# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_3a
_database_code_depnum_ccdc_archive 'CCDC 2193044'
loop_
_audit_author_name
_audit_author_address
'Xinying Zhang'
;Henan Normal University
China
;
_audit_update_record             
;
2022-07-27 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;
_audit_creation_date             2021-12-24
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C20 H19 F N2 O)'
_chemical_formula_sum            'C80 H76 F4 N8 O4'
_chemical_formula_weight         1289.48
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1'
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                   10.8075(2)
_cell_length_b                   27.0003(4)
_cell_length_c                   11.6524(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.7370(10)
_cell_angle_gamma                90
_cell_volume                     3398.67(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7261
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.3850
_cell_measurement_theta_min      4.0650
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.873
_exptl_absorpt_coefficient_mu    0.696
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76469
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
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    1.260
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14783
_diffrn_reflns_point_group_measured_fraction_full 0.720
_diffrn_reflns_point_group_measured_fraction_max 0.698
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.363
_diffrn_reflns_theta_min         3.795
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -80.00 -28.00   1.00    1.25    --  -35.62 110.00 -88.00   52
  2  ω    -20.00   6.00   1.00    1.25    --  -35.62 110.00 -88.00   26
  3  ω     43.00  78.00   1.00    1.25    --   35.62-110.00 177.00   35
  4  ω     42.00  91.00   1.00    4.99    --  107.12-110.00 177.00   49
  5  ω   -103.00 -26.00   1.00    1.25    --  -35.62 -57.00 120.00   77
  6  ω     58.00 107.00   1.00    1.25    --   35.62 178.00  90.00   49
  7  ω     21.00 103.00   1.00    1.25    --   35.62  57.00  90.00   82
  8  ω     63.00  88.00   1.00    1.25    --   35.62 178.00-150.00   25
  9  ω     69.00  94.00   1.00    1.25    --   35.62 178.00 -60.00   25
 10  ω     41.00 107.00   1.00    4.99    --  107.12 -95.00-150.00   66
 11  ω     47.00 124.00   1.00    4.99    --  107.12 -45.00-180.00   77
 12  ω     51.00  89.00   1.00    4.99    --  107.12 -95.00 -30.00   38
 13  ω     91.00 170.00   1.00    4.99    --  107.12  61.00 -30.00   79
 14  ω     92.00 162.00   1.00    4.99    --  107.12  61.00  30.00   70
 15  ω     89.00 171.00   1.00    4.99    --  107.12  61.00   0.00   82
 16  ω     95.00 169.00   1.00    4.99    --  107.12  77.00 -60.00   74
 17  ω    122.00 148.00   1.00    4.99    --  107.12 110.00 -88.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0993093000
_diffrn_orient_matrix_UB_12      -0.0396260000
_diffrn_orient_matrix_UB_13      -0.0212615000
_diffrn_orient_matrix_UB_21      -0.0811222000
_diffrn_orient_matrix_UB_22      -0.0392988000
_diffrn_orient_matrix_UB_23      0.0571613000
_diffrn_orient_matrix_UB_31      -0.0623336000
_diffrn_orient_matrix_UB_32      -0.0119419000
_diffrn_orient_matrix_UB_33      -0.1173651000
_diffrn_oxdiff_digest_frames     
;
01741ec16c1cc1662a72a1f89a4a01134f00030e163
;
_diffrn_oxdiff_digest_hkl        
;
016e7d0a6224b35cfe01e85c91373472f8a729
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.395
_reflns_Friedel_fraction_full    0.427
_reflns_Friedel_fraction_max     0.405
_reflns_number_gt                8314
_reflns_number_total             9237
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Flack x determined using 2163 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.33(17)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     873
_refine_ls_number_reflns         9237
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0580
_refine_ls_restrained_S_all      1.043
_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)+(0.1073P)²+0.3595P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1516
_refine_ls_wR_factor_ref         0.1594
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C58(H58A,H58B), C78(H78B,H78A), C38(H38A,H38B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), N5(H5A), C42(H42), C43(H43), C44(H44), C45(H45), C47(H47),
 C51(H51), C52(H52), C53(H53), C54(H54), C55(H55), N7(H7A), C62(H62), C63(H63),
 C64(H64), C65(H65), C67(H67), C71(H71), C72(H72), C73(H73), C74(H74), C75(H75),
  N3(H3A), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27), C31(H31), C32(H32),
  C33(H33), C34(H34), C35(H35)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C59(H59A,H59B,H59C), C60(H60A,H60B,
 H60C), C79(H79A,H79B,H79C), C80(H80A,H80B,H80C), C39(H39A,H39B,H39C), C40(H40A,
 H40B,H40C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.4020(4) 0.64615(14) 0.5533(3) 0.0394(8) Uani 1 1 d . . . . .
F1 F 0.1561(2) 0.59079(11) 0.7883(2) 0.0601(7) Uani 1 1 d . . . . .
N1 N 0.3921(3) 0.55821(13) 0.7842(3) 0.0384(7) Uani 1 1 d . . . . .
H1 H 0.3416 0.5449 0.8309 0.046 Uiso 1 1 calc R . . . .
O1 O 0.4990(3) 0.48675(12) 0.7868(3) 0.0596(8) Uani 1 1 d . . . . .
C2 C 0.4798(5) 0.66749(19) 0.4744(4) 0.0539(11) Uani 1 1 d . . . . .
H2 H 0.5649 0.6662 0.4881 0.065 Uiso 1 1 calc R . . . .
N2 N 0.4426(3) 0.62247(13) 0.6538(3) 0.0409(7) Uani 1 1 d . . . . .
C3 C 0.4337(7) 0.6906(3) 0.3760(4) 0.0698(16) Uani 1 1 d . . . . .
H3 H 0.4878 0.7036 0.3231 0.084 Uiso 1 1 calc R . . . .
C4 C 0.3056(7) 0.6944(3) 0.3562(5) 0.080(2) Uani 1 1 d . . . . .
H4 H 0.2739 0.7115 0.2925 0.096 Uiso 1 1 calc R . . . .
C5 C 0.2291(5) 0.6730(3) 0.4307(4) 0.0662(15) Uani 1 1 d . . . . .
H5 H 0.1441 0.6747 0.4158 0.079 Uiso 1 1 calc R . . . .
C6 C 0.2725(4) 0.64843(18) 0.5296(4) 0.0480(10) Uani 1 1 d . . . . .
C7 C 0.1878(4) 0.62722(19) 0.6105(4) 0.0550(11) Uani 1 1 d . . . . .
H7 H 0.1033 0.6261 0.5928 0.066 Uiso 1 1 calc R . . . .
C8 C 0.2307(3) 0.60974(15) 0.7078(3) 0.0427(8) Uani 1 1 d . . . . .
C9 C 0.3647(3) 0.60864(16) 0.7472(3) 0.0328(8) Uani 1 1 d . . . . .
C10 C 0.3812(4) 0.64455(17) 0.8490(4) 0.0359(8) Uani 1 1 d . . . . .
C11 C 0.3672(4) 0.62894(19) 0.9632(4) 0.0409(9) Uani 1 1 d . . . . .
H11 H 0.3539 0.5955 0.9780 0.049 Uiso 1 1 calc R . . . .
C12 C 0.3727(4) 0.6618(2) 1.0529(4) 0.0480(10) Uani 1 1 d . . . . .
