# Supplementary Information (SI) for Dalton Transactions.
# 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_3-1
_database_code_depnum_ccdc_archive 'CCDC 2440081'
loop_
_audit_author_name
_audit_author_address
'Yunxiao Zhang'
;XinJiang University
China
;
_audit_update_record             
;
2025-04-01 deposited with the CCDC.	2025-06-24 downloaded from the CCDC.
;
_audit_creation_date             2025-03-11
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 F2 O8 Sb, 2(H2 O), 3(C H6 N3)'
_chemical_formula_sum            'C7 H22 F2 N9 O10 Sb'
_chemical_formula_weight         552.08
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3223(7)
_cell_length_b                   11.0455(9)
_cell_length_c                   12.2379(8)
_cell_angle_alpha                69.660(3)
_cell_angle_beta                 76.132(3)
_cell_angle_gamma                69.725(3)
_cell_volume                     980.32(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7013
_cell_measurement_temperature    290.00
_cell_measurement_theta_max      25.24
_cell_measurement_theta_min      2.63
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.493
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6678
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1358 before and 0.0827 after correction.
The Ratio of minimum to maximum transmission is 0.8957.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.870
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0970
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            24593
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.587
_diffrn_reflns_theta_min         2.054
_diffrn_ambient_temperature      290.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3741
_reflns_number_total             4497
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.527
_refine_diff_density_min         -0.875
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       0.0026(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         4497
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0386
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+1.2806P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0741
_refine_ls_wR_factor_ref         0.0809
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Free rotating group:
 O10(H10A,H10B), O9(H9C,H9D)
1.b X=CH2 refined with riding coordinates:
 N4(H4A,H4B), N8(H8A,H8B), N5(H5A,H5B), N1(H1A,H1B), N3(H3A,H3B), N2(H2A,H2B),
 N6(H6A,H6B), N9(H9A,H9B), N7(H7A,H7B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb01 Sb 0.06085(3) 0.30728(3) 0.65626(2) 0.03027(10) Uani 1 1 d . . . . .
F002 F 0.2692(3) 0.2389(2) 0.7301(2) 0.0407(5) Uani 1 1 d . . . . .
F003 F 0.0229(3) 0.1287(2) 0.7712(2) 0.0475(6) Uani 1 1 d . . . . .
O3 O 0.2501(4) 0.3931(3) 0.4993(2) 0.0385(6) Uani 1 1 d . . . . .
O4 O 0.1991(4) 0.1523(3) 0.5587(2) 0.0385(6) Uani 1 1 d . . . . .
O5 O -0.0820(4) 0.3519(3) 0.8358(2) 0.0427(7) Uani 1 1 d . . . . .
O2 O 0.4143(4) 0.3614(3) 0.3328(3) 0.0490(8) Uani 1 1 d . . . . .
O6 O 0.0881(4) 0.5091(3) 0.6736(3) 0.0482(8) Uani 1 1 d . . . . .
O1 O 0.3658(4) 0.1133(3) 0.3967(3) 0.0556(9) Uani 1 1 d . . . . .
O7 O -0.0480(4) 0.6798(3) 0.7489(3) 0.0585(9) Uani 1 1 d . . . . .
O8 O -0.2282(4) 0.5143(3) 0.9189(3) 0.0550(8) Uani 1 1 d . . . . .
O10 O 0.5257(4) 0.5812(3) 0.2909(3) 0.0586(9) Uani 1 1 d G . . . .
H10A H 0.631745 0.565853 0.295115 0.088 Uiso 1 1 d G U . . .
H10B H 0.504129 0.507013 0.304997 0.088 Uiso 1 1 d G U . . .
O9 O -0.3329(4) 0.1725(3) 0.8442(3) 0.0632(10) Uani 1 1 d G . . . .
H9C H -0.398384 0.248539 0.810413 0.095 Uiso 1 1 d G U . . .
H9D H -0.228403 0.174495 0.826226 0.095 Uiso 1 1 d G U . . .
