# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_20190304_sxs-7-94
_database_code_depnum_ccdc_archive 'CCDC 2018214'
loop_
_audit_author_name
_audit_author_address
'Chun-Jiang Wang'
;Wuhan University
China
;
_audit_update_record             
;
2020-07-22 deposited with the CCDC.	2020-09-17 downloaded from the CCDC.
;
_audit_creation_date             2019-03-04
_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         '2(C14 H13 F3 N2 O3)'
_chemical_formula_sum            'C28 H26 F6 N4 O6'
_chemical_formula_weight         628.53
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.36180(10)
_cell_length_b                   14.3967(4)
_cell_length_c                   14.8046(3)
_cell_angle_alpha                64.933(2)
_cell_angle_beta                 83.768(2)
_cell_angle_gamma                83.692(2)
_cell_volume                     1409.33(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    26378
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.6980
_cell_measurement_theta_min      3.2900
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.658
_exptl_absorpt_coefficient_mu    1.141
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64445
_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 yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_unetI/netI     0.0106
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            32442
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.961
_diffrn_reflns_theta_min         3.303
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_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    -72.00 -29.00   0.50    0.50    --    0.00 -34.00 -60.00   86
  2  ω     -6.00  20.00   0.50    0.50    --    0.00  34.00  97.00   52
  3  ω     78.00 183.00   0.50    0.50    --   94.60  34.00  97.00  210
  4  ω     48.00  76.00   0.50    0.50    --   94.60 -34.00 -60.00   56
  5  ω    -44.00 -14.00   0.50    0.50    --    0.00 -77.00 -60.00   60
  6  ω    -17.00  37.00   0.50    0.50    --    0.00  38.00 120.00  108
  7  ω    -16.00  19.00   0.50    0.50    --    0.00  38.00 -90.00   70
  8  ω      2.00  28.00   0.50    0.50    --    0.00 -77.00 -60.00   52
  9  ω     37.00  73.00   0.50    0.50    --    0.00  19.00-120.00   72
 10  ω    -45.00 -16.00   0.50    0.50    --    0.00 -77.00 -30.00   58
 11  ω     35.00  65.00   0.50    0.50    --    0.00  38.00 -60.00   60
 12  ω     44.00  84.00   0.50    0.50    --    0.00  38.00 -90.00   80
 13  ω      3.00  28.00   0.50    0.50    --    0.00 -77.00 -30.00   50
 14  ω    -86.00 -53.00   0.50    0.50    --    0.00 -57.00  60.00   66
 15  ω     40.00  88.00   0.50    0.50    --    0.00  38.00 120.00   96
 16  ω    -17.00  11.00   0.50    0.50    --    0.00  38.00 -60.00   56
 17  ω    -17.00  25.00   0.50    0.50    --    0.00  19.00-120.00   84
 18  ω    -33.00  30.00   0.50    0.50    --    0.00 -82.00 120.00  126
 19  ω    -20.00  22.00   0.50    0.50    --    0.00 -57.00  60.00   84
 20  ω     68.00 109.00   0.50    0.50    --   94.60  71.00  45.13   82
 21  ω    106.00 184.00   0.50    0.50    --   94.60  73.00 112.69  156
 22  ω      5.00  47.00   0.50    0.50    --   94.60 -82.00 -60.00   84
 23  ω     67.00  93.00   0.50    0.50    --   94.60  73.00 112.69   52
 24  ω    156.00 183.00   0.50    0.50    --   94.60  61.00-180.00   54
 25  ω     71.00 123.00   0.50    0.50    --   94.60  61.00 -90.00  104
 26  ω    129.00 171.00   0.50    0.50    --   94.60  61.00 -60.00   84
 27  ω    143.00 184.00   0.50    0.50    --   94.60  71.00  93.14   82
 28  ω     70.00 101.00   0.50    0.50    --   94.60  64.00 -75.82   62
 29  ω     71.00 132.00   0.50    0.50    --   94.60  60.00 167.56  122
 30  ω     68.00  94.00   0.50    0.50    --   94.60  69.00  22.50   52
 31  ω     67.00  93.00   0.50    0.50    --   94.60  71.00 -33.94   52
 32  ω    154.00 184.00   0.50    0.50    --   94.60  71.00 -33.94   60
 33  ω     68.00  94.00   0.50    0.50    --   94.60  70.00  67.70   52
 34  ω     66.00  93.00   0.50    0.50    --   94.60  74.00 123.16   54
 35  ω     67.00 126.00   0.50    0.50    --   94.60  71.00  93.14  118
 36  ω    109.00 135.00   0.50    0.50    --   94.60  50.00 -92.90   52
 37  ω     71.00 150.00   0.50    0.50    --   94.60  61.00-180.00  158
 38  ω     74.00  99.00   0.50    0.50    --   94.60  50.00 -92.90   50
 39  ω      6.00 126.00   0.50    0.50    --   94.60 -82.00 120.00  240
 40  ω     69.00  95.00   0.50    0.50    --   94.60  68.00 -50.21   52
 41  ω    148.00 173.00   0.50    0.50    --   94.60  61.00 150.00   50
 42  ω     71.00 180.00   0.50    0.50    --   94.60  61.00 -30.00  218
 43  ω     67.00 105.00   0.50    0.50    --   94.60  71.00  32.68   76
 44  ω     67.00  92.00   0.50    0.50    --   94.60  71.00 -92.94   50
 45  ω     75.00 184.00   0.50    0.50    --   94.60  45.00  30.00  218
 46  ω     71.00  97.00   0.50    0.50    --   94.60  59.00  -1.03   52
 47  ω     53.00 125.00   0.50    0.50    --   94.60 -82.00 150.00  144
 48  ω     71.00  97.00   0.50    0.50    --   94.60  64.00-175.26   52
 49  ω     66.00 109.00   0.50    0.50    --   94.60  74.00-150.45   86
 50  ω     71.00  96.00   0.50    0.50    --   94.60  61.00  30.00   50
 51  ω     71.00 104.00   0.50    0.50    --   94.60  61.00 120.00   66
 52  ω     71.00  97.00   0.50    0.50    --   94.60  61.00  12.14   52
 53  ω    124.00 150.00   0.50    0.50    --   94.60  61.00  12.14   52
 54  ω     69.00 184.00   0.50    0.50    --   94.60  68.00-168.65  230
 55  ω     71.00 176.00   0.50    0.50    --   94.60  62.00 -51.26  210
 56  ω     29.00  97.00   0.50    0.50    --   94.60 -82.00  90.00  136
 57  ω     71.00  96.00   0.50    0.50    --   94.60  61.00-150.00   50
 58  ω    159.00 184.00   0.50    0.50    --   94.60  71.00  45.13   50
 59  ω    122.00 147.00   0.50    0.50    --   94.60  71.00  45.13   50
 60  ω     55.00 125.00   0.50    0.50    --   94.60 -82.00 -60.00  140
 61  ω     72.00 100.00   0.50    0.50    --   94.60  61.00 150.00   56
 62  ω     71.00 117.00   0.50    0.50    --   94.60  61.00 -60.00   92
 63  ω     71.00  96.00   0.50    0.50    --   94.60  61.00  90.00   50
 64  ω     67.00 172.00   0.50    0.50    --   94.60  71.00-131.57  210
 65  ω     53.00 116.00   0.50    0.50    --   94.60 -82.00   0.00  126
 66  ω     44.00 121.00   0.50    0.50    --   94.60 -82.00-150.00  154
;
_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      0.0045154000
_diffrn_orient_matrix_UB_12      0.0766790000
_diffrn_orient_matrix_UB_13      0.0471581000
_diffrn_orient_matrix_UB_21      0.2050122000
_diffrn_orient_matrix_UB_22      -0.0309632000
_diffrn_orient_matrix_UB_23      0.0160554000
_diffrn_orient_matrix_UB_31      0.0498746000
_diffrn_orient_matrix_UB_32      0.0847822000
_diffrn_orient_matrix_UB_33      -0.1038200000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5444
_reflns_number_total             5607
_reflns_odcompleteness_completeness 99.64
_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         0.269
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         5607
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0322
_refine_ls_restrained_S_all      1.056
_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)+(0.0405P)²+0.5648P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0805
_refine_ls_wR_factor_ref         0.0809
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00T(H00T), C010(H010)
2.b Secondary CH2 refined with riding coordinates:
 C015(H01L,H01M), C017(H01A,H01B)
2.c Aromatic/amide H refined with riding coordinates:
 C00N(H00N), C00S(H00S), C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X),
 C011(H011), C012(H012)
2.d Idealised Me refined as rotating group:
 C00Z(H00A,H00B,H00C), C013(H01F,H01G,H01H), C014(H01I,H01J,H01K), C018(H01C,
 H01D,H01E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F001 F 0.34589(9) 0.16773(5) 0.56931(5) 0.02425(15) Uani 1 1 d . . . . .
F002 F 0.58878(10) 0.06599(5) 0.61234(5) 0.02729(16) Uani 1 1 d . . . . .
F003 F 0.49581(10) 0.11606(6) 0.46457(6) 0.03010(17) Uani 1 1 d . . . . .
F004 F 0.58443(10) 0.23201(6) 1.14614(6) 0.03237(18) Uani 1 1 d . . . . .
O005 O 0.78706(11) 0.42588(6) 0.37037(6) 0.02033(17) Uani 1 1 d . . . . .
