# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_251
_database_code_depnum_ccdc_archive 'CCDC 2156333'
loop_
_audit_author_name
_audit_author_address
'Satoru Karasawa'
;Showa Pharmaceutical University
Japan
;
_audit_update_record             
;
2022-04-09 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2022-02-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H17 F6 N3 O'
_chemical_formula_sum            'C17 H17 F6 N3 O'
_chemical_formula_weight         393.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F O'
_chemical_oxdiff_usercomment     'ACN, rt'
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                   9.55670(10)
_cell_length_b                   18.5529(3)
_cell_length_c                   9.70230(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.6470(10)
_cell_angle_gamma                90
_cell_volume                     1719.55(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8096
_cell_measurement_temperature    93
_cell_measurement_theta_max      73.6940
_cell_measurement_theta_min      4.6180
_shelx_estimated_absorpt_T_max   0.886
_shelx_estimated_absorpt_T_min   0.806
_exptl_absorpt_coefficient_mu    1.245
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.34a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             808
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
6 1 1 0.0795
1 -2 -6 0.0668
-6 0 0 0.0834
-1 2 6 0.0409
5 -6 -1 0.0823
0 -12 1 0.0600
-6 -3 2 0.0802
0 12 -1 0.0380

_exptl_crystal_preparation       'ACN, rt,Luminescent'
_exptl_crystal_recrystallization_method ACN
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.111
_exptl_crystal_size_min          0.1
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
6.0793 0.8967 0.9902 0.0363 -0.4569 0.8888
0.8633 -2.2317 -6.1519 -0.0715 0.9117 0.4046
-6.1987 -0.3715 0.4383 -0.0194 0.2411 -0.9703
-0.5865 2.2639 6.1737 0.0729 -0.9289 -0.3631
5.2034 -6.3854 -0.9949 0.5254 0.0407 0.8499
-0.1796 -11.7567 1.3331 0.9943 0.0782 -0.0720
-5.7517 -2.5063 2.1369 0.2278 0.0186 -0.9735
-0.0498 11.7882 -1.2621 -0.9964 -0.0784 0.0336

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11771
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.125
_diffrn_reflns_theta_min         4.629
_diffrn_ambient_temperature      93
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    143.00 175.00   0.50    0.10    --  110.12 125.00 -90.00   64
  2  ω     97.00 123.00   0.50    0.10    --  110.12 125.00 -90.00   52
  3  ω     85.00 111.00   0.50    0.05    --   40.95 137.00  47.00   52
  4  ω    -40.00   5.00   0.50    0.05    --   40.95 -19.00  60.00   90
  5  ω    -41.00  23.00   0.50    0.05    --   40.95 -19.00 -30.00  128
  6  ω    -18.00  20.00   0.50    0.05    --   40.95 -19.00-150.00   76
  7  ω     45.00  70.00   0.50    0.10    --  110.12 -77.00-180.00   50
  8  ω     40.00  65.00   0.50    0.10    --  110.12 -61.00  30.00   50
  9  ω     38.00  63.00   0.50    0.10    --  110.12 -61.00 120.00   50
 10  ω     69.00  94.00   0.50    0.10    --  110.12-132.00 161.00   50
 11  ω     62.00 104.00   0.50    0.05    --   40.95-132.00 161.00   84
 12  ω     53.00  78.00   0.50    0.05    --   40.95-137.00 -15.00   50
 13  ω     53.00  78.00   0.50    0.10    --  110.12-137.00 -15.00   50
 14  ω    -68.00 -38.00   0.50    0.05    --  -40.95 137.00  47.00   60
 15  ω   -120.00 -87.00   0.50    0.10    --  -97.00 137.00  47.00   66
 16  ω    -73.00 -48.00   0.50    0.05    --  -40.95 132.00-129.00   50
 17  ω   -108.00 -19.00   0.50    0.10    --  -97.00 109.00-142.12  178
 18  ω    -96.00 -71.00   0.50    0.10    --  -97.00 132.00-129.00   50
 19  ω    -95.00 -64.00   0.50    0.10    --  -97.00  77.00-120.00   62
 20  ω    -76.00 -51.00   0.50    0.10    --  -97.00  61.00 -90.00   50
 21  ω    -50.00 -25.00   0.50    0.10    --  -97.00  77.00-120.00   50
 22  ω    -42.00 -17.00   0.50    0.10    --  -97.00  30.00 -60.00   50
 23  ω    -47.00 -20.00   0.50    0.10    --  -97.00  45.00   0.00   54
 24  ω    -40.00 -15.00   0.50    0.10    --  -97.00  30.00  30.00   50
 25  ω    -55.00 -29.00   0.50    0.10    --  -97.00  45.00  60.00   52
 26  ω    -39.00 -14.00   0.50    0.10    --  -97.00  30.00  60.00   50
 27  ω    -49.00 -19.00   0.50    0.10    --  -97.00  45.00  90.00   60
 28  ω    -41.00 -16.00   0.50    0.10    --  -97.00  30.00 120.00   50
 29  ω    -40.00 -14.00   0.50    0.10    --  -97.00  30.00  90.00   52
 30  ω    -34.00  40.00   0.50    0.05    --  -40.95  19.00 120.00  148
 31  ω   -147.00 -74.00   0.50    0.10    --  -97.00-137.00 -15.00  146
 32  ω   -111.00 -79.00   0.50    0.10    --  -97.00-132.00 161.00   64
 33  ω   -167.00-115.00   0.50    0.10    --  -97.00-132.00 161.00  104
 34  ω   -173.00 -88.00   0.50    0.10    --  -97.00 -94.00-120.00  170
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0109026000
_diffrn_orient_matrix_UB_12      -0.0799617000
_diffrn_orient_matrix_UB_13      0.0421598000
_diffrn_orient_matrix_UB_21      -0.0479218000
_diffrn_orient_matrix_UB_22      -0.0225612000
_diffrn_orient_matrix_UB_23      -0.1467411000
_diffrn_orient_matrix_UB_31      0.1535071000
_diffrn_orient_matrix_UB_32      -0.0011871000
_diffrn_orient_matrix_UB_33      -0.0437907000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2879
_reflns_number_total             3237
_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 1.171.41.34a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.34a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.34a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0385
_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)+(0.0673P)²+0.4163P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1114
_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) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12a,H12b), C13(H13a,H13b), C18(H18a,H18b), C15(H15a,H15b), C16(H16a,
 H16b), C19(H19a,H19b)
2.b Aromatic/amide H refined with riding coordinates:
 N11(H11), C3(H3), C5(H5), C6(H6), C9(H9)
;
_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
F25 F 0.61936(9) 0.39681(5) 0.75768(9) 0.0288(2) Uani 1 1 d . . . . .
F26 F 0.46141(9) 0.41172(5) 0.90846(9) 0.0325(2) Uani 1 1 d . . . . .
F21 F 0.49952(10) 0.72720(5) 0.53184(10) 0.0349(2) Uani 1 1 d . . . . .
F27 F 0.64648(10) 0.47796(5) 0.91422(10) 0.0356(2) Uani 1 1 d . . . . .
F22 F 0.59761(10) 0.71407(6) 0.73141(11) 0.0408(3) Uani 1 1 d . . . . .
F23 F 0.37879(10) 0.73959(5) 0.71231(12) 0.0412(3) Uani 1 1 d . . . . .
O17 O 0.03944(12) 0.24874(6) -0.09584(11) 0.0309(3) Uani 1 1 d . . . . .
N1 N 0.34333(11) 0.60356(6) 0.56639(12) 0.0197(3) Uani 1 1 d . . . . .
N14 N -0.03010(11) 0.35863(6) 0.09510(12) 0.0203(3) Uani 1 1 d . . . . .
N11 N 0.06660(12) 0.41930(7) 0.34340(12) 0.0221(3) Uani 1 1 d . . . . .
H11 H 0.039145 0.374040 0.344779 0.027 Uiso 1 1 calc R U . . .
C2 C 0.30661(13) 0.53253(7) 0.55685(14) 0.0184(3) Uani 1 1 d . . . . .
C4 C 0.16336(13) 0.44202(7) 0.43964(14) 0.0192(3) Uani 1 1 d . . . . .
C7 C 0.37274(13) 0.47834(7) 0.64137(14) 0.0188(3) Uani 1 1 d . . . . .
C10 C 0.44496(13) 0.62101(8) 0.65480(14) 0.0204(3) Uani 1 1 d . . . . .
C3 C 0.20128(13) 0.51345(7) 0.45839(14) 0.0194(3) Uani 1 1 d . . . . .
H3 H 0.156143 0.549909 0.404647 0.023 Uiso 1 1 calc R U . . .
C5 C 0.22956(14) 0.38846(8) 0.52558(15) 0.0220(3) Uani 1 1 d . . . . .
H5 H 0.202586 0.339465 0.514684 0.026 Uiso 1 1 calc R U . . .
C8 C 0.47860(14) 0.50147(8) 0.73604(14) 0.0206(3) Uani 1 1 d . . . . .
C6 C 0.32946(14) 0.40560(8) 0.62190(15) 0.0216(3) Uani 1 1 d . . . . .
H6 H 0.371076 0.368641 0.677058 0.026 Uiso 1 1 calc R U . . .
C9 C 0.51625(14) 0.57275(8) 0.74360(15) 0.0217(3) Uani 1 1 d . . . . .
H9 H 0.587691 0.588838 0.806386 0.026 Uiso 1 1 calc R U . . .
C12 C 0.00744(14) 0.46676(8) 0.23922(14) 0.0216(3) Uani 1 1 d . . . . .
H12A H 0.083074 0.487394 0.183838 0.026 Uiso 1 1 calc R U . . .
H12B H -0.042448 0.506934 0.283589 0.026 Uiso 1 1 calc R U . . .
C24 C 0.55182(15) 0.44701(8) 0.82850(15) 0.0247(3) Uani 1 1 d . . . . .
C13 C -0.09388(14) 0.42466(8) 0.14612(15) 0.0228(3) Uani 1 1 d . . . . .
H13A H -0.178196 0.412231 0.198088 0.027 Uiso 1 1 calc R U . . .
H13B H -0.123673 0.455223 0.066944 0.027 Uiso 1 1 calc R U . . .
C20 C 0.48013(15) 0.70052(8) 0.65765(15) 0.0246(3) Uani 1 1 d . . . . .
C18 C 0.13924(17) 0.30150(9) -0.05133(18) 0.0329(4) Uani 1 1 d . . . . .
H18A H 0.205563 0.310429 -0.125974 0.040 Uiso 1 1 calc R U . . .
H18B H 0.193325 0.282873 0.029624 0.040 Uiso 1 1 calc R U . . .
C15 C -0.13382(15) 0.30652(9) 0.04530(19) 0.0318(4) Uani 1 1 d . . . . .
H15A H -0.184764 0.325974 -0.036835 0.038 Uiso 1 1 calc R U . . .
H15B H -0.202531 0.297233 0.117653 0.038 Uiso 1 1 calc R U . . .
C16 C -0.06102(16) 0.23718(9) 0.00844(18) 0.0310(4) Uani 1 1 d . . . . .
H16A H -0.013334 0.217080 0.091824 0.037 Uiso 1 1 calc R U . . .
H16B H -0.131409 0.201630 -0.024964 0.037 Uiso 1 1 calc R U . . .
C19 C 0.06930(16) 0.37184(8) -0.01318(17) 0.0294(3) Uani 1 1 d . . . . .
H19A H 0.140890 0.406935 0.019480 0.035 Uiso 1 1 calc R U . . .
H19B H 0.019895 0.392398 -0.095201 0.035 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
F25 C24 1.3348(17) . ?
F26 C24 1.3474(17) . ?
F21 C20 1.3350(18) . ?
F27 C24 1.3404(17) . ?
F22 C20 1.3378(17) . ?
F23 C20 1.3319(17) . ?
O17 C18 1.425(2) . ?
O17 C16 1.431(2) . ?
N1 C2 1.3662(18) . ?
N1 C10 1.3176(18) . ?
N14 C13 1.4611(18) . ?
N14 C15 1.4571(18) . ?
N14 C19 1.4572(18) . ?
N11 H11 0.8800 . ?
N11 C4 1.3620(18) . ?
N11 C12 1.4435(18) . ?
C2 C7 1.4326(19) . ?
C2 C3 1.4127(19) . ?
C4 C3 1.385(2) . ?
C4 C5 1.4327(19) . ?
C7 C8 1.4134(19) . ?
C7 C6 1.423(2) . ?
C10 C9 1.405(2) . ?
C10 C20 1.513(2) . ?
C3 H3 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.354(2) . ?
C8 C9 1.372(2) . ?
C8 C24 1.510(2) . ?
C6 H6 0.9500 . ?
C9 H9 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.5208(19) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.517(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.510(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?

