data_1
_audit_creation_date               2026-02-28
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number       '2018/3'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C23 H16 F5 N'
_chemical_formula_sum              'C23 H16 F5 N'
_chemical_formula_weight           401.37
_chemical_absolute_configuration   rmad
_chemical_melting_point            ?
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'F' 'F' 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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        'triclinic'
_space_group_IT_number             1
_space_group_name_H-M_alt          'P 1'
_space_group_name_Hall             'P 1'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'

_cell_length_a                     6.6933(3)
_cell_length_b                     8.0103(3)
_cell_length_c                     17.6619(6)
_cell_angle_alpha                  95.624(3)
_cell_angle_beta                   97.569(3)
_cell_angle_gamma                  94.704(3)
_cell_volume                       929.85(6)
_cell_formula_units_Z              2
_cell_measurement_reflns_used      6892
_cell_measurement_temperature      100.00(10)
_cell_measurement_theta_max        75.6260
_cell_measurement_theta_min        5.0220
_shelx_estimated_absorpt_T_max     0.970
_shelx_estimated_absorpt_T_min     0.941
_exptl_absorpt_coefficient_mu      1.020
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.71157
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.434
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         plate
_exptl_crystal_F_000               412
_exptl_crystal_size_max            0.06
_exptl_crystal_size_mid            0.04
_exptl_crystal_size_min            0.03
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0465
_diffrn_reflns_av_unetI/netI       0.0436
_diffrn_reflns_Laue_measured_fraction_full  0.991
_diffrn_reflns_Laue_measured_fraction_max  0.942
_diffrn_reflns_limit_h_max         8
_diffrn_reflns_limit_h_min         -7
_diffrn_reflns_limit_k_max         10
_diffrn_reflns_limit_k_min         -9
_diffrn_reflns_limit_l_max         22
_diffrn_reflns_limit_l_min         -22
_diffrn_reflns_number              15188
_diffrn_reflns_point_group_measured_fraction_full  0.923
_diffrn_reflns_point_group_measured_fraction_max  0.849
_diffrn_reflns_theta_full          67.684
_diffrn_reflns_theta_max           76.137
_diffrn_reflns_theta_min           5.083
_diffrn_ambient_environment        N~2~
_diffrn_ambient_temperature        100.00(10)
_diffrn_detector                   'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean   10.0000
_diffrn_measured_fraction_theta_full  0.991
_diffrn_measured_fraction_theta_max  0.942
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -11.00  36.00   0.50    0.50    --    0.00  82.00  60.00   94
  2  ω    -33.00   2.00   0.50    0.50    --    0.00  82.00-150.00   70
  3  ω    -36.00  -5.00   0.50    0.50    --    0.00 -82.00 -30.00   62
  4  ω    -30.00  30.00   0.50    0.50    --    0.00  82.00 -90.00  120
  5  ω    -30.00  32.00   0.50    0.50    --    0.00  82.00 120.00  124
  6  ω    129.00 177.00   0.50    1.03    --  101.30  38.00-150.00   96
  7  ω     81.00 108.00   0.50    1.03    --  101.30  38.00-150.00   54
  8  ω     93.00 122.00   0.50    1.03    --  101.30  82.00 120.00   58
  9  ω    152.00 191.00   0.50    1.03    --  101.30  38.00 -60.00   78
 10  ω     15.00  62.00   0.50    1.03    --  101.30 -82.00 -30.00   94
 11  ω     78.00 146.00   0.50    1.03    --  101.30  38.00 -60.00  136
 12  ω     12.00  43.00   0.50    1.03    --  101.30 -82.00-150.00   62
 13  ω     47.00 133.00   0.50    1.03    --  101.30 -82.00-150.00  172
 14  ω     12.00 124.00   0.50    1.03    --  101.30 -38.00 -30.00  224
 15  ω     79.00 118.00   0.50    1.03    --  101.30  19.00 -90.00   78
 16  ω     60.00 136.00   0.50    1.03    --  101.30 -82.00  30.00  152
 17  ω     81.00 106.00   0.50    1.03    --  101.30 -82.00 -60.00   50
 18  ω    125.00 191.00   0.50    1.03    --  101.30  19.00 -90.00  132
 19  ω    143.00 191.00   0.50    1.03    --  101.30  82.00 120.00   96
 20  ω     58.00 113.00   0.50    1.03    --  101.30 -57.00  30.00  110
 21  ω     81.00 106.00   0.50    1.03    --  101.30 -82.00 -30.00   50
 22  ω     98.00 132.00   0.50    1.03    --  101.30 -82.00  60.00   68
 23  ω     17.00 119.00   0.50    1.03    --  101.30 -57.00-180.00  204
 24  ω    -13.00  25.00   0.50    0.50    --   18.00  79.00  20.42   76
 25  ω    -32.00  -6.00   0.50    0.50    --   38.00 -43.00  23.85   52
 26  ω      8.00  59.00   0.50    0.50    --   38.00 -43.00  23.85  102
 27  ω      8.00  33.00   0.50    0.50    --   42.00  82.00 -41.37   50
 28  ω     12.00  37.00   0.50    0.50    --   46.00  82.00  24.69   50
 29  ω     19.00  45.00   0.50    0.50    --   50.00  78.00 178.29   52
 30  ω     30.00  56.00   0.50    1.03    --   62.00  75.00 148.30   52
