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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 2374701'
loop_
_audit_author_name
_audit_author_address
'Masato Ohashi'
;Osaka Metropolitan University
Japan
;
_audit_update_record             
;
2024-07-31 deposited with the CCDC.	2024-11-05 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         'C19 H6 F12 N4'
_chemical_formula_sum            'C19 H6 F12 N4'
_chemical_formula_weight         518.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.2148(2)
_cell_length_b                   10.0468(3)
_cell_length_c                   11.6137(3)
_cell_angle_alpha                90.297(2)
_cell_angle_beta                 102.341(2)
_cell_angle_gamma                93.315(2)
_cell_volume                     934.64(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.01(10)
_cell_measurement_reflns_used    5351
_cell_measurement_theta_min      3.9200
_cell_measurement_theta_max      72.9520

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.842
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    1.793
_shelx_estimated_absorpt_T_min   0.565
_shelx_estimated_absorpt_T_max   0.663
_exptl_absorpt_correction_T_min  0.89109
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.721
_oxdiff_exptl_absorpt_empirical_full_max 1.416
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.01(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            8364
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.897
_diffrn_reflns_theta_max         73.213
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3593
_reflns_number_gt                3331
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_structure_solution    'SIR2019 Version 19.03 (Burla, et al., 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018) and modified'
_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)+(0.0428P)²+0.3971P] 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_number_reflns         3593
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0822
_refine_ls_wR_factor_gt          0.0806
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
F8A F 0.55216(11) 1.22167(9) 1.11182(7) 0.02423(19) Uani 1 1 d . . . . .
F8B F 0.60953(13) 1.10865(8) 0.97024(8) 0.0297(2) Uani 1 1 d . . . . .
F8C F 0.80729(11) 1.19762(9) 1.10460(8) 0.0276(2) Uani 1 1 d . . . . .
F10A F 0.98470(10) 1.68789(8) 1.06239(7) 0.02197(19) Uani 1 1 d . . . . .
F10B F 0.74797(10) 1.74914(8) 1.08858(7) 0.02117(19) Uani 1 1 d . . . . .
F10C F 0.82798(11) 1.79870(8) 0.92836(7) 0.0239(2) Uani 1 1 d . . . . .
F17A F -0.24015(11) 1.34749(9) 0.52354(8) 0.0264(2) Uani 1 1 d . . . . .
F17B F -0.36324(10) 1.26094(9) 0.35531(7) 0.02252(19) Uani 1 1 d . . . . .
F17C F -0.32037(10) 1.13873(9) 0.50863(7) 0.02307(19) Uani 1 1 d . . . . .
F19A F 0.00070(11) 0.97068(8) 0.14312(7) 0.02116(19) Uani 1 1 d . . . . .
F19B F 0.04408(11) 0.84207(8) 0.29292(7) 0.02087(18) Uani 1 1 d . . . . .
F19C F 0.25143(10) 0.94684(8) 0.23971(8) 0.0243(2) Uani 1 1 d . . . . .
N1 N 0.52308(14) 1.44882(11) 0.65944(10) 0.0150(2) Uani 1 1 d . . . . .
H1A H 0.561455 1.508646 0.615255 0.018 Uiso 1 1 calc R U . . .
N2 N 0.35196(14) 1.35000(11) 0.49434(10) 0.0148(2) Uani 1 1 d . . . . .
N3 N 0.84905(18) 1.48189(13) 1.24785(11) 0.0271(3) Uani 1 1 d . . . . .
N4 N -0.33523(16) 0.93840(12) 0.28162(11) 0.0227(3) Uani 1 1 d . . . . .
C1 C 0.39778(16) 1.36092(13) 0.60695(12) 0.0146(3) Uani 1 1 d . . . . .
H1 H 0.342328 1.305897 0.654688 0.018 Uiso 1 1 calc R U . . .
C2 C 0.59444(16) 1.44979(13) 0.77926(11) 0.0144(3) Uani 1 1 d . . . . .
C3 C 0.59042(16) 1.33554(13) 0.84743(12) 0.0149(3) Uani 1 1 d . . . . .
H3 H 0.540949 1.253619 0.811433 0.018 Uiso 1 1 calc R U . . .
C4 C 0.65849(16) 1.34202(13) 0.96717(12) 0.0156(3) Uani 1 1 d . . . . .
C5 C 0.73307(16) 1.46184(13) 1.02237(12) 0.0155(3) Uani 1 1 d . . . . .
C6 C 0.74263(16) 1.57390(13) 0.95178(12) 0.0152(3) Uani 1 1 d . . . . .
C7 C 0.67553(16) 1.56779(13) 0.83226(12) 0.0153(3) Uani 1 1 d . . . . .
H7 H 0.684478 1.644221 0.785681 0.018 Uiso 1 1 calc R U . . .
C8 C 0.65637(17) 1.21631(14) 1.03798(12) 0.0181(3) Uani 1 1 d . . . . .