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
C18 O17 C16 110.21(11) . . ?
C10 N1 C2 117.67(12) . . ?
C15 N14 C13 112.47(11) . . ?
C15 N14 C19 108.89(12) . . ?
C19 N14 C13 112.97(11) . . ?
C4 N11 H11 118.8 . . ?
C4 N11 C12 122.40(12) . . ?
C12 N11 H11 118.8 . . ?
N1 C2 C7 121.99(12) . . ?
N1 C2 C3 117.65(12) . . ?
C3 C2 C7 120.35(13) . . ?
N11 C4 C3 123.80(13) . . ?
N11 C4 C5 117.65(13) . . ?
C3 C4 C5 118.54(12) . . ?
C8 C7 C2 117.05(13) . . ?
C8 C7 C6 125.04(13) . . ?
C6 C7 C2 117.90(12) . . ?
N1 C10 C9 125.30(13) . . ?
N1 C10 C20 114.25(12) . . ?
C9 C10 C20 120.44(12) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.49(13) . . ?
C4 C3 H3 119.8 . . ?
C4 C5 H5 119.0 . . ?
C6 C5 C4 121.97(13) . . ?
C6 C5 H5 119.0 . . ?
C7 C8 C24 119.59(13) . . ?
C9 C8 C7 120.60(13) . . ?
C9 C8 C24 119.80(13) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 C7 120.71(13) . . ?
C5 C6 H6 119.6 . . ?
C10 C9 H9 121.3 . . ?
C8 C9 C10 117.37(13) . . ?
C8 C9 H9 121.3 . . ?
N11 C12 H12A 109.8 . . ?
N11 C12 H12B 109.8 . . ?
N11 C12 C13 109.42(12) . . ?
H12A C12 H12B 108.2 . . ?
C13 C12 H12A 109.8 . . ?
C13 C12 H12B 109.8 . . ?
F25 C24 F26 106.56(12) . . ?
F25 C24 F27 106.89(11) . . ?
F25 C24 C8 112.57(12) . . ?
F26 C24 C8 111.92(11) . . ?
F27 C24 F26 106.47(11) . . ?
F27 C24 C8 112.02(12) . . ?
N14 C13 C12 111.54(11) . . ?
N14 C13 H13A 109.3 . . ?
N14 C13 H13B 109.3 . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
F21 C20 F22 106.44(12) . . ?
F21 C20 C10 112.42(12) . . ?
F22 C20 C10 112.06(12) . . ?
F23 C20 F21 106.49(12) . . ?
F23 C20 F22 107.06(12) . . ?
F23 C20 C10 111.97(11) . . ?
O17 C18 H18A 109.3 . . ?
O17 C18 H18B 109.3 . . ?
O17 C18 C19 111.66(13) . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
N14 C15 H15A 109.8 . . ?
N14 C15 H15B 109.8 . . ?
N14 C15 C16 109.27(12) . . ?
H15A C15 H15B 108.3 . . ?
C16 C15 H15A 109.8 . . ?
C16 C15 H15B 109.8 . . ?
O17 C16 C15 111.28(13) . . ?
O17 C16 H16A 109.4 . . ?
O17 C16 H16B 109.4 . . ?
C15 C16 H16A 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N14 C19 C18 109.40(12) . . ?
N14 C19 H19A 109.8 . . ?
N14 C19 H19B 109.8 . . ?
C18 C19 H19A 109.8 . . ?
C18 C19 H19B 109.8 . . ?
H19A C19 H19B 108.2 . . ?

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
O17 C18 C19 N14 58.03(18) . . . . ?
N1 C2 C7 C8 0.00(18) . . . . ?
N1 C2 C7 C6 -178.68(12) . . . . ?
N1 C2 C3 C4 177.32(11) . . . . ?
N1 C10 C9 C8 1.2(2) . . . . ?
N1 C10 C20 F21 -50.01(16) . . . . ?
N1 C10 C20 F22 -169.85(11) . . . . ?
N1 C10 C20 F23 69.83(16) . . . . ?
N14 C15 C16 O17 -59.33(17) . . . . ?
N11 C4 C3 C2 -177.50(12) . . . . ?
N11 C4 C5 C6 178.38(12) . . . . ?
N11 C12 C13 N14 -50.75(15) . . . . ?
C2 N1 C10 C9 -2.07(19) . . . . ?
C2 N1 C10 C20 179.32(11) . . . . ?
C2 C7 C8 C9 -0.94(19) . . . . ?
C2 C7 C8 C24 179.72(11) . . . . ?
C2 C7 C6 C5 0.48(19) . . . . ?
C4 N11 C12 C13 178.56(11) . . . . ?
C4 C5 C6 C7 0.0(2) . . . . ?
C7 C2 C3 C4 -1.80(18) . . . . ?
C7 C8 C9 C10 0.44(19) . . . . ?
C7 C8 C24 F25 61.09(16) . . . . ?
C7 C8 C24 F26 -58.91(17) . . . . ?
C7 C8 C24 F27 -178.41(11) . . . . ?
C10 N1 C2 C7 1.44(18) . . . . ?
C10 N1 C2 C3 -177.67(11) . . . . ?
C3 C2 C7 C8 179.08(11) . . . . ?
C3 C2 C7 C6 0.40(18) . . . . ?
C3 C4 C5 C6 -1.4(2) . . . . ?
C5 C4 C3 C2 2.24(19) . . . . ?
C8 C7 C6 C5 -178.09(12) . . . . ?
C6 C7 C8 C9 177.64(13) . . . . ?
C6 C7 C8 C24 -1.7(2) . . . . ?
C9 C10 C20 F21 131.30(13) . . . . ?
C9 C10 C20 F22 11.47(18) . . . . ?
C9 C10 C20 F23 -108.86(15) . . . . ?
C9 C8 C24 F25 -118.26(14) . . . . ?
C9 C8 C24 F26 121.75(14) . . . . ?
C9 C8 C24 F27 2.25(18) . . . . ?
C12 N11 C4 C3 8.4(2) . . . . ?
C12 N11 C4 C5 -171.37(12) . . . . ?
C24 C8 C9 C10 179.78(12) . . . . ?
C13 N14 C15 C16 -174.15(13) . . . . ?
C13 N14 C19 C18 175.23(13) . . . . ?
C20 C10 C9 C8 179.68(12) . . . . ?
C18 O17 C16 C15 57.23(16) . . . . ?
C15 N14 C13 C12 161.00(12) . . . . ?
C15 N14 C19 C18 -59.05(17) . . . . ?
C16 O17 C18 C19 -56.57(17) . . . . ?
C19 N14 C13 C12 -75.22(15) . . . . ?
C19 N14 C15 C16 59.84(17) . . . . ?


_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 1.511
_oxdiff_exptl_absorpt_empirical_full_min 0.645
####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 2156358'
loop_
_audit_author_name
_audit_author_address
'Satoru Karasawa'
;Showa Pharmaceutical University
Japan
;
_audit_update_record             
;
2022-04-09 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-05-13
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        FY-005_7
_chemical_formula_moiety         'F6 P, C19 H22 F6 N3 O'
_chemical_formula_sum            'C19 H22 F12 N3 O P'
_chemical_formula_weight         567.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F O P'
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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.1777(2)
_cell_length_b                   8.8010(3)
_cell_length_c                   22.3052(8)
_cell_angle_alpha                81.551(3)
_cell_angle_beta                 85.313(3)
_cell_angle_gamma                80.624(3)
_cell_volume                     1181.47(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5758
_cell_measurement_temperature    93
_cell_measurement_theta_max      75.1090
_cell_measurement_theta_min      4.0180
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70371
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.34a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             576
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 -1 7 0.0293
0 5 10 0.0281
0 -5 -9 0.0179
-3 0 -9 0.0255
-2 -3 9 0.0219
-4 0 4 0.0399
2 3 -9 0.0104
2 -4 5 0.0357
0 1 14 0.0296
0 1 -13 0.0030
1 0 -14 0.0038
3 -3 0 0.0295
-2 -4 -9 0.0209
-2 -4 5 0.0228

_exptl_crystal_size_max          0.064
_exptl_crystal_size_mid          0.046
_exptl_crystal_size_min          0.034
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
3.4260 -0.8076 6.6721 -0.1159 -0.4796 -0.8698
0.0442 4.7057 9.5541 -0.2043 -0.8521 0.4819
0.1180 -4.7381 -9.2463 0.1997 0.8290 -0.5224
-3.3131 -0.4382 -8.8728 0.1629 0.6815 0.7134
-2.2344 -2.9604 8.6192 -0.9710 0.2332 0.0522
-3.6310 0.4861 4.4364 -0.5952 0.1422 0.7909
2.1078 3.0961 -8.6791 0.9723 -0.2335 -0.0088
1.7825 -4.0855 4.7724 -0.4216 0.1022 -0.9010
-0.1706 1.4732 14.2343 -0.7562 -0.6458 0.1051
-0.3161 1.3122 -13.4231 0.8737 0.3621 0.3248
0.6637 0.3768 -13.8146 0.9239 0.3826 0.0091
3.0273 -2.9885 0.1123 0.0682 0.0272 -0.9973
-2.1122 -4.2451 -9.4777 0.0263 0.9996 0.0090
-2.4027 -4.2119 4.7360 -0.8521 0.5223 -0.0328

