# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# 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_202111327
_database_code_depnum_ccdc_archive 'CCDC 2132621'
loop_
_audit_author_name
_audit_author_address
'Manman Song'
;zzu
China
;
_audit_update_record             
;
2022-01-05 deposited with the CCDC.	2023-04-17 downloaded from the CCDC.
;
_audit_creation_date             2021-11-26
_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         'C26 H29 F3 N2 O2'
_chemical_formula_sum            'C26 H29 F3 N2 O2'
_chemical_formula_weight         458.51
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H3O3N2F3
_chemical_oxdiff_usercomment     r
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      trigonal
_space_group_IT_number           145
_space_group_name_H-M_alt        'P 32'
_space_group_name_Hall           'P 32'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'

_cell_length_a                   10.6182(3)
_cell_length_b                   10.6182(3)
_cell_length_c                   18.9438(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1849.71(13)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    3985
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.8660
_cell_measurement_theta_min      4.7890
_shelx_estimated_absorpt_T_max   0.926
_shelx_estimated_absorpt_T_min   0.879
_exptl_absorpt_coefficient_mu    0.779
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             726
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11383
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.079
_diffrn_reflns_theta_min         4.809
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_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 -39.00   1.00    1.50    --  -33.50 -37.00  30.00   64
  2  ω    -72.00 -35.00   1.00    1.50    --  -33.50 178.00-180.00   37
  3  ω   -102.00 -68.00   1.00    1.50    --  -33.50 178.00   0.00   34
  4  ω   -106.00 -80.00   1.00    1.50    --  -33.50 178.00-180.00   26
  5  ω     61.00  99.00   1.00    1.50    --   36.47 178.00 -90.00   38
  6  ω     49.00  77.00   1.00    1.50    --   36.47 -99.00   0.00   28
  7  ω     43.00 101.00   1.00    1.50    --   36.47  57.00 150.00   58
  8  ω     11.00  37.00   1.00    1.50    --   36.47  77.00 -90.00   26
  9  ω     64.00 104.00   1.00    1.50    --   36.47  77.00 -90.00   40
 10  ω     98.00 127.00   1.00    7.00    --  108.00  77.00 -30.00   29
 11  ω    113.00 160.00   1.00    7.00    --  108.00  61.00-150.00   47
 12  ω    121.00 173.00   1.00    7.00    --  108.00 111.00  30.00   52
 13  ω    114.00 174.00   1.00    7.00    --  108.00  45.00   0.00   60
 14  ω     68.00 103.00   1.00    7.00    --  108.00 -94.00  90.00   35
 15  ω     54.00 124.00   1.00    7.00    --  108.00 -45.00 -90.00   70
 16  ω     65.00 101.00   1.00    7.00    --  108.00 -94.00-180.00   36
 17  ω     91.00 134.00   1.00   12.50    --  108.00 -30.00-180.00   43
 18  ω    147.00 175.00   1.00   12.50    --  108.00  77.00 -30.00   28
 19  ω    121.00 178.00   1.00   12.50    --  108.00 111.00-180.00   57
 20  ω     59.00 126.00   1.00   12.50    --  108.00 -61.00  60.00   67
 21  ω   -102.00 -64.00   1.00    2.50    --  -33.50 -37.00 -30.00   38
 22  ω    -42.00 -16.00   1.00    2.50    --  -33.50 -37.00 -30.00   26
 23  ω     73.00 108.00   1.00    2.50    --   36.47 178.00  90.00   35
 24  ω     62.00  88.00   1.00    2.50    --   36.47 178.00-180.00   26
 25  ω      3.00  44.00   1.00    2.50    --   36.47 -37.00 150.00   41
 26  ω     60.00 105.00   1.00    2.50    --   36.47 178.00   0.00   45
 27  ω    136.00 167.00   1.00   12.50    --  108.00  15.00 -60.00   31