F006 F 0.31333(12) 0.29159(7) 1.17350(7) 0.0424(2) Uani 1 1 d . . . . .
O007 O 0.23316(11) 0.42128(6) 0.92522(6) 0.02209(17) Uani 1 1 d . . . . .
O008 O 0.33417(11) 0.22017(6) 0.85783(6) 0.02261(18) Uani 1 1 d . . . . .
F009 F 0.49649(13) 0.38875(6) 1.05671(7) 0.0459(2) Uani 1 1 d . . . . .
O00A O 0.95241(11) 0.21465(6) 0.52777(6) 0.02281(18) Uani 1 1 d . . . . .
O00B O 0.04732(11) 0.29151(6) 0.99926(6) 0.02409(18) Uani 1 1 d . . . . .
O00C O 0.85340(11) 0.17122(6) 0.41310(6) 0.02389(18) Uani 1 1 d . . . . .
N00D N 0.60342(12) 0.28434(7) 0.57070(7) 0.01616(18) Uani 1 1 d . . . . .
N00E N 0.27318(12) 0.05045(7) 0.90897(7) 0.01733(19) Uani 1 1 d . . . . .
N00F N 0.79069(12) 0.52920(7) 0.45435(7) 0.01622(18) Uani 1 1 d . . . . .
N00G N 0.33490(13) 0.15185(7) 1.08387(7) 0.01885(19) Uani 1 1 d . . . . .
C00H C 0.65356(13) 0.42916(8) 0.60816(8) 0.0150(2) Uani 1 1 d . . . . .
C00I C 0.23895(14) -0.03362(8) 1.00138(8) 0.0160(2) Uani 1 1 d . . . . .
C00J C 0.83243(15) 0.20753(8) 0.48273(8) 0.0176(2) Uani 1 1 d . . . . .
C00K C 0.75431(14) 0.44307(8) 0.44440(8) 0.0158(2) Uani 1 1 d . . . . .
C00L C 0.66207(13) 0.37274(8) 0.54530(8) 0.0148(2) Uani 1 1 d . . . . .
C00M C 0.30241(14) 0.10077(8) 1.03603(8) 0.0161(2) Uani 1 1 d . . . . .
C00N C 0.75782(14) 0.59110(8) 0.59066(8) 0.0179(2) Uani 1 1 d . . . . .
H00N H 0.812906 0.652255 0.552754 0.022 Uiso 1 1 calc R . . . .
C00O C 0.30560(14) 0.13498(8) 0.92253(8) 0.0171(2) Uani 1 1 d . . . . .
C00P C 0.19541(15) 0.32497(8) 0.98307(8) 0.0184(2) Uani 1 1 d . . . . .
C00Q C 0.73500(13) 0.52191(8) 0.55116(8) 0.0152(2) Uani 1 1 d . . . . .
C00R C 0.25802(14) -0.00660(8) 1.08024(8) 0.0159(2) Uani 1 1 d . . . . .
C00S C 0.22906(14) -0.07644(8) 1.17851(8) 0.0182(2) Uani 1 1 d . . . . .
H00S H 0.243073 -0.058998 1.230958 0.022 Uiso 1 1 calc R . . . .
C00T C 0.62939(14) 0.23964(8) 0.49812(8) 0.0164(2) Uani 1 1 d . . . . .
H00T H 0.586311 0.290520 0.434150 0.020 Uiso 1 1 calc R . . . .
C00U C 0.58857(14) 0.40465(8) 0.70652(8) 0.0169(2) Uani 1 1 d . . . . .
H00U H 0.532579 0.343754 0.744239 0.020 Uiso 1 1 calc R . . . .
C00V C 0.60960(15) 0.47395(9) 0.74729(8) 0.0199(2) Uani 1 1 d . . . . .
H00V H 0.566822 0.459375 0.813008 0.024 Uiso 1 1 calc R . . . .
C00W C 0.69407(15) 0.56465(9) 0.69033(9) 0.0203(2) Uani 1 1 d . . . . .
H00W H 0.708601 0.609079 0.719431 0.024 Uiso 1 1 calc R . . . .
C00X C 0.17834(15) -0.17359(8) 1.19683(9) 0.0207(2) Uani 1 1 d . . . . .
H00X H 0.157803 -0.221740 1.262309 0.025 Uiso 1 1 calc R . . . .
C00Y C 0.51451(15) 0.14679(8) 0.53620(8) 0.0191(2) Uani 1 1 d . . . . .
C00Z C 0.86014(15) 0.62024(8) 0.37229(8) 0.0203(2) Uani 1 1 d . . . . .
H00A H 0.921239 0.601637 0.321026 0.030 Uiso 1 1 calc GR . . . .
H00B H 0.944986 0.649123 0.396387 0.030 Uiso 1 1 calc GR . . . .
H00C H 0.759996 0.669999 0.345321 0.030 Uiso 1 1 calc GR . . . .
C010 C 0.37051(15) 0.25966(8) 1.02798(9) 0.0196(2) Uani 1 1 d . . . . .
H010 H 0.464993 0.266430 0.973986 0.023 Uiso 1 1 calc R . . . .
C011 C 0.18884(14) -0.12982(8) 1.01840(9) 0.0194(2) Uani 1 1 d . . . . .
H011 H 0.176153 -0.147510 0.965955 0.023 Uiso 1 1 calc R . . . .
C012 C 0.15819(15) -0.19912(8) 1.11794(9) 0.0213(2) Uani 1 1 d . . . . .
H012 H 0.123295 -0.264242 1.131901 0.026 Uiso 1 1 calc R . . . .
C013 C 0.27938(16) 0.04721(9) 0.81181(8) 0.0232(2) Uani 1 1 d . . . . .
H01F H 0.369223 -0.005559 0.809611 0.035 Uiso 1 1 calc GR . . . .
H01G H 0.311638 0.112472 0.760472 0.035 Uiso 1 1 calc GR . . . .
H01H H 0.161352 0.032583 0.801223 0.035 Uiso 1 1 calc GR . . . .
C014 C 0.13790(17) 0.59806(9) 0.83293(9) 0.0243(2) Uani 1 1 d . . . . .
H01I H 0.249820 0.603888 0.791669 0.036 Uiso 1 1 calc GR . . . .
H01J H 0.156745 0.614176 0.887707 0.036 Uiso 1 1 calc GR . . . .
H01K H 0.043983 0.645080 0.793998 0.036 Uiso 1 1 calc GR . . . .
C015 C 0.08021(16) 0.49009(9) 0.87274(9) 0.0228(2) Uani 1 1 d . . . . .
H01L H -0.028151 0.481922 0.918245 0.027 Uiso 1 1 calc R . . . .
H01M H 0.052269 0.474520 0.818316 0.027 Uiso 1 1 calc R . . . .
C016 C 0.44189(17) 0.29364(9) 1.10098(10) 0.0265(3) Uani 1 1 d . . . . .
C017 C 1.04075(17) 0.14065(10) 0.38784(10) 0.0278(3) Uani 1 1 d . . . . .
H01A H 1.094634 0.087967 0.446702 0.033 Uiso 1 1 calc R . . . .
H01B H 1.115351 0.199208 0.361333 0.033 Uiso 1 1 calc R . . . .
C018 C 1.0300(2) 0.09989(11) 0.31060(11) 0.0370(3) Uani 1 1 d . . . . .
H01C H 0.966523 0.150611 0.255421 0.055 Uiso 1 1 calc GR . . . .
H01D H 0.965197 0.038434 0.339652 0.055 Uiso 1 1 calc GR . . . .
H01E H 1.151588 0.084590 0.287355 0.055 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
F001 C00Y 1.3353(13) . ?
F002 C00Y 1.3437(13) . ?
F003 C00Y 1.3349(13) . ?
F004 C016 1.3343(14) . ?
O005 C00K 1.2165(13) . ?
F006 C016 1.3446(16) . ?
O007 C00P 1.3267(13) . ?
O007 C015 1.4647(13) . ?
O008 C00O 1.2179(14) . ?
F009 C016 1.3302(14) . ?
O00A C00J 1.2004(14) . ?
O00B C00P 1.1995(14) . ?
O00C C00J 1.3282(13) . ?
O00C C017 1.4593(14) . ?
N00D C00L 1.2757(14) . ?
N00D C00T 1.4559(13) . ?
N00E C00I 1.4104(14) . ?
N00E C00O 1.3638(14) . ?
N00E C013 1.4544(13) . ?
N00F C00K 1.3665(14) . ?
N00F C00Q 1.4098(13) . ?
N00F C00Z 1.4554(14) . ?
N00G C00M 1.2713(14) . ?
N00G C010 1.4548(14) . ?
C00H C00L 1.4649(14) . ?
C00H C00Q 1.4021(14) . ?
C00H C00U 1.3873(15) . ?
C00I C00R 1.4022(15) . ?
C00I C011 1.3835(15) . ?
C00J C00T 1.5373(14) . ?
C00K C00L 1.5385(14) . ?
C00M C00O 1.5360(15) . ?
C00M C00R 1.4601(14) . ?
C00N H00N 0.9300 . ?
C00N C00Q 1.3835(15) . ?
C00N C00W 1.3983(16) . ?
C00P C010 1.5420(15) . ?
C00R C00S 1.3832(15) . ?
