# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_ysh-4-20250729
_audit_block_doi                 10.5517/ccdc.csd.cc2pbslf
_database_code_depnum_ccdc_archive 'CCDC 2483025'
loop_
_audit_author_name
_audit_author_address
'Peiqi Yang'
;Fujian Normal University
China
;
_audit_update_record             
;
2025-08-27 deposited with the CCDC.	2026-02-10 downloaded from the CCDC.
;
_audit_creation_date             2025-08-19
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C15 H17 F4 N O S)'
_chemical_formula_sum            'C30 H34 F8 N2 O2 S2'
_chemical_formula_weight         670.71
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   11.0610(7)
_cell_length_b                   12.0662(8)
_cell_length_c                   15.1287(9)
_cell_angle_alpha                74.955(5)
_cell_angle_beta                 69.286(6)
_cell_angle_gamma                63.657(6)
_cell_volume                     1679.8(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5346
_cell_measurement_temperature    298
_cell_measurement_theta_max      24.6590
_cell_measurement_theta_min      2.4290
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25755
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20514
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.175
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00  77.00   0.50    6.46    --   -9.10  29.00 -60.00  216
  2  ω    -12.00  80.00   0.50    6.46    --   -9.10  55.00-180.00  184
  3  ω    -85.00 -60.00   0.50    6.46    --   -9.10  55.00  60.00   50
  4  ω    -29.00  75.00   0.50    6.46    --   -9.10  55.00  60.00  208
  5  ω    -80.00 -52.00   0.50    6.46    --   -9.10  55.00 -60.00   56
  6  ω    -19.00  73.00   0.50    6.46    --   -9.10  55.00 -60.00  184
  7  ω    -90.00 -65.00   0.50    6.46    --   -9.10  55.00  90.00   50
  8  ω     24.00  49.00   0.50    6.46    --   -9.10  55.00  90.00   50
  9  ω    -79.00 -49.00   0.50    6.46    --   -9.10  29.00 -60.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0170321000
_diffrn_orient_matrix_UB_12      -0.0524251000
_diffrn_orient_matrix_UB_13      0.0071661000
_diffrn_orient_matrix_UB_21      -0.0057233000
_diffrn_orient_matrix_UB_22      0.0138211000
_diffrn_orient_matrix_UB_23      -0.0472286000
_diffrn_orient_matrix_UB_31      0.0722390000
_diffrn_orient_matrix_UB_32      -0.0378008000
_diffrn_orient_matrix_UB_33      -0.0163954000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4219
_reflns_number_total             5903
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.672
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         5903
_refine_ls_number_restraints     70
_refine_ls_R_factor_all          0.1022
_refine_ls_R_factor_gt           0.0804
_refine_ls_restrained_S_all      1.117
_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)+(0.1780P)²+0.5159P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2508
_refine_ls_wR_factor_ref         0.2726
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S001-C17 = S1-C15
 1.74 with sigma of 0.001
3. Rigid bond restraints
 S001, C17
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 S1, C15
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C17
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C016, F6
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C15) \\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C16) \\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C8) \\sim Ueq, Uanis(C013) \\sim Ueq, Uanis(C016) \\sim Ueq, Uanis(C014)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C013) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(S1) \\sim Ueq, Uanis(S001) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(F6) \\sim Ueq, Uanis(C016) \\sim Ueq, Uanis(F1) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
5. Others
 Fixed Sof: C17(0.5) H17A(0.5) H17B(0.5) C16(0.5) H16A(0.5) H16B(0.5) F5(0.5)
 F6(0.5)
6.a Ternary CH refined with riding coordinates:
 C00D(H00D), C4(H4), C00O(H00O), C2(H2)
6.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C17(H17A,H17B), C16(H16A,H16B)
6.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C00L(H00L), C00N(H00N), C13(H13), C00Q(H00Q), C10(H10), C00T(H00T),
 C11(H11)
6.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C013(H01A,H01B,H01C),
 C014(H01D,H01E,H01F), C016(H01G,H01H,H01I)
;
_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
S001 S 0.10043(14) 0.41067(12) 0.83921(7) 0.0926(4) Uani 1 1 d D U . . .
S1 S 0.25711(12) 1.00310(15) 0.03249(11) 0.1138(6) Uani 1 1 d D U . . .
N003 N 0.0884(3) 0.7902(2) 0.41246(18) 0.0584(7) Uani 1 1 d . . . . .
F004 F 0.3852(3) 0.8347(3) 0.30929(18) 0.1141(10) Uani 1 1 d . . . . .
N1 N -0.4441(3) 1.3199(3) 0.23234(19) 0.0623(7) Uani 1 1 d . . . . .
F4 F -0.5901(3) 1.5795(3) 0.1049(2) 0.1187(10) Uani 1 1 d . . . . .
O007 O 0.0349(4) 1.0041(2) 0.37347(19) 0.0930(10) Uani 1 1 d . . . . .
F008 F 0.4549(3) 0.7799(4) 0.4342(3) 0.1262(11) Uani 1 1 d . . . . .
O1 O -0.5551(4) 1.4776(3) 0.3309(2) 0.1033(11) Uani 1 1 d . . . . .
C00A C 0.1758(3) 0.6406(3) 0.5507(2) 0.0483(7) Uani 1 1 d . . . . .
C9 C -0.2055(3) 1.2593(3) 0.1113(2) 0.0510(7) Uani 1 1 d . . . . .
F2 F -0.4031(5) 1.6019(3) 0.0206(3) 0.1407(13) Uani 1 1 d . . . . .
C00D C 0.2070(3) 0.7156(3) 0.4551(2) 0.0514(7) Uani 1 1 d . . . . .
H00D H 0.289544 0.664571 0.409691 0.062 Uiso 1 1 calc R U . . .
F00E F 0.3351(5) 0.9727(3) 0.3944(3) 0.1544(16) Uani 1 1 d . . . . .
F3 F -0.5164(4) 1.6884(3) 0.1486(3) 0.1428(13) Uani 1 1 d . . . . .
C14 C -0.1374(4) 1.2219(3) 0.0223(2) 0.0598(8) Uani 1 1 d . . . . .
H14 H -0.186473 1.247679 -0.023046 0.072 Uiso 1 1 calc R U . . .
C4 C -0.3573(3) 1.3448(3) 0.1357(2) 0.0565(8) Uani 1 1 d . . . . .
H4 H -0.401101 1.354100 0.086731 0.068 Uiso 1 1 calc R U . . .
C00I C 0.0955(4) 0.8996(3) 0.4066(2) 0.0644(9) Uani 1 1 d . . . . .
C00J C 0.1288(4) 0.5014(3) 0.7275(2) 0.0589(8) Uani 1 1 d . . . . .
C3 C -0.4799(4) 1.4311(4) 0.2590(3) 0.0707(10) Uani 1 1 d . . . . .
C00L C 0.2733(4) 0.5236(3) 0.5697(2) 0.0647(9) Uani 1 1 d . . . . .
H00L H 0.356297 0.490547 0.522862 0.078 Uiso 1 1 calc R U . . .
C12 C 0.0789(4) 1.1058(3) 0.0649(3) 0.0672(9) Uani 1 1 d . . . . .
C00N C 0.0562(4) 0.6876(3) 0.6209(2) 0.0599(8) Uani 1 1 d . . . . .
H00N H -0.009447 0.767324 0.609501 0.072 Uiso 1 1 calc R U . . .
C00O C 0.2140(4) 0.8405(3) 0.4551(2) 0.0600(8) Uani 1 1 d . . . . .
H00O H 0.181986 0.863123 0.519589 0.072 Uiso 1 1 calc R U . . .
C13 C 0.0046(4) 1.1456(4) -0.0005(2) 0.0684(9) Uani 1 1 d . . . . .
H13 H 0.049656 1.121366 -0.061206 0.082 Uiso 1 1 calc R U . . .
C00Q C 0.0307(4) 0.6186(4) 0.7087(2) 0.0656(9) Uani 1 1 d . . . . .
H00Q H -0.052674 0.651154 0.755314 0.079 Uiso 1 1 calc R U . . .
C10 C -0.1285(4) 1.2181(4) 0.1773(2) 0.0711(10) Uani 1 1 d . . . . .
H10 H -0.173094 1.242952 0.237853 0.085 Uiso 1 1 calc R U . . .
C00S C 0.0146(4) 0.7519(4) 0.3682(3) 0.0690(9) Uani 1 1 d . . . . .
C00T C 0.2490(4) 0.4550(3) 0.6575(3) 0.0722(10) Uani 1 1 d . . . . .
H00T H 0.315644 0.375986 0.669182 0.087 Uiso 1 1 calc R U . . .
C5 C -0.4985(4) 1.2202(4) 0.2745(3) 0.0760(11) Uani 1 1 d . . . . .
C2 C -0.3926(4) 1.4731(3) 0.1639(3) 0.0663(9) Uani 1 1 d . . . . .
H2 H -0.310617 1.479333 0.170102 0.080 Uiso 1 1 calc R U . . .
C11 C 0.0101(4) 1.1424(4) 0.1557(3) 0.0781(11) Uani 1 1 d . . . . .
H11 H 0.058736 1.115190 0.201440 0.094 Uiso 1 1 calc R U . . .
C00X C 0.3489(6) 0.8557(4) 0.3989(3) 0.0885(13) Uani 1 1 d . . . . .
C1 C -0.4740(6) 1.5855(4) 0.1098(4) 0.0956(14) Uani 1 1 d . . . . .
C8 C -0.4170(8) 1.1132(6) 0.2167(6) 0.148(3) Uani 1 1 d . U . . .
H8A H -0.425064 1.141408 0.152821 0.222 Uiso 1 1 calc R U . . .
H8B H -0.453634 1.049428 0.244507 0.222 Uiso 1 1 calc R U . . .
H8C H -0.320067 1.080169 0.215781 0.222 Uiso 1 1 calc R U . . .
C6 C -0.6508(6) 1.2747(6) 0.2785(7) 0.158(3) Uani 1 1 d . . . . .
H6A H -0.704062 1.325158 0.329676 0.237 Uiso 1 1 calc R U . . .
H6B H -0.682268 1.208706 0.288888 0.237 Uiso 1 1 calc R U . . .
H6C H -0.663892 1.325183 0.219370 0.237 Uiso 1 1 calc R U . . .
C7 C -0.4789(11) 1.1723(8) 0.3733(5) 0.167(3) Uani 1 1 d . . . . .
H7A H -0.382826 1.149807 0.370417 0.251 Uiso 1 1 calc R U . . .
H7B H -0.502407 1.100491 0.397883 0.251 Uiso 1 1 calc R U . . .
H7C H -0.538881 1.236172 0.414227 0.251 Uiso 1 1 calc R U . . .
C013 C 0.0470(9) 0.6160(6) 0.3978(6) 0.143(2) Uani 1 1 d . U . . .
H01A H 0.145052 0.572546 0.394001 0.214 Uiso 1 1 calc R U . . .
H01B H 0.024110 0.584539 0.356408 0.214 Uiso 1 1 calc R U . . .
H01C H -0.007428 0.603528 0.462143 0.214 Uiso 1 1 calc R U . . .
C014 C 0.0729(10) 0.7735(8) 0.2635(4) 0.153(3) Uani 1 1 d . U . . .
H01D H 0.063001 0.858799 0.245135 0.230 Uiso 1 1 calc R U . . .
H01E H 0.022835 0.755939 0.231977 0.230 Uiso 1 1 calc R U . . .
H01F H 0.170412 0.719738 0.245665 0.230 Uiso 1 1 calc R U . . .
C016 C -0.1377(7) 0.8291(10) 0.4009(7) 0.187(4) Uani 1 1 d . U . . .
H01G H -0.171966 0.807102 0.467979 0.280 Uiso 1 1 calc R U . . .
H01H H -0.187352 0.814512 0.367268 0.280 Uiso 1 1 calc R U . . .
H01I H -0.152187 0.915627 0.388565 0.280 Uiso 1 1 calc R U . . .
