# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_cyj91231
_database_code_depnum_ccdc_archive 'CCDC 2163529'
loop_
_audit_author_name
_audit_author_address
'Yue-Ji Chen'
;Tianjin University
China
;
_audit_update_record             
;
2022-03-31 deposited with the CCDC.	2023-08-31 downloaded from the CCDC.
;
_audit_creation_date             2021-10-10
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H12 F2 N2 O2 S'
_chemical_formula_sum            'C18 H12 F2 N2 O2 S'
_chemical_formula_weight         358.36
_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                   6.3811(4)
_cell_length_b                   9.4160(6)
_cell_length_c                   14.1943(10)
_cell_angle_alpha                94.158(2)
_cell_angle_beta                 102.480(2)
_cell_angle_gamma                96.271(2)
_cell_volume                     823.65(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9903
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      29.49
_cell_measurement_theta_min      2.51
_shelx_estimated_absorpt_T_max   0.953
_shelx_estimated_absorpt_T_min   0.921
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.4686
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1629 before and 0.0985 after correction.
The Ratio of minimum to maximum transmission is 0.6282.
The λ/2 correction factor is Not present.
;
_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    1.445
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0873
_diffrn_reflns_av_unetI/netI     0.0604
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            34354
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.693
_diffrn_reflns_theta_min         2.187
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3615
_reflns_number_total             4636
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.808
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4636
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0540
_refine_ls_restrained_S_all      1.057
_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)+(0.0954P)²+0.0917P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1466
_refine_ls_wR_factor_ref         0.1578
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C00D(H00D), C00E(H00E)
2.b Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00G(H00G), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P)
;
_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 0.86561(6) 0.41254(4) 0.61086(3) 0.02273(14) Uani 1 1 d . . . . .
F002 F 0.53392(15) 0.26980(11) 0.65647(8) 0.0285(2) Uani 1 1 d . . . . .
F003 F 0.84301(17) 0.20271(10) 0.72150(8) 0.0308(3) Uani 1 1 d . . . . .
O004 O 1.08920(19) 0.45081(15) 0.65831(10) 0.0337(3) Uani 1 1 d . . . . .
O005 O 0.7311(2) 0.52115(13) 0.58387(10) 0.0318(3) Uani 1 1 d . . . . .
N006 N 0.7821(2) 0.48329(17) 1.03859(11) 0.0297(3) Uani 1 1 d . . . . .
N007 N 0.3068(3) 0.19413(17) 0.83447(13) 0.0338(4) Uani 1 1 d . . . . .
C008 C 0.7098(2) 0.44950(17) 0.95818(13) 0.0222(3) Uani 1 1 d . . . . .
C009 C 0.6124(2) 0.40692(16) 0.85669(12) 0.0203(3) Uani 1 1 d . . . . .
C00A C 0.8391(3) 0.28285(17) 0.51329(12) 0.0234(3) Uani 1 1 d . . . . .
C00B C 0.7425(2) 0.31859(17) 0.69984(12) 0.0211(3) Uani 1 1 d . . . . .
C00C C 0.6659(3) 0.67929(17) 0.82446(12) 0.0220(3) Uani 1 1 d . . . . .
C00D C 0.7631(2) 0.42348(16) 0.78623(12) 0.0200(3) Uani 1 1 d . . . . .
H00D H 0.912081 0.464820 0.816851 0.024 Uiso 1 1 calc R U . . .
C00E C 0.6005(2) 0.52493(16) 0.78642(12) 0.0207(3) Uani 1 1 d . . . . .
H00E H 0.476386 0.507517 0.730769 0.025 Uiso 1 1 calc R U . . .
C00F C 0.6378(3) 0.2482(2) 0.44893(13) 0.0301(4) Uani 1 1 d . . . . .
H00F H 0.519696 0.293216 0.457597 0.036 Uiso 1 1 calc R U . . .
C00G C 1.0182(3) 0.2202(2) 0.50032(15) 0.0311(4) Uani 1 1 d . . . . .
H00G H 1.151350 0.244725 0.543740 0.037 Uiso 1 1 calc R U . . .
C00H C 0.4392(3) 0.28843(17) 0.84202(13) 0.0237(3) Uani 1 1 d . . . . .
C00I C 0.8640(3) 0.75096(19) 0.81857(15) 0.0310(4) Uani 1 1 d . . . . .
H00I H 0.961271 0.701924 0.793041 0.037 Uiso 1 1 calc R U . . .
C00J C 0.5207(3) 0.75406(19) 0.86109(13) 0.0278(4) Uani 1 1 d . . . . .
H00J H 0.386747 0.706956 0.864121 0.033 Uiso 1 1 calc R U . . .
C00K C 0.7728(4) 0.9697(2) 0.88825(15) 0.0390(5) Uani 1 1 d . . . . .
H00K H 0.809227 1.066722 0.910004 0.047 Uiso 1 1 calc R U . . .
C00L C 0.9169(3) 0.8960(2) 0.85085(17) 0.0394(5) Uani 1 1 d . . . . .
H00L H 1.050074 0.943718 0.847232 0.047 Uiso 1 1 calc R U . . .
C00M C 0.5745(4) 0.8994(2) 0.89334(15) 0.0358(4) Uani 1 1 d . . . . .
H00M H 0.477132 0.949005 0.918293 0.043 Uiso 1 1 calc R U . . .
C00N C 0.9948(4) 0.1197(2) 0.42098(16) 0.0396(5) Uani 1 1 d . . . . .
H00N H 1.114039 0.077951 0.410023 0.048 Uiso 1 1 calc R U . . .
C00O C 0.7967(4) 0.0817(2) 0.35874(16) 0.0409(5) Uani 1 1 d . . . . .
H00O H 0.781940 0.012295 0.306862 0.049 Uiso 1 1 calc R U . . .
C00P C 0.6186(4) 0.1454(2) 0.37216(15) 0.0381(5) Uani 1 1 d . . . . .
H00P H 0.485252 0.118735 0.329233 0.046 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 O004 1.4340(13) . ?
S001 O005 1.4269(12) . ?
S001 C00A 1.7453(18) . ?
S001 C00B 1.8531(17) . ?
F002 C00B 1.3537(18) . ?
F003 C00B 1.3465(17) . ?
N006 C008 1.142(2) . ?
N007 C00H 1.139(2) . ?
C008 C009 1.448(2) . ?
C009 C00D 1.535(2) . ?
C009 C00E 1.543(2) . ?
C009 C00H 1.451(2) . ?
C00A C00F 1.396(2) . ?
C00A C00G 1.383(2) . ?
C00B C00D 1.491(2) . ?
C00C C00E 1.495(2) . ?
C00C C00I 1.389(2) . ?
C00C C00J 1.386(2) . ?
C00D H00D 0.9800 . ?
C00D C00E 1.485(2) . ?
C00E H00E 0.9800 . ?
C00F H00F 0.9300 . ?
C00F C00P 1.380(3) . ?
C00G H00G 0.9300 . ?
C00G C00N 1.388(3) . ?
C00I H00I 0.9300 . ?
C00I C00L 1.390(3) . ?
C00J H00J 0.9300 . ?
C00J C00M 1.392(3) . ?
C00K H00K 0.9300 . ?
C00K C00L 1.380(3) . ?
C00K C00M 1.382(3) . ?
C00L H00L 0.9300 . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00O 1.371(3) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.384(3) . ?
C00P H00P 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O004 S001 C00A 110.34(8) . . ?
O004 S001 C00B 104.94(8) . . ?
O005 S001 O004 120.45(8) . . ?
O005 S001 C00A 110.47(8) . . ?
O005 S001 C00B 104.41(8) . . ?
C00A S001 C00B 104.74(8) . . ?
N006 C008 C009 178.44(16) . . ?
C008 C009 C00D 116.30(13) . . ?
C008 C009 C00E 117.74(14) . . ?
C008 C009 C00H 112.83(14) . . ?
C00D C009 C00E 57.71(10) . . ?
C00H C009 C00D 121.58(14) . . ?
C00H C009 C00E 120.27(14) . . ?
C00F C00A S001 118.75(13) . . ?
C00G C00A S001 119.38(14) . . ?
C00G C00A C00F 121.85(17) . . ?
F002 C00B S001 107.82(11) . . ?
F002 C00B C00D 112.68(13) . . ?
F003 C00B S001 109.06(11) . . ?
F003 C00B F002 107.00(12) . . ?
F003 C00B C00D 112.66(13) . . ?
C00D C00B S001 107.48(10) . . ?
C00I C00C C00E 121.17(15) . . ?
C00J C00C C00E 119.20(14) . . ?
C00J C00C C00I 119.52(16) . . ?
C009 C00D H00D 114.4 . . ?