C00S H00S 0.9300 . ?
C00S C00X 1.3930(15) . ?
C00T H00T 0.9800 . ?
C00T C00Y 1.5252(15) . ?
C00U H00U 0.9300 . ?
C00U C00V 1.3958(15) . ?
C00V H00V 0.9300 . ?
C00V C00W 1.3908(16) . ?
C00W H00W 0.9300 . ?
C00X H00X 0.9300 . ?
C00X C012 1.3909(16) . ?
C00Z H00A 0.9600 . ?
C00Z H00B 0.9600 . ?
C00Z H00C 0.9600 . ?
C010 H010 0.9800 . ?
C010 C016 1.5203(16) . ?
C011 H011 0.9300 . ?
C011 C012 1.3962(17) . ?
C012 H012 0.9300 . ?
C013 H01F 0.9600 . ?
C013 H01G 0.9600 . ?
C013 H01H 0.9600 . ?
C014 H01I 0.9600 . ?
C014 H01J 0.9600 . ?
C014 H01K 0.9600 . ?
C014 C015 1.5027(16) . ?
C015 H01L 0.9700 . ?
C015 H01M 0.9700 . ?
C017 H01A 0.9700 . ?
C017 H01B 0.9700 . ?
C017 C018 1.5022(18) . ?
C018 H01C 0.9600 . ?
C018 H01D 0.9600 . ?
C018 H01E 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
C00P O007 C015 115.95(9) . . ?
C00J O00C C017 116.21(9) . . ?
C00L N00D C00T 117.98(9) . . ?
C00I N00E C013 124.82(9) . . ?
C00O N00E C00I 111.07(9) . . ?
C00O N00E C013 124.09(9) . . ?
C00K N00F C00Q 111.11(9) . . ?
C00K N00F C00Z 123.85(9) . . ?
C00Q N00F C00Z 124.76(9) . . ?
C00M N00G C010 118.64(9) . . ?
C00Q C00H C00L 107.23(9) . . ?
C00U C00H C00L 132.08(10) . . ?
C00U C00H C00Q 120.65(10) . . ?
C00R C00I N00E 110.03(9) . . ?
C011 C00I N00E 128.23(10) . . ?
C011 C00I C00R 121.72(10) . . ?
O00A C00J O00C 125.85(10) . . ?
O00A C00J C00T 124.26(10) . . ?
O00C C00J C00T 109.90(9) . . ?
O005 C00K N00F 126.88(10) . . ?
O005 C00K C00L 126.96(10) . . ?
N00F C00K C00L 106.17(9) . . ?
N00D C00L C00H 126.25(10) . . ?
N00D C00L C00K 128.50(9) . . ?
C00H C00L C00K 105.25(8) . . ?
N00G C00M C00O 128.85(10) . . ?
N00G C00M C00R 125.82(10) . . ?
C00R C00M C00O 105.31(9) . . ?
C00Q C00N H00N 121.6 . . ?
C00Q C00N C00W 116.78(10) . . ?
C00W C00N H00N 121.6 . . ?
O008 C00O N00E 127.06(10) . . ?
O008 C00O C00M 126.75(10) . . ?
N00E C00O C00M 106.18(9) . . ?
O007 C00P C010 110.47(9) . . ?
O00B C00P O007 125.88(10) . . ?
O00B C00P C010 123.65(10) . . ?
C00H C00Q N00F 110.22(9) . . ?
C00N C00Q N00F 127.85(10) . . ?
C00N C00Q C00H 121.90(10) . . ?
C00I C00R C00M 107.31(9) . . ?
C00S C00R C00I 120.71(10) . . ?
C00S C00R C00M 131.94(10) . . ?
C00R C00S H00S 120.9 . . ?
C00R C00S C00X 118.23(10) . . ?
C00X C00S H00S 120.9 . . ?
N00D C00T C00J 111.11(8) . . ?
N00D C00T H00T 109.0 . . ?
N00D C00T C00Y 108.10(9) . . ?
C00J C00T H00T 109.0 . . ?
C00Y C00T C00J 110.47(9) . . ?
C00Y C00T H00T 109.0 . . ?
C00H C00U H00U 120.9 . . ?
C00H C00U C00V 118.13(10) . . ?
C00V C00U H00U 120.9 . . ?
C00U C00V H00V 119.8 . . ?
C00W C00V C00U 120.47(10) . . ?
C00W C00V H00V 119.8 . . ?
C00N C00W H00W 119.0 . . ?
C00V C00W C00N 122.05(10) . . ?
C00V C00W H00W 119.0 . . ?
C00S C00X H00X 119.7 . . ?
C012 C00X C00S 120.50(10) . . ?
C012 C00X H00X 119.7 . . ?
F001 C00Y F002 106.87(9) . . ?
F001 C00Y C00T 111.64(9) . . ?
F002 C00Y C00T 112.06(9) . . ?
F003 C00Y F001 106.90(9) . . ?
F003 C00Y F002 107.30(9) . . ?
F003 C00Y C00T 111.77(9) . . ?
N00F C00Z H00A 109.5 . . ?
N00F C00Z H00B 109.5 . . ?
N00F C00Z H00C 109.5 . . ?
H00A C00Z H00B 109.5 . . ?
H00A C00Z H00C 109.5 . . ?
H00B C00Z H00C 109.5 . . ?
N00G C010 C00P 111.14(9) . . ?
N00G C010 H010 109.3 . . ?
N00G C010 C016 106.53(9) . . ?
C00P C010 H010 109.3 . . ?
C016 C010 C00P 111.19(9) . . ?
C016 C010 H010 109.3 . . ?
C00I C011 H011 121.5 . . ?
C00I C011 C012 116.92(10) . . ?
C012 C011 H011 121.5 . . ?
C00X C012 C011 121.91(10) . . ?
C00X C012 H012 119.0 . . ?
C011 C012 H012 119.0 . . ?
N00E C013 H01F 109.5 . . ?
N00E C013 H01G 109.5 . . ?
N00E C013 H01H 109.5 . . ?
H01F C013 H01G 109.5 . . ?
H01F C013 H01H 109.5 . . ?
H01G C013 H01H 109.5 . . ?
H01I C014 H01J 109.5 . . ?
H01I C014 H01K 109.5 . . ?
H01J C014 H01K 109.5 . . ?
C015 C014 H01I 109.5 . . ?
C015 C014 H01J 109.5 . . ?
C015 C014 H01K 109.5 . . ?
O007 C015 C014 107.19(9) . . ?
O007 C015 H01L 110.3 . . ?
O007 C015 H01M 110.3 . . ?
C014 C015 H01L 110.3 . . ?
C014 C015 H01M 110.3 . . ?
H01L C015 H01M 108.5 . . ?
F004 C016 F006 106.80(11) . . ?
F004 C016 C010 111.36(10) . . ?
F006 C016 C010 111.68(10) . . ?
F009 C016 F004 107.16(10) . . ?
F009 C016 F006 107.00(10) . . ?
F009 C016 C010 112.51(11) . . ?
O00C C017 H01A 110.4 . . ?
O00C C017 H01B 110.4 . . ?
O00C C017 C018 106.71(10) . . ?
H01A C017 H01B 108.6 . . ?
C018 C017 H01A 110.4 . . ?
C018 C017 H01B 110.4 . . ?
C017 C018 H01C 109.5 . . ?
C017 C018 H01D 109.5 . . ?
C017 C018 H01E 109.5 . . ?
H01C C018 H01D 109.5 . . ?
H01C C018 H01E 109.5 . . ?
H01D C018 H01E 109.5 . . ?

_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 1.452
_oxdiff_exptl_absorpt_empirical_full_min 0.591
####################################################################### 
# 
# 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_20190409_sxs-8-13
_database_code_depnum_ccdc_archive 'CCDC 2018215'
loop_
_audit_author_name
_audit_author_address
'Chun-Jiang Wang'
;Wuhan University
China
;
_audit_update_record             
;
2020-07-22 deposited with the CCDC.	2020-09-17 downloaded from the CCDC.
