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

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

data_KB1421_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2386899'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-09-26 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            FluD-MSA(1:1)
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 F3 N2 O2 1+, C H3 O3 S 1-'
_chemical_formula_sum            'C8 H9 F3 N2 O5 S'
_chemical_formula_weight         302.23

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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.4337(18)
_cell_length_b                   10.5337(9)
_cell_length_c                   12.9683(12)
_cell_angle_alpha                90
_cell_angle_beta                 125.723(4)
_cell_angle_gamma                90
_cell_volume                     2377.0(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3295
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      26.34

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.332
_shelx_estimated_absorpt_T_min   0.904
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6085
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10245
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.260
_diffrn_reflns_theta_max         26.396
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2418
_reflns_number_gt                1817
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0354P)²+2.5103P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2418
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0870
_refine_ls_wR_factor_gt          0.0772
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.37582(11) 0.3222(2) 0.6490(2) 0.0179(5) Uani 1 1 d . . . . .
C2 C 0.37335(11) 0.4527(2) 0.6713(2) 0.0184(5) Uani 1 1 d . . . . .
C3 C 0.32745(11) 0.5292(2) 0.5665(2) 0.0189(5) Uani 1 1 d . . . . .
H3 H 0.323720 0.617292 0.577763 0.023 Uiso 1 1 calc R U . . .
C4 C 0.28678(11) 0.47899(19) 0.4451(2) 0.0168(5) Uani 1 1 d . . . . .
C5 C 0.29040(12) 0.35179(19) 0.4235(2) 0.0184(5) Uani 1 1 d . . . . .
H5 H 0.262594 0.319119 0.339460 0.022 Uiso 1 1 calc R U . . .
C6 C 0.33567(11) 0.2729(2) 0.5275(2) 0.0193(5) Uani 1 1 d . . . . .
H6 H 0.339076 0.184906 0.515254 0.023 Uiso 1 1 calc R U . . .
C7 C 0.41448(12) 0.5145(2) 0.8000(2) 0.0229(5) Uani 1 1 d . . . . .
N1 N 0.42304(10) 0.23072(18) 0.75280(17) 0.0226(4) Uani 1 1 d . . . . .
N2 N 0.23690(11) 0.56499(18) 0.33955(19) 0.0188(4) Uani 1 1 d . . . . .
H2NA H 0.2145(14) 0.530(2) 0.261(3) 0.036(7) Uiso 1 1 d . . . . .
H2NC H 0.2626(15) 0.643(3) 0.347(3) 0.048(8) Uiso 1 1 d . . . . .
H2NB H 0.1997(15) 0.593(2) 0.345(2) 0.033(7) Uiso 1 1 d . . . . .
O1 O 0.48320(9) 0.26840(16) 0.85009(15) 0.0287(4) Uani 1 1 d . . . . .
O2 O 0.40060(9) 0.12002(14) 0.73493(15) 0.0285(4) Uani 1 1 d . . . . .
F1 F 0.48943(7) 0.53171(13) 0.85422(12) 0.0323(3) Uani 1 1 d . . . . .
F2 F 0.40730(7) 0.44976(12) 0.88094(12) 0.0293(3) Uani 1 1 d . . . . .
F3 F 0.38552(8) 0.63105(12) 0.79058(12) 0.0319(3) Uani 1 1 d . . . . .
C8 C 0.04445(12) 0.6239(2) 0.4446(2) 0.0271(5) Uani 1 1 d . . . . .
H8A H 0.022165 0.703477 0.397866 0.041 Uiso 1 1 calc R U . . .
H8B H 0.031387 0.612590 0.504874 0.041 Uiso 1 1 calc R U . . .
H8C H 0.023816 0.552679 0.384621 0.041 Uiso 1 1 calc R U . . .
O3 O 0.17251(8) 0.73142(13) 0.62114(14) 0.0208(3) Uani 1 1 d . . . . .
O4 O 0.17450(9) 0.50566(13) 0.58945(14) 0.0244(4) Uani 1 1 d . . . . .
O5 O 0.15916(8) 0.65535(13) 0.43284(14) 0.0232(4) Uani 1 1 d . . . . .
S1 S 0.14485(3) 0.62893(5) 0.52754(5) 0.01761(15) 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
C1 C6 1.382(3) . ?
C1 C2 1.412(3) . ?
C1 N1 1.474(3) . ?
C2 C3 1.380(3) . ?
C2 C7 1.507(3) . ?
C3 C4 1.384(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.380(3) . ?
C4 N2 1.459(3) . ?
C5 C6 1.387(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 F2 1.333(2) . ?
C7 F1 1.338(2) . ?
C7 F3 1.349(3) . ?
N1 O1 1.230(2) . ?
N1 O2 1.231(2) . ?
N2 H2NA 0.91(3) . ?
N2 H2NC 0.96(3) . ?
N2 H2NB 0.89(3) . ?
C8 S1 1.757(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
O3 S1 1.4663(14) . ?
O4 S1 1.4624(15) . ?
O5 S1 1.4558(15) . ?

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
C6 C1 C2 121.77(19) . . ?
C6 C1 N1 115.68(19) . . ?
C2 C1 N1 122.52(19) . . ?
C3 C2 C1 117.24(19) . . ?
C3 C2 C7 117.28(19) . . ?
C1 C2 C7 125.44(19) . . ?
C2 C3 C4 120.70(19) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 121.9(2) . . ?
C5 C4 N2 120.64(19) . . ?
C3 C4 N2 117.37(18) . . ?
C4 C5 C6 118.3(2) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C1 C6 C5 119.98(19) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
F2 C7 F1 108.11(17) . . ?
F2 C7 F3 106.17(17) . . ?
F1 C7 F3 105.80(17) . . ?
F2 C7 C2 112.90(18) . . ?
F1 C7 C2 112.77(18) . . ?
F3 C7 C2 110.64(18) . . ?
O1 N1 O2 124.01(18) . . ?
O1 N1 C1 118.37(18) . . ?
O2 N1 C1 117.58(18) . . ?
C4 N2 H2NA 114.4(16) . . ?
C4 N2 H2NC 111.8(16) . . ?
H2NA N2 H2NC 111(2) . . ?
C4 N2 H2NB 109.6(16) . . ?
H2NA N2 H2NB 108(2) . . ?
H2NC N2 H2NB 101(2) . . ?
S1 C8 H8A 109.5 . . ?
S1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
S1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O5 S1 O4 113.26(9) . . ?
O5 S1 O3 112.03(9) . . ?
O4 S1 O3 111.30(9) . . ?
O5 S1 C8 105.95(10) . . ?
O4 S1 C8 107.07(10) . . ?
O3 S1 C8 106.74(10) . . ?

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
C6 C1 C2 C3 1.6(3) . . . . ?
N1 C1 C2 C3 179.55(18) . . . . ?
C6 C1 C2 C7 179.38(19) . . . . ?
N1 C1 C2 C7 -2.7(3) . . . . ?
C1 C2 C3 C4 -0.9(3) . . . . ?
C7 C2 C3 C4 -178.90(18) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C2 C3 C4 N2 177.33(18) . . . . ?
C3 C4 C5 C6 0.8(3) . . . . ?
N2 C4 C5 C6 -176.70(18) . . . . ?
C2 C1 C6 C5 -1.1(3) . . . . ?
N1 C1 C6 C5 -179.16(17) . . . . ?
C4 C5 C6 C1 -0.1(3) . . . . ?
C3 C2 C7 F2 132.4(2) . . . . ?
C1 C2 C7 F2 -45.4(3) . . . . ?
C3 C2 C7 F1 -104.7(2) . . . . ?
C1 C2 C7 F1 77.5(3) . . . . ?
C3 C2 C7 F3 13.6(3) . . . . ?
C1 C2 C7 F3 -164.19(18) . . . . ?
C6 C1 N1 O1 147.26(19) . . . . ?
C2 C1 N1 O1 -30.8(3) . . . . ?
C6 C1 N1 O2 -30.8(3) . . . . ?
C2 C1 N1 O2 151.20(19) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2NB O5 0.89(3) 1.91(3) 2.739(3) 154(2) . yes
N2 H2NC O3 0.96(3) 1.79(3) 2.734(2) 168(2) 7_566 yes
N2 H2NC S1 0.96(3) 2.93(3) 3.833(2) 157(2) 7_566 yes
C3 H3 O5 0.95 2.44 3.335(3) 157.1 7_566 yes
N2 H2NA O4 0.91(3) 1.90(3) 2.792(3) 166(2) 6_565 yes
N2 H2NA S1 0.91(3) 2.99(3) 3.888(2) 170(2) 6_565 yes
C5 H5 O3 0.95 2.38 3.310(3) 167.7 6_565 yes
C6 H6 O4 0.95 2.34 3.251(3) 159.4 7_556 yes
C8 H8B O1 0.98 2.65 3.407(3) 134.4 4_556 yes

_refine_diff_density_max         0.281
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.062



####################################################################### 
# 
# 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_KB1379_0m
_database_code_depnum_ccdc_archive 'CCDC 2386900'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-09-26 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            Flu.D-BSA(1:1)
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 F3 N2 O2 1+, C6 H5 O3 S 1-'
_chemical_formula_sum            'C13 H11 F3 N2 O5 S'
_chemical_formula_weight         364.30

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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.4154(4)
_cell_length_b                   7.5301(4)
_cell_length_c                   13.6961(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.749(2)
_cell_angle_gamma                90
_cell_volume                     751.35(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9963
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      30.54

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_F_000             372
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    0.278
_shelx_estimated_absorpt_T_min   0.919
_shelx_estimated_absorpt_T_max   0.931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6642
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12793
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.796
_diffrn_reflns_theta_max         30.575
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             4509
_reflns_number_gt                4347
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.851
_reflns_Friedel_fraction_max     0.965
_reflns_Friedel_fraction_full    0.981

_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.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'


_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0324P)²+0.2096P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1933 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.009(19)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4509
_refine_ls_number_parameters     229
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0278
_refine_ls_wR_factor_ref         0.0701
_refine_ls_wR_factor_gt          0.0692
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.2828(3) 0.5786(2) 0.34720(12) 0.0123(3) Uani 1 1 d . . . . .
C2 C 0.2183(2) 0.4405(2) 0.28289(13) 0.0120(3) Uani 1 1 d . . . . .
C3 C 0.1956(2) 0.4721(2) 0.18111(13) 0.0114(3) Uani 1 1 d . . . . .
H3 H 0.149214 0.381416 0.134998 0.014 Uiso 1 1 calc R U . . .
C4 C 0.2412(2) 0.6368(2) 0.14759(12) 0.0103(3) Uani 1 1 d . . . . .
C5 C 0.3052(2) 0.7740(2) 0.21212(13) 0.0131(3) Uani 1 1 d . . . . .
H5 H 0.335439 0.885894 0.187476 0.016 Uiso 1 1 calc R U . . .
C6 C 0.3243(3) 0.7445(2) 0.31392(13) 0.0144(3) Uani 1 1 d . . . . .
H6 H 0.365172 0.837052 0.359882 0.017 Uiso 1 1 calc R U . . .
C7 C 0.1747(3) 0.2574(3) 0.31637(14) 0.0171(4) Uani 1 1 d . . . . .
N1 N 0.3174(2) 0.5534(2) 0.45585(12) 0.0166(3) Uani 1 1 d . . . . .
N2 N 0.2214(2) 0.6676(2) 0.04082(11) 0.0110(3) Uani 1 1 d . . . . .
H2NA H 0.181(4) 0.568(5) 0.008(2) 0.028(7) Uiso 1 1 d . . . . .
H2NB H 0.349(4) 0.696(4) 0.0329(19) 0.025(6) Uiso 1 1 d . . . . .
H2NC H 0.145(4) 0.760(4) 0.019(2) 0.026(7) Uiso 1 1 d . . . . .
O1 O 0.4115(2) 0.4263(2) 0.48947(11) 0.0244(3) Uani 1 1 d . . . . .
O2 O 0.2537(2) 0.6644(2) 0.50546(10) 0.0261(4) Uani 1 1 d . . . . .
F1 F 0.32583(19) 0.15742(16) 0.33944(10) 0.0253(3) Uani 1 1 d . . . . .
F2 F 0.09379(18) 0.25978(18) 0.39609(9) 0.0229(3) Uani 1 1 d . . . . .
F3 F 0.06112(19) 0.17103(17) 0.24441(9) 0.0254(3) Uani 1 1 d . . . . .
C8 C 0.7544(2) 0.6479(2) 0.17607(13) 0.0114(3) Uani 1 1 d . . . . .
C9 C 0.8219(3) 0.7718(3) 0.24887(14) 0.0162(4) Uani 1 1 d . . . . .
H9 H 0.862902 0.884670 0.230990 0.019 Uiso 1 1 calc R U . . .
C10 C 0.8288(3) 0.7285(3) 0.34870(14) 0.0207(4) Uani 1 1 d . . . . .
H10 H 0.874210 0.812342 0.399163 0.025 Uiso 1 1 calc R U . . .
C11 C 0.7695(3) 0.5633(3) 0.37403(14) 0.0208(4) Uani 1 1 d . . . . .
H11 H 0.776283 0.533534 0.442015 0.025 Uiso 1 1 calc R U . . .
C12 C 0.7001(3) 0.4409(3) 0.30070(14) 0.0187(4) Uani 1 1 d . . . . .
H12 H 0.657884 0.328615 0.318745 0.022 Uiso 1 1 calc R U . . .
C13 C 0.6921(3) 0.4821(3) 0.20087(14) 0.0144(3) Uani 1 1 d . . . . .
H13 H 0.644998 0.398729 0.150495 0.017 Uiso 1 1 calc R U . . .
S1 S 0.74772(6) 0.69991(6) 0.04923(3) 0.01033(9) Uani 1 1 d . . . . .
O3 O 0.88214(18) 0.84346(18) 0.04929(10) 0.0140(3) Uani 1 1 d . . . . .
O4 O 0.8005(2) 0.54065(19) 0.00254(11) 0.0182(3) Uani 1 1 d . . . . .
O5 O 0.56189(18) 0.7618(2) 0.00819(10) 0.0176(3) 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
C1 C6 1.384(3) . ?
C1 C2 1.389(3) . ?
C1 N1 1.474(2) . ?
C2 C3 1.393(2) . ?
C2 C7 1.507(3) . ?
C3 C4 1.386(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(2) . ?
C4 N2 1.461(2) . ?
C5 C6 1.393(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 F1 1.338(2) . ?
C7 F3 1.340(2) . ?
C7 F2 1.341(2) . ?
N1 O1 1.223(2) . ?
N1 O2 1.226(2) . ?
N2 H2NA 0.90(3) . ?
N2 H2NB 1.00(3) . ?
N2 H2NC 0.91(3) . ?
C8 C9 1.389(3) . ?
C8 C13 1.395(3) . ?
C8 S1 1.7725(17) . ?
C9 C10 1.397(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.393(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
S1 O4 1.4469(15) . ?
S1 O5 1.4638(14) . ?
S1 O3 1.4702(14) . ?

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
C6 C1 C2 122.58(16) . . ?
C6 C1 N1 116.15(16) . . ?
C2 C1 N1 121.23(16) . . ?
C1 C2 C3 118.01(17) . . ?
C1 C2 C7 124.06(16) . . ?
C3 C2 C7 117.92(16) . . ?
C4 C3 C2 119.54(16) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 122.13(16) . . ?
C5 C4 N2 118.63(15) . . ?
C3 C4 N2 119.23(16) . . ?
C4 C5 C6 118.62(17) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C1 C6 C5 119.09(16) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
F1 C7 F3 106.52(17) . . ?
F1 C7 F2 107.31(15) . . ?
F3 C7 F2 106.85(16) . . ?
F1 C7 C2 111.66(16) . . ?
F3 C7 C2 111.20(15) . . ?
F2 C7 C2 112.95(16) . . ?
O1 N1 O2 125.21(17) . . ?
O1 N1 C1 117.41(16) . . ?
O2 N1 C1 117.34(16) . . ?
C4 N2 H2NA 109.6(19) . . ?
C4 N2 H2NB 102.9(15) . . ?
H2NA N2 H2NB 111(3) . . ?
C4 N2 H2NC 112.7(18) . . ?
H2NA N2 H2NC 110(2) . . ?
H2NB N2 H2NC 110(3) . . ?
C9 C8 C13 121.19(17) . . ?
C9 C8 S1 119.70(14) . . ?
C13 C8 S1 119.11(14) . . ?
C8 C9 C10 119.23(19) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C11 C10 C9 119.94(19) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 120.47(18) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C13 120.25(19) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C8 118.90(18) . . ?
C12 C13 H13 120.5 . . ?
C8 C13 H13 120.5 . . ?
O4 S1 O5 114.00(9) . . ?
O4 S1 O3 111.75(8) . . ?
O5 S1 O3 110.84(8) . . ?
O4 S1 C8 106.84(9) . . ?
O5 S1 C8 107.39(8) . . ?
O3 S1 C8 105.49(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
C6 C1 C2 C3 0.1(3) . . . . ?
N1 C1 C2 C3 -177.53(16) . . . . ?
C6 C1 C2 C7 178.96(18) . . . . ?
N1 C1 C2 C7 1.3(3) . . . . ?
C1 C2 C3 C4 1.4(3) . . . . ?
C7 C2 C3 C4 -177.50(17) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?
C2 C3 C4 N2 178.44(16) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
N2 C4 C5 C6 -179.90(16) . . . . ?
C2 C1 C6 C5 -1.6(3) . . . . ?
N1 C1 C6 C5 176.19(17) . . . . ?
C4 C5 C6 C1 1.4(3) . . . . ?
C1 C2 C7 F1 -81.9(2) . . . . ?
C3 C2 C7 F1 97.0(2) . . . . ?
C1 C2 C7 F3 159.30(18) . . . . ?
C3 C2 C7 F3 -21.9(2) . . . . ?
C1 C2 C7 F2 39.2(3) . . . . ?
C3 C2 C7 F2 -142.00(17) . . . . ?
C6 C1 N1 O1 -127.2(2) . . . . ?
C2 C1 N1 O1 50.6(3) . . . . ?
C6 C1 N1 O2 50.9(2) . . . . ?
C2 C1 N1 O2 -131.3(2) . . . . ?
C13 C8 C9 C10 0.6(3) . . . . ?
S1 C8 C9 C10 -179.14(15) . . . . ?
C8 C9 C10 C11 0.3(3) . . . . ?
C9 C10 C11 C12 -1.1(3) . . . . ?
C10 C11 C12 C13 1.0(3) . . . . ?
C11 C12 C13 C8 -0.1(3) . . . . ?
C9 C8 C13 C12 -0.6(3) . . . . ?
S1 C8 C13 C12 179.08(15) . . . . ?
C9 C8 S1 O4 140.29(16) . . . . ?
C13 C8 S1 O4 -39.42(17) . . . . ?
C9 C8 S1 O5 -97.03(16) . . . . ?
C13 C8 S1 O5 83.26(16) . . . . ?
C9 C8 S1 O3 21.25(17) . . . . ?
C13 C8 S1 O3 -158.47(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2NB O5 1.00(3) 1.74(3) 2.738(2) 174(3) . yes
N2 H2NB S1 1.00(3) 2.92(3) 3.8904(16) 164(2) . yes
N2 H2NA O3 0.90(3) 1.88(3) 2.778(2) 172(3) 2_645 yes
N2 H2NA S1 0.90(3) 2.95(3) 3.7524(16) 149(2) 2_645 yes
C3 H3 O3 0.95 2.51 3.248(2) 134.8 2_645 yes
C13 H13 O5 0.95 2.63 3.534(2) 160.0 2_645 yes
N2 H2NC O3 0.91(3) 2.16(3) 2.865(2) 134(2) 1_455 yes
N2 H2NC O4 0.91(3) 2.18(3) 2.870(2) 132(2) 2_655 yes
C6 H6 O1 0.95 2.49 3.316(2) 146.1 2_656 yes
C6 H6 F1 0.95 2.44 3.128(2) 129.2 1_565 yes
C9 H9 F3 0.95 2.60 3.497(2) 158.2 1_665 yes

_refine_diff_density_max         0.326
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.049



####################################################################### 
# 
# 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_kb1362_0m_pl
_database_code_depnum_ccdc_archive 'CCDC 2386905'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-09-26 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            FluD-MSA(2:2)
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 F3 N2 O2 1+, C H3 O3 S 1-'
_chemical_formula_sum            'C8 H9 F3 N2 O5 S'
_chemical_formula_weight         302.23

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      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   10.6002(7)
_cell_length_b                   10.6466(7)
_cell_length_c                   20.3303(19)
_cell_angle_alpha                90
_cell_angle_beta                 90.12
_cell_angle_gamma                90
_cell_volume                     2294.4(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9796
_cell_measurement_theta_min      2.88
_cell_measurement_theta_max      30.58

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.344
_shelx_estimated_absorpt_T_min   0.901
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6891
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            57350
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.712
_diffrn_reflns_theta_max         30.618
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             6971
_reflns_number_gt                6919
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.995
_reflns_Friedel_fraction_max     0.987
_reflns_Friedel_fraction_full    0.983

