# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_20210507_lxt-1-139
_database_code_depnum_ccdc_archive 'CCDC 2234947'
loop_
_audit_author_name
_audit_author_address
'Chun-Jiang Wang'
;Wuhan University
China
;
_audit_update_record             
;
2023-01-07 deposited with the CCDC.	2023-04-25 downloaded from the CCDC.
;
_audit_creation_date             2021-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H25 N O2'
_chemical_formula_sum            'C26 H25 N O2'
_chemical_formula_weight         383.47
_chemical_absolute_configuration ad
_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                   6.79993(4)
_cell_length_b                   15.89690(8)
_cell_length_c                   18.74294(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2026.072(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    34084
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.6000
_cell_measurement_theta_min      3.6390
_shelx_estimated_absorpt_T_max   0.929
_shelx_estimated_absorpt_T_min   0.747
_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50709
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             816
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0814
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            45070
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.862
_diffrn_reflns_theta_min         3.646
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00  31.00   0.50    0.50    --    0.00 -82.00   0.00  118
  2  ω     14.00  61.00   0.50    0.50    --   32.00 -78.00  61.74   94
  3  ω    -39.00  10.00   0.50    0.50    --   32.00 -78.00  61.74   98
  4  ω     17.00  57.00   0.50    0.50    --   44.00  71.00  29.81   80
  5  ω     90.00 131.00   0.50    0.50    --   44.00  71.00  29.81   82
  6  ω     91.00 117.00   0.50    0.50    --   48.00  72.00  90.13   52
  7  ω     88.00 134.00   0.50    0.50    --   48.00  72.00-105.06   92
  8  ω     21.00  46.00   0.50    0.50    --   48.00  72.00  90.13   50
  9  ω     21.00  54.00   0.50    0.50    --   48.00  72.00-105.06   66
 10  ω     30.00  65.00   0.50    0.50    --   56.00  71.00 -79.13   70
 11  ω     29.00  78.00   0.50    0.50    --   56.00  71.00 164.95   98
 12  ω    119.00 145.00   0.50    0.50    --   56.00  71.00 -79.13   52
 13  ω    101.00 126.00   0.50    0.50    --   56.00  75.00 110.95   50
 14  ω     32.00  57.00   0.50    0.50    --   56.00  75.00 110.95   50
 15  ω     33.00  86.00   0.50    0.50    --   60.00  73.00-178.61  106
 16  ω     99.00 149.00   0.50    0.50    --   60.00  75.00  -9.95  100
 17  ω     33.00  59.00   0.50    0.50    --   60.00  75.00  -9.95   52
 18  ω     40.00  66.00   0.50    0.50    --   68.00  75.00  -1.84   52
 19  ω     40.00  65.00   0.50    0.50    --   68.00  75.00  45.97   50
 20  ω     41.00  66.00   0.50    0.50    --   68.00  73.00 -35.67   50
 21  ω     44.00  82.00   0.50    0.50    --   72.00  74.00  84.39   76
 22  ω     44.00  70.00   0.50    0.50    --   72.00  74.00 -75.64   52
 23  ω     44.00  94.00   0.50    0.50    --   72.00  75.00-110.02  100
 24  ω     44.00  73.00   0.50    0.50    --   72.00  75.00-150.28   58
 25  ω     44.00  69.00   0.50    0.50    --   72.00  74.00  56.23   50
 26  ω     45.00  74.00   0.50    0.50    --   72.00  71.00 132.75   58
 27  ω     57.00  83.00   0.50    0.50    --   80.00  62.00 -46.44   52
 28  ω    134.00 173.00   0.50    0.50    --   84.00  68.00   9.99   78
 29  ω     59.00 127.00   0.50    0.50    --   84.00  68.00   9.99  136
 30  ω     60.00 170.00   0.50    0.50    --   88.00  75.00-129.12  220
 31  ω     64.00 174.00   0.50    0.50    --   88.00  63.00 159.71  220
 32  ω     71.00 150.00   0.50    0.50    --   94.60  63.00 -15.38  158
 33  ω      6.00 121.00   0.50    0.50    --   94.60 -82.00 -90.00  230
 34  ω     52.00  81.00   0.50    0.50    --   94.60 -77.00  90.00   58
 35  ω     87.00 177.00   0.50    0.50    --   94.60  82.00  90.00  180
 36  ω     59.00 112.00   0.50    0.50    --   94.60 -61.00 150.00  106
 37  ω      9.00  54.00   0.50    0.50    --   94.60 -61.00 150.00   90
 38  ω     75.00 151.00   0.50    0.50    --   94.60  45.00 -60.00  152
 39  ω     68.00  98.00   0.50    0.50    --   94.60 -61.00 -30.00   60
 40  ω     71.00 104.00   0.50    0.50    --   94.60  61.00 -30.00   66
 41  ω     67.00 144.00   0.50    0.50    --   94.60  72.00  29.84  154
 42  ω     71.00 105.00   0.50    0.50    --   94.60  61.00-150.00   68
 43  ω      8.00 115.00   0.50    0.50    --   94.60 -61.00 -90.00  214
 44  ω    123.00 183.00   0.50    0.50    --   94.60  61.00 -30.00  120
 45  ω     62.00 100.00   0.50    0.50    --   94.60 -82.00 150.00   76
 46  ω     79.00 144.00   0.50    0.50    --   94.60  61.00  60.00  130
 47  ω      7.00  59.00   0.50    0.50    --   94.60 -82.00 150.00  104
 48  ω     70.00 117.00   0.50    0.50    --   94.60  65.00 -49.68   94
 49  ω    139.00 184.00   0.50    0.50    --   94.60  82.00-150.00   90
 50  ω     64.00 118.00   0.50    0.50    --   94.60 -82.00  30.00  108
 51  ω     87.00 136.00   0.50    0.50    --   94.60  82.00-150.00   98
 52  ω     68.00 180.00   0.50    0.50    --   94.60  73.00 110.57  224
 53  ω     71.00  96.00   0.50    0.50    --   94.60  61.00  90.00   50
 54  ω     69.00 183.00   0.50    0.50    --   94.60  66.00 169.27  228
;
_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      -0.0189634000
_diffrn_orient_matrix_UB_12      0.0898756000
_diffrn_orient_matrix_UB_13      0.0300323000
_diffrn_orient_matrix_UB_21      0.0242167000
_diffrn_orient_matrix_UB_22      0.0361499000
_diffrn_orient_matrix_UB_23      -0.0757439000
_diffrn_orient_matrix_UB_31      -0.2244086000
_diffrn_orient_matrix_UB_32      -0.0037042000
_diffrn_orient_matrix_UB_33      -0.0107206000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.722
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                3968
_reflns_number_total             4050
_reflns_odcompleteness_completeness 99.81
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.153
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
;
 Flack x determined using 1663 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.09(6)
_refine_ls_extinction_coef       0.0039(4)
_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   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4050
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0306
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0461P)²+0.3903P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0817
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00N(H00P), C007(H007)
2.b Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00C(H00C), C00F(H00F), C00G(H00G), C00I(H00K), C00M(H00O),
 C00P(H00Q), C00Q(H00R), C00R(H00S), C00S(H00T), C00T(H00U), C006(H006),
 C008(H008)
2.c Idealised Me refined as rotating group:
 C00E(H00B,H00D,H00E), C00H(H00H,H00I,H00J), C00L(H00L,H00M,H00N)
;
_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
O001 O 0.37074(19) 0.62764(7) 0.48692(6) 0.0228(3) Uani 1 1 d . . . . .
