data_3-57-1
_audit_creation_date               2023-08-11
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_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           'C16 H23 F N2 O'
_chemical_formula_sum              'C16 H23 F N2 O'
_chemical_formula_weight           278.36
_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' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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             2
_space_group_name_H-M_alt          'P -1'
_space_group_name_Hall             '-P 1'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'

_cell_length_a                     9.3415(10)
_cell_length_b                     10.0623(13)
_cell_length_c                     19.6690(17)
_cell_angle_alpha                  81.197(9)
_cell_angle_beta                   78.568(8)
_cell_angle_gamma                  63.180(12)
_cell_volume                       1612.9(3)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      3385
_cell_measurement_temperature      149.94(12)
_cell_measurement_theta_max        29.1380
_cell_measurement_theta_min        2.5110
_shelx_estimated_absorpt_T_max     ?
_shelx_estimated_absorpt_T_min     ?
_exptl_absorpt_coefficient_mu      0.080
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.22395
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'light colourless'
_exptl_crystal_density_diffrn      1.146
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               600
_exptl_crystal_size_max            0.15
_exptl_crystal_size_mid            0.12
_exptl_crystal_size_min            0.1
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0384
_diffrn_reflns_av_unetI/netI       0.0617
_diffrn_reflns_Laue_measured_fraction_full  1.000
_diffrn_reflns_Laue_measured_fraction_max  1.000
_diffrn_reflns_limit_h_max         11
_diffrn_reflns_limit_h_min         -11
_diffrn_reflns_limit_k_max         11
_diffrn_reflns_limit_k_min         -11
_diffrn_reflns_limit_l_max         23
_diffrn_reflns_limit_l_min         -20
_diffrn_reflns_number              10972
_diffrn_reflns_point_group_measured_fraction_full  1.000
_diffrn_reflns_point_group_measured_fraction_max  1.000
_diffrn_reflns_theta_full          24.999
_diffrn_reflns_theta_max           24.999
_diffrn_reflns_theta_min           2.118
_diffrn_ambient_environment        N~2~
_diffrn_ambient_temperature        149.94(12)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   5.2684
_diffrn_detector_type              AtlasS2
_diffrn_measured_fraction_theta_full  1.000
_diffrn_measured_fraction_theta_max  1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -12.00  83.00   1.00    3.80    --   12.05  57.00  30.00   95
  2  ω    -20.00   7.00   1.00    3.80    --   12.05 -99.00-120.00   27
  3  ω    -57.00  38.00   1.00    3.80    --   12.05 -57.00-120.00   95
  4  ω    -81.00  17.00   1.00    3.80    --  -11.43 -77.00 120.00   98
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        -0.0348503000
_diffrn_orient_matrix_UB_12        0.0777374000
_diffrn_orient_matrix_UB_13        0.0040336000
_diffrn_orient_matrix_UB_21        0.0297577000
_diffrn_orient_matrix_UB_22        0.0124915000
_diffrn_orient_matrix_UB_23        -0.0352858000
_diffrn_orient_matrix_UB_31        -0.0727849000
_diffrn_orient_matrix_UB_32        0.0085480000
_diffrn_orient_matrix_UB_33        -0.0099736000
_diffrn_radiation_monochromator    mirror
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             'Mo K\a'
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     'micro-focus sealed X-ray tube'
_diffrn_source_type                'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  4092
_reflns_number_total               5670
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection         'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction          'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics      'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement    'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution      'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max           0.414
_refine_diff_density_min           -0.338
_refine_diff_density_rms           0.062
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.056
_refine_ls_hydrogen_treatment      mixed
_refine_ls_matrix_type             full
_refine_ls_number_parameters       377
_refine_ls_number_reflns           5670
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.1141
_refine_ls_R_factor_gt             0.0871
_refine_ls_restrained_S_all        1.056
_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)+(0.0958P)²+1.8696P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.2139
_refine_ls_wR_factor_ref           0.2326
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C5(H5), C6(H6), N3(H3A), C28(H28), C29(H29), C31(H31),
 C32(H32)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,
 H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,
 H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C),
 C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens     mixed
_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 0.4294(3) -0.1441(3) 0.42772(13) 0.0704(8) Uani 1 1 d . . . . .
