# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_x
_database_code_depnum_ccdc_archive 'CCDC 2240765'
loop_
_audit_author_name
_audit_author_address
'LeHui Liu'
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2023-02-09 deposited with the CCDC.	2023-03-29 downloaded from the CCDC.
;
_audit_creation_date             2022-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C3 H6 N6), F6 P1, 1(H)'
_chemical_formula_sum            'C12 H25 F6 N24 P'
_chemical_formula_weight         650.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N O P F'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0150 0.0070 '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'
F F 0.0600 0.0410 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0250 0.0140 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2590 0.3350 '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      trigonal
_space_group_IT_number           167
_space_group_name_H-M_alt        'R -3 c'
_space_group_name_Hall           '-R 3 2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'

_cell_length_a                   10.8117(8)
_cell_length_b                   10.8117(8)
_cell_length_c                   37.472(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3793.4(7)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    1989
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      59.4850
_cell_measurement_theta_min      4.5860
_shelx_estimated_absorpt_T_max   0.828
_shelx_estimated_absorpt_T_min   0.791
_exptl_absorpt_coefficient_mu    1.229
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2004
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            4249
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        53.543
_diffrn_reflns_theta_max         60.579
_diffrn_reflns_theta_min         4.590
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  55.00   0.50    0.82    --   73.66 -38.00-180.00  110
  2  ω     79.00 132.00   0.50    0.82    --   73.66 125.00-150.00  106
  3  ω    113.00 149.00   0.50    0.82    --   73.66  17.00 167.00   72
  4  ω     24.00  50.00   0.50    0.21    --   -0.62  38.00-120.00   52
  5  ω   -147.00 -88.00   0.50    0.82    --  -74.91 -99.00-180.00  118
  6  ω   -139.00 -77.00   0.50    0.82    --  -74.91-166.00  24.00  124
  7  ω   -120.00 -90.00   0.50    0.82    --  -74.91 -97.00  67.00   60
  8  ω    -12.00  33.00   0.50    0.21    --   -0.62 -97.00  67.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0716136000
_diffrn_orient_matrix_UB_12      -0.0762993000
_diffrn_orient_matrix_UB_13      0.0286270000
_diffrn_orient_matrix_UB_21      0.1136387000
_diffrn_orient_matrix_UB_22      0.0807865000
_diffrn_orient_matrix_UB_23      0.0205994000
_diffrn_orient_matrix_UB_31      -0.0490293000
_diffrn_orient_matrix_UB_32      0.0901146000
_diffrn_orient_matrix_UB_33      0.0057720000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.3405
_diffrn_source                   'micro-focus metaljet'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                755
_reflns_number_total             955
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     98
_refine_ls_number_reflns         955
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0491
_refine_ls_restrained_S_all      1.046
_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)+(0.1007P)²+1.5594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1366
_refine_ls_wR_factor_ref         0.1464
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
2. Others
 Fixed Sof: F1(0.33333) F2(0.33333) F3(0.33333) H(0.16667)
;
_atom_sites_solution_hydrogens   difmap
_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
N1 N 0.86443(14) -0.11752(13) 0.54402(4) 0.0344(4) Uani 1 1 d . . . . .
N2 N 0.77415(17) 0.03366(18) 0.54391(5) 0.0452(5) Uani 1 1 d . . . . .
H2A H 0.790(3) 0.118(3) 0.5440(6) 0.054 Uiso 1 1 d . U . . .
H2B H 0.695(3) -0.034(3) 0.5432(6) 0.054 Uiso 1 1 d . U . . .
C1 C 0.88760(16) 0.01687(16) 0.54405(4) 0.0317(4) Uani 1 1 d . . . . .
N3 N 0.96452(18) 0.22490(18) 0.63342(6) 0.0551(6) Uani 1 1 d . . . . .
H3A H 0.876(3) 0.215(3) 0.6310(7) 0.066 Uiso 1 1 d . U . . .
H3B H 1.030(3) 0.304(3) 0.6285(7) 0.066 Uiso 1 1 d . U . . .
N4 N 1.11726(14) 0.13625(14) 0.63321(4) 0.0375(4) Uani 1 1 d . . . . .
C2 C 0.98230(17) 0.11062(17) 0.63323(5) 0.0354(4) Uani 1 1 d . . . . .
P1 P 0.666667 0.333333 0.583333 0.0337(4) Uani 1 6 d S T P . .
F1 F 0.5669(13) 0.2299(10) 0.6113(3) 0.126(3) Uani 0.3333 1 d . . P . .
F2 F 0.7616(9) 0.4507(7) 0.6121(2) 0.0772(16) Uani 0.3333 1 d . . P . .
F3 F 0.750(2) 0.262(2) 0.5901(4) 0.201(7) Uani 0.3333 1 d . . P . .
H H 1.15(5) 0.333333 0.583333 0.7(6) Uiso 0.3333 2 d S . P . .


_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
N1 C1 1.3454(19) . ?
N1 C1 1.3513(19) 2_645 ?
N2 H2A 0.84(3) . ?
N2 H2B 0.80(3) . ?
N2 C1 1.327(2) . ?
N3 H3A 0.92(3) . ?
N3 H3B 0.81(3) . ?
N3 C2 1.342(2) . ?
N4 C2 1.342(2) . ?
N4 C2 1.3455(19) 3_765 ?
P1 F1 1.520(5) . ?
P1 F1 1.520(5) 2_655 ?
P1 F1 1.520(5) 18_655 ?
P1 F1 1.520(5) 3_665 ?
P1 F1 1.520(5) 16_545 ?
P1 F1 1.520(5) 17 ?
P1 F3 1.467(7) . ?
P1 F3 1.467(7) 2_655 ?
P1 F3 1.467(7) 3_665 ?
P1 F3 1.467(7) 17 ?