O002 O 0.21281(18) 0.65387(8) 0.58990(6) 0.0216(3) Uani 1 1 d . . . . .
N003 N 0.5728(2) 0.49435(9) 0.54760(7) 0.0182(3) Uani 1 1 d . . . . .
H003 H 0.508(3) 0.4646(13) 0.5136(11) 0.024(5) Uiso 1 1 d . . . . .
C00A C 0.9131(3) 0.48447(11) 0.76518(9) 0.0222(4) Uani 1 1 d . . . . .
H00A H 1.024762 0.493050 0.792899 0.027 Uiso 1 1 calc R . . . .
C00B C 0.9703(3) 0.33644(10) 0.59197(9) 0.0183(3) Uani 1 1 d . . . . .
C00C C 1.1275(3) 0.42409(11) 0.47453(9) 0.0217(4) Uani 1 1 d . . . . .
H00C H 1.178997 0.454026 0.436212 0.026 Uiso 1 1 calc R . . . .
C00D C 0.6012(3) 0.44033(10) 0.73157(9) 0.0192(3) Uani 1 1 d . . . . .
C00E C 0.1207(3) 0.72635(10) 0.55755(9) 0.0216(4) Uani 1 1 d . . . . .
H00B H 0.030689 0.708138 0.521254 0.032 Uiso 1 1 calc GR . . . .
H00D H 0.219753 0.761596 0.536590 0.032 Uiso 1 1 calc GR . . . .
H00E H 0.050604 0.757474 0.593314 0.032 Uiso 1 1 calc GR . . . .
C00F C 0.8982(3) 0.28900(11) 0.65081(9) 0.0222(4) Uani 1 1 d . . . . .
H00F H 0.786459 0.307274 0.674867 0.027 Uiso 1 1 calc R . . . .
C00G C 0.4217(3) 0.40010(11) 0.73836(10) 0.0240(4) Uani 1 1 d . . . . .
H00G H 0.336208 0.396077 0.699779 0.029 Uiso 1 1 calc R . . . .
C00H C 0.7053(3) 0.64159(11) 0.62483(9) 0.0225(4) Uani 1 1 d . . . . .
H00H H 0.790586 0.659965 0.662567 0.034 Uiso 1 1 calc GR . . . .
H00I H 0.628454 0.688281 0.608171 0.034 Uiso 1 1 calc GR . . . .
H00J H 0.782857 0.619766 0.586242 0.034 Uiso 1 1 calc GR . . . .
C00I C 1.2200(3) 0.35276(11) 0.49789(9) 0.0219(4) Uani 1 1 d . . . . .
H00K H 1.332648 0.333786 0.474777 0.026 Uiso 1 1 calc R . . . .
C00J C 0.6887(2) 0.48861(10) 0.66896(9) 0.0169(3) Uani 1 1 d . . . . .
C00K C 1.1446(3) 0.30758(10) 0.55735(9) 0.0199(4) Uani 1 1 d . . . . .
C00L C 0.4559(3) 0.60651(11) 0.71741(9) 0.0228(4) Uani 1 1 d . . . . .
H00L H 0.542871 0.609712 0.757661 0.034 Uiso 1 1 calc GR . . . .
H00M H 0.348453 0.569530 0.728351 0.034 Uiso 1 1 calc GR . . . .
H00N H 0.405911 0.661574 0.706750 0.034 Uiso 1 1 calc GR . . . .
C00M C 1.2367(3) 0.23262(12) 0.58152(10) 0.0253(4) Uani 1 1 d . . . . .
H00O H 1.350448 0.213688 0.559107 0.030 Uiso 1 1 calc R . . . .
C00N C 0.4356(2) 0.54129(10) 0.59094(9) 0.0165(3) Uani 1 1 d . . . . .
H00P H 0.334573 0.503336 0.609718 0.020 Uiso 1 1 calc R . . . .
C00O C 0.5682(2) 0.57261(10) 0.65280(8) 0.0169(3) Uani 1 1 d . . . . .
C00P C 0.9906(3) 0.21679(12) 0.67263(10) 0.0275(4) Uani 1 1 d . . . . .
H00Q H 0.940856 0.186575 0.711087 0.033 Uiso 1 1 calc R . . . .
C00Q C 1.1605(3) 0.18808(12) 0.63721(10) 0.0287(4) Uani 1 1 d . . . . .
H00R H 1.220873 0.138522 0.651857 0.034 Uiso 1 1 calc R . . . .
C00R C 0.6832(3) 0.40842(12) 0.85488(10) 0.0293(4) Uani 1 1 d . . . . .
H00S H 0.770202 0.410513 0.893108 0.035 Uiso 1 1 calc R . . . .
C00S C 0.3716(3) 0.36552(12) 0.80481(11) 0.0311(4) Uani 1 1 d . . . . .
H00T H 0.251024 0.338768 0.810546 0.037 Uiso 1 1 calc R . . . .
C00T C 0.5003(4) 0.37087(13) 0.86198(10) 0.0342(5) Uani 1 1 d . . . . .
H00U H 0.463244 0.348838 0.905933 0.041 Uiso 1 1 calc R . . . .
C004 C 0.8737(2) 0.41011(10) 0.56511(8) 0.0168(3) Uani 1 1 d . . . . .
