# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_q
_database_code_depnum_ccdc_archive 'CCDC 1052110'
_audit_update_record             
;
2020-03-13 deposited with the CCDC.	2021-12-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H48 N4 O29 P2'
_chemical_formula_weight         846.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, 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'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   8.9160(18)
_cell_length_b                   22.953(5)
_cell_length_c                   19.545(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3999.9(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3254
_cell_measurement_theta_min      2.623
_cell_measurement_theta_max      25.869

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_F_000             1784
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.208
_shelx_estimated_absorpt_T_min   0.940
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9403
_exptl_absorpt_correction_T_max  0.9795
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3677
_diffrn_reflns_av_unetI/netI     0.1081
_diffrn_reflns_av_R_equivalents  0.091
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         1.774
_diffrn_reflns_theta_max         25.396
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3677
_reflns_number_gt                2386
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.775
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    1.000

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1182P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 643 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3677
_refine_ls_number_parameters     234
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.1342
_refine_ls_R_factor_gt           0.0900
_refine_ls_wR_factor_ref         0.2354
_refine_ls_wR_factor_gt          0.2113
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.168
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.3744(3) 0.37535(10) 0.51891(14) 0.0339(6) Uani 1 1 d . U . . .
N1 N 0.2920(7) 0.2048(3) 0.7215(4) 0.0327(17) Uani 1 1 d . . . . .
N2 N 0.1712(9) 0.1920(3) 0.8275(3) 0.0351(19) Uani 1 1 d . . . . .
H2 H 0.144217 0.168959 0.859980 0.042 Uiso 1 1 calc R U . . .
O1 O 0.2138(7) 0.3928(3) 0.5301(3) 0.0424(17) Uani 1 1 d . . . . .
H1 H 0.162121 0.380514 0.498578 0.051 Uiso 1 1 calc R U . . .
O2 O 0.4215(7) 0.3734(3) 0.4446(3) 0.0371(14) Uani 1 1 d . U . . .
H2A H 0.419508 0.406399 0.428559 0.045 Uiso 1 1 calc R U . . .
O3 O 0.4774(7) 0.4109(3) 0.5636(4) 0.0445(17) Uani 1 1 d . . . . .
O4 O 0.3809(6) 0.3090(3) 0.5484(4) 0.0443(16) Uani 1 1 d . . . . .
O5 O 0.4746(9) 0.1253(3) 0.5409(5) 0.069(2) Uani 1 1 d . U . . .
H5 H 0.424841 0.103383 0.516829 0.083 Uiso 1 1 calc R U . . .
O6 O 0.1997(8) 0.1268(3) 0.6029(4) 0.0505(18) Uani 1 1 d . . . . .
H6 H 0.152732 0.121409 0.567432 0.076 Uiso 1 1 calc R U . . .
O7 O 0.4885(6) 0.2241(3) 0.6496(3) 0.0446(18) Uani 1 1 d . . . . .
O8 O 0.2938(8) 0.1168(3) 0.7788(3) 0.0467(18) Uani 1 1 d . . . . .
O9 O 0.0510(9) 0.2659(3) 0.8836(4) 0.056(2) Uani 1 1 d . . . . .
O10 O 0.2060(11) 0.0337(3) 0.6702(5) 0.086(3) Uani 1 1 d . . . . .
H10C H 0.224735 0.062914 0.644783 0.103 Uiso 1 1 d DR U . . .
H10D H 0.230785 0.049864 0.707643 0.103 Uiso 1 1 d R U . . .
O11 O 0.3632(12) 0.0330(4) 0.5292(6) 0.124(4) Uani 1 1 d . U . . .
H11B H 0.319982 0.015728 0.496160 0.149 Uiso 1 1 d R U . . .
H11D H 0.337122 0.016288 0.566200 0.149 Uiso 1 1 d DR U . . .
O12 O 1.000000 0.4536(5) 0.750000 0.082(4) Uani 1 2 d S T P . .
H12 H 0.990500 0.431888 0.784990 0.098 Uiso 1 1 d R U . . .
O13 O 0.9697(11) 0.3836(4) 0.8595(6) 0.110(4) Uani 1 1 d . U . . .
H13C H 0.910377 0.390451 0.892623 0.132 Uiso 1 1 d R U . . .
H13D H 0.999989 0.348611 0.862994 0.132 Uiso 1 1 d R U . . .
O14 O 0.2622(10) 0.0500(4) 0.4455(5) 0.096(3) Uani 1 1 d . U . . .
H14C H 0.172237 0.061989 0.448131 0.115 Uiso 1 1 d R U . . .
H14A H 0.316877 0.075079 0.425481 0.115 Uiso 1 1 d R U . . .
O15 O 0.4171(15) 0.4829(5) 0.3769(6) 0.136(5) Uani 1 1 d . U . . .
H15C H 0.422742 0.515604 0.397061 0.163 Uiso 1 1 d R U . . .
H15D H 0.503940 0.474204 0.362051 0.163 Uiso 1 1 d R U . . .
C1 C 0.5226(9) 0.2814(4) 0.5470(5) 0.039(2) Uani 1 1 d . . . . .
H1B H 0.592852 0.304405 0.573653 0.046 Uiso 1 1 calc R U . . .
H1C H 0.558607 0.280518 0.500203 0.046 Uiso 1 1 calc R U . . .
C2 C 0.5201(12) 0.2204(4) 0.5746(5) 0.040 Uani 1 1 d . . . . .
H2B H 0.620183 0.203491 0.568612 0.048 Uiso 1 1 calc R U . . .
C3 C 0.4068(10) 0.1793(4) 0.5432(5) 0.034(2) Uani 1 1 d . U . . .
H3 H 0.370439 0.192421 0.498467 0.041 Uiso 1 1 calc R U . . .
C4 C 0.2845(11) 0.1770(4) 0.5970(4) 0.037(2) Uani 1 1 d . . . . .
H4 H 0.217940 0.210722 0.591746 0.044 Uiso 1 1 calc R U . . .
C5 C 0.3734(10) 0.1825(4) 0.6647(5) 0.033(2) Uani 1 1 d . . . . .
H5A H 0.418610 0.144936 0.676565 0.040 Uiso 1 1 calc R U . . .
C6 C 0.2536(10) 0.1675(4) 0.7747(5) 0.036(2) Uani 1 1 d . . . . .
C7 C 0.1282(11) 0.2493(4) 0.8333(6) 0.044(2) Uani 1 1 d . . . . .
C8 C 0.1770(14) 0.2877(4) 0.7817(6) 0.060(3) Uani 1 1 d . . . . .
H8 H 0.164707 0.327815 0.785810 0.072 Uiso 1 1 calc R U . . .
C9 C 0.2471(11) 0.2622(3) 0.7222(4) 0.037(2) Uani 1 1 d . . . . .
H9 H 0.262123 0.285035 0.683457 0.044 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.503(6) . ?
P1 O3 1.507(7) . ?
P1 O2 1.513(7) . ?
P1 O4 1.630(7) . ?
N1 C9 1.378(10) . ?
N1 C6 1.390(10) . ?
N1 C5 1.422(11) . ?
N2 C7 1.375(11) . ?
N2 C6 1.386(11) . ?
N2 H2 0.8600 . ?
O1 H1 0.8200 . ?
O2 H2A 0.8200 . ?
O4 C1 1.413(10) . ?
O5 C3 1.379(11) . ?
O5 H5 0.8200 . ?
O6 C4 1.384(11) . ?
O6 H6 0.8200 . ?
O7 C5 1.432(11) . ?
O7 C2 1.495(11) . ?
O8 C6 1.221(10) . ?
O9 C7 1.259(12) . ?
O10 H10C 0.8499 . ?
O10 H10D 0.8501 . ?
O11 H11B 0.8500 . ?
O11 H11D 0.8499 . ?
O12 H12 0.8500 . ?
O12 H12 0.8500 4_756 ?
O13 H13C 0.8502 . ?
O13 H13D 0.8500 . ?
O14 H11B 1.3656 . ?
O14 H14C 0.8499 . ?
O14 H14A 0.8499 . ?
O15 H15C 0.8500 . ?
O15 H15D 0.8499 . ?
C1 C2 1.502(13) . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C2 C3 1.513(13) . ?
C2 H2B 0.9800 . ?
C3 C4 1.516(13) . ?
C3 H3 0.9800 . ?
C4 C5 1.548(12) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9800 . ?
C7 C8 1.409(14) . ?
C8 C9 1.445(13) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?