C00B C00D C009 122.24(13) . . ?
C00B C00D H00D 114.4 . . ?
C00E C00D C009 61.44(10) . . ?
C00E C00D C00B 119.73(14) . . ?
C00E C00D H00D 114.4 . . ?
C009 C00E H00E 114.6 . . ?
C00C C00E C009 120.38(14) . . ?
C00C C00E H00E 114.6 . . ?
C00D C00E C009 60.85(10) . . ?
C00D C00E C00C 121.53(13) . . ?
C00D C00E H00E 114.6 . . ?
C00A C00F H00F 120.9 . . ?
C00P C00F C00A 118.27(18) . . ?
C00P C00F H00F 120.9 . . ?
C00A C00G H00G 120.8 . . ?
C00A C00G C00N 118.46(19) . . ?
C00N C00G H00G 120.8 . . ?
N007 C00H C009 177.05(19) . . ?
C00C C00I H00I 120.0 . . ?
C00C C00I C00L 119.95(18) . . ?
C00L C00I H00I 120.0 . . ?
C00C C00J H00J 119.9 . . ?
C00C C00J C00M 120.27(17) . . ?
C00M C00J H00J 119.9 . . ?
C00L C00K H00K 120.0 . . ?
C00L C00K C00M 119.96(18) . . ?
C00M C00K H00K 120.0 . . ?
C00I C00L H00L 119.8 . . ?
C00K C00L C00I 120.35(18) . . ?
C00K C00L H00L 119.8 . . ?
C00J C00M H00M 120.0 . . ?
C00K C00M C00J 119.94(18) . . ?
C00K C00M H00M 120.0 . . ?
C00G C00N H00N 119.9 . . ?
C00O C00N C00G 120.29(19) . . ?
C00O C00N H00N 119.9 . . ?
C00N C00O H00O 119.6 . . ?
C00N C00O C00P 120.80(19) . . ?
C00P C00O H00O 119.6 . . ?
C00F C00P C00O 120.3(2) . . ?
C00F C00P H00P 119.9 . . ?
C00O C00P H00P 119.9 . . ?

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 C00A C00F C00P -179.90(14) . . . . ?
S001 C00A C00G C00N -178.52(14) . . . . ?
S001 C00B C00D C009 156.59(12) . . . . ?
S001 C00B C00D C00E 83.49(15) . . . . ?
F002 C00B C00D C009 37.9(2) . . . . ?
F002 C00B C00D C00E -35.16(19) . . . . ?
F003 C00B C00D C009 -83.25(17) . . . . ?
F003 C00B C00D C00E -156.35(13) . . . . ?
O004 S001 C00A C00F -170.08(13) . . . . ?
O004 S001 C00A C00G 8.24(17) . . . . ?
O004 S001 C00B F002 -175.40(10) . . . . ?
O004 S001 C00B F003 -59.55(13) . . . . ?
O004 S001 C00B C00D 62.87(12) . . . . ?
O005 S001 C00A C00F -34.42(16) . . . . ?
O005 S001 C00A C00G 143.91(14) . . . . ?
O005 S001 C00B F002 57.01(12) . . . . ?
O005 S001 C00B F003 172.85(10) . . . . ?
O005 S001 C00B C00D -64.72(12) . . . . ?
C008 C009 C00D C00B 143.52(15) . . . . ?
C008 C009 C00D C00E -107.56(16) . . . . ?
C008 C009 C00E C00C -6.5(2) . . . . ?
C008 C009 C00E C00D 105.07(15) . . . . ?
C009 C00D C00E C00C 109.70(17) . . . . ?
C00A S001 C00B F002 -59.15(12) . . . . ?
C00A S001 C00B F003 56.69(13) . . . . ?
C00A S001 C00B C00D 179.11(10) . . . . ?
C00A C00F C00P C00O -1.6(3) . . . . ?
C00A C00G C00N C00O -1.6(3) . . . . ?
C00B S001 C00A C00F 77.47(14) . . . . ?
C00B S001 C00A C00G -104.20(14) . . . . ?
C00B C00D C00E C009 112.87(15) . . . . ?
C00B C00D C00E C00C -137.43(16) . . . . ?
C00C C00I C00L C00K -0.4(3) . . . . ?
C00C C00J C00M C00K 0.5(3) . . . . ?
C00D C009 C00E C00C -111.54(16) . . . . ?
C00E C009 C00D C00B -108.92(16) . . . . ?
C00E C00C C00I C00L 177.32(17) . . . . ?
C00E C00C C00J C00M -177.42(16) . . . . ?
C00F C00A C00G C00N -0.2(3) . . . . ?
C00G C00A C00F C00P 1.8(3) . . . . ?
C00G C00N C00O C00P 1.8(3) . . . . ?
C00H C009 C00D C00B -0.8(2) . . . . ?
C00H C009 C00D C00E 108.15(17) . . . . ?
C00H C009 C00E C00C 138.07(16) . . . . ?
C00H C009 C00E C00D -110.39(17) . . . . ?
C00I C00C C00E C009 102.98(19) . . . . ?
C00I C00C C00E C00D 30.6(2) . . . . ?
C00I C00C C00J C00M -1.1(3) . . . . ?
C00J C00C C00E C009 -80.80(19) . . . . ?
C00J C00C C00E C00D -153.17(16) . . . . ?
C00J C00C C00I C00L 1.1(3) . . . . ?
C00L C00K C00M C00J 0.2(3) . . . . ?
C00M C00K C00L C00I -0.3(3) . . . . ?
C00N C00O C00P C00F -0.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cyj913
_database_code_depnum_ccdc_archive 'CCDC 2164517'
loop_
_audit_author_name
_audit_author_address
'Yue-Ji Chen'
;Tianjin University
China
;
_audit_update_record             
;
2022-04-05 deposited with the CCDC.	2023-08-31 downloaded from the CCDC.
;
_audit_creation_date             2021-10-10
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H14 F2 N2 O3 S'
_chemical_formula_sum            'C18 H14 F2 N2 O3 S'
_chemical_formula_weight         376.37
_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      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                   17.160(2)
_cell_length_b                   5.2325(5)
_cell_length_c                   20.233(2)
_cell_angle_alpha                90
_cell_angle_beta                 113.105(4)
_cell_angle_gamma                90
_cell_volume                     1671.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4075
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      24.75
_cell_measurement_theta_min      2.19
_shelx_estimated_absorpt_T_max   0.948
_shelx_estimated_absorpt_T_min   0.924
_exptl_absorpt_coefficient_mu    0.236
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1342 before and 0.0689 after correction.
The Ratio of minimum to maximum transmission is 0.9347.
The λ/2 correction factor is Not present.
;
_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    1.496
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1047
_diffrn_reflns_av_unetI/netI     0.0850
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            34639
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.621
_diffrn_reflns_theta_min         2.059
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2872
_reflns_number_total             4685
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4685
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1090
_refine_ls_R_factor_gt           0.0496
_refine_ls_restrained_S_all      1.031
_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)+(0.0420P)²+0.2442P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0939
_refine_ls_wR_factor_ref         0.1098
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C009(H009), C00E(H00E)
2.b Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q)
2.c X=CH2 refined with riding coordinates:
 N008(H00A,H00B)
;
_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
S01 S 0.41002(3) 0.45161(9) 0.53414(3) 0.01807(13) Uani 1 1 d . . . . .
F002 F 0.34207(7) 0.1035(2) 0.58726(6) 0.0221(3) Uani 1 1 d . . . . .
F003 F 0.31594(7) 0.4950(2) 0.60819(6) 0.0260(3) Uani 1 1 d . . . . .
O004 O 0.41349(8) 0.2829(3) 0.47983(7) 0.0234(3) Uani 1 1 d . . . . .
O005 O 0.39231(9) 0.7173(3) 0.51877(7) 0.0266(3) Uani 1 1 d . . . . .
O006 O 0.07197(9) 0.5304(3) 0.43591(8) 0.0305(4) Uani 1 1 d . . . . .
N007 N 0.17075(11) -0.1115(4) 0.59287(9) 0.0283(4) Uani 1 1 d . . . . .
N008 N 0.01587(11) 0.1365(4) 0.43174(9) 0.0321(5) Uani 1 1 d . . . . .
H00A H -0.035392 0.188337 0.409365 0.039 Uiso 1 1 calc R U . . .
H00B H 0.025868 -0.022242 0.442819 0.039 Uiso 1 1 calc R U . . .
C009 C 0.24173(12) 0.3364(4) 0.49136(10) 0.0179(4) Uani 1 1 d . . . . .
H009 H 0.227126 0.500806 0.466282 0.022 Uiso 1 1 calc R U . . .
C00A C 0.16650(12) 0.1789(4) 0.48802(10) 0.0194(4) Uani 1 1 d . . . . .
