# Electronic Supplementary Material (ESI) for ChemComm.
# 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_20190103_sxs7641
_database_code_depnum_ccdc_archive 'CCDC 1955562'
loop_
_audit_author_name
_audit_author_address
'Chun-Jiang Wang'
;Wuhan University
China
;
_audit_update_record             
;
2019-09-24 deposited with the CCDC.	2020-02-11 downloaded from the CCDC.
;
_audit_creation_date             2019-01-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/3
_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 ad
_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           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                   11.25978(6)
_cell_length_b                   5.81649(4)
_cell_length_c                   12.31963(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.0216(5)
_cell_angle_gamma                90
_cell_volume                     804.856(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13869
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.4860
_cell_measurement_theta_min      3.6190
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.970
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79723
_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 colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0157
_diffrn_reflns_av_unetI/netI     0.0087
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15374
_diffrn_reflns_point_group_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.664
_diffrn_reflns_theta_min         3.597
_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 0.998
_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     57.00  89.00   0.50    0.50    --    0.00  57.00  30.00   64
  2  ω    -17.00   8.00   0.50    0.50    --    0.00  38.00  30.00   50
  3  ω      9.00  35.00   0.50    0.50    --    0.00  57.00  30.00   52
  4  ω     35.00  89.00   0.50    0.50    --    0.00  38.00 -60.00  108
  5  ω     -5.00  31.00   0.50    0.50    --    0.00 -82.00-150.00   72
  6  ω    -12.00  86.00   0.50    0.50    --    0.00  38.00 150.00  196
  7  ω     12.00  74.00   0.50    0.50    --    0.00  38.00  30.00  124
  8  ω     -4.00  31.00   0.50    0.50    --    0.00 -82.00 -60.00   70
  9  ω    -14.00  28.00   0.50    0.50    --    0.00  38.00 -60.00   84
 10  ω    -22.00   4.00   0.50    0.50    --    0.00  57.00  30.00   52
 11  ω    -29.00  -2.00   0.50    0.50    --    0.00 -82.00-180.00   54
 12  ω     69.00  95.00   0.50    0.50    --   94.60  67.00-136.38   52
 13  ω     69.00 103.00   0.50    0.50    --   94.60  68.00 139.51   68
 14  ω     70.00 128.00   0.50    0.50    --   94.60  65.00-170.10  116
 15  ω    139.00 180.00   0.50    0.50    --   94.60  72.00 -78.95   82
 16  ω     68.00  94.00   0.50    0.50    --   94.60  72.00 -78.95   52
 17  ω    112.00 184.00   0.50    0.50    --   94.60  67.00 -22.42  144
 18  ω     67.00  93.00   0.50    0.50    --   94.60  71.00 120.54   52
 19  ω     68.00  94.00   0.50    0.50    --   94.60  69.00 162.04   52
 20  ω     68.00 113.00   0.50    0.50    --   94.60  70.00-105.73   90
 21  ω     69.00 161.00   0.50    0.50    --   94.60  66.00  65.88  184
 22  ω    114.00 182.00   0.50    0.50    --   94.60  69.00 162.04  136
 23  ω      6.00 108.00   0.50    0.50    --   94.60 -61.00  90.00  204
 24  ω    150.00 175.00   0.50    0.50    --   94.60  61.00 104.87   50
 25  ω     75.00 124.00   0.50    0.50    --   94.60  45.00  60.00   98
 26  ω    126.00 151.00   0.50    0.50    --   94.60  45.00  60.00   50
 27  ω    150.00 175.00   0.50    0.50    --   94.60  64.00-109.80   50
 28  ω     69.00  95.00   0.50    0.50    --   94.60  67.00 -22.42   52
 29  ω      7.00 126.00   0.50    0.50    --   94.60 -82.00  90.00  238
 30  ω     63.00 126.00   0.50    0.50    --   94.60 -82.00-150.00  126
 31  ω     71.00 148.00   0.50    0.50    --   94.60  61.00 104.87  154
 32  ω    144.00 170.00   0.50    0.50    --   94.60  74.00 -63.65   52
 33  ω     70.00  96.00   0.50    0.50    --   94.60  64.00-109.80   52