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 O3 110.6(4) . . ?
O1 P1 O2 114.4(4) . . ?
O3 P1 O2 113.8(4) . . ?
O1 P1 O4 103.4(3) . . ?
O3 P1 O4 106.2(4) . . ?
O2 P1 O4 107.6(4) . . ?
C9 N1 C6 120.7(7) . . ?
C9 N1 C5 120.0(7) . . ?
C6 N1 C5 119.3(7) . . ?
C7 N2 C6 126.6(8) . . ?
C7 N2 H2 116.7 . . ?
C6 N2 H2 116.7 . . ?
P1 O1 H1 109.5 . . ?
P1 O2 H2A 109.5 . . ?
C1 O4 P1 116.3(5) . . ?
C3 O5 H5 109.5 . . ?
C4 O6 H6 109.5 . . ?
C5 O7 C2 107.4(7) . . ?
H10C O10 H10D 96.2 . . ?
H11B O11 H11D 108.3 . . ?
H12 O12 H12 108.3 . 4_756 ?
H13C O13 H13D 108.2 . . ?
H11B O14 H14C 119.9 . . ?
H11B O14 H14A 120.5 . . ?
H14C O14 H14A 110.5 . . ?
H15C O15 H15D 108.2 . . ?
O4 C1 C2 113.4(7) . . ?
O4 C1 H1B 108.9 . . ?
C2 C1 H1B 108.9 . . ?
O4 C1 H1C 108.9 . . ?
C2 C1 H1C 108.9 . . ?
H1B C1 H1C 107.7 . . ?
O7 C2 C1 107.6(8) . . ?
O7 C2 C3 107.9(8) . . ?
C1 C2 C3 116.5(8) . . ?
O7 C2 H2B 108.2 . . ?
C1 C2 H2B 108.2 . . ?
C3 C2 H2B 108.2 . . ?
O5 C3 C2 106.3(8) . . ?
O5 C3 C4 107.9(7) . . ?
C2 C3 C4 102.7(7) . . ?
O5 C3 H3 113.1 . . ?
C2 C3 H3 113.1 . . ?
C4 C3 H3 113.1 . . ?
O6 C4 C3 118.7(8) . . ?
O6 C4 C5 106.0(7) . . ?
C3 C4 C5 102.8(8) . . ?
O6 C4 H4 109.6 . . ?
C3 C4 H4 109.6 . . ?
C5 C4 H4 109.6 . . ?
N1 C5 O7 106.6(6) . . ?
N1 C5 C4 115.8(8) . . ?
O7 C5 C4 104.2(7) . . ?
N1 C5 H5A 110.0 . . ?
O7 C5 H5A 110.0 . . ?
C4 C5 H5A 110.0 . . ?
O8 C6 N2 119.6(7) . . ?
O8 C6 N1 124.3(8) . . ?
N2 C6 N1 116.0(8) . . ?
O9 C7 N2 120.4(9) . . ?
O9 C7 C8 122.5(8) . . ?
N2 C7 C8 117.0(9) . . ?
C7 C8 C9 117.1(8) . . ?
C7 C8 H8 121.4 . . ?
C9 C8 H8 121.4 . . ?
N1 C9 C8 121.4(7) . . ?
N1 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?

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
O1 P1 O4 C1 -177.6(7) . . . . ?
O3 P1 O4 C1 -61.1(7) . . . . ?
O2 P1 O4 C1 61.0(7) . . . . ?
P1 O4 C1 C2 -179.7(6) . . . . ?
C5 O7 C2 C1 132.7(8) . . . . ?
C5 O7 C2 C3 6.2(10) . . . . ?
O4 C1 C2 O7 -67.6(10) . . . . ?
O4 C1 C2 C3 53.6(12) . . . . ?
O7 C2 C3 O5 -95.0(9) . . . . ?
C1 C2 C3 O5 144.0(8) . . . . ?
O7 C2 C3 C4 18.2(9) . . . . ?
C1 C2 C3 C4 -102.8(9) . . . . ?
O5 C3 C4 O6 -38.5(11) . . . . ?
C2 C3 C4 O6 -150.5(8) . . . . ?
O5 C3 C4 C5 78.1(8) . . . . ?
C2 C3 C4 C5 -33.9(8) . . . . ?
C9 N1 C5 O7 46.6(10) . . . . ?
C6 N1 C5 O7 -136.0(8) . . . . ?
C9 N1 C5 C4 -68.9(10) . . . . ?
C6 N1 C5 C4 108.6(9) . . . . ?
C2 O7 C5 N1 -150.7(7) . . . . ?
C2 O7 C5 C4 -27.7(9) . . . . ?
O6 C4 C5 N1 -79.0(9) . . . . ?
C3 C4 C5 N1 155.7(7) . . . . ?
O6 C4 C5 O7 164.2(7) . . . . ?
C3 C4 C5 O7 38.9(8) . . . . ?
C7 N2 C6 O8 174.3(9) . . . . ?
C7 N2 C6 N1 -2.0(14) . . . . ?
C9 N1 C6 O8 -177.3(9) . . . . ?
C5 N1 C6 O8 5.3(14) . . . . ?
C9 N1 C6 N2 -1.1(12) . . . . ?
C5 N1 C6 N2 -178.5(8) . . . . ?
C6 N2 C7 O9 178.8(9) . . . . ?
C6 N2 C7 C8 -2.5(15) . . . . ?
O9 C7 C8 C9 -171.8(10) . . . . ?
N2 C7 C8 C9 9.5(16) . . . . ?
C6 N1 C9 C8 8.6(14) . . . . ?
C5 N1 C9 C8 -174.0(9) . . . . ?
C7 C8 C9 N1 -12.9(16) . . . . ?

_refine_diff_density_max         0.799
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.092

####################################################################### 
# 
# 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_11sr
_database_code_depnum_ccdc_archive 'CCDC 1051744'
_audit_update_record             
;
2020-03-13 deposited with the CCDC.	2021-12-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H28 N4 Na2 O35 P2'
_chemical_formula_weight         968.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.924(3)
_cell_length_b                   22.990(10)
_cell_length_c                   19.456(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3992(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6080
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.34

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_F_000             1984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.250
_shelx_estimated_absorpt_T_min   0.938
_shelx_estimated_absorpt_T_max   0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9379
_exptl_absorpt_correction_T_max  0.9472
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10082
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.772
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_full        25.009
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             3468
_reflns_number_gt                3188
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_max     0.986
_reflns_Friedel_fraction_full    0.986