C00B C 0.49871(12) 0.4080(4) 0.61399(10) 0.0203(4) Uani 1 1 d . . . . .
C00C C 0.32216(12) 0.3377(4) 0.55683(10) 0.0182(4) Uani 1 1 d . . . . .
C00D C 0.17139(12) 0.0153(4) 0.54708(11) 0.0210(4) Uani 1 1 d . . . . .
C00E C 0.21834(12) 0.1091(4) 0.44338(10) 0.0191(4) Uani 1 1 d . . . . .
H00E H 0.256006 -0.038264 0.461440 0.023 Uiso 1 1 calc R U . . .
C00F C 0.18003(12) 0.1334(4) 0.36338(10) 0.0203(4) Uani 1 1 d . . . . .
C00G C 0.07986(12) 0.3024(4) 0.44928(10) 0.0231(5) Uani 1 1 d . . . . .
C00H C 0.55188(13) 0.2027(4) 0.62058(11) 0.0263(5) Uani 1 1 d . . . . .
H00H H 0.541066 0.088073 0.582873 0.032 Uiso 1 1 calc R U . . .
C00I C 0.11841(14) -0.0387(4) 0.32276(11) 0.0281(5) Uani 1 1 d . . . . .
H00I H 0.100226 -0.165736 0.345548 0.034 Uiso 1 1 calc R U . . .
C00J C 0.51318(14) 0.5814(4) 0.67001(11) 0.0283(5) Uani 1 1 d . . . . .
H00J H 0.477070 0.719442 0.664700 0.034 Uiso 1 1 calc R U . . .
C00K C 0.20699(13) 0.3208(4) 0.32863(11) 0.0267(5) Uani 1 1 d . . . . .
H00K H 0.248400 0.436948 0.355313 0.032 Uiso 1 1 calc R U . . .
C00L C 0.11126(14) 0.1627(4) 0.21462(11) 0.0324(5) Uani 1 1 d . . . . .
H00L H 0.088505 0.171684 0.164713 0.039 Uiso 1 1 calc R U . . .
C00M C 0.08373(15) -0.0226(4) 0.24845(12) 0.0339(6) Uani 1 1 d . . . . .
H00M H 0.041872 -0.137121 0.221524 0.041 Uiso 1 1 calc R U . . .
C00N C 0.17232(14) 0.3353(5) 0.25410(11) 0.0336(6) Uani 1 1 d . . . . .
H00N H 0.190335 0.461443 0.230923 0.040 Uiso 1 1 calc R U . . .
C00O C 0.63524(15) 0.3402(5) 0.74074(13) 0.0421(7) Uani 1 1 d . . . . .
H00O H 0.681047 0.315448 0.784181 0.051 Uiso 1 1 calc R U . . .
C00P C 0.62181(14) 0.1711(5) 0.68467(13) 0.0373(6) Uani 1 1 d . . . . .
H00P H 0.659411 0.037159 0.689916 0.045 Uiso 1 1 calc R U . . .
C00Q C 0.58218(16) 0.5429(5) 0.73319(12) 0.0389(6) Uani 1 1 d . . . . .
H00Q H 0.592879 0.655993 0.771222 0.047 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
S01 O004 1.4290(14) . ?
S01 O005 1.4310(14) . ?
S01 C00B 1.746(2) . ?
S01 C00C 1.839(2) . ?
F002 C00C 1.354(2) . ?
F003 C00C 1.362(2) . ?
O006 C00G 1.219(2) . ?
N007 C00D 1.143(2) . ?
N008 H00A 0.8600 . ?
N008 H00B 0.8600 . ?
N008 C00G 1.334(3) . ?
C009 H009 0.9800 . ?
C009 C00A 1.511(3) . ?
C009 C00C 1.492(3) . ?
C009 C00E 1.487(3) . ?
C00A C00D 1.445(3) . ?
C00A C00E 1.540(3) . ?
C00A C00G 1.526(3) . ?
C00B C00H 1.382(3) . ?
C00B C00J 1.396(3) . ?
C00E H00E 0.9800 . ?
C00E C00F 1.495(3) . ?
C00F C00I 1.386(3) . ?
C00F C00K 1.387(3) . ?
C00H H00H 0.9300 . ?
C00H C00P 1.388(3) . ?
C00I H00I 0.9300 . ?
C00I C00M 1.385(3) . ?
C00J H00J 0.9300 . ?
C00J C00Q 1.374(3) . ?
C00K H00K 0.9300 . ?
C00K C00N 1.389(3) . ?
C00L H00L 0.9300 . ?
C00L C00M 1.373(3) . ?
C00L C00N 1.376(3) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9300 . ?
C00O C00P 1.385(3) . ?
C00O C00Q 1.367(4) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O004 S01 O005 120.18(8) . . ?
O004 S01 C00B 110.27(9) . . ?
O004 S01 C00C 106.10(8) . . ?
O005 S01 C00B 111.21(9) . . ?
O005 S01 C00C 104.13(9) . . ?
C00B S01 C00C 103.22(9) . . ?
H00A N008 H00B 120.0 . . ?
C00G N008 H00A 120.0 . . ?
C00G N008 H00B 120.0 . . ?
C00A C009 H009 114.5 . . ?
C00C C009 H009 114.5 . . ?
C00C C009 C00A 121.25(16) . . ?
C00E C009 H009 114.5 . . ?
C00E C009 C00A 61.80(13) . . ?
C00E C009 C00C 120.13(17) . . ?
C009 C00A C00E 58.36(12) . . ?
C009 C00A C00G 115.79(16) . . ?
C00D C00A C009 120.99(16) . . ?
C00D C00A C00E 119.02(17) . . ?
C00D C00A C00G 113.84(16) . . ?
C00G C00A C00E 118.03(15) . . ?
C00H C00B S01 119.59(16) . . ?
C00H C00B C00J 121.79(19) . . ?
C00J C00B S01 118.61(16) . . ?
F002 C00C S01 108.75(12) . . ?
F002 C00C F003 106.35(14) . . ?
F002 C00C C009 112.35(15) . . ?
F003 C00C S01 108.18(12) . . ?
F003 C00C C009 110.99(16) . . ?
C009 C00C S01 110.06(13) . . ?
N007 C00D C00A 176.3(2) . . ?
C009 C00E C00A 59.84(12) . . ?
C009 C00E H00E 114.6 . . ?
C009 C00E C00F 122.01(17) . . ?
C00A C00E H00E 114.6 . . ?
C00F C00E C00A 120.35(16) . . ?
C00F C00E H00E 114.6 . . ?
C00I C00F C00E 119.72(18) . . ?
C00I C00F C00K 119.14(18) . . ?
C00K C00F C00E 121.11(18) . . ?
O006 C00G N008 124.73(19) . . ?
O006 C00G C00A 121.97(18) . . ?
N008 C00G C00A 113.30(18) . . ?
C00B C00H H00H 120.7 . . ?
C00B C00H C00P 118.6(2) . . ?
C00P C00H H00H 120.7 . . ?
C00F C00I H00I 119.8 . . ?
C00M C00I C00F 120.4(2) . . ?
C00M C00I H00I 119.8 . . ?
C00B C00J H00J 120.9 . . ?
C00Q C00J C00B 118.3(2) . . ?
C00Q C00J H00J 120.9 . . ?
C00F C00K H00K 119.9 . . ?
C00F C00K C00N 120.2(2) . . ?
C00N C00K H00K 119.9 . . ?
C00M C00L H00L 119.8 . . ?
C00M C00L C00N 120.4(2) . . ?
C00N C00L H00L 119.8 . . ?
C00I C00M H00M 120.0 . . ?
C00L C00M C00I 119.9(2) . . ?
C00L C00M H00M 120.0 . . ?
C00K C00N H00N 120.1 . . ?
C00L C00N C00K 119.9(2) . . ?
C00L C00N H00N 120.1 . . ?
C00P C00O H00O 119.5 . . ?
C00Q C00O H00O 119.5 . . ?
C00Q C00O C00P 121.0(2) . . ?
C00H C00P H00P 120.2 . . ?
C00O C00P C00H 119.6(2) . . ?
C00O C00P H00P 120.2 . . ?
C00J C00Q H00Q 119.6 . . ?
C00O C00Q C00J 120.7(2) . . ?
C00O C00Q H00Q 119.6 . . ?

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
S01 C00B C00H C00P -179.72(16) . . . . ?
S01 C00B C00J C00Q 178.73(16) . . . . ?
O004 S01 C00B C00H -10.29(19) . . . . ?
O004 S01 C00B C00J 170.51(15) . . . . ?
O004 S01 C00C F002 65.43(13) . . . . ?
