#------------------------------------------------------------------------------
#$Date: 2024-02-04 13:31:11 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289414 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/04/1570415.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1570415
loop_
_publ_author_name
'Cheng, Qiuhong'
'Hao, Aiyou'
'Xing, Pengyao'
_publ_section_title
;
 Selective chiral dimerization and folding driven by arene-perfluoroarene
 force.
;
_journal_issue                   2
_journal_name_full               'Chemical science'
_journal_page_first              618
_journal_page_last               628
_journal_paper_doi               10.1039/d3sc05212e
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C33 H22 F7 N3 O2'
_chemical_formula_sum            'C33 H22 F7 N3 O2'
_chemical_formula_weight         625.53
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-03-03
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2023-03-03 deposited with the CCDC.	2023-11-28 downloaded from the CCDC.
;
_cell_angle_alpha                80.978(2)
_cell_angle_beta                 81.965(2)
_cell_angle_gamma                67.556(3)
_cell_formula_units_Z            2
_cell_length_a                   8.3043(2)
_cell_length_b                   8.6910(2)
_cell_length_c                   20.6746(4)
_cell_measurement_reflns_used    15026
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      75.7770
_cell_measurement_theta_min      5.5070
_cell_volume                     1356.82(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     37.00  97.00   1.00    0.90    --  106.65-125.00  90.00   60
  2  ω     40.00 104.00   1.00    0.90    --  106.65-113.00  29.00   64
  3  ω     33.00  67.00   1.00    0.20    --   48.67-113.00  29.00   34
  4  ω     34.00  86.00   1.00    0.90    --  106.65 -99.00 150.00   52
  5  ω     34.00  96.00   1.00    0.20    --   48.67-125.00 -60.00   62
  6  ω     47.00 107.00   1.00    0.90    --  106.65-106.00-168.01   60
  7  ω     34.00 106.00   1.00    0.90    --  106.65 -99.00-150.00   72
  8  ω     41.00  72.00   1.00    0.90    --  106.65 -99.00-120.00   31
  9  ω     46.00 106.00   1.00    0.90    --  106.65 -99.00 -90.00   60
 10  ω     80.00 105.00   1.00    0.90    --  106.65 -99.00 -60.00   25
 11  ω     36.00  75.00   1.00    0.90    --  106.65 -99.00 -60.00   39
 12  ω     36.00 106.00   1.00    0.90    --  106.65 -99.00  90.00   70
 13  ω     76.00 105.00   1.00    0.90    --  106.65 -99.00  30.00   29
 14  ω     -1.00  43.00   1.00    0.20    --   48.67 -38.00-120.00   44
 15  ω     39.00  66.00   1.00    0.90    --  106.65 -57.00-150.00   27
 16  ω     35.00  95.00   1.00    0.90    --  106.65 -77.00 -60.00   60
 17  ω     40.00  65.00   1.00    0.90    --  106.65 -57.00 -60.00   25
 18  ω     76.00 101.00   1.00    0.90    --  106.65 -77.00  60.00   25
 19  ω    114.00 140.00   1.00    0.90    --  106.65 113.00 121.00   26
 20  ω     37.00  65.00   1.00    0.20    --   58.00  74.00  38.70   28
 21  ω     35.00  61.00   1.00    0.20    --   58.00  77.00  82.95   26
 22  ω     47.00  79.00   1.00    0.20    --   70.00  77.00  61.00   32
 23  ω     83.00 109.00   1.00    0.20    --   58.00  77.00  82.95   26
 24  ω     43.00  69.00   1.00    0.20    --   66.00  77.00 -12.18   26
 25  ω     47.00  73.00   1.00    0.20    --   70.00  77.00 -28.49   26
 26  ω     28.00  53.00   1.00    0.20    --   48.67  77.00-120.00   25
 27  ω     37.00  63.00   1.00    0.20    --   58.00  75.00 -31.77   26
 28  ω     41.00  71.00   1.00    0.20    --   62.00  74.00 130.86   30
 29  ω      9.00  34.00   1.00    0.20    --   38.00  90.00  -5.49   25
