    --   60.00  72.00 147.99   52
 35  ω     42.00  72.00   0.50    9.00    --   64.00  75.00  33.88   60
 36  ω     43.00  69.00   0.50    9.00    --   64.00  73.00 -31.82   52
 37  ω     42.00  68.00   0.50    9.00    --   64.00  76.00-123.04   52
 38  ω    -74.00 -48.00   0.50    9.00    --  -64.00 -66.00  69.01   52
 39  ω    -74.00 -48.00   0.50    9.00    --  -68.00 -70.00-102.10   52
 40  ω    -86.00 -48.00   0.50    9.00    --  -68.00 -70.00  -7.17   76
 41  ω     46.00  72.00   0.50    9.00    --   68.00  75.00-159.97   52
 42  ω    -80.00 -54.00   0.50    9.00    --  -76.00 -74.00 176.82   52
 43  ω    -80.00 -55.00   0.50    9.00    --  -76.00 -73.00  59.86   50
 44  ω    -97.00 -64.00   0.50    9.00    --  -76.00 -58.00  22.89   66
 45  ω    -82.00 -56.00   0.50    9.00    --  -76.00 -72.00 -93.92   52
 46  ω    -84.00 -56.00   0.50    9.00    --  -76.00 -73.00 104.59   56
 47  ω    -83.00 -54.00   0.50    9.00    --  -76.00 -75.00 133.44   58
 48  ω    -83.00 -58.00   0.50   25.00    --  -80.00 -75.00 -37.38   50
 49  ω    -93.00 -59.00   0.50   25.00    --  -80.00 -73.00 -98.75   68
 50  ω    -87.00 -61.00   0.50   25.00    --  -80.00 -72.00  91.70   52
 51  ω    -85.00 -59.00   0.50   25.00    --  -80.00 -72.00-130.32   52
 52  ω    -89.00 -63.00   0.50   25.00    --  -84.00 -73.00 -12.72   52
 53  ω    -88.00 -63.00   0.50   25.00    --  -84.00 -72.00 160.93   50
 54  ω   -110.00 -65.00   0.50   25.00    --  -84.00 -67.00 -53.43   90
 55  ω   -144.00-118.00   0.50   25.00    --  -84.00 -72.00 160.93   52
 56  ω    -92.00 -66.00   0.50   25.00    --  -84.00 -71.00  87.51   52
 57  ω    -93.00 -62.00   0.50   25.00    --  -84.00 -75.00-169.48   62
 58  ω    -90.00 -63.00   0.50   25.00    --  -84.00 -72.00  58.90   54
 59  ω   -155.00 -97.00   0.50   25.00    --  -84.00 -72.00  58.90  116
 60  ω   -102.00 -67.00   0.50   25.00    --  -84.00 -61.00   0.66   70
 61  ω    -91.00 -66.00   0.50   25.00    --  -84.00 -65.00-164.16   50
 62  ω   -137.00-112.00   0.50   25.00    --  -84.00 -65.00-164.16   50
 63  ω    -91.00 -66.00   0.50   25.00    --  -88.00 -74.00 -52.32   50
 64  ω    -92.00 -67.00   0.50   25.00    --  -88.00 -75.00 -93.51   50
 65  ω   -152.00-126.00   0.50   25.00    --  -88.00 -75.00 -93.51   52
 66  ω   -160.00 -98.00   0.50   25.00    --  -88.00 -74.00 -52.32  124
 67  ω   -123.00 -69.00   0.50   25.00    --  -88.00 -72.00-151.63  108
 68  ω   -154.00 -71.00   0.50   25.00    --  -88.00 -64.00 -31.63  166
 69  ω   -130.00 -75.00   0.50   25.00    --  -92.00 -68.00 166.48  110
 70  ω   -135.00 -74.00   0.50   25.00    --  -92.00 -67.00  82.57  122
 71  ω    -95.00 -70.00   0.50   25.00    --  -92.00 -74.00  36.88   50
 72  ω   -140.00-114.00   0.50   25.00    --  -96.00 -56.00-119.22   52
 73  ω   -156.00 -73.00   0.50   25.00    --  -96.00 -76.00 -63.77  166
 74  ω   -168.00 -82.00   0.50   25.00    --  -96.00 -59.00 142.44  172
 75  ω   -106.00 -73.00   0.50   25.00    --  -96.00 -76.00-121.65   66
 76  ω   -162.00-136.00   0.50   25.00    --  -96.00 -76.00-121.65   52
 77  ω   -167.00 -76.00   0.50   25.00    --  -96.00 -69.00 120.72  182
 78  ω   -127.00 -79.00   0.50   25.00    --  -96.00 -65.00 -10.89   96
 79  ω   -165.00-140.00   0.50   25.00    --  -96.00 -65.00-119.17   50
 80  ω    -98.00 -73.00   0.50   25.00    --  -96.00 -77.00  13.43   50
 81  ω   -155.00-129.00   0.50   25.00    --  -96.00 -77.00  13.43   52
 82  ω   -167.00 -82.00   0.50   25.00    --  -96.00 -59.00  37.94  170
 83  ω   -106.00 -81.00   0.50   25.00    --  -96.00 -56.00-119.22   50
 84  ω   -137.00 -78.00   0.50   25.00    --  -96.00 -65.00-119.17  118
 85  ω     32.00  69.00   0.50   25.00    --  103.80 -61.00 -30.00   74
 86  ω     40.00  71.00   0.50   25.00    --  103.80 -61.00-120.00   62
 87  ω     44.00 104.00   0.50   25.00    --  103.80 -94.00-150.00  120
 88  ω     31.00  70.00   0.50   25.00    --  103.80 -61.00  60.00   78
 89  ω     31.00  70.00   0.50   25.00    --  103.80 -61.00-150.00   78
 90  ω     70.00  95.00   0.50   25.00    --  103.80-122.00  10.00   50
 91  ω     35.00  67.00   0.50   25.00    --  103.80 -61.00 -90.00   64
 92  ω     31.00  56.00   0.50   25.00    --  103.80 -61.00   0.00   50
 93  ω   -111.00 -50.00   0.50   25.00    -- -105.05 125.00 150.00  122
 94  ω    -84.00 -32.00   0.50   25.00    -- -105.05  77.00 120.00  104
 95  ω   -105.00 -80.00   0.50   25.00    -- -105.05 -83.00  85.90   50
 96  ω   -165.00-109.00   0.50   25.00    -- -105.05 -83.00  85.90  112