C005 C 0.3393(2) 0.61134(10) 0.54869(9) 0.0175(3) Uani 1 1 d . . . . .
C006 C 0.9542(3) 0.45243(10) 0.50832(9) 0.0194(4) Uani 1 1 d . . . . .
H006 H 0.893098 0.500954 0.491704 0.023 Uiso 1 1 calc R . . . .
C007 C 0.6780(2) 0.43795(10) 0.59646(8) 0.0166(3) Uani 1 1 d . . . . .
H007 H 0.596745 0.387839 0.604142 0.020 Uiso 1 1 calc R . . . .
C008 C 0.8923(3) 0.50833(10) 0.69705(9) 0.0195(3) Uani 1 1 d . . . . .
H008 H 0.990821 0.533861 0.670290 0.023 Uiso 1 1 calc R . . . .
C009 C 0.7332(3) 0.44287(11) 0.78921(9) 0.0224(4) 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
O001 C005 1.206(2) . ?
O002 C00E 1.445(2) . ?
O002 C005 1.339(2) . ?
N003 H003 0.91(2) . ?
N003 C00N 1.444(2) . ?
N003 C007 1.468(2) . ?
C00A H00A 0.9300 . ?
C00A C008 1.340(2) . ?
C00A C009 1.462(3) . ?
C00B C00F 1.423(2) . ?
C00B C00K 1.427(2) . ?
C00B C004 1.434(2) . ?
C00C H00C 0.9300 . ?
C00C C00I 1.369(3) . ?
C00C C006 1.411(2) . ?
C00D C00G 1.384(3) . ?
C00D C00J 1.523(2) . ?
C00D C009 1.405(2) . ?
C00E H00B 0.9600 . ?
C00E H00D 0.9600 . ?
C00E H00E 0.9600 . ?
C00F H00F 0.9300 . ?
C00F C00P 1.371(2) . ?
C00G H00G 0.9300 . ?
C00G C00S 1.403(2) . ?
C00H H00H 0.9600 . ?
C00H H00I 0.9600 . ?
C00H H00J 0.9600 . ?
C00H C00O 1.532(2) . ?
C00I H00K 0.9300 . ?
C00I C00K 1.422(2) . ?
C00J C00O 1.596(2) . ?
C00J C007 1.581(2) . ?
C00J C008 1.514(2) . ?
C00K C00M 1.420(2) . ?
C00L H00L 0.9600 . ?
C00L H00M 0.9600 . ?
C00L H00N 0.9600 . ?
C00L C00O 1.530(2) . ?
C00M H00O 0.9300 . ?
C00M C00Q 1.364(3) . ?
C00N H00P 0.9800 . ?
C00N C00O 1.551(2) . ?
C00N C005 1.515(2) . ?
C00P H00Q 0.9300 . ?
C00P C00Q 1.408(3) . ?
C00Q H00R 0.9300 . ?
C00R H00S 0.9300 . ?
C00R C00T 1.386(3) . ?
C00R C009 1.390(2) . ?
C00S H00T 0.9300 . ?
C00S C00T 1.386(3) . ?
C00T H00U 0.9300 . ?
C004 C006 1.373(2) . ?
C004 C007 1.521(2) . ?
C006 H006 0.9300 . ?
C007 H007 0.9800 . ?
C008 H008 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C005 O002 C00E 116.03(13) . . ?
C00N N003 H003 110.4(14) . . ?
C00N N003 C007 106.22(12) . . ?
C007 N003 H003 110.9(13) . . ?
C008 C00A H00A 125.3 . . ?
C008 C00A C009 109.48(16) . . ?
C009 C00A H00A 125.3 . . ?
C00F C00B C00K 117.91(15) . . ?
C00F C00B C004 123.18(16) . . ?
C00K C00B C004 118.90(15) . . ?
C00I C00C H00C 119.8 . . ?
C00I C00C C006 120.31(16) . . ?
C006 C00C H00C 119.8 . . ?
C00G C00D C00J 130.40(16) . . ?
C00G C00D C009 120.41(16) . . ?
C009 C00D C00J 109.16(15) . . ?
O002 C00E H00B 109.5 . . ?
O002 C00E H00D 109.5 . . ?
O002 C00E H00E 109.5 . . ?
H00B C00E H00D 109.5 . . ?
H00B C00E H00E 109.5 . . ?
H00D C00E H00E 109.5 . . ?
C00B C00F H00F 119.4 . . ?
C00P C00F C00B 121.12(17) . . ?
C00P C00F H00F 119.4 . . ?
C00D C00G H00G 120.8 . . ?
C00D C00G C00S 118.46(18) . . ?
C00S C00G H00G 120.8 . . ?
H00H C00H H00I 109.5 . . ?
H00H C00H H00J 109.5 . . ?
H00I C00H H00J 109.5 . . ?
C00O C00H H00H 109.5 . . ?
C00O C00H H00I 109.5 . . ?
C00O C00H H00J 109.5 . . ?
C00C C00I H00K 119.9 . . ?
C00C C00I C00K 120.23(16) . . ?
C00K C00I H00K 119.9 . . ?
C00D C00J C00O 111.56(13) . . ?
C00D C00J C007 112.80(13) . . ?
C007 C00J C00O 103.86(12) . . ?
C008 C00J C00D 101.16(14) . . ?
C008 C00J C00O 111.24(13) . . ?
C008 C00J C007 116.50(14) . . ?
C00I C00K C00B 119.58(15) . . ?
C00M C00K C00B 119.40(16) . . ?
C00M C00K C00I 120.99(17) . . ?
H00L C00L H00M 109.5 . . ?
H00L C00L H00N 109.5 . . ?
H00M C00L H00N 109.5 . . ?
C00O C00L H00L 109.5 . . ?
C00O C00L H00M 109.5 . . ?
C00O C00L H00N 109.5 . . ?
C00K C00M H00O 119.6 . . ?
C00Q C00M C00K 120.79(18) . . ?
C00Q C00M H00O 119.6 . . ?
N003 C00N H00P 109.7 . . ?
N003 C00N C00O 102.18(13) . . ?
N003 C00N C005 111.41(13) . . ?
C00O C00N H00P 109.7 . . ?
C005 C00N H00P 109.7 . . ?
C005 C00N C00O 113.97(13) . . ?
C00H C00O C00J 110.58(13) . . ?
C00H C00O C00N 109.13(13) . . ?
C00L C00O C00H 108.81(14) . . ?
