# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_pi-p_repro
_database_code_depnum_ccdc_archive 'CCDC 2352949'
loop_
_audit_author_name
_audit_author_address
'Neil Champness'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2024-05-03 deposited with the CCDC.	2024-07-18 downloaded from the CCDC.
;
_audit_creation_date             2024-03-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 O3 P, H2 O'
_chemical_formula_sum            'C7 H10 O4 P'
_chemical_formula_weight         189.12
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C44  H40  N4  O4  P1  '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.8893(5)
_cell_length_b                   6.2149(2)
_cell_length_c                   9.0927(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.663(3)
_cell_angle_gamma                90
_cell_volume                     839.68(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4129
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.6780
_cell_measurement_theta_min      2.9520
_shelx_estimated_absorpt_T_max   0.947
_shelx_estimated_absorpt_T_min   0.718
_exptl_absorpt_coefficient_mu    2.730
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.683
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             396
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 6 0.0637
0 -4 -1 0.0400
0 4 1 0.0400
10 0 0 0.0059
-10 0 0 0.0099
0 1 6 0.0625
0 0 -6 0.0565
0 4 -2 0.0602

_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
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
-1.3777 -0.3512 5.8620 -0.2306 -0.9649 -0.1259
-0.0134 -3.9682 -1.0747 -0.0037 -0.0324 0.9995
0.0134 3.9682 1.0747 0.0037 0.0324 -0.9995
9.6519 0.0452 -0.1321 -0.9431 0.3324 -0.0090
-9.6519 -0.0452 0.1321 0.9431 -0.3324 0.0090
-0.2131 0.9988 6.0109 -0.3305 -0.8832 -0.4584
0.2326 0.0009 -6.0108 0.3465 0.9336 0.2164
0.1557 3.9989 -2.0035 0.1794 0.5128 -0.8960

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7416
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.976
_diffrn_reflns_theta_min         2.974
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -122.00 -39.00   0.50    1.73    --  -49.15 -16.00 -13.00  166
  2  ω    -33.00  25.00   0.50    1.73    --  -49.15  16.00 155.00  116
  3  ω    -24.00  25.00   0.50    1.73    --   49.15 -16.00 -13.00   98
  4  ω     39.00 123.00   0.50    1.73    --   49.15  16.00 155.00  168
  5  ω   -163.00 -80.00   0.50    6.91    --  -90.00 -16.00 -13.00  166
  6  ω    100.00 178.00   0.50    6.91    --  110.16  16.00 155.00  156
  7  ω   -120.00 -94.00   0.50    1.73    --  -49.15 -57.00 -90.00   52
  8  ω    -23.00  40.00   0.50    1.73    --   49.15 -38.00-120.00  126
  9  ω    -48.00 -18.00   0.50    6.91    --  -90.00  38.00 -90.00   60
 10  ω    -48.00 -18.00   0.50    6.91    --  -90.00  38.00  90.00   60
 11  ω    -48.00 -18.00   0.50    6.91    --  -90.00  38.00 120.00   60
 12  ω    -48.00 -18.00   0.50    6.91    --  -90.00  38.00 -60.00   60
 13  ω    -48.00 -18.00   0.50    6.91    --  -90.00  38.00-120.00   60
 14  ω    -48.00 -18.00   0.50    6.91    --  -90.00  38.00 150.00   60
 15  ω    -69.00 -18.00   0.50    6.91    --  -90.00  57.00 150.00  102
 16  ω    -85.00 -18.00   0.50    6.91    --  -90.00 125.00-150.00  134
 17  ω    -69.00 -18.00   0.50    6.91    --  -90.00  57.00-150.00  102
 18  ω    -69.00 -18.00   0.50    6.91    --  -90.00  57.00 -30.00  102
 19  ω     38.00  97.00   0.50    6.91    --  110.16 -77.00-120.00  118
 20  ω     38.00 112.00   0.50    6.91    --  110.16-125.00-120.00  148
 21  ω     96.00 178.00   0.50    6.91    --  110.16  57.00-150.00  164
 22  ω     38.00 105.00   0.50    6.91    --  110.16 -99.00-180.00  134
 23  ω   -121.00 -38.00   0.50    1.73    --  -49.15 -38.00 -90.00  166
 24  ω   -121.00 -61.00   0.50    1.73    --  -49.15 -38.00  60.00  120
 25  ω     39.00 121.00   0.50    1.73    --   49.15  38.00-150.00  164
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0986348000
_diffrn_orient_matrix_UB_12      0.0179087000
_diffrn_orient_matrix_UB_13      -0.0614545000
_diffrn_orient_matrix_UB_21      0.0321007000
_diffrn_orient_matrix_UB_22      0.0497858000
_diffrn_orient_matrix_UB_23      -0.1540685000
_diffrn_orient_matrix_UB_31      -0.0002873000
_diffrn_orient_matrix_UB_32      -0.2421029000
_diffrn_orient_matrix_UB_33      -0.0360519000
_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                1458
_reflns_number_total             1664
_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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     114
_refine_ls_number_reflns         1664
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0495
_refine_ls_restrained_S_all      1.149
_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)+(0.0803P)²+0.6445P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1484
_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 O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O1S(H1SA,H1SB)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3A), C4(H4), C6(H6), C7(H7)
2.d Idealised tetrahedral OH refined as rotating group:
 O2(H2), O3(H3)
;
_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 0.14894(4) 0.22431(10) 0.66458(7) 0.0248(2) Uani 1 1 d . . . . .
O1 O 0.11317(12) 0.1183(3) 0.79664(19) 0.0271(4) Uani 1 1 d . . . . .
O2 O 0.17968(12) 0.4583(3) 0.6925(2) 0.0317(5) Uani 1 1 d . . . . .
H2 H 0.142600 0.521476 0.743359 0.048 Uiso 1 1 calc R U . . .
O3 O 0.07298(12) 0.2167(3) 0.5377(2) 0.0276(4) Uani 1 1 d . . . . .
H3 H 0.090731 0.278989 0.462904 0.041 Uiso 1 1 calc R U . . .
C1 C 0.24564(18) 0.0883(5) 0.6018(3) 0.0302(6) Uani 1 1 d . . . . .
H1A H 0.227360 -0.056264 0.565152 0.036 Uiso 1 1 calc R U . . .
H1B H 0.268480 0.169531 0.518275 0.036 Uiso 1 1 calc R U . . .
C2 C 0.32092(17) 0.0641(4) 0.7214(3) 0.0282(6) Uani 1 1 d . . . . .
C3 C 0.3808(2) 0.2296(4) 0.7553(3) 0.0327(6) Uani 1 1 d . . . . .
H3A H 0.374150 0.362522 0.704198 0.039 Uiso 1 1 calc R U . . .
C4 C 0.4505(2) 0.2047(4) 0.8628(3) 0.0330(6) Uani 1 1 d . . . . .
H4 H 0.491336 0.320239 0.882102 0.040 Uiso 1 1 calc R U . . .
C5 C 0.46219(16) 0.0138(4) 0.9434(3) 0.0267(6) Uani 1 1 d . . . . .
C6 C 0.40031(19) -0.1495(5) 0.9099(3) 0.0371(7) Uani 1 1 d . . . . .
H6 H 0.405717 -0.281031 0.962945 0.045 Uiso 1 1 calc R U . . .
C7 C 0.3309(2) -0.1266(5) 0.8015(3) 0.0375(7) Uani 1 1 d . . . . .
H7 H 0.289847 -0.241737 0.781908 0.045 Uiso 1 1 calc R U . . .
O1S O 0.10654(13) 0.7000(3) 0.8690(2) 0.0322(5) Uani 1 1 d G . . . .
H1SA H 0.106391 0.836841 0.848973 0.048 Uiso 1 1 d G U . . .
H1SB H 0.054422 0.676524 0.904148 0.048 Uiso 1 1 d G 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 O1 1.4970(18) . ?
P1 O2 1.5405(19) . ?
P1 O3 1.5637(19) . ?
P1 C1 1.794(3) . ?
O2 H2 0.8400 . ?
O3 H3 0.8400 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.519(3) . ?
C2 C3 1.383(4) . ?
C2 C7 1.394(4) . ?
C3 H3A 0.9500 . ?
C3 C4 1.387(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.400(4) . ?
C5 C5 1.486(5) 3_657 ?
C5 C6 1.391(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.389(4) . ?
C7 H7 0.9500 . ?
O1S H1SA 0.8699 . ?
O1S H1SB 0.8701 . ?

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 113.60(10) . . ?
O1 P1 O3 107.50(10) . . ?
O1 P1 C1 112.44(12) . . ?
O2 P1 O3 110.09(10) . . ?
O2 P1 C1 105.14(12) . . ?
O3 P1 C1 107.95(11) . . ?
P1 O2 H2 109.5 . . ?
P1 O3 H3 109.5 . . ?
P1 C1 H1A 109.0 . . ?
P1 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 P1 112.89(17) . . ?
C2 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
C3 C2 C1 121.5(2) . . ?
C3 C2 C7 118.0(2) . . ?
C7 C2 C1 120.5(2) . . ?
C2 C3 H3A 119.4 . . ?
C2 C3 C4 121.1(2) . . ?
C4 C3 H3A 119.4 . . ?
C3 C4 H4 119.1 . . ?
C3 C4 C5 121.7(2) . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C5 121.6(3) . 3_657 ?
C6 C5 C4 116.4(2) . . ?
C6 C5 C5 122.0(3) . 3_657 ?
C5 C6 H6 118.9 . . ?
C7 C6 C5 122.2(3) . . ?
C7 C6 H6 118.9 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.5(3) . . ?
C6 C7 H7 119.8 . . ?
H1SA O1S H1SB 104.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 C1 C2 C3 -82.3(3) . . . . ?
P1 C1 C2 C7 97.1(3) . . . . ?
O1 P1 C1 C2 -55.5(2) . . . . ?
O2 P1 C1 C2 68.6(2) . . . . ?
O3 P1 C1 C2 -173.90(18) . . . . ?
C1 C2 C3 C4 -178.7(3) . . . . ?
C1 C2 C7 C6 179.3(3) . . . . ?
C2 C3 C4 C5 -1.3(4) . . . . ?
C3 C2 C7 C6 -1.3(4) . . . . ?
C3 C4 C5 C5 178.9(3) . . . 3_657 ?
C3 C4 C5 C6 0.1(4) . . . . ?
C4 C5 C6 C7 0.6(4) . . . . ?
C5 C5 C6 C7 -178.3(3) 3_657 . . . ?
C5 C6 C7 C2 0.1(5) . . . . ?
C7 C2 C3 C4 1.9(4) . . . . ?

_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 2.327
_oxdiff_exptl_absorpt_empirical_full_min 0.464
####################################################################### 
# 
# 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_aa_ndi_3_repro
_database_code_depnum_ccdc_archive 'CCDC 2352950'
loop_
_audit_author_name
_audit_author_address
'Neil Champness'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2024-05-03 deposited with the CCDC.	2024-07-18 downloaded from the CCDC.
;
_audit_creation_date             2024-03-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H18 N O5 P'
_chemical_formula_sum            'C18 H18 N O5 P'
_chemical_formula_weight         359.30
_chemical_melting_point          ?