C15 C 0.3304(6) 1.0194(7) 0.1105(4) 0.139(2) Uani 1 1 d D U . . .
H15A H 0.268435 1.020926 0.174689 0.166 Uiso 1 1 calc R U . . .
H15B H 0.419883 0.950566 0.110634 0.166 Uiso 1 1 calc R U . . .
C17 C 0.2519(7) 0.2761(7) 0.8383(9) 0.118(3) Uani 0.5 1 d D U P . .
H17A H 0.333710 0.296729 0.806655 0.142 Uiso 0.5 1 calc R U P . .
H17B H 0.254778 0.240525 0.903248 0.142 Uiso 0.5 1 calc R U P . .
C16 C -0.048(2) 0.4987(17) 0.9140(11) 0.149(5) Uani 0.5 1 d . U P . .
H16A H -0.054000 0.456694 0.978470 0.178 Uiso 0.5 1 calc R U P . .
H16B H -0.043700 0.577764 0.912228 0.178 Uiso 0.5 1 calc R U P . .
F1 F 0.3481(6) 1.1287(6) 0.0790(7) 0.256(3) Uani 1 1 d . U . . .
F5 F 0.2554(11) 0.1919(7) 0.7928(6) 0.160(3) Uani 0.5 1 d . . P . .
F6 F -0.1482(16) 0.5172(16) 0.8945(10) 0.279(8) Uani 0.5 1 d . U P . .


_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
S001 C00J 1.767(3) . ?
S001 C17 1.7396(11) . ?
S001 C16 1.694(18) . ?
S1 C12 1.768(4) . ?
S1 C15 1.7397(10) . ?
N003 C00D 1.482(4) . ?
N003 C00I 1.335(4) . ?
N003 C00S 1.486(5) . ?
F004 C00X 1.328(5) . ?
N1 C4 1.478(4) . ?
N1 C3 1.348(5) . ?
N1 C5 1.478(5) . ?
F4 C1 1.345(6) . ?
O007 C00I 1.204(4) . ?
F008 C00X 1.317(6) . ?
O1 C3 1.206(4) . ?
C00A C00D 1.508(4) . ?
C00A C00L 1.377(5) . ?
C00A C00N 1.362(4) . ?
C9 C14 1.372(4) . ?
C9 C4 1.497(4) . ?
C9 C10 1.391(5) . ?
F2 C1 1.313(6) . ?
C00D H00D 0.9800 . ?
C00D C00O 1.544(4) . ?
F00E C00X 1.337(5) . ?
F3 C1 1.332(5) . ?
C14 H14 0.9300 . ?
C14 C13 1.389(5) . ?
C4 H4 0.9800 . ?
C4 C2 1.556(5) . ?
C00I C00O 1.531(5) . ?
C00J C00Q 1.380(5) . ?
C00J C00T 1.362(5) . ?
C3 C2 1.527(6) . ?
C00L H00L 0.9300 . ?
C00L C00T 1.377(5) . ?
C12 C13 1.364(5) . ?
C12 C11 1.393(5) . ?
C00N H00N 0.9300 . ?
C00N C00Q 1.381(5) . ?
C00O H00O 0.9800 . ?
C00O C00X 1.499(6) . ?
C13 H13 0.9300 . ?
C00Q H00Q 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.359(5) . ?
C00S C013 1.493(7) . ?
C00S C014 1.485(7) . ?
C00S C016 1.486(8) . ?
C00T H00T 0.9300 . ?
C5 C8 1.496(7) . ?
C5 C6 1.497(7) . ?
C5 C7 1.511(8) . ?
C2 H2 0.9800 . ?
C2 C1 1.477(6) . ?
C11 H11 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C013 H01A 0.9600 . ?
C013 H01B 0.9600 . ?
C013 H01C 0.9600 . ?
C014 H01D 0.9600 . ?
C014 H01E 0.9600 . ?
C014 H01F 0.9600 . ?
C016 H01G 0.9600 . ?
C016 H01H 0.9600 . ?
C016 H01I 0.9600 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 F1 1.357(9) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 F5 1.348(13) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 F6 1.16(2) . ?

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
C17 S001 C00J 107.7(4) . . ?
C16 S001 C00J 108.5(6) . . ?
C16 S001 C17 142.0(7) . . ?
C15 S1 C12 104.7(3) . . ?
C00D N003 C00S 131.1(3) . . ?
C00I N003 C00D 95.4(3) . . ?
C00I N003 C00S 131.7(3) . . ?
C4 N1 C5 130.9(3) . . ?
C3 N1 C4 95.3(3) . . ?
C3 N1 C5 132.4(3) . . ?
C00L C00A C00D 119.5(3) . . ?
C00N C00A C00D 121.8(3) . . ?
C00N C00A C00L 118.6(3) . . ?
C14 C9 C4 120.8(3) . . ?
C14 C9 C10 118.1(3) . . ?
C10 C9 C4 121.1(3) . . ?
N003 C00D C00A 116.8(3) . . ?
N003 C00D H00D 111.5 . . ?
N003 C00D C00O 86.5(2) . . ?
C00A C00D H00D 111.5 . . ?
C00A C00D C00O 116.7(2) . . ?
C00O C00D H00D 111.5 . . ?
C9 C14 H14 119.8 . . ?
C9 C14 C13 120.3(3) . . ?
C13 C14 H14 119.8 . . ?
N1 C4 C9 116.8(3) . . ?
N1 C4 H4 111.6 . . ?
N1 C4 C2 86.7(2) . . ?
C9 C4 H4 111.6 . . ?
C9 C4 C2 116.4(3) . . ?
C2 C4 H4 111.6 . . ?
N003 C00I C00O 92.4(3) . . ?
O007 C00I N003 133.9(4) . . ?
O007 C00I C00O 133.6(4) . . ?
C00Q C00J S001 121.5(3) . . ?
C00T C00J S001 119.8(3) . . ?
C00T C00J C00Q 118.7(3) . . ?
N1 C3 C2 92.7(3) . . ?
O1 C3 N1 132.3(4) . . ?
O1 C3 C2 135.0(4) . . ?
C00A C00L H00L 119.7 . . ?
C00T C00L C00A 120.5(3) . . ?
C00T C00L H00L 119.7 . . ?
C13 C12 S1 118.5(3) . . ?
C13 C12 C11 118.9(3) . . ?
C11 C12 S1 122.5(3) . . ?
C00A C00N H00N 119.5 . . ?
C00A C00N C00Q 121.0(3) . . ?
C00Q C00N H00N 119.5 . . ?
C00D C00O H00O 111.9 . . ?
C00I C00O C00D 85.5(2) . . ?
C00I C00O H00O 111.9 . . ?
C00X C00O C00D 116.7(3) . . ?
C00X C00O C00I 116.4(3) . . ?
C00X C00O H00O 111.9 . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 121.1(3) . . ?
C12 C13 H13 119.5 . . ?
C00J C00Q C00N 120.2(3) . . ?
C00J C00Q H00Q 119.9 . . ?
C00N C00Q H00Q 119.9 . . ?
C9 C10 H10 119.1 . . ?
C11 C10 C9 121.9(3) . . ?
C11 C10 H10 119.1 . . ?
N003 C00S C013 108.5(3) . . ?
C014 C00S N003 106.8(4) . . ?
C014 C00S C013 109.2(5) . . ?
C014 C00S C016 112.6(6) . . ?
C016 C00S N003 107.3(4) . . ?
C016 C00S C013 112.3(6) . . ?
C00J C00T C00L 120.9(3) . . ?
C00J C00T H00T 119.5 . . ?
C00L C00T H00T 119.5 . . ?
N1 C5 C8 110.2(3) . . ?
N1 C5 C6 107.9(4) . . ?
N1 C5 C7 109.0(4) . . ?
C8 C5 C6 111.5(5) . . ?
C8 C5 C7 107.5(6) . . ?
C6 C5 C7 110.7(6) . . ?
C4 C2 H2 112.4 . . ?
C3 C2 C4 85.3(3) . . ?
C3 C2 H2 112.4 . . ?
C1 C2 C4 117.1(3) . . ?
C1 C2 C3 114.6(4) . . ?
C1 C2 H2 112.4 . . ?
C12 C11 H11 120.1 . . ?
C10 C11 C12 119.8(3) . . ?
C10 C11 H11 120.1 . . ?
F004 C00X F00E 105.9(4) . . ?
F004 C00X C00O 111.4(4) . . ?
F008 C00X F004 107.1(4) . . ?
F008 C00X F00E 108.4(5) . . ?
F008 C00X C00O 113.1(4) . . ?
F00E C00X C00O 110.7(4) . . ?
F4 C1 C2 112.5(4) . . ?
F2 C1 F4 104.6(5) . . ?
F2 C1 F3 108.0(5) . . ?
F2 C1 C2 112.6(4) . . ?
F3 C1 F4 106.6(4) . . ?
F3 C1 C2 112.0(4) . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C00S C013 H01A 109.5 . . ?
C00S C013 H01B 109.5 . . ?
C00S C013 H01C 109.5 . . ?
H01A C013 H01B 109.5 . . ?
H01A C013 H01C 109.5 . . ?
H01B C013 H01C 109.5 . . ?
C00S C014 H01D 109.5 . . ?
C00S C014 H01E 109.5 . . ?
C00S C014 H01F 109.5 . . ?
H01D C014 H01E 109.5 . . ?
H01D C014 H01F 109.5 . . ?
H01E C014 H01F 109.5 . . ?
C00S C016 H01G 109.5 . . ?
C00S C016 H01H 109.5 . . ?
C00S C016 H01I 109.5 . . ?
H01G C016 H01H 109.5 . . ?
H01G C016 H01I 109.5 . . ?
H01H C016 H01I 109.5 . . ?
S1 C15 H15A 110.4 . . ?
S1 C15 H15B 110.4 . . ?
H15A C15 H15B 108.6 . . ?
F1 C15 S1 106.6(5) . . ?
F1 C15 H15A 110.4 . . ?
F1 C15 H15B 110.4 . . ?
S001 C17 H17A 109.5 . . ?
S001 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
F5 C17 S001 110.6(8) . . ?
F5 C17 H17A 109.5 . . ?
F5 C17 H17B 109.5 . . ?
S001 C16 H16A 109.1 . . ?
S001 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
F6 C16 S001 112.5(17) . . ?
F6 C16 H16A 109.1 . . ?
F6 C16 H16B 109.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S001 C00J C00Q C00N 179.7(3) . . . . ?
S001 C00J C00T C00L 179.7(3) . . . . ?
S1 C12 C13 C14 177.1(3) . . . . ?
S1 C12 C11 C10 -177.6(3) . . . . ?
N003 C00D C00O C00I -2.6(2) . . . . ?
N003 C00D C00O C00X -120.0(4) . . . . ?
N003 C00I C00O C00D 2.9(2) . . . . ?
N003 C00I C00O C00X 120.6(3) . . . . ?
N1 C4 C2 C3 -1.1(2) . . . . ?
N1 C4 C2 C1 -116.4(4) . . . . ?
N1 C3 C2 C4 1.2(3) . . . . ?
N1 C3 C2 C1 118.9(4) . . . . ?
O007 C00I C00O C00D -175.2(4) . . . . ?
O007 C00I C00O C00X -57.6(5) . . . . ?
O1 C3 C2 C4 -177.6(5) . . . . ?
O1 C3 C2 C1 -59.9(6) . . . . ?
C00A C00D C00O C00I -121.0(3) . . . . ?
C00A C00D C00O C00X 121.6(4) . . . . ?
C00A C00L C00T C00J -0.3(6) . . . . ?
C00A C00N C00Q C00J 1.7(5) . . . . ?
C9 C14 C13 C12 0.4(6) . . . . ?
C9 C4 C2 C3 -119.5(3) . . . . ?
C9 C4 C2 C1 125.2(4) . . . . ?
C9 C10 C11 C12 0.9(7) . . . . ?
C00D N003 C00I O007 175.1(4) . . . . ?
C00D N003 C00I C00O -3.1(2) . . . . ?
C00D N003 C00S C013 17.7(6) . . . . ?