C00L C00O C00J 113.63(13) . . ?
C00L C00O C00N 114.51(14) . . ?
C00N C00O C00J 99.89(12) . . ?
C00F C00P H00Q 119.8 . . ?
C00F C00P C00Q 120.45(17) . . ?
C00Q C00P H00Q 119.8 . . ?
C00M C00Q C00P 120.30(17) . . ?
C00M C00Q H00R 119.8 . . ?
C00P C00Q H00R 119.8 . . ?
C00T C00R H00S 120.8 . . ?
C00T C00R C009 118.35(19) . . ?
C009 C00R H00S 120.8 . . ?
C00G C00S H00T 119.7 . . ?
C00T C00S C00G 120.59(19) . . ?
C00T C00S H00T 119.7 . . ?
C00R C00T C00S 121.25(17) . . ?
C00R C00T H00U 119.4 . . ?
C00S C00T H00U 119.4 . . ?
C00B C004 C007 120.18(14) . . ?
C006 C004 C00B 119.33(15) . . ?
C006 C004 C007 120.40(15) . . ?
O001 C005 O002 124.01(15) . . ?
O001 C005 C00N 125.66(16) . . ?
O002 C005 C00N 110.32(13) . . ?
C00C C006 H006 119.2 . . ?
C004 C006 C00C 121.62(16) . . ?
C004 C006 H006 119.2 . . ?
N003 C007 C00J 104.32(12) . . ?
N003 C007 C004 111.30(13) . . ?
N003 C007 H007 108.3 . . ?
C00J C007 H007 108.3 . . ?
C004 C007 C00J 116.11(13) . . ?
C004 C007 H007 108.3 . . ?
C00A C008 C00J 111.68(16) . . ?
C00A C008 H008 124.2 . . ?
C00J C008 H008 124.2 . . ?
C00D C009 C00A 108.11(15) . . ?
C00R C009 C00A 131.03(18) . . ?
C00R C009 C00D 120.86(18) . . ?


_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 2.456
_oxdiff_exptl_absorpt_empirical_full_min 0.454
####################################################################### 
# 
# 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_20230412-lxt_1_auto
_database_code_depnum_ccdc_archive 'CCDC 2256257'
loop_
_audit_author_name
_audit_author_address
'Chun-Jiang Wang'
;Wuhan University
China
;
_audit_update_record             
;
2023-04-13 deposited with the CCDC.	2023-04-25 downloaded from the CCDC.
;
_audit_creation_date             2023-04-12
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C31 H24 F3 N O2)'
_chemical_formula_sum            'C62 H48 F6 N2 O4'
_chemical_formula_weight         999.02
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHONF
_chemical_oxdiff_usercomment     CHO
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      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                   10.7640(4)
_cell_length_b                   15.5751(5)
_cell_length_c                   29.2364(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4901.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17725
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.1620
_cell_measurement_theta_min      2.9920
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.829
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75696
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (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    1.354
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2080
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            34555
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.062
_diffrn_reflns_theta_min         3.023
_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_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -118.00 -85.00   0.50    0.30    --  -76.64 -15.00 -30.00   66
  2  ω   -113.00 -66.00   0.50    0.30    --  -71.53 -15.00  60.00   94
  3  ω   -122.00 -78.00   0.50    0.30    --  -81.66 -15.00  60.00   88
  4  ω   -104.00 -73.00   0.50    0.30    --  -81.66 -15.00  90.00   62
  5  ω    -95.00 -54.00   0.50    0.30    --  -63.55 -15.00 150.00   82
  6  ω    -86.00 -50.00   0.50    0.30    --  -63.55 -11.00-178.00   72
  7  ω    -85.00 -41.00   0.50    0.30    --  -81.66 131.00-158.00   88
  8  ω    -64.00 -38.00   0.50    0.30    --  -63.55 125.00 -90.00   52
  9  ω   -100.00 -50.00   0.50    0.30    --  -81.66 125.00   0.00  100
 10  ω   -100.00 -73.00   0.50    0.30    --  -81.66 125.00  30.00   54
 11  ω   -100.00 -75.00   0.50    0.30    --  -81.66 125.00  60.00   50
 12  ω   -100.00 -44.00   0.50    0.30    --  -81.66 125.00  90.00  112
 13  ω    -93.00 -68.00   0.50    0.30    --  -81.66 117.00 118.00   50
 14  ω     37.00  99.00   0.50    0.30    --   76.53-131.00 130.00  124
 15  ω     68.00  96.00   0.50    0.30    --   76.53-125.00 150.00   56
 16  ω     44.00  86.00   0.50    0.30    --   76.53-117.00  31.00   84
 17  ω     28.00  54.00   0.50    0.30    --   62.66-117.00  31.00   52
 18  ω     22.00  75.00   0.50    0.30    --   62.66-125.00-120.00  106
 19  ω     37.00  84.00   0.50    0.30    --   76.53-125.00 -30.00   94
 20  ω     47.00  77.00   0.50    0.30    --   76.53  11.00  -6.00   60
 21  ω     62.00 116.00   0.50    0.30    --   72.93  15.00  30.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1385520000
_diffrn_orient_matrix_UB_12      0.0247836000
_diffrn_orient_matrix_UB_13      -0.0002168000
_diffrn_orient_matrix_UB_21      0.0355900000
_diffrn_orient_matrix_UB_22      0.0946666000
_diffrn_orient_matrix_UB_23      -0.0080018000
_diffrn_orient_matrix_UB_31      -0.0048618000
_diffrn_orient_matrix_UB_32      -0.0147921000
_diffrn_orient_matrix_UB_33      -0.0520480000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.770
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.922
_reflns_number_gt                8452
_reflns_number_total             9786
_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 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details 
;
 Flack x determined using 3231 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.11(6)
_refine_ls_extinction_coef       0.00152(18)
_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   1.109
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     706
_refine_ls_number_reflns         9786
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.128
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0759P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1159
_refine_ls_wR_factor_ref         0.1239
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F61-C57 \\sim F61A-C57
 with sigma of 0.02
 C57-F1 \\sim C57-F1A
 with sigma of 0.02
 C57-F2 \\sim C57-F2A
 with sigma of 0.02
3. Others
 Sof(F61A)=Sof(F1A)=Sof(F2A)=1-FVAR(1)
 Sof(F61)=Sof(F1)=Sof(F2)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C11(H11), C3(H3), C12(H12), C2(H2), C48(H48), C38(H38), C47(H47), C39(H39)
4.b Aromatic/amide H refined with riding coordinates:
 C37(H37), C9(H9), C15(H15), C44(H44), C64(H64), C6(H6), C36(H36), C71(H71),
 C70(H70), C33(H33), C22(H22), C8(H8), C7(H7), C56(H56), C35(H35), C20(H20),
 C69(H69), C67(H67), C34(H34), C55(H55), C21(H21), C65(H65), C52(H52), C18(H18),
  C41(H41), C16(H16), C54(H54), C43(H43), C17(H17), C66(H66), C42(H42), C53(H53)
4.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C74(H74A,H74B,H74C)
;
_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
F27 F 0.79017(19) 0.55491(12) 0.52740(5) 0.0384(4) Uani 1 1 d . . . . .