O004 S01 C00C F003 -179.46(11) . . . . ?
O004 S01 C00C C009 -58.04(15) . . . . ?
O005 S01 C00B C00H -146.19(16) . . . . ?
O005 S01 C00B C00J 34.61(19) . . . . ?
O005 S01 C00C F002 -166.82(11) . . . . ?
O005 S01 C00C F003 -51.71(14) . . . . ?
O005 S01 C00C C009 69.71(15) . . . . ?
C009 C00A C00E C00F -111.7(2) . . . . ?
C009 C00A C00G O006 -15.5(3) . . . . ?
C009 C00A C00G N008 163.95(17) . . . . ?
C009 C00E C00F C00I -143.4(2) . . . . ?
C009 C00E C00F C00K 38.7(3) . . . . ?
C00A C009 C00C S01 160.62(14) . . . . ?
C00A C009 C00C F002 39.3(2) . . . . ?
C00A C009 C00C F003 -79.6(2) . . . . ?
C00A C009 C00E C00F 109.0(2) . . . . ?
C00A C00E C00F C00I -72.1(3) . . . . ?
C00A C00E C00F C00K 110.0(2) . . . . ?
C00B S01 C00C F002 -50.56(14) . . . . ?
C00B S01 C00C F003 64.55(14) . . . . ?
C00B S01 C00C C009 -174.03(13) . . . . ?
C00B C00H C00P C00O 1.8(3) . . . . ?
C00B C00J C00Q C00O 0.2(3) . . . . ?
C00C S01 C00B C00H 102.70(17) . . . . ?
C00C S01 C00B C00J -76.50(17) . . . . ?
C00C C009 C00A C00D -2.8(3) . . . . ?
C00C C009 C00A C00E -109.9(2) . . . . ?
C00C C009 C00A C00G 141.70(18) . . . . ?
C00C C009 C00E C00A 111.68(19) . . . . ?
C00C C009 C00E C00F -139.30(19) . . . . ?
C00D C00A C00E C009 -110.48(19) . . . . ?
C00D C00A C00E C00F 137.79(19) . . . . ?
C00D C00A C00G O006 131.5(2) . . . . ?
C00D C00A C00G N008 -49.0(2) . . . . ?
C00E C009 C00A C00D 107.1(2) . . . . ?
C00E C009 C00A C00G -108.37(18) . . . . ?
C00E C009 C00C S01 87.30(18) . . . . ?
C00E C009 C00C F002 -34.0(2) . . . . ?
C00E C009 C00C F003 -152.97(16) . . . . ?
C00E C00A C00G O006 -81.7(2) . . . . ?
C00E C00A C00G N008 97.7(2) . . . . ?
C00E C00F C00I C00M -178.4(2) . . . . ?
C00E C00F C00K C00N 178.08(19) . . . . ?
C00F C00I C00M C00L 0.9(3) . . . . ?
C00F C00K C00N C00L -0.2(3) . . . . ?
C00G C00A C00E C009 104.54(19) . . . . ?
C00G C00A C00E C00F -7.2(3) . . . . ?
C00H C00B C00J C00Q -0.5(3) . . . . ?
C00I C00F C00K C00N 0.2(3) . . . . ?
C00J C00B C00H C00P -0.5(3) . . . . ?
C00K C00F C00I C00M -0.5(3) . . . . ?
C00M C00L C00N C00K 0.6(4) . . . . ?
C00N C00L C00M C00I -0.9(4) . . . . ?
C00P C00O C00Q C00J 1.1(4) . . . . ?
C00Q C00O C00P C00H -2.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_0710_14_0m
_database_code_depnum_ccdc_archive 'CCDC 2281368'
loop_
_audit_author_name
_audit_author_address
'Chengfeng Gao'
;TianJin University
China
;
_audit_update_record             
;
2023-07-31 deposited with the CCDC.	2023-08-31 downloaded from the CCDC.
;
_audit_creation_date             2023-07-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H16 F2 N2 O2 S'
_chemical_formula_sum            'C18 H16 F2 N2 O2 S'
_chemical_formula_weight         362.39
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   11.4509(2)
_cell_length_b                   11.4766(3)
_cell_length_c                   14.0514(3)
_cell_angle_alpha                76.0700(10)
_cell_angle_beta                 88.9940(10)
_cell_angle_gamma                82.2600(10)
_cell_volume                     1775.75(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7303
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      74.74
_cell_measurement_theta_min      3.24
_shelx_estimated_absorpt_T_max   0.831
_shelx_estimated_absorpt_T_min   0.699
_exptl_absorpt_coefficient_mu    1.926
_exptl_absorpt_correction_T_max  0.0872
_exptl_absorpt_correction_T_min  0.0097
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1176 before and 0.0570 after correction.
The Ratio of minimum to maximum transmission is 0.1112.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            23977
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.921
_diffrn_reflns_theta_min         3.241
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           0.95
_diffrn_source_power             0.0475
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6257
_reflns_number_total             7255
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.823
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         7255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0762
_refine_ls_restrained_S_all      1.078
_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)+(0.1565P)²+0.0133P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1938
_refine_ls_wR_factor_ref         0.2037
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Riding coordinates:
 N00B(H00D), N00C(H00C)
2.b Ternary CH refined with riding coordinates:
 C00H(H00H), C00J(H00J), C00N(H00N), C00P(H00P)
2.c Secondary CH2 refined with riding coordinates:
 C00R(H00A,H00B), C00W(H00E,H00F)
2.d Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00M(H00M), C00S(H00S), C00T(H00T), C00X(H00X), C00Y(H00Y),
 C00Z(H00Z), C010(H010), C011(H011), C012(H012), C013(H013), C014(H014),
 C015(H015), C016(H016), C017(H017), C018(H018), C019(H019), C01A(H01A),
 C01B(H01B), C01C(H01C), C01D(H01D), C01E(H01E)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.53713(4) 0.99983(5) 0.78269(3) 0.05681(18) Uani 1 1 d . . . . .
S002 S 0.77095(4) 0.60257(4) 0.32589(3) 0.05518(18) Uani 1 1 d . . . . .
F003 F 0.69890(11) 0.41014(11) 0.29194(10) 0.0648(3) Uani 1 1 d . . . . .
F004 F 0.75959(11) 0.53586(13) 0.16533(10) 0.0672(3) Uani 1 1 d . . . . .
F005 F 0.39898(12) 0.87315(14) 0.89277(9) 0.0718(4) Uani 1 1 d . . . . .
F006 F 0.46049(13) 0.80135(12) 0.76812(11) 0.0703(4) Uani 1 1 d . . . . .
O007 O 0.70680(13) 0.59754(15) 0.41517(11) 0.0620(4) Uani 1 1 d . . . . .
O008 O 0.78754(14) 0.71850(14) 0.26481(12) 0.0652(4) Uani 1 1 d . . . . .
O009 O 0.57530(14) 1.02771(17) 0.68313(12) 0.0687(4) Uani 1 1 d . . . . .
O00A O 0.49014(15) 1.09643(15) 0.82616(13) 0.0693(4) Uani 1 1 d . . . . .
N00B N 0.38083(17) 0.61506(17) 0.44285(14) 0.0627(4) Uani 1 1 d . . . . .
H00D H 0.360294 0.672291 0.474160 0.075 Uiso 1 1 d R U . . .
N00C N 0.36615(17) 1.11106(17) 0.47343(14) 0.0630(4) Uani 1 1 d . . . . .
H00C H 0.378506 1.183646 0.440176 0.076 Uiso 1 1 d R U . . .
N00D N 0.41123(17) 0.35039(17) 0.35706(15) 0.0656(4) Uani 1 1 d . . . . .
N00E N 0.31929(19) 0.80879(17) 0.54630(14) 0.0662(4) Uani 1 1 d . . . . .
C00F C 0.44750(17) 0.44128(18) 0.33454(14) 0.0550(4) Uani 1 1 d . . . . .
C00G C 0.34268(18) 1.09201(19) 0.56909(15) 0.0565(4) Uani 1 1 d . . . . .
H00G H 0.340362 1.159310 0.597710 0.068 Uiso 1 1 calc R U . . .
C00H C 0.32197(17) 0.98562(18) 0.62876(14) 0.0536(4) Uani 1 1 d . . . . .
H00H H 0.235174 1.008404 0.616579 0.064 Uiso 1 1 calc R U . . .
C00I C 0.32149(18) 0.88519(19) 0.58559(14) 0.0562(4) Uani 1 1 d . . . . .
C00J C 0.48555(17) 0.55756(18) 0.30812(14) 0.0531(4) Uani 1 1 d . . . . .
H00J H 0.556210 0.526404 0.352254 0.064 Uiso 1 1 calc R U . . .