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                   5.51236(3)
_cell_length_b                   15.23409(8)
_cell_length_c                   19.29148(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.9423(6)
_cell_angle_gamma                90
_cell_volume                     1604.478(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    23833
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      78.4910
_cell_measurement_theta_min      2.8920
_shelx_estimated_absorpt_T_max   0.900
_shelx_estimated_absorpt_T_min   0.433
_exptl_absorpt_coefficient_mu    1.796
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80135
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             752
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 2 -12 0.0570
0 -2 12 0.0430
3 0 -5 0.1790
-4 1 3 0.3706
0 -7 -8 0.0382
0 7 8 0.0307
4 -1 -1 0.1854
3 -5 -5 0.1573
3 4 4 0.1553
0 -10 -3 0.0328
0 10 3 0.0271
-3 -3 -3 0.3405
2 -1 -11 0.1276
3 -1 4 0.1695
0 -10 1 0.0338
0 10 -1 0.0271
0 -10 1 0.0318
0 7 -9 0.0384
3 3 -6 0.1625
0 -7 8 0.0374
3 1 -9 0.1455
0 -9 -4 0.0299
0 -8 7 0.0291

_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_unetI/netI     0.0077
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            27458
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.688
_diffrn_reflns_theta_min         3.711
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -119.00 -55.00   0.50    1.00    --  -47.67-152.00 -46.00  128
  2  ω    -84.00 -11.00   0.50    1.00    --  -47.67 122.00-165.00  146
  3  ω     32.00  93.00   0.50    1.00    --   47.67-122.00 113.00  122
  4  ω     48.00 111.00   0.50    1.00    --   47.67-152.00 -46.00  126
  5  ω   -147.00 -55.00   0.50    4.00    --  -90.00-152.00 -46.00  184
  6  ω   -161.00 -75.00   0.50    4.00    --  -90.00-122.00 113.00  172
  7  ω     48.00 130.00   0.50    4.00    --  110.64-152.00 -46.00  164
  8  ω     97.00 178.00   0.50    4.00    --  110.64 122.00-165.00  162
  9  ω     40.00 110.00   0.50    4.00    --  110.64-122.00 113.00  140
 10  ω    -34.00  27.00   0.50    1.00    --  -47.67  19.00  60.00  122
 11  ω    -34.00  27.00   0.50    1.00    --  -47.67  19.00 150.00  122
 12  ω    -24.00  40.00   0.50    1.00    --   47.67 -38.00-150.00  128
 13  ω    -48.00 -18.00   0.50    4.00    --  -90.00  38.00-120.00   60
 14  ω    -48.00 -18.00   0.50    4.00    --  -90.00  38.00-150.00   60
 15  ω    -48.00 -18.00   0.50    4.00    --  -90.00  38.00  60.00   60
 16  ω    -69.00 -18.00   0.50    4.00    --  -90.00  57.00-180.00  102
 17  ω    -48.00 -18.00   0.50    4.00    --  -90.00  38.00  30.00   60
 18  ω   -161.00 -94.00   0.50    4.00    --  -90.00 -57.00 120.00  134
 19  ω   -161.00-102.00   0.50    4.00    --  -90.00 -99.00 -30.00  118
 20  ω    -48.00 -18.00   0.50    4.00    --  -90.00  38.00 -30.00   60
 21  ω    -69.00 -18.00   0.50    4.00    --  -90.00  57.00-150.00  102
 22  ω   -161.00-105.00   0.50    4.00    --  -90.00 -77.00-150.00  112
 23  ω    -48.00 -18.00   0.50    4.00    --  -90.00  38.00   0.00   60
 24  ω     40.00 111.00   0.50    4.00    --  110.64-125.00-120.00  142
 25  ω     40.00 106.00   0.50    4.00    --  110.64 -99.00 150.00  132
 26  ω     40.00 106.00   0.50    4.00    --  110.64 -99.00 120.00  132
 27  ω   -120.00 -38.00   0.50    1.00    --  -47.67 -38.00 -60.00  164
 28  ω   -120.00 -38.00   0.50    1.00    --  -47.67 -38.00-120.00  164
 29  ω   -120.00 -38.00   0.50    1.00    --  -47.67 -38.00   0.00  164
 30  ω   -120.00 -38.00   0.50    1.00    --  -47.67 -38.00  60.00  164
 31  ω   -120.00 -38.00   0.50    1.00    --  -47.67 -38.00-180.00  164
 32  ω   -120.00 -38.00   0.50    1.00    --  -47.67 -38.00 -30.00  164
 33  ω   -120.00 -38.00   0.50    1.00    --  -47.67 -38.00 120.00  164
 34  ω   -162.00 -83.00   0.50    4.00    --  -90.00 -38.00  30.00  158
 35  ω   -162.00 -79.00   0.50    4.00    --  -90.00 -38.00 150.00  166
 36  ω   -162.00 -79.00   0.50    4.00    --  -90.00 -38.00 -30.00  166
 37  ω     40.00 106.00   0.50    4.00    --  110.64 -99.00 -30.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3216
_reflns_number_total             3248
_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 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      1.046
_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)+(0.0424P)²+0.9588P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0800
_refine_ls_wR_factor_ref         0.0802
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C11(H11), C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.87890(5) 0.68825(2) 0.49197(2) 0.01326(10) Uani 1 1 d . . . . .
O1 O 0.81020(16) 0.74153(6) 0.55677(4) 0.01723(19) Uani 1 1 d . . . . .
O2 O 0.78812(16) 0.75772(6) 0.43291(4) 0.0176(2) Uani 1 1 d . . . . .
O3 O 1.13677(16) 0.66200(7) 0.49575(5) 0.0204(2) Uani 1 1 d . . . . .
O4 O 0.21375(17) 0.44710(6) 0.18603(5) 0.0212(2) Uani 1 1 d . . . . .
O5 O 0.85733(16) 0.63241(6) 0.17630(4) 0.01787(19) Uani 1 1 d . . . . .
N1 N 0.54161(18) 0.53693(7) 0.18158(5) 0.0139(2) Uani 1 1 d . . . . .
C1 C 0.6696(3) 0.66236(10) 0.65394(7) 0.0263(3) Uani 1 1 d . . . . .
H1A H 0.627020 0.609743 0.625643 0.039 Uiso 1 1 calc R U . . .
H1B H 0.527857 0.701748 0.650282 0.039 Uiso 1 1 calc R U . . .
H1C H 0.716795 0.645427 0.702958 0.039 Uiso 1 1 calc R U . . .
C2 C 0.8793(2) 0.70848(10) 0.62788(7) 0.0212(3) Uani 1 1 d . . . . .
H2A H 0.933202 0.758071 0.659446 0.025 Uiso 1 1 calc R U . . .
H2B H 1.018549 0.667313 0.628551 0.025 Uiso 1 1 calc R U . . .
C3 C 0.7330(3) 0.81134(9) 0.31486(7) 0.0221(3) Uani 1 1 d . . . . .
H3A H 0.801598 0.812620 0.270643 0.033 Uiso 1 1 calc R U . . .
H3B H 0.725612 0.871202 0.333057 0.033 Uiso 1 1 calc R U . . .
H3C H 0.567580 0.786409 0.306870 0.033 Uiso 1 1 calc R U . . .
C4 C 0.8926(2) 0.75582(9) 0.36703(6) 0.0174(3) Uani 1 1 d . . . . .
H4A H 0.897918 0.694773 0.349705 0.021 Uiso 1 1 calc R U . . .
H4B H 1.061702 0.779313 0.374325 0.021 Uiso 1 1 calc R U . . .
C5 C 0.6726(2) 0.59534(8) 0.47796(6) 0.0152(2) Uani 1 1 d . . . . .
H5A H 0.743805 0.544560 0.505657 0.018 Uiso 1 1 calc R U . . .
H5B H 0.514489 0.610227 0.493921 0.018 Uiso 1 1 calc R U . . .
C6 C 0.6301(2) 0.57135(8) 0.40120(6) 0.0141(2) Uani 1 1 d . . . . .
C7 C 0.8021(2) 0.52374(8) 0.36979(6) 0.0151(2) Uani 1 1 d . . . . .
H7 H 0.940634 0.499347 0.397999 0.018 Uiso 1 1 calc R U . . .
C8 C 0.7726(2) 0.51167(8) 0.29762(6) 0.0152(2) Uani 1 1 d . . . . .
H8 H 0.890316 0.479482 0.276389 0.018 Uiso 1 1 calc R U . . .
C9 C 0.5686(2) 0.54737(8) 0.25706(6) 0.0141(2) Uani 1 1 d . . . . .
C10 C 0.3912(2) 0.59240(8) 0.28710(6) 0.0159(2) Uani 1 1 d . . . . .
H10 H 0.250126 0.614957 0.258878 0.019 Uiso 1 1 calc R U . . .
C11 C 0.4233(2) 0.60403(8) 0.35930(6) 0.0159(2) Uani 1 1 d . . . . .
H11 H 0.302456 0.634696 0.380408 0.019 Uiso 1 1 calc R U . . .
C12 C 0.3540(2) 0.48109(8) 0.15087(6) 0.0144(2) Uani 1 1 d . . . . .
C13 C 0.7069(2) 0.58280(8) 0.14550(6) 0.0138(2) Uani 1 1 d . . . . .
C14 C 0.6860(2) 0.56691(8) 0.06893(6) 0.0133(2) Uani 1 1 d . . . . .
C15 C 0.8434(2) 0.60929(8) 0.03030(6) 0.0150(2) Uani 1 1 d . . . . .
H15 H 0.960823 0.649588 0.052485 0.018 Uiso 1 1 calc R U . . .
C16 C 0.8303(2) 0.59294(8) -0.04181(6) 0.0153(2) Uani 1 1 d . . . . .
H16 H 0.939894 0.621895 -0.068154 0.018 Uiso 1 1 calc R U . . .
C17 C 0.6587(2) 0.53491(8) -0.07456(6) 0.0137(2) Uani 1 1 d . . . . .
C18 C 0.4930(2) 0.49190(8) -0.03638(6) 0.0128(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.5799(9) . ?
P1 O2 1.5846(9) . ?
P1 O3 1.4687(9) . ?
P1 C5 1.8122(13) . ?
O1 C2 1.4616(15) . ?
O2 C4 1.4665(14) . ?
O4 C12 1.2127(15) . ?
O5 C13 1.2149(15) . ?
N1 C9 1.4518(14) . ?
N1 C12 1.4054(15) . ?
N1 C13 1.4063(15) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.4974(19) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 C4 1.5027(18) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.5118(16) . ?
C6 C7 1.3968(17) . ?
C6 C11 1.3950(17) . ?
C7 H7 0.9500 . ?
C7 C8 1.3916(17) . ?
C8 H8 0.9500 . ?
C8 C9 1.3890(17) . ?
C9 C10 1.3854(17) . ?
C10 H10 0.9500 . ?
C10 C11 1.3908(17) . ?
C11 H11 0.9500 . ?
C12 C17 1.4842(16) 3_665 ?
C13 C14 1.4856(16) . ?
C14 C15 1.3799(17) . ?
C14 C18 1.4138(17) 3_665 ?
C15 H15 0.9500 . ?
C15 C16 1.4051(17) . ?
C16 H16 0.9500 . ?
C16 C17 1.3822(17) . ?
C17 C18 1.4117(16) . ?
C18 C18 1.417(2) 3_665 ?

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 98.00(5) . . ?
O1 P1 C5 107.77(5) . . ?
O2 P1 C5 106.57(5) . . ?
O3 P1 O1 115.89(5) . . ?
O3 P1 O2 115.14(5) . . ?
O3 P1 C5 112.20(6) . . ?
C2 O1 P1 120.38(8) . . ?
C4 O2 P1 119.15(8) . . ?
C12 N1 C9 117.17(10) . . ?
C12 N1 C13 125.55(10) . . ?
C13 N1 C9 117.27(10) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 111.33(11) . . ?
O1 C2 H2A 109.4 . . ?
O1 C2 H2B 109.4 . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
O2 C4 C3 107.78(10) . . ?
O2 C4 H4A 110.2 . . ?
O2 C4 H4B 110.2 . . ?
C3 C4 H4A 110.2 . . ?
C3 C4 H4B 110.2 . . ?
H4A C4 H4B 108.5 . . ?
P1 C5 H5A 109.6 . . ?
P1 C5 H5B 109.6 . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 P1 110.12(8) . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
C7 C6 C5 121.85(11) . . ?
C11 C6 C5 119.01(11) . . ?
C11 C6 C7 118.91(11) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.68(11) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 120.5 . . ?
C9 C8 C7 119.04(11) . . ?
C9 C8 H8 120.5 . . ?
C8 C9 N1 119.00(11) . . ?
C10 C9 N1 119.56(11) . . ?
C10 C9 C8 121.43(11) . . ?
C9 C10 H10 120.6 . . ?
C9 C10 C11 118.86(11) . . ?
C11 C10 H10 120.6 . . ?
C6 C11 H11 119.5 . . ?
C10 C11 C6 121.02(11) . . ?
C10 C11 H11 119.5 . . ?
O4 C12 N1 120.77(11) . . ?
O4 C12 C17 122.56(11) . 3_665 ?
N1 C12 C17 116.66(10) . 3_665 ?
O5 C13 N1 120.81(11) . . ?
O5 C13 C14 122.79(11) . . ?
N1 C13 C14 116.40(10) . . ?
C15 C14 C13 119.52(11) . . ?
C15 C14 C18 120.58(11) . 3_665 ?