F25 F 0.92593(18) 0.55915(13) 0.58055(6) 0.0415(4) Uani 1 1 d . . . . .
F61 F 0.2570(14) 0.5302(8) 0.2496(4) 0.047(3) Uani 0.597(11) 1 d D . P A 1
F26 F 0.7831(2) 0.65474(12) 0.57744(7) 0.0514(6) Uani 1 1 d . . . . .
O31 O 0.3988(2) 0.17172(14) 0.52311(7) 0.0362(5) Uani 1 1 d . . . . .
O29 O 0.5996(2) 0.13184(13) 0.51766(8) 0.0386(5) Uani 1 1 d . . . . .
O75 O 0.4516(2) 0.23248(15) 0.42651(7) 0.0385(5) Uani 1 1 d . . . . .
N1 N 0.4695(3) 0.34684(16) 0.51560(9) 0.0314(6) Uani 1 1 d . . . . .
O73 O 0.5434(4) 0.18910(17) 0.36232(8) 0.0657(10) Uani 1 1 d . . . . .
N49 N 0.3288(3) 0.36394(17) 0.38142(8) 0.0352(6) Uani 1 1 d . . . . .
C24 C 0.8032(3) 0.57070(19) 0.57205(10) 0.0315(7) Uani 1 1 d . . . . .
C28 C 0.5069(3) 0.1901(2) 0.51895(9) 0.0308(6) Uani 1 1 d . . . . .
C4 C 0.6690(3) 0.44372(19) 0.59150(9) 0.0284(6) Uani 1 1 d . . . . .
C45 C 0.5620(3) 0.4977(2) 0.34384(10) 0.0334(7) Uani 1 1 d . . . . .
C63 C 0.1214(3) 0.5466(2) 0.35141(10) 0.0304(6) Uani 1 1 d . . . . .
C10 C 0.5952(3) 0.30229(19) 0.60062(9) 0.0273(6) Uani 1 1 d . . . . .
C23 C 0.7268(3) 0.51681(18) 0.60368(10) 0.0285(6) Uani 1 1 d . . . . .
C37 C 0.8169(3) 0.52147(19) 0.68265(10) 0.0334(7) Uani 1 1 d . . . . .
H37 H 0.874256 0.478138 0.673838 0.040 Uiso 1 1 calc R U . . .
C5 C 0.6060(3) 0.38233(19) 0.62236(10) 0.0291(6) Uani 1 1 d . . . . .
C9 C 0.5401(3) 0.2328(2) 0.62293(10) 0.0324(6) Uani 1 1 d . . . . .
H9 H 0.533936 0.178541 0.608282 0.039 Uiso 1 1 calc R U . . .
C19 C 0.4089(3) 0.6556(2) 0.53928(11) 0.0346(7) Uani 1 1 d . . . . .
C14 C 0.4787(3) 0.58779(19) 0.51851(10) 0.0319(6) Uani 1 1 d . . . . .
C46 C 0.4546(3) 0.5138(2) 0.31328(9) 0.0316(6) Uani 1 1 d . . . . .
C62 C 0.2288(3) 0.5041(2) 0.36811(10) 0.0319(7) Uani 1 1 d . . . . .
C68 C 0.0868(3) 0.62712(19) 0.37041(11) 0.0330(7) Uani 1 1 d . . . . .
C32 C 0.7296(3) 0.55126(18) 0.65155(10) 0.0294(6) Uani 1 1 d . . . . .
C15 C 0.5589(3) 0.6101(2) 0.48156(10) 0.0358(7) Uani 1 1 d . . . . .
H15 H 0.605812 0.566506 0.466753 0.043 Uiso 1 1 calc R U . . .
C13 C 0.4638(3) 0.50183(19) 0.53474(10) 0.0306(6) Uani 1 1 d . . . . .
C11 C 0.6486(3) 0.30615(18) 0.55274(9) 0.0274(6) Uani 1 1 d . . . . .
H11 H 0.730361 0.275873 0.550796 0.033 Uiso 1 1 calc R U . . .
C51 C 0.5036(3) 0.66856(19) 0.29555(10) 0.0347(7) Uani 1 1 d . . . . .
C3 C 0.6627(3) 0.40366(18) 0.54422(9) 0.0290(6) Uani 1 1 d . . . . .
H3 H 0.739526 0.416367 0.526243 0.035 Uiso 1 1 calc R U . . .
C12 C 0.5613(3) 0.27875(18) 0.51426(9) 0.0296(6) Uani 1 1 d . . . . .
H12 H 0.607143 0.282214 0.484572 0.036 Uiso 1 1 calc R U . . .
C40 C 0.5762(3) 0.4085(2) 0.34949(10) 0.0356(7) Uani 1 1 d . . . . .
C44 C 0.6447(3) 0.5547(2) 0.36457(10) 0.0387(7) Uani 1 1 d . . . . .
H44 H 0.635220 0.614910 0.360864 0.046 Uiso 1 1 calc R U . . .
C64 C 0.0441(3) 0.5131(2) 0.31549(10) 0.0371(7) Uani 1 1 d . . . . .
H64 H 0.062664 0.458595 0.302594 0.044 Uiso 1 1 calc R U . . .
C6 C 0.5593(3) 0.3926(2) 0.66682(9) 0.0335(7) Uani 1 1 d . . . . .
H6 H 0.565889 0.446448 0.681930 0.040 Uiso 1 1 calc R U . . .
C36 C 0.8206(3) 0.5549(2) 0.72657(10) 0.0380(7) Uani 1 1 d . . . . .
H36 H 0.879793 0.533989 0.747914 0.046 Uiso 1 1 calc R U . . .