H12 H 0.3594 0.6510 1.1273 0.058 Uiso 1 1 calc R . . . .
C13 C 0.3986(5) 0.7120(2) 1.0313(5) 0.0567(13) Uani 1 1 d . . . . .
H13 H 0.4072 0.7343 1.0918 0.068 Uiso 1 1 calc R . . . .
C14 C 0.4110(6) 0.72766(19) 0.9213(5) 0.0612(14) Uani 1 1 d . . . . .
H14 H 0.4243 0.7611 0.9068 0.073 Uiso 1 1 calc R . . . .
C15 C 0.4042(5) 0.69475(19) 0.8309(4) 0.0489(11) Uani 1 1 d . . . . .
H15 H 0.4150 0.7062 0.7566 0.059 Uiso 1 1 calc R . . . .
C16 C 0.4893(4) 0.53011(14) 0.7526(3) 0.0390(7) Uani 1 1 d . . . . .
C17 C 0.5839(3) 0.55200(16) 0.6736(3) 0.0433(8) Uani 1 1 d . . . . .
C18 C 0.5711(4) 0.60829(16) 0.6759(3) 0.0425(8) Uani 1 1 d . . . . .
H18A H 0.5989 0.6208 0.7504 0.051 Uiso 1 1 calc R . . . .
H18B H 0.6227 0.6228 0.6181 0.051 Uiso 1 1 calc R . . . .
C19 C 0.5557(5) 0.5318(2) 0.5528(4) 0.0650(13) Uani 1 1 d . . . . .
H19A H 0.5521 0.4963 0.5553 0.098 Uiso 1 1 calc GR . . . .
H19B H 0.6197 0.5419 0.5024 0.098 Uiso 1 1 calc GR . . . .
H19C H 0.4776 0.5446 0.5247 0.098 Uiso 1 1 calc GR . . . .
C20 C 0.7138(4) 0.5367(2) 0.7151(5) 0.0716(15) Uani 1 1 d . . . . .
H20A H 0.7284 0.5482 0.7923 0.107 Uiso 1 1 calc GR . . . .
H20B H 0.7739 0.5511 0.6660 0.107 Uiso 1 1 calc GR . . . .
H20C H 0.7208 0.5013 0.7132 0.107 Uiso 1 1 calc GR . . . .
F3 F 0.6572(2) 0.41333(13) 0.4917(3) 0.0757(9) Uani 1 1 d . . . . .
O3 O 1.0038(4) 0.51291(13) 0.4606(4) 0.0806(13) Uani 1 1 d . . . . .
N5 N 0.8931(4) 0.44371(16) 0.4788(3) 0.0494(10) Uani 1 1 d . . . . .
H5A H 0.8358 0.4574 0.4368 0.059 Uiso 1 1 calc R . . . .
N6 N 0.9580(3) 0.38010(13) 0.6101(3) 0.0428(7) Uani 1 1 d . . . . .
C41 C 0.9272(4) 0.35303(16) 0.7073(3) 0.0416(9) Uani 1 1 d . . . . .
C42 C 1.0183(5) 0.32960(18) 0.7772(3) 0.0492(10) Uani 1 1 d . . . . .
H42 H 1.1016 0.3321 0.7602 0.059 Uiso 1 1 calc R . . . .
C43 C 0.9812(6) 0.3023(2) 0.8732(4) 0.0673(16) Uani 1 1 d . . . . .
H43 H 1.0408 0.2869 0.9201 0.081 Uiso 1 1 calc R . . . .
C44 C 0.8609(6) 0.2980(3) 0.8981(5) 0.0743(17) Uani 1 1 d . . . . .
H44 H 0.8382 0.2789 0.9604 0.089 Uiso 1 1 calc R . . . .
C45 C 0.7721(6) 0.3215(3) 0.8329(5) 0.0722(16) Uani 1 1 d . . . . .
H45 H 0.6897 0.3192 0.8532 0.087 Uiso 1 1 calc R . . . .
C46 C 0.8020(4) 0.3486(2) 0.7378(4) 0.0534(11) Uani 1 1 d . . . . .
C47 C 0.7100(4) 0.3730(2) 0.6633(4) 0.0620(12) Uani 1 1 d . . . . .
H47 H 0.6283 0.3748 0.6859 0.074 Uiso 1 1 calc R . . . .
C48 C 0.7401(4) 0.39240(18) 0.5661(4) 0.0513(10) Uani 1 1 d . . . . .
C49 C 0.8684(4) 0.39252(17) 0.5173(4) 0.0397(9) Uani 1 1 d . . . . .
C50 C 0.8737(4) 0.35580(18) 0.4152(4) 0.0403(9) Uani 1 1 d . . . . .
C51 C 0.8546(6) 0.3066(2) 0.4395(5) 0.0561(13) Uani 1 1 d . . . . .
H51 H 0.8445 0.2966 0.5150 0.067 Uiso 1 1 calc R . . . .
C52 C 0.8504(7) 0.2715(2) 0.3511(6) 0.0724(17) Uani 1 1 d . . . . .
H52 H 0.8341 0.2384 0.3668 0.087 Uiso 1 1 calc R . . . .
C53 C 0.8709(5) 0.2870(3) 0.2392(6) 0.0675(16) Uani 1 1 d . . . . .
H53 H 0.8717 0.2640 0.1799 0.081 Uiso 1 1 calc R . . . .
C54 C 0.8894(5) 0.3346(3) 0.2174(5) 0.0655(16) Uani 1 1 d . . . . .
H54 H 0.9002 0.3445 0.1419 0.079 Uiso 1 1 calc R . . . .
C55 C 0.8931(4) 0.3704(2) 0.3048(4) 0.0493(11) Uani 1 1 d . . . . .
H55 H 0.9085 0.4035 0.2880 0.059 Uiso 1 1 calc R . . . .
C56 C 0.9944(4) 0.47145(16) 0.5014(4) 0.0491(9) Uani 1 1 d . . . . .
C57 C 1.0952(4) 0.45029(18) 0.5808(4) 0.0509(10) Uani 1 1 d . . . . .
C58 C 1.0832(3) 0.39399(17) 0.5839(3) 0.0449(9) Uani 1 1 d . . . . .
H58A H 1.1044 0.3803 0.5100 0.054 Uiso 1 1 calc R . . . .
H58B H 1.1404 0.3806 0.6417 0.054 Uiso 1 1 calc R . . . .
C59 C 1.0760(7) 0.4721(2) 0.7010(4) 0.0825(18) Uani 1 1 d . . . . .
H59A H 0.9996 0.4600 0.7302 0.124 Uiso 1 1 calc GR . . . .
H59B H 1.0732 0.5076 0.6961 0.124 Uiso 1 1 calc GR . . . .
H59C H 1.1434 0.4623 0.7516 0.124 Uiso 1 1 calc GR . . . .
C60 C 1.2219(5) 0.4649(3) 0.5366(6) 0.085(2) Uani 1 1 d . . . . .
H60A H 1.2855 0.4545 0.5907 0.127 Uiso 1 1 calc GR . . . .
H60B H 1.2255 0.5002 0.5274 0.127 Uiso 1 1 calc GR . . . .
H60C H 1.2343 0.4492 0.4640 0.127 Uiso 1 1 calc GR . . . .
