# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 2493853'
loop_
_audit_author_name
_audit_author_address
'Hikaru Yamamoto'
;Hokkaido University
Japan
;
_audit_update_record             
;
2026-04-09 deposited with the CCDC.	2026-04-23 downloaded from the CCDC.
;
_audit_creation_date             2026-03-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H14'
_chemical_formula_sum            'C24 H14'
_chemical_formula_weight         302.35
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'H C'
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'

_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           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   8.11040(10)
_cell_length_b                   27.2387(3)
_cell_length_c                   8.34000(10)
_cell_angle_alpha                90
_cell_angle_beta                 116.276(2)
_cell_angle_gamma                90
_cell_volume                     1652.07(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14306
_cell_measurement_temperature    293
_cell_measurement_theta_max      75.5260
_cell_measurement_theta_min      3.2310
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.525
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87721
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0146
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15033
_diffrn_reflns_point_group_measured_fraction_full 0.905
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.638
_diffrn_reflns_theta_min         3.245
_diffrn_ambient_temperature      293
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -75.00  24.00   0.50    0.23    --  -48.41  91.00-109.00  198
  2  ω    -14.00  25.00   0.50    0.23    --  -48.41  19.00-180.00   78
  3  ω    -14.00  25.00   0.50    0.23    --  -48.41  19.00-120.00   78
  4  ω    -14.00  25.00   0.50    0.23    --  -48.41  19.00  30.00   78
  5  ω    -65.00 -30.00   0.50    0.23    -- -102.00  57.00-150.00   70
  6  ω    -65.00 -30.00   0.50    0.23    -- -102.00  57.00-120.00   70
  7  ω    -65.00 -30.00   0.50    0.23    -- -102.00  57.00-180.00   70
  8  ω    -65.00 -30.00   0.50    0.23    -- -102.00  57.00 -90.00   70
  9  ω    -65.00 -30.00   0.50    0.23    -- -102.00  57.00  30.00   70
 10  ω    -65.00 -30.00   0.50    0.23    -- -102.00  57.00  60.00   70
 11  ω    -65.00 -30.00   0.50    0.23    -- -102.00  57.00 120.00   70
 12  ω    -65.00 -30.00   0.50    0.23    -- -102.00  57.00  90.00   70
 13  ω   -106.00 -30.00   0.50    0.23    -- -102.00  91.00-109.00  152
 14  ω   -111.00 -30.00   0.50    0.23    -- -102.00 125.00-180.00  162
 15  ω   -111.00 -30.00   0.50    0.23    -- -102.00 125.00-120.00  162
 16  ω   -175.00 -94.00   0.50    0.23    -- -102.00 -19.00 -30.00  162
 17  ω   -174.00 -80.00   0.50    0.23    -- -102.00 -91.00 136.00  188
 18  ω   -175.00 -94.00   0.50    0.23    -- -102.00 -19.00  30.00  162
 19  ω   -119.00 -74.00   0.50    0.23    --  -48.41-125.00 -60.00   90
 20  ω   -119.00 -74.00   0.50    0.23    --  -48.41-125.00-150.00   90
 21  ω    -24.00  18.00   0.50    0.23    --   48.41 -19.00-120.00   84
 22  ω    -23.00  41.00   0.50    0.23    --   48.41 -37.00-180.00  128
 23  ω     95.00 175.00   0.50    0.23    --  102.75  19.00-150.00  160
 24  ω     82.00 174.00   0.50    0.23    --  102.75  77.00-180.00  184
 25  ω     84.00 174.00   0.50    0.23    --  102.75  91.00-109.00  180
 26  ω     31.00 106.00   0.50    0.23    --  102.75 -91.00 136.00  150
 27  ω     31.00 106.00   0.50    0.23    --  102.75 -99.00   0.00  150
 28  ω     31.00 106.00   0.50    0.23    --  102.75 -99.00 -30.00  150
 29  ω     31.00  69.00   0.50    0.23    --  102.75 -57.00-180.00   76
 30  ω     18.00  94.00   0.50    0.23    --   48.41-125.00-180.00  152
 31  ω     31.00 111.00   0.50    0.23    --  102.75-125.00   0.00  160
 32  ω     31.00 106.00   0.50    0.23    --  102.75 -99.00 120.00  150
 33  ω    -22.00  75.00   0.50    0.23    --   48.41 -91.00 136.00  194
 34  ω    -24.00  18.00   0.50    0.23    --   48.41 -19.00  60.00   84
 35  ω    -24.00  18.00   0.50    0.23    --   48.41 -19.00 120.00   84
 36  ω     28.00 119.00   0.50    0.23    --   48.41  77.00-150.00  182
 37  ω   -174.00 -94.00   0.50    0.23    -- -102.00 -37.00   0.00  160
 38  ω   -174.00 -94.00   0.50    0.23    -- -102.00 -37.00 150.00  160
 39  ω   -174.00 -89.00   0.50    0.23    -- -102.00 -57.00 150.00  170
 40  ω   -174.00 -89.00   0.50    0.23    -- -102.00 -57.00  90.00  170
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0066207000
_diffrn_orient_matrix_UB_12      -0.0500968000
_diffrn_orient_matrix_UB_13      -0.0827263000
_diffrn_orient_matrix_UB_21      0.1794182000
_diffrn_orient_matrix_UB_22      -0.0125902000
_diffrn_orient_matrix_UB_23      0.1664215000
_diffrn_orient_matrix_UB_31      -0.1124733000
_diffrn_orient_matrix_UB_32      -0.0230213000
_diffrn_orient_matrix_UB_33      0.0888525000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.764
_reflns_Friedel_fraction_full    0.810
_reflns_Friedel_fraction_max     0.758
_reflns_number_gt                2955
_reflns_number_total             2997
_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 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (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 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.133
_refine_diff_density_min         -0.113
_refine_diff_density_rms         0.024
_refine_ls_abs_structure_details 
;
 Flack x determined using 1257 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(5)
_refine_ls_extinction_coef       0.0036(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2997
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0285
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0434P)²+0.2385P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0780
_refine_ls_wR_factor_ref         0.0783
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C004(H004), C006(H006), C00C(H00C), C00E(H00E), C00F(H00F), C00G(H00G),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00N(H00N), C00O(H00O)
1.b :
 C00L(H00L), C00M(H00M)
;
_atom_sites_solution_hydrogens   geom
_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
C001 C 0.5604(2) 0.66152(6) 0.3831(2) 0.0402(3) Uani 1 1 d . . . . .
C002 C 0.3782(2) 0.65756(6) 0.5521(2) 0.0401(3) Uani 1 1 d . . . . .
C003 C 0.5065(2) 0.61390(6) 0.3213(2) 0.0404(3) Uani 1 1 d . . . . .
C004 C 0.6015(3) 0.69450(7) 0.2800(3) 0.0524(4) Uani 1 1 d . . . . .
H004 H 0.637839 0.726348 0.320404 0.063 Uiso 1 1 calc R U . . .
C005 C 0.4666(2) 0.58165(6) 0.4513(2) 0.0411(4) Uani 1 1 d . . . . .
C006 C 0.4940(3) 0.59923(7) 0.1581(3) 0.0521(4) Uani 1 1 d . . . . .
H006 H 0.458362 0.567372 0.117459 0.062 Uiso 1 1 calc R U . . .
C007 C 0.3229(2) 0.61039(6) 0.4873(2) 0.0402(3) Uani 1 1 d . . . . .
C008 C 0.4063(3) 0.53207(6) 0.3836(2) 0.0513(4) Uani 1 1 d . . . . .
C009 C 0.6440(2) 0.58384(7) 0.6288(2) 0.0446(4) Uani 1 1 d . . . . .
C00A C 0.5692(2) 0.67118(6) 0.5684(2) 0.0409(3) Uani 1 1 d . . . . .
C00B C 0.6986(2) 0.63137(7) 0.6902(2) 0.0436(4) Uani 1 1 d . . . . .
C00C C 0.2662(3) 0.68741(7) 0.5955(3) 0.0522(4) Uani 1 1 d . . . . .
H00C H 0.304476 0.718769 0.640734 0.063 Uiso 1 1 calc R U . . .
C00D C 0.6232(3) 0.72160(7) 0.6314(2) 0.0523(4) Uani 1 1 d . . . . .
C00E C 0.1517(3) 0.59343(7) 0.4605(3) 0.0527(4) Uani 1 1 d . . . . .
H00E H 0.112764 0.562119 0.414946 0.063 Uiso 1 1 calc R U . . .
C00F C 0.9582(3) 0.59967(11) 0.9422(3) 0.0767(7) Uani 1 1 d . . . . .
H00F H 1.064301 0.604694 1.047958 0.092 Uiso 1 1 calc R U . . .
C00G C 0.7466(3) 0.54405(8) 0.7239(3) 0.0623(5) Uani 1 1 d . . . . .
H00G H 0.710756 0.512196 0.683324 0.075 Uiso 1 1 calc R U . . .
C00H C 0.5351(3) 0.63256(8) 0.0554(3) 0.0662(6) Uani 1 1 d . . . . .
H00H H 0.526872 0.622971 -0.054985 0.079 Uiso 1 1 calc R U . . .
C00I C 0.8561(3) 0.63957(9) 0.8473(3) 0.0582(5) Uani 1 1 d . . . . .
H00I H 0.892568 0.671364 0.888294 0.070 Uiso 1 1 calc R U . . .
C00J C 0.5878(3) 0.67947(9) 0.1151(3) 0.0659(6) Uani 1 1 d . . . . .
H00J H 0.614784 0.701497 0.044818 0.079 Uiso 1 1 calc R U . . .
C00K C 0.0962(3) 0.67000(9) 0.5706(3) 0.0656(6) Uani 1 1 d . . . . .
H00K H 0.020118 0.689714 0.600152 0.079 Uiso 1 1 calc R U . . .
C00L C 0.6607(4) 0.76246(9) 0.6769(4) 0.0750(7) Uani 1 1 d . . . . .
H00L H 0.690410 0.794885 0.713091 0.090 Uiso 1 1 calc R U . . .
C00M C 0.3512(4) 0.49315(8) 0.3230(3) 0.0721(6) Uani 1 1 d . . . . .
H00M H 0.307506 0.462329 0.275074 0.087 Uiso 1 1 calc R U . . .
C00N C 0.9045(4) 0.55271(11) 0.8818(4) 0.0821(8) Uani 1 1 d . . . . .
H00N H 0.974704 0.526297 0.947313 0.098 Uiso 1 1 calc R U . . .
C00O C 0.0390(3) 0.62380(9) 0.5024(4) 0.0676(6) Uani 1 1 d . . . . .
H00O H -0.076445 0.612768 0.484276 0.081 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
C001 C003 1.393(2) . ?
C001 C004 1.382(2) . ?
C001 C00A 1.538(2) . ?
C002 C007 1.389(2) . ?
C002 C00A 1.539(2) . ?
C002 C00C 1.381(2) . ?
C003 C005 1.537(2) . ?
C003 C006 1.378(2) . ?
C004 H004 0.9300 . ?
C004 C00J 1.392(3) . ?
C005 C007 1.540(2) . ?
C005 C008 1.462(2) . ?
C005 C009 1.542(2) . ?
C006 H006 0.9300 . ?
C006 C00H 1.387(3) . ?
C007 C00E 1.384(2) . ?
C008 C00M 1.174(3) . ?
C009 C00B 1.391(3) . ?
C009 C00G 1.383(2) . ?
C00A C00B 1.538(2) . ?
C00A C00D 1.466(2) . ?
C00B C00I 1.384(2) . ?
C00C H00C 0.9300 . ?
C00C C00K 1.384(3) . ?
C00D C00L 1.172(3) . ?
C00E H00E 0.9300 . ?
C00E C00O 1.388(3) . ?
C00F H00F 0.9300 . ?
C00F C00I 1.383(3) . ?
C00F C00N 1.373(4) . ?
C00G H00G 0.9300 . ?
C00G C00N 1.392(3) . ?
