# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_Salt_32
_database_code_depnum_ccdc_archive 'CCDC 2168787'
loop_
_audit_author_name
_audit_author_address
'Subham Ranjan'
;Yokohama City University
Japan
;
_audit_update_record             
;
2022-04-26 deposited with the CCDC.	2022-08-07 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            'C20 H14 F12 N2 O4'
_chemical_formula_weight         574.33

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'
F F 0.0171 0.0103 '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'

_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                   9.2422(2)
_cell_length_b                   9.2641(2)
_cell_length_c                   13.4983(4)
_cell_angle_alpha                84.1350(10)
_cell_angle_beta                 74.7540(10)
_cell_angle_gamma                85.0570(10)
_cell_volume                     1107.10(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    305(2)
_cell_measurement_reflns_used    7282
_cell_measurement_theta_min      2.4205
_cell_measurement_theta_max      28.71

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.185
_shelx_estimated_absorpt_T_min   0.881
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6714
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      305(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            8154
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_av_R_equivalents  0.0139
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.569
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_full        25.024
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             3804
_reflns_number_gt                3286
_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       'Bruker Instrument Service (Bruker AXS Inc.)'
_computing_cell_refinement       'APEX3 v2019.11 (Bruker AXS Inc., 2019)'
_computing_data_reduction        'SAINT (Bruker AXS Inc.)'
_computing_structure_solution    'SHELXT (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle)'
_computing_publication_material  'APEX3 v2019.11 (Bruker AXS Inc., 2019)'
_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)+(0.1381P)²+0.7110P] 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         3804
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0654
_refine_ls_wR_factor_ref         0.2068
_refine_ls_wR_factor_gt          0.1934
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.002
_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
F1 F 0.8709(2) 0.4633(2) 0.26392(17) 0.0673(5) Uani 1 1 d . . . . .
N1 N 1.0900(2) 0.8026(3) 0.45017(19) 0.0501(6) Uani 1 1 d . . . . .
H1 H 1.022676 0.758100 0.433952 0.060 Uiso 1 1 calc R U . . .
C1 C 0.8872(3) 0.7042(3) 0.3096(3) 0.0588(8) Uani 1 1 d . . . . .
O1 O 0.9043(3) 0.6515(3) 0.39425(19) 0.0743(7) Uani 1 1 d . . . . .
F2 F 0.8276(2) 0.6419(2) 0.15658(14) 0.0662(5) Uani 1 1 d . . . . .
N2 N -0.0957(2) 0.2141(3) 0.05648(18) 0.0493(6) Uani 1 1 d . . . . .
H2 H -0.025273 0.262075 0.065680 0.059 Uiso 1 1 calc R U . . .
C2 C 0.8095(3) 0.6011(3) 0.2572(2) 0.0487(7) Uani 1 1 d . . . . .
O2 O 0.9257(4) 0.8165(3) 0.2612(3) 0.1057(13) Uani 1 1 d . . . . .
O3 O 0.1456(4) 0.1549(3) 0.1967(3) 0.1158(14) Uani 1 1 d . . . . .
F3 F 0.6224(2) 0.5273(3) 0.40126(13) 0.0745(6) Uani 1 1 d . . . . .
C3 C 0.6413(3) 0.5968(3) 0.3073(2) 0.0471(6) Uani 1 1 d . . . . .
F4 F 0.5846(2) 0.7347(2) 0.3159(2) 0.0821(7) Uani 1 1 d . . . . .
C4 C 0.5495(3) 0.5225(3) 0.2474(2) 0.0462(6) Uani 1 1 d . . . . .
O4 O 0.1305(3) 0.3470(3) 0.08863(18) 0.0643(6) Uani 1 1 d . . . . .
C5 C 0.3992(3) 0.4684(3) 0.3138(2) 0.0507(7) Uani 1 1 d . . . . .
F5 F 0.63298(19) 0.4093(2) 0.20122(15) 0.0644(5) Uani 1 1 d . . . . .
F6 F 0.5219(2) 0.6204(2) 0.17173(15) 0.0683(6) Uani 1 1 d . . . . .
C6 C 0.2791(3) 0.4327(3) 0.2596(2) 0.0505(7) Uani 1 1 d . . . . .
F7 F 0.4307(2) 0.3487(2) 0.37167(15) 0.0688(6) Uani 1 1 d . . . . .
C7 C 0.3233(3) 0.3308(3) 0.1744(2) 0.0552(7) Uani 1 1 d . . . . .
F8 F 0.3357(2) 0.5716(2) 0.37659(16) 0.0736(6) Uani 1 1 d . . . . .
C8 C 0.1837(4) 0.2694(4) 0.1509(3) 0.0609(8) Uani 1 1 d . . . . .
C9 C 1.1343(3) 0.7546(4) 0.5341(2) 0.0572(8) Uani 1 1 d . . . . .
H9 H 1.094233 0.672279 0.573600 0.069 Uiso 1 1 calc R U . . .
F9 F 0.4108(2) 0.4006(2) 0.08954(14) 0.0693(6) Uani 1 1 d . . . . .
C10 C 1.2385(3) 0.8255(3) 0.5628(2) 0.0534(7) Uani 1 1 d . . . . .