C00D N003 C00S C014 -99.9(5) . . . . ?
C00D N003 C00S C016 139.2(6) . . . . ?
C00D C00A C00L C00T 177.9(3) . . . . ?
C00D C00A C00N C00Q -178.6(3) . . . . ?
C00D C00O C00X F004 54.3(5) . . . . ?
C00D C00O C00X F008 -66.3(5) . . . . ?
C00D C00O C00X F00E 171.9(4) . . . . ?
C14 C9 C4 N1 141.5(3) . . . . ?
C14 C9 C4 C2 -118.2(3) . . . . ?
C14 C9 C10 C11 -0.3(6) . . . . ?
C4 N1 C3 O1 177.6(4) . . . . ?
C4 N1 C3 C2 -1.3(3) . . . . ?
C4 N1 C5 C8 18.9(6) . . . . ?
C4 N1 C5 C6 -103.1(5) . . . . ?
C4 N1 C5 C7 136.6(5) . . . . ?
C4 C9 C14 C13 178.0(3) . . . . ?
C4 C9 C10 C11 -178.7(4) . . . . ?
C4 C2 C1 F4 50.5(5) . . . . ?
C4 C2 C1 F2 -67.5(5) . . . . ?
C4 C2 C1 F3 170.5(4) . . . . ?
C00I N003 C00D C00A 121.3(3) . . . . ?
C00I N003 C00D C00O 3.0(2) . . . . ?
C00I N003 C00S C013 178.4(5) . . . . ?
C00I N003 C00S C014 60.9(6) . . . . ?
C00I N003 C00S C016 -60.1(7) . . . . ?
C00I C00O C00X F004 -44.4(5) . . . . ?
C00I C00O C00X F008 -165.1(3) . . . . ?
C00I C00O C00X F00E 73.1(5) . . . . ?
C00J S001 C17 F5 -80.6(8) . . . . ?
C00J S001 C16 F6 70.9(17) . . . . ?
C3 N1 C4 C9 119.3(3) . . . . ?
C3 N1 C4 C2 1.3(3) . . . . ?
C3 N1 C5 C8 -178.3(5) . . . . ?
C3 N1 C5 C6 59.7(6) . . . . ?
C3 N1 C5 C7 -60.6(6) . . . . ?
C3 C2 C1 F4 -47.2(5) . . . . ?
C3 C2 C1 F2 -165.1(4) . . . . ?
C3 C2 C1 F3 72.8(5) . . . . ?
C00L C00A C00D N003 141.5(3) . . . . ?
C00L C00A C00D C00O -118.2(3) . . . . ?
C00L C00A C00N C00Q -1.6(5) . . . . ?
C12 S1 C15 F1 -76.4(5) . . . . ?
C00N C00A C00D N003 -41.6(4) . . . . ?
C00N C00A C00D C00O 58.7(4) . . . . ?
C00N C00A C00L C00T 0.9(5) . . . . ?
C13 C12 C11 C10 -0.9(6) . . . . ?
C00Q C00J C00T C00L 0.4(6) . . . . ?
C10 C9 C14 C13 -0.4(5) . . . . ?
C10 C9 C4 N1 -40.2(4) . . . . ?
C10 C9 C4 C2 60.1(4) . . . . ?
C00S N003 C00D C00A -73.0(4) . . . . ?
C00S N003 C00D C00O 168.7(3) . . . . ?
C00S N003 C00I O007 9.5(7) . . . . ?
C00S N003 C00I C00O -168.6(3) . . . . ?
C00T C00J C00Q C00N -1.1(5) . . . . ?
C5 N1 C4 C9 -73.3(4) . . . . ?
C5 N1 C4 C2 168.6(4) . . . . ?
C5 N1 C3 O1 10.5(7) . . . . ?
C5 N1 C3 C2 -168.3(4) . . . . ?
C11 C12 C13 C14 0.2(6) . . . . ?
C15 S1 C12 C13 158.6(4) . . . . ?
C15 S1 C12 C11 -24.6(5) . . . . ?
C17 S001 C00J C00Q -175.3(5) . . . . ?
C17 S001 C00J C00T 5.5(5) . . . . ?
C17 S001 C16 F6 -127.0(14) . . . . ?
C16 S001 C00J C00Q -6.7(8) . . . . ?
C16 S001 C00J C00T 174.0(8) . . . . ?
C16 S001 C17 F5 117.2(13) . . . . ?

_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 0.242 0.271 0.000 8.0 0.0 ?
2 0.758 0.729 0.000 8.0 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.732
_oxdiff_exptl_absorpt_empirical_full_min 0.705
# start Validation Reply Form
_vrf_PLAT230_ysh-4-20250729      
;
RESPONSE: S1 and C15 are disordered.
;
_vrf_PLAT242_ysh-4-20250729      
;
RESPONSE: Some disorder in molecule.
;
####################################################################### 
# 
# 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_kt1-ysh-3-20251021
_database_code_depnum_ccdc_archive 'CCDC 2498998'
loop_
_audit_author_name
_audit_author_address
'Peiqi Yang'
;Fujian Normal University
China
;
_audit_update_record             
;
2025-10-30 deposited with the CCDC.	2026-02-10 downloaded from the CCDC.
;
_audit_creation_date             2025-10-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H24 F N5 O'
_chemical_formula_sum            'C28 H24 F N5 O'
_chemical_formula_weight         465.52
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   11.2997(10)
_cell_length_b                   11.4114(9)
_cell_length_c                   19.4488(14)
_cell_angle_alpha                90
_cell_angle_beta                 106.810(8)
_cell_angle_gamma                90
_cell_volume                     2400.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6710
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.3150
_cell_measurement_theta_min      2.8490
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.993
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_Laue_measured_fraction_full 0.941
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14033
_diffrn_reflns_point_group_measured_fraction_full 0.941
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.594
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.941
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -76.00 -49.00   0.50   67.90    --   -8.70  10.00 138.00   54
  2  ω    -67.00 -41.00   0.50   67.90    --    5.00  55.00-120.00   52
  3  ω     13.00  39.00   0.50   67.90    --    5.00  55.00-120.00   52
  4  ω    -98.00  22.00   0.50   67.90    --   -8.70  55.00-150.00  240
  5  ω     36.00  79.00   0.50   67.90    --   -8.70  55.00-150.00   86
  6  ω    -32.00  -7.00   0.50   67.90    --   -8.70  10.00 138.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0030673000
_diffrn_orient_matrix_UB_12      -0.0077182000
_diffrn_orient_matrix_UB_13      -0.0356212000
_diffrn_orient_matrix_UB_21      -0.0650671000
_diffrn_orient_matrix_UB_22      -0.0076663000
_diffrn_orient_matrix_UB_23      -0.0120896000
_diffrn_orient_matrix_UB_31      -0.0076630000
_diffrn_orient_matrix_UB_32      0.0611900000
_diffrn_orient_matrix_UB_33      -0.0060158000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2958
_reflns_number_total             3980
_reflns_odcompleteness_completeness 97.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.674
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         3980
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1198
_refine_ls_R_factor_gt           0.1017
_refine_ls_restrained_S_all      1.069
_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)+(0.1888P)²+2.9601P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3018
_refine_ls_wR_factor_ref         0.3163
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C18(H18)
2.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C9(H9), C2(H2), C7(H7), C14(H14), C11(H11), C23(H23), C13(H13),
 C12(H12), C20(H20), C21(H21), C5(H5), C4(H4), C6(H6)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C27(H27A,H27B,H27C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2999(3) 0.3424(3) 0.21126(17) 0.0613(10) Uani 1 1 d . . . . .
N1 N 0.6529(3) 0.2062(3) 0.38316(18) 0.0415(9) Uani 1 1 d . . . . .
N3 N 0.5989(3) 0.3114(3) 0.27340(19) 0.0425(9) Uani 1 1 d . . . . .
F1 F 0.3697(4) 0.4056(4) 0.63449(18) 0.0957(13) Uani 1 1 d . . . . .
N5 N 0.2535(3) 0.2471(3) 0.30789(19) 0.0465(9) Uani 1 1 d . . . . .
N4 N 0.5995(4) 0.4355(3) 0.1848(2) 0.0520(10) Uani 1 1 d . . . . .
C10 C 0.6588(4) 0.2540(4) 0.2300(2) 0.0398(10) Uani 1 1 d . . . . .
N2 N 0.7456(4) 0.0679(4) 0.4614(2) 0.0632(12) Uani 1 1 d . . . . .
C19 C 0.3649(4) 0.2619(4) 0.4406(2) 0.0402(10) Uani 1 1 d . . . . .
C15 C 0.6580(4) 0.3317(4) 0.1753(2) 0.0453(10) Uani 1 1 d . . . . .
C24 C 0.3634(5) 0.1926(4) 0.4981(2) 0.0499(11) Uani 1 1 d . . . . .
H24 H 0.361571 0.111520 0.492899 0.060 Uiso 1 1 calc R U . . .
C22 C 0.3676(5) 0.3579(5) 0.5697(3) 0.0592(13) Uani 1 1 d . . . . .
C9 C 0.5652(4) 0.4183(4) 0.2421(2) 0.0480(11) Uani 1 1 d . . . . .
H9 H 0.521768 0.473634 0.260239 0.058 Uiso 1 1 calc R U . . .
C8 C 0.7720(4) 0.2481(4) 0.4153(2) 0.0451(11) Uani 1 1 d . . . . .
C17 C 0.3252(4) 0.2941(4) 0.2694(2) 0.0464(11) Uani 1 1 d . . . . .
C16 C 0.4406(4) 0.2617(4) 0.3263(2) 0.0428(10) Uani 1 1 d . . . . .
C18 C 0.3595(4) 0.2091(4) 0.3699(2) 0.0422(10) Uani 1 1 d . . . . .
H18 H 0.366588 0.123527 0.372889 0.051 Uiso 1 1 calc R U . . .
C1 C 0.5580(4) 0.2604(4) 0.3287(2) 0.0408(10) Uani 1 1 d . . . . .
C2 C 0.6452(5) 0.0975(4) 0.4133(2) 0.0528(12) Uani 1 1 d . . . . .
H2 H 0.574840 0.050670 0.400137 0.063 Uiso 1 1 calc R U . . .
C7 C 0.8325(5) 0.3487(5) 0.4082(3) 0.0597(13) Uani 1 1 d . . . . .
H7 H 0.794563 0.406337 0.375385 0.072 Uiso 1 1 calc R U . . .
C3 C 0.8273(4) 0.1598(5) 0.4647(2) 0.0545(12) Uani 1 1 d . . . . .
C14 C 0.7090(5) 0.3000(5) 0.1212(3) 0.0601(13) Uani 1 1 d . . . . .
H14 H 0.710748 0.352046 0.084651 0.072 Uiso 1 1 calc R U . . .
C11 C 0.7075(4) 0.1411(4) 0.2330(3) 0.0507(11) Uani 1 1 d . . . . .
H11 H 0.706020 0.089020 0.269496 0.061 Uiso 1 1 calc R U . . .
C23 C 0.3645(5) 0.2411(5) 0.5641(3) 0.0603(13) Uani 1 1 d . . . . .
H23 H 0.363053 0.193828 0.602799 0.072 Uiso 1 1 calc R U . . .
C25 C 0.1231(4) 0.2067(5) 0.2834(3) 0.0546(12) Uani 1 1 d . . . . .
C13 C 0.7571(5) 0.1880(5) 0.1235(3) 0.0664(15) Uani 1 1 d . . . . .
H13 H 0.789747 0.163797 0.087028 0.080 Uiso 1 1 calc R U . . .
C12 C 0.7580(5) 0.1109(5) 0.1787(3) 0.0617(14) Uani 1 1 d . . . . .
H12 H 0.793367 0.037191 0.179263 0.074 Uiso 1 1 calc R U . . .
C20 C 0.3683(5) 0.3822(4) 0.4497(3) 0.0603(13) Uani 1 1 d . . . . .
H20 H 0.369883 0.430797 0.411620 0.072 Uiso 1 1 calc R U . . .