C00H H00H 0.9300 . ?
C00H C00J 1.369(3) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00O 1.374(3) . ?
C00L H00L 0.9300 . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00O H00O 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
C003 C001 C00A 113.49(13) . . ?
C004 C001 C003 119.85(15) . . ?
C004 C001 C00A 126.65(15) . . ?
C007 C002 C00A 113.35(14) . . ?
C00C C002 C007 120.64(15) . . ?
C00C C002 C00A 126.00(16) . . ?
C001 C003 C005 113.62(14) . . ?
C006 C003 C001 120.63(15) . . ?
C006 C003 C005 125.75(16) . . ?
C001 C004 H004 120.4 . . ?
C001 C004 C00J 119.19(17) . . ?
C00J C004 H004 120.4 . . ?
C003 C005 C007 105.12(12) . . ?
C003 C005 C009 104.87(13) . . ?
C007 C005 C009 104.98(13) . . ?
C008 C005 C003 113.21(14) . . ?
C008 C005 C007 113.08(14) . . ?
C008 C005 C009 114.65(14) . . ?
C003 C006 H006 120.4 . . ?
C003 C006 C00H 119.19(18) . . ?
C00H C006 H006 120.4 . . ?
C002 C007 C005 113.82(13) . . ?
C00E C007 C002 119.98(16) . . ?
C00E C007 C005 126.20(16) . . ?
C00M C008 C005 177.0(2) . . ?
C00B C009 C005 113.54(14) . . ?
C00G C009 C005 126.09(18) . . ?
C00G C009 C00B 120.37(17) . . ?
C001 C00A C002 105.83(13) . . ?
C00B C00A C001 104.91(13) . . ?
C00B C00A C002 104.74(13) . . ?
C00D C00A C001 113.19(14) . . ?
C00D C00A C002 112.76(15) . . ?
C00D C00A C00B 114.55(14) . . ?
C009 C00B C00A 113.59(14) . . ?
C00I C00B C009 120.60(17) . . ?
C00I C00B C00A 125.81(18) . . ?
C002 C00C H00C 120.5 . . ?
C002 C00C C00K 119.08(19) . . ?
C00K C00C H00C 120.5 . . ?
C00L C00D C00A 177.6(2) . . ?
C007 C00E H00E 120.5 . . ?
C007 C00E C00O 119.1(2) . . ?
C00O C00E H00E 120.5 . . ?
C00I C00F H00F 119.7 . . ?
C00N C00F H00F 119.7 . . ?
C00N C00F C00I 120.6(2) . . ?
C009 C00G H00G 120.7 . . ?
C009 C00G C00N 118.6(2) . . ?
C00N C00G H00G 120.7 . . ?
C006 C00H H00H 119.8 . . ?
C00J C00H C006 120.50(18) . . ?
C00J C00H H00H 119.8 . . ?
C00B C00I H00I 120.6 . . ?
C00F C00I C00B 118.9(2) . . ?
C00F C00I H00I 120.6 . . ?
C004 C00J H00J 119.7 . . ?
C00H C00J C004 120.64(18) . . ?
C00H C00J H00J 119.7 . . ?
C00C C00K H00K 119.8 . . ?
C00O C00K C00C 120.48(18) . . ?
C00O C00K H00K 119.8 . . ?
C00D C00L H00L 180.0 . . ?
C008 C00M H00M 180.0 . . ?
C00F C00N C00G 121.0(2) . . ?
C00F C00N H00N 119.5 . . ?
C00G C00N H00N 119.5 . . ?
C00E C00O H00O 119.6 . . ?
C00K C00O C00E 120.73(19) . . ?
C00K C00O H00O 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C001 C003 C005 C007 54.82(18) . . . . ?
C001 C003 C005 C008 178.72(14) . . . . ?
C001 C003 C005 C009 -55.59(17) . . . . ?
C001 C003 C006 C00H -0.2(3) . . . . ?
C001 C004 C00J C00H -0.3(3) . . . . ?
C001 C00A C00B C009 -55.78(17) . . . . ?
C001 C00A C00B C00I 124.26(19) . . . . ?
C002 C007 C00E C00O -1.2(3) . . . . ?
C002 C00A C00B C009 55.44(17) . . . . ?
C002 C00A C00B C00I -124.52(18) . . . . ?
C002 C00C C00K C00O -0.5(3) . . . . ?
C003 C001 C004 C00J 0.2(3) . . . . ?
C003 C001 C00A C002 -55.14(17) . . . . ?
C003 C001 C00A C00B 55.30(17) . . . . ?
C003 C001 C00A C00D -179.12(14) . . . . ?
C003 C005 C007 C002 -56.14(17) . . . . ?
C003 C005 C007 C00E 123.67(17) . . . . ?
C003 C005 C009 C00B 55.12(17) . . . . ?
C003 C005 C009 C00G -124.35(19) . . . . ?
C003 C006 C00H C00J 0.1(3) . . . . ?
C004 C001 C003 C005 179.69(16) . . . . ?
C004 C001 C003 C006 0.1(2) . . . . ?
C004 C001 C00A C002 125.60(18) . . . . ?
C004 C001 C00A C00B -123.96(19) . . . . ?
C004 C001 C00A C00D 1.6(2) . . . . ?
C005 C003 C006 C00H -179.8(2) . . . . ?
C005 C007 C00E C00O 178.96(18) . . . . ?
C005 C009 C00B C00A 0.5(2) . . . . ?
C005 C009 C00B C00I -179.55(17) . . . . ?
C005 C009 C00G C00N 179.5(2) . . . . ?
C006 C003 C005 C007 -125.59(18) . . . . ?
C006 C003 C005 C008 -1.7(2) . . . . ?
C006 C003 C005 C009 124.00(18) . . . . ?
C006 C00H C00J C004 0.2(4) . . . . ?
C007 C002 C00A C001 53.87(16) . . . . ?
C007 C002 C00A C00B -56.69(17) . . . . ?
C007 C002 C00A C00D 178.12(13) . . . . ?
C007 C002 C00C C00K -1.1(3) . . . . ?
C007 C005 C009 C00B -55.40(17) . . . . ?
C007 C005 C009 C00G 125.13(19) . . . . ?
C007 C00E C00O C00K -0.3(3) . . . . ?
C008 C005 C007 C002 179.88(13) . . . . ?
C008 C005 C007 C00E -0.3(2) . . . . ?
C008 C005 C009 C00B 179.90(15) . . . . ?
C008 C005 C009 C00G 0.4(3) . . . . ?
C009 C005 C007 C002 54.19(16) . . . . ?
C009 C005 C007 C00E -126.00(18) . . . . ?
C009 C00B C00I C00F 0.0(3) . . . . ?
C009 C00G C00N C00F -0.1(4) . . . . ?
C00A C001 C003 C005 0.38(19) . . . . ?
C00A C001 C003 C006 -179.24(16) . . . . ?
C00A C001 C004 C00J 179.38(18) . . . . ?
C00A C002 C007 C005 1.69(18) . . . . ?
C00A C002 C007 C00E -178.13(15) . . . . ?
C00A C002 C00C C00K 179.01(17) . . . . ?
C00A C00B C00I C00F 179.9(2) . . . . ?
C00B C009 C00G C00N 0.1(3) . . . . ?
C00C C002 C007 C005 -178.21(16) . . . . ?
C00C C002 C007 C00E 2.0(2) . . . . ?
C00C C002 C00A C001 -126.23(18) . . . . ?
C00C C002 C00A C00B 123.21(18) . . . . ?
C00C C002 C00A C00D -2.0(2) . . . . ?
C00C C00K C00O C00E 1.2(4) . . . . ?
C00D C00A C00B C009 179.50(15) . . . . ?
C00D C00A C00B C00I -0.5(2) . . . . ?
C00G C009 C00B C00A 179.99(17) . . . . ?
C00G C009 C00B C00I 0.0(3) . . . . ?
C00I C00F C00N C00G 0.1(4) . . . . ?
C00N C00F C00I C00B 0.0(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.706
_oxdiff_exptl_absorpt_empirical_full_min 0.628
####################################################################### 
# 
# 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_1cP41
_database_code_depnum_ccdc_archive 'CCDC 2493850'
loop_
_audit_author_name
_audit_author_address
'Hikaru Yamamoto'
;Hokkaido University
Japan
;
_audit_update_record             
;
2026-04-09 deposited with the CCDC.	2026-04-23 downloaded from the CCDC.
;
_audit_creation_date             2026-03-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H10 F4'
_chemical_formula_sum            'C24 H10 F4'
_chemical_formula_weight         374.32
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'H C F'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

_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      tetragonal
_space_group_IT_number           76
_space_group_name_H-M_alt        'P 41'
_space_group_name_Hall           'P 4w'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+1/4'
'y, -x, z+3/4'

_cell_length_a                   13.4142(6)
_cell_length_b                   13.4142(6)
_cell_length_c                   9.5889(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1725.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5444
_cell_measurement_temperature    153
_cell_measurement_theta_max      74.6070
_cell_measurement_theta_min      3.2460
_shelx_estimated_absorpt_T_max   0.953
_shelx_estimated_absorpt_T_min   0.953
_exptl_absorpt_coefficient_mu    0.964
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0609
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            16038
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.969
_diffrn_reflns_theta_min         3.295
_diffrn_ambient_temperature      153
_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 0.964
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     33.00 119.00   0.50    2.65    --   48.41  65.00 117.00  172
  2  ω     82.00 174.00   0.50    2.65    --  102.75  77.00  60.00  184
  3  ω     95.00 175.00   0.50    2.65    --  102.75  19.00  60.00  160
  4  ω     90.00 174.00   0.50    2.65    --  102.75  57.00 150.00  168
  5  ω     41.00 120.00   0.50    2.65    --   48.41  37.00  60.00  158
  6  ω     31.00  84.00   0.50    2.65    --  102.75 -65.00 -17.00  106
  7  ω     31.00  69.00   0.50    2.65    --  102.75 -57.00   0.00   76
  8  ω     31.00  69.00   0.50    2.65    --  102.75 -57.00-120.00   76
  9  ω     31.00  80.00   0.50    2.65    --  102.75 -63.00-161.00   98
 10  ω     31.00 111.00   0.50    2.65    --  102.75-125.00-150.00  160
 11  ω     36.00 119.00   0.50    2.65    --   48.41  57.00-120.00  166
 12  ω     28.00 119.00   0.50    2.65    --   48.41  77.00 -60.00  182
 13  ω     31.00  69.00   0.50    2.65    --  102.75 -57.00 150.00   76
 14  ω    -24.00  18.00   0.50    2.65    --   48.41 -19.00 -30.00   84
 15  ω    -24.00  18.00   0.50    2.65    --   48.41 -19.00-150.00   84
 16  ω    -14.00  25.00   0.50    2.65    --  -48.41  19.00-180.00   78
 17  ω    -76.00 -30.00   0.50    2.65    -- -102.00  63.00 -24.00   92
 18  ω    -65.00 -30.00   0.50    2.65    -- -102.00  57.00  90.00   70
 19  ω    -80.00 -30.00   0.50    2.65    -- -102.00  65.00 117.00  100
 20  ω   -174.00 -86.00   0.50    2.65    -- -102.00 -98.00 104.00  176
 21  ω   -119.00 -74.00   0.50    2.65    --  -48.41-125.00 -30.00   90
 22  ω   -119.00 -74.00   0.50    2.65    --  -48.41-125.00-120.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1004382000
_diffrn_orient_matrix_UB_12      -0.0556949000
_diffrn_orient_matrix_UB_13      -0.0079825000
_diffrn_orient_matrix_UB_21      -0.0412545000
_diffrn_orient_matrix_UB_22      -0.0669678000
_diffrn_orient_matrix_UB_23      -0.1166527000
_diffrn_orient_matrix_UB_31      0.0374546000
_diffrn_orient_matrix_UB_32      0.0748512000
_diffrn_orient_matrix_UB_33      -0.1101632000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.865
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.943
_reflns_number_gt                2917
_reflns_number_total             3500
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (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 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 1094 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.06(15)
_refine_ls_extinction_coef       0.0039(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3500
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0524
_refine_ls_restrained_S_all      1.073
_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)+(0.0679P)²+0.4161P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1282
_refine_ls_wR_factor_ref         0.1341
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C00G-F003
 1.35 with sigma of 0.02
 C009-F001
 1.35 with sigma of 0.02
 C00N-F004
 1.35 with sigma of 0.02
 C00R-F1
 1.35 with sigma of 0.002
 C00P-F2
 1.35 with sigma of 0.002
3. Others
 Fixed Sof: F001(0.9) F002(0.9) F003(0.9) F004(0.9) H009(0.1) H00B(0.1)
 H00G(0.1) H00N(0.1) H00P(0.8) H00R(0.8) F1(0.2) F2(0.2)
4.a Aromatic/amide H refined with riding coordinates:
 C006(H006), C009(H009), C00B(H00B), C00F(H00F), C00G(H00G), C00J(H00J),
 C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00R(H00R)
4.b :
 C00Q(H00Q), C00S(H00S)
;
_atom_sites_solution_hydrogens   geom
_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
F001 F 0.7326(2) 0.43876(19) 0.7387(3) 0.0531(7) Uani 0.9 1 d D . P A 2
F002 F 0.8843(2) 0.9787(2) 0.2551(4) 0.0611(8) Uani 0.9 1 d . . P B 3
F003 F 0.8471(2) 0.5542(2) 0.9013(4) 0.0622(8) Uani 0.9 1 d D . P C 2
F004 F 0.7705(3) 0.8609(3) 0.0954(3) 0.0675(9) Uani 0.9 1 d D . P D 3
C005 C 0.7299(3) 0.8642(3) 0.5161(5) 0.0398(9) Uani 1 1 d . . . . .
