# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_TK-lactone
_database_code_depnum_ccdc_archive 'CCDC 2375149'
loop_
_audit_author_name
_audit_author_address
'Chun-Jiang Wang'
;Wuhan University
China
;
_audit_update_record             
;
2024-08-02 deposited with the CCDC.	2024-12-03 downloaded from the CCDC.
;
_audit_creation_date             2024-7-22
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H16 F N O2'
_chemical_formula_sum            'C17 H16 F N O2'
_chemical_formula_weight         285.31
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N F'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   6.47670(10)
_cell_length_b                   15.7755(3)
_cell_length_c                   7.4250(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.190(2)
_cell_angle_gamma                90
_cell_volume                     746.67(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6257
_cell_measurement_temperature    300.20(10)
_cell_measurement_theta_max      73.0390
_cell_measurement_theta_min      5.5870
_shelx_estimated_absorpt_T_max   0.805
_shelx_estimated_absorpt_T_min   0.660
_exptl_absorpt_coefficient_mu    0.755
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79138
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.98a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0144
_diffrn_reflns_av_unetI/netI     0.0125
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            9329
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.689
_diffrn_reflns_theta_min         5.609
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.20(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     26.00  74.00   0.50    0.20    --   64.58-125.00 -90.00   96
  2  ω     26.00  51.00   0.50    0.20    --   64.58-125.00 -60.00   50
  3  ω     26.00  52.00   0.50    0.20    --   64.58-125.00   0.00   52
  4  ω     28.00  75.00   0.50    0.20    --   64.58-125.00  60.00   94
  5  ω     32.00  63.00   0.50    0.20    --   69.43-125.00  90.00   62
  6  ω     36.00  61.00   0.50    0.20    --   69.43-125.00  60.00   50
  7  ω     65.00 108.00   0.50    0.20    --   69.43  15.00-150.00   86
  8  ω     77.00 102.00   0.50    0.20    --   64.58  15.00-120.00   50
  9  ω     71.00  97.00   0.50    0.20    --   64.58  15.00 -90.00   52
 10  ω     58.00  97.00   0.50    0.20    --   64.58  15.00  90.00   78
 11  ω   -102.00 -38.00   0.50    0.20    --  -76.00 140.00 -78.17  128
 12  ω   -104.00 -70.00   0.50    0.20    --  -77.72 139.00-103.07   68
 13  ω    -97.00 -71.00   0.50    0.20    --  -77.72 128.00 -37.54   52
 14  ω    -90.00 -36.00   0.50    0.20    --  -72.91 125.00-120.00  108
 15  ω    -81.00 -38.00   0.50    0.20    --  -72.91 125.00 -30.00   86
 16  ω    -55.00 -28.00   0.50    0.20    --  -66.36 125.00 -90.00   54
 17  ω    -57.00 -31.00   0.50    0.20    --  -66.36 125.00   0.00   52
 18  ω    -89.00 -34.00   0.50    0.20    --  -72.91 125.00  30.00  110
 19  ω    -55.00 -29.00   0.50    0.20    --  -66.36 125.00 150.00   52
 20  ω    -79.00 -54.00   0.50    0.20    --  -78.57 125.00 150.00   50
 21  ω    -72.00 -39.00   0.50    0.20    --  -72.91 125.00 120.00   66
 22  ω    -94.00 -69.00   0.50    0.20    --  -78.57 125.00  30.00   50
 23  ω    -95.00 -69.00   0.50    0.20    --  -78.57 125.00   0.00   52
 24  ω    -59.00 -29.00   0.50    0.20    --  -66.36 125.00-150.00   60
 25  ω    -95.00 -66.00   0.50    0.20    --  -78.57 125.00-120.00   58
 26  ω    -95.00 -69.00   0.50    0.20    --  -52.00 -22.00 -71.63   52
 27  ω    -92.00 -67.00   0.50    0.20    --  -52.00 -20.00 -61.07   50
 28  ω   -108.00 -83.00   0.50    0.20    --  -66.36 -15.00-120.00   50
 29  ω   -113.00 -70.00   0.50    0.20    --  -72.91 -15.00-150.00   86
 30  ω   -105.00 -77.00   0.50    0.20    --  -68.00 -18.00 -64.20   56
 31  ω   -113.00 -88.00   0.50    0.20    --  -72.91 -15.00 -90.00   50
 32  ω   -102.00 -77.00   0.50    0.20    --  -72.91 -15.00-120.00   50
 33  ω   -102.00 -66.00   0.50    0.20    --  -66.36 -15.00 -30.00   72
