# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_lq-hb-hxh5281
_database_code_depnum_ccdc_archive 'CCDC 1958570'
loop_
_audit_author_name
_audit_author_address
'Yanling Ji'
;chengdu university of TCM
China
;
_audit_update_record             
;
2019-10-10 deposited with the CCDC.	2019-12-30 downloaded from the CCDC.
;
_audit_creation_date             2018-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H11 Cl F3 N O2'
_chemical_formula_sum            'C17 H11 Cl F3 N O2'
_chemical_formula_weight         353.72
_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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.0338(9)
_cell_length_b                   8.0122(3)
_cell_length_c                   13.9749(7)
_cell_angle_alpha                90
_cell_angle_beta                 113.762(6)
_cell_angle_gamma                90
_cell_volume                     1643.10(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2806
_cell_measurement_temperature    294.9(2)
_cell_measurement_theta_max      72.6720
_cell_measurement_theta_min      5.3930
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.447
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7459
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.768
_diffrn_reflns_theta_min         6.031
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.9(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00 -19.00   1.00    1.00    --  -36.17 -51.00  38.00   85
  2  ω     17.00 105.00   1.00    1.00    --   36.17  38.00 150.00   88
  3  ω      1.00  75.00   1.00    1.00    --   36.17 -99.00-120.00   74
  4  ω     23.00  90.00   1.00    1.00    --   36.17-125.00  30.00   67
  5  ω     39.00 130.00   1.00    2.72    --  108.71 -30.00 -60.00   91
  6  ω     39.00 109.00   1.00    2.72    --  108.71 -94.00 -60.00   70
  7  ω     39.00 115.00   1.00    2.72    --  108.71-111.00-120.00   76
  8  ω     91.00 177.00   1.00    2.72    --  108.71  45.00 120.00   86
  9  ω     82.00 176.00   1.00    2.72    --  108.71  77.00  30.00   94
 10  ω     39.00 109.00   1.00    2.72    --  108.71 -94.00 120.00   70
 11  ω     41.00 126.00   1.00    2.72    --  108.71 -51.00  38.00   85
 12  ω     42.00 117.00   1.00    2.72    --  108.71 -61.00 -30.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0241424000
_diffrn_orient_matrix_UB_12      0.1079644000
_diffrn_orient_matrix_UB_13      -0.0987889000
_diffrn_orient_matrix_UB_21      0.0631129000
_diffrn_orient_matrix_UB_22      -0.1080193000
_diffrn_orient_matrix_UB_23      -0.0336086000
_diffrn_orient_matrix_UB_31      -0.0804017000
_diffrn_orient_matrix_UB_32      -0.1167885000
_diffrn_orient_matrix_UB_33      -0.0600510000
_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                2641
_reflns_number_total             3219
_reflns_odcompleteness_completeness 99.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (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         0.374
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3219
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0798
_refine_ls_restrained_S_all      1.039
_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)+(0.1464P)²+0.3479P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2008
_refine_ls_wR_factor_ref         0.2181
_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 Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C5(H5), C12(H12), C3(H3), C11(H11), C4(H4)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.73330(6) 0.26097(10) 1.01984(6) 0.0804(3) Uani 1 1 d . . . . .
F1 F 0.23661(15) 0.3626(3) 0.41454(13) 0.0973(7) Uani 1 1 d . . . . .
F3 F 0.12654(14) 0.3748(4) 0.45716(17) 0.1051(8) Uani 1 1 d . . . . .
F2 F 0.2012(2) 0.1499(3) 0.47794(19) 0.1193(10) Uani 1 1 d . . . . .
O2 O 0.10714(17) 0.2716(3) 0.6405(3) 0.0941(8) Uani 1 1 d . . . . .
C8 C 0.36637(17) 0.3643(3) 0.62534(16) 0.0483(5) Uani 1 1 d . . . . .
O1 O 0.0955(2) 0.5483(4) 0.6424(3) 0.1181(11) Uani 1 1 d . . . . .
C6 C 0.52661(17) 0.4153(3) 0.76089(17) 0.0502(5) Uani 1 1 d . . . . .
C10 C 0.23714(18) 0.4241(3) 0.6657(2) 0.0579(6) Uani 1 1 d . . . . .
C9 C 0.27160(17) 0.3667(3) 0.59469(18) 0.0530(5) Uani 1 1 d . . . . .
N1 N 0.4380(2) 0.2387(3) 0.5067(2) 0.0782(7) Uani 1 1 d . . . . .
C7 C 0.42641(16) 0.4215(3) 0.72411(17) 0.0486(5) Uani 1 1 d . . . . .
C1 C 0.57824(17) 0.3516(3) 0.86003(17) 0.0517(5) Uani 1 1 d . . . . .
H1 H 0.5494 0.3140 0.9019 0.062 Uiso 1 1 calc R . . . .
C5 C 0.5720(2) 0.4751(3) 0.7011(2) 0.0604(6) Uani 1 1 d . . . . .
H5 H 0.5391 0.5203 0.6353 0.072 Uiso 1 1 calc R . . . .
C12 C 0.38842(19) 0.4821(3) 0.79147(19) 0.0565(6) Uani 1 1 d . . . . .
H12 H 0.4264 0.5226 0.8570 0.068 Uiso 1 1 calc R . . . .
C15 C 0.1378(2) 0.4255(5) 0.6457(3) 0.0757(8) Uani 1 1 d . . . . .
C2 C 0.67118(19) 0.3442(3) 0.8960(2) 0.0591(6) Uani 1 1 d . . . . .
C13 C 0.40506(18) 0.2944(3) 0.55683(18) 0.0559(6) Uani 1 1 d . . . . .
C14 C 0.20869(19) 0.3112(4) 0.4864(2) 0.0616(6) Uani 1 1 d . . . . .