F4 F 1.0924(2) 0.58444(13) 0.2605(3) 0.0750(9) Uani 1 1 d . . . . .
O4 O 0.7466(4) 0.48422(14) 0.2883(4) 0.0827(13) Uani 1 1 d . . . . .
N7 N 0.8564(3) 0.55445(15) 0.2734(3) 0.0463(9) Uani 1 1 d . . . . .
H7A H 0.9139 0.5410 0.3155 0.056 Uiso 1 1 calc R . . . .
N8 N 0.7907(3) 0.61879(14) 0.1456(3) 0.0444(7) Uani 1 1 d . . . . .
C61 C 0.8192(4) 0.64616(16) 0.0489(3) 0.0403(8) Uani 1 1 d . . . . .
C62 C 0.7303(5) 0.66954(19) -0.0212(4) 0.0505(10) Uani 1 1 d . . . . .
H62 H 0.6470 0.6664 -0.0048 0.061 Uiso 1 1 calc R . . . .
C63 C 0.7636(5) 0.6971(2) -0.1139(4) 0.0618(13) Uani 1 1 d . . . . .
H63 H 0.7027 0.7134 -0.1577 0.074 Uiso 1 1 calc R . . . .
C64 C 0.8881(7) 0.7014(3) -0.1442(4) 0.081(2) Uani 1 1 d . . . . .
H64 H 0.9106 0.7195 -0.2083 0.097 Uiso 1 1 calc R . . . .
C65 C 0.9750(5) 0.6778(2) -0.0754(5) 0.0713(16) Uani 1 1 d . . . . .
H65 H 1.0580 0.6804 -0.0934 0.086 Uiso 1 1 calc R . . . .
C66 C 0.9440(4) 0.65018(19) 0.0202(4) 0.0513(10) Uani 1 1 d . . . . .
C67 C 1.0385(4) 0.6258(2) 0.0909(5) 0.0623(12) Uani 1 1 d . . . . .
H67 H 1.1198 0.6244 0.0673 0.075 Uiso 1 1 calc R . . . .
C68 C 1.0080(4) 0.60589(18) 0.1880(4) 0.0531(10) Uani 1 1 d . . . . .
C69 C 0.8785(4) 0.60488(17) 0.2363(4) 0.0379(9) Uani 1 1 d . . . . .
C70 C 0.8774(4) 0.64052(18) 0.3396(4) 0.0393(9) Uani 1 1 d . . . . .
C71 C 0.8584(4) 0.6246(2) 0.4526(4) 0.0496(11) Uani 1 1 d . . . . .
H71 H 0.8443 0.5912 0.4668 0.059 Uiso 1 1 calc R . . . .
C72 C 0.8604(4) 0.6576(2) 0.5420(4) 0.0515(11) Uani 1 1 d . . . . .
H72 H 0.8448 0.6467 0.6159 0.062 Uiso 1 1 calc R . . . .
C73 C 0.8860(6) 0.7081(3) 0.5222(5) 0.0626(14) Uani 1 1 d . . . . .
H73 H 0.8914 0.7303 0.5831 0.075 Uiso 1 1 calc R . . . .
C74 C 0.9027(6) 0.7239(2) 0.4124(6) 0.0647(15) Uani 1 1 d . . . . .
H74 H 0.9153 0.7574 0.3985 0.078 Uiso 1 1 calc R . . . .
C75 C 0.9012(5) 0.6911(2) 0.3218(5) 0.0509(11) Uani 1 1 d . . . . .
H75 H 0.9161 0.7025 0.2481 0.061 Uiso 1 1 calc R . . . .
C76 C 0.7557(4) 0.52637(16) 0.2492(4) 0.0531(10) Uani 1 1 d . . . . .
C77 C 0.6542(4) 0.54820(18) 0.1710(4) 0.0526(10) Uani 1 1 d . . . . .
C78 C 0.6659(4) 0.60448(18) 0.1725(4) 0.0473(9) Uani 1 1 d . . . . .
H78B H 0.6078 0.6188 0.1167 0.057 Uiso 1 1 calc R . . . .
H78A H 0.6460 0.6170 0.2478 0.057 Uiso 1 1 calc R . . . .
C79 C 0.6724(6) 0.5282(2) 0.0500(5) 0.0820(18) Uani 1 1 d . . . . .
H79A H 0.7502 0.5396 0.0224 0.123 Uiso 1 1 calc GR . . . .
H79B H 0.6065 0.5398 -0.0002 0.123 Uiso 1 1 calc GR . . . .
H79C H 0.6718 0.4926 0.0517 0.123 Uiso 1 1 calc GR . . . .
C80 C 0.5271(5) 0.5331(3) 0.2146(6) 0.091(2) Uani 1 1 d . . . . .
H80A H 0.5187 0.4977 0.2106 0.137 Uiso 1 1 calc GR . . . .
H80B H 0.4632 0.5483 0.1677 0.137 Uiso 1 1 calc GR . . . .
H80C H 0.5199 0.5437 0.2927 0.137 Uiso 1 1 calc GR . . . .
F2 F 0.5928(2) 0.40937(12) 0.9587(2) 0.0589(7) Uani 1 1 d . . . . .
O2 O 0.2507(3) 0.51397(12) 0.9662(3) 0.0587(8) Uani 1 1 d . . . . .
N3 N 0.3564(3) 0.44284(14) 0.9670(3) 0.0408(8) Uani 1 1 d . . . . .
H3A H 0.4078 0.4565 0.9218 0.049 Uiso 1 1 calc R . . . .
N4 N 0.3077(3) 0.37684(13) 1.0944(3) 0.0407(7) Uani 1 1 d . . . . .
C21 C 0.3536(4) 0.35348(15) 1.1940(3) 0.0427(8) Uani 1 1 d . . . . .
C22 C 0.2734(5) 0.3332(2) 1.2723(4) 0.0600(12) Uani 1 1 d . . . . .
H22 H 0.1882 0.3357 1.2604 0.072 Uiso 1 1 calc R . . . .
C23 C 0.3228(8) 0.3089(3) 1.3695(5) 0.079(2) Uani 1 1 d . . . . .
H23 H 0.2689 0.2951 1.4212 0.095 Uiso 1 1 calc R . . . .
C24 C 0.4447(8) 0.3050(3) 1.3908(5) 0.0793(19) Uani 1 1 d . . . . .
H24 H 0.4751 0.2887 1.4561 0.095 Uiso 1 1 calc R . . . .
C25 C 0.5253(6) 0.3257(2) 1.3130(5) 0.0680(14) Uani 1 1 d . . . . .
H25 H 0.6104 0.3233 1.3265 0.082 Uiso 1 1 calc R . . . .
C26 C 0.4799(4) 0.35003(19) 1.2158(3) 0.0482(10) Uani 1 1 d . . . . .
C27 C 0.5630(4) 0.37163(19) 1.1353(4) 0.0519(10) Uani 1 1 d . . . . .
H27 H 0.6476 0.3727 1.1523 0.062 Uiso 1 1 calc R . . . .
C28 C 0.5189(3) 0.38975(16) 1.0381(3) 0.0434(8) Uani 1 1 d . . . . .
C29 C 0.3833(4) 0.39112(16) 1.0005(3) 0.0345(8) Uani 1 1 d . . . . .