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            15135
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.410
_diffrn_reflns_theta_min         4.014
_diffrn_ambient_temperature      93
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -119.00 -69.00   0.50    5.53    --  -48.82-152.00   9.00  100
  2  ω    -93.00 -57.00   0.50    5.53    --  -48.82 121.00-107.00   72
  3  ω    -98.00 -73.00   0.50    5.53    --  -48.82 152.00  51.00   50
  4  ω     71.00 101.00   0.50    5.53    --   48.82-152.00   9.00   60
  5  ω     31.00  57.00   0.50    5.53    --   48.82-121.00 168.00   52
  6  ω     61.00 105.00   0.50    5.53    --   48.82 152.00  51.00   88
  7  ω   -138.00-113.00   0.50   22.14    --  -97.00-152.00   9.00   50
  8  ω   -107.00 -54.00   0.50   22.14    --  -97.00 121.00-107.00  106
  9  ω   -160.00 -86.00   0.50   22.14    --  -97.00-121.00 168.00  148
 10  ω   -129.00 -44.00   0.50   22.14    --  -97.00 152.00  51.00  170
 11  ω    104.00 130.00   0.50   22.14    --  108.36-152.00   9.00   52
 12  ω     49.00  74.00   0.50   22.14    --  108.36-121.00 168.00   50
 13  ω    118.00 171.00   0.50   22.14    --  108.36 121.00-107.00  106
 14  ω     37.00  63.00   0.50   22.14    --  108.36-152.00   9.00   52
 15  ω    -26.00  27.00   0.50    5.53    --  -48.82  19.00 -90.00  106
 16  ω    -24.00  37.00   0.50    5.53    --   48.82 -37.00-150.00  122
 17  ω    -25.00  23.00   0.50    5.53    --   48.82 -19.00-120.00   96
 18  ω    -19.00  37.00   0.50    5.53    --   48.82 -37.00 -60.00  112
 19  ω     80.00 122.00   0.50    5.53    --   48.82 125.00 -30.00   84
 20  ω    -20.00   5.00   0.50    5.53    --   48.82 -19.00 -90.00   50
 21  ω   -115.00 -87.00   0.50   22.14    --  -97.00 -19.00 150.00   56
 22  ω    -57.00 -24.00   0.50   22.14    --  -97.00  77.00  90.00   66
 23  ω    -66.00 -25.00   0.50   22.14    --  -97.00  57.00-120.00   82
 24  ω   -171.00-119.00   0.50   22.14    --  -97.00 -19.00 150.00  104
 25  ω   -157.00 -91.00   0.50   22.14    --  -97.00-125.00 -60.00  132
 26  ω    -67.00 -24.00   0.50   22.14    --  -97.00  57.00  30.00   86
 27  ω   -169.00 -82.00   0.50   22.14    --  -97.00 -57.00-120.00  174
 28  ω   -168.00-143.00   0.50   22.14    --  -97.00 -57.00   0.00   50
 29  ω   -123.00 -97.00   0.50   22.14    --  -97.00 -99.00-150.00   52
 30  ω    -66.00 -28.00   0.50   22.14    --  -97.00  57.00-150.00   76
 31  ω   -119.00 -88.00   0.50   22.14    --  -97.00 -57.00   0.00   62
 32  ω   -169.00-126.00   0.50   22.14    --  -97.00 -99.00-150.00   86
 33  ω   -141.00 -92.00   0.50   22.14    --  -97.00 -99.00 120.00   98
 34  ω     80.00 105.00   0.50   22.14    --  108.36 -99.00  30.00   50
 35  ω     75.00 102.00   0.50   22.14    --  108.36 -77.00-180.00   54
 36  ω     39.00  68.00   0.50   22.14    --  108.36 -77.00-180.00   58
 37  ω     39.00  64.00   0.50   22.14    --  108.36 -99.00 -60.00   50
 38  ω     50.00 111.00   0.50   22.14    --  108.36-125.00  60.00  122
 39  ω     38.00  63.00   0.50   22.14    --  108.36 -57.00-150.00   50
 40  ω     71.00 106.00   0.50   22.14    --  108.36 -99.00 -60.00   70
 41  ω     36.00  61.00   0.50   22.14    --  108.36 -57.00  30.00   50
 42  ω     52.00 100.00   0.50   22.14    --  108.36 -99.00 -30.00   96
 43  ω     77.00 109.00   0.50   22.14    --  108.36-125.00-120.00   64
 44  ω    102.00 127.00   0.50   22.14    --  108.36 152.00  51.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  Rigaku_Synergy-Custom_007
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1010640000
_diffrn_orient_matrix_UB_12      0.0772889000
_diffrn_orient_matrix_UB_13      -0.0599133000
_diffrn_orient_matrix_UB_21      -0.0968103000
_diffrn_orient_matrix_UB_22      -0.1084848000
_diffrn_orient_matrix_UB_23      -0.0353041000
_diffrn_orient_matrix_UB_31      -0.2109999000
_diffrn_orient_matrix_UB_32      0.1196869000
_diffrn_orient_matrix_UB_33      -0.0075307000
_diffrn_oxdiff_digest_frames     
;
0188f2617783b5f69858f9667d1c604cb603564cb46
;
_diffrn_oxdiff_digest_hkl        
;
01e9e0b9a63e7649da2f43a2b25378cf2a0212
;
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3267
_reflns_number_total             4672
_reflns_odcompleteness_completeness 99.93
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.41.34a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.34a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.34a (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.768
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4672
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0940
_refine_ls_R_factor_gt           0.0708
_refine_ls_restrained_S_all      1.044
_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)+(0.1240P)²+0.7401P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1978
_refine_ls_wR_factor_ref         0.2158
_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:
 C20(H20A,H20B), C26(H26A,H26B), C19(H19A,H19B), C25(H25A,H25B), C22(H22A,
 H22B), C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C9(H9), C15(H15)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C21(H21A,H21B,H21C)
;
_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
P1 P 0.04983(14) 0.14926(9) 0.11258(5) 0.0475(3) Uani 1 1 d . . . . .
F5 F 0.0714(3) -0.0225(2) 0.15041(11) 0.0536(5) Uani 1 1 d . . . . .
F34 F -0.2483(4) 0.3652(3) 0.29794(12) 0.0670(7) Uani 1 1 d . . . . .
F3 F 0.0294(4) 0.3178(2) 0.07437(14) 0.0720(8) Uani 1 1 d . . . . .
F2 F 0.3006(3) 0.1508(3) 0.11946(14) 0.0720(8) Uani 1 1 d . . . . .
F35 F -0.0215(4) 0.2179(2) 0.35585(13) 0.0723(7) Uani 1 1 d . . . . .
O27 O 0.3723(4) 0.5967(3) 0.04816(12) 0.0492(6) Uani 1 1 d . . . . .
F30 F -0.2717(4) 0.9306(3) 0.45583(12) 0.0701(7) Uani 1 1 d . . . . .
F7 F -0.2023(4) 0.1444(3) 0.10401(17) 0.0870(10) Uani 1 1 d . . . . .
F4 F 0.1126(5) 0.0742(3) 0.05101(13) 0.0776(8) Uani 1 1 d . . . . .
F31 F -0.0483(5) 0.7856(3) 0.51711(12) 0.0796(8) Uani 1 1 d . . . . .
F36 F -0.3413(5) 0.3058(4) 0.39170(15) 0.0929(10) Uani 1 1 d . . . . .
N24 N 0.6525(4) 0.7194(3) 0.12123(15) 0.0442(7) Uani 1 1 d . . . . .
F32 F -0.3640(6) 0.7233(4) 0.50640(15) 0.0967(11) Uani 1 1 d . . . . .
N17 N 0.0819(5) 0.5186(3) 0.33351(15) 0.0479(7) Uani 1 1 d . . . . .
F6 F -0.0220(6) 0.2227(4) 0.17221(16) 0.0977(10) Uani 1 1 d . . . . .
N18 N 0.6484(6) 0.8364(4) 0.27891(16) 0.0559(8) Uani 1 1 d . . . . .
C10 C 0.4634(7) 0.8038(4) 0.31193(18) 0.0513(9) Uani 1 1 d . . . . .
C16 C -0.0882(7) 0.4837(4) 0.36868(19) 0.0529(9) Uani 1 1 d . . . . .
C13 C 0.0857(6) 0.7348(4) 0.38974(18) 0.0496(9) Uani 1 1 d . . . . .
C20 C 0.6183(6) 0.8186(4) 0.17199(18) 0.0465(8) Uani 1 1 d . . . . .
H20A H 0.462223 0.838593 0.183131 0.056 Uiso 1 1 calc R . . . .
H20B H 0.665119 0.917848 0.156794 0.056 Uiso 1 1 calc R . . . .
C26 C 0.5100(6) 0.4950(4) 0.08931(19) 0.0503(9) Uani 1 1 d . . . . .
H26A H 0.648558 0.460229 0.068134 0.060 Uiso 1 1 calc R . . . .
H26B H 0.441022 0.404257 0.104453 0.060 Uiso 1 1 calc R . . . .
C8 C 0.1746(6) 0.6440(4) 0.34323(18) 0.0481(8) Uani 1 1 d . . . . .
C11 C 0.3679(7) 0.8979(4) 0.35761(19) 0.0542(9) Uani 1 1 d . . . . .
H11 H 0.429249 0.985164 0.361929 0.065 Uiso 1 1 calc R . . . .
C19 C 0.7381(6) 0.7499(4) 0.22859(19) 0.0510(9) Uani 1 1 d . . . . .
H19A H 0.720787 0.641431 0.239150 0.061 Uiso 1 1 calc R . . . .
H19B H 0.893689 0.755469 0.221148 0.061 Uiso 1 1 calc R . . . .
C12 C 0.1930(7) 0.8647(4) 0.39446(19) 0.0531(9) Uani 1 1 d . . . . .
H12 H 0.140278 0.928240 0.423937 0.064 Uiso 1 1 calc R . . . .
C9 C 0.3563(6) 0.6795(4) 0.30541(18) 0.0499(9) Uani 1 1 d . . . . .
H9 H 0.407619 0.618601 0.274977 0.060 Uiso 1 1 calc R . . . .
C14 C -0.0958(7) 0.6908(4) 0.42598(19) 0.0555(9) Uani 1 1 d . . . . .
C33 C -0.1778(7) 0.3428(4) 0.3540(2) 0.0565(10) Uani 1 1 d . . . . .
C25 C 0.5527(6) 0.5719(4) 0.14151(19) 0.0514(9) Uani 1 1 d . . . . .
H25A H 0.651875 0.499921 0.167697 0.062 Uiso 1 1 calc R . . . .
H25B H 0.415680 0.597266 0.164974 0.062 Uiso 1 1 calc R . . . .
C22 C 0.4899(7) 0.7197(4) 0.02134(19) 0.0527(9) Uani 1 1 d . . . . .
H22A H 0.406288 0.785410 -0.010260 0.063 Uiso 1 1 calc R . . . .
H22B H 0.630029 0.676378 0.003057 0.063 Uiso 1 1 calc R . . . .
C28 C 0.8926(6) 0.6825(4) 0.1018(2) 0.0534(9) Uani 1 1 d . . . . .
H28A H 0.952175 0.777435 0.090340 0.080 Uiso 1 1 calc GR . . . .
H28B H 0.908441 0.625146 0.067885 0.080 Uiso 1 1 calc GR . . . .
H28C H 0.970180 0.621266 0.134940 0.080 Uiso 1 1 calc GR . . . .
C23 C 0.5272(6) 0.8145(4) 0.06939(18) 0.0507(9) Uani 1 1 d . . . . .
H23A H 0.386092 0.862700 0.085392 0.061 Uiso 1 1 calc R . . . .
H23B H 0.608151 0.896804 0.050966 0.061 Uiso 1 1 calc R . . . .
C15 C -0.1857(7) 0.5634(5) 0.4161(2) 0.0593(10) Uani 1 1 d . . . . .
H15 H -0.305605 0.532258 0.439921 0.071 Uiso 1 1 calc R . . . .
C29 C -0.1970(8) 0.7812(5) 0.4762(2) 0.0687(12) Uani 1 1 d . . . . .
C21 C 0.7329(8) 0.9827(5) 0.2806(2) 0.0669(12) Uani 1 1 d . . . . .
H21A H 0.627076 1.068910 0.264979 0.100 Uiso 1 1 calc GR . . . .
H21B H 0.868151 0.983039 0.256080 0.100 Uiso 1 1 calc GR . . . .
H21C H 0.758685 0.991647 0.321670 0.100 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
P1 F5 1.610(2) . ?
P1 F3 1.590(2) . ?
P1 F2 1.572(2) . ?
P1 F7 1.593(2) . ?
P1 F4 1.603(3) . ?
P1 F6 1.564(3) . ?
F34 C33 1.335(5) . ?
F35 C33 1.338(5) . ?
O27 C26 1.416(5) . ?
O27 C22 1.433(4) . ?
F30 C29 1.346(5) . ?
F31 C29 1.355(6) . ?
F36 C33 1.312(5) . ?
N24 C20 1.510(5) . ?
N24 C25 1.521(4) . ?
N24 C28 1.507(4) . ?
N24 C23 1.512(5) . ?
F32 C29 1.317(5) . ?
N17 C16 1.309(5) . ?
N17 C8 1.374(4) . ?
N18 C10 1.355(5) . ?
N18 C19 1.469(5) . ?
N18 C21 1.473(5) . ?
C10 C11 1.437(5) . ?
C10 C9 1.397(5) . ?
C16 C33 1.525(5) . ?
C16 C15 1.396(6) . ?
C13 C8 1.423(5) . ?
C13 C12 1.433(5) . ?
C13 C14 1.400(6) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C19 1.513(6) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C25 1.491(5) . ?
C8 C9 1.397(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.347(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C12 H12 0.9300 . ?
C9 H9 0.9300 . ?
C14 C15 1.382(6) . ?
C14 C29 1.505(6) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.505(5) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C15 H15 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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
F3 P1 F5 179.18(15) . . ?
F3 P1 F7 90.13(13) . . ?
F3 P1 F4 89.56(15) . . ?
F2 P1 F5 89.77(12) . . ?
F2 P1 F3 90.24(13) . . ?
F2 P1 F7 178.23(19) . . ?
F2 P1 F4 89.35(16) . . ?
F7 P1 F5 89.85(12) . . ?
F7 P1 F4 88.91(18) . . ?
F4 P1 F5 89.62(13) . . ?
F6 P1 F5 90.51(16) . . ?
F6 P1 F3 90.31(17) . . ?
F6 P1 F2 93.10(18) . . ?
F6 P1 F7 88.6(2) . . ?
F6 P1 F4 177.54(18) . . ?
C26 O27 C22 107.7(3) . . ?
C20 N24 C25 109.2(3) . . ?
C20 N24 C23 105.6(3) . . ?
C28 N24 C20 111.4(3) . . ?
C28 N24 C25 111.3(3) . . ?
C28 N24 C23 110.2(3) . . ?
C23 N24 C25 108.9(3) . . ?
C16 N17 C8 118.3(3) . . ?
C10 N18 C19 120.9(3) . . ?
C10 N18 C21 121.3(3) . . ?
C19 N18 C21 115.8(3) . . ?
N18 C10 C11 120.1(3) . . ?
N18 C10 C9 124.0(4) . . ?
C9 C10 C11 115.9(4) . . ?
N17 C16 C33 114.0(4) . . ?
N17 C16 C15 125.5(3) . . ?
C15 C16 C33 120.5(4) . . ?
C8 C13 C12 115.6(3) . . ?
C14 C13 C8 118.1(3) . . ?
C14 C13 C12 126.3(4) . . ?
N24 C20 H20A 108.4 . . ?
N24 C20 H20B 108.4 . . ?
N24 C20 C19 115.4(3) . . ?
H20A C20 H20B 107.5 . . ?
C19 C20 H20A 108.4 . . ?
C19 C20 H20B 108.4 . . ?
O27 C26 H26A 109.3 . . ?
O27 C26 H26B 109.3 . . ?
O27 C26 C25 111.7(3) . . ?
H26A C26 H26B 107.9 . . ?
C25 C26 H26A 109.3 . . ?
C25 C26 H26B 109.3 . . ?
N17 C8 C13 120.8(3) . . ?
N17 C8 C9 117.6(3) . . ?
C9 C8 C13 121.6(3) . . ?
C10 C11 H11 118.7 . . ?
C12 C11 C10 122.6(3) . . ?
C12 C11 H11 118.7 . . ?
N18 C19 C20 109.6(3) . . ?
N18 C19 H19A 109.8 . . ?
N18 C19 H19B 109.8 . . ?
C20 C19 H19A 109.8 . . ?
C20 C19 H19B 109.8 . . ?
H19A C19 H19B 108.2 . . ?
C13 C12 H12 118.9 . . ?
C11 C12 C13 122.2(4) . . ?
C11 C12 H12 118.9 . . ?
C10 C9 H9 119.0 . . ?
C8 C9 C10 122.0(4) . . ?
C8 C9 H9 119.0 . . ?
C13 C14 C29 120.8(4) . . ?
C15 C14 C13 120.5(4) . . ?
C15 C14 C29 118.7(4) . . ?
F34 C33 F35 105.4(3) . . ?
F34 C33 C16 112.0(3) . . ?
F35 C33 C16 111.2(3) . . ?
F36 C33 F34 107.5(4) . . ?
F36 C33 F35 107.5(3) . . ?
F36 C33 C16 112.7(4) . . ?
N24 C25 H25A 109.1 . . ?
N24 C25 H25B 109.1 . . ?
C26 C25 N24 112.4(3) . . ?
C26 C25 H25A 109.1 . . ?
C26 C25 H25B 109.1 . . ?
H25A C25 H25B 107.9 . . ?
O27 C22 H22A 109.8 . . ?
O27 C22 H22B 109.8 . . ?
O27 C22 C23 109.5(3) . . ?
H22A C22 H22B 108.2 . . ?
C23 C22 H22A 109.8 . . ?
C23 C22 H22B 109.8 . . ?
N24 C28 H28A 109.5 . . ?
N24 C28 H28B 109.5 . . ?
N24 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N24 C23 H23A 109.0 . . ?
N24 C23 H23B 109.0 . . ?
C22 C23 N24 113.1(3) . . ?
C22 C23 H23A 109.0 . . ?
C22 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C16 C15 H15 121.6 . . ?
C14 C15 C16 116.9(4) . . ?
C14 C15 H15 121.6 . . ?
F30 C29 F31 105.5(4) . . ?
F30 C29 C14 112.5(4) . . ?
F31 C29 C14 111.4(4) . . ?
F32 C29 F30 106.6(4) . . ?
F32 C29 F31 107.2(4) . . ?
F32 C29 C14 113.1(4) . . ?
N18 C21 H21A 109.5 . . ?
N18 C21 H21B 109.5 . . ?
N18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O27 C26 C25 N24 -56.6(4) . . . . ?
O27 C22 C23 N24 58.1(4) . . . . ?
N24 C20 C19 N18 -165.6(3) . . . . ?
N17 C16 C33 F34 -61.6(5) . . . . ?
N17 C16 C33 F35 56.1(5) . . . . ?
N17 C16 C33 F36 176.9(4) . . . . ?
N17 C16 C15 C14 0.8(6) . . . . ?
N17 C8 C9 C10 -179.5(4) . . . . ?
N18 C10 C11 C12 -175.5(4) . . . . ?
N18 C10 C9 C8 175.6(4) . . . . ?
C10 N18 C19 C20 82.8(4) . . . . ?
C10 C11 C12 C13 -1.6(6) . . . . ?
C16 N17 C8 C13 -1.0(5) . . . . ?
C16 N17 C8 C9 179.9(3) . . . . ?
C13 C8 C9 C10 1.4(6) . . . . ?
C13 C14 C15 C16 -0.4(6) . . . . ?
C13 C14 C29 F30 60.0(6) . . . . ?
C13 C14 C29 F31 -58.3(5) . . . . ?
C13 C14 C29 F32 -179.1(4) . . . . ?
C20 N24 C25 C26 160.4(3) . . . . ?
C20 N24 C23 C22 -164.2(3) . . . . ?
C26 O27 C22 C23 -65.5(4) . . . . ?
C8 N17 C16 C33 -179.9(3) . . . . ?
C8 N17 C16 C15 -0.1(6) . . . . ?
C8 C13 C12 C11 -0.5(6) . . . . ?
C8 C13 C14 C15 -0.6(6) . . . . ?
C8 C13 C14 C29 179.6(4) . . . . ?
C11 C10 C9 C8 -3.3(6) . . . . ?
C19 N18 C10 C11 -174.8(3) . . . . ?
C19 N18 C10 C9 6.3(6) . . . . ?
C12 C13 C8 N17 -178.5(3) . . . . ?
C12 C13 C8 C9 0.7(5) . . . . ?
C12 C13 C14 C15 179.2(4) . . . . ?
C12 C13 C14 C29 -0.7(7) . . . . ?
C9 C10 C11 C12 3.5(6) . . . . ?
C14 C13 C8 N17 1.3(6) . . . . ?
C14 C13 C8 C9 -179.6(4) . . . . ?
C14 C13 C12 C11 179.7(4) . . . . ?
C33 C16 C15 C14 -179.4(4) . . . . ?
C25 N24 C20 C19 65.6(4) . . . . ?
C25 N24 C23 C22 -47.0(4) . . . . ?
C22 O27 C26 C25 65.7(4) . . . . ?
C28 N24 C20 C19 -57.7(4) . . . . ?
C28 N24 C25 C26 -76.3(4) . . . . ?
C28 N24 C23 C22 75.4(4) . . . . ?
C23 N24 C20 C19 -177.4(3) . . . . ?
C23 N24 C25 C26 45.4(4) . . . . ?
C15 C16 C33 F34 118.5(4) . . . . ?
C15 C16 C33 F35 -123.8(4) . . . . ?
C15 C16 C33 F36 -2.9(6) . . . . ?
C15 C14 C29 F30 -119.8(4) . . . . ?
C15 C14 C29 F31 121.9(4) . . . . ?
C15 C14 C29 F32 1.0(6) . . . . ?
C29 C14 C15 C16 179.4(4) . . . . ?
C21 N18 C10 C11 -11.3(6) . . . . ?
C21 N18 C10 C9 169.8(4) . . . . ?
C21 N18 C19 C20 -81.6(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.301 0.324 0.239 28.0 6.5 ?
2 -0.301 0.676 0.761 28.0 6.7 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_olex2_submission_original_sample_id FY-005_7
_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 1.575
_oxdiff_exptl_absorpt_empirical_full_min 0.630
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2156337'
loop_
_audit_author_name
_audit_author_address
'Satoru Karasawa'
;Showa Pharmaceutical University
Japan
;
_audit_update_record             
;
2022-04-09 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT340_ALERT_3_B           
;
PROBLEM: Low Bond Precision on C-C Bonds ... 0.01535 Ang.
RESPONSE: This is attibuted to the violetnly disordered 
morpholine ring. Although repeated crystallization and 
diffraction experiments were perfomed, this structure 
represents the best of all.
;
# end Validation Reply Form