N4 N 0.2741(5) -0.3284(3) 0.4871(3) 0.0477(9) Uani 1 1 d . . . . .
H4A H 0.347574 -0.365327 0.436877 0.057 Uiso 1 1 calc R U . . .
H4B H 0.204532 -0.370048 0.536921 0.057 Uiso 1 1 calc R U . . .
N8 N -0.2985(4) 0.9274(4) 1.0279(3) 0.0439(8) Uani 1 1 d . . . . .
H8A H -0.295088 0.898979 1.102513 0.053 Uiso 1 1 calc R U . . .
H8B H -0.317405 1.012093 0.991607 0.053 Uiso 1 1 calc R U . . .
N5 N 0.3745(5) -0.1439(3) 0.4118(3) 0.0482(9) Uani 1 1 d . . . . .
H5A H 0.448103 -0.180420 0.361400 0.058 Uiso 1 1 calc R U . . .
H5B H 0.370147 -0.065236 0.412571 0.058 Uiso 1 1 calc R U . . .
N1 N 0.8689(4) 0.1526(4) 0.0710(3) 0.0481(9) Uani 1 1 d . . . . .
H1A H 0.900188 0.207588 0.006326 0.058 Uiso 1 1 calc R U . . .
H1B H 0.933349 0.070915 0.093010 0.058 Uiso 1 1 calc R U . . .
N3 N 0.6754(5) 0.1074(4) 0.2345(3) 0.0487(9) Uani 1 1 d . . . . .
H3A H 0.579354 0.132249 0.277636 0.058 Uiso 1 1 calc R U . . .
H3B H 0.741314 0.026028 0.255252 0.058 Uiso 1 1 calc R U . . .
N2 N 0.6224(5) 0.3184(4) 0.1035(4) 0.0544(10) Uani 1 1 d . . . . .
H2A H 0.526100 0.344487 0.145954 0.065 Uiso 1 1 calc R U . . .
H2B H 0.653939 0.374014 0.039385 0.065 Uiso 1 1 calc R U . . .
N6 N 0.1533(5) -0.1502(4) 0.5642(4) 0.0530(10) Uani 1 1 d . . . . .
H6A H 0.082581 -0.191208 0.613380 0.064 Uiso 1 1 calc R U . . .
H6B H 0.149643 -0.071512 0.564565 0.064 Uiso 1 1 calc R U . . .
C2 C 0.2683(5) -0.2083(4) 0.4878(4) 0.0377(9) Uani 1 1 d . . . . .
N9 N -0.2457(5) 0.7116(4) 1.0235(4) 0.0549(10) Uani 1 1 d . . . . .
H9A H -0.242043 0.682247 1.098109 0.066 Uiso 1 1 calc R U . . .
H9B H -0.230292 0.656140 0.984526 0.066 Uiso 1 1 calc R U . . .
C4 C 0.3229(5) 0.3259(4) 0.4267(3) 0.0331(8) Uani 1 1 d . . . . .
C3 C 0.2945(5) 0.1853(4) 0.4627(4) 0.0355(9) Uani 1 1 d . . . . .
N7 N -0.2803(5) 0.8870(4) 0.8546(3) 0.0569(11) Uani 1 1 d . . . . .
H7A H -0.264893 0.831923 0.815206 0.068 Uiso 1 1 calc R U . . .
H7B H -0.299325 0.971980 0.819394 0.068 Uiso 1 1 calc R U . . .
C1 C 0.7214(5) 0.1938(4) 0.1367(4) 0.0384(9) Uani 1 1 d . . . . .
C6 C -0.1211(5) 0.4711(4) 0.8425(4) 0.0381(9) Uani 1 1 d . . . . .
C5 C -0.0205(5) 0.5632(4) 0.7488(4) 0.0367(9) Uani 1 1 d . . . . .
C7 C -0.2747(5) 0.8412(4) 0.9692(4) 0.0400(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
Sb01 F002 1.940(2) . ?
Sb01 F003 2.064(2) . ?
Sb01 O3 2.321(3) . ?
Sb01 O4 2.253(3) . ?