C3 C 0.7164(2) 0.4000(4) 0.8367(3) 0.0713(7) Uani 1 1 d . . . . .
H3 H 0.7795 0.3924 0.8614 0.086 Uiso 1 1 calc R . . . .
C11 C 0.2966(2) 0.4827(4) 0.7625(2) 0.0636(7) Uani 1 1 d . . . . .
H11 H 0.2731 0.5235 0.8089 0.076 Uiso 1 1 calc R . . . .
C4 C 0.6658(2) 0.4672(4) 0.7399(3) 0.0738(8) Uani 1 1 d . . . . .
H4 H 0.6955 0.5081 0.6997 0.089 Uiso 1 1 calc R . . . .
C16 C 0.0111(3) 0.2530(7) 0.6232(6) 0.131(2) Uani 1 1 d . . . . .
H16A H -0.0049 0.3355 0.6638 0.157 Uiso 1 1 calc R . . . .
H16B H -0.0276 0.2700 0.5499 0.157 Uiso 1 1 calc R . . . .
C17 C -0.0017(4) 0.0918(12) 0.6540(8) 0.206(5) Uani 1 1 d . . . . .
H17A H -0.0092 0.0145 0.5986 0.308 Uiso 1 1 calc GR . . . .
H17B H -0.0551 0.0901 0.6689 0.308 Uiso 1 1 calc GR . . . .
H17C H 0.0504 0.0604 0.7154 0.308 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
Cl1 C2 1.745(3) . ?
F1 C14 1.320(3) . ?
F3 C14 1.314(3) . ?
F2 C14 1.298(4) . ?
O2 C15 1.319(4) . ?
O2 C16 1.467(5) . ?
C8 C9 1.403(3) . ?
C8 C7 1.404(3) . ?
C8 C13 1.447(3) . ?
O1 C15 1.185(4) . ?
C6 C7 1.477(4) . ?
C6 C1 1.393(3) . ?
C6 C5 1.396(3) . ?
C10 C9 1.394(3) . ?
C10 C15 1.503(4) . ?
C10 C11 1.386(4) . ?
C9 C14 1.508(4) . ?
N1 C13 1.126(3) . ?
C7 C12 1.398(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.369(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.380(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.361(4) . ?
C2 C3 1.377(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(5) . ?
C11 H11 0.9300 . ?
C4 H4 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.403(9) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
C15 O2 C16 116.5(3) . . ?
C9 C8 C7 121.7(2) . . ?
C9 C8 C13 120.2(2) . . ?
C7 C8 C13 118.0(2) . . ?
C1 C6 C7 119.03(19) . . ?
C1 C6 C5 118.5(2) . . ?
C5 C6 C7 122.5(2) . . ?
C9 C10 C15 124.4(3) . . ?
C11 C10 C9 119.5(2) . . ?
C11 C10 C15 116.0(2) . . ?
C8 C9 C14 120.4(2) . . ?
C10 C9 C8 118.6(2) . . ?
C10 C9 C14 121.0(2) . . ?
C8 C7 C6 123.37(19) . . ?
C12 C7 C8 117.6(2) . . ?
C12 C7 C6 119.0(2) . . ?
C6 C1 H1 119.9 . . ?
C2 C1 C6 120.2(2) . . ?
C2 C1 H1 119.9 . . ?
C6 C5 H5 120.1 . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 H5 120.1 . . ?
C7 C12 H12 119.5 . . ?
C11 C12 C7 120.9(2) . . ?
C11 C12 H12 119.5 . . ?
O2 C15 C10 110.3(3) . . ?
O1 C15 O2 125.5(3) . . ?
O1 C15 C10 124.1(3) . . ?
C1 C2 Cl1 118.9(2) . . ?
C1 C2 C3 121.6(3) . . ?
C3 C2 Cl1 119.5(2) . . ?
N1 C13 C8 177.4(3) . . ?
F1 C14 C9 112.1(2) . . ?
F3 C14 F1 104.3(2) . . ?
F3 C14 C9 112.3(2) . . ?
F2 C14 F1 106.8(3) . . ?
F2 C14 F3 108.2(3) . . ?
F2 C14 C9 112.6(2) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 C2 118.3(3) . . ?
C4 C3 H3 120.9 . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.7(2) . . ?
C12 C11 H11 119.2 . . ?
C5 C4 H4 119.3 . . ?
C3 C4 C5 121.4(2) . . ?
C3 C4 H4 119.3 . . ?
O2 C16 H16A 110.0 . . ?
O2 C16 H16B 110.0 . . ?
H16A C16 H16B 108.4 . . ?
C17 C16 O2 108.4(5) . . ?
C17 C16 H16A 110.0 . . ?
C17 C16 H16B 110.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_olex2_date_sample_data_collection 2018-05-28
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.476
_oxdiff_exptl_absorpt_empirical_full_min 0.780
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_6079
_database_code_depnum_ccdc_archive 'CCDC 1963158'
loop_
_audit_author_name
_audit_author_address
'Yanling Ji'
;chengdu university of TCM
China
;
_audit_update_record             
;
2019-11-02 deposited with the CCDC.	2019-12-30 downloaded from the CCDC.