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2019/2 (Sheldrick, 2019)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0262P)²+3.6781P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.07(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6971
_refine_ls_number_parameters     370
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0808
_refine_ls_wR_factor_gt          0.0807
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_restrained_S_all      1.163
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1A C 0.1823(2) 0.7819(2) -0.35944(13) 0.0136(4) Uani 1 1 d . . . . .
C2A C 0.1305(2) 0.6838(2) -0.32216(13) 0.0121(4) Uani 1 1 d . . . . .
C3A C 0.1430(2) 0.6891(2) -0.25416(13) 0.0122(4) Uani 1 1 d . . . . .
H3A H 0.110151 0.623503 -0.227549 0.015 Uiso 1 1 calc R U . . .
C4A C 0.2038(2) 0.7911(2) -0.22520(13) 0.0123(4) Uani 1 1 d . . . . .
C5A C 0.2590(2) 0.8854(2) -0.26243(14) 0.0150(5) Uani 1 1 d . . . . .
H5A H 0.303176 0.952337 -0.241796 0.018 Uiso 1 1 calc R U . . .
C6A C 0.2483(3) 0.8799(3) -0.33082(14) 0.0154(5) Uani 1 1 d . . . . .
H6A H 0.286013 0.942806 -0.357458 0.019 Uiso 1 1 calc R U . . .
C7A C 0.0727(2) 0.5683(2) -0.35234(13) 0.0132(4) Uani 1 1 d . . . . .
N1A N 0.1670(2) 0.7879(2) -0.43161(12) 0.0163(4) Uani 1 1 d . . . . .
N2A N 0.2111(2) 0.7968(2) -0.15363(11) 0.0130(4) Uani 1 1 d D . . . .
H2NA H 0.146(4) 0.765(5) -0.140(2) 0.029(11) Uiso 1 1 d . . . . .
H2NB H 0.215(4) 0.872(4) -0.1394(19) 0.013(8) Uiso 1 1 d . . . . .
H2NC H 0.278(4) 0.750(5) -0.143(3) 0.053(16) Uiso 1 1 d D . . . .
O1A O 0.0655(2) 0.7543(2) -0.45432(11) 0.0248(5) Uani 1 1 d . . . . .
O2A O 0.2538(2) 0.8309(3) -0.46368(12) 0.0281(5) Uani 1 1 d . . . . .
F1A F 0.14215(17) 0.52400(16) -0.40221(9) 0.0189(3) Uani 1 1 d . . . . .
F2A F -0.04463(16) 0.58532(16) -0.37573(9) 0.0188(3) Uani 1 1 d . . . . .
F3A F 0.06373(17) 0.47579(15) -0.30791(9) 0.0183(3) Uani 1 1 d . . . . .
C8A C 0.4860(3) 0.9979(3) -0.03713(14) 0.0217(6) Uani 1 1 d . . . . .
H8A H 0.457072 0.911154 -0.031472 0.033 Uiso 1 1 calc R U . . .
H8B H 0.449157 1.050849 -0.002714 0.033 Uiso 1 1 calc R U . . .
H8C H 0.578171 1.000777 -0.033934 0.033 Uiso 1 1 calc R U . . .
S1A S 0.43834(5) 1.05350(5) -0.11477(3) 0.01029(11) Uani 1 1 d . . . . .
O3A O 0.47828(19) 1.18504(18) -0.11918(11) 0.0163(4) Uani 1 1 d . . . . .
O4A O 0.49597(19) 0.97245(19) -0.16381(10) 0.0161(4) Uani 1 1 d . . . . .
O5A O 0.29886(17) 1.04526(18) -0.11662(10) 0.0136(3) Uani 1 1 d . . . . .
C1B C 0.2206(2) 0.2418(3) -0.36019(13) 0.0136(5) Uani 1 1 d . . . . .
C2B C 0.1153(2) 0.1890(2) -0.32908(13) 0.0129(4) Uani 1 1 d . . . . .
C3B C 0.1053(2) 0.2006(2) -0.26120(13) 0.0126(5) Uani 1 1 d . . . . .
H3B H 0.033982 0.167370 -0.238956 0.015 Uiso 1 1 calc R U . . .
C4B C 0.2000(2) 0.2611(2) -0.22602(12) 0.0119(4) Uani 1 1 d . . . . .
C5B C 0.3042(2) 0.3131(3) -0.25681(14) 0.0152(5) Uani 1 1 d . . . . .
H5B H 0.368104 0.353927 -0.231948 0.018 Uiso 1 1 calc R U . . .
C6B C 0.3130(3) 0.3042(3) -0.32477(14) 0.0162(5) Uani 1 1 d . . . . .
H6B H 0.382595 0.341004 -0.346993 0.019 Uiso 1 1 calc R U . . .
C7B C 0.0069(3) 0.1296(3) -0.36553(14) 0.0152(5) Uani 1 1 d . . . . .
N1B N 0.2397(2) 0.2312(2) -0.43173(12) 0.0171(4) Uani 1 1 d . . . . .
N2B N 0.1876(2) 0.2699(2) -0.15468(11) 0.0125(4) Uani 1 1 d . . . . .
H2ND H 0.223(4) 0.343(4) -0.1420(19) 0.015(9) Uiso 1 1 d . . . . .
H2NE H 0.229(4) 0.204(4) -0.137(2) 0.025(11) Uiso 1 1 d . . . . .
H2NF H 0.113(4) 0.265(4) -0.1447(18) 0.012(8) Uiso 1 1 d . . . . .
O1B O 0.2156(2) 0.1299(2) -0.45745(11) 0.0263(5) Uani 1 1 d . . . . .
O2B O 0.2812(3) 0.3230(2) -0.46037(12) 0.0284(5) Uani 1 1 d . . . . .
F1B F -0.02955(17) 0.19925(18) -0.41688(9) 0.0224(4) Uani 1 1 d . . . . .
F2B F 0.03032(16) 0.01318(16) -0.38820(9) 0.0188(3) Uani 1 1 d . . . . .
F3B F -0.09411(16) 0.11720(18) -0.32603(9) 0.0206(4) Uani 1 1 d . . . . .
C8B C 0.4851(3) 0.4917(3) -0.04390(13) 0.0191(5) Uani 1 1 d . . . . .
H8D H 0.478995 0.400118 -0.040129 0.029 Uiso 1 1 calc R U . . .
H8E H 0.435530 0.531069 -0.008873 0.029 Uiso 1 1 calc R U . . .
H8F H 0.573543 0.517304 -0.039801 0.029 Uiso 1 1 calc R U . . .
O3B O 0.29352(18) 0.50113(19) -0.12393(10) 0.0162(4) Uani 1 1 d . . . . .
O4B O 0.50522(18) 0.48038(18) -0.17064(10) 0.0150(4) Uani 1 1 d . . . . .
O5B O 0.43626(19) 0.67812(16) -0.12306(10) 0.0130(3) Uani 1 1 d . . . . .
S1B S 0.42619(5) 0.53931(5) -0.12083(3) 0.01041(12) 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
C1A C6A 1.384(4) . ?
C1A C2A 1.403(4) . ?
C1A N1A 1.477(3) . ?
C2A C3A 1.390(4) . ?
C2A C7A 1.504(4) . ?
C3A C4A 1.393(3) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.388(4) . ?
C4A N2A 1.458(3) . ?
C5A C6A 1.396(4) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A F3A 1.339(3) . ?
C7A F1A 1.340(3) . ?
C7A F2A 1.343(3) . ?
N1A O2A 1.218(3) . ?
N1A O1A 1.223(3) . ?
N2A H2NA 0.81(5) . ?
N2A H2NB 0.85(4) . ?
N2A H2NC 0.896(15) . ?
C8A S1A 1.759(3) . ?
C8A H8A 0.9800 . ?
C8A H8B 0.9800 . ?
C8A H8C 0.9800 . ?
S1A O4A 1.454(2) . ?
S1A O3A 1.466(2) . ?
S1A O5A 1.4815(19) . ?
C1B C6B 1.385(4) . ?
C1B C2B 1.401(4) . ?
C1B N1B 1.473(3) . ?
C2B C3B 1.390(4) . ?
C2B C7B 1.506(4) . ?
C3B C4B 1.390(4) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.386(3) . ?
C4B N2B 1.459(3) . ?
C5B C6B 1.388(4) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B F1B 1.337(3) . ?
C7B F2B 1.346(3) . ?
C7B F3B 1.346(3) . ?
N1B O2B 1.220(3) . ?
N1B O1B 1.225(3) . ?
N2B H2ND 0.90(4) . ?
N2B H2NE 0.90(5) . ?
N2B H2NF 0.82(4) . ?
C8B S1B 1.758(3) . ?
C8B H8D 0.9800 . ?
C8B H8E 0.9800 . ?
C8B H8F 0.9800 . ?
O3B S1B 1.465(2) . ?
O4B S1B 1.458(2) . ?
O5B S1B 1.4824(18) . ?

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
C6A C1A C2A 122.2(2) . . ?
C6A C1A N1A 116.0(2) . . ?
C2A C1A N1A 121.8(2) . . ?
C3A C2A C1A 118.1(2) . . ?
C3A C2A C7A 118.5(2) . . ?
C1A C2A C7A 123.2(2) . . ?
C2A C3A C4A 119.7(2) . . ?
C2A C3A H3A 120.1 . . ?
C4A C3A H3A 120.1 . . ?
C5A C4A C3A 121.9(2) . . ?
C5A C4A N2A 119.5(2) . . ?
C3A C4A N2A 118.6(2) . . ?
C4A C5A C6A 118.7(2) . . ?
C4A C5A H5A 120.7 . . ?
C6A C5A H5A 120.7 . . ?
C1A C6A C5A 119.3(2) . . ?
C1A C6A H6A 120.3 . . ?
C5A C6A H6A 120.3 . . ?
F3A C7A F1A 107.0(2) . . ?
F3A C7A F2A 105.7(2) . . ?
F1A C7A F2A 106.8(2) . . ?
F3A C7A C2A 110.8(2) . . ?
F1A C7A C2A 111.9(2) . . ?
F2A C7A C2A 114.2(2) . . ?
O2A N1A O1A 124.9(3) . . ?
O2A N1A C1A 117.8(2) . . ?
O1A N1A C1A 117.2(2) . . ?
C4A N2A H2NA 107(3) . . ?
C4A N2A H2NB 112(3) . . ?
H2NA N2A H2NB 108(4) . . ?
C4A N2A H2NC 105(4) . . ?
H2NA N2A H2NC 110(5) . . ?
H2NB N2A H2NC 114(5) . . ?
S1A C8A H8A 109.5 . . ?
S1A C8A H8B 109.5 . . ?
H8A C8A H8B 109.5 . . ?
S1A C8A H8C 109.5 . . ?
H8A C8A H8C 109.5 . . ?
H8B C8A H8C 109.5 . . ?
O4A S1A O3A 113.77(12) . . ?
O4A S1A O5A 111.60(12) . . ?
O3A S1A O5A 110.08(12) . . ?
O4A S1A C8A 107.19(14) . . ?
O3A S1A C8A 107.10(15) . . ?
O5A S1A C8A 106.71(13) . . ?
C6B C1B C2B 121.4(2) . . ?
C6B C1B N1B 116.8(2) . . ?
C2B C1B N1B 121.8(2) . . ?
C3B C2B C1B 118.4(2) . . ?
C3B C2B C7B 117.8(2) . . ?
C1B C2B C7B 123.7(2) . . ?
C4B C3B C2B 119.7(2) . . ?
C4B C3B H3B 120.2 . . ?
C2B C3B H3B 120.2 . . ?
C5B C4B C3B 121.9(2) . . ?
C5B C4B N2B 119.8(2) . . ?
C3B C4B N2B 118.3(2) . . ?
C4B C5B C6B 118.6(2) . . ?
C4B C5B H5B 120.7 . . ?
C6B C5B H5B 120.7 . . ?
C1B C6B C5B 120.0(2) . . ?
C1B C6B H6B 120.0 . . ?
C5B C6B H6B 120.0 . . ?
F1B C7B F2B 107.2(2) . . ?
F1B C7B F3B 107.0(2) . . ?
F2B C7B F3B 105.1(2) . . ?
F1B C7B C2B 111.8(2) . . ?
F2B C7B C2B 114.5(2) . . ?
F3B C7B C2B 110.8(2) . . ?
O2B N1B O1B 125.2(3) . . ?
O2B N1B C1B 117.4(2) . . ?
O1B N1B C1B 117.4(2) . . ?
C4B N2B H2ND 108(2) . . ?
C4B N2B H2NE 107(3) . . ?
H2ND N2B H2NE 111(4) . . ?
C4B N2B H2NF 109(3) . . ?
H2ND N2B H2NF 112(4) . . ?
H2NE N2B H2NF 109(4) . . ?
S1B C8B H8D 109.5 . . ?
S1B C8B H8E 109.5 . . ?
H8D C8B H8E 109.5 . . ?
S1B C8B H8F 109.5 . . ?
H8D C8B H8F 109.5 . . ?
H8E C8B H8F 109.5 . . ?
O4B S1B O3B 113.82(12) . . ?
O4B S1B O5B 111.49(12) . . ?
O3B S1B O5B 110.15(12) . . ?
O4B S1B C8B 106.89(13) . . ?
O3B S1B C8B 107.29(14) . . ?
O5B S1B C8B 106.82(13) . . ?

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
C6A C1A C2A C3A 2.4(4) . . . . ?
N1A C1A C2A C3A -176.3(2) . . . . ?
C6A C1A C2A C7A -172.1(2) . . . . ?
N1A C1A C2A C7A 9.3(4) . . . . ?
C1A C2A C3A C4A 1.0(4) . . . . ?
C7A C2A C3A C4A 175.7(2) . . . . ?
C2A C3A C4A C5A -3.5(4) . . . . ?
C2A C3A C4A N2A 177.6(2) . . . . ?
C3A C4A C5A C6A 2.7(4) . . . . ?
N2A C4A C5A C6A -178.4(2) . . . . ?
C2A C1A C6A C5A -3.2(4) . . . . ?
N1A C1A C6A C5A 175.5(2) . . . . ?
C4A C5A C6A C1A 0.7(4) . . . . ?
C3A C2A C7A F3A -12.0(3) . . . . ?
C1A C2A C7A F3A 162.4(2) . . . . ?
C3A C2A C7A F1A -131.3(2) . . . . ?
C1A C2A C7A F1A 43.1(3) . . . . ?
C3A C2A C7A F2A 107.2(3) . . . . ?
C1A C2A C7A F2A -78.4(3) . . . . ?
C6A C1A N1A O2A 35.7(4) . . . . ?
C2A C1A N1A O2A -145.5(3) . . . . ?
C6A C1A N1A O1A -141.1(3) . . . . ?
C2A C1A N1A O1A 37.7(4) . . . . ?
C6B C1B C2B C3B 0.0(4) . . . . ?
N1B C1B C2B C3B 178.6(2) . . . . ?
C6B C1B C2B C7B 174.7(3) . . . . ?
N1B C1B C2B C7B -6.7(4) . . . . ?
C1B C2B C3B C4B -1.4(4) . . . . ?
C7B C2B C3B C4B -176.4(2) . . . . ?
C2B C3B C4B C5B 1.3(4) . . . . ?
C2B C3B C4B N2B -179.0(2) . . . . ?
C3B C4B C5B C6B 0.2(4) . . . . ?
N2B C4B C5B C6B -179.5(2) . . . . ?
C2B C1B C6B C5B 1.5(4) . . . . ?
N1B C1B C6B C5B -177.2(2) . . . . ?
C4B C5B C6B C1B -1.6(4) . . . . ?
C3B C2B C7B F1B 130.2(3) . . . . ?
C1B C2B C7B F1B -44.5(3) . . . . ?
C3B C2B C7B F2B -107.6(3) . . . . ?
C1B C2B C7B F2B 77.6(3) . . . . ?
C3B C2B C7B F3B 11.1(3) . . . . ?
C1B C2B C7B F3B -163.7(2) . . . . ?
C6B C1B N1B O2B -40.8(4) . . . . ?
C2B C1B N1B O2B 140.5(3) . . . . ?
C6B C1B N1B O1B 137.5(3) . . . . ?
C2B C1B N1B O1B -41.2(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2B H2ND O3B 0.90(4) 1.88(4) 2.777(3) 175(4) . yes
N2A H2NB O5A 0.85(4) 2.10(4) 2.902(3) 157(4) . yes
N2A H2NC O5B 0.896(15) 1.885(18) 2.770(3) 169(6) . yes
N2A H2NC S1B 0.896(15) 2.77(2) 3.627(2) 160(5) . yes
N2A H2NA O3A 0.81(5) 2.02(5) 2.829(3) 172(5) 3_445 yes
N2B H2NF O4A 0.82(4) 2.56(4) 2.968(3) 112(3) 3_445 yes
N2B H2NF O5B 0.82(4) 2.14(4) 2.911(3) 158(4) 3_445 yes
C3A H3A S1A 0.95 3.02 3.853(3) 146.6 3_445 yes
C3A H3A O4A 0.95 2.40 3.337(3) 171.1 3_445 yes
C3B H3B O4B 0.95 2.45 3.166(3) 132.4 3_445 yes
C3B H3B O5B 0.95 2.58 3.343(3) 137.7 3_445 yes
C3B H3B S1B 0.95 2.99 3.837(3) 149.1 3_445 yes
N2B H2NE O5A 0.90(5) 1.89(5) 2.775(3) 167(4) 1_545 yes
N2B H2NE S1A 0.90(5) 2.77(5) 3.608(2) 155(4) 1_545 yes
C6A H6A F2A 0.95 2.38 3.232(3) 148.9 3 yes
C6B H6B F2B 0.95 2.55 3.454(3) 158.3 3 yes
C8A H8A O1A 0.98 2.62 3.279(4) 124.5 4_565 yes
C8A H8B O2A 0.98 2.55 3.409(4) 146.1 2_575 yes
C8B H8E O2B 0.98 2.46 3.385(4) 156.6 2_565 yes
C5A H5A O4A 0.95 2.59 3.342(3) 136.0 . yes
C5B H5B O4B 0.95 2.34 3.281(3) 171.4 . yes

_refine_diff_density_max         0.435
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.064



####################################################################### 
# 
# 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_KB1456_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2386903'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-09-26 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            'Flu.D-PTSA-H2O (1:2:3)'
_chemical_melting_point          ?
_chemical_formula_moiety         
'C7 H6 F3 N2 O2 1+, 2(C7 H7 O3 S) 2-, 2(H2 O), H3 O 1+'
_chemical_formula_sum            'C21 H27 F3 N2 O11 S2'
_chemical_formula_weight         604.57

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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.8176(6)
_cell_length_b                   7.4895(4)
_cell_length_c                   17.8098(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.428(3)
_cell_angle_gamma                90
_cell_volume                     1305.63(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6112
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      24.4

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_F_000             628
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.287
_shelx_estimated_absorpt_T_min   0.916
_shelx_estimated_absorpt_T_max   0.945
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5127
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34218
_diffrn_reflns_av_unetI/netI     0.1079
_diffrn_reflns_av_R_equivalents  0.1081
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.294
_diffrn_reflns_theta_max         28.353
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6462
_reflns_number_gt                4546
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.851
_reflns_Friedel_fraction_max     0.984
_reflns_Friedel_fraction_full    1.000