 97  ω   -173.00 -82.00   0.50   25.00    -- -105.05 -78.00-149.81  182
 98  ω   -167.00 -89.00   0.50   25.00    -- -105.05 -67.00  30.46  156
 99  ω   -110.00 -34.00   0.50   25.00    -- -105.05 125.00   0.00  152
100  ω    -67.00 -41.00   0.50   25.00    -- -105.05  61.00-120.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source 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      -0.1426640000
_diffrn_orient_matrix_UB_12      0.0870019000
_diffrn_orient_matrix_UB_13      0.0683453000
_diffrn_orient_matrix_UB_21      0.0895364000
_diffrn_orient_matrix_UB_22      -0.1046959000
_diffrn_orient_matrix_UB_23      0.0881746000
_diffrn_orient_matrix_UB_31      0.0952463000
_diffrn_orient_matrix_UB_32      0.1231706000
_diffrn_orient_matrix_UB_33      0.0008766000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3360
_reflns_number_total             3885
_reflns_odcompleteness_completeness 99.37
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.982
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.524
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3885
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1116
_refine_ls_R_factor_gt           0.1057
_refine_ls_restrained_S_all      1.524
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3349
_refine_ls_wR_factor_ref         0.3411
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C2A-C15 \\sim C15-C2
 with sigma of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(C2A) = Uanis(C2)
4. Others
 Sof(H15C)=Sof(H15D)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(H2AC)=1-FVAR(1)
 Sof(H15A)=Sof(H15B)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C3(H3A,H3B), C13(H13A,H13B), C15(H15A,H15B), C15(H15C,H15D)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1A), C8(H8), C12(H12), C14(H14)
5.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C9(H9A,H9B,H9C), C5(H5A,H5B,H5C), C7(H7A,H7B,H7C),
 C2(H2A,H2B,H2C), C2A(H2AA,H2AB,H2AC)
;
_atom_sites_solution_hydrogens   mixed
_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
P1 P 0.88055(10) 0.28622(10) 0.25287(6) 0.0640(4) Uani 1 1 d . . . . .
O1 O 0.3816(4) 1.0861(3) 0.3846(2) 0.0823(8) Uani 1 1 d . . . . .
N1 N 0.2760(4) 0.8892(3) 0.4696(2) 0.0624(7) Uani 1 1 d . . . . .
O4 O 0.9085(3) 0.1982(3) 0.35002(18) 0.0797(8) Uani 1 1 d . . . . .
O2 O 0.8930(4) 0.4605(3) 0.2390(3) 0.0910(9) Uani 1 1 d . . . . .
O3 O 1.0084(4) 0.2107(5) 0.1717(2) 0.1004(11) Uani 1 1 d . . . . .
N2 N 0.5390(4) 0.3520(4) 0.2831(3) 0.0735(9) Uani 1 1 d . . . . .
C1 C 0.3714(4) 0.4897(4) 0.4055(2) 0.0630(8) Uani 1 1 d . . . . .
H1A H 0.340401 0.397143 0.429954 0.076 Uiso 1 1 calc R U . . .
C4 C 0.3473(4) 0.7618(3) 0.4170(2) 0.0572(7) Uani 1 1 d . . . . .
C6 C 0.2929(4) 1.0375(4) 0.4536(3) 0.0635(8) Uani 1 1 d . . . . .
C8 C 0.3042(4) 0.6205(4) 0.4513(2) 0.0634(8) Uani 1 1 d . . . . .
H8 H 0.229153 0.614919 0.505786 0.076 Uiso 1 1 calc R U . . .
C10 C 0.4840(4) 0.4907(4) 0.3238(2) 0.0593(7) Uani 1 1 d . . . . .
C12 C 0.4572(4) 0.7662(4) 0.3347(3) 0.0657(8) Uani 1 1 d . . . . .
H12 H 0.486315 0.859524 0.309597 0.079 Uiso 1 1 calc R U . . .
C14 C 0.5241(4) 0.6330(4) 0.2894(3) 0.0706(9) Uani 1 1 d . . . . .
H14 H 0.598083 0.638818 0.234338 0.085 Uiso 1 1 calc R U . . .
C16 C 0.6760(4) 0.3041(4) 0.2098(3) 0.0667(8) Uani 1 1 d . . . . .
C17 C 0.1958(5) 1.1410(4) 0.5256(3) 0.0769(10) Uani 1 1 d . . . . .
H17A H 0.272142 1.168085 0.560002 0.115 Uiso 1 1 calc R U . . .
H17B H 0.128754 1.084991 0.570517 0.115 Uiso 1 1 calc R U . . .
H17C H 0.124051 1.236542 0.492568 0.115 Uiso 1 1 calc R U . . .
C9 C 0.6811(6) 0.1333(5) 0.1995(4) 0.0856(11) Uani 1 1 d . . . . .
H9A H 0.767351 0.095759 0.150362 0.128 Uiso 1 1 calc R U . . .
H9B H 0.574461 0.133249 0.181662 0.128 Uiso 1 1 calc R U . . .
H9C H 0.704849 0.064477 0.260087 0.128 Uiso 1 1 calc R U . . .
C5 C 0.6510(6) 0.4123(6) 0.1118(3) 0.0919(12) Uani 1 1 d . . . . .
H5A H 0.652996 0.517226 0.118079 0.138 Uiso 1 1 calc R U . . .
H5B H 0.544734 0.417882 0.090653 0.138 Uiso 1 1 calc R U . . .
H5C H 0.739567 0.369848 0.065071 0.138 Uiso 1 1 calc R U . . .
C11 C 0.9956(8) 0.5129(6) 0.2937(4) 0.1006(15) Uani 1 1 d . . . . .
H11A H 1.101900 0.431838 0.303175 0.121 Uiso 1 1 calc R U . . .
H11B H 0.938603 0.531449 0.356815 0.121 Uiso 1 1 calc R U . . .
C3 C 1.0249(9) 0.6620(7) 0.2387(4) 0.1076(16) Uani 1 1 d . . . . .
H3A H 0.917552 0.739184 0.225401 0.129 Uiso 1 1 calc R U . . .
H3B H 1.081281 0.705755 0.277882 0.129 Uiso 1 1 calc R U . . .