C30 C 0.3672(3) 0.35603(16) 0.8959(3) 0.0331(8) Uani 1 1 d . . . . .
C31 C 0.3421(5) 0.3065(2) 0.9148(4) 0.0514(11) Uani 1 1 d . . . . .
H31 H 0.3323 0.2950 0.9892 0.062 Uiso 1 1 calc R . . . .
C32 C 0.3314(6) 0.2738(2) 0.8216(5) 0.0633(14) Uani 1 1 d . . . . .
H32 H 0.3113 0.2407 0.8337 0.076 Uiso 1 1 calc R . . . .
C33 C 0.3510(5) 0.2908(2) 0.7111(5) 0.0580(13) Uani 1 1 d . . . . .
H33 H 0.3482 0.2688 0.6497 0.070 Uiso 1 1 calc R . . . .
C34 C 0.3741(5) 0.3393(3) 0.6930(4) 0.0545(12) Uani 1 1 d . . . . .
H34 H 0.3825 0.3509 0.6185 0.065 Uiso 1 1 calc R . . . .
C35 C 0.3854(4) 0.3724(2) 0.7858(4) 0.0425(9) Uani 1 1 d . . . . .
H35 H 0.4052 0.4054 0.7729 0.051 Uiso 1 1 calc R . . . .
C36 C 0.2613(3) 0.47076(14) 0.9989(3) 0.0398(7) Uani 1 1 d . . . . .
C37 C 0.1677(3) 0.44799(16) 1.0784(3) 0.0430(8) Uani 1 1 d . . . . .
C38 C 0.1799(4) 0.39147(16) 1.0746(3) 0.0436(8) Uani 1 1 d . . . . .
H38A H 0.1291 0.3768 1.1328 0.052 Uiso 1 1 calc R . . . .
H38B H 0.1506 0.3794 1.0002 0.052 Uiso 1 1 calc R . . . .
C39 C 0.1957(5) 0.4674(2) 1.1993(4) 0.0648(13) Uani 1 1 d . . . . .
H39A H 0.2754 0.4556 1.2257 0.097 Uiso 1 1 calc GR . . . .
H39B H 0.1335 0.4558 1.2499 0.097 Uiso 1 1 calc GR . . . .
H39C H 0.1959 0.5029 1.1983 0.097 Uiso 1 1 calc GR . . . .
C40 C 0.0359(4) 0.4631(2) 1.0377(5) 0.0690(14) Uani 1 1 d . . . . .
H40A H 0.0280 0.4985 1.0410 0.104 Uiso 1 1 calc GR . . . .
H40B H -0.0234 0.4481 1.0867 0.104 Uiso 1 1 calc GR . . . .
H40C H 0.0211 0.4521 0.9602 0.104 Uiso 1 1 calc GR . . . .


_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
C1 C2 1.390(6) . ?
C1 N2 1.394(5) . ?
C1 C6 1.419(6) . ?
F1 C8 1.355(4) . ?
N1 H1 0.8600 . ?
N1 C9 1.456(5) . ?
N1 C16 1.356(5) . ?
O1 C16 1.240(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.385(7) . ?
N2 C9 1.445(5) . ?
N2 C18 1.456(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.400(10) . ?
C4 H4 0.9300 . ?
C4 C5 1.348(10) . ?
C5 H5 0.9300 . ?
C5 C6 1.398(7) . ?
C6 C7 1.452(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.301(6) . ?
C8 C9 1.506(5) . ?
C9 C10 1.538(6) . ?
C10 C11 1.409(6) . ?
C10 C15 1.395(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.371(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.410(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.361(9) . ?
C14 H14 0.9300 . ?
C14 C15 1.378(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.516(5) . ?
C17 C18 1.527(6) . ?
C17 C19 1.531(6) . ?
C17 C20 1.528(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
F3 C48 1.351(5) . ?
O3 C56 1.222(5) . ?
N5 H5A 0.8600 . ?
N5 C49 1.480(6) . ?
N5 C56 1.346(6) . ?
N6 C41 1.396(5) . ?
N6 C49 1.468(5) . ?
N6 C58 1.446(5) . ?
C41 C42 1.409(6) . ?
C41 C46 1.414(6) . ?
C42 H42 0.9300 . ?
C42 C43 1.408(7) . ?
C43 H43 0.9300 . ?
C43 C44 1.345(9) . ?
C44 H44 0.9300 . ?
C44 C45 1.362(9) . ?
C45 H45 0.9300 . ?
C45 C46 1.374(7) . ?
C46 C47 1.459(7) . ?
C47 H47 0.9300 . ?
C47 C48 1.298(7) . ?
C48 C49 1.515(6) . ?
C49 C50 1.551(7) . ?
C50 C51 1.375(7) . ?
C50 C55 1.368(7) . ?
C51 H51 0.9300 . ?
C51 C52 1.399(8) . ?
C52 H52 0.9300 . ?
C52 C53 1.394(10) . ?
C53 H53 0.9300 . ?
C53 C54 1.326(10) . ?
C54 H54 0.9300 . ?
C54 C55 1.405(8) . ?
C55 H55 0.9300 . ?
C56 C57 1.519(5) . ?
C57 C58 1.526(6) . ?
C57 C59 1.539(7) . ?
C57 C60 1.530(6) . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
F4 C68 1.354(5) . ?
O4 C76 1.231(6) . ?
N7 H7A 0.8600 . ?
N7 C69 1.451(6) . ?
N7 C76 1.350(6) . ?
N8 C61 1.389(5) . ?
N8 C69 1.449(5) . ?
N8 C78 1.447(5) . ?
C61 C62 1.394(6) . ?
C61 C66 1.403(6) . ?
C62 H62 0.9300 . ?
C62 C63 1.370(7) . ?
C63 H63 0.9300 . ?
C63 C64 1.406(9) . ?
C64 H64 0.9300 . ?
C64 C65 1.373(10) . ?
C65 H65 0.9300 . ?
C65 C66 1.391(8) . ?
C66 C67 1.450(7) . ?
C67 H67 0.9300 . ?
C67 C68 1.304(7) . ?
C68 C69 1.524(6) . ?
C69 C70 1.541(6) . ?
C70 C71 1.406(6) . ?
C70 C75 1.406(7) . ?
C71 H71 0.9300 . ?
C71 C72 1.372(8) . ?
C72 H72 0.9300 . ?
C72 C73 1.410(9) . ?
C73 H73 0.9300 . ?
C73 C74 1.367(10) . ?
C74 H74 0.9300 . ?
C74 C75 1.378(8) . ?
C75 H75 0.9300 . ?
C76 C77 1.523(5) . ?
C77 C78 1.525(6) . ?
C77 C79 1.529(7) . ?
C77 C80 1.534(7) . ?
C78 H78B 0.9700 . ?
C78 H78A 0.9700 . ?
C79 H79A 0.9600 . ?
C79 H79B 0.9600 . ?
C79 H79C 0.9600 . ?
C80 H80A 0.9600 . ?
C80 H80B 0.9600 . ?
C80 H80C 0.9600 . ?
F2 C28 1.349(4) . ?
O2 C36 1.232(5) . ?
N3 H3A 0.8600 . ?
N3 C29 1.477(5) . ?
N3 C36 1.336(5) . ?
N4 C21 1.398(5) . ?
N4 C29 1.437(5) . ?
N4 C38 1.449(5) . ?