C18 C14 C13 119.90(11) 3_665 . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.11(11) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.28(11) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C12 119.60(11) . 3_665 ?
C16 C17 C18 120.65(11) . . ?
C18 C17 C12 119.74(10) . 3_665 ?
C14 C18 C18 119.33(13) 3_665 3_665 ?
C17 C18 C14 121.64(11) . 3_665 ?
C17 C18 C18 119.03(13) . 3_665 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 O1 C2 C1 -98.67(12) . . . . ?
P1 O2 C4 C3 165.81(9) . . . . ?
P1 C5 C6 C7 78.36(13) . . . . ?
P1 C5 C6 C11 -96.05(12) . . . . ?
O1 P1 O2 C4 156.63(9) . . . . ?
O1 P1 C5 C6 149.78(8) . . . . ?
O2 P1 O1 C2 -174.25(9) . . . . ?
O2 P1 C5 C6 45.42(10) . . . . ?
O3 P1 O1 C2 -51.21(11) . . . . ?
O3 P1 O2 C4 33.05(11) . . . . ?
O3 P1 C5 C6 -81.46(9) . . . . ?
O5 C13 C14 C15 0.39(18) . . . . ?
O5 C13 C14 C18 179.82(11) . . . 3_665 ?
N1 C9 C10 C11 -178.17(11) . . . . ?
N1 C13 C14 C15 -179.57(11) . . . . ?
N1 C13 C14 C18 -0.13(16) . . . 3_665 ?
C5 P1 O1 C2 75.42(10) . . . . ?
C5 P1 O2 C4 -92.06(9) . . . . ?
C5 C6 C7 C8 -172.14(11) . . . . ?
C5 C6 C11 C10 172.36(11) . . . . ?
C6 C7 C8 C9 -0.29(18) . . . . ?
C7 C6 C11 C10 -2.22(18) . . . . ?
C7 C8 C9 N1 178.24(11) . . . . ?
C7 C8 C9 C10 -1.85(18) . . . . ?
C8 C9 C10 C11 1.92(19) . . . . ?
C9 N1 C12 O4 3.74(17) . . . . ?
C9 N1 C12 C17 -175.05(10) . . . 3_665 ?
C9 N1 C13 O5 -3.62(17) . . . . ?
C9 N1 C13 C14 176.34(10) . . . . ?
C9 C10 C11 C6 0.15(19) . . . . ?
C11 C6 C7 C8 2.28(18) . . . . ?
C12 N1 C9 C8 110.34(13) . . . . ?
C12 N1 C9 C10 -69.57(15) . . . . ?
C12 N1 C13 O5 177.07(11) . . . . ?
C12 N1 C13 C14 -2.97(17) . . . . ?
C12 C17 C18 C14 0.32(18) 3_665 . . 3_665 ?
C12 C17 C18 C18 -179.81(13) 3_665 . . 3_665 ?
C13 N1 C9 C8 -69.03(15) . . . . ?
C13 N1 C9 C10 111.06(13) . . . . ?
C13 N1 C12 O4 -176.95(12) . . . . ?
C13 N1 C12 C17 4.26(17) . . . 3_665 ?
C13 C14 C15 C16 178.16(11) . . . . ?
C14 C15 C16 C17 0.50(19) . . . . ?
C15 C16 C17 C12 179.51(11) . . . 3_665 ?
C15 C16 C17 C18 0.59(18) . . . . ?
C16 C17 C18 C14 179.24(11) . . . 3_665 ?
C16 C17 C18 C18 -0.9(2) . . . 3_665 ?
C18 C14 C15 C16 -1.27(18) 3_665 . . . ?

_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
;
####################################################################### 
# 
# 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_2023ncs0480s
_database_code_depnum_ccdc_archive 'CCDC 2352951'
loop_
_audit_author_name
_audit_author_address
'Neil Champness'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2024-05-03 deposited with the CCDC.	2024-07-18 downloaded from the CCDC.
;
_audit_creation_date             2024-03-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H7 O3 P, C4 H6 N2, 1[H2O]'
_chemical_formula_sum            'C11 H15 N2 O4 P'
_chemical_formula_weight         270.22
_chemical_melting_point          ?
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   12.0665(2)
_cell_length_b                   13.6291(3)
_cell_length_c                   15.2147(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.9890(10)
_cell_angle_gamma                90
_cell_volume                     2498.74(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    11250
_cell_measurement_temperature    100.02(16)
_cell_measurement_theta_max      76.5760
_cell_measurement_theta_min      4.8610
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.671
_exptl_absorpt_coefficient_mu    2.062
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91321
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.015
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22597
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         76.749
_diffrn_reflns_theta_min         4.899
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -75.00   0.00   0.50   10.00    --  -45.18 100.00 -58.00  150
  2  ω     -5.00  76.00   0.50   10.00    --   45.18-100.00-164.00  162
  3  ω    -92.00 -25.00   0.50   50.00    --  -97.00 100.00 -58.00  134
  4  ω     38.00  92.00   0.50   50.00    --  109.75-100.00-164.00  108
  5  ω    100.00 175.00   0.50   50.00    --  109.75 100.00 -58.00  150
  6  ω    -62.00 -34.00   0.50   10.00    --  -45.18 -56.00  51.84   56
  7  ω    -62.00 -34.00   0.50   10.00    --  -45.18 -55.00  78.16   56
  8  ω    -88.00 -16.00   0.50   10.00    --  -45.18 125.00   0.00  144
  9  ω    -62.00 -34.00   0.50   10.00    --  -45.18 -55.00 155.99   56
 10  ω    -30.00  15.00   0.50   10.00    --   45.18 -38.00-180.00   90
 11  ω    -27.00  41.00   0.50   10.00    --   45.18 -57.00 -60.00  136
 12  ω    -30.00  15.00   0.50   10.00    --   45.18 -38.00-150.00   90
 13  ω    -30.00  15.00   0.50   10.00    --   45.18 -38.00 -30.00   90
 14  ω    -27.00  41.00   0.50   10.00    --   45.18 -57.00-120.00  136
 15  ω    -30.00  15.00   0.50   10.00    --   45.18 -38.00  90.00   90
 16  ω    -93.00 -25.00   0.50   50.00    --  -97.00  97.00 -47.50  136
 17  ω    -97.00 -27.00   0.50   50.00    --  -97.00 114.00 101.82  140
 18  ω    -98.00 -27.00   0.50   50.00    --  -97.00 116.00 144.23  142
 19  ω    -92.00 -25.00   0.50   50.00    --  -97.00 100.00  92.09  134
 20  ω   -170.00 -86.00   0.50   50.00    --  -97.00 -54.00 -82.97  168
 21  ω    -55.00 -23.00   0.50   50.00    --  -97.00  61.00 -30.00   64
 22  ω    -97.00 -27.00   0.50   50.00    --  -97.00 115.00 -15.02  140
 23  ω    -92.00 -23.00   0.50   50.00    --  -97.00  94.00-122.23  138
 24  ω    -55.00 -23.00   0.50   50.00    --  -97.00  61.00   0.00   64
 25  ω   -140.00 -90.00   0.50   50.00    --  -97.00 -15.00 -90.00  100
 26  ω    -93.00 -25.00   0.50   50.00    --  -97.00  97.00 125.30  136
 27  ω    -92.00 -23.00   0.50   50.00    --  -97.00  95.00-154.34  138
 28  ω    -93.00 -25.00   0.50   50.00    --  -97.00  97.00  79.69  136
 29  ω   -168.00-106.00   0.50   50.00    --  -97.00-100.00-164.00  124
 30  ω    -97.00 -27.00   0.50   50.00    --  -97.00 114.00   4.13  140
 31  ω    -92.00 -25.00   0.50   50.00    --  -97.00  98.00 -93.34  134
 32  ω   -140.00 -90.00   0.50   50.00    --  -97.00 -15.00   0.00  100
 33  ω    -93.00 -25.00   0.50   50.00    --  -97.00 104.00-107.03  136
 34  ω    106.00 161.00   0.50   50.00    --  109.75  30.00 -90.00  110
 35  ω    104.00 131.00   0.50   50.00    --  109.75  15.00 150.00   54
 36  ω     38.00  93.00   0.50   50.00    --  109.75 -95.00  60.00  110
 37  ω    105.00 131.00   0.50   50.00    --  109.75  15.00-150.00   52
 38  ω     37.00  93.00   0.50   50.00    --  109.75 -95.00-120.00  112
 39  ω    104.00 132.00   0.50   50.00    --  109.75  15.00  90.00   56
 40  ω    105.00 132.00   0.50   50.00    --  109.75  15.00 -90.00   54
 41  ω     67.00  93.00   0.50   50.00    --  109.75 -95.00  30.00   52
 42  ω     99.00 174.00   0.50   50.00    --  109.75  77.00 150.00  150
 43  ω    107.00 132.00   0.50   50.00    --  109.75  15.00-180.00   50
 44  ω     55.00  93.00   0.50   50.00    --  109.75 -95.00   0.00   76
 45  ω     37.00  89.00   0.50   50.00    --  109.75 -95.00 120.00  104
 46  ω    142.00 168.00   0.50   50.00    --  109.75  77.00   0.00   52
 47  ω    105.00 132.00   0.50   50.00    --  109.75  15.00-120.00   54
 48  ω     99.00 124.00   0.50   50.00    --  109.75  77.00   0.00   50
 49  ω     37.00  71.00   0.50   50.00    --  109.75 -77.00  60.00   68
 50  ω     38.00  83.00   0.50   50.00    --  109.75 -95.00-150.00   90
 51  ω    111.00 160.00   0.50   50.00    --  109.75  30.00 -60.00   98
 52  ω    105.00 132.00   0.50   50.00    --  109.75  15.00 120.00   54
 53  ω     37.00  93.00   0.50   50.00    --  109.75 -95.00 150.00  112
 54  ω    106.00 131.00   0.50   50.00    --  109.75  15.00   0.00   50
 55  ω     43.00  87.00   0.50   50.00    --  109.75 -95.00 -90.00   88
 56  ω     39.00  92.00   0.50   50.00    --  109.75 -95.00 -30.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2224
_reflns_number_total             2571
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.786
_refine_diff_density_min         -1.370
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2571
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1311
_refine_ls_R_factor_gt           0.1162
_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)+28.5069P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2165
_refine_ls_wR_factor_ref         0.2245
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Rigid body (RIGU) restrains
 C4B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C3B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Fixed Sof: C3B(0.6) H3B(0.6) C4B(0.6) H4B(0.6) C4C(0.4) H4C(0.4) C3C(0.4)
 H3C(0.4)
4.a Secondary CH2 refined with riding coordinates:
 C1B(H1BA,H1BB)
4.b Aromatic/amide H refined with riding coordinates:
 C3B(H3B), C4B(H4B), C6B(H6B), C7B(H7B), C4A(H4A), C5A(H5A), C4C(H4C), C3C(H3C)
4.c X=CH2 refined with riding coordinates:
 N1A(H1AA,H1AB), N2A(H2AA,H2AB)
4.d Idealised tetrahedral OH refined as rotating group:
 O3B(H3BA)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
C1B C 0.6912(5) 0.5229(6) 0.5097(5) 0.083(2) Uani 1 1 d . . . . .
H1BA H 0.623853 0.498029 0.536769 0.099 Uiso 1 1 calc R U . . .
H1BB H 0.714609 0.472452 0.467644 0.099 Uiso 1 1 calc R U . . .
C2B C 0.7816(5) 0.5339(5) 0.5809(6) 0.075(2) Uani 1 1 d . . . . .
C3B C 0.8924(8) 0.5148(9) 0.5552(10) 0.082(4) Uani 0.6 1 d . . P A 1
H3B H 0.906545 0.498581 0.496104 0.099 Uiso 0.6 1 calc R U P A 1
C4B C 0.9772(8) 0.5209(8) 0.6189(10) 0.079(4) Uani 0.6 1 d . . P A 1
H4B H 1.051425 0.510398 0.603093 0.095 Uiso 0.6 1 calc R U P A 1
C5B C 0.9544(5) 0.5440(5) 0.7144(6) 0.076(2) Uani 1 1 d . . . . .
C6B C 0.8450(5) 0.5402(5) 0.7334(5) 0.078(2) Uani 1 1 d . . . . .
H6B H 0.826519 0.540966 0.793384 0.094 Uiso 1 1 calc R U . . .
C7B C 0.7602(5) 0.5353(5) 0.6689(5) 0.078(2) Uani 1 1 d . . . . .
