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

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

data_RSn(II)
_database_code_depnum_ccdc_archive 'CCDC 2299341'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2023-10-05 deposited with the CCDC.	2023-11-30 downloaded from the CCDC.
;

_audit_creation_date             2023-03-03T15:59:49-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C8 H10 N O3, F3 Sn'
_chemical_formula_sum            'C8 H10 F3 N O3 Sn'
_chemical_formula_weight         343.86
_chemical_absolute_configuration unk

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.9805(2)
_cell_length_b                   5.8498(2)
_cell_length_c                   23.4594(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.8340(10)
_cell_angle_gamma                90
_cell_volume                     1095.07(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9671
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      28.39
_cell_measurement_wavelength     0.71076

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.219
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.114
_exptl_crystal_density_diffrn    2.086
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.367
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2016/2 - Bruker AXS area detector scaling and absorption correcti
;
_exptl_absorpt_correction_T_min  0.533
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.625
_shelx_estimated_absorpt_T_max   0.774

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector                 'PHOTON II CPAD detector'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_ub_11      0.168016
_diffrn_orient_matrix_ub_12      0.00065
_diffrn_orient_matrix_ub_13      -0.007863
_diffrn_orient_matrix_ub_21      0.029741
_diffrn_orient_matrix_ub_22      -0.044897
_diffrn_orient_matrix_ub_23      0.038877
_diffrn_orient_matrix_ub_31      -0.010436
_diffrn_orient_matrix_ub_32      -0.116999
_diffrn_orient_matrix_ub_33      -0.015627
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0766
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_number            38910
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.552
_diffrn_reflns_theta_max         28.688
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.99
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.99
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_reflns_Friedel_fraction_full    1
_reflns_Friedel_fraction_max     0.984
_reflns_Friedel_coverage         0.822
_reflns_number_total             5568
_reflns_number_gt                5328
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX4 software'
_computing_cell_refinement       'SAINT V8.40B integration software'
_computing_data_reduction        'Bruker APEX4 software'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013/2)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   direct
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_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)+(0.0293P)²+1.2024P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5568
_refine_ls_number_parameters     304
_refine_ls_number_restraints     5
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_ref         0.0668
_refine_ls_wR_factor_gt          0.0658
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.10(3)
_refine_diff_density_max         1.129
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.112