C006 C 0.6629(3) 0.5792(3) 0.6298(5) 0.0419(9) Uani 1 1 d . . . . .
H006 H 0.622324 0.538248 0.572276 0.050 Uiso 1 1 calc R U . . .
C007 C 0.6595(3) 0.6820(3) 0.6192(4) 0.0390(8) Uani 1 1 d . . . . .
C008 C 0.5963(3) 0.8749(3) 0.6901(5) 0.0465(10) Uani 1 1 d . . . . .
C009 C 0.7273(3) 0.5379(3) 0.7264(5) 0.0427(9) Uani 1 1 d D . . . .
H009 H 0.730866 0.467504 0.735960 0.051 Uiso 0.1 1 calc R U P A 1
C00A C 0.7199(3) 0.7417(3) 0.7022(4) 0.0406(9) Uani 1 1 d . . . . .
C00B C 0.8132(3) 0.9223(3) 0.3145(5) 0.0484(11) Uani 1 1 d . . . . .
H00B H 0.862851 0.962592 0.271991 0.058 Uiso 0.1 1 calc R U P B 4
C00C C 0.7083(3) 0.8543(3) 0.6733(5) 0.0436(9) Uani 1 1 d . . . . .
C00D C 0.6711(3) 0.8039(3) 0.4320(4) 0.0401(9) Uani 1 1 d . . . . .
C00E C 0.5359(3) 0.8163(3) 0.6044(5) 0.0438(9) Uani 1 1 d . . . . .
C00F C 0.6821(3) 0.8029(3) 0.2887(5) 0.0452(10) Uani 1 1 d . . . . .
H00F H 0.640779 0.762646 0.231329 0.054 Uiso 1 1 calc R U . . .
C00G C 0.7861(3) 0.5977(3) 0.8087(5) 0.0484(11) Uani 1 1 d D . . . .
H00G H 0.829437 0.567462 0.874629 0.058 Uiso 0.1 1 calc R U P C 1
C00H C 0.5318(3) 0.6791(3) 0.4257(5) 0.0471(10) Uani 1 1 d . . . . .
C00I C 0.5953(3) 0.7411(3) 0.5149(5) 0.0408(9) Uani 1 1 d . . . . .
C00J C 0.7841(3) 0.6992(3) 0.7987(5) 0.0466(10) Uani 1 1 d . . . . .
H00J H 0.825444 0.739423 0.856132 0.056 Uiso 1 1 calc R U . . .
C00K C 0.7733(4) 0.9171(3) 0.7565(5) 0.0514(11) Uani 1 1 d . . . . .
C00L C 0.4340(3) 0.8267(4) 0.6047(6) 0.0529(11) Uani 1 1 d . . . . .
H00L H 0.392982 0.788314 0.544480 0.063 Uiso 1 1 calc R U . . .
C00M C 0.8016(3) 0.9260(3) 0.4574(5) 0.0448(10) Uani 1 1 d . . . . .
H00M H 0.841123 0.969109 0.513353 0.054 Uiso 1 1 calc R U . . .
C00N C 0.7554(4) 0.8626(3) 0.2323(5) 0.0493(11) Uani 1 1 d D . . . .
H00N H 0.765892 0.862144 0.134297 0.059 Uiso 0.1 1 calc R U P D 4
C00O C 0.5540(4) 0.9423(3) 0.7817(5) 0.0538(11) Uani 1 1 d . . . . .
H00O H 0.594128 0.981864 0.841736 0.065 Uiso 1 1 calc R U . . .
C00P C 0.3936(4) 0.8956(4) 0.6965(6) 0.0629(14) Uani 1 1 d D . . . .
H00P H 0.323373 0.904482 0.698338 0.076 Uiso 0.8 1 calc R U P E 2
C00Q C 0.4806(4) 0.6309(4) 0.3529(6) 0.0608(13) Uani 1 1 d . . . . .
H00Q H 0.439133 0.591860 0.293900 0.073 Uiso 1 1 calc R U . . .
C00R C 0.4503(4) 0.9502(4) 0.7828(5) 0.0616(13) Uani 1 1 d D . . . .
H00R H 0.419266 0.995090 0.845968 0.074 Uiso 0.8 1 calc R U P F 2
C00S C 0.8275(4) 0.9691(4) 0.8226(6) 0.0648(14) Uani 1 1 d . . . . .
H00S H 0.870778 1.010615 0.875268 0.078 Uiso 1 1 calc R U . . .
F1 F 0.4240(12) 1.0120(10) 0.8871(13) 0.078(5) Uani 0.2 1 d D . P G 1
F2 F 0.2937(4) 0.9027(10) 0.6931(18) 0.070(4) Uani 0.2 1 d D . P H 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F001 C009 1.337(5) . ?
F002 C00B 1.344(5) . ?
F003 C00G 1.342(5) . ?
F004 C00N 1.328(5) . ?
C005 C00C 1.541(6) . ?
C005 C00D 1.389(6) . ?
C005 C00M 1.389(6) . ?
C006 H006 0.9500 . ?
C006 C007 1.384(6) . ?
C006 C009 1.382(6) . ?
C007 C00A 1.390(6) . ?
C007 C00I 1.540(6) . ?
C008 C00C 1.536(6) . ?
C008 C00E 1.396(6) . ?
C008 C00O 1.382(6) . ?
C009 H009 0.9500 . ?
C009 C00G 1.375(6) . ?
C00A C00C 1.543(6) . ?
C00A C00J 1.387(6) . ?
C00B H00B 0.9500 . ?
C00B C00M 1.380(7) . ?
C00B C00N 1.365(7) . ?
C00C C00K 1.451(6) . ?
C00D C00F 1.381(6) . ?
C00D C00I 1.541(6) . ?
C00E C00I 1.546(6) . ?
C00E C00L 1.374(6) . ?
C00F H00F 0.9500 . ?
C00F C00N 1.378(7) . ?
C00G H00G 0.9500 . ?
C00G C00J 1.365(7) . ?
C00H C00I 1.466(6) . ?
C00H C00Q 1.174(6) . ?
C00J H00J 0.9500 . ?
C00K C00S 1.191(7) . ?
C00L H00L 0.9500 . ?
C00L C00P 1.387(7) . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?
C00O H00O 0.9500 . ?
C00O C00R 1.395(7) . ?
C00P H00P 0.9500 . ?
C00P C00R 1.342(8) . ?
C00P F2 1.344(3) . ?
C00Q H00Q 0.9500 . ?
C00R H00R 0.9500 . ?
C00R F1 1.345(3) . ?
C00S H00S 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
C00D C005 C00C 114.3(3) . . ?
C00D C005 C00M 120.4(4) . . ?
C00M C005 C00C 125.3(4) . . ?
C007 C006 H006 121.0 . . ?
C009 C006 H006 121.0 . . ?
C009 C006 C007 118.0(4) . . ?
C006 C007 C00A 120.8(4) . . ?
C006 C007 C00I 125.4(4) . . ?
C00A C007 C00I 113.7(3) . . ?
C00E C008 C00C 113.9(4) . . ?
C00O C008 C00C 125.9(4) . . ?
C00O C008 C00E 120.2(4) . . ?
F001 C009 C006 119.5(4) . . ?
F001 C009 C00G 119.9(4) . . ?
C006 C009 H009 119.7 . . ?
C00G C009 C006 120.6(4) . . ?
C00G C009 H009 119.7 . . ?
C007 C00A C00C 113.7(4) . . ?
C00J C00A C007 120.5(4) . . ?
C00J C00A C00C 125.8(4) . . ?
F002 C00B C00M 118.7(4) . . ?
F002 C00B C00N 119.3(4) . . ?
C00M C00B H00B 119.0 . . ?
C00N C00B H00B 119.0 . . ?
C00N C00B C00M 122.1(4) . . ?
C005 C00C C00A 104.0(3) . . ?
C008 C00C C005 105.7(4) . . ?
C008 C00C C00A 104.9(3) . . ?
C00K C00C C005 112.0(4) . . ?
C00K C00C C008 115.2(4) . . ?
C00K C00C C00A 114.1(4) . . ?
C005 C00D C00I 113.2(4) . . ?
C00F C00D C005 121.5(4) . . ?
C00F C00D C00I 125.3(4) . . ?
C008 C00E C00I 113.3(4) . . ?
C00L C00E C008 121.3(4) . . ?
C00L C00E C00I 125.4(4) . . ?
C00D C00F H00F 121.3 . . ?
C00N C00F C00D 117.5(4) . . ?
C00N C00F H00F 121.3 . . ?
F003 C00G C009 118.5(4) . . ?
F003 C00G C00J 119.5(4) . . ?
C009 C00G H00G 119.0 . . ?
C00J C00G C009 122.0(4) . . ?
C00J C00G H00G 119.0 . . ?
C00Q C00H C00I 178.8(5) . . ?
C007 C00I C00D 104.3(3) . . ?
C007 C00I C00E 105.2(4) . . ?
C00D C00I C00E 105.7(3) . . ?
C00H C00I C007 114.3(3) . . ?
C00H C00I C00D 113.1(4) . . ?
C00H C00I C00E 113.3(4) . . ?
C00A C00J H00J 121.0 . . ?
C00G C00J C00A 118.0(4) . . ?
C00G C00J H00J 121.0 . . ?
C00S C00K C00C 178.8(6) . . ?
C00E C00L H00L 121.4 . . ?
C00E C00L C00P 117.2(5) . . ?
C00P C00L H00L 121.4 . . ?
C005 C00M H00M 121.4 . . ?
C00B C00M C005 117.3(4) . . ?
C00B C00M H00M 121.4 . . ?
F004 C00N C00B 119.6(4) . . ?
F004 C00N C00F 119.1(4) . . ?
C00B C00N C00F 121.2(4) . . ?
C00B C00N H00N 119.4 . . ?
C00F C00N H00N 119.4 . . ?
C008 C00O H00O 121.2 . . ?
C008 C00O C00R 117.6(5) . . ?
C00R C00O H00O 121.2 . . ?
C00L C00P H00P 118.9 . . ?
C00R C00P C00L 122.3(5) . . ?
C00R C00P H00P 118.9 . . ?
C00R C00P F2 122.8(8) . . ?