 34  ω     19.00 125.00   0.50    0.50    --   94.60 -82.00 -60.00  212
 35  ω     66.00 109.00   0.50    0.50    --   94.60  74.00 -63.65   86
 36  ω    108.00 184.00   0.50    0.50    --   94.60  61.00   0.00  152
 37  ω     71.00  99.00   0.50    0.50    --   94.60  61.00 -30.00   56
 38  ω     75.00 131.00   0.50    0.50    --   94.60  61.00-150.00  112
 39  ω     71.00  97.00   0.50    0.50    --   94.60  61.00  90.00   52
 40  ω     76.00 164.00   0.50    0.50    --   94.60  45.00 -60.00  176
 41  ω     71.00  97.00   0.50    0.50    --   94.60  61.00-180.00   52
 42  ω     71.00 128.00   0.50    0.50    --   94.60  61.00-120.00  114
 43  ω     71.00 170.00   0.50    0.50    --   94.60  61.00 120.00  198
 44  ω     71.00  97.00   0.50    0.50    --   94.60  61.00  60.00   52
 45  ω     75.00 102.00   0.50    0.50    --   94.60 -82.00   0.00   54
 46  ω     56.00 104.00   0.50    0.50    --   94.60 -61.00-180.00   96
 47  ω     78.00 114.00   0.50    0.50    --   94.60  30.00   0.00   72
 48  ω     78.00 104.00   0.50    0.50    --   94.60  45.00-180.00   52
 49  ω     72.00 101.00   0.50    0.50    --   94.60  61.00   0.00   58
 50  ω    139.00 181.00   0.50    0.50    --   94.60  65.00-170.10   84
 51  ω    155.00 181.00   0.50    0.50    --   94.60  68.00 139.51   52
 52  ω     69.00 103.00   0.50    0.50    --   94.60  66.00  14.93   68
 53  ω    153.00 178.00   0.50    0.50    --   94.60  66.00  43.38   50
 54  ω     70.00  96.00   0.50    0.50    --   94.60  66.00  43.38   52
;
_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      -0.1333975000
_diffrn_orient_matrix_UB_12      0.0017972000
_diffrn_orient_matrix_UB_13      0.0204811000
_diffrn_orient_matrix_UB_21      0.0315941000
_diffrn_orient_matrix_UB_22      0.0400763000
_diffrn_orient_matrix_UB_23      0.1222040000
_diffrn_orient_matrix_UB_31      -0.0039194000
_diffrn_orient_matrix_UB_32      0.2618896000
_diffrn_orient_matrix_UB_33      -0.0188214000
_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         0.726
_reflns_Friedel_fraction_full    0.897
_reflns_Friedel_fraction_max     0.876
_reflns_number_gt                3033
_reflns_number_total             3036
_reflns_odcompleteness_completeness 100.00
_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         0.243
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Flack x determined using 1271 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         3036
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0248
_refine_ls_restrained_S_all      1.083
_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)+(0.0387P)²+0.1757P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0665
_refine_ls_wR_factor_ref         0.0665
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H00F,H00J} of C00J, {H00K,H00M} of C00M
 At 1.5 times of:
  All C(H,H,H) groups, {H00A,H00B} of C00O
2.a Ternary CH refined with riding coordinates:
 C00G(H00G)
2.b Secondary CH2 refined with riding coordinates:
 C00J(H00F,H00J)
2.c Aromatic/amide H refined with riding coordinates:
 C007(H007), C008(H008), C00B(H00C), C00C(H00D), C00E(H00E), C00H(H00H),
 C00I(H00I), C00L(H00L)
2.d X=CH2 refined with riding coordinates:
 C00M(H00K,H00M)
2.e Idealised Me refined as rotating group:
 C00N(H00N,H00O,H00P)
;
_atom_sites_solution_hydrogens   mixed
_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 0.67980(9) 0.2988(2) 0.01556(8) 0.0228(2) Uani 1 1 d . . . . .
F002 F 0.55086(9) 0.5731(2) 0.00481(8) 0.0264(3) Uani 1 1 d . . . . .
F003 F 0.73289(10) 0.6399(2) -0.02765(8) 0.0271(3) Uani 1 1 d . . . . .
O004 O 0.56135(10) 0.2867(2) 0.21334(9) 0.0166(2) Uani 1 1 d . . . . .
O005 O 0.52405(12) 0.6480(2) 0.26676(12) 0.0283(3) Uani 1 1 d . . . . .
N006 N 0.71010(13) 0.8305(3) 0.16573(13) 0.0197(3) Uani 1 1 d . . . . .
C007 C 0.89432(14) 0.7453(3) 0.47713(13) 0.0171(3) Uani 1 1 d . . . . .
H007 H 0.930499 0.881311 0.501551 0.020 Uiso 1 1 calc R . . . .
C008 C 0.76309(15) 0.2154(3) 0.59179(13) 0.0184(3) Uani 1 1 d . . . . .