_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.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0385P)²+0.9239P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1488 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6462
_refine_ls_number_parameters     387
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0560
_refine_ls_wR_factor_ref         0.1147
_refine_ls_wR_factor_gt          0.0980
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.7273(5) 0.3420(7) 0.2012(3) 0.0199(11) Uani 1 1 d . . . . .
C2 C 0.5851(5) 0.3377(6) 0.1994(3) 0.0184(11) Uani 1 1 d . . . . .
C3 C 0.5259(5) 0.3755(6) 0.2663(3) 0.0192(11) Uani 1 1 d . . . . .
H3 H 0.429340 0.372293 0.267542 0.023 Uiso 1 1 calc R U . . .
C4 C 0.6072(5) 0.4178(6) 0.3312(3) 0.0169(11) Uani 1 1 d . . . . .
C5 C 0.7471(5) 0.4245(6) 0.3316(3) 0.0202(12) Uani 1 1 d . . . . .
H5 H 0.801409 0.455342 0.376139 0.024 Uiso 1 1 calc R U . . .
C6 C 0.8076(5) 0.3853(7) 0.2656(3) 0.0217(12) Uani 1 1 d . . . . .
H6 H 0.904209 0.388244 0.264838 0.026 Uiso 1 1 calc R U . . .
C7 C 0.4893(6) 0.3048(8) 0.1301(3) 0.0279(13) Uani 1 1 d . . . . .
N1 N 0.8030(5) 0.2993(6) 0.1350(3) 0.0275(11) Uani 1 1 d . . . . .
N2 N 0.5419(5) 0.4567(7) 0.4000(3) 0.0187(9) Uani 1 1 d . . . . .
H2NB H 0.448(7) 0.499(8) 0.393(3) 0.047(19) Uiso 1 1 d . . . . .
H2NA H 0.583(6) 0.536(8) 0.429(3) 0.032(18) Uiso 1 1 d . . . . .
H2NC H 0.534(6) 0.366(9) 0.427(4) 0.04(2) Uiso 1 1 d . . . . .
O1 O 0.7505(5) 0.2019(7) 0.0873(3) 0.0614(15) Uani 1 1 d . . . . .
O2 O 0.9181(4) 0.3545(8) 0.1336(3) 0.0594(16) Uani 1 1 d . . . . .
F1 F 0.4841(3) 0.1385(4) 0.10572(17) 0.0305(8) Uani 1 1 d . . . . .
F2 F 0.5254(5) 0.4039(5) 0.0715(2) 0.0626(13) Uani 1 1 d . . . . .
F3 F 0.3646(4) 0.3536(6) 0.1415(2) 0.0628(14) Uani 1 1 d . . . . .
C8A C 0.6692(5) -0.0826(6) 0.3291(3) 0.0155(10) Uani 1 1 d . . . . .
C9A C 0.7926(5) -0.0837(6) 0.2958(3) 0.0189(12) Uani 1 1 d . . . . .
H9A H 0.875092 -0.053860 0.324518 0.023 Uiso 1 1 calc R U . . .
C10A C 0.7944(6) -0.1286(7) 0.2204(3) 0.0246(12) Uani 1 1 d . . . . .
H10A H 0.878918 -0.129078 0.197807 0.030 Uiso 1 1 calc R U . . .
C11A C 0.6758(6) -0.1729(7) 0.1772(3) 0.0243(12) Uani 1 1 d . . . . .
C12A C 0.5527(6) -0.1728(7) 0.2117(3) 0.0259(13) Uani 1 1 d . . . . .
H12A H 0.470492 -0.204015 0.182989 0.031 Uiso 1 1 calc R U . . .
C13A C 0.5484(5) -0.1284(7) 0.2864(3) 0.0216(12) Uani 1 1 d . . . . .
H13A H 0.463866 -0.128751 0.308929 0.026 Uiso 1 1 calc R U . . .
C14A C 0.6797(7) -0.2173(9) 0.0949(3) 0.0383(16) Uani 1 1 d . . . . .
H14A H 0.594679 -0.277380 0.076961 0.057 Uiso 1 1 calc R U . . .
H14B H 0.757366 -0.296227 0.087986 0.057 Uiso 1 1 calc R U . . .
H14C H 0.689624 -0.107044 0.066159 0.057 Uiso 1 1 calc R U . . .
O3A O 0.5525(3) 0.0915(5) 0.43269(19) 0.0199(8) Uani 1 1 d . . . . .
O4A O 0.7968(3) 0.0418(4) 0.45042(19) 0.0182(8) Uani 1 1 d . . . . .
O5A O 0.6383(3) -0.2043(4) 0.46289(19) 0.0196(8) Uani 1 1 d . . . . .
S1A S 0.66468(12) -0.03559(15) 0.42585(7) 0.0149(3) Uani 1 1 d . . . . .
C8B C 0.1612(5) -0.2862(6) 0.2474(3) 0.0179(11) Uani 1 1 d . . . . .
C9B C 0.1482(5) -0.3647(7) 0.1768(3) 0.0228(12) Uani 1 1 d . . . . .
H9B H 0.145170 -0.490962 0.171871 0.027 Uiso 1 1 calc R U . . .
C10B C 0.1396(6) -0.2559(7) 0.1132(3) 0.0269(13) Uani 1 1 d . . . . .
H10B H 0.131413 -0.309707 0.064742 0.032 Uiso 1 1 calc R U . . .
C11B C 0.1427(5) -0.0704(7) 0.1186(3) 0.0243(12) Uani 1 1 d . . . . .
C12B C 0.1561(6) 0.0043(7) 0.1909(3) 0.0256(13) Uani 1 1 d . . . . .
H12B H 0.158968 0.130449 0.196246 0.031 Uiso 1 1 calc R U . . .
C13B C 0.1653(5) -0.1013(7) 0.2544(3) 0.0217(12) Uani 1 1 d . . . . .
H13B H 0.174488 -0.047950 0.302905 0.026 Uiso 1 1 calc R U . . .
C14B C 0.1355(7) 0.0431(8) 0.0494(3) 0.0351(15) Uani 1 1 d . . . . .
H14D H 0.079010 -0.016503 0.009133 0.053 Uiso 1 1 calc R U . . .
H14E H 0.227734 0.061304 0.033417 0.053 Uiso 1 1 calc R U . . .
H14F H 0.094947 0.158840 0.060413 0.053 Uiso 1 1 calc R U . . .
O3B O 0.2997(3) -0.3634(4) 0.37211(19) 0.0180(8) Uani 1 1 d . . . . .
O4B O 0.0525(3) -0.3750(5) 0.37087(19) 0.0210(8) Uani 1 1 d . . . . .
O5B O 0.1749(3) -0.6034(4) 0.3060(2) 0.0204(8) Uani 1 1 d . . . . .
S1B S 0.17154(13) -0.41676(15) 0.32999(7) 0.0164(3) Uani 1 1 d . . . . .
O1W O 0.2976(3) -0.0407(5) 0.4529(2) 0.0210(8) Uani 1 1 d D . . . .
H1W H 0.381(3) -0.002(8) 0.445(3) 0.031 Uiso 1 1 d D U . . .
H2W H 0.292(6) -0.143(5) 0.432(3) 0.031 Uiso 1 1 d D U . . .
O2W O 0.0916(4) -0.8391(4) 0.4075(2) 0.0189(8) Uani 1 1 d D . . . .
H4W H 0.156(4) -0.919(6) 0.419(2) 0.028 Uiso 1 1 d D U . . .
H3W H 0.118(5) -0.768(6) 0.371(2) 0.028 Uiso 1 1 d D U . . .
O3W O -0.0012(4) -0.6740(5) 0.5094(2) 0.0195(8) Uani 1 1 d D . . . .
H5W H -0.026(5) -0.740(7) 0.550(2) 0.029 Uiso 1 1 d D U . . .
H6W H 0.061(4) -0.594(6) 0.530(3) 0.029 Uiso 1 1 d D U . . .
H7W H 0.036(5) -0.738(6) 0.474(2) 0.029 Uiso 1 1 d D 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
C1 C6 1.379(7) . ?
C1 C2 1.394(7) . ?
C1 N1 1.478(7) . ?
C2 C3 1.395(7) . ?
C2 C7 1.513(7) . ?
C3 C4 1.389(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(7) . ?
C4 N2 1.456(7) . ?
C5 C6 1.388(7) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 F3 1.308(6) . ?
C7 F1 1.319(6) . ?
C7 F2 1.349(7) . ?
N1 O2 1.205(6) . ?
N1 O1 1.205(6) . ?
N2 H2NB 0.97(7) . ?
N2 H2NA 0.86(6) . ?
N2 H2NC 0.84(7) . ?
C8A C9A 1.390(7) . ?
C8A C13A 1.401(7) . ?
C8A S1A 1.762(5) . ?
C9A C10A 1.386(7) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.385(7) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.398(8) . ?
C11A C14A 1.507(8) . ?
C12A C13A 1.375(8) . ?
C12A H12A 0.9500 . ?
C13A H13A 0.9500 . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
O3A S1A 1.468(3) . ?
O4A S1A 1.457(3) . ?
O5A S1A 1.458(3) . ?
C8B C9B 1.384(7) . ?
C8B C13B 1.390(7) . ?
C8B S1B 1.763(5) . ?
C9B C10B 1.393(7) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.393(7) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.401(7) . ?
C11B C14B 1.493(7) . ?
C12B C13B 1.377(7) . ?
C12B H12B 0.9500 . ?
C13B H13B 0.9500 . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
O3B S1B 1.470(3) . ?
O4B S1B 1.458(3) . ?
O5B S1B 1.463(3) . ?
O1W H1W 0.89(3) . ?
O1W H2W 0.85(3) . ?
O2W H4W 0.88(2) . ?
O2W H3W 0.90(2) . ?
O3W H5W 0.93(3) . ?
O3W H6W 0.92(3) . ?
O3W H7W 0.89(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 122.2(5) . . ?
C6 C1 N1 115.1(5) . . ?
C2 C1 N1 122.7(5) . . ?
C1 C2 C3 117.2(5) . . ?
C1 C2 C7 125.5(5) . . ?
C3 C2 C7 117.2(5) . . ?
C4 C3 C2 120.4(5) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 121.5(5) . . ?
C5 C4 N2 119.5(5) . . ?
C3 C4 N2 118.9(5) . . ?
C4 C5 C6 118.7(5) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C5 119.9(5) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
F3 C7 F1 107.6(5) . . ?
F3 C7 F2 105.8(5) . . ?
F1 C7 F2 105.7(4) . . ?
F3 C7 C2 110.9(5) . . ?
F1 C7 C2 115.3(4) . . ?
F2 C7 C2 110.9(5) . . ?
O2 N1 O1 123.0(5) . . ?
O2 N1 C1 118.2(5) . . ?
O1 N1 C1 118.7(5) . . ?
C4 N2 H2NB 115(4) . . ?
C4 N2 H2NA 115(4) . . ?
H2NB N2 H2NA 105(5) . . ?
C4 N2 H2NC 113(4) . . ?
H2NB N2 H2NC 102(5) . . ?
H2NA N2 H2NC 105(6) . . ?
C9A C8A C13A 119.7(5) . . ?
C9A C8A S1A 120.4(4) . . ?
C13A C8A S1A 119.7(4) . . ?
C10A C9A C8A 119.4(5) . . ?
C10A C9A H9A 120.3 . . ?
C8A C9A H9A 120.3 . . ?
C11A C10A C9A 121.6(5) . . ?
C11A C10A H10A 119.2 . . ?
C9A C10A H10A 119.2 . . ?
C10A C11A C12A 118.3(5) . . ?
C10A C11A C14A 120.7(5) . . ?
C12A C11A C14A 121.0(5) . . ?
C13A C12A C11A 121.1(5) . . ?
C13A C12A H12A 119.4 . . ?
C11A C12A H12A 119.4 . . ?
C12A C13A C8A 119.8(5) . . ?
C12A C13A H13A 120.1 . . ?
C8A C13A H13A 120.1 . . ?
C11A C14A H14A 109.5 . . ?
C11A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C11A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
O4A S1A O5A 113.2(2) . . ?
O4A S1A O3A 111.9(2) . . ?
O5A S1A O3A 111.3(2) . . ?
O4A S1A C8A 106.5(2) . . ?
O5A S1A C8A 106.7(2) . . ?
O3A S1A C8A 106.6(2) . . ?
C9B C8B C13B 120.3(5) . . ?
C9B C8B S1B 121.1(4) . . ?
C13B C8B S1B 118.5(4) . . ?
C8B C9B C10B 119.0(5) . . ?
C8B C9B H9B 120.5 . . ?
C10B C9B H9B 120.5 . . ?
C11B C10B C9B 121.8(5) . . ?
C11B C10B H10B 119.1 . . ?
C9B C10B H10B 119.1 . . ?
C10B C11B C12B 117.5(5) . . ?
C10B C11B C14B 120.7(5) . . ?
C12B C11B C14B 121.7(5) . . ?
C13B C12B C11B 121.4(5) . . ?
C13B C12B H12B 119.3 . . ?
C11B C12B H12B 119.3 . . ?
C12B C13B C8B 119.9(5) . . ?
C12B C13B H13B 120.1 . . ?
C8B C13B H13B 120.1 . . ?
C11B C14B H14D 109.5 . . ?
C11B C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
C11B C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
O4B S1B O5B 112.9(2) . . ?
O4B S1B O3B 112.0(2) . . ?
O5B S1B O3B 111.8(2) . . ?
O4B S1B C8B 107.5(2) . . ?
O5B S1B C8B 106.7(2) . . ?
O3B S1B C8B 105.5(2) . . ?
H1W O1W H2W 104(5) . . ?
H4W O2W H3W 109(5) . . ?
H5W O3W H6W 104(5) . . ?
H5W O3W H7W 114(5) . . ?
H6W O3W H7W 110(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
C6 C1 C2 C3 -1.4(7) . . . . ?
N1 C1 C2 C3 178.1(5) . . . . ?
C6 C1 C2 C7 175.3(5) . . . . ?
N1 C1 C2 C7 -5.2(8) . . . . ?
C1 C2 C3 C4 0.9(7) . . . . ?
C7 C2 C3 C4 -176.1(4) . . . . ?
C2 C3 C4 C5 0.3(7) . . . . ?
C2 C3 C4 N2 179.9(5) . . . . ?
C3 C4 C5 C6 -1.0(7) . . . . ?
N2 C4 C5 C6 179.4(5) . . . . ?
C2 C1 C6 C5 0.7(8) . . . . ?
N1 C1 C6 C5 -178.8(5) . . . . ?
C4 C5 C6 C1 0.5(7) . . . . ?
C1 C2 C7 F3 -163.6(5) . . . . ?
C3 C2 C7 F3 13.1(7) . . . . ?
C1 C2 C7 F1 73.8(7) . . . . ?
C3 C2 C7 F1 -109.6(5) . . . . ?
C1 C2 C7 F2 -46.4(7) . . . . ?
C3 C2 C7 F2 130.3(5) . . . . ?
C6 C1 N1 O2 -21.9(7) . . . . ?
C2 C1 N1 O2 158.7(5) . . . . ?
C6 C1 N1 O1 153.5(5) . . . . ?
C2 C1 N1 O1 -26.0(8) . . . . ?
C13A C8A C9A C10A 0.6(7) . . . . ?
S1A C8A C9A C10A 177.2(4) . . . . ?
C8A C9A C10A C11A -0.1(8) . . . . ?
C9A C10A C11A C12A -0.5(8) . . . . ?
C9A C10A C11A C14A 178.6(5) . . . . ?
C10A C11A C12A C13A 0.6(8) . . . . ?
C14A C11A C12A C13A -178.5(5) . . . . ?
C11A C12A C13A C8A -0.1(8) . . . . ?
C9A C8A C13A C12A -0.5(7) . . . . ?
S1A C8A C13A C12A -177.1(4) . . . . ?
C9A C8A S1A O4A 14.8(4) . . . . ?
C13A C8A S1A O4A -168.6(4) . . . . ?
C9A C8A S1A O5A -106.4(4) . . . . ?
C13A C8A S1A O5A 70.2(4) . . . . ?
C9A C8A S1A O3A 134.5(4) . . . . ?
C13A C8A S1A O3A -48.9(4) . . . . ?
C13B C8B C9B C10B 0.1(8) . . . . ?
S1B C8B C9B C10B 179.6(4) . . . . ?
C8B C9B C10B C11B -0.5(8) . . . . ?
C9B C10B C11B C12B 0.6(9) . . . . ?
C9B C10B C11B C14B 179.1(5) . . . . ?
C10B C11B C12B C13B -0.3(8) . . . . ?
C14B C11B C12B C13B -178.8(5) . . . . ?
C11B C12B C13B C8B -0.1(8) . . . . ?
C9B C8B C13B C12B 0.1(8) . . . . ?
S1B C8B C13B C12B -179.4(4) . . . . ?
C9B C8B S1B O4B -116.7(4) . . . . ?
C13B C8B S1B O4B 62.7(5) . . . . ?
C9B C8B S1B O5B 4.6(5) . . . . ?
C13B C8B S1B O5B -175.9(4) . . . . ?
C9B C8B S1B O3B 123.6(4) . . . . ?
C13B C8B S1B O3B -56.9(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2NC O3A 0.84(7) 2.07(7) 2.797(6) 145(6) . yes
O1W H1W O3A 0.89(3) 1.85(3) 2.740(5) 175(6) . yes
O1W H2W O3B 0.85(3) 1.97(3) 2.814(5) 171(6) . yes
O2W H3W O5B 0.90(2) 1.81(3) 2.700(5) 173(4) . yes
O3W H7W O2W 0.89(2) 1.54(2) 2.431(5) 174(5) . yes
N2 H2NB O3B 0.97(7) 1.80(7) 2.745(6) 163(6) 1_565 yes
N2 H2NA O5A 0.86(6) 2.10(6) 2.904(6) 155(5) 1_565 yes
N2 H2NB S1B 0.97(7) 2.92(7) 3.870(5) 164(5) 1_565 yes
C3 H3 O5B 0.95 2.65 3.574(6) 165.3 1_565 yes
C13B H13B O2W 0.95 2.61 3.482(6) 152.7 1_565 yes
N2 H2NA O1W 0.86(6) 2.40(6) 2.951(6) 122(5) 2_656 yes
O2W H4W O1W 0.88(2) 1.73(3) 2.602(5) 168(5) 1_545 yes
C9B H9B F3 0.95 2.54 3.093(6) 117.0 1_545 yes
O3W H5W O4B 0.93(3) 1.77(3) 2.689(5) 173(5) 2_546 yes
O3W H5W S1B 0.93(3) 2.97(3) 3.876(4) 166(4) 2_546 yes
O3W H6W O4A 0.92(3) 1.74(3) 2.633(5) 165(5) 2_646 yes
O3W H6W S1A 0.92(3) 2.78(4) 3.568(4) 145(4) 2_646 yes
C9B H9B O2 0.95 2.56 3.139(7) 119.7 1_445 yes
O1W H1W S1A 0.89(3) 2.84(3) 3.673(4) 156(5) . yes
O1W H2W S1B 0.85(3) 2.93(3) 3.720(4) 156(5) . yes
O2W H3W S1B 0.90(2) 2.79(4) 3.563(4) 145(4) . yes

_refine_diff_density_max         0.608
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.080



####################################################################### 
# 
# 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_KB1376_0m
_database_code_depnum_ccdc_archive 'CCDC 2386901'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-09-26 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            Flu.D-PTSA(2:2)
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 F3 N2 O2 1+, C7 H7 O3 S 1-'
_chemical_formula_sum            'C14 H13 F3 N2 O5 S'
_chemical_formula_weight         378.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   29.2994(2)
_cell_length_b                   7.4757(5)
_cell_length_c                   14.7336(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3227.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9492
_cell_measurement_theta_min      2.765
_cell_measurement_theta_max      29.5

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_F_000             1552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.270
_exptl_absorpt_coefficient_mu    0.262
_shelx_estimated_absorpt_T_min   0.923
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6678
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            27143
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.725
_diffrn_reflns_theta_max         30.475
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             8872
_reflns_number_gt                7791
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.816
_reflns_Friedel_fraction_max     0.842
_reflns_Friedel_fraction_full    0.977

_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.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0308P)²+0.7958P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3166 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8872
_refine_ls_number_parameters     477
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0726
_refine_ls_wR_factor_gt          0.0679
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1A C 0.90878(9) 0.0503(3) 0.74802(16) 0.0181(5) Uani 1 1 d . . . . .
C2A C 0.88100(8) 0.1921(3) 0.72013(15) 0.0162(5) Uani 1 1 d . . . . .
C3A C 0.83435(8) 0.1750(3) 0.73194(15) 0.0151(4) Uani 1 1 d . . . . .
H3A H 0.814465 0.268450 0.713297 0.018 Uiso 1 1 calc R U . . .
C4A C 0.81675(8) 0.0214(3) 0.77100(14) 0.0145(4) Uani 1 1 d . . . . .
C5A C 0.84438(8) -0.1197(3) 0.79707(17) 0.0177(4) Uani 1 1 d . . . . .
H5A H 0.831566 -0.224784 0.822914 0.021 Uiso 1 1 calc R U . . .
C6A C 0.89109(8) -0.1046(3) 0.78470(16) 0.0208(5) Uani 1 1 d . . . . .
H6A H 0.910764 -0.200189 0.801328 0.025 Uiso 1 1 calc R U . . .
C7A C 0.89963(9) 0.3588(3) 0.67620(18) 0.0216(5) Uani 1 1 d . . . . .
N1A N 0.95890(8) 0.0626(3) 0.74365(16) 0.0279(5) Uani 1 1 d . . . . .
N2A N 0.76738(7) 0.0074(3) 0.78263(13) 0.0141(4) Uani 1 1 d . . . . .
H2NA H 0.7565(8) 0.118(4) 0.804(2) 0.019(7) Uiso 1 1 d . . . . .
H2NB H 0.7554(11) -0.034(4) 0.732(2) 0.033(9) Uiso 1 1 d . . . . .
H2NC H 0.7604(9) -0.079(4) 0.8201(19) 0.017(7) Uiso 1 1 d . . . . .
O1A O 0.97918(7) -0.0598(3) 0.70569(17) 0.0444(6) Uani 1 1 d . . . . .
O2A O 0.97675(7) 0.1911(3) 0.78098(15) 0.0376(5) Uani 1 1 d . . . . .
F1A F 0.91394(6) 0.4788(2) 0.73780(11) 0.0333(4) Uani 1 1 d . . . . .
F2A F 0.93476(5) 0.3260(2) 0.62110(10) 0.0275(3) Uani 1 1 d . . . . .
F3A F 0.86754(5) 0.4404(2) 0.62666(12) 0.0316(4) Uani 1 1 d . . . . .
C8A C 0.80804(8) 0.0027(3) 0.51506(15) 0.0148(4) Uani 1 1 d . . . . .
C9A C 0.83390(8) -0.1375(3) 0.54936(16) 0.0178(5) Uani 1 1 d . . . . .
H9A H 0.820238 -0.225933 0.586865 0.021 Uiso 1 1 calc R U . . .
C10A C 0.88011(9) -0.1467(3) 0.52806(17) 0.0206(5) Uani 1 1 d . . . . .
H10A H 0.897899 -0.241700 0.552213 0.025 Uiso 1 1 calc R U . . .
C11A C 0.90100(9) -0.0206(3) 0.47232(17) 0.0200(5) Uani 1 1 d . . . . .
C12A C 0.87408(9) 0.1170(4) 0.43739(17) 0.0230(5) Uani 1 1 d . . . . .
H12A H 0.887522 0.203861 0.398676 0.028 Uiso 1 1 calc R U . . .
C13A C 0.82801(9) 0.1291(3) 0.45819(16) 0.0205(5) Uani 1 1 d . . . . .
H13A H 0.810130 0.223469 0.433684 0.025 Uiso 1 1 calc R U . . .
C14A C 0.95117(9) -0.0284(4) 0.4521(2) 0.0310(6) Uani 1 1 d . . . . .
H14A H 0.961043 -0.153534 0.449788 0.047 Uiso 1 1 calc R U . . .
H14B H 0.968050 0.034363 0.499933 0.047 Uiso 1 1 calc R U . . .
H14C H 0.957171 0.028952 0.393527 0.047 Uiso 1 1 calc R U . . .
O5A O 0.74045(6) -0.1069(2) 0.61453(10) 0.0153(3) Uani 1 1 d . . . . .
O4A O 0.74849(5) 0.2099(2) 0.58920(11) 0.0161(3) Uani 1 1 d . . . . .
O3A O 0.72188(5) 0.0168(2) 0.46687(10) 0.0162(3) Uani 1 1 d . . . . .
S1A S 0.75043(2) 0.03284(7) 0.54689(4) 0.01215(10) Uani 1 1 d . . . . .
C1B C 0.58524(8) 0.5438(3) 0.47590(16) 0.0167(5) Uani 1 1 d . . . . .
C2B C 0.60376(8) 0.6915(3) 0.52057(16) 0.0176(5) Uani 1 1 d . . . . .
C3B C 0.65018(8) 0.6892(3) 0.54004(15) 0.0157(4) Uani 1 1 d . . . . .
H3B H 0.663874 0.786819 0.571066 0.019 Uiso 1 1 calc R U . . .
C4B C 0.67630(8) 0.5441(3) 0.51403(14) 0.0137(4) Uani 1 1 d . . . . .
C5B C 0.65766(8) 0.3970(3) 0.47081(15) 0.0164(4) Uani 1 1 d . . . . .
H5B H 0.676243 0.298208 0.454073 0.020 Uiso 1 1 calc R U . . .
C6B C 0.61119(9) 0.3968(3) 0.45242(16) 0.0179(5) Uani 1 1 d . . . . .
H6B H 0.597379 0.296482 0.423934 0.021 Uiso 1 1 calc R U . . .
C7B C 0.57579(9) 0.8493(3) 0.55186(18) 0.0238(5) Uani 1 1 d . . . . .
N1B N 0.53693(7) 0.5410(3) 0.44838(14) 0.0221(4) Uani 1 1 d . . . . .
N2B N 0.72539(7) 0.5469(3) 0.53217(14) 0.0144(4) Uani 1 1 d . . . . .
H2ND H 0.7376(11) 0.426(4) 0.547(2) 0.040(9) Uiso 1 1 d . . . . .
H2NE H 0.7405(11) 0.592(4) 0.486(2) 0.033(9) Uiso 1 1 d . . . . .
H2NF H 0.7319(9) 0.624(4) 0.576(2) 0.020(7) Uiso 1 1 d . . . . .
O1B O 0.52274(6) 0.6704(3) 0.40568(13) 0.0297(4) Uani 1 1 d . . . . .
O2B O 0.51452(7) 0.4092(3) 0.46866(15) 0.0357(5) Uani 1 1 d . . . . .
F1B F 0.53453(5) 0.8019(2) 0.58088(11) 0.0283(3) Uani 1 1 d . . . . .
F2B F 0.57011(6) 0.9720(2) 0.48625(12) 0.0337(4) Uani 1 1 d . . . . .
F3B F 0.59651(6) 0.9339(2) 0.62104(13) 0.0374(4) Uani 1 1 d . . . . .
C8B C 0.82094(8) 0.5084(3) 0.27606(15) 0.0154(4) Uani 1 1 d . . . . .
C9B C 0.85218(8) 0.6324(3) 0.30759(19) 0.0250(5) Uani 1 1 d . . . . .
H9B H 0.842363 0.731635 0.342777 0.030 Uiso 1 1 calc R U . . .
C10B C 0.89825(9) 0.6098(4) 0.2871(2) 0.0288(6) Uani 1 1 d . . . . .
H10B H 0.919788 0.694071 0.309300 0.035 Uiso 1 1 calc R U . . .
C11B C 0.91344(9) 0.4663(3) 0.23477(17) 0.0211(5) Uani 1 1 d . . . . .
C12B C 0.88106(8) 0.3447(3) 0.20343(16) 0.0191(5) Uani 1 1 d . . . . .
H12B H 0.890660 0.246355 0.167356 0.023 Uiso 1 1 calc R U . . .
C13B C 0.83511(8) 0.3641(3) 0.22373(16) 0.0171(5) Uani 1 1 d . . . . .
H13B H 0.813516 0.279487 0.202059 0.021 Uiso 1 1 calc R U . . .
C14B C 0.96306(9) 0.4399(4) 0.2144(2) 0.0291(6) Uani 1 1 d . . . . .
H14D H 0.966410 0.384971 0.154351 0.044 Uiso 1 1 calc R U . . .
H14E H 0.976620 0.361573 0.260392 0.044 Uiso 1 1 calc R U . . .
H14F H 0.978635 0.555928 0.215037 0.044 Uiso 1 1 calc R U . . .
O3B O 0.74876(6) 0.3575(2) 0.34281(11) 0.0158(3) Uani 1 1 d . . . . .
O4B O 0.73806(6) 0.5650(2) 0.21781(11) 0.0185(4) Uani 1 1 d . . . . .
O5B O 0.75785(6) 0.6740(2) 0.36820(11) 0.0162(3) Uani 1 1 d . . . . .
S1B S 0.76208(2) 0.52726(7) 0.30141(4) 0.01316(10) 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
C1A C6A 1.379(3) . ?
C1A C2A 1.398(3) . ?
C1A N1A 1.473(3) . ?
C2A C3A 1.384(3) . ?
C2A C7A 1.507(3) . ?
C3A C4A 1.384(3) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.384(3) . ?
C4A N2A 1.461(3) . ?
C5A C6A 1.385(3) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A F2A 1.334(3) . ?
C7A F3A 1.337(3) . ?
C7A F1A 1.343(3) . ?
N1A O2A 1.224(3) . ?
N1A O1A 1.226(3) . ?
N2A H2NA 0.94(3) . ?
N2A H2NB 0.88(3) . ?
N2A H2NC 0.88(3) . ?
C8A C9A 1.389(3) . ?
C8A C13A 1.392(3) . ?
C8A S1A 1.766(2) . ?
C9A C10A 1.392(3) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.392(4) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.394(3) . ?
C11A C14A 1.501(4) . ?
C12A C13A 1.387(4) . ?
C12A H12A 0.9500 . ?
C13A H13A 0.9500 . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
O5A S1A 1.4732(16) . ?
O4A S1A 1.4641(16) . ?
O3A S1A 1.4505(16) . ?
C1B C6B 1.381(3) . ?
C1B C2B 1.395(3) . ?
C1B N1B 1.473(3) . ?
C2B C3B 1.390(3) . ?
C2B C7B 1.508(3) . ?
C3B C4B 1.382(3) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.383(3) . ?
C4B N2B 1.463(3) . ?
C5B C6B 1.388(3) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B F1B 1.330(3) . ?
C7B F2B 1.343(3) . ?
C7B F3B 1.344(3) . ?
N1B O2B 1.221(3) . ?
N1B O1B 1.226(3) . ?
N2B H2ND 1.00(3) . ?
N2B H2NE 0.88(3) . ?
N2B H2NF 0.88(3) . ?
C8B C9B 1.383(3) . ?
C8B C13B 1.390(3) . ?
C8B S1B 1.770(2) . ?
C9B C10B 1.393(3) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.394(4) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.393(3) . ?
C11B C14B 1.498(4) . ?
C12B C13B 1.387(3) . ?
C12B H12B 0.9500 . ?
C13B H13B 0.9500 . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
O3B S1B 1.4611(16) . ?
O4B S1B 1.4465(17) . ?
O5B S1B 1.4791(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
C6A C1A C2A 122.2(2) . . ?
C6A C1A N1A 116.4(2) . . ?
C2A C1A N1A 121.4(2) . . ?
C3A C2A C1A 117.9(2) . . ?
C3A C2A C7A 119.2(2) . . ?
C1A C2A C7A 122.9(2) . . ?
C2A C3A C4A 119.8(2) . . ?
C2A C3A H3A 120.1 . . ?
C4A C3A H3A 120.1 . . ?
C5A C4A C3A 122.0(2) . . ?
C5A C4A N2A 119.5(2) . . ?
C3A C4A N2A 118.5(2) . . ?
C4A C5A C6A 118.6(2) . . ?
C4A C5A H5A 120.7 . . ?
C6A C5A H5A 120.7 . . ?
C1A C6A C5A 119.4(2) . . ?
C1A C6A H6A 120.3 . . ?
C5A C6A H6A 120.3 . . ?
F2A C7A F3A 107.1(2) . . ?
F2A C7A F1A 107.0(2) . . ?
F3A C7A F1A 106.5(2) . . ?
F2A C7A C2A 112.9(2) . . ?
F3A C7A C2A 110.9(2) . . ?
F1A C7A C2A 112.0(2) . . ?
O2A N1A O1A 125.7(2) . . ?
O2A N1A C1A 117.1(2) . . ?
O1A N1A C1A 117.2(2) . . ?
C4A N2A H2NA 108.2(15) . . ?
C4A N2A H2NB 109(2) . . ?
H2NA N2A H2NB 117(3) . . ?
C4A N2A H2NC 111.0(17) . . ?
H2NA N2A H2NC 111(2) . . ?
H2NB N2A H2NC 100(3) . . ?
C9A C8A C13A 120.1(2) . . ?
C9A C8A S1A 121.41(18) . . ?
C13A C8A S1A 118.35(18) . . ?
C8A C9A C10A 119.1(2) . . ?
C8A C9A H9A 120.5 . . ?
C10A C9A H9A 120.5 . . ?
C9A C10A C11A 121.8(2) . . ?
C9A C10A H10A 119.1 . . ?
C11A C10A H10A 119.1 . . ?
C10A C11A C12A 117.9(2) . . ?
C10A C11A C14A 121.4(2) . . ?
C12A C11A C14A 120.6(2) . . ?
C13A C12A C11A 121.1(2) . . ?
C13A C12A H12A 119.4 . . ?
C11A C12A H12A 119.4 . . ?
C12A C13A C8A 119.8(2) . . ?
C12A C13A H13A 120.1 . . ?
C8A C13A H13A 120.1 . . ?
C11A C14A H14A 109.5 . . ?
C11A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C11A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
O3A S1A O4A 113.49(10) . . ?
O3A S1A O5A 112.13(10) . . ?
O4A S1A O5A 110.21(10) . . ?
O3A S1A C8A 108.95(10) . . ?
O4A S1A C8A 105.39(10) . . ?
O5A S1A C8A 106.18(10) . . ?
C6B C1B C2B 122.3(2) . . ?
C6B C1B N1B 116.7(2) . . ?
C2B C1B N1B 121.0(2) . . ?
C3B C2B C1B 117.9(2) . . ?
C3B C2B C7B 118.6(2) . . ?
C1B C2B C7B 123.5(2) . . ?
C4B C3B C2B 119.6(2) . . ?
C4B C3B H3B 120.2 . . ?
C2B C3B H3B 120.2 . . ?
C3B C4B C5B 122.2(2) . . ?
C3B C4B N2B 118.8(2) . . ?
C5B C4B N2B 118.9(2) . . ?
C4B C5B C6B 118.6(2) . . ?
C4B C5B H5B 120.7 . . ?
C6B C5B H5B 120.7 . . ?
C1B C6B C5B 119.4(2) . . ?
C1B C6B H6B 120.3 . . ?
C5B C6B H6B 120.3 . . ?
F1B C7B F2B 107.5(2) . . ?
F1B C7B F3B 107.0(2) . . ?
F2B C7B F3B 106.3(2) . . ?
F1B C7B C2B 112.6(2) . . ?
F2B C7B C2B 112.4(2) . . ?
F3B C7B C2B 110.7(2) . . ?
O2B N1B O1B 125.4(2) . . ?
O2B N1B C1B 117.5(2) . . ?
O1B N1B C1B 117.1(2) . . ?
C4B N2B H2ND 112.4(18) . . ?
C4B N2B H2NE 111(2) . . ?
H2ND N2B H2NE 110(3) . . ?
C4B N2B H2NF 110.8(17) . . ?
H2ND N2B H2NF 111(3) . . ?
H2NE N2B H2NF 102(3) . . ?
C9B C8B C13B 120.6(2) . . ?
C9B C8B S1B 121.39(18) . . ?
C13B C8B S1B 118.03(18) . . ?
C8B C9B C10B 119.2(2) . . ?
C8B C9B H9B 120.4 . . ?
C10B C9B H9B 120.4 . . ?
C9B C10B C11B 121.5(2) . . ?
C9B C10B H10B 119.3 . . ?
C11B C10B H10B 119.3 . . ?
C12B C11B C10B 117.9(2) . . ?
C12B C11B C14B 120.6(2) . . ?
C10B C11B C14B 121.5(2) . . ?
C13B C12B C11B 121.5(2) . . ?
C13B C12B H12B 119.3 . . ?
C11B C12B H12B 119.3 . . ?
C12B C13B C8B 119.4(2) . . ?
C12B C13B H13B 120.3 . . ?
C8B C13B H13B 120.3 . . ?
C11B C14B H14D 109.5 . . ?
C11B C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
C11B C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
O4B S1B O3B 113.26(10) . . ?
O4B S1B O5B 112.40(10) . . ?
O3B S1B O5B 110.14(10) . . ?
O4B S1B C8B 108.05(10) . . ?
O3B S1B C8B 106.22(10) . . ?
O5B S1B C8B 106.31(10) . . ?