 28  ω     65.00  91.00   1.00   12.50    --  108.00  15.00 -60.00   26
 29  ω     85.00 132.00   1.00   12.50    --  108.00 -77.00-150.00   47
 30  ω     40.00  91.00   1.00   12.50    --  108.00 -30.00-180.00   51
 31  ω     65.00 103.00   1.00   12.50    --  108.00-111.00-150.00   38
 32  ω    113.00 139.00   1.00   12.50    --  108.00  85.00 122.00   26
 33  ω     43.00  69.00   1.00   12.50    --  108.00 -77.00-150.00   26
 34  ω     90.00 143.00   1.00   12.50    --  108.00  45.00  90.00   53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0665271000
_diffrn_orient_matrix_UB_12      0.0542285000
_diffrn_orient_matrix_UB_13      0.0737125000
_diffrn_orient_matrix_UB_21      0.1328003000
_diffrn_orient_matrix_UB_22      0.1306756000
_diffrn_orient_matrix_UB_23      -0.0340099000
_diffrn_orient_matrix_UB_31      -0.0773873000
_diffrn_orient_matrix_UB_32      0.0896999000
_diffrn_orient_matrix_UB_33      0.0049823000
_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         0.973
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.963
_reflns_number_gt                4031
_reflns_number_total             4668
_reflns_odcompleteness_completeness 99.95
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.147
_refine_diff_density_min         -0.132
_refine_diff_density_rms         0.028
_refine_ls_abs_structure_details 
;
 Flack x determined using 1694 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(11)
_refine_ls_extinction_coef       0.0049(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         4668
_refine_ls_number_restraints     59
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      1.067
_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)+(0.0616P)²+0.0838P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1128
_refine_ls_wR_factor_ref         0.1225
_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
 C26-C25 \\sim C24-C25
 with sigma of 0.04
 C23-C25A \\sim C23-C20 \\sim C23-C26 \\sim C23-C24 \\sim C23-C25 \\sim
C23-C24A \\sim C23-C26A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C26A) \\sim Ueq, Uanis(C26) \\sim Ueq, Uanis(C24A) \\sim Ueq, Uanis(C24)
\\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C25A) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C24) = Uanis(C24A)
Uanis(C26) = Uanis(C26A)
Uanis(C25) = Uanis(C25A)
4. Others
 Sof(C24A)=Sof(H24D)=Sof(H24E)=Sof(H24F)=Sof(C26A)=Sof(H26D)=Sof(H26E)=
 Sof(H26F)=Sof(C25A)=Sof(H25D)=Sof(H25E)=Sof(H25F)=1-FVAR(1)
 Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(H25C)=
 Sof(C26)=Sof(H26A)=Sof(H26B)=Sof(H26C)=FVAR(1)
5.a Riding coordinates:
 C24A(H24D,H24E,H24F)
5.b Ternary CH refined with riding coordinates:
 C13(H13)
5.c Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C12(H12A,H12B), C16(H16A,H16B)
5.d Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C21(H21), C22(H22)
5.e X=CH2 refined with riding coordinates:
 C15(H15A,H15B)
5.f Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C), C26A(H26D,H26E,H26F), C25A(H25D,H25E,H25F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
F1 F 0.0603(4) 0.6196(6) 0.1041(2) 0.1488(18) Uani 1 1 d . . . . .
F2 F 0.0142(3) 0.7092(5) 0.1937(2) 0.1237(12) Uani 1 1 d . . . . .
F3 F 0.0280(4) 0.5151(4) 0.2025(3) 0.1322(14) Uani 1 1 d . . . . .
O1 O 0.3971(3) 0.6730(3) 0.31187(12) 0.0651(6) Uani 1 1 d . . . . .
O2 O 0.2980(3) 0.8740(3) 0.15743(15) 0.0764(7) Uani 1 1 d . . . . .
N1 N 0.5258(3) 0.5749(3) 0.26236(14) 0.0530(6) Uani 1 1 d . . . . .
N2 N 0.3174(3) 0.6600(3) 0.15975(16) 0.0604(7) Uani 1 1 d . . . . .
H2 H 0.317(4) 0.661(4) 0.114(2) 0.056(10) Uiso 1 1 d . . . . .