H7B H 0.685442 0.532875 0.685648 0.094 Uiso 1 1 calc R U . . .
O1B O 0.5643(3) 0.6080(5) 0.3807(3) 0.100(2) Uani 1 1 d . . . . .
O2B O 0.7578(3) 0.6764(4) 0.4112(2) 0.0869(18) Uani 1 1 d . . . . .
O3B O 0.6075(3) 0.7034(3) 0.5183(2) 0.0492(9) Uani 1 1 d . . . . .
H3BA H 0.658683 0.739164 0.539687 0.074 Uiso 1 1 calc R U . . .
P1B P 0.65472(11) 0.63297(17) 0.44867(10) 0.0706(6) Uani 1 1 d . . . . .
C2A C 0.7240(5) 0.2848(5) 0.6833(4) 0.0609(16) Uani 1 1 d . . . . .
C3A C 0.7375(4) 0.2670(3) 0.5885(3) 0.0419(11) Uani 1 1 d . . . . .
C4A C 0.8394(4) 0.2748(4) 0.5557(4) 0.0509(13) Uani 1 1 d . . . . .
H4A H 0.901852 0.291211 0.593403 0.061 Uiso 1 1 calc R U . . .
C5A C 0.6480(4) 0.2413(5) 0.5331(4) 0.0660(18) Uani 1 1 d . . . . .
H5A H 0.576713 0.234615 0.556178 0.079 Uiso 1 1 calc R U . . .
N1A N 0.8068(4) 0.2668(5) 0.7404(3) 0.0776(19) Uani 1 1 d . . . . .
H1AA H 0.799619 0.278598 0.796667 0.093 Uiso 1 1 calc R U . . .
H1AB H 0.869484 0.242975 0.722382 0.093 Uiso 1 1 calc R U . . .
N2A N 0.6298(4) 0.3202(6) 0.7080(4) 0.098(3) Uani 1 1 d . . . . .
H2AA H 0.620880 0.332533 0.764023 0.117 Uiso 1 1 calc R U . . .
H2AB H 0.575262 0.331768 0.668701 0.117 Uiso 1 1 calc R U . . .
C4C C 0.9713(10) 0.5890(10) 0.6379(12) 0.058(4) Uani 0.4 1 d . . P A -1
H4C H 1.037468 0.624691 0.629086 0.069 Uiso 0.4 1 calc R U P A -1
C3C C 0.8876(10) 0.5809(10) 0.5720(12) 0.058(4) Uani 0.4 1 d . . P A -1
H3C H 0.901331 0.608768 0.516394 0.069 Uiso 0.4 1 calc R U P A -1


_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
C1B H1BA 0.9900 . ?
C1B H1BB 0.9900 . ?
C1B C2B 1.505(9) . ?
C1B P1B 1.807(8) . ?
C2B C3B 1.436(12) . ?
C2B C7B 1.377(11) . ?
C2B C3C 1.444(13) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.375(16) . ?
C3B C4C 1.841(19) . ?
C3B C3C 0.939(16) . ?
C4B H4B 0.9500 . ?
C4B C5B 1.527(16) . ?
C4B C4C 0.976(16) . ?
C4B C3C 1.505(17) . ?
C5B C5B 1.503(13) 2_756 ?
C5B C6B 1.367(8) . ?
C5B C4C 1.341(18) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.382(9) . ?
C7B H7B 0.9500 . ?
O1B P1B 1.502(4) . ?
O2B P1B 1.515(4) . ?
O3B H3BA 0.8400 . ?
O3B P1B 1.559(4) . ?
C2A C3A 1.479(8) . ?
C2A N1A 1.312(7) . ?
C2A N2A 1.309(8) . ?
C3A C4A 1.356(7) . ?
C3A C5A 1.380(7) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.385(8) 7_656 ?
C5A H5A 0.9500 . ?
N1A H1AA 0.8800 . ?
N1A H1AB 0.8800 . ?
N2A H2AA 0.8800 . ?
N2A H2AB 0.8800 . ?
C4C H4C 0.9500 . ?
C4C C3C 1.39(2) . ?
C3C H3C 0.9500 . ?

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
H1BA C1B H1BB 107.4 . . ?
C2B C1B H1BA 108.3 . . ?
C2B C1B H1BB 108.3 . . ?
C2B C1B P1B 115.8(5) . . ?
P1B C1B H1BA 108.3 . . ?
P1B C1B H1BB 108.3 . . ?
C3B C2B C1B 115.8(9) . . ?
C3B C2B C3C 38.1(7) . . ?
C7B C2B C1B 122.4(6) . . ?
C7B C2B C3B 119.5(8) . . ?
C7B C2B C3C 107.3(9) . . ?
C3C C2B C1B 126.1(10) . . ?
C2B C3B H3B 121.1 . . ?
C2B C3B C4C 99.8(9) . . ?
C4B C3B C2B 117.8(12) . . ?
C4B C3B H3B 121.1 . . ?
C4B C3B C4C 31.3(6) . . ?
C4C C3B H3B 131.5 . . ?
C3C C3B C2B 71.4(11) . . ?
C3C C3B H3B 119.9 . . ?
C3C C3B C4B 78.7(13) . . ?
C3C C3B C4C 47.4(12) . . ?
C3B C4B H4B 119.4 . . ?
C3B C4B C5B 121.3(10) . . ?
C3B C4B C3C 37.7(7) . . ?
C5B C4B H4B 119.4 . . ?
C4C C4B C3B 101.7(15) . . ?
C4C C4B H4B 107.5 . . ?
C4C C4B C5B 60.1(13) . . ?
C4C C4B C3C 64.0(13) . . ?
C3C C4B H4B 128.7 . . ?
C3C C4B C5B 100.2(10) . . ?
C5B C5B C4B 121.6(8) 2_756 . ?
C6B C5B C4B 114.7(7) . . ?
C6B C5B C5B 121.7(10) . 2_756 ?
C4C C5B C4B 39.1(7) . . ?
C4C C5B C5B 119.1(9) . 2_756 ?
C4C C5B C6B 113.2(8) . . ?
C5B C6B H6B 118.7 . . ?
C5B C6B C7B 122.6(8) . . ?
C7B C6B H6B 118.7 . . ?
C2B C7B C6B 121.4(6) . . ?
C2B C7B H7B 119.3 . . ?
C6B C7B H7B 119.3 . . ?
P1B O3B H3BA 109.5 . . ?
O1B P1B C1B 108.3(3) . . ?
O1B P1B O2B 114.2(3) . . ?
O1B P1B O3B 109.2(3) . . ?
O2B P1B C1B 109.5(3) . . ?
O2B P1B O3B 110.6(3) . . ?
O3B P1B C1B 104.5(3) . . ?
N1A C2A C3A 119.8(6) . . ?
N2A C2A C3A 118.8(5) . . ?
N2A C2A N1A 121.4(6) . . ?
C4A C3A C2A 119.6(5) . . ?
C4A C3A C5A 119.4(5) . . ?
C5A C3A C2A 121.0(5) . . ?
C3A C4A H4A 120.2 . . ?
C3A C4A C5A 119.7(5) . 7_656 ?
C5A C4A H4A 120.2 7_656 . ?
C3A C5A C4A 120.9(5) . 7_656 ?
C3A C5A H5A 119.5 . . ?
C4A C5A H5A 119.5 7_656 . ?
C2A N1A H1AA 120.0 . . ?
C2A N1A H1AB 120.0 . . ?
H1AA N1A H1AB 120.0 . . ?
C2A N2A H2AA 120.0 . . ?
C2A N2A H2AB 120.0 . . ?
H2AA N2A H2AB 120.0 . . ?
C3B C4C H4C 126.4 . . ?
C4B C4C C3B 47.0(11) . . ?
C4B C4C C5B 80.8(14) . . ?
C4B C4C H4C 111.8 . . ?
C4B C4C C3C 76.8(14) . . ?
C5B C4C C3B 104.2(10) . . ?
C5B C4C H4C 121.6 . . ?
C5B C4C C3C 116.9(11) . . ?
C3C C4C C3B 29.9(7) . . ?
C3C C4C H4C 121.6 . . ?
C2B C3C C4B 109.4(10) . . ?
C2B C3C H3C 117.2 . . ?
C3B C3C C2B 70.5(11) . . ?
C3B C3C C4B 63.6(11) . . ?
C3B C3C C4C 102.7(14) . . ?
C3B C3C H3C 97.1 . . ?
C4B C3C H3C 119.0 . . ?
C4C C3C C2B 125.6(14) . . ?
C4C C3C C4B 39.2(7) . . ?
C4C C3C H3C 117.2 . . ?

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
C1B C2B C3B C4B -177.9(10) . . . . ?
C1B C2B C3B C4C 154.9(8) . . . . ?
C1B C2B C3B C3C 116.4(15) . . . . ?
C1B C2B C7B C6B 176.5(6) . . . . ?
C1B C2B C3C C3B -86.7(15) . . . . ?
C1B C2B C3C C4B -138.0(10) . . . . ?
C1B C2B C3C C4C -178.7(12) . . . . ?
C2B C1B P1B O1B 179.7(5) . . . . ?
C2B C1B P1B O2B 54.5(6) . . . . ?
C2B C1B P1B O3B -64.0(6) . . . . ?
C2B C3B C4B C5B 1.8(17) . . . . ?
C2B C3B C4B C4C -60.2(19) . . . . ?
C2B C3B C4B C3C -61.8(13) . . . . ?
C2B C3B C4C C4B 128.8(18) . . . . ?
C2B C3B C4C C5B 66.4(11) . . . . ?
C2B C3B C4C C3C -53.3(15) . . . . ?
C2B C3B C3C C4B 124.7(11) . . . . ?
C2B C3B C3C C4C 123.6(14) . . . . ?
C3B C2B C7B C6B 14.3(11) . . . . ?
C3B C2B C3C C4B -51.3(13) . . . . ?
C3B C2B C3C C4C -92.0(18) . . . . ?
C3B C4B C5B C5B 175.8(9) . . . 2_756 ?
C3B C4B C5B C6B 11.3(15) . . . . ?
C3B C4B C5B C4C -85.7(15) . . . . ?
C3B C4B C4C C5B 119.5(12) . . . . ?
C3B C4B C4C C3C -1.1(13) . . . . ?
C3B C4B C3C C2B 55.3(13) . . . . ?
C3B C4B C3C C4C 178(2) . . . . ?
C3B C4C C3C C2B 75.0(16) . . . . ?
C3B C4C C3C C4B -2(2) . . . . ?
C4B C3B C4C C5B -62.4(15) . . . . ?
C4B C3B C4C C3C 178(3) . . . . ?
C4B C3B C3C C2B -124.7(11) . . . . ?
C4B C3B C3C C4C -1.1(14) . . . . ?
C4B C5B C6B C7B -12.3(11) . . . . ?
C4B C5B C4C C3B 41.1(9) . . . . ?
C4B C5B C4C C3C 70.1(14) . . . . ?
C4B C4C C3C C2B 76.6(19) . . . . ?
C4B C4C C3C C3B 2(2) . . . . ?
C5B C4B C4C C3B -119.5(12) . . . . ?
C5B C4B C4C C3C -120.6(10) . . . . ?
C5B C4B C3C C2B -73.7(13) . . . . ?
C5B C4B C3C C3B -128.9(15) . . . . ?
C5B C4B C3C C4C 49.3(12) . . . . ?
C5B C5B C6B C7B -176.8(5) 2_756 . . . ?
C5B C5B C4C C3B 146.5(6) 2_756 . . . ?
C5B C5B C4C C4B 105.5(11) 2_756 . . . ?
C5B C5B C4C C3C 175.5(11) 2_756 . . . ?
C5B C6B C7B C2B 0.1(11) . . . . ?
C5B C4C C3C C2B 4(2) . . . . ?
C5B C4C C3C C3B -71(2) . . . . ?
C5B C4C C3C C4B -72.3(14) . . . . ?
C6B C5B C4C C3B -60.1(10) . . . . ?
C6B C5B C4C C4B -101.2(11) . . . . ?
C6B C5B C4C C3C -31.1(16) . . . . ?
C7B C2B C3B C4B -14.6(15) . . . . ?
C7B C2B C3B C4C -41.8(11) . . . . ?
C7B C2B C3B C3C -80.3(16) . . . . ?
C7B C2B C3C C3B 116.1(15) . . . . ?