 O1 O 0.4655(3) 0.4619(3) 0.23880(12) 0.0371(6) Uani 1 1 d . . . . .
 N1 N 0.1647(3) 0.5511(3) 0.36736(14) 0.0313(7) Uani 1 1 d . . . . .
 N2 N 0.2322(4) 0.5076(3) 0.20131(14) 0.0278(6) Uani 1 1 d . . . . .
 H2 H 0.150(5) 0.507(4) 0.2128(19) 0.039(12) Uiso 1 1 d . . . . .
 C1 C 0.2970(4) 0.2924(3) 0.35125(16) 0.0263(7) Uani 1 1 d . . . . .
 C2 C 0.2745(4) 0.2564(4) 0.42198(17) 0.0348(8) Uani 1 1 d . . . . .
 H2A H 0.227426 0.333544 0.453125 0.042 Uiso 1 1 calc R U . . .
 C3 C 0.3192(4) 0.1097(4) 0.44814(19) 0.0399(9) Uani 1 1 d . . . . .
 H3 H 0.304634 0.085379 0.496834 0.048 Uiso 1 1 calc R U . . .
 C4 C 0.3846(5) 0.0012(4) 0.4026(2) 0.0466(10) Uani 1 1 d . . . . .
 C5 C 0.4044(6) 0.0313(5) 0.3320(2) 0.0574(12) Uani 1 1 d . . . . .
 H5 H 0.445161 -0.046243 0.301340 0.069 Uiso 1 1 calc R U . . .
 C6 C 0.3631(5) 0.1785(4) 0.3066(2) 0.0459(10) Uani 1 1 d . . . . .
 H6 H 0.380344 0.201546 0.257928 0.055 Uiso 1 1 calc R U . . .
 C7 C 0.2510(4) 0.4517(4) 0.32470(16) 0.0273(7) Uani 1 1 d . . . . .
 C8 C 0.3252(4) 0.4744(3) 0.25001(16) 0.0272(7) Uani 1 1 d . . . . .
 C9 C 0.4264(5) 0.4037(4) 0.09696(18) 0.0423(9) Uani 1 1 d . . . . .
 H9A H 0.520300 0.392604 0.116486 0.063 Uiso 1 1 calc R U . . .
 H9B H 0.446063 0.419498 0.046208 0.063 Uiso 1 1 calc R U . . .
 H9C H 0.409703 0.313163 0.109461 0.063 Uiso 1 1 calc R U . . .
 C10 C 0.2768(4) 0.5367(4) 0.12592(16) 0.0287(7) Uani 1 1 d . . . . .
 C11 C 0.3062(5) 0.6775(4) 0.11448(18) 0.0387(9) Uani 1 1 d . . . . .
 H11A H 0.207536 0.762368 0.132723 0.058 Uiso 1 1 calc R U . . .
 H11B H 0.334530 0.698382 0.064618 0.058 Uiso 1 1 calc R U . . .
 H11C H 0.395304 0.661374 0.138798 0.058 Uiso 1 1 calc R U . . .
 C12 C 0.1323(4) 0.5658(4) 0.09141(18) 0.0398(9) Uani 1 1 d . . . . .
 H12A H 0.115321 0.475270 0.097072 0.060 Uiso 1 1 calc R U . . .
 H12B H 0.153340 0.593679 0.041766 0.060 Uiso 1 1 calc R U . . .
 H12C H 0.035173 0.647295 0.113152 0.060 Uiso 1 1 calc R U . . .
 C13 C 0.2211(6) 0.7686(5) 0.3035(2) 0.0512(11) Uani 1 1 d . . . . .
 H13A H 0.331315 0.714113 0.315268 0.077 Uiso 1 1 calc R U . . .
 H13B H 0.183571 0.875777 0.306793 0.077 Uiso 1 1 calc R U . . .
 H13C H 0.220954 0.750404 0.256009 0.077 Uiso 1 1 calc R U . . .
 C14 C 0.1074(4) 0.7149(4) 0.35443(17) 0.0347(8) Uani 1 1 d . . . . .
 C15 C 0.0894(5) 0.7684(4) 0.4252(2) 0.0504(10) Uani 1 1 d . . . . .