H10 H 1.267078 0.792607 0.622758 0.064 Uiso 1 1 calc R U . . .
F10 F 0.2216(2) 0.5579(2) 0.22230(17) 0.0685(6) Uani 1 1 d . . . . .
C11 C 1.3019(3) 0.9460(3) 0.5033(2) 0.0458(6) Uani 1 1 d . . . . .
F11 F 0.4145(2) 0.2196(2) 0.20469(17) 0.0688(6) Uani 1 1 d . . . . .
C20 C -0.4470(5) -0.0288(4) 0.0248(5) 0.1065(19) Uani 1 1 d . . . . .
H01A H -0.401782 -0.116520 -0.007275 0.128 Uiso 1 1 calc R U . . .
H01B H -0.499628 -0.058615 0.095178 0.128 Uiso 1 1 calc R U . . .
C19 C -0.1735(3) 0.2703(4) -0.0090(2) 0.0580(8) Uani 1 1 d . . . . .
H19 H -0.152078 0.360350 -0.044753 0.070 Uiso 1 1 calc R U . . .
C18 C -0.2868(4) 0.1942(4) -0.0237(3) 0.0639(9) Uani 1 1 d . . . . .
H18 H -0.341162 0.233106 -0.070256 0.077 Uiso 1 1 calc R U . . .
C17 C -0.3207(3) 0.0607(3) 0.0298(3) 0.0615(9) Uani 1 1 d . . . . .
C16 C -0.2352(4) 0.0086(4) 0.0967(3) 0.0727(11) Uani 1 1 d . . . . .
H16 H -0.254066 -0.080542 0.134499 0.087 Uiso 1 1 calc R U . . .
C15 C -0.1231(4) 0.0868(4) 0.1079(3) 0.0644(9) Uani 1 1 d . . . . .
H15 H -0.065185 0.049615 0.152608 0.077 Uiso 1 1 calc R U . . .
C14 C 1.4209(3) 1.0237(3) 0.5309(3) 0.0538(7) Uani 1 1 d . . . . .
H00A H 1.413823 1.003506 0.603864 0.065 Uiso 1 1 calc R U . . .
H00B H 1.403242 1.127707 0.517412 0.065 Uiso 1 1 calc R U . . .
C13 C 1.1468(4) 0.9171(3) 0.3909(3) 0.0593(8) Uani 1 1 d . . . . .
H13 H 1.114375 0.948065 0.332194 0.071 Uiso 1 1 calc R U . . .
C12 C 1.2536(4) 0.9908(3) 0.4156(3) 0.0619(8) Uani 1 1 d . . . . .
H12 H 1.293585 1.071036 0.373252 0.074 Uiso 1 1 calc R U . . .
F12 F 0.1717(2) 0.3729(3) 0.33525(15) 0.0714(6) 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
F1 C2 1.356(3) . ?
N1 C13 1.320(4) . ?
N1 C9 1.326(4) . ?
N1 H1 0.8600 . ?
C1 O2 1.199(4) . ?
C1 O1 1.240(4) . ?
C1 C2 1.565(4) . ?
F2 C2 1.343(3) . ?
N2 C15 1.315(4) . ?
N2 C19 1.321(4) . ?
N2 H2 0.8600 . ?
C2 C3 1.526(4) . ?
O3 C8 1.203(4) . ?
F3 C3 1.338(3) . ?
C3 F4 1.343(4) . ?
C3 C4 1.556(3) . ?
C4 F5 1.351(3) . ?
C4 F6 1.356(3) . ?
C4 C5 1.536(4) . ?
O4 C8 1.224(4) . ?
C5 F8 1.336(3) . ?
C5 F7 1.346(4) . ?
C5 C6 1.555(4) . ?
C6 F10 1.340(3) . ?
C6 F12 1.335(3) . ?
C6 C7 1.513(5) . ?
C7 F9 1.354(4) . ?
C7 F11 1.373(4) . ?
C7 C8 1.571(4) . ?
C9 C10 1.366(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.384(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.385(4) . ?
C11 C14 1.508(3) . ?
C20 C20 1.370(8) 2_455 ?
C20 C17 1.508(4) . ?
C20 H01A 0.9700 . ?
C20 H01B 0.9700 . ?
C19 C18 1.377(4) . ?
C19 H19 0.9300 . ?
C18 C17 1.384(5) . ?
C18 H18 0.9300 . ?
C17 C16 1.377(5) . ?
C16 C15 1.362(4) . ?
C16 H16 0.9300 . ?
C15 H15 0.9300 . ?
C14 C14 1.532(6) 2_876 ?
C14 H00A 0.9700 . ?
C14 H00B 0.9700 . ?
C13 C12 1.373(4) . ?
C13 H13 0.9300 . ?
C12 H12 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
C13 N1 C9 121.5(2) . . ?
C13 N1 H1 119.2 . . ?
C9 N1 H1 119.2 . . ?
O2 C1 O1 130.5(3) . . ?
O2 C1 C2 116.4(3) . . ?
O1 C1 C2 113.0(3) . . ?
C15 N2 C19 121.7(2) . . ?
C15 N2 H2 119.2 . . ?
C19 N2 H2 119.2 . . ?