P1 F3 1.467(7) 18_655 ?
P1 F3 1.467(7) 16_545 ?
F1 F2 1.278(11) 3_665 ?
F1 F2 0.985(10) 2_655 ?
F1 F3 1.460(16) 18_655 ?
F1 F3 1.074(16) 3_665 ?
F2 F3 1.663(15) 17 ?
F2 F3 1.004(16) 2_655 ?
F3 F3 1.42(4) 17 ?
F3 F3 1.64(4) 18_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C1 115.39(15) . 2_645 ?
H2A N2 H2B 123(2) . . ?
C1 N2 H2A 116.4(17) . . ?
C1 N2 H2B 120.3(18) . . ?
N1 C1 N1 124.60(14) . 3_765 ?
N2 C1 N1 117.87(14) . 3_765 ?
N2 C1 N1 117.53(15) . . ?
H3A N3 H3B 114(3) . . ?
C2 N3 H3A 120.9(16) . . ?
C2 N3 H3B 121(2) . . ?
C2 N4 C2 114.12(15) . 3_765 ?
N3 C2 N4 117.29(15) . 2_645 ?
N3 C2 N4 116.83(16) . . ?
N4 C2 N4 125.88(15) . 2_645 ?
F1 P1 F1 135.2(10) 16_545 3_665 ?
F1 P1 F1 140.0(12) 16_545 2_655 ?
F1 P1 F1 140.0(12) 17 . ?
F1 P1 F1 77.5(7) 2_655 3_665 ?
F1 P1 F1 135.2(10) 18_655 . ?
F1 P1 F1 77.5(7) 18_655 16_545 ?
F1 P1 F1 87.4(9) 18_655 2_655 ?
F1 P1 F1 87.5(9) 17 3_665 ?
F1 P1 F1 140.0(12) 18_655 3_665 ?
F1 P1 F1 77.5(7) . 3_665 ?
F1 P1 F1 87.5(9) 16_545 . ?
F1 P1 F1 77.5(7) 18_655 17 ?
F1 P1 F1 77.5(7) 2_655 . ?
F1 P1 F1 77.5(7) 16_545 17 ?
F1 P1 F1 135.2(10) 17 2_655 ?
F3 P1 F1 119.4(9) 18_655 17 ?
F3 P1 F1 58.5(7) 18_655 . ?
F3 P1 F1 119.4(9) . 3_665 ?
F3 P1 F1 119.4(9) 16_545 18_655 ?
F3 P1 F1 58.5(7) 3_665 16_545 ?
F3 P1 F1 135.0(10) 3_665 18_655 ?
F3 P1 F1 83.7(10) 3_665 3_665 ?
F3 P1 F1 58.5(7) 2_655 17 ?
F3 P1 F1 42.1(7) 3_665 . ?
F3 P1 F1 100.1(11) 2_655 18_655 ?
F3 P1 F1 58.5(7) . 18_655 ?
F3 P1 F1 100.1(11) . 16_545 ?
F3 P1 F1 135.0(10) 18_655 3_665 ?
F3 P1 F1 42.1(7) . 2_655 ?
F3 P1 F1 83.7(10) 17 17 ?
F3 P1 F1 58.5(7) 17 2_655 ?
F3 P1 F1 100.1(11) 16_545 . ?
F3 P1 F1 100.1(11) 18_655 2_655 ?
F3 P1 F1 119.4(9) 2_655 . ?
F3 P1 F1 135.0(10) 16_545 2_655 ?
F3 P1 F1 135.0(10) 2_655 16_545 ?
F3 P1 F1 119.4(9) 3_665 2_655 ?
F3 P1 F1 135.0(10) . 17 ?
F3 P1 F1 83.7(10) 2_655 2_655 ?
F3 P1 F1 100.1(11) 17 3_665 ?
F3 P1 F1 119.4(9) 17 16_545 ?
F3 P1 F1 58.5(7) 16_545 3_665 ?
F3 P1 F1 42.1(7) 18_655 16_545 ?
F3 P1 F1 42.1(7) 2_655 3_665 ?
F3 P1 F1 83.7(10) 16_545 16_545 ?
F3 P1 F1 83.7(10) . . ?
F3 P1 F1 42.1(7) 17 18_655 ?
F3 P1 F1 42.1(7) 16_545 17 ?
F3 P1 F1 83.7(10) 18_655 18_655 ?
F3 P1 F1 100.1(11) 3_665 17 ?
F3 P1 F1 135.0(10) 17 . ?
F3 P1 F3 117.0(3) 18_655 16_545 ?
F3 P1 F3 58(2) 16_545 2_655 ?
F3 P1 F3 117.0(3) 17 18_655 ?
F3 P1 F3 117.0(3) . 3_665 ?
F3 P1 F3 58(2) . 17 ?
F3 P1 F3 175(2) 17 3_665 ?
F3 P1 F3 175(2) 18_655 2_655 ?
F3 P1 F3 58(2) 18_655 3_665 ?
F3 P1 F3 117.0(3) 3_665 2_655 ?
F3 P1 F3 68(2) 16_545 3_665 ?
F3 P1 F3 117.0(3) 17 16_545 ?
F3 P1 F3 117.0(3) . 2_655 ?
F3 P1 F3 175(2) . 16_545 ?
F3 P1 F3 68.0(19) 17 2_655 ?
F3 P1 F3 68(2) . 18_655 ?
F2 F1 P1 68.6(4) 3_665 . ?
F2 F1 P1 75.4(5) 2_655 . ?
F2 F1 F2 126.0(12) 2_655 3_665 ?
F2 F1 F3 74.4(10) 3_665 18_655 ?
F2 F1 F3 58.2(13) 2_655 3_665 ?
F2 F1 F3 118.4(15) 2_655 18_655 ?
F3 F1 P1 58.9(4) 18_655 . ?