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
C6A C1A C2A C3A 1.3(3) . . . . ?
N1A C1A C2A C3A -175.8(2) . . . . ?
C6A C1A C2A C7A -177.2(2) . . . . ?
N1A C1A C2A C7A 5.7(4) . . . . ?
C1A C2A C3A C4A 0.5(3) . . . . ?
C7A C2A C3A C4A 179.1(2) . . . . ?
C2A C3A C4A C5A -1.6(3) . . . . ?
C2A C3A C4A N2A 179.94(19) . . . . ?
C3A C4A C5A C6A 1.0(3) . . . . ?
N2A C4A C5A C6A 179.4(2) . . . . ?
C2A C1A C6A C5A -1.9(4) . . . . ?
N1A C1A C6A C5A 175.3(2) . . . . ?
C4A C5A C6A C1A 0.8(4) . . . . ?
C3A C2A C7A F2A -141.8(2) . . . . ?
C1A C2A C7A F2A 36.7(3) . . . . ?
C3A C2A C7A F3A -21.6(3) . . . . ?
C1A C2A C7A F3A 156.9(2) . . . . ?
C3A C2A C7A F1A 97.2(3) . . . . ?
C1A C2A C7A F1A -84.3(3) . . . . ?
C6A C1A N1A O2A -123.6(2) . . . . ?
C2A C1A N1A O2A 53.6(3) . . . . ?
C6A C1A N1A O1A 54.0(3) . . . . ?
C2A C1A N1A O1A -128.8(3) . . . . ?
C13A C8A C9A C10A 1.7(3) . . . . ?
S1A C8A C9A C10A -174.70(18) . . . . ?
C8A C9A C10A C11A -0.9(4) . . . . ?
C9A C10A C11A C12A -0.3(4) . . . . ?
C9A C10A C11A C14A 178.0(2) . . . . ?
C10A C11A C12A C13A 0.7(4) . . . . ?
C14A C11A C12A C13A -177.7(2) . . . . ?
C11A C12A C13A C8A 0.2(4) . . . . ?
C9A C8A C13A C12A -1.4(4) . . . . ?
S1A C8A C13A C12A 175.14(19) . . . . ?
C9A C8A S1A O3A -118.00(19) . . . . ?
C13A C8A S1A O3A 65.5(2) . . . . ?
C9A C8A S1A O4A 119.89(19) . . . . ?
C13A C8A S1A O4A -56.6(2) . . . . ?
C9A C8A S1A O5A 3.0(2) . . . . ?
C13A C8A S1A O5A -173.52(18) . . . . ?
C6B C1B C2B C3B 1.1(3) . . . . ?
N1B C1B C2B C3B -176.5(2) . . . . ?
C6B C1B C2B C7B -176.4(2) . . . . ?
N1B C1B C2B C7B 6.0(3) . . . . ?
C1B C2B C3B C4B 0.8(3) . . . . ?
C7B C2B C3B C4B 178.4(2) . . . . ?
C2B C3B C4B C5B -1.7(3) . . . . ?
C2B C3B C4B N2B 177.8(2) . . . . ?
C3B C4B C5B C6B 0.6(3) . . . . ?
N2B C4B C5B C6B -178.9(2) . . . . ?
C2B C1B C6B C5B -2.2(4) . . . . ?
N1B C1B C6B C5B 175.5(2) . . . . ?
C4B C5B C6B C1B 1.3(3) . . . . ?
C3B C2B C7B F1B -141.6(2) . . . . ?
C1B C2B C7B F1B 35.9(3) . . . . ?
C3B C2B C7B F2B 96.8(3) . . . . ?
C1B C2B C7B F2B -85.7(3) . . . . ?
C3B C2B C7B F3B -21.9(3) . . . . ?
C1B C2B C7B F3B 155.5(2) . . . . ?
C6B C1B N1B O2B 51.7(3) . . . . ?
C2B C1B N1B O2B -130.6(2) . . . . ?
C6B C1B N1B O1B -127.2(2) . . . . ?
C2B C1B N1B O1B 50.5(3) . . . . ?
C13B C8B C9B C10B -0.7(4) . . . . ?
S1B C8B C9B C10B 178.9(2) . . . . ?
C8B C9B C10B C11B 0.7(4) . . . . ?
C9B C10B C11B C12B -0.2(4) . . . . ?
C9B C10B C11B C14B -178.7(3) . . . . ?
C10B C11B C12B C13B -0.4(4) . . . . ?
C14B C11B C12B C13B 178.2(2) . . . . ?
C11B C12B C13B C8B 0.4(3) . . . . ?
C9B C8B C13B C12B 0.2(3) . . . . ?
S1B C8B C13B C12B -179.39(18) . . . . ?
C9B C8B S1B O4B 112.9(2) . . . . ?
C13B C8B S1B O4B -67.5(2) . . . . ?
C9B C8B S1B O3B -125.2(2) . . . . ?
C13B C8B S1B O3B 54.3(2) . . . . ?
C9B C8B S1B O5B -7.9(2) . . . . ?
C13B C8B S1B O5B 171.64(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2A H2NB O5A 0.88(3) 1.86(3) 2.736(2) 169(3) . yes
N2A H2NB S1A 0.88(3) 2.77(3) 3.514(2) 142(3) . yes
N2B H2ND O4A 1.00(3) 1.76(3) 2.740(3) 167(3) . yes
N2B H2ND S1A 1.00(3) 2.96(3) 3.918(2) 161(2) . yes
N2B H2NE O5B 0.88(3) 1.90(3) 2.765(3) 164(3) . yes
N2B H2NE S1B 0.88(3) 2.83(3) 3.569(2) 142(3) . yes
N2A H2NA O3B 0.94(3) 1.89(3) 2.803(3) 164(2) 3_655 yes
N2B H2NF O4B 0.88(3) 2.31(3) 2.940(3) 128(2) 3_655 yes
N2A H2NC O5B 0.88(3) 2.05(3) 2.889(3) 161(2) 3_645 yes
N2A H2NC S1B 0.88(3) 3.03(3) 3.702(2) 136(2) 3_645 yes
N2B H2NF O5A 0.88(3) 2.11(3) 2.892(3) 148(2) 1_565 yes
C3B H3B O5A 0.95 2.46 3.244(3) 139.2 1_565 yes
C6A H6A F1A 0.95 2.58 3.260(3) 128.9 1_545 yes
C13B H13B O4A 0.95 2.52 3.355(3) 147.2 3_654 yes
C5B H5B O3A 0.95 2.50 3.409(3) 160.2 . yes
C13A H13A O3B 0.95 2.46 3.346(3) 156.1 . yes

_refine_diff_density_max         0.266
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.053



####################################################################### 
# 
# 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_KB1361_0m
_database_code_depnum_ccdc_archive 'CCDC 2386902'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-09-26 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            Flu.D-BSA(2:2)
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 F3 N2 O2 1+, C6 H5 O3 S 1-'
_chemical_formula_sum            'C13 H11 F3 N2 O5 S'
_chemical_formula_weight         364.30

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   27.3846(4)
_cell_length_b                   7.4463(8)
_cell_length_c                   14.8172(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3021.4(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9400
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      29.74

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_F_000             1488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.277
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5872
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            44903
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.735
_diffrn_reflns_theta_max         30.553
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_point_group_measured_fraction_full 0.925
_reflns_number_total             7806
_reflns_number_gt                6784
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.651
_reflns_Friedel_fraction_max     0.689
_reflns_Friedel_fraction_full    0.847

_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.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0358P)²+1.0512P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2368 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.007(18)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7806
_refine_ls_number_parameters     457
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.0807
_refine_ls_wR_factor_gt          0.0774
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
C1A C 0.57732(9) 1.5215(3) 0.52207(18) 0.0185(5) Uani 1 1 d . . . . .
C2A C 0.59886(9) 1.6728(3) 0.48393(18) 0.0187(5) Uani 1 1 d . . . . .
C3A C 0.64856(9) 1.6672(3) 0.46596(17) 0.0167(5) Uani 1 1 d . . . . .
H3A H 0.664319 1.767410 0.439017 0.020 Uiso 1 1 calc R U . . .
C4A C 0.67509(9) 1.5145(3) 0.48754(16) 0.0144(5) Uani 1 1 d . . . . .
C5A C 0.65343(9) 1.3650(3) 0.52594(17) 0.0176(5) Uani 1 1 d . . . . .
H5A H 0.672311 1.262140 0.540867 0.021 Uiso 1 1 calc R U . . .
C6A C 0.60368(10) 1.3686(3) 0.54212(18) 0.0196(5) Uani 1 1 d . . . . .
H6A H 0.587757 1.266448 0.566865 0.024 Uiso 1 1 calc R U . . .
C7A C 0.57124(9) 1.8393(4) 0.4574(2) 0.0249(6) Uani 1 1 d . . . . .
N1A N 0.52486(8) 1.5178(3) 0.54441(18) 0.0259(5) Uani 1 1 d . . . . .
N2A N 0.72757(8) 1.5144(3) 0.46999(16) 0.0147(4) Uani 1 1 d . . . . .
H2NA H 0.7379(11) 1.405(5) 0.454(2) 0.024(8) Uiso 1 1 d . . . . .
H2NB H 0.7438(13) 1.562(5) 0.520(3) 0.038(10) Uiso 1 1 d . . . . .
H2NC H 0.7351(11) 1.595(5) 0.429(2) 0.025(8) Uiso 1 1 d . . . . .
O1A O 0.50161(8) 1.3876(3) 0.51894(19) 0.0422(6) Uani 1 1 d . . . . .
O2A O 0.50870(7) 1.6437(3) 0.58874(17) 0.0353(5) Uani 1 1 d . . . . .
F1A F 0.52811(6) 1.8020(2) 0.42053(13) 0.0334(4) Uani 1 1 d . . . . .
F2A F 0.56249(6) 1.9481(2) 0.52826(13) 0.0341(4) Uani 1 1 d . . . . .
F3A F 0.59617(6) 1.9372(2) 0.39820(14) 0.0379(5) Uani 1 1 d . . . . .
C1B C 0.91527(9) 1.0143(3) 0.24927(18) 0.0177(5) Uani 1 1 d . . . . .
C2B C 0.88618(9) 1.1616(3) 0.27196(17) 0.0161(5) Uani 1 1 d . . . . .
C3B C 0.83619(9) 1.1449(3) 0.26090(16) 0.0143(5) Uani 1 1 d . . . . .
H3B H 0.815186 1.241837 0.276147 0.017 Uiso 1 1 calc R U . . .
C4B C 0.81690(9) 0.9861(3) 0.22746(16) 0.0132(5) Uani 1 1 d . . . . .
C5B C 0.84592(9) 0.8408(3) 0.20623(18) 0.0171(5) Uani 1 1 d . . . . .
H5B H 0.831845 0.732951 0.183945 0.020 Uiso 1 1 calc R U . . .
C6B C 0.89586(9) 0.8549(3) 0.21796(19) 0.0204(5) Uani 1 1 d . . . . .
H6B H 0.916583 0.756048 0.204636 0.024 Uiso 1 1 calc R U . . .
C7B C 0.90610(10) 1.3346(4) 0.3101(2) 0.0227(6) Uani 1 1 d . . . . .
N1B N 0.96892(9) 1.0226(3) 0.25297(19) 0.0294(6) Uani 1 1 d . . . . .
N2B N 0.76410(8) 0.9719(3) 0.21859(15) 0.0133(4) Uani 1 1 d . . . . .
O1B O 0.99028(8) 0.8980(3) 0.2889(2) 0.0457(6) Uani 1 1 d . . . . .
O2B O 0.98837(8) 1.1526(3) 0.21714(19) 0.0448(6) Uani 1 1 d . . . . .
H2ND H 0.7554(11) 0.890(4) 0.178(2) 0.022(8) Uiso 1 1 d . . . . .
H2NE H 0.7517(16) 0.930(6) 0.269(3) 0.054(12) Uiso 1 1 d . . . . .
H2NF H 0.7510(11) 1.084(4) 0.197(2) 0.017(7) Uiso 1 1 d . . . . .
F1B F 0.92367(7) 1.4438(2) 0.24616(13) 0.0392(5) Uani 1 1 d . . . . .
F2B F 0.94178(5) 1.3078(2) 0.36956(12) 0.0293(4) Uani 1 1 d . . . . .
F3B F 0.87128(6) 1.4265(2) 0.35320(14) 0.0357(4) Uani 1 1 d . . . . .
C8A C 0.66862(9) 1.4896(3) 0.22466(16) 0.0149(5) Uani 1 1 d . . . . .
C9A C 0.63874(10) 1.6262(4) 0.1943(2) 0.0289(6) Uani 1 1 d . . . . .
H9A H 0.651890 1.723369 0.160597 0.035 Uiso 1 1 calc R U . . .
C10A C 0.58917(11) 1.6193(5) 0.2137(3) 0.0395(8) Uani 1 1 d . . . . .
H10A H 0.568225 1.712218 0.192936 0.047 Uiso 1 1 calc R U . . .
C11A C 0.57005(10) 1.4782(4) 0.2632(2) 0.0281(6) Uani 1 1 d . . . . .
H11A H 0.536072 1.474264 0.275918 0.034 Uiso 1 1 calc R U . . .
C12A C 0.60034(10) 1.3430(4) 0.2940(2) 0.0228(6) Uani 1 1 d . . . . .
H12A H 0.587196 1.246642 0.328314 0.027 Uiso 1 1 calc R U . . .
C13A C 0.64980(9) 1.3479(3) 0.27501(18) 0.0195(5) Uani 1 1 d . . . . .
H13A H 0.670732 1.255329 0.296176 0.023 Uiso 1 1 calc R U . . .
O3A O 0.75797(7) 1.5277(2) 0.28285(12) 0.0175(4) Uani 1 1 d . . . . .
O4A O 0.74343(6) 1.3203(2) 0.15880(12) 0.0163(4) Uani 1 1 d . . . . .
O5A O 0.73856(6) 1.6397(2) 0.13354(12) 0.0153(4) Uani 1 1 d . . . . .
S1A S 0.73184(2) 1.49377(8) 0.19981(4) 0.01217(11) Uani 1 1 d . . . . .
C8B C 0.81881(9) 0.9784(3) 0.48365(17) 0.0153(5) Uani 1 1 d . . . . .
C9B C 0.84538(9) 0.8323(3) 0.45199(18) 0.0192(5) Uani 1 1 d . . . . .
H9B H 0.829986 0.742736 0.416312 0.023 Uiso 1 1 calc R U . . .
C10B C 0.89462(10) 0.8188(4) 0.4731(2) 0.0254(6) Uani 1 1 d . . . . .
H10B H 0.913073 0.719734 0.451346 0.031 Uiso 1 1 calc R U . . .
C11B C 0.91697(10) 0.9485(4) 0.5254(2) 0.0269(6) Uani 1 1 d . . . . .
H11B H 0.950670 0.938057 0.539718 0.032 Uiso 1 1 calc R U . . .
C12B C 0.89029(10) 1.0946(4) 0.5574(2) 0.0273(6) Uani 1 1 d . . . . .
H12B H 0.905779 1.183800 0.593138 0.033 Uiso 1 1 calc R U . . .
C13B C 0.84096(10) 1.1094(4) 0.53674(19) 0.0228(6) Uani 1 1 d . . . . .
H13B H 0.822483 1.208099 0.558718 0.027 Uiso 1 1 calc R U . . .
O3B O 0.75271(6) 1.1797(2) 0.41010(13) 0.0165(4) Uani 1 1 d . . . . .
O4B O 0.72744(6) 0.9919(2) 0.53592(12) 0.0163(4) Uani 1 1 d . . . . .
O5B O 0.74545(6) 0.8605(2) 0.39026(12) 0.0159(4) Uani 1 1 d . . . . .
S1B S 0.75647(2) 1.00491(8) 0.45467(4) 0.01277(12) 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
C1A C6A 1.381(4) . ?
C1A C2A 1.391(3) . ?
C1A N1A 1.475(3) . ?
C2A C3A 1.387(3) . ?
C2A C7A 1.505(4) . ?
C3A C4A 1.387(3) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.384(3) . ?
C4A N2A 1.461(3) . ?
C5A C6A 1.384(4) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A F3A 1.330(3) . ?
C7A F1A 1.331(3) . ?
C7A F2A 1.347(3) . ?
N1A O1A 1.220(3) . ?
N1A O2A 1.227(3) . ?
N2A H2NA 0.89(3) . ?
N2A H2NB 0.94(4) . ?
N2A H2NC 0.88(4) . ?
C1B C6B 1.381(4) . ?
C1B C2B 1.397(3) . ?
C1B N1B 1.472(3) . ?
C2B C3B 1.385(3) . ?
C2B C7B 1.508(3) . ?
C3B C4B 1.387(3) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.379(3) . ?
C4B N2B 1.456(3) . ?
C5B C6B 1.383(3) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B F2B 1.331(3) . ?
C7B F3B 1.337(3) . ?
C7B F1B 1.337(3) . ?
N1B O1B 1.219(3) . ?
N1B O2B 1.226(3) . ?
N2B H2ND 0.90(3) . ?
N2B H2NE 0.88(4) . ?
N2B H2NF 0.96(3) . ?
C8A C9A 1.381(3) . ?
C8A C13A 1.391(3) . ?
C8A S1A 1.770(2) . ?
C9A C10A 1.388(4) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.384(4) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.382(4) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.384(4) . ?
C12A H12A 0.9500 . ?
C13A H13A 0.9500 . ?
O3A S1A 1.4457(18) . ?
O4A S1A 1.4627(17) . ?
O5A S1A 1.4759(18) . ?
C8B C9B 1.390(3) . ?
C8B C13B 1.392(3) . ?
C8B S1B 1.771(3) . ?
C9B C10B 1.388(4) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.382(4) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.393(4) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.389(4) . ?
C12B H12B 0.9500 . ?
C13B H13B 0.9500 . ?
O3B S1B 1.4632(17) . ?
O4B S1B 1.4459(18) . ?
O5B S1B 1.4691(18) . ?

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
C6A C1A C2A 122.2(2) . . ?
C6A C1A N1A 116.5(2) . . ?
C2A C1A N1A 121.3(2) . . ?
C3A C2A C1A 118.0(2) . . ?
C3A C2A C7A 117.9(2) . . ?
C1A C2A C7A 124.1(2) . . ?
C4A C3A C2A 119.6(2) . . ?
C4A C3A H3A 120.2 . . ?
C2A C3A H3A 120.2 . . ?
C5A C4A C3A 122.0(2) . . ?
C5A C4A N2A 119.6(2) . . ?
C3A C4A N2A 118.4(2) . . ?
C6A C5A C4A 118.5(2) . . ?
C6A C5A H5A 120.7 . . ?
C4A C5A H5A 120.7 . . ?
C1A C6A C5A 119.6(2) . . ?
C1A C6A H6A 120.2 . . ?
C5A C6A H6A 120.2 . . ?
F3A C7A F1A 107.4(2) . . ?
F3A C7A F2A 106.0(2) . . ?
F1A C7A F2A 106.7(2) . . ?
F3A C7A C2A 111.5(2) . . ?
F1A C7A C2A 112.4(2) . . ?
F2A C7A C2A 112.4(2) . . ?
O1A N1A O2A 125.8(3) . . ?
O1A N1A C1A 117.0(2) . . ?
O2A N1A C1A 117.2(2) . . ?
C4A N2A H2NA 111(2) . . ?
C4A N2A H2NB 109(2) . . ?
H2NA N2A H2NB 114(3) . . ?
C4A N2A H2NC 110.6(19) . . ?
H2NA N2A H2NC 111(3) . . ?
H2NB N2A H2NC 101(3) . . ?
C6B C1B C2B 122.4(2) . . ?
C6B C1B N1B 115.6(2) . . ?
C2B C1B N1B 121.8(2) . . ?
C3B C2B C1B 117.7(2) . . ?
C3B C2B C7B 118.6(2) . . ?
C1B C2B C7B 123.7(2) . . ?
C2B C3B C4B 119.7(2) . . ?
C2B C3B H3B 120.1 . . ?
C4B C3B H3B 120.1 . . ?
C5B C4B C3B 122.1(2) . . ?
C5B C4B N2B 119.7(2) . . ?
C3B C4B N2B 118.2(2) . . ?
C4B C5B C6B 118.8(2) . . ?
C4B C5B H5B 120.6 . . ?
C6B C5B H5B 120.6 . . ?
C1B C6B C5B 119.2(2) . . ?
C1B C6B H6B 120.4 . . ?
C5B C6B H6B 120.4 . . ?
F2B C7B F3B 106.5(2) . . ?
F2B C7B F1B 107.2(2) . . ?
F3B C7B F1B 106.5(2) . . ?
F2B C7B C2B 112.7(2) . . ?
F3B C7B C2B 111.0(2) . . ?
F1B C7B C2B 112.6(2) . . ?
O1B N1B O2B 125.6(3) . . ?
O1B N1B C1B 117.6(2) . . ?
O2B N1B C1B 116.8(2) . . ?
C4B N2B H2ND 112(2) . . ?
C4B N2B H2NE 109(3) . . ?
H2ND N2B H2NE 103(3) . . ?
C4B N2B H2NF 109.7(17) . . ?
H2ND N2B H2NF 106(3) . . ?
H2NE N2B H2NF 116(3) . . ?
C9A C8A C13A 120.9(2) . . ?
C9A C8A S1A 119.9(2) . . ?
C13A C8A S1A 119.17(19) . . ?
C8A C9A C10A 119.0(3) . . ?
C8A C9A H9A 120.5 . . ?
C10A C9A H9A 120.5 . . ?
C11A C10A C9A 120.5(3) . . ?
C11A C10A H10A 119.7 . . ?
C9A C10A H10A 119.7 . . ?
C12A C11A C10A 120.1(3) . . ?
C12A C11A H11A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C11A C12A C13A 120.0(3) . . ?
C11A C12A H12A 120.0 . . ?
C13A C12A H12A 120.0 . . ?
C12A C13A C8A 119.5(2) . . ?
C12A C13A H13A 120.3 . . ?
C8A C13A H13A 120.3 . . ?
O3A S1A O4A 113.60(11) . . ?
O3A S1A O5A 112.08(10) . . ?
O4A S1A O5A 110.28(11) . . ?
O3A S1A C8A 108.08(11) . . ?
O4A S1A C8A 106.44(11) . . ?
O5A S1A C8A 105.87(10) . . ?
C9B C8B C13B 120.7(2) . . ?
C9B C8B S1B 120.64(19) . . ?
C13B C8B S1B 118.62(19) . . ?
C10B C9B C8B 119.3(2) . . ?
C10B C9B H9B 120.3 . . ?
C8B C9B H9B 120.3 . . ?
C11B C10B C9B 120.4(3) . . ?
C11B C10B H10B 119.8 . . ?
C9B C10B H10B 119.8 . . ?
C10B C11B C12B 120.3(3) . . ?
C10B C11B H11B 119.9 . . ?
C12B C11B H11B 119.9 . . ?
C13B C12B C11B 119.8(3) . . ?
C13B C12B H12B 120.1 . . ?
C11B C12B H12B 120.1 . . ?
C12B C13B C8B 119.5(2) . . ?
C12B C13B H13B 120.3 . . ?
C8B C13B H13B 120.3 . . ?
O4B S1B O3B 113.36(11) . . ?
O4B S1B O5B 112.27(10) . . ?
O3B S1B O5B 110.10(11) . . ?
O4B S1B C8B 108.70(11) . . ?
O3B S1B C8B 106.03(11) . . ?
O5B S1B C8B 105.90(11) . . ?