 30  ω      2.00  33.00   1.00    0.20    --   30.00  91.00-109.21   31
 31  ω    -10.00  19.00   1.00    0.20    --   22.00  99.00  -5.39   29
 32  ω    -40.00 -13.00   1.00    0.20    --    6.00 124.00  30.43   27
 33  ω     -2.00  29.00   1.00    0.20    --   30.00  96.00 149.82   31
 34  ω    -81.00 -56.00   1.00    0.20    --  -48.67 113.00 121.00   25
 35  ω    -61.00 -36.00   1.00    0.90    --  -91.75 113.00 121.00   25
 36  ω    -56.00 -29.00   1.00    0.90    --  -91.75  57.00  60.00   27
 37  ω   -145.00-118.00   1.00    0.90    --  -86.00 -77.00 134.69   27
 38  ω    -93.00 -63.00   1.00    0.90    --  -86.00 -77.00 134.69   30
 39  ω   -156.00 -69.00   1.00    0.90    --  -91.75 -77.00 120.00   87
 40  ω   -114.00 -70.00   1.00    0.90    --  -91.75 -77.00 -50.18   44
 41  ω   -162.00-119.00   1.00    0.90    --  -91.75 -77.00 -50.18   43
 42  ω   -161.00-135.00   1.00    0.90    --  -91.75 -77.00 -60.00   26
 43  ω   -157.00 -69.00   1.00    0.90    --  -91.75 -77.00-150.00   88
 44  ω    -68.00 -43.00   1.00    0.20    --  -66.00 -77.00-128.30   25
 45  ω   -116.00 -72.00   1.00    0.90    --  -91.75 -77.00 -60.00   44
 46  ω    -96.00 -69.00   1.00    0.90    --  -91.75 -76.00 -40.29   27
 47  ω   -110.00 -69.00   1.00    0.90    --  -91.75 -76.00  95.95   41
 48  ω   -113.00 -79.00   1.00    0.20    --  -62.00 -76.00 164.88   34
 49  ω    -64.00 -35.00   1.00    0.20    --  -58.00 -76.00 130.87   29
 50  ω    -76.00 -51.00   1.00    0.90    --  -74.00 -76.00 -25.88   25
 51  ω    -77.00 -51.00   1.00    0.90    --  -74.00 -76.00-158.44   26
 52  ω    -87.00 -59.00   1.00    0.90    --  -82.00 -76.00-117.99   28
 53  ω   -103.00 -64.00   1.00    0.90    --  -86.00 -75.00 -93.93   39
 54  ω   -159.00-119.00   1.00    0.90    --  -91.75 -76.00 -40.29   40
 55  ω   -156.00 -71.00   1.00    0.90    --  -91.75 -75.00 -75.08   85
 56  ω   -100.00 -70.00   1.00    0.90    --  -91.75 -75.00 -12.40   30
 57  ω   -158.00 -71.00   1.00    0.90    --  -91.75 -75.00-113.55   87
 58  ω   -146.00-120.00   1.00    0.90    --  -74.00 -76.00 -25.88   26
 59  ω   -163.00-113.00   1.00    0.90    --  -91.75 -75.00 -12.40   50
 60  ω   -126.00 -70.00   1.00    0.90    --  -91.75 -74.00-141.36   56
 61  ω   -145.00 -71.00   1.00    0.90    --  -91.75 -73.00  60.20   74
 62  ω    -83.00 -57.00   1.00    0.90    --  -78.00 -73.00  65.99   26
 63  ω    -83.00 -57.00   1.00    0.90    --  -78.00 -72.00 107.25   26
 64  ω    -65.00 -39.00   1.00    0.20    --  -62.00 -76.00 164.88   26
 65  ω    -81.00 -56.00   1.00    0.90    --  -78.00 -75.00 163.05   25
 66  ω    -99.00 -72.00   1.00    0.90    --  -91.75 -70.00  99.28   27
 67  ω   -159.00 -71.00   1.00    0.90    --  -91.75 -71.00  69.18   88
 68  ω   -149.00-123.00   1.00    0.90    --  -91.75 -70.00  99.28   26
 69  ω    -80.00 -46.00   1.00    0.20    --  -66.00 -69.00  65.68   34
 70  ω   -106.00 -72.00   1.00    0.90    --  -91.75 -69.00  30.17   34
 71  ω    -81.00 -55.00   1.00    0.90    --  -74.00 -70.00 -16.29   26
 72  ω    -76.00 -44.00   1.00    0.20    --  -62.00 -71.00-101.09   32
 73  ω    -81.00 -50.00   1.00    0.20    --  -70.00 -69.00-106.27   31
 74  ω   -157.00 -71.00   1.00    0.90    --  -91.75 -72.00-131.27   86
 75  ω   -163.00-123.00   1.00    0.90    --  -91.75 -69.00  30.17   40
 76  ω    -82.00 -56.00   1.00    0.90    --  -74.00 -66.00  -5.81   26
 77  ω    -82.00 -56.00   1.00    0.90    --  -74.00 -66.00  24.58   26
 78  ω    -98.00 -73.00   1.00    0.90    --  -91.75 -66.00  -6.68   25
 79  ω   -104.00 -76.00   1.00    0.90    --  -91.75 -64.00 -40.33   28
 80  ω   -147.00-122.00   1.00    0.90    --  -91.75 -66.00  -6.68   25
 81  ω   -163.00 -97.00   1.00    0.90    --  -91.75 -63.00  12.40   66
