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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jrd059tri_a
_database_code_depnum_ccdc_archive 'CCDC 2190296'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-08-19 downloaded from the CCDC.
;
_audit_creation_date             2022-07-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C14 H20 N4 O S, 2(C F3 O3 S), 2(C2 H3 N)'
_chemical_formula_sum            'C20 H26 F6 N6 O7 S3'
_chemical_formula_weight         672.65
_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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   9.7593(10)
_cell_length_b                   12.1850(14)
_cell_length_c                   13.8693(15)
_cell_angle_alpha                108.767(5)
_cell_angle_beta                 107.547(4)
_cell_angle_gamma                94.641(3)
_cell_volume                     1459.8(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6182
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      26.25
_cell_measurement_theta_min      2.58
_exptl_absorpt_coefficient_mu    0.342
_exptl_absorpt_correction_T_max  0.9798
_exptl_absorpt_correction_T_min  0.9133
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Shard
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_unetI/netI     0.0676
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            33043
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         1.65
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                4596
_reflns_number_total             7238
_reflns_threshold_expression     >2sigma(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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.914
_refine_diff_density_min         -0.873
_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    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         7238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1125
_refine_ls_R_factor_gt           0.0704
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1505P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2162
_refine_ls_wR_factor_ref         0.2453
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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 Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00S(H00S)
2.b Idealised Me refined as rotating group:
 C00T(H00A,H00B,H00C), C00V(H00D,H00E,H00F), C00X(H00G,H00I,H00J), C00Y(H00K,
 H00R,H00T), C010(H01A,H01B,H01C), C011(H01D,H01E,H01F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.53841(9) 0.36078(8) 0.62213(7) 0.0209(2) Uani 1 1 d . . .
S002 S 0.78526(11) 0.24046(9) 0.47448(8) 0.0288(3) Uani 1 1 d . . .
S003 S 0.73622(11) 0.65214(10) 0.92539(8) 0.0304(3) Uani 1 1 d . . .
O004 O 0.5923(3) 0.4492(2) 0.5864(2) 0.0309(6) Uani 1 1 d . . .
O005 O 0.6633(3) 0.2342(3) 0.3838(2) 0.0364(7) Uani 1 1 d . . .
O006 O 0.7470(3) 0.2132(3) 0.5584(2) 0.0354(7) Uani 1 1 d . . .
N007 N 0.4252(3) 0.2473(3) 0.5016(2) 0.0199(6) Uani 1 1 d . . .
O008 O 0.8412(3) 0.6458(3) 1.0192(3) 0.0451(8) Uani 1 1 d . . .
N009 N 0.3957(3) 0.4119(2) 0.6632(2) 0.0204(6) Uani 1 1 d . . .
N00A N 0.0400(4) 0.5100(3) 0.7436(3) 0.0265(7) Uani 1 1 d . . .
N00B N 0.1220(4) -0.0133(3) 0.2350(2) 0.0262(7) Uani 1 1 d . . .
O00C O 0.9004(4) 0.3425(3) 0.5141(3) 0.0468(8) Uani 1 1 d . . .
F00D F 0.7866(5) 0.0169(3) 0.3850(3) 0.0776(11) Uani 1 1 d . . .
F00E F 0.9089(5) 0.1313(4) 0.3390(3) 0.0860(13) Uani 1 1 d . . .
F00F F 0.9950(4) 0.1202(4) 0.4978(4) 0.0880(13) Uani 1 1 d . . .
O00G O 0.6652(4) 0.5370(4) 0.8424(3) 0.0748(14) Uani 1 1 d . . .
C00H C 0.3934(4) 0.1370(3) 0.5033(3) 0.0214(7) Uani 1 1 d . . .
H00H H 0.4398 0.1223 0.5658 0.026 Uiso 1 1 calc R . .
C00I C 0.2236(4) 0.0696(3) 0.3196(3) 0.0209(7) Uani 1 1 d . . .
F00J F 0.4790(4) 0.7098(4) 0.8945(4) 0.0936(14) Uani 1 1 d . . .
C00K C 0.1566(4) 0.4788(3) 0.7195(3) 0.0226(7) Uani 1 1 d . . .
C00L C 0.2273(4) 0.3922(3) 0.7515(3) 0.0245(8) Uani 1 1 d . . .
H00L H 0.1923 0.3556 0.7912 0.029 Uiso 1 1 calc R . .
C00M C 0.2174(4) 0.5321(3) 0.6600(3) 0.0281(8) Uani 1 1 d . . .
H00M H 0.1771 0.5914 0.6397 0.034 Uiso 1 1 calc R . .
C00N C 0.2651(4) 0.1858(3) 0.3202(3) 0.0234(7) Uani 1 1 d . . .
H00N H 0.2241 0.2029 0.2581 0.028 Uiso 1 1 calc R . .
C00O C 0.3621(4) 0.2698(3) 0.4093(3) 0.0232(7) Uani 1 1 d . . .
H00O H 0.3870 0.3446 0.4083 0.028 Uiso 1 1 calc R . .
C00P C 0.2968(4) 0.0492(3) 0.4167(3) 0.0234(7) Uani 1 1 d . . .
H00P H 0.2774 -0.0253 0.4198 0.028 Uiso 1 1 calc R . .
C00Q C 0.3447(4) 0.3628(3) 0.7247(3) 0.0236(8) Uani 1 1 d . . .
H00Q H 0.3919 0.3080 0.7484 0.028 Uiso 1 1 calc R . .
F00R F 0.5381(4) 0.6306(4) 1.0119(4) 0.1011(15) Uani 1 1 d . . .
C00S C 0.3328(4) 0.4973(3) 0.6327(3) 0.0258(8) Uani 1 1 d . . .
H00S H 0.3700 0.5319 0.5926 0.031 Uiso 1 1 calc R . .
C00T C -0.0367(5) 0.4424(4) 0.7887(4) 0.0327(9) Uani 1 1 d . . .
H00A H -0.0915 0.3685 0.7328 0.049 Uiso 1 1 calc R . .
H00B H -0.1023 0.4866 0.8166 0.049 Uiso 1 1 calc R . .
H00C H 0.0335 0.4277 0.8463 0.049 Uiso 1 1 calc R . .
O00U O 0.7835(5) 0.7406(5) 0.8918(4) 0.0827(15) Uani 1 1 d . . .
C00V C -0.0330(5) 0.5973(4) 0.7056(4) 0.0374(10) Uani 1 1 d . . .
H00D H 0.0368 0.6693 0.7304 0.056 Uiso 1 1 calc R . .
H00E H -0.1108 0.6128 0.7340 0.056 Uiso 1 1 calc R . .
H00F H -0.0728 0.5665 0.6277 0.056 Uiso 1 1 calc R . .
F00W F 0.6385(5) 0.8062(4) 1.0499(4) 0.124(2) Uani 1 1 d . . .
C00X C 0.0436(5) 0.0087(4) 0.1363(3) 0.0376(10) Uani 1 1 d . . .
H00G H -0.0145 0.0672 0.1534 0.056 Uiso 1 1 calc R . .
H00I H -0.0191 -0.0634 0.0822 0.056 Uiso 1 1 calc R . .
H00J H 0.1132 0.0368 0.1091 0.056 Uiso 1 1 calc R . .
C00Y C 0.0741(6) -0.1283(4) 0.2388(4) 0.0463(13) Uani 1 1 d . . .
H00K H 0.1573 -0.1645 0.2567 0.069 Uiso 1 1 calc R . .
H00R H 0.0047 -0.1782 0.1693 0.069 Uiso 1 1 calc R . .
H00T H 0.0290 -0.1176 0.2930 0.069 Uiso 1 1 calc R . .
C00Z C 0.5901(6) 0.7005(5) 0.9708(4) 0.0481(12) Uani 1 1 d . . .
C010 C 0.2115(6) 0.6580(5) 1.0341(5) 0.0507(13) Uani 1 1 d . . .
H01A H 0.2454 0.5928 0.9938 0.076 Uiso 1 1 calc R . .
H01B H 0.1153 0.6308 1.0323 0.076 Uiso 1 1 calc R . .
H01C H 0.2774 0.6908 1.1081 0.076 Uiso 1 1 calc R . .
C011 C 0.4871(7) 0.0355(5) 0.1521(4) 0.0571(14) Uani 1 1 d . . .
H01D H 0.4125 0.0082 0.0815 0.086 Uiso 1 1 calc R . .
H01E H 0.5818 0.0461 0.1453 0.086 Uiso 1 1 calc R . .
H01F H 0.4730 0.1093 0.1964 0.086 Uiso 1 1 calc R . .
N012 N 0.4533(9) -0.1395(8) 0.2404(5) 0.129(4) Uani 1 1 d . . .
C013 C 0.8726(7) 0.1220(5) 0.4210(5) 0.0534(14) Uani 1 1 d . . .
N014 N 0.2265(15) 0.8522(15) 0.9605(8) 0.240(9) Uani 1 1 d . . .
C015 C 0.4774(7) -0.0569(7) 0.2057(5) 0.074(2) Uani 1 1 d . . .
C016 C 0.2056(6) 0.7549(10) 0.9824(6) 0.112(4) 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
S001 O004 1.446(3) . ?
S001 N007 1.754(3) . ?
S001 N009 1.744(3) . ?
S002 O005 1.423(3) . ?
S002 O006 1.448(3) . ?
S002 O00C 1.439(3) . ?
S002 C013 1.803(5) . ?
S003 O008 1.422(3) . ?
S003 O00G 1.448(4) . ?
S003 O00U 1.402(4) . ?
S003 C00Z 1.793(5) . ?
N007 C00H 1.364(4) . ?
N007 C00O 1.368(4) . ?
N009 C00Q 1.368(4) . ?
N009 C00S 1.367(5) . ?
N00A C00K 1.331(5) . ?
N00A C00T 1.465(5) . ?
N00A C00V 1.474(5) . ?
N00B C00I 1.324(4) . ?
N00B C00X 1.472(5) . ?
N00B C00Y 1.463(5) . ?
F00D C013 1.325(7) . ?
F00E C013 1.323(6) . ?
F00F C013 1.347(7) . ?
C00H H00H 0.9300 . ?
C00H C00P 1.343(5) . ?
C00I C00N 1.438(5) . ?
C00I C00P 1.431(5) . ?
F00J C00Z 1.309(6) . ?
C00K C00L 1.422(5) . ?
C00K C00M 1.426(5) . ?
C00L H00L 0.9300 . ?
C00L C00Q 1.348(5) . ?
C00M H00M 0.9300 . ?
C00M C00S 1.350(5) . ?
C00N H00N 0.9300 . ?
C00N C00O 1.340(5) . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
F00R C00Z 1.314(6) . ?
C00S H00S 0.9300 . ?
C00T H00A 0.9600 . ?
C00T H00B 0.9600 . ?
C00T H00C 0.9600 . ?
C00V H00D 0.9600 . ?
C00V H00E 0.9600 . ?
C00V H00F 0.9600 . ?
F00W C00Z 1.329(6) . ?
C00X H00G 0.9600 . ?
C00X H00I 0.9600 . ?
C00X H00J 0.9600 . ?
C00Y H00K 0.9600 . ?
C00Y H00R 0.9600 . ?
C00Y H00T 0.9600 . ?
C010 H01A 0.9600 . ?
C010 H01B 0.9600 . ?
C010 H01C 0.9600 . ?
C010 C016 1.564(14) . ?
C011 H01D 0.9600 . ?
C011 H01E 0.9600 . ?
C011 H01F 0.9600 . ?
C011 C015 1.545(10) . ?
N012 C015 1.282(10) . ?
N014 C016 1.330(16) . ?

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 N007 104.34(15) . . ?
O004 S001 N009 104.80(15) . . ?
N009 S001 N007 95.58(14) . . ?
O005 S002 O006 114.64(19) . . ?
O005 S002 O00C 114.75(19) . . ?
O005 S002 C013 104.7(2) . . ?
O006 S002 C013 104.3(2) . . ?
O00C S002 O006 114.5(2) . . ?
O00C S002 C013 101.9(3) . . ?
O008 S003 O00G 112.9(3) . . ?
O008 S003 C00Z 103.9(2) . . ?
O00G S003 C00Z 102.3(2) . . ?
O00U S003 O008 113.8(2) . . ?
O00U S003 O00G 117.3(3) . . ?
O00U S003 C00Z 104.5(3) . . ?
C00H N007 S001 118.6(2) . . ?
C00H N007 C00O 120.2(3) . . ?
C00O N007 S001 121.1(2) . . ?
C00Q N009 S001 118.7(2) . . ?
C00S N009 S001 121.1(3) . . ?
C00S N009 C00Q 120.1(3) . . ?
C00K N00A C00T 120.8(3) . . ?
C00K N00A C00V 120.7(3) . . ?
C00T N00A C00V 117.4(3) . . ?
C00I N00B C00X 121.9(3) . . ?
C00I N00B C00Y 121.2(3) . . ?
C00Y N00B C00X 116.8(3) . . ?
N007 C00H H00H 119.3 . . ?
C00P C00H N007 121.5(3) . . ?
C00P C00H H00H 119.3 . . ?
N00B C00I C00N 122.1(3) . . ?
N00B C00I C00P 121.9(3) . . ?
C00P C00I C00N 116.1(3) . . ?
N00A C00K C00L 122.4(3) . . ?
N00A C00K C00M 120.9(3) . . ?
C00L C00K C00M 116.7(3) . . ?
C00K C00L H00L 119.8 . . ?
C00Q C00L C00K 120.4(3) . . ?
C00Q C00L H00L 119.8 . . ?
C00K C00M H00M 119.7 . . ?
C00S C00M C00K 120.6(3) . . ?
C00S C00M H00M 119.7 . . ?
C00I C00N H00N 119.7 . . ?
C00O C00N C00I 120.6(3) . . ?
C00O C00N H00N 119.7 . . ?
N007 C00O H00O 119.4 . . ?
C00N C00O N007 121.1(3) . . ?
C00N C00O H00O 119.4 . . ?
C00H C00P C00I 120.4(3) . . ?
C00H C00P H00P 119.8 . . ?
C00I C00P H00P 119.8 . . ?
N009 C00Q H00Q 119.4 . . ?
C00L C00Q N009 121.2(3) . . ?
C00L C00Q H00Q 119.4 . . ?
N009 C00S H00S 119.6 . . ?
C00M C00S N009 120.8(3) . . ?
C00M C00S H00S 119.6 . . ?
N00A C00T H00A 109.5 . . ?
N00A C00T H00B 109.5 . . ?
N00A C00T H00C 109.5 . . ?
H00A C00T H00B 109.5 . . ?
H00A C00T H00C 109.5 . . ?
H00B C00T H00C 109.5 . . ?
N00A C00V H00D 109.5 . . ?
N00A C00V H00E 109.5 . . ?
N00A C00V H00F 109.5 . . ?
H00D C00V H00E 109.5 . . ?
H00D C00V H00F 109.5 . . ?
H00E C00V H00F 109.5 . . ?
N00B C00X H00G 109.5 . . ?
N00B C00X H00I 109.5 . . ?
N00B C00X H00J 109.5 . . ?
H00G C00X H00I 109.5 . . ?
H00G C00X H00J 109.5 . . ?
H00I C00X H00J 109.5 . . ?
N00B C00Y H00K 109.5 . . ?
N00B C00Y H00R 109.5 . . ?
N00B C00Y H00T 109.5 . . ?
H00K C00Y H00R 109.5 . . ?
H00K C00Y H00T 109.5 . . ?
H00R C00Y H00T 109.5 . . ?