 31  ω     30.00  55.00   0.50    1.03    --   62.00  75.00  78.03   50
 32  ω     30.00  55.00   0.50    1.03    --   62.00  75.00-102.44   50
 33  ω     35.00  60.00   0.50    1.03    --   66.00  74.00 123.97   50
 34  ω     35.00  60.00   0.50    1.03    --   66.00  74.00 -77.21   50
 35  ω     35.00  60.00   0.50    1.03    --   66.00  74.00 102.41   50
 36  ω     36.00  61.00   0.50    1.03    --   66.00  74.00  -8.97   50
 37  ω     43.00  74.00   0.50    1.03    --   70.00  73.00  27.80   62
 38  ω     43.00  83.00   0.50    1.03    --   74.00  73.00-140.21   80
 39  ω     49.00 124.00   0.50    1.03    --   78.00  73.00  42.13  150
 40  ω    141.00 166.00   0.50    1.03    --   78.00  73.00 -60.96   50
 41  ω     48.00 107.00   0.50    1.03    --   78.00  73.00 -60.96  118
 42  ω     47.00  84.00   0.50    1.03    --   78.00  73.00 178.21   74
 43  ω    139.00 166.00   0.50    1.03    --   78.00  73.00  42.13   54
 44  ω     53.00  79.00   0.50    1.03    --   82.00  68.00 134.19   52
 45  ω    134.00 170.00   0.50    1.03    --   82.00  68.00 134.19   72
 46  ω    141.00 175.00   0.50    1.03    --   90.00  55.00   7.90   68
 47  ω    101.00 127.00   0.50    1.03    --   90.00  55.00   7.90   52
 48  ω     65.00  96.00   0.50    1.03    --   90.00  55.00   7.90   62
 49  ω    158.00 187.00   0.50    1.03    --  101.30  57.00 -90.00   58
 50  ω     75.00 100.00   0.50    1.03    --  101.30  57.00 -90.00   50
 51  ω    140.00 189.00   0.50    1.03    --  101.30  57.00  30.00   98
 52  ω     77.00 130.00   0.50    1.03    --  101.30  57.00  30.00  106
 53  ω     76.00 148.00   0.50    1.03    --  101.30  57.00 120.00  144
 54  ω     75.00 103.00   0.50    1.03    --  101.30  57.00-120.00   56
 55  ω     88.00 114.00   0.50    1.03    --  101.30  38.00   0.00   52
 56  ω     76.00 116.00   0.50    1.03    --  101.30  57.00-150.00   80
 57  ω     75.00 171.00   0.50    1.03    --  101.30  57.00  90.00  192
 58  ω    147.00 179.00   0.50    1.03    --  101.30  77.00 -60.00   64
 59  ω     76.00 103.00   0.50    1.03    --  101.30  77.00 -60.00   54
 60  ω    107.00 162.00   0.50    1.03    --  101.30  57.00 150.00  110
 61  ω     75.00 102.00   0.50    1.03    --  101.30  57.00 150.00   54
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        -0.0658310000
_diffrn_orient_matrix_UB_12        0.0888051000
_diffrn_orient_matrix_UB_13        -0.0714448000
_diffrn_orient_matrix_UB_21        -0.0134971000
_diffrn_orient_matrix_UB_22        0.1634710000
_diffrn_orient_matrix_UB_23        0.0520522000
_diffrn_orient_matrix_UB_31        0.2233807000
_diffrn_orient_matrix_UB_32        0.0555564000
_diffrn_orient_matrix_UB_33        -0.0048824000
_diffrn_radiation_monochromator    mirror
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             CuK\a
_diffrn_radiation_wavelength       1.54184
_diffrn_source                     'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type                'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage           0.802
_reflns_Friedel_fraction_full      0.854
_reflns_Friedel_fraction_max       0.755
_reflns_number_gt                  6150
_reflns_number_total               6607
_reflns_odcompleteness_completeness  99.39
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection         'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction          'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics      'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement    'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution      'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max           0.370
_refine_diff_density_min           -0.307
_refine_diff_density_rms           0.065
_refine_ls_abs_structure_details
;
 Flack x determined using 2537 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack     0.01(7)
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.080
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       523
_refine_ls_number_reflns           6607
_refine_ls_number_restraints       3
_refine_ls_R_factor_all            0.0559
_refine_ls_R_factor_gt             0.0535
_refine_ls_restrained_S_all        1.080
_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)+(0.1022P)²+0.2628P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1527
_refine_ls_wR_factor_ref           0.1547
_refine_special_details            ?
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C1(H1), C24(H24)
1.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C38(H38A,H38B)
1.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C18(H18), C20(H20), C21(H21), C22(H22), C26(H26), C27(H27), C29(H29),
  C30(H30), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36), C41(H41),
 C42(H42), C43(H43), C45(H45)
;
_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
 F1 F 0.3526(4) 1.0486(3) 0.38825(15) 0.0332(6) Uani 1 1 d . . . . .