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
Sn1 Sn 0.53839(4) 0.86010(5) 1.08092(2) 0.01406(9) Uani 1 1 d . . . . .
Sn2 Sn -0.02545(4) 0.13060(6) 0.58083(2) 0.01519(9) Uani 1 1 d . . . . .
C1 C 0.0333(7) 0.8395(12) 0.7320(2) 0.0220(12) Uani 1 1 d . . . . .
C2 C -0.0327(8) 0.6694(11) 0.7661(2) 0.0235(13) Uani 1 1 d . . . . .
H2 H -0.066575 0.527716 0.749882 0.028 Uiso 1 1 calc R U . . .
C3 C -0.0489(8) 0.7079(10) 0.8246(2) 0.0216(12) Uani 1 1 d . . . . .
H3 H -0.091375 0.590377 0.848265 0.026 Uiso 1 1 calc R U . . .
C4 C -0.0035(6) 0.9170(9) 0.8482(2) 0.0134(10) Uani 1 1 d . . . . .
C5 C 0.0626(8) 1.0867(10) 0.8135(2) 0.0225(13) Uani 1 1 d . . . . .
H5 H 0.09501 1.229618 0.829396 0.027 Uiso 1 1 calc R U . . .
C6 C 0.0811(9) 1.0466(11) 0.7556(3) 0.0276(14) Uani 1 1 d . . . . .
H6 H 0.126913 1.162109 0.732012 0.033 Uiso 1 1 calc R U . . .
C7 C -0.0204(7) 0.9660(11) 0.9114(2) 0.0142(10) Uani 1 1 d . . . . .
H7 H -0.000341 1.132483 0.91832 0.017 Uiso 1 1 calc R U . . .
C8 C 0.1054(6) 0.8274(10) 0.9468(2) 0.0138(10) Uani 1 1 d . . . . .
C9 C 0.5108(7) 0.1641(11) 0.2322(2) 0.0200(12) Uani 1 1 d . . . . .
C10 C 0.5628(10) -0.0447(12) 0.2534(3) 0.0292(15) Uani 1 1 d . . . . .
H10 H 0.600406 -0.160738 0.228317 0.035 Uiso 1 1 calc R U . . .
C11 C 0.5598(8) -0.0836(10) 0.3118(2) 0.0234(13) Uani 1 1 d . . . . .
H11 H 0.594973 -0.227509 0.326369 0.028 Uiso 1 1 calc R U . . .
C12 C 0.5063(7) 0.0838(9) 0.3491(2) 0.0146(11) Uani 1 1 d . . . . .
C13 C 0.4529(8) 0.2930(10) 0.3272(3) 0.0250(13) Uani 1 1 d . . . . .
H13 H 0.41645 0.409849 0.352267 0.03 Uiso 1 1 calc R U . . .
C14 C 0.4529(8) 0.3311(11) 0.2686(2) 0.0243(13) Uani 1 1 d . . . . .
H14 H 0.412926 0.472115 0.253628 0.029 Uiso 1 1 calc R U . . .
C15 C 0.5200(6) 0.0418(10) 0.4131(2) 0.0134(10) Uani 1 1 d . . . . .
H15 H 0.505276 -0.125414 0.420355 0.016 Uiso 1 1 calc R U . . .
C16 C 0.3903(7) 0.1722(9) 0.4468(2) 0.0161(11) Uani 1 1 d . . . . .
N1 N -0.1912(5) 0.9050(8) 0.93136(19) 0.0173(10) Uani 1 1 d . . . . .
H1A H -0.269557 0.969785 0.907863 0.026 Uiso 1 1 calc R U . . .
H1B H -0.204775 0.957689 0.967495 0.026 Uiso 1 1 calc R U . . .
H1C H -0.203571 0.75038 0.930895 0.026 Uiso 1 1 calc R U . . .
N2 N 0.6891(5) 0.1120(10) 0.43448(18) 0.0171(9) Uani 1 1 d . . . . .
H2A H 0.769235 0.042577 0.413381 0.026 Uiso 1 1 calc R U . . .
H2B H 0.701464 0.070031 0.471648 0.026 Uiso 1 1 calc R U . . .
H2C H 0.699852 0.266431 0.431468 0.026 Uiso 1 1 calc R U . . .
O1 O 0.2441(5) 0.0694(7) 0.44611(18) 0.0217(9) Uani 1 1 d D . . . .
H1O H 0.168(7) 0.152(12) 0.468(3) 0.033 Uiso 1 1 d D U . . .
O2 O 0.5190(8) 0.1937(9) 0.17459(19) 0.0349(13) Uani 1 1 d D . . . .
H2O H 0.492(10) 0.337(8) 0.159(4) 0.052 Uiso 1 1 d D U . . .
O3 O 0.4220(5) 0.3514(8) 0.46978(16) 0.0210(8) Uani 1 1 d . . . . .
O4 O 0.0682(5) 0.6513(8) 0.97057(17) 0.0210(8) Uani 1 1 d . . . . .
O5 O 0.0519(7) 0.8113(8) 0.67496(19) 0.0336(12) Uani 1 1 d D . . . .
H5O H 0.048(10) 0.659(7) 0.662(4) 0.05 Uiso 1 1 d D U . . .
O6 O 0.2551(5) 0.9193(7) 0.94699(18) 0.0209(9) Uani 1 1 d D . . . .
H6O H 0.333(7) 0.822(11) 0.966(3) 0.031 Uiso 1 1 d D U . . .
F1 F 0.4448(4) 0.5945(6) 1.12989(14) 0.0229(7) Uani 1 1 d . . . . .
F2 F 0.2969(4) 0.9688(6) 1.07880(15) 0.0233(7) Uani 1 1 d . . . . .
F3 F 0.4572(4) 0.6781(6) 1.00811(14) 0.0194(7) Uani 1 1 d . . . . .
F4 F 0.0573(4) 0.4170(6) 0.62520(15) 0.0236(8) Uani 1 1 d . . . . .
F5 F 0.2215(4) 0.0543(6) 0.57750(15) 0.0229(7) Uani 1 1 d . . . . .
F6 F 0.0295(4) 0.2994(6) 0.50437(15) 0.0216(8) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Sn1 F2 2.029(3) . ?
Sn1 F1 2.078(3) . ?
Sn1 F3 2.107(3) . ?
Sn2 F5 2.023(3) . ?
Sn2 F4 2.075(3) . ?
Sn2 F6 2.099(4) . ?
C1 O5 1.359(7) . ?
C1 C6 1.383(9) . ?
C1 C2 1.385(9) . ?
C2 C3 1.397(8) . ?
C3 C4 1.389(8) . ?
C4 C5 1.393(7) . ?
C4 C7 1.517(7) . ?
C5 C6 1.388(8) . ?
C7 N1 1.491(7) . ?
C7 C8 1.526(7) . ?
C8 O4 1.210(7) . ?
C8 O6 1.310(6) . ?
C9 O2 1.365(7) . ?
C9 C10 1.380(9) . ?
C9 C14 1.381(8) . ?
C10 C11 1.388(8) . ?
C11 C12 1.385(8) . ?
C12 C13 1.391(8) . ?
C12 C15 1.523(7) . ?
C13 C14 1.393(8) . ?
C15 N2 1.491(7) . ?
C15 C16 1.518(7) . ?
C16 O3 1.204(7) . ?
C16 O1 1.312(7) . ?