 H15A H 0.019756 0.733158 0.459239 0.076 Uiso 1 1 calc R U . . .
 H15B H 0.040500 0.877778 0.422140 0.076 Uiso 1 1 calc R U . . .
 H15C H 0.196415 0.728803 0.439861 0.076 Uiso 1 1 calc R U . . .
 C16 C -0.0566(6) 0.7784(5) 0.3298(3) 0.0603(12) Uani 1 1 d . . . . .
 H16A H -0.043009 0.743970 0.283968 0.090 Uiso 1 1 calc R U . . .
 H16B H -0.103815 0.887734 0.326645 0.090 Uiso 1 1 calc R U . . .
 H16C H -0.128732 0.744584 0.362970 0.090 Uiso 1 1 calc R U . . .
 F2 F 0.5657(4) 1.0468(3) 0.07666(14) 0.0798(9) Uani 1 1 d . . . . .
 O2 O 0.9831(3) 0.4135(3) 0.25867(12) 0.0391(6) Uani 1 1 d . . . . .
 N3 N 0.7444(3) 0.4002(3) 0.29850(13) 0.0304(6) Uani 1 1 d . . . . .
 H3A H 0.653912 0.411506 0.286041 0.036 Uiso 1 1 calc R U . . .
 N4 N 0.8564(3) 0.3507(3) 0.12979(14) 0.0316(7) Uani 1 1 d . . . . .
 C17 C 0.6029(5) 0.3579(6) 0.4095(2) 0.0567(12) Uani 1 1 d . . . . .
 H17A H 0.510726 0.454659 0.402236 0.085 Uiso 1 1 calc R U . . .
 H17B H 0.607314 0.333265 0.459479 0.085 Uiso 1 1 calc R U . . .
 H17C H 0.590013 0.280630 0.389991 0.085 Uiso 1 1 calc R U . . .
 C18 C 0.7597(4) 0.3656(4) 0.37357(16) 0.0314(8) Uani 1 1 d . . . . .
 C19 C 0.7775(5) 0.4893(4) 0.40185(18) 0.0396(9) Uani 1 1 d . . . . .
 H19A H 0.879430 0.492562 0.379260 0.059 Uiso 1 1 calc R U . . .
 H19B H 0.778335 0.469490 0.452164 0.059 Uiso 1 1 calc R U . . .
 H19C H 0.686354 0.585402 0.392308 0.059 Uiso 1 1 calc R U . . .
 C20 C 0.9035(5) 0.2160(4) 0.38375(18) 0.0417(9) Uani 1 1 d . . . . .
 H20A H 0.888522 0.138415 0.365627 0.063 Uiso 1 1 calc R U . . .
 H20B H 0.911941 0.192097 0.433432 0.063 Uiso 1 1 calc R U . . .
 H20C H 1.002994 0.220938 0.358777 0.063 Uiso 1 1 calc R U . . .
 C21 C 1.1081(6) 0.1384(5) 0.1603(4) 0.0855(18) Uani 1 1 d . . . . .
 H21A H 1.169325 0.180024 0.124752 0.128 Uiso 1 1 calc R U . . .
 H21B H 1.165972 0.029130 0.163238 0.128 Uiso 1 1 calc R U . . .
 H21C H 1.096852 0.174813 0.205451 0.128 Uiso 1 1 calc R U . . .
 C22 C 0.9418(5) 0.1864(4) 0.14120(18) 0.0381(9) Uani 1 1 d . . . . .
 C23 C 0.9575(7) 0.1282(5) 0.0722(2) 0.0759(16) Uani 1 1 d . . . . .
 H23A H 0.849273 0.158349 0.060559 0.114 Uiso 1 1 calc R U . . .
 H23B H 1.015887 0.019008 0.075525 0.114 Uiso 1 1 calc R U . . .
 H23C H 1.017536 0.169614 0.035807 0.114 Uiso 1 1 calc R U . . .
 C24 C 0.8445(7) 0.1234(5) 0.1956(2) 0.0709(14) Uani 1 1 d . . . . .
 H24A H 0.836763 0.155698 0.241228 0.106 Uiso 1 1 calc R U . . .
 H24B H 0.898367 0.014060 0.196974 0.106 Uiso 1 1 calc R U . . .
