# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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_exp_3690_auto
_database_code_depnum_ccdc_archive 'CCDC 2343326'
loop_
_audit_author_name
_audit_author_address
'Lei Wang'
;Yangzhou university
China
;
_audit_update_record             
;
2024-03-26 deposited with the CCDC.	2025-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-11-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H23 N O'
_chemical_formula_sum            'C25 H23 N O'
_chemical_formula_weight         353.44
_chemical_absolute_configuration unk
_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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.58790(10)
_cell_length_b                   15.4604(2)
_cell_length_c                   22.0681(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1906.49(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18300
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      73.2080
_cell_measurement_theta_min      3.4680
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.575
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.100a (Rigaku Oxford Diffraction, 2023)
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    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0879
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            45342
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.001
_diffrn_reflns_theta_max         67.001
_diffrn_reflns_theta_min         3.491
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -82.00 -53.00   1.00    1.00    --    0.00 -47.00-147.00   29
  2  ω    -39.00  -2.00   1.00    1.00    --    0.00 -47.00-147.00   37
  3  ω     38.00  69.00   1.00    3.00    --   92.10 -47.00-147.00   31
  4  ω     66.00 119.00   1.00    3.00    --   92.10  47.00   1.00   53
  5  ω    -46.00  22.00   1.00    1.00    --    0.00  19.00  90.00   68
  6  ω    -89.00  31.00   1.00    1.00    --    0.00 -82.00   0.00  120
  7  ω    -26.00  24.00   1.00    1.00    --    0.00  57.00-150.00   50
  8  ω     28.00  54.00   1.00    1.00    --    0.00  77.00-180.00   26
  9  ω    -27.00  38.00   1.00    1.00    --    0.00  37.00-120.00   65
 10  ω    -33.00  10.00   1.00    1.00    --    0.00  77.00-180.00   43
 11  ω     25.00  89.00   1.00    1.00    --    0.00  19.00  90.00   64
 12  ω     33.00  87.00   1.00    1.00    --    0.00  57.00-150.00   54
 13  ω     39.00  64.00   1.00    1.00    --    0.00  47.00   1.00   25
 14  ω    -26.00  53.00   1.00    1.00    --    0.00  37.00 -30.00   79
 15  ω    143.00 169.00   1.00    3.00    --   92.10  72.00 179.33   26
 16  ω     57.00  84.00   1.00    3.00    --   92.10  82.00 100.00   27
 17  ω     98.00 182.00   1.00    3.00    --   92.10  82.00 100.00   84
 18  ω     67.00 180.00   1.00    3.00    --   92.10  51.00-124.89  113
 19  ω     57.00 180.00   1.00    3.00    --   92.10  82.00  60.00  123
 20  ω     62.00  88.00   1.00    3.00    --   92.10  72.00 179.33   26
 21  ω    132.00 158.00   1.00    3.00    --   92.10  82.00-150.00   26
 22  ω     59.00  90.00   1.00    3.00    --   92.10  77.00  30.00   31
 23  ω    137.00 176.00   1.00    3.00    --   92.10  81.00  46.13   39
 24  ω     57.00 105.00   1.00    3.00    --   92.10  81.00  46.13   48
 25  ω     57.00  82.00   1.00    3.00    --   92.10  82.00 120.00   25
 26  ω    112.00 162.00   1.00    3.00    --   92.10  82.00 120.00   50
 27  ω     43.00 128.00   1.00    3.00    --   92.10 -82.00-120.00   85
 28  ω     57.00  83.00   1.00    3.00    --   92.10  82.00-180.00   26
 29  ω      5.00  97.00   1.00    3.00    --   92.10 -82.00  30.00   92
 30  ω     66.00 181.00   1.00    3.00    --   92.10  45.00-145.79  115
 31  ω     57.00  82.00   1.00    3.00    --   92.10  82.00  30.00   25
 32  ω     58.00  84.00   1.00    3.00    --   92.10  79.00-159.27   26
 33  ω     57.00  83.00   1.00    3.00    --   92.10  82.00 -60.00   26
 34  ω     57.00  93.00   1.00    3.00    --   92.10  82.00   0.00   36
 35  ω    124.00 155.00   1.00    3.00    --   92.10  61.00 -90.00   31
 36  ω      5.00 126.00   1.00    3.00    --   92.10 -82.00  60.00  121
 37  ω     66.00 123.00   1.00    3.00    --   92.10 -82.00 150.00   57
 38  ω     66.00 148.00   1.00    3.00    --   92.10  45.00  60.00   82
 39  ω    151.00 176.00   1.00    3.00    --   92.10  76.00-123.71   25
 40  ω     65.00 109.00   1.00    3.00    --   92.10  61.00 -90.00   44
 41  ω     59.00  85.00   1.00    3.00    --   92.10  82.00 -18.36   26
 42  ω    114.00 172.00   1.00    3.00    --   92.10  82.00 -18.36   58
 43  ω     66.00 131.00   1.00    3.00    --   92.10  52.00 178.00   65
 44  ω     64.00  94.00   1.00    3.00    --   92.10  61.00 150.00   30
 45  ω     52.00 128.00   1.00    3.00    --   92.10 -82.00  90.00   76
 46  ω     59.00  84.00   1.00    3.00    --   92.10  77.00 -30.00   25
 47  ω     57.00  83.00   1.00    3.00    --   92.10  82.00  90.00   26
 48  ω     59.00  84.00   1.00    3.00    --   92.10  76.00-123.71   25
 49  ω     59.00  85.00   1.00    3.00    --   92.10  77.00 -90.00   26
 50  ω     64.00 116.00   1.00    3.00    --   92.10  63.00 106.56   52
 51  ω     57.00  82.00   1.00    3.00    --   92.10  82.00 150.00   25
 52  ω     62.00 182.00   1.00    3.00    --   92.10  68.00 -80.13  120
 53  ω     59.00 180.00   1.00    3.00    --   92.10  77.00 -60.00  121
 54  ω     57.00  82.00   1.00    3.00    --   92.10  82.00 -90.00   25
 55  ω     62.00 179.00   1.00    3.00    --   92.10  68.00  -2.13  117
 56  ω     54.00  79.00   1.00    3.00    --   92.10 -82.00 -60.00   25
 57  ω     82.00 108.00   1.00    3.00    --   92.10 -82.00 -60.00   26
 58  ω     59.00  85.00   1.00    3.00    --   92.10  82.00-150.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1150274000
_diffrn_orient_matrix_UB_12      -0.0891393000
_diffrn_orient_matrix_UB_13      -0.0112321000
_diffrn_orient_matrix_UB_21      0.1957302000
_diffrn_orient_matrix_UB_22      -0.0429436000
_diffrn_orient_matrix_UB_23      0.0388512000
_diffrn_orient_matrix_UB_31      -0.1564077000
_diffrn_orient_matrix_UB_32      0.0117071000
_diffrn_orient_matrix_UB_33      0.0569128000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.704
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3255
_reflns_number_total             3411
_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 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.120
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 
;
 Flack x determined using 1316 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.12(13)
_refine_ls_extinction_coef       0.0029(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3411
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0304
_refine_ls_restrained_S_all      1.047
_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)+(0.0431P)²+0.1558P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0797
_refine_ls_wR_factor_ref         0.0813
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C006(H006), C8(H8), C2(H2), C20(H20), C7(H7), C5(H5), C24(H24), C3(H3),
 C4(H4), C21(H21), C23(H23), C22(H22)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C)
;
_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
O1 O 0.6506(2) 0.62240(8) 0.46568(6) 0.0326(3) Uani 1 1 d . . . . .