Sb01 O5 2.361(3) . ?
Sb01 O6 2.402(3) . ?
O3 C4 1.263(4) . ?
O4 C3 1.265(5) . ?
O5 C6 1.270(5) . ?
O2 C4 1.236(5) . ?
O6 C5 1.276(5) . ?
O1 C3 1.236(5) . ?
O7 C5 1.228(5) . ?
O8 C6 1.229(5) . ?
O10 H10A 0.8499 . ?
O10 H10B 0.8499 . ?
O9 H9C 0.8501 . ?
O9 H9D 0.8500 . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
N4 C2 1.313(5) . ?
N8 H8A 0.8600 . ?
N8 H8B 0.8600 . ?
N8 C7 1.319(5) . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?
N5 C2 1.316(5) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C1 1.324(5) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
N3 C1 1.315(5) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N2 C1 1.313(5) . ?
N6 H6A 0.8600 . ?
N6 H6B 0.8600 . ?
N6 C2 1.329(6) . ?
N9 H9A 0.8600 . ?
N9 H9B 0.8600 . ?
N9 C7 1.313(5) . ?
C4 C3 1.546(5) . ?
N7 H7A 0.8600 . ?
N7 H7B 0.8600 . ?
N7 C7 1.322(5) . ?
C6 C5 1.540(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
F002 Sb01 F003 80.80(10) . . ?
F002 Sb01 O3 80.02(10) . . ?
F002 Sb01 O4 84.64(10) . . ?
F002 Sb01 O5 85.07(10) . . ?
F002 Sb01 O6 78.07(10) . . ?
F003 Sb01 O3 142.35(9) . . ?
F003 Sb01 O4 75.11(10) . . ?
F003 Sb01 O5 73.05(10) . . ?
F003 Sb01 O6 135.96(10) . . ?
O3 Sb01 O5 136.49(10) . . ?
O3 Sb01 O6 69.96(9) . . ?
O4 Sb01 O3 71.09(9) . . ?
O4 Sb01 O5 147.70(10) . . ?
O4 Sb01 O6 139.47(10) . . ?
O5 Sb01 O6 67.03(10) . . ?
C4 O3 Sb01 117.2(2) . . ?
C3 O4 Sb01 118.5(2) . . ?
C6 O5 Sb01 118.8(3) . . ?
C5 O6 Sb01 117.9(2) . . ?
H10A O10 H10B 109.5 . . ?
H9C O9 H9D 109.5 . . ?
H4A N4 H4B 120.0 . . ?
C2 N4 H4A 120.0 . . ?
C2 N4 H4B 120.0 . . ?
H8A N8 H8B 120.0 . . ?
C7 N8 H8A 120.0 . . ?
C7 N8 H8B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C2 N5 H5A 120.0 . . ?
C2 N5 H5B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
C1 N3 H3A 120.0 . . ?
C1 N3 H3B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
C2 N6 H6A 120.0 . . ?
C2 N6 H6B 120.0 . . ?
N4 C2 N5 120.3(4) . . ?
N4 C2 N6 120.1(4) . . ?
N5 C2 N6 119.6(4) . . ?
H9A N9 H9B 120.0 . . ?
C7 N9 H9A 120.0 . . ?
C7 N9 H9B 120.0 . . ?
O3 C4 C3 115.3(3) . . ?
O2 C4 O3 126.3(4) . . ?
O2 C4 C3 118.5(3) . . ?
O4 C3 C4 117.0(3) . . ?
O1 C3 O4 124.6(4) . . ?
O1 C3 C4 118.4(4) . . ?
H7A N7 H7B 120.0 . . ?
C7 N7 H7A 120.0 . . ?
C7 N7 H7B 120.0 . . ?
N3 C1 N1 118.9(4) . . ?
N2 C1 N1 120.3(4) . . ?
N2 C1 N3 120.9(4) . . ?
O5 C6 C5 115.7(3) . . ?
O8 C6 O5 124.6(4) . . ?
O8 C6 C5 119.7(4) . . ?