C13 C 1.1664(7) 0.1022(9) 0.1857(4) 0.126(2) Uani 1 1 d . . . . .
H13A H 1.153001 0.007729 0.229130 0.152 Uiso 1 1 calc R U . . .
H13B H 1.232791 0.149487 0.215994 0.152 Uiso 1 1 calc R U . . .
C7 C 1.1265(10) 0.6369(12) 0.1472(6) 0.154(3) Uani 1 1 d . . . . .
H7A H 1.061539 0.615199 0.102951 0.231 Uiso 1 1 calc R U . . .
H7B H 1.224361 0.548130 0.158801 0.231 Uiso 1 1 calc R U . . .
H7C H 1.160253 0.730850 0.119895 0.231 Uiso 1 1 calc R U . . .
C15 C 1.2535(10) 0.0573(10) 0.0962(7) 0.166(4) Uani 1 1 d D . . . .
H15A H 1.355443 0.089456 0.091832 0.199 Uiso 0.234(13) 1 calc R U P A 1
H15B H 1.289124 -0.058251 0.109079 0.199 Uiso 0.234(13) 1 calc R U P A 1
H15C H 1.361756 -0.017126 0.110762 0.199 Uiso 0.766(13) 1 calc R U P A 2
H15D H 1.191033 -0.000344 0.071075 0.199 Uiso 0.766(13) 1 calc R U P A 2
C2 C 1.209(4) 0.092(5) 0.0005(12) 0.146(4) Uani 0.234(13) 1 d D . P A 1
H2A H 1.139537 0.027668 -0.007445 0.220 Uiso 0.234(13) 1 calc R U P A 1
H2B H 1.308633 0.069781 -0.042941 0.220 Uiso 0.234(13) 1 calc R U P A 1
H2C H 1.148144 0.202691 -0.013635 0.220 Uiso 0.234(13) 1 calc R U P A 1
H2 H 0.511(5) 0.276(5) 0.315(3) 0.067(10) Uiso 1 1 d . . . . .
H1 H 0.210(5) 0.870(5) 0.520(3) 0.067(10) Uiso 1 1 d . . . . .
C2A C 1.2822(14) 0.1767(13) 0.0216(8) 0.146(4) Uani 0.766(13) 1 d D . P A 2
H2AA H 1.179861 0.231645 -0.008519 0.220 Uiso 0.766(13) 1 calc R U P A 2
H2AB H 1.366466 0.129369 -0.025739 0.220 Uiso 0.766(13) 1 calc R U P A 2
H2AC H 1.319964 0.250840 0.047852 0.220 Uiso 0.766(13) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O4 1.456(3) . ?
P1 O2 1.561(3) . ?
P1 O3 1.562(3) . ?
P1 C16 1.846(4) . ?
O1 C6 1.237(4) . ?
N1 C4 1.408(4) . ?
N1 C6 1.345(4) . ?
N1 H1 0.86(4) . ?
O2 C11 1.452(6) . ?
O3 C13 1.397(6) . ?
N2 C10 1.385(4) . ?
N2 C16 1.457(4) . ?
N2 H2 0.82(4) . ?
C1 H1A 0.9300 . ?
C1 C8 1.371(5) . ?
C1 C10 1.389(5) . ?
C4 C8 1.395(4) . ?
C4 C12 1.384(4) . ?
C6 C17 1.490(5) . ?
C8 H8 0.9300 . ?
C10 C14 1.392(5) . ?
C12 H12 0.9300 . ?
C12 C14 1.385(5) . ?
C14 H14 0.9300 . ?
C16 C9 1.542(5) . ?
C16 C5 1.530(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C3 1.479(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C7 1.463(9) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C15 1.434(9) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C15 H15D 0.9700 . ?
C15 C2 1.401(11) . ?
C15 C2A 1.401(11) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2A H2AA 0.9600 . ?
C2A H2AB 0.9600 . ?
C2A H2AC 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 P1 O2 114.36(17) . . ?
O4 P1 O3 114.28(17) . . ?
O4 P1 C16 115.24(17) . . ?
O2 P1 O3 103.8(2) . . ?
O2 P1 C16 105.12(15) . . ?
O3 P1 C16 102.66(17) . . ?
C4 N1 H1 115(3) . . ?
C6 N1 C4 130.3(3) . . ?
C6 N1 H1 114(3) . . ?
C11 O2 P1 124.2(3) . . ?
C13 O3 P1 125.6(3) . . ?
C10 N2 C16 130.0(3) . . ?
C10 N2 H2 115(3) . . ?
C16 N2 H2 113(3) . . ?
C8 C1 H1A 118.8 . . ?
C8 C1 C10 122.3(3) . . ?
C10 C1 H1A 118.8 . . ?
C8 C4 N1 117.1(3) . . ?
C12 C4 N1 125.0(3) . . ?
C12 C4 C8 117.9(3) . . ?
O1 C6 N1 123.2(3) . . ?
O1 C6 C17 121.8(3) . . ?
N1 C6 C17 114.9(3) . . ?
C1 C8 C4 120.7(3) . . ?
C1 C8 H8 119.6 . . ?
C4 C8 H8 119.6 . . ?
N2 C10 C1 116.5(3) . . ?
N2 C10 C14 127.0(3) . . ?
C1 C10 C14 116.5(3) . . ?
C4 C12 H12 119.7 . . ?
C4 C12 C14 120.7(3) . . ?
C14 C12 H12 119.7 . . ?
C10 C14 H14 119.0 . . ?
C12 C14 C10 121.9(3) . . ?
C12 C14 H14 119.0 . . ?
N2 C16 P1 111.1(2) . . ?
N2 C16 C9 105.4(3) . . ?
N2 C16 C5 113.2(3) . . ?
C9 C16 P1 105.4(2) . . ?
C5 C16 P1 111.3(3) . . ?
C5 C16 C9 110.0(3) . . ?
C6 C17 H17A 109.5 . . ?
C6 C17 H17B 109.5 . . ?
C6 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C9 H9A 109.5 . . ?
C16 C9 H9B 109.5 . . ?
C16 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C16 C5 H5A 109.5 . . ?
C16 C5 H5B 109.5 . . ?
C16 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O2 C11 H11A 110.1 . . ?
O2 C11 H11B 110.1 . . ?