F00J C00Z S003 113.6(4) . . ?
F00J C00Z F00R 107.1(5) . . ?
F00J C00Z F00W 107.1(5) . . ?
F00R C00Z S003 112.8(4) . . ?
F00R C00Z F00W 105.7(5) . . ?
F00W C00Z S003 110.0(4) . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?
C016 C010 H01A 109.5 . . ?
C016 C010 H01B 109.5 . . ?
C016 C010 H01C 109.5 . . ?
H01D C011 H01E 109.5 . . ?
H01D C011 H01F 109.5 . . ?
H01E C011 H01F 109.5 . . ?
C015 C011 H01D 109.5 . . ?
C015 C011 H01E 109.5 . . ?
C015 C011 H01F 109.5 . . ?
F00D C013 S002 112.0(4) . . ?
F00D C013 F00F 106.2(4) . . ?
F00E C013 S002 111.8(4) . . ?
F00E C013 F00D 107.1(5) . . ?
F00E C013 F00F 108.1(5) . . ?
F00F C013 S002 111.3(4) . . ?
N012 C015 C011 172.6(7) . . ?
N014 C016 C010 166.3(8) . . ?

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 N007 C00H C00P 173.7(3) . . . . ?
S001 N007 C00O C00N -173.8(3) . . . . ?
S001 N009 C00Q C00L -174.7(3) . . . . ?
S001 N009 C00S C00M 176.5(3) . . . . ?
O004 S001 N007 C00H 160.0(3) . . . . ?
O004 S001 N007 C00O -24.0(3) . . . . ?
O004 S001 N009 C00Q -164.8(3) . . . . ?
O004 S001 N009 C00S 16.8(3) . . . . ?
O005 S002 C013 F00D -63.8(4) . . . . ?
O005 S002 C013 F00E 56.4(5) . . . . ?
O005 S002 C013 F00F 177.4(4) . . . . ?
O006 S002 C013 F00D 56.9(4) . . . . ?
O006 S002 C013 F00E 177.2(4) . . . . ?
O006 S002 C013 F00F -61.8(4) . . . . ?
N007 S001 N009 C00Q 88.7(3) . . . . ?
N007 S001 N009 C00S -89.6(3) . . . . ?
N007 C00H C00P C00I -0.2(6) . . . . ?
O008 S003 C00Z F00J -178.7(4) . . . . ?
O008 S003 C00Z F00R -56.5(5) . . . . ?
O008 S003 C00Z F00W 61.3(5) . . . . ?
N009 S001 N007 C00H -93.2(3) . . . . ?
N009 S001 N007 C00O 82.8(3) . . . . ?
N00A C00K C00L C00Q 179.6(4) . . . . ?
N00A C00K C00M C00S -177.8(4) . . . . ?
N00B C00I C00N C00O 176.2(4) . . . . ?
N00B C00I C00P C00H -176.3(4) . . . . ?
O00C S002 C013 F00D 176.3(4) . . . . ?
O00C S002 C013 F00E -63.4(5) . . . . ?
O00C S002 C013 F00F 57.6(4) . . . . ?
O00G S003 C00Z F00J -61.0(5) . . . . ?
O00G S003 C00Z F00R 61.1(5) . . . . ?
O00G S003 C00Z F00W 178.9(4) . . . . ?
C00H N007 C00O C00N 2.1(5) . . . . ?
C00I C00N C00O N007 0.5(6) . . . . ?
C00K C00L C00Q N009 -2.3(6) . . . . ?
C00K C00M C00S N009 -1.3(6) . . . . ?
C00L C00K C00M C00S 2.5(6) . . . . ?
C00M C00K C00L C00Q -0.7(5) . . . . ?
C00N C00I C00P C00H 2.7(5) . . . . ?
C00O N007 C00H C00P -2.3(5) . . . . ?
C00P C00I C00N C00O -2.8(5) . . . . ?
C00Q N009 C00S C00M -1.8(6) . . . . ?
C00S N009 C00Q C00L 3.6(5) . . . . ?
C00T N00A C00K C00L -10.4(6) . . . . ?
C00T N00A C00K C00M 169.9(4) . . . . ?
O00U S003 C00Z F00J 61.8(5) . . . . ?
O00U S003 C00Z F00R -176.0(4) . . . . ?
O00U S003 C00Z F00W -58.2(5) . . . . ?
C00V N00A C00K C00L -177.9(4) . . . . ?
C00V N00A C00K C00M 2.5(6) . . . . ?
C00X N00B C00I C00N -0.8(6) . . . . ?
C00X N00B C00I C00P 178.2(4) . . . . ?
C00Y N00B C00I C00N -175.7(4) . . . . ?
C00Y N00B C00I C00P 3.3(6) . . . . ?

_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_ra034_a
_database_code_depnum_ccdc_archive 'CCDC 2190297'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-08-19 downloaded from the CCDC.
;
_audit_creation_date             2022-07-13
_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         'C21 H15 N3 O S, 2(C F3 O3 S), C2 H3 N'
_chemical_formula_sum            'C25 H18 F6 N4 O7 S3'
_chemical_formula_weight         696.61
_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                   8.5676(9)
_cell_length_b                   12.7491(10)
_cell_length_c                   13.1888(13)
_cell_angle_alpha                89.126(5)
_cell_angle_beta                 78.034(5)
_cell_angle_gamma                87.794(5)
_cell_volume                     1408.2(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3603
_cell_measurement_temperature    150.71
_cell_measurement_theta_max      22.86
_cell_measurement_theta_min      2.24
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.958
_exptl_absorpt_coefficient_mu    0.356
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6904
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0765 before and 0.0509 after correction.
The Ratio of minimum to maximum transmission is 0.9260.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       Needle
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0681
_diffrn_reflns_av_unetI/netI     0.0974
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24139
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.128
_diffrn_reflns_theta_min         1.598
_diffrn_ambient_temperature      150.71
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3948
_reflns_number_total             6741
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     427
_refine_ls_number_reflns         6741
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1209
_refine_ls_R_factor_gt           0.0540
_refine_ls_restrained_S_all      1.015
_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)+(0.0507P)²+0.5366P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1060
_refine_ls_wR_factor_ref         0.1284
_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,H,H,H) groups
2. Others
 Sof(N4)=1-FVAR(1)
 Sof(N24)=FVAR(1)
 Sof(C27)=Sof(H26D)=Sof(H26E)=Sof(H26F)=1-FVAR(2)
 Sof(C5)=Sof(H26A)=Sof(H26B)=Sof(H26C)=FVAR(2)
3.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C2(H2), C7(H7), C3(H3), C1(H1), C10(H10), C4(H4), C21(H21),
 C11(H11), C14(H14), C18(H18), C13(H13), C12(H12), C19(H19), C20(H20)
3.b Idealised Me refined as rotating group:
 C26(H26D,H26E,H26F), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
S1 S 0.45538(9) 0.83545(5) 0.32936(6) 0.02127(19) Uani 1 1 d . . . . .
S3 S 0.76749(10) 0.04354(6) 0.24732(6) 0.0271(2) Uani 1 1 d . . . . .
S2 S 0.74929(10) 0.59532(6) 0.21735(6) 0.0248(2) Uani 1 1 d . . . . .
O1 O 0.3384(3) 0.91586(14) 0.37133(16) 0.0281(5) Uani 1 1 d . . . . .
O3 O 0.6648(3) 0.68382(15) 0.18374(17) 0.0326(5) Uani 1 1 d . . . . .
O5 O 0.8013(3) 0.14509(15) 0.20025(17) 0.0330(5) Uani 1 1 d . . . . .
O2 O 0.6734(3) 0.55340(16) 0.31724(16) 0.0336(6) Uani 1 1 d . . . . .
N2 N 0.3630(3) 0.70589(16) 0.35478(18) 0.0178(5) Uani 1 1 d . . . . .
O6 O 0.7405(3) 0.04138(18) 0.35873(17) 0.0404(6) Uani 1 1 d . . . . .
N1 N 0.5095(3) 0.79876(16) 0.47166(17) 0.0182(5) Uani 1 1 d . . . . .
N3 N 0.3771(3) 0.81909(18) 0.19672(18) 0.0221(6) Uani 1 1 d . . . . .
O7 O 0.6604(3) -0.01530(19) 0.2024(2) 0.0561(8) Uani 1 1 d . . . . .
O4 O 0.9187(3) 0.60338(19) 0.2017(2) 0.0509(7) Uani 1 1 d . . . . .
F6 F 0.9481(4) -0.12808(18) 0.2413(2) 0.0853(9) Uani 1 1 d . . . . .
F5 F 1.0064(3) -0.0289(2) 0.10725(19) 0.0827(9) Uani 1 1 d . . . . .
F4 F 1.0705(3) 0.0149(2) 0.2488(2) 0.0865(9) Uani 1 1 d . . . . .
F1 F 0.5728(4) 0.4731(2) 0.1344(2) 0.0873(9) Uani 1 1 d . . . . .
C6 C 0.3632(3) 0.6548(2) 0.4457(2) 0.0176(6) Uani 1 1 d . . . . .
C16 C 0.2976(3) 0.6627(2) 0.2802(2) 0.0197(6) Uani 1 1 d . . . . .
C17 C 0.3100(3) 0.7277(2) 0.1867(2) 0.0214(7) Uani 1 1 d . . . . .
F2 F 0.7892(4) 0.51613(19) 0.03189(18) 0.0948(11) Uani 1 1 d . . . . .
F3 F 0.7943(4) 0.40214(17) 0.1522(2) 0.0928(10) Uani 1 1 d . . . . .
C15 C 0.2256(3) 0.5674(2) 0.2978(2) 0.0212(7) Uani 1 1 d . . . . .
H15 H 0.180899 0.537612 0.245138 0.025 Uiso 1 1 calc R U . . .
C2 C 0.6060(4) 0.8340(2) 0.6217(2) 0.0233(7) Uani 1 1 d . . . . .
H2 H 0.662339 0.877893 0.658116 0.028 Uiso 1 1 calc R U . . .
C9 C 0.1326(3) 0.4142(2) 0.4133(2) 0.0200(6) Uani 1 1 d . . . . .
C7 C 0.2915(3) 0.5596(2) 0.4654(2) 0.0182(6) Uani 1 1 d . . . . .
H7 H 0.292194 0.524640 0.529468 0.022 Uiso 1 1 calc R U . . .
C8 C 0.2174(3) 0.5134(2) 0.3926(2) 0.0192(6) Uani 1 1 d . . . . .
C28 C 0.4450(3) 0.7099(2) 0.5151(2) 0.0176(6) Uani 1 1 d . . . . .
C3 C 0.5400(4) 0.7431(2) 0.6678(2) 0.0223(7) Uani 1 1 d . . . . .
H3 H 0.551531 0.724282 0.735885 0.027 Uiso 1 1 calc R U . . .
C1 C 0.5892(4) 0.8603(2) 0.5225(2) 0.0219(7) Uani 1 1 d . . . . .
H1 H 0.634476 0.922429 0.490356 0.026 Uiso 1 1 calc R U . . .
C10 C 0.1240(3) 0.3606(2) 0.5081(2) 0.0229(7) Uani 1 1 d . . . . .
H10 H 0.171057 0.389500 0.560085 0.027 Uiso 1 1 calc R U . . .
C4 C 0.4572(4) 0.6796(2) 0.6144(2) 0.0221(7) Uani 1 1 d . . . . .
H4 H 0.410322 0.617370 0.645092 0.027 Uiso 1 1 calc R U . . .
C21 C 0.3960(4) 0.8918(2) 0.1214(2) 0.0303(8) Uani 1 1 d . . . . .
H21 H 0.441877 0.956673 0.130730 0.036 Uiso 1 1 calc R U . . .
C11 C 0.0482(4) 0.2663(2) 0.5268(2) 0.0263(7) Uani 1 1 d . . . . .
H11 H 0.044144 0.231008 0.591173 0.032 Uiso 1 1 calc R U . . .
C14 C 0.0586(4) 0.3700(2) 0.3402(2) 0.0283(7) Uani 1 1 d . . . . .
H14 H 0.060617 0.405122 0.275894 0.034 Uiso 1 1 calc R U . . .
C18 C 0.2601(4) 0.7040(2) 0.0969(2) 0.0298(8) Uani 1 1 d . . . . .
H18 H 0.211980 0.639329 0.090055 0.036 Uiso 1 1 calc R U . . .
C13 C -0.0178(4) 0.2755(2) 0.3598(3) 0.0313(8) Uani 1 1 d . . . . .
H13 H -0.067794 0.246719 0.309097 0.038 Uiso 1 1 calc R U . . .
C12 C -0.0214(4) 0.2232(2) 0.4526(3) 0.0296(8) Uani 1 1 d . . . . .
H12 H -0.071674 0.157779 0.465318 0.035 Uiso 1 1 calc R U . . .
C19 C 0.2822(4) 0.7770(3) 0.0178(3) 0.0348(8) Uani 1 1 d . . . . .
H19 H 0.251628 0.761977 -0.045589 0.042 Uiso 1 1 calc R U . . .
C20 C 0.3485(4) 0.8717(3) 0.0299(3) 0.0341(8) Uani 1 1 d . . . . .
H20 H 0.361262 0.922740 -0.024229 0.041 Uiso 1 1 calc R U . . .
C23 C 0.9578(6) -0.0283(3) 0.2094(3) 0.0510(11) Uani 1 1 d . . . . .
C22 C 0.7251(6) 0.4924(3) 0.1293(3) 0.0541(11) Uani 1 1 d . . . . .
N24 N 0.6788(14) 0.6976(16) 0.8849(7) 0.142(9) Uani 0.470(14) 1 d . . P A 1
N4 N 0.6671(10) 0.8286(8) 0.8712(6) 0.067(4) Uani 0.530(14) 1 d . . P A 2
C27 C 0.7621(11) 0.8004(18) 0.9155(9) 0.050(4) Uani 0.58(4) 1 d . . P A 2
C5 C 0.7589(16) 0.731(3) 0.9269(9) 0.059(7) Uani 0.42(4) 1 d . . P A 1
C26 C 0.8722(6) 0.7846(5) 0.9779(4) 0.0906(18) Uani 1 1 d . . . . .
H26D H 0.923852 0.714816 0.964958 0.136 Uiso 0.58(4) 1 calc R U P A 2
H26E H 0.817827 0.789791 1.050830 0.136 Uiso 0.58(4) 1 calc R U P A 2
H26F H 0.953074 0.838147 0.962176 0.136 Uiso 0.58(4) 1 calc R U P A 2
H26A H 0.973314 0.793154 0.928256 0.136 Uiso 0.42(4) 1 calc R U P A 1
H26B H 0.891437 0.742527 1.037177 0.136 Uiso 0.42(4) 1 calc R U P A 1
H26C H 0.826779 0.853797 1.001964 0.136 Uiso 0.42(4) 1 calc R U P A 1


_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
S1 O1 1.439(2) . ?
S1 N2 1.855(2) . ?
S1 N1 2.067(2) . ?
S1 N3 2.015(2) . ?
S3 O5 1.441(2) . ?
S3 O6 1.439(2) . ?
S3 O7 1.431(2) . ?
S3 C23 1.818(4) . ?
S2 O3 1.431(2) . ?
S2 O2 1.447(2) . ?
S2 O4 1.430(2) . ?
S2 C22 1.811(4) . ?
N2 C6 1.356(3) . ?
N2 C16 1.362(3) . ?
N1 C28 1.347(3) . ?
N1 C1 1.333(3) . ?
N3 C17 1.339(3) . ?