N1 N 0.6360(3) 0.62214(9) 0.52984(7) 0.0310(4) Uani 1 1 d . . . . .
C9 C 0.5717(3) 0.38477(11) 0.38760(8) 0.0273(4) Uani 1 1 d . . . . .
C1 C 0.4582(3) 0.23935(11) 0.41938(8) 0.0275(4) Uani 1 1 d . . . . .
C18 C 0.4182(3) 0.63607(10) 0.54579(8) 0.0263(4) Uani 1 1 d . . . . .
C006 C 0.4173(3) 0.32986(10) 0.41681(8) 0.0275(4) Uani 1 1 d . . . . .
H006 H 0.278970 0.353061 0.435857 0.033 Uiso 1 1 calc R U . . .
C14 C 0.5272(3) 0.47932(10) 0.38376(8) 0.0276(4) Uani 1 1 d . . . . .
C19 C 0.3513(3) 0.63804(10) 0.61002(8) 0.0289(4) Uani 1 1 d . . . . .
C6 C 0.6642(3) 0.20444(11) 0.39103(8) 0.0298(4) Uani 1 1 d . . . . .
C15 C 0.3573(3) 0.51908(10) 0.42978(8) 0.0279(4) Uani 1 1 d . . . . .
H15A H 0.369712 0.486505 0.468277 0.034 Uiso 1 1 calc R U . . .
H15B H 0.191198 0.513064 0.414783 0.034 Uiso 1 1 calc R U . . .
C12 C 0.7290(4) 0.57697(11) 0.30104(8) 0.0333(4) Uani 1 1 d . . . . .
C17 C 0.2542(3) 0.65072(10) 0.49287(8) 0.0288(4) Uani 1 1 d . . . . .
H17A H 0.219732 0.712924 0.486753 0.035 Uiso 1 1 calc R U . . .
H17B H 0.101979 0.618569 0.497322 0.035 Uiso 1 1 calc R U . . .
C13 C 0.6291(4) 0.52719(11) 0.34172(8) 0.0319(4) Uani 1 1 d . . . . .
C16 C 0.4075(3) 0.61416(11) 0.44221(8) 0.0272(4) Uani 1 1 d . . . . .
H16 H 0.387861 0.649102 0.404406 0.033 Uiso 1 1 calc R U . . .
C8 C 0.7791(4) 0.34877(12) 0.36006(9) 0.0341(4) Uani 1 1 d . . . . .
H8 H 0.889692 0.385990 0.340337 0.041 Uiso 1 1 calc R U . . .
C2 C 0.3009(4) 0.18313(11) 0.45033(9) 0.0365(4) Uani 1 1 d . . . . .
H2 H 0.163336 0.206033 0.469872 0.044 Uiso 1 1 calc R U . . .
C20 C 0.4990(4) 0.59999(12) 0.65335(9) 0.0378(5) Uani 1 1 d . . . . .
H20 H 0.644661 0.573366 0.641300 0.045 Uiso 1 1 calc R U . . .
C7 C 0.8226(4) 0.26217(12) 0.36133(9) 0.0364(4) Uani 1 1 d . . . . .
H7 H 0.961621 0.240028 0.341992 0.044 Uiso 1 1 calc R U . . .
C5 C 0.7028(4) 0.11411(12) 0.39385(9) 0.0370(4) Uani 1 1 d . . . . .
H5 H 0.839322 0.089767 0.374693 0.044 Uiso 1 1 calc R U . . .
C24 C 0.1363(4) 0.67534(12) 0.62830(9) 0.0358(4) Uani 1 1 d . . . . .
H24 H 0.031978 0.700068 0.599065 0.043 Uiso 1 1 calc R U . . .
C3 C 0.3443(4) 0.09602(12) 0.45251(10) 0.0414(5) Uani 1 1 d . . . . .
H3 H 0.237206 0.058906 0.473550 0.050 Uiso 1 1 calc R U . . .
C4 C 0.5465(4) 0.06160(12) 0.42373(10) 0.0384(5) Uani 1 1 d . . . . .
H4 H 0.574849 0.001044 0.425062 0.046 Uiso 1 1 calc R U . . .
C21 C 0.4347(5) 0.60084(15) 0.71349(10) 0.0478(5) Uani 1 1 d . . . . .
H21 H 0.536508 0.574792 0.742734 0.057 Uiso 1 1 calc R U . . .
C23 C 0.0745(4) 0.67643(14) 0.68912(10) 0.0444(5) Uani 1 1 d . . . . .
H23 H -0.070947 0.702898 0.701501 0.053 Uiso 1 1 calc R U . . .
C10 C 0.6204(4) 0.59075(13) 0.23947(9) 0.0444(5) Uani 1 1 d . . . . .
H10A H 0.737012 0.575045 0.208186 0.067 Uiso 1 1 calc R U . . .
H10B H 0.575862 0.651700 0.234828 0.067 Uiso 1 1 calc R U . . .
H10C H 0.477502 0.554487 0.235268 0.067 Uiso 1 1 calc R U . . .
C11 C 0.9604(4) 0.62345(14) 0.31331(11) 0.0462(5) Uani 1 1 d . . . . .
H11A H 0.996016 0.621165 0.356763 0.069 Uiso 1 1 calc R U . . .