 F2 F 0.0610(4) 0.9005(3) 0.35204(14) 0.0321(6) Uani 1 1 d . . . . .
 F3 F -0.0356(5) 0.5135(4) 0.12921(18) 0.0499(8) Uani 1 1 d . . . . .
 F4 F 0.1442(6) 0.6299(5) 0.05273(19) 0.0664(10) Uani 1 1 d . . . . .
 F5 F 0.2135(5) 0.3942(4) 0.0915(2) 0.0585(9) Uani 1 1 d . . . . .
 N1 N -0.1814(6) 0.8921(5) 0.4909(2) 0.0357(9) Uani 1 1 d . . . . .
 C1 C 0.2129(6) 0.8939(5) 0.5140(2) 0.0283(9) Uani 1 1 d . . . . .
 H1 H 0.273287 1.013601 0.519356 0.034 Uiso 1 1 calc R U . . .
 C2 C 0.2802(7) 0.8207(5) 0.5892(2) 0.0287(9) Uani 1 1 d . . . . .
 C3 C 0.1470(7) 0.7302(6) 0.6272(3) 0.0326(9) Uani 1 1 d . . . . .
 H3 H 0.008239 0.708937 0.605944 0.039 Uiso 1 1 calc R U . . .
 C4 C 0.2146(7) 0.6706(6) 0.6961(3) 0.0334(9) Uani 1 1 d . . . . .
 H4 H 0.119903 0.611506 0.721833 0.040 Uiso 1 1 calc R U . . .
 C5 C 0.4179(7) 0.6947(5) 0.7288(3) 0.0304(9) Uani 1 1 d . . . . .
 C6 C 0.5497(7) 0.7831(6) 0.6892(3) 0.0329(9) Uani 1 1 d . . . . .
 H6 H 0.689279 0.801765 0.709553 0.039 Uiso 1 1 calc R U . . .
 C7 C 0.4827(7) 0.8450(6) 0.6203(3) 0.0340(10) Uani 1 1 d . . . . .
 H7 H 0.576767 0.904591 0.594484 0.041 Uiso 1 1 calc R U . . .
 C8 C 0.4871(7) 0.6354(5) 0.8044(2) 0.0310(9) Uani 1 1 d . . . . .
 C9 C 0.3791(8) 0.5029(6) 0.8317(3) 0.0355(10) Uani 1 1 d . . . . .
 H9 H 0.261039 0.447079 0.800861 0.043 Uiso 1 1 calc R U . . .
 C10 C 0.4403(8) 0.4515(6) 0.9027(3) 0.0376(10) Uani 1 1 d . . . . .
 H10 H 0.364790 0.360660 0.920015 0.045 Uiso 1 1 calc R U . . .
 C11 C 0.6104(8) 0.5313(6) 0.9486(3) 0.0376(10) Uani 1 1 d . . . . .
 H11 H 0.651639 0.496884 0.997727 0.045 Uiso 1 1 calc R U . . .
 C12 C 0.7207(8) 0.6620(6) 0.9224(3) 0.0377(10) Uani 1 1 d . . . . .
 H12 H 0.839652 0.716234 0.953246 0.045 Uiso 1 1 calc R U . . .
 C13 C 0.6584(8) 0.7136(6) 0.8516(3) 0.0378(10) Uani 1 1 d . . . . .
 H13 H 0.734374 0.804800 0.834671 0.045 Uiso 1 1 calc R U . . .
 C14 C -0.0089(7) 0.8944(6) 0.5003(2) 0.0293(9) Uani 1 1 d . . . . .
 C15 C 0.2915(6) 0.7984(5) 0.4448(2) 0.0281(9) Uani 1 1 d . . . . .
 H15A H 0.437331 0.786322 0.458933 0.034 Uiso 1 1 calc R U . . .
 H15B H 0.219496 0.683796 0.434361 0.034 Uiso 1 1 calc R U . . .
 C16 C 0.2637(6) 0.8845(5) 0.3724(2) 0.0265(8) Uani 1 1 d . . . . .
 C17 C 0.3461(7) 0.8018(5) 0.3041(2) 0.0277(9) Uani 1 1 d . . . . .
 C18 C 0.2169(7) 0.7054(5) 0.2454(3) 0.0303(9) Uani 1 1 d . . . . .
 H18 H 0.076868 0.685854 0.249215 0.036 Uiso 1 1 calc R U . . .
 C19 C 0.2925(7) 0.6371(5) 0.1807(2) 0.0311(9) Uani 1 1 d . . . . .
 C20 C 0.4972(7) 0.6635(6) 0.1750(3) 0.0330(9) Uani 1 1 d . . . . .
 H20 H 0.548432 0.618467 0.130421 0.040 Uiso 1 1 calc R U . . .
 C21 C 0.6257(7) 0.7561(6) 0.2347(3) 0.0350(10) Uani 1 1 d . . . . .
 H21 H 0.766516 0.772313 0.231672 0.042 Uiso 1 1 calc R U . . .