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1820P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.012(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1266 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3468
_refine_ls_number_parameters     286
_refine_ls_number_restraints     186
_refine_ls_R_factor_all          0.1316
_refine_ls_R_factor_gt           0.1269
_refine_ls_wR_factor_ref         0.3564
_refine_ls_wR_factor_gt          0.3455
_refine_ls_goodness_of_fit_ref   1.854
_refine_ls_restrained_S_all      1.901
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Na1 Na 0.6519(13) 0.4482(5) 0.3370(7) 0.127(3) Uani 1 1 d . U . . .
P1 P 0.6260(3) 0.87542(10) 0.48128(14) 0.0330(9) Uani 1 1 d . . . . .
N1 N 0.7096(8) 0.7046(3) 0.2773(4) 0.0303(18) Uani 1 1 d . . . . .
N2 N 0.8303(9) 0.6920(3) 0.1720(4) 0.0300(17) Uani 1 1 d . . . . .
H2 H 0.859498 0.669069 0.139716 0.036 Uiso 1 1 calc R U . . .
O1 O 0.5782(8) 0.8733(3) 0.5568(4) 0.0357(17) Uani 1 1 d . . . . .
H1 H 0.607191 0.902748 0.576467 0.054 Uiso 1 1 calc R U . . .
O2 O 0.5226(9) 0.9126(4) 0.4389(4) 0.046(2) Uani 1 1 d . . . . .
O3 O 0.7885(9) 0.8935(3) 0.4711(4) 0.044(2) Uani 1 1 d . . . . .
O4 O 0.6173(8) 0.8089(3) 0.4513(4) 0.0400(18) Uani 1 1 d . . . . .
O5 O 0.5343(12) 0.6208(4) 0.4613(6) 0.063(3) Uani 1 1 d . . . . .
H5 H 0.443190 0.622160 0.466678 0.095 Uiso 1 1 calc R U . . .
O6 O 0.8020(8) 0.6264(4) 0.3984(4) 0.047(2) Uani 1 1 d . . . . .
H6 H 0.883873 0.631978 0.416360 0.071 Uiso 1 1 calc R U . . .
O7 O 0.5114(8) 0.7231(3) 0.3512(4) 0.0356(17) Uani 1 1 d . . . . .
O8 O 0.7029(9) 0.6173(3) 0.2200(4) 0.045(2) Uani 1 1 d . . . . .
O9 O 0.9528(10) 0.7666(4) 0.1183(5) 0.056(2) Uani 1 1 d . . . . .
O10 O 0.500000 0.4512(10) 0.250000 0.110(5) Uani 1 2 d S TU P . .
O11 O 0.4682(16) 0.3815(5) 0.3568(10) 0.101(4) Uani 1 1 d . U . . .
O12 O 0.494(2) 0.5268(6) 0.3450(12) 0.120(4) Uani 1 1 d . U . . .
O13 O 0.0667(17) 0.5172(6) 0.3755(10) 0.116(5) Uani 1 1 d . U . . .
O14 O 0.7352(15) 0.4477(5) 0.4424(9) 0.102(4) Uani 1 1 d . U . . .
O15 O 0.418(3) 0.4994(14) 0.4742(17) 0.106(4) Uani 0.5 1 d . U P A -1
O16 O 0.6390(14) 0.5374(5) 0.4586(10) 0.103(3) Uani 1 1 d . U . . .
H16C H 0.678373 0.504287 0.451355 0.124 Uiso 1 1 d R U . . .
H16D H 0.692743 0.563177 0.439315 0.124 Uiso 1 1 d R U . . .
O17 O 0.021(5) 0.3756(13) 0.303(2) 0.124(7) Uani 0.5 1 d . U P B -1
O18 O 0.771(2) 0.4554(8) 0.2493(13) 0.134(5) Uani 1 1 d . U . . .
O19 O 0.7792(14) 0.5353(5) 0.3345(9) 0.095(4) Uani 1 1 d . U . . .
C1 C 0.4757(11) 0.7818(5) 0.4542(7) 0.043(3) Uani 1 1 d . . . . .
H1A H 0.403735 0.805172 0.428999 0.052 Uiso 1 1 calc R U . . .
H1B H 0.442946 0.779823 0.501662 0.052 Uiso 1 1 calc R U . . .
C2 C 0.4793(11) 0.7206(5) 0.4240(5) 0.036(2) Uani 1 1 d . . . . .
H2A H 0.379684 0.703390 0.429826 0.043 Uiso 1 1 calc R U . . .
C3 C 0.5928(12) 0.6795(5) 0.4547(6) 0.038(2) Uani 1 1 d . . . . .
H3 H 0.630166 0.694089 0.498816 0.045 Uiso 1 1 calc R U . . .
C4 C 0.7201(12) 0.6767(4) 0.4003(5) 0.035(2) Uani 1 1 d . . . . .
H4 H 0.786727 0.710290 0.405186 0.042 Uiso 1 1 calc R U . . .
C5 C 0.6237(10) 0.6831(4) 0.3353(5) 0.032(2) Uani 1 1 d . . . . .
H5A H 0.578428 0.645512 0.323639 0.038 Uiso 1 1 calc R U . . .
C6 C 0.7435(11) 0.6682(5) 0.2231(5) 0.033(2) Uani 1 1 d . . . . .
C7 C 0.8751(12) 0.7496(5) 0.1679(6) 0.040(2) Uani 1 1 d . . . . .
C8 C 0.8298(12) 0.7865(4) 0.2249(6) 0.039(2) Uani 1 1 d . . . . .
H8 H 0.855135 0.825697 0.225644 0.047 Uiso 1 1 calc R U . . .
C9 C 0.7509(12) 0.7628(4) 0.2762(6) 0.037(2) Uani 1 1 d . . . . .
H9 H 0.722358 0.786364 0.312799 0.045 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
Na1 O18 2.02(3) . ?
Na1 O10 2.170(13) . ?
Na1 O14 2.18(2) . ?
Na1 O11 2.277(19) . ?
Na1 O12 2.297(19) . ?
Na1 O19 2.302(16) . ?
Na1 H16C 2.5817 . ?
P1 O2 1.505(8) . ?
P1 O3 1.521(9) . ?
P1 O1 1.531(7) . ?
P1 O4 1.638(7) . ?
N1 C6 1.379(13) . ?
N1 C9 1.389(13) . ?
N1 C5 1.452(12) . ?
N2 C6 1.373(13) . ?
N2 C7 1.386(13) . ?
N2 H2 0.8600 . ?
O1 H1 0.8200 . ?
O4 C1 1.410(13) . ?
O5 C3 1.452(14) . ?
O5 H5 0.8200 . ?
O6 C4 1.368(13) . ?
O6 H6 0.8200 . ?
O7 C5 1.396(12) . ?
O7 C2 1.446(13) . ?
O8 C6 1.226(13) . ?
O9 C7 1.252(13) . ?
O14 H16C 1.4077 . ?
O16 H16C 0.8502 . ?
O16 H16D 0.8500 . ?
C1 C2 1.525(15) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.508(15) . ?
C2 H2A 0.9800 . ?
C3 C4 1.554(14) . ?
C3 H3 0.9800 . ?
C4 C5 1.536(13) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9800 . ?
C7 C8 1.452(16) . ?
C8 C9 1.338(15) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?

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
O18 Na1 O10 70.6(7) . . ?
O18 Na1 O14 127.9(9) . . ?
O10 Na1 O14 161.2(7) . . ?
O18 Na1 O11 125.3(9) . . ?
O10 Na1 O11 72.8(8) . . ?
O14 Na1 O11 94.8(8) . . ?
O18 Na1 O12 108.5(9) . . ?
O10 Na1 O12 69.2(8) . . ?
O14 Na1 O12 98.7(8) . . ?
O11 Na1 O12 94.4(7) . . ?
O18 Na1 O19 69.5(8) . . ?
O10 Na1 O19 105.3(8) . . ?
O14 Na1 O19 81.8(7) . . ?
O11 Na1 O19 160.8(7) . . ?
O12 Na1 O19 67.7(6) . . ?
O18 Na1 H16C 129.7 . . ?
O10 Na1 H16C 135.5 . . ?
O14 Na1 H16C 33.0 . . ?
O11 Na1 H16C 104.9 . . ?
O12 Na1 H16C 66.8 . . ?
O19 Na1 H16C 62.5 . . ?
O2 P1 O3 111.0(5) . . ?
O2 P1 O1 111.9(5) . . ?
O3 P1 O1 113.5(5) . . ?
O2 P1 O4 107.8(5) . . ?
O3 P1 O4 104.7(4) . . ?
O1 P1 O4 107.4(4) . . ?
C6 N1 C9 121.0(9) . . ?
C6 N1 C5 120.3(8) . . ?
C9 N1 C5 118.6(8) . . ?
C6 N2 C7 125.8(9) . . ?
C6 N2 H2 117.1 . . ?
C7 N2 H2 117.1 . . ?
P1 O1 H1 109.5 . . ?
C1 O4 P1 116.2(6) . . ?
C3 O5 H5 109.5 . . ?
C4 O6 H6 109.5 . . ?
C5 O7 C2 109.4(7) . . ?
Na1 O10 Na1 176.4(14) . 3_655 ?
Na1 O14 H16C 89.3 . . ?
H16C O16 H16D 108.5 . . ?
O4 C1 C2 111.9(8) . . ?
O4 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 . . ?
O4 C1 H1B 109.2 . . ?
C2 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
O7 C2 C3 106.3(8) . . ?
O7 C2 C1 110.2(9) . . ?
C3 C2 C1 116.0(9) . . ?
O7 C2 H2A 108.0 . . ?
C3 C2 H2A 108.0 . . ?
C1 C2 H2A 108.0 . . ?
O5 C3 C2 112.1(10) . . ?
O5 C3 C4 106.5(8) . . ?
C2 C3 C4 104.3(9) . . ?
O5 C3 H3 111.2 . . ?
C2 C3 H3 111.2 . . ?
C4 C3 H3 111.2 . . ?
O6 C4 C5 111.0(7) . . ?
O6 C4 C3 116.4(9) . . ?
C5 C4 C3 98.5(8) . . ?
O6 C4 H4 110.1 . . ?
C5 C4 H4 110.1 . . ?
C3 C4 H4 110.1 . . ?
O7 C5 N1 109.1(8) . . ?
O7 C5 C4 106.5(8) . . ?
N1 C5 C4 112.2(8) . . ?
O7 C5 H5A 109.7 . . ?
N1 C5 H5A 109.7 . . ?
C4 C5 H5A 109.7 . . ?
O8 C6 N2 120.7(9) . . ?
O8 C6 N1 123.4(9) . . ?
N2 C6 N1 115.8(9) . . ?
O9 C7 N2 120.1(11) . . ?
O9 C7 C8 124.1(10) . . ?
N2 C7 C8 115.7(8) . . ?
C9 C8 C7 118.6(9) . . ?
C9 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C8 C9 N1 122.9(9) . . ?
C8 C9 H9 118.6 . . ?
N1 C9 H9 118.6 . . ?