H008 H 0.725865 0.080273 0.567551 0.022 Uiso 1 1 calc R . . . .
C009 C 0.80139(13) 0.3766(3) 0.51520(13) 0.0155(3) Uani 1 1 d . . . . .
C00A C 0.85598(13) 0.5845(3) 0.55373(13) 0.0159(3) Uani 1 1 d . . . . .
C00B C 0.78056(15) 0.2572(3) 0.70127(14) 0.0217(4) Uani 1 1 d . . . . .
H00C H 0.755147 0.150168 0.750696 0.026 Uiso 1 1 calc R . . . .
C00C C 0.87884(14) 0.7033(3) 0.36770(13) 0.0168(3) Uani 1 1 d . . . . .
H00D H 0.904671 0.811077 0.318829 0.020 Uiso 1 1 calc R . . . .
C00D C 0.82389(13) 0.4974(3) 0.32781(13) 0.0146(3) Uani 1 1 d . . . . .
C00E C 0.91295(14) 0.5057(3) 0.14571(13) 0.0191(3) Uani 1 1 d . . . . .
H00E H 0.938058 0.657802 0.143364 0.023 Uiso 1 1 calc R . . . .
C00F C 0.66438(15) 0.5205(3) 0.03754(13) 0.0196(4) Uani 1 1 d . . . . .
C00G C 0.80432(14) 0.4494(3) 0.20612(13) 0.0155(3) Uani 1 1 d . . . . .
H00G H 0.788160 0.284764 0.196947 0.019 Uiso 1 1 calc R . . . .
C00H C 0.87324(14) 0.6219(3) 0.66758(13) 0.0187(3) Uani 1 1 d . . . . .
H00H H 0.909602 0.756491 0.693581 0.022 Uiso 1 1 calc R . . . .
C00I C 0.78777(13) 0.3376(3) 0.40112(13) 0.0152(3) Uani 1 1 d . . . . .
H00I H 0.753617 0.200784 0.375355 0.018 Uiso 1 1 calc R . . . .
C00J C 0.45461(15) 0.2053(3) 0.26380(13) 0.0201(4) Uani 1 1 d . . . . .
H00F H 0.428337 0.061496 0.230202 0.024 Uiso 1 1 calc R . . . .
H00J H 0.391130 0.316843 0.251087 0.024 Uiso 1 1 calc R . . . .
C00K C 0.58214(14) 0.5128(3) 0.21994(13) 0.0171(3) Uani 1 1 d . . . . .
C00L C 0.83673(15) 0.4612(3) 0.73955(14) 0.0211(4) Uani 1 1 d . . . . .
H00L H 0.849081 0.486826 0.813994 0.025 Uiso 1 1 calc R . . . .
C00M C 0.97376(17) 0.3475(4) 0.09608(14) 0.0278(4) Uani 1 1 d . . . . .
H00K H 0.950136 0.194365 0.097456 0.033 Uiso 1 1 calc R . . . .
H00M H 1.040148 0.389340 0.059785 0.033 Uiso 1 1 calc R . . . .
C00N C 0.47872(16) 0.1698(4) 0.38424(15) 0.0262(4) Uani 1 1 d . . . . .
H00N H 0.539366 0.054958 0.396927 0.039 Uiso 1 1 calc GR . . . .
H00O H 0.407100 0.119952 0.415076 0.039 Uiso 1 1 calc GR . . . .
H00P H 0.505096 0.311701 0.417598 0.039 Uiso 1 1 calc GR . . . .
C00O C 0.69167(14) 0.5838(3) 0.15820(13) 0.0156(3) Uani 1 1 d . . . . .
H00A H 0.656(2) 0.911(5) 0.1273(19) 0.023 Uiso 1 1 d R . . . .
H00B H 0.6833(19) 0.867(4) 0.223(2) 0.023 Uiso 1 1 d R . . . .


_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 C00F 1.332(2) . ?
F002 C00F 1.3483(19) . ?
F003 C00F 1.345(2) . ?
O004 C00J 1.4698(19) . ?
O004 C00K 1.337(2) . ?
O005 C00K 1.197(2) . ?
N006 C00O 1.452(2) . ?
N006 H00A 0.88(3) . ?
N006 H00B 0.82(2) . ?
C007 H007 0.9300 . ?
C007 C00A 1.418(2) . ?
C007 C00C 1.369(2) . ?
C008 H008 0.9300 . ?
C008 C009 1.419(2) . ?
C008 C00B 1.371(2) . ?
C009 C00A 1.422(2) . ?