C21 C 0.3694(6) 0.4308(5) 0.5150(3) 0.0708(16) Uani 1 1 d . . . . .
H21 H 0.371383 0.511626 0.521280 0.085 Uiso 1 1 calc R U . . .
C5 C 1.0077(5) 0.2768(7) 0.5002(4) 0.0818(19) Uani 1 1 d . . . . .
H5 H 1.088109 0.289018 0.529031 0.098 Uiso 1 1 calc R U . . .
C4 C 0.9483(5) 0.1740(6) 0.5080(3) 0.0761(17) Uani 1 1 d . . . . .
H4 H 0.987460 0.116697 0.540675 0.091 Uiso 1 1 calc R U . . .
C28 C 0.0943(6) 0.1371(7) 0.3431(4) 0.0841(19) Uani 1 1 d . . . . .
H28A H 0.148165 0.070398 0.354702 0.126 Uiso 1 1 calc R U . . .
H28B H 0.009928 0.111089 0.327460 0.126 Uiso 1 1 calc R U . . .
H28C H 0.106519 0.185807 0.384790 0.126 Uiso 1 1 calc R U . . .
C27 C 0.0421(5) 0.3125(5) 0.2637(5) 0.088(2) Uani 1 1 d . . . . .
H27A H 0.048279 0.358334 0.305968 0.132 Uiso 1 1 calc R U . . .
H27B H -0.042043 0.288204 0.243037 0.132 Uiso 1 1 calc R U . . .
H27C H 0.068152 0.358711 0.229464 0.132 Uiso 1 1 calc R U . . .
C6 C 0.9524(6) 0.3614(6) 0.4516(4) 0.0786(18) Uani 1 1 d . . . . .
H6 H 0.996471 0.428715 0.447733 0.094 Uiso 1 1 calc R U . . .
C26 C 0.1091(6) 0.1265(6) 0.2182(3) 0.0777(18) Uani 1 1 d . . . . .
H26A H 0.125833 0.170248 0.179948 0.117 Uiso 1 1 calc R U . . .
H26B H 0.026204 0.096446 0.202600 0.117 Uiso 1 1 calc R U . . .
H26C H 0.166313 0.062462 0.231367 0.117 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C17 1.216(5) . ?
N1 C8 1.394(5) . ?
N1 C1 1.413(5) . ?
N1 C2 1.386(6) . ?
N3 C10 1.390(5) . ?
N3 C9 1.368(6) . ?
N3 C1 1.413(5) . ?
F1 C22 1.366(5) . ?
N5 C17 1.362(6) . ?
N5 C18 1.497(6) . ?
N5 C25 1.485(6) . ?
N4 C15 1.395(6) . ?
N4 C9 1.296(6) . ?
C10 C15 1.383(6) . ?
C10 C11 1.396(6) . ?
N2 C2 1.290(6) . ?
N2 C3 1.386(7) . ?
C19 C24 1.375(6) . ?
C19 C18 1.486(6) . ?
C19 C20 1.383(6) . ?
C15 C14 1.385(7) . ?
C24 H24 0.9300 . ?
C24 C23 1.394(7) . ?
C22 C23 1.338(8) . ?
C22 C21 1.355(8) . ?
C9 H9 0.9300 . ?
C8 C7 1.363(7) . ?
C8 C3 1.408(7) . ?
C17 C16 1.491(6) . ?
C16 C18 1.540(6) . ?
C16 C1 1.314(6) . ?
C18 H18 0.9800 . ?
C2 H2 0.9300 . ?
C7 H7 0.9300 . ?
C7 C6 1.382(8) . ?
C3 C4 1.392(8) . ?
C14 H14 0.9300 . ?
C14 C13 1.386(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.380(7) . ?
C23 H23 0.9300 . ?
C25 C28 1.518(8) . ?
C25 C27 1.496(8) . ?
C25 C26 1.534(7) . ?
C13 H13 0.9300 . ?
C13 C12 1.387(8) . ?
C12 H12 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.383(7) . ?
C21 H21 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.382(10) . ?
C5 C6 1.369(10) . ?
C4 H4 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C6 H6 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 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
C8 N1 C1 127.7(4) . . ?
C2 N1 C8 106.8(4) . . ?
C2 N1 C1 125.5(4) . . ?
C10 N3 C1 126.4(3) . . ?
C9 N3 C10 105.7(3) . . ?
C9 N3 C1 126.6(4) . . ?
C17 N5 C18 95.3(3) . . ?
C17 N5 C25 129.7(4) . . ?
C25 N5 C18 131.1(4) . . ?
C9 N4 C15 104.9(4) . . ?
N3 C10 C11 131.7(4) . . ?
C15 C10 N3 105.7(4) . . ?
C15 C10 C11 122.6(4) . . ?
C2 N2 C3 105.7(4) . . ?
C24 C19 C18 120.8(4) . . ?
C24 C19 C20 118.2(4) . . ?
C20 C19 C18 120.9(4) . . ?
C10 C15 N4 109.9(4) . . ?
C10 C15 C14 120.4(4) . . ?
C14 C15 N4 129.8(4) . . ?
C19 C24 H24 119.3 . . ?
C19 C24 C23 121.4(5) . . ?
C23 C24 H24 119.3 . . ?
C23 C22 F1 117.8(5) . . ?
C23 C22 C21 123.6(5) . . ?
C21 C22 F1 118.6(5) . . ?
N3 C9 H9 123.1 . . ?
N4 C9 N3 113.9(4) . . ?
N4 C9 H9 123.1 . . ?
N1 C8 C3 104.0(4) . . ?
C7 C8 N1 133.6(4) . . ?
C7 C8 C3 122.4(4) . . ?
O1 C17 N5 132.2(4) . . ?
O1 C17 C16 136.2(4) . . ?
N5 C17 C16 91.5(3) . . ?
C17 C16 C18 88.5(3) . . ?
C1 C16 C17 133.4(4) . . ?
C1 C16 C18 137.0(4) . . ?
N5 C18 C16 84.7(3) . . ?
N5 C18 H18 111.7 . . ?
C19 C18 N5 116.0(4) . . ?
C19 C18 C16 118.7(4) . . ?
C19 C18 H18 111.7 . . ?
C16 C18 H18 111.7 . . ?
N3 C1 N1 113.9(4) . . ?
C16 C1 N1 124.9(4) . . ?
C16 C1 N3 121.1(4) . . ?
N1 C2 H2 123.5 . . ?
N2 C2 N1 113.0(4) . . ?
N2 C2 H2 123.5 . . ?
C8 C7 H7 121.4 . . ?
C8 C7 C6 117.3(6) . . ?
C6 C7 H7 121.4 . . ?
N2 C3 C8 110.6(4) . . ?
N2 C3 C4 129.8(5) . . ?
C4 C3 C8 119.6(5) . . ?
C15 C14 H14 121.3 . . ?
C15 C14 C13 117.5(5) . . ?
C13 C14 H14 121.3 . . ?
C10 C11 H11 121.8 . . ?
C12 C11 C10 116.3(5) . . ?
C12 C11 H11 121.8 . . ?
C24 C23 H23 121.2 . . ?
C22 C23 C24 117.7(5) . . ?
C22 C23 H23 121.2 . . ?
N5 C25 C28 109.2(4) . . ?
N5 C25 C27 108.0(4) . . ?
N5 C25 C26 107.9(4) . . ?
C28 C25 C26 109.0(5) . . ?
C27 C25 C28 111.5(5) . . ?
C27 C25 C26 111.1(5) . . ?
C14 C13 H13 119.2 . . ?
C14 C13 C12 121.7(5) . . ?
C12 C13 H13 119.2 . . ?
C11 C12 C13 121.5(5) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.6(5) . . ?
C21 C20 H20 119.7 . . ?
C22 C21 C20 118.5(5) . . ?
C22 C21 H21 120.8 . . ?
C20 C21 H21 120.8 . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C6 C5 C4 122.4(5) . . ?
C3 C4 H4 121.4 . . ?
C5 C4 C3 117.1(6) . . ?
C5 C4 H4 121.4 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C7 C6 H6 119.4 . . ?
C5 C6 C7 121.3(6) . . ?
C5 C6 H6 119.4 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
O1 C17 C16 C18 -179.9(6) . . . . ?
O1 C17 C16 C1 -11.0(9) . . . . ?
N1 C8 C7 C6 178.3(5) . . . . ?
N1 C8 C3 N2 1.0(5) . . . . ?
N1 C8 C3 C4 -178.9(4) . . . . ?
N3 C10 C15 N4 0.4(5) . . . . ?
N3 C10 C15 C14 -178.6(4) . . . . ?
N3 C10 C11 C12 177.8(4) . . . . ?
F1 C22 C23 C24 -179.5(5) . . . . ?
F1 C22 C21 C20 179.5(5) . . . . ?
N5 C17 C16 C18 -0.3(3) . . . . ?
N5 C17 C16 C1 168.6(5) . . . . ?
N4 C15 C14 C13 -177.2(5) . . . . ?
C10 N3 C9 N4 -1.4(5) . . . . ?
C10 N3 C1 N1 58.1(5) . . . . ?
C10 N3 C1 C16 -119.6(5) . . . . ?
C10 C15 C14 C13 1.5(7) . . . . ?
C10 C11 C12 C13 -1.6(7) . . . . ?
N2 C3 C4 C5 -179.1(5) . . . . ?
C19 C24 C23 C22 -0.3(8) . . . . ?
C19 C20 C21 C22 0.3(9) . . . . ?
C15 N4 C9 N3 1.5(5) . . . . ?
C15 C10 C11 C12 1.3(6) . . . . ?
C15 C14 C13 C12 -1.8(8) . . . . ?
C24 C19 C18 N5 121.5(5) . . . . ?
C24 C19 C18 C16 -140.0(4) . . . . ?
C24 C19 C20 C21 -0.3(8) . . . . ?
C9 N3 C10 C15 0.5(4) . . . . ?
C9 N3 C10 C11 -176.4(4) . . . . ?
C9 N3 C1 N1 -136.8(4) . . . . ?
C9 N3 C1 C16 45.5(6) . . . . ?
C9 N4 C15 C10 -1.1(5) . . . . ?
C9 N4 C15 C14 177.7(5) . . . . ?
C8 N1 C1 N3 42.5(6) . . . . ?
C8 N1 C1 C16 -139.9(5) . . . . ?
C8 N1 C2 N2 1.0(5) . . . . ?
C8 C7 C6 C5 -0.5(9) . . . . ?
C8 C3 C4 C5 0.7(8) . . . . ?
C17 N5 C18 C19 119.1(4) . . . . ?
C17 N5 C18 C16 -0.3(3) . . . . ?
C17 N5 C25 C28 167.6(5) . . . . ?
C17 N5 C25 C27 -70.9(6) . . . . ?
C17 N5 C25 C26 49.3(7) . . . . ?
C17 C16 C18 N5 0.3(3) . . . . ?
C17 C16 C18 C19 -116.5(4) . . . . ?
C17 C16 C1 N1 -167.6(4) . . . . ?
C17 C16 C1 N3 9.8(7) . . . . ?
C18 N5 C17 O1 180.0(5) . . . . ?
C18 N5 C17 C16 0.3(3) . . . . ?
C18 N5 C25 C28 15.5(7) . . . . ?
C18 N5 C25 C27 137.0(5) . . . . ?
C18 N5 C25 C26 -102.8(5) . . . . ?
C18 C19 C24 C23 -177.9(4) . . . . ?
C18 C19 C20 C21 177.9(5) . . . . ?
C18 C16 C1 N1 -4.0(8) . . . . ?
C18 C16 C1 N3 173.5(4) . . . . ?
C1 N1 C8 C7 2.3(8) . . . . ?
C1 N1 C8 C3 -179.3(4) . . . . ?
C1 N1 C2 N2 179.2(4) . . . . ?
C1 N3 C10 C15 168.2(4) . . . . ?
C1 N3 C10 C11 -8.8(7) . . . . ?
C1 N3 C9 N4 -168.9(4) . . . . ?