 H24C H 0.735356 0.159607 0.183620 0.106 Uiso 1 1 calc R U . . .
 C25 C 0.8554(4) 0.4155(4) 0.24865(16) 0.0280(7) Uani 1 1 d . . . . .
 C26 C 0.8171(4) 0.4455(4) 0.17449(16) 0.0262(7) Uani 1 1 d . . . . .
 C27 C 0.7406(4) 0.6070(4) 0.15052(16) 0.0276(7) Uani 1 1 d . . . . .
 C28 C 0.7151(4) 0.6488(4) 0.08207(17) 0.0360(8) Uani 1 1 d . . . . .
 H28 H 0.740470 0.573993 0.051608 0.043 Uiso 1 1 calc R U . . .
 C29 C 0.6537(5) 0.7968(4) 0.0569(2) 0.0438(9) Uani 1 1 d . . . . .
 H29 H 0.634212 0.824925 0.010032 0.053 Uiso 1 1 calc R U . . .
 C30 C 0.6219(5) 0.9009(4) 0.1015(2) 0.0495(10) Uani 1 1 d . . . . .
 C31 C 0.6479(6) 0.8660(4) 0.1690(2) 0.0536(11) Uani 1 1 d . . . . .
 H31 H 0.627772 0.941391 0.198149 0.064 Uiso 1 1 calc R U . . .
 C32 C 0.7045(5) 0.7177(4) 0.19395(19) 0.0418(9) Uani 1 1 d . . . . .
 H32 H 0.718813 0.691350 0.241447 0.050 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
 F1 C4 1.365(4) . ?
 O1 C8 1.235(4) . ?
 N1 C7 1.271(4) . ?
 N1 C14 1.482(4) . ?
 N2 H2 0.76(4) . ?
 N2 C8 1.324(4) . ?
 N2 C10 1.480(4) . ?
 C1 C2 1.382(5) . ?
 C1 C6 1.385(5) . ?
 C1 C7 1.496(4) . ?
 C2 H2A 0.9500 . ?
 C2 C3 1.383(5) . ?
 C3 H3 0.9500 . ?
 C3 C4 1.360(5) . ?
 C4 C5 1.368(6) . ?
 C5 H5 0.9500 . ?
 C5 C6 1.388(5) . ?
 C6 H6 0.9500 . ?
 C7 C8 1.525(4) . ?
 C9 H9A 0.9800 . ?
 C9 H9B 0.9800 . ?
 C9 H9C 0.9800 . ?
 C9 C10 1.516(5) . ?
 C10 C11 1.536(5) . ?
 C10 C12 1.521(4) . ?
 C11 H11A 0.9800 . ?
 C11 H11B 0.9800 . ?
 C11 H11C 0.9800 . ?
 C12 H12A 0.9800 . ?
 C12 H12B 0.9800 . ?
 C12 H12C 0.9800 . ?
 C13 H13A 0.9800 . ?
 C13 H13B 0.9800 . ?
 C13 H13C 0.9800 . ?
 C13 C14 1.534(5) . ?
 C14 C15 1.520(5) . ?
 C14 C16 1.518(5) . ?
 C15 H15A 0.9800 . ?
 C15 H15B 0.9800 . ?
 C15 H15C 0.9800 . ?
 C16 H16A 0.9800 . ?
 C16 H16B 0.9800 . ?
 C16 H16C 0.9800 . ?
 F2 C30 1.362(4) . ?
 O2 C25 1.238(4) . ?
 N3 H3A 0.8800 . ?
 N3 C18 1.484(4) . ?
 N3 C25 1.325(4) . ?
 N4 C22 1.479(4) . ?
 N4 C26 1.277(4) . ?
 C17 H17A 0.9800 . ?
 C17 H17B 0.9800 . ?
 C17 H17C 0.9800 . ?
 C17 C18 1.525(5) . ?
 C18 C19 1.524(5) . ?
 C18 C20 1.517(5) . ?
 C19 H19A 0.9800 . ?
 C19 H19B 0.9800 . ?
 C19 H19C 0.9800 . ?
 C20 H20A 0.9800 . ?
 C20 H20B 0.9800 . ?
 C20 H20C 0.9800 . ?