C72 C 0.4654(4) 0.23925(19) 0.38605(10) 0.0352(7) Uani 1 1 d . . . . .
C71 C 0.2942(3) 0.5404(2) 0.40325(10) 0.0345(7) Uani 1 1 d . . . . .
H71 H 0.365536 0.511616 0.414666 0.041 Uiso 1 1 calc R U . . .
C70 C 0.2590(3) 0.6192(2) 0.42304(10) 0.0348(7) Uani 1 1 d . . . . .
H70 H 0.305550 0.642155 0.447774 0.042 Uiso 1 1 calc R U . . .
C33 C 0.6467(3) 0.6149(2) 0.66478(10) 0.0368(7) Uani 1 1 d . . . . .
H33 H 0.586674 0.635551 0.643652 0.044 Uiso 1 1 calc R U . . .
C22 C 0.3802(3) 0.4861(2) 0.56943(10) 0.0340(7) Uani 1 1 d . . . . .
H22 H 0.368274 0.428878 0.579765 0.041 Uiso 1 1 calc R U . . .
C8 C 0.4946(3) 0.2444(2) 0.66679(10) 0.0363(7) Uani 1 1 d . . . . .
H8 H 0.456836 0.197610 0.682320 0.044 Uiso 1 1 calc R U . . .
C2 C 0.5413(3) 0.42767(18) 0.51593(9) 0.0305(6) Uani 1 1 d . . . . .
H2 H 0.566117 0.441657 0.483829 0.037 Uiso 1 1 calc R U . . .
C7 C 0.5036(4) 0.3238(2) 0.68841(11) 0.0389(8) Uani 1 1 d . . . . .
H7 H 0.471083 0.330745 0.718389 0.047 Uiso 1 1 calc R U . . .
C50 C 0.4300(3) 0.5869(2) 0.29033(10) 0.0334(7) Uani 1 1 d . . . . .
C48 C 0.2761(3) 0.4209(2) 0.34711(10) 0.0335(7) Uani 1 1 d . . . . .
H48 H 0.204398 0.390921 0.332325 0.040 Uiso 1 1 calc R U . . .
C56 C 0.6017(3) 0.6867(2) 0.26655(11) 0.0371(7) Uani 1 1 d . . . . .
H56 H 0.623065 0.647414 0.242992 0.045 Uiso 1 1 calc R U . . .
C35 C 0.7384(4) 0.6186(2) 0.73938(11) 0.0407(8) Uani 1 1 d . . . . .
H35 H 0.741970 0.641865 0.769384 0.049 Uiso 1 1 calc R U . . .
C20 C 0.3263(3) 0.6361(2) 0.57540(11) 0.0377(7) Uani 1 1 d . . . . .
H20 H 0.280469 0.680711 0.589704 0.045 Uiso 1 1 calc R U . . .
C69 C 0.1587(3) 0.6624(2) 0.40688(11) 0.0359(7) Uani 1 1 d . . . . .
H69 H 0.136366 0.716110 0.419852 0.043 Uiso 1 1 calc R U . . .
C38 C 0.3977(4) 0.3005(2) 0.35553(10) 0.0354(7) Uani 1 1 d . . . . .
H38 H 0.338400 0.267414 0.335964 0.042 Uiso 1 1 calc R U . . .
C67 C -0.0168(3) 0.6723(2) 0.35315(12) 0.0405(8) Uani 1 1 d . . . . .
H67 H -0.038540 0.726316 0.365902 0.049 Uiso 1 1 calc R U . . .
C34 C 0.6511(4) 0.6484(2) 0.70869(11) 0.0425(8) Uani 1 1 d . . . . .
H34 H 0.594147 0.691916 0.717623 0.051 Uiso 1 1 calc R U . . .
C55 C 0.6691(4) 0.7622(2) 0.27168(12) 0.0407(8) Uani 1 1 d . . . . .
H55 H 0.735926 0.774324 0.251453 0.049 Uiso 1 1 calc R U . . .
C21 C 0.3122(3) 0.5530(2) 0.58986(11) 0.0382(7) Uani 1 1 d . . . . .
H21 H 0.255827 0.540385 0.613950 0.046 Uiso 1 1 calc R U . . .
C47 C 0.3839(3) 0.42989(19) 0.31048(10) 0.0336(7) Uani 1 1 d . . . . .
H47 H 0.351965 0.419742 0.278819 0.040 Uiso 1 1 calc R U . . .
C39 C 0.4765(3) 0.3590(2) 0.32478(10) 0.0372(7) Uani 1 1 d . . . . .
H39 H 0.510323 0.327358 0.297731 0.045 Uiso 1 1 calc R U . . .
C65 C -0.0547(4) 0.5579(2) 0.29978(11) 0.0432(8) Uani 1 1 d . . . . .
H65 H -0.103943 0.534587 0.275874 0.052 Uiso 1 1 calc R U . . .
C52 C 0.4715(4) 0.7278(2) 0.32942(12) 0.0438(8) Uani 1 1 d . . . . .
H52 H 0.402206 0.717170 0.348713 0.053 Uiso 1 1 calc R U . . .
C18 C 0.4229(4) 0.7410(2) 0.52345(12) 0.0407(8) Uani 1 1 d . . . . .
H18 H 0.376965 0.785863 0.537587 0.049 Uiso 1 1 calc R U . . .
C41 C 0.6760(4) 0.3765(3) 0.37484(11) 0.0446(9) Uani 1 1 d . . . . .
H41 H 0.688107 0.316318 0.377649 0.053 Uiso 1 1 calc R U . . .
C16 C 0.5692(3) 0.6934(2) 0.46712(12) 0.0411(8) Uani 1 1 d . . . . .
H16 H 0.623107 0.706767 0.442390 0.049 Uiso 1 1 calc R U . . .
C54 C 0.6398(4) 0.8199(2) 0.30601(12) 0.0466(9) Uani 1 1 d . . . . .
H54 H 0.686855 0.871051 0.309724 0.056 Uiso 1 1 calc R U . . .
C43 C 0.7413(4) 0.5214(3) 0.39081(11) 0.0465(9) Uani 1 1 d . . . . .
H43 H 0.797405 0.559509 0.405524 0.056 Uiso 1 1 calc R U . . .
C17 C 0.5012(4) 0.7598(2) 0.48830(13) 0.0444(8) Uani 1 1 d . . . . .
H17 H 0.509954 0.817408 0.478074 0.053 Uiso 1 1 calc R U . . .