_audit_creation_date             2021-05-13
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        FY-005_3
_chemical_formula_moiety         'F6 P, C18 H20 F6 N3 O, 0.5(C H4 O)'
_chemical_formula_sum            'C18.50 H22 F12 N3 O1.50 P'
_chemical_formula_weight         569.36
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F O P'
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'
P P 0.2955 0.4335 '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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   55.7279(19)
_cell_length_b                   8.6632(2)
_cell_length_c                   9.3599(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4518.8(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6613
_cell_measurement_temperature    93
_cell_measurement_theta_max      68.1500
_cell_measurement_theta_min      4.9700
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.214
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84620
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.34a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2312
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -5 -17 0.0493
-6 0 0 0.0422
-1 5 17 0.0780
6 0 -1 0.0469
1 -5 -17 0.0611
6 0 -1 0.0638
0 5 18 0.0719
-6 0 -1 0.0318
0 -5 -17 0.0426
6 0 -1 0.0562
0 3 -32 0.0247
-3 -1 -32 0.0242
3 5 -2 0.0578
2 0 34 0.0697
0 -3 31 0.0504
-3 -5 10 0.0451
5 0 -18 0.0388
4 -1 -25 0.0342
0 -4 -27 0.0296
-4 2 27 0.0798
5 3 -2 0.0535
4 4 14 0.0694
3 -3 24 0.0328
-1 -5 2 0.0380
0 5 -13 0.0552
3 5 9 0.0576
-3 -1 30 0.0486
-4 -2 19 0.0345
-4 3 12 0.0509
-6 -2 -6 0.0308
0 5 -8 0.0403
-5 -1 -22 0.0248
-3 4 -19 0.0362

_exptl_crystal_size_max          0.112
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.069
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0022 -4.8551 -17.2630 -0.1055 -0.4422 0.8907
-6.0738 0.1226 0.1894 0.1910 0.7932 0.5782
-0.6326 4.9008 17.3590 0.1572 0.6572 -0.7371
6.0493 -0.4725 -1.4315 -0.2001 -0.8312 -0.5188
0.8821 -4.8725 -17.3042 -0.1656 -0.6860 0.7085
6.0690 -0.2422 -0.5699 -0.1931 -0.8066 -0.5587
0.2472 4.9165 17.5154 0.1322 0.5464 -0.8270
-6.0673 -0.2278 -1.1034 0.1797 0.7511 0.6353
0.2796 -4.9173 -17.4926 -0.1484 -0.6140 0.7752
6.0465 -0.4981 -1.4820 -0.1997 -0.8338 -0.5147
0.0034 2.6852 -31.7746 -0.9723 0.2335 0.0088
-2.6897 -1.1689 -31.5476 -0.6421 0.1535 0.7511
3.2082 4.7614 -2.2846 -0.4550 0.1102 -0.8837
2.2116 0.3127 33.6266 0.7631 -0.1827 -0.6199
-0.2075 -2.9053 30.9381 0.9712 -0.2333 0.0477
-2.7393 -4.7613 10.1990 0.6408 -0.1547 0.7520
5.2594 0.3039 -17.9829 -0.6428 -0.6768 -0.3589
4.2127 -1.2274 -24.8333 -0.6884 -0.7253 0.0089
0.1434 -3.7349 -27.0339 -0.4592 -0.4847 0.7444
-3.5968 1.8218 26.6902 0.6791 0.7156 -0.1635
5.3682 2.6106 -2.0419 -0.3846 -0.4042 -0.8299
3.5941 3.9533 14.2722 0.0027 0.0041 -1.0000
2.9740 -3.1269 24.3095 0.7153 -0.6791 -0.1649
-1.4873 -5.4458 1.8101 0.4304 -0.4076 0.8054
-0.4975 5.2048 -13.3955 -0.6460 0.6127 -0.4553
2.9948 4.6952 8.8494 -0.1616 0.1523 -0.9750
-3.2024 -0.8102 30.2775 0.9204 0.3812 0.0872
-4.3766 -2.4864 19.3007 0.7831 0.3249 0.5303
-4.3252 3.4714 12.1503 0.2314 0.9627 -0.1404
-5.6982 -1.6861 -6.2774 0.1269 0.5323 0.8370
-0.3404 5.4655 -8.3164 -0.5383 0.6314 -0.5582
-4.5686 -1.2650 -22.4107 -0.3444 0.4020 0.8484
-2.5813 4.1991 -18.5367 -0.6477 0.7587 -0.0699