 C21 H21A 0.9800 . ?
 C21 H21B 0.9800 . ?
 C21 H21C 0.9800 . ?
 C21 C22 1.512(6) . ?
 C22 C23 1.515(5) . ?
 C22 C24 1.517(6) . ?
 C23 H23A 0.9800 . ?
 C23 H23B 0.9800 . ?
 C23 H23C 0.9800 . ?
 C24 H24A 0.9800 . ?
 C24 H24B 0.9800 . ?
 C24 H24C 0.9800 . ?
 C25 C26 1.524(4) . ?
 C26 C27 1.491(4) . ?
 C27 C28 1.382(5) . ?
 C27 C32 1.386(5) . ?
 C28 H28 0.9500 . ?
 C28 C29 1.381(5) . ?
 C29 H29 0.9500 . ?
 C29 C30 1.362(5) . ?
 C30 C31 1.360(6) . ?
 C31 H31 0.9500 . ?
 C31 C32 1.384(5) . ?
 C32 H32 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
 C7 N1 C14 127.6(3) . . ?
 C8 N2 H2 117(3) . . ?
 C8 N2 C10 126.4(3) . . ?
 C10 N2 H2 117(3) . . ?
 C2 C1 C6 118.6(3) . . ?
 C2 C1 C7 119.7(3) . . ?
 C6 C1 C7 121.7(3) . . ?
 C1 C2 H2A 119.5 . . ?
 C1 C2 C3 121.0(3) . . ?
 C3 C2 H2A 119.5 . . ?
 C2 C3 H3 120.7 . . ?
 C4 C3 C2 118.5(3) . . ?
 C4 C3 H3 120.7 . . ?
 F1 C4 C5 118.1(3) . . ?
 C3 C4 F1 119.1(4) . . ?
 C3 C4 C5 122.8(4) . . ?
 C4 C5 H5 121.0 . . ?
 C4 C5 C6 118.0(4) . . ?
 C6 C5 H5 121.0 . . ?
 C1 C6 C5 121.0(3) . . ?
 C1 C6 H6 119.5 . . ?
 C5 C6 H6 119.5 . . ?
 N1 C7 C1 117.3(3) . . ?
 N1 C7 C8 127.5(3) . . ?
 C1 C7 C8 115.1(3) . . ?
 O1 C8 N2 124.5(3) . . ?
 O1 C8 C7 118.8(3) . . ?
 N2 C8 C7 116.8(3) . . ?
 H9A C9 H9B 109.5 . . ?
 H9A C9 H9C 109.5 . . ?
 H9B C9 H9C 109.5 . . ?
 C10 C9 H9A 109.5 . . ?
 C10 C9 H9B 109.5 . . ?
 C10 C9 H9C 109.5 . . ?
 N2 C10 C9 110.6(3) . . ?
 N2 C10 C11 108.9(2) . . ?
 N2 C10 C12 106.8(3) . . ?
 C9 C10 C11 110.8(3) . . ?
 C9 C10 C12 110.7(3) . . ?
 C12 C10 C11 109.1(3) . . ?
 C10 C11 H11A 109.5 . . ?
 C10 C11 H11B 109.5 . . ?
 C10 C11 H11C 109.5 . . ?
 H11A C11 H11B 109.5 . . ?
 H11A C11 H11C 109.5 . . ?
 H11B C11 H11C 109.5 . . ?
 C10 C12 H12A 109.5 . . ?
 C10 C12 H12B 109.5 . . ?
 C10 C12 H12C 109.5 . . ?
 H12A C12 H12B 109.5 . . ?
 H12A C12 H12C 109.5 . . ?
 H12B C12 H12C 109.5 . . ?
 H13A C13 H13B 109.5 . . ?
 H13A C13 H13C 109.5 . . ?
 H13B C13 H13C 109.5 . . ?
 C14 C13 H13A 109.5 . . ?
 C14 C13 H13B 109.5 . . ?
 C14 C13 H13C 109.5 . . ?
 N1 C14 C13 116.5(3) . . ?
 N1 C14 C15 104.4(3) . . ?
 N1 C14 C16 107.7(3) . . ?
 C15 C14 C13 107.6(3) . . ?
 C16 C14 C13 110.1(3) . . ?