;
_audit_creation_date             2019-10-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H15 F2 N3 O2'
_chemical_formula_sum            'C18 H15 F2 N3 O2'
_chemical_formula_weight         343.33
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.2758(5)
_cell_length_b                   13.9418(6)
_cell_length_c                   13.1480(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.386(6)
_cell_angle_gamma                90
_cell_volume                     1753.92(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3535
_cell_measurement_temperature    293.6(3)
_cell_measurement_theta_max      71.1140
_cell_measurement_theta_min      4.6170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.855
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9507
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.519
_diffrn_reflns_theta_min         4.621
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.6(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -106.00  -6.00   1.00    1.00    --  -35.79 -19.00  60.00  100
  2  ω   -105.00 -17.00   1.00    1.00    --  -35.79 -38.00 -30.00   88
  3  ω     23.00  89.00   1.00    1.00    --   35.79-125.00-180.00   66
  4  ω    -36.00  65.00   1.00    1.00    --   35.79 -19.00 -60.00  101
  5  ω     23.00  89.00   1.00    1.00    --   35.79-125.00  30.00   66
  6  ω      1.00  75.00   1.00    1.00    --   35.79 -99.00 -60.00   74
  7  ω     88.00 173.00   1.00    1.13    --  106.21  61.00 -30.00   85
  8  ω    100.00 176.00   1.00    1.13    --  106.21 111.00 -90.00   76
  9  ω    100.00 176.00   1.00    1.13    --  106.21 111.00  60.00   76
 10  ω     37.00 109.00   1.00    1.13    --  106.21 -94.00-150.00   72
 11  ω     37.00 109.00   1.00    1.13    --  106.21 -94.00  30.00   72
 12  ω     85.00 176.00   1.00    1.13    --  106.21  30.00  90.00   91
 13  ω     37.00 109.00   1.00    1.13    --  106.21 -94.00-120.00   72
 14  ω     36.00 113.00   1.00    1.13    --  106.21-111.00   0.00   77
 15  ω     89.00 175.00   1.00    1.13    --  106.21  45.00-180.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1237096000
_diffrn_orient_matrix_UB_12      -0.0662927000
_diffrn_orient_matrix_UB_13      -0.0090344000
_diffrn_orient_matrix_UB_21      0.0534353000
_diffrn_orient_matrix_UB_22      -0.0742778000
_diffrn_orient_matrix_UB_23      -0.0624693000
_diffrn_orient_matrix_UB_31      0.0881333000
_diffrn_orient_matrix_UB_32      -0.0479684000
_diffrn_orient_matrix_UB_33      0.1087818000
_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                2743
_reflns_number_total             3373
_reflns_odcompleteness_completeness 99.94
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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         0.534
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0896
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1743P)²+0.5483P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2433
_refine_ls_wR_factor_ref         0.2612
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Rotating group:
 N006(H00A,H00B)
2.b Ternary CH refined with riding coordinates:
 C007(H007), C00K(H00K)
2.c Secondary CH2 refined with riding coordinates:
 C00O(H00C,H00D)
2.d Aromatic/amide H refined with riding coordinates:
 C008(H008), C00I(H00I), C00J(H00J), C00L(H00L), C00M(H00M), C00N(H00N)
2.e Idealised Me refined as rotating group:
 C00P(H00E,H00F,H00G)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.20383(19) 0.34662(14) 0.54624(18) 0.0646(6) Uani 1 1 d . . . . .
O002 O 0.4149(2) 0.37842(16) 0.5451(2) 0.0732(7) Uani 1 1 d . . . . .
F003 F 0.1056(3) 0.4451(2) 0.7739(2) 0.1226(10) Uani 1 1 d . . . . .
F004 F -0.0223(2) 0.5101(2) 0.6289(3) 0.1295(12) Uani 1 1 d . . . . .
C005 C 0.3133(2) 0.49032(17) 0.62848(17) 0.0428(5) Uani 1 1 d . . . . .
N006 N 0.3380(3) 0.76480(19) 0.7708(2) 0.0740(8) Uani 1 1 d . . . . .
H00A H 0.3460 0.8067 0.7253 0.089 Uiso 1 1 d GR . . . .
H00B H 0.2664 0.7784 0.7872 0.089 Uiso 1 1 d GR . . . .
C007 C 0.4411(2) 0.55172(16) 0.64703(17) 0.0421(5) Uani 1 1 d . . . . .
H007 H 0.4703 0.5419 0.5847 0.051 Uiso 1 1 calc R . . . .
C008 C 0.2329(3) 0.6088(2) 0.72892(19) 0.0517(6) Uani 1 1 d . . . . .
H008 H 0.1788 0.6195 0.7711 0.062 Uiso 1 1 calc R . . . .
C009 C 0.5632(2) 0.52317(18) 0.74946(19) 0.0477(6) Uani 1 1 d . . . . .
C00A C 0.2186(2) 0.51897(18) 0.67204(19) 0.0476(6) Uani 1 1 d . . . . .
C00B C 0.4011(2) 0.65978(17) 0.64740(18) 0.0456(6) Uani 1 1 d . . . . .
C00C C 0.3039(3) 0.68657(19) 0.5360(2) 0.0522(6) Uani 1 1 d . . . . .
N00D N 0.2267(3) 0.7048(2) 0.4519(2) 0.0766(8) Uani 1 1 d . . . . .
C00E C 0.3211(2) 0.67762(18) 0.72346(18) 0.0474(6) Uani 1 1 d . . . . .
C00F C 0.3166(2) 0.40012(17) 0.56957(19) 0.0465(5) Uani 1 1 d . . . . .
N00G N 0.6214(3) 0.7697(2) 0.7002(3) 0.0839(9) Uani 1 1 d . . . . .
C00H C 0.5265(3) 0.72084(19) 0.6756(2) 0.0578(7) Uani 1 1 d . . . . .
C00I C 0.5454(3) 0.4935(2) 0.8447(2) 0.0621(7) Uani 1 1 d . . . . .
H00I H 0.4563 0.4918 0.8474 0.075 Uiso 1 1 calc R . . . .
C00J C 0.6978(3) 0.5233(2) 0.7483(3) 0.0637(7) Uani 1 1 d . . . . .
H00J H 0.7123 0.5419 0.6853 0.076 Uiso 1 1 calc R . . . .
C00K C 0.0957(3) 0.4590(2) 0.6705(3) 0.0696(8) Uani 1 1 d . . . . .