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
F2 Sn1 F1 84.20(14) . . ?
F2 Sn1 F3 81.82(13) . . ?
F1 Sn1 F3 87.79(14) . . ?
F5 Sn2 F4 83.94(14) . . ?
F5 Sn2 F6 81.67(14) . . ?
F4 Sn2 F6 88.86(14) . . ?
O5 C1 C6 117.8(6) . . ?
O5 C1 C2 122.0(6) . . ?
C6 C1 C2 120.2(5) . . ?
C1 C2 C3 119.5(6) . . ?
C4 C3 C2 120.4(5) . . ?
C3 C4 C5 119.5(5) . . ?
C3 C4 C7 122.0(5) . . ?
C5 C4 C7 118.5(5) . . ?
C6 C5 C4 119.9(6) . . ?
C1 C6 C5 120.4(6) . . ?
N1 C7 C4 110.9(4) . . ?
N1 C7 C8 107.4(4) . . ?
C4 C7 C8 111.3(5) . . ?
O4 C8 O6 125.2(5) . . ?
O4 C8 C7 122.6(5) . . ?
O6 C8 C7 112.1(5) . . ?
O2 C9 C10 116.8(5) . . ?
O2 C9 C14 122.9(5) . . ?
C10 C9 C14 120.3(5) . . ?
C9 C10 C11 119.4(6) . . ?
C12 C11 C10 121.2(6) . . ?
C11 C12 C13 119.0(5) . . ?
C11 C12 C15 119.3(5) . . ?
C13 C12 C15 121.5(5) . . ?
C12 C13 C14 120.0(6) . . ?
C9 C14 C13 120.1(6) . . ?
N2 C15 C16 107.8(5) . . ?
N2 C15 C12 109.8(4) . . ?
C16 C15 C12 113.1(4) . . ?
O3 C16 O1 125.8(5) . . ?
O3 C16 C15 122.1(5) . . ?
O1 C16 C15 112.1(5) . . ?


####################################################################### 
# 
# 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_RSnIV
_database_code_depnum_ccdc_archive 'CCDC 2299343'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2023-10-05 deposited with the CCDC.	2023-11-30 downloaded from the CCDC.
;

_audit_creation_date             2023-04-24T15:13:05-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C8 H10 N O3), F6 Sn'
_chemical_formula_sum            'C16 H20 F6 N2 O6 Sn'
_chemical_formula_weight         569.03
_chemical_absolute_configuration unk

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 2'
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_Int_Tables_number      18
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   13.4115(4)
_cell_length_b                   7.5092(2)
_cell_length_c                   10.2740(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1034.69(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9743
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      28.4
_cell_measurement_wavelength     0.71076

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.161
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             564

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2016/2 - Bruker AXS area detector scaling and absorption correcti
;
_exptl_absorpt_correction_T_min  0.564
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.761
_shelx_estimated_absorpt_T_max   0.815

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector                 'PHOTON II CPAD detector'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_ub_11      -0.091096
_diffrn_orient_matrix_ub_12      -0.019137
_diffrn_orient_matrix_ub_13      -0.052378
_diffrn_orient_matrix_ub_21      -0.030303
_diffrn_orient_matrix_ub_22      0.094653
_diffrn_orient_matrix_ub_23      -0.003766
_diffrn_orient_matrix_ub_31      0.09229
_diffrn_orient_matrix_ub_32      0.012178
_diffrn_orient_matrix_ub_33      -0.052934
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_number            31452
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.038
_diffrn_reflns_theta_max         28.481
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_reflns_Friedel_fraction_full    1
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_coverage         0.718
_reflns_number_total             2615
_reflns_number_gt                2568
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX4 software'
_computing_cell_refinement       'SAINT V8.40B integration software'
_computing_data_reduction        'Bruker APEX4 software'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013/2)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   direct
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_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)+(0.0302P)²+0.0087P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2615
_refine_ls_number_parameters     149
_refine_ls_number_restraints     2
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0181
_refine_ls_R_factor_gt           0.0176
_refine_ls_wR_factor_ref         0.0461
_refine_ls_wR_factor_gt          0.0459
_refine_ls_goodness_of_fit_ref   1.07
_refine_ls_restrained_S_all      1.07
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.09(2)
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.074