F2 C00P C00L 114.9(8) . . ?
C00H C00Q H00Q 180.0 . . ?
C00O C00R H00R 119.4 . . ?
C00P C00R C00O 121.3(5) . . ?
C00P C00R H00R 119.4 . . ?
C00P C00R F1 130.2(9) . . ?
F1 C00R C00O 108.3(9) . . ?
C00K C00S H00S 180.0 . . ?

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
F001 C009 C00G F003 -0.7(6) . . . . ?
F001 C009 C00G C00J 179.2(4) . . . . ?
F002 C00B C00M C005 -177.7(4) . . . . ?
F002 C00B C00N F004 0.2(6) . . . . ?
F002 C00B C00N C00F 179.5(4) . . . . ?
F003 C00G C00J C00A -179.8(4) . . . . ?
C005 C00D C00F C00N 1.4(6) . . . . ?
C005 C00D C00I C007 -56.4(4) . . . . ?
C005 C00D C00I C00E 54.3(4) . . . . ?
C005 C00D C00I C00H 178.8(4) . . . . ?
C006 C007 C00A C00C 178.3(4) . . . . ?
C006 C007 C00A C00J -0.9(6) . . . . ?
C006 C007 C00I C00D -121.8(4) . . . . ?
C006 C007 C00I C00E 127.2(4) . . . . ?
C006 C007 C00I C00H 2.2(6) . . . . ?
C006 C009 C00G F003 179.8(4) . . . . ?
C006 C009 C00G C00J -0.3(7) . . . . ?
C007 C006 C009 F001 -179.8(4) . . . . ?
C007 C006 C009 C00G -0.3(6) . . . . ?
C007 C00A C00C C005 -56.0(4) . . . . ?
C007 C00A C00C C008 54.8(5) . . . . ?
C007 C00A C00C C00K -178.3(4) . . . . ?
C007 C00A C00J C00G 0.3(6) . . . . ?
C008 C00E C00I C007 54.0(4) . . . . ?
C008 C00E C00I C00D -56.0(5) . . . . ?
C008 C00E C00I C00H 179.6(4) . . . . ?
C008 C00E C00L C00P -1.9(7) . . . . ?
C008 C00O C00R C00P -1.1(7) . . . . ?
C008 C00O C00R F1 174.2(9) . . . . ?
C009 C006 C007 C00A 0.9(6) . . . . ?
C009 C006 C007 C00I 177.9(4) . . . . ?
C009 C00G C00J C00A 0.3(7) . . . . ?
C00A C007 C00I C00D 55.4(4) . . . . ?
C00A C007 C00I C00E -55.6(4) . . . . ?
C00A C007 C00I C00H 179.4(4) . . . . ?
C00C C005 C00D C00F -179.1(4) . . . . ?
C00C C005 C00D C00I 1.0(5) . . . . ?
C00C C005 C00M C00B 177.5(4) . . . . ?
C00C C008 C00E C00I 1.8(5) . . . . ?
C00C C008 C00E C00L -178.8(4) . . . . ?
C00C C008 C00O C00R -179.4(4) . . . . ?
C00C C00A C00J C00G -178.8(4) . . . . ?
C00D C005 C00C C008 -55.2(4) . . . . ?
C00D C005 C00C C00A 55.0(4) . . . . ?
C00D C005 C00C C00K 178.7(4) . . . . ?
C00D C005 C00M C00B -1.8(6) . . . . ?
C00D C00F C00N F004 177.7(4) . . . . ?
C00D C00F C00N C00B -1.6(7) . . . . ?
C00E C008 C00C C005 53.2(4) . . . . ?
C00E C008 C00C C00A -56.3(5) . . . . ?
C00E C008 C00C C00K 177.4(4) . . . . ?
C00E C008 C00O C00R -1.1(6) . . . . ?
C00E C00L C00P C00R -0.3(8) . . . . ?
C00E C00L C00P F2 -179.7(9) . . . . ?
C00F C00D C00I C007 123.7(5) . . . . ?
C00F C00D C00I C00E -125.6(5) . . . . ?
C00F C00D C00I C00H -1.1(6) . . . . ?
C00I C007 C00A C00C 1.0(5) . . . . ?
C00I C007 C00A C00J -178.2(4) . . . . ?
C00I C00D C00F C00N -178.7(4) . . . . ?
C00I C00E C00L C00P 177.4(4) . . . . ?
C00J C00A C00C C005 123.2(4) . . . . ?
C00J C00A C00C C008 -126.1(5) . . . . ?
C00J C00A C00C C00K 0.9(6) . . . . ?
C00L C00E C00I C007 -125.4(4) . . . . ?
C00L C00E C00I C00D 124.6(4) . . . . ?
C00L C00E C00I C00H 0.2(6) . . . . ?
C00L C00P C00R C00O 1.9(8) . . . . ?
C00L C00P C00R F1 -172.3(10) . . . . ?
C00M C005 C00C C008 125.4(4) . . . . ?
C00M C005 C00C C00A -124.4(4) . . . . ?
C00M C005 C00C C00K -0.7(6) . . . . ?
C00M C005 C00D C00F 0.3(6) . . . . ?
C00M C005 C00D C00I -179.5(4) . . . . ?
C00M C00B C00N F004 -179.1(4) . . . . ?
C00M C00B C00N C00F 0.2(7) . . . . ?
C00N C00B C00M C005 1.6(7) . . . . ?
C00O C008 C00C C005 -128.3(4) . . . . ?
C00O C008 C00C C00A 122.1(4) . . . . ?
C00O C008 C00C C00K -4.2(6) . . . . ?
C00O C008 C00E C00I -176.7(4) . . . . ?
C00O C008 C00E C00L 2.7(7) . . . . ?
F2 C00P C00R C00O -178.8(9) . . . . ?
F2 C00P C00R F1 7.0(16) . . . . ?

_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 1.476
_oxdiff_exptl_absorpt_empirical_full_min 0.661
####################################################################### 
# 
# 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_1cP43
_database_code_depnum_ccdc_archive 'CCDC 2493851'
loop_
_audit_author_name
_audit_author_address
'Hikaru Yamamoto'
;Hokkaido University
Japan
;
_audit_update_record             
;
2026-04-09 deposited with the CCDC.	2026-04-23 downloaded from the CCDC.
;
_audit_creation_date             2026-03-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H10 F4'
_chemical_formula_sum            'C24 H10 F4'
_chemical_formula_weight         374.32
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'F C H'
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'

_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      tetragonal
_space_group_IT_number           78
_space_group_name_H-M_alt        'P 43'
_space_group_name_Hall           'P 4cw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+3/4'
'y, -x, z+1/4'

_cell_length_a                   13.5057(5)
_cell_length_b                   13.5057(5)
_cell_length_c                   9.6580(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1761.66(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4426
_cell_measurement_temperature    293
_cell_measurement_theta_max      74.0220
_cell_measurement_theta_min      3.2510
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.944
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8939
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.703
_diffrn_reflns_theta_min         3.272
_diffrn_ambient_temperature      293
_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 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -105.00 -26.00   0.50    3.16    -- -102.00 109.00 -47.00  158
  2  ω    -72.00 -36.00   0.50    3.16    -- -102.00  61.00 -30.00   72
  3  ω      2.00  28.00   0.50    3.16    --  -42.30  19.00 -90.00   52
  4  ω    -30.00  10.00   0.50    3.16    --   42.30 -19.00-150.00   80
  5  ω     40.00  71.00   0.50    3.16    --  106.76 -61.00-180.00   62
  6  ω     40.00  78.00   0.50    3.16    --  106.76-125.00 -60.00   76
  7  ω     34.00 104.00   0.50    3.16    --  106.76 -94.00 120.00  140
  8  ω     83.00 173.00   0.50    3.16    --  106.76  30.00  60.00  180
  9  ω    -14.00  11.00   0.50    3.16    --  -42.30  19.00 150.00   50
 10  ω    -30.00  17.00   0.50    3.16    --   42.30 -19.00 120.00   94
 11  ω    -77.00  -3.00   0.50    3.16    --  -42.30 109.00 -47.00  148
 12  ω    -69.00 -36.00   0.50    3.16    -- -102.00  61.00-180.00   66
 13  ω   -124.00 -98.00   0.50    3.16    -- -102.00 -45.00-150.00   52
 14  ω    -93.00 -68.00   0.50    3.16    --  -42.30-142.00 -34.00   50
 15  ω   -121.00 -88.00   0.50    3.16    -- -102.00-128.00 136.00   66
 16  ω   -168.00-143.00   0.50    3.16    -- -102.00-128.00 136.00   50
 17  ω   -174.00-148.00   0.50    3.16    -- -102.00 -45.00-150.00   52
 18  ω   -124.00 -28.00   0.50    3.16    -- -102.00 142.00  22.00  192
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1134612000
_diffrn_orient_matrix_UB_12      0.0080460000
_diffrn_orient_matrix_UB_13      -0.0126248000
_diffrn_orient_matrix_UB_21      0.0112718000
_diffrn_orient_matrix_UB_22      0.0243675000
_diffrn_orient_matrix_UB_23      -0.1550470000
_diffrn_orient_matrix_UB_31      -0.0052883000
_diffrn_orient_matrix_UB_32      -0.1111667000
_diffrn_orient_matrix_UB_33      -0.0346888000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.848
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.931
_reflns_number_gt                2750
_reflns_number_total             3435
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (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 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3435
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0522
_refine_ls_restrained_S_all      1.092
_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)+(0.0989P)²+0.0619P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1544
_refine_ls_wR_factor_ref         0.1642
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 F2-C00Q
 1.35 with sigma of 0.002
 C00P-F1
 1.35 with sigma of 0.002
3. Others
 Fixed Sof: F001(0.9) F002(0.9) F003(0.9) F004(0.9) H005(0.1) H00D(0.1)
 H00G(0.1) H00K(0.1) H00P(0.8) H00Q(0.8) F1(0.2) F2(0.2)
4.a Aromatic/amide H refined with riding coordinates:
 C005(H005), C007(H007), C00D(H00D), C00F(H00F), C00G(H00G), C00H(H00H),
 C00J(H00J), C00K(H00K), C00M(H00M), C00N(H00N), C00P(H00P), C00Q(H00Q)
4.b :
 C00R(H00R), C00S(H00S)
;
_atom_sites_solution_hydrogens   geom
_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
F001 F 0.4419(2) 0.2704(3) 0.2598(4) 0.0866(10) Uani 0.9 1 d . . P A 3
F002 F 0.9748(3) 0.1170(3) 0.7437(5) 0.0984(12) Uani 0.9 1 d . . P B 2
F003 F 0.5550(3) 0.1548(3) 0.1006(5) 0.1041(13) Uani 0.9 1 d . . P C 3
F004 F 0.8599(3) 0.2307(4) 0.9000(4) 0.1066(13) Uani 0.9 1 d . . P D 2
C005 C 0.9200(3) 0.1875(4) 0.6837(6) 0.0731(13) Uani 1 1 d . . . . .
H005 H 0.959761 0.138091 0.726333 0.088 Uiso 0.1 1 calc R U P B 1
C006 C 0.8635(3) 0.2702(3) 0.4837(5) 0.0563(9) Uani 1 1 d . . . . .
C007 C 0.5813(3) 0.3382(3) 0.3688(5) 0.0618(9) Uani 1 1 d . . . . .
H007 H 0.540725 0.378774 0.425642 0.074 Uiso 1 1 calc R U . . .
C008 C 0.6836(3) 0.3405(3) 0.3800(5) 0.0567(9) Uani 1 1 d . . . . .
C009 C 0.7421(3) 0.2795(3) 0.2975(4) 0.0590(9) Uani 1 1 d . . . . .
C00A C 0.8750(3) 0.4020(4) 0.3096(5) 0.0656(11) Uani 1 1 d . . . . .
C00B C 0.8041(3) 0.3295(3) 0.5659(4) 0.0551(9) Uani 1 1 d . . . . .