 82  ω   -137.00 -74.00   1.00    0.90    --  -91.75 -63.00-115.68   63
 83  ω   -102.00 -75.00   1.00    0.90    --  -91.75 -62.00  -4.46   27
 84  ω    -82.00 -54.00   1.00    0.90    --  -74.00 -69.00 135.58   28
 85  ω   -102.00 -73.00   1.00    0.90    --  -91.75 -67.00 176.32   29
 86  ω   -160.00-104.00   1.00    0.90    --  -91.75 -55.00 156.24   56
 87  ω   -158.00 -78.00   1.00    0.90    --  -91.75 -48.00 131.60   80
 88  ω   -122.00 -90.00   1.00    0.90    --  -91.75-113.00  29.00   32
 89  ω   -119.00 -88.00   1.00    0.20    --  -48.67 -77.00 -60.00   31
 90  ω    -82.00 -26.00   1.00    0.20    --  -48.67 -77.00 -60.00   56
 91  ω    -79.00 -36.00   1.00    0.20    --  -48.67 -19.00   0.00   43
 92  ω   -100.00 -39.00   1.00    0.20    --  -48.67 -38.00 -30.00   61
 93  ω    -66.00 -26.00   1.00    0.20    --  -48.67 -77.00 -90.00   40
 94  ω    -67.00 -26.00   1.00    0.20    --  -48.67 -77.00-180.00   41
 95  ω   -118.00 -92.00   1.00    0.20    --  -48.67 -77.00-180.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1448854000
_diffrn_orient_matrix_UB_12      0.1647864000
_diffrn_orient_matrix_UB_13      0.0185502000
_diffrn_orient_matrix_UB_21      0.0447356000
_diffrn_orient_matrix_UB_22      -0.0480659000
_diffrn_orient_matrix_UB_23      0.0720638000
_diffrn_orient_matrix_UB_31      0.1326848000
_diffrn_orient_matrix_UB_32      0.0882809000
_diffrn_orient_matrix_UB_33      -0.0141097000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            36813
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.602
_diffrn_reflns_theta_min         4.347
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.119
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80700
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.531
_exptl_crystal_description       plate
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.031
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         5365
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0574
_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)+(0.0923P)²+0.9412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1627
_refine_ls_wR_factor_ref         0.1729
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4388
_reflns_number_total             5365
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc05212e2.cif
_cod_data_source_block           221027pma_auto
_cod_depositor_comments
'Adding full bibliography for 1570414--1570417.cif.'
_cod_original_cell_volume        1356.83(6)
_cod_database_code               1570415
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CONF
_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.
;
_shelx_estimated_absorpt_t_max   0.978
_shelx_estimated_absorpt_t_min   0.936
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 Ternary CH refined with riding coordinates:
 C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C13(H13A,H13B), C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 N18(H18), N15(H15), N11(H11), C32(H32), C44(H44), C31(H31), C45(H45),
 C36(H36), C42(H42), C37(H37), C40(H40), C41(H41)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_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 1.410
_oxdiff_exptl_absorpt_empirical_full_min 0.723
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
F29 F 0.3649(2) 0.52654(17) 0.14536(7) 0.0433(4) Uani 1 1 d . . . . .
F23 F 0.6734(2) 0.08193(19) 0.29664(7) 0.0465(4) Uani 1 1 d . . . . .
F28 F 0.2535(2) 0.45859(18) 0.04693(7) 0.0468(4) Uani 1 1 d . . . . .
F25 F 0.6230(2) -0.13673(17) 0.23557(8) 0.0476(4) Uani 1 1 d . . . . .
F24 F 0.4952(2) -0.20391(17) 0.14062(8) 0.0492(4) Uani 1 1 d . . . . .