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
C6A C1A C2A C3A 0.0(4) . . . . ?
N1A C1A C2A C3A 179.1(2) . . . . ?
C6A C1A C2A C7A 177.4(3) . . . . ?
N1A C1A C2A C7A -3.5(4) . . . . ?
C1A C2A C3A C4A -1.0(4) . . . . ?
C7A C2A C3A C4A -178.6(2) . . . . ?
C2A C3A C4A C5A 0.7(4) . . . . ?
C2A C3A C4A N2A -178.4(2) . . . . ?
C3A C4A C5A C6A 0.7(4) . . . . ?
N2A C4A C5A C6A 179.8(2) . . . . ?
C2A C1A C6A C5A 1.4(4) . . . . ?
N1A C1A C6A C5A -177.7(2) . . . . ?
C4A C5A C6A C1A -1.8(4) . . . . ?
C3A C2A C7A F3A 17.3(4) . . . . ?
C1A C2A C7A F3A -160.0(3) . . . . ?
C3A C2A C7A F1A 138.0(3) . . . . ?
C1A C2A C7A F1A -39.4(4) . . . . ?
C3A C2A C7A F2A -101.5(3) . . . . ?
C1A C2A C7A F2A 81.1(3) . . . . ?
C6A C1A N1A O1A -49.4(4) . . . . ?
C2A C1A N1A O1A 131.4(3) . . . . ?
C6A C1A N1A O2A 128.9(3) . . . . ?
C2A C1A N1A O2A -50.3(4) . . . . ?
C6B C1B C2B C3B -0.9(4) . . . . ?
N1B C1B C2B C3B 175.9(2) . . . . ?
C6B C1B C2B C7B 177.3(3) . . . . ?
N1B C1B C2B C7B -5.9(4) . . . . ?
C1B C2B C3B C4B -0.6(4) . . . . ?
C7B C2B C3B C4B -178.9(2) . . . . ?
C2B C3B C4B C5B 1.4(4) . . . . ?
C2B C3B C4B N2B 178.7(2) . . . . ?
C3B C4B C5B C6B -0.6(4) . . . . ?
N2B C4B C5B C6B -177.9(2) . . . . ?
C2B C1B C6B C5B 1.7(4) . . . . ?
N1B C1B C6B C5B -175.4(2) . . . . ?
C4B C5B C6B C1B -0.9(4) . . . . ?
C3B C2B C7B F2B 138.5(2) . . . . ?
C1B C2B C7B F2B -39.7(4) . . . . ?
C3B C2B C7B F3B 19.1(3) . . . . ?
C1B C2B C7B F3B -159.0(2) . . . . ?
C3B C2B C7B F1B -100.1(3) . . . . ?
C1B C2B C7B F1B 81.7(3) . . . . ?
C6B C1B N1B O1B -49.1(4) . . . . ?
C2B C1B N1B O1B 133.9(3) . . . . ?
C6B C1B N1B O2B 128.9(3) . . . . ?
C2B C1B N1B O2B -48.1(4) . . . . ?
C13A C8A C9A C10A -0.8(4) . . . . ?
S1A C8A C9A C10A 179.3(3) . . . . ?
C8A C9A C10A C11A 0.3(5) . . . . ?
C9A C10A C11A C12A 0.3(5) . . . . ?
C10A C11A C12A C13A -0.4(5) . . . . ?
C11A C12A C13A C8A -0.1(4) . . . . ?
C9A C8A C13A C12A 0.7(4) . . . . ?
S1A C8A C13A C12A -179.5(2) . . . . ?
C9A C8A S1A O3A 110.4(2) . . . . ?
C13A C8A S1A O3A -69.4(2) . . . . ?
C9A C8A S1A O4A -127.2(2) . . . . ?
C13A C8A S1A O4A 53.0(2) . . . . ?
C9A C8A S1A O5A -9.9(3) . . . . ?
C13A C8A S1A O5A 170.33(19) . . . . ?
C13B C8B C9B C10B -0.7(4) . . . . ?
S1B C8B C9B C10B 177.6(2) . . . . ?
C8B C9B C10B C11B 0.4(4) . . . . ?
C9B C10B C11B C12B -0.2(4) . . . . ?
C10B C11B C12B C13B 0.3(5) . . . . ?
C11B C12B C13B C8B -0.5(4) . . . . ?
C9B C8B C13B C12B 0.7(4) . . . . ?
S1B C8B C13B C12B -177.6(2) . . . . ?
C9B C8B S1B O4B 115.7(2) . . . . ?
C13B C8B S1B O4B -66.0(2) . . . . ?
C9B C8B S1B O3B -122.1(2) . . . . ?
C13B C8B S1B O3B 56.2(2) . . . . ?
C9B C8B S1B O5B -5.2(2) . . . . ?
C13B C8B S1B O5B 173.1(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2A H2NC O3A 0.88(4) 2.30(3) 2.897(3) 124(3) . yes
N2A H2NA O3B 0.89(3) 1.85(3) 2.734(3) 173(3) . yes
N2B H2NE O5B 0.88(4) 1.88(4) 2.724(3) 161(4) . yes
N2B H2NF O4A 0.96(3) 1.86(3) 2.799(3) 164(3) . yes
N2B H2NE S1B 0.88(4) 2.81(4) 3.513(2) 138(3) . yes
N2A H2NA S1B 0.89(3) 3.03(3) 3.882(2) 161(3) . yes
N2A H2NC O5B 0.88(4) 2.07(4) 2.877(3) 150(3) 1_565 yes
C3A H3A O5B 0.95 2.44 3.220(3) 139.7 1_565 yes
N2A H2NB O5A 0.94(4) 1.84(4) 2.757(3) 166(3) 3_655 yes
N2A H2NB S1A 0.94(4) 2.79(4) 3.585(2) 143(3) 3_655 yes
C13B H13B O4A 0.95 2.48 3.328(3) 148.5 3_655 yes
N2B H2ND O5A 0.90(3) 2.03(3) 2.863(3) 155(3) 1_545 yes
C6A H6A F2A 0.95 2.53 3.334(3) 141.9 1_545 yes
C6B H6B F1B 0.95 2.41 3.182(3) 137.9 1_545 yes
C5A H5A O4B 0.95 2.52 3.442(3) 164.6 . yes
C3B H3B O3A 0.95 2.64 3.580(3) 168.2 . yes

_refine_diff_density_max         0.548
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.058



####################################################################### 
# 
# 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_KB1383_0m
_database_code_depnum_ccdc_archive 'CCDC 2386904'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-09-26 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            Flu.D-ESA(2:2)
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 F3 N2 O2 1+, C2 H5 O3 S 1-'
_chemical_formula_sum            'C9 H11 F3 N2 O5 S'
_chemical_formula_weight         316.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.9132(14)
_cell_length_b                   10.6737(11)
_cell_length_c                   18.342(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.616(5)
_cell_angle_gamma                90
_cell_volume                     2525.4(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6375
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      27.73

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.316
_shelx_estimated_absorpt_T_min   0.908
_shelx_estimated_absorpt_T_max   0.937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6310
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37253
_diffrn_reflns_av_unetI/netI     0.0673
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.208
_diffrn_reflns_theta_max         28.433
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6341
_reflns_number_gt                3851
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0584P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6341
_refine_ls_number_parameters     387
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0981
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1216
_refine_ls_wR_factor_gt          0.0980
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1A C 0.27606(17) 0.7175(2) 0.62496(12) 0.0158(5) Uani 1 1 d . . . . .
C2A C 0.29698(17) 0.5880(2) 0.62379(12) 0.0160(5) Uani 1 1 d . . . . .
C3A C 0.23687(17) 0.5112(2) 0.66561(12) 0.0160(5) Uani 1 1 d . . . . .
H3A H 0.249016 0.423385 0.666499 0.019 Uiso 1 1 calc R U . . .
C4A C 0.15918(17) 0.5615(2) 0.70612(12) 0.0161(5) Uani 1 1 d . . . . .
C5A C 0.13768(17) 0.6877(2) 0.70594(13) 0.0177(5) Uani 1 1 d . . . . .
H5A H 0.083040 0.720193 0.733315 0.021 Uiso 1 1 calc R U . . .
C6A C 0.19739(17) 0.7664(2) 0.66497(12) 0.0184(5) Uani 1 1 d . . . . .
H6A H 0.184295 0.854014 0.664363 0.022 Uiso 1 1 calc R U . . .
C7A C 0.38423(18) 0.5277(2) 0.58459(13) 0.0185(5) Uani 1 1 d . . . . .
N1A N 0.33483(14) 0.80856(18) 0.58337(11) 0.0189(4) Uani 1 1 d . . . . .
N2A N 0.10455(16) 0.47658(19) 0.75324(12) 0.0160(4) Uani 1 1 d . . . . .
H2NA H 0.084(2) 0.399(3) 0.7281(15) 0.039(8) Uiso 1 1 d . . . . .
H2NB H 0.1492(19) 0.446(2) 0.7903(14) 0.029(7) Uiso 1 1 d . . . . .
H2NC H 0.050(2) 0.513(2) 0.7747(14) 0.031(8) Uiso 1 1 d . . . . .
O1A O 0.36800(12) 0.77624(16) 0.52460(9) 0.0242(4) Uani 1 1 d . . . . .
O2A O 0.34500(12) 0.91515(14) 0.60899(9) 0.0228(4) Uani 1 1 d . . . . .
F1A F 0.47447(9) 0.58828(12) 0.59694(8) 0.0228(3) Uani 1 1 d . . . . .
F2A F 0.36699(10) 0.51987(13) 0.51242(7) 0.0261(3) Uani 1 1 d . . . . .
F3A F 0.40054(10) 0.40978(12) 0.60814(8) 0.0251(3) Uani 1 1 d . . . . .
C8A C 0.39814(18) 0.4297(2) 0.93665(13) 0.0203(5) Uani 1 1 d . . . . .
H8A H 0.471159 0.452173 0.949220 0.024 Uiso 1 1 calc R U . . .
H8B H 0.353972 0.499977 0.951814 0.024 Uiso 1 1 calc R U . . .
C9A C 0.3702(2) 0.3126(2) 0.97896(14) 0.0273(6) Uani 1 1 d . . . . .
H9A H 0.298520 0.288537 0.965832 0.041 Uiso 1 1 calc R U . . .
H9B H 0.377105 0.329890 1.031436 0.041 Uiso 1 1 calc R U . . .
H9C H 0.416959 0.244181 0.966842 0.041 Uiso 1 1 calc R U . . .
O3A O 0.41298(12) 0.52830(14) 0.80831(9) 0.0195(4) Uani 1 1 d . . . . .
O4A O 0.45067(11) 0.30692(14) 0.82147(8) 0.0175(4) Uani 1 1 d . . . . .
O5A O 0.27359(11) 0.37861(14) 0.82583(8) 0.0191(4) Uani 1 1 d . . . . .
S1A S 0.38229(4) 0.41016(5) 0.84134(3) 0.01503(14) Uani 1 1 d . . . . .
C1B C 0.23595(16) -0.1430(2) 0.87420(12) 0.0154(5) Uani 1 1 d . . . . .
C2B C 0.20805(16) -0.0155(2) 0.87329(13) 0.0154(5) Uani 1 1 d . . . . .
C3B C 0.26238(16) 0.0633(2) 0.82930(12) 0.0167(5) Uani 1 1 d . . . . .
H3B H 0.245241 0.149774 0.826784 0.020 Uiso 1 1 calc R U . . .
C4B C 0.34183(16) 0.0170(2) 0.78872(12) 0.0150(5) Uani 1 1 d . . . . .
C5B C 0.37043(17) -0.1072(2) 0.79120(12) 0.0166(5) Uani 1 1 d . . . . .
H5B H 0.426286 -0.136817 0.763972 0.020 Uiso 1 1 calc R U . . .
C6B C 0.31591(17) -0.1879(2) 0.83428(12) 0.0172(5) Uani 1 1 d . . . . .
H6B H 0.333550 -0.274238 0.836369 0.021 Uiso 1 1 calc R U . . .
C7B C 0.12040(18) 0.0403(2) 0.91435(14) 0.0208(5) Uani 1 1 d . . . . .
N1B N 0.18296(15) -0.23653(18) 0.91828(11) 0.0191(4) Uani 1 1 d . . . . .
N2B N 0.39339(17) 0.1042(2) 0.74094(12) 0.0172(4) Uani 1 1 d . . . . .
H2ND H 0.414(2) 0.175(3) 0.7662(16) 0.045(9) Uiso 1 1 d . . . . .
H2NE H 0.349(2) 0.126(2) 0.7068(15) 0.031(8) Uiso 1 1 d . . . . .
H2NF H 0.448(2) 0.070(3) 0.7207(16) 0.039(9) Uiso 1 1 d . . . . .
O1B O 0.14950(12) -0.20371(16) 0.97677(9) 0.0241(4) Uani 1 1 d . . . . .
O2B O 0.17724(13) -0.34370(15) 0.89408(10) 0.0251(4) Uani 1 1 d . . . . .
F1B F 0.03275(10) -0.02621(13) 0.90724(8) 0.0270(4) Uani 1 1 d . . . . .
F2B F 0.14402(10) 0.05308(13) 0.98617(8) 0.0267(3) Uani 1 1 d . . . . .
F3B F 0.09710(10) 0.15619(12) 0.88973(8) 0.0296(4) Uani 1 1 d . . . . .
C8B C 0.08115(18) 0.1547(2) 0.56086(12) 0.0190(5) Uani 1 1 d . . . . .
H8C H 0.005019 0.149505 0.552273 0.023 Uiso 1 1 calc R U . . .
H8D H 0.105004 0.232825 0.537902 0.023 Uiso 1 1 calc R U . . .
C9B C 0.13082(18) 0.0441(2) 0.52472(13) 0.0239(6) Uani 1 1 d . . . . .
H9D H 0.118712 0.050007 0.471694 0.036 Uiso 1 1 calc R U . . .
H9E H 0.100404 -0.033764 0.542313 0.036 Uiso 1 1 calc R U . . .
H9F H 0.205556 0.044284 0.536704 0.036 Uiso 1 1 calc R U . . .
O3B O 0.04592(12) 0.26342(14) 0.68318(9) 0.0193(4) Uani 1 1 d . . . . .
O4B O 0.08260(12) 0.04113(14) 0.68637(9) 0.0203(4) Uani 1 1 d . . . . .
O5B O 0.22022(11) 0.19012(14) 0.66473(9) 0.0198(4) Uani 1 1 d . . . . .
S1B S 0.11031(4) 0.16202(5) 0.65563(3) 0.01551(14) 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
C1A C6A 1.382(3) . ?
C1A C2A 1.409(3) . ?
C1A N1A 1.468(3) . ?
C2A C3A 1.385(3) . ?
C2A C7A 1.508(3) . ?
C3A C4A 1.384(3) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.375(3) . ?
C4A N2A 1.457(3) . ?
C5A C6A 1.385(3) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A F2A 1.335(3) . ?
C7A F1A 1.343(2) . ?
C7A F3A 1.344(3) . ?
N1A O1A 1.227(2) . ?
N1A O2A 1.236(2) . ?
N2A H2NA 0.98(3) . ?
N2A H2NB 0.93(3) . ?
N2A H2NC 0.91(3) . ?
C8A C9A 1.523(3) . ?
C8A S1A 1.763(2) . ?
C8A H8A 0.9900 . ?
C8A H8B 0.9900 . ?
C9A H9A 0.9800 . ?
C9A H9B 0.9800 . ?
C9A H9C 0.9800 . ?
O3A S1A 1.4615(15) . ?
O4A S1A 1.4684(16) . ?
O5A S1A 1.4588(15) . ?
C1B C6B 1.379(3) . ?
C1B C2B 1.408(3) . ?
C1B N1B 1.473(3) . ?
C2B C3B 1.379(3) . ?
C2B C7B 1.510(3) . ?
C3B C4B 1.386(3) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.376(3) . ?
C4B N2B 1.460(3) . ?
C5B C6B 1.383(3) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B F1B 1.337(3) . ?
C7B F2B 1.345(3) . ?
C7B F3B 1.346(3) . ?
N1B O1B 1.226(2) . ?
N1B O2B 1.228(2) . ?
N2B H2ND 0.92(3) . ?
N2B H2NE 0.86(3) . ?
N2B H2NF 0.89(3) . ?
C8B C9B 1.511(3) . ?
C8B S1B 1.763(2) . ?
C8B H8C 0.9900 . ?
C8B H8D 0.9900 . ?
C9B H9D 0.9800 . ?
C9B H9E 0.9800 . ?
C9B H9F 0.9800 . ?
O3B S1B 1.4686(16) . ?
O4B S1B 1.4592(15) . ?
O5B S1B 1.4527(15) . ?

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
C6A C1A C2A 121.6(2) . . ?
C6A C1A N1A 115.8(2) . . ?
C2A C1A N1A 122.5(2) . . ?
C3A C2A C1A 117.4(2) . . ?
C3A C2A C7A 117.5(2) . . ?
C1A C2A C7A 125.0(2) . . ?
C4A C3A C2A 120.4(2) . . ?
C4A C3A H3A 119.8 . . ?
C2A C3A H3A 119.8 . . ?
C5A C4A C3A 122.0(2) . . ?
C5A C4A N2A 120.5(2) . . ?
C3A C4A N2A 117.3(2) . . ?
C4A C5A C6A 118.6(2) . . ?
C4A C5A H5A 120.7 . . ?
C6A C5A H5A 120.7 . . ?
C1A C6A C5A 120.0(2) . . ?
C1A C6A H6A 120.0 . . ?
C5A C6A H6A 120.0 . . ?
F2A C7A F1A 107.55(18) . . ?
F2A C7A F3A 106.07(18) . . ?
F1A C7A F3A 105.94(18) . . ?
F2A C7A C2A 113.90(18) . . ?
F1A C7A C2A 112.06(18) . . ?
F3A C7A C2A 110.84(19) . . ?
O1A N1A O2A 123.9(2) . . ?
O1A N1A C1A 118.67(19) . . ?
O2A N1A C1A 117.4(2) . . ?
C4A N2A H2NA 112.1(16) . . ?
C4A N2A H2NB 110.6(16) . . ?
H2NA N2A H2NB 101(2) . . ?
C4A N2A H2NC 113.6(16) . . ?
H2NA N2A H2NC 111(2) . . ?
H2NB N2A H2NC 107(2) . . ?
C9A C8A S1A 112.89(17) . . ?
C9A C8A H8A 109.0 . . ?
S1A C8A H8A 109.0 . . ?
C9A C8A H8B 109.0 . . ?
S1A C8A H8B 109.0 . . ?
H8A C8A H8B 107.8 . . ?
C8A C9A H9A 109.5 . . ?
C8A C9A H9B 109.5 . . ?
H9A C9A H9B 109.5 . . ?
C8A C9A H9C 109.5 . . ?
H9A C9A H9C 109.5 . . ?
H9B C9A H9C 109.5 . . ?
O5A S1A O3A 113.28(9) . . ?
O5A S1A O4A 111.26(9) . . ?
O3A S1A O4A 111.53(9) . . ?
O5A S1A C8A 106.72(10) . . ?
O3A S1A C8A 106.72(10) . . ?
O4A S1A C8A 106.90(10) . . ?
C6B C1B C2B 121.8(2) . . ?
C6B C1B N1B 115.70(19) . . ?
C2B C1B N1B 122.5(2) . . ?
C3B C2B C1B 117.4(2) . . ?
C3B C2B C7B 117.7(2) . . ?
C1B C2B C7B 124.9(2) . . ?
C2B C3B C4B 120.4(2) . . ?
C2B C3B H3B 119.8 . . ?
C4B C3B H3B 119.8 . . ?
C5B C4B C3B 122.0(2) . . ?
C5B C4B N2B 120.3(2) . . ?
C3B C4B N2B 117.7(2) . . ?
C4B C5B C6B 118.4(2) . . ?
C4B C5B H5B 120.8 . . ?
C6B C5B H5B 120.8 . . ?
C1B C6B C5B 120.0(2) . . ?
C1B C6B H6B 120.0 . . ?
C5B C6B H6B 120.0 . . ?
F1B C7B F2B 107.60(19) . . ?
F1B C7B F3B 106.25(18) . . ?
F2B C7B F3B 105.80(19) . . ?
F1B C7B C2B 113.12(19) . . ?
F2B C7B C2B 112.76(19) . . ?
F3B C7B C2B 110.8(2) . . ?
O1B N1B O2B 124.4(2) . . ?
O1B N1B C1B 118.54(19) . . ?
O2B N1B C1B 117.1(2) . . ?
C4B N2B H2ND 110.7(18) . . ?
C4B N2B H2NE 107.9(17) . . ?
H2ND N2B H2NE 108(2) . . ?
C4B N2B H2NF 112.5(18) . . ?
H2ND N2B H2NF 109(2) . . ?
H2NE N2B H2NF 109(2) . . ?
C9B C8B S1B 113.04(16) . . ?
C9B C8B H8C 109.0 . . ?
S1B C8B H8C 109.0 . . ?
C9B C8B H8D 109.0 . . ?
S1B C8B H8D 109.0 . . ?
H8C C8B H8D 107.8 . . ?
C8B C9B H9D 109.5 . . ?
C8B C9B H9E 109.5 . . ?
H9D C9B H9E 109.5 . . ?
C8B C9B H9F 109.5 . . ?
H9D C9B H9F 109.5 . . ?
H9E C9B H9F 109.5 . . ?
O5B S1B O4B 113.19(9) . . ?
O5B S1B O3B 111.95(9) . . ?
O4B S1B O3B 111.47(10) . . ?
O5B S1B C8B 106.62(10) . . ?
O4B S1B C8B 107.24(10) . . ?
O3B S1B C8B 105.85(10) . . ?