F3 F1 P1 66.3(6) 3_665 . ?
F3 F1 F2 130.8(9) 3_665 3_665 ?
F3 F1 F3 66(2) 3_665 18_655 ?
P1 F2 F3 53.6(3) . 17 ?
F1 F2 P1 62.9(4) 2_655 . ?
F1 F2 P1 67.7(4) 3_665 . ?
F1 F2 F1 113.9(11) 3_665 2_655 ?
F1 F2 F3 117.4(8) 3_665 17 ?
F1 F2 F3 65.3(12) 3_665 2_655 ?
F1 F2 F3 57.8(7) 2_655 17 ?
F3 F2 P1 64.3(5) 2_655 . ?
F3 F2 F1 121.2(13) 2_655 2_655 ?
F3 F2 F3 71(2) 2_655 17 ?
P1 F3 F2 60.7(5) . 17 ?
P1 F3 F3 56.0(10) . 18_655 ?
F1 F3 P1 71.6(5) 2_655 . ?
F1 F3 P1 62.6(5) 18_655 . ?
F1 F3 F1 111.1(15) 2_655 18_655 ?
F1 F3 F2 132.2(8) 2_655 17 ?
F1 F3 F2 47.8(7) 18_655 17 ?
F1 F3 F3 79.8(13) 18_655 18_655 ?
F1 F3 F3 70.0(19) 2_655 17 ?
F1 F3 F3 113.4(18) 2_655 18_655 ?
F2 F3 P1 77.6(7) 3_665 . ?
F2 F3 F1 139.8(10) 3_665 18_655 ?
F2 F3 F1 56.5(8) 3_665 2_655 ?
F2 F3 F2 108.6(19) 3_665 17 ?
F2 F3 F3 74(2) 3_665 18_655 ?
F2 F3 F3 120.2(19) 3_665 17 ?
F3 F3 P1 61.0(10) 17 . ?
F3 F3 F1 43.7(10) 17 18_655 ?
F3 F3 F2 87.5(11) 17 17 ?
F3 F3 F2 35.4(7) 18_655 17 ?
F3 F3 F3 109.4(10) 17 18_655 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2A F1 0.84(3) 2.46(3) 3.271(12) 162(2) 18_655 yes
N2 H2A F2 0.84(3) 2.33(3) 2.964(7) 132(2) 17 yes
N2 H2A F3 0.84(3) 2.51(3) 3.136(13) 132(2) . yes
N2 H2B N4 0.80(3) 2.27(3) 3.065(2) 172(2) 16_535 yes
N3 H3A F1 0.92(3) 2.26(3) 3.020(9) 140(2) 2_655 yes
N3 H3A F2 0.92(3) 2.27(3) 3.155(8) 163(2) 3_665 yes
N3 H3A F3 0.92(3) 2.27(3) 3.020(12) 139(2) . yes
N3 H3B N1 0.81(3) 2.28(3) 3.084(2) 173(3) 16_645 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 C1 N1 0.2(3) 2_645 . . 3_765 ?
C1 N1 C1 N2 179.79(11) 2_645 . . . ?
C2 N4 C2 N3 179.63(12) 3_765 . . . ?
C2 N4 C2 N4 -0.1(3) 3_765 . . 2_645 ?
F1 P1 F1 F2 33.2(10) 3_665 . . 2_655 ?
F1 P1 F1 F2 -105.8(6) 3_665 . . 3_665 ?
F1 P1 F1 F2 112.9(7) 2_655 . . 2_655 ?
F1 P1 F1 F2 -176.2(8) 17 . . 3_665 ?
F1 P1 F1 F2 47.3(6) 18_655 . . 3_665 ?
F1 P1 F1 F2 -173.8(12) 18_655 . . 2_655 ?
F1 P1 F1 F2 -26.0(10) 2_655 . . 3_665 ?
F1 P1 F1 F2 -104.4(14) 16_545 . . 2_655 ?
F1 P1 F1 F2 -37.3(10) 17 . . 2_655 ?
F1 P1 F1 F2 116.7(10) 16_545 . . 3_665 ?
F1 P1 F1 F3 -112.5(17) 18_655 . . 3_665 ?
F1 P1 F1 F3 174.2(17) 2_655 . . 3_665 ?
F1 P1 F1 F3 99.6(14) 17 . . 18_655 ?
F1 P1 F1 F3 -110.2(17) 2_655 . . 18_655 ?
F1 P1 F1 F3 -36.9(11) 18_655 . . 18_655 ?
F1 P1 F1 F3 -43.1(16) 16_545 . . 3_665 ?
F1 P1 F1 F3 94.4(19) 3_665 . . 3_665 ?
F1 P1 F1 F3 170.0(14) 3_665 . . 18_655 ?
F1 P1 F1 F3 24.0(15) 17 . . 3_665 ?
F1 P1 F1 F3 32.5(12) 16_545 . . 18_655 ?
F1 P1 F2 F1 155.9(10) 18_655 . . 3_665 ?
F1 P1 F2 F1 -148.6(9) 17 . . 2_655 ?
F1 P1 F2 F1 134.5(17) 3_665 . . 2_655 ?
F1 P1 F2 F1 76.9(16) 17 . . 3_665 ?
F1 P1 F2 F1 70.2(8) . . . 2_655 ?
F1 P1 F2 F1 -134.5(17) 2_655 . . 3_665 ?
F1 P1 F2 F1 -64.2(8) . . . 3_665 ?
F1 P1 F2 F1 -69.6(12) 18_655 . . 2_655 ?
F1 P1 F2 F3 -157.0(19) 3_665 . . 17 ?
F1 P1 F2 F3 -72.4(14) 3_665 . . 2_655 ?
F1 P1 F2 F3 68.5(9) 2_655 . . 17 ?