C00C C 0.8537(3) 0.2901(3) 0.3275(5) 0.0615(10) Uani 1 1 d . . . . .
C00D C 0.5405(3) 0.2747(3) 0.2721(5) 0.0681(11) Uani 1 1 d . . . . .
H00D H 0.470609 0.272448 0.261526 0.082 Uiso 0.1 1 calc R U P A 4
C00E C 0.8170(3) 0.4612(3) 0.3934(5) 0.0632(10) Uani 1 1 d . . . . .
C00F C 0.8022(4) 0.3181(4) 0.7079(5) 0.0666(11) Uani 1 1 d . . . . .
H00F H 0.761860 0.359073 0.764516 0.080 Uiso 1 1 calc R U . . .
C00G C 0.5982(4) 0.2155(4) 0.1918(5) 0.0731(13) Uani 1 1 d . . . . .
H00G H 0.567555 0.172314 0.127029 0.088 Uiso 0.1 1 calc R U P C 4
C00H C 0.9242(3) 0.1982(3) 0.5425(5) 0.0648(11) Uani 1 1 d . . . . .
H00H H 0.966624 0.158265 0.487358 0.078 Uiso 1 1 calc R U . . .
C00I C 0.7421(3) 0.4041(3) 0.4831(5) 0.0593(9) Uani 1 1 d . . . . .
C00J C 0.8285(4) 0.5630(4) 0.3928(7) 0.0796(14) Uani 1 1 d . . . . .
H00J H 0.791054 0.604537 0.452550 0.096 Uiso 1 1 calc R U . . .
C00K C 0.8610(4) 0.2450(4) 0.7648(5) 0.0724(12) Uani 1 1 d . . . . .
H00K H 0.860253 0.234665 0.862078 0.087 Uiso 0.1 1 calc R U P D 1
C00L C 0.9152(4) 0.2254(4) 0.2433(6) 0.0781(13) Uani 1 1 d . . . . .
C00M C 0.6996(4) 0.2166(4) 0.2021(5) 0.0703(12) Uani 1 1 d . . . . .
H00M H 0.739253 0.175212 0.145084 0.084 Uiso 1 1 calc R U . . .
C00N C 0.9423(4) 0.4421(5) 0.2189(6) 0.0821(15) Uani 1 1 d . . . . .
H00N H 0.981170 0.401697 0.159426 0.099 Uiso 1 1 calc R U . . .
C00O C 0.6807(4) 0.4675(3) 0.5710(6) 0.0719(12) Uani 1 1 d . . . . .
C00P C 0.9507(5) 0.5454(6) 0.2183(7) 0.099(2) Uani 1 1 d D . . . .
H00P H 0.996201 0.575853 0.156556 0.119 Uiso 0.8 1 calc R U P E 2
C00Q C 0.8972(5) 0.6015(4) 0.3009(9) 0.099(2) Uani 1 1 d D . . . .
H00Q H 0.906164 0.671264 0.297439 0.119 Uiso 0.8 1 calc R U P F 2
C00R C 0.6329(5) 0.5187(5) 0.6410(7) 0.0972(18) Uani 1 1 d . . . . .
H00R H 0.593871 0.560446 0.698327 0.117 Uiso 1 1 calc R U . . .
C00S C 0.9663(5) 0.1720(6) 0.1800(7) 0.103(2) Uani 1 1 d . . . . .
H00S H 1.007815 0.128581 0.128691 0.123 Uiso 1 1 calc R U . . .
F1 F 1.0130(13) 0.5700(13) 0.1149(16) 0.110(6) Uani 0.2 1 d D . P G 1
F2 F 0.9042(13) 0.7007(5) 0.310(2) 0.108(6) Uani 0.2 1 d D . P H 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F001 C00D 1.338(6) . ?
F002 C005 1.338(6) . ?
F003 C00G 1.338(6) . ?
F004 C00K 1.320(6) . ?
C005 H005 0.9500 . ?
C005 C00H 1.372(7) . ?
C005 C00K 1.361(8) . ?
C006 C00B 1.383(6) . ?
C006 C00C 1.538(6) . ?
C006 C00H 1.394(6) . ?
C007 H007 0.9500 . ?
C007 C008 1.386(6) . ?
C007 C00D 1.383(7) . ?
C008 C009 1.391(6) . ?
C008 C00I 1.535(6) . ?
C009 C00C 1.541(6) . ?
C009 C00M 1.379(6) . ?
C00A C00C 1.548(7) . ?
C00A C00E 1.382(7) . ?
C00A C00N 1.373(7) . ?
C00B C00F 1.380(6) . ?
C00B C00I 1.536(6) . ?
C00C C00L 1.455(7) . ?
C00D H00D 0.9500 . ?
C00D C00G 1.359(7) . ?
C00E C00I 1.539(6) . ?
C00E C00J 1.384(6) . ?
C00F H00F 0.9500 . ?
C00F C00K 1.381(7) . ?
C00G H00G 0.9500 . ?
C00G C00M 1.373(7) . ?
C00H H00H 0.9500 . ?
C00I C00O 1.463(7) . ?
C00J H00J 0.9500 . ?
C00J C00Q 1.386(10) . ?
C00K H00K 0.9500 . ?
C00L C00S 1.171(8) . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?
C00N C00P 1.400(10) . ?
C00O C00R 1.162(7) . ?
C00P H00P 0.9500 . ?
C00P C00Q 1.316(11) . ?
C00P F1 1.347(3) . ?
C00Q H00Q 0.9500 . ?
C00Q F2 1.346(3) . ?
C00R H00R 0.9500 . ?
C00S H00S 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
F002 C005 C00H 118.9(5) . . ?
F002 C005 C00K 118.7(5) . . ?
C00H C005 H005 118.8 . . ?
C00K C005 H005 118.8 . . ?
C00K C005 C00H 122.4(4) . . ?
C00B C006 C00C 114.3(3) . . ?
C00B C006 C00H 120.7(4) . . ?
C00H C006 C00C 124.9(4) . . ?
C008 C007 H007 121.2 . . ?
C00D C007 H007 121.2 . . ?
C00D C007 C008 117.6(4) . . ?
C007 C008 C009 120.5(4) . . ?
C007 C008 C00I 125.1(4) . . ?
C009 C008 C00I 114.3(4) . . ?
C008 C009 C00C 113.1(4) . . ?
C00M C009 C008 120.7(4) . . ?
C00M C009 C00C 126.2(4) . . ?
C00E C00A C00C 113.2(4) . . ?
C00N C00A C00C 125.4(5) . . ?
C00N C00A C00E 121.4(5) . . ?
C006 C00B C00I 113.4(4) . . ?
C00F C00B C006 121.1(4) . . ?
C00F C00B C00I 125.5(4) . . ?
C006 C00C C009 104.6(3) . . ?
C006 C00C C00A 105.3(4) . . ?
C009 C00C C00A 104.6(3) . . ?
C00L C00C C006 113.2(4) . . ?
C00L C00C C009 113.4(4) . . ?
C00L C00C C00A 114.7(4) . . ?
F001 C00D C007 118.9(5) . . ?
F001 C00D C00G 119.6(4) . . ?
C007 C00D H00D 119.3 . . ?
C00G C00D C007 121.5(4) . . ?
C00G C00D H00D 119.3 . . ?
C00A C00E C00I 114.4(4) . . ?
C00A C00E C00J 120.6(5) . . ?
C00J C00E C00I 125.0(5) . . ?
C00B C00F H00F 121.2 . . ?
C00B C00F C00K 117.7(4) . . ?
C00K C00F H00F 121.2 . . ?
F003 C00G C00D 119.1(5) . . ?
F003 C00G C00M 119.3(5) . . ?
C00D C00G H00G 119.2 . . ?
C00D C00G C00M 121.6(4) . . ?
C00M C00G H00G 119.2 . . ?
C005 C00H C006 117.0(5) . . ?
C005 C00H H00H 121.5 . . ?
C006 C00H H00H 121.5 . . ?
C008 C00I C00B 104.5(3) . . ?
C008 C00I C00E 104.7(4) . . ?
C00B C00I C00E 105.3(3) . . ?
C00O C00I C008 114.4(4) . . ?
C00O C00I C00B 113.0(4) . . ?
C00O C00I C00E 113.9(4) . . ?
C00E C00J H00J 121.6 . . ?
C00E C00J C00Q 116.8(6) . . ?
C00Q C00J H00J 121.6 . . ?
F004 C00K C005 119.5(5) . . ?
F004 C00K C00F 119.4(5) . . ?
C005 C00K C00F 121.0(4) . . ?
C005 C00K H00K 119.5 . . ?
C00F C00K H00K 119.5 . . ?
C00S C00L C00C 177.4(6) . . ?
C009 C00M H00M 121.0 . . ?
C00G C00M C009 118.0(4) . . ?
C00G C00M H00M 121.0 . . ?
C00A C00N H00N 121.7 . . ?
C00A C00N C00P 116.7(6) . . ?
C00P C00N H00N 121.7 . . ?
C00R C00O C00I 179.1(6) . . ?
C00N C00P H00P 119.1 . . ?
C00Q C00P C00N 121.8(6) . . ?
C00Q C00P H00P 119.1 . . ?
C00Q C00P F1 130.5(10) . . ?
F1 C00P C00N 107.4(10) . . ?
C00J C00Q H00Q 118.7 . . ?
C00P C00Q C00J 122.7(5) . . ?
C00P C00Q H00Q 118.7 . . ?
C00P C00Q F2 125.0(11) . . ?
F2 C00Q C00J 112.3(11) . . ?
C00O C00R H00R 180.0 . . ?
C00L C00S H00S 180.0 . . ?

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
F001 C00D C00G F003 0.9(7) . . . . ?
F001 C00D C00G C00M -179.2(5) . . . . ?
F002 C005 C00H C006 177.9(4) . . . . ?
F002 C005 C00K F004 0.6(7) . . . . ?
F002 C005 C00K C00F -179.4(5) . . . . ?
F003 C00G C00M C009 -179.7(5) . . . . ?
C006 C00B C00F C00K -0.5(7) . . . . ?
C006 C00B C00I C008 55.9(4) . . . . ?
C006 C00B C00I C00E -54.1(5) . . . . ?
C006 C00B C00I C00O -179.1(4) . . . . ?
C007 C008 C009 C00C -178.3(4) . . . . ?
C007 C008 C009 C00M 0.7(6) . . . . ?
C007 C008 C00I C00B 122.5(4) . . . . ?
C007 C008 C00I C00E -127.0(4) . . . . ?
C007 C008 C00I C00O -1.7(6) . . . . ?
C007 C00D C00G F003 179.4(5) . . . . ?
C007 C00D C00G C00M -0.6(8) . . . . ?
C008 C007 C00D F001 179.5(4) . . . . ?
C008 C007 C00D C00G 0.9(7) . . . . ?
C008 C009 C00C C006 55.2(4) . . . . ?
C008 C009 C00C C00A -55.3(5) . . . . ?
C008 C009 C00C C00L 179.0(4) . . . . ?
C008 C009 C00M C00G -0.4(7) . . . . ?
C009 C008 C00I C00B -55.3(5) . . . . ?
C009 C008 C00I C00E 55.2(4) . . . . ?
C009 C008 C00I C00O -179.4(4) . . . . ?
C00A C00E C00I C008 -54.1(4) . . . . ?
C00A C00E C00I C00B 55.8(5) . . . . ?
C00A C00E C00I C00O -179.7(4) . . . . ?
C00A C00E C00J C00Q 2.6(7) . . . . ?
C00A C00N C00P C00Q 0.3(9) . . . . ?
C00A C00N C00P F1 -174.6(10) . . . . ?
C00B C006 C00C C009 -54.8(4) . . . . ?
C00B C006 C00C C00A 55.2(4) . . . . ?
C00B C006 C00C C00L -178.7(4) . . . . ?
C00B C006 C00H C005 1.7(6) . . . . ?
C00B C00F C00K F004 -178.8(5) . . . . ?
C00B C00F C00K C005 1.1(7) . . . . ?