 C22 C 0.5516(7) 0.8255(5) 0.2990(3) 0.0307(9) Uani 1 1 d . . . . .
 H22 H 0.641387 0.889345 0.339631 0.037 Uiso 1 1 calc R U . . .
 C23 C 0.1536(8) 0.5463(7) 0.1143(3) 0.0389(11) Uani 1 1 d . . . . .
 F6 F 0.8649(4) 0.5514(3) 0.37782(15) 0.0343(6) Uani 1 1 d . . . . .
 F7 F 0.5550(4) 0.4369(3) 0.34535(14) 0.0319(6) Uani 1 1 d . . . . .
 F8 F 0.3974(4) 0.0444(4) 0.11789(15) 0.0391(6) Uani 1 1 d . . . . .
 F9 F 0.5564(5) 0.2070(4) 0.05051(16) 0.0442(7) Uani 1 1 d . . . . .
 F10 F 0.6308(5) -0.0476(4) 0.05722(16) 0.0451(7) Uani 1 1 d . . . . .
 N2 N 0.3037(6) 0.3969(5) 0.4818(2) 0.0337(8) Uani 1 1 d . . . . .
 C24 C 0.6991(6) 0.4051(5) 0.5048(2) 0.0263(8) Uani 1 1 d . . . . .
 H24 H 0.758212 0.524993 0.509297 0.032 Uiso 1 1 calc R U . . .
 C25 C 0.7658(7) 0.3343(5) 0.5805(2) 0.0275(9) Uani 1 1 d . . . . .
 C26 C 0.9617(7) 0.2891(6) 0.5975(2) 0.0304(9) Uani 1 1 d . . . . .
 H26 H 1.053265 0.299824 0.561096 0.037 Uiso 1 1 calc R U . . .
 C27 C 1.0253(7) 0.2291(6) 0.6661(2) 0.0311(9) Uani 1 1 d . . . . .
 H27 H 1.159490 0.197900 0.675615 0.037 Uiso 1 1 calc R U . . .
 C28 C 0.8985(7) 0.2127(5) 0.7221(2) 0.0283(9) Uani 1 1 d . . . . .
 C29 C 0.7023(7) 0.2595(6) 0.7050(3) 0.0348(10) Uani 1 1 d . . . . .
 H29 H 0.611182 0.250317 0.741634 0.042 Uiso 1 1 calc R U . . .
 C30 C 0.6381(7) 0.3190(6) 0.6358(3) 0.0343(10) Uani 1 1 d . . . . .
 H30 H 0.503884 0.350059 0.625983 0.041 Uiso 1 1 calc R U . . .
 C31 C 0.9669(7) 0.1501(5) 0.7965(2) 0.0296(9) Uani 1 1 d . . . . .
 C32 C 1.1141(7) 0.0354(6) 0.8032(3) 0.0355(10) Uani 1 1 d . . . . .
 H32 H 1.169922 -0.004653 0.758909 0.043 Uiso 1 1 calc R U . . .
 C33 C 1.1788(8) -0.0201(6) 0.8724(3) 0.0383(10) Uani 1 1 d . . . . .
 H33 H 1.279183 -0.097387 0.875634 0.046 Uiso 1 1 calc R U . . .
 C34 C 1.0980(8) 0.0362(6) 0.9383(3) 0.0376(10) Uani 1 1 d . . . . .
 H34 H 1.141259 -0.003247 0.986242 0.045 Uiso 1 1 calc R U . . .
 C35 C 0.9550(8) 0.1497(7) 0.9327(3) 0.0393(11) Uani 1 1 d . . . . .
 H35 H 0.900926 0.190215 0.977307 0.047 Uiso 1 1 calc R U . . .
 C36 C 0.8888(7) 0.2055(6) 0.8632(3) 0.0342(10) Uani 1 1 d . . . . .
 H36 H 0.788483 0.282909 0.860592 0.041 Uiso 1 1 calc R U . . .
 C37 C 0.4787(7) 0.4029(5) 0.4920(2) 0.0283(9) Uani 1 1 d . . . . .
 C38 C 0.7726(6) 0.3079(5) 0.4346(2) 0.0273(8) Uani 1 1 d . . . . .
 H38A H 0.916801 0.289765 0.448303 0.033 Uiso 1 1 calc R U . . .
 H38B H 0.694406 0.195824 0.423157 0.033 Uiso 1 1 calc R U . . .
 C39 C 0.7504(6) 0.3980(5) 0.3629(2) 0.0262(8) Uani 1 1 d . . . . .
 C40 C 0.8129(7) 0.3006(5) 0.2932(2) 0.0285(9) Uani 1 1 d . . . . .
 C41 C 1.0139(7) 0.2644(6) 0.2953(2) 0.0311(9) Uani 1 1 d . . . . .
 H41 H 1.110864 0.304296 0.338861 0.037 Uiso 1 1 calc R U . . .
 C42 C 1.0708(7) 0.1694(6) 0.2330(3) 0.0345(10) Uani 1 1 d . . . . .
 H42 H 1.207755 0.145235 0.234249 0.041 Uiso 1 1 calc R U . . .