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
Sn1 Sn 0.5 0 1.05535(2) 0.00948(7) Uani 1 2 d S T P . .
F1 F 0.42175(12) -0.22057(19) 1.05417(15) 0.0185(3) Uani 1 1 d . . . . .
F2 F 0.58652(11) -0.1064(2) 1.18586(15) 0.0231(3) Uani 1 1 d . . . . .
F3 F 0.41241(12) 0.0854(2) 0.91491(15) 0.0216(3) Uani 1 1 d . . . . .
O1 O 0.29483(15) 0.6403(3) 0.23088(17) 0.0203(4) Uani 1 1 d D . . . .
O2 O 0.29097(15) 0.4681(2) 0.93642(18) 0.0229(4) Uani 1 1 d . . . . .
O3 O 0.40295(15) 0.3787(3) 0.78862(19) 0.0211(4) Uani 1 1 d D . . . .
N1 N 0.26955(16) 0.7880(3) 0.8441(2) 0.0147(4) Uani 1 1 d . . . . .
H1N H 0.28526 0.799393 0.929838 0.022 Uiso 1 1 calc R U . . .
H2N H 0.209218 0.733605 0.836268 0.022 Uiso 1 1 calc R U . . .
H3N H 0.266792 0.897766 0.806672 0.022 Uiso 1 1 calc R U . . .
C1 C 0.31153(18) 0.6563(3) 0.3620(2) 0.0147(5) Uani 1 1 d . . . . .
H1O H 0.346(2) 0.689(5) 0.181(3) 0.022 Uiso 1 1 d D U . . .
H3O H 0.397(2) 0.275(3) 0.837(3) 0.022 Uiso 1 1 d D U . . .
C2 C 0.23067(19) 0.6211(3) 0.4425(2) 0.0178(5) Uani 1 1 d . . . . .
H2 H 0.167801 0.592128 0.405507 0.021 Uiso 1 1 calc R U . . .
C3 C 0.24144(18) 0.6280(3) 0.5767(2) 0.0163(5) Uani 1 1 d . . . . .
H3 H 0.186153 0.60282 0.631508 0.02 Uiso 1 1 calc R U . . .
C4 C 0.33373(17) 0.6721(3) 0.6314(2) 0.0122(4) Uani 1 1 d . . . . .
C5 C 0.41422(19) 0.7076(3) 0.5499(2) 0.0180(5) Uani 1 1 d . . . . .
H5 H 0.476996 0.737726 0.586601 0.022 Uiso 1 1 calc R U . . .
C6 C 0.40376(19) 0.6992(4) 0.4148(2) 0.0189(5) Uani 1 1 d . . . . .
H6 H 0.459085 0.72272 0.359609 0.023 Uiso 1 1 calc R U . . .
C7 C 0.34729(18) 0.6786(3) 0.7775(2) 0.0126(4) Uani 1 1 d . . . . .
H7 H 0.413828 0.732998 0.796176 0.015 Uiso 1 1 calc R U . . .
C8 C 0.34355(14) 0.4960(4) 0.8434(2) 0.0133(4) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Sn1 F2 1.9448(14) . ?
Sn1 F2 1.9448(14) 2_655 ?
Sn1 F1 1.9608(14) . ?
Sn1 F1 1.9609(14) 2_655 ?
Sn1 F3 1.9680(15) 2_655 ?
Sn1 F3 1.9680(15) . ?
O1 C1 1.371(3) . ?
O2 C8 1.206(3) . ?
O3 C8 1.315(3) . ?
N1 C7 1.493(3) . ?
C1 C6 1.389(4) . ?
C1 C2 1.389(3) . ?
C2 C3 1.388(3) . ?
C3 C4 1.399(3) . ?
C4 C5 1.392(3) . ?
C4 C7 1.513(3) . ?
C5 C6 1.397(3) . ?
C7 C8 1.530(4) . ?

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
F2 Sn1 F2 92.83(9) . 2_655 ?
F2 Sn1 F1 88.67(7) . . ?
F2 Sn1 F1 91.82(7) 2_655 . ?
F2 Sn1 F1 91.82(7) . 2_655 ?
F2 Sn1 F1 88.67(7) 2_655 2_655 ?
F1 Sn1 F1 179.29(9) . 2_655 ?
F2 Sn1 F3 90.89(7) . 2_655 ?
F2 Sn1 F3 174.53(7) 2_655 2_655 ?
F1 Sn1 F3 92.28(6) . 2_655 ?
F1 Sn1 F3 87.20(6) 2_655 2_655 ?
F2 Sn1 F3 174.53(7) . . ?
F2 Sn1 F3 90.89(7) 2_655 . ?
F1 Sn1 F3 87.20(6) . . ?
F1 Sn1 F3 92.28(6) 2_655 . ?
F3 Sn1 F3 85.69(10) 2_655 . ?
O1 C1 C6 123.3(2) . . ?
O1 C1 C2 116.2(2) . . ?
C6 C1 C2 120.5(2) . . ?
C3 C2 C1 120.2(2) . . ?
C2 C3 C4 120.0(2) . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 C7 119.8(2) . . ?
C3 C4 C7 120.8(2) . . ?
C4 C5 C6 120.8(2) . . ?
C1 C6 C5 119.2(2) . . ?
N1 C7 C4 112.8(2) . . ?
N1 C7 C8 105.52(19) . . ?
C4 C7 C8 114.0(2) . . ?
O2 C8 O3 125.2(3) . . ?
O2 C8 C7 121.7(2) . . ?
O3 C8 C7 113.03(19) . . ?