C7B C2B C3C C4B 64.7(14) . . . . ?
C7B C2B C3C C4C 24.1(17) . . . . ?
P1B C1B C2B C3B -91.8(8) . . . . ?
P1B C1B C2B C7B 105.4(7) . . . . ?
P1B C1B C2B C3C -48.7(11) . . . . ?
C2A C3A C4A C5A -179.7(6) . . . 7_656 ?
C2A C3A C5A C4A 179.7(6) . . . 7_656 ?
C4A C3A C5A C4A -1.2(10) . . . 7_656 ?
C5A C3A C4A C5A 1.2(10) . . . 7_656 ?
N1A C2A C3A C4A -28.9(8) . . . . ?
N1A C2A C3A C5A 150.2(6) . . . . ?
N2A C2A C3A C4A 149.7(6) . . . . ?
N2A C2A C3A C5A -31.1(9) . . . . ?
C4C C3B C4B C5B 62.0(13) . . . . ?
C4C C3B C4B C3C -2(2) . . . . ?
C4C C3B C3C C2B -123.6(14) . . . . ?
C4C C3B C3C C4B 1.1(14) . . . . ?
C4C C4B C5B C5B -98.5(11) . . . 2_756 ?
C4C C4B C5B C6B 97.0(11) . . . . ?
C4C C4B C3C C2B -123.0(18) . . . . ?
C4C C4B C3C C3B -178(2) . . . . ?
C4C C5B C6B C7B 30.7(12) . . . . ?
C3C C2B C3B C4B 65.7(14) . . . . ?
C3C C2B C3B C4C 38.5(13) . . . . ?
C3C C2B C7B C6B -25.3(11) . . . . ?
C3C C3B C4B C5B 63.6(17) . . . . ?
C3C C3B C4B C4C 2(2) . . . . ?
C3C C3B C4C C4B -178(3) . . . . ?
C3C C3B C4C C5B 119.7(19) . . . . ?
C3C C4B C5B C5B -150.4(6) . . . 2_756 ?
C3C C4B C5B C6B 45.2(10) . . . . ?
C3C C4B C5B C4C -51.9(11) . . . . ?
C3C C4B C4C C3B 1.1(13) . . . . ?
C3C C4B C4C C5B 120.6(10) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.094 0.250 52.3 19.1 '2 Water'
2 0.000 0.094 0.750 52.3 19.1 '2 Water'
3 0.500 0.406 0.250 52.3 19.1 '2 Water'
4 0.500 0.594 0.750 52.3 19.1 '2 Water'

_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
- Detector area scaling
;
####################################################################### 
# 
# 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_ara_hof_pndi_7_mask
_database_code_depnum_ccdc_archive 'CCDC 2352952'
loop_
_audit_author_name
_audit_author_address
'Neil Champness'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2024-05-03 deposited with the CCDC.	2024-07-18 downloaded from the CCDC.
;
_audit_creation_date             2024-04-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C28 H16 N2 O11 P2), 5(C8 H12 N4), 40[H2O]'
_chemical_formula_sum            'C96 H172 N24 O62 P4'
_chemical_formula_weight         2778.45
_chemical_melting_point          ?
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                   10.74890(10)
_cell_length_b                   11.10920(10)
_cell_length_c                   28.1083(2)
_cell_angle_alpha                92.9800(10)
_cell_angle_beta                 92.5630(10)
_cell_angle_gamma                102.7010(10)
_cell_volume                     3264.47(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    58769
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.8560
_cell_measurement_theta_min      3.1210
_shelx_estimated_absorpt_T_max   0.931
_shelx_estimated_absorpt_T_min   0.881
_exptl_absorpt_coefficient_mu    1.448
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.876
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1472
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -7 2 0.0174
1 7 -3 0.0319
7 -2 -4 0.0298
0 -7 6 0.0209
2 0 17 0.0255
2 4 12 0.0117
-1 6 -10 0.0441
-2 0 -17 0.0339
-6 -1 8 0.0225
-2 0 18 0.0255
0 0 -18 0.0325
0 0 18 0.0245
5 -1 11 0.0359

_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            117847
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.569
_diffrn_reflns_theta_min         3.154
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -119.00 -54.00   0.50    1.85    --  -47.48-153.00 162.00  130
  2  ω    -84.00 -10.00   0.50    1.85    --  -47.48 121.00  43.00  148
  3  ω   -105.00 -27.00   0.50    1.85    --  -47.48 153.00-157.00  156
  4  ω     32.00  92.00   0.50    1.85    --   47.48-121.00 -38.00  120
  5  ω     49.00 111.00   0.50    1.85    --   47.48-153.00 162.00  124
  6  ω    -84.00 -18.00   0.50    7.42    --  -90.00 121.00  43.00  132
  7  ω   -147.00 -54.00   0.50    7.42    --  -90.00-153.00 162.00  186
  8  ω   -161.00 -76.00   0.50    7.42    --  -90.00-121.00 -38.00  170
  9  ω     49.00 131.00   0.50    7.42    --  110.64-153.00 162.00  164
 10  ω     40.00 110.00   0.50    7.42    --  110.64-121.00 -38.00  140
 11  ω     76.00 164.00   0.50    7.42    --  110.64 153.00-157.00  176
 12  ω     98.00 178.00   0.50    7.42    --  110.64 121.00  43.00  160
 13  ω    -34.00  27.00   0.50    1.85    --  -47.48  19.00  90.00  122
 14  ω    -34.00  27.00   0.50    1.85    --  -47.48  19.00 -30.00  122
 15  ω   -120.00 -37.00   0.50    1.85    --  -47.48 -38.00-180.00  166
 16  ω    -34.00  27.00   0.50    1.85    --  -47.48  19.00   0.00  122
 17  ω    -26.00  26.00   0.50    1.85    --   47.48 -19.00 -90.00  104
 18  ω    -26.00  26.00   0.50    1.85    --   47.48 -19.00-150.00  104
 19  ω    -26.00  26.00   0.50    1.85    --   47.48 -19.00  60.00  104
 20  ω    -69.00 -18.00   0.50    7.42    --  -90.00  57.00 -90.00  102
 21  ω    -48.00 -18.00   0.50    7.42    --  -90.00  38.00  90.00   60
 22  ω    -48.00 -18.00   0.50    7.42    --  -90.00  38.00 -30.00   60
 23  ω    -69.00 -18.00   0.50    7.42    --  -90.00  57.00-150.00  102
 24  ω   -163.00 -79.00   0.50    7.42    --  -90.00 -19.00   0.00  168
 25  ω   -161.00-105.00   0.50    7.42    --  -90.00 -77.00-180.00  112
 26  ω    -48.00 -18.00   0.50    7.42    --  -90.00  38.00   0.00   60
 27  ω    -69.00 -18.00   0.50    7.42    --  -90.00  57.00-180.00  102
 28  ω    -48.00 -18.00   0.50    7.42    --  -90.00  38.00-180.00   60
 29  ω    -85.00 -18.00   0.50    7.42    --  -90.00 125.00  90.00  134
 30  ω    -69.00 -18.00   0.50    7.42    --  -90.00  57.00   0.00  102
 31  ω   -161.00 -94.00   0.50    7.42    --  -90.00 -57.00  30.00  134
 32  ω   -161.00-105.00   0.50    7.42    --  -90.00 -77.00 -90.00  112
 33  ω   -161.00 -94.00   0.50    7.42    --  -90.00 -57.00-120.00  134
 34  ω     40.00 106.00   0.50    7.42    --  110.64 -99.00  60.00  132
 35  ω     40.00 106.00   0.50    7.42    --  110.64 -99.00-150.00  132
 36  ω     40.00  97.00   0.50    7.42    --  110.64 -77.00   0.00  114
 37  ω     40.00 106.00   0.50    7.42    --  110.64 -99.00 -60.00  132
 38  ω     40.00 106.00   0.50    7.42    --  110.64 -99.00 120.00  132
 39  ω     40.00  97.00   0.50    7.42    --  110.64 -77.00 -30.00  114
 40  ω     40.00  97.00   0.50    7.42    --  110.64 -77.00 120.00  114
 41  ω     40.00 106.00   0.50    7.42    --  110.64 -99.00-180.00  132
 42  ω     40.00 106.00   0.50    7.42    --  110.64 -99.00-120.00  132
 43  ω     40.00 111.00   0.50    7.42    --  110.64-125.00  60.00  142
 44  ω    105.00 178.00   0.50    7.42    --  110.64  77.00  90.00  146
 45  ω     40.00 111.00   0.50    7.42    --  110.64-125.00 -90.00  142
 46  ω   -120.00 -37.00   0.50    1.85    --  -47.48 -38.00 -60.00  166
 47  ω   -120.00 -37.00   0.50    1.85    --  -47.48 -38.00 120.00  166
 48  ω   -120.00 -37.00   0.50    1.85    --  -47.48 -38.00 -90.00  166
 49  ω   -120.00 -37.00   0.50    1.85    --  -47.48 -38.00 -30.00  166
 50  ω   -120.00 -37.00   0.50    1.85    --  -47.48 -38.00  90.00  166
 51  ω   -120.00 -37.00   0.50    1.85    --  -47.48 -38.00-150.00  166
 52  ω   -120.00 -37.00   0.50    1.85    --  -47.48 -38.00  60.00  166
 53  ω   -120.00 -37.00   0.50    1.85    --  -47.48 -38.00   0.00  166
 54  ω   -120.00 -37.00   0.50    1.85    --  -47.48 -38.00-120.00  166
 55  ω   -120.00 -37.00   0.50    1.85    --  -47.48 -38.00  30.00  166
 56  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00 120.00  166
 57  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00  60.00  166
 58  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00 -30.00  166
 59  ω    -48.00 -18.00   0.50    7.42    --  -90.00  38.00 150.00   60
 60  ω    -48.00 -18.00   0.50    7.42    --  -90.00  38.00  30.00   60
 61  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00 -60.00  166
 62  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00-180.00  166
 63  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00  30.00  166
 64  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00-150.00  166
 65  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00  90.00  166
 66  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00   0.00  166
 67  ω    -48.00 -18.00   0.50    7.42    --  -90.00  38.00-120.00   60
 68  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00 -90.00  166
 69  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00 150.00  166
 70  ω   -162.00 -79.00   0.50    7.42    --  -90.00 -38.00-120.00  166
 71  ω     97.00 172.00   0.50    7.42    --  110.64  57.00  90.00  150
 72  ω     97.00 178.00   0.50    7.42    --  110.64  57.00 -60.00  162
 73  ω     97.00 178.00   0.50    7.42    --  110.64  57.00-150.00  162
 74  ω     97.00 178.00   0.50    7.42    --  110.64  57.00  60.00  162
 75  ω     97.00 178.00   0.50    7.42    --  110.64  57.00-180.00  162
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                12113
_reflns_number_total             13490
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.966
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     659
_refine_ls_number_reflns         13490
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0978
_refine_ls_R_factor_gt           0.0923
_refine_ls_restrained_S_all      1.127
_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)+(0.1175P)²+13.8525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2687
_refine_ls_wR_factor_ref         0.2732
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2.a Rotating group:
 N2B(H2BA,H2BB)
2.b Secondary CH2 refined with riding coordinates:
 C1P(H1PA,H1PB), C28P(H28A,H28B)
2.c Aromatic/amide H refined with riding coordinates:
 C3P(H3P), C4P(H4P), C6P(H6P), C7P(H7P), C10P(H10P), C11P(H11P), C15P(H15P),
 C16P(H16P), C23P(H23P), C24P(H24P), C26P(H26P), C27P(H27P), C3A(H3A), C4A(H4A),
  C6A(H6A), C7A(H7A), C3B(H3B), C4B(H4B), C6B(H6B), C7B(H7B), C3C(H3C), C4C(H4C)
2.d X=CH2 refined with riding coordinates:
 N1A(H1AA,H1AB), N2A(H2AA,H2AB), N3A(H3AA,H3AB), N4A(H4AA,H4AB), N1B(H1BA,
 H1BB), N3B(H3BA,H3BB), N4B(H4BA,H4BB), N1C(H1CA,H1CB), N2C(H2CA,H2CB)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
P1P P 0.76067(10) 0.07334(9) 0.04055(3) 0.0218(2) Uani 1 1 d . . . . .
P2P P 0.66902(10) 0.69345(9) 0.73648(3) 0.0232(2) Uani 1 1 d . . . . .