 C43 C 0.9339(7) 0.1104(6) 0.1701(3) 0.0324(9) Uani 1 1 d . . . . .
 H43 H 0.975017 0.044630 0.128212 0.039 Uiso 1 1 calc R U . . .
 C44 C 0.7328(7) 0.1469(5) 0.1675(2) 0.0285(9) Uani 1 1 d . . . . .
 C45 C 0.6735(7) 0.2437(5) 0.2292(2) 0.0277(8) Uani 1 1 d . . . . .
 H45 H 0.537338 0.270460 0.227199 0.033 Uiso 1 1 calc R U . . .
 C46 C 0.5792(7) 0.0869(6) 0.0989(3) 0.0329(9) Uani 1 1 d . . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
  _geom_bond_atom_site_label_1
  _geom_bond_atom_site_label_2
  _geom_bond_distance
  _geom_bond_site_symmetry_2
  _geom_bond_publ_flag
 F1 C16 1.384(5) . ?
 F2 C16 1.377(5) . ?
 F3 C23 1.338(6) . ?
 F4 C23 1.328(6) . ?
 F5 C23 1.354(6) . ?
 N1 C14 1.143(6) . ?
 C1 H1 1.0000 . ?
 C1 C2 1.532(6) . ?
 C1 C14 1.473(6) . ?
 C1 C15 1.551(6) . ?
 C2 C3 1.386(7) . ?
 C2 C7 1.384(7) . ?
 C3 H3 0.9500 . ?
 C3 C4 1.384(6) . ?
 C4 H4 0.9500 . ?
 C4 C5 1.397(7) . ?
 C5 C6 1.388(7) . ?
 C5 C8 1.489(6) . ?
 C6 H6 0.9500 . ?
 C6 C7 1.391(6) . ?
 C7 H7 0.9500 . ?
 C8 C9 1.396(7) . ?
 C8 C13 1.389(7) . ?
 C9 H9 0.9500 . ?
 C9 C10 1.379(7) . ?
 C10 H10 0.9500 . ?
 C10 C11 1.378(8) . ?
 C11 H11 0.9500 . ?
 C11 C12 1.383(7) . ?
 C12 H12 0.9500 . ?
 C12 C13 1.379(7) . ?
 C13 H13 0.9500 . ?
 C15 H15A 0.9900 . ?
 C15 H15B 0.9900 . ?
 C15 C16 1.509(6) . ?
 C16 C17 1.509(6) . ?
 C17 C18 1.385(6) . ?
 C17 C22 1.389(6) . ?
 C18 H18 0.9500 . ?
 C18 C19 1.391(6) . ?
 C19 C20 1.388(7) . ?
 C19 C23 1.484(7) . ?
 C20 H20 0.9500 . ?
 C20 C21 1.381(7) . ?
 C21 H21 0.9500 . ?
 C21 C22 1.383(6) . ?
 C22 H22 0.9500 . ?
 F6 C39 1.376(5) . ?
 F7 C39 1.372(5) . ?
 F8 C46 1.330(6) . ?
 F9 C46 1.353(5) . ?
 F10 C46 1.340(5) . ?
 N2 C37 1.158(6) . ?
 C24 H24 1.0000 . ?
 C24 C25 1.529(6) . ?
 C24 C37 1.461(6) . ?
 C24 C38 1.556(5) . ?
 C25 C26 1.392(6) . ?
 C25 C30 1.388(7) . ?
 C26 H26 0.9500 . ?
 C26 C27 1.375(6) . ?
 C27 H27 0.9500 . ?
 C27 C28 1.394(6) . ?
 C28 C29 1.398(7) . ?
 C28 C31 1.483(6) . ?
 C29 H29 0.9500 . ?
 C29 C30 1.383(6) . ?
 C30 H30 0.9500 . ?
 C31 C32 1.403(6) . ?
 C31 C36 1.398(6) . ?
 C32 H32 0.9500 . ?
 C32 C33 1.371(7) . ?
 C33 H33 0.9500 . ?
 C33 C34 1.398(7) . ?
 C34 H34 0.9500 . ?
 C34 C35 1.374(7) . ?
 C35 H35 0.9500 . ?
 C35 C36 1.378(7) . ?
 C36 H36 0.9500 . ?
 C38 H38A 0.9900 . ?
 C38 H38B 0.9900 . ?
 C38 C39 1.514(6) . ?
 C39 C40 1.516(6) . ?
 C40 C41 1.396(6) . ?
 C40 C45 1.382(6) . ?
 C41 H41 0.9500 . ?
 C41 C42 1.388(6) . ?
 C42 H42 0.9500 . ?
 C42 C43 1.362(7) . ?
 C43 H43 0.9500 . ?
 C43 C44 1.396(6) . ?
 C44 C45 1.395(6) . ?
 C44 C46 1.494(6) . ?
 C45 H45 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
 C2 C1 H1 107.7 . . ?
 C2 C1 C15 111.6(3) . . ?
 C14 C1 H1 107.7 . . ?
 C14 C1 C2 110.9(4) . . ?
 C14 C1 C15 111.1(3) . . ?