N3 C21 1.337(4) . ?
F6 C23 1.334(4) . ?
F5 C23 1.325(4) . ?
F4 C23 1.328(5) . ?
F1 C22 1.325(5) . ?
C6 C7 1.378(4) . ?
C6 C28 1.465(4) . ?
C16 C17 1.462(4) . ?
C16 C15 1.379(4) . ?
C17 C18 1.380(4) . ?
F2 C22 1.324(4) . ?
F3 C22 1.333(5) . ?
C15 H15 0.9500 . ?
C15 C8 1.408(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(4) . ?
C2 C1 1.381(4) . ?
C9 C8 1.477(4) . ?
C9 C10 1.405(4) . ?
C9 C14 1.396(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.404(4) . ?
C28 C4 1.383(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(4) . ?
C1 H1 0.9500 . ?
C10 H10 0.9500 . ?
C10 C11 1.383(4) . ?
C4 H4 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.382(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.378(4) . ?
C14 H14 0.9500 . ?
C14 C13 1.389(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.376(4) . ?
C13 H13 0.9500 . ?
C13 C12 1.381(4) . ?
C12 H12 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.380(4) . ?
C20 H20 0.9500 . ?
N24 C5 1.07(2) . ?
N4 C27 1.141(14) . ?
C27 C26 1.382(13) . ?
C5 C26 1.48(2) . ?
C26 H26D 0.9800 . ?
C26 H26E 0.9800 . ?
C26 H26F 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

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
O1 S1 N2 108.62(12) . . ?
O1 S1 N1 93.47(11) . . ?
O1 S1 N3 95.37(11) . . ?
N2 S1 N1 79.56(10) . . ?
N2 S1 N3 80.44(10) . . ?
N3 S1 N1 159.83(9) . . ?
O5 S3 C23 102.63(17) . . ?
O6 S3 O5 115.10(14) . . ?
O6 S3 C23 102.81(16) . . ?
O7 S3 O5 114.22(14) . . ?
O7 S3 O6 115.82(16) . . ?
O7 S3 C23 103.74(19) . . ?
O3 S2 O2 113.97(13) . . ?
O3 S2 C22 103.52(17) . . ?
O2 S2 C22 102.63(16) . . ?
O4 S2 O3 115.75(14) . . ?
O4 S2 O2 115.02(15) . . ?
O4 S2 C22 103.6(2) . . ?
C6 N2 S1 120.23(18) . . ?
C6 N2 C16 120.9(2) . . ?
C16 N2 S1 118.86(19) . . ?
C28 N1 S1 114.24(18) . . ?
C1 N1 S1 124.39(19) . . ?
C1 N1 C28 121.1(2) . . ?
C17 N3 S1 115.29(19) . . ?
C21 N3 S1 123.0(2) . . ?
C21 N3 C17 121.6(2) . . ?
N2 C6 C7 120.2(2) . . ?
N2 C6 C28 113.8(2) . . ?
C7 C6 C28 126.0(3) . . ?
N2 C16 C17 113.6(2) . . ?
N2 C16 C15 120.0(3) . . ?
C15 C16 C17 126.3(3) . . ?
N3 C17 C16 111.6(2) . . ?
N3 C17 C18 121.1(3) . . ?
C18 C17 C16 127.3(3) . . ?
C16 C15 H15 119.5 . . ?
C16 C15 C8 121.0(3) . . ?
C8 C15 H15 119.5 . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C1 C2 C3 119.5(3) . . ?
C10 C9 C8 120.8(3) . . ?
C14 C9 C8 121.7(3) . . ?
C14 C9 C10 117.5(3) . . ?
C6 C7 H7 119.4 . . ?
C6 C7 C8 121.2(3) . . ?
C8 C7 H7 119.4 . . ?
C15 C8 C9 120.8(2) . . ?
C7 C8 C15 116.6(2) . . ?
C7 C8 C9 122.6(3) . . ?
N1 C28 C6 111.9(2) . . ?
N1 C28 C4 121.4(2) . . ?
C4 C28 C6 126.7(2) . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 119.9(3) . . ?
C4 C3 H3 120.0 . . ?
N1 C1 C2 120.1(3) . . ?
N1 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(3) . . ?
C11 C10 H10 119.5 . . ?
C28 C4 C3 117.9(3) . . ?
C28 C4 H4 121.1 . . ?
C3 C4 H4 121.1 . . ?
N3 C21 H21 120.2 . . ?
N3 C21 C20 119.5(3) . . ?
C20 C21 H21 120.2 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11 119.8 . . ?
C9 C14 H14 119.5 . . ?
C13 C14 C9 121.1(3) . . ?
C13 C14 H14 119.5 . . ?
C17 C18 H18 121.0 . . ?
C19 C18 C17 118.0(3) . . ?
C19 C18 H18 121.0 . . ?
C14 C13 H13 119.9 . . ?
C12 C13 C14 120.2(3) . . ?
C12 C13 H13 119.9 . . ?
C11 C12 C13 119.7(3) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(3) . . ?
C20 C19 H19 119.8 . . ?
C21 C20 H20 120.3 . . ?
C19 C20 C21 119.4(3) . . ?
C19 C20 H20 120.3 . . ?
F6 C23 S3 111.7(3) . . ?
F5 C23 S3 111.1(3) . . ?
F5 C23 F6 107.3(3) . . ?
F5 C23 F4 107.5(4) . . ?
F4 C23 S3 111.2(3) . . ?
F4 C23 F6 107.8(3) . . ?
F1 C22 S2 112.0(3) . . ?
F1 C22 F3 106.3(3) . . ?
F2 C22 S2 111.9(3) . . ?
F2 C22 F1 107.8(4) . . ?
F2 C22 F3 107.4(3) . . ?
F3 C22 S2 111.2(3) . . ?
N4 C27 C26 169.2(17) . . ?
N24 C5 C26 175(3) . . ?
C27 C26 H26D 109.5 . . ?
C27 C26 H26E 109.5 . . ?
C27 C26 H26F 109.5 . . ?
C5 C26 H26A 109.5 . . ?
C5 C26 H26B 109.5 . . ?
C5 C26 H26C 109.5 . . ?
H26D C26 H26E 109.5 . . ?
H26D C26 H26F 109.5 . . ?
H26E C26 H26F 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
S1 N2 C6 C7 178.6(2) . . . . ?
S1 N2 C6 C28 -1.8(3) . . . . ?
S1 N2 C16 C17 -0.1(3) . . . . ?
S1 N2 C16 C15 -178.8(2) . . . . ?
S1 N1 C28 C6 5.4(3) . . . . ?
S1 N1 C28 C4 -173.8(2) . . . . ?
S1 N1 C1 C2 173.6(2) . . . . ?
S1 N3 C17 C16 4.6(3) . . . . ?
S1 N3 C17 C18 -176.1(2) . . . . ?
S1 N3 C21 C20 175.7(2) . . . . ?
O1 S1 N2 C6 -86.5(2) . . . . ?
O1 S1 N2 C16 94.4(2) . . . . ?
O3 S2 C22 F1 -59.5(3) . . . . ?
O3 S2 C22 F2 61.7(4) . . . . ?
O3 S2 C22 F3 -178.3(3) . . . . ?
O5 S3 C23 F6 -176.4(3) . . . . ?
O5 S3 C23 F5 -56.6(3) . . . . ?
O5 S3 C23 F4 63.1(3) . . . . ?
O2 S2 C22 F1 59.3(3) . . . . ?
O2 S2 C22 F2 -179.5(3) . . . . ?
O2 S2 C22 F3 -59.5(3) . . . . ?
N2 C6 C7 C8 0.1(4) . . . . ?
N2 C6 C28 N1 -2.6(3) . . . . ?
N2 C6 C28 C4 176.5(3) . . . . ?
N2 C16 C17 N3 -3.0(4) . . . . ?
N2 C16 C17 C18 177.7(3) . . . . ?
N2 C16 C15 C8 0.4(4) . . . . ?
O6 S3 C23 F6 63.8(3) . . . . ?
O6 S3 C23 F5 -176.4(3) . . . . ?
O6 S3 C23 F4 -56.7(3) . . . . ?
N1 S1 N2 C6 3.7(2) . . . . ?
N1 S1 N2 C16 -175.4(2) . . . . ?
N1 C28 C4 C3 -0.8(4) . . . . ?
N3 S1 N2 C6 -179.0(2) . . . . ?
N3 S1 N2 C16 2.0(2) . . . . ?
N3 C17 C18 C19 0.3(5) . . . . ?
N3 C21 C20 C19 0.0(5) . . . . ?
O7 S3 C23 F6 -57.2(3) . . . . ?
O7 S3 C23 F5 62.6(3) . . . . ?
O7 S3 C23 F4 -177.7(3) . . . . ?
O4 S2 C22 F1 179.3(3) . . . . ?
O4 S2 C22 F2 -59.5(4) . . . . ?
O4 S2 C22 F3 60.5(3) . . . . ?
C6 N2 C16 C17 -179.1(2) . . . . ?
C6 N2 C16 C15 2.1(4) . . . . ?
C6 C7 C8 C15 2.3(4) . . . . ?
C6 C7 C8 C9 -176.9(3) . . . . ?
C6 C28 C4 C3 -179.9(3) . . . . ?
C16 N2 C6 C7 -2.4(4) . . . . ?
C16 N2 C6 C28 177.2(2) . . . . ?
C16 C17 C18 C19 179.6(3) . . . . ?
C16 C15 C8 C9 176.6(3) . . . . ?
C16 C15 C8 C7 -2.5(4) . . . . ?
C17 N3 C21 C20 -1.3(5) . . . . ?
C17 C16 C15 C8 -178.2(3) . . . . ?
C17 C18 C19 C20 -1.7(5) . . . . ?
C15 C16 C17 N3 175.7(3) . . . . ?
C15 C16 C17 C18 -3.6(5) . . . . ?
C2 C3 C4 C28 0.6(4) . . . . ?
C9 C10 C11 C12 -0.3(4) . . . . ?
C9 C14 C13 C12 -0.2(5) . . . . ?
C7 C6 C28 N1 177.0(3) . . . . ?
C7 C6 C28 C4 -3.9(5) . . . . ?
C8 C9 C10 C11 -178.3(3) . . . . ?
C8 C9 C14 C13 178.6(3) . . . . ?
C28 N1 C1 C2 -0.5(4) . . . . ?
C28 C6 C7 C8 -179.4(3) . . . . ?
C3 C2 C1 N1 0.2(4) . . . . ?
C1 N1 C28 C6 180.0(2) . . . . ?
C1 N1 C28 C4 0.8(4) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C10 C9 C8 C15 -179.8(3) . . . . ?
C10 C9 C8 C7 -0.7(4) . . . . ?
C10 C9 C14 C13 -1.2(4) . . . . ?
C10 C11 C12 C13 -1.1(5) . . . . ?
C21 N3 C17 C16 -178.1(3) . . . . ?
C21 N3 C17 C18 1.2(4) . . . . ?
C14 C9 C8 C15 0.4(4) . . . . ?
C14 C9 C8 C7 179.5(3) . . . . ?
C14 C9 C10 C11 1.4(4) . . . . ?
C14 C13 C12 C11 1.4(5) . . . . ?
C18 C19 C20 C21 1.5(5) . . . . ?


_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_ra042_tri_a
_database_code_depnum_ccdc_archive 'CCDC 2190298'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-08-19 downloaded from the CCDC.
;
_audit_creation_date             2022-07-13
_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         '0.5(C36 H30 O P2), C F3 O3 S'
_chemical_formula_sum            'C19 H15 F3 O3.50 P S'
_chemical_formula_weight         419.34
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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                   8.6157(9)
_cell_length_b                   11.1675(11)
_cell_length_c                   19.509(2)
_cell_angle_alpha                94.582(4)
_cell_angle_beta                 93.015(4)
_cell_angle_gamma                98.970(4)
_cell_volume                     1844.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4977
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      27.73
_cell_measurement_theta_min      2.551
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.312
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7014
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0589 before and 0.0525 after correction.
The Ratio of minimum to maximum transmission is 0.9401.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Shard
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0572
_diffrn_reflns_av_unetI/netI     0.0693
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            32039
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.628
_diffrn_reflns_theta_min         2.210
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6605
_reflns_number_total             10326
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         10326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0469
_refine_ls_restrained_S_all      1.021
_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)+(0.0506P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1178
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U), C00V(H00V), C00W(H00W), C00Y(H00Y), C00Z(H00Z), C010(H010),
 C011(H011), C012(H012), C013(H013), C014(H014), C016(H016), C017(H017),
 C018(H018), C019(H019), C01A(H01A), C01B(H01B), C01C(H01C), C01D(H01D),
 C01E(H01E), C01F(H01F), C01G(H01G), C01H(H01H), C01I(H01I), C01J(H01J)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P001 P 0.46074(6) 0.27648(4) 0.82220(2) 0.01663(11) Uani 1 1 d . . . . .
S002 S 0.29605(6) 0.79573(5) 0.56831(3) 0.02295(12) Uani 1 1 d . . . . .
S003 S 0.75839(6) 0.75933(4) 0.92394(3) 0.02344(12) Uani 1 1 d . . . . .
P004 P 0.58679(6) 0.28383(4) 0.67355(2) 0.01685(11) Uani 1 1 d . . . . .
F005 F 0.49352(15) 0.81477(12) 0.67709(6) 0.0401(3) Uani 1 1 d . . . . .
F006 F 0.53132(15) 0.72834(12) 0.82604(7) 0.0414(3) Uani 1 1 d . . . . .
F007 F 0.32948(16) 0.64787(12) 0.66432(7) 0.0465(4) Uani 1 1 d . . . . .
F008 F 0.68916(16) 0.89812(12) 0.82847(7) 0.0445(4) Uani 1 1 d . . . . .
F009 F 0.52284(16) 0.67487(13) 0.59900(7) 0.0456(4) Uani 1 1 d . . . . .
O00A O 0.50316(16) 0.28647(13) 0.74448(7) 0.0270(3) Uani 1 1 d . . . . .
F00B F 0.51736(17) 0.87271(14) 0.90419(8) 0.0519(4) Uani 1 1 d . . . . .
O00C O 0.84207(18) 0.69318(14) 0.87547(8) 0.0351(4) Uani 1 1 d . . . . .
O00D O 0.84941(18) 0.86890(14) 0.95846(8) 0.0369(4) Uani 1 1 d . . . . .
O00E O 0.66241(18) 0.68504(14) 0.96752(8) 0.0343(4) Uani 1 1 d . . . . .
O00F O 0.19696(19) 0.85706(14) 0.61122(8) 0.0397(4) Uani 1 1 d . . . . .
O00G O 0.41127(18) 0.87389(14) 0.53507(8) 0.0374(4) Uani 1 1 d . . . . .
O00H O 0.21510(19) 0.69032(14) 0.52647(8) 0.0410(4) Uani 1 1 d . . . . .
C00I C 0.6355(2) 0.28776(17) 0.87501(10) 0.0195(4) Uani 1 1 d . . . . .
C00J C 0.4276(2) 0.27002(17) 0.61092(9) 0.0197(4) Uani 1 1 d . . . . .
C00K C 0.3583(2) 0.40016(17) 0.83960(10) 0.0205(4) Uani 1 1 d . . . . .
C00L C 0.7157(2) 0.42399(17) 0.67378(9) 0.0180(4) Uani 1 1 d . . . . .
C00M C 0.3380(2) 0.13455(17) 0.82491(10) 0.0192(4) Uani 1 1 d . . . . .