H11B H 0.946044 0.683926 0.300501 0.069 Uiso 1 1 calc R U . . .
H11C H 1.090032 0.595558 0.290655 0.069 Uiso 1 1 calc R U . . .
C22 C 0.2230(5) 0.63928(14) 0.73184(9) 0.0485(6) Uani 1 1 d . . . . .
H22 H 0.180211 0.640087 0.773495 0.058 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
O1 N1 1.4181(19) . ?
O1 C16 1.459(2) . ?
N1 C18 1.285(2) . ?
C9 C006 1.372(2) . ?
C9 C14 1.485(2) . ?
C9 C8 1.422(3) . ?
C1 C006 1.419(2) . ?
C1 C6 1.417(2) . ?
C1 C2 1.412(3) . ?
C18 C19 1.466(2) . ?
C18 C17 1.502(2) . ?
C006 H006 0.9500 . ?
C14 C15 1.520(2) . ?
C14 C13 1.316(3) . ?
C19 C20 1.394(3) . ?
C19 C24 1.392(3) . ?
C6 C7 1.418(3) . ?
C6 C5 1.414(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.521(2) . ?
C12 C13 1.308(3) . ?
C12 C10 1.503(3) . ?
C12 C11 1.504(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C16 1.518(2) . ?
C16 H16 1.0000 . ?
C8 H8 0.9500 . ?
C8 C7 1.361(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.369(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.375(3) . ?
C7 H7 0.9500 . ?
C5 H5 0.9500 . ?
C5 C4 1.363(3) . ?
C24 H24 0.9500 . ?
C24 C23 1.386(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.401(3) . ?
C4 H4 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.384(3) . ?
C23 H23 0.9500 . ?
C23 C22 1.381(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C22 H22 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
N1 O1 C16 107.48(13) . . ?
C18 N1 O1 109.12(15) . . ?
C006 C9 C14 122.06(16) . . ?
C006 C9 C8 118.12(15) . . ?
C8 C9 C14 119.82(16) . . ?
C6 C1 C006 119.28(16) . . ?
C2 C1 C006 121.73(16) . . ?
C2 C1 C6 118.99(15) . . ?
N1 C18 C19 120.64(16) . . ?
N1 C18 C17 112.96(16) . . ?
C19 C18 C17 126.38(15) . . ?
C9 C006 C1 121.85(16) . . ?
C9 C006 H006 119.1 . . ?
C1 C006 H006 119.1 . . ?
C9 C14 C15 117.68(14) . . ?
C13 C14 C9 121.41(16) . . ?
C13 C14 C15 120.91(15) . . ?
C20 C19 C18 120.23(17) . . ?
C24 C19 C18 120.58(17) . . ?
C24 C19 C20 119.16(18) . . ?
C1 C6 C7 118.14(15) . . ?
C5 C6 C1 118.72(17) . . ?
C5 C6 C7 123.14(17) . . ?
C14 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
C14 C15 C16 113.34(14) . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C13 C12 C10 122.12(19) . . ?
C13 C12 C11 121.65(19) . . ?
C10 C12 C11 116.23(17) . . ?
C18 C17 H17A 111.8 . . ?
C18 C17 H17B 111.8 . . ?
C18 C17 C16 99.91(13) . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17A 111.8 . . ?
C16 C17 H17B 111.8 . . ?
C12 C13 C14 178.13(18) . . ?
O1 C16 C15 108.66(14) . . ?
O1 C16 C17 103.39(13) . . ?
O1 C16 H16 110.6 . . ?
C15 C16 H16 110.6 . . ?
C17 C16 C15 112.86(14) . . ?
C17 C16 H16 110.6 . . ?
C9 C8 H8 119.3 . . ?
C7 C8 C9 121.46(17) . . ?
C7 C8 H8 119.3 . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.82(18) . . ?
C3 C2 H2 119.6 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.2(2) . . ?
C21 C20 H20 119.9 . . ?
C6 C7 H7 119.4 . . ?
C8 C7 C6 121.14(17) . . ?
C8 C7 H7 119.4 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.78(18) . . ?
C4 C5 H5 119.6 . . ?
C19 C24 H24 120.0 . . ?
C23 C24 C19 120.1(2) . . ?
C23 C24 H24 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.01(19) . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.66(17) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.7(2) . . ?
C22 C21 H21 119.7 . . ?
C24 C23 H23 119.8 . . ?
C22 C23 C24 120.4(2) . . ?
C22 C23 H23 119.8 . . ?
C12 C10 H10A 109.5 . . ?
C12 C10 H10B 109.5 . . ?
C12 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.5(2) . . ?
C23 C22 H22 120.3 . . ?

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
O1 N1 C18 C19 179.19(13) . . . . ?
O1 N1 C18 C17 -1.85(18) . . . . ?
N1 O1 C16 C15 -94.47(15) . . . . ?
N1 O1 C16 C17 25.66(15) . . . . ?
N1 C18 C19 C20 -19.5(2) . . . . ?
N1 C18 C19 C24 162.54(16) . . . . ?
N1 C18 C17 C16 17.29(18) . . . . ?
C9 C14 C15 C16 153.19(15) . . . . ?
C9 C8 C7 C6 -0.9(3) . . . . ?
C1 C6 C7 C8 0.1(3) . . . . ?
C1 C6 C5 C4 -0.6(3) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C18 C19 C20 C21 -179.13(17) . . . . ?
C18 C19 C24 C23 179.67(17) . . . . ?
C18 C17 C16 O1 -24.68(15) . . . . ?
C18 C17 C16 C15 92.53(16) . . . . ?
C006 C9 C14 C15 20.5(2) . . . . ?
C006 C9 C14 C13 -158.91(19) . . . . ?
C006 C9 C8 C7 1.3(3) . . . . ?
C006 C1 C6 C7 0.4(3) . . . . ?
C006 C1 C6 C5 -179.92(17) . . . . ?
C006 C1 C2 C3 -179.69(19) . . . . ?
C14 C9 C006 C1 178.79(16) . . . . ?
C14 C9 C8 C7 -178.31(18) . . . . ?
C14 C15 C16 O1 -59.97(18) . . . . ?
C14 C15 C16 C17 -174.03(14) . . . . ?
C19 C18 C17 C16 -163.82(15) . . . . ?
C19 C20 C21 C22 0.1(3) . . . . ?