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
O2 P1 O4 C1 -61.2(9) . . . . ?
O3 P1 O4 C1 -179.5(8) . . . . ?
O1 P1 O4 C1 59.6(9) . . . . ?
P1 O4 C1 C2 179.0(7) . . . . ?
C5 O7 C2 C3 5.7(11) . . . . ?
C5 O7 C2 C1 132.2(8) . . . . ?
O4 C1 C2 O7 -65.4(12) . . . . ?
O4 C1 C2 C3 55.4(13) . . . . ?
O7 C2 C3 O5 -95.8(10) . . . . ?
C1 C2 C3 O5 141.4(10) . . . . ?
O7 C2 C3 C4 19.0(11) . . . . ?
C1 C2 C3 C4 -103.8(10) . . . . ?
O5 C3 C4 O6 -33.5(13) . . . . ?
C2 C3 C4 O6 -152.2(8) . . . . ?
O5 C3 C4 C5 85.1(10) . . . . ?
C2 C3 C4 C5 -33.6(10) . . . . ?
C2 O7 C5 N1 -149.9(8) . . . . ?
C2 O7 C5 C4 -28.7(10) . . . . ?
C6 N1 C5 O7 -133.5(9) . . . . ?
C9 N1 C5 O7 43.7(11) . . . . ?
C6 N1 C5 C4 108.8(9) . . . . ?
C9 N1 C5 C4 -73.9(11) . . . . ?
O6 C4 C5 O7 160.8(8) . . . . ?
C3 C4 C5 O7 38.2(9) . . . . ?
O6 C4 C5 N1 -80.0(10) . . . . ?
C3 C4 C5 N1 157.5(8) . . . . ?
C7 N2 C6 O8 175.8(10) . . . . ?
C7 N2 C6 N1 -5.6(14) . . . . ?
C9 N1 C6 O8 -176.1(10) . . . . ?
C5 N1 C6 O8 1.1(14) . . . . ?
C9 N1 C6 N2 5.4(13) . . . . ?
C5 N1 C6 N2 -177.5(8) . . . . ?
C6 N2 C7 O9 -179.0(10) . . . . ?
C6 N2 C7 C8 2.7(14) . . . . ?
O9 C7 C8 C9 -177.7(11) . . . . ?
N2 C7 C8 C9 0.4(15) . . . . ?
C7 C8 C9 N1 -0.4(17) . . . . ?
C6 N1 C9 C8 -2.7(16) . . . . ?
C5 N1 C9 C8 -179.9(10) . . . . ?

_refine_diff_density_max         1.400
_refine_diff_density_min         -1.185
_refine_diff_density_rms         0.199

####################################################################### 
# 
# 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_11
_database_code_depnum_ccdc_archive 'CCDC 1418433'
_audit_update_record             
;
2020-03-13 deposited with the CCDC.	2021-12-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H22 N4 Na3 O36 P2'
_chemical_formula_weight         1001.30

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.917(3)
_cell_length_b                   22.854(9)
_cell_length_c                   19.353(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3944(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7349
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      28.51

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_F_000             2036
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.267
_shelx_estimated_absorpt_T_min   0.929
_shelx_estimated_absorpt_T_max   0.944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9289
_exptl_absorpt_correction_T_max  0.9437
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14320
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.070
_diffrn_reflns_theta_max         25.004
_diffrn_reflns_theta_full        25.004
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3473
_reflns_number_gt                3329
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.779
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1720P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3473
_refine_ls_number_parameters     307
_refine_ls_number_restraints     168
_refine_ls_R_factor_all          0.1210
_refine_ls_R_factor_gt           0.1186
_refine_ls_wR_factor_ref         0.3481
_refine_ls_wR_factor_gt          0.3427
_refine_ls_goodness_of_fit_ref   1.978
_refine_ls_restrained_S_all      2.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Na1 Na 0.500000 0.5450(5) 0.250000 0.077(3) Uani 1 2 d S TU P . .
Na2 Na 0.3466(14) 0.4614(5) 0.4296(6) 0.056(2) Uani 0.565(9) 1 d . U P A 1
Na2' Na 0.3651(18) 0.4626(6) 0.4767(8) 0.056(2) Uani 0.435(9) 1 d . . P A 2
N1 N 0.2912(9) 0.2967(3) 0.2764(4) 0.0186(17) Uani 1 1 d . . . . .
N2 N 0.1678(10) 0.3091(4) 0.1718(4) 0.0214(18) Uani 1 1 d . . . . .
H2 H 0.138836 0.332325 0.139532 0.026 Uiso 1 1 calc R U . . .
P1 P 0.3763(3) 0.12369(10) 0.47943(13) 0.0210(8) Uani 1 1 d . . . . .
O1 O 0.4228(8) 0.1255(3) 0.5558(4) 0.0247(16) Uani 1 1 d . . . . .
H1 H 0.415959 0.092577 0.572420 0.037 Uiso 0.5 1 calc R U P . .
O2 O 0.4814(9) 0.0877(3) 0.4358(4) 0.0288(18) Uani 1 1 d . . . . .
O3 O 0.2140(9) 0.1059(3) 0.4691(4) 0.0301(18) Uani 1 1 d . . . . .
O4 O 0.3812(9) 0.1909(3) 0.4496(4) 0.0289(17) Uani 1 1 d . . . . .
O5 O 0.4697(12) 0.3795(3) 0.4586(6) 0.048(3) Uani 1 1 d . . . . .
H5 H 0.560188 0.377984 0.451331 0.073 Uiso 1 1 calc R U . A 1
O6 O 0.2002(8) 0.3748(3) 0.3988(4) 0.0293(17) Uani 1 1 d . . . . .
H6 H 0.124536 0.371085 0.422438 0.044 Uiso 0.5 1 calc R U P A 1
O7 O 0.4922(8) 0.2774(3) 0.3502(4) 0.0230(16) Uani 1 1 d . . . . .
O8 O 0.2976(9) 0.3841(3) 0.2194(4) 0.0264(17) Uani 1 1 d . . . . .
O9 O 0.0448(10) 0.2339(4) 0.1189(5) 0.0366(19) Uani 1 1 d . . . . .
O10 O 0.486(3) 0.4701(8) 0.3287(12) 0.057(3) Uani 0.565(9) 1 d . U P A 1
O11 O 0.2643(16) 0.4460(6) 0.5480(8) 0.031(2) Uani 0.565(9) 1 d . U P A 1
O10' O 0.535(3) 0.4792(11) 0.3664(15) 0.057(3) Uani 0.435(9) 1 d . . P A 2
O11' O 0.270(2) 0.4511(8) 0.5902(11) 0.031(2) Uani 0.435(9) 1 d . . P A 2
O12 O 0.3515(17) 0.5506(6) 0.3362(6) 0.067(2) Uani 1 1 d . U . A 1
O13 O 0.5899(15) 0.4983(6) 0.4704(6) 0.071(3) Uani 1 1 d . U . . .
O14 O 0.2187(11) 0.4655(4) 0.3332(7) 0.053(3) Uani 1 1 d . U . . .
O15 O 0.5309(13) 0.6169(4) 0.3566(7) 0.062(3) Uani 1 1 d . U . . .
O16 O 0.243(4) 0.5721(9) 0.2510(16) 0.064(4) Uani 0.464(17) 1 d . U P A 1
O17 O -0.023(4) 0.6151(13) 0.2993(15) 0.087(5) Uani 0.52(2) 1 d . U P B 1
O18 O 0.053(2) 0.4847(7) 0.1342(9) 0.037(3) Uani 0.493(17) 1 d . U P C 1
O16' O 0.273(3) 0.4747(9) 0.2134(11) 0.064(4) Uani 0.536(17) 1 d . . P A 2
O17' O 0.101(4) 0.5893(14) 0.3068(17) 0.087(5) Uani 0.48(2) 1 d . . P B 2
O18' O 0.150(2) 0.4846(7) 0.1097(9) 0.037(3) Uani 0.507(17) 1 d . . P C 2
C1 C 0.5276(10) 0.2181(4) 0.4548(6) 0.024(2) Uani 1 1 d . . . . .
H1A H 0.601219 0.194439 0.430780 0.029 Uiso 1 1 calc R U . . .
H1B H 0.556988 0.220604 0.503008 0.029 Uiso 1 1 calc R U . . .
C2 C 0.5241(11) 0.2788(4) 0.4237(5) 0.021(2) Uani 1 1 d . . . . .
H2A H 0.623502 0.296310 0.429999 0.026 Uiso 1 1 calc R U . . .
C3 C 0.4071(12) 0.3207(4) 0.4558(6) 0.026(2) Uani 1 1 d . . . . .
H3 H 0.370223 0.307227 0.500706 0.032 Uiso 1 1 calc R U . . .
C4 C 0.2836(11) 0.3228(5) 0.4006(5) 0.022(2) Uani 1 1 d . . . . .
H4 H 0.216675 0.289032 0.405301 0.027 Uiso 1 1 calc R U . . .
C5 C 0.3762(10) 0.3181(4) 0.3331(4) 0.0160(18) Uani 1 1 d . . . . .
H5A H 0.419970 0.356210 0.321553 0.019 Uiso 1 1 calc R U . . .
C6 C 0.2544(10) 0.3324(4) 0.2231(5) 0.0177(19) Uani 1 1 d . . . . .
C7 C 0.1220(11) 0.2507(4) 0.1674(5) 0.023(2) Uani 1 1 d . . . . .
C8 C 0.1723(13) 0.2135(4) 0.2233(6) 0.027(2) Uani 1 1 d . . . . .
H8 H 0.151860 0.173622 0.222750 0.033 Uiso 1 1 calc R U . . .
C9 C 0.2504(13) 0.2377(4) 0.2770(6) 0.029(2) Uani 1 1 d . . . . .
H9 H 0.276765 0.214525 0.314590 0.035 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
Na1 O12 2.134(14) . ?
Na1 O12 2.134(14) 3_655 ?
Na1 O10 2.29(2) 3_655 ?
Na1 O10 2.29(2) . ?
Na1 O16 2.37(3) 3_655 ?
Na1 O16 2.37(3) . ?
Na1 O15 2.653(15) . ?
Na1 O15 2.653(15) 3_655 ?
Na1 O16' 2.68(2) 3_655 ?
Na1 O16' 2.68(2) . ?
Na1 O10' 2.73(3) . ?
Na1 O10' 2.73(3) 3_655 ?
Na2 O14 2.190(18) . ?
Na2 O5 2.242(15) . ?
Na2 O11 2.282(17) 4_566 ?
Na2 O10 2.32(2) . ?
Na2 O11 2.43(2) . ?
Na2 O6 2.444(14) . ?
Na2 O13 2.458(18) . ?
Na2 O12 2.725(17) . ?
Na2 Na2 3.25(2) 4_566 ?
Na2' Na2' 1.93(3) 4_566 ?
Na2' O5 2.145(17) . ?
Na2' O13 2.17(2) . ?
Na2' O11' 2.37(3) . ?
Na2' O13 2.42(2) 4_566 ?
Na2' O11' 2.51(2) 4_566 ?
Na2' O10' 2.64(3) . ?
Na2' O6 2.908(18) . ?
N1 C6 1.357(12) . ?
N1 C9 1.395(13) . ?
N1 C5 1.420(12) . ?
N2 C6 1.365(13) . ?
N2 C7 1.398(13) . ?
N2 H2 0.8600 . ?
P1 O2 1.505(7) . ?
P1 O3 1.517(8) . ?
P1 O1 1.535(7) . ?
P1 O4 1.641(8) . ?
O1 H1 0.8200 . ?
O4 C1 1.450(13) . ?
O5 C3 1.454(12) . ?
O5 H5 0.8200 . ?
O6 C4 1.402(13) . ?
O6 H6 0.8200 . ?
O7 C5 1.430(11) . ?
O7 C2 1.452(12) . ?
O8 C6 1.245(12) . ?
O9 C7 1.225(13) . ?
O13 O13 1.15(2) 4_566 ?
C1 C2 1.511(13) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.547(15) . ?
C2 H2A 0.9800 . ?
C3 C4 1.535(13) . ?
C3 H3 0.9800 . ?
C4 C5 1.550(13) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9800 . ?
C7 C8 1.448(14) . ?
C8 C9 1.368(15) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?