C1 C16 C18 N5 -167.9(6) . . . . ?
C1 C16 C18 C19 75.3(7) . . . . ?
C2 N1 C8 C7 -179.5(5) . . . . ?
C2 N1 C8 C3 -1.1(5) . . . . ?
C2 N1 C1 N3 -135.3(4) . . . . ?
C2 N1 C1 C16 42.3(7) . . . . ?
C2 N2 C3 C8 -0.4(6) . . . . ?
C2 N2 C3 C4 179.4(5) . . . . ?
C7 C8 C3 N2 179.6(4) . . . . ?
C7 C8 C3 C4 -0.3(7) . . . . ?
C3 N2 C2 N1 -0.3(6) . . . . ?
C3 C8 C7 C6 0.2(7) . . . . ?
C14 C13 C12 C11 1.9(8) . . . . ?
C11 C10 C15 N4 177.6(4) . . . . ?
C11 C10 C15 C14 -1.3(7) . . . . ?
C23 C22 C21 C20 -0.2(9) . . . . ?
C25 N5 C17 O1 20.7(8) . . . . ?
C25 N5 C17 C16 -158.9(5) . . . . ?
C25 N5 C18 C19 -82.1(6) . . . . ?
C25 N5 C18 C16 158.5(4) . . . . ?
C20 C19 C24 C23 0.4(7) . . . . ?
C20 C19 C18 N5 -56.8(6) . . . . ?
C20 C19 C18 C16 41.8(6) . . . . ?
C21 C22 C23 C24 0.2(9) . . . . ?
C4 C5 C6 C7 1.0(10) . . . . ?
C6 C5 C4 C3 -1.1(9) . . . . ?

_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 1.471
_oxdiff_exptl_absorpt_empirical_full_min 0.697
####################################################################### 
# 
# 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_20250226-ysh
_audit_block_doi                 10.5517/ccdc.csd.cc2nxl6d
_database_code_depnum_ccdc_archive 'CCDC 2470334'
loop_
_audit_author_name
_audit_author_address
'Peiqi Yang'
;Fujian Normal University
China
;
_audit_update_record             
;
2025-08-27 deposited with the CCDC.	2026-02-10 downloaded from the CCDC.
;
_audit_creation_date             2025-06-25
_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         'C20 H23 N O3'
_chemical_formula_sum            'C20 H23 N O3'
_chemical_formula_weight         325.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.8464(7)
_cell_length_b                   21.4478(17)
_cell_length_c                   11.1795(10)
_cell_angle_alpha                90
_cell_angle_beta                 105.500(9)
_cell_angle_gamma                90
_cell_volume                     1813.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3020
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.0850
_cell_measurement_theta_min      2.7010
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.995
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93559
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13503
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.594
_diffrn_reflns_theta_min         1.899
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.829
_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  93.00   0.50    9.00    --    5.00  55.00-120.00   62
  2  ω    -64.00  79.00   0.50    9.00    --   -9.30  55.00   0.00  286
  3  ω     23.00  66.00   0.50    9.00    --   -9.30  43.00 120.00   86
  4  ω    -94.00 -26.00   0.50    9.00    --   -9.30  43.00 120.00  136
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0388701000
_diffrn_orient_matrix_UB_12      -0.0095179000
_diffrn_orient_matrix_UB_13      -0.0475617000
_diffrn_orient_matrix_UB_21      -0.0010366000
_diffrn_orient_matrix_UB_22      -0.0314068000
_diffrn_orient_matrix_UB_23      0.0195075000
_diffrn_orient_matrix_UB_31      -0.0853710000
_diffrn_orient_matrix_UB_32      -0.0039798000
_diffrn_orient_matrix_UB_33      -0.0411494000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2289
_reflns_number_total             4222
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.775
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.213
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         4222
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1509
_refine_ls_R_factor_gt           0.0950
_refine_ls_restrained_S_all      1.241
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3160
_refine_ls_wR_factor_ref         0.3549
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C00M-C00K
 1.52 with sigma of 0.001
 C00D-O003
 1.42 with sigma of 0.001
 O003-C00K
 1.42 with sigma of 0.001
 C00G-C00O
 1.5 with sigma of 0.001
3. Rigid bond restraints
 O003, C00D
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C00G, C00D
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C00M, C00K
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C00O) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C00M) \\sim Ueq, Uanis(C00K) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
5.a Ternary CH refined with riding coordinates:
 C008(H008), C00A(H00A)
5.b Secondary CH2 refined with riding coordinates:
 C00K(H00B,H00D)
5.c Aromatic/amide H refined with riding coordinates:
 C006(H006), C00C(H00C), C00E(H00E), C00F(H00F), C00H(H00H), C00I(H00I),
 C00J(H00J)
5.d Idealised Me refined as rotating group:
 C00L(H00G,H00K,H00L), C00M(H00M,H00N,H00O), C00N(H00P,H00Q,H00R), C00O(H00S,
 H00T,H00U)
;
_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
O001 O 0.3547(3) 0.81448(11) 0.5591(2) 0.0703(8) Uani 1 1 d . . . . .
N002 N 0.4331(3) 0.72247(12) 0.6734(2) 0.0539(7) Uani 1 1 d . . . . .
O003 O 0.8166(4) 0.85650(12) 0.6348(2) 0.0844(9) Uani 1 1 d D U . . .
O004 O 0.8119(4) 0.82023(13) 0.8228(3) 0.0860(9) Uani 1 1 d . . . . .
C005 C 0.8714(4) 0.55496(14) 0.7497(3) 0.0515(8) Uani 1 1 d . . . . .
C006 C 0.8045(4) 0.61244(14) 0.7764(3) 0.0481(7) Uani 1 1 d . . . . .
H006 H 0.842716 0.628494 0.856417 0.058 Uiso 1 1 calc R U . . .
C007 C 0.6852(4) 0.64524(14) 0.6883(3) 0.0478(8) Uani 1 1 d . . . . .
C008 C 0.6559(4) 0.76437(13) 0.6420(3) 0.0488(8) Uani 1 1 d . . . . .
H008 H 0.694170 0.752046 0.568807 0.059 Uiso 1 1 calc R U . . .
C009 C 0.8139(5) 0.53059(15) 0.6284(3) 0.0618(9) Uani 1 1 d . . . . .
C00A C 0.6247(4) 0.70797(13) 0.7203(3) 0.0467(7) Uani 1 1 d . . . . .
H00A H 0.668165 0.716513 0.809373 0.056 Uiso 1 1 calc R U . . .
C00B C 0.4552(4) 0.77440(14) 0.6135(3) 0.0513(8) Uani 1 1 d . . . . .
C00C C 0.6263(5) 0.62056(15) 0.5675(3) 0.0603(9) Uani 1 1 d . . . . .
H00C H 0.543564 0.642377 0.506850 0.072 Uiso 1 1 calc R U . . .
C00D C 0.7676(4) 0.81344(14) 0.7157(3) 0.0603(9) Uani 1 1 d D U . . .
C00E C 0.9937(5) 0.51985(17) 0.8409(4) 0.0686(10) Uani 1 1 d . . . . .
H00E H 1.034081 0.535075 0.921428 0.082 Uiso 1 1 calc R U . . .
C00F C 0.6889(5) 0.56556(17) 0.5392(3) 0.0703(10) Uani 1 1 d . . . . .
H00F H 0.648816 0.550210 0.458806 0.084 Uiso 1 1 calc R U . . .
C00G C 0.2773(4) 0.69780(16) 0.7079(3) 0.0638(10) Uani 1 1 d D . . . .
C00H C 1.0522(5) 0.4638(2) 0.8106(5) 0.0850(13) Uani 1 1 d . . . . .
H00H H 1.131940 0.440874 0.871192 0.102 Uiso 1 1 calc R U . . .
C00I C 0.8815(6) 0.47227(18) 0.6033(5) 0.0808(12) Uani 1 1 d . . . . .
H00I H 0.846074 0.455736 0.523598 0.097 Uiso 1 1 calc R U . . .
C00J C 0.9958(6) 0.4407(2) 0.6932(6) 0.0910(15) Uani 1 1 d . . . . .
H00J H 1.037609 0.402184 0.675145 0.109 Uiso 1 1 calc R U . . .
C00K C 0.9219(7) 0.90590(18) 0.7003(4) 0.1021(15) Uani 1 1 d D U . . .
H00B H 1.033926 0.890160 0.750876 0.122 Uiso 1 1 calc R U . . .
H00D H 0.861182 0.927047 0.753708 0.122 Uiso 1 1 calc R U . . .
C00L C 0.1272(6) 0.6913(3) 0.5919(5) 0.1082(18) Uani 1 1 d . . . . .
H00G H 0.091228 0.731855 0.558247 0.162 Uiso 1 1 calc R U . . .
H00K H 0.029312 0.670873 0.611616 0.162 Uiso 1 1 calc R U . . .
H00L H 0.165651 0.666965 0.531808 0.162 Uiso 1 1 calc R U . . .
C00M C 0.9509(8) 0.9499(3) 0.6012(5) 0.127(2) Uani 1 1 d D U . . .
H00M H 0.838633 0.961782 0.547126 0.191 Uiso 1 1 calc R U . . .
H00N H 1.020030 0.929352 0.553922 0.191 Uiso 1 1 calc R U . . .
H00O H 1.012335 0.986422 0.639935 0.191 Uiso 1 1 calc R U . . .
C00N C 0.2291(8) 0.7439(4) 0.7953(6) 0.132(2) Uani 1 1 d . . . . .
H00P H 0.333215 0.755065 0.859056 0.197 Uiso 1 1 calc R U . . .
H00Q H 0.144028 0.725511 0.832356 0.197 Uiso 1 1 calc R U . . .
H00R H 0.179352 0.780610 0.749991 0.197 Uiso 1 1 calc R U . . .
C00O C 0.3226(8) 0.6353(2) 0.7683(6) 0.127(2) Uani 1 1 d D U . . .
H00S H 0.347894 0.606575 0.709501 0.190 Uiso 1 1 calc R U . . .
H00T H 0.224499 0.620185 0.795979 0.190 Uiso 1 1 calc R U . . .
H00U H 0.424534 0.639261 0.838089 0.190 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
O001 C00B 1.214(4) . ?
N002 C00A 1.487(4) . ?
N002 C00B 1.335(4) . ?
N002 C00G 1.475(4) . ?
O003 C00D 1.4155(10) . ?
O003 C00K 1.4206(10) . ?
O004 C00D 1.164(4) . ?
C005 C006 1.403(4) . ?
C005 C009 1.410(5) . ?
C005 C00E 1.416(5) . ?
C006 H006 0.9300 . ?
C006 C007 1.360(4) . ?
C007 C00A 1.501(4) . ?
C007 C00C 1.408(5) . ?
C008 H008 0.9800 . ?
C008 C00A 1.551(4) . ?
C008 C00B 1.536(5) . ?
C008 C00D 1.472(5) . ?
C009 C00F 1.412(5) . ?
C009 C00I 1.416(5) . ?
C00A H00A 0.9800 . ?
C00C H00C 0.9300 . ?
C00C C00F 1.348(5) . ?
C00E H00E 0.9300 . ?
C00E C00H 1.362(6) . ?
C00F H00F 0.9300 . ?
C00G C00L 1.508(6) . ?
C00G C00N 1.508(6) . ?
C00G C00O 1.4996(10) . ?
C00H H00H 0.9300 . ?
C00H C00J 1.361(7) . ?
C00I H00I 0.9300 . ?
C00I C00J 1.339(7) . ?
C00J H00J 0.9300 . ?
C00K H00B 0.9700 . ?
C00K H00D 0.9700 . ?
C00K C00M 1.5181(10) . ?
C00L H00G 0.9600 . ?
C00L H00K 0.9600 . ?
C00L H00L 0.9600 . ?
C00M H00M 0.9600 . ?
C00M H00N 0.9600 . ?
C00M H00O 0.9600 . ?
C00N H00P 0.9600 . ?
C00N H00Q 0.9600 . ?
C00N H00R 0.9600 . ?