F27 F 0.2086(2) 0.2330(2) -0.01485(7) 0.0525(4) Uani 1 1 d . . . . .
O20 O 0.6386(2) 0.9476(2) 0.60033(8) 0.0367(4) Uani 1 1 d . . . . .
F26 F 0.3279(2) -0.0943(2) 0.03048(8) 0.0511(4) Uani 1 1 d . . . . .
O22 O 0.8148(2) 0.51217(19) 0.47646(9) 0.0374(4) Uani 1 1 d . . . . .
N18 N 0.8472(2) 0.7490(2) 0.54408(8) 0.0293(4) Uani 1 1 d . . . . .
H18 H 0.948493 0.664866 0.545659 0.035 Uiso 1 1 calc R U . . .
N15 N 0.5678(3) 0.7073(2) 0.43879(9) 0.0340(4) Uani 1 1 d . . . . .
H15 H 0.501647 0.814407 0.433956 0.041 Uiso 1 1 calc R U . . .
N11 N 0.5416(3) 0.4290(3) 0.25431(10) 0.0406(5) Uani 1 1 d . . . . .
H11 H 0.572551 0.507373 0.229867 0.049 Uiso 1 1 calc R U . . .
C33 C 0.8892(3) 0.8327(2) 0.70536(9) 0.0235(4) Uani 1 1 d . . . . .
C34 C 0.9745(3) 0.7461(3) 0.76319(9) 0.0236(4) Uani 1 1 d . . . . .
C39 C 1.0037(3) 0.8361(3) 0.80922(10) 0.0246(4) Uani 1 1 d . . . . .
C43 C 0.8681(3) 0.7394(3) 0.65969(10) 0.0245(4) Uani 1 1 d . . . . .
C35 C 1.0312(3) 0.5680(3) 0.77486(10) 0.0259(4) Uani 1 1 d . . . . .
C16 C 0.7182(3) 0.6600(3) 0.46562(10) 0.0269(4) Uani 1 1 d . . . . .
C19 C 0.7746(3) 0.8226(3) 0.59875(10) 0.0257(4) Uani 1 1 d . . . . .
C32 C 0.8333(3) 1.0132(3) 0.69678(10) 0.0279(4) Uani 1 1 d . . . . .
H32 H 0.776275 1.074020 0.658812 0.033 Uiso 1 1 calc R U . . .
C30 C 0.9458(3) 1.0140(3) 0.79916(10) 0.0273(4) Uani 1 1 d . . . . .
C44 C 0.9291(3) 0.5643(3) 0.67151(10) 0.0279(4) Uani 1 1 d . . . . .
H44 H 0.916533 0.502021 0.639947 0.033 Uiso 1 1 calc R U . . .
C31 C 0.8597(3) 1.0979(3) 0.74096(11) 0.0300(5) Uani 1 1 d . . . . .
H31 H 0.820064 1.216652 0.733379 0.036 Uiso 1 1 calc R U . . .
C9 C 0.4012(3) 0.2490(3) 0.13109(10) 0.0269(4) Uani 1 1 d . . . . .
C45 C 1.0076(3) 0.4800(3) 0.72847(10) 0.0281(4) Uani 1 1 d . . . . .
H45 H 1.045451 0.361324 0.735872 0.034 Uiso 1 1 calc R U . . .
C17 C 0.7664(3) 0.8016(3) 0.48197(10) 0.0301(5) Uani 1 1 d . . . . .
H17 H 0.658158 0.903984 0.486467 0.036 Uiso 1 1 calc R U . . .
C38 C 1.0896(3) 0.7485(3) 0.86698(10) 0.0297(5) Uani 1 1 d . . . . .
C4 C 0.4658(3) 0.0744(3) 0.15497(11) 0.0304(5) Uani 1 1 d . . . . .
C10 C 0.4263(3) 0.3610(3) 0.16674(11) 0.0311(5) Uani 1 1 d . . . . .
C2 C 0.5778(3) 0.1393(3) 0.24437(11) 0.0349(5) Uani 1 1 d . . . . .
C8 C 0.3145(3) 0.2968(3) 0.07235(11) 0.0338(5) Uani 1 1 d . . . . .
C36 C 1.1148(3) 0.4844(3) 0.83424(11) 0.0311(5) Uani 1 1 d . . . . .
H36 H 1.150546 0.366050 0.843005 0.037 Uiso 1 1 calc R U . . .