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
O12 Na1 O12 173.1(9) . 3_655 ?
O12 Na1 O10 126.8(8) . 3_655 ?
O12 Na1 O10 59.4(6) 3_655 3_655 ?
O12 Na1 O10 59.4(6) . . ?
O12 Na1 O10 126.8(8) 3_655 . ?
O10 Na1 O10 83.5(11) 3_655 . ?
O12 Na1 O16 126.1(8) . 3_655 ?
O12 Na1 O16 51.6(8) 3_655 3_655 ?
O10 Na1 O16 97.8(9) 3_655 3_655 ?
O10 Na1 O16 104.7(9) . 3_655 ?
O12 Na1 O16 51.6(8) . . ?
O12 Na1 O16 126.1(8) 3_655 . ?
O10 Na1 O16 104.7(9) 3_655 . ?
O10 Na1 O16 97.8(9) . . ?
O16 Na1 O16 149.7(11) 3_655 . ?
O12 Na1 O15 54.5(5) . . ?
O12 Na1 O15 120.4(6) 3_655 . ?
O10 Na1 O15 166.6(7) 3_655 . ?
O10 Na1 O15 87.2(6) . . ?
O16 Na1 O15 75.2(8) 3_655 . ?
O16 Na1 O15 86.1(7) . . ?
O12 Na1 O15 120.4(6) . 3_655 ?
O12 Na1 O15 54.5(5) 3_655 3_655 ?
O10 Na1 O15 87.2(6) 3_655 3_655 ?
O10 Na1 O15 166.6(7) . 3_655 ?
O16 Na1 O15 86.1(7) 3_655 3_655 ?
O16 Na1 O15 75.2(8) . 3_655 ?
O15 Na1 O15 103.4(6) . 3_655 ?
O12 Na1 O16' 107.4(7) . 3_655 ?
O12 Na1 O16' 76.9(7) 3_655 3_655 ?
O10 Na1 O16' 71.7(8) 3_655 3_655 ?
O10 Na1 O16' 54.5(8) . 3_655 ?
O16 Na1 O16' 55.2(7) 3_655 3_655 ?
O16 Na1 O16' 152.1(9) . 3_655 ?
O15 Na1 O16' 95.0(5) . 3_655 ?
O15 Na1 O16' 131.0(6) 3_655 3_655 ?
O15 Na1 O16' 131.0(6) . . ?
O15 Na1 O16' 95.0(5) 3_655 . ?
O16' Na1 O16' 106.4(10) 3_655 . ?
O15 Na1 O10' 71.8(6) . . ?
O15 Na1 O10' 175.2(7) 3_655 . ?
O16' Na1 O10' 50.6(8) 3_655 . ?
O16' Na1 O10' 88.5(9) . . ?
O12 Na1 O10' 127.5(8) . 3_655 ?
O12 Na1 O10' 57.1(7) 3_655 3_655 ?
O10 Na1 O10' 17.5(7) 3_655 3_655 ?
O10 Na1 O10' 97.5(9) . 3_655 ?
O16 Na1 O10' 104.3(9) 3_655 3_655 ?
O16 Na1 O10' 92.4(9) . 3_655 ?
O15 Na1 O10' 175.2(7) . 3_655 ?
O15 Na1 O10' 71.8(6) 3_655 3_655 ?
O14 Na2 O5 120.3(6) . . ?
O14 Na2 O11 87.4(6) . 4_566 ?
O5 Na2 O11 152.3(7) . 4_566 ?
O14 Na2 O10 63.7(7) . . ?
O5 Na2 O10 91.1(7) . . ?
O11 Na2 O10 104.6(8) 4_566 . ?
O14 Na2 O11 130.7(7) . . ?
O5 Na2 O11 77.9(6) . . ?
O11 Na2 O11 81.9(7) 4_566 . ?
O10 Na2 O11 165.0(10) . . ?
O14 Na2 O6 63.1(4) . . ?
O5 Na2 O6 69.3(4) . . ?
O11 Na2 O6 128.7(7) 4_566 . ?
O10 Na2 O6 98.6(7) . . ?
O11 Na2 O6 87.2(5) . . ?
O14 Na2 O13 135.9(7) . . ?
O5 Na2 O13 77.0(5) . . ?
O11 Na2 O13 84.5(6) 4_566 . ?
O10 Na2 O13 76.6(8) . . ?
O11 Na2 O13 90.8(6) . . ?
O6 Na2 O13 145.9(6) . . ?
O14 Na2 O12 53.9(5) . . ?
O5 Na2 O12 141.5(7) . . ?
O11 Na2 O12 55.7(6) 4_566 . ?
O10 Na2 O12 50.9(6) . . ?
O11 Na2 O12 137.6(6) . . ?
O6 Na2 O12 116.9(6) . . ?
O13 Na2 O12 86.7(6) . . ?
O14 Na2 Na2 133.8(5) . 4_566 ?
O5 Na2 Na2 104.2(6) . 4_566 ?
O11 Na2 Na2 48.4(5) 4_566 4_566 ?
O10 Na2 Na2 131.3(7) . 4_566 ?
O11 Na2 Na2 44.6(4) . 4_566 ?
O6 Na2 Na2 130.2(5) . 4_566 ?
O13 Na2 Na2 62.9(4) . 4_566 ?
O12 Na2 Na2 98.6(6) . 4_566 ?
O14 Na2 Na1 56.2(4) . . ?
O5 Na2 Na1 115.3(5) . . ?
O11 Na2 Na1 80.7(5) 4_566 . ?
O10 Na2 Na1 24.5(5) . . ?
O11 Na2 Na1 160.9(5) . . ?
O6 Na2 Na1 109.9(4) . . ?
O13 Na2 Na1 79.7(4) . . ?
O12 Na2 Na1 26.4(4) . . ?
Na2 Na2 Na1 116.6(5) 4_566 . ?
Na2' Na2' O5 149.3(8) 4_566 . ?
Na2' Na2' O13 72.1(5) 4_566 . ?
O5 Na2' O13 85.5(7) . . ?
Na2' Na2' O11' 70.4(9) 4_566 . ?
O5 Na2' O11' 102.1(8) . . ?
O13 Na2' O11' 115.1(9) . . ?
O5 Na2' O13 92.1(7) . 4_566 ?
O13 Na2' O13 28.3(6) . 4_566 ?
O5 Na2' O11' 139.4(9) . 4_566 ?
O13 Na2' O11' 89.3(8) . 4_566 ?
O13 Na2' O11' 102.0(8) 4_566 4_566 ?
Na2' Na2' O10' 104.5(10) 4_566 . ?
O5 Na2' O10' 75.3(8) . . ?
O13 Na2' O10' 51.1(8) . . ?
O11' Na2' O10' 165.8(11) . . ?
O13 Na2' O10' 79.3(9) 4_566 . ?
O11' Na2' O10' 70.3(9) 4_566 . ?
Na2' Na2' O6 148.4(4) 4_566 . ?
O5 Na2' O6 61.6(5) . . ?
O13 Na2' O6 134.3(7) . . ?
O11' Na2' O6 102.9(7) . . ?
O13 Na2' O6 153.2(7) 4_566 . ?
O11' Na2' O6 96.0(7) 4_566 . ?
O10' Na2' O6 88.3(8) . . ?
C6 N1 C9 121.6(8) . . ?
C6 N1 C5 120.6(7) . . ?
C9 N1 C5 117.7(8) . . ?
C6 N2 C7 125.6(8) . . ?
C6 N2 H2 117.2 . . ?
C7 N2 H2 117.2 . . ?
O2 P1 O3 111.9(4) . . ?
O2 P1 O1 112.7(4) . . ?
O3 P1 O1 113.1(5) . . ?
O2 P1 O4 107.3(4) . . ?
O3 P1 O4 103.3(4) . . ?
O1 P1 O4 107.9(4) . . ?
P1 O1 H1 109.5 . . ?
C1 O4 P1 113.7(6) . . ?
C3 O5 Na2' 131.0(9) . . ?
C3 O5 Na2 125.0(8) . . ?
C3 O5 H5 109.5 . . ?
Na2 O5 H5 118.3 . . ?
C4 O6 Na2 113.4(7) . . ?
C4 O6 Na2' 107.7(6) . . ?
C4 O6 H6 109.5 . . ?
Na2 O6 H6 112.8 . . ?
C5 O7 C2 110.8(7) . . ?
Na1 O10 Na2 130.7(9) . . ?
Na2 O11 Na2 87.0(7) 4_566 . ?
Na2' O10' Na1 133.0(12) . . ?
Na1 O12 Na2 118.9(7) . . ?
O13 O13 Na2' 88.2(7) 4_566 . ?
O13 O13 Na2' 63.5(6) 4_566 4_566 ?
O13 O13 Na2 110.1(7) 4_566 . ?
O4 C1 C2 110.3(7) . . ?
O4 C1 H1A 109.6 . . ?
C2 C1 H1A 109.6 . . ?
O4 C1 H1B 109.6 . . ?
C2 C1 H1B 109.6 . . ?
H1A C1 H1B 108.1 . . ?
O7 C2 C1 112.0(9) . . ?
O7 C2 C3 105.9(7) . . ?
C1 C2 C3 115.0(9) . . ?
O7 C2 H2A 107.9 . . ?
C1 C2 H2A 107.9 . . ?
C3 C2 H2A 107.9 . . ?
O5 C3 C4 105.8(8) . . ?
O5 C3 C2 109.2(10) . . ?
C4 C3 C2 103.0(8) . . ?
O5 C3 H3 112.7 . . ?
C4 C3 H3 112.7 . . ?
C2 C3 H3 112.7 . . ?
O6 C4 C3 115.1(9) . . ?
O6 C4 C5 108.7(7) . . ?
C3 C4 C5 101.6(8) . . ?
O6 C4 H4 110.4 . . ?
C3 C4 H4 110.4 . . ?
C5 C4 H4 110.4 . . ?
N1 C5 O7 109.9(7) . . ?
N1 C5 C4 113.0(7) . . ?
O7 C5 C4 103.6(7) . . ?
N1 C5 H5A 110.0 . . ?
O7 C5 H5A 110.0 . . ?
C4 C5 H5A 110.0 . . ?
O8 C6 N1 122.7(8) . . ?
O8 C6 N2 120.3(8) . . ?
N1 C6 N2 117.0(8) . . ?
O9 C7 N2 120.7(9) . . ?
O9 C7 C8 124.2(10) . . ?
N2 C7 C8 115.0(8) . . ?
C9 C8 C7 119.3(9) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 N1 121.1(9) . . ?
C8 C9 H9 119.4 . . ?
N1 C9 H9 119.4 . . ?