C9 C 0.79873(17) 1.47097(14) 1.14814(13) 0.0190(3) Uani 1 1 d . . . . .
C10 C 0.82559(17) 1.70341(14) 1.00751(12) 0.0170(3) Uani 1 1 d . . . . .
C11 C 0.20843(16) 1.26544(13) 0.45052(11) 0.0144(3) Uani 1 1 d . . . . .
C12 C 0.05510(17) 1.28989(13) 0.47677(11) 0.0154(3) Uani 1 1 d . . . . .
H12 H 0.046517 1.363263 0.526609 0.018 Uiso 1 1 calc R U . . .
C13 C -0.08524(17) 1.20737(13) 0.43031(11) 0.0151(3) Uani 1 1 d . . . . .
C14 C -0.07419(16) 1.09725(13) 0.35802(11) 0.0149(3) Uani 1 1 d . . . . .
C15 C 0.08035(17) 1.07474(13) 0.33093(11) 0.0150(3) Uani 1 1 d . . . . .
C16 C 0.21985(17) 1.15850(13) 0.37539(11) 0.0157(3) Uani 1 1 d . . . . .
H16 H 0.323283 1.143394 0.354908 0.019 Uiso 1 1 calc R U . . .
C17 C -0.25215(17) 1.23878(14) 0.45484(12) 0.0178(3) Uani 1 1 d . . . . .
C18 C -0.21931(17) 1.00925(13) 0.31406(12) 0.0170(3) Uani 1 1 d . . . . .
C19 C 0.09509(17) 0.95827(13) 0.25136(12) 0.0169(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F8A C8 1.3378(16) . ?
F8B C8 1.3232(16) . ?
F8C C8 1.3377(17) . ?
F10A C10 1.3444(16) . ?
F10B C10 1.3379(16) . ?
F10C C10 1.3329(16) . ?
F17A C17 1.3356(16) . ?
F17B C17 1.3393(16) . ?
F17C C17 1.3438(16) . ?
F19A C19 1.3390(16) . ?
F19B C19 1.3443(16) . ?
F19C C19 1.3312(16) . ?
N1 C1 1.3535(17) . ?
N1 C2 1.3895(17) . ?
N1 H1A 0.8800 . ?
N2 C1 1.2836(18) . ?
N2 C11 1.4121(17) . ?
N3 C9 1.146(2) . ?
N4 C18 1.1494(19) . ?
C1 H1 0.9500 . ?
C2 C7 1.3978(18) . ?
C2 C3 1.4005(19) . ?
C3 C4 1.3832(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.4051(19) . ?
C4 C8 1.5120(18) . ?
C5 C6 1.4045(19) . ?
C5 C9 1.4453(19) . ?
C6 C7 1.3794(19) . ?
C6 C10 1.5088(18) . ?
C7 H7 0.9500 . ?
C11 C12 1.3925(19) . ?
C11 C16 1.4005(19) . ?
C12 C13 1.3879(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.4041(18) . ?
C13 C17 1.5090(19) . ?
C14 C15 1.4018(19) . ?
C14 C18 1.4411(19) . ?
C15 C16 1.3853(19) . ?
C15 C19 1.5136(18) . ?
C16 H16 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 123.60(11) . . ?
C1 N1 H1A 118.2 . . ?
C2 N1 H1A 118.2 . . ?
C1 N2 C11 116.19(11) . . ?
N2 C1 N1 121.69(12) . . ?
N2 C1 H1 119.2 . . ?
N1 C1 H1 119.2 . . ?
N1 C2 C7 118.75(12) . . ?
N1 C2 C3 121.92(12) . . ?
C7 C2 C3 119.32(12) . . ?
C4 C3 C2 119.99(12) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 121.09(12) . . ?
C3 C4 C8 118.83(12) . . ?
C5 C4 C8 120.06(12) . . ?
C6 C5 C4 118.13(12) . . ?
C6 C5 C9 120.34(12) . . ?
C4 C5 C9 121.53(12) . . ?
C7 C6 C5 120.95(12) . . ?
C7 C6 C10 119.42(12) . . ?
C5 C6 C10 119.63(12) . . ?
C6 C7 C2 120.39(12) . . ?
C6 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
F8B C8 F8C 107.55(11) . . ?
F8B C8 F8A 107.23(11) . . ?
F8C C8 F8A 106.43(11) . . ?
F8B C8 C4 112.35(11) . . ?
F8C C8 C4 111.25(11) . . ?
F8A C8 C4 111.73(11) . . ?
N3 C9 C5 177.98(16) . . ?
F10C C10 F10B 107.46(11) . . ?
F10C C10 F10A 107.26(11) . . ?
F10B C10 F10A 106.88(11) . . ?
F10C C10 C6 112.17(11) . . ?
F10B C10 C6 111.68(11) . . ?
F10A C10 C6 111.12(11) . . ?
C12 C11 C16 119.69(12) . . ?
C12 C11 N2 121.18(12) . . ?