F2 C2 F1 106.9(2) . . ?
F2 C2 C3 107.8(2) . . ?
F1 C2 C3 107.6(2) . . ?
F2 C2 C1 111.6(2) . . ?
F1 C2 C1 110.4(2) . . ?
C3 C2 C1 112.3(3) . . ?
F3 C3 F4 109.3(2) . . ?
F3 C3 C2 108.3(2) . . ?
F4 C3 C2 107.6(2) . . ?
F3 C3 C4 108.5(2) . . ?
F4 C3 C4 107.2(2) . . ?
C2 C3 C4 115.8(2) . . ?
F5 C4 F6 107.2(2) . . ?
F5 C4 C5 108.7(2) . . ?
F6 C4 C5 108.6(2) . . ?
F5 C4 C3 109.7(2) . . ?
F6 C4 C3 107.8(2) . . ?
C5 C4 C3 114.5(2) . . ?
F8 C5 F7 108.3(2) . . ?
F8 C5 C4 107.1(2) . . ?
F7 C5 C4 107.3(2) . . ?
F8 C5 C6 106.6(2) . . ?
F7 C5 C6 108.3(2) . . ?
C4 C5 C6 118.8(2) . . ?
F10 C6 F12 108.4(2) . . ?
F10 C6 C7 108.1(2) . . ?
F12 C6 C7 107.9(2) . . ?
F10 C6 C5 108.4(2) . . ?
F12 C6 C5 104.5(2) . . ?
C7 C6 C5 119.1(2) . . ?
F9 C7 F11 105.5(3) . . ?
F9 C7 C6 108.8(2) . . ?
F11 C7 C6 107.2(2) . . ?
F9 C7 C8 111.9(2) . . ?
F11 C7 C8 110.6(2) . . ?
C6 C7 C8 112.6(3) . . ?
O3 C8 O4 130.2(3) . . ?
O3 C8 C7 115.6(3) . . ?
O4 C8 C7 114.2(3) . . ?
N1 C9 C10 120.3(3) . . ?
N1 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C11 120.4(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 117.2(2) . . ?
C12 C11 C14 121.1(3) . . ?
C10 C11 C14 121.7(3) . . ?
C20 C20 C17 120.1(5) 2_455 . ?
C20 C20 H01A 107.3 2_455 . ?
C17 C20 H01A 107.3 . . ?
C20 C20 H01B 107.3 2_455 . ?
C17 C20 H01B 107.3 . . ?
H01A C20 H01B 106.9 . . ?
N2 C19 C18 119.4(3) . . ?
N2 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C19 C18 C17 120.8(3) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C16 C17 C18 116.7(3) . . ?
C16 C17 C20 117.4(3) . . ?
C18 C17 C20 125.8(3) . . ?
C15 C16 C17 120.4(3) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
N2 C15 C16 120.9(3) . . ?
N2 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C11 C14 C14 111.7(3) . 2_876 ?
C11 C14 H00A 109.3 . . ?
C14 C14 H00A 109.3 2_876 . ?
C11 C14 H00B 109.3 . . ?
C14 C14 H00B 109.3 2_876 . ?
H00A C14 H00B 107.9 . . ?
N1 C13 C12 120.4(3) . . ?
N1 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?

_refine_diff_density_max         0.605
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.064



####################################################################### 
# 
# 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_Salt_hydrate
_database_code_depnum_ccdc_archive 'CCDC 2168789'
loop_
_audit_author_name
_audit_author_address
'Subham Ranjan'
;Yokohama City University
Japan
;
_audit_update_record             
;
2022-05-20 deposited with the CCDC.	2022-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H9 F12 N O5'
_chemical_formula_weight         499.22

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0220(5)
_cell_length_b                   9.6306(5)
_cell_length_c                   11.2785(6)
_cell_angle_alpha                68.659(2)
_cell_angle_beta                 73.934(2)
_cell_angle_gamma                88.879(2)
_cell_volume                     873.50(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6170
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      28.78

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.898
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             496
_exptl_absorpt_coefficient_mu    0.221
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9167
_exptl_absorpt_correction_T_max  0.9571
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6101
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3012
_reflns_number_gt                2706
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker Instrument Service (Bruker AXS Inc.)'
_computing_cell_refinement       'APEX3 v2019.11 (Bruker AXS Inc., 2019)'
_computing_data_reduction        'SAINT (Bruker AXS Inc.)'
_computing_structure_solution    'SHELXT (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle)'
_computing_publication_material  'APEX3 v2019.11 (Bruker AXS Inc., 2019)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0620P)²+0.5079P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3012
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.1115
_refine_ls_wR_factor_gt          0.0975
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.108
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F4 F 0.68309(13) 0.44032(12) 0.74898(12) 0.0272(3) Uani 1 1 d . . .
F2 F 0.43013(14) 0.48815(13) 0.90216(12) 0.0302(3) Uani 1 1 d . . .
F12 F 0.69611(15) 0.98363(13) 0.80389(11) 0.0292(3) Uani 1 1 d . . .
F11 F 0.55737(13) 1.08960(13) 0.67038(13) 0.0299(3) Uani 1 1 d . . .
