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

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

data_2fcsb
_database_code_depnum_ccdc_archive 'CCDC 2155849'
loop_
_audit_author_name
_audit_author_address
'Ning Song'
;JiangXi University of Science and Technology
China
;
_audit_update_record             
;
2022-03-02 deposited with the CCDC.	2022-04-26 downloaded from the CCDC.
;
_vrf_PLAT097_2fcsb               
;
PROBLEM: Large Reported Max.  (Positive) Residual Density      11.64 eA-3  
RESPONSE: These alerts are generated because there is a large amount of disorder
in the structure.
;
_vrf_PLAT084_2fcsb               
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.51 Report
RESPONSE: This is due to the low quality of post synthetically modified crystals
and disorder of ligands.
;
_audit_creation_date             2022-02-15
_audit_creation_method           
;
FinalCif V86 by Daniel Kratzert, Freiburg 2022,
https://github.com/dkratzert/FinalCif
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C6 H18 Br6 F6 N3 Sb'
_chemical_formula_moiety         'Br6 Sb, 3(C2 H6 F2 N)'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_chemical_formula_weight         847.44
_chemical_melting_point          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C6) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(N1) \\sim
Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(N3) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(F5) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(N2) \\sim
Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Ternary CH refined with riding coordinates:
 C1(H1), C3(H3), C5(H5)
3.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C6(H6A,H6B), C2(H2A,H2B)
3.c Idealised Me refined as rotating group:
 N2(H2C,H2D,H2E), N3(H3A,H3B,H3C), N1(H1A,H1B,H1C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_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'
_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.0145(3)
_cell_length_b                   12.1192(4)
_cell_length_c                   21.2967(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.686(3)
_cell_angle_gamma                90
_cell_volume                     2067.64(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    133
_cell_measurement_reflns_used    16798
_cell_measurement_theta_min      1.9120
_cell_measurement_theta_max      31.7160
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.722
_exptl_crystal_F_000             1560
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    12.975
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.00916
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.781
_shelx_estimated_absorpt_T_max   0.881
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      133.2(4)
_diffrn_ambient_environment      ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          ?
_diffrn_source                   ?
_diffrn_source_type              ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_detector                 ?
_diffrn_detector_type            ?
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_measurement_specimen_support ?
_diffrn_reflns_number            27712
_diffrn_reflns_av_unetI/netI     0.0605
_diffrn_reflns_av_R_equivalents  0.1773
_diffrn_reflns_theta_min         1.913
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3660
_reflns_number_gt                3394
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_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)+(0.0910P)²+2068.6377P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3660
_refine_ls_number_parameters     202
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.2043
_refine_ls_R_factor_gt           0.2014
_refine_ls_wR_factor_ref         0.5062
_refine_ls_wR_factor_gt          0.5057
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_restrained_S_all      1.142
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         11.644
_refine_diff_density_min         -3.749
_refine_diff_density_rms         1.008
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'
Br Br -0.2901 2.4595 '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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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 0.9846(4) 0.6457(3) 0.17310(15) 0.0123(8) Uani 1 1 d . . . . .
Br1 Br 1.0058(7) 0.4191(4) 0.1913(2) 0.0154(11) Uani 1 1 d . . . . .
Br6 Br 0.9472(7) 0.8765(4) 0.1637(2) 0.0179(12) Uani 1 1 d . . . . .
Br4 Br 0.7308(7) 0.6406(4) 0.2529(2) 0.0184(12) Uani 1 1 d . . . . .
Br5 Br 0.7592(7) 0.6050(5) 0.0700(2) 0.0244(14) Uani 1 1 d . . . . .
Br2 Br 1.2637(7) 0.6283(5) 0.0855(2) 0.0230(13) Uani 1 1 d . . . . .
Br3 Br 1.2304(7) 0.6709(5) 0.2648(2) 0.0197(12) Uani 1 1 d . . . . .
F1 F 1.140(4) 0.877(3) 0.0047(17) 0.031(8) Uani 1 1 d . . . . .
F4 F 1.586(5) 0.288(3) 0.060(2) 0.042(10) Uani 1 1 d . . . . .
F2 F 0.875(5) 0.887(3) -0.0171(17) 0.036(9) Uani 1 1 d . . . . .
C4 C 1.541(6) 0.370(4) 0.153(2) 0.016(10) Uani 1 1 d . U . . .
H4A H 1.650648 0.403464 0.152425 0.019 Uiso 1 1 calc R U . . .
H4B H 1.551384 0.298901 0.172941 0.019 Uiso 1 1 calc R U . . .
C1 C 1.026(7) 0.887(5) -0.041(3) 0.020(11) Uani 1 1 d . U . . .
H1 H 1.045358 0.952176 -0.066450 0.024 Uiso 1 1 calc R U . . .
C3 C 1.483(6) 0.353(4) 0.088(2) 0.015(10) Uani 1 1 d . U . . .
H3 H 1.480515 0.424592 0.066502 0.018 Uiso 1 1 calc R U . . .
N2 N 1.429(6) 0.442(4) 0.191(2) 0.021(10) Uani 1 1 d . U . . .
H2C H 1.461501 0.438824 0.231013 0.025 Uiso 1 1 calc R U . . .
H2D H 1.323974 0.417813 0.186618 0.025 Uiso 1 1 calc R U . . .
H2E H 1.434309 0.511173 0.177257 0.025 Uiso 1 1 calc R U . . .
F5 F 0.986(4) 0.397(3) 0.4648(15) 0.025(7) Uani 1 1 d . U . . .
C6 C 1.083(6) 0.408(4) 0.361(2) 0.015(10) Uani 1 1 d . U . . .
H6A H 1.093371 0.457684 0.325966 0.018 Uiso 1 1 calc R U . . .
H6B H 1.192851 0.377895 0.370884 0.018 Uiso 1 1 calc R U . . .
C5 C 1.031(7) 0.476(6) 0.417(3) 0.027(14) Uani 1 1 d . . . . .
H5 H 1.116117 0.528345 0.431783 0.032 Uiso 1 1 calc R U . . .
F6 F 0.884(5) 0.523(4) 0.4023(19) 0.041(10) Uani 1 1 d . . . . .
N3 N 0.975(6) 0.319(4) 0.342(2) 0.024(10) Uani 1 1 d . U . . .