;
_audit_creation_date             2019-04-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H18 F3 N O2'
_chemical_formula_sum            'C18 H18 F3 N O2'
_chemical_formula_weight         337.33
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   6.2073(2)
_cell_length_b                   7.63800(10)
_cell_length_c                   34.6279(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1641.76(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12223
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.3370
_cell_measurement_theta_min      2.5640
_exptl_absorpt_coefficient_mu    0.951
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57098
_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_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0698
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            28850
_diffrn_reflns_theta_full        66.50
_diffrn_reflns_theta_max         67.48
_diffrn_reflns_theta_min         2.55
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00   9.00   0.50    0.50    --    0.00  38.00 -60.00   52
  2  ω    -21.00   5.00   0.50    0.50    --    0.00 -82.00-180.00   52
  3  ω     32.00  75.00   0.50    0.50    --    0.00  38.00  30.00   86
  4  ω    -18.00  58.00   0.50    0.50    --    0.00  19.00-180.00  152
  5  ω    -17.00  17.00   0.50    0.50    --    0.00  38.00  30.00   68
  6  ω     48.00  89.00   0.50    0.50    --    0.00  57.00-150.00   82
  7  ω    -22.00  32.00   0.50    0.50    --    0.00  57.00-150.00  108
  8  ω    -16.00  84.00   0.50    0.50    --    0.00  38.00  90.00  200
  9  ω    -16.00  31.00   0.50    0.50    --    0.00  38.00 -30.00   94
 10  ω     60.00  89.00   0.50    0.50    --    0.00  38.00 -30.00   58
 11  ω     68.00  93.00   0.50    0.50    --   94.60  71.00 -98.95   50
 12  ω     68.00  95.00   0.50    0.50    --   94.60  69.00 173.65   54
 13  ω    150.00 179.00   0.50    0.50    --   94.60  69.00 173.65   58
 14  ω     68.00  94.00   0.50    0.50    --   94.60  70.00 -83.13   52
 15  ω     70.00 136.00   0.50    0.50    --   94.60  66.00  94.93  132
 16  ω    135.00 183.00   0.50    0.50    --   94.60  40.00  23.48   96
 17  ω     69.00  95.00   0.50    0.50    --   94.60  66.00-149.97   52
 18  ω     67.00 180.00   0.50    0.50    --   94.60  75.00 -63.50  226
 19  ω     67.00 147.00   0.50    0.50    --   94.60  72.00-169.82  160
 20  ω    107.00 184.00   0.50    0.50    --   94.60  59.00 130.27  154
 21  ω     69.00  95.00   0.50    0.50    --   94.60  66.00 158.35   52
 22  ω     66.00  98.00   0.50    0.50    --   94.60  74.00  65.98   64
 23  ω     71.00 103.00   0.50    0.50    --   94.60  61.00  46.77   64
 24  ω    134.00 183.00   0.50    0.50    --   94.60  61.00  46.77   98
 25  ω     68.00  94.00   0.50    0.50    --   94.60  69.00-130.47   52
 26  ω    120.00 146.00   0.50    0.50    --   94.60  69.00-130.47   52
 27  ω    156.00 182.00   0.50    0.50    --   94.60  69.00-130.47   52
 28  ω     66.00  92.00   0.50    0.50    --   94.60  74.00-115.68   52
 29  ω     77.00 104.00   0.50    0.50    --   94.60  40.00  23.48   54
 30  ω     17.00 126.00   0.50    0.50    --   94.60 -82.00  30.00  218
 31  ω     71.00  98.00   0.50    0.50    --   94.60  59.00 130.27   54
 32  ω     67.00 129.00   0.50    0.50    --   94.60  71.00 -71.42  124
 33  ω    113.00 179.00   0.50    0.50    --   94.60  69.00 -43.75  132
 34  ω     72.00  97.00   0.50    0.50    --   94.60  61.00  60.00   50
 35  ω     70.00  96.00   0.50    0.50    --   94.60  63.00 139.92   52
 36  ω     71.00  97.00   0.50    0.50    --   94.60  61.00  30.00   52
 37  ω     71.00  96.00   0.50    0.50    --   94.60  61.00   0.00   50
 38  ω    124.00 184.00   0.50    0.50    --   94.60  61.00   0.00  120
 39  ω     55.00 112.00   0.50    0.50    --   94.60 -61.00 120.00  114
 40  ω     70.00 131.00   0.50    0.50    --   94.60  63.00 177.22  122
 41  ω     74.00 102.00   0.50    0.50    --   94.60  61.00 150.00   56
 42  ω    106.00 184.00   0.50    0.50    --   94.60  70.00 105.13  156
 43  ω     77.00 102.00   0.50    0.50    --   94.60  45.00   0.00   50
 44  ω     72.00  97.00   0.50    0.50    --   94.60  61.00  90.00   50
 45  ω     29.00  63.00   0.50    0.50    --   94.60 -82.00 -60.00   68
 46  ω     75.00 126.00   0.50    0.50    --   94.60 -82.00 -60.00  102
 47  ω     51.00 126.00   0.50    0.50    --   94.60 -82.00 120.00  150
 48  ω     68.00  93.00   0.50    0.50    --   94.60  70.00 105.13   50
 49  ω     69.00  95.00   0.50    0.50    --   94.60  69.00 -43.75   52
 50  ω     71.00 177.00   0.50    0.50    --   94.60  63.00-138.06  212
 51  ω     75.00 116.00   0.50    0.50    --   94.60  47.00  33.33   82
 52  ω     22.00 114.00   0.50    0.50    --   94.60 -82.00 -90.00  184
 53  ω     68.00 181.00   0.50    0.50    --   94.60  69.00-116.74  226
;
_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      0.0126550000
_diffrn_orient_matrix_UB_12      -0.0871154000
_diffrn_orient_matrix_UB_13      -0.0400346000
_diffrn_orient_matrix_UB_21      -0.0277903000
_diffrn_orient_matrix_UB_22      -0.1812733000
_diffrn_orient_matrix_UB_23      0.0189126000
_diffrn_orient_matrix_UB_31      -0.2463053000
_diffrn_orient_matrix_UB_32      0.0159414000
_diffrn_orient_matrix_UB_33      -0.0042081000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2797
_reflns_number_total             2904
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(9)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2904
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1281
_refine_ls_R_factor_gt           0.1262
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1500P)²+4.0870P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3226
_refine_ls_wR_factor_ref         0.3242
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O2-C17
 1.5 with sigma of 0.02
 O2-C17
 1.5 with sigma of 0.02
 C16-O2
 1.4 with sigma of 0.02
 C16-O1
 1.4 with sigma of 0.02
3.a Rotating group:
 N1(H1A,H1B)
3.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C17(H17A,H17B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C11(H11), C12(H12)
3.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
F1 F -1.107(2) -0.6358(14) 0.1839(3) 0.262(8) Uani 1 d . . .
F2 F -1.1167(14) -0.8676(10) 0.2192(2) 0.146(3) Uani 1 d . . .
F3 F -0.867(2) -0.6828(14) 0.2232(2) 0.199(6) Uani 1 d . . .
O1 O -0.817(2) -1.1515(13) 0.1728(3) 0.176(6) Uani 1 d . . D
O2 O -0.6143(11) -0.9901(14) 0.2085(2) 0.148(4) Uani 1 d . . D
C1 C -0.3251(10) -0.9740(7) 0.04936(18) 0.0429(13) Uani 1 d . . .
H1 H -0.2550 -0.9715 0.0731 0.051 Uiso 1 calc . . R
C2 C -0.2301(10) -1.0555(7) 0.01940(19) 0.0455(14) Uani 1 d . . .
H2 H -0.0941 -1.1044 0.0227 0.055 Uiso 1 calc . . R
C3 C -0.3324(10) -1.0685(7) -0.01690(19) 0.0436(14) Uani 1 d . . .
C4 C -0.2361(10) -1.1571(7) -0.0483(2) 0.0492(16) Uani 1 d . . .
H4 H -0.1016 -1.2091 -0.0453 0.059 Uiso 1 calc . . R
C5 C -0.3403(13) -1.1667(8) -0.0831(2) 0.0572(18) Uani 1 d . . .
H5 H -0.2745 -1.2229 -0.1038 0.069 Uiso 1 calc . . R
C6 C -0.5430(15) -1.0934(10) -0.0877(2) 0.072(2) Uani 1 d . . .
H6 H -0.6153 -1.1067 -0.1110 0.086 Uiso 1 calc . . R
C7 C -0.6387(12) -1.0010(8) -0.05803(18) 0.0492(15) Uani 1 d . . .
H7 H -0.7689 -0.9441 -0.0624 0.059 Uiso 1 calc . . R
C8 C -0.5440(9) -0.9918(7) -0.02203(17) 0.0372(12) Uani 1 d . . .
C9 C -0.6356(11) -0.9048(7) 0.01073(17) 0.0448(14) Uani 1 d . . .
H9 H -0.7718 -0.8553 0.0083 0.054 Uiso 1 calc . . R
C10 C -0.5302(9) -0.8915(7) 0.04577(17) 0.0418(13) Uani 1 d . . .
C11 C -0.6370(13) -0.8112(9) 0.07850(19) 0.0566(17) Uani 1 d . . .
H11 H -0.7538 -0.7403 0.0723 0.068 Uiso 1 calc . . R
C12 C -0.5946(15) -0.8231(11) 0.1148(2) 0.069(2) Uani 1 d . . .
H12 H -0.4823 -0.8974 0.1217 0.082 Uiso 1 calc . . R
C13 C -0.7064(19) -0.7301(11) 0.1470(2) 0.086(3) Uani 1 d . . .
H13A H -0.7808 -0.6281 0.1370 0.103 Uiso 1 calc . . R
H13B H -0.6011 -0.6905 0.1658 0.103 Uiso 1 calc . . R
C14 C -0.8684(13) -0.8517(13) 0.16666(19) 0.073(2) Uani 1 d . . .
C15 C -0.985(3) -0.7552(17) 0.1984(3) 0.144(7) Uani 1 d . . .
C16 C -0.7611(16) -1.0008(14) 0.1847(3) 0.102(4) Uani 1 d . . D
C17 C -0.550(2) -1.189(2) 0.2170(4) 0.199(11) Uani 1 d . . D
H17A H -0.4832 -1.1940 0.2423 0.239 Uiso 1 calc . . R
H17B H -0.6817 -1.2573 0.2183 0.239 Uiso 1 calc . . R
C18 C -0.4044(19) -1.2742(16) 0.1891(3) 0.110(4) Uani 1 d . . .