C1 C 0.4565(3) 0.6542(3) 0.26126(16) 0.0520(7) Uani 1 1 d . . . . .
C2 C 0.4645(3) 0.7106(3) 0.18563(17) 0.0530(7) Uani 1 1 d . . . . .
C3 C 0.5332(4) 0.6360(3) 0.14660(17) 0.0554(7) Uani 1 1 d . . . . .
C4 C 0.5698(3) 0.5598(3) 0.19377(17) 0.0518(7) Uani 1 1 d . . . . .
C5 C 0.6384(4) 0.4845(4) 0.1715(2) 0.0612(8) Uani 1 1 d . . . . .
C6 C 0.6690(5) 0.4922(5) 0.0994(2) 0.0734(10) Uani 1 1 d . . . . .
H6 H 0.7168 0.4451 0.0825 0.088 Uiso 1 1 calc R . . . .
C7 C 0.6313(5) 0.5666(5) 0.0522(2) 0.0793(11) Uani 1 1 d . . . . .
H7 H 0.6527 0.5678 0.0045 0.095 Uiso 1 1 calc R . . . .
C8 C 0.5617(5) 0.6394(5) 0.0755(2) 0.0705(9) Uani 1 1 d . . . . .
H8 H 0.5350 0.6892 0.0441 0.085 Uiso 1 1 calc R . . . .
C9 C 0.6808(5) 0.3985(5) 0.2194(2) 0.0764(10) Uani 1 1 d . . . . .
H9A H 0.5968 0.3281 0.2450 0.115 Uiso 1 1 calc GR . . . .
H9B H 0.7535 0.4632 0.2521 0.115 Uiso 1 1 calc GR . . . .
H9C H 0.7190 0.3496 0.1917 0.115 Uiso 1 1 calc GR . . . .
C10 C 0.5681(4) 0.8784(4) 0.18242(19) 0.0594(8) Uani 1 1 d . . . . .
H10A H 0.6641 0.8996 0.1975 0.071 Uiso 1 1 calc R . . . .
H10B H 0.5760 0.9090 0.1336 0.071 Uiso 1 1 calc R . . . .
C11 C 0.5244(5) 0.9688(4) 0.2261(2) 0.0669(9) Uani 1 1 d . . . . .
C12 C 0.4041(6) 0.9911(5) 0.1981(2) 0.0803(11) Uani 1 1 d . . . . .
H12A H 0.3560 1.0074 0.2376 0.096 Uiso 1 1 calc R . . . .
H12B H 0.4468 1.0782 0.1692 0.096 Uiso 1 1 calc R . . . .
C13 C 0.2475(4) 0.7340(4) 0.18754(19) 0.0647(8) Uani 1 1 d . . . . .
H13 H 0.2611 0.7434 0.2388 0.078 Uiso 1 1 calc R . . . .
C14 C 0.0868(5) 0.6460(7) 0.1710(3) 0.0923(14) Uani 1 1 d . . . . .
C15 C 0.5881(7) 1.0307(5) 0.2851(3) 0.0955(15) Uani 1 1 d . . . . .
H15A H 0.6644 1.0201 0.3021 0.115 Uiso 1 1 calc R . . . .
H15B H 0.5572 1.0856 0.3103 0.115 Uiso 1 1 calc R . . . .
C16 C 0.5328(4) 0.5070(4) 0.32798(17) 0.0554(7) Uani 1 1 d . . . . .
H16A H 0.5315 0.5651 0.3672 0.066 Uiso 1 1 calc R . . . .
H16B H 0.6245 0.5079 0.3295 0.066 Uiso 1 1 calc R . . . .
C17 C 0.4103(4) 0.3522(3) 0.33765(15) 0.0503(6) Uani 1 1 d . . . . .
C18 C 0.4241(4) 0.2649(4) 0.3876(2) 0.0615(8) Uani 1 1 d . . . . .
H18 H 0.5125 0.2987 0.4108 0.074 Uiso 1 1 calc R . . . .
C19 C 0.3096(5) 0.1284(4) 0.4039(2) 0.0706(9) Uani 1 1 d . . . . .