C21 C22 1.390(6) . ?
C21 C26 1.384(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.399(7) . ?
C23 H23 0.9300 . ?
C23 C24 1.338(11) . ?
C24 H24 0.9300 . ?
C24 C25 1.394(9) . ?
C25 H25 0.9300 . ?
C25 C26 1.386(7) . ?
C26 C27 1.442(7) . ?
C27 H27 0.9300 . ?
C27 C28 1.311(6) . ?
C28 C29 1.517(5) . ?
C29 C30 1.550(6) . ?
C30 C31 1.382(7) . ?
C30 C35 1.376(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.404(8) . ?
C32 H32 0.9300 . ?
C32 C33 1.388(9) . ?
C33 H33 0.9300 . ?
C33 C34 1.351(9) . ?
C34 H34 0.9300 . ?
C34 C35 1.405(7) . ?
C35 H35 0.9300 . ?
C36 C37 1.523(5) . ?
C37 C38 1.533(6) . ?
C37 C39 1.524(6) . ?
C37 C40 1.542(6) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N2 124.4(4) . . ?
C2 C1 C6 117.8(4) . . ?
N2 C1 C6 117.9(4) . . ?
C9 N1 H1 116.7 . . ?
C16 N1 H1 116.7 . . ?
C16 N1 C9 126.5(3) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 C1 121.7(5) . . ?
C3 C2 H2 119.2 . . ?
C1 N2 C9 125.1(3) . . ?
C1 N2 C18 123.0(3) . . ?
C9 N2 C18 111.9(3) . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.9(6) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.0(5) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 118.8 . . ?
C4 C5 C6 122.5(5) . . ?
C6 C5 H5 118.8 . . ?
C1 C6 C7 119.6(4) . . ?
C5 C6 C1 119.0(5) . . ?
C5 C6 C7 121.3(5) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.6(4) . . ?
C8 C7 H7 120.2 . . ?
F1 C8 C9 111.6(3) . . ?
C7 C8 F1 122.4(4) . . ?
C7 C8 C9 126.0(4) . . ?
N1 C9 C8 107.1(3) . . ?
N1 C9 C10 110.1(3) . . ?
N2 C9 N1 110.3(3) . . ?
N2 C9 C8 110.0(3) . . ?
N2 C9 C10 111.2(3) . . ?
C8 C9 C10 108.1(3) . . ?
C11 C10 C9 121.8(4) . . ?
C15 C10 C9 120.9(4) . . ?
C15 C10 C11 117.3(4) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.6(5) . . ?
C12 C11 H11 119.2 . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.4(5) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.5(5) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 121.0(5) . . ?
C15 C14 H14 119.5 . . ?
C10 C15 H15 119.4 . . ?
C14 C15 C10 121.1(5) . . ?
C14 C15 H15 119.4 . . ?
N1 C16 C17 119.3(3) . . ?
O1 C16 N1 120.0(3) . . ?
O1 C16 C17 120.7(3) . . ?
C16 C17 C18 108.3(3) . . ?
C16 C17 C19 107.5(4) . . ?
C16 C17 C20 109.4(3) . . ?
C18 C17 C19 110.8(4) . . ?
C18 C17 C20 110.2(4) . . ?
C20 C17 C19 110.5(4) . . ?
N2 C18 C17 110.2(3) . . ?
N2 C18 H18A 109.6 . . ?
N2 C18 H18B 109.6 . . ?
C17 C18 H18A 109.6 . . ?
C17 C18 H18B 109.6 . . ?
H18A C18 H18B 108.1 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C49 N5 H5A 116.1 . . ?
C56 N5 H5A 116.1 . . ?
C56 N5 C49 127.8(4) . . ?
C41 N6 C49 123.3(3) . . ?
C41 N6 C58 123.7(3) . . ?
C58 N6 C49 112.7(3) . . ?
N6 C41 C42 121.6(4) . . ?
N6 C41 C46 120.1(4) . . ?
C42 C41 C46 118.3(4) . . ?
C41 C42 H42 120.6 . . ?
C43 C42 C41 118.9(5) . . ?
C43 C42 H42 120.6 . . ?
C42 C43 H43 119.4 . . ?
C44 C43 C42 121.1(6) . . ?
C44 C43 H43 119.4 . . ?
C43 C44 H44 119.7 . . ?
C43 C44 C45 120.6(5) . . ?
C45 C44 H44 119.7 . . ?
C44 C45 H45 119.4 . . ?
C44 C45 C46 121.2(5) . . ?
C46 C45 H45 119.4 . . ?
C41 C46 C47 116.9(4) . . ?
C45 C46 C41 119.9(5) . . ?
C45 C46 C47 123.2(5) . . ?
C46 C47 H47 119.4 . . ?
C48 C47 C46 121.2(4) . . ?
C48 C47 H47 119.4 . . ?
F3 C48 C49 110.8(4) . . ?
C47 C48 F3 123.3(4) . . ?
C47 C48 C49 125.8(4) . . ?
N5 C49 C48 106.9(4) . . ?
N5 C49 C50 110.7(4) . . ?
N6 C49 N5 108.4(3) . . ?
N6 C49 C48 108.3(3) . . ?
N6 C49 C50 112.3(4) . . ?
C48 C49 C50 110.0(3) . . ?
C51 C50 C49 116.8(4) . . ?
C55 C50 C49 123.2(5) . . ?
C55 C50 C51 120.0(5) . . ?
C50 C51 H51 119.8 . . ?
C50 C51 C52 120.3(5) . . ?
C52 C51 H51 119.8 . . ?
C51 C52 H52 120.6 . . ?
C53 C52 C51 118.9(6) . . ?
C53 C52 H52 120.6 . . ?
C52 C53 H53 120.0 . . ?
C54 C53 C52 120.0(6) . . ?
C54 C53 H53 120.0 . . ?
C53 C54 H54 119.0 . . ?
C53 C54 C55 121.9(6) . . ?
C55 C54 H54 119.0 . . ?
C50 C55 C54 118.8(6) . . ?
C50 C55 H55 120.6 . . ?
C54 C55 H55 120.6 . . ?
O3 C56 N5 120.7(4) . . ?
O3 C56 C57 121.0(4) . . ?
N5 C56 C57 118.3(4) . . ?
C56 C57 C58 109.2(3) . . ?
C56 C57 C59 107.2(4) . . ?
C56 C57 C60 109.3(4) . . ?
C58 C57 C59 110.3(4) . . ?
C58 C57 C60 110.0(5) . . ?
C60 C57 C59 110.7(5) . . ?
N6 C58 C57 110.1(3) . . ?
N6 C58 H58A 109.6 . . ?
N6 C58 H58B 109.6 . . ?
C57 C58 H58A 109.6 . . ?
C57 C58 H58B 109.6 . . ?
H58A C58 H58B 108.2 . . ?
C57 C59 H59A 109.5 . . ?
C57 C59 H59B 109.5 . . ?
C57 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C57 C60 H60A 109.5 . . ?
C57 C60 H60B 109.5 . . ?
C57 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C69 N7 H7A 116.4 . . ?
C76 N7 H7A 116.4 . . ?
C76 N7 C69 127.2(4) . . ?
C61 N8 C69 125.0(3) . . ?
C61 N8 C78 123.3(3) . . ?
C78 N8 C69 111.5(3) . . ?