C16 C11 N2 119.08(12) . . ?
C13 C12 C11 120.19(12) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 120.63(12) . . ?
C12 C13 C17 119.61(12) . . ?
C14 C13 C17 119.73(12) . . ?
C15 C14 C13 118.63(12) . . ?
C15 C14 C18 121.22(12) . . ?
C13 C14 C18 120.15(12) . . ?
C16 C15 C14 120.79(12) . . ?
C16 C15 C19 119.46(12) . . ?
C14 C15 C19 119.74(12) . . ?
C15 C16 C11 120.02(12) . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
F17A C17 F17B 107.14(11) . . ?
F17A C17 F17C 107.20(11) . . ?
F17B C17 F17C 106.25(11) . . ?
F17A C17 C13 111.74(11) . . ?
F17B C17 C13 111.63(11) . . ?
F17C C17 C13 112.54(11) . . ?
N4 C18 C14 178.43(15) . . ?
F19C C19 F19A 107.39(11) . . ?
F19C C19 F19B 107.25(11) . . ?
F19A C19 F19B 106.70(10) . . ?
F19C C19 C15 112.11(11) . . ?
F19A C19 C15 111.44(11) . . ?
F19B C19 C15 111.67(11) . . ?

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
C11 N2 C1 N1 -173.35(12) . . . . ?
C2 N1 C1 N2 -169.44(12) . . . . ?
C1 N1 C2 C7 -156.91(12) . . . . ?
C1 N1 C2 C3 24.5(2) . . . . ?
N1 C2 C3 C4 -178.00(12) . . . . ?
C7 C2 C3 C4 3.41(19) . . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
C2 C3 C4 C8 -178.43(12) . . . . ?
C3 C4 C5 C6 -2.5(2) . . . . ?
C8 C4 C5 C6 175.62(12) . . . . ?
C3 C4 C5 C9 177.55(13) . . . . ?
C8 C4 C5 C9 -4.3(2) . . . . ?
C4 C5 C6 C7 2.2(2) . . . . ?
C9 C5 C6 C7 -177.82(13) . . . . ?
C4 C5 C6 C10 -178.53(12) . . . . ?
C9 C5 C6 C10 1.44(19) . . . . ?
C5 C6 C7 C2 0.9(2) . . . . ?
C10 C6 C7 C2 -178.40(12) . . . . ?
N1 C2 C7 C6 177.67(12) . . . . ?
C3 C2 C7 C6 -3.7(2) . . . . ?
C3 C4 C8 F8B 9.56(18) . . . . ?
C5 C4 C8 F8B -168.58(12) . . . . ?
C3 C4 C8 F8C 130.20(13) . . . . ?
C5 C4 C8 F8C -47.94(17) . . . . ?
C3 C4 C8 F8A -111.00(14) . . . . ?
C5 C4 C8 F8A 70.85(16) . . . . ?
C7 C6 C10 F10C -2.28(18) . . . . ?
C5 C6 C10 F10C 178.45(12) . . . . ?
C7 C6 C10 F10B 118.43(13) . . . . ?
C5 C6 C10 F10B -60.84(16) . . . . ?
C7 C6 C10 F10A -122.33(13) . . . . ?
C5 C6 C10 F10A 58.40(16) . . . . ?
C1 N2 C11 C12 59.89(17) . . . . ?
C1 N2 C11 C16 -122.80(13) . . . . ?
C16 C11 C12 C13 1.08(19) . . . . ?
N2 C11 C12 C13 178.38(12) . . . . ?
C11 C12 C13 C14 1.02(19) . . . . ?
C11 C12 C13 C17 -177.14(12) . . . . ?
C12 C13 C14 C15 -1.87(19) . . . . ?
C17 C13 C14 C15 176.30(12) . . . . ?
C12 C13 C14 C18 177.56(12) . . . . ?
C17 C13 C14 C18 -4.27(19) . . . . ?
C13 C14 C15 C16 0.62(19) . . . . ?
C18 C14 C15 C16 -178.80(12) . . . . ?
C13 C14 C15 C19 -178.86(11) . . . . ?
C18 C14 C15 C19 1.71(19) . . . . ?
C14 C15 C16 C11 1.46(19) . . . . ?
C19 C15 C16 C11 -179.05(12) . . . . ?
C12 C11 C16 C15 -2.32(19) . . . . ?
N2 C11 C16 C15 -179.67(11) . . . . ?
C12 C13 C17 F17A -0.92(18) . . . . ?
C14 C13 C17 F17A -179.10(11) . . . . ?
C12 C13 C17 F17B 119.04(13) . . . . ?
C14 C13 C17 F17B -59.15(16) . . . . ?
C12 C13 C17 F17C -121.59(13) . . . . ?
C14 C13 C17 F17C 60.23(16) . . . . ?
C16 C15 C19 F19C 3.89(17) . . . . ?
C14 C15 C19 F19C -176.62(11) . . . . ?