C00C C006 C00B C00F 177.8(4) . . . . ?
C00C C006 C00B C00I -1.0(5) . . . . ?
C00C C006 C00H C005 -176.9(4) . . . . ?
C00C C009 C00M C00G 178.5(4) . . . . ?
C00C C00A C00E C00I -1.5(5) . . . . ?
C00C C00A C00E C00J 178.3(4) . . . . ?
C00C C00A C00N C00P 180.0(5) . . . . ?
C00D C007 C008 C009 -0.9(6) . . . . ?
C00D C007 C008 C00I -178.6(4) . . . . ?
C00D C00G C00M C009 0.4(8) . . . . ?
C00E C00A C00C C006 -53.4(5) . . . . ?
C00E C00A C00C C009 56.6(5) . . . . ?
C00E C00A C00C C00L -178.6(4) . . . . ?
C00E C00A C00N C00P 1.6(7) . . . . ?
C00E C00J C00Q C00P -0.8(9) . . . . ?
C00E C00J C00Q F2 -179.0(11) . . . . ?
C00F C00B C00I C008 -122.8(5) . . . . ?
C00F C00B C00I C00E 127.2(5) . . . . ?
C00F C00B C00I C00O 2.1(6) . . . . ?
C00H C005 C00K F004 179.7(5) . . . . ?
C00H C005 C00K C00F -0.3(7) . . . . ?
C00H C006 C00B C00F -0.9(6) . . . . ?
C00H C006 C00B C00I -179.8(4) . . . . ?
C00H C006 C00C C009 123.9(4) . . . . ?
C00H C006 C00C C00A -126.1(4) . . . . ?
C00H C006 C00C C00L -0.1(6) . . . . ?
C00I C008 C009 C00C -0.4(5) . . . . ?
C00I C008 C009 C00M 178.6(4) . . . . ?
C00I C00B C00F C00K 178.1(4) . . . . ?
C00I C00E C00J C00Q -177.6(5) . . . . ?
C00J C00E C00I C008 126.1(5) . . . . ?
C00J C00E C00I C00B -124.0(5) . . . . ?
C00J C00E C00I C00O 0.4(6) . . . . ?
C00K C005 C00H C006 -1.1(7) . . . . ?
C00M C009 C00C C006 -123.8(5) . . . . ?
C00M C009 C00C C00A 125.7(5) . . . . ?
C00M C009 C00C C00L 0.1(7) . . . . ?
C00N C00A C00C C006 128.1(5) . . . . ?
C00N C00A C00C C009 -121.9(5) . . . . ?
C00N C00A C00C C00L 2.9(7) . . . . ?
C00N C00A C00E C00I 177.0(4) . . . . ?
C00N C00A C00E C00J -3.1(7) . . . . ?
C00N C00P C00Q C00J -0.7(11) . . . . ?
C00N C00P C00Q F2 177.2(12) . . . . ?
F1 C00P C00Q C00J 172.8(13) . . . . ?
F1 C00P C00Q F2 -9(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.296
_oxdiff_exptl_absorpt_empirical_full_min 0.790
####################################################################### 
# 
# 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_1b
_database_code_depnum_ccdc_archive 'CCDC 2493852'
loop_
_audit_author_name
_audit_author_address
'Hikaru Yamamoto'
;Hokkaido University
Japan
;
_audit_update_record             
;
2026-04-09 deposited with the CCDC.	2026-04-23 downloaded from the CCDC.
;
_audit_creation_date             2026-04-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_formula_moiety         'C24 H12 F2'
_chemical_formula_sum            'C24 H12 F2'
_chemical_formula_weight         338.359
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00360 0.00180 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
custom
F 0.01970 0.01160 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
custom
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
custom

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   8.2024(1)
_cell_length_b                   32.5749(3)
_cell_length_c                   13.2511(1)
_cell_angle_alpha                90
_cell_angle_beta                 101.794(1)
_cell_angle_gamma                90
_cell_volume                     3465.85(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    12649
_cell_measurement_temperature    293
_cell_measurement_theta_max      34.2150
_cell_measurement_theta_min      2.1270
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_description       block
_exptl_crystal_F_000             1393.007
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_Laue_measured_fraction_full 0.9938
_diffrn_reflns_Laue_measured_fraction_max 0.8738
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       48
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            31556
_diffrn_reflns_point_group_measured_fraction_full 0.9938
_diffrn_reflns_point_group_measured_fraction_max 0.8738
_diffrn_reflns_theta_full        26.7437
_diffrn_reflns_theta_max         34.28
_diffrn_reflns_theta_min         2.12
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.9938
_diffrn_measured_fraction_theta_max 0.8738
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00 180.00   1.00    0.10    --    0.00   0.00   0.00  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0929160000
_diffrn_orient_matrix_UB_12      0.0023047000
_diffrn_orient_matrix_UB_13      0.0130060000
_diffrn_orient_matrix_UB_21      -0.0092843000
_diffrn_orient_matrix_UB_22      0.0206565000
_diffrn_orient_matrix_UB_23      0.0231990000
_diffrn_orient_matrix_UB_31      0.0021862000
_diffrn_orient_matrix_UB_32      -0.0099099000
_diffrn_orient_matrix_UB_33      0.0513400000
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.75000
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              48
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                9147
_reflns_number_total             10742
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.3479
_refine_diff_density_min         -0.2984
_refine_diff_density_rms         0.0904
_refine_ls_d_res_high            0.6659
_refine_ls_d_res_low             10.1467
_refine_ls_extinction_coef       0.827(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0398
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    56
_refine_ls_number_parameters     524
_refine_ls_number_reflns         10742
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0624
_refine_ls_restrained_S_all      1.0395
_refine_ls_shift/su_max          -0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1058P)²+0.2896P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1780
_refine_ls_wR_factor_ref         0.1845
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C016-F4
 1.35 with sigma of 0.002
 C017-F3
 1.35 with sigma of 0.002
 F5-C01A
 1.35 with sigma of 0.02
 C01C-F6
 1.35 with sigma of 0.002
 C01A-F5
 1.35 with sigma of 0.002
 C01D-F1
 1.35 with sigma of 0.002
3. Others
 Fixed Sof: F001(0.8) F003(0.8) F008(0.8) F00K(0.8) H013(0.2) H014(0.2)
 H015(0.2) H016(0.9) H017(0.9) H019(0.2) H01A(0.9) H01B(0.8) H01C(0.9)
 H01D(0.8) F2(0.2) F1(0.2) F4(0.1) F3(0.1) F5(0.1) F6(0.1)
4.a Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00L(H00L), C00N(H00N), C00O(H00O), C00Q(H00Q), C00R(H00R),
 C00T(H00T), C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z),
 C010(H010), C011(H011), C013(H013), C014(H014), C015(H015), C016(H016),
 C017(H017), C019(H019), C01A(H01A), C01B(H01B), C01C(H01C), C01D(H01D)
4.b :
 C018(H018), C01E(H01E), C01F(H01F), C01G(H01G)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
F001 F 0.41627(14) 0.40006(5) 0.60709(8) 0.0872(4) Uani 0.800000 . P 1
C002 C 0.99285(13) 0.32085(3) 0.84019(9) 0.0494(2) Uani 1.000000 . . .
F003 F 0.37192(18) 0.48126(5) 0.58325(10) 0.0982(4) Uani 0.800000 . P 1
C004 C 0.98659(13) 0.34518(3) 0.75308(9) 0.0490(2) Uani 1.000000 . . .
C005 C 0.70155(13) 0.32271(3) 0.68476(9) 0.0515(2) Uani 1.000000 . . .
C006 C 0.11996(14) 0.40233(4) 0.36751(9) 0.0515(2) Uani 1.000000 . . .
C007 C 0.75156(12) 0.38290(3) 0.79475(9) 0.0495(2) Uani 1.000000 . . .
F008 F 0.40544(18) 0.26822(4) 0.49558(11) 0.1019(5) Uani 0.800000 . P 1
C009 C -0.16009(14) 0.38821(4) 0.27078(9) 0.0522(2) Uani 1.000000 . . .
C00A C 0.70856(13) 0.29774(4) 0.77128(10) 0.0540(3) Uani 1.000000 . . .
C00B C 0.02363(14) 0.37736(3) 0.27643(9) 0.0508(2) Uani 1.000000 . . .
C00C C -0.19187(14) 0.43020(4) 0.26333(9) 0.0520(2) Uani 1.000000 . . .
C00D C 0.06999(14) 0.39718(3) 0.18061(8) 0.0496(2) Uani 1.000000 . . .
C00E C 0.03962(14) 0.43934(3) 0.17382(9) 0.0506(2) Uani 1.000000 . . .
C00F C 1.14313(14) 0.30528(4) 0.89311(10) 0.0554(3) Uani 1.000000 . . .
H00F H 1.14728(14) 0.28896(4) 0.95116(10) 0.0665(3) Uiso 1.000000 R . .
C00G C 0.08957(15) 0.44438(4) 0.35913(9) 0.0524(2) Uani 1.000000 . . .
C00H C 0.81118(13) 0.36110(3) 0.70615(8) 0.0486(2) Uani 1.000000 . . .
C00I C 0.75721(13) 0.35819(4) 0.88112(9) 0.0530(2) Uani 1.000000 . . .
C00J C 0.82269(13) 0.31463(4) 0.86892(9) 0.0527(2) Uani 1.000000 . . .
F00K F 0.41831(18) 0.21931(4) 0.66017(14) 0.1086(5) Uani 0.800000 . P 1
C00L C 0.23127(15) 0.38665(5) 0.45150(10) 0.0603(3) Uani 1.000000 . . .
H00L H 0.25100(15) 0.35858(5) 0.45843(10) 0.0724(3) Uiso 1.000000 R . .
C00M C -0.03707(15) 0.45640(3) 0.26142(9) 0.0514(2) Uani 1.000000 . . .
C00N C 1.13021(15) 0.35364(4) 0.71800(11) 0.0577(3) Uani 1.000000 . . .
H00N H 1.12610(15) 0.36950(4) 0.65918(11) 0.0692(3) Uiso 1.000000 R . .
C00O C 0.59975(16) 0.31287(4) 0.59148(11) 0.0625(3) Uani 1.000000 . . .
H00O H 0.59547(16) 0.32947(4) 0.53389(11) 0.0750(4) Uiso 1.000000 R . .
C00P C 0.80487(16) 0.38656(4) 0.61411(10) 0.0586(3) Uani 1.000000 . . .
C00Q C 0.14124(16) 0.37774(4) 0.10763(10) 0.0597(3) Uani 1.000000 . . .
H00Q H 0.15940(16) 0.34955(4) 0.11089(10) 0.0716(3) Uiso 1.000000 R . .
C00R C 0.69468(16) 0.42289(4) 0.79337(11) 0.0624(3) Uani 1.000000 . . .
H00R H 0.69140(16) 0.43944(4) 0.73581(11) 0.0749(4) Uiso 1.000000 R . .
C00S C -0.07188(19) 0.50031(4) 0.25382(11) 0.0632(3) Uani 1.000000 . . .
C00T C 0.70569(17) 0.37340(5) 0.96687(11) 0.0680(4) Uani 1.000000 . . .
H00T H 0.70984(17) 0.35711(5) 1.02497(11) 0.0816(4) Uiso 1.000000 R . .
C00U C 0.05961(18) 0.33338(4) 0.28503(11) 0.0647(3) Uani 1.000000 . . .
C00V C 0.61386(16) 0.26230(4) 0.76466(13) 0.0668(3) Uani 1.000000 . . .
H00V H 0.61833(16) 0.24527(4) 0.82149(13) 0.0802(4) Uiso 1.000000 R . .
C00W C 0.17290(18) 0.47142(5) 0.43218(11) 0.0660(3) Uani 1.000000 . . .
H00W H 0.15337(18) 0.49953(5) 0.42640(11) 0.0792(4) Uiso 1.000000 R . .