F1 P1 F2 F3 83.5(16) 18_655 . . 2_655 ?
F1 P1 F2 F3 -80.1(10) 17 . . 17 ?
F1 P1 F2 F3 5(2) 17 . . 2_655 ?
F1 P1 F2 F3 138.7(13) . . . 17 ?
F1 P1 F2 F3 -136.6(18) . . . 2_655 ?
F1 P1 F2 F3 -1.1(13) 18_655 . . 17 ?
F1 P1 F2 F3 153(2) 2_655 . . 2_655 ?
F1 P1 F3 F1 127(2) 18_655 . . 2_655 ?
F1 P1 F3 F1 -133.3(15) 3_665 . . 18_655 ?
F1 P1 F3 F1 -127(2) 2_655 . . 18_655 ?
F1 P1 F3 F1 -164.6(10) 16_545 . . 2_655 ?
F1 P1 F3 F1 -13.9(18) 17 . . 18_655 ?
F1 P1 F3 F1 -78.4(17) . . . 2_655 ?
F1 P1 F3 F1 154.8(9) . . . 18_655 ?
F1 P1 F3 F1 -6.5(19) 3_665 . . 2_655 ?
F1 P1 F3 F1 68.5(15) 16_545 . . 18_655 ?
F1 P1 F3 F1 113.0(15) 17 . . 2_655 ?
F1 P1 F3 F2 178.4(18) 2_655 . . 17 ?
F1 P1 F3 F2 -54.8(7) 18_655 . . 17 ?
F1 P1 F3 F2 52.0(19) 3_665 . . 3_665 ?
F1 P1 F3 F2 -175(2) 18_655 . . 3_665 ?
F1 P1 F3 F2 171.9(9) 3_665 . . 17 ?
F1 P1 F3 F2 -106.2(12) 16_545 . . 3_665 ?
F1 P1 F3 F2 -68.6(13) 17 . . 17 ?
F1 P1 F3 F2 171.4(13) 17 . . 3_665 ?
F1 P1 F3 F2 13.8(10) 16_545 . . 17 ?
F1 P1 F3 F2 58.5(8) 2_655 . . 3_665 ?
F1 P1 F3 F2 -19.9(18) . . . 3_665 ?
F1 P1 F3 F2 100.0(6) . . . 17 ?
F1 P1 F3 F3 50.0(10) 18_655 . . 17 ?
F1 P1 F3 F3 137(2) 2_655 . . 18_655 ?
F1 P1 F3 F3 -96.3(13) 18_655 . . 18_655 ?
F1 P1 F3 F3 118.5(13) 16_545 . . 17 ?
F1 P1 F3 F3 130.4(8) 3_665 . . 18_655 ?
F1 P1 F3 F3 36.1(17) 17 . . 17 ?
F1 P1 F3 F3 -27.8(12) 16_545 . . 18_655 ?
F1 P1 F3 F3 -76.9(19) 2_655 . . 17 ?
F1 P1 F3 F3 58.5(9) . . . 18_655 ?
F1 P1 F3 F3 -155.2(10) . . . 17 ?
F1 P1 F3 F3 -83.4(14) 3_665 . . 17 ?
F1 P1 F3 F3 -110.2(12) 17 . . 18_655 ?
F3 P1 F1 F2 37.6(12) 2_655 . . 2_655 ?
F3 P1 F1 F2 125.0(19) 17 . . 2_655 ?
F3 P1 F1 F2 160(2) 3_665 . . 3_665 ?
F3 P1 F1 F2 16.3(13) . . . 3_665 ?
F3 P1 F1 F2 -160.1(7) 16_545 . . 3_665 ?
F3 P1 F1 F2 -13.9(11) 17 . . 3_665 ?
F3 P1 F1 F2 155.2(9) . . . 2_655 ?
F3 P1 F1 F2 -137(2) 18_655 . . 2_655 ?
F3 P1 F1 F2 -21.2(17) 16_545 . . 2_655 ?
F3 P1 F1 F2 -61.3(14) 3_665 . . 2_655 ?
F3 P1 F1 F2 -101.3(16) 2_655 . . 3_665 ?
F3 P1 F1 F2 84.2(10) 18_655 . . 3_665 ?
F3 P1 F1 F3 -68(2) . . . 18_655 ?
F3 P1 F1 F3 -143.5(13) . . . 3_665 ?
F3 P1 F1 F3 40(2) 16_545 . . 3_665 ?
F3 P1 F1 F3 -98.1(5) 17 . . 18_655 ?
F3 P1 F1 F3 -76(3) 18_655 . . 3_665 ?
F3 P1 F1 F3 115.6(9) 16_545 . . 18_655 ?
F3 P1 F1 F3 98.9(7) 2_655 . . 3_665 ?
F3 P1 F1 F3 76(3) 3_665 . . 18_655 ?
F3 P1 F1 F3 -174(2) 17 . . 3_665 ?
F3 P1 F1 F3 174(2) 2_655 . . 18_655 ?
F3 P1 F2 F1 -153(2) 2_655 . . 2_655 ?
F3 P1 F2 F1 170.2(7) 16_545 . . 2_655 ?
F3 P1 F2 F1 -68.5(9) 17 . . 2_655 ?
F3 P1 F2 F1 -27.9(10) 3_665 . . 3_665 ?
F3 P1 F2 F1 35.7(17) 16_545 . . 3_665 ?
F3 P1 F2 F1 72.4(14) 2_655 . . 3_665 ?
F3 P1 F2 F1 34.7(13) 18_655 . . 2_655 ?
F3 P1 F2 F1 -147.9(10) . . . 3_665 ?
F3 P1 F2 F1 -100(2) 18_655 . . 3_665 ?
F3 P1 F2 F1 157.0(19) 17 . . 3_665 ?
F3 P1 F2 F1 -13.4(14) . . . 2_655 ?