F3 F 0.57569(15) 0.45395(13) 0.59558(12) 0.0293(3) Uani 1 1 d . . .
F8 F 0.70140(15) 0.69900(13) 0.79360(12) 0.0300(3) Uani 1 1 d . . .
F1 F 0.32329(13) 0.57417(13) 0.74123(14) 0.0318(3) Uani 1 1 d . . .
F7 F 0.49553(13) 0.79851(13) 0.74697(13) 0.0307(3) Uani 1 1 d . . .
F5 F 0.55551(16) 0.73953(13) 0.52752(12) 0.0327(3) Uani 1 1 d . . .
F10 F 0.88886(13) 0.90577(13) 0.60243(13) 0.0330(3) Uani 1 1 d . . .
F6 F 0.78683(14) 0.68024(13) 0.53828(12) 0.0324(3) Uani 1 1 d . . .
F9 F 0.72188(16) 0.98194(13) 0.49011(12) 0.0345(3) Uani 1 1 d . . .
O1 O 0.41201(17) 0.20832(15) 0.88894(15) 0.0280(3) Uani 1 1 d . . .
O4 O 0.89264(18) 1.22287(16) 0.66578(15) 0.0304(4) Uani 1 1 d . . .
O3 O 0.81290(18) 1.25990(16) 0.48499(15) 0.0294(4) Uani 1 1 d . . .
O5 O 0.94719(17) 1.51524(16) 0.34213(16) 0.0293(4) Uani 1 1 d G . .
H5A H 0.8973 1.4363 0.4042 0.044 Uiso 1 1 d G . .
H5B H 0.8788 1.5634 0.3094 0.044 Uiso 1 1 d G . .
O2 O 0.22955(18) 0.30200(16) 0.79061(18) 0.0369(4) Uani 1 1 d . . .
N1 N 0.2461(2) -0.04233(18) 0.92153(17) 0.0249(4) Uani 1 1 d . . .
H1 H 0.2984 0.0358 0.9138 0.030 Uiso 1 1 calc R . .
C12 C 0.1875(2) -0.3029(2) 1.0143(2) 0.0229(4) Uani 1 1 d . . .
H12 H 0.2042 -0.3964 1.0702 0.027 Uiso 1 1 calc R . .
C13 C 0.2700(2) -0.1766(2) 1.0010(2) 0.0240(4) Uani 1 1 d . . .
H13 H 0.3425 -0.1851 1.0475 0.029 Uiso 1 1 calc R . .
C5 C 0.6413(2) 0.7749(2) 0.69429(19) 0.0207(4) Uani 1 1 d . . .
C2 C 0.4170(2) 0.4719(2) 0.7910(2) 0.0222(4) Uani 1 1 d . . .
C8 C 0.8166(2) 1.1899(2) 0.6061(2) 0.0220(4) Uani 1 1 d . . .
C4 C 0.6394(2) 0.6779(2) 0.61093(19) 0.0219(4) Uani 1 1 d . . .
C3 C 0.5783(2) 0.5100(2) 0.68874(19) 0.0209(4) Uani 1 1 d . . .
C14 C -0.0131(2) -0.4244(2) 0.9522(2) 0.0216(4) Uani 1 1 d . . .
H14A H 0.0117 -0.4273 0.8639 0.026 Uiso 1 1 calc R . .
H14B H -0.1222 -0.4095 0.9785 0.026 Uiso 1 1 calc R . .
C11 C 0.0798(2) -0.2916(2) 0.94521(19) 0.0215(4) Uani 1 1 d . . .
C6 C 0.7389(2) 0.9287(2) 0.61259(19) 0.0221(4) Uani 1 1 d . . .
C7 C 0.6995(2) 1.0479(2) 0.6754(2) 0.0216(4) Uani 1 1 d . . .
C1 C 0.3450(2) 0.3110(2) 0.8266(2) 0.0233(4) Uani 1 1 d . . .
C10 C 0.0589(3) -0.1494(2) 0.8638(3) 0.0383(6) Uani 1 1 d . . .
H10 H -0.0125 -0.1375 0.8159 0.046 Uiso 1 1 calc R . .
C9 C 0.1427(3) -0.0263(2) 0.8535(3) 0.0388(6) Uani 1 1 d . . .
H9 H 0.1275 0.0687 0.7990 0.047 Uiso 1 1 calc R . .


_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
F4 C3 1.344(2) . ?
F2 C2 1.355(2) . ?
F12 C7 1.345(2) . ?
F11 C7 1.346(2) . ?
F3 C3 1.350(2) . ?
F8 C5 1.344(2) . ?
F1 C2 1.352(2) . ?
F7 C5 1.338(2) . ?
F5 C4 1.334(2) . ?
F10 C6 1.346(2) . ?
F6 C4 1.351(2) . ?
F9 C6 1.339(2) . ?
O1 C1 1.243(3) . ?
O4 C8 1.202(3) . ?
O3 C8 1.294(3) . ?
O5 H5A 0.8499 . ?
O5 H5B 0.8499 . ?
O2 C1 1.233(3) . ?
N1 C13 1.332(3) . ?
N1 C9 1.337(3) . ?
N1 H1 0.8600 . ?
C12 C13 1.377(3) . ?