C009 C00I 1.421(2) . ?
C00A C00H 1.419(2) . ?
C00B H00C 0.9300 . ?
C00B C00L 1.410(3) . ?
C00C H00D 0.9300 . ?
C00C C00D 1.420(2) . ?
C00D C00G 1.526(2) . ?
C00D C00I 1.377(2) . ?
C00E H00E 0.9300 . ?
C00E C00G 1.512(2) . ?
C00E C00M 1.322(3) . ?
C00F C00O 1.541(2) . ?
C00G H00G 0.9800 . ?
C00G C00O 1.569(2) . ?
C00H H00H 0.9300 . ?
C00H C00L 1.371(3) . ?
C00I H00I 0.9300 . ?
C00J H00F 0.9700 . ?
C00J H00J 0.9700 . ?
C00J C00N 1.504(2) . ?
C00K C00O 1.550(2) . ?
C00L H00L 0.9300 . ?
C00M H00K 0.9300 . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9600 . ?
C00N H00O 0.9600 . ?
C00N H00P 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
C00K O004 C00J 115.85(13) . . ?
C00O N006 H00A 113.8(17) . . ?
C00O N006 H00B 104.7(18) . . ?
H00A N006 H00B 93(2) . . ?
C00A C007 H007 119.5 . . ?
C00C C007 H007 119.5 . . ?
C00C C007 C00A 120.92(16) . . ?
C009 C008 H008 119.8 . . ?
C00B C008 H008 119.8 . . ?
C00B C008 C009 120.50(17) . . ?
C008 C009 C00A 118.96(14) . . ?
C008 C009 C00I 122.36(16) . . ?
C00I C009 C00A 118.68(15) . . ?
C007 C00A C009 118.90(14) . . ?
C007 C00A C00H 121.99(16) . . ?
C00H C00A C009 119.09(16) . . ?
C008 C00B H00C 119.7 . . ?
C008 C00B C00L 120.56(17) . . ?
C00L C00B H00C 119.7 . . ?
C007 C00C H00D 119.5 . . ?
C007 C00C C00D 120.92(16) . . ?
C00D C00C H00D 119.5 . . ?
C00C C00D C00G 121.58(14) . . ?
C00I C00D C00C 118.93(14) . . ?
C00I C00D C00G 119.49(15) . . ?
C00G C00E H00E 118.6 . . ?
C00M C00E H00E 118.6 . . ?
C00M C00E C00G 122.71(18) . . ?
F001 C00F F002 107.06(14) . . ?
F001 C00F F003 106.87(14) . . ?
F001 C00F C00O 114.05(14) . . ?
F002 C00F C00O 110.79(13) . . ?
F003 C00F F002 106.00(13) . . ?
F003 C00F C00O 111.62(14) . . ?
C00D C00G H00G 107.7 . . ?
C00D C00G C00O 109.63(12) . . ?
C00E C00G C00D 112.22(13) . . ?
C00E C00G H00G 107.7 . . ?
C00E C00G C00O 111.57(13) . . ?
C00O C00G H00G 107.7 . . ?
C00A C00H H00H 119.7 . . ?
C00L C00H C00A 120.53(17) . . ?
C00L C00H H00H 119.7 . . ?
C009 C00I H00I 119.2 . . ?
C00D C00I C009 121.63(15) . . ?
C00D C00I H00I 119.2 . . ?
O004 C00J H00F 109.3 . . ?
O004 C00J H00J 109.3 . . ?
O004 C00J C00N 111.42(13) . . ?
H00F C00J H00J 108.0 . . ?
C00N C00J H00F 109.3 . . ?
C00N C00J H00J 109.3 . . ?
O004 C00K C00O 111.98(14) . . ?
O005 C00K O004 125.21(16) . . ?
O005 C00K C00O 122.81(16) . . ?
C00B C00L H00L 119.8 . . ?
C00H C00L C00B 120.34(16) . . ?
C00H C00L H00L 119.8 . . ?
C00E C00M H00K 120.0 . . ?
C00E C00M H00M 120.0 . . ?
H00K C00M H00M 120.0 . . ?
C00J C00N H00N 109.5 . . ?
C00J C00N H00O 109.5 . . ?
C00J C00N H00P 109.5 . . ?
H00N C00N H00O 109.5 . . ?
H00N C00N H00P 109.5 . . ?
H00O C00N H00P 109.5 . . ?
N006 C00O C00F 108.41(14) . . ?
N006 C00O C00G 111.11(13) . . ?
N006 C00O C00K 110.32(14) . . ?