F3 P1 F2 F1 106.6(16) 3_665 . . 2_655 ?
F3 P1 F2 F3 55.1(18) . . . 17 ?
F3 P1 F2 F3 -37(2) 16_545 . . 2_655 ?
F3 P1 F2 F3 85(3) 17 . . 2_655 ?
F3 P1 F2 F3 103.2(5) 18_655 . . 17 ?
F3 P1 F2 F3 139.8(13) . . . 2_655 ?
F3 P1 F2 F3 -121.3(8) 16_545 . . 17 ?
F3 P1 F2 F3 -172(3) 18_655 . . 2_655 ?
F3 P1 F2 F3 175.1(19) 3_665 . . 17 ?
F3 P1 F2 F3 -100.2(8) 3_665 . . 2_655 ?
F3 P1 F2 F3 -85(3) 2_655 . . 17 ?
F3 P1 F3 F1 76.9(19) 17 . . 2_655 ?
F3 P1 F3 F1 -50.0(10) 17 . . 18_655 ?
F3 P1 F3 F1 128.2(14) 3_665 . . 18_655 ?
F3 P1 F3 F1 -104.9(13) 3_665 . . 2_655 ?
F3 P1 F3 F1 96.3(13) 18_655 . . 18_655 ?
F3 P1 F3 F1 41.6(17) 2_655 . . 2_655 ?
F3 P1 F3 F1 -85.3(16) 2_655 . . 18_655 ?
F3 P1 F3 F1 -137(2) 18_655 . . 2_655 ?
F3 P1 F3 F2 135(2) 17 . . 3_665 ?
F3 P1 F3 F2 73.4(13) 3_665 . . 17 ?
F3 P1 F3 F2 100.0(15) 2_655 . . 3_665 ?
F3 P1 F3 F2 -78(2) 18_655 . . 3_665 ?
F3 P1 F3 F2 -140.1(10) 2_655 . . 17 ?
F3 P1 F3 F2 -104.7(12) 17 . . 17 ?
F3 P1 F3 F2 41.5(7) 18_655 . . 17 ?
F3 P1 F3 F2 -46.5(17) 3_665 . . 3_665 ?
F3 P1 F3 F3 31.9(17) 3_665 . . 18_655 ?
F3 P1 F3 F3 -146.3(17) 17 . . 18_655 ?
F3 P1 F3 F3 -35.3(19) 2_655 . . 17 ?
F3 P1 F3 F3 146.3(17) 18_655 . . 17 ?
F3 P1 F3 F3 178.2(8) 3_665 . . 17 ?
F3 P1 F3 F3 178.4(6) 2_655 . . 18_655 ?

_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 4.470
_oxdiff_exptl_absorpt_empirical_full_min 0.325
####################################################################### 
# 
# 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_x_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2240767'
loop_
_audit_author_name
_audit_author_address
'LeHui Liu'
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2023-02-09 deposited with the CCDC.	2023-03-29 downloaded from the CCDC.
;
_audit_creation_date             2022-10-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H7 N6, 2(C3 H6 N6), F6 P, H2 O'
_chemical_formula_sum            'C9 H21 F6 N18 O P'
_chemical_formula_weight         542.41
_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'
F F 0.0727 0.0534 '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                   12.9123(3)
_cell_length_b                   10.9021(2)
_cell_length_c                   15.2051(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.770(2)
_cell_angle_gamma                90
_cell_volume                     2078.92(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6623
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.0720
_cell_measurement_theta_min      5.1230
_shelx_estimated_absorpt_T_max   0.674
_shelx_estimated_absorpt_T_min   0.482
_exptl_absorpt_coefficient_mu    2.137
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44009
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0918
_diffrn_reflns_av_unetI/netI     0.0998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14828
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.167
_diffrn_reflns_theta_min         2.992
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00 -43.00   0.50    1.27    --  -46.63 -31.00   5.00  146
  2  ω    -25.00  25.00   0.50    1.27    --  -46.63  31.00 165.00  100
  3  ω     50.00 111.00   0.50    1.27    --   49.76  31.00 165.00  122
  4  ω    -16.00   9.00   0.50    1.27    --   49.76 -31.00   5.00   50
  5  ω   -175.00 -90.00   0.50    5.07    -- -105.55 -31.00   5.00  170
  6  ω     93.00 121.00   0.50    5.07    --  108.68  31.00 165.00   56
  7  ω    -14.00  29.00   0.50    1.27    --  -46.63  19.00 -60.00   86
  8  ω    -23.00  42.00   0.50    1.27    --   49.76 -38.00-150.00  130
  9  ω    -65.00 -33.00   0.50    5.07    -- -105.55 125.00-150.00   64
 10  ω    -67.00 -33.00   0.50    5.07    -- -105.55  61.00 150.00   68
 11  ω    -69.00 -44.00   0.50    5.07    -- -105.55  61.00   0.00   50
 12  ω    -70.00 -33.00   0.50    5.07    -- -105.55  61.00  30.00   74
 13  ω    -65.00 -34.00   0.50    5.07    -- -105.55  61.00 -60.00   62
 14  ω    -62.00 -36.00   0.50    5.07    -- -105.55  61.00 -30.00   52
 15  ω   -110.00 -81.00   0.50    5.07    -- -105.55 125.00-150.00   58
 16  ω    -63.00 -37.00   0.50    5.07    -- -105.55  61.00-120.00   52
 17  ω     40.00  65.00   0.50    5.07    --  108.68 -61.00 120.00   50
 18  ω     36.00  67.00   0.50    5.07    --  108.68 -61.00   0.00   62
 19  ω     64.00 105.00   0.50    5.07    --  108.68 -77.00  60.00   82
 20  ω     49.00  93.00   0.50    5.07    --  108.68 -77.00  30.00   88
 21  ω     36.00  85.00   0.50    5.07    --  108.68 -95.00-120.00   98
 22  ω     36.00  61.00   0.50    5.07    --  108.68 -61.00  90.00   50
 23  ω     36.00  61.00   0.50    5.07    --  108.68 -61.00 -90.00   50
 24  ω     44.00  74.00   0.50    5.07    --  108.68 -95.00  30.00   60
 25  ω     46.00 105.00   0.50    5.07    --  108.68 -77.00 -90.00  118
 26  ω     37.00  68.00   0.50    5.07    --  108.68 -61.00 150.00   62
 27  ω     37.00  67.00   0.50    5.07    --  108.68 -61.00  60.00   60
 28  ω     36.00  71.00   0.50    5.07    --  108.68 -61.00  30.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1208990000
_diffrn_orient_matrix_UB_12      0.0040353000
_diffrn_orient_matrix_UB_13      -0.0422133000
_diffrn_orient_matrix_UB_21      0.0211524000
_diffrn_orient_matrix_UB_22      0.0567497000
_diffrn_orient_matrix_UB_23      -0.0868065000
_diffrn_orient_matrix_UB_31      0.0055291000
_diffrn_orient_matrix_UB_32      -0.1294040000
_diffrn_orient_matrix_UB_33      -0.0394160000
_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                3389
_reflns_number_total             4266
_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.