C00K C 0.41696(19) 0.90431(19) 0.79456(15) 0.0578(4) Uani 1 1 d . . . . .
C00L C 0.90680(18) 0.50975(19) 0.35234(16) 0.0580(4) Uani 1 1 d . . . . .
C00M C 0.44756(18) 0.63728(18) 0.36348(15) 0.0560(4) Uani 1 1 d . . . . .
H00M H 0.470716 0.715886 0.343749 0.067 Uiso 1 1 calc R U . . .
C00N C 0.56497(18) 0.58729(19) 0.22136(14) 0.0559(4) Uani 1 1 d . . . . .
H00N H 0.564055 0.677168 0.202349 0.067 Uiso 1 1 calc R U . . .
C00O C 0.69228(18) 0.52907(18) 0.24657(15) 0.0567(4) Uani 1 1 d . . . . .
C00P C 0.30455(18) 0.96749(19) 0.73813(15) 0.0563(4) Uani 1 1 d . . . . .
H00P H 0.285584 1.049147 0.752420 0.068 Uiso 1 1 calc R U . . .
C00Q C 0.08424(19) 0.9618(2) 0.73279(16) 0.0627(5) Uani 1 1 d . . . . .
C00R C 0.2010(2) 0.8939(2) 0.77553(16) 0.0630(5) Uani 1 1 d . . . . .
H00A H 0.214857 0.815196 0.757175 0.076 Uiso 1 1 calc R U . . .
H00B H 0.198504 0.877362 0.847958 0.076 Uiso 1 1 calc R U . . .
C00S C 1.0031(2) 0.5399(3) 0.29513(18) 0.0699(6) Uani 1 1 d . . . . .
H00S H 0.995900 0.608739 0.241102 0.084 Uiso 1 1 calc R U . . .
C00T C 0.9155(2) 0.4089(2) 0.43202(18) 0.0653(5) Uani 1 1 d . . . . .
H00T H 0.848585 0.390146 0.470713 0.078 Uiso 1 1 calc R U . . .
C00U C 0.3944(2) 0.5976(3) 0.10443(15) 0.0681(6) Uani 1 1 d . . . . .
C00V C 0.65136(19) 0.9056(2) 0.85749(16) 0.0618(5) Uani 1 1 d . . . . .
C00W C 0.5215(2) 0.5474(2) 0.13133(16) 0.0665(5) Uani 1 1 d . . . . .
H00E H 0.571568 0.575340 0.074493 0.080 Uiso 1 1 calc R U . . .
H00F H 0.530153 0.457803 0.146234 0.080 Uiso 1 1 calc R U . . .
C00X C 0.6506(2) 0.8974(2) 0.95709(18) 0.0710(6) Uani 1 1 d . . . . .
H00X H 0.590384 0.943736 0.984894 0.085 Uiso 1 1 calc R U . . .
C00Y C 0.3541(2) 0.7192(3) 0.09272(19) 0.0773(7) Uani 1 1 d . . . . .
H00Y H 0.407280 0.771578 0.103805 0.093 Uiso 1 1 calc R U . . .
C00Z C 1.1107(2) 0.4668(3) 0.3190(2) 0.0796(7) Uani 1 1 d . . . . .
H00Z H 1.178269 0.485762 0.281246 0.095 Uiso 1 1 calc R U . . .
C010 C 1.0225(2) 0.3373(2) 0.4535(2) 0.0731(6) Uani 1 1 d . . . . .
H010 H 1.029897 0.267740 0.506819 0.088 Uiso 1 1 calc R U . . .
C011 C 0.0290(2) 0.9301(3) 0.65787(19) 0.0734(6) Uani 1 1 d . . . . .
H011 H 0.064098 0.863208 0.633723 0.088 Uiso 1 1 calc R U . . .
C012 C -0.1296(2) 1.0909(3) 0.6520(2) 0.0814(7) Uani 1 1 d . . . . .
H012 H -0.202592 1.134361 0.624473 0.098 Uiso 1 1 calc R U . . .
C013 C 1.1197(2) 0.3672(3) 0.3969(2) 0.0780(7) Uani 1 1 d . . . . .
H013 H 1.193580 0.317841 0.412343 0.094 Uiso 1 1 calc R U . . .
C014 C 0.3159(3) 0.5213(3) 0.0887(2) 0.0858(8) Uani 1 1 d . . . . .
H014 H 0.340727 0.436926 0.097374 0.103 Uiso 1 1 calc R U . . .
C015 C 0.7387(2) 0.8414(3) 0.8139(2) 0.0783(7) Uani 1 1 d . . . . .
H015 H 0.737771 0.848695 0.745074 0.094 Uiso 1 1 calc R U . . .
C016 C -0.0770(2) 0.9947(3) 0.6175(2) 0.0842(8) Uani 1 1 d . . . . .
H016 H -0.113445 0.972177 0.565663 0.101 Uiso 1 1 calc R U . . .
C017 C 0.0307(2) 1.0595(3) 0.7670(2) 0.0764(6) Uani 1 1 d . . . . .
H017 H 0.067248 1.082801 0.818510 0.092 Uiso 1 1 calc R U . . .
C018 C 0.7387(3) 0.8211(3) 1.0158(2) 0.0871(8) Uani 1 1 d . . . . .
H018 H 0.739245 0.813546 1.084673 0.105 Uiso 1 1 calc R U . . .
C019 C -0.0766(2) 1.1241(3) 0.7263(3) 0.0849(7) Uani 1 1 d . . . . .
H019 H -0.112639 1.190809 0.750155 0.102 Uiso 1 1 calc R U . . .
C01A C 0.2390(3) 0.7671(3) 0.0654(2) 0.0882(8) Uani 1 1 d . . . . .
H01A H 0.213108 0.850894 0.059060 0.106 Uiso 1 1 calc R U . . .
C01B C 0.8259(3) 0.7560(3) 0.9734(3) 0.0982(10) Uani 1 1 d . . . . .
H01B H 0.886252 0.702900 1.013601 0.118 Uiso 1 1 calc R U . . .
C01C C 0.8270(3) 0.7668(3) 0.8728(3) 0.0990(10) Uani 1 1 d . . . . .
H01C H 0.888615 0.722626 0.844605 0.119 Uiso 1 1 calc R U . . .
C01D C 0.1991(3) 0.5711(5) 0.0595(3) 0.1065(12) Uani 1 1 d . . . . .
H01D H 0.145163 0.519629 0.048181 0.128 Uiso 1 1 calc R U . . .
C01E C 0.1618(3) 0.6918(4) 0.0473(2) 0.1008(11) Uani 1 1 d . . . . .
H01E H 0.083090 0.724013 0.026496 0.121 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 O009 1.4322(16) . ?
S001 O00A 1.4302(17) . ?
S001 C00K 1.853(2) . ?
S001 C00V 1.762(2) . ?
S002 O007 1.4357(15) . ?
S002 O008 1.4336(16) . ?
S002 C00L 1.754(2) . ?
S002 C00O 1.860(2) . ?
F003 C00O 1.353(2) . ?
F004 C00O 1.359(2) . ?
F005 C00K 1.359(2) . ?
F006 C00K 1.353(2) . ?
N00B H00D 0.8799 . ?
N00B C00M 1.334(3) . ?
N00C H00C 0.8800 . ?
N00C C00G 1.337(3) . ?
N00D C00F 1.146(3) . ?
N00E C00I 1.146(3) . ?
C00F C00J 1.422(3) . ?
C00G H00G 0.9500 . ?
C00G C00H 1.352(3) . ?
C00H H00H 1.0000 . ?
C00H C00I 1.426(3) . ?
C00H C00P 1.514(3) . ?
C00J H00J 1.0000 . ?
C00J C00M 1.362(3) . ?
C00J C00N 1.508(3) . ?
C00K C00P 1.523(3) . ?
C00L C00S 1.386(3) . ?
C00L C00T 1.397(3) . ?
C00M H00M 0.9500 . ?
C00N H00N 1.0000 . ?
C00N C00O 1.529(3) . ?
C00N C00W 1.556(3) . ?
C00P H00P 1.0000 . ?
C00P C00R 1.558(3) . ?
C00Q C00R 1.509(3) . ?
C00Q C011 1.382(3) . ?
C00Q C017 1.389(4) . ?
C00R H00A 0.9900 . ?
C00R H00B 0.9900 . ?
C00S H00S 0.9500 . ?
C00S C00Z 1.392(4) . ?
C00T H00T 0.9500 . ?
C00T C010 1.374(3) . ?
C00U C00W 1.510(4) . ?
C00U C00Y 1.381(4) . ?
C00U C014 1.391(4) . ?
C00V C00X 1.380(3) . ?
C00V C015 1.384(4) . ?