C12 C11 1.385(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C5 C4 1.551(3) . ?
C5 C6 1.558(3) . ?
C2 C3 1.538(3) . ?
C2 C1 1.557(3) . ?
C8 C7 1.555(3) . ?
C4 C3 1.556(3) . ?
C14 C11 1.508(3) . ?
C14 C14 1.524(4) 2_547 ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C11 C10 1.387(3) . ?
C6 C7 1.544(3) . ?
C10 C9 1.369(3) . ?
C10 H10 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
H5A O5 H5B 104.5 . . ?
C13 N1 C9 121.48(18) . . ?
C13 N1 H1 119.3 . . ?
C9 N1 H1 119.3 . . ?
C13 C12 C11 120.50(18) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
N1 C13 C12 120.00(19) . . ?
N1 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
F7 C5 F8 108.69(15) . . ?
F7 C5 C4 108.66(15) . . ?
F8 C5 C4 108.63(15) . . ?
F7 C5 C6 109.02(15) . . ?
F8 C5 C6 108.12(15) . . ?
C4 C5 C6 113.61(16) . . ?
F1 C2 F2 107.27(16) . . ?
F1 C2 C3 108.03(16) . . ?
F2 C2 C3 107.95(15) . . ?
F1 C2 C1 110.04(16) . . ?
F2 C2 C1 109.89(16) . . ?
C3 C2 C1 113.46(16) . . ?
O4 C8 O3 128.95(18) . . ?
O4 C8 C7 120.57(18) . . ?
O3 C8 C7 110.46(17) . . ?
F5 C4 F6 108.32(16) . . ?
F5 C4 C5 109.03(16) . . ?
F6 C4 C5 107.49(15) . . ?
F5 C4 C3 108.19(15) . . ?
F6 C4 C3 106.41(15) . . ?
C5 C4 C3 117.10(16) . . ?
F4 C3 F3 107.28(15) . . ?
F4 C3 C2 109.13(16) . . ?
F3 C3 C2 107.79(15) . . ?
F4 C3 C4 108.10(15) . . ?
F3 C3 C4 105.76(15) . . ?
C2 C3 C4 118.26(16) . . ?
C11 C14 C14 115.2(2) . 2_547 ?
C11 C14 H14A 108.5 . . ?
C14 C14 H14A 108.5 2_547 . ?
C11 C14 H14B 108.5 . . ?
C14 C14 H14B 108.5 2_547 . ?
H14A C14 H14B 107.5 . . ?
C12 C11 C10 117.35(18) . . ?
C12 C11 C14 123.81(18) . . ?
C10 C11 C14 118.84(18) . . ?
F9 C6 F10 108.47(16) . . ?
F9 C6 C7 109.24(16) . . ?
F10 C6 C7 107.11(16) . . ?
F9 C6 C5 109.25(15) . . ?
F10 C6 C5 107.89(15) . . ?
C7 C6 C5 114.70(16) . . ?
F12 C7 F11 108.18(16) . . ?
F12 C7 C6 107.59(15) . . ?
F11 C7 C6 109.06(16) . . ?
F12 C7 C8 109.51(16) . . ?
F11 C7 C8 108.64(15) . . ?
C6 C7 C8 113.72(16) . . ?
O2 C1 O1 128.64(18) . . ?
O2 C1 C2 116.42(17) . . ?
O1 C1 C2 114.94(17) . . ?
C9 C10 C11 120.5(2) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
N1 C9 C10 120.2(2) . . ?
N1 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?

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
C9 N1 C13 C12 0.1(3) . . . . ?
C11 C12 C13 N1 0.3(3) . . . . ?
F7 C5 C4 F5 50.9(2) . . . . ?
F8 C5 C4 F5 169.02(14) . . . . ?
C6 C5 C4 F5 -70.6(2) . . . . ?
F7 C5 C4 F6 168.14(15) . . . . ?
F8 C5 C4 F6 -73.77(18) . . . . ?
C6 C5 C4 F6 46.6(2) . . . . ?
F7 C5 C4 C3 -72.3(2) . . . . ?
F8 C5 C4 C3 45.8(2) . . . . ?
C6 C5 C4 C3 166.20(16) . . . . ?
F1 C2 C3 F4 162.20(15) . . . . ?
F2 C2 C3 F4 46.51(19) . . . . ?
C1 C2 C3 F4 -75.5(2) . . . . ?
F1 C2 C3 F3 -81.60(18) . . . . ?
F2 C2 C3 F3 162.70(15) . . . . ?
C1 C2 C3 F3 40.7(2) . . . . ?
F1 C2 C3 C4 38.2(2) . . . . ?
F2 C2 C3 C4 -77.5(2) . . . . ?
C1 C2 C3 C4 160.43(17) . . . . ?
F5 C4 C3 F4 165.95(15) . . . . ?
F6 C4 C3 F4 49.74(19) . . . . ?
C5 C4 C3 F4 -70.4(2) . . . . ?
F5 C4 C3 F3 51.3(2) . . . . ?
F6 C4 C3 F3 -64.90(18) . . . . ?
C5 C4 C3 F3 174.93(16) . . . . ?
F5 C4 C3 C2 -69.5(2) . . . . ?