C19 C24 C23 C22 -1.2(3) . . . . ?
C6 C1 C006 C9 0.0(3) . . . . ?
C6 C1 C2 C3 -0.7(3) . . . . ?
C6 C5 C4 C3 -0.2(3) . . . . ?
C17 C18 C19 C20 161.64(16) . . . . ?
C17 C18 C19 C24 -16.3(2) . . . . ?
C13 C14 C15 C16 -27.4(2) . . . . ?
C16 O1 N1 C18 -15.57(17) . . . . ?
C8 C9 C006 C1 -0.8(3) . . . . ?
C8 C9 C14 C15 -159.95(16) . . . . ?
C8 C9 C14 C13 20.6(3) . . . . ?
C2 C1 C006 C9 178.96(18) . . . . ?
C2 C1 C6 C7 -178.63(18) . . . . ?
C2 C1 C6 C5 1.1(3) . . . . ?
C2 C3 C4 C5 0.6(3) . . . . ?
C20 C19 C24 C23 1.7(3) . . . . ?
C20 C21 C22 C23 0.5(3) . . . . ?
C7 C6 C5 C4 179.1(2) . . . . ?
C5 C6 C7 C8 -179.60(19) . . . . ?
C24 C19 C20 C21 -1.2(3) . . . . ?
C24 C23 C22 C21 0.0(3) . . . . ?

_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 3.864
_oxdiff_exptl_absorpt_empirical_full_min 0.332
####################################################################### 
# 
# 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_exp_4169_auto
_database_code_depnum_ccdc_archive 'CCDC 2391000'
loop_
_audit_author_name
_audit_author_address
'Lei Wang'
;Yangzhou university
China
;
_audit_update_record             
;
2024-10-15 deposited with the CCDC.	2025-01-23 downloaded from the CCDC.
;
_audit_creation_date             2024-04-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H20 F N O'
_chemical_formula_sum            'C21 H20 F N O'
_chemical_formula_weight         321.38
_chemical_absolute_configuration unk
_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'
O O 0.0492 0.0322 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.2250(4)
_cell_length_b                   7.3826(2)
_cell_length_c                   19.6985(6)
_cell_angle_alpha                90
_cell_angle_beta                 102.730(3)
_cell_angle_gamma                90
_cell_volume                     1734.13(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14677
_cell_measurement_temperature    172(5)
_cell_measurement_theta_max      73.2170
_cell_measurement_theta_min      4.5990
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.663
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58708
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.100a (Rigaku Oxford Diffraction, 2023)
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    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0710
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            35099
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.075
_diffrn_reflns_theta_max         67.075
_diffrn_reflns_theta_min         3.707
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172(5)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00 -30.00   1.00    1.00    --    0.00 -57.00 120.00   36
  2  ω    -27.00  79.00   1.00    1.00    --    0.00  37.00-120.00  106
  3  ω      0.00  87.00   1.00    1.00    --    0.00  37.00 120.00   87
  4  ω    -26.00  70.00   1.00    1.00    --    0.00  57.00 -60.00   96
  5  ω    -16.00  55.00   1.00    1.00    --    0.00  57.00   0.00   71
  6  ω     61.00  86.00   1.00    1.00    --    0.00  57.00-180.00   25
  7  ω     -3.00  22.00   1.00    1.00    --    0.00  57.00-180.00   25
  8  ω     -1.00  25.00   1.00    1.00    --    0.00 -57.00 120.00   26
  9  ω     22.00  82.00   1.00    1.00    --    0.00  57.00 150.00   60
 10  ω    -23.00   2.00   1.00    1.00    --    0.00  57.00 150.00   25
 11  ω    120.00 146.00   1.00    1.00    --   92.10  51.00 -33.28   26
 12  ω     61.00 101.00   1.00    1.00    --   92.10  71.00-115.31   40
 13  ω    157.00 182.00   1.00    1.00    --   92.10  71.00-115.31   25
 14  ω     64.00  90.00   1.00    1.00    --   92.10  64.00 -44.10   26
 15  ω     65.00 182.00   1.00    1.00    --   92.10  61.00 -18.97  117
 16  ω     66.00 110.00   1.00    1.00    --   92.10  51.00 -33.28   44
 17  ω    128.00 170.00   1.00    1.00    --   92.10  47.00  35.28   42
 18  ω     65.00  95.00   1.00    1.00    --   92.10  60.00 140.38   30
 19  ω     58.00  86.00   1.00    1.00    --   92.10  80.00-118.99   28
 20  ω    149.00 175.00   1.00    1.00    --   92.10  76.00  24.04   26
 21  ω     57.00  83.00   1.00    1.00    --   92.10  82.00   0.00   26
 22  ω     57.00  83.00   1.00    1.00    --   92.10  82.00 -90.00   26
 23  ω     34.00 128.00   1.00    1.00    --   92.10 -82.00 -30.00   94
 24  ω     47.00  73.00   1.00    1.00    --   92.10 -82.00-180.00   26
 25  ω     94.00 127.00   1.00    1.00    --   92.10 -82.00-180.00   33
 26  ω     56.00 103.00   1.00    1.00    --   92.10 -82.00 -90.00   47
 27  ω     59.00  85.00   1.00    1.00    --   92.10  77.00 -90.00   26
 28  ω    126.00 152.00   1.00    1.00    --   92.10  77.00 -90.00   26
 29  ω     63.00 127.00   1.00    1.00    --   92.10 -82.00 120.00   64
 30  ω     58.00  84.00   1.00    1.00    --   92.10  82.00-150.00   26
 31  ω    103.00 182.00   1.00    1.00    --   92.10  62.00-134.55   79
 32  ω     66.00 150.00   1.00    1.00    --   92.10  48.00 147.24   84
 33  ω    105.00 142.00   1.00    1.00    --   92.10  76.00  24.04   37
 34  ω     57.00  83.00   1.00    1.00    --   92.10  82.00 120.00   26
 35  ω    156.00 182.00   1.00    1.00    --   92.10  77.00 -30.00   26
 36  ω     59.00  85.00   1.00    1.00    --   92.10  76.00  24.04   26
 37  ω     64.00  89.00   1.00    1.00    --   92.10  62.00-134.55   25
 38  ω     57.00  82.00   1.00    1.00    --   92.10  82.00-180.00   25