O2 C11 C3 108.1(4) . . ?
H11A C11 H11B 108.4 . . ?
C3 C11 H11A 110.1 . . ?
C3 C11 H11B 110.1 . . ?
C11 C3 H3A 109.2 . . ?
C11 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C7 C3 C11 112.2(6) . . ?
C7 C3 H3A 109.2 . . ?
C7 C3 H3B 109.2 . . ?
O3 C13 H13A 109.3 . . ?
O3 C13 H13B 109.3 . . ?
O3 C13 C15 111.7(6) . . ?
H13A C13 H13B 107.9 . . ?
C15 C13 H13A 109.3 . . ?
C15 C13 H13B 109.3 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C13 C15 H15A 103.9 . . ?
C13 C15 H15B 103.9 . . ?
C13 C15 H15C 107.6 . . ?
C13 C15 H15D 107.6 . . ?
H15A C15 H15B 105.4 . . ?
H15C C15 H15D 107.0 . . ?
C2 C15 C13 133.4(15) . . ?
C2 C15 H15A 103.9 . . ?
C2 C15 H15B 103.9 . . ?
C2A C15 C13 118.8(8) . . ?
C2A C15 H15C 107.6 . . ?
C2A C15 H15D 107.6 . . ?
C15 C2 H2A 109.5 . . ?
C15 C2 H2B 109.5 . . ?
C15 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C15 C2A H2AA 109.5 . . ?
C15 C2A H2AB 109.5 . . ?
C15 C2A H2AC 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.658
_oxdiff_exptl_absorpt_empirical_full_min 0.604
####################################################################### 
# 
# 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_stoi871_corr
_database_code_depnum_ccdc_archive 'CCDC 2496615'
loop_
_audit_author_name
_audit_author_address
'Daut Islamov'
;KFU
Russia
;
_audit_update_record             
;
2025-10-20 deposited with the CCDC.	2025-11-28 downloaded from the CCDC.
;
_audit_creation_date             2025-10-17
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H29 N2 O4 P'
_chemical_formula_sum            'C17 H29 N2 O4 P'
_chemical_formula_weight         356.39
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C17H29N2O4P
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           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   29.3313(6)
_cell_length_b                   9.2370(2)
_cell_length_c                   14.2141(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3851.07(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    19226
_cell_measurement_temperature    304.7(5)
_cell_measurement_theta_max      75.5330
_cell_measurement_theta_min      3.0460
_shelx_estimated_absorpt_T_max   0.868
_shelx_estimated_absorpt_T_min   0.741
_exptl_absorpt_coefficient_mu    1.452
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.752
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.80a (Rigaku Oxford Diffraction, 2023)
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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1536
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 1 0.0702
1 0 -1 0.0344
1 -2 1 0.0988
-1 2 -1 0.0914
-2 1 1 0.0835
2 -1 -1 0.0477
1 0 2 0.0602
-1 0 -2 0.0566
-1 0 0 0.0846
1 0 0 0.0488
-2 -1 -2 0.0472
-2 1 0 0.0809
-2 0 -1 0.0584

_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.105
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
-0.9998 0.0029 0.9991 -0.1182 0.0033 0.0221
0.9998 -0.0029 -0.9991 0.1182 -0.0033 -0.0221
1.0012 -1.9983 1.0007 -0.0080 0.0099 0.3541
-1.0012 1.9983 -1.0007 0.0080 -0.0099 -0.3541
-2.0004 1.0035 0.9983 -0.1733 -0.0000 -0.1439
2.0004 -1.0035 -0.9983 0.1733 0.0000 0.1439
0.9994 0.0057 2.0002 -0.1590 0.1421 0.0656
-0.9994 -0.0057 -2.0002 0.1590 -0.1421 -0.0656
-0.9997 0.0000 -0.0007 -0.0258 -0.0452 -0.0071
0.9997 -0.0000 0.0007 0.0258 0.0452 0.0071
-1.9983 -1.0063 -2.0007 0.1625 -0.2291 0.0861
-2.0002 1.0006 -0.0015 -0.0809 -0.0485 -0.1731
-1.9992 -0.0028 -1.0011 0.0408 -0.1388 -0.0435

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            44008
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.947
_diffrn_reflns_theta_min         3.013
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      304.7(5)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     26.00  52.00   0.50    5.00    --   46.31-106.00 -78.00   52
  2  ω    -39.00  -4.00   0.50    5.00    --  -47.56 106.00  20.00   70
  3  ω    -76.00 -46.00   0.50    5.00    --  -47.56 106.00  20.00   60
  4  ω     45.00  70.00   0.50   15.00    --  103.80-106.00 -78.00   50
  5  ω   -124.00 -98.00   0.50   15.00    -- -105.05-106.00 -78.00   52
  6  ω   -164.00-138.00   0.50   15.00    -- -105.05-106.00 -78.00   52
  7  ω     31.00  94.00   0.50    5.00    --   46.31-125.00-180.00  126
  8  ω     43.00  69.00   0.50    5.00    --   46.31 -77.00  30.00   52
  9  ω     74.00 100.00   0.50    5.00    --   46.31 125.00 -30.00   52
 10  ω    -22.00   3.00   0.50    5.00    --   46.31 -77.00  30.00   50
 11  ω   -119.00 -35.00   0.50    5.00    --  -47.56 -57.00-120.00  168
 12  ω    -40.00  24.00   0.50    5.00    --  -47.56  37.00-150.00  128
 13  ω    -25.00  14.00   0.50    5.00    --  -47.56  19.00 -60.00   78
 14  ω    -42.00  24.00   0.50    5.00    --  -47.56  37.00  30.00  132
 15  ω     33.00  90.00   0.50   15.00    --  103.80-125.00   0.00  114
 16  ω     92.00 175.00   0.50   15.00    --  103.80  45.00 120.00  166
 17  ω     61.00 112.00   0.50   15.00    --  103.80-125.00-180.00  102
 18  ω     31.00  58.00   0.50   15.00    --  103.80-125.00-180.00   54
 19  ω     96.00 175.00   0.50   15.00    --  103.80  45.00  90.00  158