C00O H00S 0.9600 . ?
C00O H00T 0.9600 . ?
C00O H00U 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
C00B N002 C00A 95.5(2) . . ?
C00B N002 C00G 131.2(3) . . ?
C00G N002 C00A 131.6(2) . . ?
C00D O003 C00K 112.2(3) . . ?
C006 C005 C009 119.3(3) . . ?
C006 C005 C00E 122.3(3) . . ?
C009 C005 C00E 118.5(3) . . ?
C005 C006 H006 119.2 . . ?
C007 C006 C005 121.6(3) . . ?
C007 C006 H006 119.2 . . ?
C006 C007 C00A 119.4(3) . . ?
C006 C007 C00C 119.1(3) . . ?
C00C C007 C00A 121.4(3) . . ?
C00A C008 H008 113.0 . . ?
C00B C008 H008 113.0 . . ?
C00B C008 C00A 85.3(2) . . ?
C00D C008 H008 113.0 . . ?
C00D C008 C00A 113.7(2) . . ?
C00D C008 C00B 116.1(3) . . ?
C005 C009 C00F 117.7(3) . . ?
C005 C009 C00I 118.5(4) . . ?
C00F C009 C00I 123.8(4) . . ?
N002 C00A C007 117.2(2) . . ?
N002 C00A C008 86.3(2) . . ?
N002 C00A H00A 111.3 . . ?
C007 C00A C008 117.2(2) . . ?
C007 C00A H00A 111.3 . . ?
C008 C00A H00A 111.3 . . ?
O001 C00B N002 133.5(3) . . ?
O001 C00B C008 134.1(3) . . ?
N002 C00B C008 92.4(2) . . ?
C007 C00C H00C 119.8 . . ?
C00F C00C C007 120.5(3) . . ?
C00F C00C H00C 119.8 . . ?
O003 C00D C008 109.4(3) . . ?
O004 C00D O003 121.2(3) . . ?
O004 C00D C008 129.4(2) . . ?
C005 C00E H00E 120.0 . . ?
C00H C00E C005 119.9(4) . . ?
C00H C00E H00E 120.0 . . ?
C009 C00F H00F 119.1 . . ?
C00C C00F C009 121.8(3) . . ?
C00C C00F H00F 119.1 . . ?
N002 C00G C00L 108.6(3) . . ?
N002 C00G C00N 107.6(3) . . ?
N002 C00G C00O 109.0(3) . . ?
C00L C00G C00N 110.2(4) . . ?
C00O C00G C00L 110.0(4) . . ?
C00O C00G C00N 111.4(5) . . ?
C00E C00H H00H 119.4 . . ?
C00J C00H C00E 121.1(4) . . ?
C00J C00H H00H 119.4 . . ?
C009 C00I H00I 119.7 . . ?
C00J C00I C009 120.7(4) . . ?
C00J C00I H00I 119.7 . . ?
C00H C00J H00J 119.4 . . ?
C00I C00J C00H 121.3(4) . . ?
C00I C00J H00J 119.4 . . ?
O003 C00K H00B 110.6 . . ?
O003 C00K H00D 110.6 . . ?
O003 C00K C00M 105.5(3) . . ?
H00B C00K H00D 108.8 . . ?
C00M C00K H00B 110.6 . . ?
C00M C00K H00D 110.6 . . ?
C00G C00L H00G 109.5 . . ?
C00G C00L H00K 109.5 . . ?
C00G C00L H00L 109.5 . . ?
H00G C00L H00K 109.5 . . ?
H00G C00L H00L 109.5 . . ?
H00K C00L H00L 109.5 . . ?
C00K C00M H00M 109.5 . . ?
C00K C00M H00N 109.5 . . ?
C00K C00M H00O 109.5 . . ?
H00M C00M H00N 109.5 . . ?
H00M C00M H00O 109.5 . . ?
H00N C00M H00O 109.5 . . ?
C00G C00N H00P 109.5 . . ?
C00G C00N H00Q 109.5 . . ?
C00G C00N H00R 109.5 . . ?
H00P C00N H00Q 109.5 . . ?
H00P C00N H00R 109.5 . . ?
H00Q C00N H00R 109.5 . . ?
C00G C00O H00S 109.5 . . ?
C00G C00O H00T 109.5 . . ?
C00G C00O H00U 109.5 . . ?
H00S C00O H00T 109.5 . . ?
H00S C00O H00U 109.5 . . ?
H00T C00O H00U 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
C005 C006 C007 C00A -177.0(3) . . . . ?
C005 C006 C007 C00C 0.6(4) . . . . ?
C005 C009 C00F C00C 0.3(6) . . . . ?
C005 C009 C00I C00J 0.8(6) . . . . ?
C005 C00E C00H C00J 0.4(6) . . . . ?
C006 C005 C009 C00F -0.5(5) . . . . ?
C006 C005 C009 C00I -179.4(3) . . . . ?
C006 C005 C00E C00H 178.8(3) . . . . ?
C006 C007 C00A N002 -137.9(3) . . . . ?
C006 C007 C00A C008 121.6(3) . . . . ?
C006 C007 C00C C00F -0.8(5) . . . . ?
C007 C00C C00F C009 0.4(6) . . . . ?
C009 C005 C006 C007 0.1(4) . . . . ?
C009 C005 C00E C00H -0.3(5) . . . . ?
C009 C00I C00J C00H -0.8(7) . . . . ?
C00A N002 C00B O001 -174.0(4) . . . . ?
C00A N002 C00B C008 5.0(2) . . . . ?
C00A N002 C00G C00L -141.6(4) . . . . ?
C00A N002 C00G C00N 99.1(5) . . . . ?
C00A N002 C00G C00O -21.8(6) . . . . ?
C00A C007 C00C C00F 176.7(3) . . . . ?
C00A C008 C00B O001 174.2(4) . . . . ?
C00A C008 C00B N002 -4.8(2) . . . . ?
C00A C008 C00D O003 168.7(3) . . . . ?
C00A C008 C00D O004 -12.9(5) . . . . ?
C00B N002 C00A C007 -123.8(3) . . . . ?
C00B N002 C00A C008 -5.0(2) . . . . ?
C00B N002 C00G C00L 57.0(5) . . . . ?
C00B N002 C00G C00N -62.3(5) . . . . ?
C00B N002 C00G C00O 176.8(4) . . . . ?
C00B C008 C00A N002 4.3(2) . . . . ?
C00B C008 C00A C007 123.2(3) . . . . ?
C00B C008 C00D O003 -94.7(3) . . . . ?
C00B C008 C00D O004 83.8(5) . . . . ?
C00C C007 C00A N002 44.6(4) . . . . ?
C00C C007 C00A C008 -55.9(4) . . . . ?
C00D O003 C00K C00M -175.8(4) . . . . ?
C00D C008 C00A N002 120.8(3) . . . . ?
C00D C008 C00A C007 -120.3(3) . . . . ?
C00D C008 C00B O001 60.1(5) . . . . ?
C00D C008 C00B N002 -119.0(3) . . . . ?
C00E C005 C006 C007 -179.0(3) . . . . ?
C00E C005 C009 C00F 178.6(3) . . . . ?
C00E C005 C009 C00I -0.2(5) . . . . ?
C00E C00H C00J C00I 0.2(7) . . . . ?
C00F C009 C00I C00J -178.0(4) . . . . ?
C00G N002 C00A C007 70.1(4) . . . . ?
C00G N002 C00A C008 -171.1(3) . . . . ?
C00G N002 C00B O001 -7.9(6) . . . . ?
C00G N002 C00B C008 171.2(3) . . . . ?
C00I C009 C00F C00C 179.1(4) . . . . ?
C00K O003 C00D O004 0.2(5) . . . . ?
C00K O003 C00D C008 178.8(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.390
_oxdiff_exptl_absorpt_empirical_full_min 0.634
####################################################################### 
# 
# 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_20250226-44-2
_audit_block_doi                 10.5517/ccdc.csd.cc2nxl4b
_database_code_depnum_ccdc_archive 'CCDC 2470332'
loop_
_audit_author_name
_audit_author_address
'Peiqi Yang'
;Fujian Normal University
China
;
_audit_update_record             
;
2025-08-27 deposited with the CCDC.	2026-02-10 downloaded from the CCDC.
;
_audit_creation_date             2025-06-20
_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         'C15 H18 F3 N O S'
_chemical_formula_sum            'C15 H18 F3 N O S'
_chemical_formula_weight         317.36
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   10.9931(6)
_cell_length_b                   11.7901(8)
_cell_length_c                   15.1378(7)
_cell_angle_alpha                75.592(5)
_cell_angle_beta                 69.758(5)
_cell_angle_gamma                64.633(6)
_cell_volume                     1651.59(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5236
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.0870
_cell_measurement_theta_min      2.3540
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.223
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.835
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23176
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.835
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.556
_diffrn_reflns_theta_min         2.132
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.835
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  75.00   0.50    3.20    --   -9.40  55.00-180.00  180
  2  ω    -82.00 -55.00   0.50    3.20    --   -9.40  55.00  60.00   54
  3  ω    -25.00  79.00   0.50    3.20    --   -9.40  55.00  60.00  208
  4  ω    -25.00  74.00   0.50    3.20    --   -9.40  55.00 -60.00  198
  5  ω    -86.00 -61.00   0.50    3.20    --   -9.40  43.00  90.00   50
  6  ω    -46.00  55.00   0.50    3.20    --   -9.40  43.00  90.00  202
  7  ω    -10.00  74.00   0.50    3.20    --   -9.40  29.00 -60.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0495343000
_diffrn_orient_matrix_UB_12      -0.0292456000
_diffrn_orient_matrix_UB_13      0.0210679000
_diffrn_orient_matrix_UB_21      0.0104916000
_diffrn_orient_matrix_UB_22      -0.0062427000
_diffrn_orient_matrix_UB_23      0.0449157000
_diffrn_orient_matrix_UB_31      -0.0542925000
_diffrn_orient_matrix_UB_32      0.0600167000
_diffrn_orient_matrix_UB_33      0.0082703000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3930
_reflns_number_total             7728
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.776
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       0.022(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         7728
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.1396
_refine_ls_R_factor_gt           0.0751
_refine_ls_restrained_S_all      1.048
_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)+(0.1757P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2284
_refine_ls_wR_factor_ref         0.2830
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C012) \\sim Ueq, Uanis(C013) \\sim Ueq, Uanis(C015) \\sim Ueq,
Uanis(C016) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C010) \\sim Ueq, Uanis(C011) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
3.a Ternary CH refined with riding coordinates:
 C00F(H00F), C00G(H00G), C00Q(H00Q), C00V(H00V)
3.b Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00I(H00I), C00J(H00J), C00L(H00L), C00O(H00O), C00R(H00R),
 C00S(H00S), C00T(H00T)
3.c Idealised Me refined as rotating group:
 C00Z(H00A,H00B,H00C), C010(H01M,H01N,H01O), C011(H01A,H01B,H01C), C012(H01P,
 H01Q,H01R), C013(H01S,H01T,H01U), C014(H01D,H01E,H01F), C015(H01G,H01H,H01I),
 C016(H01J,H01K,H01L)
;
_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
S001 S 0.89615(11) 0.59046(10) 0.16246(6) 0.0832(4) Uani 1 1 d . . . . .
S002 S -0.26040(11) 0.98579(13) 0.97036(9) 0.1067(5) Uani 1 1 d . . . . .
F003 F 0.6087(3) 0.1648(3) 0.68664(16) 0.1085(9) Uani 1 1 d . . . . .
F004 F 0.5857(2) 0.4154(3) 0.89921(19) 0.1092(8) Uani 1 1 d . . . . .
N005 N 0.9084(3) 0.2106(2) 0.58936(17) 0.0567(6) Uani 1 1 d . . . . .
N006 N 0.4404(3) 0.6771(2) 0.77167(18) 0.0610(7) Uani 1 1 d . . . . .
O007 O 0.9596(3) -0.0070(2) 0.62784(17) 0.0891(8) Uani 1 1 d . . . . .