H3A H 0.972664 0.268827 0.372734 0.029 Uiso 1 1 calc R U . . .
H3B H 1.013416 0.288098 0.307596 0.029 Uiso 1 1 calc R U . . .
H3C H 0.872604 0.344731 0.334548 0.029 Uiso 1 1 calc R U . . .
N1 N 1.026(5) 0.680(3) -0.0449(18) 0.008(8) Uani 1 1 d . U . . .
H1A H 1.074007 0.625391 -0.065933 0.010 Uiso 1 1 calc R U . . .
H1B H 0.918554 0.663250 -0.039840 0.010 Uiso 1 1 calc R U . . .
H1C H 1.076543 0.687277 -0.007458 0.010 Uiso 1 1 calc R U . . .
C2 C 1.038(8) 0.781(5) -0.080(3) 0.026(13) Uani 1 1 d . . . . .
H2A H 0.949914 0.781897 -0.111749 0.031 Uiso 1 1 calc R U . . .
H2B H 1.143673 0.781020 -0.100631 0.031 Uiso 1 1 calc R U . . .
F3 F 1.326(4) 0.311(3) 0.0885(17) 0.031(8) Uani 1 1 d . U . . .


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 Br1 2.778(6) . ?
Sb1 Br6 2.820(6) . ?
Sb1 Br4 2.690(6) . ?
Sb1 Br5 2.845(6) . ?
Sb1 Br2 2.961(6) . ?
Sb1 Br3 2.750(6) . ?
F1 C1 1.31(7) . ?
F4 C3 1.30(6) . ?
F2 C1 1.33(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.44(7) . ?
C4 N2 1.50(7) . ?
C1 H1 0.9800 . ?
C1 C2 1.53(8) . ?
C3 H3 0.9800 . ?
C3 F3 1.36(6) . ?
N2 H2C 0.8900 . ?
N2 H2D 0.8900 . ?
N2 H2E 0.8900 . ?
F5 C5 1.44(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C5 1.51(7) . ?
C6 N3 1.43(7) . ?
C5 H5 0.9800 . ?
C5 F6 1.34(7) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C2 1.44(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?

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
Br1 Sb1 Br6 175.2(2) . . ?
Br1 Sb1 Br5 88.37(18) . . ?
Br1 Sb1 Br2 88.48(18) . . ?
Br6 Sb1 Br5 93.03(19) . . ?
Br6 Sb1 Br2 96.10(19) . . ?
Br4 Sb1 Br1 86.20(18) . . ?
Br4 Sb1 Br6 89.24(19) . . ?
Br4 Sb1 Br5 90.54(19) . . ?
Br4 Sb1 Br2 174.6(2) . . ?
Br4 Sb1 Br3 95.34(19) . . ?
Br5 Sb1 Br2 88.61(18) . . ?
Br3 Sb1 Br1 88.35(18) . . ?
Br3 Sb1 Br6 90.73(18) . . ?
Br3 Sb1 Br5 173.1(2) . . ?
Br3 Sb1 Br2 85.20(18) . . ?
H4A C4 H4B 107.6 . . ?
C3 C4 H4A 108.6 . . ?
C3 C4 H4B 108.6 . . ?
C3 C4 N2 115(4) . . ?
N2 C4 H4A 108.6 . . ?
N2 C4 H4B 108.6 . . ?
F1 C1 F2 110(5) . . ?
F1 C1 H1 111.4 . . ?
F1 C1 C2 106(5) . . ?
F2 C1 H1 111.4 . . ?
F2 C1 C2 106(5) . . ?
C2 C1 H1 111.4 . . ?
F4 C3 C4 109(4) . . ?
F4 C3 H3 109.1 . . ?
F4 C3 F3 112(4) . . ?
C4 C3 H3 109.1 . . ?
F3 C3 C4 109(4) . . ?
F3 C3 H3 109.1 . . ?
C4 N2 H2C 109.5 . . ?
C4 N2 H2D 109.5 . . ?
C4 N2 H2E 109.5 . . ?
H2C N2 H2D 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?
H6A C6 H6B 107.3 . . ?
C5 C6 H6A 108.1 . . ?
C5 C6 H6B 108.1 . . ?
N3 C6 H6A 108.1 . . ?
N3 C6 H6B 108.1 . . ?
N3 C6 C5 117(5) . . ?
F5 C5 C6 106(5) . . ?
F5 C5 H5 113.2 . . ?
C6 C5 H5 113.2 . . ?
F6 C5 F5 103(5) . . ?
F6 C5 C6 108(4) . . ?
F6 C5 H5 113.2 . . ?
C6 N3 H3A 109.5 . . ?
C6 N3 H3B 109.5 . . ?
C6 N3 H3C 109.5 . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
C1 C2 H2A 108.4 . . ?
C1 C2 H2B 108.4 . . ?
N1 C2 C1 116(4) . . ?
N1 C2 H2A 108.4 . . ?
N1 C2 H2B 108.4 . . ?
H2A C2 H2B 107.4 . . ?

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
F1 C1 C2 N1 54(6) . . . . ?
F2 C1 C2 N1 -63(6) . . . . ?
N2 C4 C3 F4 -178(4) . . . . ?
N2 C4 C3 F3 -56(6) . . . . ?
N3 C6 C5 F5 47(6) . . . . ?
N3 C6 C5 F6 -62(7) . . . . ?

####################################################################### 
# 
# 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_csp_1_t293k
_database_code_depnum_ccdc_archive 'CCDC 2155855'
loop_
_audit_author_name
_audit_author_address
'Ning Song'
;Jiangxi University of science and technology
China
;
_audit_update_record             
;
2022-03-02 deposited with the CCDC.	2022-04-26 downloaded from the CCDC.