;
_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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.878
_refine_diff_density_min         -1.081
_refine_diff_density_rms         0.205
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4266
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.1453
_refine_ls_R_factor_gt           0.0978
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.760
_refine_ls_shift/su_mean         0.020
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1833P)²+3.6393P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2683
_refine_ls_wR_factor_ref         0.2898
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9992(4)
 0.0008(4)
2. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
3. Restrained distances
 P1-F1 \\sim P1-F2 \\sim P1-F3 \\sim P1-F4 \\sim P1-F5 \\sim P1-F6
 with sigma of 0.02
 F1-F2 \\sim F3-F4 \\sim F5-F6
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
F1 \\sim F3 \\sim F2 \\sim F4 \\sim F5 \\sim F6: within 3.8A with sigma of 0.06
and sigma for terminal atoms of 0.12 within 3.8A
5.a Free rotating group:
 O2(H2C,H2D)
5.b Aromatic/amide H refined with riding coordinates:
 N16(H16)
5.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B), N3(H3A,H3B), N5(H5A,H5B), N7(H7A,H7B), N9(H9A,H9B), N11(H11A,
 H11B), N13(H13A,H13B), N15(H15A,H15B), N17(H17A,H17B)
;
_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
N1 N -0.2239(2) 0.3228(3) 0.6548(2) 0.0231(6) Uani 1 1 d . . . . .
N2 N 0.2038(2) 0.1075(3) 0.9197(3) 0.0363(8) Uani 1 1 d . . . . .
H2A H 0.211216 0.029116 0.920672 0.044 Uiso 1 1 calc R U . . .
H2B H 0.141112 0.139408 0.906302 0.044 Uiso 1 1 calc R U . . .
N3 N 0.5389(3) 0.1004(3) 0.4262(3) 0.0366(8) Uani 1 1 d . . . . .
H3A H 0.529208 0.022355 0.423389 0.044 Uiso 1 1 calc R U . . .
H3B H 0.602502 0.129859 0.439262 0.044 Uiso 1 1 calc R U . . .
N4 N 0.4619(2) 0.3281(3) 0.9774(2) 0.0231(6) Uani 1 1 d . . . . .
N5 N 0.5673(2) 0.1560(3) 0.9992(3) 0.0364(8) Uani 1 1 d . . . . .
H5A H 0.575392 0.077657 1.000646 0.044 Uiso 1 1 calc R U . . .
H5B H 0.622173 0.203233 1.011273 0.044 Uiso 1 1 calc R U . . .
N6 N 0.3572(2) 0.1254(2) 0.3900(2) 0.0235(6) Uani 1 1 d . . . . .
C1 C -0.1274(3) 0.3701(3) 0.6758(2) 0.0222(7) Uani 1 1 d . . . . .
C2 C 0.3617(3) 0.3707(3) 0.9556(2) 0.0213(7) Uani 1 1 d . . . . .
C3 C -0.0500(3) 0.1741(3) 0.6912(2) 0.0243(7) Uani 1 1 d . . . . .
N7 N 0.4056(3) 0.4900(3) 0.4033(3) 0.0364(8) Uani 1 1 d . . . . .
H7A H 0.469397 0.519015 0.417024 0.044 Uiso 1 1 calc R U . . .
H7B H 0.351905 0.539034 0.393067 0.044 Uiso 1 1 calc R U . . .
N8 N 0.2725(2) 0.3024(3) 0.9351(2) 0.0247(6) Uani 1 1 d . . . . .
N9 N -0.3250(2) 0.1486(3) 0.6350(2) 0.0317(7) Uani 1 1 d . . . . .
H9A H -0.380687 0.194528 0.623857 0.038 Uiso 1 1 calc R U . . .
H9B H -0.331683 0.070068 0.633859 0.038 Uiso 1 1 calc R U . . .
N10 N -0.1443(3) 0.1207(3) 0.6709(2) 0.0260(7) Uani 1 1 d . . . . .
N11 N -0.1127(2) 0.4899(3) 0.6798(2) 0.0313(7) Uani 1 1 d . . . . .
H11A H -0.166684 0.538488 0.668614 0.038 Uiso 1 1 calc R U . . .
H11B H -0.049094 0.519318 0.693572 0.038 Uiso 1 1 calc R U . . .
N12 N 0.3866(2) 0.1256(3) 0.9597(2) 0.0250(7) Uani 1 1 d . . . . .
C4 C 0.4688(3) 0.2046(3) 0.9779(2) 0.0221(7) Uani 1 1 d . . . . .