O6 C5 C6 114.9(3) . . ?
O7 C5 O6 124.6(4) . . ?
O7 C5 C6 120.5(4) . . ?
N8 C7 N7 119.0(4) . . ?
N9 C7 N8 120.7(4) . . ?
N9 C7 N7 120.3(4) . . ?

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
Sb01 O3 C4 O2 172.9(3) . . . . ?
Sb01 O3 C4 C3 -8.2(4) . . . . ?
Sb01 O4 C3 O1 -174.0(3) . . . . ?
Sb01 O4 C3 C4 6.1(4) . . . . ?
Sb01 O5 C6 O8 162.2(3) . . . . ?
Sb01 O5 C6 C5 -19.6(5) . . . . ?
Sb01 O6 C5 O7 -162.4(4) . . . . ?
Sb01 O6 C5 C6 17.0(5) . . . . ?
O3 C4 C3 O4 1.6(5) . . . . ?
O3 C4 C3 O1 -178.3(4) . . . . ?
O5 C6 C5 O6 1.4(6) . . . . ?
O5 C6 C5 O7 -179.2(4) . . . . ?
O2 C4 C3 O4 -179.4(4) . . . . ?
O2 C4 C3 O1 0.7(6) . . . . ?
O8 C6 C5 O6 179.8(4) . . . . ?
O8 C6 C5 O7 -0.9(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_86-b
_database_code_depnum_ccdc_archive 'CCDC 2440082'
loop_
_audit_author_name
_audit_author_address
'Yunxiao Zhang'
;XinJiang University
China
;
_audit_update_record             
;
2025-04-01 deposited with the CCDC.	2025-06-24 downloaded from the CCDC.
;
_audit_creation_date             2025-02-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 F4 O12 Sb2, 2(H2 O), 4(H4 N)'
_chemical_formula_sum            'C6 H20 F4 N4 O14 Sb2'
_chemical_formula_weight         691.76
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.6392(5)
_cell_length_b                   9.8051(5)
_cell_length_c                   11.7908(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.628(2)
_cell_angle_gamma                90
_cell_volume                     995.52(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9398
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.506
_cell_measurement_theta_min      3.501
_shelx_estimated_absorpt_T_max   0.765
_shelx_estimated_absorpt_T_min   0.710
_exptl_absorpt_coefficient_mu    2.825
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6682
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0993 before and 0.0615 after correction.
The Ratio of minimum to maximum transmission is 0.8962.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.308
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             668
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            29432
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.511
_diffrn_reflns_theta_min         2.705
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'Bruker PHOTON-II area detector'
_diffrn_detector_area_resol_mean 7.4
_diffrn_detector_type            'CMOS-PHOTONII area detector'
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTON-II area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2050
_reflns_number_total             2229
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_collection       'Bruker D8 Venture diffractometer'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2229
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0253
_refine_ls_R_factor_gt           0.0226
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0282P)²+1.3996P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0599
_refine_ls_wR_factor_ref         0.0623
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
O8 \\sim O8A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
3. Others
 Sof(O8A)=Sof(H8AA)=Sof(H8AB)=1-FVAR(1)
 Sof(O8)=Sof(H8A)=Sof(H8B)=FVAR(1)
4.a Riding coordinates:
 N9(H9A), N9(H9B,H9C,H9D), N7(H7A), N7(H7B,H7C,H7D), O8(H8A,H8B), O8A(H8AA,H8AB)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Sb1 Sb 0.12777(2) 0.40353(2) 0.74008(2) 0.02661(9) Uani 1 1 d . . . . .
F1 F -0.0256(2) 0.4706(2) 0.85281(15) 0.0405(4) Uani 1 1 d . . . . .
F2 F 0.1926(2) 0.59015(17) 0.75181(16) 0.0362(4) Uani 1 1 d . . . . .
O5 O 0.3904(2) 0.3817(2) 0.72226(17) 0.0317(4) Uani 1 1 d . . . . .
O1 O -0.1896(2) 0.5450(2) 0.45365(17) 0.0336(4) Uani 1 1 d . . . . .