 39  ω     93.00 119.00   1.00    1.00    --   92.10  82.00-180.00   26
 40  ω    131.00 157.00   1.00    1.00    --   92.10  82.00-180.00   26
 41  ω     58.00  84.00   1.00    1.00    --   92.10  82.00  60.00   26
 42  ω    111.00 181.00   1.00    1.00    --   92.10  82.00  60.00   70
 43  ω     59.00  85.00   1.00    1.00    --   92.10  77.00 -30.00   26
 44  ω    105.00 182.00   1.00    1.00    --   92.10  82.00   0.00   77
 45  ω     59.00  84.00   1.00    1.00    --   92.10  77.00 150.00   25
 46  ω    138.00 182.00   1.00    1.00    --   92.10  82.00 -90.00   44
 47  ω     57.00  83.00   1.00    1.00    --   92.10  82.00 150.00   26
 48  ω     64.00  96.00   1.00    1.00    --   92.10  67.00  92.99   32
 49  ω     57.00  86.00   1.00    1.00    --   92.10  82.00  90.00   29
 50  ω     64.00  89.00   1.00    1.00    --   92.10  61.00-120.00   25
 51  ω     57.00  82.00   1.00    1.00    --   92.10  82.00 -30.00   25
 52  ω      3.00 106.00   1.00    1.00    --   92.10 -61.00 -30.00  103
 53  ω     64.00 171.00   1.00    1.00    --   92.10  62.00 -76.35  107
 54  ω     59.00  84.00   1.00    1.00    --   92.10  77.00  90.00   25
 55  ω     57.00  82.00   1.00    1.00    --   92.10  82.00 -60.00   25
 56  ω     63.00 176.00   1.00    1.00    --   92.10  64.00 159.87  113
 57  ω     85.00 128.00   1.00    1.00    --   92.10 -82.00  30.00   43
 58  ω    113.00 177.00   1.00    1.00    --   92.10  82.00-150.00   64
 59  ω     59.00  85.00   1.00    1.00    --   92.10  77.00   0.00   26
 60  ω     61.00 100.00   1.00    1.00    --   92.10  77.00  30.00   39
 61  ω    105.00 130.00   1.00    1.00    --   92.10  77.00  30.00   25
 62  ω     59.00  86.00   1.00    1.00    --   92.10  76.00  48.34   27
 63  ω    144.00 174.00   1.00    1.00    --   92.10  64.00 -44.10   30
 64  ω     62.00 133.00   1.00    1.00    --   92.10  70.00-176.93   71
 65  ω     65.00 179.00   1.00    1.00    --   92.10  56.00  85.46  114
 66  ω     66.00 100.00   1.00    1.00    --   92.10  47.00  35.28   34
 67  ω     66.00  94.00   1.00    1.00    --   92.10  49.00-123.71   28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0177675000
_diffrn_orient_matrix_UB_12      -0.0620708000
_diffrn_orient_matrix_UB_13      0.0763253000
_diffrn_orient_matrix_UB_21      -0.0320098000
_diffrn_orient_matrix_UB_22      0.1906565000
_diffrn_orient_matrix_UB_23      0.0208593000
_diffrn_orient_matrix_UB_31      -0.1238692000
_diffrn_orient_matrix_UB_32      -0.0581009000
_diffrn_orient_matrix_UB_33      -0.0128493000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.841
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                5410
_reflns_number_total             6183
_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 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.126
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details 
;
 Flack x determined using 2203 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.11(10)
_refine_ls_extinction_coef       0.0016(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     438
_refine_ls_number_reflns         6183
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      1.086
_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)+(0.0583P)²+0.0082P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1047
_refine_ls_wR_factor_ref         0.1089
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13), C34(H34)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C14(H14A,H14B), C33(H33A,H33B), C35(H35A,H35B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C17(H17), C18(H18), C20(H20),
 C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C38(H38), C39(H39),
  C41(H41), C42(H42)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C31(H31A,H31B,H31C), C32(H32A,H32B,
 H32C)
;
_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 0.56246(16) 0.4704(3) 0.33100(8) 0.0651(5) Uani 1 1 d . . . . .
O1 O 0.32485(14) 0.4594(3) 0.65903(9) 0.0509(5) Uani 1 1 d . . . . .
N1 N 0.33508(18) 0.4583(4) 0.58909(11) 0.0451(6) Uani 1 1 d . . . . .
C1 C 0.4835(2) 0.2112(4) 0.90657(13) 0.0411(6) Uani 1 1 d . . . . .
H1 H 0.412332 0.203279 0.875343 0.049 Uiso 1 1 calc R U . . .
C2 C 0.5037(3) 0.1128(4) 0.96786(15) 0.0494(7) Uani 1 1 d . . . . .
H2 H 0.446181 0.038782 0.978525 0.059 Uiso 1 1 calc R U . . .
C3 C 0.6066(3) 0.1215(4) 1.01352(15) 0.0525(8) Uani 1 1 d . . . . .
H3 H 0.620110 0.053868 1.055583 0.063 Uiso 1 1 calc R U . . .
C4 C 0.6902(2) 0.2294(4) 0.99768(14) 0.0458(7) Uani 1 1 d . . . . .
H4 H 0.761633 0.235092 1.028687 0.055 Uiso 1 1 calc R U . . .
C5 C 0.6697(2) 0.3285(4) 0.93692(13) 0.0382(6) Uani 1 1 d . . . . .
H5 H 0.727322 0.403137 0.926653 0.046 Uiso 1 1 calc R U . . .
C6 C 0.5659(2) 0.3212(3) 0.89024(13) 0.0339(6) Uani 1 1 d . . . . .
C7 C 0.5451(2) 0.4311(4) 0.82513(12) 0.0343(6) Uani 1 1 d . . . . .
C8 C 0.6112(2) 0.5661(4) 0.81772(12) 0.0357(6) Uani 1 1 d . . . . .
C9 C 0.6763(2) 0.7003(4) 0.80952(13) 0.0375(6) Uani 1 1 d . . . . .
C10 C 0.7774(2) 0.6694(4) 0.77918(16) 0.0518(8) Uani 1 1 d . . . . .
H10A H 0.782701 0.540627 0.768353 0.078 Uiso 1 1 calc R U . . .
H10B H 0.845081 0.706733 0.812922 0.078 Uiso 1 1 calc R U . . .
H10C H 0.770163 0.740909 0.736500 0.078 Uiso 1 1 calc R U . . .
C11 C 0.6532(3) 0.8925(4) 0.82813(15) 0.0486(7) Uani 1 1 d . . . . .