O1P O 0.7262(3) 0.0782(3) -0.01228(10) 0.0258(6) Uani 1 1 d . . . . .
O2P O 0.9054(3) 0.1083(3) 0.05106(10) 0.0262(6) Uani 1 1 d . . . . .
O3P O 0.7065(3) -0.0535(3) 0.05893(10) 0.0265(6) Uani 1 1 d . . . . .
O4P O 0.7788(3) 0.0450(3) 0.27749(10) 0.0341(7) Uani 1 1 d . . . . .
O5P O 0.8213(3) 0.4609(3) 0.27377(10) 0.0324(7) Uani 1 1 d . . . . .
O6P O 0.8446(3) 0.1014(3) 0.52687(10) 0.0343(7) Uani 1 1 d . . . . .
O7P O 0.9888(3) 0.2775(3) 0.52239(9) 0.0244(6) Uani 1 1 d . . . . .
O8P O 0.7288(3) 0.3306(3) 0.52054(10) 0.0260(6) Uani 1 1 d . . . . .
O9P O 0.6817(3) 0.7285(3) 0.79007(10) 0.0271(6) Uani 1 1 d . . . . .
O10P O 0.6356(3) 0.7912(3) 0.70565(10) 0.0297(6) Uani 1 1 d . . . . .
O11P O 0.5743(3) 0.5698(3) 0.72615(10) 0.0295(6) Uani 1 1 d . . . . .
N1P N 0.7931(3) 0.2519(3) 0.27496(12) 0.0248(7) Uani 1 1 d . . . . .
N2P N 0.8655(3) 0.5224(3) 0.52473(12) 0.0251(7) Uani 1 1 d . . . . .
C1P C 0.6910(4) 0.1900(4) 0.07116(14) 0.0252(8) Uani 1 1 d . . . . .
H1PA H 0.724470 0.270826 0.057900 0.030 Uiso 1 1 calc R U . . .
H1PB H 0.597371 0.168376 0.064190 0.030 Uiso 1 1 calc R U . . .
C2P C 0.7175(4) 0.2036(4) 0.12493(13) 0.0243(8) Uani 1 1 d . . . . .
C3P C 0.8394(4) 0.2572(4) 0.14457(14) 0.0260(8) Uani 1 1 d . . . . .
H3P H 0.906365 0.284245 0.124030 0.031 Uiso 1 1 calc R U . . .
C4P C 0.8649(4) 0.2719(4) 0.19343(14) 0.0270(8) Uani 1 1 d . . . . .
H4P H 0.948962 0.307515 0.206251 0.032 Uiso 1 1 calc R U . . .
C5P C 0.7659(4) 0.2339(4) 0.22397(14) 0.0240(8) Uani 1 1 d . . . . .
C6P C 0.6437(4) 0.1819(4) 0.20501(14) 0.0266(8) Uani 1 1 d . . . . .
H6P H 0.576170 0.156446 0.225519 0.032 Uiso 1 1 calc R U . . .
C7P C 0.6205(4) 0.1672(4) 0.15626(14) 0.0272(8) Uani 1 1 d . . . . .
H7P H 0.536418 0.131283 0.143514 0.033 Uiso 1 1 calc R U . . .
C8P C 0.7975(4) 0.1467(4) 0.29939(14) 0.0252(8) Uani 1 1 d . . . . .
C9P C 0.8291(4) 0.1639(4) 0.35135(13) 0.0223(8) Uani 1 1 d . . . . .
C10P C 0.8524(4) 0.0669(4) 0.37583(13) 0.0238(8) Uani 1 1 d . . . . .
H10P H 0.852441 -0.009737 0.359165 0.029 Uiso 1 1 calc R U . . .
C11P C 0.8761(4) 0.0807(4) 0.42520(14) 0.0260(8) Uani 1 1 d . . . . .
H11P H 0.897711 0.014439 0.441381 0.031 Uiso 1 1 calc R U . . .
C12P C 0.8691(4) 0.1871(4) 0.45128(13) 0.0225(8) Uani 1 1 d . . . . .
C13P C 0.8405(4) 0.2891(4) 0.42691(14) 0.0220(7) Uani 1 1 d . . . . .
C14P C 0.8237(4) 0.4037(4) 0.44952(13) 0.0224(8) Uani 1 1 d . . . . .
C15P C 0.8087(4) 0.4997(4) 0.42304(14) 0.0232(8) Uani 1 1 d . . . . .
H15P H 0.799122 0.574640 0.438772 0.028 Uiso 1 1 calc R U . . .
C16P C 0.8070(4) 0.4897(3) 0.37255(14) 0.0221(7) Uani 1 1 d . . . . .
H16P H 0.801277 0.558924 0.354815 0.026 Uiso 1 1 calc R U . . .
C17P C 0.8137(4) 0.3797(4) 0.34930(13) 0.0228(8) Uani 1 1 d . . . . .
C18P C 0.8103(4) 0.3701(4) 0.29710(14) 0.0245(8) Uani 1 1 d . . . . .
C19P C 0.8270(3) 0.2779(4) 0.37613(13) 0.0197(7) Uani 1 1 d . . . . .
C20P C 0.9026(4) 0.1900(4) 0.50420(14) 0.0249(8) Uani 1 1 d . . . . .
C21P C 0.8039(4) 0.4149(4) 0.50201(14) 0.0230(8) Uani 1 1 d . . . . .
C22P C 0.8548(4) 0.5567(4) 0.57414(13) 0.0220(7) Uani 1 1 d . . . . .
C23P C 0.8627(4) 0.4759(4) 0.60907(14) 0.0250(8) Uani 1 1 d . . . . .
H23P H 0.874241 0.395162 0.600852 0.030 Uiso 1 1 calc R U . . .
C24P C 0.8537(4) 0.5137(4) 0.65664(14) 0.0267(8) Uani 1 1 d . . . . .
H24P H 0.857152 0.457281 0.680695 0.032 Uiso 1 1 calc R U . . .
C25P C 0.8399(4) 0.6326(4) 0.66953(14) 0.0256(8) Uani 1 1 d . . . . .
C26P C 0.8359(4) 0.7137(4) 0.63379(14) 0.0235(8) Uani 1 1 d . . . . .
H26P H 0.827723 0.795500 0.641996 0.028 Uiso 1 1 calc R U . . .
C27P C 0.8438(4) 0.6767(4) 0.58600(14) 0.0238(8) Uani 1 1 d . . . . .
H27P H 0.841588 0.733046 0.561834 0.029 Uiso 1 1 calc R U . . .
C28P C 0.8269(4) 0.6709(4) 0.72074(15) 0.0280(8) Uani 1 1 d . . . . .
H28A H 0.890345 0.749123 0.729115 0.034 Uiso 1 1 calc R U . . .
H28B H 0.849409 0.607367 0.740833 0.034 Uiso 1 1 calc R U . . .
N1A N 0.7856(3) -0.0828(3) 0.15201(12) 0.0281(7) Uani 1 1 d . . . . .
H1AA H 0.759271 -0.064869 0.123690 0.034 Uiso 1 1 calc R U . . .
H1AB H 0.730047 -0.119836 0.171589 0.034 Uiso 1 1 calc R U . . .
N2A N 0.9929(3) 0.0017(3) 0.13594(12) 0.0262(7) Uani 1 1 d . . . . .
H2AA H 0.967553 0.020024 0.107548 0.031 Uiso 1 1 calc R U . . .
H2AB H 1.074597 0.020452 0.145041 0.031 Uiso 1 1 calc R U . . .
N3A N 1.1655(4) -0.1235(7) 0.37325(16) 0.0712(19) Uani 1 1 d . . . . .
H3AA H 1.184154 -0.134879 0.403252 0.085 Uiso 1 1 calc R U . . .
H3AB H 1.226343 -0.089988 0.354956 0.085 Uiso 1 1 calc R U . . .
N4A N 0.9565(3) -0.2060(3) 0.38264(12) 0.0253(7) Uani 1 1 d . . . . .
H4AA H 0.974045 -0.217847 0.412684 0.030 Uiso 1 1 calc R U . . .
H4AB H 0.877274 -0.227775 0.370539 0.030 Uiso 1 1 calc R U . . .
C1A C 0.9079(4) -0.0542(4) 0.16503(14) 0.0242(8) Uani 1 1 d . . . . .
C2A C 0.9507(4) -0.0854(4) 0.21271(13) 0.0225(8) Uani 1 1 d . . . . .
C3A C 1.0555(4) -0.0097(4) 0.23779(14) 0.0269(8) Uani 1 1 d . . . . .
H3A H 1.104505 0.059124 0.223284 0.032 Uiso 1 1 calc R U . . .
C4A C 1.0889(4) -0.0338(5) 0.28383(15) 0.0324(9) Uani 1 1 d . . . . .
H4A H 1.160277 0.018620 0.301006 0.039 Uiso 1 1 calc R U . . .
C5A C 1.0173(4) -0.1357(4) 0.30506(14) 0.0274(8) Uani 1 1 d . . . . .
C6A C 0.9145(5) -0.2143(4) 0.27975(15) 0.0301(9) Uani 1 1 d . . . . .
H6A H 0.866907 -0.284757 0.293721 0.036 Uiso 1 1 calc R U . . .
C7A C 0.8827(4) -0.1879(4) 0.23350(15) 0.0302(9) Uani 1 1 d . . . . .
H7A H 0.812877 -0.241277 0.215843 0.036 Uiso 1 1 calc R U . . .
C8A C 1.0480(4) -0.1562(4) 0.35600(15) 0.0301(9) Uani 1 1 d . . . . .
N1B N 0.5151(4) 0.5820(4) 0.85259(13) 0.0320(8) Uani 1 1 d . . . . .
H1BA H 0.575181 0.618681 0.834598 0.038 Uiso 1 1 calc R U . . .
H1BB H 0.529089 0.585923 0.883779 0.038 Uiso 1 1 calc R U . . .
N2B N 0.3822(4) 0.5146(4) 0.78700(13) 0.0334(8) Uani 1 1 d . . . . .
H2BA H 0.299341 0.499911 0.779353 0.040 Uiso 1 1 d R U . . .
H2BB H 0.419360 0.584983 0.775223 0.040 Uiso 1 1 d R U . . .
N3B N 0.0595(4) 0.1524(3) 0.96979(12) 0.0278(7) Uani 1 1 d . . . . .
H3BA H 0.003541 0.104807 0.986555 0.033 Uiso 1 1 calc R U . . .
H3BB H 0.138106 0.141742 0.969144 0.033 Uiso 1 1 calc R U . . .
N4B N -0.0909(4) 0.2564(4) 0.94635(14) 0.0332(8) Uani 1 1 d . . . . .
H4BA H -0.147379 0.209146 0.963027 0.040 Uiso 1 1 calc R U . . .
H4BB H -0.112856 0.314849 0.930138 0.040 Uiso 1 1 calc R U . . .
C1B C 0.4047(4) 0.5215(4) 0.83296(15) 0.0283(9) Uani 1 1 d . . . . .
C2B C 0.3060(4) 0.4539(4) 0.86314(15) 0.0284(9) Uani 1 1 d . . . . .
C3B C 0.3431(4) 0.3997(4) 0.90336(15) 0.0285(8) Uani 1 1 d . . . . .
H3B H 0.431318 0.408877 0.911930 0.034 Uiso 1 1 calc R U . . .
C4B C 0.2526(4) 0.3325(4) 0.93104(14) 0.0298(9) Uani 1 1 d . . . . .
H4B H 0.278336 0.296962 0.958812 0.036 Uiso 1 1 calc R U . . .
C5B C 0.1225(4) 0.3173(4) 0.91770(14) 0.0256(8) Uani 1 1 d . . . . .
C6B C 0.0852(4) 0.3710(4) 0.87716(15) 0.0289(9) Uani 1 1 d . . . . .
H6B H -0.002870 0.360807 0.867995 0.035 Uiso 1 1 calc R U . . .
C7B C 0.1779(4) 0.4396(4) 0.85024(15) 0.0294(9) Uani 1 1 d . . . . .
H7B H 0.152829 0.476867 0.822793 0.035 Uiso 1 1 calc R U . . .
C8B C 0.0254(4) 0.2396(4) 0.94567(14) 0.0252(8) Uani 1 1 d . . . . .
N1C N 0.5394(3) 0.4976(3) 0.63053(12) 0.0258(7) Uani 1 1 d . . . . .