 34  ω   -107.00 -67.00   0.50    0.20    --  -72.91 -15.00   0.00   80
 35  ω   -120.00 -95.00   0.50    0.20    --  -78.57 -15.00 -60.00   50
 36  ω   -116.00 -85.00   0.50    0.20    --  -78.57 -15.00 -30.00   62
 37  ω   -107.00 -61.00   0.50    0.20    --  -66.36 -15.00  60.00   92
 38  ω   -107.00 -79.00   0.50    0.20    --  -78.57 -15.00  90.00   56
 39  ω   -113.00 -76.00   0.50    0.20    --  -72.91 -15.00 120.00   74
 40  ω   -104.00 -71.00   0.50    0.20    --  -66.36 -15.00 150.00   66
 41  ω   -102.00 -77.00   0.50    0.20    --  -78.57 -15.00 120.00   50
 42  ω   -105.00 -80.00   0.50    0.20    --  -78.57 -15.00  30.00   50
 43  ω   -119.00 -77.00   0.50    0.20    --  -78.57 -15.00-180.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0092512000
_diffrn_orient_matrix_UB_12      -0.0878539000
_diffrn_orient_matrix_UB_13      0.0915732000
_diffrn_orient_matrix_UB_21      0.2393903000
_diffrn_orient_matrix_UB_22      0.0089662000
_diffrn_orient_matrix_UB_23      0.0582142000
_diffrn_orient_matrix_UB_31      -0.0319451000
_diffrn_orient_matrix_UB_32      0.0416562000
_diffrn_orient_matrix_UB_33      0.1807492000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.856
_reflns_Friedel_fraction_full    0.974
_reflns_Friedel_fraction_max     0.889
_reflns_number_gt                2694
_reflns_number_total             2845
_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 1.171.43.98a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.98a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.98a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.163
_refine_diff_density_min         -0.141
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 
;
 Flack x determined using 1191 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(6)
_refine_ls_extinction_coef       0.0104(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2845
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0336
_refine_ls_restrained_S_all      1.068
_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)+(0.0590P)²+0.0244P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.0945
_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:
 C00E(H00E)
2.b Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00H(H00H,H00I)
2.c Aromatic/amide H refined with riding coordinates:
 C009(H009), C00C(H00C), C00D(H00D), C00F(H00F), C00G(H00G), C00I(H00J),
 C00J(H00K), C00L(H00O)
2.d Idealised Me refined as rotating group:
 C00K(H00L,H00M,H00N)
;
_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
O1 O 0.1232(2) 0.48276(11) 0.4059(2) 0.0741(4) Uani 1 1 d . . . . .
O2 O 0.1201(3) 0.59146(11) 0.2275(2) 0.0841(5) Uani 1 1 d . . . . .
F1 F -0.2088(5) 0.34349(17) 1.0793(3) 0.1395(9) Uani 1 1 d . . . . .
C004 C 0.2246(3) 0.54083(15) 0.3247(3) 0.0687(5) Uani 1 1 d . . . . .
N1 N 0.3911(3) 0.63550(16) 0.6005(3) 0.0885(6) Uani 1 1 d . . . . .
C006 C 0.1020(3) 0.38900(13) 0.6538(3) 0.0697(5) Uani 1 1 d . . . . .
C007 C 0.5370(3) 0.60162(13) 0.5187(3) 0.0645(5) Uani 1 1 d . . . . .
C008 C 0.4651(3) 0.54209(17) 0.3583(3) 0.0726(5) Uani 1 1 d . . . . .
C009 C 0.7479(3) 0.61905(17) 0.5758(4) 0.0826(6) Uani 1 1 d . . . . .
H009 H 0.848162 0.595343 0.515414 0.099 Uiso 1 1 calc R U . . .
C00A C 0.4540(4) 0.41564(17) 0.5571(4) 0.0857(7) Uani 1 1 d . . . . .
H00A H 0.484616 0.452262 0.663453 0.103 Uiso 1 1 calc R U . . .
H00B H 0.515067 0.360460 0.590497 0.103 Uiso 1 1 calc R U . . .
C00B C -0.1056(5) 0.35824(19) 0.9377(4) 0.0918(7) Uani 1 1 d . . . . .
C00C C 0.4538(5) 0.6881(2) 0.7409(4) 0.1040(10) Uani 1 1 d . . . . .
H00C H 0.351494 0.712923 0.797255 0.125 Uiso 1 1 calc R U . . .
C00D C -0.0255(5) 0.43699(18) 0.9225(3) 0.0868(7) Uani 1 1 d . . . . .
H00D H -0.041694 0.479472 1.005714 0.104 Uiso 1 1 calc R U . . .
C00E C 0.2183(4) 0.40694(15) 0.4991(3) 0.0745(5) Uani 1 1 d . . . . .
H00E H 0.192118 0.359585 0.412609 0.089 Uiso 1 1 calc R U . . .
C00F C 0.0809(4) 0.45221(15) 0.7795(3) 0.0769(6) Uani 1 1 d . . . . .
H00F H 0.138954 0.505393 0.767517 0.092 Uiso 1 1 calc R U . . .