 20  ω     31.00  70.00   0.50   15.00    --  103.80-125.00  60.00   78
 21  ω     33.00  70.00   0.50   15.00    --  103.80 -61.00 -30.00   74
 22  ω    128.00 153.00   0.50   15.00    --  103.80 106.00  20.00   50
 23  ω     68.00 106.00   0.50   15.00    --  103.80 -94.00  30.00   76
 24  ω     96.00 174.00   0.50   15.00    --  103.80  45.00-120.00  156
 25  ω     45.00  97.00   0.50   15.00    --  103.80-125.00 120.00  104
 26  ω   -157.00-102.00   0.50   15.00    -- -105.05 -30.00  60.00  110
 27  ω    -58.00 -32.00   0.50   15.00    -- -105.05  61.00-180.00   52
 28  ω   -110.00 -55.00   0.50   15.00    -- -105.05 125.00-180.00  110
 29  ω   -112.00 -42.00   0.50   15.00    -- -105.05 125.00-120.00  140
 30  ω    -70.00 -38.00   0.50   15.00    -- -105.05  61.00-120.00   64
 31  ω   -112.00 -80.00   0.50   15.00    -- -105.05 125.00  60.00   64
 32  ω    -68.00 -34.00   0.50   15.00    -- -105.05 125.00  60.00   68
 33  ω    -67.00 -35.00   0.50   15.00    -- -105.05  61.00-150.00   64
 34  ω   -125.00 -84.00   0.50   15.00    -- -105.05 -77.00-150.00   82
 35  ω   -170.00-139.00   0.50   15.00    -- -105.05 -77.00-150.00   62
 36  ω    -66.00 -36.00   0.50   15.00    -- -105.05  61.00 120.00   60
 37  ω    -70.00 -37.00   0.50   15.00    -- -105.05  61.00 150.00   66
 38  ω    -71.00 -46.00   0.50   15.00    -- -105.05  61.00 -90.00   50
 39  ω    -59.00 -34.00   0.50   15.00    -- -105.05 125.00 150.00   50
 40  ω   -112.00 -85.00   0.50   15.00    -- -105.05 125.00 150.00   54
 41  ω    -65.00 -40.00   0.50   15.00    -- -105.05  61.00 -30.00   50
 42  ω   -105.00 -64.00   0.50   15.00    -- -105.05 106.00  20.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source 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      0.0258689000
_diffrn_orient_matrix_UB_12      -0.0292946000
_diffrn_orient_matrix_UB_13      -0.0923444000
_diffrn_orient_matrix_UB_21      0.0451512000
_diffrn_orient_matrix_UB_22      0.0418784000
_diffrn_orient_matrix_UB_23      0.0483647000
_diffrn_orient_matrix_UB_31      0.0071006000
_diffrn_orient_matrix_UB_32      -0.1587550000
_diffrn_orient_matrix_UB_33      0.0297077000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.901
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.971
_reflns_number_gt                7257
_reflns_number_total             7886
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         7.018
_refine_diff_density_min         -0.759
_refine_diff_density_rms         0.374
_refine_ls_abs_structure_details 
;
 Flack x determined using 3024 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.370(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.459
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         7886
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.2606
_refine_ls_R_factor_gt           0.2583
_refine_ls_restrained_S_all      2.458
_refine_ls_shift/su_max          0.060
_refine_ls_shift/su_mean         0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4849
_refine_ls_wR_factor_ref         0.4896
_refine_special_details          ?
_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. Rigid bond restraints
 P2, C12
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(C33) = Uanis(C2)
4. Rigid body (RIGU) restrains
 C32, C2, C33, O8
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O7, C22, C7, C31
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5.a Ternary CH refined with riding coordinates:
 C22(H22), C32(H32), C23(H23), C29(H29)
5.b Me refined with riding coordinates:
 C19(H19A,H19B,H19C)
5.c Aromatic/amide H refined with riding coordinates:
 N1(H1A), C1(H1), N4(H4), C10(H10), N2(H2), C18(H18), N3(H3), C24(H24),
 C26(H26), C28(H28), C17(H17), C9(H9)
5.d Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C5(H5A,H5B,H5C), C21(H21A,H21B,H21C), C11(H11A,H11B,
 H11C), C3(H3A,H3B,H3C), C25(H25A,H25B,H25C), C13(H13A,H13B,H13C), C27(H27A,
 H27B,H27C), C7(H7A,H7B,H7C), C15(H15A,H15B,H15C), C31(H31A,H31B,H31C), C2(H2A,
 H2B,H2C), C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_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
P1 P 0.76967(8) 0.0563(2) 0.4747(2) 0.0426(7) Uani 1 1 d . . . . .
P2 P 0.47350(9) 0.4425(3) 0.5257(2) 0.0493(8) Uani 1 1 d . U . . .
O1 O 0.4255(3) 0.5065(8) 0.5436(5) 0.0457(17) Uani 1 1 d . . . . .
O4 O 0.7345(3) 0.0024(8) 0.4122(6) 0.0469(18) Uani 1 1 d . . . . .
O6 O 0.6513(3) 0.7625(10) 0.6206(9) 0.068(3) Uani 1 1 d . . . . .
N1 N 0.6372(4) -0.0605(10) 0.3810(8) 0.056(2) Uani 1 1 d . . . . .
H1A H 0.665499 -0.037472 0.386293 0.068 Uiso 1 1 calc R U . . .
O8 O 0.8177(3) -0.0102(9) 0.4581(8) 0.057(2) Uani 1 1 d . . . . .
O2 O 0.5078(3) 0.4972(10) 0.5948(7) 0.056(2) Uani 1 1 d . . . . .
O5 O 0.7772(3) 0.2268(8) 0.4689(7) 0.0564(19) Uani 1 1 d . . . . .
C1 C 0.6139(3) 0.3062(11) 0.6205(10) 0.052(3) Uani 1 1 d . . . . .
H1 H 0.582381 0.296696 0.621096 0.063 Uiso 1 1 calc R U . . .
C4 C 0.6138(4) 0.7064(11) 0.6100(9) 0.047(2) Uani 1 1 d . . . . .
O3 O 0.5903(3) -0.2548(9) 0.3634(9) 0.068(3) Uani 1 1 d . . . . .
N4 N 0.7099(3) 0.0532(12) 0.6246(9) 0.058(3) Uani 1 1 d . . . . .
H4 H 0.693986 -0.017368 0.646550 0.070 Uiso 1 1 calc R U . . .