H00K H 0.0902 0.3983 0.6315 0.084 Uiso 1 1 calc R . . . .
C00L C 0.6601(4) 0.4663(3) 0.9360(3) 0.0789(10) Uani 1 1 d . . . . .
H00L H 0.6474 0.4465 0.9992 0.095 Uiso 1 1 calc R . . . .
C00M C 0.8103(3) 0.4962(3) 0.8394(3) 0.0837(10) Uani 1 1 d . . . . .
H00M H 0.8997 0.4967 0.8370 0.100 Uiso 1 1 calc R . . . .
C00N C 0.7922(4) 0.4687(3) 0.9324(3) 0.0887(12) Uani 1 1 d . . . . .
H00N H 0.8690 0.4516 0.9936 0.106 Uiso 1 1 calc R . . . .
C00O C 0.2021(4) 0.2560(3) 0.4901(4) 0.0868(11) Uani 1 1 d . . . . .
H00C H 0.2277 0.2667 0.4269 0.104 Uiso 1 1 calc R . . . .
H00D H 0.2688 0.2116 0.5387 0.104 Uiso 1 1 calc R . . . .
C00P C 0.0661(5) 0.2176(4) 0.4571(6) 0.144(3) Uani 1 1 d . . . . .
H00E H 0.0553 0.1683 0.4036 0.216 Uiso 1 1 calc GR . . . .
H00F H -0.0010 0.2675 0.4260 0.216 Uiso 1 1 calc GR . . . .
H00G H 0.0513 0.1908 0.5193 0.216 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
O001 C00F 1.317(3) . ?
O001 C00O 1.461(4) . ?
O002 C00F 1.205(3) . ?
F003 C00K 1.339(4) . ?
F004 C00K 1.340(4) . ?
C005 C007 1.511(3) . ?
C005 C00A 1.357(3) . ?
C005 C00F 1.484(3) . ?
N006 H00A 0.8605 . ?
N006 H00B 0.8605 . ?
N006 C00E 1.347(3) . ?
C007 H007 0.9800 . ?
C007 C009 1.521(3) . ?
C007 C00B 1.562(3) . ?
C008 H008 0.9300 . ?
C008 C00A 1.439(4) . ?
C008 C00E 1.340(4) . ?
C009 C00I 1.393(4) . ?
C009 C00J 1.389(4) . ?
C00A C00K 1.508(4) . ?
C00B C00C 1.488(3) . ?
C00B C00E 1.529(3) . ?
C00B C00H 1.475(3) . ?
C00C N00D 1.130(3) . ?
N00G C00H 1.135(4) . ?
C00I H00I 0.9300 . ?
C00I C00L 1.393(4) . ?
C00J H00J 0.9300 . ?
C00J C00M 1.380(4) . ?
C00K H00K 0.9800 . ?
C00L H00L 0.9300 . ?
C00L C00N 1.376(5) . ?
C00M H00M 0.9300 . ?
C00M C00N 1.358(6) . ?
C00N H00N 0.9300 . ?
C00O H00C 0.9700 . ?
C00O H00D 0.9700 . ?
C00O C00P 1.410(6) . ?
C00P H00E 0.9600 . ?
C00P H00F 0.9600 . ?
C00P H00G 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
C00F O001 C00O 117.1(2) . . ?
C00A C005 C007 118.7(2) . . ?
C00A C005 C00F 128.7(2) . . ?
C00F C005 C007 112.38(18) . . ?
H00A N006 H00B 109.3 . . ?
C00E N006 H00A 108.7 . . ?
C00E N006 H00B 109.6 . . ?
C005 C007 H007 107.4 . . ?
C005 C007 C009 112.47(19) . . ?
C005 C007 C00B 109.42(18) . . ?
C009 C007 H007 107.4 . . ?
C009 C007 C00B 112.50(18) . . ?
C00B C007 H007 107.4 . . ?
C00A C008 H008 118.7 . . ?
C00E C008 H008 118.7 . . ?
C00E C008 C00A 122.6(2) . . ?
C00I C009 C007 122.5(2) . . ?
C00J C009 C007 119.5(2) . . ?
C00J C009 C00I 117.9(2) . . ?
C005 C00A C008 121.5(2) . . ?
C005 C00A C00K 123.8(2) . . ?
C008 C00A C00K 114.6(2) . . ?
C00C C00B C007 108.79(19) . . ?
C00C C00B C00E 105.94(19) . . ?
C00E C00B C007 111.35(18) . . ?
C00H C00B C007 110.5(2) . . ?
C00H C00B C00C 108.3(2) . . ?
C00H C00B C00E 111.7(2) . . ?
N00D C00C C00B 177.6(3) . . ?
N006 C00E C00B 116.0(2) . . ?
C008 C00E N006 126.7(2) . . ?
C008 C00E C00B 117.0(2) . . ?
O001 C00F C005 114.6(2) . . ?
O002 C00F O001 123.2(2) . . ?
O002 C00F C005 122.2(2) . . ?
N00G C00H C00B 177.3(3) . . ?
C009 C00I H00I 119.7 . . ?
C00L C00I C009 120.5(3) . . ?
C00L C00I H00I 119.7 . . ?
C009 C00J H00J 119.6 . . ?
C00M C00J C009 120.8(3) . . ?
C00M C00J H00J 119.6 . . ?
F003 C00K F004 102.3(3) . . ?
F003 C00K C00A 108.2(3) . . ?
F003 C00K H00K 112.0 . . ?
F004 C00K C00A 109.9(3) . . ?
F004 C00K H00K 112.0 . . ?
C00A C00K H00K 112.0 . . ?
C00I C00L H00L 120.0 . . ?
C00N C00L C00I 119.9(3) . . ?