C00G C 0.0176(5) 0.31038(14) 0.6767(4) 0.0833(6) Uani 1 1 d . . . . .
H00G H 0.030915 0.267336 0.593978 0.100 Uiso 1 1 calc R U . . .
C00H C 0.5491(4) 0.45228(18) 0.4037(4) 0.0884(7) Uani 1 1 d . . . . .
H00H H 0.514986 0.416548 0.296277 0.106 Uiso 1 1 calc R U . . .
H00I H 0.700533 0.454016 0.439142 0.106 Uiso 1 1 calc R U . . .
C00I C -0.0866(5) 0.29422(18) 0.8206(5) 0.0951(8) Uani 1 1 d . . . . .
H00J H -0.141881 0.240871 0.836253 0.114 Uiso 1 1 calc R U . . .
C00J C 0.6576(5) 0.7076(2) 0.8064(4) 0.0964(8) Uani 1 1 d . . . . .
H00K H 0.693981 0.744260 0.905051 0.116 Uiso 1 1 calc R U . . .
C00K C 0.5376(5) 0.5762(3) 0.1860(4) 0.1016(9) Uani 1 1 d . . . . .
H00L H 0.482363 0.541029 0.083295 0.152 Uiso 1 1 calc R U . . .
H00M H 0.688056 0.575800 0.204118 0.152 Uiso 1 1 calc R U . . .
H00N H 0.487611 0.633176 0.163019 0.152 Uiso 1 1 calc R U . . .
C00L C 0.8067(4) 0.6717(2) 0.7224(4) 0.0953(8) Uani 1 1 d . . . . .
H00O H 0.947935 0.682922 0.764577 0.114 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 C004 1.332(3) . ?
O1 C00E 1.462(3) . ?
O2 C004 1.202(3) . ?
F1 C00B 1.362(3) . ?
C004 C008 1.533(3) . ?
N1 C007 1.323(3) . ?
N1 C00C 1.339(4) . ?
C006 C00E 1.508(3) . ?
C006 C00F 1.389(3) . ?
C006 C00G 1.378(3) . ?
C007 C008 1.523(3) . ?
C007 C009 1.385(3) . ?
C008 C00H 1.534(4) . ?
C008 C00K 1.536(4) . ?
C009 H009 0.9300 . ?
C009 C00L 1.369(4) . ?
C00A H00A 0.9700 . ?
C00A H00B 0.9700 . ?
C00A C00E 1.517(3) . ?
C00A C00H 1.503(4) . ?
C00B C00D 1.359(4) . ?
C00B C00I 1.352(5) . ?
C00C H00C 0.9300 . ?
C00C C00J 1.358(4) . ?
C00D H00D 0.9300 . ?
C00D C00F 1.385(3) . ?
C00E H00E 0.9800 . ?
C00F H00F 0.9300 . ?
C00G H00G 0.9300 . ?
C00G C00I 1.384(4) . ?
C00H H00H 0.9700 . ?
C00H H00I 0.9700 . ?
C00I H00J 0.9300 . ?
C00J H00K 0.9300 . ?
C00J C00L 1.362(4) . ?
C00K H00L 0.9600 . ?
C00K H00M 0.9600 . ?
C00K H00N 0.9600 . ?
C00L H00O 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
C004 O1 C00E 125.19(16) . . ?
O1 C004 C008 120.23(19) . . ?
O2 C004 O1 117.28(18) . . ?
O2 C004 C008 122.5(2) . . ?
C007 N1 C00C 117.7(2) . . ?
C00F C006 C00E 119.9(2) . . ?
C00G C006 C00E 121.7(2) . . ?
C00G C006 C00F 118.3(2) . . ?
N1 C007 C008 117.61(18) . . ?
N1 C007 C009 121.7(2) . . ?
C009 C007 C008 120.7(2) . . ?
C004 C008 C00H 109.5(2) . . ?
C004 C008 C00K 108.68(19) . . ?
C007 C008 C004 107.24(17) . . ?
C007 C008 C00H 110.50(19) . . ?
C007 C008 C00K 109.8(2) . . ?
C00H C008 C00K 111.0(2) . . ?
C007 C009 H009 120.5 . . ?
C00L C009 C007 119.0(2) . . ?
C00L C009 H009 120.5 . . ?
H00A C00A H00B 108.1 . . ?
C00E C00A H00A 109.6 . . ?
C00E C00A H00B 109.6 . . ?
C00H C00A H00A 109.6 . . ?
C00H C00A H00B 109.6 . . ?
C00H C00A C00E 110.2(2) . . ?
C00D C00B F1 117.8(3) . . ?
C00I C00B F1 118.8(3) . . ?
C00I C00B C00D 123.4(3) . . ?
N1 C00C H00C 117.9 . . ?