H18A H -0.4795 -1.2935 0.1652 0.166 Uiso 1 calc . . GR
H18B H -0.3567 -1.3843 0.1993 0.166 Uiso 1 calc . . GR
H18C H -0.2820 -1.2001 0.1845 0.166 Uiso 1 calc . . GR
N1 N -1.0242(11) -0.922(2) 0.1403(2) 0.156(6) Uani 1 d . . .
H1A H -1.1239 -0.9805 0.1523 0.187 Uiso 1 d . . GR
H1B H -1.0855 -0.8359 0.1280 0.187 Uiso 1 d . . 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
F1 C15 1.290(13) . ?
F2 C15 1.389(16) . ?
F3 C15 1.26(2) . ?
O1 C16 1.271(13) . ?
O2 C16 1.230(12) . ?
O2 C17 1.598(12) . ?
C1 C2 1.346(9) . ?
C1 C10 1.426(8) . ?
C2 C3 1.412(9) . ?
C3 C4 1.412(9) . ?
C3 C8 1.449(8) . ?
C4 C5 1.370(10) . ?
C5 C6 1.387(12) . ?
C6 C7 1.381(11) . ?
C7 C8 1.380(8) . ?
C8 C9 1.432(8) . ?
C9 C10 1.382(8) . ?
C10 C11 1.449(9) . ?
C11 C12 1.288(10) . ?
C12 C13 1.493(11) . ?
C13 C14 1.528(13) . ?
C14 C15 1.507(12) . ?
C14 C16 1.460(11) . ?
C14 N1 1.432(12) . ?
C17 C18 1.475(13) . ?

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
C16 O2 C17 104.2(10) . . ?
C2 C1 C10 121.9(6) . . ?
C1 C2 C3 121.4(5) . . ?
C2 C3 C4 121.9(6) . . ?
C2 C3 C8 119.2(5) . . ?
C4 C3 C8 118.9(6) . . ?
C5 C4 C3 120.1(6) . . ?
C4 C5 C6 120.6(7) . . ?
C7 C6 C5 120.7(8) . . ?
C8 C7 C6 121.0(7) . . ?
C7 C8 C3 118.4(5) . . ?
C7 C8 C9 124.8(5) . . ?
C9 C8 C3 116.8(5) . . ?
C10 C9 C8 122.8(6) . . ?
C1 C10 C11 121.8(6) . . ?
C9 C10 C1 117.8(6) . . ?
C9 C10 C11 120.1(6) . . ?
C12 C11 C10 129.8(8) . . ?
C11 C12 C13 126.9(9) . . ?
C12 C13 C14 110.4(7) . . ?
C15 C14 C13 110.0(10) . . ?
C16 C14 C13 111.4(7) . . ?
C16 C14 C15 106.7(7) . . ?
N1 C14 C13 112.8(7) . . ?
N1 C14 C15 108.8(10) . . ?
N1 C14 C16 106.9(11) . . ?
F1 C15 F2 107.0(13) . . ?
F1 C15 C14 110.1(9) . . ?
F2 C15 C14 111.1(11) . . ?
F3 C15 F1 107.4(14) . . ?
F3 C15 F2 105.1(9) . . ?
F3 C15 C14 115.7(14) . . ?
O1 C16 C14 116.3(11) . . ?
O2 C16 O1 118.6(10) . . ?
O2 C16 C14 125.0(11) . . ?
C18 C17 O2 116.8(9) . . ?

_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 1.893
_oxdiff_exptl_absorpt_empirical_full_min 0.356
####################################################################### 
# 
# 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_x_a
_database_code_depnum_ccdc_archive 'CCDC 2018216'
loop_
_audit_author_name
_audit_author_address
'Chun-Jiang Wang'
;Wuhan University
China
;
_audit_update_record             
;
2020-07-22 deposited with the CCDC.	2020-09-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H25 F3 N2 O3'
_chemical_formula_weight         446.46

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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.227(5)
_cell_length_b                   15.501(5)
_cell_length_c                   12.834(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.74(2)
_cell_angle_gamma                90
_cell_volume                     2390.0(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3770
_cell_measurement_theta_min      3.68
_cell_measurement_theta_max      61.40

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.824
_shelx_estimated_absorpt_T_min   0.960
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6613
_exptl_absorpt_correction_T_max  0.7524
_exptl_absorpt_process_details   'SADABS-2012/1 (Bruker,2012)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa APEX-Duo CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14495
_diffrn_reflns_av_unetI/netI     0.0616
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.505
_diffrn_reflns_theta_max         63.259
_diffrn_reflns_theta_full        63.259
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measured_fraction_theta_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.831
_diffrn_reflns_point_group_measured_fraction_full 0.831
_reflns_number_total             6479
_reflns_number_gt                4356
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.669
_reflns_Friedel_fraction_max     0.695
_reflns_Friedel_fraction_full    0.695

_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.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0693P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1400 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(12)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6479
_refine_ls_number_parameters     591
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1475
_refine_ls_wR_factor_gt          0.1301
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.9368(3) 0.5340(3) 0.2182(3) 0.0724(12) Uani 1 1 d . . . . .
F1 F 1.1828(4) 0.2750(3) 0.2236(3) 0.1272(18) Uani 1 1 d . . . . .
N1 N 1.0008(5) 0.4029(4) 0.3536(3) 0.0709(15) Uani 1 1 d . . . . .
H1 H 0.969(5) 0.458(4) 0.341(4) 0.072(19) Uiso 1 1 d . . . . .
C1 C 1.0541(5) 0.3733(4) 0.2773(4) 0.0584(15) Uani 1 1 d . . . . .
F2 F 1.0320(5) 0.2224(3) 0.2606(4) 0.1336(18) Uani 1 1 d . . . . .
N2 N 1.0888(4) 0.2804(3) 0.5911(3) 0.0610(13) Uani 1 1 d . . . . .
O2 O 1.0020(5) 0.5309(3) 0.0664(3) 0.1052(17) Uani 1 1 d . . . . .
C2 C 1.0564(5) 0.4191(4) 0.1863(4) 0.0644(16) Uani 1 1 d . . . . .
H2 H 1.099026 0.398518 0.138743 0.077 Uiso 1 1 calc R U . . .
N3 N 0.4722(6) 0.6506(4) 0.8341(4) 0.0857(19) Uani 1 1 d . . . . .
H3 H 0.464(5) 0.703(4) 0.825(5) 0.08(2) Uiso 1 1 d . . . . .
F3 F 1.1633(4) 0.2653(3) 0.3849(3) 0.1199(17) Uani 1 1 d . . . . .
O3 O 1.1764(4) 0.4080(3) 0.5576(4) 0.0863(13) Uani 1 1 d . . . . .
C3 C 0.9948(5) 0.4980(4) 0.1620(4) 0.0653(17) Uani 1 1 d . . . . .
C4 C 0.9228(8) 0.6060(6) 0.0247(6) 0.117(3) Uani 1 1 d D . . . .
H4A H 0.902236 0.604196 -0.052029 0.140 Uiso 1 1 calc R U . . .
H4AB H 0.855672 0.603785 0.054755 0.140 Uiso 1 1 calc R U . . .
O4 O 0.4573(4) 0.7946(3) 0.7102(3) 0.0778(12) Uani 1 1 d . . . . .
N4 N 0.5618(4) 0.5418(3) 1.0812(3) 0.0631(13) Uani 1 1 d . . . . .
F4 F 0.6227(5) 0.5044(3) 0.8715(3) 0.138(2) Uani 1 1 d . . . . .
C5 C 0.9871(10) 0.6827(8) 0.0593(10) 0.179(5) Uani 1 1 d D . . . .
H5A H 1.057828 0.679406 0.037276 0.268 Uiso 1 1 calc R U . . .
H5B H 0.998578 0.686752 0.135224 0.268 Uiso 1 1 calc R U . . .
H5C H 0.947546 0.732740 0.028424 0.268 Uiso 1 1 calc R U . . .
O5 O 0.5437(5) 0.7845(3) 0.5702(3) 0.1021(16) Uani 1 1 d . . . . .
F5 F 0.6395(5) 0.5060(3) 0.7092(4) 0.165(3) Uani 1 1 d . . . . .
C6 C 1.1105(6) 0.2860(5) 0.2867(5) 0.084(2) Uani 1 1 d . . . . .
O6 O 0.6499(4) 0.6645(3) 1.0366(4) 0.0963(15) Uani 1 1 d . . . . .
F6 F 0.4826(6) 0.4703(3) 0.7487(4) 0.160(3) Uani 1 1 d . . . . .
C7 C 0.9860(5) 0.3694(4) 0.4572(3) 0.0541(14) Uani 1 1 d . . . . .
C8 C 0.9285(5) 0.2823(4) 0.4584(4) 0.0572(15) Uani 1 1 d . . . . .
C9 C 0.8306(5) 0.2486(4) 0.3990(4) 0.0708(17) Uani 1 1 d . . . . .
H9 H 0.790268 0.279767 0.342794 0.085 Uiso 1 1 calc R U . . .
C11 C 0.8517(7) 0.1223(5) 0.5109(6) 0.086(2) Uani 1 1 d . . . . .
H11 H 0.824567 0.069422 0.529038 0.103 Uiso 1 1 calc R U . . .
C10 C 0.7938(6) 0.1672(5) 0.4253(6) 0.090(2) Uani 1 1 d . . . . .