_refine_diff_density_max         2.372
_refine_diff_density_min         -1.914
_refine_diff_density_rms         0.225

####################################################################### 
# 
# 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_20150128UNaMe25A_0m
_database_code_depnum_ccdc_archive 'CCDC 1051761'
_audit_update_record             
;
2020-03-13 deposited with the CCDC.	2021-12-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H22 N4 Na4 O32 P2'
_chemical_formula_weight         960.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.9287(13)
_cell_length_b                   22.941(3)
_cell_length_c                   19.433(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3980.5(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7069
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.98

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_F_000             1952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.264
_shelx_estimated_absorpt_T_min   0.935
_shelx_estimated_absorpt_T_max   0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9348
_exptl_absorpt_correction_T_max  0.9519
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10733
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.775
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_full        25.009
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3496
_reflns_number_gt                3365
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.770
_reflns_Friedel_fraction_max     0.988
_reflns_Friedel_fraction_full    0.988

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1790P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1392 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.13(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3496
_refine_ls_number_parameters     317
_refine_ls_number_restraints     258
_refine_ls_R_factor_all          0.1098
_refine_ls_R_factor_gt           0.1077
_refine_ls_wR_factor_ref         0.3146
_refine_ls_wR_factor_gt          0.3096
_refine_ls_goodness_of_fit_ref   1.725
_refine_ls_restrained_S_all      1.763
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Na1 Na 0.6562(7) 0.4614(3) 0.5716(3) 0.0755(11) Uani 0.497(5) 1 d . U P A 1
Na2 Na 0.6504(7) 0.5525(2) 0.6630(2) 0.1192(14) Uani 1 1 d . U . . .
Na1' Na 0.6366(8) 0.4627(2) 0.5230(3) 0.0755(11) Uani 0.503(5) 1 d . . P A 2
N1 N 0.7093(4) 0.29538(15) 0.72319(17) 0.0304(8) Uani 1 1 d . . . . .
N2 N 0.8319(4) 0.30824(15) 0.82869(17) 0.0288(8) Uani 1 1 d . . . . .
H2 H 0.861858 0.330992 0.861064 0.035 Uiso 1 1 calc R U . . .
P1 P 0.62566(12) 0.12429(4) 0.51951(6) 0.0293(2) Uani 1 1 d . . . . .
O1 O 0.5794(4) 0.12618(13) 0.44348(17) 0.0354(8) Uani 1 1 d . . . . .
O2 O 0.5197(4) 0.08808(14) 0.56309(19) 0.0435(9) Uani 1 1 d . . . . .
O3 O 0.7871(4) 0.10681(14) 0.52978(19) 0.0421(9) Uani 1 1 d . . . . .
O4 O 0.6187(3) 0.19063(12) 0.54954(17) 0.0344(7) Uani 1 1 d . . . . .
O5 O 0.5335(6) 0.37823(14) 0.5408(3) 0.0670(13) Uani 1 1 d . . . . .
H5 H 0.456754 0.377612 0.517603 0.080 Uiso 1 1 calc R U . A 1
O6 O 0.8021(4) 0.37406(14) 0.60032(18) 0.0407(8) Uani 1 1 d . . . . .
H6 H 0.886138 0.367117 0.585386 0.049 Uiso 1 1 calc R U . A 1
O7 O 0.5096(4) 0.27676(14) 0.64876(16) 0.0337(7) Uani 1 1 d . . . . .
O8 O 0.7056(4) 0.38371(13) 0.77945(18) 0.0409(8) Uani 1 1 d . . . B 1
O9 O 0.9490(5) 0.23351(16) 0.8819(2) 0.0553(11) Uani 1 1 d . . . . .
O10 O 0.7836(6) 0.46517(18) 0.6664(3) 0.0740(14) Uani 1 1 d . U . A 1
O11 O 0.4915(10) 0.4731(2) 0.6573(4) 0.0811(18) Uani 0.7 1 d . U P A 1
O12 O 0.4123(8) 0.5000(3) 0.5284(4) 0.0676(19) Uani 0.6 1 d . U P . .
O13 O 0.7343(5) 0.44778(18) 0.4393(4) 0.0906(19) Uani 1 1 d . U . . .
O14 O 0.0487(8) 0.4834(3) 0.6300(4) 0.0480(12) Uani 0.5 1 d . U P C 2
O15 O 1.015(3) 0.6216(9) 0.7008(12) 0.083(5) Uani 0.25 1 d . U P D -1
O16 O 0.4664(7) 0.6185(2) 0.6423(3) 0.0818(16) Uani 0.85 1 d . U P A .
O17 O 0.500000 0.5482(3) 0.750000 0.0500(16) Uani 0.8 2 d S TU P A 1
O18 O 0.7807(11) 0.5360(4) 0.7541(6) 0.074(3) Uani 0.5 1 d . U P A 1
O14' O 0.1452(11) 0.4839(3) 0.6086(5) 0.061(2) Uani 0.5 1 d . U P E 3
O17' O 0.749(2) 0.5704(5) 0.7532(12) 0.076(4) Uani 0.3 1 d . U P A 3
O18' O 0.7214(18) 0.4734(4) 0.7857(7) 0.080(3) Uani 0.4 1 d . U P F 3
C1 C 0.4742(5) 0.21811(19) 0.5467(3) 0.0405(12) Uani 1 1 d . . . . .
H1A H 0.402280 0.194667 0.571859 0.049 Uiso 1 1 calc R U . . .
H1B H 0.441289 0.220297 0.499158 0.049 Uiso 1 1 calc R U . . .
C2 C 0.4787(5) 0.27876(19) 0.5770(2) 0.0350(10) Uani 1 1 d . . . . .
H2A H 0.379305 0.296133 0.571049 0.042 Uiso 1 1 calc R U . . .
C3 C 0.5946(6) 0.32085(19) 0.5448(3) 0.0378(11) Uani 1 1 d . . . . .
H3 H 0.631978 0.306974 0.500307 0.045 Uiso 1 1 calc R U . . .
C4 C 0.7176(5) 0.32367(18) 0.5995(2) 0.0308(10) Uani 1 1 d . . . . .
H4 H 0.783843 0.289869 0.594632 0.037 Uiso 1 1 calc R U . . .
C5 C 0.6255(4) 0.31766(17) 0.6657(2) 0.0271(9) Uani 1 1 d . . . . .
H5A H 0.580902 0.355337 0.677748 0.033 Uiso 1 1 calc R U . . .
C6 C 0.7455(5) 0.33278(17) 0.77684(19) 0.0246(9) Uani 1 1 d . . . . .
C7 C 0.8739(5) 0.2504(2) 0.8327(2) 0.0375(10) Uani 1 1 d . . . . .
C8 C 0.8265(6) 0.21409(18) 0.7763(3) 0.0400(12) Uani 1 1 d . . . . .
H8 H 0.848367 0.174458 0.776176 0.048 Uiso 1 1 calc R U . . .
C9 C 0.7513(5) 0.23780(18) 0.7247(2) 0.0349(11) Uani 1 1 d . . . . .
H9 H 0.725587 0.214271 0.687534 0.042 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
Na1 O10 2.166(8) . ?
Na1 O13 2.206(7) 4_566 ?
Na1 O11 2.237(10) . ?
Na1 O5 2.281(7) . ?
Na1 O6 2.455(7) . ?
Na1 O12 2.496(10) . ?
Na1 O13 2.682(10) . ?
Na1 Na2 2.742(8) . ?
Na1 Na1 3.297(12) 4_566 ?
Na2 O17' 2.00(2) . ?
Na2 O13 2.124(9) 4_566 ?
Na2 O17 2.162(5) . ?
Na2 O18 2.153(12) . ?
Na2 O16 2.270(8) . ?
Na2 O11 2.312(8) . ?
Na2 O10 2.331(7) . ?
Na2 Na1' 3.413(8) . ?
Na2 Na1' 3.633(8) 4_566 ?
Na1' O13 1.878(9) . ?
Na1' Na1' 1.930(11) 4_566 ?
Na1' O5 2.174(7) . ?
Na1' O12 2.180(10) . ?
Na1' O13 2.347(7) 4_566 ?
Na1' O12 2.396(10) 4_566 ?
Na1' O6 2.929(7) . ?
N1 C9 1.373(5) . ?
N1 C6 1.389(5) . ?
N1 C5 1.439(5) . ?
N2 C7 1.380(6) . ?
N2 C6 1.388(5) . ?
N2 H2 0.8600 . ?
P1 O3 1.509(4) . ?
P1 O2 1.517(4) . ?
P1 O1 1.535(3) . ?
P1 O4 1.631(3) . ?
O4 C1 1.437(5) . ?
O5 C3 1.427(6) . ?
O5 H5 0.8200 . ?
O6 C4 1.381(5) . ?
O6 H6 0.8200 . ?
O7 C2 1.423(6) . ?
O7 C5 1.435(5) . ?
O8 C6 1.223(5) . ?
O9 C7 1.229(6) . ?
O12 O12 1.102(16) 4_566 ?
C1 C2 1.512(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.547(7) . ?
C2 H2A 0.9800 . ?
C3 C4 1.530(6) . ?
C3 H3 0.9800 . ?
C4 C5 1.533(6) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9800 . ?
C7 C8 1.441(7) . ?
C8 C9 1.324(7) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?