C16 C15 C19 F19A -116.51(13) . . . . ?
C14 C15 C19 F19A 62.98(16) . . . . ?
C16 C15 C19 F19B 124.27(13) . . . . ?
C14 C15 C19 F19B -56.24(16) . . . . ?

_refine_diff_density_max         0.304
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.054



####################################################################### 
# 
# 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_shelxl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2374702'
loop_
_audit_author_name
_audit_author_address
'Masato Ohashi'
;Osaka Metropolitan University
Japan
;
_audit_update_record             
;
2024-07-31 deposited with the CCDC.	2024-11-05 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         'C54 H46 F24 N8 Na2 O6'
_chemical_formula_sum            'C54 H46 F24 N8 Na2 O6'
_chemical_formula_weight         1404.97

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.1787(12)
_cell_length_b                   11.7677(17)
_cell_length_c                   14.651(2)
_cell_angle_alpha                73.314(5)
_cell_angle_beta                 73.689(5)
_cell_angle_gamma                72.357(5)
_cell_volume                     1565.4(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8575
_cell_measurement_theta_min      3.14
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_F_000             712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.158
_shelx_estimated_absorpt_T_min   0.940
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.7446
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
;
Higashi, T. (1999). Abscor - Empirical Absorption Correction based on
Fourier Series Approximation. Rigaku Corporation, Tokyo, Japan.
;
_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  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.00
_diffrn_reflns_number            15249
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.134
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             7096
_reflns_number_gt                3906
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR2019 Version 19.03 (Burla, et al., 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018) and modified'
_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)+(0.0591P)²+0.7087P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7096
_refine_ls_number_parameters     432
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1204
_refine_ls_R_factor_gt           0.0587
_refine_ls_wR_factor_ref         0.1570
_refine_ls_wR_factor_gt          0.1313
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
Na Na 0.44897(10) 0.36082(9) 0.53636(7) 0.0487(3) Uani 1 1 d . . . . .
F1 F 1.1474(2) -0.0052(2) 0.24546(19) 0.1128(8) Uani 1 1 d . . . . .
F2 F 1.0198(3) -0.0844(3) 0.2069(2) 0.1352(10) Uani 1 1 d . . . . .
F3 F 1.0038(3) 0.1047(3) 0.15835(19) 0.1561(14) Uani 1 1 d . . . . .
F4 F 0.7824(2) -0.23700(17) 0.56752(17) 0.0963(7) Uani 1 1 d . . . . .
F5 F 0.9123(2) -0.16766(19) 0.61743(16) 0.0991(7) Uani 1 1 d . . . . .
F6 F 0.6887(3) -0.10351(19) 0.65259(15) 0.1065(8) Uani 1 1 d . . . . .
F7 F 0.3047(2) 0.81992(16) 0.08742(15) 0.0853(6) Uani 1 1 d . . . . .
F8 F 0.1393(2) 0.79817(17) 0.03755(16) 0.0905(7) Uani 1 1 d . . . . .
F9 F 0.3458(2) 0.78007(17) -0.05260(14) 0.0947(7) Uani 1 1 d . . . . .
F10 F 0.3594(2) 0.3222(2) -0.04569(16) 0.0976(7) Uani 1 1 d . . . . .
F11 F 0.3164(3) 0.21064(19) 0.09562(18) 0.1100(8) Uani 1 1 d . . . . .
F12 F 0.1533(2) 0.3507(2) 0.03825(18) 0.1008(7) Uani 1 1 d . . . . .
N1 N 0.5789(2) 0.26072(18) 0.39624(15) 0.0433(5) Uani 1 1 d . . . . .
N2 N 0.4502(2) 0.41808(18) 0.29520(15) 0.0447(5) Uani 1 1 d . . . . .
N3 N 1.1165(3) -0.2494(3) 0.4207(3) 0.0885(10) Uani 1 1 d . . . . .
N4 N 0.1991(3) 0.6158(3) -0.1200(2) 0.0824(9) Uani 1 1 d . . . . .
C1 C 0.5382(2) 0.3100(2) 0.31244(18) 0.0412(6) Uani 1 1 d . . . . .
H1 H 0.573329 0.266428 0.263341 0.049 Uiso 1 1 calc R U . . .
C2 C 0.6904(3) 0.1581(2) 0.39780(18) 0.0416(6) Uani 1 1 d . . . . .
C3 C 0.8007(3) 0.1390(2) 0.3174(2) 0.0482(6) Uani 1 1 d . . . . .
H3 H 0.801647 0.198201 0.259524 0.058 Uiso 1 1 calc R U . . .
C4 C 0.9083(3) 0.0338(2) 0.3224(2) 0.0519(7) Uani 1 1 d . . . . .
C5 C 0.9116(3) -0.0561(2) 0.4094(2) 0.0496(7) Uani 1 1 d . . . . .
C6 C 0.8019(3) -0.0372(2) 0.4905(2) 0.0480(6) Uani 1 1 d . . . . .