;
_audit_creation_date             2021-02-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'Br6 Sb, C2 H5 F3 N, 2(C2 H6 F2 N)'
_chemical_formula_sum            'C6 H14 Br6 F7 N3 Sb'
_chemical_formula_weight         862.41
_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'
Br Br -0.2901 2.4595 '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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           58
_space_group_name_H-M_alt        'P n n m'
_space_group_name_Hall           '-P 2 2n'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z'
3 'x+1/2, -y+1/2, -z+1/2'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, y, -z'
7 '-x-1/2, y-1/2, z-1/2'
8 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.3766(5)
_cell_length_b                   21.5176(8)
_cell_length_c                   8.0757(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2150.68(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5957
_cell_measurement_temperature    292.99(10)
_cell_measurement_theta_max      29.7830
_cell_measurement_theta_min      2.6900
_exptl_absorpt_coefficient_mu    12.483
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.12900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.14e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.663
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1580
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            11862
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.69
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00 -29.00   0.50    3.00    --    6.16 -16.00-172.00   50
  2  ω    -19.00  28.00   0.50    3.00    --   -5.69 -99.00 -60.00   94
  3  ω    -20.00  39.00   0.50    3.00    --    6.16 -99.00 -30.00  118
  4  ω     -4.00  22.00   0.50    3.00    --    6.16 -99.00 120.00   52
  5  ω    -21.00  22.00   0.50    3.00    --    6.16 -16.00-172.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0056021000
_diffrn_orient_matrix_UB_12      -0.0564701000
_diffrn_orient_matrix_UB_13      -0.0009200000
_diffrn_orient_matrix_UB_21      0.0317113000
_diffrn_orient_matrix_UB_22      0.0094010000
_diffrn_orient_matrix_UB_23      0.0191553000
_diffrn_orient_matrix_UB_31      -0.0070365000
_diffrn_orient_matrix_UB_32      -0.0027121000
_diffrn_orient_matrix_UB_33      0.0857143000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1733
_reflns_number_total             2046
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.097
_refine_diff_density_min         -1.073
_refine_diff_density_rms         0.180
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2046
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0487
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0989P)²+3.6882P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1486
_refine_ls_wR_factor_ref         0.1529
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
2. Restrained distances
 F1-C1
 2.4 with sigma of 0.02
 F1-C2
 1.25 with sigma of 0.02
3. Others
 Fixed Sof: H2a(0.5) H2b(0.5) H2c(0.5) H4a(0.5) H4b(0.5) H3a(0.5) H3b(0.5)
 H3c(0.5) H6a(0.5) H6b(0.5) H1a(0.5) H1b(0.5) H1c(0.5) H1d(0.5) H1e(0.5)
4.a Ternary CH refined with riding coordinates:
 C5(H5), C2(H2)
4.b Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b), C6(H6a,H6b), C1(H1d,H1e)
4.c Idealised Me refined as rotating group:
 N2(H2a,H2b,H2c), N3(H3a,H3b,H3c), N1(H1a,H1b,H1c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Sb1 Sb 0.38979(5) 0.32515(3) 0.0000 0.0438(3) Uani 1 d . . 2 S T P
Br4 Br 0.62161(8) 0.31627(6) 0.0000 0.0654(4) Uani 1 d . . 2 S T P
Br2 Br 0.38397(8) 0.23914(4) -0.24703(10) 0.0723(3) Uani 1 d . . 1 . . .
Br1 Br 0.40184(8) 0.41994(4) -0.25242(10) 0.0719(3) Uani 1 d . . 1 . . .
Br3 Br 0.16863(10) 0.33318(6) 0.0000 0.0865(5) Uani 1 d . . 2 S T P
F3 F 0.6133(11) 0.0528(5) 0.118(2) 0.266(9) Uani 1 d . . 1 . . .
F2 F 0.478(2) 0.0792(13) 0.0000 0.41(3) Uani 1 d . . 2 S T P
N2 N 0.7142(11) 0.1609(6) 0.0000 0.108(4) Uani 1 d . . 2 S T P
H2A H 0.7412 0.1540 -0.1005 0.129 Uiso 0.50 calc A -1 1 GR . .
H2B H 0.7474 0.1365 0.0730 0.129 Uiso 0.50 calc A -1 1 GR . .
H2C H 0.7246 0.2005 0.0275 0.129 Uiso 0.50 calc A -1 1 GR . .
C3 C 0.5686(19) 0.0862(12) 0.0000 0.139(8) Uani 1 d . . 2 S T P
C4 C 0.6106(15) 0.1486(10) 0.0000 0.156(10) Uani 1 d . . 2 S T P
H4A H 0.5804 0.1692 -0.0963 0.187 Uiso 0.50 calc . . 1 R . .
H4B H 0.5804 0.1692 0.0963 0.187 Uiso 0.50 calc . . 1 R . .
F4 F 0.2084(9) 0.0737(4) 0.1320(12) 0.185(4) Uani 1 d . . 1 . . .
N3 N 0.0766(17) 0.1838(9) 0.0000 0.192(11) Uani 1 d . . 2 S T P
H3A H 0.0628 0.1978 -0.1016 0.231 Uiso 0.50 calc B -1 1 GR . .
H3B H 0.0804 0.2158 0.0698 0.231 Uiso 0.50 calc B -1 1 GR . .
H3C H 0.0241 0.1582 0.0318 0.231 Uiso 0.50 calc B -1 1 GR . .
C5 C 0.1720(17) 0.0888(9) 0.0000 0.113(6) Uani 1 d . . 2 S T P
H5 H 0.0979 0.0728 0.0000 0.135 Uiso 1 calc . . 2 RS T P
C6 C 0.1603(18) 0.1567(10) 0.0000 0.158(10) Uani 1 d . . 2 S T P
H6A H 0.1997 0.1715 0.0961 0.190 Uiso 0.50 calc . . 1 R . .
H6B H 0.1997 0.1715 -0.0961 0.190 Uiso 0.50 calc . . 1 R . .
N1 N 0.1874(11) 0.0322(5) -0.5000 0.085(3) Uani 1 d . . 2 S T P
H1A H 0.1614 0.0319 -0.6028 0.102 Uiso 0.50 calc C -1 1 GR . .
H1B H 0.1881 0.0710 -0.4618 0.102 Uiso 0.50 calc C -1 1 GR . .
H1C H 0.1457 0.0088 -0.4354 0.102 Uiso 0.50 calc C -1 1 GR . .