C00N C00L H00L 120.0 . . ?
C00J C00M H00M 119.6 . . ?
C00N C00M C00J 120.8(3) . . ?
C00N C00M H00M 119.6 . . ?
C00L C00N H00N 120.0 . . ?
C00M C00N C00L 119.9(3) . . ?
C00M C00N H00N 120.0 . . ?
O001 C00O H00C 110.1 . . ?
O001 C00O H00D 110.1 . . ?
H00C C00O H00D 108.4 . . ?
C00P C00O O001 108.1(3) . . ?
C00P C00O H00C 110.1 . . ?
C00P C00O H00D 110.1 . . ?
C00O C00P H00E 109.5 . . ?
C00O C00P H00F 109.5 . . ?
C00O C00P H00G 109.5 . . ?
H00E C00P H00F 109.5 . . ?
H00E C00P H00G 109.5 . . ?
H00F C00P H00G 109.5 . . ?

_olex2_date_sample_data_collection 2019-10-30
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.625
_oxdiff_exptl_absorpt_empirical_full_min 0.612
####################################################################### 
# 
# 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_lq-hb-hxh5282
_database_code_depnum_ccdc_archive 'CCDC 1958572'
loop_
_audit_author_name
_audit_author_address
'Yanling Ji'
;chengdu university of TCM
China
;
_audit_update_record             
;
2019-10-10 deposited with the CCDC.	2019-12-30 downloaded from the CCDC.
;
_audit_creation_date             2018-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H12 F4 N2 O2'
_chemical_formula_sum            'C17 H12 F4 N2 O2'
_chemical_formula_weight         352.29
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.9910(4)
_cell_length_b                   17.6471(7)
_cell_length_c                   14.6986(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.642(3)
_cell_angle_gamma                90
_cell_volume                     3366.1(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6046
_cell_measurement_temperature    295.4(2)
_cell_measurement_theta_max      72.3780
_cell_measurement_theta_min      3.8680
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.065
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19165
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.820
_diffrn_reflns_theta_min         3.916
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.4(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -103.00 -19.00   1.00    1.00    --  -36.04 -57.00 120.00   84
  2  ω   -103.00 -19.00   1.00    1.00    --  -36.04 -57.00  60.00   84
  3  ω    -31.00  53.00   1.00    1.00    --   36.04 -57.00 -90.00   84
  4  ω    -31.00  53.00   1.00    1.00    --   36.04 -57.00 -30.00   84
  5  ω     23.00  89.00   1.00    1.00    --   36.04-125.00 150.00   66
  6  ω     23.00  89.00   1.00    1.00    --   36.04-125.00 -90.00   66
  7  ω     70.00 178.00   1.00    2.84    --  108.71  15.00 -30.00  108
  8  ω     42.00 127.00   1.00    2.84    --  108.71 -61.00 -30.00   85
  9  ω     91.00 177.00   1.00    2.84    --  108.71  45.00  30.00   86
 10  ω     39.00 109.00   1.00    2.84    --  108.71 -94.00 -60.00   70
 11  ω     39.00 115.00   1.00    2.84    --  108.71-111.00 -60.00   76
 12  ω     91.00 176.00   1.00    2.84    --  108.71  61.00  60.00   85
 13  ω     39.00 109.00   1.00    2.84    --  108.71 -94.00 120.00   70
 14  ω     40.00 126.00   1.00    2.84    --  108.71 -45.00  90.00   86
 15  ω   -105.00 -55.00   1.00    1.00    --  -36.04 -38.00 -30.00   50
 16  ω   -105.00 -17.00   1.00    1.00    --  -36.04 -38.00-120.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0469419000
_diffrn_orient_matrix_UB_12      0.0705867000
_diffrn_orient_matrix_UB_13      0.0437422000
_diffrn_orient_matrix_UB_21      -0.0890409000
_diffrn_orient_matrix_UB_22      -0.0008313000
_diffrn_orient_matrix_UB_23      -0.0729547000
_diffrn_orient_matrix_UB_31      -0.0629536000
_diffrn_orient_matrix_UB_32      -0.0513210000
_diffrn_orient_matrix_UB_33      0.0614550000
_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                4731
_reflns_number_total             6571
_reflns_odcompleteness_completeness 99.92
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (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         0.308
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     490
_refine_ls_number_reflns         6571
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0837
_refine_ls_restrained_S_all      1.033
_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)+(0.1409P)²+1.0630P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2211
_refine_ls_wR_factor_ref         0.2490
_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. Restrained distances
 N5-H5A
 0.85 with sigma of 0.01
 N5-H5B
 0.85 with sigma of 0.01
3. Others
 Sof(C16A)=Sof(H16C)=Sof(H16D)=1-FVAR(1)
 Sof(C16)=Sof(H16A)=Sof(H16B)=FVAR(1)
 Sof(C17A)=Sof(H17D)=Sof(H17E)=Sof(H17F)=1-FVAR(2)
 Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C16(H16A,H16B), C16A(H16C,H16D)
4.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C27(H27), C18(H18), C1(H1), C5(H5), C22(H22), C4(H4), C2(H2),
 C19(H19), C21(H21)
4.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C17(H17A,H17B,H17C), C17A(H17D,H17E,H17F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F8 F -0.30426(18) 0.37191(15) 0.34159(15) 0.1136(8) Uani 1 1 d . . . . .
O3 O -0.0873(2) 0.39198(14) 0.29545(13) 0.0893(7) Uani 1 1 d . . . . .
F6 F -0.24972(19) 0.46466(13) 0.4200(2) 0.1180(8) Uani 1 1 d . . . . .
F1 F 0.87693(17) 0.14652(17) 0.3575(2) 0.1290(9) Uani 1 1 d . . . . .
O4 O -0.0048(2) 0.45572(15) 0.40503(17) 0.0965(8) Uani 1 1 d . . . . .