C7 C 0.6958(3) 0.0682(2) 0.48449(19) 0.0460(6) Uani 1 1 d . . . . .
H7 H 0.625435 0.080253 0.539641 0.055 Uiso 1 1 calc R U . . .
C8 C 1.0256(3) -0.1644(3) 0.4159(2) 0.0628(8) Uani 1 1 d . . . . .
C9 C 1.0196(3) 0.0153(3) 0.2328(3) 0.0769(10) Uani 1 1 d . . . . .
C10 C 0.7960(4) -0.1347(3) 0.5825(3) 0.0677(9) Uani 1 1 d . . . . .
C11 C 0.3969(2) 0.4527(2) 0.21118(17) 0.0410(6) Uani 1 1 d . . . . .
C12 C 0.3618(3) 0.5780(2) 0.16789(19) 0.0450(6) Uani 1 1 d . . . . .
H12 H 0.374175 0.634113 0.196426 0.054 Uiso 1 1 calc R U . . .
C13 C 0.3094(2) 0.6194(2) 0.08397(18) 0.0441(6) Uani 1 1 d . . . . .
C14 C 0.2874(2) 0.5376(2) 0.04093(18) 0.0445(6) Uani 1 1 d . . . . .
C15 C 0.3165(3) 0.4130(2) 0.08577(18) 0.0448(6) Uani 1 1 d . . . . .
C16 C 0.3695(2) 0.3728(2) 0.16962(18) 0.0440(6) Uani 1 1 d . . . . .
H16 H 0.387228 0.289903 0.198907 0.053 Uiso 1 1 calc R U . . .
C17 C 0.2365(3) 0.5808(3) -0.0486(2) 0.0576(7) Uani 1 1 d . . . . .
C18 C 0.2750(3) 0.7543(3) 0.0395(2) 0.0609(8) Uani 1 1 d . . . . .
C19 C 0.2861(3) 0.3235(3) 0.0446(2) 0.0619(8) Uani 1 1 d . . . . .
O1 O 0.2257(2) 0.4306(2) 0.62780(18) 0.0784(7) Uani 1 1 d . . . . .
O2 O 0.4542(2) 0.17949(18) 0.66672(15) 0.0628(5) Uani 1 1 d . . . . .
O3 O 0.6033(2) 0.4368(2) 0.57706(17) 0.0541(5) Uani 1 1 d . . . . .
H1A H 0.414(4) 0.529(3) 0.378(3) 0.084(13) Uiso 1 1 d . . . . .
H1B H 0.321(4) 0.597(3) 0.428(2) 0.073(12) Uiso 1 1 d . . . . .
C20 C 0.0969(4) 0.4433(5) 0.6052(4) 0.1137(16) Uani 1 1 d . . . . .
H20A H 0.096333 0.369756 0.587951 0.136 Uiso 1 1 calc R U . . .
H20B H 0.080767 0.511792 0.550555 0.136 Uiso 1 1 calc R U . . .
C21 C -0.0116(4) 0.4639(5) 0.6914(4) 0.1311(19) Uani 1 1 d . . . . .
H21A H -0.092882 0.526910 0.673488 0.157 Uiso 1 1 calc R U . . .
H21B H -0.041694 0.389429 0.726272 0.157 Uiso 1 1 calc R U . . .
C22 C 0.0504(5) 0.5018(7) 0.7507(5) 0.162(3) Uani 1 1 d . . . . .
H22A H 0.043535 0.448699 0.815294 0.195 Uiso 1 1 calc R U . . .
H22B H 0.002819 0.585022 0.756952 0.195 Uiso 1 1 calc R U . . .
C23 C 0.1975(4) 0.4938(5) 0.7014(4) 0.1226(18) Uani 1 1 d . . . . .
H23A H 0.213784 0.574947 0.673571 0.147 Uiso 1 1 calc R U . . .
H23B H 0.258555 0.450452 0.747112 0.147 Uiso 1 1 calc R U . . .
C24 C 0.3472(4) 0.1149(4) 0.6972(3) 0.0930(12) Uani 1 1 d . . . . .
H24A H 0.369996 0.052243 0.660445 0.112 Uiso 1 1 calc R U . . .
H24B H 0.257639 0.170215 0.686623 0.112 Uiso 1 1 calc R U . . .
C25 C 0.3387(7) 0.0600(7) 0.7994(4) 0.176(3) Uani 1 1 d . . . . .
H25A H 0.248026 0.095688 0.836755 0.211 Uiso 1 1 calc R U . . .
H25B H 0.347737 -0.027122 0.810790 0.211 Uiso 1 1 calc R U . . .
C26 C 0.4486(7) 0.0806(5) 0.8293(3) 0.1253(18) Uani 1 1 d . . . . .
H26A H 0.521279 0.005747 0.840470 0.150 Uiso 1 1 calc R U . . .
H26B H 0.412511 0.110757 0.888828 0.150 Uiso 1 1 calc R U . . .