C00F C00O C00G 110.18(13) . . ?
C00F C00O C00K 107.33(13) . . ?
C00K C00O C00G 109.42(13) . . ?

_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 1.263
_oxdiff_exptl_absorpt_empirical_full_min 0.774
####################################################################### 
# 
# 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_20190103_sxs7642
_database_code_depnum_ccdc_archive 'CCDC 1955563'
loop_
_audit_author_name
_audit_author_address
'Chun-Jiang Wang'
;Wuhan University
China
;
_audit_update_record             
;
2019-09-24 deposited with the CCDC.	2020-02-11 downloaded from the CCDC.
;
_audit_creation_date             2019-01-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/3
_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 ad
_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      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_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.79020(10)
_cell_length_b                   8.67390(10)
_cell_length_c                   32.4787(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1631.20(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16134
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.5810
_cell_measurement_theta_min      5.1860
_shelx_estimated_absorpt_T_max   0.954
_shelx_estimated_absorpt_T_min   0.762
_exptl_absorpt_coefficient_mu    0.958
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49838
_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 colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            32777
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.105
_diffrn_reflns_theta_min         2.721
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     58.00  88.00   0.50    0.50    --    0.00  57.00 -60.00   60
  2  ω    -89.00 -27.00   0.50    0.50    --    0.00 -57.00   0.00  124
  3  ω     -1.00  53.00   0.50    0.50    --    0.00  57.00 -60.00  108
  4  ω     31.00  86.00   0.50    0.50    --    0.00  38.00 120.00  110
  5  ω     58.00  85.00   0.50    0.50    --    0.00  19.00 -60.00   54
  6  ω    -16.00  25.00   0.50    0.50    --    0.00  38.00 120.00   82
  7  ω    -18.00  47.00   0.50    0.50    --    0.00  19.00 -60.00  130
  8  ω    -21.00  24.00   0.50    0.50    --    0.00 -82.00-180.00   90
  9  ω     -6.00  31.00   0.50    0.50    --    0.00 -82.00  60.00   74
 10  ω    -17.00  84.00   0.50    0.50    --    0.00  38.00-150.00  202
 11  ω     -7.00  20.00   0.50    0.50    --    0.00 -57.00   0.00   54
 12  ω     71.00 107.00   0.50    0.50    --   94.60  59.00 105.86   72
 13  ω     71.00 184.00   0.50    0.50    --   94.60  59.00 -98.70  226
 14  ω    153.00 184.00   0.50    0.50    --   94.60  59.00 105.86   62
 15  ω     66.00  93.00   0.50    0.50    --   94.60  75.00  17.87   54
 16  ω     72.00  97.00   0.50    0.50    --   94.60  61.00-138.73   50
 17  ω    155.00 182.00   0.50    0.50    --   94.60  64.00 -77.94   54
 18  ω     71.00  96.00   0.50    0.50    --   94.60  65.00-130.07   50
 19  ω     69.00  99.00   0.50    0.50    --   94.60  68.00-120.39   60
 20  ω     70.00  96.00   0.50    0.50    --   94.60  64.00 -40.24   52
 21  ω     71.00 183.00   0.50    0.50    --   94.60  66.00 -60.75  224
 22  ω    139.00 182.00   0.50    0.50    --   94.60  68.00-120.39   86
 23  ω     68.00 182.00   0.50    0.50    --   94.60  69.00  46.10  228
 24  ω     70.00  96.00   0.50    0.50    --   94.60  64.00  -5.50   52
 25  ω      6.00 125.00   0.50    0.50    --   94.60 -82.00-150.00  238
 26  ω     69.00  94.00   0.50    0.50    --   94.60  70.00-102.28   50
 27  ω     12.00 123.00   0.50    0.50    --   94.60 -77.00 -30.00  222
 28  ω     72.00  99.00   0.50    0.50    --   94.60  61.00 170.34   54
 29  ω    103.00 184.00   0.50    0.50    --   94.60  61.00 170.34  162
 30  ω     65.00 115.00   0.50    0.50    --   94.60 -82.00 120.00  100
 31  ω     72.00 110.00   0.50    0.50    --   94.60  55.00 -33.53   76
 32  ω     70.00 139.00   0.50    0.50    --   94.60  64.00 -77.94  138