F6 C4 C3 C2 174.30(15) . . . . ?
C5 C4 C3 C2 54.1(2) . . . . ?
C13 C12 C11 C10 -0.3(3) . . . . ?
C13 C12 C11 C14 178.79(19) . . . . ?
C14 C14 C11 C12 3.0(3) 2_547 . . . ?
C14 C14 C11 C10 -177.9(2) 2_547 . . . ?
F7 C5 C6 F9 -84.59(19) . . . . ?
F8 C5 C6 F9 157.41(16) . . . . ?
C4 C5 C6 F9 36.7(2) . . . . ?
F7 C5 C6 F10 157.68(16) . . . . ?
F8 C5 C6 F10 39.7(2) . . . . ?
C4 C5 C6 F10 -81.0(2) . . . . ?
F7 C5 C6 C7 38.4(2) . . . . ?
F8 C5 C6 C7 -79.6(2) . . . . ?
C4 C5 C6 C7 159.75(17) . . . . ?
F9 C6 C7 F12 171.33(15) . . . . ?
F10 C6 C7 F12 -71.38(18) . . . . ?
C5 C6 C7 F12 48.3(2) . . . . ?
F9 C6 C7 F11 54.2(2) . . . . ?
F10 C6 C7 F11 171.49(15) . . . . ?
C5 C6 C7 F11 -68.8(2) . . . . ?
F9 C6 C7 C8 -67.2(2) . . . . ?
F10 C6 C7 C8 50.1(2) . . . . ?
C5 C6 C7 C8 169.77(16) . . . . ?
O4 C8 C7 F12 3.4(3) . . . . ?
O3 C8 C7 F12 -175.08(15) . . . . ?
O4 C8 C7 F11 121.4(2) . . . . ?
O3 C8 C7 F11 -57.1(2) . . . . ?
O4 C8 C7 C6 -116.9(2) . . . . ?
O3 C8 C7 C6 64.5(2) . . . . ?
F1 C2 C1 O2 8.4(3) . . . . ?
F2 C2 C1 O2 126.3(2) . . . . ?
C3 C2 C1 O2 -112.7(2) . . . . ?
F1 C2 C1 O1 -171.06(18) . . . . ?
F2 C2 C1 O1 -53.2(2) . . . . ?
C3 C2 C1 O1 67.8(2) . . . . ?
C12 C11 C10 C9 0.0(4) . . . . ?
C14 C11 C10 C9 -179.1(2) . . . . ?
C13 N1 C9 C10 -0.4(4) . . . . ?
C11 C10 C9 N1 0.3(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.078
####################################################################### 
# 
# 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_Salt_39
_database_code_depnum_ccdc_archive 'CCDC 2168788'
loop_
_audit_author_name
_audit_author_address
'Subham Ranjan'
;Yokohama City University
Japan
;
_audit_update_record             
;
2022-04-26 deposited with the CCDC.	2022-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H7 F6 N O2'
_chemical_formula_weight         287.17

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.1050(3)
_cell_length_b                   8.9389(4)
_cell_length_c                   9.3188(4)
_cell_angle_alpha                84.101(2)
_cell_angle_beta                 82.567(2)
_cell_angle_gamma                73.593(2)
_cell_volume                     561.61(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    312(2)
_cell_measurement_reflns_used    3640
_cell_measurement_theta_min      3.005
_cell_measurement_theta_max      28.2875

_exptl_crystal_description       blcok
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.90
_exptl_crystal_size_mid          0.65
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             288
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8528
_exptl_absorpt_correction_T_max  0.9696
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      312(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4022
_diffrn_reflns_av_R_equivalents  0.0143
_diffrn_reflns_av_sigmaI/netI    0.0206
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         25.01
_reflns_number_total             1931
_reflns_number_gt                1643
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker Instrument Service (Bruker AXS Inc.)'
_computing_cell_refinement       'APEX3 v2019.11 (Bruker AXS Inc., 2019)'
_computing_data_reduction        'SAINT (Bruker AXS Inc.)'
_computing_structure_solution    'SHELXT (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle)'
_computing_publication_material  'APEX3 v2019.11 (Bruker AXS Inc., 2019)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1855P)²+0.5779P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1931
_refine_ls_number_parameters     222
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1022
_refine_ls_R_factor_gt           0.0919
_refine_ls_wR_factor_ref         0.2985
_refine_ls_wR_factor_gt          0.2832
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.003
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.3457(4) 0.3193(3) 0.6402(3) 0.0761(9) Uani 1 1 d . . .
F2 F 0.5745(5) 0.3203(4) 0.4626(3) 0.0898(10) Uani 1 1 d . . .
F3 F 0.5993(6) 0.0693(4) 0.7705(4) 0.1090(12) Uani 1 1 d . A .
O1 O 0.7975(5) 0.3906(4) 0.6485(4) 0.0786(10) Uani 1 1 d . A .
N1 N 0.8883(5) 0.5923(3) 0.7952(3) 0.0554(9) Uani 1 1 d . . .