N8 C61 C62 123.4(4) . . ?
N8 C61 C66 118.2(4) . . ?
C62 C61 C66 118.4(4) . . ?
C61 C62 H62 119.5 . . ?
C63 C62 C61 121.0(5) . . ?
C63 C62 H62 119.5 . . ?
C62 C63 H63 119.3 . . ?
C62 C63 C64 121.3(5) . . ?
C64 C63 H63 119.3 . . ?
C63 C64 H64 121.4 . . ?
C65 C64 C63 117.2(5) . . ?
C65 C64 H64 121.4 . . ?
C64 C65 H65 118.7 . . ?
C64 C65 C66 122.7(5) . . ?
C66 C65 H65 118.7 . . ?
C61 C66 C67 119.7(4) . . ?
C65 C66 C61 119.3(5) . . ?
C65 C66 C67 121.0(5) . . ?
C66 C67 H67 120.4 . . ?
C68 C67 C66 119.2(4) . . ?
C68 C67 H67 120.4 . . ?
F4 C68 C69 111.8(4) . . ?
C67 C68 F4 122.3(4) . . ?
C67 C68 C69 125.9(4) . . ?
N7 C69 C68 106.8(4) . . ?
N7 C69 C70 110.4(4) . . ?
N8 C69 N7 110.5(3) . . ?
N8 C69 C68 108.3(4) . . ?
N8 C69 C70 112.8(4) . . ?
C68 C69 C70 107.8(3) . . ?
C71 C70 C69 123.0(5) . . ?
C75 C70 C69 119.0(4) . . ?
C75 C70 C71 117.9(5) . . ?
C70 C71 H71 119.6 . . ?
C72 C71 C70 120.9(5) . . ?
C72 C71 H71 119.6 . . ?
C71 C72 H72 119.9 . . ?
C71 C72 C73 120.2(5) . . ?
C73 C72 H72 119.9 . . ?
C72 C73 H73 120.4 . . ?
C74 C73 C72 119.2(5) . . ?
C74 C73 H73 120.4 . . ?
C73 C74 H74 119.4 . . ?
C73 C74 C75 121.2(6) . . ?
C75 C74 H74 119.4 . . ?
C70 C75 H75 119.7 . . ?
C74 C75 C70 120.6(5) . . ?
C74 C75 H75 119.7 . . ?
O4 C76 N7 121.0(4) . . ?
O4 C76 C77 121.0(4) . . ?
N7 C76 C77 118.0(4) . . ?
C76 C77 C78 108.7(3) . . ?
C76 C77 C79 107.8(4) . . ?
C76 C77 C80 109.6(4) . . ?
C78 C77 C79 110.5(4) . . ?
C78 C77 C80 109.6(5) . . ?
C79 C77 C80 110.6(5) . . ?
N8 C78 C77 109.9(4) . . ?
N8 C78 H78B 109.7 . . ?
N8 C78 H78A 109.7 . . ?
C77 C78 H78B 109.7 . . ?
C77 C78 H78A 109.7 . . ?
H78B C78 H78A 108.2 . . ?
C77 C79 H79A 109.5 . . ?
C77 C79 H79B 109.5 . . ?
C77 C79 H79C 109.5 . . ?
H79A C79 H79B 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
C77 C80 H80A 109.5 . . ?
C77 C80 H80B 109.5 . . ?
C77 C80 H80C 109.5 . . ?
H80A C80 H80B 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
C29 N3 H3A 116.3 . . ?
C36 N3 H3A 116.3 . . ?
C36 N3 C29 127.3(3) . . ?
C21 N4 C29 123.9(3) . . ?
C21 N4 C38 124.6(3) . . ?
C29 N4 C38 111.5(3) . . ?
C22 C21 N4 120.7(4) . . ?
C26 C21 N4 120.4(4) . . ?
C26 C21 C22 118.9(4) . . ?
C21 C22 H22 120.5 . . ?
C21 C22 C23 119.1(6) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 118.7 . . ?
C24 C23 C22 122.5(6) . . ?
C24 C23 H23 118.7 . . ?
C23 C24 H24 120.7 . . ?
C23 C24 C25 118.6(5) . . ?
C25 C24 H24 120.7 . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.6(6) . . ?
C26 C25 H25 119.7 . . ?
C21 C26 C25 120.4(5) . . ?
C21 C26 C27 118.9(4) . . ?
C25 C26 C27 120.7(5) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.7(4) . . ?
C28 C27 H27 120.1 . . ?
F2 C28 C29 112.4(3) . . ?
C27 C28 F2 122.1(4) . . ?
C27 C28 C29 125.5(4) . . ?
N3 C29 C28 106.2(3) . . ?
N3 C29 C30 110.7(3) . . ?
N4 C29 N3 110.1(3) . . ?
N4 C29 C28 109.9(3) . . ?
N4 C29 C30 112.5(3) . . ?
C28 C29 C30 107.2(3) . . ?
C31 C30 C29 118.9(4) . . ?
C35 C30 C29 121.4(4) . . ?
C35 C30 C31 119.6(4) . . ?
C30 C31 H31 120.1 . . ?
C30 C31 C32 119.9(5) . . ?
C32 C31 H31 120.1 . . ?
C31 C32 H32 120.1 . . ?
C33 C32 C31 119.8(5) . . ?
C33 C32 H32 120.1 . . ?
C32 C33 H33 120.0 . . ?
C34 C33 C32 120.0(5) . . ?
C34 C33 H33 120.0 . . ?
C33 C34 H34 119.7 . . ?
C33 C34 C35 120.5(5) . . ?
C35 C34 H34 119.7 . . ?
C30 C35 C34 120.1(5) . . ?
C30 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
O2 C36 N3 120.9(4) . . ?
O2 C36 C37 120.8(3) . . ?
N3 C36 C37 118.2(3) . . ?
C36 C37 C38 108.9(3) . . ?
C36 C37 C39 107.8(4) . . ?
C36 C37 C40 109.3(3) . . ?
C38 C37 C40 109.5(4) . . ?
C39 C37 C38 110.7(4) . . ?
C39 C37 C40 110.4(4) . . ?
N4 C38 C37 110.5(3) . . ?
N4 C38 H38A 109.6 . . ?
N4 C38 H38B 109.6 . . ?
C37 C38 H38A 109.6 . . ?
C37 C38 H38B 109.6 . . ?
H38A C38 H38B 108.1 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?

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
C1 C2 C3 C4 2.3(9) . . . . ?
C1 N2 C9 N1 134.2(4) . . . . ?
C1 N2 C9 C8 16.3(5) . . . . ?
C1 N2 C9 C10 -103.4(4) . . . . ?
C1 N2 C18 C17 -110.8(4) . . . . ?
C1 C6 C7 C8 5.2(7) . . . . ?
F1 C8 C9 N1 52.1(4) . . . . ?
F1 C8 C9 N2 171.9(3) . . . . ?
F1 C8 C9 C10 -66.5(4) . . . . ?
N1 C9 C10 C11 -26.6(5) . . . . ?
N1 C9 C10 C15 156.9(4) . . . . ?
N1 C16 C17 C18 18.1(5) . . . . ?
N1 C16 C17 C19 -101.7(4) . . . . ?
N1 C16 C17 C20 138.3(4) . . . . ?
O1 C16 C17 C18 -163.0(4) . . . . ?