 33  ω     66.00  92.00   0.50    0.50    --   94.60  74.00 141.04   52
 34  ω     71.00  98.00   0.50    0.50    --   94.60  61.00  90.00   54
 35  ω     66.00  92.00   0.50    0.50    --   94.60  75.00  63.84   52
 36  ω     71.00 176.00   0.50    0.50    --   94.60  59.00  73.79  210
 37  ω     71.00  97.00   0.50    0.50    --   94.60  61.00 120.00   52
 38  ω      6.00 112.00   0.50    0.50    --   94.60 -61.00-150.00  212
 39  ω     71.00  98.00   0.50    0.50    --   94.60  61.00-180.00   54
 40  ω    133.00 159.00   0.50    0.50    --   94.60  61.00-180.00   52
 41  ω     71.00 144.00   0.50    0.50    --   94.60  61.00  30.00  146
 42  ω     41.00 126.00   0.50    0.50    --   94.60 -82.00   0.00  170
 43  ω     72.00  97.00   0.50    0.50    --   94.60  61.00 -30.00   50
 44  ω      6.00 110.00   0.50    0.50    --   94.60 -82.00  60.00  208
 45  ω     75.00 134.00   0.50    0.50    --   94.60  45.00 133.34  118
 46  ω     71.00 141.00   0.50    0.50    --   94.60  61.00 143.87  140
 47  ω     71.00  97.00   0.50    0.50    --   94.60  61.00-150.00   52
 48  ω     69.00 127.00   0.50    0.50    --   94.60  67.00   0.24  116
 49  ω     76.00 176.00   0.50    0.50    --   94.60  46.00-149.91  200
 50  ω    141.00 170.00   0.50    0.50    --   94.60  65.00-130.07   58
 51  ω    127.00 154.00   0.50    0.50    --   94.60  56.00  -8.16   54
 52  ω     72.00  99.00   0.50    0.50    --   94.60  56.00  -8.16   54
;
_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      0.2512051000
_diffrn_orient_matrix_UB_12      0.0584465000
_diffrn_orient_matrix_UB_13      -0.0007641000
_diffrn_orient_matrix_UB_21      -0.0381617000
_diffrn_orient_matrix_UB_22      0.0802801000
_diffrn_orient_matrix_UB_23      0.0417397000
_diffrn_orient_matrix_UB_31      0.0790672000
_diffrn_orient_matrix_UB_32      -0.1471947000
_diffrn_orient_matrix_UB_33      0.0225306000
_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         0.681
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.979
_reflns_number_gt                3158
_reflns_number_total             3264
_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 1.171.39.28b (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         0.127
_refine_diff_density_min         -0.129
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 
;
 Flack x determined using 1242 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         3264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0284
_refine_ls_restrained_S_all      1.063
_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)+(0.0335P)²+0.4333P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0697
_refine_ls_wR_factor_ref         0.0703
_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,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00F(H00F)
2.b Secondary CH2 refined with riding coordinates:
 C00N(H00M,H00N)
2.c Aromatic/amide H refined with riding coordinates:
 C009(H009), C00A(H00C), C00B(H00D), C00G(H00G), C00I(H00I), C00J(H00J),
 C00K(H00K), C00L(H00L)
2.d X=CH2 refined with riding coordinates:
 C00M(H00E,H00H)
2.e Idealised Me refined as rotating group:
 C00O(H00O,H00P,H00Q)
;
_atom_sites_solution_hydrogens   mixed
_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 0.84576(19) 0.60568(13) 0.65315(3) 0.0272(3) Uani 1 1 d . . . . .
F002 F 0.5210(2) 0.67257(14) 0.62652(3) 0.0318(3) Uani 1 1 d . . . . .
F003 F 0.5568(2) 0.65884(14) 0.69233(3) 0.0325(3) Uani 1 1 d . . . . .
O004 O 0.8006(2) 0.35487(16) 0.70879(4) 0.0225(3) Uani 1 1 d . . . . .
O005 O 0.4257(2) 0.30522(18) 0.72123(4) 0.0294(3) Uani 1 1 d . . . . .
N006 N 0.2867(3) 0.4111(2) 0.64865(5) 0.0271(4) Uani 1 1 d . . . . .
C007 C 0.5417(3) 0.4654(2) 0.49713(5) 0.0191(4) Uani 1 1 d . . . . .
C008 C 0.7471(3) 0.5118(2) 0.51772(5) 0.0188(4) Uani 1 1 d . . . . .
C009 C 0.7821(3) 0.4628(2) 0.55910(5) 0.0192(4) Uani 1 1 d . . . . .
H009 H 0.916399 0.492204 0.572715 0.023 Uiso 1 1 calc R . . . .
C00A C 0.4197(3) 0.3278(2) 0.55832(5) 0.0205(4) Uani 1 1 d . . . . .