H11A H 0.639775 0.967697 0.786103 0.073 Uiso 1 1 calc R U . . .
H11B H 0.718063 0.939693 0.861956 0.073 Uiso 1 1 calc R U . . .
H11C H 0.586924 0.895136 0.848425 0.073 Uiso 1 1 calc R U . . .
C12 C 0.4454(2) 0.3815(4) 0.76745(13) 0.0395(6) Uani 1 1 d . . . . .
H12A H 0.452425 0.253261 0.754353 0.047 Uiso 1 1 calc R U . . .
H12B H 0.375988 0.392947 0.785242 0.047 Uiso 1 1 calc R U . . .
C13 C 0.4347(2) 0.4979(4) 0.70356(13) 0.0400(6) Uani 1 1 d . . . . .
H13 H 0.438140 0.628343 0.717493 0.048 Uiso 1 1 calc R U . . .
C14 C 0.5171(2) 0.4641(4) 0.65720(12) 0.0386(6) Uani 1 1 d . . . . .
H14A H 0.573207 0.562396 0.661369 0.046 Uiso 1 1 calc R U . . .
H14B H 0.556075 0.346537 0.667840 0.046 Uiso 1 1 calc R U . . .
C15 C 0.4389(2) 0.4628(4) 0.58650(13) 0.0349(6) Uani 1 1 d . . . . .
C16 C 0.4717(2) 0.4637(3) 0.51963(12) 0.0347(5) Uani 1 1 d . . . . .
C17 C 0.5836(2) 0.4459(4) 0.51622(14) 0.0409(6) Uani 1 1 d . . . . .
H17 H 0.639422 0.432193 0.557863 0.049 Uiso 1 1 calc R U . . .
C18 C 0.6142(2) 0.4479(4) 0.45266(15) 0.0478(7) Uani 1 1 d . . . . .
H18 H 0.690637 0.435690 0.450269 0.057 Uiso 1 1 calc R U . . .
C19 C 0.5328(3) 0.4676(4) 0.39361(14) 0.0458(7) Uani 1 1 d . . . . .
C20 C 0.4214(2) 0.4868(4) 0.39433(14) 0.0466(7) Uani 1 1 d . . . . .
H20 H 0.366427 0.500468 0.352295 0.056 Uiso 1 1 calc R U . . .
C21 C 0.3918(2) 0.4858(4) 0.45786(13) 0.0411(6) Uani 1 1 d . . . . .
H21 H 0.315255 0.500504 0.459556 0.049 Uiso 1 1 calc R U . . .
F2 F 0.91595(18) 0.6876(3) 0.65329(9) 0.0694(6) Uani 1 1 d . . . . .
O2 O 1.17312(15) 0.7766(3) 0.33404(10) 0.0505(5) Uani 1 1 d . . . . .
N2 N 1.15993(18) 0.7591(3) 0.40306(12) 0.0445(6) Uani 1 1 d . . . . .
C22 C 1.0294(2) 0.7823(4) 0.10303(15) 0.0447(7) Uani 1 1 d . . . . .
H22 H 1.101970 0.787118 0.132781 0.054 Uiso 1 1 calc R U . . .
C23 C 1.0059(3) 0.8855(5) 0.04311(16) 0.0536(8) Uani 1 1 d . . . . .
H23 H 1.062812 0.960376 0.032116 0.064 Uiso 1 1 calc R U . . .
C24 C 0.9020(3) 0.8818(4) -0.00077(17) 0.0548(8) Uani 1 1 d . . . . .
H24 H 0.886874 0.953232 -0.041902 0.066 Uiso 1 1 calc R U . . .
C25 C 0.8191(3) 0.7726(4) 0.01557(15) 0.0486(7) Uani 1 1 d . . . . .
H25 H 0.746728 0.768928 -0.014391 0.058 Uiso 1 1 calc R U . . .
C26 C 0.8420(2) 0.6698(4) 0.07521(13) 0.0411(6) Uani 1 1 d . . . . .
H26 H 0.784442 0.596054 0.086033 0.049 Uiso 1 1 calc R U . . .
C27 C 0.9473(2) 0.6709(3) 0.12018(13) 0.0367(6) Uani 1 1 d . . . . .
C28 C 0.9700(2) 0.5576(4) 0.18428(13) 0.0364(6) Uani 1 1 d . . . . .
C29 C 0.8989(2) 0.4295(4) 0.19267(13) 0.0420(7) Uani 1 1 d . . . . .
C30 C 0.8278(2) 0.3058(4) 0.20122(14) 0.0444(7) Uani 1 1 d . . . . .
C31 C 0.8407(3) 0.1103(5) 0.18219(17) 0.0629(9) Uani 1 1 d . . . . .
H31A H 0.906679 0.097513 0.161979 0.094 Uiso 1 1 calc R U . . .
H31B H 0.773647 0.071423 0.148179 0.094 Uiso 1 1 calc R U . . .
H31C H 0.849976 0.034970 0.224028 0.094 Uiso 1 1 calc R U . . .
C32 C 0.7285(3) 0.3522(5) 0.23141(17) 0.0631(10) Uani 1 1 d . . . . .
H32A H 0.731391 0.480766 0.243987 0.095 Uiso 1 1 calc R U . . .
H32B H 0.730312 0.278467 0.273018 0.095 Uiso 1 1 calc R U . . .
H32C H 0.659188 0.327401 0.196883 0.095 Uiso 1 1 calc R U . . .
C33 C 1.0734(2) 0.5895(4) 0.24171(13) 0.0423(6) Uani 1 1 d . . . . .
H33A H 1.086572 0.481334 0.272150 0.051 Uiso 1 1 calc R U . . .
H33B H 1.139202 0.604125 0.220550 0.051 Uiso 1 1 calc R U . . .
C34 C 1.0642(2) 0.7542(4) 0.28573(14) 0.0410(6) Uani 1 1 d . . . . .
H34 H 1.046038 0.863877 0.255552 0.049 Uiso 1 1 calc R U . . .
C35 C 0.9804(2) 0.7344(5) 0.33225(13) 0.0449(7) Uani 1 1 d . . . . .
H35A H 0.926777 0.836707 0.325905 0.054 Uiso 1 1 calc R U . . .
H35B H 0.938425 0.619104 0.323234 0.054 Uiso 1 1 calc R U . . .
C36 C 1.0560(2) 0.7365(4) 0.40336(14) 0.0359(6) Uani 1 1 d . . . . .