F7 F -0.36637(19) 0.3935(2) 0.4686(2) 0.1418(12) Uani 1 1 d . . . . .
N5 N -0.18749(18) 0.20133(19) 0.65098(18) 0.0807(8) Uani 1 1 d D . . . .
F5 F 0.39295(18) 0.31163(18) 0.4103(3) 0.1531(13) Uani 1 1 d . . . . .
F3 F 0.1196(2) 0.0469(2) 0.3932(2) 0.1564(14) Uani 1 1 d . . . . .
F2 F 0.1693(2) 0.1166(2) 0.2902(2) 0.1515(12) Uani 1 1 d . . . . .
C24 C -0.02169(19) 0.30546(15) 0.49671(15) 0.0565(6) Uani 1 1 d . . . . .
C25 C -0.0952(2) 0.34938(15) 0.44850(16) 0.0584(6) Uani 1 1 d . . . . .
C29 C -0.05313(18) 0.25615(16) 0.56485(16) 0.0584(6) Uani 1 1 d . . . . .
F4 F 0.2313(2) 0.0075(2) 0.3078(3) 0.1682(15) Uani 1 1 d . . . . .
N6 N 0.0786(2) 0.1711(2) 0.6511(2) 0.0976(10) Uani 1 1 d . . . . .
C8 C 0.43839(19) 0.14560(17) 0.53766(17) 0.0620(6) Uani 1 1 d . . . . .
C34 C 0.0213(2) 0.20909(19) 0.61205(18) 0.0692(7) Uani 1 1 d . . . . .
C7 C 0.46470(19) 0.12819(15) 0.44837(17) 0.0588(6) Uani 1 1 d . . . . .
C6 C 0.5742(2) 0.13380(16) 0.42353(17) 0.0610(6) Uani 1 1 d . . . . .
N2 N 0.3127(2) 0.1572(3) 0.6515(2) 0.1042(13) Uani 1 1 d . . . . .
C23 C 0.0888(2) 0.30791(16) 0.47430(17) 0.0607(6) Uani 1 1 d . . . . .
C28 C -0.15705(19) 0.24952(17) 0.58708(16) 0.0620(6) Uani 1 1 d . . . . .
O2 O 0.4680(2) 0.0331(2) 0.2797(2) 0.1378(14) Uani 1 1 d . . . . .
C26 C -0.1982(2) 0.34382(16) 0.47203(18) 0.0640(7) Uani 1 1 d . . . . .
C10 C 0.2625(2) 0.11368(18) 0.5021(2) 0.0710(7) Uani 1 1 d . . . . .
H10 H 0.1951 0.1072 0.5195 0.085 Uiso 1 1 calc R . . . .
C30 C -0.0628(2) 0.40023(16) 0.37370(18) 0.0665(7) Uani 1 1 d . . . . .
C27 C -0.2283(2) 0.29636(18) 0.53897(19) 0.0693(7) Uani 1 1 d . . . . .
H27 H -0.2973 0.2949 0.5531 0.083 Uiso 1 1 calc R . . . .
C9 C 0.3372(2) 0.13972(19) 0.56581(19) 0.0690(7) Uani 1 1 d . . . . .
N3 N 0.5719(2) 0.1987(2) 0.65545(19) 0.0992(11) Uani 1 1 d . . . . .
C11 C 0.2863(2) 0.09760(18) 0.4153(2) 0.0704(7) Uani 1 1 d . . . . .
C18 C 0.1196(2) 0.28284(19) 0.3905(2) 0.0746(8) Uani 1 1 d . . . . .
H18 H 0.0705 0.2650 0.3478 0.090 Uiso 1 1 calc R . . . .
C13 C 0.5153(2) 0.1749(2) 0.60180(18) 0.0731(8) Uani 1 1 d . . . . .
C12 C 0.3873(2) 0.10491(17) 0.38623(19) 0.0682(7) Uani 1 1 d . . . . .
C1 C 0.6047(2) 0.18290(18) 0.3569(2) 0.0735(7) Uani 1 1 d . . . . .
H1 H 0.5561 0.2137 0.3268 0.088 Uiso 1 1 calc R . . . .
O1 O 0.3839(3) 0.1356(3) 0.22876(19) 0.1517(16) Uani 1 1 d . . . . .
C5 C 0.6482(2) 0.08864(19) 0.4676(2) 0.0757(8) Uani 1 1 d . . . . .
H5 H 0.6291 0.0551 0.5127 0.091 Uiso 1 1 calc R . . . .
C22 C 0.1640(2) 0.3338(2) 0.5369(2) 0.0815(8) Uani 1 1 d . . . . .
H22 H 0.1451 0.3501 0.5939 0.098 Uiso 1 1 calc R . . . .
C4 C 0.7506(3) 0.0930(2) 0.4450(3) 0.0881(10) Uani 1 1 d . . . . .
H4 H 0.8003 0.0629 0.4748 0.106 Uiso 1 1 calc R . . . .
C2 C 0.7064(3) 0.1867(2) 0.3347(2) 0.0880(10) Uani 1 1 d . . . . .
H2 H 0.7266 0.2198 0.2896 0.106 Uiso 1 1 calc R . . . .
C33 C -0.2795(3) 0.3930(2) 0.4259(2) 0.0832(9) Uani 1 1 d . . . . .
C3 C 0.7768(3) 0.1417(2) 0.3793(3) 0.0846(9) Uani 1 1 d . . . . .
C19 C 0.2219(3) 0.2839(2) 0.3694(3) 0.0959(12) Uani 1 1 d . . . . .
H19 H 0.2421 0.2664 0.3133 0.115 Uiso 1 1 calc R . . . .
C20 C 0.2931(3) 0.3113(2) 0.4324(4) 0.0999(13) Uani 1 1 d . . . . .