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_av_unetI/netI     0.0665
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       68
_diffrn_reflns_limit_h_min       -66
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18212
_diffrn_reflns_point_group_measured_fraction_full 0.790
_diffrn_reflns_point_group_measured_fraction_max 0.733
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.592
_diffrn_reflns_theta_min         3.172
_diffrn_ambient_temperature      93
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00   1.00   0.50   16.15    --  -48.70  71.00 -38.00  126
  2  ω   -167.00 -98.00   0.50   64.61    --  -97.00 -92.00 -51.00  138
  3  ω   -170.00 -84.00   0.50   64.61    --  -97.00 -71.00-169.00  172
  4  ω    -73.00 -47.00   0.50   64.61    --  -97.00  61.00-171.00   52
  5  ω   -112.00 -47.00   0.50   16.15    --  -48.70 -37.00-150.00  130
  6  ω    -16.00  19.00   0.50   16.15    --   48.70 -19.00 150.00   70
  7  ω    -68.00 -27.00   0.50   64.61    --  -97.00  57.00 150.00   82
  8  ω    -56.00 -31.00   0.50   64.61    --  -97.00  57.00 -90.00   50
  9  ω    -67.00 -39.00   0.50   64.61    --  -97.00  57.00 -30.00   56
 10  ω     36.00  61.00   0.50   64.61    --  108.36 -57.00 120.00   50
 11  ω     37.00  63.00   0.50   64.61    --  108.36 -57.00-150.00   52
 12  ω     36.00  61.00   0.50   64.61    --  108.36 -57.00   0.00   50
 13  ω     36.00  64.00   0.50   64.61    --  108.36 -57.00 -30.00   56
 14  ω     39.00  64.00   0.50   64.61    --  108.36 -57.00  90.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  Rigaku_Synergy-Custom_007
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0319051000
_diffrn_orient_matrix_UB_12      -0.0618851000
_diffrn_orient_matrix_UB_13      0.0253671000
_diffrn_orient_matrix_UB_21      -0.1283008000
_diffrn_orient_matrix_UB_22      0.1105372000
_diffrn_orient_matrix_UB_23      0.0019781000
_diffrn_orient_matrix_UB_31      -0.0980576000
_diffrn_orient_matrix_UB_32      -0.1247132000
_diffrn_orient_matrix_UB_33      -0.0108269000
_diffrn_oxdiff_digest_frames     
;
016d02e860545949cc9eb1435685fa7609011345fd3
;
_diffrn_oxdiff_digest_hkl        
;
0172fc4071096c621887e357564cdde121c4fa
;
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.454
_reflns_Friedel_fraction_full    0.550
_reflns_Friedel_fraction_max     0.488
_reflns_number_gt                4788
_reflns_number_total             7027
_reflns_odcompleteness_completeness 99.96
_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 1.171.41.34a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.34a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.34a (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.879
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details 
;
 Flack x determined using 1334 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     669
_refine_ls_number_reflns         7027
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1125
_refine_ls_R_factor_gt           0.0834
_refine_ls_restrained_S_all      1.035
_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)+(0.1570P)²+3.5513P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2318
_refine_ls_wR_factor_ref         0.2608
_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) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 N00W-C01X \\sim N00W-C1
 with sigma of 0.02
 N00W-C2 \\sim N00W-C2A
 with sigma of 0.02
 C01X-C5 \\sim C1-C5A
 with sigma of 0.02
 O1-C4 \\sim O1A-C4A
 with sigma of 0.02
 O1-C5 \\sim O1A-C5A
 with sigma of 0.02
 C2-C4 \\sim C2A-C4A
 with sigma of 0.02
 N00W-C4 \\sim N00W-C4A
 with sigma of 0.04
 N00W-C5 \\sim N00W-C5A
 with sigma of 0.04
 C01X-O1 \\sim C1-O1A
 with sigma of 0.04
 O1-C2 \\sim O1A-C2A
 with sigma of 0.04
 C4-C5 \\sim C4A-C5A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C1) = Uanis(C01X)
Uanis(C2) = Uanis(C2A)
Uanis(C4) = Uanis(C4A)
Uanis(C5) = Uanis(C5A)
Uanis(O1) = Uanis(O1A)
4. Others
 Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(O1A)=Sof(C5A)=
 Sof(H5AA)=Sof(H5AB)=Sof(C1)=Sof(H1A)=Sof(H1B)=1-FVAR(1)
 Sof(C01X)=Sof(H01H)=Sof(H01K)=Sof(O1)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C4)=
 Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C01D(H01M,H01N), C01H(H01A,H01B), C01L(H01P,H01Q), C01M(H01R,H01S), C01R(H01C,
 H01D), C01S(H01X,H01Y), C01T(H01Z,H), C01U(H01,HA), C01X(H01H,H01K), C2(H2A,
 H2B), C4(H4A,H4B), C5(H5A,H5B), C2A(H2AA,H2AB), C4A(H4AA,H4AB), C5A(H5AA,H5AB),
  C1(H1A,H1B)
5.b Aromatic/amide H refined with riding coordinates:
 N00M(H00M), C010(H010), N012(H012), C016(H016), C019(H019), C01C(H01L),
 C01F(H01O), C01I(H01I), C01J(H01J), C01N(H01T)
5.c Idealised Me refined as rotating group:
 C01O(H01U,H01V,H01W), C01V(H01E,H01F,H01G), C01Y(H2,HB,HC)
5.d Idealised tetrahedral OH refined as rotating group:
 O01B(H1)
;
_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
P001 P 0.30303(4) 0.6082(3) 0.1510(4) 0.0738(9) Uani 1 1 d . . . . .
P002 P 0.30944(5) 1.0440(3) -0.2800(4) 0.0735(8) Uani 1 1 d . . . . .
F003 F 0.44463(11) -0.0166(7) 0.1177(7) 0.0719(15) Uani 1 1 d . . . . .
F004 F 0.43689(11) -0.2519(6) 0.1725(9) 0.0823(19) Uani 1 1 d . . . . .
F005 F 0.46327(10) -0.1247(8) 0.2925(8) 0.0834(18) Uani 1 1 d . . . . .
F006 F 0.40517(13) -0.0961(8) 0.7964(8) 0.0865(19) Uani 1 1 d . . . . .
F007 F 0.51293(13) -0.3472(9) 1.1438(8) 0.097(2) Uani 1 1 d . . . . .
F008 F 0.48646(12) -0.2455(10) 0.5289(10) 0.105(3) Uani 1 1 d . . . . .
F009 F 0.51539(14) -0.1054(9) 1.1021(10) 0.105(2) Uani 1 1 d . . . . .
N00A N 0.38757(12) 0.0285(9) 0.5235(9) 0.0554(18) Uani 1 1 d . . . . .
F00B F 0.51948(14) -0.1732(9) 0.4315(8) 0.092(2) Uani 1 1 d . . . . .
F00C F 0.43778(11) 0.0274(11) 0.7528(8) 0.104(3) Uani 1 1 d . . . . .
F00D F 0.51082(14) -0.4140(9) 0.4414(9) 0.097(2) Uani 1 1 d . . . . .
F00E F 0.30871(12) 0.4657(7) 0.2536(13) 0.113(4) Uani 1 1 d . . . . .
F00F F 0.31545(14) 1.1721(7) -0.3933(10) 0.099(2) Uani 1 1 d . . . . .
O00G O 0.63414(13) -0.5250(9) 1.3940(11) 0.082(2) Uani 1 1 d . . . . .
N00H N 0.54477(13) -0.3098(9) 0.9257(10) 0.0597(19) Uani 1 1 d . . . . .
F00I F 0.40481(16) 0.1458(8) 0.7751(10) 0.110(3) Uani 1 1 d . . . . .
F00J F 0.33022(11) 0.6542(8) 0.1437(13) 0.119(3) Uani 1 1 d . . . . .
F00K F 0.48545(11) -0.2356(11) 1.0254(11) 0.115(3) Uani 1 1 d . . . . .
N00L N 0.64247(14) -0.5440(8) 1.0857(12) 0.066(2) Uani 1 1 d . . . . .
N00M N 0.32808(14) 0.0633(9) 0.1550(12) 0.071(2) Uani 1 1 d . . . . .
H00M H 0.325445 0.068026 0.062377 0.086 Uiso 1 1 calc R . . . .
F00N F 0.27561(11) 0.5612(8) 0.1566(12) 0.121(4) Uani 1 1 d . . . . .
F00O F 0.30033(19) 0.7127(10) 0.2913(13) 0.126(3) Uani 1 1 d . . . . .
F00P F 0.31539(16) 0.9142(9) -0.3891(12) 0.119(3) Uani 1 1 d . . . . .
C00Q C 0.35116(16) 0.0307(10) 0.2055(13) 0.061(2) Uani 1 1 d . . . . .
F00R F 0.29580(15) 0.7541(8) 0.0636(12) 0.111(3) Uani 1 1 d . . . . .
C00S C 0.54720(16) -0.3359(10) 0.6676(9) 0.054(2) Uani 1 1 d . . . . .
F00T F 0.28299(12) 1.0439(8) -0.3330(17) 0.148(5) Uani 1 1 d . . . . .
C00U C 0.41485(16) 0.0243(11) 0.7200(13) 0.063(2) Uani 1 1 d . . . . .
C00V C 0.39912(15) -0.0333(10) 0.2803(11) 0.053(2) Uani 1 1 d . . . . .
N00W N 0.26363(13) 0.1405(9) 0.2447(14) 0.085(3) Uani 1 1 d D . . . .
C00X C 0.38212(15) 0.0106(9) 0.3864(11) 0.052(2) Uani 1 1 d . . . . .
F00Y F 0.30472(18) 1.1872(10) -0.1711(13) 0.130(4) Uani 1 1 d . . . . .
C00Z C 0.55729(17) -0.3407(11) 0.8048(11) 0.060(2) Uani 1 1 d . . . . .
C010 C 0.51041(17) -0.2575(11) 0.7801(14) 0.063(2) Uani 1 1 d . . . . .
H010 H 0.494105 -0.225849 0.776640 0.076 Uiso 1 1 calc R . . . .
C011 C 0.52196(16) -0.2698(10) 0.9088(13) 0.062(2) Uani 1 1 d . . . . .
N012 N 0.61958(16) -0.4596(11) 0.7114(13) 0.081(3) Uani 1 1 d . . . . .
H012 H 0.626417 -0.504678 0.637592 0.097 Uiso 1 1 calc R . . . .
C013 C 0.42304(15) -0.0626(10) 0.3321(11) 0.052(2) Uani 1 1 d . . . . .
C014 C 0.44198(16) -0.1136(11) 0.2259(13) 0.065(3) Uani 1 1 d . . . . .
F015 F 0.3055(2) 0.5078(12) 0.0148(14) 0.140(4) Uani 1 1 d . . . . .
C016 C 0.3690(2) -0.0080(12) 0.0973(13) 0.067(3) Uani 1 1 d . . . . .
H016 H 0.364623 -0.009532 -0.000739 0.081 Uiso 1 1 calc R . . . .
C018 C 0.5099(2) -0.2774(14) 0.5155(15) 0.078(3) Uani 1 1 d . . . . .
C019 C 0.42861(16) -0.0413(11) 0.4716(11) 0.058(2) Uani 1 1 d . . . . .
H019 H 0.444479 -0.056589 0.505797 0.069 Uiso 1 1 calc R . . . .
C01A C 0.59569(16) -0.4173(11) 0.7016(11) 0.059(2) Uani 1 1 d . . . . .
O01B O 0.57101(17) -0.4404(12) 1.1695(13) 0.106(3) Uani 1 1 d . . . . .
H1 H 0.577199 -0.403613 1.243918 0.159 Uiso 1 1 calc GR . . . .
C01C C 0.56161(18) -0.3674(12) 0.5472(12) 0.066(2) Uani 1 1 d . . . . .
H01L H 0.555151 -0.358460 0.453631 0.079 Uiso 1 1 calc R . . . .
C01D C 0.63362(19) -0.4025(12) 1.1646(15) 0.073(3) Uani 1 1 d . . . . .
H01M H 0.639297 -0.309274 1.113577 0.088 Uiso 1 1 calc R . . . .
H01N H 0.615858 -0.401628 1.162301 0.088 Uiso 1 1 calc R . . . .
C01E C 0.41004(16) 0.0041(10) 0.5635(12) 0.055(2) Uani 1 1 d . . . . .
C01F C 0.58206(17) -0.3806(12) 0.8220(12) 0.062(2) Uani 1 1 d . . . . .
H01O H 0.589139 -0.382172 0.914315 0.074 Uiso 1 1 calc R . . . .
C01G C 0.52230(18) -0.2906(11) 0.6584(13) 0.065(2) Uani 1 1 d . . . . .
C01H C 0.28698(16) 0.1336(10) 0.1671(15) 0.073(3) Uani 1 1 d . . . . .
H01A H 0.290003 0.236199 0.124142 0.087 Uiso 1 1 calc R . . . .
H01B H 0.285294 0.059024 0.087537 0.087 Uiso 1 1 calc R . . . .
C01I C 0.39135(18) -0.0410(11) 0.1354(13) 0.067(3) Uani 1 1 d . . . . .
H01I H 0.402528 -0.070785 0.063915 0.080 Uiso 1 1 calc R . . . .
C01J C 0.35776(15) 0.0393(10) 0.3450(12) 0.058(2) Uani 1 1 d . . . . .
H01J H 0.346157 0.064571 0.415619 0.070 Uiso 1 1 calc R . . . .
C01K C 0.50883(17) -0.2393(12) 1.0440(13) 0.065(3) Uani 1 1 d . . . . .
C01L C 0.6362(2) -0.6822(10) 1.1798(18) 0.089(5) Uani 1 1 d . . . . .
H01P H 0.618673 -0.699723 1.174843 0.107 Uiso 1 1 calc R . . . .
H01Q H 0.644192 -0.774996 1.140360 0.107 Uiso 1 1 calc R . . . .
C01M C 0.6341(2) -0.4317(13) 0.8418(16) 0.080(3) Uani 1 1 d . . . . .
H01R H 0.628984 -0.334305 0.888005 0.096 Uiso 1 1 calc R . . . .
H01S H 0.651262 -0.422918 0.816484 0.096 Uiso 1 1 calc R . . . .
C01N C 0.5850(2) -0.4113(14) 0.5666(15) 0.078(3) Uani 1 1 d . . . . .
H01T H 0.594356 -0.438442 0.485351 0.093 Uiso 1 1 calc R . . . .
C01O C 0.66933(18) -0.5377(13) 1.0657(16) 0.077(3) Uani 1 1 d . . . . .
H01U H 0.673787 -0.438120 1.023707 0.116 Uiso 1 1 calc GR . . . .
H01V H 0.674377 -0.621303 1.001921 0.116 Uiso 1 1 calc GR . . . .
H01W H 0.677254 -0.549518 1.158527 0.116 Uiso 1 1 calc GR . . . .
F01P F 0.33668(18) 1.0461(10) -0.2343(16) 0.147(4) Uani 1 1 d . . . . .
F01Q F 0.3040(3) 0.9272(12) -0.1641(15) 0.187(6) Uani 1 1 d . . . . .
C01R C 0.30871(16) 0.0890(11) 0.2526(16) 0.072(3) Uani 1 1 d . . . . .
H01C H 0.312914 0.172597 0.320311 0.086 Uiso 1 1 calc R . . . .
H01D H 0.305433 -0.005980 0.308037 0.086 Uiso 1 1 calc R . . . .
C01S C 0.6303(2) -0.5647(12) 0.9417(16) 0.079(3) Uani 1 1 d . . . . .
H01X H 0.636582 -0.659794 0.896313 0.095 Uiso 1 1 calc R . . . .
H01Y H 0.612901 -0.578958 0.957116 0.095 Uiso 1 1 calc R . . . .
C01T C 0.6432(3) -0.6655(13) 1.3315(16) 0.083(3) Uani 1 1 d . . . . .
H01Z H 0.636973 -0.754772 1.386158 0.100 Uiso 1 1 calc R . . . .
H H 0.660906 -0.666410 1.338800 0.100 Uiso 1 1 calc R . . . .
C01U C 0.6415(2) -0.3939(11) 1.3130(18) 0.086(4) Uani 1 1 d . . . . .
H01 H 0.659221 -0.386049 1.315735 0.103 Uiso 1 1 calc R . . . .
HA H 0.634838 -0.299377 1.357343 0.103 Uiso 1 1 calc R . . . .
C01V C 0.26615(19) 0.2400(14) 0.380(2) 0.101(5) Uani 1 1 d . . . . .
H01E H 0.275828 0.184687 0.450585 0.152 Uiso 1 1 calc GR . . . .
H01F H 0.250213 0.261072 0.419350 0.152 Uiso 1 1 calc GR . . . .
H01G H 0.274030 0.337611 0.355270 0.152 Uiso 1 1 calc GR . . . .
C01X C 0.2528(3) -0.0108(15) 0.306(2) 0.068(5) Uani 0.685(13) 1 d D . P A 1
H01H H 0.265090 -0.070144 0.358647 0.082 Uiso 0.685(13) 1 calc R . P A 1
H01K H 0.239327 0.012560 0.371639 0.082 Uiso 0.685(13) 1 calc R . P A 1
C01Y C 0.5610(3) -0.5853(15) 1.200(3) 0.137(8) Uani 1 1 d . . . . .
H2 H 0.559016 -0.643724 1.111284 0.205 Uiso 1 1 calc GR . . . .
HB H 0.545310 -0.571327 1.245759 0.205 Uiso 1 1 calc GR . . . .
HC H 0.571650 -0.641966 1.264817 0.205 Uiso 1 1 calc GR . . . .
O1 O 0.2258(2) -0.0146(16) 0.1000(19) 0.083(6) Uani 0.685(13) 1 d D . P A 1
C2 C 0.2433(3) 0.2226(16) 0.167(3) 0.102(9) Uani 0.685(13) 1 d D . P A 1
H2A H 0.229490 0.237867 0.231877 0.122 Uiso 0.685(13) 1 calc R . P A 1
H2B H 0.248718 0.324832 0.132377 0.122 Uiso 0.685(13) 1 calc R . P A 1
C4 C 0.2362(3) 0.123(2) 0.043(2) 0.084(5) Uani 0.685(13) 1 d D . P A 1
H4A H 0.224425 0.177390 -0.017721 0.101 Uiso 0.685(13) 1 calc R . P A 1
H4B H 0.250420 0.097210 -0.015291 0.101 Uiso 0.685(13) 1 calc R . P A 1
C5 C 0.2440(3) -0.1002(16) 0.179(2) 0.086(6) Uani 0.685(13) 1 d D . P A 1
H5A H 0.257730 -0.123158 0.115575 0.104 Uiso 0.685(13) 1 calc R . P A 1
H5B H 0.237191 -0.199569 0.212131 0.104 Uiso 0.685(13) 1 calc R . P A 1
C2A C 0.2487(5) 0.179(5) 0.113(4) 0.102(9) Uani 0.315(13) 1 d D . P A 2
H2AA H 0.251388 0.287350 0.084484 0.122 Uiso 0.315(13) 1 calc R . P A 2
H2AB H 0.253606 0.111553 0.032180 0.122 Uiso 0.315(13) 1 calc R . P A 2
C4A C 0.2225(5) 0.153(4) 0.146(5) 0.084(5) Uani 0.315(13) 1 d D . P A 2
H4AA H 0.217976 0.206576 0.235518 0.101 Uiso 0.315(13) 1 calc R . P A 2
H4AB H 0.212294 0.193014 0.067367 0.101 Uiso 0.315(13) 1 calc R . P A 2
O1A O 0.2198(6) -0.010(3) 0.160(4) 0.083(6) Uani 0.315(13) 1 d D . P A 2
C5A C 0.2340(5) -0.058(4) 0.285(5) 0.086(6) Uani 0.315(13) 1 d D . P A 2
H5AA H 0.230841 -0.167595 0.307056 0.104 Uiso 0.315(13) 1 calc R . P A 2
H5AB H 0.229353 0.004685 0.369173 0.104 Uiso 0.315(13) 1 calc R . P A 2
C1 C 0.2602(5) -0.035(3) 0.254(6) 0.068(5) Uani 0.315(13) 1 d D . P A 2
H1A H 0.264665 -0.085653 0.163080 0.082 Uiso 0.315(13) 1 calc R . P A 2
H1B H 0.270129 -0.079375 0.331904 0.082 Uiso 0.315(13) 1 calc R . 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
P001 F00E 1.595(8) . ?
P001 F00J 1.568(7) . ?
P001 F00N 1.583(7) . ?
P001 F00O 1.602(11) . ?
P001 F00R 1.559(8) . ?
P001 F015 1.549(11) . ?
P002 F00F 1.571(8) . ?
P002 F00P 1.554(9) . ?
P002 F00T 1.555(8) . ?
P002 F00Y 1.627(9) . ?
P002 F01P 1.577(10) . ?
P002 F01Q 1.515(11) . ?
F003 C014 1.325(13) . ?
F004 C014 1.329(12) . ?
F005 C014 1.344(12) . ?
F006 C00U 1.375(12) . ?
F007 C01K 1.341(13) . ?
F008 C018 1.343(13) . ?
F009 C01K 1.333(13) . ?
N00A C00X 1.328(13) . ?
N00A C01E 1.324(12) . ?
F00B C018 1.309(14) . ?
F00C C00U 1.314(11) . ?
F00D C018 1.372(15) . ?
O00G C01T 1.441(14) . ?
O00G C01U 1.426(15) . ?
N00H C00Z 1.356(13) . ?
N00H C011 1.327(12) . ?
F00I C00U 1.299(12) . ?
F00K C01K 1.315(12) . ?
N00L C01D 1.514(13) . ?
N00L C01L 1.526(14) . ?
N00L C01O 1.509(12) . ?
N00L C01S 1.518(17) . ?
N00M C00Q 1.400(12) . ?
N00M C01R 1.432(15) . ?
C00Q C016 1.459(16) . ?
C00Q C01J 1.358(16) . ?
C00S C00Z 1.403(14) . ?
C00S C01C 1.410(14) . ?
C00S C01G 1.445(13) . ?
C00U C01E 1.499(16) . ?
C00V C00X 1.424(13) . ?
C00V C013 1.441(12) . ?
C00V C01I 1.425(16) . ?
N00W C01H 1.492(15) . ?
N00W C01V 1.54(2) . ?
N00W C01X 1.554(15) . ?
N00W C2 1.523(16) . ?
N00W C2A 1.53(3) . ?
N00W C1 1.54(2) . ?
C00X C01J 1.433(12) . ?
C00Z C01F 1.432(13) . ?
C010 C011 1.370(17) . ?
C010 C01G 1.349(16) . ?
C011 C01K 1.486(16) . ?
N012 C01A 1.384(13) . ?
N012 C01M 1.483(18) . ?
C013 C014 1.515(13) . ?
C013 C019 1.355(14) . ?
C016 C01I 1.326(14) . ?
C018 C01G 1.509(18) . ?
C019 C01E 1.402(14) . ?
C01A C01F 1.396(14) . ?
C01A C01N 1.397(17) . ?
O01B C01Y 1.403(19) . ?
C01C C01N 1.372(15) . ?
C01D C01U 1.46(2) . ?
C01H C01R 1.502(14) . ?
C01L C01T 1.48(2) . ?
C01M C01S 1.499(17) . ?
C01X C5 1.50(2) . ?
O1 C4 1.425(19) . ?
O1 C5 1.461(19) . ?
C2 C4 1.50(3) . ?
C2A C4A 1.51(3) . ?
C4A O1A 1.43(3) . ?
O1A C5A 1.47(3) . ?
C5A C1 1.50(3) . ?