H1CA H 0.547509 0.519112 0.661288 0.031 Uiso 1 1 calc R U . . .
H1CB H 0.540352 0.421502 0.620486 0.031 Uiso 1 1 calc R U . . .
N2C N 0.5241(3) 0.6934(3) 0.61281(12) 0.0258(7) Uani 1 1 d . . . . .
H2CA H 0.531913 0.718294 0.643256 0.031 Uiso 1 1 calc R U . . .
H2CB H 0.514956 0.745488 0.591062 0.031 Uiso 1 1 calc R U . . .
C1C C 0.5261(4) 0.5787(4) 0.59985(13) 0.0231(8) Uani 1 1 d . . . . .
C2C C 0.5106(4) 0.5377(4) 0.54806(14) 0.0234(8) Uani 1 1 d . . . . .
C3C C 0.5647(4) 0.6187(4) 0.51479(14) 0.0226(7) Uani 1 1 d . . . . .
H3C H 0.609532 0.700105 0.525128 0.027 Uiso 1 1 calc R U . . .
C4C C 0.5538(4) 0.5819(4) 0.46672(14) 0.0238(8) Uani 1 1 d . . . . .
H4C H 0.590109 0.637891 0.444024 0.029 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
P1P O1P 1.521(3) . ?
P1P O2P 1.529(3) . ?
P1P O3P 1.527(3) . ?
P1P C1P 1.830(4) . ?
P2P O9P 1.528(3) . ?
P2P O10P 1.516(3) . ?
P2P O11P 1.525(3) . ?
P2P C28P 1.839(4) . ?
O4P C8P 1.230(5) . ?
O5P C18P 1.218(5) . ?
O6P C20P 1.262(5) . ?
O7P C20P 1.255(5) . ?
O8P C21P 1.247(5) . ?
N1P C5P 1.445(5) . ?
N1P C8P 1.394(5) . ?
N1P C18P 1.394(5) . ?
N2P C21P 1.344(5) . ?
N2P C22P 1.437(5) . ?
C1P H1PA 0.9900 . ?
C1P H1PB 0.9900 . ?
C1P C2P 1.519(5) . ?
C2P C3P 1.390(6) . ?
C2P C7P 1.400(6) . ?
C3P H3P 0.9500 . ?
C3P C4P 1.382(6) . ?
C4P H4P 0.9500 . ?
C4P C5P 1.403(6) . ?
C5P C6P 1.384(6) . ?
C6P H6P 0.9500 . ?
C6P C7P 1.377(6) . ?
C7P H7P 0.9500 . ?
C8P C9P 1.478(5) . ?
C9P C10P 1.370(6) . ?
C9P C19P 1.418(5) . ?
C10P H10P 0.9500 . ?
C10P C11P 1.394(5) . ?
C11P H11P 0.9500 . ?
C11P C12P 1.377(6) . ?
C12P C13P 1.436(6) . ?
C12P C20P 1.512(5) . ?
C13P C14P 1.444(5) . ?
C13P C19P 1.424(5) . ?
C14P C15P 1.366(6) . ?
C14P C21P 1.503(5) . ?
C15P H15P 0.9500 . ?
C15P C16P 1.417(5) . ?
C16P H16P 0.9500 . ?
C16P C17P 1.372(6) . ?
C17P C18P 1.464(5) . ?
C17P C19P 1.421(5) . ?
C22P C23P 1.377(6) . ?
C22P C27P 1.389(6) . ?
C23P H23P 0.9500 . ?
C23P C24P 1.394(5) . ?
C24P H24P 0.9500 . ?
C24P C25P 1.394(6) . ?
C25P C26P 1.389(6) . ?
C25P C28P 1.501(6) . ?
C26P H26P 0.9500 . ?
C26P C27P 1.396(5) . ?
C27P H27P 0.9500 . ?
C28P H28A 0.9900 . ?
C28P H28B 0.9900 . ?
N1A H1AA 0.8800 . ?
N1A H1AB 0.8800 . ?
N1A C1A 1.312(5) . ?
N2A H2AA 0.8800 . ?
N2A H2AB 0.8800 . ?
N2A C1A 1.326(5) . ?
N3A H3AA 0.8800 . ?
N3A H3AB 0.8800 . ?
N3A C8A 1.298(6) . ?
N4A H4AA 0.8800 . ?
N4A H4AB 0.8800 . ?
N4A C8A 1.306(6) . ?
C1A C2A 1.481(5) . ?
C2A C3A 1.387(6) . ?
C2A C7A 1.383(6) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.383(6) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.399(6) . ?
C5A C6A 1.389(6) . ?
C5A C8A 1.495(6) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.392(6) . ?
C7A H7A 0.9500 . ?
N1B H1BA 0.8800 . ?
N1B H1BB 0.8800 . ?
N1B C1B 1.310(6) . ?
N2B H2BA 0.8836 . ?
N2B H2BB 0.8842 . ?
N2B C1B 1.299(5) . ?
N3B H3BA 0.8800 . ?
N3B H3BB 0.8800 . ?
N3B C8B 1.317(5) . ?
N4B H4BA 0.8800 . ?
N4B H4BB 0.8800 . ?
N4B C8B 1.304(6) . ?
C1B C2B 1.485(6) . ?
C2B C3B 1.391(6) . ?
C2B C7B 1.381(6) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.385(6) . ?
C4B H4B 0.9500 . ?
C4B C5B 1.403(6) . ?
C5B C6B 1.396(6) . ?
C5B C8B 1.483(6) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.393(6) . ?
C7B H7B 0.9500 . ?
N1C H1CA 0.8800 . ?
N1C H1CB 0.8800 . ?
N1C C1C 1.304(5) . ?
N2C H2CA 0.8800 . ?
N2C H2CB 0.8800 . ?
N2C C1C 1.313(5) . ?
C1C C2C 1.493(5) . ?
C2C C3C 1.389(5) . ?
C2C C4C 1.389(6) 2_666 ?
C3C H3C 0.9500 . ?
C3C C4C 1.384(5) . ?
C4C H4C 0.9500 . ?

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
O1P P1P O2P 111.26(16) . . ?
O1P P1P O3P 112.16(16) . . ?
O1P P1P C1P 105.71(17) . . ?
O2P P1P C1P 108.21(18) . . ?
O3P P1P O2P 109.66(16) . . ?
O3P P1P C1P 109.70(18) . . ?
O9P P2P C28P 105.54(18) . . ?
O10P P2P O9P 114.79(17) . . ?
O10P P2P O11P 111.01(18) . . ?
O10P P2P C28P 107.76(19) . . ?
O11P P2P O9P 110.06(16) . . ?
O11P P2P C28P 107.24(19) . . ?
C8P N1P C5P 116.7(3) . . ?
C8P N1P C18P 123.8(3) . . ?
C18P N1P C5P 119.5(3) . . ?
C21P N2P C22P 124.8(3) . . ?
P1P C1P H1PA 108.6 . . ?
P1P C1P H1PB 108.6 . . ?
H1PA C1P H1PB 107.6 . . ?
C2P C1P P1P 114.6(3) . . ?
C2P C1P H1PA 108.6 . . ?
C2P C1P H1PB 108.6 . . ?
C3P C2P C1P 120.5(4) . . ?
C3P C2P C7P 117.8(4) . . ?
C7P C2P C1P 121.7(4) . . ?
C2P C3P H3P 119.4 . . ?
C4P C3P C2P 121.3(4) . . ?
C4P C3P H3P 119.4 . . ?
C3P C4P H4P 120.2 . . ?
C3P C4P C5P 119.7(4) . . ?
C5P C4P H4P 120.2 . . ?
C4P C5P N1P 119.2(4) . . ?
C6P C5P N1P 120.9(4) . . ?
C6P C5P C4P 119.8(4) . . ?
C5P C6P H6P 120.2 . . ?
C7P C6P C5P 119.6(4) . . ?
C7P C6P H6P 120.2 . . ?
C2P C7P H7P 119.1 . . ?
C6P C7P C2P 121.8(4) . . ?
C6P C7P H7P 119.1 . . ?
O4P C8P N1P 120.0(4) . . ?
O4P C8P C9P 122.4(4) . . ?
N1P C8P C9P 117.5(3) . . ?
C10P C9P C8P 119.7(3) . . ?
C10P C9P C19P 120.3(3) . . ?
C19P C9P C8P 119.9(3) . . ?
C9P C10P H10P 120.0 . . ?
C9P C10P C11P 120.0(4) . . ?
C11P C10P H10P 120.0 . . ?
C10P C11P H11P 118.9 . . ?
C12P C11P C10P 122.1(4) . . ?
C12P C11P H11P 118.9 . . ?
C11P C12P C13P 119.3(3) . . ?
C11P C12P C20P 115.9(4) . . ?
C13P C12P C20P 124.7(3) . . ?
C12P C13P C14P 125.5(3) . . ?
C19P C13P C12P 118.1(3) . . ?
C19P C13P C14P 116.4(3) . . ?
C13P C14P C21P 121.0(4) . . ?
C15P C14P C13P 120.9(3) . . ?
C15P C14P C21P 117.5(3) . . ?
C14P C15P H15P 119.4 . . ?
C14P C15P C16P 121.3(4) . . ?
C16P C15P H15P 119.4 . . ?
C15P C16P H16P 120.0 . . ?
C17P C16P C15P 119.9(4) . . ?
C17P C16P H16P 120.0 . . ?
C16P C17P C18P 119.4(4) . . ?
C16P C17P C19P 119.7(3) . . ?
C19P C17P C18P 120.9(4) . . ?
O5P C18P N1P 121.1(4) . . ?
O5P C18P C17P 121.8(4) . . ?
N1P C18P C17P 117.1(3) . . ?
C9P C19P C13P 119.9(3) . . ?
C9P C19P C17P 118.7(3) . . ?
C17P C19P C13P 121.4(3) . . ?
O6P C20P C12P 117.5(4) . . ?
O7P C20P O6P 124.3(4) . . ?
O7P C20P C12P 118.2(3) . . ?
O8P C21P N2P 125.2(4) . . ?
O8P C21P C14P 119.7(3) . . ?
N2P C21P C14P 115.0(3) . . ?
C23P C22P N2P 121.3(4) . . ?
C23P C22P C27P 120.7(4) . . ?
C27P C22P N2P 117.9(4) . . ?
C22P C23P H23P 120.3 . . ?
C22P C23P C24P 119.4(4) . . ?
C24P C23P H23P 120.3 . . ?
C23P C24P H24P 119.4 . . ?
C25P C24P C23P 121.2(4) . . ?
C25P C24P H24P 119.4 . . ?
C24P C25P C28P 120.6(4) . . ?
C26P C25P C24P 118.4(4) . . ?
C26P C25P C28P 121.0(4) . . ?
C25P C26P H26P 119.5 . . ?
C25P C26P C27P 121.0(4) . . ?
C27P C26P H26P 119.5 . . ?
C22P C27P C26P 119.3(4) . . ?
C22P C27P H27P 120.4 . . ?
C26P C27P H27P 120.4 . . ?
P2P C28P H28A 108.2 . . ?
P2P C28P H28B 108.2 . . ?
C25P C28P P2P 116.5(3) . . ?
C25P C28P H28A 108.2 . . ?
C25P C28P H28B 108.2 . . ?
H28A C28P H28B 107.3 . . ?
H1AA N1A H1AB 120.0 . . ?
C1A N1A H1AA 120.0 . . ?
C1A N1A H1AB 120.0 . . ?
H2AA N2A H2AB 120.0 . . ?
C1A N2A H2AA 120.0 . . ?
C1A N2A H2AB 120.0 . . ?
H3AA N3A H3AB 120.0 . . ?
C8A N3A H3AA 120.0 . . ?
C8A N3A H3AB 120.0 . . ?
H4AA N4A H4AB 120.0 . . ?
C8A N4A H4AA 120.0 . . ?
C8A N4A H4AB 120.0 . . ?
N1A C1A N2A 120.8(4) . . ?
N1A C1A C2A 119.3(4) . . ?
N2A C1A C2A 119.9(4) . . ?
C3A C2A C1A 120.6(4) . . ?
C7A C2A C1A 120.0(4) . . ?
C7A C2A C3A 119.4(4) . . ?
C2A C3A H3A 119.9 . . ?
C4A C3A C2A 120.3(4) . . ?
C4A C3A H3A 119.9 . . ?
C3A C4A H4A 120.1 . . ?