C37 C 1.0189(2) 0.7188(4) 0.46885(13) 0.0348(6) Uani 1 1 d . . . . .
C38 C 0.9058(2) 0.7261(4) 0.46990(14) 0.0411(6) Uani 1 1 d . . . . .
H38 H 0.851724 0.738178 0.427384 0.049 Uiso 1 1 calc R U . . .
C39 C 0.8707(3) 0.7160(4) 0.53179(15) 0.0482(7) Uani 1 1 d . . . . .
H39 H 0.793221 0.721320 0.532280 0.058 Uiso 1 1 calc R U . . .
C40 C 0.9496(3) 0.6984(4) 0.59211(15) 0.0484(7) Uani 1 1 d . . . . .
C41 C 1.0622(3) 0.6890(5) 0.59359(14) 0.0529(8) Uani 1 1 d . . . . .
H41 H 1.115397 0.676359 0.636460 0.064 Uiso 1 1 calc R U . . .
C42 C 1.0964(3) 0.6982(4) 0.53181(14) 0.0456(7) Uani 1 1 d . . . . .
H42 H 1.174059 0.690323 0.531987 0.055 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 C19 1.360(3) . ?
O1 N1 1.411(3) . ?
O1 C13 1.461(3) . ?
N1 C15 1.282(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.384(4) . ?
C1 C6 1.386(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.377(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.378(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.395(4) . ?
C6 C7 1.491(3) . ?
C7 C8 1.311(4) . ?
C7 C12 1.517(3) . ?
C8 C9 1.303(4) . ?
C9 C10 1.504(4) . ?
C9 C11 1.508(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.506(4) . ?
C13 H13 1.0000 . ?
C13 C14 1.521(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.506(3) . ?
C15 C16 1.459(3) . ?
C16 C17 1.390(3) . ?
C16 C21 1.392(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.384(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.362(4) . ?
C19 C20 1.373(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.377(4) . ?
C21 H21 0.9500 . ?
F2 C40 1.359(3) . ?
O2 N2 1.410(3) . ?
O2 C34 1.466(3) . ?
N2 C36 1.283(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.381(4) . ?
C22 C27 1.395(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.371(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.387(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.375(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.393(4) . ?
C27 C28 1.489(4) . ?
C28 C29 1.319(4) . ?
C28 C33 1.518(4) . ?
C29 C30 1.297(4) . ?
C30 C31 1.508(5) . ?
C30 C32 1.504(4) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.512(4) . ?
C34 H34 1.0000 . ?
C34 C35 1.524(3) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.498(3) . ?
C36 C37 1.465(4) . ?
C37 C38 1.388(4) . ?
C37 C42 1.393(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.381(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.362(4) . ?
C40 C41 1.373(4) . ?
C41 H41 0.9500 . ?
C41 C42 1.373(4) . ?
C42 H42 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
N1 O1 C13 108.66(18) . . ?
C15 N1 O1 109.9(2) . . ?
C2 C1 H1 119.6 . . ?
C2 C1 C6 120.7(3) . . ?
C6 C1 H1 119.6 . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.5(3) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.5(3) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.1(3) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C5 118.2(2) . . ?
C1 C6 C7 121.6(2) . . ?
C5 C6 C7 120.3(2) . . ?
C6 C7 C12 118.0(2) . . ?
C8 C7 C6 121.1(2) . . ?
C8 C7 C12 120.9(2) . . ?
C9 C8 C7 179.3(3) . . ?
C8 C9 C10 120.8(3) . . ?
C8 C9 C11 122.2(3) . . ?
C10 C9 C11 116.9(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C12 H12A 108.9 . . ?
C7 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 C7 113.3(2) . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
O1 C13 C12 106.8(2) . . ?
O1 C13 H13 109.2 . . ?
O1 C13 C14 104.48(19) . . ?
C12 C13 H13 109.2 . . ?
C12 C13 C14 117.5(2) . . ?
C14 C13 H13 109.2 . . ?
C13 C14 H14A 111.6 . . ?
C13 C14 H14B 111.6 . . ?
H14A C14 H14B 109.4 . . ?
C15 C14 C13 100.79(19) . . ?
C15 C14 H14A 111.6 . . ?
C15 C14 H14B 111.6 . . ?
N1 C15 C14 113.3(2) . . ?
N1 C15 C16 120.5(2) . . ?
C16 C15 C14 126.2(2) . . ?
C17 C16 C15 120.8(2) . . ?
C17 C16 C21 118.5(2) . . ?
C21 C16 C15 120.6(2) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.6 . . ?
C19 C18 C17 118.8(3) . . ?
C19 C18 H18 120.6 . . ?
F1 C19 C18 119.1(3) . . ?
F1 C19 C20 118.1(3) . . ?
C18 C19 C20 122.8(3) . . ?
C19 C20 H20 121.0 . . ?
C19 C20 C21 118.0(3) . . ?
C21 C20 H20 121.0 . . ?
C16 C21 H21 119.3 . . ?
C20 C21 C16 121.4(3) . . ?
C20 C21 H21 119.3 . . ?
N2 O2 C34 109.57(18) . . ?
C36 N2 O2 109.9(2) . . ?
C23 C22 H22 119.8 . . ?
C23 C22 C27 120.5(3) . . ?
C27 C22 H22 119.8 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.2(3) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 120.4 . . ?
C23 C24 C25 119.2(3) . . ?
C25 C24 H24 120.4 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.9(3) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 119.2 . . ?
C25 C26 C27 121.7(3) . . ?
C27 C26 H26 119.2 . . ?
C22 C27 C28 121.8(2) . . ?
C26 C27 C22 117.6(3) . . ?
C26 C27 C28 120.6(2) . . ?
C27 C28 C33 120.9(2) . . ?
C29 C28 C27 120.3(2) . . ?
C29 C28 C33 118.8(2) . . ?
C30 C29 C28 178.9(3) . . ?
C29 C30 C31 122.2(3) . . ?
C29 C30 C32 120.9(3) . . ?
C32 C30 C31 116.9(3) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C28 C33 H33A 108.9 . . ?
C28 C33 H33B 108.9 . . ?
H33A C33 H33B 107.7 . . ?
C34 C33 C28 113.4(2) . . ?
C34 C33 H33A 108.9 . . ?
C34 C33 H33B 108.9 . . ?
O2 C34 C33 106.9(2) . . ?