C2 C 0.3560(16) 0.072(2) -0.5000 0.27(2) Uani 1 d . . 2 DS T P
H2 H 0.3176 0.1119 -0.5000 0.328 Uiso 1 calc . . 2 RS T P
C1 C 0.2879(18) 0.0095(16) -0.5000 0.25(2) Uani 1 d . . 2 DS T P
H1D H 0.3021 -0.0152 -0.5980 0.300 Uiso 0.50 calc . . 1 R . .
H1E H 0.3021 -0.0152 -0.4020 0.300 Uiso 0.50 calc . . 1 R . .
F1 F 0.4296(16) 0.0639(8) -0.600(3) 0.410(18) Uani 1 d . . 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
Sb1 Br4 2.8756(11) . ?
Sb1 Br2 2.7221(9) 6 ?
Sb1 Br2 2.7221(9) . ?
Sb1 Br1 2.8876(9) . ?
Sb1 Br1 2.8876(9) 6 ?
Sb1 Br3 2.7426(13) . ?
F3 C3 1.319(17) . ?
F2 C3 1.13(3) . ?
N2 C4 1.31(2) . ?
C3 F3 1.319(17) 6 ?
C3 C4 1.44(3) . ?
F4 C5 1.202(10) . ?
N3 C6 1.19(3) . ?
C5 F4 1.202(10) 6 ?
C5 C6 1.47(3) . ?
N1 C1 1.34(3) . ?
C2 C1 1.59(6) . ?
C2 F1 1.230(15) . ?
C2 F1 1.230(15) 6_554 ?
F1 F1 1.62(5) 6_554 ?

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
Br4 Sb1 Br1 89.74(3) . . ?
Br4 Sb1 Br1 89.74(3) . 6 ?
Br2 Sb1 Br4 88.92(3) . . ?
Br2 Sb1 Br4 88.92(3) 6 . ?
Br2 Sb1 Br2 94.25(4) . 6 ?
Br2 Sb1 Br1 177.40(3) 6 . ?
Br2 Sb1 Br1 87.95(3) . . ?
Br2 Sb1 Br1 87.95(3) 6 6 ?
Br2 Sb1 Br1 177.40(3) . 6 ?
Br2 Sb1 Br3 90.94(3) . . ?
Br2 Sb1 Br3 90.94(3) 6 . ?
Br1 Sb1 Br1 89.81(4) 6 . ?
Br3 Sb1 Br4 179.80(4) . . ?
Br3 Sb1 Br1 90.41(3) . . ?
Br3 Sb1 Br1 90.41(3) . 6 ?
F3 C3 F3 93(2) 6 . ?
F3 C3 C4 110.9(16) 6 . ?
F3 C3 C4 110.9(16) . . ?
F2 C3 F3 110(2) . . ?
F2 C3 F3 110(2) . 6 ?
F2 C3 C4 119(3) . . ?
N2 C4 C3 122.8(19) . . ?
F4 C5 F4 125(2) 6 . ?
F4 C5 C6 107.8(12) . . ?
F4 C5 C6 107.8(12) 6 . ?
N3 C6 C5 125(2) . . ?
F1 C2 C1 106(3) 6_554 . ?
F1 C2 C1 106(3) . . ?
F1 C2 F1 82(3) 6_554 . ?
N1 C1 C2 101(3) . . ?
C2 F1 F1 48.9(14) . 6_554 ?

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
F3 C3 C4 N2 51.0(14) . . . . ?
F3 C3 C4 N2 -51.0(14) 6 . . . ?
F2 C3 C4 N2 180.0 . . . . ?
F4 C5 C6 N3 111.3(15) 6 . . . ?
F4 C5 C6 N3 -111.3(15) . . . . ?
C1 C2 F1 F1 -104(3) . . . 6_554 ?
F1 C2 C1 N1 -136.9(17) . . . . ?
F1 C2 C1 N1 136.9(17) 6_554 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.292
_oxdiff_exptl_absorpt_empirical_full_min 0.533
####################################################################### 
# 
# 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_2fc273
_database_code_depnum_ccdc_archive 'CCDC 2155854'
loop_
_audit_author_name
_audit_author_address
'Ning Song'
;Jiangxi University of science and technology
China
;
_audit_update_record             
;
2022-03-02 deposited with the CCDC.	2022-04-26 downloaded from the CCDC.
;
_audit_creation_date             2022-03-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(Br6 Sb), 12(C2 H6 F2 N)'
_chemical_formula_sum            'C24 H72 Br24 F24 N12 Sb4'
_chemical_formula_weight         3389.77
_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'
Br Br -0.2901 2.4595 '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'
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      orthorhombic
_space_group_IT_number           58
_space_group_name_H-M_alt        'P n n m'
_space_group_name_Hall           '-P 2 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'x-1/2, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   12.3891(5)
_cell_length_b                   21.5246(9)
_cell_length_c                   8.0726(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2152.72(15)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4903
_cell_measurement_temperature    273
_cell_measurement_theta_max      28.2090
_cell_measurement_theta_min      1.9010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    12.462
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_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    2.615
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1560
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_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  0.0643
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14885
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.108
_diffrn_reflns_theta_min         1.892
_diffrn_ambient_temperature      273
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2015
_reflns_number_total             2808
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.703
_refine_diff_density_min         -1.156
_refine_diff_density_rms         0.189
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         2808
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0484
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0843P)²+2.9901P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1401
_refine_ls_wR_factor_ref         0.1516
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
2. Rigid bond restraints
 C1, C3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Others
 Fixed Sof: H00A(0.5) H00B(0.5) H00C(0.5) H00F(0.5) H00G(0.5) H00H(0.5)
 H00I(0.5) H00J(0.5) H00D(0.5) H00E(0.5) H8A(0.5) H8B(0.5) H8C(0.5) H1A(0.5)
 H1B(0.5)
4.a Ternary CH refined with riding coordinates:
 C11(H11), C2(H2), C3(H3)
4.b Secondary CH2 refined with riding coordinates:
 C00A(H00I,H00J), C00D(H00D,H00E), C1(H1A,H1B)
4.c Idealised Me refined as rotating group:
 N007(H00A,H00B,H00C), N009(H00F,H00G,H00H), N8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb01 Sb 0.60982(4) 0.67509(2) 0.500000 0.0441(2) Uani 1 2 d S T P . .
Br02 Br 0.37767(7) 0.68404(5) 0.500000 0.0649(3) Uani 1 2 d S T P . .