####################################################################### 
# 
# 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_SSn(II)
_database_code_depnum_ccdc_archive 'CCDC 2299342'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2023-10-05 deposited with the CCDC.	2023-11-30 downloaded from the CCDC.
;

_audit_creation_date             2023-03-15T16:14:44-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C8 H10 N O3, F3 Sn'
_chemical_formula_sum            'C8 H10 F3 N O3 Sn'
_chemical_formula_weight         343.86
_chemical_absolute_configuration unk

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.9798(3)
_cell_length_b                   5.8516(2)
_cell_length_c                   23.4718(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.8650(10)
_cell_angle_gamma                90
_cell_volume                     1095.88(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9917
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      28.57
_cell_measurement_wavelength     0.71076

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.158
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.069
_exptl_crystal_density_diffrn    2.084
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.365
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2016/2 - Bruker AXS area detector scaling and absorption correcti
;
_exptl_absorpt_correction_T_min  0.492
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.706
_shelx_estimated_absorpt_T_max   0.854

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector                 'PHOTON II CPAD detector'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_ub_11      -0.091174
_diffrn_orient_matrix_ub_12      0.103922
_diffrn_orient_matrix_ub_13      0.007615
_diffrn_orient_matrix_ub_21      -0.140825
_diffrn_orient_matrix_ub_22      -0.069449
_diffrn_orient_matrix_ub_23      0.004713
_diffrn_orient_matrix_ub_31      0.032564
_diffrn_orient_matrix_ub_32      -0.009202
_diffrn_orient_matrix_ub_33      0.041657
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.066
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_number            22295
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.553
_diffrn_reflns_theta_max         28.509
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_reflns_Friedel_fraction_full    1
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_coverage         0.823
_reflns_number_total             5527
_reflns_number_gt                5309
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX4 software'
_computing_cell_refinement       'SAINT V8.40B integration software'
_computing_data_reduction        'Bruker APEX4 software'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013/2)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   direct
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_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)+(0.0443P)²+0.4217P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5527
_refine_ls_number_parameters     304
_refine_ls_number_restraints     5
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0803
_refine_ls_wR_factor_gt          0.0794
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.11(3)
_refine_diff_density_max         1.42
_refine_diff_density_min         -0.844
_refine_diff_density_rms         0.137