 C16 C14 C15 110.3(3) . . ?
 C14 C15 H15A 109.5 . . ?
 C14 C15 H15B 109.5 . . ?
 C14 C15 H15C 109.5 . . ?
 H15A C15 H15B 109.5 . . ?
 H15A C15 H15C 109.5 . . ?
 H15B C15 H15C 109.5 . . ?
 C14 C16 H16A 109.5 . . ?
 C14 C16 H16B 109.5 . . ?
 C14 C16 H16C 109.5 . . ?
 H16A C16 H16B 109.5 . . ?
 H16A C16 H16C 109.5 . . ?
 H16B C16 H16C 109.5 . . ?
 C18 N3 H3A 117.2 . . ?
 C25 N3 H3A 117.2 . . ?
 C25 N3 C18 125.6(3) . . ?
 C26 N4 C22 126.5(3) . . ?
 H17A C17 H17B 109.5 . . ?
 H17A C17 H17C 109.5 . . ?
 H17B C17 H17C 109.5 . . ?
 C18 C17 H17A 109.5 . . ?
 C18 C17 H17B 109.5 . . ?
 C18 C17 H17C 109.5 . . ?
 N3 C18 C17 106.0(3) . . ?
 N3 C18 C19 110.2(3) . . ?
 N3 C18 C20 109.5(3) . . ?
 C19 C18 C17 109.8(3) . . ?
 C20 C18 C17 110.1(3) . . ?
 C20 C18 C19 111.1(3) . . ?
 C18 C19 H19A 109.5 . . ?
 C18 C19 H19B 109.5 . . ?
 C18 C19 H19C 109.5 . . ?
 H19A C19 H19B 109.5 . . ?
 H19A C19 H19C 109.5 . . ?
 H19B C19 H19C 109.5 . . ?
 C18 C20 H20A 109.5 . . ?
 C18 C20 H20B 109.5 . . ?
 C18 C20 H20C 109.5 . . ?
 H20A C20 H20B 109.5 . . ?
 H20A C20 H20C 109.5 . . ?
 H20B C20 H20C 109.5 . . ?
 H21A C21 H21B 109.5 . . ?
 H21A C21 H21C 109.5 . . ?
 H21B C21 H21C 109.5 . . ?
 C22 C21 H21A 109.5 . . ?
 C22 C21 H21B 109.5 . . ?
 C22 C21 H21C 109.5 . . ?
 N4 C22 C21 111.2(3) . . ?
 N4 C22 C23 104.9(3) . . ?
 N4 C22 C24 112.2(3) . . ?
 C21 C22 C23 110.0(4) . . ?
 C21 C22 C24 110.5(4) . . ?
 C23 C22 C24 107.8(4) . . ?
 C22 C23 H23A 109.5 . . ?
 C22 C23 H23B 109.5 . . ?
 C22 C23 H23C 109.5 . . ?
 H23A C23 H23B 109.5 . . ?
 H23A C23 H23C 109.5 . . ?
 H23B C23 H23C 109.5 . . ?
 C22 C24 H24A 109.5 . . ?
 C22 C24 H24B 109.5 . . ?
 C22 C24 H24C 109.5 . . ?
 H24A C24 H24B 109.5 . . ?
 H24A C24 H24C 109.5 . . ?
 H24B C24 H24C 109.5 . . ?
 O2 C25 N3 124.6(3) . . ?
 O2 C25 C26 118.5(3) . . ?
 N3 C25 C26 116.9(3) . . ?
 N4 C26 C25 127.9(3) . . ?
 N4 C26 C27 117.5(3) . . ?
 C27 C26 C25 114.1(3) . . ?
 C28 C27 C26 119.9(3) . . ?
 C28 C27 C32 118.3(3) . . ?
 C32 C27 C26 121.6(3) . . ?
 C27 C28 H28 119.2 . . ?
 C27 C28 C29 121.6(3) . . ?
 C29 C28 H28 119.2 . . ?
 C28 C29 H29 121.1 . . ?
 C30 C29 C28 117.7(3) . . ?
 C30 C29 H29 121.1 . . ?
 F2 C30 C29 118.2(4) . . ?
 C31 C30 F2 118.5(3) . . ?