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
O10 Na1 O13 83.0(3) . 4_566 ?
O10 Na1 O11 73.0(3) . . ?
O13 Na1 O11 99.6(3) 4_566 . ?
O10 Na1 O5 120.6(3) . . ?
O13 Na1 O5 156.4(4) 4_566 . ?
O11 Na1 O5 88.8(3) . . ?
O10 Na1 O6 63.9(2) . . ?
O13 Na1 O6 128.7(3) 4_566 . ?
O11 Na1 O6 106.1(3) . . ?
O5 Na1 O6 68.4(2) . . ?
O10 Na1 O12 136.9(4) . . ?
O13 Na1 O12 84.8(3) 4_566 . ?
O11 Na1 O12 68.6(3) . . ?
O5 Na1 O12 77.8(3) . . ?
O6 Na1 O12 146.0(3) . . ?
O10 Na1 O13 133.1(3) . . ?
O13 Na1 O13 86.3(3) 4_566 . ?
O11 Na1 O13 153.9(4) . . ?
O5 Na1 O13 77.0(2) . . ?
O6 Na1 O13 89.1(2) . . ?
O12 Na1 O13 86.9(3) . . ?
O10 Na1 Na2 55.2(2) . . ?
O13 Na1 Na2 49.4(2) 4_566 . ?
O11 Na1 Na2 54.2(2) . . ?
O5 Na1 Na2 143.0(3) . . ?
O6 Na1 Na2 119.0(3) . . ?
O12 Na1 Na2 86.1(3) . . ?
O13 Na1 Na2 135.6(3) . . ?
O10 Na1 Na1 134.1(3) . 4_566 ?
O13 Na1 Na1 54.0(3) 4_566 4_566 ?
O11 Na1 Na1 124.3(3) . 4_566 ?
O5 Na1 Na1 103.1(3) . 4_566 ?
O6 Na1 Na1 129.0(3) . 4_566 ?
O12 Na1 Na1 61.7(2) . 4_566 ?
O13 Na1 Na1 41.74(17) . 4_566 ?
Na2 Na1 Na1 97.9(3) . 4_566 ?
O17' Na2 O13 131.6(7) . 4_566 ?
O13 Na2 O17 162.0(3) 4_566 . ?
O13 Na2 O18 125.4(4) 4_566 . ?
O17 Na2 O18 71.6(3) . . ?
O17' Na2 O16 109.7(5) . . ?
O13 Na2 O16 95.3(3) 4_566 . ?
O17 Na2 O16 73.7(3) . . ?
O18 Na2 O16 130.8(4) . . ?
O13 Na2 O11 99.8(3) 4_566 . ?
O17 Na2 O11 67.7(3) . . ?
O18 Na2 O11 103.4(4) . . ?
O16 Na2 O11 94.2(3) . . ?
O13 Na2 O10 81.0(2) 4_566 . ?
O17 Na2 O10 104.8(3) . . ?
O18 Na2 O10 63.3(3) . . ?
O16 Na2 O10 161.4(3) . . ?
O11 Na2 O10 68.7(3) . . ?
O13 Na2 Na1 52.1(2) 4_566 . ?
O17 Na2 Na1 118.9(3) . . ?
O18 Na2 Na1 112.9(3) . . ?
O16 Na2 Na1 114.0(3) . . ?
O11 Na2 Na1 51.7(3) . . ?
O10 Na2 Na1 49.8(2) . . ?
O13 Na2 Na1' 42.73(17) 4_566 . ?
O16 Na2 Na1' 103.6(3) . . ?
O13 Na2 Na1' 23.19(18) 4_566 4_566 ?
O17 Na2 Na1' 138.8(3) . 4_566 ?
O18 Na2 Na1' 145.1(4) . 4_566 ?
O16 Na2 Na1' 82.2(2) . 4_566 ?
O11 Na2 Na1' 81.7(3) . 4_566 ?
O10 Na2 Na1' 87.9(2) . 4_566 ?
Na1 Na2 Na1' 44.22(17) . 4_566 ?
O13 Na1' Na1' 76.1(4) . 4_566 ?
O13 Na1' O5 99.9(3) . . ?
Na1' Na1' O5 149.7(3) 4_566 . ?
O13 Na1' O12 122.6(4) . . ?
Na1' Na1' O12 71.0(3) 4_566 . ?
O5 Na1' O12 87.3(3) . . ?
O13 Na1' O13 104.9(4) . 4_566 ?
Na1' Na1' O13 50.9(3) 4_566 4_566 ?
O5 Na1' O13 152.6(4) . 4_566 ?
O12 Na1' O13 89.1(3) . 4_566 ?
O13 Na1' O12 95.3(3) . 4_566 ?
O5 Na1' O12 91.7(3) . 4_566 ?
O12 Na1' O12 27.4(4) . 4_566 ?
O13 Na1' O12 97.4(3) 4_566 4_566 ?
O13 Na1' O6 94.8(3) . . ?
Na1' Na1' O6 148.57(18) 4_566 . ?
O5 Na1' O6 60.9(2) . . ?
O12 Na1' O6 135.4(3) . . ?
O13 Na1' O6 105.1(3) 4_566 . ?
O12 Na1' O6 152.1(3) 4_566 . ?
O13 Na1' Na2 141.6(3) . . ?
Na1' Na1' Na2 80.5(4) 4_566 . ?
O5 Na1' Na2 115.3(3) . . ?
O12 Na1' Na2 76.0(3) . . ?
O13 Na1' Na2 37.9(2) 4_566 . ?
O12 Na1' Na2 98.5(3) 4_566 . ?
O6 Na1' Na2 89.56(19) . . ?
O13 Na1' Na2 26.4(2) . 4_566 ?
O5 Na1' Na2 95.0(2) . 4_566 ?
O12 Na1' Na2 96.7(3) . 4_566 ?
O13 Na1' Na2 112.4(3) 4_566 4_566 ?
O12 Na1' Na2 69.4(2) 4_566 4_566 ?
O6 Na1' Na2 115.2(2) . 4_566 ?
Na2 Na1' Na2 148.14(18) . 4_566 ?
C9 N1 C6 121.0(4) . . ?
C9 N1 C5 120.0(3) . . ?
C6 N1 C5 119.0(3) . . ?
C7 N2 C6 125.6(3) . . ?
C7 N2 H2 117.2 . . ?
C6 N2 H2 117.2 . . ?
O3 P1 O2 112.1(2) . . ?
O3 P1 O1 113.1(2) . . ?
O2 P1 O1 112.63(19) . . ?
O3 P1 O4 103.71(18) . . ?
O2 P1 O4 106.70(18) . . ?
O1 P1 O4 107.92(17) . . ?
C1 O4 P1 115.4(3) . . ?
C3 O5 Na1' 132.0(4) . . ?
C3 O5 Na1 125.0(4) . . ?
C3 O5 H5 109.5 . . ?
Na1 O5 H5 124.0 . . ?
C4 O6 Na1 113.0(3) . . ?
C4 O6 Na1' 107.4(3) . . ?
C4 O6 H6 109.5 . . ?
Na1 O6 H6 124.3 . . ?
C2 O7 C5 110.1(3) . . ?