H10 H 0.730066 0.143271 0.384762 0.108 Uiso 1 1 calc R U . . .
C12 C 0.9524(6) 0.1553(4) 0.5723(5) 0.0743(18) Uani 1 1 d . . . . .
H12 H 0.991560 0.124492 0.629497 0.089 Uiso 1 1 calc R U . . .
C13 C 0.9908(5) 0.2361(4) 0.5437(4) 0.0602(15) Uani 1 1 d . . . . .
C14 C 1.1731(6) 0.2516(5) 0.6838(5) 0.096(2) Uani 1 1 d . . . . .
H14A H 1.202571 0.196578 0.668530 0.143 Uiso 1 1 calc R U . . .
H14B H 1.138613 0.246531 0.744900 0.143 Uiso 1 1 calc R U . . .
H14C H 1.232310 0.293040 0.697718 0.143 Uiso 1 1 calc R U . . .
C15 C 1.0977(5) 0.3567(4) 0.5385(4) 0.0602(15) Uani 1 1 d . . . . .
C16 C 0.9206(5) 0.4443(4) 0.5049(4) 0.0547(15) Uani 1 1 d . . . . .
H16 H 0.964732 0.496857 0.502877 0.066 Uiso 1 1 calc R U . . .
C17 C 0.8024(5) 0.4643(4) 0.4383(4) 0.0719(18) Uani 1 1 d . . . . .
H17A H 0.808578 0.473652 0.364893 0.086 Uiso 1 1 calc R U . . .
H17B H 0.754415 0.414754 0.440698 0.086 Uiso 1 1 calc R U . . .
C18 C 0.7489(5) 0.5439(4) 0.4792(5) 0.084(2) Uani 1 1 d . . . . .
H18A H 0.679252 0.556075 0.433309 0.127 Uiso 1 1 calc R U . . .
H18B H 0.797764 0.592550 0.480310 0.127 Uiso 1 1 calc R U . . .
H18C H 0.736376 0.532981 0.549672 0.127 Uiso 1 1 calc R U . . .
C19 C 0.9176(5) 0.4280(4) 0.6217(4) 0.0527(14) Uani 1 1 d . . . . .
C20 C 0.9869(5) 0.4780(4) 0.7000(4) 0.0680(17) Uani 1 1 d . . . . .
H20 H 1.035157 0.518441 0.679878 0.082 Uiso 1 1 calc R U . . .
C21 C 0.9830(6) 0.4671(5) 0.8061(5) 0.082(2) Uani 1 1 d . . . . .
H21 H 1.027963 0.500851 0.856765 0.099 Uiso 1 1 calc R U . . .
C22 C 0.9134(6) 0.4068(5) 0.8374(4) 0.0777(19) Uani 1 1 d . . . . .
H22 H 0.912680 0.398950 0.909110 0.093 Uiso 1 1 calc R U . . .
C23 C 0.8437(6) 0.3572(4) 0.7621(4) 0.0762(19) Uani 1 1 d . . . . .
H23 H 0.796136 0.316828 0.783435 0.091 Uiso 1 1 calc R U . . .
C24 C 0.8455(5) 0.3683(4) 0.6547(4) 0.0582(15) Uani 1 1 d . . . . .
H24 H 0.798342 0.335721 0.604514 0.070 Uiso 1 1 calc R U . . .
C26 C 0.5322(6) 0.6184(4) 0.7634(4) 0.0747(19) Uani 1 1 d . . . . .
C25 C 0.4575(5) 0.6224(4) 0.9396(4) 0.0597(15) Uani 1 1 d . . . . .
C27 C 0.5496(6) 0.6650(5) 0.6782(4) 0.0758(19) Uani 1 1 d . . . . .
H27 H 0.587258 0.638516 0.630283 0.091 Uiso 1 1 calc R U . . .
C28 C 0.5134(6) 0.7525(4) 0.6578(4) 0.0716(18) Uani 1 1 d . . . . .
C29 C 0.5065(9) 0.8732(6) 0.5381(7) 0.132(3) Uani 1 1 d D U . . .
H29A H 0.486176 0.876451 0.461467 0.159 Uiso 1 1 calc R U . . .
H29B H 0.441377 0.887645 0.567753 0.159 Uiso 1 1 calc R U . . .
C30 C 0.5951(10) 0.9339(8) 0.5756(12) 0.200(5) Uani 1 1 d D U . . .
H30A H 0.600700 0.974620 0.520500 0.300 Uiso 1 1 calc R U . . .
H30B H 0.664257 0.903370 0.594837 0.300 Uiso 1 1 calc R U . . .
H30C H 0.579210 0.964006 0.636478 0.300 Uiso 1 1 calc R U . . .
C31 C 0.5744(9) 0.5272(6) 0.7753(6) 0.111(3) Uani 1 1 d . . . . .
C32 C 0.4029(5) 0.5371(4) 0.9484(4) 0.0596(15) Uani 1 1 d . . . . .
C33 C 0.3057(6) 0.4971(5) 0.8904(5) 0.087(2) Uani 1 1 d . . . . .
H33 H 0.264601 0.523606 0.830677 0.104 Uiso 1 1 calc R U . . .
C34 C 0.2733(8) 0.4181(6) 0.9243(8) 0.110(3) Uani 1 1 d . . . . .
H34 H 0.210176 0.391356 0.886290 0.132 Uiso 1 1 calc R U . . .
C35 C 0.3323(8) 0.3779(5) 1.0129(8) 0.110(3) Uani 1 1 d . . . . .
H35 H 0.307748 0.325142 1.034248 0.132 Uiso 1 1 calc R U . . .
C36 C 0.4295(7) 0.4157(5) 1.0719(5) 0.084(2) Uani 1 1 d . . . . .
H36 H 0.468940 0.388833 1.132157 0.101 Uiso 1 1 calc R U . . .
C37 C 0.4644(5) 0.4944(4) 1.0371(4) 0.0604(15) Uani 1 1 d . . . . .
C38 C 0.6407(6) 0.5196(5) 1.1794(5) 0.096(2) Uani 1 1 d . . . . .
H38A H 0.681185 0.468548 1.167885 0.144 Uiso 1 1 calc R U . . .
H38B H 0.600314 0.509496 1.235647 0.144 Uiso 1 1 calc R U . . .
H38C H 0.691859 0.566478 1.198600 0.144 Uiso 1 1 calc R U . . .
C39 C 0.5713(5) 0.6139(4) 1.0224(4) 0.0634(16) Uani 1 1 d . . . . .
C40 C 0.3934(5) 0.7005(4) 0.9826(4) 0.0597(15) Uani 1 1 d . . . . .
H40 H 0.437130 0.752535 0.975806 0.072 Uiso 1 1 calc R U . . .
C41 C 0.2751(6) 0.7167(5) 0.9148(4) 0.085(2) Uani 1 1 d . . . . .
H41A H 0.279097 0.714522 0.840029 0.102 Uiso 1 1 calc R U . . .
H41B H 0.224834 0.671565 0.928834 0.102 Uiso 1 1 calc R U . . .
C42 C 0.2297(7) 0.8042(6) 0.9405(6) 0.114(3) Uani 1 1 d . . . . .
H42A H 0.171036 0.821452 0.883748 0.171 Uiso 1 1 calc R U . . .
H42B H 0.288370 0.846249 0.948865 0.171 Uiso 1 1 calc R U . . .
H42C H 0.201138 0.800100 1.005114 0.171 Uiso 1 1 calc R U . . .
C43 C 0.3912(5) 0.6906(4) 1.1013(4) 0.0606(16) Uani 1 1 d . . . . .
C44 C 0.4659(6) 0.7376(5) 1.1766(5) 0.082(2) Uani 1 1 d . . . . .
H44 H 0.515914 0.775583 1.154495 0.098 Uiso 1 1 calc R U . . .
C45 C 0.4654(8) 0.7276(6) 1.2855(5) 0.113(3) Uani 1 1 d . . . . .
H45 H 0.516988 0.757069 1.335263 0.135 Uiso 1 1 calc R U . . .
C46 C 0.3896(8) 0.6749(6) 1.3182(5) 0.107(3) Uani 1 1 d . . . . .
H46 H 0.387468 0.670290 1.390089 0.128 Uiso 1 1 calc R U . . .
C47 C 0.3151(6) 0.6276(5) 1.2443(5) 0.098(2) Uani 1 1 d . . . . .
H47 H 0.264728 0.590829 1.267814 0.117 Uiso 1 1 calc R U . . .
C48 C 0.3146(5) 0.6344(4) 1.1363(4) 0.0698(17) Uani 1 1 d . . . . .
H48 H 0.264513 0.602476 1.087850 0.084 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C3 1.235(6) . ?
F1 C6 1.317(7) . ?
N1 C1 1.354(7) . ?
N1 C7 1.470(6) . ?
N1 H1 0.93(6) . ?
C1 C2 1.371(7) . ?
C1 C6 1.512(9) . ?
F2 C6 1.374(9) . ?
N2 C15 1.376(7) . ?
N2 C13 1.416(7) . ?
N2 C14 1.490(7) . ?
O2 C3 1.347(6) . ?
O2 C4 1.545(9) . ?
C2 C3 1.439(8) . ?
C2 H2 0.9300 . ?
N3 C26 1.363(7) . ?