O1 C16 C17 C19 77.2(5) . . . . ?
O1 C16 C17 C20 -42.8(6) . . . . ?
C2 C1 N2 C9 167.3(4) . . . . ?
C2 C1 N2 C18 -13.3(6) . . . . ?
C2 C1 C6 C5 -1.8(6) . . . . ?
C2 C1 C6 C7 -179.1(4) . . . . ?
C2 C3 C4 C5 -3.6(10) . . . . ?
N2 C1 C2 C3 -179.9(5) . . . . ?
N2 C1 C6 C5 178.5(4) . . . . ?
N2 C1 C6 C7 1.2(6) . . . . ?
N2 C9 C10 C11 -149.1(4) . . . . ?
N2 C9 C10 C15 34.4(6) . . . . ?
C3 C4 C5 C6 2.2(10) . . . . ?
C4 C5 C6 C1 0.5(8) . . . . ?
C4 C5 C6 C7 177.8(6) . . . . ?
C5 C6 C7 C8 -172.0(5) . . . . ?
C6 C1 C2 C3 0.4(7) . . . . ?
C6 C1 N2 C9 -13.0(6) . . . . ?
C6 C1 N2 C18 166.4(4) . . . . ?
C6 C7 C8 F1 178.0(4) . . . . ?
C6 C7 C8 C9 -0.6(7) . . . . ?
C7 C8 C9 N1 -129.2(5) . . . . ?
C7 C8 C9 N2 -9.3(6) . . . . ?
C7 C8 C9 C10 112.2(5) . . . . ?
C8 C9 C10 C11 90.0(5) . . . . ?
C8 C9 C10 C15 -86.4(5) . . . . ?
C9 N1 C16 O1 -176.9(4) . . . . ?
C9 N1 C16 C17 1.9(6) . . . . ?
C9 N2 C18 C17 68.7(4) . . . . ?
C9 C10 C11 C12 -175.0(4) . . . . ?
C9 C10 C15 C14 175.7(5) . . . . ?
C10 C11 C12 C13 -3.0(7) . . . . ?
C11 C10 C15 C14 -0.9(7) . . . . ?
C11 C12 C13 C14 3.6(8) . . . . ?
C12 C13 C14 C15 -3.0(9) . . . . ?
C13 C14 C15 C10 1.6(9) . . . . ?
C15 C10 C11 C12 1.6(7) . . . . ?
C16 N1 C9 N2 10.8(6) . . . . ?
C16 N1 C9 C8 130.5(4) . . . . ?
C16 N1 C9 C10 -112.2(4) . . . . ?
C16 C17 C18 N2 -51.5(4) . . . . ?
C18 N2 C9 N1 -45.3(4) . . . . ?
C18 N2 C9 C8 -163.2(3) . . . . ?
C18 N2 C9 C10 77.1(4) . . . . ?
C19 C17 C18 N2 66.2(4) . . . . ?
C20 C17 C18 N2 -171.1(3) . . . . ?
F3 C48 C49 N5 50.7(5) . . . . ?
F3 C48 C49 N6 167.3(4) . . . . ?
F3 C48 C49 C50 -69.6(5) . . . . ?
O3 C56 C57 C58 -159.9(5) . . . . ?
O3 C56 C57 C59 80.6(6) . . . . ?
O3 C56 C57 C60 -39.5(7) . . . . ?
N5 C49 C50 C51 178.9(4) . . . . ?
N5 C49 C50 C55 -2.8(6) . . . . ?
N5 C56 C57 C58 21.3(6) . . . . ?
N5 C56 C57 C59 -98.2(5) . . . . ?
N5 C56 C57 C60 141.7(5) . . . . ?
N6 C41 C42 C43 -179.2(4) . . . . ?
N6 C41 C46 C45 179.4(5) . . . . ?
N6 C41 C46 C47 0.3(6) . . . . ?
N6 C49 C50 C51 57.5(5) . . . . ?
N6 C49 C50 C55 -124.1(5) . . . . ?
C41 N6 C49 N5 140.4(4) . . . . ?
C41 N6 C49 C48 24.7(6) . . . . ?
C41 N6 C49 C50 -97.0(5) . . . . ?
C41 N6 C58 C57 -118.5(4) . . . . ?
C41 C42 C43 C44 0.5(9) . . . . ?
C41 C46 C47 C48 8.7(8) . . . . ?
C42 C41 C46 C45 -0.6(7) . . . . ?
C42 C41 C46 C47 -179.7(4) . . . . ?
C42 C43 C44 C45 -2.2(10) . . . . ?
C43 C44 C45 C46 2.4(10) . . . . ?
C44 C45 C46 C41 -1.0(9) . . . . ?
C44 C45 C46 C47 178.0(6) . . . . ?
C45 C46 C47 C48 -170.4(5) . . . . ?
C46 C41 C42 C43 0.8(7) . . . . ?
C46 C47 C48 F3 176.7(4) . . . . ?
C46 C47 C48 C49 0.1(8) . . . . ?
C47 C48 C49 N5 -132.4(5) . . . . ?
C47 C48 C49 N6 -15.7(7) . . . . ?
C47 C48 C49 C50 107.4(6) . . . . ?
C48 C49 C50 C51 -63.2(5) . . . . ?
C48 C49 C50 C55 115.2(5) . . . . ?
C49 N5 C56 O3 177.7(5) . . . . ?
C49 N5 C56 C57 -3.5(7) . . . . ?
C49 N6 C41 C42 161.3(4) . . . . ?
C49 N6 C41 C46 -18.7(6) . . . . ?
C49 N6 C58 C57 68.1(5) . . . . ?
C49 C50 C51 C52 176.1(5) . . . . ?
C49 C50 C55 C54 -176.4(4) . . . . ?
C50 C51 C52 C53 2.6(9) . . . . ?
C51 C50 C55 C54 1.8(7) . . . . ?
C51 C52 C53 C54 -2.5(10) . . . . ?
C52 C53 C54 C55 2.1(10) . . . . ?
C53 C54 C55 C50 -1.8(8) . . . . ?
C55 C50 C51 C52 -2.3(8) . . . . ?
C56 N5 C49 N6 14.6(6) . . . . ?
C56 N5 C49 C48 131.2(5) . . . . ?
C56 N5 C49 C50 -109.0(5) . . . . ?
C56 C57 C58 N6 -52.1(5) . . . . ?
C58 N6 C41 C42 -11.4(6) . . . . ?
C58 N6 C41 C46 168.6(4) . . . . ?
C58 N6 C49 N5 -46.1(5) . . . . ?
C58 N6 C49 C48 -161.8(4) . . . . ?
C58 N6 C49 C50 76.5(5) . . . . ?
C59 C57 C58 N6 65.6(5) . . . . ?
C60 C57 C58 N6 -172.0(4) . . . . ?
F4 C68 C69 N7 -49.3(5) . . . . ?
F4 C68 C69 N8 -168.3(4) . . . . ?
F4 C68 C69 C70 69.3(5) . . . . ?
O4 C76 C77 C78 159.3(5) . . . . ?
O4 C76 C77 C79 -80.9(6) . . . . ?
O4 C76 C77 C80 39.5(7) . . . . ?
N7 C69 C70 C71 0.5(5) . . . . ?
N7 C69 C70 C75 178.0(4) . . . . ?