Br03 Br 0.59764(7) 0.58000(4) 0.24710(9) 0.0704(3) Uani 1 1 d . . . . .
Br04 Br 0.61560(7) 0.76112(4) 0.74727(9) 0.0719(3) Uani 1 1 d . . . . .
Br05 Br 0.83089(8) 0.66694(5) 0.500000 0.0866(4) Uani 1 2 d S T P . .
N007 N 0.2850(10) 0.8395(5) 0.500000 0.101(4) Uani 1 2 d S T P . .
H00A H 0.261622 0.836624 0.396061 0.121 Uiso 0.5 1 calc R U P A -1
H00B H 0.247944 0.868855 0.552863 0.121 Uiso 0.5 1 calc R U P A -1
H00C H 0.275778 0.803266 0.551076 0.121 Uiso 0.5 1 calc R U P A -1
N009 N 0.5719(13) 0.3184(7) 0.000000 0.198(11) Uani 1 2 d S T P . .
H00F H 0.552019 0.310375 -0.103783 0.237 Uiso 0.5 1 calc R U P B -1
H00G H 0.523847 0.343593 0.046879 0.237 Uiso 0.5 1 calc R U P B -1
H00H H 0.575229 0.283009 0.056904 0.237 Uiso 0.5 1 calc R U P B -1
C00A C 0.6563(14) 0.3421(8) 0.000000 0.142(8) Uani 1 2 d S T P . .
H00I H 0.695070 0.327258 -0.096592 0.170 Uiso 0.5 1 calc R U P . .
H00J H 0.695071 0.327258 0.096592 0.170 Uiso 0.5 1 calc R U P . .
C00D C 0.3935(12) 0.8548(7) 0.500000 0.146(9) Uani 1 2 d S T P . .
H00D H 0.419429 0.831591 0.404926 0.176 Uiso 0.5 1 calc R U P . .
H00E H 0.419429 0.831591 0.595074 0.176 Uiso 0.5 1 calc R U P . .
C11 C 0.478(3) 0.9164(9) 0.500000 0.216(15) Uani 1 2 d S T P . .
H11 H 0.556936 0.918580 0.500001 0.259 Uiso 1 2 calc R U P . .
N8 N 0.3090(9) 0.5311(4) 0.500000 0.084(3) Uani 1 2 d S T P . .
H8A H 0.334768 0.525332 0.398270 0.100 Uiso 0.5 1 calc R U P C -1
H8B H 0.340361 0.504543 0.569345 0.100 Uiso 0.5 1 calc R U P C -1
H8C H 0.322790 0.569848 0.532385 0.100 Uiso 0.5 1 calc R U P C -1
C1 C 0.3024(15) 1.0212(12) 0.000000 0.176(9) Uani 1 2 d S TU P . .
H1A H 0.322070 0.997218 -0.097161 0.211 Uiso 0.5 1 calc R U P . .
H1B H 0.322070 0.997218 0.097161 0.211 Uiso 0.5 1 calc R U P . .
F6 F 0.4249(14) 1.0638(7) 0.101(3) 0.408(18) Uani 1 1 d . . . . .
F1 F 0.3953(10) 0.9443(5) 0.3834(17) 0.251(7) Uani 1 1 d . . . . .
F3 F 0.7079(9) 0.4262(4) -0.1339(10) 0.185(4) Uani 1 1 d . . . . .
C2 C 0.6631(14) 0.4135(7) 0.000000 0.101(4) Uani 1 2 d S T P . .
H2 H 0.589979 0.430861 -0.000001 0.121 Uiso 1 2 calc R U P . .
C3 C 0.3607(14) 1.0777(17) 0.000000 0.225(16) Uani 1 2 d S TU P . .
H3 H 0.324627 1.118179 0.000002 0.270 Uiso 1 2 calc R U P . .


_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 Br02 2.8826(10) . ?
Sb01 Br03 2.8949(8) . ?
Sb01 Br03 2.8949(8) 6_556 ?
Sb01 Br04 2.7237(8) . ?
Sb01 Br04 2.7238(8) 6_556 ?
Sb01 Br05 2.7445(11) . ?
N007 H00A 0.8900 . ?
N007 H00B 0.8900 . ?
N007 H00C 0.8900 . ?
N007 C00D 1.384(17) . ?
N009 H00F 0.8900 . ?
N009 H00G 0.8900 . ?
N009 H00H 0.8900 . ?
N009 C00A 1.16(2) . ?
C00A H00I 0.9700 . ?
C00A H00J 0.9700 . ?
C00A C2 1.54(2) . ?
C00D H00D 0.9700 . ?
C00D H00E 0.9700 . ?
C00D C11 1.69(4) . ?
C11 H11 0.9800 . ?
C11 F1 1.51(3) . ?
C11 F1 1.51(3) 6_556 ?
N8 H8A 0.8900 . ?
N8 H8B 0.8900 . ?
N8 H8C 0.8900 . ?
N8 C1 1.40(2) 3_545 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C3 1.41(4) . ?
F6 F6 1.64(5) 6 ?
F6 C3 1.18(2) . ?
F3 C2 1.245(9) . ?
C2 H2 0.9800 . ?
C3 H3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br02 Sb01 Br03 89.73(3) . . ?
Br02 Sb01 Br03 89.73(3) . 6_556 ?
Br03 Sb01 Br03 89.70(3) 6_556 . ?
Br04 Sb01 Br02 88.90(3) . . ?
Br04 Sb01 Br02 88.90(3) 6_556 . ?
Br04 Sb01 Br03 88.01(3) 6_556 . ?
Br04 Sb01 Br03 177.33(3) 6_556 6_556 ?
Br04 Sb01 Br03 88.01(3) . 6_556 ?
Br04 Sb01 Br03 177.33(3) . . ?
Br04 Sb01 Br04 94.26(4) . 6_556 ?
Br04 Sb01 Br05 90.99(3) . . ?
Br04 Sb01 Br05 90.99(3) 6_556 . ?
Br05 Sb01 Br02 179.84(4) . . ?
Br05 Sb01 Br03 90.39(3) . 6_556 ?
Br05 Sb01 Br03 90.39(3) . . ?
H00A N007 H00B 109.5 . . ?