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
F00E P001 F00O 87.8(6) . . ?
F00J P001 F00E 91.8(4) . . ?
F00J P001 F00N 179.4(7) . . ?
F00J P001 F00O 89.0(6) . . ?
F00N P001 F00E 88.4(4) . . ?
F00N P001 F00O 91.6(6) . . ?
F00R P001 F00E 174.0(6) . . ?
F00R P001 F00J 91.2(5) . . ?
F00R P001 F00N 88.6(4) . . ?
F00R P001 F00O 87.0(6) . . ?
F015 P001 F00E 92.5(6) . . ?
F015 P001 F00J 91.3(6) . . ?
F015 P001 F00N 88.1(6) . . ?
F015 P001 F00O 179.5(7) . . ?
F015 P001 F00R 92.6(7) . . ?
F00F P002 F00Y 85.4(5) . . ?
F00F P002 F01P 88.3(6) . . ?
F00P P002 F00F 91.3(6) . . ?
F00P P002 F00T 89.6(6) . . ?
F00P P002 F00Y 175.9(6) . . ?
F00P P002 F01P 88.9(5) . . ?
F00T P002 F00F 89.3(5) . . ?
F00T P002 F00Y 92.7(6) . . ?
F00T P002 F01P 177.1(8) . . ?
F01P P002 F00Y 88.7(6) . . ?
F01Q P002 F00F 176.7(7) . . ?
F01Q P002 F00P 91.7(7) . . ?
F01Q P002 F00T 92.2(8) . . ?
F01Q P002 F00Y 91.6(7) . . ?
F01Q P002 F01P 90.3(8) . . ?
C01E N00A C00X 118.1(8) . . ?
C01U O00G C01T 110.9(9) . . ?
C011 N00H C00Z 116.5(9) . . ?
C01D N00L C01L 106.2(10) . . ?
C01D N00L C01S 112.5(8) . . ?
C01O N00L C01D 110.7(8) . . ?
C01O N00L C01L 109.1(8) . . ?
C01O N00L C01S 109.6(10) . . ?
C01S N00L C01L 108.5(8) . . ?
C00Q N00M C01R 120.6(11) . . ?
N00M C00Q C016 116.0(11) . . ?
C01J C00Q N00M 124.2(10) . . ?
C01J C00Q C016 119.7(9) . . ?
C00Z C00S C01C 119.8(9) . . ?
C00Z C00S C01G 116.6(9) . . ?
C01C C00S C01G 123.5(9) . . ?
F006 C00U C01E 110.4(8) . . ?
F00C C00U F006 106.0(8) . . ?
F00C C00U C01E 113.8(9) . . ?
F00I C00U F006 103.9(9) . . ?
F00I C00U F00C 108.0(10) . . ?
F00I C00U C01E 113.9(8) . . ?
C00X C00V C013 115.3(9) . . ?
C00X C00V C01I 118.3(8) . . ?
C01I C00V C013 126.4(9) . . ?
C01H N00W C01V 110.1(8) . . ?
C01H N00W C01X 119.1(9) . . ?
C01H N00W C2 115.8(14) . . ?
C01H N00W C2A 95.2(16) . . ?
C01H N00W C1 95.6(14) . . ?
C01V N00W C01X 101.9(12) . . ?
C01V N00W C1 121(2) . . ?
C2 N00W C01V 101.5(12) . . ?
C2 N00W C01X 106.3(11) . . ?
C2A N00W C01V 126.5(19) . . ?
C2A N00W C1 101(3) . . ?
N00A C00X C00V 123.6(8) . . ?
N00A C00X C01J 117.2(9) . . ?
C00V C00X C01J 119.2(9) . . ?
N00H C00Z C00S 123.5(9) . . ?
N00H C00Z C01F 116.8(9) . . ?
C00S C00Z C01F 119.8(9) . . ?
C01G C010 C011 119.7(9) . . ?
N00H C011 C010 125.1(11) . . ?
N00H C011 C01K 114.6(10) . . ?
C010 C011 C01K 120.3(9) . . ?
C01A N012 C01M 122.4(10) . . ?
C00V C013 C014 118.3(9) . . ?
C019 C013 C00V 120.8(8) . . ?
C019 C013 C014 120.8(8) . . ?
F003 C014 F004 107.9(10) . . ?
F003 C014 F005 107.5(8) . . ?
F003 C014 C013 113.2(8) . . ?
F004 C014 F005 107.4(8) . . ?
F004 C014 C013 111.2(8) . . ?
F005 C014 C013 109.3(9) . . ?
C01I C016 C00Q 120.2(10) . . ?
F008 C018 F00D 105.1(10) . . ?
F008 C018 C01G 112.2(11) . . ?
F00B C018 F008 108.1(10) . . ?
F00B C018 F00D 106.1(11) . . ?
F00B C018 C01G 113.5(10) . . ?
F00D C018 C01G 111.4(9) . . ?
C013 C019 C01E 117.5(9) . . ?
N012 C01A C01F 122.0(10) . . ?
N012 C01A C01N 118.6(10) . . ?
C01F C01A C01N 119.4(9) . . ?
C01N C01C C00S 119.3(10) . . ?
C01U C01D N00L 114.1(9) . . ?
N00A C01E C00U 115.3(9) . . ?
N00A C01E C019 124.7(10) . . ?
C019 C01E C00U 120.0(9) . . ?
C01A C01F C00Z 119.3(10) . . ?
C00S C01G C018 120.8(10) . . ?
C010 C01G C00S 118.6(10) . . ?
C010 C01G C018 120.6(9) . . ?
N00W C01H C01R 117.0(12) . . ?
C016 C01I C00V 122.1(10) . . ?
C00Q C01J C00X 120.4(9) . . ?
F007 C01K C011 112.7(8) . . ?
F009 C01K F007 106.0(10) . . ?
F009 C01K C011 111.6(9) . . ?
F00K C01K F007 106.2(9) . . ?
F00K C01K F009 107.8(9) . . ?
F00K C01K C011 112.3(10) . . ?
C01T C01L N00L 114.6(10) . . ?
N012 C01M C01S 108.2(10) . . ?
C01C C01N C01A 122.3(11) . . ?
N00M C01R C01H 107.9(11) . . ?
C01M C01S N00L 113.7(9) . . ?
O00G C01T C01L 112.4(10) . . ?
O00G C01U C01D 112.2(10) . . ?
C5 C01X N00W 105.8(12) . . ?
C4 O1 C5 109.3(12) . . ?
C4 C2 N00W 107.3(13) . . ?
O1 C4 C2 107.6(16) . . ?
O1 C5 C01X 111.5(13) . . ?
C4A C2A N00W 109(2) . . ?
O1A C4A C2A 105(2) . . ?
C4A O1A C5A 107(2) . . ?
O1A C5A C1 110(3) . . ?
C5A C1 N00W 105.1(19) . . ?