C30 C 0.5625(4) 0.0422(2) 0.51888(12) 0.0447(8) Uani 1 1 d . . . . .
H30A H 0.492301 0.033270 0.498093 0.067 Uiso 1 1 calc R U . . .
H30B H 0.537866 0.026765 0.550081 0.067 Uiso 1 1 calc R U . . .
H30C H 0.632429 0.006130 0.509298 0.067 Uiso 1 1 calc R U . . .
C57 C 0.3316(4) 0.5951(2) 0.25490(12) 0.0479(9) Uani 1 1 d D . . . .
C66 C -0.0858(4) 0.6389(2) 0.31831(13) 0.0477(9) Uani 1 1 d . . . . .
H66 H -0.154668 0.670059 0.306524 0.057 Uiso 1 1 calc R U . . .
C42 C 0.7572(4) 0.4332(3) 0.39587(12) 0.0494(9) Uani 1 1 d . . . . .
H42 H 0.823961 0.411748 0.413794 0.059 Uiso 1 1 calc R U . . .
C53 C 0.5409(4) 0.8023(2) 0.33492(13) 0.0494(9) Uani 1 1 d . . . . .
H53 H 0.520427 0.841493 0.358662 0.059 Uiso 1 1 calc R U . . .
C74 C 0.6178(6) 0.1295(3) 0.38881(13) 0.0714(16) Uani 1 1 d . . . . .
H74A H 0.680536 0.103136 0.369002 0.107 Uiso 1 1 calc R U . . .
H74B H 0.564032 0.084690 0.401557 0.107 Uiso 1 1 calc R U . . .
H74C H 0.658967 0.160373 0.413762 0.107 Uiso 1 1 calc R U . . .
F1 F 0.2427(4) 0.6599(2) 0.2715(2) 0.0527(17) Uani 0.597(11) 1 d D . P A 1
F2 F 0.3665(5) 0.6275(5) 0.21775(14) 0.067(3) Uani 0.597(11) 1 d D . P A 1
F61A F 0.242(2) 0.5383(12) 0.2528(5) 0.047(4) Uani 0.403(11) 1 d D . P A 2
F1A F 0.3029(9) 0.6687(4) 0.2415(3) 0.067(4) Uani 0.403(11) 1 d D . P A 2
F2A F 0.3984(6) 0.5630(6) 0.21130(17) 0.053(2) Uani 0.403(11) 1 d D . P A 2
H49 H 0.266(4) 0.338(3) 0.3999(14) 0.060(12) Uiso 1 1 d . . . . .
H1 H 0.421(5) 0.343(3) 0.4920(16) 0.065(14) Uiso 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
F27 C24 1.336(3) . ?
F25 C24 1.356(4) . ?
F61 C57 1.301(9) . ?
F26 C24 1.336(3) . ?
O31 C28 1.205(4) . ?
O29 C28 1.349(4) . ?
O29 C30 1.452(4) . ?
O75 C72 1.197(4) . ?
N1 C12 1.450(4) . ?
N1 C2 1.477(4) . ?
O73 C72 1.340(4) . ?
O73 C74 1.450(4) . ?
N49 C48 1.455(4) . ?
N49 C38 1.449(4) . ?
C24 C23 1.495(4) . ?
C28 C12 1.505(4) . ?
C4 C23 1.345(4) . ?
C4 C5 1.479(4) . ?
C4 C3 1.518(4) . ?
C45 C46 1.482(5) . ?
C45 C40 1.407(4) . ?
C45 C44 1.395(5) . ?
C63 C62 1.419(4) . ?
C63 C68 1.421(4) . ?
C63 C64 1.438(4) . ?
C10 C5 1.404(4) . ?
C10 C9 1.396(4) . ?
C10 C11 1.515(4) . ?
C23 C32 1.499(4) . ?
C37 C32 1.388(4) . ?
C37 C36 1.386(4) . ?
C5 C6 1.403(4) . ?
C9 C8 1.384(4) . ?
C19 C14 1.432(5) . ?
C19 C20 1.413(5) . ?
C19 C18 1.417(4) . ?
C14 C15 1.425(5) . ?
C14 C13 1.429(4) . ?
C46 C50 1.348(4) . ?
C46 C47 1.514(4) . ?
C62 C71 1.368(4) . ?
C62 C48 1.521(4) . ?
C68 C69 1.428(5) . ?
C68 C67 1.411(5) . ?
C32 C33 1.389(4) . ?
C15 C16 1.370(4) . ?
C13 C22 1.378(4) . ?
C13 C2 1.527(4) . ?
C11 C3 1.546(4) . ?
C11 C12 1.527(4) . ?
C51 C50 1.505(5) . ?
C51 C56 1.384(5) . ?
C51 C52 1.397(4) . ?
C3 C2 1.591(4) . ?
C40 C39 1.507(5) . ?
C40 C41 1.397(5) . ?
C44 C43 1.393(5) . ?
C64 C65 1.352(5) . ?
C6 C7 1.380(4) . ?
C36 C35 1.380(5) . ?
C72 C38 1.496(4) . ?
C71 C70 1.409(4) . ?
C70 C69 1.356(5) . ?
C33 C34 1.387(4) . ?
C22 C21 1.406(5) . ?
C8 C7 1.393(5) . ?
C50 C57 1.486(5) . ?
C48 C47 1.586(5) . ?
C56 C55 1.390(5) . ?
C35 C34 1.380(5) . ?
C20 C21 1.370(5) . ?
C38 C39 1.535(4) . ?
C67 C66 1.364(5) . ?
C55 C54 1.384(5) . ?
C47 C39 1.546(4) . ?
C65 C66 1.413(5) . ?
C52 C53 1.389(5) . ?
C18 C17 1.361(5) . ?
C41 C42 1.386(6) . ?
C16 C17 1.410(5) . ?
C54 C53 1.387(6) . ?
C43 C42 1.392(6) . ?
C57 F1 1.473(6) . ?
C57 F2 1.255(5) . ?
C57 F61A 1.313(14) . ?
C57 F1A 1.250(7) . ?
C57 F2A 1.546(7) . ?

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
C28 O29 C30 116.3(3) . . ?
C12 N1 C2 105.5(2) . . ?
C72 O73 C74 116.3(3) . . ?
C38 N49 C48 104.8(2) . . ?
F27 C24 F25 104.9(3) . . ?