C00W H00E 0.9900 . ?
C00W H00F 0.9900 . ?
C00X H00X 0.9500 . ?
C00X C018 1.382(4) . ?
C00Y H00Y 0.9500 . ?
C00Y C01A 1.382(4) . ?
C00Z H00Z 0.9500 . ?
C00Z C013 1.373(4) . ?
C010 H010 0.9500 . ?
C010 C013 1.389(4) . ?
C011 H011 0.9500 . ?
C011 C016 1.387(4) . ?
C012 H012 0.9500 . ?
C012 C016 1.373(5) . ?
C012 C019 1.371(4) . ?
C013 H013 0.9500 . ?
C014 H014 0.9500 . ?
C014 C01D 1.409(5) . ?
C015 H015 0.9500 . ?
C015 C01C 1.377(4) . ?
C016 H016 0.9500 . ?
C017 H017 0.9500 . ?
C017 C019 1.401(4) . ?
C018 H018 0.9500 . ?
C018 C01B 1.380(5) . ?
C019 H019 0.9500 . ?
C01A H01A 0.9500 . ?
C01A C01E 1.383(5) . ?
C01B H01B 0.9500 . ?
C01B C01C 1.389(5) . ?
C01C H01C 0.9500 . ?
C01D H01D 0.9500 . ?
C01D C01E 1.363(6) . ?
C01E H01E 0.9500 . ?

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
O009 S001 C00K 109.65(10) . . ?
O009 S001 C00V 109.22(11) . . ?
O00A S001 O009 119.27(11) . . ?
O00A S001 C00K 103.80(10) . . ?
O00A S001 C00V 110.00(11) . . ?
C00V S001 C00K 103.70(10) . . ?
O007 S002 C00L 108.98(10) . . ?
O007 S002 C00O 108.39(9) . . ?
O008 S002 O007 118.98(10) . . ?
O008 S002 C00L 110.30(10) . . ?
O008 S002 C00O 105.06(10) . . ?
C00L S002 C00O 104.02(10) . . ?
C00M N00B H00D 119.8 . . ?
C00G N00C H00C 119.7 . . ?
N00D C00F C00J 176.4(2) . . ?
N00C C00G H00G 117.1 . . ?
N00C C00G C00H 125.88(19) . . ?
C00H C00G H00G 117.1 . . ?
C00G C00H H00H 90.7 . . ?
C00G C00H C00I 117.34(18) . . ?
C00G C00H C00P 123.38(18) . . ?
C00I C00H H00H 90.7 . . ?
C00I C00H C00P 119.22(17) . . ?
C00P C00H H00H 90.7 . . ?
N00E C00I C00H 176.4(2) . . ?
C00F C00J H00J 90.0 . . ?
C00F C00J C00N 119.33(17) . . ?
C00M C00J C00F 117.54(18) . . ?
C00M C00J H00J 90.0 . . ?
C00M C00J C00N 123.13(18) . . ?
C00N C00J H00J 90.0 . . ?
F005 C00K S001 103.55(14) . . ?
F005 C00K C00P 111.72(17) . . ?
F006 C00K S001 107.51(14) . . ?
F006 C00K F005 106.80(17) . . ?
F006 C00K C00P 112.50(17) . . ?
C00P C00K S001 114.13(14) . . ?
C00S C00L S002 119.17(18) . . ?
C00S C00L C00T 121.8(2) . . ?
C00T C00L S002 118.99(16) . . ?
N00B C00M C00J 125.95(19) . . ?
N00B C00M H00M 117.0 . . ?
C00J C00M H00M 117.0 . . ?
C00J C00N H00N 108.0 . . ?
C00J C00N C00O 111.65(16) . . ?
C00J C00N C00W 111.89(17) . . ?
C00O C00N H00N 108.0 . . ?
C00O C00N C00W 109.25(17) . . ?
C00W C00N H00N 108.0 . . ?
F003 C00O S002 107.46(14) . . ?
F003 C00O F004 106.52(16) . . ?
F003 C00O C00N 111.89(16) . . ?
F004 C00O S002 104.42(13) . . ?
F004 C00O C00N 112.02(17) . . ?
C00N C00O S002 113.98(14) . . ?
C00H C00P C00K 110.84(17) . . ?
C00H C00P H00P 108.0 . . ?
C00H C00P C00R 112.51(17) . . ?
C00K C00P H00P 108.0 . . ?
C00K C00P C00R 109.32(17) . . ?
C00R C00P H00P 108.0 . . ?
C011 C00Q C00R 121.2(2) . . ?
C011 C00Q C017 118.4(2) . . ?
C017 C00Q C00R 120.4(2) . . ?
C00P C00R H00A 109.3 . . ?
C00P C00R H00B 109.3 . . ?
C00Q C00R C00P 111.46(18) . . ?
C00Q C00R H00A 109.3 . . ?
C00Q C00R H00B 109.3 . . ?
H00A C00R H00B 108.0 . . ?
C00L C00S H00S 120.9 . . ?
C00L C00S C00Z 118.2(2) . . ?
C00Z C00S H00S 120.9 . . ?
C00L C00T H00T 120.6 . . ?
C010 C00T C00L 118.9(2) . . ?
C010 C00T H00T 120.6 . . ?
C00Y C00U C00W 121.3(2) . . ?
C00Y C00U C014 118.7(3) . . ?
C014 C00U C00W 120.0(3) . . ?
C00X C00V S001 119.28(19) . . ?
C00X C00V C015 122.2(2) . . ?
C015 C00V S001 118.47(19) . . ?
C00N C00W H00E 109.1 . . ?
C00N C00W H00F 109.1 . . ?
C00U C00W C00N 112.32(19) . . ?
C00U C00W H00E 109.1 . . ?
C00U C00W H00F 109.1 . . ?
H00E C00W H00F 107.9 . . ?
C00V C00X H00X 120.4 . . ?
C00V C00X C018 119.1(3) . . ?
C018 C00X H00X 120.4 . . ?
C00U C00Y H00Y 119.0 . . ?
C00U C00Y C01A 122.0(3) . . ?
C01A C00Y H00Y 119.0 . . ?
C00S C00Z H00Z 119.9 . . ?
C013 C00Z C00S 120.3(2) . . ?
C013 C00Z H00Z 119.9 . . ?
C00T C010 H010 120.1 . . ?
C00T C010 C013 119.7(2) . . ?
C013 C010 H010 120.1 . . ?
C00Q C011 H011 119.6 . . ?
C00Q C011 C016 120.8(3) . . ?
C016 C011 H011 119.6 . . ?
C016 C012 H012 120.1 . . ?
C019 C012 H012 120.1 . . ?
C019 C012 C016 119.8(3) . . ?
C00Z C013 C010 121.1(2) . . ?
C00Z C013 H013 119.4 . . ?
C010 C013 H013 119.4 . . ?
C00U C014 H014 120.5 . . ?
C00U C014 C01D 118.9(4) . . ?
C01D C014 H014 120.5 . . ?
C00V C015 H015 120.9 . . ?
C01C C015 C00V 118.2(3) . . ?
C01C C015 H015 120.9 . . ?
C011 C016 H016 119.7 . . ?
C012 C016 C011 120.5(3) . . ?
C012 C016 H016 119.7 . . ?
C00Q C017 H017 119.7 . . ?
C00Q C017 C019 120.5(3) . . ?
C019 C017 H017 119.7 . . ?
C00X C018 H018 120.4 . . ?
C01B C018 C00X 119.2(3) . . ?
C01B C018 H018 120.4 . . ?
C012 C019 C017 120.0(3) . . ?
C012 C019 H019 120.0 . . ?
C017 C019 H019 120.0 . . ?
C00Y C01A H01A 120.4 . . ?
C00Y C01A C01E 119.2(4) . . ?
C01E C01A H01A 120.4 . . ?
C018 C01B H01B 119.5 . . ?
C018 C01B C01C 121.1(3) . . ?
C01C C01B H01B 119.5 . . ?
C015 C01C C01B 120.1(3) . . ?
C015 C01C H01C 120.0 . . ?
C01B C01C H01C 120.0 . . ?
C014 C01D H01D 119.4 . . ?
C01E C01D C014 121.3(3) . . ?
C01E C01D H01D 119.4 . . ?
C01A C01E H01E 120.1 . . ?
C01D C01E C01A 119.8(3) . . ?
C01D C01E H01E 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S001 C00K C00P C00H 70.88(19) . . . . ?
S001 C00K C00P C00R -164.53(14) . . . . ?
S001 C00V C00X C018 178.4(2) . . . . ?
S001 C00V C015 C01C -179.2(2) . . . . ?
S002 C00L C00S C00Z 178.4(2) . . . . ?
S002 C00L C00T C010 -179.04(19) . . . . ?