H19 H 0.3226 0.0726 0.4379 0.085 Uiso 1 1 calc R . . . .
C20 C 0.1757(4) 0.0727(4) 0.37082(19) 0.0639(8) Uani 1 1 d D . . . .
C21 C 0.1644(4) 0.1588(4) 0.3199(2) 0.0717(9) Uani 1 1 d . . . . .
H21 H 0.0769 0.1243 0.2959 0.086 Uiso 1 1 calc R . . . .
C22 C 0.2804(4) 0.2965(4) 0.30306(17) 0.0627(8) Uani 1 1 d . . . . .
H22 H 0.2689 0.3509 0.2678 0.075 Uiso 1 1 calc R . . . .
C23 C 0.0468(6) -0.0737(5) 0.3930(3) 0.0931(14) Uani 1 1 d D . . . .
C24 C 0.0909(13) -0.1918(9) 0.3907(8) 0.167(5) Uani 0.858(10) 1 d D U P A 1
H24A H 0.1457 -0.1805 0.3485 0.250 Uiso 0.858(10) 1 calc GR . P A 1
H24B H 0.0052 -0.2862 0.3909 0.250 Uiso 0.858(10) 1 calc GR . P A 1
H24C H 0.1495 -0.1821 0.4312 0.250 Uiso 0.858(10) 1 calc GR . P A 1
C25 C -0.0852(9) -0.1229(8) 0.3460(5) 0.142(4) Uani 0.858(10) 1 d D U P A 1
H25A H -0.1230 -0.0582 0.3516 0.214 Uiso 0.858(10) 1 calc GR . P A 1
H25B H -0.1584 -0.2197 0.3589 0.214 Uiso 0.858(10) 1 calc GR . P A 1
H25C H -0.0577 -0.1221 0.2976 0.214 Uiso 0.858(10) 1 calc GR . P A 1
C26 C 0.0050(12) -0.0560(13) 0.4683(5) 0.161(5) Uani 0.858(10) 1 d D U P A 1
H26A H 0.0888 -0.0198 0.4984 0.241 Uiso 0.858(10) 1 calc GR . P A 1
H26B H -0.0697 -0.1484 0.4856 0.241 Uiso 0.858(10) 1 calc GR . P A 1
H26C H -0.0304 0.0115 0.4682 0.241 Uiso 0.858(10) 1 calc GR . P A 1
C24A C 0.093(8) -0.145(5) 0.451(3) 0.167(5) Uani 0.142(10) 1 d D U P A 2
H24D H 0.0896 -0.2313 0.4330 0.250 Uiso 0.142(10) 1 d R . P A 2
H24E H 0.0303 -0.1689 0.4910 0.250 Uiso 0.142(10) 1 d R . P A 2
H24F H 0.1908 -0.0755 0.4639 0.250 Uiso 0.142(10) 1 d R . P A 2
C26A C -0.044(7) -0.024(6) 0.435(4) 0.161(5) Uani 0.142(10) 1 d D U P A 2
H26D H 0.0137 0.0412 0.4717 0.241 Uiso 0.142(10) 1 calc GR . P A 2
H26E H -0.1272 -0.1067 0.4549 0.241 Uiso 0.142(10) 1 calc GR . P A 2
H26F H -0.0768 0.0257 0.4036 0.241 Uiso 0.142(10) 1 calc GR . P A 2
C25A C 0.026(6) -0.174(4) 0.331(2) 0.142(4) Uani 0.142(10) 1 d D U P A 2
H25D H -0.0046 -0.1419 0.2900 0.214 Uiso 0.142(10) 1 calc GR . P A 2
H25E H -0.0472 -0.2715 0.3423 0.214 Uiso 0.142(10) 1 calc GR . P A 2
H25F H 0.1158 -0.1707 0.3206 0.214 Uiso 0.142(10) 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C14 1.298(7) . ?
F2 C14 1.321(6) . ?
F3 C14 1.345(7) . ?
O1 C1 1.217(4) . ?
O2 C12 1.416(6) . ?