C00N C 0.6981(2) 0.16383(17) 0.67116(10) 0.0202(4) Uani 1 1 d . . . . .
C00O C 0.6952(2) 0.52883(17) 0.71366(10) 0.0223(4) Uani 1 1 d . . . . .
H00O H 0.612262 0.526881 0.743986 0.027 Uiso 1 1 calc R U . . .
C00P C 0.3844(2) 0.47152(17) 0.90175(11) 0.0238(4) Uani 1 1 d . . . . .
H00P H 0.459464 0.455532 0.935871 0.029 Uiso 1 1 calc R U . . .
C00Q C 0.2399(2) 0.12408(18) 0.87946(10) 0.0265(5) Uani 1 1 d . . . . .
H00Q H 0.240074 0.191341 0.912527 0.032 Uiso 1 1 calc R U . . .
C00R C 0.8368(2) 0.42685(19) 0.62843(10) 0.0253(4) Uani 1 1 d . . . . .
H00R H 0.850753 0.355052 0.601501 0.030 Uiso 1 1 calc R U . . .
C00S C 0.1411(2) -0.08251(18) 0.83621(11) 0.0265(5) Uani 1 1 d . . . . .
H00S H 0.071371 -0.156376 0.839298 0.032 Uiso 1 1 calc R U . . .
C00T C 0.3406(2) 0.03529(18) 0.77709(10) 0.0228(4) Uani 1 1 d . . . . .
H00T H 0.409949 0.041676 0.740797 0.027 Uiso 1 1 calc R U . . .
C00U C 0.6762(2) 0.07175(18) 0.61798(11) 0.0256(4) Uani 1 1 d . . . . .
H00U H 0.594870 0.067988 0.582687 0.031 Uiso 1 1 calc R U . . .
C00V C 0.2407(2) -0.07280(18) 0.78316(11) 0.0264(5) Uani 1 1 d . . . . .
H00V H 0.240923 -0.140669 0.750551 0.032 Uiso 1 1 calc R U . . .
C00W C 0.7398(2) 0.39774(19) 0.88414(10) 0.0245(4) Uani 1 1 d . . . . .
H00W H 0.713901 0.467592 0.864232 0.029 Uiso 1 1 calc R U . . .
C00X C 0.4163(2) 0.73014(19) 0.63006(11) 0.0270(5) Uani 1 1 d . . . . .
C00Y C 0.9359(2) 0.53547(19) 0.62331(11) 0.0295(5) Uani 1 1 d . . . . .
H00Y H 1.017487 0.538701 0.592278 0.035 Uiso 1 1 calc R U . . .
C00Z C 0.7978(2) 0.63631(18) 0.70838(11) 0.0267(5) Uani 1 1 d . . . . .
H00Z H 0.786373 0.708077 0.735949 0.032 Uiso 1 1 calc R U . . .
C010 C 0.4066(2) 0.37155(19) 0.57648(11) 0.0278(5) Uani 1 1 d . . . . .
H010 H 0.484009 0.442776 0.582133 0.033 Uiso 1 1 calc R U . . .
C011 C 0.1422(2) 0.01495(19) 0.88509(11) 0.0289(5) Uani 1 1 d . . . . .
H011 H 0.075933 0.006822 0.922406 0.035 Uiso 1 1 calc R U . . .
C012 C 0.3154(2) 0.1645(2) 0.60175(11) 0.0296(5) Uani 1 1 d . . . . .
H012 H 0.330294 0.094838 0.624671 0.036 Uiso 1 1 calc R U . . .
C013 C 0.8195(2) 0.1710(2) 0.72280(11) 0.0298(5) Uani 1 1 d . . . . .
H013 H 0.834656 0.235300 0.758649 0.036 Uiso 1 1 calc R U . . .
C014 C 0.6722(3) 0.18514(19) 0.90482(11) 0.0313(5) Uani 1 1 d . . . . .
H014 H 0.600400 0.110782 0.899468 0.038 Uiso 1 1 calc R U . . .
C015 C 0.6168(3) 0.8177(2) 0.86819(11) 0.0295(5) Uani 1 1 d . . . . .
C016 C 0.9163(2) 0.63931(19) 0.66330(11) 0.0284(5) Uani 1 1 d . . . . .
H016 H 0.985032 0.713470 0.659703 0.034 Uiso 1 1 calc R U . . .
C017 C 0.8951(3) -0.0082(2) 0.66819(13) 0.0377(6) Uani 1 1 d . . . . .
H017 H 0.963157 -0.067513 0.666923 0.045 Uiso 1 1 calc R U . . .
C018 C 0.7758(3) -0.0152(2) 0.61727(12) 0.0365(6) Uani 1 1 d . . . . .
H018 H 0.761578 -0.079598 0.581526 0.044 Uiso 1 1 calc R U . . .
C019 C 0.9164(3) 0.0842(2) 0.72107(12) 0.0365(6) Uani 1 1 d . . . . .
H019 H 0.998120 0.087664 0.756184 0.044 Uiso 1 1 calc R U . . .
C01A C 0.3004(3) 0.5664(2) 0.91384(13) 0.0372(6) Uani 1 1 d . . . . .
H01A H 0.318309 0.615916 0.956300 0.045 Uiso 1 1 calc R U . . .
C01B C 0.2469(3) 0.4227(2) 0.78944(12) 0.0400(6) Uani 1 1 d . . . . .
H01B H 0.228077 0.373411 0.746909 0.048 Uiso 1 1 calc R U . . .
C01C C 0.1595(3) 0.2647(2) 0.52558(12) 0.0357(6) Uani 1 1 d . . . . .
H01C H 0.066352 0.263432 0.497038 0.043 Uiso 1 1 calc R U . . .
C01D C 0.8811(2) 0.4040(2) 0.92244(11) 0.0344(5) Uani 1 1 d . . . . .
H01D H 0.952274 0.478626 0.929357 0.041 Uiso 1 1 calc R U . . .
C01E C 0.1817(3) 0.1630(2) 0.55862(12) 0.0370(6) Uani 1 1 d . . . . .
H01E H 0.104808 0.091533 0.551707 0.044 Uiso 1 1 calc R U . . .
C01F C 0.2716(3) 0.3674(2) 0.53390(12) 0.0372(6) Uani 1 1 d . . . . .
H01F H 0.256484 0.436327 0.510272 0.045 Uiso 1 1 calc R U . . .
C01G C 0.9184(3) 0.3024(2) 0.95042(13) 0.0413(6) Uani 1 1 d . . . . .
H01G H 1.016816 0.307186 0.975720 0.050 Uiso 1 1 calc R U . . .
C01H C 0.1922(3) 0.5890(2) 0.86501(15) 0.0460(7) Uani 1 1 d . . . . .
H01H H 0.135211 0.654255 0.873798 0.055 Uiso 1 1 calc R U . . .
C01I C 0.1644(3) 0.5181(3) 0.80291(15) 0.0507(8) Uani 1 1 d . . . . .
H01I H 0.088588 0.534807 0.769360 0.061 Uiso 1 1 calc R U . . .
C01J C 0.8162(3) 0.1938(2) 0.94256(13) 0.0425(6) Uani 1 1 d . . . . .
H01J H 0.843608 0.124753 0.962836 0.051 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
P001 O00A 1.5866(14) . ?
P001 C00I 1.7613(19) . ?
P001 C00K 1.7718(19) . ?
P001 C00M 1.769(2) . ?
S002 O00F 1.4369(16) . ?
S002 O00G 1.4338(16) . ?
S002 O00H 1.4384(15) . ?
S002 C00X 1.819(2) . ?
S003 O00C 1.4443(16) . ?
S003 O00D 1.4420(15) . ?
S003 O00E 1.4380(15) . ?
S003 C015 1.822(2) . ?
P004 O00A 1.5937(14) . ?
P004 C00J 1.7683(19) . ?
P004 C00L 1.7721(19) . ?
P004 C00N 1.7644(19) . ?
F005 C00X 1.334(2) . ?
F006 C015 1.338(2) . ?
F007 C00X 1.337(2) . ?
F008 C015 1.335(2) . ?
F009 C00X 1.329(2) . ?
F00B C015 1.328(3) . ?
C00I C00W 1.397(3) . ?
C00I C014 1.397(3) . ?
C00J C010 1.394(3) . ?
C00J C012 1.396(3) . ?
C00K C00P 1.385(3) . ?
C00K C01B 1.399(3) . ?
C00L C00O 1.393(3) . ?
C00L C00R 1.401(3) . ?
C00M C00Q 1.394(3) . ?
C00M C00T 1.394(3) . ?
C00N C00U 1.385(3) . ?
C00N C013 1.402(3) . ?
C00O H00O 0.9500 . ?
C00O C00Z 1.390(3) . ?
C00P H00P 0.9500 . ?
C00P C01A 1.385(3) . ?
C00Q H00Q 0.9500 . ?
C00Q C011 1.384(3) . ?
C00R H00R 0.9500 . ?
C00R C00Y 1.384(3) . ?
C00S H00S 0.9500 . ?
C00S C00V 1.379(3) . ?
C00S C011 1.387(3) . ?
C00T H00T 0.9500 . ?
C00T C00V 1.386(3) . ?
C00U H00U 0.9500 . ?
C00U C018 1.392(3) . ?
C00V H00V 0.9500 . ?
C00W H00W 0.9500 . ?
C00W C01D 1.384(3) . ?
C00Y H00Y 0.9500 . ?
C00Y C016 1.383(3) . ?
C00Z H00Z 0.9500 . ?
C00Z C016 1.380(3) . ?
C010 H010 0.9500 . ?
C010 C01F 1.386(3) . ?
C011 H011 0.9500 . ?
C012 H012 0.9500 . ?
C012 C01E 1.387(3) . ?
C013 H013 0.9500 . ?
C013 C019 1.374(3) . ?
C014 H014 0.9500 . ?
C014 C01J 1.395(3) . ?
C016 H016 0.9500 . ?
C017 H017 0.9500 . ?
C017 C018 1.380(3) . ?
C017 C019 1.384(3) . ?
C018 H018 0.9500 . ?
C019 H019 0.9500 . ?
C01A H01A 0.9500 . ?
C01A C01H 1.363(3) . ?
C01B H01B 0.9500 . ?
C01B C01I 1.386(3) . ?
C01C H01C 0.9500 . ?
C01C C01E 1.384(3) . ?
C01C C01F 1.372(3) . ?
C01D H01D 0.9500 . ?
C01D C01G 1.372(3) . ?
C01E H01E 0.9500 . ?
C01F H01F 0.9500 . ?
C01G H01G 0.9500 . ?
C01G C01J 1.377(4) . ?
C01H H01H 0.9500 . ?
C01H C01I 1.382(4) . ?
C01I H01I 0.9500 . ?
C01J H01J 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
O00A P001 C00I 109.33(9) . . ?
O00A P001 C00K 103.56(8) . . ?
O00A P001 C00M 106.83(8) . . ?
C00I P001 C00K 112.79(9) . . ?
C00I P001 C00M 111.88(9) . . ?
C00M P001 C00K 111.91(9) . . ?
O00F S002 O00H 114.56(10) . . ?
O00F S002 C00X 103.14(10) . . ?
O00G S002 O00F 115.22(10) . . ?
O00G S002 O00H 115.83(10) . . ?
O00G S002 C00X 102.61(10) . . ?
O00H S002 C00X 102.79(10) . . ?
O00C S003 C015 102.76(10) . . ?
O00D S003 O00C 114.90(10) . . ?
O00D S003 C015 102.74(10) . . ?
O00E S003 O00C 114.93(10) . . ?
O00E S003 O00D 114.99(9) . . ?
O00E S003 C015 104.13(10) . . ?
O00A P004 C00J 103.22(8) . . ?
O00A P004 C00L 107.11(9) . . ?
O00A P004 C00N 108.10(8) . . ?
C00J P004 C00L 112.22(9) . . ?
C00N P004 C00J 116.43(9) . . ?
C00N P004 C00L 109.15(9) . . ?
P001 O00A P004 164.79(10) . . ?
C00W C00I P001 119.70(14) . . ?
C014 C00I P001 119.70(15) . . ?
C014 C00I C00W 120.53(18) . . ?
C010 C00J P004 118.46(15) . . ?
C010 C00J C012 120.48(18) . . ?
C012 C00J P004 120.67(15) . . ?
C00P C00K P001 121.21(14) . . ?
C00P C00K C01B 120.44(19) . . ?
C01B C00K P001 118.33(17) . . ?
C00O C00L P004 122.78(15) . . ?
C00O C00L C00R 120.66(18) . . ?
C00R C00L P004 116.47(15) . . ?
C00Q C00M P001 116.59(15) . . ?
C00Q C00M C00T 120.44(18) . . ?
C00T C00M P001 122.93(15) . . ?
C00U C00N P004 122.06(15) . . ?
C00U C00N C013 120.95(18) . . ?
C013 C00N P004 116.79(15) . . ?
C00L C00O H00O 120.5 . . ?
C00Z C00O C00L 118.99(19) . . ?
C00Z C00O H00O 120.5 . . ?
C00K C00P H00P 120.2 . . ?
C00K C00P C01A 119.5(2) . . ?
C01A C00P H00P 120.2 . . ?
C00M C00Q H00Q 120.2 . . ?
C011 C00Q C00M 119.53(19) . . ?
C011 C00Q H00Q 120.2 . . ?
C00L C00R H00R 120.4 . . ?
C00Y C00R C00L 119.23(19) . . ?
C00Y C00R H00R 120.4 . . ?
C00V C00S H00S 119.8 . . ?
C00V C00S C011 120.39(19) . . ?
C011 C00S H00S 119.8 . . ?
C00M C00T H00T 120.4 . . ?
C00V C00T C00M 119.17(19) . . ?
C00V C00T H00T 120.4 . . ?
C00N C00U H00U 120.7 . . ?
C00N C00U C018 118.7(2) . . ?
C018 C00U H00U 120.7 . . ?
C00S C00V C00T 120.45(19) . . ?
C00S C00V H00V 119.8 . . ?
C00T C00V H00V 119.8 . . ?
C00I C00W H00W 120.3 . . ?
C01D C00W C00I 119.4(2) . . ?
C01D C00W H00W 120.3 . . ?
F005 C00X S002 111.68(14) . . ?
F005 C00X F007 106.88(17) . . ?
F007 C00X S002 111.84(14) . . ?
F009 C00X S002 111.26(15) . . ?
F009 C00X F005 107.47(17) . . ?
F009 C00X F007 107.46(17) . . ?
C00R C00Y H00Y 119.9 . . ?
C016 C00Y C00R 120.1(2) . . ?
C016 C00Y H00Y 119.9 . . ?
C00O C00Z H00Z 119.8 . . ?
C016 C00Z C00O 120.3(2) . . ?
C016 C00Z H00Z 119.8 . . ?
C00J C010 H010 120.4 . . ?
C01F C010 C00J 119.3(2) . . ?
C01F C010 H010 120.4 . . ?
C00Q C011 C00S 120.0(2) . . ?
C00Q C011 H011 120.0 . . ?
C00S C011 H011 120.0 . . ?
C00J C012 H012 120.5 . . ?
C01E C012 C00J 118.9(2) . . ?
C01E C012 H012 120.5 . . ?
C00N C013 H013 120.3 . . ?
C019 C013 C00N 119.4(2) . . ?
C019 C013 H013 120.3 . . ?
C00I C014 H014 120.6 . . ?
C01J C014 C00I 118.8(2) . . ?
C01J C014 H014 120.6 . . ?
F006 C015 S003 111.36(14) . . ?