F005 C00K C00P C00H -172.07(16) . . . . ?
F005 C00K C00P C00R -47.5(2) . . . . ?
F006 C00K C00P C00H -52.0(2) . . . . ?
F006 C00K C00P C00R 72.6(2) . . . . ?
O007 S002 C00L C00S -149.5(2) . . . . ?
O007 S002 C00L C00T 29.0(2) . . . . ?
O007 S002 C00O F003 -66.05(15) . . . . ?
O007 S002 C00O F004 -178.92(13) . . . . ?
O007 S002 C00O C00N 58.53(17) . . . . ?
O008 S002 C00L C00S -17.2(2) . . . . ?
O008 S002 C00L C00T 161.34(18) . . . . ?
O008 S002 C00O F003 165.76(13) . . . . ?
O008 S002 C00O F004 52.90(15) . . . . ?
O008 S002 C00O C00N -69.65(16) . . . . ?
O009 S001 C00K F005 173.12(13) . . . . ?
O009 S001 C00K F006 60.31(16) . . . . ?
O009 S001 C00K C00P -65.21(17) . . . . ?
O009 S001 C00V C00X 159.9(2) . . . . ?
O009 S001 C00V C015 -20.5(2) . . . . ?
O00A S001 C00K F005 -58.40(16) . . . . ?
O00A S001 C00K F006 -171.21(13) . . . . ?
O00A S001 C00K C00P 63.27(17) . . . . ?
O00A S001 C00V C00X 27.2(2) . . . . ?
O00A S001 C00V C015 -153.1(2) . . . . ?
N00C C00G C00H C00I -2.0(3) . . . . ?
N00C C00G C00H C00P 175.4(2) . . . . ?
C00F C00J C00M N00B 2.5(3) . . . . ?
C00F C00J C00N C00O -77.2(2) . . . . ?
C00F C00J C00N C00W 45.6(3) . . . . ?
C00G C00H C00P C00K -100.4(2) . . . . ?
C00G C00H C00P C00R 136.9(2) . . . . ?
C00H C00P C00R C00Q -64.8(2) . . . . ?
C00I C00H C00P C00K 77.0(2) . . . . ?
C00I C00H C00P C00R -45.7(3) . . . . ?
C00J C00N C00O S002 -73.29(19) . . . . ?
C00J C00N C00O F003 48.9(2) . . . . ?
C00J C00N C00O F004 168.43(16) . . . . ?
C00J C00N C00W C00U 53.6(3) . . . . ?
C00K S001 C00V C00X -83.3(2) . . . . ?
C00K S001 C00V C015 96.4(2) . . . . ?
C00K C00P C00R C00Q 171.63(18) . . . . ?
C00L S002 C00O F003 49.82(15) . . . . ?
C00L S002 C00O F004 -63.05(15) . . . . ?
C00L S002 C00O C00N 174.40(14) . . . . ?
C00L C00S C00Z C013 0.4(4) . . . . ?
C00L C00T C010 C013 0.9(4) . . . . ?
C00M C00J C00N C00O 102.9(2) . . . . ?
C00M C00J C00N C00W -134.3(2) . . . . ?
C00N C00J C00M N00B -177.5(2) . . . . ?
C00O S002 C00L C00S 95.0(2) . . . . ?
C00O S002 C00L C00T -86.5(2) . . . . ?
C00O C00N C00W C00U 177.75(18) . . . . ?
C00Q C011 C016 C012 -0.6(4) . . . . ?
C00Q C017 C019 C012 0.0(4) . . . . ?
C00R C00Q C011 C016 -178.5(2) . . . . ?
C00R C00Q C017 C019 178.8(2) . . . . ?
C00S C00L C00T C010 -0.6(4) . . . . ?
C00S C00Z C013 C010 -0.1(5) . . . . ?
C00T C00L C00S C00Z -0.1(4) . . . . ?
C00T C010 C013 C00Z -0.5(5) . . . . ?
C00U C00Y C01A C01E -1.2(4) . . . . ?
C00U C014 C01D C01E -0.4(5) . . . . ?
C00V S001 C00K F005 56.58(16) . . . . ?
C00V S001 C00K F006 -56.23(16) . . . . ?
C00V S001 C00K C00P 178.25(15) . . . . ?
C00V C00X C018 C01B 0.7(4) . . . . ?
C00V C015 C01C C01B 0.9(5) . . . . ?
C00W C00N C00O S002 162.41(15) . . . . ?
C00W C00N C00O F003 -75.4(2) . . . . ?
C00W C00N C00O F004 44.1(2) . . . . ?
C00W C00U C00Y C01A 178.1(2) . . . . ?
C00W C00U C014 C01D -177.3(2) . . . . ?
C00X C00V C015 C01C 0.4(5) . . . . ?
C00X C018 C01B C01C 0.5(5) . . . . ?
C00Y C00U C00W C00N 50.2(3) . . . . ?
C00Y C00U C014 C01D 1.2(4) . . . . ?
C00Y C01A C01E C01D 2.0(5) . . . . ?
C011 C00Q C00R C00P 103.8(2) . . . . ?
C011 C00Q C017 C019 0.0(4) . . . . ?
C014 C00U C00W C00N -131.3(2) . . . . ?
C014 C00U C00Y C01A -0.4(4) . . . . ?
C014 C01D C01E C01A -1.2(5) . . . . ?
C015 C00V C00X C018 -1.2(4) . . . . ?
C016 C012 C019 C017 -0.2(5) . . . . ?
C017 C00Q C00R C00P -75.0(3) . . . . ?
C017 C00Q C011 C016 0.3(4) . . . . ?
C018 C01B C01C C015 -1.4(6) . . . . ?
C019 C012 C016 C011 0.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cyj20211116
_database_code_depnum_ccdc_archive 'CCDC 2163530'
loop_
_audit_author_name
_audit_author_address
'Yue-Ji Chen'
;Tianjin University
China
;
_audit_update_record             
;
2022-03-31 deposited with the CCDC.	2023-08-31 downloaded from the CCDC.
;
_audit_creation_date             2021-11-16
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.11.04 svn.r5db059d7 for OlexSys, GUI svn.r6419)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H6 F6 N2'
_chemical_formula_sum            'C13 H6 F6 N2'
_chemical_formula_weight         304.20
_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'

_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                   8.4191(9)
_cell_length_b                   12.5633(10)
_cell_length_c                   12.8164(12)
_cell_angle_alpha                90
_cell_angle_beta                 107.388(10)
_cell_angle_gamma                90
_cell_volume                     1293.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5068
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5870
_cell_measurement_theta_min      2.4250
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.952
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63660
_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    1.562
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.850
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10601
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.850
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.267
_diffrn_reflns_theta_min         2.324
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.850
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -71.00 -45.00   0.50   12.00    --   -9.80  35.00  63.00   52
  2  ω     55.00  81.00   0.50   12.00    --    5.00  55.00   0.00   52
  3  ω    -99.00  80.00   0.50   12.00    --   -9.80  55.00-180.00  358
  4  ω    -26.00  73.00   0.50   12.00    --   -9.80  35.00  63.00  198
;
_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      -0.0736371000
_diffrn_orient_matrix_UB_12      -0.0304603000
_diffrn_orient_matrix_UB_13      -0.0085096000
_diffrn_orient_matrix_UB_21      0.0001281000
_diffrn_orient_matrix_UB_22      0.0108859000
_diffrn_orient_matrix_UB_23      0.0543318000
_diffrn_orient_matrix_UB_31      -0.0486235000
_diffrn_orient_matrix_UB_32      0.0463033000
_diffrn_orient_matrix_UB_33      -0.0184018000
_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                2333
_reflns_number_total             2994
_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-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.738
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2994
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0831
_refine_ls_R_factor_gt           0.0693
_refine_ls_restrained_S_all      1.066
_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)+(0.1157P)²+0.7300P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2150
_refine_ls_wR_factor_ref         0.2259
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C008(H008), C00D(H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00F(H00F), C00H(H00H), C00K(H00K)
;
_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
F001 F 0.1186(3) 0.94023(15) 0.28564(14) 0.0771(6) Uani 1 1 d . . . . .
F002 F 0.1591(3) 1.04682(13) 0.42186(18) 0.0837(6) Uani 1 1 d . . . . .
F003 F -0.0530(2) 0.94518(18) 0.37997(18) 0.0857(6) Uani 1 1 d . . . . .
F004 F 0.2040(4) 0.27356(17) 0.5586(3) 0.1250(10) Uani 1 1 d . . . . .
F005 F 0.1699(4) 0.3439(2) 0.6951(3) 0.1332(12) Uani 1 1 d . . . . .