C27 C 0.5049(4) 0.1724(4) 0.7489(3) 0.0879(11) Uani 1 1 d . . . . .
H27A H 0.474202 0.251179 0.766525 0.105 Uiso 1 1 calc R U . . .
H27B H 0.607189 0.148979 0.734661 0.105 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
Na O3 2.304(2) . ?
Na O1 2.329(2) . ?
Na O2 2.419(2) . ?
Na O3 2.484(2) 2_666 ?
Na N1 2.504(2) . ?
Na Na 3.519(2) 2_666 ?
Na H1A 2.62(4) . ?
F1 C9 1.306(4) . ?
F2 C9 1.331(4) . ?
F3 C9 1.288(4) . ?
F4 C10 1.337(4) . ?
F5 C10 1.327(4) . ?
F6 C10 1.314(4) . ?
F7 C18 1.323(4) . ?
F8 C18 1.325(3) . ?
F9 C18 1.336(3) . ?
F10 C19 1.326(4) . ?
F11 C19 1.314(3) . ?
F12 C19 1.315(3) . ?
N1 C1 1.321(3) . ?
N1 C2 1.384(3) . ?
N2 C1 1.317(3) . ?
N2 C11 1.389(3) . ?
N3 C8 1.139(3) . ?
N4 C17 1.136(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.398(3) . ?
C2 C7 1.403(3) . ?
C3 C4 1.382(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.405(4) . ?
C4 C9 1.494(4) . ?
C5 C6 1.401(4) . ?
C5 C8 1.441(4) . ?
C6 C7 1.375(3) . ?
C6 C10 1.499(4) . ?
C7 H7 0.9300 . ?
C11 C16 1.384(4) . ?
C11 C12 1.405(3) . ?
C12 C13 1.379(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.390(4) . ?
C13 C18 1.505(4) . ?
C14 C15 1.401(4) . ?
C14 C17 1.445(4) . ?
C15 C16 1.381(3) . ?
C15 C19 1.496(4) . ?
C16 H16 0.9300 . ?
O1 C20 1.396(4) . ?
O1 C23 1.397(4) . ?
O2 C27 1.410(4) . ?
O2 C24 1.413(4) . ?
O3 H1A 0.82(4) 2_666 ?
O3 H1B 0.74(4) 2_666 ?
C20 C21 1.450(6) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.433(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.456(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.440(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.415(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.464(6) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?

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
O3 Na O1 106.97(9) . . ?
O3 Na O2 97.33(8) . . ?
O1 Na O2 83.91(9) . . ?
O3 Na O3 85.47(8) . 2_666 ?
O1 Na O3 84.53(9) . 2_666 ?
O2 Na O3 168.43(9) . 2_666 ?
O3 Na N1 108.36(9) . . ?
O1 Na N1 143.89(9) . . ?
O2 Na N1 98.74(8) . . ?
O3 Na N1 90.96(8) 2_666 . ?
O3 Na Na 44.73(6) . 2_666 ?
O1 Na Na 97.11(7) . 2_666 ?
O2 Na Na 140.82(7) . 2_666 ?
O3 Na Na 40.74(5) 2_666 2_666 ?
N1 Na Na 102.60(7) . 2_666 ?
O3 Na H1A 96.3(8) . . ?
O1 Na H1A 95.3(8) . . ?
O2 Na H1A 165.9(8) . . ?
O3 Na H1A 18.2(8) 2_666 . ?
N1 Na H1A 73.7(9) . . ?
Na Na H1A 53.2(8) 2_666 . ?
C1 N1 C2 116.4(2) . . ?
C1 N1 Na 117.46(15) . . ?
C2 N1 Na 126.18(16) . . ?
C1 N2 C11 118.2(2) . . ?
N2 C1 N1 123.1(2) . . ?
N2 C1 H1 118.5 . . ?
N1 C1 H1 118.5 . . ?
N1 C2 C3 123.5(2) . . ?
N1 C2 C7 119.1(2) . . ?
C3 C2 C7 117.4(2) . . ?
C4 C3 C2 121.2(2) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 120.8(2) . . ?
C3 C4 C9 118.9(3) . . ?
C5 C4 C9 120.3(2) . . ?
C6 C5 C4 118.3(2) . . ?
C6 C5 C8 120.7(3) . . ?
C4 C5 C8 121.0(3) . . ?
C7 C6 C5 120.2(2) . . ?
C7 C6 C10 119.7(3) . . ?
C5 C6 C10 120.0(2) . . ?
C6 C7 C2 122.0(2) . . ?
C6 C7 H7 119.0 . . ?
C2 C7 H7 119.0 . . ?
N3 C8 C5 179.5(3) . . ?
F3 C9 F1 107.8(3) . . ?
F3 C9 F2 106.8(4) . . ?
F1 C9 F2 104.0(3) . . ?
F3 C9 C4 113.8(3) . . ?