O2 C13 1.423(5) . ?
N1 C1 1.369(4) . ?
N1 C4 1.417(4) . ?
N1 C16 1.457(4) . ?
N2 H2 0.87(4) . ?
N2 C2 1.459(5) . ?
N2 C13 1.424(5) . ?
C1 C2 1.538(4) . ?
C2 C3 1.512(4) . ?
C2 C10 1.559(4) . ?
C3 C4 1.385(5) . ?
C3 C8 1.376(5) . ?
C4 C5 1.390(5) . ?
C5 C6 1.396(6) . ?
C5 C9 1.507(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.378(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.382(6) . ?
C8 H8 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.506(5) . ?
C11 C12 1.507(6) . ?
C11 C15 1.302(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13 0.9800 . ?
C13 C14 1.512(6) . ?
C15 H15A 0.9300 . ?
C15 H15B 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.513(4) . ?
C17 C18 1.384(4) . ?
C17 C22 1.366(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.383(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.386(6) . ?
C20 C21 1.375(6) . ?
C20 C23 1.529(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.399(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.543(10) . ?
C23 C25 1.516(10) . ?
C23 C26 1.534(9) . ?
C23 C24A 1.54(2) . ?
C23 C26A 1.54(2) . ?
C23 C25A 1.53(2) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C24A H24D 0.9600 . ?
C24A H24E 0.9602 . ?
C24A H24F 0.9602 . ?
C26A H26D 0.9600 . ?
C26A H26E 0.9600 . ?
C26A H26F 0.9600 . ?
C25A H25D 0.9600 . ?
C25A H25E 0.9600 . ?
C25A H25F 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
C12 O2 C13 114.7(3) . . ?
C1 N1 C4 111.4(3) . . ?
C1 N1 C16 119.6(3) . . ?
C4 N1 C16 128.7(3) . . ?
C2 N2 H2 110(3) . . ?
C13 N2 H2 111(3) . . ?
C13 N2 C2 115.5(3) . . ?
O1 C1 N1 124.8(3) . . ?
O1 C1 C2 127.0(3) . . ?
N1 C1 C2 108.1(2) . . ?
N2 C2 C1 109.2(3) . . ?
N2 C2 C3 110.6(3) . . ?
N2 C2 C10 114.9(3) . . ?
C1 C2 C10 110.5(3) . . ?
C3 C2 C1 101.5(2) . . ?
C3 C2 C10 109.3(3) . . ?
C4 C3 C2 109.9(3) . . ?
C8 C3 C2 128.5(3) . . ?
C8 C3 C4 121.6(3) . . ?
C3 C4 N1 108.7(3) . . ?
C3 C4 C5 121.4(3) . . ?
C5 C4 N1 129.9(3) . . ?
C4 C5 C6 115.9(3) . . ?
C4 C5 C9 124.5(3) . . ?
C6 C5 C9 119.6(3) . . ?
C5 C6 H6 118.6 . . ?
C7 C6 C5 122.9(4) . . ?
C7 C6 H6 118.6 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.1(4) . . ?
C8 C7 H7 119.9 . . ?
C3 C8 C7 118.1(4) . . ?
C3 C8 H8 121.0 . . ?
C7 C8 H8 121.0 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C2 C10 H10A 108.2 . . ?
C2 C10 H10B 108.2 . . ?
H10A C10 H10B 107.4 . . ?
C11 C10 C2 116.2(3) . . ?
C11 C10 H10A 108.2 . . ?
C11 C10 H10B 108.2 . . ?
C10 C11 C12 117.5(3) . . ?
C15 C11 C10 123.1(4) . . ?
C15 C11 C12 119.4(4) . . ?
O2 C12 C11 114.7(3) . . ?
O2 C12 H12A 108.6 . . ?
O2 C12 H12B 108.6 . . ?
C11 C12 H12A 108.6 . . ?
C11 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
O2 C13 N2 113.5(3) . . ?
O2 C13 H13 109.4 . . ?
O2 C13 C14 106.4(4) . . ?
N2 C13 H13 109.4 . . ?