C15 C 0.4117(3) 0.0937(3) 0.2893(3) 0.1022(13) Uani 1 1 d . . . . .
C14 C 0.2027(3) 0.0667(3) 0.3512(3) 0.0967(11) Uani 1 1 d . . . . .
C21 C 0.2665(3) 0.3357(2) 0.5157(3) 0.1007(12) Uani 1 1 d . . . . .
H21 H 0.3165 0.3535 0.5578 0.121 Uiso 1 1 calc R . . . .
C31 C 0.0331(5) 0.5103(3) 0.3399(4) 0.140(2) Uani 1 1 d . . . . .
H31A H -0.0059 0.5052 0.2823 0.168 Uiso 1 1 calc R . . . .
H31B H 0.0230 0.5613 0.3624 0.168 Uiso 1 1 calc R . . . .
C32 C 0.1341(5) 0.4990(4) 0.3268(5) 0.171(3) Uani 1 1 d . . . . .
H32A H 0.1421 0.4548 0.2897 0.257 Uiso 1 1 calc GR . . . .
H32B H 0.1703 0.4918 0.3846 0.257 Uiso 1 1 calc GR . . . .
H32C H 0.1617 0.5423 0.2968 0.257 Uiso 1 1 calc GR . . . .
H2A H 0.248(4) 0.157(2) 0.658(3) 0.107(13) Uiso 1 1 d . . . . .
H2B H 0.358(5) 0.178(3) 0.686(4) 0.16(2) Uiso 1 1 d . . . . .
C16 C 0.5048(10) 0.0435(10) 0.1753(7) 0.097(4) Uani 0.49(2) 1 d . . P A 1
H16A H 0.4667 0.0111 0.1325 0.116 Uiso 0.49(2) 1 calc R . P A 1
H16B H 0.5005 0.0958 0.1551 0.116 Uiso 0.49(2) 1 calc R . P A 1
C17 C 0.6058(14) 0.0198(16) 0.1907(13) 0.222(14) Uani 0.49(3) 1 d . . P A 1
H17A H 0.6505 0.0631 0.1943 0.332 Uiso 0.49(3) 1 calc GR . P A 1
H17B H 0.6250 -0.0123 0.1415 0.332 Uiso 0.49(3) 1 calc GR . P A 1
H17C H 0.6118 -0.0080 0.2468 0.332 Uiso 0.49(3) 1 calc GR . P A 1
C16A C 0.5028(9) -0.0104(15) 0.2042(10) 0.125(7) Uani 0.51(2) 1 d . . P A 2
H16C H 0.4768 -0.0606 0.2173 0.149 Uiso 0.51(2) 1 calc R . P A 2
H16D H 0.4582 0.0079 0.1542 0.149 Uiso 0.51(2) 1 calc R . P A 2
C17A C 0.5730(17) -0.0234(14) 0.1703(11) 0.152(9) Uani 0.51(3) 1 d . . P A 2
H17D H 0.6208 0.0178 0.1789 0.227 Uiso 0.51(3) 1 calc GR . P A 2
H17E H 0.5574 -0.0304 0.1064 0.227 Uiso 0.51(3) 1 calc GR . P A 2
H17F H 0.6029 -0.0689 0.1955 0.227 Uiso 0.51(3) 1 calc GR . P A 2
H5A H -0.2509(10) 0.2005(19) 0.663(2) 0.079(9) Uiso 1 1 d D . . . .
H5B H -0.146(2) 0.1754(17) 0.6849(19) 0.080(10) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F8 C33 1.320(4) . ?
O3 C30 1.188(3) . ?
F6 C33 1.327(4) . ?
F1 C3 1.357(4) . ?
O4 C30 1.307(4) . ?
O4 C31 1.460(5) . ?
F7 C33 1.316(4) . ?
N5 C28 1.340(4) . ?
N5 H5A 0.850(10) . ?
N5 H5B 0.850(10) . ?
F5 C20 1.352(4) . ?
F3 C14 1.315(5) . ?
F2 C14 1.315(5) . ?
C24 C25 1.397(3) . ?
C24 C29 1.402(4) . ?
C24 C23 1.488(4) . ?
C25 C26 1.401(4) . ?
C25 C30 1.494(4) . ?
C29 C34 1.429(3) . ?
C29 C28 1.408(3) . ?
F4 C14 1.289(5) . ?
N6 C34 1.137(4) . ?
C8 C7 1.405(4) . ?
C8 C9 1.400(4) . ?
C8 C13 1.438(4) . ?
C7 C6 1.488(4) . ?
C7 C12 1.389(4) . ?
C6 C1 1.379(4) . ?
C6 C5 1.386(4) . ?
N2 C9 1.350(4) . ?
N2 H2A 0.85(5) . ?
N2 H2B 0.84(6) . ?
C23 C18 1.385(4) . ?
C23 C22 1.388(4) . ?
C28 C27 1.407(4) . ?
O2 C15 1.306(6) . ?
O2 C16 1.638(12) . ?
O2 C16A 1.440(12) . ?
C26 C27 1.363(4) . ?
C26 C33 1.503(4) . ?
C10 H10 0.9300 . ?
C10 C9 1.395(4) . ?
C10 C11 1.358(4) . ?
C27 H27 0.9300 . ?
N3 C13 1.134(4) . ?
C11 C12 1.405(4) . ?
C11 C14 1.507(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.379(5) . ?
C12 C15 1.487(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.378(5) . ?
O1 C15 1.200(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.388(4) . ?
C22 H22 0.9300 . ?
C22 C21 1.382(5) . ?
C4 H4 0.9300 . ?
C4 C3 1.347(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.359(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.367(6) . ?
C20 C21 1.356(6) . ?