F1 C9 C4 113.3(3) . . ?
F2 C9 C4 110.5(3) . . ?
F6 C10 F5 107.6(3) . . ?
F6 C10 F4 106.0(3) . . ?
F5 C10 F4 105.3(2) . . ?
F6 C10 C6 113.2(2) . . ?
F5 C10 C6 113.1(3) . . ?
F4 C10 C6 111.1(3) . . ?
C16 C11 N2 124.5(2) . . ?
C16 C11 C12 117.5(2) . . ?
N2 C11 C12 117.9(2) . . ?
C13 C12 C11 121.3(2) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 120.5(2) . . ?
C12 C13 C18 119.4(3) . . ?
C14 C13 C18 120.1(2) . . ?
C13 C14 C15 118.7(2) . . ?
C13 C14 C17 120.4(2) . . ?
C15 C14 C17 121.0(3) . . ?
C16 C15 C14 120.2(2) . . ?
C16 C15 C19 119.7(2) . . ?
C14 C15 C19 120.0(2) . . ?
C15 C16 C11 121.7(2) . . ?
C15 C16 H16 119.1 . . ?
C11 C16 H16 119.1 . . ?
N4 C17 C14 178.5(3) . . ?
F7 C18 F8 106.3(2) . . ?
F7 C18 F9 106.8(3) . . ?
F8 C18 F9 106.4(2) . . ?
F7 C18 C13 113.0(2) . . ?
F8 C18 C13 112.0(3) . . ?
F9 C18 C13 111.9(2) . . ?
F11 C19 F12 107.7(3) . . ?
F11 C19 F10 106.6(3) . . ?
F12 C19 F10 105.0(3) . . ?
F11 C19 C15 112.9(3) . . ?
F12 C19 C15 112.4(3) . . ?
F10 C19 C15 111.8(3) . . ?
C20 O1 C23 107.1(3) . . ?
C20 O1 Na 126.3(2) . . ?
C23 O1 Na 125.0(2) . . ?
C27 O2 C24 108.4(3) . . ?
C27 O2 Na 119.6(2) . . ?
C24 O2 Na 122.58(19) . . ?
Na O3 Na 94.53(8) . 2_666 ?
Na O3 H1A 126(3) . 2_666 ?
Na O3 H1A 90(2) 2_666 2_666 ?
Na O3 H1B 119(3) . 2_666 ?
Na O3 H1B 117(3) 2_666 2_666 ?
H1A O3 H1B 106(3) 2_666 2_666 ?
O1 C20 C21 106.9(4) . . ?
O1 C20 H20A 110.3 . . ?
C21 C20 H20A 110.3 . . ?
O1 C20 H20B 110.3 . . ?
C21 C20 H20B 110.3 . . ?
H20A C20 H20B 108.6 . . ?
C22 C21 C20 106.3(4) . . ?
C22 C21 H21A 110.5 . . ?
C20 C21 H21A 110.5 . . ?
C22 C21 H21B 110.5 . . ?
C20 C21 H21B 110.5 . . ?
H21A C21 H21B 108.7 . . ?
C21 C22 C23 106.1(4) . . ?
C21 C22 H22A 110.5 . . ?
C23 C22 H22A 110.5 . . ?
C21 C22 H22B 110.5 . . ?
C23 C22 H22B 110.5 . . ?
H22A C22 H22B 108.7 . . ?
O1 C23 C22 107.3(4) . . ?
O1 C23 H23A 110.2 . . ?
C22 C23 H23A 110.2 . . ?
O1 C23 H23B 110.2 . . ?
C22 C23 H23B 110.2 . . ?
H23A C23 H23B 108.5 . . ?
O2 C24 C25 107.4(3) . . ?
O2 C24 H24A 110.2 . . ?
C25 C24 H24A 110.2 . . ?
O2 C24 H24B 110.2 . . ?
C25 C24 H24B 110.2 . . ?
H24A C24 H24B 108.5 . . ?
C26 C25 C24 108.9(4) . . ?
C26 C25 H25A 109.9 . . ?
C24 C25 H25A 109.9 . . ?
C26 C25 H25B 109.9 . . ?
C24 C25 H25B 109.9 . . ?
H25A C25 H25B 108.3 . . ?
C25 C26 C27 105.4(4) . . ?
C25 C26 H26A 110.7 . . ?
C27 C26 H26A 110.7 . . ?
C25 C26 H26B 110.7 . . ?
C27 C26 H26B 110.7 . . ?
H26A C26 H26B 108.8 . . ?
O2 C27 C26 107.9(3) . . ?
O2 C27 H27A 110.1 . . ?
C26 C27 H27A 110.1 . . ?
O2 C27 H27B 110.1 . . ?
C26 C27 H27B 110.1 . . ?
H27A C27 H27B 108.4 . . ?

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
C11 N2 C1 N1 -169.8(2) . . . . ?
C2 N1 C1 N2 -168.5(2) . . . . ?