F4B F 0.807(2) 0.088(2) 0.554(3) 0.100(5) Uani 0.47(3) 1 d P A 1
O2B O 0.531(3) 0.417(3) 0.817(3) 0.080(4) Uani 0.53(3) 1 d P A 2
F5B F 0.614(5) -0.140(3) 0.586(4) 0.132(8) Uani 0.47(3) 1 d P A 1
F6B F 0.271(2) 0.031(2) 0.6375(17) 0.161(7) Uani 0.47(3) 1 d P . 1
C7 C 0.9885(6) 0.7999(4) 0.9454(4) 0.0554(10) Uani 1 1 d . . .
C5 C 1.0414(6) 0.6451(5) 0.7431(5) 0.0676(11) Uani 1 1 d . . .
H5 H 1.1126 0.6122 0.6556 0.081 Uiso 1 1 calc R . .
C9 C 0.7827(7) 0.6374(5) 0.9187(4) 0.0638(11) Uani 1 1 d . . .
H9 H 0.6760 0.5983 0.9535 0.077 Uiso 1 1 calc R . .
C8 C 0.8306(7) 0.7421(5) 0.9954(4) 0.0662(11) Uani 1 1 d . . .
H8 H 0.7557 0.7741 1.0818 0.079 Uiso 1 1 calc R . .
C6 C 1.0958(7) 0.7483(5) 0.8177(5) 0.0679(12) Uani 1 1 d . . .
H6 H 1.2054 0.7832 0.7818 0.081 Uiso 1 1 calc R . .
C10 C 1.0470(7) 0.9163(5) 1.0263(5) 0.0685(12) Uani 1 1 d . . .
H10A H 1.0070 0.9016 1.1292 0.082 Uiso 1 1 calc R . .
H10B H 1.1893 0.8964 1.0133 0.082 Uiso 1 1 calc R . .
C1 C 0.6471(8) 0.3625(6) 0.7077(5) 0.0757(13) Uani 1 1 d . . .
C2 C 0.5453(8) 0.2788(6) 0.6073(5) 0.0812(14) Uani 1 1 d . A .
C3 C 0.6288(8) 0.1078(7) 0.6245(7) 0.0892(15) Uani 1 1 d . . .
C4B C 0.538(3) -0.0037(10) 0.564(2) 0.124(9) Uani 0.53(3) 1 d P . 2
H1 H 0.855(7) 0.508(6) 0.738(5) 0.081(14) Uiso 1 1 d . . .
O2A O 0.591(4) 0.369(3) 0.835(3) 0.080(5) Uani 0.47(3) 1 d P A 1
C4A C 0.549(11) -0.066(6) 0.4702(19) 0.26(3) Uani 0.47(3) 1 d P . 1
F4A F 0.829(2) 0.068(2) 0.6176(19) 0.097(4) Uani 0.53(3) 1 d P A 2
F5A F 0.682(5) -0.163(2) 0.587(3) 0.120(8) Uani 0.53(3) 1 d P A 2
F6A F 0.349(2) 0.0048(10) 0.6385(12) 0.092(3) Uani 0.53(3) 1 d P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C2 1.362(6) . ?
F2 C2 1.367(5) . ?
F3 C3 1.372(7) . ?
O1 C1 1.216(5) . ?
N1 C5 1.322(5) . ?
N1 C9 1.323(5) . ?
N1 H1 1.06(5) . ?
F4B C3 1.322(18) . ?
O2B C1 1.27(2) . ?
F5B C4A 1.28(6) . ?
F6B C4A 1.60(4) 2_656 ?
C7 C8 1.373(6) . ?
C7 C6 1.375(6) . ?
C7 C10 1.520(5) . ?
C5 C6 1.373(5) . ?
C5 H5 0.9300 . ?
C9 C8 1.372(5) . ?
C9 H9 0.9300 . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C10 C10 1.515(8) 2_777 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C1 O2A 1.20(3) . ?
C1 C2 1.606(7) . ?
C2 C3 1.475(8) . ?
C3 F4A 1.357(16) . ?
C3 C4B 1.517(13) . ?
C3 C4A 1.77(4) 2_656 ?
C4B C4B 1.36(3) 2_656 ?
C4B F6A 1.41(3) . ?
C4B F5A 1.51(3) . ?
C4A C4A 1.32(13) 2_656 ?
C4A F6B 1.60(4) 2_656 ?
C4A C3 1.77(4) 2_656 ?

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
C5 N1 C9 121.6(3) . . ?
C5 N1 H1 118(3) . . ?
C9 N1 H1 120(3) . . ?
C8 C7 C6 117.7(3) . . ?
C8 C7 C10 122.4(4) . . ?
C6 C7 C10 120.0(4) . . ?
N1 C5 C6 120.2(4) . . ?
N1 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
N1 C9 C8 119.9(4) . . ?
N1 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C8 C7 120.5(4) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C5 C6 C7 120.1(4) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C10 C10 C7 111.9(4) 2_777 . ?
C10 C10 H10A 109.2 2_777 . ?
C7 C10 H10A 109.2 . . ?
C10 C10 H10B 109.2 2_777 . ?
C7 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
O2A C1 O1 125.8(14) . . ?
O2A C1 O2B 25.1(13) . . ?
O1 C1 O2B 131.9(12) . . ?
O2A C1 C2 119.5(15) . . ?