N2 C13 C14 108.7(3) . . ?
C14 C13 H13 109.4 . . ?
F1 C14 F2 108.0(5) . . ?
F1 C14 F3 105.7(5) . . ?
F1 C14 C13 113.0(4) . . ?
F2 C14 F3 107.0(4) . . ?
F2 C14 C13 112.5(4) . . ?
F3 C14 C13 110.1(4) . . ?
C11 C15 H15A 120.0 . . ?
C11 C15 H15B 120.0 . . ?
H15A C15 H15B 120.0 . . ?
N1 C16 H16A 108.7 . . ?
N1 C16 H16B 108.7 . . ?
N1 C16 C17 114.3(3) . . ?
H16A C16 H16B 107.6 . . ?
C17 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C18 C17 C16 119.3(3) . . ?
C22 C17 C16 123.1(3) . . ?
C22 C17 C18 117.4(3) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 C17 121.5(3) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 H19 119.2 . . ?
C18 C19 C20 121.5(3) . . ?
C20 C19 H19 119.2 . . ?
C19 C20 C23 121.0(4) . . ?
C21 C20 C19 116.4(3) . . ?
C21 C20 C23 122.5(4) . . ?
C20 C21 H21 118.9 . . ?
C20 C21 C22 122.1(4) . . ?
C22 C21 H21 118.9 . . ?
C17 C22 C21 120.9(3) . . ?
C17 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C20 C23 C24 109.7(6) . . ?
C20 C23 C26 107.3(5) . . ?
C20 C23 C24A 111(2) . . ?
C20 C23 C26A 101(2) . . ?
C25 C23 C20 113.1(4) . . ?
C25 C23 C24 107.9(7) . . ?
C25 C23 C26 108.3(8) . . ?
C26 C23 C24 110.5(8) . . ?
C26A C23 C24A 102(4) . . ?
C25A C23 C20 103.9(16) . . ?
C25A C23 C24A 100(4) . . ?
C25A C23 C26A 138(4) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C23 C24A H24D 110.8 . . ?
C23 C24A H24E 110.3 . . ?
C23 C24A H24F 107.3 . . ?
H24D C24A H24E 109.5 . . ?
H24D C24A H24F 109.4 . . ?
H24E C24A H24F 109.5 . . ?
C23 C26A H26D 109.5 . . ?
C23 C26A H26E 109.5 . . ?
C23 C26A H26F 109.5 . . ?
H26D C26A H26E 109.5 . . ?
H26D C26A H26F 109.5 . . ?
H26E C26A H26F 109.5 . . ?
C23 C25A H25D 109.5 . . ?
C23 C25A H25E 109.5 . . ?
C23 C25A H25F 109.5 . . ?
H25D C25A H25E 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O1 0.87(4) 2.63(4) 3.491(4) 167(3) 2_664

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 C1 C2 N2 -56.2(4) . . . . ?
O1 C1 C2 C3 -173.0(3) . . . . ?
O1 C1 C2 C10 71.2(4) . . . . ?
O2 C13 C14 F1 66.8(6) . . . . ?
O2 C13 C14 F2 -55.9(5) . . . . ?
O2 C13 C14 F3 -175.2(4) . . . . ?
N1 C1 C2 N2 122.5(3) . . . . ?
N1 C1 C2 C3 5.7(3) . . . . ?
N1 C1 C2 C10 -110.1(3) . . . . ?
N1 C4 C5 C6 -179.3(3) . . . . ?
N1 C4 C5 C9 0.3(6) . . . . ?
N1 C16 C17 C18 163.6(3) . . . . ?
N1 C16 C17 C22 -21.6(4) . . . . ?
N2 C2 C3 C4 -120.3(3) . . . . ?
N2 C2 C3 C8 60.9(5) . . . . ?
N2 C2 C10 C11 62.1(4) . . . . ?
N2 C13 C14 F1 -55.8(6) . . . . ?
N2 C13 C14 F2 -178.5(4) . . . . ?
N2 C13 C14 F3 62.1(5) . . . . ?