N7 C76 C77 C78 -21.4(6) . . . . ?
N7 C76 C77 C79 98.4(5) . . . . ?
N7 C76 C77 C80 -141.2(5) . . . . ?
N8 C61 C62 C63 178.3(5) . . . . ?
N8 C61 C66 C65 -179.3(5) . . . . ?
N8 C61 C66 C67 0.3(6) . . . . ?
N8 C69 C70 C71 124.7(5) . . . . ?
N8 C69 C70 C75 -57.8(5) . . . . ?
C61 N8 C69 N7 -139.4(4) . . . . ?
C61 N8 C69 C68 -22.7(6) . . . . ?
C61 N8 C69 C70 96.5(5) . . . . ?
C61 N8 C78 C77 116.8(4) . . . . ?
C61 C62 C63 C64 2.4(8) . . . . ?
C61 C66 C67 C68 -8.7(8) . . . . ?
C62 C61 C66 C65 1.1(7) . . . . ?
C62 C61 C66 C67 -179.4(5) . . . . ?
C62 C63 C64 C65 -1.6(10) . . . . ?
C63 C64 C65 C66 0.6(10) . . . . ?
C64 C65 C66 C61 -0.4(9) . . . . ?
C64 C65 C66 C67 -180.0(6) . . . . ?
C65 C66 C67 C68 170.8(5) . . . . ?
C66 C61 C62 C63 -2.0(7) . . . . ?
C66 C67 C68 F4 -177.1(4) . . . . ?
C66 C67 C68 C69 0.8(8) . . . . ?
C67 C68 C69 N7 132.6(5) . . . . ?
C67 C68 C69 N8 13.5(7) . . . . ?
C67 C68 C69 C70 -108.8(6) . . . . ?
C68 C69 C70 C71 -115.7(5) . . . . ?
C68 C69 C70 C75 61.7(5) . . . . ?
C69 N7 C76 O4 -178.2(5) . . . . ?
C69 N7 C76 C77 2.4(7) . . . . ?
C69 N8 C61 C62 -163.1(4) . . . . ?
C69 N8 C61 C66 17.3(6) . . . . ?
C69 N8 C78 C77 -68.4(4) . . . . ?
C69 C70 C71 C72 178.9(4) . . . . ?
C69 C70 C75 C74 -179.1(5) . . . . ?
C70 C71 C72 C73 -2.2(7) . . . . ?
C71 C70 C75 C74 -1.5(7) . . . . ?
C71 C72 C73 C74 3.1(8) . . . . ?
C72 C73 C74 C75 -3.3(9) . . . . ?
C73 C74 C75 C70 2.5(9) . . . . ?
C75 C70 C71 C72 1.4(7) . . . . ?
C76 N7 C69 N8 -13.6(6) . . . . ?
C76 N7 C69 C68 -131.2(5) . . . . ?
C76 N7 C69 C70 111.9(5) . . . . ?
C76 C77 C78 N8 53.1(5) . . . . ?
C78 N8 C61 C62 11.1(7) . . . . ?
C78 N8 C61 C66 -168.6(4) . . . . ?
C78 N8 C69 N7 45.8(5) . . . . ?
C78 N8 C69 C68 162.5(4) . . . . ?
C78 N8 C69 C70 -78.3(5) . . . . ?
C79 C77 C78 N8 -65.0(5) . . . . ?
C80 C77 C78 N8 172.8(4) . . . . ?
F2 C28 C29 N3 -52.3(4) . . . . ?
F2 C28 C29 N4 -171.3(3) . . . . ?
F2 C28 C29 C30 66.1(4) . . . . ?
O2 C36 C37 C38 162.7(4) . . . . ?
O2 C36 C37 C39 -77.1(5) . . . . ?
O2 C36 C37 C40 43.0(6) . . . . ?
N3 C29 C30 C31 -155.9(4) . . . . ?
N3 C29 C30 C35 28.4(5) . . . . ?
N3 C36 C37 C38 -18.4(5) . . . . ?
N3 C36 C37 C39 101.9(4) . . . . ?
N3 C36 C37 C40 -138.0(4) . . . . ?
N4 C21 C22 C23 178.3(5) . . . . ?
N4 C21 C26 C25 -178.3(5) . . . . ?
N4 C21 C26 C27 1.0(6) . . . . ?
N4 C29 C30 C31 -32.3(5) . . . . ?
N4 C29 C30 C35 152.0(4) . . . . ?
C21 N4 C29 N3 -131.5(4) . . . . ?
C21 N4 C29 C28 -14.8(6) . . . . ?
C21 N4 C29 C30 104.5(4) . . . . ?
C21 N4 C38 C37 109.3(4) . . . . ?
C21 C22 C23 C24 0.8(10) . . . . ?
C21 C26 C27 C28 -6.6(7) . . . . ?
C22 C21 C26 C25 1.4(7) . . . . ?
C22 C21 C26 C27 -179.2(4) . . . . ?
C22 C23 C24 C25 -0.1(11) . . . . ?
C23 C24 C25 C26 0.1(10) . . . . ?
C24 C25 C26 C21 -0.8(9) . . . . ?
C24 C25 C26 C27 179.9(6) . . . . ?
C25 C26 C27 C28 172.7(5) . . . . ?
C26 C21 C22 C23 -1.4(8) . . . . ?
C26 C27 C28 F2 -178.5(4) . . . . ?
C26 C27 C28 C29 1.0(7) . . . . ?
C27 C28 C29 N3 128.2(5) . . . . ?
C27 C28 C29 N4 9.1(6) . . . . ?
C27 C28 C29 C30 -113.4(5) . . . . ?
C28 C29 C30 C31 88.6(5) . . . . ?
C28 C29 C30 C35 -87.1(5) . . . . ?
C29 N3 C36 O2 178.7(4) . . . . ?
C29 N3 C36 C37 -0.3(6) . . . . ?
C29 N4 C21 C22 -169.0(4) . . . . ?
C29 N4 C21 C26 10.8(6) . . . . ?
C29 N4 C38 C37 -68.4(4) . . . . ?
C29 C30 C31 C32 -177.8(4) . . . . ?
C29 C30 C35 C34 177.9(4) . . . . ?
C30 C31 C32 C33 2.6(8) . . . . ?
C31 C30 C35 C34 2.3(7) . . . . ?
C31 C32 C33 C34 -3.3(9) . . . . ?
C32 C33 C34 C35 3.6(8) . . . . ?
C33 C34 C35 C30 -3.1(8) . . . . ?
C35 C30 C31 C32 -2.0(7) . . . . ?
C36 N3 C29 N4 -12.8(6) . . . . ?
C36 N3 C29 C28 -131.7(4) . . . . ?
C36 N3 C29 C30 112.2(5) . . . . ?
C36 C37 C38 N4 51.2(4) . . . . ?
C38 N4 C21 C22 13.6(6) . . . . ?
C38 N4 C21 C26 -166.6(4) . . . . ?
C38 N4 C29 N3 46.2(4) . . . . ?
C38 N4 C29 C28 162.9(3) . . . . ?
C38 N4 C29 C30 -77.8(4) . . . . ?
C39 C37 C38 N4 -67.2(4) . . . . ?
C40 C37 C38 N4 170.8(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 1.353
_oxdiff_exptl_absorpt_empirical_full_min 0.830