O7 O 0.4659(4) 0.2737(10) 0.5299(9) 0.068(2) Uani 1 1 d . . . . .
C6 C 0.6095(4) 0.0558(10) 0.3818(7) 0.041(2) Uani 1 1 d . . . . .
C8 C 0.6874(3) 0.1844(11) 0.6189(9) 0.048(2) Uani 1 1 d . . . . .
C10 C 0.6399(4) 0.1880(12) 0.6262(9) 0.050(2) Uani 1 1 d . . . . .
H10 H 0.625085 0.100202 0.635887 0.061 Uiso 1 1 calc R U . . .
N2 N 0.6040(3) 0.5655(9) 0.6082(8) 0.047(2) Uani 1 1 d . . . . .
H2 H 0.575498 0.545221 0.603005 0.056 Uiso 1 1 calc R U . . .
C12 C 0.4855(4) 0.4814(14) 0.3994(10) 0.054(2) Uani 1 1 d . U . . .
C14 C 0.7571(3) 0.0164(10) 0.5985(7) 0.0377(19) Uani 1 1 d . . . . .
C16 C 0.6333(4) 0.4442(8) 0.6136(9) 0.049(2) Uani 1 1 d . . . . .
C18 C 0.6034(4) 0.3153(14) 0.3845(9) 0.055(3) Uani 1 1 d . . . . .
H18 H 0.617698 0.404874 0.389149 0.066 Uiso 1 1 calc R U . . .
N3 N 0.5325(4) 0.4452(8) 0.3795(9) 0.055(3) Uani 1 1 d . . . . .
H3 H 0.549015 0.518150 0.363728 0.066 Uiso 1 1 calc R U . . .
C20 C 0.5562(4) 0.3124(11) 0.3813(8) 0.047(2) Uani 1 1 d . . . . .
C22 C 0.4576(5) 0.2035(16) 0.6196(11) 0.067(3) Uani 1 1 d . . . . .
H22 H 0.459622 0.276052 0.669724 0.080 Uiso 1 1 calc R U . . .
C24 C 0.6304(4) 0.1934(12) 0.3813(8) 0.047(2) Uani 1 1 d . . . . .
H24 H 0.661955 0.201725 0.378853 0.056 Uiso 1 1 calc R U . . .
C26 C 0.6807(4) 0.4515(10) 0.6113(10) 0.049(2) Uani 1 1 d . . . . .
H26 H 0.694846 0.541515 0.609802 0.058 Uiso 1 1 calc R U . . .
C28 C 0.5363(4) 0.1772(12) 0.3793(11) 0.056(3) Uani 1 1 d . . . . .
H28 H 0.504676 0.169984 0.377492 0.067 Uiso 1 1 calc R U . . .
C30 C 0.7919(4) 0.0968(17) 0.6658(10) 0.061(3) Uani 1 1 d . . . . .
H30A H 0.822536 0.076044 0.646145 0.092 Uiso 1 1 calc R U . . .
H30B H 0.787598 0.063766 0.729224 0.092 Uiso 1 1 calc R U . . .
H30C H 0.786696 0.199291 0.662862 0.092 Uiso 1 1 calc R U . . .
C32 C 0.8318(6) -0.0823(17) 0.3712(12) 0.073(3) Uani 1 1 d . . . . .
H32 H 0.814343 -0.038966 0.319676 0.087 Uiso 1 1 calc R U . . .
C34 C 0.6308(4) -0.2060(11) 0.3738(7) 0.045(2) Uani 1 1 d . . . . .
C17 C 0.7076(4) 0.3253(12) 0.6112(11) 0.056(3) Uani 1 1 d . . . . .
H17 H 0.739120 0.333491 0.605954 0.067 Uiso 1 1 calc R U . . .
C9 C 0.5626(4) 0.0500(11) 0.3799(11) 0.054(3) Uani 1 1 d . . . . .
H9 H 0.548081 -0.039471 0.379060 0.065 Uiso 1 1 calc R U . . .
C19 C 0.4817(5) 0.6432(14) 0.3889(14) 0.071(4) Uani 1 1 d . . . . .
H19A H 0.450903 0.672661 0.401458 0.107 Uiso 1 1 calc R U . . .
H19B H 0.501894 0.689669 0.432610 0.107 Uiso 1 1 calc R U . . .
H19C H 0.489830 0.670409 0.325898 0.107 Uiso 1 1 calc R U . . .
C5 C 0.7621(5) -0.1433(12) 0.6159(13) 0.064(3) Uani 1 1 d . . . . .
H5A H 0.754145 -0.195559 0.559843 0.097 Uiso 1 1 calc R U . . .
H5B H 0.742327 -0.171911 0.666300 0.097 Uiso 1 1 calc R U . . .
H5C H 0.793149 -0.164529 0.632502 0.097 Uiso 1 1 calc R U . . .
C21 C 0.4522(5) 0.4061(18) 0.3358(12) 0.068(3) Uani 1 1 d . . . . .
H21A H 0.453266 0.303750 0.347202 0.102 Uiso 1 1 calc R U . . .
H21B H 0.460072 0.425069 0.271366 0.102 Uiso 1 1 calc R U . . .
H21C H 0.422021 0.441438 0.348083 0.102 Uiso 1 1 calc R U . . .
C11 C 0.3620(6) 0.536(3) 0.6492(17) 0.091(5) Uani 1 1 d . . . . .
H11A H 0.344955 0.549209 0.592103 0.137 Uiso 1 1 calc R U . . .
H11B H 0.348738 0.594526 0.698102 0.137 Uiso 1 1 calc R U . . .
H11C H 0.361220 0.436423 0.667372 0.137 Uiso 1 1 calc R U . . .
C23 C 0.4117(5) 0.5834(15) 0.6332(9) 0.059(3) Uani 1 1 d . . . . .
H23 H 0.430555 0.548676 0.685353 0.070 Uiso 1 1 calc R U . . .
C3 C 0.5722(4) 0.8066(13) 0.6054(10) 0.056(3) Uani 1 1 d . . . . .
H3A H 0.565406 0.842316 0.667262 0.083 Uiso 1 1 calc R U . . .
H3B H 0.546449 0.753819 0.581668 0.083 Uiso 1 1 calc R U . . .
H3C H 0.578662 0.886605 0.564367 0.083 Uiso 1 1 calc R U . . .