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
Sn1 Sn 1.02552(4) 0.86964(6) 0.41921(2) 0.01451(10) Uani 1 1 d . . . . .
Sn2 Sn 0.46125(5) 0.13929(6) -0.08092(2) 0.01342(10) Uani 1 1 d . . . . .
F1 F 0.7779(5) 0.9452(7) 0.42268(16) 0.0225(8) Uani 1 1 d . . . . .
F2 F 0.9718(5) 0.7006(7) 0.49570(17) 0.0210(8) Uani 1 1 d . . . . .
F3 F 0.9426(5) 0.5837(6) 0.37494(16) 0.0223(8) Uani 1 1 d . . . . .
F4 F 0.5427(5) 0.3226(6) -0.00806(15) 0.0192(8) Uani 1 1 d . . . . .
F5 F 0.5548(5) 0.4061(7) -0.13000(15) 0.0226(8) Uani 1 1 d . . . . .
F6 F 0.7028(5) 0.0313(7) -0.07860(15) 0.0228(8) Uani 1 1 d . . . . .
O1 O 0.4805(9) 0.8065(9) 0.8255(2) 0.0330(14) Uani 1 1 d D . . . .
H1O H 0.519(11) 0.664(9) 0.840(4) 0.049 Uiso 1 1 d D U . . .
O2 O 0.9480(8) 0.1889(9) 0.32523(19) 0.0325(13) Uani 1 1 d D . . . .
O3 O 0.7552(5) 0.9310(8) 0.55373(19) 0.0202(9) Uani 1 1 d D . . . .
H3O H 0.828(8) 0.848(13) 0.531(3) 0.03 Uiso 1 1 d D U . . .
O4 O 0.5775(5) 0.6481(9) 0.52990(18) 0.0204(8) Uani 1 1 d . . . . .
O5 O 0.7447(5) 0.0801(8) 0.05312(19) 0.0192(9) Uani 1 1 d D . . . .
H5O H 0.670(8) 0.189(11) 0.037(3) 0.029 Uiso 1 1 d D U . . .
O6 O 0.9320(5) 0.3484(8) 0.02958(18) 0.0199(9) Uani 1 1 d . . . . .
H2O H 0.941(10) 0.341(6) 0.339(3) 0.03 Uiso 1 1 d D U . . .
N1 N 0.3103(6) 0.8884(10) 0.56548(19) 0.0152(9) Uani 1 1 d . . . . .
H1A H 0.230441 0.960728 0.58609 0.023 Uiso 1 1 calc R U . . .
H1B H 0.297796 0.734475 0.569045 0.023 Uiso 1 1 calc R U . . .
H1C H 0.299112 0.928308 0.52815 0.023 Uiso 1 1 calc R U . . .
N2 N 1.1915(6) 0.0936(9) 0.0687(2) 0.0168(10) Uani 1 1 d . . . . .
H2A H 1.269576 0.019209 0.090403 0.025 Uiso 1 1 calc R U . . .
H2B H 1.207276 0.247072 0.071842 0.025 Uiso 1 1 calc R U . . .
H2C H 1.201955 0.05106 0.031602 0.025 Uiso 1 1 calc R U . . .
C1 C 0.4897(8) 0.8355(12) 0.7677(2) 0.0208(13) Uani 1 1 d . . . . .
C2 C 0.5477(9) 0.6684(12) 0.7313(3) 0.0252(14) Uani 1 1 d . . . . .
H2 H 0.587488 0.527109 0.746191 0.03 Uiso 1 1 calc R U . . .
C3 C 0.5477(9) 0.7076(11) 0.6730(3) 0.0216(13) Uani 1 1 d . . . . .
H3 H 0.584449 0.59095 0.647924 0.026 Uiso 1 1 calc R U . . .
C4 C 0.4944(7) 0.9157(10) 0.6509(2) 0.0150(11) Uani 1 1 d . . . . .
C5 C 0.4392(9) 1.0842(11) 0.6879(3) 0.0227(14) Uani 1 1 d . . . . .
H5 H 0.403069 1.227259 0.673024 0.027 Uiso 1 1 calc R U . . .
C6 C 0.4362(11) 1.0460(12) 0.7462(3) 0.0271(16) Uani 1 1 d . . . . .
H6 H 0.398249 1.161971 0.771254 0.033 Uiso 1 1 calc R U . . .
C7 C 0.4804(7) 0.9568(12) 0.5872(2) 0.0145(12) Uani 1 1 d . . . . .
H7 H 0.495158 1.124051 0.580012 0.017 Uiso 1 1 calc R U . . .
C8 C 0.6091(7) 0.8301(10) 0.5537(2) 0.0142(11) Uani 1 1 d . . . . .
C9 C 0.9674(8) 0.1613(12) 0.2683(2) 0.0197(12) Uani 1 1 d . . . . .
C10 C 1.0341(9) 0.3307(11) 0.2340(3) 0.0219(14) Uani 1 1 d . . . . .
H10 H 1.068645 0.472397 0.250116 0.026 Uiso 1 1 calc R U . . .
C11 C 1.0501(9) 0.2908(11) 0.1753(3) 0.0199(13) Uani 1 1 d . . . . .
H11 H 1.092434 0.407921 0.151525 0.024 Uiso 1 1 calc R U . . .
C12 C 1.0046(7) 0.0823(9) 0.1519(2) 0.0126(11) Uani 1 1 d . . . . .
C13 C 0.9372(9) -0.0854(11) 0.1866(3) 0.0213(13) Uani 1 1 d . . . . .
H13 H 0.904017 -0.227926 0.170721 0.026 Uiso 1 1 calc R U . . .
C14 C 0.9182(10) -0.0455(12) 0.2447(3) 0.0261(15) Uani 1 1 d . . . . .
H14 H 0.871272 -0.160495 0.268188 0.031 Uiso 1 1 calc R U . . .
C15 C 1.0214(7) 0.0338(11) 0.0885(2) 0.0125(11) Uani 1 1 d . . . . .
H15 H 1.001317 -0.132653 0.081581 0.015 Uiso 1 1 calc R U . . .
C16 C 0.8942(7) 0.1728(11) 0.0530(2) 0.0145(11) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Sn1 F1 2.027(4) . ?
Sn1 F3 2.073(4) . ?
Sn1 F2 2.100(4) . ?
Sn2 F6 2.028(4) . ?
Sn2 F5 2.085(4) . ?
Sn2 F4 2.113(4) . ?
O1 C1 1.369(7) . ?
O2 C9 1.357(7) . ?
O3 C8 1.306(7) . ?
O4 C8 1.227(8) . ?
O5 C16 1.311(7) . ?
O6 C16 1.206(8) . ?
N1 C7 1.497(7) . ?
N2 C15 1.483(8) . ?
C1 C2 1.383(9) . ?
C1 C6 1.396(10) . ?
C2 C3 1.389(8) . ?
C3 C4 1.387(8) . ?
C4 C5 1.389(8) . ?
C4 C7 1.519(8) . ?
C5 C6 1.389(9) . ?
C7 C8 1.498(8) . ?
C9 C14 1.385(10) . ?
C9 C10 1.388(9) . ?
C10 C11 1.405(8) . ?
C11 C12 1.384(8) . ?
C12 C13 1.389(8) . ?
C12 C15 1.522(7) . ?
C13 C14 1.394(9) . ?
C15 C16 1.537(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 Sn1 F3 83.83(15) . . ?
F1 Sn1 F2 81.77(15) . . ?
F3 Sn1 F2 88.89(16) . . ?
F6 Sn2 F5 84.27(15) . . ?
F6 Sn2 F4 81.71(14) . . ?
F5 Sn2 F4 87.63(14) . . ?
O1 C1 C2 123.2(6) . . ?
O1 C1 C6 116.5(6) . . ?
C2 C1 C6 120.2(6) . . ?
C1 C2 C3 119.8(6) . . ?
C4 C3 C2 120.5(6) . . ?
C3 C4 C5 119.3(5) . . ?
C3 C4 C7 121.6(6) . . ?
C5 C4 C7 118.9(6) . . ?
C6 C5 C4 120.8(6) . . ?
C5 C6 C1 119.3(6) . . ?
N1 C7 C8 108.4(5) . . ?
N1 C7 C4 110.2(5) . . ?
C8 C7 C4 113.4(5) . . ?
O4 C8 O3 124.7(5) . . ?
O4 C8 C7 122.0(5) . . ?
O3 C8 C7 113.2(5) . . ?
O2 C9 C14 117.5(6) . . ?
O2 C9 C10 122.4(6) . . ?
C14 C9 C10 120.1(5) . . ?
C9 C10 C11 119.4(6) . . ?
C12 C11 C10 120.6(6) . . ?
C11 C12 C13 119.4(5) . . ?
C11 C12 C15 121.8(5) . . ?
C13 C12 C15 118.8(5) . . ?
C12 C13 C14 120.3(6) . . ?
C9 C14 C13 120.2(6) . . ?
N2 C15 C12 110.9(5) . . ?
N2 C15 C16 107.8(5) . . ?
C12 C15 C16 111.3(5) . . ?
O6 C16 O5 126.0(5) . . ?
O6 C16 C15 122.0(5) . . ?
O5 C16 C15 112.0(5) . . ?