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
C6A C1A C2A C3A -1.3(3) . . . . ?
N1A C1A C2A C3A 179.58(19) . . . . ?
C6A C1A C2A C7A -177.0(2) . . . . ?
N1A C1A C2A C7A 3.9(3) . . . . ?
C1A C2A C3A C4A 0.5(3) . . . . ?
C7A C2A C3A C4A 176.5(2) . . . . ?
C2A C3A C4A C5A 0.8(3) . . . . ?
C2A C3A C4A N2A -175.3(2) . . . . ?
C3A C4A C5A C6A -1.4(3) . . . . ?
N2A C4A C5A C6A 174.7(2) . . . . ?
C2A C1A C6A C5A 0.8(3) . . . . ?
N1A C1A C6A C5A 179.98(19) . . . . ?
C4A C5A C6A C1A 0.5(3) . . . . ?
C3A C2A C7A F2A 108.2(2) . . . . ?
C1A C2A C7A F2A -76.1(3) . . . . ?
C3A C2A C7A F1A -129.5(2) . . . . ?
C1A C2A C7A F1A 46.2(3) . . . . ?
C3A C2A C7A F3A -11.3(3) . . . . ?
C1A C2A C7A F3A 164.36(19) . . . . ?
C6A C1A N1A O1A -146.4(2) . . . . ?
C2A C1A N1A O1A 32.8(3) . . . . ?
C6A C1A N1A O2A 31.4(3) . . . . ?
C2A C1A N1A O2A -149.4(2) . . . . ?
C9A C8A S1A O5A 59.32(19) . . . . ?
C9A C8A S1A O3A -179.28(16) . . . . ?
C9A C8A S1A O4A -59.82(19) . . . . ?
C6B C1B C2B C3B 1.5(3) . . . . ?
N1B C1B C2B C3B -179.28(19) . . . . ?
C6B C1B C2B C7B 178.8(2) . . . . ?
N1B C1B C2B C7B -2.0(3) . . . . ?
C1B C2B C3B C4B -0.8(3) . . . . ?
C7B C2B C3B C4B -178.3(2) . . . . ?
C2B C3B C4B C5B -0.8(3) . . . . ?
C2B C3B C4B N2B 177.5(2) . . . . ?
C3B C4B C5B C6B 1.7(3) . . . . ?
N2B C4B C5B C6B -176.6(2) . . . . ?
C2B C1B C6B C5B -0.7(3) . . . . ?
N1B C1B C6B C5B -179.96(19) . . . . ?
C4B C5B C6B C1B -0.9(3) . . . . ?
C3B C2B C7B F1B 131.1(2) . . . . ?
C1B C2B C7B F1B -46.3(3) . . . . ?
C3B C2B C7B F2B -106.6(2) . . . . ?
C1B C2B C7B F2B 76.1(3) . . . . ?
C3B C2B C7B F3B 11.8(3) . . . . ?
C1B C2B C7B F3B -165.5(2) . . . . ?
C6B C1B N1B O1B 146.4(2) . . . . ?
C2B C1B N1B O1B -32.8(3) . . . . ?
C6B C1B N1B O2B -32.2(3) . . . . ?
C2B C1B N1B O2B 148.5(2) . . . . ?
C9B C8B S1B O5B 67.86(18) . . . . ?
C9B C8B S1B O4B -53.66(19) . . . . ?
C9B C8B S1B O3B -172.78(16) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2A H2NA O3B 0.98(3) 1.72(3) 2.704(3) 179(3) . yes
N2A H2NB O5A 0.93(3) 1.85(3) 2.714(3) 153(2) . yes
N2B H2NE O5B 0.86(3) 1.93(3) 2.741(3) 157(2) . yes
N2B H2ND O4A 0.92(3) 1.78(3) 2.704(3) 175(3) . yes
N2A H2NA S1B 0.98(3) 2.88(3) 3.807(2) 157(2) . yes
N2B H2ND S1A 0.92(3) 2.90(3) 3.756(2) 155(2) . yes
N2A H2NC O4B 0.91(3) 1.91(3) 2.790(3) 163(2) 2_556 yes
N2A H2NC S1B 0.91(3) 2.95(3) 3.851(2) 172(2) 2_556 yes
C5A H5A O3B 0.95 2.36 3.294(3) 167.9 2_556 yes
C8B H8C O1B 0.99 2.57 3.383(3) 138.9 2_556 yes
C8B H8C O2B 0.99 2.59 3.474(3) 148.2 2_556 yes
N2B H2NF O3A 0.89(3) 1.95(3) 2.816(3) 165(3) 2_646 yes
C9A H9C F1A 0.98 2.50 3.457(3) 165.2 2_646 yes
C5B H5B O4A 0.95 2.36 3.299(3) 169.8 2_646 yes
C6A H6A O4B 0.95 2.43 3.317(3) 154.5 1_565 yes
C6B H6B O3A 0.95 2.41 3.321(3) 160.7 1_545 yes
C9B H9F O2A 0.98 2.58 3.397(3) 140.3 1_545 yes
C8B H8D F2B 0.99 2.53 3.517(3) 172.0 4_565 yes
C3A H3A O5B 0.95 2.52 3.433(3) 162.0 . yes
C3B H3B O5A 0.95 2.47 3.370(3) 158.0 . yes

_refine_diff_density_max         0.523
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.080



####################################################################### 
# 
# 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_KB1378_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2386906'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-09-26 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            Flu.D-BSA(6:6)
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 F3 N2 O2 1+, C6 H5 O3 S 1-'
_chemical_formula_sum            'C13 H11 F3 N2 O5 S'
_chemical_formula_weight         364.30

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'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4616(17)
_cell_length_b                   21.345(4)
_cell_length_c                   27.575(6)
_cell_angle_alpha                94.444(5)
_cell_angle_beta                 93.278(6)
_cell_angle_gamma                94.635(6)
_cell_volume                     4355.3(15)
_cell_formula_units_Z            12
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9856
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      30.43

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.667
_exptl_crystal_F_000             2232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.230
_exptl_absorpt_coefficient_mu    0.288
_shelx_estimated_absorpt_T_min   0.919
_shelx_estimated_absorpt_T_max   0.937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6788
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            162486
_diffrn_reflns_av_unetI/netI     0.0685
_diffrn_reflns_av_R_equivalents  0.0689
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         1.164
_diffrn_reflns_theta_max         30.568
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             26455
_reflns_number_gt                16622
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0468P)²+1.6849P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         26455
_refine_ls_number_parameters     1369
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0960
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1167
_refine_ls_wR_factor_gt          0.0943
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
C1A C 0.6593(3) 1.06579(9) 0.87449(7) 0.0168(4) Uani 1 1 d . . . . .
C2A C 0.7256(3) 1.01195(9) 0.89257(7) 0.0165(4) Uani 1 1 d . . . . .
C3A C 0.7341(3) 0.95985(9) 0.85985(6) 0.0149(4) Uani 1 1 d . . . . .
H3A H 0.782146 0.923040 0.870551 0.018 Uiso 1 1 calc R U . . .
C4A C 0.6727(2) 0.96115(8) 0.81151(6) 0.0133(4) Uani 1 1 d . . . . .
C5A C 0.6102(3) 1.01453(9) 0.79380(7) 0.0158(4) Uani 1 1 d . . . . .
H5A H 0.571187 1.014870 0.760423 0.019 Uiso 1 1 calc R U . . .
C6A C 0.6056(3) 1.06788(9) 0.82588(7) 0.0172(4) Uani 1 1 d . . . . .
H6A H 0.565787 1.105573 0.814434 0.021 Uiso 1 1 calc R U . . .
C7A C 0.7920(3) 1.00676(10) 0.94488(7) 0.0222(4) Uani 1 1 d . . . . .
N1A N 0.6358(2) 1.12163(8) 0.90723(6) 0.0230(4) Uani 1 1 d . . . . .
N2A N 0.6733(2) 0.90338(8) 0.77947(6) 0.0141(3) Uani 1 1 d . . . . .
H2NA H 0.650(3) 0.9093(10) 0.7484(9) 0.027(6) Uiso 1 1 d . . . . .
H2NB H 0.584(3) 0.8743(11) 0.7873(8) 0.026(6) Uiso 1 1 d . . . . .
H2NC H 0.780(3) 0.8838(10) 0.7826(8) 0.021(6) Uiso 1 1 d . . . . .
O1A O 0.5854(2) 1.11332(7) 0.94799(5) 0.0282(4) Uani 1 1 d . . . . .
O2A O 0.6603(3) 1.17301(7) 0.89144(6) 0.0414(5) Uani 1 1 d . . . . .
F1A F 0.88799(16) 1.05908(5) 0.96429(4) 0.0250(3) Uani 1 1 d . . . . .
F2A F 0.65787(17) 0.99354(6) 0.97311(4) 0.0312(3) Uani 1 1 d . . . . .
F3A F 0.90093(17) 0.95985(6) 0.94798(4) 0.0271(3) Uani 1 1 d . . . . .
C8A C 0.1874(2) 0.96247(9) 0.82228(7) 0.0151(4) Uani 1 1 d . . . . .
C9A C 0.1196(3) 1.01255(9) 0.79963(7) 0.0183(4) Uani 1 1 d . . . . .
H9A H 0.081317 1.007713 0.765999 0.022 Uiso 1 1 calc R U . . .
C10A C 0.1087(3) 1.06979(10) 0.82681(8) 0.0247(5) Uani 1 1 d . . . . .
H10A H 0.063339 1.104297 0.811683 0.030 Uiso 1 1 calc R U . . .
C11A C 0.1640(3) 1.07633(10) 0.87599(8) 0.0266(5) Uani 1 1 d . . . . .
H11A H 0.156236 1.115384 0.894438 0.032 Uiso 1 1 calc R U . . .
C12A C 0.2303(3) 1.02631(10) 0.89834(8) 0.0249(5) Uani 1 1 d . . . . .
H12A H 0.267596 1.031113 0.932036 0.030 Uiso 1 1 calc R U . . .
C13A C 0.2424(3) 0.96900(10) 0.87148(7) 0.0193(4) Uani 1 1 d . . . . .
H13A H 0.287971 0.934616 0.886725 0.023 Uiso 1 1 calc R U . . .
O3A O 0.26656(18) 0.90852(6) 0.74044(4) 0.0184(3) Uani 1 1 d . . . . .
O4A O 0.02240(17) 0.85818(6) 0.78167(5) 0.0172(3) Uani 1 1 d . . . . .
O5A O 0.33227(18) 0.85579(6) 0.81335(5) 0.0182(3) Uani 1 1 d . . . . .
S1A S 0.20525(6) 0.89067(2) 0.78673(2) 0.01332(10) Uani 1 1 d . . . . .
C1B C 1.3465(2) 1.07570(8) 0.58714(7) 0.0138(4) Uani 1 1 d . . . . .
C2B C 1.3139(2) 1.07133(9) 0.63644(7) 0.0144(4) Uani 1 1 d . . . . .
C3B C 1.2843(2) 1.01140(9) 0.65189(7) 0.0139(4) Uani 1 1 d . . . . .
H3B H 1.260066 1.006351 0.684877 0.017 Uiso 1 1 calc R U . . .
C4B C 1.2900(2) 0.95854(8) 0.61938(6) 0.0119(4) Uani 1 1 d . . . . .
C5B C 1.3282(2) 0.96328(9) 0.57166(7) 0.0144(4) Uani 1 1 d . . . . .
H5B H 1.335149 0.926587 0.550273 0.017 Uiso 1 1 calc R U . . .
C6B C 1.3564(3) 1.02303(9) 0.55536(7) 0.0149(4) Uani 1 1 d . . . . .
H6B H 1.382344 1.027639 0.522434 0.018 Uiso 1 1 calc R U . . .
C7B C 1.3244(3) 1.12668(9) 0.67455(7) 0.0186(4) Uani 1 1 d . . . . .
N1B N 1.3666(2) 1.13675(7) 0.56563(6) 0.0173(3) Uani 1 1 d . . . . .
N2B N 1.2579(2) 0.89676(8) 0.63793(6) 0.0135(3) Uani 1 1 d . . . . .
H2ND H 1.266(3) 0.8648(11) 0.6148(9) 0.030(7) Uiso 1 1 d . . . . .
H2NE H 1.145(3) 0.8926(11) 0.6472(8) 0.028(6) Uiso 1 1 d . . . . .
H2NF H 1.336(3) 0.8925(11) 0.6617(9) 0.029(7) Uiso 1 1 d . . . . .
O1B O 1.2927(2) 1.18085(6) 0.58441(5) 0.0236(3) Uani 1 1 d . . . . .
O2B O 1.4527(2) 1.13918(6) 0.52896(5) 0.0245(3) Uani 1 1 d . . . . .
F1B F 1.34913(19) 1.10641(6) 0.71961(4) 0.0319(3) Uani 1 1 d . . . . .
F2B F 1.46525(16) 1.16805(5) 0.66998(4) 0.0251(3) Uani 1 1 d . . . . .
F3B F 1.17755(16) 1.15798(5) 0.67545(4) 0.0264(3) Uani 1 1 d . . . . .
C8B C 0.7903(2) 0.99260(8) 0.61912(6) 0.0127(4) Uani 1 1 d . . . . .
C9B C 0.8462(3) 0.98942(9) 0.57167(7) 0.0157(4) Uani 1 1 d . . . . .
H9B H 0.855684 0.949746 0.554292 0.019 Uiso 1 1 calc R U . . .
C10B C 0.8879(3) 1.04495(9) 0.55019(7) 0.0180(4) Uani 1 1 d . . . . .
H10B H 0.927614 1.043246 0.518031 0.022 Uiso 1 1 calc R U . . .
C11B C 0.8719(3) 1.10317(9) 0.57531(7) 0.0193(4) Uani 1 1 d . . . . .
H11B H 0.898573 1.140949 0.560068 0.023 Uiso 1 1 calc R U . . .
C12B C 0.8173(3) 1.10597(9) 0.62251(7) 0.0202(4) Uani 1 1 d . . . . .
H12B H 0.806999 1.145680 0.639741 0.024 Uiso 1 1 calc R U . . .
C13B C 0.7773(3) 1.05051(9) 0.64472(7) 0.0168(4) Uani 1 1 d . . . . .
H13B H 0.741317 1.052317 0.677256 0.020 Uiso 1 1 calc R U . . .
O3B O 0.90504(17) 0.89931(6) 0.66463(5) 0.0191(3) Uani 1 1 d . . . . .
O4B O 0.62197(17) 0.93828(6) 0.68605(4) 0.0154(3) Uani 1 1 d . . . . .
O5B O 0.63968(18) 0.87855(6) 0.60846(5) 0.0176(3) Uani 1 1 d . . . . .
S1B S 0.73583(6) 0.92118(2) 0.64624(2) 0.01242(9) Uani 1 1 d . . . . .
C1C C -0.1299(2) 0.59420(9) 0.74308(7) 0.0149(4) Uani 1 1 d . . . . .
C2C C -0.0860(2) 0.59944(9) 0.69471(7) 0.0145(4) Uani 1 1 d . . . . .
C3C C -0.0467(2) 0.65976(8) 0.68051(7) 0.0139(4) Uani 1 1 d . . . . .
H3C H -0.013291 0.665304 0.648294 0.017 Uiso 1 1 calc R U . . .
C4C C -0.0561(2) 0.71194(8) 0.71319(6) 0.0121(4) Uani 1 1 d . . . . .
C5C C -0.1017(2) 0.70645(9) 0.76040(6) 0.0141(4) Uani 1 1 d . . . . .
H5C H -0.109044 0.742803 0.782118 0.017 Uiso 1 1 calc R U . . .
C6C C -0.1365(3) 0.64639(9) 0.77544(7) 0.0153(4) Uani 1 1 d . . . . .
H6C H -0.165022 0.641223 0.808108 0.018 Uiso 1 1 calc R U . . .
C7C C -0.0784(3) 0.54472(9) 0.65675(7) 0.0197(4) Uani 1 1 d . . . . .
N1C N -0.1754(2) 0.53285(8) 0.76247(6) 0.0201(4) Uani 1 1 d . . . . .
N2C N -0.0179(2) 0.77414(8) 0.69573(6) 0.0125(3) Uani 1 1 d . . . . .
H2NG H 0.097(3) 0.7766(9) 0.6843(7) 0.017(5) Uiso 1 1 d . . . . .
H2NH H -0.022(3) 0.8040(10) 0.7196(8) 0.022(6) Uiso 1 1 d . . . . .
H2NI H -0.095(3) 0.7789(10) 0.6725(8) 0.021(6) Uiso 1 1 d . . . . .
O1C O -0.2488(2) 0.48967(7) 0.73510(6) 0.0279(3) Uani 1 1 d . . . . .
O2C O -0.1394(2) 0.52938(7) 0.80637(5) 0.0312(4) Uani 1 1 d . . . . .
F1C F 0.01154(19) 0.56352(6) 0.61867(4) 0.0333(3) Uani 1 1 d . . . . .
F2C F 0.00511(17) 0.49703(5) 0.67291(4) 0.0260(3) Uani 1 1 d . . . . .
F3C F -0.24317(17) 0.52218(6) 0.63825(4) 0.0297(3) Uani 1 1 d . . . . .
C8C C 0.4421(2) 0.67766(9) 0.71281(6) 0.0132(4) Uani 1 1 d . . . . .
C9C C 0.4432(3) 0.62045(9) 0.68519(7) 0.0165(4) Uani 1 1 d . . . . .
H9C H 0.474208 0.619584 0.652227 0.020 Uiso 1 1 calc R U . . .
C10C C 0.3986(3) 0.56435(9) 0.70606(7) 0.0195(4) Uani 1 1 d . . . . .
H10C H 0.399168 0.525072 0.687373 0.023 Uiso 1 1 calc R U . . .
C11C C 0.3532(3) 0.56601(9) 0.75428(7) 0.0202(4) Uani 1 1 d . . . . .
H11C H 0.324328 0.527771 0.768701 0.024 Uiso 1 1 calc R U . . .
C12C C 0.3500(3) 0.62331(9) 0.78139(7) 0.0193(4) Uani 1 1 d . . . . .
H12C H 0.317288 0.624133 0.814220 0.023 Uiso 1 1 calc R U . . .
C13C C 0.3943(3) 0.67975(9) 0.76087(7) 0.0160(4) Uani 1 1 d . . . . .
H13C H 0.391838 0.719038 0.779434 0.019 Uiso 1 1 calc R U . . .
O3C O 0.33227(18) 0.77166(6) 0.66764(5) 0.0189(3) Uani 1 1 d . . . . .