F008 F 0.3981(3) 0.3905(3) 0.9831(2) 0.1236(9) Uani 1 1 d . . . . .
F009 F 0.5440(3) 0.2191(3) 0.5608(2) 0.1205(9) Uani 1 1 d . . . . .
O00A O 0.5529(3) 0.5141(3) 0.67502(18) 0.0925(8) Uani 1 1 d . . . . .
F00B F 0.5107(3) 0.3033(2) 0.8562(2) 0.1302(10) Uani 1 1 d . . . . .
F00C F 0.6604(4) 0.0248(3) 0.6003(2) 0.1483(14) Uani 1 1 d . . . . .
C00D C 0.2029(3) 0.7362(3) 0.89134(19) 0.0512(7) Uani 1 1 d . . . . .
C00E C 0.8230(3) 0.3608(2) 0.45073(19) 0.0488(7) Uani 1 1 d . . . . .
C00F C 0.7918(3) 0.2848(3) 0.5458(2) 0.0521(7) Uani 1 1 d . . . . .
H00F H 0.709099 0.336118 0.590678 0.062 Uiso 1 1 calc R U . . .
C00G C 0.3541(3) 0.6512(3) 0.8682(2) 0.0547(7) Uani 1 1 d . . . . .
H00G H 0.397587 0.643440 0.917226 0.066 Uiso 1 1 calc R U . . .
C00H C 0.1347(3) 0.7794(3) 0.9786(2) 0.0584(7) Uani 1 1 d . . . . .
H00H H 0.184494 0.758442 1.022908 0.070 Uiso 1 1 calc R U . . .
C00I C 0.9727(3) 0.3830(3) 0.2942(2) 0.0615(8) Uani 1 1 d . . . . .
H00I H 1.057599 0.350886 0.249164 0.074 Uiso 1 1 calc R U . . .
C00J C 0.9473(3) 0.3151(3) 0.3824(2) 0.0571(7) Uani 1 1 d . . . . .
H00J H 1.015152 0.237343 0.395973 0.069 Uiso 1 1 calc R U . . .
C00K C 0.8734(3) 0.4979(3) 0.2724(2) 0.0598(8) Uani 1 1 d . . . . .
C00L C 0.7248(3) 0.4752(3) 0.4294(2) 0.0633(8) Uani 1 1 d . . . . .
H00L H 0.640973 0.507489 0.475299 0.076 Uiso 1 1 calc R U . . .
C00M C -0.0825(3) 0.8880(3) 0.9371(2) 0.0618(8) Uani 1 1 d . . . . .
C00N C 0.4770(3) 0.5637(3) 0.7457(2) 0.0657(8) Uani 1 1 d . . . . .
C00O C -0.0148(3) 0.8477(3) 0.8483(2) 0.0660(8) Uani 1 1 d . . . . .
H00O H -0.063773 0.871650 0.803190 0.079 Uiso 1 1 calc R U . . .
C00P C 0.8993(4) 0.0994(3) 0.5940(2) 0.0647(9) Uani 1 1 d . . . . .
C00Q C 0.7836(3) 0.1574(3) 0.5439(2) 0.0598(8) Uani 1 1 d . . . . .
H00Q H 0.817100 0.134348 0.479378 0.072 Uiso 1 1 calc R U . . .
C00R C 0.7472(3) 0.5440(3) 0.3412(2) 0.0674(8) Uani 1 1 d . . . . .
H00R H 0.678180 0.620972 0.327831 0.081 Uiso 1 1 calc R U . . .
C00S C -0.0069(3) 0.8537(3) 1.0018(2) 0.0683(9) Uani 1 1 d . . . . .
H00S H -0.051249 0.880690 1.061658 0.082 Uiso 1 1 calc R U . . .
C00T C 0.1258(3) 0.7718(3) 0.8267(2) 0.0632(8) Uani 1 1 d . . . . .
H00T H 0.169915 0.743948 0.767114 0.076 Uiso 1 1 calc R U . . .
C00U C 0.4935(3) 0.7792(3) 0.7291(2) 0.0681(9) Uani 1 1 d . . . . .
C00V C 0.3899(3) 0.5203(3) 0.8394(2) 0.0622(8) Uani 1 1 d . . . . .
H00V H 0.308271 0.512892 0.832504 0.075 Uiso 1 1 calc R U . . .
C00W C 0.9803(4) 0.2496(3) 0.6353(2) 0.0666(8) Uani 1 1 d . . . . .
C00X C 0.6481(5) 0.1421(4) 0.5973(3) 0.0829(11) Uani 1 1 d . . . . .
C00Y C 0.4696(4) 0.4073(4) 0.8939(3) 0.0851(11) Uani 1 1 d . . . . .
C00Z C -0.3304(5) 0.9732(6) 0.8887(4) 0.131(2) Uani 1 1 d . . . . .
H00A H -0.274139 0.987766 0.825700 0.196 Uiso 1 1 calc R U . . .
H00B H -0.424120 1.034918 0.896141 0.196 Uiso 1 1 calc R U . . .
H00C H -0.331752 0.890066 0.898761 0.196 Uiso 1 1 calc R U . . .
C010 C 0.4150(7) 0.8857(6) 0.7887(5) 0.153(3) Uani 1 1 d . U . . .
H01M H 0.321248 0.927691 0.782655 0.229 Uiso 1 1 calc R U . . .
H01N H 0.461048 0.944749 0.767941 0.229 Uiso 1 1 calc R U . . .
H01O H 0.412342 0.853198 0.853842 0.229 Uiso 1 1 calc R U . . .
C011 C 0.9491(8) 0.3853(5) 0.6087(5) 0.151(2) Uani 1 1 d . U . . .
H01A H 1.001918 0.399833 0.544578 0.226 Uiso 1 1 calc R U . . .
H01B H 0.973904 0.416091 0.650380 0.226 Uiso 1 1 calc R U . . .
H01C H 0.850916 0.429074 0.613765 0.226 Uiso 1 1 calc R U . . .
C012 C 0.6423(5) 0.7306(6) 0.7237(6) 0.165(3) Uani 1 1 d . U . . .
H01P H 0.658554 0.675323 0.780427 0.247 Uiso 1 1 calc R U . . .
H01Q H 0.669805 0.799900 0.717516 0.247 Uiso 1 1 calc R U . . .
H01R H 0.696094 0.684733 0.669757 0.247 Uiso 1 1 calc R U . . .
C013 C 0.4752(10) 0.8243(7) 0.6328(4) 0.172(3) Uani 1 1 d . U . . .
H01S H 0.542101 0.762528 0.590956 0.258 Uiso 1 1 calc R U . . .
H01T H 0.489284 0.902643 0.610593 0.258 Uiso 1 1 calc R U . . .
H01U H 0.382223 0.837216 0.634200 0.258 Uiso 1 1 calc R U . . .
C014 C 1.0705(7) 0.4980(6) 0.0935(4) 0.144(2) Uani 1 1 d . . . . .
H01D H 1.091907 0.543157 0.031671 0.217 Uiso 1 1 calc R U . . .
H01E H 1.072549 0.418024 0.087286 0.217 Uiso 1 1 calc R U . . .
H01F H 1.138430 0.484172 0.125236 0.217 Uiso 1 1 calc R U . . .
C015 C 0.9255(9) 0.2258(8) 0.7383(3) 0.166(3) Uani 1 1 d . U . . .
H01G H 0.840083 0.295237 0.759962 0.249 Uiso 1 1 calc R U . . .
H01H H 0.993023 0.217322 0.768662 0.249 Uiso 1 1 calc R U . . .
H01I H 0.907649 0.149341 0.753650 0.249 Uiso 1 1 calc R U . . .
C016 C 1.1330(6) 0.1762(9) 0.6028(6) 0.186(3) Uani 1 1 d . U . . .
H01J H 1.149561 0.088258 0.608053 0.279 Uiso 1 1 calc R U . . .
H01K H 1.179596 0.186964 0.641492 0.279 Uiso 1 1 calc R U . . .
H01L H 1.168574 0.205919 0.537900 0.279 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
S001 C00K 1.750(3) . ?
S001 C014 1.828(6) . ?
S002 C00M 1.756(3) . ?
S002 C00Z 1.729(5) . ?
F003 C00X 1.328(4) . ?
F004 C00Y 1.351(5) . ?
N005 C00F 1.476(4) . ?
N005 C00P 1.341(4) . ?
N005 C00W 1.472(4) . ?
N006 C00G 1.481(4) . ?
N006 C00N 1.340(4) . ?
N006 C00U 1.471(4) . ?
O007 C00P 1.216(4) . ?
F008 C00Y 1.322(5) . ?
F009 C00X 1.317(5) . ?
O00A C00N 1.208(4) . ?
F00B C00Y 1.314(5) . ?
F00C C00X 1.321(5) . ?
C00D C00G 1.495(4) . ?
C00D C00H 1.375(4) . ?
C00D C00T 1.384(4) . ?
C00E C00F 1.507(4) . ?
C00E C00J 1.377(4) . ?
C00E C00L 1.366(4) . ?
C00F H00F 0.9800 . ?
C00F C00Q 1.551(4) . ?
C00G H00G 0.9800 . ?
C00G C00V 1.557(4) . ?
C00H H00H 0.9300 . ?
C00H C00S 1.386(4) . ?
C00I H00I 0.9300 . ?
C00I C00J 1.380(4) . ?
C00I C00K 1.377(5) . ?
C00J H00J 0.9300 . ?
C00K C00R 1.394(4) . ?
C00L H00L 0.9300 . ?
C00L C00R 1.380(5) . ?
C00M C00O 1.381(5) . ?
C00M C00S 1.375(5) . ?
C00N C00V 1.520(5) . ?
C00O H00O 0.9300 . ?
C00O C00T 1.381(4) . ?
C00P C00Q 1.525(5) . ?
C00Q H00Q 0.9800 . ?
C00Q C00X 1.493(5) . ?
C00R H00R 0.9300 . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
C00U C010 1.495(6) . ?
C00U C012 1.462(6) . ?
C00U C013 1.474(7) . ?
C00V H00V 0.9800 . ?
C00V C00Y 1.475(5) . ?
C00W C011 1.465(7) . ?
C00W C015 1.466(6) . ?
C00W C016 1.485(7) . ?
C00Z H00A 0.9600 . ?
C00Z H00B 0.9600 . ?
C00Z H00C 0.9600 . ?
C010 H01M 0.9600 . ?
C010 H01N 0.9600 . ?
C010 H01O 0.9600 . ?
C011 H01A 0.9600 . ?
C011 H01B 0.9600 . ?
C011 H01C 0.9600 . ?
C012 H01P 0.9600 . ?
C012 H01Q 0.9600 . ?
C012 H01R 0.9600 . ?
C013 H01S 0.9600 . ?
C013 H01T 0.9600 . ?
C013 H01U 0.9600 . ?
C014 H01D 0.9600 . ?
C014 H01E 0.9600 . ?
C014 H01F 0.9600 . ?
C015 H01G 0.9600 . ?
C015 H01H 0.9600 . ?
C015 H01I 0.9600 . ?
C016 H01J 0.9600 . ?
C016 H01K 0.9600 . ?
C016 H01L 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00K S001 C014 104.1(2) . . ?
C00Z S002 C00M 105.0(2) . . ?
C00P N005 C00F 94.6(2) . . ?
C00P N005 C00W 132.0(3) . . ?
C00W N005 C00F 131.4(2) . . ?
C00N N006 C00G 95.3(2) . . ?
C00N N006 C00U 132.1(3) . . ?
C00U N006 C00G 131.2(2) . . ?
C00H C00D C00G 120.9(3) . . ?
C00H C00D C00T 117.7(3) . . ?
C00T C00D C00G 121.4(2) . . ?
C00J C00E C00F 121.3(3) . . ?
C00L C00E C00F 120.1(2) . . ?
C00L C00E C00J 118.6(3) . . ?
N005 C00F C00E 117.6(2) . . ?
N005 C00F H00F 111.4 . . ?
N005 C00F C00Q 87.1(2) . . ?
C00E C00F H00F 111.4 . . ?