C3A C4A C5A 119.8(4) . . ?
C5A C4A H4A 120.1 . . ?
C4A C5A C8A 119.6(4) . . ?
C6A C5A C4A 120.3(4) . . ?
C6A C5A C8A 120.0(4) . . ?
C5A C6A H6A 120.7 . . ?
C5A C6A C7A 118.7(4) . . ?
C7A C6A H6A 120.7 . . ?
C2A C7A C6A 121.4(4) . . ?
C2A C7A H7A 119.3 . . ?
C6A C7A H7A 119.3 . . ?
N3A C8A N4A 120.8(4) . . ?
N3A C8A C5A 119.5(4) . . ?
N4A C8A C5A 119.6(4) . . ?
H1BA N1B H1BB 120.0 . . ?
C1B N1B H1BA 120.0 . . ?
C1B N1B H1BB 120.0 . . ?
H2BA N2B H2BB 108.6 . . ?
C1B N2B H2BA 111.3 . . ?
C1B N2B H2BB 109.9 . . ?
H3BA N3B H3BB 120.0 . . ?
C8B N3B H3BA 120.0 . . ?
C8B N3B H3BB 120.0 . . ?
H4BA N4B H4BB 120.0 . . ?
C8B N4B H4BA 120.0 . . ?
C8B N4B H4BB 120.0 . . ?
N1B C1B C2B 119.9(4) . . ?
N2B C1B N1B 120.9(4) . . ?
N2B C1B C2B 119.1(4) . . ?
C3B C2B C1B 119.7(4) . . ?
C7B C2B C1B 120.3(4) . . ?
C7B C2B C3B 119.9(4) . . ?
C2B C3B H3B 119.7 . . ?
C4B C3B C2B 120.6(4) . . ?
C4B C3B H3B 119.7 . . ?
C3B C4B H4B 120.3 . . ?
C3B C4B C5B 119.4(4) . . ?
C5B C4B H4B 120.3 . . ?
C4B C5B C8B 119.6(4) . . ?
C6B C5B C4B 120.0(4) . . ?
C6B C5B C8B 120.4(4) . . ?
C5B C6B H6B 120.2 . . ?
C7B C6B C5B 119.6(4) . . ?
C7B C6B H6B 120.2 . . ?
C2B C7B C6B 120.5(4) . . ?
C2B C7B H7B 119.7 . . ?
C6B C7B H7B 119.7 . . ?
N3B C8B C5B 118.2(4) . . ?
N4B C8B N3B 120.6(4) . . ?
N4B C8B C5B 121.2(4) . . ?
H1CA N1C H1CB 120.0 . . ?
C1C N1C H1CA 120.0 . . ?
C1C N1C H1CB 120.0 . . ?
H2CA N2C H2CB 120.0 . . ?
C1C N2C H2CA 120.0 . . ?
C1C N2C H2CB 120.0 . . ?
N1C C1C N2C 122.6(4) . . ?
N1C C1C C2C 118.2(4) . . ?
N2C C1C C2C 119.2(4) . . ?
C3C C2C C1C 119.5(4) . . ?
C3C C2C C4C 120.1(4) . 2_666 ?
C4C C2C C1C 120.4(4) 2_666 . ?
C2C C3C H3C 119.7 . . ?
C4C C3C C2C 120.5(4) . . ?
C4C C3C H3C 119.7 . . ?
C2C C4C H4C 120.3 2_666 . ?
C3C C4C C2C 119.4(4) . 2_666 ?
C3C C4C H4C 120.3 . . ?

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
P1P C1P C2P C3P 71.2(5) . . . . ?
P1P C1P C2P C7P -111.0(4) . . . . ?
O1P P1P C1P C2P -178.3(3) . . . . ?
O2P P1P C1P C2P -59.0(3) . . . . ?
O3P P1P C1P C2P 60.6(3) . . . . ?
O4P C8P C9P C10P 7.2(6) . . . . ?
O4P C8P C9P C19P -168.7(4) . . . . ?
O9P P2P C28P C25P 178.7(3) . . . . ?
O10P P2P C28P C25P -58.2(4) . . . . ?
O11P P2P C28P C25P 61.4(4) . . . . ?
N1P C5P C6P C7P 179.3(4) . . . . ?
N1P C8P C9P C10P -170.8(4) . . . . ?
N1P C8P C9P C19P 13.4(6) . . . . ?
N2P C22P C23P C24P 179.0(4) . . . . ?
N2P C22P C27P C26P -178.6(4) . . . . ?
C1P C2P C3P C4P 179.1(4) . . . . ?
C1P C2P C7P C6P -178.6(4) . . . . ?
C2P C3P C4P C5P -1.0(6) . . . . ?
C3P C2P C7P C6P -0.7(6) . . . . ?
C3P C4P C5P N1P -178.8(4) . . . . ?
C3P C4P C5P C6P 0.1(6) . . . . ?
C4P C5P C6P C7P 0.4(6) . . . . ?
C5P N1P C8P O4P 0.1(6) . . . . ?
C5P N1P C8P C9P 178.1(3) . . . . ?
C5P N1P C18P O5P -10.8(6) . . . . ?
C5P N1P C18P C17P 168.9(3) . . . . ?
C5P C6P C7P C2P -0.1(6) . . . . ?
C7P C2P C3P C4P 1.3(6) . . . . ?
C8P N1P C5P C4P -106.5(4) . . . . ?
C8P N1P C5P C6P 74.6(5) . . . . ?
C8P N1P C18P O5P 170.8(4) . . . . ?
C8P N1P C18P C17P -9.5(6) . . . . ?
C8P C9P C10P C11P -176.8(4) . . . . ?
C8P C9P C19P C13P 171.5(4) . . . . ?
C8P C9P C19P C17P -9.6(5) . . . . ?
C9P C10P C11P C12P 4.2(6) . . . . ?
C10P C9P C19P C13P -4.3(6) . . . . ?
C10P C9P C19P C17P 174.6(4) . . . . ?
C10P C11P C12P C13P -2.0(6) . . . . ?
C10P C11P C12P C20P -177.6(4) . . . . ?
C11P C12P C13P C14P 176.7(4) . . . . ?
C11P C12P C13P C19P -3.2(6) . . . . ?
C11P C12P C20P O6P -53.1(5) . . . . ?
C11P C12P C20P O7P 124.5(4) . . . . ?
C12P C13P C14P C15P 173.8(4) . . . . ?
C12P C13P C14P C21P -14.9(6) . . . . ?
C12P C13P C19P C9P 6.3(5) . . . . ?
C12P C13P C19P C17P -172.5(4) . . . . ?
C13P C12P C20P O6P 131.6(4) . . . . ?
C13P C12P C20P O7P -50.7(6) . . . . ?
C13P C14P C15P C16P 1.0(6) . . . . ?
C13P C14P C21P O8P -44.1(5) . . . . ?
C13P C14P C21P N2P 139.7(4) . . . . ?
C14P C13P C19P C9P -173.6(3) . . . . ?
C14P C13P C19P C17P 7.5(5) . . . . ?
C14P C15P C16P C17P 3.6(6) . . . . ?
C15P C14P C21P O8P 127.5(4) . . . . ?
C15P C14P C21P N2P -48.7(5) . . . . ?
C15P C16P C17P C18P 179.2(4) . . . . ?
C15P C16P C17P C19P -2.3(6) . . . . ?
C16P C17P C18P O5P 11.4(6) . . . . ?
C16P C17P C18P N1P -168.2(4) . . . . ?
C16P C17P C19P C9P 177.8(4) . . . . ?
C16P C17P C19P C13P -3.4(6) . . . . ?
C18P N1P C5P C4P 75.0(5) . . . . ?
C18P N1P C5P C6P -103.9(5) . . . . ?
C18P N1P C8P O4P 178.5(4) . . . . ?
C18P N1P C8P C9P -3.4(6) . . . . ?
C18P C17P C19P C9P -3.8(6) . . . . ?
C18P C17P C19P C13P 175.0(4) . . . . ?
C19P C9P C10P C11P -1.0(6) . . . . ?
C19P C13P C14P C15P -6.3(6) . . . . ?
C19P C13P C14P C21P 165.0(3) . . . . ?
C19P C17P C18P O5P -167.0(4) . . . . ?
C19P C17P C18P N1P 13.4(6) . . . . ?
C20P C12P C13P C14P -8.2(6) . . . . ?
C20P C12P C13P C19P 171.9(4) . . . . ?
C21P N2P C22P C23P 46.7(6) . . . . ?
C21P N2P C22P C27P -137.1(4) . . . . ?
C21P C14P C15P C16P -170.6(4) . . . . ?
C22P N2P C21P O8P 0.2(7) . . . . ?
C22P N2P C21P C14P 176.2(3) . . . . ?
C22P C23P C24P C25P -1.5(6) . . . . ?
C23P C22P C27P C26P -2.4(6) . . . . ?
C23P C24P C25P C26P -0.4(6) . . . . ?
C23P C24P C25P C28P 178.4(4) . . . . ?
C24P C25P C26P C27P 0.9(6) . . . . ?
C24P C25P C28P P2P -109.5(4) . . . . ?
C25P C26P C27P C22P 0.5(6) . . . . ?
C26P C25P C28P P2P 69.2(5) . . . . ?
C27P C22P C23P C24P 2.9(6) . . . . ?
C28P C25P C26P C27P -177.9(4) . . . . ?
N1A C1A C2A C3A -146.7(4) . . . . ?
N1A C1A C2A C7A 30.4(6) . . . . ?
N2A C1A C2A C3A 33.6(6) . . . . ?
N2A C1A C2A C7A -149.3(4) . . . . ?
C1A C2A C3A C4A 174.8(4) . . . . ?
C1A C2A C7A C6A -174.9(4) . . . . ?
C2A C3A C4A C5A 0.5(7) . . . . ?
C3A C2A C7A C6A 2.2(7) . . . . ?
C3A C4A C5A C6A 1.5(7) . . . . ?
C3A C4A C5A C8A -175.6(4) . . . . ?
C4A C5A C6A C7A -1.6(7) . . . . ?
C4A C5A C8A N3A -32.5(7) . . . . ?
C4A C5A C8A N4A 147.1(4) . . . . ?
C5A C6A C7A C2A -0.3(7) . . . . ?
C6A C5A C8A N3A 150.4(5) . . . . ?
C6A C5A C8A N4A -30.0(6) . . . . ?
C7A C2A C3A C4A -2.3(6) . . . . ?
C8A C5A C6A C7A 175.5(4) . . . . ?
N1B C1B C2B C3B -33.3(6) . . . . ?
N1B C1B C2B C7B 149.8(4) . . . . ?
N2B C1B C2B C3B 143.4(4) . . . . ?
N2B C1B C2B C7B -33.5(6) . . . . ?
C1B C2B C3B C4B -177.7(4) . . . . ?
C1B C2B C7B C6B 176.8(4) . . . . ?
C2B C3B C4B C5B 1.2(6) . . . . ?
C3B C2B C7B C6B -0.1(7) . . . . ?
C3B C4B C5B C6B -0.8(6) . . . . ?
C3B C4B C5B C8B 176.6(4) . . . . ?
C4B C5B C6B C7B -0.1(6) . . . . ?
C4B C5B C8B N3B -25.0(6) . . . . ?
C4B C5B C8B N4B 155.3(4) . . . . ?
C5B C6B C7B C2B 0.5(7) . . . . ?
C6B C5B C8B N3B 152.4(4) . . . . ?
C6B C5B C8B N4B -27.3(6) . . . . ?
C7B C2B C3B C4B -0.8(7) . . . . ?
C8B C5B C6B C7B -177.4(4) . . . . ?
N1C C1C C2C C3C -144.2(4) . . . . ?
N1C C1C C2C C4C 33.8(5) . . . 2_666 ?
N2C C1C C2C C3C 36.8(5) . . . . ?
N2C C1C C2C C4C -145.3(4) . . . 2_666 ?
C1C C2C C3C C4C 178.7(4) . . . . ?
C2C C3C C4C C2C -0.7(6) . . . 2_666 ?
C4C C2C C3C C4C 0.7(6) 2_666 . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 407 electrons were 
found in a volume of 1184Å³ in 1 void per unit cell. 
This is consistent with the presence of 
40[H2O] per formula unit 
which account for 400 electrons 
per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.328 -0.852 -0.888 1183.7 407.3 '40 water'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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
;