O4C O 0.61613(17) 0.73264(6) 0.64730(4) 0.0154(3) Uani 1 1 d . . . . .
O5C O 0.59513(18) 0.79154(6) 0.72501(5) 0.0177(3) Uani 1 1 d . . . . .
S1C S 0.50058(6) 0.74944(2) 0.68662(2) 0.01254(9) Uani 1 1 d . . . . .
C1D C 0.5943(3) 0.60552(9) 0.45814(7) 0.0151(4) Uani 1 1 d . . . . .
C2D C 0.5274(2) 0.65915(9) 0.44025(6) 0.0137(4) Uani 1 1 d . . . . .
C3D C 0.5154(2) 0.71078(8) 0.47314(6) 0.0129(4) Uani 1 1 d . . . . .
H3D H 0.464872 0.747232 0.462551 0.016 Uiso 1 1 calc R U . . .
C4D C 0.5765(2) 0.70960(8) 0.52131(6) 0.0122(4) Uani 1 1 d . . . . .
C5D C 0.6416(2) 0.65630(9) 0.53888(7) 0.0149(4) Uani 1 1 d . . . . .
H5D H 0.681455 0.656031 0.572206 0.018 Uiso 1 1 calc R U . . .
C6D C 0.6476(3) 0.60313(9) 0.50675(7) 0.0162(4) Uani 1 1 d . . . . .
H6D H 0.688014 0.565466 0.518098 0.019 Uiso 1 1 calc R U . . .
C7D C 0.4670(3) 0.66433(9) 0.38770(7) 0.0192(4) Uani 1 1 d . . . . .
N1D N 0.6162(2) 0.54897(8) 0.42565(6) 0.0199(4) Uani 1 1 d . . . . .
N2D N 0.5745(2) 0.76697(8) 0.55363(6) 0.0130(3) Uani 1 1 d . . . . .
H2NJ H 0.659(3) 0.7948(11) 0.5477(8) 0.029(6) Uiso 1 1 d . . . . .
H2NK H 0.596(3) 0.7591(10) 0.5860(8) 0.022(6) Uiso 1 1 d . . . . .
H2NL H 0.470(3) 0.7844(11) 0.5510(8) 0.028(6) Uiso 1 1 d . . . . .
O1D O 0.6824(2) 0.55611(7) 0.38676(5) 0.0276(3) Uani 1 1 d . . . . .
O2D O 0.5716(2) 0.49754(7) 0.44039(6) 0.0321(4) Uani 1 1 d . . . . .
F1D F 0.37492(16) 0.61130(5) 0.36742(4) 0.0238(3) Uani 1 1 d . . . . .
F2D F 0.60595(17) 0.67699(6) 0.36049(4) 0.0281(3) Uani 1 1 d . . . . .
F3D F 0.35914(16) 0.71104(5) 0.38345(4) 0.0234(3) Uani 1 1 d . . . . .
C8D C 0.0622(2) 0.70939(8) 0.51158(6) 0.0135(4) Uani 1 1 d . . . . .
C9D C 0.1329(3) 0.66000(9) 0.53463(7) 0.0180(4) Uani 1 1 d . . . . .
H9D H 0.170308 0.665276 0.568315 0.022 Uiso 1 1 calc R U . . .
C10D C 0.1478(3) 0.60314(10) 0.50781(8) 0.0239(5) Uani 1 1 d . . . . .
H10D H 0.195512 0.569222 0.523191 0.029 Uiso 1 1 calc R U . . .
C11D C 0.0935(3) 0.59569(10) 0.45876(8) 0.0264(5) Uani 1 1 d . . . . .
H11D H 0.103122 0.556551 0.440612 0.032 Uiso 1 1 calc R U . . .
C12D C 0.0250(3) 0.64526(10) 0.43593(8) 0.0241(5) Uani 1 1 d . . . . .
H12D H -0.010640 0.640024 0.402134 0.029 Uiso 1 1 calc R U . . .
C13D C 0.0083(3) 0.70236(9) 0.46225(7) 0.0171(4) Uani 1 1 d . . . . .
H13D H -0.039272 0.736202 0.446751 0.021 Uiso 1 1 calc R U . . .
O3D O 0.22711(17) 0.81316(6) 0.55206(5) 0.0164(3) Uani 1 1 d . . . . .
O4D O -0.08070(18) 0.81680(6) 0.51946(5) 0.0175(3) Uani 1 1 d . . . . .
O5D O -0.02084(18) 0.76430(6) 0.59289(5) 0.0183(3) Uani 1 1 d . . . . .
S1D S 0.04333(6) 0.78147(2) 0.54659(2) 0.01277(9) Uani 1 1 d . . . . .
C1E C 1.2984(3) 1.26302(9) 1.07870(7) 0.0152(4) Uani 1 1 d . . . . .
C2E C 1.2361(3) 1.26651(9) 1.03046(7) 0.0152(4) Uani 1 1 d . . . . .
C3E C 1.2404(3) 1.32593(9) 1.01278(7) 0.0151(4) Uani 1 1 d . . . . .
H3E H 1.197535 1.330249 0.980208 0.018 Uiso 1 1 calc R U . . .
C4E C 1.3073(2) 1.37868(8) 1.04264(7) 0.0132(4) Uani 1 1 d . . . . .
C5E C 1.3706(3) 1.37485(9) 1.09016(7) 0.0152(4) Uani 1 1 d . . . . .
H5E H 1.416971 1.411599 1.110008 0.018 Uiso 1 1 calc R U . . .
C6E C 1.3647(3) 1.31575(9) 1.10829(7) 0.0159(4) Uani 1 1 d . . . . .
H6E H 1.406262 1.311748 1.141025 0.019 Uiso 1 1 calc R U . . .
C7E C 1.1617(3) 1.21053(10) 0.99627(8) 0.0233(5) Uani 1 1 d . . . . .
N1E N 1.3058(2) 1.20246(8) 1.10073(6) 0.0191(4) Uani 1 1 d . . . . .
N2E N 1.2999(2) 1.44008(8) 1.02333(6) 0.0135(3) Uani 1 1 d . . . . .
H2NM H 1.326(3) 1.4380(11) 0.9923(10) 0.039(7) Uiso 1 1 d . . . . .
H2NN H 1.373(3) 1.4683(11) 1.0409(9) 0.032(7) Uiso 1 1 d . . . . .
H2NO H 1.186(3) 1.4522(10) 1.0262(8) 0.023(6) Uiso 1 1 d . . . . .
O1E O 1.3508(2) 1.15721(6) 1.07567(5) 0.0255(3) Uani 1 1 d . . . . .
O2E O 1.2711(2) 1.20165(7) 1.14374(5) 0.0284(4) Uani 1 1 d . . . . .
F1E F 1.05573(17) 1.16917(5) 1.01780(5) 0.0308(3) Uani 1 1 d . . . . .
F2E F 1.29177(17) 1.17945(6) 0.97659(4) 0.0309(3) Uani 1 1 d . . . . .
F3E F 1.06109(18) 1.22902(6) 0.95865(4) 0.0324(3) Uani 1 1 d . . . . .
S1E S 0.83286(6) 1.41389(2) 1.02056(2) 0.01314(10) Uani 1 1 d . . . . .
C8E C 0.8025(2) 1.34219(8) 1.04871(6) 0.0127(4) Uani 1 1 d . . . . .
C9E C 0.7253(3) 1.28857(9) 1.02102(7) 0.0169(4) Uani 1 1 d . . . . .
H9E H 0.687444 1.290844 0.987770 0.020 Uiso 1 1 calc R U . . .
C10E C 0.7038(3) 1.23168(9) 1.04211(7) 0.0200(4) Uani 1 1 d . . . . .
H10E H 0.651805 1.194870 1.023266 0.024 Uiso 1 1 calc R U . . .
C11E C 0.7586(3) 1.22870(9) 1.09086(7) 0.0211(4) Uani 1 1 d . . . . .
H11E H 0.743847 1.189816 1.105365 0.025 Uiso 1 1 calc R U . . .
C12E C 0.8349(3) 1.28244(10) 1.11835(7) 0.0205(4) Uani 1 1 d . . . . .
H12E H 0.871674 1.280208 1.151682 0.025 Uiso 1 1 calc R U . . .
C13E C 0.8580(3) 1.33959(9) 1.09745(7) 0.0169(4) Uani 1 1 d . . . . .
H13E H 0.910953 1.376320 1.116223 0.020 Uiso 1 1 calc R U . . .
O3E O 0.65871(18) 1.43817(6) 1.01420(5) 0.0186(3) Uani 1 1 d . . . . .
O4E O 0.91156(18) 1.39626(6) 0.97466(5) 0.0177(3) Uani 1 1 d . . . . .
O5E O 0.96016(17) 1.45560(6) 1.05300(5) 0.0162(3) Uani 1 1 d . . . . .
C1F C 0.9167(3) 1.27969(9) 0.78414(7) 0.0167(4) Uani 1 1 d . . . . .
C2F C 0.9848(2) 1.33769(9) 0.76942(6) 0.0138(4) Uani 1 1 d . . . . .
C3F C 0.9975(2) 1.38925(9) 0.80338(6) 0.0137(4) Uani 1 1 d . . . . .
H3F H 1.044712 1.429266 0.794753 0.016 Uiso 1 1 calc R U . . .
C4F C 0.9416(2) 1.38284(9) 0.85012(6) 0.0129(4) Uani 1 1 d . . . . .
C5F C 0.8814(3) 1.32503(9) 0.86472(7) 0.0175(4) Uani 1 1 d . . . . .
H5F H 0.847616 1.321076 0.897113 0.021 Uiso 1 1 calc R U . . .
C6F C 0.8708(3) 1.27269(9) 0.83131(7) 0.0191(4) Uani 1 1 d . . . . .
H6F H 0.832198 1.232206 0.840844 0.023 Uiso 1 1 calc R U . . .
C7F C 1.0468(3) 1.34735(9) 0.71923(7) 0.0178(4) Uani 1 1 d . . . . .
N1F N 0.8757(2) 1.22419(8) 0.74921(6) 0.0224(4) Uani 1 1 d . . . . .
N2F N 0.9466(2) 1.43925(8) 0.88382(6) 0.0136(3) Uani 1 1 d . . . . .
H2NP H 0.948(3) 1.4285(10) 0.9153(8) 0.025(6) Uiso 1 1 d . . . . .
H2NQ H 1.043(3) 1.4665(10) 0.8801(8) 0.024(6) Uiso 1 1 d . . . . .
H2NR H 0.844(4) 1.4600(12) 0.8799(9) 0.042(8) Uiso 1 1 d . . . . .
O1F O 0.8124(2) 1.23277(7) 0.70867(5) 0.0261(3) Uani 1 1 d . . . . .
O2F O 0.8974(3) 1.17229(7) 0.76334(6) 0.0427(5) Uani 1 1 d . . . . .
F1F F 1.12707(16) 1.29842(6) 0.70013(4) 0.0241(3) Uani 1 1 d . . . . .
F2F F 0.91106(16) 1.35811(6) 0.68803(4) 0.0245(3) Uani 1 1 d . . . . .
F3F F 1.16696(15) 1.39809(5) 0.72061(4) 0.0220(3) Uani 1 1 d . . . . .
C8F C 1.4299(2) 1.37379(9) 0.84260(7) 0.0151(4) Uani 1 1 d . . . . .
C9F C 1.3731(3) 1.31415(9) 0.85518(8) 0.0226(4) Uani 1 1 d . . . . .
H9F H 1.327293 1.308811 0.886173 0.027 Uiso 1 1 calc R U . . .
C10F C 1.3837(3) 1.26227(11) 0.82223(9) 0.0330(6) Uani 1 1 d . . . . .
H10F H 1.344922 1.221236 0.830619 0.040 Uiso 1 1 calc R U . . .
C11F C 1.4505(3) 1.27026(12) 0.77732(9) 0.0363(6) Uani 1 1 d . . . . .
H11F H 1.455736 1.234695 0.754652 0.044 Uiso 1 1 calc R U . . .
C12F C 1.5100(3) 1.32975(12) 0.76501(8) 0.0311(5) Uani 1 1 d . . . . .
H12F H 1.557869 1.334713 0.734216 0.037 Uiso 1 1 calc R U . . .
C13F C 1.4998(3) 1.38227(10) 0.79760(7) 0.0207(4) Uani 1 1 d . . . . .
H13F H 1.539833 1.423218 0.789288 0.025 Uiso 1 1 calc R U . . .
O3F O 1.31926(18) 1.41702(6) 0.92419(4) 0.0175(3) Uani 1 1 d . . . . .
O4F O 1.59060(17) 1.47029(6) 0.89590(5) 0.0170(3) Uani 1 1 d . . . . .
O5F O 1.29869(17) 1.48249(6) 0.85653(5) 0.0164(3) Uani 1 1 d . . . . .
S1F S 1.40815(6) 1.44123(2) 0.88297(2) 0.01269(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1A C6A 1.382(3) . ?
C1A C2A 1.402(3) . ?
C1A N1A 1.467(2) . ?
C2A C3A 1.385(3) . ?
C2A C7A 1.513(3) . ?
C3A C4A 1.388(3) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.378(3) . ?
C4A N2A 1.461(2) . ?
C5A C6A 1.391(3) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A F2A 1.329(2) . ?
C7A F1A 1.334(2) . ?
C7A F3A 1.344(2) . ?
N1A O2A 1.215(2) . ?
N1A O1A 1.227(2) . ?
N2A H2NA 0.89(2) . ?
N2A H2NB 0.92(2) . ?
N2A H2NC 0.93(2) . ?
C8A C13A 1.388(3) . ?
C8A C9A 1.394(3) . ?
C8A S1A 1.773(2) . ?
C9A C10A 1.394(3) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.388(3) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.385(3) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.392(3) . ?
C12A H12A 0.9500 . ?
C13A H13A 0.9500 . ?
O3A S1A 1.4482(13) . ?
O4A S1A 1.4739(14) . ?
O5A S1A 1.4527(14) . ?
C1B C6B 1.380(3) . ?
C1B C2B 1.403(3) . ?
C1B N1B 1.474(2) . ?
C2B C3B 1.384(3) . ?
C2B C7B 1.513(3) . ?
C3B C4B 1.391(3) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.372(2) . ?
C4B N2B 1.458(2) . ?
C5B C6B 1.389(2) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B F3B 1.329(2) . ?
C7B F2B 1.335(2) . ?
C7B F1B 1.355(2) . ?
N1B O1B 1.224(2) . ?
N1B O2B 1.231(2) . ?
N2B H2ND 0.91(2) . ?
N2B H2NE 0.90(3) . ?
N2B H2NF 0.87(2) . ?
C8B C13B 1.388(3) . ?
C8B C9B 1.394(2) . ?
C8B S1B 1.7776(18) . ?
C9B C10B 1.386(3) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.392(3) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.384(3) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.393(3) . ?
C12B H12B 0.9500 . ?
C13B H13B 0.9500 . ?
O3B S1B 1.4587(14) . ?
O4B S1B 1.4679(13) . ?
O5B S1B 1.4458(13) . ?
C1C C6C 1.378(3) . ?
C1C C2C 1.402(3) . ?
C1C N1C 1.474(2) . ?
C2C C3C 1.388(2) . ?
C2C C7C 1.514(3) . ?
C3C C4C 1.386(3) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.375(2) . ?
C4C N2C 1.459(2) . ?
C5C C6C 1.387(2) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
C7C F2C 1.328(2) . ?
C7C F3C 1.341(2) . ?
C7C F1C 1.348(2) . ?
N1C O1C 1.218(2) . ?
N1C O2C 1.234(2) . ?
N2C H2NG 0.93(2) . ?
N2C H2NH 0.88(2) . ?
N2C H2NI 0.86(2) . ?
C8C C9C 1.389(3) . ?
C8C C13C 1.390(2) . ?
C8C S1C 1.7775(18) . ?
C9C C10C 1.393(3) . ?
C9C H9C 0.9500 . ?
C10C C11C 1.389(3) . ?
C10C H10C 0.9500 . ?
C11C C12C 1.386(3) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.394(3) . ?
C12C H12C 0.9500 . ?
C13C H13C 0.9500 . ?
O3C S1C 1.4614(14) . ?
O4C S1C 1.4644(13) . ?
O5C S1C 1.4457(14) . ?
C1D C6D 1.382(3) . ?
C1D C2D 1.398(3) . ?
C1D N1D 1.472(2) . ?
C2D C3D 1.384(3) . ?
C2D C7D 1.508(3) . ?
C3D C4D 1.382(2) . ?
C3D H3D 0.9500 . ?
C4D C5D 1.383(3) . ?
C4D N2D 1.459(2) . ?
C5D C6D 1.390(3) . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?
C7D F2D 1.337(2) . ?
C7D F3D 1.339(2) . ?
C7D F1D 1.341(2) . ?
N1D O1D 1.221(2) . ?
N1D O2D 1.228(2) . ?
N2D H2NJ 0.86(3) . ?
N2D H2NK 0.93(2) . ?
N2D H2NL 0.89(3) . ?
C8D C13D 1.389(3) . ?
C8D C9D 1.396(3) . ?
C8D S1D 1.7720(19) . ?
C9D C10D 1.387(3) . ?
C9D H9D 0.9500 . ?
C10D C11D 1.383(3) . ?
C10D H10D 0.9500 . ?
C11D C12D 1.390(3) . ?
C11D H11D 0.9500 . ?
C12D C13D 1.388(3) . ?
C12D H12D 0.9500 . ?
C13D H13D 0.9500 . ?
O3D S1D 1.4736(14) . ?
O4D S1D 1.4512(14) . ?
O5D S1D 1.4517(13) . ?
C1E C6E 1.378(3) . ?
C1E C2E 1.393(3) . ?
C1E N1E 1.474(2) . ?
C2E C3E 1.392(3) . ?
C2E C7E 1.511(3) . ?
C3E C4E 1.383(3) . ?
C3E H3E 0.9500 . ?
C4E C5E 1.378(3) . ?
C4E N2E 1.456(2) . ?
C5E C6E 1.391(3) . ?
C5E H5E 0.9500 . ?
C6E H6E 0.9500 . ?
C7E F1E 1.334(2) . ?
C7E F2E 1.336(2) . ?
C7E F3E 1.348(2) . ?
N1E O1E 1.224(2) . ?
N1E O2E 1.229(2) . ?
N2E H2NM 0.89(3) . ?
N2E H2NN 0.88(3) . ?
N2E H2NO 0.92(2) . ?
S1E O3E 1.4438(14) . ?
S1E O4E 1.4613(14) . ?
S1E O5E 1.4620(14) . ?
S1E C8E 1.7731(18) . ?
C8E C9E 1.390(3) . ?
C8E C13E 1.390(3) . ?
C9E C10E 1.388(3) . ?
C9E H9E 0.9500 . ?
C10E C11E 1.390(3) . ?
C10E H10E 0.9500 . ?
C11E C12E 1.387(3) . ?
C11E H11E 0.9500 . ?
C12E C13E 1.391(3) . ?
C12E H12E 0.9500 . ?
C13E H13E 0.9500 . ?
C1F C6F 1.380(3) . ?
C1F C2F 1.398(3) . ?
C1F N1F 1.468(2) . ?
C2F C3F 1.382(3) . ?
C2F C7F 1.508(3) . ?
C3F C4F 1.390(2) . ?
C3F H3F 0.9500 . ?
C4F C5F 1.377(3) . ?
C4F N2F 1.459(2) . ?
C5F C6F 1.386(3) . ?
C5F H5F 0.9500 . ?
C6F H6F 0.9500 . ?
C7F F1F 1.334(2) . ?
C7F F2F 1.337(2) . ?
C7F F3F 1.346(2) . ?
N1F O1F 1.221(2) . ?
N1F O2F 1.222(2) . ?
N2F H2NP 0.92(2) . ?
N2F H2NQ 0.90(2) . ?
N2F H2NR 0.92(3) . ?
C8F C9F 1.385(3) . ?
C8F C13F 1.392(3) . ?
C8F S1F 1.7742(19) . ?
C9F C10F 1.387(3) . ?
C9F H9F 0.9500 . ?
C10F C11F 1.379(4) . ?
C10F H10F 0.9500 . ?
C11F C12F 1.385(4) . ?
C11F H11F 0.9500 . ?
C12F C13F 1.391(3) . ?
C12F H12F 0.9500 . ?
C13F H13F 0.9500 . ?
O3F S1F 1.4562(13) . ?
O4F S1F 1.4625(14) . ?
O5F S1F 1.4567(14) . ?