 C15 C1 H1 107.7 . . ?
 C3 C2 C1 122.8(4) . . ?
 C7 C2 C1 118.8(4) . . ?
 C7 C2 C3 118.4(4) . . ?
 C2 C3 H3 119.8 . . ?
 C4 C3 C2 120.5(4) . . ?
 C4 C3 H3 119.8 . . ?
 C3 C4 H4 119.0 . . ?
 C3 C4 C5 122.0(4) . . ?
 C5 C4 H4 119.0 . . ?
 C4 C5 C8 121.4(4) . . ?
 C6 C5 C4 116.7(4) . . ?
 C6 C5 C8 121.9(4) . . ?
 C5 C6 H6 119.2 . . ?
 C5 C6 C7 121.7(4) . . ?
 C7 C6 H6 119.2 . . ?
 C2 C7 C6 120.7(4) . . ?
 C2 C7 H7 119.7 . . ?
 C6 C7 H7 119.7 . . ?
 C9 C8 C5 121.5(4) . . ?
 C13 C8 C5 121.2(4) . . ?
 C13 C8 C9 117.3(4) . . ?
 C8 C9 H9 119.3 . . ?
 C10 C9 C8 121.3(4) . . ?
 C10 C9 H9 119.3 . . ?
 C9 C10 H10 119.9 . . ?
 C11 C10 C9 120.3(5) . . ?
 C11 C10 H10 119.9 . . ?
 C10 C11 H11 120.3 . . ?
 C10 C11 C12 119.4(5) . . ?
 C12 C11 H11 120.3 . . ?
 C11 C12 H12 119.9 . . ?
 C13 C12 C11 120.2(5) . . ?
 C13 C12 H12 119.9 . . ?
 C8 C13 H13 119.2 . . ?
 C12 C13 C8 121.5(5) . . ?
 C12 C13 H13 119.2 . . ?
 N1 C14 C1 178.4(5) . . ?
 C1 C15 H15A 108.8 . . ?
 C1 C15 H15B 108.8 . . ?
 H15A C15 H15B 107.7 . . ?
 C16 C15 C1 113.7(3) . . ?
 C16 C15 H15A 108.8 . . ?
 C16 C15 H15B 108.8 . . ?
 F1 C16 C15 108.9(3) . . ?
 F1 C16 C17 108.4(4) . . ?
 F2 C16 F1 104.5(3) . . ?
 F2 C16 C15 109.2(3) . . ?
 F2 C16 C17 109.0(3) . . ?
 C15 C16 C17 116.2(3) . . ?
 C18 C17 C16 120.3(4) . . ?
 C18 C17 C22 119.6(4) . . ?
 C22 C17 C16 120.1(4) . . ?
 C17 C18 H18 120.0 . . ?
 C17 C18 C19 119.9(4) . . ?
 C19 C18 H18 120.0 . . ?
 C18 C19 C23 120.5(4) . . ?
 C20 C19 C18 120.4(4) . . ?
 C20 C19 C23 118.9(4) . . ?
 C19 C20 H20 120.4 . . ?
 C21 C20 C19 119.3(4) . . ?
 C21 C20 H20 120.4 . . ?
 C20 C21 H21 119.7 . . ?
 C20 C21 C22 120.7(4) . . ?
 C22 C21 H21 119.7 . . ?
 C17 C22 H22 120.0 . . ?
 C21 C22 C17 120.1(4) . . ?
 C21 C22 H22 120.0 . . ?
 F3 C23 F5 105.1(4) . . ?
 F3 C23 C19 113.4(4) . . ?
 F4 C23 F3 107.7(4) . . ?
 F4 C23 F5 105.6(4) . . ?
 F4 C23 C19 112.4(4) . . ?
 F5 C23 C19 112.2(4) . . ?
 C25 C24 H24 108.1 . . ?
 C25 C24 C38 112.9(3) . . ?
 C37 C24 H24 108.1 . . ?
 C37 C24 C25 109.7(3) . . ?
 C37 C24 C38 109.8(3) . . ?
 C38 C24 H24 108.1 . . ?
 C26 C25 C24 120.6(4) . . ?
 C30 C25 C24 121.9(4) . . ?
 C30 C25 C26 117.5(4) . . ?
 C25 C26 H26 119.4 . . ?
 C27 C26 C25 121.2(4) . . ?
 C27 C26 H26 119.4 . . ?
 C26 C27 H27 119.1 . . ?
 C26 C27 C28 121.9(4) . . ?
 C28 C27 H27 119.1 . . ?
 C27 C28 C29 116.7(4) . . ?
 C27 C28 C31 122.1(4) . . ?
 C29 C28 C31 121.1(4) . . ?
 C28 C29 H29 119.3 . . ?
 C30 C29 C28 121.4(4) . . ?
 C30 C29 H29 119.3 . . ?
 C25 C30 H30 119.3 . . ?
 C29 C30 C25 121.3(4) . . ?
 C29 C30 H30 119.3 . . ?
 C32 C31 C28 121.6(4) . . ?
 C36 C31 C28 121.0(4) . . ?
 C36 C31 C32 117.4(4) . . ?