C5 C 0.3901(3) 0.3690(3) 0.3979(2) 0.0240(7) Uani 1 1 d . . . . .
C6 C 0.4544(3) 0.1766(3) 0.4101(2) 0.0231(7) Uani 1 1 d . . . . .
N13 N 0.3492(3) 0.4925(3) 0.9538(2) 0.0329(8) Uani 1 1 d . . . . .
H13A H 0.404155 0.539622 0.966272 0.039 Uiso 1 1 calc R U . . .
H13B H 0.286227 0.523667 0.940142 0.039 Uiso 1 1 calc R U . . .
N14 N 0.2878(2) 0.3304(3) 0.3768(2) 0.0241(7) Uani 1 1 d . . . . .
N15 N 0.1778(2) 0.1617(3) 0.3547(3) 0.0362(8) Uani 1 1 d . . . . .
H15A H 0.167928 0.083652 0.353130 0.043 Uiso 1 1 calc R U . . .
H15B H 0.124040 0.210612 0.343959 0.043 Uiso 1 1 calc R U . . .
N16 N -0.0383(2) 0.2981(3) 0.6947(2) 0.0253(7) Uani 1 1 d . . . . .
H16 H 0.024157 0.330581 0.708697 0.030 Uiso 1 1 calc R U . . .
N17 N 0.0383(3) 0.1081(3) 0.7091(2) 0.0371(8) Uani 1 1 d . . . . .
H17A H 0.034752 0.029328 0.707603 0.045 Uiso 1 1 calc R U . . .
H17B H 0.099445 0.143891 0.722312 0.045 Uiso 1 1 calc R U . . .
N18 N 0.4769(2) 0.2972(3) 0.4146(2) 0.0246(6) Uani 1 1 d . . . . .
C7 C 0.2903(3) 0.1803(3) 0.9392(2) 0.0236(7) Uani 1 1 d . . . . .
C8 C -0.2288(3) 0.1986(3) 0.6541(2) 0.0229(7) Uani 1 1 d . . . . .
C9 C 0.2776(3) 0.2073(3) 0.3741(2) 0.0232(7) Uani 1 1 d . . . . .
P1 P 0.37672(7) 0.25037(8) 0.67680(6) 0.0262(3) Uani 1 1 d D . . . .
F1 F 0.3738(3) 0.3651(3) 0.7402(3) 0.0755(11) Uani 1 1 d D U . A 1
F3 F 0.2823(3) 0.1904(3) 0.7117(3) 0.0695(10) Uani 1 1 d D U . B 1
F2 F 0.3765(4) 0.1361(3) 0.6139(3) 0.0843(12) Uani 1 1 d D U . C 1
F4 F 0.4697(3) 0.3097(3) 0.6418(3) 0.0892(13) Uani 1 1 d D U . D 1
F5 F 0.4586(3) 0.1843(4) 0.7559(3) 0.0910(14) Uani 1 1 d D U . E 1
F6 F 0.2943(3) 0.3196(4) 0.6002(3) 0.0891(13) Uani 1 1 d D U . F 1
O2 O 0.1500(5) 0.4132(6) 0.7462(4) 0.0902(15) Uiso 1 1 d G . . . .
H2C H 0.162114 0.366142 0.792173 0.010(8) Uiso 1 1 d G . . G 2
H2D H 0.189569 0.475187 0.763246 0.7(3) Uiso 1 1 d G . . H 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.316(4) . ?
N1 C8 1.355(5) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N2 C7 1.344(4) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
N3 C6 1.346(4) . ?
N4 C2 1.341(4) . ?
N4 C4 1.349(5) . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?
N5 C4 1.344(5) . ?
N6 C6 1.341(4) . ?
N6 C9 1.340(4) . ?
C1 N11 1.318(5) . ?
C1 N16 1.366(4) . ?
C2 N8 1.344(4) . ?
C2 N13 1.336(5) . ?
C3 N10 1.319(5) . ?
C3 N16 1.359(5) . ?
C3 N17 1.321(5) . ?
N7 H7A 0.8600 . ?
N7 H7B 0.8600 . ?
N7 C5 1.334(5) . ?
N8 C7 1.350(5) . ?
N9 H9A 0.8600 . ?
N9 H9B 0.8600 . ?
N9 C8 1.323(5) . ?
N10 C8 1.359(4) . ?
N11 H11A 0.8600 . ?
N11 H11B 0.8600 . ?
N12 C4 1.343(4) . ?
N12 C7 1.347(4) . ?
C5 N14 1.349(4) . ?
C5 N18 1.341(4) . ?
C6 N18 1.344(5) . ?
N13 H13A 0.8600 . ?
N13 H13B 0.8600 . ?
N14 C9 1.348(4) . ?
N15 H15A 0.8600 . ?
N15 H15B 0.8600 . ?
N15 C9 1.346(5) . ?
N16 H16 0.8600 . ?
N17 H17A 0.8600 . ?
N17 H17B 0.8600 . ?
P1 F1 1.585(3) . ?
P1 F3 1.582(3) . ?
P1 F2 1.570(3) . ?
P1 F4 1.565(3) . ?
P1 F5 1.575(3) . ?
P1 F6 1.571(3) . ?
O2 H2C 0.8502 . ?
O2 H2D 0.8497 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C8 115.7(3) . . ?
H2A N2 H2B 120.0 . . ?
C7 N2 H2A 120.0 . . ?
C7 N2 H2B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
C6 N3 H3A 120.0 . . ?
C6 N3 H3B 120.0 . . ?
C2 N4 C4 113.9(3) . . ?
H5A N5 H5B 120.0 . . ?
C4 N5 H5A 120.0 . . ?
C4 N5 H5B 120.0 . . ?
C9 N6 C6 113.6(3) . . ?