H00C H 0.311258 0.266649 0.571718 0.025 Uiso 1 1 calc R . . . .
C00B C 0.3811(3) 0.3724(2) 0.51852(6) 0.0213(4) Uani 1 1 d . . . . .
H00D H 0.246623 0.341008 0.505296 0.026 Uiso 1 1 calc R . . . .
C00C C 0.6165(3) 0.5887(2) 0.65696(6) 0.0235(4) Uani 1 1 d . . . . .
C00D C 0.6233(3) 0.3734(2) 0.57946(5) 0.0191(4) Uani 1 1 d . . . . .
C00E C 0.5770(3) 0.3525(2) 0.69942(5) 0.0211(4) Uani 1 1 d . . . . .
C00F C 0.6698(3) 0.3223(2) 0.62373(5) 0.0186(4) Uani 1 1 d . . . . .
H00F H 0.834806 0.337074 0.629125 0.022 Uiso 1 1 calc R . . . .
C00G C 0.9103(3) 0.6031(2) 0.49635(5) 0.0219(4) Uani 1 1 d . . . . .
H00G H 1.044208 0.634879 0.509707 0.026 Uiso 1 1 calc R . . . .
C00H C 0.5326(3) 0.4206(2) 0.65619(5) 0.0210(4) Uani 1 1 d . . . . .
C00I C 0.5080(3) 0.5118(2) 0.45569(6) 0.0234(4) Uani 1 1 d . . . . .
H00I H 0.373976 0.482803 0.441931 0.028 Uiso 1 1 calc R . . . .
C00J C 0.6157(3) 0.1547(2) 0.63077(5) 0.0244(4) Uani 1 1 d . . . . .
H00J H 0.465615 0.120541 0.626209 0.029 Uiso 1 1 calc R . . . .
C00K C 0.6700(4) 0.5986(2) 0.43576(6) 0.0261(4) Uani 1 1 d . . . . .
H00K H 0.646030 0.627260 0.408496 0.031 Uiso 1 1 calc R . . . .
C00L C 0.8736(3) 0.6453(2) 0.45622(6) 0.0254(4) Uani 1 1 d . . . . .
H00L H 0.982797 0.704634 0.442451 0.030 Uiso 1 1 calc R . . . .
C00M C 0.7715(4) 0.0545(2) 0.64309(6) 0.0316(5) Uani 1 1 d . . . . .
H00E H 0.922609 0.086280 0.647824 0.038 Uiso 1 1 calc R . . . .
H00H H 0.730615 -0.048081 0.647059 0.038 Uiso 1 1 calc R . . . .
C00N C 0.8601(3) 0.2911(3) 0.74923(6) 0.0263(4) Uani 1 1 d . . . . .
H00M H 1.022038 0.262384 0.749484 0.032 Uiso 1 1 calc R . . . .
H00N H 0.769611 0.198842 0.754145 0.032 Uiso 1 1 calc R . . . .
C00O C 0.8150(5) 0.4059(3) 0.78309(6) 0.0368(5) Uani 1 1 d . . . . .
H00O H 0.654578 0.433817 0.783028 0.055 Uiso 1 1 calc GR . . . .
H00P H 0.907503 0.496204 0.778668 0.055 Uiso 1 1 calc GR . . . .
H00Q H 0.854136 0.360702 0.809159 0.055 Uiso 1 1 calc GR . . . .
H00A H 0.246(5) 0.479(4) 0.6292(9) 0.055 Uiso 1 1 d R . . . .
H00B H 0.206(6) 0.425(4) 0.6706(9) 0.055 Uiso 1 1 d R . . . .


_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 C00C 1.341(2) . ?
F002 C00C 1.346(2) . ?
F003 C00C 1.345(2) . ?
O004 C00E 1.330(2) . ?
O004 C00N 1.466(2) . ?
O005 C00E 1.199(2) . ?
N006 C00H 1.447(2) . ?
N006 H00A 0.90(3) . ?
N006 H00B 0.86(3) . ?
C007 C008 1.422(2) . ?
C007 C00B 1.414(3) . ?
C007 C00I 1.418(2) . ?
C008 C009 1.424(2) . ?
C008 C00G 1.415(3) . ?
C009 H009 0.9300 . ?
C009 C00D 1.372(3) . ?
C00A H00C 0.9300 . ?
C00A C00B 1.368(3) . ?
C00A C00D 1.420(2) . ?
C00B H00D 0.9300 . ?
C00C C00H 1.537(3) . ?
C00D C00F 1.529(2) . ?