C00X C -0.28657(18) 0.36075(4) 0.27508(12) 0.0671(3) Uani 1.000000 . . .
H00X H -0.26564(18) 0.33269(4) 0.28045(12) 0.0806(4) Uiso 1.000000 R . .
C00Y C 1.28809(15) 0.31439(4) 0.85825(12) 0.0648(3) Uani 1.000000 . . .
H00Y H 1.38988(15) 0.30434(4) 0.89374(12) 0.0778(4) Uiso 1.000000 R . .
C00Z C -0.35067(16) 0.44502(5) 0.25973(11) 0.0636(3) Uani 1.000000 . . .
H00Z H -0.37253(16) 0.47304(5) 0.25422(11) 0.0763(4) Uiso 1.000000 R . .
C010 C 0.08594(19) 0.46222(4) 0.09670(11) 0.0641(3) Uani 1.000000 . . .
H010 H 0.06763(19) 0.49041(4) 0.09287(11) 0.0770(4) Uiso 1.000000 R . .
C011 C 1.28186(16) 0.33808(4) 0.77192(13) 0.0678(3) Uani 1.000000 . . .
H011 H 1.37938(16) 0.34383(4) 0.74912(13) 0.0813(4) Uiso 1.000000 R . .
C012 C 0.83166(17) 0.28890(5) 0.96003(12) 0.0703(4) Uani 1.000000 . . .
C013 C 0.31176(17) 0.41384(6) 0.52437(10) 0.0703(4) Uani 1.000000 . . .
H013 H 0.38529(17) 0.40383(6) 0.58200(10) 0.0843(4) Uiso 0.200000 R P 2
C014 C 0.28620(19) 0.45522(6) 0.51406(11) 0.0748(4) Uani 1.000000 . . .
H014 H 0.34635(19) 0.47283(6) 0.56319(11) 0.0897(5) Uiso 0.200000 R P 2
C015 C 0.50485(19) 0.27784(5) 0.58615(14) 0.0753(4) Uani 1.000000 . . .
H015 H 0.43449(19) 0.27085(5) 0.52421(14) 0.0903(5) Uiso 0.200000 R P 2
C016 C 0.1605(2) 0.44247(5) 0.02476(12) 0.0755(4) Uani 1.000000 D . .
H016 H 0.1938(2) 0.45761(5) -0.02699(12) 0.0906(5) Uiso 0.900000 R P 1
C017 C 0.1852(2) 0.40077(5) 0.02965(12) 0.0719(4) Uani 1.000000 D . .
H017 H 0.2321(2) 0.38783(5) -0.02014(12) 0.0863(4) Uiso 0.900000 R P 1
C018 C 0.7978(2) 0.40582(5) 0.53874(12) 0.0787(4) Uani 1.000000 . . .
H018 H 0.7922(2) 0.42112(5) 0.47887(12) 0.0944(5) Uiso 1.000000 R . .
C019 C 0.51208(18) 0.25308(5) 0.67033(16) 0.0790(4) Uani 1.000000 . . .
H019 H 0.44708(18) 0.22947(5) 0.66415(16) 0.0948(5) Uiso 0.200000 R P 2
C01A C -0.44705(19) 0.37610(6) 0.27117(14) 0.0806(4) Uani 1.000000 D . .
H01A H -0.53400(19) 0.35800(6) 0.27315(14) 0.0967(5) Uiso 0.900000 R P 1
C01B C 0.6425(2) 0.43783(5) 0.87970(14) 0.0779(4) Uani 1.000000 . . .
H01B H 0.6038(2) 0.46465(5) 0.87997(14) 0.0935(5) Uiso 0.800000 R P 1
C01C C -0.47747(18) 0.41706(6) 0.26453(14) 0.0774(4) Uani 1.000000 D . .
H01C H -0.58472(18) 0.42664(6) 0.26316(14) 0.0929(5) Uiso 0.900000 R P 1
C01D C 0.6477(2) 0.41342(6) 0.96446(13) 0.0807(5) Uani 1.000000 D . .
H01D H 0.6117(2) 0.42390(6) 1.02143(13) 0.0969(6) Uiso 0.800000 R P 1
C01E C -0.1030(3) 0.53563(5) 0.24751(15) 0.0876(5) Uani 1.000000 . . .
H01E H -0.1276(3) 0.56352(5) 0.24252(15) 0.1051(6) Uiso 1.000000 R . .
C01F C 0.0918(3) 0.29822(5) 0.29279(17) 0.0934(5) Uani 1.000000 . . .
H01F H 0.1173(3) 0.27040(5) 0.29893(17) 0.1121(7) Uiso 1.000000 R . .
C01G C 0.8456(3) 0.26836(7) 1.03429(16) 0.1020(7) Uani 1.000000 . . .
H01G H 0.8567(3) 0.25212(7) 1.09302(16) 0.1224(8) Uiso 1.000000 R . .
F2 F 0.5858(9) 0.47649(18) 0.8642(6) 0.113(2) Uani 0.200000 . P 2
F1 F 0.5949(9) 0.4340(2) 1.0390(4) 0.116(2) Uani 0.200000 D P 2
F4 F 0.2421(17) 0.4704(3) -0.0220(9) 0.115(4) Uani 0.100000 D P 2
F3 F 0.2993(14) 0.3882(5) -0.0238(11) 0.131(6) Uani 0.100000 D P 2
F5 F -0.5406(16) 0.3472(4) 0.3050(11) 0.132(5) Uani 0.100000 D P 2
F6 F -0.6117(10) 0.4383(4) 0.2790(12) 0.132(5) Uani 0.100000 D P 2


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
F001 C013 1.3243(17) . ?
C002 C004 1.3925(16) . ?
C002 C00F 1.3839(15) . ?
C002 C00J 1.5334(15) . ?
F003 C014 1.3383(17) . ?
C004 C00H 1.5362(15) . ?
C004 C00N 1.3797(15) . ?
C005 C00A 1.3972(18) . ?
C005 C00H 1.5325(15) . ?
C005 C00O 1.3805(16) . ?
C006 C00B 1.5339(15) . ?
C006 C00G 1.3925(16) . ?
C006 C00L 1.3848(16) . ?
C007 C00H 1.5352(15) . ?
C007 C00I 1.3920(17) . ?
C007 C00R 1.3827(17) . ?
F008 C015 1.3430(18) . ?
C009 C00B 1.5348(16) . ?
C009 C00C 1.3920(16) . ?
C009 C00X 1.3799(17) . ?
C00A C00J 1.5356(16) . ?
C00A C00V 1.3841(17) . ?
C00B C00D 1.5398(16) . ?
C00B C00U 1.4622(16) . ?
C00C C00M 1.5345(16) . ?
C00C C00Z 1.3809(17) . ?
C00D C00E 1.3954(15) . ?
C00D C00Q 1.3817(16) . ?
C00E C00M 1.5333(16) . ?
C00E C010 1.3795(17) . ?
C00F H00F 0.9300 . ?
C00F C00Y 1.3928(18) . ?
C00G C00M 1.5359(16) . ?
C00G C00W 1.3819(17) . ?
C00H C00P 1.4671(17) . ?
C00I C00J 1.5375(17) . ?
C00I C00T 1.3826(17) . ?
C00J C012 1.4593(18) . ?
F00K C019 1.3334(17) . ?
C00L H00L 0.9300 . ?
C00L C013 1.375(2) . ?
C00M C00S 1.4579(17) . ?
C00N H00N 0.9300 . ?
C00N C011 1.3969(18) . ?
C00O H00O 0.9300 . ?
C00O C015 1.375(2) . ?
C00P C018 1.171(2) . ?
C00Q H00Q 0.9300 . ?
C00Q C017 1.383(2) . ?
C00R H00R 0.9300 . ?
C00R C01B 1.389(2) . ?
C00S C01E 1.178(2) . ?
C00T H00T 0.9300 . ?
C00T C01D 1.386(2) . ?
C00U C01F 1.175(2) . ?
C00V H00V 0.9300 . ?
C00V C019 1.387(2) . ?
C00W H00W 0.9300 . ?
C00W C014 1.381(2) . ?
C00X H00X 0.9300 . ?
C00X C01A 1.399(2) . ?
C00Y H00Y 0.9300 . ?
C00Y C011 1.372(2) . ?
C00Z H00Z 0.9300 . ?
C00Z C01C 1.394(2) . ?
C010 H010 0.9300 . ?
C010 C016 1.391(2) . ?
C011 H011 0.9300 . ?
C012 C01G 1.176(2) . ?
C013 H013 0.9300 . ?
C013 C014 1.367(3) . ?
C014 H014 0.9300 . ?
C015 H015 0.9300 . ?
C015 C019 1.368(3) . ?
C016 H016 0.9300 . ?
C016 C017 1.373(2) . ?
C016 F4 1.351(2) . ?
C017 H017 0.9300 . ?
C017 F3 1.348(2) . ?
C018 H018 0.9300 . ?
C019 H019 0.9300 . ?
C01A H01A 0.9300 . ?
C01A C01C 1.357(3) . ?
C01A F5 1.347(2) . ?
C01B H01B 0.9300 . ?
C01B C01D 1.370(3) . ?
C01B F2 1.344(6) . ?
C01C H01C 0.9300 . ?
C01C F6 1.347(2) . ?
C01D H01D 0.9300 . ?
C01D F1 1.3381(19) . ?
C01E H01E 0.9300 . ?
C01F H01F 0.9300 . ?
C01G H01G 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
C00F C002 C004 120.45(10) . . ?
C00J C002 C004 113.57(9) . . ?
C00J C002 C00F 125.97(11) . . ?
C00H C004 C002 113.61(9) . . ?
C00N C004 C002 120.24(11) . . ?
C00N C004 C00H 126.14(11) . . ?
C00H C005 C00A 113.52(10) . . ?
C00O C005 C00A 121.04(11) . . ?
C00O C005 C00H 125.42(12) . . ?
C00G C006 C00B 113.82(10) . . ?
C00L C006 C00B 125.85(11) . . ?
C00L C006 C00G 120.31(11) . . ?
C00I C007 C00H 113.52(10) . . ?
C00R C007 C00H 125.81(11) . . ?
C00R C007 C00I 120.66(11) . . ?
C00C C009 C00B 113.43(9) . . ?
C00X C009 C00B 125.98(11) . . ?
C00X C009 C00C 120.56(12) . . ?
C00J C00A C005 113.49(10) . . ?
C00V C00A C005 120.33(12) . . ?
C00V C00A C00J 126.15(12) . . ?
C009 C00B C006 105.00(9) . . ?
C00D C00B C006 104.60(9) . . ?
C00D C00B C009 105.58(9) . . ?
C00U C00B C006 113.26(10) . . ?
C00U C00B C009 114.21(10) . . ?
C00U C00B C00D 113.28(10) . . ?
C00M C00C C009 113.84(10) . . ?
C00Z C00C C009 120.51(11) . . ?
C00Z C00C C00M 125.65(11) . . ?
C00E C00D C00B 113.27(9) . . ?
C00Q C00D C00B 126.59(11) . . ?
C00Q C00D C00E 120.09(11) . . ?
C00M C00E C00D 113.79(10) . . ?
C010 C00E C00D 120.47(11) . . ?
C010 C00E C00M 125.64(10) . . ?
H00F C00F C002 120.46(7) . . ?
C00Y C00F C002 119.09(12) . . ?
C00Y C00F H00F 120.46(8) . . ?
C00M C00G C006 113.41(9) . . ?
C00W C00G C006 121.08(12) . . ?
C00W C00G C00M 125.47(12) . . ?
C005 C00H C004 105.37(9) . . ?
C007 C00H C004 105.36(9) . . ?
C007 C00H C005 104.61(9) . . ?
C00P C00H C004 113.47(9) . . ?
C00P C00H C005 112.83(10) . . ?
C00P C00H C007 114.30(10) . . ?
C00J C00I C007 113.63(10) . . ?
C00T C00I C007 120.28(12) . . ?
C00T C00I C00J 126.09(12) . . ?