_olex2_submission_original_sample_id FY-005_3
_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 2.037
_oxdiff_exptl_absorpt_empirical_full_min 0.629
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_252
_database_code_depnum_ccdc_archive 'CCDC 2156336'
loop_
_audit_author_name
_audit_author_address
'Satoru Karasawa'
;Showa Pharmaceutical University
Japan
;
_audit_update_record             
;
2022-04-09 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_audit_creation_date             2022-02-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H28 F6 N4 O2'
_chemical_formula_sum            'C23 H28 F6 N4 O2'
_chemical_formula_weight         506.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F O'
_chemical_oxdiff_usercomment     'MeOH, rt'
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                   5.5656(2)
_cell_length_b                   18.4733(5)
_cell_length_c                   22.5869(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.732(3)
_cell_angle_gamma                90
_cell_volume                     2322.08(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5890
_cell_measurement_temperature    93
_cell_measurement_theta_max      73.8650
_cell_measurement_theta_min      2.3850
_shelx_estimated_absorpt_T_max   0.898
_shelx_estimated_absorpt_T_min   0.827
_exptl_absorpt_coefficient_mu    1.098
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.63a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -11 7 0.0439
-4 2 2 0.0920
0 11 -7 0.0518
4 -2 -2 0.0736
-1 -7 11 0.0715
-1 -7 -11 0.0470
1 3 -14 0.0713
2 11 -1 0.0680
1 8 10 0.0634
0 2 15 0.0589

_exptl_crystal_recrystallization_method 'MeOH (rt, slow evaporation)'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.2355 -10.6237 6.7227 0.0460 0.3564 0.9332
-3.5509 1.8682 1.6366 -0.1235 -0.9350 0.3325
-0.0459 10.7140 -6.5574 -0.0555 -0.4282 -0.9020
3.5489 -1.9287 -1.5978 0.1238 0.9369 -0.3271
-1.2340 -7.1278 10.7277 -0.3213 0.0416 0.9461
-0.9120 -7.3545 -10.9344 0.9639 -0.1272 0.2341
0.6113 2.5547 -14.1396 0.7212 -0.0945 -0.6863
1.6041 10.7259 -0.7431 -0.4231 0.0564 -0.9043
1.0286 8.0373 10.0034 -0.9388 0.1239 -0.3215
-0.0075 1.5578 14.5427 -0.9240 0.1214 0.3627

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13461
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.309
_diffrn_reflns_theta_min         3.091
_diffrn_ambient_temperature      93
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     89.00 115.00   0.50    0.84    --  110.12  45.00   0.00   52
  2  ω    143.00 169.00   0.50    0.84    --  110.12  45.00   0.00   52
  3  ω     93.00 173.00   0.50    0.84    --  110.12  51.00 -69.00  160
  4  ω     84.00 116.00   0.50    0.84    --  110.12  61.00-120.00   64
  5  ω    119.00 168.00   0.50    0.84    --  110.12  61.00-120.00   98
  6  ω     36.00  85.00   0.50    0.84    --  110.12 -77.00  30.00   98
  7  ω     64.00  95.00   0.50    0.84    --  110.12 -77.00  90.00   62
  8  ω     36.00  81.00   0.50    0.84    --  110.12 -77.00 150.00   90
  9  ω     35.00  60.00   0.50    0.84    --  110.12 -61.00 150.00   50
 10  ω    -16.00   9.00   0.50    0.21    --   40.70 -51.00 144.00   50
 11  ω     35.00  60.00   0.50    0.84    --  110.12 -61.00   0.00   50
 12  ω     35.00  60.00   0.50    0.84    --  110.12 -61.00 -90.00   50
 13  ω     35.00  60.00   0.50    0.84    --  110.12 -61.00-180.00   50
 14  ω    -71.00 -21.00   0.50    0.84    --  -97.00  61.00 120.00  100
 15  ω    -55.00 -29.00   0.50    0.84    --  -97.00  45.00 120.00   52
 16  ω    -52.00 -21.00   0.50    0.84    --  -97.00  45.00  30.00   62
 17  ω    -50.00 -22.00   0.50    0.84    --  -97.00  45.00  90.00   56
 18  ω    -41.00 -15.00   0.50    0.84    --  -97.00  30.00  60.00   52
 19  ω    -39.00 -14.00   0.50    0.84    --  -97.00  30.00  90.00   50
 20  ω    -51.00 -19.00   0.50    0.84    --  -97.00  51.00 -69.00   64
 21  ω    -42.00 -17.00   0.50    0.84    --  -97.00  30.00 -90.00   50
 22  ω    -53.00 -28.00   0.50    0.84    --  -97.00  45.00-120.00   50
 23  ω    -63.00  37.00   0.50    0.21    --  -40.70  51.00 -69.00  200
 24  ω    -42.00 -17.00   0.50    0.84    --  -97.00  30.00  30.00   50
 25  ω   -157.00-131.00   0.50    0.84    --  -97.00 -51.00 144.00   52
 26  ω   -147.00 -87.00   0.50    0.84    --  -97.00 -94.00 -90.00  120
 27  ω   -124.00 -53.00   0.50    0.21    --  -40.70-179.00 -60.00  142
 28  ω   -110.00 -26.00   0.50    0.21    --  -40.70 -51.00 144.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0142477000
_diffrn_orient_matrix_UB_12      -0.0414146000
_diffrn_orient_matrix_UB_13      -0.0591046000
_diffrn_orient_matrix_UB_21      0.2521443000
_diffrn_orient_matrix_UB_22      -0.0316235000
_diffrn_orient_matrix_UB_23      0.0118683000
_diffrn_orient_matrix_UB_31      -0.1132318000
_diffrn_orient_matrix_UB_32      -0.0651690000
_diffrn_orient_matrix_UB_33      0.0318641000
_diffrn_oxdiff_digest_frames     
;
0199841bf011db67878d82abe1d3451e600219436b2
;
_diffrn_oxdiff_digest_hkl        
;
0142ffb8157265b8a0b3ddf01eaa2fe991c897
;
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3946
_reflns_number_total             4463
_reflns_odcompleteness_completeness 99.77
_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 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4463
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0681
_refine_ls_restrained_S_all      1.070
_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)+(0.0876P)²+2.7037P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1824
_refine_ls_wR_factor_ref         0.1877
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13a,H13b), C14(H14a,H14b), C12(H12a,H12b), C15(H15a,H15b), C21(H21a,
 H21b), C17(H17a,H17b), C20(H20a,H20b), C18(H18a,H18b), C27(H27a,H27b),
 C23(H23a,H23b), C26(H26a,H26b), C24(H24a,H24b)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C9(H9)
;
_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
F33 F 1.2085(3) 0.32029(10) 0.49962(8) 0.0500(5) Uani 1 1 d . . . . .
F34 F 0.9431(4) 0.39498(10) 0.46733(7) 0.0515(5) Uani 1 1 d . . . . .
F29 F 1.3798(4) 0.52839(11) 0.73405(9) 0.0599(5) Uani 1 1 d . . . . .
F30 F 1.1656(4) 0.60374(10) 0.68465(10) 0.0604(5) Uani 1 1 d . . . . .
F31 F 1.4977(4) 0.56548(11) 0.64964(9) 0.0631(6) Uani 1 1 d . . . . .
F35 F 1.3094(4) 0.42963(12) 0.47813(9) 0.0663(6) Uani 1 1 d . . . . .
O19 O -0.0124(4) -0.01688(11) 0.58828(9) 0.0490(6) Uani 1 1 d . . . . .
N11 N 0.3451(4) 0.29179(12) 0.70239(9) 0.0322(5) Uani 1 1 d . . . . .
N16 N 0.1060(4) 0.10790(12) 0.65818(9) 0.0350(5) Uani 1 1 d . . . . .
O25 O 0.6138(5) 0.32530(13) 0.98354(9) 0.0570(6) Uani 1 1 d . . . . .
N1 N 1.0057(4) 0.45457(12) 0.68286(10) 0.0375(5) Uani 1 1 d . . . . .
N22 N 0.5654(5) 0.30946(12) 0.85792(10) 0.0430(6) Uani 1 1 d . . . . .
C7 C 0.8970(5) 0.37873(13) 0.59782(11) 0.0333(6) Uani 1 1 d . . . . .
C4 C 0.5314(5) 0.31922(14) 0.67034(11) 0.0328(6) Uani 1 1 d . . . . .
C2 C 0.8679(5) 0.40202(14) 0.65735(11) 0.0337(6) Uani 1 1 d . . . . .
C5 C 0.5686(5) 0.29541(14) 0.61022(12) 0.0350(6) Uani 1 1 d . . . . .
H5 H 0.468601 0.258377 0.594287 0.042 Uiso 1 1 calc R . . . .
C13 C 0.2762(5) 0.16032(14) 0.68244(12) 0.0351(6) Uani 1 1 d . . . . .
H13A H 0.429188 0.156832 0.660732 0.042 Uiso 1 1 calc R . . . .
H13B H 0.309838 0.148614 0.724507 0.042 Uiso 1 1 calc R . . . .
C14 C 0.3205(5) 0.31092(14) 0.76455(11) 0.0348(6) Uani 1 1 d . . . . .
H14A H 0.154004 0.300637 0.776972 0.042 Uiso 1 1 calc R . . . .
H14B H 0.348904 0.363510 0.769342 0.042 Uiso 1 1 calc R . . . .
C3 C 0.6872(5) 0.37059(14) 0.69285(12) 0.0354(6) Uani 1 1 d . . . . .
H3 H 0.673315 0.385256 0.732975 0.042 Uiso 1 1 calc R . . . .
C12 C 0.1801(5) 0.23779(14) 0.67792(12) 0.0354(6) Uani 1 1 d . . . . .
H12A H 0.147575 0.249283 0.635764 0.042 Uiso 1 1 calc R . . . .
H12B H 0.025862 0.240767 0.699136 0.042 Uiso 1 1 calc R . . . .
C6 C 0.7420(5) 0.32432(14) 0.57588(11) 0.0351(6) Uani 1 1 d . . . . .
H6 H 0.759328 0.307661 0.536375 0.042 Uiso 1 1 calc R . . . .
C10 C 1.1730(5) 0.48401(15) 0.64967(13) 0.0386(6) Uani 1 1 d . . . . .
C15 C 0.4960(5) 0.26936(14) 0.80493(12) 0.0369(6) Uani 1 1 d . . . . .
H15A H 0.420575 0.223151 0.816836 0.044 Uiso 1 1 calc R . . . .
H15B H 0.642121 0.257609 0.782327 0.044 Uiso 1 1 calc R . . . .
C9 C 1.2243(5) 0.46447(15) 0.59125(13) 0.0392(6) Uani 1 1 d . . . . .
H9 H 1.351517 0.486953 0.570477 0.047 Uiso 1 1 calc R . . . .
C8 C 1.0864(5) 0.41227(15) 0.56511(12) 0.0376(6) Uani 1 1 d . . . . .
C21 C 0.0907(6) 0.11077(15) 0.59360(11) 0.0385(6) Uani 1 1 d . . . . .
H21A H 0.251433 0.101991 0.576769 0.046 Uiso 1 1 calc R . . . .
H21B H 0.036373 0.159446 0.580896 0.046 Uiso 1 1 calc R . . . .
C17 C 0.1776(6) 0.03439(15) 0.67580(13) 0.0414(7) Uani 1 1 d . . . . .
H17A H 0.181300 0.030944 0.719543 0.050 Uiso 1 1 calc R . . . .
H17B H 0.341514 0.024366 0.661372 0.050 Uiso 1 1 calc R . . . .
C32 C 1.1365(6) 0.38983(17) 0.50296(14) 0.0446(7) Uani 1 1 d . . . . .
C20 C -0.0842(6) 0.05416(16) 0.57074(13) 0.0449(7) Uani 1 1 d . . . . .
H20A H -0.246243 0.064441 0.586223 0.054 Uiso 1 1 calc R . . . .
H20B H -0.093158 0.056716 0.526986 0.054 Uiso 1 1 calc R . . . .
C28 C 1.3048(6) 0.54496(16) 0.67974(14) 0.0442(7) Uani 1 1 d . . . . .
C18 C 0.0066(7) -0.02113(16) 0.65108(13) 0.0484(8) Uani 1 1 d . . . . .
H18A H 0.062922 -0.070069 0.662524 0.058 Uiso 1 1 calc R . . . .
H18B H -0.154018 -0.013704 0.668389 0.058 Uiso 1 1 calc R . . . .
C27 C 0.7418(6) 0.26791(16) 0.89312(13) 0.0467(7) Uani 1 1 d . . . . .
H27A H 0.885514 0.257945 0.869056 0.056 Uiso 1 1 calc R . . . .
H27B H 0.671142 0.221018 0.905026 0.056 Uiso 1 1 calc R . . . .
C23 C 0.3656(7) 0.32512(19) 0.89506(14) 0.0512(8) Uani 1 1 d . . . . .
H23A H 0.288118 0.279327 0.907243 0.061 Uiso 1 1 calc R . . . .
H23B H 0.245482 0.354103 0.872681 0.061 Uiso 1 1 calc R . . . .
C26 C 0.8138(7) 0.31117(17) 0.94809(14) 0.0516(8) Uani 1 1 d . . . . .
H26A H 0.934965 0.283631 0.971341 0.062 Uiso 1 1 calc R . . . .
H26B H 0.887661 0.357510 0.935916 0.062 Uiso 1 1 calc R . . . .
C24 C 0.4483(7) 0.3671(2) 0.95014(14) 0.0580(9) Uani 1 1 d . . . . .
H24A H 0.524959 0.413075 0.938033 0.070 Uiso 1 1 calc R . . . .
H24B H 0.307683 0.379006 0.974725 0.070 Uiso 1 1 calc 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
F33 C32 1.348(4) . ?
F34 C32 1.339(4) . ?
F29 C28 1.326(4) . ?
F30 C28 1.339(4) . ?
F31 C28 1.333(4) . ?
F35 C32 1.340(4) . ?
O19 C20 1.427(4) . ?
O19 C18 1.423(4) . ?
N11 C4 1.369(4) . ?
N11 C14 1.456(3) . ?
N11 C12 1.460(3) . ?
N16 C13 1.457(3) . ?
N16 C21 1.461(3) . ?
N16 C17 1.469(3) . ?
O25 C26 1.404(4) . ?
O25 C24 1.413(4) . ?
N1 C2 1.360(4) . ?
N1 C10 1.320(4) . ?
N22 C15 1.456(3) . ?
N22 C27 1.472(4) . ?
N22 C23 1.431(4) . ?
C7 C2 1.423(4) . ?
C7 C6 1.411(4) . ?
C7 C8 1.436(4) . ?
C4 C5 1.445(4) . ?
C4 C3 1.378(4) . ?
C2 C3 1.418(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.355(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C12 1.531(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.534(4) . ?
C3 H3 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C6 H6 0.9500 . ?
C10 C9 1.401(4) . ?
C10 C28 1.502(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C9 H9 0.9500 . ?
C9 C8 1.362(4) . ?
C8 C32 1.493(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C20 1.515(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.502(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C26 1.526(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.532(5) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?