F006 F 0.4114(3) 0.3296(2) 0.6782(3) 0.1344(13) Uani 1 1 d . . . . .
C007 C 0.2307(3) 0.65690(18) 0.47384(17) 0.0421(5) Uani 1 1 d . . . . .
C008 C 0.2332(3) 0.76127(18) 0.41834(17) 0.0436(5) Uani 1 1 d . . . . .
H008 H 0.195362 0.757445 0.338313 0.052 Uiso 1 1 calc R U . . .
N009 N 0.5876(4) 0.7888(2) 0.6505(2) 0.0761(8) Uani 1 1 d . . . . .
C00A C 0.3789(3) 0.84006(18) 0.46523(18) 0.0447(5) Uani 1 1 d . . . . .
C00B C 0.2398(3) 0.45919(19) 0.5713(2) 0.0518(6) Uani 1 1 d . . . . .
C00C C 0.4956(3) 0.8130(2) 0.5705(2) 0.0517(6) Uani 1 1 d . . . . .
C00D C 0.2023(3) 0.86529(19) 0.46304(19) 0.0474(6) Uani 1 1 d . . . . .
H00D H 0.181361 0.861930 0.534182 0.057 Uiso 1 1 calc R U . . .
C00E C 0.1968(4) 0.6468(2) 0.5722(2) 0.0531(6) Uani 1 1 d . . . . .
H00E H 0.170719 0.706906 0.606082 0.064 Uiso 1 1 calc R U . . .
C00F C 0.2010(4) 0.5477(2) 0.6212(2) 0.0550(6) Uani 1 1 d . . . . .
H00F H 0.177649 0.541478 0.687440 0.066 Uiso 1 1 calc R U . . .
N00G N 0.5177(4) 0.9385(2) 0.3380(3) 0.0795(8) Uani 1 1 d . . . . .
C00H C 0.2630(4) 0.5665(2) 0.4226(2) 0.0578(7) Uani 1 1 d . . . . .
H00H H 0.280902 0.571949 0.354592 0.069 Uiso 1 1 calc R U . . .
C00I C 0.4563(3) 0.8940(2) 0.3928(2) 0.0544(6) Uani 1 1 d . . . . .
C00J C 0.1067(4) 0.9501(2) 0.3869(2) 0.0579(7) Uani 1 1 d . . . . .
C00K C 0.2691(4) 0.4685(2) 0.4711(3) 0.0653(8) Uani 1 1 d . . . . .
H00K H 0.292883 0.408236 0.436389 0.078 Uiso 1 1 calc R U . . .
C00L C 0.2560(4) 0.3536(2) 0.6264(3) 0.0708(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F001 C00J 1.337(3) . ?
F002 C00J 1.324(3) . ?
F003 C00J 1.322(4) . ?
F004 C00L 1.315(4) . ?
F005 C00L 1.303(4) . ?
F006 C00L 1.313(4) . ?
C007 C008 1.495(3) . ?
C007 C00E 1.379(3) . ?
C007 C00H 1.379(3) . ?
C008 H008 0.9800 . ?
C008 C00A 1.551(3) . ?
C008 C00D 1.481(3) . ?
N009 C00C 1.127(3) . ?
C00A C00C 1.452(3) . ?
C00A C00D 1.512(3) . ?
C00A C00I 1.452(3) . ?
C00B C00F 1.370(4) . ?
C00B C00K 1.383(4) . ?
C00B C00L 1.490(4) . ?
C00D H00D 0.9800 . ?
C00D C00J 1.505(3) . ?
C00E H00E 0.9300 . ?
C00E C00F 1.390(3) . ?
C00F H00F 0.9300 . ?
N00G C00I 1.135(3) . ?
C00H H00H 0.9300 . ?
C00H C00K 1.373(4) . ?
C00K H00K 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00E C007 C008 123.5(2) . . ?
C00E C007 C00H 118.9(2) . . ?
C00H C007 C008 117.6(2) . . ?
C007 C008 H008 114.1 . . ?
C007 C008 C00A 119.81(18) . . ?
C00A C008 H008 114.1 . . ?
C00D C008 C007 124.14(19) . . ?
C00D C008 H008 114.1 . . ?
C00D C008 C00A 59.77(16) . . ?
C00C C00A C008 116.61(19) . . ?
C00C C00A C00D 117.1(2) . . ?
C00C C00A C00I 113.2(2) . . ?
C00D C00A C008 57.80(15) . . ?
C00I C00A C008 120.3(2) . . ?
C00I C00A C00D 121.1(2) . . ?
C00F C00B C00K 119.9(2) . . ?
C00F C00B C00L 120.2(3) . . ?
C00K C00B C00L 119.9(3) . . ?
N009 C00C C00A 177.5(3) . . ?
C008 C00D C00A 62.43(16) . . ?
C008 C00D H00D 115.0 . . ?
C008 C00D C00J 119.7(2) . . ?
C00A C00D H00D 115.0 . . ?
C00J C00D C00A 119.5(2) . . ?
C00J C00D H00D 115.0 . . ?
C007 C00E H00E 119.6 . . ?
C007 C00E C00F 120.8(2) . . ?
C00F C00E H00E 119.6 . . ?
C00B C00F C00E 119.5(2) . . ?
C00B C00F H00F 120.2 . . ?
C00E C00F H00F 120.2 . . ?
C007 C00H H00H 119.7 . . ?
C00K C00H C007 120.6(2) . . ?
C00K C00H H00H 119.7 . . ?
N00G C00I C00A 178.1(3) . . ?
F001 C00J C00D 112.5(2) . . ?
F002 C00J F001 107.4(2) . . ?
F002 C00J C00D 111.8(2) . . ?
F003 C00J F001 107.4(2) . . ?
F003 C00J F002 107.2(2) . . ?
F003 C00J C00D 110.3(2) . . ?
C00B C00K H00K 119.9 . . ?
C00H C00K C00B 120.2(2) . . ?
C00H C00K H00K 119.9 . . ?
F004 C00L C00B 113.7(3) . . ?
F005 C00L F004 103.4(3) . . ?
F005 C00L F006 107.9(3) . . ?
F005 C00L C00B 114.3(3) . . ?
F006 C00L F004 104.1(3) . . ?
F006 C00L C00B 112.4(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C007 C008 C00A C00C -7.9(3) . . . . ?
C007 C008 C00A C00D -114.5(2) . . . . ?
C007 C008 C00A C00I 135.6(2) . . . . ?
C007 C008 C00D C00A 107.5(2) . . . . ?
C007 C008 C00D C00J -142.5(2) . . . . ?
C007 C00E C00F C00B 0.2(4) . . . . ?
C007 C00H C00K C00B 1.1(5) . . . . ?
C008 C007 C00E C00F -178.2(2) . . . . ?
C008 C007 C00H C00K 177.5(3) . . . . ?
C008 C00A C00D C00J -110.3(2) . . . . ?
C008 C00D C00J F001 -26.2(4) . . . . ?
C008 C00D C00J F002 -147.2(2) . . . . ?
C008 C00D C00J F003 93.7(3) . . . . ?
C00A C008 C00D C00J 110.0(3) . . . . ?
C00A C00D C00J F001 47.0(3) . . . . ?
C00A C00D C00J F002 -74.0(3) . . . . ?
C00A C00D C00J F003 166.9(2) . . . . ?
C00C C00A C00D C008 -105.8(2) . . . . ?
C00C C00A C00D C00J 143.9(2) . . . . ?
C00D C008 C00A C00C 106.6(2) . . . . ?
C00D C008 C00A C00I -109.9(2) . . . . ?
C00E C007 C008 C00A 72.8(3) . . . . ?
C00E C007 C008 C00D 1.1(4) . . . . ?
C00E C007 C00H C00K -3.0(4) . . . . ?
C00F C00B C00K C00H 1.5(5) . . . . ?
C00F C00B C00L F004 144.9(3) . . . . ?
C00F C00B C00L F005 26.4(4) . . . . ?
C00F C00B C00L F006 -97.1(4) . . . . ?
C00H C007 C008 C00A -107.7(3) . . . . ?
C00H C007 C008 C00D -179.5(2) . . . . ?
C00H C007 C00E C00F 2.4(4) . . . . ?
C00I C00A C00D C008 108.4(2) . . . . ?
C00I C00A C00D C00J -1.9(3) . . . . ?
C00K C00B C00F C00E -2.1(4) . . . . ?
C00K C00B C00L F004 -37.1(4) . . . . ?
C00K C00B C00L F005 -155.7(3) . . . . ?
C00K C00B C00L F006 80.9(4) . . . . ?
C00L C00B C00F C00E 175.9(3) . . . . ?
C00L C00B C00K C00H -176.5(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.416
_oxdiff_exptl_absorpt_empirical_full_min 0.542