C42 C 0.9739(3) 1.0994(3) 0.84566(11) 0.0337(5) Uani 1 1 d . . . . .
H42 H 0.933936 1.218266 0.839363 0.040 Uiso 1 1 calc R U . . .
C3 C 0.5543(3) 0.0259(3) 0.21207(12) 0.0352(5) Uani 1 1 d . . . . .
C5 C 0.4377(3) -0.0392(3) 0.11935(13) 0.0369(5) Uani 1 1 d . . . . .
C37 C 1.1430(3) 0.5699(3) 0.87714(11) 0.0339(5) Uani 1 1 d . . . . .
H37 H 1.199942 0.510516 0.915304 0.041 Uiso 1 1 calc R U . . .
C1 C 0.5128(3) 0.3127(3) 0.22386(11) 0.0336(5) Uani 1 1 d . . . . .
C14 C 0.5094(3) 0.5874(3) 0.41719(11) 0.0350(5) Uani 1 1 d . . . . .
H14A H 0.380860 0.623833 0.426292 0.042 Uiso 1 1 calc R U . . .
H14B H 0.562568 0.476821 0.442783 0.042 Uiso 1 1 calc R U . . .
C40 C 1.1165(3) 0.8403(3) 0.91125(11) 0.0358(5) Uani 1 1 d . . . . .
H40 H 1.175260 0.782923 0.949259 0.043 Uiso 1 1 calc R U . . .
C7 C 0.2909(3) 0.1836(3) 0.04061(11) 0.0380(5) Uani 1 1 d . . . . .
C41 C 1.0593(3) 1.0133(3) 0.90082(12) 0.0378(5) Uani 1 1 d . . . . .
H41 H 1.078708 1.073378 0.931676 0.045 Uiso 1 1 calc R U . . .
C6 C 0.3533(3) 0.0140(3) 0.06409(12) 0.0381(5) Uani 1 1 d . . . . .
C13 C 0.5573(3) 0.5695(3) 0.34485(11) 0.0377(5) Uani 1 1 d . . . . .
H13A H 0.488856 0.674666 0.318958 0.045 Uiso 1 1 calc R U . . .
H13B H 0.682842 0.551107 0.334280 0.045 Uiso 1 1 calc R U . . .
C21 C 0.8943(4) 0.8409(4) 0.42728(12) 0.0443(6) Uani 1 1 d . . . . .
H21A H 0.914649 0.939553 0.435755 0.066 Uiso 1 1 calc R U . . .
H21B H 0.844879 0.863391 0.384892 0.066 Uiso 1 1 calc R U . . .
H21C H 1.005424 0.744818 0.426174 0.066 Uiso 1 1 calc R U . . .
C12 C 0.5225(4) 0.4267(4) 0.32565(12) 0.0485(7) Uani 1 1 d . . . . .
H12A H 0.605471 0.319426 0.345491 0.058 Uiso 1 1 calc R U . . .
H12B H 0.402454 0.434635 0.342718 0.058 Uiso 1 1 calc R U . . .
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'
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
C19 N18 H18 118.4 . . ?
C19 N18 C17 123.19(17) . . ?
C17 N18 H18 118.4 . . ?
C16 N15 H15 119.0 . . ?
C16 N15 C14 121.97(19) . . ?
C14 N15 H15 119.0 . . ?
C1 N11 H11 118.9 . . ?
C1 N11 C12 122.2(2) . . ?
C12 N11 H11 118.9 . . ?
C34 C33 C32 117.22(18) . . ?
C43 C33 C34 119.00(18) . . ?
C43 C33 C32 123.77(18) . . ?
C39 C34 C33 120.47(18) . . ?
C39 C34 C35 119.58(18) . . ?
C35 C34 C33 119.94(18) . . ?
C34 C39 C30 120.58(18) . . ?
C34 C39 C38 120.19(19) . . ?
C30 C39 C38 119.23(19) . . ?
C33 C43 C19 121.85(18) . . ?
C44 C43 C33 119.89(18) . . ?
C44 C43 C19 118.22(18) . . ?
C34 C35 C36 118.56(19) . . ?
C45 C35 C34 119.30(18) . . ?
C45 C35 C36 122.13(19) . . ?
O22 C16 N15 123.0(2) . . ?
O22 C16 C17 121.31(19) . . ?
N15 C16 C17 115.69(18) . . ?
O20 C19 N18 123.10(19) . . ?