N1 C1 N11 121.2(3) . . ?
N1 C1 N16 121.8(3) . . ?
N11 C1 N16 117.0(3) . . ?
N4 C2 N8 126.0(3) . . ?
N13 C2 N4 117.0(3) . . ?
N13 C2 N8 117.0(3) . . ?
N10 C3 N16 122.4(3) . . ?
N10 C3 N17 120.8(3) . . ?
N17 C3 N16 116.8(3) . . ?
H7A N7 H7B 120.0 . . ?
C5 N7 H7A 120.0 . . ?
C5 N7 H7B 120.0 . . ?
C2 N8 C7 114.2(3) . . ?
H9A N9 H9B 120.0 . . ?
C8 N9 H9A 120.0 . . ?
C8 N9 H9B 120.0 . . ?
C3 N10 C8 115.1(3) . . ?
C1 N11 H11A 120.0 . . ?
C1 N11 H11B 120.0 . . ?
H11A N11 H11B 120.0 . . ?
C4 N12 C7 113.9(3) . . ?
N5 C4 N4 116.8(3) . . ?
N12 C4 N4 126.2(3) . . ?
N12 C4 N5 116.9(3) . . ?
N7 C5 N14 116.6(3) . . ?
N7 C5 N18 117.3(3) . . ?
N18 C5 N14 126.1(3) . . ?
N6 C6 N3 117.3(3) . . ?
N6 C6 N18 126.7(3) . . ?
N18 C6 N3 116.0(3) . . ?
C2 N13 H13A 120.0 . . ?
C2 N13 H13B 120.0 . . ?
H13A N13 H13B 120.0 . . ?
C9 N14 C5 113.7(3) . . ?
H15A N15 H15B 120.0 . . ?
C9 N15 H15A 120.0 . . ?
C9 N15 H15B 120.0 . . ?
C1 N16 H16 120.6 . . ?
C3 N16 C1 118.9(3) . . ?
C3 N16 H16 120.5 . . ?
C3 N17 H17A 120.0 . . ?
C3 N17 H17B 120.0 . . ?
H17A N17 H17B 120.0 . . ?
C5 N18 C6 113.6(3) . . ?
N2 C7 N8 116.7(3) . . ?
N2 C7 N12 117.6(3) . . ?
N12 C7 N8 125.7(3) . . ?
N1 C8 N10 126.1(3) . . ?
N9 C8 N1 117.0(3) . . ?
N9 C8 N10 116.9(3) . . ?
N6 C9 N14 126.3(3) . . ?
N6 C9 N15 116.5(3) . . ?
N15 C9 N14 117.2(3) . . ?
F3 P1 F1 89.45(19) . . ?
F2 P1 F1 178.5(2) . . ?
F2 P1 F3 89.2(2) . . ?
F2 P1 F5 90.4(2) . . ?
F2 P1 F6 91.5(2) . . ?
F4 P1 F1 90.7(2) . . ?
F4 P1 F3 179.7(2) . . ?
F4 P1 F2 90.6(2) . . ?
F4 P1 F5 91.1(2) . . ?
F4 P1 F6 89.3(2) . . ?
F5 P1 F1 90.3(2) . . ?
F5 P1 F3 89.2(2) . . ?
F6 P1 F1 87.8(2) . . ?
F6 P1 F3 90.4(2) . . ?
F6 P1 F5 178.1(3) . . ?
H2C O2 H2D 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
N1 C1 N16 C3 0.5(5) . . . . ?
N3 C6 N18 C5 179.9(3) . . . . ?
N4 C2 N8 C7 1.0(5) . . . . ?
N6 C6 N18 C5 1.0(5) . . . . ?
C1 N1 C8 N9 178.7(3) . . . . ?
C1 N1 C8 N10 -1.5(5) . . . . ?
C2 N4 C4 N5 179.9(3) . . . . ?
C2 N4 C4 N12 -0.6(5) . . . . ?
C2 N8 C7 N2 179.7(3) . . . . ?
C2 N8 C7 N12 -1.2(5) . . . . ?
C3 N10 C8 N1 1.4(5) . . . . ?
C3 N10 C8 N9 -178.8(3) . . . . ?
N7 C5 N14 C9 -178.9(3) . . . . ?
N7 C5 N18 C6 178.4(3) . . . . ?
N10 C3 N16 C1 -0.6(5) . . . . ?
N11 C1 N16 C3 -179.9(3) . . . . ?
C4 N4 C2 N8 -0.1(5) . . . . ?
C4 N4 C2 N13 -179.9(3) . . . . ?
C4 N12 C7 N2 179.7(3) . . . . ?
C4 N12 C7 N8 0.6(5) . . . . ?
C5 N14 C9 N6 0.1(5) . . . . ?
C5 N14 C9 N15 179.1(3) . . . . ?
C6 N6 C9 N14 -0.2(5) . . . . ?
C6 N6 C9 N15 -179.1(3) . . . . ?
N13 C2 N8 C7 -179.3(3) . . . . ?
N14 C5 N18 C6 -1.0(5) . . . . ?
N16 C3 N10 C8 -0.2(5) . . . . ?
N17 C3 N10 C8 179.9(3) . . . . ?
N17 C3 N16 C1 179.3(3) . . . . ?
N18 C5 N14 C9 0.6(5) . . . . ?
C7 N12 C4 N4 0.3(5) . . . . ?
C7 N12 C4 N5 179.8(3) . . . . ?
C8 N1 C1 N11 -179.1(3) . . . . ?
C8 N1 C1 N16 0.5(5) . . . . ?
C9 N6 C6 N3 -179.4(3) . . . . ?
C9 N6 C6 N18 -0.4(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.783
_oxdiff_exptl_absorpt_empirical_full_min 0.597
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9992(4)
2 0.0008(4)