N3 C25 1.466(6) . ?
N3 H3 0.83(7) . ?
F3 C6 1.344(7) . ?
O3 C15 1.237(7) . ?
C4 C5 1.449(11) . ?
C4 H4A 0.9700 . ?
C4 H4AB 0.9700 . ?
O4 C28 1.233(7) . ?
N4 C39 1.366(8) . ?
N4 C37 1.423(7) . ?
N4 C38 1.478(7) . ?
F4 C31 1.314(9) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
O5 C28 1.342(6) . ?
O5 C29 1.483(10) . ?
F5 C31 1.309(8) . ?
O6 C39 1.228(7) . ?
F6 C31 1.418(11) . ?
C7 C8 1.524(8) . ?
C7 C15 1.568(8) . ?
C7 C16 1.595(7) . ?
C8 C9 1.395(8) . ?
C8 C13 1.407(7) . ?
C9 C10 1.402(9) . ?
C9 H9 0.9300 . ?
C11 C10 1.379(10) . ?
C11 C12 1.428(9) . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?
C12 C13 1.410(8) . ?
C12 H12 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C16 C19 1.527(6) . ?
C16 C17 1.568(8) . ?
C16 H16 0.9800 . ?
C17 C18 1.534(8) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C24 1.396(7) . ?
C19 C20 1.419(8) . ?
C20 C21 1.381(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.375(9) . ?
C21 H21 0.9300 . ?
C22 C23 1.394(9) . ?
C22 H22 0.9300 . ?
C23 C24 1.393(7) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C26 C27 1.360(8) . ?
C26 C31 1.503(10) . ?
C25 C32 1.494(8) . ?
C25 C39 1.591(8) . ?
C25 C40 1.596(7) . ?
C27 C28 1.436(9) . ?
C27 H27 0.9300 . ?
C29 C30 1.449(12) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C32 C37 1.407(8) . ?
C32 C33 1.423(9) . ?
C33 C34 1.382(11) . ?
C33 H33 0.9300 . ?
C34 C35 1.377(11) . ?
C34 H34 0.9300 . ?
C35 C36 1.411(10) . ?
C35 H35 0.9300 . ?
C36 C37 1.394(9) . ?
C36 H36 0.9300 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C40 C43 1.536(7) . ?
C40 C41 1.564(8) . ?
C40 H40 0.9800 . ?
C41 C42 1.525(10) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C44 1.405(8) . ?
C43 C48 1.413(8) . ?
C44 C45 1.408(9) . ?
C44 H44 0.9300 . ?
C45 C46 1.359(12) . ?
C45 H45 0.9300 . ?
C46 C47 1.394(11) . ?
C46 H46 0.9300 . ?
C47 C48 1.389(7) . ?
C47 H47 0.9300 . ?
C48 H48 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
C1 N1 C7 133.8(6) . . ?
C1 N1 H1 115(3) . . ?
C7 N1 H1 111(3) . . ?
N1 C1 C2 122.0(6) . . ?
N1 C1 C6 121.2(5) . . ?
C2 C1 C6 116.8(5) . . ?
C15 N2 C13 110.1(5) . . ?
C15 N2 C14 122.9(6) . . ?
C13 N2 C14 127.0(5) . . ?
C3 O2 C4 117.3(5) . . ?
C1 C2 C3 122.1(5) . . ?
C1 C2 H2 118.9 . . ?
C3 C2 H2 118.9 . . ?
C26 N3 C25 132.8(6) . . ?
C26 N3 H3 109(4) . . ?
C25 N3 H3 113(4) . . ?
O1 C3 O2 120.2(6) . . ?
O1 C3 C2 126.3(5) . . ?
O2 C3 C2 113.5(5) . . ?
C5 C4 O2 104.0(8) . . ?
C5 C4 H4A 111.0 . . ?
O2 C4 H4A 111.0 . . ?
C5 C4 H4AB 111.0 . . ?
O2 C4 H4AB 111.0 . . ?
H4A C4 H4AB 109.0 . . ?
C39 N4 C37 110.7(5) . . ?
C39 N4 C38 123.5(6) . . ?
C37 N4 C38 125.7(5) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C28 O5 C29 117.2(6) . . ?
F1 C6 F3 106.6(6) . . ?
F1 C6 F2 106.0(6) . . ?
F3 C6 F2 104.4(6) . . ?
F1 C6 C1 114.5(6) . . ?
F3 C6 C1 114.9(5) . . ?
F2 C6 C1 109.6(6) . . ?
N1 C7 C8 117.2(4) . . ?
N1 C7 C15 114.1(5) . . ?
C8 C7 C15 103.2(4) . . ?
N1 C7 C16 104.2(4) . . ?
C8 C7 C16 112.1(4) . . ?
C15 C7 C16 105.8(4) . . ?
C9 C8 C13 121.3(6) . . ?
C9 C8 C7 132.6(5) . . ?
C13 C8 C7 105.9(5) . . ?
C8 C9 C10 119.1(6) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C10 C11 C12 121.4(7) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C11 C10 C9 120.4(7) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C13 C12 C11 118.0(6) . . ?
C13 C12 H12 121.0 . . ?
C11 C12 H12 121.0 . . ?
C8 C13 C12 119.7(6) . . ?
C8 C13 N2 112.3(5) . . ?
C12 C13 N2 127.9(6) . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C15 N2 125.8(6) . . ?
O3 C15 C7 126.9(5) . . ?
N2 C15 C7 107.2(5) . . ?
C19 C16 C17 112.3(4) . . ?
C19 C16 C7 111.2(4) . . ?
C17 C16 C7 114.4(4) . . ?
C19 C16 H16 106.1 . . ?
C17 C16 H16 106.1 . . ?
C7 C16 H16 106.1 . . ?
C18 C17 C16 112.4(5) . . ?
C18 C17 H17A 109.1 . . ?
C16 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.9 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 C20 118.3(5) . . ?
C24 C19 C16 122.7(5) . . ?
C20 C19 C16 119.0(5) . . ?
C21 C20 C19 120.4(6) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C20 120.5(6) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 120.3(5) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 119.8(6) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C19 120.6(5) . . ?
C23 C24 H24 119.7 . . ?
C19 C24 H24 119.7 . . ?
C27 C26 N3 121.6(6) . . ?
C27 C26 C31 118.6(5) . . ?
N3 C26 C31 119.6(6) . . ?
N3 C25 C32 117.9(5) . . ?
N3 C25 C39 113.5(5) . . ?
C32 C25 C39 102.9(5) . . ?
N3 C25 C40 104.2(4) . . ?
C32 C25 C40 113.0(4) . . ?
C39 C25 C40 104.9(4) . . ?
C26 C27 C28 124.0(5) . . ?
C26 C27 H27 118.0 . . ?
C28 C27 H27 118.0 . . ?
O4 C28 O5 122.0(6) . . ?
O4 C28 C27 125.8(5) . . ?
O5 C28 C27 112.2(5) . . ?
C30 C29 O5 109.8(9) . . ?
C30 C29 H29A 109.7 . . ?
O5 C29 H29A 109.7 . . ?
C30 C29 H29B 109.7 . . ?
O5 C29 H29B 109.7 . . ?
H29A C29 H29B 108.2 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
F5 C31 F4 108.7(7) . . ?
F5 C31 F6 103.7(8) . . ?
F4 C31 F6 104.9(7) . . ?
F5 C31 C26 114.1(7) . . ?
F4 C31 C26 115.7(7) . . ?
F6 C31 C26 108.6(7) . . ?
C37 C32 C33 119.1(6) . . ?
C37 C32 C25 107.4(5) . . ?
C33 C32 C25 133.4(6) . . ?
C34 C33 C32 118.8(7) . . ?
C34 C33 H33 120.6 . . ?
C32 C33 H33 120.6 . . ?
C35 C34 C33 121.6(8) . . ?
C35 C34 H34 119.2 . . ?
C33 C34 H34 119.2 . . ?
C34 C35 C36 121.0(8) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 H35 119.5 . . ?
C37 C36 C35 118.0(7) . . ?
C37 C36 H36 121.0 . . ?
C35 C36 H36 121.0 . . ?
C36 C37 C32 121.4(6) . . ?
C36 C37 N4 127.4(6) . . ?
C32 C37 N4 111.1(5) . . ?
N4 C38 H38A 109.5 . . ?
N4 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
N4 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
O6 C39 N4 125.9(6) . . ?
O6 C39 C25 127.5(6) . . ?
N4 C39 C25 106.5(6) . . ?
C43 C40 C41 112.5(5) . . ?
C43 C40 C25 111.5(4) . . ?
C41 C40 C25 113.1(5) . . ?
C43 C40 H40 106.4 . . ?
C41 C40 H40 106.4 . . ?
C25 C40 H40 106.4 . . ?
C42 C41 C40 111.0(6) . . ?
C42 C41 H41A 109.4 . . ?
C40 C41 H41A 109.4 . . ?
C42 C41 H41B 109.4 . . ?
C40 C41 H41B 109.4 . . ?
H41A C41 H41B 108.0 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C48 119.1(5) . . ?
C44 C43 C40 120.1(6) . . ?
C48 C43 C40 120.9(5) . . ?
C43 C44 C45 120.2(7) . . ?
C43 C44 H44 119.9 . . ?
C45 C44 H44 119.9 . . ?