O20 C19 C43 121.51(18) . . ?
N18 C19 C43 115.37(17) . . ?
C33 C32 H32 119.0 . . ?
C31 C32 C33 121.99(19) . . ?
C31 C32 H32 119.0 . . ?
C39 C30 C31 117.82(18) . . ?
C42 C30 C39 119.4(2) . . ?
C42 C30 C31 122.8(2) . . ?
C43 C44 H44 119.4 . . ?
C45 C44 C43 121.26(19) . . ?
C45 C44 H44 119.4 . . ?
C32 C31 C30 121.9(2) . . ?
C32 C31 H31 119.0 . . ?
C30 C31 H31 119.0 . . ?
C10 C9 C4 118.4(2) . . ?
C10 C9 C8 124.3(2) . . ?
C8 C9 C4 117.3(2) . . ?
C35 C45 H45 119.7 . . ?
C44 C45 C35 120.56(19) . . ?
C44 C45 H45 119.7 . . ?
N18 C17 C16 108.64(17) . . ?
N18 C17 H17 109.4 . . ?
N18 C17 C21 109.85(19) . . ?
C16 C17 H17 109.4 . . ?
C16 C17 C21 110.03(18) . . ?
C21 C17 H17 109.4 . . ?
C37 C38 C39 118.45(19) . . ?
C40 C38 C39 118.9(2) . . ?
C40 C38 C37 122.7(2) . . ?
C3 C4 C9 117.6(2) . . ?
C3 C4 C5 123.9(2) . . ?
C5 C4 C9 118.4(2) . . ?
F29 C10 C9 119.33(19) . . ?
F29 C10 C1 116.8(2) . . ?
C1 C10 C9 123.8(2) . . ?
F23 C2 C3 118.2(2) . . ?
F23 C2 C1 118.9(2) . . ?
C3 C2 C1 122.8(2) . . ?
F28 C8 C9 120.0(2) . . ?
F28 C8 C7 118.2(2) . . ?
C7 C8 C9 121.8(2) . . ?
C35 C36 H36 119.2 . . ?
C37 C36 C35 121.5(2) . . ?
C37 C36 H36 119.2 . . ?
C30 C42 H42 119.5 . . ?
C41 C42 C30 120.9(2) . . ?
C41 C42 H42 119.5 . . ?
F25 C3 C4 120.3(2) . . ?
F25 C3 C2 117.9(2) . . ?
C2 C3 C4 121.7(2) . . ?
F24 C5 C4 120.1(2) . . ?
F24 C5 C6 118.4(2) . . ?
C6 C5 C4 121.5(2) . . ?
C38 C37 H37 119.2 . . ?
C36 C37 C38 121.7(2) . . ?
C36 C37 H37 119.2 . . ?
N11 C1 C10 120.6(2) . . ?
N11 C1 C2 123.7(2) . . ?
C10 C1 C2 115.6(2) . . ?
N15 C14 H14A 109.1 . . ?
N15 C14 H14B 109.1 . . ?
N15 C14 C13 112.5(2) . . ?
H14A C14 H14B 107.8 . . ?
C13 C14 H14A 109.1 . . ?
C13 C14 H14B 109.1 . . ?
C38 C40 H40 119.4 . . ?
C41 C40 C38 121.2(2) . . ?
C41 C40 H40 119.4 . . ?
F27 C7 C8 120.3(2) . . ?
F27 C7 C6 118.9(2) . . ?
C8 C7 C6 120.8(2) . . ?
C42 C41 C40 120.3(2) . . ?
C42 C41 H41 119.8 . . ?
C40 C41 H41 119.8 . . ?
F26 C6 C5 121.2(2) . . ?
F26 C6 C7 118.6(2) . . ?
C5 C6 C7 120.2(2) . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
H13A C13 H13B 107.9 . . ?
C12 C13 C14 111.8(2) . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N11 C12 C13 110.7(2) . . ?
N11 C12 H12A 109.5 . . ?
N11 C12 H12B 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
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
F29 C10 1.352(3) . ?
F23 C2 1.348(3) . ?
F28 C8 1.345(3) . ?
F25 C3 1.344(3) . ?
F24 C5 1.345(3) . ?
F27 C7 1.344(3) . ?
O20 C19 1.233(3) . ?
F26 C6 1.346(3) . ?
O22 C16 1.232(3) . ?
N18 H18 0.8800 . ?