C25 C 0.6692(6) -0.3023(15) 0.3749(15) 0.077(4) Uani 1 1 d . . . . .
H25A H 0.692608 -0.265162 0.334238 0.116 Uiso 1 1 calc R U . . .
H25B H 0.659921 -0.396225 0.353217 0.116 Uiso 1 1 calc R U . . .
H25C H 0.680834 -0.309921 0.437811 0.116 Uiso 1 1 calc R U . . .
C13 C 0.8335(5) 0.3527(17) 0.3776(12) 0.068(3) Uani 1 1 d . . . . .
H13A H 0.840144 0.392480 0.316718 0.102 Uiso 1 1 calc R U . . .
H13B H 0.854749 0.276407 0.391324 0.102 Uiso 1 1 calc R U . . .
H13C H 0.836209 0.427249 0.424363 0.102 Uiso 1 1 calc R U . . .
C27 C 0.7507(7) 0.410(2) 0.3667(19) 0.094(6) Uani 1 1 d . . . . .
H27A H 0.752786 0.477931 0.417851 0.141 Uiso 1 1 calc R U . . .
H27B H 0.721049 0.366272 0.366764 0.141 Uiso 1 1 calc R U . . .
H27C H 0.755376 0.460221 0.308294 0.141 Uiso 1 1 calc R U . . .
C7 C 0.4113(6) 0.137(2) 0.6211(17) 0.087(5) Uani 1 1 d . . . . .
H7A H 0.409677 0.061497 0.575134 0.131 Uiso 1 1 calc R U . . .
H7B H 0.388929 0.210149 0.606740 0.131 Uiso 1 1 calc R U . . .
H7C H 0.405318 0.098222 0.682434 0.131 Uiso 1 1 calc R U . . .
C29 C 0.7868(5) 0.2944(12) 0.3783(9) 0.056(3) Uani 1 1 d . . . . .
H29 H 0.783540 0.222378 0.328107 0.067 Uiso 1 1 calc R U . . .
C15 C 0.4190(9) 0.7447(17) 0.6205(18) 0.099(6) Uani 1 1 d . . . . .
H15A H 0.401934 0.777709 0.566949 0.149 Uiso 1 1 calc R U . . .
H15B H 0.450801 0.763515 0.610660 0.149 Uiso 1 1 calc R U . . .
H15C H 0.408801 0.794864 0.675756 0.149 Uiso 1 1 calc R U . . .
C31 C 0.4926(8) 0.093(3) 0.635(2) 0.112(8) Uani 1 1 d . . . . .
H31A H 0.481380 0.022264 0.678593 0.168 Uiso 1 1 calc R U . . .
H31B H 0.519431 0.138242 0.660755 0.168 Uiso 1 1 calc R U . . .
H31C H 0.500005 0.047657 0.576542 0.168 Uiso 1 1 calc R U . . .
C2 C 0.8212(7) -0.2437(19) 0.3717(15) 0.088(3) Uani 1 1 d . . . . .
H2A H 0.840453 -0.291551 0.416589 0.131 Uiso 1 1 calc R U . . .
H2B H 0.826594 -0.283104 0.310213 0.131 Uiso 1 1 calc R U . . .
H2C H 0.789838 -0.258099 0.388616 0.131 Uiso 1 1 calc R U . . .
C33 C 0.8795(7) -0.0495(18) 0.3544(17) 0.088(3) Uani 1 1 d . . . . .
H33A H 0.883633 0.053584 0.352489 0.131 Uiso 1 1 calc R U . . .
H33B H 0.888796 -0.090791 0.295499 0.131 Uiso 1 1 calc R U . . .
H33C H 0.897687 -0.089483 0.404249 0.131 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O4 1.449(8) . ?
P1 O8 1.556(8) . ?
P1 O5 1.592(7) . ?
P1 C14 1.835(10) . ?
P2 O1 1.549(9) . ?
P2 O2 1.494(10) . ?
P2 O7 1.576(9) . ?
P2 C12 1.866(15) . ?
O1 C23 1.514(14) . ?
O6 C4 1.226(14) . ?
N1 H1A 0.8600 . ?
N1 C6 1.347(16) . ?
N1 C34 1.361(15) . ?
O8 C32 1.463(18) . ?
O5 C29 1.459(15) . ?
C1 H1 0.9300 . ?
C1 C10 1.334(16) . ?
C1 C16 1.398(13) . ?
C4 N2 1.333(14) . ?
C4 C3 1.533(15) . ?
O3 C34 1.278(14) . ?
N4 H4 0.8600 . ?
N4 C8 1.382(15) . ?
N4 C14 1.474(12) . ?
O7 C22 1.450(18) . ?
C6 C24 1.411(15) . ?
C6 C9 1.377(15) . ?
C8 C10 1.399(14) . ?
C8 C17 1.434(15) . ?
C10 H10 0.9300 . ?
N2 H2 0.8600 . ?
N2 C16 1.413(13) . ?
C12 N3 1.444(16) . ?
C12 C19 1.506(19) . ?
C12 C21 1.50(2) . ?
C14 C30 1.584(17) . ?
C14 C5 1.503(13) . ?
C16 C26 1.393(16) . ?
C18 H18 0.9300 . ?
C18 C20 1.385(16) . ?
C18 C24 1.377(16) . ?
N3 H3 0.8600 . ?
N3 C20 1.411(13) . ?
C20 C28 1.379(16) . ?
C22 H22 0.9800 . ?
C22 C7 1.49(2) . ?
C22 C31 1.46(3) . ?
C24 H24 0.9300 . ?
C26 H26 0.9300 . ?
C26 C17 1.408(14) . ?
C28 H28 0.9300 . ?
C28 C9 1.405(16) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C32 H32 0.9800 . ?
C32 C2 1.52(2) . ?
C32 C33 1.45(3) . ?
C34 C25 1.44(2) . ?
C17 H17 0.9300 . ?
C9 H9 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 C23 1.54(2) . ?
C23 H23 0.9800 . ?
C23 C15 1.52(2) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13 C29 1.474(18) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C27 C29 1.51(2) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C29 H29 0.9800 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 P1 O8 114.5(5) . . ?
O4 P1 O5 114.0(5) . . ?
O4 P1 C14 112.1(5) . . ?
O8 P1 O5 104.9(5) . . ?
O8 P1 C14 104.4(5) . . ?