F008 C015 S003 111.18(15) . . ?
F008 C015 F006 107.05(18) . . ?
F00B C015 S003 111.80(15) . . ?
F00B C015 F006 107.58(18) . . ?
F00B C015 F008 107.64(18) . . ?
C00Y C016 H016 119.7 . . ?
C00Z C016 C00Y 120.68(19) . . ?
C00Z C016 H016 119.7 . . ?
C018 C017 H017 119.7 . . ?
C018 C017 C019 120.6(2) . . ?
C019 C017 H017 119.7 . . ?
C00U C018 H018 119.8 . . ?
C017 C018 C00U 120.4(2) . . ?
C017 C018 H018 119.8 . . ?
C013 C019 C017 120.0(2) . . ?
C013 C019 H019 120.0 . . ?
C017 C019 H019 120.0 . . ?
C00P C01A H01A 119.9 . . ?
C01H C01A C00P 120.2(2) . . ?
C01H C01A H01A 119.9 . . ?
C00K C01B H01B 120.6 . . ?
C01I C01B C00K 118.8(2) . . ?
C01I C01B H01B 120.6 . . ?
C01E C01C H01C 119.9 . . ?
C01F C01C H01C 119.9 . . ?
C01F C01C C01E 120.2(2) . . ?
C00W C01D H01D 120.0 . . ?
C01G C01D C00W 120.0(2) . . ?
C01G C01D H01D 120.0 . . ?
C012 C01E H01E 119.7 . . ?
C01C C01E C012 120.5(2) . . ?
C01C C01E H01E 119.7 . . ?
C010 C01F H01F 119.7 . . ?
C01C C01F C010 120.5(2) . . ?
C01C C01F H01F 119.7 . . ?
C01D C01G H01G 119.4 . . ?
C01D C01G C01J 121.3(2) . . ?
C01J C01G H01G 119.4 . . ?
C01A C01H H01H 119.6 . . ?
C01A C01H C01I 120.8(2) . . ?
C01I C01H H01H 119.6 . . ?
C01B C01I H01I 119.9 . . ?
C01H C01I C01B 120.2(2) . . ?
C01H C01I H01I 119.9 . . ?
C014 C01J H01J 120.0 . . ?
C01G C01J C014 120.0(2) . . ?
C01G C01J H01J 120.0 . . ?

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
P001 C00I C00W C01D -176.28(16) . . . . ?
P001 C00I C014 C01J 175.64(17) . . . . ?
P001 C00K C00P C01A -179.11(16) . . . . ?
P001 C00K C01B C01I 179.09(19) . . . . ?
P001 C00M C00Q C011 -179.24(15) . . . . ?
P001 C00M C00T C00V 179.78(14) . . . . ?
P004 C00J C010 C01F -171.70(17) . . . . ?
P004 C00J C012 C01E 171.77(17) . . . . ?
P004 C00L C00O C00Z -177.14(14) . . . . ?
P004 C00L C00R C00Y 176.32(15) . . . . ?
P004 C00N C00U C018 175.67(16) . . . . ?
P004 C00N C013 C019 -175.95(18) . . . . ?
O00A P001 C00I C00W 67.72(18) . . . . ?
O00A P001 C00I C014 -109.30(18) . . . . ?
O00A P001 C00K C00P -138.56(17) . . . . ?
O00A P001 C00K C01B 42.89(19) . . . . ?
O00A P001 C00M C00Q -156.67(14) . . . . ?
O00A P001 C00M C00T 25.52(18) . . . . ?
O00A P004 C00J C010 106.25(17) . . . . ?
O00A P004 C00J C012 -66.59(18) . . . . ?
O00A P004 C00L C00O -23.52(18) . . . . ?
O00A P004 C00L C00R 159.91(14) . . . . ?
O00A P004 C00N C00U 123.85(17) . . . . ?
O00A P004 C00N C013 -61.29(18) . . . . ?
O00C S003 C015 F006 53.75(17) . . . . ?
O00C S003 C015 F008 -65.53(18) . . . . ?
O00C S003 C015 F00B 174.14(15) . . . . ?
O00D S003 C015 F006 173.35(15) . . . . ?
O00D S003 C015 F008 54.06(18) . . . . ?
O00D S003 C015 F00B -66.27(18) . . . . ?
O00E S003 C015 F006 -66.42(18) . . . . ?
O00E S003 C015 F008 174.29(15) . . . . ?
O00E S003 C015 F00B 53.97(18) . . . . ?
O00F S002 C00X F005 -56.31(17) . . . . ?
O00F S002 C00X F007 63.42(18) . . . . ?
O00F S002 C00X F009 -176.40(15) . . . . ?
O00G S002 C00X F005 63.73(17) . . . . ?
O00G S002 C00X F007 -176.54(15) . . . . ?
O00G S002 C00X F009 -56.36(17) . . . . ?
O00H S002 C00X F005 -175.70(15) . . . . ?
O00H S002 C00X F007 -55.96(18) . . . . ?
O00H S002 C00X F009 64.22(17) . . . . ?
C00I P001 O00A P004 24.6(4) . . . . ?
C00I P001 C00K C00P -20.5(2) . . . . ?
C00I P001 C00K C01B 160.96(17) . . . . ?
C00I P001 C00M C00Q 83.72(17) . . . . ?
C00I P001 C00M C00T -94.10(17) . . . . ?
C00I C00W C01D C01G 0.7(3) . . . . ?
C00I C014 C01J C01G 0.6(4) . . . . ?
C00J P004 O00A P001 155.9(4) . . . . ?
C00J P004 C00L C00O 89.07(17) . . . . ?
C00J P004 C00L C00R -87.49(16) . . . . ?
C00J P004 C00N C00U 8.3(2) . . . . ?
C00J P004 C00N C013 -176.83(15) . . . . ?
C00J C010 C01F C01C 0.0(3) . . . . ?
C00J C012 C01E C01C -0.4(3) . . . . ?
C00K P001 O00A P004 145.1(4) . . . . ?
C00K P001 C00I C00W -46.92(19) . . . . ?
C00K P001 C00I C014 136.05(17) . . . . ?
C00K P001 C00M C00Q -43.98(18) . . . . ?
C00K P001 C00M C00T 138.21(16) . . . . ?
C00K C00P C01A C01H 0.3(3) . . . . ?
C00K C01B C01I C01H -0.2(4) . . . . ?
C00L P004 O00A P001 -85.5(4) . . . . ?
C00L P004 C00J C010 -8.7(2) . . . . ?
C00L P004 C00J C012 178.42(16) . . . . ?
C00L P004 C00N C00U -119.97(17) . . . . ?
C00L P004 C00N C013 54.88(18) . . . . ?
C00L C00O C00Z C016 1.2(3) . . . . ?
C00L C00R C00Y C016 0.8(3) . . . . ?
C00M P001 O00A P004 -96.6(4) . . . . ?
C00M P001 C00I C00W -174.14(16) . . . . ?
C00M P001 C00I C014 8.8(2) . . . . ?
C00M P001 C00K C00P 106.73(17) . . . . ?
C00M P001 C00K C01B -71.83(19) . . . . ?
C00M C00Q C011 C00S -0.7(3) . . . . ?
C00M C00T C00V C00S -0.6(3) . . . . ?
C00N P004 O00A P001 32.0(4) . . . . ?
C00N P004 C00J C010 -135.51(16) . . . . ?
C00N P004 C00J C012 51.6(2) . . . . ?
C00N P004 C00L C00O -140.33(16) . . . . ?
C00N P004 C00L C00R 43.11(17) . . . . ?
C00N C00U C018 C017 -0.9(3) . . . . ?
C00N C013 C019 C017 0.9(4) . . . . ?
C00O C00L C00R C00Y -0.3(3) . . . . ?
C00O C00Z C016 C00Y -0.7(3) . . . . ?
C00P C00K C01B C01I 0.5(3) . . . . ?
C00P C01A C01H C01I 0.0(4) . . . . ?
C00Q C00M C00T C00V 2.1(3) . . . . ?
C00R C00L C00O C00Z -0.7(3) . . . . ?
C00R C00Y C016 C00Z -0.3(3) . . . . ?
C00T C00M C00Q C011 -1.4(3) . . . . ?
C00U C00N C013 C019 -1.0(3) . . . . ?
C00V C00S C011 C00Q 2.2(3) . . . . ?
C00W C00I C014 C01J -1.4(3) . . . . ?
C00W C01D C01G C01J -1.5(4) . . . . ?
C010 C00J C012 C01E -0.9(3) . . . . ?
C011 C00S C00V C00T -1.5(3) . . . . ?
C012 C00J C010 C01F 1.2(3) . . . . ?
C013 C00N C00U C018 1.0(3) . . . . ?
C014 C00I C00W C01D 0.7(3) . . . . ?
C018 C017 C019 C013 -0.7(4) . . . . ?
C019 C017 C018 C00U 0.7(4) . . . . ?
C01A C01H C01I C01B -0.1(4) . . . . ?
C01B C00K C00P C01A -0.6(3) . . . . ?
C01D C01G C01J C014 0.8(4) . . . . ?
C01E C01C C01F C010 -1.3(4) . . . . ?
C01F C01C C01E C012 1.5(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_ra050mono_a
_database_code_depnum_ccdc_archive 'CCDC 2190299'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-08-19 downloaded from the CCDC.
;
_audit_creation_date             2022-07-13
_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         'C16 H14 Cu F6 N4 O6 S2'
_chemical_formula_sum            'C16 H14 Cu F6 N4 O6 S2'
_chemical_formula_weight         599.97
_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'
Cu Cu 0.3201 1.2651 '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/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                   7.9129(3)
_cell_length_b                   24.4411(10)
_cell_length_c                   11.8839(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.087(3)
_cell_angle_gamma                90
_cell_volume                     2295.01(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4822
_cell_measurement_temperature    149.82
_cell_measurement_theta_max      28.50
_cell_measurement_theta_min      2.39
_shelx_estimated_absorpt_T_max   0.941
_shelx_estimated_absorpt_T_min   0.887
_exptl_absorpt_coefficient_mu    1.223
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6576
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0610 before and 0.0550 after correction.
The Ratio of minimum to maximum transmission is 0.8814.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.736
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1204
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0776
_diffrn_reflns_av_unetI/netI     0.0660
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            34875
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.582
_diffrn_reflns_theta_min         2.709
_diffrn_ambient_temperature      149.82
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4654
_reflns_number_total             7038
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.568
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         7038
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0423
_refine_ls_restrained_S_all      1.008
_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)+(0.0305P)²+1.3565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0974
_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 Aromatic/amide H refined with riding coordinates:
 C00M(H00M), C00N(H00N), C00O(H00O), C00Q(H00Q), C00R(H00R), C00S(H00S),
 C00U(H00U), C00V(H00V)
2.b Idealised Me refined as rotating group:
 C00Y(H00A,H00B,H00C), C00Z(H00D,H00E,H00F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Cu01 Cu 0.33456(3) 0.36097(2) 0.35601(3) 0.02091(8) Uani 1 1 d . . . . .
S002 S 0.45938(7) 0.40092(2) 0.63286(5) 0.02192(13) Uani 1 1 d . . . . .
S003 S 0.05162(8) 0.34765(3) 0.09547(6) 0.02874(15) Uani 1 1 d . . . . .
F004 F 0.7615(2) 0.37678(8) 0.72056(15) 0.0477(5) Uani 1 1 d . . . . .
O005 O 0.2916(2) 0.38690(8) 0.66286(17) 0.0345(4) Uani 1 1 d . . . . .
O006 O 0.5080(2) 0.37874(8) 0.52656(15) 0.0339(4) Uani 1 1 d . . . . .
O007 O 0.1951(2) 0.33963(8) 0.17345(16) 0.0347(4) Uani 1 1 d . . . . .
F008 F 0.1322(3) 0.45190(7) 0.08301(18) 0.0689(6) Uani 1 1 d . . . . .
O009 O 0.0355(2) 0.30637(8) 0.00944(17) 0.0414(5) Uani 1 1 d . . . . .
N00A N 0.1738(2) 0.31349(8) 0.43390(16) 0.0205(4) Uani 1 1 d . . . . .
N00B N 0.1539(2) 0.41645(8) 0.37564(17) 0.0204(4) Uani 1 1 d . . . . .
F00C F 0.5855(2) 0.31025(8) 0.7225(2) 0.0712(7) Uani 1 1 d . . . . .
N00D N 0.4960(3) 0.30031(9) 0.32798(18) 0.0270(5) Uani 1 1 d . . . . .
F00E F 0.2557(3) 0.40011(9) -0.0320(2) 0.0751(7) Uani 1 1 d . . . . .
O00F O 0.5071(2) 0.45661(8) 0.6521(2) 0.0505(6) Uani 1 1 d . . . . .
N00G N 0.4782(2) 0.41069(8) 0.26743(18) 0.0257(5) Uani 1 1 d . . . . .
F00H F -0.0056(3) 0.42080(10) -0.06251(19) 0.0855(8) Uani 1 1 d . . . . .
F00I F 0.5656(3) 0.37634(13) 0.83888(16) 0.0941(9) Uani 1 1 d . . . . .
O00J O -0.1016(3) 0.36339(10) 0.1463(2) 0.0530(6) Uani 1 1 d . . . . .
C00K C 0.0237(3) 0.33781(10) 0.45233(19) 0.0205(5) Uani 1 1 d . . . . .
C00L C 0.0108(3) 0.39542(9) 0.4161(2) 0.0197(5) Uani 1 1 d . . . . .
C00M C 0.1541(3) 0.46874(10) 0.3411(2) 0.0258(5) Uani 1 1 d . . . . .
H00M H 0.255127 0.483683 0.314196 0.031 Uiso 1 1 calc R U . . .
C00N C 0.2001(3) 0.26169(10) 0.4671(2) 0.0262(5) Uani 1 1 d . . . . .
H00N H 0.305165 0.244786 0.453565 0.031 Uiso 1 1 calc R U . . .
C00O C -0.1028(3) 0.30969(10) 0.5041(2) 0.0279(5) Uani 1 1 d . . . . .
H00O H -0.207997 0.326965 0.515707 0.033 Uiso 1 1 calc R U . . .
C00P C 0.5529(3) 0.43533(10) 0.2065(2) 0.0272(5) Uani 1 1 d . . . . .
C00Q C 0.0117(3) 0.50165(11) 0.3434(2) 0.0319(6) Uani 1 1 d . . . . .
H00Q H 0.014525 0.538388 0.317413 0.038 Uiso 1 1 calc R U . . .
C00R C -0.1350(3) 0.42662(11) 0.4211(2) 0.0280(6) Uani 1 1 d . . . . .
H00R H -0.234235 0.411276 0.449750 0.034 Uiso 1 1 calc R U . . .
C00S C -0.1347(3) 0.48002(11) 0.3841(2) 0.0329(6) Uani 1 1 d . . . . .
H00S H -0.233919 0.501779 0.386518 0.040 Uiso 1 1 calc R U . . .
C00T C 0.5894(3) 0.26675(11) 0.3084(2) 0.0316(6) Uani 1 1 d . . . . .
C00U C -0.0748(3) 0.25634(11) 0.5389(2) 0.0337(6) Uani 1 1 d . . . . .
H00U H -0.160132 0.236626 0.574960 0.040 Uiso 1 1 calc R U . . .
C00V C 0.0790(3) 0.23206(11) 0.5205(2) 0.0313(6) Uani 1 1 d . . . . .
H00V H 0.101186 0.195512 0.544144 0.038 Uiso 1 1 calc R U . . .