 C31 C32 H32 119.4 . . ?
 C33 C32 C31 121.3(4) . . ?
 C33 C32 H32 119.4 . . ?
 C32 C33 H33 119.8 . . ?
 C32 C33 C34 120.4(4) . . ?
 C34 C33 H33 119.8 . . ?
 C33 C34 H34 120.6 . . ?
 C35 C34 C33 118.9(4) . . ?
 C35 C34 H34 120.6 . . ?
 C34 C35 H35 119.5 . . ?
 C34 C35 C36 121.0(4) . . ?
 C36 C35 H35 119.5 . . ?
 C31 C36 H36 119.5 . . ?
 C35 C36 C31 121.0(4) . . ?
 C35 C36 H36 119.5 . . ?
 N2 C37 C24 178.3(4) . . ?
 C24 C38 H38A 108.8 . . ?
 C24 C38 H38B 108.8 . . ?
 H38A C38 H38B 107.7 . . ?
 C39 C38 C24 113.7(3) . . ?
 C39 C38 H38A 108.8 . . ?
 C39 C38 H38B 108.8 . . ?
 F6 C39 C38 108.9(3) . . ?
 F6 C39 C40 108.9(3) . . ?
 F7 C39 F6 104.8(3) . . ?
 F7 C39 C38 110.6(3) . . ?
 F7 C39 C40 109.2(3) . . ?
 C38 C39 C40 114.0(3) . . ?
 C41 C40 C39 119.0(4) . . ?
 C45 C40 C39 121.1(4) . . ?
 C45 C40 C41 119.9(4) . . ?
 C40 C41 H41 120.3 . . ?
 C42 C41 C40 119.4(4) . . ?
 C42 C41 H41 120.3 . . ?
 C41 C42 H42 119.4 . . ?
 C43 C42 C41 121.2(4) . . ?
 C43 C42 H42 119.4 . . ?
 C42 C43 H43 120.1 . . ?
 C42 C43 C44 119.8(4) . . ?
 C44 C43 H43 120.1 . . ?
 C43 C44 C46 121.3(4) . . ?
 C45 C44 C43 119.8(4) . . ?
 C45 C44 C46 118.9(4) . . ?
 C40 C45 C44 119.9(4) . . ?
 C40 C45 H45 120.0 . . ?
 C44 C45 H45 120.0 . . ?
 F8 C46 F9 107.0(4) . . ?
 F8 C46 F10 107.0(4) . . ?
 F8 C46 C44 112.5(3) . . ?
 F9 C46 C44 111.4(4) . . ?
 F10 C46 F9 105.9(3) . . ?
 F10 C46 C44 112.6(4) . . ?

loop_
  _geom_torsion_atom_site_label_1
  _geom_torsion_atom_site_label_2
  _geom_torsion_atom_site_label_3
  _geom_torsion_atom_site_label_4
  _geom_torsion
  _geom_torsion_site_symmetry_1
  _geom_torsion_site_symmetry_2
  _geom_torsion_site_symmetry_3
  _geom_torsion_site_symmetry_4
  _geom_torsion_publ_flag
 F1 C16 C17 C18 -135.3(4) . . . . ?
 F1 C16 C17 C22 43.2(5) . . . . ?
 F2 C16 C17 C18 -22.1(5) . . . . ?
 F2 C16 C17 C22 156.4(4) . . . . ?
 C1 C2 C3 C4 -178.3(4) . . . . ?
 C1 C2 C7 C6 179.0(4) . . . . ?
 C1 C15 C16 F1 54.5(5) . . . . ?
 C1 C15 C16 F2 -59.1(4) . . . . ?
 C1 C15 C16 C17 177.2(4) . . . . ?
 C2 C1 C15 C16 -169.2(3) . . . . ?
 C2 C3 C4 C5 -1.7(6) . . . . ?
 C3 C2 C7 C6 -1.4(6) . . . . ?
 C3 C4 C5 C6 0.6(7) . . . . ?
 C3 C4 C5 C8 177.6(4) . . . . ?
 C4 C5 C6 C7 0.1(7) . . . . ?
 C4 C5 C8 C9 24.8(6) . . . . ?
 C4 C5 C8 C13 -153.1(5) . . . . ?
 C5 C6 C7 C2 0.3(7) . . . . ?
 C5 C8 C9 C10 -178.1(4) . . . . ?
 C5 C8 C13 C12 178.5(4) . . . . ?
 C6 C5 C8 C9 -158.2(4) . . . . ?
 C6 C5 C8 C13 23.9(6) . . . . ?
 C7 C2 C3 C4 2.1(6) . . . . ?
 C8 C5 C6 C7 -176.9(4) . . . . ?
 C8 C9 C10 C11 0.3(7) . . . . ?
 C9 C8 C13 C12 0.5(7) . . . . ?
 C9 C10 C11 C12 -0.8(7) . . . . ?
 C10 C11 C12 C13 1.2(7) . . . . ?
 C11 C12 C13 C8 -1.0(7) . . . . ?
 C13 C8 C9 C10 -0.1(6) . . . . ?