F27 C24 F26 106.2(3) . . ?
F27 C24 C23 116.3(3) . . ?
F25 C24 C23 110.4(2) . . ?
F26 C24 F25 105.4(3) . . ?
F26 C24 C23 112.8(3) . . ?
O31 C28 O29 123.8(3) . . ?
O31 C28 C12 127.1(3) . . ?
O29 C28 C12 109.1(3) . . ?
C23 C4 C5 126.7(3) . . ?
C23 C4 C3 127.6(3) . . ?
C5 C4 C3 105.6(2) . . ?
C40 C45 C46 108.8(3) . . ?
C44 C45 C46 130.6(3) . . ?
C44 C45 C40 120.5(3) . . ?
C62 C63 C68 119.4(3) . . ?
C62 C63 C64 123.6(3) . . ?
C68 C63 C64 117.0(3) . . ?
C5 C10 C11 110.6(2) . . ?
C9 C10 C5 120.8(3) . . ?
C9 C10 C11 128.6(3) . . ?
C24 C23 C32 111.4(2) . . ?
C4 C23 C24 124.4(3) . . ?
C4 C23 C32 124.0(3) . . ?
C36 C37 C32 120.0(3) . . ?
C10 C5 C4 109.6(2) . . ?
C6 C5 C4 131.0(3) . . ?
C6 C5 C10 119.4(3) . . ?
C8 C9 C10 118.8(3) . . ?
C20 C19 C14 119.2(3) . . ?
C20 C19 C18 120.9(3) . . ?
C18 C19 C14 119.9(3) . . ?
C15 C14 C19 117.4(3) . . ?
C15 C14 C13 123.2(3) . . ?
C13 C14 C19 119.4(3) . . ?
C45 C46 C47 106.1(3) . . ?
C50 C46 C45 126.6(3) . . ?
C50 C46 C47 127.1(3) . . ?
C63 C62 C48 122.1(3) . . ?
C71 C62 C63 119.0(3) . . ?
C71 C62 C48 118.9(3) . . ?
C63 C68 C69 119.3(3) . . ?
C67 C68 C63 120.5(3) . . ?
C67 C68 C69 120.3(3) . . ?
C37 C32 C23 120.4(3) . . ?
C37 C32 C33 119.4(3) . . ?
C33 C32 C23 120.2(3) . . ?
C16 C15 C14 120.9(3) . . ?
C14 C13 C2 121.8(3) . . ?
C22 C13 C14 119.0(3) . . ?
C22 C13 C2 119.2(3) . . ?
C10 C11 C3 103.0(2) . . ?
C10 C11 C12 115.8(3) . . ?
C12 C11 C3 102.5(2) . . ?
C56 C51 C50 120.8(3) . . ?
C56 C51 C52 119.2(3) . . ?
C52 C51 C50 120.0(3) . . ?
C4 C3 C11 105.1(2) . . ?
C4 C3 C2 114.4(3) . . ?
C11 C3 C2 103.6(2) . . ?
N1 C12 C28 113.8(3) . . ?
N1 C12 C11 101.3(2) . . ?
C28 C12 C11 115.4(2) . . ?
C45 C40 C39 111.8(3) . . ?
C41 C40 C45 119.9(3) . . ?
C41 C40 C39 128.2(3) . . ?
C43 C44 C45 118.6(3) . . ?
C65 C64 C63 121.0(3) . . ?
C7 C6 C5 119.4(3) . . ?
C35 C36 C37 120.2(3) . . ?
O75 C72 O73 122.6(3) . . ?
O75 C72 C38 125.8(3) . . ?
O73 C72 C38 111.6(2) . . ?
C62 C71 C70 122.0(3) . . ?
C69 C70 C71 120.2(3) . . ?
C34 C33 C32 120.3(3) . . ?
C13 C22 C21 121.4(3) . . ?
C9 C8 C7 120.8(3) . . ?
N1 C2 C13 111.2(3) . . ?
N1 C2 C3 103.5(2) . . ?
C13 C2 C3 116.0(2) . . ?
C6 C7 C8 120.8(3) . . ?
C46 C50 C51 124.0(3) . . ?
C46 C50 C57 124.0(3) . . ?
C57 C50 C51 111.9(3) . . ?
N49 C48 C62 111.8(2) . . ?
N49 C48 C47 103.5(3) . . ?
C62 C48 C47 116.3(3) . . ?
C51 C56 C55 120.4(3) . . ?
C34 C35 C36 120.1(3) . . ?
C21 C20 C19 120.3(3) . . ?
C70 C69 C68 120.1(3) . . ?
N49 C38 C72 111.9(2) . . ?
N49 C38 C39 100.6(2) . . ?
C72 C38 C39 117.3(3) . . ?
C66 C67 C68 120.5(3) . . ?
C35 C34 C33 119.9(3) . . ?
C54 C55 C56 120.6(4) . . ?
C20 C21 C22 120.7(3) . . ?
C46 C47 C48 114.0(2) . . ?
C46 C47 C39 106.2(3) . . ?
C39 C47 C48 103.1(2) . . ?
C40 C39 C38 114.6(3) . . ?
C40 C39 C47 102.9(3) . . ?
C38 C39 C47 103.1(3) . . ?
C64 C65 C66 121.2(3) . . ?
C53 C52 C51 120.1(4) . . ?
C17 C18 C19 121.0(3) . . ?
C42 C41 C40 119.5(3) . . ?
C15 C16 C17 121.2(3) . . ?
C55 C54 C53 119.3(4) . . ?
C42 C43 C44 121.2(4) . . ?
C18 C17 C16 119.7(3) . . ?
F61 C57 C50 117.1(6) . . ?
F61 C57 F1 99.8(9) . . ?
C50 C57 F2A 102.5(4) . . ?
F1 C57 C50 107.0(3) . . ?
F2 C57 F61 113.2(7) . . ?
F2 C57 C50 115.1(4) . . ?
F2 C57 F1 101.8(4) . . ?
F61A C57 C50 120.0(6) . . ?
F61A C57 F2A 94.9(11) . . ?
F1A C57 C50 118.2(4) . . ?
F1A C57 F61A 114.9(10) . . ?
F1A C57 F2A 98.9(6) . . ?
C67 C66 C65 119.8(3) . . ?
C41 C42 C43 120.3(3) . . ?
C54 C53 C52 120.5(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 2.691
_oxdiff_exptl_absorpt_empirical_full_min 0.417