C00W C 0.6000(4) 0.36406(14) 0.7344(3) 0.0418(7) Uani 1 1 d . . . . .
C00X C 0.1104(4) 0.40824(13) 0.0171(3) 0.0458(8) Uani 1 1 d . . . . .
C00Y C 0.6468(4) 0.46762(13) 0.1278(3) 0.0415(7) Uani 1 1 d . . . . .
H00A H 0.602717 0.460340 0.050658 0.062 Uiso 1 1 calc R U . . .
H00B H 0.766873 0.457645 0.135228 0.062 Uiso 1 1 calc R U . . .
H00C H 0.634118 0.506604 0.144762 0.062 Uiso 1 1 calc R U . . .
C00Z C 0.7090(4) 0.22390(14) 0.2824(3) 0.0560(10) Uani 1 1 d . . . . .
H00D H 0.800860 0.239633 0.240713 0.084 Uiso 1 1 calc R U . . .
H00E H 0.650744 0.195680 0.236329 0.084 Uiso 1 1 calc R U . . .
H00F H 0.755856 0.207536 0.352596 0.084 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
Cu01 O006 2.4251(18) . ?
Cu01 O007 2.4370(18) . ?
Cu01 N00A 1.987(2) . ?
Cu01 N00B 1.9930(19) . ?
Cu01 N00D 1.997(2) . ?
Cu01 N00G 2.002(2) . ?
S002 O005 1.4346(18) . ?
S002 O006 1.4457(19) . ?
S002 O00F 1.428(2) . ?
S002 C00W 1.834(3) . ?
S003 O007 1.4398(19) . ?
S003 O009 1.4372(19) . ?
S003 O00J 1.436(2) . ?
S003 C00X 1.823(3) . ?
F004 C00W 1.334(3) . ?
F008 C00X 1.329(3) . ?
N00A C00K 1.357(3) . ?
N00A C00N 1.339(3) . ?
N00B C00L 1.355(3) . ?
N00B C00M 1.342(3) . ?
F00C C00W 1.327(4) . ?
N00D C00T 1.136(3) . ?
F00E C00X 1.332(4) . ?
N00G C00P 1.132(3) . ?
F00H C00X 1.319(4) . ?
F00I C00W 1.319(4) . ?
C00K C00L 1.474(3) . ?
C00K C00O 1.385(3) . ?
C00L C00R 1.387(3) . ?
C00M H00M 0.9500 . ?
C00M C00Q 1.386(3) . ?
C00N H00N 0.9500 . ?
C00N C00V 1.382(4) . ?
C00O H00O 0.9500 . ?
C00O C00U 1.382(4) . ?
C00P C00Y 1.457(4) . ?
C00Q H00Q 0.9500 . ?
C00Q C00S 1.384(4) . ?
C00R H00R 0.9500 . ?
C00R C00S 1.377(4) . ?
C00S H00S 0.9500 . ?
C00T C00Z 1.456(4) . ?
C00U H00U 0.9500 . ?
C00U C00V 1.382(4) . ?
C00V H00V 0.9500 . ?
C00Y H00A 0.9800 . ?
C00Y H00B 0.9800 . ?
C00Y H00C 0.9800 . ?
C00Z H00D 0.9800 . ?
C00Z H00E 0.9800 . ?
C00Z H00F 0.9800 . ?

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
O006 Cu01 O007 172.38(6) . . ?
N00A Cu01 O006 93.61(7) . . ?
N00A Cu01 O007 91.10(7) . . ?
N00A Cu01 N00B 82.06(8) . . ?
N00A Cu01 N00D 94.32(8) . . ?
N00A Cu01 N00G 174.60(8) . . ?
N00B Cu01 O006 99.06(7) . . ?
N00B Cu01 O007 87.51(7) . . ?
N00B Cu01 N00D 173.74(8) . . ?
N00B Cu01 N00G 94.57(8) . . ?
N00D Cu01 O006 86.21(7) . . ?
N00D Cu01 O007 87.46(7) . . ?
N00D Cu01 N00G 88.65(8) . . ?
N00G Cu01 O006 91.08(7) . . ?
N00G Cu01 O007 84.52(8) . . ?
O005 S002 O006 114.90(11) . . ?
O005 S002 C00W 104.83(13) . . ?
O006 S002 C00W 102.14(13) . . ?
O00F S002 O005 115.36(12) . . ?
O00F S002 O006 114.64(14) . . ?
O00F S002 C00W 102.53(14) . . ?
O007 S003 C00X 103.02(14) . . ?
O009 S003 O007 113.51(12) . . ?
O009 S003 C00X 102.85(14) . . ?
O00J S003 O007 114.86(13) . . ?
O00J S003 O009 116.27(13) . . ?
O00J S003 C00X 103.97(15) . . ?
S002 O006 Cu01 129.21(10) . . ?
S003 O007 Cu01 147.93(12) . . ?
C00K N00A Cu01 114.03(15) . . ?
C00N N00A Cu01 126.63(17) . . ?
C00N N00A C00K 119.3(2) . . ?
C00L N00B Cu01 113.69(15) . . ?
C00M N00B Cu01 126.84(17) . . ?
C00M N00B C00L 119.0(2) . . ?
C00T N00D Cu01 177.4(2) . . ?
C00P N00G Cu01 171.8(2) . . ?
N00A C00K C00L 114.8(2) . . ?
N00A C00K C00O 120.9(2) . . ?
C00O C00K C00L 124.3(2) . . ?
N00B C00L C00K 114.83(19) . . ?
N00B C00L C00R 121.3(2) . . ?
C00R C00L C00K 123.9(2) . . ?
N00B C00M H00M 118.9 . . ?
N00B C00M C00Q 122.2(2) . . ?
C00Q C00M H00M 118.9 . . ?
N00A C00N H00N 119.0 . . ?
N00A C00N C00V 122.0(2) . . ?
C00V C00N H00N 119.0 . . ?
C00K C00O H00O 120.2 . . ?
C00U C00O C00K 119.5(2) . . ?
C00U C00O H00O 120.2 . . ?
N00G C00P C00Y 179.1(3) . . ?
C00M C00Q H00Q 120.6 . . ?
C00S C00Q C00M 118.8(2) . . ?
C00S C00Q H00Q 120.6 . . ?
C00L C00R H00R 120.3 . . ?
C00S C00R C00L 119.5(2) . . ?
C00S C00R H00R 120.3 . . ?
C00Q C00S H00S 120.4 . . ?
C00R C00S C00Q 119.3(2) . . ?
C00R C00S H00S 120.4 . . ?
N00D C00T C00Z 179.6(3) . . ?
C00O C00U H00U 120.5 . . ?
C00V C00U C00O 119.1(2) . . ?
C00V C00U H00U 120.5 . . ?
C00N C00V C00U 119.1(2) . . ?
C00N C00V H00V 120.5 . . ?
C00U C00V H00V 120.5 . . ?
F004 C00W S002 110.8(2) . . ?
F00C C00W S002 111.8(2) . . ?
F00C C00W F004 107.2(2) . . ?
F00I C00W S002 111.0(2) . . ?
F00I C00W F004 108.1(3) . . ?
F00I C00W F00C 107.7(3) . . ?
F008 C00X S003 112.3(2) . . ?
F008 C00X F00E 106.9(3) . . ?
F00E C00X S003 110.6(2) . . ?
F00H C00X S003 111.6(2) . . ?
F00H C00X F008 107.4(3) . . ?
F00H C00X F00E 107.7(3) . . ?
C00P C00Y H00A 109.5 . . ?
C00P C00Y H00B 109.5 . . ?
C00P C00Y H00C 109.5 . . ?
H00A C00Y H00B 109.5 . . ?
H00A C00Y H00C 109.5 . . ?
H00B C00Y H00C 109.5 . . ?
C00T C00Z H00D 109.5 . . ?
C00T C00Z H00E 109.5 . . ?
C00T C00Z H00F 109.5 . . ?
H00D C00Z H00E 109.5 . . ?
H00D C00Z H00F 109.5 . . ?
H00E C00Z H00F 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
Cu01 N00A C00K C00L -2.7(2) . . . . ?
Cu01 N00A C00K C00O 178.93(18) . . . . ?
Cu01 N00A C00N C00V -179.71(18) . . . . ?
Cu01 N00B C00L C00K 7.9(2) . . . . ?
Cu01 N00B C00L C00R -171.48(18) . . . . ?
Cu01 N00B C00M C00Q 169.88(18) . . . . ?
O005 S002 O006 Cu01 32.78(19) . . . . ?
O005 S002 C00W F004 -175.6(2) . . . . ?
O005 S002 C00W F00C 64.9(2) . . . . ?
O005 S002 C00W F00I -55.4(3) . . . . ?
O006 S002 C00W F004 64.2(2) . . . . ?
O006 S002 C00W F00C -55.3(2) . . . . ?
O006 S002 C00W F00I -175.6(2) . . . . ?
O007 S003 C00X F008 -61.6(3) . . . . ?
O007 S003 C00X F00E 57.7(2) . . . . ?
O007 S003 C00X F00H 177.6(2) . . . . ?
O009 S003 O007 Cu01 -162.4(2) . . . . ?
O009 S003 C00X F008 -179.8(2) . . . . ?
O009 S003 C00X F00E -60.5(2) . . . . ?
O009 S003 C00X F00H 59.4(3) . . . . ?
N00A C00K C00L N00B -3.5(3) . . . . ?
N00A C00K C00L C00R 175.9(2) . . . . ?
N00A C00K C00O C00U 0.9(4) . . . . ?
N00A C00N C00V C00U 0.8(4) . . . . ?
N00B C00L C00R C00S 0.0(4) . . . . ?
N00B C00M C00Q C00S 0.9(4) . . . . ?
O00F S002 O006 Cu01 -104.31(15) . . . . ?
O00F S002 C00W F004 -54.8(2) . . . . ?
O00F S002 C00W F00C -174.3(2) . . . . ?
O00F S002 C00W F00I 65.4(3) . . . . ?
O00J S003 O007 Cu01 -25.2(3) . . . . ?
O00J S003 C00X F008 58.5(3) . . . . ?
O00J S003 C00X F00E 177.9(2) . . . . ?
O00J S003 C00X F00H -62.2(3) . . . . ?
C00K N00A C00N C00V -0.4(4) . . . . ?
C00K C00L C00R C00S -179.3(2) . . . . ?
C00K C00O C00U C00V -0.4(4) . . . . ?
C00L N00B C00M C00Q -1.3(4) . . . . ?
C00L C00K C00O C00U -177.3(2) . . . . ?
C00L C00R C00S C00Q -0.4(4) . . . . ?
C00M N00B C00L C00K -179.7(2) . . . . ?
C00M N00B C00L C00R 0.8(3) . . . . ?
C00M C00Q C00S C00R 0.0(4) . . . . ?
C00N N00A C00K C00L 177.9(2) . . . . ?
C00N N00A C00K C00O -0.5(3) . . . . ?
C00O C00K C00L N00B 174.8(2) . . . . ?
C00O C00K C00L C00R -5.8(4) . . . . ?
C00O C00U C00V C00N -0.4(4) . . . . ?
C00W S002 O006 Cu01 145.64(16) . . . . ?
C00X S003 O007 Cu01 87.1(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_ra039_pbca
_database_code_depnum_ccdc_archive 'CCDC 2190300'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-08-19 downloaded from the CCDC.
;
_audit_creation_date             2022-07-13
_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         'C10 H8 N2 O S, 2(C F3 O3 S), 2(C2 H3 N)'
_chemical_formula_sum            'C16 H14 F6 N4 O7 S3'
_chemical_formula_weight         584.49
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.5696(19)
_cell_length_b                   12.2385(13)
_cell_length_c                   22.989(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4661.9(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7880
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.45
_cell_measurement_theta_min      2.25
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.964
_exptl_absorpt_coefficient_mu    0.412
_exptl_absorpt_correction_T_max  0.7359
_exptl_absorpt_correction_T_min  0.6691
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1116 before and 0.0947 after correction.
The Ratio of minimum to maximum transmission is 0.9092.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       SHARD
_exptl_crystal_F_000             2368
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1305
_diffrn_reflns_av_unetI/netI     0.0620
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            64454
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.289
_diffrn_reflns_theta_min         2.458
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4226
_reflns_number_total             5781
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         5781
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0907
_refine_ls_R_factor_gt           0.0612
_refine_ls_restrained_S_all      1.126
_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)+(0.0252P)²+15.1216P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1444
_refine_ls_wR_factor_ref         0.1567
_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 Aromatic/amide H refined with riding coordinates:
 C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00S(H00S), C00T(H00T)
2.b Idealised Me refined as rotating group:
 C00Z(H00A,H00B,H00C), C010(H01A,H01B,H01C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.35561(5) 0.48944(7) 0.45699(4) 0.02033(19) Uani 1 1 d . . . . .
S002 S 0.57489(5) 0.34441(8) 0.42384(4) 0.0221(2) Uani 1 1 d . . . . .
S003 S 0.39274(6) 0.78404(8) 0.40826(4) 0.0254(2) Uani 1 1 d . . . . .
F004 F 0.62943(17) 0.3319(3) 0.31758(11) 0.0518(8) Uani 1 1 d . . . . .
F005 F 0.50603(17) 0.3851(2) 0.32317(11) 0.0482(7) Uani 1 1 d . . . . .
O006 O 0.65678(15) 0.3598(2) 0.44321(11) 0.0275(6) Uani 1 1 d . . . . .
O007 O 0.35262(16) 0.4188(2) 0.40764(11) 0.0270(6) Uani 1 1 d . . . . .
F008 F 0.46016(19) 0.8293(3) 0.30816(12) 0.0565(8) Uani 1 1 d . . . . .
O009 O 0.54880(18) 0.2329(2) 0.41753(12) 0.0363(7) Uani 1 1 d . . . . .
O00A O 0.31554(17) 0.8133(2) 0.43220(13) 0.0360(7) Uani 1 1 d . . . . .
F00B F 0.6033(2) 0.4946(2) 0.34521(12) 0.0665(10) Uani 1 1 d . . . . .
O00C O 0.51817(16) 0.4171(3) 0.45178(12) 0.0353(7) Uani 1 1 d . . . . .
F00D F 0.3331(2) 0.7898(3) 0.30365(12) 0.0659(9) Uani 1 1 d . . . . .
N00E N 0.33279(17) 0.4064(2) 0.52102(12) 0.0200(6) Uani 1 1 d . . . . .
N00F N 0.25172(17) 0.5364(2) 0.46569(12) 0.0201(6) Uani 1 1 d . . . . .
F00G F 0.3702(2) 0.9461(2) 0.33678(15) 0.0682(10) Uani 1 1 d . . . . .
O00H O 0.4024(2) 0.6690(2) 0.39616(14) 0.0445(8) Uani 1 1 d . . . . .
O00I O 0.46086(18) 0.8370(3) 0.43377(14) 0.0505(9) Uani 1 1 d . . . . .
C00J C 0.2575(2) 0.4170(3) 0.54387(14) 0.0202(7) Uani 1 1 d . . . . .
C00K C 0.2088(2) 0.4939(3) 0.51060(14) 0.0206(7) Uani 1 1 d . . . . .
C00L C 0.2364(2) 0.3581(3) 0.59217(15) 0.0243(7) Uani 1 1 d . . . . .
H00L H 0.185019 0.364228 0.608109 0.029 Uiso 1 1 calc R U . . .
C00M C 0.3699(2) 0.2810(3) 0.59343(17) 0.0275(8) Uani 1 1 d . . . . .