C1 N1 C4 C3 2.3(3) . . . . ?
C1 N1 C4 C5 -177.7(3) . . . . ?
C1 N1 C16 C17 92.4(3) . . . . ?
C1 C2 C3 C4 -4.5(3) . . . . ?
C1 C2 C3 C8 176.7(4) . . . . ?
C1 C2 C10 C11 -62.1(4) . . . . ?
C2 N2 C13 O2 76.3(4) . . . . ?
C2 N2 C13 C14 -165.6(3) . . . . ?
C2 C3 C4 N1 1.7(4) . . . . ?
C2 C3 C4 C5 -178.3(3) . . . . ?
C2 C3 C8 C7 177.4(4) . . . . ?
C2 C10 C11 C12 -76.9(4) . . . . ?
C2 C10 C11 C15 105.0(5) . . . . ?
C3 C2 C10 C11 -173.0(3) . . . . ?
C3 C4 C5 C6 0.7(5) . . . . ?
C3 C4 C5 C9 -179.6(4) . . . . ?
C4 N1 C1 O1 173.5(3) . . . . ?
C4 N1 C1 C2 -5.2(3) . . . . ?
C4 N1 C16 C17 -80.6(4) . . . . ?
C4 C3 C8 C7 -1.3(6) . . . . ?
C4 C5 C6 C7 -1.4(6) . . . . ?
C5 C6 C7 C8 0.8(7) . . . . ?
C6 C7 C8 C3 0.6(7) . . . . ?
C8 C3 C4 N1 -179.3(3) . . . . ?
C8 C3 C4 C5 0.7(5) . . . . ?
C9 C5 C6 C7 178.9(4) . . . . ?
C10 C2 C3 C4 112.3(3) . . . . ?
C10 C2 C3 C8 -66.6(5) . . . . ?
C10 C11 C12 O2 31.3(5) . . . . ?
C12 O2 C13 N2 -97.8(4) . . . . ?
C12 O2 C13 C14 142.7(4) . . . . ?
C13 O2 C12 C11 46.0(5) . . . . ?
C13 N2 C2 C1 75.4(4) . . . . ?
C13 N2 C2 C3 -173.7(3) . . . . ?
C13 N2 C2 C10 -49.4(4) . . . . ?
C15 C11 C12 O2 -150.5(4) . . . . ?
C16 N1 C1 O1 -0.6(5) . . . . ?
C16 N1 C1 C2 -179.3(3) . . . . ?
C16 N1 C4 C3 175.7(3) . . . . ?
C16 N1 C4 C5 -4.3(5) . . . . ?
C16 C17 C18 C19 172.8(3) . . . . ?
C16 C17 C22 C21 -172.3(4) . . . . ?
C17 C18 C19 C20 0.1(6) . . . . ?
C18 C17 C22 C21 2.6(5) . . . . ?
C18 C19 C20 C21 1.6(6) . . . . ?
C18 C19 C20 C23 -175.6(4) . . . . ?
C19 C20 C21 C22 -1.2(6) . . . . ?
C19 C20 C23 C24 -53.8(8) . . . . ?
C19 C20 C23 C25 -174.3(6) . . . . ?
C19 C20 C23 C26 66.3(8) . . . . ?
C19 C20 C23 C24A -3(4) . . . . ?
C19 C20 C23 C26A 105(3) . . . . ?
C19 C20 C23 C25A -110(3) . . . . ?
C20 C21 C22 C17 -0.9(6) . . . . ?
C21 C20 C23 C24 129.2(7) . . . . ?
C21 C20 C23 C25 8.8(8) . . . . ?
C21 C20 C23 C26 -110.7(8) . . . . ?
C21 C20 C23 C24A 180(4) . . . . ?
C21 C20 C23 C26A -72(3) . . . . ?
C21 C20 C23 C25A 73(3) . . . . ?
C22 C17 C18 C19 -2.2(5) . . . . ?
C23 C20 C21 C22 175.9(4) . . . . ?

_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 1.181
_oxdiff_exptl_absorpt_empirical_full_min 0.942