N1 C00C C00J 124.1(3) . . ?
C00J C00C H00C 117.9 . . ?
C00B C00D H00D 120.9 . . ?
C00B C00D C00F 118.1(2) . . ?
C00F C00D H00D 120.9 . . ?
O1 C00E C006 106.77(16) . . ?
O1 C00E C00A 112.28(19) . . ?
O1 C00E H00E 107.7 . . ?
C006 C00E C00A 114.4(2) . . ?
C006 C00E H00E 107.7 . . ?
C00A C00E H00E 107.7 . . ?
C006 C00F H00F 119.6 . . ?
C00D C00F C006 120.8(2) . . ?
C00D C00F H00F 119.6 . . ?
C006 C00G H00G 119.3 . . ?
C006 C00G C00I 121.3(2) . . ?
C00I C00G H00G 119.3 . . ?
C008 C00H H00H 109.6 . . ?
C008 C00H H00I 109.6 . . ?
C00A C00H C008 110.19(18) . . ?
C00A C00H H00H 109.6 . . ?
C00A C00H H00I 109.6 . . ?
H00H C00H H00I 108.1 . . ?
C00B C00I C00G 118.1(3) . . ?
C00B C00I H00J 121.0 . . ?
C00G C00I H00J 121.0 . . ?
C00C C00J H00K 121.2 . . ?
C00C C00J C00L 117.7(3) . . ?
C00L C00J H00K 121.2 . . ?
C008 C00K H00L 109.5 . . ?
C008 C00K H00M 109.5 . . ?
C008 C00K H00N 109.5 . . ?
H00L C00K H00M 109.5 . . ?
H00L C00K H00N 109.5 . . ?
H00M C00K H00N 109.5 . . ?
C009 C00L H00O 120.1 . . ?
C00J C00L C009 119.8(2) . . ?
C00J C00L H00O 120.1 . . ?

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
O1 C004 C008 C007 -91.9(2) . . . . ?
O1 C004 C008 C00H 28.0(3) . . . . ?
O1 C004 C008 C00K 149.4(2) . . . . ?
O2 C004 C008 C007 87.3(2) . . . . ?
O2 C004 C008 C00H -152.7(2) . . . . ?
O2 C004 C008 C00K -31.3(3) . . . . ?
F1 C00B C00D C00F 179.6(3) . . . . ?
F1 C00B C00I C00G 179.6(3) . . . . ?
C004 O1 C00E C006 147.57(19) . . . . ?
C004 O1 C00E C00A 21.4(3) . . . . ?
C004 C008 C00H C00A -52.6(3) . . . . ?
N1 C007 C008 C004 3.3(3) . . . . ?
N1 C007 C008 C00H -116.0(2) . . . . ?
N1 C007 C008 C00K 121.2(2) . . . . ?
N1 C007 C009 C00L 1.0(4) . . . . ?
N1 C00C C00J C00L 0.5(5) . . . . ?
C006 C00G C00I C00B 0.7(4) . . . . ?
C007 N1 C00C C00J -1.2(5) . . . . ?
C007 C008 C00H C00A 65.3(2) . . . . ?
C007 C009 C00L C00J -1.7(4) . . . . ?
C008 C007 C009 C00L -178.9(2) . . . . ?
C009 C007 C008 C004 -176.8(2) . . . . ?
C009 C007 C008 C00H 63.9(3) . . . . ?
C009 C007 C008 C00K -58.9(3) . . . . ?
C00B C00D C00F C006 1.0(4) . . . . ?
C00C N1 C007 C008 -179.7(3) . . . . ?
C00C N1 C007 C009 0.4(4) . . . . ?
C00C C00J C00L C009 1.0(5) . . . . ?
C00D C00B C00I C00G -0.9(5) . . . . ?
C00E O1 C004 O2 167.5(2) . . . . ?
C00E O1 C004 C008 -13.2(3) . . . . ?
C00E C006 C00F C00D 179.9(2) . . . . ?
C00E C006 C00G C00I 179.2(2) . . . . ?
C00E C00A C00H C008 63.1(3) . . . . ?
C00F C006 C00E O1 -53.2(3) . . . . ?
C00F C006 C00E C00A 71.6(3) . . . . ?
C00F C006 C00G C00I 0.2(4) . . . . ?
C00G C006 C00E O1 127.9(2) . . . . ?
C00G C006 C00E C00A -107.3(3) . . . . ?
C00G C006 C00F C00D -1.1(3) . . . . ?
C00H C00A C00E O1 -45.4(3) . . . . ?
C00H C00A C00E C006 -167.3(2) . . . . ?
C00I C00B C00D C00F 0.0(5) . . . . ?
C00K C008 C00H C00A -172.6(2) . . . . ?

_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 1.422
_oxdiff_exptl_absorpt_empirical_full_min 0.720