H00M H 0.407861 0.234637 0.610179 0.033 Uiso 1 1 calc R U . . .
C00N C 0.1299(2) 0.5248(3) 0.51882(16) 0.0250(8) Uani 1 1 d . . . . .
H00N H 0.100061 0.498115 0.550029 0.030 Uiso 1 1 calc R U . . .
C00O C 0.2200(2) 0.6060(3) 0.42692(15) 0.0238(7) Uani 1 1 d . . . . .
H00O H 0.250781 0.632612 0.396181 0.029 Uiso 1 1 calc R U . . .
C00P C 0.3897(2) 0.3426(3) 0.54488(16) 0.0253(7) Uani 1 1 d . . . . .
H00P H 0.441399 0.339728 0.529154 0.030 Uiso 1 1 calc R U . . .
C00Q C 0.1397(2) 0.6376(3) 0.43386(16) 0.0269(8) Uani 1 1 d . . . . .
H00Q H 0.116220 0.686186 0.407766 0.032 Uiso 1 1 calc R U . . .
C00R C 0.5780(3) 0.3921(4) 0.34890(17) 0.0338(9) Uani 1 1 d . . . . .
C00S C 0.0959(2) 0.5969(3) 0.47916(17) 0.0287(8) Uani 1 1 d . . . . .
H00S H 0.042328 0.617768 0.483554 0.034 Uiso 1 1 calc R U . . .
C00T C 0.2931(2) 0.2892(3) 0.61675(16) 0.0267(8) Uani 1 1 d . . . . .
H00T H 0.279461 0.247959 0.649284 0.032 Uiso 1 1 calc R U . . .
N00U N 0.1425(3) 0.5421(4) 0.66759(18) 0.0556(12) Uani 1 1 d . . . . .
C00V C 0.1609(3) 0.5306(4) 0.7141(2) 0.0379(10) Uani 1 1 d . . . . .
C00W C 0.3895(3) 0.8406(4) 0.33556(19) 0.0389(10) Uani 1 1 d . . . . .
N00X N 0.3419(3) 1.1967(4) 0.2685(2) 0.0695(14) Uani 1 1 d . . . . .
C00Y C 0.4054(3) 1.1652(4) 0.2712(2) 0.0453(11) Uani 1 1 d . . . . .
C00Z C 0.1831(3) 0.5147(5) 0.7740(2) 0.0542(13) Uani 1 1 d . . . . .
H00A H 0.230830 0.470431 0.775983 0.081 Uiso 1 1 calc R U . . .
H00B H 0.139847 0.478875 0.794140 0.081 Uiso 1 1 calc R U . . .
H00C H 0.193456 0.584324 0.791739 0.081 Uiso 1 1 calc R U . . .
C010 C 0.4873(3) 1.1238(4) 0.2761(3) 0.0676(17) Uani 1 1 d . . . . .
H01A H 0.515093 1.134299 0.239897 0.101 Uiso 1 1 calc R U . . .
H01B H 0.485800 1.047275 0.285263 0.101 Uiso 1 1 calc R U . . .
H01C H 0.515114 1.162394 0.306429 0.101 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 O007 1.427(3) . ?
S001 N00E 1.828(3) . ?
S001 N00F 1.826(3) . ?
S002 O006 1.440(3) . ?
S002 O009 1.439(3) . ?
S002 O00C 1.445(3) . ?
S002 C00R 1.820(4) . ?
S003 O00A 1.438(3) . ?
S003 O00H 1.444(3) . ?
S003 O00I 1.427(3) . ?
S003 C00W 1.810(4) . ?
F004 C00R 1.338(5) . ?
F005 C00R 1.334(5) . ?
F008 C00W 1.336(6) . ?
F00B C00R 1.325(5) . ?
F00D C00W 1.341(5) . ?
N00E C00J 1.360(4) . ?
N00E C00P 1.342(5) . ?
N00F C00K 1.358(4) . ?
N00F C00O 1.340(5) . ?
F00G C00W 1.330(5) . ?
C00J C00K 1.457(5) . ?
C00J C00L 1.369(5) . ?
C00K C00N 1.374(5) . ?
C00L H00L 0.9300 . ?
C00L C00T 1.383(5) . ?
C00M H00M 0.9300 . ?
C00M C00P 1.386(5) . ?
C00M C00T 1.385(5) . ?
C00N H00N 0.9300 . ?
C00N C00S 1.388(5) . ?
C00O H00O 0.9300 . ?
C00O C00Q 1.394(5) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00Q C00S 1.364(6) . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
N00U C00V 1.121(6) . ?
C00V C00Z 1.437(7) . ?
N00X C00Y 1.123(7) . ?
C00Y C010 1.453(7) . ?
C00Z H00A 0.9600 . ?
C00Z H00B 0.9600 . ?
C00Z H00C 0.9600 . ?
C010 H01A 0.9600 . ?
C010 H01B 0.9600 . ?
C010 H01C 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
O007 S001 N00E 107.23(15) . . ?
O007 S001 N00F 104.17(14) . . ?
N00F S001 N00E 83.78(13) . . ?
O006 S002 O00C 113.28(16) . . ?
O006 S002 C00R 102.96(18) . . ?
O009 S002 O006 115.98(17) . . ?
O009 S002 O00C 115.67(19) . . ?
O009 S002 C00R 102.55(18) . . ?
O00C S002 C00R 103.98(19) . . ?
O00A S003 O00H 114.52(19) . . ?
O00A S003 C00W 103.4(2) . . ?
O00H S003 C00W 101.4(2) . . ?
O00I S003 O00A 115.67(18) . . ?
O00I S003 O00H 115.7(2) . . ?
O00I S003 C00W 103.2(2) . . ?
C00J N00E S001 116.6(2) . . ?
C00P N00E S001 120.5(2) . . ?
C00P N00E C00J 122.9(3) . . ?
C00K N00F S001 117.2(2) . . ?
C00O N00F S001 119.8(2) . . ?
C00O N00F C00K 122.9(3) . . ?
N00E C00J C00K 111.5(3) . . ?
N00E C00J C00L 119.8(3) . . ?
C00L C00J C00K 128.7(3) . . ?
N00F C00K C00J 110.9(3) . . ?
N00F C00K C00N 119.9(3) . . ?
C00N C00K C00J 129.2(3) . . ?
C00J C00L H00L 120.7 . . ?
C00J C00L C00T 118.7(3) . . ?
C00T C00L H00L 120.7 . . ?
C00P C00M H00M 120.3 . . ?
C00T C00M H00M 120.3 . . ?
C00T C00M C00P 119.3(4) . . ?
C00K C00N H00N 121.0 . . ?
C00K C00N C00S 118.0(3) . . ?
C00S C00N H00N 121.0 . . ?
N00F C00O H00O 120.8 . . ?
N00F C00O C00Q 118.3(3) . . ?
C00Q C00O H00O 120.8 . . ?
N00E C00P C00M 118.6(3) . . ?
N00E C00P H00P 120.7 . . ?
C00M C00P H00P 120.7 . . ?
C00O C00Q H00Q 120.2 . . ?
C00S C00Q C00O 119.6(4) . . ?
C00S C00Q H00Q 120.2 . . ?
F004 C00R S002 110.5(3) . . ?
F005 C00R S002 112.0(3) . . ?
F005 C00R F004 107.2(3) . . ?
F00B C00R S002 111.9(3) . . ?
F00B C00R F004 106.6(4) . . ?
F00B C00R F005 108.4(4) . . ?
C00N C00S H00S 119.4 . . ?
C00Q C00S C00N 121.3(4) . . ?
C00Q C00S H00S 119.4 . . ?
C00L C00T C00M 120.7(3) . . ?
C00L C00T H00T 119.7 . . ?
C00M C00T H00T 119.7 . . ?
N00U C00V C00Z 178.9(6) . . ?
F008 C00W S003 111.7(3) . . ?
F008 C00W F00D 107.7(4) . . ?
F00D C00W S003 110.4(3) . . ?
F00G C00W S003 111.0(3) . . ?
F00G C00W F008 108.7(4) . . ?
F00G C00W F00D 107.0(4) . . ?
N00X C00Y C010 178.6(7) . . ?
C00V C00Z H00A 109.5 . . ?
C00V C00Z H00B 109.5 . . ?
C00V C00Z H00C 109.5 . . ?
H00A C00Z H00B 109.5 . . ?
H00A C00Z H00C 109.5 . . ?
H00B C00Z H00C 109.5 . . ?
C00Y C010 H01A 109.5 . . ?
C00Y C010 H01B 109.5 . . ?
C00Y C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 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 N00E C00J C00K 0.9(4) . . . . ?
S001 N00E C00J C00L -179.4(3) . . . . ?
S001 N00E C00P C00M 180.0(3) . . . . ?
S001 N00F C00K C00J 0.4(4) . . . . ?
S001 N00F C00K C00N -179.0(3) . . . . ?
S001 N00F C00O C00Q 178.1(3) . . . . ?
O006 S002 C00R F004 61.1(3) . . . . ?
O006 S002 C00R F005 -179.5(3) . . . . ?
O006 S002 C00R F00B -57.5(4) . . . . ?
O007 S001 N00E C00J -103.5(3) . . . . ?
O007 S001 N00E C00P 79.2(3) . . . . ?
O007 S001 N00F C00K 106.3(3) . . . . ?
O007 S001 N00F C00O -70.7(3) . . . . ?
O009 S002 C00R F004 -59.7(3) . . . . ?
O009 S002 C00R F005 59.7(3) . . . . ?
O009 S002 C00R F00B -178.3(3) . . . . ?
O00A S003 C00W F008 174.5(3) . . . . ?
O00A S003 C00W F00D -65.6(4) . . . . ?
O00A S003 C00W F00G 52.9(4) . . . . ?
O00C S002 C00R F004 179.5(3) . . . . ?
O00C S002 C00R F005 -61.1(3) . . . . ?
O00C S002 C00R F00B 60.9(4) . . . . ?
N00E S001 N00F C00K 0.1(2) . . . . ?
N00E S001 N00F C00O -176.9(3) . . . . ?
N00E C00J C00K N00F -0.8(4) . . . . ?
N00E C00J C00K C00N 178.4(3) . . . . ?
N00E C00J C00L C00T 0.4(5) . . . . ?
N00F S001 N00E C00J -0.6(2) . . . . ?
N00F S001 N00E C00P -177.8(3) . . . . ?
N00F C00K C00N C00S 1.9(5) . . . . ?
N00F C00O C00Q C00S -0.4(5) . . . . ?
O00H S003 C00W F008 -66.6(3) . . . . ?
O00H S003 C00W F00D 53.3(4) . . . . ?
O00H S003 C00W F00G 171.9(3) . . . . ?
O00I S003 C00W F008 53.6(4) . . . . ?
O00I S003 C00W F00D 173.5(3) . . . . ?
O00I S003 C00W F00G -68.0(4) . . . . ?
C00J N00E C00P C00M 2.9(5) . . . . ?
C00J C00K C00N C00S -177.3(3) . . . . ?
C00J C00L C00T C00M 0.8(5) . . . . ?
C00K N00F C00O C00Q 1.2(5) . . . . ?
C00K C00J C00L C00T 179.9(3) . . . . ?
C00K C00N C00S C00Q -1.1(6) . . . . ?
C00L C00J C00K N00F 179.6(3) . . . . ?
C00L C00J C00K C00N -1.2(6) . . . . ?
C00O N00F C00K C00J 177.3(3) . . . . ?
C00O N00F C00K C00N -2.1(5) . . . . ?
C00O C00Q C00S C00N 0.3(6) . . . . ?
C00P N00E C00J C00K 178.1(3) . . . . ?
C00P N00E C00J C00L -2.3(5) . . . . ?
C00P C00M C00T C00L -0.1(6) . . . . ?
C00T C00M C00P N00E -1.7(6) . . . . ?


_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_JRD016_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2190366'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2022-07-14 deposited with the CCDC.	2022-08-19 downloaded from the CCDC.
;
_audit_creation_date             2022-07-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_chemical_formula_moiety         '2(C F3 O3 S), C15 H11 N3 O S'
_chemical_formula_sum            'C17 H11 F6 N3 O7 S3'
_chemical_formula_weight         579.481
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.86690 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z-1/2

_symmetry_Int_Tables_number      15
_cell_length_a                   29.7305(11)
_cell_length_b                   8.0563(3)
_cell_length_c                   22.7955(9)
_cell_angle_alpha                90
_cell_angle_beta                 128.183(2)
_cell_angle_gamma                90
_cell_volume                     4291.7(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      38.58
_cell_measurement_theta_min      2.67
_exptl_absorpt_coefficient_mu    0.446
_exptl_absorpt_correction_T_max  0.7481
_exptl_absorpt_correction_T_min  0.7046
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0446 before and 0.0419 after correction.
The Ratio of minimum to maximum transmission is 0.9419.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.794
_exptl_crystal_description       SHARD
_exptl_crystal_F_000             2341.129
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.9977
_diffrn_reflns_Laue_measured_fraction_max 0.9979
_diffrn_reflns_limit_h_max       55
_diffrn_reflns_limit_h_min       -53
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            89990
_diffrn_reflns_point_group_measured_fraction_full 0.9977
_diffrn_reflns_point_group_measured_fraction_max 0.9979
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         41.40
_diffrn_reflns_theta_min         3.11
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9977
_diffrn_measured_fraction_theta_max 0.9979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              43
_reflns_limit_h_min              -55
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              42
_reflns_limit_l_min              0
_reflns_number_gt                11023
_reflns_number_total             14445
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.8848
_refine_diff_density_min         -0.8190
_refine_diff_density_rms         0.1021
_refine_ls_d_res_high            0.5374
_refine_ls_d_res_low             6.5504
_refine_ls_goodness_of_fit_ref   1.0089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    2
_refine_ls_number_parameters     428
_refine_ls_number_reflns         14445
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.0089
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0633P)²+2.0032P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1037
_refine_ls_wR_factor_ref         0.1165
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: F009(0.75) O00D(0.5) F00I(0.75) C010(0.75) F0AA(0.75) O1(0.5)
 F1(0.25) F2(0.25) C3(0.25) O5(0.5) O7(0.5) F10(0.25) O2(0.5) O3(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C00S(H00S)
;
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_refinement_flags_posn
_atom_site_disorder_group
S001 S 0.479386(9) 0.43049(2) 0.646360(11) 0.01571(4) Uani 1.000000 . .
S002 S 0.632874(8) 0.52012(2) 0.842802(11) 0.01440(4) Uani 1.000000 . .
S003 S 0.313799(11) -0.00810(3) 0.390806(14) 0.02597(5) Uani 1.000000 . .
O004 O 0.67962(3) 0.59624(8) 0.91163(4) 0.02138(12) Uani 1.000000 . .
F005 F 0.50063(4) 0.57608(11) 0.56356(5) 0.0430(2) Uani 1.000000 . .
O006 O 0.44494(3) 0.28985(10) 0.63494(5) 0.02844(15) Uani 1.000000 . .
F007 F 0.49808(5) 0.30870(12) 0.55690(6) 0.0521(3) Uani 1.000000 . .
O008 O 0.54011(3) 0.40527(10) 0.70280(4) 0.02638(14) Uani 1.000000 . .
F009 F 0.40356(19) -0.1950(6) 0.4472(2) 0.0462(7) Uani 0.750000 . 1
O00A O 0.45877(4) 0.58984(10) 0.64886(6) 0.03344(18) Uani 1.000000 . .
F00B F 0.42006(5) 0.44864(14) 0.50115(5) 0.0569(3) Uani 1.000000 . .