C00A C00J C002 105.50(9) . . ?
C00I C00J C002 105.04(9) . . ?
C00I C00J C00A 104.68(9) . . ?
C012 C00J C002 112.76(10) . . ?
C012 C00J C00A 114.22(11) . . ?
C012 C00J C00I 113.76(11) . . ?
H00L C00L C006 120.99(8) . . ?
C013 C00L C006 118.02(14) . . ?
C013 C00L H00L 120.99(9) . . ?
C00E C00M C00C 106.24(9) . . ?
C00G C00M C00C 105.28(9) . . ?
C00G C00M C00E 103.55(9) . . ?
C00S C00M C00C 113.32(10) . . ?
C00S C00M C00E 114.09(10) . . ?
C00S C00M C00G 113.43(10) . . ?
H00N C00N C004 120.41(7) . . ?
C011 C00N C004 119.18(12) . . ?
C011 C00N H00N 120.41(8) . . ?
H00O C00O C005 120.95(8) . . ?
C015 C00O C005 118.09(14) . . ?
C015 C00O H00O 120.95(9) . . ?
C018 C00P C00H 177.84(15) . . ?
H00Q C00Q C00D 120.44(7) . . ?
C017 C00Q C00D 119.12(12) . . ?
C017 C00Q H00Q 120.44(8) . . ?
H00R C00R C007 120.68(8) . . ?
C01B C00R C007 118.64(14) . . ?
C01B C00R H00R 120.68(10) . . ?
C01E C00S C00M 178.80(18) . . ?
H00T C00T C00I 120.69(9) . . ?
C01D C00T C00I 118.62(15) . . ?
C01D C00T H00T 120.69(9) . . ?
C01F C00U C00B 178.65(17) . . ?
H00V C00V C00A 121.16(9) . . ?
C019 C00V C00A 117.67(15) . . ?
C019 C00V H00V 121.16(9) . . ?
H00W C00W C00G 121.18(9) . . ?
C014 C00W C00G 117.63(14) . . ?
C014 C00W H00W 121.18(9) . . ?
H00X C00X C009 120.78(8) . . ?
C01A C00X C009 118.44(14) . . ?
C01A C00X H00X 120.78(9) . . ?
H00Y C00Y C00F 119.75(8) . . ?
C011 C00Y C00F 120.50(12) . . ?
C011 C00Y H00Y 119.75(7) . . ?
H00Z C00Z C00C 120.74(8) . . ?
C01C C00Z C00C 118.52(14) . . ?
C01C C00Z H00Z 120.74(9) . . ?
H010 C010 C00E 120.53(7) . . ?
C016 C010 C00E 118.93(13) . . ?
C016 C010 H010 120.53(8) . . ?
C00Y C011 C00N 120.53(11) . . ?
H011 C011 C00N 119.73(8) . . ?
H011 C011 C00Y 119.73(7) . . ?
C01G C012 C00J 177.34(16) . . ?
C00L C013 F001 119.96(16) . . ?
H013 C013 F001 0.78(10) . . ?
H013 C013 C00L 119.23(9) . . ?
C014 C013 F001 118.50(14) . . ?
C014 C013 C00L 121.53(13) . . ?
C014 C013 H013 119.23(8) . . ?
C00W C014 F003 118.10(17) . . ?
C013 C014 F003 120.55(16) . . ?
C013 C014 C00W 121.35(13) . . ?
H014 C014 F003 1.29(11) . . ?
H014 C014 C00W 119.33(9) . . ?
H014 C014 C013 119.33(8) . . ?
C00O C015 F008 118.25(17) . . ?
H015 C015 F008 1.28(11) . . ?
H015 C015 C00O 119.41(9) . . ?
C019 C015 F008 120.57(15) . . ?
C019 C015 C00O 121.18(13) . . ?
C019 C015 H015 119.41(8) . . ?
H016 C016 C010 119.78(8) . . ?
C017 C016 C010 120.44(13) . . ?
C017 C016 H016 119.78(8) . . ?
F4 C016 C010 109.3(5) . . ?
F4 C016 H016 19.6(6) . . ?
F4 C016 C017 127.2(6) . . ?
C016 C017 C00Q 120.89(13) . . ?
H017 C017 C00Q 119.55(8) . . ?
H017 C017 C016 119.55(8) . . ?
F3 C017 C00Q 122.9(8) . . ?
F3 C017 C016 112.8(7) . . ?
F3 C017 H017 19.4(6) . . ?
H018 C018 C00P 180.0 . . ?
C00V C019 F00K 119.88(18) . . ?
C015 C019 F00K 118.43(16) . . ?
C015 C019 C00V 121.68(13) . . ?
H019 C019 F00K 0.73(12) . . ?
H019 C019 C00V 119.16(9) . . ?
H019 C019 C015 119.16(8) . . ?
H01A C01A C00X 119.57(9) . . ?
C01C C01A C00X 120.87(14) . . ?
C01C C01A H01A 119.57(9) . . ?
F5 C01A C00X 109.5(7) . . ?
F5 C01A H01A 19.2(6) . . ?
F5 C01A C01C 126.8(8) . . ?
H01B C01B C00R 119.71(10) . . ?
C01D C01B C00R 120.58(14) . . ?
C01D C01B H01B 119.71(8) . . ?
F2 C01B C00R 111.0(4) . . ?
F2 C01B H01B 8.9(3) . . ?
F2 C01B C01D 128.4(3) . . ?
C01A C01C C00Z 121.10(14) . . ?
H01C C01C C00Z 119.45(9) . . ?
H01C C01C C01A 119.45(9) . . ?
F6 C01C C00Z 108.1(7) . . ?
F6 C01C C01A 129.8(7) . . ?
F6 C01C H01C 14.7(6) . . ?
C01B C01D C00T 121.21(13) . . ?
H01D C01D C00T 119.39(9) . . ?
H01D C01D C01B 119.39(8) . . ?
F1 C01D C00T 128.1(4) . . ?
F1 C01D C01B 110.7(4) . . ?
F1 C01D H01D 8.8(4) . . ?
H01E C01E C00S 180.0 . . ?
H01F C01F C00U 180.0 . . ?
H01G C01G C012 180.0 . . ?

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
F001 C013 C00L C006 178.43(13) . . . . ?
F001 C013 C014 F003 3.62(17) . . . . ?
F001 C013 C014 C00W -176.85(13) . . . . ?
C002 C004 C00H C005 -55.81(10) . . . . ?
C002 C004 C00H C007 54.49(10) . . . . ?
C002 C004 C00H C00P -179.73(10) . . . . ?
C002 C004 C00N C011 -1.08(13) . . . . ?
C002 C00F C00Y C011 -0.75(15) . . . . ?
C002 C00J C00A C005 -55.53(10) . . . . ?
C002 C00J C00A C00V 126.64(10) . . . . ?
C002 C00J C00I C007 55.16(10) . . . . ?
C002 C00J C00I C00T -125.26(10) . . . . ?
F003 C014 C00W C00G 177.64(13) . . . . ?
F003 C014 C013 C00L -176.68(14) . . . . ?
C004 C00H C005 C00A 54.58(10) . . . . ?
C004 C00H C005 C00O -127.25(9) . . . . ?
C004 C00H C007 C00I -55.20(9) . . . . ?
C004 C00H C007 C00R 125.48(10) . . . . ?
C004 C00N C011 C00Y 0.54(15) . . . . ?
C005 C00A C00J C00I 55.02(10) . . . . ?
C005 C00A C00J C012 -179.92(11) . . . . ?
C005 C00A C00V C019 -0.71(14) . . . . ?
C005 C00H C007 C00I 55.64(9) . . . . ?
C005 C00H C007 C00R -123.68(10) . . . . ?
C005 C00O C015 F008 179.88(13) . . . . ?
C005 C00O C015 C019 -0.74(15) . . . . ?
C006 C00B C009 C00C 54.92(10) . . . . ?
C006 C00B C009 C00X -123.38(11) . . . . ?
C006 C00B C00D C00E -54.65(10) . . . . ?
C006 C00B C00D C00Q 122.72(10) . . . . ?
C006 C00G C00M C00C 54.19(11) . . . . ?
C006 C00G C00M C00E -57.16(10) . . . . ?
C006 C00G C00M C00S 178.64(10) . . . . ?
C006 C00G C00W C014 -0.51(14) . . . . ?
C006 C00L C013 C014 -1.27(15) . . . . ?
C007 C00I C00J C00A -55.72(10) . . . . ?
C007 C00I C00J C012 178.93(10) . . . . ?
C007 C00I C00T C01D 0.42(13) . . . . ?
C007 C00R C01B C01D 0.11(15) . . . . ?
C007 C00R C01B F2 -177.8(4) . . . . ?
F008 C015 C019 F00K 0.01(19) . . . . ?
F008 C015 C019 C00V 179.91(15) . . . . ?
C009 C00B C00D C00E 55.86(10) . . . . ?
C009 C00B C00D C00Q -126.77(10) . . . . ?
C009 C00C C00M C00E 54.06(11) . . . . ?
C009 C00C C00M C00G -55.36(11) . . . . ?
C009 C00C C00M C00S -179.88(10) . . . . ?
C009 C00C C00Z C01C 0.49(15) . . . . ?
C009 C00X C01A C01C -0.76(18) . . . . ?
C009 C00X C01A F5 -162.8(8) . . . . ?
C00A C00J C00I C00T 123.86(10) . . . . ?
C00A C00V C019 F00K -179.90(14) . . . . ?
C00A C00V C019 C015 0.20(16) . . . . ?
C00B C00D C00E C00M -1.47(10) . . . . ?
C00B C00D C00E C010 175.13(10) . . . . ?
C00B C00D C00Q C017 -175.73(13) . . . . ?
C00C C00M C00E C00D -53.38(10) . . . . ?
C00C C00M C00E C010 130.23(11) . . . . ?
C00C C00M C00G C00W -127.90(10) . . . . ?
C00C C00Z C01C C01A -0.90(17) . . . . ?
C00C C00Z C01C F6 168.8(7) . . . . ?
C00D C00E C00M C00G 57.26(10) . . . . ?
C00D C00E C00M C00S -178.96(11) . . . . ?
C00D C00E C010 C016 1.20(15) . . . . ?
C00D C00Q C017 C016 0.68(16) . . . . ?
C00D C00Q C017 F3 158.2(7) . . . . ?
C00E C00M C00G C00W 120.75(10) . . . . ?
C00E C010 C016 C017 0.97(17) . . . . ?
C00E C010 C016 F4 -160.8(7) . . . . ?
C00F C00Y C011 C00N 0.38(16) . . . . ?
C00G C00W C014 C013 -1.90(16) . . . . ?
C00I C00T C01D C01B -0.63(16) . . . . ?
C00I C00T C01D F1 -178.9(4) . . . . ?
F00K C019 C015 C00O -179.36(15) . . . . ?
C00L C013 C014 C00W 2.85(17) . . . . ?
C00O C015 C019 C00V 0.54(18) . . . . ?
C00Q C017 C016 C010 -1.93(19) . . . . ?
C00Q C017 C016 F4 156.3(8) . . . . ?
C00R C01B C01D C00T 0.37(18) . . . . ?
C00R C01B C01D F1 178.9(4) . . . . ?
C00T C01D C01B F2 177.8(4) . . . . ?
C00X C01A C01C C00Z 1.0(2) . . . . ?
C00X C01A C01C F6 -166.2(9) . . . . ?
C00Z C01C C01A F5 159.7(8) . . . . ?
C010 C016 C017 F3 -161.6(7) . . . . ?


_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 1.207
_oxdiff_exptl_absorpt_empirical_full_min 0.821
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
C016 F4 1 1.3500 0.0020 -0.0013
C017 F3 1 1.3500 0.0020 0.0023
C01A F5 1 1.3500 0.0020 0.0026
C01C F6 1 1.3500 0.0020 0.0034
C01D F1 1 1.3500 0.0020 0.0119
F5 C01A 1 1.3500 0.0200 0.0026