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
C6A C1A C2A 122.04(18) . . ?
C6A C1A N1A 116.98(18) . . ?
C2A C1A N1A 120.91(17) . . ?
C3A C2A C1A 117.49(17) . . ?
C3A C2A C7A 117.41(18) . . ?
C1A C2A C7A 125.09(18) . . ?
C2A C3A C4A 120.32(18) . . ?
C2A C3A H3A 119.8 . . ?
C4A C3A H3A 119.8 . . ?
C5A C4A C3A 121.87(17) . . ?
C5A C4A N2A 120.26(16) . . ?
C3A C4A N2A 117.87(17) . . ?
C4A C5A C6A 118.51(17) . . ?
C4A C5A H5A 120.7 . . ?
C6A C5A H5A 120.7 . . ?
C1A C6A C5A 119.68(18) . . ?
C1A C6A H6A 120.2 . . ?
C5A C6A H6A 120.2 . . ?
F2A C7A F1A 108.59(16) . . ?
F2A C7A F3A 106.13(16) . . ?
F1A C7A F3A 106.20(17) . . ?
F2A C7A C2A 112.17(17) . . ?
F1A C7A C2A 112.42(16) . . ?
F3A C7A C2A 110.96(17) . . ?
O2A N1A O1A 124.26(18) . . ?
O2A N1A C1A 117.75(17) . . ?
O1A N1A C1A 117.91(17) . . ?
C4A N2A H2NA 112.7(14) . . ?
C4A N2A H2NB 109.6(14) . . ?
H2NA N2A H2NB 106(2) . . ?
C4A N2A H2NC 113.5(13) . . ?
H2NA N2A H2NC 109(2) . . ?
H2NB N2A H2NC 105.5(19) . . ?
C13A C8A C9A 120.68(18) . . ?
C13A C8A S1A 120.68(15) . . ?
C9A C8A S1A 118.63(14) . . ?
C10A C9A C8A 119.35(19) . . ?
C10A C9A H9A 120.3 . . ?
C8A C9A H9A 120.3 . . ?
C11A C10A C9A 119.9(2) . . ?
C11A C10A H10A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C12A C11A C10A 120.4(2) . . ?
C12A C11A H11A 119.8 . . ?
C10A C11A H11A 119.8 . . ?
C11A C12A C13A 120.1(2) . . ?
C11A C12A H12A 120.0 . . ?
C13A C12A H12A 120.0 . . ?
C8A C13A C12A 119.5(2) . . ?
C8A C13A H13A 120.2 . . ?
C12A C13A H13A 120.2 . . ?
O3A S1A O5A 113.35(8) . . ?
O3A S1A O4A 112.11(8) . . ?
O5A S1A O4A 112.28(8) . . ?
O3A S1A C8A 105.66(8) . . ?
O5A S1A C8A 106.95(9) . . ?
O4A S1A C8A 105.82(8) . . ?
C6B C1B C2B 122.19(16) . . ?
C6B C1B N1B 115.68(16) . . ?
C2B C1B N1B 122.11(16) . . ?
C3B C2B C1B 117.14(17) . . ?
C3B C2B C7B 117.75(16) . . ?
C1B C2B C7B 124.90(16) . . ?
C2B C3B C4B 120.34(17) . . ?
C2B C3B H3B 119.8 . . ?
C4B C3B H3B 119.8 . . ?
C5B C4B C3B 122.07(17) . . ?
C5B C4B N2B 120.25(16) . . ?
C3B C4B N2B 117.66(16) . . ?
C4B C5B C6B 118.40(17) . . ?
C4B C5B H5B 120.8 . . ?
C6B C5B H5B 120.8 . . ?
C1B C6B C5B 119.80(17) . . ?
C1B C6B H6B 120.1 . . ?
C5B C6B H6B 120.1 . . ?
F3B C7B F2B 107.99(15) . . ?
F3B C7B F1B 105.95(16) . . ?
F2B C7B F1B 105.50(16) . . ?
F3B C7B C2B 114.66(16) . . ?
F2B C7B C2B 112.22(16) . . ?
F1B C7B C2B 109.94(15) . . ?
O1B N1B O2B 124.56(16) . . ?
O1B N1B C1B 118.16(16) . . ?
O2B N1B C1B 117.25(16) . . ?
C4B N2B H2ND 112.4(14) . . ?
C4B N2B H2NE 108.6(14) . . ?
H2ND N2B H2NE 106(2) . . ?
C4B N2B H2NF 110.2(15) . . ?
H2ND N2B H2NF 108(2) . . ?
H2NE N2B H2NF 112(2) . . ?
C13B C8B C9B 120.59(17) . . ?
C13B C8B S1B 120.59(14) . . ?
C9B C8B S1B 118.82(14) . . ?
C10B C9B C8B 119.11(18) . . ?
C10B C9B H9B 120.4 . . ?
C8B C9B H9B 120.4 . . ?
C9B C10B C11B 120.61(18) . . ?
C9B C10B H10B 119.7 . . ?
C11B C10B H10B 119.7 . . ?
C12B C11B C10B 119.95(18) . . ?
C12B C11B H11B 120.0 . . ?
C10B C11B H11B 120.0 . . ?
C11B C12B C13B 119.97(19) . . ?
C11B C12B H12B 120.0 . . ?
C13B C12B H12B 120.0 . . ?
C8B C13B C12B 119.75(18) . . ?
C8B C13B H13B 120.1 . . ?
C12B C13B H13B 120.1 . . ?
O5B S1B O3B 113.75(8) . . ?
O5B S1B O4B 112.33(8) . . ?
O3B S1B O4B 111.51(8) . . ?
O5B S1B C8B 106.21(8) . . ?
O3B S1B C8B 107.10(8) . . ?
O4B S1B C8B 105.28(8) . . ?
C6C C1C C2C 121.99(17) . . ?
C6C C1C N1C 115.55(16) . . ?
C2C C1C N1C 122.45(17) . . ?
C3C C2C C1C 117.26(17) . . ?
C3C C2C C7C 117.42(16) . . ?
C1C C2C C7C 125.31(16) . . ?
C4C C3C C2C 120.23(17) . . ?
C4C C3C H3C 119.9 . . ?
C2C C3C H3C 119.9 . . ?
C5C C4C C3C 122.16(17) . . ?
C5C C4C N2C 120.18(16) . . ?
C3C C4C N2C 117.66(16) . . ?
C4C C5C C6C 118.20(17) . . ?
C4C C5C H5C 120.9 . . ?
C6C C5C H5C 120.9 . . ?
C1C C6C C5C 120.13(17) . . ?
C1C C6C H6C 119.9 . . ?
C5C C6C H6C 119.9 . . ?
F2C C7C F3C 108.14(15) . . ?
F2C C7C F1C 106.22(16) . . ?
F3C C7C F1C 105.85(16) . . ?
F2C C7C C2C 113.94(16) . . ?
F3C C7C C2C 111.82(17) . . ?
F1C C7C C2C 110.41(15) . . ?
O1C N1C O2C 124.19(16) . . ?
O1C N1C C1C 118.98(16) . . ?
O2C N1C C1C 116.81(16) . . ?
C4C N2C H2NG 108.8(13) . . ?
C4C N2C H2NH 110.6(14) . . ?
H2NG N2C H2NH 108.6(19) . . ?
C4C N2C H2NI 108.7(15) . . ?
H2NG N2C H2NI 109.6(19) . . ?
H2NH N2C H2NI 110(2) . . ?
C9C C8C C13C 120.84(17) . . ?
C9C C8C S1C 119.99(14) . . ?
C13C C8C S1C 119.16(14) . . ?
C8C C9C C10C 119.69(18) . . ?
C8C C9C H9C 120.2 . . ?
C10C C9C H9C 120.2 . . ?
C11C C10C C9C 119.81(18) . . ?
C11C C10C H10C 120.1 . . ?
C9C C10C H10C 120.1 . . ?
C12C C11C C10C 120.17(18) . . ?
C12C C11C H11C 119.9 . . ?
C10C C11C H11C 119.9 . . ?
C11C C12C C13C 120.51(18) . . ?
C11C C12C H12C 119.7 . . ?
C13C C12C H12C 119.7 . . ?
C8C C13C C12C 118.97(18) . . ?
C8C C13C H13C 120.5 . . ?
C12C C13C H13C 120.5 . . ?
O5C S1C O3C 113.88(8) . . ?
O5C S1C O4C 112.42(8) . . ?
O3C S1C O4C 111.41(8) . . ?
O5C S1C C8C 106.47(8) . . ?
O3C S1C C8C 106.67(8) . . ?
O4C S1C C8C 105.31(8) . . ?
C6D C1D C2D 122.15(17) . . ?
C6D C1D N1D 116.42(17) . . ?
C2D C1D N1D 121.40(16) . . ?
C3D C2D C1D 117.61(16) . . ?
C3D C2D C7D 117.98(17) . . ?
C1D C2D C7D 124.41(17) . . ?
C4D C3D C2D 120.35(17) . . ?
C4D C3D H3D 119.8 . . ?
C2D C3D H3D 119.8 . . ?
C3D C4D C5D 121.72(17) . . ?
C3D C4D N2D 118.25(16) . . ?
C5D C4D N2D 120.01(16) . . ?
C4D C5D C6D 118.59(17) . . ?
C4D C5D H5D 120.7 . . ?
C6D C5D H5D 120.7 . . ?
C1D C6D C5D 119.45(18) . . ?
C1D C6D H6D 120.3 . . ?
C5D C6D H6D 120.3 . . ?
F2D C7D F3D 106.55(15) . . ?
F2D C7D F1D 107.50(16) . . ?
F3D C7D F1D 107.05(16) . . ?
F2D C7D C2D 111.95(16) . . ?
F3D C7D C2D 111.20(16) . . ?
F1D C7D C2D 112.28(15) . . ?
O1D N1D O2D 124.44(17) . . ?
O1D N1D C1D 118.20(16) . . ?
O2D N1D C1D 117.31(16) . . ?
C4D N2D H2NJ 111.1(16) . . ?
C4D N2D H2NK 111.3(13) . . ?
H2NJ N2D H2NK 106(2) . . ?
C4D N2D H2NL 112.6(15) . . ?
H2NJ N2D H2NL 108(2) . . ?
H2NK N2D H2NL 108(2) . . ?
C13D C8D C9D 120.85(18) . . ?
C13D C8D S1D 120.64(15) . . ?
C9D C8D S1D 118.51(14) . . ?
C10D C9D C8D 119.27(19) . . ?
C10D C9D H9D 120.4 . . ?
C8D C9D H9D 120.4 . . ?
C11D C10D C9D 120.2(2) . . ?
C11D C10D H10D 119.9 . . ?
C9D C10D H10D 119.9 . . ?
C10D C11D C12D 120.23(19) . . ?
C10D C11D H11D 119.9 . . ?
C12D C11D H11D 119.9 . . ?
C13D C12D C11D 120.34(19) . . ?
C13D C12D H12D 119.8 . . ?
C11D C12D H12D 119.8 . . ?
C12D C13D C8D 119.12(19) . . ?
C12D C13D H13D 120.4 . . ?
C8D C13D H13D 120.4 . . ?
O4D S1D O5D 113.37(8) . . ?
O4D S1D O3D 112.19(8) . . ?
O5D S1D O3D 112.07(8) . . ?
O4D S1D C8D 107.41(9) . . ?
O5D S1D C8D 105.87(8) . . ?
O3D S1D C8D 105.27(8) . . ?
C6E C1E C2E 122.15(17) . . ?
C6E C1E N1E 115.57(16) . . ?
C2E C1E N1E 122.22(17) . . ?
C3E C2E C1E 117.58(17) . . ?
C3E C2E C7E 117.78(17) . . ?
C1E C2E C7E 124.63(17) . . ?
C4E C3E C2E 120.00(17) . . ?
C4E C3E H3E 120.0 . . ?
C2E C3E H3E 120.0 . . ?
C5E C4E C3E 122.15(17) . . ?
C5E C4E N2E 119.86(17) . . ?
C3E C4E N2E 117.90(16) . . ?
C4E C5E C6E 118.22(17) . . ?
C4E C5E H5E 120.9 . . ?
C6E C5E H5E 120.9 . . ?
C1E C6E C5E 119.89(17) . . ?
C1E C6E H6E 120.1 . . ?
C5E C6E H6E 120.1 . . ?
F1E C7E F2E 107.68(17) . . ?
F1E C7E F3E 106.45(17) . . ?
F2E C7E F3E 106.15(17) . . ?
F1E C7E C2E 112.91(17) . . ?
F2E C7E C2E 112.32(17) . . ?
F3E C7E C2E 110.92(17) . . ?
O1E N1E O2E 124.60(16) . . ?
O1E N1E C1E 118.23(16) . . ?
O2E N1E C1E 117.13(16) . . ?
C4E N2E H2NM 110.6(16) . . ?
C4E N2E H2NN 110.3(15) . . ?
H2NM N2E H2NN 111(2) . . ?
C4E N2E H2NO 108.0(14) . . ?
H2NM N2E H2NO 110(2) . . ?
H2NN N2E H2NO 107(2) . . ?
O3E S1E O4E 113.54(8) . . ?
O3E S1E O5E 112.98(8) . . ?
O4E S1E O5E 111.14(8) . . ?
O3E S1E C8E 107.79(8) . . ?
O4E S1E C8E 104.39(8) . . ?
O5E S1E C8E 106.31(8) . . ?
C9E C8E C13E 120.71(17) . . ?
C9E C8E S1E 118.91(14) . . ?
C13E C8E S1E 120.37(14) . . ?
C10E C9E C8E 119.80(18) . . ?
C10E C9E H9E 120.1 . . ?
C8E C9E H9E 120.1 . . ?
C9E C10E C11E 119.86(19) . . ?
C9E C10E H10E 120.1 . . ?
C11E C10E H10E 120.1 . . ?
C12E C11E C10E 120.06(18) . . ?
C12E C11E H11E 120.0 . . ?
C10E C11E H11E 120.0 . . ?
C11E C12E C13E 120.49(18) . . ?
C11E C12E H12E 119.8 . . ?
C13E C12E H12E 119.8 . . ?
C8E C13E C12E 119.08(18) . . ?
C8E C13E H13E 120.5 . . ?
C12E C13E H13E 120.5 . . ?
C6F C1F C2F 121.96(17) . . ?
C6F C1F N1F 116.24(17) . . ?
C2F C1F N1F 121.60(17) . . ?
C3F C2F C1F 117.61(17) . . ?
C3F C2F C7F 118.11(17) . . ?
C1F C2F C7F 124.27(17) . . ?
C2F C3F C4F 120.32(17) . . ?
C2F C3F H3F 119.8 . . ?
C4F C3F H3F 119.8 . . ?
C5F C4F C3F 121.46(17) . . ?
C5F C4F N2F 120.08(16) . . ?
C3F C4F N2F 118.46(16) . . ?
C4F C5F C6F 118.82(17) . . ?
C4F C5F H5F 120.6 . . ?
C6F C5F H5F 120.6 . . ?
C1F C6F C5F 119.67(18) . . ?
C1F C6F H6F 120.2 . . ?
C5F C6F H6F 120.2 . . ?
F1F C7F F2F 108.02(15) . . ?
F1F C7F F3F 106.77(15) . . ?
F2F C7F F3F 106.22(15) . . ?
F1F C7F C2F 112.73(16) . . ?
F2F C7F C2F 112.11(16) . . ?
F3F C7F C2F 110.64(15) . . ?
O1F N1F O2F 124.26(17) . . ?
O1F N1F C1F 117.55(17) . . ?
O2F N1F C1F 118.06(17) . . ?
C4F N2F H2NP 110.3(14) . . ?
C4F N2F H2NQ 111.9(14) . . ?
H2NP N2F H2NQ 109.7(19) . . ?
C4F N2F H2NR 111.7(16) . . ?
H2NP N2F H2NR 105(2) . . ?
H2NQ N2F H2NR 108(2) . . ?
C9F C8F C13F 120.88(19) . . ?
C9F C8F S1F 120.40(15) . . ?
C13F C8F S1F 118.69(15) . . ?
C8F C9F C10F 119.6(2) . . ?
C8F C9F H9F 120.2 . . ?
C10F C9F H9F 120.2 . . ?
C11F C10F C9F 120.0(2) . . ?
C11F C10F H10F 120.0 . . ?
C9F C10F H10F 120.0 . . ?
C10F C11F C12F 120.5(2) . . ?
C10F C11F H11F 119.8 . . ?
C12F C11F H11F 119.8 . . ?
C11F C12F C13F 120.2(2) . . ?
C11F C12F H12F 119.9 . . ?
C13F C12F H12F 119.9 . . ?
C12F C13F C8F 118.9(2) . . ?
C12F C13F H13F 120.6 . . ?
C8F C13F H13F 120.6 . . ?
O3F S1F O5F 112.45(8) . . ?
O3F S1F O4F 113.33(8) . . ?
O5F S1F O4F 111.98(8) . . ?
O3F S1F C8F 105.03(9) . . ?
O5F S1F C8F 106.77(8) . . ?
O4F S1F C8F 106.63(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
C6A C1A C2A C3A -0.7(3) . . . . ?
N1A C1A C2A C3A 176.32(17) . . . . ?
C6A C1A C2A C7A 178.07(18) . . . . ?
N1A C1A C2A C7A -4.9(3) . . . . ?
C1A C2A C3A C4A -2.2(3) . . . . ?
C7A C2A C3A C4A 178.97(17) . . . . ?
C2A C3A C4A C5A 3.3(3) . . . . ?
C2A C3A C4A N2A -175.81(17) . . . . ?
C3A C4A C5A C6A -1.4(3) . . . . ?
N2A C4A C5A C6A 177.66(17) . . . . ?
C2A C1A C6A C5A 2.5(3) . . . . ?
N1A C1A C6A C5A -174.59(17) . . . . ?
C4A C5A C6A C1A -1.5(3) . . . . ?
C3A C2A C7A F2A -98.7(2) . . . . ?
C1A C2A C7A F2A 82.6(2) . . . . ?
C3A C2A C7A F1A 138.61(18) . . . . ?
C1A C2A C7A F1A -40.2(3) . . . . ?
C3A C2A C7A F3A 19.8(2) . . . . ?
C1A C2A C7A F3A -158.92(18) . . . . ?
C6A C1A N1A O2A -36.2(3) . . . . ?
C2A C1A N1A O2A 146.6(2) . . . . ?
C6A C1A N1A O1A 140.73(19) . . . . ?
C2A C1A N1A O1A -36.4(3) . . . . ?
C13A C8A C9A C10A 0.5(3) . . . . ?
S1A C8A C9A C10A -178.53(15) . . . . ?
C8A C9A C10A C11A -0.4(3) . . . . ?
C9A C10A C11A C12A 0.0(3) . . . . ?
C10A C11A C12A C13A 0.2(3) . . . . ?
C9A C8A C13A C12A -0.3(3) . . . . ?
S1A C8A C13A C12A 178.72(15) . . . . ?
C11A C12A C13A C8A 0.0(3) . . . . ?
C13A C8A S1A O3A -139.39(15) . . . . ?
C9A C8A S1A O3A 39.65(17) . . . . ?
C13A C8A S1A O5A -18.33(18) . . . . ?
C9A C8A S1A O5A 160.70(15) . . . . ?
C13A C8A S1A O4A 101.55(16) . . . . ?
C9A C8A S1A O4A -79.41(16) . . . . ?
C6B C1B C2B C3B -2.5(3) . . . . ?
N1B C1B C2B C3B 175.44(17) . . . . ?
C6B C1B C2B C7B 171.96(18) . . . . ?
N1B C1B C2B C7B -10.1(3) . . . . ?
C1B C2B C3B C4B 0.9(3) . . . . ?
C7B C2B C3B C4B -174.02(17) . . . . ?
C2B C3B C4B C5B 1.4(3) . . . . ?
C2B C3B C4B N2B 179.95(17) . . . . ?
C3B C4B C5B C6B -2.0(3) . . . . ?
N2B C4B C5B C6B 179.46(17) . . . . ?
C2B C1B C6B C5B 1.9(3) . . . . ?
N1B C1B C6B C5B -176.14(17) . . . . ?
C4B C5B C6B C1B 0.3(3) . . . . ?
C3B C2B C7B F3B -103.3(2) . . . . ?
C1B C2B C7B F3B 82.3(2) . . . . ?
C3B C2B C7B F2B 133.06(18) . . . . ?
C1B C2B C7B F2B -41.4(3) . . . . ?
C3B C2B C7B F1B 16.0(2) . . . . ?
C1B C2B C7B F1B -158.49(18) . . . . ?
C6B C1B N1B O1B 151.79(18) . . . . ?
C2B C1B N1B O1B -26.3(3) . . . . ?
C6B C1B N1B O2B -26.1(2) . . . . ?
C2B C1B N1B O2B 155.77(18) . . . . ?
C13B C8B C9B C10B -0.4(3) . . . . ?
S1B C8B C9B C10B 179.60(15) . . . . ?
C8B C9B C10B C11B -0.8(3) . . . . ?
C9B C10B C11B C12B 1.2(3) . . . . ?
C10B C11B C12B C13B -0.3(3) . . . . ?
C9B C8B C13B C12B 1.2(3) . . . . ?
S1B C8B C13B C12B -178.77(15) . . . . ?
C11B C12B C13B C8B -0.8(3) . . . . ?
C13B C8B S1B O5B 139.85(15) . . . . ?
C9B C8B S1B O5B -40.12(17) . . . . ?
C13B C8B S1B O3B -98.26(16) . . . . ?
C9B C8B S1B O3B 81.77(16) . . . . ?
C13B C8B S1B O4B 20.54(18) . . . . ?
C9B C8B S1B O4B -159.43(15) . . . . ?
C6C C1C C2C C3C 0.8(3) . . . . ?
N1C C1C C2C C3C 179.58(17) . . . . ?
C6C C1C C2C C7C -179.09(18) . . . . ?
N1C C1C C2C C7C -0.3(3) . . . . ?
C1C C2C C3C C4C -1.6(3) . . . . ?
C7C C2C C3C C4C 178.27(17) . . . . ?
C2C C3C C4C C5C 0.8(3) . . . . ?
C2C C3C C4C N2C -178.43(17) . . . . ?
C3C C4C C5C C6C 0.9(3) . . . . ?
N2C C4C C5C C6C -179.87(17) . . . . ?
C2C C1C C6C C5C 0.9(3) . . . . ?
N1C C1C C6C C5C -177.95(17) . . . . ?
C4C C5C C6C C1C -1.7(3) . . . . ?
C3C C2C C7C F2C 135.53(18) . . . . ?
C1C C2C C7C F2C -44.6(3) . . . . ?
C3C C2C C7C F3C -101.5(2) . . . . ?
C1C C2C C7C F3C 78.4(2) . . . . ?
C3C C2C C7C F1C 16.1(2) . . . . ?
C1C C2C C7C F1C -163.99(18) . . . . ?
C6C C1C N1C O1C 147.91(18) . . . . ?
C2C C1C N1C O1C -30.9(3) . . . . ?
C6C C1C N1C O2C -30.4(2) . . . . ?
C2C C1C N1C O2C 150.76(19) . . . . ?
C13C C8C C9C C10C -1.0(3) . . . . ?
S1C C8C C9C C10C 179.50(15) . . . . ?
C8C C9C C10C C11C 0.1(3) . . . . ?
C9C C10C C11C C12C 0.9(3) . . . . ?
C10C C11C C12C C13C -0.8(3) . . . . ?
C9C C8C C13C C12C 1.0(3) . . . . ?
S1C C8C C13C C12C -179.47(15) . . . . ?
C11C C12C C13C C8C -0.1(3) . . . . ?
C9C C8C S1C O5C -144.66(15) . . . . ?
C13C C8C S1C O5C 35.84(17) . . . . ?
C9C C8C S1C O3C 93.39(16) . . . . ?
C13C C8C S1C O3C -86.11(16) . . . . ?
C9C C8C S1C O4C -25.11(17) . . . . ?
C13C C8C S1C O4C 155.40(15) . . . . ?
C6D C1D C2D C3D -0.1(3) . . . . ?
N1D C1D C2D C3D -178.42(16) . . . . ?
C6D C1D C2D C7D -179.86(18) . . . . ?
N1D C1D C2D C7D 1.8(3) . . . . ?
C1D C2D C3D C4D 3.2(3) . . . . ?
C7D C2D C3D C4D -177.07(17) . . . . ?
C2D C3D C4D C5D -3.7(3) . . . . ?
C2D C3D C4D N2D 175.06(16) . . . . ?
C3D C4D C5D C6D 1.0(3) . . . . ?
N2D C4D C5D C6D -177.75(17) . . . . ?
C2D C1D C6D C5D -2.5(3) . . . . ?
N1D C1D C6D C5D 175.86(16) . . . . ?
C4D C5D C6D C1D 2.1(3) . . . . ?
C3D C2D C7D F2D 99.6(2) . . . . ?
C1D C2D C7D F2D -80.6(2) . . . . ?
C3D C2D C7D F3D -19.4(2) . . . . ?
C1D C2D C7D F3D 160.32(17) . . . . ?
C3D C2D C7D F1D -139.32(17) . . . . ?
C1D C2D C7D F1D 40.4(3) . . . . ?
C6D C1D N1D O1D -134.29(19) . . . . ?
C2D C1D N1D O1D 44.1(3) . . . . ?
C6D C1D N1D O2D 43.4(2) . . . . ?
C2D C1D N1D O2D -138.19(19) . . . . ?
C13D C8D C9D C10D -0.5(3) . . . . ?
S1D C8D C9D C10D 179.72(15) . . . . ?
C8D C9D C10D C11D 0.1(3) . . . . ?
C9D C10D C11D C12D 0.5(3) . . . . ?
C10D C11D C12D C13D -0.8(3) . . . . ?
C11D C12D C13D C8D 0.4(3) . . . . ?
C9D C8D C13D C12D 0.2(3) . . . . ?
S1D C8D C13D C12D 179.99(15) . . . . ?
C13D C8D S1D O4D 17.47(17) . . . . ?
C9D C8D S1D O4D -162.77(14) . . . . ?
C13D C8D S1D O5D 138.89(15) . . . . ?
C9D C8D S1D O5D -41.35(17) . . . . ?
C13D C8D S1D O3D -102.26(16) . . . . ?
C9D C8D S1D O3D 77.50(16) . . . . ?
C6E C1E C2E C3E -0.8(3) . . . . ?
N1E C1E C2E C3E -177.87(17) . . . . ?
C6E C1E C2E C7E -179.90(19) . . . . ?
N1E C1E C2E C7E 3.0(3) . . . . ?
C1E C2E C3E C4E 0.9(3) . . . . ?
C7E C2E C3E C4E -179.98(18) . . . . ?
C2E C3E C4E C5E -0.2(3) . . . . ?
C2E C3E C4E N2E -176.69(17) . . . . ?
C3E C4E C5E C6E -0.6(3) . . . . ?
N2E C4E C5E C6E 175.87(17) . . . . ?
C2E C1E C6E C5E 0.1(3) . . . . ?
N1E C1E C6E C5E 177.31(17) . . . . ?
C4E C5E C6E C1E 0.6(3) . . . . ?
C3E C2E C7E F1E -138.27(19) . . . . ?
C1E C2E C7E F1E 40.8(3) . . . . ?
C3E C2E C7E F2E 99.7(2) . . . . ?
C1E C2E C7E F2E -81.2(2) . . . . ?
C3E C2E C7E F3E -18.9(3) . . . . ?
C1E C2E C7E F3E 160.21(19) . . . . ?
C6E C1E N1E O1E -138.69(19) . . . . ?
C2E C1E N1E O1E 38.6(3) . . . . ?
C6E C1E N1E O2E 39.2(2) . . . . ?
C2E C1E N1E O2E -143.60(19) . . . . ?
O3E S1E C8E C9E 74.70(17) . . . . ?
O4E S1E C8E C9E -46.32(17) . . . . ?
O5E S1E C8E C9E -163.90(15) . . . . ?
O3E S1E C8E C13E -106.45(16) . . . . ?
O4E S1E C8E C13E 132.54(16) . . . . ?
O5E S1E C8E C13E 14.96(18) . . . . ?
C13E C8E C9E C10E -0.2(3) . . . . ?
S1E C8E C9E C10E 178.65(15) . . . . ?
C8E C9E C10E C11E 0.3(3) . . . . ?
C9E C10E C11E C12E -0.1(3) . . . . ?
C10E C11E C12E C13E -0.3(3) . . . . ?
C9E C8E C13E C12E -0.2(3) . . . . ?
S1E C8E C13E C12E -179.01(15) . . . . ?
C11E C12E C13E C8E 0.4(3) . . . . ?
C6F C1F C2F C3F -2.9(3) . . . . ?
N1F C1F C2F C3F 171.82(17) . . . . ?
C6F C1F C2F C7F 176.44(19) . . . . ?
N1F C1F C2F C7F -8.9(3) . . . . ?
C1F C2F C3F C4F -0.9(3) . . . . ?
C7F C2F C3F C4F 179.80(17) . . . . ?
C2F C3F C4F C5F 3.4(3) . . . . ?
C2F C3F C4F N2F -176.11(17) . . . . ?
C3F C4F C5F C6F -2.3(3) . . . . ?
N2F C4F C5F C6F 177.29(18) . . . . ?
C2F C1F C6F C5F 4.0(3) . . . . ?
N1F C1F C6F C5F -170.90(18) . . . . ?
C4F C5F C6F C1F -1.4(3) . . . . ?
C3F C2F C7F F1F 143.38(17) . . . . ?
C1F C2F C7F F1F -35.9(3) . . . . ?
C3F C2F C7F F2F -94.5(2) . . . . ?
C1F C2F C7F F2F 86.2(2) . . . . ?
C3F C2F C7F F3F 23.9(2) . . . . ?
C1F C2F C7F F3F -155.39(18) . . . . ?
C6F C1F N1F O1F 137.86(19) . . . . ?
C2F C1F N1F O1F -37.1(3) . . . . ?
C6F C1F N1F O2F -38.1(3) . . . . ?
C2F C1F N1F O2F 146.9(2) . . . . ?
C13F C8F C9F C10F -0.9(3) . . . . ?
S1F C8F C9F C10F 177.11(16) . . . . ?
C8F C9F C10F C11F 0.1(3) . . . . ?
C9F C10F C11F C12F 1.0(3) . . . . ?
C10F C11F C12F C13F -1.2(3) . . . . ?
C11F C12F C13F C8F 0.3(3) . . . . ?
C9F C8F C13F C12F 0.8(3) . . . . ?
S1F C8F C13F C12F -177.32(15) . . . . ?
C9F C8F S1F O3F -2.48(18) . . . . ?
C13F C8F S1F O3F 175.61(15) . . . . ?
C9F C8F S1F O5F -122.08(16) . . . . ?
C13F C8F S1F O5F 56.01(17) . . . . ?
C9F C8F S1F O4F 118.06(16) . . . . ?
C13F C8F S1F O4F -63.85(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2A H2NA O4B 0.89(2) 1.88(2) 2.751(2) 168(2) . yes
N2A H2NA S1B 0.89(2) 2.95(2) 3.7739(19) 155.5(19) . yes
N2A H2NB O5A 0.92(2) 2.07(2) 2.895(2) 148.7(19) . yes
N2A H2NB S1A 0.92(2) 2.88(2) 3.499(2) 126.2(17) . yes
N2B H2NE O3B 0.90(3) 1.89(3) 2.778(2) 170(2) . yes
N2C H2NG O3C 0.93(2) 1.85(2) 2.770(2) 171.2(19) . yes
N2C H2NH O4A 0.88(2) 1.99(2) 2.845(2) 164(2) . yes
N2C H2NH S1A 0.88(2) 2.88(2) 3.6249(18) 142.5(18) . yes
N2C H2NI O5D 0.86(2) 2.30(2) 2.826(2) 120.0(18) . yes
N2D H2NK O4C 0.93(2) 1.82(2) 2.746(2) 171.4(19) . yes
N2D H2NK S1C 0.93(2) 2.92(2) 3.7819(19) 154.8(17) . yes
N2D H2NL O3D 0.89(3) 1.96(3) 2.846(2) 171(2) . yes
N2E H2NM O3F 0.89(3) 1.89(3) 2.754(2) 163(2) . yes
N2E H2NO S1E 0.92(2) 2.68(2) 3.480(2) 145.6(17) . yes
N2E H2NO O4E 0.92(2) 2.58(2) 3.161(2) 122.1(17) . yes
N2E H2NO O5E 0.92(2) 1.88(2) 2.745(2) 156.5(19) . yes
N2F H2NP O4E 0.92(2) 1.85(2) 2.753(2) 169(2) . yes
N2F H2NQ O5F 0.90(2) 2.06(2) 2.874(2) 149.0(19) . yes
N2F H2NQ S1F 0.90(2) 2.82(2) 3.442(2) 127.3(17) . yes
N2A H2NC O4A 0.93(2) 1.93(2) 2.849(2) 167.6(19) 1_655 yes
N2B H2ND O3D 0.91(2) 1.97(3) 2.839(2) 160(2) 1_655 yes
N2B H2NF O3A 0.87(2) 2.27(2) 2.815(2) 121.0(19) 1_655 yes
N2B H2NF O4B 0.87(2) 2.31(2) 2.990(2) 135(2) 1_655 yes
N2D H2NJ O4D 0.86(3) 2.16(3) 2.937(2) 149(2) 1_655 yes
N2B H2ND S1D 0.91(2) 2.85(2) 3.5923(19) 140.2(19) 1_655 yes
N2D H2NJ S1D 0.86(3) 2.91(2) 3.504(2) 128.0(19) 1_655 yes
C5B H5B O3D 0.95 2.49 3.228(2) 134.1 1_655 yes
N2C H2NI O4C 0.86(2) 2.34(2) 3.006(2) 135.1(18) 1_455 yes
N2F H2NR O4F 0.92(3) 1.99(3) 2.821(2) 149(2) 1_455 yes
N2E H2NN O4F 0.88(3) 2.09(2) 2.858(2) 146(2) 2_887 yes
C5E H5E O4F 0.95 2.54 3.285(2) 135.0 2_887 yes
N2F H2NR O2C 0.92(3) 2.61(2) 3.058(2) 111.0(19) 1_665 yes
C3F H3F O2C 0.95 2.64 3.235(2) 121.0 1_665 yes
C3A H3A O1E 0.95 2.53 3.220(2) 129.5 2_777 yes
C3A H3A O2E 0.95 2.65 3.438(2) 140.2 2_777 yes
C3D H3D O2B 0.95 2.44 3.197(2) 136.3 2_776 yes
C6D H6D O2D 0.95 2.63 3.100(2) 110.6 2_666 yes
C13F H13F O1C 0.95 2.64 3.469(3) 146.1 1_765 yes
C5A H5A O4B 0.95 2.59 3.284(2) 130.5 . yes
C5C H5C O4A 0.95 2.58 3.294(2) 132.4 . yes
C5D H5D O4C 0.95 2.63 3.315(2) 129.3 . yes
C3E H3E O4E 0.95 2.65 3.151(2) 113.1 . yes
C3E H3E O3F 0.95 2.64 3.288(2) 125.8 . yes
C3F H3F O5F 0.95 2.60 3.100(2) 113.1 . yes
C5F H5F O4E 0.95 2.57 3.272(2) 130.9 . yes
C6F H6F O2A 0.95 2.32 3.170(3) 147.9 . yes

_refine_diff_density_max         0.736
_refine_diff_density_min         -0.552
_refine_diff_density_rms         0.084