 C14 C1 C2 C3 14.9(5) . . . . ?
 C14 C1 C2 C7 -165.4(4) . . . . ?
 C14 C1 C15 C16 66.6(5) . . . . ?
 C15 C1 C2 C3 -109.4(5) . . . . ?
 C15 C1 C2 C7 70.2(5) . . . . ?
 C15 C16 C17 C18 101.7(5) . . . . ?
 C15 C16 C17 C22 -79.8(5) . . . . ?
 C16 C17 C18 C19 176.6(4) . . . . ?
 C16 C17 C22 C21 -177.0(4) . . . . ?
 C17 C18 C19 C20 0.7(7) . . . . ?
 C17 C18 C19 C23 -174.5(4) . . . . ?
 C18 C17 C22 C21 1.4(6) . . . . ?
 C18 C19 C20 C21 1.1(7) . . . . ?
 C18 C19 C23 F3 -11.1(7) . . . . ?
 C18 C19 C23 F4 111.3(5) . . . . ?
 C18 C19 C23 F5 -129.9(5) . . . . ?
 C19 C20 C21 C22 -1.5(7) . . . . ?
 C20 C19 C23 F3 173.6(4) . . . . ?
 C20 C19 C23 F4 -64.0(6) . . . . ?
 C20 C19 C23 F5 54.8(6) . . . . ?
 C20 C21 C22 C17 0.3(7) . . . . ?
 C22 C17 C18 C19 -1.9(6) . . . . ?
 C23 C19 C20 C21 176.3(4) . . . . ?
 F6 C39 C40 C41 58.9(5) . . . . ?
 F6 C39 C40 C45 -122.9(4) . . . . ?
 F7 C39 C40 C41 172.8(4) . . . . ?
 F7 C39 C40 C45 -9.0(6) . . . . ?
 C24 C25 C26 C27 178.4(4) . . . . ?
 C24 C25 C30 C29 -178.0(4) . . . . ?
 C24 C38 C39 F6 60.7(4) . . . . ?
 C24 C38 C39 F7 -54.0(5) . . . . ?
 C24 C38 C39 C40 -177.4(4) . . . . ?
 C25 C24 C38 C39 -166.9(4) . . . . ?
 C25 C26 C27 C28 -0.9(7) . . . . ?
 C26 C25 C30 C29 -0.6(7) . . . . ?
 C26 C27 C28 C29 0.3(6) . . . . ?
 C26 C27 C28 C31 -179.2(4) . . . . ?
 C27 C28 C29 C30 0.0(7) . . . . ?
 C27 C28 C31 C32 -30.0(7) . . . . ?
 C27 C28 C31 C36 149.0(5) . . . . ?
 C28 C29 C30 C25 0.1(7) . . . . ?
 C28 C31 C32 C33 179.0(4) . . . . ?
 C28 C31 C36 C35 -178.8(5) . . . . ?
 C29 C28 C31 C32 150.4(5) . . . . ?
 C29 C28 C31 C36 -30.5(6) . . . . ?
 C30 C25 C26 C27 1.0(6) . . . . ?
 C31 C28 C29 C30 179.6(4) . . . . ?
 C31 C32 C33 C34 0.4(8) . . . . ?
 C32 C31 C36 C35 0.3(7) . . . . ?
 C32 C33 C34 C35 -0.9(8) . . . . ?
 C33 C34 C35 C36 1.1(8) . . . . ?
 C34 C35 C36 C31 -0.8(8) . . . . ?
 C36 C31 C32 C33 -0.1(7) . . . . ?
 C37 C24 C25 C26 166.0(4) . . . . ?
 C37 C24 C25 C30 -16.7(5) . . . . ?
 C37 C24 C38 C39 70.3(5) . . . . ?
 C38 C24 C25 C26 43.1(5) . . . . ?
 C38 C24 C25 C30 -139.6(4) . . . . ?
 C38 C39 C40 C41 -63.0(5) . . . . ?
 C38 C39 C40 C45 115.2(4) . . . . ?
 C39 C40 C41 C42 177.4(4) . . . . ?
 C39 C40 C45 C44 -176.7(4) . . . . ?
 C40 C41 C42 C43 -0.3(7) . . . . ?
 C41 C40 C45 C44 1.5(6) . . . . ?
 C41 C42 C43 C44 0.7(7) . . . . ?
 C42 C43 C44 C45 0.0(6) . . . . ?
 C42 C43 C44 C46 178.9(4) . . . . ?
 C43 C44 C45 C40 -1.1(6) . . . . ?
 C43 C44 C46 F8 143.9(4) . . . . ?
 C43 C44 C46 F9 -95.9(5) . . . . ?
 C43 C44 C46 F10 23.0(6) . . . . ?
 C45 C40 C41 C42 -0.8(6) . . . . ?
 C45 C44 C46 F8 -37.2(6) . . . . ?
 C45 C44 C46 F9 83.0(5) . . . . ?
 C45 C44 C46 F10 -158.2(4) . . . . ?
 C46 C44 C45 C40 180.0(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  1.646
_oxdiff_exptl_absorpt_empirical_full_min  0.638