C21 H21 0.9300 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.350(8) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.39(2) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16A H16C 0.9700 . ?
C16A H16D 0.9700 . ?
C16A C17A 1.083(16) . ?
C17A H17D 0.9600 . ?
C17A H17E 0.9600 . ?
C17A H17F 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
C30 O4 C31 118.0(3) . . ?
C28 N5 H5A 119(2) . . ?
C28 N5 H5B 124(2) . . ?
H5A N5 H5B 117(3) . . ?
C25 C24 C29 119.5(2) . . ?
C25 C24 C23 121.0(2) . . ?
C29 C24 C23 119.5(2) . . ?
C24 C25 C26 118.3(2) . . ?
C24 C25 C30 119.8(2) . . ?
C26 C25 C30 121.9(2) . . ?
C24 C29 C34 119.6(2) . . ?
C24 C29 C28 122.1(2) . . ?
C28 C29 C34 118.2(2) . . ?
C7 C8 C13 120.0(2) . . ?
C9 C8 C7 122.1(2) . . ?
C9 C8 C13 117.8(2) . . ?
N6 C34 C29 178.2(3) . . ?
C8 C7 C6 119.4(2) . . ?
C12 C7 C8 118.6(2) . . ?
C12 C7 C6 122.0(2) . . ?
C1 C6 C7 121.6(2) . . ?
C1 C6 C5 118.5(3) . . ?
C5 C6 C7 119.8(2) . . ?
C9 N2 H2A 113(3) . . ?
C9 N2 H2B 119(4) . . ?
H2A N2 H2B 126(5) . . ?
C18 C23 C24 120.6(2) . . ?
C18 C23 C22 118.1(3) . . ?
C22 C23 C24 121.3(2) . . ?
N5 C28 C29 122.2(2) . . ?
N5 C28 C27 121.1(2) . . ?
C27 C28 C29 116.7(2) . . ?
C15 O2 C16 101.4(6) . . ?
C15 O2 C16A 135.8(11) . . ?
C25 C26 C33 120.5(3) . . ?
C27 C26 C25 122.0(2) . . ?
C27 C26 C33 117.5(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C11 C10 C9 121.2(3) . . ?
O3 C30 O4 123.9(3) . . ?
O3 C30 C25 124.5(3) . . ?
O4 C30 C25 111.6(2) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 C28 121.3(2) . . ?
C26 C27 H27 119.3 . . ?
N2 C9 C8 121.6(3) . . ?
N2 C9 C10 121.0(3) . . ?
C10 C9 C8 117.4(2) . . ?
C10 C11 C12 121.6(2) . . ?
C10 C11 C14 118.3(3) . . ?
C12 C11 C14 120.0(3) . . ?
C23 C18 H18 119.4 . . ?
C19 C18 C23 121.1(3) . . ?
C19 C18 H18 119.4 . . ?
N3 C13 C8 176.4(3) . . ?
C7 C12 C11 119.0(2) . . ?
C7 C12 C15 119.3(3) . . ?
C11 C12 C15 121.5(3) . . ?
C6 C1 H1 119.7 . . ?
C2 C1 C6 120.6(3) . . ?
C2 C1 H1 119.7 . . ?
C6 C5 H5 119.8 . . ?
C6 C5 C4 120.5(3) . . ?
C4 C5 H5 119.8 . . ?
C23 C22 H22 119.5 . . ?
C21 C22 C23 121.0(3) . . ?
C21 C22 H22 119.5 . . ?
C5 C4 H4 120.5 . . ?
C3 C4 C5 118.9(3) . . ?
C3 C4 H4 120.5 . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2 120.4 . . ?
F8 C33 F6 105.4(3) . . ?
F8 C33 C26 113.4(3) . . ?
F6 C33 C26 112.3(3) . . ?
F7 C33 F8 105.7(3) . . ?
F7 C33 F6 106.5(3) . . ?
F7 C33 C26 112.9(3) . . ?
F1 C3 C2 118.7(3) . . ?
C4 C3 F1 119.1(4) . . ?
C4 C3 C2 122.2(3) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 C18 118.8(3) . . ?
C20 C19 H19 120.6 . . ?
F5 C20 C19 117.7(4) . . ?
F5 C20 C21 120.2(5) . . ?
C21 C20 C19 122.1(3) . . ?
O2 C15 C12 111.0(4) . . ?
O1 C15 O2 125.1(4) . . ?
O1 C15 C12 123.9(4) . . ?
F3 C14 C11 112.7(3) . . ?
F2 C14 F3 104.2(4) . . ?
F2 C14 C11 113.0(4) . . ?
F4 C14 F3 106.2(4) . . ?
F4 C14 F2 107.4(4) . . ?
F4 C14 C11 112.7(3) . . ?
C22 C21 H21 120.5 . . ?
C20 C21 C22 118.9(4) . . ?
C20 C21 H21 120.5 . . ?
O4 C31 H31A 109.5 . . ?
O4 C31 H31B 109.5 . . ?
H31A C31 H31B 108.1 . . ?
C32 C31 O4 110.8(5) . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O2 C16 H16A 112.3 . . ?
O2 C16 H16B 112.3 . . ?
H16A C16 H16B 109.9 . . ?
C17 C16 O2 97.4(10) . . ?
C17 C16 H16A 112.3 . . ?
C17 C16 H16B 112.3 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C16A H16C 102.0 . . ?
O2 C16A H16D 102.0 . . ?
H16C C16A H16D 104.8 . . ?
C17A C16A O2 140.2(18) . . ?
C17A C16A H16C 102.0 . . ?
C17A C16A H16D 102.0 . . ?
C16A C17A H17D 109.5 . . ?
C16A C17A H17E 109.5 . . ?
C16A C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.344
_oxdiff_exptl_absorpt_empirical_full_min 0.768