O5 P1 C14 106.0(5) . . ?
O1 P2 O7 104.0(5) . . ?
O1 P2 C12 104.8(5) . . ?
O2 P2 O1 112.0(5) . . ?
O2 P2 O7 113.9(6) . . ?
O2 P2 C12 116.1(6) . . ?
O7 P2 C12 104.7(6) . . ?
C23 O1 P2 124.1(8) . . ?
C6 N1 H1A 112.6 . . ?
C6 N1 C34 134.8(12) . . ?
C34 N1 H1A 112.6 . . ?
C32 O8 P1 124.4(10) . . ?
C29 O5 P1 119.7(8) . . ?
C10 C1 H1 119.4 . . ?
C10 C1 C16 121.3(10) . . ?
C16 C1 H1 119.4 . . ?
O6 C4 N2 127.5(11) . . ?
O6 C4 C3 117.6(10) . . ?
N2 C4 C3 114.7(9) . . ?
C8 N4 H4 115.3 . . ?
C8 N4 C14 129.4(9) . . ?
C14 N4 H4 115.3 . . ?
C22 O7 P2 119.9(10) . . ?
N1 C6 C24 117.2(10) . . ?
N1 C6 C9 124.9(10) . . ?
C9 C6 C24 117.9(9) . . ?
N4 C8 C10 119.4(9) . . ?
N4 C8 C17 127.2(9) . . ?
C10 C8 C17 113.3(10) . . ?
C1 C10 C8 125.7(10) . . ?
C1 C10 H10 117.1 . . ?
C8 C10 H10 117.1 . . ?
C4 N2 H2 115.0 . . ?
C4 N2 C16 130.0(9) . . ?
C16 N2 H2 115.0 . . ?
N3 C12 P2 108.9(10) . . ?
N3 C12 C19 106.4(9) . . ?
N3 C12 C21 113.3(12) . . ?
C19 C12 P2 105.8(10) . . ?
C19 C12 C21 110.6(13) . . ?
C21 C12 P2 111.5(10) . . ?
N4 C14 P1 112.5(7) . . ?
N4 C14 C30 110.2(10) . . ?
N4 C14 C5 106.1(8) . . ?
C30 C14 P1 110.8(7) . . ?
C5 C14 P1 109.6(9) . . ?
C5 C14 C30 107.3(10) . . ?
C1 C16 N2 118.7(10) . . ?
C26 C16 C1 116.8(9) . . ?
C26 C16 N2 124.5(8) . . ?
C20 C18 H18 118.1 . . ?
C24 C18 H18 118.1 . . ?
C24 C18 C20 123.9(12) . . ?
C12 N3 H3 114.0 . . ?
C20 N3 C12 131.9(9) . . ?
C20 N3 H3 114.0 . . ?
C18 C20 N3 118.5(10) . . ?
C28 C20 C18 116.2(10) . . ?
C28 C20 N3 125.3(10) . . ?
O7 C22 H22 108.9 . . ?
O7 C22 C7 110.3(14) . . ?
O7 C22 C31 109.1(15) . . ?
C7 C22 H22 108.9 . . ?
C31 C22 H22 108.9 . . ?
C31 C22 C7 110.7(15) . . ?
C6 C24 H24 120.4 . . ?
C18 C24 C6 119.1(10) . . ?
C18 C24 H24 120.4 . . ?
C16 C26 H26 119.3 . . ?
C16 C26 C17 121.3(9) . . ?
C17 C26 H26 119.3 . . ?
C20 C28 H28 119.2 . . ?
C20 C28 C9 121.6(10) . . ?
C9 C28 H28 119.2 . . ?
C14 C30 H30A 109.5 . . ?
C14 C30 H30B 109.5 . . ?
C14 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O8 C32 H32 107.2 . . ?
O8 C32 C2 112.6(13) . . ?
C2 C32 H32 107.3 . . ?
C33 C32 O8 108.4(15) . . ?
C33 C32 H32 107.3 . . ?
C33 C32 C2 113.8(13) . . ?
N1 C34 C25 120.2(11) . . ?
O3 C34 N1 119.0(11) . . ?
O3 C34 C25 120.8(10) . . ?
C8 C17 H17 119.3 . . ?
C26 C17 C8 121.3(9) . . ?
C26 C17 H17 119.3 . . ?
C6 C9 C28 121.1(9) . . ?
C6 C9 H9 119.5 . . ?
C28 C9 H9 119.5 . . ?
C12 C19 H19A 109.5 . . ?
C12 C19 H19B 109.5 . . ?
C12 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C14 C5 H5A 109.5 . . ?
C14 C5 H5B 109.5 . . ?
C14 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C12 C21 H21A 109.5 . . ?
C12 C21 H21B 109.5 . . ?
C12 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C23 C11 H11A 109.4 . . ?
C23 C11 H11B 109.5 . . ?
C23 C11 H11C 109.5 . . ?
O1 C23 C11 104.2(13) . . ?
O1 C23 H23 109.4 . . ?
O1 C23 C15 108.9(12) . . ?
C11 C23 H23 109.4 . . ?
C15 C23 C11 115.4(16) . . ?
C15 C23 H23 109.4 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C34 C25 H25A 109.5 . . ?
C34 C25 H25B 109.5 . . ?
C34 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C29 C13 H13A 109.5 . . ?
C29 C13 H13B 109.5 . . ?
C29 C13 H13C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C27 H27A 109.4 . . ?
C29 C27 H27B 109.5 . . ?
C29 C27 H27C 109.5 . . ?
C22 C7 H7A 109.5 . . ?
C22 C7 H7B 109.5 . . ?
C22 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O5 C29 C13 109.9(12) . . ?
O5 C29 C27 105.3(13) . . ?
O5 C29 H29 109.5 . . ?
C13 C29 C27 113.0(12) . . ?
C13 C29 H29 109.5 . . ?
C27 C29 H29 109.5 . . ?
C23 C15 H15A 109.5 . . ?
C23 C15 H15B 109.5 . . ?
C23 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C22 C31 H31A 109.4 . . ?
C22 C31 H31B 109.5 . . ?
C22 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C32 C2 H2A 109.5 . . ?
C32 C2 H2B 109.4 . . ?
C32 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.4 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.929
_oxdiff_exptl_absorpt_empirical_full_min 0.671