C00E C00H 1.545(2) . ?
C00F H00F 0.9800 . ?
C00F C00H 1.571(2) . ?
C00F C00J 1.504(3) . ?
C00G H00G 0.9300 . ?
C00G C00L 1.370(3) . ?
C00I H00I 0.9300 . ?
C00I C00K 1.366(3) . ?
C00J H00J 0.9300 . ?
C00J C00M 1.315(3) . ?
C00K H00K 0.9300 . ?
C00K C00L 1.413(3) . ?
C00L H00L 0.9300 . ?
C00M H00E 0.9300 . ?
C00M H00H 0.9300 . ?
C00N H00M 0.9700 . ?
C00N H00N 0.9700 . ?
C00N C00O 1.506(3) . ?
C00O H00O 0.9600 . ?
C00O H00P 0.9600 . ?
C00O H00Q 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
C00E O004 C00N 115.33(14) . . ?
C00H N006 H00A 110(2) . . ?
C00H N006 H00B 113(2) . . ?
H00A N006 H00B 110(3) . . ?
C00B C007 C008 118.71(16) . . ?
C00B C007 C00I 122.54(17) . . ?
C00I C007 C008 118.74(17) . . ?
C007 C008 C009 118.58(16) . . ?
C00G C008 C007 119.10(16) . . ?
C00G C008 C009 122.31(17) . . ?
C008 C009 H009 119.1 . . ?
C00D C009 C008 121.84(17) . . ?
C00D C009 H009 119.1 . . ?
C00B C00A H00C 119.5 . . ?
C00B C00A C00D 120.90(17) . . ?
C00D C00A H00C 119.5 . . ?
C007 C00B H00D 119.4 . . ?
C00A C00B C007 121.23(17) . . ?
C00A C00B H00D 119.4 . . ?
F001 C00C F002 106.23(16) . . ?
F001 C00C F003 106.48(16) . . ?
F001 C00C C00H 114.54(15) . . ?
F002 C00C C00H 111.76(16) . . ?
F003 C00C F002 106.10(15) . . ?
F003 C00C C00H 111.19(16) . . ?
C009 C00D C00A 118.74(16) . . ?
C009 C00D C00F 119.93(15) . . ?
C00A C00D C00F 121.32(16) . . ?
O004 C00E C00H 111.33(15) . . ?
O005 C00E O004 125.55(16) . . ?
O005 C00E C00H 123.12(16) . . ?
C00D C00F H00F 107.6 . . ?
C00D C00F C00H 112.64(15) . . ?
C00H C00F H00F 107.6 . . ?
C00J C00F C00D 112.74(15) . . ?
C00J C00F H00F 107.6 . . ?
C00J C00F C00H 108.49(14) . . ?
C008 C00G H00G 119.6 . . ?
C00L C00G C008 120.80(18) . . ?
C00L C00G H00G 119.6 . . ?
N006 C00H C00C 111.58(16) . . ?
N006 C00H C00E 107.20(15) . . ?
N006 C00H C00F 110.65(15) . . ?
C00C C00H C00E 107.18(15) . . ?
C00C C00H C00F 111.46(15) . . ?
C00E C00H C00F 108.56(15) . . ?
C007 C00I H00I 119.6 . . ?
C00K C00I C007 120.77(18) . . ?
C00K C00I H00I 119.6 . . ?
C00F C00J H00J 118.6 . . ?
C00M C00J C00F 122.82(19) . . ?
C00M C00J H00J 118.6 . . ?
C00I C00K H00K 119.7 . . ?
C00I C00K C00L 120.53(17) . . ?
C00L C00K H00K 119.7 . . ?
C00G C00L C00K 120.04(18) . . ?
C00G C00L H00L 120.0 . . ?
C00K C00L H00L 120.0 . . ?
C00J C00M H00E 120.0 . . ?
C00J C00M H00H 120.0 . . ?
H00E C00M H00H 120.0 . . ?
O004 C00N H00M 109.4 . . ?
O004 C00N H00N 109.4 . . ?
O004 C00N C00O 111.35(17) . . ?
H00M C00N H00N 108.0 . . ?
C00O C00N H00M 109.4 . . ?
C00O C00N H00N 109.4 . . ?
C00N C00O H00O 109.5 . . ?
C00N C00O H00P 109.5 . . ?
C00N C00O H00Q 109.5 . . ?
H00O C00O H00P 109.5 . . ?
H00O C00O H00Q 109.5 . . ?
H00P C00O H00Q 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 1.671
_oxdiff_exptl_absorpt_empirical_full_min 0.725