C46 C45 C44 120.2(8) . . ?
C46 C45 H45 119.9 . . ?
C44 C45 H45 119.9 . . ?
C45 C46 C47 120.1(7) . . ?
C45 C46 H46 119.9 . . ?
C47 C46 H46 119.9 . . ?
C48 C47 C46 121.4(7) . . ?
C48 C47 H47 119.3 . . ?
C46 C47 H47 119.3 . . ?
C47 C48 C43 119.0(6) . . ?
C47 C48 H48 120.5 . . ?
C43 C48 H48 120.5 . . ?

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
C7 N1 C1 C2 -179.0(6) . . . . ?
C7 N1 C1 C6 3.4(11) . . . . ?
N1 C1 C2 C3 -5.2(9) . . . . ?
C6 C1 C2 C3 172.5(6) . . . . ?
C4 O2 C3 O1 -8.7(9) . . . . ?
C4 O2 C3 C2 169.4(6) . . . . ?
C1 C2 C3 O1 1.7(10) . . . . ?
C1 C2 C3 O2 -176.3(6) . . . . ?
C3 O2 C4 C5 93.0(9) . . . . ?
N1 C1 C6 F1 -162.7(6) . . . . ?
C2 C1 C6 F1 19.6(9) . . . . ?
N1 C1 C6 F3 -38.9(10) . . . . ?
C2 C1 C6 F3 143.5(6) . . . . ?
N1 C1 C6 F2 78.3(7) . . . . ?
C2 C1 C6 F2 -99.3(6) . . . . ?
C1 N1 C7 C8 -59.8(9) . . . . ?
C1 N1 C7 C15 61.0(9) . . . . ?
C1 N1 C7 C16 175.8(6) . . . . ?
N1 C7 C8 C9 -48.5(8) . . . . ?
C15 C7 C8 C9 -174.8(5) . . . . ?
C16 C7 C8 C9 71.8(7) . . . . ?
N1 C7 C8 C13 136.2(5) . . . . ?
C15 C7 C8 C13 10.0(5) . . . . ?
C16 C7 C8 C13 -103.4(5) . . . . ?
C13 C8 C9 C10 0.1(8) . . . . ?
C7 C8 C9 C10 -174.5(5) . . . . ?
C12 C11 C10 C9 -2.6(10) . . . . ?
C8 C9 C10 C11 2.2(9) . . . . ?
C10 C11 C12 C13 0.7(9) . . . . ?
C9 C8 C13 C12 -2.0(8) . . . . ?
C7 C8 C13 C12 173.9(4) . . . . ?
C9 C8 C13 N2 178.1(4) . . . . ?
C7 C8 C13 N2 -6.0(6) . . . . ?
C11 C12 C13 C8 1.6(8) . . . . ?
C11 C12 C13 N2 -178.6(5) . . . . ?
C15 N2 C13 C8 -1.4(6) . . . . ?
C14 N2 C13 C8 178.9(5) . . . . ?
C15 N2 C13 C12 178.8(5) . . . . ?
C14 N2 C13 C12 -1.0(9) . . . . ?
C13 N2 C15 O3 -176.5(5) . . . . ?
C14 N2 C15 O3 3.3(9) . . . . ?
C13 N2 C15 C7 7.9(6) . . . . ?
C14 N2 C15 C7 -172.4(5) . . . . ?
N1 C7 C15 O3 45.2(8) . . . . ?
C8 C7 C15 O3 173.4(5) . . . . ?
C16 C7 C15 O3 -68.7(7) . . . . ?
N1 C7 C15 N2 -139.2(5) . . . . ?
C8 C7 C15 N2 -11.0(5) . . . . ?
C16 C7 C15 N2 106.9(5) . . . . ?
N1 C7 C16 C19 -169.0(5) . . . . ?
C8 C7 C16 C19 63.3(6) . . . . ?
C15 C7 C16 C19 -48.5(6) . . . . ?
N1 C7 C16 C17 62.5(6) . . . . ?
C8 C7 C16 C17 -65.1(5) . . . . ?
C15 C7 C16 C17 -176.9(5) . . . . ?
C19 C16 C17 C18 59.3(6) . . . . ?
C7 C16 C17 C18 -172.8(4) . . . . ?
C17 C16 C19 C24 52.2(7) . . . . ?
C7 C16 C19 C24 -77.4(7) . . . . ?
C17 C16 C19 C20 -124.9(6) . . . . ?
C7 C16 C19 C20 105.5(6) . . . . ?
C24 C19 C20 C21 0.4(9) . . . . ?
C16 C19 C20 C21 177.6(6) . . . . ?
C19 C20 C21 C22 1.0(10) . . . . ?
C20 C21 C22 C23 -1.5(10) . . . . ?
C21 C22 C23 C24 0.6(10) . . . . ?
C22 C23 C24 C19 0.8(9) . . . . ?
C20 C19 C24 C23 -1.3(8) . . . . ?
C16 C19 C24 C23 -178.4(5) . . . . ?
C25 N3 C26 C27 -167.3(7) . . . . ?
C25 N3 C26 C31 16.7(13) . . . . ?
C26 N3 C25 C32 -63.7(11) . . . . ?
C26 N3 C25 C39 56.7(10) . . . . ?
C26 N3 C25 C40 170.2(8) . . . . ?
N3 C26 C27 C28 3.9(12) . . . . ?
C31 C26 C27 C28 179.9(8) . . . . ?
C29 O5 C28 O4 -0.3(11) . . . . ?
C29 O5 C28 C27 177.3(7) . . . . ?
C26 C27 C28 O4 -4.3(12) . . . . ?
C26 C27 C28 O5 178.2(7) . . . . ?
C28 O5 C29 C30 97.8(10) . . . . ?
C27 C26 C31 F5 9.9(13) . . . . ?
N3 C26 C31 F5 -173.9(8) . . . . ?
C27 C26 C31 F4 137.2(8) . . . . ?
N3 C26 C31 F4 -46.7(12) . . . . ?
C27 C26 C31 F6 -105.2(8) . . . . ?
N3 C26 C31 F6 70.9(9) . . . . ?
N3 C25 C32 C37 136.2(5) . . . . ?
C39 C25 C32 C37 10.5(5) . . . . ?
C40 C25 C32 C37 -102.1(5) . . . . ?
N3 C25 C32 C33 -46.7(9) . . . . ?
C39 C25 C32 C33 -172.4(6) . . . . ?
C40 C25 C32 C33 75.1(7) . . . . ?
C37 C32 C33 C34 1.3(9) . . . . ?
C25 C32 C33 C34 -175.6(6) . . . . ?
C32 C33 C34 C35 0.5(12) . . . . ?
C33 C34 C35 C36 -0.9(13) . . . . ?
C34 C35 C36 C37 -0.6(12) . . . . ?
C35 C36 C37 C32 2.5(9) . . . . ?
C35 C36 C37 N4 -177.0(6) . . . . ?
C33 C32 C37 C36 -2.8(8) . . . . ?
C25 C32 C37 C36 174.8(5) . . . . ?
C33 C32 C37 N4 176.7(5) . . . . ?
C25 C32 C37 N4 -5.7(6) . . . . ?
C39 N4 C37 C36 176.8(6) . . . . ?
C38 N4 C37 C36 -5.6(9) . . . . ?
C39 N4 C37 C32 -2.7(6) . . . . ?
C38 N4 C37 C32 174.9(5) . . . . ?
C37 N4 C39 O6 -175.1(5) . . . . ?
C38 N4 C39 O6 7.2(9) . . . . ?
C37 N4 C39 C25 9.3(6) . . . . ?
C38 N4 C39 C25 -168.4(5) . . . . ?
N3 C25 C39 O6 43.9(8) . . . . ?
C32 C25 C39 O6 172.4(5) . . . . ?
C40 C25 C39 O6 -69.2(7) . . . . ?
N3 C25 C39 N4 -140.6(5) . . . . ?
C32 C25 C39 N4 -12.1(5) . . . . ?
C40 C25 C39 N4 106.2(5) . . . . ?
N3 C25 C40 C43 -168.6(5) . . . . ?
C32 C25 C40 C43 62.3(6) . . . . ?
C39 C25 C40 C43 -49.0(6) . . . . ?
N3 C25 C40 C41 63.4(7) . . . . ?
C32 C25 C40 C41 -65.7(6) . . . . ?
C39 C25 C40 C41 -177.0(5) . . . . ?
C43 C40 C41 C42 67.0(7) . . . . ?
C25 C40 C41 C42 -165.5(5) . . . . ?
C41 C40 C43 C44 -131.0(6) . . . . ?
C25 C40 C43 C44 100.8(6) . . . . ?
C41 C40 C43 C48 49.0(7) . . . . ?
C25 C40 C43 C48 -79.3(7) . . . . ?
C48 C43 C44 C45 1.1(9) . . . . ?
C40 C43 C44 C45 -178.9(6) . . . . ?
C43 C44 C45 C46 -2.6(12) . . . . ?
C44 C45 C46 C47 2.7(13) . . . . ?
C45 C46 C47 C48 -1.4(12) . . . . ?
C46 C47 C48 C43 -0.1(10) . . . . ?
C44 C43 C48 C47 0.2(9) . . . . ?
C40 C43 C48 C47 -179.7(5) . . . . ?

_refine_diff_density_max         0.231
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.034