H00A N007 H00C 109.5 . . ?
H00B N007 H00C 109.5 . . ?
C00D N007 H00A 109.5 . . ?
C00D N007 H00B 109.5 . . ?
C00D N007 H00C 109.5 . . ?
H00F N009 H00G 109.5 . . ?
H00F N009 H00H 109.5 . . ?
H00G N009 H00H 109.5 . . ?
C00A N009 H00F 109.5 . . ?
C00A N009 H00G 109.5 . . ?
C00A N009 H00H 109.5 . . ?
N009 C00A H00I 107.5 . . ?
N009 C00A H00J 107.5 . . ?
N009 C00A C2 119.2(18) . . ?
H00I C00A H00J 107.0 . . ?
C2 C00A H00I 107.5 . . ?
C2 C00A H00J 107.5 . . ?
N007 C00D H00D 101.5 . . ?
N007 C00D H00E 101.5 . . ?
N007 C00D C11 142.0(15) . . ?
H00D C00D H00E 104.6 . . ?
C11 C00D H00D 101.5 . . ?
C11 C00D H00E 101.5 . . ?
C00D C11 H11 131.0 . . ?
F1 C11 C00D 83.8(19) 6_556 . ?
F1 C11 C00D 83.8(19) . . ?
F1 C11 H11 131.0 . . ?
F1 C11 H11 131.0 6_556 . ?
F1 C11 F1 77(2) . 6_556 ?
H8A N8 H8B 109.5 . . ?
H8A N8 H8C 109.5 . . ?
H8B N8 H8C 109.5 . . ?
C1 N8 H8A 109.5 3_545 . ?
C1 N8 H8B 109.5 3_545 . ?
C1 N8 H8C 109.5 3_545 . ?
N8 C1 H1A 109.2 3 . ?
N8 C1 H1B 109.2 3 . ?
N8 C1 C3 112(2) 3 . ?
H1A C1 H1B 107.9 . . ?
C3 C1 H1A 109.2 . . ?
C3 C1 H1B 109.2 . . ?
C3 F6 F6 46.1(15) . 6 ?
C00A C2 H2 109.2 . . ?
F3 C2 C00A 104.1(10) 6 . ?
F3 C2 C00A 104.1(10) . . ?
F3 C2 F3 120.5(17) . 6 ?
F3 C2 H2 109.2 6 . ?
F3 C2 H2 109.2 . . ?
C1 C3 H3 122.2 . . ?
F6 C3 C1 97(3) . . ?
F6 C3 C1 97(3) 6 . ?
F6 C3 F6 88(3) . 6 ?
F6 C3 H3 122.2 . . ?
F6 C3 H3 122.2 6 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N007 C00D C11 F1 -38.7(9) . . . . ?
N007 C00D C11 F1 38.7(9) . . . 6_556 ?
N009 C00A C2 F3 -116.5(11) . . . . ?
N009 C00A C2 F3 116.5(11) . . . 6 ?
N8 C1 C3 F6 -135.6(16) 3 . . 6 ?
N8 C1 C3 F6 135.6(16) 3 . . . ?
F6 F6 C3 C1 97(3) 6 . . . ?

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

data_csp_1_t233k
_database_code_depnum_ccdc_archive 'CCDC 2155853'
loop_
_audit_author_name
_audit_author_address
'Ning Song'
;Jiangxi University of science and technology
China
;
_audit_update_record             
;
2022-03-02 deposited with the CCDC.	2022-04-26 downloaded from the CCDC.
;
_audit_creation_date             2022-03-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br6 Sb, C2 H6 F2 N, 2(C2 H5 F2 N)'
_chemical_formula_sum            'C6 H18 Br6 F6 N3 Sb'
_chemical_formula_weight         847.44
_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'
Br Br -0.2901 2.4595 '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'
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                   8.0374(9)
_cell_length_b                   12.3053(11)
_cell_length_c                   21.3990(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2116.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4363
_cell_measurement_temperature    232.97(10)
_cell_measurement_theta_max      29.5420
_cell_measurement_theta_min      2.6990
_shelx_estimated_absorpt_T_max   0.786
_shelx_estimated_absorpt_T_min   0.702
_exptl_absorpt_coefficient_mu    12.676
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20653
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.14e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.660
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1560
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1155
_diffrn_reflns_av_unetI/netI     0.0781
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.734
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12086
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.734
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.770
_diffrn_reflns_theta_min         2.707
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      232.97(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.734
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00  70.00   0.50    3.00    --   -5.69  17.00  -3.00  112
  2  ω    -21.00  28.00   0.50    3.00    --   -5.69 -99.00-120.00   98
  3  ω    -53.00  21.00   0.50    3.00    --    6.16 -77.00  60.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0008715000
_diffrn_orient_matrix_UB_12      0.0056659000
_diffrn_orient_matrix_UB_13      0.0568129000
_diffrn_orient_matrix_UB_21      -0.0201971000
_diffrn_orient_matrix_UB_22      0.0318175000
_diffrn_orient_matrix_UB_23      -0.0094311000
_diffrn_orient_matrix_UB_31      -0.0859721000
_diffrn_orient_matrix_UB_32      -0.0072229000
_diffrn_orient_matrix_UB_33      0.0027526000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3232
_reflns_number_total             4862
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XS  (Sheldrick, 2008)'
_refine_diff_density_max         2.837
_refine_diff_density_min         -2.484
_refine_diff_density_rms         0.332
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4862
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1508
_refine_ls_R_factor_gt           0.1213
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1292P)²+95.9600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3327
_refine_ls_wR_factor_ref         0.3475
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
2. Restrained distances
 N5-C2
 1.48 with sigma of 0.02
 Sb1-Br1 \\sim Sb1-Br1A
 with sigma of 0.02
 Sb1-Br2 \\sim Sb1-Br2A
 with sigma of 0.02
 Sb1-Br5 \\sim Sb1-Br5A
 with sigma of 0.02
 Sb1-Br4 \\sim Sb1-Br4A
 with sigma of 0.02
 Sb1-Br6 \\sim Sb1-Br6A
 with sigma of 0.02
 F4-C7 \\sim F4A-C7
 with sigma of 0.02
 F5-F6 \\sim F5-F6A
 with sigma of 0.02
 F6-C9 \\sim F6A-C9
 with sigma of 0.02
3. Others
 Sof(Br1A)=1-FVAR(1)
 Sof(Br1)=FVAR(1)
 Sof(Br5A)=1-FVAR(2)
 Sof(Br5)=FVAR(2)
 Sof(Br2A)=1-FVAR(3)
 Sof(Br2)=FVAR(3)
 Sof(Br4A)=1-FVAR(4)
 Sof(Br4)=FVAR(4)
 Sof(Br6A)=1-FVAR(5)
 Sof(Br6)=FVAR(5)
 Sof(F4A)=1-FVAR(6)
 Sof(F4)=FVAR(6)
 Sof(F6A)=1-FVAR(7)
 Sof(F6)=FVAR(7)
4.a Ternary CH refined with riding coordinates:
 C1(H1)
4.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C5(H5D,H5E)
4.c Idealised Me refined as rotating group:
 N2(H2C,H2D,H2E), N5(H5A,H5B,H5C), N8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Sb1 Sb 0.50431(19) -0.39053(10) 0.17471(5) 0.0443(4) Uani 1 1 d D . . . .