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
C18 O19 C20 110.2(2) . . ?
C4 N11 C14 120.1(2) . . ?
C4 N11 C12 122.0(2) . . ?
C14 N11 C12 117.7(2) . . ?
C13 N16 C21 112.4(2) . . ?
C13 N16 C17 109.9(2) . . ?
C21 N16 C17 108.4(2) . . ?
C26 O25 C24 108.3(2) . . ?
C10 N1 C2 116.8(2) . . ?
C15 N22 C27 110.3(2) . . ?
C23 N22 C15 112.6(3) . . ?
C23 N22 C27 107.9(2) . . ?
C2 C7 C8 116.7(2) . . ?
C6 C7 C2 118.1(3) . . ?
C6 C7 C8 125.2(2) . . ?
N11 C4 C5 120.2(2) . . ?
N11 C4 C3 122.5(2) . . ?
C3 C4 C5 117.3(2) . . ?
N1 C2 C7 123.1(3) . . ?
N1 C2 C3 116.9(2) . . ?
C3 C2 C7 120.0(2) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 C4 122.0(3) . . ?
C6 C5 H5 119.0 . . ?
N16 C13 H13A 109.3 . . ?
N16 C13 H13B 109.3 . . ?
N16 C13 C12 111.8(2) . . ?
H13A C13 H13B 107.9 . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
N11 C14 H14A 109.1 . . ?
N11 C14 H14B 109.1 . . ?
N11 C14 C15 112.6(2) . . ?
H14A C14 H14B 107.8 . . ?
C15 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
C4 C3 C2 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
N11 C12 C13 113.3(2) . . ?
N11 C12 H12A 108.9 . . ?
N11 C12 H12B 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C7 C6 H6 119.5 . . ?
C5 C6 C7 121.1(2) . . ?
C5 C6 H6 119.5 . . ?
N1 C10 C9 125.6(3) . . ?
N1 C10 C28 113.3(3) . . ?
C9 C10 C28 121.0(3) . . ?
N22 C15 C14 113.2(2) . . ?
N22 C15 H15A 108.9 . . ?
N22 C15 H15B 108.9 . . ?
C14 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C10 C9 H9 121.0 . . ?
C8 C9 C10 118.0(3) . . ?
C8 C9 H9 121.0 . . ?
C7 C8 C32 120.7(3) . . ?
C9 C8 C7 119.7(3) . . ?
C9 C8 C32 119.5(3) . . ?
N16 C21 H21A 109.6 . . ?
N16 C21 H21B 109.6 . . ?
N16 C21 C20 110.1(2) . . ?
H21A C21 H21B 108.1 . . ?
C20 C21 H21A 109.6 . . ?
C20 C21 H21B 109.6 . . ?
N16 C17 H17A 109.4 . . ?
N16 C17 H17B 109.4 . . ?
N16 C17 C18 111.2(2) . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
F33 C32 C8 112.1(2) . . ?
F34 C32 F33 105.8(2) . . ?
F34 C32 F35 106.6(2) . . ?
F34 C32 C8 112.8(3) . . ?
F35 C32 F33 106.5(3) . . ?
F35 C32 C8 112.6(3) . . ?
O19 C20 C21 111.3(2) . . ?
O19 C20 H20A 109.4 . . ?
O19 C20 H20B 109.4 . . ?
C21 C20 H20A 109.4 . . ?
C21 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
F29 C28 F30 106.6(3) . . ?
F29 C28 F31 106.9(3) . . ?
F29 C28 C10 113.0(2) . . ?
F30 C28 C10 111.4(3) . . ?
F31 C28 F30 106.4(2) . . ?
F31 C28 C10 112.0(3) . . ?
O19 C18 C17 111.8(2) . . ?
O19 C18 H18A 109.3 . . ?
O19 C18 H18B 109.3 . . ?
C17 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 107.9 . . ?
N22 C27 H27A 109.8 . . ?
N22 C27 H27B 109.8 . . ?
N22 C27 C26 109.5(3) . . ?
H27A C27 H27B 108.2 . . ?
C26 C27 H27A 109.8 . . ?
C26 C27 H27B 109.8 . . ?
N22 C23 H23A 109.5 . . ?
N22 C23 H23B 109.5 . . ?
N22 C23 C24 110.5(3) . . ?
H23A C23 H23B 108.1 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
O25 C26 C27 111.1(3) . . ?
O25 C26 H26A 109.4 . . ?
O25 C26 H26B 109.4 . . ?
C27 C26 H26A 109.4 . . ?
C27 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
O25 C24 C23 110.1(3) . . ?
O25 C24 H24A 109.6 . . ?
O25 C24 H24B 109.6 . . ?
C23 C24 H24A 109.6 . . ?
C23 C24 H24B 109.6 . . ?
H24A C24 H24B 108.2 . . ?

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
N11 C4 C5 C6 176.0(2) . . . . ?
N11 C4 C3 C2 -175.3(2) . . . . ?
N11 C14 C15 N22 150.4(2) . . . . ?
N16 C13 C12 N11 179.4(2) . . . . ?
N16 C21 C20 O19 -59.1(3) . . . . ?
N16 C17 C18 O19 56.9(4) . . . . ?
N1 C2 C3 C4 177.1(2) . . . . ?
N1 C10 C9 C8 2.2(4) . . . . ?
N1 C10 C28 F29 48.5(4) . . . . ?
N1 C10 C28 F30 -71.5(3) . . . . ?
N1 C10 C28 F31 169.4(2) . . . . ?
N22 C27 C26 O25 60.2(3) . . . . ?
N22 C23 C24 O25 -61.2(4) . . . . ?
C7 C2 C3 C4 -2.3(4) . . . . ?
C7 C8 C32 F33 -63.6(4) . . . . ?
C7 C8 C32 F34 55.6(3) . . . . ?
C7 C8 C32 F35 176.3(3) . . . . ?
C4 N11 C14 C15 -77.4(3) . . . . ?
C4 N11 C12 C13 83.0(3) . . . . ?
C4 C5 C6 C7 0.9(4) . . . . ?
C2 N1 C10 C9 -1.8(4) . . . . ?
C2 N1 C10 C28 175.9(2) . . . . ?
C2 C7 C6 C5 0.6(4) . . . . ?
C2 C7 C8 C9 -1.1(4) . . . . ?
C2 C7 C8 C32 178.0(2) . . . . ?
C5 C4 C3 C2 3.7(4) . . . . ?
C13 N16 C21 C20 178.7(2) . . . . ?
C13 N16 C17 C18 -179.6(2) . . . . ?
C14 N11 C4 C5 174.5(2) . . . . ?
C14 N11 C4 C3 -6.5(4) . . . . ?
C14 N11 C12 C13 -91.1(3) . . . . ?
C3 C4 C5 C6 -3.0(4) . . . . ?
C12 N11 C4 C5 0.6(4) . . . . ?
C12 N11 C4 C3 179.5(2) . . . . ?
C12 N11 C14 C15 96.8(3) . . . . ?
C6 C7 C2 N1 -179.3(2) . . . . ?
C6 C7 C2 C3 0.1(4) . . . . ?
C6 C7 C8 C9 179.9(3) . . . . ?
C6 C7 C8 C32 -1.0(4) . . . . ?
C10 N1 C2 C7 -0.2(4) . . . . ?
C10 N1 C2 C3 -179.7(2) . . . . ?
C10 C9 C8 C7 -0.7(4) . . . . ?
C10 C9 C8 C32 -179.8(3) . . . . ?
C15 N22 C27 C26 179.5(3) . . . . ?
C15 N22 C23 C24 179.9(2) . . . . ?
C9 C10 C28 F29 -133.6(3) . . . . ?
C9 C10 C28 F30 106.3(3) . . . . ?
C9 C10 C28 F31 -12.7(4) . . . . ?
C9 C8 C32 F33 115.5(3) . . . . ?
C9 C8 C32 F34 -125.3(3) . . . . ?
C9 C8 C32 F35 -4.6(4) . . . . ?
C8 C7 C2 N1 1.6(4) . . . . ?
C8 C7 C2 C3 -179.0(2) . . . . ?
C8 C7 C6 C5 179.6(3) . . . . ?
C21 N16 C13 C12 72.5(3) . . . . ?
C21 N16 C17 C18 -56.4(3) . . . . ?
C17 N16 C13 C12 -166.7(2) . . . . ?
C17 N16 C21 C20 57.1(3) . . . . ?
C20 O19 C18 C17 -56.6(4) . . . . ?
C28 C10 C9 C8 -175.3(3) . . . . ?
C18 O19 C20 C21 57.8(3) . . . . ?
C27 N22 C15 C14 -177.4(2) . . . . ?
C27 N22 C23 C24 57.9(3) . . . . ?
C23 N22 C15 C14 62.0(3) . . . . ?
C23 N22 C27 C26 -57.1(3) . . . . ?
C26 O25 C24 C23 61.0(4) . . . . ?
C24 O25 C26 C27 -61.5(3) . . . . ?


_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 1.615
_oxdiff_exptl_absorpt_empirical_full_min 0.687
_exptl_crystal_preparation       Luminescent