Na N1 C1 N2 11.3(3) . . . . ?
C1 N1 C2 C3 32.6(4) . . . . ?
Na N1 C2 C3 -147.2(2) . . . . ?
C1 N1 C2 C7 -148.4(2) . . . . ?
Na N1 C2 C7 31.8(3) . . . . ?
N1 C2 C3 C4 -178.9(2) . . . . ?
C7 C2 C3 C4 2.1(4) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C2 C3 C4 C9 176.8(3) . . . . ?
C3 C4 C5 C6 0.9(4) . . . . ?
C9 C4 C5 C6 -177.3(3) . . . . ?
C3 C4 C5 C8 -178.2(3) . . . . ?
C9 C4 C5 C8 3.5(4) . . . . ?
C4 C5 C6 C7 -1.2(4) . . . . ?
C8 C5 C6 C7 178.0(3) . . . . ?
C4 C5 C6 C10 175.7(3) . . . . ?
C8 C5 C6 C10 -5.1(4) . . . . ?
C5 C6 C7 C2 2.0(4) . . . . ?
C10 C6 C7 C2 -175.0(3) . . . . ?
N1 C2 C7 C6 178.6(2) . . . . ?
C3 C2 C7 C6 -2.4(4) . . . . ?
C3 C4 C9 F3 1.7(5) . . . . ?
C5 C4 C9 F3 180.0(3) . . . . ?
C3 C4 C9 F1 125.3(3) . . . . ?
C5 C4 C9 F1 -56.5(4) . . . . ?
C3 C4 C9 F2 -118.4(3) . . . . ?
C5 C4 C9 F2 59.8(4) . . . . ?
C7 C6 C10 F6 -4.0(4) . . . . ?
C5 C6 C10 F6 179.1(3) . . . . ?
C7 C6 C10 F5 -126.7(3) . . . . ?
C5 C6 C10 F5 56.4(4) . . . . ?
C7 C6 C10 F4 115.1(3) . . . . ?
C5 C6 C10 F4 -61.8(4) . . . . ?
C1 N2 C11 C16 32.8(4) . . . . ?
C1 N2 C11 C12 -150.4(2) . . . . ?
C16 C11 C12 C13 -3.6(4) . . . . ?
N2 C11 C12 C13 179.5(2) . . . . ?
C11 C12 C13 C14 1.2(4) . . . . ?
C11 C12 C13 C18 -179.2(2) . . . . ?
C12 C13 C14 C15 1.4(4) . . . . ?
C18 C13 C14 C15 -178.1(2) . . . . ?
C12 C13 C14 C17 -178.1(2) . . . . ?
C18 C13 C14 C17 2.4(4) . . . . ?
C13 C14 C15 C16 -1.7(4) . . . . ?
C17 C14 C15 C16 177.9(2) . . . . ?
C13 C14 C15 C19 176.5(2) . . . . ?
C17 C14 C15 C19 -4.0(4) . . . . ?
C14 C15 C16 C11 -0.7(4) . . . . ?
C19 C15 C16 C11 -178.9(2) . . . . ?
N2 C11 C16 C15 -180.0(2) . . . . ?
C12 C11 C16 C15 3.3(4) . . . . ?
C12 C13 C18 F7 2.0(4) . . . . ?
C14 C13 C18 F7 -178.5(2) . . . . ?
C12 C13 C18 F8 -118.1(3) . . . . ?
C14 C13 C18 F8 61.4(3) . . . . ?
C12 C13 C18 F9 122.5(3) . . . . ?
C14 C13 C18 F9 -58.0(4) . . . . ?
C16 C15 C19 F11 -0.6(4) . . . . ?
C14 C15 C19 F11 -178.8(3) . . . . ?
C16 C15 C19 F12 121.5(3) . . . . ?
C14 C15 C19 F12 -56.7(4) . . . . ?
C16 C15 C19 F10 -120.8(3) . . . . ?
C14 C15 C19 F10 61.0(3) . . . . ?
C23 O1 C20 C21 -25.7(6) . . . . ?
Na O1 C20 C21 168.0(3) . . . . ?
O1 C20 C21 C22 18.3(7) . . . . ?
C20 C21 C22 C23 -4.2(8) . . . . ?
C20 O1 C23 C22 23.1(6) . . . . ?
Na O1 C23 C22 -170.4(4) . . . . ?
C21 C22 C23 O1 -11.4(7) . . . . ?
C27 O2 C24 C25 -3.8(5) . . . . ?
Na O2 C24 C25 -149.9(4) . . . . ?
O2 C24 C25 C26 -5.6(7) . . . . ?
C24 C25 C26 C27 12.4(8) . . . . ?
C24 O2 C27 C26 11.6(5) . . . . ?
Na O2 C27 C26 158.8(3) . . . . ?
C25 C26 C27 O2 -14.7(6) . . . . ?

_refine_diff_density_max         0.327
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.041



_exptl_crystal_preparation       Luminescent