O2 O -0.0877(3) 0.4967(3) 0.62804(17) 0.0408(5) Uani 1 1 d . . . . .
O3 O 0.2496(2) 0.3781(2) 0.91377(17) 0.0347(5) Uani 1 1 d . . . . .
O6 O 0.6209(2) 0.3532(3) 0.81779(19) 0.0388(5) Uani 1 1 d . . . . .
C3 C 0.4787(3) 0.3631(3) 0.8123(2) 0.0268(5) Uani 1 1 d . . . . .
N9 N -0.1714(3) 0.3207(3) 1.0171(2) 0.0337(5) Uani 1 1 d . . . . .
H9A H -0.221304 0.377504 1.060438 0.040 Uiso 1 1 d R U . . .
H9B H -0.197104 0.339034 0.944138 0.040 Uiso 1 1 d R U . . .
H9C H -0.069404 0.331104 1.032008 0.040 Uiso 1 1 d R U . . .
H9D H -0.197634 0.235204 1.032008 0.040 Uiso 1 1 d R U . . .
O4 O 0.4712(3) 0.3261(3) 1.01311(18) 0.0444(6) Uani 1 1 d . . . . .
C2 C 0.3957(3) 0.3547(3) 0.9236(2) 0.0296(6) Uani 1 1 d . . . . .
C1 C -0.0797(3) 0.5121(3) 0.5233(2) 0.0289(6) Uani 1 1 d . . . . .
N7 N 0.7728(4) 0.1524(3) 0.6993(3) 0.0482(7) Uani 1 1 d . . . . .
H7A H 0.753782 0.165579 0.624801 0.058 Uiso 1 1 d R U . . .
H7B H 0.833692 0.079779 0.711381 0.058 Uiso 1 1 d R U . . .
H7C H 0.819992 0.225579 0.730531 0.058 Uiso 1 1 d R U . . .
H7D H 0.683632 0.138769 0.730531 0.058 Uiso 1 1 d R U . . .
O8 O 0.483(2) 0.6175(13) 0.5939(9) 0.054(2) Uani 0.54(3) 1 d . U P A 1
H8A H 0.456761 0.548581 0.631478 0.082 Uiso 0.54(3) 1 d R U P A 1
H8B H 0.407221 0.672131 0.594918 0.082 Uiso 0.54(3) 1 d R U P A 1
O8A O 0.546(2) 0.5925(14) 0.6011(11) 0.050(2) Uani 0.46(3) 1 d . U P A 2
H8AA H 0.505222 0.519703 0.624054 0.076 Uiso 0.46(3) 1 d R U P A 2
H8AB H 0.619152 0.572253 0.559884 0.076 Uiso 0.46(3) 1 d R U P A 2


_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
Sb1 F1 2.0591(17) . ?
Sb1 F2 1.9153(17) . ?
Sb1 O5 2.305(2) . ?
Sb1 O1 2.440(2) 3_566 ?
Sb1 O2 2.376(2) . ?
Sb1 O3 2.240(2) . ?
O5 C3 1.269(3) . ?
O1 C1 1.247(3) . ?
O2 C1 1.251(3) . ?
O3 C2 1.279(4) . ?
O6 C3 1.229(3) . ?
C3 C2 1.548(4) . ?
N9 H9A 0.8902 . ?
N9 H9B 0.8896 . ?
N9 H9C 0.8899 . ?
N9 H9D 0.8899 . ?
O4 C2 1.227(3) . ?
C1 C1 1.542(5) 3_566 ?
N7 H7A 0.8901 . ?
N7 H7B 0.8900 . ?
N7 H7C 0.8903 . ?
N7 H7D 0.8900 . ?
O8 H8A 0.8501 . ?
O8 H8B 0.8500 . ?
O8A H8AA 0.8501 . ?
O8A H8AB 0.8500 . ?

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 Sb1 O5 141.07(8) . . ?
F1 Sb1 O1 137.65(7) . 3_566 ?