 C31 C30 C29 123.3(4) . . ?
 C30 C31 H31 120.9 . . ?
 C30 C31 C32 118.2(3) . . ?
 C32 C31 H31 120.9 . . ?
 C27 C32 C31 120.8(3) . . ?
 C27 C32 H32 119.6 . . ?
 C31 C32 H32 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
 F1 C4 C5 C6 -178.2(4) . . . . ?
 N1 C7 C8 O1 93.5(4) . . . . ?
 N1 C7 C8 N2 -86.0(4) . . . . ?
 C1 C2 C3 C4 -0.8(5) . . . . ?
 C1 C7 C8 O1 -81.6(4) . . . . ?
 C1 C7 C8 N2 98.9(3) . . . . ?
 C2 C1 C6 C5 0.7(6) . . . . ?
 C2 C1 C7 N1 -13.0(4) . . . . ?
 C2 C1 C7 C8 162.6(3) . . . . ?
 C2 C3 C4 F1 180.0(3) . . . . ?
 C2 C3 C4 C5 -1.5(6) . . . . ?
 C3 C4 C5 C6 3.3(7) . . . . ?
 C4 C5 C6 C1 -2.8(7) . . . . ?
 C6 C1 C2 C3 1.2(5) . . . . ?
 C6 C1 C7 N1 167.3(3) . . . . ?
 C6 C1 C7 C8 -17.1(4) . . . . ?
 C7 N1 C14 C13 -33.6(5) . . . . ?
 C7 N1 C14 C15 -152.0(3) . . . . ?
 C7 N1 C14 C16 90.7(4) . . . . ?
 C7 C1 C2 C3 -178.5(3) . . . . ?
 C7 C1 C6 C5 -179.6(3) . . . . ?
 C8 N2 C10 C9 58.1(4) . . . . ?
 C8 N2 C10 C11 -63.8(4) . . . . ?
 C8 N2 C10 C12 178.6(3) . . . . ?
 C10 N2 C8 O1 -0.5(5) . . . . ?
 C10 N2 C8 C7 179.0(3) . . . . ?
 C14 N1 C7 C1 178.3(3) . . . . ?
 C14 N1 C7 C8 3.3(5) . . . . ?
 F2 C30 C31 C32 179.8(4) . . . . ?
 O2 C25 C26 N4 89.4(4) . . . . ?
 O2 C25 C26 C27 -83.3(4) . . . . ?
 N3 C25 C26 N4 -93.6(4) . . . . ?
 N3 C25 C26 C27 93.7(3) . . . . ?
 N4 C26 C27 C28 -0.1(4) . . . . ?
 N4 C26 C27 C32 -175.3(3) . . . . ?
 C18 N3 C25 O2 -5.4(5) . . . . ?
 C18 N3 C25 C26 177.8(3) . . . . ?
 C22 N4 C26 C25 3.6(5) . . . . ?
 C22 N4 C26 C27 176.1(3) . . . . ?
 C25 N3 C18 C17 -179.4(3) . . . . ?
 C25 N3 C18 C19 61.8(4) . . . . ?
 C25 N3 C18 C20 -60.7(4) . . . . ?
 C25 C26 C27 C28 173.4(3) . . . . ?
 C25 C26 C27 C32 -1.8(4) . . . . ?
 C26 N4 C22 C21 -61.2(5) . . . . ?
 C26 N4 C22 C23 179.9(4) . . . . ?
 C26 N4 C22 C24 63.1(5) . . . . ?
 C26 C27 C28 C29 -176.0(3) . . . . ?
 C26 C27 C32 C31 173.8(3) . . . . ?
 C27 C28 C29 C30 1.4(6) . . . . ?
 C28 C27 C32 C31 -1.5(5) . . . . ?
 C28 C29 C30 F2 178.1(4) . . . . ?
 C28 C29 C30 C31 0.1(7) . . . . ?
 C29 C30 C31 C32 -2.2(7) . . . . ?
 C30 C31 C32 C27 2.8(6) . . . . ?
 C32 C27 C28 C29 -0.7(5) . . . . ?

_olex2_date_sample_data_collection  2023-08-11
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max  3.682
_oxdiff_exptl_absorpt_empirical_full_min  0.505