C00E C00F C00Q 115.8(2) . . ?
C00Q C00F H00F 111.4 . . ?
N006 C00G C00D 116.1(3) . . ?
N006 C00G H00G 112.0 . . ?
N006 C00G C00V 86.3(2) . . ?
C00D C00G H00G 112.0 . . ?
C00D C00G C00V 116.2(2) . . ?
C00V C00G H00G 112.0 . . ?
C00D C00H H00H 119.4 . . ?
C00D C00H C00S 121.1(3) . . ?
C00S C00H H00H 119.4 . . ?
C00J C00I H00I 119.7 . . ?
C00K C00I H00I 119.7 . . ?
C00K C00I C00J 120.6(3) . . ?
C00E C00J C00I 120.9(3) . . ?
C00E C00J H00J 119.5 . . ?
C00I C00J H00J 119.5 . . ?
C00I C00K S001 123.8(3) . . ?
C00I C00K C00R 118.6(3) . . ?
C00R C00K S001 117.6(3) . . ?
C00E C00L H00L 119.3 . . ?
C00E C00L C00R 121.5(3) . . ?
C00R C00L H00L 119.3 . . ?
C00O C00M S002 123.0(3) . . ?
C00S C00M S002 118.1(2) . . ?
C00S C00M C00O 118.9(3) . . ?
N006 C00N C00V 93.0(2) . . ?
O00A C00N N006 133.3(3) . . ?
O00A C00N C00V 133.7(3) . . ?
C00M C00O H00O 120.1 . . ?
C00T C00O C00M 119.9(3) . . ?
C00T C00O H00O 120.1 . . ?
N005 C00P C00Q 93.3(2) . . ?
O007 C00P N005 132.7(4) . . ?
O007 C00P C00Q 134.0(3) . . ?
C00F C00Q H00Q 112.0 . . ?
C00P C00Q C00F 84.7(2) . . ?
C00P C00Q H00Q 112.0 . . ?
C00X C00Q C00F 116.6(3) . . ?
C00X C00Q C00P 116.8(3) . . ?
C00X C00Q H00Q 112.0 . . ?
C00K C00R H00R 120.1 . . ?
C00L C00R C00K 119.9(3) . . ?
C00L C00R H00R 120.1 . . ?
C00H C00S H00S 119.7 . . ?
C00M C00S C00H 120.7(3) . . ?
C00M C00S H00S 119.7 . . ?
C00D C00T H00T 119.1 . . ?
C00O C00T C00D 121.7(3) . . ?
C00O C00T H00T 119.1 . . ?
N006 C00U C010 109.6(3) . . ?
N006 C00U C013 109.4(4) . . ?
C012 C00U N006 109.1(3) . . ?
C012 C00U C010 109.5(4) . . ?
C012 C00U C013 109.4(5) . . ?
C013 C00U C010 109.7(5) . . ?
C00G C00V H00V 112.3 . . ?
C00N C00V C00G 85.4(2) . . ?
C00N C00V H00V 112.3 . . ?
C00Y C00V C00G 117.1(3) . . ?
C00Y C00V C00N 115.0(3) . . ?
C00Y C00V H00V 112.3 . . ?
N005 C00W C016 108.3(3) . . ?
C011 C00W N005 108.8(3) . . ?
C011 C00W C015 108.8(5) . . ?
C011 C00W C016 110.7(5) . . ?
C015 C00W N005 108.3(3) . . ?
C015 C00W C016 111.7(5) . . ?
F003 C00X C00Q 111.5(3) . . ?
F009 C00X F003 106.3(3) . . ?
F009 C00X F00C 108.4(4) . . ?
F009 C00X C00Q 113.2(3) . . ?
F00C C00X F003 106.5(3) . . ?
F00C C00X C00Q 110.5(3) . . ?
F004 C00Y C00V 112.0(3) . . ?
F008 C00Y F004 104.6(3) . . ?
F008 C00Y C00V 112.9(3) . . ?
F00B C00Y F004 107.0(3) . . ?
F00B C00Y F008 107.6(4) . . ?
F00B C00Y C00V 112.3(3) . . ?
S002 C00Z H00A 109.5 . . ?
S002 C00Z H00B 109.5 . . ?
S002 C00Z H00C 109.5 . . ?
H00A C00Z H00B 109.5 . . ?
H00A C00Z H00C 109.5 . . ?
H00B C00Z H00C 109.5 . . ?
C00U C010 H01M 109.5 . . ?
C00U C010 H01N 109.5 . . ?
C00U C010 H01O 109.5 . . ?
H01M C010 H01N 109.5 . . ?
H01M C010 H01O 109.5 . . ?
H01N C010 H01O 109.5 . . ?
C00W C011 H01A 109.5 . . ?
C00W C011 H01B 109.5 . . ?
C00W C011 H01C 109.5 . . ?
H01A C011 H01B 109.5 . . ?
H01A C011 H01C 109.5 . . ?
H01B C011 H01C 109.5 . . ?
C00U C012 H01P 109.5 . . ?
C00U C012 H01Q 109.5 . . ?
C00U C012 H01R 109.5 . . ?
H01P C012 H01Q 109.5 . . ?
H01P C012 H01R 109.5 . . ?
H01Q C012 H01R 109.5 . . ?
C00U C013 H01S 109.5 . . ?
C00U C013 H01T 109.5 . . ?
C00U C013 H01U 109.5 . . ?
H01S C013 H01T 109.5 . . ?
H01S C013 H01U 109.5 . . ?
H01T C013 H01U 109.5 . . ?
S001 C014 H01D 109.5 . . ?
S001 C014 H01E 109.5 . . ?
S001 C014 H01F 109.5 . . ?
H01D C014 H01E 109.5 . . ?
H01D C014 H01F 109.5 . . ?
H01E C014 H01F 109.5 . . ?
C00W C015 H01G 109.5 . . ?
C00W C015 H01H 109.5 . . ?
C00W C015 H01I 109.5 . . ?
H01G C015 H01H 109.5 . . ?
H01G C015 H01I 109.5 . . ?
H01H C015 H01I 109.5 . . ?
C00W C016 H01J 109.5 . . ?
C00W C016 H01K 109.5 . . ?
C00W C016 H01L 109.5 . . ?
H01J C016 H01K 109.5 . . ?
H01J C016 H01L 109.5 . . ?
H01K C016 H01L 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
S001 C00K C00R C00L -179.3(2) . . . . ?
S002 C00M C00O C00T 179.4(3) . . . . ?
S002 C00M C00S C00H -178.3(3) . . . . ?
N005 C00F C00Q C00P 2.9(2) . . . . ?
N005 C00F C00Q C00X 120.4(3) . . . . ?
N005 C00P C00Q C00F -3.2(2) . . . . ?
N005 C00P C00Q C00X -120.4(3) . . . . ?
N006 C00G C00V C00N 1.7(2) . . . . ?
N006 C00G C00V C00Y 117.5(3) . . . . ?
N006 C00N C00V C00G -1.9(2) . . . . ?
N006 C00N C00V C00Y -119.8(3) . . . . ?
O007 C00P C00Q C00F 175.2(4) . . . . ?
O007 C00P C00Q C00X 58.0(5) . . . . ?
O00A C00N C00V C00G 176.9(4) . . . . ?
O00A C00N C00V C00Y 59.0(5) . . . . ?
C00D C00G C00V C00N 119.1(3) . . . . ?
C00D C00G C00V C00Y -125.1(3) . . . . ?
C00D C00H C00S C00M -1.1(5) . . . . ?
C00E C00F C00Q C00P 122.3(3) . . . . ?
C00E C00F C00Q C00X -120.2(3) . . . . ?
C00E C00L C00R C00K -1.2(5) . . . . ?
C00F N005 C00P O007 -175.1(4) . . . . ?
C00F N005 C00P C00Q 3.4(2) . . . . ?
C00F N005 C00W C011 -17.2(5) . . . . ?
C00F N005 C00W C015 100.9(5) . . . . ?
C00F N005 C00W C016 -137.7(5) . . . . ?
C00F C00E C00J C00I 177.4(3) . . . . ?
C00F C00E C00L C00R -176.5(3) . . . . ?
C00F C00Q C00X F003 -53.6(5) . . . . ?
C00F C00Q C00X F009 66.3(4) . . . . ?
C00F C00Q C00X F00C -171.9(3) . . . . ?
C00G N006 C00N O00A -176.8(4) . . . . ?
C00G N006 C00N C00V 2.0(2) . . . . ?
C00G N006 C00U C010 -16.6(5) . . . . ?
C00G N006 C00U C012 103.3(5) . . . . ?
C00G N006 C00U C013 -137.0(5) . . . . ?
C00G C00D C00H C00S -177.2(3) . . . . ?
C00G C00D C00T C00O 178.4(3) . . . . ?
C00G C00V C00Y F004 -51.0(4) . . . . ?
C00G C00V C00Y F008 66.7(4) . . . . ?
C00G C00V C00Y F00B -171.3(3) . . . . ?
C00H C00D C00G N006 -139.3(3) . . . . ?
C00H C00D C00G C00V 121.4(3) . . . . ?
C00H C00D C00T C00O -0.2(5) . . . . ?
C00I C00K C00R C00L 0.7(5) . . . . ?
C00J C00E C00F N005 38.1(4) . . . . ?
C00J C00E C00F C00Q -62.9(4) . . . . ?
C00J C00E C00L C00R 0.9(4) . . . . ?
C00J C00I C00K S001 -179.9(2) . . . . ?
C00J C00I C00K C00R 0.1(4) . . . . ?
C00K C00I C00J C00E -0.5(5) . . . . ?
C00L C00E C00F N005 -144.6(3) . . . . ?
C00L C00E C00F C00Q 114.5(3) . . . . ?
C00L C00E C00J C00I 0.0(4) . . . . ?
C00M C00O C00T C00D -1.2(5) . . . . ?
C00N N006 C00G C00D -119.4(3) . . . . ?
C00N N006 C00G C00V -2.0(2) . . . . ?
C00N N006 C00U C010 -179.3(5) . . . . ?
C00N N006 C00U C012 -59.3(6) . . . . ?
C00N N006 C00U C013 60.4(6) . . . . ?
C00N C00V C00Y F004 47.0(4) . . . . ?
C00N C00V C00Y F008 164.7(3) . . . . ?
C00N C00V C00Y F00B -73.4(4) . . . . ?
C00O C00M C00S C00H -0.3(5) . . . . ?
C00P N005 C00F C00E -121.1(2) . . . . ?
C00P N005 C00F C00Q -3.3(2) . . . . ?
C00P N005 C00W C011 -177.0(4) . . . . ?
C00P N005 C00W C015 -58.9(5) . . . . ?
C00P N005 C00W C016 62.5(6) . . . . ?
C00P C00Q C00X F003 44.3(4) . . . . ?
C00P C00Q C00X F009 164.2(3) . . . . ?
C00P C00Q C00X F00C -73.9(4) . . . . ?
C00S C00M C00O C00T 1.5(5) . . . . ?
C00T C00D C00G N006 42.2(4) . . . . ?
C00T C00D C00G C00V -57.1(4) . . . . ?
C00T C00D C00H C00S 1.4(5) . . . . ?
C00U N006 C00G C00D 73.4(4) . . . . ?
C00U N006 C00G C00V -169.2(3) . . . . ?
C00U N006 C00N O00A -9.8(6) . . . . ?
C00U N006 C00N C00V 169.0(3) . . . . ?
C00W N005 C00F C00E 73.8(4) . . . . ?
C00W N005 C00F C00Q -168.4(3) . . . . ?
C00W N005 C00P O007 -10.2(6) . . . . ?
C00W N005 C00P C00Q 168.3(3) . . . . ?
C00Z S002 C00M C00O 18.1(4) . . . . ?
C00Z S002 C00M C00S -164.0(4) . . . . ?
C014 S001 C00K C00I 0.5(4) . . . . ?
C014 S001 C00K C00R -179.4(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 1.699
_oxdiff_exptl_absorpt_empirical_full_min 0.883