N00C N 0.65181(3) 0.49272(8) 0.77843(4) 0.01442(10) Uani 1.000000 . .
O00D O 0.3178(3) 0.0318(8) 0.3311(3) 0.0270(8) Uani 0.500000 . .
N00E N 0.60257(3) 0.73427(8) 0.78606(4) 0.01556(10) Uani 1.000000 . .
N00F N 0.67031(3) 0.28414(8) 0.87415(4) 0.01758(11) Uani 1.000000 . .
F00I F 0.42469(8) 0.0523(3) 0.48376(11) 0.0612(5) Uani 0.750000 . 1
C00J C 0.68688(3) 0.22892(10) 0.83497(5) 0.01846(13) Uani 1.000000 . .
C00K C 0.63578(3) 0.61166(10) 0.72716(5) 0.01606(12) Uani 1.000000 . .
C00L C 0.67559(3) 0.34869(10) 0.77931(5) 0.01722(13) Uani 1.000000 . .
C00M C 0.68665(4) 0.32477(12) 0.72909(6) 0.02269(15) Uani 1.000000 . .
C00N C 0.71201(4) 0.07375(11) 0.84814(7) 0.02490(18) Uani 1.000000 . .
C00O C 0.60681(3) 0.75179(10) 0.73122(5) 0.01647(12) Uani 1.000000 . .
C00P C 0.67803(4) 0.19344(11) 0.92899(5) 0.02137(15) Uani 1.000000 . .
C00Q C 0.64623(4) 0.59311(11) 0.67611(5) 0.02101(14) Uani 1.000000 . .
C00R C 0.58062(4) 0.85409(10) 0.80232(5) 0.01919(13) Uani 1.000000 . .
C00S C 0.72103(4) -0.02134(11) 0.90529(7) 0.0281(2) Uani 1.000000 . .
C00T C 0.56136(4) 1.00023(11) 0.76125(6) 0.02298(16) Uani 1.000000 . .
C00U C 0.67215(4) 0.44840(13) 0.67771(6) 0.02358(16) Uani 1.000000 . .
C00W C 0.70418(4) 0.03873(12) 0.94625(6) 0.02644(19) Uani 1.000000 . .
C00X C 0.58581(4) 0.89112(12) 0.68600(6) 0.02401(16) Uani 1.000000 . .
C00Y C 0.56284(5) 1.01676(12) 0.70190(7) 0.02671(18) Uani 1.000000 . .
C00Z C 0.47388(6) 0.44145(14) 0.56208(6) 0.0300(2) Uani 1.000000 . .
C010 C 0.38749(13) -0.0673(4) 0.46728(18) 0.0306(4) Uani 0.750000 . 1
H00N H 0.7215(7) 0.033(2) 0.8188(10) 0.032(4) Uiso 1.000000 . .
H00R H 0.5792(6) 0.8332(19) 0.8408(8) 0.022(3) Uiso 1.000000 . .
H00W H 0.7109(7) -0.021(2) 0.9845(10) 0.031(4) Uiso 1.000000 . .
H00U H 0.6803(8) 0.432(2) 0.6462(11) 0.040(5) Uiso 1.000000 . .
H00Q H 0.6349(7) 0.674(2) 0.6395(9) 0.029(4) Uiso 1.000000 . .
H00M H 0.7040(7) 0.227(2) 0.7322(9) 0.034(4) Uiso 1.000000 . .
H00P H 0.6663(6) 0.242(2) 0.9547(8) 0.024(4) Uiso 1.000000 . .
H00T H 0.5481(8) 1.086(2) 0.7770(10) 0.037(4) Uiso 1.000000 . .
H00X H 0.5872(7) 0.905(2) 0.6476(10) 0.035(4) Uiso 1.000000 . .
H00Y H 0.5482(8) 1.114(2) 0.6724(10) 0.039(5) Uiso 1.000000 . .
F0AA F 0.39360(10) -0.0989(4) 0.52836(11) 0.0742(7) Uani 0.750000 . 1
O1 O 0.2790(4) -0.1657(8) 0.3698(5) 0.0366(9) Uani 0.500000 . .
F1 F 0.4170(3) 0.0201(8) 0.5124(4) 0.078(2) Uani 0.250000 . 2
F2 F 0.3714(3) -0.1835(10) 0.5160(3) 0.077(2) Uani 0.250000 . 2
C3 C 0.3788(4) -0.1040(11) 0.4749(6) 0.0409(19) Uani 0.250000 . 2
O5 O 0.2791(3) -0.1362(9) 0.3754(5) 0.0443(13) Uani 0.500000 . .
O7 O 0.3222(3) 0.0378(9) 0.3389(4) 0.0417(13) Uani 0.500000 . .
F10 F 0.3993(6) -0.2165(16) 0.4599(8) 0.045(2) Uani 0.250000 . 2
O2 O 0.2983(3) 0.1098(7) 0.4219(4) 0.0403(10) Uani 0.500000 . .
O3 O 0.3080(3) 0.1500(7) 0.4186(4) 0.0466(12) Uani 0.500000 . .
H00S H 0.73830(4) -0.12499(11) 0.91620(7) 0.0337(2) Uiso 1.000000 R .


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 O006 1.4391(8) . ?
S001 O008 1.4436(7) . ?
S001 O00A 1.4388(8) . ?
S001 C00Z 1.8266(11) . ?
S002 O004 1.4400(7) . ?
S002 N00C 1.8817(7) . ?
S002 N00E 2.0052(7) . ?
S002 N00F 2.0929(7) . ?
S003 O00D 1.473(7) . ?
S003 C010 1.829(3) . ?
S003 O1 1.517(8) . ?
S003 C3 1.851(9) . ?
S003 O5 1.343(8) . ?
S003 O7 1.402(7) . ?
S003 O2 1.421(7) . ?
S003 O3 1.479(7) . ?
F005 C00Z 1.3331(14) . ?
F007 C00Z 1.3345(15) . ?
F009 C010 1.330(6) . ?
F00B C00Z 1.3209(16) . ?
N00C C00K 1.3501(10) . ?
N00C C00L 1.3524(10) . ?
O00D O7 0.149(11) . ?
N00E C00O 1.3391(11) . ?
N00E C00R 1.3395(10) . ?
N00F C00J 1.3349(12) . ?
N00F C00P 1.3397(12) . ?
F00I C010 1.334(3) . ?
C00J C00L 1.4584(12) . ?
C00J C00N 1.3906(11) . ?
C00K C00O 1.4572(11) . ?
C00K C00Q 1.3857(12) . ?
C00L C00M 1.3860(13) . ?
C00M C00U 1.3875(15) . ?
C00M H00M 0.920(17) . ?
C00N C00S 1.3870(16) . ?
C00N H00N 0.931(18) . ?
C00O C00X 1.3845(12) . ?
C00P C00W 1.3908(13) . ?
C00P H00P 0.935(15) . ?
C00Q C00U 1.3855(13) . ?
C00Q H00Q 0.943(16) . ?
C00R C00T 1.3884(13) . ?
C00R H00R 0.920(15) . ?
C00S C00W 1.3912(18) . ?
C00S H00S 0.9300 . ?
C00T C00Y 1.3869(16) . ?
C00T H00T 0.966(18) . ?
C00U H00U 0.897(19) . ?
C00W H00W 0.901(18) . ?
C00X C00Y 1.3887(14) . ?
C00X H00X 0.909(18) . ?
C00Y H00Y 0.948(18) . ?
C010 F0AA 1.313(4) . ?
O1 O5 0.268(11) . ?
F1 C3 1.348(12) . ?
F2 C3 1.262(12) . ?
C3 F10 1.252(16) . ?
O2 O3 0.470(8) . ?

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
O008 S001 O006 114.11(5) . . ?
O00A S001 O006 115.89(5) . . ?
O00A S001 O008 114.77(6) . . ?
C00Z S001 O006 104.88(5) . . ?
C00Z S001 O008 101.18(5) . . ?
C00Z S001 O00A 103.60(5) . . ?
N00C S002 O004 110.31(4) . . ?
N00E S002 O004 94.74(3) . . ?
N00E S002 N00C 80.19(3) . . ?
N00F S002 O004 93.64(3) . . ?
N00F S002 N00C 78.89(3) . . ?
N00F S002 N00E 159.04(3) . . ?
C010 S003 O00D 101.8(3) . . ?
O1 S003 O00D 108.7(4) . . ?
O1 S003 C010 105.3(3) . . ?
C3 S003 O00D 114.7(4) . . ?
C3 S003 C010 15.2(3) . . ?
C3 S003 O1 92.8(4) . . ?
O5 S003 O00D 114.4(4) . . ?
O5 S003 C010 108.8(3) . . ?
O5 S003 O1 8.2(5) . . ?
O5 S003 C3 95.3(4) . . ?
O7 S003 O00D 5.2(5) . . ?
O7 S003 C010 98.0(3) . . ?
O7 S003 O1 113.4(4) . . ?
O7 S003 C3 111.5(4) . . ?
O7 S003 O5 119.4(5) . . ?
O2 S003 O00D 123.5(3) . . ?
O2 S003 C010 105.4(3) . . ?
O2 S003 O1 110.4(3) . . ?
O2 S003 C3 102.5(4) . . ?
O2 S003 O5 102.2(4) . . ?
O2 S003 O7 121.8(4) . . ?
O3 S003 O00D 107.8(3) . . ?
O3 S003 C010 101.8(3) . . ?
O3 S003 O1 128.2(4) . . ?
O3 S003 C3 103.9(4) . . ?
O3 S003 O5 120.0(4) . . ?
O3 S003 O7 105.2(4) . . ?
O3 S003 O2 18.5(3) . . ?
C00K N00C S002 118.43(5) . . ?
C00L N00C S002 119.66(6) . . ?
C00L N00C C00K 121.56(7) . . ?
O7 O00D S003 59(5) . . ?
C00O N00E S002 115.40(5) . . ?
C00R N00E S002 122.89(6) . . ?
C00R N00E C00O 121.70(7) . . ?
C00J N00F S002 114.37(6) . . ?
C00P N00F S002 124.21(6) . . ?
C00P N00F C00J 121.42(7) . . ?
C00L C00J N00F 112.33(7) . . ?
C00N C00J N00F 121.75(9) . . ?
C00N C00J C00L 125.91(9) . . ?
C00O C00K N00C 113.65(7) . . ?
C00Q C00K N00C 120.53(7) . . ?
C00Q C00K C00O 125.81(8) . . ?
C00J C00L N00C 114.68(7) . . ?
C00M C00L N00C 119.72(8) . . ?
C00M C00L C00J 125.60(8) . . ?
C00U C00M C00L 119.27(8) . . ?
H00M C00M C00L 117.6(10) . . ?
H00M C00M C00U 123.1(10) . . ?
C00S C00N C00J 117.74(10) . . ?
H00N C00N C00J 121.5(11) . . ?
H00N C00N C00S 120.7(11) . . ?
C00K C00O N00E 112.21(7) . . ?
C00X C00O N00E 121.41(8) . . ?
C00X C00O C00K 126.38(8) . . ?
C00W C00P N00F 119.74(10) . . ?
H00P C00P N00F 116.1(10) . . ?
H00P C00P C00W 124.1(10) . . ?
C00U C00Q C00K 118.59(9) . . ?
H00Q C00Q C00K 121.6(10) . . ?
H00Q C00Q C00U 119.7(10) . . ?
C00T C00R N00E 119.53(9) . . ?
H00R C00R N00E 116.7(9) . . ?
H00R C00R C00T 123.8(9) . . ?
C00W C00S C00N 119.83(8) . . ?
H00S C00S C00N 120.08(6) . . ?
H00S C00S C00W 120.08(6) . . ?
C00Y C00T C00R 119.38(8) . . ?
H00T C00T C00R 116.5(11) . . ?
H00T C00T C00Y 124.1(11) . . ?
C00Q C00U C00M 120.25(9) . . ?
H00U C00U C00M 118.1(12) . . ?
H00U C00U C00Q 121.7(12) . . ?
C00S C00W C00P 119.48(10) . . ?
H00W C00W C00P 119.9(11) . . ?
H00W C00W C00S 120.6(11) . . ?
C00Y C00X C00O 117.70(9) . . ?
H00X C00X C00O 123.2(11) . . ?
H00X C00X C00Y 119.1(11) . . ?
C00X C00Y C00T 120.13(8) . . ?
H00Y C00Y C00T 119.6(11) . . ?
H00Y C00Y C00X 120.3(11) . . ?
F005 C00Z S001 110.40(8) . . ?
F007 C00Z S001 110.59(8) . . ?
F007 C00Z F005 107.95(11) . . ?
F00B C00Z S001 111.76(10) . . ?
F00B C00Z F005 107.87(10) . . ?
F00B C00Z F007 108.12(11) . . ?
F009 C010 S003 110.3(3) . . ?
F00I C010 S003 112.1(2) . . ?
F00I C010 F009 104.1(3) . . ?
F0AA C010 S003 111.1(2) . . ?
F0AA C010 F009 111.8(3) . . ?
F0AA C010 F00I 107.1(3) . . ?
O5 O1 S003 45(3) . . ?
F1 C3 S003 106.1(6) . . ?
F2 C3 S003 115.5(7) . . ?
F2 C3 F1 111.7(10) . . ?
F10 C3 S003 113.1(9) . . ?
F10 C3 F1 110.4(10) . . ?
F10 C3 F2 100.0(8) . . ?
O1 O5 S003 126(4) . . ?
O00D O7 S003 116(6) . . ?
O3 O2 S003 87.8(16) . . ?
O2 O3 S003 73.7(15) . . ?

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
S002 N00C C00K C00O 2.11(6) . . . . ?
S002 N00C C00K C00Q -176.77(6) . . . . ?
S002 N00C C00L C00J -2.96(6) . . . . ?
S002 N00C C00L C00M 176.44(6) . . . . ?
S002 N00E C00O C00K -2.93(6) . . . . ?
S002 N00E C00O C00X 177.78(7) . . . . ?
S002 N00E C00R C00T 178.91(7) . . . . ?
S002 N00F C00J C00L 0.81(6) . . . . ?
S002 N00F C00J C00N -179.33(6) . . . . ?
S002 N00F C00P C00W -179.04(7) . . . . ?
N00C C00K C00O N00E 0.67(8) . . . . ?
N00C C00K C00O C00X 179.91(8) . . . . ?
N00C C00K C00Q C00U 1.57(10) . . . . ?
N00C C00L C00J N00F 1.19(8) . . . . ?
N00C C00L C00J C00N -178.65(7) . . . . ?
N00C C00L C00M C00U -1.12(10) . . . . ?
N00E C00O C00K C00Q 179.48(7) . . . . ?
N00E C00O C00X C00Y 3.38(10) . . . . ?
N00E C00R C00T C00Y 2.84(11) . . . . ?
N00F C00J C00L C00M -178.17(7) . . . . ?
N00F C00J C00N C00S -1.87(10) . . . . ?
N00F C00P C00W C00S -1.22(11) . . . . ?
C00J C00L C00M C00U 178.21(9) . . . . ?
C00J C00N C00S C00W 1.04(11) . . . . ?
C00K C00O C00X C00Y -175.79(10) . . . . ?
C00K C00Q C00U C00M 0.61(11) . . . . ?
C00L C00M C00U C00Q -0.83(11) . . . . ?
C00N C00S C00W C00P 0.45(12) . . . . ?
C00O C00X C00Y C00T -0.13(12) . . . . ?
C00R C00T C00Y C00X -2.91(11) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