F1 Sb1 O2 73.74(7) . . ?
F1 Sb1 O3 74.03(7) . . ?
F2 Sb1 F1 81.25(8) . . ?
F2 Sb1 O5 79.12(8) . . ?
F2 Sb1 O1 77.60(8) . 3_566 ?
F2 Sb1 O2 83.35(9) . . ?
F2 Sb1 O3 85.84(8) . . ?
O5 Sb1 O1 69.06(7) . 3_566 ?
O5 Sb1 O2 135.85(8) . . ?
O2 Sb1 O1 67.72(7) . 3_566 ?
O3 Sb1 O5 71.31(7) . . ?
O3 Sb1 O1 139.18(7) . 3_566 ?
O3 Sb1 O2 147.18(7) . . ?
C3 O5 Sb1 117.82(18) . . ?
C1 O1 Sb1 117.26(18) . 3_566 ?
C1 O2 Sb1 119.47(18) . . ?
C2 O3 Sb1 119.39(18) . . ?
O5 C3 C2 115.4(2) . . ?
O6 C3 O5 125.9(3) . . ?
O6 C3 C2 118.7(2) . . ?
H9A N9 H9B 109.5 . . ?
H9A N9 H9C 109.5 . . ?
H9A N9 H9D 109.5 . . ?
H9B N9 H9C 109.5 . . ?
H9B N9 H9D 109.5 . . ?
H9C N9 H9D 109.5 . . ?
O3 C2 C3 115.8(2) . . ?
O4 C2 O3 124.8(3) . . ?
O4 C2 C3 119.4(3) . . ?
O1 C1 O2 125.6(3) . . ?
O1 C1 C1 117.3(3) . 3_566 ?
O2 C1 C1 117.1(3) . 3_566 ?
H7A N7 H7B 109.5 . . ?
H7A N7 H7C 109.4 . . ?
H7A N7 H7D 109.5 . . ?
H7B N7 H7C 109.5 . . ?
H7B N7 H7D 109.5 . . ?
H7C N7 H7D 109.4 . . ?
H8A O8 H8B 104.5 . . ?
H8AA O8A H8AB 109.5 . . ?

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
N9 H9A F2 0.89 2.23 2.881(3) 129.6 3_567 yes
N9 H9A O3 0.89 2.43 3.152(3) 138.3 3_567 yes
N9 H9B O6 0.89 2.08 2.858(3) 145.2 1_455 yes
N9 H9D O5 0.89 2.58 3.141(3) 121.9 4_566 yes
N9 H9D O1 0.89 2.12 2.990(3) 166.4 2_446 yes
N7 H7B O6 0.89 2.29 3.085(4) 149.3 2_646 yes
N7 H7D O2 0.89 2.37 3.091(4) 137.9 2_546 yes
O8 H8A O5 0.85 2.06 2.912(10) 179.6 . yes
O8 H8B O3 0.85 2.43 3.250(19) 162.5 2_556 yes
O8A H8AA O5 0.85 2.08 2.904(11) 162.0 . yes
O8A H8AB O1 0.85 2.17 3.015(16) 173.6 1_655 yes
O8A H8AB O2 0.85 2.70 3.29(2) 128.0 1_655 yes

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
Sb1 O5 C3 O6 -177.9(2) . . . . ?
Sb1 O5 C3 C2 1.2(3) . . . . ?
Sb1 O1 C1 O2 171.9(3) 3_566 . . . ?
Sb1 O1 C1 C1 -8.3(4) 3_566 . . 3_566 ?
Sb1 O2 C1 O1 171.4(2) . . . . ?
Sb1 O2 C1 C1 -8.4(4) . . . 3_566 ?
Sb1 O3 C2 C3 6.9(3) . . . . ?
Sb1 O3 C2 O4 -172.6(3) . . . . ?
O5 C3 C2 O3 -5.3(4) . . . . ?
O5 C3 C2 O4 174.2(3) . . . . ?
O6 C3 C2 O3 173.9(3) . . . . ?
O6 C3 C2 O4 -6.6(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