####################################################################### 
# 
# 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_SSnIV
_database_code_depnum_ccdc_archive 'CCDC 2299344'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2023-10-05 deposited with the CCDC.	2023-11-30 downloaded from the CCDC.
;

_audit_creation_date             2023-04-24T14:57:18-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C8 H10 N O3), F6 Sn'
_chemical_formula_sum            'C16 H20 F6 N2 O6 Sn'
_chemical_formula_weight         569.03
_chemical_absolute_configuration unk

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 2'
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_Int_Tables_number      18
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   13.4225(4)
_cell_length_b                   7.5081(2)
_cell_length_c                   10.2706(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1035.05(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9830
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      28.44
_cell_measurement_wavelength     0.71076

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.138
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             564

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2016/2 - Bruker AXS area detector scaling and absorption correcti
;
_exptl_absorpt_correction_T_min  0.503
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.777
_shelx_estimated_absorpt_T_max   0.838

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector                 'PHOTON II CPAD detector'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_ub_11      -0.12482
_diffrn_orient_matrix_ub_12      -0.033983
_diffrn_orient_matrix_ub_13      -0.000224
_diffrn_orient_matrix_ub_21      -0.040496
_diffrn_orient_matrix_ub_22      0.079907
_diffrn_orient_matrix_ub_23      -0.036065
_diffrn_orient_matrix_ub_31      0.02279
_diffrn_orient_matrix_ub_32      -0.044046
_diffrn_orient_matrix_ub_33      -0.065191
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0801
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_number            25736
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.035
_diffrn_reflns_theta_max         28.489
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_reflns_Friedel_fraction_full    1
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_coverage         0.719
_reflns_number_total             2620
_reflns_number_gt                2525
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX4 software'
_computing_cell_refinement       'SAINT V8.40B integration software'
_computing_data_reduction        'Bruker APEX4 software'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013/2)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   direct
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_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)+(0.0336P)²+0.2576P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2620
_refine_ls_number_parameters     149
_refine_ls_number_restraints     2
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0237
_refine_ls_wR_factor_ref         0.0597
_refine_ls_wR_factor_gt          0.0587
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.11(3)
_refine_diff_density_max         0.631
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.081