N18 C19 1.338(3) . ?
N18 C17 1.460(3) . ?
N15 H15 0.8800 . ?
N15 C16 1.329(3) . ?
N15 C14 1.454(3) . ?
N11 H11 0.8800 . ?
N11 C1 1.380(3) . ?
N11 C12 1.459(3) . ?
C33 C34 1.430(3) . ?
C33 C43 1.406(3) . ?
C33 C32 1.445(3) . ?
C34 C39 1.422(3) . ?
C34 C35 1.426(3) . ?
C39 C30 1.422(3) . ?
C39 C38 1.433(3) . ?
C43 C19 1.507(3) . ?
C43 C44 1.400(3) . ?
C35 C45 1.393(3) . ?
C35 C36 1.446(3) . ?
C16 C17 1.528(3) . ?
C32 H32 0.9500 . ?
C32 C31 1.347(3) . ?
C30 C31 1.435(3) . ?
C30 C42 1.396(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.388(3) . ?
C31 H31 0.9500 . ?
C9 C4 1.433(3) . ?
C9 C10 1.399(3) . ?
C9 C8 1.422(3) . ?
C45 H45 0.9500 . ?
C17 H17 1.0000 . ?
C17 C21 1.531(4) . ?
C38 C37 1.431(3) . ?
C38 C40 1.395(3) . ?
C4 C3 1.400(3) . ?
C4 C5 1.422(3) . ?
C10 C1 1.392(3) . ?
C2 C3 1.358(4) . ?
C2 C1 1.409(3) . ?
C8 C7 1.350(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.338(3) . ?
C42 H42 0.9500 . ?
C42 C41 1.384(3) . ?
C5 C6 1.350(4) . ?
C37 H37 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.509(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.384(4) . ?
C7 C6 1.393(4) . ?
C41 H41 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C12 1.498(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
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
F29 C10 C1 N11 -3.5(3) . . . . ?
F29 C10 C1 C2 -179.01(19) . . . . ?
F23 C2 C3 F25 2.2(3) . . . . ?
F23 C2 C3 C4 -176.0(2) . . . . ?
F23 C2 C1 N11 0.1(3) . . . . ?
F23 C2 C1 C10 175.5(2) . . . . ?
F28 C8 C7 F27 0.1(4) . . . . ?
F28 C8 C7 C6 179.1(2) . . . . ?
F24 C5 C6 F26 -0.6(3) . . . . ?
F24 C5 C6 C7 179.7(2) . . . . ?
F27 C7 C6 F26 -0.4(3) . . . . ?
F27 C7 C6 C5 179.4(2) . . . . ?
O22 C16 C17 N18 -38.9(3) . . . . ?
O22 C16 C17 C21 81.4(3) . . . . ?
N15 C16 C17 N18 141.7(2) . . . . ?
N15 C16 C17 C21 -98.0(2) . . . . ?
N15 C14 C13 C12 170.8(2) . . . . ?
C33 C34 C39 C30 1.2(3) . . . . ?
C33 C34 C39 C38 -179.85(18) . . . . ?
C33 C34 C35 C45 2.0(3) . . . . ?
C33 C34 C35 C36 -179.15(19) . . . . ?
C33 C43 C19 O20 -42.0(3) . . . . ?
C33 C43 C19 N18 139.5(2) . . . . ?
C33 C43 C44 C45 1.3(3) . . . . ?
C33 C32 C31 C30 0.4(3) . . . . ?
C34 C33 C43 C19 178.08(18) . . . . ?
C34 C33 C43 C44 0.5(3) . . . . ?
C34 C33 C32 C31 0.0(3) . . . . ?
C34 C39 C30 C31 -0.8(3) . . . . ?
C34 C39 C30 C42 179.05(19) . . . . ?
C34 C39 C38 C37 -0.6(3) . . . . ?
C34 C39 C38 C40 180.0(2) . . . . ?
C34 C35 C45 C44 -0.2(3) . . . . ?
C34 C35 C36 C37 -1.5(3) . . . . ?
C39 C34 C35 C45 -177.82(19) . . . . ?
C39 C34 C35 C36 1.0(3) . . . . ?
C39 C30 C31 C32 0.0(3) . . . . ?
C39 C30 C42 C41 0.9(3) . . . . ?
C39 C38 C37 C36 0.1(3) . . . . ?
C39 C38 C40 C41 1.1(3) . . . . ?