Na1 O10 Na2 75.0(3) . . ?
Na1 O11 Na2 74.1(3) . . ?
O12 O12 Na1' 87.3(4) 4_566 . ?
O12 O12 Na1' 65.4(4) 4_566 4_566 ?
O12 O12 Na1 109.7(4) 4_566 . ?
Na2 O13 Na1 78.5(3) 4_566 4_566 ?
Na2 O13 Na1' 99.4(3) 4_566 4_566 ?
Na1 O13 Na1' 24.1(2) 4_566 4_566 ?
Na2 O13 Na1 143.7(3) 4_566 . ?
Na1 O13 Na1 84.2(3) 4_566 . ?
Na2 O17 Na2 174.8(4) . 3_656 ?
O4 C1 C2 111.4(4) . . ?
O4 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
O4 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
O7 C2 C1 111.0(4) . . ?
O7 C2 C3 106.7(4) . . ?
C1 C2 C3 115.8(4) . . ?
O7 C2 H2A 107.7 . . ?
C1 C2 H2A 107.7 . . ?
C3 C2 H2A 107.7 . . ?
O5 C3 C4 105.9(4) . . ?
O5 C3 C2 110.0(4) . . ?
C4 C3 C2 103.0(4) . . ?
O5 C3 H3 112.4 . . ?
C4 C3 H3 112.4 . . ?
C2 C3 H3 112.4 . . ?
O6 C4 C3 115.9(4) . . ?
O6 C4 C5 111.0(3) . . ?
C3 C4 C5 101.2(4) . . ?
O6 C4 H4 109.5 . . ?
C3 C4 H4 109.5 . . ?
C5 C4 H4 109.5 . . ?
O7 C5 N1 108.7(3) . . ?
O7 C5 C4 104.7(3) . . ?
N1 C5 C4 113.9(3) . . ?
O7 C5 H5A 109.8 . . ?
N1 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
O8 C6 N2 121.3(4) . . ?
O8 C6 N1 123.6(4) . . ?
N2 C6 N1 115.1(3) . . ?
O9 C7 N2 119.7(4) . . ?
O9 C7 C8 124.6(4) . . ?
N2 C7 C8 115.6(4) . . ?
C9 C8 C7 119.2(4) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 N1 123.3(4) . . ?
C8 C9 H9 118.3 . . ?
N1 C9 H9 118.3 . . ?

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
O3 P1 O4 C1 -179.4(3) . . . . ?
O2 P1 O4 C1 -60.8(4) . . . . ?
O1 P1 O4 C1 60.5(4) . . . . ?
Na1' Na1' O13 Na2 -68.1(4) 4_566 . . 4_566 ?
O5 Na1' O13 Na2 81.2(4) . . . 4_566 ?
O12 Na1' O13 Na2 -11.9(6) . . . 4_566 ?
O13 Na1' O13 Na2 -110.6(4) 4_566 . . 4_566 ?
O12 Na1' O13 Na2 -11.4(5) 4_566 . . 4_566 ?
O6 Na1' O13 Na2 142.4(3) . . . 4_566 ?
Na2 Na1' O13 Na2 -122.2(5) . . . 4_566 ?
O5 Na1' O13 Na1' 149.3(3) . . . 4_566 ?
O12 Na1' O13 Na1' 56.2(4) . . . 4_566 ?
O13 Na1' O13 Na1' -42.5(3) 4_566 . . 4_566 ?
O12 Na1' O13 Na1' 56.6(3) 4_566 . . 4_566 ?
O6 Na1' O13 Na1' -149.5(2) . . . 4_566 ?
Na2 Na1' O13 Na1' -54.1(5) . . . 4_566 ?
Na2 Na1' O13 Na1' 68.1(4) 4_566 . . 4_566 ?
P1 O4 C1 C2 178.8(3) . . . . ?
C5 O7 C2 C1 132.1(4) . . . . ?
C5 O7 C2 C3 5.2(4) . . . . ?
O4 C1 C2 O7 -65.8(5) . . . . ?
O4 C1 C2 C3 56.0(6) . . . . ?
Na1' O5 C3 C4 54.5(6) . . . . ?
Na1 O5 C3 C4 24.0(6) . . . . ?
Na1' O5 C3 C2 165.2(4) . . . . ?
Na1 O5 C3 C2 134.7(4) . . . . ?
O7 C2 C3 O5 -93.8(5) . . . . ?
C1 C2 C3 O5 142.2(4) . . . . ?
O7 C2 C3 C4 18.8(4) . . . . ?
C1 C2 C3 C4 -105.3(4) . . . . ?
Na1 O6 C4 C3 35.4(5) . . . . ?
Na1' O6 C4 C3 17.3(4) . . . . ?
Na1 O6 C4 C5 -79.2(4) . . . . ?
Na1' O6 C4 C5 -97.4(3) . . . . ?
O5 C3 C4 O6 -38.0(5) . . . . ?
C2 C3 C4 O6 -153.6(4) . . . . ?
O5 C3 C4 C5 82.1(4) . . . . ?
C2 C3 C4 C5 -33.4(4) . . . . ?
C2 O7 C5 N1 -149.1(3) . . . . ?
C2 O7 C5 C4 -27.1(4) . . . . ?
C9 N1 C5 O7 44.2(5) . . . . ?
C6 N1 C5 O7 -135.3(4) . . . . ?
C9 N1 C5 C4 -72.0(5) . . . . ?
C6 N1 C5 C4 108.5(4) . . . . ?
O6 C4 C5 O7 161.0(3) . . . . ?
C3 C4 C5 O7 37.4(4) . . . . ?
O6 C4 C5 N1 -80.5(4) . . . . ?
C3 C4 C5 N1 156.0(3) . . . . ?
C7 N2 C6 O8 175.4(4) . . . . ?
C7 N2 C6 N1 -4.6(6) . . . . ?
C9 N1 C6 O8 -176.8(4) . . . . ?
C5 N1 C6 O8 2.7(6) . . . . ?
C9 N1 C6 N2 3.1(6) . . . . ?
C5 N1 C6 N2 -177.4(3) . . . . ?
C6 N2 C7 O9 -178.9(4) . . . . ?
C6 N2 C7 C8 2.2(6) . . . . ?
O9 C7 C8 C9 -177.1(5) . . . . ?
N2 C7 C8 C9 1.7(7) . . . . ?
C7 C8 C9 N1 -3.1(8) . . . . ?
C6 N1 C9 C8 0.6(7) . . . . ?
C5 N1 C9 C8 -178.9(4) . . . . ?

_refine_diff_density_max         1.372
_refine_diff_density_min         -1.315
_refine_diff_density_rms         0.186