Br2 Br 0.478(4) -0.6222(10) 0.1862(8) 0.060(4) Uani 0.43(14) 1 d D . P A 1
Br6 Br 0.237(2) -0.3961(17) 0.0832(8) 0.072(5) Uani 0.55(13) 1 d D . P A 1
Br1 Br 0.7615(9) -0.3955(13) 0.2577(4) 0.052(2) Uani 0.63(5) 1 d D . P A 1
Br5 Br 0.2707(16) -0.3684(17) 0.2654(6) 0.055(3) Uani 0.49(6) 1 d D . P A 1
Br4 Br 0.532(2) -0.1690(7) 0.1650(5) 0.069(3) Uani 0.64(8) 1 d D . P A 1
Br3 Br 0.7547(4) -0.4045(2) 0.07937(11) 0.0686(7) Uani 1 1 d . . . . .
F1 F -0.130(4) -0.717(2) 0.0716(12) 0.154(11) Uani 1 1 d . . . . .
C2 C -0.040(4) -0.659(2) 0.1569(14) 0.093(11) Uani 1 1 d D . . . .
H2A H -0.159071 -0.657116 0.164364 0.111 Uiso 1 1 calc R U . . .
H2B H 0.002643 -0.725040 0.176273 0.111 Uiso 1 1 calc R U . . .
F2 F 0.135(3) -0.714(3) 0.0753(12) 0.151(10) Uani 1 1 d . . . . .
C1 C -0.010(5) -0.666(2) 0.0862(14) 0.086(9) Uani 1 1 d . . . . .
H1 H -0.012301 -0.593384 0.067428 0.103 Uiso 1 1 calc R U . . .
N2 N -0.004(4) -0.217(2) 0.1584(10) 0.095(9) Uani 1 1 d . . . . .
H2C H 0.095369 -0.248856 0.158470 0.114 Uiso 1 1 calc R U . . .
H2D H -0.065657 -0.245189 0.127642 0.114 Uiso 1 1 calc R U . . .
H2E H -0.054475 -0.229563 0.194831 0.114 Uiso 1 1 calc R U . . .
C4 C 0.016(6) -0.095(2) 0.1485(14) 0.109(14) Uani 1 1 d . . . . .
H4A H -0.057645 -0.056890 0.177043 0.130 Uiso 1 1 calc R U . . .
H4B H 0.129036 -0.074458 0.158235 0.130 Uiso 1 1 calc R U . . .
N5 N 0.037(7) -0.566(3) 0.1865(14) 0.23(3) Uani 1 1 d D . . . .
H5A H 0.087118 -0.525508 0.157723 0.281 Uiso 1 1 calc R U . . .
H5B H 0.110901 -0.588290 0.214553 0.281 Uiso 1 1 calc R U . . .
H5C H -0.041292 -0.526467 0.205538 0.281 Uiso 1 1 calc R U . . .
F3 F 0.115(6) -0.112(4) 0.0508(19) 0.226(19) Uani 1 1 d . . . . .
F4 F -0.124(6) -0.099(4) 0.0533(13) 0.16(2) Uani 0.69(6) 1 d D . P B 1
C7 C -0.023(8) -0.063(3) 0.0854(19) 0.130(19) Uani 1 1 d D . . . .
F5 F 0.480(10) 0.030(3) 0.0636(16) 0.38(5) Uani 1 1 d D . . . .
F6 F 0.659(6) 0.114(3) 0.079(3) 0.21(4) Uani 0.55(6) 1 d D . P C 1
N8 N 0.506(3) 0.3167(18) 0.0305(8) 0.068(6) Uani 1 1 d . . . . .
H8A H 0.587755 0.333943 0.004366 0.081 Uiso 1 1 calc R U . . .
H8B H 0.535724 0.332833 0.069407 0.081 Uiso 1 1 calc R U . . .
H8C H 0.414797 0.354138 0.020421 0.081 Uiso 1 1 calc R U . . .
C9 C 0.504(6) 0.134(4) 0.0702(16) 0.15(2) Uani 1 1 d D . . . .
C5 C 0.469(6) 0.195(3) 0.0257(19) 0.130(17) Uani 1 1 d . . . . .
H5D H 0.351323 0.187521 0.017305 0.156 Uiso 1 1 calc R U . . .
H5E H 0.527734 0.168325 -0.010816 0.156 Uiso 1 1 calc R U . . .
Br1A Br 0.733(3) -0.3666(17) 0.2655(7) 0.071(4) Uani 0.37(5) 1 d D . P A 2
Br5A Br 0.242(3) -0.3937(18) 0.2581(6) 0.071(4) Uani 0.51(6) 1 d D . P A 2
Br2A Br 0.508(5) -0.6238(6) 0.1846(4) 0.056(4) Uani 0.57(14) 1 d D . P A 2
Br4A Br 0.470(11) -0.1683(8) 0.1676(6) 0.070(11) Uani 0.36(8) 1 d D . P A 2
Br6A Br 0.262(5) -0.408(3) 0.0760(15) 0.061(5) Uani 0.45(13) 1 d D . P A 2
F4A F 0.015(14) 0.024(5) 0.072(3) 0.16(5) Uani 0.31(6) 1 d D . P B 2
F6A F 0.403(11) 0.133(6) 0.116(5) 0.48(16) Uani 0.45(6) 1 d D . P C 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 Br2 2.869(11) . ?