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.3119(3) 0.3445(5) 0.3626(3) 0.0184(7) Uani 1 1 d . . . . .
H1 H 0.347(3) 0.314(6) 0.181(4) 0.028 Uiso 1 1 d D U . . .
H7 H 0.397(4) 0.722(5) 0.840(4) 0.028 Uiso 1 1 d D U . . .
N1 N 0.2694(2) 0.2123(4) 0.8443(3) 0.0173(6) Uani 1 1 d . . . . .
H8 H 0.284167 0.203849 0.93059 0.026 Uiso 1 1 calc R U . . .
H9 H 0.268155 0.101392 0.808579 0.026 Uiso 1 1 calc R U . . .
H10 H 0.208721 0.264581 0.834458 0.026 Uiso 1 1 calc R U . . .
O1 O 0.2952(2) 0.3603(4) 0.2314(3) 0.0241(6) Uani 1 1 d D . . . .
O2 O 0.2911(2) 0.5323(3) 0.9364(3) 0.0270(6) Uani 1 1 d . . . . .
O3 O 0.4027(2) 0.6217(4) 0.7885(3) 0.0255(6) Uani 1 1 d D . . . .
F1 F 0.57803(16) 0.7796(3) 1.0543(2) 0.0218(4) Uani 1 1 d . . . . .
F2 F 0.58651(17) 1.1058(3) 1.1859(2) 0.0274(5) Uani 1 1 d . . . . .
F3 F 0.41276(17) 0.9144(3) 0.9153(2) 0.0252(5) Uani 1 1 d . . . . .
Sn1 Sn 0.5 1 1.05567(2) 0.01199(9) Uani 1 2 d S T P . .
C2 C 0.2310(3) 0.3797(5) 0.4426(4) 0.0204(7) Uani 1 1 d . . . . .
H2 H 0.168183 0.408528 0.40549 0.024 Uiso 1 1 calc R U . . .
C3 C 0.2419(3) 0.3726(5) 0.5769(3) 0.0197(7) Uani 1 1 d . . . . .
H3 H 0.186618 0.397897 0.631619 0.024 Uiso 1 1 calc R U . . .
C4 C 0.3335(2) 0.3286(5) 0.6319(3) 0.0145(6) Uani 1 1 d . . . . .
C5 C 0.4140(3) 0.2934(5) 0.5500(4) 0.0209(7) Uani 1 1 d . . . . .
H4 H 0.476729 0.263509 0.586728 0.025 Uiso 1 1 calc R U . . .
C6 C 0.4038(3) 0.3014(5) 0.4149(3) 0.0224(8) Uani 1 1 d . . . . .
H5 H 0.459039 0.277622 0.359726 0.027 Uiso 1 1 calc R U . . .
C7 C 0.3470(3) 0.3224(5) 0.7775(3) 0.0148(6) Uani 1 1 d . . . . .
H6 H 0.413487 0.267937 0.795998 0.018 Uiso 1 1 calc R U . . .
C8 C 0.3436(2) 0.5045(7) 0.8435(3) 0.0161(5) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 O1 1.371(4) . ?
C1 C6 1.383(5) . ?
C1 C2 1.387(5) . ?
N1 C7 1.496(4) . ?
O2 C8 1.205(4) . ?
O3 C8 1.312(5) . ?
F1 Sn1 1.958(2) . ?
F2 Sn1 1.941(2) . ?
F3 Sn1 1.965(2) . ?
C2 C3 1.389(5) . ?
C3 C4 1.392(5) . ?
C4 C5 1.395(5) . ?
C4 C7 1.508(5) . ?
C5 C6 1.395(5) . ?
C7 C8 1.527(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C6 123.2(3) . . ?
O1 C1 C2 115.9(3) . . ?
C6 C1 C2 120.9(3) . . ?
F2 Sn1 F2 92.91(14) 2_675 . ?
F2 Sn1 F1 91.77(10) 2_675 2_675 ?
F2 Sn1 F1 88.80(10) . 2_675 ?
F2 Sn1 F1 88.80(10) 2_675 . ?
F2 Sn1 F1 91.76(10) . . ?
F1 Sn1 F1 179.17(13) 2_675 . ?
F2 Sn1 F3 90.85(10) 2_675 . ?
F2 Sn1 F3 174.65(11) . . ?
F1 Sn1 F3 87.28(9) 2_675 . ?
F1 Sn1 F3 92.12(9) . . ?
F2 Sn1 F3 174.65(11) 2_675 2_675 ?
F2 Sn1 F3 90.85(10) . 2_675 ?
F1 Sn1 F3 92.11(9) 2_675 2_675 ?
F1 Sn1 F3 87.28(9) . 2_675 ?
F3 Sn1 F3 85.65(14) . 2_675 ?
C1 C2 C3 119.9(3) . . ?
C2 C3 C4 120.3(3) . . ?
C3 C4 C5 119.0(3) . . ?
C3 C4 C7 121.1(3) . . ?
C5 C4 C7 119.9(3) . . ?
C4 C5 C6 121.0(3) . . ?
C1 C6 C5 118.9(3) . . ?
N1 C7 C4 112.9(3) . . ?
N1 C7 C8 105.7(3) . . ?
C4 C7 C8 114.1(3) . . ?
O2 C8 O3 125.4(4) . . ?
O2 C8 C7 121.6(4) . . ?
O3 C8 C7 113.0(3) . . ?



# END of CIF