O2 C34 H34 110.2 . . ?
O2 C34 C35 104.8(2) . . ?
C33 C34 H34 110.2 . . ?
C33 C34 C35 114.4(2) . . ?
C35 C34 H34 110.2 . . ?
C34 C35 H35A 111.4 . . ?
C34 C35 H35B 111.4 . . ?
H35A C35 H35B 109.3 . . ?
C36 C35 C34 101.8(2) . . ?
C36 C35 H35A 111.4 . . ?
C36 C35 H35B 111.4 . . ?
N2 C36 C35 113.8(2) . . ?
N2 C36 C37 121.0(2) . . ?
C37 C36 C35 125.2(2) . . ?
C38 C37 C36 120.8(2) . . ?
C38 C37 C42 118.4(3) . . ?
C42 C37 C36 120.8(2) . . ?
C37 C38 H38 119.5 . . ?
C39 C38 C37 121.0(3) . . ?
C39 C38 H38 119.5 . . ?
C38 C39 H39 120.7 . . ?
C40 C39 C38 118.5(3) . . ?
C40 C39 H39 120.7 . . ?
F2 C40 C39 119.0(3) . . ?
F2 C40 C41 118.5(3) . . ?
C39 C40 C41 122.5(3) . . ?
C40 C41 H41 120.7 . . ?
C40 C41 C42 118.6(3) . . ?
C42 C41 H41 120.7 . . ?
C37 C42 H42 119.5 . . ?
C41 C42 C37 120.9(3) . . ?
C41 C42 H42 119.5 . . ?

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 C19 C20 C21 -179.4(3) . . . . ?
O1 N1 C15 C14 1.2(3) . . . . ?
O1 N1 C15 C16 -179.7(2) . . . . ?
O1 C13 C14 C15 15.7(3) . . . . ?
N1 O1 C13 C12 -141.6(2) . . . . ?
N1 O1 C13 C14 -16.4(3) . . . . ?
N1 C15 C16 C17 -171.9(3) . . . . ?
N1 C15 C16 C21 9.3(4) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C1 C6 C7 C8 163.1(3) . . . . ?
C1 C6 C7 C12 -17.2(4) . . . . ?
C2 C1 C6 C5 0.6(4) . . . . ?
C2 C1 C6 C7 -178.8(3) . . . . ?
C2 C3 C4 C5 0.6(5) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C4 C5 C6 C1 0.0(4) . . . . ?
C4 C5 C6 C7 179.4(2) . . . . ?
C5 C6 C7 C8 -16.2(4) . . . . ?
C5 C6 C7 C12 163.5(2) . . . . ?
C6 C1 C2 C3 -0.5(5) . . . . ?
C6 C7 C12 C13 -178.3(2) . . . . ?
C7 C12 C13 O1 -169.0(2) . . . . ?
C7 C12 C13 C14 74.2(3) . . . . ?
C8 C7 C12 C13 1.5(4) . . . . ?
C12 C13 C14 C15 133.9(2) . . . . ?
C13 O1 N1 C15 10.0(3) . . . . ?
C13 C14 C15 N1 -11.0(3) . . . . ?
C13 C14 C15 C16 169.9(2) . . . . ?
C14 C15 C16 C17 7.1(4) . . . . ?
C14 C15 C16 C21 -171.7(3) . . . . ?
C15 C16 C17 C18 -179.6(3) . . . . ?
C15 C16 C21 C20 -180.0(3) . . . . ?
C16 C17 C18 C19 0.0(4) . . . . ?
C17 C16 C21 C20 1.2(4) . . . . ?
C17 C18 C19 F1 179.7(3) . . . . ?
C17 C18 C19 C20 0.4(5) . . . . ?
C18 C19 C20 C21 0.0(5) . . . . ?
C19 C20 C21 C16 -0.8(4) . . . . ?
C21 C16 C17 C18 -0.8(4) . . . . ?
F2 C40 C41 C42 179.4(3) . . . . ?
O2 N2 C36 C35 0.2(3) . . . . ?
O2 N2 C36 C37 -178.6(2) . . . . ?
O2 C34 C35 C36 -3.5(3) . . . . ?
N2 O2 C34 C33 -117.8(2) . . . . ?
N2 O2 C34 C35 3.9(3) . . . . ?
N2 C36 C37 C38 168.7(3) . . . . ?
N2 C36 C37 C42 -9.9(4) . . . . ?
C22 C23 C24 C25 0.1(5) . . . . ?
C22 C27 C28 C29 -167.3(3) . . . . ?
C22 C27 C28 C33 14.1(4) . . . . ?
C23 C22 C27 C26 -0.6(4) . . . . ?
C23 C22 C27 C28 179.8(3) . . . . ?
C23 C24 C25 C26 0.0(5) . . . . ?
C24 C25 C26 C27 -0.4(4) . . . . ?
C25 C26 C27 C22 0.7(4) . . . . ?
C25 C26 C27 C28 -179.7(2) . . . . ?
C26 C27 C28 C29 13.2(4) . . . . ?
C26 C27 C28 C33 -165.5(2) . . . . ?
C27 C22 C23 C24 0.2(5) . . . . ?
C27 C28 C33 C34 75.8(3) . . . . ?
C28 C33 C34 O2 -174.8(2) . . . . ?
C28 C33 C34 C35 69.7(3) . . . . ?
C29 C28 C33 C34 -102.9(3) . . . . ?
C33 C34 C35 C36 113.2(3) . . . . ?
C34 O2 N2 C36 -2.7(3) . . . . ?
C34 C35 C36 N2 2.2(3) . . . . ?
C34 C35 C36 C37 -179.1(2) . . . . ?
C35 C36 C37 C38 -10.0(4) . . . . ?
C35 C36 C37 C42 171.4(3) . . . . ?
C36 C37 C38 C39 -177.6(3) . . . . ?
C36 C37 C42 C41 177.3(3) . . . . ?
C37 C38 C39 C40 -0.1(5) . . . . ?
C38 C37 C42 C41 -1.3(4) . . . . ?
C38 C39 C40 F2 -179.7(3) . . . . ?
C38 C39 C40 C41 -0.5(5) . . . . ?
C39 C40 C41 C42 0.2(5) . . . . ?
C40 C41 C42 C37 0.8(5) . . . . ?
C42 C37 C38 C39 1.0(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 2.953
_oxdiff_exptl_absorpt_empirical_full_min 0.506