Sb1 Br6 2.908(10) . ?
Sb1 Br1 2.726(6) . ?
Sb1 Br5 2.715(7) . ?
Sb1 Br4 2.743(8) . ?
Sb1 Br3 2.871(3) . ?
Sb1 Br1A 2.692(12) . ?
Sb1 Br5A 2.763(11) . ?
Sb1 Br2A 2.878(7) . ?
Sb1 Br4A 2.753(11) . ?
Sb1 Br6A 2.883(9) . ?
F1 C1 1.19(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.53(4) . ?
C2 N5 1.453(19) . ?
F2 C1 1.32(4) . ?
C1 H1 0.9800 . ?
N2 H2C 0.8900 . ?
N2 H2D 0.8900 . ?
N2 H2E 0.8900 . ?
N2 C4 1.53(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C7 1.44(5) . ?
N5 H5A 0.8900 . ?
N5 H5B 0.8900 . ?
N5 H5C 0.8900 . ?
F3 C7 1.46(6) . ?
F4 C7 1.16(4) . ?
C7 F4A 1.16(4) . ?
F5 C9 1.29(6) . ?
F6 C9 1.29(5) . ?
N8 H8A 0.8900 . ?
N8 H8B 0.8900 . ?
N8 H8C 0.8900 . ?
N8 C5 1.52(4) . ?
C9 C5 1.25(5) . ?
C9 F6A 1.28(5) . ?
C5 H5D 0.9700 . ?
C5 H5E 0.9700 . ?

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
Br2 Sb1 Br6 88.9(6) . . ?
Br2 Sb1 Br3 93.0(6) . . ?
Br1 Sb1 Br2 88.7(6) . . ?
Br1 Sb1 Br6 176.9(6) . . ?
Br1 Sb1 Br4 90.5(4) . . ?
Br1 Sb1 Br3 86.0(3) . . ?
Br5 Sb1 Br2 89.3(7) . . ?
Br5 Sb1 Br6 88.5(6) . . ?
Br5 Sb1 Br1 93.5(4) . . ?
Br5 Sb1 Br4 90.6(6) . . ?
Br5 Sb1 Br3 177.6(5) . . ?
Br4 Sb1 Br2 179.2(5) . . ?
Br4 Sb1 Br6 91.9(5) . . ?
Br4 Sb1 Br3 87.0(3) . . ?
Br3 Sb1 Br6 92.2(4) . . ?
Br3 Sb1 Br2A 89.1(7) . . ?
Br3 Sb1 Br6A 87.1(11) . . ?
Br1A Sb1 Br3 92.3(6) . . ?
Br1A Sb1 Br5A 93.3(7) . . ?
Br1A Sb1 Br2A 92.8(7) . . ?
Br1A Sb1 Br4A 90.1(12) . . ?
Br1A Sb1 Br6A 178.0(5) . . ?
Br5A Sb1 Br3 173.3(6) . . ?
Br5A Sb1 Br2A 86.9(8) . . ?
Br5A Sb1 Br6A 87.5(12) . . ?
Br2A Sb1 Br6A 89.1(8) . . ?
Br4A Sb1 Br3 95.2(14) . . ?
Br4A Sb1 Br5A 88.4(15) . . ?
Br4A Sb1 Br2A 175(2) . . ?
Br4A Sb1 Br6A 88.1(13) . . ?
H2A C2 H2B 107.7 . . ?
C1 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
N5 C2 H2A 108.8 . . ?
N5 C2 H2B 108.8 . . ?
N5 C2 C1 114(3) . . ?
F1 C1 C2 99(3) . . ?
F1 C1 F2 115(3) . . ?
F1 C1 H1 110.7 . . ?
C2 C1 H1 110.7 . . ?
F2 C1 C2 110(3) . . ?
F2 C1 H1 110.7 . . ?
H2C N2 H2D 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?
C4 N2 H2C 109.5 . . ?
C4 N2 H2D 109.5 . . ?
C4 N2 H2E 109.5 . . ?
N2 C4 H4A 109.2 . . ?
N2 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C7 C4 N2 112(3) . . ?
C7 C4 H4A 109.2 . . ?
C7 C4 H4B 109.2 . . ?
C2 N5 H5A 109.5 . . ?
C2 N5 H5B 109.5 . . ?
C2 N5 H5C 109.5 . . ?
H5A N5 H5B 109.5 . . ?
H5A N5 H5C 109.5 . . ?
H5B N5 H5C 109.5 . . ?
C4 C7 F3 102(4) . . ?
F4 C7 C4 127(4) . . ?
F4 C7 F3 95(4) . . ?
F4A C7 C4 115(5) . . ?
F4A C7 F3 93(6) . . ?
H8A N8 H8B 109.5 . . ?
H8A N8 H8C 109.5 . . ?
H8B N8 H8C 109.5 . . ?
C5 N8 H8A 109.5 . . ?
C5 N8 H8B 109.5 . . ?
C5 N8 H8C 109.5 . . ?
F6 C9 F5 88(4) . . ?
C5 C9 F5 119(4) . . ?
C5 C9 F6 116(5) . . ?
C5 C9 F6A 117(5) . . ?
F6A C9 F5 89(4) . . ?
N8 C5 H5D 107.3 . . ?
N8 C5 H5E 107.3 . . ?
C9 C5 N8 120(4) . . ?
C9 C5 H5D 107.3 . . ?
C9 C5 H5E 107.3 . . ?
H5D C5 H5E 106.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C4 C7 F3 -69(5) . . . . ?
N2 C4 C7 F4 36(8) . . . . ?
N2 C4 C7 F4A -168(7) . . . . ?
N5 C2 C1 F1 -154(4) . . . . ?
N5 C2 C1 F2 85(4) . . . . ?
F5 C9 C5 N8 -176(4) . . . . ?
F6 C9 C5 N8 -73(6) . . . . ?
F6A C9 C5 N8 79(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.614
_oxdiff_exptl_absorpt_empirical_full_min 0.468