O1 C1 C2 113.6(4) . . ?
O2B C1 C2 112.1(11) . . ?
F1 C2 F2 105.0(4) . . ?
F1 C2 C3 111.0(4) . . ?
F2 C2 C3 106.4(4) . . ?
F1 C2 C1 110.9(4) . . ?
F2 C2 C1 113.7(4) . . ?
C3 C2 C1 109.7(5) . . ?
F4B C3 F4A 26.9(9) . . ?
F4B C3 F3 122.3(11) . . ?
F4A C3 F3 95.4(8) . . ?
F4B C3 C2 102.4(10) . . ?
F4A C3 C2 111.6(9) . . ?
F3 C3 C2 105.3(4) . . ?
F4B C3 C4B 106.1(14) . . ?
F4A C3 C4B 116.8(11) . . ?
F3 C3 C4B 100.6(10) . . ?
C2 C3 C4B 121.8(6) . . ?
F4B C3 C4A 115.9(17) . 2_656 ?
F4A C3 C4A 136(2) . 2_656 ?
F3 C3 C4A 111.2(9) . 2_656 ?
C2 C3 C4A 95(2) . 2_656 ?
C4B C3 C4A 27(2) . 2_656 ?
C4B C4B F6A 89(2) 2_656 . ?
C4B C4B F5A 108.9(17) 2_656 . ?
F6A C4B F5A 112.6(18) . . ?
C4B C4B C3 130.9(19) 2_656 . ?
F6A C4B C3 109.8(13) . . ?
F5A C4B C3 104.4(11) . . ?
F5B C4A C4A 96(2) . 2_656 ?
F5B C4A F6B 109(5) . 2_656 ?
C4A C4A F6B 108(2) 2_656 2_656 ?
F5B C4A C3 126(2) . 2_656 ?
C4A C4A C3 103(7) 2_656 2_656 ?
F6B C4A C3 112.0(12) 2_656 2_656 ?

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
C9 N1 C5 C6 0.6(7) . . . . ?
C5 N1 C9 C8 0.3(6) . . . . ?
N1 C9 C8 C7 -0.4(7) . . . . ?
C6 C7 C8 C9 -0.5(6) . . . . ?
C10 C7 C8 C9 179.9(4) . . . . ?
N1 C5 C6 C7 -1.5(7) . . . . ?
C8 C7 C6 C5 1.4(7) . . . . ?
C10 C7 C6 C5 -178.9(4) . . . . ?
C8 C7 C10 C10 -93.0(6) . . . 2_777 ?
C6 C7 C10 C10 87.4(6) . . . 2_777 ?
O2A C1 C2 F1 42.3(13) . . . . ?
O1 C1 C2 F1 -149.1(5) . . . . ?
O2B C1 C2 F1 15.6(12) . . . . ?
O2A C1 C2 F2 160.4(12) . . . . ?
O1 C1 C2 F2 -31.0(6) . . . . ?
O2B C1 C2 F2 133.6(12) . . . . ?
O2A C1 C2 C3 -80.6(13) . . . . ?
O1 C1 C2 C3 88.0(6) . . . . ?
O2B C1 C2 C3 -107.4(12) . . . . ?
F1 C2 C3 F4B 164.4(10) . . . . ?
F2 C2 C3 F4B 50.7(11) . . . . ?
C1 C2 C3 F4B -72.7(11) . . . . ?
F1 C2 C3 F4A -169.1(9) . . . . ?
F2 C2 C3 F4A 77.2(9) . . . . ?
C1 C2 C3 F4A -46.2(10) . . . . ?
F1 C2 C3 F3 -66.8(5) . . . . ?
F2 C2 C3 F3 179.5(4) . . . . ?
C1 C2 C3 F3 56.1(5) . . . . ?
F1 C2 C3 C4B 46.4(14) . . . . ?
F2 C2 C3 C4B -67.3(14) . . . . ?
C1 C2 C3 C4B 169.3(13) . . . . ?
F1 C2 C3 C4A 46.6(14) . . . 2_656 ?
F2 C2 C3 C4A -67.0(14) . . . 2_656 ?
C1 C2 C3 C4A 169.5(13) . . . 2_656 ?
F4B C3 C4B C4B -75(3) . . . 2_656 ?
F4A C3 C4B C4B -102(3) . . . 2_656 ?
F3 C3 C4B C4B 156(3) . . . 2_656 ?
C2 C3 C4B C4B 41(4) . . . 2_656 ?
C4A C3 C4B C4B 40(3) 2_656 . . 2_656 ?
F4B C3 C4B F6A 177.3(13) . . . . ?
F4A C3 C4B F6A 150.6(12) . . . . ?
F3 C3 C4B F6A 49.0(9) . . . . ?
C2 C3 C4B F6A -66.6(14) . . . . ?
C4A C3 C4B F6A -67(4) 2_656 . . . ?
F4B C3 C4B F5A 56(3) . . . . ?
F4A C3 C4B F5A 30(3) . . . . ?
F3 C3 C4B F5A -72(2) . . . . ?
C2 C3 C4B F5A 172.5(15) . . . . ?
C4A C3 C4B F5A 172(6) 2_656 . . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         1.024
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.067