C43 C33 C34 C39 177.72(18) . . . . ?
C43 C33 C34 C35 -2.1(3) . . . . ?
C43 C33 C32 C31 -178.4(2) . . . . ?
C43 C44 C45 C35 -1.5(3) . . . . ?
C35 C34 C39 C30 -178.97(18) . . . . ?
C35 C34 C39 C38 0.0(3) . . . . ?
C35 C36 C37 C38 1.0(4) . . . . ?
C16 N15 C14 C13 -95.4(3) . . . . ?
C19 N18 C17 C16 -114.5(2) . . . . ?
C19 N18 C17 C21 125.1(2) . . . . ?
C19 C43 C44 C45 -176.4(2) . . . . ?
C32 C33 C34 C39 -0.8(3) . . . . ?
C32 C33 C34 C35 179.36(18) . . . . ?
C32 C33 C43 C19 -3.5(3) . . . . ?
C32 C33 C43 C44 178.87(19) . . . . ?
C30 C39 C38 C37 178.4(2) . . . . ?
C30 C39 C38 C40 -1.1(3) . . . . ?
C30 C42 C41 C40 -0.8(4) . . . . ?
C44 C43 C19 O20 135.6(2) . . . . ?
C44 C43 C19 N18 -42.9(3) . . . . ?
C31 C30 C42 C41 -179.3(2) . . . . ?
C9 C4 C3 F25 -177.75(19) . . . . ?
C9 C4 C3 C2 0.4(3) . . . . ?
C9 C4 C5 F24 -179.41(19) . . . . ?
C9 C4 C5 C6 0.3(3) . . . . ?
C9 C10 C1 N11 176.2(2) . . . . ?
C9 C10 C1 C2 0.7(3) . . . . ?
C9 C8 C7 F27 -179.9(2) . . . . ?
C9 C8 C7 C6 -0.8(4) . . . . ?
C45 C35 C36 C37 177.3(2) . . . . ?
C17 N18 C19 O20 -4.6(4) . . . . ?
C17 N18 C19 C43 173.84(19) . . . . ?
C38 C39 C30 C31 -179.76(19) . . . . ?
C38 C39 C30 C42 0.1(3) . . . . ?
C38 C40 C41 C42 -0.2(4) . . . . ?
C4 C9 C10 F29 -179.41(19) . . . . ?
C4 C9 C10 C1 0.9(3) . . . . ?
C4 C9 C8 F28 -178.92(19) . . . . ?
C4 C9 C8 C7 1.0(3) . . . . ?
C4 C5 C6 F26 179.7(2) . . . . ?
C4 C5 C6 C7 -0.1(4) . . . . ?
C10 C9 C4 C3 -1.5(3) . . . . ?
C10 C9 C4 C5 178.96(19) . . . . ?
C10 C9 C8 F28 1.4(3) . . . . ?
C10 C9 C8 C7 -178.7(2) . . . . ?
C8 C9 C4 C3 178.8(2) . . . . ?
C8 C9 C4 C5 -0.8(3) . . . . ?
C8 C9 C10 F29 0.3(3) . . . . ?
C8 C9 C10 C1 -179.4(2) . . . . ?
C8 C7 C6 F26 -179.5(2) . . . . ?
C8 C7 C6 C5 0.3(4) . . . . ?
C36 C35 C45 C44 -179.0(2) . . . . ?
C42 C30 C31 C32 -179.8(2) . . . . ?
C3 C4 C5 F24 1.0(3) . . . . ?
C3 C4 C5 C6 -179.2(2) . . . . ?
C3 C2 C1 N11 -177.1(2) . . . . ?
C3 C2 C1 C10 -1.8(3) . . . . ?
C5 C4 C3 F25 1.8(4) . . . . ?
C5 C4 C3 C2 180.0(2) . . . . ?
C37 C38 C40 C41 -178.3(2) . . . . ?
C1 N11 C12 C13 -178.6(2) . . . . ?
C1 C2 C3 F25 179.5(2) . . . . ?
C1 C2 C3 C4 1.3(4) . . . . ?
C14 N15 C16 O22 -2.9(3) . . . . ?
C14 N15 C16 C17 176.47(19) . . . . ?
C14 C13 C12 N11 170.5(2) . . . . ?
C40 C38 C37 C36 179.5(2) . . . . ?
C12 N11 C1 C10 139.6(3) . . . . ?
C12 N11 C1 C2 -45.3(4) . . . . ?
